# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2006 data_global _journal_name_full 'New J.Chem.(Nouv.J.Chim.)' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Raymond Ziessel' _publ_contact_author_address ; Laboratoire de Chimie Universite Louis Pasteur, d'Electronique et de Photonique Moleculaires ECPM, 1 rue Blaise Pascal Strasbourg F-67008 FRANCE ; _publ_contact_author_email ZIESSEL@CHIMIE.U-STRASBG.FR _publ_contact_author_phone 0390242689 _publ_contact_author_fax 0390242635 loop_ _publ_author_name _publ_author_address G.Ulrich ; Laboratoire de Chimie Moleculaire, Ecole de Chimie, Polymeres, Materiaux (ECPM), Universite Louis Pasteur (ULP), 25 rue Becquerel 67087 Strasbourg Cedex 02 France ; C.Goze ; Laboratoire de Chimie Moleculaire, Ecole de Chimie, Polymeres, Materiaux (ECPM), Universite Louis Pasteur (ULP), 25 rue Becquerel 67087 Strasbourg Cedex 02 France ; S.Goeb ; Laboratoire de Chimie Moleculaire, Ecole de Chimie, Polymeres, Materiaux (ECPM), Universite Louis Pasteur (ULP), 25 rue Becquerel 67087 Strasbourg Cedex 02 France ; P.Retailleau ; Institut de Chimie des Substances Naturelles CNRS Bat 27 - 1 avenue de la Terrasse 91198 Gif sur Yvette Cedex France ; R.Ziessel ; Laboratoire de Chimie Moleculaire, Ecole de Chimie, Polymeres, Materiaux (ECPM), Universite Louis Pasteur (ULP), 25 rue Becquerel 67087 Strasbourg Cedex 02 France ; _audit_creation_date 26-04-06 _publ_contact_letter ; ; _publ_section_title ; New Fluorescent Aryl- or Ethynylaryl-Boron-substituted Indacenes as Promising Dyes ; _publ_section_references ; Altomare, A.; Cascarano, G.; Giacovazzo, C.; Guagliardi, A.; Burla, M.C.; Polidori, G.; Camalli, M. (SIR92) J. Appl. Cryst. 1994, 27, 435 Spek, A.L. (2005) PLATON 2005, Utrecht University, The Netherland. KappaCCD Operation Manual (1997), Nonius B.V., Delft, The Nederlands. Otwinowski, Z. & Minor, W. (1997), Methods in Enzymology, 276, 307-326. Sheldrick, G.M. (1997). SHELXL97. Program for the refinement of crystal structures. University of Gottingen. Germany. ; _publ_section_figure_captions ; ? ; _publ_section_acknowledgements ; ? ; data_toto _database_code_depnum_ccdc_archive 'CCDC 606381' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'di-naphtalen-boron-substituted Bodipy' _chemical_melting_point ? _chemical_formula_moiety 'C38 H39 B N2' _chemical_formula_sum 'C38 H39 B N2' _chemical_formula_weight 534.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B .0013 .0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .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 13.236(5) _cell_length_b 13.934(5) _cell_length_c 18.545(5) _cell_angle_alpha 102.109(5) _cell_angle_beta 90.215(5) _cell_angle_gamma 112.416(5) _cell_volume 3078.2(18) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5297 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 19.782 _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.153 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.066 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius kappa-CCD diffractometer' _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 15816 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_sigmaI/netI 0.0473 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 20.74 _reflns_number_total 6224 _reflns_number_gt 4350 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DENZO (Otwinowski & Minor, 1997) COLLECT (Hooft, 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) COLLECT (Hooft, 1998)' _computing_data_reduction 'HKL package (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 1980-2004)' _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. Despite low resolution of the dataset, most of hydrogens (including those from methyls bonded to an sp2 hybridized C atom) could be located from Fourier difference maps, but then refined using appropriate riding model. A short H .. H contact reported in the structure (d= 2.06 Angst.) involves a disordered terminal diethyl group modelled by an alternate position with respective occupancy factors 0.6, 0.4. ; _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^)+(0.1036P)^2^+0.8391P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0114(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6224 _refine_ls_number_parameters 768 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0881 _refine_ls_R_factor_gt 0.0587 _refine_ls_wR_factor_ref 0.1809 _refine_ls_wR_factor_gt 0.1565 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.003 _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 B B 0.6223(3) -0.2269(3) 0.4390(2) 0.0581(11) Uani 1 1 d . . . N1 N 0.5821(2) -0.2122(2) 0.51987(17) 0.0636(9) Uani 1 1 d . . . N2 N 0.5184(2) -0.2497(2) 0.38572(17) 0.0593(8) Uani 1 1 d . . . C1 C 0.5036(3) -0.1678(3) 0.5371(2) 0.0666(11) Uani 1 1 d . . . C2 C 0.5009(4) -0.1463(4) 0.6143(3) 0.0928(14) Uani 1 1 d . A . C3 C 0.5753(5) -0.1791(5) 0.6435(2) 0.1097(18) Uani 1 1 d D . . C4 C 0.6242(4) -0.2193(4) 0.5840(2) 0.0795(12) Uani 1 1 d . A . C5 C 0.5023(3) -0.2858(3) 0.3114(2) 0.0665(10) Uani 1 1 d . . . C6 C 0.4157(3) -0.2661(3) 0.2829(2) 0.0805(12) Uani 1 1 d . . . C7 C 0.3786(3) -0.2150(4) 0.3419(3) 0.0825(12) Uani 1 1 d . . . C8 C 0.4422(3) -0.2038(3) 0.4072(2) 0.0662(11) Uani 1 1 d . . . C9 C 0.4388(3) -0.1605(3) 0.4812(2) 0.0685(11) Uani 1 1 d . . . C10 C 0.4294(5) -0.0990(5) 0.6619(3) 0.142(2) Uani 1 1 d . . . H101 H 0.4299 -0.1137 0.7101 0.213 Uiso 1 1 calc R A . H102 H 0.3555 -0.1304 0.6388 0.213 Uiso 1 1 calc R . . H103 H 0.4579 -0.0233 0.6664 0.213 Uiso 1 1 calc R . . C11A C 0.5717(11) -0.2068(9) 0.7181(4) 0.110(4) Uani 0.60 1 d PD A 1 H111 H 0.4999 -0.2212 0.7363 0.132 Uiso 0.60 1 calc PR A 1 H112 H 0.5906 -0.2680 0.7163 0.132 Uiso 0.60 1 calc PR A 1 C12A C 0.6571(10) -0.1071(10) 0.7648(6) 0.167(6) Uani 0.60 1 d PD A 1 H121 H 0.6625 -0.1154 0.8146 0.251 Uiso 0.60 1 calc PR A 1 H122 H 0.6369 -0.0479 0.7647 0.251 Uiso 0.60 1 calc PR A 1 H123 H 0.7267 -0.0943 0.7449 0.251 Uiso 0.60 1 calc PR A 1 C11B C 0.6286(13) -0.1434(12) 0.7223(4) 0.101(6) Uani 0.40 1 d PD A 2 H115 H 0.7052 -0.1334 0.7223 0.121 Uiso 0.40 1 calc PR A 2 H116 H 0.6246 -0.0763 0.7465 0.121 Uiso 0.40 1 calc PR A 2 C12B C 0.5681(16) -0.2283(16) 0.7626(11) 0.154(8) Uani 0.40 1 d PD A 2 H127 H 0.6003 -0.2077 0.8128 0.231 Uiso 0.40 1 calc PR A 2 H128 H 0.5728 -0.2943 0.7383 0.231 Uiso 0.40 1 calc PR A 2 H129 H 0.4924 -0.2374 0.7624 0.231 Uiso 0.40 1 calc PR A 2 C13 C 0.2818(4) -0.1826(5) 0.3348(3) 0.126(2) Uani 1 1 d . . . H131 H 0.2299 -0.2100 0.3690 0.190 Uiso 1 1 calc R . . H132 H 0.2470 -0.2112 0.2852 0.190 Uiso 1 1 calc R . . H133 H 0.3076 -0.1062 0.3459 0.190 Uiso 1 1 calc R . . C14 C 0.3751(4) -0.2913(5) 0.2028(3) 0.1124(17) Uani 1 1 d . . . H141 H 0.2955 -0.3219 0.1982 0.135 Uiso 1 1 calc R . . H142 H 0.3993 -0.3448 0.1753 0.135 Uiso 1 1 calc R . . C15 C 0.4137(5) -0.1964(5) 0.1682(3) 0.139(2) Uani 1 1 d . . . H151 H 0.4925 -0.1661 0.1717 0.208 Uiso 1 1 calc R . . H152 H 0.3878 -0.1440 0.1939 0.208 Uiso 1 1 calc R . . H153 H 0.3854 -0.2184 0.1171 0.208 Uiso 1 1 calc R . . C1A C 0.3604(4) -0.1057(4) 0.5021(3) 0.1000(15) Uani 1 1 d . . . H1A1 H 0.2901 -0.1576 0.5080 0.150 Uiso 1 1 calc R . . H1A2 H 0.3526 -0.0717 0.4637 0.150 Uiso 1 1 calc R . . H1A3 H 0.3888 -0.0532 0.5477 0.150 Uiso 1 1 calc R . . C1B C 0.7097(4) -0.2631(4) 0.5924(2) 0.0999(16) Uani 1 1 d . . . H1B1 H 0.7757 -0.2223 0.5731 0.150 Uiso 1 1 calc R A . H1B2 H 0.6834 -0.3362 0.5656 0.150 Uiso 1 1 calc R . . H1B3 H 0.7250 -0.2588 0.6438 0.150 Uiso 1 1 calc R . . C1C C 0.5680(3) -0.3392(3) 0.2671(2) 0.0835(13) Uani 1 1 d . . . H1C1 H 0.5592 -0.3376 0.2160 0.125 Uiso 1 1 calc R . . H1C2 H 0.5431 -0.4119 0.2716 0.125 Uiso 1 1 calc R . . H1C3 H 0.6441 -0.3024 0.2853 0.125 Uiso 1 1 calc R . . C1" C 0.7183(3) -0.1143(3) 0.4313(2) 0.0534(9) Uani 1 1 d . . . C2" C 0.7273(3) -0.0772(3) 0.3675(2) 0.0554(9) Uani 1 1 d . . . H2" H 0.6734 -0.1162 0.3284 0.066 Uiso 1 1 calc R . . C3" C 0.8130(3) 0.0158(3) 0.3576(2) 0.0559(9) Uani 1 1 d . . . C4" C 0.8217(4) 0.0508(3) 0.2909(2) 0.0745(11) Uani 1 1 d . . . H4" H 0.7683 0.0120 0.2515 0.089 Uiso 1 1 calc R . . C5" C 0.9073(4) 0.1406(4) 0.2834(3) 0.0900(14) Uani 1 1 d . . . H5" H 0.9125 0.1619 0.2388 0.108 Uiso 1 1 calc R . . C6" C 0.9874(4) 0.2009(4) 0.3428(4) 0.0969(15) Uani 1 1 d . . . H6" H 1.0454 0.2623 0.3376 0.116 Uiso 1 1 calc R . . C7" C 0.9804(3) 0.1701(4) 0.4073(3) 0.0827(12) Uani 1 1 d . . . H7" H 1.0336 0.2111 0.4464 0.099 Uiso 1 1 calc R . . C8" C 0.8937(3) 0.0764(3) 0.4168(2) 0.0623(10) Uani 1 1 d . . . C9" C 0.8855(3) 0.0413(3) 0.4830(2) 0.0703(11) Uani 1 1 d . . . H9" H 0.9379 0.0808 0.5229 0.084 Uiso 1 1 calc R . . C10" C 0.8013(3) -0.0501(3) 0.4894(2) 0.0661(11) Uani 1 1 d . . . H10" H 0.7983 -0.0713 0.5339 0.079 Uiso 1 1 calc R . . C11" C 0.6592(3) -0.3267(3) 0.42458(19) 0.0608(10) Uani 1 1 d . . . C12" C 0.5828(4) -0.4295(3) 0.4282(2) 0.0817(13) Uani 1 1 d . . . H12" H 0.5095 -0.4400 0.4326 0.098 Uiso 1 1 calc R . . C13" C 0.6129(4) -0.5127(4) 0.4257(3) 0.0998(15) Uani 1 1 d . . . H13" H 0.5602 -0.5787 0.4283 0.120 Uiso 1 1 calc R . . C14" C 0.7218(5) -0.5011(4) 0.4190(2) 0.0881(14) Uani 1 1 d . . . C15" C 0.7574(6) -0.5863(4) 0.4192(3) 0.131(2) Uani 1 1 d . . . H15" H 0.7068 -0.6526 0.4231 0.157 Uiso 1 1 calc R . . C16" C 0.8641(8) -0.5705(7) 0.4137(4) 0.147(3) Uani 1 1 d . . . H16" H 0.8866 -0.6258 0.4148 0.177 Uiso 1 1 calc . . . C17" C 0.9402(6) -0.4731(7) 0.4063(3) 0.128(2) Uani 1 1 d . . . H17" H 1.0131 -0.4639 0.4016 0.154 Uiso 1 1 calc R . . C18" C 0.9095(4) -0.3903(4) 0.4058(2) 0.0960(15) Uani 1 1 d . . . H18" H 0.9618 -0.3251 0.4013 0.115 Uiso 1 1 calc R . . C19" C 0.8001(4) -0.4022(4) 0.4119(2) 0.0744(12) Uani 1 1 d . . . C20" C 0.7651(3) -0.3167(3) 0.41459(19) 0.0662(11) Uani 1 1 d . . . H20" H 0.8163 -0.2514 0.4093 0.079 Uiso 1 1 calc R . . B' B 0.8560(3) 0.1839(3) 0.0138(2) 0.0558(11) Uani 1 1 d . . . N1' N 0.7900(2) 0.2578(2) 0.03277(16) 0.0599(8) Uani 1 1 d . . . N2' N 0.8846(2) 0.1884(2) -0.06889(15) 0.0588(8) Uani 1 1 d . . . C1' C 0.8110(3) 0.3474(3) 0.0027(2) 0.0645(10) Uani 1 1 d . . . C2' C 0.7554(4) 0.4077(3) 0.0424(3) 0.0796(12) Uani 1 1 d . . . C3' C 0.7029(4) 0.3547(4) 0.0953(2) 0.0820(13) Uani 1 1 d . . . C4' C 0.7274(3) 0.2643(3) 0.0894(2) 0.0694(11) Uani 1 1 d . . . C5' C 0.9169(3) 0.1225(3) -0.1188(2) 0.0654(10) Uani 1 1 d . . . C6' C 0.9638(3) 0.1730(4) -0.1757(2) 0.0782(12) Uani 1 1 d . . . C7' C 0.9597(3) 0.2722(4) -0.1608(2) 0.0776(12) Uani 1 1 d . . . C8' C 0.9092(3) 0.2828(3) -0.0939(2) 0.0630(10) Uani 1 1 d . . . C9' C 0.8744(3) 0.3610(3) -0.0567(2) 0.0662(11) Uani 1 1 d . . . C10' C 0.7436(5) 0.5061(4) 0.0278(3) 0.1238(19) Uani 1 1 d . . . H104 H 0.8122 0.5662 0.0419 0.186 Uiso 1 1 calc R . . H105 H 0.6879 0.5195 0.0561 0.186 Uiso 1 1 calc R . . H106 H 0.7232 0.4948 -0.0240 0.186 Uiso 1 1 calc R . . C11' C 0.6327(4) 0.3878(4) 0.1515(3) 0.1111(17) Uani 1 1 d . . . H113 H 0.5983 0.4278 0.1311 0.133 Uiso 1 1 calc R . . H114 H 0.5748 0.3244 0.1604 0.133 Uiso 1 1 calc R . . C12' C 0.6964(5) 0.4539(5) 0.2230(3) 0.158(3) Uani 1 1 d . . . H124 H 0.6473 0.4667 0.2581 0.237 Uiso 1 1 calc R . . H125 H 0.7480 0.5207 0.2155 0.237 Uiso 1 1 calc R . . H126 H 0.7352 0.4170 0.2416 0.237 Uiso 1 1 calc R . . C13' C 1.0016(5) 0.3517(4) -0.2094(3) 0.1223(19) Uani 1 1 d . . . H134 H 0.9413 0.3631 -0.2295 0.184 Uiso 1 1 calc R . . H135 H 1.0367 0.3244 -0.2490 0.184 Uiso 1 1 calc R . . H136 H 1.0536 0.4181 -0.1803 0.184 Uiso 1 1 calc R . . C14' C 1.0101(4) 0.1245(4) -0.2425(2) 0.1046(16) Uani 1 1 d . . . H143 H 1.0765 0.1795 -0.2524 0.126 Uiso 1 1 calc R . . H144 H 1.0303 0.0696 -0.2299 0.126 Uiso 1 1 calc R . . C15' C 0.9346(5) 0.0772(5) -0.3110(3) 0.128(2) Uani 1 1 d . . . H154 H 0.9104 0.1295 -0.3226 0.192 Uiso 1 1 calc R . . H155 H 0.8723 0.0170 -0.3039 0.192 Uiso 1 1 calc R . . H156 H 0.9721 0.0545 -0.3511 0.192 Uiso 1 1 calc R . . C1A' C 0.9058(4) 0.4633(3) -0.0824(2) 0.0965(14) Uani 1 1 d . . . H1A4 H 0.9042 0.5188 -0.0424 0.145 Uiso 1 1 calc R . . H1A5 H 0.8547 0.4534 -0.1229 0.145 Uiso 1 1 calc R . . H1A6 H 0.9784 0.4829 -0.0984 0.145 Uiso 1 1 calc R . . C1B' C 0.6914(4) 0.1878(4) 0.1392(2) 0.0878(13) Uani 1 1 d . . . H1B4 H 0.6559 0.2145 0.1789 0.132 Uiso 1 1 calc R . . H1B5 H 0.7543 0.1804 0.1593 0.132 Uiso 1 1 calc R . . H1B6 H 0.6411 0.1196 0.1114 0.132 Uiso 1 1 calc R . . C1C' C 0.9048(4) 0.0138(3) -0.1126(2) 0.0824(12) Uani 1 1 d . . . H1C4 H 0.9367 -0.0165 -0.1529 0.124 Uiso 1 1 calc R . . H1C5 H 0.8283 -0.0305 -0.1145 0.124 Uiso 1 1 calc R . . H1C6 H 0.9415 0.0185 -0.0665 0.124 Uiso 1 1 calc R . . C21" C 0.7783(3) 0.0650(3) 0.01768(19) 0.0553(9) Uani 1 1 d . . . C22" C 0.6739(4) 0.0143(4) -0.0229(2) 0.0734(11) Uani 1 1 d . . . H22" H 0.6519 0.0518 -0.0512 0.088 Uiso 1 1 calc . . . C23" C 0.6035(3) -0.0875(4) -0.0224(2) 0.0784(12) Uani 1 1 d . . . H23" H 0.5354 -0.1172 -0.0498 0.094 Uiso 1 1 calc R . . C24" C 0.6334(3) -0.1463(3) 0.0188(2) 0.0674(11) Uani 1 1 d . . . C25" C 0.5646(4) -0.2551(4) 0.0210(3) 0.0881(13) Uani 1 1 d . . . H25" H 0.4961 -0.2884 -0.0058 0.106 Uiso 1 1 calc R . . C26" C 0.5990(5) -0.3084(4) 0.0614(3) 0.0919(14) Uani 1 1 d . . . H26" H 0.5543 -0.3785 0.0616 0.110 Uiso 1 1 calc R . . C27" C 0.7000(5) -0.2601(4) 0.1029(3) 0.0863(13) Uani 1 1 d . . . H27" H 0.7222 -0.2982 0.1306 0.104 Uiso 1 1 calc R . . C28" C 0.7666(4) -0.1587(4) 0.1034(2) 0.0730(11) Uani 1 1 d . . . H28" H 0.8338 -0.1275 0.1320 0.088 Uiso 1 1 calc R . . C29" C 0.7359(3) -0.0997(3) 0.06141(19) 0.0591(10) Uani 1 1 d . . . C30" C 0.8065(3) 0.0071(3) 0.0593(2) 0.0615(10) Uani 1 1 d . . . H30" H 0.8741 0.0382 0.0872 0.074 Uiso 1 1 calc R . . C31" C 0.9709(3) 0.2387(3) 0.0675(2) 0.0560(9) Uani 1 1 d . . . C32" C 1.0659(3) 0.2210(3) 0.0453(2) 0.0752(11) Uani 1 1 d . . . H32" H 1.0614 0.1768 -0.0008 0.090 Uiso 1 1 calc R . . C33" C 1.1637(4) 0.2655(4) 0.0883(3) 0.0876(13) Uani 1 1 d . . . H33" H 1.2235 0.2513 0.0710 0.105 Uiso 1 1 calc R . . C34" C 1.1742(4) 0.3317(3) 0.1573(3) 0.0752(11) Uani 1 1 d . . . C35" C 1.2758(4) 0.3823(4) 0.2047(3) 0.1031(15) Uani 1 1 d . . . H35" H 1.3375 0.3700 0.1895 0.124 Uiso 1 1 calc R . . C36" C 1.2816(5) 0.4472(5) 0.2709(4) 0.1114(17) Uani 1 1 d . . . H36" H 1.3471 0.4782 0.3013 0.134 Uiso 1 1 calc R . . C37" C 1.1912(5) 0.4688(4) 0.2948(3) 0.1043(15) Uani 1 1 d . . . H37" H 1.1973 0.5145 0.3405 0.125 Uiso 1 1 calc R . . C38" C 1.0929(4) 0.4231(4) 0.2512(2) 0.0880(13) Uani 1 1 d . . . H38" H 1.0329 0.4382 0.2671 0.106 Uiso 1 1 calc R . . C39" C 1.0841(4) 0.3538(3) 0.1826(2) 0.0654(11) Uani 1 1 d . . . C40" C 0.9831(3) 0.3049(3) 0.1352(2) 0.0664(11) Uani 1 1 d . . . H40" H 0.9230 0.3193 0.1517 0.080 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 B 0.066(3) 0.066(3) 0.053(3) 0.017(2) 0.015(2) 0.036(2) N1 0.076(2) 0.071(2) 0.060(2) 0.0201(16) 0.0200(17) 0.0427(18) N2 0.0597(19) 0.062(2) 0.062(2) 0.0162(16) 0.0131(16) 0.0283(16) C1 0.080(3) 0.072(3) 0.067(3) 0.022(2) 0.028(2) 0.047(2) C2 0.126(4) 0.120(4) 0.071(3) 0.035(3) 0.044(3) 0.083(3) C3 0.163(5) 0.170(5) 0.059(3) 0.047(3) 0.042(3) 0.122(5) C4 0.100(3) 0.109(3) 0.061(3) 0.035(2) 0.025(2) 0.067(3) C5 0.065(3) 0.066(3) 0.063(3) 0.005(2) 0.002(2) 0.025(2) C6 0.075(3) 0.085(3) 0.073(3) 0.000(2) -0.012(3) 0.031(3) C7 0.069(3) 0.090(3) 0.091(4) 0.016(3) -0.007(3) 0.036(3) C8 0.061(2) 0.068(3) 0.075(3) 0.011(2) 0.010(2) 0.034(2) C9 0.066(3) 0.066(3) 0.088(3) 0.023(2) 0.023(2) 0.037(2) C10 0.214(6) 0.206(6) 0.088(4) 0.047(4) 0.068(4) 0.164(6) C11A 0.113(9) 0.120(11) 0.103(10) 0.044(8) 0.041(8) 0.042(8) C12A 0.176(11) 0.208(14) 0.059(8) 0.026(9) -0.025(8) 0.015(10) C11B 0.145(18) 0.145(19) 0.049(12) 0.018(10) 0.021(11) 0.097(15) C12B 0.153(16) 0.21(2) 0.126(17) 0.093(15) 0.045(13) 0.079(15) C13 0.098(4) 0.173(5) 0.126(5) 0.011(4) -0.019(3) 0.085(4) C14 0.103(4) 0.128(5) 0.098(4) -0.004(3) -0.029(3) 0.052(3) C15 0.193(6) 0.177(6) 0.084(4) 0.027(4) -0.006(4) 0.113(6) C1A 0.108(4) 0.122(4) 0.105(4) 0.023(3) 0.026(3) 0.085(3) C1B 0.125(4) 0.147(4) 0.070(3) 0.038(3) 0.022(3) 0.091(4) C1C 0.094(3) 0.087(3) 0.067(3) 0.001(2) 0.010(2) 0.041(3) C1" 0.057(2) 0.062(2) 0.050(2) 0.011(2) 0.008(2) 0.033(2) C2" 0.059(2) 0.057(2) 0.052(2) 0.0083(19) 0.0013(18) 0.026(2) C3" 0.057(2) 0.057(2) 0.058(3) 0.011(2) 0.007(2) 0.028(2) C4" 0.085(3) 0.078(3) 0.067(3) 0.027(2) 0.011(2) 0.033(3) C5" 0.097(4) 0.086(3) 0.100(4) 0.050(3) 0.025(3) 0.036(3) C6" 0.084(4) 0.083(4) 0.124(5) 0.045(4) 0.018(3) 0.022(3) C7" 0.071(3) 0.076(3) 0.094(4) 0.014(3) 0.001(2) 0.024(3) C8" 0.056(2) 0.061(3) 0.071(3) 0.013(2) 0.007(2) 0.025(2) C9" 0.067(3) 0.073(3) 0.061(3) 0.003(2) -0.007(2) 0.023(3) C10" 0.074(3) 0.077(3) 0.052(3) 0.017(2) 0.001(2) 0.035(3) C11" 0.069(3) 0.071(3) 0.051(2) 0.0158(19) 0.0165(19) 0.036(2) C12" 0.087(3) 0.069(3) 0.098(3) 0.030(2) 0.036(3) 0.035(3) C13" 0.124(4) 0.072(3) 0.116(4) 0.033(3) 0.047(3) 0.045(3) C14" 0.121(4) 0.082(4) 0.089(3) 0.026(3) 0.035(3) 0.066(3) C15" 0.177(6) 0.105(4) 0.153(6) 0.045(4) 0.056(5) 0.093(5) C16" 0.195(8) 0.158(7) 0.162(6) 0.052(5) 0.054(6) 0.141(7) C17" 0.149(6) 0.169(6) 0.122(5) 0.033(5) 0.034(4) 0.122(6) C18" 0.100(4) 0.128(4) 0.086(3) 0.014(3) 0.017(3) 0.078(3) C19" 0.096(3) 0.090(3) 0.057(3) 0.017(2) 0.018(2) 0.058(3) C20" 0.078(3) 0.073(3) 0.058(3) 0.015(2) 0.014(2) 0.041(2) B' 0.069(3) 0.060(3) 0.048(3) 0.014(2) 0.005(2) 0.034(2) N1' 0.069(2) 0.065(2) 0.0545(19) 0.0124(16) 0.0044(16) 0.0360(17) N2' 0.0682(19) 0.065(2) 0.0497(19) 0.0140(16) 0.0025(15) 0.0331(17) C1' 0.081(3) 0.057(3) 0.059(3) 0.009(2) -0.008(2) 0.032(2) C2' 0.092(3) 0.072(3) 0.083(3) 0.001(3) -0.009(3) 0.050(3) C3' 0.086(3) 0.093(3) 0.075(3) -0.002(3) 0.002(3) 0.054(3) C4' 0.076(3) 0.077(3) 0.067(3) 0.010(2) 0.007(2) 0.046(2) C5' 0.070(3) 0.081(3) 0.051(2) 0.008(2) 0.002(2) 0.039(2) C6' 0.084(3) 0.110(4) 0.046(3) 0.018(2) 0.011(2) 0.044(3) C7' 0.092(3) 0.083(3) 0.056(3) 0.025(2) 0.004(2) 0.027(3) C8' 0.076(3) 0.062(3) 0.049(2) 0.014(2) -0.005(2) 0.023(2) C9' 0.078(3) 0.054(3) 0.064(3) 0.017(2) -0.014(2) 0.021(2) C10' 0.163(5) 0.088(4) 0.149(5) 0.023(3) 0.008(4) 0.082(4) C11' 0.127(4) 0.122(4) 0.100(4) -0.003(3) 0.010(3) 0.081(4) C12' 0.163(6) 0.193(7) 0.108(5) -0.046(5) 0.000(4) 0.101(5) C13' 0.162(5) 0.111(4) 0.076(3) 0.043(3) 0.027(3) 0.023(4) C14' 0.119(4) 0.155(5) 0.062(3) 0.022(3) 0.011(3) 0.078(4) C15' 0.137(5) 0.201(6) 0.069(4) 0.000(4) -0.005(3) 0.107(5) C1A' 0.130(4) 0.066(3) 0.086(3) 0.024(2) -0.018(3) 0.026(3) C1B' 0.097(3) 0.103(3) 0.083(3) 0.033(3) 0.029(3) 0.054(3) C1C' 0.102(3) 0.086(3) 0.075(3) 0.011(2) 0.011(2) 0.058(3) C21" 0.061(2) 0.063(2) 0.049(2) 0.0144(19) 0.0022(19) 0.031(2) C22" 0.077(3) 0.079(3) 0.071(3) 0.022(2) -0.001(2) 0.036(3) C23" 0.066(3) 0.085(3) 0.079(3) 0.011(3) -0.013(2) 0.029(3) C24" 0.068(3) 0.072(3) 0.064(3) 0.009(2) 0.003(2) 0.033(3) C25" 0.077(3) 0.071(3) 0.101(4) 0.009(3) 0.006(3) 0.018(3) C26" 0.103(4) 0.068(3) 0.109(4) 0.028(3) 0.019(3) 0.034(3) C27" 0.104(4) 0.073(3) 0.093(4) 0.025(3) 0.021(3) 0.043(3) C28" 0.087(3) 0.073(3) 0.071(3) 0.021(2) 0.011(2) 0.041(3) C29" 0.074(3) 0.061(3) 0.051(2) 0.012(2) 0.008(2) 0.036(2) C30" 0.068(2) 0.068(3) 0.056(2) 0.014(2) 0.0043(19) 0.035(2) C31" 0.070(3) 0.056(2) 0.048(2) 0.018(2) 0.0051(19) 0.029(2) C32" 0.070(3) 0.085(3) 0.073(3) 0.009(2) -0.004(2) 0.038(2) C33" 0.086(3) 0.100(3) 0.090(4) 0.019(3) 0.005(3) 0.051(3) C34" 0.076(3) 0.076(3) 0.079(3) 0.027(3) -0.002(3) 0.031(3) C35" 0.091(4) 0.101(4) 0.110(4) 0.025(3) -0.016(3) 0.031(3) C36" 0.102(4) 0.102(4) 0.105(5) 0.029(4) -0.027(4) 0.011(3) C37" 0.118(4) 0.092(4) 0.078(4) 0.014(3) -0.012(4) 0.017(4) C38" 0.102(4) 0.081(3) 0.066(3) 0.013(3) -0.005(3) 0.021(3) C39" 0.089(3) 0.050(2) 0.052(3) 0.017(2) -0.002(2) 0.018(2) C40" 0.080(3) 0.063(3) 0.058(3) 0.020(2) 0.004(2) 0.028(2) _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 B N2 1.579(5) . ? B N1 1.592(5) . ? B C11" 1.614(5) . ? B C1" 1.634(6) . ? N1 C4 1.348(5) . ? N1 C1 1.406(4) . ? N2 C5 1.351(5) . ? N2 C8 1.405(4) . ? C1 C9 1.388(5) . ? C1 C2 1.403(6) . ? C2 C3 1.383(6) . ? C2 C10 1.532(6) . ? C3 C4 1.405(5) . ? C3 C11A 1.510(5) . ? C3 C11B 1.517(5) . ? C4 C1B 1.498(5) . ? C5 C6 1.400(5) . ? C5 C1C 1.493(5) . ? C6 C7 1.376(6) . ? C6 C14 1.501(6) . ? C7 C8 1.418(6) . ? C7 C13 1.526(6) . ? C8 C9 1.388(5) . ? C9 C1A 1.513(5) . ? C10 H101 0.9600 . ? C10 H102 0.9600 . ? C10 H103 0.9600 . ? C11A C12A 1.499(5) . ? C11A H111 0.9700 . ? C11A H112 0.9700 . ? C12A H121 0.9600 . ? C12A H122 0.9600 . ? C12A H123 0.9600 . ? C11B C12B 1.501(5) . ? C11B H115 0.9700 . ? C11B H116 0.9700 . ? C12B H127 0.9600 . ? C12B H128 0.9600 . ? C12B H129 0.9600 . ? C13 H131 0.9600 . ? C13 H132 0.9600 . ? C13 H133 0.9600 . ? C14 C15 1.505(7) . ? C14 H141 0.9700 . ? C14 H142 0.9700 . ? C15 H151 0.9600 . ? C15 H152 0.9600 . ? C15 H153 0.9600 . ? C1A H1A1 0.9600 . ? C1A H1A2 0.9600 . ? C1A H1A3 0.9600 . ? C1B H1B1 0.9600 . ? C1B H1B2 0.9600 . ? C1B H1B3 0.9600 . ? C1C H1C1 0.9600 . ? C1C H1C2 0.9600 . ? C1C H1C3 0.9600 . ? C1" C2" 1.376(5) . ? C1" C10" 1.415(5) . ? C2" C3" 1.407(5) . ? C2" H2" 0.9300 . ? C3" C8" 1.405(5) . ? C3" C4" 1.412(5) . ? C4" C5" 1.365(6) . ? C4" H4" 0.9300 . ? C5" C6" 1.403(7) . ? C5" H5" 0.9300 . ? C6" C7" 1.345(6) . ? C6" H6" 0.9300 . ? C7" C8" 1.418(6) . ? C7" H7" 0.9300 . ? C8" C9" 1.403(5) . ? C9" C10" 1.365(5) . ? C9" H9" 0.9300 . ? C10" H10" 0.9300 . ? C11" C20" 1.373(5) . ? C11" C12" 1.419(5) . ? C12" C13" 1.355(5) . ? C12" H12" 0.9300 . ? C13" C14" 1.396(6) . ? C13" H13" 0.9300 . ? C14" C19" 1.407(6) . ? C14" C15" 1.434(6) . ? C15" C16" 1.352(8) . ? C15" H15" 0.9300 . ? C16" C17" 1.383(9) . ? C16" H16" 0.9300 . ? C17" C18" 1.363(7) . ? C17" H17" 0.9300 . ? C18" C19" 1.402(6) . ? C18" H18" 0.9300 . ? C19" C20" 1.424(5) . ? C20" H20" 0.9300 . ? B' N1' 1.575(5) . ? B' N2' 1.589(5) . ? B' C21" 1.600(6) . ? B' C31" 1.635(6) . ? N1' C4' 1.350(4) . ? N1' C1' 1.405(4) . ? N2' C5' 1.352(4) . ? N2' C8' 1.408(4) . ? C1' C9' 1.389(5) . ? C1' C2' 1.417(5) . ? C2' C3' 1.381(6) . ? C2' C10' 1.515(6) . ? C3' C4' 1.400(5) . ? C3' C11' 1.515(6) . ? C4' C1B' 1.498(5) . ? C5' C6' 1.407(5) . ? C5' C1C' 1.489(5) . ? C6' C7' 1.374(5) . ? C6' C14' 1.529(6) . ? C7' C8' 1.419(5) . ? C7' C13' 1.516(6) . ? C8' C9' 1.394(5) . ? C9' C1A' 1.506(5) . ? C10' H104 0.9600 . ? C10' H105 0.9600 . ? C10' H106 0.9600 . ? C11' C12' 1.485(7) . ? C11' H113 0.9700 . ? C11' H114 0.9700 . ? C12' H124 0.9600 . ? C12' H125 0.9600 . ? C12' H126 0.9600 . ? C13' H134 0.9600 . ? C13' H135 0.9600 . ? C13' H136 0.9600 . ? C14' C15' 1.478(6) . ? C14' H143 0.9700 . ? C14' H144 0.9700 . ? C15' H154 0.9600 . ? C15' H155 0.9600 . ? C15' H156 0.9600 . ? C1A' H1A4 0.9600 . ? C1A' H1A5 0.9600 . ? C1A' H1A6 0.9600 . ? C1B' H1B4 0.9600 . ? C1B' H1B5 0.9600 . ? C1B' H1B6 0.9600 . ? C1C' H1C4 0.9600 . ? C1C' H1C5 0.9600 . ? C1C' H1C6 0.9600 . ? C21" C30" 1.369(5) . ? C21" C22" 1.415(5) . ? C22" C23" 1.370(6) . ? C22" H22" 0.9300 . ? C23" C24" 1.386(5) . ? C23" H23" 0.9300 . ? C24" C29" 1.411(5) . ? C24" C25" 1.451(6) . ? C25" C26" 1.344(6) . ? C25" H25" 0.9300 . ? C26" C27" 1.386(6) . ? C26" H26" 0.9300 . ? C27" C28" 1.348(6) . ? C27" H27" 0.9300 . ? C28" C29" 1.403(5) . ? C28" H28" 0.9300 . ? C29" C30" 1.433(5) . ? C30" H30" 0.9300 . ? C31" C40" 1.362(5) . ? C31" C32" 1.417(5) . ? C32" C33" 1.367(6) . ? C32" H32" 0.9300 . ? C33" C34" 1.384(6) . ? C33" H33" 0.9300 . ? C34" C39" 1.400(5) . ? C34" C35" 1.445(6) . ? C35" C36" 1.346(7) . ? C35" H35" 0.9300 . ? C36" C37" 1.393(7) . ? C36" H36" 0.9300 . ? C37" C38" 1.377(6) . ? C37" H37" 0.9300 . ? C38" C39" 1.400(5) . ? C38" H38" 0.9300 . ? C39" C40" 1.438(5) . ? C40" H40" 0.9300 . ? 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 N2 B N1 104.4(3) . . ? N2 B C11" 111.6(3) . . ? N1 B C11" 108.6(3) . . ? N2 B C1" 108.3(3) . . ? N1 B C1" 108.9(3) . . ? C11" B C1" 114.5(3) . . ? C4 N1 C1 107.6(3) . . ? C4 N1 B 130.1(3) . . ? C1 N1 B 121.3(3) . . ? C5 N2 C8 107.6(3) . . ? C5 N2 B 128.3(3) . . ? C8 N2 B 121.6(3) . . ? C9 C1 C2 131.2(4) . . ? C9 C1 N1 120.6(3) . . ? C2 C1 N1 107.9(4) . . ? C3 C2 C1 107.4(3) . . ? C3 C2 C10 123.2(4) . . ? C1 C2 C10 129.4(4) . . ? C2 C3 C4 107.4(4) . . ? C2 C3 C11A 124.7(7) . . ? C4 C3 C11A 124.0(7) . . ? C2 C3 C11B 127.3(8) . . ? C4 C3 C11B 121.7(8) . . ? C11A C3 C11B 34.8(6) . . ? N1 C4 C3 109.6(3) . . ? N1 C4 C1B 126.4(3) . . ? C3 C4 C1B 124.0(4) . . ? N2 C5 C6 110.3(3) . . ? N2 C5 C1C 124.0(4) . . ? C6 C5 C1C 125.8(4) . . ? C7 C6 C5 107.0(4) . . ? C7 C6 C14 126.6(4) . . ? C5 C6 C14 126.3(4) . . ? C6 C7 C8 108.0(3) . . ? C6 C7 C13 123.6(4) . . ? C8 C7 C13 128.3(4) . . ? C9 C8 N2 120.6(4) . . ? C9 C8 C7 132.3(4) . . ? N2 C8 C7 107.1(3) . . ? C1 C9 C8 121.9(3) . . ? C1 C9 C1A 118.8(4) . . ? C8 C9 C1A 119.3(4) . . ? C2 C10 H101 109.5 . . ? C2 C10 H102 109.5 . . ? H101 C10 H102 109.5 . . ? C2 C10 H103 109.5 . . ? H101 C10 H103 109.5 . . ? H102 C10 H103 109.5 . . ? C12A C11A C3 101.7(7) . . ? C12A C11A H111 111.4 . . ? C3 C11A H111 111.4 . . ? C12A C11A H112 111.4 . . ? C3 C11A H112 111.4 . . ? H111 C11A H112 109.3 . . ? C11A C12A H121 109.5 . . ? C11A C12A H122 109.5 . . ? H121 C12A H122 109.5 . . ? C11A C12A H123 109.5 . . ? H121 C12A H123 109.5 . . ? H122 C12A H123 109.5 . . ? C12B C11B C3 107.8(12) . . ? C12B C11B H115 110.1 . . ? C3 C11B H115 110.1 . . ? C12B C11B H116 110.1 . . ? C3 C11B H116 110.1 . . ? H115 C11B H116 108.5 . . ? C11B C12B H127 109.5 . . ? C11B C12B H128 109.5 . . ? H127 C12B H128 109.5 . . ? C11B C12B H129 109.5 . . ? H127 C12B H129 109.5 . . ? H128 C12B H129 109.5 . . ? C7 C13 H131 109.5 . . ? C7 C13 H132 109.5 . . ? H131 C13 H132 109.5 . . ? C7 C13 H133 109.5 . . ? H131 C13 H133 109.5 . . ? H132 C13 H133 109.5 . . ? C6 C14 C15 114.0(4) . . ? C6 C14 H141 108.8 . . ? C15 C14 H141 108.8 . . ? C6 C14 H142 108.8 . . ? C15 C14 H142 108.8 . . ? H141 C14 H142 107.6 . . ? C14 C15 H151 109.5 . . ? C14 C15 H152 109.5 . . ? H151 C15 H152 109.5 . . ? C14 C15 H153 109.5 . . ? H151 C15 H153 109.5 . . ? H152 C15 H153 109.5 . . ? C9 C1A H1A1 109.5 . . ? C9 C1A H1A2 109.5 . . ? H1A1 C1A H1A2 109.5 . . ? C9 C1A H1A3 109.5 . . ? H1A1 C1A H1A3 109.5 . . ? H1A2 C1A H1A3 109.5 . . ? C4 C1B H1B1 109.5 . . ? C4 C1B H1B2 109.5 . . ? H1B1 C1B H1B2 109.5 . . ? C4 C1B H1B3 109.5 . . ? H1B1 C1B H1B3 109.5 . . ? H1B2 C1B H1B3 109.5 . . ? C5 C1C H1C1 109.5 . . ? C5 C1C H1C2 109.5 . . ? H1C1 C1C H1C2 109.5 . . ? C5 C1C H1C3 109.5 . . ? H1C1 C1C H1C3 109.5 . . ? H1C2 C1C H1C3 109.5 . . ? C2" C1" C10" 115.2(3) . . ? C2" C1" B 122.8(3) . . ? C10" C1" B 121.9(3) . . ? C1" C2" C3" 124.1(3) . . ? C1" C2" H2" 118.0 . . ? C3" C2" H2" 118.0 . . ? C8" C3" C2" 118.5(3) . . ? C8" C3" C4" 118.6(4) . . ? C2" C3" C4" 123.0(4) . . ? C5" C4" C3" 121.0(4) . . ? C5" C4" H4" 119.5 . . ? C3" C4" H4" 119.5 . . ? C4" C5" C6" 120.1(4) . . ? C4" C5" H5" 119.9 . . ? C6" C5" H5" 119.9 . . ? C7" C6" C5" 120.1(4) . . ? C7" C6" H6" 119.9 . . ? C5" C6" H6" 119.9 . . ? C6" C7" C8" 121.4(5) . . ? C6" C7" H7" 119.3 . . ? C8" C7" H7" 119.3 . . ? C9" C8" C3" 118.6(4) . . ? C9" C8" C7" 122.6(4) . . ? C3" C8" C7" 118.8(4) . . ? C10" C9" C8" 120.6(4) . . ? C10" C9" H9" 119.7 . . ? C8" C9" H9" 119.7 . . ? C9" C10" C1" 123.0(4) . . ? C9" C10" H10" 118.5 . . ? C1" C10" H10" 118.5 . . ? C20" C11" C12" 116.5(3) . . ? C20" C11" B 123.2(3) . . ? C12" C11" B 120.1(3) . . ? C13" C12" C11" 122.3(4) . . ? C13" C12" H12" 118.9 . . ? C11" C12" H12" 118.9 . . ? C12" C13" C14" 121.1(4) . . ? C12" C13" H13" 119.4 . . ? C14" C13" H13" 119.4 . . ? C13" C14" C19" 119.0(4) . . ? C13" C14" C15" 122.6(5) . . ? C19" C14" C15" 118.4(5) . . ? C16" C15" C14" 120.3(6) . . ? C16" C15" H15" 119.9 . . ? C14" C15" H15" 119.9 . . ? C15" C16" C17" 120.8(5) . . ? C15" C16" H16" 119.6 . . ? C17" C16" H16" 119.6 . . ? C18" C17" C16" 120.6(6) . . ? C18" C17" H17" 119.7 . . ? C16" C17" H17" 119.7 . . ? C17" C18" C19" 120.9(5) . . ? C17" C18" H18" 119.5 . . ? C19" C18" H18" 119.5 . . ? C18" C19" C14" 118.9(4) . . ? C18" C19" C20" 122.8(5) . . ? C14" C19" C20" 118.2(4) . . ? C11" C20" C19" 122.9(4) . . ? C11" C20" H20" 118.6 . . ? C19" C20" H20" 118.6 . . ? N1' B' N2' 104.2(3) . . ? N1' B' C21" 109.1(3) . . ? N2' B' C21" 110.2(3) . . ? N1' B' C31" 108.2(3) . . ? N2' B' C31" 108.2(3) . . ? C21" B' C31" 116.3(3) . . ? C4' N1' C1' 108.0(3) . . ? C4' N1' B' 128.1(3) . . ? C1' N1' B' 122.2(3) . . ? C5' N2' C8' 107.5(3) . . ? C5' N2' B' 129.5(3) . . ? C8' N2' B' 120.9(3) . . ? C9' C1' N1' 120.1(3) . . ? C9' C1' C2' 132.3(4) . . ? N1' C1' C2' 107.5(4) . . ? C3' C2' C1' 107.0(4) . . ? C3' C2' C10' 124.2(4) . . ? C1' C2' C10' 128.6(5) . . ? C2' C3' C4' 108.0(3) . . ? C2' C3' C11' 127.0(4) . . ? C4' C3' C11' 125.0(5) . . ? N1' C4' C3' 109.4(4) . . ? N1' C4' C1B' 125.4(3) . . ? C3' C4' C1B' 125.2(4) . . ? N2' C5' C6' 109.5(3) . . ? N2' C5' C1C' 124.3(3) . . ? C6' C5' C1C' 126.2(4) . . ? C7' C6' C5' 108.1(3) . . ? C7' C6' C14' 126.5(4) . . ? C5' C6' C14' 125.4(4) . . ? C6' C7' C8' 107.0(3) . . ? C6' C7' C13' 124.5(4) . . ? C8' C7' C13' 128.5(4) . . ? C9' C8' N2' 119.8(3) . . ? C9' C8' C7' 132.1(4) . . ? N2' C8' C7' 107.9(3) . . ? C1' C9' C8' 122.3(3) . . ? C1' C9' C1A' 118.9(4) . . ? C8' C9' C1A' 118.9(4) . . ? C2' C10' H104 109.5 . . ? C2' C10' H105 109.5 . . ? H104 C10' H105 109.5 . . ? C2' C10' H106 109.5 . . ? H104 C10' H106 109.5 . . ? H105 C10' H106 109.5 . . ? C12' C11' C3' 112.8(4) . . ? C12' C11' H113 109.0 . . ? C3' C11' H113 109.0 . . ? C12' C11' H114 109.0 . . ? C3' C11' H114 109.0 . . ? H113 C11' H114 107.8 . . ? C11' C12' H124 109.5 . . ? C11' C12' H125 109.5 . . ? H124 C12' H125 109.5 . . ? C11' C12' H126 109.5 . . ? H124 C12' H126 109.5 . . ? H125 C12' H126 109.5 . . ? C7' C13' H134 109.5 . . ? C7' C13' H135 109.5 . . ? H134 C13' H135 109.5 . . ? C7' C13' H136 109.5 . . ? H134 C13' H136 109.5 . . ? H135 C13' H136 109.5 . . ? C15' C14' C6' 114.9(4) . . ? C15' C14' H143 108.5 . . ? C6' C14' H143 108.5 . . ? C15' C14' H144 108.5 . . ? C6' C14' H144 108.5 . . ? H143 C14' H144 107.5 . . ? C14' C15' H154 109.5 . . ? C14' C15' H155 109.5 . . ? H154 C15' H155 109.5 . . ? C14' C15' H156 109.5 . . ? H154 C15' H156 109.5 . . ? H155 C15' H156 109.5 . . ? C9' C1A' H1A4 109.5 . . ? C9' C1A' H1A5 109.5 . . ? H1A4 C1A' H1A5 109.5 . . ? C9' C1A' H1A6 109.5 . . ? H1A4 C1A' H1A6 109.5 . . ? H1A5 C1A' H1A6 109.5 . . ? C4' C1B' H1B4 109.5 . . ? C4' C1B' H1B5 109.5 . . ? H1B4 C1B' H1B5 109.5 . . ? C4' C1B' H1B6 109.5 . . ? H1B4 C1B' H1B6 109.5 . . ? H1B5 C1B' H1B6 109.5 . . ? C5' C1C' H1C4 109.5 . . ? C5' C1C' H1C5 109.5 . . ? H1C4 C1C' H1C5 109.5 . . ? C5' C1C' H1C6 109.5 . . ? H1C4 C1C' H1C6 109.5 . . ? H1C5 C1C' H1C6 109.5 . . ? C30" C21" C22" 116.3(3) . . ? C30" C21" B' 123.7(3) . . ? C22" C21" B' 120.1(3) . . ? C23" C22" C21" 123.1(4) . . ? C23" C22" H22" 118.4 . . ? C21" C22" H22" 118.4 . . ? C22" C23" C24" 120.2(4) . . ? C22" C23" H23" 119.9 . . ? C24" C23" H23" 119.9 . . ? C23" C24" C29" 119.5(4) . . ? C23" C24" C25" 123.5(4) . . ? C29" C24" C25" 117.0(4) . . ? C26" C25" C24" 120.7(4) . . ? C26" C25" H25" 119.7 . . ? C24" C25" H25" 119.7 . . ? C25" C26" C27" 120.9(5) . . ? C25" C26" H26" 119.6 . . ? C27" C26" H26" 119.6 . . ? C28" C27" C26" 120.8(4) . . ? C28" C27" H27" 119.6 . . ? C26" C27" H27" 119.6 . . ? C27" C28" C29" 120.9(4) . . ? C27" C28" H28" 119.6 . . ? C29" C28" H28" 119.6 . . ? C28" C29" C24" 119.8(4) . . ? C28" C29" C30" 122.0(4) . . ? C24" C29" C30" 118.2(3) . . ? C21" C30" C29" 122.7(4) . . ? C21" C30" H30" 118.7 . . ? C29" C30" H30" 118.7 . . ? C40" C31" C32" 115.4(4) . . ? C40" C31" B' 123.2(3) . . ? C32" C31" B' 121.4(3) . . ? C33" C32" C31" 123.3(4) . . ? C33" C32" H32" 118.3 . . ? C31" C32" H32" 118.3 . . ? C32" C33" C34" 120.4(4) . . ? C32" C33" H33" 119.8 . . ? C34" C33" H33" 119.8 . . ? C33" C34" C39" 119.5(4) . . ? C33" C34" C35" 122.9(5) . . ? C39" C34" C35" 117.6(4) . . ? C36" C35" C34" 120.2(5) . . ? C36" C35" H35" 119.9 . . ? C34" C35" H35" 119.9 . . ? C35" C36" C37" 121.2(5) . . ? C35" C36" H36" 119.4 . . ? C37" C36" H36" 119.4 . . ? C38" C37" C36" 120.5(5) . . ? C38" C37" H37" 119.7 . . ? C36" C37" H37" 119.7 . . ? C37" C38" C39" 119.4(5) . . ? C37" C38" H38" 120.3 . . ? C39" C38" H38" 120.3 . . ? C38" C39" C34" 121.0(4) . . ? C38" C39" C40" 121.2(4) . . ? C34" C39" C40" 117.8(4) . . ? C31" C40" C39" 123.5(4) . . ? C31" C40" H40" 118.2 . . ? C39" C40" H40" 118.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 B N1 C4 160.3(4) . . . . ? C11" B N1 C4 41.1(5) . . . . ? C1" B N1 C4 -84.2(5) . . . . ? N2 B N1 C1 -32.5(4) . . . . ? C11" B N1 C1 -151.7(3) . . . . ? C1" B N1 C1 83.0(4) . . . . ? N1 B N2 C5 -167.5(3) . . . . ? C11" B N2 C5 -50.4(5) . . . . ? C1" B N2 C5 76.6(4) . . . . ? N1 B N2 C8 32.8(4) . . . . ? C11" B N2 C8 149.9(3) . . . . ? C1" B N2 C8 -83.1(4) . . . . ? C4 N1 C1 C9 -173.7(4) . . . . ? B N1 C1 C9 16.5(5) . . . . ? C4 N1 C1 C2 1.0(5) . . . . ? B N1 C1 C2 -168.7(3) . . . . ? C9 C1 C2 C3 172.9(5) . . . . ? N1 C1 C2 C3 -1.1(5) . . . . ? C9 C1 C2 C10 -5.3(9) . . . . ? N1 C1 C2 C10 -179.3(5) . . . . ? C1 C2 C3 C4 0.7(6) . . . . ? C10 C2 C3 C4 179.1(5) . . . . ? C1 C2 C3 C11A -157.5(7) . . . . ? C10 C2 C3 C11A 20.8(10) . . . . ? C1 C2 C3 C11B 159.3(9) . . . . ? C10 C2 C3 C11B -22.4(11) . . . . ? C1 N1 C4 C3 -0.6(5) . . . . ? B N1 C4 C3 168.0(4) . . . . ? C1 N1 C4 C1B 179.2(4) . . . . ? B N1 C4 C1B -12.2(7) . . . . ? C2 C3 C4 N1 -0.1(6) . . . . ? C11A C3 C4 N1 158.3(7) . . . . ? C11B C3 C4 N1 -160.1(8) . . . . ? C2 C3 C4 C1B -179.9(5) . . . . ? C11A C3 C4 C1B -21.5(10) . . . . ? C11B C3 C4 C1B 20.1(10) . . . . ? C8 N2 C5 C6 -0.8(4) . . . . ? B N2 C5 C6 -162.7(3) . . . . ? C8 N2 C5 C1C 179.5(3) . . . . ? B N2 C5 C1C 17.5(6) . . . . ? N2 C5 C6 C7 0.7(5) . . . . ? C1C C5 C6 C7 -179.5(4) . . . . ? N2 C5 C6 C14 178.0(4) . . . . ? C1C C5 C6 C14 -2.2(7) . . . . ? C5 C6 C7 C8 -0.4(5) . . . . ? C14 C6 C7 C8 -177.7(4) . . . . ? C5 C6 C7 C13 -177.9(4) . . . . ? C14 C6 C7 C13 4.8(8) . . . . ? C5 N2 C8 C9 179.4(3) . . . . ? B N2 C8 C9 -17.2(5) . . . . ? C5 N2 C8 C7 0.5(4) . . . . ? B N2 C8 C7 163.9(3) . . . . ? C6 C7 C8 C9 -178.8(4) . . . . ? C13 C7 C8 C9 -1.4(8) . . . . ? C6 C7 C8 N2 -0.1(5) . . . . ? C13 C7 C8 N2 177.3(4) . . . . ? C2 C1 C9 C8 -168.1(4) . . . . ? N1 C1 C9 C8 5.2(6) . . . . ? C2 C1 C9 C1A 10.5(7) . . . . ? N1 C1 C9 C1A -176.1(3) . . . . ? N2 C8 C9 C1 -5.0(6) . . . . ? C7 C8 C9 C1 173.6(4) . . . . ? N2 C8 C9 C1A 176.3(3) . . . . ? C7 C8 C9 C1A -5.1(7) . . . . ? C2 C3 C11A C12A -100.5(11) . . . . ? C4 C3 C11A C12A 104.8(10) . . . . ? C11B C3 C11A C12A 6.8(15) . . . . ? C2 C3 C11B C12B 100.3(13) . . . . ? C4 C3 C11B C12B -103.9(13) . . . . ? C11A C3 C11B C12B 1.3(15) . . . . ? C7 C6 C14 C15 75.1(6) . . . . ? C5 C6 C14 C15 -101.7(6) . . . . ? N2 B C1" C2" -28.9(4) . . . . ? N1 B C1" C2" -141.8(3) . . . . ? C11" B C1" C2" 96.4(4) . . . . ? N2 B C1" C10" 154.1(3) . . . . ? N1 B C1" C10" 41.1(4) . . . . ? C11" B C1" C10" -80.7(4) . . . . ? C10" C1" C2" C3" 1.5(5) . . . . ? B C1" C2" C3" -175.8(3) . . . . ? C1" C2" C3" C8" -1.2(5) . . . . ? C1" C2" C3" C4" 178.5(3) . . . . ? C8" C3" C4" C5" 0.9(5) . . . . ? C2" C3" C4" C5" -178.8(3) . . . . ? C3" C4" C5" C6" -1.1(6) . . . . ? C4" C5" C6" C7" 0.4(7) . . . . ? C5" C6" C7" C8" 0.6(7) . . . . ? C2" C3" C8" C9" 0.1(5) . . . . ? C4" C3" C8" C9" -179.6(3) . . . . ? C2" C3" C8" C7" 179.8(3) . . . . ? C4" C3" C8" C7" 0.1(5) . . . . ? C6" C7" C8" C9" 178.8(4) . . . . ? C6" C7" C8" C3" -0.8(6) . . . . ? C3" C8" C9" C10" 0.5(5) . . . . ? C7" C8" C9" C10" -179.1(3) . . . . ? C8" C9" C10" C1" -0.2(6) . . . . ? C2" C1" C10" C9" -0.8(5) . . . . ? B C1" C10" C9" 176.5(3) . . . . ? N2 B C11" C20" 130.2(4) . . . . ? N1 B C11" C20" -115.3(4) . . . . ? C1" B C11" C20" 6.7(5) . . . . ? N2 B C11" C12" -55.4(4) . . . . ? N1 B C11" C12" 59.2(5) . . . . ? C1" B C11" C12" -178.9(3) . . . . ? C20" C11" C12" C13" 3.1(6) . . . . ? B C11" C12" C13" -171.7(4) . . . . ? C11" C12" C13" C14" -0.1(7) . . . . ? C12" C13" C14" C19" -2.6(7) . . . . ? C12" C13" C14" C15" 177.4(5) . . . . ? C13" C14" C15" C16" -179.1(6) . . . . ? C19" C14" C15" C16" 0.9(8) . . . . ? C14" C15" C16" C17" -1.3(10) . . . . ? C15" C16" C17" C18" 1.2(11) . . . . ? C16" C17" C18" C19" -0.7(9) . . . . ? C17" C18" C19" C14" 0.3(7) . . . . ? C17" C18" C19" C20" 177.5(4) . . . . ? C13" C14" C19" C18" 179.6(4) . . . . ? C15" C14" C19" C18" -0.4(6) . . . . ? C13" C14" C19" C20" 2.3(6) . . . . ? C15" C14" C19" C20" -177.7(4) . . . . ? C12" C11" C20" C19" -3.4(5) . . . . ? B C11" C20" C19" 171.3(3) . . . . ? C18" C19" C20" C11" -176.4(4) . . . . ? C14" C19" C20" C11" 0.8(6) . . . . ? N2' B' N1' C4' 164.7(3) . . . . ? C21" B' N1' C4' 47.0(5) . . . . ? C31" B' N1' C4' -80.3(4) . . . . ? N2' B' N1' C1' -32.0(4) . . . . ? C21" B' N1' C1' -149.7(3) . . . . ? C31" B' N1' C1' 82.9(4) . . . . ? N1' B' N2' C5' -162.8(3) . . . . ? C21" B' N2' C5' -45.9(5) . . . . ? C31" B' N2' C5' 82.3(4) . . . . ? N1' B' N2' C8' 35.7(4) . . . . ? C21" B' N2' C8' 152.6(3) . . . . ? C31" B' N2' C8' -79.2(4) . . . . ? C4' N1' C1' C9' 179.9(3) . . . . ? B' N1' C1' C9' 13.7(5) . . . . ? C4' N1' C1' C2' -1.6(4) . . . . ? B' N1' C1' C2' -167.8(3) . . . . ? C9' C1' C2' C3' 178.5(4) . . . . ? N1' C1' C2' C3' 0.3(4) . . . . ? C9' C1' C2' C10' 3.9(8) . . . . ? N1' C1' C2' C10' -174.3(4) . . . . ? C1' C2' C3' C4' 1.1(5) . . . . ? C10' C2' C3' C4' 176.0(4) . . . . ? C1' C2' C3' C11' -180.0(4) . . . . ? C10' C2' C3' C11' -5.0(7) . . . . ? C1' N1' C4' C3' 2.4(4) . . . . ? B' N1' C4' C3' 167.5(3) . . . . ? C1' N1' C4' C1B' -176.5(4) . . . . ? B' N1' C4' C1B' -11.4(6) . . . . ? C2' C3' C4' N1' -2.2(5) . . . . ? C11' C3' C4' N1' 178.9(4) . . . . ? C2' C3' C4' C1B' 176.7(4) . . . . ? C11' C3' C4' C1B' -2.3(7) . . . . ? C8' N2' C5' C6' 0.8(4) . . . . ? B' N2' C5' C6' -162.6(3) . . . . ? C8' N2' C5' C1C' -179.8(3) . . . . ? B' N2' C5' C1C' 16.8(6) . . . . ? N2' C5' C6' C7' -0.4(5) . . . . ? C1C' C5' C6' C7' -179.8(4) . . . . ? N2' C5' C6' C14' -179.9(4) . . . . ? C1C' C5' C6' C14' 0.7(7) . . . . ? C5' C6' C7' C8' -0.2(5) . . . . ? C14' C6' C7' C8' 179.4(4) . . . . ? C5' C6' C7' C13' -179.7(4) . . . . ? C14' C6' C7' C13' -0.2(7) . . . . ? C5' N2' C8' C9' 173.5(3) . . . . ? B' N2' C8' C9' -21.4(5) . . . . ? C5' N2' C8' C7' -0.9(4) . . . . ? B' N2' C8' C7' 164.3(3) . . . . ? C6' C7' C8' C9' -172.8(4) . . . . ? C13' C7' C8' C9' 6.7(7) . . . . ? C6' C7' C8' N2' 0.6(4) . . . . ? C13' C7' C8' N2' -179.9(4) . . . . ? N1' C1' C9' C8' 7.2(6) . . . . ? C2' C1' C9' C8' -170.9(4) . . . . ? N1' C1' C9' C1A' -173.4(3) . . . . ? C2' C1' C9' C1A' 8.5(7) . . . . ? N2' C8' C9' C1' -3.1(6) . . . . ? C7' C8' C9' C1' 169.6(4) . . . . ? N2' C8' C9' C1A' 177.5(3) . . . . ? C7' C8' C9' C1A' -9.8(6) . . . . ? C2' C3' C11' C12' -92.1(6) . . . . ? C4' C3' C11' C12' 86.7(6) . . . . ? C7' C6' C14' C15' -81.3(6) . . . . ? C5' C6' C14' C15' 98.1(5) . . . . ? N1' B' C21" C30" -126.7(3) . . . . ? N2' B' C21" C30" 119.4(3) . . . . ? C31" B' C21" C30" -4.1(5) . . . . ? N1' B' C21" C22" 52.9(4) . . . . ? N2' B' C21" C22" -61.0(4) . . . . ? C31" B' C21" C22" 175.5(3) . . . . ? C30" C21" C22" C23" -0.7(5) . . . . ? B' C21" C22" C23" 179.7(3) . . . . ? C21" C22" C23" C24" -0.4(6) . . . . ? C22" C23" C24" C29" 1.3(6) . . . . ? C22" C23" C24" C25" -178.6(4) . . . . ? C23" C24" C25" C26" 179.2(4) . . . . ? C29" C24" C25" C26" -0.7(6) . . . . ? C24" C25" C26" C27" 1.0(7) . . . . ? C25" C26" C27" C28" -0.3(7) . . . . ? C26" C27" C28" C29" -0.7(6) . . . . ? C27" C28" C29" C24" 0.9(5) . . . . ? C27" C28" C29" C30" -178.1(3) . . . . ? C23" C24" C29" C28" 179.9(3) . . . . ? C25" C24" C29" C28" -0.2(5) . . . . ? C23" C24" C29" C30" -1.1(5) . . . . ? C25" C24" C29" C30" 178.9(3) . . . . ? C22" C21" C30" C29" 0.9(5) . . . . ? B' C21" C30" C29" -179.5(3) . . . . ? C28" C29" C30" C21" 179.0(3) . . . . ? C24" C29" C30" C21" -0.1(5) . . . . ? N1' B' C31" C40" 26.6(4) . . . . ? N2' B' C31" C40" 138.9(3) . . . . ? C21" B' C31" C40" -96.5(4) . . . . ? N1' B' C31" C32" -152.5(3) . . . . ? N2' B' C31" C32" -40.2(4) . . . . ? C21" B' C31" C32" 84.4(4) . . . . ? C40" C31" C32" C33" 0.6(6) . . . . ? B' C31" C32" C33" 179.7(4) . . . . ? C31" C32" C33" C34" 0.1(7) . . . . ? C32" C33" C34" C39" -0.7(6) . . . . ? C32" C33" C34" C35" -179.1(4) . . . . ? C33" C34" C35" C36" 179.0(5) . . . . ? C39" C34" C35" C36" 0.6(7) . . . . ? C34" C35" C36" C37" -1.2(8) . . . . ? C35" C36" C37" C38" 0.7(8) . . . . ? C36" C37" C38" C39" 0.5(7) . . . . ? C37" C38" C39" C34" -1.0(6) . . . . ? C37" C38" C39" C40" -179.6(4) . . . . ? C33" C34" C39" C38" -178.0(4) . . . . ? C35" C34" C39" C38" 0.5(6) . . . . ? C33" C34" C39" C40" 0.7(5) . . . . ? C35" C34" C39" C40" 179.1(4) . . . . ? C32" C31" C40" C39" -0.6(5) . . . . ? B' C31" C40" C39" -179.7(3) . . . . ? C38" C39" C40" C31" 178.6(4) . . . . ? C34" C39" C40" C31" 0.0(5) . . . . ? _diffrn_measured_fraction_theta_max .975 _diffrn_reflns_theta_full 20.74 _diffrn_measured_fraction_theta_full .975 _refine_diff_density_max .214 _refine_diff_density_min -.186 _refine_diff_density_rms .040