Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _publ_section_title ;Solvent-Dependent Copper(I) Conformational Supramolecular Pseudo-polymorphs Based on Flexible Thioether Ligand ; _publ_contact_author_name 'Prof. Dan Li' _publ_contact_author_email DLI@STU.EDU.CN loop_ _publ_author_name 'Dan Li' 'Shi-Ren Deng' 'Mian Li' 'Zao Li' 'Rong Peng' # Attachment '1.cif' data_0705cm _database_code_depnum_ccdc_archive 'CCDC 666602' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H14 Cu I N2 S3' _chemical_formula_sum 'C16 H14 Cu I N2 S3' _chemical_formula_weight 520.91 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.3397(7) _cell_length_b 10.5367(9) _cell_length_c 11.5415(10) _cell_angle_alpha 71.781(2) _cell_angle_beta 72.749(2) _cell_angle_gamma 78.765(2) _cell_volume 914.16(14) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 1536 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 20.27 _exptl_crystal_description lamellar _exptl_crystal_colour pale-yellow _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.892 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 508 _exptl_absorpt_coefficient_mu 3.224 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6610 _exptl_absorpt_correction_T_max 0.7601 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7854 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_av_sigmaI/netI 0.0542 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4054 _reflns_number_gt 2967 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0564P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4054 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0834 _refine_ls_R_factor_gt 0.0585 _refine_ls_wR_factor_ref 0.1251 _refine_ls_wR_factor_gt 0.1143 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.37425(5) 0.84865(4) 0.44614(4) 0.05568(17) Uani 1 1 d . . . Cu1 Cu 0.50249(10) 0.92100(9) 0.63017(9) 0.0766(3) Uani 1 1 d . . . S3 S 1.28937(18) 0.04905(15) 1.04925(14) 0.0520(4) Uani 1 1 d . . . S1 S 1.0487(2) 0.37940(16) 0.67841(17) 0.0634(5) Uani 1 1 d . . . S2 S 1.2352(3) 0.52508(18) 0.98954(17) 0.0684(5) Uani 1 1 d . . . N2 N 0.7312(6) 0.0603(5) 1.2541(4) 0.0474(11) Uani 1 1 d . . . C2 C 0.9600(7) 0.6574(6) 0.6410(5) 0.0447(13) Uani 1 1 d . . . H2 H 1.0729 0.6685 0.6265 0.054 Uiso 1 1 calc R . . C13 C 1.0220(7) -0.0228(5) 1.2431(5) 0.0460(14) Uani 1 1 d . . . H13 H 1.1015 -0.0795 1.2832 0.055 Uiso 1 1 calc R . . N1 N 0.6770(6) 0.7604(5) 0.6511(4) 0.0537(13) Uani 1 1 d . . . C12 C 1.0723(6) 0.0588(5) 1.1211(5) 0.0392(12) Uani 1 1 d . . . C16 C 0.7809(7) 0.1348(5) 1.1355(5) 0.0463(14) Uani 1 1 d . . . H16 H 0.6981 0.1883 1.0970 0.056 Uiso 1 1 calc R . . C1 C 0.8406(7) 0.7665(6) 0.6344(5) 0.0460(14) Uani 1 1 d . . . H1 H 0.8758 0.8505 0.6171 0.055 Uiso 1 1 calc R . . C10 C 1.2760(6) 0.3181(6) 0.9087(5) 0.0436(13) Uani 1 1 d . . . C11 C 1.3048(7) 0.1759(6) 0.8992(5) 0.0496(15) Uani 1 1 d . . . H11A H 1.4161 0.1614 0.8446 0.060 Uiso 1 1 calc R . . H11B H 1.2226 0.1644 0.8600 0.060 Uiso 1 1 calc R . . C17 C 0.9456(7) 0.1378(5) 1.0667(5) 0.0447(13) Uani 1 1 d . . . H17 H 0.9724 0.1922 0.9843 0.054 Uiso 1 1 calc R . . C7 C 1.2501(6) 0.4319(6) 0.8065(5) 0.0441(13) Uani 1 1 d . . . C6 C 1.2475(7) 0.4227(6) 0.6809(5) 0.0524(15) Uani 1 1 d . . . H6A H 1.3376 0.3554 0.6560 0.063 Uiso 1 1 calc R . . H6B H 1.2700 0.5083 0.6193 0.063 Uiso 1 1 calc R . . C5 C 0.6351(8) 0.6367(7) 0.6765(7) 0.073(2) Uani 1 1 d . . . H5 H 0.5224 0.6282 0.6869 0.088 Uiso 1 1 calc R . . C3 C 0.9123(7) 0.5300(5) 0.6695(5) 0.0457(14) Uani 1 1 d . . . C14 C 0.8537(8) -0.0185(6) 1.3034(6) 0.0541(16) Uani 1 1 d . . . H14 H 0.8225 -0.0745 1.3846 0.065 Uiso 1 1 calc R . . C8 C 1.2270(8) 0.5493(6) 0.8383(5) 0.0523(15) Uani 1 1 d . . . H8 H 1.2088 0.6336 0.7835 0.063 Uiso 1 1 calc R . . C4 C 0.7450(8) 0.5218(6) 0.6884(6) 0.0637(18) Uani 1 1 d . . . H4 H 0.7060 0.4386 0.7092 0.076 Uiso 1 1 calc R . . C9 C 1.2734(8) 0.3556(6) 1.0110(6) 0.0559(16) Uani 1 1 d . . . H9 H 1.2907 0.2950 1.0857 0.067 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 0.0442(2) 0.0607(3) 0.0575(3) -0.0168(2) -0.00866(18) -0.00038(18) Cu1 0.0445(5) 0.0713(6) 0.0858(7) -0.0119(5) 0.0042(4) 0.0099(4) S3 0.0382(8) 0.0481(9) 0.0546(9) -0.0039(7) -0.0062(7) 0.0048(6) S1 0.0842(13) 0.0445(9) 0.0707(11) -0.0202(8) -0.0396(10) 0.0101(8) S2 0.0936(14) 0.0574(11) 0.0621(11) -0.0196(9) -0.0247(10) -0.0132(9) N2 0.039(3) 0.042(3) 0.052(3) -0.012(2) 0.001(2) 0.000(2) C2 0.040(3) 0.047(3) 0.046(3) -0.010(3) -0.015(3) -0.001(2) C13 0.046(3) 0.043(3) 0.043(3) -0.007(3) -0.015(3) 0.008(3) N1 0.042(3) 0.057(3) 0.051(3) -0.002(2) -0.014(2) 0.004(2) C12 0.040(3) 0.033(3) 0.046(3) -0.016(2) -0.011(3) 0.002(2) C16 0.042(3) 0.037(3) 0.058(4) -0.012(3) -0.017(3) 0.005(2) C1 0.047(3) 0.045(3) 0.046(3) -0.011(3) -0.016(3) -0.001(3) C10 0.032(3) 0.049(3) 0.044(3) -0.014(3) -0.001(2) -0.003(2) C11 0.044(3) 0.049(3) 0.042(3) -0.008(3) -0.002(3) 0.004(3) C17 0.046(3) 0.040(3) 0.039(3) -0.004(2) -0.005(3) -0.003(2) C7 0.031(3) 0.050(3) 0.044(3) -0.009(3) -0.007(2) 0.000(2) C6 0.048(3) 0.054(4) 0.044(3) -0.014(3) -0.009(3) 0.017(3) C5 0.045(4) 0.068(5) 0.091(5) 0.015(4) -0.025(4) -0.016(3) C3 0.054(4) 0.041(3) 0.041(3) -0.003(3) -0.024(3) 0.002(3) C14 0.053(4) 0.049(4) 0.044(3) -0.006(3) 0.001(3) -0.002(3) C8 0.056(4) 0.047(4) 0.050(4) -0.006(3) -0.016(3) -0.004(3) C4 0.062(4) 0.049(4) 0.074(5) 0.007(3) -0.024(4) -0.019(3) C9 0.063(4) 0.051(4) 0.048(4) -0.002(3) -0.018(3) -0.007(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 Cu1 2.6119(11) 2_676 ? I1 Cu1 2.9855(11) . ? Cu1 N1 2.008(5) . ? Cu1 N2 2.023(4) 2_667 ? Cu1 I1 2.6119(11) 2_676 ? Cu1 Cu1 2.9531(19) 2_676 ? S3 C12 1.751(5) . ? S3 C11 1.813(5) . ? S1 C3 1.757(6) . ? S1 C6 1.814(6) . ? S2 C9 1.703(6) . ? S2 C8 1.703(6) . ? N2 C14 1.332(7) . ? N2 C16 1.334(7) . ? N2 Cu1 2.023(4) 2_667 ? C2 C1 1.365(7) . ? C2 C3 1.387(8) . ? C2 H2 0.9300 . ? C13 C14 1.368(7) . ? C13 C12 1.390(7) . ? C13 H13 0.9300 . ? N1 C1 1.332(7) . ? N1 C5 1.336(8) . ? C12 C17 1.388(7) . ? C16 C17 1.369(7) . ? C16 H16 0.9300 . ? C1 H1 0.9300 . ? C10 C9 1.350(8) . ? C10 C7 1.429(7) . ? C10 C11 1.504(8) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C17 H17 0.9300 . ? C7 C8 1.361(8) . ? C7 C6 1.490(8) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C5 C4 1.364(9) . ? C5 H5 0.9300 . ? C3 C4 1.363(8) . ? C14 H14 0.9300 . ? C8 H8 0.9300 . ? C4 H4 0.9300 . ? C9 H9 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 63.27(3) 2_676 . ? N1 Cu1 N2 126.3(2) . 2_667 ? N1 Cu1 I1 113.98(15) . 2_676 ? N2 Cu1 I1 108.85(13) 2_667 2_676 ? N1 Cu1 Cu1 117.11(15) . 2_676 ? N2 Cu1 Cu1 109.64(15) 2_667 2_676 ? I1 Cu1 Cu1 64.55(3) 2_676 2_676 ? N1 Cu1 I1 95.46(15) . . ? N2 Cu1 I1 92.86(15) 2_667 . ? I1 Cu1 I1 116.73(3) 2_676 . ? Cu1 Cu1 I1 52.18(3) 2_676 . ? C12 S3 C11 103.6(3) . . ? C3 S1 C6 104.8(3) . . ? C9 S2 C8 90.9(3) . . ? C14 N2 C16 115.6(5) . . ? C14 N2 Cu1 118.3(4) . 2_667 ? C16 N2 Cu1 125.4(4) . 2_667 ? C1 C2 C3 119.7(5) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C14 C13 C12 118.9(5) . . ? C14 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? C1 N1 C5 114.7(5) . . ? C1 N1 Cu1 124.6(4) . . ? C5 N1 Cu1 120.5(4) . . ? C17 C12 C13 117.0(5) . . ? C17 C12 S3 126.2(4) . . ? C13 C12 S3 116.8(4) . . ? N2 C16 C17 124.3(5) . . ? N2 C16 H16 117.8 . . ? C17 C16 H16 117.8 . . ? N1 C1 C2 124.2(6) . . ? N1 C1 H1 117.9 . . ? C2 C1 H1 117.9 . . ? C9 C10 C7 111.5(5) . . ? C9 C10 C11 125.7(5) . . ? C7 C10 C11 122.8(5) . . ? C10 C11 S3 114.2(4) . . ? C10 C11 H11A 108.7 . . ? S3 C11 H11A 108.7 . . ? C10 C11 H11B 108.7 . . ? S3 C11 H11B 108.7 . . ? H11A C11 H11B 107.6 . . ? C16 C17 C12 119.3(5) . . ? C16 C17 H17 120.4 . . ? C12 C17 H17 120.4 . . ? C8 C7 C10 111.7(5) . . ? C8 C7 C6 124.3(5) . . ? C10 C7 C6 124.0(5) . . ? C7 C6 S1 113.4(4) . . ? C7 C6 H6A 108.9 . . ? S1 C6 H6A 108.9 . . ? C7 C6 H6B 108.9 . . ? S1 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? N1 C5 C4 125.0(6) . . ? N1 C5 H5 117.5 . . ? C4 C5 H5 117.5 . . ? C4 C3 C2 116.8(5) . . ? C4 C3 S1 117.2(5) . . ? C2 C3 S1 125.9(5) . . ? N2 C14 C13 124.7(5) . . ? N2 C14 H14 117.6 . . ? C13 C14 H14 117.6 . . ? C7 C8 S2 112.6(4) . . ? C7 C8 H8 123.7 . . ? S2 C8 H8 123.7 . . ? C3 C4 C5 119.4(6) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C10 C9 S2 113.2(5) . . ? C10 C9 H9 123.4 . . ? S2 C9 H9 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 Cu1 I1 Cu1 N1 -120.35(15) 2_676 . . . ? Cu1 I1 Cu1 N2 112.79(14) 2_676 . . 2_667 ? Cu1 I1 Cu1 I1 0.0 2_676 . . 2_676 ? N2 Cu1 N1 C1 -136.8(4) 2_667 . . . ? I1 Cu1 N1 C1 3.1(5) 2_676 . . . ? Cu1 Cu1 N1 C1 75.6(5) 2_676 . . . ? I1 Cu1 N1 C1 125.6(5) . . . . ? N2 Cu1 N1 C5 47.3(6) 2_667 . . . ? I1 Cu1 N1 C5 -172.8(5) 2_676 . . . ? Cu1 Cu1 N1 C5 -100.3(5) 2_676 . . . ? I1 Cu1 N1 C5 -50.3(5) . . . . ? C14 C13 C12 C17 -1.7(8) . . . . ? C14 C13 C12 S3 179.8(4) . . . . ? C11 S3 C12 C17 5.5(6) . . . . ? C11 S3 C12 C13 -176.2(4) . . . . ? C14 N2 C16 C17 -2.5(8) . . . . ? Cu1 N2 C16 C17 167.5(4) 2_667 . . . ? C5 N1 C1 C2 0.5(9) . . . . ? Cu1 N1 C1 C2 -175.7(4) . . . . ? C3 C2 C1 N1 -1.5(9) . . . . ? C9 C10 C11 S3 13.4(8) . . . . ? C7 C10 C11 S3 -167.5(4) . . . . ? C12 S3 C11 C10 73.2(5) . . . . ? N2 C16 C17 C12 0.2(9) . . . . ? C13 C12 C17 C16 1.9(8) . . . . ? S3 C12 C17 C16 -179.8(4) . . . . ? C9 C10 C7 C8 -0.8(7) . . . . ? C11 C10 C7 C8 -180.0(5) . . . . ? C9 C10 C7 C6 179.6(5) . . . . ? C11 C10 C7 C6 0.4(8) . . . . ? C8 C7 C6 S1 -100.1(6) . . . . ? C10 C7 C6 S1 79.5(6) . . . . ? C3 S1 C6 C7 78.6(5) . . . . ? C1 N1 C5 C4 1.5(10) . . . . ? Cu1 N1 C5 C4 177.8(6) . . . . ? C1 C2 C3 C4 0.6(8) . . . . ? C1 C2 C3 S1 178.5(4) . . . . ? C6 S1 C3 C4 -168.8(5) . . . . ? C6 S1 C3 C2 13.3(6) . . . . ? C16 N2 C14 C13 2.7(9) . . . . ? Cu1 N2 C14 C13 -168.0(5) 2_667 . . . ? C12 C13 C14 N2 -0.7(9) . . . . ? C10 C7 C8 S2 -0.3(6) . . . . ? C6 C7 C8 S2 179.4(4) . . . . ? C9 S2 C8 C7 0.9(5) . . . . ? C2 C3 C4 C5 1.2(10) . . . . ? S1 C3 C4 C5 -176.9(5) . . . . ? N1 C5 C4 C3 -2.3(12) . . . . ? C7 C10 C9 S2 1.5(6) . . . . ? C11 C10 C9 S2 -179.3(4) . . . . ? C8 S2 C9 C10 -1.4(5) . . . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 1.048 _refine_diff_density_min -0.454 _refine_diff_density_rms 0.115 # Attachment '2A.cif' data_cu _database_code_depnum_ccdc_archive 'CCDC 666603' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C39 H36 Cu2 I2 N4 S6' _chemical_formula_sum 'C39 H36 Cu2 I2 N4 S6' _chemical_formula_weight 1133.96 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.0063(6) _cell_length_b 14.6856(8) _cell_length_c 15.2104(9) _cell_angle_alpha 88.7380(10) _cell_angle_beta 80.3240(10) _cell_angle_gamma 81.4630(10) _cell_volume 2178.9(2) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 4095 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 23.66 _exptl_crystal_description BLOCK _exptl_crystal_colour YELLOW _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.728 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1116 _exptl_absorpt_coefficient_mu 2.713 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6267 _exptl_absorpt_correction_T_max 0.8328 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18759 _diffrn_reflns_av_R_equivalents 0.0270 _diffrn_reflns_av_sigmaI/netI 0.0475 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.36 _diffrn_reflns_theta_max 27.50 _reflns_number_total 9625 _reflns_number_gt 7462 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0596P)^2^+0.7218P] 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 9625 _refine_ls_number_parameters 487 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0730 _refine_ls_R_factor_gt 0.0527 _refine_ls_wR_factor_ref 0.1322 _refine_ls_wR_factor_gt 0.1178 _refine_ls_goodness_of_fit_ref 1.114 _refine_ls_restrained_S_all 1.114 _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 I1 I 0.61885(4) 0.33204(3) 0.62115(2) 0.04863(12) Uani 1 1 d . . . I2 I 0.81944(4) 0.33171(3) 0.85877(3) 0.05253(13) Uani 1 1 d . . . Cu1 Cu 0.60611(7) 0.29001(5) 0.79027(5) 0.04525(18) Uani 1 1 d . . . Cu2 Cu 0.84221(7) 0.27897(5) 0.69223(5) 0.04845(18) Uani 1 1 d . . . S1 S 0.03465(15) 0.38779(13) 1.07140(10) 0.0576(4) Uani 1 1 d . . . S2 S -0.23902(17) 0.46812(11) 1.36454(10) 0.0594(4) Uani 1 1 d . . . S3 S 0.0437(2) 0.17607(11) 1.34845(13) 0.0747(5) Uani 1 1 d . . . S4 S 1.39479(15) 0.35614(12) 0.42037(9) 0.0535(4) Uani 1 1 d . . . S5 S 1.65609(17) 0.41574(11) 0.12664(10) 0.0564(4) Uani 1 1 d . . . S6 S 1.4179(2) 0.15469(11) 0.14006(12) 0.0734(5) Uani 1 1 d . . . N1 N 0.4325(4) 0.3450(3) 0.8724(3) 0.0404(10) Uani 1 1 d . . . N2 N 0.1089(5) -0.1348(3) 1.3175(3) 0.0505(12) Uani 1 1 d . . . N3 N 1.0060(4) 0.3201(3) 0.6125(3) 0.0416(10) Uani 1 1 d . . . N4 N 1.4071(5) -0.1505(3) 0.1893(3) 0.0488(11) Uani 1 1 d . . . C1 C 0.4336(5) 0.3616(4) 0.9578(4) 0.0469(13) Uani 1 1 d . . . H1 H 0.5177 0.3635 0.9754 0.056 Uiso 1 1 calc R . . C2 C 0.3181(5) 0.3760(4) 1.0212(4) 0.0477(13) Uani 1 1 d . . . H2 H 0.3252 0.3869 1.0802 0.057 Uiso 1 1 calc R . . C3 C 0.1916(5) 0.3743(4) 0.9977(3) 0.0420(12) Uani 1 1 d . . . C4 C 0.1882(6) 0.3608(4) 0.9091(4) 0.0539(15) Uani 1 1 d . . . H4 H 0.1049 0.3611 0.8895 0.065 Uiso 1 1 calc R . . C5 C 0.3086(6) 0.3469(4) 0.8498(4) 0.0535(15) Uani 1 1 d . . . H5 H 0.3039 0.3382 0.7901 0.064 Uiso 1 1 calc R . . C6 C 0.0890(6) 0.3914(4) 1.1790(3) 0.0473(13) Uani 1 1 d . . . H6A H 0.1515 0.3360 1.1873 0.057 Uiso 1 1 calc R . . H6B H 0.1366 0.4439 1.1818 0.057 Uiso 1 1 calc R . . C7 C -0.0345(5) 0.3988(4) 1.2509(3) 0.0398(12) Uani 1 1 d . . . C8 C -0.0981(6) 0.4795(4) 1.2861(4) 0.0495(14) Uani 1 1 d . . . H8 H -0.0691 0.5357 1.2698 0.059 Uiso 1 1 calc R . . C9 C -0.1017(6) 0.3235(4) 1.2868(3) 0.0445(13) Uani 1 1 d . . . C10 C -0.2127(6) 0.3527(4) 1.3485(4) 0.0513(14) Uani 1 1 d . . . H10 H -0.2691 0.3134 1.3790 0.062 Uiso 1 1 calc R . . C11 C -0.0533(7) 0.2243(4) 1.2640(4) 0.0552(15) Uani 1 1 d . . . H11A H 0.0039 0.2185 1.2056 0.066 Uiso 1 1 calc R . . H11B H -0.1309 0.1920 1.2630 0.066 Uiso 1 1 calc R . . C12 C 0.0681(6) 0.0563(4) 1.3311(4) 0.0507(14) Uani 1 1 d . . . C13 C 0.0425(7) 0.0130(4) 1.2575(4) 0.0617(17) Uani 1 1 d . . . H13 H 0.0113 0.0472 1.2110 0.074 Uiso 1 1 calc R . . C14 C 0.0640(7) -0.0815(4) 1.2541(4) 0.0593(16) Uani 1 1 d . . . H14 H 0.0459 -0.1098 1.2041 0.071 Uiso 1 1 calc R . . C15 C 0.1295(8) -0.0923(5) 1.3885(5) 0.071(2) Uani 1 1 d . . . H15 H 0.1561 -0.1282 1.4354 0.086 Uiso 1 1 calc R . . C16 C 0.1140(8) 0.0022(5) 1.3975(5) 0.077(2) Uani 1 1 d . . . H16 H 0.1343 0.0286 1.4478 0.092 Uiso 1 1 calc R . . C17 C 0.9981(5) 0.3608(4) 0.5339(4) 0.0461(13) Uani 1 1 d . . . H17 H 0.9116 0.3806 0.5198 0.055 Uiso 1 1 calc R . . C18 C 1.1119(5) 0.3754(4) 0.4717(4) 0.0464(13) Uani 1 1 d . . . H18 H 1.1013 0.4047 0.4180 0.056 Uiso 1 1 calc R . . C19 C 1.2410(5) 0.3455(4) 0.4916(3) 0.0402(12) Uani 1 1 d . . . C20 C 1.2492(5) 0.3047(4) 0.5752(4) 0.0444(12) Uani 1 1 d . . . H20 H 1.3342 0.2854 0.5918 0.053 Uiso 1 1 calc R . . C21 C 1.1330(5) 0.2937(4) 0.6314(4) 0.0447(12) Uani 1 1 d . . . H21 H 1.1410 0.2663 0.6864 0.054 Uiso 1 1 calc R . . C22 C 1.3385(6) 0.3818(4) 0.3133(4) 0.0526(14) Uani 1 1 d . . . H22A H 1.2768 0.3397 0.3026 0.063 Uiso 1 1 calc R . . H22B H 1.2898 0.4440 0.3138 0.063 Uiso 1 1 calc R . . C23 C 1.4597(6) 0.3720(4) 0.2421(3) 0.0423(12) Uani 1 1 d . . . C24 C 1.5170(6) 0.4460(4) 0.2060(4) 0.0495(14) Uani 1 1 d . . . H24 H 1.4832 0.5065 0.2232 0.059 Uiso 1 1 calc R . . C25 C 1.5336(6) 0.2889(4) 0.2032(4) 0.0483(14) Uani 1 1 d . . . C26 C 1.6413(7) 0.3021(4) 0.1400(4) 0.0565(15) Uani 1 1 d . . . H26 H 1.7001 0.2548 0.1078 0.068 Uiso 1 1 calc R . . C27 C 1.4970(8) 0.1950(4) 0.2271(4) 0.0696(19) Uani 1 1 d . . . H27A H 1.4342 0.1978 0.2833 0.084 Uiso 1 1 calc R . . H27B H 1.5789 0.1528 0.2338 0.084 Uiso 1 1 calc R . . C28 C 1.4154(6) 0.0374(4) 0.1640(4) 0.0525(14) Uani 1 1 d . . . C29 C 1.4431(8) -0.0049(4) 0.2408(4) 0.0663(19) Uani 1 1 d . . . H29 H 1.4659 0.0286 0.2859 0.080 Uiso 1 1 calc R . . C30 C 1.4371(7) -0.0978(4) 0.2511(4) 0.0595(16) Uani 1 1 d . . . H30 H 1.4551 -0.1252 0.3044 0.071 Uiso 1 1 calc R . . C31 C 1.3804(7) -0.1087(4) 0.1146(4) 0.0633(17) Uani 1 1 d . . . H31 H 1.3595 -0.1438 0.0700 0.076 Uiso 1 1 calc R . . C32 C 1.3821(7) -0.0166(4) 0.1000(4) 0.0658(18) Uani 1 1 d . . . H32 H 1.3608 0.0097 0.0470 0.079 Uiso 1 1 calc R . . C33 C 0.4299(15) 0.9730(10) 0.5331(8) 0.114(8) Uani 0.50 1 d PG A -1 C34 C 0.4264(16) 1.0677(9) 0.5238(8) 0.134(16) Uani 0.50 1 d PG A -1 C35 C 0.5361(17) 1.1029(8) 0.4732(8) 0.126(11) Uani 0.50 1 d PG A -1 C36 C 0.6493(14) 1.0434(8) 0.4318(7) 0.160(19) Uani 0.50 1 d PG A -1 C37 C 0.6528(14) 0.9488(8) 0.4411(8) 0.138(13) Uani 0.50 1 d PG A -1 C38 C 0.5431(16) 0.9136(9) 0.4918(8) 0.106(10) Uani 0.50 1 d PG A -1 C39 C 0.3109(17) 0.9349(12) 0.5870(10) 0.124(11) Uani 0.50 1 d PG A -1 C40 C 0.9041(14) 0.9445(10) 0.0443(8) 0.255(13) Uani 1 1 d G . . C41 C 0.8721(13) 1.0393(10) 0.0548(7) 0.39(2) Uani 1 1 d G . . C42 C 0.9651(15) 1.0962(12) 0.0128(8) 0.81(7) Uani 1 1 d G . . C43 C 0.8042(17) 0.8833(10) 0.0841(8) 0.23(2) Uani 0.50 1 d PG . . 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 0.0397(2) 0.0616(2) 0.0450(2) 0.00498(17) -0.01099(16) -0.00486(17) I2 0.0418(2) 0.0698(3) 0.0502(2) -0.01009(18) -0.00892(16) -0.01887(18) Cu1 0.0386(4) 0.0438(4) 0.0516(4) -0.0022(3) 0.0006(3) -0.0092(3) Cu2 0.0374(4) 0.0515(4) 0.0539(4) 0.0018(3) -0.0002(3) -0.0070(3) S1 0.0357(7) 0.0948(12) 0.0392(8) 0.0065(8) -0.0011(6) -0.0062(8) S2 0.0644(10) 0.0575(9) 0.0487(9) -0.0104(7) -0.0008(7) 0.0075(8) S3 0.1070(15) 0.0423(9) 0.0806(12) -0.0091(8) -0.0402(11) -0.0008(9) S4 0.0397(8) 0.0819(11) 0.0404(8) 0.0046(7) -0.0039(6) -0.0176(7) S5 0.0630(10) 0.0579(9) 0.0494(8) 0.0021(7) 0.0016(7) -0.0256(8) S6 0.1185(16) 0.0415(8) 0.0736(11) 0.0145(8) -0.0405(11) -0.0292(10) N1 0.033(2) 0.048(3) 0.039(2) 0.0002(19) -0.0042(19) -0.0049(19) N2 0.052(3) 0.043(3) 0.052(3) -0.001(2) -0.004(2) 0.002(2) N3 0.033(2) 0.048(3) 0.044(3) 0.001(2) -0.0044(19) -0.0077(19) N4 0.056(3) 0.041(3) 0.051(3) 0.005(2) -0.006(2) -0.017(2) C1 0.037(3) 0.059(4) 0.048(3) 0.007(3) -0.015(2) -0.010(3) C2 0.040(3) 0.070(4) 0.035(3) -0.002(3) -0.007(2) -0.012(3) C3 0.030(3) 0.053(3) 0.041(3) 0.009(2) -0.005(2) -0.005(2) C4 0.032(3) 0.089(5) 0.041(3) 0.001(3) -0.007(2) -0.010(3) C5 0.044(3) 0.082(4) 0.035(3) -0.001(3) -0.005(2) -0.013(3) C6 0.044(3) 0.060(4) 0.038(3) 0.005(3) -0.008(2) -0.007(3) C7 0.046(3) 0.042(3) 0.031(3) -0.001(2) -0.007(2) -0.005(2) C8 0.066(4) 0.038(3) 0.044(3) 0.005(2) -0.011(3) -0.007(3) C9 0.058(3) 0.039(3) 0.035(3) -0.002(2) -0.006(2) -0.003(3) C10 0.057(4) 0.055(3) 0.042(3) 0.007(3) 0.000(3) -0.014(3) C11 0.080(4) 0.036(3) 0.049(3) 0.002(2) -0.011(3) -0.006(3) C12 0.059(4) 0.035(3) 0.057(4) -0.005(3) -0.009(3) -0.003(3) C13 0.087(5) 0.046(3) 0.055(4) 0.008(3) -0.026(3) -0.003(3) C14 0.085(5) 0.038(3) 0.057(4) -0.010(3) -0.024(3) -0.002(3) C15 0.098(6) 0.054(4) 0.059(4) -0.003(3) -0.027(4) 0.014(4) C16 0.114(6) 0.054(4) 0.061(4) -0.016(3) -0.039(4) 0.022(4) C17 0.036(3) 0.054(3) 0.051(3) 0.005(3) -0.010(2) -0.009(2) C18 0.039(3) 0.060(4) 0.039(3) 0.008(3) -0.007(2) -0.004(3) C19 0.039(3) 0.042(3) 0.040(3) -0.002(2) -0.004(2) -0.011(2) C20 0.033(3) 0.056(3) 0.046(3) 0.000(3) -0.010(2) -0.006(2) C21 0.041(3) 0.050(3) 0.044(3) 0.006(2) -0.009(2) -0.007(2) C22 0.057(4) 0.063(4) 0.043(3) 0.008(3) -0.017(3) -0.016(3) C23 0.052(3) 0.042(3) 0.034(3) 0.004(2) -0.006(2) -0.014(3) C24 0.059(4) 0.041(3) 0.048(3) 0.001(2) -0.002(3) -0.014(3) C25 0.067(4) 0.040(3) 0.042(3) 0.003(2) -0.012(3) -0.020(3) C26 0.071(4) 0.049(3) 0.047(3) -0.009(3) -0.003(3) -0.007(3) C27 0.109(6) 0.051(4) 0.053(4) 0.001(3) -0.011(4) -0.029(4) C28 0.067(4) 0.038(3) 0.055(4) 0.003(3) -0.009(3) -0.016(3) C29 0.107(6) 0.050(4) 0.055(4) 0.006(3) -0.035(4) -0.032(4) C30 0.081(5) 0.050(3) 0.057(4) 0.007(3) -0.025(3) -0.027(3) C31 0.092(5) 0.050(4) 0.059(4) 0.000(3) -0.026(4) -0.028(3) C32 0.093(5) 0.057(4) 0.061(4) 0.015(3) -0.037(4) -0.029(4) C33 0.14(2) 0.11(2) 0.105(18) -0.016(15) -0.070(17) -0.003(16) C34 0.21(4) 0.077(17) 0.15(3) 0.03(2) -0.13(3) -0.03(2) C35 0.18(3) 0.076(15) 0.13(2) -0.007(15) -0.08(2) -0.020(19) C36 0.14(3) 0.28(5) 0.11(2) 0.07(3) -0.09(2) -0.11(4) C37 0.18(3) 0.065(16) 0.19(3) -0.039(17) -0.10(2) 0.011(17) C38 0.12(2) 0.065(14) 0.13(2) -0.028(14) -0.003(16) -0.015(15) C39 0.106(18) 0.17(3) 0.111(19) 0.018(19) -0.045(14) -0.056(19) C40 0.36(4) 0.23(2) 0.24(2) 0.058(18) -0.24(2) -0.05(2) C41 0.38(4) 0.39(4) 0.44(4) -0.21(3) -0.35(3) 0.23(3) C42 1.45(15) 0.44(5) 0.51(6) -0.36(5) -0.76(8) 0.66(8) C43 0.21(3) 0.14(3) 0.39(6) 0.04(3) -0.18(4) -0.06(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 Cu1 2.6187(8) . ? I1 Cu2 2.6513(8) . ? I2 Cu2 2.6284(8) . ? I2 Cu1 2.6798(8) . ? Cu1 N1 2.032(4) . ? Cu1 N4 2.086(4) 2_756 ? Cu1 Cu2 2.5581(9) . ? Cu2 N3 2.029(4) . ? Cu2 N2 2.103(5) 2_657 ? S1 C3 1.757(5) . ? S1 C6 1.814(5) . ? S2 C10 1.693(6) . ? S2 C8 1.713(6) . ? S3 C12 1.759(6) . ? S3 C11 1.808(6) . ? S4 C19 1.753(5) . ? S4 C22 1.825(5) . ? S5 C24 1.693(6) . ? S5 C26 1.702(6) . ? S6 C28 1.756(6) . ? S6 C27 1.804(7) . ? N1 C1 1.329(7) . ? N1 C5 1.337(7) . ? N2 C15 1.319(8) . ? N2 C14 1.325(7) . ? N2 Cu2 2.103(5) 2_657 ? N3 C17 1.334(7) . ? N3 C21 1.349(7) . ? N4 C31 1.326(7) . ? N4 C30 1.330(7) . ? N4 Cu1 2.086(4) 2_756 ? C1 C2 1.368(7) . ? C1 H1 0.9300 . ? C2 C3 1.376(7) . ? C2 H2 0.9300 . ? C3 C4 1.374(7) . ? C4 C5 1.370(7) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C6 C7 1.499(7) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.336(7) . ? C7 C9 1.430(7) . ? C8 H8 0.9300 . ? C9 C10 1.350(7) . ? C9 C11 1.495(7) . ? C10 H10 0.9300 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C16 1.370(8) . ? C12 C13 1.377(8) . ? C13 C14 1.374(8) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C16 1.380(9) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.392(7) . ? C17 H17 0.9300 . ? C18 C19 1.382(7) . ? C18 H18 0.9300 . ? C19 C20 1.402(7) . ? C20 C21 1.352(7) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C23 1.476(8) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.365(7) . ? C23 C25 1.415(8) . ? C24 H24 0.9300 . ? C25 C26 1.352(8) . ? C25 C27 1.501(8) . ? C26 H26 0.9300 . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.361(8) . ? C28 C32 1.382(8) . ? C29 C30 1.379(8) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? C31 C32 1.368(8) . ? C31 H31 0.9300 . ? C32 H32 0.9300 . ? C33 C34 1.3900 . ? C33 C38 1.3900 . ? C33 C39 1.5011 . ? C34 C35 1.3900 . ? C35 C36 1.3900 . ? C36 C37 1.3900 . ? C37 C38 1.3900 . ? C40 C41 1.3884 . ? C40 C43 1.4871 . ? C40 C42 1.49435 2_775 ? C41 C42 1.4074 . ? C42 C40 1.49435 2_775 ? 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 Cu2 58.07(2) . . ? Cu2 I2 Cu1 57.61(2) . . ? N1 Cu1 N4 99.41(18) . 2_756 ? N1 Cu1 Cu2 159.62(13) . . ? N4 Cu1 Cu2 100.11(13) 2_756 . ? N1 Cu1 I1 115.97(12) . . ? N4 Cu1 I1 110.89(13) 2_756 . ? Cu2 Cu1 I1 61.60(2) . . ? N1 Cu1 I2 107.49(12) . . ? N4 Cu1 I2 109.10(14) 2_756 . ? Cu2 Cu1 I2 60.18(2) . . ? I1 Cu1 I2 113.02(3) . . ? N3 Cu2 N2 101.56(18) . 2_657 ? N3 Cu2 Cu1 159.06(13) . . ? N2 Cu2 Cu1 99.14(13) 2_657 . ? N3 Cu2 I2 112.64(13) . . ? N2 Cu2 I2 110.16(14) 2_657 . ? Cu1 Cu2 I2 62.20(2) . . ? N3 Cu2 I1 109.20(12) . . ? N2 Cu2 I1 108.93(14) 2_657 . ? Cu1 Cu2 I1 60.32(2) . . ? I2 Cu2 I1 113.64(3) . . ? C3 S1 C6 102.2(2) . . ? C10 S2 C8 90.7(3) . . ? C12 S3 C11 105.1(3) . . ? C19 S4 C22 102.6(3) . . ? C24 S5 C26 91.5(3) . . ? C28 S6 C27 104.0(3) . . ? C1 N1 C5 115.7(4) . . ? C1 N1 Cu1 121.0(3) . . ? C5 N1 Cu1 121.7(4) . . ? C15 N2 C14 116.2(5) . . ? C15 N2 Cu2 119.6(4) . 2_657 ? C14 N2 Cu2 124.1(4) . 2_657 ? C17 N3 C21 116.5(4) . . ? C17 N3 Cu2 123.0(3) . . ? C21 N3 Cu2 119.6(4) . . ? C31 N4 C30 116.4(5) . . ? C31 N4 Cu1 121.3(4) . 2_756 ? C30 N4 Cu1 122.3(4) . 2_756 ? N1 C1 C2 123.8(5) . . ? N1 C1 H1 118.1 . . ? C2 C1 H1 118.1 . . ? C1 C2 C3 119.9(5) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C4 C3 C2 117.1(5) . . ? C4 C3 S1 117.4(4) . . ? C2 C3 S1 125.5(4) . . ? C5 C4 C3 119.3(5) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? N1 C5 C4 124.2(5) . . ? N1 C5 H5 117.9 . . ? C4 C5 H5 117.9 . . ? C7 C6 S1 109.1(4) . . ? C7 C6 H6A 109.9 . . ? S1 C6 H6A 109.9 . . ? C7 C6 H6B 109.9 . . ? S1 C6 H6B 109.9 . . ? H6A C6 H6B 108.3 . . ? C8 C7 C9 112.2(5) . . ? C8 C7 C6 122.4(5) . . ? C9 C7 C6 125.3(5) . . ? C7 C8 S2 112.6(4) . . ? C7 C8 H8 123.7 . . ? S2 C8 H8 123.7 . . ? C10 C9 C7 111.2(5) . . ? C10 C9 C11 123.4(5) . . ? C7 C9 C11 125.4(5) . . ? C9 C10 S2 113.3(4) . . ? C9 C10 H10 123.4 . . ? S2 C10 H10 123.4 . . ? C9 C11 S3 107.4(4) . . ? C9 C11 H11A 110.2 . . ? S3 C11 H11A 110.2 . . ? C9 C11 H11B 110.2 . . ? S3 C11 H11B 110.2 . . ? H11A C11 H11B 108.5 . . ? C16 C12 C13 117.8(5) . . ? C16 C12 S3 116.6(5) . . ? C13 C12 S3 125.5(5) . . ? C14 C13 C12 119.0(6) . . ? C14 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? N2 C14 C13 124.0(6) . . ? N2 C14 H14 118.0 . . ? C13 C14 H14 118.0 . . ? N2 C15 C16 124.2(6) . . ? N2 C15 H15 117.9 . . ? C16 C15 H15 117.9 . . ? C12 C16 C15 118.7(6) . . ? C12 C16 H16 120.6 . . ? C15 C16 H16 120.6 . . ? N3 C17 C18 123.8(5) . . ? N3 C17 H17 118.1 . . ? C18 C17 H17 118.1 . . ? C19 C18 C17 118.6(5) . . ? C19 C18 H18 120.7 . . ? C17 C18 H18 120.7 . . ? C18 C19 C20 117.6(5) . . ? C18 C19 S4 124.6(4) . . ? C20 C19 S4 117.8(4) . . ? C21 C20 C19 119.6(5) . . ? C21 C20 H20 120.2 . . ? C19 C20 H20 120.2 . . ? N3 C21 C20 123.8(5) . . ? N3 C21 H21 118.1 . . ? C20 C21 H21 118.1 . . ? C23 C22 S4 108.9(4) . . ? C23 C22 H22A 109.9 . . ? S4 C22 H22A 109.9 . . ? C23 C22 H22B 109.9 . . ? S4 C22 H22B 109.9 . . ? H22A C22 H22B 108.3 . . ? C24 C23 C25 110.8(5) . . ? C24 C23 C22 122.3(5) . . ? C25 C23 C22 126.9(5) . . ? C23 C24 S5 112.8(4) . . ? C23 C24 H24 123.6 . . ? S5 C24 H24 123.6 . . ? C26 C25 C23 113.2(5) . . ? C26 C25 C27 122.4(6) . . ? C23 C25 C27 124.4(5) . . ? C25 C26 S5 111.7(5) . . ? C25 C26 H26 124.1 . . ? S5 C26 H26 124.1 . . ? C25 C27 S6 109.2(4) . . ? C25 C27 H27A 109.8 . . ? S6 C27 H27A 109.8 . . ? C25 C27 H27B 109.8 . . ? S6 C27 H27B 109.8 . . ? H27A C27 H27B 108.3 . . ? C29 C28 C32 117.1(5) . . ? C29 C28 S6 125.4(5) . . ? C32 C28 S6 117.6(5) . . ? C28 C29 C30 119.4(6) . . ? C28 C29 H29 120.3 . . ? C30 C29 H29 120.3 . . ? N4 C30 C29 123.8(6) . . ? N4 C30 H30 118.1 . . ? C29 C30 H30 118.1 . . ? N4 C31 C32 123.2(6) . . ? N4 C31 H31 118.4 . . ? C32 C31 H31 118.4 . . ? C31 C32 C28 120.1(6) . . ? C31 C32 H32 120.0 . . ? C28 C32 H32 120.0 . . ? C34 C33 C38 120.0 . . ? C34 C33 C39 120.0 . . ? C38 C33 C39 120.0 . . ? C33 C34 C35 120.0 . . ? C36 C35 C34 120.0 . . ? C35 C36 C37 120.0 . . ? C38 C37 C36 120.0 . . ? C37 C38 C33 120.0 . . ? C41 C40 C43 120.3 . . ? C41 C40 C42 120.0(16) . 2_775 ? C43 C40 C42 119.5(16) . 2_775 ? C40 C41 C42 119.5 . . ? C41 C42 C40 120.5(16) . 2_775 ? 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 Cu2 I1 Cu1 N1 157.22(14) . . . . ? Cu2 I1 Cu1 N4 -90.41(14) . . . 2_756 ? Cu2 I1 Cu1 I2 32.46(3) . . . . ? Cu2 I2 Cu1 N1 -162.22(13) . . . . ? Cu2 I2 Cu1 N4 90.90(14) . . . 2_756 ? Cu2 I2 Cu1 I1 -32.96(3) . . . . ? N1 Cu1 Cu2 N3 -24.0(5) . . . . ? N4 Cu1 Cu2 N3 172.9(4) 2_756 . . . ? I1 Cu1 Cu2 N3 64.5(4) . . . . ? I2 Cu1 Cu2 N3 -80.8(4) . . . . ? N1 Cu1 Cu2 N2 164.8(4) . . . 2_657 ? N4 Cu1 Cu2 N2 1.74(19) 2_756 . . 2_657 ? I1 Cu1 Cu2 N2 -106.65(14) . . . 2_657 ? I2 Cu1 Cu2 N2 108.05(14) . . . 2_657 ? N1 Cu1 Cu2 I2 56.8(4) . . . . ? N4 Cu1 Cu2 I2 -106.31(14) 2_756 . . . ? I1 Cu1 Cu2 I2 145.30(3) . . . . ? N1 Cu1 Cu2 I1 -88.5(4) . . . . ? N4 Cu1 Cu2 I1 108.39(14) 2_756 . . . ? I2 Cu1 Cu2 I1 -145.30(3) . . . . ? Cu1 I2 Cu2 N3 157.53(14) . . . . ? Cu1 I2 Cu2 N2 -89.87(14) . . . 2_657 ? Cu1 I2 Cu2 I1 32.68(3) . . . . ? Cu1 I1 Cu2 N3 -160.03(14) . . . . ? Cu1 I1 Cu2 N2 89.87(14) . . . 2_657 ? Cu1 I1 Cu2 I2 -33.35(3) . . . . ? N4 Cu1 N1 C1 89.0(4) 2_756 . . . ? Cu2 Cu1 N1 C1 -74.2(6) . . . . ? I1 Cu1 N1 C1 -152.2(4) . . . . ? I2 Cu1 N1 C1 -24.6(4) . . . . ? N4 Cu1 N1 C5 -75.8(5) 2_756 . . . ? Cu2 Cu1 N1 C5 121.1(5) . . . . ? I1 Cu1 N1 C5 43.1(5) . . . . ? I2 Cu1 N1 C5 170.6(4) . . . . ? N2 Cu2 N3 C17 110.2(4) 2_657 . . . ? Cu1 Cu2 N3 C17 -60.9(6) . . . . ? I2 Cu2 N3 C17 -132.0(4) . . . . ? I1 Cu2 N3 C17 -4.8(5) . . . . ? N2 Cu2 N3 C21 -59.3(4) 2_657 . . . ? Cu1 Cu2 N3 C21 129.6(4) . . . . ? I2 Cu2 N3 C21 58.5(4) . . . . ? I1 Cu2 N3 C21 -174.2(4) . . . . ? C5 N1 C1 C2 2.8(8) . . . . ? Cu1 N1 C1 C2 -162.8(5) . . . . ? N1 C1 C2 C3 -0.4(9) . . . . ? C1 C2 C3 C4 -2.1(9) . . . . ? C1 C2 C3 S1 177.8(4) . . . . ? C6 S1 C3 C4 174.4(5) . . . . ? C6 S1 C3 C2 -5.6(6) . . . . ? C2 C3 C4 C5 2.1(9) . . . . ? S1 C3 C4 C5 -177.8(5) . . . . ? C1 N1 C5 C4 -2.7(9) . . . . ? Cu1 N1 C5 C4 162.8(5) . . . . ? C3 C4 C5 N1 0.3(10) . . . . ? C3 S1 C6 C7 -177.6(4) . . . . ? S1 C6 C7 C8 -95.2(6) . . . . ? S1 C6 C7 C9 81.7(6) . . . . ? C9 C7 C8 S2 0.9(6) . . . . ? C6 C7 C8 S2 178.2(4) . . . . ? C10 S2 C8 C7 -0.7(5) . . . . ? C8 C7 C9 C10 -0.7(7) . . . . ? C6 C7 C9 C10 -177.9(5) . . . . ? C8 C7 C9 C11 -177.5(5) . . . . ? C6 C7 C9 C11 5.3(9) . . . . ? C7 C9 C10 S2 0.1(6) . . . . ? C11 C9 C10 S2 177.0(4) . . . . ? C8 S2 C10 C9 0.3(5) . . . . ? C10 C9 C11 S3 -80.8(7) . . . . ? C7 C9 C11 S3 95.7(6) . . . . ? C12 S3 C11 C9 168.6(4) . . . . ? C11 S3 C12 C16 -166.8(6) . . . . ? C11 S3 C12 C13 11.9(7) . . . . ? C16 C12 C13 C14 0.0(10) . . . . ? S3 C12 C13 C14 -178.7(5) . . . . ? C15 N2 C14 C13 2.0(10) . . . . ? Cu2 N2 C14 C13 -174.6(5) 2_657 . . . ? C12 C13 C14 N2 -0.3(11) . . . . ? C14 N2 C15 C16 -3.5(11) . . . . ? Cu2 N2 C15 C16 173.2(6) 2_657 . . . ? C13 C12 C16 C15 -1.4(11) . . . . ? S3 C12 C16 C15 177.5(6) . . . . ? N2 C15 C16 C12 3.3(13) . . . . ? C21 N3 C17 C18 1.1(8) . . . . ? Cu2 N3 C17 C18 -168.7(4) . . . . ? N3 C17 C18 C19 0.7(9) . . . . ? C17 C18 C19 C20 -2.2(8) . . . . ? C17 C18 C19 S4 178.7(4) . . . . ? C22 S4 C19 C18 -15.5(6) . . . . ? C22 S4 C19 C20 165.4(4) . . . . ? C18 C19 C20 C21 2.0(8) . . . . ? S4 C19 C20 C21 -178.8(4) . . . . ? C17 N3 C21 C20 -1.3(8) . . . . ? Cu2 N3 C21 C20 168.9(4) . . . . ? C19 C20 C21 N3 -0.3(9) . . . . ? C19 S4 C22 C23 -167.3(4) . . . . ? S4 C22 C23 C24 -99.9(6) . . . . ? S4 C22 C23 C25 78.8(6) . . . . ? C25 C23 C24 S5 0.3(6) . . . . ? C22 C23 C24 S5 179.2(4) . . . . ? C26 S5 C24 C23 -0.1(5) . . . . ? C24 C23 C25 C26 -0.4(7) . . . . ? C22 C23 C25 C26 -179.2(5) . . . . ? C24 C23 C25 C27 -179.3(6) . . . . ? C22 C23 C25 C27 1.9(9) . . . . ? C23 C25 C26 S5 0.3(7) . . . . ? C27 C25 C26 S5 179.2(5) . . . . ? C24 S5 C26 C25 -0.1(5) . . . . ? C26 C25 C27 S6 -74.8(7) . . . . ? C23 C25 C27 S6 104.0(6) . . . . ? C28 S6 C27 C25 167.6(5) . . . . ? C27 S6 C28 C29 11.2(7) . . . . ? C27 S6 C28 C32 -169.0(6) . . . . ? C32 C28 C29 C30 0.1(10) . . . . ? S6 C28 C29 C30 179.8(5) . . . . ? C31 N4 C30 C29 -0.8(10) . . . . ? Cu1 N4 C30 C29 -178.2(5) 2_756 . . . ? C28 C29 C30 N4 0.9(11) . . . . ? C30 N4 C31 C32 -0.3(10) . . . . ? Cu1 N4 C31 C32 177.1(5) 2_756 . . . ? N4 C31 C32 C28 1.3(11) . . . . ? C29 C28 C32 C31 -1.2(10) . . . . ? S6 C28 C32 C31 179.1(6) . . . . ? C38 C33 C34 C35 0.0 . . . . ? C39 C33 C34 C35 -179.4 . . . . ? C33 C34 C35 C36 0.0 . . . . ? C34 C35 C36 C37 0.0 . . . . ? C35 C36 C37 C38 0.0 . . . . ? C36 C37 C38 C33 0.0 . . . . ? C34 C33 C38 C37 0.0 . . . . ? C39 C33 C38 C37 179.4 . . . . ? C43 C40 C41 C42 -176.8 . . . . ? C42 C40 C41 C42 -1.33 2_775 . . . ? C40 C41 C42 C40 1.33 . . . 2_775 ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.779 _refine_diff_density_min -0.453 _refine_diff_density_rms 0.147 # Attachment '2B.CIF' data_sad _database_code_depnum_ccdc_archive 'CCDC 666604' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H14 Cu I N2 S3, C H Cl3' _chemical_formula_sum 'C17 H15 Cl3 Cu I N2 S3' _chemical_formula_weight 640.28 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.7209(6) _cell_length_b 13.0515(6) _cell_length_c 16.7648(8) _cell_angle_alpha 68.6550(10) _cell_angle_beta 70.3970(10) _cell_angle_gamma 68.1900(10) _cell_volume 2341.47(19) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 5715 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 24.14 _exptl_crystal_description block _exptl_crystal_colour yellow-green _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.816 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1248 _exptl_absorpt_coefficient_mu 2.867 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6414 _exptl_absorpt_correction_T_max 0.7625 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21288 _diffrn_reflns_av_R_equivalents 0.0238 _diffrn_reflns_av_sigmaI/netI 0.0385 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 27.50 _reflns_number_total 10599 _reflns_number_gt 7707 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0734P)^2^+2.3877P] 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 10599 _refine_ls_number_parameters 561 _refine_ls_number_restraints 228 _refine_ls_R_factor_all 0.0705 _refine_ls_R_factor_gt 0.0504 _refine_ls_wR_factor_ref 0.1562 _refine_ls_wR_factor_gt 0.1442 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.096 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.70459(4) 0.05255(3) 0.75795(3) 0.06458(14) Uani 1 1 d . . . I2 I 0.94533(4) 0.22001(5) 0.76438(3) 0.08020(16) Uani 1 1 d . . . Cu1 Cu 0.81235(7) 0.21578(6) 0.67539(4) 0.0649(2) Uani 1 1 d . . . Cu2 Cu 0.74806(6) 0.16163(6) 0.84408(4) 0.0613(2) Uani 1 1 d . . . Cl1 Cl 0.6753(4) 0.7086(3) -0.0723(2) 0.1283(14) Uani 0.843(8) 1 d PDU A 1 Cl2 Cl 0.7753(2) 0.5906(2) -0.2076(3) 0.1055(13) Uani 0.843(8) 1 d PDU A 1 Cl3 Cl 0.5734(3) 0.7849(3) -0.2199(3) 0.1018(11) Uani 0.843(8) 1 d PDU A 1 Cl4 Cl 0.6340(3) 0.7339(3) 0.2825(3) 0.1329(17) Uani 0.733(6) 1 d PDU B 1 Cl5 Cl 0.7617(4) 0.6350(3) 0.4183(2) 0.1179(14) Uani 0.733(6) 1 d PDU B 1 Cl6 Cl 0.8543(6) 0.5635(5) 0.2587(4) 0.1207(18) Uani 0.733(6) 1 d PDU B 1 Cl1' Cl 0.6365(19) 0.7645(19) -0.0448(13) 0.143(8) Uani 0.157(8) 1 d PDU A 2 Cl2' Cl 0.7616(13) 0.5892(12) -0.1345(16) 0.117(7) Uani 0.157(8) 1 d PDU A 2 Cl3' Cl 0.5543(16) 0.7575(19) -0.1813(16) 0.130(9) Uani 0.157(8) 1 d PDU A 2 Cl4' Cl 0.6362(8) 0.7033(9) 0.3845(9) 0.145(5) Uani 0.267(6) 1 d PDU B 2 Cl5' Cl 0.8567(10) 0.5996(8) 0.4313(7) 0.125(4) Uani 0.267(6) 1 d PDU B 2 Cl6' Cl 0.8272(15) 0.573(2) 0.2776(13) 0.146(7) Uani 0.267(6) 1 d PDU B 2 S1 S 1.01158(14) 0.28133(15) 0.25213(9) 0.0637(4) Uani 1 1 d . . . S2 S 1.0930(2) 0.2204(2) -0.03473(13) 0.1120(9) Uani 1 1 d . . . S3 S 0.69354(17) 0.37923(15) 0.10505(14) 0.0873(5) Uani 1 1 d . . . S4 S 0.66570(14) -0.01787(14) 1.27257(9) 0.0627(4) Uani 1 1 d . . . S5 S 0.74792(16) -0.10743(15) 1.55683(11) 0.0741(4) Uani 1 1 d . . . S6 S 0.59970(15) 0.29210(14) 1.41059(14) 0.0783(5) Uani 1 1 d . . . N1 N 0.8961(4) 0.2083(4) 0.5495(3) 0.0586(11) Uani 1 1 d . . . N2 N 0.3933(4) 0.6964(4) 0.1404(3) 0.0556(11) Uani 1 1 d . . . N3 N 0.7462(4) 0.0801(4) 0.9747(3) 0.0572(11) Uani 1 1 d . . . N4 N 0.3099(4) 0.6228(4) 1.3543(3) 0.0570(11) Uani 1 1 d . . . C1 C 0.8859(5) 0.1421(5) 0.5102(4) 0.0629(14) Uani 1 1 d . . . H1 H 0.8545 0.0817 0.5451 0.075 Uiso 1 1 calc R . . C2 C 0.9196(5) 0.1577(5) 0.4200(4) 0.0616(14) Uani 1 1 d . . . H2 H 0.9105 0.1090 0.3954 0.074 Uiso 1 1 calc R . . C3 C 0.9671(4) 0.2473(5) 0.3667(4) 0.0542(12) Uani 1 1 d . . . C4 C 0.9822(5) 0.3125(5) 0.4086(4) 0.0594(13) Uani 1 1 d . . . H4 H 1.0181 0.3703 0.3760 0.071 Uiso 1 1 calc R . . C5 C 0.9446(5) 0.2925(5) 0.4978(4) 0.0613(14) Uani 1 1 d . . . H5 H 0.9531 0.3398 0.5240 0.074 Uiso 1 1 calc R . . C6 C 0.9604(5) 0.1945(6) 0.2203(4) 0.0661(15) Uani 1 1 d . . . H6A H 0.9983 0.1139 0.2435 0.079 Uiso 1 1 calc R . . H6B H 0.8771 0.2079 0.2437 0.079 Uiso 1 1 calc R . . C7 C 0.9873(5) 0.2254(6) 0.1238(4) 0.0654(16) Uani 1 1 d . . . C8 C 1.0797(6) 0.1616(6) 0.0751(5) 0.080(2) Uani 1 1 d . . . H8 H 1.1301 0.0929 0.0997 0.096 Uiso 1 1 calc R . . C9 C 0.9753(7) 0.3342(7) -0.0183(5) 0.102(3) Uani 1 1 d . . . H9 H 0.9469 0.3944 -0.0636 0.122 Uiso 1 1 calc R . . C10 C 0.9280(6) 0.3275(6) 0.0674(5) 0.0764(19) Uani 1 1 d . . . C11 C 0.8210(6) 0.4150(7) 0.1002(6) 0.090(2) Uani 1 1 d . . . H11A H 0.8205 0.4910 0.0609 0.108 Uiso 1 1 calc R . . H11B H 0.8205 0.4148 0.1583 0.108 Uiso 1 1 calc R . . C12 C 0.5798(5) 0.5030(5) 0.1223(4) 0.0604(14) Uani 1 1 d . . . C13 C 0.4755(5) 0.5181(5) 0.1053(4) 0.0663(15) Uani 1 1 d . . . H13 H 0.4660 0.4631 0.0875 0.080 Uiso 1 1 calc R . . C14 C 0.3862(5) 0.6148(5) 0.1149(4) 0.0664(15) Uani 1 1 d . . . H14 H 0.3166 0.6238 0.1028 0.080 Uiso 1 1 calc R . . C15 C 0.4927(5) 0.6807(5) 0.1570(4) 0.0652(15) Uani 1 1 d . . . H15 H 0.4995 0.7368 0.1753 0.078 Uiso 1 1 calc R . . C16 C 0.5890(5) 0.5853(6) 0.1488(4) 0.0720(17) Uani 1 1 d . . . H16 H 0.6577 0.5783 0.1612 0.086 Uiso 1 1 calc R . . C17 C 0.8125(6) 0.0923(5) 1.0156(4) 0.0632(14) Uani 1 1 d . . . H17 H 0.8751 0.1211 0.9811 0.076 Uiso 1 1 calc R . . C18 C 0.7944(5) 0.0652(5) 1.1053(4) 0.0599(13) Uani 1 1 d . . . H18 H 0.8429 0.0761 1.1305 0.072 Uiso 1 1 calc R . . C19 C 0.7024(5) 0.0214(4) 1.1572(3) 0.0523(12) Uani 1 1 d . . . C20 C 0.6344(5) 0.0057(5) 1.1156(4) 0.0606(14) Uani 1 1 d . . . H20 H 0.5727 -0.0253 1.1482 0.073 Uiso 1 1 calc R . . C21 C 0.6600(5) 0.0368(5) 1.0247(4) 0.0648(15) Uani 1 1 d . . . H21 H 0.6134 0.0266 0.9974 0.078 Uiso 1 1 calc R . . C22 C 0.7534(5) 0.0385(5) 1.3015(4) 0.0584(13) Uani 1 1 d . . . H22A H 0.8353 0.0063 1.2774 0.070 Uiso 1 1 calc R . . H22B H 0.7339 0.1213 1.2779 0.070 Uiso 1 1 calc R . . C23 C 0.7286(5) 0.0062(4) 1.4003(4) 0.0527(12) Uani 1 1 d . . . C24 C 0.7967(5) -0.0885(5) 1.4457(4) 0.0591(13) Uani 1 1 d . . . H24 H 0.8624 -0.1378 1.4196 0.071 Uiso 1 1 calc R . . C25 C 0.6344(5) 0.0142(6) 1.5415(4) 0.0676(15) Uani 1 1 d . . . H25 H 0.5797 0.0420 1.5874 0.081 Uiso 1 1 calc R . . C26 C 0.6323(5) 0.0651(5) 1.4569(4) 0.0555(13) Uani 1 1 d . . . C27 C 0.5442(5) 0.1750(5) 1.4252(5) 0.0674(16) Uani 1 1 d . . . H27A H 0.4702 0.1804 1.4680 0.081 Uiso 1 1 calc R . . H27B H 0.5328 0.1782 1.3699 0.081 Uiso 1 1 calc R . . C28 C 0.3057(5) 0.5280(5) 1.3455(4) 0.0637(14) Uani 1 1 d . . . H28 H 0.2433 0.5320 1.3262 0.076 Uiso 1 1 calc R . . C29 C 0.3895(6) 0.4220(5) 1.3634(4) 0.0692(16) Uani 1 1 d . . . H29 H 0.3806 0.3569 1.3588 0.083 Uiso 1 1 calc R . . C30 C 0.4841(5) 0.4156(5) 1.3877(4) 0.0572(13) Uani 1 1 d . . . C31 C 0.4889(5) 0.5167(5) 1.3955(4) 0.0656(15) Uani 1 1 d . . . H31 H 0.5519 0.5167 1.4118 0.079 Uiso 1 1 calc R . . C32 C 0.4010(6) 0.6152(5) 1.3792(4) 0.0672(15) Uani 1 1 d . . . H32 H 0.4056 0.6808 1.3862 0.081 Uiso 1 1 calc R . . C33 C 0.7025(6) 0.7230(5) -0.1844(4) 0.079(2) Uani 0.843(8) 1 d PDU A 1 H33 H 0.7524 0.7740 -0.2166 0.094 Uiso 0.843(8) 1 calc PR A 1 C34 C 0.7724(6) 0.6768(7) 0.3049(5) 0.088(3) Uani 0.733(6) 1 d PDU B 1 H34 H 0.8120 0.7371 0.2777 0.106 Uiso 0.733(6) 1 calc PR B 1 C33' C 0.6781(16) 0.7322(14) -0.1452(14) 0.069(12) Uani 0.157(8) 1 d PDU A 2 H33' H 0.7249 0.7820 -0.1888 0.083 Uiso 0.157(8) 1 calc PR A 2 C34' C 0.7869(10) 0.6635(17) 0.3448(9) 0.127(15) Uani 0.267(6) 1 d PDU B 2 H34' H 0.8104 0.7332 0.3090 0.152 Uiso 0.267(6) 1 calc PR B 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 0.0786(3) 0.0519(2) 0.0626(2) -0.01537(17) -0.02092(19) -0.01405(18) I2 0.0510(2) 0.1232(4) 0.0656(3) -0.0311(3) -0.01074(18) -0.0212(2) Cu1 0.0671(5) 0.0642(4) 0.0488(4) -0.0154(3) -0.0124(3) -0.0037(3) Cu2 0.0568(4) 0.0619(4) 0.0477(4) -0.0161(3) -0.0121(3) 0.0031(3) Cl1 0.174(3) 0.129(3) 0.0786(18) -0.0164(17) -0.0421(19) -0.039(2) Cl2 0.0753(15) 0.0898(16) 0.160(3) -0.0538(18) -0.0091(16) -0.0293(12) Cl3 0.0857(18) 0.109(2) 0.106(2) -0.034(2) -0.0306(16) -0.0099(16) Cl4 0.123(3) 0.101(2) 0.212(5) -0.039(2) -0.074(3) -0.0456(19) Cl5 0.150(4) 0.122(3) 0.0777(18) -0.0340(17) -0.0149(19) -0.037(2) Cl6 0.165(4) 0.086(2) 0.099(3) -0.033(2) -0.039(3) -0.009(3) Cl1' 0.145(11) 0.141(11) 0.127(11) -0.023(8) -0.020(8) -0.047(8) Cl2' 0.101(8) 0.086(8) 0.144(11) -0.015(7) -0.024(7) -0.024(6) Cl3' 0.107(10) 0.104(10) 0.134(12) -0.017(8) -0.019(8) -0.004(7) Cl4' 0.128(7) 0.120(6) 0.183(9) -0.037(6) 0.003(6) -0.071(6) Cl5' 0.168(8) 0.096(6) 0.117(6) -0.038(5) -0.020(6) -0.047(6) Cl6' 0.150(10) 0.157(11) 0.135(10) -0.061(7) -0.037(7) -0.023(7) S1 0.0635(9) 0.0814(10) 0.0520(8) -0.0275(7) -0.0038(6) -0.0265(8) S2 0.1038(15) 0.1248(17) 0.0749(11) -0.0603(12) -0.0342(11) 0.0470(13) S3 0.0744(11) 0.0653(10) 0.1108(14) -0.0460(10) -0.0256(10) 0.0176(8) S4 0.0736(9) 0.0730(9) 0.0465(7) -0.0157(6) -0.0117(6) -0.0288(8) S5 0.0835(11) 0.0703(10) 0.0615(9) -0.0116(7) -0.0334(8) -0.0059(8) S6 0.0645(9) 0.0575(9) 0.1128(14) -0.0254(9) -0.0405(9) 0.0027(7) N1 0.053(3) 0.063(3) 0.051(2) -0.019(2) -0.012(2) -0.004(2) N2 0.051(3) 0.056(3) 0.052(2) -0.020(2) -0.009(2) -0.004(2) N3 0.054(3) 0.056(3) 0.046(2) -0.015(2) -0.009(2) 0.000(2) N4 0.065(3) 0.051(2) 0.047(2) -0.0099(19) -0.016(2) -0.008(2) C1 0.065(4) 0.056(3) 0.058(3) -0.010(3) -0.009(3) -0.019(3) C2 0.064(4) 0.061(3) 0.063(3) -0.025(3) -0.011(3) -0.017(3) C3 0.044(3) 0.063(3) 0.055(3) -0.025(3) -0.012(2) -0.006(2) C4 0.063(3) 0.057(3) 0.059(3) -0.019(3) -0.012(3) -0.017(3) C5 0.067(4) 0.061(3) 0.055(3) -0.022(3) -0.015(3) -0.010(3) C6 0.058(3) 0.072(4) 0.074(4) -0.038(3) -0.015(3) -0.007(3) C7 0.053(3) 0.076(4) 0.072(4) -0.044(3) -0.022(3) 0.005(3) C8 0.069(4) 0.075(4) 0.083(4) -0.044(4) -0.034(3) 0.028(3) C9 0.099(6) 0.094(5) 0.081(5) -0.039(4) -0.042(4) 0.040(4) C10 0.066(4) 0.079(4) 0.081(4) -0.046(4) -0.033(3) 0.022(3) C11 0.067(4) 0.088(5) 0.116(6) -0.063(5) -0.038(4) 0.028(4) C12 0.057(3) 0.055(3) 0.053(3) -0.023(3) -0.013(2) 0.009(2) C13 0.063(4) 0.058(3) 0.075(4) -0.027(3) -0.003(3) -0.017(3) C14 0.048(3) 0.070(4) 0.074(4) -0.027(3) -0.011(3) -0.004(3) C15 0.055(3) 0.067(4) 0.072(4) -0.036(3) -0.019(3) 0.005(3) C16 0.057(3) 0.084(4) 0.081(4) -0.047(4) -0.028(3) 0.008(3) C17 0.066(4) 0.059(3) 0.056(3) -0.012(3) -0.010(3) -0.016(3) C18 0.057(3) 0.065(3) 0.056(3) -0.020(3) -0.014(3) -0.012(3) C19 0.057(3) 0.047(3) 0.047(3) -0.017(2) -0.013(2) -0.004(2) C20 0.059(3) 0.068(4) 0.051(3) -0.013(3) -0.009(3) -0.020(3) C21 0.062(4) 0.071(4) 0.062(3) -0.024(3) -0.025(3) -0.004(3) C22 0.068(4) 0.054(3) 0.055(3) -0.015(2) -0.018(3) -0.016(3) C23 0.054(3) 0.048(3) 0.060(3) -0.022(2) -0.020(2) -0.006(2) C24 0.061(3) 0.051(3) 0.060(3) -0.019(2) -0.021(3) 0.000(2) C25 0.059(3) 0.079(4) 0.064(4) -0.030(3) -0.016(3) -0.006(3) C26 0.055(3) 0.052(3) 0.061(3) -0.022(3) -0.022(3) -0.003(2) C27 0.058(3) 0.064(3) 0.088(4) -0.039(3) -0.033(3) 0.006(3) C28 0.064(4) 0.060(3) 0.067(4) -0.022(3) -0.028(3) -0.002(3) C29 0.068(4) 0.060(3) 0.084(4) -0.034(3) -0.028(3) 0.000(3) C30 0.058(3) 0.049(3) 0.055(3) -0.014(2) -0.019(3) -0.001(2) C31 0.063(4) 0.056(3) 0.077(4) -0.009(3) -0.030(3) -0.012(3) C32 0.080(4) 0.045(3) 0.075(4) -0.011(3) -0.032(3) -0.009(3) C33 0.073(5) 0.071(5) 0.083(5) -0.014(4) -0.005(4) -0.028(4) C34 0.102(7) 0.072(5) 0.093(6) -0.020(5) -0.025(5) -0.029(5) C33' 0.064(15) 0.063(14) 0.064(15) -0.010(9) -0.007(9) -0.014(9) C34' 0.128(17) 0.113(17) 0.133(18) -0.033(10) -0.024(10) -0.034(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 Cu2 2.6522(8) . ? I1 Cu1 2.6616(9) . ? I2 Cu1 2.6293(9) . ? I2 Cu2 2.6633(9) . ? Cu1 N1 2.041(4) . ? Cu1 N4 2.104(4) 2_667 ? Cu1 Cu2 2.5668(10) . ? Cu2 N3 2.053(4) . ? Cu2 N2 2.073(4) 2_666 ? Cl1 C33 1.744(6) . ? Cl2 C33 1.748(6) . ? Cl3 C33 1.738(6) . ? Cl4 C34 1.749(6) . ? Cl5 C34 1.748(6) . ? Cl6 C34 1.738(6) . ? Cl1' C33' 1.746(8) . ? Cl2' C33' 1.747(8) . ? Cl3' C33' 1.749(8) . ? Cl4' C34' 1.744(8) . ? Cl5' C34' 1.738(8) . ? Cl6' C34' 1.744(8) . ? S1 C3 1.744(6) . ? S1 C6 1.792(6) . ? S2 C8 1.693(7) . ? S2 C9 1.701(7) . ? S3 C12 1.763(5) . ? S3 C11 1.816(8) . ? S4 C19 1.752(5) . ? S4 C22 1.803(6) . ? S5 C24 1.708(6) . ? S5 C25 1.709(6) . ? S6 C30 1.754(5) . ? S6 C27 1.818(6) . ? N1 C1 1.323(7) . ? N1 C5 1.338(8) . ? N2 C15 1.312(7) . ? N2 C14 1.324(7) . ? N2 Cu2 2.073(4) 2_666 ? N3 C21 1.312(8) . ? N3 C17 1.333(8) . ? N4 C32 1.318(8) . ? N4 C28 1.320(7) . ? N4 Cu1 2.104(4) 2_667 ? C1 C2 1.385(8) . ? C2 C3 1.390(8) . ? C3 C4 1.380(8) . ? C4 C5 1.364(8) . ? C6 C7 1.469(9) . ? C7 C8 1.366(8) . ? C7 C10 1.433(9) . ? C9 C10 1.342(10) . ? C10 C11 1.503(8) . ? C12 C16 1.356(8) . ? C12 C13 1.378(9) . ? C13 C14 1.367(8) . ? C15 C16 1.396(8) . ? C17 C18 1.371(8) . ? C18 C19 1.381(8) . ? C19 C20 1.385(8) . ? C20 C21 1.381(8) . ? C22 C23 1.504(7) . ? C23 C24 1.349(7) . ? C23 C26 1.429(7) . ? C25 C26 1.333(8) . ? C26 C27 1.499(8) . ? C28 C29 1.399(8) . ? C29 C30 1.360(8) . ? C30 C31 1.398(8) . ? C31 C32 1.363(8) . ? 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 I1 Cu1 57.77(2) . . ? Cu1 I2 Cu2 58.02(2) . . ? N1 Cu1 N4 98.02(18) . 2_667 ? N1 Cu1 Cu2 162.28(14) . . ? N4 Cu1 Cu2 99.58(12) 2_667 . ? N1 Cu1 I2 113.65(14) . . ? N4 Cu1 I2 110.00(13) 2_667 . ? Cu2 Cu1 I2 61.66(3) . . ? N1 Cu1 I1 110.63(15) . . ? N4 Cu1 I1 110.19(14) 2_667 . ? Cu2 Cu1 I1 60.93(3) . . ? I2 Cu1 I1 113.30(3) . . ? N3 Cu2 N2 98.26(17) . 2_666 ? N3 Cu2 Cu1 161.99(13) . . ? N2 Cu2 Cu1 99.40(12) 2_666 . ? N3 Cu2 I1 115.83(14) . . ? N2 Cu2 I1 108.40(13) 2_666 . ? Cu1 Cu2 I1 61.30(3) . . ? N3 Cu2 I2 109.40(14) . . ? N2 Cu2 I2 111.61(14) 2_666 . ? Cu1 Cu2 I2 60.33(3) . . ? I1 Cu2 I2 112.50(3) . . ? C3 S1 C6 105.4(3) . . ? C8 S2 C9 91.4(3) . . ? C12 S3 C11 102.5(3) . . ? C19 S4 C22 104.2(3) . . ? C24 S5 C25 90.8(3) . . ? C30 S6 C27 104.1(3) . . ? C1 N1 C5 116.9(5) . . ? C1 N1 Cu1 124.8(4) . . ? C5 N1 Cu1 116.8(4) . . ? C15 N2 C14 116.5(5) . . ? C15 N2 Cu2 122.5(4) . 2_666 ? C14 N2 Cu2 121.0(4) . 2_666 ? C21 N3 C17 116.8(5) . . ? C21 N3 Cu2 119.2(4) . . ? C17 N3 Cu2 122.1(4) . . ? C32 N4 C28 116.6(5) . . ? C32 N4 Cu1 118.6(4) . 2_667 ? C28 N4 Cu1 124.6(4) . 2_667 ? N1 C1 C2 123.6(5) . . ? C1 C2 C3 119.1(5) . . ? C4 C3 C2 116.8(5) . . ? C4 C3 S1 117.9(4) . . ? C2 C3 S1 125.3(4) . . ? C5 C4 C3 120.2(6) . . ? N1 C5 C4 123.3(5) . . ? C7 C6 S1 108.3(5) . . ? C8 C7 C10 110.5(6) . . ? C8 C7 C6 123.2(6) . . ? C10 C7 C6 126.2(5) . . ? C7 C8 S2 113.0(5) . . ? C10 C9 S2 112.5(5) . . ? C9 C10 C7 112.6(5) . . ? C9 C10 C11 123.4(6) . . ? C7 C10 C11 123.9(6) . . ? C10 C11 S3 108.6(5) . . ? C16 C12 C13 118.1(5) . . ? C16 C12 S3 124.6(5) . . ? C13 C12 S3 117.3(5) . . ? C14 C13 C12 119.3(6) . . ? N2 C14 C13 123.6(6) . . ? N2 C15 C16 124.1(6) . . ? C12 C16 C15 118.3(6) . . ? N3 C17 C18 124.2(6) . . ? C17 C18 C19 118.4(5) . . ? C18 C19 C20 118.0(5) . . ? C18 C19 S4 124.9(4) . . ? C20 C19 S4 117.1(4) . . ? C21 C20 C19 118.7(6) . . ? N3 C21 C20 123.9(6) . . ? C23 C22 S4 107.6(4) . . ? C24 C23 C26 112.2(5) . . ? C24 C23 C22 121.4(5) . . ? C26 C23 C22 126.3(5) . . ? C23 C24 S5 112.1(4) . . ? C26 C25 S5 113.1(5) . . ? C25 C26 C23 111.7(5) . . ? C25 C26 C27 123.9(5) . . ? C23 C26 C27 124.2(5) . . ? C26 C27 S6 107.4(4) . . ? N4 C28 C29 123.8(6) . . ? C30 C29 C28 119.0(6) . . ? C29 C30 C31 116.8(5) . . ? C29 C30 S6 126.0(5) . . ? C31 C30 S6 117.2(4) . . ? C32 C31 C30 119.9(6) . . ? N4 C32 C31 123.8(6) . . ? Cl3 C33 Cl1 110.5(4) . . ? Cl3 C33 Cl2 110.5(4) . . ? Cl1 C33 Cl2 111.1(4) . . ? Cl6 C34 Cl5 111.5(4) . . ? Cl6 C34 Cl4 110.7(4) . . ? Cl5 C34 Cl4 110.6(4) . . ? Cl1' C33' Cl3' 109.7(7) . . ? Cl1' C33' Cl2' 110.3(7) . . ? Cl3' C33' Cl2' 110.2(7) . . ? Cl5' C34' Cl4' 110.6(7) . . ? Cl5' C34' Cl6' 111.5(7) . . ? Cl4' C34' Cl6' 110.5(7) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 1.067 _refine_diff_density_min -0.367 _refine_diff_density_rms 0.100 # Attachment '3.cif' data_0408am _database_code_depnum_ccdc_archive 'CCDC 666605' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H14 Cu I N2 S3, C H2 Cl2' _chemical_formula_sum 'C17 H16 Cl2 Cu I N2 S3' _chemical_formula_weight 605.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 9.2520(15) _cell_length_b 16.453(3) _cell_length_c 14.991(3) _cell_angle_alpha 90.00 _cell_angle_beta 104.904(3) _cell_angle_gamma 90.00 _cell_volume 2205.2(6) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 3103 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 23.01 _exptl_crystal_description triangular _exptl_crystal_colour YELLOW _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.825 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 2.922 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.715 _exptl_absorpt_correction_T_max 0.852 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13474 _diffrn_reflns_av_R_equivalents 0.0261 _diffrn_reflns_av_sigmaI/netI 0.0389 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 27.49 _reflns_number_total 4918 _reflns_number_gt 3563 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0663P)^2^+2.4683P] 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 4918 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0701 _refine_ls_R_factor_gt 0.0485 _refine_ls_wR_factor_ref 0.1368 _refine_ls_wR_factor_gt 0.1244 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _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 I1 I 1.18141(4) 0.05369(2) 1.11751(3) 0.06117(15) Uani 1 1 d . . . Cu1 Cu 1.02629(7) 0.05823(4) 0.94473(5) 0.05297(19) Uani 1 1 d . . . S1 S 0.67045(14) 0.41063(8) 0.91425(11) 0.0567(3) Uani 1 1 d . . . S3 S 1.06988(15) 0.61126(11) 0.85249(10) 0.0662(4) Uani 1 1 d . . . S2 S 0.6497(2) 0.69292(10) 0.97169(14) 0.0821(5) Uani 1 1 d . . . C3 C 0.7663(5) 0.3182(3) 0.9145(3) 0.0453(11) Uani 1 1 d . . . N2 N 1.3345(5) 0.5652(3) 0.6415(3) 0.0542(11) Uani 1 1 d . . . C7 C 0.7590(5) 0.5681(3) 0.9128(4) 0.0467(11) Uani 1 1 d . . . C11 C 0.8778(5) 0.6304(3) 0.7900(4) 0.0509(12) Uani 1 1 d . . . H11A H 0.8704 0.6808 0.7556 0.061 Uiso 1 1 calc R . . H11B H 0.8403 0.5865 0.7471 0.061 Uiso 1 1 calc R . . N1 N 0.9102(4) 0.1672(2) 0.9249(3) 0.0469(9) Uani 1 1 d . . . C6 C 0.8073(5) 0.4834(3) 0.8985(4) 0.0503(12) Uani 1 1 d . . . H6A H 0.9026 0.4722 0.9420 0.060 Uiso 1 1 calc R . . H6B H 0.8205 0.4783 0.8366 0.060 Uiso 1 1 calc R . . C9 C 0.7381(7) 0.7065(3) 0.8874(5) 0.0671(16) Uani 1 1 d . . . H9 H 0.7498 0.7569 0.8619 0.081 Uiso 1 1 calc R . . C15 C 1.1895(6) 0.5779(4) 0.6147(4) 0.0591(13) Uani 1 1 d . . . H15 H 1.1444 0.5780 0.5516 0.071 Uiso 1 1 calc R . . C10 C 0.7902(5) 0.6359(3) 0.8608(3) 0.0467(11) Uani 1 1 d . . . C4 C 0.7124(6) 0.2501(3) 0.9497(4) 0.0555(13) Uani 1 1 d . . . H4 H 0.6259 0.2534 0.9703 0.067 Uiso 1 1 calc R . . C5 C 0.7878(6) 0.1776(3) 0.9542(4) 0.0540(13) Uani 1 1 d . . . H5 H 0.7507 0.1329 0.9793 0.065 Uiso 1 1 calc R . . C14 C 1.3939(6) 0.5654(4) 0.7328(4) 0.0698(17) Uani 1 1 d . . . H14 H 1.4964 0.5569 0.7540 0.084 Uiso 1 1 calc R . . C8 C 0.6843(6) 0.5913(3) 0.9750(4) 0.0612(14) Uani 1 1 d . . . H8 H 0.6550 0.5556 1.0152 0.073 Uiso 1 1 calc R . . C2 C 0.8905(6) 0.3079(3) 0.8825(4) 0.0616(15) Uani 1 1 d . . . H2 H 0.9290 0.3513 0.8562 0.074 Uiso 1 1 calc R . . C12 C 1.1632(5) 0.5920(3) 0.7674(4) 0.0518(12) Uani 1 1 d . . . C1 C 0.9589(6) 0.2328(3) 0.8891(4) 0.0603(14) Uani 1 1 d . . . H1 H 1.0440 0.2277 0.8674 0.072 Uiso 1 1 calc R . . C13 C 1.3153(6) 0.5773(4) 0.7968(4) 0.0677(16) Uani 1 1 d . . . H13 H 1.3630 0.5754 0.8595 0.081 Uiso 1 1 calc R . . C16 C 1.0998(5) 0.5912(4) 0.6739(4) 0.0587(14) Uani 1 1 d . . . H16 H 0.9975 0.5995 0.6507 0.070 Uiso 1 1 calc R . . Cl2 Cl 0.9053(3) 0.63109(17) 0.3533(3) 0.1544(11) Uani 1 1 d . . . C17 C 0.696(2) 0.6635(8) 0.3071(9) 0.209(8) Uani 1 1 d . . . H17A H 0.6301 0.6178 0.3074 0.251 Uiso 1 1 calc R . . H17B H 0.6715 0.7069 0.3444 0.251 Uiso 1 1 calc R . . Cl1 Cl 0.6831(5) 0.6939(3) 0.2040(3) 0.2056(18) 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 I1 0.0688(3) 0.0483(2) 0.0582(2) 0.00754(15) 0.00144(17) -0.01348(16) Cu1 0.0527(4) 0.0465(4) 0.0629(4) 0.0071(3) 0.0206(3) 0.0026(3) S1 0.0485(7) 0.0417(7) 0.0817(10) 0.0016(6) 0.0203(7) 0.0041(5) S3 0.0517(7) 0.1011(12) 0.0471(8) -0.0032(7) 0.0153(6) -0.0051(7) S2 0.0966(12) 0.0572(9) 0.1097(15) -0.0189(9) 0.0580(11) 0.0087(8) C3 0.051(3) 0.037(2) 0.049(3) 0.000(2) 0.013(2) 0.0003(19) N2 0.045(2) 0.062(3) 0.057(3) 0.003(2) 0.015(2) 0.0015(19) C7 0.044(3) 0.042(3) 0.054(3) -0.002(2) 0.014(2) 0.0021(19) C11 0.052(3) 0.050(3) 0.053(3) 0.002(2) 0.016(2) -0.002(2) N1 0.050(2) 0.040(2) 0.053(3) 0.0022(17) 0.0187(19) 0.0010(17) C6 0.057(3) 0.040(3) 0.058(3) 0.000(2) 0.023(2) 0.002(2) C9 0.077(4) 0.040(3) 0.091(5) -0.001(3) 0.035(3) -0.001(3) C15 0.048(3) 0.076(4) 0.051(3) -0.005(3) 0.009(2) 0.005(3) C10 0.048(3) 0.044(3) 0.049(3) 0.000(2) 0.015(2) 0.002(2) C4 0.051(3) 0.050(3) 0.072(4) 0.003(2) 0.029(3) 0.002(2) C5 0.061(3) 0.043(3) 0.064(3) 0.009(2) 0.026(3) -0.002(2) C14 0.039(3) 0.107(5) 0.062(4) 0.011(3) 0.009(3) 0.001(3) C8 0.068(3) 0.054(3) 0.070(4) -0.006(3) 0.033(3) 0.004(3) C2 0.067(3) 0.039(3) 0.090(4) 0.010(3) 0.040(3) 0.001(2) C12 0.048(3) 0.060(3) 0.050(3) 0.003(2) 0.016(2) -0.005(2) C1 0.058(3) 0.041(3) 0.091(4) 0.005(3) 0.035(3) 0.005(2) C13 0.047(3) 0.105(5) 0.050(3) 0.005(3) 0.010(2) 0.003(3) C16 0.038(3) 0.087(4) 0.050(3) -0.001(3) 0.010(2) 0.005(3) Cl2 0.1137(19) 0.117(2) 0.216(3) -0.003(2) 0.013(2) 0.0170(15) C17 0.40(2) 0.119(9) 0.136(11) 0.025(8) 0.124(14) 0.030(12) Cl1 0.223(4) 0.213(4) 0.143(3) 0.026(3) -0.021(3) -0.060(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 Cu1 2.6196(9) . ? I1 Cu1 2.6516(8) 3_757 ? Cu1 N2 2.049(4) 2_746 ? Cu1 N1 2.072(4) . ? Cu1 I1 2.6516(8) 3_757 ? Cu1 Cu1 2.6587(12) 3_757 ? S1 C3 1.760(5) . ? S1 C6 1.802(5) . ? S3 C12 1.743(5) . ? S3 C11 1.811(5) . ? S2 C9 1.688(6) . ? S2 C8 1.701(6) . ? C3 C2 1.366(7) . ? C3 C4 1.385(7) . ? N2 C15 1.315(6) . ? N2 C14 1.338(8) . ? N2 Cu1 2.049(4) 2_756 ? C7 C8 1.350(7) . ? C7 C10 1.432(7) . ? C7 C6 1.496(6) . ? C11 C10 1.494(7) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? N1 C5 1.326(6) . ? N1 C1 1.334(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C9 C10 1.357(7) . ? C9 H9 0.9300 . ? C15 C16 1.380(7) . ? C15 H15 0.9300 . ? C4 C5 1.376(7) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C14 C13 1.359(8) . ? C14 H14 0.9300 . ? C8 H8 0.9300 . ? C2 C1 1.379(7) . ? C2 H2 0.9300 . ? C12 C16 1.374(7) . ? C12 C13 1.384(7) . ? C1 H1 0.9300 . ? C13 H13 0.9300 . ? C16 H16 0.9300 . ? Cl2 C17 1.952(18) . ? C17 Cl1 1.599(12) . ? C17 H17A 0.9700 . ? C17 H17B 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 Cu1 I1 Cu1 60.58(2) . 3_757 ? N2 Cu1 N1 104.37(17) 2_746 . ? N2 Cu1 I1 110.60(13) 2_746 . ? N1 Cu1 I1 107.35(12) . . ? N2 Cu1 I1 109.45(13) 2_746 3_757 ? N1 Cu1 I1 104.40(12) . 3_757 ? I1 Cu1 I1 119.42(2) . 3_757 ? N2 Cu1 Cu1 132.75(13) 2_746 3_757 ? N1 Cu1 Cu1 122.81(11) . 3_757 ? I1 Cu1 Cu1 60.31(3) . 3_757 ? I1 Cu1 Cu1 59.12(3) 3_757 3_757 ? C3 S1 C6 101.8(2) . . ? C12 S3 C11 105.0(2) . . ? C9 S2 C8 91.6(3) . . ? C2 C3 C4 116.8(4) . . ? C2 C3 S1 125.2(4) . . ? C4 C3 S1 118.0(4) . . ? C15 N2 C14 115.5(5) . . ? C15 N2 Cu1 125.0(4) . 2_756 ? C14 N2 Cu1 119.1(4) . 2_756 ? C8 C7 C10 111.6(4) . . ? C8 C7 C6 125.9(5) . . ? C10 C7 C6 122.5(4) . . ? C10 C11 S3 106.4(4) . . ? C10 C11 H11A 110.4 . . ? S3 C11 H11A 110.4 . . ? C10 C11 H11B 110.4 . . ? S3 C11 H11B 110.4 . . ? H11A C11 H11B 108.6 . . ? C5 N1 C1 115.7(4) . . ? C5 N1 Cu1 121.3(3) . . ? C1 N1 Cu1 122.8(3) . . ? C7 C6 S1 110.8(3) . . ? C7 C6 H6A 109.5 . . ? S1 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? S1 C6 H6B 109.5 . . ? H6A C6 H6B 108.1 . . ? C10 C9 S2 112.6(4) . . ? C10 C9 H9 123.7 . . ? S2 C9 H9 123.7 . . ? N2 C15 C16 124.4(5) . . ? N2 C15 H15 117.8 . . ? C16 C15 H15 117.8 . . ? C9 C10 C7 111.7(4) . . ? C9 C10 C11 123.9(5) . . ? C7 C10 C11 124.2(4) . . ? C5 C4 C3 119.5(4) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? N1 C5 C4 124.2(5) . . ? N1 C5 H5 117.9 . . ? C4 C5 H5 117.9 . . ? N2 C14 C13 124.7(5) . . ? N2 C14 H14 117.6 . . ? C13 C14 H14 117.6 . . ? C7 C8 S2 112.5(4) . . ? C7 C8 H8 123.7 . . ? S2 C8 H8 123.7 . . ? C3 C2 C1 119.9(5) . . ? C3 C2 H2 120.1 . . ? C1 C2 H2 120.1 . . ? C16 C12 C13 117.1(5) . . ? C16 C12 S3 125.9(4) . . ? C13 C12 S3 116.9(4) . . ? N1 C1 C2 123.9(5) . . ? N1 C1 H1 118.0 . . ? C2 C1 H1 118.0 . . ? C14 C13 C12 119.0(5) . . ? C14 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? C12 C16 C15 119.2(5) . . ? C12 C16 H16 120.4 . . ? C15 C16 H16 120.4 . . ? Cl1 C17 Cl2 104.5(8) . . ? Cl1 C17 H17A 110.8 . . ? Cl2 C17 H17A 110.8 . . ? Cl1 C17 H17B 110.8 . . ? Cl2 C17 H17B 110.8 . . ? H17A C17 H17B 108.9 . . ? 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 I1 Cu1 N2 -128.35(13) 3_757 . . 2_746 ? Cu1 I1 Cu1 N1 118.38(12) 3_757 . . . ? Cu1 I1 Cu1 I1 0.0 3_757 . . 3_757 ? C6 S1 C3 C2 -17.3(6) . . . . ? C6 S1 C3 C4 162.8(4) . . . . ? C12 S3 C11 C10 172.4(3) . . . . ? N2 Cu1 N1 C5 165.4(4) 2_746 . . . ? I1 Cu1 N1 C5 -77.2(4) . . . . ? I1 Cu1 N1 C5 50.5(4) 3_757 . . . ? Cu1 Cu1 N1 C5 -11.8(5) 3_757 . . . ? N2 Cu1 N1 C1 -20.0(5) 2_746 . . . ? I1 Cu1 N1 C1 97.4(4) . . . . ? I1 Cu1 N1 C1 -134.9(4) 3_757 . . . ? Cu1 Cu1 N1 C1 162.8(4) 3_757 . . . ? C8 C7 C6 S1 36.0(7) . . . . ? C10 C7 C6 S1 -144.9(4) . . . . ? C3 S1 C6 C7 -170.0(4) . . . . ? C8 S2 C9 C10 1.2(5) . . . . ? C14 N2 C15 C16 0.2(9) . . . . ? Cu1 N2 C15 C16 -172.6(5) 2_756 . . . ? S2 C9 C10 C7 -1.2(7) . . . . ? S2 C9 C10 C11 -177.6(4) . . . . ? C8 C7 C10 C9 0.5(7) . . . . ? C6 C7 C10 C9 -178.7(5) . . . . ? C8 C7 C10 C11 176.9(5) . . . . ? C6 C7 C10 C11 -2.3(8) . . . . ? S3 C11 C10 C9 105.7(6) . . . . ? S3 C11 C10 C7 -70.3(6) . . . . ? C2 C3 C4 C5 2.5(8) . . . . ? S1 C3 C4 C5 -177.6(4) . . . . ? C1 N1 C5 C4 -0.3(8) . . . . ? Cu1 N1 C5 C4 174.7(4) . . . . ? C3 C4 C5 N1 -1.3(9) . . . . ? C15 N2 C14 C13 0.4(9) . . . . ? Cu1 N2 C14 C13 173.7(5) 2_756 . . . ? C10 C7 C8 S2 0.4(6) . . . . ? C6 C7 C8 S2 179.6(4) . . . . ? C9 S2 C8 C7 -0.9(5) . . . . ? C4 C3 C2 C1 -2.2(9) . . . . ? S1 C3 C2 C1 177.9(5) . . . . ? C11 S3 C12 C16 -0.7(6) . . . . ? C11 S3 C12 C13 178.4(5) . . . . ? C5 N1 C1 C2 0.6(9) . . . . ? Cu1 N1 C1 C2 -174.3(5) . . . . ? C3 C2 C1 N1 0.7(10) . . . . ? N2 C14 C13 C12 -1.5(10) . . . . ? C16 C12 C13 C14 2.0(9) . . . . ? S3 C12 C13 C14 -177.2(5) . . . . ? C13 C12 C16 C15 -1.5(9) . . . . ? S3 C12 C16 C15 177.6(5) . . . . ? N2 C15 C16 C12 0.4(10) . . . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.792 _refine_diff_density_min -0.864 _refine_diff_density_rms 0.102 # Attachment 'L.cif' data_1220cm _database_code_depnum_ccdc_archive 'CCDC 666606' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H14 N2 S3' _chemical_formula_sum 'C16 H14 N2 S3' _chemical_formula_weight 330.47 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.3357(15) _cell_length_b 8.5934(17) _cell_length_c 13.030(3) _cell_angle_alpha 84.285(3) _cell_angle_beta 79.070(3) _cell_angle_gamma 76.170(3) _cell_volume 781.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 3309 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 27.69 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.404 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 344 _exptl_absorpt_coefficient_mu 0.468 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.941 _exptl_absorpt_correction_T_max 0.979 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6772 _diffrn_reflns_av_R_equivalents 0.0133 _diffrn_reflns_av_sigmaI/netI 0.0199 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 27.49 _reflns_number_total 3485 _reflns_number_gt 3043 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0591P)^2^+0.1290P] 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 3485 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0430 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.1036 _refine_ls_wR_factor_gt 0.0998 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 1.23772(7) 0.29938(5) -0.00595(3) 0.05198(14) Uani 1 1 d . . . S2 S 1.33422(7) 0.65288(5) 0.23108(4) 0.05524(14) Uani 1 1 d . . . S3 S 0.94903(6) 0.27080(6) 0.39155(4) 0.05699(15) Uani 1 1 d . . . C12 C 0.7243(2) 0.2430(2) 0.45391(12) 0.0445(3) Uani 1 1 d . . . C7 C 1.2381(2) 0.40748(19) 0.18098(12) 0.0425(3) Uani 1 1 d . . . C4 C 1.2419(2) -0.02855(19) 0.00909(13) 0.0440(3) Uani 1 1 d . . . H4 H 1.2508 -0.0338 0.0797 0.053 Uiso 1 1 calc R . . C10 C 1.0807(2) 0.48809(19) 0.25412(12) 0.0426(3) Uani 1 1 d . . . C9 C 1.1162(3) 0.6208(2) 0.28801(13) 0.0516(4) Uani 1 1 d . . . H9 H 1.0311 0.6865 0.3367 0.062 Uiso 1 1 calc R . . C11 C 0.9000(2) 0.4319(2) 0.29252(13) 0.0468(4) Uani 1 1 d . . . H11A H 0.8589 0.3935 0.2351 0.056 Uiso 1 1 calc R . . H11B H 0.7998 0.5195 0.3222 0.056 Uiso 1 1 calc R . . C5 C 1.2396(2) 0.11431(19) -0.05149(12) 0.0413(3) Uani 1 1 d . . . C6 C 1.2450(2) 0.25479(19) 0.13233(12) 0.0457(4) Uani 1 1 d . . . H6A H 1.1373 0.2102 0.1656 0.055 Uiso 1 1 calc R . . H6B H 1.3612 0.1766 0.1416 0.055 Uiso 1 1 calc R . . N1 N 1.2198(2) -0.16759(19) -0.13775(12) 0.0551(4) Uani 1 1 d . . . C13 C 0.7198(3) 0.1334(2) 0.53949(13) 0.0539(4) Uani 1 1 d . . . H13 H 0.8325 0.0740 0.5594 0.065 Uiso 1 1 calc R . . C8 C 1.3840(2) 0.4856(2) 0.16165(14) 0.0496(4) Uani 1 1 d . . . H8 H 1.4974 0.4513 0.1158 0.059 Uiso 1 1 calc R . . C2 C 1.2227(3) -0.0304(2) -0.19561(14) 0.0570(4) Uani 1 1 d . . . H2 H 1.2183 -0.0303 -0.2665 0.068 Uiso 1 1 calc R . . C14 C 0.5465(3) 0.1137(3) 0.59445(15) 0.0636(5) Uani 1 1 d . . . H14 H 0.5467 0.0392 0.6513 0.076 Uiso 1 1 calc R . . N2 N 0.3784(3) 0.1941(2) 0.57185(13) 0.0670(5) Uani 1 1 d . . . C3 C 1.2306(2) -0.1625(2) -0.03760(14) 0.0501(4) Uani 1 1 d . . . H3 H 1.2305 -0.2566 0.0044 0.060 Uiso 1 1 calc R . . C16 C 0.5522(3) 0.3238(2) 0.42689(15) 0.0577(4) Uani 1 1 d . . . H16 H 0.5478 0.3954 0.3685 0.069 Uiso 1 1 calc R . . C15 C 0.3857(3) 0.2959(3) 0.48885(17) 0.0656(5) Uani 1 1 d . . . H15 H 0.2706 0.3531 0.4706 0.079 Uiso 1 1 calc R . . C1 C 1.2318(2) 0.1100(2) -0.15748(13) 0.0512(4) Uani 1 1 d . . . H1 H 1.2328 0.2018 -0.2018 0.061 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 S1 0.0688(3) 0.0409(2) 0.0471(2) -0.00212(17) -0.00382(19) -0.0191(2) S2 0.0669(3) 0.0474(3) 0.0579(3) -0.00426(19) -0.0090(2) -0.0261(2) S3 0.0433(2) 0.0641(3) 0.0608(3) 0.0138(2) -0.00711(19) -0.0153(2) C12 0.0478(9) 0.0464(8) 0.0414(8) -0.0083(7) -0.0022(6) -0.0164(7) C7 0.0461(8) 0.0404(8) 0.0414(8) -0.0020(6) -0.0035(6) -0.0138(6) C4 0.0424(8) 0.0430(8) 0.0448(8) -0.0041(6) -0.0037(6) -0.0086(6) C10 0.0462(8) 0.0403(8) 0.0405(8) -0.0010(6) -0.0045(6) -0.0108(6) C9 0.0613(10) 0.0447(9) 0.0479(9) -0.0072(7) -0.0028(7) -0.0136(8) C11 0.0438(8) 0.0469(9) 0.0469(8) -0.0003(7) -0.0026(7) -0.0099(7) C5 0.0354(7) 0.0425(8) 0.0451(8) -0.0059(6) -0.0012(6) -0.0100(6) C6 0.0509(9) 0.0413(8) 0.0438(8) -0.0042(6) 0.0016(7) -0.0149(7) N1 0.0517(8) 0.0537(9) 0.0616(9) -0.0159(7) -0.0036(7) -0.0149(7) C13 0.0629(11) 0.0476(9) 0.0476(9) -0.0045(7) -0.0002(8) -0.0120(8) C8 0.0506(9) 0.0463(9) 0.0520(9) -0.0055(7) 0.0005(7) -0.0175(7) C2 0.0575(11) 0.0708(12) 0.0454(9) -0.0123(8) -0.0038(7) -0.0200(9) C14 0.0811(14) 0.0595(11) 0.0488(10) -0.0049(8) 0.0084(9) -0.0279(10) N2 0.0655(11) 0.0792(12) 0.0593(10) -0.0151(9) 0.0088(8) -0.0328(9) C3 0.0450(9) 0.0421(9) 0.0601(10) -0.0048(7) -0.0024(7) -0.0082(7) C16 0.0530(10) 0.0702(12) 0.0541(10) 0.0037(9) -0.0112(8) -0.0234(9) C15 0.0494(10) 0.0835(14) 0.0686(12) -0.0119(11) -0.0075(9) -0.0231(10) C1 0.0553(10) 0.0536(10) 0.0443(8) 0.0006(7) -0.0036(7) -0.0169(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C5 1.7482(16) . ? S1 C6 1.8126(17) . ? S2 C8 1.7033(18) . ? S2 C9 1.7045(18) . ? S3 C12 1.7543(16) . ? S3 C11 1.8149(17) . ? C12 C16 1.378(3) . ? C12 C13 1.387(2) . ? C7 C8 1.366(2) . ? C7 C10 1.433(2) . ? C7 C6 1.499(2) . ? C4 C3 1.381(2) . ? C4 C5 1.390(2) . ? C4 H4 0.9300 . ? C10 C9 1.359(2) . ? C10 C11 1.499(2) . ? C9 H9 0.9300 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C5 C1 1.398(2) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? N1 C3 1.328(2) . ? N1 C2 1.337(3) . ? C13 C14 1.375(3) . ? C13 H13 0.9300 . ? C8 H8 0.9300 . ? C2 C1 1.371(3) . ? C2 H2 0.9300 . ? C14 N2 1.332(3) . ? C14 H14 0.9300 . ? N2 C15 1.323(3) . ? C3 H3 0.9300 . ? C16 C15 1.389(3) . ? C16 H16 0.9300 . ? C15 H15 0.9300 . ? C1 H1 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 C5 S1 C6 103.59(8) . . ? C8 S2 C9 91.73(8) . . ? C12 S3 C11 104.93(8) . . ? C16 C12 C13 117.44(16) . . ? C16 C12 S3 125.61(14) . . ? C13 C12 S3 116.93(14) . . ? C8 C7 C10 111.69(14) . . ? C8 C7 C6 123.64(15) . . ? C10 C7 C6 124.66(14) . . ? C3 C4 C5 118.67(15) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? C9 C10 C7 111.93(14) . . ? C9 C10 C11 123.22(15) . . ? C7 C10 C11 124.82(14) . . ? C10 C9 S2 112.37(13) . . ? C10 C9 H9 123.8 . . ? S2 C9 H9 123.8 . . ? C10 C11 S3 107.38(11) . . ? C10 C11 H11A 110.2 . . ? S3 C11 H11A 110.2 . . ? C10 C11 H11B 110.2 . . ? S3 C11 H11B 110.2 . . ? H11A C11 H11B 108.5 . . ? C4 C5 C1 116.82(15) . . ? C4 C5 S1 125.80(12) . . ? C1 C5 S1 117.35(13) . . ? C7 C6 S1 108.41(11) . . ? C7 C6 H6A 110.0 . . ? S1 C6 H6A 110.0 . . ? C7 C6 H6B 110.0 . . ? S1 C6 H6B 110.0 . . ? H6A C6 H6B 108.4 . . ? C3 N1 C2 115.52(15) . . ? C14 C13 C12 119.12(18) . . ? C14 C13 H13 120.4 . . ? C12 C13 H13 120.4 . . ? C7 C8 S2 112.25(13) . . ? C7 C8 H8 123.9 . . ? S2 C8 H8 123.9 . . ? N1 C2 C1 124.38(17) . . ? N1 C2 H2 117.8 . . ? C1 C2 H2 117.8 . . ? N2 C14 C13 124.51(19) . . ? N2 C14 H14 117.7 . . ? C13 C14 H14 117.7 . . ? C15 N2 C14 115.46(17) . . ? N1 C3 C4 125.11(16) . . ? N1 C3 H3 117.4 . . ? C4 C3 H3 117.4 . . ? C12 C16 C15 118.50(18) . . ? C12 C16 H16 120.8 . . ? C15 C16 H16 120.8 . . ? N2 C15 C16 124.9(2) . . ? N2 C15 H15 117.5 . . ? C16 C15 H15 117.5 . . ? C2 C1 C5 119.45(17) . . ? C2 C1 H1 120.3 . . ? C5 C1 H1 120.3 . . ? 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 C11 S3 C12 C16 2.93(18) . . . . ? C11 S3 C12 C13 -175.20(13) . . . . ? C8 C7 C10 C9 -1.2(2) . . . . ? C6 C7 C10 C9 177.91(15) . . . . ? C8 C7 C10 C11 -179.24(15) . . . . ? C6 C7 C10 C11 -0.1(2) . . . . ? C7 C10 C9 S2 1.35(19) . . . . ? C11 C10 C9 S2 179.44(12) . . . . ? C8 S2 C9 C10 -0.91(14) . . . . ? C9 C10 C11 S3 -99.35(17) . . . . ? C7 C10 C11 S3 78.49(17) . . . . ? C12 S3 C11 C10 166.67(11) . . . . ? C3 C4 C5 C1 -2.0(2) . . . . ? C3 C4 C5 S1 175.84(12) . . . . ? C6 S1 C5 C4 1.26(16) . . . . ? C6 S1 C5 C1 179.04(12) . . . . ? C8 C7 C6 S1 -69.56(19) . . . . ? C10 C7 C6 S1 111.45(15) . . . . ? C5 S1 C6 C7 -178.32(11) . . . . ? C16 C12 C13 C14 -1.8(3) . . . . ? S3 C12 C13 C14 176.53(14) . . . . ? C10 C7 C8 S2 0.50(19) . . . . ? C6 C7 C8 S2 -178.61(12) . . . . ? C9 S2 C8 C7 0.21(15) . . . . ? C3 N1 C2 C1 -1.4(3) . . . . ? C12 C13 C14 N2 -0.4(3) . . . . ? C13 C14 N2 C15 1.5(3) . . . . ? C2 N1 C3 C4 0.8(3) . . . . ? C5 C4 C3 N1 0.9(3) . . . . ? C13 C12 C16 C15 2.6(3) . . . . ? S3 C12 C16 C15 -175.55(15) . . . . ? C14 N2 C15 C16 -0.6(3) . . . . ? C12 C16 C15 N2 -1.4(3) . . . . ? N1 C2 C1 C5 0.3(3) . . . . ? C4 C5 C1 C2 1.4(2) . . . . ? S1 C5 C1 C2 -176.57(14) . . . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 0.271 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.059