# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Wang Yaoyu' _publ_contact_author_email WYAOYU@NWU.EDU.CN _publ_section_title ; A series of metal-organic coordination polymers assembled with disulfide ligand involving in situ cleavage of S-S under co-ligand intervention ; loop_ _publ_author_name 'Wang Yaoyu' 'Lei Hou' 'Ping Liu' 'Jian-Qiang Liu' 'Qi-Zhen Shi' 'Ya-Nan Zhang' # Attachment '11.cif' data_xb2946m _database_code_depnum_ccdc_archive 'CCDC 751606' #TrackingRef '11.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H10 N2 O6 S2 Zn' _chemical_formula_sum 'C12 H10 N2 O6 S2 Zn' _chemical_formula_weight 407.71 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' 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' N N 0.0061 0.0033 '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 orthorhombic _symmetry_space_group_name_H-M P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 4.8532(6) _cell_length_b 13.9380(18) _cell_length_c 21.639(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1463.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1746 _cell_measurement_theta_min 2.383 _cell_measurement_theta_max 22.246 _exptl_crystal_description block _exptl_crystal_colour white _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.850 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_absorpt_coefficient_mu 1.996 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5767 _exptl_absorpt_correction_T_max 0.7675 _exptl_absorpt_process_details 'SADABS (Bruker, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 APEX SMART II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7364 _diffrn_reflns_av_R_equivalents 0.0346 _diffrn_reflns_av_sigmaI/netI 0.0529 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 25.10 _reflns_number_total 2602 _reflns_number_gt 2187 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement APEX2 _computing_data_reduction APEX2 _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics APEX2 _computing_publication_material APEX2 _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^)+(0.0442P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.006(15) _refine_ls_number_reflns 2602 _refine_ls_number_parameters 215 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0382 _refine_ls_R_factor_gt 0.0299 _refine_ls_wR_factor_ref 0.0737 _refine_ls_wR_factor_gt 0.0704 _refine_ls_goodness_of_fit_ref 0.884 _refine_ls_restrained_S_all 0.886 _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 Zn1 Zn 0.76520(9) -0.20293(3) 0.132755(19) 0.03450(14) Uani 1 1 d . . . O1 O 0.5029(5) -0.09550(16) 0.12699(11) 0.0338(6) Uani 1 1 d . . . O2 O 0.5917(6) -0.03991(19) 0.22212(12) 0.0489(8) Uani 1 1 d . . . O3 O 0.5573(5) 0.69862(18) 0.04696(11) 0.0418(6) Uani 1 1 d . . . O4 O 0.5652(6) 0.67758(18) 0.14744(11) 0.0441(7) Uani 1 1 d . . . O5 O 0.9704(6) -0.17966(19) 0.21090(11) 0.0443(7) Uani 1 1 d D . . O6 O 1.0558(5) -0.17675(19) 0.07423(11) 0.0439(7) Uani 1 1 d D . . H6B H 1.0298 -0.2080 0.0427 0.066 Uiso 1 1 calc RD . . H6A H 1.2225 -0.1581 0.0767 0.066 Uiso 1 1 d RD . . C4 C -0.0685(8) 0.1255(3) 0.09941(17) 0.0386(9) Uani 1 1 d . . . H4 H -0.1568 0.1356 0.0618 0.046 Uiso 1 1 calc R . . C8 C 0.0107(9) 0.4518(3) 0.13846(18) 0.0469(11) Uani 1 1 d . . . H8 H -0.0482 0.4190 0.1735 0.056 Uiso 1 1 calc R . . S1 S -0.3947(2) 0.27139(7) 0.14896(5) 0.0400(3) Uani 1 1 d . . . S2 S -0.3357(2) 0.33638(7) 0.06580(5) 0.0428(3) Uani 1 1 d . . . C1 C 0.4649(8) -0.0372(3) 0.17278(17) 0.0336(9) Uani 1 1 d . . . C2 C 0.2510(9) 0.0396(2) 0.16241(15) 0.0304(8) Uani 1 1 d . . . C3 C 0.1741(8) 0.0988(3) 0.21103(16) 0.0362(9) Uani 1 1 d . . . H3 H 0.2572 0.0893 0.2493 0.043 Uiso 1 1 calc R . . N1 N -0.0143(6) 0.1692(2) 0.20578(13) 0.0342(7) Uani 1 1 d . . . C5 C -0.1334(7) 0.1805(2) 0.15052(16) 0.0313(8) Uani 1 1 d . . . C6 C 0.1287(9) 0.0559(3) 0.10540(17) 0.0391(10) Uani 1 1 d . . . H6 H 0.1806 0.0195 0.0713 0.047 Uiso 1 1 calc R . . C7 C -0.0889(8) 0.4288(2) 0.08166(17) 0.0343(9) Uani 1 1 d . . . N2 N -0.0214(8) 0.4742(2) 0.02972(14) 0.0439(9) Uani 1 1 d . . . C9 C 0.1603(9) 0.5451(3) 0.03506(17) 0.0440(11) Uani 1 1 d . . . H9 H 0.2103 0.5778 -0.0007 0.053 Uiso 1 1 calc R . . C10 C 0.2810(8) 0.5736(2) 0.09034(15) 0.0315(8) Uani 1 1 d . . . C11 C 0.2011(10) 0.5247(3) 0.14281(17) 0.0445(10) Uani 1 1 d . . . H11 H 0.2756 0.5409 0.1810 0.053 Uiso 1 1 calc R . . C12 C 0.4821(8) 0.6544(2) 0.09387(18) 0.0343(9) Uani 1 1 d . . . H5B H 0.861(7) -0.1404(19) 0.2255(16) 0.051 Uiso 1 1 d D . . H5A H 0.989(8) -0.2246(17) 0.2357(13) 0.051 Uiso 1 1 d 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 0.0360(2) 0.0299(2) 0.0376(2) 0.00185(17) -0.0017(2) -0.0015(2) O1 0.0348(15) 0.0337(13) 0.0331(13) -0.0061(12) -0.0008(13) -0.0005(11) O2 0.061(2) 0.0484(16) 0.0375(16) -0.0100(12) -0.0145(15) 0.0144(15) O3 0.0438(16) 0.0429(15) 0.0387(15) 0.0022(13) 0.0022(12) -0.0122(14) O4 0.0580(18) 0.0377(14) 0.0365(16) 0.0003(12) -0.0114(14) -0.0143(13) O5 0.0515(19) 0.0424(16) 0.0389(16) 0.0078(13) -0.0080(13) -0.0047(14) O6 0.0343(15) 0.0622(19) 0.0352(15) -0.0094(13) -0.0004(12) -0.0075(14) C4 0.048(3) 0.037(2) 0.030(2) 0.0000(17) -0.0022(19) 0.0005(19) C8 0.059(3) 0.043(2) 0.040(2) 0.009(2) 0.000(2) -0.015(2) S1 0.0346(5) 0.0321(5) 0.0533(7) 0.0035(4) 0.0071(5) 0.0011(4) S2 0.0456(7) 0.0347(5) 0.0481(6) 0.0049(4) -0.0125(5) -0.0084(4) C1 0.034(2) 0.034(2) 0.034(2) 0.0001(17) 0.0038(18) -0.0055(16) C2 0.0322(19) 0.0280(16) 0.0310(18) -0.0018(14) 0.0040(19) -0.0058(18) C3 0.041(2) 0.0367(19) 0.031(2) -0.0025(16) -0.0050(17) -0.0024(17) N1 0.0346(18) 0.0296(15) 0.0385(18) -0.0025(14) 0.0016(15) 0.0035(14) C5 0.032(2) 0.0283(18) 0.033(2) 0.0002(15) 0.0011(16) -0.0037(15) C6 0.052(3) 0.034(2) 0.032(2) -0.0028(16) 0.0018(19) -0.0003(19) C7 0.037(2) 0.0283(19) 0.038(2) 0.0021(16) -0.0048(18) 0.0021(17) N2 0.054(2) 0.0435(19) 0.0343(18) 0.0049(15) -0.0070(16) -0.0170(17) C9 0.059(3) 0.040(2) 0.033(2) 0.0065(17) 0.001(2) -0.015(2) C10 0.034(2) 0.0290(17) 0.0309(19) 0.0004(15) -0.0013(19) 0.0024(17) C11 0.059(3) 0.039(2) 0.035(2) -0.0028(17) -0.009(2) -0.013(2) C12 0.034(2) 0.0307(19) 0.038(2) -0.0015(18) -0.0003(19) 0.0018(17) _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 O6 1.930(3) . ? Zn1 O4 1.954(2) 1_545 ? Zn1 O1 1.969(2) . ? Zn1 O5 1.989(3) . ? Zn1 C12 2.559(4) 1_545 ? O1 C1 1.295(4) . ? O2 C1 1.233(4) . ? O3 C12 1.242(4) . ? O4 C12 1.269(4) . ? O4 Zn1 1.954(2) 1_565 ? O5 H5B 0.825(10) . ? O5 H5A 0.830(10) . ? O6 H6B 0.8200 . ? O6 H6A 0.8516 . ? C4 C6 1.369(5) . ? C4 C5 1.382(5) . ? C4 H4 0.9300 . ? C8 C7 1.359(5) . ? C8 C11 1.377(6) . ? C8 H8 0.9300 . ? S1 C5 1.793(4) . ? S1 S2 2.0349(14) . ? S2 C7 1.793(4) . ? C1 C2 1.508(5) . ? C2 C3 1.388(5) . ? C2 C6 1.388(5) . ? C3 N1 1.346(4) . ? C3 H3 0.9300 . ? N1 C5 1.337(4) . ? C6 H6 0.9300 . ? C7 N2 1.331(4) . ? N2 C9 1.329(5) . ? C9 C10 1.390(5) . ? C9 H9 0.9300 . ? C10 C11 1.380(5) . ? C10 C12 1.493(5) . ? C11 H11 0.9300 . ? C12 Zn1 2.559(4) 1_565 ? 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 O6 Zn1 O4 129.11(11) . 1_545 ? O6 Zn1 O1 106.68(11) . . ? O4 Zn1 O1 109.72(11) 1_545 . ? O6 Zn1 O5 99.27(12) . . ? O4 Zn1 O5 104.45(10) 1_545 . ? O1 Zn1 O5 104.68(11) . . ? O6 Zn1 C12 108.87(12) . 1_545 ? O4 Zn1 C12 28.89(10) 1_545 1_545 ? O1 Zn1 C12 102.87(11) . 1_545 ? O5 Zn1 C12 132.46(12) . 1_545 ? C1 O1 Zn1 121.4(2) . . ? C12 O4 Zn1 103.1(2) . 1_565 ? Zn1 O5 H5B 96(3) . . ? Zn1 O5 H5A 119(3) . . ? H5B O5 H5A 108.6(17) . . ? Zn1 O6 H6B 109.5 . . ? Zn1 O6 H6A 135.2 . . ? H6B O6 H6A 111.2 . . ? C6 C4 C5 118.5(4) . . ? C6 C4 H4 120.8 . . ? C5 C4 H4 120.8 . . ? C7 C8 C11 118.3(4) . . ? C7 C8 H8 120.8 . . ? C11 C8 H8 120.8 . . ? C5 S1 S2 103.39(12) . . ? C7 S2 S1 104.16(13) . . ? O2 C1 O1 124.9(4) . . ? O2 C1 C2 119.6(3) . . ? O1 C1 C2 115.5(3) . . ? C3 C2 C6 117.5(3) . . ? C3 C2 C1 119.6(3) . . ? C6 C2 C1 122.9(3) . . ? N1 C3 C2 123.5(3) . . ? N1 C3 H3 118.3 . . ? C2 C3 H3 118.3 . . ? C5 N1 C3 117.1(3) . . ? N1 C5 C4 123.5(3) . . ? N1 C5 S1 113.9(3) . . ? C4 C5 S1 122.5(3) . . ? C4 C6 C2 119.9(4) . . ? C4 C6 H6 120.0 . . ? C2 C6 H6 120.0 . . ? N2 C7 C8 124.4(3) . . ? N2 C7 S2 110.1(3) . . ? C8 C7 S2 125.4(3) . . ? C9 N2 C7 116.3(3) . . ? N2 C9 C10 124.5(3) . . ? N2 C9 H9 117.7 . . ? C10 C9 H9 117.7 . . ? C11 C10 C9 116.6(3) . . ? C11 C10 C12 121.0(3) . . ? C9 C10 C12 122.4(3) . . ? C8 C11 C10 119.8(3) . . ? C8 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? O3 C12 O4 121.8(3) . . ? O3 C12 C10 121.6(3) . . ? O4 C12 C10 116.5(3) . . ? O3 C12 Zn1 74.1(2) . 1_565 ? O4 C12 Zn1 48.05(16) . 1_565 ? C10 C12 Zn1 162.6(3) . 1_565 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O6 Zn1 O1 C1 -114.4(3) . . . . ? O4 Zn1 O1 C1 101.8(3) 1_545 . . . ? O5 Zn1 O1 C1 -9.8(3) . . . . ? C12 Zn1 O1 C1 131.1(3) 1_545 . . . ? C5 S1 S2 C7 -88.49(17) . . . . ? Zn1 O1 C1 O2 3.0(5) . . . . ? Zn1 O1 C1 C2 -178.1(2) . . . . ? O2 C1 C2 C3 -8.1(5) . . . . ? O1 C1 C2 C3 172.9(3) . . . . ? O2 C1 C2 C6 170.5(4) . . . . ? O1 C1 C2 C6 -8.5(5) . . . . ? C6 C2 C3 N1 1.1(6) . . . . ? C1 C2 C3 N1 179.8(3) . . . . ? C2 C3 N1 C5 0.9(5) . . . . ? C3 N1 C5 C4 -1.3(5) . . . . ? C3 N1 C5 S1 176.8(3) . . . . ? C6 C4 C5 N1 -0.2(6) . . . . ? C6 C4 C5 S1 -178.2(3) . . . . ? S2 S1 C5 N1 140.7(2) . . . . ? S2 S1 C5 C4 -41.1(3) . . . . ? C5 C4 C6 C2 2.3(5) . . . . ? C3 C2 C6 C4 -2.7(5) . . . . ? C1 C2 C6 C4 178.6(4) . . . . ? C11 C8 C7 N2 -2.2(6) . . . . ? C11 C8 C7 S2 179.7(3) . . . . ? S1 S2 C7 N2 176.9(3) . . . . ? S1 S2 C7 C8 -4.8(4) . . . . ? C8 C7 N2 C9 1.5(6) . . . . ? S2 C7 N2 C9 179.8(3) . . . . ? C7 N2 C9 C10 0.1(6) . . . . ? N2 C9 C10 C11 -0.7(6) . . . . ? N2 C9 C10 C12 -179.3(4) . . . . ? C7 C8 C11 C10 1.4(6) . . . . ? C9 C10 C11 C8 0.0(6) . . . . ? C12 C10 C11 C8 178.6(4) . . . . ? Zn1 O4 C12 O3 7.5(4) 1_565 . . . ? Zn1 O4 C12 C10 -170.3(3) 1_565 . . . ? C11 C10 C12 O3 179.5(4) . . . . ? C9 C10 C12 O3 -2.0(6) . . . . ? C11 C10 C12 O4 -2.7(5) . . . . ? C9 C10 C12 O4 175.8(4) . . . . ? C11 C10 C12 Zn1 -27.6(11) . . . 1_565 ? C9 C10 C12 Zn1 150.9(7) . . . 1_565 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.250 _refine_diff_density_min -0.243 _refine_diff_density_rms 0.057 # Attachment '21.cif' data_xb2664 _database_code_depnum_ccdc_archive 'CCDC 751607' #TrackingRef '21.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H26 N4 O10 S2 Zn' _chemical_formula_sum 'C22 H26 N4 O10 S2 Zn' _chemical_formula_weight 636.00 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 11.551(14) _cell_length_b 19.65(2) _cell_length_c 12.340(16) _cell_angle_alpha 90.00 _cell_angle_beta 102.913(18) _cell_angle_gamma 90.00 _cell_volume 2730(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 324 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 14.62 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.547 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 1.113 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8508 _exptl_absorpt_correction_T_max 0.8968 _exptl_absorpt_process_details 'SADABS (Bruker, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 APEX SMART II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7075 _diffrn_reflns_av_R_equivalents 0.1687 _diffrn_reflns_av_sigmaI/netI 0.3012 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 25.95 _reflns_number_total 2620 _reflns_number_gt 773 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement APEX2 _computing_data_reduction APEX2 _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics APEX2 _computing_publication_material APEX2 _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^)+(0.0780P)^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 SHELXL _refine_ls_extinction_coef 0.0033(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2620 _refine_ls_number_parameters 153 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2422 _refine_ls_R_factor_gt 0.1145 _refine_ls_wR_factor_ref 0.2699 _refine_ls_wR_factor_gt 0.2550 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _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 Zn1 Zn 0.5000 0.90547(10) 0.7500 0.0739(9) Uani 1 2 d S . . O1 O 0.6212(8) 0.9377(5) 0.8812(7) 0.109(3) Uani 1 1 d . . . O2 O 0.6565(8) 1.0051(5) 0.7523(8) 0.110(3) Uani 1 1 d . . . S1 S 1.0257(3) 1.14813(19) 1.1762(3) 0.0980(13) Uani 1 1 d . . . C2 C 0.6748(11) 0.9832(8) 0.8481(11) 0.079(4) Uani 1 1 d . . . N1 N 0.9246(6) 1.1006(3) 0.9821(7) 0.080(3) Uani 1 1 d G . . C11 C 0.8454(7) 1.0628(4) 0.9035(5) 0.085(4) Uani 1 1 d G . . H11A H 0.8425 1.0690 0.8282 0.102 Uiso 1 1 calc R . . C12 C 0.7707(6) 1.0159(4) 0.9374(7) 0.075(4) Uani 1 1 d G . . C13 C 0.7751(7) 1.0067(3) 1.0499(8) 0.097(4) Uani 1 1 d G . . H13A H 0.7251 0.9753 1.0726 0.116 Uiso 1 1 calc R . . C14 C 0.8543(8) 1.0445(4) 1.1286(5) 0.077(3) Uani 1 1 d G . . H14A H 0.8572 1.0383 1.2039 0.092 Uiso 1 1 calc R . . C15 C 0.9290(6) 1.0914(4) 1.0947(7) 0.081(3) Uani 1 1 d G . . N2 N 0.4115(6) 0.8459(3) 0.8415(6) 0.061(2) Uani 1 1 d G . . C21 C 0.3303(7) 0.7976(4) 0.7888(4) 0.076(3) Uani 1 1 d G . . H21A H 0.3186 0.7909 0.7125 0.091 Uiso 1 1 calc R . . C22 C 0.2666(6) 0.7592(3) 0.8501(7) 0.087(4) Uani 1 1 d G . . H22A H 0.2122 0.7268 0.8148 0.105 Uiso 1 1 calc R . . C23 C 0.2840(6) 0.7691(4) 0.9641(7) 0.067(3) Uani 1 1 d G . . C24 C 0.3652(7) 0.8175(4) 1.0168(4) 0.089(4) Uani 1 1 d G . . H24A H 0.3768 0.8241 1.0931 0.107 Uiso 1 1 calc R . . C25 C 0.4289(6) 0.8559(3) 0.9555(6) 0.102(4) Uani 1 1 d G . . H25A H 0.4832 0.8882 0.9908 0.122 Uiso 1 1 calc R . . O21 O 0.8976(12) 0.6370(6) 0.7947(9) 0.189(5) Uani 1 1 d . . . O22A O 0.593(2) 0.6897(11) 0.904(2) 0.161(9) Uiso 0.48 1 d P A 1 H22E H 0.5476 0.6650 0.9259 0.193 Uiso 0.48 1 d PR A 1 H22F H 0.5703 0.6901 0.8380 0.193 Uiso 0.48 1 d PR A 1 O22 O 0.5591(15) 0.6627(10) 0.8346(17) 0.141(7) Uiso 0.52 1 d P B 2 H22C H 0.5287 0.6557 0.8918 0.169 Uiso 0.52 1 d PR B 2 H22D H 0.5399 0.6878 0.7827 0.169 Uiso 0.52 1 d PR B 2 O23 O 0.7931(14) 0.6914(8) 0.9505(13) 0.283(8) Uani 1 1 d . . . H21C H 0.8636 0.6548 0.8437 0.339 Uiso 1 1 d R . . H21D H 0.8786 0.5999 0.7827 0.339 Uiso 1 1 d R . . H23A H 0.8141 0.6603 0.9922 0.339 Uiso 1 1 d R . . H23B H 0.7237 0.6872 0.9240 0.339 Uiso 1 1 d R . . 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 0.0762(14) 0.0763(15) 0.0755(14) 0.000 0.0304(12) 0.000 O1 0.120(7) 0.132(8) 0.086(6) -0.037(6) 0.044(6) -0.062(7) O2 0.113(7) 0.135(8) 0.074(6) -0.012(6) 0.005(6) -0.004(6) S1 0.083(2) 0.101(3) 0.100(3) 0.000(2) 0.000(2) -0.021(2) C2 0.075(9) 0.114(12) 0.056(8) -0.031(9) 0.030(8) -0.014(8) N1 0.075(6) 0.079(7) 0.077(7) 0.009(6) -0.002(6) 0.004(6) C11 0.072(8) 0.097(10) 0.083(9) -0.016(8) 0.014(8) 0.001(8) C12 0.060(7) 0.081(9) 0.091(10) -0.012(8) 0.034(8) -0.025(7) C13 0.102(10) 0.105(10) 0.094(10) -0.035(9) 0.046(9) -0.041(8) C14 0.093(9) 0.078(8) 0.058(7) -0.016(7) 0.013(7) -0.032(8) C15 0.052(7) 0.103(10) 0.079(9) 0.002(9) -0.004(7) 0.021(8) N2 0.072(6) 0.058(6) 0.053(6) 0.004(5) 0.014(5) 0.013(5) C21 0.091(9) 0.090(9) 0.046(7) 0.004(7) 0.016(7) 0.021(8) C22 0.118(10) 0.079(9) 0.079(9) -0.005(7) 0.052(8) -0.020(8) C23 0.069(8) 0.056(8) 0.080(9) 0.017(7) 0.028(7) 0.015(6) C24 0.119(10) 0.096(10) 0.066(8) -0.017(8) 0.050(8) -0.025(9) C25 0.113(10) 0.112(11) 0.085(10) -0.031(9) 0.033(9) -0.026(9) O21 0.225(11) 0.126(9) 0.181(11) 0.001(8) -0.030(10) -0.013(9) O23 0.260(16) 0.26(2) 0.33(2) 0.010(16) 0.059(16) -0.007(15) _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 O1 1.992(9) . ? Zn1 O1 1.992(9) 2_656 ? Zn1 N2 2.051(5) 2_656 ? Zn1 N2 2.051(5) . ? O1 C2 1.208(14) . ? O2 C2 1.232(14) . ? S1 C15 1.732(7) . ? S1 S1 2.039(7) 2_757 ? C2 C12 1.519(14) . ? N1 C11 1.3900 . ? N1 C15 1.3900 . ? C11 C12 1.3900 . ? C11 H11A 0.9300 . ? C12 C13 1.3900 . ? C13 C14 1.3900 . ? C13 H13A 0.9300 . ? C14 C15 1.3900 . ? C14 H14A 0.9300 . ? N2 C21 1.3900 . ? N2 C25 1.3900 . ? C21 C22 1.3900 . ? C21 H21A 0.9300 . ? C22 C23 1.3900 . ? C22 H22A 0.9300 . ? C23 C24 1.3900 . ? C23 C23 1.509(9) 7_567 ? C24 C25 1.3900 . ? C24 H24A 0.9300 . ? C25 H25A 0.9300 . ? O21 H21C 0.8651 . ? O21 H21D 0.7670 . ? O22A H22E 0.8000 . ? O22A H22F 0.8000 . ? O22A H22C 0.9822 . ? O22 H22E 1.1643 . ? O22 H22F 0.5535 . ? O22 H22C 0.8668 . ? O22 H22D 0.8000 . ? O23 H23A 0.7999 . ? O23 H23B 0.8000 . ? 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 O1 Zn1 O1 142.9(6) . 2_656 ? O1 Zn1 N2 106.4(3) . 2_656 ? O1 Zn1 N2 94.6(4) 2_656 2_656 ? O1 Zn1 N2 94.6(4) . . ? O1 Zn1 N2 106.4(3) 2_656 . ? N2 Zn1 N2 110.4(4) 2_656 . ? C2 O1 Zn1 106.3(9) . . ? C15 S1 S1 103.9(3) . 2_757 ? O1 C2 O2 126.3(13) . . ? O1 C2 C12 114.4(11) . . ? O2 C2 C12 119.2(12) . . ? C11 N1 C15 120.0 . . ? C12 C11 N1 120.0 . . ? C12 C11 H11A 120.0 . . ? N1 C11 H11A 120.0 . . ? C11 C12 C13 120.0 . . ? C11 C12 C2 117.6(8) . . ? C13 C12 C2 121.8(8) . . ? C14 C13 C12 120.0 . . ? C14 C13 H13A 120.0 . . ? C12 C13 H13A 120.0 . . ? C15 C14 C13 120.0 . . ? C15 C14 H14A 120.0 . . ? C13 C14 H14A 120.0 . . ? C14 C15 N1 120.0 . . ? C14 C15 S1 128.0(6) . . ? N1 C15 S1 111.8(6) . . ? C21 N2 C25 120.0 . . ? C21 N2 Zn1 120.0(5) . . ? C25 N2 Zn1 120.0(5) . . ? N2 C21 C22 120.0 . . ? N2 C21 H21A 120.0 . . ? C22 C21 H21A 120.0 . . ? C21 C22 C23 120.0 . . ? C21 C22 H22A 120.0 . . ? C23 C22 H22A 120.0 . . ? C24 C23 C22 120.0 . . ? C24 C23 C23 116.8(12) . 7_567 ? C22 C23 C23 123.2(12) . 7_567 ? C23 C24 C25 120.0 . . ? C23 C24 H24A 120.0 . . ? C25 C24 H24A 120.0 . . ? C24 C25 N2 120.0 . . ? C24 C25 H25A 120.0 . . ? N2 C25 H25A 120.0 . . ? H21C O21 H21D 111.4 . . ? H22E O22A H22F 105.2 . . ? H22E O22A H22C 28.0 . . ? H22F O22A H22C 77.8 . . ? H22E O22A H23B 130.0 . . ? H22F O22A H23B 104.7 . . ? H22C O22A H23B 135.2 . . ? H22E O22 H22F 88.0 . . ? H22E O22 H22C 20.6 . . ? H22F O22 H22C 102.9 . . ? H22E O22 H22D 132.8 . . ? H22F O22 H22D 58.5 . . ? H22C O22 H22D 131.3 . . ? H23A O23 H23B 108.5 . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.95 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.153 _refine_diff_density_min -0.450 _refine_diff_density_rms 0.138 # Attachment '31.cif' data_a _database_code_depnum_ccdc_archive 'CCDC 751608' #TrackingRef '31.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H32 N8 O8 S4 Zn2, C6 H5 N, 4(H2 O)' _chemical_formula_sum 'C54 H45 N9 O12 S4 Zn2' _chemical_formula_weight 1271.05 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 'P 21/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 7.5238(6) _cell_length_b 21.9578(17) _cell_length_c 33.012(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.2520(10) _cell_angle_gamma 90.00 _cell_volume 5431.0(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5535 _cell_measurement_theta_min 2.478 _cell_measurement_theta_max 25.305 _exptl_crystal_description block _exptl_crystal_colour white _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.554 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2608 _exptl_absorpt_coefficient_mu 1.109 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7391 _exptl_absorpt_correction_T_max 0.8425 _exptl_absorpt_process_details 'SADABS (Bruker, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 APEX SMART II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 31011 _diffrn_reflns_av_R_equivalents 0.0534 _diffrn_reflns_av_sigmaI/netI 0.0715 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 1.12 _diffrn_reflns_theta_max 26.67 _reflns_number_total 11414 _reflns_number_gt 7092 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement APEX2 _computing_data_reduction APEX2 _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics APEX2 _computing_publication_material APEX2 _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^)+(0.0582P)^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 11414 _refine_ls_number_parameters 734 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1066 _refine_ls_R_factor_gt 0.0519 _refine_ls_wR_factor_ref 0.1258 _refine_ls_wR_factor_gt 0.1135 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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 0.75595(5) 0.139120(18) 0.334086(12) 0.03052(12) Uani 1 1 d . . . Zn2 Zn -0.79255(5) 0.379408(18) 0.167318(12) 0.03208(12) Uani 1 1 d . . . O1 O 0.8956(3) 0.21286(11) 0.34901(8) 0.0431(6) Uani 1 1 d . . . O2 O 1.0691(4) 0.15358(13) 0.38894(11) 0.0734(10) Uani 1 1 d . . . O3 O 1.6754(3) 0.60656(10) 0.21713(7) 0.0393(6) Uani 1 1 d . . . O4 O 1.6751(5) 0.51051(12) 0.19774(9) 0.0696(10) Uani 1 1 d . . . O5 O -1.5693(3) 0.80635(12) 0.34838(8) 0.0481(7) Uani 1 1 d . . . O6 O -1.3859(4) 0.87006(14) 0.38268(11) 0.0808(11) Uani 1 1 d . . . O7 O -0.8618(3) 0.41211(11) 0.21850(7) 0.0410(6) Uani 1 1 d . . . O8 O -0.8231(5) 0.50762(12) 0.20052(9) 0.0737(10) Uani 1 1 d . . . S1 S -0.90092(16) 0.61779(6) 0.40937(3) 0.0640(3) Uani 1 1 d . . . S2 S 1.58466(15) 0.39732(5) 0.40332(3) 0.0588(3) Uani 1 1 d . . . S3 S 1.48328(16) 0.48135(5) 0.39104(3) 0.0564(3) Uani 1 1 d . . . S4 S -1.02181(17) 0.53801(5) 0.39345(3) 0.0614(3) Uani 1 1 d . . . N1 N 1.5400(5) 0.45284(16) 0.31188(11) 0.0630(10) Uani 1 1 d . . . N2 N 1.4485(4) 0.28975(15) 0.40775(10) 0.0465(8) Uani 1 1 d . . . N3 N 0.6782(4) 0.09317(13) 0.38209(8) 0.0322(7) Uani 1 1 d . . . N4 N 0.5218(4) 0.18659(12) 0.31616(8) 0.0312(7) Uani 1 1 d . . . N5 N -0.5576(4) 0.33194(13) 0.18572(8) 0.0317(7) Uani 1 1 d . . . N6 N -0.7085(4) 0.42591(12) 0.12024(8) 0.0308(7) Uani 1 1 d . . . N7 N -1.0066(5) 0.46736(15) 0.33170(10) 0.0538(9) Uani 1 1 d . . . N8 N -1.2324(6) 0.66075(18) 0.38118(12) 0.0787(13) Uani 1 1 d . . . N9 N 0.4482(6) 0.8512(2) 0.01776(13) 0.0789(13) Uani 1 1 d . . . C1 C 1.0328(5) 0.20329(17) 0.37343(12) 0.0388(9) Uani 1 1 d . . . C2 C 1.1551(5) 0.25608(16) 0.38274(10) 0.0339(8) Uani 1 1 d . . . C3 C 1.3236(5) 0.24668(17) 0.40164(11) 0.0429(10) Uani 1 1 d . . . H3 H 1.3525 0.2076 0.4108 0.051 Uiso 1 1 calc R . . C4 C 1.1116(5) 0.31550(17) 0.37175(11) 0.0423(9) Uani 1 1 d . . . H4 H 0.9981 0.3245 0.3597 0.051 Uiso 1 1 calc R . . C5 C 1.2348(5) 0.36077(18) 0.37850(12) 0.0458(10) Uani 1 1 d . . . H5 H 1.2061 0.4009 0.3717 0.055 Uiso 1 1 calc R . . C6 C 1.4013(5) 0.34585(17) 0.39555(11) 0.0402(9) Uani 1 1 d . . . C7 C 1.5276(5) 0.49707(17) 0.33998(10) 0.0394(9) Uani 1 1 d . . . C8 C 1.5421(5) 0.55606(15) 0.33187(11) 0.0407(10) Uani 1 1 d . . . H8 H 1.5251 0.5851 0.3517 0.049 Uiso 1 1 calc R . . C9 C 1.5815(5) 0.57306(17) 0.29475(12) 0.0506(11) Uani 1 1 d . . . H9 H 1.5939 0.6143 0.2894 0.061 Uiso 1 1 calc R . . C10 C 1.6041(5) 0.53208(16) 0.26448(11) 0.0343(8) Uani 1 1 d . . . C11 C 1.5793(6) 0.47121(17) 0.27394(12) 0.0524(11) Uani 1 1 d . . . H11 H 1.5896 0.4419 0.2539 0.063 Uiso 1 1 calc R . . C12 C 1.6547(5) 0.54962(17) 0.22292(11) 0.0362(9) Uani 1 1 d . . . C13 C 0.6511(5) 0.12750(18) 0.41486(11) 0.0474(10) Uani 1 1 d . . . H13 H 0.6722 0.1692 0.4135 0.057 Uiso 1 1 calc R . . C14 C 0.5951(6) 0.1046(2) 0.44955(13) 0.0601(12) Uani 1 1 d . . . H14 H 0.5760 0.1306 0.4710 0.072 Uiso 1 1 calc R . . C15 C 0.5660(5) 0.0433(3) 0.45334(13) 0.0629(14) Uani 1 1 d . . . C16 C 0.5959(5) 0.0075(2) 0.42023(14) 0.0582(13) Uani 1 1 d . . . H16 H 0.5794 -0.0344 0.4216 0.070 Uiso 1 1 calc R . . C17 C 0.6499(5) 0.03312(17) 0.38509(12) 0.0435(10) Uani 1 1 d . . . H17 H 0.6670 0.0081 0.3630 0.052 Uiso 1 1 calc R . . C18 C 0.5013(8) 0.0286(3) 0.4942(2) 0.0383(14) Uani 0.65 1 d P . 1 H18A H 0.4642 0.0594 0.5108 0.046 Uiso 0.65 1 calc PR . 1 C18A C 0.5297(14) -0.0100(7) 0.4836(4) 0.038(3) Uiso 0.35 1 d P . 2 H18C H 0.5489 -0.0510 0.4783 0.046 Uiso 0.35 1 calc PR . 2 C19 C 0.3723(4) 0.15522(15) 0.30587(10) 0.0341(8) Uani 1 1 d . . . H19 H 0.3719 0.1138 0.3116 0.041 Uiso 1 1 calc R . . C20 C 0.2193(5) 0.18068(15) 0.28729(11) 0.0356(8) Uani 1 1 d . . . H20 H 0.1194 0.1566 0.2805 0.043 Uiso 1 1 calc R . . C21 C 0.2146(4) 0.24271(15) 0.27873(10) 0.0299(8) Uani 1 1 d . . . C22 C 0.3672(5) 0.27593(16) 0.29100(10) 0.0337(8) Uani 1 1 d . . . H22 H 0.3692 0.3178 0.2869 0.040 Uiso 1 1 calc R . . C23 C 0.5161(4) 0.24673(16) 0.30928(10) 0.0340(8) Uani 1 1 d . . . H23 H 0.6169 0.2698 0.3172 0.041 Uiso 1 1 calc R . . C24 C 0.0595(4) 0.27264(16) 0.25685(10) 0.0338(8) Uani 1 1 d . . . H24 H 0.0722 0.3135 0.2503 0.041 Uiso 1 1 calc R . . C25 C -0.0959(5) 0.24715(16) 0.24555(10) 0.0339(8) Uani 1 1 d . . . H25 H -0.1086 0.2063 0.2523 0.041 Uiso 1 1 calc R . . C26 C -0.2502(4) 0.27653(15) 0.22355(10) 0.0310(8) Uani 1 1 d . . . C27 C -0.4038(4) 0.24383(16) 0.21204(10) 0.0340(8) Uani 1 1 d . . . H27 H -0.4054 0.2021 0.2167 0.041 Uiso 1 1 calc R . . C28 C -0.5539(5) 0.27171(15) 0.19381(10) 0.0342(8) Uani 1 1 d . . . H28 H -0.6556 0.2485 0.1869 0.041 Uiso 1 1 calc R . . C29 C -0.4066(5) 0.36300(16) 0.19440(10) 0.0350(8) Uani 1 1 d . . . H29 H -0.4052 0.4040 0.1873 0.042 Uiso 1 1 calc R . . C30 C -0.2535(4) 0.33818(16) 0.21311(10) 0.0335(8) Uani 1 1 d . . . H30 H -0.1525 0.3622 0.2188 0.040 Uiso 1 1 calc R . . C31 C -0.6962(5) 0.39469(16) 0.08552(11) 0.0392(9) Uani 1 1 d . . . H31 H -0.7332 0.3543 0.0844 0.047 Uiso 1 1 calc R . . C32 C -0.6318(5) 0.41959(17) 0.05187(11) 0.0406(9) Uani 1 1 d . . . H32 H -0.6220 0.3959 0.0288 0.049 Uiso 1 1 calc R . . C33 C -0.5806(4) 0.48088(16) 0.05227(11) 0.0333(8) Uani 1 1 d . . . C34 C -0.5965(5) 0.51262(16) 0.08785(11) 0.0406(9) Uani 1 1 d . . . H34 H -0.5652 0.5536 0.0895 0.049 Uiso 1 1 calc R . . C35 C -0.6579(5) 0.48441(17) 0.12072(11) 0.0385(9) Uani 1 1 d . . . H35 H -0.6649 0.5068 0.1444 0.046 Uiso 1 1 calc R . . C36 C -0.5170(5) 0.51258(17) 0.01732(10) 0.0391(9) Uani 1 1 d . . . H36 H -0.4992 0.5544 0.0198 0.047 Uiso 1 1 calc R . . C37 C -0.8615(5) 0.46908(18) 0.22492(11) 0.0393(9) Uani 1 1 d . . . C38 C -0.9076(5) 0.48980(15) 0.26610(11) 0.0348(9) Uani 1 1 d . . . C39 C -0.8856(5) 0.54960(17) 0.27804(11) 0.0479(10) Uani 1 1 d . . . H39 H -0.8469 0.5781 0.2599 0.057 Uiso 1 1 calc R . . C40 C -0.9201(5) 0.56780(17) 0.31649(12) 0.0475(10) Uani 1 1 d . . . H40 H -0.9052 0.6082 0.3246 0.057 Uiso 1 1 calc R . . C41 C -0.9765(5) 0.52519(17) 0.34212(11) 0.0403(9) Uani 1 1 d . . . C42 C -0.9703(5) 0.45084(18) 0.29415(12) 0.0496(11) Uani 1 1 d . . . H42 H -0.9888 0.4104 0.2866 0.060 Uiso 1 1 calc R . . C43 C -1.0671(5) 0.6753(2) 0.39861(11) 0.0505(11) Uani 1 1 d . . . C44 C -1.0170(5) 0.73096(18) 0.40784(12) 0.0415(9) Uani 1 1 d . . . H44 H -0.9023 0.7389 0.4197 0.050 Uiso 1 1 calc R . . C45 C -1.1331(5) 0.7762(2) 0.40003(12) 0.0542(11) Uani 1 1 d . . . H45 H -1.0987 0.8157 0.4073 0.065 Uiso 1 1 calc R . . C46 C -1.3040(5) 0.76653(17) 0.38134(11) 0.0393(9) Uani 1 1 d . . . C47 C -1.3504(6) 0.70704(19) 0.37279(13) 0.0589(12) Uani 1 1 d . . . H47 H -1.4646 0.6983 0.3610 0.071 Uiso 1 1 calc R . . C48 C -1.4278(5) 0.81832(19) 0.37037(12) 0.0436(10) Uani 1 1 d . . . C49 C 0.2929(8) 0.8319(3) 0.00127(16) 0.0806(16) Uani 1 1 d . . . H49 H 0.2815 0.7908 -0.0053 0.097 Uiso 1 1 calc R . . C50 C 0.1442(7) 0.8692(2) -0.00699(15) 0.0755(15) Uani 1 1 d . . . H50 H 0.0369 0.8531 -0.0185 0.091 Uiso 1 1 calc R . . C51 C 0.1586(6) 0.9308(2) 0.00221(12) 0.0535(11) Uani 1 1 d . . . C52 C 0.3226(7) 0.9497(2) 0.01931(16) 0.0790(15) Uani 1 1 d . . . H52 H 0.3398 0.9905 0.0261 0.095 Uiso 1 1 calc R . . C53 C 0.4611(8) 0.9097(3) 0.02646(17) 0.0940(18) Uani 1 1 d . . . H53 H 0.5699 0.9245 0.0380 0.113 Uiso 1 1 calc R . . C54 C 0.0050(6) 0.97088(18) -0.00469(12) 0.0563(11) Uani 1 1 d . . . H54 H -0.0984 0.9534 -0.0172 0.068 Uiso 1 1 calc R . . O11 O 0.7224(5) 0.76484(15) 0.03407(12) 0.1064(13) Uani 1 1 d . . . H11A H 0.6441 0.7891 0.0294 0.128 Uiso 1 1 d R . . H11B H 0.8091 0.7712 0.0494 0.128 Uiso 1 1 d R . . O12 O 0.4557(5) 0.67133(17) 0.02301(11) 0.1126(14) Uani 1 1 d . . . H12B H 0.4480 0.6663 0.0468 0.135 Uiso 1 1 d R . . H12A H 0.5296 0.6975 0.0260 0.135 Uiso 1 1 d R . . O13 O 0.8523(7) 0.7440(2) 0.95859(15) 0.166(2) Uani 1 1 d . . . H13A H 0.8144 0.7507 0.9800 0.200 Uiso 1 1 d R . . H13B H 0.9339 0.7208 0.9624 0.200 Uiso 1 1 d R . . O14 O 0.1360(7) 0.6620(2) 0.97387(13) 0.151(2) Uani 1 1 d . . . H14A H 0.1290 0.6538 0.9502 0.181 Uiso 1 1 d R . . H14B H 0.2270 0.6651 0.9883 0.181 Uiso 1 1 d R . . 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 0.0326(2) 0.0307(2) 0.0286(2) 0.00386(18) 0.00443(17) -0.00036(18) Zn2 0.0331(2) 0.0324(2) 0.0308(2) 0.00447(18) 0.00347(17) -0.00086(18) O1 0.0396(15) 0.0433(16) 0.0446(16) 0.0018(13) -0.0050(13) -0.0102(13) O2 0.062(2) 0.0368(17) 0.116(3) 0.0217(18) -0.0192(19) -0.0097(15) O3 0.0511(16) 0.0321(15) 0.0361(15) 0.0027(12) 0.0123(12) 0.0013(12) O4 0.127(3) 0.0415(17) 0.0454(18) -0.0070(15) 0.0332(18) -0.0082(18) O5 0.0445(17) 0.0514(17) 0.0470(17) -0.0004(14) -0.0039(13) 0.0127(14) O6 0.067(2) 0.0478(19) 0.127(3) -0.017(2) 0.000(2) 0.0073(17) O7 0.0533(16) 0.0299(15) 0.0411(15) -0.0039(12) 0.0119(12) -0.0017(12) O8 0.137(3) 0.0388(17) 0.0526(19) 0.0013(15) 0.048(2) -0.0019(18) S1 0.0642(7) 0.0744(8) 0.0498(7) -0.0154(6) -0.0143(6) 0.0318(6) S2 0.0546(7) 0.0649(7) 0.0539(7) 0.0208(6) -0.0105(5) -0.0270(6) S3 0.0853(9) 0.0507(7) 0.0354(6) -0.0032(5) 0.0171(6) -0.0238(6) S4 0.0899(9) 0.0605(7) 0.0353(6) 0.0048(5) 0.0137(6) 0.0235(7) N1 0.088(3) 0.055(2) 0.047(2) -0.0012(19) 0.014(2) -0.013(2) N2 0.0383(19) 0.050(2) 0.050(2) 0.0108(17) -0.0058(15) -0.0056(16) N3 0.0302(16) 0.0360(17) 0.0305(17) 0.0073(14) 0.0026(13) -0.0015(13) N4 0.0323(16) 0.0304(17) 0.0311(17) 0.0023(13) 0.0037(13) 0.0005(13) N5 0.0322(16) 0.0343(17) 0.0286(16) 0.0004(13) 0.0032(13) -0.0010(14) N6 0.0351(17) 0.0312(17) 0.0264(16) 0.0035(13) 0.0043(13) -0.0001(13) N7 0.074(3) 0.047(2) 0.043(2) 0.0065(17) 0.0160(18) 0.0032(19) N8 0.086(3) 0.063(3) 0.081(3) -0.019(2) -0.025(2) 0.033(2) N9 0.086(3) 0.078(3) 0.072(3) 0.002(3) 0.005(3) 0.028(3) C1 0.038(2) 0.036(2) 0.044(2) 0.0012(19) 0.0098(19) -0.0028(18) C2 0.036(2) 0.034(2) 0.032(2) 0.0006(16) 0.0042(16) -0.0020(17) C3 0.040(2) 0.036(2) 0.052(3) 0.0080(19) -0.0029(19) -0.0046(18) C4 0.035(2) 0.044(2) 0.046(2) 0.0042(19) -0.0069(18) -0.0024(18) C5 0.049(2) 0.035(2) 0.051(3) 0.0097(19) -0.0075(19) -0.0062(19) C6 0.047(2) 0.044(2) 0.029(2) 0.0062(18) 0.0037(17) -0.0094(19) C7 0.046(2) 0.045(2) 0.028(2) -0.0054(18) 0.0065(17) -0.0105(19) C8 0.077(3) 0.0165(18) 0.032(2) -0.0047(16) 0.0233(19) -0.0045(18) C9 0.076(3) 0.029(2) 0.048(3) 0.0032(19) 0.014(2) 0.001(2) C10 0.035(2) 0.034(2) 0.035(2) 0.0002(17) 0.0073(16) -0.0023(16) C11 0.087(3) 0.035(2) 0.037(2) -0.0047(19) 0.014(2) -0.007(2) C12 0.037(2) 0.034(2) 0.038(2) 0.0038(18) 0.0048(17) -0.0006(17) C13 0.052(2) 0.051(3) 0.040(2) 0.002(2) 0.0099(19) 0.001(2) C14 0.052(3) 0.090(4) 0.039(3) 0.005(3) 0.012(2) 0.001(3) C15 0.031(2) 0.123(5) 0.033(3) 0.028(3) -0.0054(18) -0.014(3) C16 0.043(2) 0.060(3) 0.068(3) 0.039(3) -0.017(2) -0.024(2) C17 0.037(2) 0.046(2) 0.046(2) 0.004(2) -0.0034(18) -0.0052(19) C18 0.033(3) 0.049(4) 0.034(4) 0.008(3) 0.007(3) -0.004(3) C19 0.036(2) 0.0261(19) 0.040(2) 0.0030(16) 0.0038(17) 0.0017(16) C20 0.032(2) 0.031(2) 0.044(2) 0.0002(17) 0.0003(16) -0.0029(16) C21 0.0284(19) 0.036(2) 0.0257(19) 0.0028(16) 0.0037(15) 0.0035(16) C22 0.040(2) 0.0260(19) 0.036(2) 0.0043(16) 0.0053(17) 0.0009(16) C23 0.031(2) 0.034(2) 0.037(2) 0.0016(17) 0.0015(16) -0.0029(16) C24 0.037(2) 0.0282(19) 0.036(2) 0.0040(16) 0.0039(16) 0.0048(16) C25 0.035(2) 0.031(2) 0.036(2) 0.0092(16) 0.0041(16) 0.0080(16) C26 0.0292(19) 0.031(2) 0.033(2) -0.0004(16) 0.0069(15) 0.0000(16) C27 0.037(2) 0.028(2) 0.037(2) 0.0031(16) 0.0024(17) -0.0002(16) C28 0.033(2) 0.032(2) 0.037(2) -0.0004(17) 0.0004(16) -0.0057(16) C29 0.040(2) 0.0283(19) 0.037(2) 0.0000(16) 0.0050(17) -0.0017(17) C30 0.0260(19) 0.037(2) 0.037(2) -0.0031(17) -0.0007(16) -0.0025(16) C31 0.044(2) 0.034(2) 0.039(2) 0.0028(18) 0.0022(18) -0.0024(17) C32 0.050(2) 0.045(2) 0.028(2) -0.0024(18) 0.0064(17) 0.0010(19) C33 0.0289(19) 0.036(2) 0.035(2) 0.0057(17) 0.0018(16) -0.0019(16) C34 0.048(2) 0.033(2) 0.041(2) 0.0005(18) 0.0086(18) -0.0069(18) C35 0.043(2) 0.043(2) 0.030(2) -0.0028(17) 0.0078(17) -0.0034(18) C36 0.040(2) 0.036(2) 0.042(2) 0.0026(18) 0.0042(18) -0.0036(17) C37 0.042(2) 0.044(3) 0.032(2) 0.0009(19) 0.0041(17) -0.0002(19) C38 0.036(2) 0.034(2) 0.035(2) 0.0024(17) 0.0083(16) 0.0036(16) C39 0.067(3) 0.039(2) 0.039(2) 0.0032(19) 0.013(2) -0.003(2) C40 0.068(3) 0.032(2) 0.043(2) -0.0050(19) 0.008(2) 0.003(2) C41 0.053(2) 0.040(2) 0.028(2) 0.0014(18) 0.0038(18) 0.0138(19) C42 0.073(3) 0.036(2) 0.042(2) -0.0011(19) 0.013(2) -0.004(2) C43 0.046(3) 0.072(3) 0.032(2) -0.005(2) -0.0030(19) 0.024(2) C44 0.025(2) 0.047(2) 0.051(2) -0.005(2) -0.0077(17) 0.0062(18) C45 0.047(3) 0.060(3) 0.055(3) -0.004(2) -0.003(2) -0.004(2) C46 0.041(2) 0.047(2) 0.030(2) -0.0027(18) 0.0032(17) 0.0078(19) C47 0.057(3) 0.053(3) 0.061(3) -0.011(2) -0.021(2) 0.017(2) C48 0.042(2) 0.046(3) 0.044(2) -0.002(2) 0.0109(19) 0.003(2) C49 0.094(4) 0.061(4) 0.087(4) -0.001(3) 0.016(4) 0.024(3) C50 0.086(4) 0.064(3) 0.076(4) -0.010(3) 0.007(3) 0.006(3) C51 0.070(3) 0.057(3) 0.031(2) -0.001(2) -0.004(2) 0.010(2) C52 0.085(4) 0.060(3) 0.086(4) -0.010(3) -0.023(3) 0.019(3) C53 0.095(5) 0.087(4) 0.096(5) -0.012(4) -0.011(3) 0.018(4) C54 0.066(3) 0.062(3) 0.039(2) -0.001(2) -0.005(2) 0.001(3) O11 0.094(3) 0.079(3) 0.139(4) -0.016(3) -0.030(2) 0.026(2) O12 0.154(4) 0.090(3) 0.092(3) -0.024(2) -0.004(3) 0.009(3) O13 0.166(5) 0.176(5) 0.152(5) -0.045(4) -0.013(4) 0.007(4) O14 0.203(5) 0.153(4) 0.092(3) 0.025(3) -0.008(3) -0.070(4) _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 O3 1.949(2) 2_745 ? Zn1 O1 1.968(2) . ? Zn1 N3 2.010(3) . ? Zn1 N4 2.085(3) . ? Zn2 O7 1.950(2) . ? Zn2 O5 1.955(3) 2_245 ? Zn2 N6 2.009(3) . ? Zn2 N5 2.094(3) . ? O1 C1 1.267(4) . ? O2 C1 1.226(4) . ? O3 C12 1.276(4) . ? O3 Zn1 1.949(2) 2_755 ? O4 C12 1.215(4) . ? O5 C48 1.260(5) . ? O5 Zn2 1.955(3) 2_255 ? O6 C48 1.238(5) . ? O7 C37 1.269(4) . ? O8 C37 1.221(4) . ? S1 C43 1.790(4) . ? S1 S4 2.0211(18) . ? S2 C6 1.784(4) . ? S2 S3 2.0234(17) . ? S3 C7 1.782(3) . ? S4 C41 1.781(4) . ? N1 C7 1.352(5) . ? N1 C11 1.374(5) . ? N2 C6 1.334(5) . ? N2 C3 1.335(4) . ? N3 C17 1.341(4) . ? N3 C13 1.349(4) . ? N4 C19 1.336(4) . ? N4 C23 1.340(4) . ? N5 C29 1.333(4) . ? N5 C28 1.349(4) . ? N6 C35 1.339(4) . ? N6 C31 1.346(4) . ? N7 C41 1.330(5) . ? N7 C42 1.343(5) . ? N8 C43 1.360(5) . ? N8 C47 1.361(5) . ? N9 C49 1.313(6) . ? N9 C53 1.319(6) . ? C1 C2 1.494(5) . ? C2 C3 1.376(5) . ? C2 C4 1.385(5) . ? C3 H3 0.9300 . ? C4 C5 1.364(5) . ? C4 H4 0.9300 . ? C5 C6 1.365(5) . ? C5 H5 0.9300 . ? C7 C8 1.329(5) . ? C8 C9 1.340(5) . ? C8 H8 0.9300 . ? C9 C10 1.367(5) . ? C9 H9 0.9300 . ? C10 C11 1.389(5) . ? C10 C12 1.507(5) . ? C11 H11 0.9300 . ? C13 C14 1.353(5) . ? C13 H13 0.9300 . ? C14 C15 1.371(6) . ? C14 H14 0.9300 . ? C15 C16 1.382(6) . ? C15 C18 1.511(8) . ? C15 C18A 1.579(15) . ? C16 C17 1.384(5) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C18 1.313(12) 3_656 ? C18 H18A 0.9300 . ? C18A C18A 1.28(2) 3_656 ? C18A H18C 0.9300 . ? C19 C20 1.373(5) . ? C19 H19 0.9300 . ? C20 C21 1.391(4) . ? C20 H20 0.9300 . ? C21 C22 1.389(5) . ? C21 C24 1.470(4) . ? C22 C23 1.380(5) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C24 C25 1.319(5) . ? C24 H24 0.9300 . ? C25 C26 1.462(5) . ? C25 H25 0.9300 . ? C26 C27 1.384(4) . ? C26 C30 1.397(5) . ? C27 C28 1.374(5) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 C30 1.369(5) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? C31 C32 1.366(5) . ? C31 H31 0.9300 . ? C32 C33 1.399(5) . ? C32 H32 0.9300 . ? C33 C34 1.381(5) . ? C33 C36 1.465(4) . ? C34 C35 1.366(4) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C36 C36 1.316(7) 3_465 ? C36 H36 0.9300 . ? C37 C38 1.504(5) . ? C38 C42 1.376(5) . ? C38 C39 1.376(5) . ? C39 C40 1.378(5) . ? C39 H39 0.9300 . ? C40 C41 1.355(5) . ? C40 H40 0.9300 . ? C42 H42 0.9300 . ? C43 C44 1.306(5) . ? C44 C45 1.333(5) . ? C44 H44 0.9300 . ? C45 C46 1.391(5) . ? C45 H45 0.9300 . ? C46 C47 1.374(5) . ? C46 C48 1.493(5) . ? C47 H47 0.9300 . ? C49 C50 1.394(7) . ? C49 H49 0.9300 . ? C50 C51 1.388(6) . ? C50 H50 0.9300 . ? C51 C52 1.373(6) . ? C51 C54 1.454(6) . ? C52 C53 1.366(7) . ? C52 H52 0.9300 . ? C53 H53 0.9300 . ? C54 C54 1.320(8) 3_575 ? C54 H54 0.9300 . ? O11 H11A 0.8000 . ? O11 H11B 0.7999 . ? O12 H12B 0.7998 . ? O12 H12A 0.8000 . ? O13 H13A 0.8000 . ? O13 H13B 0.8000 . ? O14 H14A 0.7999 . ? O14 H14B 0.8000 . ? 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 O3 Zn1 O1 109.94(10) 2_745 . ? O3 Zn1 N3 128.27(11) 2_745 . ? O1 Zn1 N3 113.75(11) . . ? O3 Zn1 N4 102.79(11) 2_745 . ? O1 Zn1 N4 94.46(11) . . ? N3 Zn1 N4 100.09(10) . . ? O7 Zn2 O5 110.73(10) . 2_245 ? O7 Zn2 N6 127.66(11) . . ? O5 Zn2 N6 114.15(11) 2_245 . ? O7 Zn2 N5 102.56(11) . . ? O5 Zn2 N5 94.75(11) 2_245 . ? N6 Zn2 N5 99.22(10) . . ? C1 O1 Zn1 114.1(2) . . ? C12 O3 Zn1 122.3(2) . 2_755 ? C48 O5 Zn2 112.5(3) . 2_255 ? C37 O7 Zn2 120.8(2) . . ? C43 S1 S4 105.70(17) . . ? C6 S2 S3 106.05(14) . . ? C7 S3 S2 105.46(14) . . ? C41 S4 S1 105.28(15) . . ? C7 N1 C11 116.7(3) . . ? C6 N2 C3 116.4(3) . . ? C17 N3 C13 117.0(3) . . ? C17 N3 Zn1 127.7(2) . . ? C13 N3 Zn1 115.3(2) . . ? C19 N4 C23 116.8(3) . . ? C19 N4 Zn1 119.0(2) . . ? C23 N4 Zn1 123.6(2) . . ? C29 N5 C28 117.2(3) . . ? C29 N5 Zn2 119.2(2) . . ? C28 N5 Zn2 123.1(2) . . ? C35 N6 C31 117.2(3) . . ? C35 N6 Zn2 126.0(2) . . ? C31 N6 Zn2 116.8(2) . . ? C41 N7 C42 116.9(3) . . ? C43 N8 C47 117.7(4) . . ? C49 N9 C53 116.7(5) . . ? O2 C1 O1 123.4(4) . . ? O2 C1 C2 119.7(4) . . ? O1 C1 C2 116.9(3) . . ? C3 C2 C4 116.5(3) . . ? C3 C2 C1 120.1(3) . . ? C4 C2 C1 123.4(3) . . ? N2 C3 C2 124.6(4) . . ? N2 C3 H3 117.7 . . ? C2 C3 H3 117.7 . . ? C5 C4 C2 120.2(4) . . ? C5 C4 H4 119.9 . . ? C2 C4 H4 119.9 . . ? C4 C5 C6 118.5(4) . . ? C4 C5 H5 120.8 . . ? C6 C5 H5 120.8 . . ? N2 C6 C5 123.7(4) . . ? N2 C6 S2 111.2(3) . . ? C5 C6 S2 125.1(3) . . ? C8 C7 N1 123.3(3) . . ? C8 C7 S3 113.9(3) . . ? N1 C7 S3 122.7(3) . . ? C7 C8 C9 119.0(3) . . ? C7 C8 H8 120.5 . . ? C9 C8 H8 120.5 . . ? C8 C9 C10 122.6(3) . . ? C8 C9 H9 118.7 . . ? C10 C9 H9 118.7 . . ? C9 C10 C11 116.1(3) . . ? C9 C10 C12 123.8(3) . . ? C11 C10 C12 120.1(3) . . ? N1 C11 C10 122.1(4) . . ? N1 C11 H11 118.9 . . ? C10 C11 H11 118.9 . . ? O4 C12 O3 124.4(3) . . ? O4 C12 C10 120.1(3) . . ? O3 C12 C10 115.5(3) . . ? N3 C13 C14 123.6(4) . . ? N3 C13 H13 118.2 . . ? C14 C13 H13 118.2 . . ? C13 C14 C15 120.4(4) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C14 C15 C16 116.6(4) . . ? C14 C15 C18 111.0(5) . . ? C16 C15 C18 132.3(5) . . ? C14 C15 C18A 145.5(6) . . ? C16 C15 C18A 97.4(6) . . ? C18 C15 C18A 35.7(4) . . ? C15 C16 C17 120.9(4) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? N3 C17 C16 121.5(4) . . ? N3 C17 H17 119.2 . . ? C16 C17 H17 119.2 . . ? C18 C18 C15 118.6(9) 3_656 . ? C18 C18 H18A 120.7 3_656 . ? C15 C18 H18A 120.7 . . ? C18A C18A C15 111.9(17) 3_656 . ? C18A C18A H18C 124.0 3_656 . ? C15 C18A H18C 124.0 . . ? N4 C19 C20 123.8(3) . . ? N4 C19 H19 118.1 . . ? C20 C19 H19 118.1 . . ? C19 C20 C21 119.6(3) . . ? C19 C20 H20 120.2 . . ? C21 C20 H20 120.2 . . ? C22 C21 C20 116.7(3) . . ? C22 C21 C24 120.4(3) . . ? C20 C21 C24 122.8(3) . . ? C23 C22 C21 120.0(3) . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? N4 C23 C22 123.0(3) . . ? N4 C23 H23 118.5 . . ? C22 C23 H23 118.5 . . ? C25 C24 C21 126.3(3) . . ? C25 C24 H24 116.8 . . ? C21 C24 H24 116.8 . . ? C24 C25 C26 126.6(3) . . ? C24 C25 H25 116.7 . . ? C26 C25 H25 116.7 . . ? C27 C26 C30 116.0(3) . . ? C27 C26 C25 120.9(3) . . ? C30 C26 C25 123.1(3) . . ? C28 C27 C26 121.4(3) . . ? C28 C27 H27 119.3 . . ? C26 C27 H27 119.3 . . ? N5 C28 C27 121.6(3) . . ? N5 C28 H28 119.2 . . ? C27 C28 H28 119.2 . . ? N5 C29 C30 123.9(3) . . ? N5 C29 H29 118.0 . . ? C30 C29 H29 118.0 . . ? C29 C30 C26 119.5(3) . . ? C29 C30 H30 120.2 . . ? C26 C30 H30 120.2 . . ? N6 C31 C32 123.1(3) . . ? N6 C31 H31 118.5 . . ? C32 C31 H31 118.5 . . ? C31 C32 C33 119.7(3) . . ? C31 C32 H32 120.2 . . ? C33 C32 H32 120.2 . . ? C34 C33 C32 116.6(3) . . ? C34 C33 C36 119.4(3) . . ? C32 C33 C36 124.0(3) . . ? C35 C34 C33 120.6(3) . . ? C35 C34 H34 119.7 . . ? C33 C34 H34 119.7 . . ? N6 C35 C34 122.8(3) . . ? N6 C35 H35 118.6 . . ? C34 C35 H35 118.6 . . ? C36 C36 C33 126.0(4) 3_465 . ? C36 C36 H36 117.0 3_465 . ? C33 C36 H36 117.0 . . ? O8 C37 O7 124.7(3) . . ? O8 C37 C38 118.3(3) . . ? O7 C37 C38 116.9(3) . . ? C42 C38 C39 116.1(3) . . ? C42 C38 C37 122.8(3) . . ? C39 C38 C37 121.1(3) . . ? C38 C39 C40 120.8(3) . . ? C38 C39 H39 119.6 . . ? C40 C39 H39 119.6 . . ? C41 C40 C39 118.1(4) . . ? C41 C40 H40 121.0 . . ? C39 C40 H40 121.0 . . ? N7 C41 C40 123.6(3) . . ? N7 C41 S4 110.7(3) . . ? C40 C41 S4 125.7(3) . . ? N7 C42 C38 124.4(4) . . ? N7 C42 H42 117.8 . . ? C38 C42 H42 117.8 . . ? C44 C43 N8 123.5(4) . . ? C44 C43 S1 115.6(3) . . ? N8 C43 S1 120.9(4) . . ? C43 C44 C45 118.8(4) . . ? C43 C44 H44 120.6 . . ? C45 C44 H44 120.6 . . ? C44 C45 C46 122.3(4) . . ? C44 C45 H45 118.8 . . ? C46 C45 H45 118.8 . . ? C47 C46 C45 116.3(4) . . ? C47 C46 C48 122.2(4) . . ? C45 C46 C48 121.5(4) . . ? N8 C47 C46 121.3(4) . . ? N8 C47 H47 119.3 . . ? C46 C47 H47 119.3 . . ? O6 C48 O5 123.8(4) . . ? O6 C48 C46 119.0(4) . . ? O5 C48 C46 117.1(4) . . ? N9 C49 C50 124.0(5) . . ? N9 C49 H49 118.0 . . ? C50 C49 H49 118.0 . . ? C51 C50 C49 119.0(5) . . ? C51 C50 H50 120.5 . . ? C49 C50 H50 120.5 . . ? C52 C51 C50 115.7(5) . . ? C52 C51 C54 123.6(4) . . ? C50 C51 C54 120.7(5) . . ? C53 C52 C51 121.3(5) . . ? C53 C52 H52 119.4 . . ? C51 C52 H52 119.4 . . ? N9 C53 C52 123.3(6) . . ? N9 C53 H53 118.4 . . ? C52 C53 H53 118.4 . . ? C54 C54 C51 127.7(6) 3_575 . ? C54 C54 H54 116.1 3_575 . ? C51 C54 H54 116.1 . . ? H11A O11 H11B 123.4 . . ? H12B O12 H12A 95.3 . . ? H13A O13 H13B 107.8 . . ? H14A O14 H14B 125.2 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.67 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.584 _refine_diff_density_min -0.486 _refine_diff_density_rms 0.078 # Attachment '41.cif' data_xb2916 _database_code_depnum_ccdc_archive 'CCDC 751609' #TrackingRef '41.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H40 Cu2 N8 O12 S4' _chemical_formula_sum 'C46 H40 Cu2 N8 O12 S4' _chemical_formula_weight 1152.18 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' Cu Cu 0.3201 1.2651 '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' H H 0.0000 0.0000 '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 9.3823(12) _cell_length_b 12.2541(16) _cell_length_c 12.379(3) _cell_angle_alpha 113.038(3) _cell_angle_beta 92.382(3) _cell_angle_gamma 112.130(2) _cell_volume 1183.0(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2084 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 25.58 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.617 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 590 _exptl_absorpt_coefficient_mu 1.149 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7622 _exptl_absorpt_correction_T_max 0.8466 _exptl_absorpt_process_details 'SADABS (Bruker, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 APEX SMART II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 5982 _diffrn_reflns_av_R_equivalents 0.0177 _diffrn_reflns_av_sigmaI/netI 0.0400 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 25.20 _reflns_number_total 4174 _reflns_number_gt 3236 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement APEX2 _computing_data_reduction APEX2 _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics APEX2 _computing_publication_material APEX2 _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^)+(0.0688P)^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 4174 _refine_ls_number_parameters 336 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0457 _refine_ls_R_factor_gt 0.0356 _refine_ls_wR_factor_ref 0.1067 _refine_ls_wR_factor_gt 0.1022 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _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 Cu1 Cu 0.20230(4) 0.16082(3) -0.07161(3) 0.03417(14) Uani 1 1 d . . . S2 S -0.31303(9) 0.40404(9) 0.55390(7) 0.0488(2) Uani 1 1 d . . . S1 S -0.22548(9) 0.52689(8) 0.47659(8) 0.0494(2) Uani 1 1 d . . . O1 O 0.0420(3) 0.3487(2) -0.0165(2) 0.0600(6) Uani 1 1 d . . . O2 O 0.0665(2) 0.2021(2) 0.03828(19) 0.0461(5) Uani 1 1 d . . . O3 O -1.0235(3) -0.0909(2) 0.3194(2) 0.0576(6) Uani 1 1 d . . . O4 O -1.0239(2) -0.00835(19) 0.18805(18) 0.0425(5) Uani 1 1 d . . . O5 O 0.2184(3) 0.0284(2) 0.0150(2) 0.0542(6) Uani 1 1 d D . . N2 N 0.3606(3) 0.1375(2) -0.1726(2) 0.0355(5) Uani 1 1 d . . . N1 N 0.3962(3) 0.3225(2) 0.0393(2) 0.0343(5) Uani 1 1 d . . . N4 N -0.5843(3) 0.2185(2) 0.5195(2) 0.0443(6) Uani 1 1 d . . . N3 N -0.0828(3) 0.5205(2) 0.3038(2) 0.0444(6) Uani 1 1 d . . . C13 C -0.0353(3) 0.3449(3) 0.1619(3) 0.0377(7) Uani 1 1 d . . . C22 C -0.9632(3) -0.0071(3) 0.2839(3) 0.0401(7) Uani 1 1 d . . . C17 C -0.5106(3) 0.2960(3) 0.4693(2) 0.0372(7) Uani 1 1 d . . . C5 C 0.5275(3) 0.3419(3) -0.0069(2) 0.0339(6) Uani 1 1 d . . . C6 C 0.5102(3) 0.2338(3) -0.1230(3) 0.0362(7) Uani 1 1 d . . . C16 C -0.1492(3) 0.4444(3) 0.3571(3) 0.0395(7) Uani 1 1 d . . . C1 C 0.4032(4) 0.4173(3) 0.1450(3) 0.0415(7) Uani 1 1 d . . . H1 H 0.3146 0.4042 0.1783 0.050 Uiso 1 1 calc R . . C20 C -0.8061(3) 0.1082(3) 0.3524(2) 0.0353(6) Uani 1 1 d . . . C15 C -0.1587(4) 0.3195(3) 0.3219(3) 0.0478(8) Uani 1 1 d . . . H15 H -0.2051 0.2700 0.3624 0.057 Uiso 1 1 calc R . . C11 C 0.0274(3) 0.2959(3) 0.0511(3) 0.0421(7) Uani 1 1 d . . . C14 C -0.0967(4) 0.2713(3) 0.2246(3) 0.0468(8) Uani 1 1 d . . . H14 H -0.0958 0.1896 0.2008 0.056 Uiso 1 1 calc R . . C19 C -0.7282(3) 0.1941(3) 0.3057(3) 0.0418(7) Uani 1 1 d . . . H19 H -0.7770 0.1872 0.2349 0.050 Uiso 1 1 calc R . . C21 C -0.7315(4) 0.1271(3) 0.4614(3) 0.0425(7) Uani 1 1 d . . . H21 H -0.7864 0.0736 0.4962 0.051 Uiso 1 1 calc R . . C4 C 0.6643(4) 0.4559(3) 0.0501(3) 0.0439(7) Uani 1 1 d . . . H4 H 0.7528 0.4669 0.0168 0.053 Uiso 1 1 calc R . . C3 C 0.6687(4) 0.5533(3) 0.1567(3) 0.0467(8) Uani 1 1 d . . . H3 H 0.7593 0.6317 0.1952 0.056 Uiso 1 1 calc R . . C18 C -0.5774(3) 0.2903(3) 0.3649(3) 0.0413(7) Uani 1 1 d . . . H18 H -0.5227 0.3493 0.3352 0.050 Uiso 1 1 calc R . . C2 C 0.5374(4) 0.5333(3) 0.2057(3) 0.0464(8) Uani 1 1 d . . . H2 H 0.5391 0.5970 0.2787 0.056 Uiso 1 1 calc R . . C7 C 0.6318(4) 0.2278(3) -0.1797(3) 0.0511(8) Uani 1 1 d . . . H7 H 0.7337 0.2935 -0.1442 0.061 Uiso 1 1 calc R . . C12 C -0.0297(3) 0.4689(3) 0.2067(3) 0.0445(7) Uani 1 1 d . . . H12 H 0.0136 0.5199 0.1669 0.053 Uiso 1 1 calc R . . C9 C 0.4509(4) 0.0259(3) -0.3401(3) 0.0505(8) Uani 1 1 d . . . H9 H 0.4285 -0.0458 -0.4137 0.061 Uiso 1 1 calc R . . C10 C 0.3335(4) 0.0366(3) -0.2794(3) 0.0420(7) Uani 1 1 d . . . H10 H 0.2312 -0.0289 -0.3139 0.050 Uiso 1 1 calc R . . C8 C 0.6011(4) 0.1230(4) -0.2901(3) 0.0579(9) Uani 1 1 d . . . H8 H 0.6820 0.1185 -0.3300 0.070 Uiso 1 1 calc R . . C23 C 0.3342(6) 0.0011(5) 0.0527(5) 0.1040(17) Uani 1 1 d . . . H23A H 0.3525 -0.0604 -0.0155 0.156 Uiso 1 1 calc R . . H23B H 0.3019 -0.0359 0.1079 0.156 Uiso 1 1 calc R . . H23C H 0.4296 0.0805 0.0922 0.156 Uiso 1 1 calc R . . O6 O 0.0964(4) 0.8134(2) 0.4585(3) 0.0744(8) Uani 1 1 d D . . H6A H 0.068(6) 0.839(4) 0.413(3) 0.112 Uiso 1 1 d D . . H6B H 0.066(5) 0.7320(12) 0.420(3) 0.112 Uiso 1 1 d D . . H5A H 0.129(3) -0.031(4) -0.002(6) 0.18(3) Uiso 1 1 d 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 Cu1 0.0296(2) 0.0327(2) 0.0319(2) 0.01175(16) 0.00859(15) 0.00744(15) S2 0.0345(4) 0.0569(5) 0.0340(4) 0.0090(4) 0.0013(3) 0.0110(4) S1 0.0404(5) 0.0364(4) 0.0488(5) 0.0027(4) 0.0121(4) 0.0105(4) O1 0.0668(16) 0.0599(15) 0.0622(16) 0.0358(13) 0.0321(13) 0.0248(13) O2 0.0449(12) 0.0397(12) 0.0507(13) 0.0184(10) 0.0232(10) 0.0155(10) O3 0.0525(14) 0.0485(14) 0.0610(15) 0.0322(12) -0.0003(12) 0.0034(11) O4 0.0337(11) 0.0409(12) 0.0386(12) 0.0169(10) 0.0010(9) 0.0032(9) O5 0.0477(14) 0.0533(15) 0.0599(15) 0.0324(13) 0.0109(12) 0.0123(12) N2 0.0363(13) 0.0343(13) 0.0317(13) 0.0143(11) 0.0077(10) 0.0110(11) N1 0.0351(13) 0.0339(13) 0.0302(13) 0.0136(11) 0.0077(10) 0.0116(11) N4 0.0464(15) 0.0427(15) 0.0331(14) 0.0119(12) 0.0015(12) 0.0141(13) N3 0.0386(14) 0.0325(14) 0.0551(17) 0.0155(13) 0.0128(13) 0.0118(12) C13 0.0296(15) 0.0340(16) 0.0413(17) 0.0141(13) 0.0088(13) 0.0079(12) C22 0.0367(17) 0.0339(16) 0.0383(17) 0.0101(14) 0.0056(14) 0.0102(13) C17 0.0340(15) 0.0343(16) 0.0321(15) 0.0066(13) 0.0051(13) 0.0122(13) C5 0.0313(15) 0.0375(16) 0.0324(15) 0.0182(13) 0.0071(12) 0.0112(13) C6 0.0375(16) 0.0366(16) 0.0393(16) 0.0216(14) 0.0121(13) 0.0151(13) C16 0.0291(15) 0.0383(17) 0.0354(16) 0.0063(13) 0.0037(12) 0.0095(13) C1 0.0429(17) 0.0434(18) 0.0313(16) 0.0132(14) 0.0097(13) 0.0147(15) C20 0.0333(15) 0.0334(15) 0.0310(15) 0.0092(13) 0.0042(12) 0.0114(13) C15 0.056(2) 0.0380(18) 0.0456(18) 0.0165(15) 0.0211(16) 0.0165(16) C11 0.0297(16) 0.0353(17) 0.0447(18) 0.0132(14) 0.0084(13) 0.0020(13) C14 0.0526(19) 0.0370(17) 0.0500(19) 0.0187(15) 0.0203(16) 0.0178(15) C19 0.0365(16) 0.0469(18) 0.0336(16) 0.0147(14) 0.0023(13) 0.0133(14) C21 0.0458(18) 0.0355(16) 0.0354(16) 0.0140(14) 0.0044(14) 0.0087(14) C4 0.0330(16) 0.0456(18) 0.0482(19) 0.0240(16) 0.0080(14) 0.0086(14) C3 0.0395(18) 0.0385(18) 0.0461(19) 0.0179(15) -0.0056(15) 0.0032(14) C18 0.0367(16) 0.0435(17) 0.0350(16) 0.0171(14) 0.0067(13) 0.0086(14) C2 0.055(2) 0.0399(18) 0.0325(16) 0.0108(14) 0.0028(15) 0.0147(15) C7 0.0413(18) 0.053(2) 0.058(2) 0.0244(18) 0.0190(16) 0.0178(16) C12 0.0367(17) 0.0401(18) 0.055(2) 0.0235(16) 0.0132(15) 0.0116(14) C9 0.065(2) 0.055(2) 0.0394(18) 0.0174(16) 0.0204(17) 0.0353(19) C10 0.0458(18) 0.0394(17) 0.0337(16) 0.0114(14) 0.0101(14) 0.0157(14) C8 0.057(2) 0.066(2) 0.067(2) 0.033(2) 0.0344(19) 0.036(2) C23 0.087(3) 0.105(4) 0.104(4) 0.019(3) 0.003(3) 0.056(3) O6 0.0781(19) 0.0435(15) 0.080(2) 0.0195(14) -0.0109(16) 0.0147(14) _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 Cu1 O4 1.9251(19) 2_455 ? Cu1 O2 1.955(2) . ? Cu1 N2 2.012(2) . ? Cu1 N1 2.017(2) . ? Cu1 O5 2.310(2) . ? S2 C17 1.786(3) . ? S2 S1 2.0293(13) . ? S1 C16 1.785(3) . ? O1 C11 1.227(4) . ? O2 C11 1.289(4) . ? O3 C22 1.227(3) . ? O4 C22 1.287(3) . ? O4 Cu1 1.9251(19) 2_455 ? O5 C23 1.366(5) . ? O5 H5A 0.83(5) . ? N2 C10 1.340(4) . ? N2 C6 1.361(4) . ? N1 C1 1.346(4) . ? N1 C5 1.358(4) . ? N4 C17 1.330(4) . ? N4 C21 1.342(4) . ? N3 C16 1.330(4) . ? N3 C12 1.336(4) . ? C13 C12 1.378(4) . ? C13 C14 1.394(4) . ? C13 C11 1.508(4) . ? C22 C20 1.508(4) . ? C17 C18 1.378(4) . ? C5 C4 1.378(4) . ? C5 C6 1.474(4) . ? C6 C7 1.375(4) . ? C16 C15 1.383(4) . ? C1 C2 1.381(4) . ? C1 H1 0.9300 . ? C20 C19 1.381(4) . ? C20 C21 1.386(4) . ? C15 C14 1.378(4) . ? C15 H15 0.9300 . ? C14 H14 0.9300 . ? C19 C18 1.383(4) . ? C19 H19 0.9300 . ? C21 H21 0.9300 . ? C4 C3 1.377(5) . ? C4 H4 0.9300 . ? C3 C2 1.377(4) . ? C3 H3 0.9300 . ? C18 H18 0.9300 . ? C2 H2 0.9300 . ? C7 C8 1.384(5) . ? C7 H7 0.9300 . ? C12 H12 0.9300 . ? C9 C8 1.368(5) . ? C9 C10 1.377(4) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C8 H8 0.9300 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? O6 H6A 0.82(5) . ? O6 H6B 0.839(10) . ? 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 O4 Cu1 O2 90.79(9) 2_455 . ? O4 Cu1 N2 95.31(9) 2_455 . ? O2 Cu1 N2 173.81(9) . . ? O4 Cu1 N1 175.43(8) 2_455 . ? O2 Cu1 N1 92.94(9) . . ? N2 Cu1 N1 80.92(9) . . ? O4 Cu1 O5 86.53(9) 2_455 . ? O2 Cu1 O5 85.71(9) . . ? N2 Cu1 O5 95.68(9) . . ? N1 Cu1 O5 96.38(9) . . ? C17 S2 S1 105.53(10) . . ? C16 S1 S2 105.40(11) . . ? C11 O2 Cu1 120.32(19) . . ? C22 O4 Cu1 121.37(18) . 2_455 ? C23 O5 Cu1 136.2(3) . . ? C23 O5 H5A 113(4) . . ? Cu1 O5 H5A 108(5) . . ? C10 N2 C6 118.5(3) . . ? C10 N2 Cu1 126.6(2) . . ? C6 N2 Cu1 114.83(19) . . ? C1 N1 C5 118.2(2) . . ? C1 N1 Cu1 126.9(2) . . ? C5 N1 Cu1 114.46(18) . . ? C17 N4 C21 116.8(2) . . ? C16 N3 C12 117.0(3) . . ? C12 C13 C14 117.1(3) . . ? C12 C13 C11 119.8(3) . . ? C14 C13 C11 123.0(3) . . ? O3 C22 O4 124.7(3) . . ? O3 C22 C20 120.9(3) . . ? O4 C22 C20 114.4(2) . . ? N4 C17 C18 124.2(3) . . ? N4 C17 S2 110.5(2) . . ? C18 C17 S2 125.2(2) . . ? N1 C5 C4 121.9(3) . . ? N1 C5 C6 114.9(2) . . ? C4 C5 C6 123.3(3) . . ? N2 C6 C7 121.1(3) . . ? N2 C6 C5 114.5(2) . . ? C7 C6 C5 124.4(3) . . ? N3 C16 C15 124.1(3) . . ? N3 C16 S1 109.7(2) . . ? C15 C16 S1 126.1(2) . . ? N1 C1 C2 122.2(3) . . ? N1 C1 H1 118.9 . . ? C2 C1 H1 118.9 . . ? C19 C20 C21 117.9(3) . . ? C19 C20 C22 121.2(3) . . ? C21 C20 C22 120.8(3) . . ? C14 C15 C16 117.4(3) . . ? C14 C15 H15 121.3 . . ? C16 C15 H15 121.3 . . ? O1 C11 O2 125.3(3) . . ? O1 C11 C13 119.3(3) . . ? O2 C11 C13 115.3(3) . . ? C15 C14 C13 120.0(3) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C20 C19 C18 119.6(3) . . ? C20 C19 H19 120.2 . . ? C18 C19 H19 120.2 . . ? N4 C21 C20 123.5(3) . . ? N4 C21 H21 118.3 . . ? C20 C21 H21 118.3 . . ? C3 C4 C5 119.4(3) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C4 C3 C2 119.2(3) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C17 C18 C19 117.8(3) . . ? C17 C18 H18 121.1 . . ? C19 C18 H18 121.1 . . ? C3 C2 C1 119.2(3) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C6 C7 C8 119.4(3) . . ? C6 C7 H7 120.3 . . ? C8 C7 H7 120.3 . . ? N3 C12 C13 124.1(3) . . ? N3 C12 H12 118.0 . . ? C13 C12 H12 118.0 . . ? C8 C9 C10 118.7(3) . . ? C8 C9 H9 120.7 . . ? C10 C9 H9 120.7 . . ? N2 C10 C9 122.7(3) . . ? N2 C10 H10 118.7 . . ? C9 C10 H10 118.7 . . ? C9 C8 C7 119.6(3) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? O5 C23 H23A 109.5 . . ? O5 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? O5 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? H6A O6 H6B 108(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C17 S2 S1 C16 -86.62(14) . . . . ? O4 Cu1 O2 C11 -104.2(2) 2_455 . . . ? N2 Cu1 O2 C11 66.1(9) . . . . ? N1 Cu1 O2 C11 73.2(2) . . . . ? O5 Cu1 O2 C11 169.3(2) . . . . ? O4 Cu1 O5 C23 130.4(4) 2_455 . . . ? O2 Cu1 O5 C23 -138.5(4) . . . . ? N2 Cu1 O5 C23 35.4(4) . . . . ? N1 Cu1 O5 C23 -46.0(4) . . . . ? O4 Cu1 N2 C10 -5.1(2) 2_455 . . . ? O2 Cu1 N2 C10 -175.4(7) . . . . ? N1 Cu1 N2 C10 177.5(3) . . . . ? O5 Cu1 N2 C10 81.9(2) . . . . ? O4 Cu1 N2 C6 177.03(19) 2_455 . . . ? O2 Cu1 N2 C6 6.8(9) . . . . ? N1 Cu1 N2 C6 -0.37(18) . . . . ? O5 Cu1 N2 C6 -95.95(19) . . . . ? O4 Cu1 N1 C1 141.6(11) 2_455 . . . ? O2 Cu1 N1 C1 -3.0(2) . . . . ? N2 Cu1 N1 C1 176.2(3) . . . . ? O5 Cu1 N1 C1 -89.0(2) . . . . ? O4 Cu1 N1 C5 -30.3(12) 2_455 . . . ? O2 Cu1 N1 C5 -174.98(19) . . . . ? N2 Cu1 N1 C5 4.25(19) . . . . ? O5 Cu1 N1 C5 99.0(2) . . . . ? Cu1 O4 C22 O3 -11.2(4) 2_455 . . . ? Cu1 O4 C22 C20 168.29(18) 2_455 . . . ? C21 N4 C17 C18 2.0(5) . . . . ? C21 N4 C17 S2 -176.4(2) . . . . ? S1 S2 C17 N4 -174.26(19) . . . . ? S1 S2 C17 C18 7.4(3) . . . . ? C1 N1 C5 C4 -1.3(4) . . . . ? Cu1 N1 C5 C4 171.4(2) . . . . ? C1 N1 C5 C6 -179.8(2) . . . . ? Cu1 N1 C5 C6 -7.2(3) . . . . ? C10 N2 C6 C7 -0.8(4) . . . . ? Cu1 N2 C6 C7 177.3(2) . . . . ? C10 N2 C6 C5 178.7(2) . . . . ? Cu1 N2 C6 C5 -3.3(3) . . . . ? N1 C5 C6 N2 6.9(4) . . . . ? C4 C5 C6 N2 -171.6(3) . . . . ? N1 C5 C6 C7 -173.7(3) . . . . ? C4 C5 C6 C7 7.8(5) . . . . ? C12 N3 C16 C15 3.6(4) . . . . ? C12 N3 C16 S1 -175.4(2) . . . . ? S2 S1 C16 N3 -177.39(18) . . . . ? S2 S1 C16 C15 3.7(3) . . . . ? C5 N1 C1 C2 1.3(4) . . . . ? Cu1 N1 C1 C2 -170.4(2) . . . . ? O3 C22 C20 C19 171.9(3) . . . . ? O4 C22 C20 C19 -7.6(4) . . . . ? O3 C22 C20 C21 -4.6(4) . . . . ? O4 C22 C20 C21 175.8(3) . . . . ? N3 C16 C15 C14 -0.8(5) . . . . ? S1 C16 C15 C14 178.0(2) . . . . ? Cu1 O2 C11 O1 14.9(4) . . . . ? Cu1 O2 C11 C13 -162.69(18) . . . . ? C12 C13 C11 O1 -19.9(4) . . . . ? C14 C13 C11 O1 161.6(3) . . . . ? C12 C13 C11 O2 157.9(3) . . . . ? C14 C13 C11 O2 -20.6(4) . . . . ? C16 C15 C14 C13 -3.3(5) . . . . ? C12 C13 C14 C15 4.5(5) . . . . ? C11 C13 C14 C15 -177.0(3) . . . . ? C21 C20 C19 C18 3.4(4) . . . . ? C22 C20 C19 C18 -173.3(3) . . . . ? C17 N4 C21 C20 1.9(5) . . . . ? C19 C20 C21 N4 -4.6(5) . . . . ? C22 C20 C21 N4 172.1(3) . . . . ? N1 C5 C4 C3 -0.2(4) . . . . ? C6 C5 C4 C3 178.3(3) . . . . ? C5 C4 C3 C2 1.7(5) . . . . ? N4 C17 C18 C19 -2.9(5) . . . . ? S2 C17 C18 C19 175.2(2) . . . . ? C20 C19 C18 C17 0.1(4) . . . . ? C4 C3 C2 C1 -1.7(5) . . . . ? N1 C1 C2 C3 0.2(5) . . . . ? N2 C6 C7 C8 1.0(5) . . . . ? C5 C6 C7 C8 -178.4(3) . . . . ? C16 N3 C12 C13 -2.2(4) . . . . ? C14 C13 C12 N3 -1.7(5) . . . . ? C11 C13 C12 N3 179.7(3) . . . . ? C6 N2 C10 C9 0.6(4) . . . . ? Cu1 N2 C10 C9 -177.2(2) . . . . ? C8 C9 C10 N2 -0.7(5) . . . . ? C10 C9 C8 C7 1.0(5) . . . . ? C6 C7 C8 C9 -1.1(5) . . . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.309 _refine_diff_density_min -0.267 _refine_diff_density_rms 0.069 # Attachment '51.cif' data_51 _database_code_depnum_ccdc_archive 'CCDC 751610' #TrackingRef '51.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H18 Cu N4 O6 S2, 2.24 (H2O)' _chemical_formula_sum 'C22 H22.48 Cu N4 O8.24 S2' _chemical_formula_weight 602.42 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' Cu Cu 0.3201 1.2651 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5515(3) _cell_length_b 11.1038(5) _cell_length_c 16.2388(7) _cell_angle_alpha 108.8140(10) _cell_angle_beta 92.0370(10) _cell_angle_gamma 97.0100(10) _cell_volume 1275.17(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6305 _cell_measurement_theta_min 2.658 _cell_measurement_theta_max 31.018 _exptl_crystal_description prizm _exptl_crystal_colour blue _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.569 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 619 _exptl_absorpt_coefficient_mu 1.075 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8552 _exptl_absorpt_correction_T_max 0.9000 _exptl_absorpt_process_details 'SADABS (Bruker, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 APEX SMART II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 16420 _diffrn_reflns_av_R_equivalents 0.0261 _diffrn_reflns_av_sigmaI/netI 0.0286 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 27.00 _reflns_number_total 5559 _reflns_number_gt 4857 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement APEX2 _computing_data_reduction APEX2 _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics APEX2 _computing_publication_material APEX2 _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^)+(0.0549P)^2^+1.2674P] 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 5559 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0448 _refine_ls_R_factor_gt 0.0385 _refine_ls_wR_factor_ref 0.1065 _refine_ls_wR_factor_gt 0.1030 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _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 Cu1 Cu 0.47458(4) 0.15131(3) 0.189300(18) 0.01663(10) Uani 1 1 d . . . S2 S -0.08586(9) 0.50501(6) 0.71399(4) 0.02579(15) Uani 1 1 d . . . S3 S -0.21838(9) 0.40935(7) 0.59621(4) 0.02842(16) Uani 1 1 d . . . N1 N 0.1213(3) 0.3726(2) 0.55817(15) 0.0290(5) Uani 1 1 d . . . N2 N 0.0194(3) 0.4324(2) 0.84107(14) 0.0212(4) Uani 1 1 d . . . N3 N 0.4852(3) 0.97316(19) 0.19326(13) 0.0191(4) Uani 1 1 d . . . N4 N 0.4954(3) 0.33492(18) 0.19130(13) 0.0174(4) Uani 1 1 d . . . O1 O 0.0930(2) 0.01512(17) 0.84654(12) 0.0253(4) Uani 1 1 d . . . O2 O 0.1244(2) 0.18093(18) 0.97158(12) 0.0258(4) Uani 1 1 d . . . O3 O 0.2894(2) 0.18132(17) 0.27102(11) 0.0229(4) Uani 1 1 d . . . O4 O 0.4973(3) 0.2412(3) 0.38099(15) 0.0488(7) Uani 1 1 d . . . C10 C -0.0477(3) 0.3555(3) 0.52533(17) 0.0246(5) Uani 1 1 d . . . C11 C -0.1053(3) 0.2951(3) 0.43835(18) 0.0291(6) Uani 1 1 d . . . H11A H -0.2279 0.2856 0.4188 0.035 Uiso 1 1 calc R . . C12 C 0.0197(3) 0.2490(3) 0.38047(17) 0.0260(5) Uani 1 1 d . . . H12A H -0.0156 0.2059 0.3203 0.031 Uiso 1 1 calc R . . C13 C 0.1981(3) 0.2669(2) 0.41181(17) 0.0223(5) Uani 1 1 d . . . C14 C 0.2405(3) 0.3289(3) 0.50033(17) 0.0286(6) Uani 1 1 d . . . H14A H 0.3625 0.3414 0.5216 0.034 Uiso 1 1 calc R . . C15 C 0.3401(3) 0.2266(2) 0.35147(17) 0.0243(5) Uani 1 1 d . . . C20 C -0.0472(3) 0.3823(2) 0.75798(16) 0.0206(5) Uani 1 1 d . . . C21 C -0.0761(3) 0.2514(3) 0.71218(17) 0.0239(5) Uani 1 1 d . . . H21A H -0.1238 0.2198 0.6530 0.029 Uiso 1 1 calc R . . C22 C -0.0335(3) 0.1682(2) 0.75500(17) 0.0235(5) Uani 1 1 d . . . H22A H -0.0514 0.0781 0.7255 0.028 Uiso 1 1 calc R . . C23 C 0.0358(3) 0.2176(2) 0.84182(16) 0.0189(5) Uani 1 1 d . . . C24 C 0.0589(3) 0.3497(2) 0.88150(16) 0.0208(5) Uani 1 1 d . . . H24A H 0.1055 0.3839 0.9408 0.025 Uiso 1 1 calc R . . C25 C 0.0889(3) 0.1303(2) 0.89081(17) 0.0207(5) Uani 1 1 d . . . C30 C 0.4480(4) 0.8736(2) 0.11975(17) 0.0237(5) Uani 1 1 d . . . H30A H 0.4157 0.8894 0.0675 0.028 Uiso 1 1 calc R . . C31 C 0.4544(4) 0.7483(2) 0.11637(16) 0.0227(5) Uani 1 1 d . . . H31A H 0.4273 0.6800 0.0625 0.027 Uiso 1 1 calc R . . C32 C 0.5006(3) 0.7222(2) 0.19201(15) 0.0168(5) Uani 1 1 d . . . C33 C 0.5384(4) 0.8262(2) 0.26837(18) 0.0293(6) Uani 1 1 d . . . H33A H 0.5697 0.8132 0.3217 0.035 Uiso 1 1 calc R . . C34 C 0.5302(4) 0.9493(2) 0.26633(18) 0.0295(6) Uani 1 1 d . . . H34A H 0.5576 1.0197 0.3190 0.035 Uiso 1 1 calc R . . C35 C 0.5037(3) 0.5884(2) 0.19139(15) 0.0168(5) Uani 1 1 d . . . C36 C 0.4153(3) 0.4844(2) 0.12347(16) 0.0216(5) Uani 1 1 d . . . H36A H 0.3554 0.4984 0.0756 0.026 Uiso 1 1 calc R . . C37 C 0.4142(3) 0.3613(2) 0.12532(16) 0.0228(5) Uani 1 1 d . . . H37A H 0.3535 0.2919 0.0779 0.027 Uiso 1 1 calc R . . C38 C 0.5832(3) 0.4343(2) 0.25658(16) 0.0195(5) Uani 1 1 d . . . H38A H 0.6428 0.4174 0.3033 0.023 Uiso 1 1 calc R . . C39 C 0.5910(3) 0.5607(2) 0.25875(16) 0.0196(5) Uani 1 1 d . . . H39A H 0.6556 0.6282 0.3060 0.024 Uiso 1 1 calc R . . O5 O 0.2375(2) 0.07136(17) 0.08802(12) 0.0233(4) Uani 1 1 d . . . O7 O 0.1509(2) 0.69514(17) 0.94042(12) 0.0266(4) Uani 1 1 d . . . O6 O 0.6774(2) 0.12787(17) 0.11710(13) 0.0300(4) Uani 1 1 d . . . H5A H 0.2082 0.1144 0.0606 0.036 Uiso 1 1 d R . . H6A H 0.7309 0.1784 0.0980 0.036 Uiso 1 1 d R . . H6B H 0.7482 0.0795 0.1162 0.036 Uiso 1 1 d R . . H5B H 0.1458 0.0584 0.1103 0.036 Uiso 1 1 d R . . H7A H 0.1037 0.6277 0.9064 0.036 Uiso 1 1 d R . . H7B H 0.0736 0.7290 0.9681 0.036 Uiso 1 1 d R . . O102 O 0.4759(10) 0.9022(8) 0.4884(5) 0.093(2) Uiso 0.48 1 d P A 1 H10A H 0.4809 0.8758 0.5286 0.112 Uiso 0.48 1 d PR A 1 H10B H 0.4313 0.8501 0.4436 0.112 Uiso 0.48 1 d PR A 1 O103 O 1.0000 0.0000 0.5000 0.175(7) Uiso 0.48 2 d SP B 1 O101 O 0.715(3) 0.003(2) 0.5117(14) 0.291(9) Uiso 0.52 1 d P C 2 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 Cu1 0.02088(16) 0.01170(15) 0.02002(16) 0.00794(11) 0.00480(11) 0.00419(11) S2 0.0334(4) 0.0270(3) 0.0236(3) 0.0136(3) 0.0075(3) 0.0132(3) S3 0.0237(3) 0.0439(4) 0.0251(3) 0.0173(3) 0.0065(3) 0.0151(3) N1 0.0211(11) 0.0436(14) 0.0219(11) 0.0091(10) 0.0002(9) 0.0084(10) N2 0.0227(10) 0.0207(10) 0.0225(11) 0.0091(8) 0.0051(8) 0.0048(8) N3 0.0221(10) 0.0147(9) 0.0231(10) 0.0095(8) 0.0039(8) 0.0030(8) N4 0.0212(10) 0.0118(9) 0.0209(10) 0.0067(8) 0.0043(8) 0.0045(8) O1 0.0279(9) 0.0204(9) 0.0304(10) 0.0110(8) 0.0049(8) 0.0063(7) O2 0.0300(10) 0.0257(9) 0.0246(9) 0.0119(8) 0.0004(7) 0.0052(8) O3 0.0252(9) 0.0245(9) 0.0214(9) 0.0098(7) 0.0059(7) 0.0057(7) O4 0.0171(10) 0.0714(17) 0.0377(12) -0.0100(11) 0.0002(9) 0.0076(10) C10 0.0208(12) 0.0357(14) 0.0228(13) 0.0151(11) 0.0050(10) 0.0093(11) C11 0.0156(12) 0.0481(17) 0.0260(14) 0.0148(12) -0.0005(10) 0.0070(11) C12 0.0206(12) 0.0368(15) 0.0199(12) 0.0092(11) 0.0002(10) 0.0019(11) C13 0.0179(12) 0.0271(13) 0.0233(12) 0.0099(10) 0.0018(9) 0.0037(10) C14 0.0159(12) 0.0429(16) 0.0248(13) 0.0083(12) -0.0016(10) 0.0046(11) C15 0.0195(12) 0.0231(13) 0.0271(13) 0.0051(10) 0.0029(10) -0.0006(10) C20 0.0202(11) 0.0235(12) 0.0233(12) 0.0124(10) 0.0064(9) 0.0080(9) C21 0.0280(13) 0.0264(13) 0.0180(12) 0.0070(10) 0.0029(10) 0.0069(10) C22 0.0263(13) 0.0183(12) 0.0245(13) 0.0049(10) 0.0030(10) 0.0035(10) C23 0.0164(11) 0.0206(12) 0.0228(12) 0.0104(10) 0.0046(9) 0.0043(9) C24 0.0198(11) 0.0231(12) 0.0201(12) 0.0079(10) 0.0031(9) 0.0029(9) C25 0.0172(11) 0.0222(12) 0.0266(13) 0.0130(10) 0.0051(9) 0.0027(9) C30 0.0319(14) 0.0191(12) 0.0225(12) 0.0095(10) 0.0014(10) 0.0060(10) C31 0.0329(14) 0.0165(12) 0.0190(12) 0.0053(9) 0.0018(10) 0.0059(10) C32 0.0159(11) 0.0152(11) 0.0211(12) 0.0080(9) 0.0033(9) 0.0026(8) C33 0.0463(17) 0.0174(12) 0.0235(13) 0.0075(10) -0.0083(12) 0.0030(11) C34 0.0492(17) 0.0148(12) 0.0225(13) 0.0057(10) -0.0060(12) 0.0012(11) C35 0.0173(11) 0.0147(11) 0.0208(11) 0.0079(9) 0.0055(9) 0.0043(9) C36 0.0281(13) 0.0170(11) 0.0202(12) 0.0077(9) -0.0025(10) 0.0020(10) C37 0.0299(13) 0.0161(12) 0.0212(12) 0.0062(10) -0.0015(10) 0.0001(10) C38 0.0191(11) 0.0197(12) 0.0216(12) 0.0094(10) -0.0008(9) 0.0038(9) C39 0.0212(12) 0.0169(11) 0.0210(12) 0.0072(9) -0.0006(9) 0.0022(9) O5 0.0239(9) 0.0234(9) 0.0275(9) 0.0154(8) 0.0015(7) 0.0031(7) O7 0.0321(10) 0.0193(9) 0.0277(10) 0.0073(7) 0.0084(8) 0.0012(7) O6 0.0302(10) 0.0229(9) 0.0479(12) 0.0219(9) 0.0197(9) 0.0128(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 Cu1 O3 1.9463(17) . ? Cu1 O6 1.9535(18) . ? Cu1 N3 2.011(2) 1_545 ? Cu1 N4 2.0152(19) . ? Cu1 O5 2.2712(18) . ? S2 C20 1.778(2) . ? S2 S3 2.0203(10) . ? S3 C10 1.787(3) . ? N1 C10 1.333(3) . ? N1 C14 1.342(3) . ? N2 C20 1.335(3) . ? N2 C24 1.344(3) . ? N3 C30 1.333(3) . ? N3 C34 1.337(3) . ? N3 Cu1 2.0109(19) 1_565 ? N4 C38 1.341(3) . ? N4 C37 1.345(3) . ? O1 C25 1.254(3) . ? O2 C25 1.253(3) . ? O3 C15 1.265(3) . ? O4 C15 1.236(3) . ? C10 C11 1.381(4) . ? C11 C12 1.381(4) . ? C11 H11A 0.9500 . ? C12 C13 1.391(4) . ? C12 H12A 0.9500 . ? C13 C14 1.385(4) . ? C13 C15 1.490(3) . ? C14 H14A 0.9500 . ? C20 C21 1.389(4) . ? C21 C22 1.382(4) . ? C21 H21A 0.9500 . ? C22 C23 1.393(4) . ? C22 H22A 0.9500 . ? C23 C24 1.385(3) . ? C23 C25 1.517(3) . ? C24 H24A 0.9500 . ? C30 C31 1.381(3) . ? C30 H30A 0.9500 . ? C31 C32 1.392(3) . ? C31 H31A 0.9500 . ? C32 C33 1.387(3) . ? C32 C35 1.486(3) . ? C33 C34 1.387(4) . ? C33 H33A 0.9500 . ? C34 H34A 0.9500 . ? C35 C36 1.390(3) . ? C35 C39 1.393(3) . ? C36 C37 1.376(3) . ? C36 H36A 0.9500 . ? C37 H37A 0.9500 . ? C38 C39 1.386(3) . ? C38 H38A 0.9500 . ? C39 H39A 0.9500 . ? O5 H5A 0.7953 . ? O5 H5B 0.8114 . ? O7 H7A 0.8044 . ? O7 H7B 0.8053 . ? O6 H6A 0.8001 . ? O6 H6B 0.8000 . ? O102 H10A 0.8000 . ? O102 H10B 0.8000 . ? 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 O3 Cu1 O6 174.44(8) . . ? O3 Cu1 N3 92.74(8) . 1_545 ? O6 Cu1 N3 87.21(8) . 1_545 ? O3 Cu1 N4 90.55(8) . . ? O6 Cu1 N4 88.92(8) . . ? N3 Cu1 N4 173.01(8) 1_545 . ? O3 Cu1 O5 83.43(7) . . ? O6 Cu1 O5 102.13(8) . . ? N3 Cu1 O5 89.23(7) 1_545 . ? N4 Cu1 O5 97.28(7) . . ? C20 S2 S3 104.36(9) . . ? C10 S3 S2 104.83(9) . . ? C10 N1 C14 115.7(2) . . ? C20 N2 C24 117.1(2) . . ? C30 N3 C34 117.9(2) . . ? C30 N3 Cu1 118.94(16) . 1_565 ? C34 N3 Cu1 123.12(17) . 1_565 ? C38 N4 C37 117.4(2) . . ? C38 N4 Cu1 123.38(16) . . ? C37 N4 Cu1 119.17(16) . . ? C15 O3 Cu1 117.24(16) . . ? N1 C10 C11 124.7(2) . . ? N1 C10 S3 119.8(2) . . ? C11 C10 S3 115.55(19) . . ? C12 C11 C10 118.4(2) . . ? C12 C11 H11A 120.8 . . ? C10 C11 H11A 120.8 . . ? C11 C12 C13 118.8(2) . . ? C11 C12 H12A 120.6 . . ? C13 C12 H12A 120.6 . . ? C14 C13 C12 117.8(2) . . ? C14 C13 C15 121.0(2) . . ? C12 C13 C15 121.1(2) . . ? N1 C14 C13 124.6(2) . . ? N1 C14 H14A 117.7 . . ? C13 C14 H14A 117.7 . . ? O4 C15 O3 124.0(2) . . ? O4 C15 C13 119.9(2) . . ? O3 C15 C13 116.1(2) . . ? N2 C20 C21 123.7(2) . . ? N2 C20 S2 111.10(18) . . ? C21 C20 S2 125.2(2) . . ? C22 C21 C20 118.2(2) . . ? C22 C21 H21A 120.9 . . ? C20 C21 H21A 120.9 . . ? C21 C22 C23 119.5(2) . . ? C21 C22 H22A 120.2 . . ? C23 C22 H22A 120.2 . . ? C24 C23 C22 117.7(2) . . ? C24 C23 C25 120.9(2) . . ? C22 C23 C25 121.4(2) . . ? N2 C24 C23 123.9(2) . . ? N2 C24 H24A 118.1 . . ? C23 C24 H24A 118.1 . . ? O2 C25 O1 126.6(2) . . ? O2 C25 C23 116.6(2) . . ? O1 C25 C23 116.9(2) . . ? N3 C30 C31 122.7(2) . . ? N3 C30 H30A 118.6 . . ? C31 C30 H30A 118.6 . . ? C30 C31 C32 119.9(2) . . ? C30 C31 H31A 120.1 . . ? C32 C31 H31A 120.1 . . ? C33 C32 C31 117.1(2) . . ? C33 C32 C35 121.5(2) . . ? C31 C32 C35 121.4(2) . . ? C34 C33 C32 119.6(2) . . ? C34 C33 H33A 120.2 . . ? C32 C33 H33A 120.2 . . ? N3 C34 C33 122.8(2) . . ? N3 C34 H34A 118.6 . . ? C33 C34 H34A 118.6 . . ? C36 C35 C39 116.8(2) . . ? C36 C35 C32 120.9(2) . . ? C39 C35 C32 122.3(2) . . ? C37 C36 C35 120.2(2) . . ? C37 C36 H36A 119.9 . . ? C35 C36 H36A 119.9 . . ? N4 C37 C36 122.9(2) . . ? N4 C37 H37A 118.6 . . ? C36 C37 H37A 118.6 . . ? N4 C38 C39 122.8(2) . . ? N4 C38 H38A 118.6 . . ? C39 C38 H38A 118.6 . . ? C38 C39 C35 119.8(2) . . ? C38 C39 H39A 120.1 . . ? C35 C39 H39A 120.1 . . ? Cu1 O5 H5A 118.8 . . ? Cu1 O5 H5B 111.6 . . ? H5A O5 H5B 101.1 . . ? H7A O7 H7B 107.0 . . ? Cu1 O6 H6A 128.1 . . ? Cu1 O6 H6B 125.7 . . ? H6A O6 H6B 102.2 . . ? H10A O102 H10B 114.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C20 S2 S3 C10 -81.92(13) . . . . ? O3 Cu1 N4 C38 77.90(19) . . . . ? O6 Cu1 N4 C38 -96.56(19) . . . . ? O5 Cu1 N4 C38 161.35(19) . . . . ? O3 Cu1 N4 C37 -100.46(19) . . . . ? O6 Cu1 N4 C37 85.08(19) . . . . ? O5 Cu1 N4 C37 -17.01(19) . . . . ? N3 Cu1 O3 C15 87.95(19) 1_545 . . . ? N4 Cu1 O3 C15 -85.88(19) . . . . ? O5 Cu1 O3 C15 176.86(19) . . . . ? C14 N1 C10 C11 1.2(4) . . . . ? C14 N1 C10 S3 179.8(2) . . . . ? S2 S3 C10 N1 6.1(2) . . . . ? S2 S3 C10 C11 -175.2(2) . . . . ? N1 C10 C11 C12 -0.1(5) . . . . ? S3 C10 C11 C12 -178.8(2) . . . . ? C10 C11 C12 C13 -1.0(4) . . . . ? C11 C12 C13 C14 0.9(4) . . . . ? C11 C12 C13 C15 -176.0(3) . . . . ? C10 N1 C14 C13 -1.3(4) . . . . ? C12 C13 C14 N1 0.3(4) . . . . ? C15 C13 C14 N1 177.2(3) . . . . ? Cu1 O3 C15 O4 -7.1(4) . . . . ? Cu1 O3 C15 C13 171.21(16) . . . . ? C14 C13 C15 O4 4.6(4) . . . . ? C12 C13 C15 O4 -178.6(3) . . . . ? C14 C13 C15 O3 -173.8(2) . . . . ? C12 C13 C15 O3 3.0(4) . . . . ? C24 N2 C20 C21 -0.3(4) . . . . ? C24 N2 C20 S2 -178.39(17) . . . . ? S3 S2 C20 N2 -171.86(15) . . . . ? S3 S2 C20 C21 10.0(2) . . . . ? N2 C20 C21 C22 -0.1(4) . . . . ? S2 C20 C21 C22 177.81(19) . . . . ? C20 C21 C22 C23 0.2(4) . . . . ? C21 C22 C23 C24 0.0(4) . . . . ? C21 C22 C23 C25 -178.4(2) . . . . ? C20 N2 C24 C23 0.5(4) . . . . ? C22 C23 C24 N2 -0.4(4) . . . . ? C25 C23 C24 N2 178.1(2) . . . . ? C24 C23 C25 O2 11.9(3) . . . . ? C22 C23 C25 O2 -169.7(2) . . . . ? C24 C23 C25 O1 -168.0(2) . . . . ? C22 C23 C25 O1 10.4(3) . . . . ? C34 N3 C30 C31 -0.1(4) . . . . ? Cu1 N3 C30 C31 179.1(2) 1_565 . . . ? N3 C30 C31 C32 0.3(4) . . . . ? C30 C31 C32 C33 0.0(4) . . . . ? C30 C31 C32 C35 178.2(2) . . . . ? C31 C32 C33 C34 -0.5(4) . . . . ? C35 C32 C33 C34 -178.6(3) . . . . ? C30 N3 C34 C33 -0.4(4) . . . . ? Cu1 N3 C34 C33 -179.5(2) 1_565 . . . ? C32 C33 C34 N3 0.7(5) . . . . ? C33 C32 C35 C36 160.1(2) . . . . ? C31 C32 C35 C36 -18.0(4) . . . . ? C33 C32 C35 C39 -18.5(4) . . . . ? C31 C32 C35 C39 163.4(2) . . . . ? C39 C35 C36 C37 1.0(4) . . . . ? C32 C35 C36 C37 -177.7(2) . . . . ? C38 N4 C37 C36 -1.3(4) . . . . ? Cu1 N4 C37 C36 177.1(2) . . . . ? C35 C36 C37 N4 0.4(4) . . . . ? C37 N4 C38 C39 0.9(4) . . . . ? Cu1 N4 C38 C39 -177.53(18) . . . . ? N4 C38 C39 C35 0.5(4) . . . . ? C36 C35 C39 C38 -1.4(3) . . . . ? C32 C35 C39 C38 177.3(2) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.315 _refine_diff_density_min -0.484 _refine_diff_density_rms 0.083 # Attachment '61.cif' data_xb2618_0m _database_code_depnum_ccdc_archive 'CCDC 751611' #TrackingRef '61.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H13 Cu N2 O6 S' _chemical_formula_sum 'C12 H13 Cu N2 O6 S' _chemical_formula_weight 376.84 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' Cu Cu 0.3201 1.2651 '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 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 8.522(9) _cell_length_b 10.180(11) _cell_length_c 17.534(19) _cell_angle_alpha 90.00 _cell_angle_beta 100.627(13) _cell_angle_gamma 90.00 _cell_volume 1495(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 30 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 15.38 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.674 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 1.630 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6582 _exptl_absorpt_correction_T_max 0.7579 _exptl_absorpt_process_details 'SADABS (Bruker, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 APEX SMART II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7071 _diffrn_reflns_av_R_equivalents 0.0963 _diffrn_reflns_av_sigmaI/netI 0.1449 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 25.20 _reflns_number_total 2652 _reflns_number_gt 1464 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement APEX2 _computing_data_reduction APEX2 _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics APEX2 _computing_publication_material APEX2 _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^)+(0.0242P)^2^+0.0248P] 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 2652 _refine_ls_number_parameters 201 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1360 _refine_ls_R_factor_gt 0.0698 _refine_ls_wR_factor_ref 0.1680 _refine_ls_wR_factor_gt 0.1390 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 Cu1 Cu 0.98478(10) 0.32708(8) 0.90464(4) 0.0465(4) Uani 1 1 d . . . N1 N 1.1628(7) 0.2019(6) 0.9385(3) 0.0486(15) Uani 1 1 d . . . N2 N 0.8123(6) 0.4605(6) 0.8781(3) 0.0423(14) Uani 1 1 d . . . O1 O 0.5303(5) 0.7752(5) 0.7047(2) 0.0516(13) Uani 1 1 d . . . O2 O 0.7092(7) 0.6465(5) 0.6655(3) 0.0738(17) Uani 1 1 d . . . O3 O 1.1774(5) 0.4919(4) 0.9168(2) 0.0501(12) Uani 1 1 d . . . O4 O 0.9334(6) 0.3345(5) 1.0098(2) 0.0564(14) Uani 1 1 d . . . O5 O 0.8086(10) 0.4500(7) 0.2372(4) 0.146(3) Uani 1 1 d . . . H5WA H 0.8127 0.4682 0.1915 0.176 Uiso 1 1 d R . . H5WB H 0.8033 0.3702 0.2274 0.176 Uiso 1 1 d R . . O6 O 0.7889(16) 0.1767(9) 0.2032(9) 0.191(5) Uani 1 1 d . . . H6A H 0.7450 0.1082 0.2122 0.286 Uiso 1 1 calc R . . S1 S 0.7836(2) 0.40332(19) 1.02355(9) 0.0484(5) Uani 1 1 d . . . C1 C 0.7330(8) 0.4954(7) 0.9336(4) 0.0437(17) Uani 1 1 d . . . C2 C 0.6198(8) 0.5916(7) 0.9235(4) 0.0479(18) Uani 1 1 d . . . H2 H 0.5673 0.6136 0.9637 0.057 Uiso 1 1 calc R . . C3 C 0.5831(8) 0.6569(7) 0.8523(4) 0.0483(19) Uani 1 1 d . . . H3 H 0.5055 0.7222 0.8438 0.058 Uiso 1 1 calc R . . C4 C 0.6670(8) 0.6208(7) 0.7943(3) 0.0403(16) Uani 1 1 d . . . C5 C 0.6364(8) 0.6834(7) 0.7154(4) 0.0445(18) Uani 1 1 d . . . C6 C 0.7812(8) 0.5247(7) 0.8103(3) 0.0452(18) Uani 1 1 d . . . H6 H 0.8397 0.5030 0.7722 0.054 Uiso 1 1 calc R . . C7 C 1.2845(10) 0.2027(8) 0.9025(4) 0.060(2) Uani 1 1 d . . . H7 H 1.2791 0.2576 0.8597 0.071 Uiso 1 1 calc R . . C8 C 1.4212(9) 0.1267(8) 0.9239(4) 0.060(2) Uani 1 1 d . . . H8 H 1.5053 0.1322 0.8970 0.072 Uiso 1 1 calc R . . C9 C 1.4283(8) 0.0421(7) 0.9868(4) 0.0483(18) Uani 1 1 d . . . C10 C 1.2995(9) 0.0424(8) 1.0244(4) 0.059(2) Uani 1 1 d . . . H10 H 1.3005 -0.0105 1.0677 0.070 Uiso 1 1 calc R . . C11 C 1.1694(9) 0.1211(8) 0.9978(4) 0.060(2) Uani 1 1 d . . . H11 H 1.0823 0.1170 1.0228 0.072 Uiso 1 1 calc R . . C12 C 0.9379(17) 0.1490(17) 0.1884(11) 0.226(10) Uani 1 1 d . . . H12A H 0.9704 0.2177 0.1572 0.339 Uiso 1 1 calc R . . H12B H 0.9350 0.0669 0.1611 0.339 Uiso 1 1 calc R . . H12C H 1.0125 0.1429 0.2365 0.339 Uiso 1 1 calc R . . 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 Cu1 0.0514(6) 0.0448(6) 0.0368(5) -0.0017(4) -0.0091(4) 0.0101(5) N1 0.048(4) 0.046(4) 0.048(3) 0.000(3) 0.000(3) 0.010(3) N2 0.042(3) 0.046(4) 0.034(3) -0.005(3) -0.005(3) 0.005(3) O1 0.055(3) 0.050(3) 0.042(3) 0.009(2) -0.010(2) 0.001(3) O2 0.095(4) 0.078(4) 0.047(3) 0.008(3) 0.012(3) 0.037(3) O3 0.061(3) 0.049(3) 0.038(2) -0.005(2) 0.002(2) 0.008(3) O4 0.069(3) 0.060(4) 0.040(3) 0.009(2) 0.008(2) 0.022(3) O5 0.241(9) 0.124(7) 0.079(4) 0.012(5) 0.041(5) -0.028(7) O6 0.219(12) 0.127(9) 0.246(13) 0.036(8) 0.096(11) 0.025(9) S1 0.0529(12) 0.0480(13) 0.0400(10) 0.0034(9) -0.0021(8) 0.0035(10) C1 0.042(4) 0.048(5) 0.039(4) 0.003(3) 0.000(3) 0.000(4) C2 0.043(4) 0.051(5) 0.049(4) -0.003(4) 0.006(3) 0.004(4) C3 0.046(4) 0.046(5) 0.045(4) 0.002(3) -0.009(3) 0.005(4) C4 0.043(4) 0.040(4) 0.032(3) 0.005(3) -0.007(3) 0.011(4) C5 0.049(4) 0.045(5) 0.034(4) 0.001(3) -0.005(3) 0.008(4) C6 0.047(4) 0.049(5) 0.033(4) 0.001(3) -0.007(3) -0.001(4) C7 0.074(6) 0.054(6) 0.045(4) 0.012(4) -0.001(4) 0.019(5) C8 0.054(5) 0.074(6) 0.050(4) 0.013(4) 0.006(4) 0.021(5) C9 0.058(5) 0.046(5) 0.036(4) -0.002(4) -0.005(3) 0.013(4) C10 0.055(5) 0.063(6) 0.059(5) 0.023(4) 0.013(4) 0.017(5) C11 0.055(5) 0.054(5) 0.068(5) 0.019(4) 0.007(4) 0.001(5) C12 0.109(11) 0.202(18) 0.38(3) 0.119(17) 0.084(14) 0.091(13) _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 Cu1 O1 1.970(5) 2_646 ? Cu1 O4 1.974(5) . ? Cu1 N1 1.987(6) . ? Cu1 N2 1.992(5) . ? Cu1 O3 2.329(5) . ? N1 C7 1.310(8) . ? N1 C11 1.319(9) . ? N2 C1 1.331(8) . ? N2 C6 1.341(7) . ? O1 C5 1.289(8) . ? O1 Cu1 1.970(5) 2_656 ? O2 C5 1.221(7) . ? O3 S1 1.488(5) 3_767 ? O4 S1 1.514(5) . ? O5 H5WA 0.8300 . ? O5 H5WB 0.8299 . ? O6 C12 1.371(13) . ? O6 H6A 0.8200 . ? S1 O3 1.488(5) 3_767 ? S1 C1 1.817(7) . ? C1 C2 1.363(9) . ? C2 C3 1.398(8) . ? C2 H2 0.9300 . ? C3 C4 1.395(9) . ? C3 H3 0.9300 . ? C4 C6 1.372(9) . ? C4 C5 1.502(9) . ? C6 H6 0.9300 . ? C7 C8 1.391(10) . ? C7 H7 0.9300 . ? C8 C9 1.391(10) . ? C8 H8 0.9300 . ? C9 C10 1.381(9) . ? C9 C9 1.494(13) 3_857 ? C10 C11 1.377(10) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 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 O1 Cu1 O4 159.0(2) 2_646 . ? O1 Cu1 N1 91.6(2) 2_646 . ? O4 Cu1 N1 91.9(2) . . ? O1 Cu1 N2 92.45(19) 2_646 . ? O4 Cu1 N2 84.88(19) . . ? N1 Cu1 N2 175.6(2) . . ? O1 Cu1 O3 101.57(18) 2_646 . ? O4 Cu1 O3 99.27(18) . . ? N1 Cu1 O3 87.0(2) . . ? N2 Cu1 O3 90.4(2) . . ? C7 N1 C11 117.5(6) . . ? C7 N1 Cu1 118.7(5) . . ? C11 N1 Cu1 123.7(5) . . ? C1 N2 C6 118.3(6) . . ? C1 N2 Cu1 117.6(4) . . ? C6 N2 Cu1 123.8(5) . . ? C5 O1 Cu1 104.7(4) . 2_656 ? S1 O3 Cu1 130.0(3) 3_767 . ? S1 O4 Cu1 120.3(3) . . ? H5WA O5 H5WB 91.6 . . ? C12 O6 H6A 109.5 . . ? O3 S1 O4 111.0(3) 3_767 . ? O3 S1 C1 103.1(3) 3_767 . ? O4 S1 C1 99.9(3) . . ? N2 C1 C2 122.6(6) . . ? N2 C1 S1 115.2(5) . . ? C2 C1 S1 122.2(5) . . ? C1 C2 C3 119.6(7) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? C4 C3 C2 117.7(6) . . ? C4 C3 H3 121.1 . . ? C2 C3 H3 121.1 . . ? C6 C4 C3 118.6(6) . . ? C6 C4 C5 119.1(6) . . ? C3 C4 C5 122.3(6) . . ? O2 C5 O1 123.7(6) . . ? O2 C5 C4 120.3(7) . . ? O1 C5 C4 116.0(6) . . ? N2 C6 C4 123.1(6) . . ? N2 C6 H6 118.5 . . ? C4 C6 H6 118.5 . . ? N1 C7 C8 124.3(7) . . ? N1 C7 H7 117.8 . . ? C8 C7 H7 117.8 . . ? C7 C8 C9 118.0(7) . . ? C7 C8 H8 121.0 . . ? C9 C8 H8 121.0 . . ? C10 C9 C8 117.0(6) . . ? C10 C9 C9 122.0(8) . 3_857 ? C8 C9 C9 121.0(9) . 3_857 ? C11 C10 C9 120.0(6) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? N1 C11 C10 123.0(7) . . ? N1 C11 H11 118.5 . . ? C10 C11 H11 118.5 . . ? O6 C12 H12A 109.5 . . ? O6 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? O6 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Cu1 N1 C7 49.8(5) 2_646 . . . ? O4 Cu1 N1 C7 -150.9(5) . . . . ? O3 Cu1 N1 C7 -51.7(5) . . . . ? O1 Cu1 N1 C11 -133.2(6) 2_646 . . . ? O4 Cu1 N1 C11 26.1(6) . . . . ? O3 Cu1 N1 C11 125.3(6) . . . . ? O1 Cu1 N2 C1 156.6(5) 2_646 . . . ? O4 Cu1 N2 C1 -2.6(5) . . . . ? O3 Cu1 N2 C1 -101.8(5) . . . . ? O1 Cu1 N2 C6 -29.3(5) 2_646 . . . ? O4 Cu1 N2 C6 171.5(5) . . . . ? O3 Cu1 N2 C6 72.2(5) . . . . ? O1 Cu1 O3 S1 162.0(3) 2_646 . . 3_767 ? O4 Cu1 O3 S1 -15.5(4) . . . 3_767 ? N1 Cu1 O3 S1 -107.0(4) . . . 3_767 ? N2 Cu1 O3 S1 69.4(3) . . . 3_767 ? O1 Cu1 O4 S1 -71.4(6) 2_646 . . . ? N1 Cu1 O4 S1 -171.1(4) . . . . ? N2 Cu1 O4 S1 12.0(3) . . . . ? O3 Cu1 O4 S1 101.6(3) . . . . ? Cu1 O4 S1 O3 -123.5(3) . . . 3_767 ? Cu1 O4 S1 C1 -15.2(4) . . . . ? C6 N2 C1 C2 1.3(9) . . . . ? Cu1 N2 C1 C2 175.7(5) . . . . ? C6 N2 C1 S1 -179.8(5) . . . . ? Cu1 N2 C1 S1 -5.4(6) . . . . ? O3 S1 C1 N2 127.0(5) 3_767 . . . ? O4 S1 C1 N2 12.6(6) . . . . ? O3 S1 C1 C2 -54.1(6) 3_767 . . . ? O4 S1 C1 C2 -168.6(6) . . . . ? N2 C1 C2 C3 0.4(10) . . . . ? S1 C1 C2 C3 -178.4(5) . . . . ? C1 C2 C3 C4 -0.7(10) . . . . ? C2 C3 C4 C6 -0.6(9) . . . . ? C2 C3 C4 C5 179.4(6) . . . . ? Cu1 O1 C5 O2 2.2(8) 2_656 . . . ? Cu1 O1 C5 C4 -177.4(5) 2_656 . . . ? C6 C4 C5 O2 2.0(10) . . . . ? C3 C4 C5 O2 -178.0(6) . . . . ? C6 C4 C5 O1 -178.4(6) . . . . ? C3 C4 C5 O1 1.7(10) . . . . ? C1 N2 C6 C4 -2.7(9) . . . . ? Cu1 N2 C6 C4 -176.8(5) . . . . ? C3 C4 C6 N2 2.4(10) . . . . ? C5 C4 C6 N2 -177.6(6) . . . . ? C11 N1 C7 C8 -1.8(11) . . . . ? Cu1 N1 C7 C8 175.4(6) . . . . ? N1 C7 C8 C9 1.4(12) . . . . ? C7 C8 C9 C10 -1.4(11) . . . . ? C7 C8 C9 C9 -179.8(8) . . . 3_857 ? C8 C9 C10 C11 2.0(11) . . . . ? C9 C9 C10 C11 -179.6(8) 3_857 . . . ? C7 N1 C11 C10 2.4(11) . . . . ? Cu1 N1 C11 C10 -174.6(6) . . . . ? C9 C10 C11 N1 -2.6(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 O6 H6A O5 0.82 1.93 2.725(12) 162.0 2_645 O5 H5WB O6 0.83 2.01 2.845(13) 179.6 . O5 H5WA S1 0.83 2.98 3.743(8) 153.4 1_554 O5 H5WA O3 0.83 1.96 2.788(8) 179.1 3_766 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.659 _refine_diff_density_min -0.582 _refine_diff_density_rms 0.112 # Attachment '71.cif' data_xb2871m _database_code_depnum_ccdc_archive 'CCDC 751612' #TrackingRef '71.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H14 Cd2 N4 O4 S2' _chemical_formula_sum 'C24 H14 Cd2 N4 O4 S2' _chemical_formula_weight 711.31 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' 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' Cd Cd -0.8075 1.2024 '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 8.8779(16) _cell_length_b 11.910(2) _cell_length_c 12.284(2) _cell_angle_alpha 91.799(3) _cell_angle_beta 93.476(3) _cell_angle_gamma 102.816(3) _cell_volume 1262.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1023 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 19.77 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.871 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 692 _exptl_absorpt_coefficient_mu 1.887 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6013 _exptl_absorpt_correction_T_max 0.7275 _exptl_absorpt_process_details 'SADABS (Bruker, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 APEX SMART II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6361 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0857 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 25.10 _reflns_number_total 4389 _reflns_number_gt 2432 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement APEX2 _computing_data_reduction APEX2 _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics APEX2 _computing_publication_material APEX2 _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^)+(0.0751P)^2^+0.0200P] 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 4389 _refine_ls_number_parameters 325 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0988 _refine_ls_R_factor_gt 0.0571 _refine_ls_wR_factor_ref 0.1597 _refine_ls_wR_factor_gt 0.1416 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.084 _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 O1 O 1.3729(7) 0.0330(6) 0.5524(5) 0.0588(18) Uani 1 1 d . . . C23 C 1.2490(10) 0.0065(9) 0.6078(8) 0.049(2) Uani 1 1 d . . . C22 C 1.1427(9) 0.0904(8) 0.5979(7) 0.043(2) Uani 1 1 d . . . C21 C 1.1791(11) 0.1944(9) 0.5493(8) 0.055(3) Uani 1 1 d . . . H21 H 1.2769 0.2205 0.5242 0.067 Uiso 1 1 calc R . . C24 C 0.9947(10) 0.0558(8) 0.6307(7) 0.047(2) Uani 1 1 d . . . H24 H 0.9691 -0.0143 0.6640 0.056 Uiso 1 1 calc R . . N4 N 0.8883(8) 0.1145(7) 0.6182(6) 0.0502(19) Uani 1 1 d U . . C20 C 1.0674(13) 0.2608(9) 0.5379(8) 0.068(3) Uani 1 1 d . . . H20 H 1.0911 0.3334 0.5090 0.082 Uiso 1 1 calc R . . C19 C 0.9201(12) 0.2150(10) 0.5710(8) 0.063(3) Uani 1 1 d U . . O3 O 0.4920(9) 0.1154(6) -0.2260(6) 0.068(2) Uani 1 1 d . . . C13 C 0.5891(15) 0.1405(9) -0.1460(9) 0.063(3) Uani 1 1 d . . . Cd1 Cd 0.37721(8) -0.06715(6) 0.36260(6) 0.0524(3) Uani 1 1 d . . . Cd2 Cd 0.67806(8) 0.23007(6) 0.34460(6) 0.0561(3) Uani 1 1 d U . . S1 S 0.3712(3) 0.1442(2) 0.3083(2) 0.0599(7) Uani 1 1 d . . . S2 S 0.7572(4) 0.2787(3) 0.5529(2) 0.0884(11) Uani 1 1 d U . . N3 N 0.5745(9) 0.1816(7) 0.1592(6) 0.052(2) Uani 1 1 d . . . C18 C 0.4259(12) 0.1444(8) 0.1708(7) 0.051(2) Uani 1 1 d . . . C17 C 0.3176(12) 0.1130(9) 0.0836(8) 0.062(3) Uani 1 1 d . . . H17 H 0.2123 0.0922 0.0938 0.074 Uiso 1 1 calc R . . C15 C 0.6242(11) 0.1835(8) 0.0603(8) 0.054(3) Uani 1 1 d . . . H15 H 0.7297 0.2100 0.0531 0.065 Uiso 1 1 calc R . . C16 C 0.3718(12) 0.1136(9) -0.0199(8) 0.063(3) Uani 1 1 d . . . H16 H 0.3023 0.0906 -0.0804 0.075 Uiso 1 1 calc R . . C14 C 0.5282(12) 0.1483(8) -0.0339(8) 0.054(3) Uani 1 1 d . . . O2 O 1.2085(7) -0.0789(6) 0.6611(6) 0.0587(18) Uani 1 1 d . . . O4 O 0.7298(10) 0.1541(8) -0.1515(6) 0.094(3) Uani 1 1 d . . . N1 N 0.6361(11) 0.4167(8) 0.3147(7) 0.069(3) Uani 1 1 d . . . N2 N 0.8976(10) 0.3374(8) 0.2603(7) 0.063(2) Uani 1 1 d . . . C8 C 0.8875(13) 0.4401(10) 0.2280(8) 0.064(3) Uani 1 1 d . . . C9 C 0.7488(16) 0.4845(10) 0.2567(10) 0.079(4) Uani 1 1 d . . . C1 C 0.5187(15) 0.4581(11) 0.3366(10) 0.088(4) Uani 1 1 d . . . H1 H 0.4445 0.4128 0.3766 0.105 Uiso 1 1 calc R . . C7 C 1.0036(19) 0.5105(12) 0.1728(11) 0.098(3) Uani 1 1 d U . . C6 C 0.9903(18) 0.6206(12) 0.1431(11) 0.098(3) Uani 1 1 d U . . H6 H 1.0688 0.6664 0.1069 0.118 Uiso 1 1 calc R . . C4 C 0.7325(18) 0.5978(11) 0.2261(11) 0.094(4) Uani 1 1 d D . . C5 C 0.863(2) 0.6614(12) 0.1665(12) 0.116(6) Uani 1 1 d . . . H5 H 0.8583 0.7342 0.1435 0.140 Uiso 1 1 calc R . . C2 C 0.492(2) 0.5621(15) 0.3067(15) 0.122(7) Uani 1 1 d U . . H2 H 0.3995 0.5829 0.3193 0.146 Uiso 1 1 calc R . . C10 C 1.1258(17) 0.4684(16) 0.1529(13) 0.119(6) Uani 1 1 d . . . H10 H 1.2055 0.5110 0.1153 0.143 Uiso 1 1 calc R . . C12 C 1.0167(13) 0.2962(12) 0.2382(9) 0.079(3) Uani 1 1 d . . . H12 H 1.0225 0.2221 0.2567 0.095 Uiso 1 1 calc R . . C11 C 1.1337(17) 0.3651(15) 0.1869(12) 0.112(5) Uani 1 1 d . . . H11 H 1.2224 0.3382 0.1755 0.134 Uiso 1 1 calc R . . C3 C 0.599(2) 0.6286(14) 0.2614(15) 0.123(7) Uani 1 1 d DU . . H3 H 0.5879 0.7034 0.2505 0.148 Uiso 1 1 calc R . . 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 O1 0.041(4) 0.098(5) 0.045(4) 0.001(4) 0.008(3) 0.030(4) C23 0.035(5) 0.067(7) 0.048(6) -0.008(5) 0.002(4) 0.019(5) C22 0.040(5) 0.055(6) 0.037(5) 0.001(4) 0.012(4) 0.013(4) C21 0.051(6) 0.071(7) 0.050(6) 0.000(5) 0.021(5) 0.020(5) C24 0.042(5) 0.059(6) 0.044(6) 0.001(5) 0.013(4) 0.019(5) N4 0.042(4) 0.070(5) 0.047(5) 0.005(4) 0.015(4) 0.025(4) C20 0.095(9) 0.063(7) 0.056(7) 0.014(5) 0.037(6) 0.027(6) C19 0.067(7) 0.088(7) 0.046(6) 0.009(5) 0.020(5) 0.042(6) O3 0.090(5) 0.084(5) 0.038(4) 0.002(4) 0.009(4) 0.036(4) C13 0.086(8) 0.066(7) 0.048(7) 0.005(6) 0.030(7) 0.031(7) Cd1 0.0426(4) 0.0738(6) 0.0461(5) 0.0062(4) 0.0107(3) 0.0219(4) Cd2 0.0589(5) 0.0660(5) 0.0512(5) 0.0082(4) 0.0125(4) 0.0274(4) S1 0.0617(16) 0.0786(19) 0.0475(15) 0.0089(14) 0.0199(13) 0.0277(14) S2 0.119(3) 0.134(3) 0.0449(11) 0.0225(15) 0.0242(14) 0.090(2) N3 0.050(5) 0.073(6) 0.038(5) 0.003(4) 0.012(4) 0.022(4) C18 0.064(6) 0.059(6) 0.038(6) -0.001(5) 0.011(5) 0.031(5) C17 0.060(6) 0.086(8) 0.050(6) 0.006(6) 0.020(5) 0.036(6) C15 0.048(6) 0.056(6) 0.062(7) 0.005(5) 0.014(5) 0.016(5) C16 0.068(7) 0.074(7) 0.048(6) 0.004(5) -0.003(5) 0.021(6) C14 0.064(7) 0.058(6) 0.049(6) 0.012(5) 0.018(5) 0.028(5) O2 0.061(4) 0.058(4) 0.071(5) 0.021(4) 0.026(4) 0.033(4) O4 0.089(6) 0.143(8) 0.056(5) 0.005(5) 0.037(5) 0.033(6) N1 0.087(7) 0.058(6) 0.068(6) -0.013(5) -0.001(5) 0.032(5) N2 0.068(6) 0.063(6) 0.060(6) 0.007(5) 0.004(5) 0.017(5) C8 0.080(8) 0.062(7) 0.043(6) -0.003(5) -0.013(6) 0.007(6) C9 0.108(10) 0.054(8) 0.071(8) -0.006(6) -0.044(8) 0.024(7) C1 0.095(9) 0.093(10) 0.088(9) -0.029(7) -0.008(7) 0.057(8) C7 0.113(8) 0.083(7) 0.091(7) 0.022(6) 0.008(6) 0.005(7) C6 0.114(8) 0.083(7) 0.092(7) 0.022(6) 0.008(6) 0.005(7) C4 0.119(12) 0.060(9) 0.095(10) 0.001(7) -0.030(9) 0.016(9) C5 0.163(16) 0.063(9) 0.114(13) 0.027(9) -0.028(12) 0.013(10) C2 0.112(14) 0.130(16) 0.138(16) -0.053(12) -0.020(11) 0.076(10) C10 0.086(11) 0.149(16) 0.114(13) 0.044(12) 0.032(9) -0.002(11) C12 0.062(7) 0.102(9) 0.080(9) 0.016(7) 0.029(6) 0.025(7) C11 0.083(10) 0.139(14) 0.120(13) 0.040(11) 0.020(9) 0.028(10) C3 0.140(16) 0.087(13) 0.147(18) -0.035(11) -0.054(12) 0.059(11) _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 O1 C23 1.313(10) . ? O1 Cd1 2.339(6) 2_756 ? O1 Cd1 2.592(6) 1_655 ? C23 O2 1.225(11) . ? C23 C22 1.521(12) . ? C22 C21 1.374(12) . ? C22 C24 1.376(11) . ? C21 C20 1.402(13) . ? C21 H21 0.9300 . ? C24 N4 1.299(10) . ? C24 H24 0.9300 . ? N4 C19 1.328(12) . ? N4 Cd1 2.327(7) 2_656 ? C20 C19 1.391(13) . ? C20 H20 0.9300 . ? C19 S2 1.781(10) . ? O3 C13 1.250(13) . ? O3 Cd1 2.229(6) 2_655 ? C13 O4 1.230(13) . ? C13 C14 1.516(13) . ? Cd1 O3 2.229(6) 2_655 ? Cd1 N4 2.327(7) 2_656 ? Cd1 O1 2.339(6) 2_756 ? Cd1 O1 2.592(6) 1_455 ? Cd1 S1 2.635(3) . ? Cd1 S2 2.798(4) 2_656 ? Cd2 O2 2.250(6) 2_756 ? Cd2 N1 2.370(9) . ? Cd2 N2 2.393(9) . ? Cd2 N3 2.407(7) . ? Cd2 S2 2.623(3) . ? Cd2 S1 2.693(3) . ? S1 C18 1.786(9) . ? S2 Cd1 2.798(4) 2_656 ? N3 C18 1.313(12) . ? N3 C15 1.316(11) . ? C18 C17 1.380(13) . ? C17 C16 1.386(13) . ? C17 H17 0.9300 . ? C15 C14 1.391(13) . ? C15 H15 0.9300 . ? C16 C14 1.381(13) . ? C16 H16 0.9300 . ? O2 Cd2 2.250(6) 2_756 ? N1 C1 1.286(13) . ? N1 C9 1.387(15) . ? N2 C12 1.300(13) . ? N2 C8 1.318(12) . ? C8 C7 1.401(16) . ? C8 C9 1.501(16) . ? C9 C4 1.447(16) . ? C1 C2 1.369(18) . ? C1 H1 0.9300 . ? C7 C10 1.324(19) . ? C7 C6 1.400(18) . ? C6 C5 1.365(19) . ? C6 H6 0.9300 . ? C4 C3 1.408(15) . ? C4 C5 1.485(18) . ? C5 H5 0.9300 . ? C2 C3 1.26(2) . ? C2 H2 0.9300 . ? C10 C11 1.327(18) . ? C10 H10 0.9300 . ? C12 C11 1.372(17) . ? C12 H12 0.9300 . ? C11 H11 0.9300 . ? C3 H3 0.9300 . ? 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 C23 O1 Cd1 121.9(5) . 2_756 ? C23 O1 Cd1 119.9(5) . 1_655 ? Cd1 O1 Cd1 108.0(2) 2_756 1_655 ? O2 C23 O1 127.3(8) . . ? O2 C23 C22 118.2(8) . . ? O1 C23 C22 114.4(9) . . ? C21 C22 C24 117.2(8) . . ? C21 C22 C23 124.6(8) . . ? C24 C22 C23 118.0(8) . . ? C22 C21 C20 119.4(9) . . ? C22 C21 H21 120.3 . . ? C20 C21 H21 120.3 . . ? N4 C24 C22 124.4(9) . . ? N4 C24 H24 117.8 . . ? C22 C24 H24 117.8 . . ? C24 N4 C19 119.7(8) . . ? C24 N4 Cd1 132.1(7) . 2_656 ? C19 N4 Cd1 107.3(6) . 2_656 ? C19 C20 C21 118.1(9) . . ? C19 C20 H20 120.9 . . ? C21 C20 H20 120.9 . . ? N4 C19 C20 121.1(9) . . ? N4 C19 S2 113.4(7) . . ? C20 C19 S2 125.5(9) . . ? C13 O3 Cd1 105.3(6) . 2_655 ? O4 C13 O3 124.4(10) . . ? O4 C13 C14 117.9(11) . . ? O3 C13 C14 117.6(11) . . ? O3 Cd1 N4 128.8(3) 2_655 2_656 ? O3 Cd1 O1 79.4(2) 2_655 2_756 ? N4 Cd1 O1 147.5(2) 2_656 2_756 ? O3 Cd1 O1 150.3(2) 2_655 1_455 ? N4 Cd1 O1 80.9(2) 2_656 1_455 ? O1 Cd1 O1 72.0(2) 2_756 1_455 ? O3 Cd1 S1 98.66(19) 2_655 . ? N4 Cd1 S1 92.5(2) 2_656 . ? O1 Cd1 S1 99.40(18) 2_756 . ? O1 Cd1 S1 78.74(16) 1_455 . ? O3 Cd1 S2 103.83(19) 2_655 2_656 ? N4 Cd1 S2 60.4(2) 2_656 2_656 ? O1 Cd1 S2 100.87(18) 2_756 2_656 ? O1 Cd1 S2 89.44(17) 1_455 2_656 ? S1 Cd1 S2 152.05(9) . 2_656 ? O2 Cd2 N1 159.4(3) 2_756 . ? O2 Cd2 N2 87.4(3) 2_756 . ? N1 Cd2 N2 72.1(3) . . ? O2 Cd2 N3 89.6(3) 2_756 . ? N1 Cd2 N3 86.2(3) . . ? N2 Cd2 N3 83.8(3) . . ? O2 Cd2 S2 93.58(19) 2_756 . ? N1 Cd2 S2 92.9(2) . . ? N2 Cd2 S2 102.2(2) . . ? N3 Cd2 S2 173.29(19) . . ? O2 Cd2 S1 106.71(19) 2_756 . ? N1 Cd2 S1 89.0(2) . . ? N2 Cd2 S1 141.9(2) . . ? N3 Cd2 S1 61.75(19) . . ? S2 Cd2 S1 111.62(10) . . ? C18 S1 Cd1 102.1(3) . . ? C18 S1 Cd2 80.6(3) . . ? Cd1 S1 Cd2 95.84(9) . . ? C19 S2 Cd2 101.1(3) . . ? C19 S2 Cd1 78.6(4) . 2_656 ? Cd2 S2 Cd1 99.65(13) . 2_656 ? C18 N3 C15 118.9(9) . . ? C18 N3 Cd2 102.4(6) . . ? C15 N3 Cd2 138.7(7) . . ? N3 C18 C17 123.0(9) . . ? N3 C18 S1 115.2(7) . . ? C17 C18 S1 121.8(8) . . ? C18 C17 C16 117.5(10) . . ? C18 C17 H17 121.3 . . ? C16 C17 H17 121.3 . . ? N3 C15 C14 123.8(9) . . ? N3 C15 H15 118.1 . . ? C14 C15 H15 118.1 . . ? C14 C16 C17 120.5(10) . . ? C14 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C16 C14 C15 116.3(9) . . ? C16 C14 C13 120.6(10) . . ? C15 C14 C13 123.0(10) . . ? C23 O2 Cd2 123.0(6) . 2_756 ? C1 N1 C9 117.2(11) . . ? C1 N1 Cd2 128.8(10) . . ? C9 N1 Cd2 113.7(7) . . ? C12 N2 C8 119.9(10) . . ? C12 N2 Cd2 123.6(8) . . ? C8 N2 Cd2 116.2(7) . . ? N2 C8 C7 122.7(12) . . ? N2 C8 C9 118.0(10) . . ? C7 C8 C9 119.3(12) . . ? N1 C9 C4 119.8(13) . . ? N1 C9 C8 119.5(10) . . ? C4 C9 C8 120.8(13) . . ? N1 C1 C2 126.5(15) . . ? N1 C1 H1 116.8 . . ? C2 C1 H1 116.8 . . ? C10 C7 C6 122.6(16) . . ? C10 C7 C8 116.6(14) . . ? C6 C7 C8 120.7(15) . . ? C5 C6 C7 120.8(14) . . ? C5 C6 H6 119.6 . . ? C7 C6 H6 119.6 . . ? C3 C4 C9 114.2(14) . . ? C3 C4 C5 132.0(14) . . ? C9 C4 C5 113.8(13) . . ? C6 C5 C4 124.6(13) . . ? C6 C5 H5 117.7 . . ? C4 C5 H5 117.7 . . ? C3 C2 C1 117.2(17) . . ? C3 C2 H2 121.4 . . ? C1 C2 H2 121.4 . . ? C7 C10 C11 119.5(15) . . ? C7 C10 H10 120.3 . . ? C11 C10 H10 120.3 . . ? N2 C12 C11 118.2(13) . . ? N2 C12 H12 120.9 . . ? C11 C12 H12 120.9 . . ? C10 C11 C12 122.9(14) . . ? C10 C11 H11 118.6 . . ? C12 C11 H11 118.6 . . ? C2 C3 C4 124.7(17) . . ? C2 C3 H3 117.6 . . ? C4 C3 H3 117.6 . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 1.723 _refine_diff_density_min -0.810 _refine_diff_density_rms 0.154 # Attachment '81.cif' data_81 _database_code_depnum_ccdc_archive 'CCDC 751613' #TrackingRef '81.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H20.40 Cd N4 O6.20 S2' _chemical_formula_sum 'C24 H20.40 Cd N4 O6.20 S2' _chemical_formula_weight 640.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 16.202(7) _cell_length_b 22.691(10) _cell_length_c 16.772(10) _cell_angle_alpha 90.00 _cell_angle_beta 114.511(8) _cell_angle_gamma 90.00 _cell_volume 5611(5) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1625 _cell_measurement_theta_min 2.237 _cell_measurement_theta_max 20.190 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.517 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2576 _exptl_absorpt_coefficient_mu 0.971 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8680 _exptl_absorpt_correction_T_max 0.9351 _exptl_absorpt_process_details 'SADABS (Bruker, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 APEX SMART II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 14142 _diffrn_reflns_av_R_equivalents 0.0939 _diffrn_reflns_av_sigmaI/netI 0.1445 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 25.78 _reflns_number_total 5317 _reflns_number_gt 2538 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement APEX2 _computing_data_reduction APEX2 _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics APEX2 _computing_publication_material APEX2 _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^)+(0.0884P)^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 5317 _refine_ls_number_parameters 320 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1127 _refine_ls_R_factor_gt 0.0571 _refine_ls_wR_factor_ref 0.1717 _refine_ls_wR_factor_gt 0.1478 _refine_ls_goodness_of_fit_ref 0.889 _refine_ls_restrained_S_all 0.890 _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 Cd1 Cd 0.77929(3) 0.76515(2) 0.62372(4) 0.0429(2) Uani 1 1 d . . . S2 S 0.67786(14) 0.97633(11) 1.07891(15) 0.0670(7) Uani 1 1 d . . . S1 S 0.64445(16) 1.00623(9) 0.95691(16) 0.0673(7) Uani 1 1 d . B . O1 O 0.7081(4) 0.8313(3) 0.6716(4) 0.0724(19) Uani 1 1 d . B . O2 O 0.8114(4) 0.7904(3) 0.7919(4) 0.0744(18) Uani 1 1 d . B . O3 O 0.4011(3) 0.7976(2) 1.1586(4) 0.0537(14) Uani 1 1 d . . . O4 O 0.3299(3) 0.7918(2) 1.0161(3) 0.0533(14) Uani 1 1 d . . . N1 N 0.3727(4) 0.3424(3) 0.6189(4) 0.0549(18) Uani 1 1 d . . . N2 N 0.6895(4) 0.6876(3) 0.6259(4) 0.0546(17) Uani 1 1 d D . . N5 N 0.7355(6) 0.9086(4) 0.9462(6) 0.096(3) Uani 1 1 d . B . N6 N 0.5226(5) 0.9102(3) 0.9946(5) 0.074(2) Uani 1 1 d . . . C23 C 0.5980(4) 0.9072(4) 1.1482(5) 0.053(2) Uani 1 1 d . . . H23A H 0.6459 0.9193 1.1995 0.063 Uiso 1 1 calc R . . C1 C 0.7489(6) 0.8272(4) 0.7503(7) 0.062(3) Uani 1 1 d . . . C2 C 0.3927(5) 0.8108(3) 1.0823(6) 0.0426(19) Uani 1 1 d . . . C11 C 0.7271(5) 0.8713(4) 0.8100(6) 0.056(2) Uani 1 1 d . B . C12 C 0.6747(7) 0.9202(5) 0.7729(7) 0.093(3) Uani 1 1 d . . . H12A H 0.6534 0.9266 0.7129 0.111 Uiso 1 1 calc R B . C13 C 0.6540(7) 0.9590(4) 0.8232(7) 0.075(3) Uani 1 1 d . B . H13A H 0.6184 0.9915 0.7965 0.090 Uiso 1 1 calc R . . C14 C 0.6805(6) 0.9529(4) 0.9025(6) 0.053(2) Uani 1 1 d . . . C16 C 0.7585(6) 0.8687(5) 0.8982(7) 0.080(3) Uani 1 1 d . . . H16A H 0.7977 0.8382 0.9276 0.096 Uiso 1 1 calc R B . C21 C 0.4633(4) 0.8511(3) 1.0769(5) 0.0456(19) Uani 1 1 d . . . C22 C 0.4578(5) 0.8717(3) 0.9994(6) 0.053(2) Uani 1 1 d . . . H22A H 0.4097 0.8599 0.9480 0.064 Uiso 1 1 calc R . . C24 C 0.5901(4) 0.9269(3) 1.0710(5) 0.048(2) Uani 1 1 d . . . C26 C 0.5364(5) 0.8697(4) 1.1511(6) 0.069(3) Uani 1 1 d . . . H26A H 0.5427 0.8554 1.2053 0.083 Uiso 1 1 calc R . . C31 C 0.3385(5) 0.3957(4) 0.6007(7) 0.082(3) Uani 1 1 d . . . H31A H 0.2766 0.4004 0.5848 0.099 Uiso 1 1 calc R . . C32 C 0.3894(5) 0.4451(4) 0.6038(7) 0.083(3) Uani 1 1 d . A . H32A H 0.3625 0.4821 0.5919 0.099 Uiso 1 1 calc R . . C33 C 0.4793(5) 0.4387(4) 0.6246(6) 0.070(3) Uani 1 1 d . . . C34 C 0.5135(5) 0.3828(4) 0.6422(7) 0.079(3) Uani 1 1 d . A . H34A H 0.5749 0.3765 0.6570 0.095 Uiso 1 1 calc R . . C35 C 0.4596(5) 0.3367(4) 0.6382(6) 0.075(3) Uani 1 1 d . . . H35A H 0.4850 0.2992 0.6497 0.090 Uiso 1 1 calc R A . C36 C 0.5435(11) 0.4918(7) 0.6469(11) 0.072(5) Uiso 0.63 1 d PD A 1 H36A H 0.6003 0.4905 0.6937 0.087 Uiso 0.63 1 calc PR A 1 C36A C 0.5339(15) 0.4869(8) 0.6100(17) 0.054(7) Uiso 0.37 1 d PD A 2 H36B H 0.5755 0.4793 0.5862 0.065 Uiso 0.37 1 calc PR A 2 C41 C 0.7196(10) 0.6310(8) 0.6269(7) 0.041(4) Uiso 0.47 1 d PD B 1 H41A H 0.7774 0.6242 0.6299 0.049 Uiso 0.47 1 calc PR B 1 C42 C 0.6632(10) 0.5832(9) 0.6234(8) 0.054(5) Uiso 0.47 1 d PD B 1 H42A H 0.6839 0.5449 0.6242 0.065 Uiso 0.47 1 calc PR B 1 C43 C 0.5773(5) 0.5926(4) 0.6189(6) 0.087(3) Uani 1 1 d D . . C44 C 0.5504(12) 0.6494(9) 0.6181(8) 0.061(6) Uiso 0.47 1 d PD B 1 H44A H 0.4926 0.6570 0.6148 0.073 Uiso 0.47 1 calc PR B 1 C45 C 0.6076(14) 0.6973(12) 0.6221(8) 0.078(7) Uiso 0.47 1 d PD B 1 H45A H 0.5876 0.7357 0.6220 0.093 Uiso 0.47 1 calc PR B 1 C44A C 0.5368(10) 0.6451(7) 0.5750(10) 0.046(4) Uiso 0.53 1 d P B 2 H44B H 0.4744 0.6483 0.5426 0.055 Uiso 0.53 1 calc PR B 2 C41A C 0.7241(9) 0.6380(7) 0.6662(10) 0.044(4) Uiso 0.53 1 d P B 2 H41B H 0.7868 0.6356 0.6965 0.052 Uiso 0.53 1 calc PR B 2 C45A C 0.5959(10) 0.6924(8) 0.5829(11) 0.049(4) Uiso 0.53 1 d P B 2 H45B H 0.5711 0.7285 0.5582 0.059 Uiso 0.53 1 calc PR B 2 C42A C 0.6725(10) 0.5885(8) 0.6665(11) 0.056(4) Uiso 0.53 1 d P B 2 H42B H 0.6997 0.5543 0.6967 0.068 Uiso 0.53 1 calc PR B 2 C46 C 0.5147(13) 0.5416(8) 0.5958(13) 0.099(7) Uiso 0.63 1 d PD A 1 H46A H 0.4581 0.5432 0.5487 0.118 Uiso 0.63 1 calc PR A 1 C46A C 0.5206(12) 0.5430(8) 0.6330(14) 0.033(5) Uiso 0.37 1 d PD A 2 H46B H 0.4787 0.5506 0.6564 0.040 Uiso 0.37 1 calc PR A 2 O11 O 0.7928(12) 0.7066(9) 0.9051(13) 0.250(8) Uiso 0.70 1 d P . . H11A H 0.8006 0.6703 0.8975 0.300 Uiso 0.70 1 d PR . . H11B H 0.7980 0.7327 0.8711 0.300 Uiso 0.70 1 d PR . . O12 O 0.8746(12) 0.7546(7) 1.0826(14) 0.365(10) Uiso 1 1 d . . . H12D H 0.8530 0.7415 1.0339 0.438 Uiso 1 1 d R . . H12C H 0.8269 0.7663 1.0872 0.438 Uiso 1 1 d R . . O13 O 0.5000 0.7739(13) 0.7500 0.46(2) Uiso 1 2 d S . . H13D H 0.5460 0.7570 0.7791 0.557 Uiso 1 1 d R . . 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 Cd1 0.0431(3) 0.0255(3) 0.0642(4) -0.0015(3) 0.0263(2) -0.0023(2) S2 0.0715(13) 0.0642(16) 0.0771(16) -0.0250(13) 0.0427(12) -0.0343(12) S1 0.0932(16) 0.0331(13) 0.0984(19) -0.0086(13) 0.0623(14) -0.0098(11) O1 0.084(4) 0.073(5) 0.054(4) -0.006(4) 0.023(3) 0.013(3) O2 0.066(3) 0.064(4) 0.091(5) -0.021(4) 0.031(3) 0.007(3) O3 0.056(3) 0.037(3) 0.077(4) -0.006(3) 0.036(3) -0.008(3) O4 0.050(3) 0.052(4) 0.053(3) -0.010(3) 0.017(3) -0.017(3) N1 0.045(3) 0.022(4) 0.087(5) 0.009(4) 0.017(3) -0.002(3) N2 0.051(4) 0.031(4) 0.083(5) 0.004(4) 0.029(3) -0.003(3) N5 0.104(6) 0.102(8) 0.083(6) -0.040(6) 0.040(5) 0.006(6) N6 0.086(5) 0.055(5) 0.091(6) -0.013(4) 0.046(4) -0.015(4) C23 0.045(4) 0.070(6) 0.034(4) 0.000(4) 0.007(3) -0.036(4) C1 0.055(5) 0.032(5) 0.120(9) -0.013(6) 0.055(6) -0.005(4) C2 0.048(4) 0.032(5) 0.063(6) 0.005(4) 0.038(4) 0.001(3) C11 0.068(5) 0.040(5) 0.071(6) -0.002(5) 0.040(5) -0.008(4) C12 0.116(8) 0.072(8) 0.101(8) 0.029(7) 0.056(7) 0.014(6) C13 0.146(9) 0.031(5) 0.080(7) 0.009(5) 0.078(7) 0.036(6) C14 0.075(5) 0.038(5) 0.062(6) -0.005(5) 0.046(5) -0.005(4) C16 0.081(6) 0.084(8) 0.069(7) -0.008(6) 0.025(5) 0.017(6) C21 0.046(4) 0.035(5) 0.058(5) -0.002(4) 0.024(4) -0.010(3) C22 0.049(4) 0.035(5) 0.078(6) -0.010(5) 0.028(4) -0.016(4) C24 0.038(4) 0.039(5) 0.066(6) -0.021(4) 0.019(4) -0.018(3) C26 0.065(5) 0.067(7) 0.068(6) 0.006(5) 0.022(5) -0.019(5) C31 0.045(4) 0.042(6) 0.156(10) 0.025(6) 0.039(5) -0.001(4) C32 0.057(5) 0.039(6) 0.150(9) 0.023(6) 0.040(5) -0.006(4) C33 0.046(4) 0.040(6) 0.124(8) 0.013(5) 0.034(5) -0.009(4) C34 0.046(4) 0.037(6) 0.155(10) 0.016(6) 0.042(5) -0.001(4) C35 0.050(5) 0.034(5) 0.146(9) 0.011(6) 0.044(5) 0.005(4) C43 0.054(5) 0.039(6) 0.174(11) 0.013(6) 0.052(6) -0.010(4) _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 Cd1 O1 2.236(6) . ? Cd1 N2 2.292(6) . ? Cd1 O3 2.303(5) 8_565 ? Cd1 N1 2.339(6) 3 ? Cd1 O4 2.356(5) 2_656 ? Cd1 O4 2.614(5) 8_565 ? Cd1 C1 2.758(9) . ? S2 C24 1.772(7) . ? S2 S1 2.005(4) . ? S1 C14 1.756(8) . ? O1 C1 1.211(10) . ? O2 C1 1.275(10) . ? O3 C2 1.265(8) . ? O3 Cd1 2.303(5) 8_466 ? O4 C2 1.232(8) . ? O4 Cd1 2.356(5) 2_656 ? O4 Cd1 2.614(5) 8_466 ? N1 C31 1.312(9) . ? N1 C35 1.314(8) . ? N1 Cd1 2.339(6) 3_445 ? N2 C41A 1.314(16) . ? N2 C45 1.32(2) . ? N2 C41 1.373(18) . ? N2 C45A 1.387(15) . ? N5 C14 1.342(11) . ? N5 C16 1.362(11) . ? N6 C24 1.349(9) . ? N6 C22 1.395(9) . ? C23 C26 1.327(10) . ? C23 C24 1.326(10) . ? C23 H23A 0.9300 . ? C1 C11 1.555(11) . ? C2 C21 1.497(9) . ? C11 C16 1.351(11) . ? C11 C12 1.379(12) . ? C12 C13 1.355(12) . ? C12 H12A 0.9300 . ? C13 C14 1.224(10) . ? C13 H13A 0.9300 . ? C16 H16A 0.9300 . ? C21 C22 1.349(10) . ? C21 C26 1.382(10) . ? C22 H22A 0.9300 . ? C26 H26A 0.9300 . ? C31 C32 1.379(10) . ? C31 H31A 0.9300 . ? C32 C33 1.359(9) . ? C32 H32A 0.9300 . ? C33 C34 1.367(11) . ? C33 C36A 1.49(2) . ? C33 C36 1.533(18) . ? C34 C35 1.348(10) . ? C34 H34A 0.9300 . ? C35 H35A 0.9300 . ? C36 C46 1.377(9) . ? C36 H36A 0.9300 . ? C36A C46A 1.374(10) . ? C36A H36B 0.9300 . ? C41 C42 1.40(2) . ? C41 H41A 0.9300 . ? C42 C43 1.379(17) . ? C42 H42A 0.9300 . ? C43 C44 1.36(2) . ? C43 C44A 1.412(17) . ? C43 C42A 1.416(16) . ? C43 C46 1.48(2) . ? C43 C46A 1.53(2) . ? C44 C45 1.41(3) . ? C44 H44A 0.9300 . ? C45 H45A 0.9300 . ? C44A C45A 1.41(2) . ? C44A H44B 0.9300 . ? C41A C42A 1.40(2) . ? C41A H41B 0.9300 . ? C45A H45B 0.9300 . ? C42A H42B 0.9300 . ? C46 H46A 0.9300 . ? C46A H46B 0.9300 . ? O11 H11A 0.8499 . ? O11 H11B 0.8498 . ? O12 H12D 0.7998 . ? O12 H12C 0.8500 . ? O13 H13D 0.8000 . ? 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 O1 Cd1 N2 94.8(2) . . ? O1 Cd1 O3 147.1(2) . 8_565 ? N2 Cd1 O3 90.2(2) . 8_565 ? O1 Cd1 N1 86.9(2) . 3 ? N2 Cd1 N1 178.2(2) . 3 ? O3 Cd1 N1 88.5(2) 8_565 3 ? O1 Cd1 O4 84.2(2) . 2_656 ? N2 Cd1 O4 89.6(2) . 2_656 ? O3 Cd1 O4 128.45(19) 8_565 2_656 ? N1 Cd1 O4 90.2(2) 3 2_656 ? O1 Cd1 O4 159.47(19) . 8_565 ? N2 Cd1 O4 90.86(19) . 8_565 ? O3 Cd1 O4 52.30(17) 8_565 8_565 ? N1 Cd1 O4 87.4(2) 3 8_565 ? O4 Cd1 O4 76.15(18) 2_656 8_565 ? O1 Cd1 C1 25.4(2) . . ? N2 Cd1 C1 93.6(2) . . ? O3 Cd1 C1 121.9(3) 8_565 . ? N1 Cd1 C1 88.2(2) 3 . ? O4 Cd1 C1 109.6(3) 2_656 . ? O4 Cd1 C1 172.8(2) 8_565 . ? C24 S2 S1 105.6(3) . . ? C14 S1 S2 106.9(3) . . ? C1 O1 Cd1 102.2(5) . . ? C2 O3 Cd1 99.7(4) . 8_466 ? C2 O4 Cd1 170.3(5) . 2_656 ? C2 O4 Cd1 85.9(4) . 8_466 ? Cd1 O4 Cd1 103.85(17) 2_656 8_466 ? C31 N1 C35 117.0(6) . . ? C31 N1 Cd1 118.8(5) . 3_445 ? C35 N1 Cd1 124.0(5) . 3_445 ? C41A N2 C45 111.9(12) . . ? C41A N2 C41 28.0(7) . . ? C45 N2 C41 120.1(14) . . ? C41A N2 C45A 118.4(11) . . ? C45 N2 C45A 26.0(8) . . ? C41 N2 C45A 112.7(10) . . ? C41A N2 Cd1 121.8(7) . . ? C45 N2 Cd1 120.3(12) . . ? C41 N2 Cd1 119.6(7) . . ? C45A N2 Cd1 119.7(8) . . ? C14 N5 C16 117.2(9) . . ? C24 N6 C22 117.0(7) . . ? C26 C23 C24 118.9(7) . . ? C26 C23 H23A 120.6 . . ? C24 C23 H23A 120.6 . . ? O1 C1 O2 126.6(8) . . ? O1 C1 C11 119.1(8) . . ? O2 C1 C11 114.2(9) . . ? O1 C1 Cd1 52.4(5) . . ? O2 C1 Cd1 74.3(5) . . ? C11 C1 Cd1 170.0(7) . . ? O4 C2 O3 122.1(6) . . ? O4 C2 C21 121.7(7) . . ? O3 C2 C21 116.3(7) . . ? C16 C11 C12 114.3(9) . . ? C16 C11 C1 126.4(9) . . ? C12 C11 C1 119.2(9) . . ? C13 C12 C11 120.4(10) . . ? C13 C12 H12A 119.8 . . ? C11 C12 H12A 119.8 . . ? C14 C13 C12 122.5(9) . . ? C14 C13 H13A 118.7 . . ? C12 C13 H13A 118.7 . . ? C13 C14 N5 122.2(8) . . ? C13 C14 S1 116.4(8) . . ? N5 C14 S1 121.4(7) . . ? C11 C16 N5 123.1(9) . . ? C11 C16 H16A 118.4 . . ? N5 C16 H16A 118.4 . . ? C22 C21 C26 116.9(7) . . ? C22 C21 C2 121.6(7) . . ? C26 C21 C2 121.5(8) . . ? C21 C22 N6 121.5(7) . . ? C21 C22 H22A 119.3 . . ? N6 C22 H22A 119.3 . . ? C23 C24 N6 123.0(7) . . ? C23 C24 S2 113.1(5) . . ? N6 C24 S2 123.9(7) . . ? C23 C26 C21 122.7(8) . . ? C23 C26 H26A 118.7 . . ? C21 C26 H26A 118.7 . . ? N1 C31 C32 123.5(7) . . ? N1 C31 H31A 118.2 . . ? C32 C31 H31A 118.2 . . ? C33 C32 C31 119.0(8) . . ? C33 C32 H32A 120.5 . . ? C31 C32 H32A 120.5 . . ? C32 C33 C34 116.7(7) . . ? C32 C33 C36A 121.8(10) . . ? C34 C33 C36A 120.1(10) . . ? C32 C33 C36 121.7(9) . . ? C34 C33 C36 120.3(8) . . ? C36A C33 C36 22.2(10) . . ? C35 C34 C33 120.9(7) . . ? C35 C34 H34A 119.5 . . ? C33 C34 H34A 119.5 . . ? N1 C35 C34 122.8(8) . . ? N1 C35 H35A 118.6 . . ? C34 C35 H35A 118.6 . . ? C46 C36 C33 118.2(15) . . ? C46 C36 H36A 120.9 . . ? C33 C36 H36A 120.9 . . ? C46A C36A C33 117.4(19) . . ? C46A C36A H36B 121.3 . . ? C33 C36A H36B 121.3 . . ? N2 C41 C42 120.0(14) . . ? N2 C41 H41A 120.0 . . ? C42 C41 H41A 120.0 . . ? C43 C42 C41 120.6(16) . . ? C43 C42 H42A 119.7 . . ? C41 C42 H42A 119.7 . . ? C44 C43 C42 117.3(13) . . ? C44 C43 C44A 27.9(7) . . ? C42 C43 C44A 113.5(11) . . ? C44 C43 C42A 109.7(12) . . ? C42 C43 C42A 28.3(8) . . ? C44A C43 C42A 120.8(11) . . ? C44 C43 C46 123.8(12) . . ? C42 C43 C46 117.5(12) . . ? C44A C43 C46 113.8(10) . . ? C42A C43 C46 124.4(12) . . ? C44 C43 C46A 119.2(12) . . ? C42 C43 C46A 122.4(12) . . ? C44A C43 C46A 121.5(10) . . ? C42A C43 C46A 116.6(12) . . ? C46 C43 C46A 22.6(10) . . ? C43 C44 C45 121.9(18) . . ? C43 C44 H44A 119.1 . . ? C45 C44 H44A 119.1 . . ? N2 C45 C44 120(2) . . ? N2 C45 H45A 119.9 . . ? C44 C45 H45A 119.9 . . ? C45A C44A C43 116.4(12) . . ? C45A C44A H44B 121.8 . . ? C43 C44A H44B 121.8 . . ? N2 C41A C42A 124.1(13) . . ? N2 C41A H41B 117.9 . . ? C42A C41A H41B 117.9 . . ? N2 C45A C44A 122.9(15) . . ? N2 C45A H45B 118.5 . . ? C44A C45A H45B 118.5 . . ? C41A C42A C43 117.2(14) . . ? C41A C42A H42B 121.4 . . ? C43 C42A H42B 121.4 . . ? C36 C46 C43 117.4(16) . . ? C36 C46 H46A 121.3 . . ? C43 C46 H46A 121.3 . . ? C36A C46A C43 117.5(17) . . ? C36A C46A H46B 121.2 . . ? C43 C46A H46B 121.2 . . ? H11A O11 H11B 120.8 . . ? H12D O12 H12C 100.3 . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.78 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.818 _refine_diff_density_min -1.108 _refine_diff_density_rms 0.128