# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_coden_Cambridge 182 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Malcolm A. Halcrow' 'Colin A. Kilner' 'A. Abibat Salaudeen' _publ_contact_author_name 'Dr Malcolm A. Halcrow' _publ_contact_author_email M.A.HALCROW@LEEDS.AC.UK _publ_section_title ; A Crystalline, Hydrogen-Bonded Poly-Catenate ; # Attachment 'B810393C.cif' data_c:\datasets\leeds\ab59pyz\ab59pyz _database_code_depnum_ccdc_archive 'CCDC 692204' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis-[2,6-bis-(N-{4-carboxyphenyl}methyl)carbaldimino}pyridine]copper(II) ditetrafluoroborate hemihydrate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H38 B2 Cu F8 N6 O8, 2[B F4], 0.5[H2 O]' _chemical_formula_sum 'C46 H39 B2 Cu F8 N6 O8.50' _chemical_formula_weight 1048.99 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' Cu Cu 0.3201 1.2651 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.2288(13) _cell_length_b 10.6790(7) _cell_length_c 25.053(2) _cell_angle_alpha 90.00 _cell_angle_beta 108.035(4) _cell_angle_gamma 90.00 _cell_volume 4637.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 35938 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 29.00 _exptl_crystal_description Fragment _exptl_crystal_colour Green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.503 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2144 _exptl_absorpt_coefficient_mu 0.565 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.824 _exptl_absorpt_correction_T_max 1.007 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' #_diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35938 _diffrn_reflns_av_R_equivalents 0.0372 _diffrn_reflns_av_sigmaI/netI 0.0281 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 29.00 _reflns_number_total 6000 _reflns_number_gt 4507 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2003)' _computing_publication_material 'local program' _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. The structure was originally solved in Cc, then transformed up to C2/c using the ADSYMM routine in PLATON. The asymmetric unit contains half a complex dication with Cu1 lying on the C~2~ axis [1/2, y, 3/4]; and one BF~4~^-^ anion lying on a general position. An additional Fourier peak on a general position that was not bonded to any other atom was also included, as a 1/4-occupied water molecule. The BF~4~^-^ ion is disordered and was modelled over three sites: B32A-F36A (occupancy 0.50) B32B-F36B (occupancy 0.30) and B32B, F33C-F36C (occupancy 0.20), so that B32B has a total occupancy of 0.5. The B---F bonds were restrained to the refined value of 1.38(2)\%A, and the F...F distances in each partial anion site to 2.25(2)\%A. The partial water molecule O37 lies 2.7\%A from its symmetry equivalent O37^i^ (essentially equal to the sum of van der Waals radii of two O atoms; symmetry code i: 1/2-x, 1/2-y, 1-z), and is within hydrogen-bonding distance of carbonyl group O30, the disordered anion, and the anion defined by the same symmetry equivalent. Presumably the presence or absence of this water molecule in a given asymmetric unit, and the anion disorder, are interdependent. All non-H atoms with occupancy >=0.5 were refined anisotropically, while all H atoms were placed in calculated positions and refined using a riding model. The carboxylic acid H atoms were not located in the Fourier map, and were placed on O(19) and O(31) in the model. That is an arbitrary assigment, however, since both C---O bonds in each carboxylic acid group are equal to within 4 sus. The highest residual fourier peak of +1.7 e.\%A^-3^ lies 0.9\%A from Cu1. ; _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^)+(0.1023P)^2^+6.2614P] 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 6000 _refine_ls_number_parameters 362 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0850 _refine_ls_R_factor_gt 0.0620 _refine_ls_wR_factor_ref 0.1854 _refine_ls_wR_factor_gt 0.1679 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.5000 0.64768(4) 0.7500 0.03453(16) Uani 1 2 d S . . N2 N 0.53376(13) 0.6386(2) 0.83317(10) 0.0367(5) Uani 1 1 d . . . C3 C 0.58798(15) 0.5545(3) 0.85931(11) 0.0397(6) Uani 1 1 d . . . C4 C 0.61201(18) 0.5386(4) 0.91760(13) 0.0519(8) Uani 1 1 d . . . H4 H 0.6505 0.4788 0.9353 0.062 Uiso 1 1 calc R . . C5 C 0.5777(2) 0.6131(5) 0.94869(14) 0.0644(10) Uani 1 1 d . . . H5 H 0.5927 0.6049 0.9884 0.077 Uiso 1 1 calc R . . C6 C 0.5211(2) 0.7001(4) 0.92168(14) 0.0615(9) Uani 1 1 d . . . H6 H 0.4973 0.7511 0.9427 0.074 Uiso 1 1 calc R . . C7 C 0.49975(17) 0.7110(3) 0.86294(12) 0.0464(7) Uani 1 1 d . . . C8 C 0.62252(15) 0.4862(3) 0.82183(12) 0.0398(6) Uani 1 1 d . . . H8 H 0.6629 0.4275 0.8365 0.048 Uiso 1 1 calc R . . N9 N 0.59679(12) 0.5078(2) 0.76943(9) 0.0372(5) Uani 1 1 d . . . C10 C 0.63817(18) 0.4514(4) 0.73283(15) 0.0605(10) Uani 1 1 d . . . H10A H 0.6831 0.4035 0.7563 0.073 Uiso 1 1 calc R . . H10B H 0.6577 0.5190 0.7138 0.073 Uiso 1 1 calc R . . C11 C 0.58664(17) 0.3647(3) 0.68871(14) 0.0494(8) Uani 1 1 d . . . C12 C 0.57262(19) 0.3920(3) 0.63180(14) 0.0499(7) Uani 1 1 d . . . H12 H 0.5932 0.4660 0.6210 0.060 Uiso 1 1 calc R . . C13 C 0.52823(19) 0.3100(3) 0.59084(13) 0.0483(7) Uani 1 1 d . . . H13 H 0.5189 0.3289 0.5522 0.058 Uiso 1 1 calc R . . C14 C 0.49767(17) 0.2013(3) 0.60590(13) 0.0450(6) Uani 1 1 d . . . C15 C 0.5117(2) 0.1727(4) 0.66311(15) 0.0575(8) Uani 1 1 d . . . H15 H 0.4910 0.0985 0.6737 0.069 Uiso 1 1 calc R . . C16 C 0.5564(2) 0.2547(4) 0.70438(14) 0.0601(9) Uani 1 1 d . . . H16 H 0.5662 0.2356 0.7430 0.072 Uiso 1 1 calc R . . C17 C 0.45364(19) 0.1119(3) 0.56091(13) 0.0495(7) Uani 1 1 d . . . O18 O 0.44510(17) 0.1406(2) 0.51013(10) 0.0630(7) Uani 1 1 d . . . O19 O 0.42920(16) 0.0113(3) 0.57629(10) 0.0670(7) Uani 1 1 d . . . H19 H 0.4058 -0.0311 0.5479 0.080 Uiso 1 1 calc R . . C20 C 0.44141(17) 0.7996(3) 0.82877(13) 0.0471(7) Uani 1 1 d . . . H20 H 0.4141 0.8543 0.8458 0.057 Uiso 1 1 calc R . . N21 N 0.42879(13) 0.8004(2) 0.77531(10) 0.0421(5) Uani 1 1 d . . . C22 C 0.37197(19) 0.8890(3) 0.73988(14) 0.0490(7) Uani 1 1 d . . . H22A H 0.3990 0.9528 0.7242 0.059 Uiso 1 1 calc R . . H22B H 0.3446 0.9326 0.7630 0.059 Uiso 1 1 calc R . . C23 C 0.31350(16) 0.8185(3) 0.69180(12) 0.0413(6) Uani 1 1 d . . . C24 C 0.30788(18) 0.8445(3) 0.63574(13) 0.0455(6) Uani 1 1 d . . . H24 H 0.3384 0.9091 0.6273 0.055 Uiso 1 1 calc R . . C25 C 0.25767(17) 0.7758(3) 0.59255(12) 0.0456(6) Uani 1 1 d . . . H25 H 0.2534 0.7945 0.5546 0.055 Uiso 1 1 calc R . . C26 C 0.21351(15) 0.6795(3) 0.60464(12) 0.0393(6) Uani 1 1 d . . . C27 C 0.21731(16) 0.6550(3) 0.66039(12) 0.0413(6) Uani 1 1 d . . . H27 H 0.1866 0.5906 0.6687 0.050 Uiso 1 1 calc R . . C28 C 0.26676(16) 0.7260(3) 0.70372(12) 0.0431(6) Uani 1 1 d . . . H28 H 0.2685 0.7111 0.7415 0.052 Uiso 1 1 calc R . . C29 C 0.16258(17) 0.6003(3) 0.55775(13) 0.0453(6) Uani 1 1 d . . . O30 O 0.15927(18) 0.6256(3) 0.50764(10) 0.0734(8) Uani 1 1 d . . . O31 O 0.12435(14) 0.5129(2) 0.57127(9) 0.0558(6) Uani 1 1 d . . . H31 H 0.0984 0.4747 0.5422 0.067 Uiso 1 1 calc R . . B32A B 0.2425(4) 0.1971(8) 0.6364(3) 0.0436(19) Uani 0.50 1 d PD . . F33A F 0.2867(7) 0.1291(8) 0.6809(2) 0.099(3) Uani 0.50 1 d PD A 1 F34A F 0.1725(4) 0.1437(7) 0.6104(3) 0.106(2) Uani 0.50 1 d PD A 1 F35A F 0.2765(5) 0.2418(9) 0.5979(3) 0.118(3) Uani 0.50 1 d PD A 1 F36A F 0.2244(2) 0.3116(4) 0.6619(2) 0.0503(9) Uani 0.50 1 d PD A 1 B32B B 0.2411(9) 0.1771(15) 0.6324(7) 0.147(11) Uiso 0.50 1 d PD . . F33B F 0.3157(7) 0.1579(13) 0.6636(7) 0.113(5) Uiso 0.30 1 d PD A 2 F34B F 0.1898(9) 0.1159(16) 0.6507(8) 0.156(6) Uiso 0.30 1 d PD A 2 F35B F 0.2337(11) 0.1417(17) 0.5773(6) 0.171(7) Uiso 0.30 1 d PD A 2 F36B F 0.2267(8) 0.3086(12) 0.6332(6) 0.125(5) Uiso 0.30 1 d PD A 2 F33C F 0.270(2) 0.096(3) 0.6802(11) 0.23(2) Uiso 0.20 1 d PD A 3 F34C F 0.1942(14) 0.105(2) 0.5896(10) 0.151(11) Uiso 0.20 1 d PD A 3 F35C F 0.1987(15) 0.265(2) 0.6498(12) 0.182(14) Uiso 0.20 1 d PD A 3 F36C F 0.3041(10) 0.219(2) 0.6195(9) 0.105(7) Uiso 0.20 1 d PD A 3 O37 O 0.2454(6) 0.3719(9) 0.5105(4) 0.053(2) Uiso 0.25 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0332(2) 0.0286(2) 0.0421(3) 0.000 0.01206(18) 0.000 N2 0.0342(10) 0.0383(12) 0.0400(11) -0.0090(9) 0.0151(9) -0.0064(9) C3 0.0343(12) 0.0438(15) 0.0397(14) 0.0024(11) 0.0093(10) -0.0072(11) C4 0.0437(15) 0.066(2) 0.0427(15) 0.0074(14) 0.0088(12) -0.0049(14) C5 0.056(2) 0.101(3) 0.0319(15) -0.0032(17) 0.0073(13) -0.0046(19) C6 0.0567(19) 0.085(3) 0.0436(17) -0.0223(17) 0.0177(15) -0.0035(18) C7 0.0402(14) 0.0557(18) 0.0420(15) -0.0132(13) 0.0110(12) -0.0039(13) C8 0.0344(12) 0.0342(13) 0.0480(15) 0.0056(11) 0.0085(11) 0.0009(10) N9 0.0332(10) 0.0381(12) 0.0403(12) -0.0037(9) 0.0116(9) -0.0022(9) C10 0.0399(15) 0.086(3) 0.0603(19) -0.0315(19) 0.0228(14) -0.0136(16) C11 0.0356(14) 0.062(2) 0.0526(17) -0.0183(14) 0.0171(12) -0.0034(13) C12 0.0515(17) 0.0444(16) 0.0574(18) -0.0072(14) 0.0220(14) -0.0018(13) C13 0.0553(17) 0.0461(16) 0.0460(16) -0.0044(13) 0.0191(14) 0.0012(14) C14 0.0416(14) 0.0506(17) 0.0448(15) -0.0068(13) 0.0164(12) -0.0016(13) C15 0.0593(19) 0.066(2) 0.0514(18) -0.0070(16) 0.0230(15) -0.0196(16) C16 0.0560(19) 0.084(3) 0.0440(16) -0.0085(17) 0.0207(14) -0.0138(18) C17 0.0499(17) 0.0525(18) 0.0485(17) -0.0029(14) 0.0188(14) -0.0076(14) O18 0.0825(18) 0.0651(16) 0.0382(11) -0.0014(10) 0.0140(11) -0.0229(13) O19 0.0799(17) 0.0678(17) 0.0507(13) -0.0019(12) 0.0166(12) -0.0301(14) C20 0.0389(14) 0.0502(17) 0.0523(17) -0.0182(14) 0.0140(12) -0.0003(12) N21 0.0375(11) 0.0432(13) 0.0446(13) -0.0133(10) 0.0115(10) -0.0037(10) C22 0.0504(17) 0.0421(15) 0.0507(17) -0.0115(13) 0.0101(13) -0.0023(13) C23 0.0397(13) 0.0379(14) 0.0447(15) -0.0054(11) 0.0110(11) 0.0048(11) C24 0.0436(15) 0.0431(16) 0.0497(16) 0.0032(13) 0.0143(13) -0.0014(12) C25 0.0478(15) 0.0475(17) 0.0406(15) 0.0022(12) 0.0124(12) 0.0010(13) C26 0.0351(13) 0.0410(14) 0.0396(14) -0.0006(11) 0.0083(11) 0.0056(11) C27 0.0356(13) 0.0422(15) 0.0460(15) 0.0025(12) 0.0125(11) 0.0020(11) C28 0.0424(14) 0.0496(16) 0.0385(14) -0.0006(12) 0.0143(11) 0.0025(12) C29 0.0431(15) 0.0424(15) 0.0474(16) 0.0046(13) 0.0095(12) 0.0004(12) O30 0.091(2) 0.084(2) 0.0381(12) 0.0010(12) 0.0098(12) -0.0320(16) O31 0.0623(14) 0.0560(14) 0.0493(12) -0.0089(10) 0.0175(10) -0.0128(11) B32A 0.046(4) 0.036(3) 0.052(4) 0.005(3) 0.020(3) -0.008(3) F33A 0.157(7) 0.075(4) 0.055(3) 0.006(3) 0.021(4) 0.060(4) F34A 0.093(4) 0.107(5) 0.106(5) -0.018(4) 0.014(4) -0.066(4) F35A 0.117(5) 0.196(9) 0.059(3) -0.037(4) 0.053(4) -0.086(6) F36A 0.0395(18) 0.049(2) 0.063(3) 0.0064(18) 0.0165(17) -0.0022(16) _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 N2 1.984(2) . ? Cu1 N9 2.247(2) . ? Cu1 N21 2.292(2) . ? N2 C3 1.346(4) . ? N2 C7 1.351(4) . ? C3 C4 1.399(4) . ? C3 C8 1.476(4) . ? C4 C5 1.391(5) . ? C5 C6 1.397(6) . ? C6 C7 1.406(4) . ? C7 C20 1.482(5) . ? C8 N9 1.271(4) . ? N9 C10 1.484(4) . ? C10 C11 1.523(4) . ? C11 C12 1.399(5) . ? C11 C16 1.404(5) . ? C12 C13 1.400(5) . ? C13 C14 1.389(5) . ? C14 C15 1.409(5) . ? C14 C17 1.505(4) . ? C15 C16 1.407(5) . ? C17 O19 1.267(4) . ? C17 O18 1.271(4) . ? C20 N21 1.287(4) . ? N21 C22 1.479(4) . ? C22 C23 1.536(4) . ? C23 C28 1.396(4) . ? C23 C24 1.404(4) . ? C24 C25 1.390(4) . ? C25 C26 1.396(4) . ? C26 C27 1.402(4) . ? C26 C29 1.511(4) . ? C27 C28 1.400(4) . ? C29 O30 1.267(4) . ? C29 O31 1.272(4) . ? B32A F33A 1.364(8) . ? B32A F34A 1.364(8) . ? B32A F35A 1.384(8) . ? B32A F36A 1.464(9) . ? B32B F34B 1.333(15) . ? B32B F33B 1.357(15) . ? B32B F35B 1.398(16) . ? B32B F36B 1.430(15) . ? B32B F36C 1.363(15) . ? B32B F35C 1.373(16) . ? B32B F34C 1.382(16) . ? B32B F33C 1.440(17) . ? 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 N2 Cu1 N2 174.41(13) 2_656 . ? N2 Cu1 N9 99.35(8) . 2_656 ? N2 Cu1 N9 76.86(9) . . ? N9 Cu1 N9 96.69(12) 2_656 . ? N2 Cu1 N21 107.88(9) . 2_656 ? N9 Cu1 N21 93.37(8) . 2_656 ? N2 Cu1 N21 76.25(9) . . ? N9 Cu1 N21 152.47(8) . . ? N21 Cu1 N21 89.33(13) 2_656 . ? C3 N2 C7 120.4(3) . . ? C3 N2 Cu1 119.07(18) . . ? C7 N2 Cu1 120.4(2) . . ? N2 C3 C4 122.3(3) . . ? N2 C3 C8 114.5(2) . . ? C4 C3 C8 123.1(3) . . ? C5 C4 C3 117.7(3) . . ? C4 C5 C6 120.1(3) . . ? C5 C6 C7 119.0(3) . . ? N2 C7 C6 120.4(3) . . ? N2 C7 C20 114.6(3) . . ? C6 C7 C20 125.0(3) . . ? N9 C8 C3 118.3(2) . . ? C8 N9 C10 117.9(3) . . ? C8 N9 Cu1 111.02(18) . . ? C10 N9 Cu1 130.7(2) . . ? N9 C10 C11 112.2(2) . . ? C12 C11 C16 119.7(3) . . ? C12 C11 C10 119.3(3) . . ? C16 C11 C10 120.9(3) . . ? C11 C12 C13 119.9(3) . . ? C14 C13 C12 120.8(3) . . ? C13 C14 C15 119.7(3) . . ? C13 C14 C17 119.5(3) . . ? C15 C14 C17 120.7(3) . . ? C16 C15 C14 119.6(3) . . ? C11 C16 C15 120.2(3) . . ? O19 C17 O18 124.3(3) . . ? O19 C17 C14 117.8(3) . . ? O18 C17 C14 117.9(3) . . ? N21 C20 C7 118.0(3) . . ? C20 N21 C22 119.6(2) . . ? C20 N21 Cu1 110.5(2) . . ? C22 N21 Cu1 129.85(18) . . ? N21 C22 C23 110.1(2) . . ? C28 C23 C24 119.6(3) . . ? C28 C23 C22 120.0(3) . . ? C24 C23 C22 120.4(3) . . ? C25 C24 C23 120.0(3) . . ? C24 C25 C26 120.3(3) . . ? C25 C26 C27 120.0(3) . . ? C25 C26 C29 120.0(3) . . ? C27 C26 C29 119.9(3) . . ? C28 C27 C26 119.5(3) . . ? C23 C28 C27 120.4(3) . . ? O30 C29 O31 123.9(3) . . ? O30 C29 C26 118.7(3) . . ? O31 C29 C26 117.3(3) . . ? F33A B32A F34A 113.4(8) . . ? F33A B32A F35A 118.3(8) . . ? F34A B32A F35A 111.4(7) . . ? F33A B32A F36A 104.1(6) . . ? F34A B32A F36A 104.8(6) . . ? F35A B32A F36A 103.1(6) . . ? F34B B32B F33B 114.4(13) . . ? F34B B32B F35B 110.1(14) . . ? F33B B32B F35B 107.5(13) . . ? F34B B32B F36B 109.0(13) . . ? F33B B32B F36B 107.2(12) . . ? F35B B32B F36B 108.5(13) . . ? F36C B32B F35C 116.5(15) . . ? F36C B32B F34C 111.5(14) . . ? F35C B32B F34C 110.9(15) . . ? F36C B32B F33C 106.3(14) . . ? F35C B32B F33C 104.3(14) . . ? F34C B32B F33C 106.7(15) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C4 H4 O37 0.95 2.27 3.204(10) 167.5 2_656 O19 H19 O30 0.84 1.83 2.658(4) 169.2 7_556 O31 H31 O18 0.84 1.80 2.617(3) 165.6 7_556 _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 29.00 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 1.713 _refine_diff_density_min -0.371 _refine_diff_density_rms 0.094 #=END data_c:\datasets\leeds\ab68\ab68h _database_code_depnum_ccdc_archive 'CCDC 692205' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis-[2,6-bis-(N-{4-methylcarboxyphenyl}methyl)carbaldimino}pyridine]- copper(II) ditetrafluoroborate nitromethane solvate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C50 H46 Cu N6 O8, 2[B F4], C H3 N O2' _chemical_formula_sum 'C51 H49 B2 Cu F8 N7 O10' _chemical_formula_weight 1157.13 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' Cu Cu 0.3201 1.2651 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M 'P 31 2 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' 'x-y, -y, -z+2/3' '-x, -x+y, -z+1/3' 'y, x, -z' _cell_length_a 10.6124(15) _cell_length_b 10.6124(15) _cell_length_c 39.273(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 3830.5(11) _cell_formula_units_Z 3 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 48423 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 29.11 _exptl_crystal_description 'Hexagonal prism' _exptl_crystal_colour Green _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.505 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1785 _exptl_absorpt_coefficient_mu 0.524 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.771 _exptl_absorpt_correction_T_max 0.887 _exptl_absorpt_process_details ; Sheldrick, G. M. (2002). SADABS v. 2.03. University of G/ottingen, Germany. ; _exptl_special_details ; Rotating anode power 3 kW. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Apex diffractometer' _diffrn_measurement_method 'Rotation images' #_diffrn_detector_area_resol_mean '120 microns' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 48423 _diffrn_reflns_av_R_equivalents 0.0317 _diffrn_reflns_av_sigmaI/netI 0.0305 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -53 _diffrn_reflns_limit_l_max 53 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 29.11 _reflns_number_total 6787 _reflns_number_gt 5923 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 software, Bruker Nonius 2004' _computing_cell_refinement 'APEX 2 software, Bruker Nonius 2004' _computing_data_reduction 'SAINT, Bruker Nonius 2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED (Barbour, 2003)' _computing_publication_material 'local program' _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. The asymmetric unit contains half a complex dication, with Cu1 lying on the C~2~ axis [0, y, 1/6]; one BF~4~^-^ ion lying on a general position; and, half a molecule of nitromethane spanning the C~2~ axis [x, x, 0]. The BF~4~^-^ anion is disordered over three equally occupied sites, labelled 'A', 'B' and 'C'. All B---F bonds were restrained to the refined value of 1.39(2)\%A, and F...F distances within each partial anion to 2.27(2)\%A. All wholly occupied non-H atoms, plus the half-occupied non-H atoms in the solvent molecule, were refined anisotropically. All H atoms were placed in calculated positions and refined using a riding model, with methyl group torsions allowed to refine freely. ; _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^)+(0.0756P)^2^+2.0410P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.010(14) _refine_ls_number_reflns 6787 _refine_ls_number_parameters 411 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0578 _refine_ls_R_factor_gt 0.0492 _refine_ls_wR_factor_ref 0.1370 _refine_ls_wR_factor_gt 0.1315 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.0000 0.35436(4) 0.1667 0.02728(12) Uani 1 2 d S . . N2 N 0.0001(2) 0.3408(2) 0.11675(5) 0.0296(4) Uani 1 1 d . . . C3 C -0.0885(3) 0.2111(3) 0.10200(7) 0.0334(6) Uani 1 1 d . . . C4 C -0.0823(4) 0.1893(4) 0.06688(7) 0.0448(7) Uani 1 1 d . . . H4 H -0.1440 0.0970 0.0568 0.040(9) Uiso 1 1 d R . . C5 C 0.0150(4) 0.3049(4) 0.04740(8) 0.0526(9) Uani 1 1 d . . . H5 H 0.0213 0.2927 0.0236 0.048(9) Uiso 1 1 d R . . C6 C 0.1041(4) 0.4390(4) 0.06238(8) 0.0508(9) Uani 1 1 d . . . H6 H 0.1706 0.5197 0.0490 0.059(11) Uiso 1 1 d R . . C7 C 0.0942(3) 0.4537(3) 0.09765(7) 0.0371(6) Uani 1 1 d . . . C8 C -0.1905(3) 0.0983(3) 0.12528(7) 0.0343(6) Uani 1 1 d . . . H8 H -0.2611 0.0052 0.1170 0.051(10) Uiso 1 1 d R . . N9 N -0.1817(2) 0.1284(2) 0.15684(6) 0.0313(5) Uani 1 1 d . . . C10 C -0.2931(3) 0.0184(4) 0.17974(9) 0.0431(7) Uani 1 1 d . . . H10A H -0.3693 -0.0619 0.1661 0.044(10) Uiso 1 1 d R . . H10B H -0.3398 0.0637 0.1929 0.056(11) Uiso 1 1 d R . . C11 C -0.2261(3) -0.0423(3) 0.20420(8) 0.0363(6) Uani 1 1 d . . . C12 C -0.2366(3) -0.0302(3) 0.23929(8) 0.0376(6) Uani 1 1 d . . . H12 H -0.2871 0.0154 0.2481 0.041(9) Uiso 1 1 d R . . C13 C -0.1730(3) -0.0845(3) 0.26146(8) 0.0374(6) Uani 1 1 d . . . H13 H -0.1774 -0.0733 0.2854 0.059(11) Uiso 1 1 d R . . C14 C -0.1031(3) -0.1552(3) 0.24853(8) 0.0364(6) Uani 1 1 d . . . C15 C -0.0968(4) -0.1718(4) 0.21337(8) 0.0440(7) Uani 1 1 d . . . H15 H -0.0510 -0.2224 0.2047 0.077(14) Uiso 1 1 d R . . C16 C -0.1575(4) -0.1151(4) 0.19107(8) 0.0451(7) Uani 1 1 d . . . H16 H -0.1520 -0.1255 0.1672 0.058(12) Uiso 1 1 d R . . C17 C -0.0329(3) -0.2150(3) 0.27116(8) 0.0424(7) Uani 1 1 d . . . O18 O -0.0078(3) -0.3105(3) 0.26322(7) 0.0553(6) Uani 1 1 d . . . O19 O -0.0033(3) -0.1521(3) 0.30230(6) 0.0515(6) Uani 1 1 d . . . C20 C 0.0750(5) -0.1961(5) 0.32483(11) 0.0670(11) Uani 1 1 d . . . H20A H 0.0114 -0.2975 0.3317 0.101 Uiso 1 1 calc R . . H20B H 0.1064 -0.1336 0.3450 0.101 Uiso 1 1 calc R . . H20C H 0.1604 -0.1873 0.3130 0.101 Uiso 1 1 calc R . . C21 C 0.1846(3) 0.5889(4) 0.11725(8) 0.0405(7) Uani 1 1 d . . . H21 H 0.2538 0.6759 0.1062 0.047(10) Uiso 1 1 d R . . N22 N 0.1662(3) 0.5845(3) 0.14922(7) 0.0388(6) Uani 1 1 d . . . C23 C 0.2577(4) 0.7192(4) 0.16891(10) 0.0525(9) Uani 1 1 d . . . H23A H 0.1978 0.7607 0.1770 0.070(12) Uiso 1 1 d R . . H23B H 0.3357 0.7920 0.1541 0.091(17) Uiso 1 1 d R . . C24 C 0.3256(3) 0.6848(3) 0.19957(8) 0.0386(6) Uani 1 1 d . . . C25 C 0.2763(4) 0.6871(4) 0.23192(9) 0.0471(8) Uani 1 1 d . . . H25 H 0.2051 0.7152 0.2352 0.079(15) Uiso 1 1 d R . . C26 C 0.3295(4) 0.6494(4) 0.25928(8) 0.0439(7) Uani 1 1 d . . . H26 H 0.2931 0.6491 0.2814 0.069(13) Uiso 1 1 d R . . C27 C 0.4373(3) 0.6104(3) 0.25515(7) 0.0383(7) Uani 1 1 d . . . C28 C 0.4922(3) 0.6134(3) 0.22197(7) 0.0345(6) Uani 1 1 d . . . H28 H 0.5665 0.5897 0.2185 0.028(7) Uiso 1 1 d R . . C29 C 0.4342(3) 0.6515(3) 0.19453(7) 0.0345(6) Uani 1 1 d . . . H29 H 0.4703 0.6549 0.1722 0.066(13) Uiso 1 1 d R . . C30 C 0.4883(3) 0.5653(4) 0.28563(7) 0.0441(7) Uani 1 1 d . . . O31 O 0.4387(4) 0.5536(5) 0.31370(7) 0.0987(13) Uani 1 1 d . . . O32 O 0.5931(3) 0.5377(2) 0.27836(5) 0.0482(5) Uani 1 1 d . . . C33 C 0.6378(5) 0.4746(4) 0.30565(9) 0.0547(9) Uani 1 1 d . . . H33A H 0.6061 0.4928 0.3276 0.082 Uiso 1 1 calc R . . H33B H 0.7440 0.5193 0.3055 0.082 Uiso 1 1 calc R . . H33C H 0.5933 0.3695 0.3021 0.082 Uiso 1 1 calc R . . B34A B 0.5681(16) 0.6994(16) 0.0947(4) 0.046(9) Uiso 0.34 1 d PD A 1 F35A F 0.4512(10) 0.5704(9) 0.0862(2) 0.059(2) Uiso 0.34 1 d PD A 1 F36A F 0.6769(6) 0.7710(7) 0.06877(14) 0.0446(13) Uiso 0.34 1 d PD A 1 F37A F 0.6507(10) 0.6930(10) 0.12167(18) 0.0523(16) Uiso 0.34 1 d PD A 1 F38A F 0.5241(7) 0.7935(7) 0.10549(19) 0.0399(15) Uiso 0.34 1 d PD A 1 B34B B 0.5926(13) 0.6962(13) 0.0895(3) 0.035(4) Uiso 0.33 1 d PD B 2 F35B F 0.4500(8) 0.5853(8) 0.0756(2) 0.0474(18) Uiso 0.33 1 d PD B 2 F36B F 0.6977(9) 0.7110(11) 0.0679(2) 0.082(2) Uiso 0.33 1 d PD B 2 F37B F 0.6115(8) 0.6410(9) 0.12037(17) 0.0544(19) Uiso 0.33 1 d PD B 2 F38B F 0.5660(13) 0.8116(11) 0.0874(3) 0.107(3) Uiso 0.33 1 d PD B 2 B34C B 0.581(2) 0.7055(17) 0.0931(4) 0.045(12) Uiso 0.33 1 d PD C 3 F35C F 0.4883(10) 0.5681(9) 0.0811(3) 0.064(2) Uiso 0.33 1 d PD C 3 F36C F 0.6396(10) 0.8090(9) 0.06672(19) 0.072(2) Uiso 0.33 1 d PD C 3 F37C F 0.6941(13) 0.7064(15) 0.1116(3) 0.124(5) Uiso 0.33 1 d PD C 3 F38C F 0.5217(9) 0.7695(9) 0.1144(2) 0.055(2) Uiso 0.33 1 d PD C 3 C39 C 0.5315(8) 0.4719(10) 0.0032(2) 0.0605(19) Uani 0.50 1 d P . . H39A H 0.5527 0.3931 0.0069 0.091 Uiso 0.50 1 calc PR . . H39B H 0.5640 0.5369 0.0230 0.091 Uiso 0.50 1 calc PR . . H39C H 0.5827 0.5269 -0.0172 0.091 Uiso 0.50 1 calc PR . . N40 N 0.3750(7) 0.4106(8) -0.0014(2) 0.0501(19) Uani 0.50 1 d P . . O41 O 0.297(2) 0.2829(16) -0.0006(8) 0.106(5) Uani 0.50 1 d P . . O42 O 0.3309(10) 0.4931(12) -0.0045(2) 0.108(3) Uani 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0264(2) 0.02463(16) 0.0314(2) -0.00117(8) -0.00235(16) 0.01322(11) N2 0.0278(10) 0.0312(11) 0.0335(9) 0.0017(8) -0.0021(8) 0.0175(9) C3 0.0316(14) 0.0395(14) 0.0371(13) -0.0086(11) -0.0102(11) 0.0237(12) C4 0.0471(18) 0.0640(19) 0.0359(13) -0.0142(13) -0.0111(13) 0.0371(17) C5 0.064(2) 0.075(3) 0.0346(13) -0.0073(14) -0.0088(14) 0.046(2) C6 0.055(2) 0.065(2) 0.0402(16) 0.0182(15) 0.0086(14) 0.0355(18) C7 0.0356(15) 0.0416(15) 0.0385(14) 0.0070(12) -0.0018(12) 0.0225(13) C8 0.0291(13) 0.0304(14) 0.0472(15) -0.0127(12) -0.0129(11) 0.0178(12) N9 0.0254(11) 0.0281(11) 0.0408(12) -0.0044(9) -0.0046(9) 0.0136(9) C10 0.0268(14) 0.0418(17) 0.0549(18) 0.0067(14) 0.0010(13) 0.0129(13) C11 0.0267(13) 0.0290(13) 0.0477(16) 0.0034(11) 0.0048(11) 0.0099(11) C12 0.0357(15) 0.0239(13) 0.0524(17) -0.0047(11) 0.0016(12) 0.0144(11) C13 0.0415(16) 0.0258(13) 0.0430(15) -0.0003(11) 0.0042(12) 0.0155(12) C14 0.0345(15) 0.0265(13) 0.0454(15) 0.0023(11) 0.0036(12) 0.0131(12) C15 0.0468(18) 0.0447(18) 0.0491(17) -0.0005(14) 0.0073(14) 0.0293(15) C16 0.0479(19) 0.056(2) 0.0388(15) -0.0013(14) 0.0023(13) 0.0315(17) C17 0.0403(16) 0.0323(15) 0.0523(17) 0.0093(13) 0.0106(13) 0.0164(13) O18 0.0609(16) 0.0502(15) 0.0684(16) 0.0065(12) 0.0076(13) 0.0379(13) O19 0.0585(14) 0.0500(14) 0.0489(13) 0.0065(10) -0.0009(10) 0.0292(12) C20 0.069(3) 0.069(3) 0.061(2) 0.016(2) -0.011(2) 0.033(2) C21 0.0390(16) 0.0367(15) 0.0472(16) 0.0111(13) -0.0023(13) 0.0201(13) N22 0.0368(13) 0.0314(12) 0.0520(15) -0.0031(10) -0.0129(11) 0.0198(11) C23 0.058(2) 0.0409(18) 0.063(2) -0.0097(16) -0.0220(18) 0.0281(17) C24 0.0392(16) 0.0275(14) 0.0452(15) -0.0099(12) -0.0110(13) 0.0137(13) C25 0.0391(17) 0.0387(17) 0.057(2) -0.0119(15) -0.0069(14) 0.0146(14) C26 0.0441(18) 0.0385(17) 0.0413(16) -0.0048(13) 0.0091(13) 0.0148(14) C27 0.0384(15) 0.0229(12) 0.0359(13) -0.0009(10) -0.0102(12) 0.0021(11) C28 0.0286(13) 0.0286(13) 0.0383(13) 0.0003(11) -0.0034(10) 0.0082(11) C29 0.0394(15) 0.0292(13) 0.0302(12) -0.0036(10) -0.0033(11) 0.0137(12) C30 0.0403(15) 0.0442(17) 0.0380(14) -0.0004(13) 0.0020(11) 0.0137(15) O31 0.110(3) 0.183(4) 0.0420(13) 0.034(2) 0.0225(15) 0.103(3) O32 0.0576(15) 0.0477(12) 0.0447(11) 0.0043(9) 0.0006(11) 0.0302(12) C33 0.065(2) 0.054(2) 0.0512(19) 0.0020(16) -0.0090(17) 0.0345(19) C39 0.045(4) 0.074(5) 0.061(4) -0.001(4) -0.005(3) 0.028(4) N40 0.051(3) 0.068(4) 0.036(3) 0.017(4) 0.001(3) 0.032(3) O41 0.136(13) 0.044(5) 0.068(4) 0.008(6) -0.022(11) -0.007(4) O42 0.134(7) 0.186(10) 0.073(4) 0.033(5) 0.019(4) 0.131(8) _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 N2 1.966(2) . ? Cu1 N9 2.235(2) . ? Cu1 N22 2.289(3) . ? N2 C7 1.342(4) . ? N2 C3 1.349(3) . ? C3 C4 1.405(4) . ? C3 C8 1.465(4) . ? C4 C5 1.375(5) . ? C5 C6 1.385(5) . ? C6 C7 1.404(4) . ? C7 C21 1.482(5) . ? C8 N9 1.271(4) . ? N9 C10 1.480(4) . ? C10 C11 1.517(4) . ? C11 C12 1.394(4) . ? C11 C16 1.399(4) . ? C12 C13 1.391(4) . ? C13 C14 1.388(4) . ? C14 C15 1.398(4) . ? C14 C17 1.489(4) . ? C15 C16 1.390(5) . ? C17 O18 1.211(4) . ? C17 O19 1.353(4) . ? O19 C20 1.442(5) . ? C21 N22 1.268(4) . ? N22 C23 1.481(4) . ? C23 C24 1.537(5) . ? C24 C25 1.379(5) . ? C24 C29 1.379(5) . ? C25 C26 1.363(5) . ? C26 C27 1.406(5) . ? C27 C28 1.421(4) . ? C27 C30 1.488(4) . ? C28 C29 1.397(4) . ? C30 O31 1.201(4) . ? C30 O32 1.315(4) . ? O32 C33 1.463(4) . ? B34A F35A 1.351(14) . ? B34A F38A 1.365(14) . ? B34A F37A 1.397(14) . ? B34A F36A 1.439(15) . ? B34B F36B 1.348(14) . ? B34B F38B 1.390(13) . ? B34B F37B 1.402(12) . ? B34B F35B 1.481(12) . ? B34C F35C 1.372(15) . ? B34C F37C 1.394(16) . ? B34C F36C 1.408(16) . ? B34C F38C 1.413(16) . ? C39 N40 1.460(9) . ? N40 O41 1.183(13) . ? N40 O42 1.188(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 N2 Cu1 N2 171.57(11) 5 . ? N2 Cu1 N9 97.17(8) . 5 ? N2 Cu1 N9 77.34(9) . . ? N9 Cu1 N9 100.15(12) 5 . ? N2 Cu1 N22 110.42(9) . 5 ? N9 Cu1 N22 89.46(8) . 5 ? N2 Cu1 N22 75.61(9) . . ? N9 Cu1 N22 152.20(9) . . ? N22 Cu1 N22 94.02(13) 5 . ? C7 N2 C3 119.9(2) . . ? C7 N2 Cu1 121.30(18) . . ? C3 N2 Cu1 118.53(18) . . ? N2 C3 C4 121.6(3) . . ? N2 C3 C8 114.8(2) . . ? C4 C3 C8 123.7(3) . . ? C5 C4 C3 118.4(3) . . ? C4 C5 C6 120.2(3) . . ? C5 C6 C7 118.9(3) . . ? N2 C7 C6 121.1(3) . . ? N2 C7 C21 114.0(2) . . ? C6 C7 C21 124.9(3) . . ? N9 C8 C3 118.2(2) . . ? C8 N9 C10 117.7(3) . . ? C8 N9 Cu1 110.69(19) . . ? C10 N9 Cu1 131.4(2) . . ? N9 C10 C11 111.1(2) . . ? C12 C11 C16 120.2(3) . . ? C12 C11 C10 120.8(3) . . ? C16 C11 C10 119.0(3) . . ? C13 C12 C11 120.2(3) . . ? C14 C13 C12 119.7(3) . . ? C13 C14 C15 120.1(3) . . ? C13 C14 C17 121.8(3) . . ? C15 C14 C17 118.1(3) . . ? C16 C15 C14 120.4(3) . . ? C15 C16 C11 119.3(3) . . ? O18 C17 O19 123.4(3) . . ? O18 C17 C14 124.7(3) . . ? O19 C17 C14 111.9(3) . . ? C17 O19 C20 115.2(3) . . ? N22 C21 C7 117.8(3) . . ? C21 N22 C23 117.8(3) . . ? C21 N22 Cu1 111.0(2) . . ? C23 N22 Cu1 131.1(2) . . ? N22 C23 C24 109.8(3) . . ? C25 C24 C29 120.6(3) . . ? C25 C24 C23 119.4(3) . . ? C29 C24 C23 119.9(3) . . ? C26 C25 C24 120.3(3) . . ? C25 C26 C27 120.8(3) . . ? C26 C27 C28 118.9(3) . . ? C26 C27 C30 118.8(3) . . ? C28 C27 C30 122.2(3) . . ? C29 C28 C27 118.6(3) . . ? C24 C29 C28 120.6(3) . . ? O31 C30 O32 123.5(3) . . ? O31 C30 C27 124.1(4) . . ? O32 C30 C27 112.4(3) . . ? C30 O32 C33 116.6(3) . . ? F35A B34A F38A 110.0(12) . . ? F35A B34A F37A 114.7(12) . . ? F38A B34A F37A 104.7(10) . . ? F35A B34A F36A 116.6(11) . . ? F38A B34A F36A 108.1(11) . . ? F37A B34A F36A 101.9(10) . . ? F36B B34B F38B 112.3(10) . . ? F36B B34B F37B 108.1(9) . . ? F38B B34B F37B 123.8(12) . . ? F36B B34B F35B 108.4(10) . . ? F38B B34B F35B 95.7(9) . . ? F37B B34B F35B 106.9(9) . . ? F35C B34C F37C 110.3(12) . . ? F35C B34C F36C 112.2(12) . . ? F37C B34C F36C 109.7(14) . . ? F35C B34C F38C 117.1(14) . . ? F37C B34C F38C 106.1(12) . . ? F36C B34C F38C 100.8(11) . . ? O41 N40 O42 122.6(17) . . ? O41 N40 C39 119.8(17) . . ? O42 N40 C39 117.6(8) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 29.11 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.735 _refine_diff_density_min -0.301 _refine_diff_density_rms 0.068