data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef 'gb1071b.cif' # 1. SUBMISSION DETAILS #---------------------- _publ_contact_author_name 'Skelton, B. W.' _publ_contact_author_address ; Chemistry, School of Biomedical, Biomolecular and Chemical Science, M313, University of Western Australia, Perth, WA 6009, Australia ; _publ_contact_author_email brian.skelton@uwa.edu.au _publ_contact_author_fax (+61)_08_6488_1118 _publ_contact_author_phone (+61)_08_6488_7107 loop_ _publ_author_name _publ_author_footnote _publ_author_address 'Skelton, Brian W.' . ; Chemistry, School of Biomedical, Biomolecular and Chemical Science, M313, University of Western Australia, Perth, WA 6009, Australia ; _publ_section_references ; Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838. Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge National Laboratory, Tennessee, USA. Oxford Diffraction (2006). CrysAlis CCD. Oxford Diffraction Ltd, Abingdon, England. Oxford Diffraction (2006). CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England. Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122. ; data_cpcui _database_code_depnum_ccdc_archive 'CCDC 794385' #TrackingRef 'cpcui.cif' _audit_creation_date 2010-08-30T21:39:19-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C40 H44 Cl Cu2 I9 N8 O2' _chemical_formula_moiety 'C40 H42 Cl Cu2 N8 O, 3(I3), H2 O' _chemical_formula_weight 1973.46 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'F d d d' _symmetry_space_group_name_Hall '-F 2uv 2vw' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+3/4, -y+3/4, z' '-x+3/4, y, -z+3/4' 'x, -y+3/4, -z+3/4' 'x, y+1/2, z+1/2' '-x+3/4, -y+5/4, z+1/2' '-x+3/4, y+1/2, -z+5/4' 'x, -y+5/4, -z+5/4' 'x+1/2, y, z+1/2' '-x+5/4, -y+3/4, z+1/2' '-x+5/4, y, -z+5/4' 'x+1/2, -y+3/4, -z+5/4' 'x+1/2, y+1/2, z' '-x+5/4, -y+5/4, z' '-x+5/4, y+1/2, -z+3/4' 'x+1/2, -y+5/4, -z+3/4' '-x, -y, -z' 'x-3/4, y-3/4, -z' 'x-3/4, -y, z-3/4' '-x, y-3/4, z-3/4' '-x, -y+1/2, -z+1/2' 'x-3/4, y-1/4, -z+1/2' 'x-3/4, -y+1/2, z-1/4' '-x, y-1/4, z-1/4' '-x+1/2, -y, -z+1/2' 'x-1/4, y-3/4, -z+1/2' 'x-1/4, -y, z-1/4' '-x+1/2, y-3/4, z-1/4' '-x+1/2, -y+1/2, -z' 'x-1/4, y-1/4, -z' 'x-1/4, -y+1/2, z-3/4' '-x+1/2, y-1/4, z-3/4' _cell_length_a 26.1124(3) _cell_length_b 28.8852(4) _cell_length_c 29.5107(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 22258.8(6) _cell_formula_units_Z 16 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 49682 _cell_measurement_theta_min 3.4169 _cell_measurement_theta_max 40.1723 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description needle _exptl_crystal_colour black _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 2.356 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 14528 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 -1 1 0.0339 -1 0 -1 0.4985 1 0 -1 0.1198 1 0 1 0.102 0 -1 -1 0.0463 0 1 1 0.0216 0 1 -1 0.0452 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 5.845 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.186 _exptl_absorpt_correction_T_max 0.716 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4738 _diffrn_orient_matrix_ub_11 0.0032861551 _diffrn_orient_matrix_ub_12 -0.0190407947 _diffrn_orient_matrix_ub_13 0.0148764074 _diffrn_orient_matrix_ub_21 -0.0003403901 _diffrn_orient_matrix_ub_22 -0.0153340718 _diffrn_orient_matrix_ub_23 -0.0187615726 _diffrn_orient_matrix_ub_31 0.0269635765 _diffrn_orient_matrix_ub_32 0.0021312607 _diffrn_orient_matrix_ub_33 -0.0020784705 _diffrn_measurement_device_type 'Oxford Diffraction Gemini diffractometer' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0502 _diffrn_reflns_av_unetI/netI 0.034 _diffrn_reflns_number 212945 _diffrn_reflns_limit_h_min -47 _diffrn_reflns_limit_h_max 47 _diffrn_reflns_limit_k_min -51 _diffrn_reflns_limit_k_max 52 _diffrn_reflns_limit_l_min -53 _diffrn_reflns_limit_l_max 52 _diffrn_reflns_theta_min 3.68 _diffrn_reflns_theta_max 40.23 _diffrn_reflns_theta_full 40 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.988 _reflns_number_total 17306 _reflns_number_gt 11541 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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. Water molecule hydrogen geometries were restrained to ideal values. ; _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^)+(0.0339P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 17306 _refine_ls_number_parameters 293 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0521 _refine_ls_R_factor_gt 0.0252 _refine_ls_wR_factor_ref 0.0648 _refine_ls_wR_factor_gt 0.0561 _refine_ls_goodness_of_fit_ref 0.897 _refine_ls_restrained_S_all 0.897 _refine_ls_shift/su_max 0.01 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 2.999 _refine_diff_density_min -1.91 _refine_diff_density_rms 0.187 #----------------------------------------------------------------------------# # 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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 Cu1 Cu 0.375 0.223410(12) 0.375 0.01481(6) Uani 1 2 d S . . O1 O 0.375 0.30678(7) 0.375 0.0222(4) Uani 1 2 d SD . . H1W H 0.4026(4) 0.3246(9) 0.3756(13) 0.091(15) Uiso 1 1 d D . . Cu2 Cu 0.375 0.036249(12) 0.375 0.01553(6) Uani 1 2 d S . . Cl2 Cl 0.375 0.124620(17) 0.375 0.00834(8) Uani 1 2 d S . . N11 N 0.29801(6) 0.22329(5) 0.36306(5) 0.0146(3) Uani 1 1 d . . . C12 C 0.27698(7) 0.25393(6) 0.33422(6) 0.0167(3) Uani 1 1 d . . . H12 H 0.2988 0.2746 0.3184 0.02 Uiso 1 1 calc R . . C13 C 0.22469(7) 0.25645(7) 0.32670(7) 0.0204(4) Uani 1 1 d . . . H13 H 0.211 0.2784 0.306 0.024 Uiso 1 1 calc R . . C14 C 0.19277(7) 0.22631(7) 0.34996(7) 0.0216(4) Uani 1 1 d . . . H14 H 0.1567 0.2274 0.3456 0.026 Uiso 1 1 calc R . . C15 C 0.21417(7) 0.19451(7) 0.37963(7) 0.0191(4) Uani 1 1 d . . . H15 H 0.1931 0.1733 0.3957 0.023 Uiso 1 1 calc R . . C16 C 0.26683(7) 0.19421(7) 0.38538(6) 0.0165(3) Uani 1 1 d . . . H16 H 0.2814 0.1726 0.4059 0.02 Uiso 1 1 calc R . . N21 N 0.36109(6) 0.22330(5) 0.44252(5) 0.0141(3) Uani 1 1 d . . . C22 C 0.32872(7) 0.25383(6) 0.46167(6) 0.0157(3) Uani 1 1 d . . . H22 H 0.3136 0.277 0.4431 0.019 Uiso 1 1 calc R . . C23 C 0.31656(7) 0.25276(6) 0.50744(7) 0.0171(3) Uani 1 1 d . . . H23 H 0.2937 0.2749 0.52 0.02 Uiso 1 1 calc R . . C24 C 0.33829(7) 0.21885(6) 0.53438(6) 0.0170(3) Uani 1 1 d . . . H24 H 0.3296 0.2166 0.5656 0.02 Uiso 1 1 calc R . . C25 C 0.37292(7) 0.18808(6) 0.51519(6) 0.0162(3) Uani 1 1 d . . . H25 H 0.3892 0.1652 0.5332 0.019 Uiso 1 1 calc R . . C26 C 0.38325(6) 0.19144(6) 0.46912(6) 0.0143(3) Uani 1 1 d . . . H26 H 0.4069 0.1704 0.456 0.017 Uiso 1 1 calc R . . N31 N 0.29936(6) 0.03029(5) 0.39043(6) 0.0173(3) Uani 1 1 d . . . C32 C 0.26591(7) 0.05866(7) 0.37015(6) 0.0191(4) Uani 1 1 d . . . H32 H 0.2785 0.0803 0.3486 0.023 Uiso 1 1 calc R . . C33 C 0.21380(8) 0.05793(7) 0.37915(7) 0.0216(4) Uani 1 1 d . . . H33 H 0.191 0.0785 0.3642 0.026 Uiso 1 1 calc R . . C34 C 0.19579(8) 0.02591(8) 0.41099(8) 0.0246(4) Uani 1 1 d . . . H34 H 0.1604 0.0248 0.4185 0.029 Uiso 1 1 calc R . . C35 C 0.22975(8) -0.00392(7) 0.43129(8) 0.0241(4) Uani 1 1 d . . . H35 H 0.218 -0.0263 0.4525 0.029 Uiso 1 1 calc R . . C36 C 0.28128(7) -0.00102(7) 0.42050(7) 0.0193(3) Uani 1 1 d . . . H36 H 0.3046 -0.0217 0.4347 0.023 Uiso 1 1 calc R . . N41 N 0.39226(6) 0.02939(5) 0.44139(5) 0.0162(3) Uani 1 1 d . . . C42 C 0.37319(7) 0.06039(6) 0.47087(6) 0.0175(3) Uani 1 1 d . . . H42 H 0.3508 0.0838 0.4599 0.021 Uiso 1 1 calc R . . C43 C 0.38494(8) 0.05959(7) 0.51662(7) 0.0195(3) Uani 1 1 d . . . H43 H 0.3709 0.0821 0.5366 0.023 Uiso 1 1 calc R . . C44 C 0.41756(8) 0.02538(7) 0.53282(7) 0.0210(4) Uani 1 1 d . . . H44 H 0.427 0.0246 0.5639 0.025 Uiso 1 1 calc R . . C45 C 0.43613(7) -0.00756(7) 0.50287(7) 0.0210(4) Uani 1 1 d . . . H45 H 0.4577 -0.0318 0.5133 0.025 Uiso 1 1 calc R . . C46 C 0.42275(7) -0.00452(7) 0.45755(7) 0.0193(3) Uani 1 1 d . . . H46 H 0.4355 -0.0271 0.4371 0.023 Uiso 1 1 calc R . . I11 I 0.809515(7) 0.375 0.375 0.02555(4) Uani 1 2 d S . . I12 I 0.701614(6) 0.375 0.375 0.01673(3) Uani 1 2 d S . . I13 I 0.585092(6) 0.375 0.375 0.01671(3) Uani 1 2 d S . . I21 I 0.487015(5) 0.370779(5) 0.497883(5) 0.02268(3) Uani 1 1 d . . . I22 I 0.375 0.375 0.501782(6) 0.01712(3) Uani 1 2 d S . . I31 I 0.986431(4) 0.365384(4) 0.513038(5) 0.01908(3) Uani 1 1 d . . . I32 I 0.875 0.375 0.515957(6) 0.01559(3) Uani 1 2 d S . . O2 O 0.45232(9) 0.375 0.375 0.0374(6) Uani 1 2 d SD . . H2W H 0.4722(11) 0.3748(15) 0.3994(3) 0.106(17) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01026(12) 0.02477(15) 0.00941(12) 0 -0.00020(11) 0 O1 0.0196(9) 0.0203(9) 0.0267(11) 0 0.0002(8) 0 Cu2 0.01420(13) 0.02118(15) 0.01120(13) 0 0.00089(11) 0 Cl2 0.01117(19) 0.00567(17) 0.00818(19) 0 -0.00005(15) 0 N11 0.0131(6) 0.0183(7) 0.0124(6) -0.0003(5) -0.0010(5) 0.0001(5) C12 0.0160(7) 0.0185(8) 0.0156(8) 0.0004(6) -0.0012(6) 0.0000(6) C13 0.0160(8) 0.0223(9) 0.0228(10) -0.0001(7) -0.0040(7) 0.0057(6) C14 0.0124(7) 0.0280(10) 0.0244(10) -0.0042(8) -0.0021(7) 0.0028(7) C15 0.0141(7) 0.0233(9) 0.0200(10) -0.0018(7) 0.0034(6) -0.0016(6) C16 0.0140(7) 0.0214(8) 0.0140(8) 0.0002(6) 0.0012(6) 0.0003(6) N21 0.0123(6) 0.0185(7) 0.0116(6) -0.0006(5) -0.0002(5) 0.0011(5) C22 0.0152(7) 0.0182(8) 0.0136(8) 0.0003(6) 0.0000(6) 0.0015(6) C23 0.0169(7) 0.0180(8) 0.0162(8) -0.0030(6) 0.0029(6) -0.0010(6) C24 0.0210(8) 0.0175(8) 0.0124(8) -0.0022(6) 0.0020(6) -0.0034(6) C25 0.0177(7) 0.0183(7) 0.0125(7) 0.0008(6) -0.0023(6) -0.0014(6) C26 0.0140(7) 0.0168(7) 0.0122(7) -0.0008(6) -0.0007(5) 0.0016(6) N31 0.0172(7) 0.0205(7) 0.0143(7) 0.0011(6) 0.0012(6) -0.0018(6) C32 0.0156(7) 0.0256(9) 0.0161(9) 0.0026(6) -0.0004(6) -0.0022(7) C33 0.0154(7) 0.0271(10) 0.0222(11) -0.0002(7) -0.0014(7) -0.0023(7) C34 0.0166(8) 0.0326(11) 0.0246(11) 0.0004(8) 0.0024(7) -0.0073(8) C35 0.0241(9) 0.0271(10) 0.0212(10) 0.0042(8) 0.0029(7) -0.0095(8) C36 0.0211(8) 0.0216(9) 0.0154(9) 0.0020(7) 0.0001(7) -0.0032(7) N41 0.0154(6) 0.0196(7) 0.0136(7) 0.0007(5) 0.0008(5) 0.0013(5) C42 0.0189(8) 0.0190(8) 0.0145(8) 0.0007(6) 0.0033(7) 0.0029(6) C43 0.0243(9) 0.0201(8) 0.0139(8) 0.0000(6) 0.0018(6) -0.0039(7) C44 0.0250(9) 0.0224(9) 0.0157(9) 0.0048(7) -0.0025(7) -0.0066(7) C45 0.0189(8) 0.0216(9) 0.0223(10) 0.0069(7) -0.0025(7) -0.0003(7) C46 0.0179(8) 0.0189(8) 0.0212(9) 0.0008(7) 0.0018(7) 0.0022(6) I11 0.01581(7) 0.03817(11) 0.02266(9) -0.00022(8) 0 0 I12 0.01665(7) 0.02107(7) 0.01247(7) -0.00037(6) 0 0 I13 0.01497(7) 0.02299(8) 0.01218(7) -0.00141(6) 0 0 I21 0.01637(5) 0.02162(6) 0.03006(7) -0.00368(5) 0.00230(5) 0.00040(4) I22 0.01713(7) 0.01536(7) 0.01886(8) 0 0 -0.00229(5) I31 0.01402(5) 0.02350(6) 0.01972(6) -0.00047(4) -0.00028(4) 0.00289(4) I32 0.01429(6) 0.01619(7) 0.01629(7) 0 0 -0.00022(5) O2 0.0187(10) 0.0329(13) 0.0607(19) 0.0072(12) 0 0 #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N21 2.0253(15) 3 ? Cu1 N21 2.0253(15) . ? Cu1 N11 2.0410(15) 3 ? Cu1 N11 2.0410(15) . ? Cu1 O1 2.408(2) . ? Cu1 Cl2 2.8536(6) . ? O1 H1W 0.885(16) . ? Cu2 N41 2.0202(16) 3 ? Cu2 N41 2.0202(16) . ? Cu2 N31 2.0343(16) 3 ? Cu2 N31 2.0343(16) . ? Cu2 Cl2 2.5526(6) . ? N11 C16 1.343(2) . ? N11 C12 1.345(2) . ? C12 C13 1.385(3) . ? C12 H12 0.95 . ? C13 C14 1.387(3) . ? C13 H13 0.95 . ? C14 C15 1.387(3) . ? C14 H14 0.95 . ? C15 C16 1.385(3) . ? C15 H15 0.95 . ? C16 H16 0.95 . ? N21 C26 1.341(2) . ? N21 C22 1.346(2) . ? C22 C23 1.388(3) . ? C22 H22 0.95 . ? C23 C24 1.383(3) . ? C23 H23 0.95 . ? C24 C25 1.389(3) . ? C24 H24 0.95 . ? C25 C26 1.389(3) . ? C25 H25 0.95 . ? C26 H26 0.95 . ? N31 C32 1.339(2) . ? N31 C36 1.352(2) . ? C32 C33 1.386(3) . ? C32 H32 0.95 . ? C33 C34 1.400(3) . ? C33 H33 0.95 . ? C34 C35 1.374(3) . ? C34 H34 0.95 . ? C35 C36 1.385(3) . ? C35 H35 0.95 . ? C36 H36 0.95 . ? N41 C42 1.344(2) . ? N41 C46 1.349(2) . ? C42 C43 1.385(3) . ? C42 H42 0.95 . ? C43 C44 1.389(3) . ? C43 H43 0.95 . ? C44 C45 1.386(3) . ? C44 H44 0.95 . ? C45 C46 1.385(3) . ? C45 H45 0.95 . ? C46 H46 0.95 . ? I11 I12 2.8176(2) . ? I12 I13 3.0427(2) . ? I21 I22 2.92977(13) . ? I22 I21 2.92977(13) 2 ? I31 I32 2.92423(12) . ? I32 I31 2.92423(13) 2_655 ? O2 H2W 0.887(16) . ? 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 N21 Cu1 N21 179.82(9) 3 . ? N21 Cu1 N11 89.61(6) 3 3 ? N21 Cu1 N11 90.39(6) . 3 ? N21 Cu1 N11 90.39(6) 3 . ? N21 Cu1 N11 89.61(6) . . ? N11 Cu1 N11 179.81(9) 3 . ? N21 Cu1 O1 90.09(4) 3 . ? N21 Cu1 O1 90.09(4) . . ? N11 Cu1 O1 90.10(4) 3 . ? N11 Cu1 O1 90.10(4) . . ? Cl2 Cu1 N11 89.90(4) . . ? Cl2 Cu1 N21 89.91(4) . . ? Cu1 O1 H1W 125.5(16) . . ? N41 Cu2 N41 168.75(9) 3 . ? N41 Cu2 N31 89.50(6) 3 3 ? N41 Cu2 N31 89.55(6) . 3 ? N41 Cu2 N31 89.55(6) 3 . ? N41 Cu2 N31 89.50(6) . . ? N31 Cu2 N31 170.29(9) 3 . ? N41 Cu2 Cl2 95.63(5) 3 . ? N41 Cu2 Cl2 95.63(5) . . ? N31 Cu2 Cl2 94.85(5) 3 . ? N31 Cu2 Cl2 94.85(5) . . ? Cu1 Cl2 Cu2 180 . . ? C16 N11 C12 118.32(16) . . ? C16 N11 Cu1 120.92(13) . . ? C12 N11 Cu1 120.68(12) . . ? N11 C12 C13 122.58(18) . . ? N11 C12 H12 118.7 . . ? C13 C12 H12 118.7 . . ? C12 C13 C14 118.69(18) . . ? C12 C13 H13 120.7 . . ? C14 C13 H13 120.7 . . ? C15 C14 C13 119.08(17) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? C16 C15 C14 118.78(18) . . ? C16 C15 H15 120.6 . . ? C14 C15 H15 120.6 . . ? N11 C16 C15 122.55(18) . . ? N11 C16 H16 118.7 . . ? C15 C16 H16 118.7 . . ? C26 N21 C22 118.35(16) . . ? C26 N21 Cu1 119.99(12) . . ? C22 N21 Cu1 121.64(12) . . ? N21 C22 C23 122.53(17) . . ? N21 C22 H22 118.7 . . ? C23 C22 H22 118.7 . . ? C24 C23 C22 118.76(17) . . ? C24 C23 H23 120.6 . . ? C22 C23 H23 120.6 . . ? C23 C24 C25 119.09(17) . . ? C23 C24 H24 120.5 . . ? C25 C24 H24 120.5 . . ? C24 C25 C26 118.72(17) . . ? C24 C25 H25 120.6 . . ? C26 C25 H25 120.6 . . ? N21 C26 C25 122.49(16) . . ? N21 C26 H26 118.8 . . ? C25 C26 H26 118.8 . . ? C32 N31 C36 118.36(17) . . ? C32 N31 Cu2 118.80(13) . . ? C36 N31 Cu2 122.84(13) . . ? N31 C32 C33 123.05(18) . . ? N31 C32 H32 118.5 . . ? C33 C32 H32 118.5 . . ? C32 C33 C34 117.93(19) . . ? C32 C33 H33 121 . . ? C34 C33 H33 121 . . ? C35 C34 C33 119.35(19) . . ? C35 C34 H34 120.3 . . ? C33 C34 H34 120.3 . . ? C34 C35 C36 119.27(19) . . ? C34 C35 H35 120.4 . . ? C36 C35 H35 120.4 . . ? N31 C36 C35 122.02(18) . . ? N31 C36 H36 119 . . ? C35 C36 H36 119 . . ? C42 N41 C46 118.27(17) . . ? C42 N41 Cu2 118.67(13) . . ? C46 N41 Cu2 123.06(13) . . ? N41 C42 C43 122.53(17) . . ? N41 C42 H42 118.7 . . ? C43 C42 H42 118.7 . . ? C42 C43 C44 118.90(18) . . ? C42 C43 H43 120.5 . . ? C44 C43 H43 120.5 . . ? C45 C44 C43 118.89(19) . . ? C45 C44 H44 120.6 . . ? C43 C44 H44 120.6 . . ? C46 C45 C44 118.94(18) . . ? C46 C45 H45 120.5 . . ? C44 C45 H45 120.5 . . ? N41 C46 C45 122.42(18) . . ? N41 C46 H46 118.8 . . ? C45 C46 H46 118.8 . . ? I11 I12 I13 180 . . ? I21 I22 I21 175.498(9) . 2 ? I31 I32 I31 176.624(8) . 2_655 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1W O2 0.885(16) 1.952(19) 2.821(2) 167(2) . O2 H2W I21 0.887(16) 2.935(9) 3.7398(6) 152(2) . O2 H2W I13 0.887(16) 3.03(3) 3.467(2) 112.1(16) . #===END # Attachment 'cpcui2.cif' data_cpcui2 _database_code_depnum_ccdc_archive 'CCDC 794386' #TrackingRef 'cpcui2.cif' _audit_creation_date 2010-09-09T17:46:27-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C60 H60 Cu4 I10 N12' _chemical_formula_moiety 'C20 H20 Cu2 I2 N4, 2(C20 H20 Cu I N4), 2(I3)' _chemical_formula_weight 2472.36 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _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 10.04250(10) _cell_length_b 9.59860(10) _cell_length_c 38.7280(3) _cell_angle_alpha 90 _cell_angle_beta 93.2490(10) _cell_angle_gamma 90 _cell_volume 3727.14(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 29265 _cell_measurement_theta_min 3.4098 _cell_measurement_theta_max 36.9467 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour black _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.14 _exptl_crystal_density_diffrn 2.203 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2300 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -12 2 29 0.0833 -5 -12 14 0.0723 1 0 4 0.0512 1 1 1 0.0938 0 1 -4 0.1443 0 -1 -4 0.062 0 1 3 0.0623 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 5.311 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.252 _exptl_absorpt_correction_T_max 0.475 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4738 _diffrn_orient_matrix_ub_11 0.0701702053 _diffrn_orient_matrix_ub_12 0.0095582219 _diffrn_orient_matrix_ub_13 0.0006532834 _diffrn_orient_matrix_ub_21 -0.0084025148 _diffrn_orient_matrix_ub_22 0.0703982168 _diffrn_orient_matrix_ub_23 0.0050018504 _diffrn_orient_matrix_ub_31 0.003961215 _diffrn_orient_matrix_ub_32 -0.0203096439 _diffrn_orient_matrix_ub_33 0.0176229817 _diffrn_measurement_device_type 'Oxford Diffraction Gemini diffractometer' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.035 _diffrn_reflns_av_unetI/netI 0.0338 _diffrn_reflns_number 68877 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -56 _diffrn_reflns_limit_l_max 65 _diffrn_reflns_theta_min 3.42 _diffrn_reflns_theta_max 37.02 _diffrn_reflns_theta_full 36.5 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.976 _reflns_number_total 18535 _reflns_number_gt 14249 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0207P)^2^+1.1971P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 18535 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0446 _refine_ls_R_factor_gt 0.0272 _refine_ls_wR_factor_ref 0.0559 _refine_ls_wR_factor_gt 0.0532 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.66 _refine_diff_density_min -1.906 _refine_diff_density_rms 0.136 #----------------------------------------------------------------------------# # 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.47300(2) 0.51249(3) 0.132572(6) 0.01594(4) Uani 1 1 d . . . Cu2 Cu 0.07904(2) 0.10114(3) 0.013771(6) 0.01631(5) Uani 1 1 d . . . N11 N 0.56126(17) 0.69685(19) 0.14602(4) 0.0176(3) Uani 1 1 d . . . C12 C 0.5398(2) 0.7559(2) 0.17676(5) 0.0198(4) Uani 1 1 d . . . H12 H 0.4766 0.7141 0.1909 0.024 Uiso 1 1 calc R . . C13 C 0.6054(2) 0.8744(2) 0.18867(5) 0.0216(4) Uani 1 1 d . . . H13 H 0.5887 0.9119 0.2107 0.026 Uiso 1 1 calc R . . C14 C 0.6955(2) 0.9377(2) 0.16804(6) 0.0239(4) Uani 1 1 d . . . H14 H 0.7405 1.0205 0.1754 0.029 Uiso 1 1 calc R . . C15 C 0.7190(2) 0.8776(2) 0.13631(5) 0.0232(4) Uani 1 1 d . . . H15 H 0.781 0.9184 0.1217 0.028 Uiso 1 1 calc R . . C16 C 0.6510(2) 0.7579(2) 0.12641(5) 0.0215(4) Uani 1 1 d . . . H16 H 0.6684 0.7168 0.1048 0.026 Uiso 1 1 calc R . . N21 N 0.65629(17) 0.42205(19) 0.13808(4) 0.0174(3) Uani 1 1 d . . . C22 C 0.7285(2) 0.4335(2) 0.16835(5) 0.0208(4) Uani 1 1 d . . . H22 H 0.6967 0.4924 0.1858 0.025 Uiso 1 1 calc R . . C23 C 0.8472(2) 0.3630(3) 0.17497(6) 0.0248(4) Uani 1 1 d . . . H23 H 0.8951 0.3718 0.1967 0.03 Uiso 1 1 calc R . . C24 C 0.8948(2) 0.2792(3) 0.14931(6) 0.0272(5) Uani 1 1 d . . . H24 H 0.9766 0.2304 0.1531 0.033 Uiso 1 1 calc R . . C25 C 0.8215(2) 0.2673(3) 0.11791(6) 0.0282(5) Uani 1 1 d . . . H25 H 0.8527 0.211 0.0999 0.034 Uiso 1 1 calc R . . C26 C 0.7021(2) 0.3390(2) 0.11331(5) 0.0224(4) Uani 1 1 d . . . H26 H 0.6509 0.3294 0.0921 0.027 Uiso 1 1 calc R . . N31 N 0.39167(18) 0.31867(19) 0.13519(4) 0.0193(3) Uani 1 1 d . . . C32 C 0.4215(2) 0.2361(2) 0.16247(6) 0.0236(4) Uani 1 1 d . . . H32 H 0.4927 0.2625 0.1783 0.028 Uiso 1 1 calc R . . C33 C 0.3533(3) 0.1141(3) 0.16850(7) 0.0324(5) Uani 1 1 d . . . H33 H 0.376 0.0587 0.1883 0.039 Uiso 1 1 calc R . . C34 C 0.2511(3) 0.0745(3) 0.14496(8) 0.0360(6) Uani 1 1 d . . . H34 H 0.2027 -0.009 0.1483 0.043 Uiso 1 1 calc R . . C35 C 0.2204(3) 0.1576(3) 0.11657(7) 0.0346(6) Uani 1 1 d . . . H35 H 0.1513 0.1317 0.1001 0.042 Uiso 1 1 calc R . . C36 C 0.2917(2) 0.2791(3) 0.11250(6) 0.0275(5) Uani 1 1 d . . . H36 H 0.2696 0.3367 0.0931 0.033 Uiso 1 1 calc R . . N41 N 0.29270(17) 0.58646(18) 0.14616(4) 0.0171(3) Uani 1 1 d . . . C42 C 0.2445(2) 0.5463(2) 0.17639(5) 0.0197(4) Uani 1 1 d . . . H42 H 0.2959 0.4836 0.1907 0.024 Uiso 1 1 calc R . . C43 C 0.1235(2) 0.5921(2) 0.18753(5) 0.0213(4) Uani 1 1 d . . . H43 H 0.0938 0.5632 0.2093 0.026 Uiso 1 1 calc R . . C44 C 0.0462(2) 0.6809(2) 0.16649(5) 0.0220(4) Uani 1 1 d . . . H44 H -0.0378 0.713 0.1733 0.026 Uiso 1 1 calc R . . C45 C 0.0944(2) 0.7216(2) 0.13532(5) 0.0246(4) Uani 1 1 d . . . H45 H 0.0432 0.7815 0.1202 0.03 Uiso 1 1 calc R . . C46 C 0.2182(2) 0.6744(2) 0.12620(5) 0.0216(4) Uani 1 1 d . . . H46 H 0.2515 0.7055 0.1051 0.026 Uiso 1 1 calc R . . N51 N 0.27710(17) 0.08666(19) 0.02703(4) 0.0175(3) Uani 1 1 d . . . C52 C 0.3627(2) 0.1791(2) 0.01433(6) 0.0233(4) Uani 1 1 d . . . H52 H 0.3279 0.2494 -0.0009 0.028 Uiso 1 1 calc R . . C53 C 0.4989(2) 0.1768(3) 0.02237(6) 0.0270(4) Uani 1 1 d . . . H53 H 0.5556 0.2439 0.0127 0.032 Uiso 1 1 calc R . . C54 C 0.5514(2) 0.0753(3) 0.04473(6) 0.0289(5) Uani 1 1 d . . . H54 H 0.6441 0.0722 0.0511 0.035 Uiso 1 1 calc R . . C55 C 0.4644(2) -0.0217(3) 0.05755(7) 0.0308(5) Uani 1 1 d . . . H55 H 0.4972 -0.0938 0.0725 0.037 Uiso 1 1 calc R . . C56 C 0.3293(2) -0.0127(2) 0.04837(5) 0.0226(4) Uani 1 1 d . . . H56 H 0.2709 -0.0793 0.0575 0.027 Uiso 1 1 calc R . . N61 N -0.00767(16) 0.28737(18) 0.02473(4) 0.0156(3) Uani 1 1 d . . . C62 C -0.1403(2) 0.3041(2) 0.01984(5) 0.0185(4) Uani 1 1 d . . . H62 H -0.1913 0.2303 0.0095 0.022 Uiso 1 1 calc R . . C63 C -0.2063(2) 0.4243(2) 0.02929(5) 0.0216(4) Uani 1 1 d . . . H63 H -0.3003 0.432 0.0255 0.026 Uiso 1 1 calc R . . C64 C -0.1329(2) 0.5320(2) 0.04423(5) 0.0228(4) Uani 1 1 d . . . H64 H -0.1756 0.6148 0.0512 0.027 Uiso 1 1 calc R . . C65 C 0.0046(2) 0.5175(2) 0.04884(5) 0.0226(4) Uani 1 1 d . . . H65 H 0.0578 0.5905 0.0588 0.027 Uiso 1 1 calc R . . C66 C 0.0624(2) 0.3947(2) 0.03865(5) 0.0181(3) Uani 1 1 d . . . H66 H 0.1565 0.3857 0.0417 0.022 Uiso 1 1 calc R . . I1 I 0.445954(14) 0.557782(15) 0.060550(3) 0.02084(3) Uani 1 1 d . . . I2 I -0.053698(12) -0.068001(13) 0.054279(3) 0.01578(2) Uani 1 1 d . . . I3 I 0.361396(15) 0.728002(17) 0.261935(4) 0.02544(3) Uani 1 1 d . . . I4 I 0.504881(13) 0.463466(15) 0.256971(3) 0.02009(3) Uani 1 1 d . . . I5 I 0.649603(15) 0.200551(16) 0.249525(3) 0.02293(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01570(11) 0.01657(11) 0.01538(9) -0.00129(8) -0.00052(8) 0.00054(9) Cu2 0.01435(10) 0.01691(11) 0.01761(10) -0.00021(8) 0.00025(8) 0.00017(9) N11 0.0177(8) 0.0177(8) 0.0174(7) -0.0010(6) 0.0012(6) 0.0013(6) C12 0.0219(9) 0.0199(10) 0.0179(8) -0.0005(7) 0.0022(7) -0.0008(8) C13 0.0252(10) 0.0193(10) 0.0201(8) -0.0032(7) -0.0005(7) -0.0003(8) C14 0.0248(10) 0.0206(10) 0.0258(9) 0.0004(8) -0.0032(8) -0.0027(8) C15 0.0198(9) 0.0266(11) 0.0233(9) 0.0016(8) 0.0024(7) -0.0031(8) C16 0.0200(9) 0.0263(11) 0.0185(8) -0.0003(7) 0.0027(7) -0.0017(8) N21 0.0164(7) 0.0182(8) 0.0174(7) -0.0001(6) -0.0007(6) 0.0003(6) C22 0.0183(9) 0.0238(10) 0.0199(8) -0.0017(7) -0.0012(7) 0.0007(8) C23 0.0175(9) 0.0296(12) 0.0268(9) 0.0036(8) -0.0028(7) -0.0007(8) C24 0.0203(10) 0.0293(12) 0.0322(11) 0.0052(9) 0.0030(8) 0.0062(9) C25 0.0283(11) 0.0277(12) 0.0292(10) -0.0014(9) 0.0058(9) 0.0090(9) C26 0.0269(10) 0.0220(10) 0.0181(8) -0.0018(7) -0.0007(7) 0.0034(8) N31 0.0194(8) 0.0185(8) 0.0197(7) -0.0032(6) -0.0015(6) -0.0002(6) C32 0.0214(10) 0.0215(10) 0.0277(10) 0.0026(8) 0.0005(8) 0.0015(8) C33 0.0301(12) 0.0223(11) 0.0459(14) 0.0080(10) 0.0104(10) 0.0058(9) C34 0.0327(13) 0.0207(12) 0.0562(16) -0.0087(11) 0.0171(12) -0.0045(10) C35 0.0294(12) 0.0387(15) 0.0363(12) -0.0170(11) 0.0061(10) -0.0144(11) C36 0.0251(11) 0.0339(13) 0.0230(9) -0.0070(8) -0.0018(8) -0.0054(9) N41 0.0160(7) 0.0170(8) 0.0182(7) 0.0001(6) -0.0006(6) -0.0002(6) C42 0.0202(9) 0.0213(10) 0.0173(8) 0.0030(7) -0.0007(7) 0.0025(7) C43 0.0203(9) 0.0240(10) 0.0195(8) 0.0019(7) 0.0015(7) 0.0013(8) C44 0.0177(9) 0.0241(10) 0.0241(9) -0.0007(8) 0.0008(7) 0.0049(8) C45 0.0261(11) 0.0255(11) 0.0221(9) 0.0031(8) -0.0002(8) 0.0081(9) C46 0.0257(10) 0.0202(10) 0.0189(8) 0.0040(7) 0.0019(7) 0.0026(8) N51 0.0150(7) 0.0184(8) 0.0191(7) -0.0032(6) -0.0001(6) 0.0007(6) C52 0.0194(9) 0.0203(10) 0.0301(10) 0.0003(8) 0.0002(8) -0.0018(8) C53 0.0184(10) 0.0245(11) 0.0381(11) -0.0062(9) 0.0009(8) -0.0041(8) C54 0.0164(9) 0.0340(13) 0.0356(11) -0.0094(10) -0.0040(8) 0.0030(9) C55 0.0267(11) 0.0285(12) 0.0357(12) 0.0017(9) -0.0100(9) 0.0085(9) C56 0.0207(10) 0.0225(10) 0.0245(9) 0.0016(8) 0.0000(7) 0.0029(8) N61 0.0159(7) 0.0160(8) 0.0150(6) 0.0002(5) 0.0010(5) -0.0016(6) C62 0.0162(8) 0.0174(9) 0.0221(8) -0.0015(7) 0.0024(7) -0.0022(7) C63 0.0192(9) 0.0194(10) 0.0266(9) 0.0001(7) 0.0061(7) 0.0010(8) C64 0.0294(11) 0.0160(9) 0.0236(9) -0.0009(7) 0.0049(8) 0.0016(8) C65 0.0305(11) 0.0179(10) 0.0191(8) -0.0006(7) -0.0020(8) -0.0033(8) C66 0.0184(9) 0.0177(9) 0.0177(8) 0.0012(6) -0.0033(6) -0.0028(7) I1 0.02235(6) 0.02481(7) 0.01526(5) -0.00052(4) 0.00040(4) 0.00194(5) I2 0.01831(5) 0.01554(5) 0.01358(4) 0.00108(4) 0.00157(4) -0.00168(4) I3 0.02532(7) 0.02799(7) 0.02314(6) -0.00745(5) 0.00264(5) 0.00141(6) I4 0.01913(6) 0.02380(7) 0.01721(5) -0.00080(4) 0.00005(4) -0.00390(5) I5 0.02563(7) 0.02348(7) 0.01960(5) -0.00084(5) 0.00041(5) 0.00032(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N11 2.0336(18) . ? Cu1 N21 2.0354(17) . ? Cu1 N31 2.0367(19) . ? Cu1 N41 2.0414(17) . ? Cu1 I1 2.8208(3) . ? Cu2 N51 2.0306(17) . ? Cu2 N61 2.0434(17) . ? Cu2 I2 2.6525(3) 3 ? Cu2 I2 2.6667(3) . ? Cu2 Cu2 2.6900(5) 3 ? N11 C16 1.346(3) . ? N11 C12 1.347(3) . ? C12 C13 1.380(3) . ? C12 H12 0.95 . ? C13 C14 1.382(3) . ? C13 H13 0.95 . ? C14 C15 1.390(3) . ? C14 H14 0.95 . ? C15 C16 1.380(3) . ? C15 H15 0.95 . ? C16 H16 0.95 . ? N21 C22 1.348(3) . ? N21 C26 1.348(3) . ? C22 C23 1.382(3) . ? C22 H22 0.95 . ? C23 C24 1.385(3) . ? C23 H23 0.95 . ? C24 C25 1.390(3) . ? C24 H24 0.95 . ? C25 C26 1.385(3) . ? C25 H25 0.95 . ? C26 H26 0.95 . ? N31 C32 1.341(3) . ? N31 C36 1.351(3) . ? C32 C33 1.383(3) . ? C32 H32 0.95 . ? C33 C34 1.387(4) . ? C33 H33 0.95 . ? C34 C35 1.379(4) . ? C34 H34 0.95 . ? C35 C36 1.382(4) . ? C35 H35 0.95 . ? C36 H36 0.95 . ? N41 C46 1.343(3) . ? N41 C42 1.348(3) . ? C42 C43 1.385(3) . ? C42 H42 0.95 . ? C43 C44 1.386(3) . ? C43 H43 0.95 . ? C44 C45 1.383(3) . ? C44 H44 0.95 . ? C45 C46 1.387(3) . ? C45 H45 0.95 . ? C46 H46 0.95 . ? N51 C52 1.348(3) . ? N51 C56 1.348(3) . ? C52 C53 1.386(3) . ? C52 H52 0.95 . ? C53 C54 1.388(4) . ? C53 H53 0.95 . ? C54 C55 1.387(4) . ? C54 H54 0.95 . ? C55 C56 1.385(3) . ? C55 H55 0.95 . ? C56 H56 0.95 . ? N61 C66 1.343(3) . ? N61 C62 1.344(3) . ? C62 C63 1.390(3) . ? C62 H62 0.95 . ? C63 C64 1.378(3) . ? C63 H63 0.95 . ? C64 C65 1.389(3) . ? C64 H64 0.95 . ? C65 C66 1.381(3) . ? C65 H65 0.95 . ? C66 H66 0.95 . ? I2 Cu2 2.6525(3) 3 ? I3 I4 2.9312(2) . ? I4 I5 2.9345(2) . ? 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 N11 Cu1 N21 88.04(7) . . ? N11 Cu1 N31 162.23(7) . . ? N21 Cu1 N31 88.17(7) . . ? N11 Cu1 N41 90.66(7) . . ? N21 Cu1 N41 158.66(6) . . ? N31 Cu1 N41 86.60(7) . . ? N11 Cu1 I1 97.77(5) . . ? N21 Cu1 I1 101.84(5) . . ? N31 Cu1 I1 100.00(5) . . ? N41 Cu1 I1 99.45(5) . . ? N51 Cu2 N61 115.49(7) . . ? N51 Cu2 I2 106.29(5) . 3 ? N61 Cu2 I2 107.05(4) . 3 ? N51 Cu2 I2 108.95(5) . . ? N61 Cu2 I2 100.21(5) . . ? I2 Cu2 I2 119.241(10) 3 . ? N51 Cu2 Cu2 126.76(5) . 3 ? N61 Cu2 Cu2 117.70(5) . 3 ? I2 Cu2 Cu2 59.881(9) 3 3 ? I2 Cu2 Cu2 59.360(9) . 3 ? C16 N11 C12 117.47(19) . . ? C16 N11 Cu1 122.07(14) . . ? C12 N11 Cu1 120.21(14) . . ? N11 C12 C13 123.0(2) . . ? N11 C12 H12 118.5 . . ? C13 C12 H12 118.5 . . ? C12 C13 C14 119.01(19) . . ? C12 C13 H13 120.5 . . ? C14 C13 H13 120.5 . . ? C13 C14 C15 118.6(2) . . ? C13 C14 H14 120.7 . . ? C15 C14 H14 120.7 . . ? C16 C15 C14 119.0(2) . . ? C16 C15 H15 120.5 . . ? C14 C15 H15 120.5 . . ? N11 C16 C15 122.87(19) . . ? N11 C16 H16 118.6 . . ? C15 C16 H16 118.6 . . ? C22 N21 C26 118.61(18) . . ? C22 N21 Cu1 119.68(14) . . ? C26 N21 Cu1 121.38(14) . . ? N21 C22 C23 122.5(2) . . ? N21 C22 H22 118.8 . . ? C23 C22 H22 118.8 . . ? C22 C23 C24 118.8(2) . . ? C22 C23 H23 120.6 . . ? C24 C23 H23 120.6 . . ? C23 C24 C25 119.2(2) . . ? C23 C24 H24 120.4 . . ? C25 C24 H24 120.4 . . ? C26 C25 C24 118.9(2) . . ? C26 C25 H25 120.5 . . ? C24 C25 H25 120.5 . . ? N21 C26 C25 122.0(2) . . ? N21 C26 H26 119 . . ? C25 C26 H26 119 . . ? C32 N31 C36 118.1(2) . . ? C32 N31 Cu1 120.45(14) . . ? C36 N31 Cu1 120.65(16) . . ? N31 C32 C33 122.9(2) . . ? N31 C32 H32 118.6 . . ? C33 C32 H32 118.6 . . ? C32 C33 C34 118.4(2) . . ? C32 C33 H33 120.8 . . ? C34 C33 H33 120.8 . . ? C35 C34 C33 119.3(2) . . ? C35 C34 H34 120.4 . . ? C33 C34 H34 120.4 . . ? C34 C35 C36 119.0(2) . . ? C34 C35 H35 120.5 . . ? C36 C35 H35 120.5 . . ? N31 C36 C35 122.3(2) . . ? N31 C36 H36 118.9 . . ? C35 C36 H36 118.9 . . ? C46 N41 C42 117.64(18) . . ? C46 N41 Cu1 122.92(14) . . ? C42 N41 Cu1 119.44(14) . . ? N41 C42 C43 122.96(19) . . ? N41 C42 H42 118.5 . . ? C43 C42 H42 118.5 . . ? C42 C43 C44 118.99(19) . . ? C42 C43 H43 120.5 . . ? C44 C43 H43 120.5 . . ? C45 C44 C43 118.4(2) . . ? C45 C44 H44 120.8 . . ? C43 C44 H44 120.8 . . ? C44 C45 C46 119.5(2) . . ? C44 C45 H45 120.2 . . ? C46 C45 H45 120.2 . . ? N41 C46 C45 122.46(19) . . ? N41 C46 H46 118.8 . . ? C45 C46 H46 118.8 . . ? C52 N51 C56 117.10(19) . . ? C52 N51 Cu2 119.91(14) . . ? C56 N51 Cu2 123.00(15) . . ? N51 C52 C53 123.3(2) . . ? N51 C52 H52 118.3 . . ? C53 C52 H52 118.3 . . ? C52 C53 C54 119.1(2) . . ? C52 C53 H53 120.4 . . ? C54 C53 H53 120.4 . . ? C55 C54 C53 118.0(2) . . ? C55 C54 H54 121 . . ? C53 C54 H54 121 . . ? C56 C55 C54 119.6(2) . . ? C56 C55 H55 120.2 . . ? C54 C55 H55 120.2 . . ? N51 C56 C55 122.9(2) . . ? N51 C56 H56 118.6 . . ? C55 C56 H56 118.6 . . ? C66 N61 C62 117.21(18) . . ? C66 N61 Cu2 122.32(14) . . ? C62 N61 Cu2 120.37(13) . . ? N61 C62 C63 123.06(19) . . ? N61 C62 H62 118.5 . . ? C63 C62 H62 118.5 . . ? C64 C63 C62 118.8(2) . . ? C64 C63 H63 120.6 . . ? C62 C63 H63 120.6 . . ? C63 C64 C65 118.9(2) . . ? C63 C64 H64 120.6 . . ? C65 C64 H64 120.6 . . ? C66 C65 C64 118.7(2) . . ? C66 C65 H65 120.7 . . ? C64 C65 H65 120.7 . . ? N61 C66 C65 123.38(19) . . ? N61 C66 H66 118.3 . . ? C65 C66 H66 118.3 . . ? Cu2 I2 Cu2 60.759(10) 3 . ? I3 I4 I5 178.070(6) . . ? #===END # Attachment 'gb1026.cif' data_gb1026 _database_code_depnum_ccdc_archive 'CCDC 794387' #TrackingRef 'gb1026.cif' _audit_creation_date 2010-05-14T10:05:37-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C30 H30 Cu I2 N6' _chemical_formula_moiety 'C20 H20 Cu I N4, 2(C5 H5 N), I' _chemical_formula_weight 791.94 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'C m c m' _symmetry_space_group_name_Hall '-C 2c 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, -z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, y, -z-1/2' '-x, y, z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, y+1/2, -z-1/2' '-x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 15.2447(3) _cell_length_b 12.1409(2) _cell_length_c 16.4111(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3037.44(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 12553 _cell_measurement_theta_min 3.6389 _cell_measurement_theta_max 37.4416 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description fragment _exptl_crystal_colour dark_brown _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 1.732 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1548 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -4 1 -1 0.0099 5 -1 -2 0.0586 5 -1 2 0.0973 -1 1 1 0.0294 3 2 -5 0.0019 0 1 1 0.0592 -1 -1 0 0.056 2 -10 19 0.0706 10 -14 9 0.0958 8 2 -21 0.0022 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.781 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.709 _exptl_absorpt_correction_T_max 0.845 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4738 _diffrn_orient_matrix_ub_11 0.0422180514 _diffrn_orient_matrix_ub_12 -0.0080951451 _diffrn_orient_matrix_ub_13 -0.0172131736 _diffrn_orient_matrix_ub_21 -0.0151819948 _diffrn_orient_matrix_ub_22 -0.0484070088 _diffrn_orient_matrix_ub_23 -0.0196736145 _diffrn_orient_matrix_ub_31 -0.0124233771 _diffrn_orient_matrix_ub_32 0.03180292 _diffrn_orient_matrix_ub_33 -0.0343766282 _diffrn_measurement_device_type 'Oxford Diffraction Gemini, Ruby' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0371 _diffrn_reflns_av_unetI/netI 0.0289 _diffrn_reflns_number 28581 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.65 _diffrn_reflns_theta_max 37.56 _diffrn_reflns_theta_full 37 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.978 _reflns_number_total 4151 _reflns_number_gt 3469 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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. Largest peak in the difference map is 0.75 Angstroms from Cu(1). Largest hole in the difference map is 1.20 Angstroms from Cu(1). ; _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^)+(0.0000P)^2^+72.8907P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4151 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.051 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1447 _refine_ls_wR_factor_gt 0.1426 _refine_ls_goodness_of_fit_ref 1.319 _refine_ls_restrained_S_all 1.319 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 3.188 _refine_diff_density_min -4.541 _refine_diff_density_rms 0.252 #----------------------------------------------------------------------------# # 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.5 0.29791(10) 0.25 0.0147(2) Uani 1 4 d S . . I1 I 0.5 0.54097(5) 0.25 0.01704(12) Uani 1 4 d S . . I2 I 0.5 0.97396(5) 0.25 0.01869(12) Uani 1 4 d S . . N11 N 0.5 0.2779(4) 0.1247(3) 0.0162(9) Uani 1 2 d S . . C12 C 0.5400(6) 0.3498(8) 0.0745(6) 0.0212(17) Uani 0.5 1 d P A -1 H12 H 0.5703 0.4107 0.0976 0.025 Uiso 0.5 1 calc PR A -1 C13 C 0.5389(7) 0.3384(9) -0.0094(6) 0.0223(17) Uani 0.5 1 d P A -1 H13 H 0.5652 0.3929 -0.0429 0.027 Uiso 0.5 1 calc PR A -1 C14 C 0.5 0.2491(7) -0.0438(4) 0.0252(13) Uani 1 2 d S . . H14 H 0.5035 0.2363 -0.1008 0.03 Uiso 0.5 1 calc PR A . C15 C 0.4539(7) 0.1753(8) 0.0080(6) 0.0233(18) Uani 0.5 1 d P A -1 H15 H 0.4216 0.1156 -0.0144 0.028 Uiso 0.5 1 calc PR A -1 C16 C 0.4567(6) 0.1915(8) 0.0912(6) 0.0188(15) Uani 0.5 1 d P A -1 H16 H 0.4276 0.1407 0.1259 0.023 Uiso 0.5 1 calc PR A -1 N21 N 0.3680(3) 0.2825(4) 0.25 0.0155(9) Uani 1 2 d S . . C22 C 0.3172(6) 0.3533(7) 0.2101(5) 0.0159(14) Uani 0.5 1 d P A -2 H22 H 0.3443 0.4123 0.1816 0.019 Uiso 0.5 1 calc PR A -2 C23 C 0.2268(6) 0.3456(7) 0.2081(5) 0.0169(14) Uani 0.5 1 d P A -2 H23 H 0.1929 0.3977 0.1786 0.02 Uiso 0.5 1 calc PR A -2 C24 C 0.1864(4) 0.2600(5) 0.25 0.0178(10) Uani 1 2 d S . . H24 H 0.1244 0.252 0.249 0.021 Uiso 1 2 calc SR A . C25 C 0.2383(6) 0.1863(7) 0.2934(6) 0.0175(15) Uani 0.5 1 d P A -2 H25 H 0.2123 0.1277 0.3232 0.021 Uiso 0.5 1 calc PR A -2 C26 C 0.3288(6) 0.2001(7) 0.2924(5) 0.0163(14) Uani 0.5 1 d P A -2 H26 H 0.3643 0.1502 0.3224 0.02 Uiso 0.5 1 calc PR A -2 N31 N 0.2626(7) 0.4872(8) -0.0480(5) 0.0274(18) Uani 0.5 1 d P B -3 C32 C 0.2103(8) 0.4204(9) -0.0074(7) 0.028(2) Uani 0.5 1 d P B -3 H32 H 0.1842 0.3611 -0.0363 0.033 Uiso 0.5 1 calc PR B -3 C33 C 0.1910(7) 0.4311(9) 0.0751(6) 0.0253(19) Uani 0.5 1 d P B -3 H33 H 0.1507 0.3829 0.1011 0.03 Uiso 0.5 1 calc PR B -3 C34 C 0.2326(7) 0.5146(9) 0.1181(6) 0.026(2) Uani 0.5 1 d P B -3 H34 H 0.2229 0.5229 0.1749 0.031 Uiso 0.5 1 calc PR B -3 C35 C 0.2877(8) 0.5845(9) 0.0777(6) 0.0250(19) Uani 0.5 1 d P B -3 H35 H 0.3162 0.6428 0.1058 0.03 Uiso 0.5 1 calc PR B -3 C36 C 0.3015(8) 0.5690(9) -0.0050(6) 0.026(2) Uani 0.5 1 d P B -3 H36 H 0.3399 0.6179 -0.0328 0.032 Uiso 0.5 1 calc PR B -3 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0093(4) 0.0240(5) 0.0109(4) 0 0 0 I1 0.0152(2) 0.0135(2) 0.0224(3) 0 0 0 I2 0.0138(2) 0.0168(2) 0.0255(3) 0 0 0 N11 0.015(2) 0.019(2) 0.015(2) 0.0004(17) 0 0 C12 0.018(4) 0.025(4) 0.020(4) 0.000(3) 0.000(3) -0.006(3) C13 0.025(4) 0.028(4) 0.014(4) 0.003(3) 0.001(3) -0.002(4) C14 0.031(3) 0.030(3) 0.014(2) 0.000(3) 0 0 C15 0.025(4) 0.024(4) 0.020(4) -0.004(3) -0.002(3) -0.002(3) C16 0.019(4) 0.020(3) 0.018(4) 0.001(3) -0.003(3) -0.003(3) N21 0.013(2) 0.019(2) 0.014(2) 0 0 0.0005(17) C22 0.016(3) 0.018(3) 0.014(3) 0.003(3) -0.004(3) -0.002(3) C23 0.013(3) 0.020(3) 0.018(4) 0.000(3) -0.004(3) 0.001(3) C24 0.013(2) 0.019(2) 0.022(3) 0 0 0.000(2) C25 0.016(4) 0.015(3) 0.021(4) 0.001(3) 0.001(3) 0.000(3) C26 0.017(3) 0.017(3) 0.015(3) -0.001(3) -0.003(3) 0.002(3) N31 0.038(5) 0.027(4) 0.017(3) -0.002(3) 0.007(3) -0.008(4) C32 0.038(6) 0.025(4) 0.019(4) 0.001(3) -0.001(4) -0.009(4) C33 0.027(5) 0.030(5) 0.019(4) 0.004(4) 0.001(4) -0.004(4) C34 0.032(5) 0.029(5) 0.017(4) -0.002(3) 0.004(3) 0.000(4) C35 0.028(5) 0.027(4) 0.020(4) -0.006(3) 0.003(4) -0.004(4) C36 0.030(5) 0.030(5) 0.018(4) -0.002(4) 0.004(4) -0.004(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N21 2.021(5) . ? Cu1 N21 2.021(5) 11_655 ? Cu1 N11 2.070(5) 10_556 ? Cu1 N11 2.070(5) . ? Cu1 I1 2.9509(13) . ? N11 C12 1.346(11) . ? N11 C12 1.346(11) 11_655 ? N11 C16 1.355(10) . ? N11 C16 1.355(10) 11_655 ? C12 C13 1.385(14) . ? C12 H12 0.95 . ? C13 C14 1.358(12) . ? C13 H13 0.95 . ? C14 C13 1.358(12) 11_655 ? C14 C15 1.420(12) 11_655 ? C14 C15 1.420(12) . ? C14 H14 0.95 . ? C15 C16 1.381(14) . ? C15 H15 0.95 . ? C16 H16 0.95 . ? N21 C22 1.330(9) 10_556 ? N21 C22 1.330(9) . ? N21 C26 1.358(10) 10_556 ? N21 C26 1.358(10) . ? C22 C23 1.381(12) . ? C22 H22 0.95 . ? C23 C24 1.390(10) . ? C23 H23 0.95 . ? C24 C23 1.390(10) 10_556 ? C24 C25 1.391(10) . ? C24 C25 1.391(10) 10_556 ? C24 H24 0.95 . ? C25 C26 1.390(13) . ? C25 H25 0.95 . ? C26 H26 0.95 . ? N31 C32 1.317(14) . ? N31 C36 1.355(14) . ? C32 C33 1.392(15) . ? C32 H32 0.95 . ? C33 C34 1.388(15) . ? C33 H33 0.95 . ? C34 C35 1.366(15) . ? C34 H34 0.95 . ? C35 C36 1.386(14) . ? C35 H35 0.95 . ? C36 H36 0.95 . ? 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 N21 Cu1 N21 169.4(3) . 11_655 ? N21 Cu1 N11 89.38(2) . 10_556 ? N21 Cu1 N11 89.38(2) 11_655 10_556 ? N21 Cu1 N11 89.38(2) . . ? N21 Cu1 N11 89.38(2) 11_655 . ? N11 Cu1 N11 166.5(3) 10_556 . ? N21 Cu1 I1 95.32(16) . . ? N21 Cu1 I1 95.32(16) 11_655 . ? N11 Cu1 I1 96.74(15) 10_556 . ? N11 Cu1 I1 96.74(15) . . ? C12 N11 C16 118.3(7) . . ? C12 N11 Cu1 122.1(5) . . ? C16 N11 Cu1 119.6(5) . . ? N11 C12 C13 122.5(9) . . ? N11 C12 H12 118.7 . . ? C13 C12 H12 118.7 . . ? C14 C13 C12 119.9(9) . . ? C14 C13 H13 120 . . ? C12 C13 H13 120 . . ? C13 C14 C15 118.1(8) . . ? C13 C14 H14 121 . . ? C15 C14 H14 121 . . ? C16 C15 C14 119.1(9) . . ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? N11 C16 C15 121.8(8) . . ? N11 C16 H16 119.1 . . ? C15 C16 H16 119.1 . . ? C22 N21 C26 118.2(6) . . ? C22 N21 Cu1 121.4(5) . . ? C26 N21 Cu1 120.5(5) . . ? N21 C22 C23 123.3(8) . . ? N21 C22 H22 118.4 . . ? C23 C22 H22 118.4 . . ? C22 C23 C24 118.8(8) . . ? C22 C23 H23 120.6 . . ? C24 C23 H23 120.6 . . ? C23 C24 C25 118.8(6) . . ? C23 C24 H24 120.6 . . ? C25 C24 H24 120.6 . . ? C26 C25 C24 118.8(8) . . ? C26 C25 H25 120.6 . . ? C24 C25 H25 120.6 . . ? N21 C26 C25 122.1(8) . . ? N21 C26 H26 118.9 . . ? C25 C26 H26 118.9 . . ? C32 N31 C36 116.9(9) . . ? N31 C32 C33 124.2(10) . . ? N31 C32 H32 117.9 . . ? C33 C32 H32 117.9 . . ? C34 C33 C32 117.8(10) . . ? C34 C33 H33 121.1 . . ? C32 C33 H33 121.1 . . ? C35 C34 C33 119.2(9) . . ? C35 C34 H34 120.4 . . ? C33 C34 H34 120.4 . . ? C34 C35 C36 119.0(10) . . ? C34 C35 H35 120.5 . . ? C36 C35 H35 120.5 . . ? N31 C36 C35 122.9(10) . . ? N31 C36 H36 118.6 . . ? C35 C36 H36 118.6 . . ? #===END # Attachment 'gb1034b.cif' data_gb1034b _database_code_depnum_ccdc_archive 'CCDC 794388' #TrackingRef 'gb1034b.cif' _audit_creation_date 2010-06-23T10:39:18-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C30 H30 Br2 Cu N6' _chemical_formula_moiety 'C20 H20 Br2 Cu N4, 2(C5 H5 N)' _chemical_formula_weight 697.96 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'C c c a' _symmetry_space_group_name_Hall '-C 2b 2bc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' 'x+1/2, -y, -z+1/2' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1, -y+1/2, z' 'x+1, -y+1/2, -z+1/2' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' '-x-1/2, y, z-1/2' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x, y+1/2, -z' '-x, y+1/2, z-1/2' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 11.8569(7) _cell_length_b 14.6496(6) _cell_length_c 16.7531(11) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2910.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 2841 _cell_measurement_theta_min 3.026 _cell_measurement_theta_max 32.1689 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description fragment _exptl_crystal_colour blue _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.49 _exptl_crystal_size_min 0.33 _exptl_crystal_density_diffrn 1.593 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1404 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 -1 0.2075 0 1 2 0.1806 -1 -1 0 0.2829 0 1 0 0.1278 -1 1 0 0.2385 1 0 0 0.1543 0 -1 0 0.2016 -5 -13 17 0.2422 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.527 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.269 _exptl_absorpt_correction_T_max 0.382 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 16.0009 _diffrn_orient_matrix_ub_11 -0.0053745599 _diffrn_orient_matrix_ub_12 0.0106281192 _diffrn_orient_matrix_ub_13 -0.0414656582 _diffrn_orient_matrix_ub_21 -0.0163343267 _diffrn_orient_matrix_ub_22 -0.0557352221 _diffrn_orient_matrix_ub_23 -0.0055937806 _diffrn_orient_matrix_ub_31 -0.0452414197 _diffrn_orient_matrix_ub_32 0.018883435 _diffrn_orient_matrix_ub_33 0.0068813448 _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur, Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.029 _diffrn_reflns_av_unetI/netI 0.0468 _diffrn_reflns_number 9163 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.29 _diffrn_reflns_theta_max 32.29 _diffrn_reflns_theta_full 31 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.935 _reflns_number_total 2421 _reflns_number_gt 1226 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0267P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2421 _refine_ls_number_parameters 95 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0765 _refine_ls_R_factor_gt 0.0258 _refine_ls_wR_factor_ref 0.0555 _refine_ls_wR_factor_gt 0.0508 _refine_ls_goodness_of_fit_ref 0.825 _refine_ls_restrained_S_all 0.825 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.294 _refine_diff_density_min -0.446 _refine_diff_density_rms 0.071 #----------------------------------------------------------------------------# # 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 Cu1 Cu -0.02431(5) 0.25 0.25 0.0325(2) Uani 0.5 2 d SP . . Br1 Br -0.265754(18) 0.25 0.25 0.04267(7) Uani 1 2 d S . . N11 N 0 0.25 0.12664(10) 0.0386(4) Uani 1 2 d S . . C12 C -0.08445(16) 0.21293(10) 0.08564(10) 0.0419(4) Uani 1 1 d . . . H12 H -0.1453 0.1862 0.1142 0.05 Uiso 1 1 calc R . . C13 C -0.08735(17) 0.21164(12) 0.00355(10) 0.0499(5) Uani 1 1 d . . . H13 H -0.149 0.1845 -0.0238 0.06 Uiso 1 1 calc R . . C14 C 0 0.25 -0.03826(14) 0.0507(6) Uani 1 2 d S . . H14 H 0 0.25 -0.095 0.061 Uiso 1 2 calc SR . . N21 N 0 0.11237(9) 0.25 0.0334(4) Uani 1 2 d S . . C22 C 0.08022(13) 0.06592(9) 0.21168(8) 0.0303(3) Uani 1 1 d . . . H22 H 0.1374 0.0988 0.1843 0.036 Uiso 1 1 calc R . . C23 C 0.08297(12) -0.02787(9) 0.21043(8) 0.0285(3) Uani 1 1 d . . . H23 H 0.1412 -0.0591 0.1827 0.034 Uiso 1 1 calc R . . C24 C 0 -0.07616(11) 0.25 0.0279(4) Uani 1 2 d S . . H24 H 0 -0.141 0.25 0.033 Uiso 1 2 calc SR . . N31 N 0.25 0.5 0.44760(10) 0.0419(5) Uani 1 2 d S . . C32 C 0.16891(16) 0.46099(12) 0.48936(9) 0.0441(4) Uani 1 1 d . . . H32 H 0.1091 0.4328 0.4608 0.053 Uiso 1 1 calc R . . C33 C 0.16499(15) 0.45837(12) 0.57111(9) 0.0475(5) Uani 1 1 d . . . H33 H 0.105 0.4285 0.5981 0.057 Uiso 1 1 calc R . . C34 C 0.25 0.5 0.61263(14) 0.0510(7) Uani 1 2 d S . . H34 H 0.25 0.5 0.6693 0.061 Uiso 1 2 calc SR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0476(6) 0.01595(15) 0.0340(2) 0.0014(4) 0 0 Br1 0.03493(11) 0.02542(9) 0.06766(16) 0.00370(14) 0 0 N11 0.0596(11) 0.0189(7) 0.0374(9) 0 0 -0.0006(12) C12 0.0470(11) 0.0275(7) 0.0512(11) -0.0026(8) 0.0071(9) -0.0053(8) C13 0.0575(13) 0.0394(9) 0.0529(11) -0.0068(9) -0.0134(10) 0.0006(9) C14 0.0775(18) 0.0389(11) 0.0356(12) 0 0 0.0074(18) N21 0.0524(10) 0.0187(7) 0.0291(8) 0 -0.0007(11) 0 C22 0.0358(9) 0.0279(7) 0.0273(8) 0.0007(6) 0.0017(7) -0.0083(7) C23 0.0295(8) 0.0284(7) 0.0276(8) -0.0038(6) 0.0003(7) 0.0040(6) C24 0.0335(10) 0.0199(8) 0.0303(10) 0 -0.0060(13) 0 N31 0.0347(12) 0.0604(13) 0.0307(12) 0 0 -0.0046(10) C32 0.0405(11) 0.0567(10) 0.0350(10) -0.0076(8) 0.0017(8) -0.0066(9) C33 0.0437(11) 0.0634(12) 0.0355(10) 0.0010(9) 0.0112(9) -0.0055(9) C34 0.0539(17) 0.0744(18) 0.0248(13) 0 0 0.0104(14) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 Cu1 0.5765(11) 6_455 ? Cu1 N21 2.0367(14) 6_455 ? Cu1 N21 2.0367(14) . ? Cu1 N11 2.0867(17) 7_455 ? Cu1 N11 2.0867(17) . ? Cu1 Br1 2.8628(6) . ? Cu1 Br1 3.4393(7) 6_455 ? N11 C12 1.3301(19) . ? N11 C12 1.3301(19) 6_455 ? N11 Cu1 2.0867(17) 6_455 ? C12 C13 1.376(2) . ? C12 H12 0.95 . ? C13 C14 1.371(2) . ? C13 H13 0.95 . ? C14 C13 1.371(2) 6_455 ? C14 H14 0.95 . ? N21 C22 1.3341(16) 4 ? N21 C22 1.3341(16) . ? N21 Cu1 2.0367(14) 6_455 ? C22 C23 1.3746(18) . ? C22 H22 0.95 . ? C23 C24 1.3812(17) . ? C23 H23 0.95 . ? C24 C23 1.3812(17) 4 ? C24 H24 0.95 . ? N31 C32 1.3193(19) 2_565 ? N31 C32 1.3193(19) . ? C32 C33 1.371(2) . ? C32 H32 0.95 . ? C33 C34 1.368(2) . ? C33 H33 0.95 . ? C34 C33 1.368(2) 2_565 ? C34 H34 0.95 . ? 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 Cu1 N21 81.865(16) 6_455 6_455 ? Cu1 Cu1 N21 81.864(16) 6_455 . ? N21 Cu1 N21 163.73(3) 6_455 . ? Cu1 Cu1 N11 82.061(16) 6_455 7_455 ? N21 Cu1 N11 88.880(4) 6_455 7_455 ? N21 Cu1 N11 88.880(4) . 7_455 ? Cu1 Cu1 N11 82.061(16) 6_455 . ? N21 Cu1 N11 88.880(4) 6_455 . ? N21 Cu1 N11 88.880(4) . . ? N11 Cu1 N11 164.12(3) 7_455 . ? Cu1 Cu1 Br1 180 6_455 . ? N21 Cu1 Br1 98.135(16) 6_455 . ? N21 Cu1 Br1 98.135(16) . . ? N11 Cu1 Br1 97.939(16) 7_455 . ? N11 Cu1 Br1 97.939(16) . . ? C12 N11 C12 117.82(19) . 6_455 ? C12 N11 Cu1 127.98(10) . 6_455 ? C12 N11 Cu1 114.04(9) 6_455 6_455 ? C12 N11 Cu1 114.04(9) . . ? C12 N11 Cu1 127.98(10) 6_455 . ? N11 C12 C13 122.72(17) . . ? N11 C12 H12 118.6 . . ? C13 C12 H12 118.6 . . ? C14 C13 C12 119.10(18) . . ? C14 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? C13 C14 C13 118.5(2) 6_455 . ? C13 C14 H14 120.7 6_455 . ? C13 C14 H14 120.7 . . ? C22 N21 C22 118.67(16) 4 . ? C22 N21 Cu1 127.28(8) 4 6_455 ? C22 N21 Cu1 113.83(8) . 6_455 ? C22 N21 Cu1 113.83(8) 4 . ? C22 N21 Cu1 127.28(8) . . ? N21 C22 C23 122.28(14) . . ? N21 C22 H22 118.9 . . ? C23 C22 H22 118.9 . . ? C22 C23 C24 119.19(14) . . ? C22 C23 H23 120.4 . . ? C24 C23 H23 120.4 . . ? C23 C24 C23 118.38(17) 4 . ? C23 C24 H24 120.8 4 . ? C23 C24 H24 120.8 . . ? C32 N31 C32 115.94(19) 2_565 . ? N31 C32 C33 124.52(17) . . ? N31 C32 H32 117.7 . . ? C33 C32 H32 117.7 . . ? C34 C33 C32 118.06(17) . . ? C34 C33 H33 121 . . ? C32 C33 H33 121 . . ? C33 C34 C33 118.9(2) . 2_565 ? C33 C34 H34 120.6 . . ? C33 C34 H34 120.6 2_565 . ? #===END # Attachment 'gb1037b.cif' data_gb1037 _database_code_depnum_ccdc_archive 'CCDC 794389' #TrackingRef 'gb1037b.cif' _audit_creation_date 2010-07-28T14:40:30-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C30 H30 Br Cu I N6' _chemical_formula_moiety 'C20 H20 Br Cu I N4, 2(C5 H5 N)' _chemical_formula_weight 744.95 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'C c c a' _symmetry_space_group_name_Hall '-C 2b 2bc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x, y, -z+1/2' 'x+1/2, -y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1, -y+1/2, z' '-x+1/2, y+1/2, -z+1/2' 'x+1, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x, -y, z-1/2' '-x-1/2, y, z-1/2' '-x+1/2, -y+1/2, -z' 'x, y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' '-x, y+1/2, z-1/2' _cell_length_a 11.9263(6) _cell_length_b 14.9890(7) _cell_length_c 16.5703(9) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2962.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4518 _cell_measurement_theta_min 2.7125 _cell_measurement_theta_max 34.5184 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour dark_blue _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.67 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1476 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 1 0.0649 0 0 -1 0.0344 -1 1 1 0.0652 1 -1 -1 0.0459 -1 1 -1 0.0459 1 -1 1 0.0805 -1 -1 1 0.0902 1 1 -1 0.0787 -1 -1 -1 0.0469 1 1 1 0.1058 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.159 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.62 _exptl_absorpt_correction_T_max 0.777 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 16.0009 _diffrn_orient_matrix_ub_11 0.0056031587 _diffrn_orient_matrix_ub_12 0.0013071582 _diffrn_orient_matrix_ub_13 -0.0425396661 _diffrn_orient_matrix_ub_21 -0.0254424639 _diffrn_orient_matrix_ub_22 0.0501416597 _diffrn_orient_matrix_ub_23 -0.0019278318 _diffrn_orient_matrix_ub_31 0.0396998491 _diffrn_orient_matrix_ub_32 0.031960332 _diffrn_orient_matrix_ub_33 0.0046941056 _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur, Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0532 _diffrn_reflns_av_unetI/netI 0.0586 _diffrn_reflns_number 18960 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 34.6 _diffrn_reflns_theta_full 34 _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.962 _reflns_number_total 3059 _reflns_number_gt 1664 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0080P)^2^+23.8365P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 3059 _refine_ls_number_parameters 95 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1134 _refine_ls_R_factor_gt 0.0554 _refine_ls_wR_factor_ref 0.1077 _refine_ls_wR_factor_gt 0.1011 _refine_ls_goodness_of_fit_ref 1.216 _refine_ls_restrained_S_all 1.237 _refine_ls_shift/su_max 0.016 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 1 _refine_diff_density_min -0.84 _refine_diff_density_rms 0.119 #----------------------------------------------------------------------------# # 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 Cu1 Cu -0.03759(12) 0.25 0.25 0.0276(3) Uani 0.5 2 d SP . . I1 I -0.27676(4) 0.25 0.25 0.02630(11) Uani 0.5 2 d SP . . Br1 Br -0.27676(4) 0.25 0.25 0.02630(11) Uani 0.5 2 d SP . . N11 N 0 0.25 0.1255(3) 0.0479(16) Uani 1 2 d SU . . C12 C -0.0821(6) 0.2101(3) 0.0843(3) 0.0456(16) Uani 1 1 d . . . H12 H -0.1405 0.1814 0.1134 0.055 Uiso 1 1 calc R . . C13 C -0.0856(5) 0.2087(3) 0.0015(4) 0.0353(12) Uani 1 1 d . . . H13 H -0.1455 0.18 -0.0259 0.042 Uiso 1 1 calc R . . C14 C 0 0.25 -0.0415(4) 0.0329(14) Uani 1 2 d S . . H14 H 0 0.25 -0.0989 0.039 Uiso 1 2 calc SR . . N21 N 0 0.1160(4) 0.25 0.0493(16) Uani 1 2 d SU . . C22 C 0.0783(6) 0.0702(3) 0.2093(3) 0.0409(15) Uani 1 1 d . . . H22 H 0.1336 0.1025 0.1802 0.049 Uiso 1 1 calc R . . C23 C 0.0818(4) -0.0222(3) 0.2080(3) 0.0267(10) Uani 1 1 d . . . H23 H 0.1388 -0.0528 0.179 0.032 Uiso 1 1 calc R . . C24 C 0 -0.0691(4) 0.25 0.0247(11) Uani 1 2 d S . . H24 H 0 -0.1325 0.25 0.03 Uiso 1 2 calc SR . . N31 N 0.25 0 0.5512(3) 0.0327(14) Uani 1 2 d S . . C32 C 0.3260(5) 0.0437(3) 0.5080(3) 0.0325(11) Uani 1 1 d . . . H32 H 0.3821 0.0756 0.5365 0.039 Uiso 1 1 calc R . . C33 C 0.3296(4) 0.0461(4) 0.4252(3) 0.0343(12) Uani 1 1 d . . . H33 H 0.386 0.0791 0.3978 0.041 Uiso 1 1 calc R . . C34 C 0.25 0 0.3834(4) 0.042(2) Uani 1 2 d S . . H34 H 0.25 0 0.3261 0.051 Uiso 1 2 calc SR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0448(9) 0.0176(5) 0.0203(6) 0.0077(11) 0 0 I1 0.0260(2) 0.02009(18) 0.0328(2) -0.0005(3) 0 0 Br1 0.0260(2) 0.02009(18) 0.0328(2) -0.0005(3) 0 0 N11 0.096(5) 0.022(2) 0.026(2) 0 0 -0.006(5) C12 0.078(4) 0.019(2) 0.040(3) -0.004(2) 0.026(3) -0.010(3) C13 0.038(3) 0.030(2) 0.038(3) -0.007(2) 0.005(2) -0.004(3) C14 0.043(4) 0.033(3) 0.022(3) 0 0 0.014(5) N21 0.102(5) 0.024(2) 0.023(2) 0 -0.011(5) 0 C22 0.076(4) 0.031(3) 0.016(2) -0.0026(19) 0.003(3) -0.023(3) C23 0.033(2) 0.027(2) 0.020(2) -0.0043(18) 0.000(2) -0.008(2) C24 0.029(3) 0.021(2) 0.024(3) 0 0.004(5) 0 N31 0.022(3) 0.053(4) 0.023(3) 0 0 -0.010(3) C32 0.030(3) 0.040(3) 0.028(2) -0.007(2) 0.006(2) -0.009(3) C33 0.025(2) 0.052(3) 0.026(2) -0.002(2) 0.007(2) -0.010(2) C34 0.042(5) 0.067(5) 0.017(3) 0 0 -0.012(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N21 2.058(5) 6_455 ? Cu1 N21 2.058(5) . ? Cu1 N11 2.111(5) . ? Cu1 N11 2.111(5) 3 ? Cu1 I1 2.8524(15) . ? N11 C12 1.336(7) 6_455 ? N11 C12 1.336(7) . ? N11 Cu1 2.111(5) 6_455 ? C12 C13 1.371(8) . ? C12 H12 0.95 . ? C13 C14 1.391(6) . ? C13 H13 0.95 . ? C14 C13 1.391(6) 6_455 ? C14 H14 0.95 . ? N21 C22 1.340(7) . ? N21 C22 1.340(7) 3 ? N21 Cu1 2.058(5) 6_455 ? C22 C23 1.386(7) . ? C22 H22 0.95 . ? C23 C24 1.389(5) . ? C23 H23 0.95 . ? C24 C23 1.389(5) 3 ? C24 H24 0.95 . ? N31 C32 1.327(6) 2 ? N31 C32 1.327(6) . ? C32 C33 1.372(7) . ? C32 H32 0.95 . ? C33 C34 1.363(6) . ? C33 H33 0.95 . ? C34 C33 1.363(6) 2 ? C34 H34 0.95 . ? 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 N21 Cu1 N21 154.84(10) 6_455 . ? N21 Cu1 N11 87.348(19) 6_455 . ? N21 Cu1 N11 87.348(19) . . ? N21 Cu1 N11 87.348(19) 6_455 3 ? N21 Cu1 N11 87.348(19) . 3 ? N11 Cu1 N11 155.47(10) . 3 ? N21 Cu1 I1 102.58(5) 6_455 . ? N21 Cu1 I1 102.58(5) . . ? N11 Cu1 I1 102.26(5) . . ? N11 Cu1 I1 102.26(5) 3 . ? C12 N11 C12 118.4(6) 6_455 . ? C12 N11 Cu1 131.0(3) 6_455 . ? C12 N11 Cu1 110.2(3) . . ? C12 N11 Cu1 110.2(3) 6_455 6_455 ? C12 N11 Cu1 131.0(3) . 6_455 ? N11 C12 C13 122.7(6) . . ? N11 C12 H12 118.6 . . ? C13 C12 H12 118.6 . . ? C12 C13 C14 118.9(6) . . ? C12 C13 H13 120.5 . . ? C14 C13 H13 120.5 . . ? C13 C14 C13 118.2(7) 6_455 . ? C13 C14 H14 120.9 6_455 . ? C13 C14 H14 120.9 . . ? C22 N21 C22 118.4(6) . 3 ? C22 N21 Cu1 110.3(3) . 6_455 ? C22 N21 Cu1 130.6(3) 3 6_455 ? C22 N21 Cu1 130.6(3) . . ? C22 N21 Cu1 110.3(3) 3 . ? N21 C22 C23 122.7(5) . . ? N21 C22 H22 118.6 . . ? C23 C22 H22 118.6 . . ? C22 C23 C24 118.4(5) . . ? C22 C23 H23 120.8 . . ? C24 C23 H23 120.8 . . ? C23 C24 C23 119.3(5) . 3 ? C23 C24 H24 120.4 . . ? C23 C24 H24 120.4 3 . ? C32 N31 C32 114.7(6) 2 . ? N31 C32 C33 125.0(5) . . ? N31 C32 H32 117.5 . . ? C33 C32 H32 117.5 . . ? C34 C33 C32 118.2(5) . . ? C34 C33 H33 120.9 . . ? C32 C33 H33 120.9 . . ? C33 C34 C33 118.9(7) . 2 ? C33 C34 H34 120.5 . . ? C33 C34 H34 120.5 2 . ? #===END # Attachment 'gb1039b.cif' data_gb1039b _database_code_depnum_ccdc_archive 'CCDC 794390' #TrackingRef 'gb1039b.cif' _audit_creation_date 2010-06-24T09:09:54-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C31 H30 Cu I N7 S' _chemical_formula_moiety 'C21 H20 Cu I N5 S, 2(C5 H5 N)' _chemical_formula_weight 723.12 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'C c c a' _symmetry_space_group_name_Hall '-C 2b 2bc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' 'x+1/2, -y, -z+1/2' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1, -y+1/2, z' 'x+1, -y+1/2, -z+1/2' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' '-x-1/2, y, z-1/2' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x, y+1/2, -z' '-x, y+1/2, z-1/2' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 12.6527(6) _cell_length_b 15.3938(5) _cell_length_c 16.3832(7) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3191.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 10124 _cell_measurement_theta_min 3.2147 _cell_measurement_theta_max 39.3937 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.22 _exptl_crystal_density_diffrn 1.505 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1452 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -10 -6 18 0.1911 -1 0 -1 0.1762 4 6 22 0.1482 -1 2 -1 0.1502 1 1 1 0.1726 -1 1 1 0.1023 1 -1 -1 0.1196 -3 -16 15 0.157 4 -15 -16 0.1129 -15 -7 -10 0.1986 15 -9 -9 0.1543 1 1 -1 0.2315 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.749 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.436 _exptl_absorpt_correction_T_max 0.623 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 16.0009 _diffrn_orient_matrix_ub_11 -0.0022731705 _diffrn_orient_matrix_ub_12 0.0379466822 _diffrn_orient_matrix_ub_13 -0.0245445721 _diffrn_orient_matrix_ub_21 0.0277088485 _diffrn_orient_matrix_ub_22 -0.0218233807 _diffrn_orient_matrix_ub_23 -0.0314616054 _diffrn_orient_matrix_ub_31 -0.0486417754 _diffrn_orient_matrix_ub_32 -0.0142612804 _diffrn_orient_matrix_ub_33 -0.0167600169 _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur, Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0267 _diffrn_reflns_av_unetI/netI 0.0109 _diffrn_reflns_number 20996 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 29 _diffrn_reflns_theta_full 29 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 2135 _reflns_number_gt 1658 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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. Due to correlation problems in the refinement as a result of the proximity of C(1) to I(1), ADP restraints were applied. Site occupancies of the SCN and Iodide were constrained to 0.5 after trial refinement. The geometries of the disordered NCS- were restrained to ideal values. ; _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^)+(0.0306P)^2^+21.8770P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2135 _refine_ls_number_parameters 110 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.0966 _refine_ls_R_factor_gt 0.082 _refine_ls_wR_factor_ref 0.1723 _refine_ls_wR_factor_gt 0.1681 _refine_ls_goodness_of_fit_ref 1.276 _refine_ls_restrained_S_all 1.293 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.651 _refine_diff_density_min -0.882 _refine_diff_density_rms 0.08 #----------------------------------------------------------------------------# # 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 Cu1 Cu -0.0199(8) 0.25 0.25 0.082(2) Uani 0.5 2 d SPU . . I1 I -0.27763(9) 0.25 0.25 0.0460(3) Uani 0.5 2 d SP . . S1 S 0.3679(5) 0.25 0.25 0.126(3) Uani 0.5 2 d SPDU . . C1 C 0.2427(13) 0.25 0.25 0.106(5) Uani 0.5 2 d SPDU . . N1 N 0.1516(13) 0.25 0.25 0.110(5) Uani 0.5 2 d SPDU . . N11 N 0 0.25 0.1204(6) 0.097(3) Uani 1 2 d S . . C12 C -0.0768(8) 0.2080(4) 0.0783(6) 0.092(3) Uani 1 1 d . . . H12 H -0.1313 0.1789 0.1074 0.111 Uiso 1 1 calc R . . C13 C -0.0777(8) 0.2065(4) -0.0046(6) 0.094(2) Uani 1 1 d . . . H13 H -0.1315 0.1757 -0.0329 0.113 Uiso 1 1 calc R . . C14 C 0 0.25 -0.0476(7) 0.099(4) Uani 1 2 d S . . H14 H 0 0.25 -0.1056 0.118 Uiso 1 2 calc SR . . N21 N 0 0.1182(5) 0.25 0.084(3) Uani 1 2 d S . . C22 C 0.0736(7) 0.0740(4) 0.2077(4) 0.077(2) Uani 1 1 d . . . H22 H 0.1256 0.1054 0.178 0.093 Uiso 1 1 calc R . . C23 C 0.0760(7) -0.0163(4) 0.2063(4) 0.0744(19) Uani 1 1 d . . . H23 H 0.1284 -0.0466 0.176 0.089 Uiso 1 1 calc R . . C24 C 0 -0.0606(6) 0.25 0.078(3) Uani 1 2 d S . . H24 H 0 -0.1223 0.25 0.094 Uiso 1 2 calc SR . . N31 N 0.25 0 0.5475(5) 0.094(3) Uani 1 2 d S . . C32 C 0.3142(7) 0.0496(5) 0.5039(5) 0.089(2) Uani 1 1 d . . . H32 H 0.3616 0.0862 0.5329 0.106 Uiso 1 1 calc R . . C33 C 0.3177(6) 0.0526(5) 0.4199(4) 0.0756(19) Uani 1 1 d . . . H33 H 0.3655 0.0899 0.3922 0.091 Uiso 1 1 calc R . . C34 C 0.25 0 0.3779(6) 0.080(3) Uani 1 2 d S . . H34 H 0.25 0 0.32 0.096 Uiso 1 2 calc SR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.141(7) 0.0466(9) 0.0573(10) 0.012(2) 0 0 I1 0.0594(6) 0.0277(4) 0.0510(5) -0.0028(4) 0 0 S1 0.076(4) 0.091(4) 0.210(9) 0.053(5) 0 0 C1 0.060(8) 0.076(8) 0.182(11) 0.051(9) 0 0 N1 0.067(8) 0.088(9) 0.174(13) 0.035(10) 0 0 N11 0.170(10) 0.037(3) 0.086(6) 0 0 -0.012(6) C12 0.139(8) 0.039(3) 0.099(6) -0.010(4) 0.011(6) -0.007(4) C13 0.133(7) 0.048(4) 0.102(6) -0.008(4) -0.002(6) 0.004(4) C14 0.165(13) 0.054(5) 0.077(7) 0 0 0.040(8) N21 0.152(8) 0.050(4) 0.049(4) 0 -0.001(6) 0 C22 0.127(7) 0.055(4) 0.049(3) -0.008(3) 0.007(4) -0.007(4) C23 0.110(6) 0.058(4) 0.055(3) -0.008(3) -0.011(4) 0.005(4) C24 0.124(9) 0.049(4) 0.061(5) 0 0.014(7) 0 N31 0.104(7) 0.121(8) 0.057(5) 0 0 -0.043(6) C32 0.108(6) 0.093(5) 0.065(4) -0.017(4) 0.003(4) -0.036(5) C33 0.082(5) 0.082(5) 0.062(4) 0.007(3) 0.009(4) -0.022(4) C34 0.088(7) 0.100(8) 0.051(5) 0 0 -0.014(6) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 I1 3.26(1) . ? Cu1 N21 2.044(8) 6_455 ? Cu1 N21 2.044(8) . ? Cu1 N11 2.138(9) . ? Cu1 N11 2.138(9) 7_455 ? Cu1 N1 2.170(19) . ? S1 C1 1.585(15) . ? C1 N1 1.153(16) . ? N11 C12 1.356(10) 6_455 ? N11 C12 1.356(10) . ? C12 C13 1.358(11) . ? C12 H12 0.95 . ? C13 C14 1.382(10) . ? C13 H13 0.95 . ? C14 C13 1.382(10) 6_455 ? C14 H14 0.95 . ? N21 C22 1.346(8) . ? N21 C22 1.346(8) 4 ? C22 C23 1.390(9) . ? C22 H22 0.95 . ? C23 C24 1.380(9) . ? C23 H23 0.95 . ? C24 C23 1.380(9) 4 ? C24 H24 0.95 . ? N31 C32 1.324(9) . ? N31 C32 1.324(9) 2 ? C32 C33 1.377(10) . ? C32 H32 0.95 . ? C33 C34 1.364(8) . ? C33 H33 0.95 . ? C34 C33 1.364(8) 2 ? C34 H34 0.95 . ? 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 N21 Cu1 N11 89.17(7) . . ? N21 Cu1 N11 89.17(7) . 7_455 ? N11 Cu1 N11 166.5(6) . 7_455 ? N1 Cu1 N1 180 6_455 . ? N21 Cu1 N1 82.9(3) 6_455 . ? N21 Cu1 N1 82.9(3) . . ? N11 Cu1 N1 83.2(3) . . ? N11 Cu1 N1 83.2(3) 7_455 . ? N1 C1 S1 180.0000(10) . . ? C12 N11 C12 118.8(10) 6_455 . ? C12 N11 Cu1 114.9(6) . . ? N11 C12 C13 121.6(9) . . ? N11 C12 H12 119.2 . . ? C13 C12 H12 119.2 . . ? C12 C13 C14 119.7(10) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C13 C14 C13 118.7(12) 6_455 . ? C13 C14 H14 120.7 6_455 . ? C13 C14 H14 120.7 . . ? C22 N21 C22 119.2(8) . 4 ? C22 N21 Cu1 126.0(5) . . ? C22 N21 Cu1 114.6(5) 4 . ? N21 C22 C23 122.0(8) . . ? N21 C22 H22 119 . . ? C23 C22 H22 119 . . ? C24 C23 C22 118.1(8) . . ? C24 C23 H23 121 . . ? C22 C23 H23 121 . . ? C23 C24 C23 120.7(9) 4 . ? C23 C24 H24 119.7 4 . ? C23 C24 H24 119.7 . . ? C32 N31 C32 114.7(9) . 2 ? N31 C32 C33 125.3(8) . . ? N31 C32 H32 117.4 . . ? C33 C32 H32 117.4 . . ? C34 C33 C32 117.6(7) . . ? C34 C33 H33 121.2 . . ? C32 C33 H33 121.2 . . ? C33 C34 C33 119.5(9) . 2 ? C33 C34 H34 120.3 . . ? C33 C34 H34 120.3 2 . ? #===END #===END # Attachment 'gb1072b.cif' data_gb1072b _database_code_depnum_ccdc_archive 'CCDC 798134' #TrackingRef 'gb1072b.cif' _audit_creation_date 2010-10-15T16:31:36-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C20 H20 Cu I6 N4' _chemical_formula_moiety 'C20 H20 Cu N4, 2(I3)' _chemical_formula_weight 1141.34 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 2/n 1' _symmetry_space_group_name_Hall '-p 2yac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z-1/2' _cell_length_a 8.5744(3) _cell_length_b 10.5755(3) _cell_length_c 16.3685(8) _cell_angle_alpha 90 _cell_angle_beta 92.272(5) _cell_angle_gamma 90 _cell_volume 1483.10(10) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8997 _cell_measurement_theta_min 3.7299 _cell_measurement_theta_max 37.5247 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description rod _exptl_crystal_colour black _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 2.556 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1030 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 -1 1 0.0077 0 1 -1 0.0689 0 -1 -1 0.0293 0 2 1 0.0447 0 0 -1 0.0697 0 0 1 0.0235 11 1 -10 0.2131 -10 -4 14 0.0724 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 6.996 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.28 _exptl_absorpt_correction_T_max 0.667 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4738 _diffrn_orient_matrix_ub_11 -0.0456376853 _diffrn_orient_matrix_ub_12 0.0503348599 _diffrn_orient_matrix_ub_13 -0.0165446536 _diffrn_orient_matrix_ub_21 -0.0308010513 _diffrn_orient_matrix_ub_22 -0.0407588479 _diffrn_orient_matrix_ub_23 -0.0309806589 _diffrn_orient_matrix_ub_31 -0.0617756237 _diffrn_orient_matrix_ub_32 -0.0169786547 _diffrn_orient_matrix_ub_33 0.0253342686 _diffrn_measurement_device_type 'Oxford Diffraction Gemini diffractometer' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0389 _diffrn_reflns_av_unetI/netI 0.0482 _diffrn_reflns_number 26818 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.85 _diffrn_reflns_theta_max 37.62 _diffrn_reflns_theta_full 37 _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.963 _reflns_number_total 7586 _reflns_number_gt 5027 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0156P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 7586 _refine_ls_number_parameters 141 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.057 _refine_ls_R_factor_gt 0.0271 _refine_ls_wR_factor_ref 0.0454 _refine_ls_wR_factor_gt 0.0414 _refine_ls_goodness_of_fit_ref 0.87 _refine_ls_restrained_S_all 0.87 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.019 _refine_diff_density_min -0.908 _refine_diff_density_rms 0.166 #----------------------------------------------------------------------------# # 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.75 0.60438(4) 0.25 0.02057(8) Uani 1 2 d S . . N11 N 0.84743(19) 0.74094(17) 0.18160(11) 0.0166(3) Uani 1 1 d . . . C12 C 0.7652(2) 0.8425(2) 0.15583(13) 0.0177(4) Uani 1 1 d . . . H12 H 0.6565 0.8448 0.1648 0.021 Uiso 1 1 calc R . . C13 C 0.8317(2) 0.9439(2) 0.11680(14) 0.0209(4) Uani 1 1 d . . . H13 H 0.7697 1.0136 0.0986 0.025 Uiso 1 1 calc R . . C14 C 0.9903(3) 0.9416(2) 0.10492(14) 0.0217(4) Uani 1 1 d . . . H14 H 1.0399 1.0112 0.08 0.026 Uiso 1 1 calc R . . C15 C 1.0760(2) 0.8367(2) 0.12982(14) 0.0199(4) Uani 1 1 d . . . H15 H 1.1848 0.8327 0.1212 0.024 Uiso 1 1 calc R . . C16 C 1.0015(2) 0.7377(2) 0.16736(13) 0.0184(4) Uani 1 1 d . . . H16 H 1.0604 0.6653 0.1836 0.022 Uiso 1 1 calc R . . N21 N 0.84736(19) 0.47062(17) 0.18005(11) 0.0180(4) Uani 1 1 d . . . C22 C 0.8266(2) 0.4718(2) 0.09819(13) 0.0184(4) Uani 1 1 d . . . H22 H 0.7553 0.5309 0.074 0.022 Uiso 1 1 calc R . . C23 C 0.9047(2) 0.3908(2) 0.04800(14) 0.0206(4) Uani 1 1 d . . . H23 H 0.8848 0.3924 -0.0095 0.025 Uiso 1 1 calc R . . C24 C 1.0121(3) 0.3072(2) 0.08250(15) 0.0245(5) Uani 1 1 d . . . H24 H 1.0709 0.2532 0.049 0.029 Uiso 1 1 calc R . . C25 C 1.0325(3) 0.3037(2) 0.16713(15) 0.0279(5) Uani 1 1 d . . . H25 H 1.1047 0.2466 0.1926 0.033 Uiso 1 1 calc R . . C26 C 0.9458(3) 0.3847(2) 0.21342(14) 0.0223(4) Uani 1 1 d . . . H26 H 0.9563 0.3795 0.2713 0.027 Uiso 1 1 calc R . . I1 I 1.073983(16) 0.607461(15) 0.375899(9) 0.02301(4) Uani 1 1 d . . . I2 I 0.994865(15) 0.767937(14) 0.519521(9) 0.02091(3) Uani 1 1 d . . . I3 I 0.908616(17) 0.923898(16) 0.652742(10) 0.02551(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 Cu1 0.02497(18) 0.01138(17) 0.0264(2) 0 0.01383(16) 0 N11 0.0153(7) 0.0137(8) 0.0211(8) -0.0008(7) 0.0047(7) 0.0004(6) C12 0.0159(9) 0.0158(10) 0.0213(10) -0.0003(8) 0.0007(8) -0.0005(7) C13 0.0221(10) 0.0169(11) 0.0239(11) 0.0051(9) 0.0011(9) 0.0017(8) C14 0.0257(10) 0.0162(11) 0.0235(11) 0.0037(9) 0.0046(9) -0.0043(8) C15 0.0179(9) 0.0174(10) 0.0246(11) 0.0008(9) 0.0041(8) -0.0012(8) C16 0.0178(9) 0.0163(10) 0.0213(10) 0.0015(9) 0.0038(8) 0.0025(8) N21 0.0183(8) 0.0147(9) 0.0213(9) 0.0008(7) 0.0064(7) 0.0009(7) C22 0.0144(9) 0.0183(10) 0.0224(10) 0.0022(9) -0.0003(8) 0.0002(7) C23 0.0220(10) 0.0217(11) 0.0183(10) -0.0021(9) 0.0024(8) -0.0038(8) C24 0.0297(11) 0.0188(11) 0.0253(12) -0.0043(10) 0.0069(10) 0.0061(9) C25 0.0364(13) 0.0222(12) 0.0251(12) 0.0036(10) 0.0021(10) 0.0122(10) C26 0.0288(11) 0.0194(11) 0.0187(10) 0.0025(9) 0.0030(9) 0.0032(9) I1 0.01832(6) 0.02491(8) 0.02554(7) 0.00008(6) -0.00256(5) -0.00465(6) I2 0.01623(6) 0.02168(7) 0.02462(7) 0.00718(6) -0.00172(5) -0.00251(5) I3 0.02220(7) 0.02520(8) 0.02952(8) 0.00457(7) 0.00582(6) -0.00020(6) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N21 2.0210(18) . ? Cu1 N21 2.0210(18) 2_655 ? Cu1 N11 2.0277(17) 2_655 ? Cu1 N11 2.0277(17) . ? Cu1 I1 3.3928(2) . ? Cu1 I1 3.3928(2) 2_655 ? N11 C12 1.344(3) . ? N11 C16 1.351(2) . ? C12 C13 1.383(3) . ? C12 H12 0.95 . ? C13 C14 1.382(3) . ? C13 H13 0.95 . ? C14 C15 1.384(3) . ? C14 H14 0.95 . ? C15 C16 1.383(3) . ? C15 H15 0.95 . ? C16 H16 0.95 . ? N21 C26 1.341(3) . ? N21 C22 1.345(3) . ? C22 C23 1.379(3) . ? C22 H22 0.95 . ? C23 C24 1.380(3) . ? C23 H23 0.95 . ? C24 C25 1.390(3) . ? C24 H24 0.95 . ? C25 C26 1.381(3) . ? C25 H25 0.95 . ? C26 H26 0.95 . ? I1 I2 2.9989(2) . ? I2 I3 2.8549(2) . ? 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 N21 Cu1 N21 91.16(10) . 2_655 ? N21 Cu1 N11 178.91(7) . 2_655 ? N21 Cu1 N11 89.84(7) 2_655 2_655 ? N21 Cu1 N11 89.84(7) . . ? N21 Cu1 N11 178.91(7) 2_655 . ? N11 Cu1 N11 89.16(10) 2_655 . ? N11 Cu1 I1 89.04(5) . . ? N11 Cu1 I1 90.18(5) 2_655 . ? N21 Cu1 I1 90.24(5) . . ? N21 Cu1 I1 90.53(5) 2_655 . ? I1 Cu1 I1 178.90(2) 2_655 . ? N11 Cu1 I1 89.04(5) 2_655 2_655 ? C12 N11 C16 118.06(18) . . ? C12 N11 Cu1 121.36(13) . . ? C16 N11 Cu1 120.29(14) . . ? N11 C12 C13 123.00(18) . . ? N11 C12 H12 118.5 . . ? C13 C12 H12 118.5 . . ? C14 C13 C12 118.5(2) . . ? C14 C13 H13 120.7 . . ? C12 C13 H13 120.7 . . ? C13 C14 C15 119.1(2) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C16 C15 C14 119.24(19) . . ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? N11 C16 C15 122.0(2) . . ? N11 C16 H16 119 . . ? C15 C16 H16 119 . . ? C26 N21 C22 117.92(18) . . ? C26 N21 Cu1 120.70(15) . . ? C22 N21 Cu1 121.13(15) . . ? N21 C22 C23 122.7(2) . . ? N21 C22 H22 118.7 . . ? C23 C22 H22 118.7 . . ? C22 C23 C24 119.1(2) . . ? C22 C23 H23 120.5 . . ? C24 C23 H23 120.5 . . ? C23 C24 C25 118.7(2) . . ? C23 C24 H24 120.6 . . ? C25 C24 H24 120.6 . . ? C26 C25 C24 118.7(2) . . ? C26 C25 H25 120.6 . . ? C24 C25 H25 120.6 . . ? N21 C26 C25 122.7(2) . . ? N21 C26 H26 118.6 . . ? C25 C26 H26 118.6 . . ? Cu1 I1 I2 106.04(1) . . ? I3 I2 I1 177.730(7) . . ? #===END #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_gb1071b _database_code_depnum_ccdc_archive 'CCDC 798277' #TrackingRef 'gb1071b.cif' _audit_creation_date 2010-10-18T14:50:35-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C35 H35 Cl Cu I3 N7' _chemical_formula_moiety 'C20 H20 Cl Cu N4, 3(C5 H5 N), I3' _chemical_formula_weight 1033.39 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-c 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.778(3) _cell_length_b 5.6989(4) _cell_length_c 23.2753(18) _cell_angle_alpha 90 _cell_angle_beta 100.672(8) _cell_angle_gamma 90 _cell_volume 3751.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9312 _cell_measurement_theta_min 2.8305 _cell_measurement_theta_max 34.2922 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description needle _exptl_crystal_colour black _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_diffrn 1.83 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1996 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 -1 0 0.1546 0 1 0 0.1562 -1 0 0 0.0279 1 0 0 0.0138 0 0 1 0.0215 0 0 -1 0.0237 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.157 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.565 _exptl_absorpt_correction_T_max 0.89 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 16.0009 _diffrn_orient_matrix_ub_11 -0.0003944501 _diffrn_orient_matrix_ub_12 0.0130475556 _diffrn_orient_matrix_ub_13 -0.0303499326 _diffrn_orient_matrix_ub_21 0.0250042738 _diffrn_orient_matrix_ub_22 0.0046228616 _diffrn_orient_matrix_ub_23 0.0054635939 _diffrn_orient_matrix_ub_31 0.0009085373 _diffrn_orient_matrix_ub_32 -0.1235039805 _diffrn_orient_matrix_ub_33 -0.0030413009 _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur diffractometer' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0552 _diffrn_reflns_av_unetI/netI 0.0626 _diffrn_reflns_number 26599 _diffrn_reflns_limit_h_min -44 _diffrn_reflns_limit_h_max 44 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 2.88 _diffrn_reflns_theta_max 34.33 _diffrn_reflns_theta_full 33.5 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.96 _reflns_number_total 7522 _reflns_number_gt 5526 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0385P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 7522 _refine_ls_number_parameters 215 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0601 _refine_ls_R_factor_gt 0.0404 _refine_ls_wR_factor_ref 0.0814 _refine_ls_wR_factor_gt 0.0777 _refine_ls_goodness_of_fit_ref 0.9 _refine_ls_restrained_S_all 0.9 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 2.338 _refine_diff_density_min -0.591 _refine_diff_density_rms 0.167 #----------------------------------------------------------------------------# # 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' 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' N N 0.0061 0.0033 '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 Cu1 Cu 0 0.44569(8) 0.75 0.01707(10) Uani 1 2 d S . . Cl1 Cl 0 -0.02263(15) 0.75 0.01792(17) Uani 1 2 d S . . N11 N 0.04592(7) 0.4614(4) 0.69296(9) 0.0164(4) Uani 1 1 d . . . C12 C 0.07732(9) 0.6379(5) 0.69510(12) 0.0203(5) Uani 1 1 d . . . H12 H 0.0779 0.7569 0.7238 0.024 Uiso 1 1 calc R . . C13 C 0.10876(9) 0.6515(5) 0.65687(12) 0.0205(5) Uani 1 1 d . . . H13 H 0.1302 0.7791 0.659 0.025 Uiso 1 1 calc R . . C14 C 0.10859(10) 0.4783(5) 0.61571(13) 0.0226(6) Uani 1 1 d . . . H14 H 0.13 0.4839 0.5892 0.027 Uiso 1 1 calc R . . C15 C 0.07669(10) 0.2961(5) 0.61352(13) 0.0257(6) Uani 1 1 d . . . H15 H 0.0758 0.1743 0.5855 0.031 Uiso 1 1 calc R . . C16 C 0.04601(10) 0.2940(5) 0.65291(12) 0.0223(6) Uani 1 1 d . . . H16 H 0.0241 0.1683 0.6513 0.027 Uiso 1 1 calc R . . N21 N -0.05591(7) 0.4571(4) 0.68192(9) 0.0168(4) Uani 1 1 d . . . C22 C -0.06062(9) 0.6342(5) 0.64311(11) 0.0199(5) Uani 1 1 d . . . H22 H -0.0376 0.7554 0.6483 0.024 Uiso 1 1 calc R . . C23 C -0.09762(9) 0.6470(5) 0.59607(12) 0.0229(6) Uani 1 1 d . . . H23 H -0.1 0.7755 0.5697 0.028 Uiso 1 1 calc R . . C24 C -0.13106(9) 0.4711(5) 0.58786(12) 0.0232(6) Uani 1 1 d . . . H24 H -0.1566 0.4749 0.5555 0.028 Uiso 1 1 calc R . . C25 C -0.12671(9) 0.2897(5) 0.62760(12) 0.0224(6) Uani 1 1 d . . . H25 H -0.1494 0.1668 0.6231 0.027 Uiso 1 1 calc R . . C26 C -0.08903(9) 0.2881(5) 0.67408(12) 0.0203(5) Uani 1 1 d . . . H26 H -0.0865 0.163 0.7015 0.024 Uiso 1 1 calc R . . N31 N 0.66579(9) 0.5161(4) 0.26030(11) 0.0261(5) Uani 1 1 d . . . C32 C 0.69504(11) 0.3322(5) 0.26280(14) 0.0298(7) Uani 1 1 d . . . H32 H 0.6869 0.2098 0.2351 0.036 Uiso 1 1 calc R . . C33 C 0.73629(11) 0.3107(6) 0.30345(15) 0.0322(7) Uani 1 1 d . . . H33 H 0.756 0.1773 0.3032 0.039 Uiso 1 1 calc R . . C34 C 0.74844(11) 0.4849(5) 0.34432(15) 0.0325(7) Uani 1 1 d . . . H34 H 0.7765 0.4735 0.373 0.039 Uiso 1 1 calc R . . C35 C 0.71879(10) 0.6777(6) 0.34274(13) 0.0281(6) Uani 1 1 d . . . H35 H 0.7261 0.8016 0.3703 0.034 Uiso 1 1 calc R . . C36 C 0.67835(10) 0.6849(5) 0.30001(13) 0.0257(6) Uani 1 1 d . . . H36 H 0.6583 0.8179 0.2988 0.031 Uiso 1 1 calc R . . N41 N 0.97521(11) 0.0061(6) 0.54551(13) 0.0396(8) Uani 0.5 1 d P . 1 C41 C 0.97521(11) 0.0061(6) 0.54551(13) 0.0396(8) Uani 0.5 1 d P . 2 H41 H 0.9581 0.0107 0.5767 0.047 Uiso 0.5 1 calc PR . 2 C42 C 0.97012(11) 0.1818(7) 0.50409(15) 0.0423(9) Uani 1 1 d . . . H42 H 0.9494 0.3098 0.5066 0.051 Uiso 1 1 calc R . 1 C43 C 0.99518(11) 0.1713(7) 0.45911(14) 0.0356(7) Uani 1 1 d . . . H43 H 0.9914 0.2928 0.4307 0.043 Uiso 1 1 calc R . . I1 I 0.825514(6) 0.00188(3) 0.458130(9) 0.02631(6) Uani 1 1 d . . . I2 I 0.75 0.25 0.5 0.02014(6) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01010(19) 0.0263(2) 0.0147(2) 0 0.00215(16) 0 Cl1 0.0139(4) 0.0175(4) 0.0222(4) 0 0.0030(3) 0 N11 0.0128(9) 0.0202(11) 0.0160(10) -0.0004(8) 0.0025(8) 0.0012(8) C12 0.0146(11) 0.0249(14) 0.0210(13) 0.0000(11) 0.0021(10) -0.0001(10) C13 0.0147(11) 0.0238(14) 0.0236(13) 0.0002(11) 0.0052(10) -0.0023(10) C14 0.0188(12) 0.0267(15) 0.0245(14) -0.0008(11) 0.0094(11) 0.0002(11) C15 0.0295(15) 0.0241(15) 0.0267(14) -0.0066(11) 0.0143(12) -0.0025(12) C16 0.0236(13) 0.0217(14) 0.0229(13) -0.0017(11) 0.0077(11) -0.0034(11) N21 0.0124(9) 0.0207(11) 0.0175(10) -0.0008(8) 0.0033(8) 0.0001(8) C22 0.0174(12) 0.0205(13) 0.0216(13) -0.0001(10) 0.0028(10) -0.0039(10) C23 0.0192(13) 0.0254(14) 0.0230(13) 0.0046(11) 0.0008(11) -0.0016(11) C24 0.0154(12) 0.0321(16) 0.0204(13) -0.0018(11) -0.0011(10) -0.0015(11) C25 0.0145(11) 0.0241(14) 0.0273(14) -0.0014(11) 0.0006(10) -0.0041(10) C26 0.0145(11) 0.0212(14) 0.0251(13) 0.0033(11) 0.0034(10) -0.0013(10) N31 0.0254(12) 0.0246(13) 0.0280(13) 0.0041(10) 0.0047(10) -0.0017(10) C32 0.0352(16) 0.0243(15) 0.0335(16) -0.0008(13) 0.0154(14) -0.0019(13) C33 0.0277(15) 0.0269(16) 0.0468(19) 0.0113(14) 0.0196(14) 0.0081(13) C34 0.0199(13) 0.044(2) 0.0333(16) 0.0148(14) 0.0036(12) 0.0003(13) C35 0.0256(14) 0.0318(16) 0.0264(14) 0.0001(12) 0.0034(12) -0.0062(13) C36 0.0240(14) 0.0207(14) 0.0330(16) 0.0046(12) 0.0068(12) 0.0021(11) N41 0.0307(15) 0.066(2) 0.0242(14) -0.0115(14) 0.0115(12) -0.0229(15) C41 0.0307(15) 0.066(2) 0.0242(14) -0.0115(14) 0.0115(12) -0.0229(15) C42 0.0260(16) 0.069(3) 0.0320(17) -0.0139(17) 0.0070(13) -0.0197(17) C43 0.0304(16) 0.051(2) 0.0260(15) -0.0040(14) 0.0056(13) -0.0146(15) I1 0.01861(9) 0.03146(11) 0.02957(10) -0.00142(8) 0.00631(7) 0.00347(7) I2 0.01251(10) 0.02556(13) 0.02192(12) -0.00042(10) 0.00204(8) -0.00256(9) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N21 2.040(2) 2_556 ? Cu1 N21 2.040(2) . ? Cu1 N11 2.041(2) . ? Cu1 N11 2.041(2) 2_556 ? Cu1 Cl1 2.6689(10) . ? Cu1 Cl1 3.0300(10) 1_565 ? N11 C16 1.334(3) . ? N11 C12 1.346(3) . ? C12 C13 1.384(4) . ? C12 H12 0.95 . ? C13 C14 1.375(4) . ? C13 H13 0.95 . ? C14 C15 1.381(4) . ? C14 H14 0.95 . ? C15 C16 1.386(4) . ? C15 H15 0.95 . ? C16 H16 0.95 . ? N21 C26 1.343(3) . ? N21 C22 1.344(3) . ? C22 C23 1.381(4) . ? C22 H22 0.95 . ? C23 C24 1.378(4) . ? C23 H23 0.95 . ? C24 C25 1.377(4) . ? C24 H24 0.95 . ? C25 C26 1.383(4) . ? C25 H25 0.95 . ? C26 H26 0.95 . ? N31 C36 1.336(4) . ? N31 C32 1.339(4) . ? C32 C33 1.380(5) . ? C32 H32 0.95 . ? C33 C34 1.374(5) . ? C33 H33 0.95 . ? C34 C35 1.388(4) . ? C34 H34 0.95 . ? C35 C36 1.384(4) . ? C35 H35 0.95 . ? C36 H36 0.95 . ? N41 C43 1.339(5) 5_756 ? N41 C42 1.379(5) . ? C42 C43 1.378(4) . ? C42 H42 0.95 . ? C43 C41 1.339(5) 5_756 ? C43 N41 1.339(5) 5_756 ? C43 H43 0.95 . ? I1 I2 2.9079(2) . ? I2 I1 2.9079(3) 7_656 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N21 Cu1 N21 176.34(13) 2_556 . ? N21 Cu1 N11 89.50(8) 2_556 . ? N21 Cu1 N11 90.34(8) . . ? N21 Cu1 N11 90.34(8) 2_556 2_556 ? N21 Cu1 N11 89.50(8) . 2_556 ? N11 Cu1 N11 174.96(12) . 2_556 ? N21 Cu1 Cl1 91.83(6) 2_556 . ? N21 Cu1 Cl1 91.83(6) . . ? N11 Cu1 Cl1 92.52(6) . . ? N11 Cu1 Cl1 92.52(6) 2_556 . ? C16 N11 C12 118.1(2) . . ? C16 N11 Cu1 120.53(17) . . ? C12 N11 Cu1 121.31(18) . . ? N11 C12 C13 122.2(3) . . ? N11 C12 H12 118.9 . . ? C13 C12 H12 118.9 . . ? C14 C13 C12 119.3(3) . . ? C14 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C13 C14 C15 118.8(3) . . ? C13 C14 H14 120.6 . . ? C15 C14 H14 120.6 . . ? C14 C15 C16 118.9(3) . . ? C14 C15 H15 120.6 . . ? C16 C15 H15 120.6 . . ? N11 C16 C15 122.7(3) . . ? N11 C16 H16 118.7 . . ? C15 C16 H16 118.7 . . ? C26 N21 C22 117.8(2) . . ? C26 N21 Cu1 121.35(18) . . ? C22 N21 Cu1 120.85(17) . . ? N21 C22 C23 122.6(2) . . ? N21 C22 H22 118.7 . . ? C23 C22 H22 118.7 . . ? C24 C23 C22 119.2(3) . . ? C24 C23 H23 120.4 . . ? C22 C23 H23 120.4 . . ? C25 C24 C23 118.6(3) . . ? C25 C24 H24 120.7 . . ? C23 C24 H24 120.7 . . ? C24 C25 C26 119.4(2) . . ? C24 C25 H25 120.3 . . ? C26 C25 H25 120.3 . . ? N21 C26 C25 122.4(2) . . ? N21 C26 H26 118.8 . . ? C25 C26 H26 118.8 . . ? C36 N31 C32 116.5(3) . . ? N31 C32 C33 123.6(3) . . ? N31 C32 H32 118.2 . . ? C33 C32 H32 118.2 . . ? C34 C33 C32 119.1(3) . . ? C34 C33 H33 120.4 . . ? C32 C33 H33 120.4 . . ? C33 C34 C35 118.5(3) . . ? C33 C34 H34 120.7 . . ? C35 C34 H34 120.7 . . ? C36 C35 C34 118.2(3) . . ? C36 C35 H35 120.9 . . ? C34 C35 H35 120.9 . . ? N31 C36 C35 124.0(3) . . ? N31 C36 H36 118 . . ? C35 C36 H36 118 . . ? C43 N41 C42 118.6(3) 5_756 . ? C43 C42 N41 119.8(4) . . ? C43 C42 H42 120.1 . . ? N41 C42 H42 120.1 . . ? C41 C43 C42 121.6(3) 5_756 . ? N41 C43 C42 121.6(3) 5_756 . ? C41 C43 H43 119.2 5_756 . ? N41 C43 H43 119.2 5_756 . ? C42 C43 H43 119.2 . . ? I1 I2 I1 180.000(7) 7_656 . ? #===END data_global #TrackingRef 'c1dt10224a_ccdc_794385_798277_cif.txt' _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef 'gb1071b.cif' # 1. SUBMISSION DETAILS #---------------------- _publ_contact_author_name 'Skelton, B. W.' _publ_contact_author_address ; Chemistry, School of Biomedical, Biomolecular and Chemical Science, M313, University of Western Australia, Perth, WA 6009, Australia ; _publ_contact_author_email brian.skelton@uwa.edu.au _publ_contact_author_fax (+61)_08_6488_1118 _publ_contact_author_phone (+61)_08_6488_7107 loop_ _publ_author_name _publ_author_footnote _publ_author_address G.A.Bowmaker . ; Chemistry, School of Biomedical, Biomolecular and Chemical Science, M313, University of Western Australia, Perth, WA 6009, Australia ; C.Pettinari '' '' B.W.Skelton '' '' N.Somers '' '' A.H.White '' '' _publ_section_references ; Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838. Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge National Laboratory, Tennessee, USA. Oxford Diffraction (2006). CrysAlis CCD. Oxford Diffraction Ltd, Abingdon, England. Oxford Diffraction (2006). CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England. Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122. ; data_cpcui #TrackingRef 'c1dt10224a_ccdc_794385_798277_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 794385' #TrackingRef 'cpcui.cif' _audit_creation_date 2010-08-30T21:39:19-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C40 H44 Cl Cu2 I9 N8 O2' _chemical_formula_moiety 'C40 H42 Cl Cu2 N8 O, 3(I3), H2 O' _chemical_formula_weight 1973.46 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'F d d d' _symmetry_space_group_name_Hall '-F 2uv 2vw' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+3/4, -y+3/4, z' '-x+3/4, y, -z+3/4' 'x, -y+3/4, -z+3/4' 'x, y+1/2, z+1/2' '-x+3/4, -y+5/4, z+1/2' '-x+3/4, y+1/2, -z+5/4' 'x, -y+5/4, -z+5/4' 'x+1/2, y, z+1/2' '-x+5/4, -y+3/4, z+1/2' '-x+5/4, y, -z+5/4' 'x+1/2, -y+3/4, -z+5/4' 'x+1/2, y+1/2, z' '-x+5/4, -y+5/4, z' '-x+5/4, y+1/2, -z+3/4' 'x+1/2, -y+5/4, -z+3/4' '-x, -y, -z' 'x-3/4, y-3/4, -z' 'x-3/4, -y, z-3/4' '-x, y-3/4, z-3/4' '-x, -y+1/2, -z+1/2' 'x-3/4, y-1/4, -z+1/2' 'x-3/4, -y+1/2, z-1/4' '-x, y-1/4, z-1/4' '-x+1/2, -y, -z+1/2' 'x-1/4, y-3/4, -z+1/2' 'x-1/4, -y, z-1/4' '-x+1/2, y-3/4, z-1/4' '-x+1/2, -y+1/2, -z' 'x-1/4, y-1/4, -z' 'x-1/4, -y+1/2, z-3/4' '-x+1/2, y-1/4, z-3/4' _cell_length_a 26.1124(3) _cell_length_b 28.8852(4) _cell_length_c 29.5107(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 22258.8(6) _cell_formula_units_Z 16 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 49682 _cell_measurement_theta_min 3.4169 _cell_measurement_theta_max 40.1723 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description needle _exptl_crystal_colour black _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 2.356 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 14528 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 -1 1 0.0339 -1 0 -1 0.4985 1 0 -1 0.1198 1 0 1 0.102 0 -1 -1 0.0463 0 1 1 0.0216 0 1 -1 0.0452 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 5.845 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.186 _exptl_absorpt_correction_T_max 0.716 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4738 _diffrn_orient_matrix_ub_11 0.0032861551 _diffrn_orient_matrix_ub_12 -0.0190407947 _diffrn_orient_matrix_ub_13 0.0148764074 _diffrn_orient_matrix_ub_21 -0.0003403901 _diffrn_orient_matrix_ub_22 -0.0153340718 _diffrn_orient_matrix_ub_23 -0.0187615726 _diffrn_orient_matrix_ub_31 0.0269635765 _diffrn_orient_matrix_ub_32 0.0021312607 _diffrn_orient_matrix_ub_33 -0.0020784705 _diffrn_measurement_device_type 'Oxford Diffraction Gemini diffractometer' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0502 _diffrn_reflns_av_unetI/netI 0.034 _diffrn_reflns_number 212945 _diffrn_reflns_limit_h_min -47 _diffrn_reflns_limit_h_max 47 _diffrn_reflns_limit_k_min -51 _diffrn_reflns_limit_k_max 52 _diffrn_reflns_limit_l_min -53 _diffrn_reflns_limit_l_max 52 _diffrn_reflns_theta_min 3.68 _diffrn_reflns_theta_max 40.23 _diffrn_reflns_theta_full 40 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.988 _reflns_number_total 17306 _reflns_number_gt 11541 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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. Water molecule hydrogen geometries were restrained to ideal values. ; _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^)+(0.0339P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 17306 _refine_ls_number_parameters 293 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0521 _refine_ls_R_factor_gt 0.0252 _refine_ls_wR_factor_ref 0.0648 _refine_ls_wR_factor_gt 0.0561 _refine_ls_goodness_of_fit_ref 0.897 _refine_ls_restrained_S_all 0.897 _refine_ls_shift/su_max 0.01 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 2.999 _refine_diff_density_min -1.91 _refine_diff_density_rms 0.187 #----------------------------------------------------------------------------# # 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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 Cu1 Cu 0.375 0.223410(12) 0.375 0.01481(6) Uani 1 2 d S . . O1 O 0.375 0.30678(7) 0.375 0.0222(4) Uani 1 2 d SD . . H1W H 0.4026(4) 0.3246(9) 0.3756(13) 0.091(15) Uiso 1 1 d D . . Cu2 Cu 0.375 0.036249(12) 0.375 0.01553(6) Uani 1 2 d S . . Cl2 Cl 0.375 0.124620(17) 0.375 0.00834(8) Uani 1 2 d S . . N11 N 0.29801(6) 0.22329(5) 0.36306(5) 0.0146(3) Uani 1 1 d . . . C12 C 0.27698(7) 0.25393(6) 0.33422(6) 0.0167(3) Uani 1 1 d . . . H12 H 0.2988 0.2746 0.3184 0.02 Uiso 1 1 calc R . . C13 C 0.22469(7) 0.25645(7) 0.32670(7) 0.0204(4) Uani 1 1 d . . . H13 H 0.211 0.2784 0.306 0.024 Uiso 1 1 calc R . . C14 C 0.19277(7) 0.22631(7) 0.34996(7) 0.0216(4) Uani 1 1 d . . . H14 H 0.1567 0.2274 0.3456 0.026 Uiso 1 1 calc R . . C15 C 0.21417(7) 0.19451(7) 0.37963(7) 0.0191(4) Uani 1 1 d . . . H15 H 0.1931 0.1733 0.3957 0.023 Uiso 1 1 calc R . . C16 C 0.26683(7) 0.19421(7) 0.38538(6) 0.0165(3) Uani 1 1 d . . . H16 H 0.2814 0.1726 0.4059 0.02 Uiso 1 1 calc R . . N21 N 0.36109(6) 0.22330(5) 0.44252(5) 0.0141(3) Uani 1 1 d . . . C22 C 0.32872(7) 0.25383(6) 0.46167(6) 0.0157(3) Uani 1 1 d . . . H22 H 0.3136 0.277 0.4431 0.019 Uiso 1 1 calc R . . C23 C 0.31656(7) 0.25276(6) 0.50744(7) 0.0171(3) Uani 1 1 d . . . H23 H 0.2937 0.2749 0.52 0.02 Uiso 1 1 calc R . . C24 C 0.33829(7) 0.21885(6) 0.53438(6) 0.0170(3) Uani 1 1 d . . . H24 H 0.3296 0.2166 0.5656 0.02 Uiso 1 1 calc R . . C25 C 0.37292(7) 0.18808(6) 0.51519(6) 0.0162(3) Uani 1 1 d . . . H25 H 0.3892 0.1652 0.5332 0.019 Uiso 1 1 calc R . . C26 C 0.38325(6) 0.19144(6) 0.46912(6) 0.0143(3) Uani 1 1 d . . . H26 H 0.4069 0.1704 0.456 0.017 Uiso 1 1 calc R . . N31 N 0.29936(6) 0.03029(5) 0.39043(6) 0.0173(3) Uani 1 1 d . . . C32 C 0.26591(7) 0.05866(7) 0.37015(6) 0.0191(4) Uani 1 1 d . . . H32 H 0.2785 0.0803 0.3486 0.023 Uiso 1 1 calc R . . C33 C 0.21380(8) 0.05793(7) 0.37915(7) 0.0216(4) Uani 1 1 d . . . H33 H 0.191 0.0785 0.3642 0.026 Uiso 1 1 calc R . . C34 C 0.19579(8) 0.02591(8) 0.41099(8) 0.0246(4) Uani 1 1 d . . . H34 H 0.1604 0.0248 0.4185 0.029 Uiso 1 1 calc R . . C35 C 0.22975(8) -0.00392(7) 0.43129(8) 0.0241(4) Uani 1 1 d . . . H35 H 0.218 -0.0263 0.4525 0.029 Uiso 1 1 calc R . . C36 C 0.28128(7) -0.00102(7) 0.42050(7) 0.0193(3) Uani 1 1 d . . . H36 H 0.3046 -0.0217 0.4347 0.023 Uiso 1 1 calc R . . N41 N 0.39226(6) 0.02939(5) 0.44139(5) 0.0162(3) Uani 1 1 d . . . C42 C 0.37319(7) 0.06039(6) 0.47087(6) 0.0175(3) Uani 1 1 d . . . H42 H 0.3508 0.0838 0.4599 0.021 Uiso 1 1 calc R . . C43 C 0.38494(8) 0.05959(7) 0.51662(7) 0.0195(3) Uani 1 1 d . . . H43 H 0.3709 0.0821 0.5366 0.023 Uiso 1 1 calc R . . C44 C 0.41756(8) 0.02538(7) 0.53282(7) 0.0210(4) Uani 1 1 d . . . H44 H 0.427 0.0246 0.5639 0.025 Uiso 1 1 calc R . . C45 C 0.43613(7) -0.00756(7) 0.50287(7) 0.0210(4) Uani 1 1 d . . . H45 H 0.4577 -0.0318 0.5133 0.025 Uiso 1 1 calc R . . C46 C 0.42275(7) -0.00452(7) 0.45755(7) 0.0193(3) Uani 1 1 d . . . H46 H 0.4355 -0.0271 0.4371 0.023 Uiso 1 1 calc R . . I11 I 0.809515(7) 0.375 0.375 0.02555(4) Uani 1 2 d S . . I12 I 0.701614(6) 0.375 0.375 0.01673(3) Uani 1 2 d S . . I13 I 0.585092(6) 0.375 0.375 0.01671(3) Uani 1 2 d S . . I21 I 0.487015(5) 0.370779(5) 0.497883(5) 0.02268(3) Uani 1 1 d . . . I22 I 0.375 0.375 0.501782(6) 0.01712(3) Uani 1 2 d S . . I31 I 0.986431(4) 0.365384(4) 0.513038(5) 0.01908(3) Uani 1 1 d . . . I32 I 0.875 0.375 0.515957(6) 0.01559(3) Uani 1 2 d S . . O2 O 0.45232(9) 0.375 0.375 0.0374(6) Uani 1 2 d SD . . H2W H 0.4722(11) 0.3748(15) 0.3994(3) 0.106(17) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01026(12) 0.02477(15) 0.00941(12) 0 -0.00020(11) 0 O1 0.0196(9) 0.0203(9) 0.0267(11) 0 0.0002(8) 0 Cu2 0.01420(13) 0.02118(15) 0.01120(13) 0 0.00089(11) 0 Cl2 0.01117(19) 0.00567(17) 0.00818(19) 0 -0.00005(15) 0 N11 0.0131(6) 0.0183(7) 0.0124(6) -0.0003(5) -0.0010(5) 0.0001(5) C12 0.0160(7) 0.0185(8) 0.0156(8) 0.0004(6) -0.0012(6) 0.0000(6) C13 0.0160(8) 0.0223(9) 0.0228(10) -0.0001(7) -0.0040(7) 0.0057(6) C14 0.0124(7) 0.0280(10) 0.0244(10) -0.0042(8) -0.0021(7) 0.0028(7) C15 0.0141(7) 0.0233(9) 0.0200(10) -0.0018(7) 0.0034(6) -0.0016(6) C16 0.0140(7) 0.0214(8) 0.0140(8) 0.0002(6) 0.0012(6) 0.0003(6) N21 0.0123(6) 0.0185(7) 0.0116(6) -0.0006(5) -0.0002(5) 0.0011(5) C22 0.0152(7) 0.0182(8) 0.0136(8) 0.0003(6) 0.0000(6) 0.0015(6) C23 0.0169(7) 0.0180(8) 0.0162(8) -0.0030(6) 0.0029(6) -0.0010(6) C24 0.0210(8) 0.0175(8) 0.0124(8) -0.0022(6) 0.0020(6) -0.0034(6) C25 0.0177(7) 0.0183(7) 0.0125(7) 0.0008(6) -0.0023(6) -0.0014(6) C26 0.0140(7) 0.0168(7) 0.0122(7) -0.0008(6) -0.0007(5) 0.0016(6) N31 0.0172(7) 0.0205(7) 0.0143(7) 0.0011(6) 0.0012(6) -0.0018(6) C32 0.0156(7) 0.0256(9) 0.0161(9) 0.0026(6) -0.0004(6) -0.0022(7) C33 0.0154(7) 0.0271(10) 0.0222(11) -0.0002(7) -0.0014(7) -0.0023(7) C34 0.0166(8) 0.0326(11) 0.0246(11) 0.0004(8) 0.0024(7) -0.0073(8) C35 0.0241(9) 0.0271(10) 0.0212(10) 0.0042(8) 0.0029(7) -0.0095(8) C36 0.0211(8) 0.0216(9) 0.0154(9) 0.0020(7) 0.0001(7) -0.0032(7) N41 0.0154(6) 0.0196(7) 0.0136(7) 0.0007(5) 0.0008(5) 0.0013(5) C42 0.0189(8) 0.0190(8) 0.0145(8) 0.0007(6) 0.0033(7) 0.0029(6) C43 0.0243(9) 0.0201(8) 0.0139(8) 0.0000(6) 0.0018(6) -0.0039(7) C44 0.0250(9) 0.0224(9) 0.0157(9) 0.0048(7) -0.0025(7) -0.0066(7) C45 0.0189(8) 0.0216(9) 0.0223(10) 0.0069(7) -0.0025(7) -0.0003(7) C46 0.0179(8) 0.0189(8) 0.0212(9) 0.0008(7) 0.0018(7) 0.0022(6) I11 0.01581(7) 0.03817(11) 0.02266(9) -0.00022(8) 0 0 I12 0.01665(7) 0.02107(7) 0.01247(7) -0.00037(6) 0 0 I13 0.01497(7) 0.02299(8) 0.01218(7) -0.00141(6) 0 0 I21 0.01637(5) 0.02162(6) 0.03006(7) -0.00368(5) 0.00230(5) 0.00040(4) I22 0.01713(7) 0.01536(7) 0.01886(8) 0 0 -0.00229(5) I31 0.01402(5) 0.02350(6) 0.01972(6) -0.00047(4) -0.00028(4) 0.00289(4) I32 0.01429(6) 0.01619(7) 0.01629(7) 0 0 -0.00022(5) O2 0.0187(10) 0.0329(13) 0.0607(19) 0.0072(12) 0 0 #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N21 2.0253(15) 3 ? Cu1 N21 2.0253(15) . ? Cu1 N11 2.0410(15) 3 ? Cu1 N11 2.0410(15) . ? Cu1 O1 2.408(2) . ? Cu1 Cl2 2.8536(6) . ? O1 H1W 0.885(16) . ? Cu2 N41 2.0202(16) 3 ? Cu2 N41 2.0202(16) . ? Cu2 N31 2.0343(16) 3 ? Cu2 N31 2.0343(16) . ? Cu2 Cl2 2.5526(6) . ? N11 C16 1.343(2) . ? N11 C12 1.345(2) . ? C12 C13 1.385(3) . ? C12 H12 0.95 . ? C13 C14 1.387(3) . ? C13 H13 0.95 . ? C14 C15 1.387(3) . ? C14 H14 0.95 . ? C15 C16 1.385(3) . ? C15 H15 0.95 . ? C16 H16 0.95 . ? N21 C26 1.341(2) . ? N21 C22 1.346(2) . ? C22 C23 1.388(3) . ? C22 H22 0.95 . ? C23 C24 1.383(3) . ? C23 H23 0.95 . ? C24 C25 1.389(3) . ? C24 H24 0.95 . ? C25 C26 1.389(3) . ? C25 H25 0.95 . ? C26 H26 0.95 . ? N31 C32 1.339(2) . ? N31 C36 1.352(2) . ? C32 C33 1.386(3) . ? C32 H32 0.95 . ? C33 C34 1.400(3) . ? C33 H33 0.95 . ? C34 C35 1.374(3) . ? C34 H34 0.95 . ? C35 C36 1.385(3) . ? C35 H35 0.95 . ? C36 H36 0.95 . ? N41 C42 1.344(2) . ? N41 C46 1.349(2) . ? C42 C43 1.385(3) . ? C42 H42 0.95 . ? C43 C44 1.389(3) . ? C43 H43 0.95 . ? C44 C45 1.386(3) . ? C44 H44 0.95 . ? C45 C46 1.385(3) . ? C45 H45 0.95 . ? C46 H46 0.95 . ? I11 I12 2.8176(2) . ? I12 I13 3.0427(2) . ? I21 I22 2.92977(13) . ? I22 I21 2.92977(13) 2 ? I31 I32 2.92423(12) . ? I32 I31 2.92423(13) 2_655 ? O2 H2W 0.887(16) . ? 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 N21 Cu1 N21 179.82(9) 3 . ? N21 Cu1 N11 89.61(6) 3 3 ? N21 Cu1 N11 90.39(6) . 3 ? N21 Cu1 N11 90.39(6) 3 . ? N21 Cu1 N11 89.61(6) . . ? N11 Cu1 N11 179.81(9) 3 . ? N21 Cu1 O1 90.09(4) 3 . ? N21 Cu1 O1 90.09(4) . . ? N11 Cu1 O1 90.10(4) 3 . ? N11 Cu1 O1 90.10(4) . . ? Cl2 Cu1 N11 89.90(4) . . ? Cl2 Cu1 N21 89.91(4) . . ? Cu1 O1 H1W 125.5(16) . . ? N41 Cu2 N41 168.75(9) 3 . ? N41 Cu2 N31 89.50(6) 3 3 ? N41 Cu2 N31 89.55(6) . 3 ? N41 Cu2 N31 89.55(6) 3 . ? N41 Cu2 N31 89.50(6) . . ? N31 Cu2 N31 170.29(9) 3 . ? N41 Cu2 Cl2 95.63(5) 3 . ? N41 Cu2 Cl2 95.63(5) . . ? N31 Cu2 Cl2 94.85(5) 3 . ? N31 Cu2 Cl2 94.85(5) . . ? Cu1 Cl2 Cu2 180 . . ? C16 N11 C12 118.32(16) . . ? C16 N11 Cu1 120.92(13) . . ? C12 N11 Cu1 120.68(12) . . ? N11 C12 C13 122.58(18) . . ? N11 C12 H12 118.7 . . ? C13 C12 H12 118.7 . . ? C12 C13 C14 118.69(18) . . ? C12 C13 H13 120.7 . . ? C14 C13 H13 120.7 . . ? C15 C14 C13 119.08(17) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? C16 C15 C14 118.78(18) . . ? C16 C15 H15 120.6 . . ? C14 C15 H15 120.6 . . ? N11 C16 C15 122.55(18) . . ? N11 C16 H16 118.7 . . ? C15 C16 H16 118.7 . . ? C26 N21 C22 118.35(16) . . ? C26 N21 Cu1 119.99(12) . . ? C22 N21 Cu1 121.64(12) . . ? N21 C22 C23 122.53(17) . . ? N21 C22 H22 118.7 . . ? C23 C22 H22 118.7 . . ? C24 C23 C22 118.76(17) . . ? C24 C23 H23 120.6 . . ? C22 C23 H23 120.6 . . ? C23 C24 C25 119.09(17) . . ? C23 C24 H24 120.5 . . ? C25 C24 H24 120.5 . . ? C24 C25 C26 118.72(17) . . ? C24 C25 H25 120.6 . . ? C26 C25 H25 120.6 . . ? N21 C26 C25 122.49(16) . . ? N21 C26 H26 118.8 . . ? C25 C26 H26 118.8 . . ? C32 N31 C36 118.36(17) . . ? C32 N31 Cu2 118.80(13) . . ? C36 N31 Cu2 122.84(13) . . ? N31 C32 C33 123.05(18) . . ? N31 C32 H32 118.5 . . ? C33 C32 H32 118.5 . . ? C32 C33 C34 117.93(19) . . ? C32 C33 H33 121 . . ? C34 C33 H33 121 . . ? C35 C34 C33 119.35(19) . . ? C35 C34 H34 120.3 . . ? C33 C34 H34 120.3 . . ? C34 C35 C36 119.27(19) . . ? C34 C35 H35 120.4 . . ? C36 C35 H35 120.4 . . ? N31 C36 C35 122.02(18) . . ? N31 C36 H36 119 . . ? C35 C36 H36 119 . . ? C42 N41 C46 118.27(17) . . ? C42 N41 Cu2 118.67(13) . . ? C46 N41 Cu2 123.06(13) . . ? N41 C42 C43 122.53(17) . . ? N41 C42 H42 118.7 . . ? C43 C42 H42 118.7 . . ? C42 C43 C44 118.90(18) . . ? C42 C43 H43 120.5 . . ? C44 C43 H43 120.5 . . ? C45 C44 C43 118.89(19) . . ? C45 C44 H44 120.6 . . ? C43 C44 H44 120.6 . . ? C46 C45 C44 118.94(18) . . ? C46 C45 H45 120.5 . . ? C44 C45 H45 120.5 . . ? N41 C46 C45 122.42(18) . . ? N41 C46 H46 118.8 . . ? C45 C46 H46 118.8 . . ? I11 I12 I13 180 . . ? I21 I22 I21 175.498(9) . 2 ? I31 I32 I31 176.624(8) . 2_655 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1W O2 0.885(16) 1.952(19) 2.821(2) 167(2) . O2 H2W I21 0.887(16) 2.935(9) 3.7398(6) 152(2) . O2 H2W I13 0.887(16) 3.03(3) 3.467(2) 112.1(16) . #===END # Attachment 'cpcui2.cif' data_cpcui2 #TrackingRef 'c1dt10224a_ccdc_794385_798277_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 794386' #TrackingRef 'cpcui2.cif' _audit_creation_date 2010-09-09T17:46:27-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C60 H60 Cu4 I10 N12' _chemical_formula_moiety 'C20 H20 Cu2 I2 N4, 2(C20 H20 Cu I N4), 2(I3)' _chemical_formula_weight 2472.36 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _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 10.04250(10) _cell_length_b 9.59860(10) _cell_length_c 38.7280(3) _cell_angle_alpha 90 _cell_angle_beta 93.2490(10) _cell_angle_gamma 90 _cell_volume 3727.14(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 29265 _cell_measurement_theta_min 3.4098 _cell_measurement_theta_max 36.9467 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour black _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.14 _exptl_crystal_density_diffrn 2.203 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2300 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -12 2 29 0.0833 -5 -12 14 0.0723 1 0 4 0.0512 1 1 1 0.0938 0 1 -4 0.1443 0 -1 -4 0.062 0 1 3 0.0623 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 5.311 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.252 _exptl_absorpt_correction_T_max 0.475 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4738 _diffrn_orient_matrix_ub_11 0.0701702053 _diffrn_orient_matrix_ub_12 0.0095582219 _diffrn_orient_matrix_ub_13 0.0006532834 _diffrn_orient_matrix_ub_21 -0.0084025148 _diffrn_orient_matrix_ub_22 0.0703982168 _diffrn_orient_matrix_ub_23 0.0050018504 _diffrn_orient_matrix_ub_31 0.003961215 _diffrn_orient_matrix_ub_32 -0.0203096439 _diffrn_orient_matrix_ub_33 0.0176229817 _diffrn_measurement_device_type 'Oxford Diffraction Gemini diffractometer' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.035 _diffrn_reflns_av_unetI/netI 0.0338 _diffrn_reflns_number 68877 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -56 _diffrn_reflns_limit_l_max 65 _diffrn_reflns_theta_min 3.42 _diffrn_reflns_theta_max 37.02 _diffrn_reflns_theta_full 36.5 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.976 _reflns_number_total 18535 _reflns_number_gt 14249 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0207P)^2^+1.1971P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 18535 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0446 _refine_ls_R_factor_gt 0.0272 _refine_ls_wR_factor_ref 0.0559 _refine_ls_wR_factor_gt 0.0532 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.66 _refine_diff_density_min -1.906 _refine_diff_density_rms 0.136 #----------------------------------------------------------------------------# # 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.47300(2) 0.51249(3) 0.132572(6) 0.01594(4) Uani 1 1 d . . . Cu2 Cu 0.07904(2) 0.10114(3) 0.013771(6) 0.01631(5) Uani 1 1 d . . . N11 N 0.56126(17) 0.69685(19) 0.14602(4) 0.0176(3) Uani 1 1 d . . . C12 C 0.5398(2) 0.7559(2) 0.17676(5) 0.0198(4) Uani 1 1 d . . . H12 H 0.4766 0.7141 0.1909 0.024 Uiso 1 1 calc R . . C13 C 0.6054(2) 0.8744(2) 0.18867(5) 0.0216(4) Uani 1 1 d . . . H13 H 0.5887 0.9119 0.2107 0.026 Uiso 1 1 calc R . . C14 C 0.6955(2) 0.9377(2) 0.16804(6) 0.0239(4) Uani 1 1 d . . . H14 H 0.7405 1.0205 0.1754 0.029 Uiso 1 1 calc R . . C15 C 0.7190(2) 0.8776(2) 0.13631(5) 0.0232(4) Uani 1 1 d . . . H15 H 0.781 0.9184 0.1217 0.028 Uiso 1 1 calc R . . C16 C 0.6510(2) 0.7579(2) 0.12641(5) 0.0215(4) Uani 1 1 d . . . H16 H 0.6684 0.7168 0.1048 0.026 Uiso 1 1 calc R . . N21 N 0.65629(17) 0.42205(19) 0.13808(4) 0.0174(3) Uani 1 1 d . . . C22 C 0.7285(2) 0.4335(2) 0.16835(5) 0.0208(4) Uani 1 1 d . . . H22 H 0.6967 0.4924 0.1858 0.025 Uiso 1 1 calc R . . C23 C 0.8472(2) 0.3630(3) 0.17497(6) 0.0248(4) Uani 1 1 d . . . H23 H 0.8951 0.3718 0.1967 0.03 Uiso 1 1 calc R . . C24 C 0.8948(2) 0.2792(3) 0.14931(6) 0.0272(5) Uani 1 1 d . . . H24 H 0.9766 0.2304 0.1531 0.033 Uiso 1 1 calc R . . C25 C 0.8215(2) 0.2673(3) 0.11791(6) 0.0282(5) Uani 1 1 d . . . H25 H 0.8527 0.211 0.0999 0.034 Uiso 1 1 calc R . . C26 C 0.7021(2) 0.3390(2) 0.11331(5) 0.0224(4) Uani 1 1 d . . . H26 H 0.6509 0.3294 0.0921 0.027 Uiso 1 1 calc R . . N31 N 0.39167(18) 0.31867(19) 0.13519(4) 0.0193(3) Uani 1 1 d . . . C32 C 0.4215(2) 0.2361(2) 0.16247(6) 0.0236(4) Uani 1 1 d . . . H32 H 0.4927 0.2625 0.1783 0.028 Uiso 1 1 calc R . . C33 C 0.3533(3) 0.1141(3) 0.16850(7) 0.0324(5) Uani 1 1 d . . . H33 H 0.376 0.0587 0.1883 0.039 Uiso 1 1 calc R . . C34 C 0.2511(3) 0.0745(3) 0.14496(8) 0.0360(6) Uani 1 1 d . . . H34 H 0.2027 -0.009 0.1483 0.043 Uiso 1 1 calc R . . C35 C 0.2204(3) 0.1576(3) 0.11657(7) 0.0346(6) Uani 1 1 d . . . H35 H 0.1513 0.1317 0.1001 0.042 Uiso 1 1 calc R . . C36 C 0.2917(2) 0.2791(3) 0.11250(6) 0.0275(5) Uani 1 1 d . . . H36 H 0.2696 0.3367 0.0931 0.033 Uiso 1 1 calc R . . N41 N 0.29270(17) 0.58646(18) 0.14616(4) 0.0171(3) Uani 1 1 d . . . C42 C 0.2445(2) 0.5463(2) 0.17639(5) 0.0197(4) Uani 1 1 d . . . H42 H 0.2959 0.4836 0.1907 0.024 Uiso 1 1 calc R . . C43 C 0.1235(2) 0.5921(2) 0.18753(5) 0.0213(4) Uani 1 1 d . . . H43 H 0.0938 0.5632 0.2093 0.026 Uiso 1 1 calc R . . C44 C 0.0462(2) 0.6809(2) 0.16649(5) 0.0220(4) Uani 1 1 d . . . H44 H -0.0378 0.713 0.1733 0.026 Uiso 1 1 calc R . . C45 C 0.0944(2) 0.7216(2) 0.13532(5) 0.0246(4) Uani 1 1 d . . . H45 H 0.0432 0.7815 0.1202 0.03 Uiso 1 1 calc R . . C46 C 0.2182(2) 0.6744(2) 0.12620(5) 0.0216(4) Uani 1 1 d . . . H46 H 0.2515 0.7055 0.1051 0.026 Uiso 1 1 calc R . . N51 N 0.27710(17) 0.08666(19) 0.02703(4) 0.0175(3) Uani 1 1 d . . . C52 C 0.3627(2) 0.1791(2) 0.01433(6) 0.0233(4) Uani 1 1 d . . . H52 H 0.3279 0.2494 -0.0009 0.028 Uiso 1 1 calc R . . C53 C 0.4989(2) 0.1768(3) 0.02237(6) 0.0270(4) Uani 1 1 d . . . H53 H 0.5556 0.2439 0.0127 0.032 Uiso 1 1 calc R . . C54 C 0.5514(2) 0.0753(3) 0.04473(6) 0.0289(5) Uani 1 1 d . . . H54 H 0.6441 0.0722 0.0511 0.035 Uiso 1 1 calc R . . C55 C 0.4644(2) -0.0217(3) 0.05755(7) 0.0308(5) Uani 1 1 d . . . H55 H 0.4972 -0.0938 0.0725 0.037 Uiso 1 1 calc R . . C56 C 0.3293(2) -0.0127(2) 0.04837(5) 0.0226(4) Uani 1 1 d . . . H56 H 0.2709 -0.0793 0.0575 0.027 Uiso 1 1 calc R . . N61 N -0.00767(16) 0.28737(18) 0.02473(4) 0.0156(3) Uani 1 1 d . . . C62 C -0.1403(2) 0.3041(2) 0.01984(5) 0.0185(4) Uani 1 1 d . . . H62 H -0.1913 0.2303 0.0095 0.022 Uiso 1 1 calc R . . C63 C -0.2063(2) 0.4243(2) 0.02929(5) 0.0216(4) Uani 1 1 d . . . H63 H -0.3003 0.432 0.0255 0.026 Uiso 1 1 calc R . . C64 C -0.1329(2) 0.5320(2) 0.04423(5) 0.0228(4) Uani 1 1 d . . . H64 H -0.1756 0.6148 0.0512 0.027 Uiso 1 1 calc R . . C65 C 0.0046(2) 0.5175(2) 0.04884(5) 0.0226(4) Uani 1 1 d . . . H65 H 0.0578 0.5905 0.0588 0.027 Uiso 1 1 calc R . . C66 C 0.0624(2) 0.3947(2) 0.03865(5) 0.0181(3) Uani 1 1 d . . . H66 H 0.1565 0.3857 0.0417 0.022 Uiso 1 1 calc R . . I1 I 0.445954(14) 0.557782(15) 0.060550(3) 0.02084(3) Uani 1 1 d . . . I2 I -0.053698(12) -0.068001(13) 0.054279(3) 0.01578(2) Uani 1 1 d . . . I3 I 0.361396(15) 0.728002(17) 0.261935(4) 0.02544(3) Uani 1 1 d . . . I4 I 0.504881(13) 0.463466(15) 0.256971(3) 0.02009(3) Uani 1 1 d . . . I5 I 0.649603(15) 0.200551(16) 0.249525(3) 0.02293(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01570(11) 0.01657(11) 0.01538(9) -0.00129(8) -0.00052(8) 0.00054(9) Cu2 0.01435(10) 0.01691(11) 0.01761(10) -0.00021(8) 0.00025(8) 0.00017(9) N11 0.0177(8) 0.0177(8) 0.0174(7) -0.0010(6) 0.0012(6) 0.0013(6) C12 0.0219(9) 0.0199(10) 0.0179(8) -0.0005(7) 0.0022(7) -0.0008(8) C13 0.0252(10) 0.0193(10) 0.0201(8) -0.0032(7) -0.0005(7) -0.0003(8) C14 0.0248(10) 0.0206(10) 0.0258(9) 0.0004(8) -0.0032(8) -0.0027(8) C15 0.0198(9) 0.0266(11) 0.0233(9) 0.0016(8) 0.0024(7) -0.0031(8) C16 0.0200(9) 0.0263(11) 0.0185(8) -0.0003(7) 0.0027(7) -0.0017(8) N21 0.0164(7) 0.0182(8) 0.0174(7) -0.0001(6) -0.0007(6) 0.0003(6) C22 0.0183(9) 0.0238(10) 0.0199(8) -0.0017(7) -0.0012(7) 0.0007(8) C23 0.0175(9) 0.0296(12) 0.0268(9) 0.0036(8) -0.0028(7) -0.0007(8) C24 0.0203(10) 0.0293(12) 0.0322(11) 0.0052(9) 0.0030(8) 0.0062(9) C25 0.0283(11) 0.0277(12) 0.0292(10) -0.0014(9) 0.0058(9) 0.0090(9) C26 0.0269(10) 0.0220(10) 0.0181(8) -0.0018(7) -0.0007(7) 0.0034(8) N31 0.0194(8) 0.0185(8) 0.0197(7) -0.0032(6) -0.0015(6) -0.0002(6) C32 0.0214(10) 0.0215(10) 0.0277(10) 0.0026(8) 0.0005(8) 0.0015(8) C33 0.0301(12) 0.0223(11) 0.0459(14) 0.0080(10) 0.0104(10) 0.0058(9) C34 0.0327(13) 0.0207(12) 0.0562(16) -0.0087(11) 0.0171(12) -0.0045(10) C35 0.0294(12) 0.0387(15) 0.0363(12) -0.0170(11) 0.0061(10) -0.0144(11) C36 0.0251(11) 0.0339(13) 0.0230(9) -0.0070(8) -0.0018(8) -0.0054(9) N41 0.0160(7) 0.0170(8) 0.0182(7) 0.0001(6) -0.0006(6) -0.0002(6) C42 0.0202(9) 0.0213(10) 0.0173(8) 0.0030(7) -0.0007(7) 0.0025(7) C43 0.0203(9) 0.0240(10) 0.0195(8) 0.0019(7) 0.0015(7) 0.0013(8) C44 0.0177(9) 0.0241(10) 0.0241(9) -0.0007(8) 0.0008(7) 0.0049(8) C45 0.0261(11) 0.0255(11) 0.0221(9) 0.0031(8) -0.0002(8) 0.0081(9) C46 0.0257(10) 0.0202(10) 0.0189(8) 0.0040(7) 0.0019(7) 0.0026(8) N51 0.0150(7) 0.0184(8) 0.0191(7) -0.0032(6) -0.0001(6) 0.0007(6) C52 0.0194(9) 0.0203(10) 0.0301(10) 0.0003(8) 0.0002(8) -0.0018(8) C53 0.0184(10) 0.0245(11) 0.0381(11) -0.0062(9) 0.0009(8) -0.0041(8) C54 0.0164(9) 0.0340(13) 0.0356(11) -0.0094(10) -0.0040(8) 0.0030(9) C55 0.0267(11) 0.0285(12) 0.0357(12) 0.0017(9) -0.0100(9) 0.0085(9) C56 0.0207(10) 0.0225(10) 0.0245(9) 0.0016(8) 0.0000(7) 0.0029(8) N61 0.0159(7) 0.0160(8) 0.0150(6) 0.0002(5) 0.0010(5) -0.0016(6) C62 0.0162(8) 0.0174(9) 0.0221(8) -0.0015(7) 0.0024(7) -0.0022(7) C63 0.0192(9) 0.0194(10) 0.0266(9) 0.0001(7) 0.0061(7) 0.0010(8) C64 0.0294(11) 0.0160(9) 0.0236(9) -0.0009(7) 0.0049(8) 0.0016(8) C65 0.0305(11) 0.0179(10) 0.0191(8) -0.0006(7) -0.0020(8) -0.0033(8) C66 0.0184(9) 0.0177(9) 0.0177(8) 0.0012(6) -0.0033(6) -0.0028(7) I1 0.02235(6) 0.02481(7) 0.01526(5) -0.00052(4) 0.00040(4) 0.00194(5) I2 0.01831(5) 0.01554(5) 0.01358(4) 0.00108(4) 0.00157(4) -0.00168(4) I3 0.02532(7) 0.02799(7) 0.02314(6) -0.00745(5) 0.00264(5) 0.00141(6) I4 0.01913(6) 0.02380(7) 0.01721(5) -0.00080(4) 0.00005(4) -0.00390(5) I5 0.02563(7) 0.02348(7) 0.01960(5) -0.00084(5) 0.00041(5) 0.00032(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N11 2.0336(18) . ? Cu1 N21 2.0354(17) . ? Cu1 N31 2.0367(19) . ? Cu1 N41 2.0414(17) . ? Cu1 I1 2.8208(3) . ? Cu2 N51 2.0306(17) . ? Cu2 N61 2.0434(17) . ? Cu2 I2 2.6525(3) 3 ? Cu2 I2 2.6667(3) . ? Cu2 Cu2 2.6900(5) 3 ? N11 C16 1.346(3) . ? N11 C12 1.347(3) . ? C12 C13 1.380(3) . ? C12 H12 0.95 . ? C13 C14 1.382(3) . ? C13 H13 0.95 . ? C14 C15 1.390(3) . ? C14 H14 0.95 . ? C15 C16 1.380(3) . ? C15 H15 0.95 . ? C16 H16 0.95 . ? N21 C22 1.348(3) . ? N21 C26 1.348(3) . ? C22 C23 1.382(3) . ? C22 H22 0.95 . ? C23 C24 1.385(3) . ? C23 H23 0.95 . ? C24 C25 1.390(3) . ? C24 H24 0.95 . ? C25 C26 1.385(3) . ? C25 H25 0.95 . ? C26 H26 0.95 . ? N31 C32 1.341(3) . ? N31 C36 1.351(3) . ? C32 C33 1.383(3) . ? C32 H32 0.95 . ? C33 C34 1.387(4) . ? C33 H33 0.95 . ? C34 C35 1.379(4) . ? C34 H34 0.95 . ? C35 C36 1.382(4) . ? C35 H35 0.95 . ? C36 H36 0.95 . ? N41 C46 1.343(3) . ? N41 C42 1.348(3) . ? C42 C43 1.385(3) . ? C42 H42 0.95 . ? C43 C44 1.386(3) . ? C43 H43 0.95 . ? C44 C45 1.383(3) . ? C44 H44 0.95 . ? C45 C46 1.387(3) . ? C45 H45 0.95 . ? C46 H46 0.95 . ? N51 C52 1.348(3) . ? N51 C56 1.348(3) . ? C52 C53 1.386(3) . ? C52 H52 0.95 . ? C53 C54 1.388(4) . ? C53 H53 0.95 . ? C54 C55 1.387(4) . ? C54 H54 0.95 . ? C55 C56 1.385(3) . ? C55 H55 0.95 . ? C56 H56 0.95 . ? N61 C66 1.343(3) . ? N61 C62 1.344(3) . ? C62 C63 1.390(3) . ? C62 H62 0.95 . ? C63 C64 1.378(3) . ? C63 H63 0.95 . ? C64 C65 1.389(3) . ? C64 H64 0.95 . ? C65 C66 1.381(3) . ? C65 H65 0.95 . ? C66 H66 0.95 . ? I2 Cu2 2.6525(3) 3 ? I3 I4 2.9312(2) . ? I4 I5 2.9345(2) . ? 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 N11 Cu1 N21 88.04(7) . . ? N11 Cu1 N31 162.23(7) . . ? N21 Cu1 N31 88.17(7) . . ? N11 Cu1 N41 90.66(7) . . ? N21 Cu1 N41 158.66(6) . . ? N31 Cu1 N41 86.60(7) . . ? N11 Cu1 I1 97.77(5) . . ? N21 Cu1 I1 101.84(5) . . ? N31 Cu1 I1 100.00(5) . . ? N41 Cu1 I1 99.45(5) . . ? N51 Cu2 N61 115.49(7) . . ? N51 Cu2 I2 106.29(5) . 3 ? N61 Cu2 I2 107.05(4) . 3 ? N51 Cu2 I2 108.95(5) . . ? N61 Cu2 I2 100.21(5) . . ? I2 Cu2 I2 119.241(10) 3 . ? N51 Cu2 Cu2 126.76(5) . 3 ? N61 Cu2 Cu2 117.70(5) . 3 ? I2 Cu2 Cu2 59.881(9) 3 3 ? I2 Cu2 Cu2 59.360(9) . 3 ? C16 N11 C12 117.47(19) . . ? C16 N11 Cu1 122.07(14) . . ? C12 N11 Cu1 120.21(14) . . ? N11 C12 C13 123.0(2) . . ? N11 C12 H12 118.5 . . ? C13 C12 H12 118.5 . . ? C12 C13 C14 119.01(19) . . ? C12 C13 H13 120.5 . . ? C14 C13 H13 120.5 . . ? C13 C14 C15 118.6(2) . . ? C13 C14 H14 120.7 . . ? C15 C14 H14 120.7 . . ? C16 C15 C14 119.0(2) . . ? C16 C15 H15 120.5 . . ? C14 C15 H15 120.5 . . ? N11 C16 C15 122.87(19) . . ? N11 C16 H16 118.6 . . ? C15 C16 H16 118.6 . . ? C22 N21 C26 118.61(18) . . ? C22 N21 Cu1 119.68(14) . . ? C26 N21 Cu1 121.38(14) . . ? N21 C22 C23 122.5(2) . . ? N21 C22 H22 118.8 . . ? C23 C22 H22 118.8 . . ? C22 C23 C24 118.8(2) . . ? C22 C23 H23 120.6 . . ? C24 C23 H23 120.6 . . ? C23 C24 C25 119.2(2) . . ? C23 C24 H24 120.4 . . ? C25 C24 H24 120.4 . . ? C26 C25 C24 118.9(2) . . ? C26 C25 H25 120.5 . . ? C24 C25 H25 120.5 . . ? N21 C26 C25 122.0(2) . . ? N21 C26 H26 119 . . ? C25 C26 H26 119 . . ? C32 N31 C36 118.1(2) . . ? C32 N31 Cu1 120.45(14) . . ? C36 N31 Cu1 120.65(16) . . ? N31 C32 C33 122.9(2) . . ? N31 C32 H32 118.6 . . ? C33 C32 H32 118.6 . . ? C32 C33 C34 118.4(2) . . ? C32 C33 H33 120.8 . . ? C34 C33 H33 120.8 . . ? C35 C34 C33 119.3(2) . . ? C35 C34 H34 120.4 . . ? C33 C34 H34 120.4 . . ? C34 C35 C36 119.0(2) . . ? C34 C35 H35 120.5 . . ? C36 C35 H35 120.5 . . ? N31 C36 C35 122.3(2) . . ? N31 C36 H36 118.9 . . ? C35 C36 H36 118.9 . . ? C46 N41 C42 117.64(18) . . ? C46 N41 Cu1 122.92(14) . . ? C42 N41 Cu1 119.44(14) . . ? N41 C42 C43 122.96(19) . . ? N41 C42 H42 118.5 . . ? C43 C42 H42 118.5 . . ? C42 C43 C44 118.99(19) . . ? C42 C43 H43 120.5 . . ? C44 C43 H43 120.5 . . ? C45 C44 C43 118.4(2) . . ? C45 C44 H44 120.8 . . ? C43 C44 H44 120.8 . . ? C44 C45 C46 119.5(2) . . ? C44 C45 H45 120.2 . . ? C46 C45 H45 120.2 . . ? N41 C46 C45 122.46(19) . . ? N41 C46 H46 118.8 . . ? C45 C46 H46 118.8 . . ? C52 N51 C56 117.10(19) . . ? C52 N51 Cu2 119.91(14) . . ? C56 N51 Cu2 123.00(15) . . ? N51 C52 C53 123.3(2) . . ? N51 C52 H52 118.3 . . ? C53 C52 H52 118.3 . . ? C52 C53 C54 119.1(2) . . ? C52 C53 H53 120.4 . . ? C54 C53 H53 120.4 . . ? C55 C54 C53 118.0(2) . . ? C55 C54 H54 121 . . ? C53 C54 H54 121 . . ? C56 C55 C54 119.6(2) . . ? C56 C55 H55 120.2 . . ? C54 C55 H55 120.2 . . ? N51 C56 C55 122.9(2) . . ? N51 C56 H56 118.6 . . ? C55 C56 H56 118.6 . . ? C66 N61 C62 117.21(18) . . ? C66 N61 Cu2 122.32(14) . . ? C62 N61 Cu2 120.37(13) . . ? N61 C62 C63 123.06(19) . . ? N61 C62 H62 118.5 . . ? C63 C62 H62 118.5 . . ? C64 C63 C62 118.8(2) . . ? C64 C63 H63 120.6 . . ? C62 C63 H63 120.6 . . ? C63 C64 C65 118.9(2) . . ? C63 C64 H64 120.6 . . ? C65 C64 H64 120.6 . . ? C66 C65 C64 118.7(2) . . ? C66 C65 H65 120.7 . . ? C64 C65 H65 120.7 . . ? N61 C66 C65 123.38(19) . . ? N61 C66 H66 118.3 . . ? C65 C66 H66 118.3 . . ? Cu2 I2 Cu2 60.759(10) 3 . ? I3 I4 I5 178.070(6) . . ? #===END # Attachment 'gb1026.cif' data_gb1026 #TrackingRef 'c1dt10224a_ccdc_794385_798277_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 794387' #TrackingRef 'gb1026.cif' _audit_creation_date 2010-05-14T10:05:37-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C30 H30 Cu I2 N6' _chemical_formula_moiety 'C20 H20 Cu I N4, 2(C5 H5 N), I' _chemical_formula_weight 791.94 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'C m c m' _symmetry_space_group_name_Hall '-C 2c 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, -z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, y, -z-1/2' '-x, y, z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, y+1/2, -z-1/2' '-x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 15.2447(3) _cell_length_b 12.1409(2) _cell_length_c 16.4111(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3037.44(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 12553 _cell_measurement_theta_min 3.6389 _cell_measurement_theta_max 37.4416 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description fragment _exptl_crystal_colour dark_brown _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 1.732 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1548 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -4 1 -1 0.0099 5 -1 -2 0.0586 5 -1 2 0.0973 -1 1 1 0.0294 3 2 -5 0.0019 0 1 1 0.0592 -1 -1 0 0.056 2 -10 19 0.0706 10 -14 9 0.0958 8 2 -21 0.0022 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.781 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.709 _exptl_absorpt_correction_T_max 0.845 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4738 _diffrn_orient_matrix_ub_11 0.0422180514 _diffrn_orient_matrix_ub_12 -0.0080951451 _diffrn_orient_matrix_ub_13 -0.0172131736 _diffrn_orient_matrix_ub_21 -0.0151819948 _diffrn_orient_matrix_ub_22 -0.0484070088 _diffrn_orient_matrix_ub_23 -0.0196736145 _diffrn_orient_matrix_ub_31 -0.0124233771 _diffrn_orient_matrix_ub_32 0.03180292 _diffrn_orient_matrix_ub_33 -0.0343766282 _diffrn_measurement_device_type 'Oxford Diffraction Gemini, Ruby' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0371 _diffrn_reflns_av_unetI/netI 0.0289 _diffrn_reflns_number 28581 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.65 _diffrn_reflns_theta_max 37.56 _diffrn_reflns_theta_full 37 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.978 _reflns_number_total 4151 _reflns_number_gt 3469 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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. Largest peak in the difference map is 0.75 Angstroms from Cu(1). Largest hole in the difference map is 1.20 Angstroms from Cu(1). ; _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^)+(0.0000P)^2^+72.8907P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4151 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.051 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1447 _refine_ls_wR_factor_gt 0.1426 _refine_ls_goodness_of_fit_ref 1.319 _refine_ls_restrained_S_all 1.319 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 3.188 _refine_diff_density_min -4.541 _refine_diff_density_rms 0.252 #----------------------------------------------------------------------------# # 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.5 0.29791(10) 0.25 0.0147(2) Uani 1 4 d S . . I1 I 0.5 0.54097(5) 0.25 0.01704(12) Uani 1 4 d S . . I2 I 0.5 0.97396(5) 0.25 0.01869(12) Uani 1 4 d S . . N11 N 0.5 0.2779(4) 0.1247(3) 0.0162(9) Uani 1 2 d S . . C12 C 0.5400(6) 0.3498(8) 0.0745(6) 0.0212(17) Uani 0.5 1 d P A -1 H12 H 0.5703 0.4107 0.0976 0.025 Uiso 0.5 1 calc PR A -1 C13 C 0.5389(7) 0.3384(9) -0.0094(6) 0.0223(17) Uani 0.5 1 d P A -1 H13 H 0.5652 0.3929 -0.0429 0.027 Uiso 0.5 1 calc PR A -1 C14 C 0.5 0.2491(7) -0.0438(4) 0.0252(13) Uani 1 2 d S . . H14 H 0.5035 0.2363 -0.1008 0.03 Uiso 0.5 1 calc PR A . C15 C 0.4539(7) 0.1753(8) 0.0080(6) 0.0233(18) Uani 0.5 1 d P A -1 H15 H 0.4216 0.1156 -0.0144 0.028 Uiso 0.5 1 calc PR A -1 C16 C 0.4567(6) 0.1915(8) 0.0912(6) 0.0188(15) Uani 0.5 1 d P A -1 H16 H 0.4276 0.1407 0.1259 0.023 Uiso 0.5 1 calc PR A -1 N21 N 0.3680(3) 0.2825(4) 0.25 0.0155(9) Uani 1 2 d S . . C22 C 0.3172(6) 0.3533(7) 0.2101(5) 0.0159(14) Uani 0.5 1 d P A -2 H22 H 0.3443 0.4123 0.1816 0.019 Uiso 0.5 1 calc PR A -2 C23 C 0.2268(6) 0.3456(7) 0.2081(5) 0.0169(14) Uani 0.5 1 d P A -2 H23 H 0.1929 0.3977 0.1786 0.02 Uiso 0.5 1 calc PR A -2 C24 C 0.1864(4) 0.2600(5) 0.25 0.0178(10) Uani 1 2 d S . . H24 H 0.1244 0.252 0.249 0.021 Uiso 1 2 calc SR A . C25 C 0.2383(6) 0.1863(7) 0.2934(6) 0.0175(15) Uani 0.5 1 d P A -2 H25 H 0.2123 0.1277 0.3232 0.021 Uiso 0.5 1 calc PR A -2 C26 C 0.3288(6) 0.2001(7) 0.2924(5) 0.0163(14) Uani 0.5 1 d P A -2 H26 H 0.3643 0.1502 0.3224 0.02 Uiso 0.5 1 calc PR A -2 N31 N 0.2626(7) 0.4872(8) -0.0480(5) 0.0274(18) Uani 0.5 1 d P B -3 C32 C 0.2103(8) 0.4204(9) -0.0074(7) 0.028(2) Uani 0.5 1 d P B -3 H32 H 0.1842 0.3611 -0.0363 0.033 Uiso 0.5 1 calc PR B -3 C33 C 0.1910(7) 0.4311(9) 0.0751(6) 0.0253(19) Uani 0.5 1 d P B -3 H33 H 0.1507 0.3829 0.1011 0.03 Uiso 0.5 1 calc PR B -3 C34 C 0.2326(7) 0.5146(9) 0.1181(6) 0.026(2) Uani 0.5 1 d P B -3 H34 H 0.2229 0.5229 0.1749 0.031 Uiso 0.5 1 calc PR B -3 C35 C 0.2877(8) 0.5845(9) 0.0777(6) 0.0250(19) Uani 0.5 1 d P B -3 H35 H 0.3162 0.6428 0.1058 0.03 Uiso 0.5 1 calc PR B -3 C36 C 0.3015(8) 0.5690(9) -0.0050(6) 0.026(2) Uani 0.5 1 d P B -3 H36 H 0.3399 0.6179 -0.0328 0.032 Uiso 0.5 1 calc PR B -3 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0093(4) 0.0240(5) 0.0109(4) 0 0 0 I1 0.0152(2) 0.0135(2) 0.0224(3) 0 0 0 I2 0.0138(2) 0.0168(2) 0.0255(3) 0 0 0 N11 0.015(2) 0.019(2) 0.015(2) 0.0004(17) 0 0 C12 0.018(4) 0.025(4) 0.020(4) 0.000(3) 0.000(3) -0.006(3) C13 0.025(4) 0.028(4) 0.014(4) 0.003(3) 0.001(3) -0.002(4) C14 0.031(3) 0.030(3) 0.014(2) 0.000(3) 0 0 C15 0.025(4) 0.024(4) 0.020(4) -0.004(3) -0.002(3) -0.002(3) C16 0.019(4) 0.020(3) 0.018(4) 0.001(3) -0.003(3) -0.003(3) N21 0.013(2) 0.019(2) 0.014(2) 0 0 0.0005(17) C22 0.016(3) 0.018(3) 0.014(3) 0.003(3) -0.004(3) -0.002(3) C23 0.013(3) 0.020(3) 0.018(4) 0.000(3) -0.004(3) 0.001(3) C24 0.013(2) 0.019(2) 0.022(3) 0 0 0.000(2) C25 0.016(4) 0.015(3) 0.021(4) 0.001(3) 0.001(3) 0.000(3) C26 0.017(3) 0.017(3) 0.015(3) -0.001(3) -0.003(3) 0.002(3) N31 0.038(5) 0.027(4) 0.017(3) -0.002(3) 0.007(3) -0.008(4) C32 0.038(6) 0.025(4) 0.019(4) 0.001(3) -0.001(4) -0.009(4) C33 0.027(5) 0.030(5) 0.019(4) 0.004(4) 0.001(4) -0.004(4) C34 0.032(5) 0.029(5) 0.017(4) -0.002(3) 0.004(3) 0.000(4) C35 0.028(5) 0.027(4) 0.020(4) -0.006(3) 0.003(4) -0.004(4) C36 0.030(5) 0.030(5) 0.018(4) -0.002(4) 0.004(4) -0.004(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N21 2.021(5) . ? Cu1 N21 2.021(5) 11_655 ? Cu1 N11 2.070(5) 10_556 ? Cu1 N11 2.070(5) . ? Cu1 I1 2.9509(13) . ? N11 C12 1.346(11) . ? N11 C12 1.346(11) 11_655 ? N11 C16 1.355(10) . ? N11 C16 1.355(10) 11_655 ? C12 C13 1.385(14) . ? C12 H12 0.95 . ? C13 C14 1.358(12) . ? C13 H13 0.95 . ? C14 C13 1.358(12) 11_655 ? C14 C15 1.420(12) 11_655 ? C14 C15 1.420(12) . ? C14 H14 0.95 . ? C15 C16 1.381(14) . ? C15 H15 0.95 . ? C16 H16 0.95 . ? N21 C22 1.330(9) 10_556 ? N21 C22 1.330(9) . ? N21 C26 1.358(10) 10_556 ? N21 C26 1.358(10) . ? C22 C23 1.381(12) . ? C22 H22 0.95 . ? C23 C24 1.390(10) . ? C23 H23 0.95 . ? C24 C23 1.390(10) 10_556 ? C24 C25 1.391(10) . ? C24 C25 1.391(10) 10_556 ? C24 H24 0.95 . ? C25 C26 1.390(13) . ? C25 H25 0.95 . ? C26 H26 0.95 . ? N31 C32 1.317(14) . ? N31 C36 1.355(14) . ? C32 C33 1.392(15) . ? C32 H32 0.95 . ? C33 C34 1.388(15) . ? C33 H33 0.95 . ? C34 C35 1.366(15) . ? C34 H34 0.95 . ? C35 C36 1.386(14) . ? C35 H35 0.95 . ? C36 H36 0.95 . ? 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 N21 Cu1 N21 169.4(3) . 11_655 ? N21 Cu1 N11 89.38(2) . 10_556 ? N21 Cu1 N11 89.38(2) 11_655 10_556 ? N21 Cu1 N11 89.38(2) . . ? N21 Cu1 N11 89.38(2) 11_655 . ? N11 Cu1 N11 166.5(3) 10_556 . ? N21 Cu1 I1 95.32(16) . . ? N21 Cu1 I1 95.32(16) 11_655 . ? N11 Cu1 I1 96.74(15) 10_556 . ? N11 Cu1 I1 96.74(15) . . ? C12 N11 C16 118.3(7) . . ? C12 N11 Cu1 122.1(5) . . ? C16 N11 Cu1 119.6(5) . . ? N11 C12 C13 122.5(9) . . ? N11 C12 H12 118.7 . . ? C13 C12 H12 118.7 . . ? C14 C13 C12 119.9(9) . . ? C14 C13 H13 120 . . ? C12 C13 H13 120 . . ? C13 C14 C15 118.1(8) . . ? C13 C14 H14 121 . . ? C15 C14 H14 121 . . ? C16 C15 C14 119.1(9) . . ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? N11 C16 C15 121.8(8) . . ? N11 C16 H16 119.1 . . ? C15 C16 H16 119.1 . . ? C22 N21 C26 118.2(6) . . ? C22 N21 Cu1 121.4(5) . . ? C26 N21 Cu1 120.5(5) . . ? N21 C22 C23 123.3(8) . . ? N21 C22 H22 118.4 . . ? C23 C22 H22 118.4 . . ? C22 C23 C24 118.8(8) . . ? C22 C23 H23 120.6 . . ? C24 C23 H23 120.6 . . ? C23 C24 C25 118.8(6) . . ? C23 C24 H24 120.6 . . ? C25 C24 H24 120.6 . . ? C26 C25 C24 118.8(8) . . ? C26 C25 H25 120.6 . . ? C24 C25 H25 120.6 . . ? N21 C26 C25 122.1(8) . . ? N21 C26 H26 118.9 . . ? C25 C26 H26 118.9 . . ? C32 N31 C36 116.9(9) . . ? N31 C32 C33 124.2(10) . . ? N31 C32 H32 117.9 . . ? C33 C32 H32 117.9 . . ? C34 C33 C32 117.8(10) . . ? C34 C33 H33 121.1 . . ? C32 C33 H33 121.1 . . ? C35 C34 C33 119.2(9) . . ? C35 C34 H34 120.4 . . ? C33 C34 H34 120.4 . . ? C34 C35 C36 119.0(10) . . ? C34 C35 H35 120.5 . . ? C36 C35 H35 120.5 . . ? N31 C36 C35 122.9(10) . . ? N31 C36 H36 118.6 . . ? C35 C36 H36 118.6 . . ? #===END # Attachment 'gb1034b.cif' data_gb1034b #TrackingRef 'c1dt10224a_ccdc_794385_798277_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 794388' #TrackingRef 'gb1034b.cif' _audit_creation_date 2010-06-23T10:39:18-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C30 H30 Br2 Cu N6' _chemical_formula_moiety 'C20 H20 Br2 Cu N4, 2(C5 H5 N)' _chemical_formula_weight 697.96 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'C c c a' _symmetry_space_group_name_Hall '-C 2b 2bc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' 'x+1/2, -y, -z+1/2' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1, -y+1/2, z' 'x+1, -y+1/2, -z+1/2' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' '-x-1/2, y, z-1/2' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x, y+1/2, -z' '-x, y+1/2, z-1/2' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 11.8569(7) _cell_length_b 14.6496(6) _cell_length_c 16.7531(11) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2910.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 2841 _cell_measurement_theta_min 3.026 _cell_measurement_theta_max 32.1689 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description fragment _exptl_crystal_colour blue _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.49 _exptl_crystal_size_min 0.33 _exptl_crystal_density_diffrn 1.593 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1404 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 -1 0.2075 0 1 2 0.1806 -1 -1 0 0.2829 0 1 0 0.1278 -1 1 0 0.2385 1 0 0 0.1543 0 -1 0 0.2016 -5 -13 17 0.2422 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.527 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.269 _exptl_absorpt_correction_T_max 0.382 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 16.0009 _diffrn_orient_matrix_ub_11 -0.0053745599 _diffrn_orient_matrix_ub_12 0.0106281192 _diffrn_orient_matrix_ub_13 -0.0414656582 _diffrn_orient_matrix_ub_21 -0.0163343267 _diffrn_orient_matrix_ub_22 -0.0557352221 _diffrn_orient_matrix_ub_23 -0.0055937806 _diffrn_orient_matrix_ub_31 -0.0452414197 _diffrn_orient_matrix_ub_32 0.018883435 _diffrn_orient_matrix_ub_33 0.0068813448 _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur, Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.029 _diffrn_reflns_av_unetI/netI 0.0468 _diffrn_reflns_number 9163 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.29 _diffrn_reflns_theta_max 32.29 _diffrn_reflns_theta_full 31 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.935 _reflns_number_total 2421 _reflns_number_gt 1226 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0267P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2421 _refine_ls_number_parameters 95 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0765 _refine_ls_R_factor_gt 0.0258 _refine_ls_wR_factor_ref 0.0555 _refine_ls_wR_factor_gt 0.0508 _refine_ls_goodness_of_fit_ref 0.825 _refine_ls_restrained_S_all 0.825 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.294 _refine_diff_density_min -0.446 _refine_diff_density_rms 0.071 #----------------------------------------------------------------------------# # 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 Cu1 Cu -0.02431(5) 0.25 0.25 0.0325(2) Uani 0.5 2 d SP . . Br1 Br -0.265754(18) 0.25 0.25 0.04267(7) Uani 1 2 d S . . N11 N 0 0.25 0.12664(10) 0.0386(4) Uani 1 2 d S . . C12 C -0.08445(16) 0.21293(10) 0.08564(10) 0.0419(4) Uani 1 1 d . . . H12 H -0.1453 0.1862 0.1142 0.05 Uiso 1 1 calc R . . C13 C -0.08735(17) 0.21164(12) 0.00355(10) 0.0499(5) Uani 1 1 d . . . H13 H -0.149 0.1845 -0.0238 0.06 Uiso 1 1 calc R . . C14 C 0 0.25 -0.03826(14) 0.0507(6) Uani 1 2 d S . . H14 H 0 0.25 -0.095 0.061 Uiso 1 2 calc SR . . N21 N 0 0.11237(9) 0.25 0.0334(4) Uani 1 2 d S . . C22 C 0.08022(13) 0.06592(9) 0.21168(8) 0.0303(3) Uani 1 1 d . . . H22 H 0.1374 0.0988 0.1843 0.036 Uiso 1 1 calc R . . C23 C 0.08297(12) -0.02787(9) 0.21043(8) 0.0285(3) Uani 1 1 d . . . H23 H 0.1412 -0.0591 0.1827 0.034 Uiso 1 1 calc R . . C24 C 0 -0.07616(11) 0.25 0.0279(4) Uani 1 2 d S . . H24 H 0 -0.141 0.25 0.033 Uiso 1 2 calc SR . . N31 N 0.25 0.5 0.44760(10) 0.0419(5) Uani 1 2 d S . . C32 C 0.16891(16) 0.46099(12) 0.48936(9) 0.0441(4) Uani 1 1 d . . . H32 H 0.1091 0.4328 0.4608 0.053 Uiso 1 1 calc R . . C33 C 0.16499(15) 0.45837(12) 0.57111(9) 0.0475(5) Uani 1 1 d . . . H33 H 0.105 0.4285 0.5981 0.057 Uiso 1 1 calc R . . C34 C 0.25 0.5 0.61263(14) 0.0510(7) Uani 1 2 d S . . H34 H 0.25 0.5 0.6693 0.061 Uiso 1 2 calc SR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0476(6) 0.01595(15) 0.0340(2) 0.0014(4) 0 0 Br1 0.03493(11) 0.02542(9) 0.06766(16) 0.00370(14) 0 0 N11 0.0596(11) 0.0189(7) 0.0374(9) 0 0 -0.0006(12) C12 0.0470(11) 0.0275(7) 0.0512(11) -0.0026(8) 0.0071(9) -0.0053(8) C13 0.0575(13) 0.0394(9) 0.0529(11) -0.0068(9) -0.0134(10) 0.0006(9) C14 0.0775(18) 0.0389(11) 0.0356(12) 0 0 0.0074(18) N21 0.0524(10) 0.0187(7) 0.0291(8) 0 -0.0007(11) 0 C22 0.0358(9) 0.0279(7) 0.0273(8) 0.0007(6) 0.0017(7) -0.0083(7) C23 0.0295(8) 0.0284(7) 0.0276(8) -0.0038(6) 0.0003(7) 0.0040(6) C24 0.0335(10) 0.0199(8) 0.0303(10) 0 -0.0060(13) 0 N31 0.0347(12) 0.0604(13) 0.0307(12) 0 0 -0.0046(10) C32 0.0405(11) 0.0567(10) 0.0350(10) -0.0076(8) 0.0017(8) -0.0066(9) C33 0.0437(11) 0.0634(12) 0.0355(10) 0.0010(9) 0.0112(9) -0.0055(9) C34 0.0539(17) 0.0744(18) 0.0248(13) 0 0 0.0104(14) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 Cu1 0.5765(11) 6_455 ? Cu1 N21 2.0367(14) 6_455 ? Cu1 N21 2.0367(14) . ? Cu1 N11 2.0867(17) 7_455 ? Cu1 N11 2.0867(17) . ? Cu1 Br1 2.8628(6) . ? Cu1 Br1 3.4393(7) 6_455 ? N11 C12 1.3301(19) . ? N11 C12 1.3301(19) 6_455 ? N11 Cu1 2.0867(17) 6_455 ? C12 C13 1.376(2) . ? C12 H12 0.95 . ? C13 C14 1.371(2) . ? C13 H13 0.95 . ? C14 C13 1.371(2) 6_455 ? C14 H14 0.95 . ? N21 C22 1.3341(16) 4 ? N21 C22 1.3341(16) . ? N21 Cu1 2.0367(14) 6_455 ? C22 C23 1.3746(18) . ? C22 H22 0.95 . ? C23 C24 1.3812(17) . ? C23 H23 0.95 . ? C24 C23 1.3812(17) 4 ? C24 H24 0.95 . ? N31 C32 1.3193(19) 2_565 ? N31 C32 1.3193(19) . ? C32 C33 1.371(2) . ? C32 H32 0.95 . ? C33 C34 1.368(2) . ? C33 H33 0.95 . ? C34 C33 1.368(2) 2_565 ? C34 H34 0.95 . ? 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 Cu1 N21 81.865(16) 6_455 6_455 ? Cu1 Cu1 N21 81.864(16) 6_455 . ? N21 Cu1 N21 163.73(3) 6_455 . ? Cu1 Cu1 N11 82.061(16) 6_455 7_455 ? N21 Cu1 N11 88.880(4) 6_455 7_455 ? N21 Cu1 N11 88.880(4) . 7_455 ? Cu1 Cu1 N11 82.061(16) 6_455 . ? N21 Cu1 N11 88.880(4) 6_455 . ? N21 Cu1 N11 88.880(4) . . ? N11 Cu1 N11 164.12(3) 7_455 . ? Cu1 Cu1 Br1 180 6_455 . ? N21 Cu1 Br1 98.135(16) 6_455 . ? N21 Cu1 Br1 98.135(16) . . ? N11 Cu1 Br1 97.939(16) 7_455 . ? N11 Cu1 Br1 97.939(16) . . ? C12 N11 C12 117.82(19) . 6_455 ? C12 N11 Cu1 127.98(10) . 6_455 ? C12 N11 Cu1 114.04(9) 6_455 6_455 ? C12 N11 Cu1 114.04(9) . . ? C12 N11 Cu1 127.98(10) 6_455 . ? N11 C12 C13 122.72(17) . . ? N11 C12 H12 118.6 . . ? C13 C12 H12 118.6 . . ? C14 C13 C12 119.10(18) . . ? C14 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? C13 C14 C13 118.5(2) 6_455 . ? C13 C14 H14 120.7 6_455 . ? C13 C14 H14 120.7 . . ? C22 N21 C22 118.67(16) 4 . ? C22 N21 Cu1 127.28(8) 4 6_455 ? C22 N21 Cu1 113.83(8) . 6_455 ? C22 N21 Cu1 113.83(8) 4 . ? C22 N21 Cu1 127.28(8) . . ? N21 C22 C23 122.28(14) . . ? N21 C22 H22 118.9 . . ? C23 C22 H22 118.9 . . ? C22 C23 C24 119.19(14) . . ? C22 C23 H23 120.4 . . ? C24 C23 H23 120.4 . . ? C23 C24 C23 118.38(17) 4 . ? C23 C24 H24 120.8 4 . ? C23 C24 H24 120.8 . . ? C32 N31 C32 115.94(19) 2_565 . ? N31 C32 C33 124.52(17) . . ? N31 C32 H32 117.7 . . ? C33 C32 H32 117.7 . . ? C34 C33 C32 118.06(17) . . ? C34 C33 H33 121 . . ? C32 C33 H33 121 . . ? C33 C34 C33 118.9(2) . 2_565 ? C33 C34 H34 120.6 . . ? C33 C34 H34 120.6 2_565 . ? #===END # Attachment 'gb1037b.cif' data_gb1037 #TrackingRef 'c1dt10224a_ccdc_794385_798277_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 794389' #TrackingRef 'gb1037b.cif' _audit_creation_date 2010-07-28T14:40:30-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C30 H30 Br Cu I N6' _chemical_formula_moiety 'C20 H20 Br Cu I N4, 2(C5 H5 N)' _chemical_formula_weight 744.95 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'C c c a' _symmetry_space_group_name_Hall '-C 2b 2bc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x, y, -z+1/2' 'x+1/2, -y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1, -y+1/2, z' '-x+1/2, y+1/2, -z+1/2' 'x+1, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x, -y, z-1/2' '-x-1/2, y, z-1/2' '-x+1/2, -y+1/2, -z' 'x, y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' '-x, y+1/2, z-1/2' _cell_length_a 11.9263(6) _cell_length_b 14.9890(7) _cell_length_c 16.5703(9) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2962.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4518 _cell_measurement_theta_min 2.7125 _cell_measurement_theta_max 34.5184 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour dark_blue _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.67 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1476 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 1 0.0649 0 0 -1 0.0344 -1 1 1 0.0652 1 -1 -1 0.0459 -1 1 -1 0.0459 1 -1 1 0.0805 -1 -1 1 0.0902 1 1 -1 0.0787 -1 -1 -1 0.0469 1 1 1 0.1058 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.159 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.62 _exptl_absorpt_correction_T_max 0.777 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 16.0009 _diffrn_orient_matrix_ub_11 0.0056031587 _diffrn_orient_matrix_ub_12 0.0013071582 _diffrn_orient_matrix_ub_13 -0.0425396661 _diffrn_orient_matrix_ub_21 -0.0254424639 _diffrn_orient_matrix_ub_22 0.0501416597 _diffrn_orient_matrix_ub_23 -0.0019278318 _diffrn_orient_matrix_ub_31 0.0396998491 _diffrn_orient_matrix_ub_32 0.031960332 _diffrn_orient_matrix_ub_33 0.0046941056 _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur, Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0532 _diffrn_reflns_av_unetI/netI 0.0586 _diffrn_reflns_number 18960 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 34.6 _diffrn_reflns_theta_full 34 _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.962 _reflns_number_total 3059 _reflns_number_gt 1664 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0080P)^2^+23.8365P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 3059 _refine_ls_number_parameters 95 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1134 _refine_ls_R_factor_gt 0.0554 _refine_ls_wR_factor_ref 0.1077 _refine_ls_wR_factor_gt 0.1011 _refine_ls_goodness_of_fit_ref 1.216 _refine_ls_restrained_S_all 1.237 _refine_ls_shift/su_max 0.016 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 1 _refine_diff_density_min -0.84 _refine_diff_density_rms 0.119 #----------------------------------------------------------------------------# # 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 Cu1 Cu -0.03759(12) 0.25 0.25 0.0276(3) Uani 0.5 2 d SP . . I1 I -0.27676(4) 0.25 0.25 0.02630(11) Uani 0.5 2 d SP . . Br1 Br -0.27676(4) 0.25 0.25 0.02630(11) Uani 0.5 2 d SP . . N11 N 0 0.25 0.1255(3) 0.0479(16) Uani 1 2 d SU . . C12 C -0.0821(6) 0.2101(3) 0.0843(3) 0.0456(16) Uani 1 1 d . . . H12 H -0.1405 0.1814 0.1134 0.055 Uiso 1 1 calc R . . C13 C -0.0856(5) 0.2087(3) 0.0015(4) 0.0353(12) Uani 1 1 d . . . H13 H -0.1455 0.18 -0.0259 0.042 Uiso 1 1 calc R . . C14 C 0 0.25 -0.0415(4) 0.0329(14) Uani 1 2 d S . . H14 H 0 0.25 -0.0989 0.039 Uiso 1 2 calc SR . . N21 N 0 0.1160(4) 0.25 0.0493(16) Uani 1 2 d SU . . C22 C 0.0783(6) 0.0702(3) 0.2093(3) 0.0409(15) Uani 1 1 d . . . H22 H 0.1336 0.1025 0.1802 0.049 Uiso 1 1 calc R . . C23 C 0.0818(4) -0.0222(3) 0.2080(3) 0.0267(10) Uani 1 1 d . . . H23 H 0.1388 -0.0528 0.179 0.032 Uiso 1 1 calc R . . C24 C 0 -0.0691(4) 0.25 0.0247(11) Uani 1 2 d S . . H24 H 0 -0.1325 0.25 0.03 Uiso 1 2 calc SR . . N31 N 0.25 0 0.5512(3) 0.0327(14) Uani 1 2 d S . . C32 C 0.3260(5) 0.0437(3) 0.5080(3) 0.0325(11) Uani 1 1 d . . . H32 H 0.3821 0.0756 0.5365 0.039 Uiso 1 1 calc R . . C33 C 0.3296(4) 0.0461(4) 0.4252(3) 0.0343(12) Uani 1 1 d . . . H33 H 0.386 0.0791 0.3978 0.041 Uiso 1 1 calc R . . C34 C 0.25 0 0.3834(4) 0.042(2) Uani 1 2 d S . . H34 H 0.25 0 0.3261 0.051 Uiso 1 2 calc SR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0448(9) 0.0176(5) 0.0203(6) 0.0077(11) 0 0 I1 0.0260(2) 0.02009(18) 0.0328(2) -0.0005(3) 0 0 Br1 0.0260(2) 0.02009(18) 0.0328(2) -0.0005(3) 0 0 N11 0.096(5) 0.022(2) 0.026(2) 0 0 -0.006(5) C12 0.078(4) 0.019(2) 0.040(3) -0.004(2) 0.026(3) -0.010(3) C13 0.038(3) 0.030(2) 0.038(3) -0.007(2) 0.005(2) -0.004(3) C14 0.043(4) 0.033(3) 0.022(3) 0 0 0.014(5) N21 0.102(5) 0.024(2) 0.023(2) 0 -0.011(5) 0 C22 0.076(4) 0.031(3) 0.016(2) -0.0026(19) 0.003(3) -0.023(3) C23 0.033(2) 0.027(2) 0.020(2) -0.0043(18) 0.000(2) -0.008(2) C24 0.029(3) 0.021(2) 0.024(3) 0 0.004(5) 0 N31 0.022(3) 0.053(4) 0.023(3) 0 0 -0.010(3) C32 0.030(3) 0.040(3) 0.028(2) -0.007(2) 0.006(2) -0.009(3) C33 0.025(2) 0.052(3) 0.026(2) -0.002(2) 0.007(2) -0.010(2) C34 0.042(5) 0.067(5) 0.017(3) 0 0 -0.012(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N21 2.058(5) 6_455 ? Cu1 N21 2.058(5) . ? Cu1 N11 2.111(5) . ? Cu1 N11 2.111(5) 3 ? Cu1 I1 2.8524(15) . ? N11 C12 1.336(7) 6_455 ? N11 C12 1.336(7) . ? N11 Cu1 2.111(5) 6_455 ? C12 C13 1.371(8) . ? C12 H12 0.95 . ? C13 C14 1.391(6) . ? C13 H13 0.95 . ? C14 C13 1.391(6) 6_455 ? C14 H14 0.95 . ? N21 C22 1.340(7) . ? N21 C22 1.340(7) 3 ? N21 Cu1 2.058(5) 6_455 ? C22 C23 1.386(7) . ? C22 H22 0.95 . ? C23 C24 1.389(5) . ? C23 H23 0.95 . ? C24 C23 1.389(5) 3 ? C24 H24 0.95 . ? N31 C32 1.327(6) 2 ? N31 C32 1.327(6) . ? C32 C33 1.372(7) . ? C32 H32 0.95 . ? C33 C34 1.363(6) . ? C33 H33 0.95 . ? C34 C33 1.363(6) 2 ? C34 H34 0.95 . ? 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 N21 Cu1 N21 154.84(10) 6_455 . ? N21 Cu1 N11 87.348(19) 6_455 . ? N21 Cu1 N11 87.348(19) . . ? N21 Cu1 N11 87.348(19) 6_455 3 ? N21 Cu1 N11 87.348(19) . 3 ? N11 Cu1 N11 155.47(10) . 3 ? N21 Cu1 I1 102.58(5) 6_455 . ? N21 Cu1 I1 102.58(5) . . ? N11 Cu1 I1 102.26(5) . . ? N11 Cu1 I1 102.26(5) 3 . ? C12 N11 C12 118.4(6) 6_455 . ? C12 N11 Cu1 131.0(3) 6_455 . ? C12 N11 Cu1 110.2(3) . . ? C12 N11 Cu1 110.2(3) 6_455 6_455 ? C12 N11 Cu1 131.0(3) . 6_455 ? N11 C12 C13 122.7(6) . . ? N11 C12 H12 118.6 . . ? C13 C12 H12 118.6 . . ? C12 C13 C14 118.9(6) . . ? C12 C13 H13 120.5 . . ? C14 C13 H13 120.5 . . ? C13 C14 C13 118.2(7) 6_455 . ? C13 C14 H14 120.9 6_455 . ? C13 C14 H14 120.9 . . ? C22 N21 C22 118.4(6) . 3 ? C22 N21 Cu1 110.3(3) . 6_455 ? C22 N21 Cu1 130.6(3) 3 6_455 ? C22 N21 Cu1 130.6(3) . . ? C22 N21 Cu1 110.3(3) 3 . ? N21 C22 C23 122.7(5) . . ? N21 C22 H22 118.6 . . ? C23 C22 H22 118.6 . . ? C22 C23 C24 118.4(5) . . ? C22 C23 H23 120.8 . . ? C24 C23 H23 120.8 . . ? C23 C24 C23 119.3(5) . 3 ? C23 C24 H24 120.4 . . ? C23 C24 H24 120.4 3 . ? C32 N31 C32 114.7(6) 2 . ? N31 C32 C33 125.0(5) . . ? N31 C32 H32 117.5 . . ? C33 C32 H32 117.5 . . ? C34 C33 C32 118.2(5) . . ? C34 C33 H33 120.9 . . ? C32 C33 H33 120.9 . . ? C33 C34 C33 118.9(7) . 2 ? C33 C34 H34 120.5 . . ? C33 C34 H34 120.5 2 . ? #===END # Attachment 'gb1039b.cif' data_gb1039b #TrackingRef 'c1dt10224a_ccdc_794385_798277_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 794390' #TrackingRef 'gb1039b.cif' _audit_creation_date 2010-06-24T09:09:54-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C31 H30 Cu I N7 S' _chemical_formula_moiety 'C21 H20 Cu I N5 S, 2(C5 H5 N)' _chemical_formula_weight 723.12 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'C c c a' _symmetry_space_group_name_Hall '-C 2b 2bc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' 'x+1/2, -y, -z+1/2' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1, -y+1/2, z' 'x+1, -y+1/2, -z+1/2' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' '-x-1/2, y, z-1/2' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x, y+1/2, -z' '-x, y+1/2, z-1/2' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 12.6527(6) _cell_length_b 15.3938(5) _cell_length_c 16.3832(7) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3191.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 10124 _cell_measurement_theta_min 3.2147 _cell_measurement_theta_max 39.3937 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.22 _exptl_crystal_density_diffrn 1.505 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1452 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -10 -6 18 0.1911 -1 0 -1 0.1762 4 6 22 0.1482 -1 2 -1 0.1502 1 1 1 0.1726 -1 1 1 0.1023 1 -1 -1 0.1196 -3 -16 15 0.157 4 -15 -16 0.1129 -15 -7 -10 0.1986 15 -9 -9 0.1543 1 1 -1 0.2315 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.749 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.436 _exptl_absorpt_correction_T_max 0.623 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 16.0009 _diffrn_orient_matrix_ub_11 -0.0022731705 _diffrn_orient_matrix_ub_12 0.0379466822 _diffrn_orient_matrix_ub_13 -0.0245445721 _diffrn_orient_matrix_ub_21 0.0277088485 _diffrn_orient_matrix_ub_22 -0.0218233807 _diffrn_orient_matrix_ub_23 -0.0314616054 _diffrn_orient_matrix_ub_31 -0.0486417754 _diffrn_orient_matrix_ub_32 -0.0142612804 _diffrn_orient_matrix_ub_33 -0.0167600169 _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur, Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0267 _diffrn_reflns_av_unetI/netI 0.0109 _diffrn_reflns_number 20996 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 29 _diffrn_reflns_theta_full 29 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 2135 _reflns_number_gt 1658 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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. Due to correlation problems in the refinement as a result of the proximity of C(1) to I(1), ADP restraints were applied. Site occupancies of the SCN and Iodide were constrained to 0.5 after trial refinement. The geometries of the disordered NCS- were restrained to ideal values. ; _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^)+(0.0306P)^2^+21.8770P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2135 _refine_ls_number_parameters 110 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.0966 _refine_ls_R_factor_gt 0.082 _refine_ls_wR_factor_ref 0.1723 _refine_ls_wR_factor_gt 0.1681 _refine_ls_goodness_of_fit_ref 1.276 _refine_ls_restrained_S_all 1.293 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.651 _refine_diff_density_min -0.882 _refine_diff_density_rms 0.08 #----------------------------------------------------------------------------# # 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 Cu1 Cu -0.0199(8) 0.25 0.25 0.082(2) Uani 0.5 2 d SPU . . I1 I -0.27763(9) 0.25 0.25 0.0460(3) Uani 0.5 2 d SP . . S1 S 0.3679(5) 0.25 0.25 0.126(3) Uani 0.5 2 d SPDU . . C1 C 0.2427(13) 0.25 0.25 0.106(5) Uani 0.5 2 d SPDU . . N1 N 0.1516(13) 0.25 0.25 0.110(5) Uani 0.5 2 d SPDU . . N11 N 0 0.25 0.1204(6) 0.097(3) Uani 1 2 d S . . C12 C -0.0768(8) 0.2080(4) 0.0783(6) 0.092(3) Uani 1 1 d . . . H12 H -0.1313 0.1789 0.1074 0.111 Uiso 1 1 calc R . . C13 C -0.0777(8) 0.2065(4) -0.0046(6) 0.094(2) Uani 1 1 d . . . H13 H -0.1315 0.1757 -0.0329 0.113 Uiso 1 1 calc R . . C14 C 0 0.25 -0.0476(7) 0.099(4) Uani 1 2 d S . . H14 H 0 0.25 -0.1056 0.118 Uiso 1 2 calc SR . . N21 N 0 0.1182(5) 0.25 0.084(3) Uani 1 2 d S . . C22 C 0.0736(7) 0.0740(4) 0.2077(4) 0.077(2) Uani 1 1 d . . . H22 H 0.1256 0.1054 0.178 0.093 Uiso 1 1 calc R . . C23 C 0.0760(7) -0.0163(4) 0.2063(4) 0.0744(19) Uani 1 1 d . . . H23 H 0.1284 -0.0466 0.176 0.089 Uiso 1 1 calc R . . C24 C 0 -0.0606(6) 0.25 0.078(3) Uani 1 2 d S . . H24 H 0 -0.1223 0.25 0.094 Uiso 1 2 calc SR . . N31 N 0.25 0 0.5475(5) 0.094(3) Uani 1 2 d S . . C32 C 0.3142(7) 0.0496(5) 0.5039(5) 0.089(2) Uani 1 1 d . . . H32 H 0.3616 0.0862 0.5329 0.106 Uiso 1 1 calc R . . C33 C 0.3177(6) 0.0526(5) 0.4199(4) 0.0756(19) Uani 1 1 d . . . H33 H 0.3655 0.0899 0.3922 0.091 Uiso 1 1 calc R . . C34 C 0.25 0 0.3779(6) 0.080(3) Uani 1 2 d S . . H34 H 0.25 0 0.32 0.096 Uiso 1 2 calc SR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.141(7) 0.0466(9) 0.0573(10) 0.012(2) 0 0 I1 0.0594(6) 0.0277(4) 0.0510(5) -0.0028(4) 0 0 S1 0.076(4) 0.091(4) 0.210(9) 0.053(5) 0 0 C1 0.060(8) 0.076(8) 0.182(11) 0.051(9) 0 0 N1 0.067(8) 0.088(9) 0.174(13) 0.035(10) 0 0 N11 0.170(10) 0.037(3) 0.086(6) 0 0 -0.012(6) C12 0.139(8) 0.039(3) 0.099(6) -0.010(4) 0.011(6) -0.007(4) C13 0.133(7) 0.048(4) 0.102(6) -0.008(4) -0.002(6) 0.004(4) C14 0.165(13) 0.054(5) 0.077(7) 0 0 0.040(8) N21 0.152(8) 0.050(4) 0.049(4) 0 -0.001(6) 0 C22 0.127(7) 0.055(4) 0.049(3) -0.008(3) 0.007(4) -0.007(4) C23 0.110(6) 0.058(4) 0.055(3) -0.008(3) -0.011(4) 0.005(4) C24 0.124(9) 0.049(4) 0.061(5) 0 0.014(7) 0 N31 0.104(7) 0.121(8) 0.057(5) 0 0 -0.043(6) C32 0.108(6) 0.093(5) 0.065(4) -0.017(4) 0.003(4) -0.036(5) C33 0.082(5) 0.082(5) 0.062(4) 0.007(3) 0.009(4) -0.022(4) C34 0.088(7) 0.100(8) 0.051(5) 0 0 -0.014(6) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 I1 3.26(1) . ? Cu1 N21 2.044(8) 6_455 ? Cu1 N21 2.044(8) . ? Cu1 N11 2.138(9) . ? Cu1 N11 2.138(9) 7_455 ? Cu1 N1 2.170(19) . ? S1 C1 1.585(15) . ? C1 N1 1.153(16) . ? N11 C12 1.356(10) 6_455 ? N11 C12 1.356(10) . ? C12 C13 1.358(11) . ? C12 H12 0.95 . ? C13 C14 1.382(10) . ? C13 H13 0.95 . ? C14 C13 1.382(10) 6_455 ? C14 H14 0.95 . ? N21 C22 1.346(8) . ? N21 C22 1.346(8) 4 ? C22 C23 1.390(9) . ? C22 H22 0.95 . ? C23 C24 1.380(9) . ? C23 H23 0.95 . ? C24 C23 1.380(9) 4 ? C24 H24 0.95 . ? N31 C32 1.324(9) . ? N31 C32 1.324(9) 2 ? C32 C33 1.377(10) . ? C32 H32 0.95 . ? C33 C34 1.364(8) . ? C33 H33 0.95 . ? C34 C33 1.364(8) 2 ? C34 H34 0.95 . ? 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 N21 Cu1 N11 89.17(7) . . ? N21 Cu1 N11 89.17(7) . 7_455 ? N11 Cu1 N11 166.5(6) . 7_455 ? N1 Cu1 N1 180 6_455 . ? N21 Cu1 N1 82.9(3) 6_455 . ? N21 Cu1 N1 82.9(3) . . ? N11 Cu1 N1 83.2(3) . . ? N11 Cu1 N1 83.2(3) 7_455 . ? N1 C1 S1 180.0000(10) . . ? C12 N11 C12 118.8(10) 6_455 . ? C12 N11 Cu1 114.9(6) . . ? N11 C12 C13 121.6(9) . . ? N11 C12 H12 119.2 . . ? C13 C12 H12 119.2 . . ? C12 C13 C14 119.7(10) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C13 C14 C13 118.7(12) 6_455 . ? C13 C14 H14 120.7 6_455 . ? C13 C14 H14 120.7 . . ? C22 N21 C22 119.2(8) . 4 ? C22 N21 Cu1 126.0(5) . . ? C22 N21 Cu1 114.6(5) 4 . ? N21 C22 C23 122.0(8) . . ? N21 C22 H22 119 . . ? C23 C22 H22 119 . . ? C24 C23 C22 118.1(8) . . ? C24 C23 H23 121 . . ? C22 C23 H23 121 . . ? C23 C24 C23 120.7(9) 4 . ? C23 C24 H24 119.7 4 . ? C23 C24 H24 119.7 . . ? C32 N31 C32 114.7(9) . 2 ? N31 C32 C33 125.3(8) . . ? N31 C32 H32 117.4 . . ? C33 C32 H32 117.4 . . ? C34 C33 C32 117.6(7) . . ? C34 C33 H33 121.2 . . ? C32 C33 H33 121.2 . . ? C33 C34 C33 119.5(9) . 2 ? C33 C34 H34 120.3 . . ? C33 C34 H34 120.3 2 . ? #------------------------------------------------------------------------------ #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_gb1071c _database_code_depnum_ccdc_archive 'CCDC 798133' #TrackingRef 'gb1071c.cif' _audit_creation_date 2010-10-15T09:26:20-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C40 H42 Cl Cu2 I9 N8 O' _chemical_formula_moiety 'C40 H40 Cl Cu2 N8, 3(I3), H2 O' _chemical_formula_weight 1955.45 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n n n' _symmetry_space_group_name_Hall '-p 2ab 2bc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x+1/2, y, -z+1/2' 'x, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x-1/2, -y, z-1/2' '-x, y-1/2, z-1/2' _cell_length_a 12.8860(3) _cell_length_b 14.4285(6) _cell_length_c 14.8203(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2755.47(15) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 13545 _cell_measurement_theta_min 3.4391 _cell_measurement_theta_max 34.8313 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description rod _exptl_crystal_colour black _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_diffrn 2.357 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1796 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 -1 1 0.081 0 1 -1 0.0564 -17 3 -7 0.1928 0 -1 -1 0.0252 0 1 1 0.1306 -15 10 -6 0.1762 1 0 0 0.3084 0 1 3 0.1023 -4 16 -12 0.0537 1 0 1 0.2586 1 2 2 0.1759 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 5.9 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.275 _exptl_absorpt_correction_T_max 0.636 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4738 _diffrn_orient_matrix_ub_11 -0.034848354 _diffrn_orient_matrix_ub_12 0.0247414174 _diffrn_orient_matrix_ub_13 0.0281313986 _diffrn_orient_matrix_ub_21 0.0133236813 _diffrn_orient_matrix_ub_22 0.0417595379 _diffrn_orient_matrix_ub_23 -0.0223761954 _diffrn_orient_matrix_ub_31 -0.0404351253 _diffrn_orient_matrix_ub_32 -0.0075389429 _diffrn_orient_matrix_ub_33 -0.0316317612 _diffrn_measurement_device_type 'Oxford Diffraction Gemini diffractometer' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_unetI/netI 0.0265 _diffrn_reflns_number 34789 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.47 _diffrn_reflns_theta_max 34.93 _diffrn_reflns_theta_full 34 _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.957 _reflns_number_total 5790 _reflns_number_gt 4192 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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. One I3- anion modelled as being disordered over two sets of sites. Residual electron density was modelled as a water molecule with site occupancy set at 0.50 in sympathy with the adjacent disordered I3- anion. The largest peak is 0.69 Angstroms from Cu1. Attempts to model the copper atom as being disordered over two sets of sites were not successful. Water molecules hydrogen atoms were not located. ; _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^)+(0.0644P)^2^+4.8338P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 5790 _refine_ls_number_parameters 153 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0621 _refine_ls_R_factor_gt 0.0423 _refine_ls_wR_factor_ref 0.1272 _refine_ls_wR_factor_gt 0.119 _refine_ls_goodness_of_fit_ref 1.113 _refine_ls_restrained_S_all 1.114 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 4.92 _refine_diff_density_min -4.876 _refine_diff_density_rms 0.23 #----------------------------------------------------------------------------# # 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.25 0.06788(5) 0.75 0.02119(13) Uani 1 2 d S . . Cl1 Cl 0.25 0.25 0.75 0.0126(2) Uani 1 4 d S . . N11 N 0.40368(18) 0.05806(18) 0.72191(17) 0.0184(5) Uani 1 1 d . . . C12 C 0.4424(2) -0.0032(2) 0.6625(2) 0.0201(6) Uani 1 1 d . . . H12 H 0.396 -0.0435 0.6319 0.024 Uiso 1 1 calc R . . C13 C 0.5474(2) -0.0096(2) 0.6443(2) 0.0248(6) Uani 1 1 d . . . H13 H 0.5728 -0.0538 0.6021 0.03 Uiso 1 1 calc R . . C14 C 0.6150(2) 0.0497(3) 0.6887(2) 0.0266(7) Uani 1 1 d . . . H14 H 0.6874 0.0471 0.677 0.032 Uiso 1 1 calc R . . C15 C 0.5758(2) 0.1127(2) 0.7505(2) 0.0230(6) Uani 1 1 d . . . H15 H 0.6208 0.1535 0.7822 0.028 Uiso 1 1 calc R . . C16 C 0.4704(2) 0.1148(2) 0.76494(18) 0.0186(5) Uani 1 1 d . . . H16 H 0.4434 0.1582 0.8071 0.022 Uiso 1 1 calc R . . N21 N 0.21798(18) 0.05741(18) 0.61668(15) 0.0166(5) Uani 1 1 d . . . C22 C 0.1552(2) -0.0080(2) 0.5816(2) 0.0205(6) Uani 1 1 d . . . H22 H 0.1269 -0.0537 0.6206 0.025 Uiso 1 1 calc R . . C23 C 0.1303(2) -0.0110(2) 0.4901(2) 0.0226(6) Uani 1 1 d . . . H23 H 0.0866 -0.0583 0.4669 0.027 Uiso 1 1 calc R . . C24 C 0.1706(2) 0.0564(2) 0.43410(19) 0.0200(6) Uani 1 1 d . . . H24 H 0.1527 0.0574 0.3719 0.024 Uiso 1 1 calc R . . C25 C 0.2375(2) 0.1225(2) 0.46908(19) 0.0188(5) Uani 1 1 d . . . H25 H 0.268 0.168 0.431 0.023 Uiso 1 1 calc R . . C26 C 0.25914(19) 0.1208(2) 0.56104(19) 0.0170(5) Uani 1 1 d . . . H26 H 0.3047 0.1662 0.5853 0.02 Uiso 1 1 calc R . . I1 I 0.523944(15) 0.235380(16) 0.515509(17) 0.02821(5) Uani 1 1 d . . . I2 I 0.75 0.25 0.52188(2) 0.02087(6) Uani 1 2 d S . . I3 I 0.10885(5) 0.25 0.25 0.01911(10) Uani 0.5 2 d SP . 1 I4 I 0.34350(5) 0.25 0.25 0.02157(11) Uani 0.5 2 d SP . 1 I5 I -0.11291(5) 0.25 0.25 0.02608(12) Uani 0.5 2 d SP A 1 O1 O -0.25 0.1370(12) 0.25 0.087(4) Uani 0.5 2 d SPU 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 Cu1 0.01218(18) 0.0403(4) 0.01108(19) 0 0.00085(17) 0 Cl1 0.0142(4) 0.0109(5) 0.0126(4) 0 0 0 N11 0.0152(9) 0.0258(12) 0.0142(9) -0.0008(9) 0.0006(8) 0.0001(8) C12 0.0194(11) 0.0202(13) 0.0206(13) -0.0021(10) 0.0011(10) 0.0010(10) C13 0.0209(11) 0.0273(15) 0.0261(14) -0.0073(12) 0.0030(11) 0.0067(11) C14 0.0152(10) 0.0325(17) 0.0322(16) -0.0035(13) 0.0028(11) 0.0036(11) C15 0.0171(11) 0.0265(14) 0.0254(13) -0.0026(12) -0.0017(11) 0.0010(11) C16 0.0172(10) 0.0207(13) 0.0181(12) -0.0027(10) -0.0013(9) 0.0027(10) N21 0.0149(8) 0.0233(12) 0.0117(9) 0.0010(8) -0.0003(7) -0.0022(8) C22 0.0172(10) 0.0218(14) 0.0225(13) 0.0013(11) 0.0006(10) -0.0017(10) C23 0.0181(10) 0.0232(14) 0.0264(14) -0.0105(12) -0.0047(10) 0.0011(10) C24 0.0238(12) 0.0214(13) 0.0148(11) -0.0037(10) -0.0012(10) 0.0086(10) C25 0.0256(12) 0.0168(12) 0.0141(10) 0.0010(9) 0.0047(9) 0.0034(10) C26 0.0172(10) 0.0183(12) 0.0156(10) -0.0009(9) 0.0018(9) -0.0030(9) I1 0.01424(7) 0.02431(10) 0.04608(12) -0.01067(9) 0.00008(8) -0.00173(6) I2 0.01506(10) 0.01473(11) 0.03282(14) 0 0 0.00122(8) I3 0.0280(2) 0.0179(2) 0.01146(19) 0.00005(17) 0 0 I4 0.0256(2) 0.0267(3) 0.0125(2) -0.00025(19) 0 0 I5 0.0294(2) 0.0303(3) 0.0185(2) -0.0007(2) 0 0 O1 0.078(7) 0.114(8) 0.069(6) 0 -0.004(5) 0 #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N21 2.024(2) 3_556 ? Cu1 N21 2.024(2) . ? Cu1 N11 2.029(2) . ? Cu1 N11 2.029(2) 3_556 ? Cu1 Cl1 2.6277(7) . ? Cl1 Cu1 2.6277(7) 2 ? N11 C12 1.344(4) . ? N11 C16 1.348(4) . ? C12 C13 1.383(4) . ? C12 H12 0.95 . ? C13 C14 1.387(5) . ? C13 H13 0.95 . ? C14 C15 1.385(5) . ? C14 H14 0.95 . ? C15 C16 1.376(4) . ? C15 H15 0.95 . ? C16 H16 0.95 . ? N21 C26 1.341(4) . ? N21 C22 1.347(4) . ? C22 C23 1.395(4) . ? C22 H22 0.95 . ? C23 C24 1.379(4) . ? C23 H23 0.95 . ? C24 C25 1.386(4) . ? C24 H24 0.95 . ? C25 C26 1.391(4) . ? C25 H25 0.95 . ? C26 H26 0.95 . ? I1 I2 2.9221(2) . ? I2 I1 2.9221(2) 2_655 ? I3 I5 2.8576(9) . ? I3 I4 3.0237(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N21 Cu1 N21 171.44(15) 3_556 . ? N21 Cu1 N11 89.78(9) 3_556 . ? N21 Cu1 N11 89.63(9) . . ? N21 Cu1 N11 89.63(9) 3_556 3_556 ? N21 Cu1 N11 89.78(9) . 3_556 ? N11 Cu1 N11 171.98(15) . 3_556 ? N21 Cu1 Cl1 94.28(7) 3_556 . ? N21 Cu1 Cl1 94.28(7) . . ? N11 Cu1 Cl1 94.01(8) . . ? N11 Cu1 Cl1 94.01(8) 3_556 . ? Cu1 Cl1 Cu1 180 . 2 ? C12 N11 C16 118.2(2) . . ? C12 N11 Cu1 122.9(2) . . ? C16 N11 Cu1 118.88(19) . . ? N11 C12 C13 122.4(3) . . ? N11 C12 H12 118.8 . . ? C13 C12 H12 118.8 . . ? C12 C13 C14 118.7(3) . . ? C12 C13 H13 120.7 . . ? C14 C13 H13 120.7 . . ? C15 C14 C13 119.4(3) . . ? C15 C14 H14 120.3 . . ? C13 C14 H14 120.3 . . ? C16 C15 C14 118.5(3) . . ? C16 C15 H15 120.7 . . ? C14 C15 H15 120.7 . . ? N11 C16 C15 122.8(3) . . ? N11 C16 H16 118.6 . . ? C15 C16 H16 118.6 . . ? C26 N21 C22 118.5(2) . . ? C26 N21 Cu1 117.96(19) . . ? C22 N21 Cu1 123.5(2) . . ? N21 C22 C23 122.4(3) . . ? N21 C22 H22 118.8 . . ? C23 C22 H22 118.8 . . ? C24 C23 C22 118.5(3) . . ? C24 C23 H23 120.8 . . ? C22 C23 H23 120.8 . . ? C23 C24 C25 119.6(3) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C24 C25 C26 118.6(3) . . ? C24 C25 H25 120.7 . . ? C26 C25 H25 120.7 . . ? N21 C26 C25 122.4(3) . . ? N21 C26 H26 118.8 . . ? C25 C26 H26 118.8 . . ? I1 I2 I1 176.298(15) . 2_655 ? I5 I3 I4 180 . . ? #===END #===END # Attachment 'gb1072b.cif' data_gb1072b #TrackingRef 'c1dt10224a_ccdc_794385_798277_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 798134' #TrackingRef 'gb1072b.cif' _audit_creation_date 2010-10-15T16:31:36-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C20 H20 Cu I6 N4' _chemical_formula_moiety 'C20 H20 Cu N4, 2(I3)' _chemical_formula_weight 1141.34 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 2/n 1' _symmetry_space_group_name_Hall '-p 2yac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z-1/2' _cell_length_a 8.5744(3) _cell_length_b 10.5755(3) _cell_length_c 16.3685(8) _cell_angle_alpha 90 _cell_angle_beta 92.272(5) _cell_angle_gamma 90 _cell_volume 1483.10(10) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8997 _cell_measurement_theta_min 3.7299 _cell_measurement_theta_max 37.5247 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description rod _exptl_crystal_colour black _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 2.556 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1030 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 -1 1 0.0077 0 1 -1 0.0689 0 -1 -1 0.0293 0 2 1 0.0447 0 0 -1 0.0697 0 0 1 0.0235 11 1 -10 0.2131 -10 -4 14 0.0724 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 6.996 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.28 _exptl_absorpt_correction_T_max 0.667 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4738 _diffrn_orient_matrix_ub_11 -0.0456376853 _diffrn_orient_matrix_ub_12 0.0503348599 _diffrn_orient_matrix_ub_13 -0.0165446536 _diffrn_orient_matrix_ub_21 -0.0308010513 _diffrn_orient_matrix_ub_22 -0.0407588479 _diffrn_orient_matrix_ub_23 -0.0309806589 _diffrn_orient_matrix_ub_31 -0.0617756237 _diffrn_orient_matrix_ub_32 -0.0169786547 _diffrn_orient_matrix_ub_33 0.0253342686 _diffrn_measurement_device_type 'Oxford Diffraction Gemini diffractometer' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0389 _diffrn_reflns_av_unetI/netI 0.0482 _diffrn_reflns_number 26818 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.85 _diffrn_reflns_theta_max 37.62 _diffrn_reflns_theta_full 37 _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.963 _reflns_number_total 7586 _reflns_number_gt 5027 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0156P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 7586 _refine_ls_number_parameters 141 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.057 _refine_ls_R_factor_gt 0.0271 _refine_ls_wR_factor_ref 0.0454 _refine_ls_wR_factor_gt 0.0414 _refine_ls_goodness_of_fit_ref 0.87 _refine_ls_restrained_S_all 0.87 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.019 _refine_diff_density_min -0.908 _refine_diff_density_rms 0.166 #----------------------------------------------------------------------------# # 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.75 0.60438(4) 0.25 0.02057(8) Uani 1 2 d S . . N11 N 0.84743(19) 0.74094(17) 0.18160(11) 0.0166(3) Uani 1 1 d . . . C12 C 0.7652(2) 0.8425(2) 0.15583(13) 0.0177(4) Uani 1 1 d . . . H12 H 0.6565 0.8448 0.1648 0.021 Uiso 1 1 calc R . . C13 C 0.8317(2) 0.9439(2) 0.11680(14) 0.0209(4) Uani 1 1 d . . . H13 H 0.7697 1.0136 0.0986 0.025 Uiso 1 1 calc R . . C14 C 0.9903(3) 0.9416(2) 0.10492(14) 0.0217(4) Uani 1 1 d . . . H14 H 1.0399 1.0112 0.08 0.026 Uiso 1 1 calc R . . C15 C 1.0760(2) 0.8367(2) 0.12982(14) 0.0199(4) Uani 1 1 d . . . H15 H 1.1848 0.8327 0.1212 0.024 Uiso 1 1 calc R . . C16 C 1.0015(2) 0.7377(2) 0.16736(13) 0.0184(4) Uani 1 1 d . . . H16 H 1.0604 0.6653 0.1836 0.022 Uiso 1 1 calc R . . N21 N 0.84736(19) 0.47062(17) 0.18005(11) 0.0180(4) Uani 1 1 d . . . C22 C 0.8266(2) 0.4718(2) 0.09819(13) 0.0184(4) Uani 1 1 d . . . H22 H 0.7553 0.5309 0.074 0.022 Uiso 1 1 calc R . . C23 C 0.9047(2) 0.3908(2) 0.04800(14) 0.0206(4) Uani 1 1 d . . . H23 H 0.8848 0.3924 -0.0095 0.025 Uiso 1 1 calc R . . C24 C 1.0121(3) 0.3072(2) 0.08250(15) 0.0245(5) Uani 1 1 d . . . H24 H 1.0709 0.2532 0.049 0.029 Uiso 1 1 calc R . . C25 C 1.0325(3) 0.3037(2) 0.16713(15) 0.0279(5) Uani 1 1 d . . . H25 H 1.1047 0.2466 0.1926 0.033 Uiso 1 1 calc R . . C26 C 0.9458(3) 0.3847(2) 0.21342(14) 0.0223(4) Uani 1 1 d . . . H26 H 0.9563 0.3795 0.2713 0.027 Uiso 1 1 calc R . . I1 I 1.073983(16) 0.607461(15) 0.375899(9) 0.02301(4) Uani 1 1 d . . . I2 I 0.994865(15) 0.767937(14) 0.519521(9) 0.02091(3) Uani 1 1 d . . . I3 I 0.908616(17) 0.923898(16) 0.652742(10) 0.02551(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 Cu1 0.02497(18) 0.01138(17) 0.0264(2) 0 0.01383(16) 0 N11 0.0153(7) 0.0137(8) 0.0211(8) -0.0008(7) 0.0047(7) 0.0004(6) C12 0.0159(9) 0.0158(10) 0.0213(10) -0.0003(8) 0.0007(8) -0.0005(7) C13 0.0221(10) 0.0169(11) 0.0239(11) 0.0051(9) 0.0011(9) 0.0017(8) C14 0.0257(10) 0.0162(11) 0.0235(11) 0.0037(9) 0.0046(9) -0.0043(8) C15 0.0179(9) 0.0174(10) 0.0246(11) 0.0008(9) 0.0041(8) -0.0012(8) C16 0.0178(9) 0.0163(10) 0.0213(10) 0.0015(9) 0.0038(8) 0.0025(8) N21 0.0183(8) 0.0147(9) 0.0213(9) 0.0008(7) 0.0064(7) 0.0009(7) C22 0.0144(9) 0.0183(10) 0.0224(10) 0.0022(9) -0.0003(8) 0.0002(7) C23 0.0220(10) 0.0217(11) 0.0183(10) -0.0021(9) 0.0024(8) -0.0038(8) C24 0.0297(11) 0.0188(11) 0.0253(12) -0.0043(10) 0.0069(10) 0.0061(9) C25 0.0364(13) 0.0222(12) 0.0251(12) 0.0036(10) 0.0021(10) 0.0122(10) C26 0.0288(11) 0.0194(11) 0.0187(10) 0.0025(9) 0.0030(9) 0.0032(9) I1 0.01832(6) 0.02491(8) 0.02554(7) 0.00008(6) -0.00256(5) -0.00465(6) I2 0.01623(6) 0.02168(7) 0.02462(7) 0.00718(6) -0.00172(5) -0.00251(5) I3 0.02220(7) 0.02520(8) 0.02952(8) 0.00457(7) 0.00582(6) -0.00020(6) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N21 2.0210(18) . ? Cu1 N21 2.0210(18) 2_655 ? Cu1 N11 2.0277(17) 2_655 ? Cu1 N11 2.0277(17) . ? Cu1 I1 3.3928(2) . ? Cu1 I1 3.3928(2) 2_655 ? N11 C12 1.344(3) . ? N11 C16 1.351(2) . ? C12 C13 1.383(3) . ? C12 H12 0.95 . ? C13 C14 1.382(3) . ? C13 H13 0.95 . ? C14 C15 1.384(3) . ? C14 H14 0.95 . ? C15 C16 1.383(3) . ? C15 H15 0.95 . ? C16 H16 0.95 . ? N21 C26 1.341(3) . ? N21 C22 1.345(3) . ? C22 C23 1.379(3) . ? C22 H22 0.95 . ? C23 C24 1.380(3) . ? C23 H23 0.95 . ? C24 C25 1.390(3) . ? C24 H24 0.95 . ? C25 C26 1.381(3) . ? C25 H25 0.95 . ? C26 H26 0.95 . ? I1 I2 2.9989(2) . ? I2 I3 2.8549(2) . ? 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 N21 Cu1 N21 91.16(10) . 2_655 ? N21 Cu1 N11 178.91(7) . 2_655 ? N21 Cu1 N11 89.84(7) 2_655 2_655 ? N21 Cu1 N11 89.84(7) . . ? N21 Cu1 N11 178.91(7) 2_655 . ? N11 Cu1 N11 89.16(10) 2_655 . ? N11 Cu1 I1 89.04(5) . . ? N11 Cu1 I1 90.18(5) 2_655 . ? N21 Cu1 I1 90.24(5) . . ? N21 Cu1 I1 90.53(5) 2_655 . ? I1 Cu1 I1 178.90(2) 2_655 . ? N11 Cu1 I1 89.04(5) 2_655 2_655 ? C12 N11 C16 118.06(18) . . ? C12 N11 Cu1 121.36(13) . . ? C16 N11 Cu1 120.29(14) . . ? N11 C12 C13 123.00(18) . . ? N11 C12 H12 118.5 . . ? C13 C12 H12 118.5 . . ? C14 C13 C12 118.5(2) . . ? C14 C13 H13 120.7 . . ? C12 C13 H13 120.7 . . ? C13 C14 C15 119.1(2) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C16 C15 C14 119.24(19) . . ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? N11 C16 C15 122.0(2) . . ? N11 C16 H16 119 . . ? C15 C16 H16 119 . . ? C26 N21 C22 117.92(18) . . ? C26 N21 Cu1 120.70(15) . . ? C22 N21 Cu1 121.13(15) . . ? N21 C22 C23 122.7(2) . . ? N21 C22 H22 118.7 . . ? C23 C22 H22 118.7 . . ? C22 C23 C24 119.1(2) . . ? C22 C23 H23 120.5 . . ? C24 C23 H23 120.5 . . ? C23 C24 C25 118.7(2) . . ? C23 C24 H24 120.6 . . ? C25 C24 H24 120.6 . . ? C26 C25 C24 118.7(2) . . ? C26 C25 H25 120.6 . . ? C24 C25 H25 120.6 . . ? N21 C26 C25 122.7(2) . . ? N21 C26 H26 118.6 . . ? C25 C26 H26 118.6 . . ? Cu1 I1 I2 106.04(1) . . ? I3 I2 I1 177.730(7) . . ? #===END #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_gb1071b #TrackingRef 'c1dt10224a_ccdc_794385_798277_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 798277' #TrackingRef 'gb1071b.cif' _audit_creation_date 2010-10-18T14:50:35-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C35 H35 Cl Cu I3 N7' _chemical_formula_moiety 'C20 H20 Cl Cu N4, 3(C5 H5 N), I3' _chemical_formula_weight 1033.39 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-c 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.778(3) _cell_length_b 5.6989(4) _cell_length_c 23.2753(18) _cell_angle_alpha 90 _cell_angle_beta 100.672(8) _cell_angle_gamma 90 _cell_volume 3751.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9312 _cell_measurement_theta_min 2.8305 _cell_measurement_theta_max 34.2922 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description needle _exptl_crystal_colour black _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_diffrn 1.83 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1996 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 -1 0 0.1546 0 1 0 0.1562 -1 0 0 0.0279 1 0 0 0.0138 0 0 1 0.0215 0 0 -1 0.0237 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.157 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.565 _exptl_absorpt_correction_T_max 0.89 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 16.0009 _diffrn_orient_matrix_ub_11 -0.0003944501 _diffrn_orient_matrix_ub_12 0.0130475556 _diffrn_orient_matrix_ub_13 -0.0303499326 _diffrn_orient_matrix_ub_21 0.0250042738 _diffrn_orient_matrix_ub_22 0.0046228616 _diffrn_orient_matrix_ub_23 0.0054635939 _diffrn_orient_matrix_ub_31 0.0009085373 _diffrn_orient_matrix_ub_32 -0.1235039805 _diffrn_orient_matrix_ub_33 -0.0030413009 _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur diffractometer' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0552 _diffrn_reflns_av_unetI/netI 0.0626 _diffrn_reflns_number 26599 _diffrn_reflns_limit_h_min -44 _diffrn_reflns_limit_h_max 44 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 2.88 _diffrn_reflns_theta_max 34.33 _diffrn_reflns_theta_full 33.5 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.96 _reflns_number_total 7522 _reflns_number_gt 5526 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0385P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 7522 _refine_ls_number_parameters 215 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0601 _refine_ls_R_factor_gt 0.0404 _refine_ls_wR_factor_ref 0.0814 _refine_ls_wR_factor_gt 0.0777 _refine_ls_goodness_of_fit_ref 0.9 _refine_ls_restrained_S_all 0.9 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 2.338 _refine_diff_density_min -0.591 _refine_diff_density_rms 0.167 #----------------------------------------------------------------------------# # 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' 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' N N 0.0061 0.0033 '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 Cu1 Cu 0 0.44569(8) 0.75 0.01707(10) Uani 1 2 d S . . Cl1 Cl 0 -0.02263(15) 0.75 0.01792(17) Uani 1 2 d S . . N11 N 0.04592(7) 0.4614(4) 0.69296(9) 0.0164(4) Uani 1 1 d . . . C12 C 0.07732(9) 0.6379(5) 0.69510(12) 0.0203(5) Uani 1 1 d . . . H12 H 0.0779 0.7569 0.7238 0.024 Uiso 1 1 calc R . . C13 C 0.10876(9) 0.6515(5) 0.65687(12) 0.0205(5) Uani 1 1 d . . . H13 H 0.1302 0.7791 0.659 0.025 Uiso 1 1 calc R . . C14 C 0.10859(10) 0.4783(5) 0.61571(13) 0.0226(6) Uani 1 1 d . . . H14 H 0.13 0.4839 0.5892 0.027 Uiso 1 1 calc R . . C15 C 0.07669(10) 0.2961(5) 0.61352(13) 0.0257(6) Uani 1 1 d . . . H15 H 0.0758 0.1743 0.5855 0.031 Uiso 1 1 calc R . . C16 C 0.04601(10) 0.2940(5) 0.65291(12) 0.0223(6) Uani 1 1 d . . . H16 H 0.0241 0.1683 0.6513 0.027 Uiso 1 1 calc R . . N21 N -0.05591(7) 0.4571(4) 0.68192(9) 0.0168(4) Uani 1 1 d . . . C22 C -0.06062(9) 0.6342(5) 0.64311(11) 0.0199(5) Uani 1 1 d . . . H22 H -0.0376 0.7554 0.6483 0.024 Uiso 1 1 calc R . . C23 C -0.09762(9) 0.6470(5) 0.59607(12) 0.0229(6) Uani 1 1 d . . . H23 H -0.1 0.7755 0.5697 0.028 Uiso 1 1 calc R . . C24 C -0.13106(9) 0.4711(5) 0.58786(12) 0.0232(6) Uani 1 1 d . . . H24 H -0.1566 0.4749 0.5555 0.028 Uiso 1 1 calc R . . C25 C -0.12671(9) 0.2897(5) 0.62760(12) 0.0224(6) Uani 1 1 d . . . H25 H -0.1494 0.1668 0.6231 0.027 Uiso 1 1 calc R . . C26 C -0.08903(9) 0.2881(5) 0.67408(12) 0.0203(5) Uani 1 1 d . . . H26 H -0.0865 0.163 0.7015 0.024 Uiso 1 1 calc R . . N31 N 0.66579(9) 0.5161(4) 0.26030(11) 0.0261(5) Uani 1 1 d . . . C32 C 0.69504(11) 0.3322(5) 0.26280(14) 0.0298(7) Uani 1 1 d . . . H32 H 0.6869 0.2098 0.2351 0.036 Uiso 1 1 calc R . . C33 C 0.73629(11) 0.3107(6) 0.30345(15) 0.0322(7) Uani 1 1 d . . . H33 H 0.756 0.1773 0.3032 0.039 Uiso 1 1 calc R . . C34 C 0.74844(11) 0.4849(5) 0.34432(15) 0.0325(7) Uani 1 1 d . . . H34 H 0.7765 0.4735 0.373 0.039 Uiso 1 1 calc R . . C35 C 0.71879(10) 0.6777(6) 0.34274(13) 0.0281(6) Uani 1 1 d . . . H35 H 0.7261 0.8016 0.3703 0.034 Uiso 1 1 calc R . . C36 C 0.67835(10) 0.6849(5) 0.30001(13) 0.0257(6) Uani 1 1 d . . . H36 H 0.6583 0.8179 0.2988 0.031 Uiso 1 1 calc R . . N41 N 0.97521(11) 0.0061(6) 0.54551(13) 0.0396(8) Uani 0.5 1 d P . 1 C41 C 0.97521(11) 0.0061(6) 0.54551(13) 0.0396(8) Uani 0.5 1 d P . 2 H41 H 0.9581 0.0107 0.5767 0.047 Uiso 0.5 1 calc PR . 2 C42 C 0.97012(11) 0.1818(7) 0.50409(15) 0.0423(9) Uani 1 1 d . . . H42 H 0.9494 0.3098 0.5066 0.051 Uiso 1 1 calc R . 1 C43 C 0.99518(11) 0.1713(7) 0.45911(14) 0.0356(7) Uani 1 1 d . . . H43 H 0.9914 0.2928 0.4307 0.043 Uiso 1 1 calc R . . I1 I 0.825514(6) 0.00188(3) 0.458130(9) 0.02631(6) Uani 1 1 d . . . I2 I 0.75 0.25 0.5 0.02014(6) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01010(19) 0.0263(2) 0.0147(2) 0 0.00215(16) 0 Cl1 0.0139(4) 0.0175(4) 0.0222(4) 0 0.0030(3) 0 N11 0.0128(9) 0.0202(11) 0.0160(10) -0.0004(8) 0.0025(8) 0.0012(8) C12 0.0146(11) 0.0249(14) 0.0210(13) 0.0000(11) 0.0021(10) -0.0001(10) C13 0.0147(11) 0.0238(14) 0.0236(13) 0.0002(11) 0.0052(10) -0.0023(10) C14 0.0188(12) 0.0267(15) 0.0245(14) -0.0008(11) 0.0094(11) 0.0002(11) C15 0.0295(15) 0.0241(15) 0.0267(14) -0.0066(11) 0.0143(12) -0.0025(12) C16 0.0236(13) 0.0217(14) 0.0229(13) -0.0017(11) 0.0077(11) -0.0034(11) N21 0.0124(9) 0.0207(11) 0.0175(10) -0.0008(8) 0.0033(8) 0.0001(8) C22 0.0174(12) 0.0205(13) 0.0216(13) -0.0001(10) 0.0028(10) -0.0039(10) C23 0.0192(13) 0.0254(14) 0.0230(13) 0.0046(11) 0.0008(11) -0.0016(11) C24 0.0154(12) 0.0321(16) 0.0204(13) -0.0018(11) -0.0011(10) -0.0015(11) C25 0.0145(11) 0.0241(14) 0.0273(14) -0.0014(11) 0.0006(10) -0.0041(10) C26 0.0145(11) 0.0212(14) 0.0251(13) 0.0033(11) 0.0034(10) -0.0013(10) N31 0.0254(12) 0.0246(13) 0.0280(13) 0.0041(10) 0.0047(10) -0.0017(10) C32 0.0352(16) 0.0243(15) 0.0335(16) -0.0008(13) 0.0154(14) -0.0019(13) C33 0.0277(15) 0.0269(16) 0.0468(19) 0.0113(14) 0.0196(14) 0.0081(13) C34 0.0199(13) 0.044(2) 0.0333(16) 0.0148(14) 0.0036(12) 0.0003(13) C35 0.0256(14) 0.0318(16) 0.0264(14) 0.0001(12) 0.0034(12) -0.0062(13) C36 0.0240(14) 0.0207(14) 0.0330(16) 0.0046(12) 0.0068(12) 0.0021(11) N41 0.0307(15) 0.066(2) 0.0242(14) -0.0115(14) 0.0115(12) -0.0229(15) C41 0.0307(15) 0.066(2) 0.0242(14) -0.0115(14) 0.0115(12) -0.0229(15) C42 0.0260(16) 0.069(3) 0.0320(17) -0.0139(17) 0.0070(13) -0.0197(17) C43 0.0304(16) 0.051(2) 0.0260(15) -0.0040(14) 0.0056(13) -0.0146(15) I1 0.01861(9) 0.03146(11) 0.02957(10) -0.00142(8) 0.00631(7) 0.00347(7) I2 0.01251(10) 0.02556(13) 0.02192(12) -0.00042(10) 0.00204(8) -0.00256(9) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N21 2.040(2) 2_556 ? Cu1 N21 2.040(2) . ? Cu1 N11 2.041(2) . ? Cu1 N11 2.041(2) 2_556 ? Cu1 Cl1 2.6689(10) . ? Cu1 Cl1 3.0300(10) 1_565 ? N11 C16 1.334(3) . ? N11 C12 1.346(3) . ? C12 C13 1.384(4) . ? C12 H12 0.95 . ? C13 C14 1.375(4) . ? C13 H13 0.95 . ? C14 C15 1.381(4) . ? C14 H14 0.95 . ? C15 C16 1.386(4) . ? C15 H15 0.95 . ? C16 H16 0.95 . ? N21 C26 1.343(3) . ? N21 C22 1.344(3) . ? C22 C23 1.381(4) . ? C22 H22 0.95 . ? C23 C24 1.378(4) . ? C23 H23 0.95 . ? C24 C25 1.377(4) . ? C24 H24 0.95 . ? C25 C26 1.383(4) . ? C25 H25 0.95 . ? C26 H26 0.95 . ? N31 C36 1.336(4) . ? N31 C32 1.339(4) . ? C32 C33 1.380(5) . ? C32 H32 0.95 . ? C33 C34 1.374(5) . ? C33 H33 0.95 . ? C34 C35 1.388(4) . ? C34 H34 0.95 . ? C35 C36 1.384(4) . ? C35 H35 0.95 . ? C36 H36 0.95 . ? N41 C43 1.339(5) 5_756 ? N41 C42 1.379(5) . ? C42 C43 1.378(4) . ? C42 H42 0.95 . ? C43 C41 1.339(5) 5_756 ? C43 N41 1.339(5) 5_756 ? C43 H43 0.95 . ? I1 I2 2.9079(2) . ? I2 I1 2.9079(3) 7_656 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N21 Cu1 N21 176.34(13) 2_556 . ? N21 Cu1 N11 89.50(8) 2_556 . ? N21 Cu1 N11 90.34(8) . . ? N21 Cu1 N11 90.34(8) 2_556 2_556 ? N21 Cu1 N11 89.50(8) . 2_556 ? N11 Cu1 N11 174.96(12) . 2_556 ? N21 Cu1 Cl1 91.83(6) 2_556 . ? N21 Cu1 Cl1 91.83(6) . . ? N11 Cu1 Cl1 92.52(6) . . ? N11 Cu1 Cl1 92.52(6) 2_556 . ? C16 N11 C12 118.1(2) . . ? C16 N11 Cu1 120.53(17) . . ? C12 N11 Cu1 121.31(18) . . ? N11 C12 C13 122.2(3) . . ? N11 C12 H12 118.9 . . ? C13 C12 H12 118.9 . . ? C14 C13 C12 119.3(3) . . ? C14 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C13 C14 C15 118.8(3) . . ? C13 C14 H14 120.6 . . ? C15 C14 H14 120.6 . . ? C14 C15 C16 118.9(3) . . ? C14 C15 H15 120.6 . . ? C16 C15 H15 120.6 . . ? N11 C16 C15 122.7(3) . . ? N11 C16 H16 118.7 . . ? C15 C16 H16 118.7 . . ? C26 N21 C22 117.8(2) . . ? C26 N21 Cu1 121.35(18) . . ? C22 N21 Cu1 120.85(17) . . ? N21 C22 C23 122.6(2) . . ? N21 C22 H22 118.7 . . ? C23 C22 H22 118.7 . . ? C24 C23 C22 119.2(3) . . ? C24 C23 H23 120.4 . . ? C22 C23 H23 120.4 . . ? C25 C24 C23 118.6(3) . . ? C25 C24 H24 120.7 . . ? C23 C24 H24 120.7 . . ? C24 C25 C26 119.4(2) . . ? C24 C25 H25 120.3 . . ? C26 C25 H25 120.3 . . ? N21 C26 C25 122.4(2) . . ? N21 C26 H26 118.8 . . ? C25 C26 H26 118.8 . . ? C36 N31 C32 116.5(3) . . ? N31 C32 C33 123.6(3) . . ? N31 C32 H32 118.2 . . ? C33 C32 H32 118.2 . . ? C34 C33 C32 119.1(3) . . ? C34 C33 H33 120.4 . . ? C32 C33 H33 120.4 . . ? C33 C34 C35 118.5(3) . . ? C33 C34 H34 120.7 . . ? C35 C34 H34 120.7 . . ? C36 C35 C34 118.2(3) . . ? C36 C35 H35 120.9 . . ? C34 C35 H35 120.9 . . ? N31 C36 C35 124.0(3) . . ? N31 C36 H36 118 . . ? C35 C36 H36 118 . . ? C43 N41 C42 118.6(3) 5_756 . ? C43 C42 N41 119.8(4) . . ? C43 C42 H42 120.1 . . ? N41 C42 H42 120.1 . . ? C41 C43 C42 121.6(3) 5_756 . ? N41 C43 C42 121.6(3) 5_756 . ? C41 C43 H43 119.2 5_756 . ? N41 C43 H43 119.2 5_756 . ? C42 C43 H43 119.2 . . ? I1 I2 I1 180.000(7) 7_656 . ? #===END