Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2001 data_global #===================================================================== _journal_coden_Cambridge 186 # 1. SUBMISSION DETAILS _publ_contact_author 'Dr. Andrew K. Hughes' _publ_contact_author_address ; Dr. Andrew K. Hughes Department of Chemistry Durham University DURHAM DH1 3LE UK ; _publ_contact_author_phone '+44 191 3743111' _publ_contact_author_fax '+44 191 3861127' _publ_contact_author_email A.K.Hughes@durham.ac.uk _publ_requested_journal 'Dalton Transactions' #====================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ;The Synthesis of closo- and nido-(aminoalkyl)dicarbaboranes: A Re-examination of Contradictory Literature Reports, Crystal Structure of bis-[7-{H~3~N(CH~2~)~3~}-7,8-C~2~B~9~H~11~][NH~2~NH~2~] ; loop_ _publ_author_name _publ_author_address 'Batsanov, Andrei S.' ; Department of Chemistry Durham University Durham DH1 3LE UK ; 'Goeta, Andres E.' ; Department of Chemistry Durham University Durham DH1 3LE UK ; 'Howard, Judith A.K.' ; Department of Chemistry Durham University Durham DH1 3LE UK ; 'Hughes, Andrew K.' ; Department of Chemistry Durham University Durham DH1 3LE UK ; 'Malget, John M.' ; Department of Chemistry Durham University Durham DH1 3LE UK ; _publ_section_references ; Bruker (1998a). SMART-NT V5.0. Data Collection Software. Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Bruker (1998b). SAINT-NT V5.0. Data Reduction Software. Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Bruker (1998c). SHELXTL-NT. Version 5.1. Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Sheldrick, G.M. (1990) Acta Cryst. A46, 467-473 Sheldrick, G.M. (1998). SADABS. Empirical Absorption Correction Program. University of G\"ottingen, Germany. Sheldrick, G.M. (1997) SHELXL-97. Program for the Refinement of Crystal Structures. University of G\"ottingen, Germany. ; #================================================================= data_7b _database_code_CSD 160969 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H35 B10 N O2 Si,(C5 H12)1.5' _chemical_formula_sum 'C26.50 H53 B10 N O2 Si' _chemical_formula_weight 553.89 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' 'Si' 'Si' 0.0817 0.0704 '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 14.448(1) _cell_length_b 14.680(1) _cell_length_c 16.137(1) _cell_angle_alpha 101.58(1) _cell_angle_beta 90.07(1) _cell_angle_gamma 96.13(1) _cell_volume 3332.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 950 _cell_measurement_theta_min 12.0 _cell_measurement_theta_max 22.0 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.4 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.104 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1196 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9447 _exptl_absorpt_correction_T_max 0.9627 _exptl_absorpt_process_details ? _exptl_special_details ; The data collection nominally covered full sphere of reciprocal space, by a combination of 5 sets of exposures; each set had a different \f and/or 2\q angles and each exposure (20 s) covered 0.3\% in \w. Crystal decay was monitored by repeating 50 initial frames at the end of data collection and comparing 194 duplicate reflections. Crystal to detector distance 4.51 cm. ; _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 'SMART 1K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_number 'not measured' _diffrn_standards_interval_count 'not measured' _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.4 _diffrn_reflns_number 37934 _diffrn_reflns_av_R_equivalents 0.0454 _diffrn_reflns_av_sigmaI/netI 0.0565 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.7 _diffrn_reflns_theta_max 27.5 _reflns_number_total 15202 _reflns_number_gt 9555 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. Each methyl group was refined as a rigid body with a common (refined) U for the three H atoms. Other H atoms were treated as 'riding'. Pentane molecules are randomly distributed along a zig-zag channel in the structure. Atomic positions could not be rationalised; 28 arbitrary atoms (C of various occupancies) were positioned at the highest electron density peaks and refined in isotropic approximation. ; _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^)+(0.1494P)^2^+2.6177P] 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 15202 _refine_ls_number_parameters 722 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1319 _refine_ls_R_factor_gt 0.0835 _refine_ls_wR_factor_ref 0.2750 _refine_ls_wR_factor_gt 0.2354 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 Si1 Si 0.03335(6) 0.20713(5) -0.00399(5) 0.0298(2) Uani 1 1 d . . . O1 O 0.08932(13) 0.28539(13) 0.07591(12) 0.0284(4) Uani 1 1 d . . . O2 O 0.35755(17) 0.15696(19) 0.08134(17) 0.0568(7) Uani 1 1 d . . . N1 N 0.24767(17) 0.26207(18) 0.09344(16) 0.0345(6) Uani 1 1 d . . . C1 C 0.16523(19) 0.3675(2) 0.20581(17) 0.0284(6) Uani 1 1 d . . . C2 C 0.2246(2) 0.4680(2) 0.19122(18) 0.0324(6) Uani 1 1 d . . . B3 B 0.1039(3) 0.4590(2) 0.1923(2) 0.0377(8) Uani 1 1 d . . . H3 H 0.0585 0.4576 0.1357 0.045 Uiso 1 1 d R . . B4 B 0.0719(3) 0.3909(3) 0.2689(2) 0.0393(8) Uani 1 1 d . . . H4 H 0.0047 0.3442 0.2629 0.047 Uiso 1 1 d R . . B5 B 0.1754(3) 0.3588(3) 0.3108(2) 0.0365(8) Uani 1 1 d . . . H5 H 0.1762 0.2912 0.3327 0.044 Uiso 1 1 d R . . B6 B 0.2717(2) 0.4058(2) 0.2585(2) 0.0315(7) Uani 1 1 d . . . H6 H 0.3356 0.3689 0.2448 0.038 Uiso 1 1 d R . . B7 B 0.1736(3) 0.5620(3) 0.2440(2) 0.0412(9) Uani 1 1 d . . . H7 H 0.1735 0.6295 0.2216 0.049 Uiso 1 1 d R . . B8 B 0.0765(3) 0.5153(3) 0.2955(3) 0.0462(10) Uani 1 1 d . . . H8 H 0.0122 0.5518 0.3078 0.055 Uiso 1 1 d R . . B9 B 0.1203(3) 0.4531(3) 0.3689(2) 0.0433(9) Uani 1 1 d . . . H9 H 0.0844 0.4482 0.4296 0.052 Uiso 1 1 d R . . B10 B 0.2447(3) 0.4624(3) 0.3616(2) 0.0362(8) Uani 1 1 d . . . H10 H 0.2911 0.4638 0.4175 0.043 Uiso 1 1 d R . . B11 B 0.2770(3) 0.5293(2) 0.2841(2) 0.0343(7) Uani 1 1 d . . . H11 H 0.3449 0.5746 0.2878 0.041 Uiso 1 1 d R . . B12 B 0.1836(3) 0.5591(3) 0.3532(2) 0.0398(8) Uani 1 1 d . . . H12 H 0.1895 0.6242 0.4037 0.048 Uiso 1 1 d R . . C13 C 0.2692(3) 0.4788(2) 0.1076(2) 0.0453(8) Uani 1 1 d . . . H131 H 0.2185 0.4756 0.0655 0.059 Uiso 1 1 d R . . H132 H 0.3029 0.5425 0.1159 0.059 Uiso 1 1 d R . . C14 C 0.3366(2) 0.4095(3) 0.0694(2) 0.0468(8) Uani 1 1 d . . . H141 H 0.3824 0.4041 0.1133 0.061 Uiso 1 1 d R . . H142 H 0.3711 0.4343 0.0242 0.061 Uiso 1 1 d R . . C15 C 0.2879(2) 0.3137(3) 0.0317(2) 0.0416(8) Uani 1 1 d . . . H151 H 0.2377 0.3206 -0.0077 0.054 Uiso 1 1 d R . . H152 H 0.3332 0.2764 -0.0019 0.054 Uiso 1 1 d R . . C16 C -0.0149(2) 0.2831(2) -0.07111(18) 0.0314(6) Uani 1 1 d . . . C17 C 0.0618(2) 0.3522(3) -0.0964(2) 0.0469(8) Uani 1 1 d . . . H171 H 0.0342 0.3908 -0.1308 0.059(7) Uiso 1 1 d R . . H172 H 0.1086 0.3177 -0.1293 0.059(7) Uiso 1 1 d R . . H173 H 0.0915 0.3925 -0.0454 0.059(7) Uiso 1 1 d R . . C18 C -0.0896(2) 0.3384(2) -0.0222(2) 0.0438(8) Uani 1 1 d . . . H181 H -0.0613 0.3797 0.0289 0.062(7) Uiso 1 1 d R . . H182 H -0.1391 0.2946 -0.0061 0.062(7) Uiso 1 1 d R . . H183 H -0.1162 0.3760 -0.0581 0.062(7) Uiso 1 1 d R . . C19 C -0.0603(3) 0.2196(2) -0.1518(2) 0.0444(8) Uani 1 1 d . . . H191 H -0.0883 0.2579 -0.1862 0.054(6) Uiso 1 1 d R . . H192 H -0.1086 0.1743 -0.1363 0.054(6) Uiso 1 1 d R . . H193 H -0.0126 0.1862 -0.1843 0.054(6) Uiso 1 1 d R . . C20 C 0.1160(3) 0.1296(2) -0.0625(2) 0.0452(8) Uani 1 1 d . . . H201 H 0.1643 0.1670 -0.0875 0.065(7) Uiso 1 1 d R . . H202 H 0.0820 0.0832 -0.1075 0.065(7) Uiso 1 1 d R . . H203 H 0.1451 0.0975 -0.0233 0.065(7) Uiso 1 1 d R . . C21 C -0.0632(3) 0.1340(3) 0.0353(3) 0.0538(10) Uani 1 1 d . . . H211 H -0.0373 0.0881 0.0628 0.063(7) Uiso 1 1 d R . . H212 H -0.1042 0.1010 -0.0123 0.063(7) Uiso 1 1 d R . . H213 H -0.0995 0.1737 0.0765 0.063(7) Uiso 1 1 d R . . C22 C 0.15726(19) 0.2758(2) 0.13371(18) 0.0293(6) Uani 1 1 d . . . C23 C 0.2837(2) 0.1832(2) 0.1089(2) 0.0428(8) Uani 1 1 d . . . C24 C 0.1394(2) 0.1885(2) 0.17224(19) 0.0356(7) Uani 1 1 d . . . C25 C 0.2160(2) 0.1378(2) 0.1598(2) 0.0406(8) Uani 1 1 d . . . C26 C 0.2180(3) 0.0557(3) 0.1901(3) 0.0615(12) Uani 1 1 d . . . H26 H 0.2709 0.0219 0.1822 0.074 Uiso 1 1 d R . . C27 C 0.1420(3) 0.0250(3) 0.2326(3) 0.0651(13) Uani 1 1 d . . . H27 H 0.1428 -0.0304 0.2544 0.078 Uiso 1 1 d R . . C28 C 0.0646(3) 0.0728(3) 0.2428(3) 0.0561(10) Uani 1 1 d . . . H28 H 0.0124 0.0494 0.2710 0.067 Uiso 1 1 d R . . C29 C 0.0618(3) 0.1560(2) 0.2129(2) 0.0419(8) Uani 1 1 d . . . H29 H 0.0084 0.1891 0.2200 0.050 Uiso 1 1 d R . . Si2 Si 0.52973(7) 0.19821(7) 0.38797(6) 0.0451(3) Uani 1 1 d . . . O3 O 0.58977(14) 0.27983(15) 0.34427(13) 0.0340(5) Uani 1 1 d . . . O4 O 0.85867(16) 0.15482(18) 0.28506(17) 0.0495(6) Uani 1 1 d . . . N2 N 0.74798(17) 0.25839(18) 0.31536(16) 0.0343(6) Uani 1 1 d . . . C31 C 0.6637(2) 0.3666(2) 0.24725(18) 0.0313(6) Uani 1 1 d . . . C32 C 0.7232(2) 0.4660(2) 0.30059(19) 0.0379(7) Uani 1 1 d . . . B33 B 0.6025(3) 0.4574(3) 0.2972(3) 0.0455(9) Uani 1 1 d . . . H33 H 0.5578 0.4538 0.3534 0.055 Uiso 1 1 d R . . B34 B 0.5690(3) 0.3925(3) 0.1950(3) 0.0436(9) Uani 1 1 d . . . H34 H 0.5019 0.3458 0.1836 0.052 Uiso 1 1 d R . . B35 B 0.6721(2) 0.3626(3) 0.1392(2) 0.0363(8) Uani 1 1 d . . . H35 H 0.6727 0.2964 0.0906 0.044 Uiso 1 1 d R . . B36 B 0.7696(2) 0.4070(3) 0.2092(2) 0.0343(7) Uani 1 1 d . . . H36 H 0.8337 0.3700 0.2079 0.041 Uiso 1 1 d R . . B37 B 0.6712(3) 0.5612(3) 0.2853(3) 0.0500(10) Uani 1 1 d . . . H37 H 0.6718 0.6273 0.3341 0.060 Uiso 1 1 d R . . B38 B 0.5734(3) 0.5165(3) 0.2170(3) 0.0563(12) Uani 1 1 d . . . H38 H 0.5087 0.5527 0.2197 0.068 Uiso 1 1 d R . . B39 B 0.6160(3) 0.4579(3) 0.1194(3) 0.0458(9) Uani 1 1 d . . . H39 H 0.5792 0.4554 0.0578 0.055 Uiso 1 1 d R . . B40 B 0.7404(3) 0.4672(3) 0.1290(2) 0.0390(8) Uani 1 1 d . . . H40 H 0.7859 0.4707 0.0733 0.047 Uiso 1 1 d R . . B41 B 0.7737(3) 0.5311(3) 0.2319(2) 0.0410(8) Uani 1 1 d . . . H41 H 0.8413 0.5771 0.2450 0.049 Uiso 1 1 d R . . B42 B 0.6794(3) 0.5630(3) 0.1766(3) 0.0476(10) Uani 1 1 d . . . H42 H 0.6848 0.6298 0.1526 0.057 Uiso 1 1 d R . . C43 C 0.7691(3) 0.4738(3) 0.3873(2) 0.0506(9) Uani 1 1 d . . . H431 H 0.8025 0.5374 0.4040 0.066 Uiso 1 1 d R . . H432 H 0.7189 0.4686 0.4283 0.066 Uiso 1 1 d R . . C44 C 0.8371(2) 0.4038(3) 0.3972(2) 0.0476(9) Uani 1 1 d . . . H441 H 0.8728 0.4267 0.4511 0.062 Uiso 1 1 d R . . H442 H 0.8817 0.3998 0.3505 0.062 Uiso 1 1 d R . . C45 C 0.7888(2) 0.3070(2) 0.3975(2) 0.0414(8) Uani 1 1 d . . . H451 H 0.8341 0.2685 0.4157 0.054 Uiso 1 1 d R . . H452 H 0.7389 0.3126 0.4397 0.054 Uiso 1 1 d R . . C46 C 0.4862(2) 0.2656(3) 0.4880(2) 0.0439(8) Uani 1 1 d . . . C47 C 0.4111(3) 0.3255(3) 0.4635(3) 0.0657(12) Uani 1 1 d . . . H471 H 0.3865 0.3613 0.5151 0.099 Uiso 1 1 d R . . H472 H 0.3603 0.2840 0.4310 0.099 Uiso 1 1 d R . . H473 H 0.4394 0.3687 0.4293 0.099 Uiso 1 1 d R . . C48 C 0.4381(3) 0.1993(3) 0.5400(3) 0.0646(11) Uani 1 1 d . . . H481 H 0.4832 0.1609 0.5572 0.097 Uiso 1 1 d R . . H482 H 0.3878 0.1586 0.5059 0.097 Uiso 1 1 d R . . H483 H 0.4119 0.2357 0.5906 0.097 Uiso 1 1 d R . . C49 C 0.5619(3) 0.3312(4) 0.5400(3) 0.0709(13) Uani 1 1 d . . . H491 H 0.5360 0.3621 0.5931 0.106 Uiso 1 1 d R . . H492 H 0.5866 0.3784 0.5083 0.106 Uiso 1 1 d R . . H493 H 0.6122 0.2958 0.5526 0.106 Uiso 1 1 d R . . C50 C 0.4309(4) 0.1361(4) 0.3182(3) 0.103(2) Uani 1 1 d . . . H501 H 0.3984 0.1823 0.2965 0.155 Uiso 1 1 d R . . H502 H 0.3875 0.1014 0.3504 0.155 Uiso 1 1 d R . . H503 H 0.4538 0.0923 0.2704 0.155 Uiso 1 1 d R . . C51 C 0.6076(4) 0.1121(3) 0.4090(4) 0.094(2) Uani 1 1 d . . . H511 H 0.6327 0.0810 0.3554 0.142 Uiso 1 1 d R . . H512 H 0.5724 0.0649 0.4356 0.142 Uiso 1 1 d R . . H513 H 0.6593 0.1442 0.4471 0.142 Uiso 1 1 d R . . C52 C 0.6574(2) 0.2736(2) 0.28193(18) 0.0314(6) Uani 1 1 d . . . C53 C 0.7850(2) 0.1818(2) 0.2692(2) 0.0379(7) Uani 1 1 d . . . C54 C 0.6392(2) 0.1885(2) 0.20946(19) 0.0343(7) Uani 1 1 d . . . C55 C 0.7162(2) 0.1384(2) 0.2008(2) 0.0379(7) Uani 1 1 d . . . C56 C 0.7193(3) 0.0585(3) 0.1385(2) 0.0508(9) Uani 1 1 d . . . H56 H 0.7721 0.0245 0.1330 0.061 Uiso 1 1 d R . . C57 C 0.6423(3) 0.0297(3) 0.0846(3) 0.0614(11) Uani 1 1 d . . . H57 H 0.6424 -0.0243 0.0408 0.074 Uiso 1 1 d R . . C58 C 0.5644(3) 0.0774(3) 0.0946(2) 0.0559(10) Uani 1 1 d . . . H58 H 0.5122 0.0555 0.0573 0.067 Uiso 1 1 d R . . C59 C 0.5615(2) 0.1583(2) 0.1567(2) 0.0421(8) Uani 1 1 d . . . H59 H 0.5078 0.1909 0.1629 0.051 Uiso 1 1 d R . . C1S C 0.1000(6) 0.0657(6) 0.5429(6) 0.090(2) Uiso 0.67 1 d P . . C2S C 1.0151(19) 0.2368(19) 0.4804(18) 0.120(8) Uiso 0.33 1 d P . . C3S C 0.0529(15) 0.2072(15) 0.4922(13) 0.175(7) Uiso 0.67 1 d P . . C4S C 0.5241(13) 0.2702(14) 0.8976(12) 0.173(6) Uiso 0.67 1 d P . . C5S C 0.7917(10) 0.1310(10) 0.6026(9) 0.143(4) Uiso 0.67 1 d P . . C6S C 0.9525(11) 0.2033(11) 0.5640(10) 0.158(5) Uiso 0.67 1 d P . . C7S C 0.599(2) 0.1975(19) 0.7887(18) 0.141(9) Uiso 0.33 1 d P . . C8S C 0.6748(14) 0.1639(14) 0.7305(13) 0.101(6) Uiso 0.33 1 d P . . C9S C 0.1885(16) 0.1540(16) 0.7045(14) 0.109(6) Uiso 0.33 1 d P . . C10S C 0.6506(16) 0.1756(17) 0.8934(15) 0.117(7) Uiso 0.33 1 d P . . C11S C 0.4053(15) 0.1720(14) 0.8012(14) 0.156(7) Uiso 0.50 1 d P . . C12S C 0.122(2) 0.242(2) 0.585(2) 0.140(9) Uiso 0.33 1 d P . . C13S C 0.627(2) 0.2482(19) 0.8888(17) 0.132(8) Uiso 0.33 1 d P . . C14S C 0.7654(16) 0.0317(16) 0.5533(15) 0.114(6) Uiso 0.33 1 d P . . C15S C 0.4738(19) 0.2062(19) 0.8560(17) 0.123(7) Uiso 0.33 1 d P . . C16S C 0.8853(16) 0.1240(16) 0.5363(15) 0.113(6) Uiso 0.33 1 d P . . C17S C 0.508(3) 0.144(2) 0.778(2) 0.169(11) Uiso 0.33 1 d P . . C18S C 0.2095(19) 0.0722(19) 0.5939(18) 0.136(8) Uiso 0.33 1 d P . . C19S C 1.0043(9) 0.2942(9) 0.5543(8) 0.126(4) Uiso 0.67 1 d P . . C20S C 0.7189(16) 0.1597(15) 0.6650(15) 0.111(6) Uiso 0.33 1 d P . . C21S C 0.2810(19) 0.1256(19) 0.7304(18) 0.104(8) Uiso 0.25 1 d P . . C22S C 0.1518(18) 0.0850(19) 0.6711(17) 0.129(8) Uiso 0.33 1 d P . . C23S C 0.110(2) 0.279(2) 0.527(2) 0.112(8) Uiso 0.25 1 d P . . C24S C 0.165(2) 0.166(2) 0.614(2) 0.115(9) Uiso 0.25 1 d P . . C25S C 0.543(2) 0.217(2) 0.9159(19) 0.142(9) Uiso 0.33 1 d P . . C26S C 0.075(4) 0.190(3) 0.591(3) 0.173(17) Uiso 0.25 1 d P . . C27S C 0.177(2) -0.017(2) 0.5395(18) 0.107(8) Uiso 0.25 1 d P . . C28S C 0.012(2) 0.128(2) 0.455(2) 0.124(10) Uiso 0.25 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si1 0.0314(4) 0.0273(4) 0.0293(4) 0.0011(3) -0.0035(3) 0.0054(3) O1 0.0291(10) 0.0282(10) 0.0268(10) 0.0008(8) -0.0036(8) 0.0074(8) O2 0.0434(13) 0.0597(16) 0.0584(16) -0.0205(13) -0.0113(12) 0.0270(12) N1 0.0309(12) 0.0400(14) 0.0306(13) -0.0014(10) 0.0005(10) 0.0115(11) C1 0.0289(14) 0.0293(14) 0.0267(14) 0.0033(11) -0.0018(11) 0.0066(11) C2 0.0362(15) 0.0320(15) 0.0282(14) 0.0054(12) -0.0042(12) 0.0019(12) B3 0.0379(18) 0.0333(18) 0.0391(19) -0.0040(14) -0.0097(15) 0.0136(15) B4 0.0341(18) 0.040(2) 0.0377(19) -0.0073(15) 0.0065(14) 0.0044(15) B5 0.0417(19) 0.0404(19) 0.0254(16) 0.0045(14) -0.0003(14) 0.0001(15) B6 0.0317(16) 0.0346(17) 0.0277(16) 0.0036(13) -0.0037(13) 0.0055(14) B7 0.048(2) 0.0308(18) 0.040(2) -0.0047(15) -0.0151(16) 0.0090(16) B8 0.0351(18) 0.044(2) 0.051(2) -0.0168(17) -0.0068(16) 0.0140(16) B9 0.043(2) 0.048(2) 0.0330(19) -0.0043(16) 0.0078(15) -0.0020(17) B10 0.0416(19) 0.0390(19) 0.0251(16) 0.0003(14) -0.0047(14) 0.0039(15) B11 0.0378(18) 0.0342(18) 0.0284(16) 0.0025(13) -0.0053(13) 0.0006(14) B12 0.0399(19) 0.038(2) 0.0363(19) -0.0048(15) -0.0035(15) 0.0063(16) C13 0.061(2) 0.0443(19) 0.0290(16) 0.0069(14) -0.0016(15) -0.0025(16) C14 0.0391(17) 0.067(2) 0.0298(16) 0.0068(15) 0.0022(13) -0.0073(16) C15 0.0319(15) 0.058(2) 0.0309(16) -0.0023(14) 0.0021(12) 0.0089(14) C16 0.0311(14) 0.0317(15) 0.0298(14) 0.0007(11) -0.0045(11) 0.0070(12) C17 0.0451(19) 0.049(2) 0.049(2) 0.0196(16) -0.0083(15) 0.0012(16) C18 0.0415(18) 0.0455(19) 0.0427(18) -0.0022(15) -0.0049(14) 0.0190(15) C19 0.051(2) 0.0453(19) 0.0346(17) -0.0012(14) -0.0150(15) 0.0137(16) C20 0.0500(19) 0.0387(18) 0.0427(18) -0.0092(14) -0.0121(15) 0.0186(15) C21 0.051(2) 0.057(2) 0.050(2) 0.0148(18) -0.0117(17) -0.0181(18) C22 0.0273(13) 0.0325(15) 0.0271(14) 0.0018(11) -0.0019(11) 0.0078(11) C23 0.0404(17) 0.0401(18) 0.0409(18) -0.0163(14) -0.0132(14) 0.0191(14) C24 0.0425(17) 0.0295(15) 0.0324(15) -0.0007(12) -0.0107(13) 0.0067(13) C25 0.0471(18) 0.0296(15) 0.0412(17) -0.0060(13) -0.0188(14) 0.0112(14) C26 0.075(3) 0.0319(18) 0.073(3) -0.0066(18) -0.043(2) 0.0172(19) C27 0.086(3) 0.0315(19) 0.076(3) 0.0147(19) -0.042(3) -0.009(2) C28 0.070(3) 0.0393(19) 0.057(2) 0.0148(17) -0.025(2) -0.0137(18) C29 0.0506(19) 0.0346(17) 0.0397(18) 0.0096(14) -0.0108(15) -0.0028(14) Si2 0.0514(6) 0.0401(5) 0.0375(5) -0.0017(4) 0.0123(4) -0.0054(4) O3 0.0320(10) 0.0373(11) 0.0284(10) -0.0027(8) 0.0083(8) 0.0020(9) O4 0.0377(13) 0.0527(15) 0.0597(16) 0.0108(12) 0.0005(11) 0.0134(11) N2 0.0314(12) 0.0402(14) 0.0286(12) 0.0004(10) 0.0012(10) 0.0042(11) C31 0.0292(14) 0.0336(15) 0.0275(14) -0.0031(11) 0.0075(11) 0.0050(12) C32 0.0456(18) 0.0351(16) 0.0282(15) -0.0039(12) 0.0139(13) 0.0018(14) B33 0.048(2) 0.037(2) 0.052(2) 0.0044(17) 0.0254(18) 0.0128(17) B34 0.0292(17) 0.051(2) 0.053(2) 0.0142(18) 0.0050(16) 0.0094(16) B35 0.0353(17) 0.047(2) 0.0242(16) 0.0018(14) 0.0008(13) 0.0057(15) B36 0.0315(16) 0.0428(19) 0.0255(16) -0.0020(14) 0.0063(13) 0.0068(14) B37 0.059(3) 0.038(2) 0.051(2) 0.0036(17) 0.030(2) 0.0078(18) B38 0.042(2) 0.054(3) 0.080(3) 0.022(2) 0.025(2) 0.021(2) B39 0.0368(19) 0.056(2) 0.048(2) 0.0178(19) 0.0012(16) 0.0081(17) B40 0.0380(18) 0.048(2) 0.0309(18) 0.0071(15) 0.0075(14) 0.0071(16) B41 0.045(2) 0.040(2) 0.0360(19) 0.0043(15) 0.0144(16) 0.0025(16) B42 0.042(2) 0.047(2) 0.056(2) 0.0134(19) 0.0153(18) 0.0118(18) C43 0.072(2) 0.045(2) 0.0259(16) -0.0067(14) 0.0090(15) -0.0089(18) C44 0.0467(19) 0.061(2) 0.0263(16) -0.0025(15) -0.0013(13) -0.0128(17) C45 0.0393(17) 0.052(2) 0.0278(15) -0.0002(14) -0.0042(13) 0.0000(15) C46 0.0460(18) 0.048(2) 0.0346(17) 0.0032(14) 0.0124(14) 0.0024(15) C47 0.058(2) 0.091(3) 0.055(2) 0.022(2) 0.0180(19) 0.026(2) C48 0.077(3) 0.067(3) 0.051(2) 0.018(2) 0.021(2) 0.002(2) C49 0.067(3) 0.092(3) 0.037(2) -0.015(2) 0.0064(19) -0.011(2) C50 0.097(4) 0.129(5) 0.052(3) -0.015(3) 0.016(3) -0.070(4) C51 0.123(5) 0.061(3) 0.118(5) 0.043(3) 0.071(4) 0.045(3) C52 0.0304(14) 0.0348(15) 0.0260(14) -0.0015(11) 0.0048(11) 0.0037(12) C53 0.0358(16) 0.0408(18) 0.0372(17) 0.0073(13) 0.0048(13) 0.0055(14) C54 0.0365(15) 0.0350(16) 0.0282(14) -0.0029(12) 0.0025(12) 0.0067(13) C55 0.0392(16) 0.0367(17) 0.0355(16) 0.0001(13) 0.0077(13) 0.0074(13) C56 0.050(2) 0.0431(19) 0.054(2) -0.0079(16) 0.0126(17) 0.0144(16) C57 0.063(2) 0.051(2) 0.056(2) -0.0234(18) 0.0044(19) 0.0075(19) C58 0.053(2) 0.055(2) 0.048(2) -0.0198(17) -0.0050(17) 0.0055(18) C59 0.0409(17) 0.0459(19) 0.0331(16) -0.0092(14) -0.0004(13) 0.0087(15) _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 Si1 O1 1.685(2) . ? Si1 C21 1.859(4) . ? Si1 C20 1.865(3) . ? Si1 C16 1.885(3) . ? O1 C22 1.391(3) . ? O2 C23 1.226(4) . ? N1 C23 1.385(4) . ? N1 C15 1.455(4) . ? N1 C22 1.475(4) . ? C1 C22 1.587(4) . ? C1 C2 1.684(4) . ? C1 B4 1.712(4) . ? C1 B5 1.732(4) . ? C1 B3 1.734(4) . ? C1 B6 1.739(4) . ? C2 C13 1.526(4) . ? C2 B7 1.709(5) . ? C2 B11 1.714(4) . ? C2 B6 1.733(4) . ? C2 B3 1.734(5) . ? B3 B8 1.769(5) . ? B3 B4 1.772(6) . ? B3 B7 1.778(5) . ? B4 B8 1.784(5) . ? B4 B5 1.786(5) . ? B4 B9 1.789(5) . ? B5 B9 1.772(5) . ? B5 B6 1.777(5) . ? B5 B10 1.777(5) . ? B6 B10 1.769(5) . ? B6 B11 1.771(5) . ? B7 B11 1.776(5) . ? B7 B8 1.777(6) . ? B7 B12 1.777(6) . ? B8 B9 1.787(6) . ? B8 B12 1.793(5) . ? B9 B12 1.783(6) . ? B9 B10 1.792(5) . ? B10 B11 1.772(5) . ? B10 B12 1.776(5) . ? B11 B12 1.786(5) . ? C13 C14 1.525(5) . ? C14 C15 1.513(5) . ? C16 C17 1.533(5) . ? C16 C19 1.540(4) . ? C16 C18 1.542(4) . ? C22 C24 1.531(4) . ? C23 C25 1.470(5) . ? C24 C29 1.387(5) . ? C24 C25 1.391(4) . ? C25 C26 1.392(5) . ? C26 C27 1.378(7) . ? C27 C28 1.375(6) . ? C28 C29 1.406(5) . ? Si2 O3 1.675(2) . ? Si2 C50 1.856(5) . ? Si2 C51 1.858(5) . ? Si2 C46 1.864(3) . ? O3 C52 1.400(3) . ? O4 C53 1.219(4) . ? N2 C53 1.377(4) . ? N2 C45 1.464(4) . ? N2 C52 1.470(4) . ? C31 C52 1.570(4) . ? C31 C32 1.685(4) . ? C31 B34 1.721(5) . ? C31 B35 1.737(4) . ? C31 B36 1.740(4) . ? C31 B33 1.741(4) . ? C32 C43 1.525(5) . ? C32 B37 1.714(5) . ? C32 B41 1.718(5) . ? C32 B36 1.729(4) . ? C32 B33 1.735(5) . ? B33 B34 1.769(6) . ? B33 B38 1.770(7) . ? B33 B37 1.772(6) . ? B34 B38 1.777(6) . ? B34 B39 1.789(6) . ? B34 B35 1.790(5) . ? B35 B40 1.771(6) . ? B35 B39 1.772(6) . ? B35 B36 1.786(5) . ? B36 B41 1.780(5) . ? B36 B40 1.781(5) . ? B37 B42 1.764(6) . ? B37 B41 1.766(5) . ? B37 B38 1.775(7) . ? B38 B39 1.780(6) . ? B38 B42 1.788(6) . ? B39 B42 1.787(6) . ? B39 B40 1.792(5) . ? B40 B41 1.775(5) . ? B40 B42 1.783(5) . ? B41 B42 1.781(6) . ? C43 C44 1.526(6) . ? C44 C45 1.516(5) . ? C46 C49 1.509(5) . ? C46 C48 1.523(5) . ? C46 C47 1.565(5) . ? C52 C54 1.530(4) . ? C53 C55 1.481(4) . ? C54 C59 1.386(4) . ? C54 C55 1.389(4) . ? C55 C56 1.388(4) . ? C56 C57 1.387(6) . ? C57 C58 1.381(5) . ? C58 C59 1.396(4) . ? C1S C27S 1.73(3) . ? C1S C18S 1.77(3) . ? C1S C24S 1.84(3) . ? C1S C26S 1.90(5) . ? C2S C3S 0.78(3) 1_655 ? C2S C19S 1.33(3) . ? C2S C28S 1.56(4) 1_655 ? C2S C23S 1.57(4) 1_655 ? C2S C6S 1.75(3) . ? C3S C2S 0.78(3) 1_455 ? C3S C28S 1.27(3) . ? C3S C23S 1.30(3) . ? C3S C19S 1.68(2) 1_455 ? C3S C26S 1.70(5) . ? C3S C12S 1.76(4) . ? C3S C6S 1.86(2) 1_455 ? C4S C25S 0.95(3) . ? C4S C15S 1.21(3) . ? C4S C13S 1.56(3) . ? C5S C20S 1.49(2) . ? C5S C14S 1.52(2) . ? C5S C16S 1.72(3) . ? C6S C16S 1.43(2) . ? C6S C19S 1.496(18) . ? C6S C26S 1.87(5) 1_655 ? C6S C3S 1.86(2) 1_655 ? C7S C17S 1.45(4) . ? C7S C8S 1.50(3) . ? C7S C13S 1.67(4) . ? C7S C10S 1.95(4) . ? C8S C20S 1.23(3) . ? C9S C22S 1.12(3) . ? C9S C21S 1.52(3) . ? C9S C24S 1.54(4) . ? C9S C18S 1.98(4) . ? C10S C13S 1.17(3) . ? C10S C25S 1.74(4) . ? C11S C15S 1.31(3) . ? C11S C17S 1.61(4) . ? C12S C26S 0.99(5) . ? C12S C23S 1.19(4) . ? C12S C24S 1.49(4) . ? C12S C19S 2.04(3) 1_455 ? C13S C25S 1.36(4) . ? C14S C27S 1.70(4) 2_656 ? C15S C25S 1.37(4) . ? C15S C17S 1.52(4) . ? C16S C27S 1.93(4) 2_656 ? C18S C27S 1.45(3) . ? C18S C22S 1.49(3) . ? C18S C24S 1.56(4) . ? C19S C23S 1.62(3) 1_655 ? C19S C3S 1.68(2) 1_655 ? C19S C12S 2.04(3) 1_655 ? C22S C24S 1.64(4) . ? C23S C2S 1.57(4) 1_455 ? C23S C19S 1.62(3) 1_455 ? C23S C26S 1.86(6) . ? C24S C26S 1.44(5) . ? C26S C6S 1.87(5) 1_455 ? C27S C14S 1.70(4) 2_656 ? C27S C16S 1.93(4) 2_656 ? C28S C2S 1.56(4) 1_455 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Si1 C21 111.45(15) . . ? O1 Si1 C20 110.43(13) . . ? C21 Si1 C20 109.16(19) . . ? O1 Si1 C16 103.22(11) . . ? C21 Si1 C16 110.05(16) . . ? C20 Si1 C16 112.45(15) . . ? C22 O1 Si1 131.23(18) . . ? C23 N1 C15 121.8(3) . . ? C23 N1 C22 112.6(3) . . ? C15 N1 C22 124.7(2) . . ? C22 C1 C2 121.3(2) . . ? C22 C1 B4 119.2(2) . . ? C2 C1 B4 110.2(2) . . ? C22 C1 B5 119.8(2) . . ? C2 C1 B5 109.7(2) . . ? B4 C1 B5 62.5(2) . . ? C22 C1 B3 118.5(2) . . ? C2 C1 B3 60.97(19) . . ? B4 C1 B3 61.9(2) . . ? B5 C1 B3 112.8(2) . . ? C22 C1 B6 118.8(2) . . ? C2 C1 B6 60.81(18) . . ? B4 C1 B6 113.1(2) . . ? B5 C1 B6 61.60(19) . . ? B3 C1 B6 112.7(2) . . ? C13 C2 C1 123.0(2) . . ? C13 C2 B7 115.9(3) . . ? C1 C2 B7 110.5(2) . . ? C13 C2 B11 119.0(3) . . ? C1 C2 B11 110.7(2) . . ? B7 C2 B11 62.5(2) . . ? C13 C2 B6 122.0(3) . . ? C1 C2 B6 61.18(18) . . ? B7 C2 B6 113.0(2) . . ? B11 C2 B6 61.81(19) . . ? C13 C2 B3 116.2(3) . . ? C1 C2 B3 60.96(18) . . ? B7 C2 B3 62.2(2) . . ? B11 C2 B3 113.7(2) . . ? B6 C2 B3 113.0(2) . . ? C1 B3 C2 58.08(17) . . ? C1 B3 B8 105.5(3) . . ? C2 B3 B8 105.2(2) . . ? C1 B3 B4 58.46(19) . . ? C2 B3 B4 105.2(2) . . ? B8 B3 B4 60.5(2) . . ? C1 B3 B7 105.0(2) . . ? C2 B3 B7 58.2(2) . . ? B8 B3 B7 60.1(2) . . ? B4 B3 B7 108.1(3) . . ? C1 B4 B3 59.67(19) . . ? C1 B4 B8 105.8(3) . . ? B3 B4 B8 59.7(2) . . ? C1 B4 B5 59.31(18) . . ? B3 B4 B5 108.5(3) . . ? B8 B4 B5 107.6(3) . . ? C1 B4 B9 105.6(2) . . ? B3 B4 B9 107.9(3) . . ? B8 B4 B9 60.0(2) . . ? B5 B4 B9 59.5(2) . . ? C1 B5 B9 105.5(3) . . ? C1 B5 B6 59.40(18) . . ? B9 B5 B6 108.3(3) . . ? C1 B5 B10 105.7(2) . . ? B9 B5 B10 60.7(2) . . ? B6 B5 B10 59.7(2) . . ? C1 B5 B4 58.24(19) . . ? B9 B5 B4 60.4(2) . . ? B6 B5 B4 107.8(3) . . ? B10 B5 B4 108.6(3) . . ? C2 B6 C1 58.01(17) . . ? C2 B6 B10 105.2(2) . . ? C1 B6 B10 105.7(2) . . ? C2 B6 B11 58.58(18) . . ? C1 B6 B11 105.6(2) . . ? B10 B6 B11 60.1(2) . . ? C2 B6 B5 105.4(2) . . ? C1 B6 B5 59.00(18) . . ? B10 B6 B5 60.2(2) . . ? B11 B6 B5 108.2(2) . . ? C2 B7 B11 58.91(19) . . ? C2 B7 B8 105.9(3) . . ? B11 B7 B8 108.9(3) . . ? C2 B7 B12 105.9(3) . . ? B11 B7 B12 60.3(2) . . ? B8 B7 B12 60.6(2) . . ? C2 B7 B3 59.62(19) . . ? B11 B7 B3 108.6(2) . . ? B8 B7 B3 59.7(2) . . ? B12 B7 B3 108.4(3) . . ? B3 B8 B7 60.2(2) . . ? B3 B8 B4 59.8(2) . . ? B7 B8 B4 107.6(3) . . ? B3 B8 B9 108.1(3) . . ? B7 B8 B9 107.4(3) . . ? B4 B8 B9 60.1(2) . . ? B3 B8 B12 108.1(3) . . ? B7 B8 B12 59.7(2) . . ? B4 B8 B12 107.7(3) . . ? B9 B8 B12 59.7(2) . . ? B5 B9 B12 107.7(3) . . ? B5 B9 B8 108.1(3) . . ? B12 B9 B8 60.3(2) . . ? B5 B9 B4 60.2(2) . . ? B12 B9 B4 108.0(3) . . ? B8 B9 B4 59.9(2) . . ? B5 B9 B10 59.8(2) . . ? B12 B9 B10 59.6(2) . . ? B8 B9 B10 107.8(3) . . ? B4 B9 B10 107.8(2) . . ? B6 B10 B11 60.0(2) . . ? B6 B10 B12 108.3(2) . . ? B11 B10 B12 60.4(2) . . ? B6 B10 B5 60.16(19) . . ? B11 B10 B5 108.1(2) . . ? B12 B10 B5 107.8(2) . . ? B6 B10 B9 107.8(2) . . ? B11 B10 B9 108.1(3) . . ? B12 B10 B9 59.9(2) . . ? B5 B10 B9 59.5(2) . . ? C2 B11 B6 59.61(18) . . ? C2 B11 B10 105.8(2) . . ? B6 B11 B10 59.9(2) . . ? C2 B11 B7 58.58(18) . . ? B6 B11 B7 108.0(2) . . ? B10 B11 B7 107.8(3) . . ? C2 B11 B12 105.2(2) . . ? B6 B11 B12 107.8(3) . . ? B10 B11 B12 59.9(2) . . ? B7 B11 B12 59.9(2) . . ? B10 B12 B7 107.6(2) . . ? B10 B12 B9 60.5(2) . . ? B7 B12 B9 107.6(3) . . ? B10 B12 B11 59.7(2) . . ? B7 B12 B11 59.8(2) . . ? B9 B12 B11 108.0(3) . . ? B10 B12 B8 108.3(3) . . ? B7 B12 B8 59.7(2) . . ? B9 B12 B8 60.0(2) . . ? B11 B12 B8 107.7(2) . . ? C14 C13 C2 118.2(3) . . ? C15 C14 C13 112.8(3) . . ? N1 C15 C14 114.5(3) . . ? C17 C16 C19 109.0(3) . . ? C17 C16 C18 109.0(3) . . ? C19 C16 C18 108.9(2) . . ? C17 C16 Si1 111.4(2) . . ? C19 C16 Si1 108.5(2) . . ? C18 C16 Si1 109.9(2) . . ? O1 C22 N1 111.9(2) . . ? O1 C22 C24 114.9(2) . . ? N1 C22 C24 101.6(2) . . ? O1 C22 C1 107.1(2) . . ? N1 C22 C1 111.1(2) . . ? C24 C22 C1 110.4(2) . . ? O2 C23 N1 124.5(4) . . ? O2 C23 C25 128.2(3) . . ? N1 C23 C25 107.3(3) . . ? C29 C24 C25 120.3(3) . . ? C29 C24 C22 130.2(3) . . ? C25 C24 C22 109.6(3) . . ? C24 C25 C26 121.0(4) . . ? C24 C25 C23 108.8(3) . . ? C26 C25 C23 130.1(3) . . ? C27 C26 C25 118.6(4) . . ? C28 C27 C26 120.8(4) . . ? C27 C28 C29 121.1(4) . . ? C24 C29 C28 118.0(4) . . ? O3 Si2 C50 111.3(2) . . ? O3 Si2 C51 110.04(19) . . ? C50 Si2 C51 109.3(3) . . ? O3 Si2 C46 104.11(14) . . ? C50 Si2 C46 110.5(2) . . ? C51 Si2 C46 111.5(2) . . ? C52 O3 Si2 131.77(19) . . ? C53 N2 C45 121.0(3) . . ? C53 N2 C52 113.5(2) . . ? C45 N2 C52 124.6(2) . . ? C52 C31 C32 121.4(2) . . ? C52 C31 B34 119.7(3) . . ? C32 C31 B34 109.8(2) . . ? C52 C31 B35 119.9(2) . . ? C32 C31 B35 109.4(2) . . ? B34 C31 B35 62.4(2) . . ? C52 C31 B36 118.4(2) . . ? C32 C31 B36 60.62(18) . . ? B34 C31 B36 113.1(3) . . ? B35 C31 B36 61.80(19) . . ? C52 C31 B33 119.2(2) . . ? C32 C31 B33 60.8(2) . . ? B34 C31 B33 61.5(2) . . ? B35 C31 B33 112.2(3) . . ? B36 C31 B33 112.4(2) . . ? C43 C32 C31 122.9(3) . . ? C43 C32 B37 116.3(3) . . ? C31 C32 B37 110.3(3) . . ? C43 C32 B41 119.2(3) . . ? C31 C32 B41 110.8(2) . . ? B37 C32 B41 61.9(2) . . ? C43 C32 B36 121.7(3) . . ? C31 C32 B36 61.27(18) . . ? B37 C32 B36 112.8(3) . . ? B41 C32 B36 62.2(2) . . ? C43 C32 B33 116.4(3) . . ? C31 C32 B33 61.19(19) . . ? B37 C32 B33 61.8(2) . . ? B41 C32 B33 113.0(3) . . ? B36 C32 B33 113.2(3) . . ? C32 B33 C31 57.98(18) . . ? C32 B33 B34 105.4(2) . . ? C31 B33 B34 58.71(19) . . ? C32 B33 B38 105.6(3) . . ? C31 B33 B38 105.7(3) . . ? B34 B33 B38 60.3(3) . . ? C32 B33 B37 58.5(2) . . ? C31 B33 B37 105.1(2) . . ? B34 B33 B37 107.9(3) . . ? B38 B33 B37 60.2(3) . . ? C31 B34 B33 59.8(2) . . ? C31 B34 B38 106.2(3) . . ? B33 B34 B38 59.9(3) . . ? C31 B34 B39 105.7(3) . . ? B33 B34 B39 107.9(3) . . ? B38 B34 B39 59.9(2) . . ? C31 B34 B35 59.27(18) . . ? B33 B34 B35 108.4(3) . . ? B38 B34 B35 107.5(3) . . ? B39 B34 B35 59.3(2) . . ? C31 B35 B40 105.9(2) . . ? C31 B35 B39 105.8(2) . . ? B40 B35 B39 60.8(2) . . ? C31 B35 B36 59.17(18) . . ? B40 B35 B36 60.1(2) . . ? B39 B35 B36 108.7(3) . . ? C31 B35 B34 58.38(19) . . ? B40 B35 B34 108.5(3) . . ? B39 B35 B34 60.3(2) . . ? B36 B35 B34 107.7(2) . . ? C32 B36 C31 58.11(17) . . ? C32 B36 B41 58.63(19) . . ? C31 B36 B41 105.5(2) . . ? C32 B36 B40 105.0(2) . . ? C31 B36 B40 105.4(2) . . ? B41 B36 B40 59.8(2) . . ? C32 B36 B35 105.2(2) . . ? C31 B36 B35 59.03(18) . . ? B41 B36 B35 107.3(3) . . ? B40 B36 B35 59.6(2) . . ? C32 B37 B42 106.5(3) . . ? C32 B37 B41 59.2(2) . . ? B42 B37 B41 60.6(2) . . ? C32 B37 B33 59.7(2) . . ? B42 B37 B33 108.9(3) . . ? B41 B37 B33 109.0(3) . . ? C32 B37 B38 106.3(3) . . ? B42 B37 B38 60.7(3) . . ? B41 B37 B38 109.2(3) . . ? B33 B37 B38 59.9(3) . . ? B33 B38 B37 60.0(3) . . ? B33 B38 B34 59.8(2) . . ? B37 B38 B34 107.4(3) . . ? B33 B38 B39 108.3(3) . . ? B37 B38 B39 107.3(3) . . ? B34 B38 B39 60.4(2) . . ? B33 B38 B42 107.9(3) . . ? B37 B38 B42 59.3(2) . . ? B34 B38 B42 108.2(3) . . ? B39 B38 B42 60.1(2) . . ? B35 B39 B38 108.1(3) . . ? B35 B39 B42 107.6(3) . . ? B38 B39 B42 60.2(2) . . ? B35 B39 B34 60.4(2) . . ? B38 B39 B34 59.7(2) . . ? B42 B39 B34 107.7(3) . . ? B35 B39 B40 59.6(2) . . ? B38 B39 B40 107.8(3) . . ? B42 B39 B40 59.7(2) . . ? B34 B39 B40 107.7(3) . . ? B35 B40 B41 108.2(3) . . ? B35 B40 B36 60.4(2) . . ? B41 B40 B36 60.1(2) . . ? B35 B40 B42 107.9(3) . . ? B41 B40 B42 60.1(2) . . ? B36 B40 B42 108.3(3) . . ? B35 B40 B39 59.6(2) . . ? B41 B40 B39 108.0(3) . . ? B36 B40 B39 108.1(3) . . ? B42 B40 B39 60.0(2) . . ? C32 B41 B37 58.9(2) . . ? C32 B41 B40 105.7(3) . . ? B37 B41 B40 107.6(3) . . ? C32 B41 B36 59.22(19) . . ? B37 B41 B36 108.0(3) . . ? B40 B41 B36 60.1(2) . . ? C32 B41 B42 105.5(3) . . ? B37 B41 B42 59.6(2) . . ? B40 B41 B42 60.2(2) . . ? B36 B41 B42 108.4(3) . . ? B37 B42 B41 59.8(2) . . ? B37 B42 B40 107.4(3) . . ? B41 B42 B40 59.7(2) . . ? B37 B42 B39 107.5(3) . . ? B41 B42 B39 107.9(3) . . ? B40 B42 B39 60.3(2) . . ? B37 B42 B38 60.0(3) . . ? B41 B42 B38 107.9(3) . . ? B40 B42 B38 107.9(3) . . ? B39 B42 B38 59.7(3) . . ? C32 C43 C44 118.3(3) . . ? C45 C44 C43 112.8(3) . . ? N2 C45 C44 113.8(3) . . ? C49 C46 C48 110.6(3) . . ? C49 C46 C47 108.1(4) . . ? C48 C46 C47 107.2(3) . . ? C49 C46 Si2 112.8(3) . . ? C48 C46 Si2 110.4(3) . . ? C47 C46 Si2 107.6(3) . . ? O3 C52 N2 111.6(2) . . ? O3 C52 C54 114.5(2) . . ? N2 C52 C54 101.4(2) . . ? O3 C52 C31 107.2(2) . . ? N2 C52 C31 111.6(2) . . ? C54 C52 C31 110.6(2) . . ? O4 C53 N2 125.5(3) . . ? O4 C53 C55 128.0(3) . . ? N2 C53 C55 106.5(3) . . ? C59 C54 C55 120.5(3) . . ? C59 C54 C52 130.0(3) . . ? C55 C54 C52 109.5(3) . . ? C56 C55 C54 121.8(3) . . ? C56 C55 C53 129.3(3) . . ? C54 C55 C53 108.9(3) . . ? C57 C56 C55 117.6(3) . . ? C58 C57 C56 120.9(3) . . ? C57 C58 C59 121.5(3) . . ? C54 C59 C58 117.7(3) . . ? C27S C1S C18S 49.1(12) . . ? C27S C1S C24S 100.2(14) . . ? C18S C1S C24S 51.1(13) . . ? C27S C1S C26S 145.4(19) . . ? C18S C1S C26S 96.3(18) . . ? C24S C1S C26S 45.3(17) . . ? C3S C2S C19S 102(3) 1_655 . ? C3S C2S C28S 54(3) 1_655 1_655 ? C19S C2S C28S 132(2) . 1_655 ? C3S C2S C23S 55(3) 1_655 1_655 ? C19S C2S C23S 67.3(18) . 1_655 ? C28S C2S C23S 109(3) 1_655 1_655 ? C3S C2S C6S 86(3) 1_655 . ? C19S C2S C6S 56.2(12) . . ? C28S C2S C6S 79.5(18) 1_655 . ? C23S C2S C6S 100.5(19) 1_655 . ? C2S C3S C28S 96(4) 1_455 . ? C2S C3S C23S 95(4) 1_455 . ? C28S C3S C23S 168(3) . . ? C2S C3S C19S 51(3) 1_455 1_455 ? C28S C3S C19S 127(2) . 1_455 ? C23S C3S C19S 64.5(17) . 1_455 ? C2S C3S C26S 125(4) 1_455 . ? C28S C3S C26S 103(3) . . ? C23S C3S C26S 75(2) . . ? C19S C3S C26S 77.4(19) 1_455 . ? C2S C3S C12S 122(4) 1_455 . ? C28S C3S C12S 133(3) . . ? C23S C3S C12S 42.8(17) . . ? C19S C3S C12S 72.8(14) 1_455 . ? C26S C3S C12S 33.1(17) . . ? C2S C3S C6S 69(3) 1_455 1_455 ? C28S C3S C6S 82.9(19) . 1_455 ? C23S C3S C6S 106(2) . 1_455 ? C19S C3S C6S 49.7(8) 1_455 1_455 ? C26S C3S C6S 63.1(19) . 1_455 ? C12S C3S C6S 85.7(14) . 1_455 ? C25S C4S C15S 77(3) . . ? C25S C4S C13S 60(2) . . ? C15S C4S C13S 109(2) . . ? C20S C5S C14S 110.7(15) . . ? C20S C5S C16S 167.1(16) . . ? C14S C5S C16S 82.0(14) . . ? C16S C6S C19S 152.4(17) . . ? C16S C6S C2S 112.5(17) . . ? C19S C6S C2S 47.8(10) . . ? C16S C6S C26S 122(2) . 1_655 ? C19S C6S C26S 76.9(18) . 1_655 ? C2S C6S C26S 76.8(19) . 1_655 ? C16S C6S C3S 112.9(15) . 1_655 ? C19S C6S C3S 58.7(10) . 1_655 ? C2S C6S C3S 24.7(10) . 1_655 ? C26S C6S C3S 54.3(16) 1_655 1_655 ? C17S C7S C8S 118(3) . . ? C17S C7S C13S 114(3) . . ? C8S C7S C13S 119(2) . . ? C17S C7S C10S 105(2) . . ? C8S C7S C10S 98.2(18) . . ? C13S C7S C10S 36.7(11) . . ? C20S C8S C7S 153(2) . . ? C22S C9S C21S 102(2) . . ? C22S C9S C24S 74(2) . . ? C21S C9S C24S 124(2) . . ? C22S C9S C18S 48.2(18) . . ? C21S C9S C18S 84.3(16) . . ? C24S C9S C18S 50.6(15) . . ? C13S C10S C25S 51.0(19) . . ? C13S C10S C7S 58.6(19) . . ? C25S C10S C7S 72.3(16) . . ? C15S C11S C17S 61.7(18) . . ? C26S C12S C23S 116(5) . . ? C26S C12S C24S 68(4) . . ? C23S C12S C24S 146(3) . . ? C26S C12S C3S 70(4) . . ? C23S C12S C3S 47(2) . . ? C24S C12S C3S 115(2) . . ? C26S C12S C19S 80(4) . 1_455 ? C23S C12S C19S 53(2) . 1_455 ? C24S C12S C19S 148(3) . 1_455 ? C3S C12S C19S 51.8(11) . 1_455 ? C10S C13S C25S 87(3) . . ? C10S C13S C4S 123(3) . . ? C25S C13S C4S 37.4(15) . . ? C10S C13S C7S 85(2) . . ? C25S C13S C7S 92(2) . . ? C4S C13S C7S 86.5(18) . . ? C5S C14S C27S 109.0(18) . 2_656 ? C4S C15S C11S 153(3) . . ? C4S C15S C25S 42.9(17) . . ? C11S C15S C25S 164(3) . . ? C4S C15S C17S 122(3) . . ? C11S C15S C17S 69(2) . . ? C25S C15S C17S 106(3) . . ? C6S C16S C5S 109.4(16) . . ? C6S C16S C27S 158(2) . 2_656 ? C5S C16S C27S 91.8(15) . 2_656 ? C7S C17S C15S 91(2) . . ? C7S C17S C11S 132(3) . . ? C15S C17S C11S 49.6(15) . . ? C27S C18S C22S 109(2) . . ? C27S C18S C24S 131(2) . . ? C22S C18S C24S 64.9(19) . . ? C27S C18S C1S 63.9(16) . . ? C22S C18S C1S 82.2(17) . . ? C24S C18S C1S 67.0(16) . . ? C27S C18S C9S 143(2) . . ? C22S C18S C9S 34.1(13) . . ? C24S C18S C9S 49.9(15) . . ? C1S C18S C9S 101.0(15) . . ? C2S C19S C6S 76.0(14) . . ? C2S C19S C23S 63.3(18) . 1_655 ? C6S C19S C23S 109.9(15) . 1_655 ? C2S C19S C3S 27.1(13) . 1_655 ? C6S C19S C3S 71.6(10) . 1_655 ? C23S C19S C3S 46.3(12) 1_655 1_655 ? C2S C19S C12S 81.9(16) . 1_655 ? C6S C19S C12S 86.9(13) . 1_655 ? C23S C19S C12S 35.9(13) 1_655 1_655 ? C3S C19S C12S 55.5(11) 1_655 1_655 ? C8S C20S C5S 158(2) . . ? C9S C22S C18S 98(3) . . ? C9S C22S C24S 65(2) . . ? C18S C22S C24S 59.5(17) . . ? C12S C23S C3S 90(3) . . ? C12S C23S C2S 110(3) . 1_455 ? C3S C23S C2S 29.7(14) . 1_455 ? C12S C23S C19S 92(3) . 1_455 ? C3S C23S C19S 69.2(18) . 1_455 ? C2S C23S C19S 49.5(14) 1_455 1_455 ? C12S C23S C26S 29(2) . . ? C3S C23S C26S 62(2) . . ? C2S C23S C26S 82(2) 1_455 . ? C19S C23S C26S 75(2) 1_455 . ? C26S C24S C12S 39(2) . . ? C26S C24S C9S 123(3) . . ? C12S C24S C9S 130(3) . . ? C26S C24S C18S 131(3) . . ? C12S C24S C18S 150(3) . . ? C9S C24S C18S 80(2) . . ? C26S C24S C22S 110(3) . . ? C12S C24S C22S 146(3) . . ? C9S C24S C22S 41.3(13) . . ? C18S C24S C22S 55.6(16) . . ? C26S C24S C1S 69(2) . . ? C12S C24S C1S 98(2) . . ? C9S C24S C1S 117(2) . . ? C18S C24S C1S 61.9(15) . . ? C22S C24S C1S 76.1(16) . . ? C4S C25S C13S 83(3) . . ? C4S C25S C15S 60(2) . . ? C13S C25S C15S 113(3) . . ? C4S C25S C10S 124(3) . . ? C13S C25S C10S 42.1(16) . . ? C15S C25S C10S 122(2) . . ? C12S C26S C24S 73(4) . . ? C12S C26S C3S 76(4) . . ? C24S C26S C3S 121(4) . . ? C12S C26S C6S 116(5) . 1_455 ? C24S C26S C6S 172(4) . 1_455 ? C3S C26S C6S 62.6(19) . 1_455 ? C12S C26S C23S 35(3) . . ? C24S C26S C23S 101(3) . . ? C3S C26S C23S 42.4(16) . . ? C6S C26S C23S 86(2) 1_455 . ? C12S C26S C1S 119(4) . . ? C24S C26S C1S 65(2) . . ? C3S C26S C1S 89(2) . . ? C6S C26S C1S 109(3) 1_455 . ? C23S C26S C1S 116(3) . . ? C18S C27S C14S 111(2) . 2_656 ? C18S C27S C1S 67.0(16) . . ? C14S C27S C1S 110.8(18) 2_656 . ? C18S C27S C16S 170(2) . 2_656 ? C14S C27S C16S 71.8(15) 2_656 2_656 ? C1S C27S C16S 102.6(15) . 2_656 ? C3S C28S C2S 29.7(15) . 1_455 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.788 _refine_diff_density_min -0.524 _refine_diff_density_rms 0.091 data_8b _database_code_CSD 160970 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H54 B9 N2 O2' _chemical_formula_weight 548.02 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' _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 11.267(3) _cell_length_b 17.101(4) _cell_length_c 17.462(4) _cell_angle_alpha 90.00 _cell_angle_beta 95.638(4) _cell_angle_gamma 90.00 _cell_volume 3348.2(14) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 497 _cell_measurement_theta_min 10.14 _cell_measurement_theta_max 19.11 _exptl_crystal_description 'irregular shape' _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.087 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1188 _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker SMART-CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 39997 _diffrn_reflns_av_R_equivalents 0.0462 _diffrn_reflns_av_sigmaI/netI 0.0426 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 30.50 _reflns_number_total 9520 _reflns_number_gt 5619 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0920P)^2^+1.2413P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9520 _refine_ls_number_parameters 590 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1186 _refine_ls_R_factor_gt 0.0653 _refine_ls_wR_factor_ref 0.2012 _refine_ls_wR_factor_gt 0.1634 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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 0.6874(2) 0.33601(16) 0.15520(14) 0.0458(6) Uani 1 1 d . . . H1 H 0.659(2) 0.3768(14) 0.2008(14) 0.054(6) Uiso 1 1 d . . . B2 B 0.81785(18) 0.27910(14) 0.17686(12) 0.0375(5) Uani 1 1 d . . . H2 H 0.8740(19) 0.2725(13) 0.2341(12) 0.046(6) Uiso 1 1 d . . . B3 B 0.67667(19) 0.23476(17) 0.16637(13) 0.0443(5) Uani 1 1 d . . . H3 H 0.643(2) 0.2012(14) 0.2119(14) 0.052(6) Uiso 1 1 d . . . B4 B 0.5887(2) 0.28202(17) 0.09192(14) 0.0459(6) Uani 1 1 d . . . H4 H 0.492(2) 0.2777(13) 0.0905(13) 0.049(6) Uiso 1 1 d . . . B5 B 0.6742(2) 0.35509(15) 0.05298(13) 0.0424(5) Uani 1 1 d . . . H5 H 0.636(2) 0.4114(13) 0.0260(13) 0.049(6) Uiso 1 1 d . . . B6 B 0.8186(2) 0.35299(14) 0.10790(13) 0.0405(5) Uani 1 1 d . . . H6 H 0.8731(19) 0.4064(13) 0.1181(12) 0.047(6) Uiso 1 1 d . . . C7 C 0.79299(15) 0.19754(11) 0.11926(10) 0.0343(4) Uani 1 1 d . . . C8 C 0.66653(17) 0.19891(13) 0.07390(12) 0.0427(5) Uani 1 1 d . . . H8 H 0.625(2) 0.1487(14) 0.0683(12) 0.047(6) Uiso 1 1 d . . . B9 B 0.6564(2) 0.26372(15) 0.00434(13) 0.0416(5) Uani 1 1 d . . . H9 H 0.5966(19) 0.2564(13) -0.0480(13) 0.049(6) Uiso 1 1 d . . . H12 H 0.777(3) 0.2498(18) -0.0030(16) 0.081(9) Uiso 1 1 d . . . B10 B 0.8005(2) 0.31521(15) 0.01331(13) 0.0395(5) Uani 1 1 d . . . H10 H 0.839(2) 0.3478(14) -0.0310(13) 0.053(6) Uiso 1 1 d . . . B11 B 0.88183(18) 0.26248(13) 0.08990(12) 0.0351(4) Uani 1 1 d . . . H11 H 0.977(2) 0.2534(14) 0.0974(13) 0.049(6) Uiso 1 1 d . . . C13 C 0.8383(2) 0.11935(12) 0.15016(12) 0.0423(5) Uani 1 1 d . . . H13A H 0.778(2) 0.0942(13) 0.1784(13) 0.044(6) Uiso 1 1 d . . . H13B H 0.912(2) 0.1275(13) 0.1879(13) 0.048(6) Uiso 1 1 d . . . C14 C 0.8685(2) 0.06129(13) 0.08900(14) 0.0484(5) Uani 1 1 d . . . H14A H 0.894(2) 0.0110(15) 0.1136(14) 0.055(7) Uiso 1 1 d . . . H14B H 0.796(2) 0.0540(14) 0.0512(13) 0.049(6) Uiso 1 1 d . . . N1 N 0.96654(15) 0.08708(10) 0.04650(9) 0.0410(4) Uani 1 1 d . . . C15 C 0.95261(19) 0.11216(12) -0.02970(11) 0.0418(4) Uani 1 1 d . . . O1 O 0.85982(14) 0.11058(11) -0.07075(9) 0.0572(4) Uani 1 1 d . . . C16 C 1.08398(19) 0.09599(13) 0.07910(12) 0.0451(5) Uani 1 1 d . . . O2 O 1.11949(15) 0.07638(11) 0.14369(9) 0.0627(5) Uani 1 1 d . . . C17 C 1.07215(18) 0.13852(12) -0.04796(11) 0.0389(4) Uani 1 1 d . . . C18 C 1.1105(2) 0.16646(13) -0.11543(12) 0.0463(5) Uani 1 1 d . . . H18 H 1.058(2) 0.1701(14) -0.1588(15) 0.056(7) Uiso 1 1 d . . . C19 C 1.2292(2) 0.18681(14) -0.11519(13) 0.0508(5) Uani 1 1 d . . . H19 H 1.258(2) 0.2084(15) -0.1634(15) 0.062(7) Uiso 1 1 d . . . C20 C 1.3071(2) 0.17930(16) -0.04925(14) 0.0544(6) Uani 1 1 d . . . H20 H 1.384(2) 0.1959(15) -0.0480(15) 0.061(7) Uiso 1 1 d . . . C21 C 1.2695(2) 0.15024(15) 0.01822(13) 0.0522(6) Uani 1 1 d . . . H21 H 1.324(2) 0.1449(14) 0.0623(14) 0.057(7) Uiso 1 1 d . . . C22 C 1.15113(18) 0.12958(12) 0.01781(11) 0.0411(4) Uani 1 1 d . . . N2 N 0.22716(13) 0.40754(9) 0.18587(9) 0.0348(3) Uani 1 1 d . . . C23 C 0.5811(3) 0.5765(2) 0.1263(2) 0.0755(9) Uani 1 1 d . . . H23A H 0.574(3) 0.559(2) 0.069(2) 0.119(13) Uiso 1 1 d . . . H23B H 0.604(2) 0.6350(19) 0.1324(16) 0.076(9) Uiso 1 1 d . . . H23C H 0.636(4) 0.541(2) 0.157(2) 0.119(14) Uiso 1 1 d . . . C24 C 0.4587(2) 0.57002(17) 0.15431(15) 0.0554(6) Uani 1 1 d . . . H24A H 0.463(2) 0.5966(17) 0.2030(18) 0.077(9) Uiso 1 1 d . . . H24B H 0.406(3) 0.6070(18) 0.1224(17) 0.077(9) Uiso 1 1 d . . . C25 C 0.41043(19) 0.48543(15) 0.15097(15) 0.0488(5) Uani 1 1 d . . . H25A H 0.464(3) 0.4515(18) 0.1789(17) 0.080(9) Uiso 1 1 d . . . H25B H 0.401(2) 0.4682(14) 0.0969(14) 0.049(6) Uiso 1 1 d . . . C26 C 0.29093(16) 0.48575(12) 0.18341(12) 0.0376(4) Uani 1 1 d . . . H26A H 0.3011(18) 0.5047(13) 0.2369(13) 0.043(6) Uiso 1 1 d . . . H26B H 0.2338(18) 0.5221(12) 0.1497(12) 0.039(5) Uiso 1 1 d . . . C27 C 0.3749(3) 0.17146(18) 0.2376(2) 0.0694(7) Uani 1 1 d . . . H27A H 0.424(4) 0.216(3) 0.203(3) 0.146(15) Uiso 1 1 d . . . H27B H 0.305(4) 0.139(3) 0.207(2) 0.137(15) Uiso 1 1 d . . . H27C H 0.430(3) 0.130(2) 0.275(2) 0.104(11) Uiso 1 1 d . . . C28 C 0.3166(3) 0.21580(16) 0.29737(14) 0.0574(6) Uani 1 1 d . . . H28A H 0.275(3) 0.163(2) 0.3184(18) 0.092(10) Uiso 1 1 d . . . H28B H 0.385(3) 0.2392(18) 0.3307(17) 0.080(9) Uiso 1 1 d . . . C29 C 0.2313(2) 0.27820(15) 0.26325(17) 0.0552(6) Uani 1 1 d . . . H29A H 0.192(2) 0.2582(15) 0.2150(15) 0.057(7) Uiso 1 1 d . . . H29B H 0.175(3) 0.2972(19) 0.3072(19) 0.093(10) Uiso 1 1 d . . . C30 C 0.29881(18) 0.35112(13) 0.24049(13) 0.0431(5) Uani 1 1 d . . . H30A H 0.3270(19) 0.3811(14) 0.2863(13) 0.046(6) Uiso 1 1 d . . . H30B H 0.363(2) 0.3415(14) 0.2128(13) 0.049(6) Uiso 1 1 d . . . C31 C -0.0221(3) 0.48515(19) 0.39930(17) 0.0654(7) Uani 1 1 d . . . H31A H 0.028(3) 0.442(2) 0.4358(19) 0.088(10) Uiso 1 1 d . . . H31B H -0.111(3) 0.4909(17) 0.4135(16) 0.077(8) Uiso 1 1 d . . . H31C H 0.022(3) 0.537(2) 0.405(2) 0.107(12) Uiso 1 1 d . . . C32 C -0.0198(2) 0.45913(18) 0.31684(15) 0.0545(6) Uani 1 1 d . . . H32A H -0.073(3) 0.4956(18) 0.2857(16) 0.073(9) Uiso 1 1 d . . . H32B H -0.061(3) 0.411(2) 0.3067(17) 0.084(9) Uiso 1 1 d . . . C33 C 0.10721(18) 0.45013(14) 0.29567(12) 0.0404(4) Uani 1 1 d . . . H33A H 0.146(2) 0.4147(14) 0.3302(14) 0.050(6) Uiso 1 1 d . . . H33B H 0.148(2) 0.4976(14) 0.3003(13) 0.046(6) Uiso 1 1 d . . . C34 C 0.10534(16) 0.42215(12) 0.21340(11) 0.0365(4) Uani 1 1 d . . . H34A H 0.0595(19) 0.3720(13) 0.2030(12) 0.039(5) Uiso 1 1 d . . . H34B H 0.0663(17) 0.4609(12) 0.1769(11) 0.033(5) Uiso 1 1 d . . . C35 C 0.0921(3) 0.40775(17) -0.10126(14) 0.0554(6) Uani 1 1 d . . . H35A H 0.007(2) 0.4247(16) -0.0954(15) 0.066(8) Uiso 1 1 d . . . H35B H 0.097(2) 0.3734(16) -0.1500(16) 0.068(8) Uiso 1 1 d . . . H35C H 0.139(3) 0.457(2) -0.1117(18) 0.090(10) Uiso 1 1 d . . . C36 C 0.1466(2) 0.36696(14) -0.03048(12) 0.0447(5) Uani 1 1 d . . . H36A H 0.098(2) 0.3157(16) -0.0254(14) 0.062(7) Uiso 1 1 d . . . H36B H 0.233(2) 0.3527(16) -0.0417(15) 0.066(7) Uiso 1 1 d . . . C37 C 0.14937(19) 0.41663(13) 0.04212(12) 0.0415(4) Uani 1 1 d . . . H37A H 0.1858(18) 0.4667(13) 0.0339(12) 0.038(5) Uiso 1 1 d . . . H37B H 0.072(2) 0.4324(13) 0.0500(13) 0.048(6) Uiso 1 1 d . . . C38 C 0.21178(17) 0.36958(13) 0.10719(11) 0.0386(4) Uani 1 1 d . . . H38A H 0.1655(19) 0.3203(13) 0.1145(12) 0.040(5) Uiso 1 1 d . . . H38B H 0.2906(19) 0.3566(12) 0.0946(12) 0.040(5) 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 0.0396(12) 0.0594(15) 0.0380(12) -0.0054(11) 0.0017(9) 0.0153(11) B2 0.0321(10) 0.0474(12) 0.0324(10) -0.0054(9) 0.0008(8) 0.0052(9) B3 0.0315(10) 0.0672(16) 0.0352(11) 0.0044(11) 0.0084(8) 0.0022(10) B4 0.0278(10) 0.0670(16) 0.0427(12) 0.0033(11) 0.0027(8) 0.0039(10) B5 0.0377(11) 0.0499(14) 0.0379(11) -0.0029(10) -0.0048(9) 0.0086(10) B6 0.0365(11) 0.0412(12) 0.0424(12) -0.0063(10) -0.0036(9) 0.0010(9) C7 0.0312(8) 0.0396(10) 0.0320(9) -0.0007(7) 0.0024(7) -0.0022(7) C8 0.0348(9) 0.0503(12) 0.0421(11) 0.0017(9) -0.0002(8) -0.0091(9) B9 0.0355(11) 0.0523(14) 0.0361(11) -0.0009(10) -0.0017(8) -0.0063(10) B10 0.0378(11) 0.0467(13) 0.0340(10) 0.0022(9) 0.0027(8) -0.0070(9) B11 0.0319(10) 0.0380(11) 0.0357(10) -0.0016(9) 0.0044(8) -0.0020(8) C13 0.0437(11) 0.0431(11) 0.0407(10) 0.0068(9) 0.0077(9) -0.0006(9) C14 0.0577(13) 0.0365(11) 0.0522(13) 0.0030(10) 0.0116(10) -0.0026(10) N1 0.0469(9) 0.0363(9) 0.0402(9) 0.0005(7) 0.0058(7) 0.0060(7) C15 0.0506(11) 0.0373(10) 0.0369(10) -0.0077(8) 0.0014(8) 0.0018(9) O1 0.0527(9) 0.0728(11) 0.0439(8) -0.0051(8) -0.0066(7) -0.0098(8) C16 0.0502(12) 0.0445(11) 0.0405(10) 0.0044(9) 0.0046(9) 0.0165(9) O2 0.0596(10) 0.0856(13) 0.0426(8) 0.0191(8) 0.0036(7) 0.0197(9) C17 0.0445(10) 0.0377(10) 0.0344(9) -0.0059(8) 0.0032(8) 0.0068(8) C18 0.0553(13) 0.0490(12) 0.0341(10) -0.0050(9) 0.0025(9) 0.0075(10) C19 0.0578(13) 0.0549(13) 0.0419(11) -0.0015(10) 0.0166(10) 0.0073(11) C20 0.0450(12) 0.0676(16) 0.0524(13) -0.0033(11) 0.0134(10) 0.0090(11) C21 0.0416(11) 0.0710(16) 0.0439(12) -0.0018(11) 0.0030(9) 0.0170(11) C22 0.0443(11) 0.0441(11) 0.0349(9) 0.0002(8) 0.0042(8) 0.0133(9) N2 0.0262(7) 0.0392(9) 0.0385(8) -0.0056(7) 0.0010(6) 0.0011(6) C23 0.0554(16) 0.087(2) 0.087(2) -0.0048(19) 0.0215(15) -0.0240(16) C24 0.0478(12) 0.0757(17) 0.0436(12) -0.0077(12) 0.0094(10) -0.0158(12) C25 0.0318(10) 0.0618(15) 0.0534(13) 0.0005(11) 0.0070(9) -0.0042(9) C26 0.0301(9) 0.0443(11) 0.0381(10) -0.0057(8) 0.0017(7) -0.0049(8) C27 0.0601(16) 0.0598(17) 0.089(2) 0.0089(15) 0.0111(15) 0.0077(13) C28 0.0715(16) 0.0532(14) 0.0443(12) 0.0065(11) -0.0107(11) 0.0000(12) C29 0.0511(13) 0.0488(13) 0.0663(16) 0.0084(12) 0.0093(11) 0.0013(10) C30 0.0327(10) 0.0504(12) 0.0455(11) 0.0018(10) 0.0003(8) 0.0057(9) C31 0.0675(17) 0.0690(18) 0.0646(16) -0.0187(14) 0.0303(13) -0.0111(14) C32 0.0448(12) 0.0622(15) 0.0587(14) -0.0147(12) 0.0164(10) -0.0055(11) C33 0.0376(10) 0.0441(12) 0.0400(10) -0.0037(9) 0.0064(8) -0.0022(9) C34 0.0260(8) 0.0428(11) 0.0408(10) -0.0056(8) 0.0040(7) 0.0007(8) C35 0.0613(15) 0.0623(16) 0.0418(12) -0.0022(11) 0.0014(10) -0.0007(12) C36 0.0457(11) 0.0503(13) 0.0387(10) -0.0084(9) 0.0078(8) -0.0067(10) C37 0.0379(10) 0.0476(12) 0.0389(10) -0.0083(9) 0.0024(8) -0.0009(9) C38 0.0313(9) 0.0433(11) 0.0412(10) -0.0104(8) 0.0036(7) 0.0011(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 B3 1.748(4) . ? B1 B4 1.751(4) . ? B1 B2 1.773(3) . ? B1 B6 1.787(3) . ? B1 B5 1.806(3) . ? B1 H1 1.13(2) . ? B2 C7 1.726(3) . ? B2 B6 1.746(3) . ? B2 B3 1.755(3) . ? B2 B11 1.767(3) . ? B2 H2 1.13(2) . ? B3 C8 1.720(3) . ? B3 C7 1.735(3) . ? B3 B4 1.753(3) . ? B3 H3 1.08(2) . ? B4 C8 1.715(4) . ? B4 B5 1.755(4) . ? B4 B9 1.802(3) . ? B4 H4 1.09(2) . ? B5 B10 1.779(3) . ? B5 B9 1.780(4) . ? B5 B6 1.806(3) . ? B5 H5 1.14(2) . ? B6 B11 1.745(3) . ? B6 B10 1.767(3) . ? B6 H6 1.11(2) . ? C7 C13 1.512(3) . ? C7 C8 1.561(3) . ? C7 B11 1.612(3) . ? C8 B9 1.640(3) . ? C8 H8 0.98(2) . ? B9 B10 1.841(3) . ? B9 H9 1.09(2) . ? B9 H12 1.40(3) . ? B10 B11 1.789(3) . ? B10 H12 1.18(3) . ? B10 H10 1.08(2) . ? B11 H11 1.08(2) . ? C13 C14 1.521(3) . ? C13 H13A 0.97(2) . ? C13 H13B 1.02(2) . ? C14 N1 1.458(3) . ? C14 H14A 0.99(3) . ? C14 H14B 1.01(2) . ? N1 C15 1.392(3) . ? N1 C16 1.397(3) . ? C15 O1 1.208(2) . ? C15 C17 1.484(3) . ? C16 O2 1.207(2) . ? C16 C22 1.486(3) . ? C17 C18 1.379(3) . ? C17 C22 1.390(3) . ? C18 C19 1.382(3) . ? C18 H18 0.92(2) . ? C19 C20 1.384(3) . ? C19 H19 1.00(3) . ? C20 C21 1.383(3) . ? C20 H20 0.91(3) . ? C21 C22 1.380(3) . ? C21 H21 0.94(2) . ? N2 C38 1.514(2) . ? N2 C34 1.519(2) . ? N2 C26 1.521(3) . ? N2 C30 1.530(3) . ? C23 C24 1.512(4) . ? C23 H23A 1.05(4) . ? C23 H23B 1.03(3) . ? C23 H23C 0.99(4) . ? C24 C25 1.544(4) . ? C24 H24A 0.96(3) . ? C24 H24B 1.00(3) . ? C25 C26 1.511(3) . ? C25 H25A 0.94(3) . ? C25 H25B 0.98(2) . ? C26 H26A 0.98(2) . ? C26 H26B 1.04(2) . ? C27 C28 1.494(4) . ? C27 H27A 1.14(5) . ? C27 H27B 1.07(4) . ? C27 H27C 1.11(4) . ? C28 C29 1.518(3) . ? C28 H28A 1.10(3) . ? C28 H28B 1.00(3) . ? C29 C30 1.533(3) . ? C29 H29A 0.98(3) . ? C29 H29B 1.09(3) . ? C30 H30A 0.98(2) . ? C30 H30B 0.92(2) . ? C31 C32 1.510(4) . ? C31 H31A 1.10(3) . ? C31 H31B 1.06(3) . ? C31 H31C 1.02(4) . ? C32 C33 1.521(3) . ? C32 H32A 0.99(3) . ? C32 H32B 0.95(3) . ? C33 C34 1.512(3) . ? C33 H33A 0.93(2) . ? C33 H33B 0.93(2) . ? C34 H34A 1.01(2) . ? C34 H34B 0.99(2) . ? C35 C36 1.497(3) . ? C35 H35A 1.02(3) . ? C35 H35B 1.04(3) . ? C35 H35C 1.02(3) . ? C36 C37 1.524(3) . ? C36 H36A 1.04(3) . ? C36 H36B 1.04(3) . ? C37 C38 1.509(3) . ? C37 H37A 0.97(2) . ? C37 H37B 0.94(2) . ? C38 H38A 1.01(2) . ? C38 H38B 0.96(2) . ? 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 B3 B1 B4 60.11(15) . . ? B3 B1 B2 59.81(13) . . ? B4 B1 B2 107.86(18) . . ? B3 B1 B6 106.36(16) . . ? B4 B1 B6 107.26(16) . . ? B2 B1 B6 58.74(13) . . ? B3 B1 B5 106.82(17) . . ? B4 B1 B5 59.09(14) . . ? B2 B1 B5 107.21(16) . . ? B6 B1 B5 60.35(13) . . ? B3 B1 H1 120.4(12) . . ? B4 B1 H1 124.4(12) . . ? B2 B1 H1 118.4(12) . . ? B6 B1 H1 122.0(12) . . ? B5 B1 H1 125.7(12) . . ? C7 B2 B6 101.21(14) . . ? C7 B2 B3 59.78(13) . . ? B6 B2 B3 107.84(16) . . ? C7 B2 B11 54.95(11) . . ? B6 B2 B11 59.58(13) . . ? B3 B2 B11 106.43(15) . . ? C7 B2 B1 103.63(15) . . ? B6 B2 B1 61.03(14) . . ? B3 B2 B1 59.39(14) . . ? B11 B2 B1 107.75(15) . . ? C7 B2 H2 118.5(11) . . ? B6 B2 H2 129.7(11) . . ? B3 B2 H2 118.1(11) . . ? B11 B2 H2 120.1(11) . . ? B1 B2 H2 128.4(11) . . ? C8 B3 C7 53.70(11) . . ? C8 B3 B1 104.31(17) . . ? C7 B3 B1 104.29(16) . . ? C8 B3 B4 59.18(14) . . ? C7 B3 B4 102.47(15) . . ? B1 B3 B4 60.04(15) . . ? C8 B3 B2 103.17(15) . . ? C7 B3 B2 59.27(12) . . ? B1 B3 B2 60.80(14) . . ? B4 B3 B2 108.59(18) . . ? C8 B3 H3 120.4(13) . . ? C7 B3 H3 119.4(13) . . ? B1 B3 H3 129.9(13) . . ? B4 B3 H3 125.3(12) . . ? B2 B3 H3 122.2(12) . . ? C8 B4 B1 104.39(15) . . ? C8 B4 B3 59.47(13) . . ? B1 B4 B3 59.85(15) . . ? C8 B4 B5 102.07(16) . . ? B1 B4 B5 62.02(14) . . ? B3 B4 B5 108.91(16) . . ? C8 B4 B9 55.52(13) . . ? B1 B4 B9 109.39(16) . . ? B3 B4 B9 107.09(16) . . ? B5 B4 B9 60.06(13) . . ? C8 B4 H4 117.9(12) . . ? B1 B4 H4 128.4(12) . . ? B3 B4 H4 118.5(12) . . ? B5 B4 H4 128.7(12) . . ? B9 B4 H4 118.3(12) . . ? B4 B5 B10 111.61(18) . . ? B4 B5 B9 61.28(14) . . ? B10 B5 B9 62.27(13) . . ? B4 B5 B6 106.26(16) . . ? B10 B5 B6 59.04(12) . . ? B9 B5 B6 106.81(16) . . ? B4 B5 B1 58.89(14) . . ? B10 B5 B1 108.92(15) . . ? B9 B5 B1 107.90(18) . . ? B6 B5 B1 59.29(13) . . ? B4 B5 H5 124.4(11) . . ? B10 B5 H5 116.5(12) . . ? B9 B5 H5 121.7(11) . . ? B6 B5 H5 121.3(11) . . ? B1 B5 H5 123.6(11) . . ? B11 B6 B2 60.79(13) . . ? B11 B6 B10 61.24(13) . . ? B2 B6 B10 111.85(17) . . ? B11 B6 B1 108.06(17) . . ? B2 B6 B1 60.22(13) . . ? B10 B6 B1 110.36(16) . . ? B11 B6 B5 106.52(16) . . ? B2 B6 B5 108.38(17) . . ? B10 B6 B5 59.71(13) . . ? B1 B6 B5 60.35(13) . . ? B11 B6 H6 122.1(12) . . ? B2 B6 H6 121.8(11) . . ? B10 B6 H6 117.6(12) . . ? B1 B6 H6 122.1(12) . . ? B5 B6 H6 121.8(11) . . ? C13 C7 C8 116.99(17) . . ? C13 C7 B11 121.62(16) . . ? C8 C7 B11 113.12(16) . . ? C13 C7 B2 118.48(15) . . ? C8 C7 B2 111.80(15) . . ? B11 C7 B2 63.80(13) . . ? C13 C7 B3 113.55(16) . . ? C8 C7 B3 62.66(13) . . ? B11 C7 B3 114.81(16) . . ? B2 C7 B3 60.94(13) . . ? C7 C8 B9 112.32(16) . . ? C7 C8 B4 112.14(16) . . ? B9 C8 B4 64.93(15) . . ? C7 C8 B3 63.64(12) . . ? B9 C8 B3 116.60(18) . . ? B4 C8 B3 61.35(14) . . ? C7 C8 H8 116.2(13) . . ? B9 C8 H8 121.4(13) . . ? B4 C8 H8 119.8(13) . . ? B3 C8 H8 113.2(13) . . ? C8 B9 B5 104.09(16) . . ? C8 B9 B4 59.55(14) . . ? B5 B9 B4 58.66(14) . . ? C8 B9 B10 105.28(15) . . ? B5 B9 B10 58.83(13) . . ? B4 B9 B10 106.73(16) . . ? C8 B9 H9 122.4(12) . . ? B5 B9 H9 122.2(12) . . ? B4 B9 H9 117.0(12) . . ? B10 B9 H9 126.5(12) . . ? C8 B9 H12 87.4(12) . . ? B5 B9 H12 97.4(12) . . ? B4 B9 H12 127.1(12) . . ? B10 B9 H12 39.8(12) . . ? H9 B9 H12 115.5(17) . . ? B6 B10 B5 61.25(13) . . ? B6 B10 B11 58.79(12) . . ? B5 B10 B11 105.83(15) . . ? B6 B10 B9 105.92(15) . . ? B5 B10 B9 58.90(13) . . ? B11 B10 B9 101.84(15) . . ? B6 B10 H12 125.2(14) . . ? B5 B10 H12 106.8(14) . . ? B11 B10 H12 77.8(14) . . ? B9 B10 H12 49.4(14) . . ? B6 B10 H10 117.7(12) . . ? B5 B10 H10 118.2(12) . . ? B11 B10 H10 125.9(12) . . ? B9 B10 H10 126.7(12) . . ? H12 B10 H10 114.5(19) . . ? C7 B11 B6 106.05(15) . . ? C7 B11 B2 61.25(12) . . ? B6 B11 B2 59.62(13) . . ? C7 B11 B10 107.25(15) . . ? B6 B11 B10 59.97(13) . . ? B2 B11 B10 109.83(15) . . ? C7 B11 H11 120.2(12) . . ? B6 B11 H11 121.6(12) . . ? B2 B11 H11 113.8(12) . . ? B10 B11 H11 126.4(12) . . ? C7 C13 C14 114.69(18) . . ? C7 C13 H13A 110.2(13) . . ? C14 C13 H13A 106.3(13) . . ? C7 C13 H13B 109.5(13) . . ? C14 C13 H13B 108.8(13) . . ? H13A C13 H13B 106.9(18) . . ? N1 C14 C13 113.13(18) . . ? N1 C14 H14A 106.5(14) . . ? C13 C14 H14A 109.7(14) . . ? N1 C14 H14B 108.2(13) . . ? C13 C14 H14B 108.5(13) . . ? H14A C14 H14B 111(2) . . ? C15 N1 C16 111.67(17) . . ? C15 N1 C14 124.04(18) . . ? C16 N1 C14 124.07(18) . . ? O1 C15 N1 124.7(2) . . ? O1 C15 C17 129.0(2) . . ? N1 C15 C17 106.23(17) . . ? O2 C16 N1 124.4(2) . . ? O2 C16 C22 129.5(2) . . ? N1 C16 C22 106.12(17) . . ? C18 C17 C22 121.0(2) . . ? C18 C17 C15 130.96(19) . . ? C22 C17 C15 108.04(17) . . ? C17 C18 C19 118.0(2) . . ? C17 C18 H18 119.8(15) . . ? C19 C18 H18 122.2(15) . . ? C18 C19 C20 120.9(2) . . ? C18 C19 H19 118.9(15) . . ? C20 C19 H19 120.1(15) . . ? C21 C20 C19 121.3(2) . . ? C21 C20 H20 117.5(17) . . ? C19 C20 H20 121.1(17) . . ? C22 C21 C20 117.7(2) . . ? C22 C21 H21 122.2(15) . . ? C20 C21 H21 120.1(15) . . ? C21 C22 C17 121.1(2) . . ? C21 C22 C16 131.00(19) . . ? C17 C22 C16 107.92(18) . . ? C38 N2 C34 109.35(14) . . ? C38 N2 C26 111.33(15) . . ? C34 N2 C26 107.96(15) . . ? C38 N2 C30 107.56(15) . . ? C34 N2 C30 110.13(15) . . ? C26 N2 C30 110.50(14) . . ? C24 C23 H23A 108(2) . . ? C24 C23 H23B 105.2(16) . . ? H23A C23 H23B 112(3) . . ? C24 C23 H23C 109(2) . . ? H23A C23 H23C 110(3) . . ? H23B C23 H23C 113(3) . . ? C23 C24 C25 112.7(2) . . ? C23 C24 H24A 106.5(17) . . ? C25 C24 H24A 117.6(18) . . ? C23 C24 H24B 106.2(17) . . ? C25 C24 H24B 112.8(17) . . ? H24A C24 H24B 100(2) . . ? C26 C25 C24 107.79(19) . . ? C26 C25 H25A 111.2(18) . . ? C24 C25 H25A 110.5(18) . . ? C26 C25 H25B 110.4(13) . . ? C24 C25 H25B 108.6(14) . . ? H25A C25 H25B 108(2) . . ? C25 C26 N2 116.62(17) . . ? C25 C26 H26A 109.4(12) . . ? N2 C26 H26A 105.9(13) . . ? C25 C26 H26B 108.4(11) . . ? N2 C26 H26B 105.9(11) . . ? H26A C26 H26B 110.5(17) . . ? C28 C27 H27A 108(2) . . ? C28 C27 H27B 105(2) . . ? H27A C27 H27B 116(3) . . ? C28 C27 H27C 99.8(18) . . ? H27A C27 H27C 118(3) . . ? H27B C27 H27C 108(3) . . ? C27 C28 C29 112.8(2) . . ? C27 C28 H28A 92.5(17) . . ? C29 C28 H28A 116.0(17) . . ? C27 C28 H28B 104.1(17) . . ? C29 C28 H28B 111.6(17) . . ? H28A C28 H28B 118(2) . . ? C28 C29 C30 111.2(2) . . ? C28 C29 H29A 108.0(15) . . ? C30 C29 H29A 104.9(15) . . ? C28 C29 H29B 108.8(17) . . ? C30 C29 H29B 106.2(17) . . ? H29A C29 H29B 118(2) . . ? N2 C30 C29 115.45(17) . . ? N2 C30 H30A 106.8(13) . . ? C29 C30 H30A 110.1(13) . . ? N2 C30 H30B 100.2(14) . . ? C29 C30 H30B 115.1(15) . . ? H30A C30 H30B 108.4(19) . . ? C32 C31 H31A 107.4(17) . . ? C32 C31 H31B 110.9(16) . . ? H31A C31 H31B 112(2) . . ? C32 C31 H31C 108(2) . . ? H31A C31 H31C 108(3) . . ? H31B C31 H31C 111(3) . . ? C31 C32 C33 111.5(2) . . ? C31 C32 H32A 105.9(17) . . ? C33 C32 H32A 117.5(17) . . ? C31 C32 H32B 112.3(19) . . ? C33 C32 H32B 108.3(19) . . ? H32A C32 H32B 101(2) . . ? C34 C33 C32 109.71(17) . . ? C34 C33 H33A 111.7(14) . . ? C32 C33 H33A 107.8(14) . . ? C34 C33 H33B 108.6(14) . . ? C32 C33 H33B 110.9(14) . . ? H33A C33 H33B 108(2) . . ? C33 C34 N2 115.09(15) . . ? C33 C34 H34A 113.5(12) . . ? N2 C34 H34A 105.4(12) . . ? C33 C34 H34B 111.3(12) . . ? N2 C34 H34B 105.3(11) . . ? H34A C34 H34B 105.4(16) . . ? C36 C35 H35A 111.4(15) . . ? C36 C35 H35B 111.3(15) . . ? H35A C35 H35B 112(2) . . ? C36 C35 H35C 110.9(18) . . ? H35A C35 H35C 107(2) . . ? H35B C35 H35C 105(2) . . ? C35 C36 C37 113.6(2) . . ? C35 C36 H36A 106.7(14) . . ? C37 C36 H36A 111.5(14) . . ? C35 C36 H36B 105.6(14) . . ? C37 C36 H36B 110.1(14) . . ? H36A C36 H36B 109(2) . . ? C38 C37 C36 107.41(18) . . ? C38 C37 H37A 114.3(12) . . ? C36 C37 H37A 110.2(13) . . ? C38 C37 H37B 114.5(14) . . ? C36 C37 H37B 109.9(14) . . ? H37A C37 H37B 100.5(19) . . ? C37 C38 N2 117.26(17) . . ? C37 C38 H38A 109.5(12) . . ? N2 C38 H38A 105.0(12) . . ? C37 C38 H38B 108.9(13) . . ? N2 C38 H38B 106.3(13) . . ? H38A C38 H38B 109.7(17) . . ? 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 B3 B1 B2 C7 41.83(14) . . . . ? B4 B1 B2 C7 4.3(2) . . . . ? B6 B1 B2 C7 -95.42(16) . . . . ? B5 B1 B2 C7 -58.0(2) . . . . ? B3 B1 B2 B6 137.26(17) . . . . ? B4 B1 B2 B6 99.74(18) . . . . ? B5 B1 B2 B6 37.46(16) . . . . ? B4 B1 B2 B3 -37.52(16) . . . . ? B6 B1 B2 B3 -137.26(17) . . . . ? B5 B1 B2 B3 -99.80(19) . . . . ? B3 B1 B2 B11 98.96(17) . . . . ? B4 B1 B2 B11 61.4(2) . . . . ? B6 B1 B2 B11 -38.30(15) . . . . ? B5 B1 B2 B11 -0.8(2) . . . . ? B4 B1 B3 C8 40.76(14) . . . . ? B2 B1 B3 C8 -97.28(15) . . . . ? B6 B1 B3 C8 -60.07(18) . . . . ? B5 B1 B3 C8 3.2(2) . . . . ? B4 B1 B3 C7 96.33(16) . . . . ? B2 B1 B3 C7 -41.71(14) . . . . ? B6 B1 B3 C7 -4.5(2) . . . . ? B5 B1 B3 C7 58.76(19) . . . . ? B2 B1 B3 B4 -138.04(16) . . . . ? B6 B1 B3 B4 -100.83(17) . . . . ? B5 B1 B3 B4 -37.57(15) . . . . ? B4 B1 B3 B2 138.04(16) . . . . ? B6 B1 B3 B2 37.21(15) . . . . ? B5 B1 B3 B2 100.48(17) . . . . ? C7 B2 B3 C8 -32.18(14) . . . . ? B6 B2 B3 C8 60.6(2) . . . . ? B11 B2 B3 C8 -2.0(2) . . . . ? B1 B2 B3 C8 99.21(18) . . . . ? B6 B2 B3 C7 92.80(16) . . . . ? B11 B2 B3 C7 30.16(14) . . . . ? B1 B2 B3 C7 131.40(16) . . . . ? C7 B2 B3 B1 -131.40(16) . . . . ? B6 B2 B3 B1 -38.59(15) . . . . ? B11 B2 B3 B1 -101.23(17) . . . . ? C7 B2 B3 B4 -93.73(17) . . . . ? B6 B2 B3 B4 -0.9(2) . . . . ? B11 B2 B3 B4 -63.6(2) . . . . ? B1 B2 B3 B4 37.67(16) . . . . ? B3 B1 B4 C8 -40.93(15) . . . . ? B2 B1 B4 C8 -3.5(2) . . . . ? B6 B1 B4 C8 58.4(2) . . . . ? B5 B1 B4 C8 96.21(17) . . . . ? B2 B1 B4 B3 37.38(16) . . . . ? B6 B1 B4 B3 99.30(17) . . . . ? B5 B1 B4 B3 137.14(17) . . . . ? B3 B1 B4 B5 -137.14(17) . . . . ? B2 B1 B4 B5 -99.76(18) . . . . ? B6 B1 B4 B5 -37.84(16) . . . . ? B3 B1 B4 B9 -98.97(19) . . . . ? B2 B1 B4 B9 -61.6(2) . . . . ? B6 B1 B4 B9 0.3(2) . . . . ? B5 B1 B4 B9 38.17(16) . . . . ? C7 B3 B4 C8 33.08(14) . . . . ? B1 B3 B4 C8 132.55(16) . . . . ? B2 B3 B4 C8 94.55(17) . . . . ? C8 B3 B4 B1 -132.55(16) . . . . ? C7 B3 B4 B1 -99.47(17) . . . . ? B2 B3 B4 B1 -38.00(16) . . . . ? C8 B3 B4 B5 -93.13(18) . . . . ? C7 B3 B4 B5 -60.0(2) . . . . ? B1 B3 B4 B5 39.42(17) . . . . ? B2 B3 B4 B5 1.4(2) . . . . ? C8 B3 B4 B9 -29.67(15) . . . . ? C7 B3 B4 B9 3.4(2) . . . . ? B1 B3 B4 B9 102.88(18) . . . . ? B2 B3 B4 B9 64.9(2) . . . . ? C8 B4 B5 B10 -0.3(2) . . . . ? B1 B4 B5 B10 99.69(17) . . . . ? B3 B4 B5 B10 61.2(2) . . . . ? B9 B4 B5 B10 -38.03(15) . . . . ? C8 B4 B5 B9 37.69(14) . . . . ? B1 B4 B5 B9 137.72(16) . . . . ? B3 B4 B5 B9 99.28(19) . . . . ? C8 B4 B5 B6 -62.90(19) . . . . ? B1 B4 B5 B6 37.13(15) . . . . ? B3 B4 B5 B6 -1.3(2) . . . . ? B9 B4 B5 B6 -100.59(17) . . . . ? C8 B4 B5 B1 -100.03(16) . . . . ? B3 B4 B5 B1 -38.44(16) . . . . ? B9 B4 B5 B1 -137.72(16) . . . . ? B3 B1 B5 B4 38.03(16) . . . . ? B2 B1 B5 B4 100.9(2) . . . . ? B6 B1 B5 B4 137.62(18) . . . . ? B3 B1 B5 B10 -66.3(2) . . . . ? B4 B1 B5 B10 -104.36(19) . . . . ? B2 B1 B5 B10 -3.5(2) . . . . ? B6 B1 B5 B10 33.27(16) . . . . ? B3 B1 B5 B9 -0.3(2) . . . . ? B4 B1 B5 B9 -38.32(16) . . . . ? B2 B1 B5 B9 62.6(2) . . . . ? B6 B1 B5 B9 99.31(17) . . . . ? B3 B1 B5 B6 -99.59(17) . . . . ? B4 B1 B5 B6 -137.62(18) . . . . ? B2 B1 B5 B6 -36.74(16) . . . . ? C7 B2 B6 B11 -37.32(13) . . . . ? B3 B2 B6 B11 -98.95(17) . . . . ? B1 B2 B6 B11 -136.81(16) . . . . ? C7 B2 B6 B10 -2.20(19) . . . . ? B3 B2 B6 B10 -63.8(2) . . . . ? B11 B2 B6 B10 35.12(15) . . . . ? B1 B2 B6 B10 -101.69(18) . . . . ? C7 B2 B6 B1 99.48(15) . . . . ? B3 B2 B6 B1 37.85(16) . . . . ? B11 B2 B6 B1 136.81(16) . . . . ? C7 B2 B6 B5 61.73(18) . . . . ? B3 B2 B6 B5 0.1(2) . . . . ? B11 B2 B6 B5 99.06(17) . . . . ? B1 B2 B6 B5 -37.75(16) . . . . ? B3 B1 B6 B11 1.2(2) . . . . ? B4 B1 B6 B11 -61.9(2) . . . . ? B2 B1 B6 B11 38.93(15) . . . . ? B5 B1 B6 B11 -99.12(17) . . . . ? B3 B1 B6 B2 -37.69(15) . . . . ? B4 B1 B6 B2 -100.78(19) . . . . ? B5 B1 B6 B2 -138.05(17) . . . . ? B3 B1 B6 B10 66.5(2) . . . . ? B4 B1 B6 B10 3.4(2) . . . . ? B2 B1 B6 B10 104.18(18) . . . . ? B5 B1 B6 B10 -33.87(17) . . . . ? B3 B1 B6 B5 100.36(18) . . . . ? B4 B1 B6 B5 37.27(17) . . . . ? B2 B1 B6 B5 138.05(17) . . . . ? B4 B5 B6 B11 64.8(2) . . . . ? B10 B5 B6 B11 -41.03(15) . . . . ? B9 B5 B6 B11 0.5(2) . . . . ? B1 B5 B6 B11 101.73(18) . . . . ? B4 B5 B6 B2 0.7(2) . . . . ? B10 B5 B6 B2 -105.07(18) . . . . ? B9 B5 B6 B2 -63.5(2) . . . . ? B1 B5 B6 B2 37.69(16) . . . . ? B4 B5 B6 B10 105.81(19) . . . . ? B9 B5 B6 B10 41.58(16) . . . . ? B1 B5 B6 B10 142.76(19) . . . . ? B4 B5 B6 B1 -36.95(17) . . . . ? B10 B5 B6 B1 -142.76(19) . . . . ? B9 B5 B6 B1 -101.18(19) . . . . ? B6 B2 C7 C13 153.14(16) . . . . ? B3 B2 C7 C13 -102.62(18) . . . . ? B11 B2 C7 C13 113.44(19) . . . . ? B1 B2 C7 C13 -144.25(17) . . . . ? B6 B2 C7 C8 -66.24(18) . . . . ? B3 B2 C7 C8 38.00(16) . . . . ? B11 B2 C7 C8 -105.94(17) . . . . ? B1 B2 C7 C8 -3.6(2) . . . . ? B6 B2 C7 B11 39.69(14) . . . . ? B3 B2 C7 B11 143.93(17) . . . . ? B1 B2 C7 B11 102.30(17) . . . . ? B6 B2 C7 B3 -104.24(16) . . . . ? B11 B2 C7 B3 -143.93(17) . . . . ? B1 B2 C7 B3 -41.63(15) . . . . ? C8 B3 C7 C13 -109.39(18) . . . . ? B1 B3 C7 C13 153.17(17) . . . . ? B4 B3 C7 C13 -144.96(18) . . . . ? B2 B3 C7 C13 110.66(18) . . . . ? B1 B3 C7 C8 -97.44(17) . . . . ? B4 B3 C7 C8 -35.57(16) . . . . ? B2 B3 C7 C8 -139.95(17) . . . . ? C8 B3 C7 B11 104.36(18) . . . . ? B1 B3 C7 B11 6.9(2) . . . . ? B4 B3 C7 B11 68.8(2) . . . . ? B2 B3 C7 B11 -35.59(16) . . . . ? C8 B3 C7 B2 139.95(17) . . . . ? B1 B3 C7 B2 42.51(15) . . . . ? B4 B3 C7 B2 104.38(19) . . . . ? C13 C7 C8 B9 -146.36(18) . . . . ? B11 C7 C8 B9 2.6(2) . . . . ? B2 C7 C8 B9 72.4(2) . . . . ? B3 C7 C8 B9 109.7(2) . . . . ? C13 C7 C8 B4 142.76(17) . . . . ? B11 C7 C8 B4 -68.2(2) . . . . ? B2 C7 C8 B4 1.5(2) . . . . ? B3 C7 C8 B4 38.80(17) . . . . ? C13 C7 C8 B3 103.97(19) . . . . ? B11 C7 C8 B3 -107.03(18) . . . . ? B2 C7 C8 B3 -37.29(16) . . . . ? B1 B4 C8 C7 1.3(2) . . . . ? B3 B4 C8 C7 -39.77(16) . . . . ? B5 B4 C8 C7 65.2(2) . . . . ? B9 B4 C8 C7 105.21(18) . . . . ? B1 B4 C8 B9 -103.86(18) . . . . ? B3 B4 C8 B9 -144.98(17) . . . . ? B5 B4 C8 B9 -39.99(14) . . . . ? B1 B4 C8 B3 41.12(16) . . . . ? B5 B4 C8 B3 104.99(17) . . . . ? B9 B4 C8 B3 144.98(17) . . . . ? B1 B3 C8 C7 97.40(16) . . . . ? B4 B3 C8 C7 138.60(17) . . . . ? B2 B3 C8 C7 34.62(15) . . . . ? C7 B3 C8 B9 -103.05(18) . . . . ? B1 B3 C8 B9 -5.7(2) . . . . ? B4 B3 C8 B9 35.55(17) . . . . ? B2 B3 C8 B9 -68.4(2) . . . . ? C7 B3 C8 B4 -138.60(17) . . . . ? B1 B3 C8 B4 -41.20(15) . . . . ? B2 B3 C8 B4 -103.98(19) . . . . ? C7 C8 B9 B5 -65.2(2) . . . . ? B4 C8 B9 B5 39.69(15) . . . . ? B3 C8 B9 B5 5.4(2) . . . . ? C7 C8 B9 B4 -104.93(19) . . . . ? B3 C8 B9 B4 -34.28(16) . . . . ? C7 C8 B9 B10 -4.2(2) . . . . ? B4 C8 B9 B10 100.70(17) . . . . ? B3 C8 B9 B10 66.4(2) . . . . ? B4 B5 B9 C8 -40.14(15) . . . . ? B10 B5 B9 C8 99.54(17) . . . . ? B6 B5 B9 C8 59.5(2) . . . . ? B1 B5 B9 C8 -2.9(2) . . . . ? B10 B5 B9 B4 139.68(16) . . . . ? B6 B5 B9 B4 99.67(18) . . . . ? B1 B5 B9 B4 37.25(15) . . . . ? B4 B5 B9 B10 -139.68(16) . . . . ? B6 B5 B9 B10 -40.01(15) . . . . ? B1 B5 B9 B10 -102.43(17) . . . . ? B1 B4 B9 C8 94.47(18) . . . . ? B3 B4 B9 C8 31.15(16) . . . . ? B5 B4 B9 C8 133.51(16) . . . . ? C8 B4 B9 B5 -133.51(16) . . . . ? B1 B4 B9 B5 -39.04(17) . . . . ? B3 B4 B9 B5 -102.36(19) . . . . ? C8 B4 B9 B10 -98.19(17) . . . . ? B1 B4 B9 B10 -3.7(2) . . . . ? B3 B4 B9 B10 -67.0(2) . . . . ? B5 B4 B9 B10 35.32(15) . . . . ? B11 B6 B10 B5 134.12(17) . . . . ? B2 B6 B10 B5 99.17(18) . . . . ? B1 B6 B10 B5 34.12(17) . . . . ? B2 B6 B10 B11 -34.95(15) . . . . ? B1 B6 B10 B11 -99.99(18) . . . . ? B5 B6 B10 B11 -134.12(17) . . . . ? B11 B6 B10 B9 94.40(17) . . . . ? B2 B6 B10 B9 59.5(2) . . . . ? B1 B6 B10 B9 -5.6(2) . . . . ? B5 B6 B10 B9 -39.72(16) . . . . ? B4 B5 B10 B6 -96.52(18) . . . . ? B9 B5 B10 B6 -134.14(17) . . . . ? B1 B5 B10 B6 -33.37(17) . . . . ? B4 B5 B10 B11 -56.9(2) . . . . ? B9 B5 B10 B11 -94.48(17) . . . . ? B6 B5 B10 B11 39.66(15) . . . . ? B1 B5 B10 B11 6.3(2) . . . . ? B4 B5 B10 B9 37.62(16) . . . . ? B6 B5 B10 B9 134.14(17) . . . . ? B1 B5 B10 B9 100.77(19) . . . . ? C8 B9 B10 B6 -56.6(2) . . . . ? B5 B9 B10 B6 40.87(16) . . . . ? B4 B9 B10 B6 5.6(2) . . . . ? C8 B9 B10 B5 -97.45(18) . . . . ? B4 B9 B10 B5 -35.25(16) . . . . ? C8 B9 B10 B11 4.0(2) . . . . ? B5 B9 B10 B11 101.48(16) . . . . ? B4 B9 B10 B11 66.23(19) . . . . ? C13 C7 B11 B6 -149.43(17) . . . . ? C8 C7 B11 B6 63.2(2) . . . . ? B2 C7 B11 B6 -40.70(14) . . . . ? B3 C7 B11 B6 -6.2(2) . . . . ? C13 C7 B11 B2 -108.73(19) . . . . ? C8 C7 B11 B2 103.88(17) . . . . ? B3 C7 B11 B2 34.54(15) . . . . ? C13 C7 B11 B10 147.69(17) . . . . ? C8 C7 B11 B10 0.3(2) . . . . ? B2 C7 B11 B10 -103.58(16) . . . . ? B3 C7 B11 B10 -69.04(19) . . . . ? B2 B6 B11 C7 41.51(14) . . . . ? B10 B6 B11 C7 -100.96(16) . . . . ? B1 B6 B11 C7 2.8(2) . . . . ? B5 B6 B11 C7 -60.68(19) . . . . ? B10 B6 B11 B2 -142.47(16) . . . . ? B1 B6 B11 B2 -38.67(15) . . . . ? B5 B6 B11 B2 -102.19(17) . . . . ? B2 B6 B11 B10 142.47(16) . . . . ? B1 B6 B11 B10 103.80(17) . . . . ? B5 B6 B11 B10 40.28(15) . . . . ? B6 B2 B11 C7 -133.41(15) . . . . ? B3 B2 B11 C7 -32.03(15) . . . . ? B1 B2 B11 C7 -94.45(17) . . . . ? C7 B2 B11 B6 133.41(15) . . . . ? B3 B2 B11 B6 101.38(17) . . . . ? B1 B2 B11 B6 38.96(16) . . . . ? C7 B2 B11 B10 99.31(16) . . . . ? B6 B2 B11 B10 -34.10(15) . . . . ? B3 B2 B11 B10 67.3(2) . . . . ? B1 B2 B11 B10 4.9(2) . . . . ? B6 B10 B11 C7 98.91(17) . . . . ? B5 B10 B11 C7 58.05(19) . . . . ? B9 B10 B11 C7 -2.67(19) . . . . ? B5 B10 B11 B6 -40.86(16) . . . . ? B9 B10 B11 B6 -101.58(17) . . . . ? B6 B10 B11 B2 33.96(15) . . . . ? B5 B10 B11 B2 -6.9(2) . . . . ? B9 B10 B11 B2 -67.62(19) . . . . ? C8 C7 C13 C14 69.8(2) . . . . ? B11 C7 C13 C14 -76.4(2) . . . . ? B2 C7 C13 C14 -151.62(18) . . . . ? B3 C7 C13 C14 139.87(18) . . . . ? C7 C13 C14 N1 63.9(3) . . . . ? C13 C14 N1 C15 -108.2(2) . . . . ? C13 C14 N1 C16 66.0(3) . . . . ? C16 N1 C15 O1 179.9(2) . . . . ? C14 N1 C15 O1 -5.2(3) . . . . ? C16 N1 C15 C17 0.8(2) . . . . ? C14 N1 C15 C17 175.71(17) . . . . ? C15 N1 C16 O2 -177.7(2) . . . . ? C14 N1 C16 O2 7.4(3) . . . . ? C15 N1 C16 C22 -0.3(2) . . . . ? C14 N1 C16 C22 -175.14(18) . . . . ? O1 C15 C17 C18 -1.4(4) . . . . ? N1 C15 C17 C18 177.7(2) . . . . ? O1 C15 C17 C22 179.8(2) . . . . ? N1 C15 C17 C22 -1.1(2) . . . . ? C22 C17 C18 C19 -1.3(3) . . . . ? C15 C17 C18 C19 -180.0(2) . . . . ? C17 C18 C19 C20 0.0(3) . . . . ? C18 C19 C20 C21 0.9(4) . . . . ? C19 C20 C21 C22 -0.6(4) . . . . ? C20 C21 C22 C17 -0.7(3) . . . . ? C20 C21 C22 C16 178.9(2) . . . . ? C18 C17 C22 C21 1.7(3) . . . . ? C15 C17 C22 C21 -179.37(19) . . . . ? C18 C17 C22 C16 -177.98(19) . . . . ? C15 C17 C22 C16 1.0(2) . . . . ? O2 C16 C22 C21 -2.8(4) . . . . ? N1 C16 C22 C21 179.9(2) . . . . ? O2 C16 C22 C17 176.8(2) . . . . ? N1 C16 C22 C17 -0.5(2) . . . . ? C23 C24 C25 C26 177.6(2) . . . . ? C24 C25 C26 N2 -179.78(18) . . . . ? C38 N2 C26 C25 -55.0(2) . . . . ? C34 N2 C26 C25 -175.01(17) . . . . ? C30 N2 C26 C25 64.5(2) . . . . ? C27 C28 C29 C30 -78.5(3) . . . . ? C38 N2 C30 C29 -72.5(2) . . . . ? C34 N2 C30 C29 46.6(2) . . . . ? C26 N2 C30 C29 165.77(19) . . . . ? C28 C29 C30 N2 163.5(2) . . . . ? C31 C32 C33 C34 178.6(2) . . . . ? C32 C33 C34 N2 -177.63(19) . . . . ? C38 N2 C34 C33 172.31(18) . . . . ? C26 N2 C34 C33 -66.4(2) . . . . ? C30 N2 C34 C33 54.3(2) . . . . ? C35 C36 C37 C38 -177.2(2) . . . . ? C36 C37 C38 N2 179.14(16) . . . . ? C34 N2 C38 C37 63.8(2) . . . . ? C26 N2 C38 C37 -55.4(2) . . . . ? C30 N2 C38 C37 -176.58(17) . . . . ? _diffrn_measured_fraction_theta_max 0.932 _diffrn_reflns_theta_full 30.50 _diffrn_measured_fraction_theta_full 0.932 _refine_diff_density_max 0.485 _refine_diff_density_min -0.215 _refine_diff_density_rms 0.046 data_9c _database_code_CSD 160971 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H24 B9 N3' _chemical_formula_weight 223.56 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 orthorhombic _symmetry_space_group_name_H-M 'C222(1)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.707(2) _cell_length_b 12.477(2) _cell_length_c 20.805(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2779.5(9) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 842 _cell_measurement_theta_min 10.18 _cell_measurement_theta_max 19.38 _exptl_crystal_description 'plate' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.068 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 0.055 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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 'Bruker SMART-CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 15543 _diffrn_reflns_av_R_equivalents 0.0486 _diffrn_reflns_av_sigmaI/netI 0.0361 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 28.01 _reflns_number_total 3359 _reflns_number_gt 2939 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART-NT V5.0 (Bruker, 1998a)' _computing_cell_refinement 'SMART-NT V5.0 (Bruker, 1998a)' _computing_data_reduction 'SAINT-NT V5.0 (Bruker, 1998b)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-NT V5.1 (Bruker, 1998c)' _computing_publication_material ? _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^)+(0.0680P)^2^+0.2678P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.6(17) _refine_ls_number_reflns 3359 _refine_ls_number_parameters 250 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0446 _refine_ls_wR_factor_ref 0.1148 _refine_ls_wR_factor_gt 0.1083 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _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 0.14658(19) 0.79820(14) 0.68526(8) 0.0237(4) Uani 1 1 d . . . H1 H 0.138(2) 0.7728(16) 0.7339(10) 0.037(6) Uiso 1 1 d . . . B2 B 0.05925(19) 0.73911(16) 0.62288(9) 0.0242(4) Uani 1 1 d . . . H2 H -0.0054(19) 0.6755(14) 0.6260(9) 0.026(5) Uiso 1 1 d . . . B3 B 0.02772(18) 0.87238(16) 0.64556(9) 0.0251(4) Uani 1 1 d . . . H3 H -0.064(2) 0.8966(16) 0.6655(10) 0.032(5) Uiso 1 1 d . . . B4 B 0.17143(18) 0.93562(14) 0.66334(9) 0.0235(4) Uani 1 1 d . . . H4 H 0.1789(17) 0.9975(15) 0.7004(9) 0.027(5) Uiso 1 1 d . . . B5 B 0.29289(17) 0.83870(14) 0.65153(9) 0.0219(4) Uani 1 1 d . . . H5 H 0.374(2) 0.8340(17) 0.6796(9) 0.036(5) Uiso 1 1 d . . . B6 B 0.22125(18) 0.71842(14) 0.62724(9) 0.0232(4) Uani 1 1 d . . . H6 H 0.2554(18) 0.6359(17) 0.6340(10) 0.032(5) Uiso 1 1 d . . . C7 C 0.15351(16) 0.75496(12) 0.55569(7) 0.0210(3) Uani 1 1 d . . . C8 C 0.04611(17) 0.83920(14) 0.56543(8) 0.0294(4) Uani 1 1 d . . . H8 H -0.035(2) 0.8304(17) 0.5395(10) 0.035(6) Uiso 1 1 d . . . B9 B 0.09900(19) 0.95997(16) 0.58811(10) 0.0292(4) Uani 1 1 d . . . H9 H 0.048(2) 1.0332(17) 0.5793(11) 0.044(6) Uiso 1 1 d . . . B10 B 0.2675(2) 0.94209(15) 0.59451(10) 0.0274(4) Uani 1 1 d . . . H10 H 0.340(2) 1.0084(17) 0.5876(10) 0.041(6) Uiso 1 1 d . . . H10A H 0.228(3) 0.924(2) 0.5489(14) 0.062 Uiso 1 1 d . . . B11 B 0.2873(2) 0.80698(16) 0.56969(9) 0.0274(4) Uani 1 1 d . . . H11 H 0.358(2) 0.7781(18) 0.5458(11) 0.043(6) Uiso 1 1 d . . . C12 C 0.14054(16) 0.66910(13) 0.50442(7) 0.0224(3) Uani 1 1 d . . . H121 H 0.195(2) 0.6104(17) 0.5128(10) 0.035(6) Uiso 1 1 d . . . H122 H 0.0610(18) 0.6365(16) 0.5050(10) 0.025(5) Uiso 1 1 d . . . C13 C 0.16050(16) 0.71000(13) 0.43593(7) 0.0230(3) Uani 1 1 d . . . H131 H 0.1034(18) 0.7675(15) 0.4277(9) 0.021(5) Uiso 1 1 d . . . H132 H 0.2462(19) 0.7389(16) 0.4319(9) 0.025(5) Uiso 1 1 d . . . C14 C 0.14442(17) 0.61733(13) 0.38949(7) 0.0233(3) Uani 1 1 d . . . H141 H 0.205(2) 0.560(2) 0.3995(12) 0.050(7) Uiso 1 1 d . . . H142 H 0.0639(18) 0.5886(15) 0.3919(9) 0.022(4) Uiso 1 1 d . . . N15 N 0.16171(15) 0.64916(12) 0.32092(6) 0.0253(3) Uani 1 1 d . . . H151 H 0.116(2) 0.7134(18) 0.3108(10) 0.033(5) Uiso 1 1 d . . . H152 H 0.239(2) 0.6628(16) 0.3167(9) 0.024(5) Uiso 1 1 d . . . H153 H 0.139(2) 0.5989(18) 0.2948(11) 0.036(6) Uiso 1 1 d . . . N16 N 0.06731(14) 0.46824(11) 0.25164(7) 0.0253(3) Uani 1 1 d . . . H161 H 0.095(2) 0.407(2) 0.2642(11) 0.046(7) Uiso 1 1 d . . . H162 H 0.0932(17) 0.4769(16) 0.2115(10) 0.024(5) Uiso 1 1 d . . . N17 N -0.01354(16) 0.83342(12) 0.21608(8) 0.0341(4) Uani 1 1 d . . . H171 H 0.058(2) 0.8251(18) 0.1962(10) 0.034(5) Uiso 1 1 d . . . H172 H -0.042(2) 0.897(2) 0.2061(11) 0.045(6) 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 0.0287(9) 0.0255(8) 0.0168(8) -0.0001(6) -0.0025(7) -0.0015(7) B2 0.0250(9) 0.0278(9) 0.0199(9) 0.0024(7) -0.0004(7) -0.0059(7) B3 0.0211(9) 0.0350(10) 0.0191(8) -0.0032(7) 0.0007(7) 0.0025(7) B4 0.0258(9) 0.0217(8) 0.0230(8) -0.0044(6) -0.0027(7) 0.0055(7) B5 0.0197(8) 0.0197(8) 0.0262(9) -0.0043(7) -0.0048(7) 0.0029(7) B6 0.0265(9) 0.0210(8) 0.0220(9) -0.0035(6) -0.0046(7) 0.0017(7) C7 0.0267(8) 0.0205(7) 0.0157(7) -0.0006(5) 0.0011(6) -0.0027(6) C8 0.0347(10) 0.0311(9) 0.0224(8) -0.0021(7) 0.0014(7) -0.0023(7) B9 0.0304(10) 0.0281(10) 0.0291(10) 0.0035(8) -0.0074(8) 0.0018(8) B10 0.0302(10) 0.0227(8) 0.0292(10) 0.0011(7) 0.0021(8) -0.0051(7) B11 0.0304(10) 0.0297(9) 0.0222(9) -0.0074(7) 0.0053(8) -0.0081(8) C12 0.0278(8) 0.0196(7) 0.0197(7) -0.0028(6) -0.0027(7) 0.0000(7) C13 0.0262(8) 0.0236(7) 0.0192(7) -0.0031(6) -0.0016(6) -0.0017(7) C14 0.0280(9) 0.0253(8) 0.0165(7) -0.0028(6) -0.0015(7) 0.0000(7) N15 0.0260(8) 0.0309(7) 0.0189(6) -0.0037(6) 0.0015(6) -0.0051(7) N16 0.0328(8) 0.0207(6) 0.0224(7) 0.0023(6) 0.0039(6) 0.0044(6) N17 0.0329(8) 0.0220(7) 0.0475(9) 0.0083(6) 0.0124(7) 0.0100(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 B6 1.757(3) . ? B1 B2 1.761(3) . ? B1 B3 1.777(3) . ? B1 B5 1.789(3) . ? B1 B4 1.794(3) . ? B1 H1 1.06(2) . ? B2 C8 1.734(3) . ? B2 C7 1.736(2) . ? B2 B6 1.756(3) . ? B2 B3 1.761(3) . ? B2 H2 1.055(19) . ? B3 C8 1.729(3) . ? B3 B4 1.768(3) . ? B3 B9 1.790(3) . ? B3 H3 1.10(2) . ? B4 B10 1.765(3) . ? B4 B9 1.773(3) . ? B4 B5 1.793(2) . ? B4 H4 1.094(19) . ? B5 B11 1.749(3) . ? B5 B6 1.760(3) . ? B5 B10 1.774(3) . ? B5 H5 1.04(2) . ? B6 C7 1.717(2) . ? B6 B11 1.776(3) . ? B6 H6 1.10(2) . ? C7 C12 1.518(2) . ? C7 C8 1.571(2) . ? C7 B11 1.599(3) . ? C8 B9 1.678(3) . ? C8 H8 1.03(2) . ? B9 B10 1.823(3) . ? B9 H9 1.08(2) . ? B10 B11 1.776(3) . ? B10 H10 1.14(2) . ? B10 H10A 1.06(3) . ? B11 H11 0.97(2) . ? C12 C13 1.529(2) . ? C12 H121 0.95(2) . ? C12 H122 0.944(19) . ? C13 C14 1.517(2) . ? C13 H131 0.958(19) . ? C13 H132 0.99(2) . ? C14 N15 1.492(2) . ? C14 H141 0.99(3) . ? C14 H142 0.93(2) . ? N15 H151 0.96(2) . ? N15 H152 0.85(2) . ? N15 H153 0.86(2) . ? N16 N16 1.443(3) 3 ? N16 H161 0.86(2) . ? N16 H162 0.89(2) . ? N17 N17 1.441(3) 3 ? N17 H171 0.88(2) . ? N17 H172 0.88(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 B6 B1 B2 59.89(11) . . ? B6 B1 B3 107.56(12) . . ? B2 B1 B3 59.69(11) . . ? B6 B1 B5 59.48(11) . . ? B2 B1 B5 107.11(13) . . ? B3 B1 B5 107.32(13) . . ? B6 B1 B4 107.42(13) . . ? B2 B1 B4 106.95(13) . . ? B3 B1 B4 59.36(11) . . ? B5 B1 B4 60.04(10) . . ? B6 B1 H1 121.6(11) . . ? B2 B1 H1 121.9(11) . . ? B3 B1 H1 122.3(12) . . ? B5 B1 H1 122.3(12) . . ? B4 B1 H1 122.7(11) . . ? C8 B2 C7 53.84(10) . . ? C8 B2 B6 102.80(13) . . ? C7 B2 B6 58.92(10) . . ? C8 B2 B3 59.28(10) . . ? C7 B2 B3 102.69(13) . . ? B6 B2 B3 108.32(13) . . ? C8 B2 B1 104.44(13) . . ? C7 B2 B1 103.71(13) . . ? B6 B2 B1 59.94(11) . . ? B3 B2 B1 60.60(10) . . ? C8 B2 H2 122.0(10) . . ? C7 B2 H2 121.1(10) . . ? B6 B2 H2 122.3(10) . . ? B3 B2 H2 124.6(10) . . ? B1 B2 H2 128.2(10) . . ? C8 B3 B2 59.59(10) . . ? C8 B3 B4 102.09(13) . . ? B2 B3 B4 108.09(13) . . ? C8 B3 B1 103.99(13) . . ? B2 B3 B1 59.70(10) . . ? B4 B3 B1 60.80(10) . . ? C8 B3 B9 56.91(11) . . ? B2 B3 B9 108.41(13) . . ? B4 B3 B9 59.76(11) . . ? B1 B3 B9 108.84(14) . . ? C8 B3 H3 121.9(11) . . ? B2 B3 H3 121.9(10) . . ? B4 B3 H3 124.7(10) . . ? B1 B3 H3 127.0(11) . . ? B9 B3 H3 117.5(11) . . ? B10 B4 B3 110.96(13) . . ? B10 B4 B9 62.01(12) . . ? B3 B4 B9 60.74(11) . . ? B10 B4 B5 59.80(11) . . ? B3 B4 B5 107.55(13) . . ? B9 B4 B5 108.17(13) . . ? B10 B4 B1 109.65(13) . . ? B3 B4 B1 59.84(11) . . ? B9 B4 B1 108.86(13) . . ? B5 B4 B1 59.85(11) . . ? B10 B4 H4 119.8(10) . . ? B3 B4 H4 121.8(10) . . ? B9 B4 H4 122.2(10) . . ? B5 B4 H4 121.3(10) . . ? B1 B4 H4 120.4(10) . . ? B11 B5 B6 60.82(11) . . ? B11 B5 B10 60.54(11) . . ? B6 B5 B10 111.18(13) . . ? B11 B5 B1 106.72(13) . . ? B6 B5 B1 59.34(10) . . ? B10 B5 B1 109.47(13) . . ? B11 B5 B4 105.13(13) . . ? B6 B5 B4 107.36(13) . . ? B10 B5 B4 59.32(11) . . ? B1 B5 B4 60.11(10) . . ? B11 B5 H5 124.1(11) . . ? B6 B5 H5 118.3(12) . . ? B10 B5 H5 122.8(12) . . ? B1 B5 H5 119.3(11) . . ? B4 B5 H5 124.1(12) . . ? C7 B6 B2 59.94(10) . . ? C7 B6 B1 104.65(13) . . ? B2 B6 B1 60.17(11) . . ? C7 B6 B5 101.93(12) . . ? B2 B6 B5 108.67(13) . . ? B1 B6 B5 61.18(11) . . ? C7 B6 B11 54.46(11) . . ? B2 B6 B11 105.48(13) . . ? B1 B6 B11 106.96(13) . . ? B5 B6 B11 59.30(10) . . ? C7 B6 H6 120.0(11) . . ? B2 B6 H6 118.2(10) . . ? B1 B6 H6 126.3(11) . . ? B5 B6 H6 128.0(11) . . ? B11 B6 H6 122.4(10) . . ? C12 C7 C8 119.72(14) . . ? C12 C7 B11 119.76(14) . . ? C8 C7 B11 111.13(13) . . ? C12 C7 B6 117.40(12) . . ? C8 C7 B6 112.02(13) . . ? B11 C7 B6 64.63(12) . . ? C12 C7 B2 115.61(13) . . ? C8 C7 B2 63.04(11) . . ? B11 C7 B2 114.86(13) . . ? B6 C7 B2 61.14(11) . . ? C7 C8 B9 112.96(15) . . ? C7 C8 B3 111.59(13) . . ? B9 C8 B3 63.39(12) . . ? C7 C8 B2 63.12(11) . . ? B9 C8 B2 115.19(14) . . ? B3 C8 B2 61.13(11) . . ? C7 C8 H8 118.6(12) . . ? B9 C8 H8 121.9(12) . . ? B3 C8 H8 115.8(11) . . ? B2 C8 H8 110.7(12) . . ? C8 B9 B4 104.01(13) . . ? C8 B9 B3 59.70(11) . . ? B4 B9 B3 59.51(11) . . ? C8 B9 B10 104.17(14) . . ? B4 B9 B10 58.78(11) . . ? B3 B9 B10 107.37(13) . . ? C8 B9 H9 122.8(12) . . ? B4 B9 H9 121.0(12) . . ? B3 B9 H9 114.5(11) . . ? B10 B9 H9 128.0(12) . . ? B4 B10 B5 60.88(11) . . ? B4 B10 B11 105.19(13) . . ? B5 B10 B11 59.04(11) . . ? B4 B10 B9 59.21(11) . . ? B5 B10 B9 106.84(13) . . ? B11 B10 B9 102.30(14) . . ? B4 B10 H10 122.0(10) . . ? B5 B10 H10 120.4(10) . . ? B11 B10 H10 124.8(11) . . ? B9 B10 H10 125.0(11) . . ? B4 B10 H10A 118.7(15) . . ? B5 B10 H10A 120.4(15) . . ? B11 B10 H10A 65.8(15) . . ? B9 B10 H10A 64.2(15) . . ? H10 B10 H10A 108.1(18) . . ? C7 B11 B5 107.46(14) . . ? C7 B11 B10 109.35(15) . . ? B5 B11 B10 60.42(11) . . ? C7 B11 B6 60.91(11) . . ? B5 B11 B6 59.89(11) . . ? B10 B11 B6 110.32(13) . . ? C7 B11 H11 116.8(13) . . ? B5 B11 H11 123.7(14) . . ? B10 B11 H11 126.3(14) . . ? B6 B11 H11 115.0(14) . . ? C7 C12 C13 113.99(13) . . ? C7 C12 H121 111.0(13) . . ? C13 C12 H121 109.9(13) . . ? C7 C12 H122 112.2(12) . . ? C13 C12 H122 106.4(13) . . ? H121 C12 H122 102.6(17) . . ? C14 C13 C12 108.87(13) . . ? C14 C13 H131 112.7(11) . . ? C12 C13 H131 109.0(12) . . ? C14 C13 H132 109.2(11) . . ? C12 C13 H132 109.2(11) . . ? H131 C13 H132 107.7(16) . . ? N15 C14 C13 113.08(13) . . ? N15 C14 H141 108.1(14) . . ? C13 C14 H141 110.1(15) . . ? N15 C14 H142 105.6(12) . . ? C13 C14 H142 111.2(12) . . ? H141 C14 H142 108.5(18) . . ? C14 N15 H151 111.7(12) . . ? C14 N15 H152 105.9(13) . . ? H151 N15 H152 107.6(19) . . ? C14 N15 H153 111.9(14) . . ? H151 N15 H153 109.1(18) . . ? H152 N15 H153 110.5(19) . . ? N16 N16 H161 111.0(16) 3 . ? N16 N16 H162 105.5(12) 3 . ? H161 N16 H162 107(2) . . ? N17 N17 H171 106.6(14) 3 . ? N17 N17 H172 107.6(16) 3 . ? H171 N17 H172 108(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 B6 B1 B2 C8 -96.62(14) . . . . ? B3 B1 B2 C8 41.36(12) . . . . ? B5 B1 B2 C8 -59.06(16) . . . . ? B4 B1 B2 C8 4.04(17) . . . . ? B6 B1 B2 C7 -40.97(12) . . . . ? B3 B1 B2 C7 97.01(14) . . . . ? B5 B1 B2 C7 -3.41(17) . . . . ? B4 B1 B2 C7 59.69(16) . . . . ? B3 B1 B2 B6 137.98(14) . . . . ? B5 B1 B2 B6 37.56(12) . . . . ? B4 B1 B2 B6 100.66(14) . . . . ? B6 B1 B2 B3 -137.98(14) . . . . ? B5 B1 B2 B3 -100.42(14) . . . . ? B4 B1 B2 B3 -37.32(13) . . . . ? C7 B2 B3 C8 33.15(11) . . . . ? B6 B2 B3 C8 94.28(14) . . . . ? B1 B2 B3 C8 131.89(14) . . . . ? C8 B2 B3 B4 -93.66(14) . . . . ? C7 B2 B3 B4 -60.51(16) . . . . ? B6 B2 B3 B4 0.63(17) . . . . ? B1 B2 B3 B4 38.24(12) . . . . ? C8 B2 B3 B1 -131.89(14) . . . . ? C7 B2 B3 B1 -98.74(14) . . . . ? B6 B2 B3 B1 -37.61(12) . . . . ? C8 B2 B3 B9 -30.38(13) . . . . ? C7 B2 B3 B9 2.77(17) . . . . ? B6 B2 B3 B9 63.90(16) . . . . ? B1 B2 B3 B9 101.51(15) . . . . ? B6 B1 B3 C8 -4.02(17) . . . . ? B2 B1 B3 C8 -41.42(12) . . . . ? B5 B1 B3 C8 58.64(15) . . . . ? B4 B1 B3 C8 96.20(13) . . . . ? B6 B1 B3 B2 37.40(12) . . . . ? B5 B1 B3 B2 100.06(14) . . . . ? B4 B1 B3 B2 137.62(14) . . . . ? B6 B1 B3 B4 -100.23(14) . . . . ? B2 B1 B3 B4 -137.62(14) . . . . ? B5 B1 B3 B4 -37.57(12) . . . . ? B6 B1 B3 B9 -63.39(17) . . . . ? B2 B1 B3 B9 -100.79(14) . . . . ? B5 B1 B3 B9 -0.73(17) . . . . ? B4 B1 B3 B9 36.84(12) . . . . ? C8 B3 B4 B10 1.77(17) . . . . ? B2 B3 B4 B10 63.44(16) . . . . ? B1 B3 B4 B10 101.19(14) . . . . ? B9 B3 B4 B10 -37.76(14) . . . . ? C8 B3 B4 B9 39.53(12) . . . . ? B2 B3 B4 B9 101.20(14) . . . . ? B1 B3 B4 B9 138.94(14) . . . . ? C8 B3 B4 B5 -61.87(15) . . . . ? B2 B3 B4 B5 -0.21(17) . . . . ? B1 B3 B4 B5 37.54(12) . . . . ? B9 B3 B4 B5 -101.40(14) . . . . ? C8 B3 B4 B1 -99.41(13) . . . . ? B2 B3 B4 B1 -37.75(12) . . . . ? B9 B3 B4 B1 -138.94(14) . . . . ? B6 B1 B4 B10 -2.93(18) . . . . ? B2 B1 B4 B10 -65.93(17) . . . . ? B3 B1 B4 B10 -103.40(15) . . . . ? B5 B1 B4 B10 34.39(13) . . . . ? B6 B1 B4 B3 100.46(14) . . . . ? B2 B1 B4 B3 37.47(13) . . . . ? B5 B1 B4 B3 137.79(13) . . . . ? B6 B1 B4 B9 63.20(17) . . . . ? B2 B1 B4 B9 0.21(18) . . . . ? B3 B1 B4 B9 -37.26(13) . . . . ? B5 B1 B4 B9 100.53(15) . . . . ? B6 B1 B4 B5 -37.33(12) . . . . ? B2 B1 B4 B5 -100.32(14) . . . . ? B3 B1 B4 B5 -137.79(13) . . . . ? B6 B1 B5 B11 39.66(13) . . . . ? B2 B1 B5 B11 1.91(17) . . . . ? B3 B1 B5 B11 -60.89(16) . . . . ? B4 B1 B5 B11 -98.15(14) . . . . ? B2 B1 B5 B6 -37.74(12) . . . . ? B3 B1 B5 B6 -100.54(13) . . . . ? B4 B1 B5 B6 -137.81(13) . . . . ? B6 B1 B5 B10 103.65(14) . . . . ? B2 B1 B5 B10 65.90(16) . . . . ? B3 B1 B5 B10 3.10(17) . . . . ? B4 B1 B5 B10 -34.16(12) . . . . ? B6 B1 B5 B4 137.81(13) . . . . ? B2 B1 B5 B4 100.06(14) . . . . ? B3 B1 B5 B4 37.26(11) . . . . ? B10 B4 B5 B11 -41.16(13) . . . . ? B3 B4 B5 B11 63.31(16) . . . . ? B9 B4 B5 B11 -0.85(18) . . . . ? B1 B4 B5 B11 100.85(13) . . . . ? B10 B4 B5 B6 -104.76(15) . . . . ? B3 B4 B5 B6 -0.28(17) . . . . ? B9 B4 B5 B6 -64.45(17) . . . . ? B1 B4 B5 B6 37.25(12) . . . . ? B3 B4 B5 B10 104.47(14) . . . . ? B9 B4 B5 B10 40.31(14) . . . . ? B1 B4 B5 B10 142.01(14) . . . . ? B10 B4 B5 B1 -142.01(14) . . . . ? B3 B4 B5 B1 -37.54(12) . . . . ? B9 B4 B5 B1 -101.70(15) . . . . ? C8 B2 B6 C7 -32.51(11) . . . . ? B3 B2 B6 C7 -94.05(13) . . . . ? B1 B2 B6 C7 -131.95(13) . . . . ? C8 B2 B6 B1 99.44(13) . . . . ? C7 B2 B6 B1 131.95(13) . . . . ? B3 B2 B6 B1 37.91(12) . . . . ? C8 B2 B6 B5 60.73(16) . . . . ? C7 B2 B6 B5 93.24(14) . . . . ? B3 B2 B6 B5 -0.81(18) . . . . ? B1 B2 B6 B5 -38.72(13) . . . . ? C8 B2 B6 B11 -1.52(16) . . . . ? C7 B2 B6 B11 30.99(11) . . . . ? B3 B2 B6 B11 -63.06(16) . . . . ? B1 B2 B6 B11 -100.96(13) . . . . ? B2 B1 B6 C7 41.70(12) . . . . ? B3 B1 B6 C7 4.39(17) . . . . ? B5 B1 B6 C7 -95.74(13) . . . . ? B4 B1 B6 C7 -58.16(16) . . . . ? B3 B1 B6 B2 -37.31(13) . . . . ? B5 B1 B6 B2 -137.44(14) . . . . ? B4 B1 B6 B2 -99.86(14) . . . . ? B2 B1 B6 B5 137.44(14) . . . . ? B3 B1 B6 B5 100.13(14) . . . . ? B4 B1 B6 B5 37.58(12) . . . . ? B2 B1 B6 B11 98.44(14) . . . . ? B3 B1 B6 B11 61.13(17) . . . . ? B5 B1 B6 B11 -39.00(13) . . . . ? B4 B1 B6 B11 -1.42(18) . . . . ? B11 B5 B6 C7 -35.27(13) . . . . ? B10 B5 B6 C7 -0.41(17) . . . . ? B1 B5 B6 C7 100.30(13) . . . . ? B4 B5 B6 C7 62.70(15) . . . . ? B11 B5 B6 B2 -97.30(15) . . . . ? B10 B5 B6 B2 -62.44(17) . . . . ? B1 B5 B6 B2 38.27(13) . . . . ? B4 B5 B6 B2 0.67(17) . . . . ? B11 B5 B6 B1 -135.57(14) . . . . ? B10 B5 B6 B1 -100.71(14) . . . . ? B4 B5 B6 B1 -37.60(12) . . . . ? B10 B5 B6 B11 34.86(14) . . . . ? B1 B5 B6 B11 135.57(14) . . . . ? B4 B5 B6 B11 97.97(15) . . . . ? B2 B6 C7 C12 -105.68(16) . . . . ? B1 B6 C7 C12 -147.50(14) . . . . ? B5 B6 C7 C12 149.50(14) . . . . ? B11 B6 C7 C12 111.90(17) . . . . ? B2 B6 C7 C8 38.62(13) . . . . ? B1 B6 C7 C8 -3.21(18) . . . . ? B5 B6 C7 C8 -66.20(16) . . . . ? B11 B6 C7 C8 -103.80(15) . . . . ? B2 B6 C7 B11 142.42(14) . . . . ? B1 B6 C7 B11 100.60(14) . . . . ? B5 B6 C7 B11 37.60(13) . . . . ? B1 B6 C7 B2 -41.82(12) . . . . ? B5 B6 C7 B2 -104.82(14) . . . . ? B11 B6 C7 B2 -142.42(14) . . . . ? C8 B2 C7 C12 -111.90(16) . . . . ? B6 B2 C7 C12 108.58(15) . . . . ? B3 B2 C7 C12 -147.51(14) . . . . ? B1 B2 C7 C12 150.07(14) . . . . ? B6 B2 C7 C8 -139.52(14) . . . . ? B3 B2 C7 C8 -35.61(12) . . . . ? B1 B2 C7 C8 -98.03(14) . . . . ? C8 B2 C7 B11 102.13(15) . . . . ? B6 B2 C7 B11 -37.39(14) . . . . ? B3 B2 C7 B11 66.52(17) . . . . ? B1 B2 C7 B11 4.10(18) . . . . ? C8 B2 C7 B6 139.52(14) . . . . ? B3 B2 C7 B6 103.91(14) . . . . ? B1 B2 C7 B6 41.49(12) . . . . ? C12 C7 C8 B9 -146.78(15) . . . . ? B11 C7 C8 B9 -0.34(18) . . . . ? B6 C7 C8 B9 69.84(17) . . . . ? B2 C7 C8 B9 107.66(15) . . . . ? C12 C7 C8 B3 144.03(14) . . . . ? B11 C7 C8 B3 -69.52(17) . . . . ? B6 C7 C8 B3 0.66(19) . . . . ? B2 C7 C8 B3 38.48(13) . . . . ? C12 C7 C8 B2 105.55(16) . . . . ? B11 C7 C8 B2 -108.00(14) . . . . ? B6 C7 C8 B2 -37.82(13) . . . . ? B2 B3 C8 C7 -39.33(13) . . . . ? B4 B3 C8 C7 64.71(16) . . . . ? B1 B3 C8 C7 2.15(18) . . . . ? B9 B3 C8 C7 105.73(16) . . . . ? B2 B3 C8 B9 -145.06(15) . . . . ? B4 B3 C8 B9 -41.02(13) . . . . ? B1 B3 C8 B9 -103.58(14) . . . . ? B4 B3 C8 B2 104.04(14) . . . . ? B1 B3 C8 B2 41.48(13) . . . . ? B9 B3 C8 B2 145.06(15) . . . . ? B6 B2 C8 C7 34.76(12) . . . . ? B3 B2 C8 C7 138.65(14) . . . . ? B1 B2 C8 C7 96.60(14) . . . . ? C7 B2 C8 B9 -104.18(16) . . . . ? B6 B2 C8 B9 -69.42(17) . . . . ? B3 B2 C8 B9 34.47(15) . . . . ? B1 B2 C8 B9 -7.58(19) . . . . ? C7 B2 C8 B3 -138.65(14) . . . . ? B6 B2 C8 B3 -103.88(14) . . . . ? B1 B2 C8 B3 -42.05(13) . . . . ? C7 C8 B9 B4 -62.30(17) . . . . ? B3 C8 B9 B4 41.28(13) . . . . ? B2 C8 B9 B4 7.6(2) . . . . ? C7 C8 B9 B3 -103.58(15) . . . . ? B2 C8 B9 B3 -33.66(14) . . . . ? C7 C8 B9 B10 -1.51(18) . . . . ? B3 C8 B9 B10 102.07(14) . . . . ? B2 C8 B9 B10 68.41(18) . . . . ? B10 B4 B9 C8 98.26(14) . . . . ? B3 B4 B9 C8 -41.38(13) . . . . ? B5 B4 B9 C8 58.98(17) . . . . ? B1 B4 B9 C8 -4.50(19) . . . . ? B10 B4 B9 B3 139.64(14) . . . . ? B5 B4 B9 B3 100.36(14) . . . . ? B1 B4 B9 B3 36.88(13) . . . . ? B3 B4 B9 B10 -139.64(14) . . . . ? B5 B4 B9 B10 -39.28(13) . . . . ? B1 B4 B9 B10 -102.77(14) . . . . ? B2 B3 B9 C8 31.37(13) . . . . ? B4 B3 B9 C8 132.02(14) . . . . ? B1 B3 B9 C8 94.74(14) . . . . ? C8 B3 B9 B4 -132.02(14) . . . . ? B2 B3 B9 B4 -100.65(14) . . . . ? B1 B3 B9 B4 -37.28(12) . . . . ? C8 B3 B9 B10 -96.56(15) . . . . ? B2 B3 B9 B10 -65.19(17) . . . . ? B4 B3 B9 B10 35.46(13) . . . . ? B1 B3 B9 B10 -1.82(18) . . . . ? B3 B4 B10 B5 -98.67(14) . . . . ? B9 B4 B10 B5 -135.89(14) . . . . ? B1 B4 B10 B5 -34.42(13) . . . . ? B3 B4 B10 B11 -58.25(17) . . . . ? B9 B4 B10 B11 -95.47(15) . . . . ? B5 B4 B10 B11 40.42(13) . . . . ? B1 B4 B10 B11 6.01(18) . . . . ? B3 B4 B10 B9 37.22(13) . . . . ? B5 B4 B10 B9 135.89(14) . . . . ? B1 B4 B10 B9 101.47(15) . . . . ? B11 B5 B10 B4 133.14(14) . . . . ? B6 B5 B10 B4 98.18(14) . . . . ? B1 B5 B10 B4 34.47(13) . . . . ? B6 B5 B10 B11 -34.96(13) . . . . ? B1 B5 B10 B11 -98.67(14) . . . . ? B4 B5 B10 B11 -133.14(14) . . . . ? B11 B5 B10 B9 94.48(15) . . . . ? B6 B5 B10 B9 59.51(17) . . . . ? B1 B5 B10 B9 -4.19(17) . . . . ? B4 B5 B10 B9 -38.66(13) . . . . ? C8 B9 B10 B4 -97.99(14) . . . . ? B3 B9 B10 B4 -35.78(12) . . . . ? C8 B9 B10 B5 -58.54(16) . . . . ? B4 B9 B10 B5 39.45(13) . . . . ? B3 B9 B10 B5 3.67(18) . . . . ? C8 B9 B10 B11 2.51(17) . . . . ? B4 B9 B10 B11 100.50(14) . . . . ? B3 B9 B10 B11 64.72(16) . . . . ? C12 C7 B11 B5 -147.43(14) . . . . ? C8 C7 B11 B5 66.14(17) . . . . ? B6 C7 B11 B5 -39.02(13) . . . . ? B2 C7 B11 B5 -2.97(19) . . . . ? C12 C7 B11 B10 148.55(14) . . . . ? C8 C7 B11 B10 2.12(18) . . . . ? B6 C7 B11 B10 -103.04(15) . . . . ? B2 C7 B11 B10 -66.99(18) . . . . ? C12 C7 B11 B6 -108.40(15) . . . . ? C8 C7 B11 B6 105.16(14) . . . . ? B2 C7 B11 B6 36.06(13) . . . . ? B6 B5 B11 C7 39.50(13) . . . . ? B10 B5 B11 C7 -102.76(16) . . . . ? B1 B5 B11 C7 0.54(18) . . . . ? B4 B5 B11 C7 -62.21(17) . . . . ? B6 B5 B11 B10 142.26(14) . . . . ? B1 B5 B11 B10 103.30(14) . . . . ? B4 B5 B11 B10 40.55(13) . . . . ? B10 B5 B11 B6 -142.26(14) . . . . ? B1 B5 B11 B6 -38.96(12) . . . . ? B4 B5 B11 B6 -101.71(14) . . . . ? B4 B10 B11 C7 58.23(18) . . . . ? B5 B10 B11 C7 99.57(15) . . . . ? B9 B10 B11 C7 -2.84(18) . . . . ? B4 B10 B11 B5 -41.34(13) . . . . ? B9 B10 B11 B5 -102.42(14) . . . . ? B4 B10 B11 B6 -6.97(19) . . . . ? B5 B10 B11 B6 34.37(13) . . . . ? B9 B10 B11 B6 -68.04(17) . . . . ? B2 B6 B11 C7 -33.21(12) . . . . ? B1 B6 B11 C7 -96.14(14) . . . . ? B5 B6 B11 C7 -136.02(14) . . . . ? C7 B6 B11 B5 136.02(14) . . . . ? B2 B6 B11 B5 102.82(14) . . . . ? B1 B6 B11 B5 39.89(13) . . . . ? C7 B6 B11 B10 101.44(16) . . . . ? B2 B6 B11 B10 68.24(17) . . . . ? B1 B6 B11 B10 5.30(19) . . . . ? B5 B6 B11 B10 -34.58(13) . . . . ? C8 C7 C12 C13 75.23(19) . . . . ? B11 C7 C12 C13 -68.3(2) . . . . ? B6 C7 C12 C13 -143.30(15) . . . . ? B2 C7 C12 C13 147.46(14) . . . . ? C7 C12 C13 C14 -179.68(15) . . . . ? C12 C13 C14 N15 179.80(14) . . . . ? 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 N15 H153 N16 0.86(2) 2.01(2) 2.863(2) 167(2) . N15 H151 N17 0.96(2) 2.84(2) 3.683(2) 147.2(16) . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.214 _refine_diff_density_min -0.172 _refine_diff_density_rms 0.039 data_12b _database_code_CSD 160972 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H40 B9 N3 O3' _chemical_formula_weight 443.82 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' _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 9.430(2) _cell_length_b 23.019(5) _cell_length_c 12.140(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.43(1) _cell_angle_gamma 90.00 _cell_volume 2563(1) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5510 _cell_measurement_theta_min 2.4 _cell_measurement_theta_max 27.5 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.150 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 0.070 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; The data collection nominally covered full sphere of reciprocal space, by a combination of 5 sets of \w scans; each set at different \f and/or 2\q angles and each scan (60 sec exposure) covering 0.3\% in \w. Crystal to detector distance 4.51 cm. ; _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 'SMART 1K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% 0 _diffrn_reflns_number 23620 _diffrn_reflns_av_R_equivalents 0.0665 _diffrn_reflns_av_sigmaI/netI 0.0567 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5890 _reflns_number_gt 4005 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. H atoms bonded to the carborane cage and N atoms, are refined isotropically (refall), methyl groups as rigid bodies with a common refined U for 3 H atoms; other hydrogens 'riding' (constr). ; _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^)+(0.0483P)^2^+1.3743P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5890 _refine_ls_number_parameters 366 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0902 _refine_ls_R_factor_gt 0.0510 _refine_ls_wR_factor_ref 0.1313 _refine_ls_wR_factor_gt 0.1106 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _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 O1 O 0.23264(15) 0.48218(6) 0.13143(11) 0.0294(3) Uani 1 1 d . . . O2 O 0.27568(14) 0.57823(5) 0.34189(10) 0.0216(3) Uani 1 1 d . . . O3 O 0.37439(16) 0.55939(6) 0.52371(11) 0.0314(3) Uani 1 1 d . . . N1 N 0.45302(17) 0.47138(7) 0.25500(13) 0.0192(3) Uani 1 1 d . . . H1N H 0.496(2) 0.4637(10) 0.325(2) 0.033(6) Uiso 1 1 d . . . C1 C 0.57847(19) 0.38612(8) 0.11816(15) 0.0185(4) Uani 1 1 d . . . H1 H 0.355(3) 0.3605(15) 0.102(3) 0.085(10) Uiso 1 1 d . . . C2 C 0.5881(2) 0.33927(8) 0.21333(16) 0.0242(4) Uani 1 1 d . . . H2 H 0.648(2) 0.3526(10) 0.2912(19) 0.034(6) Uiso 1 1 d . . . C3 C 0.64700(19) 0.44524(8) 0.15331(15) 0.0200(4) Uani 1 1 d . . . H31 H 0.6924 0.4598 0.0928 0.026 Uiso 1 1 d R . . H32 H 0.7253 0.4405 0.2228 0.026 Uiso 1 1 d R . . C4 C 0.5381(2) 0.49076(8) 0.17565(15) 0.0199(4) Uani 1 1 d . . . H41 H 0.5921 0.5264 0.2059 0.026 Uiso 1 1 d R . . H42 H 0.4705 0.5009 0.1029 0.026 Uiso 1 1 d R . . C5 C 0.3075(2) 0.47001(8) 0.22683(15) 0.0200(4) Uani 1 1 d . . . C6 C 0.30159(19) 0.54497(8) 0.42917(15) 0.0205(4) Uani 1 1 d . . . C11 C 0.23287(19) 0.45086(8) 0.31814(15) 0.0202(4) Uani 1 1 d . . . C12 C 0.23130(19) 0.48549(8) 0.41300(15) 0.0196(4) Uani 1 1 d . . . C13 C 0.1541(2) 0.46610(9) 0.49140(16) 0.0240(4) Uani 1 1 d . . . H13 H 0.1555 0.4884 0.5575 0.029 Uiso 1 1 d R . . C14 C 0.0756(2) 0.41447(9) 0.47369(18) 0.0283(4) Uani 1 1 d . . . H14 H 0.0203 0.4027 0.5259 0.034 Uiso 1 1 d R . . C15 C 0.0777(2) 0.38016(9) 0.38026(18) 0.0286(5) Uani 1 1 d . . . H15 H 0.0255 0.3445 0.3691 0.034 Uiso 1 1 d R . . C16 C 0.1566(2) 0.39829(9) 0.30311(17) 0.0257(4) Uani 1 1 d . . . H16 H 0.1587 0.3747 0.2393 0.031 Uiso 1 1 d R . . B3 B 0.4498(2) 0.29468(9) 0.19563(17) 0.0204(4) Uani 1 1 d . . . H3 H 0.412(2) 0.2729(9) 0.2653(18) 0.030(6) Uiso 1 1 d . . . B4 B 0.3288(2) 0.31752(10) 0.06321(18) 0.0219(4) Uani 1 1 d . . . H4 H 0.210(3) 0.3097(10) 0.0367(18) 0.037(6) Uiso 1 1 d . . . B5 B 0.4262(2) 0.37952(9) 0.02445(19) 0.0229(4) Uani 1 1 d . . . H5 H 0.371(2) 0.4178(10) -0.0229(18) 0.035(6) Uiso 1 1 d . . . B6 B 0.7019(2) 0.33080(9) 0.12011(17) 0.0195(4) Uani 1 1 d . . . H6 H 0.822(2) 0.3397(9) 0.1463(16) 0.023(5) Uiso 1 1 d . . . B7 B 0.6171(2) 0.27001(9) 0.16633(18) 0.0209(4) Uani 1 1 d . . . H7 H 0.686(2) 0.2388(9) 0.2201(16) 0.023(5) Uiso 1 1 d . . . B8 B 0.4492(2) 0.25736(9) 0.06812(17) 0.0204(4) Uani 1 1 d . . . H8 H 0.399(2) 0.2145(9) 0.0484(17) 0.028(6) Uiso 1 1 d . . . B9 B 0.4319(2) 0.31179(9) -0.04240(17) 0.0207(4) Uani 1 1 d . . . H9 H 0.376(2) 0.3017(9) -0.1310(18) 0.030(6) Uiso 1 1 d . . . B10 B 0.5903(2) 0.35508(9) -0.00845(17) 0.0206(4) Uani 1 1 d . . . H10 H 0.636(2) 0.3809(10) -0.0692(18) 0.034(6) Uiso 1 1 d . . . B11 B 0.6070(2) 0.28015(9) 0.01941(17) 0.0210(4) Uani 1 1 d . . . H11 H 0.664(2) 0.2524(9) -0.0301(17) 0.028(5) Uiso 1 1 d . . . N2 N 0.46140(17) 0.66916(7) 0.38723(12) 0.0186(3) Uani 1 1 d . . . H2N H 0.387(2) 0.6404(10) 0.3766(18) 0.030(6) Uiso 1 1 d . . . C21 C 0.4887(2) 0.69128(9) 0.50545(15) 0.0278(5) Uani 1 1 d . . . H211 H 0.5671 0.7202 0.5177 0.034(3) Uiso 1 1 d R . . H212 H 0.5173 0.6589 0.5584 0.034(3) Uiso 1 1 d R . . H213 H 0.3997 0.7093 0.5182 0.034(3) Uiso 1 1 d R . . C22 C 0.4133(2) 0.71644(8) 0.30334(16) 0.0260(4) Uani 1 1 d . . . H221 H 0.4911 0.7454 0.3104 0.035(4) Uiso 1 1 d R . . H222 H 0.3257 0.7350 0.3176 0.035(4) Uiso 1 1 d R . . H223 H 0.3912 0.7001 0.2267 0.035(4) Uiso 1 1 d R . . C23 C 0.5918(2) 0.63870(9) 0.36634(18) 0.0291(5) Uani 1 1 d . . . H231 H 0.5715 0.6252 0.2876 0.038(4) Uiso 1 1 d R . . H232 H 0.6149 0.6053 0.4175 0.038(4) Uiso 1 1 d R . . H233 H 0.6749 0.6654 0.3801 0.038(4) Uiso 1 1 d R . . N3 N 0.03404(18) 0.58733(7) 0.16509(14) 0.0237(4) Uani 1 1 d . . . H3N H 0.124(3) 0.5791(11) 0.207(2) 0.046(7) Uiso 1 1 d . . . C31 C -0.0616(2) 0.53883(12) 0.1804(2) 0.0468(7) Uani 1 1 d . . . H311 H -0.1602 0.5457 0.1343 0.072(5) Uiso 1 1 d R . . H312 H -0.0647 0.5360 0.2603 0.072(5) Uiso 1 1 d R . . H313 H -0.0235 0.5025 0.1565 0.072(5) Uiso 1 1 d R . . C32 C 0.0425(3) 0.59163(11) 0.04559(19) 0.0409(6) Uani 1 1 d . . . H321 H 0.0908 0.5570 0.0248 0.060(5) Uiso 1 1 d R . . H322 H 0.0986 0.6263 0.0355 0.060(5) Uiso 1 1 d R . . H323 H -0.0560 0.5946 -0.0029 0.060(5) Uiso 1 1 d R . . C33 C -0.0180(4) 0.64235(12) 0.2051(2) 0.0770(12) Uani 1 1 d . . . H331 H -0.1174 0.6504 0.1619 0.080(6) Uiso 1 1 d R . . H332 H 0.0466 0.6741 0.1940 0.080(6) Uiso 1 1 d R . . H333 H -0.0173 0.6391 0.2858 0.080(6) Uiso 1 1 d 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 O1 0.0227(7) 0.0375(8) 0.0252(7) 0.0087(6) 0.0001(6) 0.0026(6) O2 0.0236(7) 0.0183(7) 0.0201(6) 0.0023(5) -0.0001(5) -0.0015(5) O3 0.0372(8) 0.0290(8) 0.0213(7) 0.0017(6) -0.0068(6) -0.0040(6) N1 0.0190(8) 0.0208(8) 0.0170(8) 0.0017(6) 0.0029(6) 0.0011(6) C1 0.0205(9) 0.0170(9) 0.0187(9) -0.0011(7) 0.0060(7) -0.0001(7) C2 0.0315(11) 0.0221(10) 0.0210(9) -0.0003(8) 0.0100(8) -0.0019(8) C3 0.0176(9) 0.0205(9) 0.0219(9) -0.0011(7) 0.0049(7) -0.0023(7) C4 0.0214(9) 0.0176(9) 0.0210(9) 0.0010(7) 0.0058(7) -0.0014(7) C5 0.0205(9) 0.0149(9) 0.0238(9) 0.0008(7) 0.0037(7) 0.0015(7) C6 0.0168(9) 0.0220(9) 0.0223(9) 0.0010(7) 0.0039(7) 0.0038(7) C11 0.0160(9) 0.0189(9) 0.0244(9) 0.0044(7) 0.0023(7) 0.0032(7) C12 0.0152(9) 0.0199(9) 0.0221(9) 0.0053(7) 0.0011(7) 0.0042(7) C13 0.0201(9) 0.0276(10) 0.0248(10) 0.0046(8) 0.0062(8) 0.0056(8) C14 0.0215(10) 0.0316(11) 0.0339(11) 0.0117(9) 0.0106(8) 0.0007(8) C15 0.0235(10) 0.0214(10) 0.0397(12) 0.0083(9) 0.0047(9) -0.0013(8) C16 0.0243(10) 0.0213(10) 0.0308(10) 0.0024(8) 0.0053(8) 0.0004(8) B3 0.0208(11) 0.0222(11) 0.0180(10) 0.0003(8) 0.0041(8) -0.0007(8) B4 0.0203(11) 0.0204(11) 0.0245(11) 0.0044(8) 0.0038(8) 0.0005(8) B5 0.0215(11) 0.0173(10) 0.0303(12) 0.0001(9) 0.0071(9) -0.0022(8) B6 0.0195(10) 0.0194(10) 0.0185(10) 0.0000(8) 0.0024(8) 0.0001(8) B7 0.0208(11) 0.0182(10) 0.0213(10) 0.0025(8) 0.0000(8) 0.0011(8) B8 0.0229(11) 0.0186(10) 0.0185(10) -0.0010(8) 0.0025(8) -0.0004(8) B9 0.0215(11) 0.0220(11) 0.0170(10) 0.0005(8) 0.0010(8) -0.0021(8) B10 0.0215(10) 0.0232(11) 0.0168(10) 0.0008(8) 0.0042(8) -0.0010(8) B11 0.0234(11) 0.0201(11) 0.0200(10) -0.0028(8) 0.0060(8) -0.0004(8) N2 0.0181(8) 0.0192(8) 0.0180(7) -0.0002(6) 0.0030(6) -0.0005(6) C21 0.0346(12) 0.0295(11) 0.0180(9) -0.0034(8) 0.0039(8) -0.0061(9) C22 0.0307(11) 0.0233(10) 0.0233(10) 0.0025(8) 0.0050(8) 0.0052(8) C23 0.0225(10) 0.0270(11) 0.0384(12) 0.0036(9) 0.0083(9) 0.0046(8) N3 0.0225(9) 0.0193(8) 0.0244(8) -0.0029(6) -0.0044(7) 0.0031(6) C31 0.0198(11) 0.0603(17) 0.0610(16) 0.0317(13) 0.0109(10) 0.0023(11) C32 0.0397(13) 0.0516(15) 0.0374(12) 0.0221(11) 0.0210(10) 0.0215(11) C33 0.121(3) 0.0471(17) 0.0366(14) -0.0218(12) -0.0342(16) 0.0516(18) _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 O1 C5 1.240(2) . ? O2 C6 1.284(2) . ? O3 C6 1.238(2) . ? N1 C5 1.335(2) . ? N1 C4 1.459(2) . ? C1 C3 1.524(2) . ? C1 C2 1.568(3) . ? C1 B5 1.619(3) . ? C1 B6 1.722(3) . ? C1 B10 1.722(3) . ? C2 B3 1.634(3) . ? C2 B7 1.736(3) . ? C2 B6 1.742(3) . ? C3 C4 1.535(3) . ? C5 C11 1.510(3) . ? C6 C12 1.514(3) . ? C11 C16 1.398(3) . ? C11 C12 1.403(3) . ? C12 C13 1.399(3) . ? C13 C14 1.390(3) . ? C14 C15 1.386(3) . ? C15 C16 1.389(3) . ? B3 B8 1.769(3) . ? B3 B7 1.788(3) . ? B3 B4 1.820(3) . ? B4 B8 1.783(3) . ? B4 B9 1.785(3) . ? B4 B5 1.817(3) . ? B5 B9 1.764(3) . ? B5 B10 1.776(3) . ? B6 B10 1.759(3) . ? B6 B7 1.767(3) . ? B6 B11 1.774(3) . ? B7 B8 1.771(3) . ? B7 B11 1.779(3) . ? B8 B11 1.802(3) . ? B8 B9 1.815(3) . ? B9 B10 1.763(3) . ? B9 B11 1.802(3) . ? B10 B11 1.758(3) . ? N2 C23 1.487(2) . ? N2 C22 1.488(2) . ? N2 C21 1.488(2) . ? N3 C31 1.474(3) . ? N3 C32 1.475(3) . ? N3 C33 1.481(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 C5 N1 C4 121.87(15) . . ? C3 C1 C2 117.37(15) . . ? C3 C1 B5 121.99(15) . . ? C2 C1 B5 110.09(15) . . ? C3 C1 B6 114.53(15) . . ? C2 C1 B6 63.75(12) . . ? B5 C1 B6 115.26(15) . . ? C3 C1 B10 120.62(15) . . ? C2 C1 B10 111.57(15) . . ? B5 C1 B10 64.17(12) . . ? B6 C1 B10 61.42(11) . . ? C1 C2 B3 115.30(15) . . ? C1 C2 B7 112.10(14) . . ? B3 C2 B7 64.00(13) . . ? C1 C2 B6 62.43(12) . . ? B3 C2 B6 115.95(15) . . ? B7 C2 B6 61.06(12) . . ? C1 C3 C4 113.66(15) . . ? N1 C4 C3 113.64(15) . . ? O1 C5 N1 124.21(18) . . ? O1 C5 C11 119.33(17) . . ? N1 C5 C11 116.45(15) . . ? O3 C6 O2 124.30(18) . . ? O3 C6 C12 119.63(16) . . ? O2 C6 C12 116.01(15) . . ? C16 C11 C12 119.71(17) . . ? C16 C11 C5 118.05(17) . . ? C12 C11 C5 122.14(16) . . ? C13 C12 C11 118.91(17) . . ? C13 C12 C6 118.79(17) . . ? C11 C12 C6 122.16(16) . . ? C14 C13 C12 120.66(19) . . ? C15 C14 C13 120.38(19) . . ? C14 C15 C16 119.48(19) . . ? C15 C16 C11 120.80(19) . . ? C2 B3 B8 105.09(15) . . ? C2 B3 B7 60.78(12) . . ? B8 B3 B7 59.70(12) . . ? C2 B3 B4 104.62(15) . . ? B8 B3 B4 59.57(12) . . ? B7 B3 B4 108.50(15) . . ? B8 B4 B9 61.16(12) . . ? B8 B4 B5 105.19(15) . . ? B9 B4 B5 58.64(12) . . ? B8 B4 B3 58.81(11) . . ? B9 B4 B3 106.19(15) . . ? B5 B4 B3 101.80(15) . . ? C1 B5 B9 106.84(15) . . ? C1 B5 B10 60.74(12) . . ? B9 B5 B10 59.72(12) . . ? C1 B5 B4 108.12(15) . . ? B9 B5 B4 59.75(12) . . ? B10 B5 B4 109.18(15) . . ? C1 B6 C2 53.82(11) . . ? C1 B6 B10 59.29(11) . . ? C2 B6 B10 102.06(15) . . ? C1 B6 B7 103.63(14) . . ? C2 B6 B7 59.31(12) . . ? B10 B6 B7 108.16(15) . . ? C1 B6 B11 104.22(14) . . ? C2 B6 B11 103.48(15) . . ? B10 B6 B11 59.68(12) . . ? B7 B6 B11 60.34(12) . . ? C2 B7 B6 59.64(12) . . ? C2 B7 B8 100.84(14) . . ? B6 B7 B8 108.44(14) . . ? C2 B7 B11 103.49(14) . . ? B6 B7 B11 60.03(12) . . ? B8 B7 B11 61.01(12) . . ? C2 B7 B3 55.22(11) . . ? B6 B7 B3 107.28(15) . . ? B8 B7 B3 59.62(12) . . ? B11 B7 B3 108.28(14) . . ? B3 B8 B7 60.68(12) . . ? B3 B8 B4 61.62(12) . . ? B7 B8 B4 110.95(15) . . ? B3 B8 B11 108.10(15) . . ? B7 B8 B11 59.73(12) . . ? B4 B8 B11 109.33(15) . . ? B3 B8 B9 107.03(15) . . ? B7 B8 B9 107.29(15) . . ? B4 B8 B9 59.46(12) . . ? B11 B8 B9 59.75(12) . . ? B10 B9 B5 60.49(12) . . ? B10 B9 B4 111.32(15) . . ? B5 B9 B4 61.61(13) . . ? B10 B9 B11 59.08(12) . . ? B5 B9 B11 106.76(14) . . ? B4 B9 B11 109.28(14) . . ? B10 B9 B8 106.93(14) . . ? B5 B9 B8 106.09(15) . . ? B4 B9 B8 59.38(12) . . ? B11 B9 B8 59.77(12) . . ? C1 B10 B11 104.90(14) . . ? C1 B10 B6 59.28(11) . . ? B11 B10 B6 60.59(12) . . ? C1 B10 B9 102.50(14) . . ? B11 B10 B9 61.57(12) . . ? B6 B10 B9 109.15(15) . . ? C1 B10 B5 55.09(11) . . ? B11 B10 B5 108.16(15) . . ? B6 B10 B5 105.91(15) . . ? B9 B10 B5 59.79(12) . . ? B10 B11 B6 59.73(12) . . ? B10 B11 B7 107.64(15) . . ? B6 B11 B7 59.63(12) . . ? B10 B11 B9 59.36(12) . . ? B6 B11 B9 106.74(15) . . ? B7 B11 B9 107.50(15) . . ? B10 B11 B8 107.73(15) . . ? B6 B11 B8 106.74(15) . . ? B7 B11 B8 59.26(12) . . ? B9 B11 B8 60.48(12) . . ? C23 N2 C22 111.17(15) . . ? C23 N2 C21 111.16(15) . . ? C22 N2 C21 111.52(15) . . ? C31 N3 C32 110.44(18) . . ? C31 N3 C33 110.3(2) . . ? C32 N3 C33 111.30(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 H1N O3 0.87(2) 2.03(2) 2.887(2) 170(2) 3_666 N2 H2N O2 0.95(2) 1.77(2) 2.702(2) 167(2) . N3 H3N O2 0.90(3) 1.91(3) 2.751(2) 155(2) . _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.413 _refine_diff_density_min -0.457 _refine_diff_density_rms 0.049