# Electronic Supplementary Material (ESI) for Chemical Communications # 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_[Zn(tpybNO)(MeOH)2](BF4)2 _database_code_depnum_ccdc_archive 'CCDC 928836' #TrackingRef '18467_web_deposit_cif_file_0_TakayukiIshida_1363072116.tpybNOZnBF42.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C25 H35 B2 F8 N5 O4 Zn' _chemical_formula_moiety 'C25 H35 N5 O4 Zn, 2(B F4)' _chemical_formula_weight 708.57 #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,+Y,1/2-Z 3 -X,-Y,-Z 4 +X,-Y,1/2+Z 5 1/2+X,1/2+Y,+Z 6 1/2-X,1/2+Y,1/2-Z 7 1/2-X,1/2-Y,-Z 8 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 26.743(5) _cell_length_b 14.3745(19) _cell_length_c 18.271(3) _cell_angle_alpha 90.0000 _cell_angle_beta 118.6466(9) _cell_angle_gamma 90.0000 _cell_volume 6164.1(16) _cell_formula_units_Z 8 _cell_measurement_reflns_used 13755 _cell_measurement_theta_min 3.11 _cell_measurement_theta_max 27.48 _cell_measurement_temperature 100 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.283 _exptl_crystal_size_mid 0.139 _exptl_crystal_size_min 0.077 _exptl_crystal_density_diffrn 1.527 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2912.00 _exptl_absorpt_coefficient_mu 0.886 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'NUMABS (Rigaku, 1999)' _exptl_absorpt_correction_T_min 0.811 _exptl_absorpt_correction_T_max 0.934 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 100 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_device_type 'Rigaku Saturn70' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.629 _diffrn_reflns_number 52787 _diffrn_reflns_av_R_equivalents 0.0577 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F > 2.0 sigma(F) is used only for calculating R-factor (gt). ; _reflns_number_total 7061 _reflns_number_gt 6853 _reflns_threshold_expression F>2.0\s(F) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0698 _refine_ls_wR_factor_ref 0.0837 _refine_ls_number_restraints ? _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 7061 _refine_ls_number_parameters 441 _refine_ls_goodness_of_fit_ref 1.164 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[0.0012Fo^2^ + 5.0000\s(Fo^2^) + 1.2000]' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.711 _refine_diff_density_min -0.886 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; B B 0.001 0.001 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; F F 0.017 0.010 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.006 0.003 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.011 0.006 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Zn Zn 0.284 1.430 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.253060(10) 0.52254(2) 0.36677(2) 0.01629(12) Uani 1.0 8 d . . . F1 F -0.11508(9) 0.45050(17) 0.10966(14) 0.0369(7) Uani 1.0 8 d . . . F2 F -0.14194(9) 0.48872(14) -0.02422(13) 0.0293(6) Uani 1.0 8 d . . . F3 F -0.08071(9) 0.58218(13) 0.08086(14) 0.0334(6) Uani 1.0 8 d . . . F4 F -0.05116(8) 0.44054(14) 0.06107(14) 0.0301(6) Uani 1.0 8 d . . . F5 F 0.63562(9) 0.47412(14) 0.81510(13) 0.0319(6) Uani 1.0 8 d . . . F6 F 0.55072(9) 0.43021(14) 0.70641(16) 0.0443(7) Uani 1.0 8 d . . . F7 F 0.56955(9) 0.58325(13) 0.73574(14) 0.0332(6) Uani 1.0 8 d . . . F8 F 0.61689(11) 0.5013(3) 0.68260(17) 0.0571(9) Uani 1.0 8 d . . . O1 O 0.31410(9) 0.40346(15) 0.40249(14) 0.0197(6) Uani 1.0 8 d . . . O2 O 0.20077(9) 0.40285(15) 0.28624(15) 0.0234(6) Uani 1.0 8 d . . . O3 O 0.27793(10) 0.55271(17) 0.27812(15) 0.0246(7) Uani 1.0 8 d . . . O4 O 0.22821(10) 0.46794(14) 0.45276(15) 0.0215(7) Uani 1.0 8 d . . . N1 N 0.36465(11) 0.41407(18) 0.46452(17) 0.0179(7) Uani 1.0 8 d . . . N2 N 0.33697(11) 0.56523(17) 0.46518(16) 0.0153(7) Uani 1.0 8 d . . . N3 N 0.24739(10) 0.66951(17) 0.39092(16) 0.0168(7) Uani 1.0 8 d . . . N4 N 0.16474(11) 0.56591(18) 0.28625(16) 0.0171(7) Uani 1.0 8 d . . . N5 N 0.14663(11) 0.41479(18) 0.24017(17) 0.0188(7) Uani 1.0 8 d . . . C1 C 0.40336(14) 0.3297(2) 0.4910(2) 0.0197(8) Uani 1.0 8 d . . . C2 C 0.45721(15) 0.3513(3) 0.4840(3) 0.0308(11) Uani 1.0 8 d . . . C3 C 0.41611(15) 0.3020(3) 0.5787(3) 0.0276(10) Uani 1.0 8 d . . . C4 C 0.37073(16) 0.2520(3) 0.4298(3) 0.0309(10) Uani 1.0 8 d . . . C5 C 0.37911(13) 0.5041(3) 0.5015(2) 0.0176(8) Uani 1.0 8 d . . . C6 C 0.43179(14) 0.5276(3) 0.5691(2) 0.0210(9) Uani 1.0 8 d . . . C7 C 0.43984(14) 0.6188(3) 0.5959(3) 0.0242(9) Uani 1.0 8 d . . . C8 C 0.39643(14) 0.6844(3) 0.5567(2) 0.0216(9) Uani 1.0 8 d . . . C9 C 0.34508(13) 0.6540(2) 0.4912(2) 0.0171(8) Uani 1.0 8 d . . . C10 C 0.29410(13) 0.7143(2) 0.44558(19) 0.0155(8) Uani 1.0 8 d . . . C11 C 0.29364(14) 0.8104(2) 0.4580(2) 0.0199(8) Uani 1.0 8 d . . . C12 C 0.24261(14) 0.8577(3) 0.4108(2) 0.0219(9) Uani 1.0 8 d . . . C13 C 0.19455(14) 0.8110(3) 0.3544(2) 0.0206(9) Uani 1.0 8 d . . . C14 C 0.19835(13) 0.7151(2) 0.34559(19) 0.0171(8) Uani 1.0 8 d . . . C15 C 0.15038(13) 0.6552(3) 0.2886(2) 0.0180(8) Uani 1.0 8 d . . . C16 C 0.09440(13) 0.6866(3) 0.2406(2) 0.0209(9) Uani 1.0 8 d . . . C17 C 0.05378(14) 0.6232(3) 0.1901(3) 0.0255(9) Uani 1.0 8 d . . . C18 C 0.06818(14) 0.5312(3) 0.1866(3) 0.0232(9) Uani 1.0 8 d . . . C19 C 0.12500(14) 0.5055(3) 0.2366(2) 0.0179(8) Uani 1.0 8 d . . . C20 C 0.11106(14) 0.3297(3) 0.1949(2) 0.0202(8) Uani 1.0 8 d . . . C21 C 0.08546(16) 0.3447(3) 0.1011(3) 0.0290(10) Uani 1.0 8 d . . . C22 C 0.15276(16) 0.2480(3) 0.2212(3) 0.0346(11) Uani 1.0 8 d . . . C23 C 0.06671(15) 0.3127(3) 0.2234(3) 0.0257(10) Uani 1.0 8 d . . . C24 C 0.24108(17) 0.5637(4) 0.1926(3) 0.0414(12) Uani 1.0 8 d . . . C25 C 0.24759(17) 0.3800(3) 0.4947(3) 0.0317(11) Uani 1.0 8 d . . . B1 B -0.09639(16) 0.4907(3) 0.0565(3) 0.0194(10) Uani 1.0 8 d . . . B2 B 0.59274(16) 0.4967(3) 0.7360(3) 0.0216(10) Uani 1.0 8 d . . . H1 H 0.4768 0.4031 0.5195 0.0385 Uiso 1.0 8 calc R . . H2 H 0.4818 0.2980 0.5011 0.0385 Uiso 1.0 8 calc R . . H3 H 0.4468 0.3667 0.4273 0.0385 Uiso 1.0 8 calc R . . H4 H 0.3811 0.2870 0.5787 0.0321 Uiso 1.0 8 calc R . . H5 H 0.4407 0.2486 0.5963 0.0320 Uiso 1.0 8 calc R . . H6 H 0.4345 0.3526 0.6165 0.0322 Uiso 1.0 8 calc R . . H7 H 0.3613 0.2704 0.3742 0.0356 Uiso 1.0 8 calc R . . H8 H 0.3939 0.1969 0.4446 0.0358 Uiso 1.0 8 calc R . . H9 H 0.3363 0.2393 0.4324 0.0357 Uiso 1.0 8 calc R . . H10 H 0.4601 0.4829 0.5950 0.0231 Uiso 1.0 8 calc R . . H11 H 0.4747 0.6363 0.6403 0.0272 Uiso 1.0 8 calc R . . H12 H 0.4012 0.7458 0.5748 0.0245 Uiso 1.0 8 calc R . . H13 H 0.3262 0.8417 0.4961 0.0223 Uiso 1.0 8 calc R . . H14 H 0.2407 0.9215 0.4174 0.0260 Uiso 1.0 8 calc R . . H15 H 0.1602 0.8419 0.3233 0.0241 Uiso 1.0 8 calc R . . H16 H 0.0847 0.7483 0.2425 0.0227 Uiso 1.0 8 calc R . . H17 H 0.0161 0.6422 0.1586 0.0259 Uiso 1.0 8 calc R . . H18 H 0.0411 0.4886 0.1515 0.0246 Uiso 1.0 8 calc R . . H19 H 0.0604 0.3974 0.0844 0.0354 Uiso 1.0 8 calc R . . H20 H 0.1156 0.3555 0.0878 0.0352 Uiso 1.0 8 calc R . . H21 H 0.0645 0.2903 0.0721 0.0354 Uiso 1.0 8 calc R . . H22 H 0.1374 0.1993 0.1804 0.0387 Uiso 1.0 8 calc R . . H23 H 0.1883 0.2689 0.2259 0.0386 Uiso 1.0 8 calc R . . H24 H 0.1590 0.2247 0.2742 0.0385 Uiso 1.0 8 calc R . . H25 H 0.0299 0.3322 0.1805 0.0337 Uiso 1.0 8 calc R . . H26 H 0.0657 0.2474 0.2338 0.0341 Uiso 1.0 8 calc R . . H27 H 0.0765 0.3470 0.2735 0.0338 Uiso 1.0 8 calc R . . H28 H 0.2143 0.6127 0.1831 0.0491 Uiso 1.0 8 calc R . . H29 H 0.2627 0.5782 0.1646 0.0491 Uiso 1.0 8 calc R . . H30 H 0.2210 0.5063 0.1712 0.0493 Uiso 1.0 8 calc R . . H31 H 0.2884 0.3795 0.5269 0.0412 Uiso 1.0 8 calc R . . H32 H 0.2314 0.3694 0.5308 0.0410 Uiso 1.0 8 calc R . . H33 H 0.2355 0.3317 0.4534 0.0412 Uiso 1.0 8 calc R . . H34 H 0.2035 0.5030 0.4641 0.0281 Uiso 1.0 8 calc R . . H35 H 0.3167 0.5599 0.2967 0.0287 Uiso 1.0 8 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Zn1 0.0116(3) 0.0123(2) 0.0216(3) -0.00016(13) 0.00527(17) 0.00027(14) F1 0.0268(12) 0.0507(14) 0.0344(13) 0.0039(11) 0.0157(11) 0.0129(11) F2 0.0221(11) 0.0282(11) 0.0274(12) -0.0031(9) 0.0038(9) 0.0006(9) F3 0.0251(12) 0.0173(10) 0.0429(14) 0.0023(9) 0.0043(10) -0.0063(9) F4 0.0191(11) 0.0261(11) 0.0439(13) 0.0015(9) 0.0142(10) -0.0077(10) F5 0.0237(11) 0.0325(12) 0.0273(12) 0.0071(9) 0.0025(10) 0.0058(9) F6 0.0219(12) 0.0204(11) 0.0693(18) -0.0044(10) 0.0048(12) -0.0069(11) F7 0.0236(11) 0.0183(10) 0.0425(14) 0.0018(9) 0.0037(10) -0.0059(9) F8 0.0390(15) 0.095(2) 0.0506(17) 0.0369(15) 0.0325(14) 0.0390(16) O1 0.0126(11) 0.0181(11) 0.0228(12) 0.0022(10) 0.0040(10) 0.0009(10) O2 0.0131(12) 0.0185(12) 0.0291(14) 0.0013(10) 0.0024(10) -0.0029(10) O3 0.0173(12) 0.0290(13) 0.0245(13) -0.0003(11) 0.0076(11) 0.0032(11) O4 0.0221(13) 0.0156(12) 0.0303(14) 0.0028(10) 0.0153(11) 0.0012(10) N1 0.0138(13) 0.0156(13) 0.0225(15) 0.0010(11) 0.0072(12) 0.0030(11) N2 0.0123(13) 0.0128(13) 0.0186(14) -0.0004(11) 0.0057(11) 0.0013(11) N3 0.0140(14) 0.0123(13) 0.0227(15) -0.0009(11) 0.0078(12) -0.0010(11) N4 0.0142(13) 0.0167(14) 0.0183(14) -0.0006(11) 0.0061(11) 0.0009(11) N5 0.0147(14) 0.0147(13) 0.0211(15) -0.0037(11) 0.0039(12) -0.0020(11) C1 0.0176(16) 0.0152(16) 0.0238(18) 0.0086(13) 0.0080(14) 0.0049(13) C2 0.0234(19) 0.033(2) 0.040(3) 0.0085(17) 0.0180(17) 0.0063(17) C3 0.029(2) 0.0196(17) 0.032(2) 0.0067(16) 0.0124(17) 0.0095(15) C4 0.033(2) 0.0238(18) 0.033(2) 0.0113(17) 0.0129(17) 0.0023(16) C5 0.0112(15) 0.0202(16) 0.0215(17) -0.0012(14) 0.0079(14) 0.0037(14) C6 0.0141(16) 0.0209(18) 0.0230(18) 0.0023(14) 0.0047(14) 0.0059(14) C7 0.0141(16) 0.0266(18) 0.0272(19) -0.0007(15) 0.0062(15) 0.0015(15) C8 0.0178(17) 0.0199(17) 0.0236(18) 0.0007(14) 0.0071(14) -0.0006(14) C9 0.0117(15) 0.0168(16) 0.0222(17) -0.0029(13) 0.0077(13) -0.0005(13) C10 0.0119(15) 0.0166(15) 0.0182(16) -0.0018(13) 0.0073(13) 0.0019(13) C11 0.0157(16) 0.0148(15) 0.0254(18) -0.0027(13) 0.0069(14) -0.0015(13) C12 0.0243(18) 0.0124(15) 0.0289(19) 0.0006(14) 0.0127(15) -0.0047(14) C13 0.0203(17) 0.0155(16) 0.0248(18) 0.0027(14) 0.0098(15) 0.0022(14) C14 0.0168(16) 0.0133(15) 0.0180(16) -0.0003(13) 0.0058(13) 0.0020(13) C15 0.0153(16) 0.0171(16) 0.0216(17) -0.0018(13) 0.0089(14) -0.0005(13) C16 0.0148(16) 0.0145(16) 0.0273(18) 0.0006(13) 0.0052(14) -0.0002(14) C17 0.0124(16) 0.0240(18) 0.0286(19) 0.0022(14) 0.0007(14) 0.0007(15) C18 0.0165(17) 0.0187(17) 0.0263(19) -0.0033(14) 0.0038(15) -0.0013(14) C19 0.0167(17) 0.0145(15) 0.0205(17) -0.0048(13) 0.0074(14) -0.0004(13) C20 0.0188(17) 0.0152(16) 0.0196(17) -0.0039(14) 0.0037(14) -0.0036(13) C21 0.028(2) 0.033(2) 0.0273(19) -0.0065(17) 0.0139(16) -0.0090(16) C22 0.027(2) 0.0181(18) 0.051(3) -0.0062(16) 0.0126(19) -0.0105(17) C23 0.0282(19) 0.0219(17) 0.033(2) -0.0075(16) 0.0198(17) -0.0014(15) C24 0.030(3) 0.064(3) 0.029(3) 0.014(2) 0.0131(18) 0.006(2) C25 0.037(3) 0.0251(19) 0.041(3) 0.0077(17) 0.0245(19) 0.0107(17) B1 0.0150(18) 0.0186(18) 0.022(2) 0.0026(15) 0.0067(16) 0.0013(15) B2 0.0143(18) 0.0219(19) 0.026(2) -0.0006(16) 0.0073(16) 0.0028(17) #============================================================================== _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'Il Milione (Burla, et al., 2007)' _computing_structure_refinement 'CRYSTALS (Carruthers, et al., 1999)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Zn1 O1 2.236(3) yes . . Zn1 O2 2.260(2) yes . . Zn1 O3 2.070(4) yes . . Zn1 O4 2.128(4) yes . . Zn1 N2 2.186(3) yes . . Zn1 N3 2.178(3) yes . . Zn1 N4 2.191(3) yes . . F1 B1 1.412(6) yes . . F2 B1 1.392(4) yes . . F3 B1 1.387(5) yes . . F4 B1 1.376(5) yes . . F5 B2 1.386(4) yes . . F6 B2 1.374(5) yes . . F7 B2 1.389(5) yes . . F8 B2 1.406(7) yes . . O1 N1 1.291(3) yes . . O2 N5 1.291(4) yes . . O3 C24 1.401(5) yes . . O4 C25 1.440(5) yes . . N1 C1 1.516(4) yes . . N1 C5 1.424(5) yes . . N2 C5 1.329(4) yes . . N2 C9 1.343(4) yes . . N3 C10 1.333(4) yes . . N3 C14 1.339(4) yes . . N4 C15 1.346(5) yes . . N4 C19 1.335(4) yes . . N5 C19 1.415(5) yes . . N5 C20 1.527(4) yes . . C1 C2 1.538(7) yes . . C1 C3 1.523(6) yes . . C1 C4 1.524(5) yes . . C5 C6 1.399(4) yes . . C6 C7 1.379(5) yes . . C7 C8 1.398(5) yes . . C8 C9 1.390(4) yes . . C9 C10 1.489(4) yes . . C10 C11 1.401(5) yes . . C11 C12 1.393(5) yes . . C12 C13 1.376(4) yes . . C13 C14 1.398(5) yes . . C14 C15 1.480(4) yes . . C15 C16 1.398(4) yes . . C16 C17 1.378(5) yes . . C17 C18 1.388(5) yes . . C18 C19 1.396(5) yes . . C20 C21 1.525(5) yes . . C20 C22 1.529(5) yes . . C20 C23 1.526(7) yes . . O3 H35 0.930 no . . O4 H34 0.930 no . . C2 H1 0.960 no . . C2 H2 0.960 no . . C2 H3 0.960 no . . C3 H4 0.960 no . . C3 H5 0.960 no . . C3 H6 0.960 no . . C4 H7 0.960 no . . C4 H8 0.960 no . . C4 H9 0.960 no . . C6 H10 0.930 no . . C7 H11 0.930 no . . C8 H12 0.930 no . . C11 H13 0.930 no . . C12 H14 0.930 no . . C13 H15 0.930 no . . C16 H16 0.930 no . . C17 H17 0.930 no . . C18 H18 0.930 no . . C21 H19 0.960 no . . C21 H20 0.960 no . . C21 H21 0.960 no . . C22 H22 0.960 no . . C22 H23 0.960 no . . C22 H24 0.960 no . . C23 H25 0.960 no . . C23 H26 0.960 no . . C23 H27 0.960 no . . C24 H28 0.960 no . . C24 H29 0.960 no . . C24 H30 0.960 no . . C25 H31 0.960 no . . C25 H32 0.960 no . . C25 H33 0.960 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 O1 Zn1 O2 75.20(8) yes . . . O1 Zn1 O3 85.72(10) yes . . . O1 Zn1 O4 86.84(10) yes . . . O1 Zn1 N2 69.93(9) yes . . . O1 Zn1 N3 142.69(8) yes . . . O1 Zn1 N4 144.59(9) yes . . . O2 Zn1 O3 88.89(11) yes . . . O2 Zn1 O4 83.40(10) yes . . . O2 Zn1 N2 145.10(9) yes . . . O2 Zn1 N3 142.07(8) yes . . . O2 Zn1 N4 69.39(9) yes . . . O3 Zn1 O4 170.44(10) yes . . . O3 Zn1 N2 89.81(11) yes . . . O3 Zn1 N3 92.01(12) yes . . . O3 Zn1 N4 93.57(11) yes . . . O4 Zn1 N2 93.27(11) yes . . . O4 Zn1 N3 97.55(11) yes . . . O4 Zn1 N4 89.03(11) yes . . . N2 Zn1 N3 72.83(9) yes . . . N2 Zn1 N4 145.46(10) yes . . . N3 Zn1 N4 72.71(9) yes . . . Zn1 O1 N1 118.46(19) yes . . . Zn1 O2 N5 118.29(19) yes . . . Zn1 O3 C24 125.3(3) yes . . . Zn1 O4 C25 123.8(3) yes . . . O1 N1 C1 116.9(3) yes . . . O1 N1 C5 117.1(3) yes . . . C1 N1 C5 126.0(3) yes . . . Zn1 N2 C5 121.0(2) yes . . . Zn1 N2 C9 119.09(19) yes . . . C5 N2 C9 119.8(3) yes . . . Zn1 N3 C10 119.3(2) yes . . . Zn1 N3 C14 119.45(18) yes . . . C10 N3 C14 121.0(3) yes . . . Zn1 N4 C15 118.83(18) yes . . . Zn1 N4 C19 121.4(3) yes . . . C15 N4 C19 119.7(3) yes . . . O2 N5 C19 117.3(3) yes . . . O2 N5 C20 117.3(3) yes . . . C19 N5 C20 125.3(3) yes . . . N1 C1 C2 109.6(3) yes . . . N1 C1 C3 108.6(4) yes . . . N1 C1 C4 106.8(3) yes . . . C2 C1 C3 113.2(3) yes . . . C2 C1 C4 108.5(4) yes . . . C3 C1 C4 109.9(3) yes . . . N1 C5 N2 113.1(3) yes . . . N1 C5 C6 124.6(3) yes . . . N2 C5 C6 122.3(3) yes . . . C5 C6 C7 117.5(3) yes . . . C6 C7 C8 120.7(3) yes . . . C7 C8 C9 117.6(3) yes . . . N2 C9 C8 121.9(3) yes . . . N2 C9 C10 114.0(3) yes . . . C8 C9 C10 124.1(3) yes . . . N3 C10 C9 114.6(3) yes . . . N3 C10 C11 121.3(3) yes . . . C9 C10 C11 124.1(3) yes . . . C10 C11 C12 117.6(3) yes . . . C11 C12 C13 120.8(3) yes . . . C12 C13 C14 118.3(3) yes . . . N3 C14 C13 121.0(3) yes . . . N3 C14 C15 114.3(3) yes . . . C13 C14 C15 124.7(3) yes . . . N4 C15 C14 114.4(3) yes . . . N4 C15 C16 121.6(3) yes . . . C14 C15 C16 124.0(3) yes . . . C15 C16 C17 118.0(3) yes . . . C16 C17 C18 120.9(3) yes . . . C17 C18 C19 117.5(3) yes . . . N4 C19 N5 113.2(3) yes . . . N4 C19 C18 122.3(3) yes . . . N5 C19 C18 124.5(3) yes . . . N5 C20 C21 108.8(3) yes . . . N5 C20 C22 105.9(3) yes . . . N5 C20 C23 109.1(3) yes . . . C21 C20 C22 109.2(4) yes . . . C21 C20 C23 113.7(3) yes . . . C22 C20 C23 109.8(4) yes . . . F1 B1 F2 107.6(3) yes . . . F1 B1 F3 108.6(4) yes . . . F1 B1 F4 109.5(3) yes . . . F2 B1 F3 109.6(3) yes . . . F2 B1 F4 110.6(4) yes . . . F3 B1 F4 110.8(3) yes . . . F5 B2 F6 111.0(4) yes . . . F5 B2 F7 111.0(4) yes . . . F5 B2 F8 108.0(4) yes . . . F6 B2 F7 110.0(4) yes . . . F6 B2 F8 108.7(4) yes . . . F7 B2 F8 108.0(4) yes . . . Zn1 O3 H35 117.318 no . . . C24 O3 H35 117.331 no . . . Zn1 O4 H34 118.181 no . . . C25 O4 H34 117.987 no . . . C1 C2 H1 109.285 no . . . C1 C2 H2 109.498 no . . . C1 C2 H3 109.712 no . . . H1 C2 H2 109.439 no . . . H1 C2 H3 109.444 no . . . H2 C2 H3 109.449 no . . . C1 C3 H4 109.349 no . . . C1 C3 H5 109.450 no . . . C1 C3 H6 109.686 no . . . H4 C3 H5 109.453 no . . . H4 C3 H6 109.448 no . . . H5 C3 H6 109.441 no . . . C1 C4 H7 109.918 no . . . C1 C4 H8 109.409 no . . . C1 C4 H9 109.175 no . . . H7 C4 H8 109.441 no . . . H7 C4 H9 109.439 no . . . H8 C4 H9 109.445 no . . . C5 C6 H10 120.761 no . . . C7 C6 H10 121.690 no . . . C6 C7 H11 119.197 no . . . C8 C7 H11 120.144 no . . . C7 C8 H12 121.341 no . . . C9 C8 H12 121.018 no . . . C10 C11 H13 121.396 no . . . C12 C11 H13 121.029 no . . . C11 C12 H14 120.024 no . . . C13 C12 H14 119.185 no . . . C12 C13 H15 121.306 no . . . C14 C13 H15 120.397 no . . . C15 C16 H16 121.278 no . . . C17 C16 H16 120.702 no . . . C16 C17 H17 119.471 no . . . C18 C17 H17 119.613 no . . . C17 C18 H18 121.134 no . . . C19 C18 H18 121.397 no . . . C20 C21 H19 109.810 no . . . C20 C21 H20 109.149 no . . . C20 C21 H21 109.539 no . . . H19 C21 H20 109.451 no . . . H19 C21 H21 109.440 no . . . H20 C21 H21 109.438 no . . . C20 C22 H22 109.893 no . . . C20 C22 H23 109.159 no . . . C20 C22 H24 109.451 no . . . H22 C22 H23 109.445 no . . . H22 C22 H24 109.444 no . . . H23 C22 H24 109.435 no . . . C20 C23 H25 109.532 no . . . C20 C23 H26 108.983 no . . . C20 C23 H27 109.992 no . . . H25 C23 H26 109.443 no . . . H25 C23 H27 109.440 no . . . H26 C23 H27 109.435 no . . . O3 C24 H28 110.430 no . . . O3 C24 H29 109.750 no . . . O3 C24 H30 108.315 no . . . H28 C24 H29 109.435 no . . . H28 C24 H30 109.444 no . . . H29 C24 H30 109.446 no . . . O4 C25 H31 110.231 no . . . O4 C25 H32 109.793 no . . . O4 C25 H33 108.471 no . . . H31 C25 H32 109.441 no . . . H31 C25 H33 109.441 no . . . H32 C25 H33 109.444 no . . . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 O1 Zn1 O2 N5 174.2(3) no . . . . O2 Zn1 O1 N1 -173.2(3) no . . . . O1 Zn1 O3 C24 126.16(19) no . . . . O3 Zn1 O1 N1 96.8(2) no . . . . O1 Zn1 O4 C25 -7.18(14) no . . . . O4 Zn1 O1 N1 -89.2(2) no . . . . O1 Zn1 N2 C5 -5.6(3) no . . . . O1 Zn1 N2 C9 176.9(3) no . . . . N2 Zn1 O1 N1 5.44(19) no . . . . O1 Zn1 N3 C10 0.1(4) no . . . . O1 Zn1 N3 C14 174.46(16) no . . . . N3 Zn1 O1 N1 9.1(4) no . . . . O1 Zn1 N4 C15 -177.54(16) no . . . . O1 Zn1 N4 C19 3.8(4) no . . . . N4 Zn1 O1 N1 -173.06(18) no . . . . O2 Zn1 O3 C24 50.92(18) no . . . . O3 Zn1 O2 N5 -99.9(2) no . . . . O2 Zn1 O4 C25 68.28(14) no . . . . O4 Zn1 O2 N5 85.8(2) no . . . . O2 Zn1 N2 C5 -3.4(4) no . . . . O2 Zn1 N2 C9 179.22(17) no . . . . N2 Zn1 O2 N5 172.00(18) no . . . . O2 Zn1 N3 C10 -176.21(17) no . . . . O2 Zn1 N3 C14 -1.9(4) no . . . . N3 Zn1 O2 N5 -8.1(4) no . . . . O2 Zn1 N4 C15 -177.4(3) no . . . . O2 Zn1 N4 C19 4.0(2) no . . . . N4 Zn1 O2 N5 -5.69(19) no . . . . O3 Zn1 N2 C5 -91.1(3) no . . . . O3 Zn1 N2 C9 91.4(3) no . . . . N2 Zn1 O3 C24 -163.95(19) no . . . . O3 Zn1 N3 C10 -85.4(3) no . . . . O3 Zn1 N3 C14 88.9(3) no . . . . N3 Zn1 O3 C24 -91.14(19) no . . . . O3 Zn1 N4 C15 -89.9(3) no . . . . O3 Zn1 N4 C19 91.5(3) no . . . . N4 Zn1 O3 C24 -18.35(19) no . . . . O4 Zn1 N2 C5 79.8(3) no . . . . O4 Zn1 N2 C9 -97.6(3) no . . . . N2 Zn1 O4 C25 -76.85(15) no . . . . O4 Zn1 N3 C10 94.8(3) no . . . . O4 Zn1 N3 C14 -90.8(3) no . . . . N3 Zn1 O4 C25 -149.95(14) no . . . . O4 Zn1 N4 C15 99.3(3) no . . . . O4 Zn1 N4 C19 -79.3(3) no . . . . N4 Zn1 O4 C25 137.64(15) no . . . . N2 Zn1 N3 C10 3.7(2) no . . . . N2 Zn1 N3 C14 178.1(3) no . . . . N3 Zn1 N2 C5 176.7(3) no . . . . N3 Zn1 N2 C9 -0.7(3) no . . . . N2 Zn1 N4 C15 5.0(4) no . . . . N2 Zn1 N4 C19 -173.69(19) no . . . . N4 Zn1 N2 C5 172.83(19) no . . . . N4 Zn1 N2 C9 -4.6(4) no . . . . N3 Zn1 N4 C15 1.1(2) no . . . . N3 Zn1 N4 C19 -177.6(3) no . . . . N4 Zn1 N3 C10 -178.6(3) no . . . . N4 Zn1 N3 C14 -4.2(2) no . . . . Zn1 O1 N1 C1 175.56(18) no . . . . Zn1 O1 N1 C5 -4.9(4) no . . . . Zn1 O2 N5 C19 6.8(4) no . . . . Zn1 O2 N5 C20 -172.38(18) no . . . . O1 N1 C1 C2 120.6(3) no . . . . O1 N1 C1 C3 -115.2(3) no . . . . O1 N1 C1 C4 3.3(5) no . . . . O1 N1 C5 N2 -0.0(5) no . . . . O1 N1 C5 C6 179.8(4) no . . . . C1 N1 C5 N2 179.5(4) no . . . . C1 N1 C5 C6 -0.6(7) no . . . . C5 N1 C1 C2 -58.9(5) no . . . . C5 N1 C1 C3 65.2(5) no . . . . C5 N1 C1 C4 -176.3(4) no . . . . Zn1 N2 C5 N1 5.2(5) no . . . . Zn1 N2 C5 C6 -174.7(3) no . . . . Zn1 N2 C9 C8 176.4(3) no . . . . Zn1 N2 C9 C10 -1.9(5) no . . . . C5 N2 C9 C8 -1.1(6) no . . . . C5 N2 C9 C10 -179.4(4) no . . . . C9 N2 C5 N1 -177.4(4) no . . . . C9 N2 C5 C6 2.7(6) no . . . . Zn1 N3 C10 C9 -5.9(5) no . . . . Zn1 N3 C10 C11 174.6(3) no . . . . Zn1 N3 C14 C13 -174.5(3) no . . . . Zn1 N3 C14 C15 6.5(5) no . . . . C10 N3 C14 C13 -0.3(6) no . . . . C10 N3 C14 C15 -179.3(4) no . . . . C14 N3 C10 C9 179.8(4) no . . . . C14 N3 C10 C11 0.3(6) no . . . . Zn1 N4 C15 C14 1.8(5) no . . . . Zn1 N4 C15 C16 -178.1(3) no . . . . Zn1 N4 C19 N5 -2.1(5) no . . . . Zn1 N4 C19 C18 178.2(3) no . . . . C15 N4 C19 N5 179.3(4) no . . . . C15 N4 C19 C18 -0.5(6) no . . . . C19 N4 C15 C14 -179.6(4) no . . . . C19 N4 C15 C16 0.6(6) no . . . . O2 N5 C19 N4 -3.2(5) no . . . . O2 N5 C19 C18 176.5(4) no . . . . O2 N5 C20 C21 -115.5(3) no . . . . O2 N5 C20 C22 1.7(5) no . . . . O2 N5 C20 C23 119.9(4) no . . . . C19 N5 C20 C21 65.3(5) no . . . . C19 N5 C20 C22 -177.4(4) no . . . . C19 N5 C20 C23 -59.3(5) no . . . . C20 N5 C19 N4 175.9(4) no . . . . C20 N5 C19 C18 -4.3(6) no . . . . N1 C5 C6 C7 177.8(4) no . . . . N2 C5 C6 C7 -2.4(7) no . . . . C5 C6 C7 C8 0.5(7) no . . . . C6 C7 C8 C9 1.0(7) no . . . . C7 C8 C9 N2 -0.7(7) no . . . . C7 C8 C9 C10 177.4(4) no . . . . N2 C9 C10 N3 5.0(5) no . . . . N2 C9 C10 C11 -175.5(4) no . . . . C8 C9 C10 N3 -173.2(4) no . . . . C8 C9 C10 C11 6.2(7) no . . . . N3 C10 C11 C12 -0.4(6) no . . . . C9 C10 C11 C12 -179.9(4) no . . . . C10 C11 C12 C13 0.4(7) no . . . . C11 C12 C13 C14 -0.3(7) no . . . . C12 C13 C14 N3 0.3(7) no . . . . C12 C13 C14 C15 179.2(4) no . . . . N3 C14 C15 N4 -5.2(5) no . . . . N3 C14 C15 C16 174.6(4) no . . . . C13 C14 C15 N4 175.8(4) no . . . . C13 C14 C15 C16 -4.4(7) no . . . . N4 C15 C16 C17 -0.1(6) no . . . . C14 C15 C16 C17 -179.9(4) no . . . . C15 C16 C17 C18 -0.5(7) no . . . . C16 C17 C18 C19 0.6(7) no . . . . C17 C18 C19 N4 -0.1(7) no . . . . C17 C18 C19 N5 -179.9(4) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 O1 C2 3.459(5) no . . O1 C3 3.394(4) no . . O1 C4 2.561(5) no . . O1 C25 2.998(7) no . . O2 C21 3.413(4) no . . O2 C22 2.560(4) no . . O2 C23 3.450(5) no . . O2 C24 3.348(6) no . . O2 C25 3.408(6) no . . O4 N5 3.508(4) no . . N1 C9 3.557(5) no . . N1 C25 3.464(7) no . . N2 C7 2.750(4) no . . N3 C12 2.740(4) no . . N4 C17 2.752(4) no . . N4 C24 3.233(7) no . . N5 C15 3.556(5) no . . C1 C6 3.109(5) no . . C2 C5 3.150(6) no . . C2 C6 3.211(6) no . . C3 C5 3.174(5) no . . C3 C6 3.286(5) no . . C5 C8 2.740(5) no . . C6 C9 2.746(5) no . . C8 C11 3.055(5) no . . C10 C13 2.746(5) no . . C11 C14 2.752(4) no . . C13 C16 3.059(4) no . . C15 C18 2.749(5) no . . C16 C19 2.740(5) no . . C18 C20 3.092(5) no . . C18 C21 3.245(6) no . . C18 C23 3.216(5) no . . C19 C21 3.174(5) no . . C19 C23 3.132(5) no . . F1 O4 2.685(4) no . 2_555 F1 N4 3.249(5) no . 2_555 F1 N5 3.275(5) no . 2_555 F1 C18 3.507(5) no . 2_555 F1 C19 3.050(5) no . 2_555 F1 C23 3.335(5) no . 2_555 F1 C25 3.278(5) no . 2_555 F2 O4 3.163(5) no . 2_555 F2 C11 3.298(4) no . 8_464 F2 C12 3.507(4) no . 8_464 F2 C21 3.468(6) no . 3_565 F2 C24 3.040(4) no . 3_565 F2 C25 3.490(6) no . 2_555 F3 C8 3.401(4) no . 8_464 F3 C11 3.389(4) no . 8_464 F3 C17 3.222(4) no . . F3 C18 3.571(4) no . . F3 C21 3.431(6) no . 3_565 F4 C18 3.182(4) no . . F5 O3 3.489(5) no . 3_666 F5 C5 3.583(5) no . 2_656 F5 C6 3.460(6) no . 2_656 F5 C12 3.506(4) no . 8_565 F5 C13 3.384(4) no . 8_565 F5 C24 3.410(6) no . 3_666 F6 C6 3.274(4) no . . F6 C23 3.513(4) no . 8_555 F7 C6 3.568(4) no . . F7 C7 3.213(4) no . . F7 C7 3.245(6) no . 2_656 F7 C13 3.352(4) no . 8_565 F7 C16 3.368(4) no . 8_565 F8 O1 3.232(5) no . 3_666 F8 O3 2.663(4) no . 3_666 F8 N1 3.197(5) no . 3_666 F8 N2 3.595(5) no . 3_666 F8 C2 3.449(5) no . 3_666 F8 C5 3.417(6) no . 3_666 F8 C24 3.492(5) no . 3_666 O1 F8 3.232(5) no . 3_666 O3 F5 3.489(5) no . 3_666 O3 F8 2.663(4) no . 3_666 O3 C22 3.361(5) no . 6_555 O4 F1 2.685(4) no . 2_555 O4 F2 3.163(5) no . 2_555 O4 C12 3.353(5) no . 7_566 O4 B1 3.463(6) no . 2_555 N1 F8 3.197(5) no . 3_666 N2 F8 3.595(5) no . 3_666 N3 C11 3.436(6) no . 7_566 N3 C12 3.525(6) no . 7_566 N4 F1 3.249(5) no . 2_555 N5 F1 3.275(5) no . 2_555 C2 F8 3.449(5) no . 3_666 C5 F5 3.583(5) no . 2_656 C5 F8 3.417(6) no . 3_666 C6 F5 3.460(6) no . 2_656 C6 F6 3.274(4) no . . C6 F7 3.568(4) no . . C7 F7 3.213(4) no . . C7 F7 3.245(6) no . 2_656 C8 F3 3.401(4) no . 8_565 C8 C13 3.514(7) no . 7_566 C9 C12 3.572(7) no . 7_566 C9 C13 3.492(7) no . 7_566 C10 C11 3.563(7) no . 7_566 C10 C12 3.376(6) no . 7_566 C10 C13 3.537(6) no . 7_566 C11 F2 3.298(4) no . 8_565 C11 F3 3.389(4) no . 8_565 C11 N3 3.436(6) no . 7_566 C11 C10 3.563(7) no . 7_566 C11 C14 3.510(6) no . 7_566 C12 F2 3.507(4) no . 8_565 C12 F5 3.506(4) no . 8_464 C12 O4 3.353(5) no . 7_566 C12 N3 3.525(6) no . 7_566 C12 C9 3.572(7) no . 7_566 C12 C10 3.376(6) no . 7_566 C13 F5 3.384(4) no . 8_464 C13 F7 3.352(4) no . 8_464 C13 C8 3.514(7) no . 7_566 C13 C9 3.492(7) no . 7_566 C13 C10 3.537(6) no . 7_566 C14 C11 3.510(6) no . 7_566 C16 F7 3.368(4) no . 8_464 C17 F3 3.222(4) no . . C18 F1 3.507(5) no . 2_555 C18 F3 3.571(4) no . . C18 F4 3.182(4) no . . C19 F1 3.050(5) no . 2_555 C21 F2 3.468(6) no . 3_565 C21 F3 3.431(6) no . 3_565 C22 O3 3.361(5) no . 6_545 C23 F1 3.335(5) no . 2_555 C23 F6 3.513(4) no . 8_454 C24 F2 3.040(4) no . 3_565 C24 F5 3.410(6) no . 3_666 C24 F8 3.492(5) no . 3_666 C25 F1 3.278(5) no . 2_555 C25 F2 3.490(6) no . 2_555 B1 O4 3.463(6) no . 2_555 Zn1 H28 3.2681 no . . Zn1 H30 3.2588 no . . Zn1 H31 3.3214 no . . Zn1 H33 3.3117 no . . O1 H3 3.3964 no . . O1 H4 3.2931 no . . O1 H7 2.4787 no . . O1 H8 3.5190 no . . O1 H9 2.4307 no . . O1 H31 2.6942 no . . O1 H33 2.8683 no . . O1 H35 2.9887 no . . O2 H20 3.2974 no . . O2 H22 3.4686 no . . O2 H23 2.1635 no . . O2 H24 2.7597 no . . O2 H27 3.3168 no . . O2 H30 2.8302 no . . O2 H33 2.9189 no . . O2 H34 3.5233 no . . N1 H1 2.6721 no . . N1 H2 3.3227 no . . N1 H3 2.6803 no . . N1 H4 2.6456 no . . N1 H5 3.3013 no . . N1 H6 2.6467 no . . N1 H7 2.6177 no . . N1 H8 3.2800 no . . N1 H9 2.6081 no . . N1 H10 2.7094 no . . N1 H31 2.8169 no . . N1 H33 3.5643 no . . N1 H35 3.4169 no . . N2 H10 3.2214 no . . N2 H12 3.2255 no . . N2 H31 3.3900 no . . N2 H35 2.8602 no . . N3 H13 3.2220 no . . N3 H15 3.2165 no . . N3 H28 3.5558 no . . N3 H34 3.2255 no . . N3 H35 3.4565 no . . N4 H16 3.2336 no . . N4 H18 3.2291 no . . N4 H28 2.8551 no . . N4 H30 3.2319 no . . N4 H34 3.0376 no . . N5 H18 2.7081 no . . N5 H19 2.6814 no . . N5 H20 2.6355 no . . N5 H21 3.3154 no . . N5 H22 3.2546 no . . N5 H23 2.4459 no . . N5 H24 2.7865 no . . N5 H25 3.0120 no . . N5 H26 3.2009 no . . N5 H27 2.4358 no . . N5 H30 3.1100 no . . C1 H10 2.8284 no . . C1 H31 3.5118 no . . C2 H4 3.3714 no . . C2 H5 2.7310 no . . C2 H6 2.7638 no . . C2 H7 2.6493 no . . C2 H8 2.6734 no . . C2 H9 3.3177 no . . C2 H10 2.7470 no . . C3 H1 2.7573 no . . C3 H2 2.7374 no . . C3 H3 3.3716 no . . C3 H7 3.3265 no . . C3 H8 2.6903 no . . C3 H9 2.6537 no . . C3 H10 2.8107 no . . C3 H31 3.2717 no . . C4 H1 3.3152 no . . C4 H2 2.6919 no . . C4 H3 2.6360 no . . C4 H4 2.6465 no . . C4 H5 2.7017 no . . C4 H6 3.3244 no . . C5 H1 2.8665 no . . C5 H3 3.3713 no . . C5 H4 3.4137 no . . C5 H6 2.8923 no . . C5 H11 3.2190 no . . C5 H31 3.2231 no . . C5 H35 3.3832 no . . C6 H1 2.5536 no . . C6 H6 2.6498 no . . C6 H12 3.2567 no . . C8 H10 3.2615 no . . C8 H13 2.8054 no . . C9 H11 3.2315 no . . C9 H13 2.7546 no . . C9 H35 3.5291 no . . C10 H12 2.7384 no . . C10 H14 3.2360 no . . C11 H12 2.7933 no . . C11 H15 3.2528 no . . C13 H13 3.2489 no . . C13 H16 2.8051 no . . C14 H14 3.2222 no . . C14 H16 2.7438 no . . C14 H28 3.5173 no . . C15 H15 2.7419 no . . C15 H17 3.2236 no . . C15 H28 3.1878 no . . C15 H34 3.5673 no . . C16 H15 2.7958 no . . C16 H18 3.2489 no . . C18 H16 3.2477 no . . C18 H19 2.6180 no . . C18 H25 3.0209 no . . C18 H27 3.0402 no . . C19 H17 3.2244 no . . C19 H19 2.9197 no . . C19 H20 3.3820 no . . C19 H25 3.3488 no . . C19 H27 2.8574 no . . C19 H28 3.3566 no . . C19 H30 3.3095 no . . C20 H18 2.8159 no . . C21 H18 2.7539 no . . C21 H22 2.5428 no . . C21 H23 2.8159 no . . C21 H24 3.2983 no . . C21 H25 2.5300 no . . C21 H26 3.0561 no . . C21 H27 3.2715 no . . C22 H19 3.3238 no . . C22 H20 2.6449 no . . C22 H21 2.6837 no . . C22 H25 3.2349 no . . C22 H26 2.4474 no . . C22 H27 2.9941 no . . C23 H18 2.7799 no . . C23 H19 2.7481 no . . C23 H20 3.3654 no . . C23 H21 2.7544 no . . C23 H22 2.8766 no . . C23 H23 3.2892 no . . C23 H24 2.5215 no . . C25 H4 3.4112 no . . H1 H5 3.0222 no . . H1 H6 2.6210 no . . H1 H7 3.5149 no . . H1 H8 3.5583 no . . H1 H10 2.0031 no . . H2 H4 3.5984 no . . H2 H5 2.5643 no . . H2 H6 3.0367 no . . H2 H7 2.9575 no . . H2 H8 2.5255 no . . H2 H9 3.5685 no . . H2 H10 3.3624 no . . H3 H5 3.5950 no . . H3 H7 2.4398 no . . H3 H8 2.9134 no . . H3 H9 3.5136 no . . H3 H10 3.3555 no . . H4 H7 3.5212 no . . H4 H8 2.9315 no . . H4 H9 2.4458 no . . H4 H10 3.4453 no . . H4 H31 2.5613 no . . H4 H33 3.5031 no . . H5 H7 3.5795 no . . H5 H8 2.5440 no . . H5 H9 2.9602 no . . H5 H10 3.4095 no . . H6 H8 3.5738 no . . H6 H9 3.5196 no . . H6 H10 2.0948 no . . H6 H31 3.4584 no . . H9 H31 3.2885 no . . H9 H33 3.1910 no . . H10 H11 2.3219 no . . H11 H12 2.3488 no . . H12 H13 2.2855 no . . H13 H14 2.3377 no . . H14 H15 2.3126 no . . H15 H16 2.2826 no . . H16 H17 2.3109 no . . H17 H18 2.3287 no . . H18 H19 2.0239 no . . H18 H20 3.3476 no . . H18 H21 3.3898 no . . H18 H25 2.3607 no . . H18 H27 2.8263 no . . H19 H22 3.4598 no . . H19 H25 2.4487 no . . H19 H26 3.4287 no . . H19 H27 3.3509 no . . H20 H22 2.7016 no . . H20 H23 2.6432 no . . H20 H24 3.5621 no . . H20 H25 3.4559 no . . H20 H30 3.2921 no . . H21 H22 2.3945 no . . H21 H23 3.1671 no . . H21 H24 3.4595 no . . H21 H25 2.6247 no . . H21 H26 3.0034 no . . H22 H25 3.4527 no . . H22 H26 2.6290 no . . H22 H27 3.5662 no . . H23 H26 3.3641 no . . H24 H25 3.4017 no . . H24 H26 2.2621 no . . H24 H27 2.8167 no . . H24 H33 3.2936 no . . H28 H35 2.6342 no . . H29 H35 2.1537 no . . H30 H35 2.6039 no . . H31 H34 2.6687 no . . H32 H34 2.2030 no . . H33 H34 2.6440 no . . F1 H4 3.4546 no . 8_454 F1 H5 3.2898 no . 8_454 F1 H13 3.5450 no . 8_464 F1 H27 2.3921 no . 2_555 F1 H32 3.1567 no . 2_555 F1 H33 3.3248 no . 2_555 F1 H34 2.2186 no . 2_555 F2 H8 2.9803 no . 8_454 F2 H9 3.3569 no . 8_454 F2 H13 2.6654 no . 8_464 F2 H14 3.0742 no . 8_464 F2 H19 3.3073 no . 3_565 F2 H20 2.7647 no . 3_565 F2 H28 2.9851 no . 3_565 F2 H29 3.1604 no . 3_565 F2 H30 2.4982 no . 3_565 F2 H32 2.8978 no . 2_555 F2 H34 2.3856 no . 2_555 F3 H12 2.5115 no . 8_464 F3 H13 2.4685 no . 8_464 F3 H17 2.4374 no . . F3 H18 3.1706 no . . F3 H19 3.3266 no . 3_565 F3 H20 2.9010 no . 3_565 F3 H21 3.5388 no . 3_565 F3 H34 3.1889 no . 2_555 F4 H5 2.8261 no . 8_454 F4 H8 2.7553 no . 8_454 F4 H17 3.4270 no . . F4 H18 2.3204 no . . F4 H19 2.8721 no . . F4 H19 3.4521 no . 3_565 F4 H25 2.7110 no . . F5 H4 3.4685 no . 2_656 F5 H6 3.2215 no . 2_656 F5 H14 2.9326 no . 8_565 F5 H15 2.7113 no . 8_565 F5 H22 3.5197 no . 8_555 F5 H24 3.0931 no . 8_555 F5 H29 2.6710 no . 3_666 F5 H31 2.9472 no . 2_656 F5 H35 2.9205 no . 3_666 F6 H1 3.0419 no . . F6 H6 2.9515 no . . F6 H6 3.2631 no . 2_656 F6 H10 2.4213 no . . F6 H11 3.4666 no . . F6 H22 3.1822 no . 8_555 F6 H24 3.3828 no . 8_555 F6 H26 2.5961 no . 8_555 F6 H35 3.5749 no . 3_666 F7 H3 2.8875 no . 3_666 F7 H10 3.1698 no . . F7 H11 2.4123 no . . F7 H11 3.1108 no . 2_656 F7 H15 2.4233 no . 8_565 F7 H16 2.4483 no . 8_565 F8 H1 3.5958 no . 3_666 F8 H3 2.6941 no . 3_666 F8 H7 3.5726 no . 3_666 F8 H15 3.1894 no . 8_565 F8 H22 2.9389 no . 8_555 F8 H24 3.5800 no . 8_555 F8 H29 3.2946 no . 3_666 F8 H35 1.8506 no . 3_666 O3 H22 2.9139 no . 6_555 O3 H23 3.2474 no . 6_555 O3 H24 3.3786 no . 6_555 O4 H13 3.4328 no . 7_566 O4 H14 2.6371 no . 7_566 O4 H29 3.5845 no . 4_565 N3 H13 3.4733 no . 7_566 C2 H11 3.5321 no . 3_666 C2 H21 3.2460 no . 8_555 C3 H25 3.3192 no . 8_555 C3 H26 3.2973 no . 7_556 C3 H27 3.3764 no . 7_556 C4 H28 2.9889 no . 6_545 C4 H32 3.5913 no . 7_556 C6 H3 3.5575 no . 3_666 C7 H2 3.5382 no . 3_666 C7 H3 3.2628 no . 3_666 C8 H15 3.2298 no . 7_566 C8 H16 3.5890 no . 7_566 C8 H20 3.5086 no . 6_555 C8 H21 3.3621 no . 6_555 C9 H14 3.5908 no . 7_566 C9 H15 3.4596 no . 7_566 C9 H22 3.4466 no . 6_555 C10 H20 3.4259 no . 6_555 C10 H22 3.5688 no . 6_555 C10 H23 3.4743 no . 6_555 C11 H20 2.9937 no . 6_555 C11 H30 3.5739 no . 6_555 C11 H34 3.0205 no . 7_566 C12 H29 3.4318 no . 6_555 C12 H30 3.0254 no . 6_555 C12 H34 2.8557 no . 7_566 C13 H12 3.4732 no . 7_566 C14 H13 3.3604 no . 7_566 C15 H7 3.2861 no . 6_555 C16 H7 3.1042 no . 6_555 C16 H8 3.5487 no . 6_555 C16 H12 3.4569 no . 7_566 C17 H8 3.5280 no . 6_555 C21 H2 3.2205 no . 8_454 C21 H13 3.5714 no . 6_545 C22 H29 3.3013 no . 6_545 C22 H35 2.8871 no . 6_545 C23 H4 3.4991 no . 7_556 C23 H5 3.5065 no . 7_556 C23 H5 3.1653 no . 8_454 C24 H9 3.3673 no . 6_555 C24 H14 3.0650 no . 6_545 C24 H22 3.5369 no . 6_555 C24 H23 3.4341 no . 6_555 C24 H24 3.3624 no . 6_555 C24 H32 2.9979 no . 4_564 C25 H9 3.5527 no . 7_556 C25 H14 3.2152 no . 7_566 C25 H29 2.9928 no . 4_565 C25 H33 3.1543 no . 7_556 B1 H5 3.5571 no . 8_454 B1 H8 3.3175 no . 8_454 B1 H13 3.0186 no . 8_464 B1 H17 3.4489 no . . B1 H18 3.2266 no . . B1 H19 3.5368 no . 3_565 B1 H20 3.2868 no . 3_565 B1 H27 3.5517 no . 2_555 B1 H34 2.7101 no . 2_555 B2 H3 3.2943 no . 3_666 B2 H10 3.2404 no . . B2 H11 3.4294 no . . B2 H15 2.9014 no . 8_565 B2 H22 3.4003 no . 8_555 B2 H24 3.5461 no . 8_555 B2 H26 3.5799 no . 8_555 B2 H29 3.5605 no . 3_666 B2 H35 2.8748 no . 3_666 H1 F6 3.0419 no . . H1 F8 3.5958 no . 3_666 H1 H1 3.2651 no . 3_666 H1 H21 3.4620 no . 8_555 H2 C7 3.5382 no . 3_666 H2 C21 3.2205 no . 8_555 H2 H11 3.4356 no . 3_666 H2 H19 3.3995 no . 8_555 H2 H21 2.3304 no . 8_555 H2 H25 3.4437 no . 8_555 H3 F7 2.8875 no . 3_666 H3 F8 2.6941 no . 3_666 H3 C6 3.5575 no . 3_666 H3 C7 3.2628 no . 3_666 H3 B2 3.2943 no . 3_666 H3 H10 3.4670 no . 3_666 H3 H11 2.9033 no . 3_666 H3 H16 3.2749 no . 6_545 H4 F1 3.4546 no . 8_555 H4 F5 3.4685 no . 2_656 H4 C23 3.4991 no . 7_556 H4 H24 3.3423 no . 7_556 H4 H26 3.0548 no . 7_556 H4 H27 3.0585 no . 7_556 H4 H32 3.5130 no . 7_556 H4 H33 3.3503 no . 7_556 H5 F1 3.2898 no . 8_555 H5 F4 2.8261 no . 8_555 H5 C23 3.5065 no . 7_556 H5 C23 3.1653 no . 8_555 H5 B1 3.5571 no . 8_555 H5 H21 3.5871 no . 8_555 H5 H25 2.4271 no . 8_555 H5 H26 3.1894 no . 7_556 H5 H26 3.0717 no . 8_555 H5 H27 2.9673 no . 7_556 H6 F5 3.2215 no . 2_656 H6 F6 2.9515 no . . H6 F6 3.2631 no . 2_656 H6 H25 3.4757 no . 8_555 H6 H26 3.0922 no . 7_556 H6 H26 3.4296 no . 8_555 H6 H27 3.5950 no . 7_556 H7 F8 3.5726 no . 3_666 H7 C15 3.2861 no . 6_545 H7 C16 3.1042 no . 6_545 H7 H15 3.5238 no . 6_545 H7 H16 3.1120 no . 6_545 H7 H28 2.8798 no . 6_545 H8 F2 2.9803 no . 8_555 H8 F4 2.7553 no . 8_555 H8 C16 3.5487 no . 6_545 H8 C17 3.5280 no . 6_545 H8 B1 3.3175 no . 8_555 H8 H28 2.9669 no . 6_545 H9 F2 3.3569 no . 8_555 H9 C24 3.3673 no . 6_545 H9 C25 3.5527 no . 7_556 H9 H28 2.6186 no . 6_545 H9 H29 3.3189 no . 6_545 H9 H32 2.7096 no . 7_556 H9 H33 3.5956 no . 7_556 H10 F6 2.4213 no . . H10 F7 3.1698 no . . H10 B2 3.2404 no . . H10 H3 3.4670 no . 3_666 H11 F6 3.4666 no . . H11 F7 2.4123 no . . H11 F7 3.1108 no . 2_656 H11 C2 3.5321 no . 3_666 H11 B2 3.4294 no . . H11 H2 3.4356 no . 3_666 H11 H3 2.9033 no . 3_666 H11 H11 3.5633 no . 2_656 H11 H16 3.1025 no . 8_565 H11 H17 3.3345 no . 8_565 H12 F3 2.5115 no . 8_565 H12 C13 3.4732 no . 7_566 H12 C16 3.4569 no . 7_566 H12 H15 3.2679 no . 7_566 H12 H16 3.1751 no . 7_566 H12 H17 3.1414 no . 8_565 H12 H20 3.2007 no . 6_555 H12 H21 3.2902 no . 6_555 H13 F1 3.5450 no . 8_565 H13 F2 2.6654 no . 8_565 H13 F3 2.4685 no . 8_565 H13 O4 3.4328 no . 7_566 H13 N3 3.4733 no . 7_566 H13 C14 3.3604 no . 7_566 H13 C21 3.5714 no . 6_555 H13 B1 3.0186 no . 8_565 H13 H20 2.6637 no . 6_555 H13 H30 3.5819 no . 6_555 H13 H34 2.5884 no . 7_566 H14 F2 3.0742 no . 8_565 H14 F5 2.9326 no . 8_464 H14 O4 2.6371 no . 7_566 H14 C9 3.5908 no . 7_566 H14 C24 3.0650 no . 6_555 H14 C25 3.2152 no . 7_566 H14 H29 2.6829 no . 6_555 H14 H30 2.5984 no . 6_555 H14 H31 3.2525 no . 7_566 H14 H32 3.1316 no . 7_566 H14 H34 2.2351 no . 7_566 H15 F5 2.7113 no . 8_464 H15 F7 2.4233 no . 8_464 H15 F8 3.1894 no . 8_464 H15 C8 3.2298 no . 7_566 H15 C9 3.4596 no . 7_566 H15 B2 2.9014 no . 8_464 H15 H7 3.5238 no . 6_555 H15 H12 3.2679 no . 7_566 H16 F7 2.4483 no . 8_464 H16 C8 3.5890 no . 7_566 H16 H3 3.2749 no . 6_555 H16 H7 3.1120 no . 6_555 H16 H11 3.1025 no . 8_464 H16 H12 3.1751 no . 7_566 H17 F3 2.4374 no . . H17 F4 3.4270 no . . H17 B1 3.4489 no . . H17 H11 3.3345 no . 8_464 H17 H12 3.1414 no . 8_464 H18 F3 3.1706 no . . H18 F4 2.3204 no . . H18 B1 3.2266 no . . H19 F2 3.3073 no . 3_565 H19 F3 3.3266 no . 3_565 H19 F4 2.8721 no . . H19 F4 3.4521 no . 3_565 H19 B1 3.5368 no . 3_565 H19 H2 3.3995 no . 8_454 H20 F2 2.7647 no . 3_565 H20 F3 2.9010 no . 3_565 H20 C8 3.5086 no . 6_545 H20 C10 3.4259 no . 6_545 H20 C11 2.9937 no . 6_545 H20 B1 3.2868 no . 3_565 H20 H12 3.2007 no . 6_545 H20 H13 2.6637 no . 6_545 H21 F3 3.5388 no . 3_565 H21 C2 3.2460 no . 8_454 H21 C8 3.3621 no . 6_545 H21 H1 3.4620 no . 8_454 H21 H2 2.3304 no . 8_454 H21 H5 3.5871 no . 8_454 H21 H12 3.2902 no . 6_545 H22 F5 3.5197 no . 8_454 H22 F6 3.1822 no . 8_454 H22 F8 2.9389 no . 8_454 H22 O3 2.9139 no . 6_545 H22 C9 3.4466 no . 6_545 H22 C10 3.5688 no . 6_545 H22 C24 3.5369 no . 6_545 H22 B2 3.4003 no . 8_454 H22 H29 3.3065 no . 6_545 H22 H35 2.2798 no . 6_545 H23 O3 3.2474 no . 6_545 H23 C10 3.4743 no . 6_545 H23 C24 3.4341 no . 6_545 H23 H28 3.2322 no . 6_545 H23 H29 3.2748 no . 6_545 H23 H35 3.0265 no . 6_545 H24 F5 3.0931 no . 8_454 H24 F6 3.3828 no . 8_454 H24 F8 3.5800 no . 8_454 H24 O3 3.3786 no . 6_545 H24 C24 3.3624 no . 6_545 H24 B2 3.5461 no . 8_454 H24 H4 3.3423 no . 7_556 H24 H28 3.4854 no . 6_545 H24 H29 2.7972 no . 6_545 H24 H31 3.5391 no . 7_556 H24 H35 2.9177 no . 6_545 H25 F4 2.7110 no . . H25 C3 3.3192 no . 8_454 H25 H2 3.4437 no . 8_454 H25 H5 2.4271 no . 8_454 H25 H6 3.4757 no . 8_454 H25 H25 3.5950 no . 2_555 H25 H27 3.3394 no . 2_555 H26 F6 2.5961 no . 8_454 H26 C3 3.2973 no . 7_556 H26 B2 3.5799 no . 8_454 H26 H4 3.0548 no . 7_556 H26 H5 3.1894 no . 7_556 H26 H5 3.0717 no . 8_454 H26 H6 3.0922 no . 7_556 H26 H6 3.4296 no . 8_454 H27 F1 2.3921 no . 2_555 H27 C3 3.3764 no . 7_556 H27 B1 3.5517 no . 2_555 H27 H4 3.0585 no . 7_556 H27 H5 2.9673 no . 7_556 H27 H6 3.5950 no . 7_556 H27 H25 3.3394 no . 2_555 H28 F2 2.9851 no . 3_565 H28 C4 2.9889 no . 6_555 H28 H7 2.8798 no . 6_555 H28 H8 2.9669 no . 6_555 H28 H9 2.6186 no . 6_555 H28 H23 3.2322 no . 6_555 H28 H24 3.4854 no . 6_555 H28 H32 3.0389 no . 4_564 H29 F2 3.1604 no . 3_565 H29 F5 2.6710 no . 3_666 H29 F8 3.2946 no . 3_666 H29 O4 3.5845 no . 4_564 H29 C12 3.4318 no . 6_545 H29 C22 3.3013 no . 6_555 H29 C25 2.9928 no . 4_564 H29 B2 3.5605 no . 3_666 H29 H9 3.3189 no . 6_555 H29 H14 2.6829 no . 6_545 H29 H22 3.3065 no . 6_555 H29 H23 3.2748 no . 6_555 H29 H24 2.7972 no . 6_555 H29 H31 2.9711 no . 4_564 H29 H32 2.2971 no . 4_564 H29 H34 3.4237 no . 4_564 H30 F2 2.4982 no . 3_565 H30 C11 3.5739 no . 6_545 H30 C12 3.0254 no . 6_545 H30 H13 3.5819 no . 6_545 H30 H14 2.5984 no . 6_545 H30 H32 3.2448 no . 4_564 H30 H34 3.5853 no . 4_564 H31 F5 2.9472 no . 2_656 H31 H14 3.2525 no . 7_566 H31 H24 3.5391 no . 7_556 H31 H29 2.9711 no . 4_565 H31 H33 3.1580 no . 7_556 H32 F1 3.1567 no . 2_555 H32 F2 2.8978 no . 2_555 H32 C4 3.5913 no . 7_556 H32 C24 2.9979 no . 4_565 H32 H4 3.5130 no . 7_556 H32 H9 2.7096 no . 7_556 H32 H14 3.1316 no . 7_566 H32 H28 3.0389 no . 4_565 H32 H29 2.2971 no . 4_565 H32 H30 3.2448 no . 4_565 H32 H33 2.9971 no . 7_556 H33 F1 3.3248 no . 2_555 H33 C25 3.1543 no . 7_556 H33 H4 3.3503 no . 7_556 H33 H9 3.5956 no . 7_556 H33 H31 3.1580 no . 7_556 H33 H32 2.9971 no . 7_556 H33 H33 2.7836 no . 7_556 H34 F1 2.2186 no . 2_555 H34 F2 2.3856 no . 2_555 H34 F3 3.1889 no . 2_555 H34 C11 3.0205 no . 7_566 H34 C12 2.8557 no . 7_566 H34 B1 2.7101 no . 2_555 H34 H13 2.5884 no . 7_566 H34 H14 2.2351 no . 7_566 H34 H29 3.4237 no . 4_565 H34 H30 3.5853 no . 4_565 H35 F5 2.9205 no . 3_666 H35 F6 3.5749 no . 3_666 H35 F8 1.8506 no . 3_666 H35 C22 2.8871 no . 6_555 H35 B2 2.8748 no . 3_666 H35 H22 2.2798 no . 6_555 H35 H23 3.0265 no . 6_555 H35 H24 2.9177 no . 6_555 #============================================================================== loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_angle_DHA _geom_hbond_publ_flag O3 H35 F8 . . 3_666 2.663(4) 0.930 1.851 144.6 no O4 H34 F1 . . 2_555 2.685(4) 0.930 2.219 110.2 no data_[Cu(tpybNO)(H2O)2](BF4)2 _database_code_depnum_ccdc_archive 'CCDC 928837' #TrackingRef '18468_web_deposit_cif_file_1_TakayukiIshida_1363072116.tpybNOCuBF42.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C23 H31 B2 Cu F8 N5 O4' _chemical_formula_moiety 'C23 H31 Cu N5 O4, 2(B F4)' _chemical_formula_weight 678.68 _chemical_absolute_configuration 'ad ' #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21 1' _symmetry_space_group_name_Hall 'P 2yb' _symmetry_Int_Tables_number 4 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,-Z #------------------------------------------------------------------------------ _cell_length_a 8.8827(5) _cell_length_b 12.1922(5) _cell_length_c 13.0916(6) _cell_angle_alpha 90.0000 _cell_angle_beta 93.129(4) _cell_angle_gamma 90.0000 _cell_volume 1415.70(12) _cell_formula_units_Z 2 _cell_measurement_reflns_used 13396 _cell_measurement_theta_min 1.56 _cell_measurement_theta_max 27.42 _cell_measurement_temperature 110 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.790 _exptl_crystal_size_mid 0.750 _exptl_crystal_size_min 0.085 _exptl_crystal_density_diffrn 1.592 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 694.00 _exptl_absorpt_coefficient_mu 0.864 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.565 _exptl_absorpt_correction_T_max 0.929 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 110 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 13674 _diffrn_reflns_av_R_equivalents 0.0376 _diffrn_reflns_theta_max 27.43 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F > 2.0 sigma(F) is used only for calculating R-factor (gt). ; _reflns_number_total 5911 _reflns_number_gt 5695 _reflns_threshold_expression F>2.0\s(F) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.0702 _refine_ls_number_restraints ? _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 5911 _refine_ls_number_parameters 421 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[0.0030Fo^2^ + 2.0000\s(Fo^2^)]' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 2.680 _refine_diff_density_min -1.320 _refine_ls_extinction_method 'Larson (1970) Crystallographic Computing eq. 22' _refine_ls_extinction_coef 1266(75) _refine_ls_abs_structure_details 'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 2540 Friedel Pairs' _refine_ls_abs_structure_Flack 0.029(12) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; B B 0.001 0.001 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Cu Cu 0.320 1.265 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; F F 0.017 0.010 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.006 0.003 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.011 0.006 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.69412(4) 0.36210(5) 0.27587(3) 0.01484(11) Uani 1.0 2 d . . . F1 F 1.0768(5) 0.3832(3) 0.5795(3) 0.0745(12) Uani 1.0 2 d . . . F2 F 0.8665(4) 0.4829(3) 0.5342(3) 0.0555(10) Uani 1.0 2 d . . . F3 F 1.0933(4) 0.5657(3) 0.5586(3) 0.0535(10) Uani 1.0 2 d . . . F4 F 0.9713(4) 0.4940(3) 0.69240(19) 0.0484(9) Uani 1.0 2 d . . . F5 F 0.6345(3) 0.6667(3) 0.12668(19) 0.0371(7) Uani 1.0 2 d . . . F6 F 0.4051(4) 0.7187(3) 0.1789(3) 0.0448(9) Uani 1.0 2 d . . . F7 F 0.4348(3) 0.5510(2) 0.10833(19) 0.0311(7) Uani 1.0 2 d . . . F8 F 0.4447(3) 0.7029(3) 0.00906(19) 0.0380(7) Uani 1.0 2 d . . . O1 O 0.6707(3) 0.1777(3) 0.2363(2) 0.0244(7) Uani 1.0 2 d . . . O2 O 0.9149(3) 0.2758(3) 0.2082(2) 0.0231(7) Uani 1.0 2 d . . . N1 N 0.5406(4) 0.1358(3) 0.2529(3) 0.0172(7) Uani 1.0 2 d . . . N2 N 0.4881(4) 0.3078(3) 0.3136(2) 0.0149(7) Uani 1.0 2 d . . . N3 N 0.6132(4) 0.4945(3) 0.3403(2) 0.0155(7) Uani 1.0 2 d . . . N4 N 0.8640(4) 0.4731(3) 0.2591(2) 0.0160(7) Uani 1.0 2 d . . . N5 N 0.9928(3) 0.3475(3) 0.1647(2) 0.0149(7) Uani 1.0 2 d . . . C1 C 0.5145(4) 0.0165(3) 0.2246(3) 0.0194(8) Uani 1.0 2 d . . . C2 C 0.6535(5) -0.0224(4) 0.1707(3) 0.0252(9) Uani 1.0 2 d . . . C3 C 0.3752(5) 0.0059(4) 0.1497(3) 0.0232(9) Uani 1.0 2 d . . . C4 C 0.4975(5) -0.0501(4) 0.3227(3) 0.0254(10) Uani 1.0 2 d . . . C5 C 0.4376(4) 0.2056(3) 0.2987(3) 0.0171(8) Uani 1.0 2 d . . . C6 C 0.2935(4) 0.1730(4) 0.3271(3) 0.0194(8) Uani 1.0 2 d . . . C7 C 0.2037(4) 0.2513(4) 0.3705(3) 0.0208(9) Uani 1.0 2 d . . . C8 C 0.2552(4) 0.3580(4) 0.3866(3) 0.0202(8) Uani 1.0 2 d . . . C9 C 0.4005(4) 0.3822(3) 0.3585(3) 0.0168(8) Uani 1.0 2 d . . . C10 C 0.4730(4) 0.4903(3) 0.3749(3) 0.0163(8) Uani 1.0 2 d . . . C11 C 0.4129(4) 0.5819(3) 0.4220(3) 0.0191(8) Uani 1.0 2 d . . . C12 C 0.5000(4) 0.6761(3) 0.4307(3) 0.0202(9) Uani 1.0 2 d . . . C13 C 0.6442(4) 0.6786(3) 0.3938(3) 0.0193(8) Uani 1.0 2 d . . . C14 C 0.6969(4) 0.5852(3) 0.3481(3) 0.0156(8) Uani 1.0 2 d . . . C15 C 0.8436(4) 0.5733(3) 0.2997(3) 0.0164(8) Uani 1.0 2 d . . . C16 C 0.9477(4) 0.6571(3) 0.2931(3) 0.0199(9) Uani 1.0 2 d . . . C17 C 1.0760(4) 0.6374(4) 0.2377(3) 0.0216(9) Uani 1.0 2 d . . . C18 C 1.0951(4) 0.5365(3) 0.1923(3) 0.0201(9) Uani 1.0 2 d . . . C19 C 0.9851(4) 0.4548(3) 0.2037(3) 0.0160(8) Uani 1.0 2 d . . . C20 C 1.0627(4) 0.3171(3) 0.0648(3) 0.0180(8) Uani 1.0 2 d . . . C21 C 1.2339(4) 0.3150(4) 0.0787(3) 0.0231(9) Uani 1.0 2 d . . . C22 C 1.0088(5) 0.3992(4) -0.0175(3) 0.0319(11) Uani 1.0 2 d . . . C23 C 1.0058(6) 0.2028(4) 0.0369(4) 0.0342(11) Uani 1.0 2 d . . . O4 O 0.7835(3) 0.2828(3) 0.4295(2) 0.0260(7) Uani 1.0 2 d . . . O3 O 0.6399(3) 0.3802(3) 0.10992(17) 0.0208(6) Uani 1.0 2 d . . . B1 B 1.0033(6) 0.4820(4) 0.5926(4) 0.0260(11) Uani 1.0 2 d . . . B2 B 0.4807(5) 0.6614(4) 0.1065(3) 0.0200(10) Uani 1.0 2 d . . . H1 H 0.6542 0.0107 0.1042 0.0305 Uiso 1.0 2 calc R . . H2 H 0.7427 -0.0012 0.2105 0.0304 Uiso 1.0 2 calc R . . H3 H 0.6511 -0.1007 0.1637 0.0305 Uiso 1.0 2 calc R . . H4 H 0.2857 0.0204 0.1854 0.0277 Uiso 1.0 2 calc R . . H5 H 0.3829 0.0580 0.0954 0.0279 Uiso 1.0 2 calc R . . H6 H 0.3700 -0.0669 0.1217 0.0278 Uiso 1.0 2 calc R . . H7 H 0.4832 -0.1261 0.3053 0.0307 Uiso 1.0 2 calc R . . H8 H 0.5871 -0.0423 0.3665 0.0306 Uiso 1.0 2 calc R . . H9 H 0.4122 -0.0242 0.3576 0.0303 Uiso 1.0 2 calc R . . H10 H 0.2596 0.1016 0.3160 0.0235 Uiso 1.0 2 calc R . . H11 H 0.1080 0.2319 0.3898 0.0253 Uiso 1.0 2 calc R . . H12 H 0.1950 0.4111 0.4150 0.0244 Uiso 1.0 2 calc R . . H13 H 0.3165 0.5798 0.4464 0.0230 Uiso 1.0 2 calc R . . H14 H 0.4626 0.7377 0.4627 0.0244 Uiso 1.0 2 calc R . . H15 H 0.7027 0.7419 0.3990 0.0231 Uiso 1.0 2 calc R . . H16 H 0.9324 0.7246 0.3239 0.0239 Uiso 1.0 2 calc R . . H17 H 1.1479 0.6921 0.2318 0.0259 Uiso 1.0 2 calc R . . H18 H 1.1791 0.5223 0.1550 0.0242 Uiso 1.0 2 calc R . . H19 H 1.2700 0.3880 0.0926 0.0279 Uiso 1.0 2 calc R . . H20 H 1.2644 0.2678 0.1348 0.0279 Uiso 1.0 2 calc R . . H21 H 1.2754 0.2883 0.0172 0.0280 Uiso 1.0 2 calc R . . H22 H 1.0405 0.3761 -0.0830 0.0384 Uiso 1.0 2 calc R . . H23 H 0.9007 0.4034 -0.0195 0.0383 Uiso 1.0 2 calc R . . H24 H 1.0506 0.4701 -0.0013 0.0384 Uiso 1.0 2 calc R . . H25 H 1.0537 0.1772 -0.0226 0.0415 Uiso 1.0 2 calc R . . H26 H 1.0293 0.1540 0.0931 0.0418 Uiso 1.0 2 calc R . . H27 H 0.8986 0.2048 0.0229 0.0416 Uiso 1.0 2 calc R . . H28 H 0.5885 0.4420 0.0852 0.0250 Uiso 1.0 2 calc R . . H31 H 0.7708 0.3188 0.4911 0.0316 Uiso 1.0 2 calc R . . H30 H 0.8318 0.2151 0.4293 0.0312 Uiso 1.0 2 calc R . . H29 H 0.6684 0.3261 0.0649 0.0254 Uiso 1.0 2 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu1 0.0150(2) 0.0115(2) 0.0183(2) -0.00027(16) 0.00401(12) -0.00132(16) F1 0.121(4) 0.039(2) 0.071(2) 0.049(2) 0.068(3) 0.0302(17) F2 0.0518(19) 0.071(3) 0.0420(15) -0.0040(17) -0.0101(13) -0.0079(16) F3 0.0529(19) 0.0383(18) 0.071(2) -0.0154(15) 0.0193(16) -0.0041(16) F4 0.0440(17) 0.071(3) 0.0307(12) 0.0230(16) 0.0088(11) -0.0036(14) F5 0.0229(12) 0.0518(18) 0.0361(13) -0.0099(12) -0.0034(10) 0.0143(13) F6 0.0473(17) 0.0379(16) 0.0514(17) -0.0107(14) 0.0239(14) -0.0208(14) F7 0.0283(13) 0.0172(12) 0.0486(13) -0.0017(9) 0.0093(10) 0.0037(10) F8 0.0383(14) 0.0394(16) 0.0352(13) -0.0012(12) -0.0069(11) 0.0144(12) O1 0.0199(13) 0.0187(14) 0.0358(15) -0.0051(11) 0.0110(11) -0.0026(12) O2 0.0232(15) 0.0132(13) 0.0339(14) -0.0027(11) 0.0121(11) 0.0004(11) N1 0.0152(14) 0.0150(15) 0.0220(13) -0.0021(11) 0.0059(10) -0.0012(12) N2 0.0153(13) 0.0129(15) 0.0167(12) -0.0010(11) 0.0035(10) 0.0017(11) N3 0.0170(14) 0.0145(15) 0.0153(12) -0.0003(11) 0.0023(10) -0.0003(11) N4 0.0146(14) 0.0164(15) 0.0173(12) -0.0008(11) 0.0022(10) 0.0002(11) N5 0.0128(12) 0.0105(16) 0.0218(12) -0.0002(11) 0.0040(9) 0.0002(11) C1 0.0240(18) 0.0126(16) 0.0217(16) -0.0034(13) 0.0031(13) -0.0005(14) C2 0.029(2) 0.0185(18) 0.0288(17) 0.0008(15) 0.0060(15) -0.0076(15) C3 0.0257(19) 0.0203(19) 0.0235(16) -0.0030(15) 0.0010(14) -0.0030(15) C4 0.034(2) 0.0176(19) 0.0249(17) -0.0018(15) 0.0032(14) 0.0041(15) C5 0.0194(16) 0.0131(16) 0.0191(15) -0.0007(13) 0.0035(12) -0.0006(13) C6 0.0185(16) 0.0204(18) 0.0195(15) -0.0052(14) 0.0043(12) 0.0024(14) C7 0.0179(17) 0.0255(19) 0.0197(16) -0.0019(14) 0.0063(12) 0.0022(14) C8 0.0169(14) 0.0228(17) 0.0215(14) 0.0017(17) 0.0069(11) 0.0009(17) C9 0.0187(15) 0.018(3) 0.0138(13) 0.0016(13) 0.0038(11) 0.0022(13) C10 0.0193(16) 0.0150(17) 0.0146(14) 0.0027(13) 0.0025(12) 0.0014(13) C11 0.0200(17) 0.0202(18) 0.0177(14) 0.0051(14) 0.0056(12) 0.0003(13) C12 0.0253(18) 0.0172(18) 0.0184(15) 0.0037(14) 0.0055(13) -0.0017(14) C13 0.0234(17) 0.0169(17) 0.0177(15) -0.0010(14) 0.0010(12) -0.0026(13) C14 0.0186(16) 0.0161(17) 0.0120(13) 0.0006(13) 0.0006(11) 0.0000(12) C15 0.0183(16) 0.0166(17) 0.0143(14) 0.0002(13) 0.0009(11) -0.0026(13) C16 0.0208(17) 0.0148(17) 0.0243(16) -0.0034(13) 0.0033(13) -0.0049(14) C17 0.0161(16) 0.0205(18) 0.0284(17) -0.0050(14) 0.0041(13) 0.0004(15) C18 0.0171(16) 0.0178(18) 0.0256(16) -0.0013(13) 0.0044(13) 0.0004(14) C19 0.0138(17) 0.0146(17) 0.0197(15) 0.0009(13) 0.0006(12) 0.0002(13) C20 0.0189(16) 0.0160(17) 0.0196(15) -0.0003(13) 0.0052(12) -0.0036(13) C21 0.0174(17) 0.0243(19) 0.0280(17) 0.0017(14) 0.0049(13) -0.0035(15) C22 0.032(2) 0.039(3) 0.0243(18) 0.0106(18) 0.0022(15) 0.0064(17) C23 0.038(3) 0.029(3) 0.037(2) -0.0138(19) 0.0146(17) -0.0154(18) O4 0.0252(14) 0.0252(15) 0.0276(13) 0.0013(12) 0.0010(10) 0.0061(12) O3 0.0242(12) 0.0193(15) 0.0188(11) 0.0025(10) -0.0001(9) -0.0014(10) B1 0.031(3) 0.019(2) 0.028(2) 0.0052(17) 0.0077(17) 0.0009(17) B2 0.0232(19) 0.017(2) 0.0205(17) -0.0019(15) 0.0044(14) 0.0019(15) #============================================================================== _computing_data_collection 'RAPID AUTO' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'Il Milione (Burla, et al., 2007)' _computing_structure_refinement 'CRYSTALS (Carruthers, et al., 1999)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Cu1 O1 2.314(3) yes . . Cu1 O2 2.434(3) yes . . Cu1 N2 2.033(3) yes . . Cu1 N3 1.975(3) yes . . Cu1 N4 2.047(3) yes . . Cu1 O4 2.332(3) yes . . Cu1 O3 2.211(3) yes . . F1 B1 1.385(6) yes . . F2 B1 1.399(6) yes . . F3 B1 1.385(6) yes . . F4 B1 1.360(6) yes . . F5 B2 1.378(5) yes . . F6 B2 1.381(5) yes . . F7 B2 1.407(5) yes . . F8 B2 1.394(5) yes . . O1 N1 1.292(4) yes . . O2 N5 1.269(4) yes . . N1 C1 1.516(5) yes . . N1 C5 1.408(5) yes . . N2 C5 1.334(5) yes . . N2 C9 1.351(5) yes . . N3 C10 1.349(5) yes . . N3 C14 1.333(5) yes . . N4 C15 1.349(5) yes . . N4 C19 1.348(5) yes . . N5 C19 1.407(5) yes . . N5 C20 1.524(5) yes . . C1 C2 1.531(6) yes . . C1 C3 1.542(6) yes . . C1 C4 1.533(5) yes . . C5 C6 1.410(5) yes . . C6 C7 1.386(6) yes . . C7 C8 1.391(6) yes . . C8 C9 1.393(5) yes . . C9 C10 1.478(5) yes . . C10 C11 1.396(5) yes . . C11 C12 1.387(6) yes . . C12 C13 1.394(6) yes . . C13 C14 1.381(5) yes . . C14 C15 1.486(5) yes . . C15 C16 1.384(5) yes . . C16 C17 1.404(5) yes . . C17 C18 1.380(6) yes . . C18 C19 1.409(5) yes . . C20 C21 1.522(5) yes . . C20 C22 1.528(6) yes . . C20 C23 1.520(6) yes . . C2 H1 0.960 no . . C2 H2 0.960 no . . C2 H3 0.960 no . . C3 H4 0.960 no . . C3 H5 0.960 no . . C3 H6 0.960 no . . C4 H7 0.960 no . . C4 H8 0.960 no . . C4 H9 0.960 no . . C6 H10 0.930 no . . C7 H11 0.930 no . . C8 H12 0.930 no . . C11 H13 0.930 no . . C12 H14 0.930 no . . C13 H15 0.930 no . . C16 H16 0.930 no . . C17 H17 0.930 no . . C18 H18 0.930 no . . C21 H19 0.960 no . . C21 H20 0.960 no . . C21 H21 0.960 no . . C22 H22 0.960 no . . C22 H23 0.960 no . . C22 H24 0.960 no . . C23 H25 0.960 no . . C23 H26 0.960 no . . C23 H27 0.960 no . . O4 H31 0.930 no . . O4 H30 0.930 no . . O3 H28 0.930 no . . O3 H29 0.930 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 O1 Cu1 O2 64.09(10) yes . . . O1 Cu1 N2 70.52(11) yes . . . O1 Cu1 N3 149.25(11) yes . . . O1 Cu1 N4 132.54(11) yes . . . O1 Cu1 O4 79.18(10) yes . . . O1 Cu1 O3 82.25(10) yes . . . O2 Cu1 N2 134.55(11) yes . . . O2 Cu1 N3 145.88(11) yes . . . O2 Cu1 N4 68.52(11) yes . . . O2 Cu1 O4 83.79(10) yes . . . O2 Cu1 O3 79.75(10) yes . . . N2 Cu1 N3 78.99(12) yes . . . N2 Cu1 N4 156.93(13) yes . . . N2 Cu1 O4 85.61(11) yes . . . N2 Cu1 O3 96.94(10) yes . . . N3 Cu1 N4 78.05(12) yes . . . N3 Cu1 O4 94.91(11) yes . . . N3 Cu1 O3 105.83(11) yes . . . N4 Cu1 O4 98.54(11) yes . . . N4 Cu1 O3 87.19(11) yes . . . O4 Cu1 O3 159.22(11) yes . . . Cu1 O1 N1 114.6(2) yes . . . Cu1 O2 N5 109.6(2) yes . . . O1 N1 C1 117.7(3) yes . . . O1 N1 C5 116.2(3) yes . . . C1 N1 C5 126.2(3) yes . . . Cu1 N2 C5 124.6(3) yes . . . Cu1 N2 C9 115.8(3) yes . . . C5 N2 C9 119.6(3) yes . . . Cu1 N3 C10 118.5(3) yes . . . Cu1 N3 C14 119.7(3) yes . . . C10 N3 C14 121.8(3) yes . . . Cu1 N4 C15 116.2(3) yes . . . Cu1 N4 C19 124.2(3) yes . . . C15 N4 C19 119.4(3) yes . . . O2 N5 C19 116.0(3) yes . . . O2 N5 C20 118.4(3) yes . . . C19 N5 C20 124.6(3) yes . . . N1 C1 C2 107.0(3) yes . . . N1 C1 C3 110.0(3) yes . . . N1 C1 C4 109.0(3) yes . . . C2 C1 C3 108.7(3) yes . . . C2 C1 C4 109.9(3) yes . . . C3 C1 C4 112.1(3) yes . . . N1 C5 N2 113.9(3) yes . . . N1 C5 C6 124.2(4) yes . . . N2 C5 C6 121.9(4) yes . . . C5 C6 C7 117.7(4) yes . . . C6 C7 C8 121.0(4) yes . . . C7 C8 C9 117.4(4) yes . . . N2 C9 C8 122.5(4) yes . . . N2 C9 C10 113.9(3) yes . . . C8 C9 C10 123.6(4) yes . . . N3 C10 C9 112.8(3) yes . . . N3 C10 C11 120.0(4) yes . . . C9 C10 C11 127.1(4) yes . . . C10 C11 C12 118.3(4) yes . . . C11 C12 C13 120.6(4) yes . . . C12 C13 C14 118.2(4) yes . . . N3 C14 C13 121.1(3) yes . . . N3 C14 C15 112.7(3) yes . . . C13 C14 C15 126.2(4) yes . . . N4 C15 C14 113.3(3) yes . . . N4 C15 C16 122.6(4) yes . . . C14 C15 C16 124.0(4) yes . . . C15 C16 C17 118.1(4) yes . . . C16 C17 C18 119.8(4) yes . . . C17 C18 C19 118.8(4) yes . . . N4 C19 N5 113.9(3) yes . . . N4 C19 C18 121.2(4) yes . . . N5 C19 C18 124.8(3) yes . . . N5 C20 C21 110.6(3) yes . . . N5 C20 C22 108.6(3) yes . . . N5 C20 C23 106.5(3) yes . . . C21 C20 C22 111.6(4) yes . . . C21 C20 C23 109.3(4) yes . . . C22 C20 C23 110.1(4) yes . . . F1 B1 F2 109.9(4) yes . . . F1 B1 F3 108.4(4) yes . . . F1 B1 F4 109.7(4) yes . . . F2 B1 F3 108.6(4) yes . . . F2 B1 F4 107.7(4) yes . . . F3 B1 F4 112.5(4) yes . . . F5 B2 F6 111.0(4) yes . . . F5 B2 F7 109.1(4) yes . . . F5 B2 F8 109.5(4) yes . . . F6 B2 F7 108.7(4) yes . . . F6 B2 F8 110.3(4) yes . . . F7 B2 F8 108.1(3) yes . . . C1 C2 H1 109.506 no . . . C1 C2 H2 109.229 no . . . C1 C2 H3 109.764 no . . . H1 C2 H2 109.447 no . . . H1 C2 H3 109.439 no . . . H2 C2 H3 109.443 no . . . C1 C3 H4 109.428 no . . . C1 C3 H5 109.174 no . . . C1 C3 H6 109.899 no . . . H4 C3 H5 109.440 no . . . H4 C3 H6 109.444 no . . . H5 C3 H6 109.441 no . . . C1 C4 H7 109.273 no . . . C1 C4 H8 109.360 no . . . C1 C4 H9 109.877 no . . . H7 C4 H8 109.439 no . . . H7 C4 H9 109.437 no . . . H8 C4 H9 109.440 no . . . C5 C6 H10 120.901 no . . . C7 C6 H10 121.399 no . . . C6 C7 H11 119.360 no . . . C8 C7 H11 119.664 no . . . C7 C8 H12 121.338 no . . . C9 C8 H12 121.270 no . . . C10 C11 H13 120.778 no . . . C12 C11 H13 120.946 no . . . C11 C12 H14 119.615 no . . . C13 C12 H14 119.764 no . . . C12 C13 H15 120.859 no . . . C14 C13 H15 120.958 no . . . C15 C16 H16 120.803 no . . . C17 C16 H16 121.117 no . . . C16 C17 H17 120.017 no . . . C18 C17 H17 120.214 no . . . C17 C18 H18 120.825 no . . . C19 C18 H18 120.331 no . . . C20 C21 H19 109.175 no . . . C20 C21 H20 109.915 no . . . C20 C21 H21 109.412 no . . . H19 C21 H20 109.439 no . . . H19 C21 H21 109.444 no . . . H20 C21 H21 109.442 no . . . C20 C22 H22 109.973 no . . . C20 C22 H23 109.174 no . . . C20 C22 H24 109.355 no . . . H22 C22 H23 109.449 no . . . H22 C22 H24 109.437 no . . . H23 C22 H24 109.438 no . . . C20 C23 H25 109.661 no . . . C20 C23 H26 109.196 no . . . C20 C23 H27 109.638 no . . . H25 C23 H26 109.445 no . . . H25 C23 H27 109.440 no . . . H26 C23 H27 109.448 no . . . Cu1 O4 H31 119.991 no . . . Cu1 O4 H30 120.011 no . . . H31 O4 H30 119.998 no . . . Cu1 O3 H28 120.014 no . . . Cu1 O3 H29 119.987 no . . . H28 O3 H29 119.999 no . . . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 O1 Cu1 O2 N5 153.8(2) no . . . . O2 Cu1 O1 N1 -179.4(2) no . . . . O1 Cu1 N2 C5 -1.41(18) no . . . . O1 Cu1 N2 C9 177.3(2) no . . . . N2 Cu1 O1 N1 3.10(16) no . . . . O1 Cu1 N3 C10 -8.4(4) no . . . . O1 Cu1 N3 C14 171.87(15) no . . . . N3 Cu1 O1 N1 10.9(4) no . . . . O1 Cu1 N4 C15 -174.21(14) no . . . . O1 Cu1 N4 C19 11.6(3) no . . . . N4 Cu1 O1 N1 -176.05(15) no . . . . O4 Cu1 O1 N1 92.24(18) no . . . . O3 Cu1 O1 N1 -97.12(18) no . . . . O2 Cu1 N2 C5 -4.6(3) no . . . . O2 Cu1 N2 C9 174.09(13) no . . . . N2 Cu1 O2 N5 157.14(15) no . . . . O2 Cu1 N3 C10 -171.59(14) no . . . . O2 Cu1 N3 C14 8.6(3) no . . . . N3 Cu1 O2 N5 -35.7(3) no . . . . O2 Cu1 N4 C15 -170.9(2) no . . . . O2 Cu1 N4 C19 14.93(18) no . . . . N4 Cu1 O2 N5 -23.54(16) no . . . . O4 Cu1 O2 N5 -125.27(17) no . . . . O3 Cu1 O2 N5 67.47(17) no . . . . N2 Cu1 N3 C10 -0.86(18) no . . . . N2 Cu1 N3 C14 179.4(2) no . . . . N3 Cu1 N2 C5 -177.3(3) no . . . . N3 Cu1 N2 C9 1.37(17) no . . . . N2 Cu1 N4 C15 7.8(4) no . . . . N2 Cu1 N4 C19 -166.3(2) no . . . . N4 Cu1 N2 C5 177.0(2) no . . . . N4 Cu1 N2 C9 -4.3(4) no . . . . O4 Cu1 N2 C5 -81.5(2) no . . . . O4 Cu1 N2 C9 97.24(18) no . . . . O3 Cu1 N2 C5 77.8(2) no . . . . O3 Cu1 N2 C9 -103.48(18) no . . . . N3 Cu1 N4 C15 2.16(18) no . . . . N3 Cu1 N4 C19 -172.0(3) no . . . . N4 Cu1 N3 C10 176.9(2) no . . . . N4 Cu1 N3 C14 -2.90(18) no . . . . O4 Cu1 N3 C10 -85.41(19) no . . . . O4 Cu1 N3 C14 94.81(19) no . . . . O3 Cu1 N3 C10 93.32(19) no . . . . O3 Cu1 N3 C14 -86.46(19) no . . . . O4 Cu1 N4 C15 -91.10(19) no . . . . O4 Cu1 N4 C19 94.8(2) no . . . . O3 Cu1 N4 C15 108.98(19) no . . . . O3 Cu1 N4 C19 -65.2(2) no . . . . Cu1 O1 N1 C1 177.51(15) no . . . . Cu1 O1 N1 C5 -4.3(4) no . . . . Cu1 O2 N5 C19 29.5(3) no . . . . Cu1 O2 N5 C20 -139.70(17) no . . . . O1 N1 C1 C2 -5.8(4) no . . . . O1 N1 C1 C3 -123.7(3) no . . . . O1 N1 C1 C4 113.1(3) no . . . . O1 N1 C5 N2 3.3(4) no . . . . O1 N1 C5 C6 -176.7(3) no . . . . C1 N1 C5 N2 -178.8(3) no . . . . C1 N1 C5 C6 1.2(5) no . . . . C5 N1 C1 C2 176.3(3) no . . . . C5 N1 C1 C3 58.4(4) no . . . . C5 N1 C1 C4 -64.9(4) no . . . . Cu1 N2 C5 N1 -0.3(4) no . . . . Cu1 N2 C5 C6 179.70(18) no . . . . Cu1 N2 C9 C8 178.46(18) no . . . . Cu1 N2 C9 C10 -1.6(3) no . . . . C5 N2 C9 C8 -2.8(5) no . . . . C5 N2 C9 C10 177.2(3) no . . . . C9 N2 C5 N1 -179.0(3) no . . . . C9 N2 C5 C6 1.0(5) no . . . . Cu1 N3 C10 C9 0.3(4) no . . . . Cu1 N3 C10 C11 179.18(18) no . . . . Cu1 N3 C14 C13 -179.18(17) no . . . . Cu1 N3 C14 C15 3.0(4) no . . . . C10 N3 C14 C13 1.0(5) no . . . . C10 N3 C14 C15 -176.7(3) no . . . . C14 N3 C10 C9 -180.0(3) no . . . . C14 N3 C10 C11 -1.1(5) no . . . . Cu1 N4 C15 C14 -1.2(4) no . . . . Cu1 N4 C15 C16 -179.05(19) no . . . . Cu1 N4 C19 N5 -5.4(4) no . . . . Cu1 N4 C19 C18 177.58(18) no . . . . C15 N4 C19 N5 -179.4(3) no . . . . C15 N4 C19 C18 3.6(5) no . . . . C19 N4 C15 C14 173.2(3) no . . . . C19 N4 C15 C16 -4.6(5) no . . . . O2 N5 C19 N4 -19.2(4) no . . . . O2 N5 C19 C18 157.7(3) no . . . . O2 N5 C20 C21 -113.8(3) no . . . . O2 N5 C20 C22 123.4(3) no . . . . O2 N5 C20 C23 4.8(4) no . . . . C19 N5 C20 C21 78.0(4) no . . . . C19 N5 C20 C22 -44.8(4) no . . . . C19 N5 C20 C23 -163.4(3) no . . . . C20 N5 C19 N4 149.2(3) no . . . . C20 N5 C19 C18 -33.9(5) no . . . . N1 C5 C6 C7 -179.2(3) no . . . . N2 C5 C6 C7 0.7(5) no . . . . C5 C6 C7 C8 -0.9(5) no . . . . C6 C7 C8 C9 -0.7(5) no . . . . C7 C8 C9 N2 2.6(5) no . . . . C7 C8 C9 C10 -177.3(3) no . . . . N2 C9 C10 N3 0.9(4) no . . . . N2 C9 C10 C11 -177.9(3) no . . . . C8 C9 C10 N3 -179.2(3) no . . . . C8 C9 C10 C11 2.0(5) no . . . . N3 C10 C11 C12 0.7(5) no . . . . C9 C10 C11 C12 179.5(3) no . . . . C10 C11 C12 C13 -0.4(5) no . . . . C11 C12 C13 C14 0.4(5) no . . . . C12 C13 C14 N3 -0.7(5) no . . . . C12 C13 C14 C15 176.8(3) no . . . . N3 C14 C15 N4 -1.0(4) no . . . . N3 C14 C15 C16 176.7(3) no . . . . C13 C14 C15 N4 -178.7(3) no . . . . C13 C14 C15 C16 -0.9(5) no . . . . N4 C15 C16 C17 2.9(5) no . . . . C14 C15 C16 C17 -174.7(3) no . . . . C15 C16 C17 C18 -0.2(5) no . . . . C16 C17 C18 C19 -0.6(5) no . . . . C17 C18 C19 N4 -1.0(5) no . . . . C17 C18 C19 N5 -177.7(3) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 O1 C2 2.587(5) no . . O1 C3 3.498(5) no . . O1 C4 3.398(5) no . . O2 C18 3.570(5) no . . O2 C21 3.414(5) no . . O2 C22 3.458(5) no . . O2 C23 2.583(6) no . . N1 C9 3.560(5) no . . N1 O4 3.559(4) no . . N2 C7 2.760(5) no . . N3 C12 2.728(5) no . . N4 C17 2.774(5) no . . N5 C15 3.566(5) no . . N5 O3 3.202(4) no . . C1 C6 3.095(6) no . . C3 C5 3.150(6) no . . C3 C6 3.202(6) no . . C4 C5 3.176(6) no . . C4 C6 3.271(6) no . . C5 C8 2.757(6) no . . C5 O4 3.561(5) no . . C6 C9 2.745(6) no . . C8 C11 3.092(6) no . . C10 C13 2.758(5) no . . C11 C14 2.752(5) no . . C13 C16 3.076(6) no . . C15 C18 2.741(5) no . . C16 C19 2.757(5) no . . C18 C20 3.158(5) no . . C18 C21 3.351(6) no . . C18 C22 3.272(6) no . . C19 C21 3.296(6) no . . C19 C22 2.993(5) no . . C19 O3 3.365(5) no . . F1 C7 3.417(5) no . 1_655 F1 C8 3.069(5) no . 1_655 F1 C13 3.520(6) no . 2_746 F1 C16 3.236(5) no . 2_746 F1 O4 3.404(5) no . . F2 N3 3.303(4) no . . F2 C6 3.312(5) no . 2_656 F2 C7 3.570(6) no . 2_656 F2 C13 3.546(5) no . . F2 C14 3.060(5) no . . F2 C15 3.258(5) no . . F2 O4 2.875(5) no . . F3 O1 3.585(5) no . 2_756 F3 C11 3.442(5) no . 1_655 F3 O4 2.865(5) no . 2_756 F4 C6 3.208(5) no . 2_656 F4 C7 3.577(6) no . 2_656 F5 N3 3.510(4) no . . F5 N4 3.514(4) no . . F5 C13 3.497(5) no . . F5 C14 3.086(4) no . . F5 C15 3.069(4) no . . F5 C16 3.440(5) no . . F5 C21 3.494(5) no . 2_755 F5 O3 3.501(4) no . . F6 C3 3.530(5) no . 1_565 F6 C4 3.463(5) no . 1_565 F6 C11 3.591(5) no . . F6 C12 3.399(5) no . . F6 C13 3.467(5) no . . F6 C17 3.220(5) no . 1_455 F6 C18 3.550(5) no . 1_455 F7 N3 3.417(4) no . . F7 C10 3.566(4) no . . F7 C18 3.272(5) no . 1_455 F7 C21 3.397(5) no . 1_455 F7 O3 2.766(4) no . . F8 O1 3.332(4) no . 2_655 F8 N1 3.535(4) no . 2_655 F8 C21 3.420(5) no . 2_755 F8 O3 2.745(4) no . 2_655 O1 F3 3.585(5) no . 2_746 O1 F8 3.332(4) no . 2_645 O2 C7 3.255(5) no . 1_655 N1 F8 3.535(4) no . 2_645 N3 F2 3.303(4) no . . N3 F5 3.510(4) no . . N3 F7 3.417(4) no . . N4 F5 3.514(4) no . . N5 C7 3.405(5) no . 1_655 C3 F6 3.530(5) no . 1_545 C4 F6 3.463(5) no . 1_545 C5 C12 3.573(5) no . 2_646 C5 C21 3.575(5) no . 1_455 C6 F2 3.312(5) no . 2_646 C6 F4 3.208(5) no . 2_646 C6 C12 3.575(5) no . 2_646 C7 F1 3.417(5) no . 1_455 C7 F2 3.570(6) no . 2_646 C7 F4 3.577(6) no . 2_646 C7 O2 3.255(5) no . 1_455 C7 N5 3.405(5) no . 1_455 C7 C13 3.416(5) no . 2_646 C8 F1 3.069(5) no . 1_455 C8 C18 3.583(5) no . 1_455 C8 C19 3.501(5) no . 1_455 C10 F7 3.566(4) no . . C11 F3 3.442(5) no . 1_455 C11 F6 3.591(5) no . . C12 F6 3.399(5) no . . C12 C5 3.573(5) no . 2_656 C12 C6 3.575(5) no . 2_656 C12 O4 3.447(5) no . 2_656 C13 F1 3.520(6) no . 2_756 C13 F2 3.546(5) no . . C13 F5 3.497(5) no . . C13 F6 3.467(5) no . . C13 C7 3.416(5) no . 2_656 C14 F2 3.060(5) no . . C14 F5 3.086(4) no . . C15 F2 3.258(5) no . . C15 F5 3.069(4) no . . C16 F1 3.236(5) no . 2_756 C16 F5 3.440(5) no . . C17 F6 3.220(5) no . 1_655 C18 F6 3.550(5) no . 1_655 C18 F7 3.272(5) no . 1_655 C18 C8 3.583(5) no . 1_655 C19 C8 3.501(5) no . 1_655 C21 F5 3.494(5) no . 2_745 C21 F7 3.397(5) no . 1_655 C21 F8 3.420(5) no . 2_745 C21 C5 3.575(5) no . 1_655 O4 F1 3.404(5) no . . O4 F2 2.875(5) no . . O4 F3 2.865(5) no . 2_746 O4 C12 3.447(5) no . 2_646 O3 F5 3.501(4) no . . O3 F7 2.766(4) no . . O3 F8 2.745(4) no . 2_645 O1 H1 2.6696 no . . O1 H2 2.3029 no . . O1 H3 3.5267 no . . O1 H5 3.3986 no . . O1 H8 3.2844 no . . O1 H27 3.5539 no . . O1 H30 2.8715 no . . O1 H29 2.8820 no . . O2 H20 3.3016 no . . O2 H23 3.3581 no . . O2 H25 3.5360 no . . O2 H26 2.3826 no . . O2 H27 2.5719 no . . O2 H30 3.1151 no . . O2 H29 2.8702 no . . N1 H1 2.7106 no . . N1 H2 2.5360 no . . N1 H3 3.2818 no . . N1 H4 2.7694 no . . N1 H5 2.6072 no . . N1 H6 3.3267 no . . N1 H7 3.3110 no . . N1 H8 2.6521 no . . N1 H9 2.6751 no . . N1 H10 2.7040 no . . N1 H30 3.5084 no . . N2 H10 3.2321 no . . N2 H12 3.2409 no . . N2 H28 3.5658 no . . N2 H31 3.3293 no . . N2 H30 3.5194 no . . N3 H13 3.2181 no . . N3 H15 3.2014 no . . N3 H28 3.3958 no . . N3 H31 3.1858 no . . N4 H16 3.2302 no . . N4 H18 3.2352 no . . N4 H28 3.2724 no . . N4 H29 3.4952 no . . N5 H18 2.7052 no . . N5 H19 2.7297 no . . N5 H20 2.6503 no . . N5 H21 3.3285 no . . N5 H22 3.3115 no . . N5 H23 2.5942 no . . N5 H24 2.7087 no . . N5 H25 3.2807 no . . N5 H26 2.5661 no . . N5 H27 2.6466 no . . N5 H29 3.1090 no . . C1 H10 2.8154 no . . C2 H4 3.3243 no . . C2 H5 2.7296 no . . C2 H6 2.6207 no . . C2 H7 2.6985 no . . C2 H8 2.6726 no . . C2 H9 3.3396 no . . C3 H1 2.5816 no . . C3 H2 3.3190 no . . C3 H3 2.7713 no . . C3 H7 2.7276 no . . C3 H8 3.3703 no . . C3 H9 2.7475 no . . C3 H10 2.7194 no . . C4 H1 3.3322 no . . C4 H2 2.7577 no . . C4 H3 2.6238 no . . C4 H4 2.6726 no . . C4 H5 3.3617 no . . C4 H6 2.8141 no . . C4 H10 2.8063 no . . C5 H4 2.9839 no . . C5 H5 3.2280 no . . C5 H8 3.4000 no . . C5 H9 2.9177 no . . C5 H11 3.2364 no . . C6 H4 2.6257 no . . C6 H5 3.4733 no . . C6 H9 2.6462 no . . C6 H12 3.2597 no . . C8 H10 3.2607 no . . C8 H13 2.8601 no . . C9 H11 3.2232 no . . C9 H13 2.7893 no . . C10 H12 2.7291 no . . C10 H14 3.2309 no . . C11 H12 2.8410 no . . C11 H15 3.2570 no . . C13 H13 3.2584 no . . C13 H16 2.8216 no . . C14 H14 3.2224 no . . C14 H16 2.7271 no . . C15 H15 2.7664 no . . C15 H17 3.2340 no . . C16 H15 2.8383 no . . C16 H18 3.2548 no . . C18 H16 3.2531 no . . C18 H19 2.7608 no . . C18 H23 3.5751 no . . C18 H24 2.6692 no . . C19 H17 3.2470 no . . C19 H19 3.0967 no . . C19 H20 3.5235 no . . C19 H23 3.0423 no . . C19 H24 2.7833 no . . C20 H18 2.9314 no . . C20 H29 3.5038 no . . C21 H18 2.7714 no . . C21 H22 2.7550 no . . C21 H23 3.3401 no . . C21 H24 2.6714 no . . C21 H25 2.6285 no . . C21 H26 2.6883 no . . C21 H27 3.3121 no . . C22 H18 3.0445 no . . C22 H19 2.6674 no . . C22 H20 3.3468 no . . C22 H21 2.7432 no . . C22 H25 2.7372 no . . C22 H26 3.3219 no . . C22 H27 2.6294 no . . C22 H29 3.3843 no . . C23 H19 3.3089 no . . C23 H20 2.6880 no . . C23 H21 2.6374 no . . C23 H22 2.6601 no . . C23 H23 2.7057 no . . C23 H24 3.3241 no . . C23 H29 3.3902 no . . O3 H23 2.9576 no . . O3 H27 3.3827 no . . H1 H4 3.4987 no . . H1 H5 2.4746 no . . H1 H6 2.7174 no . . H1 H7 3.5294 no . . H1 H8 3.5763 no . . H1 H27 3.4195 no . . H2 H5 3.5331 no . . H2 H6 3.5399 no . . H2 H7 3.0796 no . . H2 H8 2.5769 no . . H2 H26 3.5849 no . . H3 H4 3.5914 no . . H3 H5 3.1605 no . . H3 H6 2.5601 no . . H3 H7 2.4614 no . . H3 H8 2.8366 no . . H3 H9 3.5224 no . . H4 H7 2.9032 no . . H4 H8 3.5614 no . . H4 H9 2.5229 no . . H4 H10 1.9997 no . . H5 H9 3.5722 no . . H5 H10 3.1887 no . . H6 H7 2.6533 no . . H6 H9 3.1336 no . . H6 H10 3.4524 no . . H7 H10 3.4198 no . . H8 H10 3.4305 no . . H9 H10 2.0985 no . . H10 H11 2.3265 no . . H11 H12 2.3346 no . . H12 H13 2.3493 no . . H13 H14 2.3247 no . . H14 H15 2.3326 no . . H15 H16 2.3225 no . . H16 H17 2.3502 no . . H17 H18 2.3248 no . . H18 H19 2.0191 no . . H18 H20 3.2090 no . . H18 H21 3.5064 no . . H18 H23 3.5805 no . . H18 H24 2.3747 no . . H19 H22 2.9917 no . . H19 H23 3.5247 no . . H19 H24 2.4595 no . . H19 H25 3.5002 no . . H19 H26 3.5650 no . . H20 H24 3.5343 no . . H20 H25 2.9233 no . . H20 H26 2.5418 no . . H20 H27 3.5739 no . . H21 H22 2.6308 no . . H21 H24 2.9838 no . . H21 H25 2.4233 no . . H21 H26 2.9470 no . . H21 H27 3.5033 no . . H22 H25 2.5513 no . . H22 H26 3.5610 no . . H22 H27 2.8404 no . . H23 H25 3.0754 no . . H23 H26 3.5404 no . . H23 H27 2.4847 no . . H23 H28 3.1945 no . . H23 H29 2.5720 no . . H24 H25 3.5820 no . . H24 H27 3.5263 no . . H27 H29 2.6061 no . . F1 H2 3.4108 no . 2_756 F1 H8 3.1631 no . 2_756 F1 H11 3.1183 no . 1_655 F1 H12 2.4701 no . 1_655 F1 H15 2.6126 no . 2_746 F1 H16 2.3150 no . 2_746 F1 H31 3.0003 no . . F1 H30 3.5121 no . . F2 H9 2.9199 no . 2_656 F2 H10 2.7269 no . 2_656 F2 H11 3.1994 no . 2_656 F2 H12 3.4945 no . 1_655 F2 H31 2.2340 no . . F2 H30 3.5487 no . . F3 H2 3.3827 no . 2_756 F3 H8 3.2325 no . 2_756 F3 H11 2.8096 no . 2_656 F3 H12 2.8443 no . 1_655 F3 H13 2.5369 no . 1_655 F3 H31 3.3895 no . 2_756 F3 H30 1.9427 no . 2_756 F4 H2 2.7782 no . 2_756 F4 H4 2.8763 no . 2_656 F4 H9 3.4409 no . 2_656 F4 H10 2.4321 no . 2_656 F4 H11 3.1597 no . 2_656 F4 H16 3.4037 no . 2_746 F4 H22 3.3003 no . 1_556 F4 H26 3.4199 no . 2_756 F5 H3 2.8783 no . 1_565 F5 H5 3.1909 no . 2_655 F5 H21 2.5597 no . 2_755 F5 H25 3.1550 no . 2_755 F5 H28 2.8185 no . . F6 H3 3.1157 no . 1_565 F6 H6 2.7321 no . 1_565 F6 H7 2.5840 no . 1_565 F6 H17 2.4450 no . 1_455 F6 H18 3.1292 no . 1_455 F6 H29 3.4777 no . 2_655 F7 H1 2.8926 no . 2_655 F7 H5 3.1959 no . 2_655 F7 H17 3.5381 no . 1_455 F7 H18 2.4096 no . 1_455 F7 H19 2.4703 no . 1_455 F7 H28 1.9412 no . . F7 H29 3.5048 no . . F8 H1 2.8842 no . 2_655 F8 H3 3.5753 no . 1_565 F8 H5 2.7502 no . 2_655 F8 H6 3.2555 no . 1_565 F8 H20 3.3733 no . 2_755 F8 H21 2.7346 no . 2_755 F8 H27 3.0554 no . 2_655 F8 H28 3.5502 no . . F8 H28 3.1729 no . 2_655 F8 H29 2.0232 no . 2_655 O2 H11 2.9046 no . 1_655 N1 H20 3.2532 no . 1_455 N2 H14 3.0582 no . 2_646 N2 H19 3.5311 no . 1_455 N2 H20 3.0265 no . 1_455 N4 H12 3.5672 no . 1_655 N5 H11 3.3748 no . 1_655 C2 H21 3.4567 no . 2_745 C2 H22 3.2525 no . 2_745 C2 H24 3.5320 no . 2_745 C3 H20 3.3441 no . 1_455 C3 H23 3.1654 no . 2_645 C3 H28 3.2054 no . 2_645 C3 H29 3.5682 no . 2_645 C4 H14 3.1956 no . 1_545 C4 H15 3.2480 no . 1_545 C5 H14 3.2230 no . 2_646 C5 H20 2.6811 no . 1_455 C6 H14 3.4975 no . 2_646 C6 H20 2.7703 no . 1_455 C7 H14 3.5877 no . 2_646 C7 H15 3.0885 no . 2_646 C7 H20 3.1685 no . 1_455 C7 H30 3.4605 no . 1_455 C8 H14 3.4327 no . 2_646 C8 H15 3.1479 no . 2_646 C8 H20 3.4808 no . 1_455 C9 H14 3.1216 no . 2_646 C9 H20 3.4062 no . 1_455 C10 H8 3.4783 no . 2_656 C10 H9 3.5976 no . 2_656 C11 H8 3.1553 no . 2_656 C11 H9 3.4525 no . 2_656 C11 H17 3.5927 no . 1_455 C11 H31 3.5358 no . 2_656 C11 H30 3.4080 no . 2_656 C12 H7 2.9175 no . 1_565 C12 H31 3.1827 no . 2_656 C12 H30 3.5866 no . 2_656 C13 H7 2.9805 no . 1_565 C13 H8 3.4561 no . 1_565 C13 H11 3.5509 no . 2_656 C16 H25 3.5485 no . 2_755 C17 H13 3.4476 no . 1_655 C17 H25 3.0227 no . 2_755 C17 H27 3.5285 no . 2_755 C18 H12 3.3676 no . 1_655 C18 H25 3.0505 no . 2_755 C18 H27 3.4886 no . 2_755 C19 H12 3.2932 no . 1_655 C21 H1 3.5606 no . 2_755 C21 H3 3.5387 no . 2_755 C21 H5 3.4031 no . 1_655 C21 H28 3.5074 no . 1_655 C22 H1 3.5313 no . 2_755 C22 H6 3.5855 no . 2_655 C22 H25 3.4792 no . 2_755 C22 H26 3.2724 no . 2_755 C23 H24 2.9144 no . 2_745 O4 H11 3.0219 no . 1_655 O4 H13 3.1153 no . 2_646 O4 H14 2.7212 no . 2_646 O3 H5 3.4502 no . 2_655 O3 H6 3.0971 no . 2_655 O3 H19 3.2821 no . 1_455 O3 H21 3.5750 no . 1_455 B1 H2 3.3384 no . 2_756 B1 H10 3.0523 no . 2_656 B1 H11 3.2157 no . 2_656 B1 H12 3.0798 no . 1_655 B1 H16 3.3618 no . 2_746 B1 H31 3.1124 no . . B1 H30 3.2177 no . 2_756 B2 H1 3.4725 no . 2_655 B2 H3 3.3375 no . 1_565 B2 H5 3.2232 no . 2_655 B2 H6 3.4649 no . 1_565 B2 H17 3.4790 no . 1_455 B2 H18 3.2624 no . 1_455 B2 H21 3.1775 no . 2_755 B2 H28 2.8591 no . . B2 H29 3.2399 no . 2_655 H1 F7 2.8926 no . 2_645 H1 F8 2.8842 no . 2_645 H1 C21 3.5606 no . 2_745 H1 C22 3.5313 no . 2_745 H1 B2 3.4725 no . 2_645 H1 H19 3.0858 no . 2_745 H1 H21 3.2217 no . 2_745 H1 H22 3.1946 no . 2_745 H1 H24 3.0531 no . 2_745 H1 H28 3.3034 no . 2_645 H2 F1 3.4108 no . 2_746 H2 F3 3.3827 no . 2_746 H2 F4 2.7782 no . 2_746 H2 B1 3.3384 no . 2_746 H2 H22 3.0135 no . 2_745 H2 H24 3.3980 no . 2_745 H3 F5 2.8783 no . 1_545 H3 F6 3.1157 no . 1_545 H3 F8 3.5753 no . 1_545 H3 C21 3.5387 no . 2_745 H3 B2 3.3375 no . 1_545 H3 H19 3.4675 no . 2_745 H3 H21 2.8343 no . 2_745 H3 H22 3.0024 no . 2_745 H3 H24 3.5921 no . 2_745 H4 F4 2.8763 no . 2_646 H4 H20 3.0916 no . 1_455 H4 H22 3.5867 no . 2_645 H4 H23 3.0170 no . 2_645 H4 H26 3.0000 no . 1_455 H5 F5 3.1909 no . 2_645 H5 F7 3.1959 no . 2_645 H5 F8 2.7502 no . 2_645 H5 C21 3.4031 no . 1_455 H5 O3 3.4502 no . 2_645 H5 B2 3.2232 no . 2_645 H5 H20 2.8236 no . 1_455 H5 H21 3.1201 no . 1_455 H5 H23 3.2585 no . 2_645 H5 H25 3.5430 no . 1_455 H5 H26 3.3506 no . 1_455 H5 H28 2.7776 no . 2_645 H5 H29 3.5362 no . 2_645 H6 F6 2.7321 no . 1_545 H6 F8 3.2555 no . 1_545 H6 C22 3.5855 no . 2_645 H6 O3 3.0971 no . 2_645 H6 B2 3.4649 no . 1_545 H6 H23 2.7123 no . 2_645 H6 H28 2.7554 no . 2_645 H6 H29 2.7745 no . 2_645 H7 F6 2.5840 no . 1_545 H7 C12 2.9175 no . 1_545 H7 C13 2.9805 no . 1_545 H7 H14 2.6615 no . 1_545 H7 H15 2.7637 no . 1_545 H8 F1 3.1631 no . 2_746 H8 F3 3.2325 no . 2_746 H8 C10 3.4783 no . 2_646 H8 C11 3.1553 no . 2_646 H8 C13 3.4561 no . 1_545 H8 H12 3.4129 no . 2_646 H8 H13 2.9532 no . 2_646 H8 H14 3.1870 no . 1_545 H8 H15 2.8478 no . 1_545 H9 F2 2.9199 no . 2_646 H9 F4 3.4409 no . 2_646 H9 C10 3.5976 no . 2_646 H9 C11 3.4525 no . 2_646 H9 H14 3.2339 no . 1_545 H9 H31 3.2530 no . 2_646 H10 F2 2.7269 no . 2_646 H10 F4 2.4321 no . 2_646 H10 B1 3.0523 no . 2_646 H10 H20 3.1222 no . 1_455 H10 H26 3.5297 no . 1_455 H11 F1 3.1183 no . 1_455 H11 F2 3.1994 no . 2_646 H11 F3 2.8096 no . 2_646 H11 F4 3.1597 no . 2_646 H11 O2 2.9046 no . 1_455 H11 N5 3.3748 no . 1_455 H11 C13 3.5509 no . 2_646 H11 O4 3.0219 no . 1_455 H11 B1 3.2157 no . 2_646 H11 H15 3.1600 no . 2_646 H11 H31 3.5058 no . 1_455 H11 H30 2.5432 no . 1_455 H12 F1 2.4701 no . 1_455 H12 F2 3.4945 no . 1_455 H12 F3 2.8443 no . 1_455 H12 N4 3.5672 no . 1_455 H12 C18 3.3676 no . 1_455 H12 C19 3.2932 no . 1_455 H12 B1 3.0798 no . 1_455 H12 H8 3.4129 no . 2_656 H12 H15 3.2825 no . 2_646 H13 F3 2.5369 no . 1_455 H13 C17 3.4476 no . 1_455 H13 O4 3.1153 no . 2_656 H13 H8 2.9532 no . 2_656 H13 H17 3.3983 no . 1_455 H13 H31 3.1351 no . 2_656 H13 H30 2.7091 no . 2_656 H14 N2 3.0582 no . 2_656 H14 C4 3.1956 no . 1_565 H14 C5 3.2230 no . 2_656 H14 C6 3.4975 no . 2_656 H14 C7 3.5877 no . 2_656 H14 C8 3.4327 no . 2_656 H14 C9 3.1216 no . 2_656 H14 O4 2.7212 no . 2_656 H14 H7 2.6615 no . 1_565 H14 H8 3.1870 no . 1_565 H14 H9 3.2339 no . 1_565 H14 H31 2.4038 no . 2_656 H14 H30 3.0525 no . 2_656 H15 F1 2.6126 no . 2_756 H15 C4 3.2480 no . 1_565 H15 C7 3.0885 no . 2_656 H15 C8 3.1479 no . 2_656 H15 H7 2.7637 no . 1_565 H15 H8 2.8478 no . 1_565 H15 H11 3.1600 no . 2_656 H15 H12 3.2825 no . 2_656 H16 F1 2.3150 no . 2_756 H16 F4 3.4037 no . 2_756 H16 B1 3.3618 no . 2_756 H17 F6 2.4450 no . 1_655 H17 F7 3.5381 no . 1_655 H17 C11 3.5927 no . 1_655 H17 B2 3.4790 no . 1_655 H17 H13 3.3983 no . 1_655 H17 H22 3.3574 no . 2_755 H17 H25 3.1950 no . 2_755 H17 H27 3.3419 no . 2_755 H18 F6 3.1292 no . 1_655 H18 F7 2.4096 no . 1_655 H18 B2 3.2624 no . 1_655 H18 H25 3.2338 no . 2_755 H18 H27 3.2676 no . 2_755 H19 F7 2.4703 no . 1_655 H19 N2 3.5311 no . 1_655 H19 O3 3.2821 no . 1_655 H19 H1 3.0858 no . 2_755 H19 H3 3.4675 no . 2_755 H19 H28 2.9119 no . 1_655 H20 F8 3.3733 no . 2_745 H20 N1 3.2532 no . 1_655 H20 N2 3.0265 no . 1_655 H20 C3 3.3441 no . 1_655 H20 C5 2.6811 no . 1_655 H20 C6 2.7703 no . 1_655 H20 C7 3.1685 no . 1_655 H20 C8 3.4808 no . 1_655 H20 C9 3.4062 no . 1_655 H20 H4 3.0916 no . 1_655 H20 H5 2.8236 no . 1_655 H20 H10 3.1222 no . 1_655 H21 F5 2.5597 no . 2_745 H21 F8 2.7346 no . 2_745 H21 C2 3.4567 no . 2_755 H21 O3 3.5750 no . 1_655 H21 B2 3.1775 no . 2_745 H21 H1 3.2217 no . 2_755 H21 H3 2.8343 no . 2_755 H21 H5 3.1201 no . 1_655 H21 H28 3.4305 no . 1_655 H21 H29 3.5427 no . 1_655 H22 F4 3.3003 no . 1_554 H22 C2 3.2525 no . 2_755 H22 H1 3.1946 no . 2_755 H22 H2 3.0135 no . 2_755 H22 H3 3.0024 no . 2_755 H22 H4 3.5867 no . 2_655 H22 H17 3.3574 no . 2_745 H22 H26 3.4458 no . 2_755 H23 C3 3.1654 no . 2_655 H23 H4 3.0170 no . 2_655 H23 H5 3.2585 no . 2_655 H23 H6 2.7123 no . 2_655 H23 H25 3.4044 no . 2_755 H23 H26 3.2738 no . 2_755 H24 C2 3.5320 no . 2_755 H24 C23 2.9144 no . 2_755 H24 H1 3.0531 no . 2_755 H24 H2 3.3980 no . 2_755 H24 H3 3.5921 no . 2_755 H24 H25 2.7140 no . 2_755 H24 H26 2.6237 no . 2_755 H24 H27 2.9127 no . 2_755 H25 F5 3.1550 no . 2_745 H25 C16 3.5485 no . 2_745 H25 C17 3.0227 no . 2_745 H25 C18 3.0505 no . 2_745 H25 C22 3.4792 no . 2_745 H25 H5 3.5430 no . 1_655 H25 H17 3.1950 no . 2_745 H25 H18 3.2338 no . 2_745 H25 H23 3.4044 no . 2_745 H25 H24 2.7140 no . 2_745 H26 F4 3.4199 no . 2_746 H26 C22 3.2724 no . 2_745 H26 H4 3.0000 no . 1_655 H26 H5 3.3506 no . 1_655 H26 H10 3.5297 no . 1_655 H26 H22 3.4458 no . 2_745 H26 H23 3.2738 no . 2_745 H26 H24 2.6237 no . 2_745 H27 F8 3.0554 no . 2_645 H27 C17 3.5285 no . 2_745 H27 C18 3.4886 no . 2_745 H27 H17 3.3419 no . 2_745 H27 H18 3.2676 no . 2_745 H27 H24 2.9127 no . 2_745 H28 F5 2.8185 no . . H28 F7 1.9412 no . . H28 F8 3.5502 no . . H28 F8 3.1729 no . 2_645 H28 C3 3.2054 no . 2_655 H28 C21 3.5074 no . 1_455 H28 B2 2.8591 no . . H28 H1 3.3034 no . 2_655 H28 H5 2.7776 no . 2_655 H28 H6 2.7554 no . 2_655 H28 H19 2.9119 no . 1_455 H28 H21 3.4305 no . 1_455 H31 F1 3.0003 no . . H31 F2 2.2340 no . . H31 F3 3.3895 no . 2_746 H31 C11 3.5358 no . 2_646 H31 C12 3.1827 no . 2_646 H31 B1 3.1124 no . . H31 H9 3.2530 no . 2_656 H31 H11 3.5058 no . 1_655 H31 H13 3.1351 no . 2_646 H31 H14 2.4038 no . 2_646 H30 F1 3.5121 no . . H30 F2 3.5487 no . . H30 F3 1.9427 no . 2_746 H30 C7 3.4605 no . 1_655 H30 C11 3.4080 no . 2_646 H30 C12 3.5866 no . 2_646 H30 B1 3.2177 no . 2_746 H30 H11 2.5432 no . 1_655 H30 H13 2.7091 no . 2_646 H30 H14 3.0525 no . 2_646 H29 F6 3.4777 no . 2_645 H29 F7 3.5048 no . . H29 F8 2.0232 no . 2_645 H29 C3 3.5682 no . 2_655 H29 B2 3.2399 no . 2_645 H29 H5 3.5362 no . 2_655 H29 H6 2.7745 no . 2_655 H29 H21 3.5427 no . 1_455 #============================================================================== loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_angle_DHA _geom_hbond_publ_flag O4 H31 F2 . . . 2.875(5) 0.930 2.234 125.4 no O4 H30 F3 . . 2_746 2.865(5) 0.930 1.943 170.9 no O3 H28 F7 . . . 2.766(4) 0.930 1.941 146.7 no O3 H29 F8 . . 2_645 2.745(4) 0.930 2.023 133.2 no data_[La(hfac)2(CF3CO2)(tpybNO)] _database_code_depnum_ccdc_archive 'CCDC 928838' #TrackingRef '18469_web_deposit_cif_file_2_TakayukiIshida_1363072116.tpybNOLahfac2tfa.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C35 H29 F15 La N5 O8' _chemical_formula_moiety 'C35 H29 F15 La N5 O8' _chemical_formula_weight 1071.52 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 22.3020(16) _cell_length_b 16.4888(11) _cell_length_c 12.5470(9) _cell_angle_alpha 90.0000 _cell_angle_beta 117.4088(5) _cell_angle_gamma 90.0000 _cell_volume 4096.0(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used 19501 _cell_measurement_theta_min 5.23 _cell_measurement_theta_max 27.48 _cell_measurement_temperature 90 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour red _exptl_crystal_size_max 0.473 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.037 _exptl_crystal_density_diffrn 1.737 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2120.00 _exptl_absorpt_coefficient_mu 1.163 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'NUMABS (Rigaku, 1999)' _exptl_absorpt_correction_T_min 0.664 _exptl_absorpt_correction_T_max 0.958 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 90 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_device_type 'Rigaku Saturn70' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.629 _diffrn_reflns_number 69030 _diffrn_reflns_av_R_equivalents 0.0625 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_max 0.975 _diffrn_measured_fraction_theta_full 0.975 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F > 2.0 sigma(F) is used only for calculating R-factor (gt). ; _reflns_number_total 9156 _reflns_number_gt 8936 _reflns_threshold_expression F>2.0\s(F) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0644 _refine_ls_wR_factor_ref 0.1450 _refine_ls_number_restraints ? _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 9156 _refine_ls_number_parameters 607 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[0.0150Fo^2^ + 2.5000\s(Fo^2^)]' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 1.220 _refine_diff_density_min -0.884 _refine_ls_extinction_method 'Larson (1970) Crystallographic Computing eq. 22' _refine_ls_extinction_coef 228(117) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; F F 0.017 0.010 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; La La -0.287 2.452 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.006 0.003 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.011 0.006 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group La1 La 0.239270(10) 0.44844(2) 0.53141(2) 0.01310(14) Uani 1.0 4 d . . . F1 F 0.5160(2) 0.5309(3) 0.8811(4) 0.0426(11) Uani 1.0 4 d . . . F2 F 0.5014(2) 0.4032(3) 0.8441(5) 0.0503(12) Uani 1.0 4 d . . . F3 F 0.4869(3) 0.4865(5) 0.7027(5) 0.0701(19) Uani 1.0 4 d . . . F4 F 0.2454(3) 0.6109(3) 0.8633(4) 0.0478(12) Uani 1.0 4 d . . . F5 F 0.2949(4) 0.5163(4) 0.9878(5) 0.0699(19) Uani 1.0 4 d . . . F6 F 0.3504(3) 0.6194(4) 0.9853(5) 0.0613(15) Uani 1.0 4 d . . . F7 F 0.4279(3) 0.6139(4) 0.3903(6) 0.0608(17) Uani 1.0 4 d . . . F8 F 0.3420(4) 0.5587(5) 0.2562(6) 0.097(3) Uani 1.0 4 d . . . F9 F 0.4156(5) 0.4870(4) 0.3843(9) 0.107(4) Uani 1.0 4 d . . . F10 F 0.3843(2) 0.7583(3) 0.6693(5) 0.0439(12) Uani 1.0 4 d . . . F11 F 0.27607(19) 0.7745(3) 0.5806(4) 0.0365(10) Uani 1.0 4 d . . . F12 F 0.3237(4) 0.7103(3) 0.7477(4) 0.0608(16) Uani 1.0 4 d . . . F13 F 0.0230(3) 0.4626(3) 0.2306(4) 0.0407(12) Uani 1.0 4 d . . . F14 F -0.0215(3) 0.3510(3) 0.1563(5) 0.0579(14) Uani 1.0 4 d . . . F15 F 0.0671(3) 0.3939(4) 0.1413(4) 0.0626(16) Uani 1.0 4 d . . . O1 O 0.1742(3) 0.5350(3) 0.3428(4) 0.0227(11) Uani 1.0 4 d . . . O2 O 0.29806(18) 0.3356(3) 0.4711(4) 0.0190(9) Uani 1.0 4 d . . . O3 O 0.3653(2) 0.4391(2) 0.6762(4) 0.0190(10) Uani 1.0 4 d . . . O4 O 0.2682(2) 0.4898(3) 0.7436(3) 0.0213(10) Uani 1.0 4 d . . . O5 O 0.30726(19) 0.4996(3) 0.4290(4) 0.0202(10) Uani 1.0 4 d . . . O6 O 0.2718(2) 0.5969(3) 0.5774(4) 0.0210(10) Uani 1.0 4 d . . . O7 O 0.14692(19) 0.3675(3) 0.3755(4) 0.0182(9) Uani 1.0 4 d . . . O8 O 0.0583(3) 0.3019(3) 0.3777(5) 0.0380(14) Uani 1.0 4 d . . . N1 N 0.1351(3) 0.5942(3) 0.3354(4) 0.0203(11) Uani 1.0 4 d . . . N2 N 0.1277(3) 0.5357(3) 0.4961(5) 0.0158(11) Uani 1.0 4 d . . . N3 N 0.1577(2) 0.3981(3) 0.6299(4) 0.0147(10) Uani 1.0 4 d . . . N4 N 0.2520(2) 0.2954(3) 0.6175(4) 0.0142(10) Uani 1.0 4 d . . . N5 N 0.3233(3) 0.2722(3) 0.5339(4) 0.0165(11) Uani 1.0 4 d . . . C1 C 0.1222(4) 0.6555(4) 0.2343(6) 0.0313(16) Uani 1.0 4 d . . . C2 C 0.1643(5) 0.6313(6) 0.1773(8) 0.055(3) Uani 1.0 4 d . . . C3 C 0.1431(5) 0.7388(5) 0.2888(8) 0.048(3) Uani 1.0 4 d . . . C4 C 0.0476(4) 0.6501(5) 0.1414(6) 0.0386(18) Uani 1.0 4 d . . . C5 C 0.1072(3) 0.5950(3) 0.4144(5) 0.0185(13) Uani 1.0 4 d . . . C6 C 0.0589(3) 0.6519(4) 0.4069(6) 0.0258(14) Uani 1.0 4 d . . . C7 C 0.0325(4) 0.6442(4) 0.4880(6) 0.0316(16) Uani 1.0 4 d . . . C8 C 0.0533(3) 0.5819(4) 0.5690(5) 0.0203(13) Uani 1.0 4 d . . . C9 C 0.1030(3) 0.5270(3) 0.5729(5) 0.0152(12) Uani 1.0 4 d . . . C10 C 0.1232(3) 0.4563(4) 0.6550(6) 0.0227(15) Uani 1.0 4 d . . . C11 C 0.1081(4) 0.4511(4) 0.7498(6) 0.0262(17) Uani 1.0 4 d . . . C12 C 0.1274(3) 0.3806(4) 0.8204(5) 0.0274(15) Uani 1.0 4 d . . . C13 C 0.1627(3) 0.3196(4) 0.7970(5) 0.0183(13) Uani 1.0 4 d . . . C14 C 0.1754(3) 0.3322(3) 0.6987(5) 0.0152(12) Uani 1.0 4 d . . . C15 C 0.2145(3) 0.2688(4) 0.6712(5) 0.0180(13) Uani 1.0 4 d . . . C16 C 0.2150(3) 0.1888(4) 0.7038(5) 0.0200(13) Uani 1.0 4 d . . . C17 C 0.2536(3) 0.1327(4) 0.6813(6) 0.0253(15) Uani 1.0 4 d . . . C18 C 0.2942(3) 0.1593(4) 0.6287(5) 0.0220(14) Uani 1.0 4 d . . . C19 C 0.2895(3) 0.2408(3) 0.5979(4) 0.0170(12) Uani 1.0 4 d . . . C20 C 0.3895(3) 0.2406(4) 0.5408(5) 0.0193(13) Uani 1.0 4 d . . . C21 C 0.3753(3) 0.1690(4) 0.4567(6) 0.0243(14) Uani 1.0 4 d . . . C22 C 0.4383(3) 0.2195(4) 0.6697(6) 0.0291(15) Uani 1.0 4 d . . . C23 C 0.4195(4) 0.3078(5) 0.4990(6) 0.0341(18) Uani 1.0 4 d . . . C24 C 0.4768(3) 0.4788(4) 0.7986(6) 0.0267(15) Uani 1.0 4 d . . . C25 C 0.4013(3) 0.4803(3) 0.7648(5) 0.0202(13) Uani 1.0 4 d . . . C26 C 0.3843(4) 0.5280(4) 0.8384(6) 0.0286(15) Uani 1.0 4 d . . . C27 C 0.3182(3) 0.5243(4) 0.8242(5) 0.0223(14) Uani 1.0 4 d . . . C28 C 0.3036(4) 0.5694(4) 0.9180(6) 0.0312(16) Uani 1.0 4 d . . . C29 C 0.3832(4) 0.5555(4) 0.3683(7) 0.0303(19) Uani 1.0 4 d . . . C30 C 0.3450(4) 0.5590(4) 0.4431(6) 0.0251(16) Uani 1.0 4 d . . . C31 C 0.3543(3) 0.6290(4) 0.5167(6) 0.0271(15) Uani 1.0 4 d . . . C32 C 0.3155(4) 0.6415(5) 0.5742(6) 0.0362(18) Uani 1.0 4 d . . . C33 C 0.3261(4) 0.7215(4) 0.6454(5) 0.0304(15) Uani 1.0 4 d . . . C34 C 0.0859(3) 0.3471(3) 0.3362(6) 0.0215(14) Uani 1.0 4 d . . . C35 C 0.0388(3) 0.3877(4) 0.2129(5) 0.0258(15) Uani 1.0 4 d . . . H1 H 0.2107 0.6290 0.2375 0.0718 Uiso 1.0 4 calc R . . H2 H 0.1502 0.5787 0.1418 0.0719 Uiso 1.0 4 calc R . . H3 H 0.1598 0.6696 0.1163 0.0718 Uiso 1.0 4 calc R . . H4 H 0.1411 0.7765 0.2289 0.0529 Uiso 1.0 4 calc R . . H5 H 0.1137 0.7569 0.3208 0.0529 Uiso 1.0 4 calc R . . H6 H 0.1885 0.7359 0.3523 0.0529 Uiso 1.0 4 calc R . . H7 H 0.0209 0.6809 0.1689 0.0397 Uiso 1.0 4 calc R . . H8 H 0.0411 0.6710 0.0654 0.0396 Uiso 1.0 4 calc R . . H9 H 0.0338 0.5943 0.1323 0.0398 Uiso 1.0 4 calc R . . H10 H 0.0446 0.6932 0.3501 0.0254 Uiso 1.0 4 calc R . . H11 H 0.0004 0.6808 0.4865 0.0358 Uiso 1.0 4 calc R . . H12 H 0.0352 0.5763 0.6222 0.0245 Uiso 1.0 4 calc R . . H13 H 0.0862 0.4935 0.7664 0.0328 Uiso 1.0 4 calc R . . H14 H 0.1164 0.3746 0.8830 0.0350 Uiso 1.0 4 calc R . . H15 H 0.1768 0.2733 0.8444 0.0236 Uiso 1.0 4 calc R . . H16 H 0.1887 0.1713 0.7392 0.0240 Uiso 1.0 4 calc R . . H17 H 0.2542 0.0785 0.7018 0.0337 Uiso 1.0 4 calc R . . H18 H 0.3223 0.1240 0.6146 0.0270 Uiso 1.0 4 calc R . . H19 H 0.3532 0.1270 0.4786 0.0301 Uiso 1.0 4 calc R . . H20 H 0.3468 0.1853 0.3753 0.0301 Uiso 1.0 4 calc R . . H21 H 0.4174 0.1490 0.4638 0.0302 Uiso 1.0 4 calc R . . H22 H 0.4195 0.1793 0.7009 0.0325 Uiso 1.0 4 calc R . . H23 H 0.4797 0.1996 0.6736 0.0324 Uiso 1.0 4 calc R . . H24 H 0.4472 0.2682 0.7166 0.0323 Uiso 1.0 4 calc R . . H25 H 0.4279 0.3544 0.5497 0.0441 Uiso 1.0 4 calc R . . H26 H 0.4612 0.2895 0.5024 0.0440 Uiso 1.0 4 calc R . . H27 H 0.3886 0.3220 0.4178 0.0442 Uiso 1.0 4 calc R . . H28 H 0.4161 0.5625 0.8947 0.0337 Uiso 1.0 4 calc R . . H29 H 0.3876 0.6663 0.5255 0.0328 Uiso 1.0 4 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 La1 0.0141(3) 0.0133(3) 0.0133(3) 0.00043(8) 0.00742(19) 0.00085(8) F1 0.028(2) 0.039(2) 0.047(3) -0.0164(18) 0.0056(19) -0.009(2) F2 0.024(2) 0.032(3) 0.069(3) 0.0017(16) 0.000(2) -0.004(2) F3 0.037(3) 0.136(6) 0.047(3) -0.014(4) 0.028(3) -0.012(4) F4 0.046(3) 0.048(3) 0.040(3) 0.020(2) 0.011(2) -0.0102(19) F5 0.129(6) 0.060(4) 0.050(3) 0.038(4) 0.067(4) 0.018(3) F6 0.047(3) 0.077(4) 0.058(3) -0.012(3) 0.022(3) -0.049(3) F7 0.070(4) 0.061(4) 0.077(4) -0.027(3) 0.056(3) -0.015(3) F8 0.088(5) 0.182(9) 0.036(3) -0.066(5) 0.041(4) -0.019(4) F9 0.150(7) 0.054(4) 0.218(9) 0.037(4) 0.169(8) 0.040(5) F10 0.034(3) 0.030(2) 0.063(3) -0.0103(16) 0.018(2) -0.0107(19) F11 0.037(2) 0.0221(18) 0.045(3) 0.0028(15) 0.0154(19) -0.0084(16) F12 0.126(5) 0.021(2) 0.043(3) -0.015(3) 0.045(3) -0.0081(18) F13 0.040(3) 0.033(2) 0.033(3) 0.0006(18) 0.002(2) -0.0005(17) F14 0.033(3) 0.048(3) 0.065(3) -0.0159(19) -0.001(3) -0.002(3) F15 0.054(3) 0.117(5) 0.020(2) 0.040(3) 0.020(2) 0.019(3) O1 0.029(3) 0.0211(18) 0.021(2) 0.0060(17) 0.0144(19) 0.0055(17) O2 0.0149(17) 0.0196(18) 0.0204(18) -0.0032(14) 0.0065(15) -0.0039(15) O3 0.0125(19) 0.0206(19) 0.018(2) -0.0014(13) 0.0024(16) -0.0021(14) O4 0.029(2) 0.0211(19) 0.0128(17) -0.0003(16) 0.0089(16) -0.0038(15) O5 0.0203(19) 0.0204(19) 0.0238(19) -0.0016(15) 0.0135(16) -0.0004(16) O6 0.024(2) 0.0219(19) 0.0199(19) -0.0023(15) 0.0128(17) 0.0021(15) O7 0.0214(19) 0.0164(18) 0.0177(18) 0.0005(14) 0.0097(16) -0.0010(14) O8 0.030(3) 0.045(3) 0.049(3) -0.010(2) 0.027(3) 0.013(3) N1 0.016(3) 0.023(3) 0.018(3) 0.0008(17) 0.0032(18) 0.0029(18) N2 0.017(3) 0.0101(18) 0.019(3) 0.0019(16) 0.0072(19) -0.0036(17) N3 0.017(2) 0.013(2) 0.017(2) -0.0014(16) 0.0106(18) -0.0036(16) N4 0.014(2) 0.017(2) 0.014(2) 0.0003(16) 0.0082(17) 0.0021(16) N5 0.020(2) 0.0074(18) 0.026(3) 0.0003(16) 0.0137(19) 0.0017(17) C1 0.033(4) 0.035(4) 0.026(3) 0.001(3) 0.013(3) 0.014(3) C2 0.066(6) 0.059(5) 0.054(5) 0.035(5) 0.041(5) 0.031(5) C3 0.052(5) 0.036(4) 0.044(5) -0.010(4) 0.013(4) 0.012(4) C4 0.044(4) 0.033(4) 0.022(3) -0.003(3) 0.001(3) -0.002(3) C5 0.019(3) 0.013(3) 0.027(3) -0.0070(19) 0.013(3) -0.000(2) C6 0.019(3) 0.023(3) 0.021(3) -0.007(2) -0.003(3) -0.002(3) C7 0.029(3) 0.021(3) 0.040(4) 0.001(3) 0.011(3) -0.006(3) C8 0.017(3) 0.022(3) 0.023(3) 0.007(2) 0.010(2) -0.001(3) C9 0.022(3) 0.008(2) 0.014(3) -0.0044(19) 0.006(2) -0.0044(19) C10 0.016(3) 0.028(3) 0.028(4) -0.008(2) 0.014(3) -0.008(3) C11 0.020(3) 0.036(4) 0.025(4) 0.013(2) 0.013(3) -0.004(3) C12 0.026(3) 0.045(4) 0.016(3) -0.001(3) 0.014(3) 0.007(3) C13 0.021(3) 0.025(3) 0.015(3) -0.004(2) 0.012(2) -0.003(2) C14 0.010(3) 0.020(3) 0.018(3) -0.0082(18) 0.0081(19) -0.0036(19) C15 0.016(3) 0.021(3) 0.019(3) -0.0023(19) 0.010(2) -0.002(2) C16 0.020(3) 0.029(3) 0.011(3) -0.001(2) 0.007(2) 0.007(2) C17 0.033(4) 0.016(3) 0.035(3) 0.009(3) 0.023(3) 0.004(3) C18 0.029(3) 0.019(3) 0.019(3) 0.003(2) 0.013(3) -0.003(2) C19 0.024(3) 0.019(3) 0.006(2) 0.003(2) 0.0045(19) 0.0022(18) C20 0.015(3) 0.024(3) 0.025(3) 0.000(2) 0.014(3) -0.007(3) C21 0.026(3) 0.024(3) 0.026(3) -0.001(3) 0.014(3) -0.004(3) C22 0.016(3) 0.038(4) 0.027(3) 0.002(3) 0.004(3) -0.003(3) C23 0.028(4) 0.047(4) 0.035(4) -0.009(3) 0.021(3) -0.009(3) C24 0.022(3) 0.019(3) 0.032(3) -0.005(3) 0.006(3) -0.006(3) C25 0.025(3) 0.007(3) 0.029(3) -0.0056(18) 0.010(3) -0.010(2) C26 0.029(4) 0.027(3) 0.028(3) -0.002(3) 0.011(3) -0.007(3) C27 0.027(3) 0.023(3) 0.014(3) 0.007(3) 0.008(3) 0.002(3) C28 0.033(4) 0.026(3) 0.029(4) 0.014(3) 0.009(3) -0.011(3) C29 0.042(4) 0.025(4) 0.035(4) -0.018(3) 0.028(4) -0.004(3) C30 0.027(4) 0.030(4) 0.020(3) -0.003(3) 0.013(3) 0.001(3) C31 0.020(3) 0.026(3) 0.037(4) 0.000(3) 0.014(3) 0.010(3) C32 0.041(4) 0.037(4) 0.028(4) -0.003(3) 0.013(3) 0.005(3) C33 0.045(4) 0.020(3) 0.016(3) -0.010(3) 0.006(3) 0.003(3) C34 0.021(3) 0.019(3) 0.033(3) 0.007(2) 0.020(3) -0.004(3) C35 0.025(3) 0.038(4) 0.013(3) -0.002(3) 0.008(3) -0.007(3) #============================================================================== _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'Superflip (Palatinus, et al., 2007)' _computing_structure_refinement 'CRYSTALS (Carruthers, et al., 1999)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 La1 O1 2.566(4) yes . . La1 O2 2.582(5) yes . . La1 O3 2.554(4) yes . . La1 O4 2.527(4) yes . . La1 O5 2.541(5) yes . . La1 O6 2.543(4) yes . . La1 O7 2.477(4) yes . . La1 N2 2.728(5) yes . . La1 N3 2.756(6) yes . . La1 N4 2.708(5) yes . . F1 C24 1.318(7) yes . . F2 C24 1.376(7) yes . . F3 C24 1.328(11) yes . . F4 C28 1.344(8) yes . . F5 C28 1.315(11) yes . . F6 C28 1.292(8) yes . . F7 C29 1.319(10) yes . . F8 C29 1.279(9) yes . . F9 C29 1.306(10) yes . . F10 C33 1.336(9) yes . . F11 C33 1.355(7) yes . . F12 C33 1.321(10) yes . . F13 C35 1.331(8) yes . . F14 C35 1.340(8) yes . . F15 C35 1.319(10) yes . . O1 N1 1.283(7) yes . . O2 N5 1.273(6) yes . . O3 C25 1.233(6) yes . . O4 C27 1.247(6) yes . . O5 C30 1.250(8) yes . . O6 C32 1.237(10) yes . . O7 C34 1.262(7) yes . . O8 C34 1.226(9) yes . . N1 C1 1.541(9) yes . . N1 C5 1.392(10) yes . . N2 C5 1.337(7) yes . . N2 C9 1.319(10) yes . . N3 C10 1.356(9) yes . . N3 C14 1.329(7) yes . . N4 C15 1.365(9) yes . . N4 C19 1.326(8) yes . . N5 C19 1.428(9) yes . . N5 C20 1.531(8) yes . . C1 C2 1.474(15) yes . . C1 C3 1.510(10) yes . . C1 C4 1.533(9) yes . . C5 C6 1.400(9) yes . . C6 C7 1.396(12) yes . . C7 C8 1.367(9) yes . . C8 C9 1.414(9) yes . . C9 C10 1.481(8) yes . . C10 C11 1.379(12) yes . . C11 C12 1.404(9) yes . . C12 C13 1.390(10) yes . . C13 C14 1.402(10) yes . . C14 C15 1.500(9) yes . . C15 C16 1.380(8) yes . . C16 C17 1.379(10) yes . . C17 C18 1.413(11) yes . . C18 C19 1.389(8) yes . . C20 C21 1.516(9) yes . . C20 C22 1.517(8) yes . . C20 C23 1.507(11) yes . . C24 C25 1.536(9) yes . . C25 C26 1.391(11) yes . . C26 C27 1.402(10) yes . . C27 C28 1.548(11) yes . . C29 C30 1.532(14) yes . . C30 C31 1.433(9) yes . . C31 C32 1.372(13) yes . . C32 C33 1.548(10) yes . . C34 C35 1.565(8) yes . . C2 H1 0.960 no . . C2 H2 0.960 no . . C2 H3 0.960 no . . C3 H4 0.960 no . . C3 H5 0.960 no . . C3 H6 0.960 no . . C4 H7 0.960 no . . C4 H8 0.960 no . . C4 H9 0.960 no . . C6 H10 0.930 no . . C7 H11 0.930 no . . C8 H12 0.930 no . . C11 H13 0.930 no . . C12 H14 0.930 no . . C13 H15 0.930 no . . C16 H16 0.930 no . . C17 H17 0.930 no . . C18 H18 0.930 no . . C21 H19 0.960 no . . C21 H20 0.960 no . . C21 H21 0.960 no . . C22 H22 0.960 no . . C22 H23 0.960 no . . C22 H24 0.960 no . . C23 H25 0.960 no . . C23 H26 0.960 no . . C23 H27 0.960 no . . C26 H28 0.930 no . . C31 H29 0.930 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 O1 La1 O2 106.17(15) yes . . . O1 La1 O3 131.30(15) yes . . . O1 La1 O4 125.69(14) yes . . . O1 La1 O5 64.19(15) yes . . . O1 La1 O6 69.82(12) yes . . . O1 La1 O7 70.10(13) yes . . . O1 La1 N2 58.03(17) yes . . . O1 La1 N3 111.78(15) yes . . . O1 La1 N4 142.88(12) yes . . . O2 La1 O3 67.92(12) yes . . . O2 La1 O4 125.82(12) yes . . . O2 La1 O5 65.74(13) yes . . . O2 La1 O6 129.04(15) yes . . . O2 La1 O7 74.36(13) yes . . . O2 La1 N2 151.72(12) yes . . . O2 La1 N3 116.33(14) yes . . . O2 La1 N4 58.09(16) yes . . . O3 La1 O4 66.60(15) yes . . . O3 La1 O5 70.28(14) yes . . . O3 La1 O6 77.95(12) yes . . . O3 La1 O7 140.51(13) yes . . . O3 La1 N2 140.36(14) yes . . . O3 La1 N3 113.59(14) yes . . . O3 La1 N4 77.33(12) yes . . . O4 La1 O5 121.38(13) yes . . . O4 La1 O6 66.01(14) yes . . . O4 La1 O7 133.89(16) yes . . . O4 La1 N2 78.49(14) yes . . . O4 La1 N3 60.68(13) yes . . . O4 La1 N4 84.37(13) yes . . . O5 La1 O6 67.72(15) yes . . . O5 La1 O7 104.61(14) yes . . . O5 La1 N2 117.06(15) yes . . . O5 La1 N3 175.97(11) yes . . . O5 La1 N4 122.26(15) yes . . . O6 La1 O7 138.08(11) yes . . . O6 La1 N2 70.90(14) yes . . . O6 La1 N3 111.49(15) yes . . . O6 La1 N4 147.12(12) yes . . . O7 La1 N2 77.94(14) yes . . . O7 La1 N3 73.22(14) yes . . . O7 La1 N4 73.13(11) yes . . . N2 La1 N3 59.36(15) yes . . . N2 La1 N4 118.45(16) yes . . . N3 La1 N4 60.67(15) yes . . . La1 O1 N1 124.5(4) yes . . . La1 O2 N5 123.3(4) yes . . . La1 O3 C25 130.9(4) yes . . . La1 O4 C27 132.7(5) yes . . . La1 O5 C30 135.1(5) yes . . . La1 O6 C32 135.4(5) yes . . . La1 O7 C34 143.9(5) yes . . . O1 N1 C1 115.0(6) yes . . . O1 N1 C5 117.8(5) yes . . . C1 N1 C5 127.2(5) yes . . . La1 N2 C5 118.3(5) yes . . . La1 N2 C9 118.7(4) yes . . . C5 N2 C9 122.0(6) yes . . . La1 N3 C10 117.0(4) yes . . . La1 N3 C14 118.5(4) yes . . . C10 N3 C14 117.3(6) yes . . . La1 N4 C15 121.4(4) yes . . . La1 N4 C19 121.2(4) yes . . . C15 N4 C19 117.1(5) yes . . . O2 N5 C19 116.6(5) yes . . . O2 N5 C20 117.0(5) yes . . . C19 N5 C20 126.2(4) yes . . . N1 C1 C2 107.6(6) yes . . . N1 C1 C3 108.8(6) yes . . . N1 C1 C4 108.4(6) yes . . . C2 C1 C3 109.5(8) yes . . . C2 C1 C4 109.0(6) yes . . . C3 C1 C4 113.5(6) yes . . . N1 C5 N2 115.7(6) yes . . . N1 C5 C6 122.8(6) yes . . . N2 C5 C6 121.4(7) yes . . . C5 C6 C7 117.4(6) yes . . . C6 C7 C8 119.8(7) yes . . . C7 C8 C9 120.0(7) yes . . . N2 C9 C8 119.3(5) yes . . . N2 C9 C10 119.9(6) yes . . . C8 C9 C10 120.6(7) yes . . . N3 C10 C9 114.7(7) yes . . . N3 C10 C11 123.1(6) yes . . . C9 C10 C11 122.2(6) yes . . . C10 C11 C12 118.0(7) yes . . . C11 C12 C13 120.4(7) yes . . . C12 C13 C14 116.2(5) yes . . . N3 C14 C13 124.9(6) yes . . . N3 C14 C15 116.8(6) yes . . . C13 C14 C15 118.2(5) yes . . . N4 C15 C14 116.2(5) yes . . . N4 C15 C16 122.1(6) yes . . . C14 C15 C16 121.6(6) yes . . . C15 C16 C17 120.0(7) yes . . . C16 C17 C18 118.9(6) yes . . . C17 C18 C19 116.6(6) yes . . . N4 C19 N5 113.5(5) yes . . . N4 C19 C18 125.4(7) yes . . . N5 C19 C18 121.0(6) yes . . . N5 C20 C21 109.8(5) yes . . . N5 C20 C22 109.8(6) yes . . . N5 C20 C23 107.5(5) yes . . . C21 C20 C22 112.4(5) yes . . . C21 C20 C23 108.3(6) yes . . . C22 C20 C23 108.9(5) yes . . . F1 C24 F2 105.7(5) yes . . . F1 C24 F3 108.7(7) yes . . . F1 C24 C25 117.0(6) yes . . . F2 C24 F3 105.1(7) yes . . . F2 C24 C25 107.8(6) yes . . . F3 C24 C25 111.7(5) yes . . . O3 C25 C24 114.6(6) yes . . . O3 C25 C26 130.3(6) yes . . . C24 C25 C26 115.1(5) yes . . . C25 C26 C27 118.9(6) yes . . . O4 C27 C26 128.2(7) yes . . . O4 C27 C28 114.4(6) yes . . . C26 C27 C28 117.4(5) yes . . . F4 C28 F5 105.9(7) yes . . . F4 C28 F6 108.0(6) yes . . . F4 C28 C27 110.4(5) yes . . . F5 C28 F6 108.2(6) yes . . . F5 C28 C27 109.5(6) yes . . . F6 C28 C27 114.5(7) yes . . . F7 C29 F8 107.0(8) yes . . . F7 C29 F9 106.8(8) yes . . . F7 C29 C30 115.1(7) yes . . . F8 C29 F9 105.8(8) yes . . . F8 C29 C30 110.5(8) yes . . . F9 C29 C30 111.2(8) yes . . . O5 C30 C29 114.3(6) yes . . . O5 C30 C31 127.6(8) yes . . . C29 C30 C31 118.0(6) yes . . . C30 C31 C32 121.4(7) yes . . . O6 C32 C31 128.6(7) yes . . . O6 C32 C33 113.6(8) yes . . . C31 C32 C33 117.7(7) yes . . . F10 C33 F11 106.8(5) yes . . . F10 C33 F12 108.3(5) yes . . . F10 C33 C32 113.0(7) yes . . . F11 C33 F12 106.4(7) yes . . . F11 C33 C32 109.8(5) yes . . . F12 C33 C32 112.2(6) yes . . . O7 C34 O8 131.2(5) yes . . . O7 C34 C35 112.7(6) yes . . . O8 C34 C35 116.1(5) yes . . . F13 C35 F14 103.3(6) yes . . . F13 C35 F15 106.7(6) yes . . . F13 C35 C34 109.9(5) yes . . . F14 C35 F15 110.6(6) yes . . . F14 C35 C34 112.6(6) yes . . . F15 C35 C34 113.1(6) yes . . . C1 C2 H1 108.962 no . . . C1 C2 H2 108.903 no . . . C1 C2 H3 110.620 no . . . H1 C2 H2 109.442 no . . . H1 C2 H3 109.448 no . . . H2 C2 H3 109.446 no . . . C1 C3 H4 109.906 no . . . C1 C3 H5 110.062 no . . . C1 C3 H6 108.519 no . . . H4 C3 H5 109.450 no . . . H4 C3 H6 109.446 no . . . H5 C3 H6 109.439 no . . . C1 C4 H7 109.353 no . . . C1 C4 H8 110.397 no . . . C1 C4 H9 108.754 no . . . H7 C4 H8 109.440 no . . . H7 C4 H9 109.438 no . . . H8 C4 H9 109.441 no . . . C5 C6 H10 121.568 no . . . C7 C6 H10 120.993 no . . . C6 C7 H11 120.358 no . . . C8 C7 H11 119.826 no . . . C7 C8 H12 119.803 no . . . C9 C8 H12 120.236 no . . . C10 C11 H13 120.517 no . . . C12 C11 H13 121.458 no . . . C11 C12 H14 119.835 no . . . C13 C12 H14 119.802 no . . . C12 C13 H15 121.115 no . . . C14 C13 H15 122.647 no . . . C15 C16 H16 121.152 no . . . C17 C16 H16 118.792 no . . . C16 C17 H17 121.229 no . . . C18 C17 H17 119.887 no . . . C17 C18 H18 121.782 no . . . C19 C18 H18 121.664 no . . . C20 C21 H19 109.486 no . . . C20 C21 H20 110.288 no . . . C20 C21 H21 108.724 no . . . H19 C21 H20 109.436 no . . . H19 C21 H21 109.445 no . . . H20 C21 H21 109.445 no . . . C20 C22 H22 111.073 no . . . C20 C22 H23 109.556 no . . . C20 C22 H24 107.870 no . . . H22 C22 H23 109.434 no . . . H22 C22 H24 109.459 no . . . H23 C22 H24 109.420 no . . . C20 C23 H25 109.798 no . . . C20 C23 H26 109.273 no . . . C20 C23 H27 109.422 no . . . H25 C23 H26 109.443 no . . . H25 C23 H27 109.443 no . . . H26 C23 H27 109.448 no . . . C25 C26 H28 120.377 no . . . C27 C26 H28 120.732 no . . . C30 C31 H29 118.601 no . . . C32 C31 H29 119.978 no . . . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 O1 La1 O2 N5 -165.1(3) no . . . . O2 La1 O1 N1 175.5(3) no . . . . O1 La1 O3 C25 84.9(5) no . . . . O3 La1 O1 N1 -109.9(4) no . . . . O1 La1 O4 C27 -91.3(4) no . . . . O4 La1 O1 N1 -21.1(4) no . . . . O1 La1 O5 C30 95.6(4) no . . . . O5 La1 O1 N1 -132.5(4) no . . . . O1 La1 O6 C32 -90.4(4) no . . . . O6 La1 O1 N1 -58.2(3) no . . . . O1 La1 O7 C34 -91.3(4) no . . . . O7 La1 O1 N1 109.3(4) no . . . . O1 La1 N2 C5 -17.5(3) no . . . . O1 La1 N2 C9 173.6(4) no . . . . N2 La1 O1 N1 21.4(3) no . . . . O1 La1 N3 C10 -53.8(3) no . . . . O1 La1 N3 C14 156.7(3) no . . . . N3 La1 O1 N1 47.7(4) no . . . . O1 La1 N4 C15 -90.4(4) no . . . . O1 La1 N4 C19 82.3(4) no . . . . N4 La1 O1 N1 117.4(3) no . . . . O2 La1 O3 C25 177.4(5) no . . . . O3 La1 O2 N5 66.2(3) no . . . . O2 La1 O4 C27 68.9(4) no . . . . O4 La1 O2 N5 31.5(4) no . . . . O2 La1 O5 C30 -140.6(4) no . . . . O5 La1 O2 N5 143.7(3) no . . . . O2 La1 O6 C32 4.4(4) no . . . . O6 La1 O2 N5 118.0(3) no . . . . O2 La1 O7 C34 154.6(5) no . . . . O7 La1 O2 N5 -101.8(3) no . . . . O2 La1 N2 C5 -79.6(4) no . . . . O2 La1 N2 C9 111.5(4) no . . . . N2 La1 O2 N5 -113.8(4) no . . . . O2 La1 N3 C10 -175.99(19) no . . . . O2 La1 N3 C14 34.5(3) no . . . . N3 La1 O2 N5 -40.1(3) no . . . . O2 La1 N4 C15 -164.2(3) no . . . . O2 La1 N4 C19 8.5(2) no . . . . N4 La1 O2 N5 -22.2(3) no . . . . O3 La1 O4 C27 33.7(3) no . . . . O4 La1 O3 C25 -32.9(4) no . . . . O3 La1 O5 C30 -66.6(3) no . . . . O5 La1 O3 C25 106.4(4) no . . . . O3 La1 O6 C32 52.5(3) no . . . . O6 La1 O3 C25 36.0(4) no . . . . O3 La1 O7 C34 137.1(4) no . . . . O7 La1 O3 C25 -164.4(3) no . . . . O3 La1 N2 C5 100.3(4) no . . . . O3 La1 N2 C9 -68.6(4) no . . . . N2 La1 O3 C25 -2.6(6) no . . . . O3 La1 N3 C10 108.0(3) no . . . . O3 La1 N3 C14 -41.5(3) no . . . . N3 La1 O3 C25 -72.4(4) no . . . . O3 La1 N4 C15 124.1(3) no . . . . O3 La1 N4 C19 -63.2(3) no . . . . N4 La1 O3 C25 -122.2(5) no . . . . O4 La1 O5 C30 -22.1(4) no . . . . O5 La1 O4 C27 -12.3(4) no . . . . O4 La1 O6 C32 122.1(4) no . . . . O6 La1 O4 C27 -53.0(3) no . . . . O4 La1 O7 C34 29.6(5) no . . . . O7 La1 O4 C27 172.4(3) no . . . . O4 La1 N2 C5 128.5(3) no . . . . O4 La1 N2 C9 -40.4(3) no . . . . N2 La1 O4 C27 -127.1(4) no . . . . O4 La1 N3 C10 65.9(3) no . . . . O4 La1 N3 C14 -83.6(3) no . . . . N3 La1 O4 C27 171.7(4) no . . . . O4 La1 N4 C15 56.8(3) no . . . . O4 La1 N4 C19 -130.5(3) no . . . . N4 La1 O4 C27 112.4(4) no . . . . O5 La1 O6 C32 -20.9(3) no . . . . O6 La1 O5 C30 18.0(3) no . . . . O5 La1 O7 C34 -146.3(4) no . . . . O7 La1 O5 C30 154.4(3) no . . . . O5 La1 N2 C5 9.0(3) no . . . . O5 La1 N2 C9 -159.9(3) no . . . . N2 La1 O5 C30 70.7(4) no . . . . O5 La1 N4 C15 -179.3(2) no . . . . O5 La1 N4 C19 -6.6(3) no . . . . N4 La1 O5 C30 -126.5(3) no . . . . O6 La1 O7 C34 -73.5(5) no . . . . O7 La1 O6 C32 -108.1(4) no . . . . O6 La1 N2 C5 60.1(3) no . . . . O6 La1 N2 C9 -108.8(3) no . . . . N2 La1 O6 C32 -152.4(4) no . . . . O6 La1 N3 C10 22.2(3) no . . . . O6 La1 N3 C14 -127.3(3) no . . . . N3 La1 O6 C32 163.4(3) no . . . . O6 La1 N4 C15 82.0(4) no . . . . O6 La1 N4 C19 -105.3(4) no . . . . N4 La1 O6 C32 94.5(5) no . . . . O7 La1 N2 C5 -91.4(3) no . . . . O7 La1 N2 C9 99.7(3) no . . . . N2 La1 O7 C34 -31.2(4) no . . . . O7 La1 N3 C10 -113.6(3) no . . . . O7 La1 N3 C14 96.9(3) no . . . . N3 La1 O7 C34 30.2(4) no . . . . O7 La1 N4 C15 -82.4(3) no . . . . O7 La1 N4 C19 90.3(3) no . . . . N4 La1 O7 C34 93.9(5) no . . . . N2 La1 N3 C10 -27.9(2) no . . . . N2 La1 N3 C14 -177.4(3) no . . . . N3 La1 N2 C5 -168.9(4) no . . . . N3 La1 N2 C9 22.2(3) no . . . . N2 La1 N4 C15 -16.8(3) no . . . . N2 La1 N4 C19 155.9(3) no . . . . N4 La1 N2 C5 -154.4(3) no . . . . N4 La1 N2 C9 36.6(3) no . . . . N3 La1 N4 C15 -2.6(2) no . . . . N3 La1 N4 C19 170.1(3) no . . . . N4 La1 N3 C10 166.7(3) no . . . . N4 La1 N3 C14 17.2(3) no . . . . La1 O1 N1 C1 158.9(3) no . . . . La1 O1 N1 C5 -23.6(6) no . . . . La1 O2 N5 C19 33.9(5) no . . . . La1 O2 N5 C20 -142.0(3) no . . . . La1 O3 C25 C24 -157.0(3) no . . . . La1 O3 C25 C26 22.9(9) no . . . . La1 O4 C27 C26 -23.6(9) no . . . . La1 O4 C27 C28 155.4(3) no . . . . La1 O5 C30 C29 171.0(3) no . . . . La1 O5 C30 C31 -11.2(9) no . . . . La1 O6 C32 C31 16.6(10) no . . . . La1 O6 C32 C33 -163.6(3) no . . . . La1 O7 C34 O8 -71.3(9) no . . . . La1 O7 C34 C35 108.8(6) no . . . . O1 N1 C1 C2 -4.4(6) no . . . . O1 N1 C1 C3 -122.9(5) no . . . . O1 N1 C1 C4 113.3(5) no . . . . O1 N1 C5 N2 4.2(6) no . . . . O1 N1 C5 C6 -173.5(4) no . . . . C1 N1 C5 N2 -178.7(4) no . . . . C1 N1 C5 C6 3.6(7) no . . . . C5 N1 C1 C2 178.3(4) no . . . . C5 N1 C1 C3 59.9(7) no . . . . C5 N1 C1 C4 -63.9(7) no . . . . La1 N2 C5 N1 14.6(5) no . . . . La1 N2 C5 C6 -167.8(3) no . . . . La1 N2 C9 C8 168.6(3) no . . . . La1 N2 C9 C10 -16.6(5) no . . . . C5 N2 C9 C8 0.1(7) no . . . . C5 N2 C9 C10 174.9(4) no . . . . C9 N2 C5 N1 -176.9(4) no . . . . C9 N2 C5 C6 0.8(7) no . . . . La1 N3 C10 C9 31.9(5) no . . . . La1 N3 C10 C11 -147.7(4) no . . . . La1 N3 C14 C13 147.6(4) no . . . . La1 N3 C14 C15 -29.7(5) no . . . . C10 N3 C14 C13 -1.8(7) no . . . . C10 N3 C14 C15 -179.0(4) no . . . . C14 N3 C10 C9 -178.2(4) no . . . . C14 N3 C10 C11 2.2(7) no . . . . La1 N4 C15 C14 -10.2(5) no . . . . La1 N4 C15 C16 172.8(3) no . . . . La1 N4 C19 N5 2.8(5) no . . . . La1 N4 C19 C18 -173.8(3) no . . . . C15 N4 C19 N5 175.8(4) no . . . . C15 N4 C19 C18 -0.8(6) no . . . . C19 N4 C15 C14 176.8(4) no . . . . C19 N4 C15 C16 -0.2(6) no . . . . O2 N5 C19 N4 -22.4(6) no . . . . O2 N5 C19 C18 154.3(4) no . . . . O2 N5 C20 C21 -101.2(5) no . . . . O2 N5 C20 C22 134.8(4) no . . . . O2 N5 C20 C23 16.4(6) no . . . . C19 N5 C20 C21 83.4(6) no . . . . C19 N5 C20 C22 -40.6(6) no . . . . C19 N5 C20 C23 -158.9(4) no . . . . C20 N5 C19 N4 152.9(4) no . . . . C20 N5 C19 C18 -30.3(6) no . . . . N1 C5 C6 C7 177.2(4) no . . . . N2 C5 C6 C7 -0.3(7) no . . . . C5 C6 C7 C8 -1.0(8) no . . . . C6 C7 C8 C9 1.9(8) no . . . . C7 C8 C9 N2 -1.5(7) no . . . . C7 C8 C9 C10 -176.2(4) no . . . . N2 C9 C10 N3 -10.6(7) no . . . . N2 C9 C10 C11 169.0(5) no . . . . C8 C9 C10 N3 164.2(4) no . . . . C8 C9 C10 C11 -16.2(7) no . . . . N3 C10 C11 C12 -2.4(8) no . . . . C9 C10 C11 C12 178.0(5) no . . . . C10 C11 C12 C13 2.2(8) no . . . . C11 C12 C13 C14 -1.8(8) no . . . . C12 C13 C14 N3 1.7(7) no . . . . C12 C13 C14 C15 178.8(4) no . . . . N3 C14 C15 N4 26.6(6) no . . . . N3 C14 C15 C16 -156.4(4) no . . . . C13 C14 C15 N4 -150.8(4) no . . . . C13 C14 C15 C16 26.2(6) no . . . . N4 C15 C16 C17 -0.6(7) no . . . . C14 C15 C16 C17 -177.5(4) no . . . . C15 C16 C17 C18 2.2(7) no . . . . C16 C17 C18 C19 -3.0(7) no . . . . C17 C18 C19 N4 2.4(7) no . . . . C17 C18 C19 N5 -174.0(4) no . . . . F1 C24 C25 O3 170.3(5) no . . . . F1 C24 C25 C26 -9.6(8) no . . . . F2 C24 C25 O3 -70.8(7) no . . . . F2 C24 C25 C26 109.3(6) no . . . . F3 C24 C25 O3 44.2(7) no . . . . F3 C24 C25 C26 -135.7(6) no . . . . O3 C25 C26 C27 8.6(10) no . . . . C24 C25 C26 C27 -171.5(5) no . . . . C25 C26 C27 O4 -8.7(10) no . . . . C25 C26 C27 C28 172.3(5) no . . . . O4 C27 C28 F4 -43.4(8) no . . . . O4 C27 C28 F5 72.8(6) no . . . . O4 C27 C28 F6 -165.6(5) no . . . . C26 C27 C28 F4 135.7(6) no . . . . C26 C27 C28 F5 -108.1(6) no . . . . C26 C27 C28 F6 13.5(8) no . . . . F7 C29 C30 O5 -174.1(5) no . . . . F7 C29 C30 C31 7.9(8) no . . . . F8 C29 C30 O5 64.7(7) no . . . . F8 C29 C30 C31 -113.4(6) no . . . . F9 C29 C30 O5 -52.5(8) no . . . . F9 C29 C30 C31 129.5(6) no . . . . O5 C30 C31 C32 -6.2(9) no . . . . C29 C30 C31 C32 171.6(5) no . . . . C30 C31 C32 O6 3.5(10) no . . . . C30 C31 C32 C33 -176.3(5) no . . . . O6 C32 C33 F10 162.7(5) no . . . . O6 C32 C33 F11 -78.2(7) no . . . . O6 C32 C33 F12 39.9(7) no . . . . C31 C32 C33 F10 -17.4(8) no . . . . C31 C32 C33 F11 101.6(7) no . . . . C31 C32 C33 F12 -140.2(6) no . . . . O7 C34 C35 F13 -81.8(7) no . . . . O7 C34 C35 F14 163.7(5) no . . . . O7 C34 C35 F15 37.4(7) no . . . . O8 C34 C35 F13 98.2(7) no . . . . O8 C34 C35 F14 -16.3(9) no . . . . O8 C34 C35 F15 -142.6(6) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 F1 O3 3.499(5) no . . F1 C26 2.733(9) no . . F2 O3 2.849(5) no . . F2 C26 3.299(9) no . . F3 F9 3.555(12) no . . F3 O3 2.693(8) no . . F3 C26 3.491(11) no . . F3 C30 3.545(8) no . . F4 F12 3.192(9) no . . F4 O4 2.686(7) no . . F4 C26 3.531(10) no . . F5 O4 2.874(8) no . . F5 C26 3.312(12) no . . F6 F12 3.141(8) no . . F6 O4 3.466(6) no . . F6 C26 2.743(10) no . . F7 O5 3.497(9) no . . F7 C31 2.771(12) no . . F8 O5 2.792(10) no . . F8 C31 3.359(11) no . . F9 O5 2.727(13) no . . F9 C23 3.270(11) no . . F9 C31 3.494(13) no . . F10 O6 3.471(6) no . . F10 C31 2.734(8) no . . F11 O6 2.930(6) no . . F11 C3 3.542(8) no . . F11 C31 3.275(9) no . . F12 O6 2.669(6) no . . F12 C26 3.278(8) no . . F12 C27 3.233(8) no . . F12 C28 3.324(10) no . . F12 C31 3.532(11) no . . F13 O1 3.226(7) no . . F13 O7 2.962(6) no . . F13 O8 3.117(7) no . . F13 N1 3.110(7) no . . F13 N2 3.293(6) no . . F13 C4 3.417(9) no . . F13 C5 3.102(7) no . . F14 O7 3.498(6) no . . F14 O8 2.644(7) no . . F15 O1 3.457(7) no . . F15 O7 2.679(5) no . . F15 O8 3.418(8) no . . O1 C2 2.542(11) no . . O1 C3 3.435(9) no . . O1 C4 3.375(8) no . . O1 C6 3.589(9) no . . O1 C30 3.442(9) no . . O2 C18 3.539(8) no . . O2 C21 3.290(8) no . . O2 C22 3.533(7) no . . O2 C23 2.607(9) no . . O3 N5 3.177(6) no . . O3 C27 2.884(9) no . . O3 C30 3.385(9) no . . O3 C32 3.565(8) no . . O4 C9 3.357(6) no . . O4 C10 2.948(8) no . . O4 C14 3.205(7) no . . O4 C25 2.859(8) no . . O5 C32 2.919(9) no . . O6 N1 3.161(5) no . . O6 C5 3.277(7) no . . O6 C25 3.363(6) no . . O6 C26 3.278(7) no . . O6 C27 3.023(7) no . . O6 C30 2.904(11) no . . O8 N3 3.314(6) no . . N1 C9 3.548(9) no . . N2 C7 2.742(9) no . . N2 C34 3.583(7) no . . N3 C12 2.782(10) no . . N3 C34 3.379(8) no . . N4 C17 2.795(7) no . . N5 C15 3.564(10) no . . C1 C6 3.082(12) no . . C3 C5 3.147(12) no . . C3 C6 3.215(14) no . . C4 C5 3.183(9) no . . C4 C6 3.224(11) no . . C5 C8 2.721(11) no . . C6 C9 2.767(8) no . . C8 C11 2.956(8) no . . C10 C13 2.754(8) no . . C11 C14 2.720(10) no . . C13 C16 2.938(9) no . . C15 C18 2.752(10) no . . C16 C19 2.701(10) no . . C18 C20 3.113(10) no . . C18 C21 3.397(12) no . . C18 C22 3.171(10) no . . C19 C21 3.365(11) no . . C19 C22 3.033(9) no . . C25 C32 3.497(8) no . . C26 C32 3.488(10) no . . F1 F1 3.525(8) no . 3_667 F1 C21 3.266(7) no . 2_656 F1 C22 3.423(9) no . 2_656 F1 C26 3.327(7) no . 3_667 F2 F6 3.022(6) no . 3_667 F2 F10 3.553(7) no . 2_646 F3 F7 3.122(10) no . 3_666 F3 F9 2.881(14) no . 3_666 F3 C29 3.469(13) no . 3_666 F4 F11 3.122(7) no . 4_565 F4 C3 3.202(10) no . 4_565 F5 F8 3.110(9) no . 1_556 F5 C18 3.396(9) no . 4_555 F6 F2 3.022(6) no . 3_667 F6 F10 2.892(7) no . 4_565 F6 F11 3.010(8) no . 4_565 F6 C33 3.495(9) no . 4_565 F7 F3 3.122(10) no . 3_666 F7 F10 3.255(8) no . 4_564 F7 C23 3.291(9) no . 3_666 F8 F5 3.110(9) no . 1_554 F8 F10 3.483(10) no . 4_564 F8 F11 3.405(8) no . 4_564 F9 F3 2.881(14) no . 3_666 F9 F9 3.568(11) no . 3_666 F10 F2 3.553(7) no . 2_656 F10 F6 2.892(7) no . 4_564 F10 F7 3.255(8) no . 4_565 F10 F8 3.483(10) no . 4_565 F10 C22 3.575(7) no . 2_656 F11 F4 3.122(7) no . 4_564 F11 F6 3.010(8) no . 4_564 F11 F8 3.405(8) no . 4_565 F11 C2 3.589(13) no . 4_565 F11 C28 3.509(9) no . 4_564 F13 C11 3.360(10) no . 3_566 F14 C4 3.505(10) no . 3_565 F14 C6 3.391(8) no . 2_545 F15 C4 3.360(7) no . 3_565 F15 C16 3.312(9) no . 4_554 O2 C16 3.020(6) no . 4_554 O2 C17 3.340(8) no . 4_554 O5 C17 3.525(8) no . 4_554 O7 C13 3.308(7) no . 4_554 O7 C16 3.290(9) no . 4_554 O8 C4 3.372(10) no . 2_545 O8 C7 3.296(11) no . 3_566 O8 C8 3.442(9) no . 3_566 O8 C13 3.555(9) no . 4_554 C2 F11 3.589(13) no . 4_564 C3 F4 3.202(10) no . 4_564 C4 F14 3.505(10) no . 3_565 C4 F15 3.360(7) no . 3_565 C4 O8 3.372(10) no . 2_555 C6 F14 3.391(8) no . 2_555 C7 O8 3.296(11) no . 3_566 C7 C10 3.504(9) no . 3_566 C7 C11 3.548(8) no . 3_566 C8 O8 3.442(9) no . 3_566 C8 C8 3.486(8) no . 3_566 C8 C9 3.583(8) no . 3_566 C9 C8 3.583(8) no . 3_566 C10 C7 3.504(9) no . 3_566 C11 F13 3.360(10) no . 3_566 C11 C7 3.548(8) no . 3_566 C13 O7 3.308(7) no . 4_555 C13 O8 3.555(9) no . 4_555 C13 C34 3.393(9) no . 4_555 C16 F15 3.312(9) no . 4_555 C16 O2 3.020(6) no . 4_555 C16 O7 3.290(9) no . 4_555 C17 O2 3.340(8) no . 4_555 C17 O5 3.525(8) no . 4_555 C18 F5 3.396(9) no . 4_554 C21 F1 3.266(7) no . 2_646 C21 C27 3.549(8) no . 4_554 C22 F1 3.423(9) no . 2_646 C22 F10 3.575(7) no . 2_646 C23 F7 3.291(9) no . 3_666 C26 F1 3.327(7) no . 3_667 C27 C21 3.549(8) no . 4_555 C28 F11 3.509(9) no . 4_565 C29 F3 3.469(13) no . 3_666 C33 F6 3.495(9) no . 4_564 C34 C13 3.393(9) no . 4_554 F1 H28 2.3714 no . . F2 H24 2.6827 no . . F2 H25 3.3767 no . . F2 H28 3.4695 no . . F3 H25 2.7996 no . . F5 H28 3.4869 no . . F6 H28 2.4188 no . . F7 H29 2.4173 no . . F8 H1 3.0565 no . . F8 H29 3.5266 no . . F9 H25 2.9395 no . . F9 H26 3.5280 no . . F9 H27 2.8577 no . . F10 H29 2.3829 no . . F11 H5 3.5997 no . . F11 H6 2.6965 no . . F11 H29 3.3801 no . . F12 H28 3.1759 no . . F13 H9 2.5626 no . . F15 H2 3.5645 no . . F15 H9 3.3770 no . . O1 H1 2.4079 no . . O1 H2 2.4335 no . . O1 H3 3.5009 no . . O1 H6 3.3244 no . . O1 H9 3.1806 no . . O2 H20 3.1578 no . . O2 H24 3.5154 no . . O2 H25 2.6113 no . . O2 H26 3.5574 no . . O2 H27 2.4110 no . . O3 H24 3.2686 no . . O3 H25 2.9083 no . . O3 H28 3.1751 no . . O4 H28 3.1863 no . . O5 H1 3.1936 no . . O5 H25 3.3935 no . . O5 H27 3.4807 no . . O5 H29 3.1982 no . . O6 H6 3.4423 no . . O6 H29 3.1538 no . . N1 H1 2.5649 no . . N1 H2 2.6138 no . . N1 H3 3.2847 no . . N1 H4 3.3160 no . . N1 H5 2.7151 no . . N1 H6 2.5856 no . . N1 H7 2.8283 no . . N1 H8 3.3068 no . . N1 H9 2.5098 no . . N1 H10 2.6680 no . . N2 H10 3.2269 no . . N2 H12 3.1948 no . . N3 H13 3.2355 no . . N3 H15 3.2571 no . . N4 H16 3.2401 no . . N4 H18 3.2407 no . . N5 H18 2.6500 no . . N5 H19 2.6626 no . . N5 H20 2.6933 no . . N5 H21 3.3174 no . . N5 H22 2.6840 no . . N5 H23 3.3241 no . . N5 H24 2.6578 no . . N5 H25 2.6236 no . . N5 H26 3.2888 no . . N5 H27 2.6206 no . . C1 H10 2.7937 no . . C2 H4 2.5940 no . . C2 H5 3.2677 no . . C2 H6 2.6453 no . . C2 H7 3.2566 no . . C2 H8 2.5293 no . . C2 H9 2.7656 no . . C3 H1 2.6197 no . . C3 H2 3.2674 no . . C3 H3 2.6212 no . . C3 H7 2.6134 no . . C3 H8 2.9003 no . . C3 H9 3.3273 no . . C3 H10 2.7449 no . . C4 H1 3.2813 no . . C4 H2 2.5724 no . . C4 H3 2.6814 no . . C4 H4 2.7914 no . . C4 H5 2.6991 no . . C4 H6 3.3513 no . . C4 H10 2.7437 no . . C5 H5 2.9456 no . . C5 H6 3.2544 no . . C5 H7 3.1206 no . . C5 H9 3.1417 no . . C5 H11 3.2386 no . . C6 H5 2.6212 no . . C6 H6 3.5460 no . . C6 H7 2.7448 no . . C6 H9 3.3638 no . . C6 H12 3.2311 no . . C8 H10 3.2339 no . . C8 H13 2.6690 no . . C9 H11 3.2495 no . . C9 H13 2.6792 no . . C10 H12 2.6803 no . . C10 H14 3.2276 no . . C11 H12 2.6586 no . . C11 H15 3.2685 no . . C13 H13 3.2682 no . . C13 H16 2.6877 no . . C14 H14 3.2202 no . . C14 H16 2.6917 no . . C15 H15 2.6679 no . . C15 H17 3.2357 no . . C16 H15 2.6760 no . . C16 H18 3.2538 no . . C18 H16 3.2415 no . . C18 H19 2.8005 no . . C18 H22 2.5308 no . . C18 H24 3.5515 no . . C19 H17 3.2304 no . . C19 H19 3.1214 no . . C19 H22 2.7675 no . . C19 H24 3.1578 no . . C20 H18 2.8425 no . . C21 H18 2.8331 no . . C21 H22 2.7579 no . . C21 H23 2.6930 no . . C21 H24 3.3264 no . . C21 H25 3.2886 no . . C21 H26 2.6335 no . . C21 H27 2.6125 no . . C22 H18 2.8293 no . . C22 H19 2.7362 no . . C22 H20 3.3448 no . . C22 H21 2.6713 no . . C22 H25 2.6341 no . . C22 H26 2.6426 no . . C22 H27 3.2938 no . . C23 H19 3.2838 no . . C23 H20 2.6063 no . . C23 H21 2.6514 no . . C23 H22 3.3025 no . . C23 H23 2.6608 no . . C23 H24 2.5910 no . . C24 H24 3.5963 no . . C24 H25 3.4664 no . . C24 H28 2.5877 no . . C28 H28 2.6577 no . . C29 H29 2.6575 no . . C30 H1 3.1385 no . . C31 H1 3.4931 no . . C32 H6 3.3064 no . . C33 H6 3.5500 no . . C33 H29 2.6203 no . . C35 H9 3.5407 no . . H1 H4 2.8604 no . . H1 H5 3.5073 no . . H1 H6 2.4662 no . . H1 H8 3.4530 no . . H1 H9 3.5822 no . . H2 H4 3.4760 no . . H2 H6 3.5144 no . . H2 H7 3.4906 no . . H2 H8 2.6478 no . . H2 H9 2.5564 no . . H3 H4 2.4126 no . . H3 H5 3.4845 no . . H3 H6 2.9371 no . . H3 H7 3.4571 no . . H3 H8 2.4202 no . . H3 H9 3.1610 no . . H4 H7 2.8952 no . . H4 H8 2.8274 no . . H4 H10 3.4409 no . . H5 H7 2.4192 no . . H5 H8 3.1806 no . . H5 H9 3.4748 no . . H5 H10 2.0322 no . . H6 H7 3.4899 no . . H6 H10 3.2740 no . . H7 H10 2.0931 no . . H8 H10 3.5557 no . . H9 H10 3.0956 no . . H10 H11 2.3451 no . . H11 H12 2.2916 no . . H12 H13 2.1296 no . . H13 H14 2.3520 no . . H14 H15 2.3326 no . . H15 H16 2.2266 no . . H16 H17 2.3090 no . . H17 H18 2.3664 no . . H18 H19 2.1151 no . . H18 H20 3.4430 no . . H18 H21 3.4555 no . . H18 H22 2.1304 no . . H18 H23 3.4687 no . . H18 H24 3.4297 no . . H19 H22 2.6285 no . . H19 H23 3.0037 no . . H19 H26 3.5219 no . . H19 H27 3.4784 no . . H20 H23 3.5551 no . . H20 H25 3.4903 no . . H20 H26 2.8729 no . . H20 H27 2.4031 no . . H21 H22 2.9956 no . . H21 H23 2.4886 no . . H21 H24 3.5251 no . . H21 H25 3.5286 no . . H21 H26 2.4740 no . . H21 H27 2.9231 no . . H22 H25 3.5058 no . . H22 H26 3.5359 no . . H23 H25 2.9348 no . . H23 H26 2.4834 no . . H23 H27 3.5367 no . . H24 H25 2.3998 no . . H24 H26 2.8668 no . . H24 H27 3.4705 no . . F1 H19 3.0638 no . 2_656 F1 H21 2.6703 no . 2_656 F1 H22 3.2363 no . 2_656 F1 H23 2.8773 no . 2_656 F1 H28 2.9423 no . 3_667 F2 H21 3.0164 no . 4_555 F2 H28 2.9824 no . 3_667 F4 H4 2.8438 no . 4_565 F4 H5 3.4960 no . 4_565 F4 H6 2.8007 no . 4_565 F5 H17 3.5663 no . 4_555 F5 H18 2.7130 no . 4_555 F5 H19 2.7253 no . 4_555 F7 H25 2.9931 no . 3_666 F7 H26 2.7206 no . 3_666 F8 H17 2.8609 no . 4_554 F8 H18 3.4216 no . 4_554 F9 H17 3.4307 no . 4_554 F9 H18 3.5557 no . 4_554 F10 H23 2.9175 no . 2_656 F10 H24 3.3527 no . 2_656 F11 H1 3.3435 no . 4_565 F11 H3 2.9747 no . 4_565 F13 H12 2.7773 no . 3_566 F13 H13 2.5572 no . 3_566 F14 H3 3.4081 no . 3_565 F14 H5 2.6952 no . 2_545 F14 H7 3.5569 no . 2_545 F14 H8 2.6345 no . 3_565 F14 H10 2.6467 no . 2_545 F14 H11 3.4771 no . 2_545 F14 H12 3.1688 no . 3_566 F14 H13 3.2989 no . 3_566 F15 H8 2.8164 no . 3_565 F15 H9 3.1262 no . 3_565 F15 H16 2.6365 no . 4_554 O1 H17 3.5663 no . 4_554 O2 H15 3.0171 no . 4_554 O2 H16 2.8092 no . 4_554 O2 H17 3.3664 no . 4_554 O3 H20 3.3996 no . 4_555 O3 H21 3.5516 no . 4_555 O4 H19 3.2941 no . 4_555 O4 H20 3.3870 no . 4_555 O5 H17 2.8414 no . 4_554 O7 H15 2.4954 no . 4_554 O7 H16 2.3813 no . 4_554 O8 H5 3.5593 no . 2_545 O8 H7 2.5468 no . 2_545 O8 H8 3.3961 no . 2_545 O8 H10 3.2572 no . 2_545 O8 H11 2.5971 no . 3_566 O8 H12 2.8963 no . 3_566 O8 H14 3.1733 no . 4_554 O8 H15 3.1166 no . 4_554 N3 H11 3.3924 no . 3_566 N4 H15 3.2477 no . 4_554 N4 H20 2.9555 no . 4_555 N5 H15 3.1206 no . 4_554 C4 H11 3.2833 no . 4_564 C4 H14 3.5498 no . 3_566 C7 H4 3.1587 no . 4_565 C7 H8 3.1779 no . 4_565 C8 H4 3.1136 no . 4_565 C8 H12 3.4775 no . 3_566 C9 H12 3.3840 no . 3_566 C10 H11 3.3692 no . 3_566 C11 H11 3.5735 no . 3_566 C12 H7 3.5202 no . 3_566 C14 H11 3.5256 no . 3_566 C14 H20 3.4365 no . 4_555 C15 H20 2.9794 no . 4_555 C16 H20 3.4293 no . 4_555 C16 H27 3.5578 no . 4_555 C17 H14 3.5841 no . 4_554 C17 H27 3.1930 no . 4_555 C18 H15 3.4949 no . 4_554 C18 H27 3.2642 no . 4_555 C19 H15 3.0206 no . 4_554 C19 H20 3.3367 no . 4_555 C24 H28 3.5376 no . 3_667 C25 H20 3.5221 no . 4_555 C25 H21 3.1755 no . 4_555 C26 H19 3.3506 no . 4_555 C26 H21 3.2346 no . 4_555 C27 H19 3.0323 no . 4_555 C27 H20 3.5201 no . 4_555 C27 H21 3.5434 no . 4_555 C28 H19 3.3938 no . 4_555 C29 H17 3.4628 no . 4_554 C30 H17 3.5722 no . 4_554 C34 H11 3.5775 no . 3_566 C34 H12 3.2342 no . 3_566 C34 H15 2.8054 no . 4_554 C34 H16 3.0656 no . 4_554 C35 H8 3.2518 no . 3_565 C35 H12 3.2407 no . 3_566 C35 H13 3.5129 no . 3_566 C35 H16 3.3494 no . 4_554 H1 F11 3.3435 no . 4_564 H2 H17 3.3239 no . 4_554 H3 F11 2.9747 no . 4_564 H3 F14 3.4081 no . 3_565 H3 H5 3.5732 no . 4_564 H4 F4 2.8438 no . 4_564 H4 C7 3.1587 no . 4_564 H4 C8 3.1136 no . 4_564 H4 H11 3.2874 no . 4_564 H4 H12 3.2174 no . 4_564 H5 F4 3.4960 no . 4_564 H5 F14 2.6952 no . 2_555 H5 O8 3.5593 no . 2_555 H5 H3 3.5732 no . 4_565 H5 H12 3.5818 no . 4_564 H6 F4 2.8007 no . 4_564 H7 F14 3.5569 no . 2_555 H7 O8 2.5468 no . 2_555 H7 C12 3.5202 no . 3_566 H7 H11 3.1125 no . 4_564 H7 H14 2.9659 no . 3_566 H8 F14 2.6345 no . 3_565 H8 F15 2.8164 no . 3_565 H8 O8 3.3961 no . 2_555 H8 C7 3.1779 no . 4_564 H8 C35 3.2518 no . 3_565 H8 H10 3.5372 no . 4_564 H8 H11 2.6366 no . 4_564 H9 F15 3.1262 no . 3_565 H9 H14 3.3063 no . 3_566 H10 F14 2.6467 no . 2_555 H10 O8 3.2572 no . 2_555 H10 H8 3.5372 no . 4_565 H11 F14 3.4771 no . 2_555 H11 O8 2.5971 no . 3_566 H11 N3 3.3924 no . 3_566 H11 C4 3.2833 no . 4_565 H11 C10 3.3692 no . 3_566 H11 C11 3.5735 no . 3_566 H11 C14 3.5256 no . 3_566 H11 C34 3.5775 no . 3_566 H11 H4 3.2874 no . 4_565 H11 H7 3.1125 no . 4_565 H11 H8 2.6366 no . 4_565 H12 F13 2.7773 no . 3_566 H12 F14 3.1688 no . 3_566 H12 O8 2.8963 no . 3_566 H12 C8 3.4775 no . 3_566 H12 C9 3.3840 no . 3_566 H12 C34 3.2342 no . 3_566 H12 C35 3.2407 no . 3_566 H12 H4 3.2174 no . 4_565 H12 H5 3.5818 no . 4_565 H13 F13 2.5572 no . 3_566 H13 F14 3.2989 no . 3_566 H13 C35 3.5129 no . 3_566 H14 O8 3.1733 no . 4_555 H14 C4 3.5498 no . 3_566 H14 C17 3.5841 no . 4_555 H14 H7 2.9659 no . 3_566 H14 H9 3.3063 no . 3_566 H15 O2 3.0171 no . 4_555 H15 O7 2.4954 no . 4_555 H15 O8 3.1166 no . 4_555 H15 N4 3.2477 no . 4_555 H15 N5 3.1206 no . 4_555 H15 C18 3.4949 no . 4_555 H15 C19 3.0206 no . 4_555 H15 C34 2.8054 no . 4_555 H16 F15 2.6365 no . 4_555 H16 O2 2.8092 no . 4_555 H16 O7 2.3813 no . 4_555 H16 C34 3.0656 no . 4_555 H16 C35 3.3494 no . 4_555 H17 F5 3.5663 no . 4_554 H17 F8 2.8609 no . 4_555 H17 F9 3.4307 no . 4_555 H17 O1 3.5663 no . 4_555 H17 O2 3.3664 no . 4_555 H17 O5 2.8414 no . 4_555 H17 C29 3.4628 no . 4_555 H17 C30 3.5722 no . 4_555 H17 H2 3.3239 no . 4_555 H17 H27 3.3968 no . 4_555 H18 F5 2.7130 no . 4_554 H18 F8 3.4216 no . 4_555 H18 F9 3.5557 no . 4_555 H18 H27 3.5027 no . 4_555 H19 F1 3.0638 no . 2_646 H19 F5 2.7253 no . 4_554 H19 O4 3.2941 no . 4_554 H19 C26 3.3506 no . 4_554 H19 C27 3.0323 no . 4_554 H19 C28 3.3938 no . 4_554 H20 O3 3.3996 no . 4_554 H20 O4 3.3870 no . 4_554 H20 N4 2.9555 no . 4_554 H20 C14 3.4365 no . 4_554 H20 C15 2.9794 no . 4_554 H20 C16 3.4293 no . 4_554 H20 C19 3.3367 no . 4_554 H20 C25 3.5221 no . 4_554 H20 C27 3.5201 no . 4_554 H21 F1 2.6703 no . 2_646 H21 F2 3.0164 no . 4_554 H21 O3 3.5516 no . 4_554 H21 C25 3.1755 no . 4_554 H21 C26 3.2346 no . 4_554 H21 C27 3.5434 no . 4_554 H21 H28 3.5933 no . 2_646 H21 H28 3.5907 no . 4_554 H22 F1 3.2363 no . 2_646 H22 H26 3.4934 no . 4_555 H22 H27 3.1001 no . 4_555 H23 F1 2.8773 no . 2_646 H23 F10 2.9175 no . 2_646 H24 F10 3.3527 no . 2_646 H24 H26 3.5815 no . 4_555 H25 F7 2.9931 no . 3_666 H26 F7 2.7206 no . 3_666 H26 H22 3.4934 no . 4_554 H26 H24 3.5815 no . 4_554 H27 C16 3.5578 no . 4_554 H27 C17 3.1930 no . 4_554 H27 C18 3.2642 no . 4_554 H27 H17 3.3968 no . 4_554 H27 H18 3.5027 no . 4_554 H27 H22 3.1001 no . 4_554 H28 F1 2.9423 no . 3_667 H28 F2 2.9824 no . 3_667 H28 C24 3.5376 no . 3_667 H28 H21 3.5933 no . 2_656 H28 H21 3.5907 no . 4_555 #============================================================================== # End of CIF #==============================================================================