# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2004 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Yoshitaka Yamaguchi' 'Takashi Ito' 'Taigo Kashiwabara' 'Kimiko Kobayashi' 'Yumiko Miura' 'Yasuyuki Nakamura' 'Kenichi Ogata' _publ_contact_author_name 'Dr Yoshitaka Yamaguchi' _publ_contact_author_address ; Yokohama National University Tokiwadai 79-5 Hodogaya-ku yokohama 240-8501 JAPAN ; _publ_contact_author_email ' yyama@ynu.ac.jp ' _publ_contact_author_fax ' +81-45-339-3932 ' _publ_contact_author_phone ' +81-45-339-3932 ' _publ_requested_journal 'Chemical Communications' _publ_section_title ; Synthesis and reactivity of triethylborane adduct of N-heterocyclic carbene:Versatile synthons for synthesis of N-heterocyclic carbene complexes ; _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation, Rigaku Corporation. (2000). teXsan. Single Crystal Structure Analysis Software. Version 1.11. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. ; #------------------------------------------------------------------------------ data_YAMA2a_IiPrBEt3 _database_code_depnum_ccdc_archive 'CCDC 236673' _audit_creation_date 'Thu Feb 19 20:15:17 2004' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C15 H31 B N2 ' _chemical_formula_moiety 'C15 H31 B N2 ' _chemical_formula_weight 250.23 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pnma _symmetry_Int_Tables_number 62 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2+x,1/2-y,1/2-z -x,1/2+y,-z 1/2-x,-y,1/2+z -x,-y,-z 1/2-x,1/2+y,1/2+z x,1/2-y,z 1/2+x,y,1/2-z _cell_length_a 16.033(8) _cell_length_b 9.904(8) _cell_length_c 10.58(1) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1680(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 24 _cell_measurement_theta_min 12.8 _cell_measurement_theta_max 14.9 _cell_measurement_temperature 223.2 #------------------------------------------------------------------------------ _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.250 _exptl_crystal_size_min 0.080 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 0.989 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.056 _exptl_absorpt_correction_type none #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \w-2\q _diffrn_reflns_number 2788 _diffrn_reflns_av_R_equivalents 0.066 _diffrn_reflns_theta_max 26.25 _diffrn_measured_fraction_theta_max 0.9989 _diffrn_reflns_theta_full 26.25 _diffrn_measured_fraction_theta_full 0.9989 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 0 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 2.85 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 1791 _reflns_number_gt 901 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0823 _refine_ls_wR_factor_ref 0.2122 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 1754 _refine_ls_number_parameters 140 _refine_ls_goodness_of_fit_ref 1.653 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0215 _refine_diff_density_max 0.20 _refine_diff_density_min -0.42 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; B B 0.001 0.001 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N(1) N 0.0754(2) 0.2500 0.2822(3) 0.0419(10) Uani 1.00 d S . . N(2) N 0.0603(2) 0.2500 0.4845(3) 0.0428(10) Uani 1.00 d S . . C(1) C 0.1200(2) 0.2500 0.3908(3) 0.037(1) Uani 1.00 d S . . C(2) C -0.0087(3) 0.2500 0.3069(5) 0.054(1) Uani 1.00 d S . . C(3) C -0.0187(3) 0.2500 0.4319(5) 0.055(1) Uani 1.00 d S . . C(4) C 0.1082(3) 0.2500 0.1514(4) 0.054(1) Uani 1.00 d S . . C(5) C 0.0813(2) 0.1229(4) 0.0835(3) 0.075(1) Uani 1.00 d . . . C(6) C 0.0729(3) 0.2500 0.6218(4) 0.055(1) Uani 1.00 d S . . C(7) C 0.0360(4) 0.3736(5) 0.6812(4) 0.114(2) Uani 1.00 d . . . C(8) C 0.2617(2) 0.2500 0.5435(4) 0.048(1) Uani 1.00 d S . . C(9) C 0.3564(3) 0.2500 0.5495(7) 0.066(2) Uani 1.00 d S . . C(10) C 0.2572(2) 0.1108(4) 0.3282(3) 0.057(1) Uani 1.00 d . . . C(11) C 0.2221(3) -0.0195(4) 0.3805(5) 0.073(1) Uani 1.00 d . . . B(1) B 0.2248(3) 0.2500 0.3997(4) 0.041(1) Uani 1.00 d S . . H(1) H -0.054(2) 0.2500 0.237(4) 0.035(9) Uiso 1.00 d S . . H(2) H -0.069(2) 0.2500 0.492(4) 0.05(1) Uiso 1.00 d S . . H(3) H 0.165(3) 0.2500 0.154(4) 0.06(1) Uiso 1.00 d S . . H(4) H 0.0972 0.0462 0.1317 0.0896 Uiso 1.00 calc . . . H(5) H 0.1073 0.1192 0.0029 0.0896 Uiso 1.00 calc . . . H(6) H 0.0225 0.1234 0.0732 0.0896 Uiso 1.00 calc . . . H(7) H 0.133(3) 0.2500 0.646(5) 0.08(1) Uiso 1.00 d S . . H(8) H -0.0210 0.3810 0.6576 0.1366 Uiso 1.00 calc . . . H(9) H 0.0655 0.4512 0.6530 0.1366 Uiso 1.00 calc . . . H(10) H 0.0401 0.3670 0.7705 0.1366 Uiso 1.00 calc . . . H(11) H 0.244(1) 0.171(2) 0.604(2) 0.030(6) Uiso 1.00 d . . . H(12) H 0.375(3) 0.2500 0.624(4) 0.04(1) Uiso 1.00 d S . . H(13) H 0.382(2) 0.168(4) 0.504(3) 0.08(1) Uiso 1.00 d . . . H(14) H 0.323(3) 0.108(4) 0.333(4) 0.12(1) Uiso 1.00 d . . . H(15) H 0.253(3) 0.114(5) 0.244(5) 0.11(1) Uiso 1.00 d . . . H(16) H 0.237(3) -0.037(5) 0.456(5) 0.11(2) Uiso 1.00 d . . . H(17) H 0.159(4) -0.023(5) 0.368(4) 0.14(2) Uiso 1.00 d . . . H(18) H 0.245(3) -0.101(5) 0.335(4) 0.10(1) Uiso 1.00 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 N(1) 0.033(2) 0.053(2) 0.040(2) 0.0000 -0.004(2) 0.0000 N(2) 0.036(2) 0.055(2) 0.038(2) 0.0000 -0.005(1) 0.0000 C(1) 0.028(2) 0.049(2) 0.033(2) 0.0000 -0.006(2) 0.0000 C(2) 0.040(2) 0.060(3) 0.062(3) 0.0000 -0.014(2) 0.0000 C(3) 0.038(2) 0.069(3) 0.058(3) 0.0000 -0.001(2) 0.0000 C(4) 0.053(3) 0.076(4) 0.034(2) 0.0000 -0.003(2) 0.0000 C(5) 0.093(3) 0.080(3) 0.052(2) 0.004(2) -0.009(2) -0.016(2) C(6) 0.052(3) 0.081(4) 0.034(2) 0.0000 0.006(2) 0.0000 C(7) 0.188(5) 0.092(3) 0.062(3) 0.024(3) 0.000(3) -0.024(3) C(8) 0.037(2) 0.060(3) 0.046(3) 0.0000 -0.011(2) 0.0000 C(9) 0.046(3) 0.077(4) 0.076(4) 0.0000 -0.028(3) 0.0000 C(10) 0.051(2) 0.069(2) 0.049(2) 0.010(2) 0.001(2) -0.008(2) C(11) 0.074(3) 0.061(3) 0.084(3) 0.013(2) -0.008(3) -0.009(3) B(1) 0.031(2) 0.055(3) 0.039(3) 0.0000 -0.004(2) 0.0000 #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag N(1) C(1) 1.354(5) . . yes N(1) C(2) 1.374(5) . . yes N(1) C(4) 1.480(5) . . yes N(2) C(1) 1.379(5) . . yes N(2) C(3) 1.384(5) . . yes N(2) C(6) 1.468(5) . . yes C(1) B(1) 1.683(5) . . yes C(2) C(3) 1.332(7) . . yes C(2) H(1) 1.03(4) . . no C(3) H(2) 1.03(4) . . no C(4) C(5) 1.512(4) . . yes C(4) C(5) 1.512(4) . 7_555 yes C(4) H(3) 0.90(5) . . no C(5) H(4) 0.950 . . no C(5) H(5) 0.950 . . no C(5) H(6) 0.950 . . no C(6) C(7) 1.498(5) . . yes C(6) C(7) 1.498(5) . 7_555 yes C(6) H(7) 1.00(5) . . no C(7) H(8) 0.950 . . no C(7) H(9) 0.950 . . no C(7) H(10) 0.950 . . no C(8) C(9) 1.520(6) . . yes C(8) B(1) 1.633(6) . . yes C(8) H(11) 1.05(2) . . no C(8) H(11) 1.05(2) . 7_555 no C(9) H(12) 0.85(4) . . no C(9) H(13) 1.03(4) . . no C(9) H(13) 1.03(4) . 7_555 no C(10) C(11) 1.512(6) . . yes C(10) B(1) 1.656(4) . . yes C(10) H(14) 1.06(5) . . no C(10) H(15) 0.89(5) . . no C(11) H(16) 0.85(5) . . no C(11) H(17) 1.02(6) . . no C(11) H(18) 1.01(5) . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) N(1) C(2) 110.9(3) . . . yes C(1) N(1) C(4) 127.3(3) . . . yes C(2) N(1) C(4) 121.8(3) . . . yes C(1) N(2) C(3) 110.3(3) . . . yes C(1) N(2) C(6) 128.0(3) . . . yes C(3) N(2) C(6) 121.7(4) . . . yes N(1) C(1) N(2) 104.1(3) . . . yes N(1) C(1) B(1) 125.1(3) . . . yes N(2) C(1) B(1) 130.8(3) . . . yes N(1) C(2) C(3) 107.9(4) . . . yes N(1) C(2) H(1) 123(1) . . . no C(3) C(2) H(1) 128(1) . . . no N(2) C(3) C(2) 106.8(4) . . . yes N(2) C(3) H(2) 117(2) . . . no C(2) C(3) H(2) 135(2) . . . no N(1) C(4) C(5) 110.1(2) . . . yes N(1) C(4) C(5) 110.1(2) . . 7_555 yes N(1) C(4) H(3) 108(2) . . . no C(5) C(4) C(5) 112.7(4) . . 7_555 yes C(5) C(4) H(3) 107(1) . . . no C(5) C(4) H(3) 107(1) 7_555 . . no C(4) C(5) H(4) 109.5 . . . no C(4) C(5) H(5) 109.5 . . . no C(4) C(5) H(6) 109.5 . . . no H(4) C(5) H(5) 109.5 . . . no H(4) C(5) H(6) 109.5 . . . no H(5) C(5) H(6) 109.5 . . . no N(2) C(6) C(7) 111.1(3) . . . yes N(2) C(6) C(7) 111.1(3) . . 7_555 yes N(2) C(6) H(7) 112(2) . . . no C(7) C(6) C(7) 109.7(5) . . 7_555 yes C(7) C(6) H(7) 105(1) . . . no C(7) C(6) H(7) 105(1) 7_555 . . no C(6) C(7) H(8) 109.5 . . . no C(6) C(7) H(9) 109.5 . . . no C(6) C(7) H(10) 109.5 . . . no H(8) C(7) H(9) 109.5 . . . no H(8) C(7) H(10) 109.5 . . . no H(9) C(7) H(10) 109.5 . . . no C(9) C(8) B(1) 113.6(4) . . . yes C(9) C(8) H(11) 104(1) . . . no C(9) C(8) H(11) 104(1) . . 7_555 no B(1) C(8) H(11) 118(1) . . . no B(1) C(8) H(11) 118(1) . . 7_555 no H(11) C(8) H(11) 95(2) . . 7_555 no C(8) C(9) H(12) 112(3) . . . no C(8) C(9) H(13) 112(1) . . . no C(8) C(9) H(13) 112(1) . . 7_555 no H(12) C(9) H(13) 107(2) . . . no H(12) C(9) H(13) 107(2) . . 7_555 no H(13) C(9) H(13) 103(4) . . 7_555 no C(11) C(10) B(1) 115.3(3) . . . yes C(11) C(10) H(14) 109(2) . . . no C(11) C(10) H(15) 111(2) . . . no B(1) C(10) H(14) 108(2) . . . no B(1) C(10) H(15) 113(2) . . . no H(14) C(10) H(15) 97(3) . . . no C(10) C(11) H(16) 114(3) . . . no C(10) C(11) H(17) 110(2) . . . no C(10) C(11) H(18) 112(2) . . . no H(16) C(11) H(17) 113(4) . . . no H(16) C(11) H(18) 100(4) . . . no H(17) C(11) H(18) 105(3) . . . no C(1) B(1) C(8) 114.4(3) . . . yes C(1) B(1) C(10) 106.7(2) . . . yes C(1) B(1) C(10) 106.7(2) . . 7_555 yes C(8) B(1) C(10) 108.2(2) . . . yes C(8) B(1) C(10) 108.2(2) . . 7_555 yes C(10) B(1) C(10) 112.8(4) . . 7_555 yes #------------------------------------------------------------------------------ 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 N(1) C(1) N(2) C(3) 0.0000(1) . . . . yes N(1) C(1) N(2) C(6) 180.0000(3) . . . . yes N(1) C(1) B(1) C(8) 180.0000(1) . . . . yes N(1) C(1) B(1) C(10) -60.4(2) . . . . yes N(1) C(1) B(1) C(10) 60.4(2) . . . 7_555 yes N(1) C(2) C(3) N(2) 0.0000(1) . . . . yes N(2) C(1) N(1) C(2) 0.0000(2) . . . . yes N(2) C(1) N(1) C(4) 180.0 . . . . yes N(2) C(1) B(1) C(8) 0.0000(1) . . . . yes N(2) C(1) B(1) C(10) 119.6(2) . . . . yes N(2) C(1) B(1) C(10) -119.6(2) . . . 7_555 yes C(1) N(1) C(2) C(3) 0.0 . . . . yes C(1) N(1) C(4) C(5) 117.6(3) . . . . yes C(1) N(1) C(4) C(5) -117.6(3) . . . 7_555 yes C(1) N(2) C(3) C(2) 0.0 . . . . yes C(1) N(2) C(6) C(7) 118.8(4) . . . . yes C(1) N(2) C(6) C(7) -118.8(4) . . . 7_555 yes C(1) B(1) C(8) C(9) 180.0000(2) . . . . yes C(1) B(1) C(10) C(11) -56.9(4) . . . . yes C(1) B(1) C(10) C(11) 56.9(4) . . 7_555 7_555 yes C(2) N(1) C(1) B(1) 180.0000(3) . . . . yes C(2) N(1) C(4) C(5) -62.4(3) . . . . yes C(2) N(1) C(4) C(5) 62.4(3) . . . 7_555 yes C(2) C(3) N(2) C(6) 180.0000(2) . . . . yes C(3) N(2) C(1) B(1) 180.0000(1) . . . . yes C(3) N(2) C(6) C(7) -61.2(4) . . . . yes C(3) N(2) C(6) C(7) 61.2(4) . . . 7_555 yes C(3) C(2) N(1) C(4) 180.0000(1) . . . . yes C(4) N(1) C(1) B(1) 0.0000(1) . . . . yes C(6) N(2) C(1) B(1) 0.0 . . . . yes C(8) B(1) C(10) C(11) 66.6(4) . . . . yes C(8) B(1) C(10) C(11) -66.6(4) . . 7_555 7_555 yes C(9) C(8) B(1) C(10) 61.3(2) . . . . yes C(9) C(8) B(1) C(10) -61.3(2) . . . 7_555 yes C(10) B(1) C(10) C(11) 173.7(3) . . 7_555 7_555 yes C(10) B(1) C(10) C(11) 173.7(3) . . 7_555 7_555 yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag C(2) H(14) 3.38(5) . 2_455 ? C(2) H(14) 3.38(5) . 8_455 ? C(5) H(13) 3.06(4) . 4_554 ? C(5) H(16) 3.32(5) . 4_554 ? C(5) H(13) 3.36(4) . 8_455 ? C(7) H(17) 3.33(6) . 3_556 ? C(7) H(12) 3.52(4) . 2_456 ? C(8) H(18) 3.42(4) . 4_555 ? C(8) H(18) 3.42(4) . 6_555 ? C(9) H(1) 3.36(4) . 2_555 ? C(10) H(1) 3.40(3) . 2_555 ? C(11) H(11) 3.33(2) . 4_554 ? H(1) H(14) 2.53(6) . 2_455 ? H(1) H(14) 2.53(6) . 8_455 ? H(1) H(13) 2.87(5) . 2_455 ? H(1) H(13) 2.87(5) . 8_455 ? H(1) H(15) 3.38(5) . 2_455 ? H(1) H(15) 3.38(5) . 8_455 ? H(2) H(17) 3.05(6) . 3_556 ? H(2) H(17) 3.05(6) . 5_556 ? H(2) H(16) 3.47(6) . 3_556 ? H(2) H(16) 3.47(6) . 5_556 ? H(3) H(16) 3.37(6) . 4_554 ? H(3) H(16) 3.37(6) . 6_554 ? H(7) H(18) 3.16(7) . 4_555 ? H(7) H(18) 3.16(7) . 6_555 ? H(11) H(18) 2.55(5) . 4_555 ? H(11) H(15) 3.19(5) . 4_555 ? H(11) H(18) 3.33(5) . 6_555 ? H(11) H(17) 3.52(5) . 4_555 ? H(12) H(18) 3.29(5) . 4_555 ? H(12) H(18) 3.29(5) . 6_555 ? H(12) H(17) 3.46(5) . 4_555 ? H(12) H(17) 3.46(5) . 6_555 ? H(15) H(16) 3.15(8) . 4_554 ? H(18) H(18) 2.94(9) . 7_545 ? #------------------------------------------------------------------------------ #------------------------------------------------------------------------------ #=======END #------------------------------------------------------------------------------ data_yama2b_IMesBEt3 _database_code_depnum_ccdc_archive 'CCDC 236674' _audit_creation_date 'Tue Nov 25 20:41:04 2003' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C27 H39 B N2 ' _chemical_formula_moiety 'C27 H39 B N2 ' _chemical_formula_weight 402.43 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21 ' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,-y,1/2+z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z _cell_length_a 16.929(10) _cell_length_b 17.29(1) _cell_length_c 8.511(8) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2490(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.1 _cell_measurement_theta_max 15.0 _cell_measurement_temperature 173.2 #------------------------------------------------------------------------------ _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.250 _exptl_crystal_size_min 0.180 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.073 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.061 _exptl_absorpt_correction_type none #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \w-2\q _diffrn_reflns_number 4085 _diffrn_reflns_av_R_equivalents ? _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 0.9988 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.9988 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 11 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 2.88 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3239 _reflns_number_gt 1869 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0618 _refine_ls_wR_factor_ref 0.1732 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 3219 _refine_ls_number_parameters 272 _refine_ls_goodness_of_fit_ref 1.464 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0168 _refine_diff_density_max 0.26 _refine_diff_density_min -0.27 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack -21.9(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; B B 0.001 0.001 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N(1) N 0.2919(2) 0.2562(2) 0.1845(3) 0.0244(6) Uani 1.00 d . . . N(2) N 0.1956(2) 0.1775(2) 0.2242(3) 0.0260(7) Uani 1.00 d . . . C(1) C 0.2415(2) 0.2326(2) 0.2978(4) 0.0227(7) Uani 1.00 d . . . C(2) C 0.2787(2) 0.2170(2) 0.0428(4) 0.0325(9) Uani 1.00 d . . . C(3) C 0.2191(2) 0.1685(2) 0.0678(4) 0.0335(9) Uani 1.00 d . . . C(4) C 0.3571(2) 0.3113(2) 0.1894(4) 0.0235(7) Uani 1.00 d . . . C(5) C 0.3423(2) 0.3870(2) 0.1368(4) 0.0274(8) Uani 1.00 d . . . C(6) C 0.4079(2) 0.4359(2) 0.1283(4) 0.0331(9) Uani 1.00 d . . . C(7) C 0.4825(2) 0.4137(2) 0.1689(4) 0.0355(9) Uani 1.00 d . . . C(8) C 0.4940(2) 0.3375(2) 0.2208(4) 0.0358(9) Uani 1.00 d . . . C(9) C 0.4316(2) 0.2853(2) 0.2271(4) 0.0295(8) Uani 1.00 d . . . C(10) C 0.2620(2) 0.4152(2) 0.0940(4) 0.0363(9) Uani 1.00 d . . . C(11) C 0.5529(3) 0.4670(3) 0.1513(6) 0.056(1) Uani 1.00 d . . . C(12) C 0.4464(2) 0.2019(2) 0.2728(5) 0.046(1) Uani 1.00 d . . . C(13) C 0.1355(2) 0.1272(2) 0.2879(4) 0.0266(8) Uani 1.00 d . . . C(14) C 0.0565(2) 0.1454(2) 0.2691(4) 0.0353(9) Uani 1.00 d . . . C(15) C 0.0010(2) 0.0947(3) 0.3271(5) 0.043(1) Uani 1.00 d . . . C(16) C 0.0221(2) 0.0250(3) 0.4010(5) 0.045(1) Uani 1.00 d . . . C(17) C 0.1014(2) 0.0070(2) 0.4114(5) 0.0379(10) Uani 1.00 d . . . C(18) C 0.1600(2) 0.0564(2) 0.3549(4) 0.0293(8) Uani 1.00 d . . . C(19) C 0.0302(2) 0.2170(2) 0.1846(5) 0.047(1) Uani 1.00 d . . . C(20) C -0.0409(3) -0.0273(3) 0.4653(6) 0.063(1) Uani 1.00 d . . . C(21) C 0.2454(2) 0.0321(2) 0.3575(5) 0.0362(10) Uani 1.00 d . . . C(22) C 0.2434(2) 0.1937(2) 0.6093(4) 0.0321(8) Uani 1.00 d . . . C(23) C 0.3286(2) 0.1661(2) 0.6360(5) 0.045(1) Uani 1.00 d . . . C(24) C 0.1381(2) 0.2929(2) 0.5017(4) 0.0322(9) Uani 1.00 d . . . C(25) C 0.1134(2) 0.3632(2) 0.4062(5) 0.043(1) Uani 1.00 d . . . C(26) C 0.2900(2) 0.3363(2) 0.5187(4) 0.0281(8) Uani 1.00 d . . . C(27) C 0.2783(2) 0.3708(2) 0.6847(4) 0.0339(9) Uani 1.00 d . . . B(1) B 0.2296(2) 0.2648(2) 0.4823(4) 0.0259(8) Uani 1.00 d . . . H(1) H 0.3070 0.2238 -0.0527 0.0390 Uiso 1.00 calc . . . H(2) H 0.1966 0.1341 -0.0068 0.0402 Uiso 1.00 calc . . . H(3) H 0.4001 0.4873 0.0922 0.0397 Uiso 1.00 calc . . . H(4) H 0.5452 0.3212 0.2521 0.0429 Uiso 1.00 calc . . . H(5) H 0.2478 0.4570 0.1607 0.0436 Uiso 1.00 calc . . . H(6) H 0.2620 0.4322 -0.0121 0.0436 Uiso 1.00 calc . . . H(7) H 0.2249 0.3743 0.1061 0.0436 Uiso 1.00 calc . . . H(8) H 0.5784 0.4726 0.2501 0.0674 Uiso 1.00 calc . . . H(9) H 0.5889 0.4455 0.0775 0.0674 Uiso 1.00 calc . . . H(10) H 0.5356 0.5161 0.1153 0.0674 Uiso 1.00 calc . . . H(11) H 0.3978 0.1745 0.2735 0.0550 Uiso 1.00 calc . . . H(12) H 0.4813 0.1788 0.1991 0.0550 Uiso 1.00 calc . . . H(13) H 0.4694 0.2001 0.3746 0.0550 Uiso 1.00 calc . . . H(14) H -0.0534 0.1073 0.3167 0.0521 Uiso 1.00 calc . . . H(15) H 0.1165 -0.0406 0.4586 0.0455 Uiso 1.00 calc . . . H(16) H 0.0751 0.2454 0.1507 0.0569 Uiso 1.00 calc . . . H(17) H -0.0008 0.2029 0.0960 0.0569 Uiso 1.00 calc . . . H(18) H -0.0005 0.2481 0.2535 0.0569 Uiso 1.00 calc . . . H(19) H -0.0913 -0.0050 0.4470 0.0754 Uiso 1.00 calc . . . H(20) H -0.0380 -0.0762 0.4146 0.0754 Uiso 1.00 calc . . . H(21) H -0.0332 -0.0339 0.5751 0.0754 Uiso 1.00 calc . . . H(22) H 0.2613 0.0228 0.4629 0.0435 Uiso 1.00 calc . . . H(23) H 0.2517 -0.0139 0.2977 0.0435 Uiso 1.00 calc . . . H(24) H 0.2771 0.0720 0.3136 0.0435 Uiso 1.00 calc . . . H(25) H 0.2137 0.1505 0.5735 0.0385 Uiso 1.00 calc . . . H(26) H 0.2233 0.2104 0.7078 0.0385 Uiso 1.00 calc . . . H(27) H 0.3288 0.1254 0.7112 0.0536 Uiso 1.00 calc . . . H(28) H 0.3500 0.1478 0.5398 0.0536 Uiso 1.00 calc . . . H(29) H 0.3597 0.2079 0.6737 0.0536 Uiso 1.00 calc . . . H(30) H 0.1296 0.3046 0.6095 0.0386 Uiso 1.00 calc . . . H(31) H 0.1051 0.2510 0.4718 0.0386 Uiso 1.00 calc . . . H(32) H 0.1445 0.4065 0.4360 0.0518 Uiso 1.00 calc . . . H(33) H 0.1209 0.3529 0.2976 0.0518 Uiso 1.00 calc . . . H(34) H 0.0592 0.3742 0.4253 0.0518 Uiso 1.00 calc . . . H(35) H 0.2813 0.3758 0.4432 0.0337 Uiso 1.00 calc . . . H(36) H 0.3427 0.3179 0.5101 0.0337 Uiso 1.00 calc . . . H(37) H 0.3150 0.4116 0.7006 0.0407 Uiso 1.00 calc . . . H(38) H 0.2260 0.3903 0.6941 0.0407 Uiso 1.00 calc . . . H(39) H 0.2867 0.3317 0.7613 0.0407 Uiso 1.00 calc . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 N(1) 0.031(1) 0.023(1) 0.019(1) -0.003(1) -0.004(1) -0.001(1) N(2) 0.032(1) 0.025(1) 0.021(1) 0.000(1) -0.001(1) -0.004(1) C(1) 0.027(2) 0.017(1) 0.024(1) 0.006(1) -0.002(1) 0.001(1) C(2) 0.050(2) 0.031(2) 0.016(1) 0.001(1) 0.002(1) -0.004(1) C(3) 0.049(2) 0.031(2) 0.021(1) 0.002(1) -0.001(1) -0.010(1) C(4) 0.031(1) 0.022(1) 0.018(1) -0.003(1) 0.005(1) 0.000(1) C(5) 0.044(2) 0.022(1) 0.017(2) -0.001(1) 0.006(1) 0.002(1) C(6) 0.048(2) 0.018(2) 0.034(2) -0.001(1) 0.010(2) 0.002(1) C(7) 0.042(2) 0.033(2) 0.031(2) -0.008(1) 0.012(2) -0.006(2) C(8) 0.034(2) 0.037(2) 0.036(2) -0.001(1) 0.002(2) -0.002(2) C(9) 0.037(1) 0.029(2) 0.022(2) 0.002(1) 0.004(1) 0.001(1) C(10) 0.047(2) 0.027(2) 0.034(2) 0.004(2) 0.004(2) 0.006(2) C(11) 0.050(3) 0.055(3) 0.063(3) -0.020(2) 0.011(2) -0.009(2) C(12) 0.043(2) 0.034(2) 0.060(3) 0.009(2) -0.003(2) 0.012(2) C(13) 0.029(1) 0.024(1) 0.026(2) -0.002(1) 0.000(1) -0.010(1) C(14) 0.031(1) 0.043(2) 0.032(2) 0.001(1) -0.005(1) -0.016(1) C(15) 0.025(2) 0.055(2) 0.050(2) -0.007(1) 0.000(2) -0.020(2) C(16) 0.041(2) 0.055(2) 0.039(2) -0.021(2) 0.001(2) -0.014(2) C(17) 0.045(2) 0.028(2) 0.040(2) -0.009(1) 0.002(2) -0.007(2) C(18) 0.036(2) 0.024(2) 0.027(2) -0.003(1) 0.000(1) -0.005(1) C(19) 0.046(2) 0.051(2) 0.046(2) 0.014(2) -0.013(2) -0.008(2) C(20) 0.061(3) 0.066(3) 0.061(3) -0.035(2) 0.013(2) -0.011(3) C(21) 0.039(2) 0.026(2) 0.044(2) 0.002(2) 0.004(2) 0.003(2) C(22) 0.050(2) 0.026(2) 0.021(2) -0.011(2) -0.003(2) 0.002(1) C(23) 0.059(2) 0.037(2) 0.037(2) 0.000(2) -0.012(2) 0.007(2) C(24) 0.036(2) 0.035(2) 0.026(2) -0.007(1) 0.005(2) -0.009(1) C(25) 0.045(2) 0.034(2) 0.049(2) 0.007(2) 0.002(2) -0.008(2) C(26) 0.039(2) 0.024(2) 0.021(1) -0.003(1) 0.003(1) 0.001(1) C(27) 0.049(2) 0.024(2) 0.028(2) -0.004(2) 0.002(2) -0.003(1) B(1) 0.037(2) 0.022(2) 0.018(1) -0.004(1) -0.004(2) -0.001(1) #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag N(1) C(1) 1.351(5) . . yes N(1) C(2) 1.401(5) . . yes N(1) C(4) 1.459(5) . . yes N(2) C(1) 1.378(5) . . yes N(2) C(3) 1.398(5) . . yes N(2) C(13) 1.444(5) . . yes C(1) B(1) 1.678(6) . . yes C(2) C(3) 1.329(6) . . yes C(2) H(1) 0.950 . . no C(3) H(2) 0.950 . . no C(4) C(5) 1.407(5) . . yes C(4) C(9) 1.377(6) . . yes C(5) C(6) 1.397(6) . . yes C(5) C(10) 1.489(6) . . yes C(6) C(7) 1.365(6) . . yes C(6) H(3) 0.950 . . no C(7) C(8) 1.404(6) . . yes C(7) C(11) 1.512(6) . . yes C(8) C(9) 1.389(6) . . yes C(8) H(4) 0.950 . . no C(9) C(12) 1.513(6) . . yes C(10) H(5) 0.950 . . no C(10) H(6) 0.950 . . no C(10) H(7) 0.950 . . no C(11) H(8) 0.950 . . no C(11) H(9) 0.950 . . no C(11) H(10) 0.950 . . no C(12) H(11) 0.950 . . no C(12) H(12) 0.950 . . no C(12) H(13) 0.950 . . no C(13) C(14) 1.384(6) . . yes C(13) C(18) 1.412(6) . . yes C(14) C(15) 1.377(7) . . yes C(14) C(19) 1.499(7) . . yes C(15) C(16) 1.405(7) . . yes C(15) H(14) 0.950 . . no C(16) C(17) 1.382(7) . . yes C(16) C(20) 1.502(7) . . yes C(17) C(18) 1.394(6) . . yes C(17) H(15) 0.950 . . no C(18) C(21) 1.507(6) . . yes C(19) H(16) 0.950 . . no C(19) H(17) 0.950 . . no C(19) H(18) 0.950 . . no C(20) H(19) 0.950 . . no C(20) H(20) 0.950 . . no C(20) H(21) 0.950 . . no C(21) H(22) 0.950 . . no C(21) H(23) 0.950 . . no C(21) H(24) 0.950 . . no C(22) C(23) 1.536(7) . . yes C(22) B(1) 1.653(6) . . yes C(22) H(25) 0.950 . . no C(22) H(26) 0.950 . . no C(23) H(27) 0.950 . . no C(23) H(28) 0.950 . . no C(23) H(29) 0.950 . . no C(24) C(25) 1.521(6) . . yes C(24) B(1) 1.632(7) . . yes C(24) H(30) 0.950 . . no C(24) H(31) 0.950 . . no C(25) H(32) 0.950 . . no C(25) H(33) 0.950 . . no C(25) H(34) 0.950 . . no C(26) C(27) 1.546(6) . . yes C(26) B(1) 1.633(6) . . yes C(26) H(35) 0.950 . . no C(26) H(36) 0.950 . . no C(27) H(37) 0.950 . . no C(27) H(38) 0.950 . . no C(27) H(39) 0.950 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) N(1) C(2) 111.6(3) . . . yes C(1) N(1) C(4) 130.9(3) . . . yes C(2) N(1) C(4) 117.4(3) . . . yes C(1) N(2) C(3) 110.4(3) . . . yes C(1) N(2) C(13) 129.9(3) . . . yes C(3) N(2) C(13) 119.4(3) . . . yes N(1) C(1) N(2) 103.9(3) . . . yes N(1) C(1) B(1) 130.0(3) . . . yes N(2) C(1) B(1) 125.9(3) . . . yes N(1) C(2) C(3) 106.7(3) . . . yes N(1) C(2) H(1) 126.7 . . . no C(3) C(2) H(1) 126.7 . . . no N(2) C(3) C(2) 107.4(3) . . . yes N(2) C(3) H(2) 126.3 . . . no C(2) C(3) H(2) 126.3 . . . no N(1) C(4) C(5) 117.6(3) . . . yes N(1) C(4) C(9) 119.2(3) . . . yes C(5) C(4) C(9) 122.8(4) . . . yes C(4) C(5) C(6) 115.9(4) . . . yes C(4) C(5) C(10) 123.0(4) . . . yes C(6) C(5) C(10) 121.1(4) . . . yes C(5) C(6) C(7) 123.6(4) . . . yes C(5) C(6) H(3) 118.2 . . . no C(7) C(6) H(3) 118.2 . . . no C(6) C(7) C(8) 118.1(4) . . . yes C(6) C(7) C(11) 122.2(4) . . . yes C(8) C(7) C(11) 119.6(4) . . . yes C(7) C(8) C(9) 121.1(4) . . . yes C(7) C(8) H(4) 119.4 . . . no C(9) C(8) H(4) 119.4 . . . no C(4) C(9) C(8) 118.4(4) . . . yes C(4) C(9) C(12) 121.5(4) . . . yes C(8) C(9) C(12) 120.2(4) . . . yes C(5) C(10) H(5) 109.5 . . . no C(5) C(10) H(6) 109.5 . . . no C(5) C(10) H(7) 109.5 . . . no H(5) C(10) H(6) 109.5 . . . no H(5) C(10) H(7) 109.5 . . . no H(6) C(10) H(7) 109.5 . . . no C(7) C(11) H(8) 109.5 . . . no C(7) C(11) H(9) 109.5 . . . no C(7) C(11) H(10) 109.5 . . . no H(8) C(11) H(9) 109.5 . . . no H(8) C(11) H(10) 109.5 . . . no H(9) C(11) H(10) 109.5 . . . no C(9) C(12) H(11) 109.5 . . . no C(9) C(12) H(12) 109.5 . . . no C(9) C(12) H(13) 109.5 . . . no H(11) C(12) H(12) 109.5 . . . no H(11) C(12) H(13) 109.5 . . . no H(12) C(12) H(13) 109.5 . . . no N(2) C(13) C(14) 120.0(4) . . . yes N(2) C(13) C(18) 117.9(4) . . . yes C(14) C(13) C(18) 121.8(4) . . . yes C(13) C(14) C(15) 118.2(4) . . . yes C(13) C(14) C(19) 122.1(4) . . . yes C(15) C(14) C(19) 119.6(4) . . . yes C(14) C(15) C(16) 122.2(4) . . . yes C(14) C(15) H(14) 118.9 . . . no C(16) C(15) H(14) 118.9 . . . no C(15) C(16) C(17) 118.0(4) . . . yes C(15) C(16) C(20) 120.0(5) . . . yes C(17) C(16) C(20) 122.1(5) . . . yes C(16) C(17) C(18) 122.1(4) . . . yes C(16) C(17) H(15) 119.0 . . . no C(18) C(17) H(15) 119.0 . . . no C(13) C(18) C(17) 117.5(4) . . . yes C(13) C(18) C(21) 122.0(4) . . . yes C(17) C(18) C(21) 120.4(4) . . . yes C(14) C(19) H(16) 109.5 . . . no C(14) C(19) H(17) 109.5 . . . no C(14) C(19) H(18) 109.5 . . . no H(16) C(19) H(17) 109.5 . . . no H(16) C(19) H(18) 109.5 . . . no H(17) C(19) H(18) 109.5 . . . no C(16) C(20) H(19) 109.5 . . . no C(16) C(20) H(20) 109.5 . . . no C(16) C(20) H(21) 109.5 . . . no H(19) C(20) H(20) 109.5 . . . no H(19) C(20) H(21) 109.5 . . . no H(20) C(20) H(21) 109.5 . . . no C(18) C(21) H(22) 109.5 . . . no C(18) C(21) H(23) 109.5 . . . no C(18) C(21) H(24) 109.5 . . . no H(22) C(21) H(23) 109.5 . . . no H(22) C(21) H(24) 109.5 . . . no H(23) C(21) H(24) 109.5 . . . no C(23) C(22) B(1) 117.4(3) . . . yes C(23) C(22) H(25) 107.5 . . . no C(23) C(22) H(26) 107.4 . . . no B(1) C(22) H(25) 107.5 . . . no B(1) C(22) H(26) 107.4 . . . no H(25) C(22) H(26) 109.5 . . . no C(22) C(23) H(27) 109.5 . . . no C(22) C(23) H(28) 109.5 . . . no C(22) C(23) H(29) 109.5 . . . no H(27) C(23) H(28) 109.5 . . . no H(27) C(23) H(29) 109.5 . . . no H(28) C(23) H(29) 109.5 . . . no C(25) C(24) B(1) 116.4(4) . . . yes C(25) C(24) H(30) 107.7 . . . no C(25) C(24) H(31) 107.7 . . . no B(1) C(24) H(30) 107.7 . . . no B(1) C(24) H(31) 107.7 . . . no H(30) C(24) H(31) 109.5 . . . no C(24) C(25) H(32) 109.5 . . . no C(24) C(25) H(33) 109.5 . . . no C(24) C(25) H(34) 109.5 . . . no H(32) C(25) H(33) 109.5 . . . no H(32) C(25) H(34) 109.5 . . . no H(33) C(25) H(34) 109.5 . . . no C(27) C(26) B(1) 112.7(3) . . . yes C(27) C(26) H(35) 108.7 . . . no C(27) C(26) H(36) 108.7 . . . no B(1) C(26) H(35) 108.7 . . . no B(1) C(26) H(36) 108.7 . . . no H(35) C(26) H(36) 109.5 . . . no C(26) C(27) H(37) 109.5 . . . no C(26) C(27) H(38) 109.5 . . . no C(26) C(27) H(39) 109.5 . . . no H(37) C(27) H(38) 109.5 . . . no H(37) C(27) H(39) 109.5 . . . no H(38) C(27) H(39) 109.5 . . . no C(1) B(1) C(22) 110.4(3) . . . yes C(1) B(1) C(24) 107.9(3) . . . yes C(1) B(1) C(26) 110.7(3) . . . yes C(22) B(1) C(24) 106.8(3) . . . yes C(22) B(1) C(26) 110.5(3) . . . yes C(24) B(1) C(26) 110.5(3) . . . yes #------------------------------------------------------------------------------ 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 N(1) C(1) N(2) C(3) 0.2(4) . . . . yes N(1) C(1) N(2) C(13) 174.5(4) . . . . yes N(1) C(1) B(1) C(22) -121.8(4) . . . . yes N(1) C(1) B(1) C(24) 121.9(4) . . . . yes N(1) C(1) B(1) C(26) 0.9(5) . . . . yes N(1) C(2) C(3) N(2) -0.1(5) . . . . yes N(1) C(4) C(5) C(6) -173.8(3) . . . . yes N(1) C(4) C(5) C(10) 6.9(5) . . . . yes N(1) C(4) C(9) C(8) 175.7(4) . . . . yes N(1) C(4) C(9) C(12) -3.6(6) . . . . yes N(2) C(1) N(1) C(2) -0.2(4) . . . . yes N(2) C(1) N(1) C(4) -177.3(3) . . . . yes N(2) C(1) B(1) C(22) 63.3(5) . . . . yes N(2) C(1) B(1) C(24) -53.1(5) . . . . yes N(2) C(1) B(1) C(26) -174.1(3) . . . . yes N(2) C(13) C(14) C(15) 177.9(4) . . . . yes N(2) C(13) C(14) C(19) -0.4(6) . . . . yes N(2) C(13) C(18) C(17) -177.9(4) . . . . yes N(2) C(13) C(18) C(21) -1.5(6) . . . . yes C(1) N(1) C(2) C(3) 0.2(5) . . . . yes C(1) N(1) C(4) C(5) -97.9(5) . . . . yes C(1) N(1) C(4) C(9) 89.5(5) . . . . yes C(1) N(2) C(3) C(2) 0.0(5) . . . . yes C(1) N(2) C(13) C(14) 100.3(5) . . . . yes C(1) N(2) C(13) C(18) -85.8(5) . . . . yes C(1) B(1) C(22) C(23) 73.4(4) . . . . yes C(1) B(1) C(24) C(25) -66.6(4) . . . . yes C(1) B(1) C(26) C(27) 177.0(3) . . . . yes C(2) N(1) C(1) B(1) -176.0(4) . . . . yes C(2) N(1) C(4) C(5) 85.2(4) . . . . yes C(2) N(1) C(4) C(9) -87.4(4) . . . . yes C(2) C(3) N(2) C(13) -175.1(4) . . . . yes C(3) N(2) C(1) B(1) 176.2(3) . . . . yes C(3) N(2) C(13) C(14) -85.8(5) . . . . yes C(3) N(2) C(13) C(18) 88.2(5) . . . . yes C(3) C(2) N(1) C(4) 177.7(3) . . . . yes C(4) N(1) C(1) B(1) 7.0(6) . . . . yes C(4) C(5) C(6) C(7) -0.6(6) . . . . yes C(4) C(9) C(8) C(7) -3.5(6) . . . . yes C(5) C(4) C(9) C(8) 3.5(6) . . . . yes C(5) C(4) C(9) C(12) -175.8(4) . . . . yes C(5) C(6) C(7) C(8) 0.6(7) . . . . yes C(5) C(6) C(7) C(11) 177.2(4) . . . . yes C(6) C(5) C(4) C(9) -1.5(6) . . . . yes C(6) C(7) C(8) C(9) 1.6(7) . . . . yes C(7) C(6) C(5) C(10) 178.7(4) . . . . yes C(7) C(8) C(9) C(12) 175.8(4) . . . . yes C(9) C(4) C(5) C(10) 179.2(4) . . . . yes C(9) C(8) C(7) C(11) -175.1(4) . . . . yes C(13) N(2) C(1) B(1) -9.5(6) . . . . yes C(13) C(14) C(15) C(16) -1.3(7) . . . . yes C(13) C(18) C(17) C(16) 1.0(7) . . . . yes C(14) C(13) C(18) C(17) -4.1(6) . . . . yes C(14) C(13) C(18) C(21) 172.3(4) . . . . yes C(14) C(15) C(16) C(17) -1.6(7) . . . . yes C(14) C(15) C(16) C(20) 178.6(5) . . . . yes C(15) C(14) C(13) C(18) 4.2(6) . . . . yes C(15) C(16) C(17) C(18) 1.7(7) . . . . yes C(16) C(15) C(14) C(19) 177.1(4) . . . . yes C(16) C(17) C(18) C(21) -175.5(4) . . . . yes C(18) C(13) C(14) C(19) -174.1(4) . . . . yes C(18) C(17) C(16) C(20) -178.5(5) . . . . yes C(22) B(1) C(24) C(25) 174.8(3) . . . . yes C(22) B(1) C(26) C(27) -60.4(4) . . . . yes C(23) C(22) B(1) C(24) -169.5(4) . . . . yes C(23) C(22) B(1) C(26) -49.4(5) . . . . yes C(24) B(1) C(26) C(27) 57.6(4) . . . . yes C(25) C(24) B(1) C(26) 54.6(4) . . . . yes C(25) C(24) B(1) C(26) 54.6(4) . . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag C(10) C(27) 3.578(6) . 1_554 ? C(11) C(21) 3.596(7) . 4_655 ? #------------------------------------------------------------------------------ #------------------------------------------------------------------------------