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 # Name and address of author for correspondence ; 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 ;Tungsten(VI) Metallacarborane Imido Complexes; Hydrogen Bonding to a Bent Imido Ligand in {W(NtBu)2[N(H)C(Me)NHtBu](C2B9H11)} ; 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 ; 'Johnson, Andrew L.' ; Department of Chemistry Durham University Durham DH1 3LE UK ; 'Wade, K.' ; 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_1 _database_code_CSD 156702 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H48 B9 N3 W' _chemical_formula_weight 623.76 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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' 'W' 'W' -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 11.404(1) _cell_length_b 11.501(1) _cell_length_c 22.696(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2976.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 511 _cell_measurement_theta_min 12.0 _cell_measurement_theta_max 20.6 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.392 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_absorpt_coefficient_mu 3.895 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.2933 _exptl_absorpt_correction_T_max 0.5047 _exptl_absorpt_process_details 'XPREP (SHELXTL,1997),R(int)=0.064 before correction' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0.00 1.00 1.00 0.1000 0.00 0.00 -1.00 0.1000 0.00 -1.00 1.00 0.1000 1.00 0.00 -1.00 0.1900 -1.00 0.00 0.00 0.2000 _exptl_special_details ; The data collection nominally covered over a hemisphere of reciprocal space, by a combination of 4 sets of \w scans; each set at different \f and/or 2\q angles and each scan (20 sec exposure) covering 0.3\% in \w. Crystal to detector distance 4.51 cm. Crystal decay was monitored by repeating 50 initial frames at the end of data collection and comparing 589 duplicate reflections. ; _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 'SMART 1K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0.05 _diffrn_reflns_number 25039 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0232 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 30.35 _reflns_number_total 8084 _reflns_number_observed 7682 _reflns_observed_criterion I>2\s(I) _computing_data_collection 'SMART-NT V5.0 (Bruker, 1998)' _computing_cell_refinement 'SMART-NT V5.0 (Bruker, 1998)' _computing_data_reduction 'SAINT-NT V5.0 (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-NT V5.1 (Bruker, 1998)' _computing_publication_material 'SHELXTL-NT V5.1 (Bruker, 1998)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 25 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. Carborane H atoms - refall, methyl groups - refined as rotating bodies with variable C-H distance (constr), other - riding (constr). ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0150P)^2^+4.6204P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.077(9) _refine_ls_number_reflns 8059 _refine_ls_number_parameters 434 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0273 _refine_ls_R_factor_obs 0.0237 _refine_ls_wR_factor_all 0.0603 _refine_ls_wR_factor_obs 0.0543 _refine_ls_goodness_of_fit_all 1.140 _refine_ls_goodness_of_fit_obs 1.091 _refine_ls_restrained_S_all 1.188 _refine_ls_restrained_S_obs 1.101 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group W W 0.409442(11) 0.212223(14) 0.150467(6) 0.02741(4) Uani 1 d . . N1 N 0.3829(3) 0.3011(3) 0.09092(13) 0.0328(7) Uani 1 d . . N2 N 0.3764(3) 0.0591(4) 0.1176(2) 0.0410(9) Uani 1 d . . H2N H 0.3835(37) 0.0134(36) 0.1483(22) 0.033(11) Uiso 1 d . . N3 N 0.2726(3) 0.2287(4) 0.20172(15) 0.0460(10) Uani 1 d . . H3N H 0.2827(47) 0.2377(45) 0.2424(25) 0.057(16) Uiso 1 d . . C1 C 0.5813(4) 0.0974(3) 0.1904(2) 0.0291(7) Uani 1 d . . H1 H 0.5592(39) 0.0225(40) 0.1774(20) 0.034(12) Uiso 1 d . . C2 C 0.5143(3) 0.1469(4) 0.2452(2) 0.0273(7) Uani 1 d . . H2 H 0.4604(38) 0.0972(37) 0.2657(19) 0.026(11) Uiso 1 d . . B3 B 0.5009(3) 0.2931(5) 0.2422(2) 0.0267(7) Uani 1 d . . H3 H 0.4271(40) 0.3382(35) 0.2661(18) 0.031(11) Uiso 1 d . . B4 B 0.5734(4) 0.3373(4) 0.1773(2) 0.0299(8) Uani 1 d . . H4 H 0.5663(32) 0.4147(31) 0.1492(19) 0.024(9) Uiso 1 d . . B5 B 0.6185(3) 0.2049(4) 0.1429(2) 0.0306(8) Uani 1 d . . H5 H 0.6322(35) 0.1709(34) 0.0952(18) 0.022(11) Uiso 1 d . . B6 B 0.6559(4) 0.0950(4) 0.2560(2) 0.0322(9) Uani 1 d . . H6 H 0.6680(36) 0.0168(36) 0.2795(18) 0.018(10) Uiso 1 d . . B7 B 0.6055(4) 0.2242(4) 0.2899(2) 0.0293(8) Uani 1 d . . H7 H 0.5941(41) 0.2266(38) 0.3374(20) 0.041(12) Uiso 1 d . . B8 B 0.6487(4) 0.3439(4) 0.2464(2) 0.0302(8) Uani 1 d . . H8 H 0.6632(40) 0.4369(40) 0.2661(20) 0.031(12) Uiso 1 d . . B9 B 0.7227(4) 0.2887(5) 0.1830(2) 0.0320(8) Uani 1 d . . H9 H 0.7895(49) 0.3351(47) 0.1640(26) 0.061(18) Uiso 1 d . . B10 B 0.7246(4) 0.1345(5) 0.1891(2) 0.0337(9) Uani 1 d . . H10 H 0.7873(36) 0.0779(34) 0.1663(18) 0.024(11) Uiso 1 d . . B11 B 0.7432(3) 0.2209(4) 0.2530(2) 0.0321(8) Uani 1 d . . H11 H 0.8202(35) 0.2256(38) 0.2758(17) 0.025(10) Uiso 1 d . . C11 C 0.3831(3) 0.3958(4) 0.0473(2) 0.0361(9) Uani 1 d . . C12 C 0.3574(5) 0.5102(5) 0.0790(2) 0.0488(12) Uani 1 d . . H121 H 0.3585(37) 0.5745(42) 0.0542(20) 0.040(7) Uiso 1 d G . H122 H 0.4165(39) 0.5252(38) 0.1104(18) 0.040(7) Uiso 1 d G . H123 H 0.2844(36) 0.5056(41) 0.0992(20) 0.040(7) Uiso 1 d G . C13 C 0.5038(5) 0.3991(5) 0.0184(2) 0.0455(11) Uani 1 d . . H131 H 0.5034(47) 0.4564(42) -0.0114(22) 0.057(9) Uiso 1 d G . H132 H 0.5118(47) 0.3260(40) 0.0008(23) 0.057(9) Uiso 1 d G . H133 H 0.5681(49) 0.4128(41) 0.0432(22) 0.057(9) Uiso 1 d G . C14 C 0.2891(5) 0.3748(5) -0.0001(2) 0.0520(13) Uani 1 d . . H141 H 0.2920(43) 0.4426(40) -0.0268(22) 0.050(9) Uiso 1 d G . H142 H 0.2154(43) 0.3701(43) 0.0202(21) 0.050(9) Uiso 1 d G . H143 H 0.3088(41) 0.3039(42) -0.0212(21) 0.050(9) Uiso 1 d G . C21 C 0.3666(4) -0.0026(4) 0.0610(2) 0.0431(10) Uani 1 d . . C22 C 0.3459(6) 0.0794(5) 0.0109(2) 0.0550(13) Uani 1 d . . H221 H 0.3313(49) 0.0322(51) -0.0315(27) 0.075(11) Uiso 1 d G . H222 H 0.4143(49) 0.1418(50) 0.0047(25) 0.075(11) Uiso 1 d G . H223 H 0.2639(47) 0.1216(53) 0.0227(25) 0.075(11) Uiso 1 d G . C23 C 0.2598(6) -0.0836(6) 0.0661(3) 0.070(2) Uani 1 d . . H23A H 0.2515(33) -0.1287(40) 0.0297(11) 0.139(21) Uiso 1 calc R . H23B H 0.1889(10) -0.0371(7) 0.0725(27) 0.139(21) Uiso 1 calc R . H23C H 0.2709(26) -0.1367(37) 0.0994(17) 0.139(21) Uiso 1 calc R . C24 C 0.4751(6) -0.0752(7) 0.0530(3) 0.072(2) Uani 1 d . . H241 H 0.4531(60) -0.1361(61) 0.0162(28) 0.098(14) Uiso 1 d G . H242 H 0.4990(62) -0.1308(63) 0.0917(28) 0.098(14) Uiso 1 d G . H243 H 0.5458(63) -0.0202(56) 0.0412(30) 0.098(14) Uiso 1 d G . C31 C 0.1428(3) 0.2316(5) 0.1921(2) 0.0461(12) Uani 1 d . . C32 C 0.0920(5) 0.3234(5) 0.2331(2) 0.0565(13) Uani 1 d . . H321 H 0.0053(41) 0.3304(44) 0.2298(23) 0.059(10) Uiso 1 d G . H322 H 0.1227(42) 0.4039(46) 0.2219(23) 0.059(10) Uiso 1 d G . H323 H 0.1140(42) 0.3081(46) 0.2725(23) 0.059(10) Uiso 1 d G . C33 C 0.1134(4) 0.2619(6) 0.1282(2) 0.056(2) Uani 1 d . . H331 H 0.0267(44) 0.2525(43) 0.1267(25) 0.065(11) Uiso 1 d G . H332 H 0.1486(42) 0.1980(46) 0.0991(26) 0.065(11) Uiso 1 d G . H333 H 0.1417(44) 0.3371(43) 0.1165(27) 0.065(11) Uiso 1 d G . C34 C 0.0959(5) 0.1125(6) 0.2072(3) 0.0596(14) Uani 1 d . . H341 H 0.0128(44) 0.1069(52) 0.2039(24) 0.064(11) Uiso 1 d G . H342 H 0.1117(47) 0.1006(49) 0.2497(23) 0.064(11) Uiso 1 d G . H343 H 0.1336(44) 0.0593(53) 0.1863(23) 0.064(11) Uiso 1 d G . C51 C 0.4072(8) -0.1343(8) -0.1204(3) 0.099(3) Uani 1 d D . C52 C 0.4536(7) -0.2471(11) -0.1051(3) 0.113(4) Uani 1 d D . C53 C 0.3832(7) -0.3298(10) -0.0967(3) 0.110(4) Uani 1 d D . H53 H 0.4151(7) -0.4021(10) -0.0843(3) 0.132 Uiso 1 d R . C54 C 0.2643(7) -0.3231(6) -0.1048(3) 0.079(2) Uani 1 d . . H54 H 0.2167(7) -0.3902(6) -0.0999(3) 0.095 Uiso 1 d R . C55 C 0.2140(5) -0.2166(6) -0.1196(2) 0.0616(13) Uani 1 d . . H55 H 0.1316(5) -0.2086(6) -0.1241(2) 0.074 Uiso 1 d R . C56 C 0.2884(7) -0.1236(6) -0.1279(3) 0.075(2) Uani 1 d D . H56 H 0.2565(7) -0.0504(6) -0.1387(3) 0.090 Uiso 1 d R . C57 C 0.4979(10) -0.0500(10) -0.1259(5) 0.105(4) Uani 0.80 d PD . H57A H 0.5738(10) -0.0863(10) -0.1175(5) 0.158 Uiso 0.80 d PR . H57B H 0.4840(10) 0.0134(10) -0.0979(5) 0.158 Uiso 0.80 d PR . H57C H 0.4982(10) -0.0190(10) -0.1661(5) 0.158 Uiso 0.80 d PR . C58 C 0.5749(13) -0.2288(27) -0.0936(10) 0.118(20) Uani 0.20 d PD . H58A H 0.5977(13) -0.1510(27) -0.1069(10) 0.177 Uiso 0.20 d PR . H58B H 0.6215(13) -0.2872(27) -0.1146(10) 0.177 Uiso 0.20 d PR . H58C H 0.5889(13) -0.2357(27) -0.0511(10) 0.177 Uiso 0.20 d PR . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 W 0.01960(5) 0.04561(7) 0.01701(5) -0.00065(6) -0.00101(5) -0.00281(6) N1 0.0239(14) 0.054(2) 0.0203(13) 0.0004(14) -0.0005(10) 0.0042(14) N2 0.041(2) 0.059(2) 0.024(2) 0.004(2) -0.0112(13) -0.016(2) N3 0.0228(14) 0.091(3) 0.0238(15) 0.000(2) -0.0003(12) -0.010(2) C1 0.026(2) 0.035(2) 0.026(2) -0.0021(13) -0.0020(15) -0.001(2) C2 0.026(2) 0.035(2) 0.021(2) 0.0000(14) -0.0018(13) -0.0054(15) B3 0.022(2) 0.035(2) 0.023(2) -0.002(2) -0.0017(13) 0.002(2) B4 0.026(2) 0.038(2) 0.026(2) 0.001(2) 0.000(2) -0.002(2) B5 0.024(2) 0.044(2) 0.024(2) -0.001(2) 0.0039(13) 0.000(2) B6 0.030(2) 0.035(2) 0.032(2) 0.002(2) -0.006(2) 0.003(2) B7 0.029(2) 0.037(2) 0.022(2) -0.0021(15) -0.0047(14) -0.004(2) B8 0.026(2) 0.034(2) 0.030(2) 0.002(2) -0.005(2) -0.003(2) B9 0.023(2) 0.040(2) 0.033(2) 0.001(2) -0.0004(15) -0.002(2) B10 0.022(2) 0.043(2) 0.036(2) 0.001(2) 0.002(2) 0.004(2) B11 0.021(2) 0.039(2) 0.037(2) 0.001(2) -0.0064(15) -0.003(2) C11 0.035(2) 0.052(2) 0.021(2) 0.003(2) -0.0022(15) 0.002(2) C12 0.054(3) 0.052(3) 0.040(2) 0.005(2) -0.005(2) 0.014(2) C13 0.047(3) 0.060(3) 0.030(2) 0.009(2) 0.008(2) -0.001(2) C14 0.056(3) 0.067(3) 0.034(2) 0.013(2) -0.019(2) -0.004(3) C21 0.051(3) 0.043(2) 0.035(2) -0.003(2) -0.015(2) -0.002(2) C22 0.078(4) 0.058(3) 0.029(2) -0.009(2) -0.011(2) 0.004(3) C23 0.070(4) 0.069(4) 0.070(4) -0.001(3) -0.033(3) -0.015(3) C24 0.077(4) 0.082(4) 0.059(4) -0.004(3) -0.011(3) 0.029(4) C31 0.021(2) 0.090(4) 0.028(2) -0.003(2) -0.0009(14) -0.009(2) C32 0.034(2) 0.091(4) 0.044(2) -0.010(2) 0.005(2) -0.004(3) C33 0.027(2) 0.105(5) 0.037(2) -0.008(2) -0.006(2) 0.004(2) C34 0.028(2) 0.091(4) 0.060(3) -0.007(3) -0.001(3) -0.014(3) C51 0.113(6) 0.140(7) 0.045(3) -0.039(4) 0.032(4) -0.094(6) C52 0.069(4) 0.221(14) 0.048(4) 0.022(5) -0.009(3) -0.025(6) C53 0.072(5) 0.180(10) 0.079(5) 0.071(6) 0.003(4) 0.008(5) C54 0.074(4) 0.081(5) 0.081(5) 0.027(4) 0.011(4) -0.009(4) C55 0.050(3) 0.079(4) 0.056(3) 0.006(3) -0.007(2) -0.012(3) C56 0.117(6) 0.060(4) 0.049(3) -0.010(3) 0.015(4) -0.016(4) C57 0.118(9) 0.105(8) 0.094(7) -0.020(6) 0.026(7) -0.041(7) C58 0.007(8) 0.316(63) 0.031(11) -0.013(22) -0.001(7) 0.018(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag W N1 1.721(3) . ? W N2 1.949(4) . ? W N3 1.955(3) . ? W B5 2.392(4) . ? W B4 2.437(4) . ? W B3 2.507(4) . ? W C1 2.531(4) . ? W C2 2.572(4) . ? N1 C11 1.472(5) . ? N2 C21 1.472(6) . ? N2 H2N 0.88(5) . ? N3 C31 1.496(5) . ? N3 H3N 0.94(6) . ? C1 C2 1.567(5) . ? C1 B10 1.689(6) . ? C1 B5 1.693(6) . ? C1 B6 1.715(6) . ? C1 H1 0.94(5) . ? C2 B3 1.690(6) . ? C2 B7 1.703(5) . ? C2 B6 1.739(6) . ? C2 H2 0.96(4) . ? B3 B4 1.764(6) . ? B3 B8 1.787(6) . ? B3 B7 1.796(6) . ? B3 H3 1.13(4) . ? B4 B5 1.787(6) . ? B4 B8 1.790(6) . ? B4 B9 1.796(6) . ? B4 H4 1.10(4) . ? B5 B9 1.780(6) . ? B5 B10 1.795(6) . ? B5 H5 1.16(4) . ? B6 B11 1.758(7) . ? B6 B10 1.767(7) . ? B6 B7 1.769(7) . ? B6 H6 1.05(4) . ? B7 B8 1.763(6) . ? B7 B11 1.779(6) . ? B7 H7 1.09(4) . ? B8 B11 1.785(7) . ? B8 B9 1.786(7) . ? B8 H8 1.17(5) . ? B9 B10 1.780(7) . ? B9 B11 1.787(6) . ? B9 H9 1.03(6) . ? B10 B11 1.772(7) . ? B10 H10 1.10(4) . ? B11 H11 1.02(4) . ? C11 C13 1.525(6) . ? C11 C12 1.529(7) . ? C11 C14 1.538(6) . ? C12 H121 0.93(4) . ? C12 H122 1.00(4) . ? C12 H123 0.95(4) . ? C13 H131 0.94(5) . ? C13 H132 0.93(5) . ? C13 H133 0.94(5) . ? C14 H141 0.99(4) . ? C14 H142 0.96(4) . ? C14 H143 0.97(5) . ? C21 C22 1.495(7) . ? C21 C24 1.504(8) . ? C21 C23 1.538(8) . ? C22 H221 1.12(5) . ? C22 H222 1.07(5) . ? C22 H223 1.09(5) . ? C23 H23A 0.98 . ? C23 H23B 0.98 . ? C23 H23C 0.98 . ? C24 H241 1.12(6) . ? C24 H242 1.12(6) . ? C24 H243 1.06(6) . ? C31 C34 1.509(9) . ? C31 C32 1.521(7) . ? C31 C33 1.530(7) . ? C32 H321 0.99(5) . ? C32 H322 1.02(5) . ? C32 H323 0.95(5) . ? C33 H331 1.00(5) . ? C33 H332 1.07(5) . ? C33 H333 0.96(5) . ? C34 H341 0.95(5) . ? C34 H342 0.99(5) . ? C34 H343 0.89(5) . ? C51 C56 1.371(12) . ? C51 C57 1.423(10) . ? C51 C52 1.444(14) . ? C52 C53 1.259(12) . ? C52 C58 1.42(2) . ? C53 C54 1.369(10) . ? C53 H53 0.95 . ? C54 C55 1.394(9) . ? C54 H54 0.95 . ? C55 C56 1.378(9) . ? C55 H55 0.95 . ? C56 H56 0.95 . ? C57 H57A 0.98 . ? C57 H57B 0.98 . ? C57 H57C 0.98 . ? C58 H58A 0.98 . ? C58 H58B 0.98 . ? C58 H58C 0.98 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 W N2 101.7(2) . . ? N1 W N3 105.6(2) . . ? N2 W N3 99.2(2) . . ? N1 W B5 98.04(14) . . ? N2 W B5 97.7(2) . . ? N3 W B5 147.30(13) . . ? N1 W B4 88.90(15) . . ? N2 W B4 141.0(2) . . ? N3 W B4 114.0(2) . . ? B5 W B4 43.4(2) . . ? N1 W B3 120.3(2) . . ? N2 W B3 137.2(2) . . ? N3 W B3 78.58(13) . . ? B5 W B3 70.01(13) . . ? B4 W B3 41.77(14) . . ? N1 W C1 136.63(13) . . ? N2 W C1 79.37(14) . . ? N3 W C1 117.11(14) . . ? B5 W C1 40.11(14) . . ? B4 W C1 67.91(13) . . ? B3 W C1 64.80(13) . . ? N1 W C2 155.70(14) . . ? N2 W C2 98.38(14) . . ? N3 W C2 84.38(13) . . ? B5 W C2 65.56(13) . . ? B4 W C2 66.84(13) . . ? B3 W C2 38.84(13) . . ? C1 W C2 35.75(12) . . ? C11 N1 W 165.3(3) . . ? C21 N2 W 141.6(3) . . ? C21 N2 H2N 114.3(30) . . ? W N2 H2N 102.7(29) . . ? C31 N3 W 134.8(3) . . ? C31 N3 H3N 105.2(33) . . ? W N3 H3N 119.9(33) . . ? C2 C1 B10 113.2(3) . . ? C2 C1 B5 111.2(3) . . ? B10 C1 B5 64.1(3) . . ? C2 C1 B6 63.8(2) . . ? B10 C1 B6 62.5(3) . . ? B5 C1 B6 116.1(3) . . ? C2 C1 W 73.6(2) . . ? B10 C1 W 127.7(3) . . ? B5 C1 W 65.5(2) . . ? B6 C1 W 134.7(3) . . ? C2 C1 H1 116.6(28) . . ? B10 C1 H1 118.9(28) . . ? B5 C1 H1 122.3(28) . . ? B6 C1 H1 112.8(27) . . ? W C1 H1 99.0(27) . . ? C1 C2 B3 111.9(3) . . ? C1 C2 B7 111.3(3) . . ? B3 C2 B7 63.9(2) . . ? C1 C2 B6 62.2(3) . . ? B3 C2 B6 115.5(3) . . ? B7 C2 B6 61.8(3) . . ? C1 C2 W 70.7(2) . . ? B3 C2 W 68.5(2) . . ? B7 C2 W 129.0(3) . . ? B6 C2 W 130.5(3) . . ? C1 C2 H2 118.7(25) . . ? B3 C2 H2 123.7(25) . . ? B7 C2 H2 114.5(26) . . ? B6 C2 H2 108.8(26) . . ? W C2 H2 106.3(26) . . ? C2 B3 B4 106.1(3) . . ? C2 B3 B8 103.7(3) . . ? B4 B3 B8 60.5(2) . . ? C2 B3 B7 58.4(2) . . ? B4 B3 B7 108.6(3) . . ? B8 B3 B7 59.0(2) . . ? C2 B3 W 72.7(2) . . ? B4 B3 W 67.0(2) . . ? B8 B3 W 124.0(2) . . ? B7 B3 W 127.8(3) . . ? C2 B3 H3 120.4(21) . . ? B4 B3 H3 128.2(21) . . ? B8 B3 H3 121.8(22) . . ? B7 B3 H3 114.2(21) . . ? W B3 H3 105.1(22) . . ? B3 B4 B5 104.7(3) . . ? B3 B4 B8 60.4(2) . . ? B5 B4 B8 106.3(3) . . ? B3 B4 B9 107.2(3) . . ? B5 B4 B9 59.6(3) . . ? B8 B4 B9 59.8(2) . . ? B3 B4 W 71.2(2) . . ? B5 B4 W 66.9(2) . . ? B8 B4 W 127.8(3) . . ? B9 B4 W 124.2(3) . . ? B3 B4 H4 133.2(21) . . ? B5 B4 H4 117.2(22) . . ? B8 B4 H4 120.7(21) . . ? B9 B4 H4 111.3(20) . . ? W B4 H4 106.0(20) . . ? C1 B5 B9 103.7(3) . . ? C1 B5 B4 105.8(3) . . ? B9 B5 B4 60.5(3) . . ? C1 B5 B10 57.8(3) . . ? B9 B5 B10 59.7(2) . . ? B4 B5 B10 108.9(3) . . ? C1 B5 W 74.4(2) . . ? B9 B5 W 127.6(3) . . ? B4 B5 W 69.6(2) . . ? B10 B5 W 130.3(3) . . ? C1 B5 H5 112.4(20) . . ? B9 B5 H5 124.6(20) . . ? B4 B5 H5 137.1(20) . . ? B10 B5 H5 107.6(20) . . ? W B5 H5 102.3(20) . . ? C1 B6 C2 53.9(2) . . ? C1 B6 B11 103.5(3) . . ? C2 B6 B11 103.8(3) . . ? C1 B6 B10 58.0(3) . . ? C2 B6 B10 101.7(3) . . ? B11 B6 B10 60.3(3) . . ? C1 B6 B7 101.7(3) . . ? C2 B6 B7 58.1(2) . . ? B11 B6 B7 60.6(3) . . ? B10 B6 B7 107.6(3) . . ? C1 B6 H6 121.2(23) . . ? C2 B6 H6 119.0(23) . . ? B11 B6 H6 130.4(22) . . ? B10 B6 H6 126.5(23) . . ? B7 B6 H6 122.6(23) . . ? C2 B7 B8 104.2(3) . . ? C2 B7 B6 60.1(2) . . ? B8 B7 B6 108.8(3) . . ? C2 B7 B11 104.4(3) . . ? B8 B7 B11 60.5(3) . . ? B6 B7 B11 59.4(3) . . ? C2 B7 B3 57.7(2) . . ? B8 B7 B3 60.3(2) . . ? B6 B7 B3 109.0(3) . . ? B11 B7 B3 108.3(3) . . ? C2 B7 H7 122.1(25) . . ? B8 B7 H7 124.6(24) . . ? B6 B7 H7 119.5(24) . . ? B11 B7 H7 124.9(25) . . ? B3 B7 H7 120.5(25) . . ? B7 B8 B11 60.2(2) . . ? B7 B8 B9 107.8(3) . . ? B11 B8 B9 60.1(3) . . ? B7 B8 B3 60.8(2) . . ? B11 B8 B3 108.4(3) . . ? B9 B8 B3 106.6(3) . . ? B7 B8 B4 108.8(3) . . ? B11 B8 B4 109.2(3) . . ? B9 B8 B4 60.3(2) . . ? B3 B8 B4 59.1(2) . . ? B7 B8 H8 122.7(23) . . ? B11 B8 H8 127.4(23) . . ? B9 B8 H8 124.4(23) . . ? B3 B8 H8 116.9(23) . . ? B4 B8 H8 116.1(23) . . ? B10 B9 B5 60.6(3) . . ? B10 B9 B8 107.3(3) . . ? B5 B9 B8 106.8(3) . . ? B10 B9 B11 59.6(3) . . ? B5 B9 B11 107.8(3) . . ? B8 B9 B11 59.9(3) . . ? B10 B9 B4 109.1(3) . . ? B5 B9 B4 60.0(2) . . ? B8 B9 B4 59.9(2) . . ? B11 B9 B4 108.9(3) . . ? B10 B9 H9 122.8(31) . . ? B5 B9 H9 124.3(33) . . ? B8 B9 H9 120.4(32) . . ? B11 B9 H9 120.3(32) . . ? B4 B9 H9 120.8(31) . . ? C1 B10 B6 59.5(2) . . ? C1 B10 B11 104.1(3) . . ? B6 B10 B11 59.6(3) . . ? C1 B10 B9 103.9(3) . . ? B6 B10 B9 108.5(3) . . ? B11 B10 B9 60.4(3) . . ? C1 B10 B5 58.1(2) . . ? B6 B10 B5 108.6(3) . . ? B11 B10 B5 107.8(3) . . ? B9 B10 B5 59.7(3) . . ? C1 B10 H10 119.3(21) . . ? B6 B10 H10 122.8(21) . . ? B11 B10 H10 129.9(21) . . ? B9 B10 H10 124.2(21) . . ? B5 B10 H10 115.6(21) . . ? B6 B11 B10 60.1(3) . . ? B6 B11 B7 60.0(3) . . ? B10 B11 B7 106.9(3) . . ? B6 B11 B8 108.3(3) . . ? B10 B11 B8 107.7(3) . . ? B7 B11 B8 59.3(2) . . ? B6 B11 B9 108.6(3) . . ? B10 B11 B9 60.0(3) . . ? B7 B11 B9 107.0(3) . . ? B8 B11 B9 60.0(3) . . ? B6 B11 H11 120.8(25) . . ? B10 B11 H11 123.2(23) . . ? B7 B11 H11 121.3(22) . . ? B8 B11 H11 121.3(25) . . ? B9 B11 H11 122.7(23) . . ? N1 C11 C13 108.0(3) . . ? N1 C11 C12 108.6(3) . . ? C13 C11 C12 110.8(4) . . ? N1 C11 C14 110.7(4) . . ? C13 C11 C14 109.4(4) . . ? C12 C11 C14 109.4(4) . . ? C11 C12 H121 113.3(32) . . ? C11 C12 H122 110.8(27) . . ? H121 C12 H122 106.7(30) . . ? C11 C12 H123 110.2(31) . . ? H121 C12 H123 110.4(35) . . ? H122 C12 H123 105.0(32) . . ? C11 C13 H131 108.7(34) . . ? C11 C13 H132 104.5(35) . . ? H131 C13 H132 108.8(38) . . ? C11 C13 H133 116.9(35) . . ? H131 C13 H133 108.4(37) . . ? H132 C13 H133 109.3(38) . . ? C11 C14 H141 106.3(32) . . ? C11 C14 H142 106.4(31) . . ? H141 C14 H142 111.5(35) . . ? C11 C14 H143 108.4(31) . . ? H141 C14 H143 110.7(32) . . ? H142 C14 H143 113.1(37) . . ? N2 C21 C22 111.8(4) . . ? N2 C21 C24 108.1(4) . . ? C22 C21 C24 112.9(5) . . ? N2 C21 C23 106.6(4) . . ? C22 C21 C23 108.3(4) . . ? C24 C21 C23 108.9(5) . . ? C21 C22 H221 111.8(34) . . ? C21 C22 H222 114.1(34) . . ? H221 C22 H222 108.7(36) . . ? C21 C22 H223 103.4(33) . . ? H221 C22 H223 107.4(36) . . ? H222 C22 H223 111.1(37) . . ? C21 C23 H23A 109.5(3) . . ? C21 C23 H23B 109.5(3) . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5(3) . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H241 104.7(38) . . ? C21 C24 H242 115.0(39) . . ? H241 C24 H242 106.5(42) . . ? C21 C24 H243 109.0(41) . . ? H241 C24 H243 110.9(45) . . ? H242 C24 H243 110.6(43) . . ? N3 C31 C34 107.3(5) . . ? N3 C31 C32 107.7(4) . . ? C34 C31 C32 110.9(4) . . ? N3 C31 C33 111.1(3) . . ? C34 C31 C33 110.1(4) . . ? C32 C31 C33 109.7(5) . . ? C31 C32 H321 112.8(32) . . ? C31 C32 H322 110.4(32) . . ? H321 C32 H322 104.4(35) . . ? C31 C32 H323 110.3(35) . . ? H321 C32 H323 110.4(38) . . ? H322 C32 H323 108.2(38) . . ? C31 C33 H331 103.0(34) . . ? C31 C33 H332 110.4(33) . . ? H331 C33 H332 106.2(34) . . ? C31 C33 H333 113.2(37) . . ? H331 C33 H333 115.0(39) . . ? H332 C33 H333 108.8(36) . . ? C31 C34 H341 113.3(37) . . ? C31 C34 H342 106.3(34) . . ? H341 C34 H342 104.4(39) . . ? C31 C34 H343 109.5(40) . . ? H341 C34 H343 113.2(44) . . ? H342 C34 H343 109.8(42) . . ? C56 C51 C57 130.3(10) . . ? C56 C51 C52 118.2(6) . . ? C57 C51 C52 111.5(9) . . ? C53 C52 C58 134.8(14) . . ? C53 C52 C51 118.8(8) . . ? C58 C52 C51 105.5(13) . . ? C52 C53 C54 124.7(9) . . ? C52 C53 H53 117.4(6) . . ? C54 C53 H53 117.9(5) . . ? C53 C54 C55 119.2(7) . . ? C53 C54 H54 120.4(5) . . ? C55 C54 H54 120.4(4) . . ? C56 C55 C54 117.5(6) . . ? C56 C55 H55 121.3(4) . . ? C54 C55 H55 121.2(4) . . ? C51 C56 C55 121.5(7) . . ? C51 C56 H56 119.4(5) . . ? C55 C56 H56 119.2(4) . . ? C51 C57 H57A 109.6(7) . . ? C51 C57 H57B 109.4(5) . . ? H57A C57 H57B 109.5 . . ? C51 C57 H57C 109.4(6) . . ? H57A C57 H57C 109.5 . . ? H57B C57 H57C 109.5 . . ? C52 C58 H58A 109.7(12) . . ? C52 C58 H58B 109.7(12) . . ? H58A C58 H58B 109.5 . . ? C52 C58 H58C 109.0(10) . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? _refine_diff_density_max 1.541 _refine_diff_density_min -0.950 _refine_diff_density_rms 0.088 #===END data_2 _database_code_CSD 156703 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C18 H39 B9 N2 O W' _chemical_formula_weight 580.65 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'W' 'W' -0.8490 6.8722 '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' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P2(1)/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.053(2) _cell_length_b 11.859(2) _cell_length_c 20.074(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.016(4) _cell_angle_gamma 90.00 _cell_volume 2631.3(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 364 _cell_measurement_theta_min 13.65 _cell_measurement_theta_max 19.79 _exptl_crystal_description 'rectangular prism' _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.466 _exptl_crystal_density_method ? _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 4.403 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.420 _exptl_absorpt_correction_T_max 0.526 _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 'Siemens SMART-CCD' _diffrn_measurement_method /w _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29490 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0218 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 27.49 _reflns_number_total 6033 _reflns_number_observed 5314 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens SMART (Siemens, 1995)' _computing_cell_refinement 'Siemens SMART (Siemens, 1995)' _computing_data_reduction 'Siemens SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'SHELXTL-NT V5.1 (Bruker, 1998)' _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 7 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0086P)^2^+2.7757P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6026 _refine_ls_number_parameters 436 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0252 _refine_ls_R_factor_obs 0.0184 _refine_ls_wR_factor_all 0.0397 _refine_ls_wR_factor_obs 0.0365 _refine_ls_goodness_of_fit_all 1.145 _refine_ls_goodness_of_fit_obs 1.135 _refine_ls_restrained_S_all 1.153 _refine_ls_restrained_S_obs 1.135 _refine_ls_shift/esd_max 0.003 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 0.485 _refine_diff_density_min -1.282 _refine_diff_density_rms 0.093 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group W1 W 0.635519(8) 0.774231(8) 0.643252(5) 0.01415(3) Uani 1 d . . O1 O 0.60916(14) 0.89942(14) 0.58321(8) 0.0190(4) Uani 1 d . . N1 N 0.7206(2) 0.6804(2) 0.59767(10) 0.0206(4) Uani 1 d . . N2 N 0.7548(2) 0.8323(2) 0.70424(11) 0.0198(4) Uani 1 d . . H2N H 0.7259(26) 0.8669(25) 0.7382(15) 0.025(8) Uiso 1 d . . C1 C 0.4150(2) 0.8083(2) 0.64527(13) 0.0195(5) Uani 1 d . . H1 H 0.4110(24) 0.8653(23) 0.6127(13) 0.020(7) Uiso 1 d . . C2 C 0.4656(2) 0.8435(2) 0.71590(12) 0.0173(5) Uani 1 d . . H2 H 0.4829(27) 0.9198(27) 0.7213(15) 0.033(8) Uiso 1 d . . B3 B 0.5389(2) 0.7376(2) 0.75322(14) 0.0192(5) Uani 1 d . . H3 H 0.6035(26) 0.7561(23) 0.7926(15) 0.029(8) Uiso 1 d . . B4 B 0.5301(2) 0.6219(2) 0.69650(15) 0.0197(6) Uani 1 d . . H4 H 0.5892(24) 0.5514(23) 0.6971(14) 0.023(7) Uiso 1 d . . B5 B 0.4497(2) 0.6752(3) 0.62560(14) 0.0208(6) Uani 1 d . . H5 H 0.4566(23) 0.6515(22) 0.5750(13) 0.018(7) Uiso 1 d . . B6 B 0.3891(2) 0.7759(3) 0.77857(14) 0.0199(5) Uani 1 d . . H6 H 0.3795(23) 0.8199(23) 0.8246(13) 0.019(7) Uiso 1 d . . B7 B 0.4272(2) 0.6339(2) 0.76560(15) 0.0204(6) Uani 1 d . . H7 H 0.4324(25) 0.5743(24) 0.8066(14) 0.028(8) Uiso 1 d . . B8 B 0.3721(3) 0.5927(3) 0.6858(2) 0.0243(6) Uani 1 d . . H8 H 0.3412(25) 0.5061(24) 0.6755(14) 0.026(8) Uiso 1 d . . B9 B 0.3009(2) 0.7133(3) 0.6500(2) 0.0248(6) Uani 1 d . . H9 H 0.2279(28) 0.7109(25) 0.6134(16) 0.037(9) Uiso 1 d . . B10 B 0.3110(2) 0.8257(3) 0.7083(2) 0.0227(6) Uani 1 d . . H10 H 0.2536(24) 0.8997(23) 0.7100(13) 0.021(7) Uiso 1 d . . B11 B 0.2853(2) 0.6865(3) 0.7367(2) 0.0224(6) Uani 1 d . . H11 H 0.1956(26) 0.6677(25) 0.7559(15) 0.032(8) Uiso 1 d . . C11 C 0.7718(2) 0.5867(2) 0.55797(15) 0.0299(6) Uani 1 d . . C12 C 0.8485(4) 0.6370(4) 0.5027(2) 0.0466(9) Uani 1 d . . H12A H 0.8905(34) 0.5771(32) 0.4757(19) 0.057(11) Uiso 1 d . . H12B H 0.9128(33) 0.6810(31) 0.5209(17) 0.046(10) Uiso 1 d . . H12C H 0.8009(34) 0.6865(33) 0.4749(19) 0.057(11) Uiso 1 d . . C13 C 0.8467(3) 0.5109(3) 0.6036(2) 0.0394(8) Uani 1 d . . H13A H 0.8741(30) 0.4476(29) 0.5778(17) 0.043(9) Uiso 1 d . . H13B H 0.7991(30) 0.4829(28) 0.6397(17) 0.039(9) Uiso 1 d . . H13C H 0.9130(32) 0.5502(29) 0.6201(17) 0.045(10) Uiso 1 d . . C14 C 0.6663(3) 0.5179(3) 0.5293(2) 0.0460(9) Uani 1 d . . H14A H 0.6949(29) 0.4555(28) 0.5021(16) 0.039(9) Uiso 1 d . . H14B H 0.6209(29) 0.5655(27) 0.4976(16) 0.036(9) Uiso 1 d . . H14C H 0.6105(36) 0.4883(32) 0.5631(20) 0.059(12) Uiso 1 d . . C21 C 0.8847(2) 0.8101(2) 0.72078(13) 0.0237(5) Uani 1 d . . C22 C 0.9302(3) 0.9095(3) 0.7623(2) 0.0389(8) Uani 1 d . . H22A H 1.0129(32) 0.8970(28) 0.7768(16) 0.046(10) Uiso 1 d . . H22B H 0.8840(31) 0.9137(28) 0.8027(18) 0.043(10) Uiso 1 d . . H22C H 0.9205(33) 0.9806(33) 0.7381(19) 0.056(11) Uiso 1 d . . C23 C 0.8914(3) 0.7015(3) 0.7614(2) 0.0376(8) Uani 1 d . . H23A H 0.9738(33) 0.6846(29) 0.7719(17) 0.048(10) Uiso 1 d . . H23B H 0.8580(32) 0.6422(30) 0.7396(18) 0.045(10) Uiso 1 d . . H23C H 0.8443(33) 0.7087(29) 0.8039(18) 0.049(10) Uiso 1 d . . C24 C 0.9590(3) 0.8014(3) 0.6577(2) 0.0324(7) Uani 1 d . . H24A H 1.0358(31) 0.7927(26) 0.6716(16) 0.036(9) Uiso 1 d . . H24B H 0.9521(30) 0.8702(30) 0.6340(17) 0.043(10) Uiso 1 d . . H24C H 0.9337(34) 0.7349(31) 0.6307(19) 0.055(11) Uiso 1 d . . C31 C 0.6759(2) 0.9287(2) 0.52733(12) 0.0179(5) Uani 1 d . . C32 C 0.6383(2) 0.8870(2) 0.46537(12) 0.0219(5) Uani 1 d . . C33 C 0.7081(2) 0.9143(2) 0.40969(13) 0.0261(6) Uani 1 d . . H33 H 0.6825(26) 0.8872(24) 0.3688(15) 0.027(8) Uiso 1 d . . C34 C 0.8105(2) 0.9809(3) 0.41537(14) 0.0285(6) Uani 1 d . . H34 H 0.8576(26) 0.9965(25) 0.3788(15) 0.029(8) Uiso 1 d . . C35 C 0.8409(2) 1.0267(2) 0.47639(14) 0.0256(6) Uani 1 d . . H35 H 0.9100(28) 1.0740(26) 0.4804(15) 0.033(8) Uiso 1 d . . C36 C 0.7734(2) 1.0036(2) 0.53331(13) 0.0207(5) Uani 1 d . . C37 C 0.8008(3) 1.0622(2) 0.59803(14) 0.0265(6) Uani 1 d . . H37A H 0.8881(32) 1.0898(29) 0.5969(17) 0.050(10) Uiso 1 d . . H37B H 0.7895(27) 1.0119(27) 0.6360(16) 0.036(9) Uiso 1 d . . H37C H 0.7535(31) 1.1291(30) 0.6035(17) 0.047(10) Uiso 1 d . . C38 C 0.5257(3) 0.8173(3) 0.4590(2) 0.0303(6) Uani 1 d . . H38A H 0.4627(34) 0.8549(31) 0.4782(18) 0.052(11) Uiso 1 d . . H38B H 0.5361(39) 0.7420(38) 0.4775(22) 0.076(14) Uiso 1 d . . H38C H 0.5076(34) 0.8018(31) 0.4158(20) 0.057(11) Uiso 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 W1 0.01130(4) 0.01463(5) 0.01650(5) 0.00077(4) 0.00149(3) -0.00025(4) O1 0.0174(8) 0.0211(9) 0.0184(9) 0.0033(7) 0.0026(7) -0.0010(7) N1 0.0161(9) 0.0213(10) 0.0243(11) 0.0009(9) 0.0041(8) -0.0001(8) N2 0.0139(9) 0.0217(11) 0.0237(11) -0.0014(9) 0.0009(8) -0.0010(8) C1 0.0127(11) 0.0226(13) 0.0234(13) 0.0069(10) 0.0010(9) 0.0014(9) C2 0.0166(11) 0.0132(12) 0.0220(13) 0.0000(9) 0.0027(9) 0.0006(9) B3 0.0169(12) 0.0217(14) 0.0191(13) 0.0026(11) 0.0001(10) 0.0001(11) B4 0.0180(13) 0.0149(13) 0.026(2) 0.0028(11) 0.0058(11) 0.0010(10) B5 0.0181(13) 0.0227(14) 0.0216(15) -0.0016(12) 0.0018(11) -0.0054(11) B6 0.0202(13) 0.0179(13) 0.0215(14) 0.0024(12) 0.0053(10) 0.0018(11) B7 0.0178(13) 0.0172(14) 0.026(2) 0.0046(11) 0.0063(11) 0.0008(10) B8 0.0215(14) 0.0208(15) 0.031(2) -0.0034(12) 0.0065(12) -0.0072(11) B9 0.0147(12) 0.032(2) 0.027(2) 0.0006(13) 0.0008(11) -0.0052(11) B10 0.0169(13) 0.0235(15) 0.028(2) 0.0064(13) 0.0045(11) 0.0041(11) B11 0.0157(13) 0.0234(14) 0.028(2) 0.0019(12) 0.0051(11) -0.0029(11) C11 0.0267(14) 0.029(2) 0.034(2) -0.0097(12) 0.0034(12) 0.0067(11) C12 0.049(2) 0.052(2) 0.038(2) -0.004(2) 0.018(2) 0.014(2) C13 0.034(2) 0.029(2) 0.056(2) -0.007(2) 0.001(2) 0.0126(14) C14 0.039(2) 0.041(2) 0.058(2) -0.028(2) -0.007(2) 0.010(2) C21 0.0120(11) 0.0286(14) 0.0304(14) 0.0010(11) -0.0029(10) 0.0002(10) C22 0.0224(15) 0.045(2) 0.049(2) -0.015(2) -0.0097(14) -0.0020(13) C23 0.0245(15) 0.043(2) 0.046(2) 0.017(2) -0.0036(14) 0.0043(13) C24 0.0153(13) 0.038(2) 0.044(2) -0.0006(14) 0.0062(12) -0.0022(11) C31 0.0168(11) 0.0191(12) 0.0177(12) 0.0045(9) 0.0022(9) 0.0032(9) C32 0.0218(12) 0.0238(13) 0.0202(13) 0.0042(10) -0.0032(10) 0.0030(10) C33 0.0295(14) 0.0321(15) 0.0167(13) 0.0026(11) -0.0012(11) 0.0035(11) C34 0.0254(13) 0.038(2) 0.0224(14) 0.0083(12) 0.0066(11) 0.0025(12) C35 0.0205(13) 0.0271(14) 0.0293(15) 0.0080(11) 0.0014(11) -0.0034(11) C36 0.0187(12) 0.0211(13) 0.0221(13) 0.0037(10) 0.0002(10) 0.0002(9) C37 0.0287(14) 0.0249(15) 0.0259(15) -0.0003(12) 0.0018(11) -0.0079(12) C38 0.0305(15) 0.037(2) 0.0231(15) 0.0011(13) -0.0057(12) -0.0072(13) _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 W1 N1 1.720(2) . ? W1 N2 1.926(2) . ? W1 O1 1.934(2) . ? W1 B5 2.392(3) . ? W1 B4 2.401(3) . ? W1 C1 2.471(2) . ? W1 B3 2.491(3) . ? W1 C2 2.516(2) . ? O1 C31 1.387(3) . ? N1 C11 1.481(3) . ? N2 C21 1.497(3) . ? N2 H2N 0.86(3) . ? C1 C2 1.580(3) . ? C1 B5 1.672(4) . ? C1 B9 1.693(4) . ? C1 B10 1.722(4) . ? C1 H1 0.94(3) . ? C2 B3 1.672(4) . ? C2 B6 1.715(4) . ? C2 B10 1.728(4) . ? C2 H2 0.93(3) . ? B3 B7 1.760(4) . ? B3 B4 1.786(4) . ? B3 B6 1.791(4) . ? B3 H3 1.09(3) . ? B4 B5 1.792(4) . ? B4 B8 1.794(4) . ? B4 B7 1.799(4) . ? B4 H4 1.06(3) . ? B5 B9 1.775(4) . ? B5 B8 1.776(4) . ? B5 H5 1.06(3) . ? B6 B7 1.755(4) . ? B6 B10 1.757(4) . ? B6 B11 1.773(4) . ? B6 H6 1.07(3) . ? B7 B8 1.783(4) . ? B7 B11 1.785(4) . ? B7 H7 1.09(3) . ? B8 B9 1.783(5) . ? B8 B11 1.790(4) . ? B8 H8 1.10(3) . ? B9 B10 1.777(5) . ? B9 B11 1.777(4) . ? B9 H9 1.09(3) . ? B10 B11 1.770(4) . ? B10 H10 1.08(3) . ? B11 H11 1.09(3) . ? C11 C12 1.518(5) . ? C11 C13 1.527(4) . ? C11 C14 1.534(4) . ? C12 H12A 1.01(4) . ? C12 H12B 0.95(4) . ? C12 H12C 0.97(4) . ? C13 H13A 0.96(4) . ? C13 H13B 0.96(3) . ? C13 H13C 0.93(4) . ? C14 H14A 0.97(3) . ? C14 H14B 0.99(3) . ? C14 H14C 0.98(4) . ? C21 C24 1.513(4) . ? C21 C23 1.526(4) . ? C21 C22 1.529(4) . ? C22 H22A 0.97(3) . ? C22 H22B 0.96(4) . ? C22 H22C 0.98(4) . ? C23 H23A 0.96(4) . ? C23 H23B 0.91(4) . ? C23 H23C 1.00(4) . ? C24 H24A 0.90(3) . ? C24 H24B 0.95(4) . ? C24 H24C 1.00(4) . ? C31 C32 1.402(3) . ? C31 C36 1.402(3) . ? C32 C33 1.396(4) . ? C32 C38 1.499(4) . ? C33 C34 1.385(4) . ? C33 H33 0.93(3) . ? C34 C35 1.381(4) . ? C34 H34 0.92(3) . ? C35 C36 1.391(4) . ? C35 H35 0.95(3) . ? C36 C37 1.504(4) . ? C37 H37A 1.02(4) . ? C37 H37B 0.98(3) . ? C37 H37C 0.96(4) . ? C38 H38A 0.91(4) . ? C38 H38B 0.97(5) . ? C38 H38C 0.91(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 W1 N2 101.25(9) . . ? N1 W1 O1 104.30(9) . . ? N2 W1 O1 102.99(8) . . ? N1 W1 B5 94.19(10) . . ? N2 W1 B5 148.99(9) . . ? O1 W1 B5 98.94(9) . . ? N1 W1 B4 90.90(10) . . ? N2 W1 B4 108.55(10) . . ? O1 W1 B4 141.43(8) . . ? B5 W1 B4 43.92(10) . . ? N1 W1 C1 130.82(9) . . ? N2 W1 C1 127.31(9) . . ? O1 W1 C1 74.72(8) . . ? B5 W1 C1 40.17(9) . . ? B4 W1 C1 68.70(9) . . ? N1 W1 B3 126.38(10) . . ? N2 W1 B3 78.02(9) . . ? O1 W1 B3 128.44(8) . . ? B5 W1 B3 71.18(10) . . ? B4 W1 B3 42.77(10) . . ? C1 W1 B3 65.85(9) . . ? N1 W1 C2 158.08(9) . . ? N2 W1 C2 91.48(9) . . ? O1 W1 C2 89.89(7) . . ? B5 W1 C2 66.75(9) . . ? B4 W1 C2 67.99(9) . . ? C1 W1 C2 36.93(8) . . ? B3 W1 C2 39.02(8) . . ? C31 O1 W1 128.03(14) . . ? C11 N1 W1 168.8(2) . . ? C21 N2 W1 137.3(2) . . ? C21 N2 H2N 105.4(19) . . ? W1 N2 H2N 114.9(19) . . ? C2 C1 B5 112.4(2) . . ? C2 C1 B9 112.9(2) . . ? B5 C1 B9 63.7(2) . . ? C2 C1 B10 63.0(2) . . ? B5 C1 B10 116.1(2) . . ? B9 C1 B10 62.7(2) . . ? C2 C1 W1 73.08(12) . . ? B5 C1 W1 67.36(12) . . ? B9 C1 W1 128.8(2) . . ? B10 C1 W1 133.7(2) . . ? C2 C1 H1 116.7(17) . . ? B5 C1 H1 121.6(17) . . ? B9 C1 H1 118.8(16) . . ? B10 C1 H1 113.1(17) . . ? W1 C1 H1 98.7(16) . . ? C1 C2 B3 112.0(2) . . ? C1 C2 B6 111.1(2) . . ? B3 C2 B6 63.8(2) . . ? C1 C2 B10 62.5(2) . . ? B3 C2 B10 115.3(2) . . ? B6 C2 B10 61.3(2) . . ? C1 C2 W1 69.98(12) . . ? B3 C2 W1 69.66(12) . . ? B6 C2 W1 129.8(2) . . ? B10 C2 W1 130.3(2) . . ? C1 C2 H2 115.7(18) . . ? B3 C2 H2 125.3(18) . . ? B6 C2 H2 118.1(19) . . ? B10 C2 H2 109.4(18) . . ? W1 C2 H2 103.4(19) . . ? C2 B3 B7 104.4(2) . . ? C2 B3 B4 105.4(2) . . ? B7 B3 B4 61.0(2) . . ? C2 B3 B6 59.24(15) . . ? B7 B3 B6 59.2(2) . . ? B4 B3 B6 109.0(2) . . ? C2 B3 W1 71.32(13) . . ? B7 B3 W1 123.2(2) . . ? B4 B3 W1 65.94(13) . . ? B6 B3 W1 127.2(2) . . ? C2 B3 H3 119.5(15) . . ? B7 B3 H3 119.9(15) . . ? B4 B3 H3 130.9(15) . . ? B6 B3 H3 110.4(15) . . ? W1 B3 H3 109.2(16) . . ? B3 B4 B5 105.2(2) . . ? B3 B4 B8 106.2(2) . . ? B5 B4 B8 59.4(2) . . ? B3 B4 B7 58.8(2) . . ? B5 B4 B7 105.7(2) . . ? B8 B4 B7 59.5(2) . . ? B3 B4 W1 71.29(13) . . ? B5 B4 W1 67.77(13) . . ? B8 B4 W1 124.4(2) . . ? B7 B4 W1 126.2(2) . . ? B3 B4 H4 124.4(15) . . ? B5 B4 H4 126.2(15) . . ? B8 B4 H4 116.6(15) . . ? B7 B4 H4 116.3(15) . . ? W1 B4 H4 107.4(15) . . ? C1 B5 B9 58.8(2) . . ? C1 B5 B8 104.4(2) . . ? B9 B5 B8 60.3(2) . . ? C1 B5 B4 105.0(2) . . ? B9 B5 B4 109.2(2) . . ? B8 B5 B4 60.3(2) . . ? C1 B5 W1 72.47(13) . . ? B9 B5 W1 129.0(2) . . ? B8 B5 W1 125.8(2) . . ? B4 B5 W1 68.31(12) . . ? C1 B5 H5 119.7(14) . . ? B9 B5 H5 113.6(14) . . ? B8 B5 H5 122.8(14) . . ? B4 B5 H5 129.3(14) . . ? W1 B5 H5 102.2(14) . . ? C2 B6 B7 102.8(2) . . ? C2 B6 B10 59.7(2) . . ? B7 B6 B10 108.8(2) . . ? C2 B6 B11 104.5(2) . . ? B7 B6 B11 60.8(2) . . ? B10 B6 B11 60.2(2) . . ? C2 B6 B3 56.93(14) . . ? B7 B6 B3 59.5(2) . . ? B10 B6 B3 108.1(2) . . ? B11 B6 B3 108.2(2) . . ? C2 B6 H6 117.1(15) . . ? B7 B6 H6 128.4(14) . . ? B10 B6 H6 118.9(14) . . ? B11 B6 H6 129.7(14) . . ? B3 B6 H6 117.5(14) . . ? B6 B7 B3 61.3(2) . . ? B6 B7 B8 108.3(2) . . ? B3 B7 B8 107.7(2) . . ? B6 B7 B11 60.1(2) . . ? B3 B7 B11 109.1(2) . . ? B8 B7 B11 60.2(2) . . ? B6 B7 B4 110.0(2) . . ? B3 B7 B4 60.2(2) . . ? B8 B7 B4 60.1(2) . . ? B11 B7 B4 109.4(2) . . ? B6 B7 H7 121.6(15) . . ? B3 B7 H7 121.7(15) . . ? B8 B7 H7 121.3(15) . . ? B11 B7 H7 121.3(15) . . ? B4 B7 H7 120.0(15) . . ? B5 B8 B7 107.1(2) . . ? B5 B8 B9 59.8(2) . . ? B7 B8 B9 107.0(2) . . ? B5 B8 B11 107.8(2) . . ? B7 B8 B11 59.9(2) . . ? B9 B8 B11 59.6(2) . . ? B5 B8 B4 60.3(2) . . ? B7 B8 B4 60.4(2) . . ? B9 B8 B4 108.8(2) . . ? B11 B8 B4 109.5(2) . . ? B5 B8 H8 122.4(15) . . ? B7 B8 H8 122.1(15) . . ? B9 B8 H8 122.4(15) . . ? B11 B8 H8 121.4(15) . . ? B4 B8 H8 120.3(15) . . ? C1 B9 B5 57.6(2) . . ? C1 B9 B10 59.4(2) . . ? B5 B9 B10 108.3(2) . . ? C1 B9 B11 104.3(2) . . ? B5 B9 B11 108.4(2) . . ? B10 B9 B11 59.7(2) . . ? C1 B9 B8 103.2(2) . . ? B5 B9 B8 59.9(2) . . ? B10 B9 B8 108.0(2) . . ? B11 B9 B8 60.4(2) . . ? C1 B9 H9 121.9(16) . . ? B5 B9 H9 119.4(17) . . ? B10 B9 H9 120.6(16) . . ? B11 B9 H9 125.7(17) . . ? B8 B9 H9 125.2(16) . . ? C1 B10 C2 54.53(14) . . ? C1 B10 B6 102.8(2) . . ? C2 B10 B6 58.95(15) . . ? C1 B10 B11 103.4(2) . . ? C2 B10 B11 104.1(2) . . ? B6 B10 B11 60.4(2) . . ? C1 B10 B9 57.9(2) . . ? C2 B10 B9 102.2(2) . . ? B6 B10 B9 107.9(2) . . ? B11 B10 B9 60.1(2) . . ? C1 B10 H10 120.8(14) . . ? C2 B10 H10 118.5(14) . . ? B6 B10 H10 122.3(14) . . ? B11 B10 H10 130.6(14) . . ? B9 B10 H10 126.3(14) . . ? B10 B11 B6 59.4(2) . . ? B10 B11 B9 60.1(2) . . ? B6 B11 B9 107.1(2) . . ? B10 B11 B7 106.8(2) . . ? B6 B11 B7 59.1(2) . . ? B9 B11 B7 107.2(2) . . ? B10 B11 B8 108.0(2) . . ? B6 B11 B8 107.2(2) . . ? B9 B11 B8 60.0(2) . . ? B7 B11 B8 59.8(2) . . ? B10 B11 H11 116.9(16) . . ? B6 B11 H11 123.1(16) . . ? B9 B11 H11 118.2(16) . . ? B7 B11 H11 127.9(16) . . ? B8 B11 H11 124.3(16) . . ? N1 C11 C12 108.1(2) . . ? N1 C11 C13 109.1(2) . . ? C12 C11 C13 111.5(3) . . ? N1 C11 C14 108.1(2) . . ? C12 C11 C14 111.1(3) . . ? C13 C11 C14 108.9(3) . . ? C11 C12 H12A 111.9(22) . . ? C11 C12 H12B 110.7(21) . . ? H12A C12 H12B 104.4(29) . . ? C11 C12 H12C 111.0(23) . . ? H12A C12 H12C 111.5(31) . . ? H12B C12 H12C 107.1(31) . . ? C11 C13 H13A 107.9(20) . . ? C11 C13 H13B 111.2(20) . . ? H13A C13 H13B 108.2(28) . . ? C11 C13 H13C 110.3(21) . . ? H13A C13 H13C 109.7(29) . . ? H13B C13 H13C 109.6(29) . . ? C11 C14 H14A 111.6(19) . . ? C11 C14 H14B 108.9(19) . . ? H14A C14 H14B 103.7(26) . . ? C11 C14 H14C 114.1(23) . . ? H14A C14 H14C 108.7(29) . . ? H14B C14 H14C 109.3(29) . . ? N2 C21 C24 110.3(2) . . ? N2 C21 C23 108.2(2) . . ? C24 C21 C23 111.3(3) . . ? N2 C21 C22 107.5(2) . . ? C24 C21 C22 109.3(2) . . ? C23 C21 C22 110.1(3) . . ? C21 C22 H22A 110.8(20) . . ? C21 C22 H22B 109.0(21) . . ? H22A C22 H22B 104.8(27) . . ? C21 C22 H22C 110.9(22) . . ? H22A C22 H22C 112.6(30) . . ? H22B C22 H22C 108.5(29) . . ? C21 C23 H23A 109.9(21) . . ? C21 C23 H23B 112.2(23) . . ? H23A C23 H23B 109.4(30) . . ? C21 C23 H23C 111.0(20) . . ? H23A C23 H23C 108.8(28) . . ? H23B C23 H23C 105.4(29) . . ? C21 C24 H24A 105.1(21) . . ? C21 C24 H24B 108.5(21) . . ? H24A C24 H24B 109.2(28) . . ? C21 C24 H24C 110.9(22) . . ? H24A C24 H24C 110.0(29) . . ? H24B C24 H24C 112.7(30) . . ? O1 C31 C32 118.2(2) . . ? O1 C31 C36 119.9(2) . . ? C32 C31 C36 121.8(2) . . ? C33 C32 C31 117.7(2) . . ? C33 C32 C38 121.2(2) . . ? C31 C32 C38 121.1(2) . . ? C34 C33 C32 121.2(3) . . ? C34 C33 H33 121.4(18) . . ? C32 C33 H33 117.4(18) . . ? C35 C34 C33 119.7(3) . . ? C35 C34 H34 119.5(19) . . ? C33 C34 H34 120.8(18) . . ? C34 C35 C36 121.4(2) . . ? C34 C35 H35 120.1(19) . . ? C36 C35 H35 118.5(19) . . ? C35 C36 C31 117.8(2) . . ? C35 C36 C37 120.7(2) . . ? C31 C36 C37 121.4(2) . . ? C36 C37 H37A 108.6(20) . . ? C36 C37 H37B 111.4(19) . . ? H37A C37 H37B 109.6(26) . . ? C36 C37 H37C 111.9(20) . . ? H37A C37 H37C 104.7(28) . . ? H37B C37 H37C 110.3(27) . . ? C32 C38 H38A 109.2(23) . . ? C32 C38 H38B 112.0(26) . . ? H38A C38 H38B 112.0(34) . . ? C32 C38 H38C 112.1(24) . . ? H38A C38 H38C 109.5(32) . . ? H38B C38 H38C 101.9(33) . . ? #===END data_5 _database_code_CSD 156704 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H43 B9 N4 W' _chemical_formula_weight 572.68 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' 'W' 'W' -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P2(1)/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.825(3) _cell_length_b 10.920(2) _cell_length_c 13.523(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.333(4) _cell_angle_gamma 90.00 _cell_volume 2620.7(8) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 631 _cell_measurement_theta_min 13.70 _cell_measurement_theta_max 20.74 _exptl_crystal_description 'rectangular prism' _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.451 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 4.418 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.475 _exptl_absorpt_correction_T_max 0.803 _exptl_absorpt_process_details 'XPREP' _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 21485 _diffrn_reflns_av_R_equivalents 0.0526 _diffrn_reflns_av_sigmaI/netI 0.0605 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.15 _diffrn_reflns_theta_max 30.50 _reflns_number_total 7346 _reflns_number_gt 5273 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART-NT V5.0 (Bruker, 1998)' _computing_cell_refinement 'SMART-NT V5.0 (Bruker, 1998)' _computing_data_reduction 'SAINT-NT V5.0 (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-NT V5.1 (Bruker, 1998)' _computing_publication_material 'SHELXTL-NT V5.1 (Bruker, 1998)' _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^)+(0.0210P)^2^+0.0000P] 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 7346 _refine_ls_number_parameters 333 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0616 _refine_ls_R_factor_gt 0.0311 _refine_ls_wR_factor_ref 0.0560 _refine_ls_wR_factor_gt 0.0505 _refine_ls_goodness_of_fit_ref 0.980 _refine_ls_restrained_S_all 0.980 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.918 _diffrn_reflns_theta_full 30.50 _diffrn_measured_fraction_theta_full 0.918 _refine_diff_density_max 0.774 _refine_diff_density_min -0.851 _refine_diff_density_rms 0.137 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 W1 W 0.274997(7) 0.419841(13) 0.165740(10) 0.01635(4) Uani 1 1 d . . . N1 N 0.35966(15) 0.4300(3) 0.2419(2) 0.0227(6) Uani 1 1 d . . . N2 N 0.27543(16) 0.5378(3) 0.0773(2) 0.0212(6) Uani 1 1 d . . . N3 N 0.20794(17) 0.5011(3) 0.2668(2) 0.0185(6) Uani 1 1 d . . . H3N H 0.218(2) 0.484(3) 0.317(3) 0.016(11) Uiso 1 1 d . . . N4 N 0.12295(16) 0.6143(3) 0.1685(2) 0.0192(6) Uani 1 1 d . . . H4N H 0.150(2) 0.600(3) 0.116(3) 0.029(11) Uiso 1 1 d . . . C1 C 0.2748(2) 0.1901(3) 0.2217(3) 0.0244(8) Uani 1 1 d . . . H1 H 0.300(2) 0.188(4) 0.275(3) 0.035(12) Uiso 1 1 d . . . C2 C 0.19245(19) 0.2391(3) 0.2119(3) 0.0213(7) Uani 1 1 d . . . H2 H 0.1725(16) 0.277(3) 0.271(2) 0.007(8) Uiso 1 1 d . . . B4 B 0.3153(2) 0.2146(4) 0.1172(3) 0.0241(9) Uani 1 1 d . . . H4 H 0.3777(19) 0.224(3) 0.120(3) 0.026(10) Uiso 1 1 d . . . B5 B 0.2853(2) 0.0637(4) 0.1528(4) 0.0311(11) Uani 1 1 d . . . H5 H 0.3266(19) -0.013(3) 0.183(3) 0.018(9) Uiso 1 1 d . . . B6 B 0.2053(2) 0.0819(4) 0.2180(3) 0.0287(9) Uani 1 1 d . . . H6 H 0.1939(18) 0.037(3) 0.285(3) 0.019(9) Uiso 1 1 d . . . B7 B 0.1341(2) 0.1502(4) 0.1359(3) 0.0236(9) Uani 1 1 d . . . H7 H 0.077(2) 0.135(4) 0.157(3) 0.037(11) Uiso 1 1 d . . . B8 B 0.1657(2) 0.2961(4) 0.0996(3) 0.0183(8) Uani 1 1 d . . . H8 H 0.1175(19) 0.369(3) 0.093(3) 0.020(9) Uiso 1 1 d . . . B9 B 0.2434(2) 0.2760(4) 0.0287(3) 0.0212(8) Uani 1 1 d . . . H9 H 0.2549(17) 0.333(3) -0.040(2) 0.012(8) Uiso 1 1 d . . . B10 B 0.2629(2) 0.1163(4) 0.0299(3) 0.0264(10) Uani 1 1 d . . . H10 H 0.287(2) 0.065(3) -0.037(3) 0.032(11) Uiso 1 1 d . . . B11 B 0.1940(2) 0.0367(4) 0.0932(3) 0.0244(9) Uani 1 1 d . . . H11 H 0.177(2) -0.049(4) 0.069(3) 0.035(11) Uiso 1 1 d . . . B12 B 0.1683(2) 0.1676(4) 0.0187(3) 0.0197(8) Uani 1 1 d . . . H12 H 0.1283(18) 0.167(3) -0.048(3) 0.019(9) Uiso 1 1 d . . . C3 C 0.43350(18) 0.4282(4) 0.2987(3) 0.0290(8) Uani 1 1 d . . . C4 C 0.4406(2) 0.3124(4) 0.3630(3) 0.0386(11) Uani 1 1 d . . . H4A H 0.3994 0.3100 0.4062 0.058 Uiso 1 1 calc R . . H4B H 0.4890 0.3133 0.4038 0.058 Uiso 1 1 calc R . . H4C H 0.4379 0.2399 0.3201 0.058 Uiso 1 1 calc R . . C5 C 0.4933(2) 0.4286(5) 0.2249(3) 0.0437(11) Uani 1 1 d . . . H5A H 0.4899 0.5050 0.1867 0.066 Uiso 1 1 calc R . . H5B H 0.4851 0.3589 0.1796 0.066 Uiso 1 1 calc R . . H5C H 0.5434 0.4223 0.2611 0.066 Uiso 1 1 calc R . . C6 C 0.4405(2) 0.5426(4) 0.3637(3) 0.0392(11) Uani 1 1 d . . . H6A H 0.4314 0.6155 0.3220 0.059 Uiso 1 1 calc R . . H6B H 0.4913 0.5466 0.3982 0.059 Uiso 1 1 calc R . . H6C H 0.4033 0.5392 0.4126 0.059 Uiso 1 1 calc R . . C7 C 0.3140(2) 0.6355(3) 0.0271(3) 0.0253(8) Uani 1 1 d . . . C8 C 0.3453(2) 0.7272(4) 0.1039(3) 0.0444(11) Uani 1 1 d . . . H8A H 0.3038 0.7641 0.1362 0.067 Uiso 1 1 calc R . . H8B H 0.3726 0.7914 0.0714 0.067 Uiso 1 1 calc R . . H8C H 0.3797 0.6857 0.1538 0.067 Uiso 1 1 calc R . . C9 C 0.3763(3) 0.5759(5) -0.0261(4) 0.0577(15) Uani 1 1 d . . . H9A H 0.4139 0.5399 0.0230 0.087 Uiso 1 1 calc R . . H9B H 0.4005 0.6379 -0.0648 0.087 Uiso 1 1 calc R . . H9C H 0.3547 0.5116 -0.0706 0.087 Uiso 1 1 calc R . . C10 C 0.2584(2) 0.6979(4) -0.0489(3) 0.0389(10) Uani 1 1 d . . . H10A H 0.2181 0.7359 -0.0149 0.058 Uiso 1 1 calc R . . H10B H 0.2366 0.6370 -0.0965 0.058 Uiso 1 1 calc R . . H10C H 0.2846 0.7609 -0.0842 0.058 Uiso 1 1 calc R . . C11 C 0.14729(17) 0.5708(3) 0.2568(2) 0.0186(7) Uani 1 1 d . . . C12 C 0.10861(19) 0.6027(3) 0.3468(2) 0.0233(8) Uani 1 1 d . . . H12A H 0.1337 0.5609 0.4049 0.035 Uiso 1 1 calc R . . H12B H 0.0558 0.5768 0.3371 0.035 Uiso 1 1 calc R . . H12C H 0.1110 0.6915 0.3575 0.035 Uiso 1 1 calc R . . C13 C 0.04929(19) 0.6751(3) 0.1347(3) 0.0200(7) Uani 1 1 d . . . C14 C 0.0570(2) 0.7144(3) 0.0287(3) 0.0257(8) Uani 1 1 d . . . H14A H 0.0704 0.6434 -0.0103 0.039 Uiso 1 1 calc R . . H14B H 0.0966 0.7767 0.0281 0.039 Uiso 1 1 calc R . . H14C H 0.0091 0.7487 -0.0003 0.039 Uiso 1 1 calc R . . C15 C 0.0345(2) 0.7898(3) 0.1950(3) 0.0261(8) Uani 1 1 d . . . H15A H 0.0812 0.8371 0.2069 0.039 Uiso 1 1 calc R . . H15B H 0.0168 0.7657 0.2586 0.039 Uiso 1 1 calc R . . H15C H -0.0041 0.8401 0.1579 0.039 Uiso 1 1 calc R . . C16 C -0.01448(18) 0.5816(4) 0.1368(3) 0.0252(7) Uani 1 1 d . . . H16A H -0.0024 0.5086 0.0992 0.038 Uiso 1 1 calc R . . H16B H -0.0616 0.6176 0.1069 0.038 Uiso 1 1 calc R . . H16C H -0.0203 0.5586 0.2058 0.038 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 W1 0.01433(6) 0.01676(6) 0.01802(6) -0.00252(7) 0.00179(4) -0.00083(7) N1 0.0163(13) 0.0246(16) 0.0281(16) -0.0063(14) 0.0058(11) 0.0003(13) N2 0.0238(16) 0.0159(15) 0.0249(17) -0.0040(12) 0.0068(13) -0.0016(11) N3 0.0204(15) 0.0197(16) 0.0157(16) -0.0018(13) 0.0019(13) -0.0003(12) N4 0.0214(15) 0.0206(16) 0.0160(15) 0.0012(12) 0.0033(12) 0.0029(11) C1 0.033(2) 0.0191(19) 0.019(2) -0.0004(15) -0.0109(16) -0.0007(15) C2 0.0235(18) 0.0232(19) 0.0178(18) -0.0035(15) 0.0056(14) -0.0049(15) B4 0.016(2) 0.027(2) 0.029(2) -0.0099(18) 0.0014(17) 0.0027(16) B5 0.032(2) 0.023(2) 0.035(3) -0.005(2) -0.0110(19) 0.0053(19) B6 0.039(2) 0.023(2) 0.023(2) 0.001(2) -0.0033(17) -0.004(2) B7 0.021(2) 0.026(2) 0.023(2) -0.0073(18) -0.0002(17) -0.0061(17) B8 0.0184(19) 0.018(2) 0.018(2) -0.0006(16) -0.0009(15) 0.0001(15) B9 0.026(2) 0.021(2) 0.017(2) -0.0015(16) 0.0022(16) -0.0026(16) B10 0.021(2) 0.030(2) 0.029(2) -0.0137(18) 0.0022(17) 0.0014(16) B11 0.027(2) 0.020(2) 0.024(2) -0.0050(17) -0.0059(17) 0.0014(17) B12 0.021(2) 0.021(2) 0.017(2) -0.0051(16) -0.0025(15) 0.0010(16) C3 0.0147(16) 0.039(2) 0.033(2) -0.006(2) -0.0006(14) 0.0016(17) C4 0.023(2) 0.045(3) 0.046(3) 0.002(2) -0.0060(19) 0.0082(18) C5 0.0174(18) 0.073(3) 0.042(3) -0.010(3) 0.0065(17) -0.009(2) C6 0.036(2) 0.047(3) 0.033(2) -0.011(2) -0.0066(19) -0.0118(19) C7 0.026(2) 0.0229(19) 0.028(2) 0.0052(16) 0.0092(16) 0.0001(15) C8 0.045(3) 0.036(3) 0.051(3) 0.003(2) 0.000(2) -0.021(2) C9 0.056(3) 0.046(3) 0.079(4) 0.020(3) 0.049(3) 0.015(3) C10 0.040(2) 0.036(3) 0.041(3) 0.011(2) 0.006(2) -0.0058(19) C11 0.0186(15) 0.0159(17) 0.0210(17) -0.0027(15) -0.0007(12) -0.0036(14) C12 0.0255(18) 0.030(2) 0.0150(17) -0.0034(15) 0.0030(13) 0.0070(15) C13 0.0205(17) 0.0214(18) 0.0177(18) 0.0042(14) -0.0008(14) 0.0031(14) C14 0.0248(19) 0.030(2) 0.022(2) 0.0061(16) -0.0017(15) -0.0002(15) C15 0.032(2) 0.0199(19) 0.026(2) 0.0047(15) 0.0020(16) 0.0085(15) C16 0.0225(17) 0.0304(19) 0.0223(18) 0.0013(18) 0.0003(13) -0.0031(17) _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 W1 N1 1.750(3) . ? W1 N2 1.759(3) . ? W1 N3 2.094(3) . ? W1 B9 2.455(4) . ? W1 B4 2.461(4) . ? W1 B8 2.469(4) . ? W1 C2 2.573(3) . ? W1 C1 2.620(4) . ? N1 C3 1.461(4) . ? N2 C7 1.469(4) . ? N3 C11 1.318(4) . ? N3 H3N 0.71(4) . ? N4 C11 1.320(4) . ? N4 C13 1.504(4) . ? N4 H4N 0.91(4) . ? C1 C2 1.556(5) . ? C1 B4 1.668(6) . ? C1 B5 1.686(6) . ? C1 B6 1.709(6) . ? C1 H1 0.81(4) . ? C2 B8 1.669(5) . ? C2 B7 1.698(5) . ? C2 B6 1.733(6) . ? C2 H2 0.99(3) . ? B4 B10 1.792(6) . ? B4 B9 1.801(6) . ? B4 B5 1.811(6) . ? B4 H4 1.11(3) . ? B5 B6 1.756(6) . ? B5 B10 1.768(7) . ? B5 B11 1.772(6) . ? B5 H5 1.16(3) . ? B6 B11 1.751(6) . ? B6 B7 1.771(6) . ? B6 H6 1.06(3) . ? B7 B12 1.761(6) . ? B7 B11 1.768(6) . ? B7 B8 1.775(6) . ? B7 H7 1.10(4) . ? B8 B9 1.770(5) . ? B8 B12 1.783(5) . ? B8 H8 1.17(3) . ? B9 B10 1.778(6) . ? B9 B12 1.782(6) . ? B9 H9 1.16(3) . ? B10 B12 1.770(6) . ? B10 B11 1.787(6) . ? B10 H10 1.18(4) . ? B11 B12 1.785(6) . ? B11 H11 1.03(4) . ? B12 H12 1.10(3) . ? C3 C6 1.526(5) . ? C3 C5 1.526(5) . ? C3 C4 1.534(6) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.512(6) . ? C7 C10 1.521(5) . ? C7 C9 1.525(5) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.496(4) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.515(5) . ? C13 C15 1.530(5) . ? C13 C16 1.530(5) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 W1 N2 107.21(14) . . ? N1 W1 N3 95.89(12) . . ? N2 W1 N3 99.90(13) . . ? N1 W1 B9 127.59(13) . . ? N2 W1 B9 88.29(14) . . ? N3 W1 B9 131.20(12) . . ? N1 W1 B4 87.55(14) . . ? N2 W1 B4 117.77(14) . . ? N3 W1 B4 139.32(13) . . ? B9 W1 B4 42.99(14) . . ? N1 W1 B8 148.90(14) . . ? N2 W1 B8 101.98(13) . . ? N3 W1 B8 89.38(12) . . ? B9 W1 B8 42.13(13) . . ? B4 W1 B8 69.23(13) . . ? N1 W1 C2 112.79(13) . . ? N2 W1 C2 139.96(12) . . ? N3 W1 C2 78.07(11) . . ? B9 W1 C2 66.17(12) . . ? B4 W1 C2 63.50(13) . . ? B8 W1 C2 38.59(12) . . ? N1 W1 C1 85.13(13) . . ? N2 W1 C1 153.90(13) . . ? N3 W1 C1 101.60(12) . . ? B9 W1 C1 66.38(13) . . ? B4 W1 C1 38.15(13) . . ? B8 W1 C1 63.80(12) . . ? C2 W1 C1 34.85(11) . . ? C3 N1 W1 173.8(3) . . ? C7 N2 W1 151.4(3) . . ? C11 N3 W1 133.6(3) . . ? C11 N3 H3N 112(3) . . ? W1 N3 H3N 114(3) . . ? C11 N4 C13 129.7(3) . . ? C11 N4 H4N 119(2) . . ? C13 N4 H4N 111(2) . . ? C2 C1 B4 110.6(3) . . ? C2 C1 B5 112.7(3) . . ? B4 C1 B5 65.4(3) . . ? C2 C1 B6 63.9(2) . . ? B4 C1 B6 117.1(3) . . ? B5 C1 B6 62.3(2) . . ? C2 C1 W1 70.91(19) . . ? B4 C1 W1 65.76(19) . . ? B5 C1 W1 128.4(3) . . ? B6 C1 W1 132.4(2) . . ? C2 C1 H1 122(3) . . ? B4 C1 H1 120(3) . . ? B5 C1 H1 113(3) . . ? B6 C1 H1 111(3) . . ? W1 C1 H1 105(3) . . ? C1 C2 B8 113.2(3) . . ? C1 C2 B7 112.1(3) . . ? B8 C2 B7 63.6(2) . . ? C1 C2 B6 62.4(2) . . ? B8 C2 B6 116.0(3) . . ? B7 C2 B6 62.2(2) . . ? C1 C2 W1 74.24(18) . . ? B8 C2 W1 67.34(18) . . ? B7 C2 W1 128.6(2) . . ? B6 C2 W1 134.1(2) . . ? C1 C2 H2 118.5(18) . . ? B8 C2 H2 119.1(18) . . ? B7 C2 H2 118.5(17) . . ? B6 C2 H2 115.1(18) . . ? W1 C2 H2 97.8(17) . . ? C1 B4 B10 102.8(3) . . ? C1 B4 B9 106.6(3) . . ? B10 B4 B9 59.3(2) . . ? C1 B4 B5 57.8(2) . . ? B10 B4 B5 58.8(3) . . ? B9 B4 B5 107.8(3) . . ? C1 B4 W1 76.09(19) . . ? B10 B4 W1 125.0(2) . . ? B9 B4 W1 68.31(18) . . ? B5 B4 W1 131.0(3) . . ? C1 B4 H4 119.8(18) . . ? B10 B4 H4 122.4(18) . . ? B9 B4 H4 129.4(18) . . ? B5 B4 H4 113.3(19) . . ? W1 B4 H4 102.8(19) . . ? C1 B5 B6 59.5(3) . . ? C1 B5 B10 103.1(3) . . ? B6 B5 B10 108.2(3) . . ? C1 B5 B11 104.1(3) . . ? B6 B5 B11 59.5(2) . . ? B10 B5 B11 60.6(3) . . ? C1 B5 B4 56.8(2) . . ? B6 B5 B4 107.7(3) . . ? B10 B5 B4 60.1(2) . . ? B11 B5 B4 108.2(3) . . ? C1 B5 H5 119.4(17) . . ? B6 B5 H5 114.9(17) . . ? B10 B5 H5 130.3(17) . . ? B11 B5 H5 124.5(17) . . ? B4 B5 H5 123.6(17) . . ? C1 B6 C2 53.7(2) . . ? C1 B6 B11 104.0(3) . . ? C2 B6 B11 103.3(3) . . ? C1 B6 B5 58.2(2) . . ? C2 B6 B5 101.4(3) . . ? B11 B6 B5 60.7(3) . . ? C1 B6 B7 101.7(3) . . ? C2 B6 B7 57.9(2) . . ? B11 B6 B7 60.2(2) . . ? B5 B6 B7 107.5(3) . . ? C1 B6 H6 119.2(19) . . ? C2 B6 H6 117.3(19) . . ? B11 B6 H6 132.5(19) . . ? B5 B6 H6 127.2(18) . . ? B7 B6 H6 122.9(19) . . ? C2 B7 B12 103.8(3) . . ? C2 B7 B11 104.1(3) . . ? B12 B7 B11 60.7(2) . . ? C2 B7 B6 59.9(2) . . ? B12 B7 B6 108.7(3) . . ? B11 B7 B6 59.3(2) . . ? C2 B7 B8 57.4(2) . . ? B12 B7 B8 60.6(2) . . ? B11 B7 B8 108.8(3) . . ? B6 B7 B8 108.9(3) . . ? C2 B7 H7 118(2) . . ? B12 B7 H7 131(2) . . ? B11 B7 H7 126(2) . . ? B6 B7 H7 114(2) . . ? B8 B7 H7 122(2) . . ? C2 B8 B9 106.0(3) . . ? C2 B8 B7 59.0(2) . . ? B9 B8 B7 108.9(3) . . ? C2 B8 B12 104.1(3) . . ? B9 B8 B12 60.2(2) . . ? B7 B8 B12 59.3(2) . . ? C2 B8 W1 74.08(18) . . ? B9 B8 W1 68.51(18) . . ? B7 B8 W1 130.7(2) . . ? B12 B8 W1 126.0(2) . . ? C2 B8 H8 117.9(17) . . ? B9 B8 H8 130.7(17) . . ? B7 B8 H8 112.3(17) . . ? B12 B8 H8 123.3(17) . . ? W1 B8 H8 102.0(17) . . ? B8 B9 B10 106.2(3) . . ? B8 B9 B12 60.3(2) . . ? B10 B9 B12 59.6(2) . . ? B8 B9 B4 103.3(3) . . ? B10 B9 B4 60.1(2) . . ? B12 B9 B4 106.6(3) . . ? B8 B9 W1 69.36(18) . . ? B10 B9 W1 126.1(3) . . ? B12 B9 W1 126.9(2) . . ? B4 B9 W1 68.71(18) . . ? B8 B9 H9 125.3(16) . . ? B10 B9 H9 119.1(16) . . ? B12 B9 H9 119.0(16) . . ? B4 B9 H9 124.6(16) . . ? W1 B9 H9 102.7(16) . . ? B5 B10 B12 108.3(3) . . ? B5 B10 B9 110.8(3) . . ? B12 B10 B9 60.3(2) . . ? B5 B10 B11 59.8(2) . . ? B12 B10 B11 60.2(2) . . ? B9 B10 B11 109.8(3) . . ? B5 B10 B4 61.2(2) . . ? B12 B10 B4 107.6(3) . . ? B9 B10 B4 60.6(2) . . ? B11 B10 B4 108.4(3) . . ? B5 B10 H10 120.0(18) . . ? B12 B10 H10 119.9(18) . . ? B9 B10 H10 122.9(18) . . ? B11 B10 H10 117.0(18) . . ? B4 B10 H10 125.7(18) . . ? B6 B11 B7 60.4(3) . . ? B6 B11 B5 59.8(3) . . ? B7 B11 B5 107.0(3) . . ? B6 B11 B12 108.6(3) . . ? B7 B11 B12 59.4(2) . . ? B5 B11 B12 107.5(3) . . ? B6 B11 B10 107.6(3) . . ? B7 B11 B10 106.2(3) . . ? B5 B11 B10 59.6(3) . . ? B12 B11 B10 59.4(2) . . ? B6 B11 H11 125(2) . . ? B7 B11 H11 125(2) . . ? B5 B11 H11 122(2) . . ? B12 B11 H11 120(2) . . ? B10 B11 H11 119(2) . . ? B7 B12 B10 107.2(3) . . ? B7 B12 B9 108.9(3) . . ? B10 B12 B9 60.1(2) . . ? B7 B12 B8 60.1(2) . . ? B10 B12 B8 106.0(3) . . ? B9 B12 B8 59.5(2) . . ? B7 B12 B11 59.8(2) . . ? B10 B12 B11 60.4(2) . . ? B9 B12 B11 109.8(3) . . ? B8 B12 B11 107.7(3) . . ? B7 B12 H12 119.1(18) . . ? B10 B12 H12 127.6(18) . . ? B9 B12 H12 119.5(18) . . ? B8 B12 H12 117.3(18) . . ? B11 B12 H12 124.9(18) . . ? N1 C3 C6 108.3(3) . . ? N1 C3 C5 107.9(3) . . ? C6 C3 C5 110.5(3) . . ? N1 C3 C4 109.4(3) . . ? C6 C3 C4 110.5(3) . . ? C5 C3 C4 110.3(3) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 C8 108.8(3) . . ? N2 C7 C10 109.5(3) . . ? C8 C7 C10 110.0(3) . . ? N2 C7 C9 107.5(3) . . ? C8 C7 C9 111.6(4) . . ? C10 C7 C9 109.3(4) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N3 C11 N4 119.9(3) . . ? N3 C11 C12 119.1(3) . . ? N4 C11 C12 121.0(3) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N4 C13 C14 105.0(3) . . ? N4 C13 C15 112.8(3) . . ? C14 C13 C15 107.9(3) . . ? N4 C13 C16 109.2(3) . . ? C14 C13 C16 109.9(3) . . ? C15 C13 C16 111.8(3) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? 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 N2 W1 N1 C3 -97(3) . . . . ? N3 W1 N1 C3 161(3) . . . . ? B9 W1 N1 C3 5(3) . . . . ? B4 W1 N1 C3 22(3) . . . . ? B8 W1 N1 C3 62(3) . . . . ? C2 W1 N1 C3 81(3) . . . . ? C1 W1 N1 C3 60(3) . . . . ? N1 W1 N2 C7 10.8(5) . . . . ? N3 W1 N2 C7 110.2(5) . . . . ? B9 W1 N2 C7 -118.3(5) . . . . ? B4 W1 N2 C7 -85.7(5) . . . . ? B8 W1 N2 C7 -158.4(5) . . . . ? C2 W1 N2 C7 -166.7(4) . . . . ? C1 W1 N2 C7 -104.7(5) . . . . ? N1 W1 N3 C11 147.5(3) . . . . ? N2 W1 N3 C11 38.8(3) . . . . ? B9 W1 N3 C11 -57.6(4) . . . . ? B4 W1 N3 C11 -119.4(3) . . . . ? B8 W1 N3 C11 -63.2(3) . . . . ? C2 W1 N3 C11 -100.4(3) . . . . ? C1 W1 N3 C11 -126.3(3) . . . . ? N1 W1 C1 C2 143.4(2) . . . . ? N2 W1 C1 C2 -96.5(3) . . . . ? N3 W1 C1 C2 48.4(2) . . . . ? B9 W1 C1 C2 -81.7(2) . . . . ? B4 W1 C1 C2 -124.4(3) . . . . ? B8 W1 C1 C2 -35.12(19) . . . . ? N1 W1 C1 B4 -92.2(2) . . . . ? N2 W1 C1 B4 27.8(4) . . . . ? N3 W1 C1 B4 172.7(2) . . . . ? B9 W1 C1 B4 42.6(2) . . . . ? B8 W1 C1 B4 89.2(2) . . . . ? C2 W1 C1 B4 124.4(3) . . . . ? N1 W1 C1 B5 -112.3(3) . . . . ? N2 W1 C1 B5 7.8(5) . . . . ? N3 W1 C1 B5 152.7(3) . . . . ? B9 W1 C1 B5 22.6(3) . . . . ? B4 W1 C1 B5 -20.0(3) . . . . ? B8 W1 C1 B5 69.2(3) . . . . ? C2 W1 C1 B5 104.3(4) . . . . ? N1 W1 C1 B6 162.4(3) . . . . ? N2 W1 C1 B6 -77.6(5) . . . . ? N3 W1 C1 B6 67.3(3) . . . . ? B9 W1 C1 B6 -62.8(3) . . . . ? B4 W1 C1 B6 -105.4(4) . . . . ? B8 W1 C1 B6 -16.2(3) . . . . ? C2 W1 C1 B6 19.0(3) . . . . ? B4 C1 C2 B8 2.7(4) . . . . ? B5 C1 C2 B8 -68.4(4) . . . . ? B6 C1 C2 B8 -108.3(3) . . . . ? W1 C1 C2 B8 56.2(2) . . . . ? B4 C1 C2 B7 72.3(4) . . . . ? B5 C1 C2 B7 1.3(4) . . . . ? B6 C1 C2 B7 -38.7(3) . . . . ? W1 C1 C2 B7 125.9(3) . . . . ? B4 C1 C2 B6 111.0(3) . . . . ? B5 C1 C2 B6 39.9(3) . . . . ? W1 C1 C2 B6 164.5(2) . . . . ? B4 C1 C2 W1 -53.5(2) . . . . ? B5 C1 C2 W1 -124.6(3) . . . . ? B6 C1 C2 W1 -164.5(2) . . . . ? N1 W1 C2 C1 -40.1(2) . . . . ? N2 W1 C2 C1 137.2(2) . . . . ? N3 W1 C2 C1 -131.5(2) . . . . ? B9 W1 C2 C1 82.4(2) . . . . ? B4 W1 C2 C1 34.7(2) . . . . ? B8 W1 C2 C1 124.1(3) . . . . ? N1 W1 C2 B8 -164.26(19) . . . . ? N2 W1 C2 B8 13.1(3) . . . . ? N3 W1 C2 B8 104.3(2) . . . . ? B9 W1 C2 B8 -41.73(19) . . . . ? B4 W1 C2 B8 -89.4(2) . . . . ? C1 W1 C2 B8 -124.1(3) . . . . ? N1 W1 C2 B7 -146.0(3) . . . . ? N2 W1 C2 B7 31.3(4) . . . . ? N3 W1 C2 B7 122.6(3) . . . . ? B9 W1 C2 B7 -23.5(3) . . . . ? B4 W1 C2 B7 -71.2(3) . . . . ? B8 W1 C2 B7 18.2(3) . . . . ? C1 W1 C2 B7 -105.9(4) . . . . ? N1 W1 C2 B6 -59.4(3) . . . . ? N2 W1 C2 B6 118.0(3) . . . . ? N3 W1 C2 B6 -150.8(3) . . . . ? B9 W1 C2 B6 63.2(3) . . . . ? B4 W1 C2 B6 15.5(3) . . . . ? B8 W1 C2 B6 104.9(4) . . . . ? C1 W1 C2 B6 -19.2(3) . . . . ? C2 C1 B4 B10 -66.9(3) . . . . ? B5 C1 B4 B10 39.5(3) . . . . ? B6 C1 B4 B10 3.5(4) . . . . ? W1 C1 B4 B10 -123.3(3) . . . . ? C2 C1 B4 B9 -5.5(4) . . . . ? B5 C1 B4 B9 100.9(3) . . . . ? B6 C1 B4 B9 65.0(4) . . . . ? W1 C1 B4 B9 -61.9(2) . . . . ? C2 C1 B4 B5 -106.4(3) . . . . ? B6 C1 B4 B5 -36.0(3) . . . . ? W1 C1 B4 B5 -162.8(2) . . . . ? C2 C1 B4 W1 56.5(2) . . . . ? B5 C1 B4 W1 162.8(2) . . . . ? B6 C1 B4 W1 126.9(3) . . . . ? N1 W1 B4 C1 85.2(2) . . . . ? N2 W1 B4 C1 -166.58(19) . . . . ? N3 W1 B4 C1 -11.0(3) . . . . ? B9 W1 B4 C1 -114.5(3) . . . . ? B8 W1 B4 C1 -73.6(2) . . . . ? C2 W1 B4 C1 -31.81(18) . . . . ? N1 W1 B4 B10 -178.7(3) . . . . ? N2 W1 B4 B10 -70.5(3) . . . . ? N3 W1 B4 B10 85.1(4) . . . . ? B9 W1 B4 B10 -18.5(3) . . . . ? B8 W1 B4 B10 22.4(3) . . . . ? C2 W1 B4 B10 64.2(3) . . . . ? C1 W1 B4 B10 96.0(4) . . . . ? N1 W1 B4 B9 -160.3(2) . . . . ? N2 W1 B4 B9 -52.1(2) . . . . ? N3 W1 B4 B9 103.5(2) . . . . ? B8 W1 B4 B9 40.85(19) . . . . ? C2 W1 B4 B9 82.7(2) . . . . ? C1 W1 B4 B9 114.5(3) . . . . ? N1 W1 B4 B5 104.6(3) . . . . ? N2 W1 B4 B5 -147.2(3) . . . . ? N3 W1 B4 B5 8.4(4) . . . . ? B9 W1 B4 B5 -95.2(4) . . . . ? B8 W1 B4 B5 -54.3(3) . . . . ? C2 W1 B4 B5 -12.5(3) . . . . ? C1 W1 B4 B5 19.3(3) . . . . ? C2 C1 B5 B6 -40.6(3) . . . . ? B4 C1 B5 B6 -143.8(3) . . . . ? W1 C1 B5 B6 -123.7(3) . . . . ? C2 C1 B5 B10 63.0(4) . . . . ? B4 C1 B5 B10 -40.2(3) . . . . ? B6 C1 B5 B10 103.6(3) . . . . ? W1 C1 B5 B10 -20.1(4) . . . . ? C2 C1 B5 B11 0.4(4) . . . . ? B4 C1 B5 B11 -102.8(3) . . . . ? B6 C1 B5 B11 41.0(3) . . . . ? W1 C1 B5 B11 -82.7(4) . . . . ? C2 C1 B5 B4 103.2(3) . . . . ? B6 C1 B5 B4 143.8(3) . . . . ? W1 C1 B5 B4 20.1(3) . . . . ? B10 B4 B5 C1 -133.5(3) . . . . ? B9 B4 B5 C1 -98.7(3) . . . . ? W1 B4 B5 C1 -22.3(3) . . . . ? C1 B4 B5 B6 32.3(3) . . . . ? B10 B4 B5 B6 -101.2(3) . . . . ? B9 B4 B5 B6 -66.4(4) . . . . ? W1 B4 B5 B6 10.0(5) . . . . ? C1 B4 B5 B10 133.5(3) . . . . ? B9 B4 B5 B10 34.8(3) . . . . ? W1 B4 B5 B10 111.2(3) . . . . ? C1 B4 B5 B11 95.2(3) . . . . ? B10 B4 B5 B11 -38.3(3) . . . . ? B9 B4 B5 B11 -3.5(4) . . . . ? W1 B4 B5 B11 72.9(4) . . . . ? B4 C1 B6 C2 -100.9(3) . . . . ? B5 C1 B6 C2 -138.0(3) . . . . ? W1 C1 B6 C2 -20.0(3) . . . . ? C2 C1 B6 B11 96.4(3) . . . . ? B4 C1 B6 B11 -4.5(4) . . . . ? B5 C1 B6 B11 -41.6(3) . . . . ? W1 C1 B6 B11 76.4(4) . . . . ? C2 C1 B6 B5 138.0(3) . . . . ? B4 C1 B6 B5 37.1(3) . . . . ? W1 C1 B6 B5 118.0(4) . . . . ? C2 C1 B6 B7 34.5(3) . . . . ? B4 C1 B6 B7 -66.4(4) . . . . ? B5 C1 B6 B7 -103.5(3) . . . . ? W1 C1 B6 B7 14.5(4) . . . . ? B8 C2 B6 C1 103.8(3) . . . . ? B7 C2 B6 C1 139.1(3) . . . . ? W1 C2 B6 C1 21.0(3) . . . . ? C1 C2 B6 B11 -97.7(3) . . . . ? B8 C2 B6 B11 6.1(4) . . . . ? B7 C2 B6 B11 41.4(3) . . . . ? W1 C2 B6 B11 -76.7(4) . . . . ? C1 C2 B6 B5 -35.4(3) . . . . ? B8 C2 B6 B5 68.4(3) . . . . ? B7 C2 B6 B5 103.7(3) . . . . ? W1 C2 B6 B5 -14.5(4) . . . . ? C1 C2 B6 B7 -139.1(3) . . . . ? B8 C2 B6 B7 -35.3(3) . . . . ? W1 C2 B6 B7 -118.1(3) . . . . ? B10 B5 B6 C1 -94.8(3) . . . . ? B11 B5 B6 C1 -132.4(3) . . . . ? B4 B5 B6 C1 -31.3(3) . . . . ? C1 B5 B6 C2 33.4(3) . . . . ? B10 B5 B6 C2 -61.4(3) . . . . ? B11 B5 B6 C2 -99.0(3) . . . . ? B4 B5 B6 C2 2.1(4) . . . . ? C1 B5 B6 B11 132.4(3) . . . . ? B10 B5 B6 B11 37.6(3) . . . . ? B4 B5 B6 B11 101.1(3) . . . . ? C1 B5 B6 B7 93.1(3) . . . . ? B10 B5 B6 B7 -1.7(4) . . . . ? B11 B5 B6 B7 -39.3(3) . . . . ? B4 B5 B6 B7 61.8(4) . . . . ? C1 C2 B7 B12 -65.2(4) . . . . ? B8 C2 B7 B12 40.7(3) . . . . ? B6 C2 B7 B12 -103.9(3) . . . . ? W1 C2 B7 B12 21.9(4) . . . . ? C1 C2 B7 B11 -2.4(4) . . . . ? B8 C2 B7 B11 103.5(3) . . . . ? B6 C2 B7 B11 -41.1(3) . . . . ? W1 C2 B7 B11 84.7(4) . . . . ? C1 C2 B7 B6 38.7(3) . . . . ? B8 C2 B7 B6 144.6(3) . . . . ? W1 C2 B7 B6 125.8(3) . . . . ? C1 C2 B7 B8 -105.9(3) . . . . ? B6 C2 B7 B8 -144.6(3) . . . . ? W1 C2 B7 B8 -18.8(3) . . . . ? C1 B6 B7 C2 -32.6(2) . . . . ? B11 B6 B7 C2 -132.2(3) . . . . ? B5 B6 B7 C2 -92.7(3) . . . . ? C1 B6 B7 B12 62.8(4) . . . . ? C2 B6 B7 B12 95.4(3) . . . . ? B11 B6 B7 B12 -36.8(3) . . . . ? B5 B6 B7 B12 2.7(4) . . . . ? C1 B6 B7 B11 99.5(3) . . . . ? C2 B6 B7 B11 132.2(3) . . . . ? B5 B6 B7 B11 39.5(3) . . . . ? C1 B6 B7 B8 -1.6(4) . . . . ? C2 B6 B7 B8 31.0(3) . . . . ? B11 B6 B7 B8 -101.1(3) . . . . ? B5 B6 B7 B8 -61.6(4) . . . . ? C1 C2 B8 B9 1.4(4) . . . . ? B7 C2 B8 B9 -102.7(3) . . . . ? B6 C2 B8 B9 -68.0(4) . . . . ? W1 C2 B8 B9 61.5(2) . . . . ? C1 C2 B8 B7 104.1(3) . . . . ? B6 C2 B8 B7 34.7(3) . . . . ? W1 C2 B8 B7 164.2(2) . . . . ? C1 C2 B8 B12 63.9(3) . . . . ? B7 C2 B8 B12 -40.2(3) . . . . ? B6 C2 B8 B12 -5.4(4) . . . . ? W1 C2 B8 B12 124.0(2) . . . . ? C1 C2 B8 W1 -60.1(2) . . . . ? B7 C2 B8 W1 -164.2(2) . . . . ? B6 C2 B8 W1 -129.4(3) . . . . ? B12 B7 B8 C2 -133.3(3) . . . . ? B11 B7 B8 C2 -95.0(3) . . . . ? B6 B7 B8 C2 -32.0(3) . . . . ? C2 B7 B8 B9 97.7(3) . . . . ? B12 B7 B8 B9 -35.6(3) . . . . ? B11 B7 B8 B9 2.7(4) . . . . ? B6 B7 B8 B9 65.7(4) . . . . ? C2 B7 B8 B12 133.3(3) . . . . ? B11 B7 B8 B12 38.3(3) . . . . ? B6 B7 B8 B12 101.4(3) . . . . ? C2 B7 B8 W1 20.2(3) . . . . ? B12 B7 B8 W1 -113.1(3) . . . . ? B11 B7 B8 W1 -74.8(4) . . . . ? B6 B7 B8 W1 -11.7(4) . . . . ? N1 W1 B8 C2 29.0(3) . . . . ? N2 W1 B8 C2 -171.45(18) . . . . ? N3 W1 B8 C2 -71.46(19) . . . . ? B9 W1 B8 C2 114.8(3) . . . . ? B4 W1 B8 C2 73.2(2) . . . . ? C1 W1 B8 C2 31.81(18) . . . . ? N1 W1 B8 B9 -85.9(3) . . . . ? N2 W1 B8 B9 73.7(2) . . . . ? N3 W1 B8 B9 173.7(2) . . . . ? B4 W1 B8 B9 -41.7(2) . . . . ? C2 W1 B8 B9 -114.8(3) . . . . ? C1 W1 B8 B9 -83.0(2) . . . . ? N1 W1 B8 B7 11.0(5) . . . . ? N2 W1 B8 B7 170.6(3) . . . . ? N3 W1 B8 B7 -89.4(3) . . . . ? B9 W1 B8 B7 96.9(4) . . . . ? B4 W1 B8 B7 55.2(3) . . . . ? C2 W1 B8 B7 -18.0(3) . . . . ? C1 W1 B8 B7 13.9(3) . . . . ? N1 W1 B8 B12 -67.1(4) . . . . ? N2 W1 B8 B12 92.5(3) . . . . ? N3 W1 B8 B12 -167.5(3) . . . . ? B9 W1 B8 B12 18.8(3) . . . . ? B4 W1 B8 B12 -22.9(3) . . . . ? C2 W1 B8 B12 -96.0(3) . . . . ? C1 W1 B8 B12 -64.2(3) . . . . ? C2 B8 B9 B10 57.9(3) . . . . ? B7 B8 B9 B10 -4.2(4) . . . . ? B12 B8 B9 B10 -39.4(3) . . . . ? W1 B8 B9 B10 123.1(3) . . . . ? C2 B8 B9 B12 97.3(3) . . . . ? B7 B8 B9 B12 35.3(3) . . . . ? W1 B8 B9 B12 162.5(2) . . . . ? C2 B8 B9 B4 -4.4(3) . . . . ? B7 B8 B9 B4 -66.5(3) . . . . ? B12 B8 B9 B4 -101.7(3) . . . . ? W1 B8 B9 B4 60.8(2) . . . . ? C2 B8 B9 W1 -65.2(2) . . . . ? B7 B8 B9 W1 -127.3(3) . . . . ? B12 B8 B9 W1 -162.5(2) . . . . ? C1 B4 B9 B8 5.9(4) . . . . ? B10 B4 B9 B8 101.2(3) . . . . ? B5 B4 B9 B8 66.6(3) . . . . ? W1 B4 B9 B8 -61.3(2) . . . . ? C1 B4 B9 B10 -95.3(3) . . . . ? B5 B4 B9 B10 -34.5(3) . . . . ? W1 B4 B9 B10 -162.4(2) . . . . ? C1 B4 B9 B12 -56.6(3) . . . . ? B10 B4 B9 B12 38.7(3) . . . . ? B5 B4 B9 B12 4.1(4) . . . . ? W1 B4 B9 B12 -123.8(2) . . . . ? C1 B4 B9 W1 67.2(2) . . . . ? B10 B4 B9 W1 162.4(2) . . . . ? B5 B4 B9 W1 127.9(3) . . . . ? N1 W1 B9 B8 139.4(2) . . . . ? N2 W1 B9 B8 -110.04(19) . . . . ? N3 W1 B9 B8 -8.4(3) . . . . ? B4 W1 B9 B8 114.3(3) . . . . ? C2 W1 B9 B8 38.23(18) . . . . ? C1 W1 B9 B8 76.41(19) . . . . ? N1 W1 B9 B10 44.1(4) . . . . ? N2 W1 B9 B10 154.6(3) . . . . ? N3 W1 B9 B10 -103.7(3) . . . . ? B4 W1 B9 B10 18.9(3) . . . . ? B8 W1 B9 B10 -95.4(3) . . . . ? C2 W1 B9 B10 -57.2(3) . . . . ? C1 W1 B9 B10 -19.0(3) . . . . ? N1 W1 B9 B12 120.4(3) . . . . ? N2 W1 B9 B12 -129.1(3) . . . . ? N3 W1 B9 B12 -27.4(4) . . . . ? B4 W1 B9 B12 95.2(3) . . . . ? B8 W1 B9 B12 -19.0(3) . . . . ? C2 W1 B9 B12 19.2(3) . . . . ? C1 W1 B9 B12 57.4(3) . . . . ? N1 W1 B9 B4 25.2(3) . . . . ? N2 W1 B9 B4 135.7(2) . . . . ? N3 W1 B9 B4 -122.6(2) . . . . ? B8 W1 B9 B4 -114.3(3) . . . . ? C2 W1 B9 B4 -76.0(2) . . . . ? C1 W1 B9 B4 -37.85(19) . . . . ? C1 B5 B10 B12 -61.8(4) . . . . ? B6 B5 B10 B12 0.0(4) . . . . ? B11 B5 B10 B12 37.1(3) . . . . ? B4 B5 B10 B12 -100.4(3) . . . . ? C1 B5 B10 B9 2.5(4) . . . . ? B6 B5 B10 B9 64.4(4) . . . . ? B11 B5 B10 B9 101.5(3) . . . . ? B4 B5 B10 B9 -36.0(3) . . . . ? C1 B5 B10 B11 -99.0(3) . . . . ? B6 B5 B10 B11 -37.1(3) . . . . ? B4 B5 B10 B11 -137.5(3) . . . . ? C1 B5 B10 B4 38.6(3) . . . . ? B6 B5 B10 B4 100.4(3) . . . . ? B11 B5 B10 B4 137.5(3) . . . . ? B8 B9 B10 B5 -60.0(4) . . . . ? B12 B9 B10 B5 -99.8(3) . . . . ? B4 B9 B10 B5 36.3(3) . . . . ? W1 B9 B10 B5 15.9(4) . . . . ? B8 B9 B10 B12 39.7(3) . . . . ? B4 B9 B10 B12 136.1(3) . . . . ? W1 B9 B10 B12 115.7(3) . . . . ? B8 B9 B10 B11 4.2(4) . . . . ? B12 B9 B10 B11 -35.6(3) . . . . ? B4 B9 B10 B11 100.5(3) . . . . ? W1 B9 B10 B11 80.1(4) . . . . ? B8 B9 B10 B4 -96.3(3) . . . . ? B12 B9 B10 B4 -136.1(3) . . . . ? W1 B9 B10 B4 -20.4(3) . . . . ? C1 B4 B10 B5 -39.0(3) . . . . ? B9 B4 B10 B5 -140.8(3) . . . . ? W1 B4 B10 B5 -120.8(3) . . . . ? C1 B4 B10 B12 62.6(4) . . . . ? B9 B4 B10 B12 -39.2(3) . . . . ? B5 B4 B10 B12 101.6(3) . . . . ? W1 B4 B10 B12 -19.2(4) . . . . ? C1 B4 B10 B9 101.8(3) . . . . ? B5 B4 B10 B9 140.8(3) . . . . ? W1 B4 B10 B9 20.0(3) . . . . ? C1 B4 B10 B11 -1.1(4) . . . . ? B9 B4 B10 B11 -102.9(3) . . . . ? B5 B4 B10 B11 37.9(3) . . . . ? W1 B4 B10 B11 -82.9(4) . . . . ? C1 B6 B11 B7 -95.6(3) . . . . ? C2 B6 B11 B7 -40.2(3) . . . . ? B5 B6 B11 B7 -136.0(3) . . . . ? C1 B6 B11 B5 40.3(3) . . . . ? C2 B6 B11 B5 95.7(3) . . . . ? B7 B6 B11 B5 136.0(3) . . . . ? C1 B6 B11 B12 -59.5(4) . . . . ? C2 B6 B11 B12 -4.1(4) . . . . ? B5 B6 B11 B12 -99.8(3) . . . . ? B7 B6 B11 B12 36.2(3) . . . . ? C1 B6 B11 B10 3.4(4) . . . . ? C2 B6 B11 B10 58.8(4) . . . . ? B5 B6 B11 B10 -37.0(3) . . . . ? B7 B6 B11 B10 99.0(3) . . . . ? C2 B7 B11 B6 41.4(3) . . . . ? B12 B7 B11 B6 139.5(3) . . . . ? B8 B7 B11 B6 101.3(3) . . . . ? C2 B7 B11 B5 2.5(4) . . . . ? B12 B7 B11 B5 100.6(3) . . . . ? B6 B7 B11 B5 -38.9(3) . . . . ? B8 B7 B11 B5 62.4(4) . . . . ? C2 B7 B11 B12 -98.1(3) . . . . ? B6 B7 B11 B12 -139.5(3) . . . . ? B8 B7 B11 B12 -38.2(3) . . . . ? C2 B7 B11 B10 -60.0(4) . . . . ? B12 B7 B11 B10 38.2(3) . . . . ? B6 B7 B11 B10 -101.3(3) . . . . ? B8 B7 B11 B10 -0.1(4) . . . . ? C1 B5 B11 B6 -41.0(3) . . . . ? B10 B5 B11 B6 -138.3(3) . . . . ? B4 B5 B11 B6 -100.3(3) . . . . ? C1 B5 B11 B7 -1.8(4) . . . . ? B6 B5 B11 B7 39.2(3) . . . . ? B10 B5 B11 B7 -99.1(3) . . . . ? B4 B5 B11 B7 -61.1(4) . . . . ? C1 B5 B11 B12 60.7(4) . . . . ? B6 B5 B11 B12 101.8(3) . . . . ? B10 B5 B11 B12 -36.6(3) . . . . ? B4 B5 B11 B12 1.5(4) . . . . ? C1 B5 B11 B10 97.3(3) . . . . ? B6 B5 B11 B10 138.3(3) . . . . ? B4 B5 B11 B10 38.0(3) . . . . ? B5 B10 B11 B6 37.1(3) . . . . ? B12 B10 B11 B6 -101.6(3) . . . . ? B9 B10 B11 B6 -66.0(4) . . . . ? B4 B10 B11 B6 -1.5(4) . . . . ? B5 B10 B11 B7 100.5(3) . . . . ? B12 B10 B11 B7 -38.2(3) . . . . ? B9 B10 B11 B7 -2.6(4) . . . . ? B4 B10 B11 B7 62.0(4) . . . . ? B12 B10 B11 B5 -138.7(3) . . . . ? B9 B10 B11 B5 -103.1(3) . . . . ? B4 B10 B11 B5 -38.6(3) . . . . ? B5 B10 B11 B12 138.7(3) . . . . ? B9 B10 B11 B12 35.6(3) . . . . ? B4 B10 B11 B12 100.1(3) . . . . ? C2 B7 B12 B10 59.8(3) . . . . ? B11 B7 B12 B10 -38.8(3) . . . . ? B6 B7 B12 B10 -2.7(4) . . . . ? B8 B7 B12 B10 98.9(3) . . . . ? C2 B7 B12 B9 -3.8(4) . . . . ? B11 B7 B12 B9 -102.4(3) . . . . ? B6 B7 B12 B9 -66.2(4) . . . . ? B8 B7 B12 B9 35.4(3) . . . . ? C2 B7 B12 B8 -39.1(3) . . . . ? B11 B7 B12 B8 -137.7(3) . . . . ? B6 B7 B12 B8 -101.6(3) . . . . ? C2 B7 B12 B11 98.6(3) . . . . ? B6 B7 B12 B11 36.1(3) . . . . ? B8 B7 B12 B11 137.7(3) . . . . ? B5 B10 B12 B7 1.6(4) . . . . ? B9 B10 B12 B7 -102.3(3) . . . . ? B11 B10 B12 B7 38.6(3) . . . . ? B4 B10 B12 B7 -63.0(4) . . . . ? B5 B10 B12 B9 104.0(3) . . . . ? B11 B10 B12 B9 140.9(3) . . . . ? B4 B10 B12 B9 39.4(3) . . . . ? B5 B10 B12 B8 64.6(4) . . . . ? B9 B10 B12 B8 -39.3(3) . . . . ? B11 B10 B12 B8 101.6(3) . . . . ? B4 B10 B12 B8 0.0(4) . . . . ? B5 B10 B12 B11 -36.9(3) . . . . ? B9 B10 B12 B11 -140.9(3) . . . . ? B4 B10 B12 B11 -101.6(3) . . . . ? B8 B9 B12 B7 -35.6(3) . . . . ? B10 B9 B12 B7 99.4(3) . . . . ? B4 B9 B12 B7 60.5(3) . . . . ? W1 B9 B12 B7 -15.0(4) . . . . ? B8 B9 B12 B10 -135.0(3) . . . . ? B4 B9 B12 B10 -38.9(3) . . . . ? W1 B9 B12 B10 -114.4(3) . . . . ? B10 B9 B12 B8 135.0(3) . . . . ? B4 B9 B12 B8 96.1(3) . . . . ? W1 B9 B12 B8 20.6(3) . . . . ? B8 B9 B12 B11 -99.4(3) . . . . ? B10 B9 B12 B11 35.6(3) . . . . ? B4 B9 B12 B11 -3.3(4) . . . . ? W1 B9 B12 B11 -78.8(4) . . . . ? C2 B8 B12 B7 40.0(3) . . . . ? B9 B8 B12 B7 140.6(3) . . . . ? W1 B8 B12 B7 120.3(3) . . . . ? C2 B8 B12 B10 -61.0(3) . . . . ? B9 B8 B12 B10 39.6(3) . . . . ? B7 B8 B12 B10 -100.9(3) . . . . ? W1 B8 B12 B10 19.4(4) . . . . ? C2 B8 B12 B9 -100.6(3) . . . . ? B7 B8 B12 B9 -140.6(3) . . . . ? W1 B8 B12 B9 -20.2(3) . . . . ? C2 B8 B12 B11 2.4(3) . . . . ? B9 B8 B12 B11 102.9(3) . . . . ? B7 B8 B12 B11 -37.6(3) . . . . ? W1 B8 B12 B11 82.7(3) . . . . ? B6 B11 B12 B7 -36.6(3) . . . . ? B5 B11 B12 B7 -99.8(3) . . . . ? B10 B11 B12 B7 -136.4(3) . . . . ? B6 B11 B12 B10 99.8(3) . . . . ? B7 B11 B12 B10 136.4(3) . . . . ? B5 B11 B12 B10 36.6(3) . . . . ? B6 B11 B12 B9 64.3(4) . . . . ? B7 B11 B12 B9 100.9(3) . . . . ? B5 B11 B12 B9 1.1(4) . . . . ? B10 B11 B12 B9 -35.5(3) . . . . ? B6 B11 B12 B8 1.2(4) . . . . ? B7 B11 B12 B8 37.7(3) . . . . ? B5 B11 B12 B8 -62.0(4) . . . . ? B10 B11 B12 B8 -98.7(3) . . . . ? W1 N1 C3 C6 165(2) . . . . ? W1 N1 C3 C5 45(3) . . . . ? W1 N1 C3 C4 -75(3) . . . . ? W1 N2 C7 C8 -58.0(6) . . . . ? W1 N2 C7 C10 -178.3(4) . . . . ? W1 N2 C7 C9 63.1(6) . . . . ? W1 N3 C11 N4 -8.5(5) . . . . ? W1 N3 C11 C12 173.7(2) . . . . ? C13 N4 C11 N3 167.7(3) . . . . ? C13 N4 C11 C12 -14.4(5) . . . . ? C11 N4 C13 C14 175.3(3) . . . . ? C11 N4 C13 C15 58.0(5) . . . . ? C11 N4 C13 C16 -66.9(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4N N2 0.91(4) 2.43(4) 3.199(4) 142(3) .