# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2014 ####################################################################### # # 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_wi4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(benzyltriethylammonium)tetrachloridocuprate(II) ; _chemical_melting_point 107-109 _chemical_formula_moiety '2(C13 H22 N), Cl4 Cu' _chemical_formula_sum 'C26 H44 Cl4 Cu N2' _chemical_formula_weight 589.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.607(3) _cell_length_b 11.5592(15) _cell_length_c 17.378(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.097(15) _cell_angle_gamma 90.00 _cell_volume 2897.4(8) _cell_formula_units_Z 4 _cell_measurement_temperature 210(2) _cell_measurement_reflns_used 45727 _cell_measurement_theta_min 1.76 _cell_measurement_theta_max 29.61 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.700 _exptl_crystal_size_mid 0.483 _exptl_crystal_size_min 0.300 _exptl_crystal_density_diffrn 1.353 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1244 _exptl_absorpt_coefficient_mu 1.14 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.0057 _exptl_absorpt_correction_T_max 0.0822 _exptl_absorpt_process_details 'X-RED (Stoe, 2004)' _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_detector 'image plate (34 cm diameter)' _diffrn_detector_type STOE _diffrn_detector_area_resol_mean 6.67 _diffrn_source 'sealed X-ray tube, 12 x 0.4 mm long-fine focus' _diffrn_source_voltage 50 _diffrn_source_current 40 _diffrn_source_power 2.00 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator 'plane graphite' _diffrn_radiation_polarisn_norm 0 _diffrn_ambient_temperature 210(2) _diffrn_measurement_method 'rotation method, delta omega = 1.0 deg' _diffrn_measurement_details ; 360 frames, exposure time per frame = 1 min ; _diffrn_reflns_number 36209 _diffrn_reflns_av_R_equivalents 0.1537 _diffrn_reflns_av_sigmaI/netI 0.0644 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 25.00 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.974 _reflns_number_total 5106 _reflns_number_gt 4543 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-AREA (Stoe, 2004)' _computing_cell_refinement 'X-AREA (Stoe, 2004)' _computing_data_reduction 'X-RED (Stoe, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; DIAMOND (Brandenburg, 2005) ; _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^)+(0.0358P)^2^+0.8092P] 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 SHELXL _refine_ls_extinction_coef 0.0038(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5106 _refine_ls_number_parameters 296 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0342 _refine_ls_wR_factor_ref 0.0968 _refine_ls_wR_factor_gt 0.0944 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.492 _refine_diff_density_min -0.476 _refine_diff_density_rms 0.062 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.37770(15) 0.2661(2) 0.10019(13) 0.0371(5) Uani 1 1 d . . . . . H1A H 0.3469 0.2125 0.0616 0.045 Uiso 1 1 calc R U . . . H1B H 0.3578 0.2480 0.1495 0.045 Uiso 1 1 calc R U . . . C2 C 0.34690(15) 0.3876(2) 0.07671(13) 0.0381(5) Uani 1 1 d . . . . . C3 C 0.32791(17) 0.4207(2) -0.00115(14) 0.0448(6) Uani 1 1 d . . . . . H3 H 0.3349 0.3671 -0.0397 0.054 Uiso 1 1 calc R U . . . C4 C 0.29875(18) 0.5324(2) -0.02236(16) 0.0486(6) Uani 1 1 d . . . . . H4 H 0.2874 0.5532 -0.0747 0.058 Uiso 1 1 calc R U . . . C5 C 0.28675(17) 0.6117(2) 0.03387(18) 0.0536(7) Uani 1 1 d . . . . . H5 H 0.2657 0.6858 0.0197 0.064 Uiso 1 1 calc R U . . . C6 C 0.30604(18) 0.5812(2) 0.11177(17) 0.0551(7) Uani 1 1 d . . . . . H6 H 0.2997 0.6356 0.1500 0.066 Uiso 1 1 calc R U . . . C7 C 0.33487(17) 0.4692(2) 0.13307(15) 0.0473(6) Uani 1 1 d . . . . . H7 H 0.3462 0.4488 0.1855 0.057 Uiso 1 1 calc R U . . . C8 C 0.53408(16) 0.3290(2) 0.16834(13) 0.0396(5) Uani 1 1 d . . . . . H8A H 0.6000 0.3215 0.1672 0.048 Uiso 1 1 calc R U . . . H8B H 0.5164 0.4076 0.1530 0.048 Uiso 1 1 calc R U . . . C9 C 0.51757(17) 0.3108(2) 0.25101(13) 0.0452(6) Uani 1 1 d . . . . . H9A H 0.5372 0.2344 0.2678 0.068 Uiso 1 1 calc R U . . . H9B H 0.4527 0.3196 0.2534 0.068 Uiso 1 1 calc R U . . . H9C H 0.5523 0.3669 0.2844 0.068 Uiso 1 1 calc R U . . . C10 C 0.49947(17) 0.1216(2) 0.13390(14) 0.0411(5) Uani 1 1 d . . . . . H10A H 0.4767 0.1103 0.1829 0.049 Uiso 1 1 calc R U . . . H10B H 0.4637 0.0718 0.0954 0.049 Uiso 1 1 calc R U . . . C11 C 0.59935(18) 0.0849(2) 0.14398(15) 0.0492(6) Uani 1 1 d . . . . . H11A H 0.6351 0.1314 0.1836 0.074 Uiso 1 1 calc R U . . . H11B H 0.6225 0.0949 0.0957 0.074 Uiso 1 1 calc R U . . . H11C H 0.6043 0.0050 0.1591 0.074 Uiso 1 1 calc R U . . . C12 C 0.51695(17) 0.2694(2) 0.03281(13) 0.0422(5) Uani 1 1 d . . . . . H12A H 0.5840 0.2632 0.0418 0.051 Uiso 1 1 calc R U . . . H12B H 0.5015 0.3484 0.0170 0.051 Uiso 1 1 calc R U . . . C13 C 0.4790(2) 0.1894(3) -0.03436(14) 0.0549(7) Uani 1 1 d . . . . . H13A H 0.4127 0.1960 -0.0450 0.082 Uiso 1 1 calc R U . . . H13B H 0.4958 0.1110 -0.0205 0.082 Uiso 1 1 calc R U . . . H13C H 0.5045 0.2108 -0.0799 0.082 Uiso 1 1 calc R U . . . C14 C 0.02860(14) 0.25332(18) -0.19333(11) 0.0306(4) Uani 1 1 d . . . . . H14A H 0.0564 0.2594 -0.2403 0.037 Uiso 1 1 calc R U . . . H14B H -0.0341 0.2247 -0.2085 0.037 Uiso 1 1 calc R U . . . C15 C 0.02309(14) 0.37300(19) -0.16002(11) 0.0316(4) Uani 1 1 d . . . . . C16 C 0.09347(15) 0.4542(2) -0.16191(12) 0.0356(5) Uani 1 1 d . . . . . H16 H 0.1469 0.4332 -0.1813 0.043 Uiso 1 1 calc R U . . . C17 C 0.08413(16) 0.5659(2) -0.13502(13) 0.0401(5) Uani 1 1 d . . . . . H17 H 0.1317 0.6190 -0.1360 0.048 Uiso 1 1 calc R U . . . C18 C 0.00533(18) 0.5987(2) -0.10700(12) 0.0435(5) Uani 1 1 d . . . . . H18 H -0.0003 0.6735 -0.0887 0.052 Uiso 1 1 calc R U . . . C19 C -0.06580(18) 0.5195(2) -0.10623(14) 0.0442(6) Uani 1 1 d . . . . . H19 H -0.1196 0.5414 -0.0877 0.053 Uiso 1 1 calc R U . . . C20 C -0.05700(16) 0.4084(2) -0.13283(12) 0.0379(5) Uani 1 1 d . . . . . H20 H -0.1054 0.3562 -0.1326 0.045 Uiso 1 1 calc R U . . . C21 C 0.05735(16) 0.04595(18) -0.17639(11) 0.0351(5) Uani 1 1 d . . . . . H21A H 0.0662 0.0485 -0.2305 0.042 Uiso 1 1 calc R U . . . H21B H -0.0081 0.0327 -0.1756 0.042 Uiso 1 1 calc R U . . . C22 C 0.1119(2) -0.0563(2) -0.13717(14) 0.0474(6) Uani 1 1 d . . . . . H22A H 0.1020 -0.0617 -0.0840 0.071 Uiso 1 1 calc R U . . . H22B H 0.1767 -0.0454 -0.1387 0.071 Uiso 1 1 calc R U . . . H22C H 0.0912 -0.1263 -0.1642 0.071 Uiso 1 1 calc R U . . . C23 C 0.18683(15) 0.1834(2) -0.13257(13) 0.0403(5) Uani 1 1 d . . . . . H23A H 0.1995 0.2632 -0.1174 0.048 Uiso 1 1 calc R U . . . H23B H 0.2181 0.1349 -0.0910 0.048 Uiso 1 1 calc R U . . . C24 C 0.22781(17) 0.1599(2) -0.20455(16) 0.0499(6) Uani 1 1 d . . . . . H24A H 0.1988 0.2088 -0.2460 0.075 Uiso 1 1 calc R U . . . H24B H 0.2178 0.0803 -0.2193 0.075 Uiso 1 1 calc R U . . . H24C H 0.2932 0.1755 -0.1946 0.075 Uiso 1 1 calc R U . . . C25 C 0.06023(18) 0.1693(2) -0.05788(12) 0.0410(5) Uani 1 1 d . . . . . H25A H 0.1011 0.1174 -0.0247 0.049 Uiso 1 1 calc R U . . . H25B H 0.0727 0.2472 -0.0382 0.049 Uiso 1 1 calc R U . . . C26 C -0.03868(19) 0.1390(2) -0.05156(14) 0.0494(6) Uani 1 1 d . . . . . H26A H -0.0515 0.0613 -0.0696 0.074 Uiso 1 1 calc R U . . . H26B H -0.0798 0.1914 -0.0829 0.074 Uiso 1 1 calc R U . . . H26C H -0.0477 0.1449 0.0018 0.074 Uiso 1 1 calc R U . . . N1 N 0.48270(12) 0.24712(15) 0.10847(9) 0.0324(4) Uani 1 1 d . . . . . N2 N 0.08349(12) 0.16286(15) -0.13964(9) 0.0307(4) Uani 1 1 d . . . . . Cu1 Cu 0.25269(2) -0.00475(2) 0.17469(2) 0.03178(11) Uani 1 1 d . . . . . Cl1 Cl 0.34073(4) 0.07768(5) 0.27964(3) 0.03656(15) Uani 1 1 d . . . . . Cl2 Cl 0.15296(4) 0.14006(5) 0.13756(3) 0.04088(16) Uani 1 1 d . . . . . Cl3 Cl 0.23099(4) -0.17900(5) 0.22767(3) 0.04030(15) Uani 1 1 d . . . . . Cl4 Cl 0.28895(4) -0.05146(6) 0.05676(3) 0.04752(17) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0305(11) 0.0371(12) 0.0439(11) -0.0044(9) 0.0064(9) -0.0050(9) C2 0.0298(11) 0.0380(13) 0.0462(12) -0.0038(10) 0.0055(9) -0.0036(10) C3 0.0397(12) 0.0438(14) 0.0488(13) -0.0066(10) 0.0004(10) 0.0001(11) C4 0.0395(13) 0.0451(14) 0.0594(15) 0.0049(12) 0.0025(11) -0.0004(11) C5 0.0374(13) 0.0368(14) 0.088(2) 0.0041(13) 0.0132(13) 0.0027(11) C6 0.0434(14) 0.0478(16) 0.0748(18) -0.0225(13) 0.0117(13) 0.0045(12) C7 0.0420(14) 0.0506(15) 0.0504(14) -0.0099(11) 0.0110(11) 0.0043(12) C8 0.0361(12) 0.0380(13) 0.0443(12) -0.0071(9) 0.0049(9) -0.0051(10) C9 0.0439(13) 0.0533(15) 0.0382(11) -0.0099(10) 0.0062(10) -0.0048(11) C10 0.0439(13) 0.0330(12) 0.0469(12) 0.0004(10) 0.0087(10) -0.0001(10) C11 0.0507(15) 0.0397(14) 0.0565(14) 0.0010(11) 0.0063(12) 0.0089(11) C12 0.0414(12) 0.0467(14) 0.0408(12) 0.0022(10) 0.0141(10) 0.0012(11) C13 0.0637(17) 0.0612(18) 0.0404(13) -0.0108(12) 0.0105(12) 0.0078(14) C14 0.0330(10) 0.0322(11) 0.0260(9) 0.0016(8) 0.0026(8) 0.0000(9) C15 0.0326(11) 0.0351(12) 0.0264(9) 0.0033(8) 0.0023(8) 0.0004(9) C16 0.0324(11) 0.0383(13) 0.0360(11) 0.0041(9) 0.0052(9) 0.0003(10) C17 0.0410(12) 0.0329(12) 0.0435(12) 0.0018(9) -0.0022(10) -0.0045(10) C18 0.0554(15) 0.0351(13) 0.0378(11) -0.0048(9) 0.0005(10) 0.0040(11) C19 0.0457(14) 0.0465(14) 0.0424(13) -0.0011(10) 0.0132(11) 0.0070(11) C20 0.0357(11) 0.0368(12) 0.0425(11) 0.0004(9) 0.0100(9) -0.0036(10) C21 0.0440(12) 0.0299(11) 0.0305(10) -0.0014(8) 0.0031(9) -0.0075(10) C22 0.0650(16) 0.0310(13) 0.0444(13) 0.0058(10) 0.0032(11) -0.0053(11) C23 0.0321(11) 0.0320(12) 0.0529(13) 0.0088(10) -0.0056(10) -0.0034(9) C24 0.0373(12) 0.0419(14) 0.0722(16) 0.0169(12) 0.0134(11) 0.0034(11) C25 0.0591(15) 0.0381(13) 0.0244(10) -0.0004(8) 0.0026(9) -0.0087(11) C26 0.0670(17) 0.0456(14) 0.0407(12) -0.0012(10) 0.0238(12) -0.0093(13) N1 0.0306(9) 0.0326(10) 0.0346(9) -0.0021(7) 0.0070(7) -0.0017(7) N2 0.0344(9) 0.0300(9) 0.0261(8) 0.0012(6) -0.0001(7) -0.0060(7) Cu1 0.03416(18) 0.02823(18) 0.03303(17) -0.00280(9) 0.00558(12) 0.00004(10) Cl1 0.0386(3) 0.0342(3) 0.0354(3) -0.0018(2) 0.0013(2) -0.0001(2) Cl2 0.0487(3) 0.0356(3) 0.0354(3) -0.0020(2) -0.0024(2) 0.0088(2) Cl3 0.0383(3) 0.0301(3) 0.0522(3) 0.0019(2) 0.0060(2) -0.0010(2) Cl4 0.0521(4) 0.0503(4) 0.0432(3) -0.0142(3) 0.0169(3) -0.0055(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.511(3) . ? C1 N1 1.533(3) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C7 1.391(3) . ? C2 C3 1.391(3) . ? C3 C4 1.391(4) . ? C3 H3 0.9300 . ? C4 C5 1.372(4) . ? C4 H4 0.9300 . ? C5 C6 1.384(4) . ? C5 H5 0.9300 . ? C6 C7 1.393(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.509(3) . ? C8 N1 1.515(3) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.503(3) . ? C10 N1 1.525(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 N1 1.501(3) . ? C12 C13 1.524(3) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.507(3) . ? C14 N2 1.540(3) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C20 1.391(3) . ? C15 C16 1.396(3) . ? C16 C17 1.387(3) . ? C16 H16 0.9300 . ? C17 C18 1.372(3) . ? C17 H17 0.9300 . ? C18 C19 1.387(4) . ? C18 H18 0.9300 . ? C19 C20 1.378(3) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 N2 1.518(3) . ? C21 C22 1.525(3) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 C24 1.494(4) . ? C23 N2 1.514(3) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 C26 1.508(3) . ? C25 N2 1.514(3) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? Cu1 Cl2 2.2458(6) . ? Cu1 Cl3 2.2578(6) . ? Cu1 Cl4 2.2617(7) . ? Cu1 Cl1 2.2686(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 N1 114.15(17) . . ? C2 C1 H1A 108.7 . . ? N1 C1 H1A 108.7 . . ? C2 C1 H1B 108.7 . . ? N1 C1 H1B 108.7 . . ? H1A C1 H1B 107.6 . . ? C7 C2 C3 118.1(2) . . ? C7 C2 C1 120.4(2) . . ? C3 C2 C1 121.5(2) . . ? C4 C3 C2 121.2(2) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C5 C4 C3 120.0(2) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 119.8(2) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C5 C6 C7 120.2(2) . . ? C5 C6 H6 119.9 . . ? C7 C6 H6 119.9 . . ? C2 C7 C6 120.7(2) . . ? C2 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C9 C8 N1 115.51(19) . . ? C9 C8 H8A 108.4 . . ? N1 C8 H8A 108.4 . . ? C9 C8 H8B 108.4 . . ? N1 C8 H8B 108.4 . . ? H8A C8 H8B 107.5 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 N1 114.25(19) . . ? C11 C10 H10A 108.7 . . ? N1 C10 H10A 108.7 . . ? C11 C10 H10B 108.7 . . ? N1 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N1 C12 C13 115.8(2) . . ? N1 C12 H12A 108.3 . . ? C13 C12 H12A 108.3 . . ? N1 C12 H12B 108.3 . . ? C13 C12 H12B 108.3 . . ? H12A C12 H12B 107.4 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 N2 116.43(15) . . ? C15 C14 H14A 108.2 . . ? N2 C14 H14A 108.2 . . ? C15 C14 H14B 108.2 . . ? N2 C14 H14B 108.2 . . ? H14A C14 H14B 107.3 . . ? C20 C15 C16 118.2(2) . . ? C20 C15 C14 119.96(19) . . ? C16 C15 C14 121.58(19) . . ? C17 C16 C15 120.4(2) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C18 C17 C16 120.6(2) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C17 C18 C19 119.5(2) . . ? C17 C18 H18 120.2 . . ? C19 C18 H18 120.2 . . ? C20 C19 C18 120.2(2) . . ? C20 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? C19 C20 C15 121.1(2) . . ? C19 C20 H20 119.5 . . ? C15 C20 H20 119.5 . . ? N2 C21 C22 115.06(18) . . ? N2 C21 H21A 108.5 . . ? C22 C21 H21A 108.5 . . ? N2 C21 H21B 108.5 . . ? C22 C21 H21B 108.5 . . ? H21A C21 H21B 107.5 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 N2 115.47(19) . . ? C24 C23 H23A 108.4 . . ? N2 C23 H23A 108.4 . . ? C24 C23 H23B 108.4 . . ? N2 C23 H23B 108.4 . . ? H23A C23 H23B 107.5 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 N2 114.63(18) . . ? C26 C25 H25A 108.6 . . ? N2 C25 H25A 108.6 . . ? C26 C25 H25B 108.6 . . ? N2 C25 H25B 108.6 . . ? H25A C25 H25B 107.6 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C12 N1 C8 107.26(17) . . ? C12 N1 C10 110.89(17) . . ? C8 N1 C10 110.84(17) . . ? C12 N1 C1 111.11(17) . . ? C8 N1 C1 110.77(16) . . ? C10 N1 C1 106.01(16) . . ? C23 N2 C25 106.56(16) . . ? C23 N2 C21 110.79(17) . . ? C25 N2 C21 111.11(16) . . ? C23 N2 C14 111.11(15) . . ? C25 N2 C14 111.25(16) . . ? C21 N2 C14 106.11(14) . . ? Cl2 Cu1 Cl3 130.97(3) . . ? Cl2 Cu1 Cl4 98.73(3) . . ? Cl3 Cu1 Cl4 102.98(3) . . ? Cl2 Cu1 Cl1 100.23(2) . . ? Cl3 Cu1 Cl1 98.35(2) . . ? Cl4 Cu1 Cl1 130.13(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C7 -94.4(2) . . . . ? N1 C1 C2 C3 87.0(2) . . . . ? C7 C2 C3 C4 0.7(3) . . . . ? C1 C2 C3 C4 179.4(2) . . . . ? C2 C3 C4 C5 -1.1(4) . . . . ? C3 C4 C5 C6 1.7(4) . . . . ? C4 C5 C6 C7 -1.9(4) . . . . ? C3 C2 C7 C6 -1.0(4) . . . . ? C1 C2 C7 C6 -179.7(2) . . . . ? C5 C6 C7 C2 1.6(4) . . . . ? N2 C14 C15 C20 -101.7(2) . . . . ? N2 C14 C15 C16 84.2(2) . . . . ? C20 C15 C16 C17 1.9(3) . . . . ? C14 C15 C16 C17 176.16(18) . . . . ? C15 C16 C17 C18 -0.7(3) . . . . ? C16 C17 C18 C19 -0.5(3) . . . . ? C17 C18 C19 C20 0.5(4) . . . . ? C18 C19 C20 C15 0.7(4) . . . . ? C16 C15 C20 C19 -1.9(3) . . . . ? C14 C15 C20 C19 -176.26(19) . . . . ? C13 C12 N1 C8 175.7(2) . . . . ? C13 C12 N1 C10 54.5(3) . . . . ? C13 C12 N1 C1 -63.1(3) . . . . ? C9 C8 N1 C12 -173.2(2) . . . . ? C9 C8 N1 C10 -52.0(3) . . . . ? C9 C8 N1 C1 65.4(2) . . . . ? C11 C10 N1 C12 58.3(2) . . . . ? C11 C10 N1 C8 -60.7(2) . . . . ? C11 C10 N1 C1 178.99(18) . . . . ? C2 C1 N1 C12 -60.7(2) . . . . ? C2 C1 N1 C8 58.5(2) . . . . ? C2 C1 N1 C10 178.78(17) . . . . ? C24 C23 N2 C25 169.51(19) . . . . ? C24 C23 N2 C21 48.5(2) . . . . ? C24 C23 N2 C14 -69.1(2) . . . . ? C26 C25 N2 C23 -174.06(19) . . . . ? C26 C25 N2 C21 -53.3(3) . . . . ? C26 C25 N2 C14 64.7(2) . . . . ? C22 C21 N2 C23 53.1(2) . . . . ? C22 C21 N2 C25 -65.2(2) . . . . ? C22 C21 N2 C14 173.77(18) . . . . ? C15 C14 N2 C23 -74.6(2) . . . . ? C15 C14 N2 C25 44.0(2) . . . . ? C15 C14 N2 C21 164.92(18) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C8 H8A Cl3 0.97 2.83 3.618(2) 139.0 2_655 C10 H10A Cl1 0.97 2.82 3.729(3) 155.7 . C24 H24A Cl2 0.96 2.68 3.622(3) 168.4 4_565 C25 H25A Cl2 0.97 2.81 3.468(2) 125.5 . _database_code_depnum_ccdc_archive 'CCDC 958653' ####################################################################### # # 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_wi8 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(trimethylphenylammonium)tetrachloridocuprate(II) ; _chemical_melting_point 437-438 _chemical_formula_moiety '2(C9 H14 N), Cl4 Cu' _chemical_formula_sum 'C18 H28 Cl4 Cu N2' _chemical_formula_weight 477.76 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 8.5804(6) _cell_length_b 8.8402(7) _cell_length_c 9.0740(7) _cell_angle_alpha 65.411(6) _cell_angle_beta 63.947(6) _cell_angle_gamma 69.209(6) _cell_volume 549.64(7) _cell_formula_units_Z 1 _cell_measurement_temperature 210(2) _cell_measurement_reflns_used 9830 _cell_measurement_theta_min 2.59 _cell_measurement_theta_max 29.73 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.233 _exptl_crystal_size_min 0.150 _exptl_crystal_density_diffrn 1.443 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 247 _exptl_absorpt_coefficient_mu 1.48 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.8154 _exptl_absorpt_correction_T_max 0.9324 _exptl_absorpt_process_details 'X-RED (Stoe, 2004)' _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_detector 'image plate (34 cm diameter)' _diffrn_detector_type STOE _diffrn_detector_area_resol_mean 6.67 _diffrn_source 'sealed X-ray tube, 12 x 0.4 mm long-fine focus' _diffrn_source_voltage 50 _diffrn_source_current 40 _diffrn_source_power 2.00 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator 'plane graphite' _diffrn_radiation_polarisn_norm 0 _diffrn_ambient_temperature 210(2) _diffrn_measurement_method 'rotation method, delta omega = 1.0 deg' _diffrn_measurement_details ; 250 frames, exposure time per frame = 3 min ; _diffrn_reflns_number 4930 _diffrn_reflns_av_R_equivalents 0.0230 _diffrn_reflns_av_sigmaI/netI 0.0164 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.59 _diffrn_reflns_theta_max 24.99 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.999 _reflns_number_total 3282 _reflns_number_gt 3174 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-AREA (Stoe, 2004)' _computing_cell_refinement 'X-AREA (Stoe, 2004)' _computing_data_reduction 'X-RED (Stoe, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; DIAMOND (Brandenburg, 2005) ; _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^)+(0.0563P)^2^+0.1073P] 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 SHELXL _refine_ls_extinction_coef 0.017(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.010(11) _refine_ls_number_reflns 3282 _refine_ls_number_parameters 227 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0285 _refine_ls_R_factor_gt 0.0272 _refine_ls_wR_factor_ref 0.0757 _refine_ls_wR_factor_gt 0.0745 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.506 _refine_diff_density_min -0.355 _refine_diff_density_rms 0.067 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4244(5) 0.6818(5) 0.8476(5) 0.0344(8) Uani 1 1 d . . . C2 C 0.3475(5) 0.6562(5) 1.0240(5) 0.0395(8) Uani 1 1 d . . . H2 H 0.2367 0.6279 1.0847 0.047 Uiso 1 1 calc R . . C3 C 0.4369(6) 0.6733(5) 1.1076(5) 0.0435(9) Uani 1 1 d . . . H3 H 0.3867 0.6549 1.2261 0.052 Uiso 1 1 calc R . . C4 C 0.5995(6) 0.7170(5) 1.0191(6) 0.0422(10) Uani 1 1 d . . . H4 H 0.6578 0.7294 1.0775 0.051 Uiso 1 1 calc R . . C5 C 0.6764(6) 0.7426(6) 0.8446(6) 0.0472(10) Uani 1 1 d . . . H5 H 0.7867 0.7724 0.7850 0.057 Uiso 1 1 calc R . . C6 C 0.5892(5) 0.7241(6) 0.7567(5) 0.0438(9) Uani 1 1 d . . . H6 H 0.6411 0.7398 0.6387 0.053 Uiso 1 1 calc R . . C7 C 0.2708(9) 0.8363(6) 0.6406(9) 0.0749(17) Uani 1 1 d . . . H7A H 0.1916 0.9078 0.7112 0.112 Uiso 1 1 calc R . . H7B H 0.2103 0.8266 0.5786 0.112 Uiso 1 1 calc R . . H7C H 0.3720 0.8853 0.5602 0.112 Uiso 1 1 calc R . . C8 C 0.1675(7) 0.5897(8) 0.8683(7) 0.0618(13) Uani 1 1 d . . . H8A H 0.2042 0.4777 0.9395 0.093 Uiso 1 1 calc R . . H8B H 0.1119 0.5824 0.8006 0.093 Uiso 1 1 calc R . . H8C H 0.0847 0.6590 0.9401 0.093 Uiso 1 1 calc R . . C9 C 0.4497(7) 0.5498(7) 0.6407(7) 0.0639(13) Uani 1 1 d . . . H9C H 0.3872 0.5419 0.5794 0.096 Uiso 1 1 calc R . . H9B H 0.4839 0.4389 0.7150 0.096 Uiso 1 1 calc R . . H9A H 0.5537 0.5939 0.5597 0.096 Uiso 1 1 calc R . . C10 C 0.0636(5) 1.1267(4) 0.1302(4) 0.0288(7) Uani 1 1 d . . . C11 C 0.1585(5) 1.1306(4) -0.0413(5) 0.0345(8) Uani 1 1 d . . . H11 H 0.1015 1.1349 -0.1100 0.041 Uiso 1 1 calc R . . C12 C 0.3373(5) 1.1281(5) -0.1077(5) 0.0395(8) Uani 1 1 d . . . H12 H 0.4007 1.1311 -0.2220 0.047 Uiso 1 1 calc R . . C13 C 0.4234(5) 1.1211(5) -0.0083(5) 0.0393(9) Uani 1 1 d . . . H13 H 0.5447 1.1178 -0.0542 0.047 Uiso 1 1 calc R . . C14 C 0.3284(5) 1.1190(5) 0.1613(5) 0.0372(8) Uani 1 1 d . . . H14 H 0.3860 1.1158 0.2290 0.045 Uiso 1 1 calc R . . C15 C 0.1481(5) 1.1217(4) 0.2308(4) 0.0327(7) Uani 1 1 d . . . H15 H 0.0848 1.1202 0.3448 0.039 Uiso 1 1 calc R . . C16 C -0.2143(5) 1.1139(5) 0.3884(5) 0.0378(8) Uani 1 1 d . . . H16A H -0.1589 1.0068 0.4519 0.057 Uiso 1 1 calc R . . H16B H -0.3388 1.1180 0.4256 0.057 Uiso 1 1 calc R . . H16C H -0.1985 1.2048 0.4087 0.057 Uiso 1 1 calc R . . C17 C -0.2235(5) 1.3021(5) 0.1046(6) 0.0406(8) Uani 1 1 d . . . H17A H -0.2039 1.3922 0.1231 0.061 Uiso 1 1 calc R . . H17B H -0.3485 1.3056 0.1482 0.061 Uiso 1 1 calc R . . H17C H -0.1771 1.3161 -0.0166 0.061 Uiso 1 1 calc R . . C18 C -0.1660(6) 0.9915(5) 0.1728(6) 0.0411(9) Uani 1 1 d . . . H18A H -0.1201 1.0030 0.0521 0.062 Uiso 1 1 calc R . . H18B H -0.2916 0.9977 0.2167 0.062 Uiso 1 1 calc R . . H18C H -0.1090 0.8837 0.2337 0.062 Uiso 1 1 calc R . . Cl1 Cl -0.12475(11) 0.53825(10) 0.30832(11) 0.0360(2) Uani 1 1 d . . . Cl2 Cl -0.11796(12) 0.21136(11) 0.68512(11) 0.0394(2) Uani 1 1 d . . . Cl3 Cl 0.30629(11) 0.27645(11) 0.47638(11) 0.0392(2) Uani 1 1 d . . . Cl4 Cl 0.05289(11) 0.66725(11) 0.49014(12) 0.0389(2) Uani 1 1 d . . . Cu1 Cu 0.02880(4) 0.42111(4) 0.49180(4) 0.02779(13) Uani 1 1 d . . . N1 N 0.3289(4) 0.6690(4) 0.7490(4) 0.0351(7) Uani 1 1 d . . . N2 N -0.1306(4) 1.1328(3) 0.1978(4) 0.0293(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0304(18) 0.0363(17) 0.0294(17) -0.0105(15) -0.0098(14) 0.0006(14) C2 0.036(2) 0.0420(19) 0.0306(18) -0.0088(16) -0.0055(15) -0.0087(16) C3 0.048(2) 0.044(2) 0.0311(19) -0.0097(17) -0.0132(17) -0.0046(18) C4 0.044(2) 0.038(2) 0.045(2) -0.0133(18) -0.0231(19) 0.0024(17) C5 0.031(2) 0.059(3) 0.048(2) -0.013(2) -0.0142(18) -0.0088(18) C6 0.034(2) 0.061(2) 0.0303(19) -0.0136(18) -0.0077(16) -0.0077(18) C7 0.104(5) 0.049(3) 0.093(4) -0.002(3) -0.070(4) -0.017(3) C8 0.050(3) 0.083(4) 0.051(3) -0.020(3) -0.005(2) -0.030(3) C9 0.055(3) 0.073(3) 0.068(3) -0.041(3) -0.011(2) -0.010(2) C10 0.0290(17) 0.0258(15) 0.0304(17) -0.0071(13) -0.0111(14) -0.0053(13) C11 0.038(2) 0.0350(17) 0.0279(17) -0.0090(15) -0.0110(15) -0.0064(15) C12 0.041(2) 0.0375(19) 0.0298(18) -0.0102(16) -0.0053(15) -0.0065(16) C13 0.0255(19) 0.042(2) 0.042(2) -0.0104(18) -0.0078(16) -0.0069(16) C14 0.034(2) 0.042(2) 0.039(2) -0.0121(17) -0.0168(16) -0.0071(16) C15 0.0289(18) 0.0384(17) 0.0284(17) -0.0110(15) -0.0091(14) -0.0043(14) C16 0.0274(18) 0.047(2) 0.0332(19) -0.0139(17) -0.0061(15) -0.0053(15) C17 0.034(2) 0.0311(17) 0.052(2) -0.0067(17) -0.0234(17) 0.0025(15) C18 0.042(2) 0.0385(18) 0.053(2) -0.0140(18) -0.0195(18) -0.0144(17) Cl1 0.0383(5) 0.0372(4) 0.0367(4) -0.0064(4) -0.0216(4) -0.0074(4) Cl2 0.0381(5) 0.0480(5) 0.0291(4) -0.0016(4) -0.0103(4) -0.0196(4) Cl3 0.0262(4) 0.0441(5) 0.0401(5) -0.0120(4) -0.0112(4) -0.0012(3) Cl4 0.0385(5) 0.0385(4) 0.0467(5) -0.0202(4) -0.0156(4) -0.0060(4) Cu1 0.0246(2) 0.0314(2) 0.0260(2) -0.00717(15) -0.00901(14) -0.00600(14) N1 0.0315(16) 0.0388(16) 0.0313(15) -0.0122(13) -0.0074(12) -0.0060(13) N2 0.0281(15) 0.0285(14) 0.0326(15) -0.0080(12) -0.0137(12) -0.0047(12) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.384(6) . ? C1 C2 1.388(5) . ? C1 N1 1.510(5) . ? C2 C3 1.369(6) . ? C2 H2 0.9300 . ? C3 C4 1.371(6) . ? C3 H3 0.9300 . ? C4 C5 1.372(7) . ? C4 H4 0.9300 . ? C5 C6 1.394(6) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 N1 1.449(6) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 N1 1.524(6) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 N1 1.530(5) . ? C9 H9C 0.9600 . ? C9 H9B 0.9600 . ? C9 H9A 0.9600 . ? C10 C15 1.374(5) . ? C10 C11 1.396(5) . ? C10 N2 1.490(5) . ? C11 C12 1.376(6) . ? C11 H11 0.9300 . ? C12 C13 1.367(6) . ? C12 H12 0.9300 . ? C13 C14 1.385(6) . ? C13 H13 0.9300 . ? C14 C15 1.385(5) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 N2 1.513(5) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 N2 1.511(4) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 N2 1.507(4) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? Cl1 Cu1 2.2591(9) . ? Cl2 Cu1 2.2609(9) . ? Cl3 Cu1 2.2402(9) . ? Cl4 Cu1 2.2509(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C2 120.7(4) . . ? C6 C1 N1 118.2(3) . . ? C2 C1 N1 121.1(3) . . ? C3 C2 C1 119.1(4) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C2 C3 C4 120.9(4) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C3 C4 C5 120.3(4) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C4 C5 C6 119.9(4) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C1 C6 C5 119.0(4) . . ? C1 C6 H6 120.5 . . ? C5 C6 H6 120.5 . . ? N1 C7 H7A 109.5 . . ? N1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 H8A 109.5 . . ? N1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N1 C9 H9C 109.5 . . ? N1 C9 H9B 109.5 . . ? H9C C9 H9B 109.5 . . ? N1 C9 H9A 109.5 . . ? H9C C9 H9A 109.5 . . ? H9B C9 H9A 109.5 . . ? C15 C10 C11 120.1(3) . . ? C15 C10 N2 121.6(3) . . ? C11 C10 N2 118.2(3) . . ? C12 C11 C10 119.3(3) . . ? C12 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? C13 C12 C11 121.1(3) . . ? C13 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C12 C13 C14 119.4(4) . . ? C12 C13 H13 120.3 . . ? C14 C13 H13 120.3 . . ? C13 C14 C15 120.5(4) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C10 C15 C14 119.6(3) . . ? C10 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? N2 C16 H16A 109.5 . . ? N2 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N2 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N2 C17 H17A 109.5 . . ? N2 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N2 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N2 C18 H18A 109.5 . . ? N2 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? N2 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? Cl3 Cu1 Cl4 97.87(4) . . ? Cl3 Cu1 Cl1 135.17(3) . . ? Cl4 Cu1 Cl1 96.68(3) . . ? Cl3 Cu1 Cl2 98.88(4) . . ? Cl4 Cu1 Cl2 136.03(3) . . ? Cl1 Cu1 Cl2 99.37(3) . . ? C7 N1 C1 110.2(3) . . ? C7 N1 C8 108.5(4) . . ? C1 N1 C8 112.2(3) . . ? C7 N1 C9 110.7(4) . . ? C1 N1 C9 110.2(3) . . ? C8 N1 C9 104.9(4) . . ? C10 N2 C18 110.7(3) . . ? C10 N2 C17 109.6(3) . . ? C18 N2 C17 109.3(3) . . ? C10 N2 C16 112.7(3) . . ? C18 N2 C16 107.1(3) . . ? C17 N2 C16 107.2(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 0.0(6) . . . . ? N1 C1 C2 C3 -178.4(3) . . . . ? C1 C2 C3 C4 0.8(6) . . . . ? C2 C3 C4 C5 -0.8(6) . . . . ? C3 C4 C5 C6 0.0(6) . . . . ? C2 C1 C6 C5 -0.8(6) . . . . ? N1 C1 C6 C5 177.7(4) . . . . ? C4 C5 C6 C1 0.8(6) . . . . ? C15 C10 C11 C12 0.5(5) . . . . ? N2 C10 C11 C12 178.9(3) . . . . ? C10 C11 C12 C13 0.2(5) . . . . ? C11 C12 C13 C14 -0.9(6) . . . . ? C12 C13 C14 C15 0.8(6) . . . . ? C11 C10 C15 C14 -0.6(5) . . . . ? N2 C10 C15 C14 -178.9(3) . . . . ? C13 C14 C15 C10 -0.1(6) . . . . ? C6 C1 N1 C7 -69.8(5) . . . . ? C2 C1 N1 C7 108.6(5) . . . . ? C6 C1 N1 C8 169.2(4) . . . . ? C2 C1 N1 C8 -12.4(5) . . . . ? C6 C1 N1 C9 52.7(5) . . . . ? C2 C1 N1 C9 -128.9(4) . . . . ? C15 C10 N2 C18 -126.1(3) . . . . ? C11 C10 N2 C18 55.6(4) . . . . ? C15 C10 N2 C17 113.2(4) . . . . ? C11 C10 N2 C17 -65.1(4) . . . . ? C15 C10 N2 C16 -6.1(4) . . . . ? C11 C10 N2 C16 175.5(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C7 H7B Cl4 0.96 2.77 3.676(7) 156.9 . C8 H8B Cl4 0.96 2.83 3.707(7) 153.1 . C9 H9A Cl1 0.96 2.74 3.572(7) 145.6 1_655 C16 H16B Cl3 0.96 2.78 3.674(5) 155.3 1_465 _database_code_depnum_ccdc_archive 'CCDC 958654' ####################################################################### # # 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_wi7 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(ethyltriphenylphosphonium)tetrachloridocuprate(II) ; _chemical_melting_point 463-464 _chemical_formula_moiety '2(C20 H20 P), Cl4 Cu' _chemical_formula_sum 'C40 H40 Cl4 Cu P2' _chemical_formula_weight 788.00 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c c n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' 'x+1/2, -y, -z+1/2' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' '-x-1/2, y, z-1/2' 'x, -y-1/2, z-1/2' _cell_length_a 11.9429(3) _cell_length_b 17.3997(5) _cell_length_c 18.2717(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3796.91(18) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 52275 _cell_measurement_theta_min 1.62 _cell_measurement_theta_max 29.63 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.480 _exptl_crystal_size_mid 0.410 _exptl_crystal_size_min 0.350 _exptl_crystal_density_diffrn 1.379 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1628 _exptl_absorpt_coefficient_mu 0.97 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.7791 _exptl_absorpt_correction_T_max 0.9234 _exptl_absorpt_process_details 'X-RED (Stoe, 2004)' _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_detector 'image plate (34 cm diameter)' _diffrn_detector_type STOE _diffrn_detector_area_resol_mean 6.67 _diffrn_source 'sealed X-ray tube, 12 x 0.4 mm long-fine focus' _diffrn_source_voltage 50 _diffrn_source_current 40 _diffrn_source_power 2.00 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator 'plane graphite' _diffrn_radiation_polarisn_norm 0 _diffrn_ambient_temperature 150(2) _diffrn_measurement_method 'rotation method, delta omega = 1.0 deg' _diffrn_measurement_details ; 360 frames, exposure time per frame = 1 min ; _diffrn_reflns_number 46132 _diffrn_reflns_av_R_equivalents 0.0225 _diffrn_reflns_av_sigmaI/netI 0.0082 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measured_fraction_theta_full 0.970 _reflns_number_total 3340 _reflns_number_gt 3020 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-AREA (Stoe, 2004)' _computing_cell_refinement 'X-AREA (Stoe, 2004)' _computing_data_reduction 'X-RED (Stoe, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; DIAMOND (Brandenburg, 2005) ; _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^)+(0.0361P)^2^+1.2109P] 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 SHELXL _refine_ls_extinction_coef 0.00136(18) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3340 _refine_ls_number_parameters 214 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0235 _refine_ls_R_factor_gt 0.0208 _refine_ls_wR_factor_ref 0.0593 _refine_ls_wR_factor_gt 0.0584 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.300 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.041 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.54527(12) 0.38260(8) 0.35425(8) 0.0217(3) Uani 1 1 d . . . . . C2 C 0.50547(13) 0.36505(9) 0.28428(8) 0.0260(3) Uani 1 1 d . . . . . H2 H 0.4618 0.3215 0.2767 0.031 Uiso 1 1 calc R U . . . C3 C 0.53165(14) 0.41312(9) 0.22621(8) 0.0296(3) Uani 1 1 d . . . . . H3 H 0.5059 0.4017 0.1794 0.036 Uiso 1 1 calc R U . . . C4 C 0.59616(13) 0.47812(9) 0.23787(9) 0.0293(3) Uani 1 1 d . . . . . H4 H 0.6136 0.5101 0.1987 0.035 Uiso 1 1 calc R U . . . C5 C 0.63473(13) 0.49593(9) 0.30703(9) 0.0289(3) Uani 1 1 d . . . . . H5 H 0.6779 0.5398 0.3144 0.035 Uiso 1 1 calc R U . . . C6 C 0.60906(12) 0.44839(8) 0.36557(8) 0.0256(3) Uani 1 1 d . . . . . H6 H 0.6344 0.4605 0.4123 0.031 Uiso 1 1 calc R U . . . C7 C 0.57091(12) 0.34675(8) 0.51229(8) 0.0229(3) Uani 1 1 d . . . . . C8 C 0.51218(13) 0.35439(10) 0.57729(8) 0.0293(3) Uani 1 1 d . . . . . H8 H 0.4343 0.3538 0.5772 0.035 Uiso 1 1 calc R U . . . C9 C 0.57036(15) 0.36296(11) 0.64273(9) 0.0379(4) Uani 1 1 d . . . . . H9 H 0.5314 0.3680 0.6866 0.045 Uiso 1 1 calc R U . . . C10 C 0.68562(15) 0.36393(12) 0.64255(9) 0.0408(4) Uani 1 1 d . . . . . H10 H 0.7242 0.3697 0.6864 0.049 Uiso 1 1 calc R U . . . C11 C 0.74454(14) 0.35638(12) 0.57787(9) 0.0374(4) Uani 1 1 d . . . . . H11 H 0.8224 0.3574 0.5783 0.045 Uiso 1 1 calc R U . . . C12 C 0.68785(13) 0.34728(10) 0.51256(9) 0.0295(3) Uani 1 1 d . . . . . H12 H 0.7273 0.3415 0.4690 0.035 Uiso 1 1 calc R U . . . C13 C 0.53238(12) 0.22425(8) 0.41090(8) 0.0208(3) Uani 1 1 d . . . . . C14 C 0.60101(13) 0.20029(9) 0.35421(8) 0.0268(3) Uani 1 1 d . . . . . H14 H 0.6306 0.2358 0.3215 0.032 Uiso 1 1 calc R U . . . C15 C 0.62518(15) 0.12243(10) 0.34682(9) 0.0337(4) Uani 1 1 d . . . . . H15 H 0.6708 0.1059 0.3087 0.040 Uiso 1 1 calc R U . . . C16 C 0.58217(15) 0.06976(9) 0.39536(10) 0.0385(4) Uani 1 1 d . . . . . H16 H 0.5993 0.0179 0.3904 0.046 Uiso 1 1 calc R U . . . C17 C 0.51341(16) 0.09429(11) 0.45153(11) 0.0436(5) Uani 1 1 d . . . . . H17 H 0.4838 0.0586 0.4841 0.052 Uiso 1 1 calc R U . . . C18 C 0.48840(14) 0.17092(9) 0.45966(10) 0.0333(4) Uani 1 1 d . . . . . H18 H 0.4422 0.1870 0.4977 0.040 Uiso 1 1 calc R U . . . C19 C 0.35072(13) 0.33461(9) 0.43721(8) 0.0255(3) Uani 1 1 d . . . . . H19A H 0.3142 0.3105 0.3957 0.031 Uiso 1 1 calc R U . . . H19B H 0.3256 0.3086 0.4812 0.031 Uiso 1 1 calc R U . . . C20 C 0.31579(14) 0.41915(10) 0.44088(10) 0.0362(4) Uani 1 1 d . . . . . H20A H 0.3393 0.4450 0.3971 0.054 Uiso 1 1 calc R U . . . H20B H 0.3503 0.4430 0.4825 0.054 Uiso 1 1 calc R U . . . H20C H 0.2358 0.4225 0.4453 0.054 Uiso 1 1 calc R U . . . Cl1 Cl 0.33468(3) 0.17528(2) 0.27562(2) 0.02623(10) Uani 1 1 d . . . . . Cl2 Cl 0.19774(3) 0.15873(2) 0.11082(2) 0.02886(10) Uani 1 1 d . . . . . Cu1 Cu 0.2500 0.2500 0.19295(2) 0.02054(9) Uani 1 2 d S T P . . P1 P 0.49991(3) 0.32324(2) 0.42846(2) 0.01970(10) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0203(7) 0.0202(7) 0.0245(7) 0.0016(5) 0.0015(6) 0.0009(6) C2 0.0262(8) 0.0246(7) 0.0272(8) 0.0018(6) -0.0030(6) -0.0048(6) C3 0.0340(8) 0.0303(8) 0.0247(8) 0.0038(6) -0.0031(7) -0.0014(7) C4 0.0301(8) 0.0249(7) 0.0328(8) 0.0091(6) 0.0023(7) 0.0014(6) C5 0.0273(8) 0.0197(7) 0.0397(9) 0.0029(6) -0.0002(7) -0.0024(6) C6 0.0255(8) 0.0228(7) 0.0284(8) -0.0023(6) -0.0017(6) 0.0003(6) C7 0.0230(7) 0.0247(7) 0.0209(7) -0.0030(6) 0.0001(6) -0.0016(6) C8 0.0226(8) 0.0401(9) 0.0252(8) -0.0045(7) 0.0017(6) 0.0001(7) C9 0.0323(9) 0.0598(12) 0.0215(8) -0.0090(7) 0.0040(7) -0.0006(8) C10 0.0327(9) 0.0655(12) 0.0241(9) -0.0099(8) -0.0053(7) -0.0034(9) C11 0.0216(8) 0.0600(11) 0.0307(9) -0.0065(8) -0.0014(7) -0.0043(8) C12 0.0249(8) 0.0413(9) 0.0225(8) -0.0048(7) 0.0036(6) -0.0019(7) C13 0.0218(7) 0.0214(7) 0.0193(7) -0.0001(6) -0.0039(6) -0.0006(6) C14 0.0294(8) 0.0317(8) 0.0191(7) 0.0013(6) -0.0032(6) 0.0040(7) C15 0.0376(9) 0.0386(9) 0.0250(8) -0.0093(7) -0.0101(7) 0.0155(7) C16 0.0401(10) 0.0233(8) 0.0521(11) -0.0034(7) -0.0181(8) 0.0054(7) C17 0.0415(10) 0.0289(9) 0.0604(12) 0.0154(8) 0.0045(9) 0.0007(8) C18 0.0339(9) 0.0296(8) 0.0364(9) 0.0089(7) 0.0072(7) 0.0015(7) C19 0.0204(7) 0.0298(8) 0.0262(8) -0.0005(6) -0.0003(6) -0.0031(6) C20 0.0279(8) 0.0352(9) 0.0455(10) 0.0002(7) 0.0032(7) 0.0072(7) Cl1 0.0319(2) 0.02406(19) 0.02270(19) -0.00144(13) -0.00607(14) 0.00826(15) Cl2 0.0284(2) 0.0365(2) 0.02167(19) -0.00660(15) -0.00388(14) -0.00067(16) Cu1 0.02166(14) 0.02428(14) 0.01568(13) 0.000 0.000 0.00300(10) P1 0.01969(19) 0.02104(19) 0.01838(19) -0.00089(14) 0.00068(14) -0.00163(14) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.390(2) . ? C1 C2 1.398(2) . ? C1 P1 1.7886(14) . ? C2 C3 1.387(2) . ? C2 H2 0.9300 . ? C3 C4 1.385(2) . ? C3 H3 0.9300 . ? C4 C5 1.380(2) . ? C4 H4 0.9300 . ? C5 C6 1.386(2) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.386(2) . ? C7 C12 1.397(2) . ? C7 P1 1.7979(15) . ? C8 C9 1.391(2) . ? C8 H8 0.9300 . ? C9 C10 1.377(3) . ? C9 H9 0.9300 . ? C10 C11 1.382(2) . ? C10 H10 0.9300 . ? C11 C12 1.381(2) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.385(2) . ? C13 C18 1.390(2) . ? C13 P1 1.7944(14) . ? C14 C15 1.392(2) . ? C14 H14 0.9300 . ? C15 C16 1.375(3) . ? C15 H15 0.9300 . ? C16 C17 1.382(3) . ? C16 H16 0.9300 . ? C17 C18 1.374(3) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C20 1.530(2) . ? C19 P1 1.7998(15) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? Cl1 Cu1 2.2348(4) . ? Cl2 Cu1 2.2723(4) . ? Cu1 Cl1 2.2348(4) 2 ? Cu1 Cl2 2.2723(4) 2 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C2 120.15(13) . . ? C6 C1 P1 121.91(11) . . ? C2 C1 P1 117.66(11) . . ? C3 C2 C1 119.43(14) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C4 C3 C2 120.02(15) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C5 C4 C3 120.65(14) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 119.91(14) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C5 C6 C1 119.83(14) . . ? C5 C6 H6 120.1 . . ? C1 C6 H6 120.1 . . ? C8 C7 C12 120.17(14) . . ? C8 C7 P1 120.88(12) . . ? C12 C7 P1 118.43(11) . . ? C7 C8 C9 119.62(15) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C10 C9 C8 119.92(15) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C9 C10 C11 120.68(16) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C12 C11 C10 120.01(15) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C11 C12 C7 119.61(15) . . ? C11 C12 H12 120.2 . . ? C7 C12 H12 120.2 . . ? C14 C13 C18 120.14(14) . . ? C14 C13 P1 123.40(11) . . ? C18 C13 P1 116.41(12) . . ? C13 C14 C15 119.23(15) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C16 C15 C14 120.58(16) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 C17 119.68(15) . . ? C15 C16 H16 120.2 . . ? C17 C16 H16 120.2 . . ? C18 C17 C16 120.60(17) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C17 C18 C13 119.77(16) . . ? C17 C18 H18 120.1 . . ? C13 C18 H18 120.1 . . ? C20 C19 P1 112.29(11) . . ? C20 C19 H19A 109.1 . . ? P1 C19 H19A 109.1 . . ? C20 C19 H19B 109.1 . . ? P1 C19 H19B 109.1 . . ? H19A C19 H19B 107.9 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? Cl1 Cu1 Cl1 94.96(2) 2 . ? Cl1 Cu1 Cl2 99.442(13) 2 2 ? Cl1 Cu1 Cl2 136.772(14) . 2 ? Cl1 Cu1 Cl2 136.772(14) 2 . ? Cl1 Cu1 Cl2 99.443(13) . . ? Cl2 Cu1 Cl2 97.34(2) 2 . ? C1 P1 C13 110.69(7) . . ? C1 P1 C7 111.81(7) . . ? C13 P1 C7 105.59(7) . . ? C1 P1 C19 107.68(7) . . ? C13 P1 C19 109.60(7) . . ? C7 P1 C19 111.48(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 1.0(2) . . . . ? P1 C1 C2 C3 175.05(12) . . . . ? C1 C2 C3 C4 -0.4(2) . . . . ? C2 C3 C4 C5 -0.2(2) . . . . ? C3 C4 C5 C6 0.1(2) . . . . ? C4 C5 C6 C1 0.5(2) . . . . ? C2 C1 C6 C5 -1.1(2) . . . . ? P1 C1 C6 C5 -174.86(12) . . . . ? C12 C7 C8 C9 0.3(2) . . . . ? P1 C7 C8 C9 171.92(14) . . . . ? C7 C8 C9 C10 0.1(3) . . . . ? C8 C9 C10 C11 -0.1(3) . . . . ? C9 C10 C11 C12 -0.4(3) . . . . ? C10 C11 C12 C7 0.8(3) . . . . ? C8 C7 C12 C11 -0.8(2) . . . . ? P1 C7 C12 C11 -172.59(14) . . . . ? C18 C13 C14 C15 0.0(2) . . . . ? P1 C13 C14 C15 177.28(12) . . . . ? C13 C14 C15 C16 -0.4(2) . . . . ? C14 C15 C16 C17 0.7(3) . . . . ? C15 C16 C17 C18 -0.6(3) . . . . ? C16 C17 C18 C13 0.2(3) . . . . ? C14 C13 C18 C17 0.1(2) . . . . ? P1 C13 C18 C17 -177.35(14) . . . . ? C6 C1 P1 C13 -130.11(12) . . . . ? C2 C1 P1 C13 55.97(13) . . . . ? C6 C1 P1 C7 -12.68(15) . . . . ? C2 C1 P1 C7 173.39(11) . . . . ? C6 C1 P1 C19 110.11(13) . . . . ? C2 C1 P1 C19 -63.81(13) . . . . ? C14 C13 P1 C1 10.92(15) . . . . ? C18 C13 P1 C1 -171.70(12) . . . . ? C14 C13 P1 C7 -110.27(13) . . . . ? C18 C13 P1 C7 67.11(13) . . . . ? C14 C13 P1 C19 129.54(13) . . . . ? C18 C13 P1 C19 -53.08(14) . . . . ? C8 C7 P1 C1 134.34(13) . . . . ? C12 C7 P1 C1 -53.90(14) . . . . ? C8 C7 P1 C13 -105.21(13) . . . . ? C12 C7 P1 C13 66.55(14) . . . . ? C8 C7 P1 C19 13.74(15) . . . . ? C12 C7 P1 C19 -174.51(12) . . . . ? C20 C19 P1 C1 -51.01(13) . . . . ? C20 C19 P1 C13 -171.49(11) . . . . ? C20 C19 P1 C7 71.98(13) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C18 H18 Cl2 0.93 2.70 3.5519(18) 152.0 7_656 _database_code_depnum_ccdc_archive 'CCDC 958655' ####################################################################### # # 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_wi12 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(benzyltriphenylphosphonium)tetrachloridocuprate(II) ; _chemical_melting_point 410-412 _chemical_formula_moiety '2(C25 H22 P), Cl4 Cu, 2(C H2 Cl2)' _chemical_formula_sum 'C52 H48 Cl8 Cu P2' _chemical_formula_weight 1081.98 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 40.6863(8) _cell_length_b 13.2243(4) _cell_length_c 19.3006(4) _cell_angle_alpha 90.00 _cell_angle_beta 100.397(2) _cell_angle_gamma 90.00 _cell_volume 10214.1(4) _cell_formula_units_Z 8 _cell_measurement_temperature 210(2) _cell_measurement_reflns_used 58590 _cell_measurement_theta_min 1.62 _cell_measurement_theta_max 29.70 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 2.000 _exptl_crystal_size_mid 1.080 _exptl_crystal_size_min 0.370 _exptl_crystal_density_diffrn 1.407 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4440 _exptl_absorpt_coefficient_mu 0.944 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.8070 _exptl_absorpt_correction_T_max 0.9368 _exptl_absorpt_process_details 'X-RED (Stoe, 2004)' _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_detector 'image plate (34 cm diameter)' _diffrn_detector_type STOE _diffrn_detector_area_resol_mean 6.67 _diffrn_source 'sealed X-ray tube, 12 x 0.4 mm long-fine focus' _diffrn_source_voltage 50 _diffrn_source_current 40 _diffrn_source_power 2.00 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator 'plane graphite' _diffrn_radiation_polarisn_norm 0 _diffrn_ambient_temperature 210(2) _diffrn_measurement_method 'rotation method, delta omega = 1.0 deg' _diffrn_measurement_details ; 360 frames, exposure time per frame = 1 min ; _diffrn_reflns_number 65119 _diffrn_reflns_av_R_equivalents 0.1250 _diffrn_reflns_av_sigmaI/netI 0.0542 _diffrn_reflns_limit_h_min -48 _diffrn_reflns_limit_h_max 48 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 25.00 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _reflns_number_total 8992 _reflns_number_gt 7632 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-AREA (Stoe, 2004)' _computing_cell_refinement 'X-AREA (Stoe, 2004)' _computing_data_reduction 'X-RED (Stoe, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; DIAMOND (Brandenburg, 2005) ; _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^)+(0.0699P)^2^+11.8571P] 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 SHELXL _refine_ls_extinction_coef 0.00035(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 8992 _refine_ls_number_parameters 578 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0525 _refine_ls_R_factor_gt 0.0454 _refine_ls_wR_factor_ref 0.1318 _refine_ls_wR_factor_gt 0.1263 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.013 _refine_diff_density_min -1.079 _refine_diff_density_rms 0.073 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.19593(7) 0.8039(2) 0.18587(14) 0.0331(6) Uani 1 1 d . . . . . H1A H 0.1794 0.7640 0.2042 0.040 Uiso 1 1 calc R U . . . H1B H 0.1994 0.8656 0.2134 0.040 Uiso 1 1 calc R U . . . C2 C 0.18178(6) 0.8317(2) 0.11022(14) 0.0322(5) Uani 1 1 d . . . . . C3 C 0.15342(7) 0.7828(2) 0.07504(18) 0.0466(7) Uani 1 1 d . . . . . H3 H 0.1433 0.7326 0.0977 0.056 Uiso 1 1 calc R U . . . C4 C 0.14015(9) 0.8088(3) 0.0063(2) 0.0635(11) Uani 1 1 d . . . . . H4 H 0.1213 0.7753 -0.0174 0.076 Uiso 1 1 calc R U . . . C5 C 0.15457(10) 0.8839(3) -0.02733(18) 0.0659(11) Uani 1 1 d . . . . . H5 H 0.1455 0.9013 -0.0735 0.079 Uiso 1 1 calc R U . . . C6 C 0.18233(10) 0.9330(3) 0.00736(19) 0.0625(10) Uani 1 1 d . . . . . H6 H 0.1920 0.9841 -0.0152 0.075 Uiso 1 1 calc R U . . . C7 C 0.19599(8) 0.9069(2) 0.07583(17) 0.0470(7) Uani 1 1 d . . . . . H7 H 0.2149 0.9403 0.0989 0.056 Uiso 1 1 calc R U . . . C8 C 0.26544(6) 0.80782(19) 0.16549(13) 0.0304(5) Uani 1 1 d . . . . . C9 C 0.27200(8) 0.7924(2) 0.09797(15) 0.0404(6) Uani 1 1 d . . . . . H9 H 0.2624 0.7380 0.0711 0.049 Uiso 1 1 calc R U . . . C10 C 0.29287(9) 0.8587(3) 0.07107(18) 0.0514(8) Uani 1 1 d . . . . . H10 H 0.2972 0.8491 0.0258 0.062 Uiso 1 1 calc R U . . . C11 C 0.30724(8) 0.9388(3) 0.1110(2) 0.0535(8) Uani 1 1 d . . . . . H11 H 0.3213 0.9830 0.0927 0.064 Uiso 1 1 calc R U . . . C12 C 0.30088(8) 0.9536(2) 0.17798(18) 0.0476(7) Uani 1 1 d . . . . . H12 H 0.3108 1.0076 0.2048 0.057 Uiso 1 1 calc R U . . . C13 C 0.27995(7) 0.8890(2) 0.20566(15) 0.0374(6) Uani 1 1 d . . . . . H13 H 0.2756 0.8996 0.2508 0.045 Uiso 1 1 calc R U . . . C14 C 0.24796(6) 0.71163(18) 0.29104(13) 0.0280(5) Uani 1 1 d . . . . . C15 C 0.28140(7) 0.6905(2) 0.31818(14) 0.0351(6) Uani 1 1 d . . . . . H15 H 0.2973 0.6929 0.2891 0.042 Uiso 1 1 calc R U . . . C16 C 0.29072(7) 0.6661(2) 0.38848(15) 0.0397(6) Uani 1 1 d . . . . . H16 H 0.3130 0.6527 0.4068 0.048 Uiso 1 1 calc R U . . . C17 C 0.26738(7) 0.6615(2) 0.43188(14) 0.0368(6) Uani 1 1 d . . . . . H17 H 0.2739 0.6444 0.4791 0.044 Uiso 1 1 calc R U . . . C18 C 0.23403(7) 0.6824(2) 0.40521(14) 0.0360(6) Uani 1 1 d . . . . . H18 H 0.2183 0.6797 0.4345 0.043 Uiso 1 1 calc R U . . . C19 C 0.22439(7) 0.7073(2) 0.33467(14) 0.0328(6) Uani 1 1 d . . . . . H19 H 0.2021 0.7211 0.3166 0.039 Uiso 1 1 calc R U . . . C20 C 0.22997(6) 0.61411(19) 0.15448(13) 0.0295(5) Uani 1 1 d . . . . . C21 C 0.25854(7) 0.5605(2) 0.14565(15) 0.0375(6) Uani 1 1 d . . . . . H21 H 0.2796 0.5878 0.1616 0.045 Uiso 1 1 calc R U . . . C22 C 0.25544(8) 0.4671(2) 0.11329(16) 0.0427(7) Uani 1 1 d . . . . . H22 H 0.2744 0.4309 0.1080 0.051 Uiso 1 1 calc R U . . . C23 C 0.22427(9) 0.4278(2) 0.08893(15) 0.0444(7) Uani 1 1 d . . . . . H23 H 0.2223 0.3662 0.0653 0.053 Uiso 1 1 calc R U . . . C24 C 0.19605(8) 0.4782(2) 0.09899(16) 0.0427(7) Uani 1 1 d . . . . . H24 H 0.1751 0.4498 0.0834 0.051 Uiso 1 1 calc R U . . . C25 C 0.19867(7) 0.5716(2) 0.13241(14) 0.0350(6) Uani 1 1 d . . . . . H25 H 0.1796 0.6054 0.1399 0.042 Uiso 1 1 calc R U . . . C26 C 0.11625(6) 0.9063(2) 0.57074(16) 0.0407(6) Uani 1 1 d . . . . . H26A H 0.1226 0.8640 0.5343 0.049 Uiso 1 1 calc R U . . . H26B H 0.1295 0.9676 0.5734 0.049 Uiso 1 1 calc R U . . . C27 C 0.12477(7) 0.8515(2) 0.64017(15) 0.0409(7) Uani 1 1 d . . . . . C28 C 0.12469(8) 0.7473(3) 0.64219(18) 0.0489(8) Uani 1 1 d . . . . . H28 H 0.1191 0.7106 0.6006 0.059 Uiso 1 1 calc R U . . . C29 C 0.13288(9) 0.6971(3) 0.7062(2) 0.0597(9) Uani 1 1 d . . . . . H29 H 0.1330 0.6268 0.7077 0.072 Uiso 1 1 calc R U . . . C30 C 0.14085(9) 0.7529(4) 0.7680(2) 0.0654(11) Uani 1 1 d . . . . . H30 H 0.1457 0.7197 0.8111 0.078 Uiso 1 1 calc R U . . . C31 C 0.14163(9) 0.8564(3) 0.76591(19) 0.0626(10) Uani 1 1 d . . . . . H31 H 0.1476 0.8931 0.8074 0.075 Uiso 1 1 calc R U . . . C32 C 0.13358(8) 0.9060(3) 0.70260(17) 0.0504(8) Uani 1 1 d . . . . . H32 H 0.1340 0.9763 0.7014 0.061 Uiso 1 1 calc R U . . . C33 C 0.05950(6) 1.0217(2) 0.60895(13) 0.0331(6) Uani 1 1 d . . . . . C34 C 0.07960(7) 1.1034(2) 0.63565(16) 0.0414(6) Uani 1 1 d . . . . . H34 H 0.1003 1.1127 0.6224 0.050 Uiso 1 1 calc R U . . . C35 C 0.06892(8) 1.1700(2) 0.68148(16) 0.0450(7) Uani 1 1 d . . . . . H35 H 0.0825 1.2240 0.6995 0.054 Uiso 1 1 calc R U . . . C36 C 0.03815(8) 1.1570(3) 0.70087(16) 0.0487(7) Uani 1 1 d . . . . . H36 H 0.0310 1.2021 0.7319 0.058 Uiso 1 1 calc R U . . . C37 C 0.01819(8) 1.0772(3) 0.67422(16) 0.0502(8) Uani 1 1 d . . . . . H37 H -0.0026 1.0689 0.6871 0.060 Uiso 1 1 calc R U . . . C38 C 0.02869(7) 1.0093(2) 0.62839(14) 0.0399(6) Uani 1 1 d . . . . . H38 H 0.0151 0.9553 0.6107 0.048 Uiso 1 1 calc R U . . . C39 C 0.06846(6) 1.0066(2) 0.46308(14) 0.0320(6) Uani 1 1 d . . . . . C40 C 0.05271(6) 1.1008(2) 0.45401(15) 0.0373(6) Uani 1 1 d . . . . . H40 H 0.0437 1.1295 0.4904 0.045 Uiso 1 1 calc R U . . . C41 C 0.05061(7) 1.1511(2) 0.39061(17) 0.0440(7) Uani 1 1 d . . . . . H41 H 0.0401 1.2138 0.3844 0.053 Uiso 1 1 calc R U . . . C42 C 0.06397(7) 1.1088(2) 0.33653(16) 0.0453(7) Uani 1 1 d . . . . . H42 H 0.0626 1.1435 0.2942 0.054 Uiso 1 1 calc R U . . . C43 C 0.07936(7) 1.0156(2) 0.34479(16) 0.0428(7) Uani 1 1 d . . . . . H43 H 0.0879 0.9868 0.3078 0.051 Uiso 1 1 calc R U . . . C44 C 0.08207(7) 0.9649(2) 0.40818(15) 0.0381(6) Uani 1 1 d . . . . . H44 H 0.0930 0.9029 0.4143 0.046 Uiso 1 1 calc R U . . . C45 C 0.04631(7) 0.8298(2) 0.53464(16) 0.0381(6) Uani 1 1 d . . . . . C46 C 0.02927(8) 0.8023(3) 0.46899(19) 0.0514(8) Uani 1 1 d . . . . . H46 H 0.0319 0.8400 0.4297 0.062 Uiso 1 1 calc R U . . . C47 C 0.00820(10) 0.7191(3) 0.4610(2) 0.0668(11) Uani 1 1 d . . . . . H47 H -0.0035 0.7019 0.4166 0.080 Uiso 1 1 calc R U . . . C48 C 0.00471(10) 0.6627(3) 0.5177(3) 0.0711(11) Uani 1 1 d . . . . . H48 H -0.0091 0.6063 0.5119 0.085 Uiso 1 1 calc R U . . . C49 C 0.02146(9) 0.6882(3) 0.5839(3) 0.0694(12) Uani 1 1 d . . . . . H49 H 0.0187 0.6494 0.6226 0.083 Uiso 1 1 calc R U . . . C50 C 0.04248(8) 0.7718(3) 0.5929(2) 0.0532(8) Uani 1 1 d . . . . . H50 H 0.0539 0.7890 0.6375 0.064 Uiso 1 1 calc R U . . . Cl1 Cl 0.13558(2) 0.64413(5) 0.25388(4) 0.03899(17) Uani 1 1 d . . . . . Cl2 Cl 0.07691(2) 0.70210(6) 0.35709(4) 0.04509(19) Uani 1 1 d . . . . . Cl3 Cl 0.15554(2) 0.88017(6) 0.32884(5) 0.0508(2) Uani 1 1 d . . . . . Cl4 Cl 0.15279(2) 0.71622(8) 0.46570(4) 0.0569(2) Uani 1 1 d . . . . . Cu1 Cu 0.13020(2) 0.73497(3) 0.35113(2) 0.03498(12) Uani 1 1 d . . . . . P1 P 0.23477(2) 0.73390(5) 0.19871(3) 0.02635(16) Uani 1 1 d . . . . . P2 P 0.07238(2) 0.93990(5) 0.54483(4) 0.03249(17) Uani 1 1 d . . . . . C51 C -0.05789(13) 0.4959(3) 0.2503(3) 0.0903(15) Uani 1 1 d . . . . . H51A H -0.0588 0.5343 0.2072 0.108 Uiso 1 1 calc R U . . . H51B H -0.0797 0.5000 0.2636 0.108 Uiso 1 1 calc R U . . . Cl5 Cl -0.02904(4) 0.55134(8) 0.31540(7) 0.0949(4) Uani 1 1 d . . . . . Cl6 Cl -0.04961(4) 0.37096(10) 0.23378(8) 0.1091(5) Uani 1 1 d . . . . . Cl7 Cl 0.10078(5) 0.52504(12) 0.07821(8) 0.1104(5) Uani 1 1 d D . . . . C52 C 0.09254(12) 0.4792(3) -0.0087(2) 0.0912(15) Uani 1 1 d D . . . . H52A H 0.0686 0.4728 -0.0245 0.109 Uiso 0.45 1 calc R U P A 1 H52B H 0.1025 0.4129 -0.0106 0.109 Uiso 0.45 1 calc R U P A 1 H52C H 0.1124 0.4473 -0.0196 0.109 Uiso 0.55 1 calc R U P A 2 H52D H 0.0750 0.4288 -0.0133 0.109 Uiso 0.55 1 calc R U P A 2 Cl81 Cl 0.10983(16) 0.5666(3) -0.0666(2) 0.1327(15) Uani 0.45 1 d D . P B 1 Cl82 Cl 0.08093(12) 0.5724(2) -0.06470(16) 0.1310(14) Uani 0.55 1 d D . P B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0337(13) 0.0352(14) 0.0311(13) -0.0006(11) 0.0076(11) 0.0062(11) C2 0.0317(13) 0.0328(13) 0.0324(13) 0.0002(11) 0.0066(10) 0.0091(11) C3 0.0349(15) 0.0441(16) 0.0572(19) -0.0008(14) -0.0012(14) 0.0087(13) C4 0.0499(19) 0.074(2) 0.056(2) -0.0150(19) -0.0195(17) 0.0250(18) C5 0.073(3) 0.089(3) 0.0330(16) 0.0034(18) 0.0021(17) 0.042(2) C6 0.063(2) 0.078(3) 0.049(2) 0.0254(18) 0.0190(18) 0.0223(19) C7 0.0422(16) 0.0485(17) 0.0498(18) 0.0128(14) 0.0072(14) 0.0060(13) C8 0.0290(12) 0.0311(13) 0.0309(13) 0.0034(10) 0.0049(10) 0.0012(10) C9 0.0437(16) 0.0433(15) 0.0356(15) 0.0010(12) 0.0105(12) -0.0027(13) C10 0.0556(19) 0.058(2) 0.0459(17) 0.0137(15) 0.0232(15) -0.0002(16) C11 0.0461(17) 0.0468(18) 0.070(2) 0.0201(16) 0.0165(16) -0.0047(14) C12 0.0412(16) 0.0360(15) 0.063(2) 0.0043(14) 0.0019(14) -0.0067(13) C13 0.0382(14) 0.0323(14) 0.0409(15) -0.0007(11) 0.0051(12) -0.0019(11) C14 0.0306(13) 0.0271(12) 0.0261(12) -0.0020(9) 0.0043(10) 0.0011(10) C15 0.0312(13) 0.0422(15) 0.0334(14) 0.0029(11) 0.0100(11) 0.0041(11) C16 0.0320(14) 0.0489(16) 0.0365(14) 0.0038(12) 0.0015(11) 0.0055(12) C17 0.0419(15) 0.0401(15) 0.0276(13) 0.0023(11) 0.0043(11) 0.0013(12) C18 0.0384(14) 0.0399(15) 0.0319(13) -0.0015(11) 0.0121(11) -0.0034(12) C19 0.0294(13) 0.0368(14) 0.0328(13) -0.0022(11) 0.0068(11) -0.0019(11) C20 0.0340(13) 0.0284(12) 0.0263(12) -0.0007(10) 0.0058(10) -0.0002(10) C21 0.0355(14) 0.0377(14) 0.0411(15) -0.0025(12) 0.0123(12) 0.0030(11) C22 0.0529(17) 0.0357(15) 0.0442(16) -0.0020(12) 0.0208(14) 0.0072(13) C23 0.069(2) 0.0303(14) 0.0356(15) -0.0043(11) 0.0140(14) -0.0005(14) C24 0.0463(16) 0.0358(15) 0.0424(16) -0.0023(12) -0.0019(13) -0.0106(13) C25 0.0330(13) 0.0334(13) 0.0370(14) -0.0001(11) 0.0016(11) 0.0005(11) C26 0.0263(13) 0.0548(17) 0.0417(16) 0.0064(13) 0.0083(11) 0.0064(12) C27 0.0252(13) 0.0581(18) 0.0402(15) 0.0052(13) 0.0084(11) 0.0106(12) C28 0.0370(16) 0.060(2) 0.0487(18) 0.0068(15) 0.0043(14) 0.0080(14) C29 0.0466(18) 0.065(2) 0.067(2) 0.0220(18) 0.0107(17) 0.0137(16) C30 0.050(2) 0.104(3) 0.044(2) 0.026(2) 0.0154(16) 0.026(2) C31 0.0510(19) 0.094(3) 0.0432(18) -0.0003(18) 0.0087(15) 0.0269(19) C32 0.0396(16) 0.066(2) 0.0452(17) -0.0005(15) 0.0049(13) 0.0172(15) C33 0.0270(12) 0.0433(15) 0.0289(13) 0.0016(11) 0.0050(10) 0.0007(11) C34 0.0299(13) 0.0459(16) 0.0489(17) -0.0002(13) 0.0087(12) -0.0052(12) C35 0.0428(16) 0.0474(17) 0.0423(16) -0.0049(13) 0.0006(13) -0.0084(13) C36 0.0486(17) 0.063(2) 0.0357(15) -0.0126(14) 0.0112(13) -0.0016(15) C37 0.0383(15) 0.076(2) 0.0402(16) -0.0140(15) 0.0170(13) -0.0108(15) C38 0.0300(13) 0.0565(18) 0.0328(14) -0.0064(12) 0.0049(11) -0.0094(12) C39 0.0249(12) 0.0367(14) 0.0344(13) -0.0015(11) 0.0048(10) -0.0010(10) C40 0.0298(13) 0.0400(15) 0.0431(15) -0.0010(12) 0.0093(11) 0.0023(11) C41 0.0408(15) 0.0396(15) 0.0521(18) 0.0097(13) 0.0099(13) 0.0066(12) C42 0.0420(16) 0.0526(18) 0.0410(16) 0.0106(14) 0.0072(13) -0.0014(14) C43 0.0394(15) 0.0535(18) 0.0373(15) -0.0032(13) 0.0119(12) -0.0023(13) C44 0.0364(14) 0.0374(14) 0.0410(15) -0.0012(12) 0.0081(12) 0.0017(12) C45 0.0307(13) 0.0326(13) 0.0528(17) 0.0038(12) 0.0124(12) 0.0045(11) C46 0.0516(18) 0.0476(18) 0.058(2) -0.0124(15) 0.0175(16) -0.0086(15) C47 0.066(2) 0.055(2) 0.082(3) -0.024(2) 0.021(2) -0.0214(18) C48 0.060(2) 0.0406(18) 0.115(4) -0.006(2) 0.023(2) -0.0084(17) C49 0.053(2) 0.050(2) 0.109(3) 0.032(2) 0.024(2) 0.0017(17) C50 0.0403(17) 0.0545(19) 0.064(2) 0.0182(16) 0.0063(15) 0.0011(14) Cl1 0.0340(3) 0.0457(4) 0.0380(4) -0.0059(3) 0.0085(3) 0.0042(3) Cl2 0.0344(4) 0.0497(4) 0.0536(4) -0.0017(3) 0.0141(3) -0.0005(3) Cl3 0.0425(4) 0.0391(4) 0.0751(5) -0.0043(4) 0.0220(4) 0.0006(3) Cl4 0.0466(4) 0.0888(6) 0.0335(4) -0.0047(4) 0.0021(3) 0.0014(4) Cu1 0.03024(19) 0.0409(2) 0.0346(2) -0.00286(13) 0.00796(14) 0.00231(13) P1 0.0260(3) 0.0278(3) 0.0253(3) -0.0016(2) 0.0047(3) 0.0009(2) P2 0.0248(3) 0.0381(4) 0.0352(4) 0.0025(3) 0.0071(3) 0.0022(3) C51 0.098(3) 0.058(2) 0.106(4) -0.006(2) -0.005(3) 0.014(2) Cl5 0.1476(12) 0.0530(6) 0.0790(7) -0.0124(5) 0.0069(7) -0.0077(7) Cl6 0.1506(13) 0.0655(7) 0.1002(9) -0.0235(7) -0.0068(9) 0.0006(8) Cl7 0.1451(13) 0.1011(10) 0.0971(9) -0.0218(8) 0.0542(9) -0.0127(9) C52 0.074(3) 0.084(3) 0.109(4) -0.031(3) -0.001(3) 0.004(2) Cl81 0.197(5) 0.095(3) 0.117(3) -0.004(2) 0.056(3) -0.003(3) Cl82 0.205(4) 0.0929(19) 0.0750(16) -0.0086(13) -0.028(2) 0.045(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.515(4) . ? C1 P1 1.809(3) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C7 1.379(4) . ? C2 C3 1.388(4) . ? C3 C4 1.383(5) . ? C3 H3 0.9300 . ? C4 C5 1.374(6) . ? C4 H4 0.9300 . ? C5 C6 1.368(6) . ? C5 H5 0.9300 . ? C6 C7 1.382(5) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C13 1.392(4) . ? C8 C9 1.392(4) . ? C8 P1 1.792(3) . ? C9 C10 1.385(4) . ? C9 H9 0.9300 . ? C10 C11 1.376(5) . ? C10 H10 0.9300 . ? C11 C12 1.377(5) . ? C11 H11 0.9300 . ? C12 C13 1.380(4) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C19 1.387(4) . ? C14 C15 1.395(4) . ? C14 P1 1.790(3) . ? C15 C16 1.380(4) . ? C15 H15 0.9300 . ? C16 C17 1.376(4) . ? C16 H16 0.9300 . ? C17 C18 1.389(4) . ? C17 H17 0.9300 . ? C18 C19 1.387(4) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C25 1.387(4) . ? C20 C21 1.398(4) . ? C20 P1 1.793(3) . ? C21 C22 1.380(4) . ? C21 H21 0.9300 . ? C22 C23 1.373(5) . ? C22 H22 0.9300 . ? C23 C24 1.371(5) . ? C23 H23 0.9300 . ? C24 C25 1.389(4) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C27 1.508(4) . ? C26 P2 1.819(3) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.378(5) . ? C27 C32 1.394(5) . ? C28 C29 1.389(5) . ? C28 H28 0.9300 . ? C29 C30 1.390(6) . ? C29 H29 0.9300 . ? C30 C31 1.370(6) . ? C30 H30 0.9300 . ? C31 C32 1.373(5) . ? C31 H31 0.9300 . ? C32 H32 0.9300 . ? C33 C38 1.382(4) . ? C33 C34 1.396(4) . ? C33 P2 1.792(3) . ? C34 C35 1.373(4) . ? C34 H34 0.9300 . ? C35 C36 1.381(4) . ? C35 H35 0.9300 . ? C36 C37 1.373(5) . ? C36 H36 0.9300 . ? C37 C38 1.382(4) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? C39 C44 1.395(4) . ? C39 C40 1.398(4) . ? C39 P2 1.789(3) . ? C40 C41 1.381(4) . ? C40 H40 0.9300 . ? C41 C42 1.379(5) . ? C41 H41 0.9300 . ? C42 C43 1.379(5) . ? C42 H42 0.9300 . ? C43 C44 1.382(4) . ? C43 H43 0.9300 . ? C44 H44 0.9300 . ? C45 C46 1.379(5) . ? C45 C50 1.393(5) . ? C45 P2 1.791(3) . ? C46 C47 1.387(5) . ? C46 H46 0.9300 . ? C47 C48 1.352(6) . ? C47 H47 0.9300 . ? C48 C49 1.377(7) . ? C48 H48 0.9300 . ? C49 C50 1.390(5) . ? C49 H49 0.9300 . ? C50 H50 0.9300 . ? Cl1 Cu1 2.2722(7) . ? Cl2 Cu1 2.2344(8) . ? Cl3 Cu1 2.2572(8) . ? Cl4 Cu1 2.2498(8) . ? C51 Cl5 1.721(5) . ? C51 Cl6 1.728(4) . ? C51 H51A 0.9700 . ? C51 H51B 0.9700 . ? Cl7 C52 1.758(4) . ? C52 Cl82 1.651(5) . ? C52 Cl81 1.834(5) . ? C52 H52A 0.9700 . ? C52 H52B 0.9700 . ? C52 H52C 0.9700 . ? C52 H52D 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 P1 115.25(18) . . ? C2 C1 H1A 108.5 . . ? P1 C1 H1A 108.5 . . ? C2 C1 H1B 108.5 . . ? P1 C1 H1B 108.5 . . ? H1A C1 H1B 107.5 . . ? C7 C2 C3 118.9(3) . . ? C7 C2 C1 121.3(3) . . ? C3 C2 C1 119.8(3) . . ? C4 C3 C2 120.0(3) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C5 C4 C3 120.4(3) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C6 C5 C4 119.8(3) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C5 C6 C7 120.2(4) . . ? C5 C6 H6 119.9 . . ? C7 C6 H6 119.9 . . ? C2 C7 C6 120.6(3) . . ? C2 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C13 C8 C9 120.1(3) . . ? C13 C8 P1 118.3(2) . . ? C9 C8 P1 121.2(2) . . ? C10 C9 C8 119.5(3) . . ? C10 C9 H9 120.3 . . ? C8 C9 H9 120.3 . . ? C11 C10 C9 120.3(3) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C12 C11 C10 120.2(3) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C11 C12 C13 120.6(3) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C12 C13 C8 119.4(3) . . ? C12 C13 H13 120.3 . . ? C8 C13 H13 120.3 . . ? C19 C14 C15 119.9(2) . . ? C19 C14 P1 119.69(19) . . ? C15 C14 P1 120.2(2) . . ? C16 C15 C14 119.5(3) . . ? C16 C15 H15 120.3 . . ? C14 C15 H15 120.3 . . ? C17 C16 C15 120.8(3) . . ? C17 C16 H16 119.6 . . ? C15 C16 H16 119.6 . . ? C16 C17 C18 120.0(3) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C19 C18 C17 119.7(3) . . ? C19 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? C18 C19 C14 120.1(2) . . ? C18 C19 H19 119.9 . . ? C14 C19 H19 119.9 . . ? C25 C20 C21 119.7(2) . . ? C25 C20 P1 121.3(2) . . ? C21 C20 P1 119.0(2) . . ? C22 C21 C20 119.9(3) . . ? C22 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C23 C22 C21 119.9(3) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? C24 C23 C22 120.8(3) . . ? C24 C23 H23 119.6 . . ? C22 C23 H23 119.6 . . ? C23 C24 C25 120.1(3) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C20 C25 C24 119.5(3) . . ? C20 C25 H25 120.3 . . ? C24 C25 H25 120.3 . . ? C27 C26 P2 114.7(2) . . ? C27 C26 H26A 108.6 . . ? P2 C26 H26A 108.6 . . ? C27 C26 H26B 108.6 . . ? P2 C26 H26B 108.6 . . ? H26A C26 H26B 107.6 . . ? C28 C27 C32 119.6(3) . . ? C28 C27 C26 120.3(3) . . ? C32 C27 C26 120.1(3) . . ? C27 C28 C29 120.1(3) . . ? C27 C28 H28 120.0 . . ? C29 C28 H28 120.0 . . ? C28 C29 C30 119.4(4) . . ? C28 C29 H29 120.3 . . ? C30 C29 H29 120.3 . . ? C31 C30 C29 120.6(3) . . ? C31 C30 H30 119.7 . . ? C29 C30 H30 119.7 . . ? C30 C31 C32 120.0(4) . . ? C30 C31 H31 120.0 . . ? C32 C31 H31 120.0 . . ? C31 C32 C27 120.3(4) . . ? C31 C32 H32 119.8 . . ? C27 C32 H32 119.8 . . ? C38 C33 C34 119.5(3) . . ? C38 C33 P2 120.6(2) . . ? C34 C33 P2 119.8(2) . . ? C35 C34 C33 120.1(3) . . ? C35 C34 H34 119.9 . . ? C33 C34 H34 119.9 . . ? C34 C35 C36 120.2(3) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C37 C36 C35 119.9(3) . . ? C37 C36 H36 120.1 . . ? C35 C36 H36 120.1 . . ? C36 C37 C38 120.6(3) . . ? C36 C37 H37 119.7 . . ? C38 C37 H37 119.7 . . ? C37 C38 C33 119.8(3) . . ? C37 C38 H38 120.1 . . ? C33 C38 H38 120.1 . . ? C44 C39 C40 119.5(3) . . ? C44 C39 P2 119.4(2) . . ? C40 C39 P2 121.1(2) . . ? C41 C40 C39 119.6(3) . . ? C41 C40 H40 120.2 . . ? C39 C40 H40 120.2 . . ? C42 C41 C40 120.4(3) . . ? C42 C41 H41 119.8 . . ? C40 C41 H41 119.8 . . ? C41 C42 C43 120.5(3) . . ? C41 C42 H42 119.8 . . ? C43 C42 H42 119.7 . . ? C42 C43 C44 119.9(3) . . ? C42 C43 H43 120.1 . . ? C44 C43 H43 120.1 . . ? C43 C44 C39 120.1(3) . . ? C43 C44 H44 119.9 . . ? C39 C44 H44 119.9 . . ? C46 C45 C50 119.1(3) . . ? C46 C45 P2 120.3(2) . . ? C50 C45 P2 120.6(3) . . ? C45 C46 C47 120.6(4) . . ? C45 C46 H46 119.7 . . ? C47 C46 H46 119.7 . . ? C48 C47 C46 120.0(4) . . ? C48 C47 H47 120.0 . . ? C46 C47 H47 120.0 . . ? C47 C48 C49 120.6(4) . . ? C47 C48 H48 119.7 . . ? C49 C48 H48 119.7 . . ? C48 C49 C50 120.1(4) . . ? C48 C49 H49 120.0 . . ? C50 C49 H49 120.0 . . ? C49 C50 C45 119.5(4) . . ? C49 C50 H50 120.2 . . ? C45 C50 H50 120.2 . . ? Cl2 Cu1 Cl4 98.98(3) . . ? Cl2 Cu1 Cl3 131.01(3) . . ? Cl4 Cu1 Cl3 99.29(4) . . ? Cl2 Cu1 Cl1 100.30(3) . . ? Cl4 Cu1 Cl1 132.09(3) . . ? Cl3 Cu1 Cl1 100.18(3) . . ? C14 P1 C8 110.05(12) . . ? C14 P1 C20 108.41(11) . . ? C8 P1 C20 109.53(12) . . ? C14 P1 C1 108.54(12) . . ? C8 P1 C1 108.63(12) . . ? C20 P1 C1 111.68(12) . . ? C33 P2 C45 108.98(13) . . ? C33 P2 C39 108.72(12) . . ? C45 P2 C39 110.32(13) . . ? C33 P2 C26 110.62(13) . . ? C45 P2 C26 111.33(14) . . ? C39 P2 C26 106.83(13) . . ? Cl5 C51 Cl6 114.3(3) . . ? Cl5 C51 H51A 108.7 . . ? Cl6 C51 H51A 108.7 . . ? Cl5 C51 H51B 108.7 . . ? Cl6 C51 H51B 108.7 . . ? H51A C51 H51B 107.6 . . ? Cl82 C52 Cl7 110.5(3) . . ? Cl7 C52 Cl81 109.7(3) . . ? Cl7 C52 H52A 109.7 . . ? Cl81 C52 H52A 109.7 . . ? Cl7 C52 H52B 109.7 . . ? Cl81 C52 H52B 109.7 . . ? H52A C52 H52B 108.2 . . ? Cl82 C52 H52C 109.6 . . ? Cl7 C52 H52C 109.6 . . ? Cl82 C52 H52D 109.6 . . ? Cl7 C52 H52D 109.6 . . ? H52C C52 H52D 108.1 . . ? 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 P1 C1 C2 C7 -73.6(3) . . . . ? P1 C1 C2 C3 108.2(3) . . . . ? C7 C2 C3 C4 0.9(4) . . . . ? C1 C2 C3 C4 179.1(3) . . . . ? C2 C3 C4 C5 -0.9(5) . . . . ? C3 C4 C5 C6 0.2(5) . . . . ? C4 C5 C6 C7 0.4(6) . . . . ? C3 C2 C7 C6 -0.2(5) . . . . ? C1 C2 C7 C6 -178.4(3) . . . . ? C5 C6 C7 C2 -0.4(5) . . . . ? C13 C8 C9 C10 -0.4(4) . . . . ? P1 C8 C9 C10 172.3(2) . . . . ? C8 C9 C10 C11 0.5(5) . . . . ? C9 C10 C11 C12 -0.1(5) . . . . ? C10 C11 C12 C13 -0.4(5) . . . . ? C11 C12 C13 C8 0.5(4) . . . . ? C9 C8 C13 C12 -0.2(4) . . . . ? P1 C8 C13 C12 -173.0(2) . . . . ? C19 C14 C15 C16 -0.4(4) . . . . ? P1 C14 C15 C16 -175.2(2) . . . . ? C14 C15 C16 C17 0.6(4) . . . . ? C15 C16 C17 C18 -0.6(4) . . . . ? C16 C17 C18 C19 0.4(4) . . . . ? C17 C18 C19 C14 -0.2(4) . . . . ? C15 C14 C19 C18 0.2(4) . . . . ? P1 C14 C19 C18 175.0(2) . . . . ? C25 C20 C21 C22 1.8(4) . . . . ? P1 C20 C21 C22 178.4(2) . . . . ? C20 C21 C22 C23 1.0(4) . . . . ? C21 C22 C23 C24 -2.8(5) . . . . ? C22 C23 C24 C25 1.8(5) . . . . ? C21 C20 C25 C24 -2.8(4) . . . . ? P1 C20 C25 C24 -179.3(2) . . . . ? C23 C24 C25 C20 1.0(4) . . . . ? P2 C26 C27 C28 92.4(3) . . . . ? P2 C26 C27 C32 -89.1(3) . . . . ? C32 C27 C28 C29 0.9(5) . . . . ? C26 C27 C28 C29 179.4(3) . . . . ? C27 C28 C29 C30 0.5(5) . . . . ? C28 C29 C30 C31 -1.9(5) . . . . ? C29 C30 C31 C32 1.9(6) . . . . ? C30 C31 C32 C27 -0.4(5) . . . . ? C28 C27 C32 C31 -1.0(5) . . . . ? C26 C27 C32 C31 -179.5(3) . . . . ? C38 C33 C34 C35 0.8(4) . . . . ? P2 C33 C34 C35 176.0(2) . . . . ? C33 C34 C35 C36 -0.6(5) . . . . ? C34 C35 C36 C37 0.0(5) . . . . ? C35 C36 C37 C38 0.4(5) . . . . ? C36 C37 C38 C33 -0.2(5) . . . . ? C34 C33 C38 C37 -0.4(4) . . . . ? P2 C33 C38 C37 -175.5(2) . . . . ? C44 C39 C40 C41 0.5(4) . . . . ? P2 C39 C40 C41 178.9(2) . . . . ? C39 C40 C41 C42 -0.1(4) . . . . ? C40 C41 C42 C43 0.5(5) . . . . ? C41 C42 C43 C44 -1.4(5) . . . . ? C42 C43 C44 C39 1.8(4) . . . . ? C40 C39 C44 C43 -1.4(4) . . . . ? P2 C39 C44 C43 -179.8(2) . . . . ? C50 C45 C46 C47 0.9(5) . . . . ? P2 C45 C46 C47 -177.9(3) . . . . ? C45 C46 C47 C48 -1.3(6) . . . . ? C46 C47 C48 C49 1.1(6) . . . . ? C47 C48 C49 C50 -0.7(6) . . . . ? C48 C49 C50 C45 0.3(6) . . . . ? C46 C45 C50 C49 -0.4(5) . . . . ? P2 C45 C50 C49 178.4(3) . . . . ? C19 C14 P1 C8 145.5(2) . . . . ? C15 C14 P1 C8 -39.8(2) . . . . ? C19 C14 P1 C20 -94.7(2) . . . . ? C15 C14 P1 C20 80.0(2) . . . . ? C19 C14 P1 C1 26.7(2) . . . . ? C15 C14 P1 C1 -158.5(2) . . . . ? C13 C8 P1 C14 -42.4(2) . . . . ? C9 C8 P1 C14 144.8(2) . . . . ? C13 C8 P1 C20 -161.5(2) . . . . ? C9 C8 P1 C20 25.7(3) . . . . ? C13 C8 P1 C1 76.3(2) . . . . ? C9 C8 P1 C1 -96.5(2) . . . . ? C25 C20 P1 C14 102.0(2) . . . . ? C21 C20 P1 C14 -74.5(2) . . . . ? C25 C20 P1 C8 -137.9(2) . . . . ? C21 C20 P1 C8 45.6(2) . . . . ? C25 C20 P1 C1 -17.5(3) . . . . ? C21 C20 P1 C1 165.9(2) . . . . ? C2 C1 P1 C14 178.35(19) . . . . ? C2 C1 P1 C8 58.7(2) . . . . ? C2 C1 P1 C20 -62.2(2) . . . . ? C38 C33 P2 C45 -16.5(3) . . . . ? C34 C33 P2 C45 168.3(2) . . . . ? C38 C33 P2 C39 103.8(2) . . . . ? C34 C33 P2 C39 -71.4(2) . . . . ? C38 C33 P2 C26 -139.2(2) . . . . ? C34 C33 P2 C26 45.6(3) . . . . ? C46 C45 P2 C33 125.0(2) . . . . ? C50 C45 P2 C33 -53.8(3) . . . . ? C46 C45 P2 C39 5.7(3) . . . . ? C50 C45 P2 C39 -173.1(2) . . . . ? C46 C45 P2 C26 -112.7(3) . . . . ? C50 C45 P2 C26 68.5(3) . . . . ? C44 C39 P2 C33 169.6(2) . . . . ? C40 C39 P2 C33 -8.8(3) . . . . ? C44 C39 P2 C45 -71.0(2) . . . . ? C40 C39 P2 C45 110.6(2) . . . . ? C44 C39 P2 C26 50.2(2) . . . . ? C40 C39 P2 C26 -128.2(2) . . . . ? C27 C26 P2 C33 60.2(3) . . . . ? C27 C26 P2 C45 -61.1(3) . . . . ? C27 C26 P2 C39 178.4(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C1 H1A Cl1 0.97 2.69 3.658(3) 176.8 . C19 H19 Cl1 0.93 2.94 3.762(3) 148.2 . C19 H19 Cl3 0.93 2.87 3.602(3) 136.7 . C26 H26A Cl4 0.97 2.77 3.705(3) 162.4 . C44 H44 Cl2 0.93 2.90 3.608(3) 133.5 . C51 H51A Cl2 0.97 2.58 3.428(5) 145.6 2 C51 H51B Cl1 0.97 2.94 3.708(5) 137.0 2 C52 H52C Cl4 0.97 2.76 3.656(5) 154.0 6_565 _database_code_depnum_ccdc_archive 'CCDC 958656' ####################################################################### # # 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_wi3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(tetraphenylarsonium)tetrachloridocuprate(II) ; _chemical_melting_point 482-485 _chemical_formula_moiety '2(C24 H20 As), Cl4 Cu, 0.75(H2 O)' _chemical_formula_sum 'C48 H41.5 As2 Cl4 Cu O 0.75' _chemical_formula_weight 985.49 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' As As 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.9900(9) _cell_length_b 13.6667(4) _cell_length_c 20.1376(10) _cell_angle_alpha 90.00 _cell_angle_beta 108.961(4) _cell_angle_gamma 90.00 _cell_volume 4422.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 210(2) _cell_measurement_reflns_used 31671 _cell_measurement_theta_min 1.82 _cell_measurement_theta_max 29.48 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.600 _exptl_crystal_size_mid 0.483 _exptl_crystal_size_min 0.400 _exptl_crystal_density_diffrn 1.480 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1994 _exptl_absorpt_coefficient_mu 2.255 _exptl_absorpt_correction_type sphere _exptl_absorpt_correction_T_min 0.3822 _exptl_absorpt_correction_T_max 0.3960 _exptl_absorpt_process_details 'X-RED (Stoe, 2004)' _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_detector 'image plate (34 cm diameter)' _diffrn_detector_type STOE _diffrn_detector_area_resol_mean 6.67 _diffrn_source 'sealed X-ray tube, 12 x 0.4 mm long-fine focus' _diffrn_source_voltage 50 _diffrn_source_current 40 _diffrn_source_power 2.00 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator 'plane graphite' _diffrn_radiation_polarisn_norm 0 _diffrn_ambient_temperature 210(2) _diffrn_measurement_method 'rotation method, delta omega = 1.0 deg' _diffrn_measurement_details ; 180 frames, exposure time per frame = 1 min ; _diffrn_reflns_number 28183 _diffrn_reflns_av_R_equivalents 0.0476 _diffrn_reflns_av_sigmaI/netI 0.0331 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measured_fraction_theta_full 0.972 _reflns_number_total 7780 _reflns_number_gt 6590 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-AREA (Stoe, 2004)' _computing_cell_refinement 'X-AREA (Stoe, 2004)' _computing_data_reduction 'X-RED (Stoe, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; DIAMOND (Brandenburg, 2005) ; _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^)+(0.0335P)^2^+0.2805P] 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 SHELXL _refine_ls_extinction_coef 0.00077(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7780 _refine_ls_number_parameters 515 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0324 _refine_ls_R_factor_gt 0.0248 _refine_ls_wR_factor_ref 0.0636 _refine_ls_wR_factor_gt 0.0615 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.434 _refine_diff_density_min -0.523 _refine_diff_density_rms 0.048 _refine_special_details ; In spite of several attempts, no reasonable solution could be received for the solvent species. PLATON/SQUEEZE calculated a total potential accessible void volume of 84.1 \%A and a number of electrons of 29.3 per unit cell. That value corresponds with the roughly number of water molecules of 0.75 per asymmetric unit (0.75 x 10 x 4 = 30). The contribution of the disordered solvent species was subtracted from the structure factor calculations. The deposited atom data (cif) reflect only known cell content. ; 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.85699(12) 0.17513(15) -0.07022(10) 0.0325(4) Uani 1 1 d . . . . . C2 C 0.87302(13) 0.20307(17) -0.13060(12) 0.0405(5) Uani 1 1 d . . . . . H2 H 0.9145 0.2486 -0.1284 0.049 Uiso 1 1 calc R U . . . C3 C 0.82675(13) 0.16273(19) -0.19438(12) 0.0449(5) Uani 1 1 d . . . . . H3 H 0.8374 0.1805 -0.2352 0.054 Uiso 1 1 calc R U . . . C4 C 0.76476(14) 0.09613(18) -0.19726(12) 0.0457(6) Uani 1 1 d . . . . . H4 H 0.7335 0.0695 -0.2403 0.055 Uiso 1 1 calc R U . . . C5 C 0.74850(13) 0.06855(17) -0.13714(12) 0.0421(5) Uani 1 1 d . . . . . H5 H 0.7065 0.0236 -0.1397 0.051 Uiso 1 1 calc R U . . . C6 C 0.79496(12) 0.10789(16) -0.07263(11) 0.0367(5) Uani 1 1 d . . . . . H6 H 0.7846 0.0894 -0.0318 0.044 Uiso 1 1 calc R U . . . C7 C 1.03506(12) 0.20248(15) 0.04007(11) 0.0342(4) Uani 1 1 d . . . . . C8 C 1.06623(13) 0.16349(16) -0.00964(12) 0.0379(5) Uani 1 1 d . . . . . H8 H 1.0307 0.1495 -0.0546 0.046 Uiso 1 1 calc R U . . . C9 C 1.15089(13) 0.14546(16) 0.00800(13) 0.0427(5) Uani 1 1 d . . . . . H9 H 1.1722 0.1193 -0.0252 0.051 Uiso 1 1 calc R U . . . C10 C 1.20323(13) 0.16607(17) 0.07424(13) 0.0456(6) Uani 1 1 d . . . . . H10 H 1.2600 0.1542 0.0856 0.055 Uiso 1 1 calc R U . . . C11 C 1.17263(14) 0.2040(2) 0.12393(13) 0.0518(6) Uani 1 1 d . . . . . H11 H 1.2087 0.2172 0.1688 0.062 Uiso 1 1 calc R U . . . C12 C 1.08822(14) 0.22288(19) 0.10782(12) 0.0454(6) Uani 1 1 d . . . . . H12 H 1.0674 0.2486 0.1415 0.055 Uiso 1 1 calc R U . . . C13 C 0.88591(12) 0.18461(16) 0.09197(11) 0.0350(4) Uani 1 1 d . . . . . C14 C 0.90475(15) 0.08904(17) 0.11385(12) 0.0475(6) Uani 1 1 d . . . . . H14 H 0.9322 0.0487 0.0913 0.057 Uiso 1 1 calc R U . . . C15 C 0.88229(18) 0.05394(19) 0.16962(14) 0.0578(7) Uani 1 1 d . . . . . H15 H 0.8941 -0.0105 0.1842 0.069 Uiso 1 1 calc R U . . . C16 C 0.84278(17) 0.1138(2) 0.20340(14) 0.0578(7) Uani 1 1 d . . . . . H16 H 0.8283 0.0898 0.2411 0.069 Uiso 1 1 calc R U . . . C17 C 0.82452(17) 0.2084(2) 0.18214(14) 0.0551(6) Uani 1 1 d . . . . . H17 H 0.7977 0.2486 0.2053 0.066 Uiso 1 1 calc R U . . . C18 C 0.84599(14) 0.24491(18) 0.12582(13) 0.0441(5) Uani 1 1 d . . . . . H18 H 0.8336 0.3093 0.1111 0.053 Uiso 1 1 calc R U . . . C19 C 0.90151(12) 0.37258(15) 0.00910(11) 0.0328(4) Uani 1 1 d . . . . . C20 C 0.84336(14) 0.41039(17) -0.05076(12) 0.0438(5) Uani 1 1 d . . . . . H20 H 0.8141 0.3691 -0.0871 0.053 Uiso 1 1 calc R U . . . C21 C 0.82946(15) 0.51026(18) -0.05576(14) 0.0521(6) Uani 1 1 d . . . . . H21 H 0.7905 0.5362 -0.0957 0.063 Uiso 1 1 calc R U . . . C22 C 0.87280(14) 0.57126(17) -0.00226(13) 0.0458(5) Uani 1 1 d . . . . . H22 H 0.8635 0.6384 -0.0063 0.055 Uiso 1 1 calc R U . . . C23 C 0.92991(15) 0.53351(18) 0.05723(13) 0.0489(6) Uani 1 1 d . . . . . H23 H 0.9583 0.5750 0.0937 0.059 Uiso 1 1 calc R U . . . C24 C 0.94533(14) 0.43404(17) 0.06302(12) 0.0436(5) Uani 1 1 d . . . . . H24 H 0.9848 0.4086 0.1029 0.052 Uiso 1 1 calc R U . . . C25 C 0.93309(12) 0.20655(15) 0.44726(11) 0.0332(4) Uani 1 1 d . . . . . C26 C 0.89956(12) 0.17490(16) 0.49751(11) 0.0365(5) Uani 1 1 d . . . . . H26 H 0.9341 0.1541 0.5412 0.044 Uiso 1 1 calc R U . . . C27 C 0.81365(13) 0.17459(18) 0.48187(12) 0.0434(5) Uani 1 1 d . . . . . H27 H 0.7906 0.1546 0.5157 0.052 Uiso 1 1 calc R U . . . C28 C 0.76264(13) 0.20350(18) 0.41693(13) 0.0459(6) Uani 1 1 d . . . . . H28 H 0.7052 0.2026 0.4067 0.055 Uiso 1 1 calc R U . . . C29 C 0.79641(14) 0.2338(2) 0.36682(13) 0.0522(6) Uani 1 1 d . . . . . H29 H 0.7615 0.2528 0.3227 0.063 Uiso 1 1 calc R U . . . C30 C 0.88178(14) 0.23626(19) 0.38136(12) 0.0468(6) Uani 1 1 d . . . . . H30 H 0.9045 0.2574 0.3476 0.056 Uiso 1 1 calc R U . . . C31 C 1.07646(12) 0.15718(16) 0.39227(11) 0.0365(5) Uani 1 1 d . . . . . C32 C 1.12651(15) 0.2038(2) 0.35998(13) 0.0495(6) Uani 1 1 d . . . . . H32 H 1.1477 0.2658 0.3742 0.059 Uiso 1 1 calc R U . . . C33 C 1.14444(17) 0.1559(3) 0.30582(14) 0.0642(8) Uani 1 1 d . . . . . H33 H 1.1784 0.1862 0.2839 0.077 Uiso 1 1 calc R U . . . C34 C 1.11306(18) 0.0656(2) 0.28443(14) 0.0655(8) Uani 1 1 d . . . . . H34 H 1.1253 0.0349 0.2478 0.079 Uiso 1 1 calc R U . . . C35 C 1.06288(19) 0.0189(2) 0.31676(14) 0.0637(8) Uani 1 1 d . . . . . H35 H 1.0420 -0.0432 0.3022 0.076 Uiso 1 1 calc R U . . . C36 C 1.04411(16) 0.06498(17) 0.37081(13) 0.0496(6) Uani 1 1 d . . . . . H36 H 1.0101 0.0345 0.3926 0.060 Uiso 1 1 calc R U . . . C37 C 1.11043(12) 0.15271(15) 0.55373(10) 0.0323(4) Uani 1 1 d . . . . . C38 C 1.09679(13) 0.17835(18) 0.61586(11) 0.0407(5) Uani 1 1 d . . . . . H38 H 1.0562 0.2241 0.6157 0.049 Uiso 1 1 calc R U . . . C39 C 1.14455(14) 0.1347(2) 0.67831(12) 0.0494(6) Uani 1 1 d . . . . . H39 H 1.1352 0.1500 0.7201 0.059 Uiso 1 1 calc R U . . . C40 C 1.20605(14) 0.06844(18) 0.67816(13) 0.0503(6) Uani 1 1 d . . . . . H40 H 1.2385 0.0402 0.7202 0.060 Uiso 1 1 calc R U . . . C41 C 1.21970(14) 0.04389(17) 0.61678(13) 0.0465(6) Uani 1 1 d . . . . . H41 H 1.2614 -0.0005 0.6174 0.056 Uiso 1 1 calc R U . . . C42 C 1.17139(13) 0.08511(15) 0.55378(12) 0.0382(5) Uani 1 1 d . . . . . H42 H 1.1798 0.0676 0.5120 0.046 Uiso 1 1 calc R U . . . C43 C 1.08227(12) 0.35315(15) 0.47680(11) 0.0336(4) Uani 1 1 d . . . . . C44 C 1.04777(16) 0.41621(18) 0.42158(13) 0.0515(6) Uani 1 1 d . . . . . H44 H 1.0106 0.3929 0.3797 0.062 Uiso 1 1 calc R U . . . C45 C 1.06858(17) 0.51399(19) 0.42867(15) 0.0582(7) Uani 1 1 d . . . . . H45 H 1.0457 0.5566 0.3914 0.070 Uiso 1 1 calc R U . . . C46 C 1.12271(16) 0.54869(18) 0.49028(15) 0.0526(6) Uani 1 1 d . . . . . H46 H 1.1365 0.6148 0.4947 0.063 Uiso 1 1 calc R U . . . C47 C 1.15671(17) 0.48651(19) 0.54538(15) 0.0576(7) Uani 1 1 d . . . . . H47 H 1.1934 0.5106 0.5872 0.069 Uiso 1 1 calc R U . . . C48 C 1.13685(14) 0.38771(17) 0.53928(13) 0.0464(6) Uani 1 1 d . . . . . H48 H 1.1600 0.3454 0.5767 0.056 Uiso 1 1 calc R U . . . As1 As 0.91975(2) 0.23405(2) 0.01706(2) 0.03133(7) Uani 1 1 d . . . . . As2 As 1.05083(2) 0.21776(2) 0.46812(2) 0.03034(6) Uani 1 1 d . . . . . Cl1 Cl 0.56009(3) 0.29577(5) 0.31813(3) 0.04889(15) Uani 1 1 d . . . . . Cl2 Cl 0.40714(3) 0.25350(5) 0.16168(3) 0.04852(15) Uani 1 1 d . . . . . Cl3 Cl 0.39312(16) 0.0737(2) 0.27327(18) 0.0580(5) Uani 0.5 1 d . . P A 1 Cl4 Cl 0.59448(14) 0.06398(18) 0.25790(13) 0.0696(6) Uani 0.5 1 d . . P A 1 Cl5 Cl 0.4234(2) 0.0506(3) 0.2663(2) 0.1030(13) Uani 0.5 1 d . . P A 2 Cl6 Cl 0.61683(14) 0.09613(17) 0.23971(13) 0.0685(6) Uani 0.5 1 d . . P A 2 Cu1 Cu 0.49593(2) 0.17094(2) 0.24950(2) 0.04390(8) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0296(9) 0.0335(11) 0.0337(10) -0.0024(9) 0.0091(8) 0.0021(8) C2 0.0331(11) 0.0479(13) 0.0417(12) -0.0011(10) 0.0137(9) -0.0041(9) C3 0.0396(12) 0.0613(15) 0.0352(12) -0.0016(11) 0.0140(9) 0.0001(11) C4 0.0396(12) 0.0529(14) 0.0398(12) -0.0121(11) 0.0062(9) 0.0021(10) C5 0.0349(11) 0.0403(12) 0.0489(13) -0.0068(10) 0.0104(9) -0.0057(9) C6 0.0364(11) 0.0361(11) 0.0393(11) 0.0022(9) 0.0146(9) 0.0012(9) C7 0.0332(10) 0.0347(11) 0.0348(11) 0.0036(9) 0.0114(8) 0.0004(8) C8 0.0377(11) 0.0361(11) 0.0405(12) 0.0002(9) 0.0134(9) -0.0006(9) C9 0.0401(12) 0.0389(12) 0.0522(14) -0.0011(10) 0.0191(10) 0.0049(10) C10 0.0337(11) 0.0442(13) 0.0577(15) 0.0091(11) 0.0130(10) 0.0030(10) C11 0.0372(12) 0.0680(17) 0.0422(13) 0.0059(12) 0.0019(10) -0.0001(11) C12 0.0388(12) 0.0624(16) 0.0337(12) -0.0006(11) 0.0098(9) 0.0009(11) C13 0.0333(10) 0.0382(12) 0.0331(10) 0.0023(9) 0.0103(8) -0.0003(9) C14 0.0592(14) 0.0378(13) 0.0468(13) 0.0008(10) 0.0191(11) 0.0017(11) C15 0.0792(18) 0.0403(13) 0.0520(15) 0.0136(12) 0.0188(13) -0.0017(13) C16 0.0704(17) 0.0620(17) 0.0458(14) 0.0104(13) 0.0256(12) -0.0078(14) C17 0.0624(16) 0.0645(17) 0.0497(14) 0.0062(13) 0.0337(12) 0.0081(13) C18 0.0462(13) 0.0456(13) 0.0445(13) 0.0093(10) 0.0205(10) 0.0105(10) C19 0.0329(10) 0.0339(11) 0.0349(11) 0.0006(9) 0.0154(8) -0.0023(8) C20 0.0424(12) 0.0404(12) 0.0418(12) -0.0009(10) 0.0043(9) 0.0001(10) C21 0.0505(14) 0.0437(14) 0.0565(15) 0.0093(12) 0.0097(11) 0.0069(11) C22 0.0492(13) 0.0344(12) 0.0613(15) -0.0009(11) 0.0281(11) 0.0009(10) C23 0.0555(14) 0.0406(13) 0.0528(14) -0.0115(11) 0.0204(11) -0.0065(11) C24 0.0464(13) 0.0440(13) 0.0366(12) -0.0032(10) 0.0082(9) -0.0001(10) C25 0.0311(10) 0.0338(11) 0.0330(11) -0.0055(9) 0.0079(8) 0.0004(8) C26 0.0352(11) 0.0380(12) 0.0353(11) -0.0022(9) 0.0100(8) -0.0034(9) C27 0.0360(11) 0.0518(14) 0.0438(13) -0.0075(11) 0.0149(9) -0.0074(10) C28 0.0300(11) 0.0532(14) 0.0523(14) -0.0120(11) 0.0101(10) -0.0018(10) C29 0.0373(12) 0.0674(17) 0.0426(14) 0.0031(12) 0.0001(10) 0.0031(11) C30 0.0410(12) 0.0614(16) 0.0360(12) 0.0054(11) 0.0096(9) -0.0001(11) C31 0.0352(10) 0.0402(12) 0.0337(11) -0.0016(9) 0.0108(8) 0.0038(9) C32 0.0468(13) 0.0625(16) 0.0444(13) -0.0068(12) 0.0220(10) -0.0087(11) C33 0.0606(16) 0.093(2) 0.0493(15) -0.0107(15) 0.0323(13) -0.0058(15) C34 0.0648(17) 0.087(2) 0.0460(15) -0.0166(15) 0.0198(13) 0.0204(16) C35 0.085(2) 0.0473(15) 0.0547(16) -0.0160(13) 0.0165(15) 0.0098(14) C36 0.0631(15) 0.0385(13) 0.0505(14) -0.0039(11) 0.0229(12) -0.0004(11) C37 0.0293(9) 0.0316(10) 0.0344(11) 0.0025(8) 0.0083(8) -0.0027(8) C38 0.0323(10) 0.0533(14) 0.0379(11) 0.0007(10) 0.0132(9) 0.0007(10) C39 0.0427(12) 0.0703(17) 0.0357(12) 0.0079(12) 0.0136(10) -0.0111(12) C40 0.0432(13) 0.0518(15) 0.0485(14) 0.0216(12) 0.0047(10) -0.0069(11) C41 0.0405(12) 0.0337(12) 0.0591(15) 0.0081(11) 0.0076(10) 0.0043(10) C42 0.0379(11) 0.0328(11) 0.0438(12) 0.0006(9) 0.0129(9) 0.0013(9) C43 0.0341(10) 0.0312(10) 0.0381(11) 0.0007(9) 0.0154(8) 0.0022(8) C44 0.0604(15) 0.0464(14) 0.0427(13) 0.0081(11) 0.0097(11) -0.0039(11) C45 0.0718(17) 0.0412(14) 0.0631(17) 0.0191(13) 0.0238(14) 0.0058(12) C46 0.0569(15) 0.0318(12) 0.0773(18) -0.0014(12) 0.0332(13) -0.0019(11) C47 0.0605(16) 0.0388(14) 0.0664(17) -0.0128(12) 0.0107(13) -0.0060(12) C48 0.0470(13) 0.0368(12) 0.0470(13) -0.0015(10) 0.0038(10) 0.0008(10) As1 0.03090(11) 0.03314(12) 0.03023(11) 0.00013(8) 0.01032(8) -0.00009(8) As2 0.03018(11) 0.03143(11) 0.02971(11) -0.00008(8) 0.01012(8) 0.00074(8) Cl1 0.0446(3) 0.0606(4) 0.0388(3) -0.0106(3) 0.0098(2) -0.0160(3) Cl2 0.0423(3) 0.0631(4) 0.0340(3) 0.0020(2) 0.0039(2) 0.0049(3) Cl3 0.0627(14) 0.0541(9) 0.0551(9) -0.0068(7) 0.0165(10) -0.0311(10) Cl4 0.0521(11) 0.0777(15) 0.0716(13) 0.0014(10) 0.0098(8) 0.0271(10) Cl5 0.096(2) 0.122(3) 0.0685(17) 0.0244(18) -0.0032(15) -0.074(2) Cl6 0.0539(12) 0.0668(13) 0.0707(14) -0.0098(10) 0.0007(8) 0.0193(9) Cu1 0.04290(15) 0.04588(17) 0.03370(15) -0.00119(12) -0.00025(11) -0.00554(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.383(3) . ? C1 C6 1.387(3) . ? C1 As1 1.912(2) . ? C2 C3 1.384(3) . ? C2 H2 0.9300 . ? C3 C4 1.379(3) . ? C3 H3 0.9300 . ? C4 C5 1.379(3) . ? C4 H4 0.9300 . ? C5 C6 1.390(3) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.382(3) . ? C7 C12 1.398(3) . ? C7 As1 1.910(2) . ? C8 C9 1.387(3) . ? C8 H8 0.9300 . ? C9 C10 1.371(3) . ? C9 H9 0.9300 . ? C10 C11 1.371(4) . ? C10 H10 0.9300 . ? C11 C12 1.388(3) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C18 1.380(3) . ? C13 C14 1.382(3) . ? C13 As1 1.904(2) . ? C14 C15 1.384(3) . ? C14 H14 0.9300 . ? C15 C16 1.371(4) . ? C15 H15 0.9300 . ? C16 C17 1.366(4) . ? C16 H16 0.9300 . ? C17 C18 1.392(3) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C24 1.383(3) . ? C19 C20 1.387(3) . ? C19 As1 1.917(2) . ? C20 C21 1.383(3) . ? C20 H20 0.9300 . ? C21 C22 1.372(4) . ? C21 H21 0.9300 . ? C22 C23 1.374(4) . ? C22 H22 0.9300 . ? C23 C24 1.382(3) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C26 1.382(3) . ? C25 C30 1.391(3) . ? C25 As2 1.912(2) . ? C26 C27 1.390(3) . ? C26 H26 0.9300 . ? C27 C28 1.371(3) . ? C27 H27 0.9300 . ? C28 C29 1.377(4) . ? C28 H28 0.9300 . ? C29 C30 1.384(3) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? C31 C32 1.382(3) . ? C31 C36 1.386(3) . ? C31 As2 1.908(2) . ? C32 C33 1.387(4) . ? C32 H32 0.9300 . ? C33 C34 1.358(4) . ? C33 H33 0.9300 . ? C34 C35 1.385(4) . ? C34 H34 0.9300 . ? C35 C36 1.382(3) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C37 C42 1.388(3) . ? C37 C38 1.389(3) . ? C37 As2 1.911(2) . ? C38 C39 1.390(3) . ? C38 H38 0.9300 . ? C39 C40 1.383(4) . ? C39 H39 0.9300 . ? C40 C41 1.371(4) . ? C40 H40 0.9300 . ? C41 C42 1.387(3) . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? C43 C44 1.378(3) . ? C43 C48 1.381(3) . ? C43 As2 1.918(2) . ? C44 C45 1.378(4) . ? C44 H44 0.9300 . ? C45 C46 1.367(4) . ? C45 H45 0.9300 . ? C46 C47 1.368(4) . ? C46 H46 0.9300 . ? C47 C48 1.388(3) . ? C47 H47 0.9300 . ? C48 H48 0.9300 . ? Cl1 Cu1 2.2427(6) . ? Cl2 Cu1 2.2233(6) . ? Cl3 Cu1 2.365(3) . ? Cl4 Cu1 2.187(2) . ? Cl5 Cu1 2.146(3) . ? Cl6 Cu1 2.359(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 121.09(19) . . ? C2 C1 As1 118.78(15) . . ? C6 C1 As1 120.10(16) . . ? C1 C2 C3 119.4(2) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C4 C3 C2 119.9(2) . . ? C4 C3 H3 120.1 . . ? C2 C3 H3 120.1 . . ? C3 C4 C5 120.8(2) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C4 C5 C6 120.0(2) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C1 C6 C5 118.9(2) . . ? C1 C6 H6 120.6 . . ? C5 C6 H6 120.6 . . ? C8 C7 C12 120.37(19) . . ? C8 C7 As1 121.02(15) . . ? C12 C7 As1 118.57(16) . . ? C7 C8 C9 119.5(2) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C10 C9 C8 120.2(2) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C11 C10 C9 120.5(2) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C12 120.5(2) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C11 C12 C7 118.8(2) . . ? C11 C12 H12 120.6 . . ? C7 C12 H12 120.6 . . ? C18 C13 C14 120.5(2) . . ? C18 C13 As1 120.18(16) . . ? C14 C13 As1 119.31(17) . . ? C13 C14 C15 119.3(2) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? C16 C15 C14 120.3(2) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C17 C16 C15 120.5(2) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C16 C17 C18 120.1(2) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C13 C18 C17 119.3(2) . . ? C13 C18 H18 120.3 . . ? C17 C18 H18 120.3 . . ? C24 C19 C20 120.4(2) . . ? C24 C19 As1 120.20(16) . . ? C20 C19 As1 119.40(16) . . ? C21 C20 C19 119.2(2) . . ? C21 C20 H20 120.4 . . ? C19 C20 H20 120.4 . . ? C22 C21 C20 120.5(2) . . ? C22 C21 H21 119.8 . . ? C20 C21 H21 119.8 . . ? C23 C22 C21 120.2(2) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C22 C23 C24 120.3(2) . . ? C22 C23 H23 119.9 . . ? C24 C23 H23 119.9 . . ? C23 C24 C19 119.5(2) . . ? C23 C24 H24 120.3 . . ? C19 C24 H24 120.3 . . ? C26 C25 C30 120.69(19) . . ? C26 C25 As2 120.99(15) . . ? C30 C25 As2 118.22(17) . . ? C25 C26 C27 119.2(2) . . ? C25 C26 H26 120.4 . . ? C27 C26 H26 120.4 . . ? C28 C27 C26 120.5(2) . . ? C28 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? C27 C28 C29 120.1(2) . . ? C27 C28 H28 120.0 . . ? C29 C28 H28 120.0 . . ? C28 C29 C30 120.7(2) . . ? C28 C29 H29 119.7 . . ? C30 C29 H29 119.7 . . ? C29 C30 C25 118.9(2) . . ? C29 C30 H30 120.5 . . ? C25 C30 H30 120.5 . . ? C32 C31 C36 120.9(2) . . ? C32 C31 As2 120.80(18) . . ? C36 C31 As2 118.26(17) . . ? C31 C32 C33 118.6(2) . . ? C31 C32 H32 120.7 . . ? C33 C32 H32 120.7 . . ? C34 C33 C32 120.9(3) . . ? C34 C33 H33 119.5 . . ? C32 C33 H33 119.5 . . ? C33 C34 C35 120.5(2) . . ? C33 C34 H34 119.7 . . ? C35 C34 H34 119.7 . . ? C36 C35 C34 119.7(3) . . ? C36 C35 H35 120.2 . . ? C34 C35 H35 120.2 . . ? C35 C36 C31 119.4(2) . . ? C35 C36 H36 120.3 . . ? C31 C36 H36 120.3 . . ? C42 C37 C38 120.67(19) . . ? C42 C37 As2 119.13(16) . . ? C38 C37 As2 120.03(16) . . ? C37 C38 C39 119.2(2) . . ? C37 C38 H38 120.4 . . ? C39 C38 H38 120.4 . . ? C40 C39 C38 119.9(2) . . ? C40 C39 H39 120.1 . . ? C38 C39 H39 120.1 . . ? C41 C40 C39 120.7(2) . . ? C41 C40 H40 119.6 . . ? C39 C40 H40 119.6 . . ? C40 C41 C42 120.1(2) . . ? C40 C41 H41 119.9 . . ? C42 C41 H41 119.9 . . ? C41 C42 C37 119.4(2) . . ? C41 C42 H42 120.3 . . ? C37 C42 H42 120.3 . . ? C44 C43 C48 120.3(2) . . ? C44 C43 As2 119.80(17) . . ? C48 C43 As2 119.84(16) . . ? C43 C44 C45 119.7(2) . . ? C43 C44 H44 120.2 . . ? C45 C44 H44 120.2 . . ? C46 C45 C44 120.3(2) . . ? C46 C45 H45 119.8 . . ? C44 C45 H45 119.8 . . ? C45 C46 C47 120.2(2) . . ? C45 C46 H46 119.9 . . ? C47 C46 H46 119.9 . . ? C46 C47 C48 120.4(2) . . ? C46 C47 H47 119.8 . . ? C48 C47 H47 119.8 . . ? C43 C48 C47 119.0(2) . . ? C43 C48 H48 120.5 . . ? C47 C48 H48 120.5 . . ? C13 As1 C7 106.11(9) . . ? C13 As1 C1 110.92(9) . . ? C7 As1 C1 110.46(9) . . ? C13 As1 C19 109.54(9) . . ? C7 As1 C19 111.62(8) . . ? C1 As1 C19 108.21(9) . . ? C31 As2 C25 106.50(9) . . ? C31 As2 C37 109.18(9) . . ? C25 As2 C37 111.75(9) . . ? C31 As2 C43 111.25(9) . . ? C25 As2 C43 109.74(8) . . ? C37 As2 C43 108.44(9) . . ? Cl5 Cu1 Cl2 103.79(10) . . ? Cl4 Cu1 Cl2 134.84(7) . . ? Cl5 Cu1 Cl1 132.44(11) . . ? Cl4 Cu1 Cl1 104.72(7) . . ? Cl2 Cu1 Cl1 99.93(3) . . ? Cl5 Cu1 Cl6 103.93(12) . . ? Cl2 Cu1 Cl6 122.52(6) . . ? Cl1 Cu1 Cl6 96.84(6) . . ? Cl4 Cu1 Cl3 101.88(9) . . ? Cl2 Cu1 Cl3 95.25(9) . . ? Cl1 Cu1 Cl3 123.10(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -0.4(3) . . . . ? As1 C1 C2 C3 -178.50(17) . . . . ? C1 C2 C3 C4 0.7(3) . . . . ? C2 C3 C4 C5 -0.4(4) . . . . ? C3 C4 C5 C6 -0.1(3) . . . . ? C2 C1 C6 C5 -0.1(3) . . . . ? As1 C1 C6 C5 177.95(16) . . . . ? C4 C5 C6 C1 0.4(3) . . . . ? C12 C7 C8 C9 -0.5(3) . . . . ? As1 C7 C8 C9 177.17(16) . . . . ? C7 C8 C9 C10 0.1(3) . . . . ? C8 C9 C10 C11 0.5(4) . . . . ? C9 C10 C11 C12 -0.5(4) . . . . ? C10 C11 C12 C7 0.0(4) . . . . ? C8 C7 C12 C11 0.5(4) . . . . ? As1 C7 C12 C11 -177.24(19) . . . . ? C18 C13 C14 C15 0.8(3) . . . . ? As1 C13 C14 C15 178.14(18) . . . . ? C13 C14 C15 C16 -0.9(4) . . . . ? C14 C15 C16 C17 0.5(4) . . . . ? C15 C16 C17 C18 0.0(4) . . . . ? C14 C13 C18 C17 -0.3(3) . . . . ? As1 C13 C18 C17 -177.62(19) . . . . ? C16 C17 C18 C13 -0.1(4) . . . . ? C24 C19 C20 C21 -0.3(3) . . . . ? As1 C19 C20 C21 178.97(18) . . . . ? C19 C20 C21 C22 0.2(4) . . . . ? C20 C21 C22 C23 -0.7(4) . . . . ? C21 C22 C23 C24 1.3(4) . . . . ? C22 C23 C24 C19 -1.4(4) . . . . ? C20 C19 C24 C23 0.9(3) . . . . ? As1 C19 C24 C23 -178.36(17) . . . . ? C30 C25 C26 C27 -1.1(3) . . . . ? As2 C25 C26 C27 175.33(16) . . . . ? C25 C26 C27 C28 1.3(3) . . . . ? C26 C27 C28 C29 -0.5(4) . . . . ? C27 C28 C29 C30 -0.5(4) . . . . ? C28 C29 C30 C25 0.7(4) . . . . ? C26 C25 C30 C29 0.1(4) . . . . ? As2 C25 C30 C29 -176.40(19) . . . . ? C36 C31 C32 C33 -0.5(4) . . . . ? As2 C31 C32 C33 178.94(19) . . . . ? C31 C32 C33 C34 0.5(4) . . . . ? C32 C33 C34 C35 -0.5(4) . . . . ? C33 C34 C35 C36 0.6(4) . . . . ? C34 C35 C36 C31 -0.5(4) . . . . ? C32 C31 C36 C35 0.6(4) . . . . ? As2 C31 C36 C35 -178.94(19) . . . . ? C42 C37 C38 C39 -0.6(3) . . . . ? As2 C37 C38 C39 -175.88(17) . . . . ? C37 C38 C39 C40 1.5(3) . . . . ? C38 C39 C40 C41 -1.1(4) . . . . ? C39 C40 C41 C42 -0.3(4) . . . . ? C40 C41 C42 C37 1.3(3) . . . . ? C38 C37 C42 C41 -0.8(3) . . . . ? As2 C37 C42 C41 174.52(16) . . . . ? C48 C43 C44 C45 0.6(4) . . . . ? As2 C43 C44 C45 178.1(2) . . . . ? C43 C44 C45 C46 -0.5(4) . . . . ? C44 C45 C46 C47 0.1(4) . . . . ? C45 C46 C47 C48 0.2(4) . . . . ? C44 C43 C48 C47 -0.4(4) . . . . ? As2 C43 C48 C47 -177.85(19) . . . . ? C46 C47 C48 C43 0.0(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C8 H8 Cl1 0.93 2.87 3.481(2) 124.7 4_665 C38 H38 Cl2 0.93 2.98 3.746(2) 140.4 4_666 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.499 0.166 0.743 20.7 7.5 2 -0.001 0.334 0.243 20.7 7.2 3 0.001 0.666 0.757 20.7 7.4 4 0.501 0.834 0.257 20.7 7.2 _database_code_depnum_ccdc_archive 'CCDC 958657'