# Copyright The Royal Society of Chemistry, 1998 data_shelxl _publ_requested_journal 'J. Chem. Soc., Dalton Trans.' _publ_contact_author ; Paul H. Walton Department of Chemistry, University of York, Heslington, York, YO1 5DD, UK ; _publ_requested_coeditor_name ? _publ_contact_author_phone '44 1904 432580' _publ_contact_author_fax '44 1904 432516' _publ_contact_author_email 'phw2@york.ac.uk' loop_ _publ_author_name ; Clive J. Boxwell(a), Leroy Cronin(a), Rajiv Bhalla(a), Scott S. Turner(b) and Paul H. Walton(a)* ; _publ_author_address ; (a) Department of Chemistry, University of York, Heslington, York, YO1 5DD, UK (b) The Royal Institution of Great Britain, 21 Albemarle Street, London, W1X 4BS, UK ; _publ_section_title ; Self-Assembly Preparation, Structure and Magnetic Studies of a Novel Dinuclear Copper(II) Complex: [Cu2(mu-OH)(mu-OAc)(mu-L)(BF4)2] [L = di-(cis,cis-1,3,5- triaminocyclohexane)xylylidene] ; _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C22 H38 B2 Cu2 F8 N6 O4' _chemical_formula_weight 751.28 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 '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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 14.824(9) _cell_length_b 14.967(6) _cell_length_c 13.937(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3092.2(25) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 20 _cell_measurement_theta_min 11.24 _cell_measurement_theta_max 13.02 _exptl_crystal_description 'block' _exptl_crystal_colour 'blue' _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.614 _exptl_crystal_density_method ? _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 1.463 _exptl_absorpt_correction_type 'psi scans' _exptl_absorpt_correction_T_min 0.8 _exptl_absorpt_correction_T_max 1.0 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'AFC6S' _diffrn_measurement_method \w--2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% -2.2 _diffrn_reflns_number 3159 _diffrn_reflns_av_R_equivalents 0.0497 _diffrn_reflns_av_sigmaI/netI 0.0693 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3058 _reflns_number_observed 1873 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'teXsan' _computing_cell_refinement 'teXsan' _computing_data_reduction 'teXsan' _computing_structure_solution 'SHELXS-96 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-96 (Sheldrick, 1996)' _computing_molecular_graphics 'teXsan' _computing_publication_material 'SHELXL-96 (Sheldrick, 1996)' _refine_special_details ; Refinement of F^2^ against ALL reflections. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0684P)^2^+3.3338P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary patterson _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'riding' _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 -0.05(4) _refine_ls_number_reflns 3058 _refine_ls_number_parameters 398 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1214 _refine_ls_R_factor_obs 0.0530 _refine_ls_wR_factor_all 0.1505 _refine_ls_wR_factor_obs 0.1247 _refine_ls_goodness_of_fit_all 1.030 _refine_ls_goodness_of_fit_obs 1.143 _refine_ls_restrained_S_all 1.030 _refine_ls_restrained_S_obs 1.143 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu1 Cu 0.02105(10) 0.00630(9) -0.05685(9) 0.0605(4) Uani 1 d . . Cu2 Cu 0.02658(9) 0.07649(9) 0.18180(8) 0.0547(4) Uani 1 d . . F1 F 0.7864(10) 0.1919(12) 0.6411(11) 0.263(10) Uani 1 d . . F2 F 0.7349(12) 0.0632(11) 0.6041(16) 0.262(11) Uani 1 d . . F3 F 0.6799(9) 0.1792(9) 0.5391(8) 0.184(5) Uani 1 d . . F4 F 0.6585(10) 0.1515(10) 0.6887(10) 0.201(6) Uani 1 d . . F5 F 0.3341(7) 0.1321(7) 0.6451(8) 0.137(4) Uani 1 d . . F6 F 0.2326(14) 0.0425(9) 0.5813(12) 0.255(10) Uani 1 d . . F7 F 0.1926(8) 0.1304(8) 0.6847(14) 0.204(7) Uani 1 d . . F8 F 0.2769(7) 0.0162(9) 0.7196(10) 0.192(6) Uani 1 d . . O1 O -0.0117(4) 0.0039(4) 0.0760(4) 0.0455(15) Uani 1 d . . O2 O 0.0633(5) 0.1302(5) -0.0504(5) 0.066(2) Uani 1 d . . O3 O 0.0626(5) 0.1771(5) 0.1010(6) 0.065(2) Uani 1 d . . O4 O 0.2888(10) 0.1332(13) 0.4170(12) 0.195(7) Uani 1 d . . N1 N -0.1069(7) 0.0360(7) -0.1391(7) 0.067(3) Uani 1 d . . N2 N 0.0902(7) -0.0037(8) -0.1798(7) 0.090(3) Uani 1 d . . H2D H 0.0993 0.0518 -0.2026 0.108 Uiso 1 calc R . H2E H 0.1447 -0.0271 -0.1664 0.108 Uiso 1 calc R . N3 N -0.0054(7) -0.1246(6) -0.0597(7) 0.079(3) Uani 1 d . . H3A H 0.0452 -0.1537 -0.0424 0.095 Uiso 1 calc R . H3B H -0.0472 -0.1359 -0.0145 0.095 Uiso 1 calc R . N4 N -0.1026(6) 0.1385(7) 0.2410(6) 0.058(2) Uani 1 d . . N5 N 0.0962(6) 0.1343(6) 0.2874(6) 0.065(3) Uani 1 d . . H5A H 0.1520 0.1106 0.2868 0.078 Uiso 1 calc R . H5B H 0.1020 0.1925 0.2724 0.078 Uiso 1 calc R . N6 N 0.0048(7) -0.0315(6) 0.2604(6) 0.069(3) Uani 1 d . . H6A H -0.0399 -0.0628 0.2325 0.083 Uiso 1 calc R . H6B H 0.0548 -0.0656 0.2577 0.083 Uiso 1 calc R . C1 C 0.0703(7) 0.1878(8) 0.0134(9) 0.058(3) Uani 1 d . . C2 C 0.0875(8) 0.2820(7) -0.0228(8) 0.071(3) Uani 1 d . . H2A H 0.1187 0.3156 0.0255 0.106 Uiso 1 calc R . H2B H 0.0309 0.3104 -0.0370 0.106 Uiso 1 calc R . H2C H 0.1235 0.2795 -0.0800 0.106 Uiso 1 calc R . C3 C -0.1159(9) -0.0252(11) -0.2206(10) 0.086(4) Uani 1 d . . H3 H -0.1711 -0.0090 -0.2552 0.103 Uiso 1 calc R . C4 C -0.0381(11) -0.0160(10) -0.2896(9) 0.095(5) Uani 1 d . . H4A H -0.0560 -0.0412 -0.3508 0.114 Uiso 1 calc R . H4B H -0.0265 0.0471 -0.2997 0.114 Uiso 1 calc R . C5 C 0.0473(11) -0.0593(12) -0.2589(10) 0.099(5) Uani 1 d . . H5 H 0.0885 -0.0582 -0.3139 0.118 Uiso 1 calc R . C6 C 0.0379(10) -0.1537(9) -0.2286(10) 0.089(4) Uani 1 d . . H6C H 0.0945 -0.1742 -0.2014 0.107 Uiso 1 calc R . H6D H 0.0246 -0.1904 -0.2842 0.107 Uiso 1 calc R . C7 C -0.0384(10) -0.1651(8) -0.1533(9) 0.082(4) Uani 1 d . . H7 H -0.0495 -0.2290 -0.1436 0.098 Uiso 1 calc R . C8 C -0.1255(9) -0.1208(11) -0.1880(11) 0.096(5) Uani 1 d . . H8A H -0.1496 -0.1557 -0.2409 0.115 Uiso 1 calc R . H8B H -0.1693 -0.1228 -0.1364 0.115 Uiso 1 calc R . C9 C -0.1065(9) 0.1284(9) 0.3483(7) 0.067(3) Uani 1 d . . H9 H -0.1624 0.1562 0.3711 0.080 Uiso 1 calc R . C10 C -0.0271(10) 0.1749(9) 0.3977(7) 0.078(4) Uani 1 d . . H10A H -0.0210 0.2343 0.3706 0.093 Uiso 1 calc R . H10B H -0.0417 0.1819 0.4651 0.093 Uiso 1 calc R . C11 C 0.0617(11) 0.1293(10) 0.3905(8) 0.080(4) Uani 1 d . . H11 H 0.1050 0.1583 0.4335 0.096 Uiso 1 calc R . C12 C 0.0551(9) 0.0301(10) 0.4153(8) 0.082(4) Uani 1 d . . H12A H 0.1118 0.0016 0.3990 0.099 Uiso 1 calc R . H12B H 0.0468 0.0243 0.4840 0.099 Uiso 1 calc R . C13 C -0.0196(12) -0.0188(9) 0.3658(8) 0.091(4) Uani 1 d . . H13 H -0.0260 -0.0778 0.3955 0.109 Uiso 1 calc R . C14 C -0.1097(11) 0.0301(10) 0.3734(9) 0.089(5) Uani 1 d . . H14A H -0.1527 0.0010 0.3314 0.107 Uiso 1 calc R . H14B H -0.1319 0.0241 0.4386 0.107 Uiso 1 calc R . C15 C -0.1558(9) 0.1966(8) 0.2053(7) 0.062(3) Uani 1 d . . H15 H -0.1923 0.2287 0.2472 0.075 Uiso 1 calc R . C16 C -0.1564(8) 0.1033(9) -0.1398(8) 0.068(3) Uani 1 d . . H16 H -0.1917 0.1112 -0.1944 0.082 Uiso 1 calc R . C17 C -0.1525(7) 0.1530(8) 0.0330(8) 0.057(3) Uani 1 d . . H17 H -0.1358 0.0954 0.0508 0.069 Uiso 1 calc R . C18 C -0.1631(7) 0.2160(8) 0.1025(8) 0.055(3) Uani 1 d . . C19 C -0.1658(7) 0.1717(7) -0.0644(7) 0.052(3) Uani 1 d . . C20 C -0.1910(8) 0.2567(8) -0.0874(9) 0.067(3) Uani 1 d . . H20 H -0.2020 0.2702 -0.1515 0.080 Uiso 1 calc R . C21 C -0.1898(8) 0.3010(8) 0.0762(9) 0.069(3) Uani 1 d . . H21 H -0.2004 0.3441 0.1230 0.083 Uiso 1 calc R . C22 C -0.2009(9) 0.3225(9) -0.0212(10) 0.078(4) Uani 1 d . . H22 H -0.2147 0.3805 -0.0399 0.093 Uiso 1 calc R . B1 B 0.7180(16) 0.1490(24) 0.6171(18) 0.133(10) Uani 1 d . . B2 B 0.2644(16) 0.0779(15) 0.6576(22) 0.130(10) Uani 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 0.0614(7) 0.0629(8) 0.0571(7) -0.0078(7) 0.0081(8) 0.0028(9) Cu2 0.0588(7) 0.0602(8) 0.0451(6) 0.0023(6) -0.0004(7) -0.0011(8) F1 0.239(15) 0.308(19) 0.241(15) 0.149(15) -0.160(14) -0.174(15) F2 0.286(21) 0.144(12) 0.356(26) -0.045(16) -0.092(18) 0.074(13) F3 0.217(13) 0.192(11) 0.143(9) 0.019(9) -0.110(9) 0.008(10) F4 0.215(15) 0.215(15) 0.173(11) 0.019(12) 0.052(12) -0.026(12) F5 0.145(8) 0.101(7) 0.164(9) -0.025(7) 0.015(7) -0.040(7) F6 0.387(25) 0.144(12) 0.233(16) -0.011(11) -0.152(18) -0.086(14) F7 0.128(9) 0.137(9) 0.347(20) 0.049(14) -0.021(12) 0.025(8) F8 0.125(8) 0.193(11) 0.259(15) 0.132(12) 0.005(9) 0.043(9) O1 0.059(4) 0.046(3) 0.032(3) 0.000(3) -0.002(3) -0.004(4) O2 0.078(5) 0.069(5) 0.051(4) -0.007(4) 0.013(4) -0.003(4) O3 0.075(5) 0.061(5) 0.058(5) 0.001(4) -0.008(4) -0.010(4) O4 0.168(13) 0.243(17) 0.172(13) -0.012(13) 0.023(12) 0.081(13) N1 0.060(6) 0.088(8) 0.054(6) -0.006(5) -0.008(5) 0.006(6) N2 0.076(7) 0.098(8) 0.095(8) -0.037(8) 0.024(6) -0.004(7) N3 0.089(8) 0.064(5) 0.085(6) -0.008(6) 0.010(6) 0.001(6) N4 0.060(6) 0.074(7) 0.039(5) -0.009(5) 0.004(4) 0.006(5) N5 0.068(6) 0.068(6) 0.058(6) 0.007(5) -0.011(5) 0.005(5) N6 0.083(7) 0.069(6) 0.054(5) 0.009(4) 0.008(5) 0.002(5) C1 0.043(6) 0.063(8) 0.068(8) 0.007(7) -0.002(6) 0.002(6) C2 0.073(8) 0.059(7) 0.079(8) 0.014(6) 0.004(7) 0.005(7) C3 0.079(9) 0.100(13) 0.079(9) -0.037(9) -0.014(8) 0.006(8) C4 0.130(14) 0.096(11) 0.059(8) -0.028(7) 0.012(9) -0.012(11) C5 0.114(14) 0.113(14) 0.069(8) -0.042(9) 0.035(9) -0.010(11) C6 0.097(11) 0.082(10) 0.089(9) -0.037(8) 0.015(8) 0.008(8) C7 0.098(11) 0.068(8) 0.081(8) -0.021(7) 0.017(8) -0.014(8) C8 0.083(10) 0.127(14) 0.078(9) -0.049(11) 0.004(8) -0.020(10) C9 0.073(8) 0.089(10) 0.039(6) 0.001(6) 0.017(6) 0.004(8) C10 0.084(8) 0.110(10) 0.040(6) -0.012(6) 0.002(8) 0.009(9) C11 0.119(12) 0.084(10) 0.037(6) -0.010(7) -0.008(7) -0.018(9) C12 0.094(10) 0.108(11) 0.044(7) 0.012(7) -0.021(6) 0.002(8) C13 0.134(13) 0.082(10) 0.056(7) 0.019(7) 0.021(10) -0.018(11) C14 0.114(12) 0.104(12) 0.049(7) 0.004(7) 0.042(8) -0.027(9) C15 0.075(8) 0.061(7) 0.051(7) -0.005(6) 0.013(6) 0.007(7) C16 0.065(8) 0.083(9) 0.056(7) 0.012(7) -0.011(6) -0.001(7) C17 0.047(6) 0.057(7) 0.068(8) -0.001(6) 0.008(5) 0.003(6) C18 0.045(6) 0.059(7) 0.062(7) -0.004(6) 0.005(5) -0.003(6) C19 0.050(6) 0.059(7) 0.048(6) 0.011(6) 0.001(5) 0.010(5) C20 0.063(8) 0.068(8) 0.070(8) 0.021(7) -0.001(6) 0.003(6) C21 0.067(7) 0.055(7) 0.085(9) -0.004(7) 0.008(7) 0.009(6) C22 0.073(9) 0.056(8) 0.104(11) 0.029(8) 0.005(8) 0.008(7) B1 0.095(16) 0.204(31) 0.101(16) -0.018(19) -0.049(14) 0.008(19) B2 0.121(17) 0.064(12) 0.206(28) 0.047(17) -0.072(19) -0.032(14) _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 O1 1.9149(53) . ? Cu1 O2 1.9588(80) . ? Cu1 N3 1.9984(90) . ? Cu1 N2 2.0016(95) . ? Cu1 N1 2.2610(98) . ? Cu2 O1 1.9168(56) . ? Cu2 O3 1.9543(79) . ? Cu2 N6 1.9788(86) . ? Cu2 N5 1.9951(85) . ? Cu2 N4 2.2823(89) . ? F1 B1 1.2460(257) . ? F2 B1 1.3204(330) . ? F3 B1 1.3075(235) . ? F4 B1 1.3324(269) . ? F5 B2 1.3238(209) . ? F6 B2 1.2786(276) . ? F7 B2 1.3761(290) . ? F8 B2 1.2788(222) . ? O2 C1 1.2433(129) . ? O3 C1 1.2367(122) . ? N1 C16 1.2457(144) . ? N1 C3 1.4646(146) . ? N2 C5 1.5213(160) . ? N3 C7 1.5195(142) . ? N4 C15 1.2746(138) . ? N4 C9 1.5041(130) . ? N5 C11 1.5268(144) . ? N6 C13 1.5252(138) . ? C1 C2 1.5192(149) . ? C3 C8 1.5083(198) . ? C3 C4 1.5085(189) . ? C4 C5 1.4854(191) . ? C5 C6 1.4806(195) . ? C6 C7 1.5516(169) . ? C7 C8 1.5309(193) . ? C9 C14 1.5126(173) . ? C9 C10 1.5314(170) . ? C10 C11 1.4863(178) . ? C11 C12 1.5272(169) . ? C12 C13 1.4952(179) . ? C13 C14 1.5274(195) . ? C15 C18 1.4666(153) . ? C16 C19 1.4750(154) . ? C17 C18 1.3609(141) . ? C17 C19 1.3998(147) . ? C18 C21 1.3828(160) . ? C19 C20 1.3628(144) . ? C20 C22 1.3581(167) . ? C21 C22 1.4038(176) . ? 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 O1 Cu1 O2 93.1(3) . . ? O1 Cu1 N3 87.2(3) . . ? O2 Cu1 N3 172.5(4) . . ? O1 Cu1 N2 162.9(4) . . ? O2 Cu1 N2 86.9(4) . . ? N3 Cu1 N2 90.6(4) . . ? O1 Cu1 N1 106.4(3) . . ? O2 Cu1 N1 96.1(4) . . ? N3 Cu1 N1 91.0(4) . . ? N2 Cu1 N1 90.6(4) . . ? O1 Cu2 O3 94.3(3) . . ? O1 Cu2 N6 85.1(3) . . ? O3 Cu2 N6 173.0(4) . . ? O1 Cu2 N5 165.0(3) . . ? O3 Cu2 N5 87.1(3) . . ? N6 Cu2 N5 91.7(4) . . ? O1 Cu2 N4 105.1(3) . . ? O3 Cu2 N4 97.1(3) . . ? N6 Cu2 N4 89.8(4) . . ? N5 Cu2 N4 89.5(3) . . ? Cu1 O1 Cu2 131.2(3) . . ? C1 O2 Cu1 135.7(7) . . ? C1 O3 Cu2 133.9(8) . . ? C16 N1 C3 116.5(11) . . ? C16 N1 Cu1 131.1(9) . . ? C3 N1 Cu1 110.3(8) . . ? C5 N2 Cu1 116.6(8) . . ? C7 N3 Cu1 118.1(7) . . ? C15 N4 C9 115.6(10) . . ? C15 N4 Cu2 130.9(7) . . ? C9 N4 Cu2 110.5(7) . . ? C11 N5 Cu2 120.0(8) . . ? C13 N6 Cu2 118.0(8) . . ? O3 C1 O2 127.5(11) . . ? O3 C1 C2 117.7(11) . . ? O2 C1 C2 114.8(10) . . ? N1 C3 C8 111.6(12) . . ? N1 C3 C4 111.6(11) . . ? C8 C3 C4 110.5(12) . . ? C5 C4 C3 115.4(12) . . ? C6 C5 C4 114.7(14) . . ? C6 C5 N2 110.8(13) . . ? C4 C5 N2 109.0(12) . . ? C5 C6 C7 111.5(10) . . ? N3 C7 C8 111.7(11) . . ? N3 C7 C6 107.6(10) . . ? C8 C7 C6 110.7(11) . . ? C3 C8 C7 115.2(12) . . ? N4 C9 C14 109.3(10) . . ? N4 C9 C10 111.8(10) . . ? C14 C9 C10 111.2(12) . . ? C11 C10 C9 116.2(10) . . ? C10 C11 N5 109.7(10) . . ? C10 C11 C12 112.0(12) . . ? N5 C11 C12 106.4(11) . . ? C13 C12 C11 114.8(11) . . ? C12 C13 N6 109.3(12) . . ? C12 C13 C14 112.4(12) . . ? N6 C13 C14 109.6(11) . . ? C9 C14 C13 115.0(11) . . ? N4 C15 C18 124.2(10) . . ? N1 C16 C19 127.7(11) . . ? C18 C17 C19 122.3(11) . . ? C17 C18 C21 118.8(11) . . ? C17 C18 C15 123.4(11) . . ? C21 C18 C15 117.5(11) . . ? C20 C19 C17 117.0(11) . . ? C20 C19 C16 120.4(11) . . ? C17 C19 C16 122.6(10) . . ? C22 C20 C19 123.1(11) . . ? C18 C21 C22 120.0(11) . . ? C20 C22 C21 118.6(11) . . ? F1 B1 F3 113.4(27) . . ? F1 B1 F2 112.6(24) . . ? F3 B1 F2 107.7(22) . . ? F1 B1 F4 108.9(23) . . ? F3 B1 F4 109.0(20) . . ? F2 B1 F4 104.8(28) . . ? F6 B2 F8 108.4(19) . . ? F6 B2 F5 115.6(27) . . ? F8 B2 F5 114.8(18) . . ? F6 B2 F7 100.4(19) . . ? F8 B2 F7 109.8(26) . . ? F5 B2 F7 106.8(17) . . ? _refine_diff_density_max 0.442 _refine_diff_density_min -0.389 _refine_diff_density_rms 0.077