Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Lothar Weber' _publ_contact_author_address ; Fakultat fur Chemie der Universitat Bielefeld Universitats str. 25 Bielefeld D-33615 GERMANY ; _publ_contact_author_email LOTHAR.WEBER@UNI-BIELEFELD.DE _publ_section_title ; Syntheses, Structures, Luminescene and Electrochemistry of Benzene- and Biphenyl-Centered Bis- and Tris-1,3,2-diazaboroles and 1,3,2-diazaborolidines ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address L.Weber ; Fakultat f. Chemie Universitat Bielefeld 33615 Bielefeld Germany ; I.Domke ; Fakultat f. Chemie Universitat Bielefeld 33615 Bielefeld Germany ; C.Schmidt ; Fakultat f. Chemie Universitat Bielefeld 33615 Bielefeld Germany ; T.Braun ; Fakultat f. Chemie Universitat Bielefeld 33615 Bielefeld Germany ; H.-G.Stammler ; Fakultat f. Chemie Universitat Bielefeld 33615 Bielefeld Germany ; B.Neumann ; Fakultat f. Chemie Universitat Bielefeld 33615 Bielefeld Germany ; #========================================================================= data_compound3c _database_code_depnum_ccdc_archive 'CCDC 287003' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H63 B3 N6' _chemical_formula_sum 'C36 H63 B3 N6' _chemical_formula_weight 612.35 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/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 10.7200(3) _cell_length_b 16.2980(5) _cell_length_c 21.5920(5) _cell_angle_alpha 90.00 _cell_angle_beta 93.2260(16) _cell_angle_gamma 90.00 _cell_volume 3766.46(18) _cell_formula_units_Z 4 _cell_measurement_temperature 95(2) _cell_measurement_reflns_used 8845 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.080 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1344 _exptl_absorpt_coefficient_mu 0.063 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9863 _exptl_absorpt_correction_T_max 0.9938 _exptl_absorpt_process_details 'Denzo and Scalpack (Otwinowski & Minor 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 95(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 60255 _diffrn_reflns_av_R_equivalents 0.118 _diffrn_reflns_av_sigmaI/netI 0.0998 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 27.51 _reflns_number_total 8615 _reflns_number_gt 4782 _reflns_threshold_expression >2sigma(I) _computing_data_collection KappaCCCD _computing_cell_refinement 'HKL Scalepack(Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _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^)+(0.0544P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8615 _refine_ls_number_parameters 424 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1212 _refine_ls_R_factor_gt 0.0534 _refine_ls_wR_factor_ref 0.1256 _refine_ls_wR_factor_gt 0.1060 _refine_ls_goodness_of_fit_ref 0.972 _refine_ls_restrained_S_all 0.972 _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 0.0483(2) 0.24501(12) 0.12558(8) 0.0245(5) Uani 1 1 d . . . B2 B 0.1079(2) -0.06809(12) 0.10916(8) 0.0232(4) Uani 1 1 d . . . B3 B 0.1869(2) 0.08233(11) 0.32311(9) 0.0231(4) Uani 1 1 d . . . N1 N -0.07239(14) 0.28413(8) 0.11859(6) 0.0273(3) Uani 1 1 d . . . N2 N 0.13368(15) 0.29977(8) 0.09702(6) 0.0275(4) Uani 1 1 d . . . N3 N -0.00483(14) -0.10963(8) 0.08724(6) 0.0251(3) Uani 1 1 d . . . N4 N 0.20895(14) -0.11116(8) 0.08184(6) 0.0255(3) Uani 1 1 d . . . N5 N 0.30723(14) 0.09334(8) 0.35548(6) 0.0247(3) Uani 1 1 d . . . N6 N 0.09860(13) 0.07717(8) 0.37072(6) 0.0234(3) Uani 1 1 d . . . C1 C 0.08277(16) 0.16058(10) 0.15800(7) 0.0214(4) Uani 1 1 d . . . C2 C 0.08110(16) 0.08734(10) 0.12431(7) 0.0223(4) Uani 1 1 d . . . H2 H 0.0554 0.0889 0.0815 0.027 Uiso 1 1 calc R . . C3 C 0.11561(16) 0.01183(10) 0.15093(7) 0.0217(4) Uani 1 1 d . . . C4 C 0.15238(16) 0.01165(10) 0.21406(7) 0.0223(4) Uani 1 1 d . . . H4 H 0.1766 -0.0390 0.2330 0.027 Uiso 1 1 calc R . . C5 C 0.15516(16) 0.08242(10) 0.25074(7) 0.0222(4) Uani 1 1 d . . . C6 C 0.12024(16) 0.15615(10) 0.22100(7) 0.0230(4) Uani 1 1 d . . . H6 H 0.1221 0.2053 0.2447 0.028 Uiso 1 1 calc R . . C7 C -0.0546(2) 0.35950(11) 0.08848(8) 0.0358(5) Uani 1 1 d . . . H7 H -0.1187 0.3983 0.0784 0.043 Uiso 1 1 calc R . . C8 C 0.0650(2) 0.36855(11) 0.07619(9) 0.0359(5) Uani 1 1 d . . . H8 H 0.0987 0.4148 0.0562 0.043 Uiso 1 1 calc R . . C9 C -0.19311(18) 0.26463(11) 0.14601(8) 0.0296(4) Uani 1 1 d . . . C10 C -0.2141(2) 0.17254(12) 0.14567(11) 0.0477(6) Uani 1 1 d . . . H10A H -0.2106 0.1517 0.1032 0.072 Uiso 1 1 calc R . . H10B H -0.2963 0.1604 0.1612 0.072 Uiso 1 1 calc R . . H10C H -0.1491 0.1460 0.1724 0.072 Uiso 1 1 calc R . . C11 C -0.3019(2) 0.30349(13) 0.10840(10) 0.0482(6) Uani 1 1 d . . . H11A H -0.2958 0.3634 0.1115 0.072 Uiso 1 1 calc R . . H11B H -0.3807 0.2852 0.1246 0.072 Uiso 1 1 calc R . . H11C H -0.2990 0.2869 0.0649 0.072 Uiso 1 1 calc R . . C12 C -0.1880(2) 0.29718(16) 0.21215(10) 0.0607(7) Uani 1 1 d . . . H12A H -0.1184 0.2714 0.2362 0.091 Uiso 1 1 calc R . . H12B H -0.2666 0.2844 0.2312 0.091 Uiso 1 1 calc R . . H12C H -0.1759 0.3568 0.2117 0.091 Uiso 1 1 calc R . . C13 C 0.27249(18) 0.30067(10) 0.09890(8) 0.0281(4) Uani 1 1 d . . . C14 C 0.32521(18) 0.21368(11) 0.09704(9) 0.0323(4) Uani 1 1 d . . . H14A H 0.3078 0.1849 0.1355 0.048 Uiso 1 1 calc R . . H14B H 0.4157 0.2162 0.0929 0.048 Uiso 1 1 calc R . . H14C H 0.2859 0.1841 0.0615 0.048 Uiso 1 1 calc R . . C15 C 0.3177(2) 0.34783(12) 0.04316(8) 0.0373(5) Uani 1 1 d . . . H15A H 0.2757 0.3266 0.0050 0.056 Uiso 1 1 calc R . . H15B H 0.4082 0.3409 0.0412 0.056 Uiso 1 1 calc R . . H15C H 0.2982 0.4062 0.0475 0.056 Uiso 1 1 calc R . . C16 C 0.3202(2) 0.34380(11) 0.15878(8) 0.0360(5) Uani 1 1 d . . . H16A H 0.2886 0.4002 0.1589 0.054 Uiso 1 1 calc R . . H16B H 0.4118 0.3446 0.1610 0.054 Uiso 1 1 calc R . . H16C H 0.2908 0.3142 0.1947 0.054 Uiso 1 1 calc R . . C17 C 0.03040(19) -0.17206(10) 0.04687(8) 0.0294(4) Uani 1 1 d . . . H17 H -0.0258 -0.2079 0.0245 0.035 Uiso 1 1 calc R . . C18 C 0.15443(18) -0.17358(10) 0.04457(8) 0.0292(4) Uani 1 1 d . . . H18 H 0.1995 -0.2115 0.0210 0.035 Uiso 1 1 calc R . . C19 C -0.13847(17) -0.09480(10) 0.09834(8) 0.0262(4) Uani 1 1 d . . . C20 C -0.21067(19) -0.17593(11) 0.09625(9) 0.0366(5) Uani 1 1 d . . . H20A H -0.2132 -0.1981 0.0540 0.055 Uiso 1 1 calc R . . H20B H -0.2961 -0.1664 0.1085 0.055 Uiso 1 1 calc R . . H20C H -0.1689 -0.2152 0.1249 0.055 Uiso 1 1 calc R . . C21 C -0.15134(18) -0.05868(12) 0.16290(8) 0.0331(4) Uani 1 1 d . . . H21A H -0.1111 -0.0952 0.1940 0.050 Uiso 1 1 calc R . . H21B H -0.2401 -0.0529 0.1708 0.050 Uiso 1 1 calc R . . H21C H -0.1111 -0.0047 0.1653 0.050 Uiso 1 1 calc R . . C22 C -0.19431(19) -0.03666(11) 0.04875(8) 0.0345(5) Uani 1 1 d . . . H22A H -0.1477 0.0151 0.0502 0.052 Uiso 1 1 calc R . . H22B H -0.2820 -0.0260 0.0565 0.052 Uiso 1 1 calc R . . H22C H -0.1890 -0.0618 0.0078 0.052 Uiso 1 1 calc R . . C23 C 0.34656(18) -0.10622(10) 0.09368(8) 0.0292(4) Uani 1 1 d . . . C24 C 0.3821(2) -0.15425(12) 0.15309(8) 0.0395(5) Uani 1 1 d . . . H24A H 0.3425 -0.1289 0.1882 0.059 Uiso 1 1 calc R . . H24B H 0.4731 -0.1534 0.1608 0.059 Uiso 1 1 calc R . . H24C H 0.3535 -0.2111 0.1483 0.059 Uiso 1 1 calc R . . C25 C 0.41382(19) -0.14330(12) 0.03933(8) 0.0374(5) Uani 1 1 d . . . H25A H 0.3992 -0.2026 0.0378 0.056 Uiso 1 1 calc R . . H25B H 0.5037 -0.1327 0.0451 0.056 Uiso 1 1 calc R . . H25C H 0.3815 -0.1183 0.0004 0.056 Uiso 1 1 calc R . . C26 C 0.38826(18) -0.01675(11) 0.10101(9) 0.0330(4) Uani 1 1 d . . . H26A H 0.3674 0.0131 0.0624 0.050 Uiso 1 1 calc R . . H26B H 0.4787 -0.0147 0.1103 0.050 Uiso 1 1 calc R . . H26C H 0.3453 0.0087 0.1350 0.050 Uiso 1 1 calc R . . C27 C 0.28731(18) 0.09783(10) 0.41889(8) 0.0274(4) Uani 1 1 d . . . H27 H 0.3506 0.1063 0.4508 0.033 Uiso 1 1 calc R . . C28 C 0.16541(17) 0.08844(10) 0.42776(8) 0.0266(4) Uani 1 1 d . . . H28 H 0.1295 0.0893 0.4670 0.032 Uiso 1 1 calc R . . C29 C 0.43278(17) 0.10618(11) 0.33070(8) 0.0308(4) Uani 1 1 d . . . C30 C 0.45751(19) 0.03817(14) 0.28404(9) 0.0454(5) Uani 1 1 d . . . H30A H 0.4533 -0.0153 0.3045 0.068 Uiso 1 1 calc R . . H30B H 0.5407 0.0456 0.2683 0.068 Uiso 1 1 calc R . . H30C H 0.3944 0.0407 0.2495 0.068 Uiso 1 1 calc R . . C31 C 0.53510(18) 0.10238(11) 0.38264(9) 0.0343(5) Uani 1 1 d . . . H31A H 0.5245 0.1479 0.4115 0.052 Uiso 1 1 calc R . . H31B H 0.6170 0.1066 0.3649 0.052 Uiso 1 1 calc R . . H31C H 0.5295 0.0502 0.4048 0.052 Uiso 1 1 calc R . . C32 C 0.4351(2) 0.19097(13) 0.30011(9) 0.0449(5) Uani 1 1 d . . . H32A H 0.3712 0.1934 0.2659 0.067 Uiso 1 1 calc R . . H32B H 0.5176 0.2006 0.2841 0.067 Uiso 1 1 calc R . . H32C H 0.4181 0.2332 0.3308 0.067 Uiso 1 1 calc R . . C33 C -0.03991(16) 0.07341(10) 0.36802(7) 0.0236(4) Uani 1 1 d . . . C34 C -0.09162(17) 0.03347(11) 0.30796(8) 0.0307(4) Uani 1 1 d . . . H34A H -0.0721 0.0680 0.2726 0.046 Uiso 1 1 calc R . . H34B H -0.1824 0.0275 0.3092 0.046 Uiso 1 1 calc R . . H34C H -0.0535 -0.0207 0.3035 0.046 Uiso 1 1 calc R . . C35 C -0.09110(18) 0.16085(10) 0.37233(9) 0.0327(4) Uani 1 1 d . . . H35A H -0.0574 0.1866 0.4107 0.049 Uiso 1 1 calc R . . H35B H -0.1825 0.1590 0.3724 0.049 Uiso 1 1 calc R . . H35C H -0.0662 0.1929 0.3367 0.049 Uiso 1 1 calc R . . C36 C -0.08365(18) 0.02202(10) 0.42190(8) 0.0280(4) Uani 1 1 d . . . H36A H -0.0466 -0.0329 0.4204 0.042 Uiso 1 1 calc R . . H36B H -0.1749 0.0174 0.4186 0.042 Uiso 1 1 calc R . . H36C H -0.0575 0.0485 0.4613 0.042 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 0.0287(12) 0.0258(10) 0.0191(9) -0.0029(8) 0.0004(8) -0.0033(9) B2 0.0267(12) 0.0231(10) 0.0194(9) 0.0037(8) -0.0007(8) 0.0046(9) B3 0.0244(12) 0.0177(9) 0.0272(10) 0.0002(8) 0.0017(8) 0.0009(8) N1 0.0295(9) 0.0231(7) 0.0292(8) 0.0020(6) -0.0003(7) 0.0009(7) N2 0.0320(10) 0.0228(8) 0.0277(8) 0.0025(6) 0.0024(7) -0.0014(7) N3 0.0260(9) 0.0221(7) 0.0270(8) -0.0009(6) -0.0008(6) 0.0004(6) N4 0.0268(9) 0.0237(7) 0.0258(8) 0.0000(6) 0.0001(6) 0.0031(6) N5 0.0224(9) 0.0273(8) 0.0246(8) 0.0003(6) 0.0012(6) -0.0011(6) N6 0.0219(9) 0.0245(7) 0.0235(7) -0.0007(6) -0.0009(6) -0.0019(6) C1 0.0159(10) 0.0232(9) 0.0254(9) 0.0004(7) 0.0025(7) -0.0019(7) C2 0.0186(10) 0.0265(9) 0.0216(8) -0.0003(7) 0.0000(7) -0.0013(7) C3 0.0156(9) 0.0234(9) 0.0259(9) 0.0008(7) 0.0011(7) -0.0002(7) C4 0.0185(10) 0.0229(9) 0.0256(9) 0.0021(7) 0.0014(7) -0.0005(7) C5 0.0175(10) 0.0237(9) 0.0257(9) 0.0005(7) 0.0025(7) -0.0011(7) C6 0.0201(10) 0.0233(9) 0.0259(9) -0.0039(7) 0.0039(7) -0.0008(7) C7 0.0394(14) 0.0253(10) 0.0421(11) 0.0096(8) -0.0017(9) 0.0059(9) C8 0.0391(14) 0.0254(10) 0.0433(11) 0.0105(8) 0.0039(10) -0.0021(9) C9 0.0268(11) 0.0294(10) 0.0327(10) -0.0013(8) 0.0018(8) 0.0020(8) C10 0.0279(13) 0.0360(11) 0.0801(16) 0.0102(11) 0.0108(11) -0.0008(9) C11 0.0325(14) 0.0455(13) 0.0661(14) 0.0112(11) -0.0014(11) 0.0075(10) C12 0.0480(16) 0.0920(19) 0.0436(13) -0.0178(13) 0.0138(11) -0.0183(14) C13 0.0272(11) 0.0268(9) 0.0308(10) -0.0004(8) 0.0046(8) -0.0059(8) C14 0.0272(11) 0.0318(10) 0.0382(10) -0.0029(8) 0.0049(8) -0.0046(9) C15 0.0431(14) 0.0346(11) 0.0350(10) 0.0002(8) 0.0098(9) -0.0079(9) C16 0.0368(13) 0.0366(11) 0.0346(10) -0.0042(9) 0.0022(9) -0.0042(9) C17 0.0380(13) 0.0231(9) 0.0272(9) -0.0041(7) 0.0018(8) -0.0016(8) C18 0.0339(13) 0.0242(9) 0.0297(10) -0.0059(8) 0.0023(8) 0.0013(8) C19 0.0225(10) 0.0261(9) 0.0297(9) -0.0001(7) -0.0006(8) -0.0022(8) C20 0.0316(12) 0.0293(10) 0.0484(12) -0.0007(9) -0.0029(9) -0.0042(9) C21 0.0260(11) 0.0400(11) 0.0336(10) -0.0027(8) 0.0053(8) -0.0059(9) C22 0.0310(12) 0.0355(11) 0.0370(11) 0.0038(8) 0.0015(9) 0.0068(9) C23 0.0263(11) 0.0317(10) 0.0294(10) 0.0007(8) 0.0005(8) 0.0070(8) C24 0.0369(13) 0.0467(12) 0.0347(10) 0.0051(9) -0.0004(9) 0.0106(10) C25 0.0308(12) 0.0457(12) 0.0360(11) -0.0038(9) 0.0038(9) 0.0093(9) C26 0.0220(11) 0.0392(11) 0.0379(10) -0.0018(8) 0.0004(8) 0.0020(8) C27 0.0261(11) 0.0312(10) 0.0245(9) -0.0017(7) -0.0028(8) -0.0013(8) C28 0.0290(12) 0.0313(10) 0.0192(9) -0.0031(7) 0.0000(8) -0.0029(8) C29 0.0213(11) 0.0408(11) 0.0303(10) -0.0012(8) 0.0015(8) -0.0047(8) C30 0.0242(12) 0.0699(15) 0.0423(12) -0.0183(11) 0.0047(9) -0.0039(11) C31 0.0220(11) 0.0385(11) 0.0420(11) 0.0007(9) -0.0027(9) -0.0031(9) C32 0.0300(13) 0.0592(14) 0.0450(12) 0.0170(10) -0.0008(9) -0.0123(10) C33 0.0194(10) 0.0247(9) 0.0268(9) -0.0019(7) 0.0024(7) -0.0013(7) C34 0.0217(11) 0.0398(11) 0.0305(10) -0.0032(8) 0.0001(8) -0.0042(8) C35 0.0242(11) 0.0282(10) 0.0458(11) 0.0014(8) 0.0039(9) 0.0009(8) C36 0.0260(11) 0.0282(9) 0.0300(10) 0.0007(8) 0.0036(8) -0.0025(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag B1 N2 1.442(2) . ? B1 N1 1.443(3) . ? B1 C1 1.578(2) . ? B2 N3 1.442(3) . ? B2 N4 1.444(2) . ? B2 C3 1.584(2) . ? B3 N6 1.439(2) . ? B3 N5 1.443(2) . ? B3 C5 1.580(2) . ? N1 C7 1.408(2) . ? N1 C9 1.487(2) . ? N2 C8 1.401(2) . ? N2 C13 1.486(2) . ? N3 C17 1.405(2) . ? N3 C19 1.485(2) . ? N4 C18 1.404(2) . ? N4 C23 1.485(2) . ? N5 C27 1.399(2) . ? N5 C29 1.491(2) . ? N6 C28 1.402(2) . ? N6 C33 1.484(2) . ? C1 C2 1.397(2) . ? C1 C6 1.398(2) . ? C2 C3 1.399(2) . ? C2 H2 0.9500 . ? C3 C4 1.398(2) . ? C4 C5 1.399(2) . ? C4 H4 0.9500 . ? C5 C6 1.403(2) . ? C6 H6 0.9500 . ? C7 C8 1.332(3) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.518(3) . ? C9 C11 1.521(3) . ? C9 C12 1.522(3) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.528(2) . ? C13 C15 1.530(2) . ? C13 C16 1.534(2) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.334(3) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C21 1.527(2) . ? C19 C22 1.527(2) . ? C19 C20 1.531(2) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C26 1.531(2) . ? C23 C24 1.532(2) . ? C23 C25 1.536(2) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.340(3) . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? C29 C31 1.525(2) . ? C29 C30 1.531(3) . ? C29 C32 1.532(3) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.527(2) . ? C33 C36 1.528(2) . ? C33 C35 1.532(2) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 B1 N1 105.60(15) . . ? N2 B1 C1 126.23(17) . . ? N1 B1 C1 128.17(17) . . ? N3 B2 N4 105.78(14) . . ? N3 B2 C3 126.07(16) . . ? N4 B2 C3 128.04(17) . . ? N6 B3 N5 105.51(14) . . ? N6 B3 C5 126.36(17) . . ? N5 B3 C5 127.99(16) . . ? C7 N1 B1 106.87(15) . . ? C7 N1 C9 120.91(15) . . ? B1 N1 C9 131.23(14) . . ? C8 N2 B1 107.31(16) . . ? C8 N2 C13 120.53(14) . . ? B1 N2 C13 130.79(14) . . ? C17 N3 B2 107.09(15) . . ? C17 N3 C19 120.87(14) . . ? B2 N3 C19 131.99(14) . . ? C18 N4 B2 106.78(15) . . ? C18 N4 C23 121.03(14) . . ? B2 N4 C23 131.59(14) . . ? C27 N5 B3 107.39(15) . . ? C27 N5 C29 122.29(14) . . ? B3 N5 C29 130.09(14) . . ? C28 N6 B3 107.22(15) . . ? C28 N6 C33 120.04(14) . . ? B3 N6 C33 132.19(14) . . ? C2 C1 C6 117.19(15) . . ? C2 C1 B1 121.20(14) . . ? C6 C1 B1 121.58(14) . . ? C1 C2 C3 122.83(15) . . ? C1 C2 H2 118.6 . . ? C3 C2 H2 118.6 . . ? C4 C3 C2 117.13(15) . . ? C4 C3 B2 123.81(14) . . ? C2 C3 B2 119.04(14) . . ? C3 C4 C5 123.13(15) . . ? C3 C4 H4 118.4 . . ? C5 C4 H4 118.4 . . ? C4 C5 C6 116.77(15) . . ? C4 C5 B3 123.76(14) . . ? C6 C5 B3 119.36(14) . . ? C1 C6 C5 122.95(15) . . ? C1 C6 H6 118.5 . . ? C5 C6 H6 118.5 . . ? C8 C7 N1 110.20(17) . . ? C8 C7 H7 124.9 . . ? N1 C7 H7 124.9 . . ? C7 C8 N2 109.99(16) . . ? C7 C8 H8 125.0 . . ? N2 C8 H8 125.0 . . ? N1 C9 C10 109.98(15) . . ? N1 C9 C11 110.88(15) . . ? C10 C9 C11 107.47(16) . . ? N1 C9 C12 108.24(15) . . ? C10 C9 C12 110.29(18) . . ? C11 C9 C12 109.98(17) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 C14 111.19(14) . . ? N2 C13 C15 110.16(15) . . ? C14 C13 C15 108.15(15) . . ? N2 C13 C16 108.28(14) . . ? C14 C13 C16 109.94(15) . . ? C15 C13 C16 109.12(15) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 N3 109.87(16) . . ? C18 C17 H17 125.1 . . ? N3 C17 H17 125.1 . . ? C17 C18 N4 110.42(15) . . ? C17 C18 H18 124.8 . . ? N4 C18 H18 124.8 . . ? N3 C19 C21 110.34(14) . . ? N3 C19 C22 109.36(14) . . ? C21 C19 C22 110.43(15) . . ? N3 C19 C20 110.20(14) . . ? C21 C19 C20 106.77(15) . . ? C22 C19 C20 109.73(15) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N4 C23 C26 110.54(14) . . ? N4 C23 C24 108.31(15) . . ? C26 C23 C24 110.04(15) . . ? N4 C23 C25 110.59(14) . . ? C26 C23 C25 107.88(15) . . ? C24 C23 C25 109.48(15) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C28 C27 N5 109.73(15) . . ? C28 C27 H27 125.1 . . ? N5 C27 H27 125.1 . . ? C27 C28 N6 110.09(15) . . ? C27 C28 H28 125.0 . . ? N6 C28 H28 125.0 . . ? N5 C29 C31 110.91(14) . . ? N5 C29 C30 109.13(15) . . ? C31 C29 C30 108.08(16) . . ? N5 C29 C32 108.57(15) . . ? C31 C29 C32 108.96(15) . . ? C30 C29 C32 111.20(16) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C29 C32 H32A 109.5 . . ? C29 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C29 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N6 C33 C34 111.44(14) . . ? N6 C33 C36 109.99(14) . . ? C34 C33 C36 107.49(14) . . ? N6 C33 C35 108.68(14) . . ? C34 C33 C35 109.52(14) . . ? C36 C33 C35 109.71(14) . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C33 C35 H35A 109.5 . . ? C33 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C33 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C33 C36 H36A 109.5 . . ? C33 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C33 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.189 _refine_diff_density_min -0.198 _refine_diff_density_rms 0.042 #========================================================================= data_compound4a _database_code_depnum_ccdc_archive 'CCDC 287004' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H48 B2 N4' _chemical_formula_sum 'C26 H48 B2 N4' _chemical_formula_weight 438.30 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/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 10.5590(3) _cell_length_b 26.7150(10) _cell_length_c 10.7350(4) _cell_angle_alpha 90.00 _cell_angle_beta 114.7080(19) _cell_angle_gamma 90.00 _cell_volume 2750.94(16) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6298 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.058 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 0.061 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9819 _exptl_absorpt_correction_T_max 0.9939 _exptl_absorpt_process_details 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29214 _diffrn_reflns_av_R_equivalents 0.061 _diffrn_reflns_av_sigmaI/netI 0.0695 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 27.49 _reflns_number_total 6275 _reflns_number_gt 3775 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD ' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _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^)+(0.0706P)^2^+0.0680P] 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 6275 _refine_ls_number_parameters 301 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1036 _refine_ls_R_factor_gt 0.0531 _refine_ls_wR_factor_ref 0.1437 _refine_ls_wR_factor_gt 0.1249 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _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 B1 B 0.73468(17) 0.06272(7) 0.74824(18) 0.0215(4) Uani 1 1 d . . . B2 B 0.69752(18) 0.28740(7) 0.74066(18) 0.0226(4) Uani 1 1 d . . . N1 N 0.61392(12) 0.03172(5) 0.71523(13) 0.0225(3) Uani 1 1 d . . . N2 N 0.85467(13) 0.03146(5) 0.78144(13) 0.0231(3) Uani 1 1 d . . . N3 N 0.57062(13) 0.31343(5) 0.71441(14) 0.0268(3) Uani 1 1 d . . . N4 N 0.80528(12) 0.32365(5) 0.76102(13) 0.0225(3) Uani 1 1 d . . . C1 C 0.66139(16) -0.02032(6) 0.74819(17) 0.0263(4) Uani 1 1 d . . . H1A H 0.5989 -0.0435 0.6771 0.032 Uiso 1 1 calc R . . H1B H 0.6644 -0.0302 0.8382 0.032 Uiso 1 1 calc R . . C2 C 0.80687(16) -0.02062(6) 0.75154(17) 0.0267(4) Uani 1 1 d . . . H2A H 0.8692 -0.0434 0.8239 0.032 Uiso 1 1 calc R . . H2B H 0.8038 -0.0314 0.6621 0.032 Uiso 1 1 calc R . . C3 C 0.47583(15) 0.04450(6) 0.71291(17) 0.0259(4) Uani 1 1 d . . . C4 C 0.37431(16) 0.00125(6) 0.65072(19) 0.0340(4) Uani 1 1 d . . . H4A H 0.3739 -0.0080 0.5623 0.051 Uiso 1 1 calc R . . H4B H 0.2804 0.0116 0.6371 0.051 Uiso 1 1 calc R . . H4C H 0.4035 -0.0276 0.7129 0.051 Uiso 1 1 calc R . . C5 C 0.49198(18) 0.05447(7) 0.85948(18) 0.0377(5) Uani 1 1 d . . . H5A H 0.5336 0.0251 0.9168 0.057 Uiso 1 1 calc R . . H5B H 0.4002 0.0610 0.8584 0.057 Uiso 1 1 calc R . . H5C H 0.5524 0.0836 0.8970 0.057 Uiso 1 1 calc R . . C6 C 0.41487(16) 0.09095(6) 0.62509(18) 0.0324(4) Uani 1 1 d . . . H6A H 0.4722 0.1202 0.6691 0.049 Uiso 1 1 calc R . . H6B H 0.3195 0.0964 0.6157 0.049 Uiso 1 1 calc R . . H6C H 0.4138 0.0861 0.5342 0.049 Uiso 1 1 calc R . . C7 C 0.99321(15) 0.04363(6) 0.78379(16) 0.0257(4) Uani 1 1 d . . . C8 C 1.04930(17) 0.09245(6) 0.86161(19) 0.0353(4) Uani 1 1 d . . . H8A H 0.9909 0.1204 0.8100 0.053 Uiso 1 1 calc R . . H8B H 1.1453 0.0977 0.8726 0.053 Uiso 1 1 calc R . . H8C H 1.0477 0.0905 0.9521 0.053 Uiso 1 1 calc R . . C9 C 0.97983(17) 0.04909(7) 0.63677(18) 0.0374(5) Uani 1 1 d . . . H9A H 0.9462 0.0176 0.5872 0.056 Uiso 1 1 calc R . . H9B H 1.0711 0.0573 0.6387 0.056 Uiso 1 1 calc R . . H9C H 0.9137 0.0759 0.5903 0.056 Uiso 1 1 calc R . . C10 C 1.09700(16) 0.00192(6) 0.85664(18) 0.0313(4) Uani 1 1 d . . . H10A H 1.0991 -0.0036 0.9477 0.047 Uiso 1 1 calc R . . H10B H 1.1901 0.0116 0.8661 0.047 Uiso 1 1 calc R . . H10C H 1.0683 -0.0290 0.8028 0.047 Uiso 1 1 calc R . . C11 C 0.73312(14) 0.12165(6) 0.74798(15) 0.0212(3) Uani 1 1 d . . . C12 C 0.75678(15) 0.14924(6) 0.86702(16) 0.0221(3) Uani 1 1 d . . . H12 H 0.7793 0.1320 0.9510 0.027 Uiso 1 1 calc R . . C13 C 0.74820(15) 0.20086(6) 0.86527(16) 0.0231(4) Uani 1 1 d . . . H13 H 0.7650 0.2180 0.9482 0.028 Uiso 1 1 calc R . . C14 C 0.71560(15) 0.22866(6) 0.74544(16) 0.0219(3) Uani 1 1 d . . . C15 C 0.69432(15) 0.20122(6) 0.62686(16) 0.0233(4) Uani 1 1 d . . . H15 H 0.6736 0.2186 0.5434 0.028 Uiso 1 1 calc R . . C16 C 0.70268(15) 0.14940(6) 0.62818(16) 0.0228(4) Uani 1 1 d . . . H16 H 0.6873 0.1323 0.5456 0.027 Uiso 1 1 calc R . . C17 C 0.59308(16) 0.36688(6) 0.70048(19) 0.0348(4) Uani 1 1 d . . . H17A H 0.5479 0.3874 0.7472 0.042 Uiso 1 1 calc R . . H17B H 0.5551 0.3767 0.6027 0.042 Uiso 1 1 calc R . . C18 C 0.74956(15) 0.37338(6) 0.76799(17) 0.0280(4) Uani 1 1 d . . . H18A H 0.7800 0.3984 0.7181 0.034 Uiso 1 1 calc R . . H18B H 0.7808 0.3843 0.8644 0.034 Uiso 1 1 calc R . . C19 C 0.42343(16) 0.29730(6) 0.66524(18) 0.0315(4) Uani 1 1 d . . . C20 C 0.4119(2) 0.24295(8) 0.6954(3) 0.0779(9) Uani 1 1 d . . . H20A H 0.4453 0.2222 0.6400 0.117 Uiso 1 1 calc R . . H20B H 0.3143 0.2348 0.6729 0.117 Uiso 1 1 calc R . . H20C H 0.4686 0.2364 0.7929 0.117 Uiso 1 1 calc R . . C21 C 0.3521(2) 0.32802(9) 0.7359(3) 0.0878(10) Uani 1 1 d . . . H21A H 0.4036 0.3248 0.8355 0.132 Uiso 1 1 calc R . . H21B H 0.2565 0.3159 0.7083 0.132 Uiso 1 1 calc R . . H21C H 0.3499 0.3633 0.7097 0.132 Uiso 1 1 calc R . . C22 C 0.3494(3) 0.30532(12) 0.5126(3) 0.1002(11) Uani 1 1 d . . . H22A H 0.3554 0.3407 0.4916 0.150 Uiso 1 1 calc R . . H22B H 0.2513 0.2957 0.4808 0.150 Uiso 1 1 calc R . . H22C H 0.3934 0.2848 0.4661 0.150 Uiso 1 1 calc R . . C23 C 0.95939(15) 0.31776(6) 0.83314(17) 0.0245(4) Uani 1 1 d . . . C24 C 1.00210(18) 0.30942(7) 0.98638(18) 0.0390(5) Uani 1 1 d . . . H24A H 0.9692 0.3375 1.0238 0.058 Uiso 1 1 calc R . . H24B H 1.1039 0.3072 1.0338 0.058 Uiso 1 1 calc R . . H24C H 0.9606 0.2782 0.9998 0.058 Uiso 1 1 calc R . . C25 C 1.03174(17) 0.36473(6) 0.81317(18) 0.0334(4) Uani 1 1 d . . . H25A H 0.9994 0.3715 0.7150 0.050 Uiso 1 1 calc R . . H25B H 1.1328 0.3595 0.8541 0.050 Uiso 1 1 calc R . . H25C H 1.0093 0.3933 0.8576 0.050 Uiso 1 1 calc R . . C26 C 1.00670(16) 0.27360(7) 0.77298(19) 0.0374(5) Uani 1 1 d . . . H26A H 0.9661 0.2426 0.7890 0.056 Uiso 1 1 calc R . . H26B H 1.1086 0.2712 0.8171 0.056 Uiso 1 1 calc R . . H26C H 0.9758 0.2786 0.6742 0.056 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 0.0261(9) 0.0211(9) 0.0185(9) -0.0008(8) 0.0103(8) -0.0002(7) B2 0.0264(10) 0.0226(10) 0.0194(10) 0.0000(8) 0.0102(8) 0.0001(8) N1 0.0232(7) 0.0167(7) 0.0294(8) 0.0020(6) 0.0126(6) 0.0019(5) N2 0.0238(7) 0.0180(7) 0.0293(8) 0.0002(6) 0.0129(6) 0.0000(5) N3 0.0217(7) 0.0180(7) 0.0383(9) -0.0001(6) 0.0104(6) -0.0019(5) N4 0.0227(7) 0.0168(7) 0.0280(8) 0.0015(6) 0.0106(6) 0.0018(5) C1 0.0276(9) 0.0184(9) 0.0318(10) 0.0009(7) 0.0113(7) -0.0007(7) C2 0.0275(9) 0.0193(9) 0.0330(10) -0.0007(7) 0.0124(7) 0.0022(7) C3 0.0220(8) 0.0245(9) 0.0348(10) 0.0006(7) 0.0153(7) 0.0001(7) C4 0.0251(9) 0.0264(10) 0.0506(12) 0.0016(8) 0.0160(8) -0.0009(7) C5 0.0351(10) 0.0453(12) 0.0412(11) -0.0025(9) 0.0241(9) -0.0009(8) C6 0.0263(9) 0.0270(10) 0.0444(12) 0.0030(8) 0.0153(8) 0.0029(7) C7 0.0210(8) 0.0269(9) 0.0308(10) 0.0013(7) 0.0123(7) 0.0010(7) C8 0.0263(9) 0.0290(10) 0.0504(12) -0.0025(9) 0.0158(8) -0.0039(7) C9 0.0293(9) 0.0484(12) 0.0376(11) 0.0071(9) 0.0170(8) 0.0030(8) C10 0.0248(9) 0.0304(10) 0.0370(11) -0.0001(8) 0.0113(8) 0.0018(7) C11 0.0188(8) 0.0215(8) 0.0245(9) -0.0001(7) 0.0102(7) -0.0004(6) C12 0.0241(8) 0.0207(9) 0.0219(9) 0.0023(7) 0.0099(7) 0.0012(6) C13 0.0231(8) 0.0222(9) 0.0248(9) -0.0033(7) 0.0108(7) -0.0001(7) C14 0.0179(7) 0.0203(8) 0.0284(9) -0.0016(7) 0.0106(7) -0.0015(6) C15 0.0260(8) 0.0215(9) 0.0231(9) 0.0039(7) 0.0108(7) -0.0003(7) C16 0.0258(8) 0.0214(9) 0.0235(9) -0.0029(7) 0.0124(7) -0.0011(6) C17 0.0293(9) 0.0205(9) 0.0519(12) 0.0060(8) 0.0143(8) 0.0028(7) C18 0.0295(9) 0.0188(9) 0.0385(11) 0.0028(7) 0.0169(8) 0.0005(7) C19 0.0187(8) 0.0281(10) 0.0451(12) -0.0055(8) 0.0107(8) -0.0022(7) C20 0.0283(11) 0.0352(13) 0.161(3) 0.0095(14) 0.0308(14) -0.0064(9) C21 0.0627(15) 0.0713(18) 0.167(3) -0.0601(18) 0.0852(18) -0.0348(13) C22 0.0545(16) 0.152(3) 0.0582(18) 0.0100(18) -0.0115(13) -0.0399(17) C23 0.0208(8) 0.0227(9) 0.0282(10) -0.0014(7) 0.0083(7) -0.0006(6) C24 0.0317(10) 0.0452(12) 0.0349(11) 0.0060(9) 0.0088(8) 0.0005(8) C25 0.0256(9) 0.0312(10) 0.0449(11) 0.0003(9) 0.0161(8) -0.0030(7) C26 0.0243(9) 0.0330(11) 0.0549(13) -0.0090(9) 0.0165(9) 0.0000(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 B1 N2 1.433(2) . ? B1 N1 1.435(2) . ? B1 C11 1.574(2) . ? B2 N3 1.429(2) . ? B2 N4 1.440(2) . ? B2 C14 1.579(2) . ? N1 C1 1.4701(19) . ? N1 C3 1.4875(19) . ? N2 C2 1.4689(19) . ? N2 C7 1.4884(18) . ? N3 C17 1.4654(19) . ? N3 C19 1.481(2) . ? N4 C18 1.4674(19) . ? N4 C23 1.4896(19) . ? C1 C2 1.521(2) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.527(2) . ? C3 C6 1.528(2) . ? C3 C5 1.533(2) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.528(2) . ? C7 C10 1.529(2) . ? C7 C9 1.532(2) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C16 1.400(2) . ? C11 C12 1.404(2) . ? C12 C13 1.381(2) . ? C12 H12 0.9500 . ? C13 C14 1.398(2) . ? C13 H13 0.9500 . ? C14 C15 1.403(2) . ? C15 C16 1.387(2) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C18 1.511(2) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.503(3) . ? C19 C22 1.507(3) . ? C19 C21 1.515(3) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C26 1.526(2) . ? C23 C24 1.529(2) . ? C23 C25 1.530(2) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 B1 N1 109.09(14) . . ? N2 B1 C11 126.22(14) . . ? N1 B1 C11 124.69(13) . . ? N3 B2 N4 108.61(14) . . ? N3 B2 C14 125.48(14) . . ? N4 B2 C14 125.91(14) . . ? B1 N1 C1 107.94(12) . . ? B1 N1 C3 129.43(13) . . ? C1 N1 C3 117.03(11) . . ? B1 N2 C2 108.09(12) . . ? B1 N2 C7 129.61(13) . . ? C2 N2 C7 117.13(11) . . ? B2 N3 C17 108.41(12) . . ? B2 N3 C19 133.34(14) . . ? C17 N3 C19 115.95(12) . . ? B2 N4 C18 107.97(12) . . ? B2 N4 C23 129.07(13) . . ? C18 N4 C23 116.32(12) . . ? N1 C1 C2 104.47(12) . . ? N1 C1 H1A 110.9 . . ? C2 C1 H1A 110.9 . . ? N1 C1 H1B 110.9 . . ? C2 C1 H1B 110.9 . . ? H1A C1 H1B 108.9 . . ? N2 C2 C1 104.57(12) . . ? N2 C2 H2A 110.8 . . ? C1 C2 H2A 110.8 . . ? N2 C2 H2B 110.8 . . ? C1 C2 H2B 110.8 . . ? H2A C2 H2B 108.9 . . ? N1 C3 C4 109.74(13) . . ? N1 C3 C6 110.72(12) . . ? C4 C3 C6 107.88(13) . . ? N1 C3 C5 109.56(13) . . ? C4 C3 C5 109.67(13) . . ? C6 C3 C5 109.24(14) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 C8 110.44(12) . . ? N2 C7 C10 109.80(13) . . ? C8 C7 C10 108.12(13) . . ? N2 C7 C9 109.68(13) . . ? C8 C7 C9 109.25(14) . . ? C10 C7 C9 109.52(13) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C16 C11 C12 116.29(14) . . ? C16 C11 B1 121.95(13) . . ? C12 C11 B1 121.71(13) . . ? C13 C12 C11 121.73(14) . . ? C13 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C12 C13 C14 122.16(14) . . ? C12 C13 H13 118.9 . . ? C14 C13 H13 118.9 . . ? C13 C14 C15 116.22(14) . . ? C13 C14 B2 122.53(13) . . ? C15 C14 B2 121.21(14) . . ? C16 C15 C14 121.78(14) . . ? C16 C15 H15 119.1 . . ? C14 C15 H15 119.1 . . ? C15 C16 C11 121.81(14) . . ? C15 C16 H16 119.1 . . ? C11 C16 H16 119.1 . . ? N3 C17 C18 104.72(13) . . ? N3 C17 H17A 110.8 . . ? C18 C17 H17A 110.8 . . ? N3 C17 H17B 110.8 . . ? C18 C17 H17B 110.8 . . ? H17A C17 H17B 108.9 . . ? N4 C18 C17 104.64(13) . . ? N4 C18 H18A 110.8 . . ? C17 C18 H18A 110.8 . . ? N4 C18 H18B 110.8 . . ? C17 C18 H18B 110.8 . . ? H18A C18 H18B 108.9 . . ? N3 C19 C20 111.81(14) . . ? N3 C19 C22 109.64(15) . . ? C20 C19 C22 108.63(19) . . ? N3 C19 C21 109.36(14) . . ? C20 C19 C21 108.26(18) . . ? C22 C19 C21 109.1(2) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N4 C23 C26 109.97(13) . . ? N4 C23 C24 109.96(12) . . ? C26 C23 C24 109.95(14) . . ? N4 C23 C25 109.96(12) . . ? C26 C23 C25 107.69(13) . . ? C24 C23 C25 109.28(14) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.252 _refine_diff_density_min -0.208 _refine_diff_density_rms 0.042 #========================================================================= data_compound4e _database_code_depnum_ccdc_archive 'CCDC 287005' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H24 B2 N4' _chemical_formula_sum 'C14 H24 B2 N4' _chemical_formula_weight 269.99 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 15.3070(3) _cell_length_b 6.9600(2) _cell_length_c 14.7780(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.0520(15) _cell_angle_gamma 90.00 _cell_volume 1545.20(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2405 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 30.034 _exptl_crystal_description column _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.161 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 584 _exptl_absorpt_coefficient_mu 0.069 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9795 _exptl_absorpt_correction_T_max 0.9863 _exptl_absorpt_process_details 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _exptl_special_details ; ; _diffrn_ambient_temperature 100(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17028 _diffrn_reflns_av_R_equivalents 0.032 _diffrn_reflns_av_sigmaI/netI 0.0210 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.23 _diffrn_reflns_theta_max 30.00 _reflns_number_total 2239 _reflns_number_gt 1962 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD ' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _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^)+(0.0596P)^2^+0.6513P] 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 SHELXL _refine_ls_extinction_coef 0.004(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2239 _refine_ls_number_parameters 95 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0452 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1086 _refine_ls_wR_factor_gt 0.1048 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 0.11147(6) 0.39728(13) 0.13975(6) 0.01646(19) Uani 1 1 d . . . N1 N 0.12309(5) 0.35944(11) 0.04842(5) 0.02095(19) Uani 1 1 d . . . N2 N 0.16242(5) 0.56287(11) 0.17291(5) 0.01889(18) Uani 1 1 d . . . C1 C 0.17534(6) 0.51320(14) 0.01711(6) 0.0249(2) Uani 1 1 d . . . H1A H 0.1368 0.5992 -0.0268 0.030 Uiso 1 1 calc R . . H1B H 0.2223 0.4597 -0.0132 0.030 Uiso 1 1 calc R . . C2 C 0.21636(7) 0.62142(14) 0.10575(7) 0.0249(2) Uani 1 1 d . . . H2A H 0.2794 0.5845 0.1269 0.030 Uiso 1 1 calc R . . H2B H 0.2130 0.7621 0.0957 0.030 Uiso 1 1 calc R . . C3 C 0.06991(7) 0.24295(14) -0.02239(6) 0.0252(2) Uani 1 1 d . . . H3A H 0.0307 0.1597 0.0054 0.038 Uiso 1 1 calc R . . H3B H 0.1091 0.1636 -0.0522 0.038 Uiso 1 1 calc R . . H3C H 0.0339 0.3265 -0.0684 0.038 Uiso 1 1 calc R . . C4 C 0.19216(6) 0.62768(13) 0.26671(6) 0.02039(19) Uani 1 1 d . . . H4A H 0.1558 0.5674 0.3067 0.031 Uiso 1 1 calc R . . H4B H 0.1862 0.7677 0.2693 0.031 Uiso 1 1 calc R . . H4C H 0.2547 0.5919 0.2877 0.031 Uiso 1 1 calc R . . C5 C 0.05252(5) 0.27986(12) 0.19584(5) 0.01547(18) Uani 1 1 d . . . C6 C 0.05029(5) 0.07800(12) 0.19611(6) 0.01701(18) Uani 1 1 d . . . H6 H 0.0836 0.0083 0.1590 0.020 Uiso 1 1 calc R . . C7 C 0.0000 -0.02133(17) 0.2500 0.0180(2) Uani 1 2 d S . . H7 H 0.0000 -0.1578 0.2500 0.022 Uiso 1 2 calc SR . . C8 C 0.0000 0.37478(16) 0.2500 0.0158(2) Uani 1 2 d S . . H8 H 0.0000 0.5113 0.2500 0.019 Uiso 1 2 calc SR . . 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 0.0164(4) 0.0162(4) 0.0171(4) 0.0012(3) 0.0041(3) 0.0006(3) N1 0.0247(4) 0.0220(4) 0.0171(3) -0.0002(3) 0.0063(3) -0.0053(3) N2 0.0205(3) 0.0196(4) 0.0174(3) 0.0003(3) 0.0055(3) -0.0041(3) C1 0.0292(5) 0.0267(5) 0.0206(4) 0.0030(3) 0.0094(3) -0.0056(4) C2 0.0280(5) 0.0251(5) 0.0239(4) 0.0007(3) 0.0108(3) -0.0083(3) C3 0.0302(5) 0.0265(5) 0.0183(4) -0.0029(3) 0.0033(3) -0.0032(4) C4 0.0202(4) 0.0199(4) 0.0207(4) -0.0021(3) 0.0031(3) -0.0024(3) C5 0.0149(3) 0.0160(4) 0.0154(4) 0.0004(3) 0.0027(3) -0.0004(3) C6 0.0172(4) 0.0159(4) 0.0182(4) -0.0014(3) 0.0040(3) 0.0009(3) C7 0.0202(5) 0.0132(5) 0.0208(5) 0.000 0.0043(4) 0.000 C8 0.0168(5) 0.0131(5) 0.0175(5) 0.000 0.0033(4) 0.000 _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 1.4195(12) . ? B1 N2 1.4248(12) . ? B1 C5 1.5672(12) . ? N1 C3 1.4451(11) . ? N1 C1 1.4631(11) . ? N2 C4 1.4458(11) . ? N2 C2 1.4653(11) . ? C1 C2 1.5369(13) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C8 1.4036(9) . ? C5 C6 1.4054(12) . ? C6 C7 1.3928(10) . ? C6 H6 0.9500 . ? C7 C6 1.3928(10) 2 ? C7 H7 0.9500 . ? C8 C5 1.4035(9) 2 ? C8 H8 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 N1 B1 N2 108.49(7) . . ? N1 B1 C5 126.58(8) . . ? N2 B1 C5 124.93(8) . . ? B1 N1 C3 129.55(8) . . ? B1 N1 C1 109.92(7) . . ? C3 N1 C1 116.59(7) . . ? B1 N2 C4 129.28(7) . . ? B1 N2 C2 109.53(7) . . ? C4 N2 C2 116.61(7) . . ? N1 C1 C2 104.34(7) . . ? N1 C1 H1A 110.9 . . ? C2 C1 H1A 110.9 . . ? N1 C1 H1B 110.9 . . ? C2 C1 H1B 110.9 . . ? H1A C1 H1B 108.9 . . ? N2 C2 C1 104.47(7) . . ? N2 C2 H2A 110.9 . . ? C1 C2 H2A 110.9 . . ? N2 C2 H2B 110.9 . . ? C1 C2 H2B 110.9 . . ? H2A C2 H2B 108.9 . . ? N1 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C8 C5 C6 116.88(8) . . ? C8 C5 B1 120.46(7) . . ? C6 C5 B1 122.65(7) . . ? C7 C6 C5 120.94(8) . . ? C7 C6 H6 119.5 . . ? C5 C6 H6 119.5 . . ? C6 C7 C6 120.48(11) 2 . ? C6 C7 H7 119.8 2 . ? C6 C7 H7 119.8 . . ? C5 C8 C5 123.84(10) 2 . ? C5 C8 H8 118.1 2 . ? C5 C8 H8 118.1 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.346 _refine_diff_density_min -0.160 _refine_diff_density_rms 0.041 #===END