# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'R. Henderson' 'Ahmed Jasim M. Al-Karawi' 'W. Clegg' 'Ross W. Harrington' _publ_contact_author_name 'R. Henderson' _publ_contact_author_email R.A.HENDERSON@NCL.AC.UK _publ_section_title ; Synthetic, structural and kinetic studies on the binding of cyclohexane-1,2-bis(4-methyl-3-thiosemicarbazone) to divalent metal ions (Co, Ni, Cu, Zn or Cd) ; # Attachment 'dalton.cif' data_rah126_CHMTSC_ligand _database_code_depnum_ccdc_archive 'CCDC 699874' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H18 N6 S2' _chemical_formula_sum 'C10 H18 N6 S2' _chemical_formula_weight 286.42 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' 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 '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 10.1389(7) _cell_length_b 8.7161(6) _cell_length_c 15.9291(11) _cell_angle_alpha 90.00 _cell_angle_beta 99.967(1) _cell_angle_gamma 90.00 _cell_volume 1386.44(17) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9228 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 28.42 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.372 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 608 _exptl_absorpt_coefficient_mu 0.377 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.870 _exptl_absorpt_correction_T_max 0.895 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1K CCD diffractometer' _diffrn_measurement_method 'thin-slice \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11948 _diffrn_reflns_av_R_equivalents 0.0173 _diffrn_reflns_av_sigmaI/netI 0.0157 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 28.42 _reflns_number_total 3358 _reflns_number_gt 3082 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL and local programs' _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^)+(0.0436P)^2^+0.7447P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3358 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0386 _refine_ls_R_factor_gt 0.0350 _refine_ls_wR_factor_ref 0.0925 _refine_ls_wR_factor_gt 0.0895 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.084 _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 S1 S 0.70740(4) 0.06456(4) 0.54684(2) 0.03016(11) Uani 1 1 d . . . S2 S 0.12240(5) 0.38833(6) 0.63997(3) 0.04031(13) Uani 1 1 d . . . N1 N 0.79292(12) 0.22965(16) 0.42484(8) 0.0273(3) Uani 1 1 d . . . H1 H 0.7757(18) 0.296(2) 0.3886(12) 0.029(5) Uiso 1 1 d . . . N2 N 0.57644(12) 0.26713(14) 0.44128(8) 0.0237(2) Uani 1 1 d . . . H2 H 0.514(2) 0.255(2) 0.4670(12) 0.033(5) Uiso 1 1 d . . . N3 N 0.56287(11) 0.35915(13) 0.37148(7) 0.0214(2) Uani 1 1 d . . . N4 N 0.33836(11) 0.36915(13) 0.46063(7) 0.0201(2) Uani 1 1 d . . . N5 N 0.23326(12) 0.39159(15) 0.50292(8) 0.0244(2) Uani 1 1 d . . . H5 H 0.178(2) 0.463(2) 0.4896(12) 0.032(5) Uiso 1 1 d . . . N6 N 0.32193(14) 0.21468(16) 0.60386(8) 0.0295(3) Uani 1 1 d . . . H6 H 0.361(2) 0.180(2) 0.5660(13) 0.038(5) Uiso 1 1 d . . . C1 C 0.92641(17) 0.1634(2) 0.44090(13) 0.0379(4) Uani 1 1 d . . . H1B H 0.962(2) 0.170(3) 0.4984(17) 0.055(6) Uiso 1 1 d . . . H1C H 0.927(2) 0.059(3) 0.4232(15) 0.051(6) Uiso 1 1 d . . . H1D H 0.976(3) 0.224(3) 0.4122(17) 0.069(8) Uiso 1 1 d . . . C2 C 0.69521(14) 0.19171(16) 0.46635(8) 0.0226(3) Uani 1 1 d . . . C3 C 0.45224(13) 0.43372(14) 0.34647(8) 0.0189(2) Uani 1 1 d . . . C4 C 0.45105(15) 0.51976(17) 0.26346(9) 0.0246(3) Uani 1 1 d . . . H4A H 0.4298(17) 0.445(2) 0.2152(11) 0.022(4) Uiso 1 1 d . . . H4B H 0.5411(18) 0.548(2) 0.2598(11) 0.027(4) Uiso 1 1 d . . . C5 C 0.35257(16) 0.65313(17) 0.25085(10) 0.0295(3) Uani 1 1 d . . . H5B H 0.3791(19) 0.731(2) 0.2923(12) 0.031(5) Uiso 1 1 d . . . H5A H 0.3531(19) 0.695(2) 0.1945(13) 0.038(5) Uiso 1 1 d . . . C6 C 0.21437(16) 0.59501(18) 0.26043(10) 0.0286(3) Uani 1 1 d . . . H6B H 0.1881(19) 0.509(2) 0.2214(12) 0.034(5) Uiso 1 1 d . . . H6A H 0.1467(19) 0.670(2) 0.2468(12) 0.035(5) Uiso 1 1 d . . . C7 C 0.21523(14) 0.54044(16) 0.35130(9) 0.0238(3) Uani 1 1 d . . . H7B H 0.1334(18) 0.483(2) 0.3557(11) 0.027(4) Uiso 1 1 d . . . H7A H 0.2137(18) 0.628(2) 0.3874(12) 0.028(4) Uiso 1 1 d . . . C8 C 0.33378(13) 0.44242(14) 0.38871(8) 0.0189(3) Uani 1 1 d . . . C9 C 0.23392(14) 0.32537(17) 0.58138(9) 0.0254(3) Uani 1 1 d . . . C10 C 0.3296(2) 0.1259(2) 0.68213(11) 0.0373(4) Uani 1 1 d . . . H10A H 0.248(3) 0.077(3) 0.6849(15) 0.057(7) Uiso 1 1 d . . . H10B H 0.359(2) 0.188(3) 0.7306(16) 0.056(7) Uiso 1 1 d . . . H10C H 0.391(3) 0.046(4) 0.6819(18) 0.079(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0421(2) 0.02512(19) 0.02136(18) 0.00407(13) 0.00011(15) 0.00380(15) S2 0.0439(2) 0.0468(3) 0.0373(2) -0.00740(18) 0.02670(19) -0.00294(19) N1 0.0245(6) 0.0301(7) 0.0273(6) 0.0052(5) 0.0048(5) 0.0081(5) N2 0.0234(6) 0.0262(6) 0.0227(6) 0.0054(5) 0.0070(5) 0.0045(5) N3 0.0232(5) 0.0211(5) 0.0198(5) 0.0010(4) 0.0037(4) 0.0015(4) N4 0.0206(5) 0.0213(5) 0.0194(5) -0.0031(4) 0.0061(4) -0.0007(4) N5 0.0241(6) 0.0266(6) 0.0244(6) -0.0018(5) 0.0095(5) 0.0024(5) N6 0.0385(7) 0.0314(7) 0.0207(6) 0.0012(5) 0.0113(5) -0.0014(5) C1 0.0237(7) 0.0466(10) 0.0431(10) -0.0043(8) 0.0053(7) 0.0100(7) C2 0.0263(7) 0.0212(6) 0.0192(6) -0.0025(5) 0.0009(5) 0.0034(5) C3 0.0224(6) 0.0167(6) 0.0176(6) -0.0019(4) 0.0040(5) -0.0003(5) C4 0.0296(7) 0.0245(7) 0.0205(6) 0.0041(5) 0.0063(5) 0.0026(5) C5 0.0371(8) 0.0220(7) 0.0291(7) 0.0068(6) 0.0047(6) 0.0044(6) C6 0.0292(7) 0.0269(7) 0.0276(7) 0.0043(6) -0.0010(6) 0.0075(6) C7 0.0227(6) 0.0223(6) 0.0257(7) -0.0020(5) 0.0028(5) 0.0055(5) C8 0.0204(6) 0.0169(6) 0.0192(6) -0.0039(4) 0.0025(5) 0.0003(5) C9 0.0276(7) 0.0278(7) 0.0226(6) -0.0072(5) 0.0095(5) -0.0080(6) C10 0.0501(10) 0.0377(9) 0.0246(8) 0.0053(7) 0.0084(7) -0.0115(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 S1 C2 1.6829(14) . ? S2 C9 1.6781(14) . ? N1 H1 0.82(2) . ? N1 C1 1.4528(19) . ? N1 C2 1.3248(19) . ? N2 H2 0.82(2) . ? N2 N3 1.3585(16) . ? N2 C2 1.3693(18) . ? N3 C3 1.2979(17) . ? N4 N5 1.3698(16) . ? N4 C8 1.3053(17) . ? N5 H5 0.84(2) . ? N5 C9 1.3756(19) . ? N6 H6 0.83(2) . ? N6 C9 1.321(2) . ? N6 C10 1.458(2) . ? C1 H1B 0.95(2) . ? C1 H1C 0.93(3) . ? C1 H1D 0.90(3) . ? C3 C4 1.5185(18) . ? C3 C8 1.4767(18) . ? C4 H4A 1.001(17) . ? C4 H4B 0.957(18) . ? C4 C5 1.523(2) . ? C5 H5B 0.95(2) . ? C5 H5A 0.97(2) . ? C5 C6 1.522(2) . ? C6 H6B 0.98(2) . ? C6 H6A 0.95(2) . ? C6 C7 1.522(2) . ? C7 H7B 0.982(18) . ? C7 H7A 0.958(19) . ? C7 C8 1.5106(18) . ? C10 H10A 0.94(3) . ? C10 H10B 0.95(3) . ? C10 H10C 0.94(3) . ? 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 H1 N1 C1 119.1(13) . . ? H1 N1 C2 116.3(13) . . ? C1 N1 C2 124.56(14) . . ? H2 N2 N3 120.8(14) . . ? H2 N2 C2 120.4(14) . . ? N3 N2 C2 118.79(12) . . ? N2 N3 C3 120.44(12) . . ? N5 N4 C8 116.70(11) . . ? N4 N5 H5 121.4(13) . . ? N4 N5 C9 120.34(12) . . ? H5 N5 C9 116.2(13) . . ? H6 N6 C9 116.7(14) . . ? H6 N6 C10 117.9(15) . . ? C9 N6 C10 123.57(14) . . ? N1 C1 H1B 112.3(14) . . ? N1 C1 H1C 110.1(15) . . ? N1 C1 H1D 104.9(17) . . ? H1B C1 H1C 109(2) . . ? H1B C1 H1D 112(2) . . ? H1B C1 H1D 108(2) . . ? S1 C2 N1 125.59(11) . . ? S1 C2 N2 118.90(11) . . ? N1 C2 N2 115.49(12) . . ? N3 C3 C4 113.00(12) . . ? N3 C3 C8 127.86(12) . . ? C4 C3 C8 119.14(11) . . ? C3 C4 H4A 108.4(10) . . ? C3 C4 H4B 108.4(11) . . ? C3 C4 C5 113.46(12) . . ? H4A C4 H4B 101.7(14) . . ? H4A C4 C5 110.2(10) . . ? H4B C4 C5 113.9(11) . . ? C4 C5 H5B 110.5(11) . . ? C4 C5 H5A 107.4(12) . . ? C4 C5 C6 109.07(12) . . ? H5B C5 H5A 109.4(16) . . ? H5B C5 C6 108.7(11) . . ? H5A C5 C6 111.7(12) . . ? C5 C6 H6B 110.1(11) . . ? C5 C6 H6A 113.0(12) . . ? C5 C6 C7 110.21(12) . . ? H6B C6 H6A 106.2(16) . . ? H6B C6 C7 108.6(11) . . ? H6A C6 C7 108.6(12) . . ? C6 C7 H7B 111.2(10) . . ? C6 C7 H7A 108.8(11) . . ? C6 C7 C8 115.16(12) . . ? H7B C7 H7A 105.2(15) . . ? H7B C7 C8 107.9(10) . . ? H7A C7 C8 108.0(11) . . ? N4 C8 C3 117.81(12) . . ? N4 C8 C7 121.87(12) . . ? C3 C8 C7 120.24(12) . . ? S2 C9 N5 118.05(12) . . ? S2 C9 N6 125.22(12) . . ? N5 C9 N6 116.72(13) . . ? N6 C10 H10A 111.5(15) . . ? N6 C10 H10B 110.9(15) . . ? N6 C10 H10C 109.3(18) . . ? H10A C10 H10B 112(2) . . ? H10A C10 H10C 104(2) . . ? H10B C10 H10C 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 C2 N2 N3 C3 -179.22(12) . . . . ? C8 N4 N5 C9 -176.40(12) . . . . ? C1 N1 C2 S1 1.9(2) . . . . ? C1 N1 C2 N2 -179.71(15) . . . . ? N3 N2 C2 S1 -174.12(10) . . . . ? N3 N2 C2 N1 7.33(19) . . . . ? N2 N3 C3 C4 -175.16(12) . . . . ? N2 N3 C3 C8 4.8(2) . . . . ? N3 C3 C4 C5 -157.34(12) . . . . ? C8 C3 C4 C5 22.67(18) . . . . ? C3 C4 C5 C6 -53.73(17) . . . . ? C4 C5 C6 C7 65.17(16) . . . . ? C5 C6 C7 C8 -44.83(17) . . . . ? N5 N4 C8 C3 173.52(11) . . . . ? N5 N4 C8 C7 -3.22(18) . . . . ? N3 C3 C8 N4 1.0(2) . . . . ? N3 C3 C8 C7 177.80(13) . . . . ? C4 C3 C8 N4 -179.01(12) . . . . ? C4 C3 C8 C7 -2.22(18) . . . . ? C6 C7 C8 N4 -169.75(13) . . . . ? C6 C7 C8 C3 13.59(18) . . . . ? C10 N6 C9 S2 3.1(2) . . . . ? C10 N6 C9 N5 -175.73(14) . . . . ? N4 N5 C9 S2 166.04(10) . . . . ? N4 N5 C9 N6 -15.0(2) . . . . ? 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 N1 H1 N3 0.82(2) 2.197(19) 2.5982(17) 110.6(15) . N1 H1 S2 0.82(2) 3.00(2) 3.6326(15) 136.3(16) 3_666 N2 H2 N4 0.82(2) 2.03(2) 2.6401(17) 131.1(18) . N6 H6 S1 0.83(2) 2.80(2) 3.3952(14) 130.1(17) 3_656 _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.390 _refine_diff_density_min -0.240 _refine_diff_density_rms 0.050 #===END data_rah130_Zn_complex _database_code_depnum_ccdc_archive 'CCDC 699875' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H18 Cl N6 S2 Zn +, Cl -, C2 H3 N' _chemical_formula_sum 'C12 H21 Cl2 N7 S2 Zn' _chemical_formula_weight 463.75 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 11.9205(11) _cell_length_b 7.8966(7) _cell_length_c 20.2112(18) _cell_angle_alpha 90.00 _cell_angle_beta 100.0840(19) _cell_angle_gamma 90.00 _cell_volume 1873.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7762 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 28.3 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.644 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 1.830 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.678 _exptl_absorpt_correction_T_max 0.982 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1K CCD diffractometer' _diffrn_measurement_method 'thin-slice \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28239 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0705 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 28.34 _reflns_number_total 28239 _reflns_number_gt 19177 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL and local programs' _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^)+(0.0316P)^2^+2.9534P] 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 28239 _refine_ls_number_parameters 237 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0977 _refine_ls_R_factor_gt 0.0537 _refine_ls_wR_factor_ref 0.1130 _refine_ls_wR_factor_gt 0.0961 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 Zn Zn 0.318772(17) 0.69403(3) 0.505713(11) 0.01536(6) Uani 1 1 d . . . Cl1 Cl 0.22537(4) 0.94695(6) 0.50790(3) 0.02076(11) Uani 1 1 d . . . Cl2 Cl 0.26220(4) 0.46209(7) 0.78670(3) 0.02609(12) Uani 1 1 d . . . S1 S 0.19640(4) 0.46319(6) 0.51684(2) 0.01836(11) Uani 1 1 d . . . S2 S 0.38354(4) 0.67242(6) 0.40053(2) 0.01956(11) Uani 1 1 d . . . N1 N 0.14916(14) 0.3695(2) 0.63502(9) 0.0192(4) Uani 1 1 d . . . H1 H 0.1682(17) 0.371(3) 0.6768(11) 0.028(6) Uiso 1 1 d . . . N2 N 0.29131(13) 0.5636(2) 0.64219(9) 0.0179(4) Uani 1 1 d . . . H2 H 0.2924(16) 0.574(2) 0.6857(11) 0.026(6) Uiso 1 1 d . . . N3 N 0.36795(12) 0.64515(18) 0.61167(8) 0.0154(3) Uani 1 1 d . . . N4 N 0.49274(12) 0.77341(18) 0.53655(8) 0.0159(3) Uani 1 1 d . . . N5 N 0.55515(14) 0.8139(2) 0.48806(8) 0.0189(4) Uani 1 1 d . . . H5 H 0.6122(19) 0.866(3) 0.4965(11) 0.036(7) Uiso 1 1 d . . . N6 N 0.57207(14) 0.8185(2) 0.37732(9) 0.0212(4) Uani 1 1 d . . . H6 H 0.6297(16) 0.871(2) 0.3898(10) 0.016(6) Uiso 1 1 d . . . N7 N 0.10726(16) 0.4476(3) 0.34231(10) 0.0386(5) Uani 1 1 d . . . C1 C 0.05970(16) 0.2563(2) 0.60232(10) 0.0217(5) Uani 1 1 d . . . H1A H 0.0209 0.2050 0.6363 0.033 Uiso 1 1 calc R . . H1B H 0.0935 0.1670 0.5784 0.033 Uiso 1 1 calc R . . H1C H 0.0046 0.3207 0.5703 0.033 Uiso 1 1 calc R . . C2 C 0.21232(14) 0.4644(2) 0.60254(10) 0.0151(4) Uani 1 1 d . . . C3 C 0.46102(15) 0.7108(2) 0.64436(9) 0.0166(4) Uani 1 1 d . . . C4 C 0.49944(15) 0.7150(3) 0.71886(9) 0.0201(4) Uani 1 1 d . . . H4A H 0.4634 0.6207 0.7397 0.024 Uiso 1 1 calc R . . H4B H 0.4750 0.8227 0.7370 0.024 Uiso 1 1 calc R . . C5 C 0.62865(16) 0.6992(3) 0.73681(10) 0.0249(5) Uani 1 1 d . . . H5A H 0.6525 0.7076 0.7861 0.030 Uiso 1 1 calc R . . H5B H 0.6526 0.5870 0.7224 0.030 Uiso 1 1 calc R . . C6 C 0.68578(16) 0.8369(3) 0.70301(10) 0.0237(5) Uani 1 1 d . . . H6A H 0.7693 0.8290 0.7178 0.028 Uiso 1 1 calc R . . H6B H 0.6607 0.9486 0.7172 0.028 Uiso 1 1 calc R . . C7 C 0.65821(15) 0.8248(3) 0.62617(10) 0.0223(4) Uani 1 1 d . . . H7A H 0.6750 0.9353 0.6069 0.027 Uiso 1 1 calc R . . H7B H 0.7089 0.7393 0.6110 0.027 Uiso 1 1 calc R . . C8 C 0.53700(15) 0.7782(2) 0.59910(10) 0.0165(4) Uani 1 1 d . . . C9 C 0.51078(15) 0.7744(2) 0.42317(10) 0.0171(4) Uani 1 1 d . . . C10 C 0.54016(17) 0.7787(3) 0.30621(10) 0.0258(5) Uani 1 1 d . . . H10A H 0.6040 0.8043 0.2832 0.039 Uiso 1 1 calc R . . H10B H 0.4739 0.8468 0.2866 0.039 Uiso 1 1 calc R . . H10C H 0.5210 0.6582 0.3009 0.039 Uiso 1 1 calc R . . C11 C -0.00025(18) 0.2182(3) 0.39832(12) 0.0373(6) Uani 1 1 d . . . H11A H 0.0537 0.1298 0.4171 0.056 Uiso 1 1 calc R . . H11B H -0.0608 0.1682 0.3650 0.056 Uiso 1 1 calc R . . H11C H -0.0337 0.2698 0.4344 0.056 Uiso 1 1 calc R . . C12 C 0.05931(18) 0.3476(3) 0.36624(11) 0.0273(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn 0.01335(11) 0.01651(12) 0.01551(12) 0.00093(10) 0.00052(8) -0.00013(9) Cl1 0.0167(2) 0.0191(3) 0.0268(3) 0.0011(2) 0.0045(2) 0.00228(19) Cl2 0.0265(3) 0.0322(3) 0.0189(3) 0.0020(2) 0.0020(2) 0.0000(2) S1 0.0211(3) 0.0191(3) 0.0141(3) -0.0005(2) 0.0009(2) -0.0043(2) S2 0.0181(2) 0.0227(3) 0.0181(3) -0.0033(2) 0.00383(19) -0.0039(2) N1 0.0189(9) 0.0236(10) 0.0142(10) 0.0039(7) 0.0004(7) -0.0022(7) N2 0.0174(8) 0.0228(10) 0.0126(9) -0.0009(7) 0.0000(7) -0.0027(7) N3 0.0128(8) 0.0164(9) 0.0167(9) 0.0002(7) 0.0019(6) -0.0002(6) N4 0.0148(8) 0.0156(9) 0.0173(9) 0.0012(7) 0.0024(7) 0.0009(6) N5 0.0141(8) 0.0228(9) 0.0198(9) -0.0020(8) 0.0028(7) -0.0040(8) N6 0.0165(9) 0.0238(10) 0.0238(10) -0.0013(8) 0.0049(7) -0.0043(8) N7 0.0383(12) 0.0491(14) 0.0287(12) 0.0070(10) 0.0069(10) 0.0086(10) C1 0.0206(10) 0.0222(11) 0.0221(11) 0.0007(9) 0.0035(9) -0.0052(8) C2 0.0116(9) 0.0144(10) 0.0189(11) -0.0001(8) 0.0015(8) 0.0019(7) C3 0.0182(9) 0.0121(10) 0.0181(10) 0.0012(8) -0.0002(8) 0.0047(8) C4 0.0205(10) 0.0216(11) 0.0164(10) -0.0010(9) -0.0015(8) -0.0005(8) C5 0.0218(10) 0.0269(11) 0.0217(11) -0.0022(10) -0.0078(8) 0.0041(9) C6 0.0152(10) 0.0268(12) 0.0263(12) -0.0074(9) -0.0036(8) 0.0013(8) C7 0.0143(9) 0.0258(12) 0.0254(11) -0.0028(9) 0.0000(8) -0.0011(8) C8 0.0161(9) 0.0130(10) 0.0193(11) -0.0012(8) 0.0001(8) 0.0033(7) C9 0.0169(10) 0.0125(10) 0.0220(11) 0.0014(8) 0.0036(8) 0.0063(7) C10 0.0281(11) 0.0297(13) 0.0209(12) 0.0002(9) 0.0075(9) 0.0004(9) C11 0.0288(12) 0.0349(14) 0.0437(15) -0.0012(12) -0.0066(11) -0.0085(10) C12 0.0231(11) 0.0369(15) 0.0201(12) -0.0074(10) -0.0015(9) 0.0086(10) _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 Zn Cl1 2.2908(5) . ? Zn S1 2.3698(5) . ? Zn S2 2.3915(6) . ? Zn N3 2.1539(16) . ? Zn N4 2.1516(15) . ? S1 C2 1.709(2) . ? S2 C9 1.7074(19) . ? N1 H1 0.84(2) . ? N1 C1 1.458(2) . ? N1 C2 1.316(2) . ? N2 H2 0.88(2) . ? N2 N3 1.352(2) . ? N2 C2 1.370(2) . ? N3 C3 1.296(2) . ? N4 N5 1.368(2) . ? N4 C8 1.282(2) . ? N5 H5 0.79(2) . ? N5 C9 1.362(2) . ? N6 H6 0.806(19) . ? N6 C9 1.323(2) . ? N6 C10 1.455(2) . ? N7 C12 1.132(3) . ? C1 H1A 0.980 . ? C1 H1B 0.980 . ? C1 H1C 0.980 . ? C3 C4 1.495(3) . ? C3 C8 1.494(3) . ? C4 H4A 0.990 . ? C4 H4B 0.990 . ? C4 C5 1.524(3) . ? C5 H5A 0.990 . ? C5 H5B 0.990 . ? C5 C6 1.509(3) . ? C6 H6A 0.990 . ? C6 H6B 0.990 . ? C6 C7 1.533(3) . ? C7 H7A 0.990 . ? C7 H7B 0.990 . ? C7 C8 1.499(2) . ? C10 H10A 0.980 . ? C10 H10B 0.980 . ? C10 H10C 0.980 . ? C11 H11A 0.980 . ? C11 H11B 0.980 . ? C11 H11C 0.980 . ? C11 C12 1.459(3) . ? 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 Cl1 Zn S1 111.06(2) . . ? Cl1 Zn S2 108.239(19) . . ? Cl1 Zn N3 100.70(4) . . ? Cl1 Zn N4 100.81(4) . . ? S1 Zn S2 109.231(19) . . ? S1 Zn N3 80.37(4) . . ? S1 Zn N4 140.78(4) . . ? S2 Zn N3 142.85(4) . . ? S2 Zn N4 80.42(4) . . ? N3 Zn N4 71.55(6) . . ? Zn S1 C2 97.51(6) . . ? Zn S2 C9 97.94(7) . . ? H1 N1 C1 120.9(15) . . ? H1 N1 C2 114.7(15) . . ? C1 N1 C2 124.05(18) . . ? H2 N2 N3 121.1(13) . . ? H2 N2 C2 121.8(13) . . ? N3 N2 C2 117.10(16) . . ? Zn N3 N2 116.81(11) . . ? Zn N3 C3 119.67(13) . . ? N2 N3 C3 122.99(16) . . ? Zn N4 N5 118.55(12) . . ? Zn N4 C8 120.23(13) . . ? N5 N4 C8 121.19(16) . . ? N4 N5 H5 121.7(17) . . ? N4 N5 C9 117.93(16) . . ? H5 N5 C9 120.2(17) . . ? H6 N6 C9 117.5(14) . . ? H6 N6 C10 118.8(14) . . ? C9 N6 C10 123.65(17) . . ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1B 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? S1 C2 N1 122.03(15) . . ? S1 C2 N2 122.61(14) . . ? N1 C2 N2 115.36(18) . . ? N3 C3 C4 127.31(17) . . ? N3 C3 C8 112.77(16) . . ? C4 C3 C8 119.82(16) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? C3 C4 C5 110.88(16) . . ? H4A C4 H4B 108.1 . . ? H4A C4 C5 109.5 . . ? H4B C4 C5 109.5 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? C4 C5 C6 110.53(16) . . ? H5A C5 H5B 108.1 . . ? H5A C5 C6 109.5 . . ? H5B C5 C6 109.5 . . ? C5 C6 H6A 109.1 . . ? C5 C6 H6B 109.1 . . ? C5 C6 C7 112.35(16) . . ? H6A C6 H6B 107.9 . . ? H6A C6 C7 109.1 . . ? H6B C6 C7 109.1 . . ? C6 C7 H7A 108.7 . . ? C6 C7 H7B 108.7 . . ? C6 C7 C8 114.02(16) . . ? H7A C7 H7B 107.6 . . ? H7A C7 C8 108.7 . . ? H7B C7 C8 108.7 . . ? N4 C8 C3 113.85(16) . . ? N4 C8 C7 124.83(18) . . ? C3 C8 C7 120.88(16) . . ? S2 C9 N5 122.89(15) . . ? S2 C9 N6 120.66(15) . . ? N5 C9 N6 116.45(17) . . ? N6 C10 H10A 109.5 . . ? N6 C10 H10B 109.5 . . ? N6 C10 H10C 109.5 . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11A C11 C12 109.5 . . ? H11B C11 H11C 109.5 . . ? H11B C11 C12 109.5 . . ? H11C C11 C12 109.5 . . ? N7 C12 C11 178.7(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 Cl1 Zn S1 C2 -83.58(6) . . . . ? S2 Zn S1 C2 157.11(6) . . . . ? N3 Zn S1 C2 14.27(7) . . . . ? N4 Zn S1 C2 58.57(9) . . . . ? Cl1 Zn S2 C9 87.10(6) . . . . ? S1 Zn S2 C9 -151.85(6) . . . . ? N3 Zn S2 C9 -52.24(9) . . . . ? N4 Zn S2 C9 -11.21(7) . . . . ? C2 N2 N3 Zn 24.3(2) . . . . ? C2 N2 N3 C3 -164.05(17) . . . . ? Cl1 Zn N3 N2 86.92(12) . . . . ? Cl1 Zn N3 C3 -84.98(13) . . . . ? S1 Zn N3 N2 -22.89(12) . . . . ? S1 Zn N3 C3 165.21(14) . . . . ? S2 Zn N3 N2 -132.11(11) . . . . ? S2 Zn N3 C3 55.99(16) . . . . ? N4 Zn N3 N2 -175.14(14) . . . . ? N4 Zn N3 C3 12.96(13) . . . . ? Cl1 Zn N4 N5 -93.18(13) . . . . ? Cl1 Zn N4 C8 88.54(14) . . . . ? S1 Zn N4 N5 122.48(12) . . . . ? S1 Zn N4 C8 -55.80(17) . . . . ? S2 Zn N4 N5 13.74(12) . . . . ? S2 Zn N4 C8 -164.54(14) . . . . ? N3 Zn N4 N5 169.03(14) . . . . ? N3 Zn N4 C8 -9.25(13) . . . . ? Zn N4 N5 C9 -11.0(2) . . . . ? C8 N4 N5 C9 167.24(17) . . . . ? C1 N1 C2 S1 -0.6(3) . . . . ? C1 N1 C2 N2 179.44(16) . . . . ? N3 N2 C2 S1 -8.7(2) . . . . ? N3 N2 C2 N1 171.22(15) . . . . ? Zn S1 C2 N1 171.53(15) . . . . ? Zn S1 C2 N2 -8.51(16) . . . . ? Zn N3 C3 C4 169.32(14) . . . . ? Zn N3 C3 C8 -14.5(2) . . . . ? N2 N3 C3 C4 -2.1(3) . . . . ? N2 N3 C3 C8 174.16(15) . . . . ? N3 C3 C4 C5 145.41(19) . . . . ? C8 C3 C4 C5 -30.6(2) . . . . ? C3 C4 C5 C6 56.6(2) . . . . ? C4 C5 C6 C7 -62.7(2) . . . . ? C5 C6 C7 C8 39.8(2) . . . . ? Zn N4 C8 C3 5.1(2) . . . . ? Zn N4 C8 C7 177.52(14) . . . . ? N5 N4 C8 C3 -173.15(15) . . . . ? N5 N4 C8 C7 -0.7(3) . . . . ? N3 C3 C8 N4 6.0(2) . . . . ? N3 C3 C8 C7 -166.78(16) . . . . ? C4 C3 C8 N4 -177.49(16) . . . . ? C4 C3 C8 C7 9.8(3) . . . . ? C6 C7 C8 N4 174.44(18) . . . . ? C6 C7 C8 C3 -13.6(3) . . . . ? C10 N6 C9 S2 -2.7(3) . . . . ? C10 N6 C9 N5 176.86(17) . . . . ? N4 N5 C9 S2 -1.8(2) . . . . ? N4 N5 C9 N6 178.58(16) . . . . ? Zn S2 C9 N5 11.11(16) . . . . ? Zn S2 C9 N6 -169.31(14) . . . . ? 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 N1 H1 Cl2 0.84(2) 2.42(2) 3.2096(19) 159.1(19) . N2 H2 Cl2 0.88(2) 2.31(2) 3.1063(18) 150.2(17) . N5 H5 Cl1 0.79(2) 2.45(2) 3.2163(18) 165(2) 3_676 N6 H6 Cl1 0.806(19) 2.841(19) 3.5612(18) 150.0(18) 3_676 _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 28.34 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.753 _refine_diff_density_min -0.647 _refine_diff_density_rms 0.146 #===END data_rah129_Cd_complex _database_code_depnum_ccdc_archive 'CCDC 699876' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H18 Cd N7 O3 S2 +,N O3 -,C2 H3 N' _chemical_formula_sum 'C12 H21 Cd N9 O6 S2' _chemical_formula_weight 563.90 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' 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M '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 10.0365(11) _cell_length_b 8.8416(9) _cell_length_c 24.652(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.2411(17) _cell_angle_gamma 90.00 _cell_volume 2145.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5586 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 28.30 _exptl_crystal_description slab _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.746 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1136 _exptl_absorpt_coefficient_mu 1.261 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.700 _exptl_absorpt_correction_T_max 0.905 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1K CCD diffractometer' _diffrn_measurement_method 'thin-slice \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 18450 _diffrn_reflns_av_R_equivalents 0.0287 _diffrn_reflns_av_sigmaI/netI 0.0277 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 28.30 _reflns_number_total 5196 _reflns_number_gt 4425 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL and local programs' _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^)+(0.0279P)^2^+1.0719P] 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 5196 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0363 _refine_ls_R_factor_gt 0.0258 _refine_ls_wR_factor_ref 0.0621 _refine_ls_wR_factor_gt 0.0577 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _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 Cd Cd 0.679943(15) 0.437296(17) 0.238567(6) 0.01824(5) Uani 1 1 d . . . S1 S 0.79825(7) 0.39419(8) 0.15532(3) 0.03242(15) Uani 1 1 d . . . S2 S 0.69873(6) 0.40068(7) 0.34425(2) 0.02392(12) Uani 1 1 d . . . O1 O 0.69016(15) 0.16182(18) 0.24225(7) 0.0240(3) Uani 1 1 d . . . O2 O 0.52612(19) -0.0004(2) 0.21747(8) 0.0354(4) Uani 1 1 d . . . O3 O 0.48703(16) 0.2425(2) 0.21162(7) 0.0300(4) Uani 1 1 d . . . O4 O 0.2831(2) 0.4033(2) 0.07672(9) 0.0448(5) Uani 1 1 d . . . O5 O 0.1521(2) 0.2105(3) 0.06073(10) 0.0671(8) Uani 1 1 d . . . O6 O 0.1674(2) 0.3286(2) 0.13759(8) 0.0396(4) Uani 1 1 d . . . N1 N 0.7414(2) 0.5295(3) 0.05847(9) 0.0302(5) Uani 1 1 d . . . H1 H 0.691(3) 0.581(3) 0.0370(12) 0.031(8) Uiso 1 1 d . . . N2 N 0.5897(2) 0.5794(2) 0.11344(8) 0.0225(4) Uani 1 1 d . . . H2 H 0.556(3) 0.629(3) 0.0900(12) 0.033(8) Uiso 1 1 d . . . N3 N 0.55025(18) 0.5779(2) 0.16333(7) 0.0198(4) Uani 1 1 d . . . N4 N 0.50341(18) 0.5905(2) 0.26357(7) 0.0185(4) Uani 1 1 d . . . N5 N 0.48566(19) 0.5928(2) 0.31714(8) 0.0204(4) Uani 1 1 d . . . H5 H 0.437(3) 0.656(3) 0.3280(12) 0.037(8) Uiso 1 1 d . . . N6 N 0.5621(2) 0.5507(2) 0.40821(8) 0.0253(4) Uani 1 1 d . . . H6 H 0.500(3) 0.604(3) 0.4129(12) 0.035(8) Uiso 1 1 d . . . N7 N 0.56433(19) 0.1318(2) 0.22361(8) 0.0232(4) Uani 1 1 d . . . N8 N 0.2015(2) 0.3148(2) 0.09195(9) 0.0311(5) Uani 1 1 d . . . N9 N 0.4994(3) 0.2447(3) -0.00946(11) 0.0551(8) Uani 1 1 d . . . C1 C 0.8620(3) 0.4625(4) 0.04351(12) 0.0485(8) Uani 1 1 d . . . H1A H 0.8742 0.5027 0.0086 0.073 Uiso 1 1 calc R . . H1B H 0.8511 0.3548 0.0406 0.073 Uiso 1 1 calc R . . H1C H 0.9401 0.4860 0.0714 0.073 Uiso 1 1 calc R . . C2 C 0.7052(2) 0.5075(3) 0.10693(9) 0.0230(5) Uani 1 1 d . . . C3 C 0.4444(2) 0.6535(2) 0.16930(9) 0.0190(4) Uani 1 1 d . . . C4 C 0.3579(2) 0.7414(3) 0.12345(10) 0.0256(5) Uani 1 1 d . . . H4A H 0.3223 0.6724 0.0936 0.031 Uiso 1 1 calc R . . H4B H 0.4148 0.8144 0.1094 0.031 Uiso 1 1 calc R . . C5 C 0.2388(2) 0.8255(3) 0.14028(10) 0.0314(6) Uani 1 1 d . . . H5A H 0.2703 0.9215 0.1571 0.038 Uiso 1 1 calc R . . H5B H 0.1699 0.8460 0.1076 0.038 Uiso 1 1 calc R . . C6 C 0.1774(2) 0.7323(3) 0.18096(11) 0.0318(6) Uani 1 1 d . . . H6A H 0.1527 0.6329 0.1656 0.038 Uiso 1 1 calc R . . H6B H 0.0958 0.7813 0.1879 0.038 Uiso 1 1 calc R . . C7 C 0.2809(2) 0.7169(3) 0.23512(10) 0.0281(5) Uani 1 1 d . . . H7A H 0.2981 0.8157 0.2521 0.034 Uiso 1 1 calc R . . H7B H 0.2436 0.6526 0.2604 0.034 Uiso 1 1 calc R . . C8 C 0.4126(2) 0.6504(2) 0.22568(9) 0.0193(4) Uani 1 1 d . . . C9 C 0.5779(2) 0.5225(2) 0.35718(9) 0.0196(4) Uani 1 1 d . . . C10 C 0.6442(3) 0.4826(4) 0.45709(11) 0.0385(6) Uani 1 1 d . . . H10A H 0.6244 0.5304 0.4896 0.058 Uiso 1 1 calc R . . H10B H 0.7387 0.4958 0.4561 0.058 Uiso 1 1 calc R . . H10C H 0.6239 0.3766 0.4579 0.058 Uiso 1 1 calc R . . C11 C 0.4942(3) 0.1355(4) 0.08697(12) 0.0453(7) Uani 1 1 d . . . H11A H 0.4130 0.0768 0.0853 0.068 Uiso 1 1 calc R . . H11B H 0.4954 0.2166 0.1130 0.068 Uiso 1 1 calc R . . H11C H 0.5721 0.0721 0.0986 0.068 Uiso 1 1 calc R . . C12 C 0.4971(3) 0.1974(3) 0.03269(11) 0.0347(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd 0.01720(8) 0.01645(8) 0.02150(8) 0.00134(6) 0.00482(6) 0.00249(6) S1 0.0351(3) 0.0370(3) 0.0285(3) 0.0086(3) 0.0147(3) 0.0208(3) S2 0.0223(3) 0.0256(3) 0.0236(3) 0.0035(2) 0.0038(2) 0.0050(2) O1 0.0176(8) 0.0213(8) 0.0339(9) -0.0027(7) 0.0067(7) -0.0016(6) O2 0.0401(10) 0.0261(9) 0.0396(11) -0.0022(8) 0.0065(8) -0.0139(8) O3 0.0231(8) 0.0339(10) 0.0342(9) 0.0017(8) 0.0084(7) 0.0070(7) O4 0.0443(12) 0.0397(12) 0.0528(13) 0.0062(9) 0.0155(10) -0.0121(9) O5 0.0718(16) 0.0763(17) 0.0661(15) -0.0433(14) 0.0449(13) -0.0451(14) O6 0.0451(11) 0.0416(11) 0.0330(10) -0.0032(8) 0.0102(9) -0.0073(9) N1 0.0289(11) 0.0391(13) 0.0244(11) 0.0068(9) 0.0095(9) 0.0128(9) N2 0.0233(10) 0.0250(10) 0.0198(10) 0.0043(8) 0.0061(8) 0.0068(8) N3 0.0187(9) 0.0216(10) 0.0198(9) -0.0003(7) 0.0053(7) 0.0006(7) N4 0.0166(8) 0.0186(9) 0.0211(9) 0.0008(7) 0.0055(7) 0.0006(7) N5 0.0202(9) 0.0210(10) 0.0211(9) 0.0017(7) 0.0068(8) 0.0034(7) N6 0.0219(10) 0.0310(11) 0.0239(10) 0.0049(8) 0.0067(8) 0.0021(8) N7 0.0239(10) 0.0243(10) 0.0236(10) -0.0002(8) 0.0096(8) -0.0019(8) N8 0.0277(11) 0.0281(11) 0.0387(12) -0.0035(9) 0.0093(9) -0.0004(9) N9 0.0540(16) 0.079(2) 0.0361(14) 0.0224(14) 0.0174(12) 0.0317(15) C1 0.0453(17) 0.070(2) 0.0379(16) 0.0140(15) 0.0264(14) 0.0251(16) C2 0.0225(11) 0.0223(11) 0.0257(12) -0.0028(9) 0.0081(9) 0.0017(9) C3 0.0163(10) 0.0177(10) 0.0226(11) 0.0015(8) 0.0031(8) 0.0010(8) C4 0.0264(12) 0.0262(12) 0.0241(12) 0.0048(9) 0.0050(9) 0.0076(9) C5 0.0265(12) 0.0378(14) 0.0289(13) 0.0071(11) 0.0030(10) 0.0151(11) C6 0.0198(11) 0.0413(15) 0.0343(14) 0.0068(11) 0.0052(10) 0.0104(10) C7 0.0211(11) 0.0360(14) 0.0289(13) 0.0068(10) 0.0091(10) 0.0107(10) C8 0.0167(10) 0.0180(11) 0.0241(11) 0.0010(8) 0.0060(8) 0.0010(8) C9 0.0169(10) 0.0195(11) 0.0232(11) 0.0032(8) 0.0057(8) -0.0049(8) C10 0.0346(14) 0.0575(18) 0.0240(13) 0.0099(12) 0.0073(11) 0.0090(13) C11 0.0541(19) 0.0498(19) 0.0329(15) 0.0147(13) 0.0106(13) 0.0091(15) C12 0.0316(14) 0.0450(16) 0.0270(13) 0.0033(12) 0.0048(11) 0.0095(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd S1 2.5918(6) . ? Cd S2 2.5954(7) . ? Cd O1 2.4387(16) . ? Cd O1 2.3715(16) 2_655 ? Cd O3 2.5797(18) . ? Cd N3 2.3954(18) . ? Cd N4 2.4039(17) . ? S1 C2 1.692(2) . ? S2 C9 1.697(2) . ? O1 Cd 2.3715(16) 2_645 ? O1 N7 1.285(2) . ? O2 N7 1.230(3) . ? O3 N7 1.248(2) . ? O4 N8 1.243(3) . ? O5 N8 1.241(3) . ? O6 N8 1.244(3) . ? N1 H1 0.80(3) . ? N1 C1 1.458(3) . ? N1 C2 1.329(3) . ? N2 H2 0.75(3) . ? N2 N3 1.364(3) . ? N2 C2 1.359(3) . ? N3 C3 1.287(3) . ? N4 N5 1.367(3) . ? N4 C8 1.285(3) . ? N5 H5 0.82(3) . ? N5 C9 1.365(3) . ? N6 H6 0.81(3) . ? N6 C9 1.322(3) . ? N6 C10 1.451(3) . ? N9 C12 1.124(3) . ? C1 H1A 0.960 . ? C1 H1B 0.960 . ? C1 H1C 0.960 . ? C3 C4 1.501(3) . ? C3 C8 1.486(3) . ? C4 H4A 0.970 . ? C4 H4B 0.970 . ? C4 C5 1.532(3) . ? C5 H5A 0.970 . ? C5 H5B 0.970 . ? C5 C6 1.519(3) . ? C6 H6A 0.970 . ? C6 H6B 0.970 . ? C6 C7 1.529(3) . ? C7 H7A 0.970 . ? C7 H7B 0.970 . ? C7 C8 1.506(3) . ? C10 H10A 0.960 . ? C10 H10B 0.960 . ? C10 H10C 0.960 . ? C11 H11A 0.960 . ? C11 H11B 0.960 . ? C11 H11C 0.960 . ? C11 C12 1.452(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Cd S2 145.25(2) . . ? S1 Cd O1 81.96(4) . . ? S1 Cd O1 87.83(4) . 2_655 ? S1 Cd O3 97.73(4) . . ? S1 Cd N3 74.15(5) . . ? S1 Cd N4 139.49(5) . . ? S2 Cd O1 81.01(4) . . ? S2 Cd O1 88.55(4) . 2_655 ? S2 Cd O3 94.55(4) . . ? S2 Cd N3 139.83(4) . . ? S2 Cd N4 74.09(5) . . ? O1 Cd O1 144.21(2) . 2_655 ? O1 Cd O3 50.71(5) . . ? O1 Cd O3 165.03(5) 2_655 . ? O1 Cd N3 124.03(6) . . ? O1 Cd N3 85.10(6) 2_655 . ? O1 Cd N4 125.51(5) . . ? O1 Cd N4 83.18(6) 2_655 . ? O3 Cd N3 83.09(6) . . ? O3 Cd N4 83.59(6) . . ? N3 Cd N4 65.79(6) . . ? Cd S1 C2 101.31(8) . . ? Cd S2 C9 101.22(8) . . ? Cd O1 Cd 149.42(7) . 2_645 ? Cd O1 N7 99.30(12) . . ? Cd O1 N7 111.24(13) 2_645 . ? Cd O3 N7 93.54(13) . . ? H1 N1 C1 121(2) . . ? H1 N1 C2 115(2) . . ? C1 N1 C2 123.6(2) . . ? H2 N2 N3 122(2) . . ? H2 N2 C2 117(2) . . ? N3 N2 C2 120.4(2) . . ? Cd N3 N2 119.62(13) . . ? Cd N3 C3 121.11(15) . . ? N2 N3 C3 119.27(19) . . ? Cd N4 N5 119.84(13) . . ? Cd N4 C8 119.96(14) . . ? N5 N4 C8 119.25(18) . . ? N4 N5 H5 122(2) . . ? N4 N5 C9 119.62(18) . . ? H5 N5 C9 116(2) . . ? H6 N6 C9 119(2) . . ? H6 N6 C10 117(2) . . ? C9 N6 C10 123.9(2) . . ? O1 N7 O2 120.09(19) . . ? O1 N7 O3 116.44(18) . . ? O2 N7 O3 123.5(2) . . ? O4 N8 O5 119.2(2) . . ? O4 N8 O6 121.7(2) . . ? O5 N8 O6 119.1(2) . . ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1B 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? S1 C2 N1 120.71(17) . . ? S1 C2 N2 124.06(18) . . ? N1 C2 N2 115.2(2) . . ? N3 C3 C4 123.5(2) . . ? N3 C3 C8 115.47(19) . . ? C4 C3 C8 121.03(18) . . ? C3 C4 H4A 108.6 . . ? C3 C4 H4B 108.6 . . ? C3 C4 C5 114.52(19) . . ? H4A C4 H4B 107.6 . . ? H4A C4 C5 108.6 . . ? H4B C4 C5 108.6 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? C4 C5 C6 110.7(2) . . ? H5A C5 H5B 108.1 . . ? H5A C5 C6 109.5 . . ? H5B C5 C6 109.5 . . ? C5 C6 H6A 109.8 . . ? C5 C6 H6B 109.8 . . ? C5 C6 C7 109.3(2) . . ? H6A C6 H6B 108.3 . . ? H6A C6 C7 109.8 . . ? H6B C6 C7 109.8 . . ? C6 C7 H7A 109.3 . . ? C6 C7 H7B 109.3 . . ? C6 C7 C8 111.55(19) . . ? H7A C7 H7B 108.0 . . ? H7A C7 C8 109.3 . . ? H7B C7 C8 109.3 . . ? N4 C8 C3 115.86(18) . . ? N4 C8 C7 124.6(2) . . ? C3 C8 C7 119.52(19) . . ? S2 C9 N5 124.19(17) . . ? S2 C9 N6 121.43(17) . . ? N5 C9 N6 114.3(2) . . ? N6 C10 H10A 109.5 . . ? N6 C10 H10B 109.5 . . ? N6 C10 H10C 109.5 . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11A C11 C12 109.5 . . ? H11B C11 H11C 109.5 . . ? H11B C11 C12 109.5 . . ? H11C C11 C12 109.5 . . ? N9 C12 C11 179.7(3) . . ? 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 S2 Cd S1 C2 -166.04(8) . . . . ? O1 Cd S1 C2 132.68(9) . . . . ? O1 Cd S1 C2 -81.72(9) 2_655 . . . ? O3 Cd S1 C2 84.32(9) . . . . ? N3 Cd S1 C2 3.80(10) . . . . ? N4 Cd S1 C2 -4.85(12) . . . . ? S1 Cd S2 C9 163.60(8) . . . . ? O1 Cd S2 C9 -134.86(8) . . . . ? O1 Cd S2 C9 79.51(8) 2_655 . . . ? O3 Cd S2 C9 -85.82(8) . . . . ? N3 Cd S2 C9 -1.15(11) . . . . ? N4 Cd S2 C9 -3.82(9) . . . . ? S1 Cd O1 Cd 71.03(14) . . . 2_645 ? S1 Cd O1 N7 -106.60(12) . . . . ? S2 Cd O1 Cd -78.56(14) . . . 2_645 ? S2 Cd O1 N7 103.80(11) . . . . ? O1 Cd O1 Cd -3.82(13) 2_655 . . 2_645 ? O1 Cd O1 N7 178.54(12) 2_655 . . . ? O3 Cd O1 Cd 177.96(17) . . . 2_645 ? O3 Cd O1 N7 0.32(11) . . . . ? N3 Cd O1 Cd 135.68(13) . . . 2_645 ? N3 Cd O1 N7 -41.96(14) . . . . ? N4 Cd O1 Cd -141.57(13) . . . 2_645 ? N4 Cd O1 N7 40.79(14) . . . . ? S1 Cd O3 N7 72.61(12) . . . . ? S2 Cd O3 N7 -74.81(12) . . . . ? O1 Cd O3 N7 -0.33(11) . . . . ? O1 Cd O3 N7 -176.29(18) 2_655 . . . ? N3 Cd O3 N7 145.50(13) . . . . ? N4 Cd O3 N7 -148.21(13) . . . . ? C2 N2 N3 Cd -3.0(3) . . . . ? C2 N2 N3 C3 176.4(2) . . . . ? S1 Cd N3 N2 -1.21(14) . . . . ? S1 Cd N3 C3 179.50(17) . . . . ? S2 Cd N3 N2 169.83(12) . . . . ? S2 Cd N3 C3 -9.5(2) . . . . ? O1 Cd N3 N2 -69.67(17) . . . . ? O1 Cd N3 N2 87.92(15) 2_655 . . . ? O1 Cd N3 C3 111.03(16) . . . . ? O1 Cd N3 C3 -91.38(17) 2_655 . . . ? O3 Cd N3 N2 -101.30(15) . . . . ? O3 Cd N3 C3 79.40(17) . . . . ? N4 Cd N3 N2 172.64(17) . . . . ? N4 Cd N3 C3 -6.66(16) . . . . ? S1 Cd N4 N5 -170.14(11) . . . . ? S1 Cd N4 C8 21.0(2) . . . . ? S2 Cd N4 N5 -1.16(14) . . . . ? S2 Cd N4 C8 -169.97(17) . . . . ? O1 Cd N4 N5 65.07(16) . . . . ? O1 Cd N4 N5 -91.60(15) 2_655 . . . ? O1 Cd N4 C8 -103.74(16) . . . . ? O1 Cd N4 C8 99.59(17) 2_655 . . . ? O3 Cd N4 N5 95.44(15) . . . . ? O3 Cd N4 C8 -73.37(16) . . . . ? N3 Cd N4 N5 -179.28(17) . . . . ? N3 Cd N4 C8 11.91(15) . . . . ? Cd N4 N5 C9 7.7(3) . . . . ? C8 N4 N5 C9 176.6(2) . . . . ? Cd O3 N7 O1 0.54(18) . . . . ? Cd O3 N7 O2 -178.11(19) . . . . ? Cd O1 N7 O2 178.12(17) . . . . ? Cd O1 N7 O2 -0.6(2) 2_645 . . . ? Cd O1 N7 O3 -0.58(19) . . . . ? Cd O1 N7 O3 -179.29(14) 2_645 . . . ? C1 N1 C2 S1 -1.2(4) . . . . ? C1 N1 C2 N2 179.9(3) . . . . ? N3 N2 C2 S1 7.8(3) . . . . ? N3 N2 C2 N1 -173.2(2) . . . . ? Cd S1 C2 N1 173.52(19) . . . . ? Cd S1 C2 N2 -7.6(2) . . . . ? Cd N3 C3 C4 -178.93(16) . . . . ? Cd N3 C3 C8 1.8(3) . . . . ? N2 N3 C3 C4 1.8(3) . . . . ? N2 N3 C3 C8 -177.50(18) . . . . ? N3 C3 C4 C5 -178.8(2) . . . . ? C8 C3 C4 C5 0.5(3) . . . . ? C3 C4 C5 C6 -37.4(3) . . . . ? C4 C5 C6 C7 66.1(3) . . . . ? C5 C6 C7 C8 -55.8(3) . . . . ? Cd N4 C8 C3 -15.5(3) . . . . ? Cd N4 C8 C7 165.08(17) . . . . ? N5 N4 C8 C3 175.58(18) . . . . ? N5 N4 C8 C7 -3.8(3) . . . . ? N3 C3 C8 N4 9.0(3) . . . . ? N3 C3 C8 C7 -171.6(2) . . . . ? C4 C3 C8 N4 -170.3(2) . . . . ? C4 C3 C8 C7 9.1(3) . . . . ? C6 C7 C8 N4 -161.8(2) . . . . ? C6 C7 C8 C3 18.9(3) . . . . ? C10 N6 C9 S2 0.2(3) . . . . ? C10 N6 C9 N5 177.0(2) . . . . ? N4 N5 C9 S2 -12.9(3) . . . . ? N4 N5 C9 N6 170.44(19) . . . . ? Cd S2 C9 N5 10.20(19) . . . . ? Cd S2 C9 N6 -173.32(17) . . . . ? 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 N1 H1 N9 0.80(3) 2.44(3) 3.185(3) 155(3) 3_665 N2 H2 N9 0.75(3) 2.25(3) 2.982(3) 164(3) 3_665 N5 H5 O6 0.82(3) 2.12(3) 2.936(3) 174(3) 2 N6 H6 O5 0.81(3) 2.01(3) 2.801(3) 168(3) 2 _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.860 _refine_diff_density_min -1.034 _refine_diff_density_rms 0.082 #===END