####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6
_audit_block_doi                 10.5517/ccdc.csd.cc25rh1h
_database_code_depnum_ccdc_archive 'CCDC 2018566'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1002/chem.202003559 2020
loop_
_audit_author_name
_audit_author_address
'Barbara Wicher'
;Poznan Univeristy of Medical Sciences
Poland
;
_audit_update_record             
;
2020-07-23 deposited with the CCDC.	2021-01-26 downloaded from the CCDC.
;
_audit_creation_date             2020-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H42 N2 O4'
_chemical_formula_sum            'C35 H42 N2 O4'
_chemical_formula_weight         554.70
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   20.8273(9)
_cell_length_b                   13.2306(4)
_cell_length_c                   11.3733(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.508(4)
_cell_angle_gamma                90
_cell_volume                     3090.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    26980
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      65.08
_cell_measurement_theta_min      1.98
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.613
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.687
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            13241
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        51.098
_diffrn_reflns_theta_max         51.098
_diffrn_reflns_theta_min         3.974
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Microfocus rotating Cu anode Rigaku FRX 3kW'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2768
_reflns_number_total             3317
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_data_collection       'CrystalClear 2.1 b32, Rigaku 2014'
_computing_cell_refinement       'CrystalClear 2.1 b32, Rigaku 2014'
_computing_data_reduction        'CrystalClear 2.1 b32, Rigaku 2014'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_diff_density_max         0.598
_refine_diff_density_min         -0.716
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       0.0014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         3317
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.0927
_refine_ls_R_factor_gt           0.0804
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1086P)²+5.8967P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2127
_refine_ls_wR_factor_ref         0.2242
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C9A-C10B
 1.51 with sigma of 0.001
 C5A-C2A = C5B-C2B = C3A-C2A = C3B-C2B
 1.51 with sigma of 0.001
 C2B-C1A
 1.51 with sigma of 0.002
 C2A-C1A
 1.51 with sigma of 0.002
 C9A-C10A
 1.51 with sigma of 0.002
 C12B-C11B = C8A-C11B = C8A-C11A
 1.51 with sigma of 0.002
 C6B-C5B = C6A-C5A
 1.51 with sigma of 0.002
 C4A-C3A
 1.51 with sigma of 0.002
3. Rigid bond restraints
 C12A, C11A, C11B, C12B, C8A, C9A, C10A, C10B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C5B) = Uanis(C3A) = Uanis(C3B) = Uanis(C2A) = Uanis(C2B) = Uanis(C5A) =
Uanis(C4A) = Uanis(C4B)
5. Others
 Fixed Sof: H1AA(0.5) H1AB(0.5) H1AC(0.5) H1AD(0.5) C2A(0.5) H2A(0.5) C3A(0.5)
 H3AA(0.5) H3AB(0.5) C4A(0.5) H4AA(0.5) H4AB(0.5) H4AC(0.5) C5A(0.5) H5AA(0.5)
 H5AB(0.5) C6A(0.5) H6AA(0.5) H6AB(0.5) H6AC(0.5) H8AA(0.5) H8A(0.5) H9AC(0.5)
 H9AD(0.5) H9AA(0.5) H9AB(0.5) C10B(0.5) H10A(0.5) H10B(0.5) H10C(0.5)
 C11B(0.5) H11A(0.5) H11B(0.5) C12B(0.5) H12A(0.5) H12B(0.5) H12C(0.5) C5B(0.5)
 H5BA(0.5) H5BB(0.5) C11A(0.5) H11C(0.5) H11D(0.5) C6B(0.5) H6BA(0.5) H6BB(0.5)
 H6BC(0.5) C12A(0.5) H12D(0.5) H12E(0.5) H12F(0.5) C10A(0.5) H10D(0.5)
 H10E(0.5) H10F(0.5) C2B(0.5) H2B(0.5) C3B(0.5) H3BA(0.5) H3BB(0.5) C4B(0.5)
 H4BA(0.5) H4BB(0.5) H4BC(0.5)
6.a Ternary CH refined with riding coordinates:
 C2A(H2A), C8A(H8AA), C8A(H8A), C2B(H2B)
6.b Secondary CH2 refined with riding coordinates:
 C1A(H1AA,H1AB), C1A(H1AC,H1AD), C3A(H3AA,H3AB), C5A(H5AA,H5AB), C7A(H7AA,
 H7AB), C9A(H9AC,H9AD), C9A(H9AA,H9AB), C11B(H11A,H11B), C5B(H5BA,H5BB),
 C11A(H11C,H11D), C3B(H3BA,H3BB)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C7(H7), C10(H10), C11(H11), C13(H13), C14(H14),
 C15(H15), C18(H18)
6.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C23(H23A,H23B,H23C), C4A(H4AA,H4AB,H4AC), C6A(H6AA,H6AB,
 H6AC), C10B(H10A,H10B,H10C), C12B(H12A,H12B,H12C), C6B(H6BA,H6BB,H6BC),
 C12A(H12D,H12E,H12F), C10A(H10D,H10E,H10F), C4B(H4BA,H4BB,H4BC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4028(4) 0.4867(4) 0.1235(5) 0.0816(19) Uani 1 1 d . . . . .
C2 C 0.3613(5) 0.4524(5) 0.0256(6) 0.114(3) Uani 1 1 d . . . . .
H2 H 0.377808 0.408135 -0.027979 0.137 Uiso 1 1 calc R . . . .
C3 C 0.2958(5) 0.4796(7) 0.0013(6) 0.127(4) Uani 1 1 d . . . . .
H3 H 0.268601 0.453150 -0.067164 0.152 Uiso 1 1 calc R . . . .
C4 C 0.2706(3) 0.5440(5) 0.0755(5) 0.096(2) Uani 1 1 d . . . . .
H4 H 0.226106 0.563471 0.058454 0.116 Uiso 1 1 calc R . . . .
C5 C 0.3115(3) 0.5817(4) 0.1786(4) 0.0705(17) Uani 1 1 d . . . . .
C6 C 0.2883(2) 0.6467(4) 0.2626(4) 0.0592(14) Uani 1 1 d . . . . .
C7 C 0.3303(2) 0.6822(3) 0.3590(4) 0.0476(12) Uani 1 1 d . . . . .
H7 H 0.315347 0.725454 0.415520 0.057 Uiso 1 1 calc R . . . .
C8 C 0.3963(2) 0.6529(3) 0.3726(4) 0.0449(12) Uani 1 1 d . . . . .
C9 C 0.3779(3) 0.5546(4) 0.2029(4) 0.0636(15) Uani 1 1 d . . . . .
C10 C 0.4420(2) 0.6947(3) 0.4730(4) 0.0429(11) Uani 1 1 d . . . . .
H10 H 0.427986 0.750221 0.515238 0.051 Uiso 1 1 calc R . . . .
C11 C 0.5018(2) 0.6596(3) 0.5082(4) 0.0378(10) Uani 1 1 d . . . . .
H11 H 0.513761 0.600823 0.468923 0.045 Uiso 1 1 calc R . . . .
C12 C 0.55086(18) 0.7021(3) 0.6011(3) 0.0348(10) Uani 1 1 d . . . . .
C13 C 0.53819(19) 0.7772(3) 0.6784(4) 0.0391(11) Uani 1 1 d . . . . .
H13 H 0.494969 0.801995 0.672374 0.047 Uiso 1 1 calc R . . . .
C14 C 0.58653(19) 0.8180(3) 0.7653(4) 0.0404(11) Uani 1 1 d . . . . .
H14 H 0.575975 0.870615 0.815663 0.048 Uiso 1 1 calc R . . . .
C15 C 0.6489(2) 0.7826(3) 0.7781(4) 0.0413(11) Uani 1 1 d . . . . .
H15 H 0.681370 0.809719 0.838308 0.050 Uiso 1 1 calc R . . . .
C16 C 0.66512(19) 0.7060(3) 0.7025(4) 0.0400(11) Uani 1 1 d . . . . .
C17 C 0.7287(2) 0.6662(3) 0.7109(4) 0.0469(12) Uani 1 1 d . . . . .
C18 C 0.7416(2) 0.5942(3) 0.6315(4) 0.0515(13) Uani 1 1 d . . . . .
H18 H 0.784178 0.567301 0.635052 0.062 Uiso 1 1 calc R . . . .
C19 C 0.6902(2) 0.5616(3) 0.5453(4) 0.0441(11) Uani 1 1 d . . . . .
C20 C 0.61648(19) 0.6658(3) 0.6132(3) 0.0356(10) Uani 1 1 d . . . . .
C21 C 0.4730(4) 0.4553(4) 0.1475(5) 0.088(2) Uani 1 1 d . . . . .
H21A H 0.478944 0.394658 0.101013 0.131 Uiso 1 1 calc GR . . . .
H21B H 0.485931 0.440778 0.232593 0.131 Uiso 1 1 calc GR . . . .
H21C H 0.500109 0.510137 0.124484 0.131 Uiso 1 1 calc GR . . . .
C22 C 0.7039(3) 0.4839(3) 0.4565(4) 0.0520(13) Uani 1 1 d . . . . .
C23 C 0.6581(3) 0.3815(4) 0.2949(4) 0.0752(17) Uani 1 1 d . . . . .
H23A H 0.684415 0.408019 0.237955 0.113 Uiso 1 1 calc GR . . . .
H23B H 0.615182 0.361534 0.252224 0.113 Uiso 1 1 calc GR . . . .
H23C H 0.679849 0.322645 0.335908 0.113 Uiso 1 1 calc GR . . . .
N1 N 0.41966(18) 0.5907(3) 0.2980(3) 0.0530(11) Uani 1 1 d . . . . .
N2 N 0.62966(16) 0.5930(2) 0.5349(3) 0.0395(9) Uani 1 1 d . . . . .
O1 O 0.65041(17) 0.4586(2) 0.3810(3) 0.0581(9) Uani 1 1 d . . . . .
O2 O 0.75731(17) 0.4495(2) 0.4534(3) 0.0644(10) Uani 1 1 d . . . . .
C1A C 0.19713(18) 0.7349(4) 0.3188(6) 0.0727(17) Uani 1 1 d D . . . .
H1AA H 0.219490 0.801082 0.329208 0.087 Uiso 0.5 1 calc R . P A 1
H1AB H 0.197343 0.702688 0.397438 0.087 Uiso 0.5 1 calc R . P A 1
H1AC H 0.219237 0.801293 0.321991 0.087 Uiso 0.5 1 calc R . P B 2
H1AD H 0.206065 0.704974 0.399642 0.087 Uiso 0.5 1 calc R . P B 2
C2A C 0.1294(2) 0.7430(6) 0.2475(7) 0.0678(12) Uani 0.5 1 d D . P C 1
H2A H 0.124723 0.757636 0.160228 0.081 Uiso 0.5 1 calc R . P C 1
C3A C 0.0859(4) 0.6635(8) 0.2885(8) 0.0678(12) Uani 0.5 1 d D . P C 1
H3AA H 0.083819 0.610191 0.226894 0.081 Uiso 0.5 1 calc R . P C 1
H3AB H 0.042377 0.695455 0.275341 0.081 Uiso 0.5 1 calc R . P C 1
C4A C 0.0873(5) 0.6047(8) 0.4029(8) 0.0678(12) Uani 0.5 1 d D . P C 1
H4AA H 0.131913 0.582970 0.433086 0.102 Uiso 0.5 1 calc GR . P C 1
H4AB H 0.059029 0.545320 0.387522 0.102 Uiso 0.5 1 calc GR . P C 1
H4AC H 0.071664 0.647882 0.462361 0.102 Uiso 0.5 1 calc GR . P C 1
C5A C 0.1012(3) 0.8173(7) 0.3258(8) 0.0678(12) Uani 0.5 1 d D . P C 1
H5AA H 0.130001 0.877118 0.339413 0.081 Uiso 0.5 1 calc R . P C 1
H5AB H 0.099726 0.785552 0.404138 0.081 Uiso 0.5 1 calc R . P C 1
C6A C 0.0334(3) 0.8514(8) 0.2719(10) 0.069(3) Uani 0.5 1 d D . P C 1
H6AA H 0.035618 0.893261 0.201614 0.103 Uiso 0.5 1 calc GR . P C 1
H6AB H 0.014638 0.890880 0.330751 0.103 Uiso 0.5 1 calc GR . P C 1
H6AC H 0.006086 0.792108 0.248426 0.103 Uiso 0.5 1 calc GR . P C 1
C7A C 0.8384(2) 0.6691(6) 0.8157(5) 0.091(2) Uani 1 1 d . . . . .
H7AA H 0.857674 0.683116 0.743466 0.109 Uiso 1 1 calc R . . . .
H7AB H 0.839330 0.595191 0.829584 0.109 Uiso 1 1 calc R . . . .
C8A C 0.8765(3) 0.7232(5) 0.9224(5) 0.0881(18) Uani 1 1 d D U . . .
H8AA H 0.852895 0.704487 0.989017 0.106 Uiso 0.5 1 calc R . P D 2
H8A H 0.923498 0.709776 0.920141 0.106 Uiso 0.5 1 calc R . P E 1
C9A C 0.8678(3) 0.8357(5) 0.9130(7) 0.121(3) Uani 1 1 d D U . . .
H9AC H 0.894946 0.861853 0.986397 0.146 Uiso 0.5 1 calc R . P F 2
H9AD H 0.822215 0.846614 0.924144 0.146 Uiso 0.5 1 calc R . P F 2
H9AA H 0.822802 0.852926 0.922953 0.146 Uiso 0.5 1 calc R . P G 1
H9AB H 0.873762 0.857595 0.832194 0.146 Uiso 0.5 1 calc R . P G 1
C10B C 0.8778(5) 0.9117(7) 0.8186(8) 0.076(3) Uani 0.5 1 d D U P H 2
H10A H 0.922007 0.905170 0.800629 0.114 Uiso 0.5 1 calc GR . P H 2
H10B H 0.871533 0.980112 0.847720 0.114 Uiso 0.5 1 calc GR . P H 2
H10C H 0.846187 0.899114 0.746111 0.114 Uiso 0.5 1 calc GR . P H 2
O1A O 0.22382(19) 0.6701(3) 0.2375(3) 0.0758(12) Uani 1 1 d . . . . .
O2A O 0.77309(14) 0.7054(2) 0.8005(3) 0.0573(9) Uani 1 1 d . . . . .
C11B C 0.9393(4) 0.6643(8) 0.9498(12) 0.106(4) Uani 0.5 1 d D U P I 2
H11A H 0.958421 0.662492 0.875791 0.127 Uiso 0.5 1 calc R . P I 2
H11B H 0.969319 0.704250 1.008633 0.127 Uiso 0.5 1 calc R . P I 2
C12B C 0.9400(8) 0.5574(8) 0.9965(14) 0.135(7) Uani 0.5 1 d D U P I 2
H12A H 0.931547 0.558116 1.078697 0.203 Uiso 0.5 1 calc GR . P I 2
H12B H 0.982778 0.527055 0.994534 0.203 Uiso 0.5 1 calc GR . P I 2
H12C H 0.906337 0.517701 0.946509 0.203 Uiso 0.5 1 calc GR . P I 2
C5B C 0.1055(3) 0.8191(7) 0.1776(8) 0.0678(12) Uani 0.5 1 d D . P C 2
H5BA H 0.115602 0.782924 0.106660 0.081 Uiso 0.5 1 calc R . P C 2
H5BB H 0.134425 0.878952 0.189361 0.081 Uiso 0.5 1 calc R . P C 2
C11A C 0.8633(5) 0.6824(7) 1.0398(7) 0.076(3) Uani 0.5 1 d D U P I 1
H11C H 0.881903 0.728563 1.105228 0.092 Uiso 0.5 1 calc R . P I 1
H11D H 0.815789 0.677772 1.038799 0.092 Uiso 0.5 1 calc R . P I 1
C6B C 0.0364(4) 0.8573(9) 0.1474(11) 0.077(4) Uani 0.5 1 d D . P C 2
H6BA H 0.006861 0.800058 0.126551 0.116 Uiso 0.5 1 calc GR . P C 2
H6BB H 0.032918 0.903824 0.079541 0.116 Uiso 0.5 1 calc GR . P C 2
H6BC H 0.024626 0.892808 0.216354 0.116 Uiso 0.5 1 calc GR . P C 2
C12A C 0.8934(7) 0.5804(9) 1.0602(13) 0.107(5) Uani 0.5 1 d . U P I 1
H12D H 0.874874 0.535082 0.995231 0.160 Uiso 0.5 1 calc GR . P I 1
H12E H 0.884624 0.553279 1.136170 0.160 Uiso 0.5 1 calc GR . P I 1
H12F H 0.940559 0.585661 1.062678 0.160 Uiso 0.5 1 calc GR . P I 1
C10A C 0.9147(7) 0.8931(12) 1.0040(12) 0.138(6) Uani 0.5 1 d D U P H 1
H10D H 0.899810 0.890525 1.081242 0.207 Uiso 0.5 1 calc GR . P H 1
H10E H 0.916868 0.963611 0.978599 0.207 Uiso 0.5 1 calc GR . P H 1
H10F H 0.958051 0.862421 1.011305 0.207 Uiso 0.5 1 calc GR . P H 1
C2B C 0.1246(2) 0.7506(6) 0.2838(7) 0.0678(12) Uani 0.5 1 d D . P C 2
H2B H 0.102129 0.767101 0.352615 0.081 Uiso 0.5 1 calc R . P C 2
C3B C 0.0963(5) 0.6598(6) 0.2129(9) 0.0678(12) Uani 0.5 1 d D . P C 2
H3BA H 0.055614 0.677179 0.158591 0.081 Uiso 0.5 1 calc R . P C 2
H3BB H 0.127785 0.630408 0.165964 0.081 Uiso 0.5 1 calc R . P C 2
C4B C 0.0838(5) 0.5905(8) 0.3083(10) 0.0678(12) Uani 0.5 1 d . . P C 2
H4BA H 0.125306 0.567698 0.354091 0.102 Uiso 0.5 1 calc GR . P C 2
H4BB H 0.059044 0.531864 0.272894 0.102 Uiso 0.5 1 calc GR . P C 2
H4BC H 0.058693 0.625816 0.361408 0.102 Uiso 0.5 1 calc GR . P C 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.369(9) . ?
C1 C9 1.430(8) . ?
C1 C21 1.502(9) . ?
C2 H2 0.9500 . ?
C2 C3 1.393(12) . ?
C3 H3 0.9500 . ?
C3 C4 1.364(11) . ?
C4 H4 0.9500 . ?
C4 C5 1.421(7) . ?
C5 C6 1.427(8) . ?
C5 C9 1.412(8) . ?
C6 C7 1.368(6) . ?
C6 O1A 1.362(6) . ?
C7 H7 0.9500 . ?
C7 C8 1.412(6) . ?
C8 C10 1.468(6) . ?
C8 N1 1.331(5) . ?
C9 N1 1.357(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.327(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.456(6) . ?
C12 C13 1.381(5) . ?
C12 C20 1.434(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.398(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.366(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.406(6) . ?
C16 C17 1.414(6) . ?
C16 C20 1.414(6) . ?
C17 C18 1.369(6) . ?
C17 O2A 1.360(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.395(6) . ?
C19 C22 1.500(6) . ?
C19 N2 1.315(5) . ?
C20 N2 1.370(5) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 O1 1.331(6) . ?
C22 O2 1.209(5) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C23 O1 1.441(5) . ?
C1A H1AA 0.9900 . ?
C1A H1AB 0.9900 . ?
C1A H1AC 0.9900 . ?
C1A H1AD 0.9900 . ?
C1A C2A 1.510(2) . ?
C1A O1A 1.438(7) . ?
C1A C2B 1.512(2) . ?
C2A H2A 1.0000 . ?
C2A C3A 1.5116(11) . ?
C2A C5A 1.5097(11) . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C3A C4A 1.512(2) . ?
C4A H4AA 0.9800 . ?
C4A H4AB 0.9800 . ?
C4A H4AC 0.9800 . ?
C5A H5AA 0.9900 . ?
C5A H5AB 0.9900 . ?
C5A C6A 1.511(2) . ?
C6A H6AA 0.9800 . ?
C6A H6AB 0.9800 . ?
C6A H6AC 0.9800 . ?
C7A H7AA 0.9900 . ?
C7A H7AB 0.9900 . ?
C7A C8A 1.515(8) . ?
C7A O2A 1.426(5) . ?
C8A H8AA 1.0000 . ?
C8A H8A 1.0000 . ?
C8A C9A 1.501(9) . ?
C8A C11B 1.510(2) . ?
C8A C11A 1.507(2) . ?
C9A H9AC 0.9900 . ?
C9A H9AD 0.9900 . ?
C9A H9AA 0.9900 . ?
C9A H9AB 0.9900 . ?
C9A C10B 1.5095(11) . ?
C9A C10A 1.506(2) . ?
C10B H10A 0.9800 . ?
C10B H10B 0.9800 . ?
C10B H10C 0.9800 . ?
C11B H11A 0.9900 . ?
C11B H11B 0.9900 . ?
C11B C12B 1.510(2) . ?
C12B H12A 0.9800 . ?
C12B H12B 0.9800 . ?
C12B H12C 0.9800 . ?
C5B H5BA 0.9900 . ?
C5B H5BB 0.9900 . ?
C5B C6B 1.511(2) . ?
C5B C2B 1.5098(11) . ?
C11A H11C 0.9900 . ?
C11A H11D 0.9900 . ?
C11A C12A 1.491(15) . ?
C6B H6BA 0.9800 . ?
C6B H6BB 0.9800 . ?
C6B H6BC 0.9800 . ?
C12A H12D 0.9800 . ?
C12A H12E 0.9800 . ?
C12A H12F 0.9800 . ?
C10A H10D 0.9800 . ?
C10A H10E 0.9800 . ?
C10A H10F 0.9800 . ?
C2B H2B 1.0000 . ?
C2B C3B 1.5115(11) . ?
C3B H3BA 0.9900 . ?
C3B H3BB 0.9900 . ?
C3B C4B 1.477(15) . ?
C4B H4BA 0.9800 . ?
C4B H4BB 0.9800 . ?
C4B H4BC 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C9 118.4(7) . . ?
C2 C1 C21 121.5(7) . . ?
C9 C1 C21 120.1(5) . . ?
C1 C2 H2 118.6 . . ?
C1 C2 C3 122.8(8) . . ?
C3 C2 H2 118.6 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.1(6) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.4(8) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 C6 122.7(6) . . ?
C9 C5 C4 120.4(6) . . ?
C9 C5 C6 116.8(4) . . ?
C7 C6 C5 120.1(5) . . ?
O1A C6 C5 115.3(5) . . ?
O1A C6 C7 124.6(5) . . ?
C6 C7 H7 120.8 . . ?
C6 C7 C8 118.3(5) . . ?
C8 C7 H7 120.8 . . ?
C7 C8 C10 118.5(4) . . ?
N1 C8 C7 123.5(4) . . ?
N1 C8 C10 118.0(4) . . ?
C5 C9 C1 118.8(5) . . ?
N1 C9 C1 118.2(6) . . ?
N1 C9 C5 123.0(5) . . ?
C8 C10 H10 118.0 . . ?
C11 C10 C8 123.9(4) . . ?
C11 C10 H10 118.0 . . ?
C10 C11 H11 116.8 . . ?
C10 C11 C12 126.5(4) . . ?
C12 C11 H11 116.8 . . ?
C13 C12 C11 123.7(4) . . ?
C13 C12 C20 117.3(4) . . ?
C20 C12 C11 118.9(4) . . ?
C12 C13 H13 118.7 . . ?
C12 C13 C14 122.5(4) . . ?
C14 C13 H13 118.7 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.3(4) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.2(4) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C17 123.0(4) . . ?
C15 C16 C20 119.6(4) . . ?
C17 C16 C20 117.4(4) . . ?
C18 C17 C16 119.8(4) . . ?
O2A C17 C16 114.9(4) . . ?
O2A C17 C18 125.2(4) . . ?
C17 C18 H18 121.1 . . ?
C17 C18 C19 117.9(4) . . ?
C19 C18 H18 121.1 . . ?
C18 C19 C22 118.5(4) . . ?
N2 C19 C18 125.3(4) . . ?
N2 C19 C22 116.2(4) . . ?
C16 C20 C12 120.1(4) . . ?
N2 C20 C12 117.6(4) . . ?
N2 C20 C16 122.3(4) . . ?
C1 C21 H21A 109.5 . . ?
C1 C21 H21B 109.5 . . ?
C1 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O1 C22 C19 112.1(4) . . ?
O2 C22 C19 123.7(5) . . ?
O2 C22 O1 124.2(4) . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O1 C23 H23A 109.5 . . ?
O1 C23 H23B 109.5 . . ?
O1 C23 H23C 109.5 . . ?
C8 N1 C9 118.2(4) . . ?
C19 N2 C20 117.1(4) . . ?
C22 O1 C23 116.2(4) . . ?
H1AA C1A H1AB 109.9 . . ?
H1AC C1A H1AD 107.8 . . ?
C2A C1A H1AA 112.3 . . ?
C2A C1A H1AB 112.3 . . ?
O1A C1A H1AA 112.3 . . ?
O1A C1A H1AB 112.3 . . ?
O1A C1A H1AC 109.0 . . ?
O1A C1A H1AD 109.0 . . ?
O1A C1A C2A 97.1(5) . . ?
O1A C1A C2B 112.9(5) . . ?
C2B C1A H1AC 109.0 . . ?
C2B C1A H1AD 109.0 . . ?
C1A C2A H2A 118.4 . . ?
C1A C2A C3A 109.8(6) . . ?
C3A C2A H2A 118.4 . . ?
C5A C2A C1A 98.6(5) . . ?
C5A C2A H2A 118.4 . . ?
C5A C2A C3A 87.7(7) . . ?
C2A C3A H3AA 103.7 . . ?
C2A C3A H3AB 103.7 . . ?
C2A C3A C4A 134.2(8) . . ?
H3AA C3A H3AB 105.3 . . ?
C4A C3A H3AA 103.7 . . ?
C4A C3A H3AB 103.7 . . ?
C3A C4A H4AA 109.5 . . ?
C3A C4A H4AB 109.5 . . ?
C3A C4A H4AC 109.5 . . ?
H4AA C4A H4AB 109.5 . . ?
H4AA C4A H4AC 109.5 . . ?
H4AB C4A H4AC 109.5 . . ?
C2A C5A H5AA 109.1 . . ?
C2A C5A H5AB 109.1 . . ?
C2A C5A C6A 112.6(7) . . ?
H5AA C5A H5AB 107.8 . . ?
C6A C5A H5AA 109.1 . . ?
C6A C5A H5AB 109.1 . . ?
C5A C6A H6AA 109.5 . . ?
C5A C6A H6AB 109.5 . . ?
C5A C6A H6AC 109.5 . . ?
H6AA C6A H6AB 109.5 . . ?
H6AA C6A H6AC 109.5 . . ?
H6AB C6A H6AC 109.5 . . ?
H7AA C7A H7AB 108.5 . . ?
C8A C7A H7AA 110.2 . . ?
C8A C7A H7AB 110.2 . . ?
O2A C7A H7AA 110.2 . . ?
O2A C7A H7AB 110.2 . . ?
O2A C7A C8A 107.5(4) . . ?
C7A C8A H8AA 103.4 . . ?
C7A C8A H8A 106.3 . . ?
C9A C8A C7A 111.8(5) . . ?
C9A C8A H8AA 103.4 . . ?
C9A C8A H8A 106.3 . . ?
C9A C8A C11B 128.0(7) . . ?
C9A C8A C11A 112.4(6) . . ?
C11B C8A C7A 104.0(6) . . ?
C11B C8A H8AA 103.4 . . ?
C11A C8A C7A 113.1(7) . . ?
C11A C8A H8A 106.3 . . ?
C8A C9A H9AC 104.0 . . ?
C8A C9A H9AD 104.0 . . ?
C8A C9A H9AA 108.9 . . ?
C8A C9A H9AB 108.9 . . ?
C8A C9A C10B 133.0(8) . . ?
C8A C9A C10A 113.2(9) . . ?
H9AC C9A H9AD 105.4 . . ?
H9AA C9A H9AB 107.7 . . ?
C10B C9A H9AC 104.0 . . ?
C10B C9A H9AD 104.0 . . ?
C10A C9A H9AA 108.9 . . ?
C10A C9A H9AB 108.9 . . ?
C9A C10B H10A 109.5 . . ?
C9A C10B H10B 109.5 . . ?
C9A C10B H10C 109.5 . . ?
H10A C10B H10B 109.5 . . ?
H10A C10B H10C 109.5 . . ?
H10B C10B H10C 109.5 . . ?
C6 O1A C1A 118.2(4) . . ?
C17 O2A C7A 118.6(4) . . ?
C8A C11B H11A 107.1 . . ?
C8A C11B H11B 107.1 . . ?
H11A C11B H11B 106.8 . . ?
C12B C11B C8A 121.0(10) . . ?
C12B C11B H11A 107.1 . . ?
C12B C11B H11B 107.1 . . ?
C11B C12B H12A 109.5 . . ?
C11B C12B H12B 109.5 . . ?
C11B C12B H12C 109.5 . . ?
H12A C12B H12B 109.5 . . ?
H12A C12B H12C 109.5 . . ?
H12B C12B H12C 109.5 . . ?
H5BA C5B H5BB 106.9 . . ?
C6B C5B H5BA 107.4 . . ?
C6B C5B H5BB 107.4 . . ?
C2B C5B H5BA 107.4 . . ?
C2B C5B H5BB 107.4 . . ?
C2B C5B C6B 119.8(6) . . ?
C8A C11A H11C 109.8 . . ?
C8A C11A H11D 109.8 . . ?
H11C C11A H11D 108.3 . . ?
C12A C11A C8A 109.2(9) . . ?
C12A C11A H11C 109.8 . . ?
C12A C11A H11D 109.8 . . ?
C5B C6B H6BA 109.5 . . ?
C5B C6B H6BB 109.5 . . ?
C5B C6B H6BC 109.5 . . ?
H6BA C6B H6BB 109.5 . . ?
H6BA C6B H6BC 109.5 . . ?
H6BB C6B H6BC 109.5 . . ?
C11A C12A H12D 109.5 . . ?
C11A C12A H12E 109.5 . . ?
C11A C12A H12F 109.5 . . ?
H12D C12A H12E 109.5 . . ?
H12D C12A H12F 109.5 . . ?
H12E C12A H12F 109.5 . . ?
C9A C10A H10D 109.5 . . ?
C9A C10A H10E 109.5 . . ?
C9A C10A H10F 109.5 . . ?
H10D C10A H10E 109.5 . . ?
H10D C10A H10F 109.5 . . ?
H10E C10A H10F 109.5 . . ?
C1A C2B H2B 113.6 . . ?
C5B C2B C1A 114.4(5) . . ?
C5B C2B H2B 113.6 . . ?
C5B C2B C3B 91.3(7) . . ?
C3B C2B C1A 108.4(6) . . ?
C3B C2B H2B 113.6 . . ?
C2B C3B H3BA 111.4 . . ?
C2B C3B H3BB 111.4 . . ?
H3BA C3B H3BB 109.3 . . ?
C4B C3B C2B 101.6(8) . . ?
C4B C3B H3BA 111.4 . . ?
C4B C3B H3BB 111.4 . . ?
C3B C4B H4BA 109.5 . . ?
C3B C4B H4BB 109.5 . . ?
C3B C4B H4BC 109.5 . . ?
H4BA C4B H4BB 109.5 . . ?
H4BA C4B H4BC 109.5 . . ?
H4BB C4B H4BC 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 0.9(11) . . . . ?
C1 C9 N1 C8 -179.2(4) . . . . ?
C2 C1 C9 C5 1.3(7) . . . . ?
C2 C1 C9 N1 -178.2(4) . . . . ?
C2 C3 C4 C5 -1.0(10) . . . . ?
C3 C4 C5 C6 -177.9(5) . . . . ?
C3 C4 C5 C9 1.3(8) . . . . ?
C4 C5 C6 C7 -178.8(4) . . . . ?
C4 C5 C6 O1A 0.2(7) . . . . ?
C4 C5 C9 C1 -1.5(7) . . . . ?
C4 C5 C9 N1 178.0(4) . . . . ?
C5 C6 C7 C8 0.0(6) . . . . ?
C5 C6 O1A C1A 179.7(4) . . . . ?
C5 C9 N1 C8 1.4(6) . . . . ?
C6 C5 C9 C1 177.7(4) . . . . ?
C6 C5 C9 N1 -2.8(7) . . . . ?
C6 C7 C8 C10 177.2(4) . . . . ?
C6 C7 C8 N1 -1.6(6) . . . . ?
C7 C6 O1A C1A -1.4(6) . . . . ?
C7 C8 C10 C11 167.0(4) . . . . ?
C7 C8 N1 C9 0.9(6) . . . . ?
C8 C10 C11 C12 175.2(4) . . . . ?
C9 C1 C2 C3 -1.0(9) . . . . ?
C9 C5 C6 C7 2.0(7) . . . . ?
C9 C5 C6 O1A -179.0(4) . . . . ?
C10 C8 N1 C9 -177.9(4) . . . . ?
C10 C11 C12 C13 10.3(6) . . . . ?
C10 C11 C12 C20 -168.9(4) . . . . ?
C11 C12 C13 C14 -178.7(4) . . . . ?
C11 C12 C20 C16 179.9(3) . . . . ?
C11 C12 C20 N2 0.7(5) . . . . ?
C12 C13 C14 C15 -1.4(6) . . . . ?
C12 C20 N2 C19 178.7(3) . . . . ?
C13 C12 C20 C16 0.6(5) . . . . ?
C13 C12 C20 N2 -178.5(3) . . . . ?
C13 C14 C15 C16 1.2(6) . . . . ?
C14 C15 C16 C17 179.8(4) . . . . ?
C14 C15 C16 C20 -0.1(6) . . . . ?
C15 C16 C17 C18 -177.7(4) . . . . ?
C15 C16 C17 O2A 2.0(6) . . . . ?
C15 C16 C20 C12 -0.8(6) . . . . ?
C15 C16 C20 N2 178.3(3) . . . . ?
C16 C17 C18 C19 -0.9(6) . . . . ?
C16 C17 O2A C7A 179.7(4) . . . . ?
C16 C20 N2 C19 -0.4(5) . . . . ?
C17 C16 C20 C12 179.3(3) . . . . ?
C17 C16 C20 N2 -1.6(6) . . . . ?
C17 C18 C19 C22 179.0(4) . . . . ?
C17 C18 C19 N2 -1.3(7) . . . . ?
C18 C17 O2A C7A -0.7(7) . . . . ?
C18 C19 C22 O1 178.9(4) . . . . ?
C18 C19 C22 O2 -1.8(6) . . . . ?
C18 C19 N2 C20 1.9(6) . . . . ?
C19 C22 O1 C23 -177.8(4) . . . . ?
C20 C12 C13 C14 0.5(6) . . . . ?
C20 C16 C17 C18 2.2(6) . . . . ?
C20 C16 C17 O2A -178.1(3) . . . . ?
C21 C1 C2 C3 179.6(6) . . . . ?
C21 C1 C9 C5 -179.3(4) . . . . ?
C21 C1 C9 N1 1.2(7) . . . . ?
C22 C19 N2 C20 -178.4(3) . . . . ?
N1 C8 C10 C11 -14.1(6) . . . . ?
N2 C19 C22 O1 -0.8(5) . . . . ?
N2 C19 C22 O2 178.5(4) . . . . ?
O2 C22 O1 C23 2.9(6) . . . . ?
C1A C2A C3A C4A 23.9(17) . . . . ?
C1A C2A C5A C6A 174.0(7) . . . . ?
C1A C2B C3B C4B 86.8(8) . . . . ?
C2A C1A O1A C6 175.7(4) . . . . ?
C3A C2A C5A C6A -76.3(8) . . . . ?
C5A C2A C3A C4A -74.5(14) . . . . ?
C7A C8A C9A C10B -54.7(10) . . . . ?
C7A C8A C9A C10A -168.6(9) . . . . ?
C7A C8A C11B C12B -67.9(13) . . . . ?
C7A C8A C11A C12A 71.1(9) . . . . ?
C8A C7A O2A C17 -178.7(4) . . . . ?
C9A C8A C11B C12B 159.2(11) . . . . ?
C9A C8A C11A C12A -161.2(8) . . . . ?
O1A C6 C7 C8 -178.8(4) . . . . ?
O1A C1A C2A C3A 93.5(8) . . . . ?
O1A C1A C2A C5A -175.9(5) . . . . ?
O1A C1A C2B C5B -73.5(8) . . . . ?
O1A C1A C2B C3B 26.7(8) . . . . ?
O2A C17 C18 C19 179.5(4) . . . . ?
O2A C7A C8A C9A -51.2(7) . . . . ?
O2A C7A C8A C11B 167.2(7) . . . . ?
O2A C7A C8A C11A 76.9(7) . . . . ?
C11B C8A C9A C10B 75.4(12) . . . . ?
C5B C2B C3B C4B -157.0(7) . . . . ?
C11A C8A C9A C10A 62.9(11) . . . . ?
C6B C5B C2B C1A -168.4(9) . . . . ?
C6B C5B C2B C3B 80.8(11) . . . . ?
C2B C1A O1A C6 -177.1(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
