data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Duncan Wass' _publ_contact_author_email DUNCAN.WASS@BRISTOL.AC.UK _publ_section_title ; Copper(I) complexes of cis, cis-1,3,5-tris(mesitylideneamino)cyclohexane ligands: synthesis, structure and substrate selectivity ; loop_ _publ_author_name 'Duncan Wass' 'Michael Cushion' 'Mairi F Haddow' 'Andrew Hallett' 'Stephen M Mansell' 'A Orpen' ; J.Rae ; # Attachment 'wass_tach.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 706465' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H48 Cu N4, F6 P, C H2 Cl2' _chemical_formula_sum 'C39 H50 Cl2 Cu F6 N4 P' _chemical_formula_weight 854.24 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' F F 0.0171 0.0103 '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' 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/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.291(5) _cell_length_b 15.751(5) _cell_length_c 19.409(7) _cell_angle_alpha 90.00 _cell_angle_beta 100.48(3) _cell_angle_gamma 90.00 _cell_volume 3996(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5758 _cell_measurement_theta_min 2.134 _cell_measurement_theta_max 26.1675 _exptl_crystal_description Prism _exptl_crystal_colour 'Pale yellow' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.420 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1776 _exptl_absorpt_coefficient_mu 0.782 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.63623 _exptl_absorpt_correction_T_max 0.93 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31472 _diffrn_reflns_av_R_equivalents 0.0556 _diffrn_reflns_av_sigmaI/netI 0.0658 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 27.48 _reflns_number_total 9150 _reflns_number_gt 7286 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SAINT' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0659P)^2^+5.4671P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9150 _refine_ls_number_parameters 488 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0802 _refine_ls_R_factor_gt 0.0627 _refine_ls_wR_factor_ref 0.1615 _refine_ls_wR_factor_gt 0.1521 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.48720(3) 0.71857(2) 0.16806(2) 0.02033(12) Uani 1 1 d . . . N1 N 0.4810(2) 0.60045(17) 0.12228(14) 0.0193(5) Uani 1 1 d . . . N2 N 0.6216(2) 0.69600(17) 0.23726(14) 0.0216(6) Uani 1 1 d . . . N3 N 0.5605(2) 0.77441(17) 0.09472(14) 0.0218(6) Uani 1 1 d . . . N4 N 0.3697(2) 0.76265(16) 0.20121(15) 0.0225(6) Uani 1 1 d . . . C1 C 0.5803(2) 0.5747(2) 0.10503(17) 0.0209(6) Uani 1 1 d . . . H1 H 0.5722 0.5169 0.0834 0.025 Uiso 1 1 calc R . . C2 C 0.6617(3) 0.5697(2) 0.17177(18) 0.0233(7) Uani 1 1 d . . . H2A H 0.7210 0.5375 0.1611 0.028 Uiso 1 1 calc R . . H2B H 0.6332 0.5371 0.2074 0.028 Uiso 1 1 calc R . . C3 C 0.7000(3) 0.6556(2) 0.20370(17) 0.0237(7) Uani 1 1 d . . . H3 H 0.7624 0.6456 0.2402 0.028 Uiso 1 1 calc R . . C4 C 0.7287(3) 0.7146(2) 0.14753(18) 0.0252(7) Uani 1 1 d . . . H4A H 0.7425 0.7719 0.1682 0.030 Uiso 1 1 calc R . . H4B H 0.7930 0.6938 0.1346 0.030 Uiso 1 1 calc R . . C5 C 0.6478(3) 0.7227(2) 0.08061(17) 0.0234(7) Uani 1 1 d . . . H5 H 0.6795 0.7528 0.0445 0.028 Uiso 1 1 calc R . . C6 C 0.6121(3) 0.6360(2) 0.05194(17) 0.0230(7) Uani 1 1 d . . . H6A H 0.6679 0.6094 0.0320 0.028 Uiso 1 1 calc R . . H6B H 0.5532 0.6439 0.0131 0.028 Uiso 1 1 calc R . . C7 C 0.4051(3) 0.5522(2) 0.10123(16) 0.0213(7) Uani 1 1 d . . . H7 H 0.4156 0.5025 0.0757 0.026 Uiso 1 1 calc R . . C8 C 0.3004(2) 0.57001(19) 0.11465(17) 0.0210(6) Uani 1 1 d . . . C9 C 0.2229(3) 0.5891(2) 0.05733(17) 0.0227(7) Uani 1 1 d . . . C10 C 0.1250(3) 0.6057(2) 0.06921(19) 0.0273(7) Uani 1 1 d . . . H10 H 0.0729 0.6202 0.0307 0.033 Uiso 1 1 calc R . . C11 C 0.1010(3) 0.6017(2) 0.13606(19) 0.0267(7) Uani 1 1 d . . . C12 C 0.1785(3) 0.5805(2) 0.19172(18) 0.0256(7) Uani 1 1 d . . . H12 H 0.1627 0.5757 0.2374 0.031 Uiso 1 1 calc R . . C13 C 0.2780(3) 0.5660(2) 0.18233(17) 0.0223(7) Uani 1 1 d . . . C14 C 0.2453(3) 0.5918(2) -0.01633(18) 0.0307(8) Uani 1 1 d . . . H14A H 0.1856 0.6144 -0.0483 0.046 Uiso 1 1 calc R . . H14B H 0.2601 0.5344 -0.0310 0.046 Uiso 1 1 calc R . . H14C H 0.3045 0.6285 -0.0174 0.046 Uiso 1 1 calc R . . C15 C -0.0070(3) 0.6182(3) 0.1465(2) 0.0336(8) Uani 1 1 d . . . H15A H -0.0509 0.5707 0.1273 0.050 Uiso 1 1 calc R . . H15B H -0.0323 0.6707 0.1222 0.050 Uiso 1 1 calc R . . H15C H -0.0080 0.6240 0.1966 0.050 Uiso 1 1 calc R . . C16 C 0.3608(3) 0.5459(2) 0.24486(18) 0.0275(7) Uani 1 1 d . . . H16A H 0.3942 0.5986 0.2636 0.041 Uiso 1 1 calc R . . H16B H 0.4117 0.5081 0.2302 0.041 Uiso 1 1 calc R . . H16C H 0.3302 0.5179 0.2811 0.041 Uiso 1 1 calc R . . C17 C 0.6435(3) 0.7109(2) 0.30289(18) 0.0260(7) Uani 1 1 d . . . H17 H 0.7091 0.6950 0.3276 0.031 Uiso 1 1 calc R . . C18 C 0.5706(3) 0.7522(2) 0.34246(17) 0.0238(7) Uani 1 1 d . . . C19 C 0.5316(3) 0.7037(2) 0.39210(18) 0.0259(7) Uani 1 1 d . . . C20 C 0.4607(3) 0.7405(2) 0.42774(19) 0.0285(8) Uani 1 1 d . . . H20 H 0.4346 0.7079 0.4618 0.034 Uiso 1 1 calc R . . C21 C 0.4271(3) 0.8234(2) 0.41495(19) 0.0289(8) Uani 1 1 d . . . C22 C 0.4697(3) 0.8710(2) 0.36622(18) 0.0290(8) Uani 1 1 d . . . H22 H 0.4495 0.9285 0.3581 0.035 Uiso 1 1 calc R . . C23 C 0.5406(3) 0.8366(2) 0.32935(17) 0.0244(7) Uani 1 1 d . . . C24 C 0.5632(3) 0.6125(2) 0.4052(2) 0.0329(8) Uani 1 1 d . . . H24A H 0.5328 0.5900 0.4437 0.049 Uiso 1 1 calc R . . H24B H 0.6380 0.6091 0.4176 0.049 Uiso 1 1 calc R . . H24C H 0.5395 0.5791 0.3627 0.049 Uiso 1 1 calc R . . C25 C 0.3480(3) 0.8608(3) 0.4524(2) 0.0387(9) Uani 1 1 d . . . H25A H 0.3111 0.8150 0.4713 0.058 Uiso 1 1 calc R . . H25B H 0.2996 0.8949 0.4195 0.058 Uiso 1 1 calc R . . H25C H 0.3817 0.8970 0.4909 0.058 Uiso 1 1 calc R . . C26 C 0.5841(3) 0.8904(2) 0.2780(2) 0.0335(8) Uani 1 1 d . . . H26A H 0.5553 0.8723 0.2301 0.050 Uiso 1 1 calc R . . H26B H 0.6587 0.8840 0.2862 0.050 Uiso 1 1 calc R . . H26C H 0.5667 0.9501 0.2841 0.050 Uiso 1 1 calc R . . C27 C 0.5496(3) 0.8463(2) 0.06448(18) 0.0266(7) Uani 1 1 d . . . H27 H 0.5948 0.8605 0.0336 0.032 Uiso 1 1 calc R . . C28 C 0.4705(3) 0.9095(2) 0.07448(18) 0.0262(7) Uani 1 1 d . . . C29 C 0.5055(3) 0.9893(2) 0.10002(19) 0.0293(8) Uani 1 1 d . . . C30 C 0.4350(3) 1.0512(2) 0.1087(2) 0.0307(8) Uani 1 1 d . . . H30 H 0.4587 1.1049 0.1272 0.037 Uiso 1 1 calc R . . C31 C 0.3307(3) 1.0368(2) 0.09100(19) 0.0311(8) Uani 1 1 d . . . C32 C 0.2969(3) 0.9577(2) 0.06524(18) 0.0297(8) Uani 1 1 d . . . H32 H 0.2255 0.9474 0.0534 0.036 Uiso 1 1 calc R . . C33 C 0.3646(3) 0.8927(2) 0.05620(18) 0.0291(8) Uani 1 1 d . . . C34 C 0.6188(3) 1.0080(2) 0.1174(2) 0.0382(9) Uani 1 1 d . . . H34A H 0.6293 1.0658 0.1361 0.057 Uiso 1 1 calc R . . H34B H 0.6485 1.0030 0.0749 0.057 Uiso 1 1 calc R . . H34C H 0.6520 0.9674 0.1525 0.057 Uiso 1 1 calc R . . C35 C 0.2565(4) 1.1072(2) 0.0989(2) 0.0380(9) Uani 1 1 d . . . H35A H 0.2694 1.1274 0.1475 0.057 Uiso 1 1 calc R . . H35B H 0.1863 1.0857 0.0869 0.057 Uiso 1 1 calc R . . H35C H 0.2656 1.1541 0.0675 0.057 Uiso 1 1 calc R . . C36 C 0.3240(3) 0.8092(2) 0.0251(2) 0.0349(9) Uani 1 1 d . . . H36A H 0.2493 0.8122 0.0120 0.052 Uiso 1 1 calc R . . H36B H 0.3427 0.7639 0.0598 0.052 Uiso 1 1 calc R . . H36C H 0.3536 0.7970 -0.0165 0.052 Uiso 1 1 calc R . . C37 C 0.3069(3) 0.7829(2) 0.22962(19) 0.0305(8) Uani 1 1 d . . . C38 C 0.2251(3) 0.8067(3) 0.2664(2) 0.0446(10) Uani 1 1 d . . . H38A H 0.1597 0.7859 0.2404 0.067 Uiso 1 1 calc R . . H38B H 0.2226 0.8687 0.2703 0.067 Uiso 1 1 calc R . . H38C H 0.2380 0.7816 0.3134 0.067 Uiso 1 1 calc R . . C39 C 0.9563(4) 0.8755(3) 0.1429(2) 0.0452(10) Uani 1 1 d . . . H39A H 0.9692 0.9240 0.1758 0.054 Uiso 1 1 calc R . . H39B H 0.9416 0.8250 0.1698 0.054 Uiso 1 1 calc R . . Cl1 Cl 0.84929(9) 0.89803(8) 0.07815(6) 0.0500(3) Uani 1 1 d . . . Cl2 Cl 1.06440(11) 0.85656(14) 0.10785(8) 0.0819(5) Uani 1 1 d . . . P1 P 0.95801(7) 0.80464(6) 0.33790(5) 0.0253(2) Uani 1 1 d . . . F1 F 0.9299(2) 0.86338(15) 0.39837(12) 0.0424(6) Uani 1 1 d . . . F2 F 0.8565(2) 0.83468(18) 0.28632(13) 0.0511(7) Uani 1 1 d . . . F3 F 0.8981(2) 0.72727(15) 0.36424(14) 0.0482(6) Uani 1 1 d . . . F4 F 1.0605(2) 0.77461(16) 0.38890(14) 0.0487(6) Uani 1 1 d . . . F5 F 0.9875(2) 0.74588(16) 0.27738(13) 0.0479(6) Uani 1 1 d . . . F6 F 1.0192(2) 0.88129(15) 0.31143(14) 0.0474(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 Cu1 0.0148(2) 0.0189(2) 0.0282(2) -0.00314(15) 0.00639(14) 0.00151(15) N1 0.0132(13) 0.0196(13) 0.0251(13) -0.0009(10) 0.0039(10) 0.0033(10) N2 0.0189(14) 0.0209(13) 0.0254(14) -0.0002(10) 0.0051(11) -0.0009(11) N3 0.0206(14) 0.0192(13) 0.0262(14) -0.0016(11) 0.0055(11) 0.0023(11) N4 0.0205(14) 0.0157(13) 0.0350(15) -0.0054(11) 0.0147(12) 0.0020(11) C1 0.0171(16) 0.0165(14) 0.0298(17) -0.0024(12) 0.0061(12) 0.0046(12) C2 0.0174(16) 0.0219(16) 0.0310(17) 0.0017(13) 0.0055(13) 0.0056(13) C3 0.0155(16) 0.0269(17) 0.0279(16) 0.0022(13) 0.0018(12) 0.0031(13) C4 0.0172(16) 0.0240(16) 0.0360(18) -0.0020(14) 0.0093(13) -0.0006(14) C5 0.0198(16) 0.0228(16) 0.0294(17) 0.0009(13) 0.0097(13) 0.0035(13) C6 0.0193(16) 0.0248(16) 0.0266(16) -0.0018(13) 0.0090(13) 0.0037(13) C7 0.0204(17) 0.0198(15) 0.0233(15) -0.0018(12) 0.0030(12) 0.0044(13) C8 0.0161(16) 0.0157(14) 0.0308(17) -0.0048(12) 0.0037(12) 0.0002(12) C9 0.0209(17) 0.0170(15) 0.0298(17) -0.0034(12) 0.0032(13) 0.0017(13) C10 0.0178(17) 0.0269(17) 0.0350(18) -0.0020(14) -0.0012(13) 0.0050(14) C11 0.0199(17) 0.0197(16) 0.0404(19) -0.0095(14) 0.0051(14) 0.0020(13) C12 0.0250(18) 0.0237(16) 0.0301(17) -0.0056(13) 0.0107(14) 0.0008(14) C13 0.0202(16) 0.0184(15) 0.0274(16) -0.0024(12) 0.0020(13) -0.0017(13) C14 0.0274(19) 0.0343(19) 0.0297(18) -0.0022(15) 0.0032(14) 0.0043(16) C15 0.0232(19) 0.034(2) 0.045(2) -0.0100(16) 0.0079(15) 0.0036(15) C16 0.0233(18) 0.0302(18) 0.0284(17) -0.0002(14) 0.0032(14) 0.0035(15) C17 0.0192(16) 0.0259(17) 0.0328(18) -0.0002(14) 0.0042(13) 0.0009(14) C18 0.0186(16) 0.0268(16) 0.0241(16) -0.0021(13) -0.0013(12) -0.0022(13) C19 0.0207(17) 0.0285(18) 0.0273(17) -0.0011(13) 0.0013(13) -0.0012(14) C20 0.0221(18) 0.0339(19) 0.0296(18) 0.0004(14) 0.0048(14) -0.0056(15) C21 0.0215(18) 0.0317(18) 0.0336(18) -0.0062(15) 0.0051(14) -0.0012(15) C22 0.031(2) 0.0241(17) 0.0321(18) -0.0039(14) 0.0049(15) 0.0028(15) C23 0.0204(17) 0.0250(16) 0.0273(16) -0.0022(13) 0.0032(13) -0.0028(13) C24 0.034(2) 0.0294(19) 0.0346(19) 0.0005(15) 0.0031(15) 0.0013(16) C25 0.034(2) 0.047(2) 0.038(2) -0.0051(18) 0.0132(17) 0.0066(19) C26 0.041(2) 0.0233(17) 0.037(2) -0.0005(15) 0.0108(17) -0.0032(16) C27 0.0248(18) 0.0276(17) 0.0295(17) 0.0026(14) 0.0106(14) 0.0031(14) C28 0.0315(19) 0.0212(16) 0.0281(17) 0.0068(13) 0.0115(14) 0.0071(14) C29 0.032(2) 0.0249(17) 0.0347(19) 0.0064(14) 0.0153(15) 0.0025(15) C30 0.038(2) 0.0188(16) 0.038(2) 0.0027(14) 0.0143(16) 0.0012(15) C31 0.040(2) 0.0267(18) 0.0290(18) 0.0097(14) 0.0133(15) 0.0116(16) C32 0.0290(19) 0.0306(18) 0.0302(18) 0.0073(14) 0.0074(14) 0.0082(15) C33 0.032(2) 0.0281(18) 0.0279(17) 0.0073(14) 0.0065(14) 0.0075(15) C34 0.036(2) 0.0259(19) 0.056(3) 0.0050(17) 0.0153(18) -0.0027(17) C35 0.047(3) 0.0290(19) 0.042(2) 0.0068(16) 0.0190(18) 0.0126(18) C36 0.031(2) 0.0331(19) 0.038(2) -0.0033(16) -0.0002(16) 0.0051(16) C37 0.0270(19) 0.0266(17) 0.0370(19) -0.0013(15) 0.0035(15) 0.0013(15) C38 0.028(2) 0.057(3) 0.052(3) -0.006(2) 0.0149(18) 0.008(2) C39 0.046(3) 0.042(2) 0.045(2) 0.0046(19) 0.0023(19) -0.008(2) Cl1 0.0424(6) 0.0479(6) 0.0572(7) 0.0023(5) 0.0021(5) -0.0078(5) Cl2 0.0449(8) 0.1430(16) 0.0593(8) 0.0176(9) 0.0132(6) -0.0005(9) P1 0.0274(5) 0.0211(4) 0.0290(4) -0.0039(3) 0.0094(4) -0.0025(4) F1 0.0546(16) 0.0369(12) 0.0394(13) -0.0093(10) 0.0181(11) 0.0078(11) F2 0.0395(15) 0.0582(16) 0.0504(15) 0.0002(12) -0.0057(11) 0.0060(12) F3 0.0441(15) 0.0395(13) 0.0655(16) 0.0028(12) 0.0214(12) -0.0134(12) F4 0.0399(14) 0.0451(14) 0.0569(15) -0.0063(12) -0.0026(12) 0.0096(12) F5 0.0669(19) 0.0374(13) 0.0440(14) -0.0154(11) 0.0224(12) -0.0016(12) F6 0.0530(16) 0.0358(13) 0.0589(15) -0.0030(11) 0.0251(12) -0.0158(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 Cu1 N4 1.923(3) . ? Cu1 N1 2.057(3) . ? Cu1 N2 2.061(3) . ? Cu1 N3 2.062(3) . ? N1 C7 1.270(4) . ? N1 C1 1.476(4) . ? N2 C17 1.276(4) . ? N2 C3 1.471(4) . ? N3 C27 1.272(4) . ? N3 C5 1.483(4) . ? N4 C37 1.127(5) . ? C1 C6 1.526(5) . ? C1 C2 1.531(4) . ? C1 H1 1.0000 . ? C2 C3 1.536(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.533(5) . ? C3 H3 1.0000 . ? C4 C5 1.533(5) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.519(5) . ? C5 H5 1.0000 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.487(5) . ? C7 H7 0.9500 . ? C8 C13 1.400(5) . ? C8 C9 1.404(5) . ? C9 C10 1.387(5) . ? C9 C14 1.513(5) . ? C10 C11 1.393(5) . ? C10 H10 0.9500 . ? C11 C12 1.391(5) . ? C11 C15 1.508(5) . ? C12 C13 1.387(5) . ? C12 H12 0.9500 . ? C13 C16 1.516(5) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.491(5) . ? C17 H17 0.9500 . ? C18 C23 1.399(5) . ? C18 C19 1.400(5) . ? C19 C20 1.393(5) . ? C19 C24 1.505(5) . ? C20 C21 1.388(5) . ? C20 H20 0.9500 . ? C21 C22 1.404(5) . ? C21 C25 1.504(5) . ? C22 C23 1.392(5) . ? C22 H22 0.9500 . ? C23 C26 1.502(5) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.485(5) . ? C27 H27 0.9500 . ? C28 C29 1.400(5) . ? C28 C33 1.413(5) . ? C29 C30 1.384(5) . ? C29 C34 1.510(6) . ? C30 C31 1.385(6) . ? C30 H30 0.9500 . ? C31 C32 1.386(5) . ? C31 C35 1.510(5) . ? C32 C33 1.394(5) . ? C32 H32 0.9500 . ? C33 C36 1.506(5) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C38 1.454(5) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 Cl2 1.724(5) . ? C39 Cl1 1.755(5) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? P1 F3 1.590(3) . ? P1 F1 1.591(2) . ? P1 F6 1.593(3) . ? P1 F2 1.599(3) . ? P1 F5 1.599(2) . ? P1 F4 1.602(3) . ? 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 N4 Cu1 N1 119.98(11) . . ? N4 Cu1 N2 120.29(12) . . ? N1 Cu1 N2 95.01(11) . . ? N4 Cu1 N3 126.22(12) . . ? N1 Cu1 N3 94.27(11) . . ? N2 Cu1 N3 93.51(11) . . ? C7 N1 C1 117.0(3) . . ? C7 N1 Cu1 130.3(2) . . ? C1 N1 Cu1 112.30(19) . . ? C17 N2 C3 118.1(3) . . ? C17 N2 Cu1 129.2(2) . . ? C3 N2 Cu1 112.7(2) . . ? C27 N3 C5 115.5(3) . . ? C27 N3 Cu1 132.1(2) . . ? C5 N3 Cu1 112.1(2) . . ? C37 N4 Cu1 169.9(3) . . ? N1 C1 C6 110.3(3) . . ? N1 C1 C2 110.2(3) . . ? C6 C1 C2 111.3(3) . . ? N1 C1 H1 108.3 . . ? C6 C1 H1 108.3 . . ? C2 C1 H1 108.3 . . ? C1 C2 C3 115.3(3) . . ? C1 C2 H2A 108.4 . . ? C3 C2 H2A 108.4 . . ? C1 C2 H2B 108.4 . . ? C3 C2 H2B 108.4 . . ? H2A C2 H2B 107.5 . . ? N2 C3 C4 109.9(3) . . ? N2 C3 C2 110.5(3) . . ? C4 C3 C2 110.8(3) . . ? N2 C3 H3 108.6 . . ? C4 C3 H3 108.6 . . ? C2 C3 H3 108.6 . . ? C5 C4 C3 115.2(3) . . ? C5 C4 H4A 108.5 . . ? C3 C4 H4A 108.5 . . ? C5 C4 H4B 108.5 . . ? C3 C4 H4B 108.5 . . ? H4A C4 H4B 107.5 . . ? N3 C5 C6 111.0(3) . . ? N3 C5 C4 109.9(3) . . ? C6 C5 C4 111.1(3) . . ? N3 C5 H5 108.2 . . ? C6 C5 H5 108.2 . . ? C4 C5 H5 108.2 . . ? C5 C6 C1 115.4(3) . . ? C5 C6 H6A 108.4 . . ? C1 C6 H6A 108.4 . . ? C5 C6 H6B 108.4 . . ? C1 C6 H6B 108.4 . . ? H6A C6 H6B 107.5 . . ? N1 C7 C8 123.0(3) . . ? N1 C7 H7 118.5 . . ? C8 C7 H7 118.5 . . ? C13 C8 C9 120.2(3) . . ? C13 C8 C7 121.4(3) . . ? C9 C8 C7 118.4(3) . . ? C10 C9 C8 118.9(3) . . ? C10 C9 C14 120.2(3) . . ? C8 C9 C14 120.9(3) . . ? C9 C10 C11 121.8(3) . . ? C9 C10 H10 119.1 . . ? C11 C10 H10 119.1 . . ? C12 C11 C10 118.1(3) . . ? C12 C11 C15 121.7(3) . . ? C10 C11 C15 120.1(3) . . ? C13 C12 C11 121.8(3) . . ? C13 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C12 C13 C8 119.1(3) . . ? C12 C13 C16 120.0(3) . . ? C8 C13 C16 120.9(3) . . ? C9 C14 H14A 109.5 . . ? C9 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C9 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C11 C15 H15A 109.5 . . ? C11 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C11 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N2 C17 C18 122.9(3) . . ? N2 C17 H17 118.6 . . ? C18 C17 H17 118.6 . . ? C23 C18 C19 121.0(3) . . ? C23 C18 C17 120.7(3) . . ? C19 C18 C17 118.2(3) . . ? C20 C19 C18 118.9(3) . . ? C20 C19 C24 120.4(3) . . ? C18 C19 C24 120.7(3) . . ? C21 C20 C19 121.8(3) . . ? C21 C20 H20 119.1 . . ? C19 C20 H20 119.1 . . ? C20 C21 C22 117.8(3) . . ? C20 C21 C25 120.9(4) . . ? C22 C21 C25 121.3(3) . . ? C23 C22 C21 122.2(3) . . ? C23 C22 H22 118.9 . . ? C21 C22 H22 118.9 . . ? C22 C23 C18 118.2(3) . . ? C22 C23 C26 120.0(3) . . ? C18 C23 C26 121.8(3) . . ? C19 C24 H24A 109.5 . . ? C19 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C19 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C21 C25 H25A 109.5 . . ? C21 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C21 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N3 C27 C28 124.1(3) . . ? N3 C27 H27 118.0 . . ? C28 C27 H27 118.0 . . ? C29 C28 C33 120.6(3) . . ? C29 C28 C27 116.8(3) . . ? C33 C28 C27 122.6(3) . . ? C30 C29 C28 119.1(4) . . ? C30 C29 C34 120.4(3) . . ? C28 C29 C34 120.5(3) . . ? C29 C30 C31 121.6(3) . . ? C29 C30 H30 119.2 . . ? C31 C30 H30 119.2 . . ? C30 C31 C32 118.7(3) . . ? C30 C31 C35 119.8(4) . . ? C32 C31 C35 121.5(4) . . ? C31 C32 C33 122.1(4) . . ? C31 C32 H32 119.0 . . ? C33 C32 H32 119.0 . . ? C32 C33 C28 117.9(3) . . ? C32 C33 C36 120.0(3) . . ? C28 C33 C36 122.1(3) . . ? C29 C34 H34A 109.5 . . ? C29 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C29 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C31 C35 H35A 109.5 . . ? C31 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C31 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C33 C36 H36A 109.5 . . ? C33 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C33 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? N4 C37 C38 178.5(4) . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? Cl2 C39 Cl1 112.2(3) . . ? Cl2 C39 H39A 109.2 . . ? Cl1 C39 H39A 109.2 . . ? Cl2 C39 H39B 109.2 . . ? Cl1 C39 H39B 109.2 . . ? H39A C39 H39B 107.9 . . ? F3 P1 F1 90.57(14) . . ? F3 P1 F6 179.24(16) . . ? F1 P1 F6 89.97(14) . . ? F3 P1 F2 90.74(16) . . ? F1 P1 F2 90.28(15) . . ? F6 P1 F2 89.79(15) . . ? F3 P1 F5 89.81(14) . . ? F1 P1 F5 179.39(16) . . ? F6 P1 F5 89.65(14) . . ? F2 P1 F5 90.18(15) . . ? F3 P1 F4 89.67(15) . . ? F1 P1 F4 90.18(14) . . ? F6 P1 F4 89.79(15) . . ? F2 P1 F4 179.37(16) . . ? F5 P1 F4 89.35(15) . . ? 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 N4 Cu1 N1 C7 12.0(3) . . . . ? N2 Cu1 N1 C7 141.4(3) . . . . ? N3 Cu1 N1 C7 -124.7(3) . . . . ? N4 Cu1 N1 C1 -175.68(19) . . . . ? N2 Cu1 N1 C1 -46.3(2) . . . . ? N3 Cu1 N1 C1 47.7(2) . . . . ? N4 Cu1 N2 C17 -3.8(3) . . . . ? N1 Cu1 N2 C17 -133.0(3) . . . . ? N3 Cu1 N2 C17 132.4(3) . . . . ? N4 Cu1 N2 C3 175.0(2) . . . . ? N1 Cu1 N2 C3 45.8(2) . . . . ? N3 Cu1 N2 C3 -48.8(2) . . . . ? N4 Cu1 N3 C27 7.1(4) . . . . ? N1 Cu1 N3 C27 139.6(3) . . . . ? N2 Cu1 N3 C27 -125.1(3) . . . . ? N4 Cu1 N3 C5 -179.3(2) . . . . ? N1 Cu1 N3 C5 -46.7(2) . . . . ? N2 Cu1 N3 C5 48.6(2) . . . . ? N1 Cu1 N4 C37 90.1(17) . . . . ? N2 Cu1 N4 C37 -26.9(17) . . . . ? N3 Cu1 N4 C37 -147.9(16) . . . . ? C7 N1 C1 C6 111.4(3) . . . . ? Cu1 N1 C1 C6 -62.0(3) . . . . ? C7 N1 C1 C2 -125.3(3) . . . . ? Cu1 N1 C1 C2 61.3(3) . . . . ? N1 C1 C2 C3 -73.8(4) . . . . ? C6 C1 C2 C3 49.0(4) . . . . ? C17 N2 C3 C4 -118.6(3) . . . . ? Cu1 N2 C3 C4 62.4(3) . . . . ? C17 N2 C3 C2 118.9(3) . . . . ? Cu1 N2 C3 C2 -60.1(3) . . . . ? C1 C2 C3 N2 73.1(4) . . . . ? C1 C2 C3 C4 -48.9(4) . . . . ? N2 C3 C4 C5 -72.9(4) . . . . ? C2 C3 C4 C5 49.4(4) . . . . ? C27 N3 C5 C6 -124.4(3) . . . . ? Cu1 N3 C5 C6 60.8(3) . . . . ? C27 N3 C5 C4 112.3(3) . . . . ? Cu1 N3 C5 C4 -62.5(3) . . . . ? C3 C4 C5 N3 73.1(4) . . . . ? C3 C4 C5 C6 -50.2(4) . . . . ? N3 C5 C6 C1 -72.6(4) . . . . ? C4 C5 C6 C1 50.1(4) . . . . ? N1 C1 C6 C5 73.1(3) . . . . ? C2 C1 C6 C5 -49.6(4) . . . . ? C1 N1 C7 C8 -180.0(3) . . . . ? Cu1 N1 C7 C8 -8.0(5) . . . . ? N1 C7 C8 C13 -68.1(4) . . . . ? N1 C7 C8 C9 113.4(4) . . . . ? C13 C8 C9 C10 1.5(5) . . . . ? C7 C8 C9 C10 180.0(3) . . . . ? C13 C8 C9 C14 -178.7(3) . . . . ? C7 C8 C9 C14 -0.2(5) . . . . ? C8 C9 C10 C11 -1.8(5) . . . . ? C14 C9 C10 C11 178.4(3) . . . . ? C9 C10 C11 C12 0.1(5) . . . . ? C9 C10 C11 C15 -178.5(3) . . . . ? C10 C11 C12 C13 2.0(5) . . . . ? C15 C11 C12 C13 -179.4(3) . . . . ? C11 C12 C13 C8 -2.3(5) . . . . ? C11 C12 C13 C16 178.0(3) . . . . ? C9 C8 C13 C12 0.5(5) . . . . ? C7 C8 C13 C12 -177.9(3) . . . . ? C9 C8 C13 C16 -179.7(3) . . . . ? C7 C8 C13 C16 1.8(5) . . . . ? C3 N2 C17 C18 179.5(3) . . . . ? Cu1 N2 C17 C18 -1.8(5) . . . . ? N2 C17 C18 C23 -66.3(5) . . . . ? N2 C17 C18 C19 112.6(4) . . . . ? C23 C18 C19 C20 1.1(5) . . . . ? C17 C18 C19 C20 -177.8(3) . . . . ? C23 C18 C19 C24 179.2(3) . . . . ? C17 C18 C19 C24 0.3(5) . . . . ? C18 C19 C20 C21 0.6(5) . . . . ? C24 C19 C20 C21 -177.5(3) . . . . ? C19 C20 C21 C22 -2.2(5) . . . . ? C19 C20 C21 C25 178.0(3) . . . . ? C20 C21 C22 C23 2.4(5) . . . . ? C25 C21 C22 C23 -177.9(3) . . . . ? C21 C22 C23 C18 -0.8(5) . . . . ? C21 C22 C23 C26 -179.8(3) . . . . ? C19 C18 C23 C22 -1.0(5) . . . . ? C17 C18 C23 C22 177.9(3) . . . . ? C19 C18 C23 C26 178.0(3) . . . . ? C17 C18 C23 C26 -3.1(5) . . . . ? C5 N3 C27 C28 -176.7(3) . . . . ? Cu1 N3 C27 C28 -3.3(5) . . . . ? N3 C27 C28 C29 121.1(4) . . . . ? N3 C27 C28 C33 -62.0(5) . . . . ? C33 C28 C29 C30 1.5(5) . . . . ? C27 C28 C29 C30 178.4(3) . . . . ? C33 C28 C29 C34 -178.1(3) . . . . ? C27 C28 C29 C34 -1.1(5) . . . . ? C28 C29 C30 C31 -1.7(5) . . . . ? C34 C29 C30 C31 177.8(3) . . . . ? C29 C30 C31 C32 1.2(5) . . . . ? C29 C30 C31 C35 -177.8(3) . . . . ? C30 C31 C32 C33 -0.5(5) . . . . ? C35 C31 C32 C33 178.5(3) . . . . ? C31 C32 C33 C28 0.2(5) . . . . ? C31 C32 C33 C36 -177.4(3) . . . . ? C29 C28 C33 C32 -0.8(5) . . . . ? C27 C28 C33 C32 -177.5(3) . . . . ? C29 C28 C33 C36 176.8(3) . . . . ? C27 C28 C33 C36 0.0(5) . . . . ? Cu1 N4 C37 C38 -66(16) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.429 _refine_diff_density_min -0.743 _refine_diff_density_rms 0.087 data_2 _database_code_depnum_ccdc_archive 'CCDC 706466' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C37 H45 Cu N3 O, C H2 Cl2, F6 P' _chemical_formula_sum 'C38 H47 Cl2 Cu F6 N3 O P' _chemical_formula_weight 841.20 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' O O 0.0106 0.0060 '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' F F 0.0171 0.0103 '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 orthorhombic _symmetry_space_group_name_H-M P212121 _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 11.8606(5) _cell_length_b 16.2562(7) _cell_length_c 20.9920(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4047.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6790 _cell_measurement_theta_min 2.3095 _cell_measurement_theta_max 26.2195 _exptl_crystal_description Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.380 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1744 _exptl_absorpt_coefficient_mu 0.772 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.776 _exptl_absorpt_correction_T_max 0.962 _exptl_absorpt_process_details 'SADABS V2.05' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-AXS Platform' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26857 _diffrn_reflns_av_R_equivalents 0.0523 _diffrn_reflns_av_sigmaI/netI 0.0709 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 27.51 _reflns_number_total 9277 _reflns_number_gt 6620 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART v5.054 (Bruker-AXS, 1997-1998)' _computing_cell_refinement 'SMART v5.054 (Bruker-AXS, 1997-1998)' _computing_data_reduction ; SAINT v7.06A (Bruker-AXS, 1997-2003) & SHELXTL v6.14 (Bruker-AXS, 2003) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL v6.14 (Bruker-AXS, 2003)' _computing_publication_material 'SHELXTL v6.14 (Bruker-AXS, 2003)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1004P)^2^+1.6256P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.027(19) _refine_ls_number_reflns 9277 _refine_ls_number_parameters 480 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0923 _refine_ls_R_factor_gt 0.0595 _refine_ls_wR_factor_ref 0.1753 _refine_ls_wR_factor_gt 0.1555 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.14593(4) 0.23288(3) 0.75091(2) 0.02423(13) Uani 1 1 d . . . N1 N 0.2606(4) 0.2861(2) 0.69142(17) 0.0297(9) Uani 1 1 d . . . N2 N 0.0116(3) 0.2865(2) 0.70663(18) 0.0287(9) Uani 1 1 d . . . N3 N 0.1347(3) 0.1295(2) 0.69492(16) 0.0272(8) Uani 1 1 d . . . O1 O 0.1649(4) 0.2267(3) 0.89027(16) 0.0546(11) Uani 1 1 d . . . C1 C 0.2307(5) 0.2828(3) 0.6232(2) 0.0377(12) Uani 1 1 d . . . H1 H 0.2908 0.3116 0.5983 0.045 Uiso 1 1 calc R . . C2 C 0.1190(5) 0.3276(3) 0.6126(2) 0.0378(12) Uani 1 1 d . . . H2A H 0.1230 0.3819 0.6338 0.045 Uiso 1 1 calc R . . H2B H 0.1097 0.3376 0.5664 0.045 Uiso 1 1 calc R . . C3 C 0.0152(5) 0.2826(3) 0.6369(2) 0.0345(11) Uani 1 1 d . . . H3 H -0.0533 0.3107 0.6197 0.041 Uiso 1 1 calc R . . C4 C 0.0147(5) 0.1932(3) 0.6140(2) 0.0370(12) Uani 1 1 d . . . H4A H -0.0484 0.1640 0.6351 0.044 Uiso 1 1 calc R . . H4B H -0.0001 0.1926 0.5676 0.044 Uiso 1 1 calc R . . C5 C 0.1227(5) 0.1461(3) 0.6267(2) 0.0334(12) Uani 1 1 d . . . H5 H 0.1180 0.0922 0.6040 0.040 Uiso 1 1 calc R . . C6 C 0.2247(5) 0.1929(3) 0.6010(2) 0.0339(11) Uani 1 1 d . . . H6A H 0.2225 0.1918 0.5539 0.041 Uiso 1 1 calc R . . H6B H 0.2943 0.1642 0.6147 0.041 Uiso 1 1 calc R . . C7 C 0.3519(5) 0.3225(3) 0.7058(2) 0.0367(11) Uani 1 1 d . . . H7 H 0.3979 0.3431 0.6724 0.044 Uiso 1 1 calc R . . C8 C 0.3900(4) 0.3344(3) 0.7724(2) 0.0335(12) Uani 1 1 d . . . C9 C 0.4275(4) 0.2682(3) 0.8091(2) 0.0353(10) Uani 1 1 d . . . C10 C 0.4631(4) 0.2833(4) 0.8710(3) 0.0434(13) Uani 1 1 d . . . H10 H 0.4890 0.2386 0.8962 0.052 Uiso 1 1 calc R . . C11 C 0.4619(5) 0.3613(4) 0.8971(3) 0.0510(15) Uani 1 1 d . . . C12 C 0.4217(5) 0.4264(4) 0.8601(3) 0.0466(14) Uani 1 1 d . . . H12 H 0.4166 0.4798 0.8783 0.056 Uiso 1 1 calc R . . C13 C 0.3888(4) 0.4144(3) 0.7970(3) 0.0402(12) Uani 1 1 d . . . C14 C 0.4335(5) 0.1813(3) 0.7837(3) 0.0407(12) Uani 1 1 d . . . H14A H 0.5022 0.1747 0.7582 0.061 Uiso 1 1 calc R . . H14B H 0.3675 0.1704 0.7569 0.061 Uiso 1 1 calc R . . H14C H 0.4348 0.1424 0.8193 0.061 Uiso 1 1 calc R . . C15 C 0.5008(7) 0.3764(6) 0.9645(3) 0.083(3) Uani 1 1 d . . . H15A H 0.4389 0.3649 0.9941 0.125 Uiso 1 1 calc R . . H15B H 0.5242 0.4340 0.9691 0.125 Uiso 1 1 calc R . . H15C H 0.5647 0.3403 0.9742 0.125 Uiso 1 1 calc R . . C16 C 0.3485(5) 0.4864(3) 0.7568(3) 0.0512(14) Uani 1 1 d . . . H16A H 0.2669 0.4822 0.7504 0.077 Uiso 1 1 calc R . . H16B H 0.3868 0.4854 0.7154 0.077 Uiso 1 1 calc R . . H16C H 0.3660 0.5381 0.7787 0.077 Uiso 1 1 calc R . . C17 C -0.0793(4) 0.3150(3) 0.7323(2) 0.0330(11) Uani 1 1 d . . . H17 H -0.1396 0.3306 0.7050 0.040 Uiso 1 1 calc R . . C18 C -0.0946(4) 0.3249(3) 0.8017(2) 0.0282(10) Uani 1 1 d . . . C19 C -0.0236(4) 0.3749(3) 0.8394(2) 0.0304(10) Uani 1 1 d . . . C20 C -0.0483(4) 0.3826(3) 0.9043(2) 0.0315(10) Uani 1 1 d . . . H20 H -0.0016 0.4163 0.9301 0.038 Uiso 1 1 calc R . . C21 C -0.1385(5) 0.3427(3) 0.9318(2) 0.0377(11) Uani 1 1 d . . . C22 C -0.2060(4) 0.2951(3) 0.8943(3) 0.0384(12) Uani 1 1 d . . . H22 H -0.2688 0.2683 0.9132 0.046 Uiso 1 1 calc R . . C23 C -0.1867(4) 0.2843(3) 0.8290(2) 0.0317(11) Uani 1 1 d . . . C24 C 0.0732(5) 0.4228(3) 0.8122(3) 0.0398(12) Uani 1 1 d . . . H24A H 0.0750 0.4777 0.8314 0.060 Uiso 1 1 calc R . . H24B H 0.0638 0.4278 0.7660 0.060 Uiso 1 1 calc R . . H24C H 0.1440 0.3941 0.8215 0.060 Uiso 1 1 calc R . . C25 C -0.1608(6) 0.3517(4) 1.0025(2) 0.0566(17) Uani 1 1 d . . . H25A H -0.2210 0.3920 1.0092 0.085 Uiso 1 1 calc R . . H25B H -0.0920 0.3704 1.0239 0.085 Uiso 1 1 calc R . . H25C H -0.1838 0.2985 1.0201 0.085 Uiso 1 1 calc R . . C26 C -0.2644(4) 0.2319(4) 0.7892(3) 0.0459(13) Uani 1 1 d . . . H26A H -0.3154 0.2674 0.7649 0.069 Uiso 1 1 calc R . . H26B H -0.3085 0.1958 0.8171 0.069 Uiso 1 1 calc R . . H26C H -0.2197 0.1983 0.7598 0.069 Uiso 1 1 calc R . . C27 C 0.1459(5) 0.0546(3) 0.7116(2) 0.0302(10) Uani 1 1 d . . . H27 H 0.1477 0.0141 0.6791 0.036 Uiso 1 1 calc R . . C28 C 0.1564(4) 0.0267(3) 0.7786(2) 0.0290(10) Uani 1 1 d . . . C29 C 0.0711(4) 0.0400(3) 0.8235(2) 0.0303(10) Uani 1 1 d . . . C30 C 0.0859(5) 0.0073(3) 0.8847(2) 0.0373(12) Uani 1 1 d . . . H30 H 0.0276 0.0144 0.9152 0.045 Uiso 1 1 calc R . . C31 C 0.1820(5) -0.0349(3) 0.9025(3) 0.0435(14) Uani 1 1 d . . . C32 C 0.2646(5) -0.0465(3) 0.8570(3) 0.0441(14) Uani 1 1 d . . . H32 H 0.3314 -0.0752 0.8684 0.053 Uiso 1 1 calc R . . C33 C 0.2529(4) -0.0174(3) 0.7954(3) 0.0360(11) Uani 1 1 d . . . C34 C -0.0386(4) 0.0832(3) 0.8094(2) 0.0347(11) Uani 1 1 d . . . H34A H -0.0460 0.1314 0.8370 0.052 Uiso 1 1 calc R . . H34B H -0.1016 0.0455 0.8173 0.052 Uiso 1 1 calc R . . H34C H -0.0396 0.1007 0.7647 0.052 Uiso 1 1 calc R . . C35 C 0.1903(8) -0.0701(4) 0.9694(3) 0.073(2) Uani 1 1 d . . . H35A H 0.2124 -0.1281 0.9671 0.109 Uiso 1 1 calc R . . H35B H 0.1169 -0.0656 0.9906 0.109 Uiso 1 1 calc R . . H35C H 0.2469 -0.0394 0.9937 0.109 Uiso 1 1 calc R . . C36 C 0.3432(4) -0.0347(3) 0.7463(3) 0.0512(14) Uani 1 1 d . . . H36A H 0.3990 -0.0726 0.7643 0.077 Uiso 1 1 calc R . . H36B H 0.3803 0.0169 0.7344 0.077 Uiso 1 1 calc R . . H36C H 0.3088 -0.0597 0.7085 0.077 Uiso 1 1 calc R . . C37 C 0.1597(4) 0.2280(3) 0.8367(2) 0.0338(10) Uani 1 1 d . . . P1 P 0.6360(2) 0.18962(11) 0.59109(7) 0.0630(5) Uani 1 1 d . . . F1 F 0.5421(6) 0.1624(4) 0.6373(3) 0.1320(17) Uani 1 1 d . . . F2 F 0.6034(8) 0.1146(3) 0.5471(2) 0.152(2) Uani 1 1 d . . . F3 F 0.7187(6) 0.1298(4) 0.6289(3) 0.1214(15) Uani 1 1 d . . . F4 F 0.7352(6) 0.2062(5) 0.5412(3) 0.1320(17) Uani 1 1 d . . . F5 F 0.6859(8) 0.2604(3) 0.6322(2) 0.152(2) Uani 1 1 d . . . F6 F 0.5613(6) 0.2472(4) 0.5508(2) 0.1214(15) Uani 1 1 d . . . C38A C 0.8175(6) 0.0130(6) 0.4871(4) 0.080(2) Uani 0.59(3) 1 d PD A 1 H38A H 0.7612 0.0578 0.4885 0.096 Uiso 0.59(3) 1 calc PR A 1 H38B H 0.8209 -0.0116 0.5302 0.096 Uiso 0.59(3) 1 calc PR A 1 Cl1A Cl 0.9458(8) 0.0550(5) 0.4704(5) 0.082(2) Uani 0.59(3) 1 d PD A 1 Cl2A Cl 0.7708(13) -0.0605(13) 0.4352(6) 0.150(5) Uani 0.59(3) 1 d P A 1 C38B C 0.8175(6) 0.0130(6) 0.4871(4) 0.080(2) Uani 0.41(3) 1 d PD A 2 H38C H 0.8171 0.0174 0.5341 0.096 Uiso 0.41(3) 1 calc PR A 2 H38D H 0.7555 0.0473 0.4701 0.096 Uiso 0.41(3) 1 calc PR A 2 Cl1B Cl 0.7980(11) -0.0862(7) 0.4654(18) 0.158(9) Uani 0.41(3) 1 d P A 2 Cl2B Cl 0.9478(12) 0.0482(12) 0.4570(12) 0.127(6) Uani 0.41(3) 1 d PD A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0266(2) 0.0258(2) 0.0203(2) -0.0008(2) 0.0011(3) 0.0001(2) N1 0.037(2) 0.026(2) 0.0257(19) -0.0017(15) 0.0094(16) 0.0000(17) N2 0.033(2) 0.029(2) 0.0243(18) 0.0009(15) 0.0004(15) 0.0023(16) N3 0.030(2) 0.0275(19) 0.0241(18) -0.0005(14) 0.0015(17) -0.0027(17) O1 0.064(3) 0.078(3) 0.0214(17) 0.0064(18) -0.0111(16) 0.016(2) C1 0.051(3) 0.038(3) 0.023(2) -0.004(2) 0.010(2) -0.011(2) C2 0.055(4) 0.038(3) 0.020(2) 0.0065(19) 0.003(2) 0.003(2) C3 0.049(3) 0.031(3) 0.023(2) 0.0012(18) -0.003(2) 0.008(2) C4 0.042(3) 0.045(3) 0.024(2) -0.002(2) -0.005(2) 0.001(2) C5 0.048(3) 0.029(2) 0.024(2) -0.0067(18) -0.002(2) -0.005(2) C6 0.043(3) 0.036(3) 0.023(2) -0.004(2) 0.003(2) 0.000(2) C7 0.037(3) 0.036(3) 0.037(3) -0.007(2) 0.015(2) -0.011(3) C8 0.027(3) 0.036(3) 0.038(3) -0.007(2) 0.0095(19) -0.009(2) C9 0.021(2) 0.037(2) 0.048(3) -0.011(2) 0.005(2) -0.007(2) C10 0.034(3) 0.057(4) 0.040(3) -0.009(2) 0.006(2) -0.009(3) C11 0.034(3) 0.071(4) 0.049(3) -0.022(3) -0.002(3) -0.008(3) C12 0.032(3) 0.054(3) 0.054(3) -0.025(3) 0.011(3) -0.010(3) C13 0.030(3) 0.038(3) 0.053(3) -0.009(2) 0.011(2) -0.006(2) C14 0.035(3) 0.041(3) 0.046(3) -0.006(2) 0.001(2) -0.002(2) C15 0.072(5) 0.125(7) 0.053(4) -0.038(5) -0.017(4) 0.008(5) C16 0.044(3) 0.043(3) 0.067(4) -0.004(3) 0.015(4) -0.008(2) C17 0.034(3) 0.035(3) 0.030(2) 0.0012(19) -0.0037(19) 0.007(2) C18 0.026(2) 0.027(2) 0.032(2) -0.0003(19) -0.0014(19) 0.0071(19) C19 0.033(3) 0.030(2) 0.029(2) 0.0029(19) 0.0053(19) 0.005(2) C20 0.027(3) 0.035(3) 0.032(2) -0.003(2) -0.003(2) 0.003(2) C21 0.036(3) 0.045(3) 0.033(2) 0.005(2) 0.003(2) 0.010(3) C22 0.026(3) 0.043(3) 0.047(3) 0.002(2) 0.009(2) 0.000(2) C23 0.020(2) 0.029(3) 0.046(3) 0.000(2) -0.0011(19) 0.0050(18) C24 0.041(3) 0.031(3) 0.047(3) 0.001(2) 0.009(2) -0.010(2) C25 0.061(4) 0.078(4) 0.030(3) 0.002(3) 0.011(3) 0.010(4) C26 0.029(3) 0.047(3) 0.062(4) -0.010(3) -0.007(2) 0.001(3) C27 0.026(2) 0.032(2) 0.032(2) -0.0062(18) 0.004(2) 0.001(2) C28 0.028(3) 0.022(2) 0.037(2) -0.0004(18) 0.002(2) -0.006(2) C29 0.032(3) 0.025(2) 0.034(2) 0.0012(18) 0.001(2) -0.001(2) C30 0.053(3) 0.028(2) 0.031(2) -0.0017(19) 0.003(2) 0.000(2) C31 0.067(4) 0.026(2) 0.038(3) 0.007(2) -0.015(3) -0.002(2) C32 0.046(3) 0.026(3) 0.060(4) -0.003(2) -0.020(3) 0.000(2) C33 0.034(3) 0.023(2) 0.050(3) -0.001(2) -0.006(2) -0.001(2) C34 0.027(3) 0.036(3) 0.041(3) 0.003(2) 0.006(2) 0.005(2) C35 0.124(7) 0.053(4) 0.042(4) 0.011(3) -0.019(4) 0.011(4) C36 0.030(3) 0.043(3) 0.081(4) -0.018(3) 0.000(4) 0.001(2) C37 0.029(3) 0.036(2) 0.036(3) 0.003(2) 0.0021(19) -0.002(2) P1 0.1036(15) 0.0525(9) 0.0327(7) 0.0116(7) -0.0136(9) -0.0115(11) F1 0.139(4) 0.173(5) 0.084(2) 0.053(3) 0.016(2) -0.012(3) F2 0.317(7) 0.070(2) 0.069(2) 0.0015(18) -0.048(3) -0.046(3) F3 0.158(4) 0.116(3) 0.090(3) 0.048(2) -0.026(3) 0.024(3) F4 0.139(4) 0.173(5) 0.084(2) 0.053(3) 0.016(2) -0.012(3) F5 0.317(7) 0.070(2) 0.069(2) 0.0015(18) -0.048(3) -0.046(3) F6 0.158(4) 0.116(3) 0.090(3) 0.048(2) -0.026(3) 0.024(3) C38A 0.068(5) 0.092(6) 0.080(5) 0.001(5) -0.003(4) 0.034(5) Cl1A 0.099(5) 0.056(3) 0.092(4) -0.004(3) -0.032(3) -0.010(3) Cl2A 0.106(7) 0.195(11) 0.148(7) -0.075(7) -0.020(4) -0.040(7) C38B 0.068(5) 0.092(6) 0.080(5) 0.001(5) -0.003(4) 0.034(5) Cl1B 0.083(6) 0.082(6) 0.31(2) -0.055(9) -0.055(9) -0.001(4) Cl2B 0.073(7) 0.166(14) 0.142(11) 0.082(9) 0.010(7) -0.006(7) _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 Cu1 C37 1.810(5) . ? Cu1 N1 2.039(4) . ? Cu1 N2 2.040(4) . ? Cu1 N3 2.056(4) . ? N1 C7 1.271(7) . ? N1 C1 1.477(6) . ? N2 C17 1.291(6) . ? N2 C3 1.466(6) . ? N3 C27 1.273(6) . ? N3 C5 1.463(6) . ? O1 C37 1.127(5) . ? C1 C2 1.528(8) . ? C1 C6 1.535(7) . ? C1 H1 1.0000 . ? C2 C3 1.520(7) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.532(7) . ? C3 H3 1.0000 . ? C4 C5 1.516(7) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.528(7) . ? C5 H5 1.0000 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.481(7) . ? C7 H7 0.9500 . ? C8 C9 1.396(7) . ? C8 C13 1.400(7) . ? C9 C10 1.389(7) . ? C9 C14 1.513(7) . ? C10 C11 1.382(8) . ? C10 H10 0.9500 . ? C11 C12 1.397(9) . ? C11 C15 1.508(8) . ? C12 C13 1.395(8) . ? C12 H12 0.9500 . ? C13 C16 1.520(8) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.478(7) . ? C17 H17 0.9500 . ? C18 C23 1.399(7) . ? C18 C19 1.414(7) . ? C19 C20 1.398(6) . ? C19 C24 1.499(7) . ? C20 C21 1.378(7) . ? C20 H20 0.9500 . ? C21 C22 1.364(8) . ? C21 C25 1.514(7) . ? C22 C23 1.402(7) . ? C22 H22 0.9500 . ? C23 C26 1.507(7) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.483(7) . ? C27 H27 0.9500 . ? C28 C33 1.396(7) . ? C28 C29 1.399(7) . ? C29 C30 1.402(7) . ? C29 C34 1.508(7) . ? C30 C31 1.381(8) . ? C30 H30 0.9500 . ? C31 C32 1.380(9) . ? C31 C35 1.521(8) . ? C32 C33 1.384(8) . ? C32 H32 0.9500 . ? C33 C36 1.512(8) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? P1 F6 1.541(5) . ? P1 F1 1.542(6) . ? P1 F5 1.555(5) . ? P1 F2 1.577(5) . ? P1 F3 1.594(5) . ? P1 F4 1.598(6) . ? C38A Cl1A 1.704(11) . ? C38A Cl2A 1.708(13) . ? C38A H38A 0.9900 . ? C38A H38B 0.9900 . ? 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 C37 Cu1 N1 124.6(2) . . ? C37 Cu1 N2 122.85(19) . . ? N1 Cu1 N2 93.46(16) . . ? C37 Cu1 N3 122.62(19) . . ? N1 Cu1 N3 92.31(15) . . ? N2 Cu1 N3 92.18(16) . . ? C7 N1 C1 116.9(4) . . ? C7 N1 Cu1 128.3(3) . . ? C1 N1 Cu1 114.7(3) . . ? C17 N2 C3 117.1(4) . . ? C17 N2 Cu1 128.0(3) . . ? C3 N2 Cu1 114.5(3) . . ? C27 N3 C5 117.2(4) . . ? C27 N3 Cu1 128.1(3) . . ? C5 N3 Cu1 114.5(3) . . ? N1 C1 C2 109.4(4) . . ? N1 C1 C6 109.9(4) . . ? C2 C1 C6 111.7(5) . . ? N1 C1 H1 108.6 . . ? C2 C1 H1 108.6 . . ? C6 C1 H1 108.6 . . ? C3 C2 C1 115.1(4) . . ? C3 C2 H2A 108.5 . . ? C1 C2 H2A 108.5 . . ? C3 C2 H2B 108.5 . . ? C1 C2 H2B 108.5 . . ? H2A C2 H2B 107.5 . . ? N2 C3 C2 109.8(4) . . ? N2 C3 C4 110.7(4) . . ? C2 C3 C4 110.8(4) . . ? N2 C3 H3 108.5 . . ? C2 C3 H3 108.5 . . ? C4 C3 H3 108.5 . . ? C5 C4 C3 114.8(4) . . ? C5 C4 H4A 108.6 . . ? C3 C4 H4A 108.6 . . ? C5 C4 H4B 108.6 . . ? C3 C4 H4B 108.6 . . ? H4A C4 H4B 107.5 . . ? N3 C5 C4 110.4(4) . . ? N3 C5 C6 111.2(4) . . ? C4 C5 C6 110.8(4) . . ? N3 C5 H5 108.1 . . ? C4 C5 H5 108.1 . . ? C6 C5 H5 108.1 . . ? C5 C6 C1 113.8(4) . . ? C5 C6 H6A 108.8 . . ? C1 C6 H6A 108.8 . . ? C5 C6 H6B 108.8 . . ? C1 C6 H6B 108.8 . . ? H6A C6 H6B 107.7 . . ? N1 C7 C8 123.0(4) . . ? N1 C7 H7 118.5 . . ? C8 C7 H7 118.5 . . ? C9 C8 C13 121.0(5) . . ? C9 C8 C7 121.2(4) . . ? C13 C8 C7 117.8(5) . . ? C10 C9 C8 118.6(5) . . ? C10 C9 C14 118.7(5) . . ? C8 C9 C14 122.7(4) . . ? C11 C10 C9 122.0(6) . . ? C11 C10 H10 119.0 . . ? C9 C10 H10 119.0 . . ? C10 C11 C12 118.6(5) . . ? C10 C11 C15 121.3(7) . . ? C12 C11 C15 120.2(6) . . ? C13 C12 C11 121.2(5) . . ? C13 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C12 C13 C8 118.5(5) . . ? C12 C13 C16 120.5(5) . . ? C8 C13 C16 120.9(5) . . ? C9 C14 H14A 109.5 . . ? C9 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C9 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C11 C15 H15A 109.5 . . ? C11 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C11 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N2 C17 C18 123.6(4) . . ? N2 C17 H17 118.2 . . ? C18 C17 H17 118.2 . . ? C23 C18 C19 120.5(4) . . ? C23 C18 C17 116.7(4) . . ? C19 C18 C17 122.8(4) . . ? C20 C19 C18 118.1(4) . . ? C20 C19 C24 119.0(5) . . ? C18 C19 C24 122.8(4) . . ? C21 C20 C19 122.0(5) . . ? C21 C20 H20 119.0 . . ? C19 C20 H20 119.0 . . ? C22 C21 C20 118.7(5) . . ? C22 C21 C25 121.2(5) . . ? C20 C21 C25 120.1(5) . . ? C21 C22 C23 122.7(5) . . ? C21 C22 H22 118.6 . . ? C23 C22 H22 118.6 . . ? C18 C23 C22 117.9(5) . . ? C18 C23 C26 121.2(5) . . ? C22 C23 C26 120.9(5) . . ? C19 C24 H24A 109.5 . . ? C19 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C19 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C21 C25 H25A 109.5 . . ? C21 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C21 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N3 C27 C28 124.3(4) . . ? N3 C27 H27 117.9 . . ? C28 C27 H27 117.9 . . ? C33 C28 C29 120.1(5) . . ? C33 C28 C27 117.8(5) . . ? C29 C28 C27 122.0(5) . . ? C28 C29 C30 117.9(5) . . ? C28 C29 C34 124.3(4) . . ? C30 C29 C34 117.7(4) . . ? C31 C30 C29 122.6(5) . . ? C31 C30 H30 118.7 . . ? C29 C30 H30 118.7 . . ? C32 C31 C30 117.9(5) . . ? C32 C31 C35 122.8(6) . . ? C30 C31 C35 119.3(6) . . ? C31 C32 C33 121.9(5) . . ? C31 C32 H32 119.1 . . ? C33 C32 H32 119.1 . . ? C32 C33 C28 119.6(5) . . ? C32 C33 C36 120.1(5) . . ? C28 C33 C36 120.3(5) . . ? C29 C34 H34A 109.5 . . ? C29 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C29 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C31 C35 H35A 109.5 . . ? C31 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C31 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C33 C36 H36A 109.5 . . ? C33 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C33 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? O1 C37 Cu1 177.5(5) . . ? F6 P1 F1 96.0(4) . . ? F6 P1 F5 94.2(4) . . ? F1 P1 F5 98.0(4) . . ? F6 P1 F2 90.4(3) . . ? F1 P1 F2 88.2(4) . . ? F5 P1 F2 171.8(5) . . ? F6 P1 F3 176.3(4) . . ? F1 P1 F3 87.5(3) . . ? F5 P1 F3 86.6(3) . . ? F2 P1 F3 88.3(4) . . ? F6 P1 F4 87.7(3) . . ? F1 P1 F4 173.0(4) . . ? F5 P1 F4 87.6(4) . . ? F2 P1 F4 85.8(4) . . ? F3 P1 F4 88.7(4) . . ? Cl1A C38A Cl2A 116.0(7) . . ? Cl1A C38A H38A 108.3 . . ? Cl2A C38A H38A 108.3 . . ? Cl1A C38A H38B 108.3 . . ? Cl2A C38A H38B 108.3 . . ? H38A C38A H38B 107.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C37 Cu1 N1 C7 -1.2(5) . . . . ? N2 Cu1 N1 C7 133.4(4) . . . . ? N3 Cu1 N1 C7 -134.3(4) . . . . ? C37 Cu1 N1 C1 -179.7(3) . . . . ? N2 Cu1 N1 C1 -45.2(3) . . . . ? N3 Cu1 N1 C1 47.2(3) . . . . ? C37 Cu1 N2 C17 -6.5(5) . . . . ? N1 Cu1 N2 C17 -142.3(4) . . . . ? N3 Cu1 N2 C17 125.3(4) . . . . ? C37 Cu1 N2 C3 -178.9(3) . . . . ? N1 Cu1 N2 C3 45.4(3) . . . . ? N3 Cu1 N2 C3 -47.1(3) . . . . ? C37 Cu1 N3 C27 -6.8(5) . . . . ? N1 Cu1 N3 C27 127.6(5) . . . . ? N2 Cu1 N3 C27 -138.8(5) . . . . ? C37 Cu1 N3 C5 179.3(3) . . . . ? N1 Cu1 N3 C5 -46.2(4) . . . . ? N2 Cu1 N3 C5 47.3(4) . . . . ? C7 N1 C1 C2 -118.5(5) . . . . ? Cu1 N1 C1 C2 60.2(4) . . . . ? C7 N1 C1 C6 118.5(5) . . . . ? Cu1 N1 C1 C6 -62.8(5) . . . . ? N1 C1 C2 C3 -72.7(5) . . . . ? C6 C1 C2 C3 49.2(5) . . . . ? C17 N2 C3 C2 125.7(5) . . . . ? Cu1 N2 C3 C2 -61.1(4) . . . . ? C17 N2 C3 C4 -111.7(5) . . . . ? Cu1 N2 C3 C4 61.5(5) . . . . ? C1 C2 C3 N2 73.4(5) . . . . ? C1 C2 C3 C4 -49.2(5) . . . . ? N2 C3 C4 C5 -70.8(6) . . . . ? C2 C3 C4 C5 51.2(5) . . . . ? C27 N3 C5 C4 123.5(5) . . . . ? Cu1 N3 C5 C4 -62.0(5) . . . . ? C27 N3 C5 C6 -113.1(5) . . . . ? Cu1 N3 C5 C6 61.5(5) . . . . ? C3 C4 C5 N3 71.0(5) . . . . ? C3 C4 C5 C6 -52.6(5) . . . . ? N3 C5 C6 C1 -71.6(5) . . . . ? C4 C5 C6 C1 51.6(5) . . . . ? N1 C1 C6 C5 71.6(6) . . . . ? C2 C1 C6 C5 -50.0(5) . . . . ? C1 N1 C7 C8 176.8(5) . . . . ? Cu1 N1 C7 C8 -1.7(7) . . . . ? N1 C7 C8 C9 70.6(7) . . . . ? N1 C7 C8 C13 -110.4(6) . . . . ? C13 C8 C9 C10 0.5(7) . . . . ? C7 C8 C9 C10 179.4(4) . . . . ? C13 C8 C9 C14 -178.1(5) . . . . ? C7 C8 C9 C14 0.9(7) . . . . ? C8 C9 C10 C11 0.3(8) . . . . ? C14 C9 C10 C11 178.8(5) . . . . ? C9 C10 C11 C12 1.2(8) . . . . ? C9 C10 C11 C15 179.9(6) . . . . ? C10 C11 C12 C13 -3.4(8) . . . . ? C15 C11 C12 C13 177.8(6) . . . . ? C11 C12 C13 C8 4.1(8) . . . . ? C11 C12 C13 C16 -178.2(5) . . . . ? C9 C8 C13 C12 -2.6(7) . . . . ? C7 C8 C13 C12 178.4(5) . . . . ? C9 C8 C13 C16 179.7(5) . . . . ? C7 C8 C13 C16 0.7(7) . . . . ? C3 N2 C17 C18 -178.3(4) . . . . ? Cu1 N2 C17 C18 9.5(7) . . . . ? N2 C17 C18 C23 -122.9(5) . . . . ? N2 C17 C18 C19 59.4(7) . . . . ? C23 C18 C19 C20 -0.2(7) . . . . ? C17 C18 C19 C20 177.4(4) . . . . ? C23 C18 C19 C24 -177.2(4) . . . . ? C17 C18 C19 C24 0.3(7) . . . . ? C18 C19 C20 C21 0.4(7) . . . . ? C24 C19 C20 C21 177.6(5) . . . . ? C19 C20 C21 C22 -0.8(7) . . . . ? C19 C20 C21 C25 178.9(5) . . . . ? C20 C21 C22 C23 0.8(8) . . . . ? C25 C21 C22 C23 -178.8(5) . . . . ? C19 C18 C23 C22 0.2(7) . . . . ? C17 C18 C23 C22 -177.5(4) . . . . ? C19 C18 C23 C26 178.9(5) . . . . ? C17 C18 C23 C26 1.2(7) . . . . ? C21 C22 C23 C18 -0.6(7) . . . . ? C21 C22 C23 C26 -179.3(5) . . . . ? C5 N3 C27 C28 -178.5(5) . . . . ? Cu1 N3 C27 C28 7.8(8) . . . . ? N3 C27 C28 C33 -121.7(5) . . . . ? N3 C27 C28 C29 61.3(8) . . . . ? C33 C28 C29 C30 -0.4(7) . . . . ? C27 C28 C29 C30 176.5(4) . . . . ? C33 C28 C29 C34 -177.0(4) . . . . ? C27 C28 C29 C34 0.0(7) . . . . ? C28 C29 C30 C31 1.9(7) . . . . ? C34 C29 C30 C31 178.7(5) . . . . ? C29 C30 C31 C32 -1.6(8) . . . . ? C29 C30 C31 C35 -178.6(5) . . . . ? C30 C31 C32 C33 -0.2(8) . . . . ? C35 C31 C32 C33 176.6(6) . . . . ? C31 C32 C33 C28 1.6(8) . . . . ? C31 C32 C33 C36 -177.3(5) . . . . ? C29 C28 C33 C32 -1.3(7) . . . . ? C27 C28 C33 C32 -178.4(4) . . . . ? C29 C28 C33 C36 177.6(4) . . . . ? C27 C28 C33 C36 0.6(7) . . . . ? N1 Cu1 C37 O1 116(12) . . . . ? N2 Cu1 C37 O1 -6(12) . . . . ? N3 Cu1 C37 O1 -124(12) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.146 _refine_diff_density_min -0.954 _refine_diff_density_rms 0.083