# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Simon J. Lancaster' _publ_contact_author_email S.LANCASTER@UEA.AC.UK _publ_section_title ; The synthesis, molecular structure and supramolecular architecture of complexes between the ammonia adduct of tris(pentafluorophenyl)boron and a series of mono- and poly-dentate hydrogen-bond acceptors ; loop_ _publ_author_name 'Simon J Lancaster' 'Simon J. Coles' 'Anna-Marie Fuller' 'Peter N Horton' 'David L Hughes' ; M.Hursthouse ; 'Louise Male' 'Andrew J Mountford' # Attachment 'revised_B808208A_CIF.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 688045' _chemical_name_systematic ; ? ; _chemical_name_common AnnaF4 _chemical_melting_point ? _chemical_formula_structural (C6F5)3B-NH3.MeCN _chemical_formula_moiety 'C18 H3 B F15 N, C2 H3 N' _chemical_formula_sum 'C20 H6 B F15 N2' _chemical_formula_weight 570.08 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.2789(7) _cell_length_b 9.9867(6) _cell_length_c 11.7257(10) _cell_angle_alpha 101.070(7) _cell_angle_beta 100.590(7) _cell_angle_gamma 103.133(6) _cell_volume 1008.64(13) _cell_formula_units_Z 2 _cell_measurement_temperature 140(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.74 _exptl_crystal_size_mid 0.59 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.877 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 0.209 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.900 _exptl_absorpt_correction_T_max 0.947 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.9 Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur 3/CCD' _diffrn_measurement_method 'Thin slice \f and \w scans' _diffrn_detector_area_resol_mean 16.0050 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15631 _diffrn_reflns_av_R_equivalents 0.0236 _diffrn_reflns_av_sigmaI/netI 0.0276 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.76 _diffrn_reflns_theta_max 30.00 _reflns_number_total 5727 _reflns_number_gt 4290 _reflns_threshold_expression I>2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.29.9 ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.9 ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.9 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997b)' _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^)+(0.0447P)^2^+0.0456P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5727 _refine_ls_number_parameters 367 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0489 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0870 _refine_ls_wR_factor_gt 0.0831 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.087 _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 N1 N 0.48388(13) 0.74293(11) 0.06482(9) 0.0215(2) Uani 1 1 d . . . B1 B 0.43508(15) 0.79109(13) 0.18856(11) 0.0188(2) Uani 1 1 d . . . C11 C 0.27144(14) 0.82901(12) 0.15547(10) 0.0195(2) Uani 1 1 d . . . C12 C 0.15351(15) 0.74161(12) 0.06116(11) 0.0237(2) Uani 1 1 d . . . F12 F 0.17250(9) 0.62062(8) -0.00266(7) 0.03058(18) Uani 1 1 d . . . C13 C 0.01396(15) 0.76675(14) 0.02669(12) 0.0290(3) Uani 1 1 d . . . F13 F -0.09248(10) 0.67759(9) -0.06667(8) 0.0430(2) Uani 1 1 d . . . C14 C -0.01530(15) 0.88436(15) 0.09042(13) 0.0308(3) Uani 1 1 d . . . F14 F -0.15089(10) 0.91126(10) 0.05946(9) 0.0443(2) Uani 1 1 d . . . C15 C 0.09496(15) 0.97336(13) 0.18618(12) 0.0278(3) Uani 1 1 d . . . F15 F 0.06729(10) 1.08841(9) 0.24858(8) 0.0398(2) Uani 1 1 d . . . C16 C 0.23417(14) 0.94473(12) 0.21756(11) 0.0220(2) Uani 1 1 d . . . F16 F 0.33479(9) 1.03663(7) 0.31315(6) 0.02721(16) Uani 1 1 d . . . C21 C 0.57690(14) 0.92938(12) 0.26247(10) 0.0192(2) Uani 1 1 d . . . C22 C 0.60325(14) 1.04796(12) 0.21511(10) 0.0218(2) Uani 1 1 d . . . F22 F 0.50604(9) 1.04815(7) 0.11305(6) 0.02752(17) Uani 1 1 d . . . C23 C 0.72343(16) 1.16724(12) 0.26291(11) 0.0259(3) Uani 1 1 d . . . F23 F 0.74085(10) 1.27602(8) 0.20905(7) 0.0379(2) Uani 1 1 d . . . C24 C 0.82516(14) 1.17504(13) 0.36661(12) 0.0262(3) Uani 1 1 d . . . F24 F 0.94295(9) 1.29093(8) 0.41546(8) 0.0371(2) Uani 1 1 d . . . C25 C 0.80389(14) 1.06315(13) 0.41982(11) 0.0246(2) Uani 1 1 d . . . F25 F 0.89809(9) 1.07275(8) 0.52419(7) 0.03327(18) Uani 1 1 d . . . C26 C 0.68374(14) 0.94269(12) 0.36624(10) 0.0215(2) Uani 1 1 d . . . F26 F 0.67715(9) 0.83681(8) 0.42216(7) 0.02886(17) Uani 1 1 d . . . C31 C 0.40773(13) 0.65770(11) 0.25227(10) 0.0183(2) Uani 1 1 d . . . C32 C 0.37341(14) 0.67700(12) 0.36360(10) 0.0200(2) Uani 1 1 d . . . F32 F 0.36774(9) 0.80700(7) 0.41855(6) 0.02724(17) Uani 1 1 d . . . C33 C 0.34340(14) 0.57127(13) 0.42301(10) 0.0217(2) Uani 1 1 d . . . F33 F 0.31255(10) 0.59867(8) 0.53131(6) 0.03231(18) Uani 1 1 d . . . C34 C 0.34562(14) 0.43588(12) 0.37129(11) 0.0216(2) Uani 1 1 d . . . F34 F 0.31667(10) 0.33275(8) 0.42802(7) 0.03200(18) Uani 1 1 d . . . C35 C 0.37837(14) 0.41010(12) 0.26129(11) 0.0216(2) Uani 1 1 d . . . F35 F 0.38166(10) 0.27956(7) 0.20788(7) 0.03131(18) Uani 1 1 d . . . C36 C 0.40684(13) 0.51926(12) 0.20445(10) 0.0195(2) Uani 1 1 d . . . F36 F 0.43244(9) 0.48152(7) 0.09430(6) 0.02779(17) Uani 1 1 d . . . N4 N 0.75287(15) 0.65740(14) 0.17706(12) 0.0392(3) Uani 1 1 d . . . C41 C 0.84998(16) 0.62555(14) 0.22885(12) 0.0302(3) Uani 1 1 d . . . C42 C 0.9779(2) 0.58649(19) 0.29172(18) 0.0449(4) Uani 1 1 d . . . H1A H 0.4214(18) 0.6690(16) 0.0117(14) 0.028(4) Uiso 1 1 d . . . H1B H 0.5726(18) 0.7173(15) 0.0799(13) 0.029(4) Uiso 1 1 d . . . H1C H 0.5017(17) 0.8119(16) 0.0251(13) 0.026(4) Uiso 1 1 d . . . H42A H 1.060(3) 0.667(2) 0.333(2) 0.071(6) Uiso 1 1 d . . . H42B H 0.942(2) 0.545(2) 0.347(2) 0.064(6) Uiso 1 1 d . . . H42C H 1.000(3) 0.516(3) 0.236(2) 0.096(8) Uiso 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 N1 0.0315(6) 0.0186(5) 0.0175(5) 0.0049(4) 0.0093(4) 0.0096(4) B1 0.0270(6) 0.0168(6) 0.0161(6) 0.0053(5) 0.0083(5) 0.0089(5) C11 0.0260(6) 0.0168(5) 0.0182(5) 0.0074(4) 0.0075(4) 0.0067(4) C12 0.0302(6) 0.0202(5) 0.0213(6) 0.0063(5) 0.0076(5) 0.0059(5) F12 0.0361(4) 0.0230(4) 0.0264(4) -0.0022(3) 0.0041(3) 0.0054(3) C13 0.0265(6) 0.0308(7) 0.0273(6) 0.0113(5) 0.0025(5) 0.0024(5) F13 0.0311(4) 0.0466(5) 0.0397(5) 0.0085(4) -0.0062(4) 0.0012(4) C14 0.0237(6) 0.0353(7) 0.0422(8) 0.0215(6) 0.0114(6) 0.0124(5) F14 0.0268(4) 0.0523(5) 0.0635(6) 0.0280(5) 0.0102(4) 0.0186(4) C15 0.0316(7) 0.0245(6) 0.0371(7) 0.0138(5) 0.0170(6) 0.0145(5) F15 0.0397(5) 0.0316(4) 0.0586(6) 0.0102(4) 0.0226(4) 0.0223(4) C16 0.0267(6) 0.0191(5) 0.0230(6) 0.0071(4) 0.0092(5) 0.0075(5) F16 0.0334(4) 0.0203(3) 0.0273(4) -0.0004(3) 0.0090(3) 0.0100(3) C21 0.0259(6) 0.0170(5) 0.0181(5) 0.0042(4) 0.0100(4) 0.0088(4) C22 0.0307(6) 0.0196(5) 0.0175(5) 0.0045(4) 0.0091(5) 0.0089(5) F22 0.0427(4) 0.0209(3) 0.0187(3) 0.0081(3) 0.0050(3) 0.0072(3) C23 0.0354(7) 0.0184(5) 0.0268(6) 0.0072(5) 0.0141(5) 0.0060(5) F23 0.0524(5) 0.0221(4) 0.0373(4) 0.0135(3) 0.0125(4) 0.0000(3) C24 0.0249(6) 0.0207(6) 0.0300(6) -0.0004(5) 0.0102(5) 0.0026(5) F24 0.0306(4) 0.0264(4) 0.0449(5) 0.0018(3) 0.0067(4) -0.0028(3) C25 0.0243(6) 0.0268(6) 0.0234(6) 0.0027(5) 0.0063(5) 0.0109(5) F25 0.0283(4) 0.0350(4) 0.0319(4) 0.0046(3) -0.0023(3) 0.0103(3) C26 0.0273(6) 0.0195(5) 0.0224(6) 0.0070(5) 0.0101(5) 0.0109(5) F26 0.0343(4) 0.0253(4) 0.0283(4) 0.0128(3) 0.0025(3) 0.0094(3) C31 0.0212(5) 0.0167(5) 0.0185(5) 0.0048(4) 0.0054(4) 0.0074(4) C32 0.0253(6) 0.0171(5) 0.0194(5) 0.0035(4) 0.0067(5) 0.0087(4) F32 0.0447(5) 0.0205(3) 0.0229(4) 0.0046(3) 0.0158(3) 0.0159(3) C33 0.0253(6) 0.0258(6) 0.0170(5) 0.0074(5) 0.0070(4) 0.0092(5) F33 0.0499(5) 0.0342(4) 0.0223(4) 0.0126(3) 0.0186(4) 0.0174(4) C34 0.0232(6) 0.0194(5) 0.0230(6) 0.0106(5) 0.0032(5) 0.0050(4) F34 0.0440(5) 0.0247(4) 0.0314(4) 0.0170(3) 0.0097(4) 0.0085(3) C35 0.0254(6) 0.0145(5) 0.0243(6) 0.0038(4) 0.0040(5) 0.0069(4) F35 0.0473(5) 0.0147(3) 0.0337(4) 0.0051(3) 0.0111(4) 0.0115(3) C36 0.0243(6) 0.0183(5) 0.0169(5) 0.0027(4) 0.0069(4) 0.0073(4) F36 0.0458(5) 0.0192(3) 0.0228(4) 0.0031(3) 0.0170(3) 0.0122(3) N4 0.0349(7) 0.0471(7) 0.0417(7) 0.0158(6) 0.0119(6) 0.0164(6) C41 0.0314(7) 0.0281(6) 0.0280(7) 0.0061(5) 0.0069(5) 0.0030(5) C42 0.0402(9) 0.0357(9) 0.0452(10) 0.0081(8) -0.0123(8) 0.0027(7) _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 N1 B1 1.6168(16) . ? N1 H1A 0.875(16) . ? N1 H1B 0.913(16) . ? N1 H1C 0.904(15) . ? B1 C21 1.6387(18) . ? B1 C31 1.6417(16) . ? B1 C11 1.6433(17) . ? C11 C12 1.3903(17) . ? C11 C16 1.3915(16) . ? C12 F12 1.3598(14) . ? C12 C13 1.3774(18) . ? C13 F13 1.3399(15) . ? C13 C14 1.3763(19) . ? C14 F14 1.3454(14) . ? C14 C15 1.371(2) . ? C15 F15 1.3423(14) . ? C15 C16 1.3854(17) . ? C16 F16 1.3421(14) . ? C21 C26 1.3841(16) . ? C21 C22 1.3932(15) . ? C22 F22 1.3604(14) . ? C22 C23 1.3737(18) . ? C23 F23 1.3514(13) . ? C23 C24 1.3726(19) . ? C24 F24 1.3426(14) . ? C24 C25 1.3746(18) . ? C25 F25 1.3396(14) . ? C25 C26 1.3885(18) . ? C26 F26 1.3429(13) . ? C31 C36 1.3861(15) . ? C31 C32 1.3881(16) . ? C32 F32 1.3512(12) . ? C32 C33 1.3777(16) . ? C33 F33 1.3435(13) . ? C33 C34 1.3779(16) . ? C34 F34 1.3337(13) . ? C34 C35 1.3691(17) . ? C35 F35 1.3432(13) . ? C35 C36 1.3840(16) . ? C36 F36 1.3539(13) . ? N4 C41 1.1336(18) . ? C41 C42 1.451(2) . ? C42 H42A 0.95(2) . ? C42 H42B 0.91(2) . ? C42 H42C 0.95(3) . ? 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 B1 N1 H1A 117.1(10) . . ? B1 N1 H1B 110.0(9) . . ? H1A N1 H1B 103.5(13) . . ? B1 N1 H1C 114.1(9) . . ? H1A N1 H1C 105.4(13) . . ? H1B N1 H1C 105.7(13) . . ? N1 B1 C21 102.66(9) . . ? N1 B1 C31 109.38(9) . . ? C21 B1 C31 115.66(9) . . ? N1 B1 C11 107.85(9) . . ? C21 B1 C11 113.47(9) . . ? C31 B1 C11 107.47(9) . . ? C12 C11 C16 113.55(11) . . ? C12 C11 B1 121.15(10) . . ? C16 C11 B1 125.27(10) . . ? F12 C12 C13 115.87(11) . . ? F12 C12 C11 119.37(11) . . ? C13 C12 C11 124.75(12) . . ? F13 C13 C14 120.33(12) . . ? F13 C13 C12 120.69(12) . . ? C14 C13 C12 118.97(12) . . ? F14 C14 C15 120.37(12) . . ? F14 C14 C13 120.37(13) . . ? C15 C14 C13 119.25(12) . . ? F15 C15 C14 119.56(11) . . ? F15 C15 C16 120.44(12) . . ? C14 C15 C16 119.99(12) . . ? F16 C16 C15 115.99(11) . . ? F16 C16 C11 120.58(11) . . ? C15 C16 C11 123.43(12) . . ? C26 C21 C22 113.41(11) . . ? C26 C21 B1 127.95(10) . . ? C22 C21 B1 118.54(10) . . ? F22 C22 C23 115.99(10) . . ? F22 C22 C21 119.14(10) . . ? C23 C22 C21 124.86(11) . . ? F23 C23 C24 120.35(11) . . ? F23 C23 C22 120.48(12) . . ? C24 C23 C22 119.16(11) . . ? F24 C24 C23 120.25(11) . . ? F24 C24 C25 120.71(12) . . ? C23 C24 C25 119.04(11) . . ? F25 C25 C24 119.45(11) . . ? F25 C25 C26 120.70(11) . . ? C24 C25 C26 119.84(11) . . ? F26 C26 C21 121.15(11) . . ? F26 C26 C25 115.23(11) . . ? C21 C26 C25 123.62(11) . . ? C36 C31 C32 113.24(10) . . ? C36 C31 B1 127.09(10) . . ? C32 C31 B1 119.58(9) . . ? F32 C32 C33 116.87(10) . . ? F32 C32 C31 118.86(10) . . ? C33 C32 C31 124.27(10) . . ? F33 C33 C32 120.76(10) . . ? F33 C33 C34 119.46(10) . . ? C32 C33 C34 119.78(10) . . ? F34 C34 C35 121.06(10) . . ? F34 C34 C33 120.26(11) . . ? C35 C34 C33 118.68(10) . . ? F35 C35 C34 120.48(10) . . ? F35 C35 C36 119.90(10) . . ? C34 C35 C36 119.61(10) . . ? F36 C36 C35 114.94(10) . . ? F36 C36 C31 120.64(10) . . ? C35 C36 C31 124.41(10) . . ? N4 C41 C42 177.65(17) . . ? C41 C42 H42A 112.3(13) . . ? C41 C42 H42B 105.1(14) . . ? H42A C42 H42B 107.5(19) . . ? C41 C42 H42C 107.3(16) . . ? H42A C42 H42C 117(2) . . ? H42B C42 H42C 107.4(19) . . ? 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 N1 B1 C11 C12 44.29(14) . . . . ? C21 B1 C11 C12 157.30(10) . . . . ? C31 B1 C11 C12 -73.54(13) . . . . ? N1 B1 C11 C16 -137.58(11) . . . . ? C21 B1 C11 C16 -24.58(15) . . . . ? C31 B1 C11 C16 104.59(12) . . . . ? C16 C11 C12 F12 -176.47(10) . . . . ? B1 C11 C12 F12 1.86(16) . . . . ? C16 C11 C12 C13 2.57(17) . . . . ? B1 C11 C12 C13 -179.10(11) . . . . ? F12 C12 C13 F13 -1.92(17) . . . . ? C11 C12 C13 F13 179.00(11) . . . . ? F12 C12 C13 C14 177.43(11) . . . . ? C11 C12 C13 C14 -1.6(2) . . . . ? F13 C13 C14 F14 -0.18(19) . . . . ? C12 C13 C14 F14 -179.54(11) . . . . ? F13 C13 C14 C15 179.46(12) . . . . ? C12 C13 C14 C15 0.10(19) . . . . ? F14 C14 C15 F15 -0.49(19) . . . . ? C13 C14 C15 F15 179.86(11) . . . . ? F14 C14 C15 C16 179.89(11) . . . . ? C13 C14 C15 C16 0.25(19) . . . . ? F15 C15 C16 F16 1.02(17) . . . . ? C14 C15 C16 F16 -179.36(11) . . . . ? F15 C15 C16 C11 -178.74(11) . . . . ? C14 C15 C16 C11 0.88(19) . . . . ? C12 C11 C16 F16 178.09(10) . . . . ? B1 C11 C16 F16 -0.16(17) . . . . ? C12 C11 C16 C15 -2.16(17) . . . . ? B1 C11 C16 C15 179.59(11) . . . . ? N1 B1 C21 C26 -112.97(12) . . . . ? C31 B1 C21 C26 6.06(16) . . . . ? C11 B1 C21 C26 130.92(12) . . . . ? N1 B1 C21 C22 62.97(12) . . . . ? C31 B1 C21 C22 -178.01(10) . . . . ? C11 B1 C21 C22 -53.14(13) . . . . ? C26 C21 C22 F22 -179.95(10) . . . . ? B1 C21 C22 F22 3.54(16) . . . . ? C26 C21 C22 C23 1.04(17) . . . . ? B1 C21 C22 C23 -175.47(11) . . . . ? F22 C22 C23 F23 -0.28(17) . . . . ? C21 C22 C23 F23 178.76(11) . . . . ? F22 C22 C23 C24 179.29(11) . . . . ? C21 C22 C23 C24 -1.68(19) . . . . ? F23 C23 C24 F24 0.01(19) . . . . ? C22 C23 C24 F24 -179.56(11) . . . . ? F23 C23 C24 C25 179.54(11) . . . . ? C22 C23 C24 C25 -0.02(19) . . . . ? F24 C24 C25 F25 2.89(18) . . . . ? C23 C24 C25 F25 -176.64(11) . . . . ? F24 C24 C25 C26 -178.28(11) . . . . ? C23 C24 C25 C26 2.18(18) . . . . ? C22 C21 C26 F26 -178.55(10) . . . . ? B1 C21 C26 F26 -2.44(18) . . . . ? C22 C21 C26 C25 1.27(17) . . . . ? B1 C21 C26 C25 177.38(11) . . . . ? F25 C25 C26 F26 -4.27(16) . . . . ? C24 C25 C26 F26 176.91(11) . . . . ? F25 C25 C26 C21 175.90(10) . . . . ? C24 C25 C26 C21 -2.91(19) . . . . ? N1 B1 C31 C36 -7.40(16) . . . . ? C21 B1 C31 C36 -122.66(12) . . . . ? C11 B1 C31 C36 109.43(12) . . . . ? N1 B1 C31 C32 176.28(10) . . . . ? C21 B1 C31 C32 61.03(14) . . . . ? C11 B1 C31 C32 -66.88(13) . . . . ? C36 C31 C32 F32 -178.71(10) . . . . ? B1 C31 C32 F32 -1.91(16) . . . . ? C36 C31 C32 C33 0.93(17) . . . . ? B1 C31 C32 C33 177.73(11) . . . . ? F32 C32 C33 F33 -1.03(17) . . . . ? C31 C32 C33 F33 179.32(11) . . . . ? F32 C32 C33 C34 179.26(10) . . . . ? C31 C32 C33 C34 -0.39(19) . . . . ? F33 C33 C34 F34 0.31(17) . . . . ? C32 C33 C34 F34 -179.98(11) . . . . ? F33 C33 C34 C35 -179.52(11) . . . . ? C32 C33 C34 C35 0.19(18) . . . . ? F34 C34 C35 F35 0.17(18) . . . . ? C33 C34 C35 F35 180.00(11) . . . . ? F34 C34 C35 C36 179.55(11) . . . . ? C33 C34 C35 C36 -0.62(18) . . . . ? F35 C35 C36 F36 1.73(16) . . . . ? C34 C35 C36 F36 -177.66(11) . . . . ? F35 C35 C36 C31 -179.31(11) . . . . ? C34 C35 C36 C31 1.30(19) . . . . ? C32 C31 C36 F36 177.51(10) . . . . ? B1 C31 C36 F36 1.00(18) . . . . ? C32 C31 C36 C35 -1.39(17) . . . . ? B1 C31 C36 C35 -177.90(11) . . . . ? 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 N1 H1A F12 0.875(16) 2.217(15) 2.7660(14) 120.5(12) . N1 H1A F36 0.875(16) 2.281(15) 2.6464(13) 105.1(11) . N1 H1B N4 0.913(16) 2.114(16) 2.9807(17) 158.1(13) . N1 H1C F22 0.904(15) 2.336(16) 3.2196(12) 165.6(13) 2_675 N1 H1C F22 0.904(15) 2.375(15) 2.9434(13) 120.9(12) . _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.290 _refine_diff_density_min -0.231 _refine_diff_density_rms 0.044 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 688046' _chemical_name_common (C6F5)3BNH3.2(C5H5N) _chemical_name_systematic (C6F5)3BNH3.2(C5H5N) _chemical_formula_structural (C6F5)3BNH3.2(C5H5N) _chemical_melting_point ? _chemical_formula_moiety 'C18 H3 B F15 N, 2(C5 H5 N)' _chemical_formula_sum 'C28 H13 B F15 N3' _chemical_formula_weight 687.22 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.9845(14) _cell_length_b 25.873(2) _cell_length_c 10.7558(11) _cell_angle_alpha 90.00 _cell_angle_beta 105.237(9) _cell_angle_gamma 90.00 _cell_volume 2680.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 0.8589 _cell_measurement_theta_max 0.9026 _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.90 _exptl_crystal_size_mid 0.80 _exptl_crystal_size_min 0.60 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.703 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 0.174 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8589 _exptl_absorpt_correction_T_max 0.9026 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28347 _diffrn_reflns_av_R_equivalents 0.0331 _diffrn_reflns_av_sigmaI/netI 0.0285 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6054 _reflns_number_gt 4817 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' #Although determined using DirAx (Duisenberg,A.J.M; J. Applied # Crystallography, 1992, 25, 92-96, (Duisenberg A.J.M; J. Applied # Crystallography, 2000, 33, 893-898) the cell is refined in the HKL # package during data reduction _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997b)' _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^)+(0.0342P)^2^+1.5900P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6054 _refine_ls_number_parameters 436 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0517 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.0898 _refine_ls_wR_factor_gt 0.0829 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _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 H1C H 0.004(2) -0.0700(8) 0.2401(18) 0.029(5) Uiso 1 1 d . . . H1B H 0.027(2) -0.1099(7) 0.149(2) 0.033(5) Uiso 1 1 d . . . H1A H 0.0094(19) -0.1244(7) 0.2796(18) 0.028(5) Uiso 1 1 d . . . C11 C 0.27196(15) -0.14840(6) 0.36080(15) 0.0200(3) Uani 1 1 d . . . C12 C 0.24132(16) -0.19260(6) 0.28563(15) 0.0231(3) Uani 1 1 d . . . C13 C 0.28252(17) -0.24186(6) 0.32653(18) 0.0300(4) Uani 1 1 d . . . C14 C 0.36359(18) -0.24877(7) 0.4503(2) 0.0337(4) Uani 1 1 d . . . C15 C 0.40023(17) -0.20669(7) 0.52861(17) 0.0310(4) Uani 1 1 d . . . C16 C 0.35350(16) -0.15787(6) 0.48454(15) 0.0244(3) Uani 1 1 d . . . C21 C 0.27721(15) -0.07437(6) 0.18128(14) 0.0180(3) Uani 1 1 d . . . C22 C 0.21485(15) -0.03419(6) 0.10055(14) 0.0196(3) Uani 1 1 d . . . C23 C 0.25529(16) -0.01801(6) -0.00606(14) 0.0222(3) Uani 1 1 d . . . C24 C 0.36468(17) -0.04260(6) -0.03711(14) 0.0233(3) Uani 1 1 d . . . C25 C 0.43321(16) -0.08145(6) 0.04139(15) 0.0230(3) Uani 1 1 d . . . C26 C 0.38949(15) -0.09623(6) 0.14799(14) 0.0199(3) Uani 1 1 d . . . C31 C 0.22734(15) -0.04728(6) 0.41019(14) 0.0191(3) Uani 1 1 d . . . C32 C 0.15110(16) -0.05112(6) 0.50070(15) 0.0220(3) Uani 1 1 d . . . C33 C 0.15259(17) -0.01528(6) 0.59548(15) 0.0239(3) Uani 1 1 d . . . C34 C 0.23460(17) 0.02800(6) 0.60318(15) 0.0234(3) Uani 1 1 d . . . C35 C 0.31382(16) 0.03380(6) 0.51760(15) 0.0225(3) Uani 1 1 d . . . C36 C 0.30927(15) -0.00335(6) 0.42396(14) 0.0196(3) Uani 1 1 d . . . B1 B 0.21310(17) -0.09212(6) 0.30007(16) 0.0177(3) Uani 1 1 d . . . N1 N 0.04824(13) -0.10003(5) 0.23597(13) 0.0189(3) Uani 1 1 d . . . F12 F 0.16716(10) -0.18817(4) 0.16071(9) 0.0289(2) Uani 1 1 d . . . F13 F 0.24576(11) -0.28256(4) 0.24732(12) 0.0418(3) Uani 1 1 d . . . F14 F 0.40695(12) -0.29618(4) 0.49299(13) 0.0520(3) Uani 1 1 d . . . F15 F 0.48203(11) -0.21265(5) 0.64895(11) 0.0458(3) Uani 1 1 d . . . F16 F 0.39355(10) -0.11923(4) 0.57008(9) 0.0318(2) Uani 1 1 d . . . F22 F 0.10840(9) -0.00826(3) 0.12739(9) 0.0259(2) Uani 1 1 d . . . F23 F 0.19128(10) 0.02147(4) -0.07850(9) 0.0298(2) Uani 1 1 d . . . F24 F 0.40544(11) -0.02782(4) -0.14101(9) 0.0334(2) Uani 1 1 d . . . F25 F 0.54302(10) -0.10439(4) 0.01466(10) 0.0337(2) Uani 1 1 d . . . F26 F 0.46477(9) -0.13396(3) 0.22037(9) 0.0263(2) Uani 1 1 d . . . F32 F 0.06896(10) -0.09314(4) 0.49847(9) 0.0303(2) Uani 1 1 d . . . F33 F 0.07467(11) -0.02176(4) 0.67917(9) 0.0336(2) Uani 1 1 d . . . F34 F 0.23698(11) 0.06397(4) 0.69356(9) 0.0320(2) Uani 1 1 d . . . F35 F 0.39559(10) 0.07545(4) 0.52609(9) 0.0301(2) Uani 1 1 d . . . F36 F 0.39262(9) 0.00553(3) 0.34565(8) 0.0251(2) Uani 1 1 d . . . C42 C -0.17812(18) -0.11756(7) -0.09565(18) 0.0311(4) Uani 1 1 d . . . H42 H -0.2377 -0.1095 -0.0425 0.037 Uiso 1 1 calc R . . C43 C -0.2363(2) -0.12362(7) -0.2262(2) 0.0406(5) Uani 1 1 d . . . H43 H -0.3334 -0.1196 -0.2619 0.049 Uiso 1 1 calc R . . C44 C -0.1506(2) -0.13569(8) -0.30321(18) 0.0460(5) Uani 1 1 d . . . H44 H -0.1875 -0.1401 -0.3934 0.055 Uiso 1 1 calc R . . C45 C -0.0110(2) -0.14119(7) -0.24784(17) 0.0388(5) Uani 1 1 d . . . H45 H 0.0505 -0.1496 -0.2989 0.047 Uiso 1 1 calc R . . C46 C 0.03821(18) -0.13430(6) -0.11696(16) 0.0273(3) Uani 1 1 d . . . H46 H 0.1350 -0.1382 -0.0793 0.033 Uiso 1 1 calc R . . N41 N -0.04227(14) -0.12246(5) -0.04013(13) 0.0246(3) Uani 1 1 d . . . C52 C -0.03309(17) -0.21596(7) 0.44510(17) 0.0294(4) Uani 1 1 d . . . H52 H 0.0650 -0.2159 0.4784 0.035 Uiso 1 1 calc R . . C53 C -0.10993(19) -0.24729(7) 0.50356(18) 0.0329(4) Uani 1 1 d . . . H53 H -0.0658 -0.2683 0.5751 0.040 Uiso 1 1 calc R . . C54 C -0.25310(19) -0.24756(7) 0.45594(19) 0.0354(4) Uani 1 1 d . . . H54 H -0.3093 -0.2687 0.4940 0.042 Uiso 1 1 calc R . . C55 C -0.31214(18) -0.21635(7) 0.35188(18) 0.0321(4) Uani 1 1 d . . . H55 H -0.4100 -0.2155 0.3171 0.039 Uiso 1 1 calc R . . C56 C -0.22705(17) -0.18644(6) 0.29940(16) 0.0280(4) Uani 1 1 d . . . H56 H -0.2687 -0.1652 0.2275 0.034 Uiso 1 1 calc R . . N51 N -0.08856(14) -0.18564(6) 0.34428(14) 0.0285(3) 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 C11 0.0165(7) 0.0230(7) 0.0212(8) 0.0049(6) 0.0062(6) -0.0007(6) C12 0.0182(7) 0.0252(8) 0.0262(8) 0.0029(6) 0.0062(6) -0.0001(6) C13 0.0240(8) 0.0214(8) 0.0483(11) 0.0021(7) 0.0162(8) -0.0005(7) C14 0.0268(9) 0.0245(8) 0.0540(12) 0.0197(8) 0.0178(8) 0.0078(7) C15 0.0212(8) 0.0415(10) 0.0301(9) 0.0189(8) 0.0064(7) 0.0061(7) C16 0.0190(7) 0.0295(8) 0.0246(8) 0.0055(6) 0.0053(6) -0.0010(6) C21 0.0180(7) 0.0196(7) 0.0158(7) -0.0021(5) 0.0032(6) -0.0025(6) C22 0.0198(7) 0.0221(7) 0.0169(7) -0.0021(6) 0.0046(6) -0.0001(6) C23 0.0258(8) 0.0211(7) 0.0179(7) 0.0021(6) 0.0027(6) -0.0046(6) C24 0.0260(8) 0.0289(8) 0.0169(7) -0.0015(6) 0.0090(6) -0.0102(7) C25 0.0187(7) 0.0268(8) 0.0260(8) -0.0076(6) 0.0102(6) -0.0042(6) C26 0.0193(7) 0.0202(7) 0.0191(8) -0.0001(6) 0.0027(6) -0.0011(6) C31 0.0193(7) 0.0216(7) 0.0152(7) 0.0018(6) 0.0025(6) 0.0012(6) C32 0.0234(8) 0.0228(7) 0.0195(8) 0.0002(6) 0.0053(6) -0.0060(6) C33 0.0268(8) 0.0302(8) 0.0167(8) 0.0007(6) 0.0090(6) -0.0009(7) C34 0.0293(8) 0.0232(7) 0.0164(7) -0.0040(6) 0.0039(6) 0.0026(6) C35 0.0226(8) 0.0209(7) 0.0216(8) 0.0001(6) 0.0016(6) -0.0035(6) C36 0.0181(7) 0.0248(7) 0.0159(7) 0.0022(6) 0.0046(6) 0.0003(6) B1 0.0169(8) 0.0211(8) 0.0149(8) 0.0003(6) 0.0037(6) -0.0002(6) N1 0.0188(6) 0.0221(7) 0.0160(7) 0.0000(5) 0.0049(5) 0.0010(5) F12 0.0303(5) 0.0264(5) 0.0272(5) -0.0051(4) 0.0026(4) -0.0015(4) F13 0.0413(6) 0.0205(5) 0.0675(8) -0.0054(5) 0.0213(6) -0.0028(4) F14 0.0474(7) 0.0321(6) 0.0800(9) 0.0297(6) 0.0230(6) 0.0148(5) F15 0.0347(6) 0.0600(7) 0.0381(6) 0.0279(5) 0.0015(5) 0.0102(5) F16 0.0301(5) 0.0395(6) 0.0207(5) 0.0035(4) -0.0022(4) -0.0014(4) F22 0.0264(5) 0.0272(5) 0.0253(5) 0.0054(4) 0.0089(4) 0.0088(4) F23 0.0370(6) 0.0295(5) 0.0214(5) 0.0087(4) 0.0050(4) 0.0006(4) F24 0.0390(6) 0.0416(6) 0.0247(5) 0.0012(4) 0.0175(4) -0.0096(5) F25 0.0275(5) 0.0387(6) 0.0418(6) -0.0037(5) 0.0213(5) 0.0007(4) F26 0.0220(5) 0.0264(5) 0.0311(5) 0.0044(4) 0.0082(4) 0.0059(4) F32 0.0385(6) 0.0329(5) 0.0232(5) -0.0054(4) 0.0145(4) -0.0158(4) F33 0.0419(6) 0.0417(6) 0.0229(5) -0.0063(4) 0.0188(4) -0.0086(5) F34 0.0468(6) 0.0268(5) 0.0237(5) -0.0080(4) 0.0116(4) -0.0017(4) F35 0.0358(5) 0.0246(5) 0.0293(5) -0.0039(4) 0.0075(4) -0.0101(4) F36 0.0249(5) 0.0290(5) 0.0236(5) -0.0026(4) 0.0102(4) -0.0073(4) C42 0.0245(8) 0.0305(9) 0.0383(10) -0.0049(7) 0.0086(7) 0.0006(7) C43 0.0307(10) 0.0346(10) 0.0453(12) -0.0072(8) -0.0099(8) 0.0059(8) C44 0.0630(14) 0.0422(11) 0.0230(9) -0.0079(8) -0.0056(9) 0.0190(10) C45 0.0534(12) 0.0402(10) 0.0250(9) 0.0021(7) 0.0141(9) 0.0158(9) C46 0.0261(8) 0.0294(8) 0.0266(9) 0.0016(7) 0.0073(7) 0.0028(7) N41 0.0255(7) 0.0257(7) 0.0224(7) -0.0018(5) 0.0061(6) -0.0002(6) C52 0.0210(8) 0.0343(9) 0.0320(9) 0.0007(7) 0.0056(7) 0.0023(7) C53 0.0313(9) 0.0307(9) 0.0370(10) 0.0090(7) 0.0094(8) 0.0066(7) C54 0.0297(9) 0.0269(9) 0.0508(12) 0.0068(8) 0.0128(8) -0.0014(7) C55 0.0218(8) 0.0268(8) 0.0441(11) 0.0002(7) 0.0021(7) -0.0011(7) C56 0.0282(9) 0.0243(8) 0.0281(9) -0.0006(7) 0.0015(7) 0.0001(7) N51 0.0245(7) 0.0323(8) 0.0283(8) 0.0008(6) 0.0063(6) -0.0028(6) _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 C11 C16 1.387(2) . ? C11 C12 1.388(2) . ? C11 B1 1.640(2) . ? C12 F12 1.3579(18) . ? C12 C13 1.375(2) . ? C13 F13 1.343(2) . ? C13 C14 1.376(3) . ? C14 F14 1.3409(19) . ? C14 C15 1.366(3) . ? C15 F15 1.346(2) . ? C15 C16 1.386(2) . ? C16 F16 1.3464(19) . ? C21 C26 1.384(2) . ? C21 C22 1.392(2) . ? C21 B1 1.638(2) . ? C22 F22 1.3507(17) . ? C22 C23 1.377(2) . ? C23 F23 1.3406(17) . ? C23 C24 1.379(2) . ? C24 F24 1.3416(17) . ? C24 C25 1.374(2) . ? C25 F25 1.3427(18) . ? C25 C26 1.384(2) . ? C26 F26 1.3478(17) . ? C31 C36 1.385(2) . ? C31 C32 1.388(2) . ? C31 B1 1.637(2) . ? C32 F32 1.3583(17) . ? C32 C33 1.375(2) . ? C33 F33 1.3460(18) . ? C33 C34 1.377(2) . ? C34 F34 1.3415(17) . ? C34 C35 1.370(2) . ? C35 F35 1.3406(18) . ? C35 C36 1.384(2) . ? C36 F36 1.3503(17) . ? B1 N1 1.622(2) . ? N1 H1C 0.90(2) . ? N1 H1B 0.93(2) . ? N1 H1A 0.93(2) . ? C42 N41 1.337(2) . ? C42 C43 1.380(3) . ? C42 H42 0.9500 . ? C43 C44 1.374(3) . ? C43 H43 0.9500 . ? C44 C45 1.372(3) . ? C44 H44 0.9500 . ? C45 C46 1.375(2) . ? C45 H45 0.9500 . ? C46 N41 1.331(2) . ? C46 H46 0.9500 . ? C52 N51 1.335(2) . ? C52 C53 1.376(2) . ? C52 H52 0.9500 . ? C53 C54 1.386(3) . ? C53 H53 0.9500 . ? C54 C55 1.380(3) . ? C54 H54 0.9500 . ? C55 C56 1.375(2) . ? C55 H55 0.9500 . ? C56 N51 1.340(2) . ? C56 H56 0.9500 . ? 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 C16 C11 C12 113.41(14) . . ? C16 C11 B1 126.68(14) . . ? C12 C11 B1 119.91(13) . . ? F12 C12 C13 115.73(14) . . ? F12 C12 C11 119.10(13) . . ? C13 C12 C11 125.16(15) . . ? F13 C13 C12 120.96(16) . . ? F13 C13 C14 120.34(15) . . ? C12 C13 C14 118.69(16) . . ? F14 C14 C15 120.54(17) . . ? F14 C14 C13 120.31(18) . . ? C15 C14 C13 119.15(15) . . ? F15 C15 C14 119.87(15) . . ? F15 C15 C16 119.87(17) . . ? C14 C15 C16 120.26(16) . . ? F16 C16 C15 115.48(14) . . ? F16 C16 C11 121.22(14) . . ? C15 C16 C11 123.30(16) . . ? C26 C21 C22 113.81(13) . . ? C26 C21 B1 126.61(13) . . ? C22 C21 B1 119.57(13) . . ? F22 C22 C23 116.51(13) . . ? F22 C22 C21 119.06(13) . . ? C23 C22 C21 124.42(14) . . ? F23 C23 C22 121.08(14) . . ? F23 C23 C24 119.86(14) . . ? C22 C23 C24 119.06(14) . . ? F24 C24 C25 120.62(14) . . ? F24 C24 C23 120.21(14) . . ? C25 C24 C23 119.15(14) . . ? F25 C25 C24 119.65(14) . . ? F25 C25 C26 120.56(14) . . ? C24 C25 C26 119.79(14) . . ? F26 C26 C25 115.43(13) . . ? F26 C26 C21 120.87(13) . . ? C25 C26 C21 123.70(14) . . ? C36 C31 C32 113.64(13) . . ? C36 C31 B1 126.54(13) . . ? C32 C31 B1 119.82(13) . . ? F32 C32 C33 116.21(14) . . ? F32 C32 C31 119.00(13) . . ? C33 C32 C31 124.79(14) . . ? F33 C33 C32 121.08(14) . . ? F33 C33 C34 120.01(14) . . ? C32 C33 C34 118.90(14) . . ? F34 C34 C35 120.48(14) . . ? F34 C34 C33 120.32(14) . . ? C35 C34 C33 119.20(14) . . ? F35 C35 C34 119.41(14) . . ? F35 C35 C36 120.71(14) . . ? C34 C35 C36 119.89(14) . . ? F36 C36 C35 115.34(13) . . ? F36 C36 C31 121.08(13) . . ? C35 C36 C31 123.57(14) . . ? N1 B1 C31 106.40(12) . . ? N1 B1 C21 105.35(12) . . ? C31 B1 C21 112.84(12) . . ? N1 B1 C11 105.95(12) . . ? C31 B1 C11 112.77(12) . . ? C21 B1 C11 112.77(12) . . ? B1 N1 H1C 109.1(12) . . ? B1 N1 H1B 113.2(12) . . ? H1C N1 H1B 107.5(16) . . ? B1 N1 H1A 112.5(11) . . ? H1C N1 H1A 106.4(17) . . ? H1B N1 H1A 107.7(16) . . ? N41 C42 C43 123.38(17) . . ? N41 C42 H42 118.3 . . ? C43 C42 H42 118.3 . . ? C44 C43 C42 118.50(17) . . ? C44 C43 H43 120.7 . . ? C42 C43 H43 120.8 . . ? C45 C44 C43 118.97(17) . . ? C45 C44 H44 120.5 . . ? C43 C44 H44 120.5 . . ? C44 C45 C46 118.66(18) . . ? C44 C45 H45 120.7 . . ? C46 C45 H45 120.7 . . ? N41 C46 C45 123.64(16) . . ? N41 C46 H46 118.2 . . ? C45 C46 H46 118.2 . . ? C46 N41 C42 116.85(15) . . ? N51 C52 C53 123.71(16) . . ? N51 C52 H52 118.1 . . ? C53 C52 H52 118.1 . . ? C52 C53 C54 118.61(16) . . ? C52 C53 H53 120.7 . . ? C54 C53 H53 120.7 . . ? C55 C54 C53 118.41(17) . . ? C55 C54 H54 120.8 . . ? C53 C54 H54 120.8 . . ? C56 C55 C54 118.92(16) . . ? C56 C55 H55 120.5 . . ? C54 C55 H55 120.5 . . ? N51 C56 C55 123.46(16) . . ? N51 C56 H56 118.3 . . ? C55 C56 H56 118.3 . . ? C52 N51 C56 116.88(15) . . ? 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 C16 C11 C12 F12 -177.18(13) . . . . ? B1 C11 C12 F12 2.6(2) . . . . ? C16 C11 C12 C13 1.5(2) . . . . ? B1 C11 C12 C13 -178.73(15) . . . . ? F12 C12 C13 F13 -2.4(2) . . . . ? C11 C12 C13 F13 178.82(15) . . . . ? F12 C12 C13 C14 176.98(14) . . . . ? C11 C12 C13 C14 -1.8(3) . . . . ? F13 C13 C14 F14 0.2(2) . . . . ? C12 C13 C14 F14 -179.25(15) . . . . ? F13 C13 C14 C15 179.58(15) . . . . ? C12 C13 C14 C15 0.2(3) . . . . ? F14 C14 C15 F15 0.9(3) . . . . ? C13 C14 C15 F15 -178.51(15) . . . . ? F14 C14 C15 C16 -179.11(15) . . . . ? C13 C14 C15 C16 1.5(3) . . . . ? F15 C15 C16 F16 -1.2(2) . . . . ? C14 C15 C16 F16 178.85(15) . . . . ? F15 C15 C16 C11 178.26(14) . . . . ? C14 C15 C16 C11 -1.7(3) . . . . ? C12 C11 C16 F16 179.63(14) . . . . ? B1 C11 C16 F16 -0.1(2) . . . . ? C12 C11 C16 C15 0.2(2) . . . . ? B1 C11 C16 C15 -179.49(15) . . . . ? C26 C21 C22 F22 -176.82(13) . . . . ? B1 C21 C22 F22 4.6(2) . . . . ? C26 C21 C22 C23 2.3(2) . . . . ? B1 C21 C22 C23 -176.31(14) . . . . ? F22 C22 C23 F23 0.0(2) . . . . ? C21 C22 C23 F23 -179.15(13) . . . . ? F22 C22 C23 C24 179.12(13) . . . . ? C21 C22 C23 C24 0.0(2) . . . . ? F23 C23 C24 F24 -1.3(2) . . . . ? C22 C23 C24 F24 179.52(13) . . . . ? F23 C23 C24 C25 177.07(13) . . . . ? C22 C23 C24 C25 -2.1(2) . . . . ? F24 C24 C25 F25 0.8(2) . . . . ? C23 C24 C25 F25 -177.61(13) . . . . ? F24 C24 C25 C26 -179.88(13) . . . . ? C23 C24 C25 C26 1.7(2) . . . . ? F25 C25 C26 F26 0.5(2) . . . . ? C24 C25 C26 F26 -178.82(13) . . . . ? F25 C25 C26 C21 -179.89(14) . . . . ? C24 C25 C26 C21 0.8(2) . . . . ? C22 C21 C26 F26 176.91(12) . . . . ? B1 C21 C26 F26 -4.6(2) . . . . ? C22 C21 C26 C25 -2.7(2) . . . . ? B1 C21 C26 C25 175.82(14) . . . . ? C36 C31 C32 F32 -178.68(13) . . . . ? B1 C31 C32 F32 2.1(2) . . . . ? C36 C31 C32 C33 0.8(2) . . . . ? B1 C31 C32 C33 -178.52(14) . . . . ? F32 C32 C33 F33 -1.0(2) . . . . ? C31 C32 C33 F33 179.55(14) . . . . ? F32 C32 C33 C34 179.58(14) . . . . ? C31 C32 C33 C34 0.1(3) . . . . ? F33 C33 C34 F34 -0.2(2) . . . . ? C32 C33 C34 F34 179.17(14) . . . . ? F33 C33 C34 C35 179.65(14) . . . . ? C32 C33 C34 C35 -0.9(2) . . . . ? F34 C34 C35 F35 1.0(2) . . . . ? C33 C34 C35 F35 -178.90(14) . . . . ? F34 C34 C35 C36 -179.32(14) . . . . ? C33 C34 C35 C36 0.8(2) . . . . ? F35 C35 C36 F36 0.6(2) . . . . ? C34 C35 C36 F36 -179.04(13) . . . . ? F35 C35 C36 C31 179.86(14) . . . . ? C34 C35 C36 C31 0.2(2) . . . . ? C32 C31 C36 F36 178.27(13) . . . . ? B1 C31 C36 F36 -2.5(2) . . . . ? C32 C31 C36 C35 -0.9(2) . . . . ? B1 C31 C36 C35 178.31(14) . . . . ? C36 C31 B1 N1 -129.05(15) . . . . ? C32 C31 B1 N1 50.11(17) . . . . ? C36 C31 B1 C21 -14.0(2) . . . . ? C32 C31 B1 C21 165.16(13) . . . . ? C36 C31 B1 C11 115.21(16) . . . . ? C32 C31 B1 C11 -65.62(18) . . . . ? C26 C21 B1 N1 -128.43(15) . . . . ? C22 C21 B1 N1 49.99(17) . . . . ? C26 C21 B1 C31 115.89(16) . . . . ? C22 C21 B1 C31 -65.70(17) . . . . ? C26 C21 B1 C11 -13.3(2) . . . . ? C22 C21 B1 C11 165.09(13) . . . . ? C16 C11 B1 N1 -129.99(15) . . . . ? C12 C11 B1 N1 50.30(18) . . . . ? C16 C11 B1 C31 -14.0(2) . . . . ? C12 C11 B1 C31 166.31(13) . . . . ? C16 C11 B1 C21 115.26(17) . . . . ? C12 C11 B1 C21 -64.44(18) . . . . ? N41 C42 C43 C44 0.5(3) . . . . ? C42 C43 C44 C45 -0.1(3) . . . . ? C43 C44 C45 C46 -0.1(3) . . . . ? C44 C45 C46 N41 0.0(3) . . . . ? C45 C46 N41 C42 0.4(3) . . . . ? C43 C42 N41 C46 -0.7(3) . . . . ? N51 C52 C53 C54 -0.1(3) . . . . ? C52 C53 C54 C55 0.0(3) . . . . ? C53 C54 C55 C56 0.2(3) . . . . ? C54 C55 C56 N51 -0.3(3) . . . . ? C53 C52 N51 C56 0.1(3) . . . . ? C55 C56 N51 C52 0.2(3) . . . . ? 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 N1 H1B N41 0.93(2) 2.00(2) 2.9261(19) 170.7(17) . N1 H1A N51 0.93(2) 2.08(2) 2.994(2) 169.4(16) . N1 H1A F32 0.93(2) 2.411(18) 2.7819(16) 103.7(13) . N1 H1C F22 0.90(2) 2.403(21) 2.780(2) 105.3(15) . _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.274 _refine_diff_density_min -0.272 _refine_diff_density_rms 0.048 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 688047' _chemical_formula_structural (C6F5)3BNH3.3C4H8O.solvent _chemical_name_common AnnaF24 _chemical_melting_point ? _chemical_formula_moiety 'C18 H3 B F15 N, 3(C4 H8 O), C4.655' _chemical_formula_sum 'C34.655 H27 B F15 N O3' _chemical_formula_weight 801.24 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' 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 R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 15.1659(11) _cell_length_b 15.1659(11) _cell_length_c 26.9397(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 5366.1(6) _cell_formula_units_Z 6 _cell_measurement_temperature 140(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.488 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2436 _exptl_absorpt_coefficient_mu 0.147 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.602 _exptl_absorpt_correction_T_max 0.957 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.9 Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur 3/CCD' _diffrn_measurement_method 'Thin slice \f and \w scans' _diffrn_detector_area_resol_mean 16.0050 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17637 _diffrn_reflns_av_R_equivalents 0.1004 _diffrn_reflns_av_sigmaI/netI 0.0400 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.40 _diffrn_reflns_theta_max 24.00 _reflns_number_total 1878 _reflns_number_gt 1530 _reflns_threshold_expression I>2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997b)' _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^)+(0.0561P)^2^+8.5138P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1878 _refine_ls_number_parameters 192 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0748 _refine_ls_R_factor_gt 0.0573 _refine_ls_wR_factor_ref 0.1375 _refine_ls_wR_factor_gt 0.1273 _refine_ls_goodness_of_fit_ref 1.181 _refine_ls_restrained_S_all 1.181 _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 B1 B 0.6667 0.3333 0.03949(18) 0.0269(11) Uani 1 3 d S . . N1 N 0.6667 0.3333 0.09917(14) 0.0280(9) Uani 1 3 d S . . F12 F 0.63818(12) 0.45866(13) -0.04105(6) 0.0459(5) Uani 1 1 d . . . F13 F 0.46479(14) 0.45130(13) -0.06312(6) 0.0508(5) Uani 1 1 d . . . F14 F 0.28964(13) 0.32326(15) -0.01341(7) 0.0557(6) Uani 1 1 d . . . F15 F 0.29366(12) 0.19915(13) 0.05832(6) 0.0491(5) Uani 1 1 d . . . F16 F 0.46643(11) 0.20256(11) 0.08046(5) 0.0366(4) Uani 1 1 d . . . C11 C 0.56249(19) 0.33287(19) 0.02221(9) 0.0280(6) Uani 1 1 d . . . C12 C 0.5554(2) 0.3928(2) -0.01462(10) 0.0327(6) Uani 1 1 d . . . C13 C 0.4655(2) 0.3903(2) -0.02726(10) 0.0365(7) Uani 1 1 d . . . C14 C 0.3777(2) 0.3259(2) -0.00257(11) 0.0384(7) Uani 1 1 d . . . C15 C 0.3794(2) 0.2634(2) 0.03374(11) 0.0358(7) Uani 1 1 d . . . C16 C 0.4705(2) 0.26769(19) 0.04496(10) 0.0300(6) Uani 1 1 d . . . O21 O 0.55077(17) 0.39840(19) 0.15703(9) 0.0655(7) Uani 1 1 d . A . C22 C 0.6044(3) 0.4835(3) 0.18770(15) 0.0716(12) Uani 1 1 d . A . H22A H 0.6416 0.5445 0.1677 0.086 Uiso 1 1 calc R . . H22B H 0.6529 0.4755 0.2079 0.086 Uiso 1 1 calc R . . C23 C 0.5294(3) 0.4921(4) 0.21982(19) 0.1013(18) Uani 1 1 d . . . H23A H 0.5217 0.4588 0.2516 0.122 Uiso 0.37(2) 1 calc PR A 1 H23B H 0.5485 0.5626 0.2253 0.122 Uiso 0.37(2) 1 calc PR A 1 H23C H 0.5228 0.5502 0.2105 0.122 Uiso 0.63(2) 1 d PR A 2 H23D H 0.5485 0.4981 0.2546 0.122 Uiso 0.63(2) 1 d PR A 2 C24A C 0.4363(13) 0.4387(18) 0.1898(8) 0.073(5) Uani 0.37(2) 1 d P A 1 H24A H 0.3765 0.4079 0.2110 0.087 Uiso 0.37(2) 1 calc PR A 1 H24B H 0.4309 0.4857 0.1673 0.087 Uiso 0.37(2) 1 calc PR A 1 C24B C 0.4296(6) 0.3936(10) 0.2092(4) 0.067(3) Uani 0.63(2) 1 d P A 2 H24C H 0.4162 0.3429 0.2345 0.081 Uiso 0.63(2) 1 calc PR A 2 H24D H 0.3729 0.4062 0.2081 0.081 Uiso 0.63(2) 1 calc PR A 2 C25 C 0.4448(3) 0.3607(4) 0.16215(17) 0.0834(14) Uani 1 1 d . . . H25A H 0.4127 0.2967 0.1801 0.100 Uiso 0.37(2) 1 calc PR A 1 H25B H 0.4128 0.3501 0.1299 0.100 Uiso 0.37(2) 1 calc PR A 1 H25C H 0.4209 0.3883 0.1364 0.100 Uiso 0.63(2) 1 d PR A 2 H25D H 0.4078 0.2871 0.1594 0.100 Uiso 0.63(2) 1 d PR A 2 C31 C 0.321(3) 0.743(2) 0.1599(6) 0.166(6) Uani 0.67 1 d P . 2 C32 C -0.019(3) 0.027(3) 0.0440(5) 0.125(6) Uani 0.46 1 d P . 2 C33 C -0.0585(14) 0.0280(17) -0.0131(6) 0.110(5) Uani 0.41 1 d P . 2 H1 H 0.631(2) 0.358(2) 0.1136(10) 0.035(7) Uiso 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 B1 0.0256(16) 0.0256(16) 0.030(3) 0.000 0.000 0.0128(8) N1 0.0269(13) 0.0269(13) 0.030(2) 0.000 0.000 0.0134(6) F12 0.0392(10) 0.0446(10) 0.0457(10) 0.0140(8) -0.0040(8) 0.0149(8) F13 0.0576(12) 0.0439(10) 0.0554(10) 0.0028(8) -0.0209(9) 0.0288(9) F14 0.0401(10) 0.0639(12) 0.0764(13) -0.0046(10) -0.0146(9) 0.0360(10) F15 0.0263(9) 0.0556(11) 0.0618(11) -0.0012(9) 0.0038(8) 0.0178(8) F16 0.0298(9) 0.0342(9) 0.0410(9) 0.0066(7) 0.0014(7) 0.0123(7) C11 0.0284(14) 0.0244(14) 0.0314(14) -0.0052(11) -0.0025(11) 0.0135(12) C12 0.0331(15) 0.0285(14) 0.0345(15) -0.0026(12) -0.0012(12) 0.0139(13) C13 0.0417(17) 0.0322(15) 0.0391(16) -0.0040(13) -0.0123(14) 0.0211(14) C14 0.0323(16) 0.0414(17) 0.0509(18) -0.0121(14) -0.0153(14) 0.0254(14) C15 0.0252(15) 0.0357(16) 0.0442(16) -0.0082(13) -0.0003(13) 0.0134(13) C16 0.0325(15) 0.0277(14) 0.0319(14) -0.0037(12) -0.0039(12) 0.0167(12) O21 0.0433(13) 0.0659(16) 0.0823(17) -0.0320(14) 0.0081(12) 0.0235(13) C22 0.059(2) 0.069(3) 0.072(3) -0.028(2) 0.008(2) 0.021(2) C23 0.067(3) 0.116(4) 0.108(4) -0.060(3) 0.006(3) 0.036(3) C24A 0.079(9) 0.103(12) 0.069(10) 0.019(9) 0.033(8) 0.069(9) C24B 0.056(4) 0.085(7) 0.054(5) -0.002(4) 0.019(4) 0.030(4) C25 0.042(2) 0.096(3) 0.098(3) -0.037(3) 0.014(2) 0.023(2) C31 0.187(13) 0.21(2) 0.136(9) 0.015(10) 0.002(10) 0.123(18) C32 0.115(18) 0.14(3) 0.126(10) 0.000(13) -0.007(13) 0.065(10) C33 0.092(11) 0.120(12) 0.144(15) 0.005(12) -0.019(11) 0.071(9) _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 B1 N1 1.608(6) . ? B1 C11 1.644(3) 2_655 ? B1 C11 1.644(3) 3_665 ? B1 C11 1.644(3) . ? N1 H1 0.88(2) . ? F12 C12 1.352(3) . ? F13 C13 1.342(3) . ? F14 C14 1.348(3) . ? F15 C15 1.346(3) . ? F16 C16 1.354(3) . ? C11 C12 1.385(4) . ? C11 C16 1.385(4) . ? C12 C13 1.387(4) . ? C13 C14 1.367(4) . ? C14 C15 1.371(4) . ? C15 C16 1.385(4) . ? O21 C22 1.400(4) . ? O21 C25 1.417(4) . ? C22 C23 1.486(5) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24A 1.470(17) . ? C23 C24B 1.531(10) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C23 H23C 0.9698 . ? C23 H23D 0.9699 . ? C24A C25 1.457(15) . ? C24A H24A 0.9700 . ? C24A H24B 0.9700 . ? C24B C25 1.423(8) . ? C24B H24C 0.9700 . ? C24B H24D 0.9700 . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C25 H25C 0.9695 . ? C25 H25D 0.9704 . ? C31 C31 1.312(11) 14_455 ? C31 C31 1.312(11) 15 ? C32 C32 1.06(2) 2 ? C32 C32 1.06(2) 3 ? C32 C33 1.17(3) 11 ? C32 C33 1.44(4) 12 ? C32 C33 1.65(2) . ? C33 C32 1.17(3) 12 ? C33 C33 1.358(18) 11 ? C33 C33 1.358(18) 12 ? C33 C32 1.44(4) 11 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 B1 C11 106.45(19) . 2_655 ? N1 B1 C11 106.45(19) . 3_665 ? C11 B1 C11 112.31(17) 2_655 3_665 ? N1 B1 C11 106.45(19) . . ? C11 B1 C11 112.31(17) 2_655 . ? C11 B1 C11 112.31(17) 3_665 . ? B1 N1 H1 116.0(18) . . ? C12 C11 C16 113.8(2) . . ? C12 C11 B1 126.2(2) . . ? C16 C11 B1 120.0(2) . . ? F12 C12 C11 120.9(2) . . ? F12 C12 C13 115.3(2) . . ? C11 C12 C13 123.8(3) . . ? F13 C13 C14 120.1(2) . . ? F13 C13 C12 120.3(3) . . ? C14 C13 C12 119.5(3) . . ? F14 C14 C13 120.9(3) . . ? F14 C14 C15 119.6(3) . . ? C13 C14 C15 119.5(2) . . ? F15 C15 C14 120.4(2) . . ? F15 C15 C16 120.5(3) . . ? C14 C15 C16 119.1(3) . . ? F16 C16 C15 116.1(2) . . ? F16 C16 C11 119.7(2) . . ? C15 C16 C11 124.2(3) . . ? C22 O21 C25 109.5(3) . . ? O21 C22 C23 107.9(3) . . ? O21 C22 H22A 110.1 . . ? C23 C22 H22A 110.1 . . ? O21 C22 H22B 110.1 . . ? C23 C22 H22B 110.1 . . ? H22A C22 H22B 108.4 . . ? C24A C23 C22 101.4(7) . . ? C24A C23 C24B 31.9(6) . . ? C22 C23 C24B 103.5(4) . . ? C24A C23 H23A 111.5 . . ? C22 C23 H23A 111.5 . . ? C24B C23 H23A 81.6 . . ? C24A C23 H23B 111.5 . . ? C22 C23 H23B 111.5 . . ? C24B C23 H23B 135.2 . . ? H23A C23 H23B 109.3 . . ? C24A C23 H23C 81.4 . . ? C22 C23 H23C 111.2 . . ? C24B C23 H23C 109.7 . . ? H23A C23 H23C 131.4 . . ? H23B C23 H23C 31.3 . . ? C24A C23 H23D 137.9 . . ? C22 C23 H23D 111.4 . . ? C24B C23 H23D 112.0 . . ? H23A C23 H23D 31.9 . . ? H23B C23 H23D 80.6 . . ? H23C C23 H23D 109.0 . . ? C25 C24A C23 106.1(9) . . ? C25 C24A H24A 110.5 . . ? C23 C24A H24A 110.5 . . ? C25 C24A H24B 110.5 . . ? C23 C24A H24B 110.5 . . ? H24A C24A H24B 108.7 . . ? C25 C24B C23 104.7(6) . . ? C25 C24B H24C 110.8 . . ? C23 C24B H24C 110.8 . . ? C25 C24B H24D 110.8 . . ? C23 C24B H24D 110.8 . . ? H24C C24B H24D 108.9 . . ? O21 C25 C24B 107.2(5) . . ? O21 C25 C24A 105.4(7) . . ? C24B C25 C24A 33.3(6) . . ? O21 C25 H25A 110.7 . . ? C24B C25 H25A 79.5 . . ? C24A C25 H25A 110.7 . . ? O21 C25 H25B 110.7 . . ? C24B C25 H25B 134.6 . . ? C24A C25 H25B 110.7 . . ? H25A C25 H25B 108.8 . . ? O21 C25 H25C 110.5 . . ? C24B C25 H25C 109.1 . . ? C24A C25 H25C 79.2 . . ? H25A C25 H25C 132.8 . . ? H25B C25 H25C 33.3 . . ? O21 C25 H25D 110.1 . . ? C24B C25 H25D 111.6 . . ? C24A C25 H25D 137.5 . . ? H25A C25 H25D 34.2 . . ? H25B C25 H25D 77.7 . . ? H25C C25 H25D 108.4 . . ? C31 C31 C31 112.6(11) 14_455 15 ? C32 C32 C32 60.000(4) 2 3 ? C32 C32 C33 121(2) 2 11 ? C32 C32 C33 81(4) 3 11 ? C32 C32 C33 53(3) 2 12 ? C32 C32 C33 101(3) 3 12 ? C33 C32 C33 99.7(16) 11 12 ? C32 C32 C33 99(2) 2 . ? C32 C32 C33 111.3(9) 3 . ? C33 C32 C33 54.3(7) 11 . ? C33 C32 C33 51.5(9) 12 . ? C32 C32 C33 47(2) 2 10 ? C32 C32 C33 31.4(16) 3 10 ? C33 C32 C33 75.9(13) 11 10 ? C33 C32 C33 71.1(9) 12 10 ? C33 C32 C33 84.5(9) . 10 ? C32 C33 C33 111.8(12) 12 11 ? C32 C33 C33 81.1(19) 12 12 ? C33 C33 C33 95.4(18) 11 12 ? C32 C33 C32 46.1(14) 12 11 ? C33 C33 C32 72.2(13) 11 11 ? C33 C33 C32 107.6(13) 12 11 ? C32 C33 C32 119(2) 12 . ? C33 C33 C32 44.6(19) 11 . ? C33 C33 C32 56.3(19) 12 . ? C32 C33 C32 104(2) 11 . ? C32 C33 C32 27.9(9) 12 10 ? C33 C33 C32 84.6(12) 11 10 ? C33 C33 C32 76.9(12) 12 10 ? C32 C33 C32 32.3(9) 11 10 ? C32 C33 C32 95.5(9) . 10 ? C32 C33 C33 69.5(8) 12 3 ? C33 C33 C33 42.3(9) 11 3 ? C33 C33 C33 90.000(2) 12 3 ? C32 C33 C33 35.2(13) 11 3 ? C32 C33 C33 69.2(13) . 3 ? C32 C33 C33 42.9(12) 10 3 ? C32 C33 C33 45.1(17) 12 2 ? C33 C33 C33 90.000(2) 11 2 ? C33 C33 C33 42.3(9) 12 2 ? C32 C33 C33 66.0(10) 11 2 ? C32 C33 C33 75.6(8) . 2 ? C32 C33 C33 34.6(10) 10 2 ? C33 C33 C33 60.000(1) 3 2 ? 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 N1 B1 C11 C12 135.2(2) . . . . ? C11 B1 C11 C12 -108.7(2) 2_655 . . . ? C11 B1 C11 C12 19.0(4) 3_665 . . . ? N1 B1 C11 C16 -45.3(2) . . . . ? C11 B1 C11 C16 70.8(4) 2_655 . . . ? C11 B1 C11 C16 -161.4(2) 3_665 . . . ? C16 C11 C12 F12 -178.5(2) . . . . ? B1 C11 C12 F12 1.1(4) . . . . ? C16 C11 C12 C13 1.4(4) . . . . ? B1 C11 C12 C13 -179.1(3) . . . . ? F12 C12 C13 F13 -0.7(4) . . . . ? C11 C12 C13 F13 179.5(2) . . . . ? F12 C12 C13 C14 179.9(2) . . . . ? C11 C12 C13 C14 0.1(4) . . . . ? F13 C13 C14 F14 -0.6(4) . . . . ? C12 C13 C14 F14 178.7(2) . . . . ? F13 C13 C14 C15 179.5(2) . . . . ? C12 C13 C14 C15 -1.1(4) . . . . ? F14 C14 C15 F15 0.4(4) . . . . ? C13 C14 C15 F15 -179.7(2) . . . . ? F14 C14 C15 C16 -179.2(2) . . . . ? C13 C14 C15 C16 0.7(4) . . . . ? F15 C15 C16 F16 1.6(4) . . . . ? C14 C15 C16 F16 -178.7(2) . . . . ? F15 C15 C16 C11 -178.7(2) . . . . ? C14 C15 C16 C11 1.0(4) . . . . ? C12 C11 C16 F16 177.8(2) . . . . ? B1 C11 C16 F16 -1.8(4) . . . . ? C12 C11 C16 C15 -1.9(4) . . . . ? B1 C11 C16 C15 178.5(3) . . . . ? C25 O21 C22 C23 8.8(5) . . . . ? O21 C22 C23 C24A -24.5(12) . . . . ? O21 C22 C23 C24B 8.1(9) . . . . ? C22 C23 C24A C25 31.1(18) . . . . ? C24B C23 C24A C25 -66.1(14) . . . . ? C24A C23 C24B C25 68.3(12) . . . . ? C22 C23 C24B C25 -21.7(12) . . . . ? C22 O21 C25 C24B -23.5(9) . . . . ? C22 O21 C25 C24A 11.2(12) . . . . ? C23 C24B C25 O21 27.7(12) . . . . ? C23 C24B C25 C24A -64.4(14) . . . . ? C23 C24A C25 O21 -27.0(18) . . . . ? C23 C24A C25 C24B 70.9(15) . . . . ? C32 C32 C33 C32 -29(6) 2 . . 12 ? C32 C32 C33 C32 32(7) 3 . . 12 ? C33 C32 C33 C32 92(2) 11 . . 12 ? C33 C32 C33 C32 -54(3) 12 . . 12 ? C33 C32 C33 C32 16(3) 10 . . 12 ? C32 C32 C33 C33 -121(4) 2 . . 11 ? C32 C32 C33 C33 -60(5) 3 . . 11 ? C33 C32 C33 C33 -146.8(12) 12 . . 11 ? C33 C32 C33 C33 -76.6(13) 10 . . 11 ? C32 C32 C33 C33 25(4) 2 . . 12 ? C32 C32 C33 C33 87(5) 3 . . 12 ? C33 C32 C33 C33 146.8(12) 11 . . 12 ? C33 C32 C33 C33 70.2(8) 10 . . 12 ? C32 C32 C33 C32 -76(4) 2 . . 11 ? C32 C32 C33 C32 -15(5) 3 . . 11 ? C33 C32 C33 C32 45.0(12) 11 . . 11 ? C33 C32 C33 C32 -101.8(8) 12 . . 11 ? C33 C32 C33 C32 -31.6(13) 10 . . 11 ? C32 C32 C33 C32 -45(3) 2 . . 10 ? C32 C32 C33 C32 17(4) 3 . . 10 ? C33 C32 C33 C32 76.6(13) 11 . . 10 ? C33 C32 C33 C32 -70.2(8) 12 . . 10 ? C33 C32 C33 C32 0.000(1) 10 . . 10 ? C32 C32 C33 C33 -79(4) 2 . . 3 ? C32 C32 C33 C33 -18(5) 3 . . 3 ? C33 C32 C33 C33 42.1(6) 11 . . 3 ? C33 C32 C33 C33 -104.7(6) 12 . . 3 ? C33 C32 C33 C33 -34.5(8) 10 . . 3 ? C32 C32 C33 C33 -16(4) 2 . . 2 ? C32 C32 C33 C33 45(5) 3 . . 2 ? C33 C32 C33 C33 105.1(7) 11 . . 2 ? C33 C32 C33 C33 -41.7(6) 12 . . 2 ? C33 C32 C33 C33 28.5(8) 10 . . 2 ? 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 N1 H1 O21 0.88(2) 1.99(3) 2.868(3) 169(3) . _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 24.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.321 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.048 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 688048' _chemical_formula_structural '(C6F5)3BNH3, (CH3)2NCH2CH2N(CH3)2, 0.5(C7H8)' _chemical_name_common AnnaF16 _chemical_melting_point ? _chemical_formula_moiety 'C18 H3 B F15 N, C6 H16 N2, C3.5 H4' _chemical_formula_sum 'C27.50 H23 B F15 N3' _chemical_formula_weight 691.30 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1180(10) _cell_length_b 10.5752(9) _cell_length_c 16.231(3) _cell_angle_alpha 72.134(6) _cell_angle_beta 87.620(2) _cell_angle_gamma 62.421(9) _cell_volume 1454.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 140(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.61 _exptl_crystal_size_mid 0.49 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.578 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 698 _exptl_absorpt_coefficient_mu 0.161 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.869 _exptl_absorpt_correction_T_max 0.938 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.9 Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur 3/CCD' _diffrn_measurement_method 'Thin slice \f and \w scans' _diffrn_detector_area_resol_mean 16.0050 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22902 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_av_sigmaI/netI 0.0319 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.82 _diffrn_reflns_theta_max 30.00 _reflns_number_total 8244 _reflns_number_gt 6031 _reflns_threshold_expression I>2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997b)' _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^)+(0.0519P)^2^+0.1945P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8244 _refine_ls_number_parameters 445 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0606 _refine_ls_R_factor_gt 0.0389 _refine_ls_wR_factor_ref 0.1068 _refine_ls_wR_factor_gt 0.1003 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.002 _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 H1C H 0.3609(19) 0.962(2) 0.2001(11) 0.034(4) Uiso 1 1 d . . . H1A H 0.3263(17) 0.8934(17) 0.2825(11) 0.026(4) Uiso 1 1 d . . . H1B H 0.2782(19) 0.8848(18) 0.2043(10) 0.026(4) Uiso 1 1 d . . . B1 B 0.51676(15) 0.73265(15) 0.23744(9) 0.0181(2) Uani 1 1 d . . . N1 N 0.36027(12) 0.87817(12) 0.23207(7) 0.0187(2) Uani 1 1 d . . . F12 F 0.35109(9) 0.70555(11) 0.10818(5) 0.0333(2) Uani 1 1 d . . . F13 F 0.38190(11) 0.75129(12) -0.06077(6) 0.0425(2) Uani 1 1 d . . . F14 F 0.58631(11) 0.84078(10) -0.13252(5) 0.0371(2) Uani 1 1 d . . . F15 F 0.76152(10) 0.87713(10) -0.02974(5) 0.0344(2) Uani 1 1 d . . . F16 F 0.73803(9) 0.82736(10) 0.13877(5) 0.03180(19) Uani 1 1 d . . . F22 F 0.82055(9) 0.50248(9) 0.27032(6) 0.03217(19) Uani 1 1 d . . . F23 F 1.04760(9) 0.46652(10) 0.37080(6) 0.0407(2) Uani 1 1 d . . . F24 F 1.00141(10) 0.66638(11) 0.45530(5) 0.0392(2) Uani 1 1 d . . . F25 F 0.72420(10) 0.90715(11) 0.43458(6) 0.0368(2) Uani 1 1 d . . . F26 F 0.49868(9) 0.94710(9) 0.33446(6) 0.03081(18) Uani 1 1 d . . . F32 F 0.61814(10) 0.44414(9) 0.18940(6) 0.0351(2) Uani 1 1 d . . . F33 F 0.57535(13) 0.21297(10) 0.27608(7) 0.0493(3) Uani 1 1 d . . . F34 F 0.43521(12) 0.21153(10) 0.42354(7) 0.0492(3) Uani 1 1 d . . . F35 F 0.34119(10) 0.45174(10) 0.48243(5) 0.0371(2) Uani 1 1 d . . . F36 F 0.38386(9) 0.68509(9) 0.39718(5) 0.02823(17) Uani 1 1 d . . . C11 C 0.54704(13) 0.75652(13) 0.13434(8) 0.0189(2) Uani 1 1 d . . . C12 C 0.45858(14) 0.74370(15) 0.07723(8) 0.0233(3) Uani 1 1 d . . . C13 C 0.46976(16) 0.76899(16) -0.01061(9) 0.0274(3) Uani 1 1 d . . . C14 C 0.57359(16) 0.81320(15) -0.04673(8) 0.0261(3) Uani 1 1 d . . . C15 C 0.66243(14) 0.83085(14) 0.00548(8) 0.0239(3) Uani 1 1 d . . . C16 C 0.64784(14) 0.80335(14) 0.09361(8) 0.0207(2) Uani 1 1 d . . . C21 C 0.64746(13) 0.72468(13) 0.29819(7) 0.0186(2) Uani 1 1 d . . . C22 C 0.79152(14) 0.60394(14) 0.31199(8) 0.0228(2) Uani 1 1 d . . . C23 C 0.90986(15) 0.58174(15) 0.36369(9) 0.0274(3) Uani 1 1 d . . . C24 C 0.88704(15) 0.68390(16) 0.40599(8) 0.0268(3) Uani 1 1 d . . . C25 C 0.74748(15) 0.80599(15) 0.39482(8) 0.0243(3) Uani 1 1 d . . . C26 C 0.63185(14) 0.82377(14) 0.34183(8) 0.0212(2) Uani 1 1 d . . . C31 C 0.49773(13) 0.58161(14) 0.28629(8) 0.0199(2) Uani 1 1 d . . . C32 C 0.54658(15) 0.45458(15) 0.26104(9) 0.0259(3) Uani 1 1 d . . . C33 C 0.52691(17) 0.33059(16) 0.30557(10) 0.0319(3) Uani 1 1 d . . . C34 C 0.45657(17) 0.32935(16) 0.38007(10) 0.0326(3) Uani 1 1 d . . . C35 C 0.40925(15) 0.45052(16) 0.40969(8) 0.0267(3) Uani 1 1 d . . . C36 C 0.43182(14) 0.57073(14) 0.36321(8) 0.0216(2) Uani 1 1 d . . . C41 C 0.06946(18) 0.7834(2) 0.23677(10) 0.0407(4) Uani 1 1 d . . . H41A H 0.1396 0.7141 0.2098 0.061 Uiso 1 1 calc R . . H41B H -0.0272 0.7894 0.2298 0.061 Uiso 1 1 calc R . . H41C H 0.1037 0.7487 0.2977 0.061 Uiso 1 1 calc R . . C42 C 0.00452(18) 0.9826(2) 0.10321(10) 0.0400(4) Uani 1 1 d . . . H42A H -0.0036 1.0806 0.0753 0.060 Uiso 1 1 calc R . . H42B H -0.0921 0.9881 0.0971 0.060 Uiso 1 1 calc R . . H42C H 0.0743 0.9127 0.0764 0.060 Uiso 1 1 calc R . . N43 N 0.05791(13) 0.93143(15) 0.19590(8) 0.0314(3) Uani 1 1 d . . . C44 C -0.04728(19) 1.0430(3) 0.23471(13) 0.0534(5) Uani 1 1 d . . . H44A H -0.1428 1.0425 0.2334 0.064 Uiso 1 1 calc R . . H44B H -0.0639 1.1422 0.1985 0.064 Uiso 1 1 calc R . . C45 C 0.00125(19) 1.0198(3) 0.32673(13) 0.0519(5) Uani 1 1 d . . . H45A H -0.0777 1.0977 0.3459 0.062 Uiso 1 1 calc R . . H45B H 0.0114 0.9235 0.3637 0.062 Uiso 1 1 calc R . . N46 N 0.14302(14) 1.02237(15) 0.34007(9) 0.0351(3) Uani 1 1 d . . . C47 C 0.1336(2) 1.1679(2) 0.29391(18) 0.0675(6) Uani 1 1 d . . . H47A H 0.2283 1.1641 0.3043 0.101 Uiso 1 1 calc R . . H47B H 0.0567 1.2436 0.3143 0.101 Uiso 1 1 calc R . . H47C H 0.1097 1.1922 0.2326 0.101 Uiso 1 1 calc R . . C48 C 0.1799(2) 0.9827(3) 0.43340(13) 0.0612(6) Uani 1 1 d . . . H48A H 0.1866 0.8858 0.4630 0.092 Uiso 1 1 calc R . . H48B H 0.1029 1.0571 0.4546 0.092 Uiso 1 1 calc R . . H48C H 0.2744 0.9790 0.4441 0.092 Uiso 1 1 calc R . . C51 C 0.0546(5) 0.5156(4) 0.0179(3) 0.0623(12) Uani 0.50 1 d P . . C52 C -0.0468(3) 0.4769(2) 0.06761(13) 0.0586(6) Uani 0.50 1 d P . . H52 H -0.0495 0.4750 0.1253 0.070 Uiso 0.50 1 calc PR . . C53 C -0.1413(6) 0.4419(4) 0.0325(4) 0.085(2) Uani 0.50 1 d P . . H53 H -0.2035 0.4127 0.0681 0.102 Uiso 0.50 1 calc PR . . C54 C -0.1480(3) 0.4485(3) -0.0553(2) 0.0948(10) Uani 0.50 1 d P . . H54 H -0.2136 0.4274 -0.0799 0.114 Uiso 0.50 1 calc PR . . C55 C -0.0468(5) 0.4897(4) -0.1022(3) 0.0493(9) Uani 0.50 1 d P . . H55 H -0.0442 0.4941 -0.1604 0.059 Uiso 0.50 1 calc PR . . C56 C 0.0468(3) 0.5231(2) -0.06761(13) 0.0586(6) Uani 0.50 1 d P . . H56 H 0.1087 0.5526 -0.1033 0.070 Uiso 0.50 1 calc PR . . C57 C 0.1480(3) 0.5515(3) 0.0553(2) 0.0948(10) Uani 0.50 1 d P . . H57A H 0.1340 0.5381 0.1156 0.142 Uiso 0.50 1 calc PR . . H57B H 0.1237 0.6546 0.0255 0.142 Uiso 0.50 1 calc PR . . H57C H 0.2507 0.4866 0.0506 0.142 Uiso 0.50 1 calc PR . . 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 B1 0.0182(6) 0.0198(6) 0.0190(6) -0.0068(5) 0.0043(5) -0.0110(5) N1 0.0191(5) 0.0195(5) 0.0193(5) -0.0062(4) 0.0035(4) -0.0106(4) F12 0.0332(4) 0.0555(5) 0.0289(4) -0.0172(4) 0.0089(3) -0.0333(4) F13 0.0516(6) 0.0655(6) 0.0277(4) -0.0196(4) 0.0026(4) -0.0387(5) F14 0.0531(6) 0.0433(5) 0.0184(4) -0.0092(4) 0.0109(4) -0.0266(5) F15 0.0362(5) 0.0407(5) 0.0304(4) -0.0057(4) 0.0133(4) -0.0259(4) F16 0.0343(4) 0.0456(5) 0.0268(4) -0.0073(4) 0.0040(3) -0.0307(4) F22 0.0256(4) 0.0269(4) 0.0409(5) -0.0173(4) 0.0038(3) -0.0061(3) F23 0.0207(4) 0.0370(5) 0.0481(5) -0.0082(4) -0.0045(4) -0.0035(4) F24 0.0320(4) 0.0530(6) 0.0315(4) -0.0033(4) -0.0095(4) -0.0247(4) F25 0.0413(5) 0.0466(5) 0.0385(5) -0.0233(4) 0.0032(4) -0.0275(4) F26 0.0237(4) 0.0275(4) 0.0461(5) -0.0218(4) 0.0019(3) -0.0097(3) F32 0.0487(5) 0.0306(4) 0.0368(4) -0.0200(4) 0.0221(4) -0.0233(4) F33 0.0680(7) 0.0296(5) 0.0651(7) -0.0242(5) 0.0236(5) -0.0307(5) F34 0.0581(6) 0.0323(5) 0.0600(6) -0.0026(4) 0.0172(5) -0.0322(5) F35 0.0379(5) 0.0394(5) 0.0272(4) -0.0001(4) 0.0123(4) -0.0201(4) F36 0.0351(4) 0.0272(4) 0.0222(4) -0.0097(3) 0.0090(3) -0.0140(4) C11 0.0186(5) 0.0180(5) 0.0200(5) -0.0061(4) 0.0042(4) -0.0090(5) C12 0.0231(6) 0.0286(7) 0.0235(6) -0.0099(5) 0.0065(5) -0.0160(5) C13 0.0315(7) 0.0321(7) 0.0229(6) -0.0116(5) 0.0023(5) -0.0169(6) C14 0.0332(7) 0.0251(6) 0.0174(6) -0.0064(5) 0.0073(5) -0.0124(6) C15 0.0241(6) 0.0211(6) 0.0245(6) -0.0046(5) 0.0083(5) -0.0113(5) C16 0.0199(6) 0.0207(6) 0.0219(6) -0.0055(5) 0.0020(5) -0.0109(5) C21 0.0197(5) 0.0202(6) 0.0173(5) -0.0041(4) 0.0037(4) -0.0120(5) C22 0.0232(6) 0.0222(6) 0.0224(6) -0.0059(5) 0.0041(5) -0.0111(5) C23 0.0195(6) 0.0255(7) 0.0267(6) -0.0001(5) 0.0000(5) -0.0072(5) C24 0.0250(6) 0.0362(7) 0.0198(6) -0.0012(5) -0.0027(5) -0.0194(6) C25 0.0308(7) 0.0298(7) 0.0213(6) -0.0086(5) 0.0036(5) -0.0212(6) C26 0.0206(6) 0.0212(6) 0.0228(6) -0.0067(5) 0.0035(5) -0.0111(5) C31 0.0196(5) 0.0209(6) 0.0212(6) -0.0060(5) 0.0027(4) -0.0116(5) C32 0.0291(7) 0.0255(6) 0.0271(6) -0.0099(5) 0.0091(5) -0.0157(6) C33 0.0373(8) 0.0228(7) 0.0411(8) -0.0122(6) 0.0087(6) -0.0177(6) C34 0.0336(7) 0.0255(7) 0.0382(8) -0.0004(6) 0.0050(6) -0.0198(6) C35 0.0234(6) 0.0289(7) 0.0235(6) -0.0014(5) 0.0046(5) -0.0135(5) C36 0.0201(6) 0.0213(6) 0.0218(6) -0.0052(5) 0.0013(5) -0.0094(5) C41 0.0363(8) 0.0602(11) 0.0307(7) -0.0065(7) 0.0050(6) -0.0320(8) C42 0.0339(8) 0.0551(10) 0.0312(7) -0.0058(7) -0.0014(6) -0.0258(8) N43 0.0245(6) 0.0484(7) 0.0285(6) -0.0174(5) 0.0044(5) -0.0201(6) C44 0.0268(8) 0.0798(14) 0.0622(12) -0.0443(11) 0.0073(8) -0.0191(9) C45 0.0331(8) 0.0840(14) 0.0557(11) -0.0472(11) 0.0163(8) -0.0271(9) N46 0.0276(6) 0.0408(7) 0.0401(7) -0.0250(6) 0.0051(5) -0.0116(5) C47 0.0458(11) 0.0323(10) 0.1126(19) -0.0312(11) 0.0115(12) -0.0045(8) C48 0.0490(11) 0.0947(16) 0.0492(11) -0.0543(12) 0.0120(9) -0.0229(11) C51 0.073(3) 0.0188(16) 0.073(3) -0.0188(17) -0.020(2) 0.0007(17) C52 0.0759(15) 0.0315(9) 0.0481(11) -0.0114(8) 0.0172(11) -0.0110(10) C53 0.078(3) 0.0266(19) 0.114(4) -0.005(2) 0.066(3) -0.012(2) C54 0.089(2) 0.0472(14) 0.137(3) -0.0387(16) -0.0226(19) -0.0150(14) C55 0.056(2) 0.0413(19) 0.052(2) -0.0207(17) 0.0123(18) -0.0214(18) C56 0.0759(15) 0.0315(9) 0.0481(11) -0.0114(8) 0.0172(11) -0.0110(10) C57 0.089(2) 0.0472(14) 0.137(3) -0.0387(16) -0.0226(19) -0.0150(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 B1 N1 1.5986(17) . ? B1 C21 1.6377(18) . ? B1 C31 1.6468(17) . ? B1 C11 1.6516(17) . ? N1 H1C 0.881(18) . ? N1 H1A 0.906(16) . ? N1 H1B 0.925(17) . ? F12 C12 1.3545(14) . ? F13 C13 1.3401(15) . ? F14 C14 1.3458(14) . ? F15 C15 1.3441(14) . ? F16 C16 1.3485(14) . ? F22 C22 1.3536(15) . ? F23 C23 1.3397(16) . ? F24 C24 1.3423(14) . ? F25 C25 1.3393(15) . ? F26 C26 1.3496(15) . ? F32 C32 1.3504(15) . ? F33 C33 1.3409(16) . ? F34 C34 1.3395(15) . ? F35 C35 1.3424(15) . ? F36 C36 1.3585(14) . ? C11 C16 1.3905(16) . ? C11 C12 1.3918(17) . ? C12 C13 1.3775(18) . ? C13 C14 1.3790(19) . ? C14 C15 1.3698(19) . ? C15 C16 1.3855(17) . ? C21 C26 1.3849(17) . ? C21 C22 1.3904(17) . ? C22 C23 1.3766(18) . ? C23 C24 1.379(2) . ? C24 C25 1.372(2) . ? C25 C26 1.3872(17) . ? C31 C32 1.3867(18) . ? C31 C36 1.3893(17) . ? C32 C33 1.3890(18) . ? C33 C34 1.377(2) . ? C34 C35 1.376(2) . ? C35 C36 1.3797(17) . ? C41 N43 1.451(2) . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? C42 N43 1.4646(19) . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? N43 C44 1.470(2) . ? C44 C45 1.502(3) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C45 N46 1.473(2) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? N46 C47 1.449(3) . ? N46 C48 1.457(2) . ? C47 H47A 0.9600 . ? C47 H47B 0.9600 . ? C47 H47C 0.9600 . ? C48 H48A 0.9600 . ? C48 H48B 0.9600 . ? C48 H48C 0.9600 . ? C51 C56 1.368(5) . ? C51 C57 1.388(5) . ? C51 C52 1.411(6) . ? C52 C53 1.370(7) . ? C52 H52 0.9300 . ? C53 C54 1.408(7) . ? C53 H53 0.9300 . ? C54 C55 1.400(5) . ? C54 H54 0.9300 . ? C55 C56 1.347(5) . ? C55 H55 0.9300 . ? C56 H56 0.9300 . ? C57 H57A 0.9600 . ? C57 H57B 0.9600 . ? C57 H57C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 B1 C21 110.28(10) . . ? N1 B1 C31 108.22(9) . . ? C21 B1 C31 106.73(10) . . ? N1 B1 C11 103.26(9) . . ? C21 B1 C11 113.61(9) . . ? C31 B1 C11 114.62(10) . . ? B1 N1 H1C 111.6(11) . . ? B1 N1 H1A 118.4(10) . . ? H1C N1 H1A 106.1(14) . . ? B1 N1 H1B 115.5(10) . . ? H1C N1 H1B 101.7(14) . . ? H1A N1 H1B 101.8(13) . . ? C16 C11 C12 113.27(11) . . ? C16 C11 B1 125.96(10) . . ? C12 C11 B1 120.51(10) . . ? F12 C12 C13 116.02(11) . . ? F12 C12 C11 119.04(11) . . ? C13 C12 C11 124.94(11) . . ? F13 C13 C12 121.13(12) . . ? F13 C13 C14 120.02(12) . . ? C12 C13 C14 118.85(12) . . ? F14 C14 C15 120.25(12) . . ? F14 C14 C13 120.48(12) . . ? C15 C14 C13 119.26(11) . . ? F15 C15 C14 119.51(11) . . ? F15 C15 C16 120.58(12) . . ? C14 C15 C16 119.90(11) . . ? F16 C16 C15 115.21(10) . . ? F16 C16 C11 121.04(11) . . ? C15 C16 C11 123.75(11) . . ? C26 C21 C22 113.66(11) . . ? C26 C21 B1 127.48(11) . . ? C22 C21 B1 118.82(11) . . ? F22 C22 C23 116.85(11) . . ? F22 C22 C21 118.63(11) . . ? C23 C22 C21 124.49(12) . . ? F23 C23 C22 121.26(13) . . ? F23 C23 C24 119.55(12) . . ? C22 C23 C24 119.14(12) . . ? F24 C24 C25 120.46(13) . . ? F24 C24 C23 120.24(12) . . ? C25 C24 C23 119.27(12) . . ? F25 C25 C24 119.92(11) . . ? F25 C25 C26 120.61(12) . . ? C24 C25 C26 119.46(12) . . ? F26 C26 C21 120.62(11) . . ? F26 C26 C25 115.42(11) . . ? C21 C26 C25 123.96(12) . . ? C32 C31 C36 113.27(11) . . ? C32 C31 B1 126.97(11) . . ? C36 C31 B1 119.70(11) . . ? F32 C32 C31 120.99(11) . . ? F32 C32 C33 115.06(12) . . ? C31 C32 C33 123.95(12) . . ? F33 C33 C34 120.07(12) . . ? F33 C33 C32 120.31(13) . . ? C34 C33 C32 119.62(13) . . ? F34 C34 C35 120.33(13) . . ? F34 C34 C33 120.58(13) . . ? C35 C34 C33 119.09(12) . . ? F35 C35 C34 120.28(12) . . ? F35 C35 C36 120.69(12) . . ? C34 C35 C36 119.03(12) . . ? F36 C36 C35 115.55(11) . . ? F36 C36 C31 119.47(11) . . ? C35 C36 C31 124.97(12) . . ? N43 C41 H41A 109.5 . . ? N43 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? N43 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N43 C42 H42A 109.5 . . ? N43 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? N43 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C41 N43 C42 108.59(12) . . ? C41 N43 C44 112.26(14) . . ? C42 N43 C44 108.51(13) . . ? N43 C44 C45 115.72(16) . . ? N43 C44 H44A 108.4 . . ? C45 C44 H44A 108.4 . . ? N43 C44 H44B 108.4 . . ? C45 C44 H44B 108.4 . . ? H44A C44 H44B 107.4 . . ? N46 C45 C44 115.53(15) . . ? N46 C45 H45A 108.4 . . ? C44 C45 H45A 108.4 . . ? N46 C45 H45B 108.4 . . ? C44 C45 H45B 108.4 . . ? H45A C45 H45B 107.5 . . ? C47 N46 C48 110.46(17) . . ? C47 N46 C45 112.41(16) . . ? C48 N46 C45 107.79(14) . . ? N46 C47 H47A 109.5 . . ? N46 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? N46 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? N46 C48 H48A 109.5 . . ? N46 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? N46 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C56 C51 C57 124.3(5) . . ? C56 C51 C52 115.9(3) . . ? C57 C51 C52 119.7(4) . . ? C53 C52 C51 121.2(3) . . ? C53 C52 H52 119.4 . . ? C51 C52 H52 119.4 . . ? C52 C53 C54 122.6(3) . . ? C52 C53 H53 118.7 . . ? C54 C53 H53 118.7 . . ? C55 C54 C53 114.0(4) . . ? C55 C54 H54 123.0 . . ? C53 C54 H54 123.0 . . ? C56 C55 C54 123.4(3) . . ? C56 C55 H55 118.3 . . ? C54 C55 H55 118.3 . . ? C55 C56 C51 122.8(3) . . ? C55 C56 H56 118.6 . . ? C51 C56 H56 118.6 . . ? C51 C57 H57A 109.5 . . ? C51 C57 H57B 109.5 . . ? H57A C57 H57B 109.5 . . ? C51 C57 H57C 109.5 . . ? H57A C57 H57C 109.5 . . ? H57B C57 H57C 109.5 . . ? 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 N1 B1 C11 C16 103.80(13) . . . . ? C21 B1 C11 C16 -15.65(17) . . . . ? C31 B1 C11 C16 -138.73(12) . . . . ? N1 B1 C11 C12 -69.93(13) . . . . ? C21 B1 C11 C12 170.63(11) . . . . ? C31 B1 C11 C12 47.54(15) . . . . ? C16 C11 C12 F12 -177.04(11) . . . . ? B1 C11 C12 F12 -2.57(18) . . . . ? C16 C11 C12 C13 2.06(19) . . . . ? B1 C11 C12 C13 176.53(12) . . . . ? F12 C12 C13 F13 -2.2(2) . . . . ? C11 C12 C13 F13 178.70(13) . . . . ? F12 C12 C13 C14 177.83(12) . . . . ? C11 C12 C13 C14 -1.3(2) . . . . ? F13 C13 C14 F14 0.9(2) . . . . ? C12 C13 C14 F14 -179.15(12) . . . . ? F13 C13 C14 C15 179.96(13) . . . . ? C12 C13 C14 C15 -0.1(2) . . . . ? F14 C14 C15 F15 0.56(19) . . . . ? C13 C14 C15 F15 -178.54(12) . . . . ? F14 C14 C15 C16 179.50(12) . . . . ? C13 C14 C15 C16 0.4(2) . . . . ? F15 C15 C16 F16 0.40(18) . . . . ? C14 C15 C16 F16 -178.54(12) . . . . ? F15 C15 C16 C11 179.46(11) . . . . ? C14 C15 C16 C11 0.5(2) . . . . ? C12 C11 C16 F16 177.36(11) . . . . ? B1 C11 C16 F16 3.24(19) . . . . ? C12 C11 C16 C15 -1.65(18) . . . . ? B1 C11 C16 C15 -175.77(12) . . . . ? N1 B1 C21 C26 1.26(16) . . . . ? C31 B1 C21 C26 -116.07(13) . . . . ? C11 B1 C21 C26 116.61(13) . . . . ? N1 B1 C21 C22 178.86(10) . . . . ? C31 B1 C21 C22 61.53(13) . . . . ? C11 B1 C21 C22 -65.79(14) . . . . ? C26 C21 C22 F22 -178.04(10) . . . . ? B1 C21 C22 F22 4.04(16) . . . . ? C26 C21 C22 C23 -0.03(18) . . . . ? B1 C21 C22 C23 -177.95(12) . . . . ? F22 C22 C23 F23 1.21(18) . . . . ? C21 C22 C23 F23 -176.83(11) . . . . ? F22 C22 C23 C24 178.52(11) . . . . ? C21 C22 C23 C24 0.5(2) . . . . ? F23 C23 C24 F24 -1.27(19) . . . . ? C22 C23 C24 F24 -178.62(12) . . . . ? F23 C23 C24 C25 176.65(12) . . . . ? C22 C23 C24 C25 -0.70(19) . . . . ? F24 C24 C25 F25 -1.21(18) . . . . ? C23 C24 C25 F25 -179.12(11) . . . . ? F24 C24 C25 C26 178.42(11) . . . . ? C23 C24 C25 C26 0.50(18) . . . . ? C22 C21 C26 F26 179.62(11) . . . . ? B1 C21 C26 F26 -2.68(18) . . . . ? C22 C21 C26 C25 -0.19(17) . . . . ? B1 C21 C26 C25 177.52(11) . . . . ? F25 C25 C26 F26 -0.24(17) . . . . ? C24 C25 C26 F26 -179.86(11) . . . . ? F25 C25 C26 C21 179.57(11) . . . . ? C24 C25 C26 C21 -0.05(19) . . . . ? N1 B1 C31 C32 135.15(13) . . . . ? C21 B1 C31 C32 -106.16(14) . . . . ? C11 B1 C31 C32 20.54(17) . . . . ? N1 B1 C31 C36 -47.58(14) . . . . ? C21 B1 C31 C36 71.10(13) . . . . ? C11 B1 C31 C36 -162.19(11) . . . . ? C36 C31 C32 F32 -177.60(12) . . . . ? B1 C31 C32 F32 -0.2(2) . . . . ? C36 C31 C32 C33 2.48(19) . . . . ? B1 C31 C32 C33 179.89(13) . . . . ? F32 C32 C33 F33 -1.0(2) . . . . ? C31 C32 C33 F33 178.91(13) . . . . ? F32 C32 C33 C34 179.32(13) . . . . ? C31 C32 C33 C34 -0.7(2) . . . . ? F33 C33 C34 F34 -0.3(2) . . . . ? C32 C33 C34 F34 179.37(14) . . . . ? F33 C33 C34 C35 179.29(13) . . . . ? C32 C33 C34 C35 -1.0(2) . . . . ? F34 C34 C35 F35 0.0(2) . . . . ? C33 C34 C35 F35 -179.60(13) . . . . ? F34 C34 C35 C36 -179.54(13) . . . . ? C33 C34 C35 C36 0.9(2) . . . . ? F35 C35 C36 F36 1.31(18) . . . . ? C34 C35 C36 F36 -179.16(12) . . . . ? F35 C35 C36 C31 -178.40(12) . . . . ? C34 C35 C36 C31 1.1(2) . . . . ? C32 C31 C36 F36 177.61(11) . . . . ? B1 C31 C36 F36 -0.01(17) . . . . ? C32 C31 C36 C35 -2.69(18) . . . . ? B1 C31 C36 C35 179.69(12) . . . . ? C41 N43 C44 C45 68.2(2) . . . . ? C42 N43 C44 C45 -171.79(16) . . . . ? N43 C44 C45 N46 60.0(3) . . . . ? C44 C45 N46 C47 63.9(2) . . . . ? C44 C45 N46 C48 -174.17(18) . . . . ? C56 C51 C52 C53 3.2(4) . . . . ? C57 C51 C52 C53 179.5(3) . . . . ? C51 C52 C53 C54 -2.8(5) . . . . ? C52 C53 C54 C55 1.7(5) . . . . ? C53 C54 C55 C56 -1.3(5) . . . . ? C54 C55 C56 C51 2.0(5) . . . . ? C57 C51 C56 C55 -178.9(3) . . . . ? C52 C51 C56 C55 -2.8(4) . . . . ? 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 N1 H1A F26 0.906(16) 2.326(15) 2.6714(13) 102.4(11) . N1 H1A F36 0.906(16) 2.246(16) 2.7663(14) 116.1(12) . N1 H1A N46 0.906(16) 2.114(16) 2.9063(16) 145.6(14) . N1 H1B N43 0.925(17) 2.049(17) 2.8934(16) 151.2(13) . N1 H1C F14 0.88(2) 2.33(2) 3.195(2) 167.5(18) 2_675 _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.487 _refine_diff_density_min -0.267 _refine_diff_density_rms 0.044 #===END data_6 _database_code_depnum_ccdc_archive 'CCDC 688049' _chemical_formula_structural '(C6F5)3BNH3 (CH3)2NCH2CH2N(CH3)2CH2Cl+ Cl-' _chemical_name_common AnnaF15 _chemical_melting_point ? _chemical_formula_moiety 'C18 F15 H3 N B, C7 H18 Cl N2, Cl' _chemical_formula_sum 'C25 H21 B Cl2 F15 N3' _chemical_formula_weight 730.16 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.6506(3) _cell_length_b 12.6740(5) _cell_length_c 13.1477(9) _cell_angle_alpha 111.1075(9) _cell_angle_beta 106.7322(4) _cell_angle_gamma 104.885(3) _cell_volume 1450.72(12) _cell_formula_units_Z 2 _cell_measurement_temperature 140(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.672 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 732 _exptl_absorpt_coefficient_mu 0.344 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.868 _exptl_absorpt_correction_T_max 0.966 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.9 Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur 3/CCD' _diffrn_measurement_method 'Thin slice \f and \w scans' _diffrn_detector_area_resol_mean 16.0050 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12150 _diffrn_reflns_av_R_equivalents 0.0506 _diffrn_reflns_av_sigmaI/netI 0.0588 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.44 _diffrn_reflns_theta_max 22.50 _reflns_number_total 3774 _reflns_number_gt 2558 _reflns_threshold_expression I>2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997b)' _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^)+(0.1309P)^2^+0.7903P] 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 3774 _refine_ls_number_parameters 415 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0971 _refine_ls_R_factor_gt 0.0633 _refine_ls_wR_factor_ref 0.2051 _refine_ls_wR_factor_gt 0.1865 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 N1 N 0.4964(5) 0.3722(5) 0.5563(5) 0.0368(13) Uani 1 1 d . . . H1A H 0.4249 0.2993 0.5025 0.055 Uiso 1 1 calc R . . H1B H 0.5704 0.3809 0.5367 0.055 Uiso 1 1 calc R . . H1C H 0.4673 0.4323 0.5573 0.055 Uiso 1 1 calc R . . B1 B 0.5441(8) 0.3798(7) 0.6868(7) 0.0313(17) Uani 1 1 d . . . F12 F 0.2636(4) 0.1859(3) 0.5227(3) 0.0424(10) Uani 1 1 d . . . F13 F 0.0192(4) 0.1498(4) 0.5491(4) 0.0525(11) Uani 1 1 d . . . F14 F 0.0155(4) 0.3047(4) 0.7540(4) 0.0602(12) Uani 1 1 d . . . F15 F 0.2607(4) 0.4960(4) 0.9308(4) 0.0557(12) Uani 1 1 d . . . F16 F 0.5071(4) 0.5353(3) 0.9086(3) 0.0455(10) Uani 1 1 d . . . F22 F 0.5318(4) 0.6099(4) 0.7058(4) 0.0492(11) Uani 1 1 d . . . F23 F 0.7395(5) 0.8366(4) 0.8449(4) 0.0592(12) Uani 1 1 d . . . F24 F 1.0009(4) 0.8710(4) 0.9972(4) 0.0590(12) Uani 1 1 d . . . F25 F 1.0477(4) 0.6735(4) 1.0039(4) 0.0625(13) Uani 1 1 d . . . F26 F 0.8442(4) 0.4471(4) 0.8663(4) 0.0520(11) Uani 1 1 d . . . F32 F 0.6320(4) 0.2285(4) 0.5060(4) 0.0502(11) Uani 1 1 d . . . F33 F 0.7019(5) 0.0431(4) 0.5052(4) 0.0572(12) Uani 1 1 d . . . F34 F 0.6981(5) -0.0307(4) 0.6768(4) 0.0585(12) Uani 1 1 d . . . F35 F 0.6286(5) 0.0937(4) 0.8527(4) 0.0588(12) Uani 1 1 d . . . F36 F 0.5642(4) 0.2860(4) 0.8594(3) 0.0466(10) Uani 1 1 d . . . C11 C 0.3984(6) 0.3637(6) 0.7133(6) 0.0322(15) Uani 1 1 d . . . C12 C 0.2681(7) 0.2664(6) 0.6266(6) 0.0329(16) Uani 1 1 d . . . C13 C 0.1394(7) 0.2470(6) 0.6387(6) 0.0372(17) Uani 1 1 d . . . C14 C 0.1386(7) 0.3228(7) 0.7404(6) 0.0381(17) Uani 1 1 d . . . C15 C 0.2621(8) 0.4191(6) 0.8301(6) 0.0384(17) Uani 1 1 d . . . C16 C 0.3888(7) 0.4362(6) 0.8153(6) 0.0351(16) Uani 1 1 d . . . C21 C 0.6745(7) 0.5150(6) 0.7796(6) 0.0323(16) Uani 1 1 d . . . C22 C 0.6603(7) 0.6222(6) 0.7825(6) 0.0345(16) Uani 1 1 d . . . C23 C 0.7635(7) 0.7393(6) 0.8521(6) 0.0388(17) Uani 1 1 d . . . C24 C 0.8937(7) 0.7562(6) 0.9268(6) 0.0409(18) Uani 1 1 d . . . C25 C 0.9178(7) 0.6570(7) 0.9307(6) 0.0415(18) Uani 1 1 d . . . C26 C 0.8110(7) 0.5396(6) 0.8576(6) 0.0382(17) Uani 1 1 d . . . C31 C 0.5889(6) 0.2643(6) 0.6815(6) 0.0331(16) Uani 1 1 d . . . C32 C 0.6276(7) 0.1986(6) 0.5956(6) 0.0371(17) Uani 1 1 d . . . C33 C 0.6662(7) 0.1019(6) 0.5932(6) 0.0384(17) Uani 1 1 d . . . C34 C 0.6639(7) 0.0648(6) 0.6774(7) 0.0406(17) Uani 1 1 d . . . C35 C 0.6290(7) 0.1279(7) 0.7662(7) 0.0422(18) Uani 1 1 d . . . C36 C 0.5938(7) 0.2242(6) 0.7656(6) 0.0332(16) Uani 1 1 d . . . N41 N 0.8141(6) 0.2836(5) 0.2814(5) 0.0368(14) Uani 1 1 d . . . C42 C 0.8659(8) 0.4117(7) 0.2961(7) 0.052(2) Uani 1 1 d . . . H42A H 0.9676 0.4435 0.3205 0.078 Uiso 1 1 calc R . . H42B H 0.8442 0.4637 0.3562 0.078 Uiso 1 1 calc R . . H42C H 0.8191 0.4102 0.2210 0.078 Uiso 1 1 calc R . . C43 C 0.8765(8) 0.2877(7) 0.4027(6) 0.0424(18) Uani 1 1 d . . . H43A H 0.8436 0.2053 0.3933 0.064 Uiso 1 1 calc R . . H43B H 0.8462 0.3374 0.4568 0.064 Uiso 1 1 calc R . . H43C H 0.9792 0.3228 0.4348 0.064 Uiso 1 1 calc R . . C44 C 0.8597(7) 0.2079(6) 0.1921(6) 0.0402(17) Uani 1 1 d . . . H44A H 0.9628 0.2352 0.2303 0.048 Uiso 1 1 calc R . . H44B H 0.8381 0.2259 0.1249 0.048 Uiso 1 1 calc R . . C45 C 0.7909(8) 0.0677(6) 0.1425(6) 0.0446(18) Uani 1 1 d . . . H45A H 0.6876 0.0399 0.1043 0.054 Uiso 1 1 calc R . . H45B H 0.8210 0.0290 0.0811 0.054 Uiso 1 1 calc R . . N46 N 0.8257(6) 0.0263(5) 0.2317(5) 0.0459(15) Uani 1 1 d . . . C47 C 0.9751(8) 0.0390(8) 0.2709(7) 0.062(2) Uani 1 1 d . . . H47A H 0.9968 0.0124 0.3311 0.092 Uiso 1 1 calc R . . H47B H 1.0379 0.1240 0.3039 0.092 Uiso 1 1 calc R . . H47C H 0.9882 -0.0110 0.2033 0.092 Uiso 1 1 calc R . . C48 C 0.7276(9) -0.1025(8) 0.1836(9) 0.070(3) Uani 1 1 d . . . H48A H 0.7511 -0.1287 0.2440 0.105 Uiso 1 1 calc R . . H48B H 0.7367 -0.1543 0.1144 0.105 Uiso 1 1 calc R . . H48C H 0.6308 -0.1087 0.1610 0.105 Uiso 1 1 calc R . . Cl1 Cl 0.76736(12) 0.54934(11) 0.54386(11) 0.0124(4) Uani 1 1 d . . . Cl4 Cl 0.5629(2) 0.2190(2) 0.09994(18) 0.0621(6) Uani 1 1 d . . . C4 C 0.6549(7) 0.2329(8) 0.2416(7) 0.0481(19) Uani 1 1 d . . . H4A H 0.6318 0.2871 0.3002 0.058 Uiso 1 1 calc R . . H4B H 0.6230 0.1524 0.2383 0.058 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.034(3) 0.039(3) 0.042(3) 0.019(3) 0.020(3) 0.017(3) B1 0.033(4) 0.035(4) 0.035(4) 0.021(4) 0.020(4) 0.016(4) F12 0.037(2) 0.040(2) 0.042(2) 0.010(2) 0.0182(18) 0.0137(18) F13 0.033(2) 0.057(3) 0.058(3) 0.024(2) 0.018(2) 0.010(2) F14 0.046(3) 0.075(3) 0.070(3) 0.033(3) 0.035(2) 0.029(2) F15 0.062(3) 0.066(3) 0.052(3) 0.025(2) 0.038(2) 0.032(2) F16 0.048(2) 0.045(2) 0.040(2) 0.016(2) 0.022(2) 0.015(2) F22 0.046(2) 0.047(3) 0.057(3) 0.025(2) 0.018(2) 0.026(2) F23 0.067(3) 0.035(2) 0.073(3) 0.023(2) 0.029(2) 0.022(2) F24 0.056(3) 0.042(3) 0.055(3) 0.011(2) 0.022(2) 0.003(2) F25 0.040(3) 0.058(3) 0.067(3) 0.028(3) 0.005(2) 0.009(2) F26 0.040(2) 0.048(3) 0.060(3) 0.028(2) 0.009(2) 0.017(2) F32 0.065(3) 0.058(3) 0.060(3) 0.037(2) 0.044(2) 0.038(2) F33 0.067(3) 0.058(3) 0.072(3) 0.032(3) 0.046(3) 0.040(2) F34 0.073(3) 0.059(3) 0.074(3) 0.039(3) 0.042(3) 0.047(2) F35 0.080(3) 0.066(3) 0.062(3) 0.043(3) 0.039(2) 0.047(3) F36 0.061(3) 0.046(2) 0.040(2) 0.020(2) 0.023(2) 0.028(2) C11 0.033(4) 0.032(4) 0.034(4) 0.018(3) 0.011(3) 0.016(3) C12 0.039(4) 0.033(4) 0.035(4) 0.020(3) 0.019(3) 0.018(3) C13 0.024(4) 0.037(4) 0.045(4) 0.020(4) 0.010(3) 0.009(3) C14 0.027(4) 0.050(5) 0.048(5) 0.025(4) 0.025(4) 0.020(4) C15 0.050(5) 0.044(4) 0.038(4) 0.023(4) 0.029(4) 0.027(4) C16 0.034(4) 0.035(4) 0.030(4) 0.013(3) 0.011(3) 0.011(3) C21 0.036(4) 0.043(4) 0.033(4) 0.023(3) 0.021(3) 0.022(3) C22 0.031(4) 0.040(4) 0.036(4) 0.019(3) 0.015(3) 0.018(3) C23 0.047(5) 0.030(4) 0.041(4) 0.017(3) 0.021(4) 0.015(4) C24 0.041(4) 0.030(4) 0.038(4) 0.007(3) 0.021(4) 0.003(3) C25 0.030(4) 0.043(5) 0.044(4) 0.019(4) 0.011(3) 0.010(3) C26 0.040(4) 0.041(4) 0.044(4) 0.025(4) 0.020(4) 0.021(4) C31 0.024(3) 0.043(4) 0.032(4) 0.017(3) 0.013(3) 0.012(3) C32 0.039(4) 0.040(4) 0.043(4) 0.025(4) 0.023(3) 0.016(3) C33 0.043(4) 0.037(4) 0.045(4) 0.014(4) 0.029(4) 0.025(3) C34 0.042(4) 0.035(4) 0.050(5) 0.019(4) 0.024(4) 0.021(3) C35 0.046(4) 0.049(5) 0.045(4) 0.030(4) 0.022(4) 0.023(4) C36 0.035(4) 0.035(4) 0.031(4) 0.012(3) 0.015(3) 0.019(3) N41 0.044(3) 0.040(3) 0.034(3) 0.019(3) 0.021(3) 0.020(3) C42 0.065(5) 0.042(5) 0.052(5) 0.022(4) 0.026(4) 0.025(4) C43 0.056(5) 0.043(4) 0.036(4) 0.018(4) 0.024(4) 0.027(4) C44 0.049(4) 0.043(4) 0.042(4) 0.022(4) 0.030(4) 0.024(4) C45 0.047(4) 0.040(4) 0.042(4) 0.015(4) 0.017(4) 0.019(4) N46 0.050(4) 0.045(4) 0.048(4) 0.026(3) 0.018(3) 0.025(3) C47 0.054(5) 0.074(6) 0.054(5) 0.022(5) 0.015(4) 0.042(5) C48 0.063(6) 0.059(6) 0.082(7) 0.042(5) 0.014(5) 0.018(5) Cl1 0.0066(6) 0.0196(7) 0.0194(7) 0.0120(6) 0.0096(5) 0.0086(5) Cl4 0.0533(12) 0.0823(16) 0.0503(13) 0.0310(12) 0.0157(10) 0.0342(11) C4 0.035(4) 0.065(5) 0.046(5) 0.023(4) 0.019(4) 0.024(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 B1 1.601(9) . ? N1 H1A 0.8900 . ? N1 H1B 0.8900 . ? N1 H1C 0.8900 . ? B1 C21 1.629(10) . ? B1 C31 1.637(10) . ? B1 C11 1.664(10) . ? F12 C12 1.358(7) . ? F13 C13 1.349(8) . ? F14 C14 1.347(7) . ? F15 C15 1.339(8) . ? F16 C16 1.363(7) . ? F22 C22 1.377(7) . ? F23 C23 1.351(8) . ? F24 C24 1.358(8) . ? F25 C25 1.351(8) . ? F26 C26 1.341(8) . ? F32 C32 1.369(7) . ? F33 C33 1.348(7) . ? F34 C34 1.350(8) . ? F35 C35 1.357(8) . ? F36 C36 1.374(7) . ? C11 C16 1.376(9) . ? C11 C12 1.394(9) . ? C12 C13 1.395(9) . ? C13 C14 1.340(10) . ? C14 C15 1.363(10) . ? C15 C16 1.391(9) . ? C21 C26 1.393(9) . ? C21 C22 1.393(9) . ? C22 C23 1.361(9) . ? C23 C24 1.358(10) . ? C24 C25 1.362(10) . ? C25 C26 1.379(10) . ? C31 C36 1.367(9) . ? C31 C32 1.380(9) . ? C32 C33 1.382(9) . ? C33 C34 1.355(10) . ? C34 C35 1.367(10) . ? C35 C36 1.368(9) . ? N41 C42 1.494(9) . ? N41 C4 1.499(8) . ? N41 C44 1.514(8) . ? N41 C43 1.516(8) . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? C44 C45 1.530(9) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C45 N46 1.442(9) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? N46 C48 1.469(9) . ? N46 C47 1.469(9) . ? C47 H47A 0.9600 . ? C47 H47B 0.9600 . ? C47 H47C 0.9600 . ? C48 H48A 0.9600 . ? C48 H48B 0.9600 . ? C48 H48C 0.9600 . ? Cl4 C4 1.755(7) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? 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 B1 N1 H1A 109.5 . . ? B1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? B1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? N1 B1 C21 106.5(5) . . ? N1 B1 C31 108.8(5) . . ? C21 B1 C31 113.7(5) . . ? N1 B1 C11 104.9(5) . . ? C21 B1 C11 112.6(5) . . ? C31 B1 C11 109.9(5) . . ? C16 C11 C12 113.0(6) . . ? C16 C11 B1 127.5(6) . . ? C12 C11 B1 119.6(6) . . ? F12 C12 C11 118.9(5) . . ? F12 C12 C13 117.1(6) . . ? C11 C12 C13 124.0(6) . . ? C14 C13 F13 121.5(6) . . ? C14 C13 C12 119.4(6) . . ? F13 C13 C12 119.1(6) . . ? C13 C14 F14 120.1(6) . . ? C13 C14 C15 120.1(6) . . ? F14 C14 C15 119.8(6) . . ? F15 C15 C14 120.0(6) . . ? F15 C15 C16 120.8(6) . . ? C14 C15 C16 119.1(6) . . ? F16 C16 C11 120.2(6) . . ? F16 C16 C15 115.4(6) . . ? C11 C16 C15 124.3(6) . . ? C26 C21 C22 112.1(6) . . ? C26 C21 B1 126.9(6) . . ? C22 C21 B1 120.9(6) . . ? C23 C22 F22 116.1(6) . . ? C23 C22 C21 126.1(6) . . ? F22 C22 C21 117.8(6) . . ? F23 C23 C24 120.3(6) . . ? F23 C23 C22 121.2(6) . . ? C24 C23 C22 118.5(6) . . ? C23 C24 F24 120.8(7) . . ? C23 C24 C25 119.7(6) . . ? F24 C24 C25 119.5(7) . . ? F25 C25 C24 119.8(6) . . ? F25 C25 C26 120.1(6) . . ? C24 C25 C26 120.1(6) . . ? F26 C26 C25 116.2(6) . . ? F26 C26 C21 120.3(6) . . ? C25 C26 C21 123.5(6) . . ? C36 C31 C32 112.7(6) . . ? C36 C31 B1 122.2(6) . . ? C32 C31 B1 125.1(6) . . ? F32 C32 C31 120.5(6) . . ? F32 C32 C33 115.2(6) . . ? C31 C32 C33 124.2(6) . . ? F33 C33 C34 120.5(6) . . ? F33 C33 C32 119.9(6) . . ? C34 C33 C32 119.6(6) . . ? F34 C34 C33 121.4(6) . . ? F34 C34 C35 119.8(6) . . ? C33 C34 C35 118.8(6) . . ? F35 C35 C34 119.7(6) . . ? F35 C35 C36 121.0(6) . . ? C34 C35 C36 119.3(6) . . ? C31 C36 C35 125.4(6) . . ? C31 C36 F36 118.4(6) . . ? C35 C36 F36 116.2(6) . . ? C42 N41 C4 109.6(5) . . ? C42 N41 C44 107.2(5) . . ? C4 N41 C44 112.9(5) . . ? C42 N41 C43 109.4(5) . . ? C4 N41 C43 105.5(5) . . ? C44 N41 C43 112.2(5) . . ? N41 C42 H42A 109.5 . . ? N41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? N41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? N41 C43 H43A 109.5 . . ? N41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? N41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? N41 C44 C45 116.2(5) . . ? N41 C44 H44A 108.2 . . ? C45 C44 H44A 108.2 . . ? N41 C44 H44B 108.2 . . ? C45 C44 H44B 108.2 . . ? H44A C44 H44B 107.4 . . ? N46 C45 C44 114.4(6) . . ? N46 C45 H45A 108.7 . . ? C44 C45 H45A 108.7 . . ? N46 C45 H45B 108.7 . . ? C44 C45 H45B 108.7 . . ? H45A C45 H45B 107.6 . . ? C45 N46 C48 110.2(6) . . ? C45 N46 C47 110.6(6) . . ? C48 N46 C47 110.5(6) . . ? N46 C47 H47A 109.5 . . ? N46 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? N46 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? N46 C48 H48A 109.5 . . ? N46 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? N46 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? N41 C4 Cl4 112.1(5) . . ? N41 C4 H4A 109.2 . . ? Cl4 C4 H4A 109.2 . . ? N41 C4 H4B 109.2 . . ? Cl4 C4 H4B 109.2 . . ? H4A C4 H4B 107.9 . . ? 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 N1 B1 C11 C16 -131.3(7) . . . . ? C21 B1 C11 C16 -16.0(9) . . . . ? C31 B1 C11 C16 111.9(7) . . . . ? N1 B1 C11 C12 49.8(7) . . . . ? C21 B1 C11 C12 165.2(5) . . . . ? C31 B1 C11 C12 -66.9(7) . . . . ? C16 C11 C12 F12 -178.3(5) . . . . ? B1 C11 C12 F12 0.7(8) . . . . ? C16 C11 C12 C13 2.8(9) . . . . ? B1 C11 C12 C13 -178.1(6) . . . . ? F12 C12 C13 C14 179.0(6) . . . . ? C11 C12 C13 C14 -2.1(10) . . . . ? F12 C12 C13 F13 1.0(9) . . . . ? C11 C12 C13 F13 179.9(6) . . . . ? F13 C13 C14 F14 -1.5(10) . . . . ? C12 C13 C14 F14 -179.4(6) . . . . ? F13 C13 C14 C15 179.0(6) . . . . ? C12 C13 C14 C15 1.1(10) . . . . ? C13 C14 C15 F15 178.9(6) . . . . ? F14 C14 C15 F15 -0.5(10) . . . . ? C13 C14 C15 C16 -1.1(10) . . . . ? F14 C14 C15 C16 179.5(6) . . . . ? C12 C11 C16 F16 180.0(5) . . . . ? B1 C11 C16 F16 1.1(10) . . . . ? C12 C11 C16 C15 -2.8(9) . . . . ? B1 C11 C16 C15 178.3(6) . . . . ? F15 C15 C16 F16 -0.6(9) . . . . ? C14 C15 C16 F16 179.4(6) . . . . ? F15 C15 C16 C11 -178.0(6) . . . . ? C14 C15 C16 C11 2.1(10) . . . . ? N1 B1 C21 C26 -124.8(7) . . . . ? C31 B1 C21 C26 -5.0(9) . . . . ? C11 B1 C21 C26 120.8(7) . . . . ? N1 B1 C21 C22 51.2(7) . . . . ? C31 B1 C21 C22 171.0(6) . . . . ? C11 B1 C21 C22 -63.2(8) . . . . ? C26 C21 C22 C23 -0.4(10) . . . . ? B1 C21 C22 C23 -177.0(6) . . . . ? C26 C21 C22 F22 177.6(5) . . . . ? B1 C21 C22 F22 1.0(9) . . . . ? F22 C22 C23 F23 -0.2(9) . . . . ? C21 C22 C23 F23 177.8(6) . . . . ? F22 C22 C23 C24 -178.2(6) . . . . ? C21 C22 C23 C24 -0.1(11) . . . . ? F23 C23 C24 F24 1.3(10) . . . . ? C22 C23 C24 F24 179.3(6) . . . . ? F23 C23 C24 C25 -178.1(6) . . . . ? C22 C23 C24 C25 -0.1(10) . . . . ? C23 C24 C25 F25 179.2(6) . . . . ? F24 C24 C25 F25 -0.2(10) . . . . ? C23 C24 C25 C26 1.0(10) . . . . ? F24 C24 C25 C26 -178.4(6) . . . . ? F25 C25 C26 F26 1.2(10) . . . . ? C24 C25 C26 F26 179.4(6) . . . . ? F25 C25 C26 C21 -179.9(6) . . . . ? C24 C25 C26 C21 -1.7(11) . . . . ? C22 C21 C26 F26 -179.8(6) . . . . ? B1 C21 C26 F26 -3.5(10) . . . . ? C22 C21 C26 C25 1.3(9) . . . . ? B1 C21 C26 C25 177.6(6) . . . . ? N1 B1 C31 C36 -160.4(6) . . . . ? C21 B1 C31 C36 81.1(7) . . . . ? C11 B1 C31 C36 -46.2(8) . . . . ? N1 B1 C31 C32 20.7(9) . . . . ? C21 B1 C31 C32 -97.8(8) . . . . ? C11 B1 C31 C32 134.9(6) . . . . ? C36 C31 C32 F32 -178.4(5) . . . . ? B1 C31 C32 F32 0.6(10) . . . . ? C36 C31 C32 C33 0.5(10) . . . . ? B1 C31 C32 C33 179.5(6) . . . . ? F32 C32 C33 F33 -1.2(9) . . . . ? C31 C32 C33 F33 179.8(6) . . . . ? F32 C32 C33 C34 -179.4(6) . . . . ? C31 C32 C33 C34 1.7(11) . . . . ? F33 C33 C34 F34 0.6(10) . . . . ? C32 C33 C34 F34 178.7(6) . . . . ? F33 C33 C34 C35 179.1(6) . . . . ? C32 C33 C34 C35 -2.7(11) . . . . ? F34 C34 C35 F35 -0.2(10) . . . . ? C33 C34 C35 F35 -178.8(6) . . . . ? F34 C34 C35 C36 -179.7(6) . . . . ? C33 C34 C35 C36 1.7(11) . . . . ? C32 C31 C36 C35 -1.6(10) . . . . ? B1 C31 C36 C35 179.4(6) . . . . ? C32 C31 C36 F36 177.0(5) . . . . ? B1 C31 C36 F36 -2.1(9) . . . . ? F35 C35 C36 C31 -179.0(6) . . . . ? C34 C35 C36 C31 0.5(11) . . . . ? F35 C35 C36 F36 2.5(9) . . . . ? C34 C35 C36 F36 -178.0(6) . . . . ? C42 N41 C44 C45 -167.2(6) . . . . ? C4 N41 C44 C45 -46.4(8) . . . . ? C43 N41 C44 C45 72.6(7) . . . . ? N41 C44 C45 N46 -63.7(8) . . . . ? C44 C45 N46 C48 165.2(6) . . . . ? C44 C45 N46 C47 -72.3(8) . . . . ? C42 N41 C4 Cl4 63.3(7) . . . . ? C44 N41 C4 Cl4 -56.2(7) . . . . ? C43 N41 C4 Cl4 -179.1(5) . . . . ? 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 N1 H1A F12 0.89 2.09 2.744(6) 129.8 . N1 H1B F32 0.89 2.14 2.623(6) 113.5 . N1 H1B Cl1 0.89 2.53 3.256(5) 139.0 . N1 H1C F22 0.89 2.15 2.794(7) 128.7 . N1 H1C Cl1 0.89 2.58 3.295(5) 137.5 2_666 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.407 _refine_diff_density_min -0.387 _refine_diff_density_rms 0.091 #===END data_7 _database_code_depnum_ccdc_archive 'CCDC 688050' _chemical_name_systematic ; ? ; _chemical_name_common 2005SRC0307 _chemical_melting_point ? _chemical_formula_structural '(C6F5)3BNH3, C10H20O5, 0.5CH2Cl2' _chemical_formula_moiety 'C18 H3 B F15 N, C10 H20 O5, C0.5 H Cl' _chemical_formula_sum 'C28.50 H24 B Cl F15 N O5' _chemical_formula_weight 791.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.5169(8) _cell_length_b 12.1454(6) _cell_length_c 12.4667(7) _cell_angle_alpha 84.845(4) _cell_angle_beta 83.918(4) _cell_angle_gamma 82.348(5) _cell_volume 1564.69(17) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.680 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 798 _exptl_absorpt_coefficient_mu 0.253 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9011 _exptl_absorpt_correction_T_max 0.9606 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements SORTAV (Blessing, 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33117 _diffrn_reflns_av_R_equivalents 0.0355 _diffrn_reflns_av_sigmaI/netI 0.0351 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 27.48 _reflns_number_total 7162 _reflns_number_gt 5273 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0399P)^2^+0.7547P] 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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0075(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7162 _refine_ls_number_parameters 491 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0625 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.0973 _refine_ls_wR_factor_gt 0.0863 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 H1B H 0.3609(18) 0.1555(17) 0.3131(17) 0.028(5) Uiso 1 1 d . . . H1A H 0.4089(19) 0.1869(15) 0.2026(16) 0.023(5) Uiso 1 1 d . . . H1C H 0.333(2) 0.264(2) 0.2660(18) 0.038(6) Uiso 1 1 d . . . C11 C 0.21021(15) 0.03740(13) 0.19289(12) 0.0166(3) Uani 1 1 d . . . C12 C 0.10152(15) 0.00218(13) 0.15930(13) 0.0191(3) Uani 1 1 d . . . C13 C 0.08368(16) -0.10790(14) 0.15657(14) 0.0225(4) Uani 1 1 d . . . C14 C 0.17845(17) -0.19012(14) 0.18772(14) 0.0231(4) Uani 1 1 d . . . C15 C 0.28925(16) -0.16049(14) 0.21969(13) 0.0216(4) Uani 1 1 d . . . C16 C 0.30244(15) -0.04919(13) 0.22165(13) 0.0187(3) Uani 1 1 d . . . C21 C 0.20443(14) 0.24953(13) 0.09350(13) 0.0163(3) Uani 1 1 d . . . C22 C 0.23532(15) 0.21201(13) -0.00903(13) 0.0194(3) Uani 1 1 d . . . C23 C 0.23526(16) 0.28063(14) -0.10344(13) 0.0218(4) Uani 1 1 d . . . C24 C 0.20368(16) 0.39394(14) -0.09840(13) 0.0224(4) Uani 1 1 d . . . C25 C 0.17483(15) 0.43659(13) 0.00133(14) 0.0206(4) Uani 1 1 d . . . C26 C 0.17764(14) 0.36495(13) 0.09335(13) 0.0175(3) Uani 1 1 d . . . C31 C 0.09037(15) 0.19958(13) 0.30096(13) 0.0169(3) Uani 1 1 d . . . C32 C -0.02812(15) 0.26339(13) 0.28795(13) 0.0176(3) Uani 1 1 d . . . C33 C -0.12192(15) 0.28459(14) 0.37254(14) 0.0207(4) Uani 1 1 d . . . C34 C -0.10267(15) 0.23914(15) 0.47503(14) 0.0223(4) Uani 1 1 d . . . C35 C 0.00979(16) 0.17048(15) 0.49191(13) 0.0230(4) Uani 1 1 d . . . C36 C 0.10124(15) 0.15263(14) 0.40573(13) 0.0194(3) Uani 1 1 d . . . B1 B 0.21025(16) 0.17063(15) 0.20693(15) 0.0164(4) Uani 1 1 d . . . N1 N 0.34017(13) 0.19492(13) 0.25132(12) 0.0166(3) Uani 1 1 d . . . F12 F 0.00533(9) 0.07947(8) 0.12727(8) 0.0262(2) Uani 1 1 d . . . F13 F -0.02497(10) -0.13525(9) 0.12416(9) 0.0345(3) Uani 1 1 d . . . F14 F 0.16334(11) -0.29820(8) 0.18603(9) 0.0353(3) Uani 1 1 d . . . F15 F 0.38337(10) -0.23989(8) 0.25018(9) 0.0310(3) Uani 1 1 d . . . F16 F 0.41416(9) -0.02765(8) 0.25612(8) 0.0245(2) Uani 1 1 d . . . F22 F 0.26990(10) 0.10239(8) -0.02157(8) 0.0269(2) Uani 1 1 d . . . F23 F 0.26674(11) 0.23841(9) -0.19998(8) 0.0334(3) Uani 1 1 d . . . F24 F 0.20319(11) 0.46159(9) -0.18945(8) 0.0332(3) Uani 1 1 d . . . F25 F 0.14563(10) 0.54715(8) 0.00773(9) 0.0299(2) Uani 1 1 d . . . F26 F 0.15310(9) 0.41227(8) 0.18875(7) 0.0226(2) Uani 1 1 d . . . F32 F -0.05809(8) 0.30796(8) 0.18959(7) 0.0224(2) Uani 1 1 d . . . F33 F -0.23200(9) 0.35110(8) 0.35550(8) 0.0282(2) Uani 1 1 d . . . F34 F -0.19228(9) 0.26152(9) 0.55828(8) 0.0314(3) Uani 1 1 d . . . F35 F 0.02915(10) 0.12242(10) 0.59141(8) 0.0348(3) Uani 1 1 d . . . F36 F 0.20861(9) 0.08234(8) 0.42779(8) 0.0246(2) Uani 1 1 d . . . O41 O 0.44969(11) 0.16040(10) 0.46348(9) 0.0245(3) Uani 1 1 d . . . C42 C 0.58531(17) 0.13697(17) 0.47146(15) 0.0293(4) Uani 1 1 d . . . H42A H 0.6015 0.0970 0.5424 0.035 Uiso 1 1 calc R . . H42B H 0.6240 0.2075 0.4659 0.035 Uiso 1 1 calc R . . C43 C 0.64543(17) 0.06686(15) 0.38232(14) 0.0276(4) Uani 1 1 d . . . H43A H 0.7358 0.0386 0.3946 0.033 Uiso 1 1 calc R . . H43B H 0.5976 0.0023 0.3802 0.033 Uiso 1 1 calc R . . O44 O 0.64128(11) 0.13361(10) 0.28326(9) 0.0243(3) Uani 1 1 d . . . C45 C 0.68649(16) 0.07108(14) 0.19252(14) 0.0252(4) Uani 1 1 d . . . H45A H 0.6283 0.0148 0.1859 0.030 Uiso 1 1 calc R . . H45B H 0.7739 0.0319 0.2015 0.030 Uiso 1 1 calc R . . C46 C 0.68945(16) 0.15028(15) 0.09386(15) 0.0249(4) Uani 1 1 d . . . H46A H 0.7449 0.2082 0.1020 0.030 Uiso 1 1 calc R . . H46B H 0.7256 0.1099 0.0297 0.030 Uiso 1 1 calc R . . O47 O 0.56045(11) 0.20122(9) 0.07946(9) 0.0231(3) Uani 1 1 d . . . C48 C 0.55617(17) 0.31104(14) 0.02807(14) 0.0246(4) Uani 1 1 d . . . H48A H 0.4724 0.3314 -0.0027 0.029 Uiso 1 1 calc R . . H48B H 0.6251 0.3120 -0.0325 0.029 Uiso 1 1 calc R . . C49 C 0.57278(16) 0.39667(14) 0.10378(15) 0.0260(4) Uani 1 1 d . . . H49A H 0.6489 0.3712 0.1441 0.031 Uiso 1 1 calc R . . H49B H 0.5869 0.4680 0.0620 0.031 Uiso 1 1 calc R . . O50 O 0.46012(11) 0.41248(10) 0.17753(10) 0.0255(3) Uani 1 1 d . . . C51 C 0.47736(18) 0.48152(15) 0.25983(16) 0.0284(4) Uani 1 1 d . . . H51A H 0.4928 0.5566 0.2274 0.034 Uiso 1 1 calc R . . H51B H 0.5528 0.4491 0.2984 0.034 Uiso 1 1 calc R . . C52 C 0.35771(18) 0.48975(15) 0.33743(16) 0.0308(4) Uani 1 1 d . . . H52A H 0.3649 0.5436 0.3909 0.037 Uiso 1 1 calc R . . H52B H 0.2824 0.5184 0.2972 0.037 Uiso 1 1 calc R . . O53 O 0.33717(12) 0.38456(10) 0.39326(10) 0.0283(3) Uani 1 1 d . . . C54 C 0.40413(19) 0.36029(16) 0.48770(15) 0.0327(4) Uani 1 1 d . . . H54A H 0.3689 0.4135 0.5423 0.039 Uiso 1 1 calc R . . H54B H 0.4967 0.3677 0.4694 0.039 Uiso 1 1 calc R . . C55 C 0.38838(18) 0.24261(16) 0.53299(15) 0.0304(4) Uani 1 1 d . . . H55A H 0.4248 0.2290 0.6037 0.037 Uiso 1 1 calc R . . H55B H 0.2953 0.2349 0.5456 0.037 Uiso 1 1 calc R . . C61 C 0.0603(4) 0.4835(4) 0.4679(4) 0.0487(12) Uani 0.50 1 d P . . H61A H 0.0881 0.4175 0.4261 0.058 Uiso 0.50 1 calc PR . . H61B H 0.1337 0.5274 0.4637 0.058 Uiso 0.50 1 calc PR . . Cl62 Cl 0.0188(2) 0.4397(4) 0.6026(3) 0.0717(8) Uani 0.50 1 d P . . Cl63 Cl -0.0697(2) 0.5651(3) 0.4101(3) 0.0669(8) 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 C11 0.0172(7) 0.0191(8) 0.0131(8) -0.0008(6) 0.0021(6) -0.0039(6) C12 0.0180(8) 0.0205(8) 0.0173(8) 0.0007(7) 0.0007(6) -0.0005(6) C13 0.0218(8) 0.0266(9) 0.0209(9) -0.0039(7) 0.0010(7) -0.0103(7) C14 0.0350(10) 0.0149(8) 0.0192(9) -0.0018(7) 0.0041(7) -0.0080(7) C15 0.0279(9) 0.0171(8) 0.0172(8) 0.0007(7) 0.0006(7) 0.0028(7) C16 0.0195(8) 0.0196(8) 0.0169(8) -0.0008(7) -0.0015(6) -0.0030(6) C21 0.0133(7) 0.0181(8) 0.0179(8) -0.0003(6) -0.0016(6) -0.0035(6) C22 0.0206(8) 0.0165(8) 0.0214(9) -0.0021(7) -0.0023(7) -0.0034(6) C23 0.0253(9) 0.0277(9) 0.0138(8) -0.0029(7) -0.0007(7) -0.0087(7) C24 0.0244(8) 0.0249(9) 0.0180(9) 0.0072(7) -0.0052(7) -0.0071(7) C25 0.0202(8) 0.0156(8) 0.0260(9) 0.0016(7) -0.0041(7) -0.0028(6) C26 0.0154(7) 0.0205(8) 0.0165(8) -0.0024(7) -0.0001(6) -0.0027(6) C31 0.0173(8) 0.0154(8) 0.0182(8) -0.0021(6) -0.0023(6) -0.0024(6) C32 0.0195(8) 0.0176(8) 0.0155(8) 0.0013(6) -0.0028(6) -0.0025(6) C33 0.0145(8) 0.0201(8) 0.0263(9) -0.0014(7) -0.0007(7) 0.0010(6) C34 0.0183(8) 0.0288(9) 0.0184(9) -0.0030(7) 0.0051(6) -0.0028(7) C35 0.0239(8) 0.0301(10) 0.0143(8) 0.0027(7) -0.0025(7) -0.0034(7) C36 0.0160(8) 0.0206(8) 0.0208(9) 0.0008(7) -0.0028(6) 0.0004(6) B1 0.0152(8) 0.0160(9) 0.0174(9) -0.0004(7) -0.0023(7) -0.0004(7) N1 0.0159(7) 0.0172(8) 0.0162(7) -0.0006(6) -0.0012(6) -0.0012(5) F12 0.0187(5) 0.0259(5) 0.0347(6) -0.0011(4) -0.0084(4) -0.0012(4) F13 0.0295(6) 0.0345(6) 0.0444(7) -0.0075(5) -0.0067(5) -0.0164(5) F14 0.0495(7) 0.0179(5) 0.0399(7) -0.0041(5) -0.0007(5) -0.0112(5) F15 0.0370(6) 0.0185(5) 0.0353(6) 0.0003(4) -0.0064(5) 0.0057(4) F16 0.0199(5) 0.0219(5) 0.0321(6) -0.0012(4) -0.0094(4) 0.0004(4) F22 0.0415(6) 0.0179(5) 0.0204(5) -0.0043(4) 0.0031(4) -0.0029(4) F23 0.0513(7) 0.0354(6) 0.0148(5) -0.0039(4) 0.0027(5) -0.0130(5) F24 0.0474(7) 0.0309(6) 0.0211(5) 0.0116(4) -0.0071(5) -0.0106(5) F25 0.0380(6) 0.0153(5) 0.0340(6) 0.0044(4) -0.0023(5) 0.0000(4) F26 0.0281(5) 0.0195(5) 0.0200(5) -0.0042(4) 0.0006(4) -0.0026(4) F32 0.0192(5) 0.0270(5) 0.0189(5) 0.0054(4) -0.0034(4) 0.0013(4) F33 0.0177(5) 0.0311(6) 0.0312(6) 0.0025(5) 0.0025(4) 0.0062(4) F34 0.0240(5) 0.0442(7) 0.0226(5) -0.0037(5) 0.0081(4) 0.0010(5) F35 0.0308(6) 0.0527(7) 0.0160(5) 0.0092(5) 0.0003(4) 0.0023(5) F36 0.0192(5) 0.0300(6) 0.0211(5) 0.0064(4) -0.0025(4) 0.0044(4) O41 0.0213(6) 0.0307(7) 0.0218(6) -0.0025(5) -0.0028(5) -0.0031(5) C42 0.0228(9) 0.0410(11) 0.0239(10) 0.0052(8) -0.0070(7) -0.0048(8) C43 0.0245(9) 0.0304(10) 0.0257(10) 0.0078(8) -0.0049(7) 0.0004(7) O44 0.0280(6) 0.0226(6) 0.0201(6) 0.0019(5) 0.0001(5) 0.0006(5) C45 0.0215(8) 0.0219(9) 0.0295(10) -0.0024(7) 0.0041(7) 0.0026(7) C46 0.0211(8) 0.0237(9) 0.0270(10) -0.0011(7) 0.0042(7) 0.0016(7) O47 0.0222(6) 0.0214(6) 0.0247(6) 0.0002(5) 0.0005(5) -0.0020(5) C48 0.0252(9) 0.0251(9) 0.0218(9) 0.0038(7) -0.0008(7) -0.0023(7) C49 0.0234(9) 0.0206(9) 0.0333(10) 0.0023(8) -0.0020(7) -0.0040(7) O50 0.0238(6) 0.0217(6) 0.0317(7) -0.0073(5) -0.0025(5) -0.0025(5) C51 0.0323(10) 0.0188(9) 0.0358(11) -0.0052(8) -0.0087(8) -0.0031(7) C52 0.0346(10) 0.0206(9) 0.0383(11) -0.0099(8) -0.0109(9) 0.0041(8) O53 0.0298(7) 0.0271(7) 0.0290(7) -0.0068(5) -0.0067(5) -0.0013(5) C54 0.0377(11) 0.0349(11) 0.0274(10) -0.0085(8) -0.0091(8) -0.0027(8) C55 0.0308(10) 0.0400(11) 0.0209(9) -0.0055(8) -0.0010(8) -0.0047(8) C61 0.032(2) 0.053(3) 0.066(3) -0.028(3) 0.005(2) -0.011(2) Cl62 0.0780(19) 0.0912(18) 0.0532(10) -0.0275(10) -0.0009(17) -0.027(2) Cl63 0.0511(13) 0.0735(12) 0.0799(18) -0.0301(12) -0.0172(14) 0.0035(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 C11 C16 1.382(2) . ? C11 C12 1.389(2) . ? C11 B1 1.643(2) . ? C12 F12 1.3525(18) . ? C12 C13 1.379(2) . ? C13 F13 1.3425(19) . ? C13 C14 1.374(2) . ? C14 F14 1.3454(19) . ? C14 C15 1.372(2) . ? C15 F15 1.3469(19) . ? C15 C16 1.380(2) . ? C16 F16 1.3575(18) . ? C21 C22 1.387(2) . ? C21 C26 1.392(2) . ? C21 B1 1.637(2) . ? C22 F22 1.3512(18) . ? C22 C23 1.380(2) . ? C23 F23 1.3425(19) . ? C23 C24 1.378(2) . ? C24 F24 1.3402(19) . ? C24 C25 1.379(2) . ? C25 F25 1.3446(19) . ? C25 C26 1.377(2) . ? C26 F26 1.3527(18) . ? C31 C36 1.387(2) . ? C31 C32 1.394(2) . ? C31 B1 1.652(2) . ? C32 F32 1.3465(18) . ? C32 C33 1.383(2) . ? C33 F33 1.3454(18) . ? C33 C34 1.370(2) . ? C34 F34 1.3470(19) . ? C34 C35 1.377(2) . ? C35 F35 1.3464(19) . ? C35 C36 1.376(2) . ? C36 F36 1.3588(18) . ? B1 N1 1.599(2) . ? N1 H1B 0.90(2) . ? N1 H1A 0.89(2) . ? N1 H1C 0.87(2) . ? O41 C55 1.425(2) . ? O41 C42 1.429(2) . ? C42 C43 1.496(3) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 O44 1.417(2) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? O44 C45 1.424(2) . ? C45 C46 1.492(2) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 O47 1.437(2) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? O47 C48 1.424(2) . ? C48 C49 1.504(3) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 O50 1.423(2) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? O50 C51 1.422(2) . ? C51 C52 1.502(3) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 O53 1.430(2) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? O53 C54 1.424(2) . ? C54 C55 1.512(3) . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? C61 Cl62 1.744(6) . ? C61 Cl63 1.758(6) . ? C61 H61A 0.9900 . ? C61 H61B 0.9900 . ? 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 C16 C11 C12 113.49(14) . . ? C16 C11 B1 127.30(14) . . ? C12 C11 B1 118.84(14) . . ? F12 C12 C13 116.72(14) . . ? F12 C12 C11 118.98(14) . . ? C13 C12 C11 124.30(15) . . ? F13 C13 C14 119.96(15) . . ? F13 C13 C12 120.73(15) . . ? C14 C13 C12 119.32(15) . . ? F14 C14 C15 120.40(15) . . ? F14 C14 C13 120.51(15) . . ? C15 C14 C13 119.09(15) . . ? F15 C15 C14 119.94(15) . . ? F15 C15 C16 120.54(15) . . ? C14 C15 C16 119.51(15) . . ? F16 C16 C15 115.48(14) . . ? F16 C16 C11 120.23(14) . . ? C15 C16 C11 124.28(15) . . ? C22 C21 C26 113.59(14) . . ? C22 C21 B1 125.03(14) . . ? C26 C21 B1 121.16(14) . . ? F22 C22 C23 115.47(14) . . ? F22 C22 C21 120.44(14) . . ? C23 C22 C21 124.09(15) . . ? F23 C23 C24 119.66(15) . . ? F23 C23 C22 120.81(15) . . ? C24 C23 C22 119.53(15) . . ? F24 C24 C23 120.18(15) . . ? F24 C24 C25 120.69(15) . . ? C23 C24 C25 119.12(15) . . ? F25 C25 C26 120.88(15) . . ? F25 C25 C24 119.87(15) . . ? C26 C25 C24 119.24(15) . . ? F26 C26 C25 116.38(14) . . ? F26 C26 C21 119.26(14) . . ? C25 C26 C21 124.36(15) . . ? C36 C31 C32 113.30(14) . . ? C36 C31 B1 118.92(13) . . ? C32 C31 B1 127.70(14) . . ? F32 C32 C33 115.75(13) . . ? F32 C32 C31 120.86(14) . . ? C33 C32 C31 123.39(15) . . ? F33 C33 C34 119.33(14) . . ? F33 C33 C32 120.52(15) . . ? C34 C33 C32 120.15(14) . . ? F34 C34 C33 120.49(14) . . ? F34 C34 C35 120.41(15) . . ? C33 C34 C35 119.10(15) . . ? F35 C35 C36 121.05(15) . . ? F35 C35 C34 120.10(15) . . ? C36 C35 C34 118.85(15) . . ? F36 C36 C35 115.68(14) . . ? F36 C36 C31 119.27(14) . . ? C35 C36 C31 125.05(15) . . ? N1 B1 C21 103.47(12) . . ? N1 B1 C11 111.89(13) . . ? C21 B1 C11 114.09(13) . . ? N1 B1 C31 107.88(13) . . ? C21 B1 C31 115.62(13) . . ? C11 B1 C31 103.95(12) . . ? B1 N1 H1B 115.7(12) . . ? B1 N1 H1A 113.4(12) . . ? H1B N1 H1A 108.0(17) . . ? B1 N1 H1C 109.6(14) . . ? H1B N1 H1C 104.8(18) . . ? H1A N1 H1C 104.4(18) . . ? C55 O41 C42 112.91(13) . . ? O41 C42 C43 109.33(14) . . ? O41 C42 H42A 109.8 . . ? C43 C42 H42A 109.8 . . ? O41 C42 H42B 109.8 . . ? C43 C42 H42B 109.8 . . ? H42A C42 H42B 108.3 . . ? O44 C43 C42 108.25(14) . . ? O44 C43 H43A 110.0 . . ? C42 C43 H43A 110.0 . . ? O44 C43 H43B 110.0 . . ? C42 C43 H43B 110.0 . . ? H43A C43 H43B 108.4 . . ? C43 O44 C45 112.17(13) . . ? O44 C45 C46 107.93(14) . . ? O44 C45 H45A 110.1 . . ? C46 C45 H45A 110.1 . . ? O44 C45 H45B 110.1 . . ? C46 C45 H45B 110.1 . . ? H45A C45 H45B 108.4 . . ? O47 C46 C45 108.91(13) . . ? O47 C46 H46A 109.9 . . ? C45 C46 H46A 109.9 . . ? O47 C46 H46B 109.9 . . ? C45 C46 H46B 109.9 . . ? H46A C46 H46B 108.3 . . ? C48 O47 C46 112.79(12) . . ? O47 C48 C49 112.98(14) . . ? O47 C48 H48A 109.0 . . ? C49 C48 H48A 109.0 . . ? O47 C48 H48B 109.0 . . ? C49 C48 H48B 109.0 . . ? H48A C48 H48B 107.8 . . ? O50 C49 C48 109.13(14) . . ? O50 C49 H49A 109.9 . . ? C48 C49 H49A 109.9 . . ? O50 C49 H49B 109.9 . . ? C48 C49 H49B 109.9 . . ? H49A C49 H49B 108.3 . . ? C51 O50 C49 111.37(13) . . ? O50 C51 C52 108.39(14) . . ? O50 C51 H51A 110.0 . . ? C52 C51 H51A 110.0 . . ? O50 C51 H51B 110.0 . . ? C52 C51 H51B 110.0 . . ? H51A C51 H51B 108.4 . . ? O53 C52 C51 112.13(14) . . ? O53 C52 H52A 109.2 . . ? C51 C52 H52A 109.2 . . ? O53 C52 H52B 109.2 . . ? C51 C52 H52B 109.2 . . ? H52A C52 H52B 107.9 . . ? C54 O53 C52 113.26(14) . . ? O53 C54 C55 108.89(15) . . ? O53 C54 H54A 109.9 . . ? C55 C54 H54A 109.9 . . ? O53 C54 H54B 109.9 . . ? C55 C54 H54B 109.9 . . ? H54A C54 H54B 108.3 . . ? O41 C55 C54 113.09(15) . . ? O41 C55 H55A 109.0 . . ? C54 C55 H55A 109.0 . . ? O41 C55 H55B 109.0 . . ? C54 C55 H55B 109.0 . . ? H55A C55 H55B 107.8 . . ? Cl62 C61 Cl63 111.6(3) . . ? Cl62 C61 H61A 109.3 . . ? Cl63 C61 H61A 109.3 . . ? Cl62 C61 H61B 109.3 . . ? Cl63 C61 H61B 109.3 . . ? H61A C61 H61B 108.0 . . ? 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 C16 C11 C12 F12 -178.87(14) . . . . ? B1 C11 C12 F12 7.5(2) . . . . ? C16 C11 C12 C13 1.5(2) . . . . ? B1 C11 C12 C13 -172.12(15) . . . . ? F12 C12 C13 F13 -0.4(2) . . . . ? C11 C12 C13 F13 179.23(15) . . . . ? F12 C12 C13 C14 179.70(15) . . . . ? C11 C12 C13 C14 -0.6(3) . . . . ? F13 C13 C14 F14 0.0(2) . . . . ? C12 C13 C14 F14 179.86(15) . . . . ? F13 C13 C14 C15 179.44(15) . . . . ? C12 C13 C14 C15 -0.7(3) . . . . ? F14 C14 C15 F15 -0.4(2) . . . . ? C13 C14 C15 F15 -179.79(15) . . . . ? F14 C14 C15 C16 -179.50(15) . . . . ? C13 C14 C15 C16 1.1(3) . . . . ? F15 C15 C16 F16 -0.3(2) . . . . ? C14 C15 C16 F16 178.89(14) . . . . ? F15 C15 C16 C11 -179.27(15) . . . . ? C14 C15 C16 C11 -0.1(3) . . . . ? C12 C11 C16 F16 179.95(14) . . . . ? B1 C11 C16 F16 -7.1(2) . . . . ? C12 C11 C16 C15 -1.1(2) . . . . ? B1 C11 C16 C15 171.85(16) . . . . ? C26 C21 C22 F22 176.71(13) . . . . ? B1 C21 C22 F22 2.1(2) . . . . ? C26 C21 C22 C23 -2.4(2) . . . . ? B1 C21 C22 C23 -177.00(15) . . . . ? F22 C22 C23 F23 0.6(2) . . . . ? C21 C22 C23 F23 179.75(14) . . . . ? F22 C22 C23 C24 -178.76(14) . . . . ? C21 C22 C23 C24 0.4(3) . . . . ? F23 C23 C24 F24 0.6(2) . . . . ? C22 C23 C24 F24 -179.99(15) . . . . ? F23 C23 C24 C25 -178.31(15) . . . . ? C22 C23 C24 C25 1.1(2) . . . . ? F24 C24 C25 F25 0.1(2) . . . . ? C23 C24 C25 F25 179.04(14) . . . . ? F24 C24 C25 C26 -179.25(14) . . . . ? C23 C24 C25 C26 -0.3(2) . . . . ? F25 C25 C26 F26 -1.7(2) . . . . ? C24 C25 C26 F26 177.63(14) . . . . ? F25 C25 C26 C21 178.67(14) . . . . ? C24 C25 C26 C21 -2.0(2) . . . . ? C22 C21 C26 F26 -176.40(13) . . . . ? B1 C21 C26 F26 -1.5(2) . . . . ? C22 C21 C26 C25 3.2(2) . . . . ? B1 C21 C26 C25 178.05(14) . . . . ? C36 C31 C32 F32 -175.01(14) . . . . ? B1 C31 C32 F32 1.7(2) . . . . ? C36 C31 C32 C33 4.5(2) . . . . ? B1 C31 C32 C33 -178.81(15) . . . . ? F32 C32 C33 F33 -3.6(2) . . . . ? C31 C32 C33 F33 176.91(14) . . . . ? F32 C32 C33 C34 177.36(14) . . . . ? C31 C32 C33 C34 -2.2(3) . . . . ? F33 C33 C34 F34 -0.7(2) . . . . ? C32 C33 C34 F34 178.42(15) . . . . ? F33 C33 C34 C35 179.55(15) . . . . ? C32 C33 C34 C35 -1.4(3) . . . . ? F34 C34 C35 F35 2.1(3) . . . . ? C33 C34 C35 F35 -178.14(15) . . . . ? F34 C34 C35 C36 -177.68(15) . . . . ? C33 C34 C35 C36 2.1(3) . . . . ? F35 C35 C36 F36 1.5(2) . . . . ? C34 C35 C36 F36 -178.77(15) . . . . ? F35 C35 C36 C31 -179.15(15) . . . . ? C34 C35 C36 C31 0.6(3) . . . . ? C32 C31 C36 F36 175.61(14) . . . . ? B1 C31 C36 F36 -1.4(2) . . . . ? C32 C31 C36 C35 -3.7(2) . . . . ? B1 C31 C36 C35 179.24(16) . . . . ? C22 C21 B1 N1 102.89(17) . . . . ? C26 C21 B1 N1 -71.35(17) . . . . ? C22 C21 B1 C11 -18.9(2) . . . . ? C26 C21 B1 C11 166.85(13) . . . . ? C22 C21 B1 C31 -139.40(15) . . . . ? C26 C21 B1 C31 46.4(2) . . . . ? C16 C11 B1 N1 4.7(2) . . . . ? C12 C11 B1 N1 177.32(14) . . . . ? C16 C11 B1 C21 121.77(17) . . . . ? C12 C11 B1 C21 -65.64(19) . . . . ? C16 C11 B1 C31 -111.42(17) . . . . ? C12 C11 B1 C31 61.17(18) . . . . ? C36 C31 B1 N1 -51.79(19) . . . . ? C32 C31 B1 N1 131.66(16) . . . . ? C36 C31 B1 C21 -167.02(14) . . . . ? C32 C31 B1 C21 16.4(2) . . . . ? C36 C31 B1 C11 67.14(17) . . . . ? C32 C31 B1 C11 -109.41(17) . . . . ? C55 O41 C42 C43 -169.51(15) . . . . ? O41 C42 C43 O44 70.08(18) . . . . ? C42 C43 O44 C45 -174.91(14) . . . . ? C43 O44 C45 C46 -174.97(14) . . . . ? O44 C45 C46 O47 -62.97(18) . . . . ? C45 C46 O47 C48 149.92(14) . . . . ? C46 O47 C48 C49 -78.48(17) . . . . ? O47 C48 C49 O50 -70.95(18) . . . . ? C48 C49 O50 C51 172.27(14) . . . . ? C49 O50 C51 C52 -177.18(14) . . . . ? O50 C51 C52 O53 64.55(19) . . . . ? C51 C52 O53 C54 85.72(18) . . . . ? C52 O53 C54 C55 -173.57(15) . . . . ? C42 O41 C55 C54 80.18(18) . . . . ? O53 C54 C55 O41 66.10(19) . . . . ? 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 N1 H1A O47 0.89(2) 2.11(2) 2.9882(19) 168.8(17) . N1 H1B O41 0.90(2) 2.19(2) 2.969(2) 144.4(18) . N1 H1B F36 0.90(2) 2.25(2) 2.818(2) 120.7(17) . N1 H1C O53 0.87(2) 2.26(2) 3.0230(19) 146.6(19) . N1 H1B F16 0.90(2) 2.37(2) 2.709(2) 102.0(15) . N1 H1C O50 0.87(2) 2.49(2) 3.1024(19) 127.7(18) . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.292 _refine_diff_density_min -0.512 _refine_diff_density_rms 0.053 #===END data_8a _database_code_depnum_ccdc_archive 'CCDC 688051' _chemical_name_systematic ; ? ; _chemical_name_common AnnaF1 _chemical_melting_point ? _chemical_formula_structural {(C6F5)3BNH3}2.(pyrazine)3 _chemical_formula_moiety '2(C18 H3 B F15 N), 3(C4 H4 N2)' _chemical_formula_sum 'C48 H18 B2 F30 N8' _chemical_formula_weight 1298.32 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 7.8554(5) _cell_length_b 36.146(3) _cell_length_c 9.0775(4) _cell_angle_alpha 90.00 _cell_angle_beta 105.391(5) _cell_angle_gamma 90.00 _cell_volume 2485.1(3) _cell_formula_units_Z 2 _cell_measurement_temperature 140(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.735 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1284 _exptl_absorpt_coefficient_mu 0.183 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.860 _exptl_absorpt_correction_T_max 0.961 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.9 Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur 3/CCD' _diffrn_measurement_method 'Thin slice \f and \w scans' _diffrn_detector_area_resol_mean 16.0050 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36470 _diffrn_reflns_av_R_equivalents 0.0739 _diffrn_reflns_av_sigmaI/netI 0.0433 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -46 _diffrn_reflns_limit_k_max 46 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.49 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5698 _reflns_number_gt 4957 _reflns_threshold_expression I>2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997b)' _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^)+(0.0000P)^2^+18.3314P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5698 _refine_ls_number_parameters 409 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1426 _refine_ls_R_factor_gt 0.1270 _refine_ls_wR_factor_ref 0.2258 _refine_ls_wR_factor_gt 0.2197 _refine_ls_goodness_of_fit_ref 1.350 _refine_ls_restrained_S_all 1.350 _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 B1 B 0.6473(8) 0.13071(17) 0.7846(7) 0.0159(12) Uani 1 1 d . . . N1 N 0.8367(6) 0.11221(13) 0.8497(5) 0.0157(9) Uani 1 1 d . . . F12 F 0.5198(5) 0.06156(9) 0.8827(4) 0.0239(7) Uani 1 1 d . . . F13 F 0.3470(6) 0.00728(10) 0.7064(5) 0.0388(10) Uani 1 1 d . . . F14 F 0.2694(6) 0.01253(11) 0.3972(5) 0.0421(11) Uani 1 1 d . . . F15 F 0.3757(6) 0.07341(11) 0.2675(4) 0.0387(10) Uani 1 1 d . . . F16 F 0.5470(6) 0.12767(10) 0.4395(4) 0.0326(9) Uani 1 1 d . . . F22 F 0.8371(4) 0.17314(9) 1.0421(4) 0.0229(7) Uani 1 1 d . . . F23 F 0.7205(5) 0.20041(11) 1.2693(4) 0.0309(9) Uani 1 1 d . . . F24 F 0.3786(5) 0.18779(11) 1.2782(4) 0.0300(8) Uani 1 1 d . . . F25 F 0.1708(4) 0.14361(11) 1.0658(4) 0.0268(8) Uani 1 1 d . . . F26 F 0.2782(4) 0.11643(9) 0.8376(4) 0.0215(7) Uani 1 1 d . . . F32 F 0.9739(4) 0.17369(9) 0.7595(4) 0.0233(7) Uani 1 1 d . . . F33 F 0.9667(5) 0.23965(11) 0.6287(5) 0.0392(10) Uani 1 1 d . . . F34 F 0.6563(6) 0.27437(10) 0.5006(5) 0.0401(10) Uani 1 1 d . . . F35 F 0.3477(5) 0.24125(10) 0.5075(5) 0.0370(10) Uani 1 1 d . . . F36 F 0.3493(4) 0.17420(10) 0.6320(4) 0.0278(8) Uani 1 1 d . . . C11 C 0.5330(7) 0.09863(15) 0.6705(6) 0.0150(10) Uani 1 1 d . . . C12 C 0.4820(7) 0.06644(15) 0.7289(6) 0.0182(11) Uani 1 1 d . . . C13 C 0.3947(8) 0.03779(16) 0.6405(7) 0.0245(13) Uani 1 1 d . . . C14 C 0.3548(8) 0.04028(17) 0.4857(7) 0.0266(13) Uani 1 1 d . . . C15 C 0.4061(8) 0.07095(17) 0.4197(6) 0.0238(13) Uani 1 1 d . . . C16 C 0.4955(8) 0.09915(16) 0.5130(6) 0.0208(12) Uani 1 1 d . . . C21 C 0.5678(7) 0.14197(14) 0.9295(6) 0.0167(11) Uani 1 1 d . . . C22 C 0.6690(7) 0.16439(15) 1.0445(6) 0.0170(11) Uani 1 1 d . . . C23 C 0.6127(8) 0.17950(16) 1.1628(7) 0.0220(12) Uani 1 1 d . . . C24 C 0.4425(8) 0.17296(17) 1.1696(6) 0.0213(12) Uani 1 1 d . . . C25 C 0.3357(7) 0.15084(16) 1.0592(6) 0.0193(11) Uani 1 1 d . . . C26 C 0.3983(7) 0.13660(15) 0.9426(6) 0.0146(10) Uani 1 1 d . . . C31 C 0.6598(7) 0.17027(15) 0.6997(6) 0.0160(11) Uani 1 1 d . . . C32 C 0.8130(7) 0.18898(16) 0.6972(6) 0.0187(11) Uani 1 1 d . . . C33 C 0.8150(8) 0.22352(17) 0.6324(7) 0.0254(13) Uani 1 1 d . . . C34 C 0.6584(9) 0.24124(16) 0.5670(6) 0.0261(13) Uani 1 1 d . . . C35 C 0.5023(8) 0.22445(16) 0.5703(6) 0.0234(13) Uani 1 1 d . . . C36 C 0.5072(8) 0.19008(16) 0.6351(6) 0.0198(11) Uani 1 1 d . . . N41 N 0.9476(7) 0.09533(16) 0.5542(6) 0.0297(12) Uani 1 1 d . . . C42 C 0.8776(10) 0.06810(19) 0.4596(8) 0.0353(16) Uani 1 1 d . . . H42 H 0.8313 0.0476 0.4975 0.042 Uiso 1 1 calc R . . C43 C 0.8717(10) 0.0693(2) 0.3064(9) 0.0433(19) Uani 1 1 d . . . H43 H 0.8189 0.0498 0.2440 0.052 Uiso 1 1 calc R . . N44 N 0.9391(8) 0.09747(17) 0.2438(7) 0.0366(14) Uani 1 1 d . . . C45 C 1.0104(8) 0.12413(19) 0.3395(7) 0.0288(14) Uani 1 1 d . . . H45 H 1.0598 0.1443 0.3026 0.035 Uiso 1 1 calc R . . C46 C 1.0145(8) 0.12318(18) 0.4944(7) 0.0260(13) Uani 1 1 d . . . H46 H 1.0660 0.1428 0.5570 0.031 Uiso 1 1 calc R . . N51 N 0.9042(8) 0.03183(14) 0.9441(6) 0.0322(13) Uani 1 1 d . . . C52 C 1.0790(9) 0.03062(17) 0.9760(8) 0.0325(15) Uani 1 1 d . . . H52 H 1.1397 0.0517 0.9598 0.039 Uiso 1 1 calc R . . C53 C 0.8262(9) 0.00073(18) 0.9676(8) 0.0306(14) Uani 1 1 d . . . H53 H 0.7036 0.0000 0.9453 0.037 Uiso 1 1 calc R . . H1A H 0.843(9) 0.0898(19) 0.907(8) 0.027(18) Uiso 1 1 d . . . H1B H 0.921(9) 0.1276(19) 0.931(8) 0.032(19) Uiso 1 1 d . . . H1C H 0.882(8) 0.1083(16) 0.767(7) 0.012(14) Uiso 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 B1 0.015(3) 0.020(3) 0.013(3) 0.006(2) 0.004(2) 0.003(2) N1 0.018(2) 0.020(2) 0.010(2) -0.0002(18) 0.0063(18) 0.0034(18) F12 0.0308(19) 0.0250(17) 0.0170(17) 0.0054(13) 0.0083(14) -0.0004(14) F13 0.057(3) 0.027(2) 0.037(2) 0.0000(17) 0.020(2) -0.0175(18) F14 0.057(3) 0.031(2) 0.034(2) -0.0148(17) 0.006(2) -0.0167(19) F15 0.059(3) 0.037(2) 0.0162(18) -0.0065(16) 0.0036(18) -0.0053(19) F16 0.059(3) 0.0245(18) 0.0156(17) 0.0022(14) 0.0117(17) -0.0085(17) F22 0.0155(16) 0.0326(19) 0.0196(17) -0.0065(14) 0.0026(13) -0.0030(14) F23 0.0229(19) 0.047(2) 0.0200(18) -0.0177(16) 0.0015(14) 0.0009(16) F24 0.0268(19) 0.050(2) 0.0150(17) -0.0056(16) 0.0087(14) 0.0086(17) F25 0.0139(16) 0.050(2) 0.0190(17) -0.0013(16) 0.0092(13) 0.0011(15) F26 0.0162(16) 0.0319(18) 0.0167(16) -0.0055(14) 0.0050(13) -0.0036(14) F32 0.0195(17) 0.0278(18) 0.0242(18) 0.0003(14) 0.0084(14) -0.0013(14) F33 0.038(2) 0.033(2) 0.046(3) 0.0089(18) 0.0108(19) -0.0150(17) F34 0.054(3) 0.0240(19) 0.035(2) 0.0137(16) 0.0006(19) -0.0090(18) F35 0.038(2) 0.027(2) 0.036(2) 0.0066(16) -0.0080(18) 0.0076(16) F36 0.0207(17) 0.0270(18) 0.034(2) 0.0065(15) 0.0033(15) -0.0011(14) C11 0.018(3) 0.020(3) 0.009(2) -0.002(2) 0.008(2) -0.001(2) C12 0.020(3) 0.022(3) 0.014(3) 0.003(2) 0.007(2) 0.001(2) C13 0.029(3) 0.017(3) 0.028(3) 0.000(2) 0.008(3) -0.003(2) C14 0.027(3) 0.021(3) 0.030(3) -0.012(2) 0.006(3) -0.008(2) C15 0.031(3) 0.029(3) 0.012(3) -0.005(2) 0.007(2) -0.002(3) C16 0.031(3) 0.020(3) 0.014(3) 0.000(2) 0.009(2) -0.001(2) C21 0.016(3) 0.016(2) 0.016(3) 0.000(2) 0.000(2) 0.000(2) C22 0.014(3) 0.025(3) 0.014(3) -0.001(2) 0.007(2) 0.003(2) C23 0.021(3) 0.023(3) 0.018(3) -0.002(2) -0.002(2) 0.006(2) C24 0.025(3) 0.031(3) 0.010(3) 0.002(2) 0.008(2) 0.007(2) C25 0.016(3) 0.028(3) 0.016(3) 0.006(2) 0.008(2) 0.002(2) C26 0.013(2) 0.020(3) 0.011(2) 0.002(2) 0.0035(19) 0.000(2) C31 0.025(3) 0.019(3) 0.007(2) -0.0037(19) 0.009(2) 0.000(2) C32 0.019(3) 0.026(3) 0.010(2) -0.002(2) 0.002(2) 0.000(2) C33 0.030(3) 0.024(3) 0.024(3) -0.001(2) 0.008(3) -0.009(2) C34 0.045(4) 0.019(3) 0.011(3) 0.001(2) 0.001(2) -0.005(3) C35 0.033(3) 0.021(3) 0.011(3) 0.001(2) -0.003(2) 0.003(2) C36 0.023(3) 0.021(3) 0.013(3) -0.001(2) 0.001(2) -0.003(2) N41 0.031(3) 0.039(3) 0.024(3) -0.001(2) 0.016(2) -0.006(2) C42 0.047(4) 0.034(4) 0.034(4) -0.003(3) 0.025(3) -0.014(3) C43 0.045(4) 0.046(4) 0.042(4) -0.020(3) 0.016(4) -0.021(4) N44 0.039(3) 0.043(3) 0.035(3) -0.009(3) 0.023(3) -0.011(3) C45 0.029(3) 0.036(4) 0.023(3) -0.001(3) 0.009(3) -0.005(3) C46 0.026(3) 0.034(3) 0.021(3) -0.005(2) 0.011(2) -0.009(3) N51 0.041(3) 0.022(3) 0.030(3) 0.000(2) 0.003(3) 0.005(2) C52 0.037(4) 0.021(3) 0.038(4) 0.008(3) 0.008(3) -0.002(3) C53 0.033(4) 0.027(3) 0.030(4) 0.005(3) 0.007(3) 0.002(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 B1 N1 1.594(7) . ? B1 C31 1.640(8) . ? B1 C21 1.650(8) . ? B1 C11 1.653(8) . ? N1 H1A 0.96(7) . ? N1 H1B 1.02(7) . ? N1 H1C 0.92(6) . ? F12 C12 1.359(6) . ? F13 C13 1.354(7) . ? F14 C14 1.347(7) . ? F15 C15 1.341(6) . ? F16 C16 1.347(6) . ? F22 C22 1.364(6) . ? F23 C23 1.338(7) . ? F24 C24 1.332(6) . ? F25 C25 1.338(6) . ? F26 C26 1.361(6) . ? F32 C32 1.357(6) . ? F33 C33 1.335(7) . ? F34 C34 1.339(7) . ? F35 C35 1.342(7) . ? F36 C36 1.360(7) . ? C11 C16 1.381(7) . ? C11 C12 1.381(7) . ? C12 C13 1.377(8) . ? C13 C14 1.359(9) . ? C14 C15 1.371(9) . ? C15 C16 1.390(8) . ? C21 C26 1.381(7) . ? C21 C22 1.392(7) . ? C22 C23 1.378(8) . ? C23 C24 1.375(8) . ? C24 C25 1.379(8) . ? C25 C26 1.379(7) . ? C31 C36 1.386(8) . ? C31 C32 1.386(8) . ? C32 C33 1.382(8) . ? C33 C34 1.374(9) . ? C34 C35 1.376(9) . ? C35 C36 1.370(8) . ? N41 C46 1.318(8) . ? N41 C42 1.326(8) . ? C42 C43 1.380(10) . ? C42 H42 0.9300 . ? C43 N44 1.342(9) . ? C43 H43 0.9300 . ? N44 C45 1.319(8) . ? C45 C46 1.399(8) . ? C45 H45 0.9300 . ? C46 H46 0.9300 . ? N51 C53 1.325(8) . ? N51 C52 1.327(9) . ? C52 C53 1.378(9) 3_757 ? C52 H52 0.9300 . ? C53 C52 1.378(9) 3_757 ? C53 H53 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 B1 C31 111.9(4) . . ? N1 B1 C21 108.8(4) . . ? C31 B1 C21 104.0(4) . . ? N1 B1 C11 103.7(4) . . ? C31 B1 C11 114.1(4) . . ? C21 B1 C11 114.5(4) . . ? B1 N1 H1C 107(4) . . ? B1 N1 H1A 118(4) . . ? H1C N1 H1A 110(5) . . ? B1 N1 H1B 114(4) . . ? H1C N1 H1B 111(5) . . ? H1A N1 H1B 98(5) . . ? C16 C11 C12 113.9(5) . . ? C16 C11 B1 124.8(5) . . ? C12 C11 B1 121.0(5) . . ? F12 C12 C13 116.1(5) . . ? F12 C12 C11 119.8(5) . . ? C13 C12 C11 124.0(5) . . ? F13 C13 C14 119.7(5) . . ? F13 C13 C12 120.6(5) . . ? C14 C13 C12 119.7(5) . . ? F14 C14 C13 120.6(6) . . ? F14 C14 C15 119.9(6) . . ? C13 C14 C15 119.4(5) . . ? F15 C15 C14 120.7(5) . . ? F15 C15 C16 120.1(5) . . ? C14 C15 C16 119.1(5) . . ? F16 C16 C11 120.9(5) . . ? F16 C16 C15 115.4(5) . . ? C11 C16 C15 123.7(5) . . ? C26 C21 C22 112.9(5) . . ? C26 C21 B1 127.7(5) . . ? C22 C21 B1 118.7(5) . . ? F22 C22 C23 115.7(5) . . ? F22 C22 C21 119.0(5) . . ? C23 C22 C21 125.3(5) . . ? F23 C23 C24 120.1(5) . . ? F23 C23 C22 121.0(5) . . ? C24 C23 C22 118.9(5) . . ? F24 C24 C23 121.7(5) . . ? F24 C24 C25 119.7(5) . . ? C23 C24 C25 118.6(5) . . ? F25 C25 C24 119.4(5) . . ? F25 C25 C26 120.5(5) . . ? C24 C25 C26 120.1(5) . . ? F26 C26 C25 114.5(5) . . ? F26 C26 C21 121.3(5) . . ? C25 C26 C21 124.2(5) . . ? C36 C31 C32 113.5(5) . . ? C36 C31 B1 119.8(5) . . ? C32 C31 B1 126.4(5) . . ? F32 C32 C33 115.5(5) . . ? F32 C32 C31 120.7(5) . . ? C33 C32 C31 123.8(5) . . ? F33 C33 C34 119.2(5) . . ? F33 C33 C32 121.1(6) . . ? C34 C33 C32 119.7(6) . . ? F34 C34 C33 120.9(6) . . ? F34 C34 C35 120.0(6) . . ? C33 C34 C35 119.0(5) . . ? F35 C35 C36 120.8(6) . . ? F35 C35 C34 120.1(5) . . ? C36 C35 C34 119.1(6) . . ? F36 C36 C35 116.9(5) . . ? F36 C36 C31 118.2(5) . . ? C35 C36 C31 124.9(6) . . ? C46 N41 C42 116.3(6) . . ? N41 C42 C43 121.8(6) . . ? N41 C42 H42 119.1 . . ? C43 C42 H42 119.1 . . ? N44 C43 C42 122.6(6) . . ? N44 C43 H43 118.7 . . ? C42 C43 H43 118.7 . . ? C45 N44 C43 115.0(6) . . ? N44 C45 C46 122.5(6) . . ? N44 C45 H45 118.8 . . ? C46 C45 H45 118.8 . . ? N41 C46 C45 121.9(6) . . ? N41 C46 H46 119.1 . . ? C45 C46 H46 119.1 . . ? C53 N51 C52 115.7(6) . . ? N51 C52 C53 122.3(6) . 3_757 ? N51 C52 H52 118.9 . . ? C53 C52 H52 118.9 3_757 . ? N51 C53 C52 122.0(6) . 3_757 ? N51 C53 H53 119.0 . . ? C52 C53 H53 119.0 3_757 . ? 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 N1 B1 C11 C16 -102.7(6) . . . . ? C31 B1 C11 C16 19.3(8) . . . . ? C21 B1 C11 C16 138.9(5) . . . . ? N1 B1 C11 C12 70.3(6) . . . . ? C31 B1 C11 C12 -167.7(5) . . . . ? C21 B1 C11 C12 -48.0(7) . . . . ? C16 C11 C12 F12 176.5(5) . . . . ? B1 C11 C12 F12 2.7(8) . . . . ? C16 C11 C12 C13 -2.8(8) . . . . ? B1 C11 C12 C13 -176.5(5) . . . . ? F12 C12 C13 F13 1.7(8) . . . . ? C11 C12 C13 F13 -179.1(5) . . . . ? F12 C12 C13 C14 -178.9(5) . . . . ? C11 C12 C13 C14 0.3(9) . . . . ? F13 C13 C14 F14 -0.6(10) . . . . ? C12 C13 C14 F14 -180.0(6) . . . . ? F13 C13 C14 C15 -178.9(6) . . . . ? C12 C13 C14 C15 1.7(10) . . . . ? F14 C14 C15 F15 -1.4(10) . . . . ? C13 C14 C15 F15 176.9(6) . . . . ? F14 C14 C15 C16 -179.4(6) . . . . ? C13 C14 C15 C16 -1.1(10) . . . . ? C12 C11 C16 F16 -175.9(5) . . . . ? B1 C11 C16 F16 -2.4(9) . . . . ? C12 C11 C16 C15 3.4(9) . . . . ? B1 C11 C16 C15 176.8(6) . . . . ? F15 C15 C16 F16 -0.3(9) . . . . ? C14 C15 C16 F16 177.7(6) . . . . ? F15 C15 C16 C11 -179.6(6) . . . . ? C14 C15 C16 C11 -1.6(10) . . . . ? N1 B1 C21 C26 -135.9(6) . . . . ? C31 B1 C21 C26 104.7(6) . . . . ? C11 B1 C21 C26 -20.5(8) . . . . ? N1 B1 C21 C22 54.8(6) . . . . ? C31 B1 C21 C22 -64.6(6) . . . . ? C11 B1 C21 C22 170.2(5) . . . . ? C26 C21 C22 F22 -177.5(5) . . . . ? B1 C21 C22 F22 -6.7(7) . . . . ? C26 C21 C22 C23 1.4(8) . . . . ? B1 C21 C22 C23 172.2(5) . . . . ? F22 C22 C23 F23 -1.9(8) . . . . ? C21 C22 C23 F23 179.2(5) . . . . ? F22 C22 C23 C24 177.7(5) . . . . ? C21 C22 C23 C24 -1.2(9) . . . . ? F23 C23 C24 F24 1.9(9) . . . . ? C22 C23 C24 F24 -177.8(5) . . . . ? F23 C23 C24 C25 -179.1(5) . . . . ? C22 C23 C24 C25 1.3(8) . . . . ? F24 C24 C25 F25 -2.2(8) . . . . ? C23 C24 C25 F25 178.7(5) . . . . ? F24 C24 C25 C26 177.3(5) . . . . ? C23 C24 C25 C26 -1.8(8) . . . . ? F25 C25 C26 F26 2.0(7) . . . . ? C24 C25 C26 F26 -177.5(5) . . . . ? F25 C25 C26 C21 -178.3(5) . . . . ? C24 C25 C26 C21 2.1(9) . . . . ? C22 C21 C26 F26 177.8(5) . . . . ? B1 C21 C26 F26 8.0(8) . . . . ? C22 C21 C26 C25 -1.8(8) . . . . ? B1 C21 C26 C25 -171.6(5) . . . . ? N1 B1 C31 C36 179.4(5) . . . . ? C21 B1 C31 C36 -63.3(6) . . . . ? C11 B1 C31 C36 62.1(6) . . . . ? N1 B1 C31 C32 -7.6(7) . . . . ? C21 B1 C31 C32 109.7(6) . . . . ? C11 B1 C31 C32 -124.9(6) . . . . ? C36 C31 C32 F32 178.4(5) . . . . ? B1 C31 C32 F32 5.0(8) . . . . ? C36 C31 C32 C33 -2.0(8) . . . . ? B1 C31 C32 C33 -175.4(5) . . . . ? F32 C32 C33 F33 2.0(8) . . . . ? C31 C32 C33 F33 -177.6(5) . . . . ? F32 C32 C33 C34 -179.8(5) . . . . ? C31 C32 C33 C34 0.6(9) . . . . ? F33 C33 C34 F34 -0.4(9) . . . . ? C32 C33 C34 F34 -178.6(5) . . . . ? F33 C33 C34 C35 179.6(5) . . . . ? C32 C33 C34 C35 1.4(9) . . . . ? F34 C34 C35 F35 -0.2(9) . . . . ? C33 C34 C35 F35 179.8(5) . . . . ? F34 C34 C35 C36 178.2(5) . . . . ? C33 C34 C35 C36 -1.8(9) . . . . ? F35 C35 C36 F36 0.1(8) . . . . ? C34 C35 C36 F36 -178.3(5) . . . . ? F35 C35 C36 C31 178.6(5) . . . . ? C34 C35 C36 C31 0.3(9) . . . . ? C32 C31 C36 F36 -179.9(5) . . . . ? B1 C31 C36 F36 -6.0(7) . . . . ? C32 C31 C36 C35 1.6(8) . . . . ? B1 C31 C36 C35 175.5(5) . . . . ? C46 N41 C42 C43 -1.5(11) . . . . ? N41 C42 C43 N44 1.5(13) . . . . ? C42 C43 N44 C45 -0.5(11) . . . . ? C43 N44 C45 C46 -0.3(10) . . . . ? C42 N41 C46 C45 0.7(10) . . . . ? N44 C45 C46 N41 0.3(11) . . . . ? C53 N51 C52 C53 -1.1(11) . . . 3_757 ? C52 N51 C53 C52 1.1(11) . . . 3_757 ? 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 N1 H1A N51 0.96(7) 2.15(7) 3.035(7) 152(6) . N1 H1B F22 1.02(7) 2.12(7) 2.811(6) 123(5) . N1 H1B F32 1.02(7) 2.39(7) 2.691(6) 96(4) . N1 H1C N41 0.92(6) 2.18(6) 3.093(7) 171(5) . N1 H1B F25 1.02(7) 2.10(7) 3.048(6) 154(6) 1_655 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.465 _refine_diff_density_min -0.415 _refine_diff_density_rms 0.095 #===END data_8b _database_code_depnum_ccdc_archive 'CCDC 688052' _chemical_name_systematic ; ? ; _chemical_name_common AnnaF1a _chemical_melting_point ? _chemical_formula_structural {(C6F5)3B-NH3}.N2C4H4.CH2Cl2 _chemical_formula_moiety 'C18 H3 B F15 N, C4 H4 N2, C H2 Cl2' _chemical_formula_sum 'C23 H9 B Cl2 F15 N3' _chemical_formula_weight 694.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y+1/2, z+1/2' '-x, -y, -z' '-x, y-1/2, -z-1/2' _cell_length_a 7.7724(9) _cell_length_b 29.639(3) _cell_length_c 11.8275(7) _cell_angle_alpha 90.00 _cell_angle_beta 110.192(8) _cell_angle_gamma 90.00 _cell_volume 2557.2(4) _cell_formula_units_Z 4 _cell_measurement_temperature 140(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.803 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 0.385 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.948 _exptl_absorpt_correction_T_max 0.973 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28c4 beta Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur 3/CCD' _diffrn_measurement_method 'Thin slice \f and \w scans' _diffrn_detector_area_resol_mean 16.0050 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25421 _diffrn_reflns_av_R_equivalents 0.0921 _diffrn_reflns_av_sigmaI/netI 0.0669 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.45 _diffrn_reflns_theta_max 22.50 _reflns_number_total 3336 _reflns_number_gt 2289 _reflns_threshold_expression I>2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.28c4 beta ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28c4 beta ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28c4 beta ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997b)' _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^)+(0.0575P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3336 _refine_ls_number_parameters 409 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0933 _refine_ls_R_factor_gt 0.0489 _refine_ls_wR_factor_ref 0.1109 _refine_ls_wR_factor_gt 0.0977 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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 C5 C 0.2034(8) 0.0435(2) 0.5778(6) 0.0695(19) Uani 1 1 d . . . H5A H 0.2157 0.0110 0.5835 0.083 Uiso 1 1 calc R . . H5B H 0.1490 0.0534 0.6361 0.083 Uiso 1 1 calc R . . Cl51 Cl 0.4198(2) 0.06798(6) 0.61169(14) 0.0646(5) Uani 1 1 d . . . Cl52 Cl 0.0599(2) 0.05831(6) 0.43318(15) 0.0773(6) Uani 1 1 d . . . B1 B 0.3553(7) 0.38181(17) 0.6667(4) 0.0193(12) Uani 1 1 d . . . C11 C 0.5001(6) 0.36637(14) 0.7989(4) 0.0184(10) Uani 1 1 d . . . C12 C 0.5330(6) 0.32088(15) 0.8238(4) 0.0240(11) Uani 1 1 d . . . F12 F 0.4520(3) 0.28996(8) 0.7364(2) 0.0341(7) Uani 1 1 d . . . C13 C 0.6449(6) 0.30356(15) 0.9313(4) 0.0242(11) Uani 1 1 d . . . F13 F 0.6666(4) 0.25881(9) 0.9491(2) 0.0435(8) Uani 1 1 d . . . C14 C 0.7337(6) 0.33253(17) 1.0231(4) 0.0270(12) Uani 1 1 d . . . F14 F 0.8426(4) 0.31626(9) 1.1292(2) 0.0405(8) Uani 1 1 d . . . C15 C 0.7089(6) 0.37785(16) 1.0041(4) 0.0282(12) Uani 1 1 d . . . F15 F 0.7965(4) 0.40685(9) 1.0928(2) 0.0434(8) Uani 1 1 d . . . C16 C 0.5944(6) 0.39358(14) 0.8941(4) 0.0226(11) Uani 1 1 d . . . F16 F 0.5779(3) 0.43902(8) 0.8849(2) 0.0348(7) Uani 1 1 d . . . C21 C 0.3073(6) 0.43587(14) 0.6562(3) 0.0167(10) Uani 1 1 d . . . C22 C 0.4353(6) 0.46637(14) 0.6429(4) 0.0193(11) Uani 1 1 d . . . F22 F 0.6012(3) 0.45085(8) 0.6470(2) 0.0268(6) Uani 1 1 d . . . C23 C 0.4077(6) 0.51175(14) 0.6296(4) 0.0223(11) Uani 1 1 d . . . F23 F 0.5392(3) 0.53902(8) 0.6176(2) 0.0319(7) Uani 1 1 d . . . C24 C 0.2469(6) 0.52982(14) 0.6313(4) 0.0254(12) Uani 1 1 d . . . F24 F 0.2168(4) 0.57435(8) 0.6194(3) 0.0405(8) Uani 1 1 d . . . C25 C 0.1143(6) 0.50191(15) 0.6451(4) 0.0248(11) Uani 1 1 d . . . F25 F -0.0434(3) 0.51890(8) 0.6487(3) 0.0409(8) Uani 1 1 d . . . C26 C 0.1476(6) 0.45620(14) 0.6562(4) 0.0210(11) Uani 1 1 d . . . F26 F 0.0085(3) 0.43078(8) 0.6672(2) 0.0320(7) Uani 1 1 d . . . C31 C 0.4194(5) 0.36768(13) 0.5534(4) 0.0169(10) Uani 1 1 d . . . C32 C 0.2937(5) 0.36820(13) 0.4369(4) 0.0158(10) Uani 1 1 d . . . F32 F 0.1187(3) 0.38063(8) 0.4180(2) 0.0243(6) Uani 1 1 d . . . C33 C 0.3335(6) 0.35642(14) 0.3353(4) 0.0220(11) Uani 1 1 d . . . F33 F 0.2014(3) 0.35752(9) 0.2269(2) 0.0338(7) Uani 1 1 d . . . C34 C 0.5072(6) 0.34351(14) 0.3482(4) 0.0225(11) Uani 1 1 d . . . F34 F 0.5511(3) 0.33195(9) 0.2516(2) 0.0372(7) Uani 1 1 d . . . C35 C 0.6389(6) 0.34305(14) 0.4609(4) 0.0207(11) Uani 1 1 d . . . F35 F 0.8115(3) 0.33120(8) 0.4736(2) 0.0310(7) Uani 1 1 d . . . C36 C 0.5928(5) 0.35479(14) 0.5591(4) 0.0175(10) Uani 1 1 d . . . F36 F 0.7339(3) 0.35349(8) 0.6658(2) 0.0293(6) Uani 1 1 d . . . N1 N 0.1707(6) 0.35366(15) 0.6480(4) 0.0177(9) Uani 1 1 d . . . C42 C 0.2003(6) 0.31152(15) 0.9748(4) 0.0262(11) Uani 1 1 d . . . H41 H 0.2554 0.3384 1.0095 0.031 Uiso 1 1 calc R . . C43 C 0.2090(6) 0.27488(15) 1.0457(4) 0.0289(12) Uani 1 1 d . . . H42 H 0.2714 0.2777 1.1281 0.035 Uiso 1 1 calc R . . N44 N 0.1333(5) 0.23511(12) 1.0041(3) 0.0251(9) Uani 1 1 d . . . C45 C 0.0455(6) 0.23366(15) 0.8860(4) 0.0236(11) Uani 1 1 d . . . H44 H -0.0120 0.2070 0.8514 0.028 Uiso 1 1 calc R . . C46 C 0.0367(6) 0.27018(15) 0.8135(4) 0.0271(12) Uani 1 1 d . . . H45 H -0.0258 0.2673 0.7311 0.033 Uiso 1 1 calc R . . N41 N 0.1134(5) 0.30939(12) 0.8553(3) 0.0276(10) Uani 1 1 d . . . H1A H 0.146(6) 0.3505(14) 0.716(4) 0.024(14) Uiso 1 1 d . . . H1C H 0.066(7) 0.3644(16) 0.594(5) 0.042(16) Uiso 1 1 d . . . H1B H 0.168(5) 0.3282(16) 0.620(4) 0.015(14) Uiso 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 C5 0.066(4) 0.071(5) 0.063(5) 0.013(4) 0.012(4) -0.001(4) Cl51 0.0586(10) 0.0812(12) 0.0560(10) 0.0181(9) 0.0222(8) 0.0003(9) Cl52 0.0707(12) 0.0968(14) 0.0556(11) 0.0049(10) 0.0106(9) 0.0007(10) B1 0.018(3) 0.020(3) 0.020(3) 0.001(2) 0.006(2) -0.001(2) C11 0.023(3) 0.015(3) 0.019(3) 0.001(2) 0.009(2) -0.002(2) C12 0.025(3) 0.021(3) 0.022(3) -0.002(2) 0.003(2) -0.001(2) F12 0.0422(17) 0.0184(15) 0.0300(16) 0.0000(13) -0.0023(14) 0.0013(12) C13 0.023(3) 0.015(3) 0.033(3) 0.008(2) 0.008(2) 0.005(2) F13 0.0510(18) 0.0251(17) 0.0444(18) 0.0105(14) 0.0038(15) 0.0106(14) C14 0.021(3) 0.035(3) 0.020(3) 0.010(2) 0.000(2) 0.003(2) F14 0.0375(17) 0.0481(19) 0.0248(16) 0.0135(14) -0.0036(14) 0.0090(14) C15 0.029(3) 0.034(3) 0.017(3) -0.006(2) 0.002(2) -0.005(2) F15 0.0470(18) 0.0439(19) 0.0231(16) -0.0063(14) -0.0087(14) -0.0023(14) C16 0.026(3) 0.014(3) 0.026(3) 0.003(2) 0.007(2) 0.002(2) F16 0.0451(17) 0.0224(16) 0.0262(16) -0.0031(12) -0.0013(13) -0.0031(13) C21 0.018(2) 0.022(3) 0.009(2) -0.0007(19) 0.004(2) -0.002(2) C22 0.014(3) 0.022(3) 0.022(3) 0.001(2) 0.007(2) 0.003(2) F22 0.0235(15) 0.0202(14) 0.0397(16) -0.0015(12) 0.0148(12) -0.0023(12) C23 0.025(3) 0.018(3) 0.024(3) 0.004(2) 0.008(2) -0.005(2) F23 0.0324(16) 0.0211(15) 0.0464(18) 0.0043(13) 0.0188(14) -0.0053(12) C24 0.031(3) 0.008(3) 0.034(3) 0.004(2) 0.008(2) 0.003(2) F24 0.0390(17) 0.0181(16) 0.066(2) 0.0061(14) 0.0201(15) 0.0037(13) C25 0.021(3) 0.022(3) 0.032(3) 0.001(2) 0.010(2) 0.009(2) F25 0.0312(16) 0.0240(15) 0.072(2) 0.0022(14) 0.0231(15) 0.0118(13) C26 0.024(3) 0.018(3) 0.023(3) -0.001(2) 0.011(2) -0.007(2) F26 0.0266(15) 0.0232(15) 0.0516(18) 0.0011(13) 0.0205(14) 0.0010(12) C31 0.017(3) 0.009(2) 0.023(3) 0.0033(19) 0.005(2) -0.0006(19) C32 0.012(2) 0.012(2) 0.024(3) 0.003(2) 0.007(2) 0.0021(19) F32 0.0179(14) 0.0341(15) 0.0200(14) 0.0040(11) 0.0052(12) 0.0057(12) C33 0.025(3) 0.021(3) 0.017(3) -0.002(2) 0.003(2) -0.003(2) F33 0.0269(15) 0.0536(19) 0.0185(15) -0.0081(13) 0.0049(13) -0.0038(13) C34 0.027(3) 0.019(3) 0.029(3) -0.008(2) 0.019(3) -0.003(2) F34 0.0339(16) 0.0484(18) 0.0348(17) -0.0192(14) 0.0188(14) -0.0064(13) C35 0.017(3) 0.014(3) 0.032(3) -0.006(2) 0.010(2) -0.002(2) F35 0.0192(15) 0.0328(16) 0.0438(17) -0.0129(13) 0.0145(13) 0.0004(12) C36 0.013(2) 0.014(2) 0.019(3) -0.001(2) -0.003(2) -0.0043(19) F36 0.0209(14) 0.0339(16) 0.0294(16) 0.0021(13) 0.0040(13) 0.0040(12) N1 0.023(3) 0.014(2) 0.015(2) -0.001(2) 0.005(2) -0.0036(19) C42 0.037(3) 0.018(3) 0.023(3) 0.000(2) 0.010(2) -0.004(2) C43 0.040(3) 0.023(3) 0.017(3) -0.002(2) 0.002(2) -0.001(2) N44 0.027(2) 0.022(2) 0.023(2) -0.0006(19) 0.0057(19) -0.0048(18) C45 0.029(3) 0.021(3) 0.020(3) -0.006(2) 0.007(2) -0.005(2) C46 0.035(3) 0.030(3) 0.014(3) 0.001(2) 0.005(2) -0.010(2) N41 0.033(2) 0.024(2) 0.027(2) 0.0015(19) 0.011(2) -0.0030(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C5 Cl52 1.745(6) . ? C5 Cl51 1.747(6) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? B1 N1 1.608(6) . ? B1 C31 1.637(6) . ? B1 C21 1.640(6) . ? B1 C11 1.645(6) . ? C11 C16 1.374(6) . ? C11 C12 1.385(6) . ? C12 F12 1.362(5) . ? C12 C13 1.369(6) . ? C13 F13 1.344(5) . ? C13 C14 1.370(6) . ? C14 F14 1.338(5) . ? C14 C15 1.365(6) . ? C15 F15 1.345(5) . ? C15 C16 1.379(6) . ? C16 F16 1.354(5) . ? C21 C26 1.380(6) . ? C21 C22 1.392(6) . ? C22 F22 1.354(4) . ? C22 C23 1.363(6) . ? C23 F23 1.349(5) . ? C23 C24 1.366(6) . ? C24 F24 1.339(5) . ? C24 C25 1.375(6) . ? C25 F25 1.339(5) . ? C25 C26 1.377(6) . ? C26 F26 1.361(5) . ? C31 C36 1.381(6) . ? C31 C32 1.387(6) . ? C32 F32 1.351(4) . ? C32 C33 1.385(6) . ? C33 F33 1.339(5) . ? C33 C34 1.360(6) . ? C34 F34 1.345(5) . ? C34 C35 1.371(6) . ? C35 F35 1.344(5) . ? C35 C36 1.373(6) . ? C36 F36 1.357(4) . ? N1 H1A 0.89(5) . ? N1 H1C 0.90(5) . ? N1 H1B 0.82(5) . ? C42 N41 1.341(6) . ? C42 C43 1.360(6) . ? C42 H41 0.9300 . ? C43 N44 1.333(5) . ? C43 H42 0.9300 . ? N44 C45 1.327(5) . ? C45 C46 1.368(6) . ? C45 H44 0.9300 . ? C46 N41 1.322(5) . ? C46 H45 0.9300 . ? 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 Cl52 C5 Cl51 111.0(4) . . ? Cl52 C5 H5A 109.4 . . ? Cl51 C5 H5A 109.4 . . ? Cl52 C5 H5B 109.4 . . ? Cl51 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? N1 B1 C31 105.3(4) . . ? N1 B1 C21 109.2(4) . . ? C31 B1 C21 108.3(3) . . ? N1 B1 C11 105.8(4) . . ? C31 B1 C11 113.9(4) . . ? C21 B1 C11 114.0(4) . . ? C16 C11 C12 112.9(4) . . ? C16 C11 B1 127.8(4) . . ? C12 C11 B1 119.2(4) . . ? F12 C12 C13 115.6(4) . . ? F12 C12 C11 119.4(4) . . ? C13 C12 C11 125.1(4) . . ? F13 C13 C12 121.4(4) . . ? F13 C13 C14 119.5(4) . . ? C12 C13 C14 119.1(4) . . ? F14 C14 C15 121.1(4) . . ? F14 C14 C13 120.0(4) . . ? C15 C14 C13 118.9(4) . . ? F15 C15 C14 119.7(4) . . ? F15 C15 C16 120.5(4) . . ? C14 C15 C16 119.8(4) . . ? F16 C16 C11 120.6(4) . . ? F16 C16 C15 115.2(4) . . ? C11 C16 C15 124.3(4) . . ? C26 C21 C22 113.2(4) . . ? C26 C21 B1 127.4(4) . . ? C22 C21 B1 119.4(4) . . ? F22 C22 C23 116.7(4) . . ? F22 C22 C21 118.9(4) . . ? C23 C22 C21 124.3(4) . . ? F23 C23 C22 120.6(4) . . ? F23 C23 C24 119.8(4) . . ? C22 C23 C24 119.6(4) . . ? F24 C24 C23 120.8(4) . . ? F24 C24 C25 119.6(4) . . ? C23 C24 C25 119.5(4) . . ? F25 C25 C24 120.6(4) . . ? F25 C25 C26 120.7(4) . . ? C24 C25 C26 118.6(4) . . ? F26 C26 C25 115.1(4) . . ? F26 C26 C21 120.2(4) . . ? C25 C26 C21 124.7(4) . . ? C36 C31 C32 113.1(4) . . ? C36 C31 B1 126.8(4) . . ? C32 C31 B1 120.1(4) . . ? F32 C32 C33 116.0(4) . . ? F32 C32 C31 119.4(4) . . ? C33 C32 C31 124.6(4) . . ? F33 C33 C34 121.2(4) . . ? F33 C33 C32 119.8(4) . . ? C34 C33 C32 119.0(4) . . ? F34 C34 C33 120.6(4) . . ? F34 C34 C35 120.0(4) . . ? C33 C34 C35 119.4(4) . . ? F35 C35 C34 119.5(4) . . ? F35 C35 C36 120.8(4) . . ? C34 C35 C36 119.6(4) . . ? F36 C36 C35 114.6(4) . . ? F36 C36 C31 121.0(4) . . ? C35 C36 C31 124.4(4) . . ? B1 N1 H1A 113(3) . . ? B1 N1 H1C 118(3) . . ? H1A N1 H1C 104(4) . . ? B1 N1 H1B 116(3) . . ? H1A N1 H1B 106(4) . . ? H1C N1 H1B 99(4) . . ? N41 C42 C43 120.8(4) . . ? N41 C42 H41 119.6 . . ? C43 C42 H41 119.6 . . ? N44 C43 C42 123.8(4) . . ? N44 C43 H42 118.1 . . ? C42 C43 H42 118.1 . . ? C45 N44 C43 114.8(4) . . ? N44 C45 C46 122.0(4) . . ? N44 C45 H44 119.0 . . ? C46 C45 H44 119.0 . . ? N41 C46 C45 122.8(4) . . ? N41 C46 H45 118.6 . . ? C45 C46 H45 118.6 . . ? C46 N41 C42 115.7(4) . . ? 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 N1 B1 C11 C16 -126.2(5) . . . . ? C31 B1 C11 C16 118.7(5) . . . . ? C21 B1 C11 C16 -6.3(6) . . . . ? N1 B1 C11 C12 51.9(5) . . . . ? C31 B1 C11 C12 -63.3(5) . . . . ? C21 B1 C11 C12 171.8(4) . . . . ? C16 C11 C12 F12 -178.4(4) . . . . ? B1 C11 C12 F12 3.2(6) . . . . ? C16 C11 C12 C13 0.7(7) . . . . ? B1 C11 C12 C13 -177.6(4) . . . . ? F12 C12 C13 F13 -2.2(6) . . . . ? C11 C12 C13 F13 178.6(4) . . . . ? F12 C12 C13 C14 179.0(4) . . . . ? C11 C12 C13 C14 -0.2(7) . . . . ? F13 C13 C14 F14 0.7(7) . . . . ? C12 C13 C14 F14 179.5(4) . . . . ? F13 C13 C14 C15 -179.3(4) . . . . ? C12 C13 C14 C15 -0.5(7) . . . . ? F14 C14 C15 F15 0.7(7) . . . . ? C13 C14 C15 F15 -179.3(4) . . . . ? F14 C14 C15 C16 -179.4(4) . . . . ? C13 C14 C15 C16 0.6(7) . . . . ? C12 C11 C16 F16 180.0(4) . . . . ? B1 C11 C16 F16 -1.9(7) . . . . ? C12 C11 C16 C15 -0.6(7) . . . . ? B1 C11 C16 C15 177.5(4) . . . . ? F15 C15 C16 F16 -0.6(6) . . . . ? C14 C15 C16 F16 179.4(4) . . . . ? F15 C15 C16 C11 179.9(4) . . . . ? C14 C15 C16 C11 0.0(7) . . . . ? N1 B1 C21 C26 12.4(6) . . . . ? C31 B1 C21 C26 126.5(4) . . . . ? C11 B1 C21 C26 -105.6(5) . . . . ? N1 B1 C21 C22 -166.0(4) . . . . ? C31 B1 C21 C22 -51.9(5) . . . . ? C11 B1 C21 C22 76.0(5) . . . . ? C26 C21 C22 F22 177.1(4) . . . . ? B1 C21 C22 F22 -4.3(6) . . . . ? C26 C21 C22 C23 -0.8(6) . . . . ? B1 C21 C22 C23 177.9(4) . . . . ? F22 C22 C23 F23 1.9(6) . . . . ? C21 C22 C23 F23 179.8(4) . . . . ? F22 C22 C23 C24 -176.6(4) . . . . ? C21 C22 C23 C24 1.3(7) . . . . ? F23 C23 C24 F24 1.0(6) . . . . ? C22 C23 C24 F24 179.5(4) . . . . ? F23 C23 C24 C25 -179.2(4) . . . . ? C22 C23 C24 C25 -0.7(7) . . . . ? F24 C24 C25 F25 -1.1(7) . . . . ? C23 C24 C25 F25 179.1(4) . . . . ? F24 C24 C25 C26 179.5(4) . . . . ? C23 C24 C25 C26 -0.3(7) . . . . ? F25 C25 C26 F26 1.8(6) . . . . ? C24 C25 C26 F26 -178.9(4) . . . . ? F25 C25 C26 C21 -178.5(4) . . . . ? C24 C25 C26 C21 0.9(7) . . . . ? C22 C21 C26 F26 179.4(4) . . . . ? B1 C21 C26 F26 0.9(6) . . . . ? C22 C21 C26 C25 -0.4(6) . . . . ? B1 C21 C26 C25 -178.9(4) . . . . ? N1 B1 C31 C36 -131.8(4) . . . . ? C21 B1 C31 C36 111.5(4) . . . . ? C11 B1 C31 C36 -16.4(6) . . . . ? N1 B1 C31 C32 48.6(5) . . . . ? C21 B1 C31 C32 -68.1(5) . . . . ? C11 B1 C31 C32 164.0(4) . . . . ? C36 C31 C32 F32 -179.4(3) . . . . ? B1 C31 C32 F32 0.3(6) . . . . ? C36 C31 C32 C33 1.1(6) . . . . ? B1 C31 C32 C33 -179.3(4) . . . . ? F32 C32 C33 F33 -0.5(6) . . . . ? C31 C32 C33 F33 179.1(4) . . . . ? F32 C32 C33 C34 -179.9(4) . . . . ? C31 C32 C33 C34 -0.3(7) . . . . ? F33 C33 C34 F34 0.7(6) . . . . ? C32 C33 C34 F34 -179.8(4) . . . . ? F33 C33 C34 C35 179.7(4) . . . . ? C32 C33 C34 C35 -0.9(6) . . . . ? F34 C34 C35 F35 0.3(6) . . . . ? C33 C34 C35 F35 -178.6(4) . . . . ? F34 C34 C35 C36 -179.8(4) . . . . ? C33 C34 C35 C36 1.2(7) . . . . ? F35 C35 C36 F36 0.3(6) . . . . ? C34 C35 C36 F36 -179.5(4) . . . . ? F35 C35 C36 C31 179.5(4) . . . . ? C34 C35 C36 C31 -0.4(7) . . . . ? C32 C31 C36 F36 178.4(3) . . . . ? B1 C31 C36 F36 -1.2(6) . . . . ? C32 C31 C36 C35 -0.7(6) . . . . ? B1 C31 C36 C35 179.7(4) . . . . ? N41 C42 C43 N44 -0.4(7) . . . . ? C42 C43 N44 C45 -0.5(7) . . . . ? C43 N44 C45 C46 1.0(6) . . . . ? N44 C45 C46 N41 -0.5(7) . . . . ? C45 C46 N41 C42 -0.5(7) . . . . ? C43 C42 N41 C46 0.9(6) . . . . ? 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 N1 H1A N41 0.89(5) 2.14(5) 2.947(6) 151(4) . N1 H1C F32 0.90(5) 2.31(5) 2.728(5) 108(4) . N1 H1C F26 0.90(5) 2.25(5) 2.658(5) 107(4) . N1 H1C F35 0.90(5) 2.23(5) 2.918(5) 133(4) 1_455 N1 H1B N44 0.82(5) 2.28(5) 3.092(6) 168(4) 2_554 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.343 _refine_diff_density_min -0.415 _refine_diff_density_rms 0.059 #===END data_9 _database_code_depnum_ccdc_archive 'CCDC 688053' _chemical_name_systematic ; ? ; _chemical_name_common AnnaF5 _chemical_melting_point ? _chemical_formula_structural (C6F5)3B-NH3.C6H12N2.CH2Cl2 _chemical_formula_moiety '2(C18 H3 B F15 N), 2(C6 H12 N2), 2(C H2 Cl2)' _chemical_formula_sum 'C50 H34 B2 Cl4 F30 N6' _chemical_formula_weight 1452.25 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/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 17.9464(3) _cell_length_b 16.8703(4) _cell_length_c 19.6562(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.4170(11) _cell_angle_gamma 90.00 _cell_volume 5708.51(19) _cell_formula_units_Z 4 _cell_measurement_temperature 120(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needles _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.690 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2896 _exptl_absorpt_coefficient_mu 0.349 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.785 _exptl_absorpt_correction_T_max 0.966 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_reflns_number 63159 _diffrn_reflns_av_R_equivalents 0.0754 _diffrn_reflns_av_sigmaI/netI 0.0570 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.61 _diffrn_reflns_theta_max 25.00 _reflns_number_total 10021 _reflns_number_gt 6908 _reflns_threshold_expression I>2sigma(I) _computing_cell_refinement ; DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998) #Although determined using DirAx, (Duisenberg,A.J.M; J. Applied # Crystallography, 1992, 25, 92-96, (Duisenberg A.J.M; J. Applied # Crystallography, 2000, 33, 893-898) the cell is refined in the HKL # package during data reduction ; _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0484P)^2^+1.4039P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10021 _refine_ls_number_parameters 878 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0825 _refine_ls_R_factor_gt 0.0479 _refine_ls_wR_factor_ref 0.1125 _refine_ls_wR_factor_gt 0.1017 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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 B1 B 0.75935(16) -0.05273(17) 0.91715(14) 0.0177(6) Uani 1 1 d . . . N1 N 0.72619(13) 0.03292(13) 0.88880(12) 0.0179(5) Uani 1 1 d . . . F12 F 0.85674(9) -0.19226(9) 0.94358(7) 0.0347(4) Uani 1 1 d . . . F13 F 0.93081(10) -0.25773(11) 0.85743(9) 0.0527(5) Uani 1 1 d . . . F14 F 0.90999(10) -0.20026(11) 0.72357(9) 0.0503(5) Uani 1 1 d . . . F15 F 0.81002(10) -0.07689(10) 0.67794(8) 0.0431(4) Uani 1 1 d . . . F16 F 0.73349(9) -0.01358(9) 0.76092(7) 0.0318(4) Uani 1 1 d . . . F22 F 0.88324(8) 0.06002(9) 0.92579(7) 0.0261(3) Uani 1 1 d . . . F23 F 0.99640(8) 0.10233(9) 1.03920(8) 0.0332(4) Uani 1 1 d . . . F24 F 1.01602(9) 0.02498(11) 1.16549(8) 0.0455(5) Uani 1 1 d . . . F25 F 0.91604(10) -0.09199(11) 1.17519(8) 0.0479(5) Uani 1 1 d . . . F26 F 0.79780(8) -0.13096(9) 1.06413(7) 0.0328(4) Uani 1 1 d . . . F32 F 0.68251(8) -0.20899(9) 0.85505(7) 0.0310(4) Uani 1 1 d . . . F33 F 0.56078(8) -0.27430(9) 0.88297(8) 0.0362(4) Uani 1 1 d . . . F34 F 0.49430(8) -0.20643(10) 0.97692(8) 0.0392(4) Uani 1 1 d . . . F35 F 0.55293(9) -0.06748(10) 1.04194(9) 0.0422(4) Uani 1 1 d . . . F36 F 0.67523(9) 0.00039(9) 1.01382(8) 0.0324(4) Uani 1 1 d . . . C11 C 0.79520(13) -0.09641(15) 0.85871(12) 0.0191(6) Uani 1 1 d . . . C12 C 0.84461(15) -0.16016(16) 0.87794(13) 0.0244(6) Uani 1 1 d . . . C13 C 0.88270(15) -0.19592(17) 0.83438(15) 0.0329(7) Uani 1 1 d . . . C14 C 0.87186(16) -0.16736(18) 0.76701(14) 0.0327(7) Uani 1 1 d . . . C15 C 0.82196(16) -0.10523(17) 0.74396(13) 0.0281(7) Uani 1 1 d . . . C16 C 0.78452(14) -0.07251(15) 0.78959(13) 0.0217(6) Uani 1 1 d . . . C21 C 0.83168(13) -0.03574(15) 0.98901(12) 0.0185(6) Uani 1 1 d . . . C22 C 0.88686(14) 0.02099(15) 0.98744(12) 0.0210(6) Uani 1 1 d . . . C23 C 0.94788(14) 0.04349(16) 1.04484(14) 0.0243(6) Uani 1 1 d . . . C24 C 0.95717(15) 0.00509(17) 1.10869(13) 0.0294(7) Uani 1 1 d . . . C25 C 0.90596(16) -0.05341(18) 1.11330(13) 0.0309(7) Uani 1 1 d . . . C26 C 0.84503(14) -0.07283(16) 1.05445(13) 0.0240(6) Uani 1 1 d . . . C31 C 0.68667(13) -0.10047(15) 0.93340(12) 0.0184(6) Uani 1 1 d . . . C32 C 0.65380(14) -0.17081(15) 0.90255(12) 0.0214(6) Uani 1 1 d . . . C33 C 0.58995(15) -0.20610(15) 0.91598(14) 0.0251(6) Uani 1 1 d . . . C34 C 0.55544(14) -0.17214(17) 0.96254(14) 0.0263(6) Uani 1 1 d . . . C35 C 0.58576(15) -0.10210(17) 0.99532(14) 0.0283(7) Uani 1 1 d . . . C36 C 0.64847(14) -0.06857(15) 0.98009(13) 0.0230(6) Uani 1 1 d . . . B2 B 0.74122(16) 0.54609(17) 1.07925(14) 0.0186(6) Uani 1 1 d . . . N2 N 0.77277(13) 0.46125(13) 1.11345(13) 0.0183(5) Uani 1 1 d . . . F42 F 0.82433(8) 0.70350(9) 1.12896(7) 0.0287(4) Uani 1 1 d . . . F43 F 0.94327(9) 0.75964(9) 1.08984(8) 0.0378(4) Uani 1 1 d . . . F44 F 1.00305(9) 0.67753(10) 0.99761(8) 0.0419(4) Uani 1 1 d . . . F45 F 0.93799(9) 0.53611(10) 0.94424(8) 0.0399(4) Uani 1 1 d . . . F46 F 0.81872(8) 0.47758(9) 0.98389(8) 0.0309(4) Uani 1 1 d . . . F52 F 0.70110(8) 0.61392(9) 0.92845(7) 0.0311(4) Uani 1 1 d . . . F53 F 0.58125(9) 0.57052(10) 0.82103(7) 0.0422(4) Uani 1 1 d . . . F54 F 0.48011(9) 0.45819(11) 0.83832(8) 0.0458(5) Uani 1 1 d . . . F55 F 0.50006(8) 0.39054(9) 0.96887(8) 0.0376(4) Uani 1 1 d . . . F56 F 0.61567(8) 0.43711(9) 1.07897(7) 0.0267(3) Uani 1 1 d . . . F62 F 0.65645(9) 0.69168(9) 1.04476(7) 0.0327(4) Uani 1 1 d . . . F63 F 0.58673(10) 0.77508(10) 1.12529(9) 0.0484(5) Uani 1 1 d . . . F64 F 0.59818(10) 0.72829(10) 1.26014(9) 0.0478(5) Uani 1 1 d . . . F65 F 0.68273(10) 0.59674(10) 1.31385(8) 0.0431(4) Uani 1 1 d . . . F66 F 0.75533(9) 0.51542(9) 1.23670(7) 0.0328(4) Uani 1 1 d . . . C41 C 0.81392(14) 0.58726(15) 1.05765(12) 0.0200(6) Uani 1 1 d . . . C42 C 0.84929(14) 0.65918(15) 1.08212(12) 0.0207(6) Uani 1 1 d . . . C43 C 0.91174(14) 0.68980(16) 1.06293(14) 0.0254(6) Uani 1 1 d . . . C44 C 0.94220(15) 0.64893(17) 1.01706(14) 0.0298(7) Uani 1 1 d . . . C45 C 0.90949(15) 0.57711(17) 0.99052(13) 0.0287(7) Uani 1 1 d . . . C46 C 0.84790(14) 0.54846(15) 1.01163(13) 0.0233(6) Uani 1 1 d . . . C51 C 0.66705(14) 0.52554(15) 1.00921(12) 0.0201(6) Uani 1 1 d . . . C52 C 0.65346(14) 0.55830(16) 0.94194(13) 0.0238(6) Uani 1 1 d . . . C53 C 0.59115(16) 0.53664(17) 0.88525(13) 0.0299(7) Uani 1 1 d . . . C54 C 0.53948(15) 0.48053(17) 0.89369(14) 0.0295(7) Uani 1 1 d . . . C55 C 0.54945(14) 0.44668(16) 0.95907(14) 0.0278(7) Uani 1 1 d . . . C56 C 0.61134(14) 0.47078(15) 1.01490(13) 0.0201(6) Uani 1 1 d . . . C61 C 0.70679(14) 0.59754(15) 1.13461(12) 0.0200(6) Uani 1 1 d . . . C62 C 0.66345(15) 0.66541(16) 1.11133(13) 0.0237(6) Uani 1 1 d . . . C63 C 0.62764(15) 0.70967(16) 1.15163(14) 0.0302(7) Uani 1 1 d . . . C64 C 0.63317(16) 0.68638(17) 1.21987(14) 0.0318(7) Uani 1 1 d . . . C65 C 0.67576(15) 0.62050(17) 1.24655(13) 0.0267(6) Uani 1 1 d . . . C66 C 0.71226(14) 0.57846(15) 1.20459(13) 0.0231(6) Uani 1 1 d . . . N78 N 0.74074(12) 0.17320(13) 0.98004(10) 0.0242(5) Uani 1 1 d . . . N71 N 0.74655(12) 0.31684(13) 1.02730(10) 0.0228(5) Uani 1 1 d . . . C72 C 0.82253(19) 0.2808(2) 1.0491(2) 0.0405(10) Uani 0.865(3) 1 d P A 1 H72A H 0.8404 0.2785 1.1005 0.049 Uiso 0.865(3) 1 calc PR A 1 H72B H 0.8589 0.3131 1.0329 0.049 Uiso 0.865(3) 1 calc PR A 1 C73 C 0.6932(2) 0.2683(2) 1.0559(2) 0.0423(10) Uani 0.865(3) 1 d P A 1 H73A H 0.6411 0.2900 1.0400 0.051 Uiso 0.865(3) 1 calc PR A 1 H73B H 0.7099 0.2699 1.1073 0.051 Uiso 0.865(3) 1 calc PR A 1 C74 C 0.7182(2) 0.3160(2) 0.95029(16) 0.0378(10) Uani 0.865(3) 1 d P A 1 H74A H 0.7539 0.3450 0.9306 0.045 Uiso 0.865(3) 1 calc PR A 1 H74B H 0.6680 0.3421 0.9352 0.045 Uiso 0.865(3) 1 calc PR A 1 C75 C 0.82073(18) 0.19637(19) 1.01860(18) 0.0332(9) Uani 0.865(3) 1 d P A 1 H75A H 0.8532 0.1944 0.9867 0.040 Uiso 0.865(3) 1 calc PR A 1 H75B H 0.8416 0.1592 1.0569 0.040 Uiso 0.865(3) 1 calc PR A 1 C76 C 0.6925(2) 0.18144(19) 1.03035(17) 0.0313(8) Uani 0.865(3) 1 d P A 1 H76A H 0.7128 0.1470 1.0709 0.038 Uiso 0.865(3) 1 calc PR A 1 H76B H 0.6396 0.1653 1.0070 0.038 Uiso 0.865(3) 1 calc PR A 1 C77 C 0.7104(2) 0.23017(19) 0.92225(16) 0.0325(9) Uani 0.865(3) 1 d P A 1 H77A H 0.6561 0.2187 0.8993 0.039 Uiso 0.865(3) 1 calc PR A 1 H77B H 0.7387 0.2246 0.8872 0.039 Uiso 0.865(3) 1 calc PR A 1 C72A C 0.6728(14) 0.2954(14) 0.9803(12) 0.042(6) Uiso 0.135(3) 1 d P A 2 H72C H 0.6615 0.3306 0.9396 0.050 Uiso 0.135(3) 1 calc PR A 2 H72D H 0.6333 0.3040 1.0045 0.050 Uiso 0.135(3) 1 calc PR A 2 C73A C 0.8066(11) 0.3071(12) 0.9782(10) 0.027(5) Uiso 0.135(3) 1 d P A 2 H73C H 0.7923 0.3437 0.9386 0.033 Uiso 0.135(3) 1 calc PR A 2 H73D H 0.8591 0.3194 1.0062 0.033 Uiso 0.135(3) 1 calc PR A 2 C74A C 0.7775(14) 0.2559(14) 1.0842(12) 0.043(6) Uiso 0.135(3) 1 d P A 2 H74C H 0.7492 0.2599 1.1195 0.052 Uiso 0.135(3) 1 calc PR A 2 H74D H 0.8317 0.2672 1.1075 0.052 Uiso 0.135(3) 1 calc PR A 2 C75A C 0.6667(14) 0.2094(15) 0.9536(13) 0.048(7) Uiso 0.135(3) 1 d P A 2 H75C H 0.6283 0.1808 0.9702 0.057 Uiso 0.135(3) 1 calc PR A 2 H75D H 0.6508 0.2084 0.9022 0.057 Uiso 0.135(3) 1 calc PR A 2 C76A C 0.8028(15) 0.2159(15) 0.9487(14) 0.054(7) Uiso 0.135(3) 1 d P A 2 H76C H 0.7863 0.2148 0.8972 0.064 Uiso 0.135(3) 1 calc PR A 2 H76D H 0.8531 0.1903 0.9653 0.064 Uiso 0.135(3) 1 calc PR A 2 C77A C 0.7702(13) 0.1698(13) 1.0547(11) 0.036(6) Uiso 0.135(3) 1 d P A 2 H77C H 0.8207 0.1442 1.0678 0.043 Uiso 0.135(3) 1 calc PR A 2 H77D H 0.7355 0.1392 1.0744 0.043 Uiso 0.135(3) 1 calc PR A 2 N81 N 0.57060(11) 0.03439(12) 0.79342(10) 0.0210(5) Uani 1 1 d . . . N88 N 0.43255(11) 0.03807(12) 0.70697(10) 0.0221(5) Uani 1 1 d . . . C82 C 0.56731(15) 0.08896(18) 0.73459(14) 0.0332(7) Uani 1 1 d . . . H82A H 0.5995 0.0688 0.7063 0.040 Uiso 1 1 calc R . . H82B H 0.5875 0.1403 0.7533 0.040 Uiso 1 1 calc R . . C83 C 0.54690(16) -0.04460(17) 0.76429(16) 0.0391(8) Uani 1 1 d . . . H83A H 0.5418 -0.0796 0.8019 0.047 Uiso 1 1 calc R . . H83B H 0.5864 -0.0663 0.7446 0.047 Uiso 1 1 calc R . . C84 C 0.51441(15) 0.0612(2) 0.83019(14) 0.0394(8) Uani 1 1 d . . . H84A H 0.5252 0.1158 0.8451 0.047 Uiso 1 1 calc R . . H84B H 0.5193 0.0290 0.8721 0.047 Uiso 1 1 calc R . . C85 C 0.48282(14) 0.09841(17) 0.68731(14) 0.0276(6) Uani 1 1 d . . . H85A H 0.4640 0.1511 0.6934 0.033 Uiso 1 1 calc R . . H85B H 0.4812 0.0921 0.6379 0.033 Uiso 1 1 calc R . . C86 C 0.46843(15) -0.04000(16) 0.70572(14) 0.0301(7) Uani 1 1 d . . . H86A H 0.4769 -0.0487 0.6597 0.036 Uiso 1 1 calc R . . H86B H 0.4339 -0.0811 0.7133 0.036 Uiso 1 1 calc R . . C87 C 0.43041(15) 0.05442(19) 0.78005(13) 0.0321(7) Uani 1 1 d . . . H87A H 0.4031 0.0120 0.7962 0.038 Uiso 1 1 calc R . . H87B H 0.4026 0.1035 0.7811 0.038 Uiso 1 1 calc R . . C91 C 0.88099(18) 0.2078(2) 0.79607(18) 0.0526(9) Uani 1 1 d . . . H91A H 0.9149 0.1742 0.8317 0.063 Uiso 1 1 calc R . . H91B H 0.9046 0.2145 0.7577 0.063 Uiso 1 1 calc R . . Cl92 Cl 0.79003(5) 0.16118(6) 0.76326(4) 0.0572(3) Uani 1 1 d . . . Cl93 Cl 0.87225(5) 0.30061(5) 0.83336(5) 0.0590(3) Uani 1 1 d . . . C94 C 0.11904(17) 0.21281(18) 0.71694(17) 0.0415(8) Uani 1 1 d . . . H94A H 0.0946 0.2098 0.7550 0.050 Uiso 1 1 calc R . . H94B H 0.0876 0.1824 0.6772 0.050 Uiso 1 1 calc R . . Cl95 Cl 0.21206(4) 0.17048(5) 0.74560(4) 0.0427(2) Uani 1 1 d . . . Cl96 Cl 0.12133(5) 0.31256(5) 0.69092(4) 0.0423(2) Uani 1 1 d . . . H1A H 0.7286(15) 0.0707(18) 0.9237(15) 0.035(8) Uiso 1 1 d . . . H1B H 0.6751(17) 0.0317(16) 0.8595(14) 0.032(8) Uiso 1 1 d . . . H1C H 0.7542(16) 0.0571(17) 0.8649(14) 0.031(8) Uiso 1 1 d . . . H2A H 0.7672(14) 0.4216(17) 1.0801(14) 0.027(8) Uiso 1 1 d . . . H2B H 0.8210(17) 0.4631(16) 1.1432(14) 0.028(8) Uiso 1 1 d . . . H2C H 0.7470(15) 0.4447(16) 1.1431(14) 0.024(8) Uiso 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 B1 0.0168(15) 0.0162(16) 0.0201(15) -0.0011(12) 0.0055(12) 0.0014(12) N1 0.0166(12) 0.0174(13) 0.0193(12) -0.0007(10) 0.0043(10) 0.0013(10) F12 0.0469(10) 0.0267(9) 0.0271(8) 0.0007(7) 0.0048(7) 0.0129(8) F13 0.0542(12) 0.0491(12) 0.0493(11) -0.0161(9) 0.0054(9) 0.0314(10) F14 0.0446(11) 0.0671(13) 0.0452(10) -0.0260(9) 0.0227(8) 0.0061(9) F15 0.0608(12) 0.0488(11) 0.0259(9) -0.0053(8) 0.0223(8) -0.0056(9) F16 0.0423(9) 0.0316(10) 0.0208(8) 0.0024(7) 0.0077(7) 0.0095(8) F22 0.0220(8) 0.0288(9) 0.0276(8) 0.0031(7) 0.0073(6) -0.0019(7) F23 0.0205(8) 0.0316(10) 0.0438(9) -0.0053(7) 0.0031(7) -0.0066(7) F24 0.0362(10) 0.0572(12) 0.0306(9) -0.0063(8) -0.0112(7) -0.0091(8) F25 0.0504(11) 0.0623(13) 0.0225(9) 0.0123(8) -0.0033(7) -0.0097(9) F26 0.0330(9) 0.0346(10) 0.0273(8) 0.0097(7) 0.0027(7) -0.0069(7) F32 0.0325(9) 0.0285(9) 0.0340(9) -0.0110(7) 0.0126(7) -0.0074(7) F33 0.0305(9) 0.0280(10) 0.0471(10) -0.0030(8) 0.0061(7) -0.0117(7) F34 0.0243(9) 0.0438(11) 0.0523(10) 0.0129(8) 0.0153(8) -0.0061(8) F35 0.0441(10) 0.0436(11) 0.0517(10) -0.0007(8) 0.0346(8) 0.0044(8) F36 0.0389(9) 0.0252(9) 0.0398(9) -0.0092(7) 0.0220(7) -0.0029(7) C11 0.0140(13) 0.0192(15) 0.0231(14) -0.0020(11) 0.0033(10) -0.0026(11) C12 0.0258(14) 0.0248(16) 0.0202(14) -0.0042(12) 0.0029(11) -0.0002(12) C13 0.0258(15) 0.0312(18) 0.0368(17) -0.0149(14) 0.0011(13) 0.0112(13) C14 0.0253(15) 0.043(2) 0.0320(16) -0.0212(14) 0.0115(13) -0.0040(14) C15 0.0339(16) 0.0328(18) 0.0192(14) -0.0066(12) 0.0100(12) -0.0093(13) C16 0.0208(14) 0.0194(15) 0.0245(14) -0.0045(11) 0.0057(11) -0.0021(11) C21 0.0176(13) 0.0173(14) 0.0215(13) -0.0032(11) 0.0070(10) 0.0030(11) C22 0.0227(14) 0.0192(15) 0.0210(13) 0.0001(11) 0.0058(11) 0.0067(11) C23 0.0154(13) 0.0214(16) 0.0353(16) -0.0056(12) 0.0059(12) -0.0006(11) C24 0.0207(14) 0.0359(18) 0.0248(15) -0.0082(13) -0.0042(12) 0.0006(13) C25 0.0344(16) 0.0358(18) 0.0199(14) 0.0042(13) 0.0032(12) 0.0039(14) C26 0.0248(15) 0.0214(16) 0.0251(14) 0.0006(11) 0.0060(12) -0.0022(12) C31 0.0160(13) 0.0195(15) 0.0184(13) 0.0056(11) 0.0029(10) 0.0016(11) C32 0.0204(14) 0.0229(15) 0.0207(13) 0.0004(11) 0.0057(11) 0.0013(12) C33 0.0225(14) 0.0172(15) 0.0316(15) 0.0014(12) 0.0011(12) -0.0027(12) C34 0.0143(13) 0.0305(17) 0.0334(15) 0.0128(13) 0.0054(12) -0.0027(12) C35 0.0261(15) 0.0306(17) 0.0328(15) 0.0079(13) 0.0157(12) 0.0074(13) C36 0.0242(14) 0.0192(15) 0.0262(14) 0.0003(12) 0.0080(11) -0.0010(12) B2 0.0176(15) 0.0175(17) 0.0191(14) -0.0023(12) 0.0025(12) 0.0006(12) N2 0.0161(12) 0.0171(13) 0.0215(12) -0.0006(10) 0.0049(11) 0.0005(9) F42 0.0299(8) 0.0236(9) 0.0323(8) -0.0047(7) 0.0082(7) -0.0055(7) F43 0.0298(9) 0.0297(10) 0.0494(10) 0.0033(8) 0.0037(7) -0.0120(7) F44 0.0251(9) 0.0534(12) 0.0501(10) 0.0146(9) 0.0152(7) -0.0072(8) F45 0.0336(9) 0.0534(12) 0.0396(9) -0.0009(8) 0.0218(7) 0.0038(8) F46 0.0314(9) 0.0288(10) 0.0368(9) -0.0078(7) 0.0167(7) -0.0013(7) F52 0.0290(9) 0.0365(10) 0.0257(8) 0.0052(7) 0.0044(7) -0.0048(7) F53 0.0427(10) 0.0564(12) 0.0208(8) -0.0017(8) -0.0020(7) 0.0008(9) F54 0.0319(9) 0.0543(12) 0.0391(10) -0.0153(9) -0.0097(8) -0.0051(8) F55 0.0210(8) 0.0327(10) 0.0549(10) -0.0095(8) 0.0041(7) -0.0079(7) F56 0.0221(8) 0.0260(9) 0.0326(8) 0.0006(7) 0.0087(6) -0.0021(7) F62 0.0466(10) 0.0233(9) 0.0262(8) 0.0028(7) 0.0069(7) 0.0097(7) F63 0.0590(12) 0.0380(11) 0.0445(10) -0.0062(8) 0.0086(9) 0.0294(9) F64 0.0530(11) 0.0497(12) 0.0453(10) -0.0197(9) 0.0211(9) 0.0146(9) F65 0.0595(12) 0.0483(11) 0.0266(9) -0.0028(8) 0.0205(8) 0.0040(9) F66 0.0456(10) 0.0287(10) 0.0242(8) 0.0034(7) 0.0098(7) 0.0110(8) C41 0.0179(13) 0.0192(15) 0.0196(13) 0.0031(11) 0.0001(10) 0.0031(11) C42 0.0187(13) 0.0203(15) 0.0213(13) 0.0010(11) 0.0026(11) 0.0038(11) C43 0.0187(14) 0.0207(16) 0.0324(15) 0.0089(12) 0.0002(12) -0.0034(12) C44 0.0178(14) 0.0381(19) 0.0334(16) 0.0139(14) 0.0074(12) 0.0006(13) C45 0.0251(15) 0.0386(19) 0.0238(14) 0.0039(13) 0.0094(12) 0.0066(13) C46 0.0208(14) 0.0215(16) 0.0254(14) -0.0006(12) 0.0030(11) -0.0007(12) C51 0.0187(13) 0.0177(15) 0.0228(14) -0.0047(11) 0.0044(11) 0.0046(11) C52 0.0215(14) 0.0242(16) 0.0254(14) -0.0045(12) 0.0062(11) 0.0003(12) C53 0.0285(16) 0.0375(19) 0.0205(14) -0.0022(13) 0.0015(12) 0.0068(14) C54 0.0190(14) 0.0353(18) 0.0284(16) -0.0132(13) -0.0026(12) 0.0010(13) C55 0.0172(14) 0.0243(17) 0.0402(17) -0.0103(13) 0.0052(12) 0.0008(12) C56 0.0170(13) 0.0193(15) 0.0233(14) -0.0023(11) 0.0046(11) 0.0056(11) C61 0.0160(13) 0.0202(15) 0.0223(13) -0.0029(11) 0.0028(10) -0.0035(11) C62 0.0264(15) 0.0216(16) 0.0203(14) -0.0015(11) 0.0021(11) 0.0006(12) C63 0.0309(16) 0.0217(16) 0.0349(17) -0.0054(13) 0.0040(13) 0.0099(13) C64 0.0304(16) 0.0320(18) 0.0349(17) -0.0176(14) 0.0123(13) 0.0020(13) C65 0.0278(15) 0.0331(18) 0.0202(14) -0.0059(12) 0.0083(12) -0.0026(13) C66 0.0213(14) 0.0198(15) 0.0269(14) -0.0030(12) 0.0048(11) -0.0009(12) N78 0.0271(12) 0.0227(13) 0.0230(12) -0.0002(9) 0.0074(9) 0.0028(10) N71 0.0242(12) 0.0216(13) 0.0214(11) -0.0023(9) 0.0045(9) -0.0016(10) C72 0.0275(19) 0.034(2) 0.053(2) -0.0147(18) 0.0004(16) 0.0035(16) C73 0.059(3) 0.025(2) 0.057(2) -0.0130(17) 0.040(2) -0.0115(18) C74 0.058(2) 0.028(2) 0.0214(17) -0.0014(15) 0.0016(16) 0.0065(17) C75 0.0253(18) 0.025(2) 0.046(2) -0.0078(16) 0.0047(15) 0.0045(14) C76 0.041(2) 0.0233(19) 0.0346(19) -0.0053(14) 0.0185(16) -0.0040(15) C77 0.046(2) 0.025(2) 0.0217(16) -0.0029(14) 0.0022(15) 0.0007(16) N81 0.0193(11) 0.0219(13) 0.0203(11) 0.0000(9) 0.0031(9) 0.0006(9) N88 0.0201(11) 0.0231(13) 0.0215(11) 0.0010(9) 0.0036(9) 0.0005(10) C82 0.0229(15) 0.0390(19) 0.0349(16) 0.0095(14) 0.0036(12) -0.0036(13) C83 0.0336(17) 0.0245(18) 0.0475(18) -0.0024(14) -0.0077(14) 0.0031(13) C84 0.0231(15) 0.068(2) 0.0275(15) -0.0099(15) 0.0073(12) 0.0021(15) C85 0.0223(14) 0.0279(17) 0.0316(15) 0.0066(12) 0.0060(12) 0.0004(12) C86 0.0284(15) 0.0244(17) 0.0306(15) -0.0029(12) -0.0030(12) -0.0023(12) C87 0.0210(14) 0.048(2) 0.0272(15) -0.0009(13) 0.0065(12) -0.0004(13) C91 0.044(2) 0.054(2) 0.061(2) 0.0215(18) 0.0187(17) 0.0048(17) Cl92 0.0732(6) 0.0587(6) 0.0452(5) -0.0016(4) 0.0258(4) -0.0255(5) Cl93 0.0491(5) 0.0508(6) 0.0681(6) 0.0117(4) 0.0017(4) -0.0112(4) C94 0.0363(18) 0.036(2) 0.053(2) -0.0009(15) 0.0151(15) 0.0008(15) Cl95 0.0430(4) 0.0451(5) 0.0389(4) 0.0025(4) 0.0098(3) 0.0108(4) Cl96 0.0465(5) 0.0357(5) 0.0420(4) -0.0027(3) 0.0079(3) 0.0052(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag B1 N1 1.602(3) . ? B1 C31 1.639(4) . ? B1 C11 1.641(4) . ? B1 C21 1.651(3) . ? N1 H1A 0.93(3) . ? N1 H1B 0.93(3) . ? N1 H1C 0.88(3) . ? F12 C12 1.359(3) . ? F13 C13 1.348(3) . ? F14 C14 1.355(3) . ? F15 C15 1.342(3) . ? F16 C16 1.361(3) . ? F22 C22 1.364(3) . ? F23 C23 1.345(3) . ? F24 C24 1.345(3) . ? F25 C25 1.346(3) . ? F26 C26 1.344(3) . ? F32 C32 1.351(3) . ? F33 C33 1.352(3) . ? F34 C34 1.339(3) . ? F35 C35 1.354(3) . ? F36 C36 1.358(3) . ? C11 C12 1.377(3) . ? C11 C16 1.378(3) . ? C12 C13 1.377(4) . ? C13 C14 1.370(4) . ? C14 C15 1.370(4) . ? C15 C16 1.379(4) . ? C21 C22 1.384(4) . ? C21 C26 1.389(3) . ? C22 C23 1.385(3) . ? C23 C24 1.380(4) . ? C24 C25 1.369(4) . ? C25 C26 1.388(4) . ? C31 C32 1.386(3) . ? C31 C36 1.399(3) . ? C32 C33 1.381(4) . ? C33 C34 1.367(4) . ? C34 C35 1.382(4) . ? C35 C36 1.366(4) . ? B2 N2 1.614(4) . ? B2 C41 1.636(4) . ? B2 C61 1.643(4) . ? B2 C51 1.659(3) . ? N2 H2A 0.92(3) . ? N2 H2B 0.90(3) . ? N2 H2C 0.89(3) . ? F42 C42 1.357(3) . ? F43 C43 1.349(3) . ? F44 C44 1.344(3) . ? F45 C45 1.353(3) . ? F46 C46 1.357(3) . ? F52 C52 1.345(3) . ? F53 C53 1.351(3) . ? F54 C54 1.344(3) . ? F55 C55 1.348(3) . ? F56 C56 1.364(3) . ? F62 C62 1.353(3) . ? F63 C63 1.345(3) . ? F64 C64 1.342(3) . ? F65 C65 1.354(3) . ? F66 C66 1.361(3) . ? C41 C46 1.389(4) . ? C41 C42 1.391(4) . ? C42 C43 1.380(4) . ? C43 C44 1.366(4) . ? C44 C45 1.383(4) . ? C45 C46 1.374(4) . ? C51 C56 1.389(4) . ? C51 C52 1.390(3) . ? C52 C53 1.386(3) . ? C53 C54 1.368(4) . ? C54 C55 1.371(4) . ? C55 C56 1.384(3) . ? C61 C62 1.387(3) . ? C61 C66 1.389(3) . ? C62 C63 1.373(4) . ? C63 C64 1.374(4) . ? C64 C65 1.367(4) . ? C65 C66 1.385(4) . ? N78 C77A 1.41(2) . ? N78 C75A 1.42(2) . ? N78 C77 1.470(4) . ? N78 C75 1.474(4) . ? N78 C76 1.493(4) . ? N78 C76A 1.59(3) . ? N71 C72A 1.43(2) . ? N71 C72 1.443(4) . ? N71 C74 1.455(4) . ? N71 C73 1.486(4) . ? N71 C74A 1.51(2) . ? N71 C73A 1.646(19) . ? C72 C75 1.543(5) . ? C72 H72A 0.9700 . ? C72 H72B 0.9700 . ? C73 C76 1.548(4) . ? C73 H73A 0.9700 . ? C73 H73B 0.9700 . ? C74 C77 1.541(4) . ? C74 H74A 0.9700 . ? C74 H74B 0.9700 . ? C75 H75A 0.9700 . ? C75 H75B 0.9700 . ? C76 H76A 0.9700 . ? C76 H76B 0.9700 . ? C77 H77A 0.9700 . ? C77 H77B 0.9700 . ? C72A C75A 1.54(3) . ? C72A H72C 0.9700 . ? C72A H72D 0.9700 . ? C73A C76A 1.64(3) . ? C73A H73C 0.9700 . ? C73A H73D 0.9700 . ? C74A C77A 1.56(3) . ? C74A H74C 0.9700 . ? C74A H74D 0.9700 . ? C75A H75C 0.9700 . ? C75A H75D 0.9700 . ? C76A H76C 0.9700 . ? C76A H76D 0.9700 . ? C77A H77C 0.9700 . ? C77A H77D 0.9700 . ? N81 C83 1.465(3) . ? N81 C82 1.466(3) . ? N81 C84 1.468(3) . ? N88 C86 1.469(3) . ? N88 C87 1.474(3) . ? N88 C85 1.482(3) . ? C82 C85 1.547(3) . ? C82 H82A 0.9700 . ? C82 H82B 0.9700 . ? C83 C86 1.548(4) . ? C83 H83A 0.9700 . ? C83 H83B 0.9700 . ? C84 C87 1.555(3) . ? C84 H84A 0.9700 . ? C84 H84B 0.9700 . ? C85 H85A 0.9700 . ? C85 H85B 0.9700 . ? C86 H86A 0.9700 . ? C86 H86B 0.9700 . ? C87 H87A 0.9700 . ? C87 H87B 0.9700 . ? C91 Cl93 1.755(4) . ? C91 Cl92 1.762(3) . ? C91 H91A 0.9700 . ? C91 H91B 0.9700 . ? C94 Cl95 1.756(3) . ? C94 Cl96 1.763(3) . ? C94 H94A 0.9700 . ? C94 H94B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 B1 C31 105.85(19) . . ? N1 B1 C11 110.0(2) . . ? C31 B1 C11 114.0(2) . . ? N1 B1 C21 105.4(2) . . ? C31 B1 C21 113.3(2) . . ? C11 B1 C21 107.93(19) . . ? B1 N1 H1A 115.3(17) . . ? B1 N1 H1B 113.4(17) . . ? H1A N1 H1B 108(2) . . ? B1 N1 H1C 113.1(19) . . ? H1A N1 H1C 99(2) . . ? H1B N1 H1C 107(2) . . ? C12 C11 C16 113.5(2) . . ? C12 C11 B1 120.5(2) . . ? C16 C11 B1 125.9(2) . . ? F12 C12 C13 116.2(2) . . ? F12 C12 C11 119.3(2) . . ? C13 C12 C11 124.5(2) . . ? F13 C13 C14 120.0(2) . . ? F13 C13 C12 120.9(3) . . ? C14 C13 C12 119.1(3) . . ? F14 C14 C15 120.3(3) . . ? F14 C14 C13 120.4(3) . . ? C15 C14 C13 119.3(2) . . ? F15 C15 C14 120.2(2) . . ? F15 C15 C16 120.8(3) . . ? C14 C15 C16 119.0(2) . . ? F16 C16 C11 120.8(2) . . ? F16 C16 C15 114.7(2) . . ? C11 C16 C15 124.5(2) . . ? C22 C21 C26 113.3(2) . . ? C22 C21 B1 119.7(2) . . ? C26 C21 B1 127.0(2) . . ? F22 C22 C21 119.9(2) . . ? F22 C22 C23 114.8(2) . . ? C21 C22 C23 125.3(2) . . ? F23 C23 C24 120.4(2) . . ? F23 C23 C22 121.1(2) . . ? C24 C23 C22 118.5(2) . . ? F24 C24 C25 120.6(2) . . ? F24 C24 C23 120.2(3) . . ? C25 C24 C23 119.2(2) . . ? F25 C25 C24 119.2(2) . . ? F25 C25 C26 120.8(3) . . ? C24 C25 C26 120.0(2) . . ? F26 C26 C25 115.7(2) . . ? F26 C26 C21 120.6(2) . . ? C25 C26 C21 123.7(2) . . ? C32 C31 C36 112.9(2) . . ? C32 C31 B1 126.8(2) . . ? C36 C31 B1 120.2(2) . . ? F32 C32 C33 115.2(2) . . ? F32 C32 C31 120.8(2) . . ? C33 C32 C31 124.0(2) . . ? F33 C33 C34 119.4(2) . . ? F33 C33 C32 120.3(2) . . ? C34 C33 C32 120.3(2) . . ? F34 C34 C33 120.9(3) . . ? F34 C34 C35 120.6(2) . . ? C33 C34 C35 118.5(2) . . ? F35 C35 C36 120.8(3) . . ? F35 C35 C34 119.7(2) . . ? C36 C35 C34 119.5(2) . . ? F36 C36 C35 116.6(2) . . ? F36 C36 C31 118.6(2) . . ? C35 C36 C31 124.8(2) . . ? N2 B2 C41 105.84(19) . . ? N2 B2 C61 110.2(2) . . ? C41 B2 C61 115.1(2) . . ? N2 B2 C51 105.4(2) . . ? C41 B2 C51 112.6(2) . . ? C61 B2 C51 107.24(19) . . ? B2 N2 H2A 113.1(16) . . ? B2 N2 H2B 113.6(17) . . ? H2A N2 H2B 112(2) . . ? B2 N2 H2C 111.5(17) . . ? H2A N2 H2C 105(2) . . ? H2B N2 H2C 100(2) . . ? C46 C41 C42 113.2(2) . . ? C46 C41 B2 119.8(2) . . ? C42 C41 B2 126.9(2) . . ? F42 C42 C43 115.4(2) . . ? F42 C42 C41 120.6(2) . . ? C43 C42 C41 124.0(2) . . ? F43 C43 C44 119.9(2) . . ? F43 C43 C42 120.2(2) . . ? C44 C43 C42 119.9(3) . . ? F44 C44 C43 121.0(3) . . ? F44 C44 C45 120.0(3) . . ? C43 C44 C45 119.0(2) . . ? F45 C45 C46 120.8(3) . . ? F45 C45 C44 120.1(2) . . ? C46 C45 C44 119.1(2) . . ? F46 C46 C45 116.2(2) . . ? F46 C46 C41 119.1(2) . . ? C45 C46 C41 124.7(2) . . ? C56 C51 C52 113.9(2) . . ? C56 C51 B2 119.9(2) . . ? C52 C51 B2 126.2(2) . . ? F52 C52 C53 116.0(2) . . ? F52 C52 C51 121.0(2) . . ? C53 C52 C51 123.0(3) . . ? F53 C53 C54 119.4(2) . . ? F53 C53 C52 120.2(3) . . ? C54 C53 C52 120.4(2) . . ? F54 C54 C53 120.4(2) . . ? F54 C54 C55 120.4(3) . . ? C53 C54 C55 119.3(2) . . ? F55 C55 C54 120.7(2) . . ? F55 C55 C56 120.4(2) . . ? C54 C55 C56 118.9(3) . . ? F56 C56 C55 115.7(2) . . ? F56 C56 C51 119.8(2) . . ? C55 C56 C51 124.5(2) . . ? C62 C61 C66 113.2(2) . . ? C62 C61 B2 119.9(2) . . ? C66 C61 B2 126.8(2) . . ? F62 C62 C63 116.7(2) . . ? F62 C62 C61 118.7(2) . . ? C63 C62 C61 124.7(2) . . ? F63 C63 C62 121.2(2) . . ? F63 C63 C64 119.4(2) . . ? C62 C63 C64 119.4(2) . . ? F64 C64 C65 120.4(2) . . ? F64 C64 C63 120.6(3) . . ? C65 C64 C63 119.0(2) . . ? F65 C65 C64 120.2(2) . . ? F65 C65 C66 120.1(2) . . ? C64 C65 C66 119.7(2) . . ? F66 C66 C65 115.2(2) . . ? F66 C66 C61 120.8(2) . . ? C65 C66 C61 123.9(2) . . ? C77A N78 C75A 115.8(14) . . ? C77A N78 C77 141.0(9) . . ? C75A N78 C77 48.1(11) . . ? C77A N78 C75 56.8(9) . . ? C75A N78 C75 138.5(10) . . ? C77 N78 C75 108.5(2) . . ? C77A N78 C76 55.5(9) . . ? C75A N78 C76 62.9(11) . . ? C77 N78 C76 107.1(2) . . ? C75 N78 C76 107.3(2) . . ? C77A N78 C76A 108.9(13) . . ? C75A N78 C76A 110.4(15) . . ? C77 N78 C76A 63.3(10) . . ? C75 N78 C76A 52.6(9) . . ? C76 N78 C76A 144.6(10) . . ? C72A N71 C72 135.2(10) . . ? C72A N71 C74 48.5(10) . . ? C72 N71 C74 109.2(2) . . ? C72A N71 C73 61.7(10) . . ? C72 N71 C73 108.2(3) . . ? C74 N71 C73 108.3(2) . . ? C72A N71 C74A 112.7(14) . . ? C72 N71 C74A 51.1(10) . . ? C74 N71 C74A 135.5(9) . . ? C73 N71 C74A 59.0(10) . . ? C72A N71 C73A 103.7(12) . . ? C72 N71 C73A 54.0(7) . . ? C74 N71 C73A 58.9(7) . . ? C73 N71 C73A 140.0(7) . . ? C74A N71 C73A 101.7(12) . . ? N71 C72 C75 111.1(3) . . ? N71 C72 H72A 109.4 . . ? C75 C72 H72A 109.4 . . ? N71 C72 H72B 109.4 . . ? C75 C72 H72B 109.4 . . ? H72A C72 H72B 108.0 . . ? N71 C73 C76 110.2(3) . . ? N71 C73 H73A 109.6 . . ? C76 C73 H73A 109.6 . . ? N71 C73 H73B 109.6 . . ? C76 C73 H73B 109.6 . . ? H73A C73 H73B 108.1 . . ? N71 C74 C77 110.6(2) . . ? N71 C74 H74A 109.5 . . ? C77 C74 H74A 109.5 . . ? N71 C74 H74B 109.5 . . ? C77 C74 H74B 109.5 . . ? H74A C74 H74B 108.1 . . ? N78 C75 C72 110.8(2) . . ? N78 C75 H75A 109.5 . . ? C72 C75 H75A 109.5 . . ? N78 C75 H75B 109.5 . . ? C72 C75 H75B 109.5 . . ? H75A C75 H75B 108.1 . . ? N78 C76 C73 110.5(2) . . ? N78 C76 H76A 109.5 . . ? C73 C76 H76A 109.5 . . ? N78 C76 H76B 109.5 . . ? C73 C76 H76B 109.5 . . ? H76A C76 H76B 108.1 . . ? N78 C77 C74 111.2(2) . . ? N78 C77 H77A 109.4 . . ? C74 C77 H77A 109.4 . . ? N78 C77 H77B 109.4 . . ? C74 C77 H77B 109.4 . . ? H77A C77 H77B 108.0 . . ? N71 C72A C75A 115.0(18) . . ? N71 C72A H72C 108.5 . . ? C75A C72A H72C 108.5 . . ? N71 C72A H72D 108.5 . . ? C75A C72A H72D 108.5 . . ? H72C C72A H72D 107.5 . . ? C76A C73A N71 109.4(15) . . ? C76A C73A H73C 109.8 . . ? N71 C73A H73C 109.8 . . ? C76A C73A H73D 109.8 . . ? N71 C73A H73D 109.8 . . ? H73C C73A H73D 108.2 . . ? N71 C74A C77A 112.7(16) . . ? N71 C74A H74C 109.0 . . ? C77A C74A H74C 109.0 . . ? N71 C74A H74D 109.0 . . ? C77A C74A H74D 109.0 . . ? H74C C74A H74D 107.8 . . ? N78 C75A C72A 108.1(18) . . ? N78 C75A H75C 110.1 . . ? C72A C75A H75C 110.1 . . ? N78 C75A H75D 110.1 . . ? C72A C75A H75D 110.1 . . ? H75C C75A H75D 108.4 . . ? N78 C76A C73A 104.6(16) . . ? N78 C76A H76C 110.8 . . ? C73A C76A H76C 110.8 . . ? N78 C76A H76D 110.8 . . ? C73A C76A H76D 110.8 . . ? H76C C76A H76D 108.9 . . ? N78 C77A C74A 108.4(16) . . ? N78 C77A H77C 110.0 . . ? C74A C77A H77C 110.0 . . ? N78 C77A H77D 110.0 . . ? C74A C77A H77D 110.0 . . ? H77C C77A H77D 108.4 . . ? C83 N81 C82 108.7(2) . . ? C83 N81 C84 108.0(2) . . ? C82 N81 C84 108.3(2) . . ? C86 N88 C87 108.4(2) . . ? C86 N88 C85 108.0(2) . . ? C87 N88 C85 108.1(2) . . ? N81 C82 C85 110.7(2) . . ? N81 C82 H82A 109.5 . . ? C85 C82 H82A 109.5 . . ? N81 C82 H82B 109.5 . . ? C85 C82 H82B 109.5 . . ? H82A C82 H82B 108.1 . . ? N81 C83 C86 110.3(2) . . ? N81 C83 H83A 109.6 . . ? C86 C83 H83A 109.6 . . ? N81 C83 H83B 109.6 . . ? C86 C83 H83B 109.6 . . ? H83A C83 H83B 108.1 . . ? N81 C84 C87 110.1(2) . . ? N81 C84 H84A 109.6 . . ? C87 C84 H84A 109.6 . . ? N81 C84 H84B 109.6 . . ? C87 C84 H84B 109.6 . . ? H84A C84 H84B 108.2 . . ? N88 C85 C82 109.8(2) . . ? N88 C85 H85A 109.7 . . ? C82 C85 H85A 109.7 . . ? N88 C85 H85B 109.7 . . ? C82 C85 H85B 109.7 . . ? H85A C85 H85B 108.2 . . ? N88 C86 C83 110.1(2) . . ? N88 C86 H86A 109.6 . . ? C83 C86 H86A 109.6 . . ? N88 C86 H86B 109.6 . . ? C83 C86 H86B 109.6 . . ? H86A C86 H86B 108.2 . . ? N88 C87 C84 110.1(2) . . ? N88 C87 H87A 109.6 . . ? C84 C87 H87A 109.6 . . ? N88 C87 H87B 109.6 . . ? C84 C87 H87B 109.6 . . ? H87A C87 H87B 108.2 . . ? Cl93 C91 Cl92 111.61(19) . . ? Cl93 C91 H91A 109.3 . . ? Cl92 C91 H91A 109.3 . . ? Cl93 C91 H91B 109.3 . . ? Cl92 C91 H91B 109.3 . . ? H91A C91 H91B 108.0 . . ? Cl95 C94 Cl96 112.54(17) . . ? Cl95 C94 H94A 109.1 . . ? Cl96 C94 H94A 109.1 . . ? Cl95 C94 H94B 109.1 . . ? Cl96 C94 H94B 109.1 . . ? H94A C94 H94B 107.8 . . ? 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 N1 B1 C11 C12 162.8(2) . . . . ? C31 B1 C11 C12 -78.4(3) . . . . ? C21 B1 C11 C12 48.3(3) . . . . ? N1 B1 C11 C16 -12.9(3) . . . . ? C31 B1 C11 C16 105.8(3) . . . . ? C21 B1 C11 C16 -127.5(2) . . . . ? C16 C11 C12 F12 -176.5(2) . . . . ? B1 C11 C12 F12 7.3(4) . . . . ? C16 C11 C12 C13 2.3(4) . . . . ? B1 C11 C12 C13 -174.0(2) . . . . ? F12 C12 C13 F13 -1.9(4) . . . . ? C11 C12 C13 F13 179.3(2) . . . . ? F12 C12 C13 C14 178.8(2) . . . . ? C11 C12 C13 C14 0.0(4) . . . . ? F13 C13 C14 F14 -0.8(4) . . . . ? C12 C13 C14 F14 178.5(2) . . . . ? F13 C13 C14 C15 179.1(2) . . . . ? C12 C13 C14 C15 -1.6(4) . . . . ? F14 C14 C15 F15 0.5(4) . . . . ? C13 C14 C15 F15 -179.4(2) . . . . ? F14 C14 C15 C16 -179.4(2) . . . . ? C13 C14 C15 C16 0.7(4) . . . . ? C12 C11 C16 F16 175.7(2) . . . . ? B1 C11 C16 F16 -8.2(4) . . . . ? C12 C11 C16 C15 -3.3(4) . . . . ? B1 C11 C16 C15 172.7(2) . . . . ? F15 C15 C16 F16 2.9(4) . . . . ? C14 C15 C16 F16 -177.1(2) . . . . ? F15 C15 C16 C11 -178.0(2) . . . . ? C14 C15 C16 C11 2.0(4) . . . . ? N1 B1 C21 C22 -47.5(3) . . . . ? C31 B1 C21 C22 -162.8(2) . . . . ? C11 B1 C21 C22 70.0(3) . . . . ? N1 B1 C21 C26 132.3(3) . . . . ? C31 B1 C21 C26 17.1(4) . . . . ? C11 B1 C21 C26 -110.1(3) . . . . ? C26 C21 C22 F22 177.2(2) . . . . ? B1 C21 C22 F22 -2.9(3) . . . . ? C26 C21 C22 C23 -3.2(4) . . . . ? B1 C21 C22 C23 176.6(2) . . . . ? F22 C22 C23 F23 3.2(3) . . . . ? C21 C22 C23 F23 -176.4(2) . . . . ? F22 C22 C23 C24 -178.0(2) . . . . ? C21 C22 C23 C24 2.4(4) . . . . ? F23 C23 C24 F24 -1.5(4) . . . . ? C22 C23 C24 F24 179.6(2) . . . . ? F23 C23 C24 C25 178.6(2) . . . . ? C22 C23 C24 C25 -0.2(4) . . . . ? F24 C24 C25 F25 -1.2(4) . . . . ? C23 C24 C25 F25 178.6(2) . . . . ? F24 C24 C25 C26 179.4(2) . . . . ? C23 C24 C25 C26 -0.8(4) . . . . ? F25 C25 C26 F26 0.7(4) . . . . ? C24 C25 C26 F26 -180.0(2) . . . . ? F25 C25 C26 C21 -179.6(2) . . . . ? C24 C25 C26 C21 -0.2(4) . . . . ? C22 C21 C26 F26 -178.2(2) . . . . ? B1 C21 C26 F26 2.0(4) . . . . ? C22 C21 C26 C25 2.1(4) . . . . ? B1 C21 C26 C25 -177.8(2) . . . . ? N1 B1 C31 C32 120.1(2) . . . . ? C11 B1 C31 C32 -1.0(3) . . . . ? C21 B1 C31 C32 -124.9(2) . . . . ? N1 B1 C31 C36 -56.5(3) . . . . ? C11 B1 C31 C36 -177.5(2) . . . . ? C21 B1 C31 C36 58.5(3) . . . . ? C36 C31 C32 F32 178.8(2) . . . . ? B1 C31 C32 F32 2.0(4) . . . . ? C36 C31 C32 C33 0.1(3) . . . . ? B1 C31 C32 C33 -176.6(2) . . . . ? F32 C32 C33 F33 0.5(3) . . . . ? C31 C32 C33 F33 179.2(2) . . . . ? F32 C32 C33 C34 -179.2(2) . . . . ? C31 C32 C33 C34 -0.5(4) . . . . ? F33 C33 C34 F34 1.4(4) . . . . ? C32 C33 C34 F34 -178.9(2) . . . . ? F33 C33 C34 C35 -179.5(2) . . . . ? C32 C33 C34 C35 0.2(4) . . . . ? F34 C34 C35 F35 -0.6(4) . . . . ? C33 C34 C35 F35 -179.6(2) . . . . ? F34 C34 C35 C36 179.6(2) . . . . ? C33 C34 C35 C36 0.5(4) . . . . ? F35 C35 C36 F36 -0.1(4) . . . . ? C34 C35 C36 F36 179.7(2) . . . . ? F35 C35 C36 C31 179.2(2) . . . . ? C34 C35 C36 C31 -0.9(4) . . . . ? C32 C31 C36 F36 179.9(2) . . . . ? B1 C31 C36 F36 -3.0(3) . . . . ? C32 C31 C36 C35 0.6(4) . . . . ? B1 C31 C36 C35 177.6(2) . . . . ? N2 B2 C41 C46 57.4(3) . . . . ? C61 B2 C41 C46 179.4(2) . . . . ? C51 B2 C41 C46 -57.2(3) . . . . ? N2 B2 C41 C42 -120.8(2) . . . . ? C61 B2 C41 C42 1.2(3) . . . . ? C51 B2 C41 C42 124.6(2) . . . . ? C46 C41 C42 F42 -178.3(2) . . . . ? B2 C41 C42 F42 0.0(4) . . . . ? C46 C41 C42 C43 0.2(3) . . . . ? B2 C41 C42 C43 178.5(2) . . . . ? F42 C42 C43 F43 -0.6(3) . . . . ? C41 C42 C43 F43 -179.2(2) . . . . ? F42 C42 C43 C44 178.8(2) . . . . ? C41 C42 C43 C44 0.2(4) . . . . ? F43 C43 C44 F44 -0.6(4) . . . . ? C42 C43 C44 F44 -180.0(2) . . . . ? F43 C43 C44 C45 179.5(2) . . . . ? C42 C43 C44 C45 0.0(4) . . . . ? F44 C44 C45 F45 -0.9(4) . . . . ? C43 C44 C45 F45 179.1(2) . . . . ? F44 C44 C45 C46 179.3(2) . . . . ? C43 C44 C45 C46 -0.7(4) . . . . ? F45 C45 C46 F46 0.5(3) . . . . ? C44 C45 C46 F46 -179.7(2) . . . . ? F45 C45 C46 C41 -178.6(2) . . . . ? C44 C45 C46 C41 1.2(4) . . . . ? C42 C41 C46 F46 -179.9(2) . . . . ? B2 C41 C46 F46 1.6(3) . . . . ? C42 C41 C46 C45 -0.9(4) . . . . ? B2 C41 C46 C45 -179.4(2) . . . . ? N2 B2 C51 C56 46.0(3) . . . . ? C41 B2 C51 C56 161.0(2) . . . . ? C61 B2 C51 C56 -71.4(3) . . . . ? N2 B2 C51 C52 -133.8(3) . . . . ? C41 B2 C51 C52 -18.9(3) . . . . ? C61 B2 C51 C52 108.7(3) . . . . ? C56 C51 C52 F52 178.2(2) . . . . ? B2 C51 C52 F52 -2.0(4) . . . . ? C56 C51 C52 C53 -1.7(4) . . . . ? B2 C51 C52 C53 178.2(2) . . . . ? F52 C52 C53 F53 0.4(4) . . . . ? C51 C52 C53 F53 -179.8(2) . . . . ? F52 C52 C53 C54 180.0(2) . . . . ? C51 C52 C53 C54 -0.2(4) . . . . ? F53 C53 C54 F54 1.2(4) . . . . ? C52 C53 C54 F54 -178.4(2) . . . . ? F53 C53 C54 C55 -179.6(2) . . . . ? C52 C53 C54 C55 0.8(4) . . . . ? F54 C54 C55 F55 0.1(4) . . . . ? C53 C54 C55 F55 -179.2(2) . . . . ? F54 C54 C55 C56 179.7(2) . . . . ? C53 C54 C55 C56 0.5(4) . . . . ? F55 C55 C56 F56 -3.1(3) . . . . ? C54 C55 C56 F56 177.3(2) . . . . ? F55 C55 C56 C51 177.1(2) . . . . ? C54 C55 C56 C51 -2.6(4) . . . . ? C52 C51 C56 F56 -176.8(2) . . . . ? B2 C51 C56 F56 3.4(3) . . . . ? C52 C51 C56 C55 3.1(4) . . . . ? B2 C51 C56 C55 -176.8(2) . . . . ? N2 B2 C61 C62 -167.7(2) . . . . ? C41 B2 C61 C62 72.7(3) . . . . ? C51 B2 C61 C62 -53.5(3) . . . . ? N2 B2 C61 C66 8.3(3) . . . . ? C41 B2 C61 C66 -111.3(3) . . . . ? C51 B2 C61 C66 122.6(3) . . . . ? C66 C61 C62 F62 177.5(2) . . . . ? B2 C61 C62 F62 -5.9(3) . . . . ? C66 C61 C62 C63 -1.2(4) . . . . ? B2 C61 C62 C63 175.4(3) . . . . ? F62 C62 C63 F63 1.0(4) . . . . ? C61 C62 C63 F63 179.8(2) . . . . ? F62 C62 C63 C64 -179.5(2) . . . . ? C61 C62 C63 C64 -0.8(4) . . . . ? F63 C63 C64 F64 0.0(4) . . . . ? C62 C63 C64 F64 -179.5(2) . . . . ? F63 C63 C64 C65 -179.1(2) . . . . ? C62 C63 C64 C65 1.4(4) . . . . ? F64 C64 C65 F65 0.3(4) . . . . ? C63 C64 C65 F65 179.4(2) . . . . ? F64 C64 C65 C66 -179.2(2) . . . . ? C63 C64 C65 C66 -0.1(4) . . . . ? F65 C65 C66 F66 -1.6(4) . . . . ? C64 C65 C66 F66 177.9(2) . . . . ? F65 C65 C66 C61 178.5(2) . . . . ? C64 C65 C66 C61 -2.0(4) . . . . ? C62 C61 C66 F66 -177.3(2) . . . . ? B2 C61 C66 F66 6.4(4) . . . . ? C62 C61 C66 C65 2.6(4) . . . . ? B2 C61 C66 C65 -173.7(2) . . . . ? C72A N71 C72 C75 -6.0(16) . . . . ? C74 N71 C72 C75 -55.9(4) . . . . ? C73 N71 C72 C75 61.8(4) . . . . ? C74A N71 C72 C75 77.8(12) . . . . ? C73A N71 C72 C75 -77.5(9) . . . . ? C72A N71 C73 C76 75.6(11) . . . . ? C72 N71 C73 C76 -56.6(3) . . . . ? C74 N71 C73 C76 61.6(3) . . . . ? C74A N71 C73 C76 -71.1(11) . . . . ? C73A N71 C73 C76 -1.5(12) . . . . ? C72A N71 C74 C77 -72.6(13) . . . . ? C72 N71 C74 C77 61.5(4) . . . . ? C73 N71 C74 C77 -56.1(4) . . . . ? C74A N71 C74 C77 8.0(15) . . . . ? C73A N71 C74 C77 81.9(9) . . . . ? C77A N78 C75 C72 -80.3(11) . . . . ? C75A N78 C75 C72 12.3(17) . . . . ? C77 N78 C75 C72 59.2(3) . . . . ? C76 N78 C75 C72 -56.2(3) . . . . ? C76A N78 C75 C72 90.7(12) . . . . ? N71 C72 C75 N78 -4.4(4) . . . . ? C77A N78 C76 C73 85.1(11) . . . . ? C75A N78 C76 C73 -75.5(12) . . . . ? C77 N78 C76 C73 -55.7(3) . . . . ? C75 N78 C76 C73 60.6(3) . . . . ? C76A N78 C76 C73 12.0(17) . . . . ? N71 C73 C76 N78 -4.5(4) . . . . ? C77A N78 C77 C74 6.2(16) . . . . ? C75A N78 C77 C74 85.8(13) . . . . ? C75 N78 C77 C74 -53.6(3) . . . . ? C76 N78 C77 C74 61.9(3) . . . . ? C76A N78 C77 C74 -81.2(11) . . . . ? N71 C74 C77 N78 -5.5(4) . . . . ? C72 N71 C72A C75A 11(3) . . . . ? C74 N71 C72A C75A 85(2) . . . . ? C73 N71 C72A C75A -76.8(19) . . . . ? C74A N71 C72A C75A -46(2) . . . . ? C73A N71 C72A C75A 63(2) . . . . ? C72A N71 C73A C76A -58.2(18) . . . . ? C72 N71 C73A C76A 78.4(14) . . . . ? C74 N71 C73A C76A -77.6(14) . . . . ? C73 N71 C73A C76A 4(2) . . . . ? C74A N71 C73A C76A 59.0(17) . . . . ? C72A N71 C74A C77A 46(2) . . . . ? C72 N71 C74A C77A -84.6(19) . . . . ? C74 N71 C74A C77A -7(3) . . . . ? C73 N71 C74A C77A 77.7(17) . . . . ? C73A N71 C74A C77A -64(2) . . . . ? C77A N78 C75A C72A 61(2) . . . . ? C77 N78 C75A C72A -76.1(19) . . . . ? C75 N78 C75A C72A -8(3) . . . . ? C76 N78 C75A C72A 78.2(17) . . . . ? C76A N78 C75A C72A -64(2) . . . . ? N71 C72A C75A N78 -4(3) . . . . ? C77A N78 C76A C73A -65.7(18) . . . . ? C75A N78 C76A C73A 62.4(19) . . . . ? C77 N78 C76A C73A 72.7(14) . . . . ? C75 N78 C76A C73A -73.7(14) . . . . ? C76 N78 C76A C73A -9(3) . . . . ? N71 C73A C76A N78 0(2) . . . . ? C75A N78 C77A C74A -60(2) . . . . ? C77 N78 C77A C74A -5(3) . . . . ? C75 N78 C77A C74A 73.0(16) . . . . ? C76 N78 C77A C74A -78.8(16) . . . . ? C76A N78 C77A C74A 65(2) . . . . ? N71 C74A C77A N78 4(2) . . . . ? C83 N81 C82 C85 64.5(3) . . . . ? C84 N81 C82 C85 -52.6(3) . . . . ? C82 N81 C83 C86 -51.4(3) . . . . ? C84 N81 C83 C86 65.9(3) . . . . ? C83 N81 C84 C87 -52.6(3) . . . . ? C82 N81 C84 C87 65.0(3) . . . . ? C86 N88 C85 C82 -52.3(3) . . . . ? C87 N88 C85 C82 64.8(3) . . . . ? N81 C82 C85 N88 -11.0(3) . . . . ? C87 N88 C86 C83 -51.5(3) . . . . ? C85 N88 C86 C83 65.5(3) . . . . ? N81 C83 C86 N88 -12.2(3) . . . . ? C86 N88 C87 C84 64.5(3) . . . . ? C85 N88 C87 C84 -52.4(3) . . . . ? N81 C84 C87 N88 -10.9(3) . . . . ? 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 N1 H1A N78 0.93(3) 2.03(3) 2.936(3) 164(2) . N1 H1B N81 0.93(3) 1.96(3) 2.890(3) 176(2) . N1 H1C F22 0.88(3) 2.29(3) 2.743(3) 112(2) . N1 H1C F16 0.88(3) 2.30(3) 2.672(3) 105(2) . N2 H2A N71 0.92(3) 2.03(3) 2.928(3) 164(2) . N2 H2B N88 0.90(3) 2.04(3) 2.936(3) 176(3) 4_666 N2 H2C F56 0.89(3) 2.34(3) 2.737(3) 107.2(19) . N2 H2C F66 0.89(3) 2.16(3) 2.689(3) 117(2) . N2 H2C Cl95 0.89(3) 2.99(3) 3.804(2) 154(2) 4_666 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.278 _refine_diff_density_min -0.369 _refine_diff_density_rms 0.061 #===END data_10a _database_code_depnum_ccdc_archive 'CCDC 688054' _chemical_name_systematic ; ? ; _chemical_name_common AnnaF7 _chemical_melting_point ? _chemical_formula_structural (C6F5)3BNH3.C10H8N2 _chemical_formula_moiety '2(C18 H3 B F15 N1),C10 H8 N2' _chemical_formula_sum 'C46 H14 B2 F30 N4' _chemical_formula_weight 1214.23 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.5017(18) _cell_length_b 11.412(5) _cell_length_c 11.547(3) _cell_angle_alpha 96.404(5) _cell_angle_beta 111.114(19) _cell_angle_gamma 115.928(10) _cell_volume 1099.7(6) _cell_formula_units_Z 1 _cell_measurement_temperature 140(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.833 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 598 _exptl_absorpt_coefficient_mu 0.198 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.757 _exptl_absorpt_correction_T_max 0.963 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.9 Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur 3/CCD' _diffrn_measurement_method 'Thin slice \f and \w scans' _diffrn_detector_area_resol_mean 16.0050 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15562 _diffrn_reflns_av_R_equivalents 0.0727 _diffrn_reflns_av_sigmaI/netI 0.0574 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.87 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5007 _reflns_number_gt 3689 _reflns_threshold_expression I>2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997b)' _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^)+(0.0365P)^2^+0.2399P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5007 _refine_ls_number_parameters 382 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0685 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1027 _refine_ls_wR_factor_gt 0.0940 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _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 B1 B 0.5007(2) 0.7321(2) 0.75113(19) 0.0216(4) Uani 1 1 d . . . N1 N 0.56591(19) 0.62921(17) 0.74325(16) 0.0237(3) Uani 1 1 d . . . F12 F 0.14752(11) 0.64454(12) 0.60910(10) 0.0333(3) Uani 1 1 d . . . F13 F -0.06697(12) 0.50999(13) 0.68179(12) 0.0424(3) Uani 1 1 d . . . F14 F 0.00592(14) 0.42702(13) 0.89561(12) 0.0432(3) Uani 1 1 d . . . F15 F 0.31214(14) 0.49942(13) 1.04462(10) 0.0372(3) Uani 1 1 d . . . F16 F 0.53763(12) 0.64544(12) 0.97830(10) 0.0318(3) Uani 1 1 d . . . F22 F 0.54562(12) 0.89880(12) 1.00297(10) 0.0333(3) Uani 1 1 d . . . F23 F 0.79958(14) 1.13930(12) 1.15989(11) 0.0417(3) Uani 1 1 d . . . F24 F 1.04917(13) 1.25999(12) 1.10678(12) 0.0455(3) Uani 1 1 d . . . F25 F 1.03967(13) 1.13010(13) 0.89087(12) 0.0413(3) Uani 1 1 d . . . F26 F 0.78897(12) 0.88425(12) 0.73391(10) 0.0322(3) Uani 1 1 d . . . F32 F 0.40306(12) 0.92734(11) 0.70633(10) 0.0305(3) Uani 1 1 d . . . F33 F 0.29564(13) 0.97954(12) 0.48333(12) 0.0377(3) Uani 1 1 d . . . F34 F 0.27329(14) 0.84307(13) 0.26433(11) 0.0430(3) Uani 1 1 d . . . F35 F 0.35145(14) 0.64634(13) 0.27118(10) 0.0404(3) Uani 1 1 d . . . F36 F 0.45265(13) 0.58895(12) 0.48853(10) 0.0328(3) Uani 1 1 d . . . C11 C 0.3571(2) 0.65353(18) 0.78995(16) 0.0219(4) Uani 1 1 d . . . C12 C 0.1992(2) 0.61327(19) 0.71956(17) 0.0252(4) Uani 1 1 d . . . C13 C 0.0827(2) 0.5408(2) 0.75424(18) 0.0291(4) Uani 1 1 d . . . C14 C 0.1191(2) 0.5006(2) 0.86284(18) 0.0300(4) Uani 1 1 d . . . C15 C 0.2738(2) 0.5373(2) 0.93698(17) 0.0279(4) Uani 1 1 d . . . C16 C 0.3862(2) 0.61111(19) 0.89993(17) 0.0254(4) Uani 1 1 d . . . C21 C 0.65321(19) 0.87886(18) 0.85932(16) 0.0224(4) Uani 1 1 d . . . C22 C 0.6644(2) 0.9503(2) 0.96968(18) 0.0264(4) Uani 1 1 d . . . C23 C 0.7951(2) 1.0763(2) 1.05250(18) 0.0294(4) Uani 1 1 d . . . C24 C 0.9214(2) 1.1375(2) 1.02671(19) 0.0322(5) Uani 1 1 d . . . C25 C 0.9170(2) 1.0714(2) 0.91824(19) 0.0301(4) Uani 1 1 d . . . C26 C 0.7857(2) 0.9448(2) 0.83891(17) 0.0253(4) Uani 1 1 d . . . C31 C 0.43902(18) 0.75903(18) 0.61083(16) 0.0204(4) Uani 1 1 d . . . C32 C 0.39585(19) 0.85743(19) 0.60070(17) 0.0227(4) Uani 1 1 d . . . C33 C 0.3383(2) 0.88493(19) 0.48672(18) 0.0257(4) Uani 1 1 d . . . C34 C 0.3259(2) 0.8156(2) 0.37582(17) 0.0285(4) Uani 1 1 d . . . C35 C 0.3672(2) 0.7182(2) 0.37944(17) 0.0275(4) Uani 1 1 d . . . C36 C 0.42099(19) 0.69148(18) 0.49535(17) 0.0230(4) Uani 1 1 d . . . H1A H 0.632(3) 0.648(2) 0.703(2) 0.041(6) Uiso 1 1 d . . . H1B H 0.623(3) 0.630(2) 0.823(2) 0.040(6) Uiso 1 1 d . . . H1C H 0.484(3) 0.538(2) 0.701(2) 0.036(6) Uiso 1 1 d . . . N41 N 0.29731(19) 0.35310(17) 0.63085(16) 0.0336(4) Uani 1 1 d . . . C42 C 0.1727(3) 0.3010(3) 0.5165(3) 0.0672(9) Uani 1 1 d . . . H42 H 0.1638 0.3599 0.4687 0.081 Uiso 1 1 calc R . . C43 C 0.0545(3) 0.1653(3) 0.4626(3) 0.0660(9) Uani 1 1 d . . . H43 H -0.0310 0.1351 0.3808 0.079 Uiso 1 1 calc R . . C44 C 0.0611(2) 0.07391(19) 0.52794(17) 0.0255(4) Uani 1 1 d . . . C45 C 0.1910(3) 0.1278(2) 0.6475(2) 0.0482(6) Uani 1 1 d . . . H45 H 0.2033 0.0712 0.6971 0.058 Uiso 1 1 calc R . . C46 C 0.3031(3) 0.2651(2) 0.6941(2) 0.0489(6) Uani 1 1 d . . . H46 H 0.3895 0.2985 0.7763 0.059 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 B1 0.0195(9) 0.0229(11) 0.0220(9) 0.0068(8) 0.0082(8) 0.0117(8) N1 0.0222(7) 0.0215(9) 0.0242(8) 0.0077(7) 0.0077(7) 0.0110(7) F12 0.0205(5) 0.0421(7) 0.0277(6) 0.0171(5) 0.0059(4) 0.0113(5) F13 0.0192(5) 0.0509(8) 0.0440(7) 0.0181(6) 0.0118(5) 0.0092(5) F14 0.0388(6) 0.0456(8) 0.0471(7) 0.0200(6) 0.0296(6) 0.0141(6) F15 0.0491(7) 0.0469(8) 0.0289(6) 0.0213(5) 0.0238(5) 0.0283(6) F16 0.0292(6) 0.0417(7) 0.0250(5) 0.0132(5) 0.0090(5) 0.0208(5) F22 0.0300(6) 0.0316(7) 0.0337(6) 0.0025(5) 0.0158(5) 0.0132(5) F23 0.0428(7) 0.0339(7) 0.0322(6) -0.0036(5) 0.0068(5) 0.0186(6) F24 0.0293(6) 0.0251(6) 0.0461(7) 0.0017(5) -0.0026(5) 0.0040(5) F25 0.0243(5) 0.0355(7) 0.0523(8) 0.0171(6) 0.0148(5) 0.0079(5) F26 0.0282(5) 0.0349(7) 0.0332(6) 0.0116(5) 0.0157(5) 0.0145(5) F32 0.0331(6) 0.0312(6) 0.0311(6) 0.0076(5) 0.0139(5) 0.0207(5) F33 0.0358(6) 0.0332(7) 0.0468(7) 0.0194(6) 0.0132(5) 0.0230(6) F34 0.0451(7) 0.0450(8) 0.0297(6) 0.0216(6) 0.0093(5) 0.0200(6) F35 0.0454(7) 0.0493(8) 0.0238(6) 0.0074(5) 0.0175(5) 0.0220(6) F36 0.0408(6) 0.0337(7) 0.0295(6) 0.0072(5) 0.0150(5) 0.0251(6) C11 0.0230(8) 0.0201(9) 0.0195(8) 0.0047(7) 0.0084(7) 0.0101(7) C12 0.0241(9) 0.0218(10) 0.0221(9) 0.0060(7) 0.0066(7) 0.0093(8) C13 0.0208(9) 0.0280(11) 0.0295(10) 0.0056(8) 0.0089(8) 0.0085(8) C14 0.0301(9) 0.0272(11) 0.0321(10) 0.0085(8) 0.0201(8) 0.0100(8) C15 0.0389(10) 0.0282(10) 0.0220(9) 0.0103(8) 0.0168(8) 0.0187(9) C16 0.0251(9) 0.0274(10) 0.0218(9) 0.0049(7) 0.0080(7) 0.0148(8) C21 0.0189(8) 0.0219(9) 0.0216(8) 0.0073(7) 0.0040(7) 0.0108(7) C22 0.0224(8) 0.0260(10) 0.0278(9) 0.0077(8) 0.0072(7) 0.0137(8) C23 0.0298(9) 0.0247(10) 0.0256(9) 0.0030(8) 0.0040(8) 0.0157(8) C24 0.0225(9) 0.0205(10) 0.0325(10) 0.0045(8) -0.0026(8) 0.0077(8) C25 0.0182(8) 0.0283(11) 0.0375(11) 0.0149(9) 0.0073(8) 0.0105(8) C26 0.0231(8) 0.0266(10) 0.0235(9) 0.0089(8) 0.0064(7) 0.0138(8) C31 0.0149(7) 0.0199(9) 0.0236(9) 0.0069(7) 0.0078(7) 0.0075(7) C32 0.0182(8) 0.0229(9) 0.0243(9) 0.0063(7) 0.0095(7) 0.0089(7) C33 0.0199(8) 0.0221(10) 0.0347(10) 0.0122(8) 0.0096(8) 0.0119(8) C34 0.0244(9) 0.0306(11) 0.0241(9) 0.0149(8) 0.0074(7) 0.0107(8) C35 0.0233(9) 0.0297(11) 0.0223(9) 0.0059(8) 0.0109(7) 0.0082(8) C36 0.0191(8) 0.0223(9) 0.0257(9) 0.0066(7) 0.0093(7) 0.0102(7) N41 0.0281(8) 0.0220(9) 0.0404(10) 0.0026(7) 0.0135(8) 0.0085(7) C42 0.0451(14) 0.0302(13) 0.0742(18) 0.0225(13) -0.0108(13) 0.0077(11) C43 0.0403(13) 0.0321(14) 0.0617(16) 0.0166(12) -0.0206(12) 0.0035(11) C44 0.0215(9) 0.0241(10) 0.0274(9) 0.0051(8) 0.0102(7) 0.0106(8) C45 0.0484(13) 0.0335(12) 0.0272(10) 0.0108(9) 0.0042(9) 0.0036(10) C46 0.0434(12) 0.0346(13) 0.0252(10) 0.0025(9) 0.0020(9) -0.0013(10) _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 B1 N1 1.606(3) . ? B1 C31 1.633(2) . ? B1 C11 1.635(3) . ? B1 C21 1.636(3) . ? N1 H1A 0.93(2) . ? N1 H1B 0.90(2) . ? N1 H1C 0.93(2) . ? F12 C12 1.349(2) . ? F13 C13 1.341(2) . ? F14 C14 1.335(2) . ? F15 C15 1.344(2) . ? F16 C16 1.357(2) . ? F22 C22 1.343(2) . ? F23 C23 1.336(2) . ? F24 C24 1.337(2) . ? F25 C25 1.340(2) . ? F26 C26 1.346(2) . ? F32 C32 1.339(2) . ? F33 C33 1.337(2) . ? F34 C34 1.338(2) . ? F35 C35 1.329(2) . ? F36 C36 1.351(2) . ? C11 C12 1.379(2) . ? C11 C16 1.388(2) . ? C12 C13 1.372(3) . ? C13 C14 1.366(3) . ? C14 C15 1.368(3) . ? C15 C16 1.364(3) . ? C21 C22 1.371(3) . ? C21 C26 1.385(3) . ? C22 C23 1.374(3) . ? C23 C24 1.362(3) . ? C24 C25 1.362(3) . ? C25 C26 1.371(3) . ? C31 C36 1.367(2) . ? C31 C32 1.384(2) . ? C32 C33 1.372(2) . ? C33 C34 1.359(3) . ? C34 C35 1.358(3) . ? C35 C36 1.379(2) . ? N41 C42 1.307(3) . ? N41 C46 1.316(3) . ? C42 C43 1.369(3) . ? C42 H42 0.9300 . ? C43 C44 1.364(3) . ? C43 H43 0.9300 . ? C44 C45 1.366(3) . ? C44 C44 1.475(4) 2_556 ? C45 C46 1.368(3) . ? C45 H45 0.9300 . ? C46 H46 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 B1 C31 110.35(15) . . ? N1 B1 C11 104.02(15) . . ? C31 B1 C11 112.66(14) . . ? N1 B1 C21 106.31(14) . . ? C31 B1 C21 107.45(15) . . ? C11 B1 C21 115.78(15) . . ? B1 N1 H1A 115.2(14) . . ? B1 N1 H1B 111.3(15) . . ? H1A N1 H1B 105.7(18) . . ? B1 N1 H1C 112.4(13) . . ? H1A N1 H1C 107.3(19) . . ? H1B N1 H1C 104.2(19) . . ? C12 C11 C16 112.61(16) . . ? C12 C11 B1 127.21(15) . . ? C16 C11 B1 120.02(15) . . ? F12 C12 C13 114.38(15) . . ? F12 C12 C11 121.37(16) . . ? C13 C12 C11 124.24(16) . . ? F13 C13 C14 119.94(17) . . ? F13 C13 C12 119.96(16) . . ? C14 C13 C12 120.10(17) . . ? F14 C14 C13 120.60(17) . . ? F14 C14 C15 120.89(17) . . ? C13 C14 C15 118.51(17) . . ? F15 C15 C16 121.24(17) . . ? F15 C15 C14 119.37(17) . . ? C16 C15 C14 119.38(16) . . ? F16 C16 C15 116.49(15) . . ? F16 C16 C11 118.38(16) . . ? C15 C16 C11 125.12(16) . . ? C22 C21 C26 114.00(17) . . ? C22 C21 B1 126.99(16) . . ? C26 C21 B1 118.96(16) . . ? F22 C22 C21 120.82(17) . . ? F22 C22 C23 116.10(17) . . ? C21 C22 C23 123.07(18) . . ? F23 C23 C24 119.50(18) . . ? F23 C23 C22 120.01(18) . . ? C24 C23 C22 120.49(19) . . ? F24 C24 C25 119.95(19) . . ? F24 C24 C23 120.94(19) . . ? C25 C24 C23 119.10(18) . . ? F25 C25 C24 120.02(18) . . ? F25 C25 C26 121.14(19) . . ? C24 C25 C26 118.84(18) . . ? F26 C26 C25 116.07(16) . . ? F26 C26 C21 119.44(16) . . ? C25 C26 C21 124.48(18) . . ? C36 C31 C32 113.43(16) . . ? C36 C31 B1 126.80(16) . . ? C32 C31 B1 119.76(16) . . ? F32 C32 C33 116.67(16) . . ? F32 C32 C31 119.04(15) . . ? C33 C32 C31 124.23(17) . . ? F33 C33 C34 119.60(16) . . ? F33 C33 C32 121.09(17) . . ? C34 C33 C32 119.30(17) . . ? F34 C34 C35 120.49(18) . . ? F34 C34 C33 120.19(18) . . ? C35 C34 C33 119.32(16) . . ? F35 C35 C34 120.24(16) . . ? F35 C35 C36 120.24(18) . . ? C34 C35 C36 119.49(18) . . ? F36 C36 C31 120.34(15) . . ? F36 C36 C35 115.44(16) . . ? C31 C36 C35 124.20(18) . . ? C42 N41 C46 115.20(19) . . ? N41 C42 C43 124.1(2) . . ? N41 C42 H42 117.9 . . ? C43 C42 H42 117.9 . . ? C44 C43 C42 120.6(2) . . ? C44 C43 H43 119.7 . . ? C42 C43 H43 119.7 . . ? C43 C44 C45 115.46(19) . . ? C43 C44 C44 122.5(2) . 2_556 ? C45 C44 C44 122.0(2) . 2_556 ? C44 C45 C46 120.0(2) . . ? C44 C45 H45 120.0 . . ? C46 C45 H45 120.0 . . ? N41 C46 C45 124.6(2) . . ? N41 C46 H46 117.7 . . ? C45 C46 H46 117.7 . . ? 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 N1 B1 C11 C12 -120.80(19) . . . . ? C31 B1 C11 C12 -1.3(3) . . . . ? C21 B1 C11 C12 123.0(2) . . . . ? N1 B1 C11 C16 54.3(2) . . . . ? C31 B1 C11 C16 173.87(16) . . . . ? C21 B1 C11 C16 -61.9(2) . . . . ? C16 C11 C12 F12 -179.79(16) . . . . ? B1 C11 C12 F12 -4.3(3) . . . . ? C16 C11 C12 C13 0.8(3) . . . . ? B1 C11 C12 C13 176.28(18) . . . . ? F12 C12 C13 F13 -1.6(3) . . . . ? C11 C12 C13 F13 177.87(18) . . . . ? F12 C12 C13 C14 178.74(17) . . . . ? C11 C12 C13 C14 -1.8(3) . . . . ? F13 C13 C14 F14 2.0(3) . . . . ? C12 C13 C14 F14 -178.29(18) . . . . ? F13 C13 C14 C15 -177.99(18) . . . . ? C12 C13 C14 C15 1.7(3) . . . . ? F14 C14 C15 F15 -0.4(3) . . . . ? C13 C14 C15 F15 179.56(17) . . . . ? F14 C14 C15 C16 179.27(18) . . . . ? C13 C14 C15 C16 -0.7(3) . . . . ? F15 C15 C16 F16 -0.9(3) . . . . ? C14 C15 C16 F16 179.38(18) . . . . ? F15 C15 C16 C11 179.44(17) . . . . ? C14 C15 C16 C11 -0.2(3) . . . . ? C12 C11 C16 F16 -179.40(16) . . . . ? B1 C11 C16 F16 4.8(3) . . . . ? C12 C11 C16 C15 0.2(3) . . . . ? B1 C11 C16 C15 -175.60(18) . . . . ? N1 B1 C21 C22 -123.84(18) . . . . ? C31 B1 C21 C22 118.01(19) . . . . ? C11 B1 C21 C22 -8.9(3) . . . . ? N1 B1 C21 C26 59.0(2) . . . . ? C31 B1 C21 C26 -59.2(2) . . . . ? C11 B1 C21 C26 173.92(15) . . . . ? C26 C21 C22 F22 -179.43(15) . . . . ? B1 C21 C22 F22 3.3(3) . . . . ? C26 C21 C22 C23 0.2(3) . . . . ? B1 C21 C22 C23 -177.09(17) . . . . ? F22 C22 C23 F23 0.9(3) . . . . ? C21 C22 C23 F23 -178.71(16) . . . . ? F22 C22 C23 C24 -179.64(16) . . . . ? C21 C22 C23 C24 0.7(3) . . . . ? F23 C23 C24 F24 -0.5(3) . . . . ? C22 C23 C24 F24 -179.92(16) . . . . ? F23 C23 C24 C25 178.86(16) . . . . ? C22 C23 C24 C25 -0.6(3) . . . . ? F24 C24 C25 F25 -0.9(3) . . . . ? C23 C24 C25 F25 179.72(16) . . . . ? F24 C24 C25 C26 178.87(16) . . . . ? C23 C24 C25 C26 -0.5(3) . . . . ? F25 C25 C26 F26 0.3(3) . . . . ? C24 C25 C26 F26 -179.45(16) . . . . ? F25 C25 C26 C21 -178.70(16) . . . . ? C24 C25 C26 C21 1.5(3) . . . . ? C22 C21 C26 F26 179.66(15) . . . . ? B1 C21 C26 F26 -2.8(2) . . . . ? C22 C21 C26 C25 -1.3(3) . . . . ? B1 C21 C26 C25 176.20(16) . . . . ? N1 B1 C31 C36 9.0(2) . . . . ? C11 B1 C31 C36 -106.8(2) . . . . ? C21 B1 C31 C36 124.54(18) . . . . ? N1 B1 C31 C32 -172.26(15) . . . . ? C11 B1 C31 C32 72.0(2) . . . . ? C21 B1 C31 C32 -56.8(2) . . . . ? C36 C31 C32 F32 177.75(15) . . . . ? B1 C31 C32 F32 -1.1(2) . . . . ? C36 C31 C32 C33 0.9(2) . . . . ? B1 C31 C32 C33 -178.01(16) . . . . ? F32 C32 C33 F33 1.6(2) . . . . ? C31 C32 C33 F33 178.57(16) . . . . ? F32 C32 C33 C34 -178.99(16) . . . . ? C31 C32 C33 C34 -2.0(3) . . . . ? F33 C33 C34 F34 0.9(3) . . . . ? C32 C33 C34 F34 -178.54(16) . . . . ? F33 C33 C34 C35 -179.06(16) . . . . ? C32 C33 C34 C35 1.5(3) . . . . ? F34 C34 C35 F35 -2.0(3) . . . . ? C33 C34 C35 F35 177.97(16) . . . . ? F34 C34 C35 C36 -179.94(16) . . . . ? C33 C34 C35 C36 0.0(3) . . . . ? C32 C31 C36 F36 -177.54(15) . . . . ? B1 C31 C36 F36 1.2(3) . . . . ? C32 C31 C36 C35 0.8(3) . . . . ? B1 C31 C36 C35 179.55(17) . . . . ? F35 C35 C36 F36 -0.8(2) . . . . ? C34 C35 C36 F36 177.18(16) . . . . ? F35 C35 C36 C31 -179.19(16) . . . . ? C34 C35 C36 C31 -1.2(3) . . . . ? C46 N41 C42 C43 -0.3(5) . . . . ? N41 C42 C43 C44 -0.1(5) . . . . ? C42 C43 C44 C45 0.1(4) . . . . ? C42 C43 C44 C44 -178.2(3) . . . 2_556 ? C43 C44 C45 C46 0.3(4) . . . . ? C44 C44 C45 C46 178.6(2) 2_556 . . . ? C42 N41 C46 C45 0.7(4) . . . . ? C44 C45 C46 N41 -0.7(4) . . . . ? 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 N1 H1A F26 0.93(2) 2.36(2) 2.874(2) 114.1(17) . N1 H1B F16 0.90(2) 2.29(2) 2.830(2) 118.5(17) . N1 H1B F15 0.90(2) 2.37(2) 3.159(2) 147(2) 2_667 N1 H1C N41 0.93(2) 1.95(2) 2.872(3) 170.0(19) . N1 H1A F36 0.93(2) 2.30(2) 2.642(2) 100.9(15) . _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.307 _refine_diff_density_min -0.275 _refine_diff_density_rms 0.049 #===END data_10b _database_code_depnum_ccdc_archive 'CCDC 688055' _chemical_formula_structural '(C6F5)3B.NH3, 1.5(C10H8N2), 0.5(CH2Cl2)' _chemical_name_common AnnaF13a _chemical_melting_point ? _chemical_formula_moiety 'C18 H3 B F15 N, C15 H12 N3, C0.5 H Cl' _chemical_formula_sum 'C33.50 H16 B Cl F15 N4' _chemical_formula_weight 805.76 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.5853(16) _cell_length_b 16.0102(10) _cell_length_c 22.0129(11) _cell_angle_alpha 90.00 _cell_angle_beta 114.527(7) _cell_angle_gamma 90.00 _cell_volume 6600.3(7) _cell_formula_units_Z 8 _cell_measurement_temperature 140(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.622 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3216 _exptl_absorpt_coefficient_mu 0.234 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.879 _exptl_absorpt_correction_T_max 0.952 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.9 Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur 3/CCD' _diffrn_measurement_method 'Thin slice \f and \w scans' _diffrn_detector_area_resol_mean 16.0050 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27979 _diffrn_reflns_av_R_equivalents 0.0370 _diffrn_reflns_av_sigmaI/netI 0.0252 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.65 _diffrn_reflns_theta_max 22.50 _reflns_number_total 4295 _reflns_number_gt 3353 _reflns_threshold_expression I>2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p20 beta ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997b)' _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^)+(0.0405P)^2^+11.0892P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4295 _refine_ls_number_parameters 517 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0629 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.1015 _refine_ls_wR_factor_gt 0.0943 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _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 B1 B 0.35254(16) 0.5240(2) 0.56730(16) 0.0303(7) Uani 1 1 d . . . N1 N 0.30898(14) 0.50708(18) 0.48906(12) 0.0309(6) Uani 1 1 d . . . F12 F 0.42560(9) 0.56062(13) 0.47831(9) 0.0560(5) Uani 1 1 d . . . F13 F 0.50222(10) 0.69544(17) 0.48345(12) 0.0971(9) Uani 1 1 d . . . F14 F 0.53594(11) 0.80631(15) 0.58576(16) 0.1193(12) Uani 1 1 d . . . F15 F 0.48957(12) 0.77823(13) 0.68242(14) 0.0994(9) Uani 1 1 d . . . F16 F 0.41069(9) 0.64503(12) 0.67739(10) 0.0609(6) Uani 1 1 d . . . F22 F 0.50631(8) 0.49640(10) 0.66623(9) 0.0469(5) Uani 1 1 d . . . F23 F 0.56505(9) 0.35083(12) 0.71256(10) 0.0597(5) Uani 1 1 d . . . F24 F 0.48890(11) 0.20730(11) 0.67420(11) 0.0712(6) Uani 1 1 d . . . F25 F 0.34806(11) 0.21491(11) 0.58994(10) 0.0668(6) Uani 1 1 d . . . F26 F 0.28593(9) 0.36139(10) 0.54553(8) 0.0463(5) Uani 1 1 d . . . F32 F 0.24712(9) 0.65252(10) 0.50841(8) 0.0467(5) Uani 1 1 d . . . F33 F 0.14046(10) 0.69557(13) 0.54003(10) 0.0651(6) Uani 1 1 d . . . F34 F 0.12683(10) 0.62362(13) 0.64613(11) 0.0678(6) Uani 1 1 d . . . F35 F 0.22228(11) 0.50561(13) 0.71841(10) 0.0650(6) Uani 1 1 d . . . F36 F 0.32770(10) 0.46008(11) 0.68703(9) 0.0536(5) Uani 1 1 d . . . C11 C 0.40826(14) 0.59982(17) 0.57433(14) 0.0319(7) Uani 1 1 d . . . C12 C 0.43703(15) 0.6151(2) 0.52892(16) 0.0432(8) Uani 1 1 d . . . C13 C 0.47870(17) 0.6836(3) 0.5312(2) 0.0623(11) Uani 1 1 d . . . C14 C 0.49525(18) 0.7392(2) 0.5824(3) 0.0742(15) Uani 1 1 d . . . C15 C 0.47132(18) 0.7248(2) 0.6305(2) 0.0647(12) Uani 1 1 d . . . C16 C 0.42965(16) 0.65714(19) 0.62614(18) 0.0455(8) Uani 1 1 d . . . C21 C 0.39286(14) 0.43699(16) 0.60057(13) 0.0279(6) Uani 1 1 d . . . C22 C 0.46392(14) 0.42849(17) 0.64463(14) 0.0318(7) Uani 1 1 d . . . C23 C 0.49583(15) 0.35357(19) 0.66951(15) 0.0392(8) Uani 1 1 d . . . C24 C 0.45793(18) 0.28086(19) 0.65108(16) 0.0444(8) Uani 1 1 d . . . C25 C 0.38678(18) 0.28508(18) 0.60816(16) 0.0416(8) Uani 1 1 d . . . C26 C 0.35710(15) 0.36140(18) 0.58557(14) 0.0343(7) Uani 1 1 d . . . C31 C 0.29237(14) 0.55242(17) 0.59451(13) 0.0297(7) Uani 1 1 d . . . C32 C 0.24274(15) 0.61326(18) 0.56115(14) 0.0355(7) Uani 1 1 d . . . C33 C 0.18756(16) 0.63752(19) 0.57658(16) 0.0435(8) Uani 1 1 d . . . C34 C 0.18054(16) 0.6012(2) 0.62958(17) 0.0462(8) Uani 1 1 d . . . C35 C 0.22855(16) 0.5414(2) 0.66604(16) 0.0433(8) Uani 1 1 d . . . C36 C 0.28265(15) 0.51885(18) 0.64795(15) 0.0369(7) Uani 1 1 d . . . C71 C 0.4715(4) 0.0877(5) 0.5294(4) 0.069(2) Uani 0.50 1 d P . . H71A H 0.4967 0.1315 0.5175 0.083 Uiso 0.50 1 calc PR . . H71B H 0.4764 0.0981 0.5745 0.083 Uiso 0.50 1 calc PR . . Cl72 Cl 0.50870(16) -0.00902(18) 0.52589(13) 0.0959(9) Uani 0.50 1 d P . . Cl73 Cl 0.37903(12) 0.08907(16) 0.47290(12) 0.0917(7) Uani 0.50 1 d P . . N41 N 0.27215(14) 0.63523(16) 0.38034(13) 0.0459(7) Uani 1 1 d . . . C42 C 0.20685(17) 0.66778(19) 0.35436(15) 0.0434(8) Uani 1 1 d . . . H42 H 0.1782 0.6598 0.3773 0.052 Uiso 1 1 calc R . . C43 C 0.17892(16) 0.71251(18) 0.29588(14) 0.0383(7) Uani 1 1 d . . . H43 H 0.1325 0.7331 0.2798 0.046 Uiso 1 1 calc R . . C44 C 0.22052(15) 0.72653(17) 0.26130(14) 0.0329(7) Uani 1 1 d . . . C45 C 0.28815(16) 0.6925(2) 0.28749(16) 0.0474(8) Uani 1 1 d . . . H45 H 0.3179 0.6997 0.2656 0.057 Uiso 1 1 calc R . . C46 C 0.31127(17) 0.6481(2) 0.34598(16) 0.0511(9) Uani 1 1 d . . . H46 H 0.3570 0.6256 0.3626 0.061 Uiso 1 1 calc R . . C47 C 0.19506(14) 0.77674(17) 0.19904(14) 0.0324(7) Uani 1 1 d . . . C48 C 0.15514(15) 0.84865(18) 0.19191(14) 0.0358(7) Uani 1 1 d . . . H48 H 0.1411 0.8650 0.2252 0.043 Uiso 1 1 calc R . . C49 C 0.13643(15) 0.89583(19) 0.13446(15) 0.0385(7) Uani 1 1 d . . . H49 H 0.1104 0.9445 0.1308 0.046 Uiso 1 1 calc R . . N50 N 0.15329(13) 0.87602(16) 0.08427(12) 0.0411(6) Uani 1 1 d . . . C51 C 0.19018(17) 0.8053(2) 0.09127(16) 0.0463(8) Uani 1 1 d . . . H51 H 0.2018 0.7892 0.0564 0.056 Uiso 1 1 calc R . . C52 C 0.21202(16) 0.7550(2) 0.14693(15) 0.0423(8) Uani 1 1 d . . . H52 H 0.2380 0.7067 0.1493 0.051 Uiso 1 1 calc R . . N61 N 0.15765(15) 0.4818(2) 0.39979(19) 0.0699(9) Uani 1 1 d . . . C62 C 0.15706(17) 0.4590(2) 0.3417(2) 0.0597(11) Uani 1 1 d . . . H62 H 0.1997 0.4406 0.3411 0.072 Uiso 1 1 calc R . . C63 C 0.09735(16) 0.4608(2) 0.28214(19) 0.0565(10) Uani 1 1 d . . . H63 H 0.1001 0.4447 0.2427 0.068 Uiso 1 1 calc R . . C64 C 0.03300(16) 0.4871(2) 0.2817(2) 0.0576(10) Uani 1 1 d . . . C65 C 0.0335(2) 0.5116(3) 0.3405(3) 0.111(2) Uani 1 1 d . . . H65 H -0.0083 0.5306 0.3425 0.134 Uiso 1 1 calc R . . C66 C 0.0964(2) 0.5083(3) 0.3980(3) 0.120(2) Uani 1 1 d . . . H66 H 0.0953 0.5260 0.4378 0.144 Uiso 1 1 calc R . . H1A H 0.2653(18) 0.4858(18) 0.4788(14) 0.041(9) Uiso 1 1 d . . . H1B H 0.3022(17) 0.556(2) 0.4638(17) 0.060(11) Uiso 1 1 d . . . H1C H 0.3292(16) 0.469(2) 0.4735(15) 0.042(9) Uiso 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 B1 0.0251(17) 0.0356(19) 0.0259(18) 0.0007(14) 0.0065(14) 0.0012(14) N1 0.0244(14) 0.0353(16) 0.0305(15) -0.0013(13) 0.0089(12) 0.0021(12) F12 0.0335(10) 0.0942(15) 0.0416(11) 0.0086(11) 0.0170(9) -0.0004(10) F13 0.0419(12) 0.140(2) 0.0967(18) 0.0728(17) 0.0164(12) -0.0123(13) F14 0.0523(14) 0.0658(16) 0.184(3) 0.0548(17) -0.0064(16) -0.0254(12) F15 0.0608(14) 0.0510(14) 0.139(2) -0.0365(15) -0.0061(14) -0.0099(11) F16 0.0458(11) 0.0714(14) 0.0576(13) -0.0299(10) 0.0137(10) -0.0044(10) F22 0.0264(9) 0.0444(11) 0.0562(11) 0.0104(9) 0.0034(8) -0.0007(8) F23 0.0329(10) 0.0690(13) 0.0731(14) 0.0309(10) 0.0180(10) 0.0209(9) F24 0.0836(15) 0.0416(12) 0.0965(16) 0.0288(11) 0.0455(13) 0.0272(11) F25 0.0852(15) 0.0344(11) 0.0784(15) 0.0018(10) 0.0316(12) -0.0115(10) F26 0.0390(10) 0.0474(11) 0.0431(10) 0.0005(8) 0.0078(8) -0.0127(8) F32 0.0520(11) 0.0466(10) 0.0428(11) 0.0116(8) 0.0209(9) 0.0187(8) F33 0.0523(12) 0.0746(14) 0.0667(13) 0.0127(11) 0.0229(10) 0.0364(11) F34 0.0508(12) 0.0829(15) 0.0847(15) -0.0003(12) 0.0433(11) 0.0173(10) F35 0.0725(14) 0.0779(14) 0.0685(14) 0.0166(11) 0.0532(12) 0.0155(11) F36 0.0593(12) 0.0656(12) 0.0455(11) 0.0224(9) 0.0313(10) 0.0274(10) C11 0.0219(14) 0.0298(16) 0.0370(18) 0.0060(14) 0.0053(13) 0.0063(12) C12 0.0244(16) 0.051(2) 0.041(2) 0.0156(16) 0.0001(15) 0.0032(15) C13 0.0267(18) 0.074(3) 0.072(3) 0.046(2) 0.0066(19) -0.0003(19) C14 0.031(2) 0.040(2) 0.112(4) 0.035(3) -0.011(2) -0.0094(17) C15 0.036(2) 0.031(2) 0.093(3) -0.003(2) -0.008(2) -0.0014(17) C16 0.0290(17) 0.0348(19) 0.060(2) -0.0018(17) 0.0057(16) 0.0035(15) C21 0.0279(16) 0.0328(17) 0.0249(15) -0.0011(12) 0.0127(13) 0.0005(13) C22 0.0285(16) 0.0353(17) 0.0355(17) 0.0004(13) 0.0170(14) 0.0002(14) C23 0.0307(17) 0.046(2) 0.0433(19) 0.0162(15) 0.0182(15) 0.0160(15) C24 0.054(2) 0.035(2) 0.055(2) 0.0164(16) 0.0334(18) 0.0191(17) C25 0.059(2) 0.0265(18) 0.047(2) 0.0009(15) 0.0299(18) -0.0044(16) C26 0.0335(17) 0.0404(19) 0.0290(17) -0.0011(13) 0.0131(14) -0.0011(14) C31 0.0251(15) 0.0321(16) 0.0282(16) -0.0027(13) 0.0075(13) 0.0007(13) C32 0.0371(17) 0.0379(17) 0.0294(17) 0.0005(14) 0.0117(14) 0.0030(14) C33 0.0318(17) 0.048(2) 0.046(2) -0.0010(16) 0.0108(15) 0.0169(15) C34 0.0331(18) 0.059(2) 0.055(2) -0.0081(18) 0.0267(17) 0.0069(16) C35 0.0429(19) 0.052(2) 0.044(2) 0.0024(16) 0.0268(16) 0.0038(16) C36 0.0359(17) 0.0382(18) 0.0354(18) 0.0043(14) 0.0137(15) 0.0058(14) C71 0.095(6) 0.053(5) 0.054(5) 0.009(4) 0.025(4) -0.001(4) Cl72 0.1053(19) 0.0914(18) 0.122(3) 0.0055(19) 0.078(2) 0.0165(14) Cl73 0.0658(13) 0.1037(18) 0.0876(16) 0.0354(14) 0.0139(12) -0.0043(12) N41 0.0445(16) 0.0522(17) 0.0411(16) 0.0104(13) 0.0178(14) 0.0108(13) C42 0.0436(19) 0.053(2) 0.0391(19) 0.0065(16) 0.0224(16) 0.0065(16) C43 0.0329(16) 0.0464(19) 0.0361(18) 0.0058(15) 0.0147(15) 0.0074(14) C44 0.0364(17) 0.0341(17) 0.0286(16) 0.0004(13) 0.0137(14) 0.0046(13) C45 0.0415(19) 0.060(2) 0.049(2) 0.0139(17) 0.0267(17) 0.0139(16) C46 0.0404(19) 0.067(2) 0.049(2) 0.0175(18) 0.0221(17) 0.0202(17) C47 0.0283(15) 0.0389(18) 0.0300(17) -0.0015(13) 0.0120(13) -0.0020(13) C48 0.0316(16) 0.0434(18) 0.0328(17) -0.0012(14) 0.0136(14) -0.0024(14) C49 0.0324(16) 0.0378(18) 0.0422(19) 0.0023(15) 0.0123(15) -0.0032(13) N50 0.0379(15) 0.0485(17) 0.0345(15) 0.0033(12) 0.0127(12) -0.0069(13) C51 0.049(2) 0.058(2) 0.0351(19) -0.0031(17) 0.0204(16) -0.0060(18) C52 0.0468(19) 0.0469(19) 0.0365(19) 0.0026(15) 0.0207(16) 0.0050(15) N61 0.0412(19) 0.068(2) 0.092(3) -0.0232(19) 0.0195(18) -0.0094(15) C62 0.0294(19) 0.059(2) 0.088(3) 0.031(2) 0.021(2) 0.0097(16) C63 0.035(2) 0.060(2) 0.071(3) 0.0236(19) 0.0190(19) 0.0023(16) C64 0.0263(17) 0.0319(19) 0.102(3) 0.0010(19) 0.0142(18) -0.0050(14) C65 0.031(2) 0.121(4) 0.154(5) -0.103(4) 0.010(3) -0.003(2) C66 0.041(3) 0.150(5) 0.144(5) -0.102(4) 0.014(3) -0.012(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 B1 N1 1.600(4) . ? B1 C21 1.631(4) . ? B1 C11 1.633(4) . ? B1 C31 1.648(4) . ? N1 H1A 0.90(3) . ? N1 H1B 0.93(4) . ? N1 H1C 0.89(3) . ? F12 C12 1.356(4) . ? F13 C13 1.340(4) . ? F14 C14 1.345(4) . ? F15 C15 1.349(5) . ? F16 C16 1.352(4) . ? F22 C22 1.351(3) . ? F23 C23 1.345(3) . ? F24 C24 1.335(3) . ? F25 C25 1.339(3) . ? F26 C26 1.361(3) . ? F32 C32 1.356(3) . ? F33 C33 1.343(3) . ? F34 C34 1.349(3) . ? F35 C35 1.341(3) . ? F36 C36 1.350(3) . ? C11 C12 1.379(4) . ? C11 C16 1.386(4) . ? C12 C13 1.381(5) . ? C13 C14 1.364(6) . ? C14 C15 1.361(6) . ? C15 C16 1.361(5) . ? C21 C26 1.383(4) . ? C21 C22 1.386(4) . ? C22 C23 1.368(4) . ? C23 C24 1.366(4) . ? C24 C25 1.376(4) . ? C25 C26 1.364(4) . ? C31 C36 1.381(4) . ? C31 C32 1.382(4) . ? C32 C33 1.370(4) . ? C33 C34 1.364(4) . ? C34 C35 1.370(4) . ? C35 C36 1.378(4) . ? C71 Cl72 1.743(8) . ? C71 Cl73 1.790(8) . ? C71 H71A 0.9700 . ? C71 H71B 0.9700 . ? Cl72 Cl72 1.083(5) 5_656 ? Cl72 C71 1.909(8) 5_656 ? N41 C42 1.329(4) . ? N41 C46 1.330(4) . ? C42 C43 1.373(4) . ? C42 H42 0.9300 . ? C43 C44 1.380(4) . ? C43 H43 0.9300 . ? C44 C45 1.379(4) . ? C44 C47 1.484(4) . ? C45 C46 1.372(4) . ? C45 H45 0.9300 . ? C46 H46 0.9300 . ? C47 C52 1.375(4) . ? C47 C48 1.385(4) . ? C48 C49 1.384(4) . ? C48 H48 0.9300 . ? C49 N50 1.327(4) . ? C49 H49 0.9300 . ? N50 C51 1.336(4) . ? C51 C52 1.377(4) . ? C51 H51 0.9300 . ? C52 H52 0.9300 . ? N61 C66 1.315(5) . ? N61 C62 1.326(5) . ? C62 C63 1.375(5) . ? C62 H62 0.9300 . ? C63 C64 1.386(5) . ? C63 H63 0.9300 . ? C64 C65 1.350(6) . ? C64 C64 1.489(7) 2 ? C65 C66 1.387(6) . ? C65 H65 0.9300 . ? C66 H66 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 B1 C21 107.0(2) . . ? N1 B1 C11 106.6(2) . . ? C21 B1 C11 112.7(2) . . ? N1 B1 C31 105.5(2) . . ? C21 B1 C31 113.1(2) . . ? C11 B1 C31 111.4(2) . . ? B1 N1 H1A 112.9(19) . . ? B1 N1 H1B 112(2) . . ? H1A N1 H1B 106(3) . . ? B1 N1 H1C 112.9(19) . . ? H1A N1 H1C 103(3) . . ? H1B N1 H1C 109(3) . . ? C12 C11 C16 113.2(3) . . ? C12 C11 B1 124.0(3) . . ? C16 C11 B1 122.8(3) . . ? F12 C12 C11 120.1(3) . . ? F12 C12 C13 115.7(3) . . ? C11 C12 C13 124.2(4) . . ? F13 C13 C14 120.5(4) . . ? F13 C13 C12 120.4(4) . . ? C14 C13 C12 119.1(4) . . ? F14 C14 C15 120.7(5) . . ? F14 C14 C13 120.2(5) . . ? C15 C14 C13 119.1(3) . . ? F15 C15 C16 120.7(5) . . ? F15 C15 C14 119.3(4) . . ? C16 C15 C14 120.1(4) . . ? F16 C16 C15 116.6(3) . . ? F16 C16 C11 119.2(3) . . ? C15 C16 C11 124.2(4) . . ? C26 C21 C22 112.6(2) . . ? C26 C21 B1 121.2(2) . . ? C22 C21 B1 126.2(2) . . ? F22 C22 C23 115.6(2) . . ? F22 C22 C21 120.5(2) . . ? C23 C22 C21 123.9(3) . . ? F23 C23 C24 119.3(3) . . ? F23 C23 C22 120.2(3) . . ? C24 C23 C22 120.5(3) . . ? F24 C24 C23 121.0(3) . . ? F24 C24 C25 120.6(3) . . ? C23 C24 C25 118.4(3) . . ? F25 C25 C26 121.4(3) . . ? F25 C25 C24 119.7(3) . . ? C26 C25 C24 118.8(3) . . ? F26 C26 C25 115.8(3) . . ? F26 C26 C21 118.6(2) . . ? C25 C26 C21 125.7(3) . . ? C36 C31 C32 113.0(3) . . ? C36 C31 B1 126.8(2) . . ? C32 C31 B1 120.2(2) . . ? F32 C32 C33 116.0(3) . . ? F32 C32 C31 119.0(2) . . ? C33 C32 C31 125.1(3) . . ? F33 C33 C34 120.1(3) . . ? F33 C33 C32 121.0(3) . . ? C34 C33 C32 119.0(3) . . ? F34 C34 C33 120.5(3) . . ? F34 C34 C35 120.0(3) . . ? C33 C34 C35 119.5(3) . . ? F35 C35 C34 119.9(3) . . ? F35 C35 C36 120.9(3) . . ? C34 C35 C36 119.1(3) . . ? F36 C36 C35 115.0(3) . . ? F36 C36 C31 120.7(2) . . ? C35 C36 C31 124.4(3) . . ? Cl72 C71 Cl73 109.9(4) . . ? Cl72 C71 H71A 109.7 . . ? Cl73 C71 H71A 109.7 . . ? Cl72 C71 H71B 109.7 . . ? Cl73 C71 H71B 109.7 . . ? H71A C71 H71B 108.2 . . ? Cl72 Cl72 C71 81.4(4) 5_656 . ? Cl72 Cl72 C71 64.5(3) 5_656 5_656 ? C71 Cl72 C71 145.9(2) . 5_656 ? C42 N41 C46 116.0(3) . . ? N41 C42 C43 124.2(3) . . ? N41 C42 H42 117.9 . . ? C43 C42 H42 117.9 . . ? C42 C43 C44 119.2(3) . . ? C42 C43 H43 120.4 . . ? C44 C43 H43 120.4 . . ? C45 C44 C43 117.1(3) . . ? C45 C44 C47 120.5(3) . . ? C43 C44 C47 122.4(3) . . ? C46 C45 C44 119.6(3) . . ? C46 C45 H45 120.2 . . ? C44 C45 H45 120.2 . . ? N41 C46 C45 123.9(3) . . ? N41 C46 H46 118.0 . . ? C45 C46 H46 118.0 . . ? C52 C47 C48 117.4(3) . . ? C52 C47 C44 121.2(3) . . ? C48 C47 C44 121.3(3) . . ? C49 C48 C47 119.0(3) . . ? C49 C48 H48 120.5 . . ? C47 C48 H48 120.5 . . ? N50 C49 C48 124.1(3) . . ? N50 C49 H49 117.9 . . ? C48 C49 H49 117.9 . . ? C49 N50 C51 116.1(3) . . ? N50 C51 C52 124.0(3) . . ? N50 C51 H51 118.0 . . ? C52 C51 H51 118.0 . . ? C47 C52 C51 119.5(3) . . ? C47 C52 H52 120.3 . . ? C51 C52 H52 120.3 . . ? C66 N61 C62 115.8(4) . . ? N61 C62 C63 124.1(3) . . ? N61 C62 H62 118.0 . . ? C63 C62 H62 118.0 . . ? C62 C63 C64 119.2(4) . . ? C62 C63 H63 120.4 . . ? C64 C63 H63 120.4 . . ? C65 C64 C63 117.1(3) . . ? C65 C64 C64 122.6(4) . 2 ? C63 C64 C64 120.3(5) . 2 ? C64 C65 C66 119.8(4) . . ? C64 C65 H65 120.1 . . ? C66 C65 H65 120.1 . . ? N61 C66 C65 124.1(5) . . ? N61 C66 H66 118.0 . . ? C65 C66 H66 118.0 . . ? 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 N1 B1 C11 C12 -29.4(3) . . . . ? C21 B1 C11 C12 87.7(3) . . . . ? C31 B1 C11 C12 -144.0(3) . . . . ? N1 B1 C11 C16 148.6(3) . . . . ? C21 B1 C11 C16 -94.3(3) . . . . ? C31 B1 C11 C16 34.0(3) . . . . ? C16 C11 C12 F12 174.8(2) . . . . ? B1 C11 C12 F12 -7.1(4) . . . . ? C16 C11 C12 C13 -4.6(4) . . . . ? B1 C11 C12 C13 173.5(3) . . . . ? F12 C12 C13 F13 3.3(4) . . . . ? C11 C12 C13 F13 -177.3(3) . . . . ? F12 C12 C13 C14 -177.1(3) . . . . ? C11 C12 C13 C14 2.4(5) . . . . ? F13 C13 C14 F14 -0.6(5) . . . . ? C12 C13 C14 F14 179.8(3) . . . . ? F13 C13 C14 C15 -179.2(3) . . . . ? C12 C13 C14 C15 1.2(5) . . . . ? F14 C14 C15 F15 -0.8(5) . . . . ? C13 C14 C15 F15 177.8(3) . . . . ? F14 C14 C15 C16 179.4(3) . . . . ? C13 C14 C15 C16 -2.0(5) . . . . ? F15 C15 C16 F16 -2.7(4) . . . . ? C14 C15 C16 F16 177.1(3) . . . . ? F15 C15 C16 C11 179.6(3) . . . . ? C14 C15 C16 C11 -0.6(5) . . . . ? C12 C11 C16 F16 -173.9(2) . . . . ? B1 C11 C16 F16 7.9(4) . . . . ? C12 C11 C16 C15 3.7(4) . . . . ? B1 C11 C16 C15 -174.4(3) . . . . ? N1 B1 C21 C26 -46.6(3) . . . . ? C11 B1 C21 C26 -163.5(2) . . . . ? C31 B1 C21 C26 69.1(3) . . . . ? N1 B1 C21 C22 132.5(3) . . . . ? C11 B1 C21 C22 15.6(4) . . . . ? C31 B1 C21 C22 -111.8(3) . . . . ? C26 C21 C22 F22 -178.1(2) . . . . ? B1 C21 C22 F22 2.8(4) . . . . ? C26 C21 C22 C23 1.4(4) . . . . ? B1 C21 C22 C23 -177.8(3) . . . . ? F22 C22 C23 F23 0.0(4) . . . . ? C21 C22 C23 F23 -179.4(3) . . . . ? F22 C22 C23 C24 179.9(3) . . . . ? C21 C22 C23 C24 0.5(5) . . . . ? F23 C23 C24 F24 -1.2(4) . . . . ? C22 C23 C24 F24 178.8(3) . . . . ? F23 C23 C24 C25 178.6(3) . . . . ? C22 C23 C24 C25 -1.3(5) . . . . ? F24 C24 C25 F25 0.7(4) . . . . ? C23 C24 C25 F25 -179.1(3) . . . . ? F24 C24 C25 C26 -179.9(3) . . . . ? C23 C24 C25 C26 0.3(4) . . . . ? F25 C25 C26 F26 2.0(4) . . . . ? C24 C25 C26 F26 -177.4(3) . . . . ? F25 C25 C26 C21 -178.8(3) . . . . ? C24 C25 C26 C21 1.8(5) . . . . ? C22 C21 C26 F26 176.6(2) . . . . ? B1 C21 C26 F26 -4.2(4) . . . . ? C22 C21 C26 C25 -2.6(4) . . . . ? B1 C21 C26 C25 176.7(3) . . . . ? N1 B1 C31 C36 128.0(3) . . . . ? C21 B1 C31 C36 11.4(4) . . . . ? C11 B1 C31 C36 -116.7(3) . . . . ? N1 B1 C31 C32 -48.9(3) . . . . ? C21 B1 C31 C32 -165.5(2) . . . . ? C11 B1 C31 C32 66.4(3) . . . . ? C36 C31 C32 F32 178.7(2) . . . . ? B1 C31 C32 F32 -4.0(4) . . . . ? C36 C31 C32 C33 -2.0(4) . . . . ? B1 C31 C32 C33 175.3(3) . . . . ? F32 C32 C33 F33 1.3(4) . . . . ? C31 C32 C33 F33 -177.9(3) . . . . ? F32 C32 C33 C34 -179.2(3) . . . . ? C31 C32 C33 C34 1.5(5) . . . . ? F33 C33 C34 F34 -0.6(5) . . . . ? C32 C33 C34 F34 180.0(3) . . . . ? F33 C33 C34 C35 179.3(3) . . . . ? C32 C33 C34 C35 -0.1(5) . . . . ? F34 C34 C35 F35 -0.4(5) . . . . ? C33 C34 C35 F35 179.7(3) . . . . ? F34 C34 C35 C36 179.4(3) . . . . ? C33 C34 C35 C36 -0.5(5) . . . . ? F35 C35 C36 F36 -0.8(4) . . . . ? C34 C35 C36 F36 179.5(3) . . . . ? F35 C35 C36 C31 179.6(3) . . . . ? C34 C35 C36 C31 -0.2(5) . . . . ? C32 C31 C36 F36 -178.3(3) . . . . ? B1 C31 C36 F36 4.6(4) . . . . ? C32 C31 C36 C35 1.4(4) . . . . ? B1 C31 C36 C35 -175.7(3) . . . . ? Cl73 C71 Cl72 Cl72 59.3(5) . . . 5_656 ? Cl73 C71 Cl72 C71 59.3(5) . . . 5_656 ? C46 N41 C42 C43 -0.1(5) . . . . ? N41 C42 C43 C44 -1.0(5) . . . . ? C42 C43 C44 C45 1.4(4) . . . . ? C42 C43 C44 C47 -177.8(3) . . . . ? C43 C44 C45 C46 -0.8(5) . . . . ? C47 C44 C45 C46 178.4(3) . . . . ? C42 N41 C46 C45 0.7(5) . . . . ? C44 C45 C46 N41 -0.2(5) . . . . ? C45 C44 C47 C52 38.5(4) . . . . ? C43 C44 C47 C52 -142.4(3) . . . . ? C45 C44 C47 C48 -139.6(3) . . . . ? C43 C44 C47 C48 39.6(4) . . . . ? C52 C47 C48 C49 -2.0(4) . . . . ? C44 C47 C48 C49 176.1(3) . . . . ? C47 C48 C49 N50 1.2(4) . . . . ? C48 C49 N50 C51 0.5(4) . . . . ? C49 N50 C51 C52 -1.5(4) . . . . ? C48 C47 C52 C51 1.1(4) . . . . ? C44 C47 C52 C51 -177.0(3) . . . . ? N50 C51 C52 C47 0.6(5) . . . . ? C66 N61 C62 C63 -0.8(6) . . . . ? N61 C62 C63 C64 -0.7(5) . . . . ? C62 C63 C64 C65 1.6(5) . . . . ? C62 C63 C64 C64 -178.0(3) . . . 2 ? C63 C64 C65 C66 -1.1(7) . . . . ? C64 C64 C65 C66 178.5(4) 2 . . . ? C62 N61 C66 C65 1.4(8) . . . . ? C64 C65 C66 N61 -0.5(9) . . . . ? 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 N1 H1A N61 0.90(3) 2.18(3) 2.941(4) 142(3) . N1 H1B N41 0.93(4) 2.11(4) 3.001(4) 161(3) . N1 H1C N50 0.89(3) 2.08(3) 2.942(4) 163(3) 4_545 N1 H1B F32 0.93(4) 2.36(3) 2.770(3) 106(2) . _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.293 _refine_diff_density_min -0.347 _refine_diff_density_rms 0.040 #===END