# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_a-CuBF4py_111005-2 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C20 H20 B2 Cu F8 N4' _chemical_formula_moiety 'C20 H20 B2 Cu F8 N4' _chemical_formula_weight 553.56 _chemical_melting_point ? _chemical_absolute_configuration ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2+X,1/2-Y,-Z 3 -X,1/2+Y,1/2-Z 4 1/2-X,-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 10.1992(17) _cell_length_b 13.863(3) _cell_length_c 16.408(3) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 90.0000 _cell_volume 2319.9(7) _cell_formula_units_Z 4 _cell_measurement_reflns_used 14842 _cell_measurement_theta_min 3.19 _cell_measurement_theta_max 27.39 _cell_measurement_temperature 173 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.100 _exptl_crystal_density_diffrn 1.585 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1116.00 _exptl_absorpt_coefficient_mu 1.022 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.738 _exptl_absorpt_correction_T_max 0.903 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 173 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 35935 _diffrn_reflns_av_R_equivalents 0.0806 _diffrn_reflns_theta_max 27.40 _diffrn_reflns_theta_full 27.39 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 5253 _reflns_number_gt 3567 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0439 _refine_ls_wR_factor_ref 0.1358 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 5253 _refine_ls_number_parameters 316 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0734P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.830 _refine_diff_density_min -1.160 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 2291 Friedel Pairs' _refine_ls_abs_structure_Flack -0.02(3) 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.0061 0.0033 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Cu Cu 0.3201 1.2651 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; F F 0.0171 0.0103 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; B B 0.0013 0.0007 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 0.23990(4) 0.73629(3) 0.75242(3) 0.03318(15) Uani 1.0 4 d . . . F1 F 0.3761(3) 0.6728(2) 0.63907(18) 0.0524(7) Uani 1.0 4 d . . . F2 F 0.4890(4) 0.6189(3) 0.52890(18) 0.0691(10) Uani 1.0 4 d . . . F3 F 0.5733(3) 0.7370(2) 0.6099(3) 0.0638(9) Uani 1.0 4 d . . . F4 F 0.5601(3) 0.58380(19) 0.65723(18) 0.0546(8) Uani 1.0 4 d . . . F5 F 0.1019(4) 0.8010(3) 0.8585(3) 0.0803(11) Uani 1.0 4 d . . . F6 F -0.0754(4) 0.8921(4) 0.8613(3) 0.1035(15) Uani 1.0 4 d . . . F7 F -0.0737(4) 0.7506(3) 0.9274(3) 0.0832(12) Uani 1.0 4 d . . . F8 F 0.0473(6) 0.8749(4) 0.9735(3) 0.1132(17) Uani 1.0 4 d . . . N1 N 0.3986(4) 0.7781(3) 0.8174(2) 0.0331(8) Uani 1.0 4 d . . . N2 N 0.2362(4) 0.8650(3) 0.6925(2) 0.0351(8) Uani 1.0 4 d . . . N3 N 0.0820(4) 0.6914(3) 0.6875(3) 0.0343(8) Uani 1.0 4 d . . . N4 N 0.2473(4) 0.6052(3) 0.80932(19) 0.0324(7) Uani 1.0 4 d . . . C1 C 0.5099(4) 0.7262(3) 0.8124(3) 0.0371(10) Uani 1.0 4 d . . . C2 C 0.6219(5) 0.7520(3) 0.8533(3) 0.0400(10) Uani 1.0 4 d . . . C3 C 0.6188(5) 0.8334(4) 0.9027(3) 0.0436(11) Uani 1.0 4 d . . . C4 C 0.5054(5) 0.8858(3) 0.9090(3) 0.0405(11) Uani 1.0 4 d . . . C5 C 0.3959(5) 0.8570(3) 0.8646(3) 0.0391(10) Uani 1.0 4 d . . . C6 C 0.1211(5) 0.9104(4) 0.6774(3) 0.0400(11) Uani 1.0 4 d . . . C7 C 0.1127(5) 0.9897(4) 0.6271(3) 0.0449(12) Uani 1.0 4 d . . . C8 C 0.2251(5) 1.0259(3) 0.5920(3) 0.0428(11) Uani 1.0 4 d . . . C9 C 0.3441(5) 0.9827(4) 0.6093(3) 0.0428(11) Uani 1.0 4 d . . . C10 C 0.3454(5) 0.9015(4) 0.6594(3) 0.0375(10) Uani 1.0 4 d . . . C11 C -0.0273(4) 0.6619(4) 0.7259(3) 0.0391(11) Uani 1.0 4 d . . . C12 C -0.1370(5) 0.6300(4) 0.6842(3) 0.0460(12) Uani 1.0 4 d . . . C13 C -0.1329(5) 0.6273(4) 0.5996(3) 0.0487(12) Uani 1.0 4 d . . . C14 C -0.0203(5) 0.6577(4) 0.5599(3) 0.0500(13) Uani 1.0 4 d . . . C15 C 0.0841(5) 0.6899(4) 0.6049(3) 0.0422(11) Uani 1.0 4 d . . . C16 C 0.2607(5) 0.5989(3) 0.8905(3) 0.0387(10) Uani 1.0 4 d . . . C17 C 0.2659(5) 0.5121(3) 0.9310(3) 0.0444(11) Uani 1.0 4 d . . . C18 C 0.2588(5) 0.4275(3) 0.8873(3) 0.0448(11) Uani 1.0 4 d . . . C19 C 0.2469(5) 0.4328(3) 0.8036(3) 0.0435(11) Uani 1.0 4 d . . . C20 C 0.2410(5) 0.5225(3) 0.7665(3) 0.0402(10) Uani 1.0 4 d . . . B1 B 0.5004(6) 0.6528(4) 0.6069(4) 0.0397(12) Uani 1.0 4 d . . . B2 B -0.0007(5) 0.8313(4) 0.9074(4) 0.0388(12) Uani 1.0 4 d . . . H1 H 0.5110 0.6698 0.7794 0.0445 Uiso 1.0 4 calc R . . H2 H 0.6999 0.7151 0.8480 0.0480 Uiso 1.0 4 calc R . . H3 H 0.6949 0.8526 0.9319 0.0523 Uiso 1.0 4 calc R . . H4 H 0.5015 0.9410 0.9433 0.0486 Uiso 1.0 4 calc R . . H5 H 0.3177 0.8941 0.8677 0.0469 Uiso 1.0 4 calc R . . H6 H 0.0434 0.8868 0.7024 0.0480 Uiso 1.0 4 calc R . . H7 H 0.0303 1.0190 0.6166 0.0539 Uiso 1.0 4 calc R . . H8 H 0.2209 1.0799 0.5565 0.0513 Uiso 1.0 4 calc R . . H9 H 0.4233 1.0078 0.5875 0.0513 Uiso 1.0 4 calc R . . H10 H 0.4269 0.8709 0.6704 0.0450 Uiso 1.0 4 calc R . . H11 H -0.0292 0.6630 0.7837 0.0470 Uiso 1.0 4 calc R . . H12 H -0.2134 0.6104 0.7128 0.0552 Uiso 1.0 4 calc R . . H13 H -0.2063 0.6049 0.5693 0.0584 Uiso 1.0 4 calc R . . H14 H -0.0155 0.6563 0.5021 0.0600 Uiso 1.0 4 calc R . . H15 H 0.1604 0.7119 0.5774 0.0506 Uiso 1.0 4 calc R . . H16 H 0.2668 0.6568 0.9212 0.0464 Uiso 1.0 4 calc R . . H17 H 0.2743 0.5106 0.9887 0.0533 Uiso 1.0 4 calc R . . H18 H 0.2620 0.3668 0.9141 0.0538 Uiso 1.0 4 calc R . . H19 H 0.2427 0.3756 0.7719 0.0522 Uiso 1.0 4 calc R . . H20 H 0.2324 0.5257 0.7089 0.0482 Uiso 1.0 4 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu1 0.0333(3) 0.0301(3) 0.0362(3) -0.00197(19) -0.0015(3) -0.0003(2) F1 0.0358(14) 0.0641(18) 0.0572(18) 0.0049(14) 0.0091(13) -0.0042(15) F2 0.108(3) 0.0588(19) 0.0405(16) 0.006(2) 0.0073(17) -0.0089(14) F3 0.0503(16) 0.0424(16) 0.099(3) -0.0123(14) -0.0009(15) 0.0038(17) F4 0.0581(18) 0.0394(15) 0.066(2) 0.0078(13) -0.0141(15) -0.0058(14) F5 0.060(2) 0.090(3) 0.091(3) -0.0012(18) 0.0328(19) -0.039(3) F6 0.054(2) 0.112(4) 0.145(4) 0.011(2) -0.012(3) 0.071(3) F7 0.060(2) 0.096(3) 0.093(3) -0.024(2) -0.0111(18) 0.044(3) F8 0.167(5) 0.110(4) 0.063(3) -0.017(4) -0.020(3) -0.040(3) N1 0.0321(18) 0.0307(19) 0.0366(19) 0.0050(15) -0.0009(15) -0.0034(15) N2 0.0297(18) 0.0328(16) 0.043(2) 0.0029(17) 0.0015(17) -0.0027(14) N3 0.0330(19) 0.0353(19) 0.035(2) 0.0006(15) 0.0001(16) -0.0017(16) N4 0.0306(18) 0.0318(16) 0.0348(18) -0.0038(17) 0.0002(17) -0.0015(13) C1 0.043(3) 0.035(3) 0.034(3) 0.000(2) -0.0024(19) -0.0032(18) C2 0.037(2) 0.038(3) 0.044(3) 0.001(2) -0.0042(19) 0.001(2) C3 0.045(3) 0.046(3) 0.040(3) -0.003(3) -0.008(2) 0.005(2) C4 0.055(3) 0.031(3) 0.035(3) -0.006(3) -0.007(3) -0.0019(19) C5 0.044(3) 0.031(3) 0.043(3) 0.003(2) -0.004(2) -0.005(2) C6 0.032(3) 0.037(3) 0.051(3) 0.002(2) -0.000(2) -0.002(2) C7 0.044(3) 0.038(3) 0.053(3) 0.009(3) -0.013(3) -0.003(3) C8 0.057(3) 0.035(3) 0.036(3) 0.005(3) -0.005(3) 0.0018(18) C9 0.046(3) 0.037(3) 0.045(3) 0.001(2) 0.002(2) 0.004(2) C10 0.034(3) 0.037(3) 0.041(3) -0.000(2) 0.0035(19) -0.001(2) C11 0.032(3) 0.045(3) 0.041(3) -0.0038(19) -0.0023(18) -0.0001(19) C12 0.033(3) 0.059(3) 0.046(3) -0.004(3) 0.001(2) -0.009(3) C13 0.041(3) 0.063(4) 0.042(3) 0.001(3) -0.010(2) -0.006(3) C14 0.049(3) 0.063(4) 0.038(3) -0.005(3) -0.003(3) -0.004(3) C15 0.041(3) 0.048(3) 0.037(3) -0.003(2) 0.000(2) 0.004(2) C16 0.046(3) 0.036(2) 0.034(3) -0.000(3) 0.002(2) -0.0045(17) C17 0.053(3) 0.043(3) 0.038(3) 0.005(3) 0.005(3) 0.0031(18) C18 0.046(3) 0.036(2) 0.053(3) 0.003(3) -0.001(3) 0.0052(19) C19 0.046(3) 0.033(2) 0.052(3) 0.003(3) 0.002(3) -0.0077(19) C20 0.043(3) 0.036(2) 0.041(3) -0.002(2) -0.003(3) -0.0077(17) B1 0.042(3) 0.035(3) 0.043(3) -0.001(3) 0.006(3) -0.002(3) B2 0.031(3) 0.047(3) 0.038(3) 0.003(3) -0.003(3) 0.002(3) #============================================================================== _computing_data_collection 'RAPID AUTO' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics CrystalMaker #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Cu1 F1 2.483(3) yes . . Cu1 F5 2.412(4) yes . . Cu1 N1 2.024(4) yes . . Cu1 N2 2.038(4) yes . . Cu1 N3 2.029(4) yes . . Cu1 N4 2.044(3) yes . . F1 B1 1.401(6) yes . . F2 B1 1.368(6) yes . . F3 B1 1.385(6) yes . . F4 B1 1.402(6) yes . . F5 B2 1.384(7) yes . . F6 B2 1.366(7) yes . . F7 B2 1.383(7) yes . . F8 B2 1.334(7) yes . . N1 C1 1.347(6) yes . . N1 C5 1.340(6) yes . . N2 C6 1.355(6) yes . . N2 C10 1.339(6) yes . . N3 C11 1.344(6) yes . . N3 C15 1.354(6) yes . . N4 C16 1.341(5) yes . . N4 C20 1.347(5) yes . . C1 C2 1.373(7) yes . . C2 C3 1.389(7) yes . . C3 C4 1.370(7) yes . . C4 C5 1.393(7) yes . . C6 C7 1.377(7) yes . . C7 C8 1.377(7) yes . . C8 C9 1.383(7) yes . . C9 C10 1.393(7) yes . . C11 C12 1.384(7) yes . . C12 C13 1.390(7) yes . . C13 C14 1.386(7) yes . . C14 C15 1.371(7) yes . . C16 C17 1.376(6) yes . . C17 C18 1.377(7) yes . . C18 C19 1.380(7) yes . . C19 C20 1.387(6) yes . . C1 H1 0.950 no . . C2 H2 0.950 no . . C3 H3 0.950 no . . C4 H4 0.950 no . . C5 H5 0.950 no . . C6 H6 0.950 no . . C7 H7 0.950 no . . C8 H8 0.950 no . . C9 H9 0.950 no . . C10 H10 0.950 no . . C11 H11 0.950 no . . C12 H12 0.950 no . . C13 H13 0.950 no . . C14 H14 0.950 no . . C15 H15 0.950 no . . C16 H16 0.950 no . . C17 H17 0.950 no . . C18 H18 0.950 no . . C19 H19 0.950 no . . C20 H20 0.950 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 F1 Cu1 F5 177.70(11) yes . . . F1 Cu1 N1 92.79(12) yes . . . F1 Cu1 N2 87.66(12) yes . . . F1 Cu1 N3 86.67(12) yes . . . F1 Cu1 N4 90.36(12) yes . . . F5 Cu1 N1 88.84(13) yes . . . F5 Cu1 N2 90.69(14) yes . . . F5 Cu1 N3 91.73(13) yes . . . F5 Cu1 N4 91.28(13) yes . . . N1 Cu1 N2 91.07(14) yes . . . N1 Cu1 N3 178.76(14) yes . . . N1 Cu1 N4 89.10(14) yes . . . N2 Cu1 N3 90.02(14) yes . . . N2 Cu1 N4 178.03(14) yes . . . N3 Cu1 N4 89.79(14) yes . . . Cu1 F1 B1 149.2(3) yes . . . Cu1 F5 B2 166.6(4) yes . . . Cu1 N1 C1 119.3(3) yes . . . Cu1 N1 C5 121.4(3) yes . . . C1 N1 C5 119.3(4) yes . . . Cu1 N2 C6 120.7(3) yes . . . Cu1 N2 C10 120.7(3) yes . . . C6 N2 C10 118.1(4) yes . . . Cu1 N3 C11 120.3(3) yes . . . Cu1 N3 C15 121.1(3) yes . . . C11 N3 C15 118.5(4) yes . . . Cu1 N4 C16 121.0(3) yes . . . Cu1 N4 C20 121.1(3) yes . . . C16 N4 C20 117.9(4) yes . . . N1 C1 C2 122.1(4) yes . . . C1 C2 C3 118.6(5) yes . . . C2 C3 C4 119.6(5) yes . . . C3 C4 C5 119.0(4) yes . . . N1 C5 C4 121.3(4) yes . . . N2 C6 C7 122.2(5) yes . . . C6 C7 C8 119.4(5) yes . . . C7 C8 C9 119.1(5) yes . . . C8 C9 C10 118.7(5) yes . . . N2 C10 C9 122.4(4) yes . . . N3 C11 C12 122.4(5) yes . . . C11 C12 C13 118.6(5) yes . . . C12 C13 C14 119.1(5) yes . . . C13 C14 C15 119.3(5) yes . . . N3 C15 C14 122.1(5) yes . . . N4 C16 C17 122.7(4) yes . . . C16 C17 C18 119.4(5) yes . . . C17 C18 C19 118.5(4) yes . . . C18 C19 C20 119.3(4) yes . . . N4 C20 C19 122.1(4) yes . . . F1 B1 F2 110.1(5) yes . . . F1 B1 F3 107.7(4) yes . . . F1 B1 F4 107.8(4) yes . . . F2 B1 F3 111.6(5) yes . . . F2 B1 F4 110.7(4) yes . . . F3 B1 F4 108.7(4) yes . . . F5 B2 F6 106.7(5) yes . . . F5 B2 F7 107.4(5) yes . . . F5 B2 F8 109.3(5) yes . . . F6 B2 F7 109.3(4) yes . . . F6 B2 F8 112.1(5) yes . . . F7 B2 F8 111.8(5) yes . . . N1 C1 H1 118.955 no . . . C2 C1 H1 118.947 no . . . C1 C2 H2 120.699 no . . . C3 C2 H2 120.708 no . . . C2 C3 H3 120.180 no . . . C4 C3 H3 120.183 no . . . C3 C4 H4 120.485 no . . . C5 C4 H4 120.493 no . . . N1 C5 H5 119.347 no . . . C4 C5 H5 119.349 no . . . N2 C6 H6 118.884 no . . . C7 C6 H6 118.874 no . . . C6 C7 H7 120.325 no . . . C8 C7 H7 120.307 no . . . C7 C8 H8 120.453 no . . . C9 C8 H8 120.448 no . . . C8 C9 H9 120.662 no . . . C10 C9 H9 120.665 no . . . N2 C10 H10 118.793 no . . . C9 C10 H10 118.793 no . . . N3 C11 H11 118.785 no . . . C12 C11 H11 118.797 no . . . C11 C12 H12 120.708 no . . . C13 C12 H12 120.717 no . . . C12 C13 H13 120.478 no . . . C14 C13 H13 120.471 no . . . C13 C14 H14 120.349 no . . . C15 C14 H14 120.343 no . . . N3 C15 H15 118.951 no . . . C14 C15 H15 118.945 no . . . N4 C16 H16 118.631 no . . . C17 C16 H16 118.625 no . . . C16 C17 H17 120.302 no . . . C18 C17 H17 120.294 no . . . C17 C18 H18 120.733 no . . . C19 C18 H18 120.729 no . . . C18 C19 H19 120.358 no . . . C20 C19 H19 120.373 no . . . N4 C20 H20 118.937 no . . . C19 C20 H20 118.921 no . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 F2 C4 3.388(6) no . 3_646 F2 C7 3.226(6) no . 2_566 F2 C14 3.423(7) no . 2_566 F2 C15 3.576(6) no . 2_566 F2 C17 3.555(6) no . 4_564 F2 C18 3.492(6) no . 4_564 F3 C12 3.524(6) no . 1_655 F3 C13 3.365(6) no . 1_655 F3 C14 3.286(7) no . 2_566 F3 C18 3.148(6) no . 3_656 F3 C19 3.570(6) no . 3_656 F4 C4 3.027(5) no . 3_646 F4 C5 3.196(5) no . 3_646 F4 C12 3.187(6) no . 1_655 F4 C13 3.326(6) no . 1_655 F6 C3 3.294(7) no . 1_455 F6 C19 3.271(7) no . 3_556 F6 C20 3.243(6) no . 3_556 F7 C2 3.334(6) no . 1_455 F7 C3 3.364(6) no . 1_455 F7 C4 3.381(6) no . 2_467 F7 C8 3.491(6) no . 3_546 F8 C2 3.428(7) no . 2_467 F8 C8 3.326(7) no . 4_575 F8 C9 3.177(7) no . 4_575 C2 F7 3.334(6) no . 1_655 C2 F8 3.428(7) no . 2_567 C3 F6 3.294(7) no . 1_655 C3 F7 3.364(6) no . 1_655 C4 F2 3.388(6) no . 3_656 C4 F4 3.027(5) no . 3_656 C4 F7 3.381(6) no . 2_567 C5 F4 3.196(5) no . 3_656 C7 F2 3.226(6) no . 2_466 C7 C11 3.505(7) no . 3_556 C8 F7 3.491(6) no . 3_556 C8 F8 3.326(7) no . 4_574 C9 F8 3.177(7) no . 4_574 C11 C7 3.505(7) no . 3_546 C12 F3 3.524(6) no . 1_455 C12 F4 3.187(6) no . 1_455 C13 F3 3.365(6) no . 1_455 C13 F4 3.326(6) no . 1_455 C14 F2 3.423(7) no . 2_466 C14 F3 3.286(7) no . 2_466 C15 F2 3.576(6) no . 2_466 C17 F2 3.555(6) no . 4_565 C18 F2 3.492(6) no . 4_565 C18 F3 3.148(6) no . 3_646 C19 F3 3.570(6) no . 3_646 C19 F6 3.271(7) no . 3_546 C20 F6 3.243(6) no . 3_546 F1 H15 2.4817 no . . F3 H10 2.5810 no . . F4 H1 2.3854 no . . F5 H5 2.5556 no . . H1 H2 2.3175 no . . H2 H3 2.3519 no . . H3 H4 2.3295 no . . H4 H5 2.3405 no . . H6 H7 2.3154 no . . H7 H8 2.3383 no . . H8 H9 2.3490 no . . H9 H10 2.3356 no . . H11 H12 2.3266 no . . H12 H13 2.3572 no . . H13 H14 2.3479 no . . H14 H15 2.3109 no . . H16 H17 2.3105 no . . H17 H18 2.3417 no . . H18 H19 2.3455 no . . H19 H20 2.3262 no . . F1 H14 3.4925 no . 2_566 F2 H4 2.5099 no . 3_646 F2 H7 3.0875 no . 2_566 F2 H13 3.1837 no . 1_655 F2 H14 3.1581 no . 2_566 F2 H15 3.4056 no . 2_566 F2 H17 3.2970 no . 4_564 F2 H18 3.1839 no . 4_564 F3 H12 3.2663 no . 1_655 F3 H13 2.9750 no . 1_655 F3 H14 2.5258 no . 2_566 F3 H15 3.2756 no . 2_566 F3 H18 2.4933 no . 3_656 F3 H19 3.3131 no . 3_656 F4 H4 2.6520 no . 3_646 F4 H5 2.9393 no . 3_646 F4 H12 2.5116 no . 1_655 F4 H13 2.8008 no . 1_655 F6 H2 3.3645 no . 1_455 F6 H3 2.6700 no . 1_455 F6 H17 3.1987 no . 2_467 F6 H19 2.7813 no . 3_556 F6 H20 2.7053 no . 3_556 F7 H2 2.6970 no . 1_455 F7 H3 2.7523 no . 1_455 F7 H4 3.4849 no . 2_467 F7 H7 3.3201 no . 3_546 F7 H8 2.8146 no . 3_546 F7 H16 3.2346 no . 2_467 F8 H2 3.5436 no . 2_467 F8 H8 2.7991 no . 4_575 F8 H9 2.4970 no . 4_575 F8 H16 3.3708 no . 2_467 F8 H17 3.2651 no . 2_467 N4 H7 3.3043 no . 3_546 C1 H9 3.5105 no . 3_646 C1 H19 3.5446 no . 3_656 C2 H8 3.2332 no . 3_646 C2 H9 3.5519 no . 3_646 C2 H12 3.4620 no . 1_655 C2 H19 3.0097 no . 3_656 C3 H16 3.2630 no . 2_567 C3 H17 3.2206 no . 2_567 C3 H19 3.2464 no . 3_656 C3 H20 3.5722 no . 3_656 C4 H8 3.3775 no . 4_575 C4 H17 3.5217 no . 2_567 C5 H8 3.4786 no . 4_575 C6 H12 3.4377 no . 3_556 C7 H4 3.3730 no . 4_574 C7 H11 2.9400 no . 3_556 C7 H12 3.2796 no . 3_556 C8 H2 2.9034 no . 3_656 C8 H4 3.3927 no . 4_574 C8 H11 3.4288 no . 3_556 C8 H12 3.4110 no . 3_556 C8 H13 3.2848 no . 2_566 C9 H1 3.5000 no . 3_656 C9 H2 3.3272 no . 3_656 C9 H13 3.2142 no . 2_566 C9 H14 3.0174 no . 2_566 C10 H14 3.1095 no . 2_566 C11 H2 3.5075 no . 1_455 C11 H7 3.2567 no . 3_546 C12 H2 3.3733 no . 1_455 C13 H18 3.5789 no . 3_556 C14 H9 3.3834 no . 2_466 C14 H18 3.5741 no . 4_564 C15 H18 3.5893 no . 4_564 C16 H3 3.0661 no . 2_467 C16 H7 3.1695 no . 3_546 C16 H9 3.4804 no . 3_646 C17 H3 3.0172 no . 2_467 C17 H4 3.4563 no . 2_467 C17 H7 3.1215 no . 3_546 C17 H9 3.1851 no . 3_646 C18 H6 3.4622 no . 3_546 C18 H7 3.2100 no . 3_546 C18 H9 3.4534 no . 3_646 C18 H10 3.4337 no . 3_646 C18 H14 3.4280 no . 4_565 C19 H6 3.0304 no . 3_546 C19 H7 3.3364 no . 3_546 C19 H10 3.4624 no . 3_646 C20 H6 3.4953 no . 3_546 C20 H7 3.3675 no . 3_546 B1 H4 3.0489 no . 3_646 B1 H12 3.4477 no . 1_655 B1 H13 3.1251 no . 1_655 B1 H14 3.1981 no . 2_566 B2 H2 3.5879 no . 1_455 B2 H3 3.1445 no . 1_455 H1 C9 3.5000 no . 3_646 H1 H9 3.2035 no . 3_646 H1 H12 3.1259 no . 1_655 H2 F6 3.3645 no . 1_655 H2 F7 2.6970 no . 1_655 H2 F8 3.5436 no . 2_567 H2 C8 2.9034 no . 3_646 H2 C9 3.3272 no . 3_646 H2 C11 3.5075 no . 1_655 H2 C12 3.3733 no . 1_655 H2 B2 3.5879 no . 1_655 H2 H8 2.5730 no . 3_646 H2 H9 3.3094 no . 3_646 H2 H11 3.0437 no . 1_655 H2 H12 2.7932 no . 1_655 H2 H19 3.0267 no . 3_656 H3 F6 2.6700 no . 1_655 H3 F7 2.7523 no . 1_655 H3 C16 3.0661 no . 2_567 H3 C17 3.0172 no . 2_567 H3 B2 3.1445 no . 1_655 H3 H16 2.5230 no . 2_567 H3 H17 2.4402 no . 2_567 H3 H19 3.4180 no . 3_656 H3 H20 3.4122 no . 3_656 H4 F2 2.5099 no . 3_656 H4 F4 2.6520 no . 3_656 H4 F7 3.4849 no . 2_567 H4 C7 3.3730 no . 4_575 H4 C8 3.3927 no . 4_575 H4 C17 3.4563 no . 2_567 H4 B1 3.0489 no . 3_656 H4 H7 2.9155 no . 4_575 H4 H8 2.9465 no . 4_575 H4 H17 3.0721 no . 2_567 H5 F4 2.9393 no . 3_656 H5 H8 3.1436 no . 4_575 H5 H12 3.4458 no . 3_556 H5 H13 3.3018 no . 3_556 H6 C18 3.4622 no . 3_556 H6 C19 3.0304 no . 3_556 H6 C20 3.4953 no . 3_556 H6 H19 2.9529 no . 3_556 H7 F2 3.0875 no . 2_466 H7 F7 3.3201 no . 3_556 H7 N4 3.3043 no . 3_556 H7 C11 3.2567 no . 3_556 H7 C16 3.1695 no . 3_556 H7 C17 3.1215 no . 3_556 H7 C18 3.2100 no . 3_556 H7 C19 3.3364 no . 3_556 H7 C20 3.3675 no . 3_556 H7 H4 2.9155 no . 4_574 H7 H11 2.5805 no . 3_556 H7 H12 3.5951 no . 3_556 H7 H17 3.5564 no . 3_556 H8 F7 2.8146 no . 3_556 H8 F8 2.7991 no . 4_574 H8 C2 3.2332 no . 3_656 H8 C4 3.3775 no . 4_574 H8 C5 3.4786 no . 4_574 H8 H2 2.5730 no . 3_656 H8 H4 2.9465 no . 4_574 H8 H5 3.1436 no . 4_574 H8 H11 3.4673 no . 3_556 H8 H13 3.3731 no . 2_566 H9 F8 2.4970 no . 4_574 H9 C1 3.5105 no . 3_656 H9 C2 3.5519 no . 3_656 H9 C14 3.3834 no . 2_566 H9 C16 3.4804 no . 3_656 H9 C17 3.1851 no . 3_656 H9 C18 3.4534 no . 3_656 H9 H1 3.2035 no . 3_656 H9 H2 3.3094 no . 3_656 H9 H13 3.2881 no . 2_566 H9 H14 2.7798 no . 2_566 H9 H17 3.3279 no . 3_656 H10 C18 3.4337 no . 3_656 H10 C19 3.4624 no . 3_656 H10 H14 2.9147 no . 2_566 H10 H18 3.4636 no . 3_656 H10 H19 3.5010 no . 3_656 H11 C7 2.9400 no . 3_546 H11 C8 3.4288 no . 3_546 H11 H2 3.0437 no . 1_455 H11 H7 2.5805 no . 3_546 H11 H8 3.4673 no . 3_546 H12 F3 3.2663 no . 1_455 H12 F4 2.5116 no . 1_455 H12 C2 3.4620 no . 1_455 H12 C6 3.4377 no . 3_546 H12 C7 3.2796 no . 3_546 H12 C8 3.4110 no . 3_546 H12 B1 3.4477 no . 1_455 H12 H1 3.1259 no . 1_455 H12 H2 2.7932 no . 1_455 H12 H5 3.4458 no . 3_546 H12 H7 3.5951 no . 3_546 H13 F2 3.1837 no . 1_455 H13 F3 2.9750 no . 1_455 H13 F4 2.8008 no . 1_455 H13 C8 3.2848 no . 2_466 H13 C9 3.2142 no . 2_466 H13 B1 3.1251 no . 1_455 H13 H5 3.3018 no . 3_546 H13 H8 3.3731 no . 2_466 H13 H9 3.2881 no . 2_466 H14 F1 3.4925 no . 2_466 H14 F2 3.1581 no . 2_466 H14 F3 2.5258 no . 2_466 H14 C9 3.0174 no . 2_466 H14 C10 3.1095 no . 2_466 H14 C18 3.4280 no . 4_564 H14 B1 3.1981 no . 2_466 H14 H9 2.7798 no . 2_466 H14 H10 2.9147 no . 2_466 H14 H17 3.3840 no . 4_564 H14 H18 2.9781 no . 4_564 H15 F2 3.4056 no . 2_466 H15 F3 3.2756 no . 2_466 H15 H17 3.4755 no . 4_564 H15 H18 2.9989 no . 4_564 H16 F7 3.2346 no . 2_567 H16 F8 3.3708 no . 2_567 H16 C3 3.2630 no . 2_467 H16 H3 2.5230 no . 2_467 H17 F2 3.2970 no . 4_565 H17 F6 3.1987 no . 2_567 H17 F8 3.2651 no . 2_567 H17 C3 3.2206 no . 2_467 H17 C4 3.5217 no . 2_467 H17 H3 2.4402 no . 2_467 H17 H4 3.0721 no . 2_467 H17 H7 3.5564 no . 3_546 H17 H9 3.3279 no . 3_646 H17 H14 3.3840 no . 4_565 H17 H15 3.4755 no . 4_565 H18 F2 3.1839 no . 4_565 H18 F3 2.4933 no . 3_646 H18 C13 3.5789 no . 3_546 H18 C14 3.5741 no . 4_565 H18 C15 3.5893 no . 4_565 H18 H10 3.4636 no . 3_646 H18 H14 2.9781 no . 4_565 H18 H15 2.9989 no . 4_565 H19 F3 3.3131 no . 3_646 H19 F6 2.7813 no . 3_546 H19 C1 3.5446 no . 3_646 H19 C2 3.0097 no . 3_646 H19 C3 3.2464 no . 3_646 H19 H2 3.0267 no . 3_646 H19 H3 3.4180 no . 3_646 H19 H6 2.9529 no . 3_546 H19 H10 3.5010 no . 3_646 H20 F6 2.7053 no . 3_546 H20 C3 3.5722 no . 3_646 H20 H3 3.4122 no . 3_646 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 870625' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_a-CuCF3SO3py_111005 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C22 H20 Cu F6 N4 O6 S2' _chemical_formula_moiety 'C22 H20 Cu F6 N4 O6 S2' _chemical_formula_weight 678.08 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c n' _symmetry_space_group_name_Hall '-P 2n 2ab' _symmetry_Int_Tables_number 60 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,1/2+Y,+Z 3 +X,-Y,1/2+Z 4 1/2-X,1/2-Y,1/2+Z 5 -X,-Y,-Z 6 1/2+X,1/2-Y,-Z 7 -X,+Y,1/2-Z 8 1/2+X,1/2+Y,1/2-Z #------------------------------------------------------------------------------ _cell_length_a 10.4904(6) _cell_length_b 16.2621(9) _cell_length_c 16.5574(8) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 90.0000 _cell_volume 2824.6(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 19314 _cell_measurement_theta_min 3.13 _cell_measurement_theta_max 27.43 _cell_measurement_temperature 173 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.250 _exptl_crystal_size_mid 0.250 _exptl_crystal_size_min 0.130 _exptl_crystal_density_diffrn 1.594 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1372.00 _exptl_absorpt_coefficient_mu 1.004 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.727 _exptl_absorpt_correction_T_max 0.878 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 173 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 25778 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_theta_max 27.44 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measured_fraction_theta_full 0.994 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3213 _reflns_number_gt 2660 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.0966 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3213 _refine_ls_number_parameters 188 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0587P)^2^+0.2952P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_diff_density_max 0.580 _refine_diff_density_min -0.330 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; O O 0.0106 0.0060 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.0061 0.0033 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Cu Cu 0.3201 1.2651 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; F F 0.0171 0.0103 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; S S 0.1246 0.1234 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 0.0000 0.113385(16) 0.2500 0.03109(12) Uani 1.0 4 d . . . S1 S -0.27549(4) 0.10871(2) 0.39762(3) 0.03060(13) Uani 1.0 8 d . . . F1 F -0.15342(17) 0.16717(9) 0.52274(9) 0.0772(5) Uani 1.0 8 d . . . F2 F -0.15503(16) 0.03482(8) 0.51544(8) 0.0696(5) Uani 1.0 8 d . . . F3 F -0.3244(2) 0.09943(11) 0.55221(9) 0.0927(6) Uani 1.0 8 d . . . O1 O -0.15356(13) 0.11445(8) 0.35700(9) 0.0423(4) Uani 1.0 8 d . . . O2 O -0.35029(13) 0.18264(8) 0.39451(8) 0.0436(4) Uani 1.0 8 d . . . O3 O -0.34195(14) 0.03305(8) 0.38253(9) 0.0489(4) Uani 1.0 8 d . . . N1 N 0.13816(14) 0.11574(8) 0.33573(9) 0.0331(4) Uani 1.0 8 d . . . N2 N 0.0000 -0.01230(12) 0.2500 0.0310(5) Uani 1.0 4 d . . . N3 N 0.0000 0.23912(13) 0.2500 0.0369(5) Uani 1.0 4 d . . . C1 C 0.25137(17) 0.07966(11) 0.32397(11) 0.0374(4) Uani 1.0 8 d . . . C2 C 0.3503(2) 0.08563(15) 0.37829(13) 0.0507(5) Uani 1.0 8 d . . . C3 C 0.3325(3) 0.12963(16) 0.44826(15) 0.0572(6) Uani 1.0 8 d . . . C4 C 0.2156(2) 0.16611(14) 0.46194(13) 0.0513(5) Uani 1.0 8 d . . . C5 C 0.12166(18) 0.15845(12) 0.40461(12) 0.0413(5) Uani 1.0 8 d . . . C6 C -0.02393(17) -0.05508(11) 0.31797(12) 0.0370(4) Uani 1.0 8 d . . . C7 C -0.0256(2) -0.14015(12) 0.31998(13) 0.0457(5) Uani 1.0 8 d . . . C8 C 0.0000 -0.18336(16) 0.2500 0.0464(7) Uani 1.0 4 d . . . C9 C 0.10331(19) 0.28177(11) 0.22705(13) 0.0434(5) Uani 1.0 8 d . . . C10 C 0.1063(3) 0.36662(12) 0.22538(15) 0.0493(5) Uani 1.0 8 d . . . C11 C 0.0000 0.40982(17) 0.2500 0.0476(7) Uani 1.0 4 d . . . C12 C -0.2252(3) 0.10202(14) 0.50300(14) 0.0547(6) Uani 1.0 8 d . . . H1 H 0.2640 0.0486 0.2761 0.0448 Uiso 1.0 8 calc R . . H2 H 0.4297 0.0597 0.3676 0.0608 Uiso 1.0 8 calc R . . H3 H 0.3994 0.1349 0.4866 0.0686 Uiso 1.0 8 calc R . . H4 H 0.2003 0.1961 0.5103 0.0615 Uiso 1.0 8 calc R . . H5 H 0.0418 0.1843 0.4139 0.0495 Uiso 1.0 8 calc R . . H6 H -0.0403 -0.0257 0.3665 0.0444 Uiso 1.0 8 calc R . . H7 H -0.0442 -0.1684 0.3688 0.0549 Uiso 1.0 8 calc R . . H8 H 0.0000 -0.2418 0.2500 0.0557 Uiso 1.0 4 calc R . . H9 H 0.1775 0.2524 0.2113 0.0521 Uiso 1.0 8 calc R . . H10 H 0.1804 0.3948 0.2075 0.0592 Uiso 1.0 8 calc R . . H11 H 0.0000 0.4682 0.2500 0.0571 Uiso 1.0 4 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu1 0.02479(18) 0.01956(16) 0.0489(2) 0.0000 -0.00311(11) 0.0000 S1 0.0271(3) 0.0258(3) 0.0389(3) -0.00079(14) 0.00059(16) -0.00135(15) F1 0.0998(13) 0.0620(9) 0.0699(9) 0.0102(9) -0.0403(9) -0.0210(7) F2 0.0865(11) 0.0563(8) 0.0659(8) 0.0199(8) -0.0161(8) 0.0166(7) F3 0.1146(16) 0.1114(14) 0.0522(8) 0.0336(12) 0.0320(10) 0.0175(8) O1 0.0313(8) 0.0432(8) 0.0525(8) -0.0033(6) 0.0064(6) 0.0019(6) O2 0.0413(8) 0.0348(7) 0.0548(8) 0.0099(6) -0.0049(6) -0.0018(6) O3 0.0371(8) 0.0351(8) 0.0744(10) -0.0092(6) -0.0006(7) -0.0070(7) N1 0.0269(8) 0.0251(7) 0.0472(8) -0.0014(5) -0.0011(7) -0.0054(6) N2 0.0274(11) 0.0228(9) 0.0429(11) 0.0000 -0.0079(8) 0.0000 N3 0.0314(12) 0.0223(10) 0.0572(13) 0.0000 0.0037(9) 0.0000 C1 0.0297(9) 0.0358(9) 0.0466(9) 0.0026(7) 0.0001(8) -0.0044(8) C2 0.0316(11) 0.0615(13) 0.0590(12) 0.0023(10) -0.0046(9) -0.0098(11) C3 0.0395(12) 0.0718(15) 0.0603(13) -0.0078(11) -0.0117(10) -0.0167(11) C4 0.0472(12) 0.0505(12) 0.0561(12) -0.0111(10) 0.0007(10) -0.0206(10) C5 0.0330(10) 0.0340(9) 0.0568(11) -0.0043(8) 0.0053(8) -0.0131(9) C6 0.0386(10) 0.0300(9) 0.0424(9) -0.0012(7) -0.0056(8) 0.0018(8) C7 0.0527(13) 0.0306(9) 0.0539(12) -0.0037(9) -0.0087(10) 0.0099(9) C8 0.0500(18) 0.0221(12) 0.0672(19) 0.0000 -0.0148(13) 0.0000 C9 0.0331(10) 0.0271(9) 0.0701(12) -0.0026(8) 0.0100(9) -0.0035(9) C10 0.0429(12) 0.0272(9) 0.0778(14) -0.0079(8) 0.0100(11) 0.0022(10) C11 0.0521(18) 0.0195(11) 0.071(2) 0.0000 0.0010(14) 0.0000 C12 0.0700(16) 0.0486(13) 0.0455(11) 0.0136(11) -0.0022(11) 0.0045(9) #============================================================================== _computing_data_collection 'RAPID AUTO' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics CrystalMaker #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Cu1 O1 2.3946(15) yes . . Cu1 O1 2.3946(15) yes . 7_555 Cu1 N1 2.0290(15) yes . . Cu1 N1 2.0290(15) yes . 7_555 Cu1 N2 2.044(2) yes . . Cu1 N3 2.045(3) yes . . S1 O1 1.4482(15) yes . . S1 O2 1.4366(14) yes . . S1 O3 1.4361(14) yes . . S1 C12 1.826(3) yes . . F1 C12 1.340(3) yes . . F2 C12 1.334(3) yes . . F3 C12 1.322(4) yes . . N1 C1 1.339(3) yes . . N1 C5 1.346(3) yes . . N2 C6 1.347(3) yes . . N2 C6 1.347(3) yes . 7_555 N3 C9 1.342(3) yes . . N3 C9 1.342(3) yes . 7_555 C1 C2 1.377(3) yes . . C2 C3 1.374(4) yes . . C3 C4 1.381(4) yes . . C4 C5 1.374(3) yes . . C6 C7 1.384(3) yes . . C7 C8 1.382(3) yes . . C9 C10 1.380(3) yes . . C10 C11 1.379(3) yes . . C1 H1 0.950 no . . C2 H2 0.950 no . . C3 H3 0.950 no . . C4 H4 0.950 no . . C5 H5 0.950 no . . C6 H6 0.950 no . . C7 H7 0.950 no . . C8 H8 0.950 no . . C9 H9 0.950 no . . C10 H10 0.950 no . . C11 H11 0.950 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 O1 Cu1 O1 179.17(5) yes . . 7_555 O1 Cu1 N1 87.87(6) yes . . . O1 Cu1 N1 92.12(6) yes . . 7_555 O1 Cu1 N2 90.41(4) yes . . . O1 Cu1 N3 89.59(4) yes . . . O1 Cu1 N1 92.12(6) yes 7_555 . . O1 Cu1 N1 87.87(6) yes 7_555 . 7_555 O1 Cu1 N2 90.41(4) yes 7_555 . . O1 Cu1 N3 89.59(4) yes 7_555 . . N1 Cu1 N1 177.84(6) yes . . 7_555 N1 Cu1 N2 91.08(4) yes . . . N1 Cu1 N3 88.92(4) yes . . . N1 Cu1 N2 91.08(4) yes 7_555 . . N1 Cu1 N3 88.92(4) yes 7_555 . . N2 Cu1 N3 180.000 yes . . . O1 S1 O2 114.32(8) yes . . . O1 S1 O3 113.78(9) yes . . . O1 S1 C12 101.10(11) yes . . . O2 S1 O3 116.46(9) yes . . . O2 S1 C12 104.00(10) yes . . . O3 S1 C12 104.80(10) yes . . . Cu1 O1 S1 159.61(10) yes . . . Cu1 N1 C1 121.57(12) yes . . . Cu1 N1 C5 120.69(12) yes . . . C1 N1 C5 117.60(16) yes . . . Cu1 N2 C6 121.10(11) yes . . . Cu1 N2 C6 121.10(11) yes . . 7_555 C6 N2 C6 117.79(18) yes . . 7_555 Cu1 N3 C9 121.13(11) yes . . . Cu1 N3 C9 121.13(11) yes . . 7_555 C9 N3 C9 117.74(19) yes . . 7_555 N1 C1 C2 122.87(18) yes . . . C1 C2 C3 119.0(2) yes . . . C2 C3 C4 118.9(3) yes . . . C3 C4 C5 119.0(2) yes . . . N1 C5 C4 122.67(18) yes . . . N2 C6 C7 122.61(19) yes . . . C6 C7 C8 119.1(2) yes . . . C7 C8 C7 118.9(3) yes . . 7_555 N3 C9 C10 122.73(19) yes . . . C9 C10 C11 119.0(2) yes . . . C10 C11 C10 118.8(3) yes . . 7_555 S1 C12 F1 110.38(16) yes . . . S1 C12 F2 110.85(16) yes . . . S1 C12 F3 111.31(19) yes . . . F1 C12 F2 107.4(2) yes . . . F1 C12 F3 108.5(2) yes . . . F2 C12 F3 108.25(19) yes . . . N1 C1 H1 118.565 no . . . C2 C1 H1 118.561 no . . . C1 C2 H2 120.502 no . . . C3 C2 H2 120.511 no . . . C2 C3 H3 120.567 no . . . C4 C3 H3 120.558 no . . . C3 C4 H4 120.512 no . . . C5 C4 H4 120.506 no . . . N1 C5 H5 118.658 no . . . C4 C5 H5 118.670 no . . . N2 C6 H6 118.688 no . . . C7 C6 H6 118.703 no . . . C6 C7 H7 120.466 no . . . C8 C7 H7 120.471 no . . . C7 C8 H8 120.572 no . . . C7 C8 H8 120.572 no 7_555 . . N3 C9 H9 118.637 no . . . C10 C9 H9 118.632 no . . . C9 C10 H10 120.494 no . . . C11 C10 H10 120.506 no . . . C10 C11 H11 120.615 no . . . C10 C11 H11 120.615 no 7_555 . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 N2 C7 2.395(3) no . 7_555 N3 C10 2.389(3) no . 7_555 F1 C3 3.342(3) no . 6_456 F1 C4 3.050(3) no . 6_456 F1 C7 3.241(3) no . 5_556 F2 F2 3.482(3) no . 5_556 F2 N1 3.478(2) no . 5_556 F2 C1 3.400(3) no . 5_556 F2 C2 3.336(3) no . 5_556 F2 C3 3.313(3) no . 5_556 F2 C4 3.350(3) no . 5_556 F2 C5 3.428(3) no . 5_556 F2 C6 3.353(3) no . 5_556 F3 C2 3.233(3) no . 5_556 O2 C2 3.525(3) no . 1_455 O2 C3 3.551(3) no . 1_455 O2 C4 3.489(3) no . 6_456 O2 C7 3.394(3) no . 2_455 O2 C8 3.597(2) no . 2_455 O3 C2 3.340(3) no . 1_455 O3 C10 3.288(3) no . 8_445 O3 C11 3.403(3) no . 2_445 N1 F2 3.478(2) no . 5_556 C1 F2 3.400(3) no . 5_556 C2 F2 3.336(3) no . 5_556 C2 F3 3.233(3) no . 5_556 C2 O2 3.525(3) no . 1_655 C2 O3 3.340(3) no . 1_655 C3 F1 3.342(3) no . 6_556 C3 F2 3.313(3) no . 5_556 C3 O2 3.551(3) no . 1_655 C4 F1 3.050(3) no . 6_556 C4 F2 3.350(3) no . 5_556 C4 O2 3.489(3) no . 6_556 C5 F2 3.428(3) no . 5_556 C6 F2 3.353(3) no . 5_556 C7 F1 3.241(3) no . 5_556 C7 O2 3.394(3) no . 2_445 C8 O2 3.597(2) no . 2_445 C8 O2 3.597(2) no . 8_545 C10 O3 3.288(3) no . 8_555 C11 O3 3.403(3) no . 2_455 C11 O3 3.403(3) no . 8_555 O1 H5 2.5261 no . . O1 H6 2.5750 no . . O1 H9 2.5241 no . 7_555 N2 H6 1.9860 no . 7_555 N3 H9 1.9809 no . 7_555 C8 H7 2.0352 no . 7_555 C11 H10 2.0337 no . 7_555 H1 H2 2.3133 no . . H2 H3 2.3399 no . . H3 H4 2.3462 no . . H4 H5 2.3120 no . . H6 H7 2.3219 no . . H7 H8 2.3465 no . . H9 H10 2.3179 no . . H10 H11 2.3455 no . . S1 H2 3.2321 no . 1_455 S1 H4 3.5315 no . 6_456 F1 H3 3.2704 no . 6_456 F1 H4 2.7568 no . 6_456 F1 H6 3.5760 no . 5_556 F1 H7 2.7426 no . 5_556 F2 H6 2.8361 no . 5_556 F2 H7 3.5723 no . 5_556 F3 H2 3.1119 no . 5_556 F3 H3 3.1479 no . 1_455 F3 H4 3.4927 no . 6_456 O2 H2 3.0856 no . 1_455 O2 H3 3.1340 no . 1_455 O2 H4 2.5807 no . 6_456 O2 H7 2.6969 no . 2_455 O2 H8 3.1148 no . 2_455 O3 H2 2.4470 no . 1_455 O3 H3 3.5380 no . 5_556 O3 H10 2.7077 no . 8_445 O3 H11 2.9454 no . 2_445 C1 H11 3.4039 no . 2_545 C2 H11 3.2593 no . 2_545 C4 H7 3.3302 no . 5_556 C6 H10 3.2344 no . 8_445 C7 H4 3.4765 no . 5_556 C7 H10 3.1686 no . 8_445 C8 H9 3.5986 no . 2_545 C8 H9 3.5986 no . 8_445 C10 H1 3.3632 no . 2_555 C11 H1 3.3775 no . 2_555 C11 H1 3.3775 no . 8_455 C11 H2 3.2057 no . 2_555 C11 H2 3.2057 no . 8_455 C12 H4 3.3825 no . 6_456 H1 C10 3.3632 no . 2_545 H1 C11 3.3775 no . 2_545 H1 H10 2.8067 no . 2_545 H1 H11 2.8325 no . 2_545 H2 S1 3.2321 no . 1_655 H2 F3 3.1119 no . 5_556 H2 O2 3.0856 no . 1_655 H2 O3 2.4470 no . 1_655 H2 C11 3.2057 no . 2_545 H2 H11 2.5588 no . 2_545 H3 F1 3.2704 no . 6_556 H3 F3 3.1479 no . 1_655 H3 O2 3.1340 no . 1_655 H3 O3 3.5380 no . 5_556 H4 S1 3.5315 no . 6_556 H4 F1 2.7568 no . 6_556 H4 F3 3.4927 no . 6_556 H4 O2 2.5807 no . 6_556 H4 C7 3.4765 no . 5_556 H4 C12 3.3825 no . 6_556 H4 H7 2.6261 no . 5_556 H6 F1 3.5760 no . 5_556 H6 F2 2.8361 no . 5_556 H6 H10 3.4288 no . 8_445 H7 F1 2.7426 no . 5_556 H7 F2 3.5723 no . 5_556 H7 O2 2.6969 no . 2_445 H7 C4 3.3302 no . 5_556 H7 H4 2.6261 no . 5_556 H7 H9 3.4560 no . 8_445 H7 H10 3.3171 no . 8_445 H8 O2 3.1148 no . 2_445 H8 O2 3.1148 no . 8_545 H8 H9 3.4448 no . 2_545 H8 H9 3.4448 no . 8_445 H9 C8 3.5986 no . 2_555 H9 H7 3.4560 no . 8_555 H9 H8 3.4448 no . 2_555 H10 O3 2.7077 no . 8_555 H10 C6 3.2344 no . 8_555 H10 C7 3.1686 no . 8_555 H10 H1 2.8067 no . 2_555 H10 H6 3.4288 no . 8_555 H10 H7 3.3171 no . 8_555 H11 O3 2.9454 no . 2_455 H11 O3 2.9454 no . 8_555 H11 C1 3.4039 no . 2_555 H11 C1 3.4039 no . 8_455 H11 C2 3.2593 no . 2_555 H11 C2 3.2593 no . 8_455 H11 H1 2.8325 no . 2_555 H11 H1 2.8325 no . 8_455 H11 H2 2.5588 no . 2_555 H11 H2 2.5588 no . 8_455 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 870626' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_a-CuCH3SO3py_111003-2 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C22 H26 Cu N4 O6 S2' _chemical_formula_moiety 'C22 H26 Cu N4 O6 S2' _chemical_formula_weight 570.14 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c n' _symmetry_space_group_name_Hall '-P 2n 2ab' _symmetry_Int_Tables_number 60 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,1/2+Y,+Z 3 +X,-Y,1/2+Z 4 1/2-X,1/2-Y,1/2+Z 5 -X,-Y,-Z 6 1/2+X,1/2-Y,-Z 7 -X,+Y,1/2-Z 8 1/2+X,1/2+Y,1/2-Z #------------------------------------------------------------------------------ _cell_length_a 10.5114(3) _cell_length_b 16.0893(6) _cell_length_c 15.1197(4) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 90.0000 _cell_volume 2557.05(14) _cell_formula_units_Z 4 _cell_measurement_reflns_used 19163 _cell_measurement_theta_min 3.32 _cell_measurement_theta_max 27.41 _cell_measurement_temperature 173 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.250 _exptl_crystal_size_mid 0.250 _exptl_crystal_size_min 0.150 _exptl_crystal_density_diffrn 1.481 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1180.00 _exptl_absorpt_coefficient_mu 1.062 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.735 _exptl_absorpt_correction_T_max 0.853 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 173 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 23251 _diffrn_reflns_av_R_equivalents 0.0216 _diffrn_reflns_theta_max 27.41 _diffrn_reflns_theta_full 27.41 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2906 _reflns_number_gt 2624 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0284 _refine_ls_wR_factor_ref 0.0799 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2906 _refine_ls_number_parameters 161 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0499P)^2^+0.4930P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_diff_density_max 0.500 _refine_diff_density_min -0.200 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; O O 0.0106 0.0060 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.0061 0.0033 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Cu Cu 0.3201 1.2651 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; S S 0.1246 0.1234 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 0.5000 0.104820(13) 0.7500 0.02407(9) Uani 1.0 4 d . . . S1 S 0.76872(3) 0.100775(19) 0.91515(2) 0.02320(10) Uani 1.0 8 d . . . O1 O 0.63777(10) 0.10608(6) 0.88190(8) 0.0342(3) Uani 1.0 8 d . . . O2 O 0.83095(10) 0.02403(6) 0.88909(7) 0.0341(3) Uani 1.0 8 d . . . O3 O 0.84168(9) 0.17494(6) 0.89443(7) 0.0316(3) Uani 1.0 8 d . . . N1 N 0.64698(10) 0.10958(6) 0.66172(8) 0.0244(3) Uani 1.0 8 d . . . N2 N 0.5000 0.23112(10) 0.7500 0.0256(4) Uani 1.0 4 d . . . N3 N 0.5000 -0.02171(11) 0.7500 0.0242(4) Uani 1.0 4 d . . . C1 C 0.63615(13) 0.15375(9) 0.58658(10) 0.0319(3) Uani 1.0 8 d . . . C2 C 0.73738(15) 0.16857(11) 0.53075(10) 0.0376(4) Uani 1.0 8 d . . . C3 C 0.85573(14) 0.13753(12) 0.55318(11) 0.0396(4) Uani 1.0 8 d . . . C4 C 0.86809(14) 0.09229(11) 0.63000(11) 0.0372(4) Uani 1.0 8 d . . . C5 C 0.76191(12) 0.07875(9) 0.68211(9) 0.0278(3) Uani 1.0 8 d . . . C6 C 0.39899(13) 0.27381(9) 0.71985(10) 0.0302(3) Uani 1.0 8 d . . . C7 C 0.39651(14) 0.35966(9) 0.71783(11) 0.0359(4) Uani 1.0 8 d . . . C8 C 0.5000 0.40314(13) 0.7500 0.0371(6) Uani 1.0 4 d . . . C9 C 0.52652(14) -0.06483(9) 0.82394(10) 0.0324(3) Uani 1.0 8 d . . . C10 C 0.52702(16) -0.15089(10) 0.82618(12) 0.0400(4) Uani 1.0 8 d . . . C11 C 0.5000 -0.19488(14) 0.7500 0.0393(6) Uani 1.0 4 d . . . C12 C 0.7548(2) 0.09731(12) 1.03193(11) 0.0474(5) Uani 1.0 8 d . . . H1 H 0.5552 0.1757 0.5713 0.0383 Uiso 1.0 8 calc R . . H2 H 0.7260 0.1995 0.4778 0.0452 Uiso 1.0 8 calc R . . H3 H 0.9273 0.1472 0.5162 0.0475 Uiso 1.0 8 calc R . . H4 H 0.9485 0.0707 0.6470 0.0447 Uiso 1.0 8 calc R . . H5 H 0.7707 0.0464 0.7343 0.0333 Uiso 1.0 8 calc R . . H6 H 0.3269 0.2440 0.6992 0.0363 Uiso 1.0 8 calc R . . H7 H 0.3248 0.3883 0.6947 0.0431 Uiso 1.0 8 calc R . . H8 H 0.5000 0.4622 0.7500 0.0445 Uiso 1.0 4 calc R . . H9 H 0.5456 -0.0351 0.8766 0.0389 Uiso 1.0 8 calc R . . H10 H 0.5458 -0.1794 0.8796 0.0480 Uiso 1.0 8 calc R . . H11 H 0.5000 -0.2539 0.7500 0.0472 Uiso 1.0 4 calc R . . H12A H 0.7155 0.1489 1.0531 0.0569 Uiso 1.0 8 calc R . . H12B H 0.8394 0.0913 1.0583 0.0569 Uiso 1.0 8 calc R . . H12C H 0.7016 0.0499 1.0490 0.0569 Uiso 1.0 8 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu1 0.02049(14) 0.01485(14) 0.03686(16) 0.0000 0.00554(8) 0.0000 S1 0.02050(17) 0.02173(17) 0.02736(18) 0.00119(11) 0.00009(12) -0.00004(11) O1 0.0211(5) 0.0330(6) 0.0485(7) 0.0003(4) -0.0042(5) 0.0020(5) O2 0.0330(6) 0.0264(6) 0.0428(6) 0.0081(5) 0.0007(5) -0.0016(5) O3 0.0267(5) 0.0274(6) 0.0408(6) -0.0047(4) 0.0020(4) -0.0007(4) N1 0.0213(6) 0.0201(6) 0.0319(6) -0.0003(4) 0.0016(5) 0.0018(4) N2 0.0229(8) 0.0173(8) 0.0366(9) 0.0000 -0.0009(6) 0.0000 N3 0.0203(8) 0.0182(8) 0.0342(9) 0.0000 0.0043(6) 0.0000 C1 0.0236(7) 0.0318(8) 0.0405(8) 0.0012(6) -0.0026(6) 0.0098(6) C2 0.0326(8) 0.0432(9) 0.0372(8) -0.0043(7) -0.0004(6) 0.0141(7) C3 0.0265(7) 0.0502(10) 0.0421(9) -0.0016(7) 0.0071(6) 0.0099(8) C4 0.0219(7) 0.0490(10) 0.0408(9) 0.0050(6) 0.0020(6) 0.0069(7) C5 0.0240(7) 0.0286(7) 0.0307(7) 0.0044(6) -0.0001(5) 0.0019(6) C6 0.0257(7) 0.0226(7) 0.0425(8) 0.0019(5) -0.0056(6) -0.0013(6) C7 0.0338(8) 0.0234(7) 0.0504(9) 0.0060(6) -0.0054(7) 0.0031(7) C8 0.0406(14) 0.0166(10) 0.0541(15) 0.0000 0.0020(10) 0.0000 C9 0.0352(7) 0.0251(8) 0.0369(8) -0.0019(6) -0.0016(6) 0.0011(6) C10 0.0449(9) 0.0273(8) 0.0478(10) 0.0015(7) -0.0036(8) 0.0092(7) C11 0.0384(13) 0.0169(10) 0.0626(16) 0.0000 0.0009(10) 0.0000 C12 0.0586(11) 0.0532(11) 0.0304(8) 0.0017(8) 0.0065(8) 0.0040(7) #============================================================================== _computing_data_collection 'RAPID AUTO' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics CrystalMaker #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Cu1 O1 2.4647(12) yes . . Cu1 O1 2.4647(12) yes . 7_656 Cu1 N1 2.0431(12) yes . . Cu1 N1 2.0431(12) yes . 7_656 Cu1 N2 2.0321(17) yes . . Cu1 N3 2.0358(18) yes . . S1 O1 1.4679(12) yes . . S1 O2 1.4518(11) yes . . S1 O3 1.4526(11) yes . . S1 C12 1.7726(17) yes . . N1 C1 1.3449(19) yes . . N1 C5 1.3418(17) yes . . N2 C6 1.3442(17) yes . . N2 C6 1.3442(17) yes . 7_656 N3 C9 1.3449(18) yes . . N3 C9 1.3449(18) yes . 7_656 C1 C2 1.379(3) yes . . C2 C3 1.383(3) yes . . C3 C4 1.377(3) yes . . C4 C5 1.383(2) yes . . C6 C7 1.382(2) yes . . C7 C8 1.3818(19) yes . . C9 C10 1.385(3) yes . . C10 C11 1.381(2) yes . . C1 H1 0.950 no . . C2 H2 0.950 no . . C3 H3 0.950 no . . C4 H4 0.950 no . . C5 H5 0.950 no . . C6 H6 0.950 no . . C7 H7 0.950 no . . C8 H8 0.950 no . . C9 H9 0.950 no . . C10 H10 0.950 no . . C11 H11 0.950 no . . C12 H12A 0.980 no . . C12 H12B 0.980 no . . C12 H12C 0.980 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 O1 Cu1 O1 179.06(4) yes . . 7_656 O1 Cu1 N1 94.82(5) yes . . . O1 Cu1 N1 85.15(5) yes . . 7_656 O1 Cu1 N2 89.53(3) yes . . . O1 Cu1 N3 90.47(3) yes . . . O1 Cu1 N1 85.15(5) yes 7_656 . . O1 Cu1 N1 94.82(5) yes 7_656 . 7_656 O1 Cu1 N2 89.53(3) yes 7_656 . . O1 Cu1 N3 90.47(3) yes 7_656 . . N1 Cu1 N1 175.70(4) yes . . 7_656 N1 Cu1 N2 87.85(3) yes . . . N1 Cu1 N3 92.15(3) yes . . . N1 Cu1 N2 87.85(3) yes 7_656 . . N1 Cu1 N3 92.15(3) yes 7_656 . . N2 Cu1 N3 180.000 yes . . . O1 S1 O2 112.27(6) yes . . . O1 S1 O3 111.93(6) yes . . . O1 S1 C12 105.39(9) yes . . . O2 S1 O3 113.72(6) yes . . . O2 S1 C12 106.31(8) yes . . . O3 S1 C12 106.52(8) yes . . . Cu1 O1 S1 145.85(7) yes . . . Cu1 N1 C1 120.51(9) yes . . . Cu1 N1 C5 121.12(10) yes . . . C1 N1 C5 117.75(12) yes . . . Cu1 N2 C6 120.73(9) yes . . . Cu1 N2 C6 120.73(9) yes . . 7_656 C6 N2 C6 118.54(15) yes . . 7_656 Cu1 N3 C9 121.05(9) yes . . . Cu1 N3 C9 121.05(9) yes . . 7_656 C9 N3 C9 117.89(16) yes . . 7_656 N1 C1 C2 122.90(13) yes . . . C1 C2 C3 118.79(15) yes . . . C2 C3 C4 118.86(15) yes . . . C3 C4 C5 119.18(14) yes . . . N1 C5 C4 122.50(14) yes . . . N2 C6 C7 122.22(14) yes . . . C6 C7 C8 118.91(15) yes . . . C7 C8 C7 119.17(18) yes . . 7_656 N3 C9 C10 122.47(15) yes . . . C9 C10 C11 119.41(17) yes . . . C10 C11 C10 118.36(19) yes . . 7_656 N1 C1 H1 118.546 no . . . C2 C1 H1 118.555 no . . . C1 C2 H2 120.602 no . . . C3 C2 H2 120.606 no . . . C2 C3 H3 120.567 no . . . C4 C3 H3 120.569 no . . . C3 C4 H4 120.406 no . . . C5 C4 H4 120.414 no . . . N1 C5 H5 118.752 no . . . C4 C5 H5 118.749 no . . . N2 C6 H6 118.891 no . . . C7 C6 H6 118.891 no . . . C6 C7 H7 120.543 no . . . C8 C7 H7 120.547 no . . . C7 C8 H8 120.416 no . . . C7 C8 H8 120.416 no 7_656 . . N3 C9 H9 118.759 no . . . C10 C9 H9 118.775 no . . . C9 C10 H10 120.295 no . . . C11 C10 H10 120.297 no . . . C10 C11 H11 120.821 no . . . C10 C11 H11 120.821 no 7_656 . . S1 C12 H12A 109.466 no . . . S1 C12 H12B 109.467 no . . . S1 C12 H12C 109.462 no . . . H12A C12 H12B 109.474 no . . . H12A C12 H12C 109.481 no . . . H12B C12 H12C 109.477 no . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 N2 C7 2.387(2) no . 7_656 N3 C10 2.393(3) no . 7_656 O2 C4 3.3611(19) no . 7_756 O2 C7 3.1752(18) no . 8_546 O2 C8 3.3709(16) no . 2_645 O3 C2 3.358(2) no . 4_655 O3 C3 3.3326(18) no . 7_756 O3 C4 3.3484(18) no . 7_756 O3 C10 3.290(2) no . 2_655 O3 C11 3.4533(17) no . 2_655 C2 O3 3.358(2) no . 4_654 C3 O3 3.3326(18) no . 7_756 C4 O2 3.3611(19) no . 7_756 C4 O3 3.3484(18) no . 7_756 C4 C12 3.595(3) no . 3_554 C7 O2 3.1752(18) no . 8_456 C8 O2 3.3709(16) no . 2_655 C8 O2 3.3709(16) no . 8_456 C10 O3 3.290(2) no . 2_645 C11 O3 3.4533(17) no . 2_645 C11 O3 3.4533(17) no . 8_446 C12 C4 3.595(3) no . 3_555 O1 H1 2.4228 no . 7_656 O1 H6 2.5619 no . 7_656 O1 H9 2.4712 no . . O2 H5 2.4509 no . . O3 H6 2.5253 no . 7_656 N2 H6 1.9859 no . 7_656 N3 H9 1.9851 no . 7_656 C8 H7 2.0361 no . 7_656 C11 H10 2.0334 no . 7_656 H1 H2 2.3168 no . . H2 H3 2.3496 no . . H3 H4 2.3408 no . . H4 H5 2.3214 no . . H6 H7 2.3238 no . . H7 H8 2.3456 no . . H9 H10 2.3217 no . . H10 H11 2.3474 no . . S1 H2 3.3501 no . 4_655 S1 H3 3.4419 no . 7_756 S1 H4 3.1545 no . 7_756 O2 H3 3.5092 no . 3_555 O2 H3 3.5268 no . 7_756 O2 H4 2.4966 no . 7_756 O2 H7 2.5254 no . 8_546 O2 H8 2.9275 no . 2_645 O3 H2 2.4850 no . 4_655 O3 H3 2.8145 no . 7_756 O3 H4 2.8409 no . 7_756 O3 H10 2.6346 no . 2_655 O3 H11 2.9745 no . 2_655 N1 H12C 3.1336 no . 3_554 C1 H10 3.2960 no . 3_554 C1 H12A 3.5740 no . 4_654 C1 H12C 3.3958 no . 3_554 C2 H10 3.0508 no . 3_554 C2 H12A 2.9979 no . 4_654 C2 H12C 3.5454 no . 3_554 C3 H12A 3.5175 no . 4_654 C3 H12C 3.4234 no . 3_554 C4 H8 3.0977 no . 2_645 C4 H11 3.3669 no . 2_655 C4 H12B 3.1604 no . 3_554 C4 H12C 3.1297 no . 3_554 C5 H8 3.2915 no . 2_645 C5 H12B 3.4134 no . 3_554 C5 H12C 2.9560 no . 3_554 C6 H2 3.5248 no . 6_456 C7 H2 3.5877 no . 6_456 C7 H3 3.5552 no . 6_456 C7 H5 3.3613 no . 8_456 C7 H12B 3.5271 no . 6_457 C8 H4 3.1593 no . 2_655 C8 H4 3.1593 no . 8_456 C8 H5 3.3433 no . 2_655 C8 H5 3.3433 no . 8_456 C8 H12B 3.3553 no . 4_654 C8 H12B 3.3553 no . 6_457 C9 H7 3.2374 no . 8_546 C9 H12A 3.4291 no . 5_657 C9 H12C 3.0827 no . 5_657 C10 H2 3.2009 no . 3_555 C10 H6 3.5978 no . 8_546 C10 H7 3.2090 no . 8_546 C10 H12A 3.1359 no . 5_657 C10 H12C 3.4616 no . 5_657 C12 H2 3.3753 no . 4_655 C12 H3 3.5136 no . 7_756 C12 H9 3.5895 no . 5_657 H1 H3 3.4164 no . 6_456 H1 H10 2.9003 no . 3_554 H2 S1 3.3501 no . 4_654 H2 O3 2.4850 no . 4_654 H2 C6 3.5248 no . 6_556 H2 C7 3.5877 no . 6_556 H2 C10 3.2009 no . 3_554 H2 C12 3.3753 no . 4_654 H2 H6 3.0196 no . 6_556 H2 H7 3.1438 no . 6_556 H2 H9 3.5964 no . 3_554 H2 H10 2.4288 no . 3_554 H2 H12A 2.7606 no . 4_654 H3 S1 3.4419 no . 7_756 H3 O2 3.5092 no . 3_554 H3 O2 3.5268 no . 7_756 H3 O3 2.8145 no . 7_756 H3 C7 3.5552 no . 6_556 H3 C12 3.5136 no . 7_756 H3 H1 3.4164 no . 6_556 H3 H7 3.4143 no . 6_556 H3 H10 3.4364 no . 8_556 H3 H12B 2.8450 no . 7_756 H4 S1 3.1545 no . 7_756 H4 O2 2.4966 no . 7_756 H4 O3 2.8409 no . 7_756 H4 C8 3.1593 no . 2_645 H4 H4 3.2969 no . 7_756 H4 H5 3.4759 no . 7_756 H4 H8 2.4005 no . 2_645 H4 H11 3.2685 no . 2_655 H4 H12B 3.1466 no . 3_554 H4 H12C 3.5629 no . 3_554 H5 C7 3.3613 no . 8_546 H5 C8 3.3433 no . 2_645 H5 H4 3.4759 no . 7_756 H5 H7 2.8186 no . 8_546 H5 H8 2.7750 no . 2_645 H5 H12B 3.5369 no . 3_554 H5 H12C 3.2834 no . 3_554 H6 C10 3.5978 no . 8_456 H6 H2 3.0196 no . 6_456 H6 H10 3.4165 no . 8_456 H6 H11 3.5207 no . 2_555 H7 O2 2.5254 no . 8_456 H7 C9 3.2374 no . 8_456 H7 C10 3.2090 no . 8_456 H7 H2 3.1438 no . 6_456 H7 H3 3.4143 no . 6_456 H7 H5 2.8186 no . 8_456 H7 H9 3.3604 no . 8_456 H7 H10 3.3250 no . 8_456 H8 O2 2.9275 no . 2_655 H8 O2 2.9275 no . 8_456 H8 C4 3.0977 no . 2_655 H8 C4 3.0977 no . 8_456 H8 C5 3.2915 no . 2_655 H8 C5 3.2915 no . 8_456 H8 H4 2.4005 no . 2_655 H8 H4 2.4005 no . 8_456 H8 H5 2.7750 no . 2_655 H8 H5 2.7750 no . 8_456 H8 H12B 3.4626 no . 4_654 H8 H12B 3.4626 no . 6_457 H9 C12 3.5895 no . 5_657 H9 H2 3.5964 no . 3_555 H9 H7 3.3604 no . 8_546 H9 H12A 3.4662 no . 5_657 H9 H12C 2.8424 no . 5_657 H10 O3 2.6346 no . 2_645 H10 C1 3.2960 no . 3_555 H10 C2 3.0508 no . 3_555 H10 H1 2.9003 no . 3_555 H10 H2 2.4288 no . 3_555 H10 H3 3.4364 no . 8_446 H10 H6 3.4165 no . 8_546 H10 H7 3.3250 no . 8_546 H10 H12A 2.9700 no . 5_657 H10 H12C 3.5032 no . 5_657 H11 O3 2.9745 no . 2_645 H11 O3 2.9745 no . 8_446 H11 C4 3.3669 no . 2_645 H11 C4 3.3669 no . 8_446 H11 H4 3.2685 no . 2_645 H11 H4 3.2685 no . 8_446 H11 H6 3.5207 no . 2_545 H11 H6 3.5207 no . 8_546 H12A C1 3.5740 no . 4_655 H12A C2 2.9979 no . 4_655 H12A C3 3.5175 no . 4_655 H12A C9 3.4291 no . 5_657 H12A C10 3.1359 no . 5_657 H12A H2 2.7606 no . 4_655 H12A H9 3.4662 no . 5_657 H12A H10 2.9700 no . 5_657 H12B C4 3.1604 no . 3_555 H12B C5 3.4134 no . 3_555 H12B C7 3.5271 no . 6_557 H12B C8 3.3553 no . 4_655 H12B H3 2.8450 no . 7_756 H12B H4 3.1466 no . 3_555 H12B H5 3.5369 no . 3_555 H12B H8 3.4626 no . 4_655 H12C N1 3.1336 no . 3_555 H12C C1 3.3958 no . 3_555 H12C C2 3.5454 no . 3_555 H12C C3 3.4234 no . 3_555 H12C C4 3.1297 no . 3_555 H12C C5 2.9560 no . 3_555 H12C C9 3.0827 no . 5_657 H12C C10 3.4616 no . 5_657 H12C H4 3.5629 no . 3_555 H12C H5 3.2834 no . 3_555 H12C H9 2.8424 no . 5_657 H12C H10 3.5032 no . 5_657 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 870627' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_a-CuPF6py_111107-2 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C20 H20 Cu F12 N4 P2' _chemical_formula_moiety 'C20 H20 Cu F12 N4 P2' _chemical_formula_weight 669.88 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 10.3422(4) _cell_length_b 14.2056(5) _cell_length_c 17.5595(6) _cell_angle_alpha 90.0000 _cell_angle_beta 91.9838(11) _cell_angle_gamma 90.0000 _cell_volume 2578.25(15) _cell_formula_units_Z 4 _cell_measurement_reflns_used 21817 _cell_measurement_theta_min 3.00 _cell_measurement_theta_max 27.41 _cell_measurement_temperature 173 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.590 _exptl_crystal_size_mid 0.390 _exptl_crystal_size_min 0.280 _exptl_crystal_density_diffrn 1.726 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1340.00 _exptl_absorpt_coefficient_mu 1.076 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.528 _exptl_absorpt_correction_T_max 0.740 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 173 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 24551 _diffrn_reflns_av_R_equivalents 0.0217 _diffrn_reflns_theta_max 27.41 _diffrn_reflns_theta_full 27.41 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 5874 _reflns_number_gt 5358 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0830 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 5874 _refine_ls_number_parameters 352 _refine_ls_goodness_of_fit_ref 1.129 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0479P)^2^+0.6773P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_diff_density_max 0.560 _refine_diff_density_min -0.340 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.0061 0.0033 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Cu Cu 0.3201 1.2651 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; P P 0.1023 0.0942 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; F F 0.0171 0.0103 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 0.517801(17) 0.020584(12) 0.248348(10) 0.02320(7) Uani 1.0 4 d . . . P1 P 0.74776(4) -0.08462(3) 0.08515(2) 0.02822(10) Uani 1.0 4 d . . . P2 P 0.29016(4) 0.11141(3) 0.41411(2) 0.02948(10) Uani 1.0 4 d . . . F1 F 0.65988(10) -0.04219(9) 0.15223(6) 0.0433(3) Uani 1.0 4 d . . . F2 F 0.83359(13) -0.12452(11) 0.01960(8) 0.0647(4) Uani 1.0 4 d . . . F3 F 0.84904(12) -0.12015(11) 0.14878(7) 0.0599(4) Uani 1.0 4 d . . . F4 F 0.64360(12) -0.04640(9) 0.02408(7) 0.0504(3) Uani 1.0 4 d . . . F5 F 0.82339(12) 0.01328(9) 0.08252(7) 0.0489(3) Uani 1.0 4 d . . . F6 F 0.66899(14) -0.18040(8) 0.09000(8) 0.0569(4) Uani 1.0 4 d . . . F7 F 0.38017(10) 0.07959(8) 0.34443(6) 0.0384(3) Uani 1.0 4 d . . . F8 F 0.20134(11) 0.14346(12) 0.48140(7) 0.0605(4) Uani 1.0 4 d . . . F9 F 0.20521(10) 0.17324(8) 0.35501(7) 0.0447(3) Uani 1.0 4 d . . . F10 F 0.37665(11) 0.04776(9) 0.47007(7) 0.0491(3) Uani 1.0 4 d . . . F11 F 0.19679(11) 0.02355(8) 0.39549(7) 0.0449(3) Uani 1.0 4 d . . . F12 F 0.38552(10) 0.19794(8) 0.42955(7) 0.0462(3) Uani 1.0 4 d . . . N1 N 0.67705(12) 0.06172(9) 0.30861(7) 0.0257(3) Uani 1.0 4 d . . . N2 N 0.52239(13) -0.10511(9) 0.30372(8) 0.0272(3) Uani 1.0 4 d . . . N3 N 0.35965(13) -0.01907(9) 0.18704(8) 0.0270(3) Uani 1.0 4 d . . . N4 N 0.50960(12) 0.14759(9) 0.19532(7) 0.0253(3) Uani 1.0 4 d . . . C1 C 0.67789(15) 0.06340(12) 0.38519(9) 0.0314(4) Uani 1.0 4 d . . . C2 C 0.78733(17) 0.08777(13) 0.42844(10) 0.0358(4) Uani 1.0 4 d . . . C3 C 0.89892(16) 0.11072(13) 0.39257(10) 0.0358(4) Uani 1.0 4 d . . . C4 C 0.89824(16) 0.10986(14) 0.31362(10) 0.0383(4) Uani 1.0 4 d . . . C5 C 0.78622(16) 0.08530(12) 0.27381(9) 0.0324(4) Uani 1.0 4 d . . . C6 C 0.41587(17) -0.13782(12) 0.33726(10) 0.0355(4) Uani 1.0 4 d . . . C7 C 0.4182(2) -0.21647(14) 0.38379(11) 0.0436(5) Uani 1.0 4 d . . . C8 C 0.5342(2) -0.26419(13) 0.39622(10) 0.0415(4) Uani 1.0 4 d . . . C9 C 0.64231(18) -0.23201(13) 0.36101(11) 0.0392(4) Uani 1.0 4 d . . . C10 C 0.63334(16) -0.15298(12) 0.31528(10) 0.0334(4) Uani 1.0 4 d . . . C11 C 0.36590(16) -0.09068(11) 0.13770(10) 0.0309(4) Uani 1.0 4 d . . . C12 C 0.26220(17) -0.11721(13) 0.09097(10) 0.0356(4) Uani 1.0 4 d . . . C13 C 0.14591(16) -0.07020(14) 0.09686(10) 0.0370(4) Uani 1.0 4 d . . . C14 C 0.13853(17) 0.00303(14) 0.14813(10) 0.0359(4) Uani 1.0 4 d . . . C15 C 0.24707(16) 0.02790(12) 0.19161(10) 0.0317(4) Uani 1.0 4 d . . . C16 C 0.49857(15) 0.15279(12) 0.11862(9) 0.0292(3) Uani 1.0 4 d . . . C17 C 0.48644(18) 0.23728(13) 0.08053(10) 0.0367(4) Uani 1.0 4 d . . . C18 C 0.48471(19) 0.32032(13) 0.12194(11) 0.0394(4) Uani 1.0 4 d . . . C19 C 0.49553(18) 0.31547(12) 0.20071(10) 0.0374(4) Uani 1.0 4 d . . . C20 C 0.50818(16) 0.22830(12) 0.23538(9) 0.0307(4) Uani 1.0 4 d . . . H1 H 0.6011 0.0474 0.4104 0.0376 Uiso 1.0 4 calc R . . H2 H 0.7852 0.0886 0.4825 0.0429 Uiso 1.0 4 calc R . . H3 H 0.9752 0.1269 0.4213 0.0429 Uiso 1.0 4 calc R . . H4 H 0.9739 0.1260 0.2874 0.0460 Uiso 1.0 4 calc R . . H5 H 0.7861 0.0850 0.2197 0.0389 Uiso 1.0 4 calc R . . H6 H 0.3362 -0.1056 0.3286 0.0426 Uiso 1.0 4 calc R . . H7 H 0.3416 -0.2375 0.4069 0.0523 Uiso 1.0 4 calc R . . H8 H 0.5387 -0.3179 0.4284 0.0498 Uiso 1.0 4 calc R . . H9 H 0.7226 -0.2639 0.3681 0.0471 Uiso 1.0 4 calc R . . H10 H 0.7087 -0.1316 0.2910 0.0400 Uiso 1.0 4 calc R . . H11 H 0.4448 -0.1245 0.1348 0.0371 Uiso 1.0 4 calc R . . H12 H 0.2706 -0.1670 0.0553 0.0427 Uiso 1.0 4 calc R . . H13 H 0.0725 -0.0880 0.0662 0.0443 Uiso 1.0 4 calc R . . H14 H 0.0595 0.0361 0.1535 0.0431 Uiso 1.0 4 calc R . . H15 H 0.2422 0.0796 0.2257 0.0381 Uiso 1.0 4 calc R . . H16 H 0.4992 0.0962 0.0899 0.0351 Uiso 1.0 4 calc R . . H17 H 0.4793 0.2386 0.0265 0.0440 Uiso 1.0 4 calc R . . H18 H 0.4763 0.3793 0.0968 0.0473 Uiso 1.0 4 calc R . . H19 H 0.4943 0.3712 0.2305 0.0448 Uiso 1.0 4 calc R . . H20 H 0.5161 0.2253 0.2894 0.0369 Uiso 1.0 4 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu1 0.02057(10) 0.02472(11) 0.02405(11) -0.00241(6) -0.00296(7) 0.00261(7) P1 0.02557(19) 0.0338(3) 0.02528(19) 0.00078(15) 0.00016(15) -0.00227(16) P2 0.02350(19) 0.0372(3) 0.0277(2) 0.00380(16) 0.00028(15) -0.00219(16) F1 0.0341(6) 0.0575(7) 0.0389(6) -0.0056(5) 0.0090(5) -0.0160(5) F2 0.0563(8) 0.0866(11) 0.0524(8) 0.0095(7) 0.0188(6) -0.0236(7) F3 0.0445(7) 0.0820(10) 0.0522(7) 0.0137(7) -0.0120(6) 0.0191(7) F4 0.0462(7) 0.0638(8) 0.0399(6) -0.0018(6) -0.0179(5) 0.0052(6) F5 0.0469(7) 0.0537(7) 0.0462(7) -0.0216(6) 0.0015(5) 0.0019(6) F6 0.0679(8) 0.0337(6) 0.0692(9) -0.0110(6) 0.0041(7) -0.0037(6) F7 0.0332(5) 0.0495(6) 0.0330(5) 0.0013(5) 0.0079(4) -0.0044(5) F8 0.0371(6) 0.1024(11) 0.0426(7) 0.0100(7) 0.0084(5) -0.0231(7) F9 0.0382(6) 0.0415(6) 0.0532(7) 0.0067(5) -0.0163(5) 0.0016(5) F10 0.0365(6) 0.0677(8) 0.0431(6) 0.0056(6) -0.0009(5) 0.0229(6) F11 0.0336(6) 0.0415(7) 0.0598(7) -0.0072(5) 0.0035(5) 0.0018(5) F12 0.0359(6) 0.0423(6) 0.0595(7) 0.0003(5) -0.0120(5) -0.0122(6) N1 0.0230(6) 0.0285(7) 0.0253(6) -0.0029(5) -0.0029(5) 0.0030(5) N2 0.0258(6) 0.0262(7) 0.0295(7) -0.0003(5) -0.0003(5) 0.0027(5) N3 0.0238(6) 0.0261(7) 0.0306(7) -0.0032(5) -0.0039(5) 0.0029(5) N4 0.0253(6) 0.0276(7) 0.0229(6) -0.0035(5) -0.0038(5) 0.0013(5) C1 0.0269(8) 0.0404(9) 0.0267(8) -0.0048(7) -0.0012(6) 0.0049(7) C2 0.0339(9) 0.0453(10) 0.0277(8) -0.0047(8) -0.0057(7) 0.0006(7) C3 0.0260(8) 0.0415(10) 0.0393(9) -0.0019(7) -0.0073(7) -0.0084(8) C4 0.0251(8) 0.0493(11) 0.0408(10) -0.0086(7) 0.0047(7) -0.0107(8) C5 0.0286(8) 0.0404(9) 0.0284(8) -0.0077(7) 0.0031(6) -0.0040(7) C6 0.0308(8) 0.0309(9) 0.0451(10) 0.0003(7) 0.0069(7) 0.0054(8) C7 0.0483(11) 0.0356(10) 0.0476(11) -0.0034(8) 0.0130(9) 0.0097(8) C8 0.0612(12) 0.0287(9) 0.0342(9) 0.0011(8) -0.0049(8) 0.0056(7) C9 0.0411(9) 0.0317(9) 0.0441(10) 0.0075(8) -0.0108(8) 0.0006(8) C10 0.0280(8) 0.0327(9) 0.0392(9) 0.0027(7) -0.0018(7) 0.0010(7) C11 0.0279(8) 0.0260(8) 0.0388(9) -0.0029(6) -0.0011(7) -0.0006(7) C12 0.0367(9) 0.0343(9) 0.0356(9) -0.0107(7) -0.0014(7) -0.0038(7) C13 0.0276(8) 0.0496(11) 0.0332(9) -0.0113(7) -0.0060(7) 0.0023(8) C14 0.0243(8) 0.0470(10) 0.0359(9) 0.0016(7) -0.0047(7) 0.0027(8) C15 0.0277(8) 0.0341(9) 0.0330(8) 0.0020(7) -0.0033(7) -0.0006(7) C16 0.0315(8) 0.0305(8) 0.0254(7) -0.0041(7) -0.0037(6) -0.0009(6) C17 0.0441(10) 0.0381(9) 0.0274(8) -0.0048(8) -0.0067(7) 0.0069(7) C18 0.0461(10) 0.0302(9) 0.0413(10) -0.0010(8) -0.0074(8) 0.0091(8) C19 0.0452(10) 0.0270(8) 0.0394(9) 0.0008(7) -0.0051(8) -0.0027(7) C20 0.0351(8) 0.0306(8) 0.0262(7) -0.0024(7) -0.0029(6) -0.0023(7) #============================================================================== _computing_data_collection 'RAPID AUTO' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics CrystalMaker #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Cu1 F1 2.4443(11) yes . . Cu1 F7 2.3961(11) yes . . Cu1 N1 2.0132(13) yes . . Cu1 N2 2.0329(14) yes . . Cu1 N3 2.0074(14) yes . . Cu1 N4 2.0307(13) yes . . P1 F1 1.6282(12) yes . . P1 F2 1.5827(15) yes . . P1 F3 1.5872(13) yes . . P1 F4 1.5891(13) yes . . P1 F5 1.5970(14) yes . . P1 F6 1.5897(13) yes . . P2 F7 1.6269(12) yes . . P2 F8 1.5882(14) yes . . P2 F9 1.5991(12) yes . . P2 F10 1.5882(13) yes . . P2 F11 1.6048(12) yes . . P2 F12 1.5933(12) yes . . N1 C1 1.345(2) yes . . N1 C5 1.345(2) yes . . N2 C6 1.350(3) yes . . N2 C10 1.343(3) yes . . N3 C11 1.339(3) yes . . N3 C15 1.347(3) yes . . N4 C16 1.350(2) yes . . N4 C20 1.345(2) yes . . C1 C2 1.385(3) yes . . C2 C3 1.373(3) yes . . C3 C4 1.386(3) yes . . C4 C5 1.377(3) yes . . C6 C7 1.384(3) yes . . C7 C8 1.388(3) yes . . C8 C9 1.375(3) yes . . C9 C10 1.382(3) yes . . C11 C12 1.380(3) yes . . C12 C13 1.383(3) yes . . C13 C14 1.380(3) yes . . C14 C15 1.381(3) yes . . C16 C17 1.378(3) yes . . C17 C18 1.386(3) yes . . C18 C19 1.386(3) yes . . C19 C20 1.384(3) yes . . C1 H1 0.950 no . . C2 H2 0.950 no . . C3 H3 0.950 no . . C4 H4 0.950 no . . C5 H5 0.950 no . . C6 H6 0.950 no . . C7 H7 0.950 no . . C8 H8 0.950 no . . C9 H9 0.950 no . . C10 H10 0.950 no . . C11 H11 0.950 no . . C12 H12 0.950 no . . C13 H13 0.950 no . . C14 H14 0.950 no . . C15 H15 0.950 no . . C16 H16 0.950 no . . C17 H17 0.950 no . . C18 H18 0.950 no . . C19 H19 0.950 no . . C20 H20 0.950 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 F1 Cu1 F7 178.78(4) yes . . . F1 Cu1 N1 88.19(5) yes . . . F1 Cu1 N2 90.30(5) yes . . . F1 Cu1 N3 91.46(5) yes . . . F1 Cu1 N4 91.38(5) yes . . . F7 Cu1 N1 91.35(5) yes . . . F7 Cu1 N2 88.57(5) yes . . . F7 Cu1 N3 89.02(5) yes . . . F7 Cu1 N4 89.75(5) yes . . . N1 Cu1 N2 89.91(6) yes . . . N1 Cu1 N3 179.15(6) yes . . . N1 Cu1 N4 90.20(5) yes . . . N2 Cu1 N3 90.87(6) yes . . . N2 Cu1 N4 178.32(6) yes . . . N3 Cu1 N4 89.03(6) yes . . . F1 P1 F2 179.26(8) yes . . . F1 P1 F3 88.84(7) yes . . . F1 P1 F4 88.82(7) yes . . . F1 P1 F5 89.13(7) yes . . . F1 P1 F6 88.75(7) yes . . . F2 P1 F3 91.43(8) yes . . . F2 P1 F4 90.90(7) yes . . . F2 P1 F5 90.19(8) yes . . . F2 P1 F6 91.94(8) yes . . . F3 P1 F4 177.59(8) yes . . . F3 P1 F5 89.16(8) yes . . . F3 P1 F6 90.98(8) yes . . . F4 P1 F5 90.24(7) yes . . . F4 P1 F6 89.54(7) yes . . . F5 P1 F6 177.87(8) yes . . . F7 P2 F8 179.23(7) yes . . . F7 P2 F9 88.87(6) yes . . . F7 P2 F10 88.99(7) yes . . . F7 P2 F11 89.23(7) yes . . . F7 P2 F12 88.59(6) yes . . . F8 P2 F9 90.37(7) yes . . . F8 P2 F10 91.76(7) yes . . . F8 P2 F11 90.86(8) yes . . . F8 P2 F12 91.31(8) yes . . . F9 P2 F10 177.75(7) yes . . . F9 P2 F11 88.95(6) yes . . . F9 P2 F12 90.55(6) yes . . . F10 P2 F11 90.30(7) yes . . . F10 P2 F12 90.11(7) yes . . . F11 P2 F12 177.78(7) yes . . . Cu1 F1 P1 176.94(7) yes . . . Cu1 F7 P2 174.91(7) yes . . . Cu1 N1 C1 120.51(11) yes . . . Cu1 N1 C5 121.19(11) yes . . . C1 N1 C5 118.27(13) yes . . . Cu1 N2 C6 120.35(11) yes . . . Cu1 N2 C10 121.51(12) yes . . . C6 N2 C10 117.76(15) yes . . . Cu1 N3 C11 120.23(11) yes . . . Cu1 N3 C15 121.27(11) yes . . . C11 N3 C15 118.43(14) yes . . . Cu1 N4 C16 120.46(11) yes . . . Cu1 N4 C20 121.22(11) yes . . . C16 N4 C20 118.23(14) yes . . . N1 C1 C2 121.98(15) yes . . . C1 C2 C3 119.45(16) yes . . . C2 C3 C4 118.78(16) yes . . . C3 C4 C5 119.01(16) yes . . . N1 C5 C4 122.50(15) yes . . . N2 C6 C7 122.54(17) yes . . . C6 C7 C8 118.97(19) yes . . . C7 C8 C9 118.60(18) yes . . . C8 C9 C10 119.49(17) yes . . . N2 C10 C9 122.62(16) yes . . . N3 C11 C12 122.56(16) yes . . . C11 C12 C13 118.93(17) yes . . . C12 C13 C14 118.75(16) yes . . . C13 C14 C15 119.42(17) yes . . . N3 C15 C14 121.87(16) yes . . . N4 C16 C17 122.36(16) yes . . . C16 C17 C18 119.30(17) yes . . . C17 C18 C19 118.64(17) yes . . . C18 C19 C20 119.13(16) yes . . . N4 C20 C19 122.34(15) yes . . . N1 C1 H1 119.012 no . . . C2 C1 H1 119.004 no . . . C1 C2 H2 120.277 no . . . C3 C2 H2 120.269 no . . . C2 C3 H3 120.612 no . . . C4 C3 H3 120.608 no . . . C3 C4 H4 120.502 no . . . C5 C4 H4 120.488 no . . . N1 C5 H5 118.746 no . . . C4 C5 H5 118.756 no . . . N2 C6 H6 118.728 no . . . C7 C6 H6 118.735 no . . . C6 C7 H7 120.512 no . . . C8 C7 H7 120.521 no . . . C7 C8 H8 120.702 no . . . C9 C8 H8 120.694 no . . . C8 C9 H9 120.256 no . . . C10 C9 H9 120.252 no . . . N2 C10 H10 118.693 no . . . C9 C10 H10 118.687 no . . . N3 C11 H11 118.727 no . . . C12 C11 H11 118.714 no . . . C11 C12 H12 120.539 no . . . C13 C12 H12 120.533 no . . . C12 C13 H13 120.631 no . . . C14 C13 H13 120.623 no . . . C13 C14 H14 120.287 no . . . C15 C14 H14 120.291 no . . . N3 C15 H15 119.060 no . . . C14 C15 H15 119.070 no . . . N4 C16 H16 118.821 no . . . C17 C16 H16 118.816 no . . . C16 C17 H17 120.352 no . . . C18 C17 H17 120.350 no . . . C17 C18 H18 120.682 no . . . C19 C18 H18 120.679 no . . . C18 C19 H19 120.439 no . . . C20 C19 H19 120.435 no . . . N4 C20 H20 118.828 no . . . C19 C20 H20 118.827 no . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 N1 C3 2.773(2) no . . N2 C8 2.783(3) no . . N3 C13 2.771(3) no . . N4 C18 2.779(3) no . . C1 C4 2.722(3) no . . C2 C5 2.715(3) no . . C6 C9 2.717(3) no . . C7 C10 2.720(3) no . . C11 C14 2.714(3) no . . C12 C15 2.723(3) no . . C16 C19 2.724(3) no . . C17 C20 2.724(3) no . . F2 C7 3.420(3) no . 4_544 F2 C8 3.436(3) no . 4_544 F2 C13 3.545(3) no . 1_655 F2 C13 3.451(3) no . 3_655 F2 C14 3.434(3) no . 3_655 F3 C13 3.310(3) no . 1_655 F3 C14 3.468(3) no . 1_655 F3 C19 3.180(3) no . 2_645 F3 C20 3.278(3) no . 2_645 F4 F4 3.3319(18) no . 3_655 F4 C11 3.443(2) no . 3_655 F4 C12 3.251(3) no . 3_655 F4 C13 3.509(3) no . 3_655 F4 C16 3.236(2) no . 3_655 F4 C17 3.516(3) no . 3_655 F5 C8 3.502(3) no . 2_655 F5 C12 3.472(3) no . 3_655 F5 C13 3.541(2) no . 1_655 F5 C13 3.278(3) no . 3_655 F5 C14 3.422(3) no . 1_655 F6 C2 3.341(3) no . 2_645 F6 C3 3.067(3) no . 2_645 F6 C4 3.508(3) no . 2_645 F6 C17 3.445(3) no . 3_655 F8 C3 3.478(2) no . 1_455 F8 C9 3.398(3) no . 3_656 F8 C17 3.333(3) no . 4_455 F8 C18 3.429(3) no . 4_455 F9 C3 3.377(2) no . 1_455 F9 C4 3.355(2) no . 1_455 F9 C11 3.437(2) no . 2_555 F9 C12 3.139(3) no . 2_555 F10 F10 3.0447(17) no . 3_656 F10 C1 3.061(2) no . 3_656 F10 C2 3.157(3) no . 3_656 F11 C2 3.471(3) no . 3_656 F11 C3 3.319(2) no . 1_455 F11 C4 3.577(2) no . 1_455 F11 C18 3.451(3) no . 2_545 F12 C8 3.280(3) no . 3_656 F12 C12 3.053(3) no . 2_555 F12 C13 3.340(3) no . 2_555 C1 F10 3.061(2) no . 3_656 C2 F6 3.341(3) no . 2_655 C2 F10 3.157(3) no . 3_656 C2 F11 3.471(3) no . 3_656 C3 F6 3.067(3) no . 2_655 C3 F8 3.478(2) no . 1_655 C3 F9 3.377(2) no . 1_655 C3 F11 3.319(2) no . 1_655 C4 F6 3.508(3) no . 2_655 C4 F9 3.355(2) no . 1_655 C4 F11 3.577(2) no . 1_655 C7 F2 3.420(3) no . 4_445 C8 F2 3.436(3) no . 4_445 C8 F5 3.502(3) no . 2_645 C8 F12 3.280(3) no . 3_656 C9 F8 3.398(3) no . 3_656 C11 F4 3.443(2) no . 3_655 C11 F9 3.437(2) no . 2_545 C12 F4 3.251(3) no . 3_655 C12 F5 3.472(3) no . 3_655 C12 F9 3.139(3) no . 2_545 C12 F12 3.053(3) no . 2_545 C13 F2 3.545(3) no . 1_455 C13 F2 3.451(3) no . 3_655 C13 F3 3.310(3) no . 1_455 C13 F4 3.509(3) no . 3_655 C13 F5 3.541(2) no . 1_455 C13 F5 3.278(3) no . 3_655 C13 F12 3.340(3) no . 2_545 C14 F2 3.434(3) no . 3_655 C14 F3 3.468(3) no . 1_455 C14 F5 3.422(3) no . 1_455 C16 F4 3.236(2) no . 3_655 C17 F4 3.516(3) no . 3_655 C17 F6 3.445(3) no . 3_655 C17 F8 3.333(3) no . 4_554 C18 F8 3.429(3) no . 4_554 C18 F11 3.451(3) no . 2_555 C19 F3 3.180(3) no . 2_655 C20 F3 3.278(3) no . 2_655 F1 H5 2.5029 no . . F1 H10 2.7796 no . . F1 H11 2.5228 no . . F1 H16 2.7744 no . . F4 H16 2.7903 no . . F5 H5 2.6561 no . . F6 H11 2.5981 no . . F7 H1 2.5669 no . . F7 H6 2.6825 no . . F7 H15 2.4854 no . . F7 H20 2.7006 no . . F9 H15 2.6703 no . . F10 H1 2.5798 no . . F11 H6 2.6348 no . . N1 H10 2.7846 no . . N3 H6 2.7911 no . . H1 H2 2.3246 no . . H2 H3 2.3357 no . . H3 H4 2.3521 no . . H4 H5 2.3162 no . . H6 H7 2.3229 no . . H7 H8 2.3558 no . . H8 H9 2.3384 no . . H9 H10 2.3162 no . . H11 H12 2.3194 no . . H12 H13 2.3493 no . . H13 H14 2.3426 no . . H14 H15 2.3224 no . . H16 H17 2.3155 no . . H17 H18 2.3509 no . . H18 H19 2.3515 no . . H19 H20 2.3234 no . . P1 H13 3.3866 no . 1_655 P2 H2 3.4751 no . 3_656 P2 H3 3.2717 no . 1_455 P2 H12 3.2586 no . 2_555 F2 H7 2.7893 no . 4_544 F2 H8 2.8229 no . 4_544 F2 H13 2.6273 no . 1_655 F2 H13 3.5253 no . 3_655 F2 H14 3.5032 no . 3_655 F3 H13 2.8079 no . 1_655 F3 H14 3.1075 no . 1_655 F3 H19 2.6256 no . 2_645 F3 H20 2.7991 no . 2_645 F4 H12 3.4647 no . 3_655 F4 H16 2.5456 no . 3_655 F4 H17 3.1277 no . 3_655 F5 H8 2.7997 no . 2_655 F5 H9 3.3209 no . 2_655 F5 H12 3.3774 no . 3_655 F5 H13 2.9731 no . 1_655 F5 H13 3.0495 no . 3_655 F5 H14 2.7221 no . 1_655 F6 H2 3.5571 no . 2_645 F6 H3 3.1203 no . 2_645 F6 H17 2.6462 no . 3_655 F8 H2 3.3591 no . 3_656 F8 H3 2.5431 no . 1_455 F8 H9 3.2232 no . 3_656 F8 H12 2.7868 no . 2_555 F8 H17 2.9714 no . 4_455 F8 H18 3.1556 no . 4_455 F9 H3 2.7642 no . 1_455 F9 H4 2.7180 no . 1_455 F9 H11 3.2726 no . 2_555 F9 H12 2.7690 no . 2_555 F10 H1 2.5004 no . 3_656 F10 H2 2.7103 no . 3_656 F11 H2 2.6716 no . 3_656 F11 H3 2.7723 no . 1_455 F11 H4 3.2759 no . 1_455 F11 H18 2.7268 no . 2_545 F12 H8 3.0996 no . 3_656 F12 H12 2.5278 no . 2_555 F12 H13 3.0724 no . 2_555 N4 H9 3.2719 no . 2_655 C2 H17 3.5709 no . 4_555 C2 H18 3.5185 no . 4_555 C3 H17 3.2656 no . 4_555 C3 H18 3.5338 no . 2_645 C4 H14 3.4802 no . 1_655 C5 H9 3.2846 no . 2_655 C7 H14 3.5848 no . 2_545 C8 H4 3.5798 no . 2_645 C8 H5 3.5288 no . 2_645 C8 H14 3.1135 no . 2_545 C9 H4 3.4766 no . 2_645 C9 H5 3.0640 no . 2_645 C13 H8 3.5041 no . 4_444 C13 H19 3.5051 no . 2_545 C14 H4 3.4947 no . 1_455 C14 H8 3.3857 no . 2_555 C14 H19 3.1834 no . 2_545 C16 H9 3.1186 no . 2_655 C17 H3 3.3953 no . 4_454 C17 H7 3.4267 no . 2_555 C17 H9 3.1117 no . 2_655 C18 H2 3.4026 no . 4_454 C18 H3 3.5995 no . 4_454 C18 H7 3.4934 no . 2_555 C18 H9 3.2540 no . 2_655 C18 H10 3.5386 no . 2_655 C19 H9 3.3869 no . 2_655 C19 H10 3.1488 no . 2_655 C20 H9 3.3786 no . 2_655 C20 H10 3.5840 no . 2_655 H1 F10 2.5004 no . 3_656 H2 P2 3.4751 no . 3_656 H2 F6 3.5571 no . 2_655 H2 F8 3.3591 no . 3_656 H2 F10 2.7103 no . 3_656 H2 F11 2.6716 no . 3_656 H2 C18 3.4026 no . 4_555 H2 H6 3.5956 no . 3_656 H2 H7 3.1852 no . 3_656 H2 H17 3.2471 no . 4_555 H2 H18 2.8052 no . 4_555 H3 P2 3.2717 no . 1_655 H3 F6 3.1203 no . 2_655 H3 F8 2.5431 no . 1_655 H3 F9 2.7642 no . 1_655 H3 F11 2.7723 no . 1_655 H3 C17 3.3953 no . 4_555 H3 C18 3.5995 no . 4_555 H3 H17 2.6559 no . 4_555 H3 H18 3.5682 no . 2_645 H3 H18 3.0826 no . 4_555 H4 F9 2.7180 no . 1_655 H4 F11 3.2759 no . 1_655 H4 C8 3.5798 no . 2_655 H4 C9 3.4766 no . 2_655 H4 C14 3.4947 no . 1_655 H4 H14 2.8433 no . 1_655 H4 H15 3.0838 no . 1_655 H5 C8 3.5288 no . 2_655 H5 C9 3.0640 no . 2_655 H5 H8 3.5035 no . 2_655 H5 H9 2.6424 no . 2_655 H5 H14 3.1718 no . 1_655 H6 H2 3.5956 no . 3_656 H6 H18 3.5354 no . 2_545 H6 H19 3.5531 no . 2_545 H7 F2 2.7893 no . 4_445 H7 C17 3.4267 no . 2_545 H7 C18 3.4934 no . 2_545 H7 H2 3.1852 no . 3_656 H7 H14 3.5486 no . 2_545 H7 H15 3.5753 no . 2_545 H7 H17 3.5743 no . 2_545 H8 F2 2.8229 no . 4_445 H8 F5 2.7997 no . 2_645 H8 F12 3.0996 no . 3_656 H8 C13 3.5041 no . 4_545 H8 C14 3.3857 no . 2_545 H8 H5 3.5035 no . 2_645 H8 H12 3.2241 no . 4_545 H8 H13 2.7756 no . 4_545 H8 H14 2.7017 no . 2_545 H9 F5 3.3209 no . 2_645 H9 F8 3.2232 no . 3_656 H9 N4 3.2719 no . 2_645 H9 C5 3.2846 no . 2_645 H9 C16 3.1186 no . 2_645 H9 C17 3.1117 no . 2_645 H9 C18 3.2540 no . 2_645 H9 C19 3.3869 no . 2_645 H9 C20 3.3786 no . 2_645 H9 H5 2.6424 no . 2_645 H9 H12 3.4514 no . 4_545 H9 H16 3.5539 no . 2_645 H9 H17 3.5411 no . 2_645 H10 C18 3.5386 no . 2_645 H10 C19 3.1488 no . 2_645 H10 C20 3.5840 no . 2_645 H10 H19 3.1088 no . 2_645 H11 F9 3.2726 no . 2_545 H11 H17 3.3778 no . 3_655 H12 P2 3.2586 no . 2_545 H12 F4 3.4647 no . 3_655 H12 F5 3.3774 no . 3_655 H12 F8 2.7868 no . 2_545 H12 F9 2.7690 no . 2_545 H12 F12 2.5278 no . 2_545 H12 H8 3.2241 no . 4_444 H12 H9 3.4514 no . 4_444 H12 H17 3.1695 no . 3_655 H13 P1 3.3866 no . 1_455 H13 F2 2.6273 no . 1_455 H13 F2 3.5253 no . 3_655 H13 F3 2.8079 no . 1_455 H13 F5 2.9731 no . 1_455 H13 F5 3.0495 no . 3_655 H13 F12 3.0724 no . 2_545 H13 H8 2.7756 no . 4_444 H14 F2 3.5032 no . 3_655 H14 F3 3.1075 no . 1_455 H14 F5 2.7221 no . 1_455 H14 C4 3.4802 no . 1_455 H14 C7 3.5848 no . 2_555 H14 C8 3.1135 no . 2_555 H14 H4 2.8433 no . 1_455 H14 H5 3.1718 no . 1_455 H14 H7 3.5486 no . 2_555 H14 H8 2.7017 no . 2_555 H14 H19 3.1650 no . 2_545 H15 H4 3.0838 no . 1_455 H15 H7 3.5753 no . 2_555 H16 F4 2.5456 no . 3_655 H16 H9 3.5539 no . 2_655 H17 F4 3.1277 no . 3_655 H17 F6 2.6462 no . 3_655 H17 F8 2.9714 no . 4_554 H17 C2 3.5709 no . 4_454 H17 C3 3.2656 no . 4_454 H17 H2 3.2471 no . 4_454 H17 H3 2.6559 no . 4_454 H17 H7 3.5743 no . 2_555 H17 H9 3.5411 no . 2_655 H17 H11 3.3778 no . 3_655 H17 H12 3.1695 no . 3_655 H18 F8 3.1556 no . 4_554 H18 F11 2.7268 no . 2_555 H18 C2 3.5185 no . 4_454 H18 C3 3.5338 no . 2_655 H18 H2 2.8052 no . 4_454 H18 H3 3.5682 no . 2_655 H18 H3 3.0826 no . 4_454 H18 H6 3.5354 no . 2_555 H19 F3 2.6256 no . 2_655 H19 C13 3.5051 no . 2_555 H19 C14 3.1834 no . 2_555 H19 H6 3.5531 no . 2_555 H19 H10 3.1088 no . 2_655 H19 H14 3.1650 no . 2_555 H20 F3 2.7991 no . 2_655 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 870628' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_b-CuBF4py_acetone_120122 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C26 H32 B2 Cu F8 N4 O2' _chemical_formula_moiety 'C20 H20 B2 Cu F8 N4, 2(C3 H6 O)' _chemical_formula_weight 669.72 _chemical_melting_point ? _chemical_absolute_configuration ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c n' _symmetry_space_group_name_Hall '-P 2n 2ab' _symmetry_Int_Tables_number 60 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 'x, y, z' 2 '-x+1/2, -y+1/2, z+1/2' 3 'x+1/2, -y+1/2, -z' 4 '-x, y, -z+1/2' 5 '-x, -y, -z' 6 'x-1/2, y-1/2, -z-1/2' 7 '-x-1/2, y-1/2, z' 8 'x, -y, z-1/2' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _cell_length_a 15.2828(5) _cell_length_b 15.7662(6) _cell_length_c 13.1923(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3178.71(19) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 20755 _cell_measurement_theta_min 3.01 _cell_measurement_theta_max 27.42 _exptl_crystal_description prism _exptl_crystal_colour purple _exptl_crystal_size_max 1.000 _exptl_crystal_size_mid 0.750 _exptl_crystal_size_min 0.500 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.399 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1372 _exptl_absorpt_coefficient_mu 0.764 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.717 _exptl_absorpt_correction_T_max 0.926 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_radiation_monochromator graphite _diffrn_reflns_number 28757 _diffrn_reflns_av_R_equivalents 0.0321 _diffrn_reflns_av_unetI/netI 0.0196 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.42 _reflns_number_total 3625 _reflns_number_gt 2858 _reflns_threshold_expression >2\s(I) _computing_data_collection 'RAPID AUTO' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics CrystalMaker _computing_publication_material CIFTAB _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^)+(0.0802P)^2^+0.7860P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3625 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0501 _refine_ls_R_factor_gt 0.0422 _refine_ls_wR_factor_ref 0.1276 _refine_ls_wR_factor_gt 0.1216 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F4 F 0.00344(10) 0.27713(15) 0.60859(15) 0.0803(6) Uani 1 1 d . . . O1 O 0.19561(17) 0.44660(13) 0.00736(15) 0.0846(7) Uani 1 1 d . . . C13 C 0.2272(2) 0.51456(17) -0.01155(18) 0.0559(6) Uani 1 1 d . . . C12 C 0.2143(2) 0.5899(2) 0.0537(3) 0.0954(12) Uani 1 1 d . . . H12A H 0.1590 0.6176 0.0359 0.143 Uiso 1 1 calc R . . H12B H 0.2628 0.6297 0.0435 0.143 Uiso 1 1 calc R . . H12C H 0.2127 0.5723 0.1249 0.143 Uiso 1 1 calc R . . C14 C 0.2776(3) 0.5276(2) -0.1062(3) 0.1069(14) Uani 1 1 d . . . H14A H 0.2748 0.4762 -0.1478 0.160 Uiso 1 1 calc R . . H14B H 0.3388 0.5400 -0.0895 0.160 Uiso 1 1 calc R . . H14C H 0.2527 0.5753 -0.1440 0.160 Uiso 1 1 calc R . . Cu1 Cu 0.0000 0.259630(18) 0.2500 0.02398(13) Uani 1 2 d S . . C10 C 0.26725(12) 0.30035(13) 0.17457(15) 0.0387(4) Uani 1 1 d . . . H10 H 0.2973 0.3288 0.1214 0.046 Uiso 1 1 calc R . . F1 F -0.00007(7) 0.26274(9) 0.43706(11) 0.0465(4) Uani 1 1 d . . . C8 C 0.26746(13) 0.21711(14) 0.32511(15) 0.0392(4) Uani 1 1 d . . . H8 H 0.2976 0.1880 0.3776 0.047 Uiso 1 1 calc R . . C7 C 0.17733(12) 0.21883(13) 0.32322(14) 0.0331(4) Uani 1 1 d . . . H7 H 0.1461 0.1899 0.3750 0.040 Uiso 1 1 calc R . . C11 C 0.17722(12) 0.30053(12) 0.17787(13) 0.0317(4) Uani 1 1 d . . . H11 H 0.1460 0.3304 0.1268 0.038 Uiso 1 1 calc R . . N2 N 0.0000 0.38858(14) 0.2500 0.0270(4) Uani 1 2 d S . . F3 F 0.06111(9) 0.16142(10) 0.53198(11) 0.0594(4) Uani 1 1 d . . . N3 N 0.13175(12) 0.26001(9) 0.25074(9) 0.0262(3) Uani 1 1 d . . . N1 N 0.0000 0.13101(14) 0.2500 0.0279(4) Uani 1 2 d S . . C4 C 0.02505(15) 0.43224(13) 0.33187(15) 0.0399(4) Uani 1 1 d . . . H4 H 0.0435 0.4018 0.3903 0.048 Uiso 1 1 calc R . . F2 F -0.08596(9) 0.18172(11) 0.53586(11) 0.0693(5) Uani 1 1 d . . . C5 C 0.02522(18) 0.52015(14) 0.33494(17) 0.0471(5) Uani 1 1 d . . . H5 H 0.0425 0.5492 0.3948 0.057 Uiso 1 1 calc R . . C1 C 0.04325(13) 0.08728(12) 0.17852(14) 0.0361(4) Uani 1 1 d . . . H1 H 0.0745 0.1177 0.1280 0.043 Uiso 1 1 calc R . . C2 C 0.04405(17) -0.00008(14) 0.17550(17) 0.0495(6) Uani 1 1 d . . . H2 H 0.0744 -0.0291 0.1231 0.059 Uiso 1 1 calc R . . C3 C 0.0000 -0.0450(2) 0.2500 0.0523(9) Uani 1 2 d S . . H3 H 0.0000 -0.1052 0.2500 0.063 Uiso 1 2 calc SR . . C6 C 0.0000 0.56483(19) 0.2500 0.0431(7) Uani 1 2 d S . . H6 H 0.0000 0.6251 0.2500 0.052 Uiso 1 2 calc SR . . C9 C 0.31355(16) 0.25835(13) 0.24948(13) 0.0394(5) Uani 1 1 d . . . H9 H 0.3757 0.2579 0.2490 0.047 Uiso 1 1 calc R . . B1 B -0.00467(15) 0.22209(18) 0.53099(18) 0.0393(5) 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 F4 0.1043(17) 0.0867(13) 0.0499(11) -0.0276(10) 0.0002(7) -0.0153(9) O1 0.127(2) 0.0594(13) 0.0671(12) 0.0182(10) 0.0021(12) -0.0191(12) C13 0.0574(14) 0.0507(14) 0.0595(14) 0.0023(11) -0.0116(11) -0.0067(11) C12 0.076(2) 0.096(3) 0.114(3) -0.045(2) 0.0150(19) -0.0136(19) C14 0.140(4) 0.074(2) 0.107(3) -0.009(2) 0.050(2) -0.038(2) Cu1 0.0229(2) 0.01940(18) 0.0296(2) 0.000 0.00082(10) 0.000 C10 0.0334(10) 0.0396(11) 0.0432(10) 0.0009(8) 0.0092(8) -0.0055(8) F1 0.0601(10) 0.0459(8) 0.0334(8) 0.0107(5) -0.0001(5) 0.0068(5) C8 0.0330(10) 0.0408(11) 0.0438(10) 0.0022(9) -0.0058(8) 0.0042(8) C7 0.0318(10) 0.0331(9) 0.0343(9) 0.0043(8) -0.0009(7) 0.0009(8) C11 0.0314(9) 0.0304(9) 0.0332(9) 0.0023(7) 0.0030(7) -0.0015(7) N2 0.0254(11) 0.0218(10) 0.0337(11) 0.000 -0.0026(7) 0.000 F3 0.0572(8) 0.0534(8) 0.0675(9) 0.0221(7) -0.0069(6) 0.0081(6) N3 0.0246(8) 0.0242(8) 0.0298(8) 0.0011(5) 0.0015(5) 0.0005(5) N1 0.0317(11) 0.0213(10) 0.0305(11) 0.000 -0.0022(7) 0.000 C4 0.0520(11) 0.0286(10) 0.0392(10) 0.0009(8) -0.0114(9) -0.0014(9) F2 0.0540(8) 0.0848(11) 0.0691(9) -0.0125(8) 0.0172(7) -0.0245(8) C5 0.0646(14) 0.0303(11) 0.0465(12) -0.0088(9) -0.0119(10) -0.0031(10) C1 0.0427(11) 0.0290(10) 0.0367(9) -0.0016(8) 0.0019(8) 0.0060(8) C2 0.0634(15) 0.0305(11) 0.0546(13) -0.0112(9) -0.0023(11) 0.0102(10) C3 0.067(2) 0.0214(14) 0.068(2) 0.000 -0.0113(15) 0.000 C6 0.0512(19) 0.0219(13) 0.0564(19) 0.000 -0.0002(12) 0.000 C9 0.0240(11) 0.0427(12) 0.0516(14) -0.0054(9) 0.0005(7) -0.0004(8) B1 0.0466(14) 0.0436(13) 0.0277(11) 0.0035(10) 0.0003(8) 0.0008(10) _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 F4 B1 1.348(3) . ? O1 C13 1.201(3) . ? C13 C14 1.482(4) . ? C13 C12 1.481(4) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? Cu1 N3 2.0135(19) 4 ? Cu1 N3 2.0136(19) . ? Cu1 N1 2.028(2) . ? Cu1 N2 2.033(2) . ? C10 C11 1.377(3) . ? C10 C9 1.384(3) . ? C10 H10 0.9500 . ? F1 B1 1.397(3) . ? C8 C7 1.378(3) . ? C8 C9 1.384(3) . ? C8 H8 0.9500 . ? C7 N3 1.349(2) . ? C7 H7 0.9500 . ? C11 N3 1.347(2) . ? C11 H11 0.9500 . ? N2 C4 1.337(2) . ? N2 C4 1.337(2) 4 ? F3 B1 1.388(3) . ? N1 C1 1.342(2) 4 ? N1 C1 1.342(2) . ? C4 C5 1.387(3) . ? C4 H4 0.9500 . ? F2 B1 1.397(3) . ? C5 C6 1.379(3) . ? C5 H5 0.9500 . ? C1 C2 1.378(3) . ? C1 H1 0.9500 . ? C2 C3 1.386(3) . ? C2 H2 0.9500 . ? C3 C2 1.386(3) 4 ? C3 H3 0.9500 . ? C6 C5 1.379(3) 4 ? C6 H6 0.9500 . ? C9 H9 0.9500 . ? 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 O1 C13 C14 120.5(3) . . ? O1 C13 C12 122.8(3) . . ? C14 C13 C12 116.6(3) . . ? C13 C12 H12A 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C13 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N3 Cu1 N3 179.66(8) 4 . ? N3 Cu1 N1 90.17(4) 4 . ? N3 Cu1 N1 90.17(4) . . ? N3 Cu1 N2 89.83(4) 4 . ? N3 Cu1 N2 89.83(4) . . ? N1 Cu1 N2 180.0 . . ? C11 C10 C9 119.30(18) . . ? C11 C10 H10 120.3 . . ? C9 C10 H10 120.3 . . ? C7 C8 C9 119.12(19) . . ? C7 C8 H8 120.4 . . ? C9 C8 H8 120.4 . . ? N3 C7 C8 122.57(18) . . ? N3 C7 H7 118.7 . . ? C8 C7 H7 118.7 . . ? N3 C11 C10 122.49(18) . . ? N3 C11 H11 118.8 . . ? C10 C11 H11 118.8 . . ? C4 N2 C4 118.0(2) . 4 ? C4 N2 Cu1 120.99(12) . . ? C4 N2 Cu1 120.99(12) 4 . ? C11 N3 C7 117.86(18) . . ? C11 N3 Cu1 120.91(12) . . ? C7 N3 Cu1 121.21(12) . . ? C1 N1 C1 118.2(2) 4 . ? C1 N1 Cu1 120.91(12) 4 . ? C1 N1 Cu1 120.91(12) . . ? N2 C4 C5 122.61(19) . . ? N2 C4 H4 118.7 . . ? C5 C4 H4 118.7 . . ? C6 C5 C4 119.1(2) . . ? C6 C5 H5 120.4 . . ? C4 C5 H5 120.4 . . ? N1 C1 C2 122.6(2) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C1 C2 C3 119.1(2) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C2 C3 C2 118.6(3) 4 . ? C2 C3 H3 120.7 4 . ? C2 C3 H3 120.7 . . ? C5 C6 C5 118.5(3) . 4 ? C5 C6 H6 120.7 . . ? C5 C6 H6 120.7 4 . ? C10 C9 C8 118.6(2) . . ? C10 C9 H9 120.7 . . ? C8 C9 H9 120.7 . . ? F4 B1 F3 111.7(2) . . ? F4 B1 F1 112.0(2) . . ? F3 B1 F1 106.74(17) . . ? F4 B1 F2 109.88(19) . . ? F3 B1 F2 109.2(2) . . ? F1 B1 F2 107.13(17) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C9 C8 C7 N3 -0.6(3) . . . . ? C9 C10 C11 N3 -1.1(3) . . . . ? N3 Cu1 N2 C4 109.79(12) 4 . . . ? N3 Cu1 N2 C4 -70.21(12) . . . . ? N1 Cu1 N2 C4 0(41) . . . . ? N3 Cu1 N2 C4 -70.21(13) 4 . . 4 ? N3 Cu1 N2 C4 109.79(13) . . . 4 ? N1 Cu1 N2 C4 0(62) . . . 4 ? C10 C11 N3 C7 0.8(3) . . . . ? C10 C11 N3 Cu1 -178.35(14) . . . . ? C8 C7 N3 C11 0.1(3) . . . . ? C8 C7 N3 Cu1 179.24(15) . . . . ? N3 Cu1 N3 C11 -56.56(13) 4 . . . ? N1 Cu1 N3 C11 123.43(13) . . . . ? N2 Cu1 N3 C11 -56.57(13) . . . . ? N3 Cu1 N3 C7 124.36(13) 4 . . . ? N1 Cu1 N3 C7 -55.65(13) . . . . ? N2 Cu1 N3 C7 124.35(13) . . . . ? N3 Cu1 N1 C1 -55.25(10) 4 . . 4 ? N3 Cu1 N1 C1 124.75(10) . . . 4 ? N2 Cu1 N1 C1 0(72) . . . 4 ? N3 Cu1 N1 C1 124.75(10) 4 . . . ? N3 Cu1 N1 C1 -55.25(10) . . . . ? N2 Cu1 N1 C1 0(32) . . . . ? C4 N2 C4 C5 0.54(18) 4 . . . ? Cu1 N2 C4 C5 -179.46(18) . . . . ? N2 C4 C5 C6 -1.1(4) . . . . ? C1 N1 C1 C2 0.64(16) 4 . . . ? Cu1 N1 C1 C2 -179.36(16) . . . . ? N1 C1 C2 C3 -1.2(3) . . . . ? C1 C2 C3 C2 0.59(15) . . . 4 ? C4 C5 C6 C5 0.50(17) . . . 4 ? C11 C10 C9 C8 0.5(3) . . . . ? C7 C8 C9 C10 0.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.42 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.924 _refine_diff_density_min -0.266 _refine_diff_density_rms 0.090 _database_code_depnum_ccdc_archive 'CCDC 870629' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_b-CuCH3SO3py_111004-2 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C22 H31.34 Cu N4 O8.67 S2' _chemical_formula_moiety 'C22 H31.34 Cu N4 O8.67 S2' _chemical_formula_weight 618.24 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting cubic _symmetry_space_group_name_H-M 'P n -3 n' _symmetry_space_group_name_Hall '-P 4a 2bc 3' _symmetry_Int_Tables_number 222 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 +Y,+Z,+X 3 +Z,+X,+Y 4 1/2+X,1/2+Y,-Z 5 1/2+Y,1/2+Z,-X 6 1/2+Z,1/2+X,-Y 7 +Y,1/2-Z,1/2-X 8 +Z,1/2-X,1/2-Y 9 1/2-Z,+X,1/2-Y 10 1/2-X,+Y,1/2-Z 11 1/2-Y,+Z,1/2-X 12 +X,1/2-Y,1/2-Z 13 1/2+Y,1/2+X,1/2+Z 14 1/2+Z,1/2+Y,1/2+X 15 1/2+X,1/2+Z,1/2+Y 16 +Y,+X,1/2-Z 17 +Z,+Y,1/2-X 18 +X,+Z,1/2-Y 19 -Z,1/2+Y,-X 20 -X,1/2+Z,-Y 21 1/2+X,-Z,-Y 22 1/2+Y,-X,-Z 23 1/2+Z,-Y,-X 24 -Y,1/2+X,-Z 25 -X,-Y,-Z 26 -Y,-Z,-X 27 -Z,-X,-Y 28 1/2-X,1/2-Y,+Z 29 1/2-Y,1/2-Z,+X 30 1/2-Z,1/2-X,+Y 31 -Y,1/2+Z,1/2+X 32 -Z,1/2+X,1/2+Y 33 1/2+Z,-X,1/2+Y 34 1/2+X,-Y,1/2+Z 35 1/2+Y,-Z,1/2+X 36 -X,1/2+Y,1/2+Z 37 1/2-Y,1/2-X,1/2-Z 38 1/2-Z,1/2-Y,1/2-X 39 1/2-X,1/2-Z,1/2-Y 40 -Y,-X,1/2+Z 41 -Z,-Y,1/2+X 42 -X,-Z,1/2+Y 43 +Z,1/2-Y,+X 44 +X,1/2-Z,+Y 45 1/2-X,+Z,+Y 46 1/2-Y,+X,+Z 47 1/2-Z,+Y,+X 48 +Y,1/2-X,+Z #------------------------------------------------------------------------------ _cell_length_a 16.6403(7) _cell_length_b 16.6403(7) _cell_length_c 16.6403(7) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 90.0000 _cell_volume 4607.7(4) _cell_formula_units_Z 6 _cell_measurement_reflns_used 36003 _cell_measurement_theta_min 3.00 _cell_measurement_theta_max 27.42 _cell_measurement_temperature 173 #------------------------------------------------------------------------------ _exptl_crystal_description chunk _exptl_crystal_colour blue _exptl_crystal_size_max 0.380 _exptl_crystal_size_mid 0.250 _exptl_crystal_size_min 0.250 _exptl_crystal_density_diffrn 1.337 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1930.20 _exptl_absorpt_coefficient_mu 0.895 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.590 _exptl_absorpt_correction_T_max 0.799 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 173 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 62146 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_theta_max 27.42 _diffrn_reflns_theta_full 27.42 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 890 _reflns_number_gt 749 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0555 _refine_ls_wR_factor_ref 0.1979 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 890 _refine_ls_number_parameters 74 _refine_ls_goodness_of_fit_ref 1.120 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1513P)^2^+0.3807P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.600 _refine_diff_density_min -0.160 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; O O 0.0106 0.0060 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.0061 0.0033 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Cu Cu 0.3201 1.2651 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; S S 0.1246 0.1234 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 0.7500 0.2500 0.2500 0.0450(5) Uani 1.0 6 d . . . S1 S 0.52849(17) 0.2741(6) 0.2667(9) 0.0516(9) Uani 0.2500 48 d . . . O2 O 0.5183(4) 0.2690(4) 0.3531(3) 0.0898(14) Uani 0.5000 48 d . . . O3 O 0.4351(4) 0.4351(4) 0.0649(4) 0.088(3) Uani 0.5000 16 d . . . O4 O 0.3989(10) 0.4310(8) 0.0102(9) 0.091(5) Uani 0.1667 48 d . . . N1 N 0.7500 0.16311(10) 0.33689(10) 0.0423(7) Uani 1.0 24 d . . . C1 C 0.80571(12) 0.10462(10) 0.33673(11) 0.0462(6) Uani 1.0 48 d . . . C2 C 0.80711(11) 0.04487(11) 0.39439(11) 0.0473(6) Uani 1.0 48 d . . . C3 C 0.7500 0.04557(13) 0.45443(13) 0.0489(8) Uani 1.0 24 d . . . C4 C 0.4493(10) 0.2134(16) 0.225(3) 0.113(9) Uani 0.2500 48 d . . . H1 H 0.8454 0.1044 0.2957 0.0554 Uiso 1.0 48 calc R . . H2 H 0.8468 0.0039 0.3927 0.0568 Uiso 1.0 48 calc R . . H3 H 0.7500 0.0052 0.4948 0.0587 Uiso 1.0 24 calc R . . O1A O 0.6034(3) 0.2500 0.2500 0.0915 Uani 0.5000 12 d . . . O1B O 0.6034(3) 0.2500 0.2500 0.0915 Uani 0.5000 12 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu1 0.0688(6) 0.0332(5) 0.0332(5) 0.0000 0.0000 0.0000 S1 0.0583(13) 0.042(4) 0.055(5) 0.0026(10) -0.0082(15) 0.0007(16) O2 0.108(4) 0.112(3) 0.049(3) 0.031(3) 0.007(2) -0.005(2) O3 0.088(3) 0.088(3) 0.088(3) 0.001(3) -0.001(3) -0.001(3) O4 0.113(10) 0.060(6) 0.102(10) 0.004(7) -0.066(9) 0.002(7) N1 0.0590(15) 0.0340(8) 0.0340(8) 0.0034(6) 0.0034(6) -0.0004(9) C1 0.0568(12) 0.0408(10) 0.0409(10) 0.0029(8) 0.0070(8) -0.0016(7) C2 0.0548(11) 0.0396(10) 0.0474(11) 0.0064(7) -0.0017(8) -0.0007(7) C3 0.0647(19) 0.0410(10) 0.0410(10) -0.0040(8) -0.0040(8) 0.0046(11) C4 0.072(9) 0.083(13) 0.18(3) -0.007(8) -0.051(17) -0.036(11) O1A 0.069(3) 0.103(3) 0.103(3) 0.0000 0.0000 0.0000 O1B 0.069(3) 0.103(3) 0.103(3) 0.0000 0.0000 0.0000 #============================================================================== _computing_data_collection 'RAPID AUTO' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SnB (Miller, et al., 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics CrystalMaker #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Cu1 N1 2.0448(17) yes . . Cu1 N1 2.0448(17) yes . 10_655 Cu1 N1 2.0448(17) yes . 12_555 Cu1 N1 2.0448(17) yes . 18_555 Cu1 O1A 2.439 yes . . Cu1 O1A 2.439 yes . 10_655 Cu1 O1B 2.439 yes . . Cu1 O1B 2.439 yes . 10_655 S1 O2 1.451(15) yes . . S1 O2 2.124(15) yes . 12_555 S1 O2 1.453(11) yes . 18_555 S1 O2 2.123(10) yes . 44_555 S1 C4 1.80(3) yes . . S1 C4 1.341(18) yes . 12_555 S1 C4 1.59(3) yes . 18_555 S1 C4 1.59(3) yes . 44_555 S1 O1A 1.338 yes . . S1 O1B 1.338 yes . . O2 C4 1.76(4) yes . 12_555 O2 C4 1.75(3) yes . 18_555 O3 O4 1.094(16) yes . . O3 O4 1.094(16) yes . 7_555 O3 O4 1.094(16) yes . 9_555 N1 C1 1.344(3) yes . . N1 C1 1.344(3) yes . 39_655 C1 C2 1.382(3) yes . . C2 C3 1.379(3) yes . . C4 C4 1.48(5) yes . 12_555 C4 C4 1.04(6) yes . 18_555 C4 C4 1.04(6) yes . 44_555 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 N1 Cu1 N1 90.00(7) yes . . 10_655 N1 Cu1 N1 180.00(7) yes . . 12_555 N1 Cu1 N1 90.00(7) yes . . 18_555 N1 Cu1 O1A 90.000 yes . . . N1 Cu1 O1A 90.000 yes . . 10_655 N1 Cu1 O1B 90.000 yes . . . N1 Cu1 O1B 90.000 yes . . 10_655 N1 Cu1 N1 90.00(7) yes 10_655 . 12_555 N1 Cu1 N1 180.00(7) yes 10_655 . 18_555 N1 Cu1 O1A 90.000 yes 10_655 . . N1 Cu1 O1A 90.000 yes 10_655 . 10_655 N1 Cu1 O1B 90.000 yes 10_655 . . N1 Cu1 O1B 90.000 yes 10_655 . 10_655 N1 Cu1 N1 90.00(7) yes 12_555 . 18_555 N1 Cu1 O1A 90.000 yes 12_555 . . N1 Cu1 O1A 90.000 yes 12_555 . 10_655 N1 Cu1 O1B 90.000 yes 12_555 . . N1 Cu1 O1B 90.000 yes 12_555 . 10_655 N1 Cu1 O1A 90.000 yes 18_555 . . N1 Cu1 O1A 90.000 yes 18_555 . 10_655 N1 Cu1 O1B 90.000 yes 18_555 . . N1 Cu1 O1B 90.000 yes 18_555 . 10_655 O1A Cu1 O1A 180.000 yes . . 10_655 O1A Cu1 O1B 0.000 yes . . . O1A Cu1 O1B 180.000 yes . . 10_655 O1A Cu1 O1B 180.000 yes 10_655 . . O1A Cu1 O1B 0.000 yes 10_655 . 10_655 O1B Cu1 O1B 180.000 yes . . 10_655 O2 S1 O2 154.3(6) yes . . 12_555 O2 S1 O2 116.3(8) yes . . 18_555 O2 S1 O2 85.1(6) yes . . 44_555 O2 S1 C4 105.3(16) yes . . . O2 S1 C4 78(3) yes . . 12_555 O2 S1 C4 70.4(11) yes . . 18_555 O2 S1 C4 117.2(10) yes . . 44_555 O2 S1 O1A 107.263 yes . . . O2 S1 O1B 107.263 yes . . . O2 S1 O2 85.0(7) yes 12_555 . 18_555 O2 S1 O2 71.0(4) yes 12_555 . 44_555 O2 S1 C4 52.5(15) yes 12_555 . . O2 S1 C4 94(3) yes 12_555 . 12_555 O2 S1 C4 87.5(12) yes 12_555 . 18_555 O2 S1 C4 54.1(12) yes 12_555 . 44_555 O2 S1 O1A 77.240 yes 12_555 . . O2 S1 O1B 77.240 yes 12_555 . . O2 S1 O2 154.2(9) yes 18_555 . 44_555 O2 S1 C4 105.4(13) yes 18_555 . . O2 S1 C4 77.7(15) yes 18_555 . 12_555 O2 S1 C4 117.1(15) yes 18_555 . 18_555 O2 S1 C4 70.5(19) yes 18_555 . 44_555 O2 S1 O1A 107.146 yes 18_555 . . O2 S1 O1B 107.146 yes 18_555 . . O2 S1 C4 52.4(10) yes 44_555 . . O2 S1 C4 94.3(12) yes 44_555 . 12_555 O2 S1 C4 54.3(17) yes 44_555 . 18_555 O2 S1 C4 87.4(19) yes 44_555 . 44_555 O2 S1 O1A 77.293 yes 44_555 . . O2 S1 O1B 77.293 yes 44_555 . . C4 S1 C4 53.7(18) yes . . 12_555 C4 S1 C4 35.2(18) yes . . 18_555 C4 S1 C4 35(2) yes . . 44_555 C4 S1 O1A 115.739 yes . . . C4 S1 O1B 115.739 yes . . . C4 S1 C4 41(2) yes 12_555 . 18_555 C4 S1 C4 41(3) yes 12_555 . 44_555 C4 S1 O1A 169.482 yes 12_555 . . C4 S1 O1B 169.482 yes 12_555 . . C4 S1 C4 55.5(17) yes 18_555 . 44_555 C4 S1 O1A 131.554 yes 18_555 . . C4 S1 O1B 131.554 yes 18_555 . . C4 S1 O1A 131.307 yes 44_555 . . C4 S1 O1B 131.307 yes 44_555 . . O1A S1 O1B 0.000 yes . . . S1 O2 S1 23.1(5) yes . . 12_555 S1 O2 S1 4.9(5) yes . . 18_555 S1 O2 S1 27.4(7) yes . . 44_555 S1 O2 C4 48.2(12) yes . . 12_555 S1 O2 C4 58.4(10) yes . . 18_555 S1 O2 S1 18.7(5) yes 12_555 . 18_555 S1 O2 S1 5.0(6) yes 12_555 . 44_555 S1 O2 C4 54.2(12) yes 12_555 . 12_555 S1 O2 C4 47.2(8) yes 12_555 . 18_555 S1 O2 S1 23.2(7) yes 18_555 . 44_555 S1 O2 C4 47.1(12) yes 18_555 . 12_555 S1 O2 C4 54.3(9) yes 18_555 . 18_555 S1 O2 C4 58.4(12) yes 44_555 . 12_555 S1 O2 C4 48.3(8) yes 44_555 . 18_555 C4 O2 C4 34.6(18) yes 12_555 . 18_555 O4 O3 O4 118.4(12) yes . . 7_555 O4 O3 O4 118.4(12) yes . . 9_555 O4 O3 O4 118.4(12) yes 7_555 . 9_555 Cu1 N1 C1 120.71(11) yes . . . Cu1 N1 C1 120.71(11) yes . . 39_655 C1 N1 C1 118.59(17) yes . . 39_655 N1 C1 C2 122.09(18) yes . . . C1 C2 C3 119.04(18) yes . . . C2 C3 C2 119.16(19) yes . . 39_655 S1 C4 S1 32.1(9) yes . . 12_555 S1 C4 S1 22.4(7) yes . . 18_555 S1 C4 S1 22.3(7) yes . . 44_555 S1 C4 O2 73.3(10) yes . . 12_555 S1 C4 O2 73.4(12) yes . . 44_555 S1 C4 C4 47.1(11) yes . . 12_555 S1 C4 C4 61(3) yes . . 18_555 S1 C4 C4 61.3(18) yes . . 44_555 S1 C4 S1 25.4(7) yes 12_555 . 18_555 S1 C4 S1 25.5(9) yes 12_555 . 44_555 S1 C4 O2 53.8(13) yes 12_555 . 12_555 S1 C4 O2 54.0(11) yes 12_555 . 44_555 S1 C4 C4 79.2(18) yes 12_555 . 12_555 S1 C4 C4 82(3) yes 12_555 . 18_555 S1 C4 C4 82.3(17) yes 12_555 . 44_555 S1 C4 S1 35.7(8) yes 18_555 . 44_555 S1 C4 O2 51.2(10) yes 18_555 . 12_555 S1 C4 O2 78.8(11) yes 18_555 . 44_555 S1 C4 C4 62.2(14) yes 18_555 . 12_555 S1 C4 C4 83(3) yes 18_555 . 18_555 S1 C4 C4 56.8(14) yes 18_555 . 44_555 S1 C4 O2 78.6(9) yes 44_555 . 12_555 S1 C4 O2 51.2(11) yes 44_555 . 44_555 S1 C4 C4 62.4(17) yes 44_555 . 12_555 S1 C4 C4 57.0(19) yes 44_555 . 18_555 S1 C4 C4 84(2) yes 44_555 . 44_555 O2 C4 O2 89.2(10) yes 12_555 . 44_555 O2 C4 C4 106(2) yes 12_555 . 12_555 O2 C4 C4 134(3) yes 12_555 . 18_555 O2 C4 C4 73(3) yes 12_555 . 44_555 O2 C4 C4 107(3) yes 44_555 . 12_555 O2 C4 C4 73(3) yes 44_555 . 18_555 O2 C4 C4 134(3) yes 44_555 . 44_555 C4 C4 C4 45(4) yes 12_555 . 18_555 C4 C4 C4 45(3) yes 12_555 . 44_555 C4 C4 C4 90(5) yes 18_555 . 44_555 Cu1 O1A S1 158.666 yes . . . Cu1 O1A S1 158.666 yes . . 12_555 Cu1 O1A S1 158.666 yes . . 18_555 Cu1 O1A S1 158.666 yes . . 44_555 S1 O1A S1 42.667 yes . . 12_555 S1 O1A S1 29.813 yes . . 18_555 S1 O1A S1 29.813 yes . . 44_555 S1 O1A S1 29.813 yes 12_555 . 18_555 S1 O1A S1 29.813 yes 12_555 . 44_555 S1 O1A S1 42.667 yes 18_555 . 44_555 Cu1 O1B S1 158.666 yes . . . Cu1 O1B S1 158.666 yes . . 12_555 Cu1 O1B S1 158.666 yes . . 18_555 Cu1 O1B S1 158.666 yes . . 44_555 S1 O1B S1 42.667 yes . . 12_555 S1 O1B S1 29.813 yes . . 18_555 S1 O1B S1 29.813 yes . . 44_555 S1 O1B S1 29.813 yes 12_555 . 18_555 S1 O1B S1 29.813 yes 12_555 . 44_555 S1 O1B S1 42.667 yes 18_555 . 44_555 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 870630' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_b-CuPF6py_acetone_061109 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C26 H32 Cu F12 N4 O2 P2' _chemical_formula_moiety 'C26 H32 Cu F12 N4 O2 P2' _chemical_formula_weight 786.04 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,+Y,1/2-Z 3 -X,-Y,-Z 4 +X,-Y,1/2+Z 5 1/2+X,1/2+Y,+Z 6 1/2-X,1/2+Y,1/2-Z 7 1/2-X,1/2-Y,-Z 8 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 14.1997(5) _cell_length_b 15.7445(6) _cell_length_c 15.5562(7) _cell_angle_alpha 90.0000 _cell_angle_beta 91.1894(13) _cell_angle_gamma 90.0000 _cell_volume 3477.1(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 13121 _cell_measurement_theta_min 3.13 _cell_measurement_theta_max 27.45 _cell_measurement_temperature 173 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour purple _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.350 _exptl_crystal_size_min 0.350 _exptl_crystal_density_diffrn 1.501 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1596.00 _exptl_absorpt_coefficient_mu 0.814 _exptl_absorpt_correction_type none #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 173 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 16801 _diffrn_reflns_av_R_equivalents 0.0201 _diffrn_reflns_theta_max 27.44 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3966 _reflns_number_gt 3585 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0309 _refine_ls_wR_factor_ref 0.0896 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3966 _refine_ls_number_parameters 215 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0543P)^2^+1.9344P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_diff_density_max 0.530 _refine_diff_density_min -0.240 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Cu Cu 0.3201 1.2651 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; F F 0.0171 0.0103 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.0061 0.0033 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0106 0.0060 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; P P 0.1023 0.0942 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 Cu(1) Cu 1.0000 0.228562(14) 0.2500 0.02036(9) Uani 1.0 4 d . . . P(1) P 1.28627(3) 0.22592(2) 0.22913(3) 0.02507(11) Uani 1.0 8 d . . . F(1) F 1.17201(7) 0.22788(6) 0.23732(7) 0.0337(3) Uani 1.0 8 d . . . F(2) F 1.39802(7) 0.22362(7) 0.22138(8) 0.0471(3) Uani 1.0 8 d . . . F(3) F 1.27524(8) 0.15886(8) 0.15265(8) 0.0506(3) Uani 1.0 8 d . . . F(4) F 1.29424(8) 0.29250(8) 0.30551(8) 0.0509(3) Uani 1.0 8 d . . . F(5) F 1.29031(8) 0.15016(8) 0.29694(8) 0.0531(3) Uani 1.0 8 d . . . F(6) F 1.27935(8) 0.30111(8) 0.16147(8) 0.0516(3) Uani 1.0 8 d . . . O(1) O 0.75221(14) 0.45268(14) 0.06342(12) 0.0847(7) Uani 1.0 8 d . . . N(1) N 1.01276(9) 0.23064(7) 0.37949(8) 0.0242(3) Uani 1.0 8 d . . . N(2) N 1.0000 0.35680(10) 0.2500 0.0224(4) Uani 1.0 4 d . . . N(3) N 1.0000 0.10030(11) 0.2500 0.0249(4) Uani 1.0 4 d . . . C(1) C 1.09012(12) 0.20088(11) 0.42060(11) 0.0343(4) Uani 1.0 8 d . . . C(2) C 1.10332(13) 0.20760(13) 0.50864(12) 0.0429(5) Uani 1.0 8 d . . . C(3) C 1.03389(14) 0.24466(14) 0.55677(11) 0.0417(4) Uani 1.0 8 d . . . C(4) C 0.95342(14) 0.27424(12) 0.51499(12) 0.0409(5) Uani 1.0 8 d . . . C(5) C 0.94578(11) 0.26695(11) 0.42646(11) 0.0318(4) Uani 1.0 8 d . . . C(6) C 0.92911(10) 0.40072(9) 0.21210(10) 0.0286(3) Uani 1.0 8 d . . . C(7) C 0.92658(12) 0.48853(10) 0.21144(12) 0.0369(4) Uani 1.0 8 d . . . C(8) C 1.0000 0.53342(15) 0.2500 0.0413(6) Uani 1.0 4 d . . . C(9) C 1.06528(11) 0.05630(10) 0.20698(11) 0.0314(4) Uani 1.0 8 d . . . C(10) C 1.06800(13) -0.03157(11) 0.20649(13) 0.0417(4) Uani 1.0 8 d . . . C(11) C 1.0000 -0.07614(15) 0.2500 0.0458(7) Uani 1.0 4 d . . . C(12) C 0.8460(4) 0.5002(3) -0.0487(3) 0.145(3) Uani 1.0 8 d . . . C(13) C 0.7556(3) 0.49139(16) -0.00251(17) 0.0788(9) Uani 1.0 8 d . . . C(14) C 0.6703(4) 0.5299(3) -0.0416(4) 0.151(2) Uani 1.0 8 d . . . H(1) H 1.1375 0.1742 0.3879 0.0412 Uiso 1.0 8 calc R . . H(2) H 1.1594 0.1870 0.5356 0.0514 Uiso 1.0 8 calc R . . H(3) H 1.0412 0.2498 0.6174 0.0500 Uiso 1.0 8 calc R . . H(4) H 0.9041 0.2992 0.5466 0.0491 Uiso 1.0 8 calc R . . H(5) H 0.8910 0.2885 0.3979 0.0381 Uiso 1.0 8 calc R . . H(6) H 0.8790 0.3703 0.1848 0.0343 Uiso 1.0 8 calc R . . H(7) H 0.8751 0.5177 0.1849 0.0442 Uiso 1.0 8 calc R . . H(8) H 1.0000 0.5938 0.2500 0.0496 Uiso 1.0 4 calc R . . H(9) H 1.1112 0.0867 0.1758 0.0377 Uiso 1.0 8 calc R . . H(10) H 1.1159 -0.0608 0.1767 0.0500 Uiso 1.0 8 calc R . . H(11) H 1.0000 -0.1365 0.2500 0.0549 Uiso 1.0 4 calc R . . H(12) H 0.8794 0.5509 -0.0280 0.1737 Uiso 1.0 8 calc R . . H(13) H 0.8329 0.5055 -0.1105 0.1737 Uiso 1.0 8 calc R . . H(14) H 0.8851 0.4499 -0.0379 0.1737 Uiso 1.0 8 calc R . . H(15) H 0.6394 0.4887 -0.0801 0.1815 Uiso 1.0 8 calc R . . H(16) H 0.6878 0.5804 -0.0745 0.1815 Uiso 1.0 8 calc R . . H(17) H 0.6270 0.5462 0.0038 0.1815 Uiso 1.0 8 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu(1) 0.02329(14) 0.01955(13) 0.01825(14) 0.0000 0.00065(9) 0.0000 P(1) 0.01945(19) 0.0286(2) 0.0272(3) 0.00059(13) 0.00048(14) 0.00085(14) F(1) 0.0206(5) 0.0438(6) 0.0367(6) 0.0010(4) 0.0016(4) -0.0007(4) F(2) 0.0205(5) 0.0665(8) 0.0542(8) 0.0019(5) 0.0034(5) 0.0015(6) F(3) 0.0426(6) 0.0584(7) 0.0512(7) -0.0059(5) 0.0098(5) -0.0262(6) F(4) 0.0413(6) 0.0599(7) 0.0512(7) -0.0004(6) -0.0069(5) -0.0252(6) F(5) 0.0476(7) 0.0531(7) 0.0590(8) 0.0143(6) 0.0084(6) 0.0279(6) F(6) 0.0452(6) 0.0519(7) 0.0578(8) -0.0023(6) 0.0011(6) 0.0274(6) O(1) 0.0825(13) 0.1098(16) 0.0613(12) -0.0411(12) -0.0121(10) 0.0293(11) N(1) 0.0278(7) 0.0245(6) 0.0203(6) 0.0013(5) 0.0008(5) 0.0007(5) N(2) 0.0244(8) 0.0197(8) 0.0231(9) 0.0000 -0.0001(7) 0.0000 N(3) 0.0274(9) 0.0207(8) 0.0266(9) 0.0000 0.0020(7) 0.0000 C(1) 0.0339(8) 0.0428(9) 0.0262(8) 0.0115(7) 0.0018(7) 0.0033(7) C(2) 0.0406(10) 0.0601(11) 0.0277(9) 0.0145(9) -0.0039(7) 0.0058(8) C(3) 0.0445(10) 0.0602(11) 0.0203(8) 0.0070(9) -0.0014(7) 0.0004(8) C(4) 0.0372(9) 0.0606(12) 0.0252(9) 0.0098(8) 0.0047(7) -0.0045(8) C(5) 0.0274(8) 0.0431(9) 0.0247(8) 0.0053(7) -0.0002(6) -0.0026(6) C(6) 0.0279(7) 0.0271(7) 0.0306(8) 0.0012(6) -0.0025(6) 0.0009(6) C(7) 0.0386(9) 0.0277(8) 0.0441(10) 0.0077(7) -0.0035(7) 0.0035(7) C(8) 0.0500(14) 0.0217(11) 0.0522(16) 0.0000 -0.0005(12) 0.0000 C(9) 0.0316(8) 0.0272(8) 0.0357(9) -0.0012(6) 0.0066(7) -0.0033(6) C(10) 0.0452(10) 0.0287(8) 0.0515(11) 0.0061(8) 0.0102(8) -0.0069(8) C(11) 0.0597(17) 0.0222(11) 0.0557(17) 0.0000 0.0069(13) 0.0000 C(12) 0.215(6) 0.120(4) 0.102(3) -0.083(4) 0.083(4) -0.035(3) C(13) 0.126(3) 0.0583(14) 0.0519(15) -0.0501(17) 0.0017(15) -0.0005(12) C(14) 0.225(6) 0.102(3) 0.124(4) -0.017(4) -0.051(4) 0.057(3) #============================================================================== _computing_data_collection 'RAPID AUTO' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics CrystalMaker #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Cu(1) F(1) 2.4545(10) yes . . Cu(1) F(1) 2.4545(10) yes . 2_755 Cu(1) N(1) 2.0190(13) yes . . Cu(1) N(1) 2.0190(13) yes . 2_755 Cu(1) N(2) 2.0190(16) yes . . Cu(1) N(3) 2.0194(18) yes . . P(1) F(1) 1.6304(11) yes . . P(1) F(2) 1.5943(11) yes . . P(1) F(3) 1.5959(14) yes . . P(1) F(4) 1.5868(14) yes . . P(1) F(5) 1.5926(14) yes . . P(1) F(6) 1.5858(14) yes . . O(1) C(13) 1.195(4) yes . . N(1) C(1) 1.344(2) yes . . N(1) C(5) 1.339(2) yes . . N(2) C(6) 1.3470(17) yes . . N(2) C(6) 1.3470(17) yes . 2_755 N(3) C(9) 1.3464(19) yes . . N(3) C(9) 1.3464(19) yes . 2_755 C(1) C(2) 1.383(3) yes . . C(2) C(3) 1.380(3) yes . . C(3) C(4) 1.384(3) yes . . C(4) C(5) 1.384(3) yes . . C(6) C(7) 1.383(3) yes . . C(7) C(8) 1.386(2) yes . . C(9) C(10) 1.384(3) yes . . C(10) C(11) 1.382(3) yes . . C(12) C(13) 1.491(6) yes . . C(13) C(14) 1.474(7) yes . . C(1) H(1) 0.950 no . . C(2) H(2) 0.950 no . . C(3) H(3) 0.950 no . . C(4) H(4) 0.950 no . . C(5) H(5) 0.950 no . . C(6) H(6) 0.950 no . . C(7) H(7) 0.950 no . . C(8) H(8) 0.950 no . . C(9) H(9) 0.950 no . . C(10) H(10) 0.950 no . . C(11) H(11) 0.950 no . . C(12) H(12) 0.980 no . . C(12) H(13) 0.980 no . . C(12) H(14) 0.980 no . . C(14) H(15) 0.980 no . . C(14) H(16) 0.980 no . . C(14) H(17) 0.980 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 F(1) Cu(1) F(1) 179.50(4) yes . . 2_755 F(1) Cu(1) N(1) 90.65(5) yes . . . F(1) Cu(1) N(1) 89.35(5) yes . . 2_755 F(1) Cu(1) N(2) 90.25(3) yes . . . F(1) Cu(1) N(3) 89.75(3) yes . . . F(1) Cu(1) N(1) 89.35(5) yes 2_755 . . F(1) Cu(1) N(1) 90.65(5) yes 2_755 . 2_755 F(1) Cu(1) N(2) 90.25(3) yes 2_755 . . F(1) Cu(1) N(3) 89.75(3) yes 2_755 . . N(1) Cu(1) N(1) 178.14(5) yes . . 2_755 N(1) Cu(1) N(2) 89.07(4) yes . . . N(1) Cu(1) N(3) 90.93(4) yes . . . N(1) Cu(1) N(2) 89.07(4) yes 2_755 . . N(1) Cu(1) N(3) 90.93(4) yes 2_755 . . N(2) Cu(1) N(3) 180.000 yes . . . F(1) P(1) F(2) 179.74(6) yes . . . F(1) P(1) F(3) 89.33(6) yes . . . F(1) P(1) F(4) 89.12(6) yes . . . F(1) P(1) F(5) 89.12(6) yes . . . F(1) P(1) F(6) 89.41(6) yes . . . F(2) P(1) F(3) 90.63(7) yes . . . F(2) P(1) F(4) 90.92(7) yes . . . F(2) P(1) F(5) 90.62(7) yes . . . F(2) P(1) F(6) 90.85(7) yes . . . F(3) P(1) F(4) 178.45(7) yes . . . F(3) P(1) F(5) 89.99(7) yes . . . F(3) P(1) F(6) 89.73(7) yes . . . F(4) P(1) F(5) 89.87(7) yes . . . F(4) P(1) F(6) 90.36(7) yes . . . F(5) P(1) F(6) 178.51(7) yes . . . Cu(1) F(1) P(1) 179.16(6) yes . . . Cu(1) N(1) C(1) 121.65(11) yes . . . Cu(1) N(1) C(5) 120.07(11) yes . . . C(1) N(1) C(5) 118.16(14) yes . . . Cu(1) N(2) C(6) 120.89(9) yes . . . Cu(1) N(2) C(6) 120.89(9) yes . . 2_755 C(6) N(2) C(6) 118.22(15) yes . . 2_755 Cu(1) N(3) C(9) 120.97(10) yes . . . Cu(1) N(3) C(9) 120.97(10) yes . . 2_755 C(9) N(3) C(9) 118.07(16) yes . . 2_755 N(1) C(1) C(2) 122.51(16) yes . . . C(1) C(2) C(3) 119.09(17) yes . . . C(2) C(3) C(4) 118.68(17) yes . . . C(3) C(4) C(5) 119.11(18) yes . . . N(1) C(5) C(4) 122.43(16) yes . . . N(2) C(6) C(7) 122.38(14) yes . . . C(6) C(7) C(8) 119.17(16) yes . . . C(7) C(8) C(7) 118.7(2) yes . . 2_755 N(3) C(9) C(10) 122.45(16) yes . . . C(9) C(10) C(11) 119.01(18) yes . . . C(10) C(11) C(10) 119.0(2) yes . . 2_755 O(1) C(13) C(12) 120.7(3) yes . . . O(1) C(13) C(14) 121.1(4) yes . . . C(12) C(13) C(14) 118.1(4) yes . . . N(1) C(1) H(1) 118.746 no . . . C(2) C(1) H(1) 118.747 no . . . C(1) C(2) H(2) 120.454 no . . . C(3) C(2) H(2) 120.453 no . . . C(2) C(3) H(3) 120.666 no . . . C(4) C(3) H(3) 120.655 no . . . C(3) C(4) H(4) 120.450 no . . . C(5) C(4) H(4) 120.442 no . . . N(1) C(5) H(5) 118.774 no . . . C(4) C(5) H(5) 118.791 no . . . N(2) C(6) H(6) 118.813 no . . . C(7) C(6) H(6) 118.810 no . . . C(6) C(7) H(7) 120.417 no . . . C(8) C(7) H(7) 120.411 no . . . C(7) C(8) H(8) 120.666 no . . . C(7) C(8) H(8) 120.666 no 2_755 . . N(3) C(9) H(9) 118.770 no . . . C(10) C(9) H(9) 118.775 no . . . C(9) C(10) H(10) 120.492 no . . . C(11) C(10) H(10) 120.496 no . . . C(10) C(11) H(11) 120.514 no . . . C(10) C(11) H(11) 120.514 no 2_755 . . C(13) C(12) H(12) 109.482 no . . . C(13) C(12) H(13) 109.478 no . . . C(13) C(12) H(14) 109.463 no . . . H(12) C(12) H(13) 109.476 no . . . H(12) C(12) H(14) 109.465 no . . . H(13) C(12) H(14) 109.464 no . . . C(13) C(14) H(15) 109.473 no . . . C(13) C(14) H(16) 109.470 no . . . C(13) C(14) H(17) 109.469 no . . . H(15) C(14) H(16) 109.482 no . . . H(15) C(14) H(17) 109.470 no . . . H(16) C(14) H(17) 109.464 no . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 N(1) C(3) 2.777(3) no . . N(2) C(7) 2.392(3) no . 2_755 N(2) C(8) 2.781(3) no . . N(3) C(10) 2.393(3) no . 2_755 N(3) C(11) 2.778(3) no . . C(1) C(4) 2.716(3) no . . C(2) C(5) 2.719(3) no . . C(6) C(7) 2.725(3) no . 2_755 C(9) C(10) 2.723(3) no . 2_755 F(2) F(2) 3.0122(15) no . 2_855 F(2) C(3) 3.599(3) no . 7_756 F(2) C(3) 3.276(3) no . 8_554 F(2) C(4) 3.322(3) no . 8_554 F(2) C(8) 3.352(3) no . 5_545 F(2) C(11) 3.494(3) no . 5_555 F(3) O(1) 3.543(3) no . 5_545 F(3) C(4) 3.510(3) no . 8_554 F(3) C(7) 3.545(2) no . 5_545 F(3) C(13) 3.582(3) no . 5_545 F(4) O(1) 3.318(3) no . 2_755 F(4) C(2) 3.209(3) no . 7_756 F(4) C(3) 3.267(3) no . 7_756 F(4) C(10) 3.398(3) no . 6_755 F(5) C(7) 3.478(2) no . 5_545 F(5) C(8) 3.5871(17) no . 5_545 F(5) C(12) 3.452(5) no . 8_555 F(6) C(4) 3.598(3) no . 8_554 F(6) C(14) 3.335(5) no . 3_765 O(1) F(3) 3.543(3) no . 5_455 O(1) F(4) 3.318(3) no . 2_755 O(1) C(2) 3.390(3) no . 8_454 O(1) C(6) 3.477(3) no . . O(1) C(7) 3.393(3) no . . O(1) C(10) 3.478(3) no . 5_455 C(2) F(4) 3.209(3) no . 7_756 C(2) O(1) 3.390(3) no . 8_555 C(3) F(2) 3.599(3) no . 7_756 C(3) F(2) 3.276(3) no . 8_455 C(3) F(4) 3.267(3) no . 7_756 C(4) F(2) 3.322(3) no . 8_455 C(4) F(3) 3.510(3) no . 8_455 C(4) F(6) 3.598(3) no . 8_455 C(6) O(1) 3.477(3) no . . C(7) F(3) 3.545(2) no . 5_455 C(7) F(5) 3.478(2) no . 5_455 C(7) O(1) 3.393(3) no . . C(8) F(2) 3.352(3) no . 5_455 C(8) F(2) 3.352(3) no . 6_755 C(8) F(5) 3.5871(17) no . 5_455 C(8) F(5) 3.5871(17) no . 6_755 C(10) F(4) 3.398(3) no . 6_745 C(10) O(1) 3.478(3) no . 5_545 C(11) F(2) 3.494(3) no . 5_445 C(11) F(2) 3.494(3) no . 6_745 C(12) F(5) 3.452(5) no . 8_454 C(13) F(3) 3.582(3) no . 5_455 C(14) F(6) 3.335(5) no . 3_765 F(1) H(1) 2.5475 no . . F(1) H(5) 2.4619 no . 2_755 F(1) H(6) 2.6561 no . 2_755 F(1) H(9) 2.5628 no . . F(3) H(9) 2.6232 no . . F(4) H(6) 2.7553 no . 2_755 F(5) H(1) 2.6419 no . . F(6) H(5) 2.5793 no . 2_755 O(1) H(12) 2.7896 no . . O(1) H(14) 2.4839 no . . O(1) H(15) 2.7790 no . . O(1) H(17) 2.4749 no . . N(1) H(6) 2.8739 no . 2_755 N(2) H(6) 1.9876 no . 2_755 N(3) H(9) 1.9867 no . 2_755 C(8) H(7) 2.0385 no . 2_755 C(11) H(10) 2.0360 no . 2_755 C(12) H(16) 2.6007 no . . C(14) H(13) 2.5949 no . . H(1) H(2) 2.3211 no . . H(2) H(3) 2.3458 no . . H(3) H(4) 2.3493 no . . H(4) H(5) 2.3229 no . . H(6) H(7) 2.3219 no . . H(7) H(8) 2.3512 no . . H(9) H(10) 2.3236 no . . H(10) H(11) 2.3466 no . . H(12) H(16) 2.8389 no . . H(13) H(15) 2.8111 no . . H(13) H(16) 2.4489 no . . P(1) H(3) 3.4069 no . 7_756 P(1) H(4) 3.3482 no . 8_554 P(1) H(7) 3.5845 no . 5_545 F(2) H(3) 2.6686 no . 7_756 F(2) H(3) 2.6574 no . 8_554 F(2) H(4) 2.7451 no . 8_554 F(2) H(7) 3.3061 no . 5_545 F(2) H(8) 2.5394 no . 5_545 F(2) H(11) 2.6684 no . 5_555 F(3) H(4) 2.5743 no . 8_554 F(3) H(7) 2.6783 no . 5_545 F(3) H(17) 3.5692 no . 5_545 F(4) H(2) 2.5645 no . 7_756 F(4) H(3) 2.6881 no . 7_756 F(4) H(10) 2.6503 no . 6_755 F(4) H(11) 3.2615 no . 5_555 F(5) H(3) 3.1386 no . 7_756 F(5) H(7) 2.9876 no . 5_545 F(5) H(8) 3.2059 no . 5_545 F(5) H(13) 2.9000 no . 8_555 F(5) H(14) 3.2794 no . 8_555 F(6) H(4) 2.9922 no . 8_554 F(6) H(11) 3.5355 no . 5_555 F(6) H(13) 3.5194 no . 3_765 F(6) H(16) 2.3571 no . 3_765 O(1) H(2) 2.5951 no . 8_454 O(1) H(6) 2.8902 no . . O(1) H(7) 2.7440 no . . O(1) H(9) 3.4152 no . 5_455 O(1) H(10) 2.6529 no . 5_455 N(3) H(15) 3.5571 no . 7_655 N(3) H(15) 3.5571 no . 8_555 C(1) H(15) 3.0662 no . 8_555 C(2) H(10) 3.4911 no . 4_555 C(2) H(15) 3.4279 no . 8_555 C(3) H(11) 3.4969 no . 3_756 C(3) H(14) 3.4441 no . 2_755 C(4) H(12) 3.0168 no . 4_565 C(5) H(12) 3.1053 no . 4_565 C(6) H(13) 3.4372 no . 4_565 C(7) H(13) 3.0984 no . 4_565 C(8) H(13) 3.3054 no . 3_765 C(8) H(13) 3.3054 no . 4_565 C(9) H(15) 3.5507 no . 7_655 C(9) H(15) 3.5270 no . 8_555 C(9) H(17) 3.3015 no . 5_545 C(10) H(15) 3.5712 no . 7_655 C(10) H(15) 3.5168 no . 8_555 C(10) H(17) 3.5008 no . 5_545 C(11) H(3) 3.4815 no . 3_756 C(11) H(3) 3.4815 no . 4_554 C(11) H(15) 3.5471 no . 7_655 C(11) H(15) 3.5471 no . 8_555 C(12) H(4) 3.5782 no . 4_564 C(12) H(5) 3.4914 no . 4_564 C(13) H(1) 3.5205 no . 8_454 C(13) H(2) 3.1838 no . 8_454 C(13) H(7) 3.3687 no . . C(13) H(10) 3.5510 no . 5_455 C(14) H(1) 3.4242 no . 8_454 H(1) C(13) 3.5205 no . 8_555 H(1) C(14) 3.4242 no . 8_555 H(1) H(15) 2.6133 no . 8_555 H(2) F(4) 2.5645 no . 7_756 H(2) O(1) 2.5951 no . 8_555 H(2) C(13) 3.1838 no . 8_555 H(2) H(2) 3.4494 no . 7_756 H(2) H(10) 3.0332 no . 4_555 H(2) H(15) 3.3095 no . 8_555 H(3) P(1) 3.4069 no . 7_756 H(3) F(2) 2.6686 no . 7_756 H(3) F(2) 2.6574 no . 8_455 H(3) F(4) 2.6881 no . 7_756 H(3) F(5) 3.1386 no . 7_756 H(3) C(11) 3.4815 no . 3_756 H(3) H(8) 3.2737 no . 3_766 H(3) H(10) 3.2843 no . 4_555 H(3) H(11) 2.7981 no . 3_756 H(3) H(14) 3.5503 no . 2_755 H(4) P(1) 3.3482 no . 8_455 H(4) F(2) 2.7451 no . 8_455 H(4) F(3) 2.5743 no . 8_455 H(4) F(6) 2.9922 no . 8_455 H(4) C(12) 3.5782 no . 4_565 H(4) H(12) 2.6499 no . 4_565 H(5) C(12) 3.4914 no . 4_565 H(5) H(12) 2.7851 no . 4_565 H(5) H(13) 3.3482 no . 4_565 H(5) H(16) 3.5807 no . 4_565 H(6) O(1) 2.8902 no . . H(7) P(1) 3.5845 no . 5_455 H(7) F(2) 3.3061 no . 5_455 H(7) F(3) 2.6783 no . 5_455 H(7) F(5) 2.9876 no . 5_455 H(7) O(1) 2.7440 no . . H(7) C(13) 3.3687 no . . H(7) H(12) 3.3541 no . . H(7) H(13) 3.2712 no . 4_565 H(8) F(2) 2.5394 no . 5_455 H(8) F(2) 2.5394 no . 6_755 H(8) F(5) 3.2059 no . 5_455 H(8) F(5) 3.2059 no . 6_755 H(8) H(3) 3.2737 no . 3_766 H(8) H(3) 3.2737 no . 4_564 H(9) O(1) 3.4152 no . 5_545 H(9) H(17) 2.7644 no . 5_545 H(10) F(4) 2.6503 no . 6_745 H(10) O(1) 2.6529 no . 5_545 H(10) C(2) 3.4911 no . 4_554 H(10) C(13) 3.5510 no . 5_545 H(10) H(2) 3.0332 no . 4_554 H(10) H(3) 3.2843 no . 4_554 H(10) H(17) 3.1809 no . 5_545 H(11) F(2) 2.6684 no . 5_445 H(11) F(2) 2.6684 no . 6_745 H(11) F(4) 3.2615 no . 5_445 H(11) F(4) 3.2615 no . 6_745 H(11) F(6) 3.5355 no . 5_445 H(11) F(6) 3.5355 no . 6_745 H(11) C(3) 3.4969 no . 3_756 H(11) C(3) 3.4969 no . 4_554 H(11) H(3) 2.7981 no . 3_756 H(11) H(3) 2.7981 no . 4_554 H(12) C(4) 3.0168 no . 4_564 H(12) C(5) 3.1053 no . 4_564 H(12) H(4) 2.6499 no . 4_564 H(12) H(5) 2.7851 no . 4_564 H(12) H(7) 3.3541 no . . H(12) H(14) 3.4762 no . 3_765 H(13) F(5) 2.9000 no . 8_454 H(13) F(6) 3.5194 no . 3_765 H(13) C(6) 3.4372 no . 4_564 H(13) C(7) 3.0984 no . 4_564 H(13) C(8) 3.3054 no . 3_765 H(13) H(5) 3.3482 no . 4_564 H(13) H(7) 3.2712 no . 4_564 H(14) F(5) 3.2794 no . 8_454 H(14) C(3) 3.4441 no . 2_755 H(14) H(3) 3.5503 no . 2_755 H(14) H(12) 3.4762 no . 3_765 H(15) N(3) 3.5571 no . 7_655 H(15) C(1) 3.0662 no . 8_454 H(15) C(2) 3.4279 no . 8_454 H(15) C(9) 3.5507 no . 7_655 H(15) C(9) 3.5270 no . 8_454 H(15) C(10) 3.5712 no . 7_655 H(15) C(10) 3.5168 no . 8_454 H(15) C(11) 3.5471 no . 7_655 H(15) H(1) 2.6133 no . 8_454 H(15) H(2) 3.3095 no . 8_454 H(16) F(6) 2.3571 no . 3_765 H(16) H(5) 3.5807 no . 4_564 H(17) F(3) 3.5692 no . 5_455 H(17) C(9) 3.3015 no . 5_455 H(17) C(10) 3.5008 no . 5_455 H(17) H(9) 2.7644 no . 5_455 H(17) H(10) 3.1809 no . 5_455 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 870631' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_b-CuPF6py_py_111008 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C30 H30 Cu F12 N6 P2' _chemical_formula_moiety 'C30 H30 Cu F12 N6 P2' _chemical_formula_weight 828.08 _chemical_melting_point ? _chemical_absolute_configuration ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I 4 2 2' _symmetry_space_group_name_Hall 'I 4 2' _symmetry_Int_Tables_number 97 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -Y,+X,+Z 3 -X,-Y,+Z 4 +Y,-X,+Z 5 -X,+Y,-Z 6 +Y,+X,-Z 7 +X,-Y,-Z 8 -Y,-X,-Z 9 1/2+X,1/2+Y,1/2+Z 10 1/2-Y,1/2+X,1/2+Z 11 1/2-X,1/2-Y,1/2+Z 12 1/2+Y,1/2-X,1/2+Z 13 1/2-X,1/2+Y,1/2-Z 14 1/2+Y,1/2+X,1/2-Z 15 1/2+X,1/2-Y,1/2-Z 16 1/2-Y,1/2-X,1/2-Z #------------------------------------------------------------------------------ _cell_length_a 11.2091(7) _cell_length_b 11.2091(7) _cell_length_c 13.9590(11) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 90.0000 _cell_volume 1753.9(2) _cell_formula_units_Z 2 _cell_measurement_reflns_used 6699 _cell_measurement_theta_min 3.63 _cell_measurement_theta_max 27.41 _cell_measurement_temperature 173 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.380 _exptl_crystal_size_mid 0.250 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.568 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 838.00 _exptl_absorpt_coefficient_mu 0.809 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.626 _exptl_absorpt_correction_T_max 0.851 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 173 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 6982 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_theta_max 27.41 _diffrn_reflns_theta_full 27.41 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measured_fraction_theta_full 0.994 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 1013 _reflns_number_gt 961 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0299 _refine_ls_wR_factor_ref 0.0769 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 1013 _refine_ls_number_parameters 63 _refine_ls_goodness_of_fit_ref 1.134 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0531P)^2^+0.0821P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_diff_density_max 0.650 _refine_diff_density_min -0.230 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 399 Friedel Pairs' _refine_ls_abs_structure_Flack 0.024(16) 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.0061 0.0033 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Cu Cu 0.3201 1.2651 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; P P 0.1023 0.0942 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; F F 0.0171 0.0103 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 1.0000 1.0000 0.5000 0.02308(16) Uani 1.0 2 d . . . P1 P 1.0000 1.0000 0.78961(5) 0.0274(2) Uani 1.0 4 d . . . F1 F 1.0000 1.0000 0.67325(15) 0.0415(5) Uani 1.0 4 d . . . F2 F 1.0000 1.0000 0.90392(15) 0.0580(7) Uani 1.0 4 d . . . F3 F 1.02011(16) 0.85974(11) 0.78820(10) 0.0596(5) Uani 1.0 16 d . . . N1 N 0.87227(10) 0.87227(10) 0.5000 0.0272(4) Uani 1.0 8 d . . . C1 C 0.86745(18) 0.78983(17) 0.56996(15) 0.0359(4) Uani 1.0 16 d . . . C2 C 0.7802(2) 0.70258(19) 0.5725(2) 0.0470(5) Uani 1.0 16 d . . . C3 C 0.69706(14) 0.69706(14) 0.5000 0.0496(7) Uani 1.0 8 d . . . C4 C 1.0832(3) 0.4168(3) 0.2500 0.108(3) Uani 1.0 8 d . . . C5 C 1.0423(5) 0.4587(5) 0.1652(5) 0.1263(19) Uani 1.0 16 d . . . H1 H 0.9259 0.7916 0.6192 0.0431 Uiso 1.0 16 calc R . . H2 H 0.7777 0.6470 0.6238 0.0563 Uiso 1.0 16 calc R . . H3 H 0.6371 0.6371 0.5000 0.0596 Uiso 1.0 8 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu1 0.02079(18) 0.02079(18) 0.0277(3) 0.0000 0.0000 0.0000 P1 0.0302(3) 0.0302(3) 0.0216(4) 0.0000 0.0000 0.0000 F1 0.0494(7) 0.0494(7) 0.0255(10) 0.0000 0.0000 0.0000 F2 0.0748(10) 0.0748(10) 0.0245(12) 0.0000 0.0000 0.0000 F3 0.0894(13) 0.0328(6) 0.0565(9) 0.0097(7) -0.0055(8) 0.0052(5) N1 0.0246(5) 0.0246(5) 0.0322(9) -0.0014(6) 0.0023(8) -0.0023(8) C1 0.0374(10) 0.0307(9) 0.0397(10) -0.0057(7) -0.0011(8) 0.0040(8) C2 0.0490(12) 0.0355(10) 0.0564(14) -0.0115(9) 0.0070(11) 0.0092(10) C3 0.0401(8) 0.0401(8) 0.0688(19) -0.0190(10) 0.0031(16) -0.0031(16) C4 0.0512(17) 0.0512(17) 0.220(10) -0.0067(18) -0.004(3) -0.004(3) C5 0.097(4) 0.103(4) 0.179(6) -0.046(3) 0.038(3) -0.040(3) #============================================================================== _computing_data_collection 'RAPID AUTO' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics CrystalMaker #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Cu1 F1 2.418(2) yes . . Cu1 F1 2.418(2) yes . 5_756 Cu1 N1 2.0248(12) yes . . Cu1 N1 2.0248(12) yes . 2_755 Cu1 N1 2.0248(12) yes . 3_775 Cu1 N1 2.0248(12) yes . 4_575 P1 F1 1.624(3) yes . . P1 F2 1.596(3) yes . . P1 F3 1.5884(13) yes . . P1 F3 1.5884(13) yes . 2_755 P1 F3 1.5884(13) yes . 3_775 P1 F3 1.5884(13) yes . 4_575 N1 C1 1.346(3) yes . . N1 C1 1.346(3) yes . 6_556 C1 C2 1.383(3) yes . . C2 C3 1.377(3) yes . . C4 C5 1.353(7) yes . . C4 C5 1.353(7) yes . 16_665 C5 C5 1.325(8) yes . 3_765 C1 H1 0.950 no . . C2 H2 0.950 no . . C3 H3 0.950 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 F1 Cu1 F1 180.000 yes . . 5_756 F1 Cu1 N1 90.000 yes . . . F1 Cu1 N1 90.000 yes . . 2_755 F1 Cu1 N1 90.000 yes . . 3_775 F1 Cu1 N1 90.000 yes . . 4_575 F1 Cu1 N1 90.000 yes 5_756 . . F1 Cu1 N1 90.000 yes 5_756 . 2_755 F1 Cu1 N1 90.000 yes 5_756 . 3_775 F1 Cu1 N1 90.000 yes 5_756 . 4_575 N1 Cu1 N1 90.00(5) yes . . 2_755 N1 Cu1 N1 180.00(5) yes . . 3_775 N1 Cu1 N1 90.00(5) yes . . 4_575 N1 Cu1 N1 90.00(5) yes 2_755 . 3_775 N1 Cu1 N1 180.00(5) yes 2_755 . 4_575 N1 Cu1 N1 90.00(5) yes 3_775 . 4_575 F1 P1 F2 180.000 yes . . . F1 P1 F3 89.29(6) yes . . . F1 P1 F3 89.29(6) yes . . 2_755 F1 P1 F3 89.29(6) yes . . 3_775 F1 P1 F3 89.29(6) yes . . 4_575 F2 P1 F3 90.71(6) yes . . . F2 P1 F3 90.71(6) yes . . 2_755 F2 P1 F3 90.71(6) yes . . 3_775 F2 P1 F3 90.71(6) yes . . 4_575 F3 P1 F3 89.99(9) yes . . 2_755 F3 P1 F3 178.58(9) yes . . 3_775 F3 P1 F3 89.99(9) yes . . 4_575 F3 P1 F3 89.99(9) yes 2_755 . 3_775 F3 P1 F3 178.58(9) yes 2_755 . 4_575 F3 P1 F3 89.99(9) yes 3_775 . 4_575 Cu1 F1 P1 180.000 yes . . . Cu1 N1 C1 120.93(10) yes . . . Cu1 N1 C1 120.93(10) yes . . 6_556 C1 N1 C1 118.14(15) yes . . 6_556 N1 C1 C2 122.2(2) yes . . . C1 C2 C3 119.4(2) yes . . . C2 C3 C2 118.62(18) yes . . 6_556 C5 C4 C5 122.0(4) yes . . 16_665 C4 C5 C5 119.0(6) yes . . 3_765 N1 C1 H1 118.926 no . . . C2 C1 H1 118.912 no . . . C1 C2 H2 120.279 no . . . C3 C2 H2 120.281 no . . . C2 C3 H3 120.689 no . . . C2 C3 H3 120.689 no 6_556 . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 N1 C2 2.389(3) no . 6_556 N1 C3 2.777(2) no . . C1 C2 2.717(4) no . 6_556 C4 C4 2.638(5) no . 3_765 Cu1 C1 2.951(2) no . 7_576 Cu1 C1 2.951(2) no . 8_776 F2 F2 2.682(3) no . 5_757 F2 C3 3.3995(17) no . 9_555 F2 C3 3.3995(17) no . 10_655 F2 C3 3.3995(17) no . 11_665 F2 C3 3.3995(17) no . 12_565 F3 C2 3.574(3) no . 15_566 F3 C2 3.532(3) no . 16_666 F3 C4 3.224(4) no . 7_566 C2 F3 3.574(3) no . 15_466 C2 F3 3.532(3) no . 16_666 C3 F2 3.3995(17) no . 9_444 C3 F2 3.3995(17) no . 13_646 C4 F3 3.224(4) no . 7_566 C4 F3 3.224(4) no . 12_564 C4 C5 2.308(7) no . 14_545 C5 C5 2.712(9) no . 14_545 F1 H1 2.5915 no . . F1 H1 2.5915 no . 2_755 F1 H1 2.5915 no . 3_775 F1 H1 2.5915 no . 4_575 F3 H1 2.6947 no . . N1 H1 1.9874 no . 6_556 C3 H2 2.0292 no . 6_556 H1 H2 2.3219 no . . H2 H3 2.3409 no . . Cu1 H1 2.9864 no . 7_576 Cu1 H1 2.9864 no . 8_776 F2 H2 3.5428 no . 13_656 F2 H2 3.5428 no . 14_556 F2 H2 3.5428 no . 15_566 F2 H2 3.5428 no . 16_666 F2 H3 2.5542 no . 9_555 F2 H3 2.5542 no . 10_655 F2 H3 2.5542 no . 11_665 F2 H3 2.5542 no . 12_565 F3 H2 3.1387 no . 15_566 F3 H2 2.7183 no . 16_666 F3 H3 3.4422 no . 11_665 F3 H3 3.2346 no . 12_565 C4 H1 3.4493 no . 7_566 C4 H1 3.4493 no . 12_564 C4 H2 3.4915 no . 5_756 C4 H2 3.4915 no . 10_644 C5 H1 3.1461 no . 12_564 C5 H2 2.9913 no . 10_644 C5 H2 3.2320 no . 12_564 H1 C4 3.4493 no . 7_566 H1 C5 3.1461 no . 10_645 H2 F2 3.5428 no . 13_646 H2 F3 3.1387 no . 15_466 H2 F3 2.7183 no . 16_666 H2 C4 3.4915 no . 5_756 H2 C5 3.2320 no . 10_645 H2 C5 2.9913 no . 12_565 H3 F2 2.5542 no . 9_444 H3 F2 2.5542 no . 13_646 H3 F3 3.2346 no . 10_644 H3 F3 3.4422 no . 11_664 H3 F3 3.2346 no . 15_466 H3 F3 3.4422 no . 16_666 H3 H3 3.0742 no . 2_655 H3 H3 3.0742 no . 4_565 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 870632'