# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_jm128 _database_code_depnum_ccdc_archive 'CCDC 891069' #TrackingRef '12484_web_deposit_cif_file_0_PascalRetailleau_1341829377.Massue_J_twoboranylXraystructures.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 3-(diethylamino)-6,6-diphenyl-6H-benzo[e]benzo[4,5]oxazolo[3,2-c] [1,3,2]oxazaborinin-7-ium-6-uide ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C29 H27 B N2 O2' _chemical_formula_sum 'C29 H27 B N2 O2' _chemical_formula_weight 446.34 _chemical_absolute_configuration ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 14.4020(2) _cell_length_b 8.91470(10) _cell_length_c 18.3569(12) _cell_angle_alpha 90.00 _cell_angle_beta 92.158(7) _cell_angle_gamma 90.00 _cell_volume 2355.16(16) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 7824 _cell_measurement_theta_min 2.4 _cell_measurement_theta_max 68.2 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.259 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 944 _exptl_absorpt_coefficient_mu 0.615 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_max 0.895 _exptl_absorpt_correction_T_min 0.751 _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 1.54187 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku rapid II RAXIS conversion' _diffrn_measurement_method 'profile data from \w-scans' _diffrn_detector_type 'RAPID II large area curved imaging plate detector ' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12222 _diffrn_reflns_av_R_equivalents 0.0474 _diffrn_reflns_av_sigmaI/netI 0.0622 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 68.24 _diffrn_measurement_details ; scan: Number of images: 33 Slice: 20.0000 - 185.0000 Image width: 5.0000 Exp time: 120.0000 Rotation axis: Omega Omega: 0.0000 Chi: 54.0000 Phi: 90.0000 XTD: 127.4000 2theta: 0.0000 scan: Number of images: 36 Slice: 20.0000 - 200.0000 Image width: 5.0000 Exp time: 120.0000 Rotation axis: Omega Omega: 0.0000 Chi: 54.0000 Phi: 0.0000 XTD: 127.4000 2theta: 0.0000 scan: Number of images: 14 Slice: 79.0000 - 149.0000 Image width: 5.0000 Exp time: 120.0000 Rotation axis: Omega Omega: 0.0000 Chi: 0.0000 Phi: 90.0000 XTD: 127.4000 2theta: 0.0000 ; _diffrn_orient_matrix_UB_11 -0.011238 _diffrn_orient_matrix_UB_12 0.009352 _diffrn_orient_matrix_UB_13 -0.053898 _diffrn_orient_matrix_UB_21 -0.037484 _diffrn_orient_matrix_UB_22 0.092755 _diffrn_orient_matrix_UB_23 0.007545 _diffrn_orient_matrix_UB_31 0.057417 _diffrn_orient_matrix_UB_32 0.062386 _diffrn_orient_matrix_UB_33 -0.003138 _diffrn_orient_matrix_type FS_PROCESS _reflns_number_total 4253 _reflns_number_gt 3059 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008); CRYSTALBUILDER (Welter, 2006)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008)' _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. Eight reflections were omitted as they were learly outliers. ; _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^)+(0.0280P)^2^+1.1158P] 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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00214(18) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4253 _refine_ls_number_parameters 310 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0735 _refine_ls_R_factor_gt 0.0530 _refine_ls_wR_factor_ref 0.1296 _refine_ls_wR_factor_gt 0.1119 _refine_ls_goodness_of_fit_ref 1.126 _refine_ls_restrained_S_all 1.126 _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 0.69507(9) 0.45393(17) 0.13467(7) 0.0363(4) Uani 1 1 d . . . O2 O 0.61962(10) 0.24645(17) -0.05839(8) 0.0403(4) Uani 1 1 d . . . N1 N 0.73016(11) 0.35010(19) 0.01313(9) 0.0305(4) Uani 1 1 d . . . N2 N 0.38232(13) 0.4817(2) 0.21043(10) 0.0432(5) Uani 1 1 d . . . C1 C 0.64064(14) 0.3187(2) 0.00507(11) 0.0321(5) Uani 1 1 d . . . C2 C 0.70367(15) 0.2327(2) -0.09339(11) 0.0357(5) Uani 1 1 d . . . C3 C 0.71856(17) 0.1681(3) -0.15956(12) 0.0445(6) Uani 1 1 d . . . H3 H 0.6695 0.1257 -0.1888 0.053 Uiso 1 1 calc R . . C4 C 0.80940(18) 0.1684(3) -0.18119(13) 0.0491(6) Uani 1 1 d . . . H4 H 0.8235 0.1261 -0.2270 0.059 Uiso 1 1 calc R . . C5 C 0.88061(18) 0.2293(3) -0.13737(13) 0.0468(6) Uani 1 1 d . . . H5 H 0.9424 0.2265 -0.1537 0.056 Uiso 1 1 calc R . . C6 C 0.86392(15) 0.2937(3) -0.07073(12) 0.0388(5) Uani 1 1 d . . . H6 H 0.9129 0.3347 -0.0409 0.047 Uiso 1 1 calc R . . C7 C 0.77267(15) 0.2961(2) -0.04919(11) 0.0330(5) Uani 1 1 d . . . C8 C 0.60465(14) 0.4282(2) 0.12023(11) 0.0314(5) Uani 1 1 d . . . C9 C 0.57335(14) 0.3553(2) 0.05555(11) 0.0330(5) Uani 1 1 d . . . C10 C 0.47837(15) 0.3240(3) 0.04518(12) 0.0412(6) Uani 1 1 d . . . H10 H 0.4571 0.2749 0.0018 0.049 Uiso 1 1 calc R . . C11 C 0.41558(15) 0.3625(3) 0.09602(12) 0.0410(6) Uani 1 1 d . . . H11 H 0.3518 0.3379 0.0882 0.049 Uiso 1 1 calc R . . C12 C 0.44568(15) 0.4393(3) 0.16069(12) 0.0373(5) Uani 1 1 d . . . C13 C 0.54120(14) 0.4698(2) 0.17125(11) 0.0344(5) Uani 1 1 d . . . H13 H 0.5625 0.5200 0.2143 0.041 Uiso 1 1 calc R . . C14 C 0.85693(14) 0.3543(2) 0.11874(10) 0.0314(5) Uani 1 1 d . . . C15 C 0.85257(15) 0.1983(3) 0.12541(11) 0.0390(5) Uani 1 1 d . . . H15 H 0.7997 0.1473 0.1051 0.047 Uiso 1 1 calc R . . C16 C 0.92202(17) 0.1151(3) 0.16031(13) 0.0481(6) Uani 1 1 d . . . H16 H 0.9167 0.0091 0.1635 0.058 Uiso 1 1 calc R . . C17 C 0.99932(17) 0.1871(3) 0.19059(12) 0.0490(7) Uani 1 1 d . . . H17 H 1.0474 0.1310 0.2147 0.059 Uiso 1 1 calc R . . C18 C 1.00592(16) 0.3407(3) 0.18552(12) 0.0457(6) Uani 1 1 d . . . H18 H 1.0587 0.3908 0.2064 0.055 Uiso 1 1 calc R . . C19 C 0.93591(14) 0.4231(3) 0.15004(11) 0.0379(5) Uani 1 1 d . . . H19 H 0.9419 0.5290 0.1470 0.045 Uiso 1 1 calc R . . C20 C 0.79462(14) 0.6113(2) 0.05105(10) 0.0312(5) Uani 1 1 d . . . C21 C 0.87504(16) 0.6454(3) 0.01360(12) 0.0432(6) Uani 1 1 d . . . H21 H 0.9207 0.5696 0.0087 0.052 Uiso 1 1 calc R . . C22 C 0.89046(19) 0.7846(3) -0.01643(13) 0.0511(7) Uani 1 1 d . . . H22 H 0.9462 0.8033 -0.0410 0.061 Uiso 1 1 calc R . . C23 C 0.82548(19) 0.8960(3) -0.01090(13) 0.0528(7) Uani 1 1 d . . . H23 H 0.8352 0.9912 -0.0325 0.063 Uiso 1 1 calc R . . C24 C 0.74610(18) 0.8685(3) 0.02624(14) 0.0518(7) Uani 1 1 d . . . H24 H 0.7011 0.9455 0.0307 0.062 Uiso 1 1 calc R . . C25 C 0.73156(15) 0.7291(3) 0.05715(12) 0.0391(5) Uani 1 1 d . . . H25 H 0.6768 0.7131 0.0834 0.047 Uiso 1 1 calc R . . C26 C 0.28560(16) 0.4288(3) 0.20501(14) 0.0505(7) Uani 1 1 d . . . H26A H 0.2607 0.4459 0.1547 0.061 Uiso 1 1 calc R . . H26B H 0.2480 0.4891 0.2383 0.061 Uiso 1 1 calc R . . C27 C 0.27482(18) 0.2636(3) 0.22373(16) 0.0643(8) Uani 1 1 d . . . H27A H 0.2099 0.2336 0.2152 0.096 Uiso 1 1 calc R . . H27B H 0.2931 0.2475 0.2751 0.096 Uiso 1 1 calc R . . H33C H 0.3146 0.2033 0.1929 0.096 Uiso 1 1 calc R . . C28 C 0.41074(17) 0.5683(3) 0.27547(14) 0.0511(7) Uani 1 1 d . . . H28A H 0.3567 0.6264 0.2917 0.061 Uiso 1 1 calc R . . H28B H 0.4594 0.6408 0.2623 0.061 Uiso 1 1 calc R . . C29 C 0.4477(2) 0.4726(4) 0.33830(14) 0.0689(9) Uani 1 1 d . . . H29A H 0.4709 0.5376 0.3780 0.103 Uiso 1 1 calc R . . H29B H 0.4984 0.4093 0.3218 0.103 Uiso 1 1 calc R . . H29C H 0.3977 0.4090 0.3558 0.103 Uiso 1 1 calc R . . B1 B 0.77160(16) 0.4465(3) 0.08142(12) 0.0317(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0265(8) 0.0512(10) 0.0315(8) -0.0044(7) 0.0034(6) -0.0062(7) O2 0.0392(9) 0.0486(10) 0.0328(8) -0.0085(7) -0.0032(6) -0.0030(7) N1 0.0302(9) 0.0350(10) 0.0262(9) 0.0004(7) -0.0002(7) -0.0021(8) N2 0.0323(11) 0.0486(13) 0.0492(12) -0.0032(10) 0.0092(8) 0.0001(9) C1 0.0366(12) 0.0324(12) 0.0270(10) 0.0012(9) -0.0032(9) -0.0005(9) C2 0.0379(12) 0.0396(13) 0.0299(11) -0.0002(10) 0.0042(9) 0.0002(10) C3 0.0531(15) 0.0501(16) 0.0302(12) -0.0048(11) -0.0006(10) -0.0010(12) C4 0.0645(17) 0.0515(16) 0.0319(12) -0.0022(11) 0.0097(11) 0.0024(13) C5 0.0546(16) 0.0481(16) 0.0386(13) -0.0007(11) 0.0134(11) -0.0005(12) C6 0.0376(13) 0.0439(14) 0.0352(12) 0.0011(10) 0.0063(9) -0.0019(11) C7 0.0401(13) 0.0312(12) 0.0277(11) 0.0018(9) 0.0026(9) 0.0008(10) C8 0.0285(11) 0.0344(12) 0.0313(11) 0.0050(9) 0.0034(8) -0.0015(9) C9 0.0291(11) 0.0376(13) 0.0323(11) 0.0006(10) 0.0010(9) -0.0011(9) C10 0.0349(13) 0.0481(15) 0.0400(12) -0.0009(11) -0.0045(10) -0.0030(11) C11 0.0262(12) 0.0514(15) 0.0454(13) 0.0023(11) -0.0002(10) -0.0011(10) C12 0.0347(13) 0.0355(13) 0.0419(12) 0.0062(10) 0.0055(10) 0.0015(10) C13 0.0326(12) 0.0363(13) 0.0344(11) 0.0007(10) 0.0024(9) -0.0021(10) C14 0.0316(12) 0.0377(13) 0.0252(10) -0.0002(9) 0.0045(8) -0.0019(9) C15 0.0409(13) 0.0405(14) 0.0355(12) 0.0038(10) 0.0002(10) -0.0028(11) C16 0.0555(16) 0.0420(15) 0.0469(14) 0.0096(12) 0.0042(12) 0.0068(12) C17 0.0438(14) 0.0645(19) 0.0386(13) 0.0099(13) 0.0006(10) 0.0166(13) C18 0.0337(13) 0.0634(18) 0.0395(13) -0.0031(12) -0.0054(10) 0.0037(12) C19 0.0355(12) 0.0418(14) 0.0362(12) -0.0026(10) -0.0013(9) -0.0025(10) C20 0.0316(11) 0.0353(12) 0.0267(10) -0.0025(9) 0.0005(8) 0.0007(9) C21 0.0439(14) 0.0377(14) 0.0488(14) 0.0032(11) 0.0128(11) 0.0029(11) C22 0.0642(17) 0.0457(16) 0.0449(14) 0.0032(12) 0.0208(12) -0.0048(13) C23 0.0673(18) 0.0368(15) 0.0544(16) 0.0080(12) 0.0043(13) -0.0027(13) C24 0.0516(16) 0.0367(15) 0.0667(17) -0.0025(13) -0.0010(13) 0.0049(12) C25 0.0351(13) 0.0383(13) 0.0438(13) -0.0052(11) 0.0005(10) -0.0006(10) C26 0.0342(13) 0.0549(17) 0.0628(16) 0.0055(13) 0.0084(11) 0.0026(12) C27 0.0466(16) 0.063(2) 0.083(2) 0.0159(16) 0.0030(14) -0.0108(14) C28 0.0398(15) 0.0517(16) 0.0629(17) -0.0083(13) 0.0184(12) 0.0021(12) C29 0.071(2) 0.084(2) 0.0517(17) -0.0028(16) 0.0071(14) -0.0130(17) B1 0.0282(13) 0.0389(15) 0.0281(12) -0.0035(11) 0.0040(9) -0.0013(11) _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 C8 1.339(2) . ? O1 B1 1.502(3) . ? O2 C1 1.355(2) . ? O2 C2 1.397(2) . ? N1 C1 1.322(2) . ? N1 C7 1.403(2) . ? N1 B1 1.616(3) . ? N2 C12 1.368(3) . ? N2 C28 1.467(3) . ? N2 C26 1.470(3) . ? C1 C9 1.404(3) . ? C2 C3 1.368(3) . ? C2 C7 1.380(3) . ? C3 C4 1.382(3) . ? C3 H3 0.9500 . ? C4 C5 1.390(3) . ? C4 H4 0.9500 . ? C5 C6 1.381(3) . ? C5 H5 0.9500 . ? C6 C7 1.387(3) . ? C6 H6 0.9500 . ? C8 C13 1.384(3) . ? C8 C9 1.412(3) . ? C9 C10 1.402(3) . ? C10 C11 1.367(3) . ? C10 H10 0.9500 . ? C11 C12 1.424(3) . ? C11 H11 0.9500 . ? C12 C13 1.409(3) . ? C13 H13 0.9500 . ? C14 C19 1.397(3) . ? C14 C15 1.397(3) . ? C14 B1 1.610(3) . ? C15 C16 1.383(3) . ? C15 H15 0.9500 . ? C16 C17 1.384(3) . ? C16 H16 0.9500 . ? C17 C18 1.375(3) . ? C17 H17 0.9500 . ? C18 C19 1.389(3) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 C25 1.395(3) . ? C20 C21 1.402(3) . ? C20 B1 1.611(3) . ? C21 C22 1.379(3) . ? C21 H21 0.9500 . ? C22 C23 1.371(3) . ? C22 H22 0.9500 . ? C23 C24 1.375(3) . ? C23 H23 0.9500 . ? C24 C25 1.386(3) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 C27 1.522(3) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H33C 0.9800 . ? C28 C29 1.515(4) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 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 C8 O1 B1 126.55(16) . . ? C1 O2 C2 105.53(16) . . ? C1 N1 C7 106.84(17) . . ? C1 N1 B1 121.98(17) . . ? C7 N1 B1 130.96(16) . . ? C12 N2 C28 121.06(19) . . ? C12 N2 C26 121.3(2) . . ? C28 N2 C26 117.29(19) . . ? N1 C1 O2 112.47(18) . . ? N1 C1 C9 124.84(19) . . ? O2 C1 C9 122.70(19) . . ? C3 C2 C7 124.1(2) . . ? C3 C2 O2 127.8(2) . . ? C7 C2 O2 108.11(18) . . ? C2 C3 C4 115.9(2) . . ? C2 C3 H3 122.1 . . ? C4 C3 H3 122.1 . . ? C3 C4 C5 121.4(2) . . ? C3 C4 H4 119.3 . . ? C5 C4 H4 119.3 . . ? C6 C5 C4 121.7(2) . . ? C6 C5 H5 119.1 . . ? C4 C5 H5 119.1 . . ? C5 C6 C7 117.2(2) . . ? C5 C6 H6 121.4 . . ? C7 C6 H6 121.4 . . ? C2 C7 C6 119.7(2) . . ? C2 C7 N1 107.06(18) . . ? C6 C7 N1 133.3(2) . . ? O1 C8 C13 118.84(18) . . ? O1 C8 C9 121.51(18) . . ? C13 C8 C9 119.62(19) . . ? C10 C9 C1 123.94(19) . . ? C10 C9 C8 118.98(19) . . ? C1 C9 C8 117.08(18) . . ? C11 C10 C9 121.6(2) . . ? C11 C10 H10 119.2 . . ? C9 C10 H10 119.2 . . ? C10 C11 C12 120.1(2) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? N2 C12 C13 121.8(2) . . ? N2 C12 C11 120.0(2) . . ? C13 C12 C11 118.2(2) . . ? C8 C13 C12 121.4(2) . . ? C8 C13 H13 119.3 . . ? C12 C13 H13 119.3 . . ? C19 C14 C15 116.1(2) . . ? C19 C14 B1 123.2(2) . . ? C15 C14 B1 120.62(18) . . ? C16 C15 C14 122.7(2) . . ? C16 C15 H15 118.7 . . ? C14 C15 H15 118.7 . . ? C15 C16 C17 119.6(2) . . ? C15 C16 H16 120.2 . . ? C17 C16 H16 120.2 . . ? C18 C17 C16 119.4(2) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C17 C18 C19 120.5(2) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C18 C19 C14 121.7(2) . . ? C18 C19 H19 119.1 . . ? C14 C19 H19 119.1 . . ? C25 C20 C21 115.4(2) . . ? C25 C20 B1 121.03(19) . . ? C21 C20 B1 123.51(19) . . ? C22 C21 C20 122.7(2) . . ? C22 C21 H21 118.7 . . ? C20 C21 H21 118.7 . . ? C23 C22 C21 120.1(2) . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? C22 C23 C24 119.4(2) . . ? C22 C23 H23 120.3 . . ? C24 C23 H23 120.3 . . ? C23 C24 C25 120.3(2) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C24 C25 C20 122.2(2) . . ? C24 C25 H25 118.9 . . ? C20 C25 H25 118.9 . . ? N2 C26 C27 113.6(2) . . ? N2 C26 H26A 108.9 . . ? C27 C26 H26A 108.9 . . ? N2 C26 H26B 108.9 . . ? C27 C26 H26B 108.9 . . ? H26A C26 H26B 107.7 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H33C 109.5 . . ? H27A C27 H33C 109.5 . . ? H27B C27 H33C 109.5 . . ? N2 C28 C29 113.8(2) . . ? N2 C28 H28A 108.8 . . ? C29 C28 H28A 108.8 . . ? N2 C28 H28B 108.8 . . ? C29 C28 H28B 108.8 . . ? H28A C28 H28B 107.7 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? O1 B1 C14 108.22(17) . . ? O1 B1 C20 110.53(18) . . ? C14 B1 C20 116.71(18) . . ? O1 B1 N1 105.66(16) . . ? C14 B1 N1 108.19(17) . . ? C20 B1 N1 106.95(16) . . ? 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 C7 N1 C1 O2 0.3(2) . . . . ? B1 N1 C1 O2 175.47(17) . . . . ? C7 N1 C1 C9 -179.5(2) . . . . ? B1 N1 C1 C9 -4.3(3) . . . . ? C2 O2 C1 N1 -0.5(2) . . . . ? C2 O2 C1 C9 179.24(19) . . . . ? C1 O2 C2 C3 -179.7(2) . . . . ? C1 O2 C2 C7 0.6(2) . . . . ? C7 C2 C3 C4 0.2(4) . . . . ? O2 C2 C3 C4 -179.4(2) . . . . ? C2 C3 C4 C5 0.8(4) . . . . ? C3 C4 C5 C6 -0.8(4) . . . . ? C4 C5 C6 C7 -0.3(3) . . . . ? C3 C2 C7 C6 -1.3(3) . . . . ? O2 C2 C7 C6 178.41(18) . . . . ? C3 C2 C7 N1 179.8(2) . . . . ? O2 C2 C7 N1 -0.5(2) . . . . ? C5 C6 C7 C2 1.3(3) . . . . ? C5 C6 C7 N1 179.8(2) . . . . ? C1 N1 C7 C2 0.1(2) . . . . ? B1 N1 C7 C2 -174.5(2) . . . . ? C1 N1 C7 C6 -178.5(2) . . . . ? B1 N1 C7 C6 6.9(4) . . . . ? B1 O1 C8 C13 -166.7(2) . . . . ? B1 O1 C8 C9 15.5(3) . . . . ? N1 C1 C9 C10 178.5(2) . . . . ? O2 C1 C9 C10 -1.3(3) . . . . ? N1 C1 C9 C8 -1.4(3) . . . . ? O2 C1 C9 C8 178.85(19) . . . . ? O1 C8 C9 C10 176.54(19) . . . . ? C13 C8 C9 C10 -1.2(3) . . . . ? O1 C8 C9 C1 -3.6(3) . . . . ? C13 C8 C9 C1 178.65(19) . . . . ? C1 C9 C10 C11 -179.8(2) . . . . ? C8 C9 C10 C11 0.1(3) . . . . ? C9 C10 C11 C12 1.5(4) . . . . ? C28 N2 C12 C13 3.2(3) . . . . ? C26 N2 C12 C13 -170.0(2) . . . . ? C28 N2 C12 C11 -176.5(2) . . . . ? C26 N2 C12 C11 10.2(3) . . . . ? C10 C11 C12 N2 178.0(2) . . . . ? C10 C11 C12 C13 -1.8(3) . . . . ? O1 C8 C13 C12 -176.97(19) . . . . ? C9 C8 C13 C12 0.9(3) . . . . ? N2 C12 C13 C8 -179.1(2) . . . . ? C11 C12 C13 C8 0.6(3) . . . . ? C19 C14 C15 C16 -0.4(3) . . . . ? B1 C14 C15 C16 -176.6(2) . . . . ? C14 C15 C16 C17 0.4(3) . . . . ? C15 C16 C17 C18 0.0(3) . . . . ? C16 C17 C18 C19 -0.3(3) . . . . ? C17 C18 C19 C14 0.2(3) . . . . ? C15 C14 C19 C18 0.1(3) . . . . ? B1 C14 C19 C18 176.23(19) . . . . ? C25 C20 C21 C22 -1.1(3) . . . . ? B1 C20 C21 C22 175.3(2) . . . . ? C20 C21 C22 C23 -0.6(4) . . . . ? C21 C22 C23 C24 1.5(4) . . . . ? C22 C23 C24 C25 -0.7(4) . . . . ? C23 C24 C25 C20 -1.2(4) . . . . ? C21 C20 C25 C24 2.0(3) . . . . ? B1 C20 C25 C24 -174.6(2) . . . . ? C12 N2 C26 C27 71.5(3) . . . . ? C28 N2 C26 C27 -102.0(3) . . . . ? C12 N2 C28 C29 -84.2(3) . . . . ? C26 N2 C28 C29 89.3(3) . . . . ? C8 O1 B1 C14 -134.2(2) . . . . ? C8 O1 B1 C20 96.9(2) . . . . ? C8 O1 B1 N1 -18.5(3) . . . . ? C19 C14 B1 O1 -100.7(2) . . . . ? C15 C14 B1 O1 75.2(2) . . . . ? C19 C14 B1 C20 24.7(3) . . . . ? C15 C14 B1 C20 -159.43(18) . . . . ? C19 C14 B1 N1 145.25(19) . . . . ? C15 C14 B1 N1 -38.8(2) . . . . ? C25 C20 B1 O1 -18.3(3) . . . . ? C21 C20 B1 O1 165.45(19) . . . . ? C25 C20 B1 C14 -142.48(19) . . . . ? C21 C20 B1 C14 41.2(3) . . . . ? C25 C20 B1 N1 96.3(2) . . . . ? C21 C20 B1 N1 -80.0(2) . . . . ? C1 N1 B1 O1 12.6(3) . . . . ? C7 N1 B1 O1 -173.48(18) . . . . ? C1 N1 B1 C14 128.32(19) . . . . ? C7 N1 B1 C14 -57.8(3) . . . . ? C1 N1 B1 C20 -105.2(2) . . . . ? C7 N1 B1 C20 68.7(3) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 68.24 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.185 _refine_diff_density_min -0.216 _refine_diff_density_rms 0.046 data_jm173 _database_code_depnum_ccdc_archive 'CCDC 891070' #TrackingRef '12484_web_deposit_cif_file_0_PascalRetailleau_1341829377.Massue_J_twoboranylXraystructures.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2-((4-(dibutylamino)phenyl)ethynyl)-6,6-diphenyl-6H-benzo[e]benzo[4,5] oxazolo[3,2-c][1,3,2]oxazaborinin-7-ium-6-uide ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C41 H39 B N2 O2' _chemical_formula_sum 'C41 H39 B N2 O2' _chemical_formula_weight 602.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' '-x, -y, -z' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' 'x-1/2, y, -z-1/2' _cell_length_a 18.9987(3) _cell_length_b 14.3343(3) _cell_length_c 25.2809(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6884.8(5) _cell_formula_units_Z 8 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 9949 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 68.3 _exptl_crystal_description 'triangular plate' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.163 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2560 _exptl_absorpt_coefficient_mu 0.547 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_absorpt_correction_T_min 0.719 _exptl_absorpt_correction_T_max 0.936 _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 1.54187 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku rapid II RAXIS conversion' _diffrn_measurement_method 'profile data from \w-scans' _diffrn_detector_type 'RAPID II large area curved imaging plate detector ' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20818 _diffrn_reflns_av_R_equivalents 0.0274 _diffrn_reflns_av_sigmaI/netI 0.0318 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 3.50 _diffrn_reflns_theta_max 68.25 _diffrn_measurement_details ; scan: Number of images: 33 Slice: 20.0000 - 188.0000 Image width: 5.0000 Exp time: 360.0000 Rotation axis: Omega Omega: 0.0000 Chi: 54.0000 Phi: 270.0000 XTD: 127.4000 2theta: 0.0000 scan: Number of images: 15 Slice: 46.0000 - 123.0000 Image width: 5.0000 Exp time: 360.0000 Rotation axis: Omega Omega: 0.0000 Chi: 54.0000 Phi: 90.0000 XTD: 127.4000 2theta: 0.0000 ; _diffrn_orient_matrix_UB_11 -0.014915 _diffrn_orient_matrix_UB_12 -0.029159 _diffrn_orient_matrix_UB_13 -0.031827 _diffrn_orient_matrix_UB_21 0.030494 _diffrn_orient_matrix_UB_22 -0.041626 _diffrn_orient_matrix_UB_23 0.016944 _diffrn_orient_matrix_UB_31 -0.060947 _diffrn_orient_matrix_UB_32 -0.013692 _diffrn_orient_matrix_UB_33 0.016266 _diffrn_orient_matrix_type FS_PROCESS _reflns_number_total 6262 _reflns_number_gt 3965 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008); CRYSTALBUILDER (Welter, 2006)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008)' _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. 87 Soft restraints (SADI, DFIX) (with sd 0.01 or 0.02) were applied to bond distances between atoms constituting the disordered alkyl chain. Two atoms have been split over two positions with refined occupancy rate of 0.74-0.26. ; _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^)+(0.0905P)^2^+2.9148P] 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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00039(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6262 _refine_ls_number_parameters 437 _refine_ls_number_restraints 87 _refine_ls_R_factor_all 0.0980 _refine_ls_R_factor_gt 0.0612 _refine_ls_wR_factor_ref 0.2191 _refine_ls_wR_factor_gt 0.1641 _refine_ls_goodness_of_fit_ref 1.165 _refine_ls_restrained_S_all 1.197 _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 0.30420(9) 0.97185(12) 0.47305(8) 0.0559(5) Uani 1 1 d . . . O2 O 0.09117(9) 0.95699(11) 0.47966(8) 0.0534(5) Uani 1 1 d . . . N1 N 0.20454(11) 0.90701(14) 0.44401(9) 0.0494(5) Uani 1 1 d . . . N2 N 0.31479(19) 1.6781(2) 0.68981(15) 0.1027(11) Uani 1 1 d DU . . C1 C 0.23300(13) 0.97717(17) 0.47009(11) 0.0486(6) Uani 1 1 d . . . C2 C 0.32176(14) 0.88990(18) 0.44667(12) 0.0549(7) Uani 1 1 d . . . C3 C 0.38723(15) 0.8515(2) 0.43981(13) 0.0644(8) Uani 1 1 d . . . H3 H 0.4286 0.8806 0.4530 0.077 Uiso 1 1 calc R . . C4 C 0.38939(17) 0.7683(2) 0.41259(14) 0.0684(9) Uani 1 1 d . . . H4 H 0.4335 0.7389 0.4069 0.082 Uiso 1 1 calc R . . C5 C 0.32902(17) 0.7265(2) 0.39334(13) 0.0649(8) Uani 1 1 d . . . H5 H 0.3331 0.6695 0.3744 0.078 Uiso 1 1 calc R . . C6 C 0.26272(16) 0.76482(19) 0.40075(12) 0.0596(7) Uani 1 1 d . . . H6 H 0.2213 0.7355 0.3878 0.072 Uiso 1 1 calc R . . C7 C 0.26059(14) 0.84856(18) 0.42818(11) 0.0536(7) Uani 1 1 d . . . C8 C 0.12056(13) 1.03658(17) 0.49654(11) 0.0485(6) Uani 1 1 d . . . C9 C 0.07913(14) 1.10493(18) 0.51996(11) 0.0532(7) Uani 1 1 d . . . H9 H 0.0296 1.0967 0.5221 0.064 Uiso 1 1 calc R . . C10 C 0.10964(15) 1.18446(18) 0.53997(12) 0.0560(7) Uani 1 1 d . . . H10 H 0.0805 1.2308 0.5556 0.067 Uiso 1 1 calc R . . C11 C 0.18262(14) 1.19903(18) 0.53793(11) 0.0530(7) Uani 1 1 d . . . C12 C 0.22452(14) 1.13158(17) 0.51458(11) 0.0507(6) Uani 1 1 d . . . H12 H 0.2741 1.1400 0.5129 0.061 Uiso 1 1 calc R . . C13 C 0.19400(13) 1.05101(17) 0.49344(11) 0.0476(6) Uani 1 1 d . . . C14 C 0.09240(14) 0.80073(18) 0.43557(13) 0.0576(7) Uani 1 1 d . . . C15 C 0.09617(16) 0.7496(2) 0.48239(15) 0.0717(9) Uani 1 1 d . . . H15 H 0.1163 0.7777 0.5129 0.086 Uiso 1 1 calc R . . C16 C 0.07094(19) 0.6576(2) 0.4855(2) 0.0900(12) Uani 1 1 d . . . H16 H 0.0742 0.6240 0.5178 0.108 Uiso 1 1 calc R . . C17 C 0.0418(2) 0.6167(2) 0.4419(2) 0.0994(14) Uani 1 1 d . . . H17 H 0.0247 0.5545 0.4439 0.119 Uiso 1 1 calc R . . C18 C 0.0371(2) 0.6649(3) 0.3954(2) 0.0964(13) Uani 1 1 d . . . H18 H 0.0168 0.6361 0.3652 0.116 Uiso 1 1 calc R . . C19 C 0.06191(17) 0.7567(2) 0.39215(16) 0.0768(9) Uani 1 1 d . . . H19 H 0.0579 0.7895 0.3597 0.092 Uiso 1 1 calc R . . C20 C 0.10566(15) 0.96275(18) 0.37970(12) 0.0573(7) Uani 1 1 d . . . C21 C 0.14871(19) 0.9619(2) 0.33574(13) 0.0730(9) Uani 1 1 d . . . H21 H 0.1910 0.9266 0.3370 0.088 Uiso 1 1 calc R . . C22 C 0.1327(2) 1.0108(3) 0.28950(14) 0.0843(10) Uani 1 1 d . . . H22 H 0.1632 1.0074 0.2598 0.101 Uiso 1 1 calc R . . C23 C 0.0728(2) 1.0635(2) 0.28714(17) 0.0891(12) Uani 1 1 d . . . H23 H 0.0620 1.0977 0.2560 0.107 Uiso 1 1 calc R . . C24 C 0.0284(2) 1.0669(2) 0.32990(17) 0.0844(11) Uani 1 1 d . . . H24 H -0.0134 1.1033 0.3284 0.101 Uiso 1 1 calc R . . C25 C 0.04445(17) 1.0176(2) 0.37505(14) 0.0694(9) Uani 1 1 d . . . H25 H 0.0130 1.0207 0.4042 0.083 Uiso 1 1 calc R . . C26 C 0.21146(15) 1.2823(2) 0.56026(12) 0.0578(7) Uani 1 1 d . . . C27 C 0.23188(16) 1.3528(2) 0.58098(12) 0.0602(7) Uani 1 1 d . . . C28 C 0.25319(16) 1.43581(19) 0.60809(11) 0.0593(7) Uani 1 1 d . . . C29 C 0.20342(18) 1.4988(2) 0.62687(14) 0.0728(9) Uani 1 1 d . A . H29 H 0.1549 1.4870 0.6209 0.087 Uiso 1 1 calc R . . C30 C 0.22321(19) 1.5779(2) 0.65396(15) 0.0807(10) Uani 1 1 d . . . H30 H 0.1879 1.6197 0.6660 0.097 Uiso 1 1 calc R A . C31 C 0.29417(19) 1.5983(2) 0.66418(14) 0.0737(9) Uani 1 1 d . A . C32 C 0.34358(17) 1.5342(2) 0.64540(12) 0.0665(8) Uani 1 1 d . . . H32 H 0.3922 1.5451 0.6516 0.080 Uiso 1 1 calc R A . C33 C 0.32344(16) 1.4558(2) 0.61821(12) 0.0616(7) Uani 1 1 d . A . H33 H 0.3586 1.4139 0.6059 0.074 Uiso 1 1 calc R . . C34 C 0.3876(2) 1.6958(3) 0.7022(2) 0.1112(15) Uani 1 1 d . A . H34A H 0.3943 1.7637 0.7075 0.133 Uiso 1 1 calc R . . H34B H 0.4171 1.6765 0.6719 0.133 Uiso 1 1 calc R . . C35 C 0.4122(3) 1.6439(4) 0.7521(2) 0.1303(18) Uani 1 1 d . . . H35A H 0.3828 1.6637 0.7824 0.156 Uiso 1 1 calc R A . H35B H 0.4048 1.5761 0.7469 0.156 Uiso 1 1 calc R . . C36 C 0.4872(3) 1.6606(4) 0.7651(3) 0.162(3) Uani 1 1 d . A . H36A H 0.4945 1.7282 0.7709 0.194 Uiso 1 1 calc R . . H36B H 0.5166 1.6416 0.7347 0.194 Uiso 1 1 calc R . . C37 C 0.5117(3) 1.6077(6) 0.8143(3) 0.189(3) Uani 1 1 d . . . H37A H 0.5574 1.6321 0.8257 0.283 Uiso 1 1 calc R A . H37B H 0.5162 1.5412 0.8059 0.283 Uiso 1 1 calc R . . H37C H 0.4772 1.6159 0.8427 0.283 Uiso 1 1 calc R . . C38 C 0.2639(3) 1.7545(3) 0.7005(2) 0.0887(18) Uani 0.743(8) 1 d PDU A 1 H38A H 0.2283 1.7575 0.6720 0.106 Uiso 0.743(8) 1 calc PR A 1 H38B H 0.2887 1.8151 0.7021 0.106 Uiso 0.743(8) 1 calc PR A 1 C39 C 0.2291(4) 1.7346(6) 0.7522(3) 0.136(3) Uani 0.743(8) 1 d PDU A 1 H39A H 0.2634 1.7438 0.7813 0.163 Uiso 0.743(8) 1 calc PR A 1 H39B H 0.2134 1.6688 0.7530 0.163 Uiso 0.743(8) 1 calc PR A 1 C38B C 0.2682(12) 1.7041(12) 0.7361(7) 0.130(6) Uani 0.257(8) 1 d PDU A 2 H38C H 0.2969 1.7029 0.7687 0.156 Uiso 0.257(8) 1 calc PR A 2 H38D H 0.2312 1.6559 0.7398 0.156 Uiso 0.257(8) 1 calc PR A 2 C39B C 0.2324(11) 1.7999(15) 0.7320(12) 0.164(7) Uani 0.257(8) 1 d PDU A 2 H39C H 0.2640 1.8479 0.7470 0.197 Uiso 0.257(8) 1 calc PR A 2 H39D H 0.2246 1.8151 0.6943 0.197 Uiso 0.257(8) 1 calc PR A 2 C40 C 0.1618(4) 1.8028(6) 0.7612(3) 0.204(3) Uani 1 1 d DU . . H40A H 0.1363 1.8107 0.7273 0.245 Uiso 0.743(8) 1 calc PR A 1 H40B H 0.1291 1.7739 0.7869 0.245 Uiso 0.743(8) 1 calc PR A 1 H40C H 0.1202 1.8046 0.7377 0.245 Uiso 0.257(8) 1 calc PR A 2 H40D H 0.1566 1.7548 0.7890 0.245 Uiso 0.257(8) 1 calc PR A 2 C41 C 0.1833(4) 1.8916(5) 0.7803(4) 0.213(4) Uani 1 1 d DU A . H41A H 0.2130 1.8835 0.8116 0.319 Uiso 1 1 calc R . . H41B H 0.1417 1.9285 0.7897 0.319 Uiso 1 1 calc R . . H41C H 0.2100 1.9242 0.7527 0.319 Uiso 1 1 calc R . . B1 B 0.12076(16) 0.9066(2) 0.43346(14) 0.0543(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0426(10) 0.0509(10) 0.0741(13) -0.0012(9) 0.0034(9) 0.0005(8) O2 0.0454(10) 0.0452(9) 0.0695(13) -0.0075(8) 0.0024(8) -0.0039(8) N1 0.0490(12) 0.0431(11) 0.0562(13) -0.0014(10) 0.0042(10) 0.0016(9) N2 0.112(3) 0.0700(18) 0.126(3) -0.0422(19) -0.012(2) -0.0052(18) C1 0.0436(14) 0.0462(13) 0.0561(16) 0.0030(12) 0.0000(11) -0.0017(11) C2 0.0499(15) 0.0486(14) 0.0661(18) 0.0011(13) 0.0079(13) 0.0030(12) C3 0.0491(16) 0.0574(17) 0.087(2) 0.0020(16) 0.0095(15) 0.0041(13) C4 0.0588(18) 0.0629(18) 0.084(2) 0.0108(16) 0.0171(16) 0.0122(15) C5 0.074(2) 0.0543(16) 0.0662(19) 0.0008(14) 0.0136(16) 0.0142(15) C6 0.0643(17) 0.0503(15) 0.0643(18) -0.0004(13) 0.0049(14) 0.0057(13) C7 0.0554(16) 0.0476(14) 0.0577(17) 0.0034(12) 0.0057(13) 0.0055(12) C8 0.0469(14) 0.0436(13) 0.0551(16) 0.0004(12) -0.0017(12) -0.0039(11) C9 0.0474(14) 0.0506(14) 0.0615(17) -0.0018(13) 0.0030(12) 0.0019(12) C10 0.0527(15) 0.0480(14) 0.0674(19) -0.0059(13) 0.0054(13) 0.0015(12) C11 0.0577(16) 0.0465(14) 0.0547(16) -0.0033(12) -0.0008(13) -0.0027(12) C12 0.0491(14) 0.0481(14) 0.0550(16) 0.0023(12) -0.0018(12) -0.0027(11) C13 0.0445(14) 0.0434(13) 0.0551(16) 0.0018(11) 0.0005(11) -0.0015(10) C14 0.0453(15) 0.0473(15) 0.080(2) -0.0050(14) 0.0039(13) 0.0016(11) C15 0.0596(18) 0.0560(16) 0.100(3) 0.0127(17) 0.0005(17) -0.0012(14) C16 0.067(2) 0.062(2) 0.141(4) 0.024(2) 0.007(2) 0.0017(17) C17 0.074(2) 0.0486(18) 0.176(5) -0.002(3) 0.012(3) -0.0038(17) C18 0.086(3) 0.060(2) 0.143(4) -0.033(2) 0.009(3) -0.0136(19) C19 0.074(2) 0.0562(17) 0.100(3) -0.0184(17) 0.0012(19) -0.0097(16) C20 0.0607(17) 0.0453(14) 0.0660(19) -0.0041(13) -0.0053(14) -0.0081(12) C21 0.089(2) 0.0628(18) 0.067(2) -0.0056(16) -0.0003(18) 0.0010(16) C22 0.113(3) 0.077(2) 0.063(2) 0.0000(18) -0.003(2) -0.011(2) C23 0.116(3) 0.068(2) 0.083(3) 0.0173(19) -0.028(2) -0.016(2) C24 0.081(2) 0.069(2) 0.103(3) 0.022(2) -0.026(2) -0.0064(18) C25 0.0635(18) 0.0621(17) 0.083(2) 0.0139(16) -0.0122(16) -0.0048(15) C26 0.0610(17) 0.0532(15) 0.0591(18) -0.0025(14) 0.0014(13) -0.0050(13) C27 0.0696(19) 0.0541(16) 0.0570(17) -0.0002(13) 0.0013(14) -0.0055(14) C28 0.0701(18) 0.0504(14) 0.0575(17) -0.0048(13) 0.0018(14) -0.0063(14) C29 0.070(2) 0.0658(18) 0.083(2) -0.0135(17) 0.0069(17) -0.0072(16) C30 0.078(2) 0.067(2) 0.097(3) -0.0235(19) 0.0112(19) 0.0027(17) C31 0.087(2) 0.0566(17) 0.078(2) -0.0151(16) 0.0000(18) -0.0082(16) C32 0.074(2) 0.0605(17) 0.0650(19) -0.0071(15) -0.0015(16) -0.0104(15) C33 0.0642(18) 0.0565(16) 0.0639(19) -0.0062(14) 0.0016(14) -0.0022(14) C34 0.112(3) 0.077(2) 0.144(4) -0.038(3) -0.023(3) -0.022(2) C35 0.113(4) 0.159(5) 0.118(4) -0.056(4) -0.017(3) 0.002(3) C36 0.120(4) 0.141(5) 0.224(7) -0.071(5) -0.032(5) 0.031(4) C37 0.126(5) 0.305(9) 0.134(5) -0.083(6) -0.020(4) 0.084(5) C38 0.134(5) 0.065(3) 0.066(3) 0.003(2) -0.003(3) 0.001(3) C39 0.161(7) 0.165(7) 0.081(4) 0.010(5) 0.027(4) 0.013(5) C38B 0.179(14) 0.084(9) 0.127(13) -0.010(10) 0.027(10) -0.041(8) C39B 0.173(14) 0.138(12) 0.181(15) 0.080(10) 0.076(12) 0.012(11) C40 0.230(8) 0.245(8) 0.137(5) -0.013(6) 0.083(5) 0.033(6) C41 0.189(7) 0.173(6) 0.276(10) 0.074(6) 0.029(7) 0.030(6) B1 0.0469(16) 0.0505(16) 0.065(2) -0.0066(15) 0.0027(14) -0.0008(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 O1 C1 1.357(3) . ? O1 C2 1.391(3) . ? O2 C8 1.340(3) . ? O2 B1 1.484(4) . ? N1 C1 1.319(3) . ? N1 C7 1.413(3) . ? N1 B1 1.614(4) . ? N2 C31 1.372(4) . ? N2 C34 1.440(5) . ? N2 C38 1.486(6) . ? N2 C38B 1.513(11) . ? C1 C13 1.420(3) . ? C2 C3 1.371(4) . ? C2 C7 1.386(4) . ? C3 C4 1.378(4) . ? C3 H3 0.9500 . ? C4 C5 1.383(4) . ? C4 H4 0.9500 . ? C5 C6 1.387(4) . ? C5 H5 0.9500 . ? C6 C7 1.387(4) . ? C6 H6 0.9500 . ? C8 C9 1.389(3) . ? C8 C13 1.413(3) . ? C9 C10 1.375(4) . ? C9 H9 0.9500 . ? C10 C11 1.403(4) . ? C10 H10 0.9500 . ? C11 C12 1.385(4) . ? C11 C26 1.429(4) . ? C12 C13 1.398(3) . ? C12 H12 0.9500 . ? C14 C19 1.393(4) . ? C14 C15 1.394(4) . ? C14 B1 1.612(4) . ? C15 C16 1.406(4) . ? C15 H15 0.9500 . ? C16 C17 1.366(6) . ? C16 H16 0.9500 . ? C17 C18 1.367(6) . ? C17 H17 0.9500 . ? C18 C19 1.399(5) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 C21 1.380(4) . ? C20 C25 1.409(4) . ? C20 B1 1.605(4) . ? C21 C22 1.397(5) . ? C21 H21 0.9500 . ? C22 C23 1.367(5) . ? C22 H22 0.9500 . ? C23 C24 1.372(5) . ? C23 H23 0.9500 . ? C24 C25 1.377(4) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 C27 1.203(4) . ? C27 C28 1.431(4) . ? C28 C33 1.389(4) . ? C28 C29 1.391(4) . ? C29 C30 1.377(4) . ? C29 H29 0.9500 . ? C30 C31 1.404(5) . ? C30 H30 0.9500 . ? C31 C32 1.397(4) . ? C32 C33 1.372(4) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C34 C35 1.536(7) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 C36 1.483(7) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C37 1.527(9) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 C39 1.492(8) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C40 1.626(9) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C38B C39B 1.535(15) . ? C38B H38C 0.9900 . ? C38B H38D 0.9900 . ? C39B C40 1.531(14) . ? C39B H39C 0.9900 . ? C39B H39D 0.9900 . ? C40 C41 1.421(7) . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C40 H40C 0.9900 . ? C40 H40D 0.9900 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 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 C1 O1 C2 105.1(2) . . ? C8 O2 B1 120.5(2) . . ? C1 N1 C7 106.6(2) . . ? C1 N1 B1 119.3(2) . . ? C7 N1 B1 134.0(2) . . ? C31 N2 C34 121.6(3) . . ? C31 N2 C38 121.0(4) . . ? C34 N2 C38 117.1(3) . . ? C31 N2 C38B 113.8(8) . . ? C34 N2 C38B 110.5(10) . . ? C38 N2 C38B 45.3(8) . . ? N1 C1 O1 113.2(2) . . ? N1 C1 C13 124.2(2) . . ? O1 C1 C13 122.6(2) . . ? C3 C2 C7 123.1(3) . . ? C3 C2 O1 128.1(3) . . ? C7 C2 O1 108.8(2) . . ? C2 C3 C4 115.9(3) . . ? C2 C3 H3 122.0 . . ? C4 C3 H3 122.0 . . ? C3 C4 C5 121.8(3) . . ? C3 C4 H4 119.1 . . ? C5 C4 H4 119.1 . . ? C4 C5 C6 122.3(3) . . ? C4 C5 H5 118.9 . . ? C6 C5 H5 118.9 . . ? C7 C6 C5 115.9(3) . . ? C7 C6 H6 122.0 . . ? C5 C6 H6 122.0 . . ? C2 C7 C6 121.0(3) . . ? C2 C7 N1 106.4(2) . . ? C6 C7 N1 132.6(3) . . ? O2 C8 C9 120.0(2) . . ? O2 C8 C13 121.2(2) . . ? C9 C8 C13 118.7(2) . . ? C10 C9 C8 120.2(2) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C9 C10 C11 121.7(2) . . ? C9 C10 H10 119.1 . . ? C11 C10 H10 119.1 . . ? C12 C11 C10 118.7(2) . . ? C12 C11 C26 122.1(3) . . ? C10 C11 C26 119.2(2) . . ? C11 C12 C13 120.1(2) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C12 C13 C8 120.6(2) . . ? C12 C13 C1 123.9(2) . . ? C8 C13 C1 115.4(2) . . ? C19 C14 C15 116.9(3) . . ? C19 C14 B1 122.7(3) . . ? C15 C14 B1 120.4(3) . . ? C14 C15 C16 121.6(4) . . ? C14 C15 H15 119.2 . . ? C16 C15 H15 119.2 . . ? C17 C16 C15 119.7(4) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C16 C17 C18 120.2(3) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C17 C18 C19 120.2(4) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C14 C19 C18 121.3(4) . . ? C14 C19 H19 119.3 . . ? C18 C19 H19 119.3 . . ? C21 C20 C25 115.3(3) . . ? C21 C20 B1 124.9(3) . . ? C25 C20 B1 119.9(3) . . ? C20 C21 C22 122.7(3) . . ? C20 C21 H21 118.7 . . ? C22 C21 H21 118.7 . . ? C23 C22 C21 119.7(4) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? C22 C23 C24 119.8(4) . . ? C22 C23 H23 120.1 . . ? C24 C23 H23 120.1 . . ? C23 C24 C25 119.9(4) . . ? C23 C24 H24 120.1 . . ? C25 C24 H24 120.1 . . ? C24 C25 C20 122.6(3) . . ? C24 C25 H25 118.7 . . ? C20 C25 H25 118.7 . . ? C27 C26 C11 175.8(3) . . ? C26 C27 C28 176.6(3) . . ? C33 C28 C29 117.2(3) . . ? C33 C28 C27 122.1(3) . . ? C29 C28 C27 120.7(3) . . ? C30 C29 C28 121.2(3) . . ? C30 C29 H29 119.4 . . ? C28 C29 H29 119.4 . . ? C29 C30 C31 121.7(3) . . ? C29 C30 H30 119.1 . . ? C31 C30 H30 119.1 . . ? N2 C31 C32 121.2(3) . . ? N2 C31 C30 122.3(3) . . ? C32 C31 C30 116.5(3) . . ? C33 C32 C31 121.5(3) . . ? C33 C32 H32 119.3 . . ? C31 C32 H32 119.3 . . ? C32 C33 C28 122.0(3) . . ? C32 C33 H33 119.0 . . ? C28 C33 H33 119.0 . . ? N2 C34 C35 112.7(4) . . ? N2 C34 H34A 109.1 . . ? C35 C34 H34A 109.1 . . ? N2 C34 H34B 109.1 . . ? C35 C34 H34B 109.1 . . ? H34A C34 H34B 107.8 . . ? C36 C35 C34 113.4(5) . . ? C36 C35 H35A 108.9 . . ? C34 C35 H35A 108.9 . . ? C36 C35 H35B 108.9 . . ? C34 C35 H35B 108.9 . . ? H35A C35 H35B 107.7 . . ? C35 C36 C37 113.2(6) . . ? C35 C36 H36A 108.9 . . ? C37 C36 H36A 108.9 . . ? C35 C36 H36B 108.9 . . ? C37 C36 H36B 108.9 . . ? H36A C36 H36B 107.7 . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? N2 C38 C39 107.9(5) . . ? N2 C38 H38A 110.1 . . ? C39 C38 H38A 110.1 . . ? N2 C38 H38B 110.1 . . ? C39 C38 H38B 110.1 . . ? H38A C38 H38B 108.4 . . ? C38 C39 C40 110.8(6) . . ? C38 C39 H39A 109.5 . . ? C40 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? C40 C39 H39B 109.5 . . ? H39A C39 H39B 108.1 . . ? N2 C38B C39B 115.3(14) . . ? N2 C38B H38C 108.4 . . ? C39B C38B H38C 108.4 . . ? N2 C38B H38D 108.4 . . ? C39B C38B H38D 108.4 . . ? H38C C38B H38D 107.5 . . ? C40 C39B C38B 112.4(13) . . ? C40 C39B H39C 109.1 . . ? C38B C39B H39C 109.1 . . ? C40 C39B H39D 109.1 . . ? C38B C39B H39D 109.1 . . ? H39C C39B H39D 107.9 . . ? C41 C40 C39B 86.4(13) . . ? C41 C40 C39 111.1(8) . . ? C39B C40 C39 39.4(7) . . ? C41 C40 H40A 109.4 . . ? C39B C40 H40A 90.8 . . ? C39 C40 H40A 109.4 . . ? C41 C40 H40B 109.4 . . ? C39B C40 H40B 148.6 . . ? C39 C40 H40B 109.4 . . ? H40A C40 H40B 108.0 . . ? C41 C40 H40C 114.3 . . ? C39B C40 H40C 114.3 . . ? C39 C40 H40C 124.0 . . ? H40A C40 H40C 24.1 . . ? H40B C40 H40C 84.5 . . ? C41 C40 H40D 114.3 . . ? C39B C40 H40D 114.3 . . ? C39 C40 H40D 76.0 . . ? H40A C40 H40D 130.2 . . ? H40B C40 H40D 34.8 . . ? H40C C40 H40D 111.4 . . ? C40 C41 H41A 109.5 . . ? C40 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C40 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? O2 B1 C20 110.8(2) . . ? O2 B1 C14 107.8(2) . . ? C20 B1 C14 116.1(3) . . ? O2 B1 N1 104.0(2) . . ? C20 B1 N1 108.3(2) . . ? C14 B1 N1 109.1(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 C7 N1 C1 O1 0.5(3) . . . . ? B1 N1 C1 O1 -175.8(2) . . . . ? C7 N1 C1 C13 -179.0(2) . . . . ? B1 N1 C1 C13 4.8(4) . . . . ? C2 O1 C1 N1 -0.6(3) . . . . ? C2 O1 C1 C13 178.8(2) . . . . ? C1 O1 C2 C3 -178.1(3) . . . . ? C1 O1 C2 C7 0.5(3) . . . . ? C7 C2 C3 C4 0.6(5) . . . . ? O1 C2 C3 C4 178.9(3) . . . . ? C2 C3 C4 C5 0.2(5) . . . . ? C3 C4 C5 C6 -0.8(5) . . . . ? C4 C5 C6 C7 0.8(4) . . . . ? C3 C2 C7 C6 -0.6(4) . . . . ? O1 C2 C7 C6 -179.3(2) . . . . ? C3 C2 C7 N1 178.4(3) . . . . ? O1 C2 C7 N1 -0.2(3) . . . . ? C5 C6 C7 C2 -0.1(4) . . . . ? C5 C6 C7 N1 -178.8(3) . . . . ? C1 N1 C7 C2 -0.2(3) . . . . ? B1 N1 C7 C2 175.4(3) . . . . ? C1 N1 C7 C6 178.7(3) . . . . ? B1 N1 C7 C6 -5.7(5) . . . . ? B1 O2 C8 C9 149.0(3) . . . . ? B1 O2 C8 C13 -34.2(4) . . . . ? O2 C8 C9 C10 176.4(2) . . . . ? C13 C8 C9 C10 -0.5(4) . . . . ? C8 C9 C10 C11 -0.5(4) . . . . ? C9 C10 C11 C12 0.7(4) . . . . ? C9 C10 C11 C26 -178.9(3) . . . . ? C10 C11 C12 C13 0.2(4) . . . . ? C26 C11 C12 C13 179.7(2) . . . . ? C11 C12 C13 C8 -1.3(4) . . . . ? C11 C12 C13 C1 -178.2(3) . . . . ? O2 C8 C13 C12 -175.5(2) . . . . ? C9 C8 C13 C12 1.4(4) . . . . ? O2 C8 C13 C1 1.7(4) . . . . ? C9 C8 C13 C1 178.6(2) . . . . ? N1 C1 C13 C12 -170.7(2) . . . . ? O1 C1 C13 C12 9.9(4) . . . . ? N1 C1 C13 C8 12.2(4) . . . . ? O1 C1 C13 C8 -167.2(2) . . . . ? C19 C14 C15 C16 0.6(4) . . . . ? B1 C14 C15 C16 179.1(3) . . . . ? C14 C15 C16 C17 -0.2(5) . . . . ? C15 C16 C17 C18 -0.1(6) . . . . ? C16 C17 C18 C19 -0.1(6) . . . . ? C15 C14 C19 C18 -0.7(5) . . . . ? B1 C14 C19 C18 -179.3(3) . . . . ? C17 C18 C19 C14 0.6(6) . . . . ? C25 C20 C21 C22 -0.8(4) . . . . ? B1 C20 C21 C22 178.9(3) . . . . ? C20 C21 C22 C23 1.3(5) . . . . ? C21 C22 C23 C24 -1.0(5) . . . . ? C22 C23 C24 C25 0.3(5) . . . . ? C23 C24 C25 C20 0.2(5) . . . . ? C21 C20 C25 C24 0.1(4) . . . . ? B1 C20 C25 C24 -179.7(3) . . . . ? C12 C11 C26 C27 -158(4) . . . . ? C10 C11 C26 C27 21(5) . . . . ? C11 C26 C27 C28 19(9) . . . . ? C26 C27 C28 C33 131(6) . . . . ? C26 C27 C28 C29 -48(6) . . . . ? C33 C28 C29 C30 0.5(5) . . . . ? C27 C28 C29 C30 178.7(3) . . . . ? C28 C29 C30 C31 -0.5(6) . . . . ? C34 N2 C31 C32 -5.1(6) . . . . ? C38 N2 C31 C32 168.1(4) . . . . ? C38B N2 C31 C32 -141.1(11) . . . . ? C34 N2 C31 C30 176.9(4) . . . . ? C38 N2 C31 C30 -9.9(6) . . . . ? C38B N2 C31 C30 40.9(11) . . . . ? C29 C30 C31 N2 178.1(4) . . . . ? C29 C30 C31 C32 0.0(5) . . . . ? N2 C31 C32 C33 -177.8(3) . . . . ? C30 C31 C32 C33 0.3(5) . . . . ? C31 C32 C33 C28 -0.2(5) . . . . ? C29 C28 C33 C32 -0.2(5) . . . . ? C27 C28 C33 C32 -178.3(3) . . . . ? C31 N2 C34 C35 -80.3(5) . . . . ? C38 N2 C34 C35 106.3(5) . . . . ? C38B N2 C34 C35 57.0(9) . . . . ? N2 C34 C35 C36 179.4(4) . . . . ? C34 C35 C36 C37 -179.2(5) . . . . ? C31 N2 C38 C39 87.9(6) . . . . ? C34 N2 C38 C39 -98.7(6) . . . . ? C38B N2 C38 C39 -6.0(15) . . . . ? N2 C38 C39 C40 -168.5(6) . . . . ? C31 N2 C38B C39B -120.1(18) . . . . ? C34 N2 C38B C39B 99(2) . . . . ? C38 N2 C38B C39B -9.3(16) . . . . ? N2 C38B C39B C40 150.7(18) . . . . ? C38B C39B C40 C41 137(2) . . . . ? C38B C39B C40 C39 6.8(13) . . . . ? C38 C39 C40 C41 -81.5(9) . . . . ? C38 C39 C40 C39B -27(2) . . . . ? C8 O2 B1 C20 -71.0(3) . . . . ? C8 O2 B1 C14 161.0(2) . . . . ? C8 O2 B1 N1 45.2(3) . . . . ? C21 C20 B1 O2 149.4(3) . . . . ? C25 C20 B1 O2 -30.9(3) . . . . ? C21 C20 B1 C14 -87.3(3) . . . . ? C25 C20 B1 C14 92.5(3) . . . . ? C21 C20 B1 N1 35.9(4) . . . . ? C25 C20 B1 N1 -144.4(2) . . . . ? C19 C14 B1 O2 130.3(3) . . . . ? C15 C14 B1 O2 -48.2(3) . . . . ? C19 C14 B1 C20 5.4(4) . . . . ? C15 C14 B1 C20 -173.1(3) . . . . ? C19 C14 B1 N1 -117.3(3) . . . . ? C15 C14 B1 N1 64.2(3) . . . . ? C1 N1 B1 O2 -30.6(3) . . . . ? C7 N1 B1 O2 154.3(3) . . . . ? C1 N1 B1 C20 87.3(3) . . . . ? C7 N1 B1 C20 -87.8(3) . . . . ? C1 N1 B1 C14 -145.5(2) . . . . ? C7 N1 B1 C14 39.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 68.25 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.401 _refine_diff_density_min -0.279 _refine_diff_density_rms 0.051 #===END