# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef '- DT-ART-10-2010-001410.cif' #============================================================================== # 1. SUBMISSION DETAILS _publ_contact_author # Name and address of author for correspondence ; Dr. Hans-Georg Stammler ; _publ_contact_author_phone '49 521 1066165' _publ_contact_author_fax '49 521 1066146' _publ_contact_author_email georg.stammler@uni-bielefeld.de _publ_requested_coeditor_name ? _publ_contact_letter ; Please consider this CIF submission for readers To: DALTON@RSC.ORG Subject: Cif file for manuscript DT-ART-10-2010-001410 Dear Madam or Sir, please find enclosed the crystallographic data of compound2 CCDC 780599 compound3 CCDC 780600 compound5 CCDC 780601 compound6 CCDC 780602 compound7 CCDC 780603 which are deposited with the The Cambridge Crystallographic Data Centre. With kind regards Beate Neumann ; #============================================================================== # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; Syntheses, crystal structures, photophysical and theoretical studies of 1,3,2-benzodiazaborolyl functionalized diphenylacetylenes ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address L.Weber ; Fakult\"at f. Chemie Universit\"at Bielefeld 33615 Bielefeld Germany ; D.Eickhoff ; Fakult\"at f. Chemie Universit\"at Bielefeld 33615 Bielefeld Germany ; V.Werner ; Fakult\"at f. Chemie Universit\"at Bielefeld 33615 Bielefeld Germany ; L.Bohling ; Fakult\"at f. Chemie Universit\"at Bielefeld 33615 Bielefeld Germany ; S.Schwedler ; Fakult\"at f. Chemie Universit\"at Bielefeld 33615 Bielefeld Germany ; ; A.Chrostowska ; ; Universit de Pau et des Pays de l'Adour UMR5254 - IPREM Equipe Chimie-Physique H lioparc - 2 Av. du Pr sident Angot BP 1155 64013 Pau Cedex 09 FRANCE ; A.Dargelos ; Universit de Pau et des Pays de l'Adour UMR5254 - IPREM Equipe Chimie-Physique H lioparc - 2 Av. du Pr sident Angot BP 1155 64013 Pau Cedex 09 FRANCE ; M.Maciejczyk ; Universit de Pau et des Pays de l'Adour UMR5254 - IPREM Equipe Chimie-Physique H lioparc - 2 Av. du Pr sident Angot BP 1155 64013 Pau Cedex 09 FRANCE ; H.-G.Stammler ; Fakult\"at f. Chemie Universit\"at Bielefeld 33615 Bielefeld Germany ; B.Neumann ; Fakult\"at f. Chemie Universit\"at Bielefeld 33615 Bielefeld Germany ; _publ_contact_author_name 'Dr. Hans-Georg Stammler' #============================================================================== data_compound2 _database_code_depnum_ccdc_archive 'CCDC 780599' #TrackingRef '- DT-ART-10-2010-001410.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H23 B N2' _chemical_formula_sum 'C24 H23 B N2' _chemical_formula_weight 350.25 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' N N 0.0061 0.0033 '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' _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 8.22890(10) _cell_length_b 9.35640(10) _cell_length_c 26.2207(3) _cell_angle_alpha 90.2759(9) _cell_angle_beta 94.1820(9) _cell_angle_gamma 102.1840(7) _cell_volume 1967.66(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 32457 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.182 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 0.068 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9798 _exptl_absorpt_correction_T_max 0.9865 _exptl_absorpt_process_details 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _exptl_special_details ; ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39445 _diffrn_reflns_av_R_equivalents 0.033 _diffrn_reflns_av_sigmaI/netI 0.0364 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.48 _reflns_number_total 9002 _reflns_number_gt 7048 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Bruker AXS, 2004' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0480P)^2^+0.2949P] 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 9002 _refine_ls_number_parameters 491 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0554 _refine_ls_R_factor_gt 0.0394 _refine_ls_wR_factor_ref 0.1016 _refine_ls_wR_factor_gt 0.0937 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.92869(11) 0.72128(9) 0.39120(3) 0.01703(19) Uani 1 1 d . . . N2 N 1.14234(11) 0.77974(9) 0.33855(3) 0.01762(19) Uani 1 1 d . . . N3 N 0.04981(11) 0.01021(9) 0.14775(3) 0.01802(19) Uani 1 1 d . . . N4 N -0.01255(11) 0.21529(10) 0.18323(3) 0.0188(2) Uani 1 1 d . . . B1 B 0.96493(16) 0.73466(13) 0.33867(5) 0.0175(2) Uani 1 1 d . . . B2 B 0.10374(16) 0.12034(13) 0.18756(5) 0.0183(3) Uani 1 1 d . . . C1 C 1.07925(13) 0.75566(11) 0.42158(4) 0.0168(2) Uani 1 1 d . . . C2 C 1.21030(14) 0.79194(11) 0.38901(4) 0.0176(2) Uani 1 1 d . . . C3 C 1.37462(14) 0.83390(11) 0.40890(4) 0.0201(2) Uani 1 1 d . . . H3 H 1.4629 0.8590 0.3870 0.024 Uiso 1 1 calc R . . C4 C 1.40647(15) 0.83822(12) 0.46192(4) 0.0225(2) Uani 1 1 d . . . H4 H 1.5181 0.8662 0.4763 0.027 Uiso 1 1 calc R . . C5 C 1.27703(15) 0.80205(12) 0.49413(4) 0.0226(2) Uani 1 1 d . . . H5 H 1.3019 0.8058 0.5301 0.027 Uiso 1 1 calc R . . C6 C 1.11151(14) 0.76040(12) 0.47436(4) 0.0203(2) Uani 1 1 d . . . H6 H 1.0234 0.7360 0.4964 0.024 Uiso 1 1 calc R . . C7 C 0.76751(14) 0.68693(12) 0.41344(4) 0.0217(2) Uani 1 1 d . . . H7A H 0.6793 0.6990 0.3871 0.026 Uiso 1 1 calc R . . H7B H 0.7682 0.7578 0.4417 0.026 Uiso 1 1 calc R . . C8 C 0.72505(16) 0.53299(13) 0.43391(5) 0.0284(3) Uani 1 1 d . . . H8A H 0.7132 0.4619 0.4056 0.043 Uiso 1 1 calc R . . H8B H 0.6201 0.5193 0.4505 0.043 Uiso 1 1 calc R . . H8C H 0.8145 0.5184 0.4588 0.043 Uiso 1 1 calc R . . C9 C 1.24818(14) 0.79153(13) 0.29566(4) 0.0226(2) Uani 1 1 d . . . H9A H 1.3377 0.8806 0.3006 0.027 Uiso 1 1 calc R . . H9B H 1.1805 0.8021 0.2636 0.027 Uiso 1 1 calc R . . C10 C 1.32628(17) 0.65988(15) 0.29032(5) 0.0337(3) Uani 1 1 d . . . H10A H 1.3976 0.6516 0.3213 0.051 Uiso 1 1 calc R . . H10B H 1.3935 0.6717 0.2607 0.051 Uiso 1 1 calc R . . H10C H 1.2383 0.5712 0.2855 0.051 Uiso 1 1 calc R . . C11 C 0.83996(13) 0.69819(12) 0.29011(4) 0.0180(2) Uani 1 1 d . . . C12 C 0.73678(14) 0.55864(12) 0.28297(4) 0.0196(2) Uani 1 1 d . . . H12 H 0.7357 0.4899 0.3095 0.023 Uiso 1 1 calc R . . C13 C 0.63653(14) 0.51823(12) 0.23837(4) 0.0198(2) Uani 1 1 d . . . H13 H 0.5683 0.4227 0.2347 0.024 Uiso 1 1 calc R . . C14 C 0.63510(14) 0.61738(12) 0.19859(4) 0.0198(2) Uani 1 1 d . . . C15 C 0.73274(14) 0.75905(13) 0.20566(4) 0.0227(2) Uani 1 1 d . . . H15 H 0.7302 0.8290 0.1796 0.027 Uiso 1 1 calc R . . C16 C 0.83279(14) 0.79744(12) 0.25042(4) 0.0218(2) Uani 1 1 d . . . H16 H 0.8986 0.8938 0.2544 0.026 Uiso 1 1 calc R . . C17 C 0.53377(14) 0.57281(12) 0.15202(4) 0.0224(2) Uani 1 1 d . . . C18 C 0.44724(15) 0.52985(13) 0.11381(4) 0.0229(2) Uani 1 1 d . . . C19 C 0.33904(14) 0.47891(12) 0.06904(4) 0.0207(2) Uani 1 1 d . . . C20 C 0.22267(16) 0.34623(13) 0.06957(4) 0.0266(3) Uani 1 1 d . . . H20 H 0.2178 0.2884 0.0993 0.032 Uiso 1 1 calc R . . C21 C 0.11455(16) 0.29874(14) 0.02696(5) 0.0295(3) Uani 1 1 d . . . H21 H 0.0351 0.2090 0.0276 0.035 Uiso 1 1 calc R . . C22 C 0.12239(16) 0.38236(13) -0.01666(4) 0.0263(3) Uani 1 1 d . . . H22 H 0.0478 0.3502 -0.0458 0.032 Uiso 1 1 calc R . . C23 C 0.23869(16) 0.51269(13) -0.01779(4) 0.0261(3) Uani 1 1 d . . . H23 H 0.2447 0.5689 -0.0479 0.031 Uiso 1 1 calc R . . C24 C 0.34611(15) 0.56148(13) 0.02470(4) 0.0236(2) Uani 1 1 d . . . H24 H 0.4250 0.6515 0.0237 0.028 Uiso 1 1 calc R . . C25 C -0.09193(13) 0.03938(12) 0.12069(4) 0.0184(2) Uani 1 1 d . . . C26 C -0.12994(13) 0.16519(12) 0.14237(4) 0.0191(2) Uani 1 1 d . . . C27 C -0.26733(14) 0.21795(12) 0.12313(4) 0.0224(2) Uani 1 1 d . . . H27 H -0.2934 0.3028 0.1377 0.027 Uiso 1 1 calc R . . C28 C -0.36549(15) 0.14320(13) 0.08199(5) 0.0258(3) Uani 1 1 d . . . H28 H -0.4594 0.1781 0.0681 0.031 Uiso 1 1 calc R . . C29 C -0.32875(15) 0.01822(13) 0.06081(4) 0.0263(3) Uani 1 1 d . . . H29 H -0.3980 -0.0309 0.0327 0.032 Uiso 1 1 calc R . . C30 C -0.19213(14) -0.03591(13) 0.08009(4) 0.0227(2) Uani 1 1 d . . . H30 H -0.1681 -0.1220 0.0659 0.027 Uiso 1 1 calc R . . C31 C 0.11223(14) -0.12023(12) 0.13580(4) 0.0217(2) Uani 1 1 d . . . H31A H 0.0168 -0.2047 0.1310 0.026 Uiso 1 1 calc R . . H31B H 0.1858 -0.1408 0.1652 0.026 Uiso 1 1 calc R . . C32 C 0.20858(15) -0.10502(14) 0.08807(5) 0.0291(3) Uani 1 1 d . . . H32A H 0.1363 -0.0855 0.0587 0.044 Uiso 1 1 calc R . . H32B H 0.2457 -0.1959 0.0817 0.044 Uiso 1 1 calc R . . H32C H 0.3058 -0.0239 0.0931 0.044 Uiso 1 1 calc R . . C33 C -0.01649(15) 0.35067(12) 0.21114(4) 0.0226(2) Uani 1 1 d . . . H33A H 0.0561 0.3564 0.2432 0.027 Uiso 1 1 calc R . . H33B H -0.1316 0.3470 0.2205 0.027 Uiso 1 1 calc R . . C34 C 0.04019(16) 0.48796(13) 0.18084(5) 0.0273(3) Uani 1 1 d . . . H34A H 0.1583 0.4986 0.1748 0.041 Uiso 1 1 calc R . . H34B H 0.0250 0.5734 0.2002 0.041 Uiso 1 1 calc R . . H34C H -0.0262 0.4804 0.1480 0.041 Uiso 1 1 calc R . . C35 C 0.26087(14) 0.13314(11) 0.22598(4) 0.0185(2) Uani 1 1 d . . . C36 C 0.40978(14) 0.10343(12) 0.20971(4) 0.0191(2) Uani 1 1 d . . . H36 H 0.4129 0.0744 0.1751 0.023 Uiso 1 1 calc R . . C37 C 0.55196(14) 0.11505(12) 0.24250(4) 0.0197(2) Uani 1 1 d . . . H37 H 0.6498 0.0925 0.2304 0.024 Uiso 1 1 calc R . . C38 C 0.55171(14) 0.16008(12) 0.29363(4) 0.0206(2) Uani 1 1 d . . . C39 C 0.40464(15) 0.18906(12) 0.31081(4) 0.0232(2) Uani 1 1 d . . . H39 H 0.4020 0.2187 0.3454 0.028 Uiso 1 1 calc R . . C40 C 0.26280(15) 0.17472(12) 0.27770(4) 0.0219(2) Uani 1 1 d . . . H40 H 0.1638 0.1935 0.2903 0.026 Uiso 1 1 calc R . . C41 C 0.70229(14) 0.18062(12) 0.32677(4) 0.0217(2) Uani 1 1 d . . . C42 C 0.83151(15) 0.20411(12) 0.35299(4) 0.0215(2) Uani 1 1 d . . . C43 C 0.98660(14) 0.23436(12) 0.38410(4) 0.0193(2) Uani 1 1 d . . . C44 C 1.04984(14) 0.12021(12) 0.40684(4) 0.0212(2) Uani 1 1 d . . . H44 H 0.9899 0.0220 0.4018 0.025 Uiso 1 1 calc R . . C45 C 1.19949(14) 0.15006(12) 0.43663(4) 0.0215(2) Uani 1 1 d . . . H45 H 1.2416 0.0723 0.4521 0.026 Uiso 1 1 calc R . . C46 C 1.28821(14) 0.29293(12) 0.44404(4) 0.0213(2) Uani 1 1 d . . . H46 H 1.3911 0.3128 0.4644 0.026 Uiso 1 1 calc R . . C47 C 1.22648(15) 0.40718(12) 0.42170(4) 0.0242(3) Uani 1 1 d . . . H47 H 1.2868 0.5051 0.4270 0.029 Uiso 1 1 calc R . . C48 C 1.07708(14) 0.37819(12) 0.39174(4) 0.0232(2) Uani 1 1 d . . . H48 H 1.0358 0.4564 0.3763 0.028 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 N1 0.0149(5) 0.0184(5) 0.0176(4) 0.0001(3) 0.0001(3) 0.0034(4) N2 0.0178(5) 0.0179(5) 0.0170(4) -0.0002(3) 0.0012(4) 0.0036(4) N3 0.0184(5) 0.0177(5) 0.0180(5) 0.0004(4) 0.0005(4) 0.0044(4) N4 0.0200(5) 0.0184(5) 0.0181(5) -0.0015(4) 0.0010(4) 0.0042(4) B1 0.0201(6) 0.0136(6) 0.0194(6) 0.0004(5) 0.0010(5) 0.0048(5) B2 0.0194(6) 0.0177(6) 0.0173(6) 0.0022(5) 0.0039(5) 0.0021(5) C1 0.0173(5) 0.0130(5) 0.0202(5) -0.0009(4) -0.0015(4) 0.0044(4) C2 0.0200(6) 0.0132(5) 0.0198(5) -0.0002(4) -0.0004(4) 0.0046(4) C3 0.0176(5) 0.0165(5) 0.0262(6) -0.0012(4) -0.0003(4) 0.0039(4) C4 0.0209(6) 0.0179(6) 0.0280(6) -0.0015(4) -0.0064(5) 0.0054(4) C5 0.0265(6) 0.0209(6) 0.0201(6) -0.0005(4) -0.0050(5) 0.0066(5) C6 0.0231(6) 0.0182(5) 0.0196(5) 0.0006(4) 0.0013(4) 0.0047(4) C7 0.0166(6) 0.0267(6) 0.0217(6) -0.0013(5) 0.0030(4) 0.0039(4) C8 0.0260(6) 0.0290(7) 0.0267(6) -0.0008(5) 0.0059(5) -0.0036(5) C9 0.0198(6) 0.0268(6) 0.0207(6) 0.0010(5) 0.0047(4) 0.0028(5) C10 0.0320(7) 0.0434(8) 0.0299(7) -0.0061(6) 0.0050(6) 0.0167(6) C11 0.0168(5) 0.0198(5) 0.0182(5) -0.0009(4) 0.0021(4) 0.0053(4) C12 0.0206(6) 0.0193(6) 0.0198(5) 0.0021(4) 0.0015(4) 0.0066(4) C13 0.0186(6) 0.0179(5) 0.0225(6) -0.0020(4) 0.0004(4) 0.0035(4) C14 0.0171(5) 0.0256(6) 0.0178(5) -0.0011(4) 0.0026(4) 0.0066(4) C15 0.0223(6) 0.0254(6) 0.0200(6) 0.0053(5) 0.0016(5) 0.0039(5) C16 0.0217(6) 0.0190(6) 0.0233(6) 0.0022(4) 0.0017(5) 0.0008(4) C17 0.0222(6) 0.0252(6) 0.0205(6) 0.0000(5) 0.0028(5) 0.0060(5) C18 0.0234(6) 0.0258(6) 0.0198(6) 0.0002(5) 0.0022(5) 0.0058(5) C19 0.0202(6) 0.0250(6) 0.0174(5) -0.0031(4) 0.0001(4) 0.0068(5) C20 0.0332(7) 0.0257(6) 0.0191(6) 0.0024(5) 0.0023(5) 0.0023(5) C21 0.0334(7) 0.0256(6) 0.0256(6) -0.0022(5) 0.0013(5) -0.0025(5) C22 0.0293(7) 0.0281(6) 0.0204(6) -0.0048(5) -0.0041(5) 0.0053(5) C23 0.0315(7) 0.0263(6) 0.0200(6) 0.0026(5) -0.0009(5) 0.0056(5) C24 0.0247(6) 0.0218(6) 0.0228(6) 0.0002(4) 0.0010(5) 0.0018(5) C25 0.0167(5) 0.0192(5) 0.0190(5) 0.0039(4) 0.0030(4) 0.0023(4) C26 0.0174(5) 0.0205(6) 0.0188(5) 0.0032(4) 0.0027(4) 0.0020(4) C27 0.0198(6) 0.0215(6) 0.0263(6) 0.0050(5) 0.0040(5) 0.0044(4) C28 0.0182(6) 0.0290(6) 0.0293(6) 0.0082(5) -0.0015(5) 0.0040(5) C29 0.0226(6) 0.0294(7) 0.0232(6) 0.0028(5) -0.0035(5) -0.0008(5) C30 0.0231(6) 0.0218(6) 0.0211(6) 0.0003(4) 0.0000(5) 0.0010(5) C31 0.0216(6) 0.0179(6) 0.0253(6) -0.0031(4) -0.0003(5) 0.0042(4) C32 0.0248(6) 0.0302(7) 0.0316(7) -0.0096(5) 0.0040(5) 0.0036(5) C33 0.0249(6) 0.0212(6) 0.0232(6) -0.0028(4) 0.0029(5) 0.0077(5) C34 0.0301(7) 0.0215(6) 0.0305(6) -0.0015(5) 0.0034(5) 0.0054(5) C35 0.0208(6) 0.0148(5) 0.0193(5) 0.0014(4) 0.0016(4) 0.0028(4) C36 0.0214(6) 0.0187(5) 0.0166(5) -0.0007(4) 0.0014(4) 0.0031(4) C37 0.0191(6) 0.0177(5) 0.0220(6) 0.0009(4) 0.0020(4) 0.0030(4) C38 0.0225(6) 0.0166(5) 0.0211(6) 0.0013(4) -0.0022(4) 0.0017(4) C39 0.0284(6) 0.0241(6) 0.0167(5) -0.0018(4) 0.0004(5) 0.0051(5) C40 0.0224(6) 0.0242(6) 0.0200(6) 0.0002(4) 0.0027(4) 0.0068(5) C41 0.0249(6) 0.0186(6) 0.0209(6) 0.0007(4) -0.0005(5) 0.0038(5) C42 0.0257(6) 0.0185(6) 0.0206(6) 0.0008(4) 0.0003(5) 0.0057(5) C43 0.0196(6) 0.0212(6) 0.0174(5) -0.0005(4) 0.0002(4) 0.0054(4) C44 0.0248(6) 0.0165(5) 0.0221(6) -0.0012(4) 0.0000(5) 0.0044(4) C45 0.0249(6) 0.0197(6) 0.0214(6) 0.0010(4) -0.0003(5) 0.0090(5) C46 0.0183(6) 0.0245(6) 0.0207(6) -0.0007(4) -0.0003(4) 0.0046(4) C47 0.0239(6) 0.0183(6) 0.0289(6) 0.0001(5) -0.0009(5) 0.0018(5) C48 0.0248(6) 0.0191(6) 0.0261(6) 0.0036(5) -0.0019(5) 0.0069(5) _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 C1 1.3995(13) . ? N1 B1 1.4309(15) . ? N1 C7 1.4620(14) . ? N2 C2 1.3928(13) . ? N2 B1 1.4317(15) . ? N2 C9 1.4626(14) . ? N3 C25 1.3978(14) . ? N3 B2 1.4413(15) . ? N3 C31 1.4614(14) . ? N4 C26 1.3979(14) . ? N4 B2 1.4359(15) . ? N4 C33 1.4673(14) . ? B1 C11 1.5658(16) . ? B2 C35 1.5634(16) . ? C1 C6 1.3888(15) . ? C1 C2 1.4107(15) . ? C2 C3 1.3876(15) . ? C3 C4 1.3947(16) . ? C3 H3 0.9500 . ? C4 C5 1.3943(17) . ? C4 H4 0.9500 . ? C5 C6 1.3953(16) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.5189(16) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.5152(16) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.4026(15) . ? C11 C16 1.4044(15) . ? C12 C13 1.3838(15) . ? C12 H12 0.9500 . ? C13 C14 1.4004(15) . ? C13 H13 0.9500 . ? C14 C15 1.4012(16) . ? C14 C17 1.4351(15) . ? C15 C16 1.3836(16) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C18 1.2015(16) . ? C18 C19 1.4357(15) . ? C19 C24 1.3970(15) . ? C19 C20 1.3995(16) . ? C20 C21 1.3858(16) . ? C20 H20 0.9500 . ? C21 C22 1.3865(17) . ? C21 H21 0.9500 . ? C22 C23 1.3841(17) . ? C22 H22 0.9500 . ? C23 C24 1.3827(16) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 C30 1.3888(15) . ? C25 C26 1.4077(15) . ? C26 C27 1.3897(15) . ? C27 C28 1.3900(16) . ? C27 H27 0.9500 . ? C28 C29 1.3910(17) . ? C28 H28 0.9500 . ? C29 C30 1.3914(16) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 C32 1.5211(16) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.5198(16) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 C36 1.4070(15) . ? C35 C40 1.4072(15) . ? C36 C37 1.3852(15) . ? C36 H36 0.9500 . ? C37 C38 1.4035(15) . ? C37 H37 0.9500 . ? C38 C39 1.3992(16) . ? C38 C41 1.4382(15) . ? C39 C40 1.3852(16) . ? C39 H39 0.9500 . ? C40 H40 0.9500 . ? C41 C42 1.2020(16) . ? C42 C43 1.4380(15) . ? C43 C48 1.3994(15) . ? C43 C44 1.4008(15) . ? C44 C45 1.3846(16) . ? C44 H44 0.9500 . ? C45 C46 1.3865(16) . ? C45 H45 0.9500 . ? C46 C47 1.3913(16) . ? C46 H46 0.9500 . ? C47 C48 1.3851(16) . ? C47 H47 0.9500 . ? C48 H48 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 C1 N1 B1 108.39(9) . . ? C1 N1 C7 121.96(9) . . ? B1 N1 C7 129.56(9) . . ? C2 N2 B1 108.49(9) . . ? C2 N2 C9 121.37(9) . . ? B1 N2 C9 129.50(9) . . ? C25 N3 B2 108.37(9) . . ? C25 N3 C31 120.73(9) . . ? B2 N3 C31 130.76(9) . . ? C26 N4 B2 108.52(9) . . ? C26 N4 C33 120.28(9) . . ? B2 N4 C33 131.05(9) . . ? N1 B1 N2 106.35(9) . . ? N1 B1 C11 127.88(10) . . ? N2 B1 C11 125.66(10) . . ? N4 B2 N3 105.98(10) . . ? N4 B2 C35 128.14(10) . . ? N3 B2 C35 125.85(10) . . ? C6 C1 N1 130.93(10) . . ? C6 C1 C2 120.83(10) . . ? N1 C1 C2 108.23(9) . . ? C3 C2 N2 130.59(10) . . ? C3 C2 C1 120.86(10) . . ? N2 C2 C1 108.54(9) . . ? C2 C3 C4 118.12(10) . . ? C2 C3 H3 120.9 . . ? C4 C3 H3 120.9 . . ? C5 C4 C3 121.05(11) . . ? C5 C4 H4 119.5 . . ? C3 C4 H4 119.5 . . ? C4 C5 C6 121.09(10) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C1 C6 C5 118.05(10) . . ? C1 C6 H6 121.0 . . ? C5 C6 H6 121.0 . . ? N1 C7 C8 113.46(9) . . ? N1 C7 H7A 108.9 . . ? C8 C7 H7A 108.9 . . ? N1 C7 H7B 108.9 . . ? C8 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C10 112.49(9) . . ? N2 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N2 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C16 116.81(10) . . ? C12 C11 B1 120.40(9) . . ? C16 C11 B1 122.66(10) . . ? C13 C12 C11 121.93(10) . . ? C13 C12 H12 119.0 . . ? C11 C12 H12 119.0 . . ? C12 C13 C14 120.35(10) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C13 C14 C15 118.62(10) . . ? C13 C14 C17 119.76(10) . . ? C15 C14 C17 121.62(10) . . ? C16 C15 C14 120.24(10) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C15 C16 C11 121.99(10) . . ? C15 C16 H16 119.0 . . ? C11 C16 H16 119.0 . . ? C18 C17 C14 177.33(12) . . ? C17 C18 C19 178.09(12) . . ? C24 C19 C20 119.00(10) . . ? C24 C19 C18 120.81(10) . . ? C20 C19 C18 120.19(10) . . ? C21 C20 C19 120.40(11) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C20 C21 C22 119.93(11) . . ? C20 C21 H21 120.0 . . ? C22 C21 H21 120.0 . . ? C23 C22 C21 120.08(11) . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? C24 C23 C22 120.37(11) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C23 C24 C19 120.22(11) . . ? C23 C24 H24 119.9 . . ? C19 C24 H24 119.9 . . ? C30 C25 N3 130.65(10) . . ? C30 C25 C26 120.77(10) . . ? N3 C25 C26 108.55(9) . . ? C27 C26 N4 130.73(10) . . ? C27 C26 C25 120.68(10) . . ? N4 C26 C25 108.57(9) . . ? C26 C27 C28 118.16(11) . . ? C26 C27 H27 120.9 . . ? C28 C27 H27 120.9 . . ? C27 C28 C29 121.19(11) . . ? C27 C28 H28 119.4 . . ? C29 C28 H28 119.4 . . ? C28 C29 C30 121.00(11) . . ? C28 C29 H29 119.5 . . ? C30 C29 H29 119.5 . . ? C25 C30 C29 118.19(11) . . ? C25 C30 H30 120.9 . . ? C29 C30 H30 120.9 . . ? N3 C31 C32 113.11(9) . . ? N3 C31 H31A 109.0 . . ? C32 C31 H31A 109.0 . . ? N3 C31 H31B 109.0 . . ? C32 C31 H31B 109.0 . . ? H31A C31 H31B 107.8 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N4 C33 C34 113.48(9) . . ? N4 C33 H33A 108.9 . . ? C34 C33 H33A 108.9 . . ? N4 C33 H33B 108.9 . . ? C34 C33 H33B 108.9 . . ? H33A C33 H33B 107.7 . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C36 C35 C40 116.54(10) . . ? C36 C35 B2 120.55(10) . . ? C40 C35 B2 122.90(10) . . ? C37 C36 C35 122.19(10) . . ? C37 C36 H36 118.9 . . ? C35 C36 H36 118.9 . . ? C36 C37 C38 120.11(10) . . ? C36 C37 H37 119.9 . . ? C38 C37 H37 119.9 . . ? C39 C38 C37 118.73(10) . . ? C39 C38 C41 121.24(10) . . ? C37 C38 C41 120.00(10) . . ? C40 C39 C38 120.40(10) . . ? C40 C39 H39 119.8 . . ? C38 C39 H39 119.8 . . ? C39 C40 C35 122.00(11) . . ? C39 C40 H40 119.0 . . ? C35 C40 H40 119.0 . . ? C42 C41 C38 176.55(12) . . ? C41 C42 C43 179.17(12) . . ? C48 C43 C44 119.09(10) . . ? C48 C43 C42 120.42(10) . . ? C44 C43 C42 120.48(10) . . ? C45 C44 C43 120.19(10) . . ? C45 C44 H44 119.9 . . ? C43 C44 H44 119.9 . . ? C44 C45 C46 120.33(10) . . ? C44 C45 H45 119.8 . . ? C46 C45 H45 119.8 . . ? C45 C46 C47 119.98(11) . . ? C45 C46 H46 120.0 . . ? C47 C46 H46 120.0 . . ? C48 C47 C46 120.04(11) . . ? C48 C47 H47 120.0 . . ? C46 C47 H47 120.0 . . ? C47 C48 C43 120.37(10) . . ? C47 C48 H48 119.8 . . ? C43 C48 H48 119.8 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.243 _refine_diff_density_min -0.215 _refine_diff_density_rms 0.041 #============================================================================== data_compound3 _database_code_depnum_ccdc_archive 'CCDC 780600' #TrackingRef '- DT-ART-10-2010-001410.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H36 B2 N4' _chemical_formula_sum 'C34 H36 B2 N4' _chemical_formula_weight 522.29 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' N N 0.0061 0.0033 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/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 9.8599(3) _cell_length_b 11.9000(4) _cell_length_c 12.5138(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.8752(17) _cell_angle_gamma 90.00 _cell_volume 1425.44(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 10633 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.217 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 556 _exptl_absorpt_coefficient_mu 0.071 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9846 _exptl_absorpt_correction_T_max 0.9958 _exptl_absorpt_process_details 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _exptl_special_details ; ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19844 _diffrn_reflns_av_R_equivalents 0.042 _diffrn_reflns_av_sigmaI/netI 0.0303 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 27.47 _reflns_number_total 3195 _reflns_number_gt 2625 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Bruker AXS, 2004' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0549P)^2^+0.3924P] 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 3195 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0541 _refine_ls_R_factor_gt 0.0428 _refine_ls_wR_factor_ref 0.1116 _refine_ls_wR_factor_gt 0.1035 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.23227(10) 0.58195(9) -0.10280(8) 0.0226(2) Uani 1 1 d . . . N2 N 0.22400(10) 0.55985(9) 0.07782(8) 0.0221(2) Uani 1 1 d . . . B1 B 0.25554(14) 0.50243(12) -0.01443(11) 0.0219(3) Uani 1 1 d . . . C1 C 0.18705(12) 0.68249(10) -0.06586(10) 0.0236(3) Uani 1 1 d . . . C2 C 0.18231(12) 0.66936(10) 0.04529(10) 0.0227(3) Uani 1 1 d . . . C3 C 0.14523(13) 0.75871(11) 0.10416(10) 0.0262(3) Uani 1 1 d . . . H3 H 0.1427 0.7504 0.1792 0.031 Uiso 1 1 calc R . . C4 C 0.11191(14) 0.86070(11) 0.04956(12) 0.0304(3) Uani 1 1 d . . . H4 H 0.0872 0.9231 0.0882 0.036 Uiso 1 1 calc R . . C5 C 0.11422(14) 0.87280(11) -0.06065(12) 0.0317(3) Uani 1 1 d . . . H5 H 0.0902 0.9432 -0.0960 0.038 Uiso 1 1 calc R . . C6 C 0.15117(14) 0.78362(11) -0.12017(11) 0.0280(3) Uani 1 1 d . . . H6 H 0.1517 0.7919 -0.1956 0.034 Uiso 1 1 calc R . . C7 C 0.24659(13) 0.57071(11) -0.21586(10) 0.0261(3) Uani 1 1 d . . . H7A H 0.1618 0.6011 -0.2667 0.031 Uiso 1 1 calc R . . H7B H 0.2533 0.4900 -0.2330 0.031 Uiso 1 1 calc R . . C8 C 0.37428(14) 0.63157(12) -0.23565(10) 0.0314(3) Uani 1 1 d . . . H8A H 0.3704 0.7110 -0.2158 0.047 Uiso 1 1 calc R . . H8B H 0.3754 0.6255 -0.3135 0.047 Uiso 1 1 calc R . . H8C H 0.4592 0.5974 -0.1903 0.047 Uiso 1 1 calc R . . C9 C 0.23943(13) 0.52250(11) 0.19119(10) 0.0245(3) Uani 1 1 d . . . H9A H 0.2875 0.5819 0.2416 0.029 Uiso 1 1 calc R . . H9B H 0.2992 0.4546 0.2039 0.029 Uiso 1 1 calc R . . C10 C 0.10089(14) 0.49568(12) 0.21869(11) 0.0298(3) Uani 1 1 d . . . H10A H 0.0429 0.5635 0.2098 0.045 Uiso 1 1 calc R . . H10B H 0.1180 0.4694 0.2950 0.045 Uiso 1 1 calc R . . H10C H 0.0525 0.4369 0.1690 0.045 Uiso 1 1 calc R . . C11 C 0.30860(12) 0.37870(10) -0.01535(9) 0.0222(3) Uani 1 1 d . . . C12 C 0.42306(13) 0.35232(10) -0.05963(10) 0.0235(3) Uani 1 1 d . . . H12 H 0.4642 0.4100 -0.0939 0.028 Uiso 1 1 calc R . . C13 C 0.47751(12) 0.24455(11) -0.05474(9) 0.0231(3) Uani 1 1 d . . . H13 H 0.5557 0.2296 -0.0846 0.028 Uiso 1 1 calc R . . C14 C 0.41800(13) 0.15773(10) -0.00615(9) 0.0225(3) Uani 1 1 d . . . C15 C 0.30132(13) 0.18112(11) 0.03581(10) 0.0242(3) Uani 1 1 d . . . H15 H 0.2582 0.1226 0.0674 0.029 Uiso 1 1 calc R . . C16 C 0.24863(13) 0.28977(10) 0.03126(10) 0.0243(3) Uani 1 1 d . . . H16 H 0.1699 0.3044 0.0605 0.029 Uiso 1 1 calc R . . C17 C 0.47506(13) 0.04617(11) -0.00109(10) 0.0241(3) 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 0.0242(5) 0.0230(5) 0.0201(5) -0.0012(4) 0.0046(4) 0.0020(4) N2 0.0231(5) 0.0232(5) 0.0200(5) 0.0003(4) 0.0053(4) 0.0018(4) B1 0.0203(6) 0.0246(7) 0.0199(6) -0.0009(5) 0.0031(5) 0.0003(5) C1 0.0222(6) 0.0227(6) 0.0249(6) -0.0022(5) 0.0040(5) 0.0005(5) C2 0.0199(5) 0.0227(6) 0.0252(6) -0.0009(5) 0.0045(5) -0.0005(5) C3 0.0263(6) 0.0268(6) 0.0266(6) -0.0030(5) 0.0088(5) -0.0015(5) C4 0.0323(7) 0.0235(6) 0.0375(7) -0.0057(5) 0.0126(6) 0.0017(5) C5 0.0352(7) 0.0222(6) 0.0387(8) 0.0029(5) 0.0105(6) 0.0037(5) C6 0.0303(7) 0.0266(7) 0.0270(6) 0.0021(5) 0.0066(5) 0.0026(5) C7 0.0297(6) 0.0291(7) 0.0189(6) 0.0000(5) 0.0047(5) 0.0033(5) C8 0.0344(7) 0.0383(8) 0.0229(6) 0.0020(5) 0.0092(5) 0.0021(6) C9 0.0262(6) 0.0285(6) 0.0188(6) -0.0003(5) 0.0054(5) -0.0003(5) C10 0.0300(7) 0.0332(7) 0.0285(7) -0.0013(5) 0.0115(5) -0.0034(5) C11 0.0234(6) 0.0245(6) 0.0167(5) -0.0007(4) 0.0012(5) 0.0025(5) C12 0.0258(6) 0.0244(6) 0.0199(5) -0.0011(5) 0.0048(5) -0.0003(5) C13 0.0212(6) 0.0273(6) 0.0203(6) -0.0038(5) 0.0040(5) 0.0019(5) C14 0.0254(6) 0.0229(6) 0.0171(5) -0.0020(4) 0.0011(5) 0.0037(5) C15 0.0274(6) 0.0244(6) 0.0213(6) 0.0014(5) 0.0070(5) 0.0013(5) C16 0.0238(6) 0.0269(6) 0.0228(6) -0.0002(5) 0.0066(5) 0.0038(5) C17 0.0265(6) 0.0266(6) 0.0189(6) -0.0003(5) 0.0047(5) 0.0031(5) _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 C1 1.3939(15) . ? N1 B1 1.4315(17) . ? N1 C7 1.4613(15) . ? N2 C2 1.3973(16) . ? N2 B1 1.4383(17) . ? N2 C9 1.4593(15) . ? B1 C11 1.5635(18) . ? C1 C6 1.3856(18) . ? C1 C2 1.4116(17) . ? C2 C3 1.3913(17) . ? C3 C4 1.3929(19) . ? C3 H3 0.9500 . ? C4 C5 1.392(2) . ? C4 H4 0.9500 . ? C5 C6 1.3942(19) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.5233(18) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.5204(17) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C16 1.4054(17) . ? C11 C12 1.4069(17) . ? C12 C13 1.3859(17) . ? C12 H12 0.9500 . ? C13 C14 1.3973(17) . ? C13 H13 0.9500 . ? C14 C15 1.4023(17) . ? C14 C17 1.4373(17) . ? C15 C16 1.3895(17) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C17 1.202(3) 3_655 ? 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 N1 B1 108.42(10) . . ? C1 N1 C7 120.83(10) . . ? B1 N1 C7 130.74(11) . . ? C2 N2 B1 108.32(10) . . ? C2 N2 C9 121.47(10) . . ? B1 N2 C9 130.04(10) . . ? N1 B1 N2 106.29(11) . . ? N1 B1 C11 127.50(11) . . ? N2 B1 C11 126.19(11) . . ? C6 C1 N1 130.34(11) . . ? C6 C1 C2 120.97(11) . . ? N1 C1 C2 108.70(10) . . ? C3 C2 N2 130.90(11) . . ? C3 C2 C1 120.80(11) . . ? N2 C2 C1 108.26(10) . . ? C2 C3 C4 117.85(12) . . ? C2 C3 H3 121.1 . . ? C4 C3 H3 121.1 . . ? C5 C4 C3 121.20(12) . . ? C5 C4 H4 119.4 . . ? C3 C4 H4 119.4 . . ? C4 C5 C6 121.26(12) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C1 C6 C5 117.89(12) . . ? C1 C6 H6 121.1 . . ? C5 C6 H6 121.1 . . ? N1 C7 C8 112.92(10) . . ? N1 C7 H7A 109.0 . . ? C8 C7 H7A 109.0 . . ? N1 C7 H7B 109.0 . . ? C8 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C10 113.21(10) . . ? N2 C9 H9A 108.9 . . ? C10 C9 H9A 108.9 . . ? N2 C9 H9B 108.9 . . ? C10 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C16 C11 C12 116.90(11) . . ? C16 C11 B1 122.09(11) . . ? C12 C11 B1 120.96(11) . . ? C13 C12 C11 121.86(11) . . ? C13 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C12 C13 C14 120.32(11) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C13 C14 C15 118.94(11) . . ? C13 C14 C17 120.09(11) . . ? C15 C14 C17 120.96(11) . . ? C16 C15 C14 120.11(11) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C15 C16 C11 121.83(11) . . ? C15 C16 H16 119.1 . . ? C11 C16 H16 119.1 . . ? C17 C17 C14 178.15(18) 3_655 . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.249 _refine_diff_density_min -0.249 _refine_diff_density_rms 0.045 #============================================================================== data_compound5 _database_code_depnum_ccdc_archive 'CCDC 780601' #TrackingRef '- DT-ART-10-2010-001410.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H24 B N3 O' _chemical_formula_sum 'C26 H24 B N3 O' _chemical_formula_weight 405.29 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' N N 0.0061 0.0033 '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' O O 0.0106 0.0060 '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 7.6596(2) _cell_length_b 8.23120(10) _cell_length_c 18.3644(3) _cell_angle_alpha 100.4493(11) _cell_angle_beta 90.0371(11) _cell_angle_gamma 108.9834(10) _cell_volume 1074.49(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 14943 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.253 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 428 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9774 _exptl_absorpt_correction_T_max 0.9818 _exptl_absorpt_process_details 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _exptl_special_details ; ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24875 _diffrn_reflns_av_R_equivalents 0.028 _diffrn_reflns_av_sigmaI/netI 0.0258 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4894 _reflns_number_gt 4247 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Bruker AXS, 2004' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0550P)^2^+0.2132P] 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 4894 _refine_ls_number_parameters 283 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0444 _refine_ls_R_factor_gt 0.0379 _refine_ls_wR_factor_ref 0.1018 _refine_ls_wR_factor_gt 0.0976 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.33012(12) 0.09447(10) 0.05647(4) 0.02759(19) Uani 1 1 d . . . N1 N 0.97222(11) 0.42558(10) 0.77919(4) 0.01629(18) Uani 1 1 d . . . N2 N 1.11570(11) 0.23107(10) 0.72642(4) 0.01640(18) Uani 1 1 d . . . N3 N 0.75705(14) 0.70574(12) 0.49986(5) 0.0269(2) Uani 1 1 d . . . B1 B 0.99247(15) 0.32109(14) 0.71003(6) 0.0158(2) Uani 1 1 d . . . C1 C 1.07944(13) 0.39965(13) 0.83459(5) 0.0166(2) Uani 1 1 d . . . C2 C 1.16714(14) 0.28043(12) 0.80223(5) 0.0169(2) Uani 1 1 d . . . C3 C 1.28432(14) 0.23130(13) 0.84500(6) 0.0203(2) Uani 1 1 d . . . H3 H 1.3434 0.1508 0.8233 0.024 Uiso 1 1 calc R . . C4 C 1.31260(15) 0.30370(14) 0.92067(6) 0.0230(2) Uani 1 1 d . . . H4 H 1.3924 0.2723 0.9509 0.028 Uiso 1 1 calc R . . C5 C 1.22554(15) 0.42123(14) 0.95251(6) 0.0230(2) Uani 1 1 d . . . H5 H 1.2472 0.4688 1.0041 0.028 Uiso 1 1 calc R . . C6 C 1.10720(14) 0.47053(13) 0.91012(5) 0.0203(2) Uani 1 1 d . . . H6 H 1.0474 0.5501 0.9322 0.024 Uiso 1 1 calc R . . C7 C 0.87251(14) 0.55109(13) 0.79465(6) 0.0197(2) Uani 1 1 d . . . H7A H 0.8125 0.5397 0.8421 0.024 Uiso 1 1 calc R . . H7B H 0.7741 0.5231 0.7549 0.024 Uiso 1 1 calc R . . C8 C 0.99963(16) 0.73969(14) 0.79966(6) 0.0258(2) Uani 1 1 d . . . H8A H 1.0951 0.7693 0.8400 0.039 Uiso 1 1 calc R . . H8B H 0.9270 0.8188 0.8096 0.039 Uiso 1 1 calc R . . H8C H 1.0584 0.7520 0.7527 0.039 Uiso 1 1 calc R . . C9 C 1.20793(14) 0.12985(13) 0.67637(6) 0.0190(2) Uani 1 1 d . . . H9A H 1.1345 0.0825 0.6283 0.023 Uiso 1 1 calc R . . H9B H 1.2135 0.0296 0.6979 0.023 Uiso 1 1 calc R . . C10 C 1.40325(14) 0.24050(13) 0.66317(6) 0.0202(2) Uani 1 1 d . . . H10A H 1.3976 0.3341 0.6380 0.030 Uiso 1 1 calc R . . H10B H 1.4631 0.1666 0.6322 0.030 Uiso 1 1 calc R . . H10C H 1.4747 0.2920 0.7109 0.030 Uiso 1 1 calc R . . C11 C 0.89521(13) 0.30244(13) 0.63266(5) 0.0161(2) Uani 1 1 d . . . C12 C 0.87503(13) 0.44642(12) 0.60716(5) 0.0166(2) Uani 1 1 d . . . H12 H 0.9212 0.5593 0.6379 0.020 Uiso 1 1 calc R . . C13 C 0.78866(13) 0.42768(12) 0.53773(5) 0.0165(2) Uani 1 1 d . . . C14 C 0.72082(13) 0.26273(13) 0.49010(5) 0.0166(2) Uani 1 1 d . . . C15 C 0.73832(13) 0.11777(13) 0.51582(5) 0.0170(2) Uani 1 1 d . . . H15 H 0.6922 0.0046 0.4853 0.020 Uiso 1 1 calc R . . C16 C 0.82224(13) 0.13826(12) 0.58528(5) 0.0163(2) Uani 1 1 d . . . H16 H 0.8308 0.0377 0.6015 0.020 Uiso 1 1 calc R . . C17 C 0.76999(14) 0.58112(13) 0.51534(5) 0.0192(2) Uani 1 1 d . . . C18 C 0.64028(14) 0.24125(13) 0.41712(5) 0.0180(2) Uani 1 1 d . . . C19 C 0.57676(14) 0.21530(13) 0.35449(5) 0.0180(2) Uani 1 1 d . . . C20 C 0.50619(13) 0.18145(13) 0.27887(5) 0.0166(2) Uani 1 1 d . . . C21 C 0.55364(14) 0.31508(13) 0.23717(5) 0.0181(2) Uani 1 1 d . . . H21 H 0.6286 0.4300 0.2600 0.022 Uiso 1 1 calc R . . C22 C 0.49260(14) 0.28121(13) 0.16346(5) 0.0187(2) Uani 1 1 d . . . H22 H 0.5254 0.3728 0.1359 0.022 Uiso 1 1 calc R . . C23 C 0.38306(14) 0.11299(13) 0.12937(5) 0.0188(2) Uani 1 1 d . . . C24 C 0.33281(14) -0.02143(13) 0.16972(6) 0.0193(2) Uani 1 1 d . . . H24 H 0.2573 -0.1360 0.1467 0.023 Uiso 1 1 calc R . . C25 C 0.39436(14) 0.01389(13) 0.24398(5) 0.0187(2) Uani 1 1 d . . . H25 H 0.3598 -0.0776 0.2716 0.022 Uiso 1 1 calc R . . C26 C 0.2207(2) -0.07564(16) 0.01843(7) 0.0392(3) Uani 1 1 d . . . H26A H 0.2895 -0.1572 0.0190 0.059 Uiso 1 1 calc R . . H26B H 0.1920 -0.0710 -0.0330 0.059 Uiso 1 1 calc R . . H26C H 0.1054 -0.1157 0.0432 0.059 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 O1 0.0357(5) 0.0235(4) 0.0165(4) 0.0047(3) -0.0077(3) -0.0002(3) N1 0.0166(4) 0.0169(4) 0.0152(4) 0.0018(3) 0.0001(3) 0.0061(3) N2 0.0175(4) 0.0161(4) 0.0149(4) 0.0014(3) 0.0001(3) 0.0054(3) N3 0.0348(5) 0.0236(5) 0.0251(5) 0.0061(4) 0.0015(4) 0.0127(4) B1 0.0145(5) 0.0144(5) 0.0166(5) 0.0026(4) 0.0007(4) 0.0025(4) C1 0.0159(5) 0.0168(4) 0.0152(4) 0.0037(4) 0.0003(4) 0.0024(4) C2 0.0175(5) 0.0161(4) 0.0153(4) 0.0039(4) 0.0005(4) 0.0025(4) C3 0.0204(5) 0.0200(5) 0.0211(5) 0.0069(4) 0.0005(4) 0.0061(4) C4 0.0214(5) 0.0272(5) 0.0202(5) 0.0104(4) -0.0021(4) 0.0046(4) C5 0.0228(5) 0.0285(5) 0.0136(4) 0.0050(4) 0.0001(4) 0.0022(4) C6 0.0199(5) 0.0220(5) 0.0163(5) 0.0022(4) 0.0026(4) 0.0041(4) C7 0.0194(5) 0.0217(5) 0.0194(5) 0.0014(4) 0.0018(4) 0.0101(4) C8 0.0260(6) 0.0202(5) 0.0305(6) -0.0011(4) -0.0002(4) 0.0100(4) C9 0.0198(5) 0.0180(5) 0.0192(5) -0.0005(4) -0.0001(4) 0.0084(4) C10 0.0204(5) 0.0224(5) 0.0183(5) 0.0021(4) 0.0017(4) 0.0084(4) C11 0.0139(4) 0.0183(5) 0.0159(4) 0.0031(4) 0.0020(3) 0.0052(4) C12 0.0163(5) 0.0158(4) 0.0157(4) 0.0008(3) 0.0010(4) 0.0040(4) C13 0.0163(5) 0.0171(4) 0.0171(5) 0.0044(4) 0.0025(4) 0.0062(4) C14 0.0149(4) 0.0193(5) 0.0150(4) 0.0026(4) 0.0015(3) 0.0055(4) C15 0.0164(5) 0.0162(4) 0.0167(5) 0.0010(4) 0.0009(4) 0.0042(4) C16 0.0156(5) 0.0166(4) 0.0169(4) 0.0036(4) 0.0013(4) 0.0055(4) C17 0.0208(5) 0.0198(5) 0.0165(4) 0.0023(4) 0.0005(4) 0.0065(4) C18 0.0191(5) 0.0168(4) 0.0178(5) 0.0028(4) 0.0014(4) 0.0057(4) C19 0.0180(5) 0.0177(5) 0.0182(5) 0.0029(4) 0.0014(4) 0.0061(4) C20 0.0163(5) 0.0193(5) 0.0151(4) 0.0028(4) 0.0009(4) 0.0073(4) C21 0.0178(5) 0.0162(4) 0.0185(5) 0.0013(4) -0.0002(4) 0.0045(4) C22 0.0195(5) 0.0182(5) 0.0184(5) 0.0066(4) 0.0008(4) 0.0045(4) C23 0.0193(5) 0.0219(5) 0.0146(4) 0.0034(4) -0.0013(4) 0.0060(4) C24 0.0189(5) 0.0167(5) 0.0197(5) 0.0026(4) -0.0016(4) 0.0030(4) C25 0.0195(5) 0.0182(5) 0.0186(5) 0.0062(4) 0.0010(4) 0.0053(4) C26 0.0537(8) 0.0274(6) 0.0231(6) 0.0025(5) -0.0157(5) -0.0033(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 O1 C23 1.3657(12) . ? O1 C26 1.4255(13) . ? N1 C1 1.3954(12) . ? N1 B1 1.4380(13) . ? N1 C7 1.4623(12) . ? N2 C2 1.3959(12) . ? N2 B1 1.4374(13) . ? N2 C9 1.4643(12) . ? N3 C17 1.1467(14) . ? B1 C11 1.5627(14) . ? C1 C6 1.3909(13) . ? C1 C2 1.4090(14) . ? C2 C3 1.3916(14) . ? C3 C4 1.3958(14) . ? C3 H3 0.9500 . ? C4 C5 1.3919(16) . ? C4 H4 0.9500 . ? C5 C6 1.3947(15) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.5269(15) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.5233(14) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.4029(13) . ? C11 C16 1.4062(13) . ? C12 C13 1.3960(13) . ? C12 H12 0.9500 . ? C13 C14 1.4100(13) . ? C13 C17 1.4457(13) . ? C14 C15 1.4047(13) . ? C14 C18 1.4317(13) . ? C15 C16 1.3853(13) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C18 C19 1.2033(14) . ? C19 C20 1.4349(13) . ? C20 C25 1.3988(14) . ? C20 C21 1.4051(14) . ? C21 C22 1.3806(13) . ? C21 H21 0.9500 . ? C22 C23 1.3937(14) . ? C22 H22 0.9500 . ? C23 C24 1.3936(14) . ? C24 C25 1.3902(13) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C23 O1 C26 117.60(8) . . ? C1 N1 B1 108.32(8) . . ? C1 N1 C7 121.53(8) . . ? B1 N1 C7 130.01(8) . . ? C2 N2 B1 108.13(8) . . ? C2 N2 C9 120.87(8) . . ? B1 N2 C9 130.10(8) . . ? N2 B1 N1 106.29(8) . . ? N2 B1 C11 126.34(9) . . ? N1 B1 C11 127.33(9) . . ? C6 C1 N1 130.69(9) . . ? C6 C1 C2 120.83(9) . . ? N1 C1 C2 108.48(8) . . ? C3 C2 N2 130.41(9) . . ? C3 C2 C1 120.81(9) . . ? N2 C2 C1 108.78(8) . . ? C2 C3 C4 118.12(10) . . ? C2 C3 H3 120.9 . . ? C4 C3 H3 120.9 . . ? C5 C4 C3 120.95(10) . . ? C5 C4 H4 119.5 . . ? C3 C4 H4 119.5 . . ? C4 C5 C6 121.31(9) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C1 C6 C5 117.99(10) . . ? C1 C6 H6 121.0 . . ? C5 C6 H6 121.0 . . ? N1 C7 C8 112.31(8) . . ? N1 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? N1 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.9 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C10 111.94(8) . . ? N2 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? N2 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C16 116.76(9) . . ? C12 C11 B1 122.25(8) . . ? C16 C11 B1 120.99(8) . . ? C13 C12 C11 121.54(9) . . ? C13 C12 H12 119.2 . . ? C11 C12 H12 119.2 . . ? C12 C13 C14 120.90(9) . . ? C12 C13 C17 118.69(9) . . ? C14 C13 C17 120.41(9) . . ? C15 C14 C13 117.75(9) . . ? C15 C14 C18 120.18(9) . . ? C13 C14 C18 122.06(9) . . ? C16 C15 C14 120.61(9) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 C11 122.40(9) . . ? C15 C16 H16 118.8 . . ? C11 C16 H16 118.8 . . ? N3 C17 C13 177.80(11) . . ? C19 C18 C14 176.13(10) . . ? C18 C19 C20 177.85(11) . . ? C25 C20 C21 118.31(9) . . ? C25 C20 C19 121.09(9) . . ? C21 C20 C19 120.56(9) . . ? C22 C21 C20 120.75(9) . . ? C22 C21 H21 119.6 . . ? C20 C21 H21 119.6 . . ? C21 C22 C23 120.15(9) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? O1 C23 C24 124.60(9) . . ? O1 C23 C22 115.21(9) . . ? C24 C23 C22 120.18(9) . . ? C25 C24 C23 119.30(9) . . ? C25 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? C24 C25 C20 121.30(9) . . ? C24 C25 H25 119.3 . . ? C20 C25 H25 119.3 . . ? O1 C26 H26A 109.5 . . ? O1 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? O1 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.271 _refine_diff_density_min -0.267 _refine_diff_density_rms 0.044 #============================================================================== data_compound6 _database_code_depnum_ccdc_archive 'CCDC 780602' #TrackingRef '- DT-ART-10-2010-001410.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H27 B N4' _chemical_formula_sum 'C27 H27 B N4' _chemical_formula_weight 418.34 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 8.1333(3) _cell_length_b 8.8483(2) _cell_length_c 15.7389(5) _cell_angle_alpha 92.105(2) _cell_angle_beta 94.8037(16) _cell_angle_gamma 91.021(2) _cell_volume 1127.68(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 23594 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 30.034 _exptl_crystal_description fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.232 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 444 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9784 _exptl_absorpt_correction_T_max 0.9927 _exptl_absorpt_process_details 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _exptl_special_details ; ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22633 _diffrn_reflns_av_R_equivalents 0.029 _diffrn_reflns_av_sigmaI/netI 0.0284 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 30.00 _reflns_number_total 6329 _reflns_number_gt 5322 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Bruker AXS, 2004' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0569P)^2^+0.3537P] 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 6329 _refine_ls_number_parameters 293 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0534 _refine_ls_R_factor_gt 0.0430 _refine_ls_wR_factor_ref 0.1156 _refine_ls_wR_factor_gt 0.1082 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.71038(10) 0.03807(9) 0.46380(5) 0.01682(16) Uani 1 1 d . . . N2 N 0.67684(10) -0.15787(9) 0.36351(5) 0.01687(17) Uani 1 1 d . . . N3 N 1.07103(12) 0.53992(11) 0.25673(6) 0.0255(2) Uani 1 1 d . . . B1 B 0.69487(13) 0.00333(13) 0.37375(7) 0.0166(2) Uani 1 1 d . . . N4 N 0.82651(12) 1.07352(10) -0.12873(6) 0.02224(19) Uani 1 1 d . . . C1 C 0.70194(11) -0.09715(11) 0.50605(6) 0.01684(18) Uani 1 1 d . . . C2 C 0.68335(11) -0.21802(11) 0.44468(6) 0.01687(18) Uani 1 1 d . . . C3 C 0.67743(12) -0.36706(12) 0.46932(7) 0.0203(2) Uani 1 1 d . . . H3 H 0.6666 -0.4487 0.4282 0.024 Uiso 1 1 calc R . . C4 C 0.68794(13) -0.39275(12) 0.55658(7) 0.0236(2) Uani 1 1 d . . . H4 H 0.6858 -0.4938 0.5750 0.028 Uiso 1 1 calc R . . C5 C 0.70144(13) -0.27363(13) 0.61726(7) 0.0242(2) Uani 1 1 d . . . H5 H 0.7058 -0.2945 0.6762 0.029 Uiso 1 1 calc R . . C6 C 0.70869(12) -0.12384(12) 0.59258(7) 0.0210(2) Uani 1 1 d . . . H6 H 0.7180 -0.0425 0.6339 0.025 Uiso 1 1 calc R . . C7 C 0.72749(12) 0.18345(11) 0.51103(7) 0.01948(19) Uani 1 1 d . . . H7A H 0.6543 0.1832 0.5582 0.023 Uiso 1 1 calc R . . H7B H 0.6913 0.2647 0.4725 0.023 Uiso 1 1 calc R . . C8 C 0.90431(13) 0.21768(13) 0.54773(7) 0.0250(2) Uani 1 1 d . . . H8A H 0.9425 0.1355 0.5840 0.037 Uiso 1 1 calc R . . H8B H 0.9082 0.3129 0.5818 0.037 Uiso 1 1 calc R . . H8C H 0.9759 0.2267 0.5010 0.037 Uiso 1 1 calc R . . C9 C 0.66012(13) -0.25514(12) 0.28630(6) 0.0200(2) Uani 1 1 d . . . H9A H 0.7341 -0.3421 0.2942 0.024 Uiso 1 1 calc R . . H9B H 0.6961 -0.1976 0.2381 0.024 Uiso 1 1 calc R . . C10 C 0.48429(14) -0.31442(13) 0.26372(7) 0.0260(2) Uani 1 1 d . . . H10A H 0.4485 -0.3732 0.3107 0.039 Uiso 1 1 calc R . . H10B H 0.4806 -0.3791 0.2117 0.039 Uiso 1 1 calc R . . H10C H 0.4107 -0.2291 0.2543 0.039 Uiso 1 1 calc R . . C11 C 0.70115(12) 0.12038(11) 0.30158(6) 0.01755(19) Uani 1 1 d . . . C12 C 0.82528(12) 0.23315(11) 0.30707(6) 0.01800(19) Uani 1 1 d . . . H12 H 0.9063 0.2368 0.3543 0.022 Uiso 1 1 calc R . . C13 C 0.83188(12) 0.34030(11) 0.24434(6) 0.01736(19) Uani 1 1 d . . . C14 C 0.71289(12) 0.33968(11) 0.17345(6) 0.01845(19) Uani 1 1 d . . . C15 C 0.58981(13) 0.22646(12) 0.16759(6) 0.0203(2) Uani 1 1 d . . . H15 H 0.5084 0.2227 0.1206 0.024 Uiso 1 1 calc R . . C16 C 0.58530(12) 0.11906(12) 0.23004(7) 0.01950(19) Uani 1 1 d . . . H16 H 0.5013 0.0425 0.2241 0.023 Uiso 1 1 calc R . . C17 C 0.96419(13) 0.45248(11) 0.25129(6) 0.0197(2) Uani 1 1 d . . . C18 C 0.71847(13) 0.45434(12) 0.11174(6) 0.0204(2) Uani 1 1 d . . . C19 C 0.72866(13) 0.55748(12) 0.06439(7) 0.0208(2) Uani 1 1 d . . . C20 C 0.74562(12) 0.68562(12) 0.01227(6) 0.0196(2) Uani 1 1 d . . . C21 C 0.69513(13) 0.82850(12) 0.03977(6) 0.0212(2) Uani 1 1 d . . . H21 H 0.6409 0.8380 0.0908 0.025 Uiso 1 1 calc R . . C22 C 0.72256(13) 0.95640(12) -0.00588(7) 0.0211(2) Uani 1 1 d . . . H22 H 0.6879 1.0519 0.0147 0.025 Uiso 1 1 calc R . . C23 C 0.80114(12) 0.94668(11) -0.08235(6) 0.01857(19) Uani 1 1 d . . . C24 C 0.84900(13) 0.80218(12) -0.11065(7) 0.0214(2) Uani 1 1 d . . . H24 H 0.9007 0.7917 -0.1624 0.026 Uiso 1 1 calc R . . C25 C 0.82193(13) 0.67509(12) -0.06417(7) 0.0219(2) Uani 1 1 d . . . H25 H 0.8558 0.5792 -0.0846 0.026 Uiso 1 1 calc R . . C26 C 0.80881(15) 1.22211(12) -0.08748(7) 0.0260(2) Uani 1 1 d . . . H26A H 0.6945 1.2339 -0.0734 0.039 Uiso 1 1 calc R . . H26B H 0.8371 1.3009 -0.1262 0.039 Uiso 1 1 calc R . . H26C H 0.8829 1.2313 -0.0351 0.039 Uiso 1 1 calc R . . C27 C 0.94073(14) 1.06483(13) -0.19513(7) 0.0256(2) Uani 1 1 d . . . H27A H 1.0502 1.0383 -0.1700 0.038 Uiso 1 1 calc R . . H27B H 0.9475 1.1630 -0.2216 0.038 Uiso 1 1 calc R . . H27C H 0.9013 0.9873 -0.2385 0.038 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0161(4) 0.0159(4) 0.0184(4) 0.0017(3) 0.0001(3) 0.0008(3) N2 0.0174(4) 0.0170(4) 0.0162(4) 0.0020(3) 0.0012(3) -0.0004(3) N3 0.0270(5) 0.0228(5) 0.0266(5) 0.0045(3) 0.0009(4) -0.0034(4) B1 0.0138(4) 0.0179(5) 0.0183(5) 0.0023(4) 0.0007(4) 0.0004(4) N4 0.0271(4) 0.0177(4) 0.0224(4) 0.0036(3) 0.0043(3) -0.0020(3) C1 0.0129(4) 0.0185(5) 0.0192(4) 0.0030(3) 0.0004(3) 0.0014(3) C2 0.0132(4) 0.0194(5) 0.0182(4) 0.0038(3) 0.0012(3) 0.0006(3) C3 0.0183(4) 0.0179(5) 0.0247(5) 0.0034(4) 0.0012(4) 0.0000(4) C4 0.0215(5) 0.0230(5) 0.0271(5) 0.0100(4) 0.0015(4) 0.0014(4) C5 0.0219(5) 0.0302(6) 0.0214(5) 0.0097(4) 0.0018(4) 0.0031(4) C6 0.0186(4) 0.0257(5) 0.0188(5) 0.0020(4) 0.0005(4) 0.0025(4) C7 0.0175(4) 0.0179(5) 0.0227(5) -0.0024(3) 0.0006(4) 0.0021(3) C8 0.0189(5) 0.0258(5) 0.0289(5) -0.0051(4) -0.0025(4) -0.0002(4) C9 0.0224(5) 0.0190(5) 0.0187(4) -0.0007(3) 0.0031(4) 0.0002(4) C10 0.0254(5) 0.0273(6) 0.0243(5) -0.0036(4) -0.0006(4) -0.0044(4) C11 0.0181(4) 0.0164(4) 0.0184(4) 0.0012(3) 0.0027(3) 0.0011(3) C12 0.0185(4) 0.0175(5) 0.0180(4) 0.0024(3) 0.0006(3) 0.0010(3) C13 0.0180(4) 0.0154(4) 0.0190(4) 0.0014(3) 0.0027(3) 0.0002(3) C14 0.0204(4) 0.0175(5) 0.0177(4) 0.0018(3) 0.0028(4) 0.0022(4) C15 0.0196(4) 0.0218(5) 0.0191(5) 0.0027(4) -0.0006(4) 0.0000(4) C16 0.0190(4) 0.0183(5) 0.0211(5) 0.0018(3) 0.0014(4) -0.0020(4) C17 0.0222(5) 0.0182(5) 0.0189(4) 0.0030(3) 0.0015(4) 0.0022(4) C18 0.0219(5) 0.0208(5) 0.0185(5) 0.0026(4) 0.0013(4) 0.0006(4) C19 0.0212(5) 0.0219(5) 0.0193(5) 0.0025(4) 0.0005(4) 0.0002(4) C20 0.0196(4) 0.0206(5) 0.0185(4) 0.0042(3) -0.0009(4) -0.0011(4) C21 0.0235(5) 0.0238(5) 0.0163(4) 0.0019(4) 0.0019(4) -0.0003(4) C22 0.0253(5) 0.0186(5) 0.0192(5) 0.0002(3) 0.0018(4) 0.0007(4) C23 0.0181(4) 0.0188(5) 0.0186(4) 0.0029(3) -0.0007(3) -0.0017(4) C24 0.0230(5) 0.0208(5) 0.0211(5) 0.0029(4) 0.0057(4) 0.0010(4) C25 0.0245(5) 0.0191(5) 0.0226(5) 0.0025(4) 0.0035(4) 0.0020(4) C26 0.0329(6) 0.0183(5) 0.0266(5) 0.0021(4) 0.0003(4) -0.0026(4) C27 0.0287(5) 0.0254(5) 0.0235(5) 0.0059(4) 0.0045(4) -0.0037(4) _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 C1 1.3935(12) . ? N1 B1 1.4338(14) . ? N1 C7 1.4604(13) . ? N2 C2 1.3991(12) . ? N2 B1 1.4331(14) . ? N2 C9 1.4585(13) . ? N3 C17 1.1488(14) . ? B1 C11 1.5684(14) . ? N4 C23 1.3829(13) . ? N4 C27 1.4562(14) . ? N4 C26 1.4597(14) . ? C1 C6 1.3875(14) . ? C1 C2 1.4119(14) . ? C2 C3 1.3893(14) . ? C3 C4 1.3962(15) . ? C3 H3 0.9500 . ? C4 C5 1.3926(16) . ? C4 H4 0.9500 . ? C5 C6 1.3964(15) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.5252(14) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.5235(15) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.4019(14) . ? C11 C16 1.4059(14) . ? C12 C13 1.3972(13) . ? C12 H12 0.9500 . ? C13 C14 1.4142(14) . ? C13 C17 1.4455(14) . ? C14 C15 1.3987(14) . ? C14 C18 1.4328(14) . ? C15 C16 1.3943(14) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C18 C19 1.2053(14) . ? C19 C20 1.4350(14) . ? C20 C25 1.4001(15) . ? C20 C21 1.4008(15) . ? C21 C22 1.3872(14) . ? C21 H21 0.9500 . ? C22 C23 1.4099(14) . ? C22 H22 0.9500 . ? C23 C24 1.4105(14) . ? C24 C25 1.3881(14) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 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 N1 B1 108.23(8) . . ? C1 N1 C7 121.13(8) . . ? B1 N1 C7 130.62(8) . . ? C2 N2 B1 108.18(8) . . ? C2 N2 C9 121.47(8) . . ? B1 N2 C9 130.31(8) . . ? N2 B1 N1 106.57(8) . . ? N2 B1 C11 127.38(9) . . ? N1 B1 C11 126.03(9) . . ? C23 N4 C27 118.67(9) . . ? C23 N4 C26 118.35(9) . . ? C27 N4 C26 116.43(9) . . ? C6 C1 N1 130.50(9) . . ? C6 C1 C2 120.83(9) . . ? N1 C1 C2 108.67(8) . . ? C3 C2 N2 130.73(9) . . ? C3 C2 C1 120.92(9) . . ? N2 C2 C1 108.34(8) . . ? C2 C3 C4 117.73(10) . . ? C2 C3 H3 121.1 . . ? C4 C3 H3 121.1 . . ? C5 C4 C3 121.49(10) . . ? C5 C4 H4 119.3 . . ? C3 C4 H4 119.3 . . ? C4 C5 C6 120.82(10) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C1 C6 C5 118.16(10) . . ? C1 C6 H6 120.9 . . ? C5 C6 H6 120.9 . . ? N1 C7 C8 112.53(8) . . ? N1 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? N1 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.8 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C10 113.06(8) . . ? N2 C9 H9A 109.0 . . ? C10 C9 H9A 109.0 . . ? N2 C9 H9B 109.0 . . ? C10 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C16 117.17(9) . . ? C12 C11 B1 120.06(9) . . ? C16 C11 B1 122.77(9) . . ? C13 C12 C11 121.15(9) . . ? C13 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C12 C13 C14 121.23(9) . . ? C12 C13 C17 119.43(9) . . ? C14 C13 C17 119.34(9) . . ? C15 C14 C13 117.64(9) . . ? C15 C14 C18 122.16(9) . . ? C13 C14 C18 120.18(9) . . ? C16 C15 C14 120.69(9) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 C11 122.11(9) . . ? C15 C16 H16 118.9 . . ? C11 C16 H16 118.9 . . ? N3 C17 C13 178.97(11) . . ? C19 C18 C14 175.32(11) . . ? C18 C19 C20 176.53(11) . . ? C25 C20 C21 117.80(9) . . ? C25 C20 C19 121.78(9) . . ? C21 C20 C19 120.29(9) . . ? C22 C21 C20 121.45(9) . . ? C22 C21 H21 119.3 . . ? C20 C21 H21 119.3 . . ? C21 C22 C23 120.96(9) . . ? C21 C22 H22 119.5 . . ? C23 C22 H22 119.5 . . ? N4 C23 C22 121.16(9) . . ? N4 C23 C24 121.43(9) . . ? C22 C23 C24 117.40(9) . . ? C25 C24 C23 121.15(9) . . ? C25 C24 H24 119.4 . . ? C23 C24 H24 119.4 . . ? C24 C25 C20 121.22(10) . . ? C24 C25 H25 119.4 . . ? C20 C25 H25 119.4 . . ? N4 C26 H26A 109.5 . . ? N4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N4 C27 H27A 109.5 . . ? N4 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N4 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.960 _refine_diff_density_max 0.312 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.046 #============================================================================== data_compound7 _database_code_depnum_ccdc_archive 'CCDC 780603' #TrackingRef '- DT-ART-10-2010-001410.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H24 B N3 S' _chemical_formula_sum 'C26 H24 B N3 S' _chemical_formula_weight 421.35 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 10.1351(2) _cell_length_b 10.7913(2) _cell_length_c 10.8348(2) _cell_angle_alpha 82.5832(13) _cell_angle_beta 73.1052(12) _cell_angle_gamma 80.0178(12) _cell_volume 1112.80(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 17826 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 25.028 _exptl_crystal_description block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.257 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 444 _exptl_absorpt_coefficient_mu 0.164 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9525 _exptl_absorpt_correction_T_max 0.9680 _exptl_absorpt_process_details 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _exptl_special_details ; ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22441 _diffrn_reflns_av_R_equivalents 0.026 _diffrn_reflns_av_sigmaI/netI 0.0203 _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 -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.41 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3882 _reflns_number_gt 3612 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Bruker AXS, 2004' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0357P)^2^+0.4154P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3882 _refine_ls_number_parameters 376 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0322 _refine_ls_R_factor_gt 0.0301 _refine_ls_wR_factor_ref 0.0785 _refine_ls_wR_factor_gt 0.0772 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.06694(3) -0.09931(3) 0.25703(3) 0.02464(11) Uani 1 1 d . . . N1 N 0.78817(10) 0.55052(9) 0.82879(9) 0.0168(2) Uani 1 1 d . . . N2 N 0.58475(10) 0.68984(9) 0.85943(9) 0.0173(2) Uani 1 1 d . . . N3 N 0.75394(11) 0.28905(11) 0.33710(11) 0.0273(3) Uani 1 1 d . . . B1 B 0.65278(14) 0.57317(13) 0.80696(13) 0.0174(3) Uani 1 1 d . . . C1 C 0.80077(12) 0.65124(11) 0.89238(11) 0.0170(2) Uani 1 1 d . . . C2 C 0.67587(12) 0.73642(11) 0.91082(11) 0.0175(3) Uani 1 1 d . . . C3 C 0.66007(14) 0.84645(12) 0.97046(12) 0.0219(3) Uani 1 1 d . . . H3 H 0.5738(16) 0.9043(14) 0.9834(13) 0.024(4) Uiso 1 1 d . . . C4 C 0.77033(14) 0.87003(12) 1.01179(12) 0.0243(3) Uani 1 1 d . . . H4 H 0.7595(15) 0.9496(15) 1.0530(14) 0.029(4) Uiso 1 1 d . . . C5 C 0.89351(14) 0.78548(12) 0.99459(12) 0.0228(3) Uani 1 1 d . . . H5 H 0.9696(15) 0.8042(13) 1.0228(13) 0.023(4) Uiso 1 1 d . . . C6 C 0.91052(13) 0.67464(12) 0.93417(12) 0.0201(3) Uani 1 1 d . . . H6 H 0.9986(15) 0.6174(13) 0.9183(13) 0.022(3) Uiso 1 1 d . . . C7 C 0.89844(13) 0.44294(12) 0.79966(12) 0.0193(3) Uani 1 1 d . . . H7A H 0.9296(14) 0.4139(13) 0.8788(14) 0.021(3) Uiso 1 1 d . . . H7B H 0.8556(14) 0.3735(13) 0.7825(13) 0.018(3) Uiso 1 1 d . . . C8 C 1.02115(14) 0.47182(14) 0.68610(13) 0.0262(3) Uani 1 1 d . . . H8A H 1.0665(17) 0.5382(15) 0.7021(15) 0.033(4) Uiso 1 1 d . . . H8B H 1.0905(17) 0.3971(15) 0.6691(15) 0.032(4) Uiso 1 1 d . . . H8C H 0.9917(17) 0.4971(15) 0.6061(16) 0.035(4) Uiso 1 1 d . . . C9 C 0.44995(13) 0.76242(12) 0.85463(12) 0.0204(3) Uani 1 1 d . . . H9A H 0.4631(14) 0.8508(14) 0.8272(13) 0.020(3) Uiso 1 1 d . . . H9B H 0.4204(14) 0.7321(13) 0.7873(14) 0.022(3) Uiso 1 1 d . . . C10 C 0.33836(14) 0.75346(14) 0.98260(14) 0.0280(3) Uani 1 1 d . . . H10A H 0.3646(18) 0.7861(16) 1.0545(17) 0.042(5) Uiso 1 1 d . . . H10B H 0.2492(17) 0.8026(15) 0.9746(15) 0.034(4) Uiso 1 1 d . . . H10C H 0.3243(17) 0.6640(16) 1.0084(15) 0.036(4) Uiso 1 1 d . . . C11 C 0.58990(12) 0.48643(11) 0.74006(11) 0.0176(3) Uani 1 1 d . . . C12 C 0.66382(12) 0.44043(11) 0.62021(12) 0.0179(3) Uani 1 1 d . . . H12 H 0.7570(15) 0.4619(13) 0.5783(13) 0.019(3) Uiso 1 1 d . . . C13 C 0.60578(12) 0.36694(11) 0.55878(11) 0.0179(3) Uani 1 1 d . . . C14 C 0.47028(12) 0.33569(11) 0.61572(12) 0.0185(3) Uani 1 1 d . . . C15 C 0.39810(13) 0.37845(12) 0.73699(12) 0.0207(3) Uani 1 1 d . . . H15 H 0.3070(15) 0.3562(13) 0.7789(13) 0.022(3) Uiso 1 1 d . . . C16 C 0.45652(13) 0.45221(11) 0.79673(12) 0.0197(3) Uani 1 1 d . . . H16 H 0.4018(15) 0.4805(13) 0.8816(14) 0.022(3) Uiso 1 1 d . . . C17 C 0.68634(13) 0.32267(11) 0.43511(12) 0.0203(3) Uani 1 1 d . . . C18 C 0.40876(12) 0.26398(11) 0.55028(12) 0.0200(3) Uani 1 1 d . . . C19 C 0.35602(12) 0.20629(11) 0.49386(12) 0.0197(3) Uani 1 1 d . . . C20 C 0.28860(13) 0.13739(11) 0.43094(11) 0.0184(3) Uani 1 1 d . . . C21 C 0.35346(13) 0.02108(12) 0.38227(12) 0.0210(3) Uani 1 1 d . . . H21 H 0.4475(16) -0.0133(14) 0.3870(14) 0.028(4) Uiso 1 1 d . . . C22 C 0.28409(13) -0.04721(12) 0.32843(12) 0.0211(3) Uani 1 1 d . . . H22 H 0.3303(15) -0.1283(14) 0.2968(14) 0.025(4) Uiso 1 1 d . . . C23 C 0.14788(13) -0.00189(11) 0.32166(11) 0.0190(3) Uani 1 1 d . . . C24 C 0.08422(13) 0.11523(11) 0.36684(12) 0.0194(3) Uani 1 1 d . . . H24 H -0.0081(15) 0.1486(13) 0.3610(13) 0.021(3) Uiso 1 1 d . . . C25 C 0.15427(13) 0.18331(12) 0.42099(12) 0.0192(3) Uani 1 1 d . . . H25 H 0.1090(15) 0.2636(14) 0.4535(13) 0.024(4) Uiso 1 1 d . . . C26 C -0.10265(15) -0.01082(14) 0.26729(14) 0.0265(3) Uani 1 1 d . . . H26A H -0.0971(16) 0.0664(16) 0.2092(15) 0.034(4) Uiso 1 1 d . . . H26B H -0.1558(17) -0.0655(16) 0.2400(16) 0.039(4) Uiso 1 1 d . . . H26C H -0.1500(15) 0.0089(14) 0.3557(16) 0.029(4) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.02787(19) 0.02243(18) 0.02596(19) -0.00958(13) -0.00559(14) -0.00737(13) N1 0.0180(5) 0.0156(5) 0.0176(5) -0.0033(4) -0.0053(4) -0.0022(4) N2 0.0164(5) 0.0188(5) 0.0169(5) -0.0015(4) -0.0052(4) -0.0023(4) N3 0.0233(6) 0.0319(6) 0.0291(6) -0.0093(5) -0.0081(5) -0.0038(5) B1 0.0188(7) 0.0186(7) 0.0142(6) 0.0013(5) -0.0035(5) -0.0047(5) C1 0.0208(6) 0.0167(6) 0.0133(6) -0.0001(4) -0.0040(5) -0.0046(5) C2 0.0197(6) 0.0183(6) 0.0147(6) 0.0010(5) -0.0049(5) -0.0045(5) C3 0.0263(7) 0.0179(6) 0.0206(6) -0.0023(5) -0.0070(5) 0.0006(5) C4 0.0356(8) 0.0176(6) 0.0224(7) -0.0035(5) -0.0107(6) -0.0048(5) C5 0.0281(7) 0.0233(7) 0.0215(6) -0.0011(5) -0.0113(5) -0.0082(5) C6 0.0210(6) 0.0213(6) 0.0191(6) -0.0002(5) -0.0076(5) -0.0032(5) C7 0.0197(6) 0.0178(6) 0.0214(6) -0.0042(5) -0.0080(5) 0.0003(5) C8 0.0196(7) 0.0299(8) 0.0282(7) -0.0091(6) -0.0041(6) -0.0008(6) C9 0.0179(6) 0.0202(7) 0.0223(6) -0.0008(5) -0.0062(5) -0.0003(5) C10 0.0214(7) 0.0280(8) 0.0291(7) -0.0014(6) -0.0015(6) 0.0014(6) C11 0.0192(6) 0.0161(6) 0.0189(6) 0.0013(5) -0.0089(5) -0.0018(5) C12 0.0161(6) 0.0172(6) 0.0209(6) 0.0009(5) -0.0066(5) -0.0033(5) C13 0.0194(6) 0.0159(6) 0.0190(6) 0.0000(5) -0.0075(5) -0.0010(5) C14 0.0190(6) 0.0154(6) 0.0233(6) 0.0022(5) -0.0108(5) -0.0023(5) C15 0.0173(6) 0.0210(6) 0.0239(6) 0.0019(5) -0.0066(5) -0.0045(5) C16 0.0195(6) 0.0200(6) 0.0192(6) -0.0002(5) -0.0052(5) -0.0027(5) C17 0.0189(6) 0.0192(6) 0.0263(7) -0.0017(5) -0.0108(5) -0.0039(5) C18 0.0185(6) 0.0180(6) 0.0239(6) 0.0010(5) -0.0078(5) -0.0021(5) C19 0.0194(6) 0.0188(6) 0.0205(6) 0.0012(5) -0.0058(5) -0.0031(5) C20 0.0206(6) 0.0186(6) 0.0170(6) 0.0017(5) -0.0057(5) -0.0068(5) C21 0.0199(6) 0.0208(6) 0.0211(6) 0.0006(5) -0.0057(5) -0.0015(5) C22 0.0252(7) 0.0160(6) 0.0204(6) -0.0019(5) -0.0047(5) -0.0006(5) C23 0.0230(6) 0.0187(6) 0.0157(6) -0.0008(5) -0.0037(5) -0.0071(5) C24 0.0181(6) 0.0199(6) 0.0205(6) -0.0023(5) -0.0054(5) -0.0030(5) C25 0.0215(6) 0.0161(6) 0.0201(6) -0.0027(5) -0.0054(5) -0.0029(5) C26 0.0288(7) 0.0299(8) 0.0254(7) -0.0042(6) -0.0098(6) -0.0110(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 S1 C23 1.7583(12) . ? S1 C26 1.7960(14) . ? N1 C1 1.4018(15) . ? N1 B1 1.4339(17) . ? N1 C7 1.4616(15) . ? N2 C2 1.3955(15) . ? N2 B1 1.4282(17) . ? N2 C9 1.4638(15) . ? N3 C17 1.1485(17) . ? B1 C11 1.5679(17) . ? C1 C6 1.3876(17) . ? C1 C2 1.4087(17) . ? C2 C3 1.3875(17) . ? C3 C4 1.3903(19) . ? C3 H3 0.968(15) . ? C4 C5 1.3926(19) . ? C4 H4 0.993(15) . ? C5 C6 1.3979(18) . ? C5 H5 0.968(15) . ? C6 H6 0.977(15) . ? C7 C8 1.5178(18) . ? C7 H7A 0.994(14) . ? C7 H7B 0.990(14) . ? C8 H8A 0.973(17) . ? C8 H8B 0.972(16) . ? C8 H8C 0.989(17) . ? C9 C10 1.5175(18) . ? C9 H9A 0.982(15) . ? C9 H9B 0.975(15) . ? C10 H10A 1.012(18) . ? C10 H10B 0.986(17) . ? C10 H10C 0.993(17) . ? C11 C12 1.4022(17) . ? C11 C16 1.4046(17) . ? C12 C13 1.3940(17) . ? C12 H12 0.975(14) . ? C13 C14 1.4123(17) . ? C13 C17 1.4438(17) . ? C14 C15 1.3984(18) . ? C14 C18 1.4340(17) . ? C15 C16 1.3865(18) . ? C15 H15 0.960(15) . ? C16 H16 0.981(14) . ? C18 C19 1.2043(18) . ? C19 C20 1.4361(17) . ? C20 C25 1.3958(18) . ? C20 C21 1.4031(18) . ? C21 C22 1.3809(18) . ? C21 H21 0.975(16) . ? C22 C23 1.4020(18) . ? C22 H22 0.972(15) . ? C23 C24 1.3952(17) . ? C24 C25 1.3864(17) . ? C24 H24 0.960(14) . ? C25 H25 0.966(15) . ? C26 H26A 0.977(17) . ? C26 H26B 0.986(18) . ? C26 H26C 0.971(16) . ? 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 C23 S1 C26 103.32(6) . . ? C1 N1 B1 107.99(10) . . ? C1 N1 C7 122.05(10) . . ? B1 N1 C7 129.91(10) . . ? C2 N2 B1 108.20(10) . . ? C2 N2 C9 121.68(10) . . ? B1 N2 C9 129.88(10) . . ? N2 B1 N1 106.77(10) . . ? N2 B1 C11 126.28(11) . . ? N1 B1 C11 126.95(11) . . ? C6 C1 N1 130.73(11) . . ? C6 C1 C2 120.96(11) . . ? N1 C1 C2 108.31(10) . . ? C3 C2 N2 130.58(11) . . ? C3 C2 C1 120.68(11) . . ? N2 C2 C1 108.73(10) . . ? C2 C3 C4 118.30(12) . . ? C2 C3 H3 120.3(9) . . ? C4 C3 H3 121.4(9) . . ? C3 C4 C5 121.13(12) . . ? C3 C4 H4 118.2(9) . . ? C5 C4 H4 120.7(9) . . ? C4 C5 C6 120.96(12) . . ? C4 C5 H5 119.9(8) . . ? C6 C5 H5 119.1(8) . . ? C1 C6 C5 117.98(12) . . ? C1 C6 H6 121.0(8) . . ? C5 C6 H6 121.0(8) . . ? N1 C7 C8 113.50(10) . . ? N1 C7 H7A 108.3(8) . . ? C8 C7 H7A 110.5(8) . . ? N1 C7 H7B 107.0(8) . . ? C8 C7 H7B 110.7(8) . . ? H7A C7 H7B 106.5(11) . . ? C7 C8 H8A 111.9(9) . . ? C7 C8 H8B 110.5(9) . . ? H8A C8 H8B 107.7(13) . . ? C7 C8 H8C 111.0(9) . . ? H8A C8 H8C 109.0(13) . . ? H8B C8 H8C 106.5(13) . . ? N2 C9 C10 113.17(10) . . ? N2 C9 H9A 108.3(8) . . ? C10 C9 H9A 110.4(8) . . ? N2 C9 H9B 108.4(8) . . ? C10 C9 H9B 109.8(8) . . ? H9A C9 H9B 106.5(11) . . ? C9 C10 H10A 112.0(10) . . ? C9 C10 H10B 110.4(9) . . ? H10A C10 H10B 108.2(13) . . ? C9 C10 H10C 109.7(9) . . ? H10A C10 H10C 107.9(13) . . ? H10B C10 H10C 108.4(13) . . ? C12 C11 C16 116.93(11) . . ? C12 C11 B1 121.48(11) . . ? C16 C11 B1 121.59(11) . . ? C13 C12 C11 121.37(11) . . ? C13 C12 H12 119.5(8) . . ? C11 C12 H12 119.1(8) . . ? C12 C13 C14 120.99(11) . . ? C12 C13 C17 119.01(11) . . ? C14 C13 C17 120.00(11) . . ? C15 C14 C13 117.66(11) . . ? C15 C14 C18 121.41(11) . . ? C13 C14 C18 120.93(11) . . ? C16 C15 C14 120.81(11) . . ? C16 C15 H15 120.0(8) . . ? C14 C15 H15 119.2(8) . . ? C15 C16 C11 122.20(12) . . ? C15 C16 H16 118.0(8) . . ? C11 C16 H16 119.8(8) . . ? N3 C17 C13 177.83(13) . . ? C19 C18 C14 178.50(13) . . ? C18 C19 C20 177.78(13) . . ? C25 C20 C21 118.53(11) . . ? C25 C20 C19 120.26(11) . . ? C21 C20 C19 121.17(11) . . ? C22 C21 C20 120.40(11) . . ? C22 C21 H21 119.0(9) . . ? C20 C21 H21 120.6(9) . . ? C21 C22 C23 120.71(11) . . ? C21 C22 H22 119.0(9) . . ? C23 C22 H22 120.3(9) . . ? C24 C23 C22 119.13(11) . . ? C24 C23 S1 123.96(10) . . ? C22 C23 S1 116.91(9) . . ? C25 C24 C23 119.89(11) . . ? C25 C24 H24 119.9(8) . . ? C23 C24 H24 120.2(8) . . ? C24 C25 C20 121.30(11) . . ? C24 C25 H25 119.5(9) . . ? C20 C25 H25 119.2(9) . . ? S1 C26 H26A 111.4(9) . . ? S1 C26 H26B 106.4(10) . . ? H26A C26 H26B 108.7(13) . . ? S1 C26 H26C 110.8(9) . . ? H26A C26 H26C 110.4(13) . . ? H26B C26 H26C 108.9(13) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.258 _refine_diff_density_min -0.255 _refine_diff_density_rms 0.037 #===END