
data_u120625kdo1
_chemical_name_systematic               ?
_chemical_name_common                   OQ2-d
_chemical_formula_moiety                ?
_chemical_formula_sum                   'C53 H65 Cl3 N8 O13'
_chemical_formula_iupac                 ?
_chemical_formula_weight                1128.48
_chemical_absolute_configuration        rm

_chemical_melting_point                 ?

_space_group_crystal_system             tetragonal
_space_group_name_H-M_alt               'P 43 21 2'
_space_group_name_Hall                  'P 4nw 2abw'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x, -y, z+1/2'
    '-y+1/2, x+1/2, z+3/4'
    'y+1/2, -x+1/2, z+1/4'
    '-x+1/2, y+1/2, -z+3/4'
    'x+1/2, -y+1/2, -z+1/4'
    'y, x, -z'
    '-y, -x, -z+1/2'

_cell_length_a                          15.4405(3)
_cell_length_b                          15.4405(3)
_cell_length_c                          54.1498(10)
_cell_angle_alpha                       90
_cell_angle_beta                        90
_cell_angle_gamma                       90
_cell_volume                            12909.8(6)
_cell_formula_units_Z                   8
_cell_measurement_reflns_used           ?
_cell_measurement_theta_min             ?
_cell_measurement_theta_max             ?
_cell_measurement_temperature           120

_exptl_crystal_description              plate
_exptl_crystal_colour                   colourless
_exptl_crystal_size_max                 0.300
_exptl_crystal_size_mid                 0.300
_exptl_crystal_size_min                 0.200
_exptl_crystal_density_diffrn           1.161
_exptl_crystal_density_meas             ?
_exptl_crystal_density_method           'not measured'
_exptl_crystal_F_000                    4752

_exptl_absorpt_coefficient_mu           1.789
_exptl_absorpt_correction_type          empirical
_exptl_absorpt_process_details          'SADABS (Sheldrick 1996)'
_exptl_absorpt_correction_T_min         0.62
_exptl_absorpt_correction_T_max         0.72

_exptl_special_details                  'SADABS (Sheldrick 1996)' 

_diffrn_ambient_temperature             120

_diffrn_source                          'Bruker TXS fine-focus rotating anode'
_diffrn_source_type                     ?

_diffrn_radiation_type                  CuK\a
_diffrn_radiation_wavelength            1.54178
_diffrn_radiation_monochromator         
    'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type         
    'Bruker APEXII Ultra CCD area detector'
_diffrn_measurement_method              'Phi and Omega scans'

_diffrn_detector_area_resol_mean        ?

_diffrn_reflns_number                   43170
_diffrn_reflns_av_R_equivalents         0.0416
_diffrn_reflns_av_unetI/netI            0.0397
_diffrn_reflns_theta_min                2.976
_diffrn_reflns_theta_max                68.132
_diffrn_reflns_theta_full               67.679
_diffrn_measured_fraction_theta_max     0.984
_diffrn_measured_fraction_theta_full    0.991
_diffrn_reflns_limit_h_min              -10
_diffrn_reflns_limit_h_max              18
_diffrn_reflns_limit_k_min              -18
_diffrn_reflns_limit_k_max              16
_diffrn_reflns_limit_l_min              -65
_diffrn_reflns_limit_l_max              59

_refine_special_details                 
;
;

_reflns_number_total                    11480
_reflns_number_gt                       10666
_reflns_threshold_expression            'I > 2σ(I)'

_refine_ls_structure_factor_coef        Fsqd
_refine_ls_matrix_type                  full
_refine_ls_R_factor_all                 0.0895
_refine_ls_R_factor_gt                  0.0861
_refine_ls_wR_factor_gt                 0.2434
_refine_ls_wR_factor_ref                0.2468
_refine_ls_goodness_of_fit_ref          1.081
_refine_ls_restrained_S_all             1.082
_refine_ls_number_reflns                11480
_refine_ls_number_parameters            742
_refine_ls_number_restraints            30
_refine_ls_hydrogen_treatment           constr
_refine_ls_weighting_scheme             calc
_refine_ls_weighting_details            
    'w=1/[σ²(Fo²)+(0.1564P)²+11.3922P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens          geom
_atom_sites_solution_primary            ?
_atom_sites_solution_secondary          ?

_refine_ls_shift/su_max                 0.000
_refine_ls_shift/su_mean                0.000
_refine_diff_density_max                1.196
_refine_diff_density_min                -0.507
_refine_ls_extinction_method            none
_refine_ls_extinction_coef              ?
_refine_ls_abs_structure_details        
;
Flack x determined using 4273 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack          0.076(14)

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'
    Cl Cl 0.3639 0.7018
     'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection              'APEX2 (Bruker AXS, 2006)'
_computing_cell_refinement              'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction               'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution           'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement         'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics           'XSHEL (Bruker AXS,2002)'
_computing_publication_material         'XCIF (Bruker AXS, 2001)'

loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags_adp
    _atom_site_refinement_flags_occupancy
    _atom_site_refinement_flags_posn
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    C C53 0.0281(9) 0.3409(12) 0.0243(4) 0.079(5) Uani d . P D 0.5 A 1
    H H53 -0.0224 0.3241 0.0138 0.095 Uiso calc U P R 0.5 A 1
    Cl Cl1 -0.0087(3) 0.4124(3) 0.04537(7) 0.0682(10) Uani d . P D 0.5 A 1
    Cl Cl2 0.0648(4) 0.2444(4) 0.03939(16) 0.120(2) Uani d . P D 0.5 A 1
    Cl Cl3 0.1054(4) 0.3838(6) 0.00481(12) 0.133(3) Uani d . P D 0.5 A 1
    C C54 0.4935(16) 0.4667(15) 0.0041(4) 0.132(10) Uani d U P D 0.5 B -2
    H H54 0.544 0.45 0.0146 0.158 Uiso calc U P R 0.5 B -2
    Cl Cl4 0.4915(6) 0.5741(6) 0.00049(16) 0.140(3) Uani d U P D 0.5 B -2
    Cl Cl5 0.3962(8) 0.4231(8) 0.0169(3) 0.183(5) Uani d U P D 0.5 B -2
    Cl Cl6 0.5011(11) 0.4161(8) -0.0242(2) 0.191(5) Uani d U P D 0.5 B -2
    C C1 0.5253(4) 0.5964(3) 0.08590(10) 0.0324(11) Uani d . . . 1 . .
    C C2 0.4681(4) 0.5270(3) 0.09000(10) 0.0360(11) Uani d . . . 1 . .
    H H2 0.48 0.4712 0.0834 0.043 Uiso calc U . R 1 . .
    C C3 0.3955(4) 0.5413(3) 0.10362(10) 0.0339(11) Uani d . . . 1 . .
    C C4 0.3785(4) 0.6251(4) 0.11373(9) 0.0341(11) Uani d . . . 1 . .
    C C5 0.3066(3) 0.6449(4) 0.12846(9) 0.0340(11) Uani d . . . 1 . .
    H H5 0.2656 0.6013 0.1325 0.041 Uiso calc U . R 1 . .
    C C6 0.2959(4) 0.7271(4) 0.13693(10) 0.0362(12) Uani d . . . 1 . .
    H H6 0.2474 0.7398 0.1471 0.043 Uiso calc U . R 1 . .
    C C7 0.3552(4) 0.7946(4) 0.13106(10) 0.0351(11) Uani d . . . 1 . .
    H H7 0.3463 0.8514 0.1373 0.042 Uiso calc U . R 1 . .
    C C8 0.4256(4) 0.7768(3) 0.11626(10) 0.0336(11) Uani d . . . 1 . .
    C C9 0.4398(3) 0.6901(3) 0.10766(9) 0.0303(10) Uani d . . . 1 . .
    C C10 0.6065(4) 0.5783(3) 0.07165(10) 0.0365(12) Uani d . . . 1 . .
    C C11 0.7418(4) 0.6279(4) 0.05781(13) 0.0479(14) Uani d . . . 1 . .
    H H11A 0.7758 0.5832 0.0662 0.072 Uiso calc U . R 1 . .
    H H11B 0.7752 0.6817 0.0571 0.072 Uiso calc U . R 1 . .
    H H11C 0.7282 0.6086 0.041 0.072 Uiso calc U . R 1 . .
    C C12 0.3426(4) 0.3974(4) 0.09760(12) 0.0458(14) Uani d . . . 1 . .
    H H12A 0.3925 0.3659 0.1047 0.055 Uiso calc U . R 1 . .
    H H12B 0.3522 0.4039 0.0796 0.055 Uiso calc U . R 1 . .
    C C13 0.2596(6) 0.3482(5) 0.10236(13) 0.0587(19) Uani d . . . 1 . .
    H H13 0.2516 0.3423 0.1206 0.07 Uiso calc U . R 1 . .
    C C14 0.1826(6) 0.3934(7) 0.09193(19) 0.081(3) Uani d . . . 1 . .
    H H14A 0.1697 0.4448 0.1019 0.122 Uiso calc U . R 1 . .
    H H14B 0.1327 0.3542 0.0922 0.122 Uiso calc U . R 1 . .
    H H14C 0.1947 0.4109 0.0749 0.122 Uiso calc U . R 1 . .
    C C15 0.2699(7) 0.2576(6) 0.09119(19) 0.082(3) Uani d . . . 1 . .
    H H15A 0.2162 0.2248 0.0935 0.122 Uiso calc U . R 1 . .
    H H15B 0.3177 0.2274 0.0994 0.122 Uiso calc U . R 1 . .
    H H15C 0.2825 0.2627 0.0735 0.122 Uiso calc U . R 1 . .
    C C16 0.4913(4) 0.9231(4) 0.11303(10) 0.0373(12) Uani d . . . 1 . .
    C C17 0.5579(4) 0.9669(3) 0.09845(10) 0.0341(11) Uani d . . . 1 . .
    C C18 0.5819(4) 1.0509(4) 0.09876(11) 0.0403(13) Uani d . . . 1 . .
    H H18 0.559 1.0946 0.1093 0.048 Uiso calc U . R 1 . .
    C C19 0.6566(3) 0.9816(3) 0.07116(9) 0.0318(11) Uani d . . . 1 . .
    C C20 0.7248(4) 0.9716(3) 0.05159(9) 0.0331(11) Uani d . . . 1 . .
    H H20 0.7139 0.9158 0.0428 0.04 Uiso calc U . R 1 . .
    C C21 0.7242(4) 1.0440(4) 0.03254(10) 0.0395(12) Uani d . . . 1 . .
    H H21A 0.6658 1.0475 0.0251 0.047 Uiso calc U . R 1 . .
    H H21B 0.7354 1.0997 0.0411 0.047 Uiso calc U . R 1 . .
    C C22 0.7905(6) 1.0329(5) 0.01206(11) 0.0573(18) Uani d . . . 1 . .
    H H22 0.8484 1.0229 0.0199 0.069 Uiso calc U . R 1 . .
    C C23 0.7701(8) 0.9556(6) -0.00424(15) 0.082(3) Uani d . . . 1 . .
    H H23A 0.7657 0.9034 0.006 0.123 Uiso calc U . R 1 . .
    H H23B 0.8164 0.948 -0.0164 0.123 Uiso calc U . R 1 . .
    H H23C 0.715 0.9654 -0.0128 0.123 Uiso calc U . R 1 . .
    C C24 0.7960(7) 1.1155(6) -0.00336(14) 0.075(3) Uani d . . . 1 . .
    H H24A 0.8272 1.1034 -0.0187 0.113 Uiso calc U . R 1 . .
    H H24B 0.8269 1.1602 0.006 0.113 Uiso calc U . R 1 . .
    H H24C 0.7374 1.1358 -0.0072 0.113 Uiso calc U . R 1 . .
    C C25 0.8576(3) 0.8950(3) 0.06325(9) 0.0303(10) Uani d . . . 1 . .
    C C26 0.9432(3) 0.9065(3) 0.07637(9) 0.0278(10) Uani d . . . 1 . .
    C C27 0.9959(4) 0.8336(3) 0.07964(9) 0.0323(11) Uani d . . . 1 . .
    H H27 0.9807 0.7793 0.0727 0.039 Uiso calc U . R 1 . .
    C C28 1.0705(4) 0.8433(4) 0.09331(10) 0.0366(12) Uani d . . . 1 . .
    C C29 1.0911(4) 0.9271(4) 0.10311(10) 0.0357(11) Uani d . . . 1 . .
    C C30 1.1665(4) 0.9412(4) 0.11759(11) 0.0422(13) Uani d . . . 1 . .
    H H30 1.2059 0.8954 0.1209 0.051 Uiso calc U . R 1 . .
    C C31 1.1808(4) 1.0230(4) 0.12672(12) 0.0454(14) Uani d . . . 1 . .
    H H31 1.2302 1.0326 0.1368 0.054 Uiso calc U . R 1 . .
    C C32 1.1256(4) 1.0927(4) 0.12176(11) 0.0417(13) Uani d . . . 1 . .
    H H32 1.1378 1.1484 0.1283 0.05 Uiso calc U . R 1 . .
    C C33 1.0532(4) 1.0799(3) 0.10727(9) 0.0321(11) Uani d . . . 1 . .
    C C34 1.0348(3) 0.9951(3) 0.09785(9) 0.0320(11) Uani d . . . 1 . .
    C C35 1.1091(5) 0.6936(4) 0.08960(14) 0.0566(17) Uani d U . . 1 . .
    H H35A 1.0461 0.682 0.0906 0.068 Uiso calc U . R 1 . .
    H H35B 1.1393 0.6501 0.0999 0.068 Uiso calc U . R 1 . .
    C C36 1.1380(6) 0.6846(5) 0.06345(15) 0.068(2) Uani d U . . 1 . .
    H H36 1.1137 0.7342 0.0538 0.081 Uiso calc U . R 1 . .
    C C37 1.2385(8) 0.6877(10) 0.06153(18) 0.111(4) Uani d U . . 1 . .
    H H37A 1.2599 0.7408 0.0694 0.166 Uiso calc U . R 1 . .
    H H37B 1.2556 0.6871 0.0441 0.166 Uiso calc U . R 1 . .
    H H37C 1.2632 0.6372 0.0699 0.166 Uiso calc U . R 1 . .
    C C38 1.1021(12) 0.6016(7) 0.0529(2) 0.120(4) Uani d U . . 1 . .
    H H38A 1.1312 0.5521 0.0607 0.18 Uiso calc U . R 1 . .
    H H38B 1.112 0.6003 0.0351 0.18 Uiso calc U . R 1 . .
    H H38C 1.0398 0.5985 0.0563 0.18 Uiso calc U . R 1 . .
    C C39 0.9881(4) 1.2266(4) 0.10788(10) 0.0366(12) Uani d . . . 1 . .
    C C40 0.9186(4) 1.2759(3) 0.09548(10) 0.0360(12) Uani d . . . 1 . .
    C C41 0.8172(4) 1.3045(3) 0.07045(10) 0.0352(11) Uani d . . . 1 . .
    C C42 0.8976(4) 1.3587(4) 0.09895(13) 0.0485(15) Uani d . . . 1 . .
    H H42 0.924 1.3969 0.1105 0.058 Uiso calc U . R 1 . .
    C C43 0.7459(4) 1.3066(3) 0.05140(10) 0.0375(12) Uani d . . . 1 . .
    H H43 0.7579 1.2605 0.0389 0.045 Uiso calc U . R 1 . .
    C C44 0.6582(4) 1.2868(4) 0.06347(11) 0.0435(13) Uani d . . . 1 . .
    H H44A 0.6608 1.228 0.0707 0.052 Uiso calc U . R 1 . .
    H H44B 0.6491 1.3283 0.0772 0.052 Uiso calc U . R 1 . .
    C C45 0.5804(4) 1.2913(4) 0.04633(13) 0.0481(14) Uani d . . . 1 . .
    H H45 0.5713 1.3537 0.0422 0.058 Uiso calc U . R 1 . .
    C C46 0.5894(6) 1.2429(6) 0.02199(16) 0.069(2) Uani d . . . 1 . .
    H H46A 0.5875 1.1804 0.0251 0.104 Uiso calc U . R 1 . .
    H H46B 0.6448 1.258 0.0143 0.104 Uiso calc U . R 1 . .
    H H46C 0.5418 1.2592 0.011 0.104 Uiso calc U . R 1 . .
    C C47 0.5003(5) 1.2611(6) 0.06089(18) 0.072(2) Uani d . . . 1 . .
    H H47A 0.4486 1.2675 0.0506 0.108 Uiso calc U . R 1 . .
    H H47B 0.494 1.2965 0.0758 0.108 Uiso calc U . R 1 . .
    H H47C 0.5073 1.2002 0.0656 0.108 Uiso calc U . R 1 . .
    C C48 0.7851(4) 1.4006(4) 0.01716(11) 0.0406(13) Uani d . . . 1 . .
    C C49 0.8028(6) 1.5083(5) -0.01586(14) 0.063(2) Uani d . . . 1 . .
    C C50 0.9009(7) 1.5111(6) -0.01489(19) 0.086(3) Uani d . . . 1 . .
    H H50A 0.9194 1.5501 -0.0016 0.129 Uiso calc U . R 1 . .
    H H50B 0.9234 1.5322 -0.0307 0.129 Uiso calc U . R 1 . .
    H H50C 0.9234 1.4528 -0.0117 0.129 Uiso calc U . R 1 . .
    C C51 0.7645(8) 1.5982(6) -0.01862(17) 0.086(3) Uani d . . . 1 . .
    H H51A 0.7012 1.5948 -0.0173 0.128 Uiso calc U . R 1 . .
    H H51B 0.7802 1.6219 -0.0348 0.128 Uiso calc U . R 1 . .
    H H51C 0.7871 1.6359 -0.0056 0.128 Uiso calc U . R 1 . .
    C C52 0.7692(10) 1.4493(8) -0.03594(16) 0.105(4) Uani d . . . 1 . .
    H H52A 0.7871 1.3896 -0.0325 0.157 Uiso calc U . R 1 . .
    H H52B 0.7928 1.4676 -0.0519 0.157 Uiso calc U . R 1 . .
    H H52C 0.7058 1.4525 -0.0364 0.157 Uiso calc U . R 1 . .
    N N1 0.5123(3) 0.6765(3) 0.09409(8) 0.0331(9) Uani d . . . 1 . .
    N N2 0.4861(3) 0.8372(3) 0.10825(9) 0.0377(10) Uani d . . . 1 . .
    H H2A 0.5271 0.8165 0.0986 0.045 Uiso calc U . R 1 . .
    N N3 0.6069(3) 0.9244(3) 0.08037(8) 0.0344(10) Uani d . . . 1 . .
    N N4 0.8082(3) 0.9656(3) 0.06357(8) 0.0317(9) Uani d . . . 1 . .
    H H4 0.8274 1.0114 0.0715 0.038 Uiso calc U . R 1 . .
    N N5 0.9607(3) 0.9849(3) 0.08475(7) 0.0294(9) Uani d . . . 1 . .
    N N6 0.9945(3) 1.1440(3) 0.10023(8) 0.0347(10) Uani d . . . 1 . .
    H H6A 0.956 1.128 0.0891 0.042 Uiso calc U . R 1 . .
    N N7 0.8654(3) 1.2417(3) 0.07691(8) 0.0354(10) Uani d . . . 1 . .
    N N8 0.7431(3) 1.3901(3) 0.03861(9) 0.0398(11) Uani d . . . 1 . .
    H H8 0.7138 1.4335 0.045 0.048 Uiso calc U . R 1 . .
    O O1 0.6617(3) 0.6428(2) 0.07131(8) 0.0386(9) Uani d . . . 1 . .
    O O2 0.6187(3) 0.5089(3) 0.06171(9) 0.0499(11) Uani d . . . 1 . .
    O O3 0.3340(3) 0.4814(3) 0.10904(7) 0.0418(9) Uani d . . . 1 . .
    O O4 0.4443(3) 0.9615(3) 0.12768(9) 0.0521(11) Uani d . . . 1 . .
    O O5 0.6454(3) 1.0623(2) 0.08127(7) 0.0395(9) Uani d . . . 1 . .
    O O6 0.8368(3) 0.8264(2) 0.05367(7) 0.0357(8) Uani d . . . 1 . .
    O O7 1.1265(3) 0.7786(3) 0.09911(9) 0.0493(10) Uani d . . . 1 . .
    O O8 1.0339(3) 1.2596(3) 0.12375(8) 0.0484(10) Uani d . . . 1 . .
    O O9 0.8322(3) 1.3794(3) 0.08324(8) 0.0485(11) Uani d . . . 1 . .
    O O10 0.8304(3) 1.3460(3) 0.00739(9) 0.0563(12) Uani d . . . 1 . .
    O O11 0.7683(3) 1.4806(3) 0.00826(8) 0.0504(11) Uani d . . . 1 . .
    O O12 0.3625(8) 0.0232(16) 0.0666(2) 0.273(12) Uani d . . . 1 . .
    O O13 0.2094(17) 0.0406(16) 0.0508(3) 0.316(15) Uani d . . . 1 . .


_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_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    C53 Cl1 . 1.686(19) ?
    C53 Cl3 . 1.725(16) ?
    C53 Cl2 . 1.791(18) ?
    C53 H53 . 1.0 ?
    C54 Cl4 . 1.67(2) ?
    C54 Cl6 . 1.72(3) ?
    C54 Cl5 . 1.78(2) ?
    C54 H54 . 1.0 ?
    C1 N1 . 1.329(7) ?
    C1 C2 . 1.406(8) ?
    C1 C10 . 1.498(8) ?
    C2 C3 . 1.361(8) ?
    C2 H2 . 0.95 ?
    C3 O3 . 1.357(7) ?
    C3 C4 . 1.429(8) ?
    C4 C5 . 1.401(8) ?
    C4 C9 . 1.418(8) ?
    C5 C6 . 1.359(8) ?
    C5 H5 . 0.95 ?
    C6 C7 . 1.423(8) ?
    C6 H6 . 0.95 ?
    C7 C8 . 1.378(8) ?
    C7 H7 . 0.95 ?
    C8 N2 . 1.389(7) ?
    C8 C9 . 1.434(7) ?
    C9 N1 . 1.355(7) ?
    C10 O2 . 1.214(7) ?
    C10 O1 . 1.312(7) ?
    C11 O1 . 1.455(7) ?
    C11 H11A . 0.98 ?
    C11 H11B . 0.98 ?
    C11 H11C . 0.98 ?
    C12 O3 . 1.443(7) ?
    C12 C13 . 1.512(10) ?
    C12 H12A . 0.99 ?
    C12 H12B . 0.99 ?
    C13 C14 . 1.489(13) ?
    C13 C15 . 1.533(11) ?
    C13 H13 . 1.0 ?
    C14 H14A . 0.98 ?
    C14 H14B . 0.98 ?
    C14 H14C . 0.98 ?
    C15 H15A . 0.98 ?
    C15 H15B . 0.98 ?
    C15 H15C . 0.98 ?
    C16 O4 . 1.228(7) ?
    C16 N2 . 1.354(7) ?
    C16 C17 . 1.462(8) ?
    C17 C18 . 1.350(8) ?
    C17 N3 . 1.400(7) ?
    C18 O5 . 1.374(7) ?
    C18 H18 . 0.95 ?
    C19 N3 . 1.272(7) ?
    C19 O5 . 1.372(6) ?
    C19 C20 . 1.501(8) ?
    C20 N4 . 1.445(7) ?
    C20 C21 . 1.521(8) ?
    C20 H20 . 1.0 ?
    C21 C22 . 1.519(9) ?
    C21 H21A . 0.99 ?
    C21 H21B . 0.99 ?
    C22 C23 . 1.518(11) ?
    C22 C24 . 1.526(11) ?
    C22 H22 . 1.0 ?
    C23 H23A . 0.98 ?
    C23 H23B . 0.98 ?
    C23 H23C . 0.98 ?
    C24 H24A . 0.98 ?
    C24 H24B . 0.98 ?
    C24 H24C . 0.98 ?
    C25 O6 . 1.223(6) ?
    C25 N4 . 1.331(7) ?
    C25 C26 . 1.511(7) ?
    C26 N5 . 1.321(6) ?
    C26 C27 . 1.400(7) ?
    C27 C28 . 1.377(8) ?
    C27 H27 . 0.95 ?
    C28 O7 . 1.358(7) ?
    C28 C29 . 1.434(8) ?
    C29 C34 . 1.393(8) ?
    C29 C30 . 1.420(8) ?
    C30 C31 . 1.374(9) ?
    C30 H30 . 0.95 ?
    C31 C32 . 1.399(9) ?
    C31 H31 . 0.95 ?
    C32 C33 . 1.379(8) ?
    C32 H32 . 0.95 ?
    C33 N6 . 1.395(7) ?
    C33 C34 . 1.434(7) ?
    C34 N5 . 1.355(7) ?
    C35 O7 . 1.435(8) ?
    C35 C36 . 1.491(11) ?
    C35 H35A . 0.99 ?
    C35 H35B . 0.99 ?
    C36 C38 . 1.508(15) ?
    C36 C37 . 1.556(15) ?
    C36 H36 . 1.0 ?
    C37 H37A . 0.98 ?
    C37 H37B . 0.98 ?
    C37 H37C . 0.98 ?
    C38 H38A . 0.98 ?
    C38 H38B . 0.98 ?
    C38 H38C . 0.98 ?
    C39 O8 . 1.225(7) ?
    C39 N6 . 1.344(7) ?
    C39 C40 . 1.477(8) ?
    C40 C42 . 1.332(8) ?
    C40 N7 . 1.402(7) ?
    C41 N7 . 1.271(7) ?
    C41 O9 . 1.368(7) ?
    C41 C43 . 1.509(8) ?
    C42 O9 . 1.359(8) ?
    C42 H42 . 0.95 ?
    C43 N8 . 1.463(7) ?
    C43 C44 . 1.534(9) ?
    C43 H43 . 1.0 ?
    C44 C45 . 1.519(9) ?
    C44 H44A . 0.99 ?
    C44 H44B . 0.99 ?
    C45 C46 . 1.521(11) ?
    C45 C47 . 1.539(11) ?
    C45 H45 . 1.0 ?
    C46 H46A . 0.98 ?
    C46 H46B . 0.98 ?
    C46 H46C . 0.98 ?
    C47 H47A . 0.98 ?
    C47 H47B . 0.98 ?
    C47 H47C . 0.98 ?
    C48 O10 . 1.217(7) ?
    C48 N8 . 1.340(8) ?
    C48 O11 . 1.351(7) ?
    C49 O11 . 1.474(8) ?
    C49 C52 . 1.511(14) ?
    C49 C51 . 1.516(12) ?
    C49 C50 . 1.517(14) ?
    C50 H50A . 0.98 ?
    C50 H50B . 0.98 ?
    C50 H50C . 0.98 ?
    C51 H51A . 0.98 ?
    C51 H51B . 0.98 ?
    C51 H51C . 0.98 ?
    C52 H52A . 0.98 ?
    C52 H52B . 0.98 ?
    C52 H52C . 0.98 ?
    N2 H2A . 0.88 ?
    N4 H4 . 0.88 ?
    N6 H6A . 0.88 ?
    N8 H8 . 0.88 ?

loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    Cl1 C53 Cl3 . . 113.3(10) ?
    Cl1 C53 Cl2 . . 110.0(11) ?
    Cl3 C53 Cl2 . . 112.3(9) ?
    Cl1 C53 H53 . . 106.9 ?
    Cl3 C53 H53 . . 106.9 ?
    Cl2 C53 H53 . . 106.9 ?
    Cl4 C54 Cl6 . . 110.4(12) ?
    Cl4 C54 Cl5 . . 113.8(15) ?
    Cl6 C54 Cl5 . . 103.3(15) ?
    Cl4 C54 H54 . . 109.7 ?
    Cl6 C54 H54 . . 109.7 ?
    Cl5 C54 H54 . . 109.7 ?
    N1 C1 C2 . . 124.2(5) ?
    N1 C1 C10 . . 118.2(5) ?
    C2 C1 C10 . . 117.7(5) ?
    C3 C2 C1 . . 118.7(5) ?
    C3 C2 H2 . . 120.7 ?
    C1 C2 H2 . . 120.7 ?
    O3 C3 C2 . . 125.6(5) ?
    O3 C3 C4 . . 114.0(5) ?
    C2 C3 C4 . . 120.4(5) ?
    C5 C4 C9 . . 120.4(5) ?
    C5 C4 C3 . . 124.1(5) ?
    C9 C4 C3 . . 115.4(5) ?
    C6 C5 C4 . . 119.4(5) ?
    C6 C5 H5 . . 120.3 ?
    C4 C5 H5 . . 120.3 ?
    C5 C6 C7 . . 122.1(5) ?
    C5 C6 H6 . . 119.0 ?
    C7 C6 H6 . . 119.0 ?
    C8 C7 C6 . . 119.4(5) ?
    C8 C7 H7 . . 120.3 ?
    C6 C7 H7 . . 120.3 ?
    C7 C8 N2 . . 125.4(5) ?
    C7 C8 C9 . . 119.7(5) ?
    N2 C8 C9 . . 115.0(5) ?
    N1 C9 C4 . . 124.5(5) ?
    N1 C9 C8 . . 116.6(5) ?
    C4 C9 C8 . . 118.9(5) ?
    O2 C10 O1 . . 124.3(5) ?
    O2 C10 C1 . . 121.6(5) ?
    O1 C10 C1 . . 114.1(4) ?
    O1 C11 H11A . . 109.5 ?
    O1 C11 H11B . . 109.5 ?
    H11A C11 H11B . . 109.5 ?
    O1 C11 H11C . . 109.5 ?
    H11A C11 H11C . . 109.5 ?
    H11B C11 H11C . . 109.5 ?
    O3 C12 C13 . . 107.5(5) ?
    O3 C12 H12A . . 110.2 ?
    C13 C12 H12A . . 110.2 ?
    O3 C12 H12B . . 110.2 ?
    C13 C12 H12B . . 110.2 ?
    H12A C12 H12B . . 108.5 ?
    C14 C13 C12 . . 112.1(6) ?
    C14 C13 C15 . . 111.2(7) ?
    C12 C13 C15 . . 107.6(7) ?
    C14 C13 H13 . . 108.6 ?
    C12 C13 H13 . . 108.6 ?
    C15 C13 H13 . . 108.6 ?
    C13 C14 H14A . . 109.5 ?
    C13 C14 H14B . . 109.5 ?
    H14A C14 H14B . . 109.5 ?
    C13 C14 H14C . . 109.5 ?
    H14A C14 H14C . . 109.5 ?
    H14B C14 H14C . . 109.5 ?
    C13 C15 H15A . . 109.5 ?
    C13 C15 H15B . . 109.5 ?
    H15A C15 H15B . . 109.5 ?
    C13 C15 H15C . . 109.5 ?
    H15A C15 H15C . . 109.5 ?
    H15B C15 H15C . . 109.5 ?
    O4 C16 N2 . . 124.2(5) ?
    O4 C16 C17 . . 122.8(5) ?
    N2 C16 C17 . . 113.1(5) ?
    C18 C17 N3 . . 108.1(5) ?
    C18 C17 C16 . . 129.1(5) ?
    N3 C17 C16 . . 122.8(5) ?
    C17 C18 O5 . . 108.1(5) ?
    C17 C18 H18 . . 126.0 ?
    O5 C18 H18 . . 126.0 ?
    N3 C19 O5 . . 113.4(5) ?
    N3 C19 C20 . . 128.9(5) ?
    O5 C19 C20 . . 117.7(5) ?
    N4 C20 C19 . . 108.3(4) ?
    N4 C20 C21 . . 110.9(5) ?
    C19 C20 C21 . . 113.5(4) ?
    N4 C20 H20 . . 108.0 ?
    C19 C20 H20 . . 108.0 ?
    C21 C20 H20 . . 108.0 ?
    C22 C21 C20 . . 114.1(5) ?
    C22 C21 H21A . . 108.7 ?
    C20 C21 H21A . . 108.7 ?
    C22 C21 H21B . . 108.7 ?
    C20 C21 H21B . . 108.7 ?
    H21A C21 H21B . . 107.6 ?
    C23 C22 C21 . . 111.9(7) ?
    C23 C22 C24 . . 110.5(6) ?
    C21 C22 C24 . . 110.0(6) ?
    C23 C22 H22 . . 108.1 ?
    C21 C22 H22 . . 108.1 ?
    C24 C22 H22 . . 108.1 ?
    C22 C23 H23A . . 109.5 ?
    C22 C23 H23B . . 109.5 ?
    H23A C23 H23B . . 109.5 ?
    C22 C23 H23C . . 109.5 ?
    H23A C23 H23C . . 109.5 ?
    H23B C23 H23C . . 109.5 ?
    C22 C24 H24A . . 109.5 ?
    C22 C24 H24B . . 109.5 ?
    H24A C24 H24B . . 109.5 ?
    C22 C24 H24C . . 109.5 ?
    H24A C24 H24C . . 109.5 ?
    H24B C24 H24C . . 109.5 ?
    O6 C25 N4 . . 124.3(5) ?
    O6 C25 C26 . . 122.1(5) ?
    N4 C25 C26 . . 113.5(4) ?
    N5 C26 C27 . . 125.0(5) ?
    N5 C26 C25 . . 116.7(4) ?
    C27 C26 C25 . . 118.3(4) ?
    C28 C27 C26 . . 117.8(5) ?
    C28 C27 H27 . . 121.1 ?
    C26 C27 H27 . . 121.1 ?
    O7 C28 C27 . . 125.2(5) ?
    O7 C28 C29 . . 115.9(5) ?
    C27 C28 C29 . . 118.9(5) ?
    C34 C29 C30 . . 120.6(5) ?
    C34 C29 C28 . . 117.8(5) ?
    C30 C29 C28 . . 121.7(5) ?
    C31 C30 C29 . . 118.1(6) ?
    C31 C30 H30 . . 120.9 ?
    C29 C30 H30 . . 120.9 ?
    C30 C31 C32 . . 122.7(6) ?
    C30 C31 H31 . . 118.7 ?
    C32 C31 H31 . . 118.7 ?
    C33 C32 C31 . . 119.6(6) ?
    C33 C32 H32 . . 120.2 ?
    C31 C32 H32 . . 120.2 ?
    C32 C33 N6 . . 125.5(5) ?
    C32 C33 C34 . . 119.5(5) ?
    N6 C33 C34 . . 114.9(5) ?
    N5 C34 C29 . . 123.1(5) ?
    N5 C34 C33 . . 117.4(5) ?
    C29 C34 C33 . . 119.5(5) ?
    O7 C35 C36 . . 111.7(7) ?
    O7 C35 H35A . . 109.3 ?
    C36 C35 H35A . . 109.3 ?
    O7 C35 H35B . . 109.3 ?
    C36 C35 H35B . . 109.3 ?
    H35A C35 H35B . . 107.9 ?
    C35 C36 C38 . . 109.1(9) ?
    C35 C36 C37 . . 111.1(7) ?
    C38 C36 C37 . . 111.5(10) ?
    C35 C36 H36 . . 108.4 ?
    C38 C36 H36 . . 108.4 ?
    C37 C36 H36 . . 108.4 ?
    C36 C37 H37A . . 109.5 ?
    C36 C37 H37B . . 109.5 ?
    H37A C37 H37B . . 109.5 ?
    C36 C37 H37C . . 109.5 ?
    H37A C37 H37C . . 109.5 ?
    H37B C37 H37C . . 109.5 ?
    C36 C38 H38A . . 109.5 ?
    C36 C38 H38B . . 109.5 ?
    H38A C38 H38B . . 109.5 ?
    C36 C38 H38C . . 109.5 ?
    H38A C38 H38C . . 109.5 ?
    H38B C38 H38C . . 109.5 ?
    O8 C39 N6 . . 124.7(5) ?
    O8 C39 C40 . . 121.6(5) ?
    N6 C39 C40 . . 113.7(5) ?
    C42 C40 N7 . . 108.7(5) ?
    C42 C40 C39 . . 127.4(5) ?
    N7 C40 C39 . . 123.9(5) ?
    N7 C41 O9 . . 114.0(5) ?
    N7 C41 C43 . . 129.2(5) ?
    O9 C41 C43 . . 116.8(5) ?
    C40 C42 O9 . . 108.6(5) ?
    C40 C42 H42 . . 125.7 ?
    O9 C42 H42 . . 125.7 ?
    N8 C43 C41 . . 111.3(5) ?
    N8 C43 C44 . . 110.6(5) ?
    C41 C43 C44 . . 110.4(5) ?
    N8 C43 H43 . . 108.1 ?
    C41 C43 H43 . . 108.1 ?
    C44 C43 H43 . . 108.1 ?
    C45 C44 C43 . . 115.3(5) ?
    C45 C44 H44A . . 108.4 ?
    C43 C44 H44A . . 108.4 ?
    C45 C44 H44B . . 108.4 ?
    C43 C44 H44B . . 108.4 ?
    H44A C44 H44B . . 107.5 ?
    C44 C45 C46 . . 115.8(6) ?
    C44 C45 C47 . . 108.0(6) ?
    C46 C45 C47 . . 111.6(7) ?
    C44 C45 H45 . . 107.0 ?
    C46 C45 H45 . . 107.0 ?
    C47 C45 H45 . . 107.0 ?
    C45 C46 H46A . . 109.5 ?
    C45 C46 H46B . . 109.5 ?
    H46A C46 H46B . . 109.5 ?
    C45 C46 H46C . . 109.5 ?
    H46A C46 H46C . . 109.5 ?
    H46B C46 H46C . . 109.5 ?
    C45 C47 H47A . . 109.5 ?
    C45 C47 H47B . . 109.5 ?
    H47A C47 H47B . . 109.5 ?
    C45 C47 H47C . . 109.5 ?
    H47A C47 H47C . . 109.5 ?
    H47B C47 H47C . . 109.5 ?
    O10 C48 N8 . . 124.8(5) ?
    O10 C48 O11 . . 126.1(5) ?
    N8 C48 O11 . . 109.1(5) ?
    O11 C49 C52 . . 109.8(7) ?
    O11 C49 C51 . . 102.3(6) ?
    C52 C49 C51 . . 110.3(9) ?
    O11 C49 C50 . . 109.8(7) ?
    C52 C49 C50 . . 112.7(9) ?
    C51 C49 C50 . . 111.6(8) ?
    C49 C50 H50A . . 109.5 ?
    C49 C50 H50B . . 109.5 ?
    H50A C50 H50B . . 109.5 ?
    C49 C50 H50C . . 109.5 ?
    H50A C50 H50C . . 109.5 ?
    H50B C50 H50C . . 109.5 ?
    C49 C51 H51A . . 109.5 ?
    C49 C51 H51B . . 109.5 ?
    H51A C51 H51B . . 109.5 ?
    C49 C51 H51C . . 109.5 ?
    H51A C51 H51C . . 109.5 ?
    H51B C51 H51C . . 109.5 ?
    C49 C52 H52A . . 109.5 ?
    C49 C52 H52B . . 109.5 ?
    H52A C52 H52B . . 109.5 ?
    C49 C52 H52C . . 109.5 ?
    H52A C52 H52C . . 109.5 ?
    H52B C52 H52C . . 109.5 ?
    C1 N1 C9 . . 116.8(5) ?
    C16 N2 C8 . . 129.6(5) ?
    C16 N2 H2A . . 115.2 ?
    C8 N2 H2A . . 115.2 ?
    C19 N3 C17 . . 106.0(4) ?
    C25 N4 C20 . . 123.9(4) ?
    C25 N4 H4 . . 118.0 ?
    C20 N4 H4 . . 118.0 ?
    C26 N5 C34 . . 117.4(4) ?
    C39 N6 C33 . . 129.5(5) ?
    C39 N6 H6A . . 115.3 ?
    C33 N6 H6A . . 115.3 ?
    C41 N7 C40 . . 104.7(4) ?
    C48 N8 C43 . . 120.2(5) ?
    C48 N8 H8 . . 119.9 ?
    C43 N8 H8 . . 119.9 ?
    C10 O1 C11 . . 116.0(4) ?
    C3 O3 C12 . . 117.1(5) ?
    C19 O5 C18 . . 104.5(4) ?
    C28 O7 C35 . . 118.1(5) ?
    C42 O9 C41 . . 104.1(4) ?
    C48 O11 C49 . . 120.8(5) ?



# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
  _platon_squeeze_void_nr
  _platon_squeeze_void_average_x
  _platon_squeeze_void_average_y
  _platon_squeeze_void_average_z
  _platon_squeeze_void_volume
  _platon_squeeze_void_count_electrons
  _platon_squeeze_void_content
   1  0.114  0.114  0.000       132        26 ' '
   2 -0.114  0.886  0.500       132        26 ' '
   3  0.122  0.753  0.455        18         5 ' '
   4  0.386  0.614  0.750       132        26 ' '
   5  0.246  0.878  0.045        18         5 ' '
   6  0.253  0.378  0.705        18         5 ' '
   7  0.377  0.253  0.295        18         5 ' '
   8  0.614  0.386  0.250       132        26 ' '
   9  0.622  0.747  0.795        18         5 ' '
  10  0.746  0.622  0.205        18         5 ' '
  11  0.753  0.122  0.545        18         5 ' '
  12  0.877  0.247  0.955        18         5 ' '
_platon_squeeze_details
;
;
