# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Holger Braunschweig' _publ_contact_author_email H.BRAUNSCHWEIG@MAIL.UNI-WUERZBURG.DE _publ_section_title ; Direct Functionalization at the Boron Center of Antiaromatic Chloroborole ; loop_ _publ_author_name 'Holger Braunschweig' 'Thomas Kupfer' # Attachment 'Cu068.cif' data_Cu068 _database_code_depnum_ccdc_archive 'CCDC 685645' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; ? ; _chemical_melting_point ? _chemical_formula_moiety 'C34 H27 B Cl N' _chemical_formula_sum 'C34 H27 B Cl N' _chemical_formula_weight 495.83 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1102(7) _cell_length_b 10.2560(8) _cell_length_c 14.1830(10) _cell_angle_alpha 75.426(4) _cell_angle_beta 83.792(4) _cell_angle_gamma 65.424(3) _cell_volume 1294.37(16) _cell_formula_units_Z 2 _cell_measurement_temperature 99(2) _cell_measurement_reflns_used 9906 _cell_measurement_theta_min 1.80 _cell_measurement_theta_max 26.01 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.272 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 520 _exptl_absorpt_coefficient_mu 0.172 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9367 _exptl_absorpt_correction_T_max 0.9969 _exptl_absorpt_process_details 'Sadabs 2004/1 (Brucker Nonius 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 99(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator 'multi-layer mirror' _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31971 _diffrn_reflns_av_R_equivalents 0.0655 _diffrn_reflns_av_sigmaI/netI 0.0433 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 26.07 _reflns_number_total 5117 _reflns_number_gt 4112 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 ver. 1.0-27 (Bruker AXS)' _computing_cell_refinement 'Saint+ ver. 7.12A (Bruker AXS)' _computing_data_reduction 'Saint+ ver. 7.12A (Bruker AXS)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP ver. 5.1 (Bruker AXS, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0426P)^2^+0.8609P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5117 _refine_ls_number_parameters 335 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0576 _refine_ls_R_factor_gt 0.0408 _refine_ls_wR_factor_ref 0.1088 _refine_ls_wR_factor_gt 0.0979 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 Cl1 Cl 0.89996(5) 0.38405(5) 0.44720(3) 0.02080(12) Uani 1 1 d . . . N1 N 1.14791(16) 0.39208(15) 0.33540(10) 0.0180(3) Uani 1 1 d . . . B1 B 0.9883(2) 0.4009(2) 0.32401(14) 0.0184(4) Uani 1 1 d . . . C2 C 0.99927(19) 0.27832(19) 0.26801(12) 0.0178(4) Uani 1 1 d . . . C3 C 0.91386(19) 0.34941(19) 0.18791(12) 0.0172(4) Uani 1 1 d . . . C4 C 0.84173(19) 0.51364(19) 0.17947(12) 0.0181(4) Uani 1 1 d . . . C5 C 0.8835(2) 0.55084(19) 0.25325(12) 0.0183(4) Uani 1 1 d . . . C11 C 1.2218(2) 0.4143(2) 0.25177(13) 0.0257(4) Uani 1 1 d . . . H11A H 1.1782 0.4303 0.1915 0.031 Uiso 1 1 calc R . . C12 C 1.3569(2) 0.4143(2) 0.25121(14) 0.0281(4) Uani 1 1 d . . . H12A H 1.4052 0.4310 0.1910 0.034 Uiso 1 1 calc R . . C13 C 1.4247(2) 0.39003(19) 0.33868(13) 0.0214(4) Uani 1 1 d . . . C14 C 1.3497(2) 0.3620(2) 0.42332(13) 0.0233(4) Uani 1 1 d . . . H14A H 1.3928 0.3412 0.4846 0.028 Uiso 1 1 calc R . . C15 C 1.2130(2) 0.3638(2) 0.42003(13) 0.0212(4) Uani 1 1 d . . . H15A H 1.1637 0.3446 0.4793 0.025 Uiso 1 1 calc R . . C16 C 1.5701(2) 0.3956(2) 0.33995(15) 0.0282(4) Uani 1 1 d . . . H16A H 1.5975 0.3800 0.4074 0.042 Uiso 1 1 calc R . . H16B H 1.5651 0.4921 0.3028 0.042 Uiso 1 1 calc R . . H16C H 1.6430 0.3183 0.3104 0.042 Uiso 1 1 calc R . . C21 C 1.09482(19) 0.11995(19) 0.29689(13) 0.0184(4) Uani 1 1 d . . . C22 C 1.1202(2) 0.0504(2) 0.39546(13) 0.0237(4) Uani 1 1 d . . . H22A H 1.0760 0.1062 0.4432 0.028 Uiso 1 1 calc R . . C23 C 1.2082(2) -0.0982(2) 0.42528(14) 0.0265(4) Uani 1 1 d . . . H23A H 1.2222 -0.1431 0.4928 0.032 Uiso 1 1 calc R . . C24 C 1.2760(2) -0.1815(2) 0.35719(15) 0.0278(4) Uani 1 1 d . . . H24A H 1.3356 -0.2835 0.3777 0.033 Uiso 1 1 calc R . . C25 C 1.2560(2) -0.1147(2) 0.25916(14) 0.0289(5) Uani 1 1 d . . . H25A H 1.3032 -0.1709 0.2120 0.035 Uiso 1 1 calc R . . C26 C 1.1673(2) 0.0339(2) 0.22915(14) 0.0242(4) Uani 1 1 d . . . H26A H 1.1554 0.0784 0.1615 0.029 Uiso 1 1 calc R . . C31 C 0.88635(19) 0.27854(19) 0.11677(12) 0.0180(4) Uani 1 1 d . . . C32 C 0.8452(2) 0.16059(19) 0.15210(13) 0.0208(4) Uani 1 1 d . . . H32A H 0.8317 0.1303 0.2201 0.025 Uiso 1 1 calc R . . C33 C 0.8239(2) 0.0872(2) 0.08923(15) 0.0260(4) Uani 1 1 d . . . H33A H 0.7970 0.0066 0.1143 0.031 Uiso 1 1 calc R . . C34 C 0.8419(2) 0.1316(2) -0.00993(15) 0.0286(4) Uani 1 1 d . . . H34A H 0.8278 0.0811 -0.0530 0.034 Uiso 1 1 calc R . . C35 C 0.8806(2) 0.2496(2) -0.04661(14) 0.0257(4) Uani 1 1 d . . . H35A H 0.8923 0.2803 -0.1148 0.031 Uiso 1 1 calc R . . C36 C 0.9024(2) 0.3233(2) 0.01661(13) 0.0216(4) Uani 1 1 d . . . H36A H 0.9284 0.4045 -0.0088 0.026 Uiso 1 1 calc R . . C41 C 0.73537(19) 0.61453(19) 0.10213(12) 0.0177(4) Uani 1 1 d . . . C42 C 0.6255(2) 0.58120(19) 0.07647(13) 0.0204(4) Uani 1 1 d . . . H42A H 0.6183 0.4916 0.1097 0.024 Uiso 1 1 calc R . . C43 C 0.5273(2) 0.6756(2) 0.00388(14) 0.0250(4) Uani 1 1 d . . . H43A H 0.4530 0.6510 -0.0121 0.030 Uiso 1 1 calc R . . C44 C 0.5369(2) 0.8069(2) -0.04587(14) 0.0284(4) Uani 1 1 d . . . H44A H 0.4708 0.8712 -0.0969 0.034 Uiso 1 1 calc R . . C45 C 0.6432(2) 0.8428(2) -0.02043(14) 0.0266(4) Uani 1 1 d . . . H45A H 0.6488 0.9334 -0.0532 0.032 Uiso 1 1 calc R . . C46 C 0.7417(2) 0.7485(2) 0.05228(13) 0.0217(4) Uani 1 1 d . . . H46A H 0.8145 0.7747 0.0687 0.026 Uiso 1 1 calc R . . C51 C 0.8181(2) 0.69549(19) 0.28032(12) 0.0198(4) Uani 1 1 d . . . C52 C 0.6684(2) 0.7771(2) 0.28085(14) 0.0241(4) Uani 1 1 d . . . H52A H 0.6062 0.7445 0.2568 0.029 Uiso 1 1 calc R . . C53 C 0.6077(2) 0.9047(2) 0.31562(14) 0.0280(4) Uani 1 1 d . . . H53A H 0.5052 0.9585 0.3152 0.034 Uiso 1 1 calc R . . C54 C 0.6977(2) 0.9536(2) 0.35106(14) 0.0289(5) Uani 1 1 d . . . H54A H 0.6566 1.0402 0.3758 0.035 Uiso 1 1 calc R . . C55 C 0.8463(2) 0.8761(2) 0.35026(13) 0.0258(4) Uani 1 1 d . . . H55A H 0.9078 0.9106 0.3733 0.031 Uiso 1 1 calc R . . C56 C 0.9069(2) 0.7478(2) 0.31587(13) 0.0221(4) Uani 1 1 d . . . H56A H 1.0095 0.6947 0.3164 0.026 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 Cl1 0.0258(2) 0.0223(2) 0.0196(2) -0.00703(17) 0.00298(17) -0.01422(19) N1 0.0240(8) 0.0152(7) 0.0185(7) -0.0055(6) 0.0003(6) -0.0108(7) B1 0.0254(11) 0.0186(10) 0.0156(9) -0.0049(8) 0.0020(8) -0.0132(9) C2 0.0232(9) 0.0175(9) 0.0182(8) -0.0054(7) 0.0022(7) -0.0132(8) C3 0.0207(9) 0.0159(9) 0.0196(9) -0.0062(7) 0.0018(7) -0.0110(8) C4 0.0207(9) 0.0170(9) 0.0208(9) -0.0052(7) 0.0018(7) -0.0117(8) C5 0.0230(9) 0.0170(9) 0.0199(9) -0.0050(7) 0.0017(7) -0.0129(8) C11 0.0308(11) 0.0343(11) 0.0186(9) -0.0066(8) 0.0000(8) -0.0191(9) C12 0.0298(11) 0.0382(12) 0.0227(10) -0.0076(8) 0.0054(8) -0.0208(10) C13 0.0233(10) 0.0146(9) 0.0279(10) -0.0055(7) -0.0017(8) -0.0082(8) C14 0.0265(10) 0.0245(10) 0.0220(9) -0.0053(8) -0.0047(8) -0.0123(9) C15 0.0278(10) 0.0198(9) 0.0188(9) -0.0054(7) -0.0006(8) -0.0116(8) C16 0.0239(10) 0.0290(11) 0.0337(11) -0.0057(9) -0.0010(9) -0.0131(9) C21 0.0211(9) 0.0172(9) 0.0224(9) -0.0047(7) -0.0015(7) -0.0127(8) C22 0.0321(11) 0.0197(9) 0.0227(9) -0.0065(7) 0.0003(8) -0.0131(9) C23 0.0339(11) 0.0209(10) 0.0236(10) -0.0002(8) -0.0036(8) -0.0118(9) C24 0.0295(11) 0.0159(9) 0.0363(11) -0.0044(8) -0.0061(9) -0.0071(8) C25 0.0299(11) 0.0252(10) 0.0303(11) -0.0126(9) -0.0025(9) -0.0056(9) C26 0.0262(10) 0.0242(10) 0.0217(9) -0.0060(8) -0.0019(8) -0.0090(9) C31 0.0191(9) 0.0146(8) 0.0214(9) -0.0071(7) -0.0016(7) -0.0058(7) C32 0.0238(10) 0.0166(9) 0.0236(9) -0.0063(7) -0.0015(8) -0.0085(8) C33 0.0261(10) 0.0168(9) 0.0384(11) -0.0103(8) -0.0055(9) -0.0084(8) C34 0.0287(11) 0.0245(10) 0.0361(11) -0.0181(9) -0.0078(9) -0.0058(9) C35 0.0268(10) 0.0266(10) 0.0203(9) -0.0097(8) -0.0027(8) -0.0044(9) C36 0.0221(10) 0.0186(9) 0.0240(9) -0.0067(7) -0.0005(8) -0.0071(8) C41 0.0203(9) 0.0158(8) 0.0187(9) -0.0072(7) 0.0019(7) -0.0076(7) C42 0.0248(10) 0.0165(9) 0.0232(9) -0.0077(7) 0.0001(8) -0.0097(8) C43 0.0233(10) 0.0244(10) 0.0298(10) -0.0104(8) -0.0049(8) -0.0085(8) C44 0.0274(11) 0.0257(10) 0.0258(10) -0.0025(8) -0.0056(8) -0.0054(9) C45 0.0268(11) 0.0183(9) 0.0304(10) -0.0013(8) 0.0030(8) -0.0082(8) C46 0.0224(10) 0.0181(9) 0.0268(10) -0.0072(8) 0.0021(8) -0.0097(8) C51 0.0301(10) 0.0172(9) 0.0173(8) -0.0042(7) 0.0013(7) -0.0149(8) C52 0.0299(11) 0.0212(9) 0.0278(10) -0.0091(8) 0.0029(8) -0.0154(9) C53 0.0319(11) 0.0210(10) 0.0317(10) -0.0080(8) 0.0047(9) -0.0114(9) C54 0.0506(13) 0.0171(9) 0.0244(10) -0.0083(8) 0.0041(9) -0.0179(10) C55 0.0457(13) 0.0193(9) 0.0204(9) -0.0031(7) -0.0055(9) -0.0204(9) C56 0.0319(11) 0.0183(9) 0.0200(9) -0.0020(7) -0.0042(8) -0.0146(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl1 B1 1.8757(19) . ? N1 C15 1.340(2) . ? N1 C11 1.353(2) . ? N1 B1 1.602(3) . ? B1 C2 1.610(2) . ? B1 C5 1.610(3) . ? C2 C3 1.356(3) . ? C2 C21 1.478(2) . ? C3 C31 1.490(2) . ? C3 C4 1.510(2) . ? C4 C5 1.360(2) . ? C4 C41 1.479(3) . ? C5 C51 1.484(2) . ? C11 C12 1.366(3) . ? C11 H11A 0.9500 . ? C12 C13 1.399(3) . ? C12 H12A 0.9500 . ? C13 C14 1.382(3) . ? C13 C16 1.498(3) . ? C14 C15 1.380(3) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C21 C22 1.397(3) . ? C21 C26 1.405(2) . ? C22 C23 1.386(3) . ? C22 H22A 0.9500 . ? C23 C24 1.385(3) . ? C23 H23A 0.9500 . ? C24 C25 1.382(3) . ? C24 H24A 0.9500 . ? C25 C26 1.389(3) . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? C31 C36 1.393(2) . ? C31 C32 1.398(2) . ? C32 C33 1.386(2) . ? C32 H32A 0.9500 . ? C33 C34 1.382(3) . ? C33 H33A 0.9500 . ? C34 C35 1.386(3) . ? C34 H34A 0.9500 . ? C35 C36 1.395(2) . ? C35 H35A 0.9500 . ? C36 H36A 0.9500 . ? C41 C42 1.396(2) . ? C41 C46 1.402(2) . ? C42 C43 1.380(3) . ? C42 H42A 0.9500 . ? C43 C44 1.391(3) . ? C43 H43A 0.9500 . ? C44 C45 1.379(3) . ? C44 H44A 0.9500 . ? C45 C46 1.382(3) . ? C45 H45A 0.9500 . ? C46 H46A 0.9500 . ? C51 C52 1.393(3) . ? C51 C56 1.407(2) . ? C52 C53 1.387(3) . ? C52 H52A 0.9500 . ? C53 C54 1.391(3) . ? C53 H53A 0.9500 . ? C54 C55 1.378(3) . ? C54 H54A 0.9500 . ? C55 C56 1.391(3) . ? C55 H55A 0.9500 . ? C56 H56A 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C15 N1 C11 118.27(16) . . ? C15 N1 B1 125.45(14) . . ? C11 N1 B1 116.28(14) . . ? N1 B1 C2 109.30(14) . . ? N1 B1 C5 113.94(14) . . ? C2 B1 C5 102.03(14) . . ? N1 B1 Cl1 109.09(12) . . ? C2 B1 Cl1 114.06(12) . . ? C5 B1 Cl1 108.39(13) . . ? C3 C2 C21 127.66(15) . . ? C3 C2 B1 107.29(15) . . ? C21 C2 B1 124.90(15) . . ? C2 C3 C31 125.86(16) . . ? C2 C3 C4 111.94(14) . . ? C31 C3 C4 122.16(15) . . ? C5 C4 C41 126.65(16) . . ? C5 C4 C3 110.93(16) . . ? C41 C4 C3 122.36(14) . . ? C4 C5 C51 127.00(17) . . ? C4 C5 B1 107.71(15) . . ? C51 C5 B1 123.59(15) . . ? N1 C11 C12 122.13(17) . . ? N1 C11 H11A 118.9 . . ? C12 C11 H11A 118.9 . . ? C11 C12 C13 120.44(17) . . ? C11 C12 H12A 119.8 . . ? C13 C12 H12A 119.8 . . ? C14 C13 C12 116.44(17) . . ? C14 C13 C16 122.05(17) . . ? C12 C13 C16 121.51(17) . . ? C15 C14 C13 120.88(17) . . ? C15 C14 H14A 119.6 . . ? C13 C14 H14A 119.6 . . ? N1 C15 C14 121.75(16) . . ? N1 C15 H15A 119.1 . . ? C14 C15 H15A 119.1 . . ? 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 . . ? C22 C21 C26 116.99(17) . . ? C22 C21 C2 119.96(15) . . ? C26 C21 C2 123.01(16) . . ? C23 C22 C21 121.57(17) . . ? C23 C22 H22A 119.2 . . ? C21 C22 H22A 119.2 . . ? C24 C23 C22 120.36(18) . . ? C24 C23 H23A 119.8 . . ? C22 C23 H23A 119.8 . . ? C25 C24 C23 119.34(18) . . ? C25 C24 H24A 120.3 . . ? C23 C24 H24A 120.3 . . ? C24 C25 C26 120.38(18) . . ? C24 C25 H25A 119.8 . . ? C26 C25 H25A 119.8 . . ? C25 C26 C21 121.31(18) . . ? C25 C26 H26A 119.3 . . ? C21 C26 H26A 119.3 . . ? C36 C31 C32 118.59(16) . . ? C36 C31 C3 122.70(15) . . ? C32 C31 C3 118.70(15) . . ? C33 C32 C31 120.94(17) . . ? C33 C32 H32A 119.5 . . ? C31 C32 H32A 119.5 . . ? C34 C33 C32 119.88(18) . . ? C34 C33 H33A 120.1 . . ? C32 C33 H33A 120.1 . . ? C33 C34 C35 120.13(17) . . ? C33 C34 H34A 119.9 . . ? C35 C34 H34A 119.9 . . ? C34 C35 C36 120.04(18) . . ? C34 C35 H35A 120.0 . . ? C36 C35 H35A 120.0 . . ? C31 C36 C35 120.41(17) . . ? C31 C36 H36A 119.8 . . ? C35 C36 H36A 119.8 . . ? C42 C41 C46 117.68(17) . . ? C42 C41 C4 121.80(15) . . ? C46 C41 C4 120.52(16) . . ? C43 C42 C41 121.39(17) . . ? C43 C42 H42A 119.3 . . ? C41 C42 H42A 119.3 . . ? C42 C43 C44 120.04(18) . . ? C42 C43 H43A 120.0 . . ? C44 C43 H43A 120.0 . . ? C45 C44 C43 119.38(18) . . ? C45 C44 H44A 120.3 . . ? C43 C44 H44A 120.3 . . ? C44 C45 C46 120.65(18) . . ? C44 C45 H45A 119.7 . . ? C46 C45 H45A 119.7 . . ? C45 C46 C41 120.84(17) . . ? C45 C46 H46A 119.6 . . ? C41 C46 H46A 119.6 . . ? C52 C51 C56 117.52(16) . . ? C52 C51 C5 122.21(16) . . ? C56 C51 C5 119.99(17) . . ? C53 C52 C51 121.69(18) . . ? C53 C52 H52A 119.2 . . ? C51 C52 H52A 119.2 . . ? C52 C53 C54 119.72(19) . . ? C52 C53 H53A 120.1 . . ? C54 C53 H53A 120.1 . . ? C55 C54 C53 119.85(17) . . ? C55 C54 H54A 120.1 . . ? C53 C54 H54A 120.1 . . ? C54 C55 C56 120.33(18) . . ? C54 C55 H55A 119.8 . . ? C56 C55 H55A 119.8 . . ? C55 C56 C51 120.88(18) . . ? C55 C56 H56A 119.6 . . ? C51 C56 H56A 119.6 . . ? 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 C15 N1 B1 C2 -119.80(17) . . . . ? C11 N1 B1 C2 59.71(19) . . . . ? C15 N1 B1 C5 126.80(17) . . . . ? C11 N1 B1 C5 -53.7(2) . . . . ? C15 N1 B1 Cl1 5.5(2) . . . . ? C11 N1 B1 Cl1 -174.95(13) . . . . ? N1 B1 C2 C3 -122.97(15) . . . . ? C5 B1 C2 C3 -2.02(18) . . . . ? Cl1 B1 C2 C3 114.62(15) . . . . ? N1 B1 C2 C21 52.9(2) . . . . ? C5 B1 C2 C21 173.81(15) . . . . ? Cl1 B1 C2 C21 -69.5(2) . . . . ? C21 C2 C3 C31 7.0(3) . . . . ? B1 C2 C3 C31 -177.29(16) . . . . ? C21 C2 C3 C4 -175.26(16) . . . . ? B1 C2 C3 C4 0.42(19) . . . . ? C2 C3 C4 C5 1.7(2) . . . . ? C31 C3 C4 C5 179.54(15) . . . . ? C2 C3 C4 C41 -175.72(15) . . . . ? C31 C3 C4 C41 2.1(2) . . . . ? C41 C4 C5 C51 8.9(3) . . . . ? C3 C4 C5 C51 -168.42(16) . . . . ? C41 C4 C5 B1 174.32(16) . . . . ? C3 C4 C5 B1 -2.99(19) . . . . ? N1 B1 C5 C4 120.73(15) . . . . ? C2 B1 C5 C4 3.06(18) . . . . ? Cl1 B1 C5 C4 -117.62(14) . . . . ? N1 B1 C5 C51 -73.2(2) . . . . ? C2 B1 C5 C51 169.09(15) . . . . ? Cl1 B1 C5 C51 48.4(2) . . . . ? C15 N1 C11 C12 -2.6(3) . . . . ? B1 N1 C11 C12 177.88(18) . . . . ? N1 C11 C12 C13 0.4(3) . . . . ? C11 C12 C13 C14 2.0(3) . . . . ? C11 C12 C13 C16 -177.48(18) . . . . ? C12 C13 C14 C15 -2.3(3) . . . . ? C16 C13 C14 C15 177.15(17) . . . . ? C11 N1 C15 C14 2.2(3) . . . . ? B1 N1 C15 C14 -178.27(16) . . . . ? C13 C14 C15 N1 0.2(3) . . . . ? C3 C2 C21 C22 -149.42(18) . . . . ? B1 C2 C21 C22 35.6(2) . . . . ? C3 C2 C21 C26 32.7(3) . . . . ? B1 C2 C21 C26 -142.27(18) . . . . ? C26 C21 C22 C23 -2.5(3) . . . . ? C2 C21 C22 C23 179.50(17) . . . . ? C21 C22 C23 C24 1.2(3) . . . . ? C22 C23 C24 C25 0.6(3) . . . . ? C23 C24 C25 C26 -0.8(3) . . . . ? C24 C25 C26 C21 -0.6(3) . . . . ? C22 C21 C26 C25 2.2(3) . . . . ? C2 C21 C26 C25 -179.85(17) . . . . ? C2 C3 C31 C36 -129.3(2) . . . . ? C4 C3 C31 C36 53.2(2) . . . . ? C2 C3 C31 C32 49.5(3) . . . . ? C4 C3 C31 C32 -127.97(18) . . . . ? C36 C31 C32 C33 1.4(3) . . . . ? C3 C31 C32 C33 -177.45(17) . . . . ? C31 C32 C33 C34 -0.7(3) . . . . ? C32 C33 C34 C35 -0.3(3) . . . . ? C33 C34 C35 C36 0.4(3) . . . . ? C32 C31 C36 C35 -1.3(3) . . . . ? C3 C31 C36 C35 177.56(17) . . . . ? C34 C35 C36 C31 0.4(3) . . . . ? C5 C4 C41 C42 -133.25(19) . . . . ? C3 C4 C41 C42 43.8(2) . . . . ? C5 C4 C41 C46 46.4(3) . . . . ? C3 C4 C41 C46 -136.59(17) . . . . ? C46 C41 C42 C43 0.7(3) . . . . ? C4 C41 C42 C43 -179.65(16) . . . . ? C41 C42 C43 C44 0.4(3) . . . . ? C42 C43 C44 C45 -1.4(3) . . . . ? C43 C44 C45 C46 1.4(3) . . . . ? C44 C45 C46 C41 -0.3(3) . . . . ? C42 C41 C46 C45 -0.7(3) . . . . ? C4 C41 C46 C45 179.62(16) . . . . ? C4 C5 C51 C52 41.2(3) . . . . ? B1 C5 C51 C52 -122.1(2) . . . . ? C4 C5 C51 C56 -145.13(18) . . . . ? B1 C5 C51 C56 51.6(2) . . . . ? C56 C51 C52 C53 -0.5(3) . . . . ? C5 C51 C52 C53 173.37(17) . . . . ? C51 C52 C53 C54 0.0(3) . . . . ? C52 C53 C54 C55 0.8(3) . . . . ? C53 C54 C55 C56 -1.2(3) . . . . ? C54 C55 C56 C51 0.7(3) . . . . ? C52 C51 C56 C55 0.1(3) . . . . ? C5 C51 C56 C55 -173.88(16) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.468 _refine_diff_density_min -0.305 _refine_diff_density_rms 0.052 # Attachment 'Cu071.cif' data_Cu071 _database_code_depnum_ccdc_archive 'CCDC 685646' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; ? ; _chemical_melting_point ? _chemical_formula_moiety 'C40 H34 B N2, C32 H12 B F24' _chemical_formula_sum 'C72 H46 B2 F24 N2' _chemical_formula_weight 1416.73 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' F F 0.0171 0.0103 '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/n _symmetry_space_group_name_Hall '-P 2yac ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z-1/2' _cell_length_a 19.4229(8) _cell_length_b 9.4370(4) _cell_length_c 22.0877(9) _cell_angle_alpha 90.00 _cell_angle_beta 115.149(2) _cell_angle_gamma 90.00 _cell_volume 3664.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9475 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 26.00 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.284 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1436 _exptl_absorpt_coefficient_mu 0.117 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9652 _exptl_absorpt_correction_T_max 0.9987 _exptl_absorpt_process_details 'Sadabs 2004/1 (Brucker Nonius 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator 'multi-layer mirror' _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 167091 _diffrn_reflns_av_R_equivalents 0.0524 _diffrn_reflns_av_sigmaI/netI 0.0211 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 26.04 _reflns_number_total 7220 _reflns_number_gt 6266 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 ver. 1.0-27 (Bruker AXS)' _computing_cell_refinement 'Saint+ ver. 7.12A (Bruker AXS)' _computing_data_reduction 'Saint+ ver. 7.12A (Bruker AXS)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP ver. 5.1 (Bruker AXS, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0400P)^2^+6.8721P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7220 _refine_ls_number_parameters 453 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0663 _refine_ls_R_factor_gt 0.0587 _refine_ls_wR_factor_ref 0.1376 _refine_ls_wR_factor_gt 0.1341 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.28103(6) 0.30580(13) 0.70755(6) 0.0155(3) Uani 1 1 d . . . B1 B 0.2500 0.4022(2) 0.7500 0.0149(5) Uani 1 2 d S . . B2 B 0.2500 0.4320(3) 0.2500 0.0165(5) Uani 1 2 d S . . C2 C 0.18642(8) 0.51034(16) 0.70037(7) 0.0154(3) Uani 1 1 d . . . C3 C 0.21150(7) 0.64325(16) 0.72053(7) 0.0146(3) Uani 1 1 d . . . C11 C 0.24756(8) 0.18476(16) 0.67722(7) 0.0178(3) Uani 1 1 d . . . H11A H 0.2097 0.1434 0.6882 0.021 Uiso 1 1 calc R . . C12 C 0.26649(9) 0.11883(17) 0.63070(7) 0.0204(4) Uani 1 1 d . . . H12A H 0.2423 0.0324 0.6108 0.024 Uiso 1 1 calc R . . C13 C 0.32081(9) 0.17797(17) 0.61251(7) 0.0216(4) Uani 1 1 d . . . C14 C 0.35505(9) 0.30345(18) 0.64453(8) 0.0235(4) Uani 1 1 d . . . H14A H 0.3929 0.3471 0.6343 0.028 Uiso 1 1 calc R . . C15 C 0.33425(9) 0.36407(18) 0.69068(8) 0.0227(4) Uani 1 1 d . . . H15A H 0.3580 0.4500 0.7116 0.027 Uiso 1 1 calc R . . C16 C 0.34062(10) 0.1142(2) 0.55976(8) 0.0304(4) Uani 1 1 d . . . H16A H 0.3109 0.0275 0.5426 0.046 Uiso 1 1 calc R . . H16B H 0.3950 0.0914 0.5791 0.046 Uiso 1 1 calc R . . H16C H 0.3289 0.1821 0.5231 0.046 Uiso 1 1 calc R . . C21 C 0.11161(8) 0.46657(15) 0.64705(7) 0.0167(3) Uani 1 1 d . . . C22 C 0.10733(9) 0.39253(16) 0.59086(7) 0.0198(4) Uani 1 1 d . . . H22A H 0.1522 0.3769 0.5846 0.024 Uiso 1 1 calc R . . C23 C 0.03763(10) 0.34121(18) 0.54381(8) 0.0260(4) Uani 1 1 d . . . H23A H 0.0353 0.2917 0.5055 0.031 Uiso 1 1 calc R . . C24 C -0.02771(9) 0.36215(18) 0.55271(8) 0.0274(4) Uani 1 1 d . . . H24A H -0.0747 0.3244 0.5214 0.033 Uiso 1 1 calc R . . C25 C -0.02469(9) 0.43809(19) 0.60714(9) 0.0273(4) Uani 1 1 d . . . H25A H -0.0699 0.4543 0.6128 0.033 Uiso 1 1 calc R . . C26 C 0.04424(9) 0.49088(18) 0.65371(8) 0.0234(4) Uani 1 1 d . . . H26A H 0.0456 0.5443 0.6906 0.028 Uiso 1 1 calc R . . C31 C 0.16700(8) 0.77491(15) 0.69311(7) 0.0161(3) Uani 1 1 d . . . C32 C 0.13350(8) 0.80168(17) 0.62434(8) 0.0204(4) Uani 1 1 d . . . H32A H 0.1424 0.7390 0.5947 0.025 Uiso 1 1 calc R . . C33 C 0.08712(8) 0.92000(18) 0.59911(8) 0.0233(4) Uani 1 1 d . . . H33A H 0.0650 0.9383 0.5524 0.028 Uiso 1 1 calc R . . C34 C 0.07309(8) 1.01135(17) 0.64196(8) 0.0236(4) Uani 1 1 d . . . H34A H 0.0409 1.0912 0.6246 0.028 Uiso 1 1 calc R . . C35 C 0.10629(8) 0.98542(17) 0.71003(8) 0.0212(4) Uani 1 1 d . . . H35A H 0.0967 1.0474 0.7394 0.025 Uiso 1 1 calc R . . C36 C 0.15374(8) 0.86888(16) 0.73559(7) 0.0170(3) Uani 1 1 d . . . H36A H 0.1773 0.8532 0.7825 0.020 Uiso 1 1 calc R . . C41 C 0.22948(8) 0.53743(15) 0.29926(7) 0.0162(3) Uani 1 1 d . . . F41 F 0.31918(8) 0.50298(13) 0.50642(5) 0.0537(4) Uani 1 1 d . . . C42 C 0.26372(8) 0.53357(16) 0.36885(7) 0.0179(3) Uani 1 1 d . . . H42A H 0.3022 0.4652 0.3909 0.022 Uiso 1 1 calc R . . F42 F 0.33494(10) 0.72278(16) 0.50682(7) 0.0812(6) Uani 1 1 d . . . C43 C 0.24316(8) 0.62728(17) 0.40724(7) 0.0204(4) Uani 1 1 d . . . F43 F 0.23594(8) 0.6412(3) 0.51044(6) 0.1074(7) Uani 1 1 d . . . F44 F 0.04571(6) 0.85761(14) 0.30475(6) 0.0491(3) Uani 1 1 d . . . C44 C 0.18698(8) 0.72785(17) 0.37731(8) 0.0214(4) Uani 1 1 d . . . H44A H 0.1725 0.7907 0.4034 0.026 Uiso 1 1 calc R . . F45 F 0.12299(7) 0.97396(11) 0.27831(6) 0.0456(3) Uani 1 1 d . . . C45 C 0.15252(8) 0.73410(16) 0.30804(7) 0.0192(3) Uani 1 1 d . . . F46 F 0.04977(6) 0.81948(12) 0.21020(5) 0.0396(3) Uani 1 1 d . . . C46 C 0.17379(8) 0.64228(16) 0.27001(7) 0.0172(3) Uani 1 1 d . . . H46A H 0.1499 0.6505 0.2227 0.021 Uiso 1 1 calc R . . C47 C 0.28227(10) 0.6225(2) 0.48199(8) 0.0308(4) Uani 1 1 d . . . C48 C 0.09277(10) 0.84429(19) 0.27495(8) 0.0277(4) Uani 1 1 d . . . F51 F 0.29427(5) 0.00908(11) 0.41060(5) 0.0293(2) Uani 1 1 d . . . C51 C 0.32229(8) 0.32760(16) 0.29264(7) 0.0165(3) Uani 1 1 d . . . F52 F 0.41459(6) -0.02246(14) 0.46232(6) 0.0471(3) Uani 1 1 d . . . C52 C 0.31296(8) 0.21505(16) 0.33045(7) 0.0181(3) Uani 1 1 d . . . H52A H 0.2651 0.2031 0.3320 0.022 Uiso 1 1 calc R . . F53 F 0.35043(7) -0.12435(11) 0.36768(6) 0.0481(3) Uani 1 1 d . . . C53 C 0.37132(8) 0.12122(16) 0.36550(7) 0.0188(3) Uani 1 1 d . . . F54 F 0.57644(5) 0.15727(12) 0.35175(5) 0.0379(3) Uani 1 1 d . . . C54 C 0.44247(8) 0.13483(17) 0.36516(7) 0.0197(4) Uani 1 1 d . . . H54A H 0.4827 0.0716 0.3899 0.024 Uiso 1 1 calc R . . F55 F 0.56148(6) 0.38222(12) 0.34708(6) 0.0440(3) Uani 1 1 d . . . C55 C 0.45275(8) 0.24333(16) 0.32771(7) 0.0182(3) Uani 1 1 d . . . F56 F 0.51541(5) 0.25978(14) 0.25744(5) 0.0386(3) Uani 1 1 d . . . C56 C 0.39378(8) 0.33749(16) 0.29243(7) 0.0178(3) Uani 1 1 d . . . H56A H 0.4027 0.4111 0.2673 0.021 Uiso 1 1 calc R . . C57 C 0.35754(9) -0.00334(18) 0.40153(8) 0.0250(4) Uani 1 1 d . . . C58 C 0.52572(8) 0.25960(18) 0.32157(8) 0.0227(4) 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 N1 0.0153(5) 0.0140(6) 0.0162(5) 0.0000(5) 0.0058(4) 0.0011(5) B1 0.0144(9) 0.0131(10) 0.0175(9) 0.000 0.0071(7) 0.000 B2 0.0152(9) 0.0168(11) 0.0185(10) 0.000 0.0082(8) 0.000 C2 0.0169(6) 0.0155(7) 0.0153(6) 0.0007(5) 0.0083(5) -0.0002(5) C3 0.0147(6) 0.0160(7) 0.0144(6) 0.0003(5) 0.0076(5) -0.0004(5) C11 0.0186(6) 0.0147(7) 0.0175(6) 0.0025(5) 0.0051(5) -0.0020(6) C12 0.0237(7) 0.0162(7) 0.0172(6) -0.0010(6) 0.0046(5) -0.0005(6) C13 0.0241(7) 0.0214(8) 0.0175(6) 0.0040(6) 0.0071(5) 0.0082(6) C14 0.0237(6) 0.0245(8) 0.0269(7) -0.0006(6) 0.0151(5) -0.0023(6) C15 0.0244(7) 0.0183(7) 0.0274(7) -0.0033(6) 0.0130(6) -0.0049(6) C16 0.0409(8) 0.0273(9) 0.0275(7) -0.0018(7) 0.0190(6) 0.0058(7) C21 0.0182(6) 0.0103(6) 0.0189(6) 0.0031(5) 0.0054(5) 0.0007(5) C22 0.0225(7) 0.0162(7) 0.0190(6) 0.0035(6) 0.0071(5) 0.0031(6) C23 0.0324(8) 0.0189(8) 0.0171(7) 0.0007(6) 0.0014(6) -0.0016(7) C24 0.0232(8) 0.0216(8) 0.0244(8) 0.0036(7) -0.0024(6) -0.0053(7) C25 0.0177(7) 0.0284(9) 0.0317(8) 0.0055(7) 0.0065(6) 0.0004(7) C26 0.0226(7) 0.0228(8) 0.0240(7) -0.0007(6) 0.0091(6) 0.0007(6) C31 0.0142(6) 0.0125(7) 0.0208(6) 0.0027(5) 0.0066(5) -0.0030(5) C32 0.0208(6) 0.0190(7) 0.0218(7) 0.0016(6) 0.0095(5) -0.0020(6) C33 0.0164(6) 0.0251(8) 0.0232(7) 0.0108(6) 0.0036(5) -0.0028(6) C34 0.0154(6) 0.0146(7) 0.0370(8) 0.0076(6) 0.0075(6) 0.0014(6) C35 0.0147(6) 0.0162(7) 0.0324(7) -0.0018(6) 0.0098(5) -0.0013(6) C36 0.0137(6) 0.0164(7) 0.0199(6) 0.0008(6) 0.0062(5) -0.0020(6) C41 0.0143(6) 0.0122(7) 0.0230(6) -0.0001(5) 0.0088(5) -0.0037(5) F41 0.0810(8) 0.0402(7) 0.0240(5) 0.0071(5) 0.0069(5) 0.0158(6) C42 0.0120(6) 0.0186(7) 0.0208(6) 0.0018(6) 0.0047(5) 0.0001(6) F42 0.1113(12) 0.0548(8) 0.0331(7) -0.0031(6) -0.0122(8) -0.0328(8) C43 0.0200(6) 0.0205(8) 0.0220(7) -0.0004(6) 0.0101(5) -0.0040(6) F43 0.0695(7) 0.233(2) 0.0277(5) 0.0212(9) 0.0280(5) 0.0708(11) F44 0.0497(5) 0.0601(7) 0.0523(5) 0.0209(5) 0.0359(4) 0.0347(5) C44 0.0242(6) 0.0194(7) 0.0242(7) -0.0033(6) 0.0139(5) -0.0006(6) F45 0.0599(7) 0.0200(5) 0.0510(6) 0.0100(5) 0.0177(5) 0.0102(5) C45 0.0185(6) 0.0163(7) 0.0257(7) 0.0018(6) 0.0122(5) 0.0009(6) F46 0.0369(5) 0.0413(6) 0.0305(5) 0.0012(5) 0.0046(4) 0.0206(5) C46 0.0180(6) 0.0148(7) 0.0204(6) 0.0011(5) 0.0098(5) -0.0025(6) C47 0.0310(8) 0.0341(10) 0.0244(7) -0.0044(7) 0.0091(6) 0.0067(7) C48 0.0353(8) 0.0258(9) 0.0270(7) 0.0043(6) 0.0180(6) 0.0084(7) F51 0.0335(4) 0.0264(5) 0.0348(4) 0.0073(4) 0.0210(4) 0.0007(4) C51 0.0180(6) 0.0131(7) 0.0184(6) -0.0039(5) 0.0078(5) -0.0003(5) F52 0.0324(5) 0.0598(7) 0.0409(6) 0.0313(5) 0.0076(4) 0.0029(5) C52 0.0176(6) 0.0176(7) 0.0206(6) -0.0025(6) 0.0096(5) -0.0002(6) F53 0.0879(6) 0.0155(5) 0.0678(6) -0.0014(4) 0.0590(5) -0.0023(5) C53 0.0234(7) 0.0139(7) 0.0185(6) -0.0013(5) 0.0083(5) -0.0005(6) F54 0.0229(4) 0.0430(6) 0.0506(6) 0.0213(5) 0.0182(4) 0.0162(4) C54 0.0202(6) 0.0177(7) 0.0183(6) -0.0005(6) 0.0055(5) 0.0032(6) F55 0.0282(5) 0.0359(6) 0.0724(7) -0.0126(5) 0.0257(5) -0.0126(5) C55 0.0176(6) 0.0169(7) 0.0183(6) -0.0038(6) 0.0059(5) -0.0010(6) F56 0.0258(4) 0.0652(7) 0.0306(4) 0.0105(5) 0.0176(4) 0.0107(5) C56 0.0212(6) 0.0133(7) 0.0193(6) -0.0016(5) 0.0090(5) -0.0005(6) C57 0.0287(7) 0.0207(8) 0.0291(7) 0.0039(6) 0.0157(6) 0.0029(6) C58 0.0174(6) 0.0244(8) 0.0246(7) 0.0036(6) 0.0072(5) 0.0041(6) _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 N1 C11 1.3438(19) . ? N1 C15 1.355(2) . ? N1 B1 1.5972(19) . ? B1 N1 1.5972(19) 2_556 ? B1 C2 1.618(2) 2_556 ? B1 C2 1.618(2) . ? B2 C41 1.643(2) 2 ? B2 C41 1.643(2) . ? B2 C51 1.645(2) 2 ? B2 C51 1.645(2) . ? C2 C3 1.351(2) . ? C2 C21 1.4880(18) . ? C3 C31 1.488(2) . ? C3 C3 1.509(2) 2_556 ? C11 C12 1.378(2) . ? C11 H11A 0.9500 . ? C12 C13 1.395(2) . ? C12 H12A 0.9500 . ? C13 C14 1.395(2) . ? C13 C16 1.499(2) . ? C14 C15 1.371(2) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C21 C22 1.396(2) . ? C21 C26 1.396(2) . ? C22 C23 1.397(2) . ? C22 H22A 0.9500 . ? C23 C24 1.379(3) . ? C23 H23A 0.9500 . ? C24 C25 1.379(3) . ? C24 H24A 0.9500 . ? C25 C26 1.389(2) . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? C31 C36 1.392(2) . ? C31 C32 1.398(2) . ? C32 C33 1.394(2) . ? C32 H32A 0.9500 . ? C33 C34 1.390(3) . ? C33 H33A 0.9500 . ? C34 C35 1.383(2) . ? C34 H34A 0.9500 . ? C35 C36 1.391(2) . ? C35 H35A 0.9500 . ? C36 H36A 0.9500 . ? C41 C42 1.392(2) . ? C41 C46 1.404(2) . ? F41 C47 1.322(2) . ? C42 C43 1.396(2) . ? C42 H42A 0.9500 . ? F42 C47 1.329(2) . ? C43 C44 1.384(2) . ? C43 C47 1.496(2) . ? F43 C47 1.310(3) . ? F44 C48 1.340(2) . ? C44 C45 1.386(2) . ? C44 H44A 0.9500 . ? F45 C48 1.346(2) . ? C45 C46 1.386(2) . ? C45 C48 1.497(2) . ? F46 C48 1.3351(19) . ? C46 H46A 0.9500 . ? F51 C57 1.332(2) . ? C51 C56 1.394(2) . ? C51 C52 1.410(2) . ? F52 C57 1.3412(18) . ? C52 C53 1.387(2) . ? C52 H52A 0.9500 . ? F53 C57 1.340(2) . ? C53 C54 1.391(2) . ? C53 C57 1.506(2) . ? F54 C58 1.3376(18) . ? C54 C55 1.383(2) . ? C54 H54A 0.9500 . ? F55 C58 1.344(2) . ? C55 C56 1.397(2) . ? C55 C58 1.488(2) . ? F56 C58 1.344(2) . ? C56 H56A 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 N1 C15 118.15(14) . . ? C11 N1 B1 123.61(13) . . ? C15 N1 B1 116.89(13) . . ? N1 B1 N1 110.53(17) 2_556 . ? N1 B1 C2 109.35(7) 2_556 2_556 ? N1 B1 C2 112.79(7) . 2_556 ? N1 B1 C2 112.79(7) 2_556 . ? N1 B1 C2 109.35(7) . . ? C2 B1 C2 101.81(16) 2_556 . ? C41 B2 C41 105.52(17) 2 . ? C41 B2 C51 111.82(7) 2 2 ? C41 B2 C51 110.70(7) . 2 ? C41 B2 C51 110.70(7) 2 . ? C41 B2 C51 111.82(7) . . ? C51 B2 C51 106.38(17) 2 . ? C3 C2 C21 127.79(13) . . ? C3 C2 B1 107.32(12) . . ? C21 C2 B1 124.66(13) . . ? C2 C3 C31 125.14(12) . . ? C2 C3 C3 111.77(8) . 2_556 ? C31 C3 C3 122.87(7) . 2_556 ? N1 C11 C12 121.97(15) . . ? N1 C11 H11A 119.0 . . ? C12 C11 H11A 119.0 . . ? C11 C12 C13 120.54(14) . . ? C11 C12 H12A 119.7 . . ? C13 C12 H12A 119.7 . . ? C14 C13 C12 116.73(15) . . ? C14 C13 C16 120.67(16) . . ? C12 C13 C16 122.58(15) . . ? C15 C14 C13 120.23(16) . . ? C15 C14 H14A 119.9 . . ? C13 C14 H14A 119.9 . . ? N1 C15 C14 122.36(15) . . ? N1 C15 H15A 118.8 . . ? C14 C15 H15A 118.8 . . ? 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 . . ? C22 C21 C26 118.12(13) . . ? C22 C21 C2 120.80(14) . . ? C26 C21 C2 120.97(14) . . ? C21 C22 C23 120.53(16) . . ? C21 C22 H22A 119.7 . . ? C23 C22 H22A 119.7 . . ? C24 C23 C22 120.27(16) . . ? C24 C23 H23A 119.9 . . ? C22 C23 H23A 119.9 . . ? C23 C24 C25 119.87(15) . . ? C23 C24 H24A 120.1 . . ? C25 C24 H24A 120.1 . . ? C24 C25 C26 120.16(17) . . ? C24 C25 H25A 119.9 . . ? C26 C25 H25A 119.9 . . ? C25 C26 C21 120.98(16) . . ? C25 C26 H26A 119.5 . . ? C21 C26 H26A 119.5 . . ? C36 C31 C32 118.89(13) . . ? C36 C31 C3 119.96(13) . . ? C32 C31 C3 120.99(14) . . ? C33 C32 C31 120.16(15) . . ? C33 C32 H32A 119.9 . . ? C31 C32 H32A 119.9 . . ? C34 C33 C32 120.34(15) . . ? C34 C33 H33A 119.8 . . ? C32 C33 H33A 119.8 . . ? C35 C34 C33 119.65(14) . . ? C35 C34 H34A 120.2 . . ? C33 C34 H34A 120.2 . . ? C34 C35 C36 120.23(16) . . ? C34 C35 H35A 119.9 . . ? C36 C35 H35A 119.9 . . ? C35 C36 C31 120.70(14) . . ? C35 C36 H36A 119.7 . . ? C31 C36 H36A 119.7 . . ? C42 C41 C46 116.09(14) . . ? C42 C41 B2 125.37(12) . . ? C46 C41 B2 118.54(12) . . ? C41 C42 C43 121.90(13) . . ? C41 C42 H42A 119.0 . . ? C43 C42 H42A 119.0 . . ? C44 C43 C42 121.01(14) . . ? C44 C43 C47 118.37(15) . . ? C42 C43 C47 120.61(14) . . ? C43 C44 C45 117.99(15) . . ? C43 C44 H44A 121.0 . . ? C45 C44 H44A 121.0 . . ? C44 C45 C46 120.91(14) . . ? C44 C45 C48 118.61(15) . . ? C46 C45 C48 120.47(14) . . ? C45 C46 C41 122.07(14) . . ? C45 C46 H46A 119.0 . . ? C41 C46 H46A 119.0 . . ? F43 C47 F41 106.41(18) . . ? F43 C47 F42 105.78(18) . . ? F41 C47 F42 104.49(15) . . ? F43 C47 C43 113.27(14) . . ? F41 C47 C43 114.12(15) . . ? F42 C47 C43 112.01(16) . . ? F46 C48 F44 107.21(14) . . ? F46 C48 F45 106.16(14) . . ? F44 C48 F45 105.08(15) . . ? F46 C48 C45 113.79(14) . . ? F44 C48 C45 111.98(14) . . ? F45 C48 C45 112.04(14) . . ? C56 C51 C52 115.58(13) . . ? C56 C51 B2 124.55(13) . . ? C52 C51 B2 119.81(13) . . ? C53 C52 C51 122.10(15) . . ? C53 C52 H52A 119.0 . . ? C51 C52 H52A 119.0 . . ? C52 C53 C54 121.09(15) . . ? C52 C53 C57 120.44(15) . . ? C54 C53 C57 118.36(13) . . ? C55 C54 C53 117.89(14) . . ? C55 C54 H54A 121.1 . . ? C53 C54 H54A 121.1 . . ? C54 C55 C56 120.81(15) . . ? C54 C55 C58 121.07(14) . . ? C56 C55 C58 118.08(14) . . ? C51 C56 C55 122.52(15) . . ? C51 C56 H56A 118.7 . . ? C55 C56 H56A 118.7 . . ? F51 C57 F53 106.04(13) . . ? F51 C57 F52 106.49(14) . . ? F53 C57 F52 106.82(14) . . ? F51 C57 C53 113.17(13) . . ? F53 C57 C53 111.71(14) . . ? F52 C57 C53 112.16(13) . . ? F54 C58 F56 105.94(14) . . ? F54 C58 F55 105.83(12) . . ? F56 C58 F55 105.06(14) . . ? F54 C58 C55 114.10(14) . . ? F56 C58 C55 112.04(12) . . ? F55 C58 C55 113.15(14) . . ? 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 C11 N1 B1 N1 38.64(10) . . . 2_556 ? C15 N1 B1 N1 -154.86(12) . . . 2_556 ? C11 N1 B1 C2 161.40(13) . . . 2_556 ? C15 N1 B1 C2 -32.10(16) . . . 2_556 ? C11 N1 B1 C2 -86.10(17) . . . . ? C15 N1 B1 C2 80.40(13) . . . . ? N1 B1 C2 C3 116.55(15) 2_556 . . . ? N1 B1 C2 C3 -120.04(14) . . . . ? C2 B1 C2 C3 -0.51(8) 2_556 . . . ? N1 B1 C2 C21 -58.26(18) 2_556 . . . ? N1 B1 C2 C21 65.16(17) . . . . ? C2 B1 C2 C21 -175.32(17) 2_556 . . . ? C21 C2 C3 C31 1.2(3) . . . . ? B1 C2 C3 C31 -173.40(13) . . . . ? C21 C2 C3 C3 175.89(16) . . . 2_556 ? B1 C2 C3 C3 1.3(2) . . . 2_556 ? C15 N1 C11 C12 0.8(2) . . . . ? B1 N1 C11 C12 167.10(12) . . . . ? N1 C11 C12 C13 -1.2(2) . . . . ? C11 C12 C13 C14 1.2(2) . . . . ? C11 C12 C13 C16 -176.94(14) . . . . ? C12 C13 C14 C15 -0.9(2) . . . . ? C16 C13 C14 C15 177.27(14) . . . . ? C11 N1 C15 C14 -0.5(2) . . . . ? B1 N1 C15 C14 -167.72(12) . . . . ? C13 C14 C15 N1 0.6(2) . . . . ? C3 C2 C21 C22 118.25(19) . . . . ? B1 C2 C21 C22 -68.03(19) . . . . ? C3 C2 C21 C26 -65.6(2) . . . . ? B1 C2 C21 C26 108.11(16) . . . . ? C26 C21 C22 C23 -1.7(2) . . . . ? C2 C21 C22 C23 174.52(14) . . . . ? C21 C22 C23 C24 -0.6(2) . . . . ? C22 C23 C24 C25 2.1(3) . . . . ? C23 C24 C25 C26 -1.4(3) . . . . ? C24 C25 C26 C21 -1.0(3) . . . . ? C22 C21 C26 C25 2.5(2) . . . . ? C2 C21 C26 C25 -173.74(15) . . . . ? C2 C3 C31 C36 122.64(17) . . . . ? C3 C3 C31 C36 -51.5(2) 2_556 . . . ? C2 C3 C31 C32 -52.9(2) . . . . ? C3 C3 C31 C32 132.99(19) 2_556 . . . ? C36 C31 C32 C33 -0.6(2) . . . . ? C3 C31 C32 C33 174.98(14) . . . . ? C31 C32 C33 C34 -0.7(2) . . . . ? C32 C33 C34 C35 0.9(2) . . . . ? C33 C34 C35 C36 0.3(2) . . . . ? C34 C35 C36 C31 -1.6(2) . . . . ? C32 C31 C36 C35 1.7(2) . . . . ? C3 C31 C36 C35 -173.86(14) . . . . ? C41 B2 C41 C42 -125.44(16) 2 . . . ? C51 B2 C41 C42 113.40(15) 2 . . . ? C51 B2 C41 C42 -5.0(2) . . . . ? C41 B2 C41 C46 53.57(11) 2 . . . ? C51 B2 C41 C46 -67.59(18) 2 . . . ? C51 B2 C41 C46 173.98(13) . . . . ? C46 C41 C42 C43 0.8(2) . . . . ? B2 C41 C42 C43 179.84(14) . . . . ? C41 C42 C43 C44 0.5(2) . . . . ? C41 C42 C43 C47 -178.63(15) . . . . ? C42 C43 C44 C45 -0.9(2) . . . . ? C47 C43 C44 C45 178.24(15) . . . . ? C43 C44 C45 C46 0.0(2) . . . . ? C43 C44 C45 C48 -178.77(15) . . . . ? C44 C45 C46 C41 1.4(2) . . . . ? C48 C45 C46 C41 -179.86(15) . . . . ? C42 C41 C46 C45 -1.8(2) . . . . ? B2 C41 C46 C45 179.14(14) . . . . ? C44 C43 C47 F43 40.6(3) . . . . ? C42 C43 C47 F43 -140.2(2) . . . . ? C44 C43 C47 F41 162.61(16) . . . . ? C42 C43 C47 F41 -18.2(2) . . . . ? C44 C43 C47 F42 -78.9(2) . . . . ? C42 C43 C47 F42 100.3(2) . . . . ? C44 C45 C48 F46 -163.55(15) . . . . ? C46 C45 C48 F46 17.7(2) . . . . ? C44 C45 C48 F44 -41.8(2) . . . . ? C46 C45 C48 F44 139.47(15) . . . . ? C44 C45 C48 F45 76.0(2) . . . . ? C46 C45 C48 F45 -102.75(17) . . . . ? C41 B2 C51 C56 6.4(2) 2 . . . ? C41 B2 C51 C56 -110.93(15) . . . . ? C51 B2 C51 C56 128.10(16) 2 . . . ? C41 B2 C51 C52 -170.71(13) 2 . . . ? C41 B2 C51 C52 71.94(18) . . . . ? C51 B2 C51 C52 -49.03(11) 2 . . . ? C56 C51 C52 C53 0.5(2) . . . . ? B2 C51 C52 C53 177.86(13) . . . . ? C51 C52 C53 C54 0.4(2) . . . . ? C51 C52 C53 C57 -175.90(14) . . . . ? C52 C53 C54 C55 -1.2(2) . . . . ? C57 C53 C54 C55 175.16(14) . . . . ? C53 C54 C55 C56 1.1(2) . . . . ? C53 C54 C55 C58 -176.34(14) . . . . ? C52 C51 C56 C55 -0.6(2) . . . . ? B2 C51 C56 C55 -177.80(13) . . . . ? C54 C55 C56 C51 -0.3(2) . . . . ? C58 C55 C56 C51 177.30(14) . . . . ? C52 C53 C57 F51 -16.6(2) . . . . ? C54 C53 C57 F51 166.97(13) . . . . ? C52 C53 C57 F53 102.96(17) . . . . ? C54 C53 C57 F53 -73.44(17) . . . . ? C52 C53 C57 F52 -137.14(15) . . . . ? C54 C53 C57 F52 46.5(2) . . . . ? C54 C55 C58 F54 3.6(2) . . . . ? C56 C55 C58 F54 -173.99(13) . . . . ? C54 C55 C58 F56 123.92(16) . . . . ? C56 C55 C58 F56 -53.6(2) . . . . ? C54 C55 C58 F55 -117.53(16) . . . . ? C56 C55 C58 F55 64.93(18) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.530 _refine_diff_density_min -0.490 _refine_diff_density_rms 0.061 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.138 0.168 0.432 94.8 42.5 2 0.362 0.168 0.067 94.8 42.5 3 0.638 -0.168 0.932 94.9 42.3 4 0.862 -0.168 0.568 94.9 42.3 5 0.000 0.500 1.000 127.3 38.7 6 0.500 0.500 0.500 127.3 38.7 _platon_squeeze_details ; ? ; # Attachment 'Cu100.cif' data_Cu100 _database_code_depnum_ccdc_archive 'CCDC 685647' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; ? ; _chemical_melting_point ? _chemical_formula_moiety 'C34 H38 B N Si2' _chemical_formula_sum 'C34 H38 B N Si2' _chemical_formula_weight 527.64 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.5821(6) _cell_length_b 11.4550(6) _cell_length_c 22.2650(11) _cell_angle_alpha 90.00 _cell_angle_beta 102.334(2) _cell_angle_gamma 90.00 _cell_volume 3134.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7504 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 25.78 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.118 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1128 _exptl_absorpt_coefficient_mu 0.135 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9812 _exptl_absorpt_correction_T_max 0.9989 _exptl_absorpt_process_details 'Sadabs 2004/1 (Brucker Nonius 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator 'multi-layer mirror' _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 50371 _diffrn_reflns_av_R_equivalents 0.0836 _diffrn_reflns_av_sigmaI/netI 0.0893 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6144 _reflns_number_gt 3853 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 ver. 1.0-27 (Bruker AXS)' _computing_cell_refinement 'Saint+ ver. 7.12A (Bruker AXS)' _computing_data_reduction 'Saint+ ver. 7.12A (Bruker AXS)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP ver. 5.1 (Bruker AXS, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0229P)^2^+3.4003P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6144 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1162 _refine_ls_R_factor_gt 0.0542 _refine_ls_wR_factor_ref 0.1064 _refine_ls_wR_factor_gt 0.0897 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si1 Si 1.01142(5) 0.92176(6) 0.13585(3) 0.01991(17) Uani 1 1 d . . . N1 N 0.94132(14) 0.78801(17) 0.11963(8) 0.0181(5) Uani 1 1 d . . . C1 C 0.76600(18) 0.8297(2) 0.16950(10) 0.0190(6) Uani 1 1 d . . . B1 B 0.8272(2) 0.7875(2) 0.11712(13) 0.0190(6) Uani 1 1 d . . . Si2 Si 1.00865(5) 0.65843(6) 0.10559(3) 0.02335(18) Uani 1 1 d . . . C2 C 0.65886(18) 0.8217(2) 0.14555(10) 0.0173(5) Uani 1 1 d . . . C3 C 0.63681(17) 0.7795(2) 0.07894(10) 0.0175(5) Uani 1 1 d . . . C4 C 0.73003(17) 0.7527(2) 0.06134(10) 0.0166(5) Uani 1 1 d . . . C11 C 0.81468(18) 0.8607(2) 0.23397(10) 0.0200(6) Uani 1 1 d . . . C12 C 0.78803(18) 0.9638(2) 0.26107(11) 0.0253(6) Uani 1 1 d . . . H12A H 0.7384 1.0172 0.2374 0.030 Uiso 1 1 calc R . . C13 C 0.8335(2) 0.9887(3) 0.32225(12) 0.0309(7) Uani 1 1 d . . . H13A H 0.8145 1.0588 0.3402 0.037 Uiso 1 1 calc R . . C14 C 0.9059(2) 0.9120(3) 0.35695(12) 0.0337(7) Uani 1 1 d . . . H14A H 0.9361 0.9289 0.3989 0.040 Uiso 1 1 calc R . . C15 C 0.9348(2) 0.8107(3) 0.33085(12) 0.0308(7) Uani 1 1 d . . . H15A H 0.9853 0.7583 0.3547 0.037 Uiso 1 1 calc R . . C16 C 0.88990(19) 0.7855(2) 0.26974(11) 0.0250(6) Uani 1 1 d . . . H16A H 0.9107 0.7161 0.2520 0.030 Uiso 1 1 calc R . . C21 C 0.56806(17) 0.8475(2) 0.17683(10) 0.0189(6) Uani 1 1 d . . . C22 C 0.49192(19) 0.9334(2) 0.15447(11) 0.0272(6) Uani 1 1 d . . . H22A H 0.4977 0.9757 0.1186 0.033 Uiso 1 1 calc R . . C23 C 0.4078(2) 0.9586(3) 0.18363(12) 0.0343(7) Uani 1 1 d . . . H23A H 0.3573 1.0189 0.1685 0.041 Uiso 1 1 calc R . . C24 C 0.3979(2) 0.8954(3) 0.23480(13) 0.0378(8) Uani 1 1 d . . . H24A H 0.3396 0.9112 0.2546 0.045 Uiso 1 1 calc R . . C25 C 0.4720(2) 0.8098(3) 0.25732(13) 0.0381(8) Uani 1 1 d . . . H25A H 0.4646 0.7666 0.2926 0.046 Uiso 1 1 calc R . . C26 C 0.5578(2) 0.7857(2) 0.22903(11) 0.0284(6) Uani 1 1 d . . . H26A H 0.6093 0.7270 0.2453 0.034 Uiso 1 1 calc R . . C31 C 0.52444(17) 0.7746(2) 0.04165(10) 0.0181(6) Uani 1 1 d . . . C32 C 0.49309(19) 0.8432(2) -0.01093(11) 0.0231(6) Uani 1 1 d . . . H32A H 0.5455 0.8909 -0.0242 0.028 Uiso 1 1 calc R . . C33 C 0.3866(2) 0.8426(2) -0.04406(12) 0.0299(6) Uani 1 1 d . . . H33A H 0.3661 0.8911 -0.0793 0.036 Uiso 1 1 calc R . . C34 C 0.3100(2) 0.7719(2) -0.02614(12) 0.0293(7) Uani 1 1 d . . . H34A H 0.2372 0.7708 -0.0492 0.035 Uiso 1 1 calc R . . C35 C 0.34000(19) 0.7027(2) 0.02551(12) 0.0299(7) Uani 1 1 d . . . H35A H 0.2878 0.6533 0.0377 0.036 Uiso 1 1 calc R . . C36 C 0.44588(19) 0.7050(2) 0.05956(12) 0.0256(6) Uani 1 1 d . . . H36A H 0.4652 0.6586 0.0956 0.031 Uiso 1 1 calc R . . C41 C 0.73653(17) 0.7162(2) -0.00154(10) 0.0178(6) Uani 1 1 d . . . C42 C 0.7973(2) 0.7820(2) -0.03471(11) 0.0310(7) Uani 1 1 d . . . H42A H 0.8358 0.8487 -0.0163 0.037 Uiso 1 1 calc R . . C43 C 0.8025(2) 0.7513(3) -0.09453(12) 0.0356(7) Uani 1 1 d . . . H43A H 0.8437 0.7977 -0.1167 0.043 Uiso 1 1 calc R . . C44 C 0.7482(2) 0.6540(2) -0.12163(11) 0.0275(6) Uani 1 1 d . . . H44A H 0.7516 0.6331 -0.1625 0.033 Uiso 1 1 calc R . . C45 C 0.68913(19) 0.5872(2) -0.08916(11) 0.0265(6) Uani 1 1 d . . . H45A H 0.6520 0.5197 -0.1076 0.032 Uiso 1 1 calc R . . C46 C 0.68324(18) 0.6178(2) -0.02947(11) 0.0226(6) Uani 1 1 d . . . H46A H 0.6422 0.5708 -0.0075 0.027 Uiso 1 1 calc R . . C51 C 0.9105(2) 1.0422(2) 0.11481(12) 0.0296(7) Uani 1 1 d . . . H51A H 0.8578 1.0391 0.1415 0.044 Uiso 1 1 calc R . . H51B H 0.8723 1.0333 0.0718 0.044 Uiso 1 1 calc R . . H51C H 0.9483 1.1175 0.1201 0.044 Uiso 1 1 calc R . . C52 C 1.0855(2) 0.9429(2) 0.21681(11) 0.0296(7) Uani 1 1 d . . . H52A H 1.1389 0.8802 0.2284 0.044 Uiso 1 1 calc R . . H52B H 1.0336 0.9413 0.2439 0.044 Uiso 1 1 calc R . . H52C H 1.1230 1.0184 0.2207 0.044 Uiso 1 1 calc R . . C53 C 1.1109(2) 0.9322(2) 0.08451(12) 0.0288(6) Uani 1 1 d . . . H53A H 1.1653 0.8701 0.0949 0.043 Uiso 1 1 calc R . . H53B H 1.1471 1.0084 0.0901 0.043 Uiso 1 1 calc R . . H53C H 1.0723 0.9237 0.0416 0.043 Uiso 1 1 calc R . . C54 C 1.13804(19) 0.6497(2) 0.16497(13) 0.0322(7) Uani 1 1 d . . . H54A H 1.1219 0.6555 0.2060 0.048 Uiso 1 1 calc R . . H54B H 1.1861 0.7140 0.1590 0.048 Uiso 1 1 calc R . . H54C H 1.1740 0.5750 0.1611 0.048 Uiso 1 1 calc R . . C55 C 0.9212(2) 0.5318(2) 0.11582(13) 0.0311(7) Uani 1 1 d . . . H55A H 0.9033 0.5360 0.1565 0.047 Uiso 1 1 calc R . . H55B H 0.9604 0.4590 0.1123 0.047 Uiso 1 1 calc R . . H55C H 0.8541 0.5338 0.0840 0.047 Uiso 1 1 calc R . . C56 C 1.0412(2) 0.6486(2) 0.02791(12) 0.0347(7) Uani 1 1 d . . . H56A H 1.0871 0.7147 0.0219 0.052 Uiso 1 1 calc R . . H56B H 0.9736 0.6503 -0.0036 0.052 Uiso 1 1 calc R . . H56C H 1.0799 0.5754 0.0246 0.052 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 Si1 0.0173(3) 0.0184(4) 0.0237(4) -0.0007(3) 0.0035(3) -0.0021(3) N1 0.0155(10) 0.0181(12) 0.0214(11) -0.0006(9) 0.0055(8) -0.0007(9) C1 0.0208(13) 0.0178(15) 0.0193(13) -0.0014(11) 0.0059(10) -0.0005(11) B1 0.0257(15) 0.0077(15) 0.0262(16) 0.0006(13) 0.0111(13) -0.0027(13) Si2 0.0209(4) 0.0183(4) 0.0337(4) -0.0033(3) 0.0122(3) -0.0005(3) C2 0.0180(13) 0.0155(15) 0.0188(13) 0.0020(11) 0.0050(10) 0.0008(10) C3 0.0196(12) 0.0151(14) 0.0179(13) 0.0034(11) 0.0047(10) -0.0034(11) C4 0.0185(12) 0.0147(14) 0.0175(12) -0.0012(11) 0.0056(10) -0.0030(10) C11 0.0153(12) 0.0276(16) 0.0187(13) -0.0025(12) 0.0069(10) -0.0047(11) C12 0.0181(13) 0.0313(17) 0.0268(15) -0.0053(13) 0.0055(11) -0.0008(12) C13 0.0255(14) 0.0396(19) 0.0303(16) -0.0161(14) 0.0120(12) -0.0079(14) C14 0.0293(15) 0.053(2) 0.0186(14) -0.0063(15) 0.0047(12) -0.0085(15) C15 0.0283(14) 0.041(2) 0.0223(15) 0.0047(14) 0.0032(12) -0.0018(13) C16 0.0241(13) 0.0283(16) 0.0239(14) -0.0014(13) 0.0082(11) -0.0013(12) C21 0.0135(12) 0.0228(15) 0.0204(13) -0.0026(12) 0.0036(10) -0.0034(11) C22 0.0244(14) 0.0332(17) 0.0252(14) 0.0016(13) 0.0076(11) 0.0023(13) C23 0.0237(14) 0.042(2) 0.0383(17) -0.0046(14) 0.0078(12) 0.0092(13) C24 0.0234(14) 0.056(2) 0.0387(17) -0.0110(16) 0.0183(13) -0.0014(15) C25 0.0391(16) 0.049(2) 0.0323(16) 0.0033(15) 0.0212(14) -0.0053(16) C26 0.0284(14) 0.0328(17) 0.0264(15) 0.0018(13) 0.0109(12) 0.0022(13) C31 0.0163(12) 0.0171(15) 0.0217(13) -0.0041(11) 0.0063(10) -0.0004(11) C32 0.0202(13) 0.0249(16) 0.0254(14) 0.0027(12) 0.0076(11) 0.0007(12) C33 0.0275(15) 0.0324(17) 0.0289(15) 0.0054(13) 0.0038(12) 0.0045(13) C34 0.0183(13) 0.0302(17) 0.0364(16) -0.0029(14) -0.0011(12) 0.0027(12) C35 0.0191(14) 0.0273(17) 0.0436(17) 0.0040(14) 0.0073(12) -0.0021(12) C36 0.0219(13) 0.0253(16) 0.0296(15) 0.0062(12) 0.0052(11) 0.0001(12) C41 0.0150(12) 0.0197(15) 0.0186(13) -0.0010(11) 0.0036(10) 0.0011(11) C42 0.0446(16) 0.0256(17) 0.0260(15) -0.0092(13) 0.0148(13) -0.0155(14) C43 0.0516(17) 0.0333(18) 0.0274(15) -0.0051(14) 0.0210(13) -0.0131(15) C44 0.0330(15) 0.0318(18) 0.0185(13) -0.0039(13) 0.0073(11) 0.0038(14) C45 0.0248(13) 0.0256(16) 0.0278(14) -0.0105(13) 0.0029(11) -0.0030(12) C46 0.0191(13) 0.0245(16) 0.0252(14) -0.0023(12) 0.0068(11) -0.0041(12) C51 0.0280(14) 0.0245(17) 0.0342(16) -0.0018(13) 0.0021(12) -0.0024(12) C52 0.0232(13) 0.0298(17) 0.0351(16) -0.0021(13) 0.0043(12) -0.0059(12) C53 0.0281(14) 0.0254(16) 0.0342(15) 0.0016(13) 0.0096(12) -0.0079(12) C54 0.0261(14) 0.0225(16) 0.0487(18) 0.0027(14) 0.0095(13) 0.0055(13) C55 0.0299(14) 0.0217(16) 0.0448(17) -0.0040(13) 0.0152(13) -0.0007(12) C56 0.0347(15) 0.0290(17) 0.0469(18) -0.0128(14) 0.0230(14) -0.0045(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 Si1 N1 1.766(2) . ? Si1 C52 1.860(3) . ? Si1 C51 1.866(3) . ? Si1 C53 1.870(2) . ? N1 B1 1.425(3) . ? N1 Si2 1.770(2) . ? C1 C2 1.343(3) . ? C1 C11 1.479(3) . ? C1 B1 1.603(3) . ? B1 C4 1.596(4) . ? Si2 C55 1.864(3) . ? Si2 C56 1.864(3) . ? Si2 C54 1.868(3) . ? C2 C21 1.489(3) . ? C2 C3 1.528(3) . ? C3 C4 1.349(3) . ? C3 C31 1.480(3) . ? C4 C41 1.480(3) . ? C11 C16 1.396(3) . ? C11 C12 1.398(3) . ? C12 C13 1.390(3) . ? C12 H12A 0.9500 . ? C13 C14 1.378(4) . ? C13 H13A 0.9500 . ? C14 C15 1.381(4) . ? C14 H14A 0.9500 . ? C15 C16 1.387(3) . ? C15 H15A 0.9500 . ? C16 H16A 0.9500 . ? C21 C22 1.390(3) . ? C21 C26 1.391(3) . ? C22 C23 1.385(3) . ? C22 H22A 0.9500 . ? C23 C24 1.377(4) . ? C23 H23A 0.9500 . ? C24 C25 1.373(4) . ? C24 H24A 0.9500 . ? C25 C26 1.388(3) . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? C31 C36 1.393(3) . ? C31 C32 1.395(3) . ? C32 C33 1.385(3) . ? C32 H32A 0.9500 . ? C33 C34 1.381(4) . ? C33 H33A 0.9500 . ? C34 C35 1.381(4) . ? C34 H34A 0.9500 . ? C35 C36 1.385(3) . ? C35 H35A 0.9500 . ? C36 H36A 0.9500 . ? C41 C46 1.388(3) . ? C41 C42 1.393(3) . ? C42 C43 1.392(3) . ? C42 H42A 0.9500 . ? C43 C44 1.378(4) . ? C43 H43A 0.9500 . ? C44 C45 1.375(3) . ? C44 H44A 0.9500 . ? C45 C46 1.392(3) . ? C45 H45A 0.9500 . ? C46 H46A 0.9500 . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C55 H55A 0.9800 . ? C55 H55B 0.9800 . ? C55 H55C 0.9800 . ? C56 H56A 0.9800 . ? C56 H56B 0.9800 . ? C56 H56C 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 Si1 C52 115.85(11) . . ? N1 Si1 C51 107.87(10) . . ? C52 Si1 C51 108.68(12) . . ? N1 Si1 C53 107.51(11) . . ? C52 Si1 C53 108.78(12) . . ? C51 Si1 C53 107.90(12) . . ? B1 N1 Si1 117.83(17) . . ? B1 N1 Si2 120.38(17) . . ? Si1 N1 Si2 121.78(10) . . ? C2 C1 C11 125.1(2) . . ? C2 C1 B1 106.7(2) . . ? C11 C1 B1 128.0(2) . . ? N1 B1 C4 129.0(2) . . ? N1 B1 C1 127.3(2) . . ? C4 B1 C1 103.57(19) . . ? N1 Si2 C55 108.30(10) . . ? N1 Si2 C56 115.03(11) . . ? C55 Si2 C56 108.57(12) . . ? N1 Si2 C54 107.32(11) . . ? C55 Si2 C54 108.64(13) . . ? C56 Si2 C54 108.83(12) . . ? C1 C2 C21 127.3(2) . . ? C1 C2 C3 111.47(19) . . ? C21 C2 C3 121.23(19) . . ? C4 C3 C31 127.9(2) . . ? C4 C3 C2 111.41(19) . . ? C31 C3 C2 120.68(19) . . ? C3 C4 C41 124.5(2) . . ? C3 C4 B1 106.62(19) . . ? C41 C4 B1 128.24(19) . . ? C16 C11 C12 118.0(2) . . ? C16 C11 C1 119.7(2) . . ? C12 C11 C1 122.3(2) . . ? C13 C12 C11 120.7(2) . . ? C13 C12 H12A 119.7 . . ? C11 C12 H12A 119.7 . . ? C14 C13 C12 120.2(3) . . ? C14 C13 H13A 119.9 . . ? C12 C13 H13A 119.9 . . ? C13 C14 C15 120.1(2) . . ? C13 C14 H14A 119.9 . . ? C15 C14 H14A 119.9 . . ? C14 C15 C16 119.9(3) . . ? C14 C15 H15A 120.0 . . ? C16 C15 H15A 120.0 . . ? C15 C16 C11 121.0(2) . . ? C15 C16 H16A 119.5 . . ? C11 C16 H16A 119.5 . . ? C22 C21 C26 118.7(2) . . ? C22 C21 C2 120.8(2) . . ? C26 C21 C2 120.5(2) . . ? C23 C22 C21 121.1(2) . . ? C23 C22 H22A 119.4 . . ? C21 C22 H22A 119.4 . . ? C24 C23 C22 119.5(3) . . ? C24 C23 H23A 120.3 . . ? C22 C23 H23A 120.3 . . ? C25 C24 C23 120.2(2) . . ? C25 C24 H24A 119.9 . . ? C23 C24 H24A 119.9 . . ? C24 C25 C26 120.6(3) . . ? C24 C25 H25A 119.7 . . ? C26 C25 H25A 119.7 . . ? C25 C26 C21 119.9(3) . . ? C25 C26 H26A 120.1 . . ? C21 C26 H26A 120.1 . . ? C36 C31 C32 118.2(2) . . ? C36 C31 C3 120.8(2) . . ? C32 C31 C3 121.0(2) . . ? C33 C32 C31 120.8(2) . . ? C33 C32 H32A 119.6 . . ? C31 C32 H32A 119.6 . . ? C34 C33 C32 120.3(2) . . ? C34 C33 H33A 119.9 . . ? C32 C33 H33A 119.9 . . ? C35 C34 C33 119.6(2) . . ? C35 C34 H34A 120.2 . . ? C33 C34 H34A 120.2 . . ? C34 C35 C36 120.3(2) . . ? C34 C35 H35A 119.9 . . ? C36 C35 H35A 119.9 . . ? C35 C36 C31 120.8(2) . . ? C35 C36 H36A 119.6 . . ? C31 C36 H36A 119.6 . . ? C46 C41 C42 118.0(2) . . ? C46 C41 C4 122.3(2) . . ? C42 C41 C4 119.7(2) . . ? C43 C42 C41 120.9(2) . . ? C43 C42 H42A 119.5 . . ? C41 C42 H42A 119.5 . . ? C44 C43 C42 120.2(2) . . ? C44 C43 H43A 119.9 . . ? C42 C43 H43A 119.9 . . ? C45 C44 C43 119.6(2) . . ? C45 C44 H44A 120.2 . . ? C43 C44 H44A 120.2 . . ? C44 C45 C46 120.5(2) . . ? C44 C45 H45A 119.8 . . ? C46 C45 H45A 119.8 . . ? C41 C46 C45 120.9(2) . . ? C41 C46 H46A 119.6 . . ? C45 C46 H46A 119.6 . . ? Si1 C51 H51A 109.5 . . ? Si1 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? Si1 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? Si1 C52 H52A 109.5 . . ? Si1 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? Si1 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? Si1 C53 H53A 109.5 . . ? Si1 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? Si1 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? Si2 C54 H54A 109.5 . . ? Si2 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? Si2 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? Si2 C55 H55A 109.5 . . ? Si2 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? Si2 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? Si2 C56 H56A 109.5 . . ? Si2 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? Si2 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 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 C52 Si1 N1 B1 99.19(19) . . . . ? C51 Si1 N1 B1 -22.8(2) . . . . ? C53 Si1 N1 B1 -138.95(18) . . . . ? C52 Si1 N1 Si2 -81.81(15) . . . . ? C51 Si1 N1 Si2 156.18(13) . . . . ? C53 Si1 N1 Si2 40.05(16) . . . . ? Si1 N1 B1 C4 120.4(2) . . . . ? Si2 N1 B1 C4 -58.6(3) . . . . ? Si1 N1 B1 C1 -55.6(3) . . . . ? Si2 N1 B1 C1 125.4(2) . . . . ? C2 C1 B1 N1 175.5(2) . . . . ? C11 C1 B1 N1 -10.2(4) . . . . ? C2 C1 B1 C4 -1.3(3) . . . . ? C11 C1 B1 C4 173.0(2) . . . . ? B1 N1 Si2 C55 -19.2(2) . . . . ? Si1 N1 Si2 C55 161.83(13) . . . . ? B1 N1 Si2 C56 102.4(2) . . . . ? Si1 N1 Si2 C56 -76.53(16) . . . . ? B1 N1 Si2 C54 -136.31(19) . . . . ? Si1 N1 Si2 C54 44.72(16) . . . . ? C11 C1 C2 C21 3.4(4) . . . . ? B1 C1 C2 C21 178.0(2) . . . . ? C11 C1 C2 C3 -176.0(2) . . . . ? B1 C1 C2 C3 -1.4(3) . . . . ? C1 C2 C3 C4 4.2(3) . . . . ? C21 C2 C3 C4 -175.2(2) . . . . ? C1 C2 C3 C31 -174.3(2) . . . . ? C21 C2 C3 C31 6.3(3) . . . . ? C31 C3 C4 C41 2.3(4) . . . . ? C2 C3 C4 C41 -176.1(2) . . . . ? C31 C3 C4 B1 173.6(2) . . . . ? C2 C3 C4 B1 -4.8(3) . . . . ? N1 B1 C4 C3 -172.9(3) . . . . ? C1 B1 C4 C3 3.8(3) . . . . ? N1 B1 C4 C41 -2.0(4) . . . . ? C1 B1 C4 C41 174.7(2) . . . . ? C2 C1 C11 C16 124.2(3) . . . . ? B1 C1 C11 C16 -49.1(3) . . . . ? C2 C1 C11 C12 -55.7(4) . . . . ? B1 C1 C11 C12 131.0(3) . . . . ? C16 C11 C12 C13 -1.5(3) . . . . ? C1 C11 C12 C13 178.4(2) . . . . ? C11 C12 C13 C14 0.3(4) . . . . ? C12 C13 C14 C15 0.8(4) . . . . ? C13 C14 C15 C16 -0.6(4) . . . . ? C14 C15 C16 C11 -0.6(4) . . . . ? C12 C11 C16 C15 1.7(3) . . . . ? C1 C11 C16 C15 -178.3(2) . . . . ? C1 C2 C21 C22 119.8(3) . . . . ? C3 C2 C21 C22 -60.9(3) . . . . ? C1 C2 C21 C26 -60.3(4) . . . . ? C3 C2 C21 C26 119.0(3) . . . . ? C26 C21 C22 C23 0.7(4) . . . . ? C2 C21 C22 C23 -179.5(2) . . . . ? C21 C22 C23 C24 -1.6(4) . . . . ? C22 C23 C24 C25 1.2(4) . . . . ? C23 C24 C25 C26 0.1(4) . . . . ? C24 C25 C26 C21 -0.9(4) . . . . ? C22 C21 C26 C25 0.6(4) . . . . ? C2 C21 C26 C25 -179.3(2) . . . . ? C4 C3 C31 C36 121.4(3) . . . . ? C2 C3 C31 C36 -60.3(3) . . . . ? C4 C3 C31 C32 -61.4(4) . . . . ? C2 C3 C31 C32 116.9(2) . . . . ? C36 C31 C32 C33 0.5(4) . . . . ? C3 C31 C32 C33 -176.9(2) . . . . ? C31 C32 C33 C34 -1.4(4) . . . . ? C32 C33 C34 C35 0.8(4) . . . . ? C33 C34 C35 C36 0.7(4) . . . . ? C34 C35 C36 C31 -1.6(4) . . . . ? C32 C31 C36 C35 1.0(4) . . . . ? C3 C31 C36 C35 178.4(2) . . . . ? C3 C4 C41 C46 -59.4(4) . . . . ? B1 C4 C41 C46 131.1(3) . . . . ? C3 C4 C41 C42 120.2(3) . . . . ? B1 C4 C41 C42 -49.2(4) . . . . ? C46 C41 C42 C43 1.3(4) . . . . ? C4 C41 C42 C43 -178.3(2) . . . . ? C41 C42 C43 C44 -0.8(4) . . . . ? C42 C43 C44 C45 -0.2(4) . . . . ? C43 C44 C45 C46 0.5(4) . . . . ? C42 C41 C46 C45 -1.0(4) . . . . ? C4 C41 C46 C45 178.6(2) . . . . ? C44 C45 C46 C41 0.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.374 _refine_diff_density_min -0.449 _refine_diff_density_rms 0.059