# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Blanca Manzano' _publ_contact_author_email BLANCA.MANZANO@UCLM.ES _publ_section_title ; Experimental and Computational Study of the Interplay between C-H/pi and Anion-pi Interactions ; loop_ _publ_author_name 'Blanca Manzano' 'M. Pilar Carranza' 'Pere M Deya' 'Felix A Jalon' 'David Quinonero' ; A.M.Rodriguez ; # Attachment 'Complexes345.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 736300' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H48 B2 Cu F8 N16' _chemical_formula_weight 918.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.26990(10) _cell_length_b 31.5743(5) _cell_length_c 16.2523(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.7320(10) _cell_angle_gamma 90.00 _cell_volume 4194.55(11) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.454 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1900 _exptl_absorpt_coefficient_mu 1.468 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6430 _exptl_absorpt_correction_T_max 0.7578 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27074 _diffrn_reflns_av_R_equivalents 0.0784 _diffrn_reflns_av_sigmaI/netI 0.0735 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -38 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 71.38 _reflns_number_total 7832 _reflns_number_gt 5609 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0848P)^2^+0.8682P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7832 _refine_ls_number_parameters 562 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0740 _refine_ls_R_factor_gt 0.0457 _refine_ls_wR_factor_ref 0.1343 _refine_ls_wR_factor_gt 0.1135 _refine_ls_goodness_of_fit_ref 0.901 _refine_ls_restrained_S_all 0.901 _refine_ls_shift/su_max 0.066 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.1819(3) 0.18476(8) 0.26553(17) 0.0181(5) Uani 1 1 d . . . C2 C 0.1748(3) 0.03652(8) 0.21086(17) 0.0170(5) Uani 1 1 d . . . C3 C 0.1474(3) 0.02950(8) 0.34571(17) 0.0179(5) Uani 1 1 d . . . C4 C 0.0720(3) 0.19956(8) 0.33060(17) 0.0172(5) Uani 1 1 d . . . C5 C -0.1231(3) 0.24972(8) 0.31691(17) 0.0192(6) Uani 1 1 d . . . C6 C -0.3339(4) 0.30394(9) 0.2916(2) 0.0264(6) Uani 1 1 d . . . H6A H -0.3607 0.3285 0.3227 0.032 Uiso 1 1 calc R . . H6B H -0.4124 0.2819 0.2982 0.032 Uiso 1 1 calc R . . C7 C -0.3474(4) 0.31544(10) 0.2001(2) 0.0347(8) Uani 1 1 d . . . H7A H -0.2695 0.3372 0.1933 0.052 Uiso 1 1 calc R . . H7B H -0.4558 0.3255 0.1803 0.052 Uiso 1 1 calc R . . H7C H -0.3253 0.2909 0.1688 0.052 Uiso 1 1 calc R . . C8 C -0.0501(4) 0.32081(8) 0.3661(2) 0.0273(7) Uani 1 1 d . . . H8A H -0.0799 0.3486 0.3433 0.033 Uiso 1 1 calc R . . H8B H 0.0583 0.3141 0.3540 0.033 Uiso 1 1 calc R . . C9 C -0.0471(5) 0.32163(11) 0.4589(2) 0.0398(8) Uani 1 1 d . . . H9A H -0.1540 0.3287 0.4710 0.060 Uiso 1 1 calc R . . H9B H 0.0302 0.3425 0.4832 0.060 Uiso 1 1 calc R . . H9C H -0.0157 0.2943 0.4817 0.060 Uiso 1 1 calc R . . C10 C -0.4471(3) 0.15796(9) 0.18518(18) 0.0201(6) Uani 1 1 d . . . C11 C -0.4852(4) 0.11894(9) 0.15171(18) 0.0223(6) Uani 1 1 d . . . H11 H -0.5835 0.1111 0.1197 0.027 Uiso 1 1 calc R . . C12 C -0.3473(4) 0.09249(8) 0.17473(18) 0.0213(6) Uani 1 1 d . . . C13 C -0.5480(4) 0.19727(9) 0.1802(2) 0.0258(6) Uani 1 1 d . . . H13A H -0.6549 0.1915 0.1503 0.039 Uiso 1 1 calc R . . H13B H -0.4965 0.2189 0.1517 0.039 Uiso 1 1 calc R . . H13C H -0.5574 0.2068 0.2354 0.039 Uiso 1 1 calc R . . C14 C -0.3274(4) 0.04692(9) 0.1548(2) 0.0339(8) Uani 1 1 d . . . H14A H -0.2176 0.0381 0.1754 0.051 Uiso 1 1 calc R . . H14B H -0.3488 0.0430 0.0955 0.051 Uiso 1 1 calc R . . H14C H -0.4030 0.0303 0.1805 0.051 Uiso 1 1 calc R . . C15 C 0.0660(3) 0.11849(8) 0.07334(18) 0.0205(6) Uani 1 1 d . . . C16 C 0.1173(3) 0.08995(8) 0.01566(18) 0.0210(6) Uani 1 1 d . . . H16 H 0.1161 0.0947 -0.0409 0.025 Uiso 1 1 calc R . . C17 C 0.1690(3) 0.05411(8) 0.05876(17) 0.0199(6) Uani 1 1 d . . . C18 C -0.0083(4) 0.16152(9) 0.0568(2) 0.0289(7) Uani 1 1 d . . . H18A H -0.1253 0.1590 0.0462 0.043 Uiso 1 1 calc R . . H18B H 0.0298 0.1737 0.0092 0.043 Uiso 1 1 calc R . . H18C H 0.0230 0.1793 0.1044 0.043 Uiso 1 1 calc R . . C19 C 0.2285(4) 0.01346(9) 0.02821(18) 0.0244(6) Uani 1 1 d . . . H19A H 0.2251 0.0149 -0.0310 0.037 Uiso 1 1 calc R . . H19B H 0.1599 -0.0093 0.0415 0.037 Uiso 1 1 calc R . . H19C H 0.3390 0.0085 0.0544 0.037 Uiso 1 1 calc R . . C20 C 0.2569(3) -0.02300(8) 0.27960(17) 0.0179(5) Uani 1 1 d . . . C21 C 0.3695(4) -0.08002(9) 0.20418(18) 0.0225(6) Uani 1 1 d . . . H21A H 0.4535 -0.1010 0.2217 0.027 Uiso 1 1 calc R . . H21B H 0.4181 -0.0576 0.1753 0.027 Uiso 1 1 calc R . . C22 C 0.2314(4) -0.10041(10) 0.1453(2) 0.0319(7) Uani 1 1 d . . . H22A H 0.1860 -0.1233 0.1732 0.048 Uiso 1 1 calc R . . H22B H 0.2729 -0.1111 0.0973 0.048 Uiso 1 1 calc R . . H22C H 0.1479 -0.0797 0.1282 0.048 Uiso 1 1 calc R . . C23 C 0.3093(4) -0.09118(8) 0.34874(19) 0.0234(6) Uani 1 1 d . . . H23A H 0.2800 -0.1194 0.3281 0.028 Uiso 1 1 calc R . . H23B H 0.2273 -0.0819 0.3817 0.028 Uiso 1 1 calc R . . C24 C 0.4749(4) -0.09257(10) 0.4033(2) 0.0325(7) Uani 1 1 d . . . H24A H 0.5579 -0.0986 0.3696 0.049 Uiso 1 1 calc R . . H24B H 0.4749 -0.1143 0.4445 0.049 Uiso 1 1 calc R . . H24C H 0.4968 -0.0657 0.4303 0.049 Uiso 1 1 calc R . . C25 C 0.1492(3) 0.04078(8) 0.50018(17) 0.0180(5) Uani 1 1 d . . . C26 C 0.0918(3) 0.07379(8) 0.54150(18) 0.0204(6) Uani 1 1 d . . . H26 H 0.1007 0.0770 0.5989 0.025 Uiso 1 1 calc R . . C27 C 0.0158(3) 0.10228(8) 0.48022(18) 0.0196(6) Uani 1 1 d . . . C28 C 0.2436(4) 0.00254(9) 0.53393(18) 0.0224(6) Uani 1 1 d . . . H28A H 0.2609 0.0035 0.5937 0.034 Uiso 1 1 calc R . . H28B H 0.3474 0.0021 0.5143 0.034 Uiso 1 1 calc R . . H28C H 0.1832 -0.0225 0.5155 0.034 Uiso 1 1 calc R . . C29 C -0.0615(4) 0.14405(9) 0.49317(19) 0.0246(6) Uani 1 1 d . . . H29A H 0.0222 0.1646 0.5108 0.037 Uiso 1 1 calc R . . H29B H -0.1311 0.1412 0.5351 0.037 Uiso 1 1 calc R . . H29C H -0.1254 0.1532 0.4419 0.037 Uiso 1 1 calc R . . C30 C 0.4169(3) 0.13676(8) 0.37257(17) 0.0204(6) Uani 1 1 d . . . C31 C 0.4804(4) 0.17268(9) 0.41794(19) 0.0239(6) Uani 1 1 d . . . H31 H 0.5844 0.1754 0.4486 0.029 Uiso 1 1 calc R . . C32 C 0.3598(3) 0.20282(8) 0.40835(18) 0.0214(6) Uani 1 1 d . . . C33 C 0.4981(4) 0.09478(9) 0.36517(19) 0.0242(6) Uani 1 1 d . . . H33A H 0.4806 0.0770 0.4109 0.036 Uiso 1 1 calc R . . H33B H 0.6134 0.0989 0.3662 0.036 Uiso 1 1 calc R . . H33C H 0.4524 0.0815 0.3137 0.036 Uiso 1 1 calc R . . C34 C 0.3617(4) 0.24636(9) 0.4435(2) 0.0308(7) Uani 1 1 d . . . H34A H 0.4674 0.2521 0.4750 0.046 Uiso 1 1 calc R . . H34B H 0.2798 0.2486 0.4793 0.046 Uiso 1 1 calc R . . H34C H 0.3392 0.2665 0.3990 0.046 Uiso 1 1 calc R . . B2 B -0.1732(4) -0.05984(10) 0.2163(2) 0.0238(7) Uani 1 1 d . . . N1 N -0.0276(3) 0.17077(7) 0.28733(14) 0.0183(5) Uani 1 1 d . . . N2 N -0.2893(3) 0.15422(6) 0.22625(15) 0.0183(5) Uani 1 1 d . . . N3 N -0.2281(3) 0.11385(7) 0.22000(15) 0.0200(5) Uani 1 1 d . . . N4 N 0.0874(3) 0.10213(7) 0.14918(15) 0.0179(5) Uani 1 1 d . . . N5 N 0.1511(3) 0.06215(7) 0.14050(14) 0.0172(5) Uani 1 1 d . . . N6 N 0.1151(3) 0.05298(7) 0.27597(14) 0.0169(5) Uani 1 1 d . . . N7 N 0.1060(3) 0.04967(7) 0.41638(14) 0.0178(5) Uani 1 1 d . . . N8 N 0.0235(3) 0.08777(7) 0.40435(15) 0.0189(5) Uani 1 1 d . . . N9 N 0.2649(3) 0.14363(7) 0.33589(15) 0.0192(5) Uani 1 1 d . . . N10 N 0.2294(3) 0.18450(7) 0.35833(14) 0.0179(5) Uani 1 1 d . . . N11 N -0.2375(3) 0.22252(7) 0.27660(15) 0.0204(5) Uani 1 1 d . . . N12 N 0.0333(3) 0.23799(7) 0.34950(15) 0.0196(5) Uani 1 1 d . . . N13 N -0.1680(3) 0.28912(7) 0.32608(16) 0.0216(5) Uani 1 1 d . . . N14 N 0.2522(3) 0.00080(7) 0.20878(14) 0.0181(5) Uani 1 1 d . . . N15 N 0.2132(3) -0.00793(7) 0.35211(15) 0.0194(5) Uani 1 1 d . . . N16 N 0.3098(3) -0.06236(7) 0.27815(15) 0.0196(5) Uani 1 1 d . . . F5 F -0.2694(2) -0.04039(6) 0.26799(12) 0.0341(4) Uani 1 1 d . . . F6 F -0.0820(2) -0.02969(5) 0.18009(12) 0.0314(4) Uani 1 1 d . . . F7 F -0.0651(3) -0.08795(6) 0.26212(13) 0.0452(5) Uani 1 1 d . . . F8 F -0.2708(3) -0.08172(7) 0.15320(13) 0.0452(5) Uani 1 1 d . . . Cu1 Cu 0.03654(5) 0.111589(12) 0.27661(2) 0.01793(12) Uani 1 1 d . . . B1 B 0.1500(4) 0.28377(10) 0.1670(2) 0.0266(7) Uani 1 1 d . . . F1 F 0.0410(3) 0.31549(7) 0.1774(2) 0.0701(8) Uani 1 1 d . . . F2 F 0.2756(3) 0.28517(8) 0.23499(14) 0.0555(6) Uani 1 1 d . . . F3 F 0.0717(3) 0.24516(6) 0.16672(13) 0.0455(5) Uani 1 1 d . . . F4 F 0.2155(3) 0.28944(9) 0.09481(14) 0.0582(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0192(14) 0.0179(12) 0.0165(13) 0.0024(11) 0.0011(10) 0.0000(10) C2 0.0152(13) 0.0162(12) 0.0187(13) -0.0027(11) -0.0004(10) -0.0029(9) C3 0.0165(13) 0.0198(12) 0.0173(13) -0.0012(11) 0.0021(11) -0.0040(10) C4 0.0204(14) 0.0157(12) 0.0156(13) 0.0030(11) 0.0033(11) -0.0015(10) C5 0.0202(14) 0.0174(12) 0.0197(14) 0.0008(11) 0.0024(11) -0.0004(10) C6 0.0254(16) 0.0194(13) 0.0346(17) -0.0017(13) 0.0050(13) 0.0047(11) C7 0.0345(18) 0.0289(16) 0.0384(19) 0.0087(15) -0.0019(15) 0.0059(13) C8 0.0288(16) 0.0154(13) 0.0367(18) -0.0044(13) 0.0021(13) -0.0034(11) C9 0.041(2) 0.0384(18) 0.040(2) -0.0141(16) 0.0056(16) -0.0054(15) C10 0.0179(14) 0.0219(13) 0.0201(14) 0.0024(12) 0.0013(11) 0.0011(10) C11 0.0192(14) 0.0232(13) 0.0235(15) 0.0005(12) 0.0007(11) -0.0012(10) C12 0.0254(15) 0.0190(13) 0.0194(14) 0.0001(12) 0.0030(11) 0.0007(11) C13 0.0223(15) 0.0196(13) 0.0331(17) -0.0011(13) -0.0029(12) 0.0032(11) C14 0.0335(18) 0.0208(14) 0.045(2) -0.0078(14) -0.0025(15) 0.0004(12) C15 0.0196(14) 0.0176(12) 0.0224(14) -0.0009(11) -0.0028(11) -0.0008(10) C16 0.0247(15) 0.0227(13) 0.0149(13) 0.0025(11) 0.0009(11) -0.0009(11) C17 0.0232(14) 0.0195(13) 0.0166(13) -0.0023(11) 0.0023(11) -0.0031(10) C18 0.0364(18) 0.0207(14) 0.0275(16) 0.0028(13) -0.0023(13) 0.0063(12) C19 0.0336(16) 0.0235(14) 0.0161(13) -0.0012(12) 0.0040(12) 0.0067(11) C20 0.0166(13) 0.0165(12) 0.0200(14) -0.0028(11) 0.0013(11) -0.0030(10) C21 0.0246(15) 0.0215(13) 0.0214(14) -0.0024(12) 0.0031(12) 0.0060(11) C22 0.0329(18) 0.0322(16) 0.0280(16) -0.0072(14) -0.0036(14) 0.0056(13) C23 0.0299(16) 0.0161(12) 0.0241(15) 0.0010(12) 0.0038(12) 0.0010(11) C24 0.0401(19) 0.0280(15) 0.0268(16) 0.0025(14) -0.0038(14) -0.0003(13) C25 0.0199(13) 0.0204(12) 0.0137(13) 0.0006(11) 0.0025(10) -0.0025(10) C26 0.0203(14) 0.0225(13) 0.0178(14) -0.0012(12) 0.0006(11) -0.0004(10) C27 0.0193(14) 0.0196(12) 0.0202(14) -0.0019(11) 0.0035(11) -0.0023(10) C28 0.0265(15) 0.0206(13) 0.0189(14) 0.0016(11) -0.0003(12) 0.0021(11) C29 0.0295(16) 0.0219(13) 0.0230(15) -0.0041(12) 0.0060(12) 0.0049(11) C30 0.0226(14) 0.0214(13) 0.0173(13) 0.0022(12) 0.0035(11) 0.0011(11) C31 0.0220(15) 0.0237(14) 0.0244(15) -0.0002(12) -0.0014(12) 0.0001(11) C32 0.0217(15) 0.0193(13) 0.0223(14) -0.0029(12) 0.0001(12) -0.0021(10) C33 0.0262(15) 0.0217(13) 0.0239(15) 0.0003(12) 0.0012(12) 0.0038(11) C34 0.0252(16) 0.0219(14) 0.0406(19) -0.0090(14) -0.0102(14) -0.0015(11) B2 0.0302(18) 0.0195(14) 0.0219(16) -0.0017(14) 0.0044(14) -0.0029(12) N1 0.0182(12) 0.0184(11) 0.0177(11) -0.0032(9) 0.0003(9) -0.0011(8) N2 0.0167(11) 0.0129(10) 0.0239(12) -0.0005(9) -0.0016(9) 0.0009(8) N3 0.0228(12) 0.0163(11) 0.0205(12) -0.0008(10) 0.0021(10) 0.0024(9) N4 0.0195(12) 0.0148(10) 0.0195(12) -0.0010(9) 0.0026(9) 0.0021(8) N5 0.0201(12) 0.0148(10) 0.0167(11) -0.0016(9) 0.0034(9) 0.0001(8) N6 0.0175(11) 0.0162(10) 0.0165(11) -0.0006(9) 0.0013(9) 0.0009(8) N7 0.0234(12) 0.0131(10) 0.0172(11) 0.0005(9) 0.0038(9) 0.0010(8) N8 0.0214(12) 0.0158(10) 0.0192(12) 0.0005(10) 0.0016(9) 0.0018(8) N9 0.0216(12) 0.0151(10) 0.0204(12) -0.0015(10) 0.0020(10) -0.0004(8) N10 0.0187(12) 0.0151(10) 0.0191(11) -0.0024(9) 0.0004(9) 0.0002(8) N11 0.0195(12) 0.0173(10) 0.0238(12) 0.0005(10) 0.0017(10) 0.0006(9) N12 0.0206(12) 0.0169(10) 0.0206(12) 0.0002(10) 0.0010(9) -0.0005(9) N13 0.0239(13) 0.0158(10) 0.0251(13) -0.0001(10) 0.0032(10) 0.0007(9) N14 0.0195(12) 0.0169(10) 0.0174(11) 0.0003(9) 0.0012(9) 0.0004(8) N15 0.0243(12) 0.0158(10) 0.0183(12) -0.0019(9) 0.0041(9) -0.0011(9) N16 0.0216(12) 0.0162(10) 0.0209(12) 0.0004(10) 0.0031(9) 0.0007(8) F5 0.0397(11) 0.0371(10) 0.0263(9) -0.0046(8) 0.0082(8) 0.0033(8) F6 0.0265(9) 0.0250(8) 0.0429(11) 0.0058(8) 0.0062(8) -0.0020(7) F7 0.0588(14) 0.0399(11) 0.0395(12) 0.0133(9) 0.0163(10) 0.0182(9) F8 0.0407(12) 0.0640(13) 0.0331(11) -0.0209(10) 0.0127(9) -0.0241(10) Cu1 0.0190(2) 0.0175(2) 0.0168(2) -0.00175(16) 0.00114(15) 0.00114(15) B1 0.0239(17) 0.0174(14) 0.038(2) 0.0036(15) 0.0045(15) 0.0014(12) F1 0.0498(14) 0.0352(11) 0.130(3) 0.0172(14) 0.0290(15) 0.0148(10) F2 0.0372(12) 0.0868(17) 0.0408(12) -0.0028(12) 0.0011(10) -0.0097(11) F3 0.0748(15) 0.0258(9) 0.0366(11) -0.0055(9) 0.0110(11) -0.0156(9) F4 0.0502(14) 0.0867(17) 0.0385(12) 0.0182(12) 0.0090(11) -0.0116(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N11 1.300(4) . ? C1 N1 1.346(4) . ? C1 N2 1.398(3) . ? C2 N14 1.300(3) . ? C2 N6 1.339(4) . ? C2 N5 1.390(4) . ? C3 N15 1.298(3) . ? C3 N6 1.347(4) . ? C3 N7 1.400(4) . ? C4 N12 1.304(3) . ? C4 N1 1.351(3) . ? C4 N10 1.395(4) . ? C5 N13 1.313(4) . ? C5 N11 1.369(4) . ? C5 N12 1.372(4) . ? C6 N13 1.476(4) . ? C6 C7 1.519(5) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 N13 1.478(4) . ? C8 C9 1.505(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.364(4) . ? C10 N2 1.378(4) . ? C10 C13 1.490(4) . ? C11 C12 1.417(4) . ? C11 H11 0.9300 . ? C12 N3 1.322(4) . ? C12 C14 1.489(4) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 N4 1.323(4) . ? C15 C16 1.411(4) . ? C15 C18 1.499(4) . ? C16 C17 1.365(4) . ? C16 H16 0.9300 . ? C17 N5 1.382(4) . ? C17 C19 1.487(4) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 N16 1.319(3) . ? C20 N14 1.370(4) . ? C20 N15 1.370(4) . ? C21 N16 1.476(4) . ? C21 C22 1.517(4) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 N16 1.465(4) . ? C23 C24 1.515(4) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 C26 1.364(4) . ? C25 N7 1.383(3) . ? C25 C28 1.496(4) . ? C26 C27 1.416(4) . ? C26 H26 0.9300 . ? C27 N8 1.326(4) . ? C27 C29 1.494(4) . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 N9 1.325(4) . ? C30 C31 1.410(4) . ? C30 C33 1.499(4) . ? C31 C32 1.370(4) . ? C31 H31 0.9300 . ? C32 N10 1.376(4) . ? C32 C34 1.488(4) . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? B2 F5 1.385(4) . ? B2 F7 1.392(4) . ? B2 F8 1.389(4) . ? B2 F6 1.399(4) . ? N1 Cu1 1.957(2) . ? N2 N3 1.381(3) . ? N3 Cu1 2.243(2) . ? N4 N5 1.383(3) . ? N4 Cu1 2.196(2) . ? N6 Cu1 1.962(2) . ? N7 N8 1.382(3) . ? N8 Cu1 2.226(2) . ? N9 N10 1.384(3) . ? N9 Cu1 2.228(2) . ? B1 F4 1.377(5) . ? B1 F1 1.375(4) . ? B1 F3 1.380(4) . ? B1 F2 1.398(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N11 C1 N1 127.3(2) . . ? N11 C1 N2 118.9(2) . . ? N1 C1 N2 113.9(2) . . ? N14 C2 N6 126.8(3) . . ? N14 C2 N5 119.5(3) . . ? N6 C2 N5 113.6(2) . . ? N15 C3 N6 126.5(3) . . ? N15 C3 N7 120.0(2) . . ? N6 C3 N7 113.5(2) . . ? N12 C4 N1 126.6(3) . . ? N12 C4 N10 119.5(2) . . ? N1 C4 N10 113.9(2) . . ? N13 C5 N11 117.5(2) . . ? N13 C5 N12 118.6(2) . . ? N11 C5 N12 123.9(2) . . ? N13 C6 C7 111.9(3) . . ? N13 C6 H6A 109.2 . . ? C7 C6 H6A 109.2 . . ? N13 C6 H6B 109.2 . . ? C7 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N13 C8 C9 111.2(3) . . ? N13 C8 H8A 109.4 . . ? C9 C8 H8A 109.4 . . ? N13 C8 H8B 109.4 . . ? C9 C8 H8B 109.4 . . ? H8A C8 H8B 108.0 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 N2 105.1(2) . . ? C11 C10 C13 129.6(3) . . ? N2 C10 C13 125.4(2) . . ? C10 C11 C12 107.4(2) . . ? C10 C11 H11 126.3 . . ? C12 C11 H11 126.3 . . ? N3 C12 C11 110.4(2) . . ? N3 C12 C14 121.1(3) . . ? C11 C12 C14 128.5(3) . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N4 C15 C16 111.0(2) . . ? N4 C15 C18 121.0(3) . . ? C16 C15 C18 128.0(3) . . ? C17 C16 C15 106.9(2) . . ? C17 C16 H16 126.5 . . ? C15 C16 H16 126.5 . . ? C16 C17 N5 105.7(2) . . ? C16 C17 C19 129.7(3) . . ? N5 C17 C19 124.7(2) . . ? C15 C18 H18A 109.5 . . ? C15 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C15 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? N16 C20 N14 118.0(3) . . ? N16 C20 N15 118.3(2) . . ? N14 C20 N15 123.7(2) . . ? N16 C21 C22 111.2(2) . . ? N16 C21 H21A 109.4 . . ? C22 C21 H21A 109.4 . . ? N16 C21 H21B 109.4 . . ? C22 C21 H21B 109.4 . . ? H21A C21 H21B 108.0 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N16 C23 C24 111.5(2) . . ? N16 C23 H23A 109.3 . . ? C24 C23 H23A 109.3 . . ? N16 C23 H23B 109.3 . . ? C24 C23 H23B 109.3 . . ? H23A C23 H23B 108.0 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 N7 105.8(2) . . ? C26 C25 C28 129.6(3) . . ? N7 C25 C28 124.6(2) . . ? C25 C26 C27 106.8(2) . . ? C25 C26 H26 126.6 . . ? C27 C26 H26 126.6 . . ? N8 C27 C26 110.8(2) . . ? N8 C27 C29 121.2(3) . . ? C26 C27 C29 128.0(3) . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N9 C30 C31 110.9(2) . . ? N9 C30 C33 121.0(2) . . ? C31 C30 C33 128.1(3) . . ? C32 C31 C30 107.0(2) . . ? C32 C31 H31 126.5 . . ? C30 C31 H31 126.5 . . ? C31 C32 N10 105.5(2) . . ? C31 C32 C34 129.3(3) . . ? N10 C32 C34 125.3(3) . . ? C30 C33 H33A 109.5 . . ? C30 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C30 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C32 C34 H34A 109.5 . . ? C32 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C32 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? F5 B2 F7 109.9(3) . . ? F5 B2 F8 110.2(3) . . ? F7 B2 F8 109.4(3) . . ? F5 B2 F6 110.5(2) . . ? F7 B2 F6 108.4(3) . . ? F8 B2 F6 108.5(3) . . ? C1 N1 C4 113.3(2) . . ? C1 N1 Cu1 123.29(18) . . ? C4 N1 Cu1 122.45(18) . . ? C10 N2 N3 112.0(2) . . ? C10 N2 C1 130.6(2) . . ? N3 N2 C1 117.1(2) . . ? C12 N3 N2 105.1(2) . . ? C12 N3 Cu1 144.18(19) . . ? N2 N3 Cu1 110.17(16) . . ? C15 N4 N5 105.1(2) . . ? C15 N4 Cu1 143.88(19) . . ? N5 N4 Cu1 110.54(16) . . ? N4 N5 C17 111.3(2) . . ? N4 N5 C2 117.1(2) . . ? C17 N5 C2 131.4(2) . . ? C2 N6 C3 113.7(2) . . ? C2 N6 Cu1 122.19(18) . . ? C3 N6 Cu1 122.56(18) . . ? N8 N7 C25 111.4(2) . . ? N8 N7 C3 117.2(2) . . ? C25 N7 C3 131.0(2) . . ? C27 N8 N7 105.2(2) . . ? C27 N8 Cu1 140.04(18) . . ? N7 N8 Cu1 109.46(17) . . ? C30 N9 N10 105.0(2) . . ? C30 N9 Cu1 143.54(18) . . ? N10 N9 Cu1 109.72(16) . . ? C32 N10 N9 111.7(2) . . ? C32 N10 C4 131.1(2) . . ? N9 N10 C4 117.2(2) . . ? C1 N11 C5 114.1(2) . . ? C4 N12 C5 114.3(2) . . ? C5 N13 C8 120.8(2) . . ? C5 N13 C6 121.3(2) . . ? C8 N13 C6 117.7(2) . . ? C2 N14 C20 113.9(2) . . ? C3 N15 C20 114.2(2) . . ? C20 N16 C23 122.1(2) . . ? C20 N16 C21 121.5(2) . . ? C23 N16 C21 116.4(2) . . ? N1 Cu1 N6 174.50(9) . . ? N1 Cu1 N4 107.89(9) . . ? N6 Cu1 N4 75.85(9) . . ? N1 Cu1 N8 100.80(9) . . ? N6 Cu1 N8 75.49(9) . . ? N4 Cu1 N8 151.31(8) . . ? N1 Cu1 N9 75.62(9) . . ? N6 Cu1 N9 99.84(9) . . ? N4 Cu1 N9 101.44(9) . . ? N8 Cu1 N9 84.73(9) . . ? N1 Cu1 N3 75.24(9) . . ? N6 Cu1 N3 109.34(9) . . ? N4 Cu1 N3 86.11(9) . . ? N8 Cu1 N3 102.17(9) . . ? N9 Cu1 N3 150.82(8) . . ? F4 B1 F1 111.1(3) . . ? F4 B1 F3 110.9(3) . . ? F1 B1 F3 109.2(3) . . ? F4 B1 F2 109.1(3) . . ? F1 B1 F2 107.6(3) . . ? F3 B1 F2 108.8(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 C10 C11 C12 0.5(3) . . . . ? C13 C10 C11 C12 -179.9(3) . . . . ? C10 C11 C12 N3 -0.4(3) . . . . ? C10 C11 C12 C14 179.2(3) . . . . ? N4 C15 C16 C17 1.4(3) . . . . ? C18 C15 C16 C17 -176.9(3) . . . . ? C15 C16 C17 N5 -1.2(3) . . . . ? C15 C16 C17 C19 177.1(3) . . . . ? N7 C25 C26 C27 -0.6(3) . . . . ? C28 C25 C26 C27 178.0(3) . . . . ? C25 C26 C27 N8 0.7(3) . . . . ? C25 C26 C27 C29 -177.9(3) . . . . ? N9 C30 C31 C32 0.2(3) . . . . ? C33 C30 C31 C32 -177.9(3) . . . . ? C30 C31 C32 N10 0.0(3) . . . . ? C30 C31 C32 C34 179.5(3) . . . . ? N11 C1 N1 C4 5.2(4) . . . . ? N2 C1 N1 C4 -175.4(2) . . . . ? N11 C1 N1 Cu1 174.1(2) . . . . ? N2 C1 N1 Cu1 -6.5(3) . . . . ? N12 C4 N1 C1 -2.1(4) . . . . ? N10 C4 N1 C1 176.0(2) . . . . ? N12 C4 N1 Cu1 -171.1(2) . . . . ? N10 C4 N1 Cu1 6.9(3) . . . . ? C11 C10 N2 N3 -0.5(3) . . . . ? C13 C10 N2 N3 179.9(3) . . . . ? C11 C10 N2 C1 173.6(3) . . . . ? C13 C10 N2 C1 -6.1(5) . . . . ? N11 C1 N2 C10 9.9(5) . . . . ? N1 C1 N2 C10 -169.6(3) . . . . ? N11 C1 N2 N3 -176.3(2) . . . . ? N1 C1 N2 N3 4.2(4) . . . . ? C11 C12 N3 N2 0.0(3) . . . . ? C14 C12 N3 N2 -179.5(3) . . . . ? C11 C12 N3 Cu1 -170.2(2) . . . . ? C14 C12 N3 Cu1 10.3(5) . . . . ? C10 N2 N3 C12 0.3(3) . . . . ? C1 N2 N3 C12 -174.6(2) . . . . ? C10 N2 N3 Cu1 174.22(18) . . . . ? C1 N2 N3 Cu1 -0.7(3) . . . . ? C16 C15 N4 N5 -0.9(3) . . . . ? C18 C15 N4 N5 177.5(2) . . . . ? C16 C15 N4 Cu1 -171.4(2) . . . . ? C18 C15 N4 Cu1 7.1(5) . . . . ? C15 N4 N5 C17 0.1(3) . . . . ? Cu1 N4 N5 C17 174.14(17) . . . . ? C15 N4 N5 C2 -175.6(2) . . . . ? Cu1 N4 N5 C2 -1.6(3) . . . . ? C16 C17 N5 N4 0.7(3) . . . . ? C19 C17 N5 N4 -177.7(3) . . . . ? C16 C17 N5 C2 175.6(3) . . . . ? C19 C17 N5 C2 -2.8(5) . . . . ? N14 C2 N5 N4 -171.8(2) . . . . ? N6 C2 N5 N4 6.8(3) . . . . ? N14 C2 N5 C17 13.6(4) . . . . ? N6 C2 N5 C17 -167.8(3) . . . . ? N14 C2 N6 C3 2.6(4) . . . . ? N5 C2 N6 C3 -175.9(2) . . . . ? N14 C2 N6 Cu1 168.7(2) . . . . ? N5 C2 N6 Cu1 -9.8(3) . . . . ? N15 C3 N6 C2 -7.4(4) . . . . ? N7 C3 N6 C2 171.2(2) . . . . ? N15 C3 N6 Cu1 -173.4(2) . . . . ? N7 C3 N6 Cu1 5.2(3) . . . . ? C26 C25 N7 N8 0.4(3) . . . . ? C28 C25 N7 N8 -178.3(2) . . . . ? C26 C25 N7 C3 172.3(3) . . . . ? C28 C25 N7 C3 -6.4(5) . . . . ? N15 C3 N7 N8 -174.5(2) . . . . ? N6 C3 N7 N8 6.8(3) . . . . ? N15 C3 N7 C25 14.0(4) . . . . ? N6 C3 N7 C25 -164.7(3) . . . . ? C26 C27 N8 N7 -0.4(3) . . . . ? C29 C27 N8 N7 178.3(2) . . . . ? C26 C27 N8 Cu1 -149.8(2) . . . . ? C29 C27 N8 Cu1 28.9(4) . . . . ? C25 N7 N8 C27 0.0(3) . . . . ? C3 N7 N8 C27 -173.1(2) . . . . ? C25 N7 N8 Cu1 159.68(18) . . . . ? C3 N7 N8 Cu1 -13.4(3) . . . . ? C31 C30 N9 N10 -0.4(3) . . . . ? C33 C30 N9 N10 177.9(2) . . . . ? C31 C30 N9 Cu1 -162.2(3) . . . . ? C33 C30 N9 Cu1 16.2(5) . . . . ? C31 C32 N10 N9 -0.2(3) . . . . ? C34 C32 N10 N9 -179.7(3) . . . . ? C31 C32 N10 C4 177.2(3) . . . . ? C34 C32 N10 C4 -2.4(5) . . . . ? C30 N9 N10 C32 0.4(3) . . . . ? Cu1 N9 N10 C32 168.98(18) . . . . ? C30 N9 N10 C4 -177.4(2) . . . . ? Cu1 N9 N10 C4 -8.8(3) . . . . ? N12 C4 N10 C32 3.4(4) . . . . ? N1 C4 N10 C32 -174.8(3) . . . . ? N12 C4 N10 N9 -179.4(2) . . . . ? N1 C4 N10 N9 2.4(3) . . . . ? N1 C1 N11 C5 -1.7(4) . . . . ? N2 C1 N11 C5 178.9(2) . . . . ? N13 C5 N11 C1 176.2(3) . . . . ? N12 C5 N11 C1 -5.2(4) . . . . ? N1 C4 N12 C5 -3.8(4) . . . . ? N10 C4 N12 C5 178.2(2) . . . . ? N13 C5 N12 C4 -173.7(3) . . . . ? N11 C5 N12 C4 7.8(4) . . . . ? N11 C5 N13 C8 -177.7(3) . . . . ? N12 C5 N13 C8 3.7(4) . . . . ? N11 C5 N13 C6 -2.1(4) . . . . ? N12 C5 N13 C6 179.2(3) . . . . ? C9 C8 N13 C5 -88.8(3) . . . . ? C9 C8 N13 C6 95.5(3) . . . . ? C7 C6 N13 C5 -82.8(3) . . . . ? C7 C6 N13 C8 92.9(3) . . . . ? N6 C2 N14 C20 6.2(4) . . . . ? N5 C2 N14 C20 -175.3(2) . . . . ? N16 C20 N14 C2 169.5(2) . . . . ? N15 C20 N14 C2 -11.9(4) . . . . ? N6 C3 N15 C20 2.4(4) . . . . ? N7 C3 N15 C20 -176.2(2) . . . . ? N16 C20 N15 C3 -173.5(2) . . . . ? N14 C20 N15 C3 8.0(4) . . . . ? N14 C20 N16 C23 -175.9(2) . . . . ? N15 C20 N16 C23 5.5(4) . . . . ? N14 C20 N16 C21 2.7(4) . . . . ? N15 C20 N16 C21 -175.9(2) . . . . ? C24 C23 N16 C20 -97.0(3) . . . . ? C24 C23 N16 C21 84.4(3) . . . . ? C22 C21 N16 C20 -90.2(3) . . . . ? C22 C21 N16 C23 88.5(3) . . . . ? C1 N1 Cu1 N6 -142.3(10) . . . . ? C4 N1 Cu1 N6 25.7(12) . . . . ? C1 N1 Cu1 N4 85.5(2) . . . . ? C4 N1 Cu1 N4 -106.5(2) . . . . ? C1 N1 Cu1 N8 -95.2(2) . . . . ? C4 N1 Cu1 N8 72.7(2) . . . . ? C1 N1 Cu1 N9 -176.9(2) . . . . ? C4 N1 Cu1 N9 -8.9(2) . . . . ? C1 N1 Cu1 N3 4.6(2) . . . . ? C4 N1 Cu1 N3 172.6(2) . . . . ? C2 N6 Cu1 N1 -126.5(10) . . . . ? C3 N6 Cu1 N1 38.4(11) . . . . ? C2 N6 Cu1 N4 6.9(2) . . . . ? C3 N6 Cu1 N4 171.7(2) . . . . ? C2 N6 Cu1 N8 -174.4(2) . . . . ? C3 N6 Cu1 N8 -9.6(2) . . . . ? C2 N6 Cu1 N9 -92.5(2) . . . . ? C3 N6 Cu1 N9 72.3(2) . . . . ? C2 N6 Cu1 N3 87.5(2) . . . . ? C3 N6 Cu1 N3 -107.6(2) . . . . ? C15 N4 Cu1 N1 -16.6(3) . . . . ? N5 N4 Cu1 N1 173.28(16) . . . . ? C15 N4 Cu1 N6 167.6(3) . . . . ? N5 N4 Cu1 N6 -2.53(16) . . . . ? C15 N4 Cu1 N8 165.0(3) . . . . ? N5 N4 Cu1 N8 -5.2(3) . . . . ? C15 N4 Cu1 N9 -95.0(3) . . . . ? N5 N4 Cu1 N9 94.87(17) . . . . ? C15 N4 Cu1 N3 56.6(3) . . . . ? N5 N4 Cu1 N3 -113.60(17) . . . . ? C27 N8 Cu1 N1 -15.5(3) . . . . ? N7 N8 Cu1 N1 -164.04(16) . . . . ? C27 N8 Cu1 N6 160.4(3) . . . . ? N7 N8 Cu1 N6 11.80(16) . . . . ? C27 N8 Cu1 N4 163.0(3) . . . . ? N7 N8 Cu1 N4 14.5(3) . . . . ? C27 N8 Cu1 N9 58.8(3) . . . . ? N7 N8 Cu1 N9 -89.80(17) . . . . ? C27 N8 Cu1 N3 -92.5(3) . . . . ? N7 N8 Cu1 N3 118.91(16) . . . . ? C30 N9 Cu1 N1 170.3(4) . . . . ? N10 N9 Cu1 N1 9.04(17) . . . . ? C30 N9 Cu1 N6 -6.5(3) . . . . ? N10 N9 Cu1 N6 -167.79(17) . . . . ? C30 N9 Cu1 N4 -83.9(3) . . . . ? N10 N9 Cu1 N4 114.81(17) . . . . ? C30 N9 Cu1 N8 67.8(3) . . . . ? N10 N9 Cu1 N8 -93.54(17) . . . . ? C30 N9 Cu1 N3 173.4(3) . . . . ? N10 N9 Cu1 N3 12.1(3) . . . . ? C12 N3 Cu1 N1 168.1(4) . . . . ? N2 N3 Cu1 N1 -1.85(17) . . . . ? C12 N3 Cu1 N6 -15.1(4) . . . . ? N2 N3 Cu1 N6 174.97(17) . . . . ? C12 N3 Cu1 N4 58.4(3) . . . . ? N2 N3 Cu1 N4 -111.50(18) . . . . ? C12 N3 Cu1 N8 -93.8(3) . . . . ? N2 N3 Cu1 N8 96.28(18) . . . . ? C12 N3 Cu1 N9 165.0(3) . . . . ? N2 N3 Cu1 N9 -4.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 71.38 _diffrn_measured_fraction_theta_full 0.960 _refine_diff_density_max 0.509 _refine_diff_density_min -0.416 _refine_diff_density_rms 0.071 #==========END data_4 _database_code_depnum_ccdc_archive 'CCDC 736301' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H31 B2 Cl2 Cu F8 N16' _chemical_formula_weight 887.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.935(7) _cell_length_b 23.844(5) _cell_length_c 16.316(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.3380(10) _cell_angle_gamma 90.00 _cell_volume 3865(3) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 866 _cell_measurement_theta_min 2.497 _cell_measurement_theta_max 18.897 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.526 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1800 _exptl_absorpt_coefficient_mu 0.787 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7541 _exptl_absorpt_correction_T_max 0.8778 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14648 _diffrn_reflns_av_R_equivalents 0.1140 _diffrn_reflns_av_sigmaI/netI 0.1803 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6749 _reflns_number_gt 3539 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT, SADABS, XPREP' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0957P)^2^+9.1872P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6749 _refine_ls_number_parameters 525 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1457 _refine_ls_R_factor_gt 0.0831 _refine_ls_wR_factor_ref 0.2454 _refine_ls_wR_factor_gt 0.2075 _refine_ls_goodness_of_fit_ref 0.958 _refine_ls_restrained_S_all 0.958 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.85748(8) 0.25929(4) 0.41810(5) 0.0419(3) Uani 1 1 d . . . N1 N 0.9874(5) 0.2279(2) 0.3184(4) 0.0442(15) Uani 1 1 d . . . N2 N 1.0952(5) 0.2627(2) 0.3103(3) 0.0411(14) Uani 1 1 d . . . N3 N 1.0064(5) 0.3110(2) 0.4174(3) 0.0377(13) Uani 1 1 d . . . N4 N 1.2144(5) 0.3386(2) 0.3633(3) 0.0406(14) Uani 1 1 d . . . N5 N 1.1134(5) 0.3898(2) 0.4747(3) 0.0434(14) Uani 1 1 d . . . N6 N 0.8030(5) 0.3211(2) 0.5111(3) 0.0437(14) Uani 1 1 d . . . N7 N 0.9047(5) 0.3587(2) 0.5193(3) 0.0383(13) Uani 1 1 d . . . N8 N 1.3192(6) 0.4142(3) 0.4260(4) 0.0508(16) Uani 1 1 d . . . N9 N 0.9143(6) 0.1956(2) 0.5122(3) 0.0449(15) Uani 1 1 d . . . N10 N 0.8085(5) 0.1591(2) 0.5231(3) 0.0422(14) Uani 1 1 d . . . N11 N 0.7098(5) 0.2068(2) 0.4184(3) 0.0407(14) Uani 1 1 d . . . N12 N 0.5987(5) 0.1293(2) 0.4779(4) 0.0473(15) Uani 1 1 d . . . N13 N 0.5034(5) 0.1768(2) 0.3603(4) 0.0460(15) Uani 1 1 d . . . N14 N 0.7183(5) 0.2905(2) 0.3213(3) 0.0451(15) Uani 1 1 d . . . N15 N 0.6195(5) 0.2524(2) 0.3090(4) 0.0418(14) Uani 1 1 d . . . N16 N 0.3945(6) 0.1052(3) 0.4241(4) 0.0569(17) Uani 1 1 d . . . C1 C 0.9965(8) 0.1937(3) 0.2564(4) 0.055(2) Uani 1 1 d . . . H1 H 0.9346 0.1643 0.2455 0.066 Uiso 1 1 calc R . . C2 C 1.1081(8) 0.2055(3) 0.2078(5) 0.056(2) Uani 1 1 d . . . H2 H 1.1361 0.1864 0.1598 0.068 Uiso 1 1 calc R . . C3 C 1.1676(7) 0.2500(3) 0.2436(4) 0.0455(18) Uani 1 1 d . . . H3 H 1.2460 0.2688 0.2252 0.055 Uiso 1 1 calc R . . C4 C 1.1089(6) 0.3067(3) 0.3658(4) 0.0378(16) Uani 1 1 d . . . C5 C 1.2149(6) 0.3803(3) 0.4208(4) 0.0444(18) Uani 1 1 d . . . C6 C 1.0161(6) 0.3545(3) 0.4685(4) 0.0376(16) Uani 1 1 d . . . C7 C 0.8738(7) 0.3993(3) 0.5738(4) 0.0495(19) Uani 1 1 d . . . H7 H 0.9279 0.4305 0.5888 0.059 Uiso 1 1 calc R . . C8 C 0.7498(7) 0.3864(3) 0.6025(5) 0.057(2) Uani 1 1 d . . . H8 H 0.7004 0.4064 0.6427 0.069 Uiso 1 1 calc R . . C9 C 0.7092(7) 0.3381(3) 0.5614(4) 0.054(2) Uani 1 1 d . . . H9 H 0.6251 0.3199 0.5688 0.064 Uiso 1 1 calc R . . C10 C 1.3209(8) 0.4610(3) 0.4849(5) 0.060(2) Uani 1 1 d . . . H10A H 1.2286 0.4763 0.4902 0.072 Uiso 1 1 calc R . . H10B H 1.3793 0.4913 0.4636 0.072 Uiso 1 1 calc R . . C11 C 1.3712(9) 0.4432(4) 0.5678(6) 0.072(3) Uani 1 1 d . . . H11A H 1.3089 0.4158 0.5913 0.108 Uiso 1 1 calc R . . H11B H 1.3770 0.4760 0.6038 0.108 Uiso 1 1 calc R . . H11C H 1.4606 0.4262 0.5624 0.108 Uiso 1 1 calc R . . C12 C 1.4402(7) 0.4050(3) 0.3762(5) 0.061(2) Uani 1 1 d . . . H12A H 1.4494 0.3646 0.3636 0.073 Uiso 1 1 calc R . . H12B H 1.5210 0.4170 0.4074 0.073 Uiso 1 1 calc R . . C13 C 1.4309(10) 0.4380(4) 0.2971(6) 0.079(3) Uani 1 1 d . . . H13A H 1.3526 0.4253 0.2654 0.119 Uiso 1 1 calc R . . H13B H 1.5129 0.4321 0.2651 0.119 Uiso 1 1 calc R . . H13C H 1.4214 0.4780 0.3096 0.119 Uiso 1 1 calc R . . C17 C 0.7025(7) 0.3265(3) 0.2594(5) 0.054(2) Uani 1 1 d . . . H17 H 0.7557 0.3592 0.2523 0.065 Uiso 1 1 calc R . . C18 C 0.5999(8) 0.3108(3) 0.2066(5) 0.056(2) Uani 1 1 d . . . H18 H 0.5717 0.3291 0.1577 0.068 Uiso 1 1 calc R . . C19 C 0.5483(7) 0.2634(3) 0.2403(5) 0.0500(19) Uani 1 1 d . . . H19 H 0.4753 0.2419 0.2193 0.060 Uiso 1 1 calc R . . C20 C 0.6081(7) 0.2096(3) 0.3649(4) 0.0433(18) Uani 1 1 d . . . C21 C 0.4997(7) 0.1376(3) 0.4216(5) 0.0459(19) Uani 1 1 d . . . C22 C 0.6996(6) 0.1640(3) 0.4717(4) 0.0406(17) Uani 1 1 d . . . C23 C 0.8370(7) 0.1218(3) 0.5838(4) 0.0491(19) Uani 1 1 d . . . H23 H 0.7799 0.0925 0.6024 0.059 Uiso 1 1 calc R . . C24 C 0.9622(7) 0.1340(3) 0.6131(5) 0.0506(19) Uani 1 1 d . . . H24 H 1.0096 0.1155 0.6559 0.061 Uiso 1 1 calc R . . C25 C 1.0058(7) 0.1796(3) 0.5668(4) 0.0478(18) Uani 1 1 d . . . H25 H 1.0910 0.1972 0.5736 0.057 Uiso 1 1 calc R . . C26 C 0.3815(9) 0.0594(4) 0.4848(7) 0.080(3) Uani 1 1 d . . . H26A H 0.4725 0.0460 0.5002 0.096 Uiso 1 1 calc R . . H26B H 0.3327 0.0277 0.4591 0.096 Uiso 1 1 calc R . . C27 C 0.3093(12) 0.0767(5) 0.5599(7) 0.099(4) Uani 1 1 d . . . C28 C 0.2823(8) 0.1123(4) 0.3662(6) 0.077(3) Uani 1 1 d . . . H28A H 0.2669 0.1529 0.3569 0.093 Uiso 1 1 calc R . . H28B H 0.1995 0.0964 0.3904 0.093 Uiso 1 1 calc R . . C29 C 0.3087(12) 0.0841(5) 0.2847(7) 0.104(4) Uani 1 1 d . . . H29A H 0.3820 0.1035 0.2566 0.156 Uiso 1 1 calc R . . H29B H 0.2271 0.0856 0.2508 0.156 Uiso 1 1 calc R . . H29C H 0.3340 0.0449 0.2941 0.156 Uiso 1 1 calc R . . B1 B 0.8984(9) 0.4569(4) 0.3128(7) 0.057(2) Uani 1 1 d . . . F1 F 0.9370(5) 0.5101(2) 0.3351(3) 0.0756(15) Uani 1 1 d . . . F2 F 1.0127(6) 0.4250(2) 0.2971(3) 0.0912(18) Uani 1 1 d . . . F3 F 0.8248(5) 0.45907(19) 0.2418(3) 0.0751(14) Uani 1 1 d . . . F4 F 0.8285(6) 0.4322(2) 0.3747(3) 0.0921(18) Uani 1 1 d . . . B2 B 0.3573(10) 0.2573(5) 0.5414(7) 0.063(3) Uani 1 1 d . . . F5 F 0.3809(7) 0.3018(3) 0.6054(5) 0.0528(18) Uani 0.60 1 d P A 1 F6 F 0.2364(7) 0.2685(4) 0.5124(5) 0.066(2) Uani 0.60 1 d P A 1 F7 F 0.3425(8) 0.2107(3) 0.5984(5) 0.055(2) Uani 0.60 1 d P A 1 F8 F 0.4744(8) 0.2511(4) 0.5051(6) 0.067(3) Uani 0.60 1 d P A 1 F5A F 0.2685(15) 0.2306(6) 0.4730(9) 0.088(4) Uiso 0.40 1 d P A 2 F6A F 0.3116(18) 0.3011(7) 0.5562(11) 0.096(5) Uiso 0.40 1 d P A 2 F7A F 0.4503(15) 0.2791(6) 0.4793(9) 0.069(5) Uiso 0.40 1 d P A 2 F8A F 0.3871(19) 0.2134(9) 0.5675(11) 0.099(7) Uiso 0.40 1 d P A 2 C31 C 0.8906(12) 0.4683(4) 0.8196(6) 0.096(4) Uani 1 1 d . . . H31A H 0.9555 0.4521 0.7803 0.115 Uiso 1 1 calc R . . H31B H 0.8798 0.5086 0.8066 0.115 Uiso 1 1 calc R . . Cl1 Cl 0.7329(4) 0.43370(12) 0.80976(16) 0.1119(12) Uani 1 1 d . . . Cl2 Cl 0.9513(3) 0.46098(16) 0.9176(2) 0.1276(13) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0367(5) 0.0458(6) 0.0430(6) -0.0027(4) -0.0002(4) -0.0059(4) N1 0.034(3) 0.052(4) 0.046(4) -0.002(3) 0.000(3) -0.012(3) N2 0.038(3) 0.045(3) 0.040(3) -0.003(3) 0.003(3) -0.004(3) N3 0.034(3) 0.038(3) 0.041(3) 0.002(3) -0.002(3) -0.003(2) N4 0.034(3) 0.043(3) 0.045(3) 0.007(3) 0.001(3) -0.001(3) N5 0.039(3) 0.041(3) 0.050(4) 0.003(3) -0.007(3) -0.011(3) N6 0.035(3) 0.051(4) 0.045(3) 0.004(3) 0.000(3) -0.003(3) N7 0.040(3) 0.037(3) 0.039(3) -0.002(3) -0.001(3) 0.002(3) N8 0.043(3) 0.048(4) 0.062(4) 0.007(3) -0.006(3) -0.011(3) N9 0.043(3) 0.050(4) 0.042(4) -0.002(3) 0.009(3) -0.009(3) N10 0.046(3) 0.038(3) 0.042(3) 0.001(3) 0.007(3) -0.002(3) N11 0.037(3) 0.048(4) 0.037(3) 0.002(3) -0.005(3) 0.004(3) N12 0.032(3) 0.043(3) 0.067(4) 0.007(3) 0.004(3) 0.000(3) N13 0.041(3) 0.046(4) 0.051(4) -0.006(3) 0.000(3) -0.015(3) N14 0.041(3) 0.051(4) 0.043(3) -0.002(3) -0.003(3) -0.017(3) N15 0.036(3) 0.042(3) 0.047(4) -0.001(3) -0.002(3) -0.011(3) N16 0.043(3) 0.051(4) 0.077(5) 0.009(3) -0.004(3) -0.010(3) C1 0.057(4) 0.059(5) 0.049(5) -0.002(4) -0.001(4) -0.017(4) C2 0.068(5) 0.055(5) 0.047(4) -0.013(4) 0.008(4) -0.006(4) C3 0.038(3) 0.054(5) 0.045(4) 0.000(4) 0.004(3) 0.004(3) C4 0.035(3) 0.037(4) 0.042(4) 0.008(3) -0.002(3) -0.002(3) C5 0.037(3) 0.041(4) 0.055(5) 0.011(4) -0.009(4) 0.001(3) C6 0.040(3) 0.037(4) 0.035(4) 0.003(3) -0.007(3) 0.002(3) C7 0.053(4) 0.042(4) 0.054(5) -0.010(4) 0.005(4) 0.004(3) C8 0.054(4) 0.069(6) 0.049(5) -0.022(4) 0.002(4) 0.003(4) C9 0.037(4) 0.079(6) 0.045(4) 0.001(4) 0.007(4) -0.008(4) C10 0.047(4) 0.048(5) 0.085(6) 0.002(5) 0.003(4) -0.012(4) C11 0.077(6) 0.055(5) 0.083(7) -0.007(5) -0.001(5) -0.023(5) C12 0.043(4) 0.050(5) 0.089(6) 0.011(4) 0.013(4) -0.012(4) C13 0.088(6) 0.069(6) 0.082(6) 0.009(5) 0.023(6) -0.017(5) C17 0.053(4) 0.063(5) 0.047(5) 0.001(4) 0.005(4) -0.017(4) C18 0.057(4) 0.058(5) 0.054(5) 0.012(4) 0.000(4) -0.010(4) C19 0.037(3) 0.066(5) 0.047(5) -0.004(4) -0.009(4) -0.001(4) C20 0.047(4) 0.038(4) 0.045(4) -0.007(3) 0.007(4) -0.004(3) C21 0.038(4) 0.036(4) 0.063(5) -0.010(4) 0.004(4) -0.010(3) C22 0.038(3) 0.039(4) 0.045(4) 0.004(3) 0.001(3) 0.006(3) C23 0.050(4) 0.048(4) 0.049(5) 0.010(4) 0.005(4) 0.002(4) C24 0.045(4) 0.060(5) 0.047(5) 0.003(4) -0.011(4) 0.003(4) C25 0.041(4) 0.060(5) 0.043(4) -0.001(4) -0.005(4) -0.006(4) C26 0.061(5) 0.058(6) 0.121(8) 0.028(6) -0.020(6) -0.013(5) C27 0.108(8) 0.092(8) 0.097(8) 0.019(6) 0.021(7) -0.023(7) C28 0.045(4) 0.077(7) 0.110(8) 0.010(6) -0.015(5) -0.026(4) C29 0.099(8) 0.090(8) 0.122(10) -0.007(7) -0.054(8) -0.021(7) B1 0.045(4) 0.062(7) 0.064(7) -0.006(5) -0.008(5) 0.002(5) F1 0.085(3) 0.070(3) 0.072(3) -0.023(3) 0.000(3) -0.022(3) F2 0.104(4) 0.102(4) 0.068(3) 0.001(3) -0.011(3) 0.051(3) F3 0.091(3) 0.060(3) 0.074(3) -0.002(3) -0.026(3) 0.017(3) F4 0.098(4) 0.084(4) 0.095(4) 0.017(3) 0.016(3) -0.018(3) B2 0.052(5) 0.060(7) 0.078(7) 0.019(6) -0.004(5) 0.018(5) F5 0.057(4) 0.046(4) 0.056(5) -0.008(3) 0.000(4) 0.002(3) F6 0.038(3) 0.094(6) 0.067(5) 0.039(5) -0.017(4) -0.007(4) F7 0.055(4) 0.063(5) 0.048(5) 0.011(4) -0.005(4) -0.002(4) F8 0.045(4) 0.076(6) 0.080(6) -0.026(5) 0.026(4) -0.012(4) C31 0.135(9) 0.074(6) 0.081(7) 0.005(5) 0.053(7) 0.009(6) Cl1 0.171(3) 0.093(2) 0.0718(17) 0.0025(14) 0.021(2) -0.027(2) Cl2 0.102(2) 0.160(3) 0.122(3) 0.035(2) 0.019(2) 0.053(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N3 1.926(5) . ? Cu1 N11 1.929(6) . ? Cu1 N6 2.186(6) . ? Cu1 N1 2.212(5) . ? Cu1 N14 2.221(6) . ? Cu1 N9 2.230(6) . ? N1 C1 1.304(9) . ? N1 N2 1.361(7) . ? N2 C3 1.342(8) . ? N2 C4 1.391(8) . ? N3 C4 1.329(7) . ? N3 C6 1.333(8) . ? N4 C4 1.295(8) . ? N4 C5 1.367(9) . ? N5 C6 1.286(8) . ? N5 C5 1.361(8) . ? N6 C9 1.309(8) . ? N6 N7 1.356(7) . ? N7 C7 1.352(8) . ? N7 C6 1.389(8) . ? N8 C5 1.316(9) . ? N8 C12 1.472(8) . ? N8 C10 1.472(10) . ? N9 C25 1.325(9) . ? N9 N10 1.377(7) . ? N10 C23 1.359(9) . ? N10 C22 1.369(9) . ? N11 C20 1.333(9) . ? N11 C22 1.344(8) . ? N12 C22 1.304(8) . ? N12 C21 1.356(9) . ? N13 C20 1.304(8) . ? N13 C21 1.368(9) . ? N14 C17 1.334(9) . ? N14 N15 1.353(7) . ? N15 C19 1.347(9) . ? N15 C20 1.374(8) . ? N16 C21 1.302(8) . ? N16 C28 1.467(10) . ? N16 C26 1.480(10) . ? C1 C2 1.395(9) . ? C2 C3 1.345(10) . ? C7 C8 1.356(10) . ? C8 C9 1.392(11) . ? C10 C11 1.501(12) . ? C12 C13 1.513(11) . ? C17 C18 1.382(11) . ? C18 C19 1.360(10) . ? C23 C24 1.361(10) . ? C24 C25 1.395(10) . ? C26 C27 1.482(14) . ? C28 C29 1.514(14) . ? B1 F4 1.363(11) . ? B1 F3 1.367(11) . ? B1 F1 1.374(11) . ? B1 F2 1.391(10) . ? B2 F8A 1.17(2) . ? B2 F6A 1.165(17) . ? B2 F8 1.316(11) . ? B2 F6 1.316(12) . ? B2 F7 1.459(13) . ? B2 F7A 1.470(17) . ? B2 F5 1.505(14) . ? B2 F5A 1.555(19) . ? C31 Cl2 1.715(12) . ? C31 Cl1 1.778(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Cu1 N11 179.3(2) . . ? N3 Cu1 N6 76.5(2) . . ? N11 Cu1 N6 104.2(2) . . ? N3 Cu1 N1 76.1(2) . . ? N11 Cu1 N1 103.3(2) . . ? N6 Cu1 N1 152.4(2) . . ? N3 Cu1 N14 104.8(2) . . ? N11 Cu1 N14 75.5(2) . . ? N6 Cu1 N14 96.4(2) . . ? N1 Cu1 N14 87.4(2) . . ? N3 Cu1 N9 104.4(2) . . ? N11 Cu1 N9 75.3(2) . . ? N6 Cu1 N9 92.5(2) . . ? N1 Cu1 N9 97.4(2) . . ? N14 Cu1 N9 150.7(2) . . ? C1 N1 N2 104.3(5) . . ? C1 N1 Cu1 145.7(5) . . ? N2 N1 Cu1 109.1(4) . . ? C3 N2 N1 111.5(6) . . ? C3 N2 C4 130.3(6) . . ? N1 N2 C4 118.1(5) . . ? C4 N3 C6 113.8(5) . . ? C4 N3 Cu1 123.1(4) . . ? C6 N3 Cu1 123.1(4) . . ? C4 N4 C5 113.9(5) . . ? C6 N5 C5 113.6(6) . . ? C9 N6 N7 105.5(6) . . ? C9 N6 Cu1 145.4(5) . . ? N7 N6 Cu1 109.0(3) . . ? C7 N7 N6 111.4(5) . . ? C7 N7 C6 129.0(6) . . ? N6 N7 C6 119.3(5) . . ? C5 N8 C12 121.3(6) . . ? C5 N8 C10 120.9(6) . . ? C12 N8 C10 117.8(6) . . ? C25 N9 N10 104.7(5) . . ? C25 N9 Cu1 145.9(5) . . ? N10 N9 Cu1 109.2(4) . . ? C23 N10 C22 131.5(6) . . ? C23 N10 N9 110.6(6) . . ? C22 N10 N9 117.9(6) . . ? C20 N11 C22 113.7(6) . . ? C20 N11 Cu1 122.6(5) . . ? C22 N11 Cu1 123.7(5) . . ? C22 N12 C21 114.2(6) . . ? C20 N13 C21 113.0(6) . . ? C17 N14 N15 103.7(6) . . ? C17 N14 Cu1 145.5(5) . . ? N15 N14 Cu1 109.1(4) . . ? C19 N15 N14 111.7(6) . . ? C19 N15 C20 130.7(6) . . ? N14 N15 C20 117.6(6) . . ? C21 N16 C28 121.2(7) . . ? C21 N16 C26 122.2(7) . . ? C28 N16 C26 116.6(6) . . ? N1 C1 C2 112.0(7) . . ? C3 C2 C1 105.1(6) . . ? N2 C3 C2 107.1(6) . . ? N4 C4 N3 126.7(6) . . ? N4 C4 N2 119.9(5) . . ? N3 C4 N2 113.4(5) . . ? N8 C5 N5 116.2(6) . . ? N8 C5 N4 119.4(6) . . ? N5 C5 N4 124.4(6) . . ? N5 C6 N3 127.5(6) . . ? N5 C6 N7 120.5(6) . . ? N3 C6 N7 112.0(5) . . ? N7 C7 C8 106.0(7) . . ? C7 C8 C9 106.3(6) . . ? N6 C9 C8 110.7(6) . . ? N8 C10 C11 112.1(7) . . ? N8 C12 C13 110.4(7) . . ? N14 C17 C18 112.4(7) . . ? C19 C18 C17 104.6(7) . . ? N15 C19 C18 107.5(7) . . ? N13 C20 N11 127.5(7) . . ? N13 C20 N15 118.4(7) . . ? N11 C20 N15 114.0(6) . . ? N16 C21 N12 118.1(7) . . ? N16 C21 N13 117.0(7) . . ? N12 C21 N13 124.9(6) . . ? N12 C22 N11 126.2(7) . . ? N12 C22 N10 120.3(6) . . ? N11 C22 N10 113.5(6) . . ? N10 C23 C24 107.6(7) . . ? C23 C24 C25 105.3(7) . . ? N9 C25 C24 111.9(7) . . ? N16 C26 C27 113.1(8) . . ? N16 C28 C29 112.2(8) . . ? F4 B1 F3 111.8(7) . . ? F4 B1 F1 110.2(8) . . ? F3 B1 F1 109.7(8) . . ? F4 B1 F2 108.7(8) . . ? F3 B1 F2 107.3(7) . . ? F1 B1 F2 109.0(7) . . ? F8A B2 F6A 145.7(16) . . ? F8A B2 F8 80.9(11) . . ? F6A B2 F8 122.7(13) . . ? F8A B2 F6 122.7(14) . . ? F6A B2 F6 62.4(11) . . ? F8 B2 F6 132.0(11) . . ? F8A B2 F7 27.1(9) . . ? F6A B2 F7 120.7(12) . . ? F8 B2 F7 107.1(9) . . ? F6 B2 F7 106.7(8) . . ? F8A B2 F7A 114.2(13) . . ? F6A B2 F7A 94.2(12) . . ? F8 B2 F7A 33.8(6) . . ? F6 B2 F7A 104.9(10) . . ? F7 B2 F7A 140.9(10) . . ? F8A B2 F5 109.9(13) . . ? F6A B2 F5 44.3(10) . . ? F8 B2 F5 104.9(8) . . ? F6 B2 F5 104.2(9) . . ? F7 B2 F5 96.3(8) . . ? F7A B2 F5 97.7(9) . . ? F8A B2 F5A 92.0(14) . . ? F6A B2 F5A 107.2(14) . . ? F8 B2 F5A 97.5(10) . . ? F6 B2 F5A 46.5(7) . . ? F7 B2 F5A 95.0(9) . . ? F7A B2 F5A 90.4(10) . . ? F5 B2 F5A 150.6(9) . . ? Cl2 C31 Cl1 110.0(5) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.683 _refine_diff_density_min -0.729 _refine_diff_density_rms 0.091 #=======END data_5 _database_code_depnum_ccdc_archive 'CCDC 736302' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H48 B2 F8 N16 Zn' _chemical_formula_weight 919.87 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.3707(13) _cell_length_b 31.902(5) _cell_length_c 16.373(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.800(2) _cell_angle_gamma 90.00 _cell_volume 4308.6(11) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 3134 _cell_measurement_theta_min 2.10 _cell_measurement_theta_max 18.2 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.418 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1904 _exptl_absorpt_coefficient_mu 0.652 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7852 _exptl_absorpt_correction_T_max 0.9029 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27214 _diffrn_reflns_av_R_equivalents 0.0602 _diffrn_reflns_av_sigmaI/netI 0.0650 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7545 _reflns_number_gt 5076 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT, SADABS, XPREP' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1171P)^2^+5.2395P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7545 _refine_ls_number_parameters 543 _refine_ls_number_restraints 41 _refine_ls_R_factor_all 0.1055 _refine_ls_R_factor_gt 0.0720 _refine_ls_wR_factor_ref 0.2227 _refine_ls_wR_factor_gt 0.1972 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.103 _refine_ls_shift/su_max 0.028 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.04367(7) 0.112232(17) 0.27337(4) 0.0341(2) Uani 1 1 d . . . N1 N 0.0985(5) 0.09942(12) 0.1502(2) 0.0337(10) Uani 1 1 d . . . N2 N 0.1588(5) 0.05927(12) 0.1430(2) 0.0308(9) Uani 1 1 d . . . N3 N 0.1248(5) 0.05189(12) 0.2776(2) 0.0314(9) Uani 1 1 d . . . N4 N 0.2476(5) -0.00231(12) 0.2118(2) 0.0335(10) Uani 1 1 d . . . N5 N 0.2148(5) -0.00884(12) 0.3550(2) 0.0339(10) Uani 1 1 d . . . N6 N 0.2993(5) -0.06473(12) 0.2830(3) 0.0379(10) Uani 1 1 d . . . N7 N 0.1143(5) 0.04918(12) 0.4169(3) 0.0337(10) Uani 1 1 d . . . N8 N 0.0358(5) 0.08741(12) 0.4030(3) 0.0350(10) Uani 1 1 d . . . N9 N -0.2153(5) 0.11613(12) 0.2190(3) 0.0381(11) Uani 1 1 d . . . N10 N -0.2789(5) 0.15609(12) 0.2231(3) 0.0353(10) Uani 1 1 d . . . N11 N -0.0197(5) 0.17320(12) 0.2847(2) 0.0316(9) Uani 1 1 d . . . N12 N -0.2295(5) 0.22364(12) 0.2733(3) 0.0376(10) Uani 1 1 d . . . N13 N 0.0397(5) 0.23996(12) 0.3451(3) 0.0352(10) Uani 1 1 d . . . N14 N -0.1626(6) 0.29017(12) 0.3214(3) 0.0395(11) Uani 1 1 d . . . N15 N 0.2351(5) 0.18715(12) 0.3541(3) 0.0338(10) Uani 1 1 d . . . N16 N 0.2683(5) 0.14647(12) 0.3334(3) 0.0340(10) Uani 1 1 d . . . C1 C 0.1782(6) 0.05106(16) 0.0629(3) 0.0352(12) Uani 1 1 d . . . C2 C 0.1306(7) 0.08628(17) 0.0192(3) 0.0427(14) Uani 1 1 d . . . H2 H 0.1312 0.0905 -0.0369 0.051 Uiso 1 1 calc R . . C3 C 0.0799(7) 0.11524(15) 0.0745(3) 0.0357(12) Uani 1 1 d . . . C4 C 0.2363(8) 0.01020(18) 0.0344(3) 0.0518(16) Uani 1 1 d . . . H4A H 0.2431 0.0120 -0.0234 0.078 Uiso 1 1 calc R . . H4B H 0.1617 -0.0116 0.0428 0.078 Uiso 1 1 calc R . . H4C H 0.3415 0.0039 0.0655 0.078 Uiso 1 1 calc R . . C5 C 0.0125(8) 0.15816(17) 0.0570(4) 0.0525(16) Uani 1 1 d . . . H5A H -0.1025 0.1564 0.0387 0.079 Uiso 1 1 calc R . . H5B H 0.0621 0.1709 0.0144 0.079 Uiso 1 1 calc R . . H5C H 0.0346 0.1748 0.1065 0.079 Uiso 1 1 calc R . . C6 C 0.1787(6) 0.03396(14) 0.2136(3) 0.0277(11) Uani 1 1 d . . . C7 C 0.1534(6) 0.02864(14) 0.3473(3) 0.0308(11) Uani 1 1 d . . . C8 C 0.2534(6) -0.02511(15) 0.2839(3) 0.0332(11) Uani 1 1 d . . . C9 C 0.3480(8) -0.08359(17) 0.2095(4) 0.0479(15) Uani 1 1 d . . . H9A H 0.4322 -0.1042 0.2267 0.058 Uiso 1 1 calc R . . H9B H 0.3927 -0.0620 0.1782 0.058 Uiso 1 1 calc R . . C10 C 0.2077(10) -0.1045(2) 0.1543(5) 0.081(2) Uani 1 1 d . . . H10A H 0.1575 -0.1243 0.1861 0.122 Uiso 1 1 calc R . . H10B H 0.2466 -0.1188 0.1100 0.122 Uiso 1 1 calc R . . H10C H 0.1298 -0.0836 0.1317 0.122 Uiso 1 1 calc R . . C11 C 0.3030(8) -0.09165(17) 0.3545(4) 0.0471(14) Uani 1 1 d . . . H11A H 0.2701 -0.1197 0.3358 0.057 Uiso 1 1 calc R . . H11B H 0.2253 -0.0814 0.3874 0.057 Uiso 1 1 calc R . . C12 C 0.4661(9) -0.0937(2) 0.4075(4) 0.068(2) Uani 1 1 d . . . H12A H 0.5471 -0.0975 0.3731 0.103 Uiso 1 1 calc R . . H12B H 0.4695 -0.1168 0.4453 0.103 Uiso 1 1 calc R . . H12C H 0.4867 -0.0681 0.4382 0.103 Uiso 1 1 calc R . . C13 C 0.0250(7) 0.10157(16) 0.4782(3) 0.0375(12) Uani 1 1 d . . . C14 C 0.0972(7) 0.07340(17) 0.5398(3) 0.0428(13) Uani 1 1 d . . . H14 H 0.1053 0.0766 0.5968 0.051 Uiso 1 1 calc R . . C15 C 0.1529(6) 0.04053(16) 0.4998(3) 0.0351(12) Uani 1 1 d . . . C16 C -0.0517(8) 0.14282(17) 0.4887(4) 0.0516(16) Uani 1 1 d . . . H16A H 0.0310 0.1632 0.5068 0.077 Uiso 1 1 calc R . . H16B H -0.1216 0.1404 0.5293 0.077 Uiso 1 1 calc R . . H16C H -0.1140 0.1515 0.4367 0.077 Uiso 1 1 calc R . . C17 C 0.2440(7) 0.00265(17) 0.5361(3) 0.0458(14) Uani 1 1 d . . . H17A H 0.2577 0.0039 0.5955 0.069 Uiso 1 1 calc R . . H17B H 0.3484 0.0019 0.5193 0.069 Uiso 1 1 calc R . . H17C H 0.1843 -0.0222 0.5168 0.069 Uiso 1 1 calc R . . C18 C -0.4337(6) 0.15838(17) 0.1816(3) 0.0394(13) Uani 1 1 d . . . C19 C -0.4698(7) 0.11998(17) 0.1491(4) 0.0455(14) Uani 1 1 d . . . H19 H -0.5672 0.1120 0.1166 0.055 Uiso 1 1 calc R . . C20 C -0.3348(7) 0.09445(17) 0.1730(4) 0.0437(13) Uani 1 1 d . . . C21 C -0.5369(7) 0.19764(18) 0.1742(4) 0.0548(16) Uani 1 1 d . . . H21A H -0.6394 0.1920 0.1398 0.082 Uiso 1 1 calc R . . H21B H -0.4824 0.2197 0.1500 0.082 Uiso 1 1 calc R . . H21C H -0.5544 0.2061 0.2283 0.082 Uiso 1 1 calc R . . C22 C -0.3105(9) 0.04965(19) 0.1548(5) 0.075(2) Uani 1 1 d . . . H22A H -0.1993 0.0422 0.1738 0.112 Uiso 1 1 calc R . . H22B H -0.3373 0.0450 0.0962 0.112 Uiso 1 1 calc R . . H22C H -0.3793 0.0327 0.1828 0.112 Uiso 1 1 calc R . . C23 C -0.1730(6) 0.18681(15) 0.2629(3) 0.0335(12) Uani 1 1 d . . . C24 C 0.0786(6) 0.20220(14) 0.3264(3) 0.0309(11) Uani 1 1 d . . . C25 C -0.1169(7) 0.25107(15) 0.3129(3) 0.0359(12) Uani 1 1 d . . . C26 C -0.0470(8) 0.32212(17) 0.3595(4) 0.0556(17) Uani 1 1 d . . . H26A H -0.0787 0.3492 0.3352 0.067 Uiso 1 1 calc R . . H26B H 0.0600 0.3156 0.3478 0.067 Uiso 1 1 calc R . . C27 C -0.0398(12) 0.3245(3) 0.4515(5) 0.095(3) Uani 1 1 d . . . H27A H -0.1457 0.3308 0.4633 0.143 Uiso 1 1 calc R . . H27B H 0.0345 0.3461 0.4739 0.143 Uiso 1 1 calc R . . H27C H -0.0038 0.2981 0.4761 0.143 Uiso 1 1 calc R . . C28 C -0.3282(8) 0.30375(18) 0.2871(4) 0.0536(16) Uani 1 1 d . . . H28A H -0.3565 0.3276 0.3186 0.064 Uiso 1 1 calc R . . H28B H -0.4032 0.2812 0.2930 0.064 Uiso 1 1 calc R . . C29 C -0.3457(9) 0.3157(2) 0.1977(5) 0.071(2) Uani 1 1 d . . . H29A H -0.2875 0.3413 0.1927 0.107 Uiso 1 1 calc R . . H29B H -0.4584 0.3198 0.1754 0.107 Uiso 1 1 calc R . . H29C H -0.3026 0.2938 0.1676 0.107 Uiso 1 1 calc R . . C30 C 0.4206(7) 0.14002(16) 0.3687(3) 0.0371(12) Uani 1 1 d . . . C31 C 0.4851(7) 0.17588(18) 0.4119(4) 0.0489(15) Uani 1 1 d . . . H31 H 0.5893 0.1788 0.4419 0.059 Uiso 1 1 calc R . . C32 C 0.3665(7) 0.20561(17) 0.4016(4) 0.0430(13) Uani 1 1 d . . . C33 C 0.5000(7) 0.09843(18) 0.3623(4) 0.0478(14) Uani 1 1 d . . . H33A H 0.4831 0.0810 0.4078 0.072 Uiso 1 1 calc R . . H33B H 0.6142 0.1024 0.3639 0.072 Uiso 1 1 calc R . . H33C H 0.4537 0.0852 0.3110 0.072 Uiso 1 1 calc R . . C34 C 0.3714(8) 0.2492(2) 0.4352(5) 0.0670(19) Uani 1 1 d . . . H34A H 0.4770 0.2547 0.4665 0.101 Uiso 1 1 calc R . . H34B H 0.2915 0.2521 0.4705 0.101 Uiso 1 1 calc R . . H34C H 0.3488 0.2688 0.3902 0.101 Uiso 1 1 calc R . . B1 B 0.1532(9) 0.2819(2) 0.1558(5) 0.0545(19) Uani 1 1 d D . . F4 F 0.0836(6) 0.24424(16) 0.1599(3) 0.1087(16) Uiso 1 1 d D A . F1 F 0.2232(12) 0.2757(3) 0.0828(6) 0.089(3) Uiso 0.50 1 d PDU A 1 F2 F 0.0274(14) 0.3096(3) 0.1314(8) 0.127(4) Uiso 0.50 1 d PD A 1 F3 F 0.2530(14) 0.2963(4) 0.2212(7) 0.114(4) Uiso 0.50 1 d PDU A 1 F1A F 0.2154(11) 0.2947(3) 0.0925(5) 0.076(3) Uiso 0.50 1 d PDU A 2 F2A F 0.0583(11) 0.3134(3) 0.1819(7) 0.088(3) Uiso 0.50 1 d PD A 2 F3A F 0.2819(11) 0.2773(3) 0.2264(6) 0.089(3) Uiso 0.50 1 d PDU A 2 B2 B -0.2014(10) -0.0560(2) 0.2126(5) 0.064(2) Uiso 1 1 d D . . F5 F -0.0932(6) -0.03089(15) 0.1834(3) 0.1000(15) Uiso 1 1 d D B . F6 F -0.174(2) -0.0967(4) 0.2204(10) 0.162(5) Uiso 0.50 1 d PD B 1 F7 F -0.3321(10) -0.0524(3) 0.1378(5) 0.083(2) Uiso 0.50 1 d PD B 1 F8 F -0.262(2) -0.0370(5) 0.2725(9) 0.143(9) Uiso 0.50 1 d PDU B 1 F6A F -0.0879(11) -0.0862(3) 0.2642(6) 0.087(3) Uiso 0.50 1 d PD B 2 F7A F -0.2793(11) -0.0808(3) 0.1512(5) 0.085(3) Uiso 0.50 1 d PD B 2 F8A F -0.2990(15) -0.0397(3) 0.2624(6) 0.072(4) Uiso 0.50 1 d PDU B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0392(4) 0.0267(3) 0.0351(4) -0.0032(2) 0.0028(3) 0.0043(3) N1 0.039(3) 0.031(2) 0.030(2) 0.0008(17) 0.002(2) 0.0023(19) N2 0.033(2) 0.030(2) 0.029(2) -0.0020(17) 0.0044(19) 0.0002(18) N3 0.037(3) 0.029(2) 0.028(2) -0.0023(17) 0.0066(19) 0.0024(18) N4 0.040(3) 0.031(2) 0.028(2) -0.0028(17) 0.0024(19) 0.0034(19) N5 0.042(3) 0.028(2) 0.032(2) 0.0006(17) 0.006(2) 0.0004(19) N6 0.043(3) 0.027(2) 0.044(3) -0.0032(19) 0.007(2) 0.0078(19) N7 0.041(3) 0.029(2) 0.032(2) -0.0017(17) 0.010(2) 0.0042(19) N8 0.044(3) 0.031(2) 0.031(2) -0.0022(18) 0.009(2) 0.0029(19) N9 0.040(3) 0.030(2) 0.043(3) -0.0065(19) 0.002(2) 0.0013(19) N10 0.034(3) 0.027(2) 0.043(3) -0.0038(18) 0.002(2) 0.0038(18) N11 0.032(2) 0.027(2) 0.034(2) -0.0020(17) 0.0007(19) 0.0007(18) N12 0.037(3) 0.026(2) 0.047(3) -0.0017(19) 0.002(2) 0.0042(19) N13 0.037(3) 0.029(2) 0.037(2) -0.0033(18) 0.001(2) -0.0025(19) N14 0.047(3) 0.024(2) 0.048(3) 0.0015(19) 0.011(2) 0.004(2) N15 0.034(3) 0.033(2) 0.033(2) -0.0057(18) -0.0008(19) 0.0005(19) N16 0.033(2) 0.030(2) 0.039(2) -0.0058(18) 0.003(2) -0.0005(18) C1 0.041(3) 0.039(3) 0.024(3) -0.007(2) 0.004(2) -0.005(2) C2 0.055(4) 0.046(3) 0.025(3) -0.002(2) 0.003(3) -0.008(3) C3 0.037(3) 0.036(3) 0.032(3) 0.001(2) -0.001(2) -0.005(2) C4 0.077(5) 0.048(3) 0.031(3) -0.008(3) 0.011(3) 0.009(3) C5 0.063(4) 0.043(3) 0.047(4) 0.011(3) -0.002(3) 0.011(3) C6 0.028(3) 0.029(3) 0.026(2) -0.003(2) 0.004(2) -0.004(2) C7 0.037(3) 0.028(3) 0.027(3) -0.001(2) 0.005(2) -0.001(2) C8 0.031(3) 0.031(3) 0.037(3) 0.000(2) 0.005(2) 0.001(2) C9 0.052(4) 0.042(3) 0.048(4) -0.006(3) 0.005(3) 0.016(3) C10 0.077(5) 0.077(5) 0.078(5) -0.039(4) -0.021(4) 0.017(4) C11 0.061(4) 0.033(3) 0.049(3) 0.003(2) 0.014(3) 0.005(3) C12 0.087(6) 0.057(4) 0.055(4) 0.008(3) -0.007(4) 0.009(4) C13 0.041(3) 0.041(3) 0.031(3) -0.004(2) 0.009(2) 0.000(2) C14 0.052(4) 0.048(3) 0.028(3) -0.006(2) 0.006(3) 0.000(3) C15 0.036(3) 0.042(3) 0.027(3) 0.003(2) 0.003(2) -0.003(2) C16 0.067(4) 0.042(3) 0.048(4) -0.008(3) 0.018(3) 0.014(3) C17 0.057(4) 0.045(3) 0.035(3) 0.002(2) 0.006(3) 0.003(3) C18 0.028(3) 0.042(3) 0.044(3) 0.005(2) -0.006(2) 0.003(2) C19 0.035(3) 0.043(3) 0.053(4) -0.009(3) -0.008(3) -0.002(3) C20 0.042(3) 0.040(3) 0.046(3) -0.007(3) -0.002(3) -0.005(3) C21 0.038(3) 0.044(3) 0.074(5) -0.002(3) -0.011(3) 0.007(3) C22 0.073(5) 0.039(4) 0.100(6) -0.028(4) -0.017(4) 0.003(3) C23 0.037(3) 0.031(3) 0.031(3) -0.001(2) 0.004(2) -0.005(2) C24 0.035(3) 0.025(2) 0.030(3) -0.002(2) 0.000(2) -0.002(2) C25 0.043(3) 0.031(3) 0.034(3) 0.000(2) 0.007(2) -0.001(2) C26 0.064(4) 0.030(3) 0.073(4) -0.009(3) 0.011(4) -0.006(3) C27 0.120(8) 0.092(6) 0.075(6) -0.043(5) 0.019(5) -0.021(5) C28 0.054(4) 0.037(3) 0.071(4) -0.003(3) 0.014(3) 0.012(3) C29 0.067(5) 0.064(4) 0.076(5) 0.014(4) -0.007(4) 0.012(4) C30 0.037(3) 0.041(3) 0.031(3) 0.002(2) 0.000(2) -0.001(2) C31 0.043(4) 0.049(3) 0.046(3) -0.003(3) -0.015(3) -0.002(3) C32 0.042(3) 0.038(3) 0.045(3) -0.004(2) -0.003(3) -0.003(3) C33 0.041(3) 0.052(3) 0.047(4) -0.004(3) 0.000(3) 0.008(3) C34 0.055(4) 0.049(4) 0.086(5) -0.017(3) -0.019(4) -0.008(3) B1 0.049(4) 0.042(4) 0.071(5) 0.010(4) 0.008(4) -0.001(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N11 2.033(4) . ? Zn1 N3 2.038(4) . ? Zn1 N1 2.182(4) . ? Zn1 N9 2.202(5) . ? Zn1 N16 2.251(4) . ? Zn1 N8 2.276(4) . ? N1 C3 1.322(6) . ? N1 N2 1.389(5) . ? N2 C1 1.374(6) . ? N2 C6 1.396(6) . ? N3 C6 1.338(6) . ? N3 C7 1.347(6) . ? N4 C6 1.296(6) . ? N4 C8 1.380(6) . ? N5 C7 1.299(6) . ? N5 C8 1.363(6) . ? N6 C8 1.322(6) . ? N6 C11 1.447(7) . ? N6 C9 1.465(7) . ? N7 C15 1.369(6) . ? N7 N8 1.386(5) . ? N7 C7 1.402(6) . ? N8 C13 1.330(6) . ? N9 C20 1.338(7) . ? N9 N10 1.388(5) . ? N10 C18 1.359(7) . ? N10 C23 1.405(6) . ? N11 C23 1.344(7) . ? N11 C24 1.344(6) . ? N12 C23 1.289(6) . ? N12 C25 1.366(7) . ? N13 C24 1.298(6) . ? N13 C25 1.373(7) . ? N14 C25 1.319(6) . ? N14 C28 1.470(8) . ? N14 C26 1.469(7) . ? N15 C32 1.367(7) . ? N15 N16 1.382(5) . ? N15 C24 1.397(6) . ? N16 C30 1.323(7) . ? C1 C2 1.355(7) . ? C1 C4 1.494(7) . ? C2 C3 1.408(7) . ? C3 C5 1.490(7) . ? C9 C10 1.509(9) . ? C11 C12 1.489(9) . ? C13 C14 1.408(8) . ? C13 C16 1.487(7) . ? C14 C15 1.360(7) . ? C15 C17 1.497(7) . ? C18 C19 1.349(7) . ? C18 C21 1.515(7) . ? C19 C20 1.394(8) . ? C20 C22 1.481(8) . ? C26 C27 1.499(10) . ? C28 C29 1.496(9) . ? C30 C31 1.403(8) . ? C30 C33 1.496(7) . ? C31 C32 1.362(8) . ? C32 C34 1.494(8) . ? B1 F1A 1.302(9) . ? B1 F3 1.323(11) . ? B1 F4 1.343(8) . ? B1 F2 1.379(11) . ? B1 F2A 1.391(10) . ? B1 F1 1.433(10) . ? B1 F3A 1.447(10) . ? B2 F8 1.326(12) . ? B2 F6 1.319(12) . ? B2 F7A 1.354(10) . ? B2 F8A 1.354(10) . ? B2 F5 1.356(8) . ? B2 F7 1.501(10) . ? B2 F6A 1.507(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N11 Zn1 N3 172.29(16) . . ? N11 Zn1 N1 111.29(16) . . ? N3 Zn1 N1 74.53(15) . . ? N11 Zn1 N9 74.26(16) . . ? N3 Zn1 N9 111.50(16) . . ? N1 Zn1 N9 89.10(16) . . ? N11 Zn1 N16 72.99(16) . . ? N3 Zn1 N16 101.22(16) . . ? N1 Zn1 N16 101.70(15) . . ? N9 Zn1 N16 147.23(14) . . ? N11 Zn1 N8 101.43(15) . . ? N3 Zn1 N8 72.67(15) . . ? N1 Zn1 N8 147.19(15) . . ? N9 Zn1 N8 102.36(16) . . ? N16 Zn1 N8 85.21(16) . . ? C3 N1 N2 105.1(4) . . ? C3 N1 Zn1 141.7(3) . . ? N2 N1 Zn1 112.8(3) . . ? C1 N2 N1 111.1(4) . . ? C1 N2 C6 131.5(4) . . ? N1 N2 C6 117.2(4) . . ? C6 N3 C7 113.1(4) . . ? C6 N3 Zn1 122.1(3) . . ? C7 N3 Zn1 124.0(3) . . ? C6 N4 C8 113.7(4) . . ? C7 N5 C8 114.5(4) . . ? C8 N6 C11 121.7(4) . . ? C8 N6 C9 121.6(4) . . ? C11 N6 C9 116.8(4) . . ? C15 N7 N8 111.5(4) . . ? C15 N7 C7 131.7(4) . . ? N8 N7 C7 116.5(4) . . ? C13 N8 N7 104.6(4) . . ? C13 N8 Zn1 139.7(3) . . ? N7 N8 Zn1 111.8(3) . . ? C20 N9 N10 104.2(4) . . ? C20 N9 Zn1 142.1(4) . . ? N10 N9 Zn1 113.1(3) . . ? C18 N10 N9 111.5(4) . . ? C18 N10 C23 131.8(4) . . ? N9 N10 C23 116.5(4) . . ? C23 N11 C24 112.7(4) . . ? C23 N11 Zn1 122.5(3) . . ? C24 N11 Zn1 123.9(3) . . ? C23 N12 C25 114.0(5) . . ? C24 N13 C25 114.2(4) . . ? C25 N14 C28 120.7(5) . . ? C25 N14 C26 121.3(5) . . ? C28 N14 C26 117.9(4) . . ? C32 N15 N16 111.6(4) . . ? C32 N15 C24 131.0(4) . . ? N16 N15 C24 117.4(4) . . ? C30 N16 N15 104.9(4) . . ? C30 N16 Zn1 141.9(3) . . ? N15 N16 Zn1 112.0(3) . . ? C2 C1 N2 105.9(4) . . ? C2 C1 C4 129.8(5) . . ? N2 C1 C4 124.2(5) . . ? C1 C2 C3 107.3(5) . . ? N1 C3 C2 110.6(5) . . ? N1 C3 C5 120.8(5) . . ? C2 C3 C5 128.6(5) . . ? N4 C6 N3 127.6(4) . . ? N4 C6 N2 119.3(4) . . ? N3 C6 N2 113.1(4) . . ? N5 C7 N3 126.8(4) . . ? N5 C7 N7 119.6(4) . . ? N3 C7 N7 113.5(4) . . ? N6 C8 N5 119.0(4) . . ? N6 C8 N4 117.6(4) . . ? N5 C8 N4 123.4(4) . . ? N6 C9 C10 112.1(5) . . ? N6 C11 C12 112.8(5) . . ? N8 C13 C14 111.0(4) . . ? N8 C13 C16 120.4(5) . . ? C14 C13 C16 128.6(5) . . ? C15 C14 C13 106.7(5) . . ? C14 C15 N7 106.2(5) . . ? C14 C15 C17 128.7(5) . . ? N7 C15 C17 125.1(4) . . ? C19 C18 N10 106.2(5) . . ? C19 C18 C21 129.3(5) . . ? N10 C18 C21 124.5(5) . . ? C18 C19 C20 107.6(5) . . ? N9 C20 C19 110.4(5) . . ? N9 C20 C22 119.8(5) . . ? C19 C20 C22 129.8(6) . . ? N12 C23 N11 127.9(5) . . ? N12 C23 N10 118.7(5) . . ? N11 C23 N10 113.3(4) . . ? N13 C24 N11 127.0(5) . . ? N13 C24 N15 120.1(4) . . ? N11 C24 N15 112.8(4) . . ? N14 C25 N12 117.8(5) . . ? N14 C25 N13 118.6(5) . . ? N12 C25 N13 123.6(4) . . ? N14 C26 C27 111.9(5) . . ? N14 C28 C29 112.2(5) . . ? N16 C30 C31 110.7(5) . . ? N16 C30 C33 120.9(5) . . ? C31 C30 C33 128.4(5) . . ? C32 C31 C30 107.2(5) . . ? C31 C32 N15 105.6(5) . . ? C31 C32 C34 129.0(5) . . ? N15 C32 C34 125.4(5) . . ? F1A B1 F3 104.7(8) . . ? F1A B1 F4 123.7(7) . . ? F3 B1 F4 119.3(8) . . ? F1A B1 F2 87.6(8) . . ? F3 B1 F2 111.0(9) . . ? F4 B1 F2 105.7(7) . . ? F1A B1 F2A 110.3(7) . . ? F3 B1 F2A 79.4(8) . . ? F4 B1 F2A 110.8(6) . . ? F2 B1 F2A 35.0(6) . . ? F1A B1 F1 26.2(5) . . ? F3 B1 F1 115.6(8) . . ? F4 B1 F1 99.1(6) . . ? F2 B1 F1 104.3(8) . . ? F2A B1 F1 133.9(8) . . ? F1A B1 F3A 108.9(7) . . ? F3 B1 F3A 26.8(6) . . ? F4 B1 F3A 98.0(6) . . ? F2 B1 F3A 136.5(9) . . ? F2A B1 F3A 102.4(7) . . ? F1 B1 F3A 107.3(7) . . ? F8 B2 F6 117.5(11) . . ? F8 B2 F7A 128.3(10) . . ? F6 B2 F7A 63.6(8) . . ? F8 B2 F8A 14.4(11) . . ? F6 B2 F8A 115.6(10) . . ? F7A B2 F8A 114.0(9) . . ? F8 B2 F5 110.5(9) . . ? F6 B2 F5 120.0(9) . . ? F7A B2 F5 110.5(7) . . ? F8A B2 F5 119.5(8) . . ? F8 B2 F7 104.5(9) . . ? F6 B2 F7 104.3(9) . . ? F7A B2 F7 41.2(5) . . ? F8A B2 F7 91.8(8) . . ? F5 B2 F7 96.0(6) . . ? F8 B2 F6A 99.3(10) . . ? F6 B2 F6A 40.0(7) . . ? F7A B2 F6A 102.9(7) . . ? F8A B2 F6A 107.2(8) . . ? F5 B2 F6A 100.4(6) . . ? F7 B2 F6A 144.1(7) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.333 _refine_diff_density_min -0.780 _refine_diff_density_rms 0.091