# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H53 B2 Cu2 F8 N4 O P3' _chemical_formula_weight 1191.67 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/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 18.6648(14) _cell_length_b 14.4855(13) _cell_length_c 20.3605(17) _cell_angle_alpha 90.00 _cell_angle_beta 91.374(7) _cell_angle_gamma 90.00 _cell_volume 5503.3(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5009 _cell_measurement_theta_min 2.6891 _cell_measurement_theta_max 30.6401 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.432 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2420 _exptl_absorpt_coefficient_mu 0.930 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.95032 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ? _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28632 _diffrn_reflns_av_R_equivalents 0.1165 _diffrn_reflns_av_sigmaI/netI 0.2292 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 26.00 _reflns_number_total 10775 _reflns_number_gt 4703 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0363P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10775 _refine_ls_number_parameters 685 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1583 _refine_ls_R_factor_gt 0.0591 _refine_ls_wR_factor_ref 0.1114 _refine_ls_wR_factor_gt 0.0945 _refine_ls_goodness_of_fit_ref 0.799 _refine_ls_restrained_S_all 0.799 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.26031(3) 0.96821(5) 0.17979(3) 0.02141(17) Uani 1 1 d . . . P1 P 0.15080(7) 0.97962(10) 0.22711(6) 0.0199(3) Uani 1 1 d . . . N1 N 0.1350(2) 0.7994(3) 0.24202(18) 0.0223(10) Uani 1 1 d . . . B1 B 0.1804(4) 0.4510(6) 0.2505(4) 0.041(2) Uani 1 1 d . . . C1 C 0.3297(3) 1.2569(5) 0.2536(3) 0.061(2) Uani 1 1 d . . . O1W O 0.1758(3) 1.3412(6) 0.0774(3) 0.149(3) Uani 1 1 d . . . Cu2 Cu 0.22583(3) 0.79955(5) 0.19028(3) 0.02345(18) Uani 1 1 d . . . P2 P 0.36484(7) 0.90830(10) 0.22022(7) 0.0219(4) Uani 1 1 d . . . N2 N 0.3079(2) 0.7441(3) 0.24326(19) 0.0237(11) Uani 1 1 d . . . B2 B 0.3731(4) 1.2724(6) 0.0480(4) 0.048(2) Uani 1 1 d . . . C2 C 0.3065(3) 1.1713(5) 0.2199(3) 0.0411(18) Uani 1 1 d . . . P3 P 0.22234(7) 0.78371(11) 0.08333(7) 0.0255(4) Uani 1 1 d . . . N3 N 0.2503(2) 0.9650(3) 0.07534(19) 0.0228(11) Uani 1 1 d . . . N4 N 0.2884(2) 1.1047(3) 0.1929(2) 0.0280(12) Uani 1 1 d . . . F11 F 0.1353(2) 0.4807(5) 0.2936(2) 0.142(3) Uani 1 1 d . . . F12 F 0.1603(2) 0.3682(3) 0.2242(2) 0.0992(16) Uani 1 1 d . . . F13 F 0.2475(2) 0.4432(3) 0.28018(19) 0.0706(12) Uani 1 1 d . . . F14 F 0.1811(2) 0.5124(3) 0.1990(2) 0.0856(14) Uani 1 1 d . . . F21 F 0.3353(2) 1.2552(3) -0.0093(2) 0.0857(14) Uani 1 1 d . . . F22 F 0.4060(3) 1.1940(3) 0.0670(2) 0.0974(15) Uani 1 1 d . . . F23 F 0.4194(2) 1.3419(3) 0.03820(19) 0.0780(13) Uani 1 1 d . . . F24 F 0.3285(3) 1.2949(4) 0.0956(3) 0.158(3) Uani 1 1 d . . . C111 C 0.1041(3) 0.8804(4) 0.2603(2) 0.0188(13) Uani 1 1 d . . . C112 C 0.0416(3) 0.8821(4) 0.2973(2) 0.0231(13) Uani 1 1 d . . . C113 C 0.0128(3) 0.7976(5) 0.3135(3) 0.0339(15) Uani 1 1 d . . . H11A H -0.0283 0.7959 0.3383 0.041 Uiso 1 1 calc R . . C114 C 0.0426(3) 0.7169(4) 0.2943(3) 0.0356(16) Uani 1 1 d . . . H11B H 0.0216 0.6608 0.3049 0.043 Uiso 1 1 calc R . . C115 C 0.1044(3) 0.7195(4) 0.2590(2) 0.0310(15) Uani 1 1 d . . . H11C H 0.1256 0.6643 0.2464 0.037 Uiso 1 1 calc R . . C116 C 0.0065(3) 0.9692(4) 0.3188(2) 0.0339(15) Uani 1 1 d . . . H11D H -0.0353 0.9545 0.3432 0.051 Uiso 1 1 calc R . . H11E H -0.0071 1.0051 0.2809 0.051 Uiso 1 1 calc R . . H11F H 0.0394 1.0039 0.3460 0.051 Uiso 1 1 calc R . . C121 C 0.1562(3) 1.0604(4) 0.2969(3) 0.0233(14) Uani 1 1 d . . . C122 C 0.1743(3) 1.0233(4) 0.3578(3) 0.0306(14) Uani 1 1 d . . . H12A H 0.1788 0.9598 0.3629 0.037 Uiso 1 1 calc R . . C123 C 0.1854(3) 1.0809(5) 0.4106(3) 0.0389(17) Uani 1 1 d . . . H12B H 0.1990 1.0565 0.4513 0.047 Uiso 1 1 calc R . . C124 C 0.1767(3) 1.1743(5) 0.4034(3) 0.0442(18) Uani 1 1 d . . . H12C H 0.1830 1.2130 0.4396 0.053 Uiso 1 1 calc R . . C125 C 0.1588(3) 1.2107(4) 0.3441(3) 0.0439(17) Uani 1 1 d . . . H12D H 0.1540 1.2743 0.3394 0.053 Uiso 1 1 calc R . . C126 C 0.1476(3) 1.1528(4) 0.2900(3) 0.0302(15) Uani 1 1 d . . . H12E H 0.1343 1.1776 0.2494 0.036 Uiso 1 1 calc R . . C131 C 0.0876(2) 1.0252(4) 0.1656(2) 0.0182(12) Uani 1 1 d . . . C132 C 0.0228(3) 0.9841(4) 0.1506(2) 0.0260(14) Uani 1 1 d . . . H13A H 0.0073 0.9345 0.1755 0.031 Uiso 1 1 calc R . . C133 C -0.0195(3) 1.0164(4) 0.0985(3) 0.0366(16) Uani 1 1 d . . . H13B H -0.0633 0.9883 0.0889 0.044 Uiso 1 1 calc R . . C134 C 0.0026(3) 1.0891(5) 0.0610(3) 0.0407(17) Uani 1 1 d . . . H13C H -0.0260 1.1101 0.0261 0.049 Uiso 1 1 calc R . . C135 C 0.0672(3) 1.1311(4) 0.0754(3) 0.0356(17) Uani 1 1 d . . . H13D H 0.0824 1.1805 0.0502 0.043 Uiso 1 1 calc R . . C136 C 0.1094(3) 1.0998(4) 0.1270(3) 0.0290(14) Uani 1 1 d . . . H13E H 0.1530 1.1284 0.1365 0.035 Uiso 1 1 calc R . . C211 C 0.3671(3) 0.7951(4) 0.2586(2) 0.0205(12) Uani 1 1 d . . . C212 C 0.4209(3) 0.7572(4) 0.2982(3) 0.0283(14) Uani 1 1 d . . . C213 C 0.4127(3) 0.6682(4) 0.3217(3) 0.0371(16) Uani 1 1 d . . . H21A H 0.4479 0.6430 0.3494 0.044 Uiso 1 1 calc R . . C214 C 0.3550(3) 0.6176(4) 0.3051(3) 0.0411(17) Uani 1 1 d . . . H21B H 0.3504 0.5573 0.3200 0.049 Uiso 1 1 calc R . . C215 C 0.3021(3) 0.6571(4) 0.2653(3) 0.0347(15) Uani 1 1 d . . . H21C H 0.2618 0.6226 0.2536 0.042 Uiso 1 1 calc R . . C216 C 0.4874(3) 0.8085(5) 0.3192(3) 0.0480(18) Uani 1 1 d . . . H21D H 0.5171 0.7693 0.3464 0.072 Uiso 1 1 calc R . . H21E H 0.4745 0.8625 0.3435 0.072 Uiso 1 1 calc R . . H21F H 0.5133 0.8266 0.2810 0.072 Uiso 1 1 calc R . . C221 C 0.4349(3) 0.9064(4) 0.1596(2) 0.0225(13) Uani 1 1 d . . . C222 C 0.4819(3) 0.8346(4) 0.1504(3) 0.0374(16) Uani 1 1 d . . . H22A H 0.4761 0.7795 0.1731 0.045 Uiso 1 1 calc R . . C223 C 0.5381(3) 0.8440(5) 0.1071(3) 0.0467(18) Uani 1 1 d . . . H22B H 0.5701 0.7955 0.1013 0.056 Uiso 1 1 calc R . . C224 C 0.5464(3) 0.9238(5) 0.0733(3) 0.0400(17) Uani 1 1 d . . . H22C H 0.5845 0.9297 0.0450 0.048 Uiso 1 1 calc R . . C225 C 0.4992(3) 0.9965(4) 0.0801(2) 0.0317(15) Uani 1 1 d . . . H22D H 0.5048 1.0506 0.0562 0.038 Uiso 1 1 calc R . . C226 C 0.4435(3) 0.9871(4) 0.1232(2) 0.0241(13) Uani 1 1 d . . . H22E H 0.4112 1.0354 0.1281 0.029 Uiso 1 1 calc R . . C231 C 0.3998(3) 0.9853(4) 0.2837(3) 0.0254(14) Uani 1 1 d . . . C232 C 0.4663(3) 1.0272(4) 0.2823(3) 0.0338(15) Uani 1 1 d . . . H23A H 0.4956 1.0175 0.2466 0.041 Uiso 1 1 calc R . . C233 C 0.4898(3) 1.0831(4) 0.3333(3) 0.0436(17) Uani 1 1 d . . . H23B H 0.5347 1.1105 0.3319 0.052 Uiso 1 1 calc R . . C234 C 0.4465(4) 1.0982(4) 0.3863(3) 0.0439(18) Uani 1 1 d . . . H23C H 0.4626 1.1345 0.4213 0.053 Uiso 1 1 calc R . . C235 C 0.3800(3) 1.0596(5) 0.3867(3) 0.0429(18) Uani 1 1 d . . . H23D H 0.3498 1.0717 0.4213 0.051 Uiso 1 1 calc R . . C236 C 0.3575(3) 1.0028(4) 0.3362(3) 0.0333(16) Uani 1 1 d . . . H23E H 0.3124 0.9757 0.3378 0.040 Uiso 1 1 calc R . . C311 C 0.2291(3) 0.8921(4) 0.0379(2) 0.0227(13) Uani 1 1 d . . . C312 C 0.2172(3) 0.9015(5) -0.0309(3) 0.0345(16) Uani 1 1 d . . . C313 C 0.2279(3) 0.9873(5) -0.0581(3) 0.0399(17) Uani 1 1 d . . . H31A H 0.2193 0.9959 -0.1029 0.048 Uiso 1 1 calc R . . C314 C 0.2508(3) 1.0599(5) -0.0204(3) 0.0402(17) Uani 1 1 d . . . H31B H 0.2598 1.1172 -0.0390 0.048 Uiso 1 1 calc R . . C315 C 0.2602(3) 1.0456(4) 0.0453(3) 0.0345(16) Uani 1 1 d . . . H31C H 0.2745 1.0956 0.0710 0.041 Uiso 1 1 calc R . . C316 C 0.1951(3) 0.8226(5) -0.0744(3) 0.0502(19) Uani 1 1 d . . . H31D H 0.1903 0.8437 -0.1190 0.075 Uiso 1 1 calc R . . H31E H 0.1500 0.7985 -0.0605 0.075 Uiso 1 1 calc R . . H31F H 0.2308 0.7750 -0.0716 0.075 Uiso 1 1 calc R . . C321 C 0.1391(3) 0.7282(4) 0.0555(2) 0.0239(13) Uani 1 1 d . . . C322 C 0.1339(3) 0.6492(5) 0.0171(3) 0.0457(18) Uani 1 1 d . . . H32A H 0.1752 0.6211 0.0022 0.055 Uiso 1 1 calc R . . C323 C 0.0679(4) 0.6126(5) 0.0012(3) 0.0516(19) Uani 1 1 d . . . H32B H 0.0652 0.5600 -0.0250 0.062 Uiso 1 1 calc R . . C324 C 0.0056(3) 0.6522(5) 0.0230(3) 0.0465(18) Uani 1 1 d . . . H32C H -0.0389 0.6272 0.0116 0.056 Uiso 1 1 calc R . . C325 C 0.0109(3) 0.7299(4) 0.0623(3) 0.0388(16) Uani 1 1 d . . . H32D H -0.0303 0.7572 0.0781 0.047 Uiso 1 1 calc R . . C326 C 0.0769(3) 0.7670(4) 0.0781(3) 0.0312(15) Uani 1 1 d . . . H32E H 0.0796 0.8193 0.1045 0.037 Uiso 1 1 calc R . . C331 C 0.2951(3) 0.7132(5) 0.0526(3) 0.0340(16) Uani 1 1 d . . . C332 C 0.3486(3) 0.7477(5) 0.0149(3) 0.0463(19) Uani 1 1 d . . . H33A H 0.3474 0.8094 0.0023 0.056 Uiso 1 1 calc R . . C333 C 0.4041(4) 0.6925(7) -0.0046(3) 0.072(3) Uani 1 1 d . . . H33B H 0.4406 0.7167 -0.0297 0.087 Uiso 1 1 calc R . . C334 C 0.4051(5) 0.6015(7) 0.0134(4) 0.085(3) Uani 1 1 d . . . H33C H 0.4423 0.5638 0.0000 0.102 Uiso 1 1 calc R . . C335 C 0.3516(4) 0.5650(6) 0.0510(4) 0.078(3) Uani 1 1 d . . . H33D H 0.3522 0.5029 0.0625 0.093 Uiso 1 1 calc R . . C336 C 0.2970(3) 0.6223(5) 0.0715(3) 0.0516(19) Uani 1 1 d . . . H33E H 0.2614 0.5989 0.0980 0.062 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0207(3) 0.0194(4) 0.0242(4) 0.0022(3) 0.0015(3) 0.0013(3) P1 0.0197(7) 0.0200(9) 0.0198(8) 0.0025(6) 0.0001(6) 0.0012(7) N1 0.030(2) 0.021(3) 0.016(2) 0.005(2) -0.001(2) -0.003(2) B1 0.042(5) 0.046(6) 0.035(5) 0.000(4) -0.007(4) -0.006(4) C1 0.060(5) 0.031(5) 0.092(6) -0.037(4) -0.006(4) -0.017(4) O1W 0.095(4) 0.276(10) 0.077(4) -0.012(5) -0.009(4) -0.057(5) Cu2 0.0260(4) 0.0212(4) 0.0231(4) -0.0012(3) 0.0003(3) -0.0007(3) P2 0.0217(8) 0.0212(9) 0.0227(8) 0.0011(6) -0.0002(7) 0.0018(7) N2 0.028(3) 0.024(3) 0.020(3) 0.003(2) 0.007(2) 0.004(2) B2 0.048(5) 0.054(7) 0.043(5) 0.009(4) -0.007(5) -0.007(5) C2 0.028(4) 0.053(5) 0.042(4) 0.019(4) 0.014(3) 0.013(3) P3 0.0237(8) 0.0289(10) 0.0239(9) -0.0061(7) -0.0005(7) 0.0030(7) N3 0.020(2) 0.025(3) 0.023(3) 0.005(2) 0.006(2) 0.002(2) N4 0.024(3) 0.020(3) 0.040(3) -0.005(2) 0.006(2) 0.001(2) F11 0.074(3) 0.292(8) 0.060(3) -0.031(4) 0.011(3) 0.061(4) F12 0.130(4) 0.037(3) 0.127(4) 0.006(3) -0.061(3) -0.025(3) F13 0.059(3) 0.056(3) 0.097(3) -0.017(2) -0.019(2) 0.011(2) F14 0.100(3) 0.069(4) 0.087(3) 0.014(3) -0.010(3) -0.020(3) F21 0.076(3) 0.086(4) 0.094(3) 0.024(3) -0.034(3) -0.020(3) F22 0.153(4) 0.035(3) 0.101(3) 0.004(2) -0.055(3) 0.012(3) F23 0.087(3) 0.065(3) 0.080(3) 0.025(2) -0.018(3) -0.020(3) F24 0.188(6) 0.152(6) 0.139(5) 0.031(4) 0.124(5) 0.049(5) C111 0.015(3) 0.028(4) 0.013(3) -0.001(2) -0.006(2) 0.003(2) C112 0.017(3) 0.030(4) 0.022(3) 0.005(3) 0.001(3) 0.000(3) C113 0.033(3) 0.042(4) 0.027(3) 0.006(3) 0.010(3) -0.002(3) C114 0.040(4) 0.030(4) 0.037(4) 0.009(3) 0.001(3) -0.017(3) C115 0.035(3) 0.025(4) 0.033(4) 0.003(3) 0.002(3) -0.002(3) C116 0.023(3) 0.044(4) 0.034(4) 0.000(3) 0.009(3) -0.003(3) C121 0.015(3) 0.021(4) 0.035(4) -0.002(3) 0.013(3) 0.000(2) C122 0.036(3) 0.032(4) 0.025(4) 0.004(3) 0.008(3) 0.001(3) C123 0.040(4) 0.057(5) 0.019(4) -0.009(3) 0.001(3) -0.006(4) C124 0.042(4) 0.050(5) 0.041(4) -0.018(4) 0.012(3) -0.010(4) C125 0.053(4) 0.026(4) 0.053(5) -0.004(4) 0.022(4) -0.001(3) C126 0.034(3) 0.031(4) 0.026(4) -0.005(3) 0.011(3) 0.000(3) C131 0.015(3) 0.025(3) 0.014(3) 0.000(2) 0.000(2) 0.006(3) C132 0.027(3) 0.029(4) 0.022(3) -0.003(3) 0.000(3) 0.011(3) C133 0.029(3) 0.042(5) 0.038(4) -0.012(3) -0.001(3) 0.012(3) C134 0.041(4) 0.048(5) 0.033(4) 0.007(3) -0.001(3) 0.021(4) C135 0.044(4) 0.043(5) 0.020(4) 0.011(3) 0.014(3) 0.018(3) C136 0.026(3) 0.032(4) 0.029(3) 0.002(3) 0.002(3) 0.007(3) C211 0.016(3) 0.023(3) 0.022(3) 0.002(3) 0.007(2) 0.004(3) C212 0.024(3) 0.035(4) 0.026(3) 0.008(3) 0.001(3) 0.006(3) C213 0.029(4) 0.041(5) 0.042(4) 0.018(3) 0.005(3) 0.016(3) C214 0.046(4) 0.030(4) 0.048(4) 0.018(3) 0.008(4) 0.009(3) C215 0.026(3) 0.037(4) 0.041(4) 0.006(3) -0.002(3) -0.002(3) C216 0.039(4) 0.055(5) 0.049(4) 0.013(4) -0.018(3) 0.013(4) C221 0.021(3) 0.018(4) 0.028(3) -0.001(3) 0.001(3) 0.002(3) C222 0.047(4) 0.034(4) 0.032(4) 0.003(3) 0.012(3) 0.006(3) C223 0.043(4) 0.045(5) 0.053(5) 0.004(4) 0.019(4) 0.019(4) C224 0.036(4) 0.050(5) 0.034(4) -0.006(3) 0.012(3) -0.004(3) C225 0.038(3) 0.041(4) 0.016(3) -0.006(3) 0.000(3) -0.007(3) C226 0.024(3) 0.024(4) 0.024(3) -0.009(3) -0.005(3) 0.002(3) C231 0.027(3) 0.022(4) 0.028(3) 0.003(3) -0.004(3) 0.007(3) C232 0.036(3) 0.039(4) 0.026(4) -0.001(3) -0.004(3) -0.007(3) C233 0.031(4) 0.044(5) 0.056(5) 0.000(4) -0.013(4) -0.012(3) C234 0.063(5) 0.041(5) 0.027(4) -0.010(3) -0.013(4) 0.005(4) C235 0.049(4) 0.054(5) 0.025(4) -0.009(3) 0.002(3) 0.008(4) C236 0.033(3) 0.033(4) 0.034(4) -0.001(3) 0.001(3) 0.007(3) C311 0.014(3) 0.036(4) 0.018(3) 0.000(3) 0.000(3) 0.003(3) C312 0.027(3) 0.056(5) 0.020(4) -0.005(3) -0.001(3) 0.002(3) C313 0.035(4) 0.065(6) 0.019(3) 0.014(4) -0.001(3) 0.001(4) C314 0.039(4) 0.047(5) 0.035(4) 0.025(3) 0.008(3) 0.005(3) C315 0.030(3) 0.039(5) 0.035(4) 0.010(3) 0.003(3) 0.009(3) C316 0.053(4) 0.071(6) 0.026(4) -0.005(3) 0.006(3) -0.006(4) C321 0.028(3) 0.023(4) 0.020(3) -0.001(3) -0.004(3) -0.006(3) C322 0.027(4) 0.059(5) 0.052(4) -0.021(4) 0.003(3) 0.001(3) C323 0.054(5) 0.044(5) 0.056(5) -0.026(4) -0.010(4) -0.017(4) C324 0.034(4) 0.053(5) 0.052(5) 0.010(4) -0.012(4) -0.020(4) C325 0.027(3) 0.045(5) 0.044(4) 0.004(3) -0.003(3) -0.004(3) C326 0.030(3) 0.026(4) 0.037(4) -0.004(3) -0.007(3) 0.003(3) C331 0.021(3) 0.049(5) 0.032(4) -0.016(3) -0.008(3) 0.015(3) C332 0.023(3) 0.073(6) 0.042(4) -0.012(4) -0.002(3) 0.014(3) C333 0.034(4) 0.129(9) 0.054(5) -0.031(6) 0.001(4) 0.024(5) C334 0.061(6) 0.107(9) 0.085(7) -0.062(6) -0.015(5) 0.044(6) C335 0.078(6) 0.055(6) 0.098(7) -0.033(5) -0.024(5) 0.045(5) C336 0.043(4) 0.054(5) 0.058(5) -0.023(4) -0.012(4) 0.015(4) _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 2.061(5) . ? Cu1 N3 2.131(4) . ? Cu1 P2 2.2716(15) . ? Cu1 P1 2.2864(14) . ? Cu1 Cu2 2.5368(10) . ? P1 C131 1.824(5) . ? P1 C111 1.821(5) . ? P1 C121 1.841(5) . ? N1 C115 1.339(6) . ? N1 C111 1.363(6) . ? N1 Cu2 2.017(4) . ? B1 F11 1.303(8) . ? B1 F12 1.362(8) . ? B1 F13 1.382(8) . ? B1 F14 1.376(8) . ? C1 C2 1.477(9) . ? Cu2 N2 2.019(4) . ? Cu2 P3 2.1890(15) . ? P2 C221 1.820(5) . ? P2 C211 1.816(5) . ? P2 C231 1.817(6) . ? N2 C215 1.344(7) . ? N2 C211 1.358(6) . ? B2 F24 1.334(8) . ? B2 F22 1.344(9) . ? B2 F23 1.345(8) . ? B2 F21 1.372(8) . ? C2 N4 1.158(7) . ? P3 C331 1.822(5) . ? P3 C321 1.827(5) . ? P3 C311 1.828(6) . ? N3 C315 1.333(7) . ? N3 C311 1.356(7) . ? C111 C112 1.403(6) . ? C112 C113 1.381(7) . ? C112 C116 1.491(7) . ? C113 C114 1.355(8) . ? C114 C115 1.376(6) . ? C121 C126 1.356(7) . ? C121 C122 1.386(7) . ? C122 C123 1.372(7) . ? C123 C124 1.372(8) . ? C124 C125 1.351(8) . ? C125 C126 1.396(8) . ? C131 C132 1.375(7) . ? C131 C136 1.401(7) . ? C132 C133 1.389(7) . ? C133 C134 1.370(8) . ? C134 C135 1.376(8) . ? C135 C136 1.375(7) . ? C211 C212 1.388(7) . ? C212 C213 1.385(7) . ? C212 C216 1.500(7) . ? C213 C214 1.339(8) . ? C214 C215 1.384(7) . ? C221 C222 1.377(7) . ? C221 C226 1.394(7) . ? C222 C223 1.394(7) . ? C223 C224 1.356(8) . ? C224 C225 1.382(8) . ? C225 C226 1.384(6) . ? C231 C236 1.368(6) . ? C231 C232 1.382(7) . ? C232 C233 1.379(7) . ? C233 C234 1.382(7) . ? C234 C235 1.361(8) . ? C235 C236 1.375(8) . ? C311 C312 1.420(7) . ? C312 C313 1.378(8) . ? C312 C316 1.497(8) . ? C313 C314 1.364(8) . ? C314 C315 1.361(7) . ? C321 C326 1.378(7) . ? C321 C322 1.387(7) . ? C322 C323 1.373(8) . ? C323 C324 1.380(8) . ? C324 C325 1.383(8) . ? C325 C326 1.375(7) . ? C331 C336 1.372(8) . ? C331 C332 1.369(7) . ? C332 C333 1.376(8) . ? C333 C334 1.367(11) . ? C334 C335 1.378(11) . ? C335 C336 1.386(8) . ? 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 N3 99.56(18) . . ? N4 Cu1 P2 96.10(13) . . ? N3 Cu1 P2 114.04(12) . . ? N4 Cu1 P1 95.93(12) . . ? N3 Cu1 P1 111.35(11) . . ? P2 Cu1 P1 130.07(5) . . ? N4 Cu1 Cu2 167.75(13) . . ? N3 Cu1 Cu2 92.65(13) . . ? P2 Cu1 Cu2 79.57(4) . . ? P1 Cu1 Cu2 78.64(4) . . ? C131 P1 C111 103.5(2) . . ? C131 P1 C121 108.8(2) . . ? C111 P1 C121 103.5(2) . . ? C131 P1 Cu1 107.87(15) . . ? C111 P1 Cu1 122.73(18) . . ? C121 P1 Cu1 109.77(16) . . ? C115 N1 C111 119.1(4) . . ? C115 N1 Cu2 120.3(4) . . ? C111 N1 Cu2 120.6(4) . . ? F11 B1 F12 112.3(7) . . ? F11 B1 F13 109.0(6) . . ? F12 B1 F13 109.8(6) . . ? F11 B1 F14 108.5(7) . . ? F12 B1 F14 106.1(6) . . ? F13 B1 F14 111.2(6) . . ? N1 Cu2 N2 110.91(16) . . ? N1 Cu2 P3 120.95(12) . . ? N2 Cu2 P3 119.59(12) . . ? N1 Cu2 Cu1 105.25(14) . . ? N2 Cu2 Cu1 103.72(14) . . ? P3 Cu2 Cu1 91.08(5) . . ? C221 P2 C211 105.6(2) . . ? C221 P2 C231 103.9(2) . . ? C211 P2 C231 104.1(2) . . ? C221 P2 Cu1 112.63(17) . . ? C211 P2 Cu1 120.75(17) . . ? C231 P2 Cu1 108.31(18) . . ? C215 N2 C211 120.3(5) . . ? C215 N2 Cu2 119.1(4) . . ? C211 N2 Cu2 120.6(4) . . ? F24 B2 F22 106.7(7) . . ? F24 B2 F23 109.9(7) . . ? F22 B2 F23 112.7(7) . . ? F24 B2 F21 110.2(7) . . ? F22 B2 F21 108.2(7) . . ? F23 B2 F21 109.2(6) . . ? N4 C2 C1 179.4(7) . . ? C331 P3 C321 106.4(3) . . ? C331 P3 C311 104.3(3) . . ? C321 P3 C311 106.8(2) . . ? C331 P3 Cu2 113.28(19) . . ? C321 P3 Cu2 111.03(17) . . ? C311 P3 Cu2 114.39(19) . . ? C315 N3 C311 117.7(5) . . ? C315 N3 Cu1 115.4(4) . . ? C311 N3 Cu1 126.6(4) . . ? C2 N4 Cu1 158.7(5) . . ? N1 C111 C112 121.7(5) . . ? N1 C111 P1 111.6(4) . . ? C112 C111 P1 126.6(4) . . ? C113 C112 C111 116.4(5) . . ? C113 C112 C116 120.3(5) . . ? C111 C112 C116 123.3(5) . . ? C114 C113 C112 122.1(5) . . ? C113 C114 C115 118.8(5) . . ? N1 C115 C114 121.8(5) . . ? C126 C121 C122 120.0(5) . . ? C126 C121 P1 122.9(4) . . ? C122 C121 P1 116.9(4) . . ? C123 C122 C121 119.7(6) . . ? C124 C123 C122 120.0(6) . . ? C125 C124 C123 120.5(6) . . ? C124 C125 C126 120.0(6) . . ? C121 C126 C125 119.8(6) . . ? C132 C131 C136 118.4(5) . . ? C132 C131 P1 123.1(4) . . ? C136 C131 P1 118.2(4) . . ? C131 C132 C133 120.3(5) . . ? C134 C133 C132 120.7(6) . . ? C133 C134 C135 119.7(6) . . ? C134 C135 C136 120.0(6) . . ? C131 C136 C135 120.9(5) . . ? N2 C211 C212 119.5(5) . . ? N2 C211 P2 112.5(4) . . ? C212 C211 P2 128.1(4) . . ? C213 C212 C211 119.0(5) . . ? C213 C212 C216 117.5(5) . . ? C211 C212 C216 123.5(5) . . ? C214 C213 C212 121.2(6) . . ? C213 C214 C215 118.7(6) . . ? N2 C215 C214 121.4(6) . . ? C222 C221 C226 118.6(5) . . ? C222 C221 P2 125.1(4) . . ? C226 C221 P2 116.2(4) . . ? C221 C222 C223 120.3(6) . . ? C224 C223 C222 120.0(6) . . ? C223 C224 C225 121.2(6) . . ? C226 C225 C224 118.6(5) . . ? C225 C226 C221 121.2(5) . . ? C236 C231 C232 118.1(5) . . ? C236 C231 P2 117.7(4) . . ? C232 C231 P2 124.2(4) . . ? C231 C232 C233 120.7(5) . . ? C232 C233 C234 120.0(5) . . ? C235 C234 C233 119.3(6) . . ? C236 C235 C234 120.3(6) . . ? C231 C236 C235 121.5(5) . . ? N3 C311 C312 121.1(5) . . ? N3 C311 P3 114.0(4) . . ? C312 C311 P3 124.8(5) . . ? C313 C312 C311 117.5(6) . . ? C313 C312 C316 119.5(5) . . ? C311 C312 C316 123.0(6) . . ? C314 C313 C312 121.1(6) . . ? C315 C314 C313 117.8(6) . . ? N3 C315 C314 124.7(6) . . ? C326 C321 C322 118.4(5) . . ? C326 C321 P3 115.7(4) . . ? C322 C321 P3 125.8(4) . . ? C323 C322 C321 120.2(6) . . ? C322 C323 C324 121.4(6) . . ? C323 C324 C325 118.3(6) . . ? C326 C325 C324 120.3(6) . . ? C321 C326 C325 121.3(5) . . ? C336 C331 C332 119.5(6) . . ? C336 C331 P3 117.2(5) . . ? C332 C331 P3 123.2(5) . . ? C331 C332 C333 121.0(7) . . ? C334 C333 C332 119.2(8) . . ? C333 C334 C335 120.9(8) . . ? C334 C335 C336 119.0(8) . . ? C331 C336 C335 120.3(7) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.526 _refine_diff_density_min -0.522 _refine_diff_density_rms 0.080 _database_code_depnum_ccdc_archive 'CCDC 943931' ####################################################################### # # 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_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H66 B2 Cu2 F8 N3 O5 P3' _chemical_formula_weight 1278.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' O O 0.0106 0.0060 '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' '-x, -y, -z' _cell_length_a 12.6603(6) _cell_length_b 15.6342(7) _cell_length_c 17.0355(8) _cell_angle_alpha 78.234(4) _cell_angle_beta 68.971(4) _cell_angle_gamma 68.871(4) _cell_volume 2925.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6270 _cell_measurement_theta_min 2.7071 _cell_measurement_theta_max 30.5729 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.431 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1284 _exptl_absorpt_coefficient_mu 0.884 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.88545 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25242 _diffrn_reflns_av_R_equivalents 0.0686 _diffrn_reflns_av_sigmaI/netI 0.1427 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 26.00 _reflns_number_total 11476 _reflns_number_gt 6482 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0470P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11476 _refine_ls_number_parameters 730 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1065 _refine_ls_R_factor_gt 0.0537 _refine_ls_wR_factor_ref 0.1200 _refine_ls_wR_factor_gt 0.1105 _refine_ls_goodness_of_fit_ref 0.945 _refine_ls_restrained_S_all 0.945 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.45363(4) 0.77574(3) 0.22217(3) 0.01553(14) Uani 1 1 d . . . P1 P 0.48681(10) 0.66275(7) 0.32986(8) 0.0181(3) Uani 1 1 d . . . O1W O 0.5145(3) 0.6975(2) 0.1179(2) 0.0314(8) Uani 1 1 d . . . N1 N 0.3182(3) 0.7754(2) 0.4456(2) 0.0170(8) Uani 1 1 d . . . B1 B 0.1416(7) 0.3941(5) 0.3150(7) 0.065(3) Uani 1 1 d . . . O1S O 0.7217(5) 0.5522(3) 0.0836(4) 0.1009(19) Uani 1 1 d . . . C1S C 0.7708(14) 0.5489(9) -0.0112(8) 0.198(6) Uani 1 1 d . . . Cu2 Cu 0.38733(5) 0.86871(3) 0.36166(3) 0.01735(14) Uani 1 1 d . . . P2 P 0.57463(10) 0.86787(7) 0.18434(7) 0.0158(3) Uani 1 1 d . . . N2 N 0.5553(3) 0.8630(2) 0.3482(2) 0.0167(8) Uani 1 1 d . . . B2 B 0.7790(6) 0.1486(5) 0.2350(5) 0.0451(18) Uani 1 1 d . . . O2S O 0.1942(6) 0.5958(4) 0.1547(4) 0.110(2) Uani 1 1 d . . . C2S C 0.0846(7) 0.6527(5) 0.1387(6) 0.107(3) Uani 1 1 d . . . P3 P 0.25303(9) 0.85375(7) 0.24292(7) 0.0144(2) Uani 1 1 d . . . N3 N 0.2745(3) 0.9809(2) 0.3176(2) 0.0160(8) Uani 1 1 d . . . O3S O 0.8246(6) 0.3822(4) 0.1433(5) 0.145(3) Uani 1 1 d . . . C3S C 0.9012(9) 0.3943(7) 0.1934(6) 0.124(4) Uani 1 1 d . . . O4S O 0.4013(5) 0.6237(3) 0.0571(4) 0.0925(17) Uani 1 1 d . . . C4S C 0.4159(10) 0.6255(6) -0.0348(6) 0.117(3) Uani 1 1 d . . . F11 F 0.0465(3) 0.3668(2) 0.3244(3) 0.0811(13) Uani 1 1 d . . . F12 F 0.1134(4) 0.4721(3) 0.3391(7) 0.216(4) Uani 1 1 d . . . F13 F 0.2232(4) 0.3290(3) 0.3439(3) 0.0970(16) Uani 1 1 d . . . F14 F 0.1976(6) 0.4056(6) 0.2298(4) 0.183(3) Uani 1 1 d . . . F21 F 0.7384(3) 0.2098(3) 0.1728(2) 0.0815(13) Uani 1 1 d . . . F22 F 0.6832(3) 0.1453(3) 0.3029(2) 0.0757(12) Uani 1 1 d . . . F23 F 0.8428(5) 0.0684(3) 0.2041(3) 0.141(2) Uani 1 1 d . . . F24 F 0.8453(4) 0.1861(3) 0.2561(3) 0.1034(16) Uani 1 1 d . . . C111 C 0.3593(4) 0.6866(3) 0.4260(3) 0.0169(10) Uani 1 1 d . . . C112 C 0.3085(4) 0.6215(3) 0.4740(3) 0.0238(11) Uani 1 1 d . . . H11A H 0.3366 0.5619 0.4577 0.029 Uiso 1 1 calc R . . C113 C 0.2143(4) 0.6457(3) 0.5473(3) 0.0300(12) Uani 1 1 d . . . H11B H 0.1784 0.6026 0.5807 0.036 Uiso 1 1 calc R . . C114 C 0.1745(4) 0.7339(3) 0.5701(3) 0.0258(11) Uani 1 1 d . . . H11C H 0.1129 0.7506 0.6199 0.031 Uiso 1 1 calc R . . C115 C 0.2277(4) 0.7987(3) 0.5176(3) 0.0220(11) Uani 1 1 d . . . C116 C 0.1805(4) 0.8956(3) 0.5407(3) 0.0305(12) Uani 1 1 d . . . H11D H 0.2255 0.9315 0.4989 0.046 Uiso 1 1 calc R . . H11E H 0.1874 0.8966 0.5948 0.046 Uiso 1 1 calc R . . H11F H 0.0982 0.9211 0.5432 0.046 Uiso 1 1 calc R . . 121 C 0.4994(4) 0.5480(3) 0.3101(3) 0.0193(10) Uani 1 1 d . . . 122 C 0.4314(4) 0.5410(3) 0.2658(3) 0.0336(13) Uani 1 1 d . . . H22A H 0.3836 0.5941 0.2441 0.040 Uiso 1 1 calc R . . 123 C 0.4335(5) 0.4555(4) 0.2532(4) 0.0439(15) Uani 1 1 d . . . H23A H 0.3845 0.4514 0.2254 0.053 Uiso 1 1 calc R . . 124 C 0.5076(5) 0.3769(3) 0.2818(3) 0.0392(14) Uani 1 1 d . . . H24A H 0.5098 0.3194 0.2729 0.047 Uiso 1 1 calc R . . 125 C 0.5778(4) 0.3837(3) 0.3232(3) 0.0342(13) Uani 1 1 d . . . H25A H 0.6292 0.3304 0.3416 0.041 Uiso 1 1 calc R . . 126 C 0.5743(4) 0.4688(3) 0.3384(3) 0.0264(11) Uani 1 1 d . . . H26A H 0.6221 0.4723 0.3675 0.032 Uiso 1 1 calc R . . C131 C 0.6114(4) 0.6390(3) 0.3710(3) 0.0226(11) Uani 1 1 d . . . C132 C 0.5987(4) 0.6345(3) 0.4551(3) 0.0240(11) Uani 1 1 d . . . H13A H 0.5228 0.6475 0.4944 0.029 Uiso 1 1 calc R . . C133 C 0.6971(5) 0.6109(3) 0.4823(4) 0.0346(13) Uani 1 1 d . . . H13B H 0.6869 0.6109 0.5392 0.041 Uiso 1 1 calc R . . C134 C 0.8098(5) 0.5875(3) 0.4255(4) 0.0371(14) Uani 1 1 d . . . H13C H 0.8759 0.5689 0.4443 0.044 Uiso 1 1 calc R . . C135 C 0.8251(4) 0.5915(3) 0.3419(4) 0.0399(15) Uani 1 1 d . . . H13D H 0.9015 0.5765 0.3035 0.048 Uiso 1 1 calc R . . C136 C 0.7260(4) 0.6180(3) 0.3136(3) 0.0308(12) Uani 1 1 d . . . H13E H 0.7367 0.6216 0.2562 0.037 Uiso 1 1 calc R . . C211 C 0.6356(4) 0.8593(3) 0.2694(3) 0.0171(10) Uani 1 1 d . . . C212 C 0.7550(4) 0.8474(3) 0.2557(3) 0.0262(11) Uani 1 1 d . . . H21A H 0.8087 0.8446 0.2013 0.031 Uiso 1 1 calc R . . C213 C 0.7921(4) 0.8398(3) 0.3243(3) 0.0304(12) Uani 1 1 d . . . H21B H 0.8716 0.8311 0.3168 0.037 Uiso 1 1 calc R . . C214 C 0.7108(4) 0.8452(3) 0.4040(3) 0.0263(11) Uani 1 1 d . . . H21C H 0.7349 0.8406 0.4507 0.032 Uiso 1 1 calc R . . C215 C 0.5922(4) 0.8574(3) 0.4142(3) 0.0184(10) Uani 1 1 d . . . C216 C 0.5036(4) 0.8633(3) 0.5010(3) 0.0291(12) Uani 1 1 d . . . H21D H 0.4264 0.8717 0.4974 0.044 Uiso 1 1 calc R . . H21E H 0.5001 0.9145 0.5258 0.044 Uiso 1 1 calc R . . H21F H 0.5273 0.8075 0.5352 0.044 Uiso 1 1 calc R . . C221 C 0.7088(4) 0.8392(3) 0.0943(3) 0.0184(10) Uani 1 1 d . . . C222 C 0.7569(4) 0.9064(3) 0.0421(3) 0.0209(10) Uani 1 1 d . . . H22B H 0.7175 0.9680 0.0518 0.025 Uiso 1 1 calc R . . C223 C 0.8612(4) 0.8828(4) -0.0232(3) 0.0301(12) Uani 1 1 d . . . H22C H 0.8916 0.9286 -0.0572 0.036 Uiso 1 1 calc R . . C224 C 0.9209(4) 0.7930(4) -0.0389(3) 0.0359(13) Uani 1 1 d . . . H22D H 0.9919 0.7773 -0.0831 0.043 Uiso 1 1 calc R . . C225 C 0.8746(4) 0.7255(3) 0.0116(3) 0.0380(14) Uani 1 1 d . . . H22E H 0.9151 0.6640 0.0016 0.046 Uiso 1 1 calc R . . C226 C 0.7683(4) 0.7487(3) 0.0771(3) 0.0270(12) Uani 1 1 d . . . H22F H 0.7370 0.7028 0.1097 0.032 Uiso 1 1 calc R . . C231 C 0.5125(4) 0.9921(3) 0.1665(3) 0.0169(10) Uani 1 1 d . . . C232 C 0.4360(4) 1.0258(3) 0.1161(3) 0.0221(11) Uani 1 1 d . . . H23B H 0.4179 0.9850 0.0941 0.026 Uiso 1 1 calc R . . C233 C 0.3879(4) 1.1198(3) 0.0996(3) 0.0285(12) Uani 1 1 d . . . H23C H 0.3381 1.1419 0.0661 0.034 Uiso 1 1 calc R . . C234 C 0.4135(4) 1.1807(3) 0.1329(3) 0.0307(12) Uani 1 1 d . . . H23D H 0.3794 1.2437 0.1226 0.037 Uiso 1 1 calc R . . C235 C 0.4890(4) 1.1488(3) 0.1809(3) 0.0293(12) Uani 1 1 d . . . H23E H 0.5058 1.1902 0.2031 0.035 Uiso 1 1 calc R . . C236 C 0.5409(4) 1.0535(3) 0.1966(3) 0.0229(11) Uani 1 1 d . . . H23F H 0.5945 1.0320 0.2273 0.027 Uiso 1 1 calc R . . C311 C 0.2139(4) 0.9717(3) 0.2706(3) 0.0153(10) Uani 1 1 d . . . C312 C 0.1307(4) 1.0455(3) 0.2437(3) 0.0211(10) Uani 1 1 d . . . H31A H 0.0887 1.0370 0.2125 0.025 Uiso 1 1 calc R . . C313 C 0.1113(4) 1.1322(3) 0.2641(3) 0.0252(11) Uani 1 1 d . . . H31B H 0.0555 1.1829 0.2468 0.030 Uiso 1 1 calc R . . C314 C 0.1744(4) 1.1431(3) 0.3095(3) 0.0237(11) Uani 1 1 d . . . H31C H 0.1638 1.2014 0.3219 0.028 Uiso 1 1 calc R . . C315 C 0.2549(4) 1.0658(3) 0.3371(3) 0.0175(10) Uani 1 1 d . . . C316 C 0.3241(4) 1.0756(3) 0.3880(3) 0.0262(11) Uani 1 1 d . . . H31D H 0.3750 1.0160 0.4016 0.039 Uiso 1 1 calc R . . H31E H 0.2700 1.1027 0.4392 0.039 Uiso 1 1 calc R . . H31F H 0.3719 1.1143 0.3559 0.039 Uiso 1 1 calc R . . C321 C 0.1415(4) 0.8095(3) 0.3270(3) 0.0156(10) Uani 1 1 d . . . C322 C 0.0602(4) 0.8581(3) 0.3946(3) 0.0262(11) Uani 1 1 d . . . H32A H 0.0581 0.9174 0.3977 0.031 Uiso 1 1 calc R . . C323 C -0.0183(4) 0.8192(4) 0.4576(3) 0.0352(13) Uani 1 1 d . . . H32B H -0.0713 0.8520 0.5035 0.042 Uiso 1 1 calc R . . C324 C -0.0186(4) 0.7336(4) 0.4532(3) 0.0377(14) Uani 1 1 d . . . H32C H -0.0714 0.7077 0.4959 0.045 Uiso 1 1 calc R . . C325 C 0.0598(4) 0.6853(3) 0.3850(4) 0.0372(14) Uani 1 1 d . . . H32D H 0.0596 0.6268 0.3814 0.045 Uiso 1 1 calc R . . C326 C 0.1389(4) 0.7234(3) 0.3218(3) 0.0280(12) Uani 1 1 d . . . H32E H 0.1907 0.6908 0.2754 0.034 Uiso 1 1 calc R . . C331 C 0.2012(4) 0.8686(3) 0.1529(3) 0.0154(9) Uani 1 1 d . . . C332 C 0.0806(4) 0.8920(3) 0.1611(3) 0.0212(10) Uani 1 1 d . . . H33A H 0.0241 0.9008 0.2142 0.025 Uiso 1 1 calc R . . C333 C 0.0436(4) 0.9023(3) 0.0917(3) 0.0272(12) Uani 1 1 d . . . H33B H -0.0373 0.9202 0.0980 0.033 Uiso 1 1 calc R . . C334 C 0.1274(4) 0.8859(3) 0.0121(3) 0.0288(12) Uani 1 1 d . . . H33C H 0.1031 0.8911 -0.0346 0.035 Uiso 1 1 calc R . . C335 C 0.2473(4) 0.8616(3) 0.0035(3) 0.0257(11) Uani 1 1 d . . . H33D H 0.3038 0.8506 -0.0494 0.031 Uiso 1 1 calc R . . C336 C 0.2839(4) 0.8535(3) 0.0725(3) 0.0209(10) Uani 1 1 d . . . H33E H 0.3648 0.8378 0.0654 0.025 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0150(3) 0.0164(3) 0.0152(3) -0.0015(2) -0.0041(2) -0.0055(2) P1 0.0181(6) 0.0150(6) 0.0206(7) 0.0019(5) -0.0068(6) -0.0057(5) O1W 0.033(2) 0.032(2) 0.027(2) -0.0074(16) -0.0098(17) -0.0052(15) N1 0.017(2) 0.017(2) 0.016(2) -0.0010(16) -0.0057(17) -0.0039(15) B1 0.044(5) 0.022(4) 0.114(8) 0.008(4) -0.011(5) -0.015(3) O1S 0.084(4) 0.072(4) 0.133(6) -0.024(4) -0.022(4) -0.012(3) C1S 0.272(16) 0.208(13) 0.126(11) -0.098(10) 0.029(11) -0.135(12) Cu2 0.0170(3) 0.0189(3) 0.0163(3) -0.0017(2) -0.0051(3) -0.0059(2) P2 0.0162(6) 0.0180(6) 0.0150(6) 0.0006(5) -0.0055(5) -0.0078(5) N2 0.019(2) 0.016(2) 0.017(2) 0.0002(16) -0.0068(18) -0.0091(15) B2 0.035(4) 0.043(4) 0.047(5) -0.016(3) -0.015(4) 0.008(3) O2S 0.128(5) 0.101(4) 0.109(5) -0.020(4) -0.026(4) -0.050(4) C2S 0.079(6) 0.078(6) 0.152(9) 0.019(6) -0.060(6) -0.003(5) P3 0.0134(6) 0.0163(6) 0.0139(6) -0.0017(5) -0.0035(5) -0.0056(4) N3 0.0129(19) 0.019(2) 0.015(2) -0.0033(16) -0.0018(17) -0.0053(15) O3S 0.118(5) 0.087(4) 0.139(6) 0.006(4) 0.021(5) 0.002(4) C3S 0.103(7) 0.171(10) 0.095(8) -0.069(7) -0.043(6) 0.004(6) O4S 0.122(4) 0.087(4) 0.094(4) -0.016(3) -0.055(4) -0.038(3) C4S 0.193(10) 0.093(7) 0.069(6) -0.019(5) -0.011(7) -0.071(7) F11 0.041(2) 0.057(2) 0.137(4) -0.006(2) -0.012(2) -0.0230(17) F12 0.089(4) 0.068(3) 0.504(14) -0.145(6) -0.080(6) 0.011(3) F13 0.078(3) 0.062(3) 0.164(5) 0.008(3) -0.055(3) -0.027(2) F14 0.195(7) 0.287(9) 0.125(5) 0.061(6) -0.047(5) -0.185(7) F21 0.077(3) 0.099(3) 0.057(3) -0.012(2) -0.036(2) 0.004(2) F22 0.057(2) 0.093(3) 0.056(3) 0.000(2) 0.002(2) -0.021(2) F23 0.166(5) 0.065(3) 0.110(4) -0.043(3) -0.013(4) 0.045(3) F24 0.078(3) 0.171(5) 0.095(4) 0.004(3) -0.045(3) -0.067(3) C111 0.015(2) 0.024(3) 0.015(2) 0.0038(19) -0.008(2) -0.0077(19) C112 0.024(3) 0.017(2) 0.030(3) 0.004(2) -0.009(2) -0.008(2) C113 0.024(3) 0.030(3) 0.035(3) 0.014(2) -0.012(3) -0.013(2) C114 0.016(2) 0.031(3) 0.022(3) 0.002(2) -0.002(2) -0.004(2) C115 0.019(2) 0.028(3) 0.019(3) 0.003(2) -0.012(2) -0.003(2) C116 0.027(3) 0.033(3) 0.026(3) 0.001(2) -0.005(2) -0.008(2) 121 0.015(2) 0.015(2) 0.024(3) -0.002(2) 0.000(2) -0.0052(18) 122 0.030(3) 0.021(3) 0.052(4) -0.004(2) -0.022(3) -0.001(2) 123 0.044(3) 0.035(3) 0.067(4) -0.011(3) -0.026(3) -0.017(3) 124 0.049(4) 0.019(3) 0.050(4) -0.011(3) -0.012(3) -0.010(2) 125 0.039(3) 0.014(3) 0.045(4) -0.001(2) -0.016(3) 0.000(2) 126 0.029(3) 0.022(3) 0.028(3) -0.004(2) -0.013(2) -0.004(2) C131 0.021(3) 0.019(3) 0.028(3) 0.004(2) -0.007(2) -0.0106(19) C132 0.022(3) 0.021(3) 0.028(3) 0.002(2) -0.009(2) -0.007(2) C133 0.046(4) 0.027(3) 0.041(3) 0.008(2) -0.029(3) -0.014(2) C134 0.033(3) 0.029(3) 0.061(4) 0.015(3) -0.031(3) -0.017(2) C135 0.015(3) 0.036(3) 0.061(4) 0.012(3) -0.010(3) -0.011(2) C136 0.023(3) 0.033(3) 0.029(3) 0.008(2) -0.004(2) -0.010(2) C211 0.019(2) 0.017(2) 0.018(3) 0.0052(19) -0.007(2) -0.0101(18) C212 0.023(3) 0.038(3) 0.021(3) 0.005(2) -0.005(2) -0.018(2) C213 0.022(3) 0.044(3) 0.031(3) 0.003(2) -0.013(2) -0.015(2) C214 0.029(3) 0.039(3) 0.021(3) 0.002(2) -0.018(2) -0.015(2) C215 0.023(3) 0.021(3) 0.013(2) 0.0019(19) -0.008(2) -0.0091(19) C216 0.031(3) 0.041(3) 0.023(3) -0.001(2) -0.009(2) -0.019(2) C221 0.016(2) 0.025(3) 0.018(3) -0.001(2) -0.008(2) -0.0090(19) C222 0.020(3) 0.026(3) 0.018(3) -0.003(2) -0.002(2) -0.011(2) C223 0.029(3) 0.048(3) 0.016(3) 0.001(2) -0.005(2) -0.019(2) C224 0.025(3) 0.052(4) 0.026(3) -0.010(3) 0.002(2) -0.013(3) C225 0.033(3) 0.028(3) 0.038(3) -0.007(3) -0.002(3) 0.000(2) C226 0.025(3) 0.025(3) 0.027(3) 0.000(2) -0.005(2) -0.007(2) C231 0.016(2) 0.021(2) 0.013(2) -0.0004(19) 0.002(2) -0.0117(18) C232 0.024(3) 0.024(3) 0.019(3) 0.000(2) -0.005(2) -0.012(2) C233 0.028(3) 0.028(3) 0.030(3) 0.007(2) -0.014(2) -0.010(2) C234 0.029(3) 0.016(3) 0.040(3) 0.002(2) -0.007(3) -0.004(2) C235 0.033(3) 0.022(3) 0.032(3) -0.007(2) -0.002(3) -0.013(2) C236 0.021(3) 0.028(3) 0.022(3) 0.001(2) -0.007(2) -0.011(2) C311 0.016(2) 0.016(2) 0.014(2) -0.0024(18) -0.002(2) -0.0078(18) C312 0.025(3) 0.019(3) 0.023(3) -0.001(2) -0.012(2) -0.0075(19) C313 0.022(3) 0.020(3) 0.024(3) -0.001(2) -0.005(2) 0.0015(19) C314 0.028(3) 0.014(2) 0.026(3) -0.003(2) -0.005(2) -0.005(2) C315 0.018(2) 0.018(2) 0.016(2) -0.0064(19) -0.001(2) -0.0071(18) C316 0.032(3) 0.024(3) 0.023(3) -0.012(2) -0.005(2) -0.008(2) C321 0.011(2) 0.023(2) 0.014(2) 0.0001(19) -0.004(2) -0.0065(18) C322 0.025(3) 0.034(3) 0.023(3) -0.006(2) -0.005(2) -0.014(2) C323 0.028(3) 0.061(4) 0.017(3) -0.005(3) -0.002(2) -0.019(3) C324 0.027(3) 0.056(4) 0.032(3) 0.024(3) -0.012(3) -0.028(3) C325 0.025(3) 0.022(3) 0.065(4) 0.013(3) -0.018(3) -0.013(2) C326 0.019(3) 0.025(3) 0.034(3) -0.003(2) -0.002(2) -0.007(2) C331 0.021(2) 0.013(2) 0.013(2) -0.0010(18) -0.006(2) -0.0056(17) C332 0.018(2) 0.029(3) 0.018(3) 0.001(2) -0.004(2) -0.012(2) C333 0.020(3) 0.038(3) 0.029(3) -0.003(2) -0.010(2) -0.013(2) C334 0.036(3) 0.035(3) 0.025(3) 0.003(2) -0.018(3) -0.018(2) C335 0.032(3) 0.029(3) 0.012(3) -0.002(2) 0.001(2) -0.011(2) C336 0.017(2) 0.021(3) 0.024(3) -0.001(2) -0.005(2) -0.0080(19) _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 O1W 2.114(3) . ? Cu1 P2 2.3109(12) . ? Cu1 P1 2.3149(12) . ? Cu1 P3 2.3153(12) . ? Cu1 Cu2 2.7498(8) . ? P1 C111 1.829(4) . ? P1 121 1.832(4) . ? P1 C131 1.839(5) . ? N1 C115 1.350(5) . ? N1 C111 1.362(5) . ? N1 Cu2 2.028(3) . ? B1 F12 1.254(9) . ? B1 F13 1.322(8) . ? B1 F11 1.364(8) . ? B1 F14 1.374(11) . ? O1S C1S 1.513(13) . ? Cu2 N2 2.026(3) . ? Cu2 N3 2.027(3) . ? P2 C221 1.816(5) . ? P2 C231 1.820(4) . ? P2 C211 1.834(4) . ? N2 C215 1.341(5) . ? N2 C211 1.360(5) . ? B2 F23 1.318(7) . ? B2 F22 1.351(8) . ? B2 F24 1.355(8) . ? B2 F21 1.386(7) . ? O2S C2S 1.439(8) . ? P3 C331 1.818(4) . ? P3 C321 1.836(4) . ? P3 C311 1.843(4) . ? N3 C311 1.347(5) . ? N3 C315 1.349(5) . ? O3S C3S 1.581(11) . ? O4S C4S 1.505(10) . ? C111 C112 1.369(6) . ? C112 C113 1.387(7) . ? C113 C114 1.372(6) . ? C114 C115 1.403(6) . ? C115 C116 1.494(6) . ? 121 122 1.375(6) . ? 121 126 1.380(6) . ? 122 123 1.387(7) . ? 123 124 1.371(7) . ? 124 125 1.359(7) . ? 125 126 1.388(6) . ? C131 C132 1.374(6) . ? C131 C136 1.392(6) . ? C132 C133 1.385(6) . ? C133 C134 1.372(7) . ? C134 C135 1.358(8) . ? C135 C136 1.398(6) . ? C211 C212 1.391(6) . ? C212 C213 1.379(6) . ? C213 C214 1.375(7) . ? C214 C215 1.393(6) . ? C215 C216 1.497(6) . ? C221 C226 1.378(6) . ? C221 C222 1.398(6) . ? C222 C223 1.371(6) . ? C223 C224 1.363(7) . ? C224 C225 1.383(7) . ? C225 C226 1.387(7) . ? C231 C236 1.377(6) . ? C231 C232 1.414(6) . ? C232 C233 1.384(6) . ? C233 C234 1.381(7) . ? C234 C235 1.372(6) . ? C235 C236 1.408(6) . ? C311 C312 1.381(5) . ? C312 C313 1.382(6) . ? C313 C314 1.364(6) . ? C314 C315 1.394(6) . ? C315 C316 1.497(6) . ? C321 C322 1.380(6) . ? C321 C326 1.380(6) . ? C322 C323 1.383(6) . ? C323 C324 1.358(7) . ? C324 C325 1.376(8) . ? C325 C326 1.383(6) . ? C331 C332 1.397(6) . ? C331 C336 1.397(6) . ? C332 C333 1.382(6) . ? C333 C334 1.394(7) . ? C334 C335 1.385(6) . ? C335 C336 1.378(6) . ? 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 O1W Cu1 P2 104.54(10) . . ? O1W Cu1 P1 102.15(9) . . ? P2 Cu1 P1 113.80(4) . . ? O1W Cu1 P3 106.99(9) . . ? P2 Cu1 P3 115.24(4) . . ? P1 Cu1 P3 112.61(4) . . ? O1W Cu1 Cu2 175.98(9) . . ? P2 Cu1 Cu2 74.95(3) . . ? P1 Cu1 Cu2 74.64(3) . . ? P3 Cu1 Cu2 76.66(3) . . ? C111 P1 121 102.9(2) . . ? C111 P1 C131 101.3(2) . . ? 121 P1 C131 102.7(2) . . ? C111 P1 Cu1 110.55(13) . . ? 121 P1 Cu1 114.37(15) . . ? C131 P1 Cu1 122.60(14) . . ? C115 N1 C111 118.4(4) . . ? C115 N1 Cu2 122.7(3) . . ? C111 N1 Cu2 118.7(3) . . ? F12 B1 F13 114.8(9) . . ? F12 B1 F11 113.9(6) . . ? F13 B1 F11 112.1(5) . . ? F12 B1 F14 103.3(7) . . ? F13 B1 F14 104.4(7) . . ? F11 B1 F14 107.0(8) . . ? N2 Cu2 N3 121.67(13) . . ? N2 Cu2 N1 118.25(13) . . ? N3 Cu2 N1 118.27(13) . . ? N2 Cu2 Cu1 94.67(11) . . ? N3 Cu2 Cu1 93.30(10) . . ? N1 Cu2 Cu1 95.49(10) . . ? C221 P2 C231 103.20(19) . . ? C221 P2 C211 102.0(2) . . ? C231 P2 C211 101.0(2) . . ? C221 P2 Cu1 117.71(15) . . ? C231 P2 Cu1 120.33(14) . . ? C211 P2 Cu1 109.94(13) . . ? C215 N2 C211 118.7(4) . . ? C215 N2 Cu2 122.6(3) . . ? C211 N2 Cu2 118.5(3) . . ? F23 B2 F22 113.7(6) . . ? F23 B2 F24 111.8(6) . . ? F22 B2 F24 108.4(6) . . ? F23 B2 F21 108.8(6) . . ? F22 B2 F21 107.9(5) . . ? F24 B2 F21 105.9(6) . . ? C331 P3 C321 101.41(19) . . ? C331 P3 C311 104.58(19) . . ? C321 P3 C311 102.55(19) . . ? C331 P3 Cu1 116.16(15) . . ? C321 P3 Cu1 119.35(13) . . ? C311 P3 Cu1 110.95(13) . . ? C311 N3 C315 118.5(3) . . ? C311 N3 Cu2 120.5(3) . . ? C315 N3 Cu2 120.9(3) . . ? N1 C111 C112 122.6(4) . . ? N1 C111 P1 114.1(3) . . ? C112 C111 P1 123.3(4) . . ? C111 C112 C113 118.9(4) . . ? C114 C113 C112 119.5(4) . . ? C113 C114 C115 119.4(4) . . ? N1 C115 C114 121.1(4) . . ? N1 C115 C116 119.7(4) . . ? C114 C115 C116 119.2(4) . . ? 122 121 126 119.0(4) . . ? 122 121 P1 118.6(3) . . ? 126 121 P1 122.3(4) . . ? 121 122 123 120.6(4) . . ? 124 123 122 120.1(5) . . ? 125 124 123 119.4(5) . . ? 124 125 126 121.2(4) . . ? 121 126 125 119.6(5) . . ? C132 C131 C136 118.4(4) . . ? C132 C131 P1 123.9(4) . . ? C136 C131 P1 117.5(4) . . ? C131 C132 C133 121.0(5) . . ? C134 C133 C132 120.1(5) . . ? C135 C134 C133 120.1(5) . . ? C134 C135 C136 120.1(5) . . ? C131 C136 C135 120.2(5) . . ? N2 C211 C212 122.0(4) . . ? N2 C211 P2 114.7(3) . . ? C212 C211 P2 123.3(4) . . ? C213 C212 C211 118.6(4) . . ? C214 C213 C212 119.6(4) . . ? C213 C214 C215 119.5(4) . . ? N2 C215 C214 121.6(4) . . ? N2 C215 C216 118.9(4) . . ? C214 C215 C216 119.6(4) . . ? C226 C221 C222 117.9(4) . . ? C226 C221 P2 120.0(3) . . ? C222 C221 P2 122.1(3) . . ? C223 C222 C221 121.1(4) . . ? C224 C223 C222 120.7(5) . . ? C223 C224 C225 119.2(5) . . ? C224 C225 C226 120.5(5) . . ? C221 C226 C225 120.6(4) . . ? C236 C231 C232 119.2(4) . . ? C236 C231 P2 123.0(3) . . ? C232 C231 P2 117.7(3) . . ? C233 C232 C231 119.9(4) . . ? C234 C233 C232 120.3(4) . . ? C235 C234 C233 120.4(4) . . ? C234 C235 C236 120.1(4) . . ? C231 C236 C235 120.0(4) . . ? N3 C311 C312 122.5(4) . . ? N3 C311 P3 115.0(3) . . ? C312 C311 P3 122.5(3) . . ? C311 C312 C313 118.5(4) . . ? C314 C313 C312 119.8(4) . . ? C313 C314 C315 119.3(4) . . ? N3 C315 C314 121.4(4) . . ? N3 C315 C316 118.1(4) . . ? C314 C315 C316 120.5(4) . . ? C322 C321 C326 118.5(4) . . ? C322 C321 P3 123.4(3) . . ? C326 C321 P3 118.0(3) . . ? C321 C322 C323 120.5(5) . . ? C324 C323 C322 120.7(5) . . ? C323 C324 C325 119.5(5) . . ? C324 C325 C326 120.3(5) . . ? C321 C326 C325 120.4(5) . . ? C332 C331 C336 118.0(4) . . ? C332 C331 P3 122.3(3) . . ? C336 C331 P3 119.7(3) . . ? C333 C332 C331 121.1(4) . . ? C332 C333 C334 120.1(4) . . ? C335 C334 C333 119.1(4) . . ? C336 C335 C334 120.8(4) . . ? C335 C336 C331 120.9(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.889 _refine_diff_density_min -0.526 _refine_diff_density_rms 0.089 _database_code_depnum_ccdc_archive 'CCDC 943932' ####################################################################### # # 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_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66 H56 B2 Cu2 F8 N8 P2' _chemical_formula_weight 1323.83 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Cmca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z+1/2' '-x, y+1/2, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1, z+1/2' '-x+1/2, y+1, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, y-1/2, -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+1/2, -y, z-1/2' '-x+1/2, y+1/2, z' _cell_length_a 42.216(2) _cell_length_b 17.4513(7) _cell_length_c 20.0960(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 14805.3(11) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4321 _cell_measurement_theta_min 2.7157 _cell_measurement_theta_max 30.7376 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.188 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5424 _exptl_absorpt_coefficient_mu 0.678 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.28602 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ? _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33918 _diffrn_reflns_av_R_equivalents 0.1325 _diffrn_reflns_av_sigmaI/netI 0.2653 _diffrn_reflns_limit_h_min -52 _diffrn_reflns_limit_h_max 59 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 30.74 _reflns_number_total 10352 _reflns_number_gt 3412 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10352 _refine_ls_number_parameters 361 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.2079 _refine_ls_R_factor_gt 0.0949 _refine_ls_wR_factor_ref 0.2938 _refine_ls_wR_factor_gt 0.2450 _refine_ls_goodness_of_fit_ref 0.691 _refine_ls_restrained_S_all 0.691 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 _platon_squeeze_void_content 1 0.000 -0.019 0.005 1862 551 ' ' 2 0.500 -0.019 -0.011 1862 551 ' ' 3 0.250 0.210 0.750 56 28 ' ' 4 0.750 0.210 0.750 56 28 ' ' 5 0.250 0.290 0.250 55 33 ' ' 6 0.750 0.290 0.250 55 33 ' ' 7 0.250 0.710 0.750 56 28 ' ' 8 0.750 0.710 0.750 56 28 ' ' 9 0.250 0.790 0.250 55 33 ' ' 10 0.750 0.790 0.250 55 33 ' ' _platon_squeeze_details ;Due to the large number of disordered counterions and solvent molecules, SQUEEZE routine in PLATON was employed in the structural refinement. ; 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 0.133301(17) -0.77370(4) 1.07750(4) 0.0315(2) Uani 1 1 d . . . P1 P 0.15612(4) -0.78910(8) 0.98024(8) 0.0282(4) Uani 1 1 d . . . C23 C 0.14115(13) -0.4809(3) 1.2621(3) 0.0257(13) Uani 1 1 d . . . C21 C 0.13113(15) -0.3490(3) 1.2886(3) 0.0360(15) Uani 1 1 d . . . H21A H 0.1235 -0.3014 1.2753 0.043 Uiso 1 1 calc R . . N1 N 0.13608(12) -0.6764(3) 1.1348(2) 0.0301(11) Uani 1 1 d . . . N4 N 0.19340(12) -0.8984(3) 0.9231(3) 0.0360(12) Uani 1 1 d . . . C13 C 0.13971(13) -0.5474(3) 1.2167(3) 0.0259(13) Uani 1 1 d . . . C22 C 0.13024(16) -0.4087(3) 1.2438(3) 0.0388(15) Uani 1 1 d . . . H22A H 0.1223 -0.4007 1.2011 0.047 Uiso 1 1 calc R . . C111 C 0.19218(13) -0.8475(3) 0.9734(3) 0.0277(13) Uani 1 1 d . . . C33 C 0.01771(15) -0.7928(4) 1.0617(3) 0.0424(16) Uani 1 1 d . . . C25 C 0.15399(14) -0.4242(3) 1.3658(3) 0.0293(13) Uani 1 1 d . . . H25A H 0.1630 -0.4304 1.4077 0.035 Uiso 1 1 calc R . . C311 C 0.12827(14) -0.8373(4) 0.9239(3) 0.0374(15) Uani 1 1 d . . . C115 C 0.21811(14) -0.8348(3) 1.0174(3) 0.0314(13) Uani 1 1 d . . . C11 C 0.11384(16) -0.6216(4) 1.1326(3) 0.0387(15) Uani 1 1 d . . . H11A H 0.0969 -0.6274 1.1033 0.046 Uiso 1 1 calc R . . C15 C 0.15962(14) -0.6665(3) 1.1770(3) 0.0321(14) Uani 1 1 d . . . H15A H 0.1753 -0.7040 1.1788 0.039 Uiso 1 1 calc R . . C321 C 0.16935(15) -0.7041(4) 0.9341(3) 0.0357(15) Uani 1 1 d . . . N2 N 0.14259(12) -0.3563(3) 1.3506(3) 0.0339(12) Uani 1 1 d . . . C12 C 0.11502(15) -0.5571(3) 1.1721(3) 0.0357(15) Uani 1 1 d . . . H12A H 0.0993 -0.5201 1.1688 0.043 Uiso 1 1 calc R . . C24 C 0.15347(15) -0.4857(3) 1.3246(3) 0.0339(14) Uani 1 1 d . . . H24A H 0.1617 -0.5322 1.3394 0.041 Uiso 1 1 calc R . . C422 C 0.18956(17) -0.7104(4) 0.8794(4) 0.0520(19) Uani 1 1 d . . . H42A H 0.1965 -0.7583 0.8653 0.062 Uiso 1 1 calc R . . N3 N 0.08407(13) -0.7869(3) 1.0683(3) 0.0421(14) Uani 1 1 d . . . C112 C 0.22020(17) -0.9362(4) 0.9129(4) 0.0500(19) Uani 1 1 d . . . H11B H 0.2208 -0.9719 0.8786 0.060 Uiso 1 1 calc R . . C35 C 0.06792(15) -0.7537(4) 1.0198(4) 0.0509(19) Uani 1 1 d . . . H35A H 0.0790 -0.7282 0.9864 0.061 Uiso 1 1 calc R . . C116 C 0.21650(16) -0.7806(4) 1.0745(4) 0.0462(17) Uani 1 1 d . . . H11C H 0.2364 -0.7807 1.0977 0.069 Uiso 1 1 calc R . . H11D H 0.1999 -0.7962 1.1042 0.069 Uiso 1 1 calc R . . H11E H 0.2122 -0.7299 1.0583 0.069 Uiso 1 1 calc R . . C315 C 0.1724(3) -0.5668(4) 0.9206(5) 0.077(3) Uani 1 1 d . . . H31A H 0.1675 -0.5177 0.9351 0.093 Uiso 1 1 calc R . . C14 C 0.16255(15) -0.6038(3) 1.2189(3) 0.0368(15) Uani 1 1 d . . . H14A H 0.1796 -0.5999 1.2480 0.044 Uiso 1 1 calc R . . C412 C 0.11878(15) -0.8073(4) 0.8642(3) 0.0418(16) Uani 1 1 d . . . H41A H 0.1286 -0.7635 0.8477 0.050 Uiso 1 1 calc R . . C314 C 0.08069(18) -0.9084(5) 0.8507(5) 0.068(3) Uani 1 1 d . . . H31B H 0.0650 -0.9322 0.8257 0.082 Uiso 1 1 calc R . . C316 C 0.11376(15) -0.9032(3) 0.9478(4) 0.0402(16) Uani 1 1 d . . . H31C H 0.1198 -0.9232 0.9888 0.048 Uiso 1 1 calc R . . C113 C 0.24708(16) -0.9257(4) 0.9502(4) 0.0464(18) Uani 1 1 d . . . H11F H 0.2657 -0.9517 0.9402 0.056 Uiso 1 1 calc R . . C415 C 0.09044(18) -0.9393(5) 0.9115(4) 0.060(2) Uani 1 1 d . . . H41B H 0.0812 -0.9841 0.9273 0.072 Uiso 1 1 calc R . . C114 C 0.24555(15) -0.8749(4) 1.0037(4) 0.0460(18) Uani 1 1 d . . . H11G H 0.2633 -0.8679 1.0305 0.055 Uiso 1 1 calc R . . C416 C 0.1600(2) -0.6322(4) 0.9561(4) 0.055(2) Uani 1 1 d . . . H41C H 0.1463 -0.6264 0.9920 0.066 Uiso 1 1 calc R . . C313 C 0.09481(19) -0.8415(5) 0.8286(4) 0.064(2) Uani 1 1 d . . . H31D H 0.0880 -0.8193 0.7890 0.077 Uiso 1 1 calc R . . C413 C 0.1992(2) -0.6449(4) 0.8464(4) 0.061(2) Uani 1 1 d . . . H41E H 0.2118 -0.6496 0.8086 0.074 Uiso 1 1 calc R . . C34 C 0.03518(16) -0.7556(5) 1.0170(4) 0.060(2) Uani 1 1 d . . . H34A H 0.0250 -0.7299 0.9825 0.072 Uiso 1 1 calc R . . C414 C 0.1911(2) -0.5759(5) 0.8669(5) 0.067(2) Uani 1 1 d . . . H41F H 0.1983 -0.5330 0.8441 0.080 Uiso 1 1 calc R . . C32 C 0.0344(2) -0.8288(6) 1.1104(5) 0.095(4) Uani 1 1 d . . . H32A H 0.0236 -0.8554 1.1435 0.114 Uiso 1 1 calc R . . C31 C 0.06685(19) -0.8267(6) 1.1119(5) 0.085(3) Uani 1 1 d . . . H31E H 0.0773 -0.8542 1.1449 0.102 Uiso 1 1 calc R . . B1 B 0.2500 -0.5241(19) 0.7500 0.300 Uiso 1 2 d SD . . F11 F 0.2713(6) -0.5773(13) 0.7995(12) 0.431(12) Uiso 1 1 d D . . F12 F 0.2286(5) -0.4540(11) 0.7796(11) 0.392(10) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0298(4) 0.0349(4) 0.0297(4) -0.0021(3) -0.0036(4) 0.0030(3) P1 0.0260(7) 0.0312(8) 0.0276(8) -0.0049(6) -0.0057(7) 0.0012(6) C23 0.027(3) 0.028(3) 0.022(3) 0.018(2) 0.002(2) 0.000(2) C21 0.049(4) 0.028(3) 0.031(3) 0.004(2) -0.003(3) 0.016(3) N1 0.036(3) 0.032(2) 0.022(3) 0.002(2) 0.000(2) 0.009(2) N4 0.026(3) 0.039(3) 0.042(3) -0.009(3) -0.003(3) 0.007(2) C13 0.035(3) 0.025(3) 0.018(3) 0.014(2) 0.001(2) 0.001(2) C22 0.048(4) 0.040(3) 0.029(3) 0.004(3) 0.003(3) -0.001(3) C111 0.023(3) 0.031(3) 0.029(3) 0.009(3) 0.000(3) -0.003(2) C33 0.030(3) 0.050(4) 0.047(4) -0.003(3) -0.003(3) 0.007(3) C25 0.035(3) 0.033(3) 0.020(3) 0.015(2) -0.014(3) 0.007(3) C311 0.030(3) 0.043(3) 0.040(4) -0.011(3) -0.002(3) 0.009(3) C115 0.029(3) 0.038(3) 0.026(3) 0.007(3) 0.006(3) -0.007(3) C11 0.041(4) 0.047(4) 0.028(3) 0.008(3) -0.009(3) 0.008(3) C15 0.031(3) 0.032(3) 0.033(3) 0.005(3) -0.001(3) 0.006(3) C321 0.036(3) 0.040(3) 0.032(4) 0.010(3) -0.015(3) -0.002(3) N2 0.032(3) 0.042(3) 0.028(3) 0.014(2) 0.000(2) -0.001(2) C12 0.045(4) 0.035(3) 0.028(3) -0.005(3) -0.006(3) 0.018(3) C24 0.043(4) 0.028(3) 0.030(3) 0.009(3) -0.004(3) 0.003(3) C422 0.042(4) 0.059(5) 0.055(5) 0.020(4) -0.006(4) -0.006(4) N3 0.035(3) 0.052(3) 0.039(3) -0.017(3) -0.001(3) 0.004(3) C112 0.057(5) 0.046(4) 0.048(5) -0.020(3) -0.001(4) 0.002(4) C35 0.029(3) 0.077(5) 0.047(4) 0.020(4) 0.007(3) -0.002(4) C116 0.037(4) 0.056(4) 0.045(4) -0.017(4) -0.016(3) -0.001(3) C315 0.117(8) 0.035(4) 0.080(7) -0.006(4) -0.065(7) -0.002(5) C14 0.034(3) 0.047(4) 0.029(3) 0.005(3) -0.006(3) 0.007(3) C412 0.031(3) 0.063(4) 0.031(4) -0.001(3) -0.007(3) -0.006(3) C314 0.035(4) 0.094(6) 0.075(6) -0.056(5) 0.001(4) -0.013(4) C316 0.039(4) 0.035(3) 0.046(4) -0.009(3) -0.006(3) -0.001(3) C113 0.031(4) 0.050(4) 0.058(5) 0.006(4) -0.002(3) 0.015(3) C415 0.043(4) 0.067(5) 0.069(6) -0.018(4) -0.004(4) -0.007(4) C114 0.022(3) 0.059(4) 0.057(5) 0.001(4) -0.012(3) 0.005(3) C416 0.079(6) 0.039(4) 0.046(5) 0.003(3) -0.024(4) 0.015(4) C313 0.057(5) 0.092(6) 0.044(5) -0.011(4) -0.025(4) -0.003(5) C413 0.062(5) 0.057(5) 0.065(6) 0.024(4) -0.024(4) -0.016(4) C34 0.037(4) 0.093(6) 0.050(5) 0.021(4) 0.010(4) 0.017(4) C414 0.088(7) 0.060(5) 0.053(6) 0.011(5) -0.025(5) -0.013(5) C32 0.038(5) 0.157(10) 0.089(7) 0.066(7) -0.011(5) -0.018(6) C31 0.037(4) 0.123(8) 0.094(7) 0.063(7) -0.017(5) -0.018(5) _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 N1 2.054(5) . ? Cu1 N2 2.078(5) 10_558 ? Cu1 N3 2.099(5) . ? Cu1 P1 2.1954(17) . ? P1 C321 1.836(6) . ? P1 C311 1.836(6) . ? P1 C111 1.837(6) . ? C23 C24 1.363(8) . ? C23 C22 1.391(7) . ? C23 C13 1.477(8) . ? C21 N2 1.344(8) . ? C21 C22 1.378(8) . ? N1 C15 1.318(7) . ? N1 C11 1.341(7) . ? N4 C112 1.325(8) . ? N4 C111 1.347(7) . ? C13 C14 1.380(8) . ? C13 C12 1.385(8) . ? C111 C115 1.424(8) . ? C33 C34 1.332(10) . ? C33 C32 1.362(11) . ? C33 C33 1.495(13) 12 ? C25 N2 1.315(7) . ? C25 C24 1.356(8) . ? C311 C412 1.370(9) . ? C311 C316 1.388(9) . ? C115 C114 1.381(9) . ? C115 C116 1.488(9) . ? C11 C12 1.378(8) . ? C15 C14 1.387(8) . ? C321 C416 1.388(9) . ? C321 C422 1.395(10) . ? N2 Cu1 2.078(5) 10_568 ? C422 C413 1.385(9) . ? N3 C35 1.324(9) . ? N3 C31 1.333(10) . ? C112 C113 1.372(10) . ? C35 C34 1.384(9) . ? C315 C414 1.345(13) . ? C315 C416 1.444(12) . ? C412 C313 1.376(10) . ? C314 C313 1.384(12) . ? C314 C415 1.396(12) . ? C316 C415 1.378(9) . ? C113 C114 1.395(10) . ? C413 C414 1.318(11) . ? C32 C31 1.369(11) . ? B1 F12 1.632(18) . ? B1 F12 1.632(18) 7_546 ? B1 F11 1.630(16) 7_546 ? B1 F11 1.630(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N2 99.95(19) . 10_558 ? N1 Cu1 N3 101.35(19) . . ? N2 Cu1 N3 99.9(2) 10_558 . ? N1 Cu1 P1 125.10(14) . . ? N2 Cu1 P1 116.82(14) 10_558 . ? N3 Cu1 P1 110.03(16) . . ? C321 P1 C311 104.7(3) . . ? C321 P1 C111 99.1(3) . . ? C311 P1 C111 103.3(3) . . ? C321 P1 Cu1 119.0(2) . . ? C311 P1 Cu1 108.9(2) . . ? C111 P1 Cu1 119.9(2) . . ? C24 C23 C22 115.3(6) . . ? C24 C23 C13 122.4(5) . . ? C22 C23 C13 122.3(5) . . ? N2 C21 C22 122.9(5) . . ? C15 N1 C11 117.1(5) . . ? C15 N1 Cu1 120.8(4) . . ? C11 N1 Cu1 122.1(4) . . ? C112 N4 C111 118.4(5) . . ? C14 C13 C12 117.3(5) . . ? C14 C13 C23 120.8(5) . . ? C12 C13 C23 121.8(5) . . ? C21 C22 C23 120.2(6) . . ? N4 C111 C115 122.6(5) . . ? N4 C111 P1 117.0(4) . . ? C115 C111 P1 120.3(4) . . ? C34 C33 C32 115.0(7) . . ? C34 C33 C33 123.6(4) . 12 ? C32 C33 C33 121.3(5) . 12 ? N2 C25 C24 124.5(5) . . ? C412 C311 C316 119.4(6) . . ? C412 C311 P1 123.5(5) . . ? C316 C311 P1 116.7(5) . . ? C114 C115 C111 116.2(6) . . ? C114 C115 C116 121.0(6) . . ? C111 C115 C116 122.8(5) . . ? N1 C11 C12 122.6(6) . . ? N1 C15 C14 124.2(5) . . ? C416 C321 C422 119.7(7) . . ? C416 C321 P1 118.9(6) . . ? C422 C321 P1 121.4(5) . . ? C25 N2 C21 115.7(5) . . ? C25 N2 Cu1 122.2(4) . 10_568 ? C21 N2 Cu1 120.7(4) . 10_568 ? C11 C12 C13 120.0(5) . . ? C25 C24 C23 121.3(5) . . ? C413 C422 C321 119.5(8) . . ? C35 N3 C31 115.6(6) . . ? C35 N3 Cu1 121.8(5) . . ? C31 N3 Cu1 122.6(5) . . ? N4 C112 C113 123.8(6) . . ? N3 C35 C34 122.3(7) . . ? C414 C315 C416 121.0(8) . . ? C13 C14 C15 118.8(6) . . ? C311 C412 C313 120.3(7) . . ? C313 C314 C415 118.7(7) . . ? C415 C316 C311 120.7(7) . . ? C112 C113 C114 117.8(6) . . ? C316 C415 C314 119.8(8) . . ? C115 C114 C113 121.0(6) . . ? C321 C416 C315 117.0(8) . . ? C412 C313 C314 121.1(8) . . ? C414 C413 C422 121.8(9) . . ? C33 C34 C35 122.5(7) . . ? C413 C414 C315 120.8(9) . . ? C33 C32 C31 121.5(8) . . ? N3 C31 C32 123.0(8) . . ? F12 B1 F12 83(2) . 7_546 ? F12 B1 F11 110.2(11) . 7_546 ? F12 B1 F11 120.6(11) 7_546 7_546 ? F12 B1 F11 120.6(11) . . ? F12 B1 F11 110.2(11) 7_546 . ? F11 B1 F11 111(3) 7_546 . ? _diffrn_measured_fraction_theta_max 0.885 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.001 _refine_diff_density_min -0.674 _refine_diff_density_rms 0.108 _database_code_depnum_ccdc_archive 'CCDC 943933' ####################################################################### # # 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_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66 H56 B2 Cu2 F8 N8 P2' _chemical_formula_weight 1323.83 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/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 25.4343(5) _cell_length_b 39.7572(8) _cell_length_c 17.0847(3) _cell_angle_alpha 90.00 _cell_angle_beta 125.400(2) _cell_angle_gamma 90.00 _cell_volume 14082.1(5) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8980 _cell_measurement_theta_min 3.3321 _cell_measurement_theta_max 62.0051 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.249 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5424 _exptl_absorpt_coefficient_mu 1.711 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.86592 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ? _exptl_special_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24165 _diffrn_reflns_av_R_equivalents 0.0193 _diffrn_reflns_av_sigmaI/netI 0.0328 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -45 _diffrn_reflns_limit_k_max 43 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.88 _diffrn_reflns_theta_max 62.09 _reflns_number_total 10970 _reflns_number_gt 9083 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1360P)^2^+24.7218P] 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 10970 _refine_ls_number_parameters 806 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0770 _refine_ls_R_factor_gt 0.0661 _refine_ls_wR_factor_ref 0.2197 _refine_ls_wR_factor_gt 0.2058 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.036 _refine_ls_shift/su_mean 0.003 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 _platon_squeeze_void_content 1 0.500 0.000 0.011 999 228 ' ' 2 0.000 0.500 -0.181 999 228 ' ' 3 1.000 0.361 0.250 45 7 ' ' 4 0.500 0.861 0.250 45 7 ' ' 5 0.500 0.139 0.750 45 7 ' ' 6 1.000 0.639 0.750 45 7 ' ' _platon_squeeze_details ;Due to the large number of disordered solvent molecules, SQUEEZE routine in PLATON was employed in the structural refinement. ; 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 0.21629(3) 0.090120(14) 0.72436(4) 0.0585(2) Uani 1 1 d . . . Cu2 Cu 0.74367(3) 0.158574(14) 1.24459(4) 0.0557(2) Uani 1 1 d . . . P1 P 0.18174(5) 0.14142(2) 0.67691(6) 0.0493(2) Uani 1 1 d . . . P2 P 0.80531(5) 0.11427(2) 1.31016(7) 0.0524(3) Uani 1 1 d . . . N4 N 0.20484(18) 0.05669(9) 0.8056(3) 0.0621(8) Uani 1 1 d . . . N3 N 0.20562(18) 0.05902(8) 0.6203(3) 0.0629(9) Uani 1 1 d . . . N2 N 0.64695(16) 0.14443(8) 1.1535(2) 0.0577(8) Uani 1 1 d . . . N7 N 0.74649(18) 0.19134(8) 1.3403(3) 0.0618(8) Uani 1 1 d . . . N6 N 0.74730(16) 0.19234(8) 1.1561(2) 0.0562(8) Uani 1 1 d . . . N1 N 0.31906(17) 0.09680(9) 0.8244(3) 0.0623(8) Uani 1 1 d . . . N5 N 0.27155(18) 0.15075(9) 0.6466(3) 0.0670(9) Uani 1 1 d . . . N8 N 0.7328(2) 0.09006(11) 1.3611(3) 0.0814(12) Uani 1 1 d . . . C33 C 0.2010(2) 0.01459(10) 0.4899(3) 0.0605(10) Uani 1 1 d . . . C36 C 0.2011(2) -0.00947(10) 0.4234(3) 0.0583(9) Uani 1 1 d . . . C63 C 0.74934(16) 0.23807(9) 1.0322(3) 0.0472(8) Uani 1 1 d . . . C73 C 0.74900(18) 0.23781(9) 1.4669(3) 0.0510(8) Uani 1 1 d . . . C23 C 0.5170(2) 0.12550(10) 1.0214(3) 0.0587(10) Uani 1 1 d . . . C32 C 0.1655(2) 0.00920(11) 0.5264(4) 0.0711(12) Uani 1 1 d . . . H32A H 0.1387 -0.0095 0.5069 0.085 Uiso 1 1 calc R . . C65 C 0.80216(18) 0.20198(11) 1.1700(3) 0.0585(10) Uani 1 1 d . . . H65A H 0.8406 0.1930 1.2218 0.070 Uiso 1 1 calc R . . C74 C 0.7841(2) 0.24265(11) 1.4293(3) 0.0681(11) Uani 1 1 d . . . H74A H 0.8100 0.2616 1.4464 0.082 Uiso 1 1 calc R . . C13 C 0.4489(2) 0.11556(10) 0.9534(3) 0.0587(9) Uani 1 1 d . . . C121 C 0.15520(19) 0.16602(11) 0.7387(3) 0.0587(10) Uani 1 1 d . . . C111 C 0.24866(19) 0.16529(10) 0.6926(3) 0.0543(9) Uani 1 1 d . . . C131 C 0.11695(19) 0.14749(11) 0.5509(3) 0.0556(9) Uani 1 1 d . . . C12 C 0.4287(2) 0.09423(12) 0.8769(4) 0.0728(12) Uani 1 1 d . . . H12A H 0.4583 0.0859 0.8664 0.087 Uiso 1 1 calc R . . C34 C 0.2376(2) 0.04378(10) 0.5183(3) 0.0632(10) Uani 1 1 d . . . H34A H 0.2617 0.0488 0.4947 0.076 Uiso 1 1 calc R . . C11 C 0.3642(2) 0.08536(12) 0.8158(4) 0.0719(12) Uani 1 1 d . . . H11A H 0.3520 0.0705 0.7660 0.086 Uiso 1 1 calc R . . C231 C 0.8733(2) 0.11970(12) 1.4354(3) 0.0648(11) Uani 1 1 d . . . C226 C 0.8352(2) 0.11226(11) 1.1785(3) 0.0643(10) Uani 1 1 d . . . H22A H 0.8079 0.1308 1.1520 0.077 Uiso 1 1 calc R . . C41 C 0.2546(2) 0.03608(12) 0.8627(4) 0.0751(12) Uani 1 1 d . . . H41A H 0.2910 0.0377 0.8626 0.090 Uiso 1 1 calc R . . C35 C 0.2378(2) 0.06511(11) 0.5817(3) 0.0660(11) Uani 1 1 d . . . H35A H 0.2617 0.0849 0.5988 0.079 Uiso 1 1 calc R . . C25 C 0.5983(3) 0.16140(14) 1.1453(5) 0.0892(17) Uani 1 1 d . . . H25A H 0.6086 0.1800 1.1848 0.107 Uiso 1 1 calc R . . C31 C 0.1695(3) 0.03115(12) 0.5908(4) 0.0742(12) Uani 1 1 d . . . H31A H 0.1460 0.0265 0.6156 0.089 Uiso 1 1 calc R . . C61 C 0.6930(2) 0.20577(13) 1.0796(4) 0.0809(15) Uani 1 1 d . . . H61A H 0.6538 0.1997 1.0683 0.097 Uiso 1 1 calc R . . C64 C 0.80484(17) 0.22464(11) 1.1116(3) 0.0580(9) Uani 1 1 d . . . H64A H 0.8447 0.2310 1.1259 0.070 Uiso 1 1 calc R . . C222 C 0.8821(2) 0.06759(11) 1.2927(4) 0.0698(11) Uani 1 1 d . . . H22B H 0.8878 0.0559 1.3442 0.084 Uiso 1 1 calc R . . C14 C 0.4014(2) 0.12734(13) 0.9621(3) 0.0725(12) Uani 1 1 d . . . H14A H 0.4121 0.1418 1.0121 0.087 Uiso 1 1 calc R . . C75 C 0.7808(3) 0.21950(12) 1.3666(4) 0.0754(13) Uani 1 1 d . . . H75A H 0.8040 0.2239 1.3412 0.091 Uiso 1 1 calc R . . C42 C 0.1532(2) 0.05313(11) 0.8052(4) 0.0716(12) Uani 1 1 d . . . H42A H 0.1177 0.0667 0.7643 0.086 Uiso 1 1 calc R . . C221 C 0.84273(19) 0.09563(10) 1.2564(3) 0.0556(9) Uani 1 1 d . . . C62 C 0.6922(2) 0.22781(13) 1.0176(4) 0.0777(14) Uani 1 1 d . . . H62A H 0.6531 0.2360 0.9653 0.093 Uiso 1 1 calc R . . C15 C 0.3381(2) 0.11768(14) 0.8971(3) 0.0754(13) Uani 1 1 d . . . H15A H 0.3071 0.1262 0.9044 0.090 Uiso 1 1 calc R . . C38 C 0.2543(3) -0.01257(12) 0.4218(4) 0.0737(12) Uani 1 1 d . . . H38A H 0.2900 0.0012 0.4605 0.088 Uiso 1 1 calc R . . C112 C 0.2764(2) 0.19304(12) 0.7510(3) 0.0720(12) Uani 1 1 d . . . H11B H 0.2585 0.2029 0.7798 0.086 Uiso 1 1 calc R . . C21 C 0.6295(2) 0.11865(12) 1.0935(3) 0.0657(11) Uani 1 1 d . . . H21A H 0.6619 0.1067 1.0962 0.079 Uiso 1 1 calc R . . C72 C 0.7161(3) 0.20803(13) 1.4427(4) 0.0898(18) Uani 1 1 d . . . H72A H 0.6933 0.2027 1.4683 0.108 Uiso 1 1 calc R . . C22 C 0.5672(2) 0.10846(12) 1.0282(3) 0.0656(11) Uani 1 1 d . . . H22C H 0.5585 0.0902 0.9884 0.079 Uiso 1 1 calc R . . C126 C 0.1627(2) 0.15240(14) 0.8187(3) 0.0734(12) Uani 1 1 d . . . H12B H 0.1822 0.1314 0.8408 0.088 Uiso 1 1 calc R . . C71 C 0.7162(3) 0.18585(13) 1.3811(4) 0.0921(18) Uani 1 1 d . . . H71A H 0.6937 0.1658 1.3674 0.111 Uiso 1 1 calc R . . C37 C 0.1490(2) -0.03026(12) 0.3623(4) 0.0740(12) Uani 1 1 d . . . H37A H 0.1116 -0.0288 0.3597 0.089 Uiso 1 1 calc R . . C136 C 0.1122(2) 0.17529(14) 0.4978(3) 0.0759(12) Uani 1 1 d . . . H13A H 0.1449 0.1913 0.5260 0.091 Uiso 1 1 calc R . . C115 C 0.3250(3) 0.16354(12) 0.6604(5) 0.0830(15) Uani 1 1 d . . . C132 C 0.0689(2) 0.12328(14) 0.5078(3) 0.0740(13) Uani 1 1 d . . . H13B H 0.0716 0.1041 0.5411 0.089 Uiso 1 1 calc R . . C223 C 0.9132(3) 0.05706(13) 1.2512(5) 0.0854(15) Uani 1 1 d . . . H22D H 0.9390 0.0379 1.2750 0.102 Uiso 1 1 calc R . . C125 C 0.1418(3) 0.1694(2) 0.8668(4) 0.0970(19) Uani 1 1 d . . . H12C H 0.1476 0.1600 0.9212 0.116 Uiso 1 1 calc R . . C236 C 0.9056(3) 0.14974(15) 1.4610(4) 0.0859(15) Uani 1 1 d . . . H23A H 0.8916 0.1672 1.4169 0.103 Uiso 1 1 calc R . . C225 C 0.8675(3) 0.10164(15) 1.1398(4) 0.0808(14) Uani 1 1 d . . . H22E H 0.8628 0.1132 1.0887 0.097 Uiso 1 1 calc R . . C122 C 0.1265(2) 0.19743(13) 0.7069(4) 0.0747(12) Uani 1 1 d . . . H12D H 0.1215 0.2071 0.6534 0.090 Uiso 1 1 calc R . . C113 C 0.3326(3) 0.20576(14) 0.7652(5) 0.0903(16) Uani 1 1 d . . . H11C H 0.3532 0.2244 0.8044 0.108 Uiso 1 1 calc R . . C124 C 0.1128(3) 0.1998(2) 0.8338(5) 0.102(2) Uani 1 1 d . . . H12E H 0.0979 0.2110 0.8652 0.122 Uiso 1 1 calc R . . C224 C 0.9068(3) 0.07377(16) 1.1779(4) 0.0870(16) Uani 1 1 d . . . H22F H 0.9290 0.0665 1.1528 0.104 Uiso 1 1 calc R . . C24 C 0.5344(3) 0.15309(14) 1.0822(5) 0.0936(18) Uani 1 1 d . . . H24A H 0.5028 0.1658 1.0799 0.112 Uiso 1 1 calc R . . C114 C 0.3568(3) 0.19063(14) 0.7212(5) 0.0965(18) Uani 1 1 d . . . H11D H 0.3950 0.1985 0.7320 0.116 Uiso 1 1 calc R . . C123 C 0.1051(3) 0.21447(16) 0.7546(5) 0.0948(18) Uani 1 1 d . . . H12F H 0.0858 0.2355 0.7334 0.114 Uiso 1 1 calc R . . C232 C 0.8945(3) 0.09560(16) 1.5055(4) 0.0920(16) Uani 1 1 d . . . H23B H 0.8723 0.0754 1.4901 0.110 Uiso 1 1 calc R . . C133 C 0.0152(2) 0.1287(2) 0.4108(4) 0.104(2) Uani 1 1 d . . . H13C H -0.0181 0.1131 0.3801 0.125 Uiso 1 1 calc R . . C235 C 0.9622(3) 0.1535(2) 1.5588(6) 0.110(3) Uani 1 1 d . . . H23C H 0.9863 0.1732 1.5770 0.132 Uiso 1 1 calc R . . C135 C 0.0601(3) 0.1793(2) 0.4043(4) 0.0995(19) Uani 1 1 d . . . H13D H 0.0579 0.1980 0.3696 0.119 Uiso 1 1 calc R . . C134 C 0.0127(3) 0.1569(2) 0.3629(4) 0.108(2) Uani 1 1 d . . . H13E H -0.0228 0.1604 0.3001 0.129 Uiso 1 1 calc R . . C233 C 0.9484(3) 0.1008(2) 1.5984(5) 0.116(2) Uani 1 1 d . . . H23D H 0.9622 0.0839 1.6441 0.139 Uiso 1 1 calc R . . C116 C 0.3490(4) 0.14593(18) 0.6086(7) 0.127(3) Uani 1 1 d . . . H11E H 0.3198 0.1281 0.5698 0.190 Uiso 1 1 calc R . . H11F H 0.3910 0.1367 0.6547 0.190 Uiso 1 1 calc R . . H11G H 0.3514 0.1617 0.5683 0.190 Uiso 1 1 calc R . . C234 C 0.9799(3) 0.1292(3) 1.6224(5) 0.116(3) Uani 1 1 d . . . H23E H 1.0155 0.1325 1.6854 0.140 Uiso 1 1 calc R . . C211 C 0.75738(19) 0.08074(11) 1.3127(3) 0.0592(10) Uani 1 1 d . . . C212 C 0.7413(3) 0.05113(13) 1.2628(4) 0.0837(14) Uani 1 1 d . . . H21B H 0.7592 0.0453 1.2303 0.100 Uiso 1 1 calc R . . C213 C 0.6970(3) 0.02995(16) 1.2621(5) 0.1015(19) Uani 1 1 d . . . H21C H 0.6844 0.0099 1.2277 0.122 Uiso 1 1 calc R . . C215 C 0.6906(3) 0.06913(18) 1.3593(5) 0.0993(18) Uani 1 1 d . . . C214 C 0.6731(3) 0.03863(17) 1.3110(5) 0.104(2) Uani 1 1 d . . . H21D H 0.6449 0.0243 1.3128 0.124 Uiso 1 1 calc R . . C216 C 0.6626(5) 0.0821(3) 1.4084(8) 0.164(4) Uiso 1 1 d . . . H21E H 0.6804 0.1039 1.4348 0.247 Uiso 1 1 calc R . . H21F H 0.6726 0.0670 1.4592 0.247 Uiso 1 1 calc R . . H21G H 0.6166 0.0839 1.3633 0.247 Uiso 1 1 calc R . . B3 B 1.0000 0.2630(3) 0.2500 0.093(3) Uani 1 2 d S . . B1 B 0.4157(4) 0.0433(2) 0.6263(8) 0.101(2) Uani 1 1 d . . . B2 B 1.0061(12) 0.0193(6) 1.5662(17) 0.127(6) Uiso 0.50 1 d P . . F32 F 0.95503(14) 0.24278(10) 0.2487(3) 0.1190(13) Uani 1 1 d . . . F31 F 0.9695(2) 0.28190(14) 0.1717(4) 0.158(2) Uani 1 1 d . . . F11 F 0.4048(7) 0.0094(3) 0.6117(11) 0.326(6) Uani 1 1 d . . . F14 F 0.4091(5) 0.0500(4) 0.6932(11) 0.426(11) Uani 1 1 d . . . F12 F 0.3753(4) 0.0491(2) 0.5346(6) 0.225(4) Uani 1 1 d . . . F13 F 0.4733(5) 0.0477(2) 0.6491(9) 0.276(5) Uani 1 1 d . . . F24 F 0.9479(5) 0.0006(4) 1.4037(12) 0.178(6) Uani 0.50 1 d P . . F21 F 0.9873(4) 0.0189(3) 1.6275(8) 0.160(4) Uani 0.50 1 d P . . F22 F 1.0290(5) 0.0503(3) 1.5622(12) 0.198(6) Uani 0.50 1 d P . . F23 F 0.9510(4) 0.0143(3) 1.4743(8) 0.143(4) Uani 0.50 1 d P . . 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 0.0698(4) 0.0470(3) 0.0654(4) -0.0023(2) 0.0430(3) -0.0058(2) Cu2 0.0637(4) 0.0472(3) 0.0631(4) -0.0007(2) 0.0407(3) -0.0022(2) P1 0.0534(5) 0.0461(5) 0.0491(5) -0.0091(4) 0.0301(4) -0.0101(4) P2 0.0557(5) 0.0482(5) 0.0539(5) -0.0013(4) 0.0321(5) -0.0060(4) N4 0.074(2) 0.0508(18) 0.068(2) 0.0048(16) 0.0451(19) 0.0003(16) N3 0.075(2) 0.0468(18) 0.078(2) -0.0088(16) 0.051(2) -0.0068(16) N2 0.0602(19) 0.0539(18) 0.067(2) -0.0046(15) 0.0416(17) -0.0047(15) N7 0.075(2) 0.0483(18) 0.068(2) -0.0030(15) 0.0455(19) -0.0039(16) N6 0.0555(18) 0.0522(18) 0.0640(19) 0.0050(15) 0.0363(16) 0.0019(14) N1 0.060(2) 0.065(2) 0.063(2) 0.0001(16) 0.0361(17) 0.0007(16) N5 0.069(2) 0.058(2) 0.089(2) -0.0020(18) 0.054(2) -0.0094(17) N8 0.079(3) 0.085(3) 0.090(3) 0.008(2) 0.054(2) -0.007(2) C33 0.072(3) 0.043(2) 0.072(2) -0.0025(18) 0.045(2) -0.0025(18) C36 0.070(2) 0.045(2) 0.070(2) 0.0021(18) 0.046(2) 0.0038(18) C63 0.0398(17) 0.0489(19) 0.0523(19) 0.0009(15) 0.0264(16) 0.0015(14) C73 0.055(2) 0.0439(19) 0.0511(19) 0.0080(15) 0.0288(17) 0.0048(16) C23 0.064(2) 0.051(2) 0.073(2) -0.0079(19) 0.046(2) -0.0050(18) C32 0.084(3) 0.049(2) 0.097(3) -0.018(2) 0.062(3) -0.015(2) C65 0.0430(19) 0.066(2) 0.052(2) 0.0073(18) 0.0197(16) -0.0029(17) C74 0.089(3) 0.053(2) 0.081(3) -0.011(2) 0.060(3) -0.016(2) C13 0.063(2) 0.052(2) 0.068(2) -0.0029(18) 0.042(2) -0.0035(18) C121 0.049(2) 0.069(3) 0.053(2) -0.0216(19) 0.0265(17) -0.0155(18) C111 0.052(2) 0.047(2) 0.057(2) -0.0017(16) 0.0278(18) -0.0084(16) C131 0.053(2) 0.068(2) 0.050(2) -0.0145(18) 0.0320(18) -0.0114(18) C12 0.062(3) 0.076(3) 0.085(3) -0.022(2) 0.045(2) -0.003(2) C34 0.078(3) 0.050(2) 0.072(2) -0.0045(19) 0.049(2) -0.0083(19) C11 0.067(3) 0.072(3) 0.079(3) -0.021(2) 0.043(2) -0.008(2) C231 0.058(2) 0.079(3) 0.061(2) -0.014(2) 0.036(2) -0.016(2) C226 0.064(2) 0.066(3) 0.062(2) -0.010(2) 0.037(2) -0.010(2) C41 0.078(3) 0.071(3) 0.091(3) 0.020(3) 0.058(3) 0.008(2) C35 0.086(3) 0.047(2) 0.070(2) -0.0063(19) 0.048(2) -0.012(2) C25 0.075(3) 0.079(3) 0.124(4) -0.050(3) 0.063(3) -0.024(3) C31 0.092(3) 0.059(3) 0.096(3) -0.017(2) 0.068(3) -0.016(2) C61 0.051(2) 0.085(3) 0.110(4) 0.039(3) 0.049(3) 0.009(2) C64 0.0372(18) 0.069(2) 0.060(2) 0.0046(19) 0.0237(17) -0.0058(17) C222 0.063(2) 0.056(2) 0.083(3) -0.007(2) 0.038(2) -0.003(2) C14 0.058(2) 0.086(3) 0.075(3) -0.023(2) 0.039(2) -0.003(2) C75 0.094(3) 0.066(3) 0.092(3) -0.018(2) 0.069(3) -0.019(2) C42 0.073(3) 0.055(2) 0.093(3) 0.017(2) 0.051(3) 0.003(2) C221 0.049(2) 0.051(2) 0.065(2) -0.0116(17) 0.0314(18) -0.0109(16) C62 0.040(2) 0.090(3) 0.095(3) 0.041(3) 0.035(2) 0.012(2) C15 0.059(2) 0.100(4) 0.068(3) -0.013(3) 0.037(2) 0.007(2) C38 0.078(3) 0.066(3) 0.086(3) -0.019(2) 0.053(3) -0.012(2) C112 0.064(3) 0.062(3) 0.077(3) -0.011(2) 0.034(2) -0.017(2) C21 0.062(2) 0.069(3) 0.067(2) -0.007(2) 0.037(2) 0.010(2) C72 0.134(5) 0.073(3) 0.115(4) -0.036(3) 0.102(4) -0.045(3) C22 0.061(2) 0.064(3) 0.066(2) -0.012(2) 0.034(2) 0.005(2) C126 0.073(3) 0.091(3) 0.066(3) -0.020(2) 0.046(2) -0.022(2) C71 0.145(5) 0.064(3) 0.124(4) -0.032(3) 0.110(4) -0.041(3) C37 0.073(3) 0.059(3) 0.101(3) -0.019(2) 0.056(3) -0.007(2) C136 0.074(3) 0.082(3) 0.065(3) 0.007(2) 0.037(2) 0.005(2) C115 0.081(3) 0.061(3) 0.132(5) 0.008(3) 0.075(3) -0.004(2) C132 0.065(3) 0.100(4) 0.063(2) -0.030(2) 0.040(2) -0.030(2) C223 0.070(3) 0.065(3) 0.111(4) -0.022(3) 0.046(3) -0.003(2) C125 0.086(4) 0.144(6) 0.080(3) -0.041(4) 0.059(3) -0.028(4) C236 0.090(4) 0.097(4) 0.098(4) -0.033(3) 0.070(3) -0.034(3) C225 0.081(3) 0.097(4) 0.080(3) -0.022(3) 0.056(3) -0.017(3) C122 0.069(3) 0.074(3) 0.072(3) -0.018(2) 0.035(2) 0.001(2) C113 0.074(3) 0.071(3) 0.111(4) -0.018(3) 0.045(3) -0.029(3) C124 0.081(4) 0.137(6) 0.098(4) -0.061(4) 0.058(3) -0.023(4) C224 0.074(3) 0.098(4) 0.100(4) -0.037(3) 0.057(3) -0.013(3) C24 0.070(3) 0.091(4) 0.140(5) -0.051(4) 0.072(3) -0.017(3) C114 0.073(3) 0.074(3) 0.150(5) 0.008(3) 0.069(4) -0.013(3) C123 0.073(3) 0.093(4) 0.102(4) -0.044(3) 0.042(3) -0.001(3) C232 0.084(3) 0.097(4) 0.061(3) 0.004(3) 0.022(3) -0.007(3) C133 0.056(3) 0.180(7) 0.078(3) -0.061(4) 0.040(3) -0.043(4) C235 0.080(4) 0.154(6) 0.115(5) -0.074(5) 0.068(4) -0.056(4) C135 0.089(4) 0.138(5) 0.062(3) 0.023(3) 0.039(3) 0.017(4) C134 0.079(4) 0.180(7) 0.059(3) 0.004(4) 0.038(3) 0.005(4) C233 0.091(4) 0.143(6) 0.074(4) -0.011(4) 0.026(3) -0.009(4) C116 0.148(6) 0.098(4) 0.221(9) -0.003(5) 0.157(7) -0.009(4) C234 0.081(4) 0.192(8) 0.075(4) -0.028(5) 0.044(3) -0.021(5) C211 0.051(2) 0.058(2) 0.062(2) 0.0097(19) 0.0286(19) -0.0022(18) C212 0.082(3) 0.072(3) 0.094(3) -0.009(3) 0.049(3) -0.029(3) C213 0.097(4) 0.078(4) 0.127(5) -0.006(3) 0.064(4) -0.030(3) C215 0.094(4) 0.106(5) 0.127(5) 0.021(4) 0.081(4) -0.001(3) C214 0.088(4) 0.098(4) 0.131(5) 0.024(4) 0.067(4) -0.020(3) B3 0.036(4) 0.092(6) 0.120(7) 0.000 0.028(4) 0.000 B1 0.100(5) 0.095(5) 0.146(7) -0.006(5) 0.094(6) -0.011(4) F32 0.0542(16) 0.110(3) 0.173(4) -0.025(2) 0.054(2) -0.0174(16) F31 0.106(3) 0.178(5) 0.170(4) 0.073(4) 0.068(3) 0.065(3) F11 0.350(16) 0.225(10) 0.449(18) -0.047(11) 0.257(15) -0.083(10) F14 0.227(10) 0.63(3) 0.49(2) -0.33(2) 0.242(13) -0.117(13) F12 0.204(7) 0.259(8) 0.210(7) 0.038(6) 0.119(6) -0.089(6) F13 0.268(10) 0.242(8) 0.451(15) -0.056(9) 0.284(11) -0.081(7) F24 0.107(7) 0.199(12) 0.219(13) 0.129(12) 0.089(9) 0.043(7) F21 0.096(6) 0.215(11) 0.148(8) 0.030(8) 0.059(6) 0.012(6) F22 0.125(7) 0.136(8) 0.333(18) 0.046(10) 0.133(10) 0.002(6) F23 0.082(5) 0.171(9) 0.144(8) 0.079(7) 0.047(6) -0.005(5) _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 N3 2.050(3) . ? Cu1 N4 2.060(3) . ? Cu1 N1 2.156(4) . ? Cu1 P1 2.1827(11) . ? Cu2 N7 2.060(3) . ? Cu2 N6 2.064(3) . ? Cu2 N2 2.087(3) . ? Cu2 P2 2.1863(12) . ? P1 C131 1.816(4) . ? P1 C121 1.830(4) . ? P1 C111 1.827(4) . ? P2 C211 1.824(4) . ? P2 C231 1.825(4) . ? P2 C221 1.820(4) . ? N4 C41 1.339(6) . ? N4 C42 1.316(6) . ? N3 C31 1.337(6) . ? N3 C35 1.339(6) . ? N2 C21 1.331(5) . ? N2 C25 1.343(6) . ? N7 C75 1.328(6) . ? N7 C71 1.321(6) . ? N6 C65 1.329(5) . ? N6 C61 1.345(6) . ? N1 C15 1.330(6) . ? N1 C11 1.320(6) . ? N5 C115 1.338(6) . ? N5 C111 1.350(6) . ? N8 C215 1.345(7) . ? N8 C211 1.344(6) . ? C33 C34 1.388(6) . ? C33 C32 1.378(6) . ? C33 C36 1.487(6) . ? C36 C38 1.373(7) . ? C36 C37 1.388(7) . ? C63 C64 1.378(5) . ? C63 C62 1.385(6) . ? C63 C63 1.466(7) 7_657 ? C73 C72 1.369(6) . ? C73 C74 1.381(6) . ? C73 C73 1.469(8) 7_658 ? C23 C22 1.389(6) . ? C23 C24 1.395(6) . ? C23 C13 1.474(6) . ? C32 C31 1.361(6) . ? C65 C64 1.375(6) . ? C74 C75 1.377(6) . ? C13 C12 1.383(6) . ? C13 C14 1.383(6) . ? C121 C126 1.377(6) . ? C121 C122 1.389(7) . ? C111 C112 1.376(6) . ? C131 C136 1.390(7) . ? C131 C132 1.385(6) . ? C12 C11 1.386(7) . ? C34 C35 1.372(6) . ? C231 C236 1.370(7) . ? C231 C232 1.376(7) . ? C226 C221 1.396(6) . ? C226 C225 1.387(7) . ? C41 C38 1.379(7) 6_556 ? C25 C24 1.373(8) . ? C61 C62 1.366(6) . ? C222 C221 1.382(6) . ? C222 C223 1.398(8) . ? C14 C15 1.379(7) . ? C42 C37 1.382(6) 6_556 ? C38 C41 1.379(7) 6 ? C112 C113 1.398(7) . ? C21 C22 1.368(6) . ? C72 C71 1.375(7) . ? C126 C125 1.386(7) . ? C37 C42 1.382(6) 6 ? C136 C135 1.372(7) . ? C115 C114 1.386(8) . ? C115 C116 1.507(8) . ? C132 C133 1.428(8) . ? C223 C224 1.343(8) . ? C125 C124 1.359(10) . ? C236 C235 1.449(9) . ? C225 C224 1.377(9) . ? C122 C123 1.391(7) . ? C113 C114 1.358(9) . ? C124 C123 1.378(10) . ? C232 C233 1.386(8) . ? C133 C134 1.365(10) . ? C235 C234 1.322(11) . ? C135 C134 1.327(10) . ? C233 C234 1.306(11) . ? C211 C212 1.370(7) . ? C212 C213 1.400(8) . ? C213 C214 1.333(10) . ? C215 C214 1.386(10) . ? C215 C216 1.474(12) . ? B3 F31 1.325(7) 2_755 ? B3 F31 1.325(7) . ? B3 F32 1.387(7) 2_755 ? B3 F32 1.387(7) . ? B1 F14 1.276(14) . ? B1 F13 1.292(11) . ? B1 F12 1.303(11) . ? B1 F11 1.369(12) . ? B2 F24 1.25(2) 5_758 ? B2 F22 1.38(2) . ? B2 F23 1.39(2) . ? B2 F21 1.38(2) . ? F24 B2 1.25(2) 5_758 ? F24 F23 1.284(18) . ? 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 N3 Cu1 N4 101.26(14) . . ? N3 Cu1 N1 104.62(14) . . ? N4 Cu1 N1 97.19(14) . . ? N3 Cu1 P1 114.77(11) . . ? N4 Cu1 P1 132.03(11) . . ? N1 Cu1 P1 102.81(10) . . ? N7 Cu2 N6 100.07(14) . . ? N7 Cu2 N2 104.26(14) . . ? N6 Cu2 N2 99.36(13) . . ? N7 Cu2 P2 114.70(11) . . ? N6 Cu2 P2 125.19(10) . . ? N2 Cu2 P2 110.53(10) . . ? C131 P1 C121 103.18(19) . . ? C131 P1 C111 103.51(18) . . ? C121 P1 C111 105.12(18) . . ? C131 P1 Cu1 117.26(14) . . ? C121 P1 Cu1 119.25(15) . . ? C111 P1 Cu1 106.88(13) . . ? C211 P2 C231 104.5(2) . . ? C211 P2 C221 105.47(19) . . ? C231 P2 C221 102.9(2) . . ? C211 P2 Cu2 108.08(14) . . ? C231 P2 Cu2 114.64(16) . . ? C221 P2 Cu2 119.92(14) . . ? C41 N4 C42 117.1(4) . . ? C41 N4 Cu1 116.3(3) . . ? C42 N4 Cu1 126.5(3) . . ? C31 N3 C35 116.5(4) . . ? C31 N3 Cu1 122.9(3) . . ? C35 N3 Cu1 120.5(3) . . ? C21 N2 C25 115.5(4) . . ? C21 N2 Cu2 120.3(3) . . ? C25 N2 Cu2 124.0(3) . . ? C75 N7 C71 115.5(4) . . ? C75 N7 Cu2 121.1(3) . . ? C71 N7 Cu2 123.5(3) . . ? C65 N6 C61 116.1(3) . . ? C65 N6 Cu2 123.0(3) . . ? C61 N6 Cu2 120.9(3) . . ? C15 N1 C11 116.7(4) . . ? C15 N1 Cu1 115.8(3) . . ? C11 N1 Cu1 127.1(3) . . ? C115 N5 C111 118.1(4) . . ? C215 N8 C211 117.7(5) . . ? C34 C33 C32 117.0(4) . . ? C34 C33 C36 120.4(4) . . ? C32 C33 C36 122.6(4) . . ? C38 C36 C37 117.0(4) . . ? C38 C36 C33 120.8(4) . . ? C37 C36 C33 122.2(4) . . ? C64 C63 C62 115.6(4) . . ? C64 C63 C63 122.2(4) . 7_657 ? C62 C63 C63 122.2(4) . 7_657 ? C72 C73 C74 115.3(4) . . ? C72 C73 C73 123.0(5) . 7_658 ? C74 C73 C73 121.5(4) . 7_658 ? C22 C23 C24 116.2(4) . . ? C22 C23 C13 122.6(4) . . ? C24 C23 C13 121.2(4) . . ? C31 C32 C33 120.2(4) . . ? N6 C65 C64 123.2(4) . . ? C75 C74 C73 120.2(4) . . ? C12 C13 C14 116.1(4) . . ? C12 C13 C23 122.2(4) . . ? C14 C13 C23 121.7(4) . . ? C126 C121 C122 118.7(4) . . ? C126 C121 P1 118.5(4) . . ? C122 C121 P1 122.8(3) . . ? N5 C111 C112 123.5(4) . . ? N5 C111 P1 111.8(3) . . ? C112 C111 P1 124.5(3) . . ? C136 C131 C132 119.3(4) . . ? C136 C131 P1 123.7(3) . . ? C132 C131 P1 116.9(3) . . ? C11 C12 C13 119.8(4) . . ? C35 C34 C33 119.2(4) . . ? N1 C11 C12 123.8(4) . . ? C236 C231 C232 118.0(5) . . ? C236 C231 P2 117.6(4) . . ? C232 C231 P2 124.5(4) . . ? C221 C226 C225 121.2(5) . . ? N4 C41 C38 123.0(4) . 6_556 ? N3 C35 C34 123.5(4) . . ? N2 C25 C24 124.1(4) . . ? N3 C31 C32 123.4(4) . . ? N6 C61 C62 123.6(4) . . ? C63 C64 C65 121.0(3) . . ? C221 C222 C223 119.3(5) . . ? C15 C14 C13 120.3(4) . . ? N7 C75 C74 123.9(4) . . ? N4 C42 C37 123.5(4) . 6_556 ? C222 C221 C226 118.3(4) . . ? C222 C221 P2 123.8(4) . . ? C226 C221 P2 117.7(3) . . ? C61 C62 C63 120.5(4) . . ? N1 C15 C14 123.3(4) . . ? C41 C38 C36 119.9(4) 6 . ? C111 C112 C113 117.4(5) . . ? N2 C21 C22 124.7(4) . . ? C73 C72 C71 120.8(4) . . ? C21 C22 C23 119.9(4) . . ? C121 C126 C125 121.1(6) . . ? N7 C71 C72 124.0(4) . . ? C36 C37 C42 119.5(4) . 6 ? C135 C136 C131 120.8(5) . . ? N5 C115 C114 121.4(5) . . ? N5 C115 C116 115.8(5) . . ? C114 C115 C116 122.8(5) . . ? C131 C132 C133 117.9(5) . . ? C224 C223 C222 121.9(5) . . ? C124 C125 C126 119.4(6) . . ? C231 C236 C235 118.0(6) . . ? C224 C225 C226 119.3(5) . . ? C121 C122 C123 120.3(5) . . ? C114 C113 C112 119.3(5) . . ? C123 C124 C125 121.2(5) . . ? C225 C224 C223 120.0(5) . . ? C25 C24 C23 119.6(4) . . ? C113 C114 C115 120.2(5) . . ? C124 C123 C122 119.2(6) . . ? C233 C232 C231 121.5(6) . . ? C134 C133 C132 120.1(5) . . ? C234 C235 C236 120.7(6) . . ? C134 C135 C136 120.5(6) . . ? C135 C134 C133 121.3(6) . . ? C234 C233 C232 120.6(8) . . ? C233 C234 C235 121.2(7) . . ? N8 C211 C212 122.8(4) . . ? N8 C211 P2 111.6(3) . . ? C212 C211 P2 125.2(4) . . ? C211 C212 C213 118.1(6) . . ? C214 C213 C212 119.7(6) . . ? N8 C215 C214 122.1(6) . . ? N8 C215 C216 114.4(7) . . ? C214 C215 C216 123.4(7) . . ? C213 C214 C215 119.5(5) . . ? F31 B3 F31 110.7(9) 2_755 . ? F31 B3 F32 108.5(3) 2_755 2_755 ? F31 B3 F32 109.9(3) . 2_755 ? F31 B3 F32 109.9(3) 2_755 . ? F31 B3 F32 108.5(3) . . ? F32 B3 F32 109.3(8) 2_755 . ? F14 B1 F13 114.5(11) . . ? F14 B1 F12 128.2(11) . . ? F13 B1 F12 107.7(9) . . ? F14 B1 F11 104.5(12) . . ? F13 B1 F11 105.4(9) . . ? F12 B1 F11 91.3(10) . . ? F24 B2 F22 105.3(19) 5_758 . ? F24 B2 F23 117.9(19) 5_758 . ? F22 B2 F23 104.5(17) . . ? F24 B2 F21 109(2) 5_758 . ? F22 B2 F21 113.0(18) . . ? F23 B2 F21 106.8(18) . . ? B2 F24 F23 110.4(17) 5_758 . ? F24 F23 B2 126.6(15) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 62.09 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.609 _refine_diff_density_min -0.741 _refine_diff_density_rms 0.068 _database_code_depnum_ccdc_archive 'CCDC 943934'