# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Michael Knorr' _publ_contact_author_email MICHAEL.KNORR@UNIV-FCOMTE.FR _publ_section_title ; Rigidity Effect of the Dithioether Spacer on the Size of the Luminescent Cluster (Cu2I2)n (n = 2, 3) in their Coordination Polymers ; loop_ _publ_author_name 'Michael Knorr' 'Alaa S Abd-El-Aziz' 'Shawkat M Aly' 'Christian Daschlein' 'Daniel Fortin' 'Fabrice Guyon' ; P.Harvey ; 'Abderrahim Khatyr' 'Carsten Strohmann' # Attachment 'cifdep_compound_1.cif' #------------------------------------------------------------------------- #1 Global data block identification for start of deposition data_mk120206 _database_code_depnum_ccdc_archive 'CCDC 692868' _audit_creation_date 2008-06-10T16:18:33-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C32 H36 Cu4 I4 S4' _chemical_formula_weight 1310.61 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.580(2) _cell_length_b 11.594(2) _cell_length_c 15.753(3) _cell_angle_alpha 92.10(3) _cell_angle_beta 99.40(3) _cell_angle_gamma 111.79(3) _cell_volume 1926.5(7) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 2.259 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 5.622 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'FACEIT in IPDS (Stoe & Cie, 1999)' _exptl_absorpt_correction_T_min 0.2680 _exptl_absorpt_correction_T_max 0.331 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe IPDS' _diffrn_measurement_method 'phi scans' _diffrn_reflns_av_R_equivalents 0.0644 _diffrn_reflns_av_unetI/netI 0.0466 _diffrn_reflns_number 23034 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 26 _diffrn_reflns_theta_full 26 _diffrn_measured_fraction_theta_full 0.935 _diffrn_measured_fraction_theta_max 0.935 _reflns_number_total 7075 _reflns_number_gt 6014 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Expose in IPDS (Stoe & Cie, 1999)' _computing_cell_refinement 'Cell in IPDS (Stoe & Cie, 1999)' _computing_data_reduction 'Integrate in IPDS (Stoe & Cie, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Schakal99 (Keller, 1999)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.1200P)^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 riding _refine_ls_extinction_method none _refine_ls_number_reflns 7075 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0664 _refine_ls_R_factor_gt 0.0584 _refine_ls_wR_factor_ref 0.1519 _refine_ls_wR_factor_gt 0.1426 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 2.769 _refine_diff_density_min -3.1 _refine_diff_density_rms 0.313 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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 0.4702(8) 0.0443(8) 1.0116(6) 0.0289(17) Uani 1 1 d . . . H1A H 0.4839 0.0588 1.0754 0.035 Uiso 1 1 calc R . . H1B H 0.3777 0.0046 0.9897 0.035 Uiso 1 1 calc R . . C2 C 0.5207(9) 0.1694(8) 0.9760(6) 0.0329(19) Uani 1 1 d . . . H2A H 0.6144 0.2041 0.9911 0.039 Uiso 1 1 calc R . . H2B H 0.4907 0.2278 1.0042 0.039 Uiso 1 1 calc R . . C3 C 0.3236(7) 0.1749(7) 0.8430(5) 0.0215(15) Uani 1 1 d . . . C4 C 0.2910(9) 0.2486(8) 0.8975(7) 0.036(2) Uani 1 1 d . . . H4 H 0.3474 0.2912 0.9498 0.044 Uiso 1 1 calc R . . C5 C 0.1732(10) 0.2601(9) 0.8750(8) 0.046(3) Uani 1 1 d . . . H5 H 0.152 0.314 0.9108 0.055 Uiso 1 1 calc R . . C6 C 0.0890(9) 0.1941(10) 0.8018(7) 0.043(2) Uani 1 1 d . . . H6 H 0.0071 0.1969 0.7894 0.051 Uiso 1 1 calc R . . C7 C 0.1238(10) 0.1235(11) 0.7463(8) 0.051(3) Uani 1 1 d . . . H7 H 0.0672 0.0812 0.6941 0.061 Uiso 1 1 calc R . . C8 C 0.2403(8) 0.1140(9) 0.7662(6) 0.036(2) Uani 1 1 d . . . H8 H 0.2637 0.0657 0.7274 0.043 Uiso 1 1 calc R . . C9 C 0.2674(7) 0.5028(8) 0.6332(5) 0.0259(17) Uani 1 1 d . . . H9A H 0.2745 0.5867 0.6552 0.031 Uiso 1 1 calc R . . H9B H 0.2963 0.4633 0.6825 0.031 Uiso 1 1 calc R . . C10 C 0.3492(7) 0.5147(7) 0.5663(5) 0.0233(16) Uani 1 1 d . . . H10A H 0.3179 0.5535 0.5175 0.028 Uiso 1 1 calc R . . H10B H 0.3381 0.4297 0.5437 0.028 Uiso 1 1 calc R . . C11 C 0.5230(7) 0.7501(7) 0.6443(6) 0.0261(17) Uani 1 1 d . . . C12 C 0.4547(8) 0.8118(8) 0.5986(6) 0.0287(17) Uani 1 1 d . . . H12 H 0.3963 0.7714 0.5466 0.034 Uiso 1 1 calc R . . C13 C 0.4709(9) 0.9309(8) 0.6280(7) 0.039(2) Uani 1 1 d . . . H13 H 0.4261 0.974 0.5956 0.047 Uiso 1 1 calc R . . C14 C 0.5528(10) 0.9870(9) 0.7048(8) 0.043(3) Uani 1 1 d . . . H14 H 0.5619 1.0681 0.7265 0.052 Uiso 1 1 calc R . . C15 C 0.6220(10) 0.9266(8) 0.7510(7) 0.039(2) Uani 1 1 d . . . H15 H 0.6803 0.9675 0.8029 0.046 Uiso 1 1 calc R . . C16 C 0.6061(8) 0.8076(7) 0.7216(5) 0.0260(17) Uani 1 1 d . . . H16 H 0.6514 0.765 0.7539 0.031 Uiso 1 1 calc R . . C17 C 1.0271(8) 0.9479(8) 0.9974(6) 0.0295(18) Uani 1 1 d . . . H17A H 1.1121 0.9828 0.9821 0.035 Uiso 1 1 calc R . . H17B H 1.0353 0.915 1.0542 0.035 Uiso 1 1 calc R . . C18 C 0.9369(8) 0.8419(7) 0.9282(6) 0.0297(18) Uani 1 1 d . . . H18A H 0.9483 0.8688 0.8701 0.036 Uiso 1 1 calc R . . H18B H 0.8483 0.8263 0.9332 0.036 Uiso 1 1 calc R . . C19 C 1.1005(7) 0.7160(8) 0.8938(5) 0.0251(17) Uani 1 1 d . . . C20 C 1.1571(8) 0.8102(8) 0.8466(6) 0.0327(19) Uani 1 1 d . . . H20 H 1.1274 0.8759 0.8385 0.039 Uiso 1 1 calc R . . C21 C 1.2584(9) 0.8094(10) 0.8106(7) 0.041(2) Uani 1 1 d . . . H21 H 1.2974 0.8752 0.7778 0.049 Uiso 1 1 calc R . . C22 C 1.3032(8) 0.7176(10) 0.8209(6) 0.043(3) Uani 1 1 d . . . H22 H 1.3729 0.7195 0.7958 0.052 Uiso 1 1 calc R . . C23 C 1.2463(8) 0.6195(10) 0.8689(7) 0.044(3) Uani 1 1 d . . . H23 H 1.2766 0.554 0.8759 0.053 Uiso 1 1 calc R . . C24 C 1.1446(7) 0.6190(9) 0.9061(6) 0.0321(19) Uani 1 1 d . . . H24 H 1.1058 0.5538 0.9394 0.039 Uiso 1 1 calc R . . C25 C 1.1307(7) 0.4239(8) 0.5932(6) 0.0285(18) Uani 1 1 d . . . H25A H 1.1218 0.3362 0.5819 0.034 Uiso 1 1 calc R . . H25B H 1.1088 0.4533 0.5368 0.034 Uiso 1 1 calc R . . C26 C 1.0372(7) 0.4283(8) 0.6499(5) 0.0232(16) Uani 1 1 d . . . H26A H 1.0598 0.5159 0.6734 0.028 Uiso 1 1 calc R . . H26B H 1.0442 0.3794 0.6993 0.028 Uiso 1 1 calc R . . C27 C 0.8570(7) 0.2146(8) 0.5552(6) 0.033(2) Uani 1 1 d . . . C28 C 0.8129(8) 0.1151(9) 0.6030(8) 0.044(3) Uani 1 1 d . . . H28 H 0.7921 0.1278 0.6575 0.053 Uiso 1 1 calc R . . C29 C 0.7993(10) -0.0019(10) 0.5716(11) 0.066(4) Uani 1 1 d . . . H29 H 0.7696 -0.0709 0.6041 0.079 Uiso 1 1 calc R . . C30 C 0.8304(11) -0.0178(13) 0.4896(11) 0.070(4) Uani 1 1 d . . . H30 H 0.8203 -0.0987 0.4668 0.083 Uiso 1 1 calc R . . C31 C 0.8732(10) 0.0781(12) 0.4445(9) 0.061(4) Uani 1 1 d . . . H31 H 0.8968 0.0653 0.391 0.074 Uiso 1 1 calc R . . C32 C 0.8844(9) 0.1975(10) 0.4734(7) 0.044(2) Uani 1 1 d . . . H32 H 0.9097 0.2648 0.4389 0.053 Uiso 1 1 calc R . . Cu1 Cu 0.60231(9) 0.33504(9) 0.80706(7) 0.0249(2) Uani 1 1 d . . . Cu2 Cu 0.60618(9) 0.51404(8) 0.70627(6) 0.0246(2) Uani 1 1 d . . . Cu3 Cu 0.80444(8) 0.55371(9) 0.83318(6) 0.0248(2) Uani 1 1 d . . . Cu4 Cu 0.75807(9) 0.38953(10) 0.69009(7) 0.0275(2) Uani 1 1 d . . . I1 I 0.58274(4) 0.53966(5) 0.87137(3) 0.02459(15) Uani 1 1 d . . . I2 I 0.83205(4) 0.33329(5) 0.84648(3) 0.02464(15) Uani 1 1 d . . . I3 I 0.51100(4) 0.28156(4) 0.63498(3) 0.02182(15) Uani 1 1 d . . . I4 I 0.85058(4) 0.64647(5) 0.68553(3) 0.02420(15) Uani 1 1 d . . . S1 S 0.47273(17) 0.16081(17) 0.85917(13) 0.0231(4) Uani 1 1 d . . . S2 S 0.51700(16) 0.60469(16) 0.60267(12) 0.0192(4) Uani 1 1 d . . . S3 S 0.96308(17) 0.69709(17) 0.93762(13) 0.0227(4) Uani 1 1 d . . . S4 S 0.87570(17) 0.36681(19) 0.59162(13) 0.0257(4) 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 0.028(4) 0.034(4) 0.022(5) 0.018(4) 0.007(3) 0.007(3) C2 0.038(5) 0.028(4) 0.027(5) 0.009(4) -0.004(4) 0.010(4) C3 0.021(3) 0.023(3) 0.023(4) 0.007(3) 0.010(3) 0.007(3) C4 0.037(5) 0.034(4) 0.039(5) 0.002(4) 0.017(4) 0.010(4) C5 0.053(6) 0.035(5) 0.066(7) 0.008(5) 0.045(5) 0.021(4) C6 0.038(5) 0.059(6) 0.049(6) 0.013(5) 0.016(4) 0.034(5) C7 0.042(6) 0.074(7) 0.048(7) 0.016(6) 0.006(5) 0.036(5) C8 0.035(5) 0.058(6) 0.025(5) 0.006(4) 0.007(4) 0.029(4) C9 0.026(4) 0.034(4) 0.026(4) 0.013(4) 0.014(3) 0.015(3) C10 0.022(4) 0.029(4) 0.025(4) 0.007(3) 0.008(3) 0.016(3) C11 0.020(4) 0.027(4) 0.035(5) 0.007(4) 0.014(3) 0.010(3) C12 0.039(5) 0.031(4) 0.026(5) 0.015(4) 0.010(3) 0.022(4) C13 0.038(5) 0.037(5) 0.055(6) 0.016(5) 0.017(4) 0.026(4) C14 0.056(6) 0.035(5) 0.062(7) 0.019(5) 0.042(5) 0.029(4) C15 0.051(6) 0.032(4) 0.037(5) 0.001(4) 0.011(4) 0.020(4) C16 0.033(4) 0.024(4) 0.021(4) 0.007(3) 0.006(3) 0.009(3) C17 0.030(4) 0.030(4) 0.028(4) -0.004(4) 0.003(3) 0.013(3) C18 0.027(4) 0.024(4) 0.036(5) -0.007(4) 0.005(3) 0.010(3) C19 0.014(3) 0.039(4) 0.019(4) 0.002(3) 0.000(3) 0.009(3) C20 0.030(4) 0.034(4) 0.034(5) -0.001(4) 0.012(4) 0.009(3) C21 0.033(5) 0.052(5) 0.034(5) 0.007(5) 0.017(4) 0.007(4) C22 0.022(4) 0.063(6) 0.036(5) -0.019(5) 0.012(4) 0.005(4) C23 0.019(4) 0.057(6) 0.052(6) -0.014(5) 0.004(4) 0.012(4) C24 0.022(4) 0.042(5) 0.028(5) -0.005(4) 0.002(3) 0.009(3) C25 0.024(4) 0.042(4) 0.028(4) 0.010(4) 0.010(3) 0.019(3) C26 0.021(4) 0.037(4) 0.023(4) 0.015(3) 0.014(3) 0.018(3) C27 0.015(3) 0.045(5) 0.043(5) -0.003(4) 0.004(3) 0.017(3) C28 0.029(4) 0.034(5) 0.069(7) -0.011(5) 0.020(4) 0.008(4) C29 0.036(5) 0.038(5) 0.126(13) 0.006(7) 0.019(6) 0.015(5) C30 0.034(6) 0.063(8) 0.108(12) -0.032(8) 0.010(6) 0.019(5) C31 0.038(6) 0.064(7) 0.069(8) -0.034(7) 0.006(5) 0.010(5) C32 0.032(5) 0.057(6) 0.040(6) -0.011(5) 0.005(4) 0.016(4) Cu1 0.0221(5) 0.0270(5) 0.0289(6) 0.0114(4) 0.0087(4) 0.0108(4) Cu2 0.0259(5) 0.0251(5) 0.0268(5) 0.0072(4) 0.0019(4) 0.0151(4) Cu3 0.0197(4) 0.0267(5) 0.0271(5) 0.0031(4) 0.0033(4) 0.0081(4) Cu4 0.0226(5) 0.0384(5) 0.0279(6) 0.0059(4) 0.0085(4) 0.0170(4) I1 0.0223(3) 0.0298(3) 0.0258(3) 0.0039(2) 0.0104(2) 0.0122(2) I2 0.0220(3) 0.0306(3) 0.0263(3) 0.0075(2) 0.0025(2) 0.0161(2) I3 0.0208(2) 0.0221(2) 0.0228(3) 0.0050(2) 0.00164(19) 0.00925(19) I4 0.0179(2) 0.0292(3) 0.0266(3) 0.0087(2) 0.00757(19) 0.00832(19) S1 0.0222(9) 0.0257(9) 0.0218(10) 0.0093(8) 0.0048(7) 0.0087(7) S2 0.0180(8) 0.0238(8) 0.0216(9) 0.0065(7) 0.0058(7) 0.0134(7) S3 0.0180(8) 0.0271(9) 0.0231(10) 0.0024(8) 0.0046(7) 0.0086(7) S4 0.0193(9) 0.0383(10) 0.0262(10) 0.0075(9) 0.0075(7) 0.0167(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 C1 1.499(17) 2_657 ? C1 C2 1.516(12) . ? C2 S1 1.821(9) . ? C3 C4 1.379(11) . ? C3 C8 1.394(12) . ? C3 S1 1.773(7) . ? C4 C5 1.408(14) . ? C5 C6 1.371(16) . ? C6 C7 1.380(15) . ? C7 C8 1.380(13) . ? C9 C10 1.506(10) . ? C9 C25 1.515(11) 1_455 ? C10 S2 1.811(8) . ? C11 C12 1.388(11) . ? C11 C16 1.392(12) . ? C11 S2 1.759(8) . ? C12 C13 1.375(12) . ? C13 C14 1.377(16) . ? C14 C15 1.388(14) . ? C15 C16 1.374(11) . ? C17 C18 1.538(11) . ? C17 C17 1.560(15) 2_777 ? C18 S3 1.821(8) . ? C19 C20 1.364(13) . ? C19 C24 1.405(12) . ? C19 S3 1.780(8) . ? C20 C21 1.387(12) . ? C21 C22 1.349(16) . ? C22 C23 1.403(16) . ? C23 C24 1.397(12) . ? C25 C9 1.515(11) 1_655 ? C25 C26 1.525(10) . ? C26 S4 1.802(8) . ? C27 C28 1.382(15) . ? C27 C32 1.401(14) . ? C27 S4 1.758(9) . ? C28 C29 1.368(14) . ? C29 C30 1.42(2) . ? C30 C31 1.32(2) . ? C31 C32 1.393(15) . ? Cu1 S1 2.298(2) . ? Cu1 I2 2.6391(12) . ? Cu1 I1 2.6465(12) . ? Cu1 Cu2 2.6505(16) . ? Cu1 Cu3 2.6978(17) . ? Cu1 I3 2.7027(14) . ? Cu1 Cu4 2.7151(16) . ? Cu2 S2 2.284(2) . ? Cu2 I3 2.6286(14) . ? Cu2 Cu3 2.6700(17) . ? Cu2 I1 2.6759(13) . ? Cu2 Cu4 2.6921(14) . ? Cu2 I4 2.7543(14) . ? Cu3 S3 2.322(2) . ? Cu3 I4 2.6485(14) . ? Cu3 I1 2.6797(12) . ? Cu3 I2 2.7020(12) . ? Cu3 Cu4 2.7431(16) . ? Cu4 S4 2.293(2) . ? Cu4 I3 2.6375(14) . ? Cu4 I2 2.6592(14) . ? Cu4 I4 2.7745(14) . ? 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 C1 C1 C2 114.3(9) 2_657 . ? C1 C2 S1 113.6(6) . . ? C4 C3 C8 119.6(8) . . ? C4 C3 S1 124.2(7) . . ? C8 C3 S1 116.0(6) . . ? C3 C4 C5 119.3(9) . . ? C6 C5 C4 120.5(8) . . ? C5 C6 C7 119.7(9) . . ? C6 C7 C8 120.4(10) . . ? C7 C8 C3 120.2(8) . . ? C10 C9 C25 109.6(7) . 1_455 ? C9 C10 S2 116.1(6) . . ? C12 C11 C16 120.0(7) . . ? C12 C11 S2 121.5(7) . . ? C16 C11 S2 118.3(6) . . ? C13 C12 C11 120.5(8) . . ? C12 C13 C14 119.2(9) . . ? C13 C14 C15 120.9(8) . . ? C16 C15 C14 119.9(9) . . ? C15 C16 C11 119.5(8) . . ? C18 C17 C17 109.0(8) . 2_777 ? C17 C18 S3 112.9(6) . . ? C20 C19 C24 120.4(8) . . ? C20 C19 S3 125.1(7) . . ? C24 C19 S3 114.4(7) . . ? C19 C20 C21 119.5(9) . . ? C22 C21 C20 121.8(10) . . ? C21 C22 C23 119.8(8) . . ? C24 C23 C22 119.3(10) . . ? C23 C24 C19 119.2(9) . . ? C9 C25 C26 113.4(7) 1_655 . ? C25 C26 S4 112.5(6) . . ? C28 C27 C32 121.1(9) . . ? C28 C27 S4 122.1(7) . . ? C32 C27 S4 116.7(8) . . ? C29 C28 C27 120.0(11) . . ? C28 C29 C30 118.6(13) . . ? C31 C30 C29 121.1(11) . . ? C30 C31 C32 121.6(12) . . ? C31 C32 C27 117.5(12) . . ? S1 Cu1 I2 105.45(6) . . ? S1 Cu1 I1 111.07(6) . . ? I2 Cu1 I1 113.97(5) . . ? S1 Cu1 Cu2 144.34(7) . . ? I2 Cu1 Cu2 109.38(5) . . ? I1 Cu1 Cu2 60.69(3) . . ? S1 Cu1 Cu3 150.34(7) . . ? I2 Cu1 Cu3 60.82(4) . . ? I1 Cu1 Cu3 60.18(4) . . ? Cu2 Cu1 Cu3 59.89(4) . . ? S1 Cu1 I3 101.41(7) . . ? I2 Cu1 I3 111.23(5) . . ? I1 Cu1 I3 112.75(5) . . ? Cu2 Cu1 I3 58.81(4) . . ? Cu3 Cu1 I3 108.06(6) . . ? S1 Cu1 Cu4 138.04(7) . . ? I2 Cu1 Cu4 59.54(4) . . ? I1 Cu1 Cu4 110.72(5) . . ? Cu2 Cu1 Cu4 60.22(4) . . ? Cu3 Cu1 Cu4 60.90(5) . . ? I3 Cu1 Cu4 58.26(4) . . ? S2 Cu2 I3 100.23(6) . . ? S2 Cu2 Cu1 153.85(7) . . ? I3 Cu2 Cu1 61.59(4) . . ? S2 Cu2 Cu3 144.60(7) . . ? I3 Cu2 Cu3 111.15(5) . . ? Cu1 Cu2 Cu3 60.93(5) . . ? S2 Cu2 I1 121.01(6) . . ? I3 Cu2 I1 114.22(5) . . ? Cu1 Cu2 I1 59.58(4) . . ? Cu3 Cu2 I1 60.17(4) . . ? S2 Cu2 Cu4 128.27(7) . . ? I3 Cu2 Cu4 59.42(4) . . ? Cu1 Cu2 Cu4 61.08(4) . . ? Cu3 Cu2 Cu4 61.53(4) . . ? I1 Cu2 Cu4 110.53(5) . . ? S2 Cu2 I4 94.45(6) . . ? I3 Cu2 I4 113.95(5) . . ? Cu1 Cu2 I4 109.82(5) . . ? Cu3 Cu2 I4 58.43(4) . . ? I1 Cu2 I4 111.31(5) . . ? Cu4 Cu2 I4 61.24(4) . . ? S3 Cu3 I4 104.02(7) . . ? S3 Cu3 Cu2 146.59(7) . . ? I4 Cu3 Cu2 62.38(4) . . ? S3 Cu3 I1 107.00(6) . . ? I4 Cu3 I1 114.60(5) . . ? Cu2 Cu3 I1 60.03(4) . . ? S3 Cu3 Cu1 144.32(7) . . ? I4 Cu3 Cu1 111.64(5) . . ? Cu2 Cu3 Cu1 59.18(5) . . ? I1 Cu3 Cu1 58.96(4) . . ? S3 Cu3 I2 106.47(7) . . ? I4 Cu3 I2 113.10(4) . . ? Cu2 Cu3 I2 106.94(5) . . ? I1 Cu3 I2 110.88(5) . . ? Cu1 Cu3 I2 58.52(3) . . ? S3 Cu3 Cu4 144.08(6) . . ? I4 Cu3 Cu4 61.91(4) . . ? Cu2 Cu3 Cu4 59.63(4) . . ? I1 Cu3 Cu4 108.88(5) . . ? Cu1 Cu3 Cu4 59.87(5) . . ? I2 Cu3 Cu4 58.46(4) . . ? S4 Cu4 I3 114.19(7) . . ? S4 Cu4 I2 113.32(6) . . ? I3 Cu4 I2 112.67(5) . . ? S4 Cu4 Cu2 136.68(7) . . ? I3 Cu4 Cu2 59.09(4) . . ? I2 Cu4 Cu2 107.54(5) . . ? S4 Cu4 Cu1 161.11(7) . . ? I3 Cu4 Cu1 60.63(4) . . ? I2 Cu4 Cu1 58.81(4) . . ? Cu2 Cu4 Cu1 58.70(4) . . ? S4 Cu4 Cu3 134.55(7) . . ? I3 Cu4 Cu3 108.63(5) . . ? I2 Cu4 Cu3 60.00(4) . . ? Cu2 Cu4 Cu3 58.84(4) . . ? Cu1 Cu4 Cu3 59.24(4) . . ? S4 Cu4 I4 91.44(7) . . ? I3 Cu4 I4 113.00(5) . . ? I2 Cu4 I4 110.48(5) . . ? Cu2 Cu4 I4 60.49(4) . . ? Cu1 Cu4 I4 107.35(5) . . ? Cu3 Cu4 I4 57.37(4) . . ? Cu1 I1 Cu2 59.73(4) . . ? Cu1 I1 Cu3 60.86(4) . . ? Cu2 I1 Cu3 59.81(4) . . ? Cu1 I2 Cu4 61.65(4) . . ? Cu1 I2 Cu3 60.66(4) . . ? Cu4 I2 Cu3 61.54(4) . . ? Cu2 I3 Cu4 61.49(4) . . ? Cu2 I3 Cu1 59.60(4) . . ? Cu4 I3 Cu1 61.10(4) . . ? Cu3 I4 Cu2 59.19(4) . . ? Cu3 I4 Cu4 60.72(4) . . ? Cu2 I4 Cu4 58.28(4) . . ? C3 S1 C2 105.3(4) . . ? C3 S1 Cu1 104.1(3) . . ? C2 S1 Cu1 110.4(3) . . ? C11 S2 C10 103.6(3) . . ? C11 S2 Cu2 111.2(3) . . ? C10 S2 Cu2 112.0(3) . . ? C19 S3 C18 106.7(4) . . ? C19 S3 Cu3 101.6(3) . . ? C18 S3 Cu3 104.6(3) . . ? C27 S4 C26 101.4(4) . . ? C27 S4 Cu4 118.1(3) . . ? C26 S4 Cu4 105.1(3) . . ? # Attachment 'cifdep_compound_2.cif' #------------------------------------------------------------------------- #1 Global data block identification for start of deposition data_a _database_code_depnum_ccdc_archive 'CCDC 692869' _audit_creation_date 2008-06-10T16:13:27-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C8 H7 Cu I S' _chemical_formula_weight 325.64 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 25.904(3) _cell_length_b 25.904(3) _cell_length_c 7.2277(15) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4200.2(11) _cell_formula_units_Z 18 _cell_measurement_temperature 173(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 2.317 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2754 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 5.802 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'Sadabs 2.01 (Bruker AXS, 1999)' _exptl_absorpt_correction_T_min 0.2521 _exptl_absorpt_correction_T_max 0.5680 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-CCD' _diffrn_measurement_method omega-scans _diffrn_reflns_av_R_equivalents 0.0464 _diffrn_reflns_av_unetI/netI 0.0328 _diffrn_reflns_number 9334 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 26.99 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.984 _diffrn_measured_fraction_theta_max 0.984 _reflns_number_total 2011 _reflns_number_gt 1847 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'SMART 5.622 (Bruker AXS, 2001)' _computing_cell_refinement 'SAINTPLUS 6.02 (Bruker AXS, 1999)' _computing_data_reduction 'SAINTPLUS 6.02 (Bruker AXS, 1999)' _computing_structure_solution 'SHELXS-90 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 V1.073 (Farrugia, 2001)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0181P)^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 riding _refine_ls_extinction_method none _refine_ls_number_reflns 2011 _refine_ls_number_parameters 100 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.026 _refine_ls_R_factor_gt 0.0229 _refine_ls_wR_factor_ref 0.0515 _refine_ls_wR_factor_gt 0.0499 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.081 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.484 _refine_diff_density_min -0.634 _refine_diff_density_rms 0.112 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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 0.54281(14) 0.08792(13) -0.0809(5) 0.0338(8) Uani 1 1 d . . . H1A H 0.5128 0.1005 -0.0978 0.041 Uiso 1 1 calc R . . H1B H 0.5624 0.0918 -0.2018 0.041 Uiso 1 1 calc R . . C2 C 0.51234(13) 0.02518(13) -0.0244(5) 0.0291(7) Uani 1 1 d . . . C3 C 0.65453(12) 0.11723(12) 0.0755(4) 0.0222(6) Uani 1 1 d . . . C4 C 0.69591(14) 0.13940(14) 0.2167(5) 0.0304(7) Uani 1 1 d . . . H4 H 0.6928 0.1631 0.3114 0.036 Uiso 1 1 calc R . . C5 C 0.74231(16) 0.12678(17) 0.2197(6) 0.0427(9) Uani 1 1 d . . . H5 H 0.7708 0.1419 0.3169 0.051 Uiso 1 1 calc R . . C6 C 0.74690(16) 0.09268(16) 0.0832(6) 0.0464(10) Uani 1 1 d . . . H6 H 0.7786 0.0842 0.086 0.056 Uiso 1 1 calc R . . C7 C 0.70628(16) 0.07086(15) -0.0568(6) 0.0415(9) Uani 1 1 d . . . H7 H 0.7097 0.047 -0.1505 0.05 Uiso 1 1 calc R . . C8 C 0.65959(14) 0.08325(13) -0.0637(5) 0.0304(7) Uani 1 1 d . . . H8 H 0.6317 0.0686 -0.1626 0.036 Uiso 1 1 calc R . . Cu Cu 0.636556(16) 0.232616(16) -0.05229(6) 0.02660(11) Uani 1 1 d . . . I I 0.743573(8) 0.298939(8) 0.08227(3) 0.02443(8) Uani 1 1 d . . . S S 0.59830(3) 0.13741(3) 0.08434(11) 0.02326(17) 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 0.0278(16) 0.0202(15) 0.043(2) 0.0042(14) -0.0112(15) 0.0039(13) C2 0.0220(15) 0.0225(14) 0.0371(19) 0.0010(13) -0.0071(13) 0.0068(12) C3 0.0214(14) 0.0158(13) 0.0291(17) 0.0045(12) 0.0051(12) 0.0091(11) C4 0.0324(17) 0.0300(16) 0.0336(19) -0.0045(14) -0.0063(14) 0.0193(14) C5 0.038(2) 0.044(2) 0.053(2) 0.0024(18) -0.0089(17) 0.0247(17) C6 0.0344(19) 0.037(2) 0.077(3) 0.011(2) 0.014(2) 0.0243(17) C7 0.042(2) 0.0281(17) 0.056(2) 0.0044(16) 0.0252(19) 0.0189(16) C8 0.0314(17) 0.0236(15) 0.0312(19) -0.0008(13) 0.0070(14) 0.0101(13) Cu 0.02346(19) 0.02059(19) 0.0341(3) -0.00097(16) -0.00214(16) 0.00977(15) I 0.02248(11) 0.01886(11) 0.02715(14) 0.00045(7) -0.00437(8) 0.00673(8) S 0.0190(3) 0.0165(3) 0.0328(5) 0.0004(3) -0.0012(3) 0.0077(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 C2 1.466(4) . ? C1 S 1.815(3) . ? C2 C2 1.184(6) 10_655 ? C3 C4 1.380(4) . ? C3 C8 1.386(4) . ? C3 S 1.778(3) . ? C4 C5 1.395(4) . ? C5 C6 1.369(5) . ? C6 C7 1.362(5) . ? C7 C8 1.398(5) . ? Cu S 2.3655(8) . ? Cu I 2.6115(5) . ? Cu I 2.6367(7) 17_554 ? Cu I 2.6546(5) 3_665 ? Cu Cu 2.8484(6) 17_554 ? Cu Cu 2.8485(6) 18_544 ? I Cu 2.6367(7) 18_544 ? I Cu 2.6546(5) 2_655 ? 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 S 113.4(2) . . ? C2 C2 C1 178.8(5) 10_655 . ? C4 C3 C8 120.0(3) . . ? C4 C3 S 115.6(2) . . ? C8 C3 S 124.4(2) . . ? C3 C4 C5 119.7(3) . . ? C6 C5 C4 120.2(4) . . ? C7 C6 C5 120.3(3) . . ? C6 C7 C8 120.6(3) . . ? C3 C8 C7 119.1(3) . . ? S Cu I 106.50(2) . . ? S Cu I 109.48(2) . 17_554 ? I Cu I 114.514(16) . 17_554 ? S Cu I 96.99(2) . 3_665 ? I Cu I 114.484(17) . 3_665 ? I Cu I 113.080(15) 17_554 3_665 ? S Cu Cu 122.42(2) . 17_554 ? I Cu Cu 130.675(11) . 17_554 ? I Cu Cu 56.705(17) 17_554 17_554 ? I Cu Cu 57.129(14) 3_665 17_554 ? S Cu Cu 133.12(2) . 18_544 ? I Cu Cu 57.556(14) . 18_544 ? I Cu Cu 57.733(18) 17_554 18_544 ? I Cu Cu 129.882(10) 3_665 18_544 ? Cu Cu Cu 89.70(2) 17_554 18_544 ? Cu I Cu 65.741(13) . 18_544 ? Cu I Cu 99.441(17) . 2_655 ? Cu I Cu 65.141(13) 18_544 2_655 ? C3 S C1 104.17(15) . . ? C3 S Cu 108.29(9) . . ? C1 S Cu 103.46(10) . . ?