Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Vito Lippolis' 'M. Carla Aragoni' 'Massimiliano Arca' 'Andrea Bencini' 'Alexander J. Blake' 'Claudia Caltagirone' 'Antonello Decortes' 'Francesco Demartin' 'Francesco A. Devillanova' 'Luisa Stella Dolci' 'Enrico Faggi' 'Alessandra Garau' 'Francesco Isaia' 'Luca Prodi' 'Barbara Valtancoli' 'Claire Wilson' 'Nelsi Zaccheroni' _publ_contact_author_name 'Prof Vito Lippolis' _publ_contact_author_address ; Dip. Chimica Inorganica ed Analitica University of Cagliari S.S. 554 Bivio per Sestu Monserrato (CA) Sardinia 09042 ITALY ; _publ_contact_author_email LIPPOLIS@UNICA.IT _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Coordination chemistry of N-aminopropyl pendant arm derivatives of mixed N/S-, and N/S/O-donor macrocycles, and construction of selective fluorimetric chemosensors for heavy metal ions ; data_da258 _database_code_depnum_ccdc_archive 'CCDC 271763' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H48 Cl4 Hg2 N4 O16 S6' _chemical_formula_weight 1359.98 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pca2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z' _cell_length_a 13.5860(10) _cell_length_b 16.1560(10) _cell_length_c 18.833(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4133.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1024 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 23.87 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.185 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2640 _exptl_absorpt_coefficient_mu 8.049 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.683 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details sadabs _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 'SMART CCD diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36383 _diffrn_reflns_av_R_equivalents 0.0761 _diffrn_reflns_av_sigmaI/netI 0.0688 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.26 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8106 _reflns_number_gt 5580 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0107P)^2^+5.5189P] 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 0.005(7) _refine_ls_number_reflns 8106 _refine_ls_number_parameters 487 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0776 _refine_ls_R_factor_gt 0.0360 _refine_ls_wR_factor_ref 0.0799 _refine_ls_wR_factor_gt 0.0659 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.076 _refine_ls_shift/su_mean 0.003 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 C2 C 0.4005(8) 0.8430(8) 0.3071(7) 0.048(4) Uani 1 1 d . . . H2A H 0.4416 0.7991 0.2882 0.058 Uiso 1 1 calc R . . H2B H 0.4436 0.8824 0.3305 0.058 Uiso 1 1 calc R . . C2A C 0.2148(9) 0.2194(8) 0.0967(7) 0.050(3) Uani 1 1 d . . . H2A1 H 0.2412 0.2316 0.0500 0.060 Uiso 1 1 calc R . . H2A2 H 0.1736 0.1707 0.0923 0.060 Uiso 1 1 calc R . . C3 C 0.3491(11) 0.8872(8) 0.2443(7) 0.050(4) Uani 1 1 d . . . H3A H 0.2980 0.8518 0.2249 0.061 Uiso 1 1 calc R . . H3B H 0.3965 0.8984 0.2071 0.061 Uiso 1 1 calc R . . C3A C 0.2997(8) 0.1993(8) 0.1460(8) 0.056(4) Uani 1 1 d . . . H3A1 H 0.3393 0.1566 0.1238 0.067 Uiso 1 1 calc R . . H3A2 H 0.2726 0.1759 0.1893 0.067 Uiso 1 1 calc R . . C5 C 0.1917(9) 0.9957(8) 0.2174(6) 0.058(4) Uani 1 1 d . . . H5A H 0.1666 1.0515 0.2234 0.070 Uiso 1 1 calc R . . H5B H 0.2142 0.9906 0.1687 0.070 Uiso 1 1 calc R . . C5A C 0.4554(10) 0.2942(10) 0.0914(8) 0.069(4) Uani 1 1 d . . . H5A1 H 0.5110 0.2566 0.0946 0.083 Uiso 1 1 calc R . . H5A2 H 0.4168 0.2786 0.0502 0.083 Uiso 1 1 calc R . . C6 C 0.1062(9) 0.9349(8) 0.2285(7) 0.052(3) Uani 1 1 d . . . H6A H 0.1300 0.8787 0.2226 0.062 Uiso 1 1 calc R . . H6B H 0.0560 0.9448 0.1929 0.062 Uiso 1 1 calc R . . C6A C 0.4926(10) 0.3804(9) 0.0816(8) 0.069(4) Uani 1 1 d . . . H6A1 H 0.5349 0.3801 0.0401 0.083 Uiso 1 1 calc R . . H6A2 H 0.5343 0.3929 0.1221 0.083 Uiso 1 1 calc R . . C8 C -0.0194(8) 0.8543(7) 0.3231(6) 0.050(3) Uani 1 1 d . . . H8A H -0.0594 0.8589 0.3656 0.060 Uiso 1 1 calc R . . H8B H -0.0639 0.8520 0.2829 0.060 Uiso 1 1 calc R . . C8A C 0.3596(11) 0.4470(13) -0.0148(7) 0.108(7) Uani 1 1 d . . . H8A1 H 0.4077 0.4674 -0.0487 0.130 Uiso 1 1 calc R . . H8A2 H 0.3560 0.3875 -0.0213 0.130 Uiso 1 1 calc R . . C9 C 0.0375(8) 0.7721(7) 0.3265(6) 0.050(3) Uani 1 1 d . . . H9A H 0.0811 0.7681 0.2859 0.060 Uiso 1 1 calc R . . H9B H -0.0085 0.7263 0.3243 0.060 Uiso 1 1 calc R . . C9A C 0.2702(10) 0.4787(9) -0.0345(7) 0.067(4) Uani 1 1 d . . . H9A1 H 0.2551 0.4580 -0.0816 0.080 Uiso 1 1 calc R . . H9A2 H 0.2771 0.5383 -0.0383 0.080 Uiso 1 1 calc R . . C11 C 0.2076(8) 0.6959(6) 0.3798(9) 0.051(3) Uani 1 1 d . . . H11A H 0.2392 0.6744 0.4222 0.061 Uiso 1 1 calc R . . H11B H 0.1788 0.6493 0.3548 0.061 Uiso 1 1 calc R . . C11A C 0.1245(10) 0.3542(7) -0.0037(7) 0.063(4) Uani 1 1 d . . . H11C H 0.0734 0.3582 -0.0395 0.075 Uiso 1 1 calc R . . H11D H 0.1796 0.3241 -0.0240 0.075 Uiso 1 1 calc R . . C12 C 0.2867(9) 0.7340(7) 0.3325(6) 0.047(3) Uani 1 1 d . . . H12A H 0.3368 0.6925 0.3236 0.056 Uiso 1 1 calc R . . H12B H 0.2571 0.7480 0.2872 0.056 Uiso 1 1 calc R . . C12A C 0.0867(9) 0.3095(8) 0.0587(7) 0.062(4) Uani 1 1 d . . . H12C H 0.0580 0.2582 0.0417 0.075 Uiso 1 1 calc R . . H12D H 0.0333 0.3423 0.0782 0.075 Uiso 1 1 calc R . . C13 C 0.3936(9) 0.7899(7) 0.4261(7) 0.053(3) Uani 1 1 d . . . H13A H 0.3555 0.7534 0.4564 0.063 Uiso 1 1 calc R . . H13B H 0.4524 0.7601 0.4120 0.063 Uiso 1 1 calc R . . C13A C 0.0951(9) 0.2665(8) 0.1834(7) 0.056(4) Uani 1 1 d . . . H13C H 0.1350 0.2315 0.2137 0.067 Uiso 1 1 calc R . . H13D H 0.0381 0.2346 0.1688 0.067 Uiso 1 1 calc R . . C14 C 0.4241(10) 0.8632(8) 0.4690(7) 0.050(4) Uani 1 1 d . . . H14A H 0.4440 0.9070 0.4368 0.060 Uiso 1 1 calc R . . H14B H 0.4813 0.8482 0.4971 0.060 Uiso 1 1 calc R . . C14A C 0.0597(8) 0.3405(7) 0.2269(6) 0.047(3) Uani 1 1 d . . . H14C H 0.0348 0.3820 0.1942 0.056 Uiso 1 1 calc R . . H14D H 0.0049 0.3225 0.2560 0.056 Uiso 1 1 calc R . . C15 C 0.3464(10) 0.8966(10) 0.5181(7) 0.058(4) Uani 1 1 d . . . H15A H 0.3068 0.8510 0.5355 0.069 Uiso 1 1 calc R . . H15B H 0.3781 0.9223 0.5586 0.069 Uiso 1 1 calc R . . C15A C 0.1337(9) 0.3810(7) 0.2741(6) 0.045(3) Uani 1 1 d . . . H15C H 0.1004 0.4027 0.3157 0.054 Uiso 1 1 calc R . . H15D H 0.1806 0.3396 0.2901 0.054 Uiso 1 1 calc R . . N1 N 0.3342(6) 0.8073(5) 0.3605(4) 0.036(2) Uani 1 1 d . . . N1A N 0.1537(7) 0.2881(6) 0.1186(5) 0.035(2) Uani 1 1 d . . . N16 N 0.2811(7) 0.9581(6) 0.4834(5) 0.044(3) Uani 1 1 d . . . H16A H 0.3175 1.0020 0.4701 0.053 Uiso 1 1 calc R . . H16B H 0.2365 0.9758 0.5153 0.053 Uiso 1 1 calc R . . N16A N 0.1874(6) 0.4485(5) 0.2391(4) 0.036(2) Uani 1 1 d . . . H16C H 0.2336 0.4678 0.2691 0.043 Uiso 1 1 calc R . . H16D H 0.1451 0.4902 0.2303 0.043 Uiso 1 1 calc R . . O11 O 0.3473(6) 0.6986(7) 0.1504(6) 0.090(4) Uani 1 1 d . . . O12 O 0.2365(8) 0.6655(8) 0.0593(5) 0.108(4) Uani 1 1 d . . . O13 O 0.2170(8) 0.6063(6) 0.1686(7) 0.106(4) Uani 1 1 d . . . O14 O 0.1880(6) 0.7453(6) 0.1517(5) 0.070(3) Uani 1 1 d . . . O21 O -0.0391(6) 0.9345(6) 0.6085(5) 0.082(3) Uani 1 1 d . . . O22 O 0.0871(8) 1.0160(7) 0.5728(6) 0.102(4) Uani 1 1 d . . . O23 O 0.1043(8) 0.8740(7) 0.5645(5) 0.092(3) Uani 1 1 d . . . O24 O 0.0016(8) 0.9444(7) 0.4891(5) 0.087(3) Uani 1 1 d . . . O31 O 0.1421(9) 1.1200(8) 0.3582(10) 0.197(10) Uani 1 1 d . . . O32 O 0.2599(11) 1.2077(10) 0.3332(8) 0.174(8) Uani 1 1 d . . . O33 O 0.2730(10) 1.1363(8) 0.4314(6) 0.123(5) Uani 1 1 d . . . O34 O 0.1534(6) 1.2392(5) 0.4230(4) 0.070(3) Uani 1 1 d . . . O41 O -0.1284(6) 0.5973(6) 0.3261(5) 0.073(3) Uani 1 1 d . . . O42 O 0.0260(7) 0.5516(7) 0.3555(6) 0.103(4) Uani 1 1 d . . . O43 O -0.0929(10) 0.4606(7) 0.3357(8) 0.151(6) Uani 1 1 d . . . O44 O -0.0280(8) 0.5326(7) 0.2429(5) 0.102(4) Uani 1 1 d . . . S4 S 0.2957(2) 0.9829(2) 0.27489(16) 0.0408(8) Uani 1 1 d . . . S4A S 0.3804(2) 0.2836(2) 0.17047(18) 0.0472(9) Uani 1 1 d . . . S7 S 0.0533(2) 0.94604(19) 0.31542(17) 0.0442(8) Uani 1 1 d . . . S7A S 0.4093(2) 0.46451(19) 0.07167(16) 0.0465(7) Uani 1 1 d . . . S10 S 0.1088(2) 0.76461(18) 0.40708(14) 0.0447(8) Uani 1 1 d . . . S10A S 0.1642(2) 0.45770(19) 0.02246(16) 0.0460(7) Uani 1 1 d . . . Cl1 Cl 0.2485(3) 0.67861(16) 0.1324(2) 0.0444(7) Uani 1 1 d . . . Cl2 Cl 0.0382(2) 0.9428(2) 0.55884(16) 0.0500(8) Uani 1 1 d . . . Cl3 Cl 0.20468(18) 1.17479(15) 0.3887(3) 0.0437(6) Uani 1 1 d . . . Cl4 Cl -0.0576(2) 0.53482(19) 0.31426(15) 0.0434(7) Uani 1 1 d . . . Hg1 Hg 0.20315(2) 0.91017(2) 0.39028(3) 0.03342(10) Uani 1 1 d . . . Hg2 Hg 0.25805(4) 0.41350(2) 0.14026(4) 0.03678(11) 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 C2 0.030(7) 0.045(8) 0.069(10) -0.004(7) 0.023(6) 0.008(6) C2A 0.047(8) 0.043(8) 0.061(9) -0.012(7) 0.011(6) -0.007(6) C3 0.073(10) 0.039(8) 0.040(8) -0.007(6) 0.016(6) 0.000(7) C3A 0.067(9) 0.036(8) 0.064(10) -0.007(7) -0.010(8) -0.003(6) C5 0.073(9) 0.063(9) 0.040(7) 0.019(6) -0.011(6) -0.003(7) C5A 0.039(8) 0.082(12) 0.086(11) -0.007(9) 0.011(7) 0.015(8) C6 0.044(7) 0.054(9) 0.057(8) 0.001(7) -0.017(6) -0.010(7) C6A 0.047(8) 0.069(10) 0.091(11) -0.019(8) 0.026(7) -0.001(7) C8 0.035(7) 0.059(9) 0.056(8) -0.010(6) 0.006(5) -0.007(6) C8A 0.052(10) 0.23(2) 0.048(9) 0.044(11) 0.005(7) -0.021(12) C9 0.049(8) 0.045(7) 0.055(8) 0.005(6) -0.014(6) -0.024(6) C9A 0.078(10) 0.086(11) 0.036(7) 0.014(7) 0.004(7) -0.023(8) C11 0.073(8) 0.026(6) 0.054(10) 0.006(7) -0.009(7) -0.009(5) C11A 0.093(11) 0.041(8) 0.054(8) 0.005(6) -0.034(7) -0.011(7) C12 0.062(8) 0.033(6) 0.046(7) -0.005(6) 0.001(6) 0.007(6) C12A 0.068(9) 0.057(9) 0.062(9) 0.021(7) -0.026(7) -0.007(7) C13 0.039(7) 0.047(8) 0.072(9) 0.015(7) -0.018(7) 0.001(6) C13A 0.049(8) 0.046(8) 0.072(9) 0.008(7) 0.023(7) -0.017(7) C14 0.058(9) 0.049(9) 0.042(8) -0.009(6) -0.018(6) 0.000(7) C14A 0.042(8) 0.037(7) 0.061(8) -0.002(6) 0.030(6) -0.010(6) C15 0.067(9) 0.076(11) 0.030(7) 0.010(7) -0.028(7) -0.016(8) C15A 0.061(8) 0.040(7) 0.033(6) -0.001(5) 0.012(6) -0.003(6) N1 0.039(5) 0.027(5) 0.042(5) 0.007(4) -0.002(4) 0.002(4) N1A 0.038(5) 0.033(6) 0.034(6) -0.002(4) 0.004(4) -0.006(4) N16 0.049(6) 0.057(7) 0.027(6) -0.005(5) -0.001(4) -0.012(5) N16A 0.039(5) 0.043(5) 0.024(5) -0.009(4) 0.001(4) -0.005(4) O11 0.030(5) 0.135(10) 0.106(8) -0.007(7) -0.016(5) -0.021(5) O12 0.122(9) 0.154(12) 0.049(7) -0.043(7) -0.007(6) -0.004(8) O13 0.107(9) 0.067(7) 0.145(12) 0.046(7) -0.007(7) -0.027(6) O14 0.042(5) 0.084(8) 0.084(7) -0.009(6) -0.005(5) 0.010(5) O21 0.068(6) 0.101(8) 0.075(7) -0.014(6) 0.046(5) -0.013(5) O22 0.112(9) 0.087(8) 0.105(9) -0.001(7) -0.012(7) -0.045(7) O23 0.099(8) 0.100(9) 0.076(7) 0.014(7) 0.010(6) 0.055(7) O24 0.128(10) 0.096(8) 0.038(5) -0.012(5) -0.018(5) 0.032(7) O31 0.094(9) 0.145(12) 0.35(3) -0.177(15) -0.031(11) -0.007(8) O32 0.161(13) 0.178(15) 0.183(15) 0.125(13) 0.095(11) 0.091(11) O33 0.175(13) 0.111(10) 0.082(8) 0.016(8) -0.046(8) 0.062(9) O34 0.069(6) 0.060(6) 0.080(6) -0.028(5) 0.018(5) 0.001(5) O41 0.056(6) 0.093(8) 0.070(6) -0.008(6) 0.009(5) 0.023(5) O42 0.077(7) 0.090(8) 0.141(10) -0.007(7) -0.052(6) 0.011(6) O43 0.172(13) 0.051(7) 0.230(16) -0.034(8) 0.102(11) -0.034(8) O44 0.132(10) 0.122(10) 0.053(6) 0.016(6) 0.023(6) 0.073(8) S4 0.0467(18) 0.0366(18) 0.0391(18) 0.0011(14) -0.0009(14) -0.0064(14) S4A 0.0464(19) 0.046(2) 0.049(2) -0.0002(15) -0.0105(15) 0.0059(16) S7 0.0392(17) 0.0386(17) 0.0547(19) -0.0032(15) -0.0125(14) 0.0035(14) S7A 0.0366(16) 0.0535(19) 0.0494(18) 0.0025(15) 0.0091(13) -0.0087(14) S10 0.0474(17) 0.0470(16) 0.040(2) 0.0056(13) 0.0038(12) -0.0110(14) S10A 0.0495(19) 0.0442(18) 0.0445(18) 0.0025(14) -0.0071(14) 0.0026(15) Cl1 0.0473(16) 0.0392(14) 0.047(2) 0.0025(18) -0.0025(13) -0.0012(18) Cl2 0.0513(19) 0.054(2) 0.0444(17) 0.0032(14) 0.0074(15) 0.0049(16) Cl3 0.0420(15) 0.0416(13) 0.0474(14) -0.008(2) -0.0017(18) 0.0021(12) Cl4 0.0399(16) 0.0482(18) 0.0420(16) -0.0037(14) 0.0000(13) 0.0012(14) Hg1 0.0346(2) 0.03560(19) 0.03008(17) -0.0043(3) -0.0037(2) 0.00191(17) Hg2 0.0394(2) 0.0391(2) 0.03182(18) -0.0041(3) 0.00735(18) -0.0061(3) _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 C2 N1 1.469(14) . ? C2 C3 1.548(18) . ? C2A N1A 1.446(14) . ? C2A C3A 1.517(16) . ? C3 S4 1.802(13) . ? C3A S4A 1.808(12) . ? C5 C6 1.535(16) . ? C5 S4 1.793(12) . ? C5A C6A 1.493(18) . ? C5A S4A 1.813(14) . ? C6 S7 1.797(13) . ? C6A S7A 1.779(14) . ? C8 C9 1.539(15) . ? C8 S7 1.787(11) . ? C8A C9A 1.370(19) . ? C8A S7A 1.785(15) . ? C9 S10 1.804(11) . ? C9A S10A 1.827(13) . ? C11 C12 1.526(16) . ? C11 S10 1.816(11) . ? C11A C12A 1.471(17) . ? C11A S10A 1.825(12) . ? C12 N1 1.448(13) . ? C12A N1A 1.491(14) . ? C13 C14 1.494(16) . ? C13 N1 1.501(13) . ? C13A N1A 1.498(14) . ? C13A C14A 1.526(15) . ? C14 C15 1.503(19) . ? C14A C15A 1.494(16) . ? C15 N16 1.483(16) . ? C15A N16A 1.470(13) . ? N1 Hg1 2.500(9) . ? N1A Hg2 2.505(9) . ? N16 Hg1 2.190(9) . ? N16A Hg2 2.169(8) . ? O11 Cl1 1.421(9) . ? O12 Cl1 1.403(10) . ? O13 Cl1 1.418(10) . ? O14 Cl1 1.403(9) . ? O21 Cl2 1.412(8) . ? O22 Cl2 1.381(10) . ? O23 Cl2 1.433(9) . ? O24 Cl2 1.404(9) . ? O31 Cl3 1.355(11) . ? O32 Cl3 1.393(12) . ? O33 Cl3 1.377(10) . ? O34 Cl3 1.409(8) . ? O41 Cl4 1.412(9) . ? O42 Cl4 1.403(9) . ? O43 Cl4 1.354(11) . ? O44 Cl4 1.404(9) . ? S4 Hg1 2.772(3) . ? S4A Hg2 2.737(3) . ? S7 Hg1 2.544(3) . ? S7A Hg2 2.563(3) . ? S10 Hg1 2.697(3) . ? S10A Hg2 2.657(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 N1 C2 C3 115.3(10) . . ? N1A C2A C3A 115.2(11) . . ? C2 C3 S4 109.5(9) . . ? C2A C3A S4A 117.1(10) . . ? C6 C5 S4 116.1(8) . . ? C6A C5A S4A 112.3(10) . . ? C5 C6 S7 111.3(9) . . ? C5A C6A S7A 120.7(10) . . ? C9 C8 S7 116.2(8) . . ? C9A C8A S7A 121.5(13) . . ? C8 C9 S10 111.3(8) . . ? C8A C9A S10A 118.1(10) . . ? C12 C11 S10 116.0(7) . . ? C12A C11A S10A 109.7(9) . . ? N1 C12 C11 115.5(10) . . ? C11A C12A N1A 120.3(10) . . ? C14 C13 N1 116.5(10) . . ? N1A C13A C14A 115.0(10) . . ? C13 C14 C15 115.0(12) . . ? C15A C14A C13A 116.8(10) . . ? N16 C15 C14 113.0(11) . . ? N16A C15A C14A 113.0(9) . . ? C12 N1 C2 110.2(9) . . ? C12 N1 C13 112.7(9) . . ? C2 N1 C13 107.9(9) . . ? C12 N1 Hg1 107.9(6) . . ? C2 N1 Hg1 109.2(7) . . ? C13 N1 Hg1 108.8(6) . . ? C2A N1A C12A 108.2(10) . . ? C2A N1A C13A 111.1(10) . . ? C12A N1A C13A 110.2(9) . . ? C2A N1A Hg2 110.0(7) . . ? C12A N1A Hg2 106.3(7) . . ? C13A N1A Hg2 110.9(7) . . ? C15 N16 Hg1 113.9(8) . . ? C15A N16A Hg2 114.3(6) . . ? C5 S4 C3 102.9(7) . . ? C5 S4 Hg1 99.5(4) . . ? C3 S4 Hg1 94.0(5) . . ? C3A S4A C5A 101.7(7) . . ? C3A S4A Hg2 99.0(4) . . ? C5A S4A Hg2 95.6(5) . . ? C8 S7 C6 102.2(5) . . ? C8 S7 Hg1 102.0(4) . . ? C6 S7 Hg1 99.3(4) . . ? C6A S7A C8A 102.4(8) . . ? C6A S7A Hg2 102.2(5) . . ? C8A S7A Hg2 96.1(5) . . ? C9 S10 C11 101.5(7) . . ? C9 S10 Hg1 95.6(4) . . ? C11 S10 Hg1 98.6(3) . . ? C11A S10A C9A 104.1(7) . . ? C11A S10A Hg2 96.9(4) . . ? C9A S10A Hg2 99.3(4) . . ? O14 Cl1 O12 107.6(7) . . ? O14 Cl1 O13 109.4(7) . . ? O12 Cl1 O13 108.2(8) . . ? O14 Cl1 O11 108.5(7) . . ? O12 Cl1 O11 112.2(7) . . ? O13 Cl1 O11 111.0(7) . . ? O22 Cl2 O24 109.5(7) . . ? O22 Cl2 O21 108.2(7) . . ? O24 Cl2 O21 111.0(7) . . ? O22 Cl2 O23 110.4(7) . . ? O24 Cl2 O23 107.8(6) . . ? O21 Cl2 O23 110.1(6) . . ? O31 Cl3 O33 112.0(9) . . ? O31 Cl3 O32 105.6(12) . . ? O33 Cl3 O32 104.4(8) . . ? O31 Cl3 O34 111.6(7) . . ? O33 Cl3 O34 113.5(7) . . ? O32 Cl3 O34 109.2(8) . . ? O43 Cl4 O42 107.0(9) . . ? O43 Cl4 O44 111.4(8) . . ? O42 Cl4 O44 107.6(7) . . ? O43 Cl4 O41 110.2(7) . . ? O42 Cl4 O41 109.0(6) . . ? O44 Cl4 O41 111.4(6) . . ? N16 Hg1 N1 94.0(3) . . ? N16 Hg1 S7 138.6(3) . . ? N1 Hg1 S7 126.7(2) . . ? N16 Hg1 S10 116.4(3) . . ? N1 Hg1 S10 77.6(2) . . ? S7 Hg1 S10 83.29(9) . . ? N16 Hg1 S4 105.0(3) . . ? N1 Hg1 S4 77.5(2) . . ? S7 Hg1 S4 80.33(10) . . ? S10 Hg1 S4 132.63(9) . . ? N16A Hg2 N1A 95.8(3) . . ? N16A Hg2 S7A 134.7(2) . . ? N1A Hg2 S7A 129.2(2) . . ? N16A Hg2 S10A 115.7(2) . . ? N1A Hg2 S10A 79.0(2) . . ? S7A Hg2 S10A 82.97(9) . . ? N16A Hg2 S4A 106.9(2) . . ? N1A Hg2 S4A 76.0(2) . . ? S7A Hg2 S4A 82.22(10) . . ? S10A Hg2 S4A 132.16(10) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.977 _refine_diff_density_min -1.034 _refine_diff_density_rms 0.151 data_cusson _database_code_depnum_ccdc_archive 'CCDC 271764' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H28 Cl2 Cu N2 O11 S2' _chemical_formula_weight 586.93 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' Cl Cl 0.1484 0.1585 '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 Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.6926(14) _cell_length_b 10.479(2) _cell_length_c 28.649(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2309.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4112 _cell_measurement_theta_min 2.4 _cell_measurement_theta_max 27.3 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.688 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1212 _exptl_absorpt_coefficient_mu 1.414 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.668 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'Bruker SADABS v2.05' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method omega _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10549 _diffrn_reflns_av_R_equivalents 0.027 _diffrn_reflns_av_sigmaI/netI 0.0543 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 27.65 _reflns_number_total 5182 _reflns_number_gt 4481 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART version 5.625 (Bruker, 2001)' _computing_cell_refinement 'Bruker SAINT version 6.36a (Bruker, 2000)' _computing_data_reduction 'Bruker SAINT; Bruker SHELXTL (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'enCIFer(Allen et al.,2004);PLATON(Spek,2003)' _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^)+(0.0430P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geometrically placed, Me and NH from delta-F' _refine_ls_hydrogen_treatment 'riding model, Me as rigid rotor, NH refined' _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 0.402(13) _refine_ls_number_reflns 5182 _refine_ls_number_parameters 287 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0465 _refine_ls_R_factor_gt 0.0397 _refine_ls_wR_factor_ref 0.0838 _refine_ls_wR_factor_gt 0.0819 _refine_ls_goodness_of_fit_ref 0.967 _refine_ls_restrained_S_all 0.967 _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 Cu Cu 0.00863(5) 0.55400(4) 0.114066(12) 0.02227(10) Uani 1 1 d . . . N1 N 0.0922(4) 0.3774(3) 0.10440(9) 0.0230(6) Uani 1 1 d . . . H1 H 0.137(5) 0.345(4) 0.1327(14) 0.042(12) Uiso 1 1 d . . . C2 C -0.0486(5) 0.2929(3) 0.08839(12) 0.0274(8) Uani 1 1 d . . . H2A H -0.0047 0.2042 0.0864 0.033 Uiso 1 1 calc R . . H2B H -0.0860 0.3192 0.0568 0.033 Uiso 1 1 calc R . . C3 C -0.2039(5) 0.2971(3) 0.12133(13) 0.0321(9) Uani 1 1 d . . . H3A H -0.1728 0.2561 0.1513 0.039 Uiso 1 1 calc R . . H3B H -0.3020 0.2490 0.1075 0.039 Uiso 1 1 calc R . . S4 S -0.27011(12) 0.46194(8) 0.13184(3) 0.0272(2) Uani 1 1 d . . . C5 C -0.2732(5) 0.4701(4) 0.19518(12) 0.0343(9) Uani 1 1 d . . . H5A H -0.3240 0.5529 0.2046 0.041 Uiso 1 1 calc R . . H5B H -0.3503 0.4018 0.2071 0.041 Uiso 1 1 calc R . . C6 C -0.0962(5) 0.4563(4) 0.21801(12) 0.0342(9) Uani 1 1 d . . . H6A H -0.1044 0.4752 0.2518 0.041 Uiso 1 1 calc R . . H6B H -0.0524 0.3682 0.2141 0.041 Uiso 1 1 calc R . . O7 O 0.0178(3) 0.5444(2) 0.19588(7) 0.0317(6) Uani 1 1 d . . . C8 C 0.1804(5) 0.5653(4) 0.21827(12) 0.0351(9) Uani 1 1 d . . . H8A H 0.2520 0.4869 0.2174 0.042 Uiso 1 1 calc R . . H8B H 0.1628 0.5905 0.2512 0.042 Uiso 1 1 calc R . . C9 C 0.2676(5) 0.6709(4) 0.19159(12) 0.0374(10) Uani 1 1 d . . . H9A H 0.1963 0.7495 0.1928 0.045 Uiso 1 1 calc R . . H9B H 0.3831 0.6898 0.2052 0.045 Uiso 1 1 calc R . . O10 O 0.2859(3) 0.6285(2) 0.14447(8) 0.0297(6) Uani 1 1 d . . . C11 C 0.3454(5) 0.7291(4) 0.11479(13) 0.0349(9) Uani 1 1 d . . . H11A H 0.4589 0.7615 0.1259 0.042 Uiso 1 1 calc R . . H11B H 0.2611 0.8004 0.1150 0.042 Uiso 1 1 calc R . . C12 C 0.3634(5) 0.6745(4) 0.06529(12) 0.0340(9) Uani 1 1 d . . . H12A H 0.4493 0.6042 0.0655 0.041 Uiso 1 1 calc R . . H12B H 0.4072 0.7419 0.0441 0.041 Uiso 1 1 calc R . . S13 S 0.15519(12) 0.61465(9) 0.04323(3) 0.0271(2) Uani 1 1 d . . . C14 C 0.2113(5) 0.4512(4) 0.02937(11) 0.0274(8) Uani 1 1 d . . . H14A H 0.1146 0.4116 0.0117 0.033 Uiso 1 1 calc R . . H14B H 0.3156 0.4504 0.0091 0.033 Uiso 1 1 calc R . . C15 C 0.2470(5) 0.3733(3) 0.07261(12) 0.0275(8) Uani 1 1 d . . . H15A H 0.2721 0.2839 0.0638 0.033 Uiso 1 1 calc R . . H15B H 0.3500 0.4080 0.0890 0.033 Uiso 1 1 calc R . . O1S O -0.0680(3) 0.7254(2) 0.12679(8) 0.0270(6) Uani 1 1 d . . . N1S N -0.2371(4) 0.8974(3) 0.11753(9) 0.0241(6) Uani 1 1 d . . . C1S C -0.1915(6) 0.9469(4) 0.16351(12) 0.0386(9) Uani 1 1 d . . . H1S1 H -0.1700 0.8755 0.1849 0.058 Uiso 1 1 calc R . . H1S2 H -0.2874 0.9990 0.1755 0.058 Uiso 1 1 calc R . . H1S3 H -0.0864 0.9993 0.1611 0.058 Uiso 1 1 calc R . . C2S C -0.3499(5) 0.9753(3) 0.08817(12) 0.0334(9) Uani 1 1 d . . . H2S1 H -0.2872 1.0520 0.0782 0.050 Uiso 1 1 calc R . . H2S2 H -0.4535 1.0001 0.1059 0.050 Uiso 1 1 calc R . . H2S3 H -0.3849 0.9261 0.0606 0.050 Uiso 1 1 calc R . . C3S C -0.1690(4) 0.7904(3) 0.10261(11) 0.0233(7) Uani 1 1 d . . . H3S H -0.1979 0.7613 0.0722 0.028 Uiso 1 1 calc R . . Cl1 Cl 0.19158(11) 0.01517(8) 0.01209(3) 0.0286(2) Uani 1 1 d . . . Cl2 Cl 0.32518(13) 0.17788(10) 0.19578(3) 0.0396(2) Uani 1 1 d . . . O11 O 0.3289(4) 0.0596(3) 0.04103(11) 0.0641(9) Uani 1 1 d . . . O12 O 0.2632(4) -0.0745(3) -0.02039(10) 0.0570(9) Uani 1 1 d . . . O13 O 0.1207(4) 0.1211(3) -0.01279(10) 0.0507(8) Uani 1 1 d . . . O14 O 0.0576(4) -0.0445(3) 0.03864(10) 0.0530(8) Uani 1 1 d . . . O21 O 0.3511(6) 0.2343(4) 0.24108(11) 0.0835(13) Uani 1 1 d . . . O22 O 0.4113(4) 0.2518(4) 0.16099(13) 0.0832(13) Uani 1 1 d . . . O23 O 0.3860(5) 0.0518(4) 0.19647(12) 0.0836(13) Uani 1 1 d . . . O24 O 0.1440(4) 0.1800(3) 0.18596(10) 0.0520(8) 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 Cu 0.0226(2) 0.0207(2) 0.02356(18) -0.00027(16) 0.00224(19) 0.0021(2) N1 0.0246(16) 0.0220(15) 0.0224(15) 0.0022(12) 0.0017(12) 0.0042(13) C2 0.029(2) 0.0230(18) 0.0300(18) -0.0049(15) 0.0068(15) 0.0021(15) C3 0.036(2) 0.0204(18) 0.040(2) -0.0051(15) 0.0140(17) -0.0023(16) S4 0.0253(5) 0.0252(5) 0.0310(4) -0.0018(4) 0.0056(4) 0.0004(4) C5 0.036(2) 0.037(2) 0.0290(17) -0.0023(16) 0.0142(16) 0.0024(19) C6 0.039(2) 0.038(2) 0.0258(17) 0.0015(17) 0.0077(16) 0.004(2) O7 0.0297(14) 0.0413(14) 0.0242(11) 0.0076(11) -0.0036(11) -0.0010(14) C8 0.031(2) 0.048(2) 0.0266(17) -0.0025(17) -0.0045(16) 0.007(2) C9 0.034(2) 0.048(3) 0.0307(19) -0.0075(18) -0.0071(17) -0.001(2) O10 0.0271(14) 0.0368(14) 0.0251(12) -0.0027(11) -0.0021(10) 0.0004(12) C11 0.027(2) 0.041(2) 0.0368(19) -0.0012(18) 0.0006(18) -0.0091(18) C12 0.025(2) 0.046(2) 0.0313(18) 0.0020(17) 0.0027(16) -0.0114(18) S13 0.0261(5) 0.0303(5) 0.0250(4) 0.0023(4) 0.0008(4) -0.0019(4) C14 0.0253(19) 0.0313(19) 0.0255(16) -0.0018(15) 0.0036(14) -0.0001(18) C15 0.0212(18) 0.031(2) 0.0306(18) -0.0041(15) 0.0029(15) 0.0062(16) O1S 0.0302(14) 0.0206(12) 0.0301(13) -0.0027(10) -0.0048(10) 0.0054(11) N1S 0.0271(16) 0.0237(14) 0.0214(13) -0.0013(11) -0.0011(12) 0.0029(13) C1S 0.057(3) 0.028(2) 0.0303(18) -0.0127(17) -0.0121(18) 0.009(2) C2S 0.039(2) 0.030(2) 0.0317(18) 0.0024(16) -0.0055(17) 0.0092(18) C3S 0.0227(18) 0.0243(18) 0.0228(16) -0.0024(13) 0.0034(14) -0.0056(16) Cl1 0.0238(4) 0.0329(5) 0.0293(4) -0.0053(4) -0.0023(4) 0.0044(4) Cl2 0.0317(5) 0.0466(6) 0.0406(5) 0.0211(4) -0.0007(4) 0.0002(5) O11 0.0494(19) 0.069(2) 0.074(2) -0.0226(19) -0.0316(17) 0.0078(19) O12 0.0520(19) 0.059(2) 0.0600(19) -0.0254(16) 0.0143(16) 0.0048(17) O13 0.0385(17) 0.0524(19) 0.0612(19) 0.0221(16) -0.0036(15) 0.0039(15) O14 0.0456(18) 0.064(2) 0.0498(16) 0.0224(16) 0.0151(14) 0.0067(16) O21 0.129(4) 0.067(2) 0.055(2) 0.0154(18) -0.043(2) -0.017(3) O22 0.054(2) 0.115(3) 0.080(2) 0.066(2) -0.003(2) -0.030(2) O23 0.090(3) 0.078(3) 0.083(2) 0.034(2) 0.043(2) 0.054(2) O24 0.0347(17) 0.060(2) 0.0614(19) 0.0123(16) 0.0019(15) 0.0038(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1S 1.925(2) . ? Cu N1 1.979(3) . ? Cu O7 2.347(2) . ? Cu S4 2.4058(10) . ? Cu S13 2.4069(10) . ? Cu O10 2.433(3) . ? N1 C2 1.472(4) . ? N1 C15 1.500(4) . ? C2 C3 1.523(5) . ? C3 S4 1.825(3) . ? S4 C5 1.817(3) . ? C5 C6 1.517(5) . ? C6 O7 1.422(4) . ? O7 C8 1.423(4) . ? C8 C9 1.503(5) . ? C9 O10 1.428(4) . ? O10 C11 1.429(4) . ? C11 C12 1.535(5) . ? C12 S13 1.833(4) . ? S13 C14 1.811(4) . ? C14 C15 1.508(5) . ? O1S C3S 1.244(4) . ? N1S C3S 1.310(4) . ? N1S C2S 1.458(4) . ? N1S C1S 1.458(4) . ? Cl1 O11 1.421(3) . ? Cl1 O14 1.425(3) . ? Cl1 O13 1.427(3) . ? Cl1 O12 1.432(3) . ? Cl2 O23 1.402(4) . ? Cl2 O24 1.422(3) . ? Cl2 O22 1.426(3) . ? Cl2 O21 1.440(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 O1S Cu N1 176.97(11) . . ? O1S Cu O7 81.95(9) . . ? N1 Cu O7 95.17(10) . . ? O1S Cu S4 93.52(8) . . ? N1 Cu S4 86.79(9) . . ? O7 Cu S4 78.35(6) . . ? O1S Cu S13 93.24(7) . . ? N1 Cu S13 88.67(8) . . ? O7 Cu S13 147.06(7) . . ? S4 Cu S13 134.58(3) . . ? O1S Cu O10 84.33(9) . . ? N1 Cu O10 93.75(10) . . ? O7 Cu O10 68.28(8) . . ? S4 Cu O10 146.55(6) . . ? S13 Cu O10 78.84(6) . . ? C2 N1 C15 112.2(3) . . ? C2 N1 Cu 111.5(2) . . ? C15 N1 Cu 111.7(2) . . ? N1 C2 C3 111.5(3) . . ? C2 C3 S4 110.4(2) . . ? C5 S4 C3 102.28(18) . . ? C5 S4 Cu 101.79(13) . . ? C3 S4 Cu 95.51(12) . . ? C6 C5 S4 114.5(2) . . ? O7 C6 C5 107.4(3) . . ? C6 O7 C8 116.2(3) . . ? C6 O7 Cu 117.02(19) . . ? C8 O7 Cu 118.02(19) . . ? O7 C8 C9 106.1(3) . . ? O10 C9 C8 107.2(3) . . ? C9 O10 C11 111.3(3) . . ? C9 O10 Cu 110.6(2) . . ? C11 O10 Cu 107.7(2) . . ? O10 C11 C12 107.7(3) . . ? C11 C12 S13 111.5(2) . . ? C14 S13 C12 101.02(18) . . ? C14 S13 Cu 92.68(11) . . ? C12 S13 Cu 102.06(12) . . ? C15 C14 S13 112.0(2) . . ? N1 C15 C14 109.8(3) . . ? C3S O1S Cu 126.6(2) . . ? C3S N1S C2S 121.9(3) . . ? C3S N1S C1S 120.2(3) . . ? C2S N1S C1S 117.8(3) . . ? O1S C3S N1S 122.5(3) . . ? O11 Cl1 O14 111.7(2) . . ? O11 Cl1 O13 108.7(2) . . ? O14 Cl1 O13 109.34(18) . . ? O11 Cl1 O12 107.9(2) . . ? O14 Cl1 O12 109.70(19) . . ? O13 Cl1 O12 109.4(2) . . ? O23 Cl2 O24 110.2(2) . . ? O23 Cl2 O22 111.5(2) . . ? O24 Cl2 O22 108.0(2) . . ? O23 Cl2 O21 109.1(2) . . ? O24 Cl2 O21 107.9(2) . . ? O22 Cl2 O21 110.0(3) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.826 _refine_diff_density_min -0.361 _refine_diff_density_rms 0.090 data_da147 _database_code_depnum_ccdc_archive 'CCDC 271765' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H24 Cl2 N2 O9 S2 Zn' _chemical_formula_weight 528.71 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Zn Zn 0.2839 1.4301 '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' S S 0.1246 0.1234 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pca2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z' _cell_length_a 15.788(2) _cell_length_b 9.6980(10) _cell_length_c 13.2620(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2030.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1024 _cell_measurement_theta_min 2.508 _cell_measurement_theta_max 28.06 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.729 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1088 _exptl_absorpt_coefficient_mu 1.724 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.732 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _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 'SMART CCD diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26598 _diffrn_reflns_av_R_equivalents 0.0308 _diffrn_reflns_av_sigmaI/netI 0.2458 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 30.02 _reflns_number_total 3084 _reflns_number_gt 1721 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0830P)^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 -0.08(4) _refine_ls_number_reflns 3084 _refine_ls_number_parameters 244 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0758 _refine_ls_R_factor_gt 0.0491 _refine_ls_wR_factor_ref 0.1402 _refine_ls_wR_factor_gt 0.1347 _refine_ls_goodness_of_fit_ref 0.820 _refine_ls_restrained_S_all 0.820 _refine_ls_shift/su_max 0.286 _refine_ls_shift/su_mean 0.023 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 0.00867(3) 0.31248(6) 0.82110(14) 0.03891(19) Uani 1 1 d . . . Cl1 Cl -0.2507(3) 0.17564(15) 1.0698(4) 0.0599(4) Uani 1 1 d . . . Cl2 Cl -0.13478(9) 0.60650(18) 0.8234(4) 0.0615(4) Uani 1 1 d . . . S4 S 0.0369(3) 0.3330(5) 1.00487(19) 0.0778(14) Uani 1 1 d . . . S10 S 0.0391(3) 0.3317(5) 0.63924(17) 0.0675(12) Uani 1 1 d . . . O7 O 0.1096(2) 0.4681(4) 0.8218(9) 0.0561(11) Uani 1 1 d . . . O10 O -0.2342(7) 0.1901(9) 1.1830(6) 0.104(3) Uani 1 1 d . . . O11 O -0.3431(5) 0.1813(8) 1.0614(10) 0.127(4) Uani 1 1 d . . . O12 O -0.2133(5) 0.2826(9) 1.0176(7) 0.101(2) Uani 1 1 d . . . O13 O -0.2502(16) 0.0417(7) 1.0741(18) 0.245(8) Uani 1 1 d . . . O20 O -0.0694(4) 0.5202(7) 0.820(2) 0.256(10) Uani 1 1 d . . . O21 O -0.1751(9) 0.6741(18) 0.8977(9) 0.182(7) Uani 1 1 d . . . O22 O -0.1895(7) 0.5233(13) 0.7655(12) 0.184(6) Uani 1 1 d . . . O23 O -0.1083(14) 0.6993(13) 0.7553(10) 0.223(9) Uani 1 1 d . . . N16 N -0.1092(3) 0.2290(6) 0.8215(11) 0.0569(13) Uani 1 1 d . . . H16A H -0.1365 0.2579 0.8772 0.068 Uiso 1 1 calc R . . H16B H -0.1378 0.2616 0.7678 0.068 Uiso 1 1 calc R . . N1 N 0.0886(4) 0.1333(6) 0.8134(9) 0.0507(16) Uani 1 1 d . . . C6 C 0.1120(10) 0.5532(13) 0.9050(14) 0.081(4) Uani 1 1 d . . . H6A H 0.0605 0.6070 0.9108 0.097 Uiso 1 1 calc R . . H6B H 0.1602 0.6150 0.9024 0.097 Uiso 1 1 calc R . . C5 C 0.1201(9) 0.4524(19) 0.9898(11) 0.085(5) Uani 1 1 d . . . H5A H 0.1258 0.5040 1.0521 0.103 Uiso 1 1 calc R . . H5B H 0.1723 0.4011 0.9804 0.103 Uiso 1 1 calc R . . C3 C 0.0936(12) 0.157(2) 1.0050(9) 0.111(6) Uani 1 1 d . . . H3A H 0.1283 0.1483 1.0650 0.133 Uiso 1 1 calc R . . H3B H 0.0522 0.0832 1.0051 0.133 Uiso 1 1 calc R . . C2 C 0.1483(8) 0.1469(13) 0.9125(11) 0.076(4) Uani 1 1 d . . . H2A H 0.1850 0.0670 0.9176 0.091 Uiso 1 1 calc R . . H2B H 0.1835 0.2284 0.9070 0.091 Uiso 1 1 calc R . . C12 C 0.1401(10) 0.1396(19) 0.7306(8) 0.085(5) Uani 1 1 d . . . H12A H 0.1664 0.0499 0.7221 0.102 Uiso 1 1 calc R . . H12B H 0.1851 0.2048 0.7450 0.102 Uiso 1 1 calc R . . C11 C 0.1003(10) 0.1802(15) 0.6302(10) 0.083(4) Uani 1 1 d . . . H11A H 0.0647 0.1054 0.6067 0.099 Uiso 1 1 calc R . . H11B H 0.1448 0.1941 0.5808 0.099 Uiso 1 1 calc R . . C9 C 0.1252(10) 0.4662(15) 0.6400(10) 0.066(4) Uani 1 1 d . . . H9A H 0.1801 0.4215 0.6381 0.080 Uiso 1 1 calc R . . H9B H 0.1201 0.5239 0.5805 0.080 Uiso 1 1 calc R . . C8 C 0.1193(8) 0.5461(17) 0.7245(11) 0.083(5) Uani 1 1 d . . . H8A H 0.0713 0.6075 0.7170 0.100 Uiso 1 1 calc R . . H8B H 0.1698 0.6028 0.7290 0.100 Uiso 1 1 calc R . . C15 C -0.1121(5) 0.0740(8) 0.8188(12) 0.074(2) Uani 1 1 d . . . H15A H -0.1681 0.0435 0.8390 0.088 Uiso 1 1 calc R . . H15B H -0.1027 0.0432 0.7501 0.088 Uiso 1 1 calc R . . C14 C -0.0481(8) 0.0086(11) 0.8856(10) 0.098(4) Uani 1 1 d . . . H14A H -0.0666 -0.0826 0.9061 0.118 Uiso 1 1 calc R . . H14B H -0.0392 0.0641 0.9455 0.118 Uiso 1 1 calc R . . C13 C 0.0416(7) -0.0016(8) 0.8174(19) 0.120(5) Uani 1 1 d . . . H13A H 0.0781 -0.0714 0.8466 0.144 Uiso 1 1 calc R . . H13B H 0.0277 -0.0302 0.7493 0.144 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 Zn 0.0338(3) 0.0404(3) 0.0426(3) 0.0018(10) -0.0039(8) -0.0001(3) Cl1 0.0704(9) 0.0470(8) 0.0624(9) 0.009(2) -0.0033(8) -0.008(2) Cl2 0.0458(8) 0.0713(10) 0.0675(10) -0.005(3) -0.010(2) 0.0099(7) S4 0.060(3) 0.126(4) 0.048(2) -0.027(2) 0.011(2) 0.002(3) S10 0.050(2) 0.110(3) 0.0427(17) 0.008(2) -0.0065(18) -0.012(2) O7 0.043(2) 0.054(2) 0.071(3) -0.009(6) 0.018(6) -0.0090(19) O10 0.130(7) 0.112(6) 0.072(5) -0.013(4) 0.010(5) -0.029(6) O11 0.067(4) 0.095(6) 0.217(11) 0.033(7) -0.014(6) 0.005(4) O12 0.108(6) 0.102(5) 0.094(6) 0.016(5) 0.023(5) -0.011(5) O13 0.321(14) 0.061(4) 0.355(17) 0.066(12) -0.254(14) -0.041(14) O20 0.059(4) 0.074(4) 0.64(3) 0.073(17) -0.073(15) 0.021(4) O21 0.171(12) 0.288(16) 0.088(7) -0.056(9) 0.011(7) 0.119(12) O22 0.108(7) 0.192(10) 0.251(14) -0.063(10) -0.106(8) 0.022(8) O23 0.42(3) 0.125(9) 0.126(9) 0.055(8) 0.120(13) 0.101(14) N16 0.043(2) 0.068(3) 0.060(3) -0.013(8) -0.006(8) -0.011(2) N1 0.058(3) 0.044(3) 0.050(4) -0.002(5) 0.013(5) 0.009(2) C6 0.063(8) 0.053(7) 0.127(11) -0.031(8) -0.031(8) -0.001(6) C5 0.047(7) 0.127(13) 0.082(9) -0.067(9) 0.004(6) -0.011(7) C3 0.124(13) 0.162(16) 0.047(7) 0.029(8) -0.024(8) 0.062(11) C2 0.053(7) 0.060(7) 0.114(10) 0.041(7) 0.000(7) 0.032(5) C12 0.075(10) 0.136(14) 0.045(6) -0.005(8) 0.014(6) 0.021(9) C11 0.089(9) 0.098(9) 0.061(7) -0.026(7) -0.007(7) -0.030(8) C9 0.054(6) 0.091(9) 0.054(6) 0.039(6) 0.011(5) -0.012(6) C8 0.041(6) 0.113(13) 0.095(10) 0.054(9) -0.009(6) -0.027(7) C15 0.078(5) 0.070(4) 0.073(5) 0.011(8) -0.037(8) -0.026(4) C14 0.108(9) 0.061(6) 0.125(9) 0.033(6) -0.011(7) -0.032(6) C13 0.104(7) 0.035(4) 0.220(15) -0.013(13) 0.072(14) 0.008(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 Zn N16 2.030(5) . ? Zn N1 2.150(5) . ? Zn O7 2.195(4) . ? Zn O20 2.362(7) . ? Zn S10 2.466(3) . ? Zn S4 2.486(4) . ? Cl1 O13 1.300(7) . ? Cl1 O12 1.379(8) . ? Cl1 O11 1.463(10) . ? Cl1 O10 1.531(10) . ? Cl2 O20 1.329(7) . ? Cl2 O23 1.342(12) . ? Cl2 O21 1.344(10) . ? Cl2 O22 1.410(10) . ? S4 C5 1.762(16) . ? S4 C3 1.927(16) . ? S10 C11 1.763(16) . ? S10 C9 1.884(14) . ? O7 C6 1.378(15) . ? O7 C8 1.503(14) . ? N16 C15 1.505(9) . ? N1 C12 1.369(15) . ? N1 C13 1.505(10) . ? N1 C2 1.622(17) . ? C6 C5 1.50(2) . ? C3 C2 1.503(18) . ? C12 C11 1.524(16) . ? C9 C8 1.366(19) . ? C15 C14 1.486(14) . ? C14 C13 1.682(17) . ? 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 N16 Zn N1 102.5(2) . . ? N16 Zn O7 160.1(2) . . ? N1 Zn O7 97.47(19) . . ? N16 Zn O20 82.1(2) . . ? N1 Zn O20 174.6(5) . . ? O7 Zn O20 78.0(2) . . ? N16 Zn S10 102.2(4) . . ? N1 Zn S10 84.3(4) . . ? O7 Zn S10 79.1(3) . . ? O20 Zn S10 91.9(8) . . ? N16 Zn S4 101.2(4) . . ? N1 Zn S4 90.3(4) . . ? O7 Zn S4 79.1(3) . . ? O20 Zn S4 91.7(8) . . ? S10 Zn S4 156.61(7) . . ? O13 Cl1 O12 140.4(14) . . ? O13 Cl1 O11 92.7(11) . . ? O12 Cl1 O11 111.1(6) . . ? O13 Cl1 O10 92.7(11) . . ? O12 Cl1 O10 110.5(6) . . ? O11 Cl1 O10 103.9(7) . . ? O20 Cl2 O23 99.2(12) . . ? O20 Cl2 O21 134.2(15) . . ? O23 Cl2 O21 108.3(8) . . ? O20 Cl2 O22 95.7(10) . . ? O23 Cl2 O22 102.0(12) . . ? O21 Cl2 O22 112.9(9) . . ? C5 S4 C3 103.6(9) . . ? C5 S4 Zn 94.3(5) . . ? C3 S4 Zn 90.8(4) . . ? C11 S10 C9 100.5(7) . . ? C11 S10 Zn 96.3(5) . . ? C9 S10 Zn 100.8(4) . . ? C6 O7 C8 112.5(7) . . ? C6 O7 Zn 115.8(8) . . ? C8 O7 Zn 114.6(7) . . ? Cl2 O20 Zn 160.4(5) . . ? C15 N16 Zn 115.2(4) . . ? C12 N1 C13 111.2(13) . . ? C12 N1 C2 107.5(6) . . ? C13 N1 C2 109.2(12) . . ? C12 N1 Zn 110.5(8) . . ? C13 N1 Zn 114.3(5) . . ? C2 N1 Zn 103.7(6) . . ? O7 C6 C5 102.3(11) . . ? C6 C5 S4 116.8(11) . . ? C2 C3 S4 108.9(9) . . ? C3 C2 N1 109.5(10) . . ? N1 C12 C11 117.9(12) . . ? C12 C11 S10 112.5(10) . . ? C8 C9 S10 110.4(10) . . ? C9 C8 O7 115.2(14) . . ? C14 C15 N16 113.1(8) . . ? C15 C14 C13 106.0(12) . . ? N1 C13 C14 112.5(8) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 30.02 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.784 _refine_diff_density_min -0.735 _refine_diff_density_rms 0.093 data_da153 _database_code_depnum_ccdc_archive 'CCDC 271766' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H24 Cd N4 O7 S2' _chemical_formula_weight 500.86 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 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' O O 0.0106 0.0060 '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' 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' '-x, -y, -z' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' 'x-1/2, y, -z-1/2' _cell_length_a 13.128(2) _cell_length_b 16.559(9) _cell_length_c 16.951(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3685(2) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 9.62 _cell_measurement_theta_max 13.70 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.806 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2032 _exptl_absorpt_coefficient_mu 1.453 _exptl_absorpt_correction_type semiempirical _exptl_absorpt_correction_T_min 0.839 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'Psi scan' _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 'Enraf Nonius CAD4 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 7200 _diffrn_standards_decay_% ? _diffrn_reflns_number 3633 _diffrn_reflns_av_R_equivalents 0.0130 _diffrn_reflns_av_sigmaI/netI 0.0180 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 24.97 _reflns_number_total 3225 _reflns_number_gt 2354 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0367P)^2^+1.9914P] 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 3225 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0479 _refine_ls_R_factor_gt 0.0258 _refine_ls_wR_factor_ref 0.0713 _refine_ls_wR_factor_gt 0.0655 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_restrained_S_all 1.100 _refine_ls_shift/su_max 0.002 _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 0.750693(16) 0.798495(12) 0.632228(12) 0.03590(9) Uani 1 1 d . . . S4 S 0.92113(6) 0.88595(5) 0.62490(5) 0.0461(2) Uani 1 1 d . . . S10 S 0.57027(6) 0.81626(5) 0.57183(5) 0.0445(2) Uani 1 1 d . . . O7 O 0.77019(15) 0.86233(15) 0.48866(13) 0.0466(6) Uani 1 1 d . . . O20 O 0.8536(2) 0.70127(15) 0.57228(17) 0.0655(7) Uani 1 1 d . . . O21 O 0.8374(2) 0.59521(14) 0.50052(14) 0.0623(7) Uani 1 1 d . . . O22 O 0.7053(2) 0.65615(17) 0.54581(18) 0.0690(7) Uani 1 1 d . . . O30 O 0.5805(2) 0.61698(17) 0.77577(17) 0.0793(9) Uani 1 1 d . . . O31 O 0.5088(2) 0.73030(19) 0.7562(2) 0.0926(10) Uani 1 1 d . . . O32 O 0.4288(2) 0.62067(15) 0.72878(17) 0.0708(8) Uani 1 1 d . . . N1 N 0.70142(19) 0.92567(14) 0.69420(14) 0.0346(5) Uani 1 1 d . . . N2 N 0.7984(2) 0.65010(16) 0.53851(16) 0.0438(6) Uani 1 1 d . . . N3 N 0.5060(2) 0.65609(18) 0.75280(17) 0.0507(7) Uani 1 1 d . . . N16 N 0.75870(18) 0.73934(18) 0.75084(17) 0.0474(6) Uani 1 1 d . . . C2 C 0.7535(2) 0.9902(2) 0.6499(2) 0.0524(8) Uani 1 1 d . . . H2A H 0.7351 1.0416 0.6732 0.063 Uiso 1 1 calc R . . H2B H 0.7278 0.9899 0.5962 0.063 Uiso 1 1 calc R . . C3 C 0.8688(3) 0.9847(2) 0.6468(2) 0.0532(9) Uani 1 1 d . . . H3A H 0.8955 1.0022 0.6973 0.064 Uiso 1 1 calc R . . H3B H 0.8931 1.0224 0.6073 0.064 Uiso 1 1 calc R . . C5 C 0.9439(2) 0.8864(2) 0.5197(2) 0.0559(9) Uani 1 1 d . . . H5A H 1.0005 0.9225 0.5089 0.067 Uiso 1 1 calc R . . H5B H 0.9647 0.8326 0.5039 0.067 Uiso 1 1 calc R . . C6 C 0.8559(3) 0.9114(2) 0.4696(2) 0.0550(9) Uani 1 1 d . . . H6A H 0.8398 0.9678 0.4792 0.066 Uiso 1 1 calc R . . H6B H 0.8730 0.9052 0.4143 0.066 Uiso 1 1 calc R . . C8 C 0.6814(3) 0.8851(2) 0.44654(18) 0.0508(9) Uani 1 1 d . . . H8A H 0.6944 0.8827 0.3903 0.061 Uiso 1 1 calc R . . H8B H 0.6627 0.9401 0.4600 0.061 Uiso 1 1 calc R . . C9 C 0.5961(3) 0.8290(2) 0.46734(19) 0.0530(9) Uani 1 1 d . . . H9A H 0.6112 0.7763 0.4451 0.064 Uiso 1 1 calc R . . H9B H 0.5345 0.8484 0.4421 0.064 Uiso 1 1 calc R . . C11 C 0.5456(2) 0.9184(2) 0.6057(2) 0.0482(8) Uani 1 1 d . . . H11A H 0.5754 0.9564 0.5689 0.058 Uiso 1 1 calc R . . H11B H 0.4726 0.9276 0.6067 0.058 Uiso 1 1 calc R . . C12 C 0.5888(3) 0.9336(2) 0.6872(2) 0.0550(9) Uani 1 1 d . . . H12A H 0.5697 0.9877 0.7035 0.066 Uiso 1 1 calc R . . H12B H 0.5573 0.8961 0.7238 0.066 Uiso 1 1 calc R . . C13 C 0.7263(3) 0.9326(2) 0.7800(2) 0.0620(11) Uani 1 1 d . . . H13A H 0.7978 0.9467 0.7848 0.074 Uiso 1 1 calc R . . H13B H 0.6872 0.9771 0.8016 0.074 Uiso 1 1 calc R . . H16A H 0.8145 0.6991 0.7448 0.074 Uiso 1 1 d R . . H16B H 0.6987 0.7159 0.7570 0.074 Uiso 1 1 d R . . C14 C 0.7071(3) 0.8600(2) 0.8297(2) 0.0551(9) Uani 1 1 d . . . H14A H 0.6394 0.8399 0.8181 0.066 Uiso 1 1 calc R . . H14B H 0.7081 0.8762 0.8847 0.066 Uiso 1 1 calc R . . C15 C 0.7826(3) 0.7919(2) 0.8185(2) 0.0553(9) Uani 1 1 d . . . H15A H 0.8500 0.8146 0.8111 0.066 Uiso 1 1 calc R . . H15B H 0.7841 0.7593 0.8660 0.066 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 Cd 0.03737(14) 0.03126(13) 0.03906(14) -0.00259(9) 0.00218(11) 0.00197(9) S4 0.0338(4) 0.0472(5) 0.0572(5) 0.0003(4) -0.0046(4) -0.0011(4) S10 0.0380(4) 0.0502(5) 0.0454(5) -0.0083(4) -0.0029(4) -0.0059(4) O7 0.0432(13) 0.0557(14) 0.0407(12) 0.0038(11) -0.0015(10) -0.0072(10) O20 0.0559(15) 0.0536(16) 0.087(2) -0.0265(14) 0.0083(14) -0.0001(12) O21 0.0877(18) 0.0407(14) 0.0584(16) -0.0112(12) 0.0208(14) 0.0100(13) O22 0.0531(15) 0.0645(18) 0.089(2) 0.0001(15) 0.0044(15) 0.0031(14) O30 0.0696(18) 0.081(2) 0.087(2) -0.0241(16) -0.0260(16) 0.0218(16) O31 0.078(2) 0.0508(17) 0.149(3) -0.0083(19) -0.011(2) -0.0099(14) O32 0.0628(16) 0.0557(15) 0.094(2) -0.0108(15) -0.0201(15) -0.0073(13) N1 0.0376(13) 0.0347(13) 0.0314(13) -0.0044(11) -0.0034(11) 0.0036(11) N2 0.0559(17) 0.0359(15) 0.0397(15) 0.0057(13) 0.0115(14) 0.0051(14) N3 0.0495(17) 0.0497(17) 0.0529(17) -0.0085(15) -0.0032(14) 0.0006(15) N16 0.0425(14) 0.0474(15) 0.0521(15) 0.0099(14) 0.0010(13) -0.0027(12) C2 0.061(2) 0.0353(17) 0.061(2) -0.0014(15) 0.0084(19) 0.0015(16) C3 0.055(2) 0.0419(19) 0.062(2) -0.0087(17) 0.0023(18) -0.0106(17) C5 0.0428(18) 0.060(2) 0.065(2) -0.0020(19) 0.0169(18) -0.0087(17) C6 0.057(2) 0.065(2) 0.0430(19) 0.0057(17) 0.0109(17) -0.0102(19) C8 0.057(2) 0.061(2) 0.0342(18) -0.0033(16) -0.0047(16) 0.0007(18) C9 0.0503(19) 0.068(2) 0.0403(19) -0.0154(17) -0.0098(16) -0.0047(18) C11 0.0372(17) 0.056(2) 0.0508(19) -0.0089(17) -0.0079(15) 0.0128(16) C12 0.053(2) 0.059(2) 0.053(2) -0.0108(17) 0.0039(17) 0.0145(17) C13 0.084(3) 0.057(2) 0.045(2) -0.0095(17) -0.0091(19) 0.011(2) C14 0.058(2) 0.076(3) 0.0316(17) 0.0020(18) -0.0012(16) 0.0102(19) C15 0.0510(19) 0.068(2) 0.047(2) 0.0091(18) -0.0056(16) 0.0037(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 Cd N16 2.239(3) . ? Cd O20 2.334(2) . ? Cd N1 2.441(3) . ? Cd S10 2.5970(9) . ? Cd S4 2.6681(10) . ? S4 C5 1.808(4) . ? S4 C3 1.812(4) . ? S10 C9 1.816(3) . ? S10 C11 1.816(3) . ? O7 C8 1.418(4) . ? O7 C6 1.425(4) . ? O20 N2 1.253(4) . ? O21 N2 1.226(3) . ? O22 N2 1.232(4) . ? O30 N3 1.236(4) . ? O31 N3 1.231(4) . ? O32 N3 1.239(3) . ? N1 C2 1.474(4) . ? N1 C12 1.489(4) . ? N1 C13 1.495(4) . ? N16 C15 1.473(5) . ? C2 C3 1.517(4) . ? C5 C6 1.493(5) . ? C8 C9 1.498(5) . ? C11 C12 1.514(5) . ? C13 C14 1.489(5) . ? C14 C15 1.513(5) . ? 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 N16 Cd O20 93.55(10) . . ? N16 Cd N1 90.20(10) . . ? O20 Cd N1 159.37(9) . . ? N16 Cd S10 116.51(7) . . ? O20 Cd S10 115.73(7) . . ? N1 Cd S10 80.22(6) . . ? N16 Cd S4 103.88(7) . . ? O20 Cd S4 82.47(7) . . ? N1 Cd S4 76.94(7) . . ? S10 Cd S4 133.23(3) . . ? C5 S4 C3 105.13(18) . . ? C5 S4 Cd 100.79(11) . . ? C3 S4 Cd 99.33(12) . . ? C9 S10 C11 103.56(17) . . ? C9 S10 Cd 103.15(11) . . ? C11 S10 Cd 98.26(10) . . ? C8 O7 C6 112.5(3) . . ? N2 O20 Cd 109.3(2) . . ? C2 N1 C12 110.8(3) . . ? C2 N1 C13 109.8(3) . . ? C12 N1 C13 106.7(3) . . ? C2 N1 Cd 106.44(19) . . ? C12 N1 Cd 107.78(19) . . ? C13 N1 Cd 115.3(2) . . ? O21 N2 O22 121.8(3) . . ? O21 N2 O20 120.0(3) . . ? O22 N2 O20 118.2(3) . . ? O31 N3 O30 118.9(3) . . ? O31 N3 O32 120.9(3) . . ? O30 N3 O32 120.1(3) . . ? C15 N16 Cd 116.8(2) . . ? N1 C2 C3 115.9(3) . . ? C2 C3 S4 116.1(2) . . ? C6 C5 S4 115.7(2) . . ? O7 C6 C5 108.9(3) . . ? O7 C8 C9 109.3(3) . . ? C8 C9 S10 116.2(2) . . ? C12 C11 S10 112.1(2) . . ? N1 C12 C11 115.4(3) . . ? C14 C13 N1 116.8(3) . . ? C13 C14 C15 114.8(3) . . ? N16 C15 C14 113.5(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.755 _refine_diff_density_min -0.490 _refine_diff_density_rms 0.081 data_da178 _database_code_depnum_ccdc_archive 'CCDC 271767' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H33 Cl2 N3 O10 S2' _chemical_formula_weight 538.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Cl Cl 0.1484 0.1585 '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' O O 0.0106 0.0060 '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' 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x+1/2, -y, z+1/2' '-x, -y, -z' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' 'x-1/2, y, -z-1/2' _cell_length_a 11.5350(10) _cell_length_b 12.2420(10) _cell_length_c 17.296(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2442.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1024 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 21.78 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.464 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1136 _exptl_absorpt_coefficient_mu 0.489 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.624 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _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 'SMART CCD diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25859 _diffrn_reflns_av_R_equivalents 0.0379 _diffrn_reflns_av_sigmaI/netI 0.2139 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 28.98 _reflns_number_total 3230 _reflns_number_gt 1656 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1726P)^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 3230 _refine_ls_number_parameters 179 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1190 _refine_ls_R_factor_gt 0.0745 _refine_ls_wR_factor_ref 0.2538 _refine_ls_wR_factor_gt 0.2431 _refine_ls_goodness_of_fit_ref 0.955 _refine_ls_restrained_S_all 0.955 _refine_ls_shift/su_max 0.149 _refine_ls_shift/su_mean 0.024 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 Cl1 Cl 0.35888(9) 0.50545(10) 0.13972(6) 0.0652(4) Uani 1 1 d . . . S4 S 0.87505(9) 0.96098(10) 0.05828(6) 0.0616(4) Uani 1 1 d . . . O2 O 0.2085(4) 0.7500 -0.1323(3) 0.0982(16) Uani 1 2 d S . . O7 O 0.9825(3) 0.7500 0.1351(2) 0.0626(11) Uani 1 2 d S . . O10 O 0.2813(5) 0.4408(7) 0.1737(4) 0.272(5) Uani 1 1 d . . . O11 O 0.4703(4) 0.4812(5) 0.1567(3) 0.151(2) Uani 1 1 d . . . O12 O 0.3488(6) 0.6136(5) 0.1722(4) 0.185(3) Uani 1 1 d . . . O13 O 0.3403(6) 0.5221(5) 0.0622(2) 0.156(2) Uani 1 1 d . . . N1 N 0.7344(3) 0.7500 0.10501(19) 0.0403(9) Uani 1 2 d S . . N2 N 0.0249(4) 0.7500 -0.1731(2) 0.0535(11) Uani 1 2 d S . . N16 N 0.3347(4) 0.7500 -0.0006(3) 0.0668(13) Uani 1 2 d SD . . C2 C 0.7191(3) 0.8499(3) 0.15430(18) 0.0504(9) Uani 1 1 d . . . H2A H 0.6407 0.8505 0.1746 0.060 Uiso 1 1 calc R . . H2B H 0.7717 0.8453 0.1979 0.060 Uiso 1 1 calc R . . C3 C 0.7405(3) 0.9550(3) 0.1126(2) 0.0596(10) Uani 1 1 d . . . H3A H 0.7405 1.0139 0.1502 0.071 Uiso 1 1 calc R . . H3B H 0.6766 0.9678 0.0773 0.071 Uiso 1 1 calc R . . C5 C 0.9818(4) 0.9454(4) 0.1344(3) 0.0753(13) Uani 1 1 d . . . H5A H 1.0328 1.0083 0.1340 0.090 Uiso 1 1 calc R . . H5B H 0.9423 0.9440 0.1839 0.090 Uiso 1 1 calc R . . C6 C 1.0511(3) 0.8471(4) 0.1269(2) 0.0753(13) Uani 1 1 d . . . H6A H 1.0884 0.8467 0.0766 0.090 Uiso 1 1 calc R . . H6B H 1.1114 0.8475 0.1660 0.090 Uiso 1 1 calc R . . C8 C -0.0260(8) 0.7500 -0.0952(4) 0.114(3) Uani 1 2 d S . . H8A H 0.0000 0.6867 -0.0675 0.137 Uiso 0.50 1 calc PR . . H8B H -0.1090 0.7486 -0.0992 0.137 Uiso 1 2 calc SR . . H8C H -0.0023 0.8147 -0.0681 0.137 Uiso 0.50 1 calc PR . . C9 C -0.0549(6) 0.7500 -0.2377(4) 0.085(2) Uani 1 2 d S . . H9A H -0.0120 0.7498 -0.2853 0.102 Uiso 1 2 calc SR . . H9B H -0.1027 0.8141 -0.2354 0.102 Uiso 0.50 1 calc PR . . H9C H -0.1029 0.6861 -0.2352 0.102 Uiso 0.50 1 calc PR . . C10 C 0.1357(5) 0.7500 -0.1837(4) 0.0663(15) Uani 1 2 d S . . H10 H 0.1623 0.7500 -0.2345 0.080 Uiso 1 2 calc SR . . C13 C 0.6627(4) 0.7500 0.0320(3) 0.0422(11) Uani 1 2 d S . . C14 C 0.5345(5) 0.7500 0.0488(3) 0.0601(15) Uani 1 2 d S . . C15 C 0.4610(5) 0.7500 -0.0222(3) 0.0559(14) Uani 1 2 d S . . H13 H 0.694(3) 0.802(3) 0.0089(19) 0.051(10) Uiso 1 1 d . . . H14 H 0.524(3) 0.807(4) 0.076(2) 0.068(13) Uiso 1 1 d . . . H15 H 0.457(4) 0.806(4) -0.058(3) 0.113(19) Uiso 1 1 d . . . H1 H 0.820(4) 0.7500 0.089(3) 0.052(13) Uiso 1 2 d S . . H16A H 0.291(3) 0.7500 -0.0455(15) 0.030(10) Uiso 1 2 d SD . . H16B H 0.336(7) 0.6751(18) -0.007(5) 0.21(4) 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 Cl1 0.0531(6) 0.0845(8) 0.0580(6) 0.0074(5) -0.0046(4) -0.0007(5) S4 0.0620(6) 0.0672(7) 0.0558(6) -0.0008(5) 0.0029(4) -0.0147(5) O2 0.094(4) 0.100(4) 0.101(3) 0.000 -0.052(3) 0.000 O7 0.0379(19) 0.086(3) 0.064(2) 0.000 -0.0069(15) 0.000 O10 0.132(5) 0.353(11) 0.331(9) 0.256(9) -0.064(6) -0.112(6) O11 0.080(3) 0.194(5) 0.181(5) 0.047(4) -0.007(3) 0.026(3) O12 0.248(7) 0.153(5) 0.154(4) -0.025(4) 0.085(4) 0.018(5) O13 0.250(6) 0.147(5) 0.070(2) 0.024(2) -0.044(3) -0.083(4) N1 0.0335(19) 0.053(2) 0.0341(18) 0.000 -0.0016(14) 0.000 N2 0.056(3) 0.057(3) 0.048(2) 0.000 -0.0014(19) 0.000 N16 0.041(2) 0.090(4) 0.069(3) 0.000 -0.014(2) 0.000 C2 0.0467(19) 0.068(2) 0.0368(15) -0.0143(15) 0.0038(13) -0.0006(16) C3 0.059(2) 0.057(2) 0.063(2) -0.0165(19) 0.0058(18) -0.0025(18) C5 0.067(3) 0.088(4) 0.071(3) -0.014(2) -0.012(2) -0.026(3) C6 0.046(2) 0.111(4) 0.068(3) 0.002(2) -0.0087(18) -0.013(2) C8 0.159(9) 0.112(7) 0.071(5) 0.000 0.038(5) 0.000 C9 0.072(4) 0.109(5) 0.075(4) 0.000 -0.022(3) 0.000 C10 0.063(4) 0.070(4) 0.065(3) 0.000 -0.009(3) 0.000 C13 0.047(3) 0.047(3) 0.032(2) 0.000 0.0014(19) 0.000 C14 0.046(3) 0.087(5) 0.048(3) 0.000 -0.003(2) 0.000 C15 0.047(3) 0.076(4) 0.045(3) 0.000 -0.008(2) 0.000 _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 Cl1 O10 1.331(5) . ? Cl1 O11 1.352(4) . ? Cl1 O13 1.373(4) . ? Cl1 O12 1.443(6) . ? S4 C5 1.812(4) . ? S4 C3 1.816(4) . ? O2 C10 1.223(7) . ? O7 C6 1.435(5) . ? O7 C6 1.435(5) 7_575 ? N1 C2 1.501(4) 7_575 ? N1 C2 1.501(4) . ? N1 C13 1.510(6) . ? N2 C10 1.291(7) . ? N2 C9 1.448(7) . ? N2 C8 1.469(8) . ? N16 C15 1.504(7) . ? C2 C3 1.496(5) . ? C5 C6 1.450(7) . ? C13 C14 1.507(7) . ? C14 C15 1.493(7) . ? 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 O10 Cl1 O11 114.4(4) . . ? O10 Cl1 O13 114.4(4) . . ? O11 Cl1 O13 113.2(4) . . ? O10 Cl1 O12 108.6(5) . . ? O11 Cl1 O12 101.2(4) . . ? O13 Cl1 O12 103.4(4) . . ? C5 S4 C3 101.6(2) . . ? C6 O7 C6 111.9(4) . 7_575 ? C2 N1 C2 109.1(3) 7_575 . ? C2 N1 C13 114.3(2) 7_575 . ? C2 N1 C13 114.3(2) . . ? C10 N2 C9 121.3(5) . . ? C10 N2 C8 121.8(6) . . ? C9 N2 C8 116.9(5) . . ? C3 C2 N1 114.1(3) . . ? C2 C3 S4 115.2(3) . . ? C6 C5 S4 113.4(3) . . ? O7 C6 C5 112.0(3) . . ? O2 C10 N2 125.1(6) . . ? C14 C13 N1 112.1(4) . . ? C15 C14 C13 113.5(5) . . ? C14 C15 N16 110.2(5) . . ? _diffrn_measured_fraction_theta_max 0.953 _diffrn_reflns_theta_full 28.98 _diffrn_measured_fraction_theta_full 0.953 _refine_diff_density_max 0.836 _refine_diff_density_min -0.409 _refine_diff_density_rms 0.085 data_cdnnso _database_code_depnum_ccdc_archive 'CCDC 271768' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H18 Cd N4 O7 S' _chemical_formula_weight 426.72 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 Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.775(9) _cell_length_b 10.351(5) _cell_length_c 14.610(7) _cell_angle_alpha 90.195(9) _cell_angle_beta 94.010(8) _cell_angle_gamma 93.062(8) _cell_volume 1472.5(17) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 877 _cell_measurement_theta_min 2.8 _cell_measurement_theta_max 24.75 _exptl_crystal_description tablet _exptl_crystal_colour colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.925 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 1.663 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.726 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; Data twinned, 180 rotation about 0 -1 0, twin law (-1 0 0, 0.11 1 0, 0 0 -1), basf refined to 0.5148(7). Structure solved from hklf4 format file for one component and refined against hklf5 format file from TWINABS for both components. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 12747 _diffrn_reflns_av_R_equivalents 0.049 _diffrn_reflns_av_sigmaI/netI 0.0561 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 25.22 _reflns_number_total 7514 _reflns_number_gt 6308 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART version 5.625 (Bruker, 2001)' _computing_cell_refinement 'Bruker SAINT version 6.36a (Bruker, 2000), GEMINI, TWINABS' _computing_data_reduction 'Bruker SAINT; Bruker SHELXTL (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'enCIFer (CCDC, 2003); PLATON (Spek, 2003)' _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^)+(0.0456P)^2^] 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 7514 _refine_ls_number_parameters 380 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0567 _refine_ls_R_factor_gt 0.0441 _refine_ls_wR_factor_ref 0.0959 _refine_ls_wR_factor_gt 0.0916 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.002 _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 Cd2 Cd 0.24620(4) 0.92486(4) 0.07811(3) 0.01863(13) Uani 1 1 d . . . N1A N 0.4408(4) 0.8488(5) 0.1509(3) 0.0238(12) Uani 1 1 d . . . H1A H 0.5070 0.9169 0.1534 0.029 Uiso 1 1 calc R . . C2A C 0.4233(6) 0.8092(6) 0.2461(4) 0.0305(16) Uani 1 1 d . . . H2C H 0.5128 0.7841 0.2747 0.037 Uiso 1 1 calc R . . H2D H 0.3584 0.7325 0.2460 0.037 Uiso 1 1 calc R . . C3A C 0.3703(6) 0.9150(7) 0.3024(4) 0.0369(17) Uani 1 1 d . . . H3C H 0.4409 0.9874 0.3074 0.044 Uiso 1 1 calc R . . H3D H 0.3596 0.8818 0.3651 0.044 Uiso 1 1 calc R . . S4A S 0.20939(17) 0.97883(17) 0.26026(11) 0.0324(4) Uani 1 1 d . . . C5A C 0.0804(6) 0.8485(7) 0.2715(4) 0.0330(16) Uani 1 1 d . . . H5C H 0.1256 0.7658 0.2811 0.040 Uiso 1 1 calc R . . H5D H 0.0278 0.8648 0.3254 0.040 Uiso 1 1 calc R . . C6A C -0.0162(6) 0.8387(7) 0.1859(4) 0.0331(16) Uani 1 1 d . . . H6C H -0.0926 0.7751 0.1965 0.040 Uiso 1 1 calc R . . H6D H -0.0559 0.9237 0.1747 0.040 Uiso 1 1 calc R . . N7A N 0.0504(4) 0.7996(5) 0.1032(3) 0.0240(12) Uani 1 1 d . . . H7A H -0.0118 0.8145 0.0538 0.029 Uiso 1 1 calc R . . C8A C 0.0714(6) 0.6605(6) 0.1017(4) 0.0297(15) Uani 1 1 d . . . H8C H -0.0185 0.6114 0.0986 0.036 Uiso 1 1 calc R . . H8D H 0.1244 0.6359 0.1586 0.036 Uiso 1 1 calc R . . C9A C 0.1480(6) 0.6277(7) 0.0199(4) 0.0322(16) Uani 1 1 d . . . H9C H 0.1619 0.5336 0.0196 0.039 Uiso 1 1 calc R . . H9D H 0.0920 0.6480 -0.0367 0.039 Uiso 1 1 calc R . . O10A O 0.2779(4) 0.6966(4) 0.0198(3) 0.0223(9) Uani 1 1 d . . . N5 N 0.2444(6) 1.2015(6) 0.0732(4) 0.0352(16) Uani 1 1 d . . . N4 N 0.2778(5) 0.9401(5) -0.1174(4) 0.0198(12) Uani 1 1 d . . . O51 O 0.1507(4) 1.1198(4) 0.0444(3) 0.0309(11) Uani 1 1 d . . . O52 O 0.3521(4) 1.1684(5) 0.1121(3) 0.0343(12) Uani 1 1 d . . . O53 O 0.2239(5) 1.3175(5) 0.0599(4) 0.0657(17) Uani 1 1 d . . . O41 O 0.3639(4) 0.9740(4) -0.0512(3) 0.0255(10) Uani 1 1 d . . . O42 O 0.1624(4) 0.8943(4) -0.0995(3) 0.0260(11) Uani 1 1 d . . . O43 O 0.3093(4) 0.9576(4) -0.1970(3) 0.0303(11) Uani 1 1 d . . . C11A C 0.3861(6) 0.6415(6) 0.0719(4) 0.0308(16) Uani 1 1 d . . . H11C H 0.4243 0.5723 0.0361 0.037 Uiso 1 1 calc R . . H11D H 0.3521 0.6029 0.1285 0.037 Uiso 1 1 calc R . . C12A C 0.4940(6) 0.7450(6) 0.0958(4) 0.0283(15) Uani 1 1 d . . . H12C H 0.5722 0.7072 0.1309 0.034 Uiso 1 1 calc R . . H12D H 0.5279 0.7822 0.0387 0.034 Uiso 1 1 calc R . . Cd1 Cd 0.23584(4) 0.57570(4) -0.42440(3) 0.01911(13) Uani 1 1 d . . . N1 N 0.4411(4) 0.6094(5) -0.3382(3) 0.0232(12) Uani 1 1 d . . . H1 H 0.5007 0.5530 -0.3620 0.028 Uiso 1 1 calc R . . C2 C 0.4322(6) 0.5728(6) -0.2418(4) 0.0265(14) Uani 1 1 d . . . H2A H 0.5143 0.6098 -0.2054 0.032 Uiso 1 1 calc R . . H2B H 0.4322 0.4774 -0.2369 0.032 Uiso 1 1 calc R . . C3 C 0.3073(6) 0.6181(7) -0.2024(4) 0.0357(18) Uani 1 1 d . . . H3A H 0.3014 0.7121 -0.2133 0.043 Uiso 1 1 calc R . . H3B H 0.3137 0.6041 -0.1353 0.043 Uiso 1 1 calc R . . S4 S 0.15516(17) 0.53394(18) -0.25274(11) 0.0353(4) Uani 1 1 d . . . C5 C 0.0251(6) 0.6523(7) -0.2583(4) 0.0356(18) Uani 1 1 d . . . H5A H -0.0628 0.6091 -0.2826 0.043 Uiso 1 1 calc R . . H5B H 0.0125 0.6819 -0.1951 0.043 Uiso 1 1 calc R . . C6 C 0.0546(6) 0.7687(7) -0.3159(4) 0.0368(17) Uani 1 1 d . . . H6A H -0.0250 0.8241 -0.3174 0.044 Uiso 1 1 calc R . . H6B H 0.1351 0.8194 -0.2871 0.044 Uiso 1 1 calc R . . N7 N 0.0818(5) 0.7350(5) -0.4097(3) 0.0286(13) Uani 1 1 d . . . H7 H -0.0014 0.7037 -0.4384 0.034 Uiso 1 1 calc R . . C8 C 0.1256(6) 0.8526(7) -0.4607(4) 0.0338(17) Uani 1 1 d . . . H8A H 0.1056 0.8370 -0.5274 0.041 Uiso 1 1 calc R . . H8B H 0.0719 0.9258 -0.4428 0.041 Uiso 1 1 calc R . . C9 C 0.2742(7) 0.8876(7) -0.4423(5) 0.0396(19) Uani 1 1 d . . . H9A H 0.2992 0.9690 -0.4740 0.048 Uiso 1 1 calc R . . H9B H 0.2966 0.9001 -0.3757 0.048 Uiso 1 1 calc R . . O10 O 0.3473(4) 0.7849(4) -0.4755(3) 0.0300(11) Uani 1 1 d . . . C11 C 0.4884(6) 0.7849(6) -0.4420(4) 0.0288(15) Uani 1 1 d . . . H11A H 0.5303 0.8738 -0.4455 0.035 Uiso 1 1 calc R . . H11B H 0.5377 0.7288 -0.4821 0.035 Uiso 1 1 calc R . . C12 C 0.5070(6) 0.7388(6) -0.3458(4) 0.0314(15) Uani 1 1 d . . . H12A H 0.6061 0.7364 -0.3272 0.038 Uiso 1 1 calc R . . H12B H 0.4660 0.7993 -0.3042 0.038 Uiso 1 1 calc R . . N3 N 0.2181(6) 0.2897(6) -0.4239(4) 0.0311(14) Uani 1 1 d . . . O31 O 0.1402(4) 0.3730(4) -0.4608(3) 0.0314(11) Uani 1 1 d . . . O32 O 0.3241(4) 0.3317(5) -0.3796(3) 0.0352(12) Uani 1 1 d . . . O33 O 0.1889(5) 0.1753(5) -0.4348(4) 0.0610(16) Uani 1 1 d . . . N2 N 0.2607(5) 0.5453(5) -0.6177(4) 0.0224(12) Uani 1 1 d . . . O21 O 0.3557(4) 0.5235(4) -0.5571(3) 0.0249(10) Uani 1 1 d . . . O22 O 0.1517(4) 0.5854(5) -0.5912(3) 0.0334(12) Uani 1 1 d . . . O23 O 0.2763(4) 0.5253(4) -0.6980(3) 0.0272(10) 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 Cd2 0.0244(3) 0.0168(3) 0.0151(3) 0.00516(19) 0.00303(18) 0.00238(19) N1A 0.019(3) 0.028(3) 0.025(3) 0.004(2) 0.002(2) -0.001(2) C2A 0.034(4) 0.039(5) 0.018(3) 0.005(3) -0.001(3) 0.003(3) C3A 0.043(4) 0.043(5) 0.023(4) -0.005(4) -0.008(3) 0.000(3) S4A 0.0490(11) 0.0248(11) 0.0246(10) -0.0020(8) 0.0082(8) 0.0069(8) C5A 0.042(4) 0.040(5) 0.019(3) 0.005(3) 0.012(3) 0.007(3) C6A 0.025(3) 0.042(5) 0.033(4) 0.012(3) 0.004(3) 0.005(3) N7A 0.024(3) 0.032(3) 0.016(3) 0.006(2) -0.003(2) 0.005(2) C8A 0.044(4) 0.023(4) 0.021(4) 0.010(3) 0.002(3) -0.006(3) C9A 0.046(4) 0.025(4) 0.024(4) -0.001(3) -0.001(3) -0.008(3) O10A 0.031(2) 0.018(2) 0.017(2) 0.0016(19) -0.0007(17) -0.0016(18) N5 0.052(5) 0.015(4) 0.041(4) 0.002(3) 0.010(3) 0.013(3) N4 0.025(3) 0.012(3) 0.022(3) 0.003(2) -0.002(2) 0.001(2) O51 0.034(3) 0.023(3) 0.034(3) 0.005(2) -0.0049(19) -0.002(2) O52 0.036(3) 0.032(3) 0.034(3) 0.000(2) -0.004(2) -0.002(2) O53 0.074(4) 0.025(4) 0.097(5) 0.007(3) -0.006(3) 0.009(3) O41 0.025(2) 0.037(3) 0.013(2) 0.003(2) -0.0043(17) -0.0051(19) O42 0.023(2) 0.026(3) 0.027(3) 0.006(2) -0.0015(18) -0.0089(19) O43 0.041(3) 0.036(3) 0.013(2) 0.000(2) 0.0022(18) -0.008(2) C11A 0.046(4) 0.024(4) 0.024(4) -0.002(3) 0.003(3) 0.010(3) C12A 0.027(4) 0.030(4) 0.029(4) 0.006(3) 0.009(3) 0.011(3) Cd1 0.0239(3) 0.0175(3) 0.0159(3) -0.0031(2) 0.00196(18) 0.0005(2) N1 0.022(3) 0.027(3) 0.022(3) -0.003(2) 0.006(2) 0.010(2) C2 0.029(4) 0.031(4) 0.018(3) 0.002(3) -0.003(3) 0.005(3) C3 0.046(4) 0.046(5) 0.016(4) 0.001(3) 0.005(3) 0.010(3) S4 0.0432(11) 0.0346(12) 0.0286(10) 0.0024(8) 0.0139(8) -0.0068(8) C5 0.028(4) 0.047(5) 0.032(4) -0.011(4) 0.012(3) -0.007(3) C6 0.028(4) 0.053(5) 0.029(4) -0.005(3) 0.001(3) 0.009(3) N7 0.029(3) 0.032(4) 0.024(3) -0.009(3) -0.008(2) 0.007(2) C8 0.049(4) 0.024(4) 0.027(4) -0.001(3) -0.016(3) 0.012(3) C9 0.078(6) 0.020(4) 0.023(4) 0.005(3) 0.006(3) 0.014(4) O10 0.051(3) 0.020(3) 0.020(2) 0.002(2) 0.0095(19) 0.003(2) C11 0.033(4) 0.021(4) 0.034(4) -0.006(3) 0.014(3) -0.003(3) C12 0.034(4) 0.027(4) 0.034(4) -0.003(3) 0.004(3) -0.002(3) N3 0.023(3) 0.024(4) 0.047(4) -0.005(3) 0.003(2) 0.007(3) O31 0.028(2) 0.021(3) 0.043(3) -0.008(2) -0.007(2) 0.0021(19) O32 0.031(3) 0.034(3) 0.040(3) -0.004(2) -0.010(2) 0.007(2) O33 0.064(4) 0.013(3) 0.105(5) -0.007(3) 0.004(3) 0.000(3) N2 0.028(3) 0.015(3) 0.025(3) 0.003(2) 0.004(2) 0.003(2) O21 0.021(2) 0.030(3) 0.023(2) -0.003(2) -0.0031(18) 0.0061(18) O22 0.034(3) 0.040(3) 0.028(3) -0.007(2) 0.002(2) 0.015(2) O23 0.036(3) 0.036(3) 0.010(2) 0.003(2) 0.0087(17) -0.0009(19) _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 Cd2 N1A 2.292(4) . ? Cd2 N7A 2.306(5) . ? Cd2 O51 2.308(4) . ? Cd2 O41 2.325(4) . ? Cd2 O10A 2.550(4) . ? Cd2 S4A 2.769(2) . ? N1A C2A 1.470(7) . ? N1A C12A 1.479(7) . ? C2A C3A 1.503(8) . ? C3A S4A 1.807(6) . ? S4A C5A 1.813(7) . ? C5A C6A 1.513(8) . ? C6A N7A 1.476(7) . ? N7A C8A 1.466(7) . ? C8A C9A 1.500(8) . ? C9A O10A 1.423(7) . ? O10A C11A 1.407(6) . ? N5 O52 1.226(6) . ? N5 O53 1.242(7) . ? N5 O51 1.262(7) . ? N4 O43 1.234(6) . ? N4 O42 1.245(6) . ? N4 O41 1.272(5) . ? C11A C12A 1.486(8) . ? Cd1 O31 2.297(4) . ? Cd1 N1 2.303(4) . ? Cd1 N7 2.311(5) . ? Cd1 O21 2.409(4) . ? Cd1 O10 2.511(4) . ? Cd1 O22 2.522(4) . ? Cd1 S4 2.710(2) . ? N1 C12 1.462(7) . ? N1 C2 1.467(7) . ? C2 C3 1.483(8) . ? C3 S4 1.793(7) . ? S4 C5 1.809(7) . ? C5 C6 1.499(9) . ? C6 N7 1.459(7) . ? N7 C8 1.488(8) . ? C8 C9 1.484(8) . ? C9 O10 1.414(7) . ? O10 C11 1.432(6) . ? C11 C12 1.488(8) . ? N3 O33 1.211(7) . ? N3 O32 1.240(6) . ? N3 O31 1.277(6) . ? N2 O23 1.212(6) . ? N2 O22 1.249(6) . ? N2 O21 1.267(6) . ? 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 N1A Cd2 N7A 113.18(17) . . ? N1A Cd2 O51 139.22(17) . . ? N7A Cd2 O51 99.91(17) . . ? N1A Cd2 O41 90.70(15) . . ? N7A Cd2 O41 133.90(15) . . ? O51 Cd2 O41 82.33(15) . . ? N1A Cd2 O10A 71.10(15) . . ? N7A Cd2 O10A 72.02(16) . . ? O51 Cd2 O10A 145.13(14) . . ? O41 Cd2 O10A 80.33(14) . . ? N1A Cd2 S4A 78.08(13) . . ? N7A Cd2 S4A 77.79(12) . . ? O51 Cd2 S4A 86.76(11) . . ? O41 Cd2 S4A 147.79(11) . . ? O10A Cd2 S4A 122.63(10) . . ? C2A N1A C12A 112.2(5) . . ? C2A N1A Cd2 113.5(3) . . ? C12A N1A Cd2 110.4(3) . . ? N1A C2A C3A 112.3(5) . . ? C2A C3A S4A 116.5(4) . . ? C3A S4A C5A 105.6(3) . . ? C3A S4A Cd2 94.2(2) . . ? C5A S4A Cd2 94.5(2) . . ? C6A C5A S4A 110.1(4) . . ? N7A C6A C5A 113.6(5) . . ? C8A N7A C6A 112.0(5) . . ? C8A N7A Cd2 113.1(3) . . ? C6A N7A Cd2 113.2(4) . . ? N7A C8A C9A 109.8(5) . . ? O10A C9A C8A 112.4(5) . . ? C11A O10A C9A 115.5(5) . . ? C11A O10A Cd2 109.9(3) . . ? C9A O10A Cd2 107.1(3) . . ? O52 N5 O53 121.0(6) . . ? O52 N5 O51 121.7(6) . . ? O53 N5 O51 117.3(6) . . ? O43 N4 O42 122.1(5) . . ? O43 N4 O41 119.2(5) . . ? O42 N4 O41 118.6(5) . . ? N5 O51 Cd2 102.8(4) . . ? N4 O41 Cd2 103.5(3) . . ? O10A C11A C12A 108.3(5) . . ? N1A C12A C11A 111.4(5) . . ? O31 Cd1 N1 122.86(16) . . ? O31 Cd1 N7 115.56(17) . . ? N1 Cd1 N7 114.76(18) . . ? O31 Cd1 O21 78.79(15) . . ? N1 Cd1 O21 90.73(15) . . ? N7 Cd1 O21 128.02(16) . . ? O31 Cd1 O10 149.03(15) . . ? N1 Cd1 O10 72.41(16) . . ? N7 Cd1 O10 72.39(17) . . ? O21 Cd1 O10 73.95(14) . . ? O31 Cd1 O22 74.36(16) . . ? N1 Cd1 O22 137.26(15) . . ? N7 Cd1 O22 82.80(15) . . ? O21 Cd1 O22 51.73(13) . . ? O10 Cd1 O22 77.30(15) . . ? O31 Cd1 S4 86.76(12) . . ? N1 Cd1 S4 78.88(13) . . ? N7 Cd1 S4 77.92(13) . . ? O21 Cd1 S4 153.83(11) . . ? O10 Cd1 S4 123.98(10) . . ? O22 Cd1 S4 143.83(11) . . ? C12 N1 C2 111.1(5) . . ? C12 N1 Cd1 114.9(4) . . ? C2 N1 Cd1 113.0(3) . . ? N1 C2 C3 112.7(5) . . ? C2 C3 S4 111.3(5) . . ? C3 S4 C5 105.2(3) . . ? C3 S4 Cd1 91.6(2) . . ? C5 S4 Cd1 95.8(2) . . ? C6 C5 S4 115.6(4) . . ? N7 C6 C5 112.7(6) . . ? C6 N7 C8 110.5(5) . . ? C6 N7 Cd1 115.7(4) . . ? C8 N7 Cd1 110.1(4) . . ? C9 C8 N7 112.0(5) . . ? O10 C9 C8 107.4(6) . . ? C9 O10 C11 114.8(5) . . ? C9 O10 Cd1 108.2(4) . . ? C11 O10 Cd1 106.3(3) . . ? O10 C11 C12 113.0(5) . . ? N1 C12 C11 110.0(5) . . ? O33 N3 O32 122.9(6) . . ? O33 N3 O31 120.0(6) . . ? O32 N3 O31 117.1(6) . . ? N3 O31 Cd1 108.2(4) . . ? O23 N2 O22 122.2(5) . . ? O23 N2 O21 120.2(5) . . ? O22 N2 O21 117.6(5) . . ? N2 O21 Cd1 97.7(3) . . ? N2 O22 Cd1 92.8(3) . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.343 _refine_diff_density_min -0.648 _refine_diff_density_rms 0.143