# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Parthasarathi Dastidar' _publ_contact_author_email PARTHOD123@REDIFFMAIL.COM _publ_section_title ; Zn(II) Metal-Organic-Frameworks (MOFs) Derived from a Bis-pyridyl-bis-urea ligand: Effects of Crystallization Solvents on the Structures and Anion Binding Properties ; loop_ _publ_author_name 'Parthasarathi Dastidar' 'N. N. Adarsh' 'D. Krishna Kumar' # Attachment 'an0261m_FINAL_L.cif' data_an0261m _database_code_depnum_ccdc_archive 'CCDC 679361' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H16 N6 O2' _chemical_formula_weight 300.33 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 MONOCLINIC _symmetry_space_group_name_H-M P2(1)/C loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.593(2) _cell_length_b 8.850(3) _cell_length_c 9.927(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.927(5) _cell_angle_gamma 90.00 _cell_volume 695.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description BLOCK _exptl_crystal_colour GOLDEN-YELLOW _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.434 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 316 _exptl_absorpt_coefficient_mu 0.102 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.9547 _exptl_absorpt_correction_T_max 0.9819 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'BRUKER CCD AREA DETECTOR' _diffrn_measurement_method 'PHI-OMEGA SCAN' _diffrn_detector_area_resol_mean 3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3931 _diffrn_reflns_av_R_equivalents 0.0212 _diffrn_reflns_av_sigmaI/netI 0.0287 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 26.99 _reflns_number_total 1495 _reflns_number_gt 1183 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER AXS SMART 3' _computing_cell_refinement 'BRUKER AXS SMART 3' _computing_data_reduction 'BRUKER AXS SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'BRUKER SHELXTL' _computing_publication_material 'MERCURY 1.4' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ 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/[\s^2^(Fo^2^)+(0.0607P)^2^+0.0521P] where P=(Fo^2^+2Fc^2^)/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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1495 _refine_ls_number_parameters 132 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0530 _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.1112 _refine_ls_wR_factor_gt 0.1042 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 N1 N 1.02558(16) -0.21055(14) 0.62888(14) 0.0433(3) Uani 1 1 d . . . C2 C 0.95846(18) -0.08489(16) 0.65753(16) 0.0388(4) Uani 1 1 d . . . C3 C 0.81010(16) -0.01756(15) 0.56028(14) 0.0334(3) Uani 1 1 d . . . C4 C 0.72839(19) -0.08823(17) 0.42614(16) 0.0397(4) Uani 1 1 d . . . C5 C 0.8001(2) -0.21588(17) 0.39479(18) 0.0432(4) Uani 1 1 d . . . C6 C 0.9465(2) -0.27308(17) 0.49734(18) 0.0444(4) Uani 1 1 d . . . N7 N 0.75277(15) 0.11148(14) 0.60727(13) 0.0393(3) Uani 1 1 d . . . C8 C 0.63087(18) 0.21102(15) 0.52065(15) 0.0352(3) Uani 1 1 d . . . O9 O 0.56167(14) 0.20090(13) 0.38793(11) 0.0495(3) Uani 1 1 d . . . N10 N 0.59639(17) 0.32198(14) 0.59827(15) 0.0422(4) Uani 1 1 d . . . C11 C 0.46608(19) 0.43331(17) 0.52786(17) 0.0406(4) Uani 1 1 d . . . H2 H 1.0198(19) -0.0379(17) 0.7541(18) 0.043(4) Uiso 1 1 d . . . H4 H 0.6263(19) -0.0497(18) 0.3598(17) 0.044(4) Uiso 1 1 d . . . H5 H 0.749(2) -0.2610(19) 0.3059(19) 0.048(5) Uiso 1 1 d . . . H6 H 0.999(2) -0.3637(19) 0.4783(18) 0.049(4) Uiso 1 1 d . . . H7 H 0.813(2) 0.142(2) 0.695(2) 0.050(5) Uiso 1 1 d . . . H10 H 0.628(2) 0.3145(19) 0.687(2) 0.049(5) Uiso 1 1 d . . . H11A H 0.3719(19) 0.3902(17) 0.4462(17) 0.040(4) Uiso 1 1 d . . . H11B H 0.4205(19) 0.4697(18) 0.6016(17) 0.044(4) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0444(7) 0.0408(7) 0.0415(7) 0.0079(5) 0.0134(6) 0.0065(5) C2 0.0402(8) 0.0397(8) 0.0326(8) 0.0034(6) 0.0100(6) -0.0005(6) C3 0.0343(7) 0.0325(7) 0.0327(7) 0.0050(5) 0.0123(6) -0.0025(5) C4 0.0379(8) 0.0380(8) 0.0366(8) 0.0036(6) 0.0071(7) -0.0020(6) C5 0.0516(9) 0.0366(8) 0.0376(9) -0.0021(6) 0.0132(7) -0.0063(7) C6 0.0538(10) 0.0342(8) 0.0465(10) 0.0025(7) 0.0207(8) 0.0017(7) N7 0.0414(7) 0.0380(7) 0.0297(7) -0.0002(5) 0.0044(6) 0.0033(5) C8 0.0354(7) 0.0367(8) 0.0319(8) 0.0036(6) 0.0114(6) -0.0009(6) O9 0.0531(7) 0.0596(7) 0.0292(6) 0.0025(5) 0.0089(5) 0.0168(5) N10 0.0530(8) 0.0397(7) 0.0296(7) 0.0044(5) 0.0114(6) 0.0085(6) C11 0.0414(8) 0.0411(8) 0.0390(8) 0.0015(6) 0.0153(7) 0.0045(7) _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 N1 C2 1.333(2) . ? N1 C6 1.335(2) . ? C2 C3 1.3976(19) . ? C2 H2 0.987(16) . ? C3 C4 1.389(2) . ? C3 N7 1.3941(19) . ? C4 C5 1.379(2) . ? C4 H4 0.932(15) . ? C5 C6 1.371(2) . ? C5 H5 0.910(18) . ? C6 H6 0.975(17) . ? N7 C8 1.3824(18) . ? N7 H7 0.868(18) . ? C8 O9 1.2195(17) . ? C8 N10 1.3504(19) . ? N10 C11 1.4503(19) . ? N10 H10 0.816(18) . ? C11 C11 1.513(3) 3_666 ? C11 H11A 0.973(16) . ? C11 H11B 1.008(16) . ? 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 N1 C6 117.19(13) . . ? N1 C2 C3 124.21(14) . . ? N1 C2 H2 116.5(9) . . ? C3 C2 H2 119.3(9) . . ? C4 C3 N7 125.25(13) . . ? C4 C3 C2 117.05(13) . . ? N7 C3 C2 117.66(12) . . ? C5 C4 C3 118.81(14) . . ? C5 C4 H4 121.3(10) . . ? C3 C4 H4 119.9(10) . . ? C6 C5 C4 119.77(15) . . ? C6 C5 H5 120.9(11) . . ? C4 C5 H5 119.3(11) . . ? N1 C6 C5 122.93(15) . . ? N1 C6 H6 115.6(10) . . ? C5 C6 H6 121.4(10) . . ? C8 N7 C3 126.50(12) . . ? C8 N7 H7 116.0(12) . . ? C3 N7 H7 116.3(12) . . ? O9 C8 N10 123.15(13) . . ? O9 C8 N7 123.90(13) . . ? N10 C8 N7 112.95(13) . . ? C8 N10 C11 121.26(13) . . ? C8 N10 H10 120.1(12) . . ? C11 N10 H10 116.5(12) . . ? N10 C11 C11 111.78(16) . 3_666 ? N10 C11 H11A 111.8(9) . . ? C11 C11 H11A 108.4(9) 3_666 . ? N10 C11 H11B 108.2(9) . . ? C11 C11 H11B 109.3(9) 3_666 . ? H11A C11 H11B 107.3(12) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N7 H7 N1 0.868(18) 2.186(19) 3.0138(18) 159.2(16) 2_756 N10 H10 O9 0.816(18) 2.284(18) 3.011(2) 148.7(17) 4_566 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.183 _refine_diff_density_min -0.163 _refine_diff_density_rms 0.035 # Attachment 'AN399l4m_FINAL_CP_2.cif' data_kk399l4m _database_code_depnum_ccdc_archive 'CCDC 679362' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H32 N6 O13 S Zn' _chemical_formula_weight 613.91 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 7.6927(7) _cell_length_b 9.7564(9) _cell_length_c 17.2857(17) _cell_angle_alpha 81.067(2) _cell_angle_beta 81.968(2) _cell_angle_gamma 86.102(2) _cell_volume 1267.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description PLATE _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.608 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 640 _exptl_absorpt_coefficient_mu 1.126 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.6553 _exptl_absorpt_correction_T_max 0.9563 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'BRUKER CCD AREA DETECTOR' _diffrn_measurement_method 'PHI-OMEGA SCAN' _diffrn_detector_area_resol_mean 3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10614 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_sigmaI/netI 0.0488 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.20 _diffrn_reflns_theta_max 27.00 _reflns_number_total 5430 _reflns_number_gt 4769 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER AXS SMART 3' _computing_cell_refinement 'BRUKER AXS SMART 3' _computing_data_reduction 'BRUKER AXS SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'BRUKER SHELXLTL' _computing_publication_material 'MERCURY 1.4.1' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ 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/[\s^2^(Fo^2^)+(0.0399P)^2^+1.3866P] where P=(Fo^2^+2Fc^2^)/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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5430 _refine_ls_number_parameters 376 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0485 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.0944 _refine_ls_wR_factor_gt 0.0907 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 Zn1 Zn 0.22210(4) 0.25532(3) 0.263813(17) 0.01057(9) Uani 1 1 d . . . N1 N 0.2620(3) 0.3165(2) 0.13487(12) 0.0136(4) Uani 1 1 d . . . C2 C 0.2224(3) 0.4465(3) 0.10124(15) 0.0148(5) Uani 1 1 d . . . H2 H 0.1743 0.5125 0.1343 0.018 Uiso 1 1 calc R . . C3 C 0.2491(3) 0.4884(3) 0.01974(15) 0.0132(5) Uani 1 1 d . . . C4 C 0.3207(3) 0.3899(3) -0.02804(15) 0.0172(5) Uani 1 1 d . . . H4 H 0.3400 0.4139 -0.0839 0.021 Uiso 1 1 calc R . . C5 C 0.3627(4) 0.2576(3) 0.00712(16) 0.0181(6) Uani 1 1 d . . . H5 H 0.4129 0.1896 -0.0243 0.022 Uiso 1 1 calc R . . C6 C 0.3314(3) 0.2242(3) 0.08829(16) 0.0162(5) Uani 1 1 d . . . H6 H 0.3603 0.1324 0.1118 0.019 Uiso 1 1 calc R . . N7 N 0.2119(3) 0.6224(2) -0.01833(12) 0.0158(5) Uani 1 1 d . . . H7 H 0.2234 0.6330 -0.0703 0.019 Uiso 1 1 calc R . . C8 C 0.1597(3) 0.7386(3) 0.01545(15) 0.0147(5) Uani 1 1 d . . . O9 O 0.1252(2) 0.73578(18) 0.08818(10) 0.0173(4) Uani 1 1 d . . . N10 N 0.1505(3) 0.8563(2) -0.03508(13) 0.0181(5) Uani 1 1 d . . . H10 H 0.1760 0.8534 -0.0861 0.022 Uiso 1 1 calc R . . C11 C 0.0995(3) 0.9890(3) -0.00824(16) 0.0172(6) Uani 1 1 d . . . H11A H 0.1468 1.0649 -0.0491 0.021 Uiso 1 1 calc R . . H11B H 0.1515 0.9933 0.0405 0.021 Uiso 1 1 calc R . . C12 C 0.5613(4) -0.4457(3) 0.50672(16) 0.0168(5) Uani 1 1 d . . . H12A H 0.6438 -0.4902 0.5433 0.020 Uiso 1 1 calc R . . H12B H 0.6315 -0.4108 0.4559 0.020 Uiso 1 1 calc R . . N13 N 0.4662(3) -0.3294(2) 0.53927(13) 0.0161(5) Uani 1 1 d . . . H13 H 0.4495 -0.3304 0.5908 0.019 Uiso 1 1 calc R . . C14 C 0.4028(3) -0.2196(3) 0.49155(15) 0.0142(5) Uani 1 1 d . . . O15 O 0.4125(2) -0.21615(19) 0.41974(10) 0.0176(4) Uani 1 1 d . . . N16 N 0.3281(3) -0.1136(2) 0.53019(12) 0.0140(4) Uani 1 1 d . . . H16 H 0.3288 -0.1261 0.5817 0.017 Uiso 1 1 calc R . . C17 C 0.2507(3) 0.0121(3) 0.49768(15) 0.0123(5) Uani 1 1 d . . . C18 C 0.1533(3) 0.0932(3) 0.55006(15) 0.0164(5) Uani 1 1 d . . . H18 H 0.1387 0.0614 0.6053 0.020 Uiso 1 1 calc R . . C19 C 0.0791(3) 0.2192(3) 0.52072(15) 0.0171(5) Uani 1 1 d . . . H19 H 0.0135 0.2756 0.5556 0.020 Uiso 1 1 calc R . . C20 C 0.1006(3) 0.2635(3) 0.44003(16) 0.0158(5) Uani 1 1 d . . . H20 H 0.0486 0.3507 0.4202 0.019 Uiso 1 1 calc R . . N21 N 0.1931(3) 0.1863(2) 0.38900(12) 0.0126(4) Uani 1 1 d . . . C22 C 0.2664(3) 0.0634(3) 0.41748(15) 0.0132(5) Uani 1 1 d . . . H22 H 0.3318 0.0091 0.3813 0.016 Uiso 1 1 calc R . . O23 O 0.3568(3) 0.4291(2) 0.28003(13) 0.0198(4) Uani 1 1 d . . . O24 O -0.0128(3) 0.3709(2) 0.27865(12) 0.0157(4) Uani 1 1 d . . . O25 O 0.0932(3) 0.0778(2) 0.25229(11) 0.0154(4) Uani 1 1 d . . . O26 O 0.4637(2) 0.13913(18) 0.25024(10) 0.0133(4) Uani 1 1 d . . . S27 S 0.63982(8) 0.19627(6) 0.23539(3) 0.01114(14) Uani 1 1 d . . . O28 O 0.6417(2) 0.32733(18) 0.18062(10) 0.0145(4) Uani 1 1 d . . . O29 O 0.6954(2) 0.21998(18) 0.31037(10) 0.0147(4) Uani 1 1 d . . . O30 O 0.7653(2) 0.09207(18) 0.20092(10) 0.0144(4) Uani 1 1 d . . . O31 O 0.8896(3) 0.6229(2) 0.20808(13) 0.0308(5) Uani 1 1 d . . . H31 H 0.9500 0.6635 0.1679 0.046 Uiso 1 1 calc R . . C32 C 0.8308(4) 0.7191(3) 0.26097(18) 0.0281(7) Uani 1 1 d . . . H32A H 0.9092 0.7981 0.2501 0.034 Uiso 1 1 calc R . . H32B H 0.8374 0.6735 0.3159 0.034 Uiso 1 1 calc R . . C33 C 0.6441(4) 0.7729(3) 0.25309(16) 0.0240(6) Uani 1 1 d . . . H33A H 0.5669 0.6934 0.2616 0.029 Uiso 1 1 calc R . . H33B H 0.6037 0.8316 0.2946 0.029 Uiso 1 1 calc R . . O34 O 0.6286(3) 0.8519(2) 0.17774(12) 0.0236(4) Uani 1 1 d . . . H34 H 0.6587 0.9332 0.1772 0.035 Uiso 1 1 calc R . . O35 O 0.2726(3) 0.8636(2) 0.18971(12) 0.0200(4) Uani 1 1 d . . . O36 O 0.2210(3) 0.6640(2) 0.32815(13) 0.0195(4) Uani 1 1 d . . . H23A H 0.435(4) 0.437(3) 0.2521(19) 0.018(9) Uiso 1 1 d . . . H23B H 0.311(5) 0.508(4) 0.295(2) 0.036(10) Uiso 1 1 d . . . H24A H -0.099(5) 0.334(3) 0.2851(19) 0.020(9) Uiso 1 1 d . . . H24B H -0.033(5) 0.446(4) 0.254(2) 0.045(12) Uiso 1 1 d . . . H25A H 0.151(5) 0.018(4) 0.234(2) 0.030(10) Uiso 1 1 d . . . H25B H 0.005(5) 0.088(4) 0.237(2) 0.035(11) Uiso 1 1 d . . . H35A H 0.241(5) 0.820(4) 0.154(2) 0.049(12) Uiso 1 1 d . . . H35B H 0.377(4) 0.871(3) 0.1790(16) 0.010(8) Uiso 1 1 d . . . H36A H 0.276(5) 0.699(4) 0.358(2) 0.039(11) Uiso 1 1 d . . . H36B H 0.227(4) 0.725(4) 0.288(2) 0.029(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.01059(15) 0.01039(15) 0.01051(15) -0.00081(11) -0.00162(10) -0.00017(10) N1 0.0134(11) 0.0136(11) 0.0140(11) -0.0009(9) -0.0031(8) -0.0012(8) C2 0.0144(13) 0.0150(13) 0.0148(13) -0.0029(10) -0.0009(10) 0.0008(10) C3 0.0113(12) 0.0154(12) 0.0130(12) -0.0018(10) -0.0014(9) -0.0013(10) C4 0.0197(14) 0.0194(14) 0.0124(13) -0.0019(10) -0.0017(10) -0.0039(11) C5 0.0231(15) 0.0160(13) 0.0164(13) -0.0072(11) -0.0014(11) -0.0012(11) C6 0.0179(14) 0.0125(12) 0.0193(14) -0.0032(10) -0.0050(10) -0.0002(10) N7 0.0236(12) 0.0157(11) 0.0073(10) -0.0009(8) -0.0014(9) 0.0023(9) C8 0.0146(13) 0.0183(13) 0.0109(12) -0.0023(10) -0.0010(10) -0.0003(10) O9 0.0257(11) 0.0150(9) 0.0106(9) -0.0010(7) -0.0004(7) -0.0032(8) N10 0.0249(13) 0.0158(11) 0.0117(11) -0.0015(9) 0.0022(9) 0.0027(9) C11 0.0229(15) 0.0130(12) 0.0151(13) 0.0000(10) -0.0025(11) -0.0020(11) C12 0.0204(14) 0.0129(13) 0.0166(13) -0.0008(10) -0.0030(10) 0.0011(11) N13 0.0249(13) 0.0136(11) 0.0101(10) -0.0018(9) -0.0032(9) -0.0012(9) C14 0.0152(13) 0.0138(13) 0.0138(13) 0.0003(10) -0.0023(10) -0.0055(10) O15 0.0266(11) 0.0175(9) 0.0094(9) -0.0033(7) -0.0044(7) 0.0010(8) N16 0.0199(12) 0.0147(11) 0.0068(10) 0.0004(8) -0.0020(8) -0.0008(9) C17 0.0100(12) 0.0123(12) 0.0151(12) -0.0014(10) -0.0030(9) -0.0025(9) C18 0.0172(13) 0.0216(14) 0.0101(12) -0.0018(10) 0.0000(10) -0.0043(11) C19 0.0154(13) 0.0204(14) 0.0165(13) -0.0084(11) -0.0003(10) 0.0011(11) C20 0.0154(13) 0.0129(12) 0.0195(14) -0.0024(10) -0.0044(10) 0.0008(10) N21 0.0114(11) 0.0128(10) 0.0144(11) -0.0038(8) -0.0016(8) -0.0024(8) C22 0.0135(13) 0.0130(12) 0.0130(12) -0.0023(10) -0.0014(10) -0.0006(10) O23 0.0181(11) 0.0163(10) 0.0247(11) -0.0079(9) 0.0062(9) -0.0053(8) O24 0.0123(10) 0.0145(10) 0.0192(10) 0.0004(8) -0.0019(8) 0.0002(8) O25 0.0124(10) 0.0154(10) 0.0194(10) -0.0048(8) -0.0044(8) 0.0016(8) O26 0.0118(9) 0.0133(9) 0.0140(9) 0.0004(7) -0.0017(7) -0.0014(7) S27 0.0100(3) 0.0144(3) 0.0087(3) -0.0008(2) -0.0009(2) -0.0009(2) O28 0.0144(9) 0.0170(9) 0.0111(9) 0.0011(7) -0.0011(7) -0.0014(7) O29 0.0149(9) 0.0199(9) 0.0089(9) 0.0004(7) -0.0021(7) -0.0025(7) O30 0.0111(9) 0.0179(9) 0.0140(9) -0.0026(7) -0.0016(7) 0.0004(7) O31 0.0322(13) 0.0204(11) 0.0309(12) 0.0061(9) 0.0115(9) 0.0081(9) C32 0.0247(16) 0.0306(17) 0.0271(16) -0.0004(13) -0.0029(13) 0.0010(13) C33 0.0188(15) 0.0340(17) 0.0169(14) 0.0014(12) 0.0014(11) -0.0052(12) O34 0.0250(11) 0.0213(11) 0.0243(11) -0.0018(8) -0.0040(8) -0.0018(9) O35 0.0170(11) 0.0218(11) 0.0233(11) -0.0091(9) -0.0048(9) 0.0017(8) O36 0.0205(11) 0.0203(11) 0.0185(10) -0.0051(9) -0.0022(8) -0.0013(8) _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 Zn1 O24 2.0707(19) . ? Zn1 O25 2.1018(19) . ? Zn1 O26 2.1137(17) . ? Zn1 O23 2.120(2) . ? Zn1 N21 2.149(2) . ? Zn1 N1 2.200(2) . ? N1 C6 1.336(3) . ? N1 C2 1.344(3) . ? C2 C3 1.395(4) . ? C2 H2 0.9500 . ? C3 C4 1.399(4) . ? C3 N7 1.399(3) . ? C4 C5 1.376(4) . ? C4 H4 0.9500 . ? C5 C6 1.381(4) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? N7 C8 1.367(3) . ? N7 H7 0.8800 . ? C8 O9 1.244(3) . ? C8 N10 1.334(3) . ? N10 C11 1.454(3) . ? N10 H10 0.8800 . ? C11 C11 1.524(5) 2_575 ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 N13 1.452(3) . ? C12 C12 1.530(5) 2_646 ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? N13 C14 1.354(3) . ? N13 H13 0.8800 . ? C14 O15 1.228(3) . ? C14 N16 1.368(3) . ? N16 C17 1.398(3) . ? N16 H16 0.8800 . ? C17 C22 1.390(3) . ? C17 C18 1.399(4) . ? C18 C19 1.373(4) . ? C18 H18 0.9500 . ? C19 C20 1.385(4) . ? C19 H19 0.9500 . ? C20 N21 1.345(3) . ? C20 H20 0.9500 . ? N21 C22 1.342(3) . ? C22 H22 0.9500 . ? O23 H23A 0.72(3) . ? O23 H23B 0.89(4) . ? O24 H24A 0.76(3) . ? O24 H24B 0.81(4) . ? O25 H25A 0.79(4) . ? O25 H25B 0.76(4) . ? O26 S27 1.4744(18) . ? S27 O28 1.4678(18) . ? S27 O29 1.4756(18) . ? S27 O30 1.4881(18) . ? O31 C32 1.420(4) . ? O31 H31 0.8400 . ? C32 C33 1.512(4) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 O34 1.422(3) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? O34 H34 0.8400 . ? O35 H35A 0.88(4) . ? O35 H35B 0.80(3) . ? O36 H36A 0.83(4) . ? O36 H36B 0.84(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 O24 Zn1 O25 92.18(9) . . ? O24 Zn1 O26 178.94(7) . . ? O25 Zn1 O26 88.65(8) . . ? O24 Zn1 O23 89.14(9) . . ? O25 Zn1 O23 177.36(8) . . ? O26 Zn1 O23 90.00(8) . . ? O24 Zn1 N21 89.20(8) . . ? O25 Zn1 N21 87.78(8) . . ? O26 Zn1 N21 90.18(7) . . ? O23 Zn1 N21 89.95(8) . . ? O24 Zn1 N1 93.72(8) . . ? O25 Zn1 N1 91.11(8) . . ? O26 Zn1 N1 86.92(7) . . ? O23 Zn1 N1 91.09(8) . . ? N21 Zn1 N1 176.92(8) . . ? C6 N1 C2 118.6(2) . . ? C6 N1 Zn1 119.78(17) . . ? C2 N1 Zn1 121.64(17) . . ? N1 C2 C3 122.7(2) . . ? N1 C2 H2 118.6 . . ? C3 C2 H2 118.6 . . ? C2 C3 C4 117.8(2) . . ? C2 C3 N7 125.1(2) . . ? C4 C3 N7 117.0(2) . . ? C5 C4 C3 118.9(2) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 C6 119.7(2) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? N1 C6 C5 122.3(2) . . ? N1 C6 H6 118.8 . . ? C5 C6 H6 118.8 . . ? C8 N7 C3 127.8(2) . . ? C8 N7 H7 116.1 . . ? C3 N7 H7 116.1 . . ? O9 C8 N10 122.2(2) . . ? O9 C8 N7 122.6(2) . . ? N10 C8 N7 115.2(2) . . ? O9 O9 C8 0(10) 1 . ? C8 N10 C11 121.8(2) . . ? C8 N10 H10 119.1 . . ? C11 N10 H10 119.1 . . ? N10 C11 C11 111.9(3) . 2_575 ? N10 C11 H11A 109.2 . . ? C11 C11 H11A 109.2 2_575 . ? N10 C11 H11B 109.2 . . ? C11 C11 H11B 109.2 2_575 . ? H11A C11 H11B 107.9 . . ? N13 C12 C12 112.4(3) . 2_646 ? N13 C12 H12A 109.1 . . ? C12 C12 H12A 109.1 2_646 . ? N13 C12 H12B 109.1 . . ? C12 C12 H12B 109.1 2_646 . ? H12A C12 H12B 107.9 . . ? C14 N13 C12 121.0(2) . . ? C14 N13 H13 119.5 . . ? C12 N13 H13 119.5 . . ? O15 C14 N13 122.5(2) . . ? O15 C14 N16 123.3(2) . . ? N13 C14 N16 114.2(2) . . ? C14 N16 C17 127.8(2) . . ? C14 N16 H16 116.1 . . ? C17 N16 H16 116.1 . . ? C22 C17 N16 124.8(2) . . ? C22 C17 C18 117.9(2) . . ? N16 C17 C18 117.4(2) . . ? C19 C18 C17 119.2(2) . . ? C19 C18 H18 120.4 . . ? C17 C18 H18 120.4 . . ? C18 C19 C20 119.7(2) . . ? C18 C19 H19 120.2 . . ? C20 C19 H19 120.2 . . ? N21 C20 C19 121.7(2) . . ? N21 C20 H20 119.1 . . ? C19 C20 H20 119.1 . . ? C22 N21 C20 118.8(2) . . ? C22 N21 Zn1 119.96(17) . . ? C20 N21 Zn1 121.23(17) . . ? N21 C22 C17 122.7(2) . . ? N21 C22 H22 118.6 . . ? C17 C22 H22 118.6 . . ? Zn1 O23 H23A 110(3) . . ? Zn1 O23 H23B 128(2) . . ? H23A O23 H23B 114(3) . . ? Zn1 O24 H24A 119(2) . . ? Zn1 O24 H24B 124(3) . . ? H24A O24 H24B 105(3) . . ? Zn1 O25 H25A 117(3) . . ? Zn1 O25 H25B 118(3) . . ? H25A O25 H25B 111(4) . . ? S27 O26 Zn1 125.87(10) . . ? O28 S27 O26 111.17(10) . . ? O28 S27 O29 109.36(10) . . ? O26 S27 O29 110.05(10) . . ? O28 S27 O30 109.70(10) . . ? O26 S27 O30 108.03(10) . . ? O29 S27 O30 108.47(10) . . ? C32 O31 H31 109.5 . . ? O31 C32 C33 111.6(3) . . ? O31 C32 H32A 109.3 . . ? C33 C32 H32A 109.3 . . ? O31 C32 H32B 109.3 . . ? C33 C32 H32B 109.3 . . ? H32A C32 H32B 108.0 . . ? O34 C33 C32 112.3(2) . . ? O34 C33 H33A 109.2 . . ? C32 C33 H33A 109.2 . . ? O34 C33 H33B 109.2 . . ? C32 C33 H33B 109.2 . . ? H33A C33 H33B 107.9 . . ? C33 O34 H34 109.5 . . ? H35A O35 H35B 106(3) . . ? H36A O36 H36B 102(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N7 H7 O28 0.88 2.03 2.854(3) 154.5 2_665 N10 H10 O30 0.88 1.97 2.823(3) 162.7 2_665 N13 H13 O29 0.88 2.28 3.036(3) 144.0 2_656 N16 H16 O29 0.88 1.94 2.776(3) 158.8 2_656 O23 H23B O36 0.89(4) 1.77(4) 2.657(3) 178(3) 1 O24 H24A O29 0.76(3) 1.96(4) 2.713(3) 172(3) 1_455 O24 H24B O31 0.81(4) 1.88(4) 2.677(3) 171(4) 1_455 O25 H25A O35 0.79(4) 1.92(4) 2.708(3) 175(4) 1_545 O31 H31 O9 0.84 1.88 2.703(3) 167.8 1_655 O34 H34 O30 0.84 1.93 2.739(3) 162.8 1_565 O35 H35A O9 0.88(4) 1.85(4) 2.711(3) 167(4) 1 O35 H35B O34 0.80(4) 1.93(4) 2.715(3) 165(3) 1 O36 H36A O15 0.83(4) 1.91(4) 2.740(3) 176(4) 1_565 O36 H36B O35 0.84(4) 2.00(4) 2.841(3) 173(3) 1 _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.539 _refine_diff_density_min -0.400 _refine_diff_density_rms 0.082 # Attachment 'COMP_3_an362qrm_FINALCIF_R3.cif' data_an362qrm _database_code_depnum_ccdc_archive 'CCDC 679363' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H56 N12 O14 S Zn' _chemical_formula_weight 978.36 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting MONOCLINIC _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.0983(12) _cell_length_b 13.9309(12) _cell_length_c 24.194(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.795(2) _cell_angle_gamma 90.00 _cell_volume 4399.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description NEEDLE _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.477 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2056 _exptl_absorpt_coefficient_mu 0.685 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.8209 _exptl_absorpt_correction_T_max 0.9666 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'BRUKER CCD AREA DETECTOR' _diffrn_measurement_method 'PHI-OMEGA SCAN' _diffrn_detector_area_resol_mean 3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25302 _diffrn_reflns_av_R_equivalents 0.0572 _diffrn_reflns_av_sigmaI/netI 0.0800 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 27.00 _reflns_number_total 9563 _reflns_number_gt 6937 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER AXS SMART 3' _computing_cell_refinement 'BRUKER AXS SMART 3' _computing_data_reduction 'BRUKER AXS SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'BRUKER SHELXLTL' _computing_publication_material 'MERCURY 1.4' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ 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/[\s^2^(Fo^2^)+(0.0867P)^2^+3.3971P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9563 _refine_ls_number_parameters 577 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0971 _refine_ls_R_factor_gt 0.0689 _refine_ls_wR_factor_ref 0.1818 _refine_ls_wR_factor_gt 0.1662 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 Zn1 Zn 0.76333(3) 0.24791(3) 0.996826(16) 0.01049(13) Uani 1 1 d . . . N1 N 0.6096(2) 0.3138(2) 0.97639(12) 0.0131(7) Uani 1 1 d . . . C2 C 0.5573(3) 0.3484(3) 1.01717(16) 0.0210(9) Uani 1 1 d . . . H2 H 0.5891 0.3498 1.0530 0.025 Uiso 1 1 calc R . . C3 C 0.4580(3) 0.3823(3) 1.00842(17) 0.0245(10) Uani 1 1 d . . . H3 H 0.4252 0.4067 1.0380 0.029 Uiso 1 1 calc R . . C4 C 0.4073(3) 0.3802(3) 0.95608(17) 0.0210(9) Uani 1 1 d . . . H4 H 0.3396 0.4002 0.9498 0.025 Uiso 1 1 calc R . . C5 C 0.4622(3) 0.3465(3) 0.91280(15) 0.0128(8) Uani 1 1 d . . . C6 C 0.5624(3) 0.3154(3) 0.92535(15) 0.0130(8) Uani 1 1 d . . . H6 H 0.5988 0.2943 0.8963 0.016 Uiso 1 1 calc R . . N7 N 0.4206(2) 0.3398(2) 0.85757(13) 0.0162(7) Uani 1 1 d . . . H7 H 0.4479 0.2995 0.8363 0.019 Uiso 1 1 calc R . . C8 C 0.3394(3) 0.3931(3) 0.83512(16) 0.0170(8) Uani 1 1 d . . . O9 O 0.2981(2) 0.4563(2) 0.86094(12) 0.0274(7) Uani 1 1 d . . . N10 N 0.3091(2) 0.3712(2) 0.78223(13) 0.0204(8) Uani 1 1 d . . . H10 H 0.3405 0.3281 0.7647 0.024 Uiso 1 1 calc R . . C11 C 0.2214(3) 0.4225(3) 0.75524(18) 0.0264(10) Uani 1 1 d . . . H11A H 0.2390 0.4897 0.7519 0.032 Uiso 1 1 calc R . . H11B H 0.1644 0.4182 0.7783 0.032 Uiso 1 1 calc R . . C12 C 0.1890(3) 0.3834(3) 0.69902(16) 0.0209(9) Uani 1 1 d . . . H12A H 0.2432 0.3917 0.6744 0.025 Uiso 1 1 calc R . . H12B H 0.1733 0.3155 0.7013 0.025 Uiso 1 1 calc R . . N13 N 0.0984(3) 0.4370(3) 0.67869(14) 0.0258(9) Uani 1 1 d . . . H13 H 0.0770 0.4819 0.6993 0.031 Uiso 1 1 calc R . . C14 C 0.0466(3) 0.4204(3) 0.62987(16) 0.0164(8) Uani 1 1 d . . . O15 O 0.0681(2) 0.35624(19) 0.59740(11) 0.0187(6) Uani 1 1 d . . . N16 N -0.0331(2) 0.4830(2) 0.61828(13) 0.0160(7) Uani 1 1 d . . . H16 H -0.0496 0.5188 0.6451 0.019 Uiso 1 1 calc R . . C17 C -0.0903(3) 0.4944(3) 0.56734(15) 0.0125(8) Uani 1 1 d . . . C18 C -0.1402(3) 0.5813(3) 0.55880(15) 0.0123(8) Uani 1 1 d . . . H18 H -0.1312 0.6272 0.5867 0.015 Uiso 1 1 calc R . . N19 N -0.2002(2) 0.6041(2) 0.51346(12) 0.0106(6) Uani 1 1 d . . . C20 C -0.2120(3) 0.5369(3) 0.47339(15) 0.0125(8) Uani 1 1 d . . . H20 H -0.2543 0.5503 0.4415 0.015 Uiso 1 1 calc R . . C21 C -0.1634(3) 0.4486(3) 0.47789(16) 0.0138(8) Uani 1 1 d . . . H21 H -0.1722 0.4046 0.4490 0.017 Uiso 1 1 calc R . . C22 C -0.1023(3) 0.4261(3) 0.52493(15) 0.0126(8) Uani 1 1 d . . . H22 H -0.0697 0.3669 0.5285 0.015 Uiso 1 1 calc R . . N23 N 0.9166(2) 0.1838(2) 1.01893(12) 0.0121(7) Uani 1 1 d . . . C24 C 0.9741(3) 0.1501(3) 0.97996(16) 0.0186(9) Uani 1 1 d . . . H24 H 0.9466 0.1495 0.9433 0.022 Uiso 1 1 calc R . . C25 C 1.0729(3) 0.1162(3) 0.99212(17) 0.0254(10) Uani 1 1 d . . . H25 H 1.1099 0.0926 0.9639 0.030 Uiso 1 1 calc R . . C26 C 1.1168(3) 0.1175(3) 1.04625(16) 0.0198(9) Uani 1 1 d . . . H26 H 1.1833 0.0956 1.0550 0.024 Uiso 1 1 calc R . . C27 C 1.0578(3) 0.1527(3) 1.08711(15) 0.0134(8) Uani 1 1 d . . . C28 C 0.9583(3) 0.1820(3) 1.07191(15) 0.0128(8) Uani 1 1 d . . . H28 H 0.9180 0.2016 1.0997 0.015 Uiso 1 1 calc R . . N29 N 1.0921(2) 0.1627(2) 1.14325(12) 0.0151(7) Uani 1 1 d . . . H29 H 1.0644 0.2074 1.1614 0.018 Uiso 1 1 calc R . . C30 C 1.1658(3) 0.1080(3) 1.17221(16) 0.0137(8) Uani 1 1 d . . . O31 O 1.2123(2) 0.0429(2) 1.15038(11) 0.0198(6) Uani 1 1 d . . . N32 N 1.1818(2) 0.1321(2) 1.22636(13) 0.0184(7) Uani 1 1 d . . . H32 H 1.1475 0.1790 1.2386 0.022 Uiso 1 1 calc R . . C33 C 1.2545(3) 0.0822(3) 1.26446(16) 0.0195(9) Uani 1 1 d . . . H33A H 1.2627 0.0170 1.2514 0.023 Uiso 1 1 calc R . . H33B H 1.2274 0.0787 1.3005 0.023 Uiso 1 1 calc R . . C34 C 1.3583(3) 0.1305(3) 1.27066(17) 0.0217(9) Uani 1 1 d . . . H34A H 1.3814 0.1434 1.2343 0.026 Uiso 1 1 calc R . . H34B H 1.3532 0.1912 1.2899 0.026 Uiso 1 1 calc R . . N35 N 1.4315(3) 0.0685(3) 1.30182(14) 0.0224(8) Uani 1 1 d . . . H35 H 1.4529 0.0190 1.2850 0.027 Uiso 1 1 calc R . . C36 C 1.4682(3) 0.0822(3) 1.35461(16) 0.0171(8) Uani 1 1 d . . . O37 O 1.4550(2) 0.15585(19) 1.38188(11) 0.0194(6) Uani 1 1 d . . . N38 N 1.5259(2) 0.0065(2) 1.37623(13) 0.0154(7) Uani 1 1 d . . . H38 H 1.5285 -0.0432 1.3553 0.018 Uiso 1 1 calc R . . C39 C 1.5803(3) 0.0005(3) 1.42796(15) 0.0124(8) Uani 1 1 d . . . C40 C 1.6197(3) -0.0891(3) 1.44290(15) 0.0140(8) Uani 1 1 d . . . H40 H 1.6064 -0.1393 1.4180 0.017 Uiso 1 1 calc R . . N41 N 1.6752(2) -0.1085(2) 1.49024(12) 0.0124(7) Uani 1 1 d . . . C42 C 1.6954(3) -0.0358(3) 1.52594(16) 0.0144(8) Uani 1 1 d . . . H42 H 1.7350 -0.0471 1.5590 0.017 Uiso 1 1 calc R . . C43 C 1.6585(3) 0.0553(3) 1.51454(16) 0.0183(9) Uani 1 1 d . . . H43 H 1.6729 0.1040 1.5403 0.022 Uiso 1 1 calc R . . C44 C 1.6006(3) 0.0760(3) 1.46550(16) 0.0176(9) Uani 1 1 d . . . H44 H 1.5760 0.1376 1.4578 0.021 Uiso 1 1 calc R . . O45 O 0.7893(2) 0.25706(18) 0.91221(11) 0.0159(6) Uani 1 1 d . . . O46 O 0.73641(19) 0.23754(18) 1.08103(10) 0.0135(6) Uani 1 1 d . . . S47 S 0.48756(7) 0.16960(7) 0.74932(4) 0.0135(2) Uani 1 1 d . . . O48 O 0.5397(2) 0.2514(2) 0.77761(12) 0.0324(8) Uani 1 1 d . . . O49 O 0.3767(2) 0.1757(2) 0.75592(12) 0.0260(7) Uani 1 1 d . . . O50 O 0.5046(2) 0.1698(2) 0.68980(11) 0.0209(6) Uani 1 1 d . . . O51 O 0.5285(2) 0.0802(2) 0.77467(12) 0.0321(8) Uani 1 1 d . . . O52 O 0.1697(3) 0.9442(3) 0.36230(14) 0.0449(10) Uani 1 1 d . . . C53 C 0.0646(4) 0.9312(4) 0.3430(2) 0.0391(13) Uani 1 1 d . . . H53A H 0.0506 0.9590 0.3064 0.047 Uiso 1 1 calc R . . H53B H 0.0204 0.9614 0.3681 0.047 Uiso 1 1 calc R . . C54 C 0.0466(4) 0.8221(3) 0.3411(2) 0.0349(11) Uani 1 1 d . . . H54A H 0.0282 0.8003 0.3035 0.042 Uiso 1 1 calc R . . H54B H -0.0067 0.8034 0.3645 0.042 Uiso 1 1 calc R . . C55 C 0.1526(4) 0.7816(4) 0.3638(2) 0.0410(13) Uani 1 1 d . . . H55A H 0.1563 0.7724 0.4036 0.049 Uiso 1 1 calc R . . H55B H 0.1677 0.7214 0.3460 0.049 Uiso 1 1 calc R . . C56 C 0.2211(4) 0.8583(4) 0.3484(2) 0.0450(14) Uani 1 1 d . . . H56A H 0.2874 0.8533 0.3693 0.054 Uiso 1 1 calc R . . H56B H 0.2305 0.8562 0.3091 0.054 Uiso 1 1 calc R . . O57 O 0.1664(2) 0.0649(2) 0.86483(13) 0.0352(8) Uani 1 1 d . . . C58 C 0.0662(4) 0.0388(3) 0.8423(2) 0.0345(12) Uani 1 1 d . . . H58A H 0.0268 0.0134 0.8712 0.041 Uiso 1 1 calc R . . H58B H 0.0702 -0.0100 0.8139 0.041 Uiso 1 1 calc R . . C59 C 0.0162(4) 0.1276(4) 0.8177(2) 0.0347(12) Uani 1 1 d . . . H59A H -0.0197 0.1625 0.8449 0.042 Uiso 1 1 calc R . . H59B H -0.0313 0.1125 0.7860 0.042 Uiso 1 1 calc R . . C60 C 0.1083(4) 0.1838(4) 0.8005(2) 0.0403(13) Uani 1 1 d . . . H60A H 0.1294 0.1615 0.7653 0.048 Uiso 1 1 calc R . . H60B H 0.0939 0.2521 0.7982 0.048 Uiso 1 1 calc R . . C61 C 0.1884(4) 0.1613(4) 0.8478(2) 0.0368(12) Uani 1 1 d . . . H61A H 0.2568 0.1652 0.8354 0.044 Uiso 1 1 calc R . . H61B H 0.1834 0.2059 0.8782 0.044 Uiso 1 1 calc R . . O62 O 0.7414(2) 0.1448(2) 0.82424(11) 0.0207(6) Uani 1 1 d . . . O63 O 0.2576(2) 0.6411(2) 0.83557(11) 0.0217(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0109(2) 0.0114(2) 0.0084(2) -0.00086(17) -0.00358(16) -0.00229(17) N1 0.0141(15) 0.0146(17) 0.0097(16) 0.0005(13) -0.0046(13) -0.0014(13) C2 0.026(2) 0.026(2) 0.010(2) 0.0012(17) -0.0030(17) 0.0020(18) C3 0.023(2) 0.034(3) 0.016(2) -0.0013(18) 0.0022(18) 0.0119(19) C4 0.020(2) 0.026(2) 0.017(2) 0.0023(18) -0.0013(17) 0.0074(18) C5 0.0148(18) 0.0107(19) 0.0124(19) 0.0025(15) -0.0022(15) -0.0001(15) C6 0.0183(19) 0.0093(19) 0.0114(19) -0.0001(14) 0.0007(15) -0.0003(15) N7 0.0163(16) 0.0179(18) 0.0134(17) -0.0045(13) -0.0053(13) 0.0059(14) C8 0.0142(18) 0.017(2) 0.018(2) 0.0014(16) -0.0054(16) 0.0044(16) O9 0.0362(18) 0.0249(17) 0.0189(16) -0.0063(13) -0.0107(13) 0.0183(14) N10 0.0190(17) 0.025(2) 0.0150(18) -0.0049(15) -0.0113(14) 0.0108(15) C11 0.026(2) 0.025(2) 0.026(2) -0.0028(19) -0.0111(19) 0.0124(19) C12 0.022(2) 0.023(2) 0.017(2) 0.0006(17) -0.0033(17) 0.0105(18) N13 0.028(2) 0.028(2) 0.0186(19) -0.0061(16) -0.0116(16) 0.0191(16) C14 0.0100(18) 0.018(2) 0.021(2) 0.0041(17) -0.0026(16) -0.0008(15) O15 0.0156(14) 0.0157(15) 0.0241(16) -0.0032(12) -0.0019(12) 0.0067(11) N16 0.0147(16) 0.0228(19) 0.0102(16) -0.0015(13) -0.0001(13) 0.0139(14) C17 0.0077(17) 0.018(2) 0.0121(19) 0.0025(15) 0.0030(15) 0.0018(15) C18 0.0129(18) 0.0133(19) 0.0108(19) 0.0004(15) 0.0017(15) 0.0017(15) N19 0.0087(14) 0.0113(16) 0.0114(16) 0.0021(12) -0.0021(12) 0.0019(12) C20 0.0096(17) 0.019(2) 0.0083(18) 0.0043(15) -0.0036(14) -0.0033(15) C21 0.0119(18) 0.014(2) 0.016(2) -0.0019(15) 0.0027(15) -0.0042(15) C22 0.0098(17) 0.0118(19) 0.016(2) 0.0024(15) 0.0017(15) 0.0028(14) N23 0.0126(15) 0.0107(16) 0.0126(16) -0.0008(12) -0.0013(13) -0.0003(12) C24 0.021(2) 0.022(2) 0.012(2) -0.0019(16) -0.0033(16) 0.0052(17) C25 0.027(2) 0.034(3) 0.015(2) -0.0061(18) 0.0032(18) 0.011(2) C26 0.0125(18) 0.028(2) 0.018(2) -0.0023(17) -0.0021(16) 0.0080(17) C27 0.0156(18) 0.014(2) 0.0100(19) -0.0022(15) -0.0039(15) 0.0005(15) C28 0.0143(18) 0.0105(19) 0.0138(19) -0.0003(15) 0.0015(15) 0.0010(15) N29 0.0102(15) 0.0251(19) 0.0092(16) -0.0056(14) -0.0042(12) 0.0061(13) C30 0.0103(17) 0.015(2) 0.016(2) -0.0009(16) 0.0000(15) 0.0002(15) O31 0.0193(14) 0.0216(16) 0.0178(15) -0.0018(12) -0.0020(12) 0.0084(12) N32 0.0156(16) 0.0219(19) 0.0162(18) -0.0005(14) -0.0070(14) 0.0092(14) C33 0.021(2) 0.018(2) 0.018(2) 0.0049(17) -0.0040(17) 0.0044(17) C34 0.020(2) 0.025(2) 0.018(2) 0.0082(18) -0.0065(17) 0.0080(18) N35 0.0247(19) 0.023(2) 0.0176(18) 0.0019(15) -0.0062(15) 0.0141(15) C36 0.0124(18) 0.019(2) 0.020(2) 0.0055(17) 0.0012(16) 0.0025(16) O37 0.0169(14) 0.0165(15) 0.0239(16) -0.0008(12) -0.0035(12) 0.0077(12) N38 0.0175(16) 0.0141(17) 0.0138(17) -0.0022(13) -0.0039(13) 0.0081(13) C39 0.0068(16) 0.016(2) 0.014(2) 0.0014(15) 0.0029(15) 0.0033(15) C40 0.0162(19) 0.0120(19) 0.014(2) -0.0001(15) -0.0010(16) 0.0037(15) N41 0.0117(15) 0.0144(17) 0.0105(16) 0.0020(13) -0.0019(13) 0.0029(13) C42 0.0140(18) 0.018(2) 0.0107(19) 0.0025(15) -0.0025(15) -0.0003(15) C43 0.019(2) 0.016(2) 0.019(2) -0.0019(16) -0.0007(17) -0.0004(16) C44 0.021(2) 0.0095(19) 0.022(2) 0.0000(16) 0.0008(17) 0.0047(16) O45 0.0154(13) 0.0187(15) 0.0134(14) -0.0009(11) -0.0007(11) -0.0037(11) O46 0.0147(13) 0.0150(14) 0.0100(13) 0.0015(10) -0.0038(10) -0.0027(11) S47 0.0160(5) 0.0153(5) 0.0094(5) 0.0009(4) 0.0016(4) -0.0012(4) O48 0.0363(18) 0.041(2) 0.0210(17) -0.0124(14) 0.0076(14) -0.0224(15) O49 0.0178(15) 0.0357(19) 0.0248(17) -0.0067(14) 0.0031(13) -0.0019(13) O50 0.0298(16) 0.0199(16) 0.0132(14) -0.0001(12) 0.0032(12) -0.0023(13) O51 0.0451(19) 0.0306(19) 0.0211(17) 0.0077(14) 0.0060(15) 0.0173(15) O52 0.064(3) 0.041(2) 0.030(2) -0.0055(16) 0.0014(18) -0.0198(19) C53 0.059(4) 0.039(3) 0.019(2) 0.005(2) 0.003(2) 0.006(3) C54 0.039(3) 0.034(3) 0.032(3) -0.001(2) 0.003(2) -0.001(2) C55 0.052(3) 0.039(3) 0.033(3) -0.004(2) 0.007(3) 0.008(3) C56 0.046(3) 0.061(4) 0.028(3) -0.010(3) 0.004(2) -0.003(3) O57 0.0344(18) 0.043(2) 0.0269(18) 0.0091(15) -0.0047(15) 0.0045(16) C58 0.040(3) 0.028(3) 0.034(3) 0.000(2) -0.001(2) -0.005(2) C59 0.034(3) 0.041(3) 0.029(3) 0.002(2) 0.003(2) 0.011(2) C60 0.045(3) 0.041(3) 0.037(3) 0.014(2) 0.010(2) 0.005(2) C61 0.039(3) 0.044(3) 0.027(3) 0.006(2) 0.002(2) -0.017(2) O62 0.0226(15) 0.0207(16) 0.0184(15) -0.0042(12) 0.0001(12) -0.0019(12) O63 0.0290(16) 0.0179(15) 0.0178(15) -0.0077(12) -0.0014(13) -0.0014(12) _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 Zn1 O46 2.101(3) . ? Zn1 O45 2.107(3) . ? Zn1 N41 2.169(3) 2_757 ? Zn1 N19 2.174(3) 2_546 ? Zn1 N23 2.221(3) . ? Zn1 N1 2.231(3) . ? N1 C6 1.334(5) . ? N1 C2 1.337(5) . ? C2 C3 1.384(6) . ? C2 H2 0.9300 . ? C3 C4 1.380(6) . ? C3 H3 0.9300 . ? C4 C5 1.400(5) . ? C4 H4 0.9300 . ? C5 C6 1.391(5) . ? C5 N7 1.403(5) . ? C6 H6 0.9300 . ? N7 C8 1.371(5) . ? N7 H7 0.8600 . ? C8 O9 1.230(5) . ? C8 N10 1.343(5) . ? N10 C11 1.459(5) . ? N10 H10 0.8600 . ? C11 C12 1.493(6) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N13 1.453(5) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? N13 C14 1.332(5) . ? N13 H13 0.8600 . ? C14 O15 1.238(5) . ? C14 N16 1.371(5) . ? N16 C17 1.397(5) . ? N16 H16 0.8600 . ? C17 C18 1.383(5) . ? C17 C22 1.399(5) . ? C18 N19 1.334(5) . ? C18 H18 0.9300 . ? N19 C20 1.347(5) . ? N19 Zn1 2.174(3) 2_556 ? C20 C21 1.385(5) . ? C20 H20 0.9300 . ? C21 C22 1.372(5) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? N23 C24 1.340(5) . ? N23 C28 1.351(5) . ? C24 C25 1.386(6) . ? C24 H24 0.9300 . ? C25 C26 1.386(6) . ? C25 H25 0.9300 . ? C26 C27 1.394(5) . ? C26 H26 0.9300 . ? C27 C28 1.385(5) . ? C27 N29 1.402(5) . ? C28 H28 0.9300 . ? N29 C30 1.374(5) . ? N29 H29 0.8600 . ? C30 O31 1.235(4) . ? C30 N32 1.352(5) . ? N32 C33 1.447(5) . ? N32 H32 0.8600 . ? C33 C34 1.514(6) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 N35 1.453(5) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? N35 C36 1.340(5) . ? N35 H35 0.8600 . ? C36 O37 1.239(5) . ? C36 N38 1.375(5) . ? N38 C39 1.391(5) . ? N38 H38 0.8600 . ? C39 C40 1.387(5) . ? C39 C44 1.400(5) . ? C40 N41 1.332(5) . ? C40 H40 0.9300 . ? N41 C42 1.344(5) . ? N41 Zn1 2.169(3) 2_747 ? C42 C43 1.377(5) . ? C42 H42 0.9300 . ? C43 C44 1.384(5) . ? C43 H43 0.9300 . ? C44 H44 0.9300 . ? S47 O48 1.468(3) 1 ? S47 O48 1.468(3) . ? S47 O51 1.469(3) . ? S47 O50 1.476(3) . ? S47 O49 1.476(3) . ? S47 O49 1.476(3) 1 ? O52 C56 1.426(6) . ? O52 C53 1.428(6) . ? C53 C54 1.538(7) . ? C53 H53A 0.9700 . ? C53 H53B 0.9700 . ? C54 C55 1.555(7) . ? C54 H54A 0.9700 . ? C54 H54B 0.9700 . ? C55 C56 1.463(7) . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? C56 H56A 0.9700 . ? C56 H56B 0.9700 . ? O57 C58 1.426(6) . ? O57 C61 1.441(6) . ? C58 C59 1.499(6) . ? C58 H58A 0.9700 . ? C58 H58B 0.9700 . ? C59 C60 1.525(7) . ? C59 H59A 0.9700 . ? C59 H59B 0.9700 . ? C60 C61 1.519(7) . ? C60 H60A 0.9700 . ? C60 H60B 0.9700 . ? C61 H61A 0.9700 . ? C61 H61B 0.9700 . ? 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 O46 Zn1 O45 179.39(10) . . ? O46 Zn1 N41 90.79(11) . 2_757 ? O45 Zn1 N41 89.80(11) . 2_757 ? O46 Zn1 N19 87.40(11) . 2_546 ? O45 Zn1 N19 92.02(11) . 2_546 ? N41 Zn1 N19 178.17(11) 2_757 2_546 ? O46 Zn1 N23 87.73(10) . . ? O45 Zn1 N23 92.43(11) . . ? N41 Zn1 N23 91.11(11) 2_757 . ? N19 Zn1 N23 89.09(11) 2_546 . ? O46 Zn1 N1 91.23(10) . . ? O45 Zn1 N1 88.61(11) . . ? N41 Zn1 N1 88.26(11) 2_757 . ? N19 Zn1 N1 91.51(11) 2_546 . ? N23 Zn1 N1 178.78(11) . . ? C6 N1 C2 116.8(3) . . ? C6 N1 Zn1 123.5(2) . . ? C2 N1 Zn1 119.6(2) . . ? N1 C2 C3 122.9(4) . . ? N1 C2 H2 118.6 . . ? C3 C2 H2 118.6 . . ? C4 C3 C2 120.5(4) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C3 C4 C5 117.1(4) . . ? C3 C4 H4 121.4 . . ? C5 C4 H4 121.4 . . ? C6 C5 C4 118.4(3) . . ? C6 C5 N7 118.1(3) . . ? C4 C5 N7 123.4(3) . . ? N1 C6 C5 124.2(3) . . ? N1 C6 H6 117.9 . . ? C5 C6 H6 117.9 . . ? C8 N7 C5 124.6(3) . . ? C8 N7 H7 117.7 . . ? C5 N7 H7 117.7 . . ? O9 C8 N10 122.6(4) . . ? O9 C8 N7 123.0(4) . . ? N10 C8 N7 114.4(3) . . ? C8 N10 C11 118.3(3) . . ? C8 N10 H10 120.8 . . ? C11 N10 H10 120.8 . . ? N10 C11 C12 112.5(3) . . ? N10 C11 H11A 109.1 . . ? C12 C11 H11A 109.1 . . ? N10 C11 H11B 109.1 . . ? C12 C11 H11B 109.1 . . ? H11A C11 H11B 107.8 . . ? N13 C12 C11 106.4(3) . . ? N13 C12 H12A 110.4 . . ? C11 C12 H12A 110.4 . . ? N13 C12 H12B 110.4 . . ? C11 C12 H12B 110.4 . . ? H12A C12 H12B 108.6 . . ? C14 N13 C12 123.5(3) . . ? C14 N13 H13 118.3 . . ? C12 N13 H13 118.3 . . ? O15 C14 N13 124.2(4) . . ? O15 C14 N16 122.6(4) . . ? N13 C14 N16 113.2(3) . . ? C14 N16 C17 126.6(3) . . ? C14 N16 H16 116.7 . . ? C17 N16 H16 116.7 . . ? C18 C17 N16 116.3(3) . . ? C18 C17 C22 117.6(3) . . ? N16 C17 C22 126.1(3) . . ? N19 C18 C17 124.8(3) . . ? N19 C18 H18 117.6 . . ? C17 C18 H18 117.6 . . ? C18 N19 C20 116.8(3) . . ? C18 N19 Zn1 120.4(2) . 2_556 ? C20 N19 Zn1 122.6(2) . 2_556 ? N19 C20 C21 122.4(3) . . ? N19 C20 H20 118.8 . . ? C21 C20 H20 118.8 . . ? C22 C21 C20 120.1(4) . . ? C22 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C21 C22 C17 118.3(3) . . ? C21 C22 H22 120.8 . . ? C17 C22 H22 120.8 . . ? C24 N23 C28 117.1(3) . . ? C24 N23 Zn1 121.4(2) . . ? C28 N23 Zn1 121.4(2) . . ? N23 C24 C25 122.7(4) . . ? N23 C24 H24 118.7 . . ? C25 C24 H24 118.7 . . ? C26 C25 C24 120.2(4) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C25 C26 C27 117.6(4) . . ? C25 C26 H26 121.2 . . ? C27 C26 H26 121.2 . . ? C28 C27 C26 118.7(3) . . ? C28 C27 N29 116.5(3) . . ? C26 C27 N29 124.7(3) . . ? N23 C28 C27 123.6(3) . . ? N23 C28 H28 118.2 . . ? C27 C28 H28 118.2 . . ? C30 N29 C27 126.5(3) . . ? C30 N29 H29 116.8 . . ? C27 N29 H29 116.8 . . ? O31 C30 N32 123.7(3) . . ? O31 C30 N29 122.6(3) . . ? N32 C30 N29 113.7(3) . . ? C30 N32 C33 122.6(3) . . ? C30 N32 H32 118.7 . . ? C33 N32 H32 118.7 . . ? N32 C33 C34 112.8(3) . . ? N32 C33 H33A 109.0 . . ? C34 C33 H33A 109.0 . . ? N32 C33 H33B 109.0 . . ? C34 C33 H33B 109.0 . . ? H33A C33 H33B 107.8 . . ? N35 C34 C33 109.5(3) . . ? N35 C34 H34A 109.8 . . ? C33 C34 H34A 109.8 . . ? N35 C34 H34B 109.8 . . ? C33 C34 H34B 109.8 . . ? H34A C34 H34B 108.2 . . ? C36 N35 C34 125.3(4) . . ? C36 N35 H35 117.3 . . ? C34 N35 H35 117.3 . . ? O37 C36 N35 124.8(4) . . ? O37 C36 N38 121.9(4) . . ? N35 C36 N38 113.3(4) . . ? C36 N38 C39 127.7(3) . . ? C36 N38 H38 116.1 . . ? C39 N38 H38 116.1 . . ? C40 C39 N38 116.1(3) . . ? C40 C39 C44 117.4(3) . . ? N38 C39 C44 126.5(3) . . ? N41 C40 C39 124.8(4) . . ? N41 C40 H40 117.6 . . ? C39 C40 H40 117.6 . . ? C40 N41 C42 117.6(3) . . ? C40 N41 Zn1 118.7(3) . 2_747 ? C42 N41 Zn1 123.5(2) . 2_747 ? N41 C42 C43 121.3(4) . . ? N41 C42 H42 119.3 . . ? C43 C42 H42 119.3 . . ? C42 C43 C44 121.4(4) . . ? C42 C43 H43 119.3 . . ? C44 C43 H43 119.3 . . ? C43 C44 C39 117.4(4) . . ? C43 C44 H44 121.3 . . ? C39 C44 H44 121.3 . . ? O48 S47 O51 108.9(2) 1 . ? O48 S47 O51 108.9(2) . . ? O48 S47 O50 110.57(17) 1 . ? O48 S47 O50 110.57(17) . . ? O51 S47 O50 109.21(17) . . ? O48 S47 O49 109.15(18) 1 . ? O48 S47 O49 109.15(18) . . ? O51 S47 O49 109.36(18) . . ? O50 S47 O49 109.64(17) . . ? O48 S47 O49 109.15(18) 1 1 ? O48 S47 O49 109.15(18) . 1 ? O51 S47 O49 109.36(18) . 1 ? O50 S47 O49 109.64(17) . 1 ? C56 O52 C53 106.1(4) . . ? O52 C53 C54 106.1(4) . . ? O52 C53 H53A 110.5 . . ? C54 C53 H53A 110.5 . . ? O52 C53 H53B 110.5 . . ? C54 C53 H53B 110.5 . . ? H53A C53 H53B 108.7 . . ? C53 C54 C55 102.6(4) . . ? C53 C54 H54A 111.2 . . ? C55 C54 H54A 111.2 . . ? C53 C54 H54B 111.2 . . ? C55 C54 H54B 111.2 . . ? H54A C54 H54B 109.2 . . ? C56 C55 C54 101.2(4) . . ? C56 C55 H55A 111.5 . . ? C54 C55 H55A 111.5 . . ? C56 C55 H55B 111.5 . . ? C54 C55 H55B 111.5 . . ? H55A C55 H55B 109.4 . . ? O52 C56 C55 104.0(4) . . ? O52 C56 H56A 111.0 . . ? C55 C56 H56A 111.0 . . ? O52 C56 H56B 111.0 . . ? C55 C56 H56B 111.0 . . ? H56A C56 H56B 109.0 . . ? C58 O57 C61 109.1(3) . . ? O57 C58 C59 107.4(4) . . ? O57 C58 H58A 110.2 . . ? C59 C58 H58A 110.2 . . ? O57 C58 H58B 110.2 . . ? C59 C58 H58B 110.2 . . ? H58A C58 H58B 108.5 . . ? C58 C59 C60 101.7(4) . . ? C58 C59 H59A 111.4 . . ? C60 C59 H59A 111.4 . . ? C58 C59 H59B 111.4 . . ? C60 C59 H59B 111.4 . . ? H59A C59 H59B 109.3 . . ? C61 C60 C59 101.6(4) . . ? C61 C60 H60A 111.4 . . ? C59 C60 H60A 111.4 . . ? C61 C60 H60B 111.4 . . ? C59 C60 H60B 111.4 . . ? H60A C60 H60B 109.3 . . ? O57 C61 C60 105.4(4) . . ? O57 C61 H61A 110.7 . . ? C60 C61 H61A 110.7 . . ? O57 C61 H61B 110.7 . . ? C60 C61 H61B 110.7 . . ? H61A C61 H61B 108.8 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N38 H38 O50 0.86 2.10 2.938(4) 164.8 3_757 N35 H35 O51 0.86 2.03 2.856(5) 161.2 3_757 N32 H32 O48 0.86 2.01 2.832(4) 159.4 4_666 N29 H29 O50 0.86 2.03 2.872(4) 167.7 4_666 N16 H16 O51 0.86 2.12 2.919(4) 154.6 2_556 N13 H13 O51 0.86 2.08 2.886(5) 155.5 2_556 N10 H10 O49 0.86 2.19 2.950(5) 147.3 1 N7 H7 O48 0.86 2.05 2.864(4) 157.9 1 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.141 _refine_diff_density_min -0.589 _refine_diff_density_rms 0.122 # Attachment 'COMP_4_an362q1m_FINACIF_R3.cif' data_an362q1m _database_code_depnum_ccdc_archive 'CCDC 679364' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H52 N12 O14 S Zn' _chemical_formula_weight 950.31 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' 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 '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' _symmetry_cell_setting MONOCLINIC _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.1959(16) _cell_length_b 13.9981(17) _cell_length_c 23.607(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.712(2) _cell_angle_gamma 90.00 _cell_volume 4345.9(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description PLATE _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.452 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1992 _exptl_absorpt_coefficient_mu 0.691 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.7555 _exptl_absorpt_correction_T_max 0.9729 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'BRUKER CCD AREA DETECTOR' _diffrn_measurement_method 'PHI-OMEGA SCAN' _diffrn_detector_area_resol_mean 3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25460 _diffrn_reflns_av_R_equivalents 0.0632 _diffrn_reflns_av_sigmaI/netI 0.0915 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 28.32 _reflns_number_total 9920 _reflns_number_gt 6792 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER AXS SMART 3' _computing_cell_refinement 'BRUKER AXS SMART 3' _computing_data_reduction 'BRUKER AXS SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'BRUKER SHELXLTL' _computing_publication_material 'MERCURY 1.4.1' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ 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/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9920 _refine_ls_number_parameters 559 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1297 _refine_ls_R_factor_gt 0.0880 _refine_ls_wR_factor_ref 0.2359 _refine_ls_wR_factor_gt 0.2163 _refine_ls_goodness_of_fit_ref 1.310 _refine_ls_restrained_S_all 1.310 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 Zn1 Zn 0.75929(4) 0.25170(4) 0.99647(2) 0.01220(17) Uani 1 1 d . . . N1 N 0.6082(3) 0.3194(3) 0.97770(17) 0.0166(9) Uani 1 1 d . . . C2 C 0.5612(4) 0.3566(4) 1.0211(2) 0.0311(14) Uani 1 1 d . . . H2 H 0.5964 0.3601 1.0569 0.037 Uiso 1 1 calc R . . C3 C 0.4627(4) 0.3896(5) 1.0142(3) 0.0430(17) Uani 1 1 d . . . H3 H 0.4326 0.4151 1.0451 0.052 Uiso 1 1 calc R . . C4 C 0.4083(4) 0.3850(4) 0.9617(2) 0.0311(14) Uani 1 1 d . . . H4 H 0.3412 0.4059 0.9568 0.037 Uiso 1 1 calc R . . C5 C 0.4569(4) 0.3484(3) 0.9169(2) 0.0190(11) Uani 1 1 d . . . C6 C 0.5576(3) 0.3175(3) 0.9273(2) 0.0156(10) Uani 1 1 d . . . H6 H 0.5906 0.2942 0.8968 0.019 Uiso 1 1 calc R . . N7 N 0.4121(3) 0.3365(3) 0.86141(19) 0.0276(11) Uani 1 1 d . . . H7 H 0.4418 0.2992 0.8390 0.033 Uiso 1 1 calc R . . C8 C 0.3238(5) 0.3805(5) 0.8406(3) 0.0414(16) Uani 1 1 d . . . O9 O 0.2823(3) 0.4452(3) 0.86564(17) 0.0459(12) Uani 1 1 d . . . N10 N 0.3018(7) 0.3646(7) 0.7865(4) 0.023(2) Uiso 0.47 1 d P . . N10' N 0.2745(8) 0.3272(7) 0.7923(4) 0.038(3) Uiso 0.53 1 d P . . C11 C 0.2031(9) 0.4079(9) 0.7613(5) 0.028(3) Uiso 0.51 1 d P . . C11' C 0.1775(12) 0.3625(12) 0.7610(7) 0.058(4) Uiso 0.49 1 d P . . C12 C 0.1896(5) 0.3817(6) 0.7021(3) 0.062(2) Uani 1 1 d . . . N13 N 0.1047(4) 0.4417(4) 0.6793(2) 0.0447(15) Uani 1 1 d . . . H13 H 0.0907 0.4922 0.6979 0.054 Uiso 1 1 calc R . . C14 C 0.0489(4) 0.4224(4) 0.6318(2) 0.0262(13) Uani 1 1 d . . . O15 O 0.0626(3) 0.3526(2) 0.60110(17) 0.0288(9) Uani 1 1 d . . . N16 N -0.0278(3) 0.4872(3) 0.61902(18) 0.0236(10) Uani 1 1 d . . . H16 H -0.0402 0.5261 0.6458 0.028 Uiso 1 1 calc R . . C17 C -0.0876(3) 0.4978(3) 0.5686(2) 0.0163(10) Uani 1 1 d . . . C18 C -0.1343(3) 0.5857(3) 0.5597(2) 0.0153(10) Uani 1 1 d . . . H18 H -0.1220 0.6322 0.5875 0.018 Uiso 1 1 calc R . . N19 N -0.1962(3) 0.6083(3) 0.51364(17) 0.0139(8) Uani 1 1 d . . . C20 C -0.2119(3) 0.5413(3) 0.4730(2) 0.0143(10) Uani 1 1 d . . . H20 H -0.2547 0.5547 0.4408 0.017 Uiso 1 1 calc R . . C21 C -0.1655(4) 0.4527(3) 0.4783(2) 0.0206(11) Uani 1 1 d . . . H21 H -0.1771 0.4080 0.4493 0.025 Uiso 1 1 calc R . . C22 C -0.1035(4) 0.4298(3) 0.5250(2) 0.0184(11) Uani 1 1 d . . . H22 H -0.0721 0.3703 0.5282 0.022 Uiso 1 1 calc R . . N23 N 0.9093(3) 0.1846(2) 1.01765(17) 0.0142(8) Uani 1 1 d . . . C24 C 0.9651(4) 0.1494(4) 0.9774(2) 0.0215(11) Uani 1 1 d . . . H24 H 0.9383 0.1507 0.9397 0.026 Uiso 1 1 calc R . . C25 C 1.0609(4) 0.1115(4) 0.9901(2) 0.0301(13) Uani 1 1 d . . . H25 H 1.0963 0.0858 0.9612 0.036 Uiso 1 1 calc R . . C26 C 1.1042(4) 0.1115(4) 1.0452(2) 0.0285(13) Uani 1 1 d . . . H26 H 1.1693 0.0874 1.0539 0.034 Uiso 1 1 calc R . . C27 C 1.0483(4) 0.1484(3) 1.0876(2) 0.0175(10) Uani 1 1 d . . . C28 C 0.9507(3) 0.1817(3) 1.0713(2) 0.0158(10) Uani 1 1 d . . . H28 H 0.9116 0.2035 1.0997 0.019 Uiso 1 1 calc R . . N29 N 1.0822(3) 0.1582(3) 1.14448(18) 0.0255(10) Uani 1 1 d . . . H29 H 1.0521 0.2006 1.1634 0.031 Uiso 1 1 calc R . . C30 C 1.1591(4) 0.1074(3) 1.1739(2) 0.0218(11) Uani 1 1 d . . . O31 O 1.2080(3) 0.0453(2) 1.15108(15) 0.0270(9) Uani 1 1 d . . . N32 N 1.1743(3) 0.1332(3) 1.22896(18) 0.0249(10) Uani 1 1 d . . . H32 H 1.1390 0.1791 1.2415 0.030 Uiso 1 1 calc R . . C33 C 1.2487(4) 0.0852(3) 1.2675(2) 0.0212(11) Uani 1 1 d . . . H33A H 1.2517 0.0184 1.2569 0.025 Uiso 1 1 calc R . . H33B H 1.2267 0.0882 1.3057 0.025 Uiso 1 1 calc R . . C34 C 1.3554(4) 0.1281(3) 1.2680(2) 0.0192(11) Uani 1 1 d . . . H34A H 1.3737 0.1353 1.2292 0.023 Uiso 1 1 calc R . . H34B H 1.3561 0.1908 1.2854 0.023 Uiso 1 1 calc R . . N35 N 1.4288(3) 0.0671(3) 1.29926(17) 0.0187(9) Uani 1 1 d . . . H35 H 1.4502 0.0177 1.2821 0.022 Uiso 1 1 calc R . . C36 C 1.4656(3) 0.0822(3) 1.3529(2) 0.0143(10) Uani 1 1 d . . . O37 O 1.4523(2) 0.1563(2) 1.38080(14) 0.0181(7) Uani 1 1 d . . . N38 N 1.5228(3) 0.0071(3) 1.37586(16) 0.0159(9) Uani 1 1 d . . . H38 H 1.5245 -0.0428 1.3547 0.019 Uiso 1 1 calc R . . C39 C 1.5776(3) 0.0012(3) 1.4281(2) 0.0135(10) Uani 1 1 d . . . C40 C 1.6206(3) -0.0877(3) 1.4426(2) 0.0144(10) Uani 1 1 d . . . H40 H 1.6086 -0.1374 1.4168 0.017 Uiso 1 1 calc R . . N41 N 1.6769(3) -0.1069(3) 1.49027(16) 0.0131(8) Uani 1 1 d . . . C42 C 1.6936(3) -0.0348(3) 1.5276(2) 0.0163(10) Uani 1 1 d . . . H42 H 1.7330 -0.0458 1.5615 0.020 Uiso 1 1 calc R . . C43 C 1.6537(4) 0.0553(3) 1.5169(2) 0.0179(11) Uani 1 1 d . . . H43 H 1.6667 0.1034 1.5436 0.022 Uiso 1 1 calc R . . C44 C 1.5957(3) 0.0750(3) 1.4678(2) 0.0149(10) Uani 1 1 d . . . H44 H 1.5690 0.1357 1.4608 0.018 Uiso 1 1 calc R . . O45 O 0.7826(2) 0.2606(2) 0.90894(14) 0.0162(7) Uani 1 1 d . . . O46 O 0.7323(2) 0.2405(2) 1.08376(14) 0.0166(7) Uani 1 1 d . . . S47 S 0.48261(9) 0.16930(9) 0.74986(5) 0.0189(3) Uani 1 1 d . . . O48 O 0.5193(3) 0.2597(3) 0.77533(17) 0.0324(10) Uani 1 1 d . . . O49 O 0.3748(3) 0.1557(3) 0.76086(16) 0.0354(10) Uani 1 1 d . . . O50 O 0.4934(3) 0.1695(2) 0.68871(14) 0.0235(8) Uani 1 1 d . . . O51 O 0.5439(3) 0.0902(3) 0.77636(16) 0.0366(10) Uani 1 1 d . . . O60 O 0.7444(3) 0.1397(2) 0.82115(14) 0.0248(8) Uani 1 1 d . . . C57 C 0.0986(6) 0.0676(6) 0.8270(3) 0.069(3) Uani 1 1 d . . . C58 C 0.0435(7) 0.0162(7) 0.7730(4) 0.099(3) Uani 1 1 d . . . H58A H 0.0648 0.0450 0.7391 0.148 Uiso 1 1 calc R . . H58B H -0.0288 0.0228 0.7737 0.148 Uiso 1 1 calc R . . H58C H 0.0610 -0.0504 0.7737 0.148 Uiso 1 1 calc R . . C59 C 0.1204(11) 0.1753(10) 0.8225(6) 0.080(4) Uiso 0.67 1 d P . . C59' C 0.0453(18) 0.1594(16) 0.8299(10) 0.053(6) Uiso 0.33 1 d P . . O56 O 0.1402(5) 0.0205(4) 0.8638(2) 0.084(2) Uani 1 1 d . . . O52 O 0.1325(4) 0.9688(3) 0.36466(18) 0.0489(12) Uani 1 1 d . . . C53 C 0.1384(5) 0.8893(4) 0.3467(2) 0.0369(15) Uani 1 1 d . . . C54 C 0.2390(6) 0.8459(5) 0.3358(3) 0.060(2) Uani 1 1 d . . . H54A H 0.2921 0.8917 0.3446 0.089 Uiso 1 1 calc R . . H54B H 0.2384 0.8278 0.2966 0.089 Uiso 1 1 calc R . . H54C H 0.2509 0.7905 0.3593 0.089 Uiso 1 1 calc R . . C55 C 0.0463(6) 0.8245(5) 0.3371(3) 0.060(2) Uani 1 1 d . . . H55A H 0.0530 0.7717 0.3631 0.090 Uiso 1 1 calc R . . H55B H 0.0417 0.8009 0.2988 0.090 Uiso 1 1 calc R . . H55C H -0.0141 0.8599 0.3433 0.090 Uiso 1 1 calc R . . O61 O 0.2652(3) 0.6310(3) 0.83251(15) 0.0276(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0126(3) 0.0106(3) 0.0129(3) -0.0027(2) -0.0016(2) -0.0027(2) N1 0.019(2) 0.011(2) 0.020(2) -0.0020(16) 0.0019(18) -0.0024(16) C2 0.032(3) 0.046(4) 0.015(3) -0.009(2) -0.004(2) 0.015(3) C3 0.035(4) 0.067(5) 0.028(4) -0.010(3) 0.008(3) 0.026(3) C4 0.027(3) 0.048(4) 0.018(3) -0.003(3) -0.001(2) 0.024(3) C5 0.022(3) 0.018(3) 0.017(3) 0.002(2) 0.001(2) 0.005(2) C6 0.012(2) 0.014(2) 0.021(3) -0.002(2) 0.002(2) 0.0012(18) N7 0.030(3) 0.032(3) 0.019(2) -0.0077(19) -0.011(2) 0.017(2) C8 0.048(4) 0.049(4) 0.026(3) 0.003(3) -0.005(3) 0.034(3) O9 0.055(3) 0.054(3) 0.028(2) 0.000(2) 0.001(2) 0.041(2) C12 0.066(5) 0.092(6) 0.026(4) 0.013(4) -0.010(3) 0.067(4) N13 0.052(3) 0.057(4) 0.024(3) 0.006(2) -0.008(3) 0.039(3) C14 0.020(3) 0.028(3) 0.031(3) 0.017(2) 0.008(2) 0.011(2) O15 0.027(2) 0.0184(19) 0.043(2) 0.0095(17) 0.0130(18) 0.0141(16) N16 0.024(2) 0.023(2) 0.024(3) 0.0027(19) 0.0035(19) 0.0175(18) C17 0.011(2) 0.014(2) 0.024(3) 0.006(2) 0.006(2) 0.0043(18) C18 0.016(2) 0.012(2) 0.018(3) 0.0005(19) 0.003(2) 0.0046(18) N19 0.0101(19) 0.011(2) 0.021(2) -0.0009(16) 0.0051(17) 0.0033(15) C20 0.012(2) 0.017(2) 0.014(2) 0.0013(19) -0.0022(19) 0.0010(18) C21 0.022(3) 0.013(2) 0.028(3) -0.001(2) 0.009(2) 0.001(2) C22 0.019(3) 0.008(2) 0.030(3) 0.003(2) 0.008(2) 0.0033(19) N23 0.0139(19) 0.0082(19) 0.020(2) -0.0016(16) -0.0028(17) 0.0006(15) C24 0.023(3) 0.026(3) 0.016(3) 0.002(2) -0.002(2) 0.005(2) C25 0.036(3) 0.037(3) 0.018(3) -0.002(2) 0.006(2) 0.018(3) C26 0.014(3) 0.042(3) 0.030(3) -0.004(3) -0.002(2) 0.014(2) C27 0.018(3) 0.016(2) 0.017(3) -0.003(2) -0.004(2) 0.0029(19) C28 0.013(2) 0.011(2) 0.023(3) 0.000(2) 0.000(2) 0.0007(18) N29 0.021(2) 0.032(3) 0.021(2) -0.013(2) -0.0094(19) 0.0119(19) C30 0.016(3) 0.019(3) 0.029(3) 0.000(2) -0.005(2) 0.006(2) O31 0.028(2) 0.026(2) 0.025(2) -0.0043(16) -0.0033(17) 0.0138(16) N32 0.019(2) 0.031(3) 0.023(3) -0.008(2) -0.0077(19) 0.0145(19) C33 0.022(3) 0.017(3) 0.023(3) -0.001(2) -0.006(2) 0.005(2) C34 0.020(3) 0.018(3) 0.018(3) 0.006(2) -0.003(2) 0.007(2) N35 0.022(2) 0.019(2) 0.014(2) 0.0006(17) -0.0053(17) 0.0127(17) C36 0.007(2) 0.014(2) 0.021(3) 0.007(2) -0.0006(19) 0.0026(18) O37 0.0169(17) 0.0153(17) 0.022(2) -0.0007(14) -0.0003(14) 0.0067(14) N38 0.022(2) 0.0107(19) 0.015(2) -0.0009(16) -0.0010(17) 0.0078(16) C39 0.010(2) 0.015(2) 0.015(3) 0.0028(19) 0.0004(19) -0.0003(18) C40 0.015(2) 0.011(2) 0.017(3) -0.0027(18) 0.001(2) 0.0008(18) N41 0.014(2) 0.0101(19) 0.015(2) 0.0015(15) 0.0002(16) 0.0007(15) C42 0.015(2) 0.017(2) 0.017(3) -0.001(2) 0.000(2) -0.0026(19) C43 0.020(3) 0.012(2) 0.021(3) -0.0017(19) -0.002(2) -0.0039(19) C44 0.020(2) 0.009(2) 0.016(3) 0.0010(18) 0.000(2) 0.0031(18) O45 0.0205(17) 0.0129(17) 0.0151(18) -0.0016(13) 0.0011(14) -0.0027(13) O46 0.0161(17) 0.0161(17) 0.0176(18) -0.0017(14) 0.0012(14) -0.0023(13) S47 0.0239(7) 0.0164(6) 0.0158(7) -0.0022(5) -0.0018(5) -0.0032(5) O48 0.040(2) 0.027(2) 0.031(2) -0.0149(17) 0.0079(18) -0.0185(17) O49 0.031(2) 0.045(3) 0.029(2) -0.0057(18) -0.0014(18) -0.0149(18) O50 0.035(2) 0.0209(19) 0.0145(19) -0.0019(14) -0.0007(16) -0.0032(15) O51 0.056(3) 0.032(2) 0.020(2) 0.0014(17) -0.008(2) 0.0167(19) O60 0.041(2) 0.0205(19) 0.0128(19) -0.0055(14) -0.0007(16) -0.0055(16) C57 0.083(6) 0.089(6) 0.038(5) 0.026(4) 0.020(4) 0.050(5) C58 0.111(8) 0.092(8) 0.086(8) 0.035(6) -0.027(6) -0.017(6) O56 0.122(5) 0.096(5) 0.032(3) 0.017(3) 0.003(3) 0.055(4) O52 0.066(3) 0.049(3) 0.034(3) -0.004(2) 0.016(2) -0.017(2) C53 0.057(4) 0.032(3) 0.022(3) -0.003(3) 0.011(3) -0.011(3) C54 0.078(6) 0.057(5) 0.045(5) -0.006(4) 0.012(4) 0.016(4) C55 0.069(5) 0.070(5) 0.040(4) -0.004(4) -0.004(4) -0.030(4) O61 0.0224(19) 0.035(2) 0.025(2) -0.0131(17) -0.0010(16) -0.0032(16) _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 Zn1 O45 2.118(3) . ? Zn1 O46 2.126(3) . ? Zn1 N41 2.163(4) 2_757 ? Zn1 N19 2.179(4) 2_546 ? Zn1 N23 2.211(4) . ? Zn1 N1 2.219(4) . ? N1 C6 1.316(6) . ? N1 C2 1.345(6) . ? C2 C3 1.377(7) . ? C2 H2 0.9300 . ? C3 C4 1.381(8) . ? C3 H3 0.9300 . ? C4 C5 1.381(7) . ? C4 H4 0.9300 . ? C5 C6 1.399(6) . ? C5 N7 1.402(6) . ? C6 H6 0.9300 . ? N7 C8 1.373(7) . ? N7 H7 0.8600 . ? C8 O9 1.233(7) . ? C8 N10 1.306(11) . ? C8 N10' 1.468(12) . ? N10 N10' 0.656(12) . ? N10 C11 1.513(14) . ? N10 C11' 1.701(19) . ? N10' C11' 1.508(18) . ? N10' C11 1.608(15) . ? C11 C11' 0.719(17) . ? C11 C12 1.442(13) . ? C11' C12 1.439(17) . ? C12 N13 1.467(7) . ? N13 C14 1.318(7) . ? N13 H13 0.8600 . ? C14 O15 1.239(6) . ? C14 N16 1.375(6) . ? N16 C17 1.381(6) . ? N16 H16 0.8600 . ? C17 C18 1.385(6) . ? C17 C22 1.403(7) . ? C18 N19 1.343(6) . ? C18 H18 0.9300 . ? N19 C20 1.345(6) . ? N19 Zn1 2.179(4) 2_556 ? C20 C21 1.384(6) . ? C20 H20 0.9300 . ? C21 C22 1.357(7) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? N23 C28 1.337(6) . ? N23 C24 1.343(6) . ? C24 C25 1.381(7) . ? C24 H24 0.9300 . ? C25 C26 1.378(7) . ? C25 H25 0.9300 . ? C26 C27 1.390(7) . ? C26 H26 0.9300 . ? C27 N29 1.387(6) . ? C27 C28 1.394(6) . ? C28 H28 0.9300 . ? N29 C30 1.379(6) . ? N29 H29 0.8600 . ? C30 O31 1.233(6) . ? C30 N32 1.347(6) . ? N32 C33 1.448(6) . ? N32 H32 0.8600 . ? C33 C34 1.529(7) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 N35 1.447(6) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? N35 C36 1.336(6) . ? N35 H35 0.8600 . ? C36 O37 1.248(5) . ? C36 N38 1.378(5) . ? N38 C39 1.380(6) . ? N38 H38 0.8600 . ? C39 C40 1.398(6) . ? C39 C44 1.402(6) . ? C40 N41 1.323(6) . ? C40 H40 0.9300 . ? N41 C42 1.347(6) . ? N41 Zn1 2.163(4) 2_747 ? C42 C43 1.381(6) . ? C42 H42 0.9300 . ? C43 C44 1.363(6) . ? C43 H43 0.9300 . ? C44 H44 0.9300 . ? S47 O50 1.462(3) . ? S47 O48 1.466(3) 1 ? S47 O48 1.466(3) . ? S47 O49 1.479(4) . ? S47 O51 1.480(4) . ? C57 O56 1.189(8) . ? C57 C59' 1.47(2) . ? C57 C59 1.539(15) . ? C57 C58 1.587(12) . ? C58 H58A 0.9600 . ? C58 H58B 0.9600 . ? C58 H58C 0.9600 . ? C59 C59' 1.04(2) . ? O52 C53 1.197(7) . ? C53 C54 1.501(9) . ? C53 C55 1.519(8) . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C54 H54C 0.9600 . ? C55 H55A 0.9600 . ? C55 H55B 0.9600 . ? C55 H55C 0.9600 . ? 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 O45 Zn1 O46 178.46(11) . . ? O45 Zn1 N41 90.06(13) . 2_757 ? O46 Zn1 N41 91.22(13) . 2_757 ? O45 Zn1 N19 91.86(13) . 2_546 ? O46 Zn1 N19 86.88(13) . 2_546 ? N41 Zn1 N19 177.94(14) 2_757 2_546 ? O45 Zn1 N23 92.66(14) . . ? O46 Zn1 N23 88.15(14) . . ? N41 Zn1 N23 91.45(14) 2_757 . ? N19 Zn1 N23 87.72(13) 2_546 . ? O45 Zn1 N1 88.88(14) . . ? O46 Zn1 N1 90.31(13) . . ? N41 Zn1 N1 88.34(14) 2_757 . ? N19 Zn1 N1 92.44(14) 2_546 . ? N23 Zn1 N1 178.44(14) . . ? C6 N1 C2 117.8(4) . . ? C6 N1 Zn1 123.5(3) . . ? C2 N1 Zn1 118.4(3) . . ? N1 C2 C3 121.9(5) . . ? N1 C2 H2 119.0 . . ? C3 C2 H2 119.0 . . ? C2 C3 C4 120.5(5) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C5 C4 C3 117.6(5) . . ? C5 C4 H4 121.2 . . ? C3 C4 H4 121.2 . . ? C4 C5 C6 118.4(5) . . ? C4 C5 N7 125.0(5) . . ? C6 C5 N7 116.6(4) . . ? N1 C6 C5 123.8(4) . . ? N1 C6 H6 118.1 . . ? C5 C6 H6 118.1 . . ? C8 N7 C5 124.2(4) . . ? C8 N7 H7 117.9 . . ? C5 N7 H7 117.9 . . ? O9 C8 N10 121.5(6) . . ? O9 C8 N7 123.7(6) . . ? N10 C8 N7 112.8(6) . . ? O9 C8 N10' 124.0(6) . . ? N7 C8 N10' 111.0(6) . . ? C8 N10 C11 115.5(8) . . ? C8 N10 C11' 118.6(9) . . ? C8 N10' C11' 121.2(10) . . ? C8 N10' C11 101.7(8) . . ? C11' C11 C12 75.3(18) . . ? C11' C11 N10 92.2(19) . . ? C12 C11 N10 108.2(8) . . ? C12 C11 N10' 106.5(8) . . ? C11 C11' C12 75.8(18) . . ? C12 C11' N10' 112.2(11) . . ? C12 C11' N10 99.0(10) . . ? C11' C12 N13 108.6(8) . . ? C11 C12 N13 103.9(6) . . ? C14 N13 C12 123.5(5) . . ? C14 N13 H13 118.3 . . ? C12 N13 H13 118.3 . . ? O15 C14 N13 124.2(5) . . ? O15 C14 N16 122.2(5) . . ? N13 C14 N16 113.7(5) . . ? C14 N16 C17 128.2(5) . . ? C14 N16 H16 115.9 . . ? C17 N16 H16 115.9 . . ? N16 C17 C18 116.2(4) . . ? N16 C17 C22 126.8(4) . . ? C18 C17 C22 117.0(5) . . ? N19 C18 C17 124.4(4) . . ? N19 C18 H18 117.8 . . ? C17 C18 H18 117.8 . . ? C18 N19 C20 117.4(4) . . ? C18 N19 Zn1 120.5(3) . 2_556 ? C20 N19 Zn1 122.0(3) . 2_556 ? N19 C20 C21 121.3(4) . . ? N19 C20 H20 119.3 . . ? C21 C20 H20 119.3 . . ? C22 C21 C20 121.1(5) . . ? C22 C21 H21 119.4 . . ? C20 C21 H21 119.4 . . ? C21 C22 C17 118.6(4) . . ? C21 C22 H22 120.7 . . ? C17 C22 H22 120.7 . . ? C28 N23 C24 117.0(4) . . ? C28 N23 Zn1 121.0(3) . . ? C24 N23 Zn1 121.9(3) . . ? N23 C24 C25 122.2(5) . . ? N23 C24 H24 118.9 . . ? C25 C24 H24 118.9 . . ? C26 C25 C24 120.4(5) . . ? C26 C25 H25 119.8 . . ? C24 C25 H25 119.8 . . ? C25 C26 C27 118.4(5) . . ? C25 C26 H26 120.8 . . ? C27 C26 H26 120.8 . . ? N29 C27 C26 125.8(4) . . ? N29 C27 C28 116.9(4) . . ? C26 C27 C28 117.3(5) . . ? N23 C28 C27 124.6(5) . . ? N23 C28 H28 117.7 . . ? C27 C28 H28 117.7 . . ? C30 N29 C27 127.1(4) . . ? C30 N29 H29 116.5 . . ? C27 N29 H29 116.5 . . ? O31 C30 N32 124.7(5) . . ? O31 C30 N29 122.1(5) . . ? N32 C30 N29 113.1(4) . . ? C30 N32 C33 121.4(4) . . ? C30 N32 H32 119.3 . . ? C33 N32 H32 119.3 . . ? N32 C33 C34 113.5(4) . . ? N32 C33 H33A 108.9 . . ? C34 C33 H33A 108.9 . . ? N32 C33 H33B 108.9 . . ? C34 C33 H33B 108.9 . . ? H33A C33 H33B 107.7 . . ? N35 C34 C33 110.4(4) . . ? N35 C34 H34A 109.6 . . ? C33 C34 H34A 109.6 . . ? N35 C34 H34B 109.6 . . ? C33 C34 H34B 109.6 . . ? H34A C34 H34B 108.1 . . ? C36 N35 C34 124.5(4) . . ? C36 N35 H35 117.7 . . ? C34 N35 H35 117.7 . . ? O37 C36 N35 125.1(4) . . ? O37 C36 N38 121.5(4) . . ? N35 C36 N38 113.4(4) . . ? C36 N38 C39 128.8(4) . . ? C36 N38 H38 115.6 . . ? C39 N38 H38 115.6 . . ? N38 C39 C40 116.4(4) . . ? N38 C39 C44 126.9(4) . . ? C40 C39 C44 116.6(4) . . ? N41 C40 C39 125.3(4) . . ? N41 C40 H40 117.4 . . ? C39 C40 H40 117.4 . . ? C40 N41 C42 117.0(4) . . ? C40 N41 Zn1 119.6(3) . 2_747 ? C42 N41 Zn1 123.4(3) . 2_747 ? N41 C42 C43 121.7(4) . . ? N41 C42 H42 119.2 . . ? C43 C42 H42 119.2 . . ? C44 C43 C42 121.3(4) . . ? C44 C43 H43 119.4 . . ? C42 C43 H43 119.4 . . ? C43 C44 C39 118.1(4) . . ? C43 C44 H44 120.9 . . ? C39 C44 H44 120.9 . . ? O50 S47 O48 110.3(2) . 1 ? O50 S47 O48 110.3(2) . . ? O50 S47 O49 110.3(2) . . ? O48 S47 O49 109.2(2) 1 . ? O48 S47 O49 109.2(2) . . ? O50 S47 O51 108.9(2) . . ? O48 S47 O51 108.8(2) 1 . ? O48 S47 O51 108.8(2) . . ? O49 S47 O51 109.3(2) . . ? O56 C57 C59' 130.2(12) . . ? O56 C57 C59 121.1(10) . . ? O56 C57 C58 119.3(8) . . ? C59' C57 C58 104.1(11) . . ? C59 C57 C58 117.7(8) . . ? C57 C58 H58A 109.5 . . ? C57 C58 H58B 109.5 . . ? H58A C58 H58B 109.5 . . ? C57 C58 H58C 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? C59' C59 C57 66.1(15) . . ? C59 C59' C57 73.3(16) . . ? O52 C53 C54 121.5(6) . . ? O52 C53 C55 122.2(6) . . ? C54 C53 C55 116.2(6) . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C53 C55 H55A 109.5 . . ? C53 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? C53 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N7 H7 O48 0.86 1.97 2.786(6) 158.9 1 N13 H13 O51 0.86 2.36 3.099(6) 143.7 2_556 N13 H13 O49 0.86 2.51 3.314(7) 154.9 2_556 N16 H16 O51 0.86 2.05 2.882(6) 163.0 2_556 N29 H29 O50 0.86 2.08 2.912(5) 161.9 4_666 N32 H32 O48 0.86 2.02 2.828(5) 156.4 4_666 N35 H35 O51 0.86 2.05 2.876(5) 160.1 3_757 N38 H38 O50 0.86 2.05 2.903(5) 169.9 3_757 _diffrn_measured_fraction_theta_max 0.916 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.916 _refine_diff_density_max 1.039 _refine_diff_density_min -0.922 _refine_diff_density_rms 0.137 # Attachment 'COMP_5_an416em_CIF_FINAL_R4.cif' data_an416em _database_code_depnum_ccdc_archive 'CCDC 679365' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H56 N12 O16 S Zn' _chemical_formula_weight 1010.36 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting MONOCLINIC _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.3717(9) _cell_length_b 13.6950(9) _cell_length_c 24.4168(17) _cell_angle_alpha 90.00 _cell_angle_beta 96.4120(10) _cell_angle_gamma 90.00 _cell_volume 4443.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description NEEDLE _exptl_crystal_colour COLOURLESS _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.510 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2120 _exptl_absorpt_coefficient_mu 0.684 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.7716 _exptl_absorpt_correction_T_max 0.9473 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'BRUKER SMART CCD AREA DETECTOR' _diffrn_measurement_method PHI-OMEGA _diffrn_detector_area_resol_mean 0.3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37697 _diffrn_reflns_av_R_equivalents 0.0442 _diffrn_reflns_av_sigmaI/netI 0.0468 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 28.28 _reflns_number_total 10497 _reflns_number_gt 8562 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER AXS SMART 3' _computing_cell_refinement 'BRUKER AXS SMART 3' _computing_data_reduction 'BRUKER AXS SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'BRUKER SHELXLTL' _computing_publication_material 'MERCURY 1.4' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ 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/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10497 _refine_ls_number_parameters 627 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0722 _refine_ls_R_factor_gt 0.0569 _refine_ls_wR_factor_ref 0.1626 _refine_ls_wR_factor_gt 0.1523 _refine_ls_goodness_of_fit_ref 1.104 _refine_ls_restrained_S_all 1.104 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 Zn1 Zn 0.75810(2) 0.246922(19) 0.997663(11) 0.01026(10) Uani 1 1 d . . . N1 N 0.60600(16) 0.31409(15) 0.97643(9) 0.0130(4) Uani 1 1 d . . . C2 C 0.5600(2) 0.3526(2) 1.01726(11) 0.0180(6) Uani 1 1 d . . . H2 H 0.5962 0.3594 1.0518 0.022 Uiso 1 1 calc R . . C3 C 0.4607(2) 0.3827(2) 1.01010(11) 0.0214(6) Uani 1 1 d . . . H3 H 0.4315 0.4094 1.0395 0.026 Uiso 1 1 calc R . . C4 C 0.4050(2) 0.3733(2) 0.95971(11) 0.0200(6) Uani 1 1 d . . . H4 H 0.3375 0.3913 0.9548 0.024 Uiso 1 1 calc R . . C5 C 0.4526(2) 0.33573(19) 0.91578(10) 0.0144(5) Uani 1 1 d . . . C6 C 0.55315(19) 0.30836(18) 0.92630(10) 0.0121(5) Uani 1 1 d . . . H6 H 0.5855 0.2849 0.8972 0.014 Uiso 1 1 calc R . . N7 N 0.40505(16) 0.32200(16) 0.86226(9) 0.0161(5) Uani 1 1 d . . . H7 H 0.4328 0.2828 0.8410 0.019 Uiso 1 1 calc R . . C8 C 0.31675(19) 0.36716(19) 0.84147(11) 0.0155(5) Uani 1 1 d . . . O9 O 0.27527(15) 0.43072(14) 0.86670(8) 0.0237(5) Uani 1 1 d . . . N10 N 0.27968(16) 0.33718(16) 0.79071(9) 0.0174(5) Uani 1 1 d . . . H10 H 0.3082 0.2909 0.7744 0.021 Uiso 1 1 calc R . . C11 C 0.1901(2) 0.3852(2) 0.76428(11) 0.0220(6) Uani 1 1 d . . . H11A H 0.2014 0.4552 0.7642 0.026 Uiso 1 1 calc R . . H11B H 0.1343 0.3725 0.7854 0.026 Uiso 1 1 calc R . . C12 C 0.1631(2) 0.3509(2) 0.70617(11) 0.0204(6) Uani 1 1 d . . . H12A H 0.2214 0.3537 0.6859 0.024 Uiso 1 1 calc R . . H12B H 0.1390 0.2840 0.7059 0.024 Uiso 1 1 calc R . . N13 N 0.08422(17) 0.41578(17) 0.68135(9) 0.0199(5) Uani 1 1 d . . . H13 H 0.0666 0.4642 0.7005 0.024 Uiso 1 1 calc R . . C14 C 0.03776(18) 0.40403(18) 0.63038(11) 0.0137(5) Uani 1 1 d . . . O15 O 0.06067(14) 0.34142(13) 0.59740(8) 0.0172(4) Uani 1 1 d . . . N16 N -0.03853(16) 0.46964(16) 0.61728(9) 0.0159(5) Uani 1 1 d . . . H16 H -0.0548 0.5057 0.6438 0.019 Uiso 1 1 calc R . . C17 C -0.09261(18) 0.48444(18) 0.56597(10) 0.0116(5) Uani 1 1 d . . . C18 C -0.13968(18) 0.57447(19) 0.55732(10) 0.0132(5) Uani 1 1 d . . . H18 H -0.1304 0.6202 0.5856 0.016 Uiso 1 1 calc R . . N19 N -0.19711(15) 0.60013(15) 0.51145(9) 0.0124(4) Uani 1 1 d . . . C20 C -0.21056(18) 0.53364(18) 0.47093(10) 0.0128(5) Uani 1 1 d . . . H20 H -0.2514 0.5492 0.4388 0.015 Uiso 1 1 calc R . . C21 C -0.1654(2) 0.44223(19) 0.47550(11) 0.0159(5) Uani 1 1 d . . . H21 H -0.1755 0.3981 0.4464 0.019 Uiso 1 1 calc R . . C22 C -0.10521(19) 0.41660(19) 0.52330(10) 0.0140(5) Uani 1 1 d . . . H22 H -0.0742 0.3558 0.5268 0.017 Uiso 1 1 calc R . . N23 N 0.91069(16) 0.18173(15) 1.02246(9) 0.0126(4) Uani 1 1 d . . . C24 C 0.9684(2) 0.1500(2) 0.98451(11) 0.0214(6) Uani 1 1 d . . . H24 H 0.9417 0.1498 0.9477 0.026 Uiso 1 1 calc R . . C25 C 1.0656(2) 0.1178(2) 0.99800(12) 0.0280(7) Uani 1 1 d . . . H25 H 1.1027 0.0955 0.9705 0.034 Uiso 1 1 calc R . . C26 C 1.1084(2) 0.1184(2) 1.05225(12) 0.0223(6) Uani 1 1 d . . . H26 H 1.1741 0.0970 1.0618 0.027 Uiso 1 1 calc R . . C27 C 1.05024(19) 0.15188(18) 1.09202(11) 0.0137(5) Uani 1 1 d . . . C28 C 0.95140(18) 0.18012(18) 1.07502(11) 0.0129(5) Uani 1 1 d . . . H28 H 0.9113 0.1990 1.1019 0.015 Uiso 1 1 calc R . . N29 N 1.08279(16) 0.16342(16) 1.14815(9) 0.0171(5) Uani 1 1 d . . . H29 H 1.0528 0.2072 1.1656 0.021 Uiso 1 1 calc R . . C30 C 1.15858(19) 0.11110(19) 1.17824(11) 0.0158(5) Uani 1 1 d . . . O31 O 1.20794(14) 0.04790(14) 1.15711(8) 0.0200(4) Uani 1 1 d . . . N32 N 1.17342(16) 0.13729(17) 1.23167(9) 0.0185(5) Uani 1 1 d . . . H32 H 1.1392 0.1847 1.2432 0.022 Uiso 1 1 calc R . . C33 C 1.24659(19) 0.0865(2) 1.27009(11) 0.0182(6) Uani 1 1 d . . . H33A H 1.2522 0.0195 1.2579 0.022 Uiso 1 1 calc R . . H33B H 1.2223 0.0852 1.3061 0.022 Uiso 1 1 calc R . . C34 C 1.3501(2) 0.1331(2) 1.27546(12) 0.0204(6) Uani 1 1 d . . . H34A H 1.3700 0.1456 1.2391 0.024 Uiso 1 1 calc R . . H34B H 1.3482 0.1950 1.2946 0.024 Uiso 1 1 calc R . . N35 N 1.42278(17) 0.06894(18) 1.30569(9) 0.0205(5) Uani 1 1 d . . . H35 H 1.4443 0.0199 1.2884 0.025 Uiso 1 1 calc R . . C36 C 1.45867(18) 0.08078(19) 1.35862(11) 0.0141(5) Uani 1 1 d . . . O37 O 1.44100(14) 0.15223(14) 1.38706(8) 0.0193(4) Uani 1 1 d . . . N38 N 1.51863(16) 0.00491(16) 1.37924(9) 0.0152(5) Uani 1 1 d . . . H38 H 1.5210 -0.0452 1.3582 0.018 Uiso 1 1 calc R . . C39 C 1.57614(18) -0.00003(18) 1.43049(10) 0.0124(5) Uani 1 1 d . . . C40 C 1.61932(18) -0.09046(18) 1.44411(10) 0.0120(5) Uani 1 1 d . . . H40 H 1.6053 -0.1415 1.4193 0.014 Uiso 1 1 calc R . . N41 N 1.67934(15) -0.10888(15) 1.49017(8) 0.0124(4) Uani 1 1 d . . . C42 C 1.69901(19) -0.03468(19) 1.52639(10) 0.0141(5) Uani 1 1 d . . . H42 H 1.7409 -0.0455 1.5588 0.017 Uiso 1 1 calc R . . C43 C 1.6580(2) 0.0563(2) 1.51595(11) 0.0196(6) Uani 1 1 d . . . H43 H 1.6725 0.1059 1.5416 0.024 Uiso 1 1 calc R . . C44 C 1.5956(2) 0.07589(19) 1.46822(11) 0.0176(6) Uani 1 1 d . . . H44 H 1.5676 0.1375 1.4615 0.021 Uiso 1 1 calc R . . O45 O 0.78038(16) 0.25344(15) 0.91399(9) 0.0157(4) Uani 1 1 d . . . H45A H 0.760(3) 0.225(3) 0.8890(14) 0.020(9) Uiso 1 1 d . . . H45B H 0.825(3) 0.282(3) 0.9074(14) 0.022(9) Uiso 1 1 d . . . O46 O 0.73514(15) 0.23840(14) 1.08178(8) 0.0125(4) Uani 1 1 d . . . H46A H 0.744(3) 0.278(3) 1.1017(15) 0.028(10) Uiso 1 1 d . . . H46B H 0.682(3) 0.211(3) 1.0873(15) 0.034(10) Uiso 1 1 d . . . S47 S 0.48040(5) 0.16202(5) 0.75038(2) 0.01312(15) Uani 1 1 d . . . O48 O 0.52524(16) 0.24760(14) 0.78065(8) 0.0236(5) Uani 1 1 d . . . O49 O 0.37157(14) 0.15888(14) 0.75477(8) 0.0192(4) Uani 1 1 d . . . O50 O 0.49832(14) 0.16682(13) 0.69178(7) 0.0171(4) Uani 1 1 d . . . O51 O 0.52891(14) 0.07207(14) 0.77500(8) 0.0218(4) Uani 1 1 d . . . O52 O 0.16795(17) 0.93547(17) 0.36581(9) 0.0332(5) Uani 1 1 d . . . C53 C 0.0739(3) 0.9519(3) 0.33082(14) 0.0370(8) Uani 1 1 d . . . H53A H 0.0881 0.9634 0.2933 0.044 Uiso 1 1 calc R . . H53B H 0.0412 1.0097 0.3433 0.044 Uiso 1 1 calc R . . C54 C 0.0044(2) 0.8660(2) 0.33199(15) 0.0339(8) Uani 1 1 d . . . H54A H -0.0162 0.8589 0.3686 0.041 Uiso 1 1 calc R . . H54B H -0.0553 0.8767 0.3064 0.041 Uiso 1 1 calc R . . O55 O 0.05424(18) 0.77823(18) 0.31719(10) 0.0373(6) Uani 1 1 d . . . C56 C 0.1446(3) 0.7652(3) 0.35354(15) 0.0396(9) Uani 1 1 d . . . H56A H 0.1776 0.7053 0.3443 0.048 Uiso 1 1 calc R . . H56B H 0.1285 0.7597 0.3912 0.048 Uiso 1 1 calc R . . C57 C 0.2132(3) 0.8496(3) 0.34882(13) 0.0352(8) Uani 1 1 d . . . H57A H 0.2763 0.8384 0.3717 0.042 Uiso 1 1 calc R . . H57B H 0.2275 0.8564 0.3109 0.042 Uiso 1 1 calc R . . O58 O 0.17520(18) 0.12632(19) 0.86684(11) 0.0424(6) Uani 1 1 d . . . C59 C 0.0836(3) 0.1791(2) 0.85116(16) 0.0397(9) Uani 1 1 d . . . H59A H 0.0909 0.2190 0.8190 0.048 Uiso 1 1 calc R . . H59B H 0.0692 0.2219 0.8810 0.048 Uiso 1 1 calc R . . C60 C -0.0015(2) 0.1081(3) 0.83834(15) 0.0377(8) Uani 1 1 d . . . H60A H -0.0105 0.0706 0.8711 0.045 Uiso 1 1 calc R . . H60B H -0.0632 0.1438 0.8276 0.045 Uiso 1 1 calc R . . O61 O 0.01793(19) 0.0435(2) 0.79512(10) 0.0457(7) Uani 1 1 d . . . C62 C 0.1088(3) -0.0065(3) 0.81012(15) 0.0392(8) Uani 1 1 d . . . H62A H 0.1234 -0.0485 0.7800 0.047 Uiso 1 1 calc R . . H62B H 0.1019 -0.0474 0.8419 0.047 Uiso 1 1 calc R . . C63 C 0.1953(3) 0.0647(3) 0.82380(16) 0.0427(9) Uani 1 1 d . . . H63A H 0.2569 0.0287 0.8344 0.051 Uiso 1 1 calc R . . H63B H 0.2046 0.1034 0.7915 0.051 Uiso 1 1 calc R . . O64 O 0.73127(18) 0.14062(16) 0.82569(9) 0.0197(4) Uani 1 1 d . . . H64A H 0.749(2) 0.084(3) 0.8265(14) 0.028(10) Uiso 1 1 d . . . H64B H 0.684(3) 0.142(3) 0.8138(18) 0.047(15) Uiso 1 1 d . . . O65 O 0.25121(17) 0.62464(17) 0.84209(9) 0.0216(5) Uani 1 1 d . . . H65A H 0.256(2) 0.569(3) 0.8499(13) 0.020(9) Uiso 1 1 d . . . H65B H 0.215(3) 0.636(3) 0.8183(16) 0.028(11) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.00965(16) 0.01201(17) 0.00833(17) -0.00087(10) -0.00246(11) -0.00291(11) N1 0.0126(10) 0.0143(11) 0.0114(11) -0.0003(8) -0.0018(8) -0.0008(8) C2 0.0219(14) 0.0202(14) 0.0110(13) -0.0018(10) -0.0023(11) 0.0029(11) C3 0.0241(15) 0.0280(16) 0.0121(14) -0.0015(11) 0.0018(11) 0.0101(12) C4 0.0162(13) 0.0271(15) 0.0161(14) -0.0004(11) -0.0001(11) 0.0075(11) C5 0.0163(13) 0.0164(13) 0.0096(12) 0.0003(10) -0.0028(10) -0.0001(10) C6 0.0139(12) 0.0128(12) 0.0090(12) 0.0011(9) -0.0011(9) 0.0004(9) N7 0.0154(11) 0.0224(12) 0.0089(11) -0.0060(9) -0.0059(9) 0.0066(9) C8 0.0148(13) 0.0175(13) 0.0131(13) 0.0026(10) -0.0039(10) 0.0030(10) O9 0.0319(11) 0.0235(11) 0.0140(10) -0.0065(8) -0.0053(8) 0.0121(9) N10 0.0175(11) 0.0198(12) 0.0130(11) -0.0033(9) -0.0062(9) 0.0094(9) C11 0.0208(14) 0.0296(16) 0.0141(14) 0.0002(11) -0.0050(11) 0.0114(12) C12 0.0188(14) 0.0214(14) 0.0182(14) -0.0029(11) -0.0102(11) 0.0108(11) N13 0.0229(12) 0.0168(12) 0.0174(12) -0.0046(9) -0.0084(10) 0.0113(9) C14 0.0094(12) 0.0147(13) 0.0159(13) 0.0013(10) -0.0035(10) 0.0010(9) O15 0.0153(9) 0.0190(10) 0.0161(10) -0.0028(7) -0.0035(7) 0.0072(7) N16 0.0165(11) 0.0199(12) 0.0104(11) -0.0018(9) -0.0022(8) 0.0099(9) C17 0.0086(11) 0.0165(13) 0.0093(12) 0.0022(9) -0.0008(9) 0.0008(9) C18 0.0113(12) 0.0169(13) 0.0107(12) 0.0001(10) -0.0013(10) 0.0034(10) N19 0.0104(10) 0.0146(11) 0.0117(11) 0.0012(8) -0.0012(8) 0.0023(8) C20 0.0101(11) 0.0166(13) 0.0105(12) 0.0015(10) -0.0047(9) 0.0009(10) C21 0.0196(13) 0.0150(13) 0.0120(13) -0.0023(10) -0.0030(10) -0.0007(10) C22 0.0140(12) 0.0126(12) 0.0147(13) -0.0004(10) -0.0021(10) 0.0019(10) N23 0.0122(10) 0.0128(11) 0.0120(11) -0.0015(8) -0.0022(8) -0.0025(8) C24 0.0208(14) 0.0300(16) 0.0126(14) -0.0032(11) -0.0024(11) 0.0067(12) C25 0.0264(16) 0.0416(19) 0.0163(15) -0.0055(13) 0.0036(12) 0.0157(14) C26 0.0137(13) 0.0309(16) 0.0217(15) -0.0020(12) 0.0000(11) 0.0084(11) C27 0.0140(12) 0.0135(12) 0.0125(13) -0.0013(10) -0.0039(10) 0.0006(10) C28 0.0108(12) 0.0133(12) 0.0143(13) -0.0019(10) 0.0001(10) 0.0007(9) N29 0.0140(11) 0.0218(12) 0.0142(11) -0.0056(9) -0.0037(9) 0.0079(9) C30 0.0131(12) 0.0178(13) 0.0154(13) -0.0005(10) -0.0031(10) 0.0017(10) O31 0.0195(10) 0.0217(10) 0.0181(10) -0.0030(8) -0.0013(8) 0.0092(8) N32 0.0152(11) 0.0224(12) 0.0161(12) -0.0039(9) -0.0061(9) 0.0071(9) C33 0.0180(13) 0.0214(14) 0.0139(13) 0.0012(10) -0.0041(10) 0.0067(11) C34 0.0171(14) 0.0228(14) 0.0195(15) 0.0085(11) -0.0058(11) 0.0057(11) N35 0.0196(12) 0.0249(13) 0.0154(12) 0.0014(9) -0.0042(9) 0.0129(10) C36 0.0078(11) 0.0182(13) 0.0162(13) 0.0026(10) 0.0006(10) 0.0032(10) O37 0.0177(10) 0.0180(10) 0.0212(10) -0.0015(8) -0.0026(8) 0.0083(8) N38 0.0174(11) 0.0147(11) 0.0122(11) -0.0028(8) -0.0035(9) 0.0084(9) C39 0.0113(12) 0.0136(12) 0.0119(12) 0.0020(9) 0.0002(9) 0.0035(9) C40 0.0124(12) 0.0137(12) 0.0094(12) -0.0027(9) -0.0012(9) 0.0004(10) N41 0.0121(10) 0.0134(11) 0.0112(11) 0.0012(8) -0.0006(8) 0.0014(8) C42 0.0121(12) 0.0172(13) 0.0119(13) 0.0009(10) -0.0028(10) 0.0011(10) C43 0.0270(15) 0.0153(13) 0.0152(14) -0.0027(10) -0.0034(11) 0.0004(11) C44 0.0237(14) 0.0123(13) 0.0161(14) 0.0016(10) -0.0012(11) 0.0046(11) O45 0.0158(10) 0.0187(11) 0.0123(10) -0.0030(8) 0.0009(8) -0.0083(8) O46 0.0122(9) 0.0131(10) 0.0116(10) -0.0016(8) -0.0005(7) -0.0037(7) S47 0.0149(3) 0.0148(3) 0.0095(3) 0.0006(2) 0.0005(2) -0.0018(2) O48 0.0278(11) 0.0267(11) 0.0168(10) -0.0079(8) 0.0044(9) -0.0138(9) O49 0.0156(9) 0.0221(10) 0.0199(10) -0.0029(8) 0.0017(8) -0.0004(8) O50 0.0254(10) 0.0154(9) 0.0106(9) 0.0004(7) 0.0022(8) -0.0024(8) O51 0.0232(10) 0.0241(11) 0.0178(10) 0.0081(8) 0.0011(8) 0.0075(8) O52 0.0342(13) 0.0400(14) 0.0238(12) -0.0082(10) -0.0032(10) -0.0071(10) C53 0.0381(19) 0.041(2) 0.0310(19) -0.0040(15) 0.0004(15) -0.0060(16) C54 0.0284(17) 0.0391(19) 0.0356(19) -0.0076(15) 0.0097(15) -0.0066(15) O55 0.0392(14) 0.0398(14) 0.0330(13) -0.0095(11) 0.0037(11) -0.0078(11) C56 0.047(2) 0.041(2) 0.0292(19) -0.0077(15) 0.0002(16) 0.0014(17) C57 0.0350(19) 0.049(2) 0.0203(16) -0.0071(14) -0.0044(14) -0.0018(16) O58 0.0333(14) 0.0465(16) 0.0457(16) -0.0122(12) -0.0022(12) 0.0040(11) C59 0.039(2) 0.0262(18) 0.054(2) -0.0046(16) 0.0044(17) 0.0095(15) C60 0.0242(17) 0.044(2) 0.045(2) -0.0120(17) 0.0048(15) 0.0059(15) O61 0.0383(14) 0.0618(17) 0.0355(14) -0.0091(13) -0.0032(11) 0.0041(13) C62 0.036(2) 0.038(2) 0.043(2) -0.0086(16) 0.0060(16) 0.0048(16) C63 0.035(2) 0.043(2) 0.052(2) -0.0049(18) 0.0143(17) 0.0019(16) O64 0.0202(12) 0.0187(11) 0.0188(11) -0.0035(8) -0.0037(9) 0.0026(9) O65 0.0283(12) 0.0180(12) 0.0165(11) -0.0020(9) -0.0067(9) -0.0020(9) _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 Zn1 O45 2.099(2) . ? Zn1 O46 2.1135(19) . ? Zn1 N41 2.152(2) 2_757 ? Zn1 N19 2.171(2) 2_546 ? Zn1 N1 2.240(2) . ? Zn1 N23 2.247(2) . ? N1 C2 1.337(3) . ? N1 C6 1.346(3) . ? C2 C3 1.383(4) . ? C2 H2 0.9300 . ? C3 C4 1.371(4) . ? C3 H3 0.9300 . ? C4 C5 1.405(4) . ? C4 H4 0.9300 . ? C5 C6 1.392(3) . ? C5 N7 1.401(3) . ? C6 H6 0.9300 . ? N7 C8 1.379(3) . ? N7 H7 0.8600 . ? C8 O9 1.233(3) 1 ? C8 O9 1.233(3) . ? C8 N10 1.347(3) . ? N10 C11 1.452(3) . ? N10 H10 0.8600 . ? C11 C12 1.500(4) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N13 1.458(3) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? N13 C14 1.337(3) . ? N13 H13 0.8600 . ? C14 O15 1.238(3) . ? C14 N16 1.370(3) . ? N16 C17 1.390(3) . ? N16 H16 0.8600 . ? C17 C18 1.390(3) . ? C17 C22 1.392(3) . ? C18 N19 1.332(3) . ? C18 H18 0.9300 . ? N19 C20 1.342(3) . ? N19 Zn1 2.172(2) 2_556 ? C20 C21 1.389(4) . ? C20 H20 0.9300 . ? C21 C22 1.387(4) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? N23 C28 1.337(3) . ? N23 C24 1.343(3) . ? C24 C25 1.377(4) . ? C24 H24 0.9300 . ? C25 C26 1.383(4) . ? C25 H25 0.9300 . ? C26 C27 1.388(4) . ? C26 H26 0.9300 . ? C27 C28 1.395(3) . ? C27 N29 1.400(3) . ? C28 H28 0.9300 . ? N29 C30 1.384(3) . ? N29 H29 0.8600 . ? C30 O31 1.236(3) . ? C30 N32 1.346(3) . ? N32 C33 1.455(3) . ? N32 H32 0.8600 . ? C33 C34 1.516(4) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 N35 1.449(3) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? N35 C36 1.337(3) . ? N35 H35 0.8600 . ? C36 O37 1.238(3) . ? C36 N38 1.373(3) . ? N38 C39 1.396(3) . ? N38 H38 0.8600 . ? C39 C40 1.391(3) . ? C39 C44 1.394(4) . ? C40 N41 1.331(3) . ? C40 H40 0.9300 . ? N41 C42 1.353(3) . ? N41 Zn1 2.152(2) 2_747 ? C42 C43 1.374(4) . ? C42 H42 0.9300 . ? C43 C44 1.381(4) . ? C43 H43 0.9300 . ? C44 H44 0.9300 . ? O45 H45A 0.75(3) . ? O45 H45B 0.75(4) . ? O46 H46A 0.73(4) . ? O46 H46B 0.83(4) . ? S47 O49 1.4717(19) 1 ? S47 O49 1.4717(19) . ? S47 O48 1.4766(19) . ? S47 O48 1.4766(19) 1 ? S47 O50 1.4783(18) . ? S47 O51 1.4875(19) 1 ? S47 O51 1.4875(19) . ? O52 C57 1.407(4) . ? O52 C53 1.457(4) . ? C53 C54 1.502(5) . ? C53 H53A 0.9700 . ? C53 H53B 0.9700 . ? C54 O55 1.439(4) . ? C54 H54A 0.9700 . ? C54 H54B 0.9700 . ? O55 C56 1.428(4) . ? C56 C57 1.489(5) . ? C56 H56A 0.9700 . ? C56 H56B 0.9700 . ? C57 H57A 0.9700 . ? C57 H57B 0.9700 . ? O58 C63 1.397(4) . ? O58 C59 1.437(4) . ? C59 C60 1.503(5) . ? C59 H59A 0.9700 . ? C59 H59B 0.9700 . ? C60 O61 1.423(4) . ? C60 H60A 0.9700 . ? C60 H60B 0.9700 . ? O61 C62 1.407(4) . ? C62 C63 1.522(5) . ? C62 H62A 0.9700 . ? C62 H62B 0.9700 . ? C63 H63A 0.9700 . ? C63 H63B 0.9700 . ? O64 H64A 0.81(4) . ? O64 H64B 0.66(4) . ? O65 H65A 0.78(3) . ? O65 H65B 0.73(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 O45 Zn1 O46 179.25(8) . . ? O45 Zn1 N41 90.01(8) . 2_757 ? O46 Zn1 N41 90.74(8) . 2_757 ? O45 Zn1 N19 91.84(8) . 2_546 ? O46 Zn1 N19 87.41(8) . 2_546 ? N41 Zn1 N19 177.85(7) 2_757 2_546 ? O45 Zn1 N1 88.92(8) . . ? O46 Zn1 N1 91.20(8) . . ? N41 Zn1 N1 89.09(8) 2_757 . ? N19 Zn1 N1 92.04(8) 2_546 . ? O45 Zn1 N23 93.20(8) . . ? O46 Zn1 N23 86.69(8) . . ? N41 Zn1 N23 90.01(8) 2_757 . ? N19 Zn1 N23 88.80(8) 2_546 . ? N1 Zn1 N23 177.69(7) . . ? C2 N1 C6 117.6(2) . . ? C2 N1 Zn1 118.11(17) . . ? C6 N1 Zn1 123.89(17) . . ? N1 C2 C3 122.6(2) . . ? N1 C2 H2 118.7 . . ? C3 C2 H2 118.7 . . ? C4 C3 C2 120.2(3) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 118.2(2) . . ? C3 C4 H4 120.9 . . ? C5 C4 H4 120.9 . . ? C6 C5 N7 117.7(2) . . ? C6 C5 C4 118.0(2) . . ? N7 C5 C4 124.4(2) . . ? N1 C6 C5 123.4(2) . . ? N1 C6 H6 118.3 . . ? C5 C6 H6 118.3 . . ? C8 N7 C5 124.3(2) . . ? C8 N7 H7 117.8 . . ? C5 N7 H7 117.8 . . ? O9 C8 N10 122.4(2) 1 . ? O9 C8 N10 122.4(2) . . ? O9 C8 N7 123.2(2) 1 . ? O9 C8 N7 123.2(2) . . ? N10 C8 N7 114.5(2) . . ? C8 N10 C11 118.1(2) . . ? C8 N10 H10 120.9 . . ? C11 N10 H10 120.9 . . ? N10 C11 C12 112.2(2) . . ? N10 C11 H11A 109.2 . . ? C12 C11 H11A 109.2 . . ? N10 C11 H11B 109.2 . . ? C12 C11 H11B 109.2 . . ? H11A C11 H11B 107.9 . . ? N13 C12 C11 106.8(2) . . ? N13 C12 H12A 110.4 . . ? C11 C12 H12A 110.4 . . ? N13 C12 H12B 110.4 . . ? C11 C12 H12B 110.4 . . ? H12A C12 H12B 108.6 . . ? C14 N13 C12 123.5(2) . . ? C14 N13 H13 118.2 . . ? C12 N13 H13 118.2 . . ? O15 C14 N13 124.5(2) . . ? O15 C14 N16 122.3(2) . . ? N13 C14 N16 113.2(2) . . ? C14 N16 C17 127.2(2) . . ? C14 N16 H16 116.4 . . ? C17 N16 H16 116.4 . . ? N16 C17 C18 116.6(2) . . ? N16 C17 C22 125.8(2) . . ? C18 C17 C22 117.6(2) . . ? N19 C18 C17 124.8(2) . . ? N19 C18 H18 117.6 . . ? C17 C18 H18 117.6 . . ? C18 N19 C20 117.3(2) . . ? C18 N19 Zn1 120.32(17) . 2_556 ? C20 N19 Zn1 122.33(16) . 2_556 ? N19 C20 C21 122.1(2) . . ? N19 C20 H20 119.0 . . ? C21 C20 H20 119.0 . . ? C22 C21 C20 120.1(2) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C21 C22 C17 118.1(2) . . ? C21 C22 H22 120.9 . . ? C17 C22 H22 120.9 . . ? C28 N23 C24 116.9(2) . . ? C28 N23 Zn1 121.68(17) . . ? C24 N23 Zn1 121.15(17) . . ? N23 C24 C25 122.6(3) . . ? N23 C24 H24 118.7 . . ? C25 C24 H24 118.7 . . ? C24 C25 C26 120.4(3) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C25 C26 C27 117.9(2) . . ? C25 C26 H26 121.1 . . ? C27 C26 H26 121.1 . . ? C26 C27 C28 118.0(2) . . ? C26 C27 N29 125.8(2) . . ? C28 C27 N29 116.1(2) . . ? N23 C28 C27 124.1(2) . . ? N23 C28 H28 117.9 . . ? C27 C28 H28 117.9 . . ? C30 N29 C27 126.2(2) . . ? C30 N29 H29 116.9 . . ? C27 N29 H29 116.9 . . ? O31 C30 N32 124.3(2) . . ? O31 C30 N29 122.3(2) . . ? N32 C30 N29 113.4(2) . . ? C30 N32 C33 120.9(2) . . ? C30 N32 H32 119.6 . . ? C33 N32 H32 119.6 . . ? N32 C33 C34 113.3(2) . . ? N32 C33 H33A 108.9 . . ? C34 C33 H33A 108.9 . . ? N32 C33 H33B 108.9 . . ? C34 C33 H33B 108.9 . . ? H33A C33 H33B 107.7 . . ? N35 C34 C33 110.1(2) . . ? N35 C34 H34A 109.7 . . ? C33 C34 H34A 109.7 . . ? N35 C34 H34B 109.7 . . ? C33 C34 H34B 109.7 . . ? H34A C34 H34B 108.2 . . ? C36 N35 C34 124.5(2) . . ? C36 N35 H35 117.7 . . ? C34 N35 H35 117.7 . . ? O37 C36 N35 124.6(2) . . ? O37 C36 N38 122.2(2) . . ? N35 C36 N38 113.2(2) . . ? C36 N38 C39 127.3(2) . . ? C36 N38 H38 116.3 . . ? C39 N38 H38 116.3 . . ? C40 C39 C44 117.7(2) . . ? C40 C39 N38 115.5(2) . . ? C44 C39 N38 126.9(2) . . ? N41 C40 C39 124.5(2) . . ? N41 C40 H40 117.8 . . ? C39 C40 H40 117.8 . . ? C40 N41 C42 117.7(2) . . ? C40 N41 Zn1 118.62(17) . 2_747 ? C42 N41 Zn1 123.67(16) . 2_747 ? N41 C42 C43 121.0(2) . . ? N41 C42 H42 119.5 . . ? C43 C42 H42 119.5 . . ? C42 C43 C44 121.6(3) . . ? C42 C43 H43 119.2 . . ? C44 C43 H43 119.2 . . ? C43 C44 C39 117.6(2) . . ? C43 C44 H44 121.2 . . ? C39 C44 H44 121.2 . . ? Zn1 O45 H45A 134(3) . . ? Zn1 O45 H45B 116(3) . . ? H45A O45 H45B 109(4) . . ? Zn1 O46 H46A 125(3) . . ? Zn1 O46 H46B 114(3) . . ? H46A O46 H46B 108(4) . . ? O49 S47 O48 109.65(12) 1 . ? O49 S47 O48 109.65(12) . . ? O49 S47 O48 109.65(12) 1 1 ? O49 S47 O48 109.65(12) . 1 ? O49 S47 O50 109.89(11) 1 . ? O49 S47 O50 109.89(11) . . ? O48 S47 O50 110.39(11) . . ? O48 S47 O50 110.39(11) 1 . ? O49 S47 O51 109.67(11) 1 1 ? O49 S47 O51 109.67(11) . 1 ? O48 S47 O51 108.71(12) . 1 ? O48 S47 O51 108.71(12) 1 1 ? O50 S47 O51 108.51(11) . 1 ? O49 S47 O51 109.67(11) 1 . ? O49 S47 O51 109.67(11) . . ? O48 S47 O51 108.71(12) . . ? O48 S47 O51 108.71(12) 1 . ? O50 S47 O51 108.51(11) . . ? C57 O52 C53 109.2(2) . . ? O52 C53 C54 111.3(3) . . ? O52 C53 H53A 109.4 . . ? C54 C53 H53A 109.4 . . ? O52 C53 H53B 109.4 . . ? C54 C53 H53B 109.4 . . ? H53A C53 H53B 108.0 . . ? O55 C54 C53 110.2(3) . . ? O55 C54 H54A 109.6 . . ? C53 C54 H54A 109.6 . . ? O55 C54 H54B 109.6 . . ? C53 C54 H54B 109.6 . . ? H54A C54 H54B 108.1 . . ? C56 O55 C54 109.4(3) . . ? O55 C56 C57 109.9(3) . . ? O55 C56 H56A 109.7 . . ? C57 C56 H56A 109.7 . . ? O55 C56 H56B 109.7 . . ? C57 C56 H56B 109.7 . . ? H56A C56 H56B 108.2 . . ? O52 C57 C56 109.7(3) . . ? O52 C57 H57A 109.7 . . ? C56 C57 H57A 109.7 . . ? O52 C57 H57B 109.7 . . ? C56 C57 H57B 109.7 . . ? H57A C57 H57B 108.2 . . ? C63 O58 C59 109.5(3) . . ? O58 C59 C60 109.4(3) . . ? O58 C59 H59A 109.8 . . ? C60 C59 H59A 109.8 . . ? O58 C59 H59B 109.8 . . ? C60 C59 H59B 109.8 . . ? H59A C59 H59B 108.2 . . ? O61 C60 C59 111.1(3) . . ? O61 C60 H60A 109.4 . . ? C59 C60 H60A 109.4 . . ? O61 C60 H60B 109.4 . . ? C59 C60 H60B 109.4 . . ? H60A C60 H60B 108.0 . . ? C62 O61 C60 109.5(3) . . ? O61 C62 C63 111.0(3) . . ? O61 C62 H62A 109.4 . . ? C63 C62 H62A 109.4 . . ? O61 C62 H62B 109.4 . . ? C63 C62 H62B 109.4 . . ? H62A C62 H62B 108.0 . . ? O58 C63 C62 110.3(3) . . ? O58 C63 H63A 109.6 . . ? C62 C63 H63A 109.6 . . ? O58 C63 H63B 109.6 . . ? C62 C63 H63B 109.6 . . ? H63A C63 H63B 108.1 . . ? H64A O64 H64B 108(4) . . ? H65A O65 H65B 115(4) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N7 H7 O48 0.86 2.08 2.882(3) 154.5 1 N10 H10 O49 0.86 2.08 2.913(3) 164.2 1 N13 H13 O51 0.86 2.08 2.892(3) 156.5 2_556 N16 H16 O51 0.86 2.17 2.971(3) 153.9 2_556 N29 H29 O50 0.86 2.01 2.843(3) 164.6 4_666 N32 H32 O48 0.86 2.08 2.893(3) 157.5 4_666 N35 H35 O51 0.86 2.06 2.883(3) 160.6 3_757 N38 H38 O50 0.86 2.06 2.916(3) 170.6 3_757 O45 H45A O64 0.75(3) 1.93(4) 2.674(3) 170(4) 1 O45 H45B O37 0.75(4) 1.91(4) 2.651(3) 176(4) 4_565 O46 H46A O65 0.73(4) 1.90(4) 2.633(3) 171(4) 3_667 O64 H64A O31 0.81(4) 1.93(4) 2.725(3) 169(3) 3_757 O64 H64B O51 0.66(4) 2.39(4) 2.998(3) 154(5) 1 O64 H64B O48 0.66(4) 2.62(4) 3.205(3) 148(5) 1 O65 H65A O9 0.78(3) 1.95(3) 2.734(3) 176(3) 1 O65 H65B O49 0.73(4) 2.04(4) 2.764(3) 172(4) 2_556 O46 H46B O15 0.83(4) 1.82(4) 2.642(3) 176(4) 4_666 _diffrn_measured_fraction_theta_max 0.952 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.952 _refine_diff_density_max 1.012 _refine_diff_density_min -0.627 _refine_diff_density_rms 0.103