 
data_cz5 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C27 H33 N3 O6' 
_chemical_formula_weight          495.56 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0033   0.0016 
 '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'   0.0061   0.0033 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            triclinic
_symmetry_space_group_name_H-M    P-1
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
 
_cell_length_a                    7.10530(10) 
_cell_length_b                    13.1643(2) 
_cell_length_c                    15.1583(3) 
_cell_angle_alpha                 71.8697(7) 
_cell_angle_beta                  81.2798(7) 
_cell_angle_gamma                 86.5898(11) 
_cell_volume                      1331.77(4) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     296(2) 
_cell_measurement_reflns_used     ? 
_cell_measurement_theta_min       ? 
_cell_measurement_theta_max       ? 
 
_exptl_crystal_description        ? 
_exptl_crystal_colour             ? 
_exptl_crystal_size_max           0.20 
_exptl_crystal_size_mid           0.10 
_exptl_crystal_size_min           0.10 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.236 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              528 
_exptl_absorpt_coefficient_mu     0.088 
_exptl_absorpt_correction_type    ? 
_exptl_absorpt_correction_T_min   0.9826 
_exptl_absorpt_correction_T_max   0.9913 
_exptl_absorpt_process_details    ? 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       296(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   ? 
_diffrn_measurement_method        ? 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             10640 
_diffrn_reflns_av_R_equivalents   0.0178 
_diffrn_reflns_av_sigmaI/netI     0.0269 
_diffrn_reflns_limit_h_min        -8 
_diffrn_reflns_limit_h_max        8 
_diffrn_reflns_limit_k_min        -16 
_diffrn_reflns_limit_k_max        16 
_diffrn_reflns_limit_l_min        -18 
_diffrn_reflns_limit_l_max        18 
_diffrn_reflns_theta_min          3.05 
_diffrn_reflns_theta_max          26.37 
_reflns_number_total              5423 
_reflns_number_gt                 4457 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        ? 
_computing_cell_refinement        ? 
_computing_data_reduction         ? 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.1512P)²+0.4253P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.013(7) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 
_refine_ls_number_reflns          5423 
_refine_ls_number_parameters      334 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0715 
_refine_ls_R_factor_gt            0.0574 
_refine_ls_wR_factor_ref          0.2116 
_refine_ls_wR_factor_gt           0.1831 
_refine_ls_goodness_of_fit_ref    1.036 
_refine_ls_restrained_S_all       1.036 
_refine_ls_shift/su_max           1.828 
_refine_ls_shift/su_mean          0.025 
 
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_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
C1 C 0.3555(2) 0.94386(14) 0.24042(12) 0.0197(4) Uani 1 1 d . . . 
H1 H 0.3882 0.9063 0.2991 0.024 Uiso 1 1 calc R . . 
C2 C 0.3370(2) 0.89318(14) 0.17605(12) 0.0180(4) Uani 1 1 d . . . 
C3 C 0.2912(2) 0.95448(14) 0.08580(11) 0.0167(4) Uani 1 1 d . . . 
C4 C 0.2672(2) 1.06778(13) 0.06617(12) 0.0164(4) Uani 1 1 d . . . 
N5 N 0.28112(19) 1.11732(12) 0.13284(10) 0.0186(3) Uani 1 1 d . . . 
C6 C 0.3232(2) 1.05574(14) 0.21428(12) 0.0182(4) Uani 1 1 d . . . 
C7 C 0.2699(2) 0.90597(14) 0.01850(12) 0.0177(4) Uani 1 1 d . . . 
H7 H 0.2845 0.8323 0.0319 0.021 Uiso 1 1 calc R . . 
C8 C 0.2271(2) 0.96760(14) -0.06859(12) 0.0171(4) Uani 1 1 d . . . 
C9 C 0.2083(2) 1.08140(14) -0.09096(11) 0.0163(4) Uani 1 1 d . . . 
C10 C 0.2276(2) 1.13148(14) -0.02283(12) 0.0176(4) Uani 1 1 d . . . 
C11 C 0.2002(2) 0.91980(14) -0.13893(12) 0.0182(4) Uani 1 1 d . . . 
C12 C 0.1594(2) 0.98374(14) -0.22402(12) 0.0194(4) Uani 1 1 d . . . 
H12 H 0.1380 0.9549 -0.2703 0.023 Uiso 1 1 calc R . . 
C13 C 0.1506(2) 1.09550(14) -0.23924(11) 0.0183(4) Uani 1 1 d . . . 
N14 N 0.17215(19) 1.14473(12) -0.17812(10) 0.0182(3) Uani 1 1 d . . . 
O15 O 0.35979(18) 0.78777(10) 0.18852(8) 0.0222(3) Uani 1 1 d . . . 
C16 C 0.4007(3) 0.71961(14) 0.27844(12) 0.0237(4) Uani 1 1 d . . . 
H16A H 0.2992 0.7253 0.3274 0.028 Uiso 1 1 calc R . . 
H16B H 0.5189 0.7405 0.2922 0.028 Uiso 1 1 calc R . . 
C17 C 0.4172(3) 0.60586(15) 0.27406(14) 0.0285(4) Uani 1 1 d . . . 
H17 H 0.5221 0.6022 0.2250 0.034 Uiso 1 1 calc R . . 
C18 C 0.4661(5) 0.53317(19) 0.3677(2) 0.0573(7) Uani 1 1 d . . . 
H18A H 0.5805 0.5574 0.3808 0.086 Uiso 1 1 calc R . . 
H18B H 0.4851 0.4613 0.3650 0.086 Uiso 1 1 calc R . . 
H18C H 0.3636 0.5349 0.4164 0.086 Uiso 1 1 calc R . . 
C19 C 0.2368(4) 0.57073(19) 0.2506(2) 0.0511(6) Uani 1 1 d . . . 
H19A H 0.1337 0.5707 0.2995 0.077 Uiso 1 1 calc R . . 
H19B H 0.2551 0.5000 0.2451 0.077 Uiso 1 1 calc R . . 
H19C H 0.2072 0.6193 0.1924 0.077 Uiso 1 1 calc R . . 
C20 C 0.3405(2) 1.10793(15) 0.28792(12) 0.0220(4) Uani 1 1 d . . . 
O21 O 0.4389(2) 1.07251(13) 0.34883(10) 0.0360(4) Uani 1 1 d . . . 
O22 O 0.2329(2) 1.19594(11) 0.28060(9) 0.0313(4) Uani 1 1 d . . . 
C23 C 0.2421(3) 1.24627(18) 0.35187(15) 0.0375(5) Uani 1 1 d . . . 
H23A H 0.2148 1.1946 0.4127 0.056 Uiso 1 1 calc R . . 
H23B H 0.1502 1.3037 0.3457 0.056 Uiso 1 1 calc R . . 
H23C H 0.3674 1.2740 0.3446 0.056 Uiso 1 1 calc R . . 
C24 C 0.2072(3) 1.25053(14) -0.04554(12) 0.0240(4) Uani 1 1 d . . . 
H24A H 0.1317 1.2678 0.0061 0.036 Uiso 1 1 calc R . . 
H24B H 0.1461 1.2786 -0.1006 0.036 Uiso 1 1 calc R . . 
H24C H 0.3309 1.2815 -0.0567 0.036 Uiso 1 1 calc R . . 
O25 O 0.21890(18) 0.81248(10) -0.11244(9) 0.0234(3) Uani 1 1 d . . . 
C26 C 0.1749(3) 0.75637(15) -0.17422(13) 0.0254(4) Uani 1 1 d . . . 
H26A H 0.2591 0.7786 -0.2333 0.030 Uiso 1 1 calc R . . 
H26B H 0.0446 0.7716 -0.1868 0.030 Uiso 1 1 calc R . . 
C27 C 0.2015(3) 0.63794(16) -0.12589(15) 0.0342(5) Uani 1 1 d . . . 
H27 H 0.1242 0.6194 -0.0639 0.041 Uiso 1 1 calc R . . 
C28 C 0.4074(4) 0.6096(2) -0.1128(2) 0.0576(7) Uani 1 1 d . . . 
H28A H 0.4178 0.5351 -0.0788 0.086 Uiso 1 1 calc R . . 
H28B H 0.4505 0.6516 -0.0783 0.086 Uiso 1 1 calc R . . 
H28C H 0.4845 0.6241 -0.1730 0.086 Uiso 1 1 calc R . . 
C29 C 0.1292(5) 0.5755(2) -0.1829(3) 0.0708(10) Uani 1 1 d . . . 
H29A H -0.0048 0.5890 -0.1843 0.106 Uiso 1 1 calc R . . 
H29B H 0.1510 0.5005 -0.1546 0.106 Uiso 1 1 calc R . . 
H29C H 0.1956 0.5976 -0.2457 0.106 Uiso 1 1 calc R . . 
C30 C 0.1178(2) 1.16346(14) -0.33616(12) 0.0214(4) Uani 1 1 d . . . 
O31 O 0.0879(2) 1.12640(12) -0.39645(9) 0.0333(4) Uani 1 1 d . . . 
O32 O 0.1272(2) 1.26798(10) -0.34867(9) 0.0275(3) Uani 1 1 d . . . 
C33 C 0.1106(3) 1.33639(17) -0.44249(13) 0.0341(5) Uani 1 1 d . . . 
H33A H 0.2172 1.3238 -0.4851 0.051 Uiso 1 1 calc R . . 
H33B H 0.1089 1.4098 -0.4438 0.051 Uiso 1 1 calc R . . 
H33C H -0.0053 1.3210 -0.4609 0.051 Uiso 1 1 calc R . . 
C34 N 0.2153(3) 0.9060(2) -0.46397(16) 0.0559(6) Uani 1 1 d . . . 
H34A H 0.2981 0.9534 -0.4624 0.084 Uiso 1 1 calc R . . 
H34B H 0.1394 0.8856 -0.4093 0.084 Uiso 1 1 calc R . . 
H34C H 0.1456 0.9358 -0.5097 0.084 Uiso 1 1 calc R . . 
C35 C 0.3159(4) 0.8152(2) -0.48070(17) 0.0489(6) Uani 1 1 d . . . 
N36 N 0.3975(6) 0.7446(3) -0.4955(3) 0.1027(13) Uani 1 1 d . . . 
 
 
_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 1.367(2) . ? 
C1 C6 1.415(2) . ? 
C2 O15 1.344(2) . ? 
C2 C3 1.430(2) . ? 
C3 C7 1.391(2) . ? 
C3 C4 1.432(2) . ? 
C4 N5 1.380(2) . ? 
C4 C10 1.409(2) . ? 
N5 C6 1.316(2) . ? 
C6 C20 1.504(2) . ? 
C7 C8 1.385(2) . ? 
C8 C9 1.432(2) . ? 
C8 C11 1.436(2) . ? 
C9 N14 1.378(2) . ? 
C9 C10 1.413(2) . ? 
C10 C24 1.499(2) . ? 
C11 O25 1.347(2) . ? 
C11 C12 1.366(2) . ? 
C12 C13 1.416(2) . ? 
C13 N14 1.315(2) . ? 
C13 C30 1.508(2) . ? 
O15 C16 1.441(2) . ? 
C16 C17 1.516(3) . ? 
C17 C19 1.515(3) . ? 
C17 C18 1.522(3) . ? 
C20 O21 1.203(2) . ? 
C20 O22 1.334(2) . ? 
O22 C23 1.443(2) . ? 
O25 C26 1.438(2) . ? 
C26 C27 1.516(3) . ? 
C27 C28 1.515(3) . ? 
C27 C29 1.521(3) . ? 
C30 O31 1.211(2) . ? 
C30 O32 1.333(2) . ? 
O32 C33 1.445(2) . ? 
C34 C35 1.427(3) . ? 
C35 N36 1.130(4) . ? 
 
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 C6 117.42(16) . . ? 
O15 C2 C1 125.94(16) . . ? 
O15 C2 C3 114.63(15) . . ? 
C1 C2 C3 119.42(16) . . ? 
C7 C3 C2 121.24(16) . . ? 
C7 C3 C4 120.52(15) . . ? 
C2 C3 C4 118.24(15) . . ? 
N5 C4 C10 118.36(15) . . ? 
N5 C4 C3 121.60(15) . . ? 
C10 C4 C3 120.04(15) . . ? 
C6 N5 C4 116.67(15) . . ? 
N5 C6 C1 126.59(15) . . ? 
N5 C6 C20 117.71(15) . . ? 
C1 C6 C20 115.70(15) . . ? 
C8 C7 C3 119.90(16) . . ? 
C7 C8 C9 120.66(15) . . ? 
C7 C8 C11 121.31(16) . . ? 
C9 C8 C11 118.04(15) . . ? 
N14 C9 C10 118.33(15) . . ? 
N14 C9 C8 121.73(15) . . ? 
C10 C9 C8 119.94(15) . . ? 
C4 C10 C9 118.91(15) . . ? 
C4 C10 C24 120.82(15) . . ? 
C9 C10 C24 120.27(15) . . ? 
O25 C11 C12 126.16(15) . . ? 
O25 C11 C8 114.53(15) . . ? 
C12 C11 C8 119.30(16) . . ? 
C11 C12 C13 117.63(15) . . ? 
N14 C13 C12 126.40(16) . . ? 
N14 C13 C30 117.72(15) . . ? 
C12 C13 C30 115.86(15) . . ? 
C13 N14 C9 116.84(15) . . ? 
C2 O15 C16 118.29(13) . . ? 
O15 C16 C17 107.58(14) . . ? 
C19 C17 C16 111.94(17) . . ? 
C19 C17 C18 111.30(19) . . ? 
C16 C17 C18 108.23(17) . . ? 
O21 C20 O22 123.15(16) . . ? 
O21 C20 C6 123.26(17) . . ? 
O22 C20 C6 113.57(15) . . ? 
C20 O22 C23 114.96(15) . . ? 
C11 O25 C26 118.62(13) . . ? 
O25 C26 C27 107.39(15) . . ? 
C26 C27 C28 111.72(19) . . ? 
C26 C27 C29 108.71(18) . . ? 
C28 C27 C29 111.2(2) . . ? 
O31 C30 O32 123.74(16) . . ? 
O31 C30 C13 123.17(16) . . ? 
O32 C30 C13 113.09(14) . . ? 
C30 O32 C33 115.24(14) . . ? 
N36 C35 C34 178.6(4) . . ? 
 
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 
C6 C1 C2 O15 -179.18(14) . . . . ? 
C6 C1 C2 C3 1.5(2) . . . . ? 
O15 C2 C3 C7 1.0(2) . . . . ? 
C1 C2 C3 C7 -179.63(14) . . . . ? 
O15 C2 C3 C4 -179.09(13) . . . . ? 
C1 C2 C3 C4 0.3(2) . . . . ? 
C7 C3 C4 N5 177.76(13) . . . . ? 
C2 C3 C4 N5 -2.2(2) . . . . ? 
C7 C3 C4 C10 -2.0(2) . . . . ? 
C2 C3 C4 C10 178.13(13) . . . . ? 
C10 C4 N5 C6 -178.28(13) . . . . ? 
C3 C4 N5 C6 2.0(2) . . . . ? 
C4 N5 C6 C1 0.0(2) . . . . ? 
C4 N5 C6 C20 179.59(13) . . . . ? 
C2 C1 C6 N5 -1.8(3) . . . . ? 
C2 C1 C6 C20 178.60(14) . . . . ? 
C2 C3 C7 C8 -179.45(14) . . . . ? 
C4 C3 C7 C8 0.6(2) . . . . ? 
C3 C7 C8 C9 1.3(2) . . . . ? 
C3 C7 C8 C11 -178.64(14) . . . . ? 
C7 C8 C9 N14 177.79(13) . . . . ? 
C11 C8 C9 N14 -2.2(2) . . . . ? 
C7 C8 C9 C10 -2.0(2) . . . . ? 
C11 C8 C9 C10 177.97(13) . . . . ? 
N5 C4 C10 C9 -178.47(13) . . . . ? 
C3 C4 C10 C9 1.3(2) . . . . ? 
N5 C4 C10 C24 1.9(2) . . . . ? 
C3 C4 C10 C24 -178.34(14) . . . . ? 
N14 C9 C10 C4 -179.13(13) . . . . ? 
C8 C9 C10 C4 0.7(2) . . . . ? 
N14 C9 C10 C24 0.5(2) . . . . ? 
C8 C9 C10 C24 -179.72(14) . . . . ? 
C7 C8 C11 O25 0.4(2) . . . . ? 
C9 C8 C11 O25 -179.56(13) . . . . ? 
C7 C8 C11 C12 -179.60(14) . . . . ? 
C9 C8 C11 C12 0.4(2) . . . . ? 
O25 C11 C12 C13 -178.35(14) . . . . ? 
C8 C11 C12 C13 1.7(2) . . . . ? 
C11 C12 C13 N14 -2.3(3) . . . . ? 
C11 C12 C13 C30 176.16(13) . . . . ? 
C12 C13 N14 C9 0.6(2) . . . . ? 
C30 C13 N14 C9 -177.88(13) . . . . ? 
C10 C9 N14 C13 -178.47(13) . . . . ? 
C8 C9 N14 C13 1.7(2) . . . . ? 
C1 C2 O15 C16 2.5(2) . . . . ? 
C3 C2 O15 C16 -178.20(13) . . . . ? 
C2 O15 C16 C17 179.36(14) . . . . ? 
O15 C16 C17 C19 -58.6(2) . . . . ? 
O15 C16 C17 C18 178.37(17) . . . . ? 
N5 C6 C20 O21 -152.73(18) . . . . ? 
C1 C6 C20 O21 26.9(2) . . . . ? 
N5 C6 C20 O22 28.7(2) . . . . ? 
C1 C6 C20 O22 -151.62(15) . . . . ? 
O21 C20 O22 C23 -0.2(3) . . . . ? 
C6 C20 O22 C23 178.30(16) . . . . ? 
C12 C11 O25 C26 -6.5(2) . . . . ? 
C8 C11 O25 C26 173.53(14) . . . . ? 
C11 O25 C26 C27 -178.09(15) . . . . ? 
O25 C26 C27 C28 -64.9(2) . . . . ? 
O25 C26 C27 C29 172.0(2) . . . . ? 
N14 C13 C30 O31 -176.63(15) . . . . ? 
C12 C13 C30 O31 4.7(2) . . . . ? 
N14 C13 C30 O32 4.0(2) . . . . ? 
C12 C13 C30 O32 -174.61(14) . . . . ? 
O31 C30 O32 C33 -3.7(3) . . . . ? 
C13 C30 O32 C33 175.67(14) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.996 
_diffrn_reflns_theta_full              26.37 
_diffrn_measured_fraction_theta_full   0.996 
_refine_diff_density_max    0.500 
_refine_diff_density_min   -0.450 
_refine_diff_density_rms    0.089 
