# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Jian-Ping Lang' _publ_contact_author_email jplang@suda.edu.cn _publ_contact_author_fax 86-512-65880089 _publ_contact_author_phone 86-512-65882865 _publ_contact_author_address ; College of Chemistry and Chemical Engineering, Materials Science Soochow University, Suzhou 215123, Jiangsu, P. R. China ; _publ_section_title ; Spacer length-controlled assembly of [CunIn]-based coordination polymers from CuI and bis(4-phenylpyrimidine-2-thio)alkane ligands ; loop_ _publ_author_name 'Xiao-Juan Yang' 'Hong-Xi Li' 'Zhong-Lin Xu' 'Hai-Yan Li' ; Zhi-Gang Ren ; 'Jian-Ping Lang' # Attachment '- JPLangCIF.CIF' #TrackingRef '- JPLangCIF.CIF' data_1 _database_code_depnum_ccdc_archive 'CCDC 819175' #TrackingRef '- JPLangCIF.CIF' _audit_creation_date 2011-05-02 _audit_update_record ? _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H15 Cu2 I2 N4 S2' _chemical_formula_sum 'C21 H15 Cu2 I2 N4 S2' _chemical_formula_weight 768.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2' _symmetry_space_group_name_Hall 'C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 19.885(4) _cell_length_b 4.2080(8) _cell_length_c 13.807(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.83(3) _cell_angle_gamma 90.00 _cell_volume 1134.7(4) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6478 _cell_measurement_theta_min 3.0000 _cell_measurement_theta_max 25.000 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.249 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 730 _exptl_absorpt_coefficient_mu 4.796 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2499 _exptl_absorpt_correction_T_max 0.4471 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Corp.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6924 _diffrn_reflns_av_R_equivalents 0.0313 _diffrn_reflns_av_sigmaI/netI 0.0240 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 24.79 _reflns_number_total 1872 _reflns_number_gt 1865 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0001P)^2^+104.0580P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.49(8) _refine_ls_number_reflns 1872 _refine_ls_number_parameters 118 _refine_ls_number_restraints 111 _refine_ls_R_factor_all 0.0562 _refine_ls_R_factor_gt 0.0560 _refine_ls_wR_factor_ref 0.1273 _refine_ls_wR_factor_gt 0.1272 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 0.996 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.26752(3) 0.1990(2) 0.36660(4) 0.0161(2) Uani 1 1 d . . . Cu1 Cu 0.28977(7) 0.1961(9) 0.55672(11) 0.0313(4) Uani 1 1 d . . . S1 S 0.42290(16) 0.7882(8) 0.4984(2) 0.0219(9) Uani 1 1 d U . . N2 N 0.4940(3) 0.5637(19) 0.6829(5) 0.0222(9) Uani 1 1 d GU . . C1 C 0.4356(4) 0.486(2) 0.6146(4) 0.0222(9) Uani 1 1 d GU . . N1 N 0.3868(3) 0.285(2) 0.6412(4) 0.0223(9) Uani 1 1 d GU . . C2 C 0.3963(3) 0.161(2) 0.7362(5) 0.0223(9) Uani 1 1 d GU . . H2A H 0.3632 0.0248 0.7542 0.027 Uiso 1 1 calc R . . C3 C 0.4546(4) 0.239(2) 0.8045(4) 0.0225(9) Uani 1 1 d GU . . H3A H 0.4610 0.1552 0.8687 0.027 Uiso 1 1 calc R . . C4 C 0.5035(3) 0.440(2) 0.7778(5) 0.0225(8) Uani 1 1 d GU . . C5 C 0.5644(3) 0.567(3) 0.8457(5) 0.0230(9) Uani 1 1 d GU . . C6 C 0.5672(3) 0.546(2) 0.9469(5) 0.0231(9) Uani 1 1 d GU . . C7 C 0.6226(4) 0.674(3) 1.0117(4) 0.0233(9) Uani 1 1 d GU . . H7A H 0.6245 0.6598 1.0801 0.028 Uiso 1 1 calc R . . C8 C 0.6750(3) 0.824(2) 0.9754(5) 0.0235(10) Uani 1 1 d GU . . H8A H 0.7124 0.9102 1.0192 0.028 Uiso 1 1 calc R . . C9 C 0.6722(3) 0.845(2) 0.8742(5) 0.0235(9) Uani 1 1 d GU . . H9A H 0.7077 0.9457 0.8497 0.028 Uiso 1 1 calc R . . C10 C 0.6169(4) 0.717(3) 0.8094(4) 0.0233(9) Uani 1 1 d GU . . H10A H 0.6149 0.7309 0.7410 0.028 Uiso 1 1 calc R . . C11 C 0.5000 0.551(5) 0.5000 0.020(4) Uani 1 2 d S . . H11A H 0.5069 0.4160 0.5572 0.025 Uiso 0.50 1 d PR . . 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 I1 0.0099(3) 0.0320(4) 0.0066(3) 0.0013(5) 0.0019(2) 0.0003(5) Cu1 0.0230(8) 0.0496(10) 0.0205(8) -0.0034(16) 0.0018(6) -0.0025(15) S1 0.0123(14) 0.045(3) 0.0088(13) 0.0007(12) 0.0030(10) -0.0014(13) N2 0.0161(18) 0.037(2) 0.0131(15) 0.0014(15) 0.0012(13) -0.0020(18) C1 0.0159(19) 0.037(2) 0.0133(16) 0.0008(15) 0.0014(13) -0.0019(18) N1 0.0159(18) 0.037(2) 0.0133(16) 0.0006(16) 0.0015(14) -0.0018(18) C2 0.0158(18) 0.037(2) 0.0134(17) 0.0010(16) 0.0015(14) -0.0021(18) C3 0.0161(18) 0.037(2) 0.0134(16) 0.0013(16) 0.0014(14) -0.0024(18) C4 0.0163(17) 0.037(2) 0.0133(15) 0.0014(15) 0.0011(13) -0.0025(17) C5 0.0169(17) 0.038(2) 0.0137(16) 0.0014(16) 0.0008(13) -0.0031(18) C6 0.0171(18) 0.038(2) 0.0137(16) 0.0013(17) 0.0007(14) -0.0035(19) C7 0.0173(19) 0.038(2) 0.0139(16) 0.0014(18) 0.0005(15) -0.0037(19) C8 0.0174(19) 0.038(2) 0.0143(17) 0.0015(18) 0.0005(15) -0.0038(19) C9 0.0174(19) 0.038(2) 0.0143(17) 0.0016(18) 0.0007(15) -0.0038(19) C10 0.0171(18) 0.038(2) 0.0141(17) 0.0014(18) 0.0008(14) -0.0034(18) C11 0.028(11) 0.024(10) 0.014(9) 0.000 0.016(8) 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 I1 Cu1 2.5788(17) . ? I1 Cu1 2.692(3) 4_556 ? I1 Cu1 2.711(3) 4_546 ? Cu1 N1 2.091(5) . ? Cu1 I1 2.692(3) 4_546 ? Cu1 I1 2.711(3) 4_556 ? Cu1 Cu1 2.907(2) 4_546 ? Cu1 Cu1 2.907(2) 4_556 ? S1 C11 1.827(12) . ? S1 C1 2.025(6) . ? N2 C1 1.3900 . ? N2 C4 1.3900 . ? C1 N1 1.3900 . ? N1 C2 1.3900 . ? C2 C3 1.3900 . ? C2 H2A 0.9400 . ? C3 C4 1.3900 . ? C3 H3A 0.9400 . ? C4 C5 1.485(7) . ? C5 C6 1.3900 . ? C5 C10 1.3900 . ? C6 C7 1.3900 . ? C7 C8 1.3900 . ? C7 H7A 0.9400 . ? C8 C9 1.3900 . ? C8 H8A 0.9400 . ? C9 C10 1.3900 . ? C9 H9A 0.9400 . ? C10 H10A 0.9400 . ? C11 S1 1.827(12) 2_656 ? C11 H11A 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cu1 I1 Cu1 66.90(6) . 4_556 ? Cu1 I1 Cu1 66.62(6) . 4_546 ? Cu1 I1 Cu1 102.30(6) 4_556 4_546 ? N1 Cu1 I1 122.1(2) . . ? N1 Cu1 I1 109.4(2) . 4_546 ? I1 Cu1 I1 113.55(11) . 4_546 ? N1 Cu1 I1 93.1(3) . 4_556 ? I1 Cu1 I1 112.93(11) . 4_556 ? I1 Cu1 I1 102.30(5) 4_546 4_556 ? N1 Cu1 Cu1 141.3(3) . 4_546 ? I1 Cu1 Cu1 58.87(9) . 4_546 ? I1 Cu1 Cu1 54.68(4) 4_546 4_546 ? I1 Cu1 Cu1 123.32(8) 4_556 4_546 ? N1 Cu1 Cu1 121.5(3) . 4_556 ? I1 Cu1 Cu1 58.41(9) . 4_556 ? I1 Cu1 Cu1 123.14(9) 4_546 4_556 ? I1 Cu1 Cu1 54.51(4) 4_556 4_556 ? Cu1 Cu1 Cu1 92.73(9) 4_546 4_556 ? C11 S1 C1 70.6(4) . . ? C1 N2 C4 120.0 . . ? N2 C1 N1 120.0 . . ? N2 C1 S1 110.7(4) . . ? N1 C1 S1 127.1(4) . . ? C2 N1 C1 120.0 . . ? C2 N1 Cu1 114.0(4) . . ? C1 N1 Cu1 125.3(4) . . ? N1 C2 C3 120.0 . . ? N1 C2 H2A 120.0 . . ? C3 C2 H2A 120.0 . . ? C2 C3 C4 120.0 . . ? C2 C3 H3A 120.0 . . ? C4 C3 H3A 120.0 . . ? C3 C4 N2 120.0 . . ? C3 C4 C5 125.4(6) . . ? N2 C4 C5 114.3(6) . . ? C6 C5 C10 120.0 . . ? C6 C5 C4 119.1(6) . . ? C10 C5 C4 120.9(6) . . ? C5 C6 C7 120.0 . . ? C8 C7 C6 120.0 . . ? C8 C7 H7A 120.0 . . ? C6 C7 H7A 120.0 . . ? C7 C8 C9 120.0 . . ? C7 C8 H8A 120.0 . . ? C9 C8 H8A 120.0 . . ? C10 C9 C8 120.0 . . ? C10 C9 H9A 120.0 . . ? C8 C9 H9A 120.0 . . ? C9 C10 C5 120.0 . . ? C9 C10 H10A 120.0 . . ? C5 C10 H10A 120.0 . . ? S1 C11 S1 113.6(11) 2_656 . ? S1 C11 H11A 108.8 2_656 . ? S1 C11 H11A 108.8 . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 24.79 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 1.376 _refine_diff_density_min -1.429 _refine_diff_density_rms 0.285 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 819176' #TrackingRef '- JPLangCIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H9 Cu2 I2 N2 S' _chemical_formula_sum 'C11 H9 Cu2 I2 N2 S' _chemical_formula_weight 582.17 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.6628(15) _cell_length_b 8.3550(17) _cell_length_c 11.668(2) _cell_angle_alpha 95.20(3) _cell_angle_beta 102.55(3) _cell_angle_gamma 93.44(3) _cell_volume 723.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 3786 _cell_measurement_theta_min 3.1956 _cell_measurement_theta_max 27.5281 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.671 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 538 _exptl_absorpt_coefficient_mu 7.330 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1963 _exptl_absorpt_correction_T_max 0.4777 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Corp.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6248 _diffrn_reflns_av_R_equivalents 0.0377 _diffrn_reflns_av_sigmaI/netI 0.0707 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.52 _diffrn_reflns_theta_max 27.53 _reflns_number_total 3246 _reflns_number_gt 2514 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0205P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3246 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0399 _refine_ls_R_factor_gt 0.0309 _refine_ls_wR_factor_ref 0.0744 _refine_ls_wR_factor_gt 0.0734 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu -0.14203(10) 1.04268(9) 0.03832(7) 0.0266(2) Uani 1 1 d . . . Cu2 Cu -0.45862(10) 0.86937(9) -0.08789(7) 0.0302(2) Uani 1 1 d . . . I1 I -0.34583(5) 0.87508(4) 0.14171(4) 0.02267(12) Uani 1 1 d . . . I2 I 0.18014(5) 1.07429(5) 0.18703(4) 0.02484(12) Uani 1 1 d . . . N1 N -0.1118(6) 1.4914(5) 0.2207(5) 0.0209(12) Uani 1 1 d . . . N2 N -0.3936(6) 1.3343(6) 0.1765(5) 0.0230(12) Uani 1 1 d . . . C1 C -0.2384(7) 1.3883(6) 0.1525(5) 0.0177(13) Uani 1 1 d . . . C2 C -0.4245(8) 1.4043(7) 0.2766(6) 0.0285(16) Uani 1 1 d . . . H2 H -0.5344 1.3764 0.2960 0.034 Uiso 1 1 calc R . . C3 C -0.3043(9) 1.5153(7) 0.3533(6) 0.0301(16) Uani 1 1 d . . . H3 H -0.3307 1.5622 0.4232 0.036 Uiso 1 1 calc R . . C4 C -0.1427(8) 1.5552(7) 0.3233(5) 0.0224(14) Uani 1 1 d . . . C5 C 0.0039(8) 1.6651(7) 0.3990(6) 0.0246(14) Uani 1 1 d . . . C6 C -0.0147(9) 1.7507(7) 0.5035(6) 0.0351(17) Uani 1 1 d . . . H6 H -0.1239 1.7389 0.5273 0.042 Uiso 1 1 calc R . . C7 C 0.1228(10) 1.8510(8) 0.5715(7) 0.0413(19) Uani 1 1 d . . . H7 H 0.1073 1.9080 0.6414 0.050 Uiso 1 1 calc R . . C8 C 0.2841(10) 1.8696(8) 0.5389(6) 0.0384(19) Uani 1 1 d . . . H8 H 0.3779 1.9393 0.5868 0.046 Uiso 1 1 calc R . . C9 C 0.3095(10) 1.7888(9) 0.4388(7) 0.043(2) Uani 1 1 d . . . H9 H 0.4206 1.8014 0.4176 0.052 Uiso 1 1 calc R . . C10 C 0.1659(9) 1.6840(8) 0.3656(6) 0.0349(18) Uani 1 1 d . . . H10 H 0.1815 1.6285 0.2952 0.042 Uiso 1 1 calc R . . C11 C 0.0090(8) 1.4127(6) 0.0120(6) 0.0204(13) Uani 1 1 d . . . H11A H 0.0918 1.4089 0.0884 0.024 Uiso 1 1 calc R . . H11B H 0.0596 1.3565 -0.0491 0.024 Uiso 1 1 calc R . . S1 S -0.20491(19) 1.31108(16) 0.01346(14) 0.0201(3) 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 Cu1 0.0232(4) 0.0226(4) 0.0342(5) -0.0008(4) 0.0098(4) -0.0026(3) Cu2 0.0263(4) 0.0305(4) 0.0315(5) -0.0013(4) 0.0059(4) -0.0079(4) I1 0.0180(2) 0.0242(2) 0.0251(2) 0.00298(18) 0.00380(17) -0.00116(16) I2 0.0182(2) 0.0304(2) 0.0253(2) -0.00020(19) 0.00594(17) -0.00208(17) N1 0.019(3) 0.015(2) 0.027(3) -0.004(2) 0.007(2) -0.004(2) N2 0.018(3) 0.024(3) 0.028(3) 0.000(2) 0.009(2) -0.001(2) C1 0.019(3) 0.017(3) 0.020(3) 0.005(3) 0.009(3) 0.004(2) C2 0.025(3) 0.029(3) 0.033(4) -0.002(3) 0.013(3) -0.003(3) C3 0.034(4) 0.025(3) 0.034(4) -0.004(3) 0.017(3) -0.002(3) C4 0.026(3) 0.018(3) 0.021(3) 0.002(3) 0.002(3) -0.001(3) C5 0.027(3) 0.018(3) 0.025(4) -0.002(3) 0.000(3) 0.000(3) C6 0.033(4) 0.031(4) 0.039(5) -0.002(3) 0.007(3) 0.000(3) C7 0.045(4) 0.034(4) 0.036(4) -0.014(4) -0.001(4) -0.002(4) C8 0.044(4) 0.026(4) 0.035(4) -0.001(3) -0.007(4) -0.011(3) C9 0.032(4) 0.048(4) 0.045(5) 0.002(4) 0.007(3) -0.017(4) C10 0.034(4) 0.038(4) 0.029(4) -0.005(3) 0.006(3) -0.014(3) C11 0.019(3) 0.018(3) 0.026(3) 0.002(3) 0.010(3) -0.002(2) S1 0.0186(7) 0.0178(7) 0.0237(8) -0.0024(7) 0.0074(6) -0.0035(6) _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 S1 2.3520(18) . ? Cu1 I1 2.5918(11) . ? Cu1 Cu1 2.6388(16) 2_575 ? Cu1 I2 2.6684(11) 2_575 ? Cu1 I2 2.6744(13) . ? Cu1 Cu2 2.7910(15) . ? Cu2 N2 2.046(4) 2_475 ? Cu2 I1 2.6253(12) . ? Cu2 I2 2.6766(11) 2_575 ? Cu2 I1 2.7234(13) 2_475 ? Cu2 Cu2 3.0486(18) 2_475 ? I1 Cu2 2.7234(13) 2_475 ? I2 Cu1 2.6684(11) 2_575 ? I2 Cu2 2.6766(11) 2_575 ? N1 C4 1.339(7) . ? N1 C1 1.326(7) . ? N2 C1 1.342(7) . ? N2 C2 1.332(7) . ? N2 Cu2 2.046(4) 2_475 ? C1 S1 1.767(6) . ? C2 C3 1.377(8) . ? C2 H2 0.9400 . ? C3 C4 1.389(8) . ? C3 H3 0.9400 . ? C4 C5 1.477(8) . ? C5 C10 1.385(9) . ? C5 C6 1.395(8) . ? C6 C7 1.361(9) . ? C6 H6 0.9400 . ? C7 C8 1.374(10) . ? C7 H7 0.9400 . ? C8 C9 1.352(9) . ? C8 H8 0.9400 . ? C9 C10 1.431(9) . ? C9 H9 0.9400 . ? C10 H10 0.9400 . ? C11 C11 1.519(11) 2_585 ? C11 S1 1.804(5) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? 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 Cu1 I1 117.58(5) . . ? S1 Cu1 Cu1 113.72(6) . 2_575 ? I1 Cu1 Cu1 128.66(5) . 2_575 ? S1 Cu1 I2 99.74(6) . 2_575 ? I1 Cu1 I2 111.25(4) . 2_575 ? Cu1 Cu1 I2 60.52(4) 2_575 2_575 ? S1 Cu1 I2 103.18(5) . . ? I1 Cu1 I2 104.76(4) . . ? Cu1 Cu1 I2 60.29(4) 2_575 . ? I2 Cu1 I2 120.81(4) 2_575 . ? S1 Cu1 Cu2 102.42(6) . . ? I1 Cu1 Cu2 58.24(3) . . ? Cu1 Cu1 Cu2 112.62(5) 2_575 . ? I2 Cu1 Cu2 58.67(4) 2_575 . ? I2 Cu1 Cu2 153.95(4) . . ? N2 Cu2 I1 117.35(16) 2_475 . ? N2 Cu2 I2 108.19(14) 2_475 2_575 ? I1 Cu2 I2 109.94(4) . 2_575 ? N2 Cu2 I1 107.57(15) 2_475 2_475 ? I1 Cu2 I1 110.53(4) . 2_475 ? I2 Cu2 I1 102.14(4) 2_575 2_475 ? N2 Cu2 Cu1 153.63(15) 2_475 . ? I1 Cu2 Cu1 57.08(4) . . ? I2 Cu2 Cu1 58.38(3) 2_575 . ? I1 Cu2 Cu1 97.87(4) 2_475 . ? N2 Cu2 Cu2 131.71(14) 2_475 2_475 ? I1 Cu2 Cu2 56.78(4) . 2_475 ? I2 Cu2 Cu2 118.79(4) 2_575 2_475 ? I1 Cu2 Cu2 53.75(3) 2_475 2_475 ? Cu1 Cu2 Cu2 69.78(4) . 2_475 ? Cu1 I1 Cu2 64.68(4) . . ? Cu1 I1 Cu2 78.01(3) . 2_475 ? Cu2 I1 Cu2 69.47(4) . 2_475 ? Cu1 I2 Cu1 59.19(4) 2_575 . ? Cu1 I2 Cu2 62.96(4) 2_575 2_575 ? Cu1 I2 Cu2 115.23(3) . 2_575 ? C4 N1 C1 117.5(5) . . ? C1 N2 C2 114.1(5) . . ? C1 N2 Cu2 122.5(4) . 2_475 ? C2 N2 Cu2 122.2(4) . 2_475 ? N2 C1 N1 127.1(5) . . ? N2 C1 S1 114.8(4) . . ? N1 C1 S1 118.1(4) . . ? N2 C2 C3 123.6(6) . . ? N2 C2 H2 118.2 . . ? C3 C2 H2 118.2 . . ? C2 C3 C4 117.4(6) . . ? C2 C3 H3 121.3 . . ? C4 C3 H3 121.3 . . ? N1 C4 C3 119.9(5) . . ? N1 C4 C5 116.1(5) . . ? C3 C4 C5 124.0(6) . . ? C10 C5 C6 118.6(5) . . ? C10 C5 C4 119.0(5) . . ? C6 C5 C4 122.4(6) . . ? C7 C6 C5 121.1(6) . . ? C7 C6 H6 119.5 . . ? C5 C6 H6 119.5 . . ? C6 C7 C8 120.5(7) . . ? C6 C7 H7 119.7 . . ? C8 C7 H7 119.7 . . ? C9 C8 C7 120.8(6) . . ? C9 C8 H8 119.6 . . ? C7 C8 H8 119.6 . . ? C8 C9 C10 119.5(7) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C5 C10 C9 119.5(6) . . ? C5 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C11 C11 S1 111.5(5) 2_585 . ? C11 C11 H11A 109.3 2_585 . ? S1 C11 H11A 109.3 . . ? C11 C11 H11B 109.3 2_585 . ? S1 C11 H11B 109.3 . . ? H11A C11 H11B 108.0 . . ? C1 S1 C11 101.8(3) . . ? C1 S1 Cu1 103.8(2) . . ? C11 S1 Cu1 104.3(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 C10 H10 N1 0.94 2.41 2.747(7) 100.8 . C11 H11B N1 0.98 2.56 3.145(7) 118.4 2_585 _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.824 _refine_diff_density_min -1.504 _refine_diff_density_rms 0.217 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 819177' #TrackingRef '- JPLangCIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H23 Cu3 I3 N5 S2' _chemical_formula_sum 'C25 H23 Cu3 I3 N5 S2' _chemical_formula_weight 1028.97 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.357(2) _cell_length_b 11.510(2) _cell_length_c 13.130(3) _cell_angle_alpha 93.44(3) _cell_angle_beta 102.57(3) _cell_angle_gamma 97.87(3) _cell_volume 1506.8(6) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 7258 _cell_measurement_theta_min 3.0000 _cell_measurement_theta_max 25.000 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.268 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 972 _exptl_absorpt_coefficient_mu 5.335 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.0720 _exptl_absorpt_correction_T_max 0.3450 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Corp.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 11164 _diffrn_reflns_av_R_equivalents 0.0611 _diffrn_reflns_av_sigmaI/netI 0.0450 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5126 _reflns_number_gt 4728 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0965P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5126 _refine_ls_number_parameters 344 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0525 _refine_ls_R_factor_gt 0.0483 _refine_ls_wR_factor_ref 0.1341 _refine_ls_wR_factor_gt 0.1305 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.95234(9) 0.27396(7) 0.28233(7) 0.0385(2) Uani 1 1 d . . . Cu2 Cu 0.92034(8) 0.01381(7) 0.19501(6) 0.0286(2) Uani 1 1 d . . . Cu3 Cu 1.14522(8) -0.00660(7) 0.03268(5) 0.0280(2) Uani 1 1 d . . . I1 I 0.90487(4) 0.09297(3) 0.38060(3) 0.02787(15) Uani 1 1 d . . . I2 I 1.02957(4) 0.17448(3) 0.09199(3) 0.02204(15) Uani 1 1 d . . . I3 I 1.31766(4) 0.07427(3) -0.07838(3) 0.02384(15) Uani 1 1 d . . . N1 N 0.6404(5) 0.4845(4) 0.2337(4) 0.0253(11) Uani 1 1 d . . . N2 N 0.7815(6) 0.3387(4) 0.2277(4) 0.0266(11) Uani 1 1 d . . . N3 N 1.2711(5) 0.8540(4) 0.3296(4) 0.0217(10) Uani 1 1 d . . . N4 N 1.2547(5) 0.9458(4) 0.1694(3) 0.0203(10) Uani 1 1 d . . . N5 N 1.1228(6) 0.3779(5) 0.3242(4) 0.0339(13) Uani 1 1 d . . . S1 S 0.87227(18) 0.51047(13) 0.37732(11) 0.0301(4) Uani 1 1 d . . . S2 S 1.02727(15) 0.84380(12) 0.20556(10) 0.0214(3) Uani 1 1 d . . . C1 C 0.7516(7) 0.4404(5) 0.2674(4) 0.0241(12) Uani 1 1 d . . . C2 C 0.6874(7) 0.2790(5) 0.1497(5) 0.0293(14) Uani 1 1 d . . . H2A H 0.7030 0.2070 0.1206 0.035 Uiso 1 1 calc R . . C3 C 0.5697(7) 0.3173(5) 0.1102(5) 0.0310(14) Uani 1 1 d . . . H3B H 0.5038 0.2725 0.0562 0.037 Uiso 1 1 calc R . . C4 C 0.5503(6) 0.4263(5) 0.1532(4) 0.0246(12) Uani 1 1 d . . . C5 C 0.4272(7) 0.4806(5) 0.1140(5) 0.0278(13) Uani 1 1 d . . . C6 C 0.3147(7) 0.4155(6) 0.0478(6) 0.0396(16) Uani 1 1 d . . . H6A H 0.3153 0.3360 0.0270 0.047 Uiso 1 1 calc R . . C7 C 0.2008(8) 0.4661(7) 0.0115(7) 0.051(2) Uani 1 1 d . . . H7A H 0.1252 0.4221 -0.0345 0.062 Uiso 1 1 calc R . . C8 C 0.2010(8) 0.5834(8) 0.0448(7) 0.052(2) Uani 1 1 d . . . H8A H 0.1234 0.6180 0.0242 0.062 Uiso 1 1 calc R . . C9 C 0.3144(10) 0.6483(7) 0.1076(7) 0.054(2) Uani 1 1 d . . . H9A H 0.3152 0.7285 0.1265 0.064 Uiso 1 1 calc R . . C10 C 0.4267(8) 0.5980(6) 0.1434(6) 0.0396(17) Uani 1 1 d . . . H10A H 0.5030 0.6432 0.1876 0.048 Uiso 1 1 calc R . . C11 C 0.8193(7) 0.6536(5) 0.3898(4) 0.0271(13) Uani 1 1 d . . . H11A H 0.7229 0.6422 0.3863 0.033 Uiso 1 1 calc R . . H11B H 0.8649 0.6937 0.4588 0.033 Uiso 1 1 calc R . . C12 C 0.8484(6) 0.7322(5) 0.3057(4) 0.0220(12) Uani 1 1 d . . . H12A H 0.8035 0.8015 0.3090 0.026 Uiso 1 1 calc R . . H12B H 0.8122 0.6890 0.2365 0.026 Uiso 1 1 calc R . . C13 C 0.9987(6) 0.7723(5) 0.3196(4) 0.0252(13) Uani 1 1 d . . . H13A H 1.0462 0.7042 0.3277 0.030 Uiso 1 1 calc R . . H13B H 1.0328 0.8272 0.3828 0.030 Uiso 1 1 calc R . . C14 C 1.2035(6) 0.8861(5) 0.2413(4) 0.0193(11) Uani 1 1 d . . . C15 C 1.3867(6) 0.9730(5) 0.1938(5) 0.0269(13) Uani 1 1 d . . . H15A H 1.4280 1.0147 0.1471 0.032 Uiso 1 1 calc R . . C16 C 1.4679(6) 0.9434(5) 0.2844(4) 0.0241(12) Uani 1 1 d . . . H16A H 1.5616 0.9630 0.2983 0.029 Uiso 1 1 calc R . . C17 C 1.4053(6) 0.8839(5) 0.3536(4) 0.0223(12) Uani 1 1 d . . . C18 C 1.4795(6) 0.8499(5) 0.4551(4) 0.0212(12) Uani 1 1 d . . . C19 C 1.6176(7) 0.8673(6) 0.4834(5) 0.0289(14) Uani 1 1 d . . . H19A H 1.6674 0.9004 0.4375 0.035 Uiso 1 1 calc R . . C20 C 1.6831(7) 0.8362(6) 0.5790(5) 0.0347(15) Uani 1 1 d . . . H20A H 1.7772 0.8494 0.5984 0.042 Uiso 1 1 calc R . . C21 C 1.6104(7) 0.7857(6) 0.6461(5) 0.0340(15) Uani 1 1 d . . . H21A H 1.6552 0.7622 0.7099 0.041 Uiso 1 1 calc R . . C22 C 1.4746(7) 0.7700(6) 0.6201(5) 0.0337(14) Uani 1 1 d . . . H22A H 1.4259 0.7380 0.6672 0.040 Uiso 1 1 calc R . . C23 C 1.4068(7) 0.8008(5) 0.5245(4) 0.0268(13) Uani 1 1 d . . . H23A H 1.3127 0.7887 0.5065 0.032 Uiso 1 1 calc R . . C24 C 1.2200(8) 0.4436(6) 0.3496(5) 0.0364(15) Uani 1 1 d . . . C25 C 1.3383(11) 0.5259(8) 0.3826(8) 0.068(3) Uani 1 1 d . . . H25A H 1.3722 0.5254 0.4575 0.102 Uiso 1 1 calc R . . H25B H 1.3191 0.6039 0.3671 0.102 Uiso 1 1 calc R . . H25C H 1.4048 0.5050 0.3460 0.102 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0269(5) 0.0373(5) 0.0476(5) 0.0126(4) -0.0026(4) 0.0062(4) Cu2 0.0240(4) 0.0355(4) 0.0260(4) 0.0061(3) 0.0039(3) 0.0046(3) Cu3 0.0272(4) 0.0322(4) 0.0248(4) 0.0057(3) 0.0041(3) 0.0068(3) I1 0.0329(3) 0.0291(2) 0.0219(2) 0.00212(16) 0.00630(19) 0.00574(19) I2 0.0250(3) 0.0205(2) 0.0215(2) 0.00089(15) 0.00732(17) 0.00407(16) I3 0.0181(2) 0.0308(2) 0.0211(2) 0.00069(16) 0.00266(17) 0.00189(17) N1 0.022(3) 0.026(3) 0.028(2) 0.005(2) 0.003(2) 0.008(2) N2 0.028(3) 0.019(2) 0.034(3) 0.006(2) 0.006(2) 0.007(2) N3 0.020(3) 0.023(2) 0.022(2) 0.0026(18) 0.004(2) 0.006(2) N4 0.021(3) 0.020(2) 0.022(2) 0.0041(18) 0.009(2) 0.005(2) N5 0.033(4) 0.033(3) 0.035(3) 0.002(2) 0.004(3) 0.010(3) S1 0.0334(9) 0.0262(8) 0.0246(7) 0.0030(6) -0.0055(7) 0.0027(7) S2 0.0178(7) 0.0270(7) 0.0193(6) 0.0033(5) 0.0034(6) 0.0033(6) C1 0.028(3) 0.017(3) 0.025(3) 0.004(2) 0.002(3) 0.000(2) C2 0.028(4) 0.024(3) 0.036(3) -0.002(2) 0.006(3) 0.006(3) C3 0.031(4) 0.023(3) 0.034(3) -0.003(2) -0.002(3) 0.003(3) C4 0.024(3) 0.022(3) 0.027(3) 0.004(2) 0.004(3) 0.001(3) C5 0.027(4) 0.029(3) 0.031(3) 0.007(2) 0.011(3) 0.009(3) C6 0.025(4) 0.035(4) 0.058(4) 0.014(3) 0.002(3) 0.008(3) C7 0.023(4) 0.044(4) 0.082(6) 0.017(4) 0.002(4) -0.001(3) C8 0.030(4) 0.061(5) 0.072(5) 0.031(4) 0.009(4) 0.026(4) C9 0.064(6) 0.037(4) 0.065(5) 0.006(4) 0.010(5) 0.031(4) C10 0.041(4) 0.034(4) 0.041(4) -0.005(3) 0.001(3) 0.015(3) C11 0.032(4) 0.030(3) 0.019(3) -0.001(2) 0.009(3) 0.000(3) C12 0.023(3) 0.024(3) 0.019(3) 0.001(2) 0.005(2) 0.001(2) C13 0.017(3) 0.036(3) 0.021(3) 0.007(2) 0.003(2) 0.000(3) C14 0.020(3) 0.018(3) 0.020(3) -0.002(2) 0.007(2) 0.003(2) C15 0.024(3) 0.030(3) 0.029(3) 0.002(2) 0.012(3) 0.003(3) C16 0.008(3) 0.033(3) 0.030(3) 0.002(2) 0.003(2) 0.002(2) C17 0.029(3) 0.023(3) 0.016(2) 0.001(2) 0.003(2) 0.012(3) C18 0.018(3) 0.020(3) 0.024(3) 0.000(2) 0.002(2) 0.006(2) C19 0.027(3) 0.036(3) 0.029(3) 0.009(3) 0.009(3) 0.015(3) C20 0.030(4) 0.041(4) 0.034(3) 0.000(3) 0.003(3) 0.018(3) C21 0.037(4) 0.036(4) 0.030(3) 0.007(3) 0.001(3) 0.019(3) C22 0.029(4) 0.039(4) 0.031(3) 0.008(3) 0.001(3) 0.005(3) C23 0.025(3) 0.036(3) 0.021(3) 0.004(2) 0.007(3) 0.007(3) C24 0.041(4) 0.034(4) 0.034(3) -0.004(3) 0.009(3) 0.007(3) C25 0.068(7) 0.058(5) 0.068(6) -0.008(4) 0.014(5) -0.016(5) _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 N5 1.942(7) . ? Cu1 N2 2.018(5) . ? Cu1 I1 2.5622(12) . ? Cu1 I2 2.9956(13) . ? Cu2 S2 2.3736(16) 1_545 ? Cu2 I1 2.5956(10) . ? Cu2 I2 2.6312(11) . ? Cu2 I3 2.6335(14) 2_755 ? Cu2 Cu3 2.9115(12) 2_755 ? Cu3 N4 2.052(5) 1_545 ? Cu3 I3 2.6502(11) . ? Cu3 I2 2.6576(14) 2_755 ? Cu3 I2 2.6982(11) . ? Cu3 Cu2 2.9115(12) 2_755 ? Cu3 Cu3 2.9707(18) 2_755 ? I2 Cu3 2.6576(14) 2_755 ? I3 Cu2 2.6335(14) 2_755 ? N1 C1 1.321(8) . ? N1 C4 1.324(8) . ? N2 C2 1.330(9) . ? N2 C1 1.354(7) . ? N3 C14 1.319(7) . ? N3 C17 1.347(8) . ? N4 C15 1.323(8) . ? N4 C14 1.357(7) . ? N4 Cu3 2.052(5) 1_565 ? N5 C24 1.145(10) . ? S1 C1 1.759(6) . ? S1 C11 1.816(6) . ? S2 C14 1.774(6) . ? S2 C13 1.812(6) . ? S2 Cu2 2.3736(16) 1_565 ? C2 C3 1.361(9) . ? C2 H2A 0.9400 . ? C3 C4 1.402(8) . ? C3 H3B 0.9400 . ? C4 C5 1.501(9) . ? C5 C10 1.383(9) . ? C5 C6 1.385(11) . ? C6 C7 1.391(11) . ? C6 H6A 0.9400 . ? C7 C8 1.393(12) . ? C7 H7A 0.9400 . ? C8 C9 1.372(13) . ? C8 H8A 0.9400 . ? C9 C10 1.374(11) . ? C9 H9A 0.9400 . ? C10 H10A 0.9400 . ? C11 C12 1.522(8) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C12 C13 1.530(8) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C15 C16 1.389(9) . ? C15 H15A 0.9400 . ? C16 C17 1.388(8) . ? C16 H16A 0.9400 . ? C17 C18 1.489(7) . ? C18 C19 1.381(9) . ? C18 C23 1.400(8) . ? C19 C20 1.384(9) . ? C19 H19A 0.9400 . ? C20 C21 1.382(10) . ? C20 H20A 0.9400 . ? C21 C22 1.357(10) . ? C21 H21A 0.9400 . ? C22 C23 1.391(9) . ? C22 H22A 0.9400 . ? C23 H23A 0.9400 . ? C24 C25 1.410(12) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C25 H25C 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Cu1 N2 120.7(2) . . ? N5 Cu1 I1 120.54(16) . . ? N2 Cu1 I1 110.25(15) . . ? N5 Cu1 I2 91.03(16) . . ? N2 Cu1 I2 105.44(15) . . ? I1 Cu1 I2 103.54(4) . . ? S2 Cu2 I1 110.01(5) 1_545 . ? S2 Cu2 I2 112.72(5) 1_545 . ? I1 Cu2 I2 113.62(4) . . ? S2 Cu2 I3 101.00(5) 1_545 2_755 ? I1 Cu2 I3 111.36(4) . 2_755 ? I2 Cu2 I3 107.39(4) . 2_755 ? S2 Cu2 Cu3 96.50(5) 1_545 2_755 ? I1 Cu2 Cu3 153.07(4) . 2_755 ? I2 Cu2 Cu3 57.03(4) . 2_755 ? I3 Cu2 Cu3 56.84(3) 2_755 2_755 ? N4 Cu3 I3 107.08(14) 1_545 . ? N4 Cu3 I2 117.33(14) 1_545 2_755 ? I3 Cu3 I2 106.14(3) . 2_755 ? N4 Cu3 I2 105.07(12) 1_545 . ? I3 Cu3 I2 108.22(3) . . ? I2 Cu3 I2 112.63(4) 2_755 . ? N4 Cu3 Cu2 150.79(12) 1_545 2_755 ? I3 Cu3 Cu2 56.29(3) . 2_755 ? I2 Cu3 Cu2 56.17(3) 2_755 2_755 ? I2 Cu3 Cu2 103.20(4) . 2_755 ? N4 Cu3 Cu3 130.30(14) 1_545 2_755 ? I3 Cu3 Cu3 122.18(4) . 2_755 ? I2 Cu3 Cu3 56.97(4) 2_755 2_755 ? I2 Cu3 Cu3 55.66(4) . 2_755 ? Cu2 Cu3 Cu3 73.10(4) 2_755 2_755 ? Cu1 I1 Cu2 73.58(4) . . ? Cu2 I2 Cu3 66.80(3) . 2_755 ? Cu2 I2 Cu3 82.19(3) . . ? Cu3 I2 Cu3 67.37(4) 2_755 . ? Cu2 I2 Cu1 66.22(3) . . ? Cu3 I2 Cu1 117.54(4) 2_755 . ? Cu3 I2 Cu1 139.30(3) . . ? Cu2 I3 Cu3 66.87(3) 2_755 . ? C1 N1 C4 118.0(5) . . ? C2 N2 C1 115.5(5) . . ? C2 N2 Cu1 120.2(4) . . ? C1 N2 Cu1 124.3(4) . . ? C14 N3 C17 118.0(5) . . ? C15 N4 C14 114.1(5) . . ? C15 N4 Cu3 120.4(4) . 1_565 ? C14 N4 Cu3 125.5(4) . 1_565 ? C24 N5 Cu1 176.7(5) . . ? C1 S1 C11 101.5(3) . . ? C14 S2 C13 100.7(3) . . ? C14 S2 Cu2 109.90(18) . 1_565 ? C13 S2 Cu2 108.5(2) . 1_565 ? N1 C1 N2 125.6(6) . . ? N1 C1 S1 120.2(4) . . ? N2 C1 S1 114.1(5) . . ? N2 C2 C3 122.9(5) . . ? N2 C2 H2A 118.5 . . ? C3 C2 H2A 118.5 . . ? C2 C3 C4 117.4(6) . . ? C2 C3 H3B 121.3 . . ? C4 C3 H3B 121.3 . . ? N1 C4 C3 120.3(6) . . ? N1 C4 C5 116.9(5) . . ? C3 C4 C5 122.8(6) . . ? C10 C5 C6 119.5(6) . . ? C10 C5 C4 119.5(6) . . ? C6 C5 C4 121.0(6) . . ? C5 C6 C7 120.8(7) . . ? C5 C6 H6A 119.6 . . ? C7 C6 H6A 119.6 . . ? C6 C7 C8 118.7(8) . . ? C6 C7 H7A 120.7 . . ? C8 C7 H7A 120.7 . . ? C9 C8 C7 120.0(7) . . ? C9 C8 H8A 120.0 . . ? C7 C8 H8A 120.0 . . ? C8 C9 C10 121.1(7) . . ? C8 C9 H9A 119.4 . . ? C10 C9 H9A 119.4 . . ? C9 C10 C5 119.7(8) . . ? C9 C10 H10A 120.1 . . ? C5 C10 H10A 120.1 . . ? C12 C11 S1 113.5(4) . . ? C12 C11 H11A 108.9 . . ? S1 C11 H11A 108.9 . . ? C12 C11 H11B 108.9 . . ? S1 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? C11 C12 C13 111.5(5) . . ? C11 C12 H12A 109.3 . . ? C13 C12 H12A 109.3 . . ? C11 C12 H12B 109.3 . . ? C13 C12 H12B 109.3 . . ? H12A C12 H12B 108.0 . . ? C12 C13 S2 108.9(4) . . ? C12 C13 H13A 109.9 . . ? S2 C13 H13A 109.9 . . ? C12 C13 H13B 109.9 . . ? S2 C13 H13B 109.9 . . ? H13A C13 H13B 108.3 . . ? N3 C14 N4 126.9(5) . . ? N3 C14 S2 118.9(4) . . ? N4 C14 S2 114.1(4) . . ? N4 C15 C16 123.9(5) . . ? N4 C15 H15A 118.0 . . ? C16 C15 H15A 118.0 . . ? C17 C16 C15 117.4(5) . . ? C17 C16 H16A 121.3 . . ? C15 C16 H16A 121.3 . . ? N3 C17 C16 119.7(5) . . ? N3 C17 C18 117.2(5) . . ? C16 C17 C18 123.1(6) . . ? C19 C18 C23 119.1(5) . . ? C19 C18 C17 122.0(5) . . ? C23 C18 C17 118.9(5) . . ? C18 C19 C20 120.4(6) . . ? C18 C19 H19A 119.8 . . ? C20 C19 H19A 119.8 . . ? C21 C20 C19 120.0(7) . . ? C21 C20 H20A 120.0 . . ? C19 C20 H20A 120.0 . . ? C22 C21 C20 120.3(6) . . ? C22 C21 H21A 119.9 . . ? C20 C21 H21A 119.9 . . ? C21 C22 C23 120.6(6) . . ? C21 C22 H22A 119.7 . . ? C23 C22 H22A 119.7 . . ? C22 C23 C18 119.6(6) . . ? C22 C23 H23A 120.2 . . ? C18 C23 H23A 120.2 . . ? N5 C24 C25 178.6(8) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N5 Cu1 I1 Cu2 -111.93(19) . . . . ? N2 Cu1 I1 Cu2 99.86(16) . . . . ? I2 Cu1 I1 Cu2 -12.52(3) . . . . ? S2 Cu2 I1 Cu1 142.62(6) 1_545 . . . ? I2 Cu2 I1 Cu1 15.18(3) . . . . ? I3 Cu2 I1 Cu1 -106.25(5) 2_755 . . . ? Cu3 Cu2 I1 Cu1 -48.05(9) 2_755 . . . ? S2 Cu2 I2 Cu3 82.80(5) 1_545 . . 2_755 ? I1 Cu2 I2 Cu3 -151.18(4) . . . 2_755 ? I3 Cu2 I2 Cu3 -27.57(3) 2_755 . . 2_755 ? S2 Cu2 I2 Cu3 14.13(5) 1_545 . . . ? I1 Cu2 I2 Cu3 140.15(4) . . . . ? I3 Cu2 I2 Cu3 -96.24(4) 2_755 . . . ? Cu3 Cu2 I2 Cu3 -68.67(4) 2_755 . . . ? S2 Cu2 I2 Cu1 -139.59(6) 1_545 . . . ? I1 Cu2 I2 Cu1 -13.57(3) . . . . ? I3 Cu2 I2 Cu1 110.04(4) 2_755 . . . ? Cu3 Cu2 I2 Cu1 137.61(3) 2_755 . . . ? N4 Cu3 I2 Cu2 -60.79(15) 1_545 . . . ? I3 Cu3 I2 Cu2 -174.92(3) . . . . ? I2 Cu3 I2 Cu2 68.06(4) 2_755 . . . ? Cu2 Cu3 I2 Cu2 126.61(4) 2_755 . . . ? Cu3 Cu3 I2 Cu2 68.06(4) 2_755 . . . ? N4 Cu3 I2 Cu3 -128.85(15) 1_545 . . 2_755 ? I3 Cu3 I2 Cu3 117.02(4) . . . 2_755 ? I2 Cu3 I2 Cu3 0.0 2_755 . . 2_755 ? Cu2 Cu3 I2 Cu3 58.55(4) 2_755 . . 2_755 ? N4 Cu3 I2 Cu1 -22.38(15) 1_545 . . . ? I3 Cu3 I2 Cu1 -136.51(4) . . . . ? I2 Cu3 I2 Cu1 106.47(5) 2_755 . . . ? Cu2 Cu3 I2 Cu1 165.02(4) 2_755 . . . ? Cu3 Cu3 I2 Cu1 106.47(5) 2_755 . . . ? N5 Cu1 I2 Cu2 134.76(16) . . . . ? N2 Cu1 I2 Cu2 -102.89(16) . . . . ? I1 Cu1 I2 Cu2 12.95(3) . . . . ? N5 Cu1 I2 Cu3 179.09(16) . . . 2_755 ? N2 Cu1 I2 Cu3 -58.56(16) . . . 2_755 ? I1 Cu1 I2 Cu3 57.28(4) . . . 2_755 ? N5 Cu1 I2 Cu3 92.48(16) . . . . ? N2 Cu1 I2 Cu3 -145.17(16) . . . . ? I1 Cu1 I2 Cu3 -29.32(6) . . . . ? N4 Cu3 I3 Cu2 153.22(14) 1_545 . . 2_755 ? I2 Cu3 I3 Cu2 27.15(3) 2_755 . . 2_755 ? I2 Cu3 I3 Cu2 -93.98(4) . . . 2_755 ? Cu3 Cu3 I3 Cu2 -33.62(5) 2_755 . . 2_755 ? N5 Cu1 N2 C2 141.9(5) . . . . ? I1 Cu1 N2 C2 -69.9(5) . . . . ? I2 Cu1 N2 C2 41.2(5) . . . . ? N5 Cu1 N2 C1 -40.2(5) . . . . ? I1 Cu1 N2 C1 107.9(4) . . . . ? I2 Cu1 N2 C1 -140.9(4) . . . . ? C4 N1 C1 N2 -1.1(9) . . . . ? C4 N1 C1 S1 -177.5(4) . . . . ? C2 N2 C1 N1 -1.7(9) . . . . ? Cu1 N2 C1 N1 -179.6(5) . . . . ? C2 N2 C1 S1 175.0(5) . . . . ? Cu1 N2 C1 S1 -3.0(6) . . . . ? C11 S1 C1 N1 -15.2(6) . . . . ? C11 S1 C1 N2 168.0(4) . . . . ? C1 N2 C2 C3 1.3(9) . . . . ? Cu1 N2 C2 C3 179.3(5) . . . . ? N2 C2 C3 C4 1.6(10) . . . . ? C1 N1 C4 C3 4.1(9) . . . . ? C1 N1 C4 C5 -177.9(5) . . . . ? C2 C3 C4 N1 -4.4(9) . . . . ? C2 C3 C4 C5 177.7(6) . . . . ? N1 C4 C5 C10 16.1(9) . . . . ? C3 C4 C5 C10 -165.9(6) . . . . ? N1 C4 C5 C6 -164.8(6) . . . . ? C3 C4 C5 C6 13.1(9) . . . . ? C10 C5 C6 C7 -0.9(11) . . . . ? C4 C5 C6 C7 -179.9(7) . . . . ? C5 C6 C7 C8 -1.2(12) . . . . ? C6 C7 C8 C9 3.4(13) . . . . ? C7 C8 C9 C10 -3.5(14) . . . . ? C8 C9 C10 C5 1.4(13) . . . . ? C6 C5 C10 C9 0.8(11) . . . . ? C4 C5 C10 C9 179.8(7) . . . . ? C1 S1 C11 C12 -72.9(5) . . . . ? S1 C11 C12 C13 -69.1(6) . . . . ? C11 C12 C13 S2 170.4(4) . . . . ? C14 S2 C13 C12 178.0(4) . . . . ? Cu2 S2 C13 C12 62.6(4) 1_565 . . . ? C17 N3 C14 N4 0.9(8) . . . . ? C17 N3 C14 S2 178.0(4) . . . . ? C15 N4 C14 N3 0.0(8) . . . . ? Cu3 N4 C14 N3 179.9(4) 1_565 . . . ? C15 N4 C14 S2 -177.2(4) . . . . ? Cu3 N4 C14 S2 2.7(6) 1_565 . . . ? C13 S2 C14 N3 4.0(5) . . . . ? Cu2 S2 C14 N3 118.4(4) 1_565 . . . ? C13 S2 C14 N4 -178.6(4) . . . . ? Cu2 S2 C14 N4 -64.2(4) 1_565 . . . ? C14 N4 C15 C16 0.3(8) . . . . ? Cu3 N4 C15 C16 -179.6(4) 1_565 . . . ? N4 C15 C16 C17 -1.3(9) . . . . ? C14 N3 C17 C16 -1.9(7) . . . . ? C14 N3 C17 C18 178.3(4) . . . . ? C15 C16 C17 N3 2.1(8) . . . . ? C15 C16 C17 C18 -178.1(5) . . . . ? N3 C17 C18 C19 174.5(5) . . . . ? C16 C17 C18 C19 -5.3(8) . . . . ? N3 C17 C18 C23 -6.6(7) . . . . ? C16 C17 C18 C23 173.6(5) . . . . ? C23 C18 C19 C20 0.2(9) . . . . ? C17 C18 C19 C20 179.1(5) . . . . ? C18 C19 C20 C21 1.0(9) . . . . ? C19 C20 C21 C22 -2.2(10) . . . . ? C20 C21 C22 C23 2.1(10) . . . . ? C21 C22 C23 C18 -0.9(10) . . . . ? C19 C18 C23 C22 -0.2(9) . . . . ? C17 C18 C23 C22 -179.2(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C3 H3B I3 0.94 2.98 3.889(7) 163.5 1_455 C11 H11A N1 0.98 2.54 2.881(8) 100.6 . C13 H13A S1 0.98 2.87 3.316(6) 108.8 . C23 H23A N3 0.94 2.45 2.785(8) 100.8 . _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 1.594 _refine_diff_density_min -2.046 _refine_diff_density_rms 0.289 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 819178' #TrackingRef '- JPLangCIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H14 Cu I N3 S' _chemical_formula_sum 'C14 H14 Cu I N3 S' _chemical_formula_weight 446.80 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7834(16) _cell_length_b 9.768(2) _cell_length_c 11.779(2) _cell_angle_alpha 110.16(3) _cell_angle_beta 91.73(3) _cell_angle_gamma 109.35(3) _cell_volume 782.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 4012 _cell_measurement_theta_min 3.1113 _cell_measurement_theta_max 27.4778 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.896 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 434 _exptl_absorpt_coefficient_mu 3.494 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3354 _exptl_absorpt_correction_T_max 0.5417 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Corp.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7422 _diffrn_reflns_av_R_equivalents 0.0400 _diffrn_reflns_av_sigmaI/netI 0.0701 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3509 _reflns_number_gt 2827 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0225P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0419(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3509 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0372 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0709 _refine_ls_wR_factor_gt 0.0702 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.35579(7) 0.53088(6) 0.46503(4) 0.02936(15) Uani 1 1 d . . . I1 I 0.30355(4) 0.31510(3) 0.56040(2) 0.02889(12) Uani 1 1 d . . . N1 N 0.0965(4) 0.2852(4) 0.0849(2) 0.0222(7) Uani 1 1 d . . . N2 N 0.1757(4) 0.4364(4) 0.3007(2) 0.0223(7) Uani 1 1 d . . . N3 N 0.2712(5) 0.7055(4) 0.5676(3) 0.0327(8) Uani 1 1 d . . . S1 S 0.36883(15) 0.26310(13) 0.21152(8) 0.0343(3) Uani 1 1 d . . . C1 C 0.1949(5) 0.3346(4) 0.1943(3) 0.0215(8) Uani 1 1 d . . . C2 C 0.0364(5) 0.4852(5) 0.2912(3) 0.0252(9) Uani 1 1 d . . . H2A H 0.0142 0.5539 0.3625 0.030 Uiso 1 1 calc R . . C3 C -0.0757(5) 0.4401(5) 0.1827(3) 0.0251(9) Uani 1 1 d . . . H3A H -0.1740 0.4751 0.1796 0.030 Uiso 1 1 calc R . . C4 C -0.0392(5) 0.3409(4) 0.0772(3) 0.0209(8) Uani 1 1 d . . . C5 C -0.1440(5) 0.2901(4) -0.0471(3) 0.0224(8) Uani 1 1 d . . . C6 C -0.2834(5) 0.3435(5) -0.0654(3) 0.0269(9) Uani 1 1 d . . . H6A H -0.3115 0.4144 0.0015 0.032 Uiso 1 1 calc R . . C7 C -0.3811(6) 0.2925(5) -0.1817(3) 0.0312(10) Uani 1 1 d . . . H7A H -0.4745 0.3297 -0.1934 0.037 Uiso 1 1 calc R . . C8 C -0.3418(6) 0.1876(5) -0.2804(3) 0.0354(10) Uani 1 1 d . . . H8A H -0.4090 0.1526 -0.3591 0.042 Uiso 1 1 calc R . . C9 C -0.2038(6) 0.1343(5) -0.2631(3) 0.0369(11) Uani 1 1 d . . . H9A H -0.1772 0.0625 -0.3303 0.044 Uiso 1 1 calc R . . C10 C -0.1040(6) 0.1858(5) -0.1476(3) 0.0301(10) Uani 1 1 d . . . H10A H -0.0087 0.1501 -0.1369 0.036 Uiso 1 1 calc R . . C11 C 0.3498(5) 0.1261(5) 0.0578(3) 0.0235(9) Uani 1 1 d . . . H11A H 0.2265 0.0441 0.0311 0.028 Uiso 1 1 calc R . . H11B H 0.3716 0.1800 0.0003 0.028 Uiso 1 1 calc R . . C12 C 0.4967(5) 0.0551(4) 0.0632(3) 0.0220(8) Uani 1 1 d . . . H12A H 0.6177 0.1394 0.0967 0.026 Uiso 1 1 calc R . . H12B H 0.4695 -0.0024 0.1181 0.026 Uiso 1 1 calc R . . C13 C 0.2206(6) 0.8027(5) 0.6175(3) 0.0298(10) Uani 1 1 d . . . C14 C 0.1555(7) 0.9269(6) 0.6826(4) 0.0462(13) Uani 1 1 d . . . H14A H 0.0217 0.8875 0.6660 0.069 Uiso 1 1 calc R . . H14B H 0.2046 1.0133 0.6553 0.069 Uiso 1 1 calc R . . H14C H 0.1968 0.9630 0.7699 0.069 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0307(3) 0.0326(3) 0.0261(3) 0.0077(2) 0.0021(2) 0.0169(3) I1 0.02796(18) 0.0310(2) 0.02988(16) 0.01240(12) 0.00390(10) 0.01246(14) N1 0.0241(18) 0.0202(19) 0.0215(15) 0.0052(13) 0.0026(12) 0.0098(15) N2 0.0265(18) 0.0215(19) 0.0218(15) 0.0066(13) 0.0053(12) 0.0137(16) N3 0.034(2) 0.036(2) 0.0313(18) 0.0116(16) 0.0077(15) 0.0175(19) S1 0.0397(7) 0.0399(7) 0.0236(5) -0.0016(4) -0.0041(4) 0.0298(6) C1 0.023(2) 0.021(2) 0.0239(18) 0.0092(16) 0.0042(14) 0.0111(18) C2 0.025(2) 0.026(2) 0.0268(19) 0.0074(17) 0.0060(15) 0.0135(19) C3 0.021(2) 0.025(2) 0.0308(19) 0.0078(17) 0.0038(15) 0.0122(19) C4 0.018(2) 0.017(2) 0.0259(18) 0.0093(16) 0.0016(14) 0.0036(17) C5 0.022(2) 0.021(2) 0.0248(18) 0.0106(16) 0.0023(14) 0.0066(18) C6 0.025(2) 0.024(2) 0.031(2) 0.0115(17) 0.0036(16) 0.0079(19) C7 0.025(2) 0.034(3) 0.039(2) 0.019(2) -0.0013(17) 0.010(2) C8 0.036(3) 0.038(3) 0.027(2) 0.0153(19) -0.0056(17) 0.006(2) C9 0.046(3) 0.037(3) 0.024(2) 0.0057(19) 0.0018(18) 0.017(2) C10 0.035(3) 0.030(3) 0.0266(19) 0.0108(18) 0.0024(17) 0.015(2) C11 0.025(2) 0.025(2) 0.0213(17) 0.0060(16) 0.0039(15) 0.0124(19) C12 0.022(2) 0.018(2) 0.0251(18) 0.0048(16) 0.0027(14) 0.0091(18) C13 0.027(2) 0.031(3) 0.030(2) 0.0099(19) 0.0022(17) 0.011(2) C14 0.042(3) 0.035(3) 0.053(3) 0.000(2) -0.001(2) 0.021(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 Cu1 N3 2.043(3) . ? Cu1 N2 2.077(3) . ? Cu1 I1 2.6384(9) . ? Cu1 I1 2.6642(11) 2_666 ? Cu1 Cu1 2.6851(11) 2_666 ? I1 Cu1 2.6642(11) 2_666 ? N1 C1 1.322(4) . ? N1 C4 1.352(4) . ? N2 C2 1.337(4) . ? N2 C1 1.353(4) . ? N3 C13 1.131(5) . ? S1 C1 1.752(3) . ? S1 C11 1.809(3) . ? C2 C3 1.370(5) . ? C2 H2A 0.9400 . ? C3 C4 1.392(5) . ? C3 H3A 0.9400 . ? C4 C5 1.488(5) . ? C5 C6 1.391(5) . ? C5 C10 1.391(5) . ? C6 C7 1.385(5) . ? C6 H6A 0.9400 . ? C7 C8 1.379(5) . ? C7 H7A 0.9400 . ? C8 C9 1.378(6) . ? C8 H8A 0.9400 . ? C9 C10 1.384(5) . ? C9 H9A 0.9400 . ? C10 H10A 0.9400 . ? C11 C12 1.530(5) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C12 C12 1.521(6) 2_655 ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C13 C14 1.451(6) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Cu1 N2 101.73(12) . . ? N3 Cu1 I1 111.18(10) . . ? N2 Cu1 I1 109.05(10) . . ? N3 Cu1 I1 103.44(11) . 2_666 ? N2 Cu1 I1 110.80(10) . 2_666 ? I1 Cu1 I1 119.16(3) . 2_666 ? N3 Cu1 Cu1 125.84(10) . 2_666 ? N2 Cu1 Cu1 132.31(8) . 2_666 ? I1 Cu1 Cu1 60.05(3) . 2_666 ? I1 Cu1 Cu1 59.10(3) 2_666 2_666 ? Cu1 I1 Cu1 60.84(3) . 2_666 ? C1 N1 C4 117.2(3) . . ? C2 N2 C1 114.5(3) . . ? C2 N2 Cu1 120.3(2) . . ? C1 N2 Cu1 125.0(2) . . ? C13 N3 Cu1 175.6(3) . . ? C1 S1 C11 102.14(16) . . ? N1 C1 N2 127.1(3) . . ? N1 C1 S1 119.5(3) . . ? N2 C1 S1 113.4(2) . . ? N2 C2 C3 123.3(3) . . ? N2 C2 H2A 118.3 . . ? C3 C2 H2A 118.3 . . ? C2 C3 C4 117.8(3) . . ? C2 C3 H3A 121.1 . . ? C4 C3 H3A 121.1 . . ? N1 C4 C3 120.0(3) . . ? N1 C4 C5 116.8(3) . . ? C3 C4 C5 123.2(3) . . ? C6 C5 C10 118.9(3) . . ? C6 C5 C4 121.4(3) . . ? C10 C5 C4 119.8(3) . . ? C7 C6 C5 120.3(3) . . ? C7 C6 H6A 119.8 . . ? C5 C6 H6A 119.8 . . ? C8 C7 C6 120.3(4) . . ? C8 C7 H7A 119.8 . . ? C6 C7 H7A 119.8 . . ? C9 C8 C7 119.7(3) . . ? C9 C8 H8A 120.1 . . ? C7 C8 H8A 120.1 . . ? C8 C9 C10 120.4(4) . . ? C8 C9 H9A 119.8 . . ? C10 C9 H9A 119.8 . . ? C9 C10 C5 120.3(4) . . ? C9 C10 H10A 119.8 . . ? C5 C10 H10A 119.8 . . ? C12 C11 S1 106.3(2) . . ? C12 C11 H11A 110.5 . . ? S1 C11 H11A 110.5 . . ? C12 C11 H11B 110.5 . . ? S1 C11 H11B 110.5 . . ? H11A C11 H11B 108.7 . . ? C12 C12 C11 111.4(3) 2_655 . ? C12 C12 H12A 109.3 2_655 . ? C11 C12 H12A 109.3 . . ? C12 C12 H12B 109.3 2_655 . ? C11 C12 H12B 109.3 . . ? H12A C12 H12B 108.0 . . ? N3 C13 C14 179.4(5) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C10 H10A N1 0.94 2.45 2.789(5) 101.0 . _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.769 _refine_diff_density_min -0.971 _refine_diff_density_rms 0.142 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 819179' #TrackingRef '- JPLangCIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H24 Cu2 I2 N4 S2' _chemical_formula_sum 'C25 H24 Cu2 I2 N4 S2' _chemical_formula_weight 825.52 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.868(2) _cell_length_b 13.951(3) _cell_length_c 19.474(4) _cell_angle_alpha 86.82(3) _cell_angle_beta 88.76(3) _cell_angle_gamma 76.72(3) _cell_volume 2869.1(11) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 11157 _cell_measurement_theta_min 3.0047 _cell_measurement_theta_max 27.5126 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.911 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1592 _exptl_absorpt_coefficient_mu 3.801 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4839 _exptl_absorpt_correction_T_max 0.6824 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Corp.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 26110 _diffrn_reflns_av_R_equivalents 0.0495 _diffrn_reflns_av_sigmaI/netI 0.0821 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.49 _reflns_number_total 12921 _reflns_number_gt 10081 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0349P)^2^+0.4775P] 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 12921 _refine_ls_number_parameters 631 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0893 _refine_ls_R_factor_gt 0.0648 _refine_ls_wR_factor_ref 0.1219 _refine_ls_wR_factor_gt 0.1107 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.151 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.88132(8) 0.66930(6) 0.07273(4) 0.0356(2) Uani 1 1 d . . . Cu2 Cu 1.08964(8) 0.50876(7) 0.05204(5) 0.0409(2) Uani 1 1 d . . . I1 I 1.11884(4) 0.68297(3) 0.09191(3) 0.03781(13) Uani 1 1 d . . . I2 I 0.86081(4) 0.48643(3) 0.08491(2) 0.03622(12) Uani 1 1 d . . . N1 N 0.5859(5) 0.8321(4) 0.2018(3) 0.0281(12) Uani 1 1 d . . . N2 N 0.7799(5) 0.7499(4) 0.1484(3) 0.0323(13) Uani 1 1 d . . . N3 N 0.3834(5) 1.2428(4) 0.0862(3) 0.0335(13) Uani 1 1 d . . . N4 N 0.2480(6) 1.4053(4) 0.0852(3) 0.0428(16) Uani 1 1 d . . . S1 S 0.57504(16) 0.75254(13) 0.08061(9) 0.0342(4) Uani 1 1 d . . . S2 S 0.14802(15) 1.26592(13) 0.03979(9) 0.0316(4) Uani 1 1 d . . . C1 C 0.6522(6) 0.7823(5) 0.1516(3) 0.0284(15) Uani 1 1 d . . . C2 C 0.8414(7) 0.7679(6) 0.2037(4) 0.048(2) Uani 1 1 d . . . H2A H 0.9297 0.7452 0.2050 0.058 Uiso 1 1 calc R . . C3 C 0.7823(7) 0.8173(6) 0.2578(4) 0.051(2) Uani 1 1 d . . . H3B H 0.8283 0.8281 0.2958 0.061 Uiso 1 1 calc R . . C4 C 0.6512(6) 0.8514(5) 0.2553(4) 0.0343(16) Uani 1 1 d . . . C5 C 0.5808(6) 0.9131(5) 0.3084(3) 0.0337(16) Uani 1 1 d . . . C6 C 0.6426(7) 0.9583(6) 0.3548(4) 0.0404(18) Uani 1 1 d . . . H6A H 0.7309 0.9498 0.3520 0.049 Uiso 1 1 calc R . . C7 C 0.5757(7) 1.0151(6) 0.4046(4) 0.0456(19) Uani 1 1 d . . . H7B H 0.6189 1.0441 0.4359 0.055 Uiso 1 1 calc R . . C8 C 0.4467(7) 1.0300(5) 0.4091(4) 0.0416(18) Uani 1 1 d . . . H8B H 0.4010 1.0699 0.4427 0.050 Uiso 1 1 calc R . . C9 C 0.3846(7) 0.9850(5) 0.3629(4) 0.0401(18) Uani 1 1 d . . . H9A H 0.2963 0.9938 0.3661 0.048 Uiso 1 1 calc R . . C10 C 0.4495(6) 0.9287(5) 0.3133(4) 0.0386(17) Uani 1 1 d . . . H10A H 0.4056 0.8999 0.2822 0.046 Uiso 1 1 calc R . . C11 C 0.4127(6) 0.8125(5) 0.0961(4) 0.0351(16) Uani 1 1 d . . . H11A H 0.3596 0.7845 0.0665 0.042 Uiso 1 1 calc R . . H11B H 0.3915 0.7963 0.1439 0.042 Uiso 1 1 calc R . . C12 C 0.3781(6) 0.9230(5) 0.0844(4) 0.0386(17) Uani 1 1 d . . . H12A H 0.3958 0.9401 0.0362 0.046 Uiso 1 1 calc R . . H12B H 0.4315 0.9519 0.1132 0.046 Uiso 1 1 calc R . . C13 C 0.2399(7) 0.9681(5) 0.1006(4) 0.0412(18) Uani 1 1 d . . . H13A H 0.1878 0.9498 0.0653 0.049 Uiso 1 1 calc R . . H13B H 0.2181 0.9386 0.1447 0.049 Uiso 1 1 calc R . . C14 C 0.2050(7) 1.0794(5) 0.1044(4) 0.0372(17) Uani 1 1 d . . . H14A H 0.1189 1.0993 0.1230 0.045 Uiso 1 1 calc R . . H14B H 0.2621 1.0989 0.1364 0.045 Uiso 1 1 calc R . . C15 C 0.2118(6) 1.1335(5) 0.0357(3) 0.0329(16) Uani 1 1 d . . . H15B H 0.1643 1.1075 0.0018 0.039 Uiso 1 1 calc R . . H15A H 0.3002 1.1217 0.0201 0.039 Uiso 1 1 calc R . . C16 C 0.2735(6) 1.3074(5) 0.0753(3) 0.0339(16) Uani 1 1 d . . . C17 C 0.3423(8) 1.4374(6) 0.1102(5) 0.067(3) Uani 1 1 d . . . H17A H 0.3280 1.5038 0.1211 0.080 Uiso 1 1 calc R . . C18 C 0.4616(8) 1.3770(6) 0.1209(5) 0.067(3) Uani 1 1 d . . . H18A H 0.5279 1.4026 0.1368 0.080 Uiso 1 1 calc R . . C19 C 0.4806(7) 1.2789(5) 0.1075(4) 0.044(2) Uani 1 1 d . . . C20 C 0.6048(7) 1.2089(5) 0.1141(4) 0.0412(18) Uani 1 1 d . . . C21 C 0.7159(7) 1.2388(6) 0.0975(4) 0.053(2) Uani 1 1 d . . . H21A H 0.7119 1.3047 0.0828 0.064 Uiso 1 1 calc R . . C22 C 0.8307(8) 1.1736(7) 0.1024(5) 0.059(2) Uani 1 1 d . . . H22A H 0.9052 1.1949 0.0915 0.071 Uiso 1 1 calc R . . C23 C 0.8369(8) 1.0772(7) 0.1232(5) 0.072(3) Uani 1 1 d . . . H23A H 0.9160 1.0326 0.1273 0.087 Uiso 1 1 calc R . . C24 C 0.7305(8) 1.0456(7) 0.1377(6) 0.083(4) Uani 1 1 d . . . H24A H 0.7361 0.9792 0.1517 0.100 Uiso 1 1 calc R . . C25 C 0.6138(8) 1.1098(7) 0.1321(6) 0.074(3) Uani 1 1 d . . . H25A H 0.5400 1.0865 0.1406 0.088 Uiso 1 1 calc R . . Cu3 Cu 0.95780(9) 0.02516(7) 0.42964(5) 0.0445(2) Uani 1 1 d . . . Cu4 Cu 0.90836(8) 0.18751(7) 0.57057(5) 0.0387(2) Uani 1 1 d . . . I3 I 1.10743(4) 0.11761(4) 0.49598(2) 0.03888(13) Uani 1 1 d . . . I4 I 1.06890(4) -0.06504(3) 0.31650(2) 0.03756(13) Uani 1 1 d . . . N5 N 0.6651(5) 0.2929(4) 0.4023(3) 0.0307(13) Uani 1 1 d . . . N6 N 0.8223(5) 0.1446(4) 0.3904(3) 0.0350(13) Uani 1 1 d . . . N7 N 0.1263(5) 0.5026(4) 0.4050(3) 0.0342(13) Uani 1 1 d . . . N8 N 0.0995(5) 0.6781(4) 0.3914(3) 0.0352(14) Uani 1 1 d . . . S3 S 0.72627(16) 0.17276(13) 0.51435(8) 0.0309(4) Uani 1 1 d . . . S4 S 0.14644(18) 0.60127(13) 0.51582(9) 0.0380(4) Uani 1 1 d . . . C26 C 0.7377(6) 0.2085(5) 0.4258(3) 0.0310(15) Uani 1 1 d . . . C27 C 0.8310(8) 0.1700(6) 0.3231(4) 0.051(2) Uani 1 1 d . . . H27A H 0.8870 0.1268 0.2951 0.061 Uiso 1 1 calc R . . C28 C 0.7620(8) 0.2557(6) 0.2939(4) 0.055(2) Uani 1 1 d . . . H28A H 0.7695 0.2713 0.2467 0.066 Uiso 1 1 calc R . . C29 C 0.6800(7) 0.3201(5) 0.3354(4) 0.0391(18) Uani 1 1 d . . . C30 C 0.6059(7) 0.4169(5) 0.3102(4) 0.0362(16) Uani 1 1 d . . . C31 C 0.6508(8) 0.4684(6) 0.2564(4) 0.056(2) Uani 1 1 d . . . H31A H 0.7287 0.4414 0.2352 0.067 Uiso 1 1 calc R . . C32 C 0.5803(11) 0.5600(6) 0.2338(5) 0.071(3) Uani 1 1 d . . . H32A H 0.6105 0.5941 0.1966 0.085 Uiso 1 1 calc R . . C33 C 0.4672(10) 0.6025(7) 0.2645(5) 0.067(3) Uani 1 1 d . . . H33A H 0.4205 0.6648 0.2485 0.080 Uiso 1 1 calc R . . C34 C 0.4240(8) 0.5524(6) 0.3189(5) 0.058(2) Uani 1 1 d . . . H34A H 0.3474 0.5806 0.3409 0.070 Uiso 1 1 calc R . . C35 C 0.4933(7) 0.4598(6) 0.3418(4) 0.049(2) Uani 1 1 d . . . H35A H 0.4631 0.4260 0.3793 0.059 Uiso 1 1 calc R . . C36 C 0.5920(6) 0.2646(5) 0.5441(3) 0.0307(15) Uani 1 1 d . . . H36A H 0.5959 0.2665 0.5942 0.037 Uiso 1 1 calc R . . H36B H 0.5973 0.3296 0.5241 0.037 Uiso 1 1 calc R . . C37 C 0.4675(6) 0.2444(5) 0.5252(4) 0.0393(18) Uani 1 1 d . . . H37A H 0.4676 0.1759 0.5396 0.047 Uiso 1 1 calc R . . H37B H 0.4596 0.2509 0.4751 0.047 Uiso 1 1 calc R . . C38 C 0.3519(7) 0.3120(5) 0.5570(4) 0.0399(18) Uani 1 1 d . . . H38A H 0.3652 0.3122 0.6066 0.048 Uiso 1 1 calc R . . H38B H 0.2781 0.2842 0.5506 0.048 Uiso 1 1 calc R . . C39 C 0.3221(6) 0.4187(5) 0.5275(4) 0.0350(16) Uani 1 1 d . . . H39A H 0.3841 0.4528 0.5442 0.042 Uiso 1 1 calc R . . H39B H 0.3290 0.4191 0.4772 0.042 Uiso 1 1 calc R . . C40 C 0.1902(6) 0.4732(5) 0.5480(3) 0.0341(16) Uani 1 1 d . . . H40A H 0.1839 0.4711 0.5983 0.041 Uiso 1 1 calc R . . H40B H 0.1291 0.4384 0.5311 0.041 Uiso 1 1 calc R . . C41 C 0.1216(6) 0.5906(5) 0.4287(3) 0.0311(15) Uani 1 1 d . . . C42 C 0.0814(7) 0.6690(5) 0.3235(4) 0.045(2) Uani 1 1 d . . . H42A H 0.0662 0.7268 0.2947 0.054 Uiso 1 1 calc R . . C43 C 0.0835(8) 0.5832(5) 0.2943(4) 0.050(2) Uani 1 1 d . . . H43A H 0.0706 0.5812 0.2468 0.060 Uiso 1 1 calc R . . C44 C 0.1055(7) 0.4984(5) 0.3368(4) 0.0407(18) Uani 1 1 d . . . C45 C 0.1126(7) 0.3992(5) 0.3123(4) 0.0407(18) Uani 1 1 d . . . C46 C 0.0606(9) 0.3884(6) 0.2493(4) 0.056(2) Uani 1 1 d . . . H46A H 0.0191 0.4445 0.2229 0.067 Uiso 1 1 calc R . . C47 C 0.0696(10) 0.2951(7) 0.2252(5) 0.072(3) Uani 1 1 d . . . H47A H 0.0344 0.2886 0.1825 0.087 Uiso 1 1 calc R . . C48 C 0.1281(12) 0.2145(7) 0.2622(5) 0.083(4) Uani 1 1 d . . . H48A H 0.1350 0.1514 0.2458 0.100 Uiso 1 1 calc R . . C49 C 0.1771(13) 0.2256(7) 0.3238(5) 0.103(4) Uani 1 1 d . . . H49A H 0.2183 0.1690 0.3497 0.124 Uiso 1 1 calc R . . C50 C 0.1689(12) 0.3176(6) 0.3502(5) 0.089(4) Uani 1 1 d . . . H50A H 0.2019 0.3228 0.3937 0.106 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0336(5) 0.0315(5) 0.0397(5) -0.0057(4) -0.0025(4) -0.0020(4) Cu2 0.0322(5) 0.0360(5) 0.0515(6) -0.0029(4) -0.0047(4) -0.0013(4) I1 0.0286(2) 0.0362(3) 0.0492(3) -0.0091(2) -0.0012(2) -0.0070(2) I2 0.0360(3) 0.0309(3) 0.0416(3) -0.0038(2) 0.0050(2) -0.0075(2) N1 0.026(3) 0.026(3) 0.031(3) -0.006(2) 0.001(2) -0.002(2) N2 0.029(3) 0.026(3) 0.038(3) -0.005(3) -0.001(2) 0.002(3) N3 0.036(3) 0.029(3) 0.031(3) -0.003(2) -0.004(3) 0.002(3) N4 0.041(4) 0.031(3) 0.055(4) -0.004(3) -0.023(3) -0.003(3) S1 0.0304(9) 0.0351(10) 0.0360(10) -0.0083(8) -0.0042(7) -0.0035(8) S2 0.0261(9) 0.0285(9) 0.0379(10) -0.0030(7) -0.0042(7) -0.0007(8) C1 0.026(4) 0.020(3) 0.037(4) 0.007(3) -0.005(3) -0.003(3) C2 0.033(4) 0.057(5) 0.047(5) -0.013(4) -0.015(4) 0.010(4) C3 0.033(4) 0.074(6) 0.041(5) -0.028(4) -0.009(3) 0.005(4) C4 0.033(4) 0.031(4) 0.038(4) -0.006(3) -0.007(3) -0.003(3) C5 0.035(4) 0.033(4) 0.032(4) -0.005(3) -0.001(3) -0.004(3) C6 0.038(4) 0.052(5) 0.034(4) -0.015(4) 0.001(3) -0.011(4) C7 0.043(5) 0.050(5) 0.045(5) -0.013(4) -0.004(4) -0.010(4) C8 0.048(5) 0.040(4) 0.038(4) -0.018(3) 0.002(3) -0.008(4) C9 0.034(4) 0.042(5) 0.043(4) -0.006(4) 0.002(3) -0.006(4) C10 0.031(4) 0.045(5) 0.041(4) -0.013(3) -0.006(3) -0.008(4) C11 0.028(4) 0.030(4) 0.044(4) -0.005(3) -0.005(3) 0.002(3) C12 0.035(4) 0.031(4) 0.048(5) 0.002(3) -0.005(3) -0.004(3) C13 0.037(4) 0.034(4) 0.050(5) 0.008(3) 0.004(3) -0.004(4) C14 0.030(4) 0.031(4) 0.048(5) 0.001(3) 0.002(3) -0.001(3) C15 0.031(4) 0.032(4) 0.033(4) -0.004(3) -0.004(3) 0.000(3) C16 0.034(4) 0.034(4) 0.032(4) -0.002(3) -0.003(3) -0.003(3) C17 0.060(6) 0.033(5) 0.104(8) -0.015(5) -0.045(5) 0.004(4) C18 0.054(6) 0.043(5) 0.103(8) -0.024(5) -0.040(5) 0.000(5) C19 0.036(4) 0.031(4) 0.064(5) -0.002(4) -0.025(4) -0.006(4) C20 0.031(4) 0.031(4) 0.057(5) 0.005(4) -0.007(3) 0.002(3) C21 0.036(5) 0.046(5) 0.078(6) 0.010(4) -0.010(4) -0.014(4) C22 0.030(5) 0.059(6) 0.085(7) 0.000(5) -0.001(4) -0.002(4) C23 0.036(5) 0.062(7) 0.109(9) 0.015(6) 0.002(5) 0.005(5) C24 0.038(5) 0.035(5) 0.168(11) 0.022(6) 0.002(6) 0.003(4) C25 0.039(5) 0.049(6) 0.131(9) 0.032(6) -0.010(5) -0.013(5) Cu3 0.0416(5) 0.0368(5) 0.0511(6) 0.0000(4) -0.0073(4) -0.0005(5) Cu4 0.0368(5) 0.0342(5) 0.0429(5) -0.0063(4) -0.0073(4) -0.0016(4) I3 0.0317(3) 0.0362(3) 0.0473(3) -0.0055(2) -0.0003(2) -0.0041(2) I4 0.0401(3) 0.0316(3) 0.0397(3) -0.0032(2) -0.0038(2) -0.0049(2) N5 0.026(3) 0.029(3) 0.034(3) 0.006(3) -0.005(2) 0.000(3) N6 0.029(3) 0.036(3) 0.036(3) -0.007(3) -0.002(3) 0.003(3) N7 0.038(3) 0.028(3) 0.035(3) -0.005(3) -0.003(3) -0.001(3) N8 0.033(3) 0.027(3) 0.041(4) -0.002(3) -0.012(3) 0.002(3) S3 0.0315(9) 0.0307(9) 0.0287(9) 0.0003(7) -0.0045(7) -0.0032(8) S4 0.0450(11) 0.0327(10) 0.0339(10) -0.0045(8) -0.0055(8) -0.0030(9) C26 0.028(4) 0.031(4) 0.034(4) 0.000(3) -0.003(3) -0.006(3) C27 0.054(5) 0.052(5) 0.036(5) -0.005(4) 0.003(4) 0.010(4) C28 0.060(5) 0.064(6) 0.024(4) 0.002(4) 0.005(4) 0.019(5) C29 0.036(4) 0.036(4) 0.044(5) 0.003(3) -0.008(3) -0.005(4) C30 0.037(4) 0.033(4) 0.033(4) -0.001(3) -0.001(3) 0.004(3) C31 0.053(5) 0.055(6) 0.055(6) 0.005(4) 0.010(4) -0.006(5) C32 0.114(9) 0.039(5) 0.052(6) 0.021(4) 0.011(6) -0.005(6) C33 0.083(7) 0.044(5) 0.063(6) 0.013(5) 0.000(5) 0.003(5) C34 0.045(5) 0.045(5) 0.071(6) 0.006(5) 0.009(4) 0.013(4) C35 0.045(5) 0.046(5) 0.048(5) 0.012(4) 0.006(4) 0.004(4) C36 0.029(4) 0.031(4) 0.030(4) -0.003(3) 0.000(3) -0.002(3) C37 0.039(4) 0.031(4) 0.047(5) -0.003(3) -0.006(3) -0.008(4) C38 0.039(4) 0.035(4) 0.044(4) 0.007(3) 0.004(3) -0.008(4) C39 0.026(4) 0.033(4) 0.046(4) -0.005(3) 0.000(3) -0.005(3) C40 0.031(4) 0.036(4) 0.031(4) 0.002(3) 0.001(3) -0.001(3) C41 0.026(4) 0.032(4) 0.032(4) -0.002(3) -0.004(3) 0.001(3) C42 0.056(5) 0.029(4) 0.045(5) 0.003(3) -0.021(4) -0.001(4) C43 0.071(6) 0.023(4) 0.054(5) 0.001(4) -0.025(4) -0.003(4) C44 0.042(4) 0.031(4) 0.049(5) -0.006(3) -0.009(4) -0.005(4) C45 0.058(5) 0.025(4) 0.038(4) -0.001(3) -0.006(4) -0.007(4) C46 0.079(6) 0.042(5) 0.050(5) -0.011(4) -0.010(5) -0.019(5) C47 0.121(9) 0.061(6) 0.045(5) -0.016(5) 0.000(5) -0.037(7) C48 0.176(12) 0.039(5) 0.038(5) -0.017(4) 0.021(6) -0.034(7) C49 0.216(14) 0.032(5) 0.052(7) -0.008(5) -0.003(8) -0.005(7) C50 0.176(12) 0.033(5) 0.046(6) -0.004(4) -0.018(6) 0.000(6) _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 N2 2.047(6) . ? Cu1 S2 2.323(2) 2_675 ? Cu1 I2 2.6088(11) . ? Cu1 I1 2.6675(10) . ? Cu1 Cu2 2.8346(17) . ? Cu2 N4 2.065(6) 1_645 ? Cu2 I2 2.6374(11) . ? Cu2 I1 2.6805(12) . ? Cu2 I2 2.7097(12) 2_765 ? Cu2 Cu2 2.8998(19) 2_765 ? I2 Cu2 2.7097(12) 2_765 ? N1 C1 1.330(8) . ? N1 C4 1.346(8) . ? N2 C2 1.344(8) . ? N2 C1 1.358(8) . ? N3 C16 1.333(9) . ? N3 C19 1.353(8) . ? N4 C17 1.321(9) . ? N4 C16 1.354(9) . ? N4 Cu2 2.065(6) 1_465 ? S1 C1 1.751(7) . ? S1 C11 1.797(7) . ? S2 C16 1.767(7) . ? S2 C15 1.823(7) . ? S2 Cu1 2.323(2) 2_675 ? C2 C3 1.359(10) . ? C2 H2A 0.9400 . ? C3 C4 1.396(10) . ? C3 H3B 0.9400 . ? C4 C5 1.469(10) . ? C5 C10 1.394(9) . ? C5 C6 1.397(9) . ? C6 C7 1.372(10) . ? C6 H6A 0.9400 . ? C7 C8 1.371(10) . ? C7 H7B 0.9400 . ? C8 C9 1.394(9) . ? C8 H8B 0.9400 . ? C9 C10 1.359(10) . ? C9 H9A 0.9400 . ? C10 H10A 0.9400 . ? C11 C12 1.507(9) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C12 C13 1.523(10) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C13 C14 1.517(9) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C14 C15 1.510(9) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C15 H15B 0.9800 . ? C15 H15A 0.9800 . ? C17 C18 1.387(11) . ? C17 H17A 0.9400 . ? C18 C19 1.375(10) . ? C18 H18A 0.9400 . ? C19 C20 1.477(10) . ? C20 C25 1.390(10) . ? C20 C21 1.390(9) . ? C21 C22 1.366(11) . ? C21 H21A 0.9400 . ? C22 C23 1.371(12) . ? C22 H22A 0.9400 . ? C23 C24 1.347(11) . ? C23 H23A 0.9400 . ? C24 C25 1.377(12) . ? C24 H24A 0.9400 . ? C25 H25A 0.9400 . ? Cu3 N6 2.077(6) . ? Cu3 I3 2.6177(13) 2_756 ? Cu3 I3 2.6863(13) . ? Cu3 I4 2.7185(14) . ? Cu3 Cu3 2.906(2) 2_756 ? Cu3 Cu4 2.9895(16) 2_756 ? Cu4 N8 2.037(6) 2_666 ? Cu4 S3 2.3375(19) . ? Cu4 I3 2.6065(14) . ? Cu4 I4 2.6888(13) 2_756 ? Cu4 Cu3 2.9895(16) 2_756 ? I3 Cu3 2.6177(13) 2_756 ? I4 Cu4 2.6888(13) 2_756 ? N5 C26 1.321(8) . ? N5 C29 1.353(8) . ? N6 C26 1.334(9) . ? N6 C27 1.346(9) . ? N7 C41 1.326(8) . ? N7 C44 1.358(9) . ? N8 C42 1.358(9) . ? N8 C41 1.360(8) . ? N8 Cu4 2.037(6) 2_666 ? S3 C26 1.778(7) . ? S3 C36 1.815(7) . ? S4 C41 1.744(7) . ? S4 C40 1.819(7) . ? C27 C28 1.358(10) . ? C27 H27A 0.9400 . ? C28 C29 1.392(11) . ? C28 H28A 0.9400 . ? C29 C30 1.469(10) . ? C30 C35 1.381(10) . ? C30 C31 1.381(10) . ? C31 C32 1.385(11) . ? C31 H31A 0.9400 . ? C32 C33 1.375(13) . ? C32 H32A 0.9400 . ? C33 C34 1.372(11) . ? C33 H33A 0.9400 . ? C34 C35 1.392(10) . ? C34 H34A 0.9400 . ? C35 H35A 0.9400 . ? C36 C37 1.500(8) . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C37 C38 1.529(10) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C38 C39 1.531(9) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C39 C40 1.517(9) . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C42 C43 1.348(10) . ? C42 H42A 0.9400 . ? C43 C44 1.384(10) . ? C43 H43A 0.9400 . ? C44 C45 1.473(10) . ? C45 C50 1.350(11) . ? C45 C46 1.393(10) . ? C46 C47 1.388(11) . ? C46 H46A 0.9400 . ? C47 C48 1.338(13) . ? C47 H47A 0.9400 . ? C48 C49 1.353(13) . ? C48 H48A 0.9400 . ? C49 C50 1.392(12) . ? C49 H49A 0.9400 . ? C50 H50A 0.9400 . ? 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 N2 Cu1 S2 117.44(16) . 2_675 ? N2 Cu1 I2 110.73(15) . . ? S2 Cu1 I2 112.12(6) 2_675 . ? N2 Cu1 I1 104.31(15) . . ? S2 Cu1 I1 100.00(6) 2_675 . ? I2 Cu1 I1 111.36(4) . . ? N2 Cu1 Cu2 142.12(16) . . ? S2 Cu1 Cu2 99.45(7) 2_675 . ? I2 Cu1 Cu2 57.78(3) . . ? I1 Cu1 Cu2 58.22(3) . . ? N4 Cu2 I2 120.80(18) 1_645 . ? N4 Cu2 I1 106.22(16) 1_645 . ? I2 Cu2 I1 110.06(5) . . ? N4 Cu2 I2 99.46(19) 1_645 2_765 ? I2 Cu2 I2 114.33(4) . 2_765 ? I1 Cu2 I2 104.33(4) . 2_765 ? N4 Cu2 Cu1 152.68(18) 1_645 . ? I2 Cu2 Cu1 56.81(3) . . ? I1 Cu2 Cu1 57.77(3) . . ? I2 Cu2 Cu1 105.83(5) 2_765 . ? N4 Cu2 Cu2 128.26(17) 1_645 2_765 ? I2 Cu2 Cu2 58.37(4) . 2_765 ? I1 Cu2 Cu2 122.90(6) . 2_765 ? I2 Cu2 Cu2 55.97(4) 2_765 2_765 ? Cu1 Cu2 Cu2 75.94(5) . 2_765 ? Cu1 I1 Cu2 64.02(4) . . ? Cu1 I2 Cu2 65.41(4) . . ? Cu1 I2 Cu2 83.10(4) . 2_765 ? Cu2 I2 Cu2 65.67(4) . 2_765 ? C1 N1 C4 117.1(6) . . ? C2 N2 C1 114.5(6) . . ? C2 N2 Cu1 118.8(5) . . ? C1 N2 Cu1 126.5(5) . . ? C16 N3 C19 116.9(6) . . ? C17 N4 C16 115.0(6) . . ? C17 N4 Cu2 118.0(5) . 1_465 ? C16 N4 Cu2 126.3(4) . 1_465 ? C1 S1 C11 102.8(3) . . ? C16 S2 C15 103.1(3) . . ? C16 S2 Cu1 108.4(2) . 2_675 ? C15 S2 Cu1 107.1(2) . 2_675 ? N1 C1 N2 126.6(6) . . ? N1 C1 S1 120.2(5) . . ? N2 C1 S1 113.2(5) . . ? N2 C2 C3 123.4(7) . . ? N2 C2 H2A 118.3 . . ? C3 C2 H2A 118.3 . . ? C2 C3 C4 118.0(7) . . ? C2 C3 H3B 121.0 . . ? C4 C3 H3B 121.0 . . ? N1 C4 C3 120.4(7) . . ? N1 C4 C5 117.8(6) . . ? C3 C4 C5 121.7(6) . . ? C10 C5 C6 118.2(7) . . ? C10 C5 C4 120.6(6) . . ? C6 C5 C4 121.3(6) . . ? C7 C6 C5 120.7(7) . . ? C7 C6 H6A 119.7 . . ? C5 C6 H6A 119.7 . . ? C8 C7 C6 120.8(7) . . ? C8 C7 H7B 119.6 . . ? C6 C7 H7B 119.6 . . ? C7 C8 C9 118.8(7) . . ? C7 C8 H8B 120.6 . . ? C9 C8 H8B 120.6 . . ? C10 C9 C8 121.1(7) . . ? C10 C9 H9A 119.4 . . ? C8 C9 H9A 119.4 . . ? C9 C10 C5 120.5(6) . . ? C9 C10 H10A 119.8 . . ? C5 C10 H10A 119.8 . . ? C12 C11 S1 116.5(5) . . ? C12 C11 H11A 108.2 . . ? S1 C11 H11A 108.2 . . ? C12 C11 H11B 108.2 . . ? S1 C11 H11B 108.2 . . ? H11A C11 H11B 107.3 . . ? C11 C12 C13 113.1(5) . . ? C11 C12 H12A 109.0 . . ? C13 C12 H12A 109.0 . . ? C11 C12 H12B 109.0 . . ? C13 C12 H12B 109.0 . . ? H12A C12 H12B 107.8 . . ? C14 C13 C12 115.8(6) . . ? C14 C13 H13A 108.3 . . ? C12 C13 H13A 108.3 . . ? C14 C13 H13B 108.3 . . ? C12 C13 H13B 108.3 . . ? H13A C13 H13B 107.4 . . ? C15 C14 C13 113.2(6) . . ? C15 C14 H14A 108.9 . . ? C13 C14 H14A 108.9 . . ? C15 C14 H14B 108.9 . . ? C13 C14 H14B 108.9 . . ? H14A C14 H14B 107.7 . . ? C14 C15 S2 112.0(5) . . ? C14 C15 H15B 109.2 . . ? S2 C15 H15B 109.2 . . ? C14 C15 H15A 109.2 . . ? S2 C15 H15A 109.2 . . ? H15B C15 H15A 107.9 . . ? N3 C16 N4 126.7(6) . . ? N3 C16 S2 118.6(5) . . ? N4 C16 S2 114.6(5) . . ? N4 C17 C18 122.7(8) . . ? N4 C17 H17A 118.6 . . ? C18 C17 H17A 118.6 . . ? C19 C18 C17 118.4(7) . . ? C19 C18 H18A 120.8 . . ? C17 C18 H18A 120.8 . . ? N3 C19 C18 120.1(7) . . ? N3 C19 C20 116.9(6) . . ? C18 C19 C20 123.1(6) . . ? C25 C20 C21 117.9(7) . . ? C25 C20 C19 121.0(7) . . ? C21 C20 C19 120.9(6) . . ? C22 C21 C20 121.0(7) . . ? C22 C21 H21A 119.5 . . ? C20 C21 H21A 119.5 . . ? C21 C22 C23 119.8(8) . . ? C21 C22 H22A 120.1 . . ? C23 C22 H22A 120.1 . . ? C24 C23 C22 120.5(8) . . ? C24 C23 H23A 119.7 . . ? C22 C23 H23A 119.7 . . ? C23 C24 C25 120.6(8) . . ? C23 C24 H24A 119.7 . . ? C25 C24 H24A 119.7 . . ? C24 C25 C20 120.1(7) . . ? C24 C25 H25A 119.9 . . ? C20 C25 H25A 119.9 . . ? N6 Cu3 I3 120.97(16) . 2_756 ? N6 Cu3 I3 100.86(16) . . ? I3 Cu3 I3 113.58(4) 2_756 . ? N6 Cu3 I4 104.38(17) . . ? I3 Cu3 I4 103.61(4) 2_756 . ? I3 Cu3 I4 113.48(4) . . ? N6 Cu3 Cu3 129.63(18) . 2_756 ? I3 Cu3 Cu3 57.92(4) 2_756 2_756 ? I3 Cu3 Cu3 55.66(4) . 2_756 ? I4 Cu3 Cu3 125.48(6) . 2_756 ? N6 Cu3 Cu4 150.85(16) . 2_756 ? I3 Cu3 Cu4 54.92(3) 2_756 2_756 ? I3 Cu3 Cu4 106.77(4) . 2_756 ? I4 Cu3 Cu4 55.96(4) . 2_756 ? Cu3 Cu3 Cu4 75.46(5) 2_756 2_756 ? N8 Cu4 S3 115.22(16) 2_666 . ? N8 Cu4 I3 115.58(17) 2_666 . ? S3 Cu4 I3 109.79(6) . . ? N8 Cu4 I4 103.69(16) 2_666 2_756 ? S3 Cu4 I4 106.66(6) . 2_756 ? I3 Cu4 I4 104.75(4) . 2_756 ? N8 Cu4 Cu3 146.95(15) 2_666 2_756 ? S3 Cu4 Cu3 96.88(6) . 2_756 ? I3 Cu4 Cu3 55.27(4) . 2_756 ? I4 Cu4 Cu3 56.91(4) 2_756 2_756 ? Cu4 I3 Cu3 69.81(4) . 2_756 ? Cu4 I3 Cu3 85.94(4) . . ? Cu3 I3 Cu3 66.42(4) 2_756 . ? Cu4 I4 Cu3 67.12(4) 2_756 . ? C26 N5 C29 117.2(6) . . ? C26 N6 C27 114.9(6) . . ? C26 N6 Cu3 127.2(5) . . ? C27 N6 Cu3 117.1(5) . . ? C41 N7 C44 117.4(6) . . ? C42 N8 C41 113.3(6) . . ? C42 N8 Cu4 121.0(4) . 2_666 ? C41 N8 Cu4 125.7(5) . 2_666 ? C26 S3 C36 102.9(3) . . ? C26 S3 Cu4 109.2(2) . . ? C36 S3 Cu4 109.3(2) . . ? C41 S4 C40 102.5(3) . . ? N5 C26 N6 127.3(6) . . ? N5 C26 S3 118.6(5) . . ? N6 C26 S3 114.1(5) . . ? N6 C27 C28 122.5(8) . . ? N6 C27 H27A 118.7 . . ? C28 C27 H27A 118.7 . . ? C27 C28 C29 118.7(7) . . ? C27 C28 H28A 120.7 . . ? C29 C28 H28A 120.7 . . ? N5 C29 C28 119.2(6) . . ? N5 C29 C30 117.5(7) . . ? C28 C29 C30 123.3(7) . . ? C35 C30 C31 119.0(7) . . ? C35 C30 C29 120.5(6) . . ? C31 C30 C29 120.4(7) . . ? C30 C31 C32 119.5(8) . . ? C30 C31 H31A 120.3 . . ? C32 C31 H31A 120.3 . . ? C33 C32 C31 121.8(8) . . ? C33 C32 H32A 119.1 . . ? C31 C32 H32A 119.1 . . ? C34 C33 C32 118.7(8) . . ? C34 C33 H33A 120.7 . . ? C32 C33 H33A 120.7 . . ? C33 C34 C35 120.2(8) . . ? C33 C34 H34A 119.9 . . ? C35 C34 H34A 119.9 . . ? C30 C35 C34 120.8(7) . . ? C30 C35 H35A 119.6 . . ? C34 C35 H35A 119.6 . . ? C37 C36 S3 112.8(5) . . ? C37 C36 H36A 109.0 . . ? S3 C36 H36A 109.0 . . ? C37 C36 H36B 109.0 . . ? S3 C36 H36B 109.0 . . ? H36A C36 H36B 107.8 . . ? C36 C37 C38 114.7(6) . . ? C36 C37 H37A 108.6 . . ? C38 C37 H37A 108.6 . . ? C36 C37 H37B 108.6 . . ? C38 C37 H37B 108.6 . . ? H37A C37 H37B 107.6 . . ? C37 C38 C39 115.0(6) . . ? C37 C38 H38A 108.5 . . ? C39 C38 H38A 108.5 . . ? C37 C38 H38B 108.5 . . ? C39 C38 H38B 108.5 . . ? H38A C38 H38B 107.5 . . ? C40 C39 C38 111.3(5) . . ? C40 C39 H39A 109.4 . . ? C38 C39 H39A 109.4 . . ? C40 C39 H39B 109.4 . . ? C38 C39 H39B 109.4 . . ? H39A C39 H39B 108.0 . . ? C39 C40 S4 114.6(4) . . ? C39 C40 H40A 108.6 . . ? S4 C40 H40A 108.6 . . ? C39 C40 H40B 108.6 . . ? S4 C40 H40B 108.6 . . ? H40A C40 H40B 107.6 . . ? N7 C41 N8 126.6(6) . . ? N7 C41 S4 119.8(5) . . ? N8 C41 S4 113.7(5) . . ? C43 C42 N8 124.8(7) . . ? C43 C42 H42A 117.6 . . ? N8 C42 H42A 117.6 . . ? C42 C43 C44 117.4(7) . . ? C42 C43 H43A 121.3 . . ? C44 C43 H43A 121.3 . . ? N7 C44 C43 120.5(7) . . ? N7 C44 C45 115.9(6) . . ? C43 C44 C45 123.6(7) . . ? C50 C45 C46 118.8(7) . . ? C50 C45 C44 121.0(7) . . ? C46 C45 C44 120.2(7) . . ? C47 C46 C45 120.4(8) . . ? C47 C46 H46A 119.8 . . ? C45 C46 H46A 119.8 . . ? C48 C47 C46 120.6(9) . . ? C48 C47 H47A 119.7 . . ? C46 C47 H47A 119.7 . . ? C47 C48 C49 118.7(9) . . ? C47 C48 H48A 120.7 . . ? C49 C48 H48A 120.7 . . ? C48 C49 C50 122.6(10) . . ? C48 C49 H49A 118.7 . . ? C50 C49 H49A 118.7 . . ? C45 C50 C49 118.9(9) . . ? C45 C50 H50A 120.6 . . ? C49 C50 H50A 120.6 . . ? 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 C2 H2A I1 0.94 3.00 3.687(8) 130.8 . C7 H7B S3 0.94 2.87 3.796(8) 167.1 1_565 C9 H9A I4 0.94 2.97 3.792(7) 146.5 1_465 C15 H15A N3 0.98 2.51 2.884(8) 102.1 . C17 H17A I1 0.94 3.00 3.721(8) 134.1 1_465 C27 H27A I4 0.94 2.95 3.687(8) 135.8 . C36 H36B N5 0.98 2.51 2.887(9) 102.4 . C39 H39B N7 0.98 2.64 3.218(9) 118.1 . C42 H42A I4 0.94 2.96 3.677(7) 133.6 1_465 C50 H50A N7 0.94 2.47 2.783(11) 99.2 . _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 1.351 _refine_diff_density_min -1.070 _refine_diff_density_rms 0.148 #===END data_6 _database_code_depnum_ccdc_archive 'CCDC 819180' #TrackingRef '- JPLangCIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H16 Cu2 I2 N3 S' _chemical_formula_sum 'C15 H16 Cu2 I2 N3 S' _chemical_formula_weight 651.28 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 triclinic _symmetry_space_group_name_H-M 'p -1' _symmetry_space_group_name_Hall '-p 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.889(2) _cell_length_b 10.169(2) _cell_length_c 10.898(2) _cell_angle_alpha 91.87(3) _cell_angle_beta 95.71(3) _cell_angle_gamma 116.91(3) _cell_volume 968.7(4) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 4656 _cell_measurement_theta_min 3.0635 _cell_measurement_theta_max 27.4816 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.233 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 614 _exptl_absorpt_coefficient_mu 5.491 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2124 _exptl_absorpt_correction_T_max 0.4361 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Corp.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 8767 _diffrn_reflns_av_R_equivalents 0.0278 _diffrn_reflns_av_sigmaI/netI 0.0478 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4346 _reflns_number_gt 3355 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0404P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4346 _refine_ls_number_parameters 209 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0468 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_ref 0.0784 _refine_ls_wR_factor_gt 0.0749 _refine_ls_goodness_of_fit_ref 0.945 _refine_ls_restrained_S_all 0.950 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 1.05524(7) 0.15718(7) 0.01866(5) 0.03785(15) Uani 1 1 d . . . Cu2 Cu 1.35648(7) 0.00109(7) -0.00347(6) 0.04092(16) Uani 1 1 d . . . I1 I 1.17705(3) 0.01409(4) 0.15209(3) 0.03492(10) Uani 1 1 d . . . I2 I 1.60934(3) 0.24136(3) -0.00789(3) 0.04025(11) Uani 1 1 d . . . N1 N 0.9999(4) 0.2831(4) 0.1354(3) 0.0293(8) Uani 1 1 d . . . N2 N 0.8599(4) 0.3109(4) 0.2918(3) 0.0307(8) Uani 1 1 d . . . N3 N 1.2220(5) 0.3019(5) -0.0714(4) 0.0376(9) Uani 1 1 d . . . S1 S 0.79135(13) 0.03675(13) 0.20498(11) 0.0336(3) Uani 1 1 d . . . C1 C 0.8942(5) 0.2318(5) 0.2142(4) 0.0278(9) Uani 1 1 d . . . C2 C 1.0701(5) 0.4303(5) 0.1351(4) 0.0352(11) Uani 1 1 d . . . H2A H 1.1446 0.4726 0.0816 0.042 Uiso 1 1 calc R . . C3 C 1.0393(5) 0.5236(5) 0.2087(4) 0.0378(11) Uani 1 1 d . . . H3A H 1.0885 0.6267 0.2041 0.045 Uiso 1 1 calc R . . C4 C 0.9320(5) 0.4585(5) 0.2901(4) 0.0328(10) Uani 1 1 d . . . C5 C 0.8876(5) 0.5440(5) 0.3772(4) 0.0350(11) Uani 1 1 d . . . C6 C 0.9442(6) 0.6968(6) 0.3763(5) 0.0474(13) Uani 1 1 d . . . H6A H 1.0126 0.7484 0.3205 0.057 Uiso 1 1 calc R . . C7 C 0.8999(7) 0.7719(7) 0.4572(6) 0.0605(18) Uani 1 1 d . . . H7A H 0.9385 0.8750 0.4563 0.073 Uiso 1 1 calc R . . C8 C 0.7999(8) 0.6987(8) 0.5397(6) 0.0632(19) Uani 1 1 d . . . H8A H 0.7705 0.7513 0.5946 0.076 Uiso 1 1 calc R . . C9 C 0.7435(8) 0.5485(8) 0.5410(5) 0.0636(18) Uani 1 1 d . . . H9A H 0.6744 0.4977 0.5965 0.076 Uiso 1 1 calc R . . C10 C 0.7878(7) 0.4713(7) 0.4609(5) 0.0496(14) Uani 1 1 d . . . H10A H 0.7497 0.3684 0.4633 0.060 Uiso 1 1 calc R . . C11 C 0.6389(7) 0.0099(7) 0.2999(5) 0.0564(14) Uani 1 1 d U . . H11A H 0.6078 0.0877 0.2867 0.068 Uiso 1 1 calc R . . H11B H 0.5500 -0.0854 0.2721 0.068 Uiso 1 1 calc R . . C12 C 0.6834(7) 0.0127(9) 0.4311(6) 0.0679(16) Uani 1 1 d U . . H12A H 0.7568 0.1138 0.4639 0.082 Uiso 1 1 calc R . . H12B H 0.7331 -0.0510 0.4441 0.082 Uiso 1 1 calc R . . C13 C 0.5357(9) -0.0442(11) 0.5032(8) 0.090(2) Uani 1 1 d U . . H13A H 0.4624 -0.1445 0.4684 0.134 Uiso 1 1 calc R . . H13B H 0.5667 -0.0496 0.5904 0.134 Uiso 1 1 calc R . . C15 C 1.3171(6) 0.3738(6) -0.1255(4) 0.0356(11) Uani 1 1 d . . . C16 C 1.4376(6) 0.4630(7) -0.1969(5) 0.0480(13) Uani 1 1 d . . . H16A H 1.5217 0.4387 -0.1823 0.072 Uiso 1 1 calc R . . H16B H 1.4735 0.5671 -0.1720 0.072 Uiso 1 1 calc R . . H16C H 1.3983 0.4431 -0.2843 0.072 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0385(3) 0.0371(4) 0.0402(3) 0.0023(3) 0.0136(3) 0.0177(3) Cu2 0.0339(3) 0.0297(3) 0.0569(4) 0.0027(3) 0.0128(3) 0.0113(3) I1 0.03427(17) 0.03754(19) 0.03479(17) 0.00154(13) 0.00648(12) 0.01775(14) I2 0.02832(16) 0.02374(17) 0.0667(2) 0.00631(14) 0.00721(14) 0.00985(13) N1 0.0298(19) 0.026(2) 0.031(2) 0.0047(16) 0.0089(16) 0.0109(17) N2 0.034(2) 0.031(2) 0.0290(19) 0.0020(16) 0.0100(16) 0.0157(18) N3 0.038(2) 0.037(3) 0.038(2) 0.0057(19) 0.0100(19) 0.016(2) S1 0.0369(6) 0.0261(6) 0.0395(6) 0.0052(5) 0.0213(5) 0.0127(5) C1 0.029(2) 0.029(2) 0.029(2) 0.0080(18) 0.0114(18) 0.0148(19) C2 0.032(2) 0.034(3) 0.035(3) 0.003(2) 0.011(2) 0.010(2) C3 0.043(3) 0.022(3) 0.043(3) 0.006(2) 0.012(2) 0.009(2) C4 0.039(3) 0.029(3) 0.032(2) 0.0017(19) 0.002(2) 0.018(2) C5 0.041(3) 0.036(3) 0.032(2) -0.007(2) -0.004(2) 0.023(2) C6 0.044(3) 0.040(3) 0.058(3) -0.009(3) 0.000(2) 0.022(3) C7 0.060(4) 0.044(4) 0.080(4) -0.023(3) -0.007(3) 0.032(3) C8 0.078(4) 0.074(5) 0.055(4) -0.026(3) -0.010(3) 0.055(4) C9 0.088(5) 0.085(5) 0.045(3) 0.005(3) 0.024(3) 0.061(4) C10 0.076(4) 0.051(4) 0.039(3) 0.006(3) 0.019(3) 0.042(3) C11 0.060(3) 0.050(4) 0.056(3) 0.009(3) 0.031(3) 0.018(3) C12 0.064(3) 0.090(5) 0.069(3) 0.028(3) 0.024(3) 0.047(3) C13 0.090(5) 0.122(6) 0.084(4) 0.039(4) 0.041(4) 0.064(4) C15 0.038(3) 0.039(3) 0.034(3) 0.004(2) 0.008(2) 0.021(2) C16 0.039(3) 0.059(4) 0.049(3) 0.017(3) 0.012(2) 0.024(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 Cu1 N3 2.017(5) . ? Cu1 N1 2.056(4) . ? Cu1 I1 2.6569(10) . ? Cu1 I1 2.6625(14) 2_755 ? Cu1 Cu1 2.8712(15) 2_755 ? Cu2 S1 2.4300(16) 2_755 ? Cu2 I2 2.5934(14) . ? Cu2 I1 2.6146(10) . ? Cu2 I2 2.6408(8) 2_855 ? Cu2 Cu2 2.8422(13) 2_855 ? I1 Cu1 2.6625(14) 2_755 ? I2 Cu2 2.6408(8) 2_855 ? N1 C2 1.335(6) . ? N1 C1 1.348(6) . ? N2 C1 1.317(5) . ? N2 C4 1.341(6) . ? N3 C15 1.132(6) . ? S1 C1 1.766(5) . ? S1 C11 1.837(5) . ? S1 Cu2 2.4300(16) 2_755 ? C2 C3 1.377(6) . ? C2 H2A 0.9400 . ? C3 C4 1.393(7) . ? C3 H3A 0.9400 . ? C4 C5 1.492(6) . ? C5 C10 1.384(8) . ? C5 C6 1.393(7) . ? C6 C7 1.375(7) . ? C6 H6A 0.9400 . ? C7 C8 1.376(10) . ? C7 H7A 0.9400 . ? C8 C9 1.370(9) . ? C8 H8A 0.9400 . ? C9 C10 1.383(7) . ? C9 H9A 0.9400 . ? C10 H10A 0.9400 . ? C11 C12 1.449(8) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C12 C13 1.606(9) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C13 C13 1.371(14) 2_656 ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C15 C16 1.450(8) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C16 H16C 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Cu1 N1 105.95(16) . . ? N3 Cu1 I1 106.65(11) . . ? N1 Cu1 I1 109.30(10) . . ? N3 Cu1 I1 107.13(11) . 2_755 ? N1 Cu1 I1 112.58(10) . 2_755 ? I1 Cu1 I1 114.66(3) . 2_755 ? N3 Cu1 Cu1 122.57(12) . 2_755 ? N1 Cu1 Cu1 131.44(12) . 2_755 ? I1 Cu1 Cu1 57.43(3) . 2_755 ? I1 Cu1 Cu1 57.24(4) 2_755 2_755 ? S1 Cu2 I2 105.88(5) 2_755 . ? S1 Cu2 I1 103.76(4) 2_755 . ? I2 Cu2 I1 115.77(4) . . ? S1 Cu2 I2 103.27(5) 2_755 2_855 ? I2 Cu2 I2 114.23(3) . 2_855 ? I1 Cu2 I2 112.26(4) . 2_855 ? S1 Cu2 Cu2 117.57(5) 2_755 2_855 ? I2 Cu2 Cu2 57.92(3) . 2_855 ? I1 Cu2 Cu2 138.48(4) . 2_855 ? I2 Cu2 Cu2 56.31(4) 2_855 2_855 ? Cu2 I1 Cu1 98.09(3) . . ? Cu2 I1 Cu1 86.65(3) . 2_755 ? Cu1 I1 Cu1 65.34(3) . 2_755 ? Cu2 I2 Cu2 65.77(3) . 2_855 ? C2 N1 C1 114.3(4) . . ? C2 N1 Cu1 119.5(3) . . ? C1 N1 Cu1 126.2(3) . . ? C1 N2 C4 117.6(4) . . ? C15 N3 Cu1 174.5(4) . . ? C1 S1 C11 101.5(2) . . ? C1 S1 Cu2 98.04(15) . 2_755 ? C11 S1 Cu2 97.6(2) . 2_755 ? N2 C1 N1 127.1(4) . . ? N2 C1 S1 119.0(3) . . ? N1 C1 S1 113.9(3) . . ? N1 C2 C3 123.7(4) . . ? N1 C2 H2A 118.1 . . ? C3 C2 H2A 118.1 . . ? C2 C3 C4 117.0(5) . . ? C2 C3 H3A 121.5 . . ? C4 C3 H3A 121.5 . . ? N2 C4 C3 120.2(4) . . ? N2 C4 C5 116.0(4) . . ? C3 C4 C5 123.7(4) . . ? C10 C5 C6 118.7(5) . . ? C10 C5 C4 119.9(5) . . ? C6 C5 C4 121.4(5) . . ? C7 C6 C5 119.8(6) . . ? C7 C6 H6A 120.1 . . ? C5 C6 H6A 120.1 . . ? C6 C7 C8 121.1(6) . . ? C6 C7 H7A 119.5 . . ? C8 C7 H7A 119.5 . . ? C9 C8 C7 119.4(5) . . ? C9 C8 H8A 120.3 . . ? C7 C8 H8A 120.3 . . ? C8 C9 C10 120.3(6) . . ? C8 C9 H9A 119.9 . . ? C10 C9 H9A 119.9 . . ? C9 C10 C5 120.6(6) . . ? C9 C10 H10A 119.7 . . ? C5 C10 H10A 119.7 . . ? C12 C11 S1 113.5(4) . . ? C12 C11 H11A 108.9 . . ? S1 C11 H11A 108.9 . . ? C12 C11 H11B 108.9 . . ? S1 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? C11 C12 C13 110.0(5) . . ? C11 C12 H12A 109.7 . . ? C13 C12 H12A 109.7 . . ? C11 C12 H12B 109.7 . . ? C13 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? C13 C13 C12 113.7(9) 2_656 . ? C13 C13 H13A 108.8 2_656 . ? C12 C13 H13A 108.8 . . ? C13 C13 H13B 108.8 2_656 . ? C12 C13 H13B 108.8 . . ? H13A C13 H13B 107.7 . . ? N3 C15 C16 178.7(5) . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C2 H2A I2 0.94 3.03 3.836(5) 145.2 2_865 C10 H10A N2 0.94 2.44 2.772(6) 100.9 . C11 H11A N2 0.98 2.49 2.855(7) 101.6 . _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.402 _refine_diff_density_min -1.142 _refine_diff_density_rms 0.203 #===END