# 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_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_address ; Department of chemistry Zhengzhou University Zhengzhou 450052 China ; _publ_contact_author_email niuyy@zzu.edu.cn _publ_contact_author_fax '86 371 67767627' _publ_contact_author_phone '86 371 67767627' #TrackingRef 'PS4+CUSCN.cif' _publ_contact_author_name 'Niu, Yun-Yin' loop_ _publ_author_name 'Li-Sha Song' 'Hong-Mei Wang' 'Yunyin Niu' 'Hong-Wei Hou' #===============================END data_8 _database_code_depnum_ccdc_archive 'CCDC 849091' #TrackingRef '- Revised CIF data 1-10.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H11 Cu N3 S2' _chemical_formula_weight 336.91 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.3415(9) _cell_length_b 10.7795(10) _cell_length_c 12.8133(12) _cell_angle_alpha 90.00 _cell_angle_beta 110.643(2) _cell_angle_gamma 90.00 _cell_volume 1336.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3753 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 28.20 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.674 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 684 _exptl_absorpt_coefficient_mu 1.933 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.7473 _exptl_absorpt_correction_T_max 0.8302 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9215 _diffrn_reflns_av_R_equivalents 0.0378 _diffrn_reflns_av_sigmaI/netI 0.0315 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 28.29 _reflns_number_total 3276 _reflns_number_gt 2830 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0495P)^2^+0.2681P] 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 3276 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0482 _refine_ls_R_factor_gt 0.0408 _refine_ls_wR_factor_ref 0.1029 _refine_ls_wR_factor_gt 0.0988 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _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 0.23281(3) 0.50601(3) 0.46345(3) 0.04843(13) Uani 1 1 d . . . C1 C 0.2094(2) 0.8712(2) 0.5310(2) 0.0389(5) Uani 1 1 d . . . H1 H 0.2297 0.7973 0.5025 0.047 Uiso 1 1 calc R . . C2 C 0.1451(2) 0.8672(2) 0.61045(19) 0.0354(5) Uani 1 1 d . . . C3 C 0.1049(3) 0.7538(2) 0.6447(2) 0.0511(7) Uani 1 1 d . . . H3 H 0.1245 0.6790 0.6173 0.061 Uiso 1 1 calc R . . C4 C 0.0368(3) 0.7554(3) 0.7183(3) 0.0598(8) Uani 1 1 d . . . H4 H 0.0094 0.6811 0.7410 0.072 Uiso 1 1 calc R . . C5 C 0.0077(3) 0.8677(4) 0.7601(2) 0.0618(8) Uani 1 1 d . . . H5 H -0.0387 0.8667 0.8104 0.074 Uiso 1 1 calc R . . C6 C 0.0457(3) 0.9779(3) 0.7290(2) 0.0483(6) Uani 1 1 d . . . H6 H 0.0258 1.0515 0.7582 0.058 Uiso 1 1 calc R . . C7 C 0.1153(2) 0.9807(2) 0.6526(2) 0.0358(5) Uani 1 1 d . . . C8 C 0.1548(2) 1.0911(2) 0.6132(2) 0.0398(5) Uani 1 1 d . . . H8 H 0.1382 1.1670 0.6407 0.048 Uiso 1 1 calc R . . C9 C 0.2163(2) 1.0883(2) 0.5365(2) 0.0404(5) Uani 1 1 d . . . H9 H 0.2415 1.1621 0.5113 0.048 Uiso 1 1 calc R . . C10 C 0.3061(3) 0.9781(3) 0.4084(2) 0.0483(6) Uani 1 1 d . . . H10A H 0.2910 1.0582 0.3716 0.058 Uiso 1 1 calc R . . H10B H 0.2622 0.9155 0.3527 0.058 Uiso 1 1 calc R . . C11 C 0.4606(3) 0.9523(3) 0.4582(2) 0.0446(6) Uani 1 1 d . . . H11A H 0.4748 0.8716 0.4940 0.054 Uiso 1 1 calc R . . H11B H 0.4976 0.9490 0.3984 0.054 Uiso 1 1 calc R . . C12 C -0.0730(2) 0.5821(2) 0.38593(19) 0.0352(5) Uani 1 1 d . . . C13 C 0.4841(2) 0.36585(19) 0.43814(19) 0.0345(5) Uani 1 1 d . . . N1 N 0.24194(19) 0.97742(19) 0.49551(18) 0.0369(4) Uani 1 1 d . . . N2 N -0.1506(2) 0.5616(2) 0.42994(18) 0.0442(5) Uani 1 1 d . . . N3 N 0.6012(2) 0.38419(19) 0.47955(18) 0.0423(5) Uani 1 1 d . . . S1 S 0.03999(6) 0.61198(6) 0.32415(5) 0.04474(17) Uani 1 1 d . . . S2 S 0.31652(6) 0.34094(6) 0.37729(5) 0.04080(16) 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 0.03417(19) 0.0537(2) 0.0628(3) -0.00027(15) 0.02379(17) -0.00115(13) C1 0.0318(12) 0.0372(12) 0.0463(14) -0.0078(10) 0.0121(10) 0.0027(9) C2 0.0268(11) 0.0374(12) 0.0379(12) 0.0002(9) 0.0062(9) 0.0010(8) C3 0.0450(15) 0.0417(14) 0.0606(17) 0.0083(12) 0.0113(13) -0.0020(11) C4 0.0450(16) 0.070(2) 0.0581(18) 0.0235(15) 0.0105(14) -0.0085(13) C5 0.0404(15) 0.107(3) 0.0390(15) 0.0112(16) 0.0154(12) -0.0031(15) C6 0.0393(14) 0.0707(18) 0.0363(13) -0.0085(12) 0.0150(11) 0.0008(12) C7 0.0238(11) 0.0454(13) 0.0342(12) -0.0046(9) 0.0055(9) 0.0015(8) C8 0.0347(12) 0.0344(12) 0.0486(14) -0.0070(10) 0.0128(11) 0.0020(9) C9 0.0332(12) 0.0344(12) 0.0512(15) 0.0027(10) 0.0120(11) 0.0004(9) C10 0.0360(13) 0.0729(18) 0.0384(14) -0.0040(12) 0.0160(11) -0.0020(12) C11 0.0379(13) 0.0535(15) 0.0494(15) -0.0026(12) 0.0240(12) 0.0022(11) C12 0.0306(11) 0.0341(11) 0.0377(12) 0.0038(9) 0.0082(10) 0.0066(8) C13 0.0401(13) 0.0280(10) 0.0415(13) 0.0054(9) 0.0218(10) 0.0034(9) N1 0.0271(10) 0.0461(11) 0.0376(10) -0.0009(9) 0.0117(8) 0.0005(8) N2 0.0311(10) 0.0537(13) 0.0479(12) 0.0074(10) 0.0142(9) 0.0042(9) N3 0.0324(11) 0.0372(10) 0.0596(14) 0.0005(9) 0.0191(10) 0.0009(8) S1 0.0379(3) 0.0537(4) 0.0470(4) 0.0087(3) 0.0204(3) 0.0060(3) S2 0.0332(3) 0.0409(3) 0.0492(4) 0.0005(3) 0.0157(3) -0.0005(2) _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 1.984(2) 3_566 ? Cu1 N3 1.999(2) 3_666 ? Cu1 S2 2.4101(7) . ? Cu1 S1 2.4408(7) . ? C1 N1 1.318(3) . ? C1 C2 1.400(3) . ? C1 H1 0.9300 . ? C2 C3 1.410(3) . ? C2 C7 1.414(3) . ? C3 C4 1.362(4) . ? C3 H3 0.9300 . ? C4 C5 1.399(5) . ? C4 H4 0.9300 . ? C5 C6 1.354(4) . ? C5 H5 0.9300 . ? C6 C7 1.406(3) . ? C6 H6 0.9300 . ? C7 C8 1.408(3) . ? C8 C9 1.346(3) . ? C8 H8 0.9300 . ? C9 N1 1.369(3) . ? C9 H9 0.9300 . ? C10 N1 1.486(3) . ? C10 C11 1.523(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C11 1.501(5) 3_676 ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N2 1.153(3) . ? C12 S1 1.658(2) . ? C13 N3 1.155(3) . ? C13 S2 1.652(2) . ? N2 Cu1 1.984(2) 3_566 ? N3 Cu1 1.999(2) 3_666 ? 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 N3 119.14(9) 3_566 3_666 ? N2 Cu1 S2 110.76(7) 3_566 . ? N3 Cu1 S2 101.75(6) 3_666 . ? N2 Cu1 S1 103.74(6) 3_566 . ? N3 Cu1 S1 111.40(6) 3_666 . ? S2 Cu1 S1 110.08(3) . . ? N1 C1 C2 121.5(2) . . ? N1 C1 H1 119.3 . . ? C2 C1 H1 119.3 . . ? C1 C2 C3 121.4(2) . . ? C1 C2 C7 118.3(2) . . ? C3 C2 C7 120.2(2) . . ? C4 C3 C2 119.1(3) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C3 C4 C5 120.6(3) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C6 C5 C4 121.5(3) . . ? C6 C5 H5 119.2 . . ? C4 C5 H5 119.2 . . ? C5 C6 C7 119.7(3) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? C6 C7 C8 123.5(2) . . ? C6 C7 C2 118.8(2) . . ? C8 C7 C2 117.7(2) . . ? C9 C8 C7 120.9(2) . . ? C9 C8 H8 119.5 . . ? C7 C8 H8 119.5 . . ? C8 C9 N1 120.3(2) . . ? C8 C9 H9 119.8 . . ? N1 C9 H9 119.8 . . ? N1 C10 C11 111.4(2) . . ? N1 C10 H10A 109.4 . . ? C11 C10 H10A 109.4 . . ? N1 C10 H10B 109.4 . . ? C11 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? C11 C11 C10 113.5(3) 3_676 . ? C11 C11 H11A 108.9 3_676 . ? C10 C11 H11A 108.9 . . ? C11 C11 H11B 108.9 3_676 . ? C10 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? N2 C12 S1 179.3(2) . . ? N3 C13 S2 179.1(2) . . ? C1 N1 C9 121.2(2) . . ? C1 N1 C10 119.9(2) . . ? C9 N1 C10 118.8(2) . . ? C12 N2 Cu1 161.40(19) . 3_566 ? C13 N3 Cu1 153.54(18) . 3_666 ? C12 S1 Cu1 95.25(8) . . ? C13 S2 Cu1 98.63(8) . . ? 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 N1 C1 C2 C3 177.2(2) . . . . ? N1 C1 C2 C7 0.0(3) . . . . ? C1 C2 C3 C4 -176.9(2) . . . . ? C7 C2 C3 C4 0.2(4) . . . . ? C2 C3 C4 C5 -0.4(4) . . . . ? C3 C4 C5 C6 0.1(5) . . . . ? C4 C5 C6 C7 0.4(4) . . . . ? C5 C6 C7 C8 178.0(2) . . . . ? C5 C6 C7 C2 -0.5(4) . . . . ? C1 C2 C7 C6 177.5(2) . . . . ? C3 C2 C7 C6 0.2(3) . . . . ? C1 C2 C7 C8 -1.2(3) . . . . ? C3 C2 C7 C8 -178.4(2) . . . . ? C6 C7 C8 C9 -177.3(2) . . . . ? C2 C7 C8 C9 1.3(3) . . . . ? C7 C8 C9 N1 -0.2(4) . . . . ? N1 C10 C11 C11 -61.7(4) . . . 3_676 ? C2 C1 N1 C9 1.2(4) . . . . ? C2 C1 N1 C10 -178.0(2) . . . . ? C8 C9 N1 C1 -1.1(4) . . . . ? C8 C9 N1 C10 178.1(2) . . . . ? C11 C10 N1 C1 -80.9(3) . . . . ? C11 C10 N1 C9 99.8(3) . . . . ? S1 C12 N2 Cu1 -49(19) . . . 3_566 ? S2 C13 N3 Cu1 54(16) . . . 3_666 ? N2 C12 S1 Cu1 42(19) . . . . ? N2 Cu1 S1 C12 1.71(11) 3_566 . . . ? N3 Cu1 S1 C12 -127.64(10) 3_666 . . . ? S2 Cu1 S1 C12 120.26(9) . . . . ? N3 C13 S2 Cu1 -94(16) . . . . ? N2 Cu1 S2 C13 -109.86(10) 3_566 . . . ? N3 Cu1 S2 C13 17.78(10) 3_666 . . . ? S1 Cu1 S2 C13 136.00(8) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.467 _refine_diff_density_min -0.225 _refine_diff_density_rms 0.067 #===============================END data_9 _database_code_depnum_ccdc_archive 'CCDC 849092' #TrackingRef '- Revised CIF data 1-10.cif' _audit_creation_date 2012-03-08 _audit_creation_method ; Olex2 1.1 (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety '0.5(C8 Cu4 N8 S8), C21 H20 N2' _chemical_formula_sum 'C25 H20 Cu2 N6 S4' _chemical_formula_weight 659.79 _chemical_melting_point ? _chemical_oxdiff_formula 'C11 H10 S O2' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_H-M_alt 'C 1 2/c 1' _space_group_name_Hall '-C 2yc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y, -z+1/2' 3 'x+1/2, y+1/2, z' 4 '-x+1/2, y+1/2, -z+1/2' 5 '-x, -y, -z' 6 'x, -y, z-1/2' 7 '-x+1/2, -y+1/2, -z' 8 'x+1/2, -y+1/2, z-1/2' _cell_length_a 19.580(2) _cell_length_b 7.2751(5) _cell_length_c 19.7325(17) _cell_angle_alpha 90.00 _cell_angle_beta 111.773(11) _cell_angle_gamma 90.00 _cell_volume 2610.3(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used 2885 _cell_measurement_temperature 291(2) _cell_measurement_theta_max 66.9663 _cell_measurement_theta_min 4.8226 _exptl_absorpt_coefficient_mu 5.228 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.59695 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour crimson _exptl_crystal_density_diffrn 1.679 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1336 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0347 _diffrn_reflns_av_unetI/netI 0.0296 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 9076 _diffrn_reflns_theta_full 67.08 _diffrn_reflns_theta_max 67.08 _diffrn_reflns_theta_min 4.83 _diffrn_ambient_temperature 291.15 _diffrn_detector_area_resol_mean 16.2312 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -87.00 -53.00 1.0000 16.0000 omega____ theta____ kappa____ phi______ frames - -42.5000 125.0000 30.0000 34 #__ type_ start__ end____ width___ exp.time_ 2 omega -65.00 27.00 1.0000 16.0000 omega____ theta____ kappa____ phi______ frames - -42.5000 37.0000 -150.0000 92 #__ type_ start__ end____ width___ exp.time_ 3 omega -74.00 2.00 1.0000 16.0000 omega____ theta____ kappa____ phi______ frames - -42.5000 125.0000 -60.0000 76 #__ type_ start__ end____ width___ exp.time_ 4 omega -114.00 -18.00 1.0000 16.0000 omega____ theta____ kappa____ phi______ frames - -42.5000 -37.0000 30.0000 96 #__ type_ start__ end____ width___ exp.time_ 5 omega -13.00 28.00 1.0000 16.0000 omega____ theta____ kappa____ phi______ frames - 55.8625 -37.0000 -90.0000 41 #__ type_ start__ end____ width___ exp.time_ 6 omega -11.00 20.00 1.0000 16.0000 omega____ theta____ kappa____ phi______ frames - 55.8625 -37.0000 -120.0000 31 #__ type_ start__ end____ width___ exp.time_ 7 omega -9.00 18.00 1.0000 16.0000 omega____ theta____ kappa____ phi______ frames - 55.8625 -37.0000 0.0000 27 #__ type_ start__ end____ width___ exp.time_ 8 omega 39.00 83.00 1.0000 16.0000 omega____ theta____ kappa____ phi______ frames - 55.8625 -77.0000 150.0000 44 #__ type_ start__ end____ width___ exp.time_ 9 omega -12.00 20.00 1.0000 16.0000 omega____ theta____ kappa____ phi______ frames - 55.8625 -37.0000 -150.0000 32 #__ type_ start__ end____ width___ exp.time_ 10 omega 31.00 57.00 1.0000 16.0000 omega____ theta____ kappa____ phi______ frames - 55.8625 -107.0000 -48.0000 26 #__ type_ start__ end____ width___ exp.time_ 11 omega 87.00 134.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -50.0000 -150.0000 47 #__ type_ start__ end____ width___ exp.time_ 12 omega 73.00 98.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -107.0000 129.0000 25 #__ type_ start__ end____ width___ exp.time_ 13 omega 84.00 136.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -25.0000 -120.0000 52 #__ type_ start__ end____ width___ exp.time_ 14 omega 87.00 116.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -50.0000 -120.0000 29 #__ type_ start__ end____ width___ exp.time_ 15 omega 41.00 113.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -106.0000 -164.0000 72 #__ type_ start__ end____ width___ exp.time_ 16 omega 87.00 122.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -50.0000 90.0000 35 #__ type_ start__ end____ width___ exp.time_ 17 omega 88.00 117.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -50.0000 30.0000 29 #__ type_ start__ end____ width___ exp.time_ 18 omega 131.00 174.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 111.0000 0.0000 43 #__ type_ start__ end____ width___ exp.time_ 19 omega 101.00 168.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 111.0000 -120.0000 67 #__ type_ start__ end____ width___ exp.time_ 20 omega 96.00 126.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 50.0000 -180.0000 30 #__ type_ start__ end____ width___ exp.time_ 21 omega 92.00 133.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -50.0000 -90.0000 41 #__ type_ start__ end____ width___ exp.time_ 22 omega 88.00 120.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -50.0000 -30.0000 32 #__ type_ start__ end____ width___ exp.time_ 23 omega 94.00 177.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 50.0000 -60.0000 83 #__ type_ start__ end____ width___ exp.time_ 24 omega 83.00 178.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 25.0000 -120.0000 95 #__ type_ start__ end____ width___ exp.time_ 25 omega 87.00 112.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -50.0000 -180.0000 25 #__ type_ start__ end____ width___ exp.time_ 26 omega 118.00 177.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 111.0000 -180.0000 59 #__ type_ start__ end____ width___ exp.time_ 27 omega 41.00 110.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -97.0000 1.0000 69 #__ type_ start__ end____ width___ exp.time_ 28 omega 117.00 178.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 111.0000 30.0000 61 #__ type_ start__ end____ width___ exp.time_ 29 omega 55.00 94.00 1.0000 36.0000 omega____ theta____ kappa____ phi______ frames - 111.7251 -113.0000 -40.0000 39 #__ type_ start__ end____ width___ exp.time_ 30 omega -113.00 -21.00 1.0000 16.0000 omega____ theta____ kappa____ phi______ frames - -42.5000 -50.0000 150.0000 92 #__ type_ start__ end____ width___ exp.time_ 31 omega -113.00 -21.00 1.0000 16.0000 omega____ theta____ kappa____ phi______ frames - -42.5000 -50.0000 -30.0000 92 #__ type_ start__ end____ width___ exp.time_ 32 omega -113.00 -21.00 1.0000 16.0000 omega____ theta____ kappa____ phi______ frames - -42.5000 -50.0000 -120.0000 92 ; _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.0362527000 _diffrn_orient_matrix_UB_12 0.0489413000 _diffrn_orient_matrix_UB_13 0.0815893000 _diffrn_orient_matrix_UB_21 0.0757430000 _diffrn_orient_matrix_UB_22 -0.0520038000 _diffrn_orient_matrix_UB_23 -0.0012946000 _diffrn_orient_matrix_UB_31 0.0108351000 _diffrn_orient_matrix_UB_32 0.1995319000 _diffrn_orient_matrix_UB_33 -0.0202611000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_source 'Enhance (Cu) X-ray Source' _diffrn_source_current n/a _diffrn_source_voltage n/a _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 1893 _reflns_number_total 2344 _reflns_odcompleteness_completeness 99.88 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; SHELXL, G.M. Sheldrick, Acta Cryst. 2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 0.795 _refine_diff_density_min -0.580 _refine_diff_density_rms 0.058 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 168 _refine_ls_number_reflns 2344 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0533 _refine_ls_R_factor_gt 0.0420 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0484P)^2^+3.7153P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1027 _refine_ls_wR_factor_ref 0.1099 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.24914(3) 0.20684(9) 0.36563(3) 0.0675(2) Uani 1 1 d . . . S1 S 0.17899(6) 0.46604(14) 0.38908(5) 0.0600(3) Uani 1 1 d . . . S2 S 0.14972(5) -0.00668(14) 0.29051(5) 0.0592(3) Uani 1 1 d . . . N1 N 0.44884(16) 0.9022(4) 0.34889(14) 0.0461(6) Uani 1 1 d . . . N2 N 0.20513(18) 0.3949(4) 0.53604(16) 0.0583(8) Uani 1 1 d . . . N3 N 0.20239(17) -0.1927(5) 0.19613(16) 0.0601(8) Uani 1 1 d . . . C1 C 0.3750(2) 0.8653(5) 0.32932(19) 0.0571(9) Uani 1 1 d . . . H1 H 0.3423 0.8971 0.2830 0.069 Uiso 1 1 calc R . . C2 C 0.3500(2) 0.7835(5) 0.3767(2) 0.0587(9) Uani 1 1 d . . . H2 H 0.3001 0.7584 0.3631 0.070 Uiso 1 1 calc R . . C3 C 0.39977(18) 0.7359(4) 0.44721(17) 0.0464(7) Uani 1 1 d . . . C4 C 0.47473(18) 0.7723(4) 0.46585(18) 0.0451(7) Uani 1 1 d . . . C5 C 0.49727(19) 0.8582(4) 0.41349(17) 0.0472(7) Uani 1 1 d . . . H5 H 0.5468 0.8839 0.4248 0.057 Uiso 1 1 calc R . . C6 C 0.5263(2) 0.7253(4) 0.53530(19) 0.0528(8) Uani 1 1 d . . . H6 H 0.5761 0.7491 0.5474 0.063 Uiso 1 1 calc R . . C7 C 0.5021(2) 0.6452(5) 0.58390(19) 0.0562(9) Uani 1 1 d . . . H7 H 0.5359 0.6128 0.6296 0.067 Uiso 1 1 calc R . . C8 C 0.4272(2) 0.6097(5) 0.5672(2) 0.0641(10) Uani 1 1 d . . . H8 H 0.4122 0.5559 0.6021 0.077 Uiso 1 1 calc R . . C9 C 0.3761(2) 0.6532(6) 0.5002(2) 0.0634(10) Uani 1 1 d . . . H9 H 0.3265 0.6291 0.4894 0.076 Uiso 1 1 calc R . . C10 C 0.4730(2) 1.0016(5) 0.29622(19) 0.0536(8) Uani 1 1 d . . . H10A H 0.5123 1.0857 0.3229 0.064 Uiso 1 1 calc R . . H10B H 0.4323 1.0743 0.2642 0.064 Uiso 1 1 calc R . . C11 C 0.5000 0.8761(6) 0.2500 0.0458(10) Uani 1 2 d S . . H11A H 0.5396 0.7984 0.2808 0.055 Uiso 0.50 1 calc PR . . H11B H 0.4604 0.7984 0.2192 0.055 Uiso 0.50 1 calc PR . . C12 C 0.19445(18) 0.4226(5) 0.47574(18) 0.0475(8) Uani 1 1 d . . . C13 C 0.18129(18) -0.1150(5) 0.23499(18) 0.0483(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0790(4) 0.0831(4) 0.0482(3) 0.0131(3) 0.0326(3) 0.0071(3) S1 0.0689(6) 0.0688(6) 0.0378(4) 0.0061(4) 0.0147(4) 0.0147(5) S2 0.0655(6) 0.0665(6) 0.0578(5) -0.0069(4) 0.0370(5) -0.0020(4) N1 0.0591(17) 0.0422(14) 0.0404(14) -0.0076(11) 0.0223(13) 0.0025(12) N2 0.068(2) 0.066(2) 0.0424(16) 0.0074(14) 0.0225(14) 0.0185(16) N3 0.0574(18) 0.079(2) 0.0493(16) -0.0075(15) 0.0259(14) 0.0028(16) C1 0.056(2) 0.065(2) 0.0456(18) -0.0065(16) 0.0130(16) 0.0087(17) C2 0.0477(19) 0.069(2) 0.057(2) -0.0099(18) 0.0178(16) 0.0006(17) C3 0.0517(19) 0.0425(17) 0.0470(17) -0.0094(14) 0.0206(15) 0.0062(14) C4 0.0512(18) 0.0360(15) 0.0495(17) -0.0108(13) 0.0202(14) 0.0035(13) C5 0.0524(19) 0.0414(16) 0.0461(17) -0.0068(14) 0.0162(15) 0.0033(14) C6 0.064(2) 0.0428(17) 0.0494(18) -0.0067(15) 0.0181(16) 0.0016(15) C7 0.078(3) 0.0459(18) 0.0453(18) -0.0040(15) 0.0241(18) 0.0077(18) C8 0.094(3) 0.056(2) 0.057(2) -0.0006(17) 0.046(2) 0.003(2) C9 0.065(2) 0.064(2) 0.074(3) -0.008(2) 0.040(2) 0.0003(19) C10 0.074(2) 0.0430(18) 0.0465(17) 0.0011(14) 0.0260(17) 0.0072(16) C11 0.058(3) 0.043(2) 0.038(2) 0.000 0.019(2) 0.000 C12 0.0485(19) 0.0457(18) 0.0464(19) -0.0014(14) 0.0152(14) 0.0070(14) C13 0.0448(18) 0.058(2) 0.0421(16) 0.0049(15) 0.0162(14) -0.0016(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 S1 2.4755(12) . ? Cu1 S2 2.5018(12) . ? Cu1 N2 1.956(3) 7_556 ? Cu1 N3 1.944(3) 4 ? S1 C12 1.653(3) . ? S2 C13 1.645(4) . ? N1 C1 1.377(5) . ? N1 C5 1.315(4) . ? N1 C10 1.481(4) . ? N2 Cu1 1.956(3) 7_556 ? N2 C12 1.147(4) . ? N3 Cu1 1.944(3) 4_545 ? N3 C13 1.146(4) . ? C1 H1 0.9300 . ? C1 C2 1.344(5) . ? C2 H2 0.9300 . ? C2 C3 1.414(5) . ? C3 C4 1.400(5) . ? C3 C9 1.425(5) . ? C4 C5 1.411(5) . ? C4 C6 1.410(5) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C6 C7 1.349(5) . ? C7 H7 0.9300 . ? C7 C8 1.402(6) . ? C8 H8 0.9300 . ? C8 C9 1.366(6) . ? C9 H9 0.9300 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 C11 1.517(4) . ? C11 C10 1.517(4) 2_655 ? C11 H11A 0.9700 . ? C11 H11B 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 S1 Cu1 S2 102.71(4) . . ? N2 Cu1 S1 100.63(9) 7_556 . ? N2 Cu1 S2 108.78(11) 7_556 . ? N3 Cu1 S1 105.34(11) 4 . ? N3 Cu1 S2 108.40(10) 4 . ? N3 Cu1 N2 127.88(14) 4 7_556 ? C12 S1 Cu1 98.43(12) . . ? C13 S2 Cu1 106.85(13) . . ? C1 N1 C10 118.3(3) . . ? C5 N1 C1 121.9(3) . . ? C5 N1 C10 119.7(3) . . ? C12 N2 Cu1 159.4(3) . 7_556 ? C13 N3 Cu1 170.4(3) . 4_545 ? N1 C1 H1 119.8 . . ? C2 C1 N1 120.5(3) . . ? C2 C1 H1 119.8 . . ? C1 C2 H2 120.1 . . ? C1 C2 C3 119.8(3) . . ? C3 C2 H2 120.1 . . ? C2 C3 C9 122.2(3) . . ? C4 C3 C2 119.0(3) . . ? C4 C3 C9 118.8(3) . . ? C3 C4 C5 118.3(3) . . ? C3 C4 C6 120.8(3) . . ? C6 C4 C5 120.9(3) . . ? N1 C5 C4 120.6(3) . . ? N1 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C4 C6 H6 120.6 . . ? C7 C6 C4 118.8(4) . . ? C7 C6 H6 120.6 . . ? C6 C7 H7 119.2 . . ? C6 C7 C8 121.6(4) . . ? C8 C7 H7 119.2 . . ? C7 C8 H8 119.6 . . ? C9 C8 C7 120.8(4) . . ? C9 C8 H8 119.6 . . ? C3 C9 H9 120.4 . . ? C8 C9 C3 119.1(4) . . ? C8 C9 H9 120.4 . . ? N1 C10 H10A 108.8 . . ? N1 C10 H10B 108.8 . . ? N1 C10 C11 113.6(3) . . ? H10A C10 H10B 107.7 . . ? C11 C10 H10A 108.8 . . ? C11 C10 H10B 108.8 . . ? C10 C11 C10 106.0(4) 2_655 . ? C10 C11 H11A 110.5 2_655 . ? C10 C11 H11A 110.5 . . ? C10 C11 H11B 110.5 2_655 . ? C10 C11 H11B 110.5 . . ? H11A C11 H11B 108.7 . . ? N2 C12 S1 179.1(3) . . ? N3 C13 S2 178.8(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cu1 S1 C12 N2 149(21) . . . . ? Cu1 S2 C13 N3 161(18) . . . . ? Cu1 N2 C12 S1 -133(21) 7_556 . . . ? Cu1 N3 C13 S2 -176(100) 4_545 . . . ? S1 Cu1 S2 C13 148.64(13) . . . . ? S2 Cu1 S1 C12 105.99(13) . . . . ? N1 C1 C2 C3 0.3(6) . . . . ? N1 C10 C11 C10 -176.2(4) . . . 2_655 ? N2 Cu1 S1 C12 -6.23(16) 7_556 . . . ? N2 Cu1 S2 C13 -105.31(16) 7_556 . . . ? N3 Cu1 S1 C12 -140.60(16) 4 . . . ? N3 Cu1 S2 C13 37.50(17) 4 . . . ? C1 N1 C5 C4 -0.7(5) . . . . ? C1 N1 C10 C11 -96.2(3) . . . . ? C1 C2 C3 C4 -1.1(5) . . . . ? C1 C2 C3 C9 178.4(3) . . . . ? C2 C3 C4 C5 1.0(4) . . . . ? C2 C3 C4 C6 -179.3(3) . . . . ? C2 C3 C9 C8 179.6(4) . . . . ? C3 C4 C5 N1 -0.1(4) . . . . ? C3 C4 C6 C7 -0.4(5) . . . . ? C4 C3 C9 C8 -0.9(5) . . . . ? C4 C6 C7 C8 -0.6(5) . . . . ? C5 N1 C1 C2 0.6(5) . . . . ? C5 N1 C10 C11 86.4(3) . . . . ? C5 C4 C6 C7 179.3(3) . . . . ? C6 C4 C5 N1 -179.8(3) . . . . ? C6 C7 C8 C9 0.9(6) . . . . ? C7 C8 C9 C3 -0.1(6) . . . . ? C9 C3 C4 C5 -178.5(3) . . . . ? C9 C3 C4 C6 1.1(5) . . . . ? C10 N1 C1 C2 -176.7(3) . . . . ? C10 N1 C5 C4 176.6(3) . . . . ? #===============================END data_2 _database_code_depnum_ccdc_archive 'CCDC 849093' #TrackingRef '- Revised CIF data 1-10.cif' _audit_creation_date 2011-09-08 _audit_creation_method ; Olex2 1.1 (compiled 2011.08.18 svn.r1932, GUI svn.r3819) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C22 H22 N2, Cu I3' _chemical_formula_sum 'C22 H22 Cu I3 N2' _chemical_formula_weight 758.66 _chemical_melting_point ? _chemical_oxdiff_formula 'C H O N Cu I Br' _chemical_oxdiff_usercomment NYY-05-04 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' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_length_a 9.8393(4) _cell_length_b 14.0296(4) _cell_length_c 17.5897(6) _cell_angle_alpha 90.00 _cell_angle_beta 100.459(3) _cell_angle_gamma 90.00 _cell_volume 2387.76(14) _cell_formula_units_Z 4 _cell_measurement_reflns_used 2163 _cell_measurement_temperature 291(2) _cell_measurement_theta_max 26.3154 _cell_measurement_theta_min 2.9651 _exptl_absorpt_coefficient_mu 4.804 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.63569 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 2.110 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1424 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0380 _diffrn_reflns_av_unetI/netI 0.0571 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 11244 _diffrn_reflns_theta_full 26.37 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_min 2.97 _diffrn_ambient_temperature 291.15 _diffrn_detector_area_resol_mean 16.2542 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -3.00 87.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 57.0000 30.0000 90 #__ type_ start__ end____ width___ exp.time_ 2 omega -51.00 40.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 -57.0000 -120.0000 91 #__ type_ start__ end____ width___ exp.time_ 3 omega -11.00 23.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - -18.8892 -99.0000 120.0000 34 #__ type_ start__ end____ width___ exp.time_ 4 omega -3.00 46.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - -18.8892 37.0000 -30.0000 49 ; _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0434517000 _diffrn_orient_matrix_UB_12 -0.0406062000 _diffrn_orient_matrix_UB_13 -0.0022167000 _diffrn_orient_matrix_UB_21 -0.0551702000 _diffrn_orient_matrix_UB_22 0.0291341000 _diffrn_orient_matrix_UB_23 0.0073180000 _diffrn_orient_matrix_UB_31 -0.0211574000 _diffrn_orient_matrix_UB_32 0.0075826000 _diffrn_orient_matrix_UB_33 -0.0402694000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_source 'Enhance (Mo) X-ray Source' _diffrn_source_current n/a _diffrn_source_voltage n/a _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 3259 _reflns_number_total 4862 _reflns_odcompleteness_completeness 99.73 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; SHELXL, G.M. Sheldrick, Acta Cryst. 2008). A64, 112-122 ; _computing_structure_solution ; SHELXS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _refine_diff_density_max 0.834 _refine_diff_density_min -0.967 _refine_diff_density_rms 0.130 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 253 _refine_ls_number_reflns 4862 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0820 _refine_ls_R_factor_gt 0.0465 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0390P)^2^+2.9803P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0963 _refine_ls_wR_factor_ref 0.1115 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 C1 C 0.6969(8) 0.5848(5) 1.1227(4) 0.0437(18) Uani 1 1 d . . . H1 H 0.7803 0.5676 1.1536 0.052 Uiso 1 1 calc R . . C2 C 0.5848(9) 0.6046(5) 1.1553(5) 0.055(2) Uani 1 1 d . . . H2 H 0.5920 0.5989 1.2086 0.066 Uiso 1 1 calc R . . C3 C 0.4590(8) 0.6332(5) 1.1107(5) 0.054(2) Uani 1 1 d . . . H3 H 0.3844 0.6477 1.1345 0.065 Uiso 1 1 calc R . . C4 C 0.4461(8) 0.6395(5) 1.0344(4) 0.0458(18) Uani 1 1 d . . . H4 H 0.3624 0.6594 1.0052 0.055 Uiso 1 1 calc R . . C5 C 0.5559(7) 0.6170(4) 0.9971(4) 0.0398(17) Uani 1 1 d . . . C6 C 0.6855(7) 0.5907(4) 1.0416(4) 0.0359(16) Uani 1 1 d . . . C7 C 0.7945(7) 0.5690(5) 1.0026(4) 0.0425(17) Uani 1 1 d . . . H7 H 0.8812 0.5534 1.0305 0.051 Uiso 1 1 calc R . . C8 C 0.7738(8) 0.5710(5) 0.9260(4) 0.0434(17) Uani 1 1 d . . . H8 H 0.8465 0.5559 0.9010 0.052 Uiso 1 1 calc R . . C9 C 0.5433(8) 0.6174(4) 0.9168(4) 0.0406(17) Uani 1 1 d . . . H9 H 0.4590 0.6342 0.8866 0.049 Uiso 1 1 calc R . . C10 C 0.6331(9) 0.5887(5) 0.7972(4) 0.055(2) Uani 1 1 d . . . H10A H 0.5356 0.5867 0.7745 0.066 Uiso 1 1 calc R . . H10B H 0.6746 0.5297 0.7840 0.066 Uiso 1 1 calc R . . C11 C 0.6988(10) 0.6702(5) 0.7630(4) 0.061(2) Uani 1 1 d . . . H11A H 0.7915 0.6793 0.7920 0.073 Uiso 1 1 calc R . . H11B H 0.6466 0.7277 0.7681 0.073 Uiso 1 1 calc R . . C12 C 0.7064(10) 0.6558(6) 0.6790(5) 0.062(2) Uani 1 1 d . . . H12A H 0.6239 0.6227 0.6538 0.074 Uiso 1 1 calc R . . H12B H 0.7081 0.7176 0.6544 0.074 Uiso 1 1 calc R . . C13 C 0.8283(9) 0.6013(6) 0.6677(4) 0.064(2) Uani 1 1 d . . . H13A H 0.8266 0.5393 0.6919 0.077 Uiso 1 1 calc R . . H13B H 0.9110 0.6342 0.6928 0.077 Uiso 1 1 calc R . . C14 C 0.8915(8) 0.6580(5) 0.5463(5) 0.055(2) Uani 1 1 d . . . H14 H 0.9259 0.7129 0.5727 0.066 Uiso 1 1 calc R . . C15 C 0.8986(9) 0.6480(6) 0.4712(5) 0.065(2) Uani 1 1 d . . . H15 H 0.9355 0.6968 0.4455 0.078 Uiso 1 1 calc R . . C16 C 0.8504(8) 0.5639(6) 0.4309(4) 0.053(2) Uani 1 1 d . . . C17 C 0.7894(8) 0.4949(5) 0.4706(4) 0.0473(18) Uani 1 1 d . . . C18 C 0.7843(8) 0.5101(5) 0.5484(4) 0.0490(19) Uani 1 1 d . . . H18 H 0.7447 0.4640 0.5755 0.059 Uiso 1 1 calc R . . C19 C 0.7370(10) 0.4111(6) 0.4324(6) 0.075(3) Uani 1 1 d . . . H19 H 0.6921 0.3654 0.4571 0.090 Uiso 1 1 calc R . . C20 C 0.7545(13) 0.3992(9) 0.3579(7) 0.105(5) Uani 1 1 d . . . H20 H 0.7265 0.3420 0.3332 0.126 Uiso 1 1 calc R . . C21 C 0.8106(14) 0.4665(11) 0.3182(6) 0.102(5) Uani 1 1 d . . . H21 H 0.8151 0.4564 0.2665 0.122 Uiso 1 1 calc R . . C22 C 0.8596(10) 0.5473(8) 0.3527(5) 0.076(3) Uani 1 1 d . . . H22 H 0.8998 0.5928 0.3252 0.091 Uiso 1 1 calc R . . Cu1 Cu 0.77120(10) 0.29701(6) 0.69340(5) 0.0508(3) Uani 1 1 d . . . I1 I 0.53412(5) 0.36084(3) 0.63961(3) 0.05315(17) Uani 1 1 d . . . I2 I 0.91279(6) 0.36437(4) 0.81455(3) 0.05872(18) Uani 1 1 d . . . I3 I 0.88221(6) 0.16779(4) 0.62847(3) 0.06050(18) Uani 1 1 d . . . N1 N 0.6474(6) 0.5947(4) 0.8824(3) 0.0418(14) Uani 1 1 d . . . N2 N 0.8340(6) 0.5880(4) 0.5842(3) 0.0434(14) 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 C1 0.044(5) 0.046(4) 0.041(4) -0.008(3) 0.007(3) -0.010(3) C2 0.073(6) 0.045(4) 0.053(5) -0.010(4) 0.027(4) -0.013(4) C3 0.047(5) 0.050(4) 0.073(6) -0.015(4) 0.031(4) -0.009(4) C4 0.044(5) 0.045(4) 0.053(5) 0.003(3) 0.018(4) 0.011(3) C5 0.039(4) 0.030(3) 0.053(4) -0.003(3) 0.013(4) -0.001(3) C6 0.037(4) 0.027(3) 0.045(4) 0.000(3) 0.008(3) -0.004(3) C7 0.030(4) 0.053(4) 0.043(4) -0.010(3) 0.002(3) -0.003(3) C8 0.041(4) 0.045(4) 0.049(5) -0.004(3) 0.022(4) 0.001(3) C9 0.042(4) 0.030(3) 0.053(4) -0.001(3) 0.016(4) 0.001(3) C10 0.063(6) 0.065(5) 0.037(4) -0.004(4) 0.012(4) -0.001(4) C11 0.091(7) 0.053(5) 0.047(5) 0.000(4) 0.032(4) 0.013(5) C12 0.074(6) 0.063(5) 0.053(5) 0.007(4) 0.028(4) 0.018(4) C13 0.080(7) 0.077(6) 0.038(4) -0.004(4) 0.022(4) 0.013(5) C14 0.056(5) 0.051(4) 0.063(5) -0.003(4) 0.019(4) -0.004(4) C15 0.063(6) 0.073(6) 0.065(6) 0.023(5) 0.028(5) -0.002(5) C16 0.045(5) 0.074(5) 0.045(5) 0.006(4) 0.021(4) 0.017(4) C17 0.043(5) 0.055(4) 0.044(4) 0.003(4) 0.008(4) 0.012(4) C18 0.051(5) 0.046(4) 0.055(5) 0.008(4) 0.024(4) 0.006(4) C19 0.082(7) 0.053(5) 0.088(7) -0.021(5) 0.015(6) 0.001(5) C20 0.116(10) 0.107(9) 0.073(8) -0.052(7) -0.036(7) 0.059(8) C21 0.122(11) 0.137(11) 0.047(6) -0.003(7) 0.017(7) 0.083(9) C22 0.071(7) 0.112(8) 0.049(5) 0.017(6) 0.025(5) 0.036(6) Cu1 0.0487(6) 0.0473(5) 0.0584(6) 0.0063(4) 0.0148(5) -0.0033(4) I1 0.0429(3) 0.0519(3) 0.0681(4) 0.0021(2) 0.0191(3) 0.0021(2) I2 0.0515(4) 0.0582(3) 0.0644(4) -0.0085(3) 0.0050(3) -0.0020(3) I3 0.0559(4) 0.0599(3) 0.0682(4) -0.0028(3) 0.0179(3) 0.0053(3) N1 0.053(4) 0.036(3) 0.038(3) 0.005(2) 0.013(3) 0.001(3) N2 0.043(4) 0.049(4) 0.042(3) -0.003(3) 0.017(3) 0.005(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 C1 H1 0.9300 . ? C1 C2 1.361(10) . ? C1 C6 1.413(9) . ? C2 H2 0.9300 . ? C2 C3 1.399(11) . ? C3 H3 0.9300 . ? C3 C4 1.329(11) . ? C4 H4 0.9300 . ? C4 C5 1.399(10) . ? C5 C6 1.419(9) . ? C5 C9 1.395(10) . ? C6 C7 1.408(9) . ? C7 H7 0.9300 . ? C7 C8 1.325(9) . ? C8 H8 0.9300 . ? C8 N1 1.378(9) . ? C9 H9 0.9300 . ? C9 N1 1.320(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 C11 1.493(10) . ? C10 N1 1.482(8) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 C12 1.506(10) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 C13 1.466(11) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 N2 1.492(9) . ? C14 H14 0.9300 . ? C14 C15 1.343(11) . ? C14 N2 1.365(9) . ? C15 H15 0.9300 . ? C15 C16 1.413(11) . ? C16 C17 1.391(11) . ? C16 C22 1.416(11) . ? C17 C18 1.395(10) . ? C17 C19 1.405(10) . ? C18 H18 0.9300 . ? C18 N2 1.311(9) . ? C19 H19 0.9300 . ? C19 C20 1.363(15) . ? C20 H20 0.9300 . ? C20 C21 1.350(17) . ? C21 H21 0.9300 . ? C21 C22 1.335(15) . ? C22 H22 0.9300 . ? Cu1 I1 2.5174(11) . ? Cu1 I2 2.5096(10) . ? Cu1 I3 2.4973(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 H1 120.3 . . ? C2 C1 C6 119.4(7) . . ? C6 C1 H1 120.3 . . ? C1 C2 H2 119.2 . . ? C1 C2 C3 121.6(8) . . ? C3 C2 H2 119.2 . . ? C2 C3 H3 120.0 . . ? C4 C3 C2 119.9(8) . . ? C4 C3 H3 120.0 . . ? C3 C4 H4 119.4 . . ? C3 C4 C5 121.2(7) . . ? C5 C4 H4 119.4 . . ? C4 C5 C6 119.6(7) . . ? C9 C5 C4 122.7(7) . . ? C9 C5 C6 117.8(7) . . ? C1 C6 C5 118.2(7) . . ? C7 C6 C1 123.5(6) . . ? C7 C6 C5 118.3(6) . . ? C6 C7 H7 120.0 . . ? C8 C7 C6 120.1(7) . . ? C8 C7 H7 120.0 . . ? C7 C8 H8 119.1 . . ? C7 C8 N1 121.8(7) . . ? N1 C8 H8 119.1 . . ? C5 C9 H9 119.0 . . ? N1 C9 C5 122.0(7) . . ? N1 C9 H9 119.0 . . ? H10A C10 H10B 107.7 . . ? C11 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? N1 C10 H10A 108.9 . . ? N1 C10 H10B 108.9 . . ? N1 C10 C11 113.3(6) . . ? C10 C11 H11A 108.9 . . ? C10 C11 H11B 108.9 . . ? C10 C11 C12 113.3(7) . . ? H11A C11 H11B 107.7 . . ? C12 C11 H11A 108.9 . . ? C12 C11 H11B 108.9 . . ? C11 C12 H12A 109.0 . . ? C11 C12 H12B 109.0 . . ? H12A C12 H12B 107.8 . . ? C13 C12 C11 113.0(7) . . ? C13 C12 H12A 109.0 . . ? C13 C12 H12B 109.0 . . ? C12 C13 H13A 109.2 . . ? C12 C13 H13B 109.2 . . ? C12 C13 N2 112.1(6) . . ? H13A C13 H13B 107.9 . . ? N2 C13 H13A 109.2 . . ? N2 C13 H13B 109.2 . . ? C15 C14 H14 119.9 . . ? C15 C14 N2 120.3(7) . . ? N2 C14 H14 119.9 . . ? C14 C15 H15 119.7 . . ? C14 C15 C16 120.6(8) . . ? C16 C15 H15 119.7 . . ? C15 C16 C22 123.4(9) . . ? C17 C16 C15 117.7(7) . . ? C17 C16 C22 118.9(8) . . ? C16 C17 C18 118.8(7) . . ? C16 C17 C19 119.8(8) . . ? C18 C17 C19 121.4(8) . . ? C17 C18 H18 119.3 . . ? N2 C18 C17 121.4(7) . . ? N2 C18 H18 119.3 . . ? C17 C19 H19 121.2 . . ? C20 C19 C17 117.6(11) . . ? C20 C19 H19 121.2 . . ? C19 C20 H20 118.4 . . ? C21 C20 C19 123.1(11) . . ? C21 C20 H20 118.4 . . ? C20 C21 H21 119.7 . . ? C22 C21 C20 120.5(11) . . ? C22 C21 H21 119.7 . . ? C16 C22 H22 120.0 . . ? C21 C22 C16 120.0(10) . . ? C21 C22 H22 120.0 . . ? I2 Cu1 I1 121.26(4) . . ? I3 Cu1 I1 122.60(4) . . ? I3 Cu1 I2 116.12(4) . . ? C8 N1 C10 117.4(6) . . ? C9 N1 C8 120.0(6) . . ? C9 N1 C10 122.6(6) . . ? C14 N2 C13 118.9(6) . . ? C18 N2 C13 119.9(7) . . ? C18 N2 C14 121.2(7) . . ? 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 C1 C2 C3 C4 1.5(11) . . . . ? C1 C6 C7 C8 176.2(6) . . . . ? C2 C1 C6 C5 -0.2(9) . . . . ? C2 C1 C6 C7 -178.2(6) . . . . ? C2 C3 C4 C5 0.8(11) . . . . ? C3 C4 C5 C6 -2.7(10) . . . . ? C3 C4 C5 C9 176.0(6) . . . . ? C4 C5 C6 C1 2.4(9) . . . . ? C4 C5 C6 C7 -179.5(6) . . . . ? C4 C5 C9 N1 -179.1(6) . . . . ? C5 C6 C7 C8 -1.8(10) . . . . ? C5 C9 N1 C8 -0.9(10) . . . . ? C5 C9 N1 C10 175.9(6) . . . . ? C6 C1 C2 C3 -1.8(10) . . . . ? C6 C5 C9 N1 -0.3(9) . . . . ? C6 C7 C8 N1 0.6(10) . . . . ? C7 C8 N1 C9 0.8(10) . . . . ? C7 C8 N1 C10 -176.2(6) . . . . ? C9 C5 C6 C1 -176.4(6) . . . . ? C9 C5 C6 C7 1.6(9) . . . . ? C10 C11 C12 C13 -84.9(10) . . . . ? C11 C10 N1 C8 -76.8(8) . . . . ? C11 C10 N1 C9 106.2(8) . . . . ? C11 C12 C13 N2 -179.9(7) . . . . ? C12 C13 N2 C14 85.0(9) . . . . ? C12 C13 N2 C18 -95.0(9) . . . . ? C14 C15 C16 C17 3.3(12) . . . . ? C14 C15 C16 C22 -177.6(8) . . . . ? C15 C14 N2 C13 179.8(8) . . . . ? C15 C14 N2 C18 -0.3(12) . . . . ? C15 C16 C17 C18 -2.8(11) . . . . ? C15 C16 C17 C19 178.5(7) . . . . ? C15 C16 C22 C21 -179.4(9) . . . . ? C16 C17 C18 N2 0.8(11) . . . . ? C16 C17 C19 C20 3.0(12) . . . . ? C17 C16 C22 C21 -0.2(13) . . . . ? C17 C18 N2 C13 -179.3(7) . . . . ? C17 C18 N2 C14 0.8(11) . . . . ? C17 C19 C20 C21 -4.7(16) . . . . ? C18 C17 C19 C20 -175.7(8) . . . . ? C19 C17 C18 N2 179.5(7) . . . . ? C19 C20 C21 C22 3.9(18) . . . . ? C20 C21 C22 C16 -1.3(16) . . . . ? C22 C16 C17 C18 178.1(7) . . . . ? C22 C16 C17 C19 -0.6(11) . . . . ? N1 C10 C11 C12 169.9(7) . . . . ? N2 C14 C15 C16 -1.8(13) . . . . ? data_1 _database_code_depnum_ccdc_archive 'CCDC 849094' _audit_creation_date 2011-03-20 _audit_creation_method ; Olex2 1.1 (compiled 2011.02.15 svn.r1672, GUI svn.r3494) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'Ag I3, C23 H24 N2' _chemical_formula_sum 'C23 H24 Ag I3 N2' _chemical_formula_weight 817.01 _chemical_melting_point ? _chemical_oxdiff_formula 'Ag C H N K I' _chemical_oxdiff_usercomment NYY-2010.12.003 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' Ag Ag -0.8971 1.1015 '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' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_length_a 11.1086(4) _cell_length_b 14.0384(5) _cell_length_c 16.2597(5) _cell_angle_alpha 90.00 _cell_angle_beta 97.968(3) _cell_angle_gamma 90.00 _cell_volume 2511.18(15) _cell_formula_units_Z 4 _cell_measurement_reflns_used 3712 _cell_measurement_temperature 291.15 _cell_measurement_theta_max 26.3144 _cell_measurement_theta_min 3.2550 _exptl_absorpt_coefficient_mu 4.503 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.62667 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 2.161 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1528 _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0248 _diffrn_reflns_av_unetI/netI 0.0377 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 11565 _diffrn_reflns_theta_full 26.37 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_min 3.26 _diffrn_ambient_temperature 291.15 _diffrn_detector_area_resol_mean 16.2542 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega 21.00 78.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 77.0000 30.0000 57 #__ type_ start__ end____ width___ exp.time_ 2 omega 1.00 81.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 37.0000 -90.0000 80 #__ type_ start__ end____ width___ exp.time_ 3 omega 12.00 57.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 -100.0000 -31.0000 45 #__ type_ start__ end____ width___ exp.time_ 4 omega -21.00 9.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - -18.8892 -100.0000 106.0000 30 #__ type_ start__ end____ width___ exp.time_ 5 omega -43.00 0.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - -18.8892 37.0000 -120.0000 43 ; _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0211321000 _diffrn_orient_matrix_UB_12 -0.0447029000 _diffrn_orient_matrix_UB_13 -0.0164146000 _diffrn_orient_matrix_UB_21 -0.0606099000 _diffrn_orient_matrix_UB_22 0.0173252000 _diffrn_orient_matrix_UB_23 -0.0049285000 _diffrn_orient_matrix_UB_31 0.0061604000 _diffrn_orient_matrix_UB_32 0.0159883000 _diffrn_orient_matrix_UB_33 -0.0405634000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_source 'Enhance (Mo) X-ray Source' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 3989 _reflns_number_total 5119 _reflns_odcompleteness_completeness 99.70 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'A short history of SHELX (Sheldrick, 2007)' _refine_diff_density_max 0.526 _refine_diff_density_min -0.665 _refine_diff_density_rms 0.100 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_hydrogen_treatment Constr _refine_ls_matrix_type full _refine_ls_number_parameters 262 _refine_ls_number_reflns 5119 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0502 _refine_ls_R_factor_gt 0.0334 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0207P)^2^+0.5884P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0576 _refine_ls_wR_factor_ref 0.0630 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.73016(3) 0.29863(2) 0.395750(18) 0.04958(10) Uani 1 1 d . . . I2 I 0.86704(3) 0.58728(2) 0.549030(17) 0.04414(9) Uani 1 1 d . . . I3 I 0.82907(3) 0.58076(2) 0.263500(19) 0.04797(10) Uani 1 1 d . . . Ag1 Ag 0.87434(4) 0.46507(3) 0.40625(2) 0.05523(12) Uani 1 1 d . . . N1 N 0.9407(4) 0.2396(3) 0.6477(2) 0.0411(9) Uani 1 1 d . . . N2 N 0.5261(4) 0.5467(3) 0.6962(2) 0.0416(9) Uani 1 1 d . . . C1 C 1.1600(5) 0.0024(4) 0.6189(3) 0.0548(14) Uani 1 1 d . . . H1 H 1.1846 -0.0387 0.6629 0.066 Uiso 1 1 calc R . . C2 C 1.1923(5) -0.0146(4) 0.5434(3) 0.0592(15) Uani 1 1 d . . . H2 H 1.2385 -0.0681 0.5353 0.071 Uiso 1 1 calc R . . C3 C 1.1572(5) 0.0477(4) 0.4771(3) 0.0628(15) Uani 1 1 d . . . H3 H 1.1820 0.0351 0.4259 0.075 Uiso 1 1 calc R . . C4 C 1.0890(5) 0.1247(4) 0.4852(3) 0.0557(14) Uani 1 1 d . . . H4 H 1.0662 0.1648 0.4403 0.067 Uiso 1 1 calc R . . C5 C 1.0520(4) 0.1440(3) 0.5634(2) 0.0379(11) Uani 1 1 d . . . C6 C 1.0871(4) 0.0844(3) 0.6311(3) 0.0412(11) Uani 1 1 d . . . C7 C 1.0479(5) 0.1065(4) 0.7069(3) 0.0527(14) Uani 1 1 d . . . H7 H 1.0711 0.0681 0.7529 0.063 Uiso 1 1 calc R . . C8 C 0.9780(5) 0.1814(4) 0.7136(3) 0.0511(13) Uani 1 1 d . . . H8 H 0.9535 0.1949 0.7647 0.061 Uiso 1 1 calc R . . C9 C 0.9775(4) 0.2240(3) 0.5746(3) 0.0473(13) Uani 1 1 d . . . H9 H 0.9545 0.2655 0.5306 0.057 Uiso 1 1 calc R . . C10 C 0.8549(5) 0.3176(4) 0.6588(3) 0.0574(14) Uani 1 1 d . . . H10A H 0.8549 0.3637 0.6143 0.069 Uiso 1 1 calc R . . H10B H 0.8805 0.3499 0.7110 0.069 Uiso 1 1 calc R . . C11 C 0.7277(4) 0.2777(3) 0.6582(3) 0.0458(12) Uani 1 1 d . . . H11A H 0.7310 0.2265 0.6985 0.055 Uiso 1 1 calc R . . H11B H 0.7004 0.2508 0.6039 0.055 Uiso 1 1 calc R . . C12 C 0.6349(5) 0.3511(4) 0.6781(3) 0.0493(13) Uani 1 1 d . . . H12A H 0.5660 0.3179 0.6954 0.059 Uiso 1 1 calc R . . H12B H 0.6713 0.3896 0.7245 0.059 Uiso 1 1 calc R . . C13 C 0.5898(5) 0.4157(3) 0.6072(3) 0.0490(13) Uani 1 1 d . . . H13A H 0.5609 0.3773 0.5589 0.059 Uiso 1 1 calc R . . H13B H 0.6570 0.4541 0.5938 0.059 Uiso 1 1 calc R . . C14 C 0.4875(5) 0.4818(4) 0.6254(3) 0.0530(14) Uani 1 1 d . . . H14A H 0.4602 0.5194 0.5763 0.064 Uiso 1 1 calc R . . H14B H 0.4194 0.4437 0.6377 0.064 Uiso 1 1 calc R . . C15 C 0.6095(5) 0.6153(3) 0.6875(3) 0.0485(13) Uani 1 1 d . . . H15 H 0.6385 0.6218 0.6368 0.058 Uiso 1 1 calc R . . C16 C 0.6512(5) 0.6742(3) 0.7505(3) 0.0476(12) Uani 1 1 d . . . H16 H 0.7087 0.7204 0.7431 0.057 Uiso 1 1 calc R . . C17 C 0.6084(4) 0.6659(3) 0.8273(3) 0.0421(11) Uani 1 1 d . . . C18 C 0.5191(4) 0.5961(3) 0.8347(3) 0.0413(11) Uani 1 1 d . . . C19 C 0.4808(4) 0.5375(3) 0.7664(3) 0.0437(11) Uani 1 1 d . . . H19 H 0.4223 0.4911 0.7708 0.052 Uiso 1 1 calc R . . C20 C 0.4706(5) 0.5845(4) 0.9106(3) 0.0564(14) Uani 1 1 d . . . H20 H 0.4113 0.5389 0.9156 0.068 Uiso 1 1 calc R . . C21 C 0.5133(6) 0.6417(4) 0.9756(3) 0.0689(17) Uani 1 1 d . . . H21 H 0.4821 0.6353 1.0255 0.083 Uiso 1 1 calc R . . C22 C 0.6033(6) 0.7100(4) 0.9687(4) 0.0675(17) Uani 1 1 d . . . H22 H 0.6318 0.7471 1.0147 0.081 Uiso 1 1 calc R . . C23 C 0.6499(5) 0.7235(4) 0.8969(4) 0.0577(15) Uani 1 1 d . . . H23 H 0.7085 0.7701 0.8934 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 I1 0.0500(2) 0.04583(19) 0.05100(19) 0.00131(14) 0.00029(15) -0.00284(17) I2 0.0401(2) 0.04949(19) 0.04387(17) -0.00226(14) 0.00929(14) 0.00353(16) I3 0.0418(2) 0.0479(2) 0.05331(19) 0.00376(14) 0.00323(15) 0.00027(16) Ag1 0.0555(3) 0.0551(3) 0.0545(2) 0.00119(18) 0.0057(2) -0.0008(2) N1 0.035(2) 0.038(2) 0.049(2) -0.0007(18) 0.0010(18) -0.0069(19) N2 0.034(2) 0.044(2) 0.048(2) 0.0015(18) 0.0082(18) 0.007(2) C1 0.041(3) 0.051(3) 0.068(3) 0.001(3) -0.008(3) -0.002(3) C2 0.045(4) 0.051(3) 0.081(4) -0.014(3) 0.006(3) -0.006(3) C3 0.050(4) 0.068(4) 0.071(4) -0.016(3) 0.012(3) -0.010(3) C4 0.051(4) 0.070(4) 0.045(3) 0.005(3) 0.002(2) -0.009(3) C5 0.030(3) 0.044(3) 0.037(2) 0.005(2) -0.005(2) -0.011(2) C6 0.032(3) 0.044(3) 0.045(3) 0.006(2) -0.006(2) -0.013(2) C7 0.047(4) 0.064(3) 0.045(3) 0.014(2) -0.002(2) -0.008(3) C8 0.048(4) 0.060(3) 0.044(3) 0.006(2) 0.005(2) -0.003(3) C9 0.036(3) 0.050(3) 0.053(3) 0.011(2) -0.006(2) -0.011(3) C10 0.046(4) 0.043(3) 0.083(4) -0.014(3) 0.010(3) 0.001(3) C11 0.039(3) 0.046(3) 0.051(3) -0.001(2) -0.001(2) -0.001(3) C12 0.041(3) 0.059(3) 0.047(3) -0.007(2) 0.003(2) -0.003(3) C13 0.048(3) 0.046(3) 0.054(3) -0.006(2) 0.009(2) -0.002(3) C14 0.049(4) 0.057(3) 0.050(3) -0.005(2) -0.004(2) 0.008(3) C15 0.043(3) 0.049(3) 0.056(3) 0.009(2) 0.016(2) 0.004(3) C16 0.035(3) 0.033(3) 0.076(3) 0.007(2) 0.011(3) -0.002(2) C17 0.026(3) 0.031(2) 0.067(3) 0.003(2) 0.000(2) 0.007(2) C18 0.031(3) 0.037(3) 0.054(3) 0.001(2) 0.002(2) 0.010(2) C19 0.029(3) 0.039(3) 0.063(3) 0.002(2) 0.006(2) -0.003(2) C20 0.051(4) 0.059(3) 0.060(3) 0.007(3) 0.010(3) 0.007(3) C21 0.074(5) 0.074(4) 0.059(4) -0.005(3) 0.011(3) 0.027(4) C22 0.071(5) 0.059(4) 0.066(4) -0.015(3) -0.013(3) 0.025(3) C23 0.047(4) 0.038(3) 0.083(4) -0.005(3) -0.010(3) 0.009(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 I1 Ag1 2.8246(5) . ? I2 Ag1 2.8968(5) . ? I2 Ag1 2.9568(5) 3_766 ? I3 Ag1 2.8203(5) . ? Ag1 I2 2.9568(6) 3_766 ? N1 C8 1.365(6) . ? N1 C9 1.328(6) . ? N1 C10 1.479(6) . ? N2 C14 1.485(5) . ? N2 C15 1.357(6) . ? N2 C19 1.316(5) . ? C1 H1 0.9300 . ? C1 C2 1.347(7) . ? C1 C6 1.437(7) . ? C2 H2 0.9300 . ? C2 C3 1.401(7) . ? C3 H3 0.9300 . ? C3 C4 1.337(7) . ? C4 H4 0.9300 . ? C4 C5 1.416(6) . ? C5 C6 1.393(6) . ? C5 C9 1.421(6) . ? C6 C7 1.398(6) . ? C7 H7 0.9300 . ? C7 C8 1.321(7) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 C11 1.519(7) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 C12 1.523(6) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 C13 1.497(6) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 C14 1.526(6) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15 0.9300 . ? C15 C16 1.348(6) . ? C16 H16 0.9300 . ? C16 C17 1.401(6) . ? C17 C18 1.411(6) . ? C17 C23 1.416(6) . ? C18 C19 1.400(6) . ? C18 C20 1.422(6) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C20 C21 1.359(7) . ? C21 H21 0.9300 . ? C21 C22 1.401(8) . ? C22 H22 0.9300 . ? C22 C23 1.355(8) . ? C23 H23 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Ag1 I2 Ag1 85.162(14) . 3_766 ? I1 Ag1 I2 109.434(16) . 3_766 ? I1 Ag1 I2 117.369(17) . . ? I2 Ag1 I2 94.837(14) . 3_766 ? I3 Ag1 I1 113.056(16) . . ? I3 Ag1 I2 113.695(17) . 3_766 ? I3 Ag1 I2 107.273(16) . . ? C8 N1 C10 118.6(4) . . ? C9 N1 C8 120.4(4) . . ? C9 N1 C10 120.9(4) . . ? C15 N2 C14 118.8(4) . . ? C19 N2 C14 120.5(4) . . ? C19 N2 C15 120.6(4) . . ? C2 C1 H1 120.2 . . ? C2 C1 C6 119.6(5) . . ? C6 C1 H1 120.2 . . ? C1 C2 H2 119.7 . . ? C1 C2 C3 120.6(5) . . ? C3 C2 H2 119.7 . . ? C2 C3 H3 119.0 . . ? C4 C3 C2 122.0(5) . . ? C4 C3 H3 119.0 . . ? C3 C4 H4 120.6 . . ? C3 C4 C5 118.9(5) . . ? C5 C4 H4 120.6 . . ? C4 C5 C9 120.8(4) . . ? C6 C5 C4 120.6(5) . . ? C6 C5 C9 118.6(4) . . ? C5 C6 C1 118.3(4) . . ? C5 C6 C7 118.4(5) . . ? C7 C6 C1 123.3(4) . . ? C6 C7 H7 119.7 . . ? C8 C7 C6 120.5(5) . . ? C8 C7 H7 119.7 . . ? N1 C8 H8 119.0 . . ? C7 C8 N1 122.0(5) . . ? C7 C8 H8 119.0 . . ? N1 C9 C5 120.1(4) . . ? N1 C9 H9 120.0 . . ? C5 C9 H9 120.0 . . ? N1 C10 H10A 109.7 . . ? N1 C10 H10B 109.7 . . ? N1 C10 C11 109.9(4) . . ? H10A C10 H10B 108.2 . . ? C11 C10 H10A 109.7 . . ? C11 C10 H10B 109.7 . . ? C10 C11 H11A 108.8 . . ? C10 C11 H11B 108.8 . . ? C10 C11 C12 114.0(4) . . ? H11A C11 H11B 107.7 . . ? C12 C11 H11A 108.8 . . ? C12 C11 H11B 108.8 . . ? C11 C12 H12A 108.7 . . ? C11 C12 H12B 108.7 . . ? H12A C12 H12B 107.6 . . ? C13 C12 C11 114.2(4) . . ? C13 C12 H12A 108.7 . . ? C13 C12 H12B 108.7 . . ? C12 C13 H13A 108.9 . . ? C12 C13 H13B 108.9 . . ? C12 C13 C14 113.4(4) . . ? H13A C13 H13B 107.7 . . ? C14 C13 H13A 108.9 . . ? C14 C13 H13B 108.9 . . ? N2 C14 C13 112.3(4) . . ? N2 C14 H14A 109.1 . . ? N2 C14 H14B 109.1 . . ? C13 C14 H14A 109.1 . . ? C13 C14 H14B 109.1 . . ? H14A C14 H14B 107.9 . . ? N2 C15 H15 119.2 . . ? C16 C15 N2 121.6(4) . . ? C16 C15 H15 119.2 . . ? C15 C16 H16 119.9 . . ? C15 C16 C17 120.2(5) . . ? C17 C16 H16 119.9 . . ? C16 C17 C18 117.6(4) . . ? C16 C17 C23 123.5(5) . . ? C18 C17 C23 118.9(5) . . ? C17 C18 C20 120.6(4) . . ? C19 C18 C17 118.7(4) . . ? C19 C18 C20 120.7(5) . . ? N2 C19 C18 121.3(5) . . ? N2 C19 H19 119.4 . . ? C18 C19 H19 119.4 . . ? C18 C20 H20 120.9 . . ? C21 C20 C18 118.3(5) . . ? C21 C20 H20 120.9 . . ? C20 C21 H21 119.4 . . ? C20 C21 C22 121.2(5) . . ? C22 C21 H21 119.4 . . ? C21 C22 H22 119.1 . . ? C23 C22 C21 121.8(5) . . ? C23 C22 H22 119.1 . . ? C17 C23 H23 120.4 . . ? C22 C23 C17 119.2(5) . . ? C22 C23 H23 120.4 . . ? 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 Ag1 I2 Ag1 I1 114.82(2) 3_766 . . . ? Ag1 I2 Ag1 I2 0.0 3_766 . . 3_766 ? Ag1 I2 Ag1 I3 -116.66(2) 3_766 . . . ? N1 C10 C11 C12 174.0(4) . . . . ? N2 C15 C16 C17 -0.3(7) . . . . ? C1 C2 C3 C4 -1.3(8) . . . . ? C1 C6 C7 C8 -178.0(5) . . . . ? C2 C1 C6 C5 0.1(7) . . . . ? C2 C1 C6 C7 178.9(5) . . . . ? C2 C3 C4 C5 0.4(8) . . . . ? C3 C4 C5 C6 0.6(7) . . . . ? C3 C4 C5 C9 -178.8(5) . . . . ? C4 C5 C6 C1 -0.9(7) . . . . ? C4 C5 C6 C7 -179.8(4) . . . . ? C4 C5 C9 N1 178.0(4) . . . . ? C5 C6 C7 C8 0.8(7) . . . . ? C6 C1 C2 C3 0.9(8) . . . . ? C6 C5 C9 N1 -1.4(6) . . . . ? C6 C7 C8 N1 0.5(8) . . . . ? C8 N1 C9 C5 2.7(7) . . . . ? C8 N1 C10 C11 -76.1(5) . . . . ? C9 N1 C8 C7 -2.3(7) . . . . ? C9 N1 C10 C11 101.5(5) . . . . ? C9 C5 C6 C1 178.5(4) . . . . ? C9 C5 C6 C7 -0.4(6) . . . . ? C10 N1 C8 C7 175.4(5) . . . . ? C10 N1 C9 C5 -174.9(4) . . . . ? C10 C11 C12 C13 78.0(5) . . . . ? C11 C12 C13 C14 174.0(4) . . . . ? C12 C13 C14 N2 61.4(6) . . . . ? C14 N2 C15 C16 -177.7(4) . . . . ? C14 N2 C19 C18 178.0(4) . . . . ? C15 N2 C14 C13 67.6(5) . . . . ? C15 N2 C19 C18 -1.6(7) . . . . ? C15 C16 C17 C18 -1.5(7) . . . . ? C15 C16 C17 C23 178.4(4) . . . . ? C16 C17 C18 C19 1.8(6) . . . . ? C16 C17 C18 C20 -179.4(4) . . . . ? C16 C17 C23 C22 -179.8(5) . . . . ? C17 C18 C19 N2 -0.3(7) . . . . ? C17 C18 C20 C21 -0.5(7) . . . . ? C18 C17 C23 C22 0.2(7) . . . . ? C18 C20 C21 C22 -0.5(8) . . . . ? C19 N2 C14 C13 -112.1(5) . . . . ? C19 N2 C15 C16 1.9(7) . . . . ? C19 C18 C20 C21 178.3(5) . . . . ? C20 C18 C19 N2 -179.1(4) . . . . ? C20 C21 C22 C23 1.4(9) . . . . ? C21 C22 C23 C17 -1.2(8) . . . . ? C23 C17 C18 C19 -178.2(4) . . . . ? C23 C17 C18 C20 0.6(7) . . . . ? #===============================END data_5 _database_code_depnum_ccdc_archive 'CCDC 849095' #TrackingRef '- Revised CIF data 1-10.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H24 Ag2 Br4 K0 N2 S0' _chemical_formula_weight 875.79 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' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 12.219(5) _cell_length_b 17.560(3) _cell_length_c 12.807(3) _cell_angle_alpha 90.00 _cell_angle_beta 105.75(3) _cell_angle_gamma 90.00 _cell_volume 2644.9(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1087 _cell_measurement_theta_min 3.2987 _cell_measurement_theta_max 26.3046 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.199 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 7.539 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.65031 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5069 _diffrn_reflns_av_R_equivalents 0.0327 _diffrn_reflns_av_sigmaI/netI 0.0527 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.31 _diffrn_reflns_theta_max 25.50 _reflns_number_total 2461 _reflns_number_gt 1739 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'CrystalStructure 3.7.0' _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^)+(0.0615P)^2^+1.6885P] 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 2461 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0729 _refine_ls_R_factor_gt 0.0445 _refine_ls_wR_factor_ref 0.1165 _refine_ls_wR_factor_gt 0.1017 _refine_ls_goodness_of_fit_ref 0.925 _refine_ls_restrained_S_all 0.925 _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 C12 C 0.5405(8) 0.3441(6) 0.2427(19) 0.215(10) Uani 1 1 d . . . H12 H 0.5654 0.3915 0.2262 0.258 Uiso 1 1 calc R . . C10 C 0.7003(10) 0.2738(5) 0.3521(9) 0.101(3) Uani 1 1 d . . . H10A H 0.6574 0.2600 0.4029 0.121 Uiso 1 1 calc R . . H10B H 0.7342 0.3235 0.3720 0.121 Uiso 1 1 calc R . . Ag1 Ag 1.00133(5) 0.46771(3) 0.12495(4) 0.0670(2) Uani 1 1 d . . . Br1 Br 0.99175(7) 0.61190(4) 0.05776(6) 0.0586(2) Uani 1 1 d . . . Br2 Br 0.82875(6) 0.41893(4) 0.20457(6) 0.0562(2) Uani 1 1 d . . . C6 C 0.9679(6) 0.1065(4) 0.3826(5) 0.0494(16) Uani 1 1 d . . . C7 C 0.8523(7) 0.0862(4) 0.3666(6) 0.0604(19) Uani 1 1 d . . . H7 H 0.8332 0.0349 0.3661 0.073 Uiso 1 1 calc R . . N1 N 0.7941(5) 0.2131(4) 0.3533(6) 0.0667(17) Uani 1 1 d . . . C11 C 0.6283(9) 0.2749(6) 0.2444(9) 0.099(3) Uani 1 1 d . . . H11A H 0.5880 0.2270 0.2269 0.119 Uiso 1 1 calc R . . H11B H 0.6721 0.2839 0.1927 0.119 Uiso 1 1 calc R . . C4 C 1.1037(6) 0.2106(5) 0.3965(5) 0.0575(18) Uani 1 1 d . . . H4 H 1.1200 0.2623 0.3950 0.069 Uiso 1 1 calc R . . C2 C 1.1655(8) 0.0806(5) 0.4133(6) 0.073(2) Uani 1 1 d . . . H2 H 1.2246 0.0456 0.4236 0.088 Uiso 1 1 calc R . . C5 C 0.9890(6) 0.1852(4) 0.3814(4) 0.0446(16) Uani 1 1 d . . . C1 C 1.0578(7) 0.0557(4) 0.3986(6) 0.0619(19) Uani 1 1 d . . . H1 H 1.0437 0.0037 0.3992 0.074 Uiso 1 1 calc R . . C9 C 0.8992(6) 0.2363(4) 0.3655(6) 0.0573(19) Uani 1 1 d . . . H9 H 0.9137 0.2882 0.3634 0.069 Uiso 1 1 calc R . . C8 C 0.7700(7) 0.1380(4) 0.3521(6) 0.065(2) Uani 1 1 d . . . H8 H 0.6950 0.1223 0.3410 0.078 Uiso 1 1 calc R . . C3 C 1.1886(7) 0.1579(5) 0.4131(6) 0.069(2) Uani 1 1 d . . . H3 H 1.2634 0.1741 0.4245 0.083 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 C12 0.034(5) 0.054(6) 0.55(3) 0.002(13) 0.062(12) 0.009(5) C10 0.121(9) 0.063(6) 0.121(8) -0.001(6) 0.038(7) -0.017(7) Ag1 0.0741(5) 0.0602(4) 0.0699(4) 0.0076(3) 0.0251(3) 0.0017(3) Br1 0.0717(5) 0.0455(4) 0.0667(5) -0.0019(3) 0.0327(4) 0.0002(4) Br2 0.0409(4) 0.0548(5) 0.0715(5) 0.0073(3) 0.0126(3) -0.0032(4) C6 0.054(4) 0.048(4) 0.048(4) -0.003(3) 0.016(3) -0.008(4) C7 0.064(5) 0.044(4) 0.079(5) -0.002(3) 0.031(4) -0.013(4) N1 0.057(4) 0.048(4) 0.108(5) 0.009(3) 0.043(4) 0.001(3) C11 0.105(8) 0.078(7) 0.124(8) -0.031(6) 0.048(7) -0.030(6) C4 0.050(4) 0.063(5) 0.058(4) -0.001(3) 0.011(4) -0.011(4) C2 0.066(6) 0.072(6) 0.074(5) 0.008(4) 0.007(4) 0.020(5) C5 0.052(4) 0.045(4) 0.042(4) 0.002(3) 0.020(3) -0.010(4) C1 0.063(5) 0.048(4) 0.072(5) -0.004(4) 0.015(4) 0.000(4) C9 0.058(5) 0.045(4) 0.074(5) 0.000(3) 0.027(4) -0.006(4) C8 0.049(4) 0.056(5) 0.099(6) -0.005(4) 0.038(4) -0.018(4) C3 0.051(5) 0.090(7) 0.058(4) 0.005(4) -0.001(4) -0.007(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 C12 C12 1.06(2) 2_655 ? C12 C11 1.618(13) . ? C10 C11 1.421(14) . ? C10 N1 1.562(12) . ? Ag1 Br1 2.6665(10) . ? Ag1 Br2 2.7113(14) 2_755 ? Ag1 Br2 2.7180(12) . ? Ag1 Br1 2.7467(10) 5_765 ? Ag1 Ag1 3.2121(13) 2_755 ? Br1 Ag1 2.7467(10) 5_765 ? Br2 Ag1 2.7113(14) 2_755 ? C6 C5 1.408(9) . ? C6 C1 1.386(10) . ? C6 C7 1.417(10) . ? C7 C8 1.331(10) . ? N1 C9 1.316(9) . ? N1 C8 1.351(9) . ? C4 C3 1.363(11) . ? C4 C5 1.433(9) . ? C2 C1 1.351(11) . ? C2 C3 1.387(12) . ? C5 C9 1.389(9) . ? 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 C12 C12 C11 130.4(8) 2_655 . ? C11 C10 N1 106.1(8) . . ? Br1 Ag1 Br2 121.12(3) . 2_755 ? Br1 Ag1 Br2 116.73(3) . . ? Br2 Ag1 Br2 95.79(4) 2_755 . ? Br1 Ag1 Br1 102.54(3) . 5_765 ? Br2 Ag1 Br1 109.35(4) 2_755 5_765 ? Br2 Ag1 Br1 111.45(4) . 5_765 ? Br1 Ag1 Ag1 108.081(19) . 2_755 ? Br2 Ag1 Ag1 53.83(3) 2_755 2_755 ? Br2 Ag1 Ag1 53.63(3) . 2_755 ? Br1 Ag1 Ag1 149.38(2) 5_765 2_755 ? Ag1 Br1 Ag1 77.46(3) . 5_765 ? Ag1 Br2 Ag1 72.54(3) 2_755 . ? C5 C6 C1 119.5(7) . . ? C5 C6 C7 115.1(7) . . ? C1 C6 C7 125.4(7) . . ? C8 C7 C6 122.3(7) . . ? C9 N1 C8 120.4(7) . . ? C9 N1 C10 118.7(7) . . ? C8 N1 C10 120.6(7) . . ? C10 C11 C12 104.8(11) . . ? C3 C4 C5 119.0(7) . . ? C1 C2 C3 120.6(8) . . ? C9 C5 C6 119.7(6) . . ? C9 C5 C4 121.6(6) . . ? C6 C5 C4 118.7(7) . . ? C2 C1 C6 121.0(8) . . ? N1 C9 C5 121.7(7) . . ? C7 C8 N1 120.8(7) . . ? C4 C3 C2 121.2(8) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.881 _refine_diff_density_min -0.585 _refine_diff_density_rms 0.112 #===============================END data_6 _database_code_depnum_ccdc_archive 'CCDC 849096' #TrackingRef '- Revised CIF data 1-10.cif' _audit_creation_date 2011-09-22 _audit_creation_method ; Olex2 1.1 (compiled 2011.09.07 svn.r1971, GUI svn.r3853) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety '0.25(Ag8 I16), 0.5(C48 H52 N4)' _chemical_formula_sum 'C24 H26 Ag2 I4 N2' _chemical_formula_weight 1065.81 _chemical_melting_point ? _chemical_oxdiff_formula C24H26N2Ag2I4 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' Ag Ag -0.8971 1.1015 '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' _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_H-M_alt 'C 1 2/c 1' _space_group_name_Hall '-C 2yc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y, -z+1/2' 3 'x+1/2, y+1/2, z' 4 '-x+1/2, y+1/2, -z+1/2' 5 '-x, -y, -z' 6 'x, -y, z-1/2' 7 '-x+1/2, -y+1/2, -z' 8 'x+1/2, -y+1/2, z-1/2' _cell_length_a 19.2749(9) _cell_length_b 13.4627(3) _cell_length_c 13.9207(7) _cell_angle_alpha 90.00 _cell_angle_beta 127.679(7) _cell_angle_gamma 90.00 _cell_volume 2858.9(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 4973 _cell_measurement_temperature 291.15 _cell_measurement_theta_max 26.3109 _cell_measurement_theta_min 2.9493 _exptl_absorpt_coefficient_mu 5.704 _exptl_absorpt_correction_T_max 0.251 _exptl_absorpt_correction_T_min 0.093 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Numerical absorption correction based on gaussian integration over a multifaceted crystal model ; _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 2.476 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1960 _exptl_crystal_size_max 0.248 _exptl_crystal_size_mid 0.1733 _exptl_crystal_size_min 0.118 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0327 _diffrn_reflns_av_unetI/netI 0.0289 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 11659 _diffrn_reflns_theta_full 26.37 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_min 2.96 _diffrn_ambient_temperature 291.15 _diffrn_detector_area_resol_mean 16.2312 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -42.00 -14.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -17.1323 109.0000 -169.0000 28 #__ type_ start__ end____ width___ exp.time_ 2 omega -16.00 23.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -17.1323 -109.0000 -10.0000 39 #__ type_ start__ end____ width___ exp.time_ 3 omega -53.00 -12.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - 19.6323 -37.0000 -90.0000 41 #__ type_ start__ end____ width___ exp.time_ 4 omega 14.00 67.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - 19.6323 -109.0000 169.0000 53 #__ type_ start__ end____ width___ exp.time_ 5 omega 10.00 57.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - 19.6323 37.0000 120.0000 47 #__ type_ start__ end____ width___ exp.time_ 6 omega 16.00 47.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - 19.6323 -109.0000 -10.0000 31 #__ type_ start__ end____ width___ exp.time_ 7 omega -51.00 92.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - 19.6323 0.0000 -90.0000 143 #__ type_ start__ end____ width___ exp.time_ 8 omega -6.00 49.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - 19.6323 37.0000 0.0000 55 ; _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0295929000 _diffrn_orient_matrix_UB_12 -0.0176927000 _diffrn_orient_matrix_UB_13 0.0103100000 _diffrn_orient_matrix_UB_21 0.0330478000 _diffrn_orient_matrix_UB_22 0.0048951000 _diffrn_orient_matrix_UB_23 0.0635024000 _diffrn_orient_matrix_UB_31 -0.0139147000 _diffrn_orient_matrix_UB_32 0.0493896000 _diffrn_orient_matrix_UB_33 -0.0026301000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_source 'Enhance (Mo) X-ray Source' _diffrn_source_current n/a _diffrn_source_voltage n/a _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 2516 _reflns_number_total 2927 _reflns_odcompleteness_completeness 99.80 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; SHELXL, G.M. Sheldrick, Acta Cryst. 2008). A64, 112-122 ; _computing_structure_solution ; SHELXS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _refine_diff_density_max 1.087 _refine_diff_density_min -1.062 _refine_diff_density_rms 0.118 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_hydrogen_treatment CONSTR _refine_ls_matrix_type full _refine_ls_number_parameters 152 _refine_ls_number_reflns 2927 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0407 _refine_ls_R_factor_gt 0.0323 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0269P)^2^+7.3969P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0675 _refine_ls_wR_factor_ref 0.0715 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.64365(2) 0.60685(3) 0.37040(3) 0.04914(11) Uani 1 1 d . . . I2 I 0.46579(3) 0.35676(3) 0.41616(4) 0.06098(13) Uani 1 1 d . . . Ag1 Ag 0.50088(3) 0.54713(3) 0.36986(4) 0.06413(15) Uani 1 1 d . . . N1 N 0.8078(3) 0.4522(3) 0.7278(4) 0.0448(10) Uani 1 1 d . A . C1 C 0.9613(3) 0.4797(3) 0.8489(4) 0.0353(10) Uani 1 1 d . . . C2 C 1.0477(3) 0.4432(4) 0.9207(4) 0.0443(12) Uani 1 1 d . . . H2 H 1.0579 0.3752 0.9336 0.053 Uiso 1 1 calc R . . C3 C 1.1161(3) 0.5070(4) 0.9711(5) 0.0503(13) Uani 1 1 d . . . H3 H 1.1731 0.4825 1.0175 0.060 Uiso 1 1 calc R . . C4 C 1.1012(4) 0.6097(4) 0.9536(5) 0.0536(14) Uani 1 1 d . . . H4 H 1.1487 0.6528 0.9905 0.064 Uiso 1 1 calc R . . C5 C 1.0190(4) 0.6469(4) 0.8841(5) 0.0493(13) Uani 1 1 d . . . H5 H 1.0104 0.7151 0.8719 0.059 Uiso 1 1 calc R . . C6 C 0.9465(3) 0.5834(3) 0.8301(4) 0.0398(11) Uani 1 1 d . . . C7 C 0.8589(4) 0.6166(4) 0.7581(5) 0.0511(13) Uani 1 1 d . . . H7 H 0.8472 0.6843 0.7446 0.061 Uiso 1 1 calc R . . C8 C 0.7920(4) 0.5524(4) 0.7089(5) 0.0502(13) Uani 1 1 d . . . H8 H 0.7347 0.5759 0.6617 0.060 Uiso 1 1 calc R . . C9 C 0.8887(3) 0.4168(4) 0.7953(5) 0.0432(11) Uani 1 1 d . . . H9 H 0.8974 0.3486 0.8073 0.052 Uiso 1 1 calc R . . C10 C 0.7303(4) 0.3844(5) 0.6716(6) 0.0694(18) Uani 1 1 d D . . H10A H 0.7227 0.3683 0.7326 0.083 Uiso 0.681(10) 1 calc PR A 1 H10B H 0.6784 0.4202 0.6070 0.083 Uiso 0.681(10) 1 calc PR A 1 H10C H 0.7430 0.3350 0.7311 0.083 Uiso 0.319(10) 1 calc PR A 2 H10D H 0.6804 0.4229 0.6513 0.083 Uiso 0.319(10) 1 calc PR A 2 C11 C 0.7358(6) 0.2908(7) 0.6213(8) 0.051(2) Uani 0.681(10) 1 d P A 1 H11A H 0.6814 0.2547 0.5848 0.061 Uiso 0.681(10) 1 calc PR A 1 H11B H 0.7824 0.2509 0.6883 0.061 Uiso 0.681(10) 1 calc PR A 1 C12 C 0.7519(7) 0.2989(8) 0.5279(10) 0.053(2) Uani 0.681(10) 1 d P . 1 H12A H 0.7086 0.3433 0.4638 0.063 Uiso 0.681(10) 1 calc PR A 1 H12B H 0.8091 0.3284 0.5661 0.063 Uiso 0.681(10) 1 calc PR A 1 C11A C 0.7061(12) 0.3329(14) 0.5611(16) 0.051(2) Uani 0.319(10) 1 d PD A 2 H11C H 0.6909 0.3838 0.5018 0.061 Uiso 0.319(10) 1 calc PR A 2 H11D H 0.6530 0.2957 0.5291 0.061 Uiso 0.319(10) 1 calc PR A 2 C12A C 0.7698(16) 0.2620(16) 0.565(3) 0.053(2) Uani 0.319(10) 1 d PD . 2 H12C H 0.8267 0.2931 0.6058 0.063 Uiso 0.319(10) 1 calc PR A 2 H12D H 0.7769 0.2019 0.6090 0.063 Uiso 0.319(10) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.03743(18) 0.0590(2) 0.0466(2) 0.00336(15) 0.02342(16) -0.00144(14) I2 0.0789(3) 0.0402(2) 0.0609(3) -0.00419(16) 0.0412(2) -0.01657(17) Ag1 0.0581(3) 0.0616(3) 0.0679(3) 0.0132(2) 0.0360(3) -0.0047(2) N1 0.040(2) 0.055(3) 0.043(2) -0.0112(19) 0.027(2) -0.0055(19) C1 0.040(2) 0.037(2) 0.032(2) -0.0036(18) 0.024(2) -0.0013(19) C2 0.050(3) 0.044(3) 0.043(3) -0.001(2) 0.031(3) 0.007(2) C3 0.042(3) 0.066(4) 0.043(3) -0.003(2) 0.026(2) -0.002(3) C4 0.058(3) 0.061(4) 0.051(3) -0.015(3) 0.038(3) -0.020(3) C5 0.069(4) 0.037(3) 0.052(3) -0.006(2) 0.042(3) -0.007(2) C6 0.051(3) 0.039(3) 0.035(2) 0.0010(19) 0.030(2) 0.004(2) C7 0.058(3) 0.045(3) 0.051(3) 0.008(2) 0.034(3) 0.016(3) C8 0.048(3) 0.060(3) 0.041(3) 0.004(2) 0.027(3) 0.015(3) C9 0.047(3) 0.040(3) 0.049(3) -0.006(2) 0.032(3) 0.000(2) C10 0.047(3) 0.088(5) 0.081(5) -0.029(3) 0.043(3) -0.023(3) C11 0.048(5) 0.059(6) 0.049(5) -0.011(3) 0.031(4) -0.020(4) C12 0.058(6) 0.045(7) 0.063(8) -0.006(4) 0.041(6) -0.018(5) C11A 0.048(5) 0.059(6) 0.049(5) -0.011(3) 0.031(4) -0.020(4) C12A 0.058(6) 0.045(7) 0.063(8) -0.006(4) 0.041(6) -0.018(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 I1 Ag1 2.8625(6) . ? I1 Ag1 2.8641(7) 2_655 ? I2 Ag1 2.8238(5) . ? I2 Ag1 2.9360(7) 5_666 ? Ag1 I1 2.8641(7) 2_655 ? Ag1 I2 2.9360(7) 5_666 ? Ag1 Ag1 3.3166(10) 2_655 ? N1 C8 1.372(6) . ? N1 C9 1.323(6) . ? N1 C10 1.500(6) . ? C1 C2 1.407(7) . ? C1 C6 1.417(6) . ? C1 C9 1.399(7) . ? C2 C3 1.355(7) . ? C3 C4 1.403(8) . ? C4 C5 1.351(8) . ? C5 C6 1.401(7) . ? C6 C7 1.410(7) . ? C7 C8 1.340(8) . ? C10 C11 1.477(10) . ? C10 C11A 1.479(14) . ? C11 C12 1.515(13) . ? C12 C12 1.51(2) 7_656 ? C11A C12A 1.527(18) . ? C12A C12A 1.52(6) 7_656 ? 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 Ag1 I1 Ag1 70.78(2) . 2_655 ? Ag1 I2 Ag1 84.098(17) . 5_666 ? I1 Ag1 I1 99.876(18) . 2_655 ? I1 Ag1 I2 120.96(2) 2_655 5_666 ? I1 Ag1 I2 105.055(19) . 5_666 ? I1 Ag1 Ag1 54.632(17) . 2_655 ? I1 Ag1 Ag1 54.588(16) 2_655 2_655 ? I2 Ag1 I1 108.881(19) . 2_655 ? I2 Ag1 I1 128.19(2) . . ? I2 Ag1 I2 95.901(17) . 5_666 ? I2 Ag1 Ag1 151.905(13) 5_666 2_655 ? I2 Ag1 Ag1 111.907(14) . 2_655 ? C8 N1 C10 117.7(5) . . ? C9 N1 C8 121.2(4) . . ? C9 N1 C10 121.1(5) . . ? C2 C1 C6 119.5(4) . . ? C9 C1 C2 122.1(4) . . ? C9 C1 C6 118.4(4) . . ? C3 C2 C1 120.0(5) . . ? C2 C3 C4 120.3(5) . . ? C5 C4 C3 121.0(5) . . ? C4 C5 C6 120.4(5) . . ? C5 C6 C1 118.7(5) . . ? C5 C6 C7 123.8(5) . . ? C7 C6 C1 117.5(4) . . ? C8 C7 C6 121.2(5) . . ? C7 C8 N1 120.3(5) . . ? N1 C9 C1 121.4(4) . . ? C11 C10 N1 115.4(5) . . ? C11 C10 C11A 34.4(7) . . ? C11A C10 N1 114.0(8) . . ? C10 C11 C12 117.2(8) . . ? C12 C12 C11 114.1(10) 7_656 . ? C10 C11A C12A 121.2(18) . . ? C12A C12A C11A 107(2) 7_656 . ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z -6 -1 -13 0.0772 -6.0514 -1.0191 -12.9805 0.0633 -1.0293 0.0680 -27 2 12 0.0586 -27.0120 1.9689 12.0262 0.8885 -0.1194 0.4415 -14 14 12 0.0947 -14.0053 13.9753 12.0136 0.2911 0.3685 0.8535 15 3 -20 0.0639 14.9578 3.0013 -20.0007 -0.7020 -0.7611 -0.0073 -16 -15 10 0.1220 -15.9755 -14.9988 10.0063 0.8413 0.0340 -0.5448 2 6 -16 0.0762 1.9435 5.9826 -15.9856 -0.3282 -0.9216 0.3105 6 17 4 0.1078 6.0002 16.9944 3.9952 -0.4370 0.5352 0.7453 23 -1 -2 0.0405 23.0359 -0.9671 -2.0295 -0.6855 0.6277 -0.3630 -23 1 2 0.0819 -23.0359 0.9671 2.0295 0.6855 -0.6277 0.3630 24 -1 -18 0.0560 23.9858 -0.9796 -18.0163 -0.8782 -0.3562 -0.3348 26 1 -16 0.0565 25.9931 1.0230 -16.0200 -0.9525 -0.1533 -0.2690 -26 4 16 0.0728 -26.0000 3.9718 16.0220 0.8643 0.1776 0.5158 -8 3 -11 0.0747 -8.0540 2.9756 -10.9780 0.0725 -0.9487 0.2879 6 1 13 0.0757 6.0514 1.0191 12.9805 -0.0633 1.0293 -0.0680 10 -18 -3 0.0856 10.0329 -17.9690 -3.0180 -0.0101 0.0520 -1.0192 -9 -16 -2 0.1066 -9.0005 -15.9980 -1.9926 0.5289 -0.5023 -0.6597 -10 17 2 0.1073 -10.0347 16.9692 2.0185 0.0175 -0.1204 0.9724 -11 -16 10 0.1184 -10.9652 -15.9905 9.9992 0.7105 0.1943 -0.6635 #=================================================END data_7 _database_code_depnum_ccdc_archive 'CCDC 849097' #TrackingRef '- Revised CIF data 1-10.cif' _audit_creation_date 2011-05-04 _audit_creation_method ; Olex2 1.1 (compiled 2011.02.15 svn.r1672, GUI svn.r3494) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C2 Cu N2 S2, C12 H13 N' _chemical_formula_sum 'C14 H13 Cu N3 S2' _chemical_formula_weight 350.93 _chemical_melting_point ? _chemical_oxdiff_formula 'C H O N Cu Br K S' _chemical_oxdiff_usercomment NYY-04-07 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' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -z' _cell_length_a 8.1247(7) _cell_length_b 9.1320(8) _cell_length_c 10.6624(10) _cell_angle_alpha 101.940(8) _cell_angle_beta 94.339(8) _cell_angle_gamma 107.730(8) _cell_volume 729.02(12) _cell_formula_units_Z 2 _cell_measurement_reflns_used 1233 _cell_measurement_temperature 290.65 _cell_measurement_theta_max 26.3141 _cell_measurement_theta_min 2.9426 _exptl_absorpt_coefficient_mu 1.776 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.96295 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour crimson _exptl_crystal_density_diffrn 1.599 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 358 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0239 _diffrn_reflns_av_unetI/netI 0.0467 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 4712 _diffrn_reflns_theta_full 25.03 _diffrn_reflns_theta_max 25.03 _diffrn_reflns_theta_min 2.95 _diffrn_ambient_temperature 290.65 _diffrn_detector_area_resol_mean 16.2542 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -52.00 44.00 1.0000 3.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 -77.0000 30.0000 96 #__ type_ start__ end____ width___ exp.time_ 2 omega 58.00 84.00 1.0000 3.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 -141.0000 -20.0000 26 #__ type_ start__ end____ width___ exp.time_ 3 omega -53.00 42.00 1.0000 3.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 -37.0000 -120.0000 95 #__ type_ start__ end____ width___ exp.time_ 4 omega -12.00 80.00 1.0000 3.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 77.0000 150.0000 92 #__ type_ start__ end____ width___ exp.time_ 5 omega 49.00 74.00 1.0000 3.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 -141.0000 -38.0000 25 #__ type_ start__ end____ width___ exp.time_ 6 omega -17.00 29.00 1.0000 3.0000 omega____ theta____ kappa____ phi______ frames - -18.8892 37.0000 -30.0000 46 ; _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0005050000 _diffrn_orient_matrix_UB_12 0.0123829000 _diffrn_orient_matrix_UB_13 0.0678534000 _diffrn_orient_matrix_UB_21 -0.0774783000 _diffrn_orient_matrix_UB_22 -0.0661399000 _diffrn_orient_matrix_UB_23 -0.0107212000 _diffrn_orient_matrix_UB_31 0.0508689000 _diffrn_orient_matrix_UB_32 -0.0503554000 _diffrn_orient_matrix_UB_33 0.0029856000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_source 'Enhance (Mo) X-ray Source' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 1798 _reflns_number_total 2577 _reflns_odcompleteness_completeness 99.87 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'A short history of SHELX (Sheldrick, 2007)' _refine_diff_density_max 1.042 _refine_diff_density_min -0.318 _refine_diff_density_rms 0.168 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 181 _refine_ls_number_reflns 2577 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1022 _refine_ls_R_factor_gt 0.0794 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1234P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1880 _refine_ls_wR_factor_ref 0.2099 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.01862(11) 0.51703(10) 0.75475(8) 0.0827(4) Uani 1 1 d . . . S1 S -0.0781(2) 0.70870(18) 0.66881(16) 0.0731(5) Uani 1 1 d . . . S2 S -0.2813(2) 0.3423(2) 1.08338(18) 0.0826(5) Uani 1 1 d . . . N1 N -0.0601(6) 0.6119(6) 0.4048(6) 0.0733(13) Uani 1 1 d . . . N2 N -0.1447(7) 0.4196(7) 0.8644(6) 0.0822(15) Uani 1 1 d . . . N3 N 0.7398(7) 0.8132(7) 0.2785(6) 0.0816(15) Uani 1 1 d . . . C1 C 0.4419(9) 0.7419(9) 0.5770(9) 0.088(2) Uani 1 1 d . . . H1 H 0.3496 0.6489 0.5695 0.105 Uiso 1 1 calc R . . C2 C 0.4830(11) 0.8575(11) 0.6873(9) 0.099(2) Uani 1 1 d . . . H2 H 0.4193 0.8425 0.7552 0.119 Uiso 1 1 calc R . . C3 C 0.6183(9) 0.9980(9) 0.7013(8) 0.089(2) Uani 1 1 d . . . H3 H 0.6429 1.0762 0.7779 0.107 Uiso 1 1 calc R . . C4 C 0.7152(8) 1.0238(8) 0.6058(7) 0.0777(18) Uani 1 1 d . . . H4 H 0.8058 1.1187 0.6163 0.093 Uiso 1 1 calc R . . C5 C 0.6766(7) 0.9034(7) 0.4887(7) 0.0687(15) Uani 1 1 d . . . C6 C 0.5377(7) 0.7606(8) 0.4727(7) 0.0735(17) Uani 1 1 d . . . C7 C 0.5024(8) 0.6487(8) 0.3539(9) 0.087(2) Uani 1 1 d . . . H7 H 0.4101 0.5542 0.3399 0.104 Uiso 1 1 calc R . . C8 C 0.6014(9) 0.6766(9) 0.2591(8) 0.087(2) Uani 1 1 d . . . H8 H 0.5749 0.6020 0.1802 0.105 Uiso 1 1 calc R . . C9 C 0.7743(8) 0.9234(8) 0.3867(7) 0.0745(17) Uani 1 1 d . . . H9 H 0.8660 1.0173 0.3961 0.089 Uiso 1 1 calc R . . C10 C 0.8549(11) 0.8394(11) 0.1765(9) 0.099(2) Uani 1 1 d . . . H10A H 0.9706 0.9088 0.2181 0.119 Uiso 1 1 calc R . . H10B H 0.8653 0.7386 0.1337 0.119 Uiso 1 1 calc R . . C11 C 0.7921(10) 0.9085(10) 0.0780(8) 0.091(2) Uani 1 1 d . . . H11A H 0.7822 1.0099 0.1198 0.109 Uiso 1 1 calc R . . H11B H 0.6768 0.8393 0.0352 0.109 Uiso 1 1 calc R . . C12 C 0.9145(9) 0.9322(9) -0.0226(7) 0.0887(19) Uani 1 1 d . . . H12A H 0.9408 0.8350 -0.0516 0.106 Uiso 1 1 calc R . . H12B H 0.8534 0.9498 -0.0968 0.106 Uiso 1 1 calc R . . C13 C -0.0680(7) 0.6507(7) 0.5149(7) 0.0648(14) Uani 1 1 d . . . C14 C -0.2008(7) 0.3886(7) 0.9535(7) 0.0696(15) 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 0.0993(6) 0.0894(6) 0.0583(6) 0.0211(4) 0.0200(4) 0.0252(4) S1 0.0915(10) 0.0694(9) 0.0570(10) 0.0127(7) 0.0130(7) 0.0258(7) S2 0.0788(10) 0.0966(12) 0.0629(11) 0.0254(9) 0.0135(7) 0.0103(8) N1 0.090(3) 0.075(3) 0.057(3) 0.012(3) 0.012(2) 0.031(2) N2 0.083(3) 0.097(4) 0.057(3) 0.026(3) 0.008(3) 0.011(3) N3 0.081(3) 0.090(4) 0.082(4) 0.032(3) 0.014(3) 0.032(3) C1 0.078(4) 0.087(5) 0.108(6) 0.048(5) 0.025(4) 0.023(3) C2 0.116(6) 0.112(6) 0.094(6) 0.047(5) 0.040(5) 0.052(5) C3 0.098(5) 0.092(5) 0.086(5) 0.030(4) 0.017(4) 0.036(4) C4 0.074(4) 0.068(4) 0.088(5) 0.024(4) -0.002(3) 0.018(3) C5 0.059(3) 0.074(4) 0.079(5) 0.035(3) 0.008(3) 0.020(3) C6 0.062(3) 0.072(4) 0.087(5) 0.026(4) 0.006(3) 0.020(3) C7 0.066(4) 0.073(4) 0.115(7) 0.029(4) 0.005(4) 0.013(3) C8 0.089(4) 0.085(4) 0.081(5) 0.010(4) 0.000(4) 0.030(4) C9 0.068(3) 0.072(4) 0.085(5) 0.029(4) 0.011(3) 0.020(3) C10 0.106(5) 0.110(6) 0.102(6) 0.033(5) 0.036(4) 0.054(4) C11 0.093(5) 0.107(5) 0.075(5) 0.024(4) 0.010(4) 0.033(4) C12 0.100(5) 0.102(5) 0.060(4) 0.013(4) 0.014(3) 0.032(4) C13 0.066(3) 0.059(3) 0.067(4) 0.018(3) 0.006(3) 0.016(2) C14 0.067(3) 0.071(3) 0.063(4) 0.013(3) 0.003(3) 0.016(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 S1 2.4318(19) . ? Cu1 S2 2.4578(19) 2_567 ? Cu1 N1 1.973(5) 2_566 ? Cu1 N2 1.966(6) . ? S1 C13 1.633(7) . ? S2 Cu1 2.4578(19) 2_567 ? S2 C14 1.654(7) . ? N1 Cu1 1.973(5) 2_566 ? N1 C13 1.166(8) . ? N2 C14 1.135(8) . ? N3 C8 1.367(9) . ? N3 C9 1.312(9) . ? N3 C10 1.497(10) . ? C1 H1 0.9300 . ? C1 C2 1.350(11) . ? C1 C6 1.415(10) . ? C2 H2 0.9300 . ? C2 C3 1.383(11) . ? C3 H3 0.9300 . ? C3 C4 1.348(10) . ? C4 H4 0.9300 . ? C4 C5 1.425(9) . ? C5 C6 1.409(8) . ? C5 C9 1.403(9) . ? C6 C7 1.401(10) . ? C7 H7 0.9300 . ? C7 C8 1.355(11) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 C11 1.466(11) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 C12 1.521(10) . ? C12 C12 1.517(14) 2_775 ? C12 H12A 0.9700 . ? C12 H12B 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 S1 Cu1 S2 109.26(7) . 2_567 ? N1 Cu1 S1 100.96(16) 2_566 . ? N1 Cu1 S2 114.26(15) 2_566 2_567 ? N2 Cu1 S1 110.92(18) . . ? N2 Cu1 S2 100.35(17) . 2_567 ? N2 Cu1 N1 121.1(2) . 2_566 ? C13 S1 Cu1 100.8(2) . . ? C14 S2 Cu1 98.9(2) . 2_567 ? C13 N1 Cu1 157.3(5) . 2_566 ? C14 N2 Cu1 160.9(5) . . ? C8 N3 C10 120.4(7) . . ? C9 N3 C8 120.7(6) . . ? C9 N3 C10 118.9(6) . . ? C2 C1 H1 119.7 . . ? C2 C1 C6 120.7(7) . . ? C6 C1 H1 119.7 . . ? C1 C2 H2 119.4 . . ? C1 C2 C3 121.2(8) . . ? C3 C2 H2 119.4 . . ? C2 C3 H3 119.4 . . ? C4 C3 C2 121.3(8) . . ? C4 C3 H3 119.4 . . ? C3 C4 H4 120.5 . . ? C3 C4 C5 119.0(6) . . ? C5 C4 H4 120.5 . . ? C6 C5 C4 120.2(6) . . ? C9 C5 C4 121.4(6) . . ? C9 C5 C6 118.4(7) . . ? C5 C6 C1 117.6(7) . . ? C7 C6 C1 124.7(6) . . ? C7 C6 C5 117.7(7) . . ? C6 C7 H7 119.6 . . ? C8 C7 C6 120.7(6) . . ? C8 C7 H7 119.6 . . ? N3 C8 H8 119.7 . . ? C7 C8 N3 120.6(7) . . ? C7 C8 H8 119.7 . . ? N3 C9 C5 121.8(6) . . ? N3 C9 H9 119.1 . . ? C5 C9 H9 119.1 . . ? N3 C10 H10A 108.7 . . ? N3 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C11 C10 N3 114.2(6) . . ? C11 C10 H10A 108.7 . . ? C11 C10 H10B 108.7 . . ? C10 C11 H11A 109.3 . . ? C10 C11 H11B 109.3 . . ? C10 C11 C12 111.6(6) . . ? H11A C11 H11B 108.0 . . ? C12 C11 H11A 109.3 . . ? C12 C11 H11B 109.3 . . ? C11 C12 H12A 108.4 . . ? C11 C12 H12B 108.4 . . ? C12 C12 C11 115.6(8) 2_775 . ? C12 C12 H12A 108.4 2_775 . ? C12 C12 H12B 108.4 2_775 . ? H12A C12 H12B 107.4 . . ? N1 C13 S1 178.9(5) . . ? N2 C14 S2 179.4(6) . . ? 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 Cu1 S1 C13 N1 -147(26) . . . . ? Cu1 S2 C14 N2 70(64) 2_567 . . . ? Cu1 N1 C13 S1 149(25) 2_566 . . . ? Cu1 N2 C14 S2 -77(65) . . . . ? S1 Cu1 N2 C14 -108.9(18) . . . . ? S2 Cu1 S1 C13 120.7(2) 2_567 . . . ? S2 Cu1 N2 C14 6.5(18) 2_567 . . . ? N1 Cu1 S1 C13 -0.1(2) 2_566 . . . ? N1 Cu1 N2 C14 133.2(18) 2_566 . . . ? N2 Cu1 S1 C13 -129.6(3) . . . . ? N3 C10 C11 C12 180.0(6) . . . . ? C1 C2 C3 C4 -0.8(12) . . . . ? C1 C6 C7 C8 -179.9(7) . . . . ? C2 C1 C6 C5 0.1(10) . . . . ? C2 C1 C6 C7 -178.7(7) . . . . ? C2 C3 C4 C5 0.0(11) . . . . ? C3 C4 C5 C6 0.8(9) . . . . ? C3 C4 C5 C9 -179.4(6) . . . . ? C4 C5 C6 C1 -0.9(8) . . . . ? C4 C5 C6 C7 178.0(5) . . . . ? C4 C5 C9 N3 180.0(5) . . . . ? C5 C6 C7 C8 1.3(9) . . . . ? C6 C1 C2 C3 0.7(12) . . . . ? C6 C5 C9 N3 -0.2(9) . . . . ? C6 C7 C8 N3 1.3(11) . . . . ? C8 N3 C9 C5 2.8(10) . . . . ? C8 N3 C10 C11 86.4(9) . . . . ? C9 N3 C8 C7 -3.4(10) . . . . ? C9 N3 C10 C11 -93.7(9) . . . . ? C9 C5 C6 C1 179.3(6) . . . . ? C9 C5 C6 C7 -1.8(8) . . . . ? C10 N3 C8 C7 176.5(6) . . . . ? C10 N3 C9 C5 -177.1(6) . . . . ? C10 C11 C12 C12 -73.6(11) . . . 2_775 ? #===============================END data_3 _database_code_depnum_ccdc_archive 'CCDC 849098' #TrackingRef '- Revised CIF data 1-10.cif' _audit_creation_date 2011-03-29 _audit_creation_method ; Olex2 1.1 (compiled 2011.02.15 svn.r1672, GUI svn.r3494) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'Cu2 I4, C3 H7 N O, C24 H26 N2' _chemical_formula_sum 'C27 H33 Cu2 I4 N3 O' _chemical_formula_weight 1050.24 _chemical_melting_point ? _chemical_oxdiff_formula 'Cu C H N I K Br' _chemical_oxdiff_usercomment NYY-20110302 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' 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -z' _cell_length_a 11.2795(6) _cell_length_b 11.5483(5) _cell_length_c 14.8788(7) _cell_angle_alpha 102.264(4) _cell_angle_beta 103.873(4) _cell_angle_gamma 113.119(4) _cell_volume 1625.26(13) _cell_formula_units_Z 2 _cell_measurement_reflns_used 4946 _cell_measurement_temperature 291.15 _cell_measurement_theta_max 26.3054 _cell_measurement_theta_min 2.9775 _exptl_absorpt_coefficient_mu 5.132 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.64298 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 2.146 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 988 _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_unetI/netI 0.0439 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 13291 _diffrn_reflns_theta_full 26.36 _diffrn_reflns_theta_max 26.36 _diffrn_reflns_theta_min 2.98 _diffrn_ambient_temperature 291.15 _diffrn_detector_area_resol_mean 16.2542 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -30.00 48.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 -77.0000 30.0000 78 #__ type_ start__ end____ width___ exp.time_ 2 omega -15.00 39.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 -77.0000 -60.0000 54 #__ type_ start__ end____ width___ exp.time_ 3 omega -2.00 32.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 -37.0000 60.0000 34 #__ type_ start__ end____ width___ exp.time_ 4 omega -51.00 45.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 -77.0000 -180.0000 96 #__ type_ start__ end____ width___ exp.time_ 5 omega -49.00 18.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 -77.0000 -90.0000 67 #__ type_ start__ end____ width___ exp.time_ 6 omega -87.00 -59.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - -18.8892 144.0000 -116.0000 28 #__ type_ start__ end____ width___ exp.time_ 7 omega -88.00 -33.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - -18.8892 144.0000 -10.0000 55 #__ type_ start__ end____ width___ exp.time_ 8 omega -75.00 -49.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - -18.8892 126.0000 -178.0000 26 ; _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0176990000 _diffrn_orient_matrix_UB_12 0.0190601000 _diffrn_orient_matrix_UB_13 -0.0415220000 _diffrn_orient_matrix_UB_21 0.0274811000 _diffrn_orient_matrix_UB_22 0.0670138000 _diffrn_orient_matrix_UB_23 0.0315850000 _diffrn_orient_matrix_UB_31 0.0655820000 _diffrn_orient_matrix_UB_32 0.0142105000 _diffrn_orient_matrix_UB_33 -0.0034340000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_source 'Enhance (Mo) X-ray Source' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 5056 _reflns_number_total 6633 _reflns_odcompleteness_completeness 99.77 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'A short history of SHELX (Sheldrick, 2007)' _refine_diff_density_max 1.229 _refine_diff_density_min -0.874 _refine_diff_density_rms 0.108 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 326 _refine_ls_number_reflns 6633 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0579 _refine_ls_R_factor_gt 0.0383 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0262P)^2^+2.5085P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0737 _refine_ls_wR_factor_ref 0.0814 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.32083(4) 0.45173(4) 0.54246(3) 0.04584(11) Uani 1 1 d . . . I2 I 0.73684(4) 0.69035(4) 0.77481(3) 0.04865(11) Uani 1 1 d . . . I3 I 0.58504(4) 0.87571(4) 0.58920(3) 0.05102(12) Uani 1 1 d . . . I4 I 0.45556(5) 0.84680(5) 0.84763(4) 0.06768(15) Uani 1 1 d . . . Cu1 Cu 0.58065(9) 0.63607(9) 0.58360(6) 0.0632(2) Uani 1 1 d . . . Cu2 Cu 0.57259(9) 0.79296(9) 0.73610(7) 0.0666(2) Uani 1 1 d . . . O1 O 0.907(3) 0.361(3) 0.056(2) 0.395(15) Uiso 1 1 d . . . N1 N -0.1048(5) 0.2826(5) 0.3591(4) 0.0589(15) Uani 1 1 d . . . N2 N 0.4828(5) 0.7347(5) 0.2343(4) 0.0555(13) Uani 1 1 d . . . N3 N 0.8849(8) 0.1777(10) -0.0155(6) 0.109(3) Uani 1 1 d . . . C1 C 0.0099(6) 0.0277(6) 0.3214(5) 0.0571(17) Uani 1 1 d . . . H1 H 0.0767 0.0646 0.2950 0.069 Uiso 1 1 calc R . . C2 C -0.0168(7) -0.0914(6) 0.3345(6) 0.0643(19) Uani 1 1 d . . . H2 H 0.0293 -0.1378 0.3151 0.077 Uiso 1 1 calc R . . C3 C -0.1138(6) -0.1443(6) 0.3773(5) 0.0564(17) Uani 1 1 d . . . H3 H -0.1304 -0.2254 0.3868 0.068 Uiso 1 1 calc R . . C4 C -0.1845(5) -0.0808(6) 0.4053(4) 0.0473(14) Uani 1 1 d . . . H4 H -0.2477 -0.1175 0.4344 0.057 Uiso 1 1 calc R . . C5 C -0.1614(5) 0.0415(5) 0.3899(4) 0.0394(13) Uani 1 1 d . . . C6 C -0.0627(5) 0.0956(5) 0.3475(4) 0.0423(13) Uani 1 1 d . . . C7 C -0.0353(6) 0.2182(6) 0.3363(5) 0.0551(17) Uani 1 1 d . . . H7 H 0.0338 0.2567 0.3121 0.066 Uiso 1 1 calc R . . C8 C -0.2321(6) 0.1138(6) 0.4139(4) 0.0469(14) Uani 1 1 d . . . H8 H -0.2987 0.0805 0.4413 0.056 Uiso 1 1 calc R . . C9 C -0.2044(6) 0.2303(7) 0.3976(5) 0.0553(16) Uani 1 1 d . . . H9 H -0.2533 0.2757 0.4125 0.066 Uiso 1 1 calc R . . C10 C -0.0801(12) 0.4099(9) 0.3425(10) 0.143(5) Uani 1 1 d D . . H10A H -0.1652 0.3928 0.2940 0.171 Uiso 1 1 calc R . . H10B H -0.0681 0.4714 0.4035 0.171 Uiso 1 1 calc R . . C11 C 0.0191(12) 0.4751(9) 0.3146(10) 0.142(5) Uani 1 1 d D . . H11A H 0.0027 0.4177 0.2501 0.171 Uiso 1 1 calc R . . H11B H 0.1040 0.4859 0.3593 0.171 Uiso 1 1 calc R . . C12 C 0.0458(7) 0.6097(7) 0.3076(7) 0.076(2) Uani 1 1 d . . . H12A H 0.0086 0.6499 0.3497 0.092 Uiso 1 1 calc R . . H12B H -0.0014 0.5991 0.2403 0.092 Uiso 1 1 calc R . . C13 C 0.1987(8) 0.7019(8) 0.3380(6) 0.078(2) Uani 1 1 d . . . H13A H 0.2472 0.6982 0.3998 0.094 Uiso 1 1 calc R . . H13B H 0.2132 0.7931 0.3495 0.094 Uiso 1 1 calc R . . C14 C 0.2617(6) 0.6686(7) 0.2631(5) 0.0592(17) Uani 1 1 d . . . H14A H 0.2390 0.5746 0.2451 0.071 Uiso 1 1 calc R . . H14B H 0.2239 0.6847 0.2040 0.071 Uiso 1 1 calc R . . C15 C 0.4142(7) 0.7531(8) 0.3057(5) 0.076(2) Uani 1 1 d . . . H15A H 0.4355 0.8465 0.3292 0.091 Uiso 1 1 calc R . . H15B H 0.4515 0.7314 0.3619 0.091 Uiso 1 1 calc R . . C16 C 0.5295(6) 0.6470(6) 0.2286(5) 0.0509(15) Uani 1 1 d . . . H16 H 0.5184 0.5956 0.2693 0.061 Uiso 1 1 calc R . . C17 C 0.4989(7) 0.8119(7) 0.1769(6) 0.070(2) Uani 1 1 d . . . H17 H 0.4659 0.8743 0.1825 0.085 Uiso 1 1 calc R . . C18 C 0.5611(8) 0.8001(8) 0.1128(6) 0.075(2) Uani 1 1 d . . . H18 H 0.5706 0.8541 0.0740 0.090 Uiso 1 1 calc R . . C19 C 0.6127(6) 0.7074(7) 0.1027(5) 0.0571(17) Uani 1 1 d . . . C20 C 0.5956(6) 0.6290(6) 0.1628(4) 0.0479(14) Uani 1 1 d . . . C21 C 0.6443(7) 0.5333(7) 0.1574(6) 0.072(2) Uani 1 1 d . . . H21 H 0.6328 0.4815 0.1979 0.086 Uiso 1 1 calc R . . C22 C 0.7083(8) 0.5174(10) 0.0922(7) 0.093(3) Uani 1 1 d . . . H22 H 0.7411 0.4548 0.0879 0.112 Uiso 1 1 calc R . . C23 C 0.7243(8) 0.5966(11) 0.0315(6) 0.096(3) Uani 1 1 d . . . H23 H 0.7683 0.5855 -0.0126 0.115 Uiso 1 1 calc R . . C24 C 0.6778(8) 0.6880(10) 0.0354(6) 0.085(2) Uani 1 1 d . . . H24 H 0.6887 0.7381 -0.0062 0.101 Uiso 1 1 calc R . . C25 C 0.8448(13) 0.0974(19) 0.0371(11) 0.234(10) Uani 1 1 d . . . H25A H 0.7518 0.0277 0.0004 0.352 Uiso 1 1 calc R . . H25B H 0.8489 0.1493 0.0985 0.352 Uiso 1 1 calc R . . H25C H 0.9052 0.0581 0.0498 0.352 Uiso 1 1 calc R . . C26 C 0.9091(12) 0.1362(12) -0.1044(9) 0.166(6) Uani 1 1 d . . . H26A H 0.9748 0.1027 -0.0921 0.248 Uiso 1 1 calc R . . H26B H 0.9448 0.2112 -0.1259 0.248 Uiso 1 1 calc R . . H26C H 0.8239 0.0667 -0.1547 0.248 Uiso 1 1 calc R . . C27 C 0.905(3) 0.320(3) -0.002(2) 0.292(15) Uiso 1 1 d . . . H27 H 0.9135 0.3595 -0.0499 0.351 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 I1 0.0440(2) 0.0466(2) 0.0527(2) 0.01810(19) 0.02541(18) 0.02137(18) I2 0.0488(2) 0.0555(3) 0.0547(3) 0.0268(2) 0.02529(19) 0.0288(2) I3 0.0589(2) 0.0528(3) 0.0651(3) 0.0345(2) 0.0367(2) 0.0329(2) I4 0.0919(3) 0.0791(3) 0.0718(3) 0.0402(3) 0.0525(3) 0.0569(3) Cu1 0.0676(5) 0.0626(6) 0.0688(6) 0.0219(4) 0.0361(4) 0.0329(4) Cu2 0.0781(6) 0.0825(6) 0.0738(6) 0.0405(5) 0.0473(5) 0.0517(5) N1 0.068(3) 0.047(3) 0.099(4) 0.038(3) 0.060(3) 0.038(3) N2 0.049(3) 0.053(3) 0.057(3) 0.018(3) 0.014(3) 0.020(3) N3 0.093(6) 0.124(7) 0.090(6) 0.014(5) 0.015(5) 0.053(5) C1 0.056(4) 0.048(4) 0.091(5) 0.033(4) 0.049(4) 0.030(3) C2 0.064(4) 0.048(4) 0.107(6) 0.037(4) 0.050(4) 0.034(3) C3 0.052(4) 0.038(4) 0.079(5) 0.027(3) 0.023(3) 0.018(3) C4 0.038(3) 0.043(4) 0.058(4) 0.023(3) 0.023(3) 0.011(3) C5 0.033(3) 0.043(3) 0.039(3) 0.013(3) 0.016(2) 0.014(3) C6 0.044(3) 0.037(3) 0.058(4) 0.021(3) 0.030(3) 0.021(3) C7 0.057(4) 0.051(4) 0.087(5) 0.036(4) 0.052(4) 0.032(3) C8 0.043(3) 0.044(4) 0.061(4) 0.021(3) 0.032(3) 0.017(3) C9 0.055(4) 0.061(4) 0.068(4) 0.021(4) 0.040(3) 0.034(3) C10 0.196(11) 0.098(7) 0.289(15) 0.128(9) 0.201(12) 0.119(8) C11 0.218(12) 0.086(7) 0.262(14) 0.116(9) 0.196(12) 0.110(8) C12 0.081(5) 0.054(4) 0.133(7) 0.049(5) 0.067(5) 0.043(4) C13 0.083(5) 0.086(6) 0.102(6) 0.046(5) 0.051(5) 0.057(5) C14 0.052(4) 0.052(4) 0.078(5) 0.027(4) 0.025(3) 0.024(3) C15 0.068(5) 0.089(6) 0.063(5) 0.007(4) 0.026(4) 0.037(4) C16 0.048(3) 0.041(4) 0.055(4) 0.021(3) 0.013(3) 0.013(3) C17 0.068(5) 0.057(5) 0.084(6) 0.032(4) 0.015(4) 0.030(4) C18 0.091(6) 0.071(5) 0.085(6) 0.057(5) 0.038(5) 0.039(5) C19 0.051(4) 0.066(5) 0.042(4) 0.017(3) 0.014(3) 0.018(3) C20 0.043(3) 0.041(4) 0.046(4) 0.011(3) 0.010(3) 0.012(3) C21 0.074(5) 0.067(5) 0.065(5) 0.016(4) 0.010(4) 0.037(4) C22 0.073(5) 0.102(7) 0.079(6) -0.010(5) -0.002(5) 0.055(5) C23 0.074(6) 0.134(9) 0.058(5) 0.006(6) 0.025(4) 0.042(6) C24 0.075(5) 0.107(7) 0.058(5) 0.028(5) 0.026(4) 0.030(5) C25 0.113(10) 0.31(2) 0.131(13) 0.046(14) 0.027(9) -0.014(12) C26 0.157(11) 0.137(10) 0.182(12) -0.019(9) 0.097(10) 0.066(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 Cu1 2.6186(9) 2_666 ? I1 Cu1 2.6800(9) . ? I2 Cu1 2.7500(10) . ? I2 Cu2 2.5827(9) . ? I3 Cu1 2.7314(9) . ? I3 Cu2 2.5768(9) . ? I4 Cu2 2.4777(9) . ? Cu1 I1 2.6187(9) 2_666 ? Cu1 Cu2 2.6309(12) . ? O1 C27 0.87(4) . ? N1 C7 1.326(7) . ? N1 C9 1.370(7) . ? N1 C10 1.471(9) . ? N2 C15 1.483(8) . ? N2 C16 1.310(7) . ? N2 C17 1.351(8) . ? N3 C25 1.352(16) . ? N3 C26 1.435(12) . ? N3 C27 1.53(3) . ? C1 H1 0.9300 . ? C1 C2 1.356(8) . ? C1 C6 1.402(7) . ? C2 H2 0.9300 . ? C2 C3 1.396(8) . ? C3 H3 0.9300 . ? C3 C4 1.355(8) . ? C4 H4 0.9300 . ? C4 C5 1.412(8) . ? C5 C6 1.408(7) . ? C5 C8 1.412(7) . ? C6 C7 1.382(8) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C8 C9 1.346(8) . ? C9 H9 0.9300 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 C11 1.299(9) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 C12 1.495(9) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 C13 1.514(10) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 C14 1.518(9) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 C15 1.487(9) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16 0.9300 . ? C16 C20 1.394(8) . ? C17 H17 0.9300 . ? C17 C18 1.327(10) . ? C18 H18 0.9300 . ? C18 C19 1.404(10) . ? C19 C20 1.395(8) . ? C19 C24 1.406(10) . ? C20 C21 1.411(9) . ? C21 H21 0.9300 . ? C21 C22 1.364(11) . ? C22 H22 0.9300 . ? C22 C23 1.409(13) . ? C23 H23 0.9300 . ? C23 C24 1.348(12) . ? C24 H24 0.9300 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cu1 I1 Cu1 70.67(3) 2_666 . ? Cu2 I2 Cu1 59.02(3) . . ? Cu2 I3 Cu1 59.34(3) . . ? I1 Cu1 I1 109.33(3) 2_666 . ? I1 Cu1 I2 111.93(3) 2_666 . ? I1 Cu1 I2 109.16(3) . . ? I1 Cu1 I3 114.57(3) 2_666 . ? I1 Cu1 I3 109.13(3) . . ? I1 Cu1 Cu2 159.56(4) 2_666 . ? I3 Cu1 I2 102.45(3) . . ? Cu2 Cu1 I1 91.04(3) . . ? Cu2 Cu1 I2 57.32(3) . . ? Cu2 Cu1 I3 57.41(3) . . ? I2 Cu2 Cu1 63.66(3) . . ? I3 Cu2 I2 111.85(3) . . ? I3 Cu2 Cu1 63.26(3) . . ? I4 Cu2 I2 123.23(4) . . ? I4 Cu2 I3 123.81(4) . . ? I4 Cu2 Cu1 152.64(5) . . ? C7 N1 C9 120.4(5) . . ? C7 N1 C10 121.7(5) . . ? C9 N1 C10 117.9(5) . . ? C16 N2 C15 120.3(6) . . ? C16 N2 C17 120.6(6) . . ? C17 N2 C15 119.0(6) . . ? C25 N3 C26 123.7(12) . . ? C25 N3 C27 130.6(16) . . ? C26 N3 C27 105.6(15) . . ? C2 C1 H1 119.9 . . ? C2 C1 C6 120.3(5) . . ? C6 C1 H1 119.9 . . ? C1 C2 H2 120.1 . . ? C1 C2 C3 119.7(6) . . ? C3 C2 H2 120.1 . . ? C2 C3 H3 119.0 . . ? C4 C3 C2 121.9(6) . . ? C4 C3 H3 119.0 . . ? C3 C4 H4 120.3 . . ? C3 C4 C5 119.5(5) . . ? C5 C4 H4 120.3 . . ? C6 C5 C4 118.7(5) . . ? C6 C5 C8 117.3(5) . . ? C8 C5 C4 124.0(5) . . ? C1 C6 C5 119.9(5) . . ? C7 C6 C1 121.1(5) . . ? C7 C6 C5 118.9(5) . . ? N1 C7 C6 121.8(5) . . ? N1 C7 H7 119.1 . . ? C6 C7 H7 119.1 . . ? C5 C8 H8 119.6 . . ? C9 C8 C5 120.8(5) . . ? C9 C8 H8 119.6 . . ? N1 C9 H9 119.7 . . ? C8 C9 N1 120.6(5) . . ? C8 C9 H9 119.7 . . ? N1 C10 H10A 106.4 . . ? N1 C10 H10B 106.4 . . ? H10A C10 H10B 106.5 . . ? C11 C10 N1 123.6(7) . . ? C11 C10 H10A 106.4 . . ? C11 C10 H10B 106.4 . . ? C10 C11 H11A 107.2 . . ? C10 C11 H11B 107.2 . . ? C10 C11 C12 120.7(7) . . ? H11A C11 H11B 106.8 . . ? C12 C11 H11A 107.2 . . ? C12 C11 H11B 107.2 . . ? C11 C12 H12A 109.3 . . ? C11 C12 H12B 109.3 . . ? C11 C12 C13 111.6(7) . . ? H12A C12 H12B 108.0 . . ? C13 C12 H12A 109.3 . . ? C13 C12 H12B 109.3 . . ? C12 C13 H13A 108.7 . . ? C12 C13 H13B 108.7 . . ? C12 C13 C14 114.3(7) . . ? H13A C13 H13B 107.6 . . ? C14 C13 H13A 108.7 . . ? C14 C13 H13B 108.7 . . ? C13 C14 H14A 109.7 . . ? C13 C14 H14B 109.7 . . ? H14A C14 H14B 108.2 . . ? C15 C14 C13 109.7(6) . . ? C15 C14 H14A 109.7 . . ? C15 C14 H14B 109.7 . . ? N2 C15 C14 113.1(6) . . ? N2 C15 H15A 109.0 . . ? N2 C15 H15B 109.0 . . ? C14 C15 H15A 109.0 . . ? C14 C15 H15B 109.0 . . ? H15A C15 H15B 107.8 . . ? N2 C16 H16 119.3 . . ? N2 C16 C20 121.4(6) . . ? C20 C16 H16 119.3 . . ? N2 C17 H17 119.4 . . ? C18 C17 N2 121.1(7) . . ? C18 C17 H17 119.4 . . ? C17 C18 H18 119.5 . . ? C17 C18 C19 121.0(6) . . ? C19 C18 H18 119.5 . . ? C18 C19 C24 124.2(7) . . ? C20 C19 C18 117.1(6) . . ? C20 C19 C24 118.7(7) . . ? C16 C20 C19 118.7(6) . . ? C16 C20 C21 120.4(6) . . ? C19 C20 C21 120.9(6) . . ? C20 C21 H21 120.4 . . ? C22 C21 C20 119.2(8) . . ? C22 C21 H21 120.4 . . ? C21 C22 H22 120.3 . . ? C21 C22 C23 119.4(8) . . ? C23 C22 H22 120.3 . . ? C22 C23 H23 119.0 . . ? C24 C23 C22 122.0(8) . . ? C24 C23 H23 119.0 . . ? C19 C24 H24 120.1 . . ? C23 C24 C19 119.7(8) . . ? C23 C24 H24 120.1 . . ? N3 C25 H25A 109.5 . . ? N3 C25 H25B 109.5 . . ? N3 C25 H25C 109.5 . . ? H25A C25 H25B 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N3 C26 H26A 109.5 . . ? N3 C26 H26B 109.5 . . ? N3 C26 H26C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O1 C27 N3 113(4) . . ? O1 C27 H27 123.4 . . ? N3 C27 H27 123.4 . . ? 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 I1 Cu1 Cu2 I2 112.24(3) . . . . ? I1 Cu1 Cu2 I2 -63.19(12) 2_666 . . . ? I1 Cu1 Cu2 I3 -112.17(3) . . . . ? I1 Cu1 Cu2 I3 72.41(12) 2_666 . . . ? I1 Cu1 Cu2 I4 0.30(10) . . . . ? I1 Cu1 Cu2 I4 -175.13(8) 2_666 . . . ? I2 Cu1 Cu2 I3 135.59(3) . . . . ? I2 Cu1 Cu2 I4 -111.94(10) . . . . ? I3 Cu1 Cu2 I2 -135.59(3) . . . . ? I3 Cu1 Cu2 I4 112.47(10) . . . . ? Cu1 I1 Cu1 I1 0.0 2_666 . . 2_666 ? Cu1 I1 Cu1 I2 -122.74(5) 2_666 . . . ? Cu1 I1 Cu1 I3 126.02(5) 2_666 . . . ? Cu1 I1 Cu1 Cu2 -178.31(5) 2_666 . . . ? Cu1 I2 Cu2 I3 -42.32(3) . . . . ? Cu1 I2 Cu2 I4 149.36(6) . . . . ? Cu1 I3 Cu2 I2 42.50(3) . . . . ? Cu1 I3 Cu2 I4 -149.25(6) . . . . ? Cu2 I2 Cu1 I1 160.37(5) . . . 2_666 ? Cu2 I2 Cu1 I1 -78.45(3) . . . . ? Cu2 I2 Cu1 I3 37.14(3) . . . . ? Cu2 I3 Cu1 I1 -158.53(5) . . . 2_666 ? Cu2 I3 Cu1 I1 78.52(4) . . . . ? Cu2 I3 Cu1 I2 -37.10(3) . . . . ? N1 C10 C11 C12 -174.6(11) . . . . ? N2 C16 C20 C19 0.5(9) . . . . ? N2 C16 C20 C21 -179.5(6) . . . . ? N2 C17 C18 C19 -0.3(12) . . . . ? C1 C2 C3 C4 0.9(11) . . . . ? C1 C6 C7 N1 178.8(6) . . . . ? C2 C1 C6 C5 1.6(10) . . . . ? C2 C1 C6 C7 178.9(7) . . . . ? C2 C3 C4 C5 0.9(10) . . . . ? C3 C4 C5 C6 -1.4(9) . . . . ? C3 C4 C5 C8 178.3(6) . . . . ? C4 C5 C6 C1 0.2(9) . . . . ? C4 C5 C6 C7 -177.2(6) . . . . ? C4 C5 C8 C9 179.7(6) . . . . ? C5 C6 C7 N1 -3.9(10) . . . . ? C5 C8 C9 N1 -1.3(10) . . . . ? C6 C1 C2 C3 -2.2(11) . . . . ? C6 C5 C8 C9 -0.7(9) . . . . ? C7 N1 C9 C8 0.8(10) . . . . ? C7 N1 C10 C11 -7.3(19) . . . . ? C8 C5 C6 C1 -179.5(6) . . . . ? C8 C5 C6 C7 3.2(9) . . . . ? C9 N1 C7 C6 1.9(11) . . . . ? C9 N1 C10 C11 173.8(12) . . . . ? C10 N1 C7 C6 -177.0(9) . . . . ? C10 N1 C9 C8 179.7(8) . . . . ? C10 C11 C12 C13 143.8(13) . . . . ? C11 C12 C13 C14 73.6(10) . . . . ? C12 C13 C14 C15 -172.6(6) . . . . ? C13 C14 C15 N2 -175.2(6) . . . . ? C15 N2 C16 C20 -179.3(5) . . . . ? C15 N2 C17 C18 179.2(7) . . . . ? C16 N2 C15 C14 -92.6(8) . . . . ? C16 N2 C17 C18 0.7(11) . . . . ? C16 C20 C21 C22 179.8(6) . . . . ? C17 N2 C15 C14 88.9(8) . . . . ? C17 N2 C16 C20 -0.8(9) . . . . ? C17 C18 C19 C20 0.0(11) . . . . ? C17 C18 C19 C24 179.0(7) . . . . ? C18 C19 C20 C16 -0.1(9) . . . . ? C18 C19 C20 C21 180.0(6) . . . . ? C18 C19 C24 C23 179.8(8) . . . . ? C19 C20 C21 C22 -0.2(10) . . . . ? C20 C19 C24 C23 -1.2(11) . . . . ? C20 C21 C22 C23 -0.1(11) . . . . ? C21 C22 C23 C24 -0.2(13) . . . . ? C22 C23 C24 C19 0.9(13) . . . . ? C24 C19 C20 C16 -179.2(6) . . . . ? C24 C19 C20 C21 0.8(9) . . . . ? C25 N3 C27 O1 14(5) . . . . ? C26 N3 C27 O1 -170(4) . . . . ? #===============================END data_4 _database_code_depnum_ccdc_archive 'CCDC 860823' #TrackingRef '- Revised CIF data 1-10.cif' _audit_creation_date 2012-03-06 _audit_creation_method ; Olex2 1.1 (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety '2(Cu3 I4 Mo O S3), 2(C3 H7 N O), 3(C22 H22 N2)' _chemical_formula_sum 'C72 H80 Cu6 I8 Mo2 N8 O4 S6' _chemical_formula_weight 2902.12 _chemical_melting_point ? 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' Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -z' _cell_length_a 11.1577(17) _cell_length_b 13.170(2) _cell_length_c 17.106(3) _cell_angle_alpha 70.799(3) _cell_angle_beta 77.497(3) _cell_angle_gamma 72.017(3) _cell_volume 2239.3(6) _cell_formula_units_Z 1 _cell_measurement_reflns_used 3489 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 26.8496 _cell_measurement_theta_min 2.1672 _exptl_absorpt_coefficient_mu 4.612 _exptl_absorpt_correction_T_max 0.5645 _exptl_absorpt_correction_T_min 0.4590 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ? _exptl_crystal_colour red _exptl_crystal_density_diffrn 2.152 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1378 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_unetI/netI 0.0629 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 13406 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 2.22 _diffrn_ambient_temperature 298.15 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'MO K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_current 30.0 _diffrn_source_power 1.5 _diffrn_source_voltage 50.0 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 6207 _reflns_number_total 7805 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'Bruker SMART' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; SHELXL, G.M. Sheldrick, Acta Cryst. 2008). A64, 112-122 ; _computing_structure_solution ; SHELXS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _refine_diff_density_max 1.512 _refine_diff_density_min -1.721 _refine_diff_density_rms 0.195 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_hydrogen_treatment CONSTR _refine_ls_matrix_type full _refine_ls_number_parameters 480 _refine_ls_number_reflns 7805 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0981 _refine_ls_R_factor_gt 0.0784 _refine_ls_restrained_S_all 1.094 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0845P)^2^+21.3037P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1935 _refine_ls_wR_factor_ref 0.2053 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.35236(11) 0.22403(11) 0.53182(8) 0.0739(4) Uani 1 1 d . . . I2 I 0.30425(12) 0.37282(9) 0.25287(8) 0.0730(3) Uani 1 1 d . . . I3 I -0.12138(10) 0.48345(8) 0.22182(7) 0.0613(3) Uani 1 1 d . . . I4 I 0.47911(11) 0.09114(11) 0.11631(7) 0.0732(4) Uani 1 1 d . . . Mo1 Mo 0.14862(9) 0.10944(8) 0.35938(6) 0.0298(2) Uani 1 1 d . . . Cu1 Cu 0.26875(16) 0.21143(15) 0.41743(13) 0.0576(5) Uani 1 1 d . . . Cu2 Cu 0.04045(18) 0.31956(13) 0.28096(10) 0.0544(5) Uani 1 1 d . . . Cu3 Cu 0.32628(15) 0.13498(17) 0.22960(10) 0.0574(5) Uani 1 1 d . . . S1 S 0.3610(3) 0.0628(2) 0.36488(19) 0.0372(7) Uani 1 1 d . . . S2 S 0.0546(3) 0.2488(3) 0.42011(19) 0.0382(7) Uani 1 1 d . . . S3 S 0.1161(3) 0.1755(3) 0.22333(19) 0.0395(7) Uani 1 1 d . . . O1 O 0.0916(9) -0.0052(7) 0.4076(6) 0.049(2) Uani 1 1 d . . . O2 O 0.0698(14) 0.0393(12) 0.8816(12) 0.111(5) Uani 1 1 d . . . N1 N 0.2765(11) 0.7824(10) 0.8257(7) 0.049(3) Uani 1 1 d . . . N2 N 0.2986(9) 0.7462(8) 0.5143(7) 0.040(2) Uani 1 1 d . . . N3 N 0.0340(9) 0.6742(8) 0.3279(6) 0.037(2) Uani 1 1 d . . . N4 N 0.1886(13) 0.1457(11) 0.8896(11) 0.074(4) Uani 1 1 d . . . C1 C 0.149(2) 0.525(2) 1.0166(11) 0.084(6) Uani 1 1 d . . . H1 H 0.0667 0.5350 1.0446 0.101 Uiso 1 1 calc R . . C2 C 0.234(3) 0.425(2) 1.0352(12) 0.095(7) Uani 1 1 d . . . H2 H 0.2092 0.3668 1.0769 0.114 Uiso 1 1 calc R . . C3 C 0.360(2) 0.4060(18) 0.9943(13) 0.095(6) Uani 1 1 d . . . H3 H 0.4157 0.3360 1.0094 0.113 Uiso 1 1 calc R . . C4 C 0.399(2) 0.4906(16) 0.9319(11) 0.084(5) Uani 1 1 d . . . H4 H 0.4807 0.4782 0.9035 0.101 Uiso 1 1 calc R . . C5 C 0.3146(14) 0.5943(13) 0.9124(8) 0.053(3) Uani 1 1 d . . . C6 C 0.1884(17) 0.6193(15) 0.9504(9) 0.061(4) Uani 1 1 d . . . C7 C 0.1108(16) 0.7183(17) 0.9259(11) 0.070(5) Uani 1 1 d . . . H7 H 0.0263 0.7331 0.9498 0.084 Uiso 1 1 calc R . . C8 C 0.1568(16) 0.7988(15) 0.8649(10) 0.067(4) Uani 1 1 d . . . H8 H 0.1021 0.8694 0.8494 0.080 Uiso 1 1 calc R . . C9 C 0.3523(15) 0.6856(13) 0.8487(9) 0.058(4) Uani 1 1 d . . . H9 H 0.4358 0.6740 0.8228 0.069 Uiso 1 1 calc R . . C10 C 0.3165(16) 0.8735(13) 0.7584(10) 0.063(4) Uani 1 1 d . . . H10A H 0.4084 0.8545 0.7467 0.075 Uiso 1 1 calc R . . H10B H 0.2894 0.9407 0.7762 0.075 Uiso 1 1 calc R . . C11 C 0.2579(15) 0.8954(11) 0.6768(9) 0.055(4) Uani 1 1 d . . . H11A H 0.1664 0.9084 0.6901 0.066 Uiso 1 1 calc R . . H11B H 0.2756 0.9625 0.6366 0.066 Uiso 1 1 calc R . . C12 C 0.3085(13) 0.8008(11) 0.6374(8) 0.046(3) Uani 1 1 d . . . H12A H 0.4000 0.7872 0.6236 0.055 Uiso 1 1 calc R . . H12B H 0.2897 0.7336 0.6766 0.055 Uiso 1 1 calc R . . C13 C 0.2503(14) 0.8282(12) 0.5617(9) 0.054(4) Uani 1 1 d . . . H13A H 0.2632 0.8992 0.5255 0.065 Uiso 1 1 calc R . . H13B H 0.1595 0.8373 0.5772 0.065 Uiso 1 1 calc R . . C14 C 0.3544(12) 0.7756(11) 0.4358(8) 0.046(3) Uani 1 1 d . . . H14 H 0.3649 0.8473 0.4130 0.055 Uiso 1 1 calc R . . C15 C 0.2854(12) 0.6403(12) 0.5482(9) 0.053(4) Uani 1 1 d . . . H15 H 0.2480 0.6201 0.6032 0.064 Uiso 1 1 calc R . . C16 C 0.3238(13) 0.5640(11) 0.5057(9) 0.047(3) Uani 1 1 d . . . H16 H 0.3128 0.4928 0.5314 0.056 Uiso 1 1 calc R . . C17 C 0.3800(12) 0.5916(10) 0.4233(9) 0.044(3) Uani 1 1 d . . . C18 C 0.3978(11) 0.7006(11) 0.3867(8) 0.044(3) Uani 1 1 d . . . C19 C 0.4623(14) 0.7317(12) 0.3038(9) 0.054(3) Uani 1 1 d . . . H19 H 0.4785 0.8014 0.2811 0.065 Uiso 1 1 calc R . . C20 C 0.4987(15) 0.6566(17) 0.2596(11) 0.071(5) Uani 1 1 d . . . H20 H 0.5361 0.6769 0.2046 0.085 Uiso 1 1 calc R . . C21 C 0.4817(16) 0.5488(15) 0.2945(12) 0.071(5) Uani 1 1 d . . . H21 H 0.5116 0.4980 0.2633 0.085 Uiso 1 1 calc R . . C22 C 0.4224(14) 0.5178(12) 0.3730(10) 0.056(4) Uani 1 1 d . . . H22 H 0.4093 0.4468 0.3942 0.067 Uiso 1 1 calc R . . C23 C 0.2376(14) 0.8907(11) 0.1584(9) 0.056(4) Uani 1 1 d . . . H23 H 0.2424 0.9540 0.1692 0.067 Uiso 1 1 calc R . . C24 C 0.3004(15) 0.8656(13) 0.0861(10) 0.064(4) Uani 1 1 d . . . H24 H 0.3433 0.9141 0.0463 0.077 Uiso 1 1 calc R . . C25 C 0.2997(17) 0.7693(15) 0.0728(10) 0.072(5) Uani 1 1 d . . . H25 H 0.3448 0.7523 0.0242 0.086 Uiso 1 1 calc R . . C26 C 0.2365(14) 0.6987(12) 0.1270(8) 0.052(3) Uani 1 1 d . . . H26 H 0.2380 0.6335 0.1161 0.063 Uiso 1 1 calc R . . C27 C 0.1680(12) 0.7229(10) 0.2000(8) 0.040(3) Uani 1 1 d . . . C28 C 0.1663(12) 0.8212(10) 0.2158(8) 0.042(3) Uani 1 1 d . . . C29 C 0.0929(14) 0.8444(12) 0.2915(9) 0.053(3) Uani 1 1 d . . . H29 H 0.0885 0.9094 0.3036 0.064 Uiso 1 1 calc R . . C30 C 0.0318(14) 0.7716(11) 0.3434(8) 0.050(3) Uani 1 1 d . . . H30 H -0.0146 0.7865 0.3923 0.060 Uiso 1 1 calc R . . C31 C 0.1005(11) 0.6523(10) 0.2586(7) 0.039(3) Uani 1 1 d . . . H31 H 0.1021 0.5866 0.2487 0.047 Uiso 1 1 calc R . . C32 C -0.0331(12) 0.5956(12) 0.3903(8) 0.046(3) Uani 1 1 d . . . H32A H -0.0427 0.5430 0.3650 0.055 Uiso 1 1 calc R . . H32B H -0.1173 0.6361 0.4090 0.055 Uiso 1 1 calc R . . C33 C 0.0400(11) 0.5334(10) 0.4642(7) 0.040(3) Uani 1 1 d . . . H33A H 0.0624 0.5858 0.4835 0.048 Uiso 1 1 calc R . . H33B H 0.1181 0.4831 0.4474 0.048 Uiso 1 1 calc R . . C34 C 0.244(2) 0.1843(18) 0.9413(15) 0.106(7) Uani 1 1 d . . . H34A H 0.3333 0.1764 0.9221 0.160 Uiso 1 1 calc R . . H34B H 0.2335 0.1406 0.9984 0.160 Uiso 1 1 calc R . . H34C H 0.2027 0.2611 0.9372 0.160 Uiso 1 1 calc R . . C35 C 0.233(2) 0.1762(17) 0.8026(14) 0.097(6) Uani 1 1 d . . . H35A H 0.2395 0.2517 0.7853 0.145 Uiso 1 1 calc R . . H35B H 0.1746 0.1698 0.7719 0.145 Uiso 1 1 calc R . . H35C H 0.3152 0.1278 0.7921 0.145 Uiso 1 1 calc R . . C36 C 0.1135(17) 0.0770(15) 0.9239(15) 0.085(6) Uani 1 1 d . . . H36 H 0.0929 0.0565 0.9816 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 I1 0.0634(7) 0.0947(8) 0.0786(8) -0.0411(7) -0.0220(6) -0.0147(6) I2 0.0807(8) 0.0624(6) 0.0792(8) -0.0129(5) -0.0107(6) -0.0304(6) I3 0.0640(6) 0.0551(6) 0.0611(6) -0.0159(5) -0.0188(5) -0.0034(5) I4 0.0638(7) 0.1008(9) 0.0577(7) -0.0328(6) 0.0080(5) -0.0244(6) Mo1 0.0328(5) 0.0305(5) 0.0296(5) -0.0106(4) -0.0028(4) -0.0116(4) Cu1 0.0423(9) 0.0668(11) 0.0848(13) -0.0498(10) -0.0198(9) -0.0050(8) Cu2 0.0713(12) 0.0420(9) 0.0400(9) -0.0140(7) -0.0146(8) 0.0069(8) Cu3 0.0372(9) 0.0887(13) 0.0377(9) -0.0133(9) 0.0027(7) -0.0141(9) S1 0.0353(15) 0.0307(14) 0.0428(17) -0.0089(12) -0.0098(13) -0.0029(12) S2 0.0349(16) 0.0462(17) 0.0377(16) -0.0224(13) -0.0030(13) -0.0060(13) S3 0.0428(17) 0.0455(16) 0.0353(16) -0.0178(13) -0.0091(13) -0.0087(13) O1 0.065(6) 0.047(5) 0.045(5) -0.013(4) 0.004(4) -0.034(4) O2 0.088(10) 0.102(11) 0.169(16) -0.051(10) -0.047(10) -0.024(8) N1 0.052(7) 0.055(7) 0.054(7) -0.023(6) -0.018(6) -0.017(6) N2 0.035(5) 0.032(5) 0.050(6) -0.008(5) -0.012(5) -0.005(4) N3 0.033(5) 0.046(6) 0.030(5) -0.010(4) -0.002(4) -0.007(4) N4 0.064(9) 0.053(8) 0.103(12) -0.017(8) -0.020(8) -0.013(7) C1 0.102(15) 0.131(18) 0.051(10) -0.029(11) -0.016(10) -0.065(14) C2 0.15(2) 0.105(16) 0.048(11) -0.003(11) -0.035(13) -0.054(16) C3 0.112(18) 0.093(15) 0.077(14) -0.017(12) -0.041(13) -0.012(13) C4 0.095(14) 0.079(12) 0.062(11) -0.011(10) -0.010(10) -0.010(11) C5 0.054(9) 0.071(9) 0.037(7) -0.018(7) -0.024(6) -0.009(7) C6 0.078(11) 0.099(12) 0.035(7) -0.034(8) -0.009(7) -0.044(10) C7 0.048(9) 0.109(14) 0.060(10) -0.030(10) -0.010(8) -0.021(10) C8 0.072(11) 0.084(11) 0.058(10) -0.043(9) -0.012(9) -0.013(9) C9 0.063(9) 0.077(11) 0.042(8) -0.016(7) -0.011(7) -0.028(8) C10 0.072(10) 0.078(10) 0.063(10) -0.036(8) -0.002(8) -0.043(9) C11 0.073(10) 0.045(7) 0.056(9) -0.014(6) -0.015(7) -0.022(7) C12 0.048(8) 0.046(7) 0.043(7) -0.009(6) -0.007(6) -0.015(6) C13 0.057(9) 0.060(9) 0.047(8) -0.029(7) -0.007(7) -0.003(7) C14 0.051(8) 0.043(7) 0.043(8) -0.005(6) -0.011(6) -0.017(6) C15 0.038(7) 0.057(8) 0.057(9) 0.000(7) -0.003(6) -0.021(6) C16 0.049(8) 0.039(7) 0.057(9) -0.006(6) -0.013(7) -0.020(6) C17 0.043(7) 0.040(7) 0.057(8) -0.010(6) -0.017(6) -0.018(6) C18 0.033(6) 0.051(7) 0.049(8) -0.010(6) -0.016(6) -0.012(6) C19 0.057(9) 0.054(8) 0.053(9) -0.008(7) -0.006(7) -0.025(7) C20 0.052(9) 0.112(14) 0.060(10) -0.043(10) 0.000(8) -0.021(9) C21 0.068(11) 0.070(11) 0.080(12) -0.037(9) -0.022(9) -0.001(9) C22 0.060(9) 0.055(8) 0.071(10) -0.026(8) -0.023(8) -0.019(7) C23 0.070(10) 0.044(7) 0.062(9) -0.009(7) -0.014(8) -0.028(7) C24 0.069(10) 0.061(9) 0.054(9) -0.002(7) 0.009(8) -0.031(8) C25 0.082(12) 0.085(11) 0.055(10) -0.029(9) 0.022(9) -0.043(10) C26 0.068(9) 0.056(8) 0.042(8) -0.022(6) 0.004(7) -0.026(7) C27 0.041(7) 0.040(6) 0.037(7) -0.012(5) -0.003(5) -0.005(5) C28 0.054(8) 0.038(6) 0.037(7) -0.010(5) -0.012(6) -0.014(6) C29 0.073(10) 0.051(8) 0.046(8) -0.026(7) -0.008(7) -0.018(7) C30 0.069(9) 0.051(8) 0.030(7) -0.017(6) -0.004(6) -0.011(7) C31 0.044(7) 0.049(7) 0.040(7) -0.020(6) 0.000(6) -0.026(6) C32 0.040(7) 0.070(9) 0.035(7) -0.017(6) 0.003(6) -0.026(6) C33 0.041(7) 0.052(7) 0.034(7) -0.012(6) -0.004(5) -0.024(6) C34 0.113(17) 0.094(15) 0.14(2) -0.040(14) -0.063(15) -0.025(13) C35 0.113(17) 0.082(13) 0.104(17) -0.031(12) -0.042(14) -0.014(12) C36 0.063(11) 0.067(11) 0.118(17) -0.025(11) -0.034(11) 0.005(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 Cu1 2.414(2) . ? I2 Cu1 2.950(2) . ? I3 Cu2 2.4270(19) . ? I4 Cu3 2.3863(19) . ? Mo1 Cu1 2.6744(19) . ? Mo1 Cu2 2.6667(18) . ? Mo1 Cu3 2.6431(18) . ? Mo1 S1 2.272(3) . ? Mo1 S2 2.267(3) . ? Mo1 S3 2.268(3) . ? Mo1 O1 1.706(8) . ? Cu1 S1 2.283(3) . ? Cu1 S2 2.279(3) . ? Cu2 S2 2.274(3) . ? Cu2 S3 2.272(3) . ? Cu3 S1 2.263(4) . ? Cu3 S3 2.258(4) . ? O2 C36 1.24(2) . ? N1 C8 1.345(19) . ? N1 C9 1.282(18) . ? N1 C10 1.471(19) . ? N2 C13 1.464(16) . ? N2 C14 1.335(16) . ? N2 C15 1.364(16) . ? N3 C30 1.385(16) . ? N3 C31 1.322(15) . ? N3 C32 1.475(15) . ? N4 C34 1.47(2) . ? N4 C35 1.43(2) . ? N4 C36 1.33(2) . ? C1 H1 0.9300 . ? C1 C2 1.35(3) . ? C1 C6 1.49(2) . ? C2 H2 0.9300 . ? C2 C3 1.41(3) . ? C3 H3 0.9300 . ? C3 C4 1.37(3) . ? C4 H4 0.9300 . ? C4 C5 1.38(2) . ? C5 C6 1.40(2) . ? C5 C9 1.44(2) . ? C6 C7 1.31(2) . ? C7 H7 0.9300 . ? C7 C8 1.36(2) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 C11 1.57(2) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 C12 1.510(18) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 C13 1.462(18) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14 0.9300 . ? C14 C18 1.411(18) . ? C15 H15 0.9300 . ? C15 C16 1.34(2) . ? C16 H16 0.9300 . ? C16 C17 1.390(19) . ? C17 C18 1.422(17) . ? C17 C22 1.413(19) . ? C18 C19 1.434(19) . ? C19 H19 0.9300 . ? C19 C20 1.35(2) . ? C20 H20 0.9300 . ? C20 C21 1.40(2) . ? C21 H21 0.9300 . ? C21 C22 1.35(2) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C23 C24 1.37(2) . ? C23 C28 1.398(18) . ? C24 H24 0.9300 . ? C24 C25 1.36(2) . ? C25 H25 0.9300 . ? C25 C26 1.332(19) . ? C26 H26 0.9300 . ? C26 C27 1.395(17) . ? C27 C28 1.402(17) . ? C27 C31 1.389(16) . ? C28 C29 1.444(18) . ? C29 H29 0.9300 . ? C29 C30 1.325(19) . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C32 C33 1.514(17) . ? C33 C33 1.54(2) 2_566 ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 H36 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cu2 Mo1 Cu1 81.33(6) . . ? Cu3 Mo1 Cu1 83.69(7) . . ? Cu3 Mo1 Cu2 82.50(6) . . ? S1 Mo1 Cu1 54.25(9) . . ? S1 Mo1 Cu2 117.41(9) . . ? S1 Mo1 Cu3 54.20(9) . . ? S2 Mo1 Cu1 54.17(9) . . ? S2 Mo1 Cu2 54.17(9) . . ? S2 Mo1 Cu3 120.36(10) . . ? S2 Mo1 S1 108.28(11) . . ? S2 Mo1 S3 107.98(12) . . ? S3 Mo1 Cu1 118.74(10) . . ? S3 Mo1 Cu2 54.11(9) . . ? S3 Mo1 Cu3 54.08(9) . . ? S3 Mo1 S1 108.24(12) . . ? O1 Mo1 Cu1 130.7(3) . . ? O1 Mo1 Cu2 133.2(3) . . ? O1 Mo1 Cu3 127.3(3) . . ? O1 Mo1 S1 109.4(3) . . ? O1 Mo1 S2 112.3(3) . . ? O1 Mo1 S3 110.5(3) . . ? I1 Cu1 I2 117.97(8) . . ? I1 Cu1 Mo1 149.44(10) . . ? Mo1 Cu1 I2 92.57(6) . . ? S1 Cu1 I1 119.20(11) . . ? S1 Cu1 I2 92.62(10) . . ? S1 Cu1 Mo1 53.85(9) . . ? S2 Cu1 I1 119.66(11) . . ? S2 Cu1 I2 94.28(10) . . ? S2 Cu1 Mo1 53.76(8) . . ? S2 Cu1 S1 107.47(12) . . ? I3 Cu2 Mo1 159.90(10) . . ? S2 Cu2 I3 123.50(10) . . ? S2 Cu2 Mo1 53.91(8) . . ? S3 Cu2 I3 121.34(11) . . ? S3 Cu2 Mo1 53.96(9) . . ? S3 Cu2 S2 107.58(12) . . ? I4 Cu3 Mo1 158.50(10) . . ? S1 Cu3 I4 123.56(11) . . ? S1 Cu3 Mo1 54.51(9) . . ? S3 Cu3 I4 121.03(11) . . ? S3 Cu3 Mo1 54.45(9) . . ? S3 Cu3 S1 108.92(13) . . ? Mo1 S1 Cu1 71.90(10) . . ? Cu3 S1 Mo1 71.29(10) . . ? Cu3 S1 Cu1 102.57(13) . . ? Mo1 S2 Cu1 72.07(10) . . ? Mo1 S2 Cu2 71.92(10) . . ? Cu2 S2 Cu1 99.71(14) . . ? Mo1 S3 Cu2 71.93(10) . . ? Cu3 S3 Mo1 71.47(10) . . ? Cu3 S3 Cu2 101.22(14) . . ? C8 N1 C10 120.2(14) . . ? C9 N1 C8 117.8(14) . . ? C9 N1 C10 122.1(13) . . ? C14 N2 C13 119.7(11) . . ? C14 N2 C15 119.1(11) . . ? C15 N2 C13 121.2(12) . . ? C30 N3 C32 119.4(10) . . ? C31 N3 C30 118.8(10) . . ? C31 N3 C32 121.8(10) . . ? C35 N4 C34 115.0(17) . . ? C36 N4 C34 121.2(19) . . ? C36 N4 C35 123.3(18) . . ? C2 C1 H1 120.6 . . ? C2 C1 C6 119(2) . . ? C6 C1 H1 120.6 . . ? C1 C2 H2 118.6 . . ? C1 C2 C3 123(2) . . ? C3 C2 H2 118.6 . . ? C2 C3 H3 120.0 . . ? C4 C3 C2 120(2) . . ? C4 C3 H3 120.0 . . ? C3 C4 H4 120.6 . . ? C3 C4 C5 118.7(19) . . ? C5 C4 H4 120.6 . . ? C4 C5 C6 124.3(16) . . ? C4 C5 C9 120.6(15) . . ? C6 C5 C9 115.1(14) . . ? C5 C6 C1 115.4(17) . . ? C7 C6 C1 123.2(18) . . ? C7 C6 C5 121.4(16) . . ? C6 C7 H7 120.8 . . ? C6 C7 C8 118.5(16) . . ? C8 C7 H7 120.8 . . ? N1 C8 C7 124.0(17) . . ? N1 C8 H8 118.0 . . ? C7 C8 H8 118.0 . . ? N1 C9 C5 123.2(15) . . ? N1 C9 H9 118.4 . . ? C5 C9 H9 118.4 . . ? N1 C10 H10A 109.4 . . ? N1 C10 H10B 109.4 . . ? N1 C10 C11 111.0(11) . . ? H10A C10 H10B 108.0 . . ? C11 C10 H10A 109.4 . . ? C11 C10 H10B 109.4 . . ? C10 C11 H11A 108.9 . . ? C10 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? C12 C11 C10 113.5(12) . . ? C12 C11 H11A 108.9 . . ? C12 C11 H11B 108.9 . . ? C11 C12 H12A 109.7 . . ? C11 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? C13 C12 C11 110.0(11) . . ? C13 C12 H12A 109.7 . . ? C13 C12 H12B 109.7 . . ? N2 C13 H13A 108.5 . . ? N2 C13 H13B 108.5 . . ? C12 C13 N2 115.2(11) . . ? C12 C13 H13A 108.5 . . ? C12 C13 H13B 108.5 . . ? H13A C13 H13B 107.5 . . ? N2 C14 H14 119.2 . . ? N2 C14 C18 121.6(11) . . ? C18 C14 H14 119.2 . . ? N2 C15 H15 118.5 . . ? C16 C15 N2 123.0(13) . . ? C16 C15 H15 118.5 . . ? C15 C16 H16 120.0 . . ? C15 C16 C17 120.0(12) . . ? C17 C16 H16 120.0 . . ? C16 C17 C18 118.5(12) . . ? C16 C17 C22 124.3(12) . . ? C22 C17 C18 117.2(13) . . ? C14 C18 C17 117.8(12) . . ? C14 C18 C19 121.1(12) . . ? C17 C18 C19 121.0(12) . . ? C18 C19 H19 121.0 . . ? C20 C19 C18 118.0(14) . . ? C20 C19 H19 121.0 . . ? C19 C20 H20 119.1 . . ? C19 C20 C21 121.8(16) . . ? C21 C20 H20 119.1 . . ? C20 C21 H21 119.6 . . ? C22 C21 C20 120.9(15) . . ? C22 C21 H21 119.6 . . ? C17 C22 H22 119.5 . . ? C21 C22 C17 121.0(14) . . ? C21 C22 H22 119.5 . . ? C24 C23 H23 120.0 . . ? C24 C23 C28 120.0(13) . . ? C28 C23 H23 120.0 . . ? C23 C24 H24 120.1 . . ? C25 C24 C23 119.9(13) . . ? C25 C24 H24 120.1 . . ? C24 C25 H25 118.9 . . ? C26 C25 C24 122.2(15) . . ? C26 C25 H25 118.9 . . ? C25 C26 H26 120.1 . . ? C25 C26 C27 119.7(13) . . ? C27 C26 H26 120.1 . . ? C26 C27 C28 119.7(12) . . ? C31 C27 C26 122.1(12) . . ? C31 C27 C28 118.2(11) . . ? C23 C28 C27 118.4(12) . . ? C23 C28 C29 123.4(12) . . ? C27 C28 C29 118.2(11) . . ? C28 C29 H29 120.5 . . ? C30 C29 C28 118.9(12) . . ? C30 C29 H29 120.5 . . ? N3 C30 H30 118.6 . . ? C29 C30 N3 122.8(12) . . ? C29 C30 H30 118.6 . . ? N3 C31 C27 123.1(11) . . ? N3 C31 H31 118.4 . . ? C27 C31 H31 118.4 . . ? N3 C32 H32A 109.6 . . ? N3 C32 H32B 109.6 . . ? N3 C32 C33 110.5(10) . . ? H32A C32 H32B 108.1 . . ? C33 C32 H32A 109.6 . . ? C33 C32 H32B 109.6 . . ? C32 C33 C33 110.6(12) . 2_566 ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? C33 C33 H33A 109.5 2_566 . ? C33 C33 H33B 109.5 2_566 . ? H33A C33 H33B 108.1 . . ? N4 C34 H34A 109.5 . . ? N4 C34 H34B 109.5 . . ? N4 C34 H34C 109.5 . . ? H34A C34 H34B 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? N4 C35 H35A 109.5 . . ? N4 C35 H35B 109.5 . . ? N4 C35 H35C 109.5 . . ? H35A C35 H35B 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? O2 C36 N4 122(2) . . ? O2 C36 H36 118.8 . . ? N4 C36 H36 118.8 . . ? 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 I1 Cu1 S1 Mo1 144.43(11) . . . . ? I1 Cu1 S1 Cu3 -150.31(11) . . . . ? I1 Cu1 S2 Mo1 -144.22(11) . . . . ? I1 Cu1 S2 Cu2 148.51(11) . . . . ? I2 Cu1 S1 Mo1 -91.27(7) . . . . ? I2 Cu1 S1 Cu3 -26.02(12) . . . . ? I2 Cu1 S2 Mo1 90.05(8) . . . . ? I2 Cu1 S2 Cu2 22.78(11) . . . . ? I3 Cu2 S2 Mo1 155.67(12) . . . . ? I3 Cu2 S2 Cu1 -136.94(12) . . . . ? I3 Cu2 S3 Mo1 -156.45(11) . . . . ? I3 Cu2 S3 Cu3 137.48(12) . . . . ? I4 Cu3 S1 Mo1 -153.93(12) . . . . ? I4 Cu3 S1 Cu1 140.37(12) . . . . ? I4 Cu3 S3 Mo1 154.77(12) . . . . ? I4 Cu3 S3 Cu2 -138.80(12) . . . . ? Mo1 Cu1 S1 Cu3 65.26(11) . . . . ? Mo1 Cu1 S2 Cu2 -67.28(10) . . . . ? Mo1 Cu2 S2 Cu1 67.40(10) . . . . ? Mo1 Cu2 S3 Cu3 -66.08(10) . . . . ? Mo1 Cu3 S1 Cu1 -65.70(10) . . . . ? Mo1 Cu3 S3 Cu2 66.42(10) . . . . ? Cu1 Mo1 Cu2 I3 -141.4(2) . . . . ? Cu1 Mo1 Cu2 S2 -51.66(11) . . . . ? Cu1 Mo1 Cu2 S3 135.29(12) . . . . ? Cu1 Mo1 Cu3 I4 142.3(2) . . . . ? Cu1 Mo1 Cu3 S1 49.83(10) . . . . ? Cu1 Mo1 Cu3 S3 -132.64(11) . . . . ? Cu1 Mo1 S1 Cu3 -110.63(12) . . . . ? Cu1 Mo1 S2 Cu2 106.99(12) . . . . ? Cu1 Mo1 S3 Cu2 -52.48(12) . . . . ? Cu1 Mo1 S3 Cu3 56.50(11) . . . . ? Cu2 Mo1 Cu1 I1 139.67(16) . . . . ? Cu2 Mo1 Cu1 I2 -41.77(6) . . . . ? Cu2 Mo1 Cu1 S1 -133.13(11) . . . . ? Cu2 Mo1 Cu1 S2 51.66(11) . . . . ? Cu2 Mo1 Cu3 I4 -135.7(2) . . . . ? Cu2 Mo1 Cu3 S1 131.88(11) . . . . ? Cu2 Mo1 Cu3 S3 -50.60(11) . . . . ? Cu2 Mo1 S1 Cu1 54.37(12) . . . . ? Cu2 Mo1 S1 Cu3 -56.26(11) . . . . ? Cu2 Mo1 S2 Cu1 -106.99(12) . . . . ? Cu2 Mo1 S3 Cu3 108.98(12) . . . . ? Cu3 Mo1 Cu1 I1 -136.99(16) . . . . ? Cu3 Mo1 Cu1 I2 41.57(6) . . . . ? Cu3 Mo1 Cu1 S1 -49.79(11) . . . . ? Cu3 Mo1 Cu1 S2 134.99(12) . . . . ? Cu3 Mo1 Cu2 I3 133.9(2) . . . . ? Cu3 Mo1 Cu2 S2 -136.38(11) . . . . ? Cu3 Mo1 Cu2 S3 50.57(11) . . . . ? Cu3 Mo1 S1 Cu1 110.63(12) . . . . ? Cu3 Mo1 S2 Cu1 -54.55(12) . . . . ? Cu3 Mo1 S2 Cu2 52.44(12) . . . . ? Cu3 Mo1 S3 Cu2 -108.98(12) . . . . ? S1 Mo1 Cu1 I1 -87.20(18) . . . . ? S1 Mo1 Cu1 I2 91.36(11) . . . . ? S1 Mo1 Cu1 S2 -175.22(15) . . . . ? S1 Mo1 Cu2 I3 176.7(2) . . . . ? S1 Mo1 Cu2 S2 -93.51(14) . . . . ? S1 Mo1 Cu2 S3 93.44(14) . . . . ? S1 Mo1 Cu3 I4 92.4(3) . . . . ? S1 Mo1 Cu3 S3 177.53(15) . . . . ? S1 Mo1 S2 Cu1 4.09(13) . . . . ? S1 Mo1 S2 Cu2 111.07(11) . . . . ? S1 Mo1 S3 Cu2 -111.09(11) . . . . ? S1 Mo1 S3 Cu3 -2.11(13) . . . . ? S1 Cu1 S2 Mo1 -4.05(13) . . . . ? S1 Cu1 S2 Cu2 -71.32(16) . . . . ? S1 Cu3 S3 Mo1 2.13(13) . . . . ? S1 Cu3 S3 Cu2 68.55(16) . . . . ? S2 Mo1 Cu1 I1 88.02(18) . . . . ? S2 Mo1 Cu1 I2 -93.42(11) . . . . ? S2 Mo1 Cu1 S1 175.22(15) . . . . ? S2 Mo1 Cu2 I3 -89.8(2) . . . . ? S2 Mo1 Cu2 S3 -173.05(15) . . . . ? S2 Mo1 Cu3 I4 -176.1(2) . . . . ? S2 Mo1 Cu3 S1 91.47(14) . . . . ? S2 Mo1 Cu3 S3 -91.00(14) . . . . ? S2 Mo1 S1 Cu1 -4.08(13) . . . . ? S2 Mo1 S1 Cu3 -114.71(12) . . . . ? S2 Mo1 S3 Cu2 5.92(13) . . . . ? S2 Mo1 S3 Cu3 114.90(12) . . . . ? S2 Cu1 S1 Mo1 4.04(13) . . . . ? S2 Cu1 S1 Cu3 69.30(16) . . . . ? S2 Cu2 S3 Mo1 -5.89(13) . . . . ? S2 Cu2 S3 Cu3 -71.96(16) . . . . ? S3 Mo1 Cu1 I1 -179.78(16) . . . . ? S3 Mo1 Cu1 I2 -1.22(11) . . . . ? S3 Mo1 Cu1 S1 -92.59(14) . . . . ? S3 Mo1 Cu1 S2 92.20(14) . . . . ? S3 Mo1 Cu2 I3 83.3(2) . . . . ? S3 Mo1 Cu2 S2 173.05(15) . . . . ? S3 Mo1 Cu3 I4 -85.1(3) . . . . ? S3 Mo1 Cu3 S1 -177.53(15) . . . . ? S3 Mo1 S1 Cu1 112.74(12) . . . . ? S3 Mo1 S1 Cu3 2.11(13) . . . . ? S3 Mo1 S2 Cu1 -112.90(12) . . . . ? S3 Mo1 S2 Cu2 -5.91(13) . . . . ? S3 Cu2 S2 Mo1 5.89(13) . . . . ? S3 Cu2 S2 Cu1 73.29(15) . . . . ? S3 Cu3 S1 Mo1 -2.13(13) . . . . ? S3 Cu3 S1 Cu1 -67.83(16) . . . . ? O1 Mo1 Cu1 I1 -1.8(5) . . . . ? O1 Mo1 Cu1 I2 176.8(4) . . . . ? O1 Mo1 Cu1 S1 85.4(4) . . . . ? O1 Mo1 Cu1 S2 -89.8(4) . . . . ? O1 Mo1 Cu2 I3 -1.8(5) . . . . ? O1 Mo1 Cu2 S2 88.0(4) . . . . ? O1 Mo1 Cu2 S3 -85.1(4) . . . . ? O1 Mo1 Cu3 I4 4.4(5) . . . . ? O1 Mo1 Cu3 S1 -88.0(4) . . . . ? O1 Mo1 Cu3 S3 89.5(4) . . . . ? O1 Mo1 S1 Cu1 -126.8(3) . . . . ? O1 Mo1 S1 Cu3 122.6(3) . . . . ? O1 Mo1 S2 Cu1 125.0(4) . . . . ? O1 Mo1 S2 Cu2 -128.0(4) . . . . ? O1 Mo1 S3 Cu2 129.1(3) . . . . ? O1 Mo1 S3 Cu3 -121.9(3) . . . . ? N1 C10 C11 C12 -66.9(17) . . . . ? N2 C14 C18 C17 0.2(18) . . . . ? N2 C14 C18 C19 -177.4(12) . . . . ? N2 C15 C16 C17 0(2) . . . . ? N3 C32 C33 C33 170.2(12) . . . 2_566 ? C1 C2 C3 C4 -1(3) . . . . ? C1 C6 C7 C8 179.9(14) . . . . ? C2 C1 C6 C5 0(2) . . . . ? C2 C1 C6 C7 177.5(17) . . . . ? C2 C3 C4 C5 2(3) . . . . ? C3 C4 C5 C6 -2(3) . . . . ? C3 C4 C5 C9 178.9(16) . . . . ? C4 C5 C6 C1 1(2) . . . . ? C4 C5 C6 C7 -176.3(16) . . . . ? C4 C5 C9 N1 177.1(15) . . . . ? C5 C6 C7 C8 -3(2) . . . . ? C6 C1 C2 C3 0(3) . . . . ? C6 C5 C9 N1 -2(2) . . . . ? C6 C7 C8 N1 2(2) . . . . ? C8 N1 C9 C5 1(2) . . . . ? C8 N1 C10 C11 -73.3(16) . . . . ? C9 N1 C8 C7 -2(2) . . . . ? C9 N1 C10 C11 106.1(15) . . . . ? C9 C5 C6 C1 -179.8(12) . . . . ? C9 C5 C6 C7 3(2) . . . . ? C10 N1 C8 C7 177.8(14) . . . . ? C10 N1 C9 C5 -177.9(12) . . . . ? C10 C11 C12 C13 -179.5(12) . . . . ? C11 C12 C13 N2 175.7(12) . . . . ? C13 N2 C14 C18 -177.4(12) . . . . ? C13 N2 C15 C16 177.3(13) . . . . ? C14 N2 C13 C12 -118.9(14) . . . . ? C14 N2 C15 C16 -1.3(19) . . . . ? C14 C18 C19 C20 -178.6(14) . . . . ? C15 N2 C13 C12 62.5(17) . . . . ? C15 N2 C14 C18 1.2(18) . . . . ? C15 C16 C17 C18 1.4(19) . . . . ? C15 C16 C17 C22 -179.3(13) . . . . ? C16 C17 C18 C14 -1.5(17) . . . . ? C16 C17 C18 C19 176.1(12) . . . . ? C16 C17 C22 C21 -176.9(14) . . . . ? C17 C18 C19 C20 4(2) . . . . ? C18 C17 C22 C21 2(2) . . . . ? C18 C19 C20 C21 -4(2) . . . . ? C19 C20 C21 C22 3(3) . . . . ? C20 C21 C22 C17 -2(2) . . . . ? C22 C17 C18 C14 179.2(12) . . . . ? C22 C17 C18 C19 -3.3(18) . . . . ? C23 C24 C25 C26 2(3) . . . . ? C23 C28 C29 C30 -177.8(14) . . . . ? C24 C23 C28 C27 4(2) . . . . ? C24 C23 C28 C29 -177.1(14) . . . . ? C24 C25 C26 C27 0(3) . . . . ? C25 C26 C27 C28 0(2) . . . . ? C25 C26 C27 C31 -180.0(15) . . . . ? C26 C27 C28 C23 -2.1(19) . . . . ? C26 C27 C28 C29 179.1(13) . . . . ? C26 C27 C31 N3 -179.3(13) . . . . ? C27 C28 C29 C30 1(2) . . . . ? C28 C23 C24 C25 -4(2) . . . . ? C28 C27 C31 N3 0.7(19) . . . . ? C28 C29 C30 N3 -1(2) . . . . ? C30 N3 C31 C27 -0.4(19) . . . . ? C30 N3 C32 C33 -74.6(14) . . . . ? C31 N3 C30 C29 0(2) . . . . ? C31 N3 C32 C33 102.9(13) . . . . ? C31 C27 C28 C23 177.9(12) . . . . ? C31 C27 C28 C29 -0.9(19) . . . . ? C32 N3 C30 C29 177.9(13) . . . . ? C32 N3 C31 C27 -177.9(11) . . . . ? C34 N4 C36 O2 -176.7(17) . . . . ? C35 N4 C36 O2 -4(3) . . . . ? #===============================END data_1a _database_code_depnum_ccdc_archive 'CCDC 860824' #TrackingRef '- Revised CIF data 1-10.cif'0 _audit_creation_date 2011-12-01 _audit_creation_method ; Olex2 1.1 (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C2 Cu N2 S2, C10 H9 N' _chemical_formula_sum 'C12 H9 Cu N3 S2' _chemical_formula_weight 322.88 _chemical_melting_point ? _chemical_oxdiff_formula 'C11 H10 S O2' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_length_a 10.8645(6) _cell_length_b 17.4604(6) _cell_length_c 7.1481(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.857(5) _cell_angle_gamma 90.00 _cell_volume 1335.97(11) _cell_formula_units_Z 4 _cell_measurement_reflns_used 2352 _cell_measurement_temperature 291(2) _cell_measurement_theta_max 66.9600 _cell_measurement_theta_min 4.1263 _exptl_absorpt_coefficient_mu 5.094 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.94320 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour crimson _exptl_crystal_density_diffrn 1.605 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 652 _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0257 _diffrn_reflns_av_unetI/netI 0.0315 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 5408 _diffrn_reflns_theta_full 67.07 _diffrn_reflns_theta_max 67.07 _diffrn_reflns_theta_min 4.13 _diffrn_ambient_temperature 291.15 _diffrn_detector_area_resol_mean 16.2312 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -76.00 -40.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 178.0000 -180.0000 36 #__ type_ start__ end____ width___ exp.time_ 2 omega -60.00 -33.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 178.0000 -120.0000 27 #__ type_ start__ end____ width___ exp.time_ 3 omega -100.00 -66.00 1.0000 12.0000 omega____ theta____ kappa____ phi______ frames - -33.5000 -57.0000 -30.0000 34 #__ type_ start__ end____ width___ exp.time_ 4 omega -55.00 -28.00 1.0000 12.0000 omega____ theta____ kappa____ phi______ frames - -33.5000 -57.0000 -30.0000 27 #__ type_ start__ end____ width___ exp.time_ 5 omega 20.00 111.00 1.0000 12.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 -125.0000 150.0000 91 #__ type_ start__ end____ width___ exp.time_ 6 omega 45.00 112.00 1.0000 12.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 57.0000 -90.0000 67 #__ type_ start__ end____ width___ exp.time_ 7 omega 19.00 50.00 1.0000 12.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 19.0000 -150.0000 31 #__ type_ start__ end____ width___ exp.time_ 8 omega 36.00 93.00 1.0000 12.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 57.0000 30.0000 57 #__ type_ start__ end____ width___ exp.time_ 9 omega 114.00 140.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 178.0000 -60.0000 26 #__ type_ start__ end____ width___ exp.time_ 10 omega 63.00 89.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -37.0000 120.0000 26 #__ type_ start__ end____ width___ exp.time_ 11 omega 44.00 77.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -37.0000 -150.0000 33 #__ type_ start__ end____ width___ exp.time_ 12 omega 97.00 145.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 63.0000 -60.0000 48 #__ type_ start__ end____ width___ exp.time_ 13 omega 44.00 81.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -50.0000 90.0000 37 #__ type_ start__ end____ width___ exp.time_ 14 omega 53.00 93.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -25.0000 -90.0000 40 #__ type_ start__ end____ width___ exp.time_ 15 omega 36.00 73.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -37.0000 -180.0000 37 #__ type_ start__ end____ width___ exp.time_ 16 omega 41.00 122.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -63.0000 150.0000 81 #__ type_ start__ end____ width___ exp.time_ 17 omega 43.00 71.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -37.0000 -30.0000 28 #__ type_ start__ end____ width___ exp.time_ 18 omega 43.00 178.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 12.0000 -120.0000 135 #__ type_ start__ end____ width___ exp.time_ 19 omega -4.00 42.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 -99.0000 30.0000 46 #__ type_ start__ end____ width___ exp.time_ 20 omega 33.00 123.00 1.0000 12.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 57.0000 -180.0000 90 ; _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.0287203000 _diffrn_orient_matrix_UB_12 -0.0658339000 _diffrn_orient_matrix_UB_13 0.1443858000 _diffrn_orient_matrix_UB_21 -0.1125646000 _diffrn_orient_matrix_UB_22 -0.0451225000 _diffrn_orient_matrix_UB_23 -0.1057303000 _diffrn_orient_matrix_UB_31 0.0851643000 _diffrn_orient_matrix_UB_32 -0.0376205000 _diffrn_orient_matrix_UB_33 -0.1253982000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_source 'Enhance (Cu) X-ray Source' _diffrn_source_current n/a _diffrn_source_voltage n/a _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 1958 _reflns_number_total 2387 _reflns_odcompleteness_completeness 99.68 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; SHELXL, G.M. Sheldrick, Acta Cryst. 2008). A64, 112-122 ; _computing_structure_solution ; SHELXS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _refine_diff_density_max 0.322 _refine_diff_density_min -0.265 _refine_diff_density_rms 0.055 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 163 _refine_ls_number_reflns 2387 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0437 _refine_ls_R_factor_gt 0.0340 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0517P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0887 _refine_ls_wR_factor_ref 0.0958 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.64826(4) 0.61670(2) 1.01776(6) 0.05464(17) Uani 1 1 d . . . S1 S 0.75007(7) 0.49825(4) 1.11923(12) 0.0562(2) Uani 1 1 d . . . S2 S 0.74732(7) 0.63539(4) 0.74613(10) 0.04964(19) Uani 1 1 d . . . N1 N 0.6011(2) 0.41576(11) 0.5874(3) 0.0376(4) Uani 1 1 d . . . N2 N 0.5354(2) 0.40716(13) 1.0432(4) 0.0495(5) Uani 1 1 d . . . N3 N 0.6857(3) 0.78834(14) 0.6626(4) 0.0570(6) Uani 1 1 d . . . C1 C 0.8410(4) 0.2317(2) 0.5565(5) 0.0708(10) Uani 1 1 d . . . H1 H 0.8118 0.1816 0.5468 0.085 Uiso 1 1 calc R . . C2 C 0.9647(4) 0.2467(3) 0.5615(5) 0.0872(14) Uani 1 1 d . . . H2 H 1.0193 0.2061 0.5551 0.105 Uiso 1 1 calc R . . C3 C 1.0115(4) 0.3211(3) 0.5760(6) 0.0910(14) Uani 1 1 d . . . H3 H 1.0962 0.3296 0.5784 0.109 Uiso 1 1 calc R . . C4 C 0.9338(3) 0.3814(2) 0.5867(6) 0.0751(10) Uani 1 1 d . . . H4 H 0.9653 0.4310 0.5976 0.090 Uiso 1 1 calc R . . C5 C 0.8047(3) 0.36830(17) 0.5811(4) 0.0489(6) Uani 1 1 d . . . C6 C 0.7576(3) 0.29290(16) 0.5660(4) 0.0484(6) Uani 1 1 d . . . C7 C 0.6298(3) 0.28266(16) 0.5635(4) 0.0533(7) Uani 1 1 d . . . H7 H 0.5964 0.2335 0.5539 0.064 Uiso 1 1 calc R . . C8 C 0.5540(3) 0.34307(15) 0.5747(4) 0.0449(6) Uani 1 1 d . . . H8 H 0.4692 0.3352 0.5739 0.054 Uiso 1 1 calc R . . C9 C 0.7215(3) 0.42878(15) 0.5916(4) 0.0463(6) Uani 1 1 d . . . H9 H 0.7513 0.4788 0.6018 0.056 Uiso 1 1 calc R . . C10 C 0.5156(3) 0.48080(15) 0.5963(3) 0.0416(6) Uani 1 1 d . . . H10A H 0.5545 0.5176 0.6897 0.050 Uiso 1 1 calc R . . H10B H 0.4394 0.4627 0.6352 0.050 Uiso 1 1 calc R . . C11 C 0.6244(3) 0.44383(14) 1.0743(4) 0.0431(6) Uani 1 1 d . . . C12 C 0.7097(3) 0.72581(16) 0.6966(4) 0.0457(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0684(3) 0.0386(2) 0.0584(3) -0.00329(17) 0.0150(2) -0.00805(19) S1 0.0505(4) 0.0449(4) 0.0729(5) 0.0122(3) 0.0094(3) 0.0007(3) S2 0.0570(4) 0.0363(3) 0.0581(4) 0.0032(3) 0.0170(3) -0.0033(3) N1 0.0424(11) 0.0327(10) 0.0382(10) -0.0005(8) 0.0084(9) 0.0027(8) N2 0.0551(14) 0.0350(11) 0.0603(14) 0.0004(10) 0.0156(11) 0.0036(11) N3 0.0722(17) 0.0412(14) 0.0556(14) 0.0118(11) 0.0051(12) 0.0003(12) C1 0.090(3) 0.068(2) 0.0519(17) -0.0009(15) 0.0049(17) 0.038(2) C2 0.085(3) 0.116(4) 0.061(2) 0.015(2) 0.0150(19) 0.061(3) C3 0.050(2) 0.145(4) 0.081(3) 0.037(3) 0.0227(18) 0.032(2) C4 0.0484(17) 0.089(3) 0.090(3) 0.023(2) 0.0178(17) 0.0048(18) C5 0.0448(14) 0.0570(16) 0.0460(14) 0.0101(12) 0.0107(12) 0.0078(12) C6 0.0622(17) 0.0438(14) 0.0377(13) 0.0011(11) 0.0044(12) 0.0146(13) C7 0.0621(18) 0.0355(14) 0.0591(17) -0.0025(12) 0.0009(14) 0.0005(12) C8 0.0434(14) 0.0382(13) 0.0514(15) -0.0028(11) 0.0035(11) -0.0045(11) C9 0.0499(15) 0.0386(13) 0.0511(15) 0.0042(11) 0.0109(12) -0.0037(11) C10 0.0484(14) 0.0384(12) 0.0403(14) -0.0026(10) 0.0138(11) 0.0084(11) C11 0.0537(16) 0.0331(12) 0.0445(14) 0.0060(10) 0.0140(12) 0.0107(12) C12 0.0503(15) 0.0437(15) 0.0430(13) 0.0034(11) 0.0072(11) -0.0084(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 S1 2.3984(8) . ? Cu1 S2 2.3980(8) . ? Cu1 N2 2.012(3) 3_667 ? Cu1 N3 1.960(2) 4_576 ? S1 C11 1.649(3) . ? S2 C12 1.654(3) . ? N1 C8 1.366(3) . ? N1 C9 1.323(4) . ? N1 C10 1.475(3) . ? N2 Cu1 2.012(3) 3_667 ? N2 C11 1.149(4) . ? N3 Cu1 1.960(2) 4_575 ? N3 C12 1.139(4) . ? C1 H1 0.9300 . ? C1 C2 1.364(6) . ? C1 C6 1.409(4) . ? C2 H2 0.9300 . ? C2 C3 1.393(6) . ? C3 H3 0.9300 . ? C3 C4 1.359(6) . ? C4 H4 0.9300 . ? C4 C5 1.414(4) . ? C5 C6 1.410(4) . ? C5 C9 1.401(4) . ? C6 C7 1.397(4) . ? C7 H7 0.9300 . ? C7 C8 1.349(4) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C10 1.516(5) 3_666 ? C10 H10A 0.9700 . ? C10 H10B 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 S2 Cu1 S1 96.58(3) . . ? N2 Cu1 S1 106.02(7) 3_667 . ? N2 Cu1 S2 114.77(8) 3_667 . ? N3 Cu1 S1 121.77(8) 4_576 . ? N3 Cu1 S2 103.37(9) 4_576 . ? N3 Cu1 N2 113.44(11) 4_576 3_667 ? C11 S1 Cu1 96.57(9) . . ? C12 S2 Cu1 100.07(10) . . ? C8 N1 C10 119.1(2) . . ? C9 N1 C8 121.3(2) . . ? C9 N1 C10 119.6(2) . . ? C11 N2 Cu1 158.1(2) . 3_667 ? C12 N3 Cu1 160.5(3) . 4_575 ? C2 C1 H1 120.2 . . ? C2 C1 C6 119.5(4) . . ? C6 C1 H1 120.2 . . ? C1 C2 H2 119.2 . . ? C1 C2 C3 121.7(4) . . ? C3 C2 H2 119.2 . . ? C2 C3 H3 119.8 . . ? C4 C3 C2 120.3(4) . . ? C4 C3 H3 119.8 . . ? C3 C4 H4 120.1 . . ? C3 C4 C5 119.7(4) . . ? C5 C4 H4 120.1 . . ? C6 C5 C4 119.9(3) . . ? C9 C5 C4 121.5(3) . . ? C9 C5 C6 118.6(3) . . ? C1 C6 C5 118.9(3) . . ? C7 C6 C1 123.2(3) . . ? C7 C6 C5 117.9(2) . . ? C6 C7 H7 119.5 . . ? C8 C7 C6 121.0(3) . . ? C8 C7 H7 119.5 . . ? N1 C8 H8 119.8 . . ? C7 C8 N1 120.3(3) . . ? C7 C8 H8 119.8 . . ? N1 C9 C5 120.9(2) . . ? N1 C9 H9 119.5 . . ? C5 C9 H9 119.5 . . ? N1 C10 C10 110.2(2) . 3_666 ? N1 C10 H10A 109.6 . . ? N1 C10 H10B 109.6 . . ? C10 C10 H10A 109.6 3_666 . ? C10 C10 H10B 109.6 3_666 . ? H10A C10 H10B 108.1 . . ? N2 C11 S1 178.7(2) . . ? N3 C12 S2 179.0(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cu1 S1 C11 N2 -22(11) . . . . ? Cu1 S2 C12 N3 124(15) . . . . ? Cu1 N2 C11 S1 9(12) 3_667 . . . ? Cu1 N3 C12 S2 85(15) 4_575 . . . ? S1 Cu1 S2 C12 -166.76(10) . . . . ? S2 Cu1 S1 C11 -112.58(10) . . . . ? N2 Cu1 S1 C11 5.57(12) 3_667 . . . ? N2 Cu1 S2 C12 82.20(12) 3_667 . . . ? N3 Cu1 S1 C11 137.23(14) 4_576 . . . ? N3 Cu1 S2 C12 -41.86(14) 4_576 . . . ? C1 C2 C3 C4 0.4(6) . . . . ? C1 C6 C7 C8 179.4(3) . . . . ? C2 C1 C6 C5 -0.2(5) . . . . ? C2 C1 C6 C7 -179.4(3) . . . . ? C2 C3 C4 C5 -0.7(6) . . . . ? C3 C4 C5 C6 0.5(5) . . . . ? C3 C4 C5 C9 -180.0(3) . . . . ? C4 C5 C6 C1 -0.1(4) . . . . ? C4 C5 C6 C7 179.2(3) . . . . ? C4 C5 C9 N1 -179.6(3) . . . . ? C5 C6 C7 C8 0.1(4) . . . . ? C6 C1 C2 C3 0.0(6) . . . . ? C6 C5 C9 N1 -0.1(4) . . . . ? C6 C7 C8 N1 0.5(4) . . . . ? C8 N1 C9 C5 0.7(4) . . . . ? C8 N1 C10 C10 -101.2(3) . . . 3_666 ? C9 N1 C8 C7 -1.0(4) . . . . ? C9 N1 C10 C10 78.7(3) . . . 3_666 ? C9 C5 C6 C1 -179.6(3) . . . . ? C9 C5 C6 C7 -0.3(4) . . . . ? C10 N1 C8 C7 179.0(3) . . . . ? C10 N1 C9 C5 -179.2(2) . . . . ? #===============================END