# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; ? ; _chemical_melting_point ? _chemical_formula_moiety 'C20 H23 B' _chemical_formula_sum 'C20 H23 B' _chemical_formula_weight 274.19 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' _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 8.5068(19) _cell_length_b 12.799(3) _cell_length_c 15.650(6) _cell_angle_alpha 79.590(10) _cell_angle_beta 89.075(13) _cell_angle_gamma 88.211(11) _cell_volume 1674.9(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8011 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 26.73 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.087 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 592 _exptl_absorpt_coefficient_mu 0.060 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.8608 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sadabs 2008/1 (Bruker 2008)' _exptl_special_details ; The crystal was immersed in a film of perfluoropolyether oil, mounted on a a glass fiber and transferred to stream of cold nitrogen. ; loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 2.00 3.00 0.00 0.0670 -2.00 -3.00 0.00 0.0720 1.00 -1.00 -1.00 0.0220 -1.00 1.00 1.00 0.0520 -1.00 -1.00 0.00 0.0730 1.00 1.00 0.00 0.0650 0.00 -1.00 2.00 0.1590 0.00 1.00 -2.00 0.1790 0.00 0.00 -1.00 0.1720 0.00 0.00 1.00 0.1520 _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator 'multi-layer mirror' _diffrn_measurement_device_type 'Bruker X8-APEX II' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 68086 _diffrn_reflns_av_R_equivalents 0.0341 _diffrn_reflns_av_sigmaI/netI 0.0187 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.32 _diffrn_reflns_theta_max 26.02 _reflns_number_total 6604 _reflns_number_gt 5608 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 ver. 2010.3 (Bruker AXS)' _computing_cell_refinement 'Saint+ ver. 7.68A (Bruker AXS)' _computing_data_reduction 'Saint+ ver. 7.68A (Bruker AXS)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP ver. 5.1 (Bruker AXS, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The coordinates of acetylene hydrogen atoms were freely refined. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0426P)^2^+0.7224P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6604 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0499 _refine_ls_R_factor_gt 0.0406 _refine_ls_wR_factor_ref 0.1045 _refine_ls_wR_factor_gt 0.0988 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group B1_1 B -0.35695(16) 0.47896(11) 0.28246(9) 0.0200(3) Uani 1 1 d . . . C2_1 C -0.43241(15) 0.57748(10) 0.31089(8) 0.0249(3) Uani 1 1 d . . . C3_1 C -0.48625(18) 0.65515(11) 0.33436(9) 0.0316(3) Uani 1 1 d . . . H1_1 H -0.5317(19) 0.7178(13) 0.3512(10) 0.041 Uiso 1 1 d . . . C1_2 C -0.18700(14) 0.44522(9) 0.31773(8) 0.0188(2) Uani 1 1 d . . . C2_2 C -0.05889(15) 0.44434(9) 0.25918(8) 0.0214(3) Uani 1 1 d . . . C3_2 C 0.09161(14) 0.41500(10) 0.29024(8) 0.0232(3) Uani 1 1 d . . . H3_2 H 0.1765 0.4147 0.2501 0.028 Uiso 1 1 calc R . . C4_2 C 0.12023(14) 0.38609(9) 0.37893(8) 0.0222(3) Uani 1 1 d . . . C5_2 C -0.00469(14) 0.39022(9) 0.43613(8) 0.0205(3) Uani 1 1 d . . . H5_2 H 0.0139 0.3726 0.4968 0.025 Uiso 1 1 calc R . . C6_2 C -0.15694(14) 0.41942(9) 0.40764(8) 0.0197(3) Uani 1 1 d . . . C7_2 C -0.07924(16) 0.48197(11) 0.16239(8) 0.0301(3) Uani 1 1 d . . . H7A_2 H -0.0975 0.5592 0.1505 0.045 Uiso 1 1 calc R . . H7B_2 H -0.1694 0.4473 0.1425 0.045 Uiso 1 1 calc R . . H7C_2 H 0.0160 0.4637 0.1316 0.045 Uiso 1 1 calc R . . C8_2 C 0.28198(15) 0.34969(11) 0.41150(9) 0.0290(3) Uani 1 1 d . . . H8A_2 H 0.2817 0.3380 0.4751 0.043 Uiso 1 1 calc R . . H8B_2 H 0.3578 0.4042 0.3886 0.043 Uiso 1 1 calc R . . H8C_2 H 0.3118 0.2832 0.3920 0.043 Uiso 1 1 calc R . . C9_2 C -0.28624(14) 0.41758(10) 0.47509(8) 0.0241(3) Uani 1 1 d . . . H9A_2 H -0.3550 0.3582 0.4726 0.036 Uiso 1 1 calc R . . H9B_2 H -0.3478 0.4845 0.4635 0.036 Uiso 1 1 calc R . . H9C_2 H -0.2398 0.4088 0.5330 0.036 Uiso 1 1 calc R . . C1_3 C -0.44798(14) 0.41833(10) 0.22080(8) 0.0206(3) Uani 1 1 d . . . C2_3 C -0.45100(14) 0.30552(10) 0.23666(8) 0.0218(3) Uani 1 1 d . . . C3_3 C -0.53613(16) 0.25351(11) 0.18276(8) 0.0283(3) Uani 1 1 d . . . H3_3 H -0.5399 0.1782 0.1955 0.034 Uiso 1 1 calc R . . C4_3 C -0.61591(16) 0.30829(12) 0.11080(9) 0.0307(3) Uani 1 1 d . . . C5_3 C -0.61172(15) 0.41796(12) 0.09482(8) 0.0295(3) Uani 1 1 d . . . H5_3 H -0.6647 0.4565 0.0455 0.035 Uiso 1 1 calc R . . C6_3 C -0.53252(15) 0.47397(11) 0.14861(8) 0.0251(3) Uani 1 1 d . . . C7_3 C -0.36797(16) 0.23772(10) 0.31279(8) 0.0254(3) Uani 1 1 d . . . H7A_3 H -0.3984 0.1637 0.3175 0.038 Uiso 1 1 calc R . . H7B_3 H -0.3977 0.2632 0.3664 0.038 Uiso 1 1 calc R . . H7C_3 H -0.2539 0.2423 0.3038 0.038 Uiso 1 1 calc R . . C8_3 C -0.70107(19) 0.24917(14) 0.05120(10) 0.0436(4) Uani 1 1 d . . . H8A_3 H -0.7711 0.2988 0.0134 0.065 Uiso 1 1 calc R . . H8B_3 H -0.7632 0.1933 0.0860 0.065 Uiso 1 1 calc R . . H8C_3 H -0.6243 0.2171 0.0156 0.065 Uiso 1 1 calc R . . C9_3 C -0.53953(19) 0.59381(11) 0.12575(9) 0.0354(3) Uani 1 1 d . . . H9A_3 H -0.5686 0.6157 0.0647 0.053 Uiso 1 1 calc R . . H9B_3 H -0.4363 0.6215 0.1351 0.053 Uiso 1 1 calc R . . H9C_3 H -0.6182 0.6220 0.1627 0.053 Uiso 1 1 calc R . . B1_4 B 0.11184(16) 0.88896(11) 0.27353(9) 0.0201(3) Uani 1 1 d . . . C2_4 C 0.04765(16) 0.77684(10) 0.29611(8) 0.0268(3) Uani 1 1 d . . . C3_4 C 0.0060(2) 0.68748(12) 0.31696(10) 0.0387(4) Uani 1 1 d . . . H3_4 H -0.031(2) 0.6176(14) 0.3324(11) 0.046 Uiso 1 1 d . . . C1_5 C 0.27838(14) 0.90235(9) 0.31234(8) 0.0188(2) Uani 1 1 d . . . C2_5 C 0.40964(15) 0.92527(10) 0.25650(8) 0.0222(3) Uani 1 1 d . . . C3_5 C 0.55775(15) 0.93290(10) 0.29112(8) 0.0242(3) Uani 1 1 d . . . H3_5 H 0.6451 0.9484 0.2528 0.029 Uiso 1 1 calc R . . C4_5 C 0.58099(14) 0.91844(9) 0.38023(8) 0.0223(3) Uani 1 1 d . . . C5_5 C 0.45150(14) 0.89631(9) 0.43496(8) 0.0200(3) Uani 1 1 d . . . H5_5 H 0.4655 0.8872 0.4960 0.024 Uiso 1 1 calc R . . C6_5 C 0.30160(14) 0.88709(9) 0.40295(8) 0.0183(2) Uani 1 1 d . . . C7_5 C 0.39459(17) 0.93604(12) 0.15917(9) 0.0328(3) Uani 1 1 d . . . H7A_5 H 0.4935 0.9611 0.1309 0.049 Uiso 1 1 calc R . . H7B_5 H 0.3092 0.9872 0.1388 0.049 Uiso 1 1 calc R . . H7C_5 H 0.3712 0.8668 0.1447 0.049 Uiso 1 1 calc R . . C8_5 C 0.74335(15) 0.92266(11) 0.41643(9) 0.0301(3) Uani 1 1 d . . . H8A_5 H 0.7350 0.9287 0.4779 0.045 Uiso 1 1 calc R . . H8B_5 H 0.7972 0.9844 0.3841 0.045 Uiso 1 1 calc R . . H8C_5 H 0.8034 0.8576 0.4108 0.045 Uiso 1 1 calc R . . C9_5 C 0.16603(14) 0.86377(10) 0.46598(8) 0.0214(3) Uani 1 1 d . . . H9A_5 H 0.2062 0.8462 0.5253 0.032 Uiso 1 1 calc R . . H9B_5 H 0.1085 0.8036 0.4527 0.032 Uiso 1 1 calc R . . H9C_5 H 0.0952 0.9264 0.4608 0.032 Uiso 1 1 calc R . . C1_6 C 0.01988(14) 0.98133(10) 0.21349(8) 0.0208(3) Uani 1 1 d . . . C2_6 C -0.06527(15) 0.96281(11) 0.14061(8) 0.0255(3) Uani 1 1 d . . . C3_6 C -0.13738(16) 1.04776(12) 0.08547(8) 0.0308(3) Uani 1 1 d . . . H3_6 H -0.1914 1.0342 0.0361 0.037 Uiso 1 1 calc R . . C4_6 C -0.13327(16) 1.15108(12) 0.09988(9) 0.0311(3) Uani 1 1 d . . . C5_6 C -0.05482(16) 1.16887(11) 0.17287(9) 0.0285(3) Uani 1 1 d . . . H5_6 H -0.0539 1.2390 0.1850 0.034 Uiso 1 1 calc R . . C6_6 C 0.02235(14) 1.08731(10) 0.22871(8) 0.0228(3) Uani 1 1 d . . . C7_6 C -0.07979(19) 0.85385(12) 0.11805(9) 0.0364(3) Uani 1 1 d . . . H7A_6 H -0.1564 0.8136 0.1573 0.055 Uiso 1 1 calc R . . H7B_6 H 0.0227 0.8163 0.1243 0.055 Uiso 1 1 calc R . . H7C_6 H -0.1151 0.8608 0.0579 0.055 Uiso 1 1 calc R . . C8_6 C -0.2085(2) 1.24251(13) 0.03822(10) 0.0432(4) Uani 1 1 d . . . H8A_6 H -0.1264 1.2855 0.0057 0.065 Uiso 1 1 calc R . . H8B_6 H -0.2725 1.2866 0.0713 0.065 Uiso 1 1 calc R . . H8C_6 H -0.2755 1.2148 -0.0024 0.065 Uiso 1 1 calc R . . C9_6 C 0.10326(16) 1.11751(10) 0.30583(9) 0.0275(3) Uani 1 1 d . . . H9A_6 H 0.0720 1.0694 0.3590 0.041 Uiso 1 1 calc R . . H9B_6 H 0.0726 1.1907 0.3106 0.041 Uiso 1 1 calc R . . H9C_6 H 0.2175 1.1120 0.2979 0.041 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 B1_1 0.0230(7) 0.0183(6) 0.0168(7) 0.0020(5) 0.0031(5) -0.0010(5) C2_1 0.0257(6) 0.0240(7) 0.0239(7) -0.0016(5) -0.0027(5) 0.0003(5) C3_1 0.0411(8) 0.0225(7) 0.0309(8) -0.0047(6) 0.0028(6) 0.0040(6) C1_2 0.0224(6) 0.0143(5) 0.0201(6) -0.0038(5) 0.0003(5) -0.0018(4) C2_2 0.0255(6) 0.0175(6) 0.0214(6) -0.0039(5) 0.0012(5) -0.0017(5) C3_2 0.0217(6) 0.0228(6) 0.0251(7) -0.0049(5) 0.0058(5) -0.0017(5) C4_2 0.0212(6) 0.0185(6) 0.0275(7) -0.0051(5) -0.0007(5) -0.0026(5) C5_2 0.0230(6) 0.0191(6) 0.0198(6) -0.0039(5) -0.0018(5) -0.0033(5) C6_2 0.0219(6) 0.0172(6) 0.0209(6) -0.0054(5) 0.0005(5) -0.0029(5) C7_2 0.0305(7) 0.0357(8) 0.0226(7) -0.0019(6) 0.0038(5) 0.0012(6) C8_2 0.0210(6) 0.0327(7) 0.0333(7) -0.0059(6) -0.0014(5) -0.0002(5) C9_2 0.0222(6) 0.0299(7) 0.0200(6) -0.0044(5) 0.0003(5) -0.0004(5) C1_3 0.0191(6) 0.0244(6) 0.0177(6) -0.0027(5) 0.0012(5) 0.0010(5) C2_3 0.0225(6) 0.0256(6) 0.0180(6) -0.0054(5) 0.0022(5) -0.0022(5) C3_3 0.0323(7) 0.0306(7) 0.0231(7) -0.0067(5) 0.0031(5) -0.0092(6) C4_3 0.0260(7) 0.0474(8) 0.0206(7) -0.0094(6) 0.0013(5) -0.0104(6) C5_3 0.0226(6) 0.0468(8) 0.0178(6) -0.0025(6) -0.0024(5) 0.0010(6) C6_3 0.0228(6) 0.0319(7) 0.0193(6) -0.0023(5) 0.0010(5) 0.0033(5) C7_3 0.0316(7) 0.0194(6) 0.0250(7) -0.0036(5) -0.0020(5) -0.0013(5) C8_3 0.0430(9) 0.0622(11) 0.0284(8) -0.0117(7) -0.0040(7) -0.0225(8) C9_3 0.0462(9) 0.0330(8) 0.0239(7) 0.0023(6) -0.0061(6) 0.0103(6) B1_4 0.0226(7) 0.0232(7) 0.0160(7) -0.0076(5) 0.0015(5) -0.0012(5) C2_4 0.0291(7) 0.0281(7) 0.0243(7) -0.0067(5) -0.0064(5) -0.0046(5) C3_4 0.0607(10) 0.0268(8) 0.0295(8) -0.0047(6) -0.0088(7) -0.0127(7) C1_5 0.0210(6) 0.0146(5) 0.0210(6) -0.0035(5) -0.0014(5) 0.0001(4) C2_5 0.0244(6) 0.0197(6) 0.0225(6) -0.0044(5) 0.0011(5) -0.0013(5) C3_5 0.0209(6) 0.0236(6) 0.0286(7) -0.0062(5) 0.0049(5) -0.0030(5) C4_5 0.0192(6) 0.0189(6) 0.0300(7) -0.0074(5) -0.0021(5) -0.0006(5) C5_5 0.0215(6) 0.0180(6) 0.0209(6) -0.0045(5) -0.0032(5) 0.0004(5) C6_5 0.0197(6) 0.0148(5) 0.0204(6) -0.0030(5) -0.0010(5) 0.0007(4) C7_5 0.0311(7) 0.0443(8) 0.0229(7) -0.0055(6) 0.0038(6) -0.0055(6) C8_5 0.0200(6) 0.0344(7) 0.0379(8) -0.0111(6) -0.0031(6) -0.0022(5) C9_5 0.0200(6) 0.0247(6) 0.0195(6) -0.0034(5) -0.0025(5) -0.0013(5) C1_6 0.0177(6) 0.0265(6) 0.0179(6) -0.0027(5) 0.0005(5) -0.0019(5) C2_6 0.0204(6) 0.0357(7) 0.0201(6) -0.0041(5) -0.0004(5) -0.0022(5) C3_6 0.0242(7) 0.0484(9) 0.0185(7) -0.0030(6) -0.0040(5) 0.0013(6) C4_6 0.0274(7) 0.0415(8) 0.0208(7) 0.0019(6) 0.0016(5) 0.0104(6) C5_6 0.0311(7) 0.0281(7) 0.0243(7) -0.0006(5) 0.0026(5) 0.0067(5) C6_6 0.0216(6) 0.0258(6) 0.0196(6) -0.0005(5) 0.0018(5) 0.0005(5) C7_6 0.0443(9) 0.0414(8) 0.0255(7) -0.0094(6) -0.0115(6) -0.0084(7) C8_6 0.0466(9) 0.0515(10) 0.0266(8) 0.0027(7) -0.0037(7) 0.0209(8) C9_6 0.0346(7) 0.0191(6) 0.0287(7) -0.0039(5) -0.0055(6) 0.0008(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 B1_1 C2_1 1.5305(19) . ? B1_1 C1_3 1.5700(18) . ? B1_1 C1_2 1.5755(18) . ? C2_1 C3_1 1.1963(19) . ? C3_1 H1_1 0.957(17) . ? C1_2 C6_2 1.4117(18) . ? C1_2 C2_2 1.4135(17) . ? C2_2 C3_2 1.3931(18) . ? C2_2 C7_2 1.5152(19) . ? C3_2 C4_2 1.3937(19) . ? C3_2 H3_2 0.9500 . ? C4_2 C5_2 1.3842(18) . ? C4_2 C8_2 1.5057(18) . ? C5_2 C6_2 1.3943(17) . ? C5_2 H5_2 0.9500 . ? C6_2 C9_2 1.5099(17) . ? C7_2 H7A_2 0.9800 . ? C7_2 H7B_2 0.9800 . ? C7_2 H7C_2 0.9800 . ? C8_2 H8A_2 0.9800 . ? C8_2 H8B_2 0.9800 . ? C8_2 H8C_2 0.9800 . ? C9_2 H9A_2 0.9800 . ? C9_2 H9B_2 0.9800 . ? C9_2 H9C_2 0.9800 . ? C1_3 C6_3 1.4157(18) . ? C1_3 C2_3 1.4210(17) . ? C2_3 C3_3 1.3898(18) . ? C2_3 C7_3 1.5122(18) . ? C3_3 C4_3 1.389(2) . ? C3_3 H3_3 0.9500 . ? C4_3 C5_3 1.382(2) . ? C4_3 C8_3 1.5093(19) . ? C5_3 C6_3 1.3939(19) . ? C5_3 H5_3 0.9500 . ? C6_3 C9_3 1.5103(19) . ? C7_3 H7A_3 0.9800 . ? C7_3 H7B_3 0.9800 . ? C7_3 H7C_3 0.9800 . ? C8_3 H8A_3 0.9800 . ? C8_3 H8B_3 0.9800 . ? C8_3 H8C_3 0.9800 . ? C9_3 H9A_3 0.9800 . ? C9_3 H9B_3 0.9800 . ? C9_3 H9C_3 0.9800 . ? B1_4 C2_4 1.5302(19) . ? B1_4 C1_6 1.5675(19) . ? B1_4 C1_5 1.5767(18) . ? C2_4 C3_4 1.194(2) . ? C3_4 H3_4 0.947(18) . ? C1_5 C2_5 1.4117(17) . ? C1_5 C6_5 1.4122(17) . ? C2_5 C3_5 1.3926(18) . ? C2_5 C7_5 1.5116(19) . ? C3_5 C4_5 1.3897(19) . ? C3_5 H3_5 0.9500 . ? C4_5 C5_5 1.3888(18) . ? C4_5 C8_5 1.5075(17) . ? C5_5 C6_5 1.3937(17) . ? C5_5 H5_5 0.9500 . ? C6_5 C9_5 1.5068(17) . ? C7_5 H7A_5 0.9800 . ? C7_5 H7B_5 0.9800 . ? C7_5 H7C_5 0.9800 . ? C8_5 H8A_5 0.9800 . ? C8_5 H8B_5 0.9800 . ? C8_5 H8C_5 0.9800 . ? C9_5 H9A_5 0.9800 . ? C9_5 H9B_5 0.9800 . ? C9_5 H9C_5 0.9800 . ? C1_6 C6_6 1.4198(18) . ? C1_6 C2_6 1.4201(18) . ? C2_6 C3_6 1.3926(19) . ? C2_6 C7_6 1.508(2) . ? C3_6 C4_6 1.383(2) . ? C3_6 H3_6 0.9500 . ? C4_6 C5_6 1.389(2) . ? C4_6 C8_6 1.5085(19) . ? C5_6 C6_6 1.3894(18) . ? C5_6 H5_6 0.9500 . ? C6_6 C9_6 1.5138(18) . ? C7_6 H7A_6 0.9800 . ? C7_6 H7B_6 0.9800 . ? C7_6 H7C_6 0.9800 . ? C8_6 H8A_6 0.9800 . ? C8_6 H8B_6 0.9800 . ? C8_6 H8C_6 0.9800 . ? C9_6 H9A_6 0.9800 . ? C9_6 H9B_6 0.9800 . ? C9_6 H9C_6 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 C2_1 B1_1 C1_3 120.05(11) . . ? C2_1 B1_1 C1_2 116.23(11) . . ? C1_3 B1_1 C1_2 123.72(11) . . ? C3_1 C2_1 B1_1 177.62(14) . . ? C2_1 C3_1 H1_1 177.8(10) . . ? C6_2 C1_2 C2_2 118.28(11) . . ? C6_2 C1_2 B1_1 121.53(11) . . ? C2_2 C1_2 B1_1 120.14(11) . . ? C3_2 C2_2 C1_2 120.24(11) . . ? C3_2 C2_2 C7_2 118.43(11) . . ? C1_2 C2_2 C7_2 121.20(11) . . ? C2_2 C3_2 C4_2 121.40(11) . . ? C2_2 C3_2 H3_2 119.3 . . ? C4_2 C3_2 H3_2 119.3 . . ? C5_2 C4_2 C3_2 118.14(11) . . ? C5_2 C4_2 C8_2 120.96(12) . . ? C3_2 C4_2 C8_2 120.89(11) . . ? C4_2 C5_2 C6_2 122.17(12) . . ? C4_2 C5_2 H5_2 118.9 . . ? C6_2 C5_2 H5_2 118.9 . . ? C5_2 C6_2 C1_2 119.70(11) . . ? C5_2 C6_2 C9_2 118.13(11) . . ? C1_2 C6_2 C9_2 122.12(11) . . ? C2_2 C7_2 H7A_2 109.5 . . ? C2_2 C7_2 H7B_2 109.5 . . ? H7A_2 C7_2 H7B_2 109.5 . . ? C2_2 C7_2 H7C_2 109.5 . . ? H7A_2 C7_2 H7C_2 109.5 . . ? H7B_2 C7_2 H7C_2 109.5 . . ? C4_2 C8_2 H8A_2 109.5 . . ? C4_2 C8_2 H8B_2 109.5 . . ? H8A_2 C8_2 H8B_2 109.5 . . ? C4_2 C8_2 H8C_2 109.5 . . ? H8A_2 C8_2 H8C_2 109.5 . . ? H8B_2 C8_2 H8C_2 109.5 . . ? C6_2 C9_2 H9A_2 109.5 . . ? C6_2 C9_2 H9B_2 109.5 . . ? H9A_2 C9_2 H9B_2 109.5 . . ? C6_2 C9_2 H9C_2 109.5 . . ? H9A_2 C9_2 H9C_2 109.5 . . ? H9B_2 C9_2 H9C_2 109.5 . . ? C6_3 C1_3 C2_3 117.66(11) . . ? C6_3 C1_3 B1_1 121.28(11) . . ? C2_3 C1_3 B1_1 121.05(11) . . ? C3_3 C2_3 C1_3 120.12(12) . . ? C3_3 C2_3 C7_3 117.44(11) . . ? C1_3 C2_3 C7_3 122.41(11) . . ? C4_3 C3_3 C2_3 122.03(13) . . ? C4_3 C3_3 H3_3 119.0 . . ? C2_3 C3_3 H3_3 119.0 . . ? C5_3 C4_3 C3_3 117.86(12) . . ? C5_3 C4_3 C8_3 121.41(13) . . ? C3_3 C4_3 C8_3 120.72(14) . . ? C4_3 C5_3 C6_3 122.28(12) . . ? C4_3 C5_3 H5_3 118.9 . . ? C6_3 C5_3 H5_3 118.9 . . ? C5_3 C6_3 C1_3 119.99(12) . . ? C5_3 C6_3 C9_3 117.48(12) . . ? C1_3 C6_3 C9_3 122.53(12) . . ? C2_3 C7_3 H7A_3 109.5 . . ? C2_3 C7_3 H7B_3 109.5 . . ? H7A_3 C7_3 H7B_3 109.5 . . ? C2_3 C7_3 H7C_3 109.5 . . ? H7A_3 C7_3 H7C_3 109.5 . . ? H7B_3 C7_3 H7C_3 109.5 . . ? C4_3 C8_3 H8A_3 109.5 . . ? C4_3 C8_3 H8B_3 109.5 . . ? H8A_3 C8_3 H8B_3 109.5 . . ? C4_3 C8_3 H8C_3 109.5 . . ? H8A_3 C8_3 H8C_3 109.5 . . ? H8B_3 C8_3 H8C_3 109.5 . . ? C6_3 C9_3 H9A_3 109.5 . . ? C6_3 C9_3 H9B_3 109.5 . . ? H9A_3 C9_3 H9B_3 109.5 . . ? C6_3 C9_3 H9C_3 109.5 . . ? H9A_3 C9_3 H9C_3 109.5 . . ? H9B_3 C9_3 H9C_3 109.5 . . ? C2_4 B1_4 C1_6 121.79(11) . . ? C2_4 B1_4 C1_5 114.88(11) . . ? C1_6 B1_4 C1_5 123.30(11) . . ? C3_4 C2_4 B1_4 175.73(15) . . ? C2_4 C3_4 H3_4 177.6(11) . . ? C2_5 C1_5 C6_5 118.52(11) . . ? C2_5 C1_5 B1_4 120.11(11) . . ? C6_5 C1_5 B1_4 121.31(11) . . ? C3_5 C2_5 C1_5 119.98(12) . . ? C3_5 C2_5 C7_5 118.78(11) . . ? C1_5 C2_5 C7_5 121.15(11) . . ? C4_5 C3_5 C2_5 121.68(12) . . ? C4_5 C3_5 H3_5 119.2 . . ? C2_5 C3_5 H3_5 119.2 . . ? C5_5 C4_5 C3_5 118.19(11) . . ? C5_5 C4_5 C8_5 120.96(12) . . ? C3_5 C4_5 C8_5 120.81(12) . . ? C4_5 C5_5 C6_5 121.90(11) . . ? C4_5 C5_5 H5_5 119.0 . . ? C6_5 C5_5 H5_5 119.0 . . ? C5_5 C6_5 C1_5 119.72(11) . . ? C5_5 C6_5 C9_5 119.15(11) . . ? C1_5 C6_5 C9_5 121.12(10) . . ? C2_5 C7_5 H7A_5 109.5 . . ? C2_5 C7_5 H7B_5 109.5 . . ? H7A_5 C7_5 H7B_5 109.5 . . ? C2_5 C7_5 H7C_5 109.5 . . ? H7A_5 C7_5 H7C_5 109.5 . . ? H7B_5 C7_5 H7C_5 109.5 . . ? C4_5 C8_5 H8A_5 109.5 . . ? C4_5 C8_5 H8B_5 109.5 . . ? H8A_5 C8_5 H8B_5 109.5 . . ? C4_5 C8_5 H8C_5 109.5 . . ? H8A_5 C8_5 H8C_5 109.5 . . ? H8B_5 C8_5 H8C_5 109.5 . . ? C6_5 C9_5 H9A_5 109.5 . . ? C6_5 C9_5 H9B_5 109.5 . . ? H9A_5 C9_5 H9B_5 109.5 . . ? C6_5 C9_5 H9C_5 109.5 . . ? H9A_5 C9_5 H9C_5 109.5 . . ? H9B_5 C9_5 H9C_5 109.5 . . ? C6_6 C1_6 C2_6 117.54(11) . . ? C6_6 C1_6 B1_4 121.06(11) . . ? C2_6 C1_6 B1_4 121.38(11) . . ? C3_6 C2_6 C1_6 119.87(13) . . ? C3_6 C2_6 C7_6 117.20(12) . . ? C1_6 C2_6 C7_6 122.92(12) . . ? C4_6 C3_6 C2_6 122.44(13) . . ? C4_6 C3_6 H3_6 118.8 . . ? C2_6 C3_6 H3_6 118.8 . . ? C3_6 C4_6 C5_6 117.78(12) . . ? C3_6 C4_6 C8_6 121.71(13) . . ? C5_6 C4_6 C8_6 120.50(14) . . ? C4_6 C5_6 C6_6 122.03(13) . . ? C4_6 C5_6 H5_6 119.0 . . ? C6_6 C5_6 H5_6 119.0 . . ? C5_6 C6_6 C1_6 120.28(12) . . ? C5_6 C6_6 C9_6 116.68(12) . . ? C1_6 C6_6 C9_6 123.02(11) . . ? C2_6 C7_6 H7A_6 109.5 . . ? C2_6 C7_6 H7B_6 109.5 . . ? H7A_6 C7_6 H7B_6 109.5 . . ? C2_6 C7_6 H7C_6 109.5 . . ? H7A_6 C7_6 H7C_6 109.5 . . ? H7B_6 C7_6 H7C_6 109.5 . . ? C4_6 C8_6 H8A_6 109.5 . . ? C4_6 C8_6 H8B_6 109.5 . . ? H8A_6 C8_6 H8B_6 109.5 . . ? C4_6 C8_6 H8C_6 109.5 . . ? H8A_6 C8_6 H8C_6 109.5 . . ? H8B_6 C8_6 H8C_6 109.5 . . ? C6_6 C9_6 H9A_6 109.5 . . ? C6_6 C9_6 H9B_6 109.5 . . ? H9A_6 C9_6 H9B_6 109.5 . . ? C6_6 C9_6 H9C_6 109.5 . . ? H9A_6 C9_6 H9C_6 109.5 . . ? H9B_6 C9_6 H9C_6 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2_1 B1_1 C1_2 C6_2 59.32(15) . . . . ? C1_3 B1_1 C1_2 C6_2 -121.26(13) . . . . ? C2_1 B1_1 C1_2 C2_2 -118.10(13) . . . . ? C1_3 B1_1 C1_2 C2_2 61.31(16) . . . . ? C6_2 C1_2 C2_2 C3_2 2.20(17) . . . . ? B1_1 C1_2 C2_2 C3_2 179.71(11) . . . . ? C6_2 C1_2 C2_2 C7_2 -173.67(11) . . . . ? B1_1 C1_2 C2_2 C7_2 3.84(17) . . . . ? C1_2 C2_2 C3_2 C4_2 -0.09(18) . . . . ? C7_2 C2_2 C3_2 C4_2 175.89(11) . . . . ? C2_2 C3_2 C4_2 C5_2 -1.86(18) . . . . ? C2_2 C3_2 C4_2 C8_2 177.15(11) . . . . ? C3_2 C4_2 C5_2 C6_2 1.70(18) . . . . ? C8_2 C4_2 C5_2 C6_2 -177.31(11) . . . . ? C4_2 C5_2 C6_2 C1_2 0.42(18) . . . . ? C4_2 C5_2 C6_2 C9_2 177.79(11) . . . . ? C2_2 C1_2 C6_2 C5_2 -2.36(17) . . . . ? B1_1 C1_2 C6_2 C5_2 -179.83(11) . . . . ? C2_2 C1_2 C6_2 C9_2 -179.62(11) . . . . ? B1_1 C1_2 C6_2 C9_2 2.91(17) . . . . ? C2_1 B1_1 C1_3 C6_3 42.38(17) . . . . ? C1_2 B1_1 C1_3 C6_3 -137.01(12) . . . . ? C2_1 B1_1 C1_3 C2_3 -136.30(12) . . . . ? C1_2 B1_1 C1_3 C2_3 44.31(17) . . . . ? C6_3 C1_3 C2_3 C3_3 -0.63(18) . . . . ? B1_1 C1_3 C2_3 C3_3 178.10(11) . . . . ? C6_3 C1_3 C2_3 C7_3 -178.72(11) . . . . ? B1_1 C1_3 C2_3 C7_3 0.00(18) . . . . ? C1_3 C2_3 C3_3 C4_3 2.2(2) . . . . ? C7_3 C2_3 C3_3 C4_3 -179.62(12) . . . . ? C2_3 C3_3 C4_3 C5_3 -1.5(2) . . . . ? C2_3 C3_3 C4_3 C8_3 177.15(13) . . . . ? C3_3 C4_3 C5_3 C6_3 -0.7(2) . . . . ? C8_3 C4_3 C5_3 C6_3 -179.39(13) . . . . ? C4_3 C5_3 C6_3 C1_3 2.3(2) . . . . ? C4_3 C5_3 C6_3 C9_3 -178.54(12) . . . . ? C2_3 C1_3 C6_3 C5_3 -1.53(18) . . . . ? B1_1 C1_3 C6_3 C5_3 179.75(11) . . . . ? C2_3 C1_3 C6_3 C9_3 179.33(12) . . . . ? B1_1 C1_3 C6_3 C9_3 0.61(19) . . . . ? C2_4 B1_4 C1_5 C2_5 113.62(13) . . . . ? C1_6 B1_4 C1_5 C2_5 -64.23(16) . . . . ? C2_4 B1_4 C1_5 C6_5 -63.45(15) . . . . ? C1_6 B1_4 C1_5 C6_5 118.70(13) . . . . ? C6_5 C1_5 C2_5 C3_5 -0.31(17) . . . . ? B1_4 C1_5 C2_5 C3_5 -177.46(11) . . . . ? C6_5 C1_5 C2_5 C7_5 176.35(11) . . . . ? B1_4 C1_5 C2_5 C7_5 -0.81(17) . . . . ? C1_5 C2_5 C3_5 C4_5 0.01(18) . . . . ? C7_5 C2_5 C3_5 C4_5 -176.72(12) . . . . ? C2_5 C3_5 C4_5 C5_5 -0.26(18) . . . . ? C2_5 C3_5 C4_5 C8_5 177.50(12) . . . . ? C3_5 C4_5 C5_5 C6_5 0.83(18) . . . . ? C8_5 C4_5 C5_5 C6_5 -176.93(11) . . . . ? C4_5 C5_5 C6_5 C1_5 -1.15(17) . . . . ? C4_5 C5_5 C6_5 C9_5 -179.54(11) . . . . ? C2_5 C1_5 C6_5 C5_5 0.86(16) . . . . ? B1_4 C1_5 C6_5 C5_5 177.98(11) . . . . ? C2_5 C1_5 C6_5 C9_5 179.22(10) . . . . ? B1_4 C1_5 C6_5 C9_5 -3.66(17) . . . . ? C2_4 B1_4 C1_6 C6_6 144.29(12) . . . . ? C1_5 B1_4 C1_6 C6_6 -38.00(17) . . . . ? C2_4 B1_4 C1_6 C2_6 -37.46(18) . . . . ? C1_5 B1_4 C1_6 C2_6 140.25(12) . . . . ? C6_6 C1_6 C2_6 C3_6 2.37(18) . . . . ? B1_4 C1_6 C2_6 C3_6 -175.94(11) . . . . ? C6_6 C1_6 C2_6 C7_6 -178.85(12) . . . . ? B1_4 C1_6 C2_6 C7_6 2.84(19) . . . . ? C1_6 C2_6 C3_6 C4_6 -1.7(2) . . . . ? C7_6 C2_6 C3_6 C4_6 179.42(13) . . . . ? C2_6 C3_6 C4_6 C5_6 -0.6(2) . . . . ? C2_6 C3_6 C4_6 C8_6 178.42(13) . . . . ? C3_6 C4_6 C5_6 C6_6 2.2(2) . . . . ? C8_6 C4_6 C5_6 C6_6 -176.80(13) . . . . ? C4_6 C5_6 C6_6 C1_6 -1.5(2) . . . . ? C4_6 C5_6 C6_6 C9_6 179.98(12) . . . . ? C2_6 C1_6 C6_6 C5_6 -0.81(18) . . . . ? B1_4 C1_6 C6_6 C5_6 177.51(11) . . . . ? C2_6 C1_6 C6_6 C9_6 177.60(12) . . . . ? B1_4 C1_6 C6_6 C9_6 -4.08(18) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.274 _refine_diff_density_min -0.180 _refine_diff_density_rms 0.035 _database_code_depnum_ccdc_archive 'CCDC 948685' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; ? ; _chemical_melting_point ? _chemical_formula_moiety 'C57 H70 B2 N4' _chemical_formula_sum 'C57 H70 B2 N4' _chemical_formula_weight 832.79 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 11.5165(8) _cell_length_b 14.9171(12) _cell_length_c 15.0308(11) _cell_angle_alpha 93.716(4) _cell_angle_beta 107.248(3) _cell_angle_gamma 99.859(3) _cell_volume 2411.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7651 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 26.76 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.147 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 900 _exptl_absorpt_coefficient_mu 0.066 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6624 _exptl_absorpt_correction_T_max 0.7454 _exptl_absorpt_process_details 'Sadabs 2008/1 (Bruker 2008)' _exptl_special_details ; The crystal was immersed in a film of perfluoropolyether oil, mounted on a polyimide microloop (MicroMounts of MiTeGen) and transferred to stream of cold nitrogen (Oxford Cryostream 700). ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator 'multi-layer mirror' _diffrn_measurement_device_type 'Bruker X8-APEX II' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_reflns_number 126573 _diffrn_reflns_av_R_equivalents 0.0505 _diffrn_reflns_av_sigmaI/netI 0.0259 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 26.86 _reflns_number_total 10290 _reflns_number_gt 8356 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 ver. 2010.3 (Bruker AXS)' _computing_cell_refinement 'Saint+ ver. 7.68A (Bruker AXS)' _computing_data_reduction 'Saint+ ver. 7.68A (Bruker AXS)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'XP ver. 5.1 (Bruker AXS, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0365P)^2^+1.6378P] 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 10290 _refine_ls_number_parameters 585 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0575 _refine_ls_R_factor_gt 0.0436 _refine_ls_wR_factor_ref 0.1111 _refine_ls_wR_factor_gt 0.1032 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group B1 B 0.19462(14) 0.41827(11) 0.75879(11) 0.0161(3) Uani 1 1 d . . . C1 C 0.14853(12) 0.31540(10) 0.78641(10) 0.0178(3) Uani 1 1 d . . . N2 N 0.09624(11) 0.23833(8) 0.72446(9) 0.0201(3) Uani 1 1 d . . . C3 C 0.05908(15) 0.16607(11) 0.76858(12) 0.0271(3) Uani 1 1 d . . . H3 H 0.0198 0.1054 0.7400 0.033 Uiso 1 1 calc R . . C4 C 0.08884(15) 0.19756(11) 0.85945(12) 0.0278(4) Uani 1 1 d . . . H4 H 0.0747 0.1633 0.9077 0.033 Uiso 1 1 calc R . . N5 N 0.14401(11) 0.28923(9) 0.87018(9) 0.0212(3) Uani 1 1 d . . . C6 C 0.19572(15) 0.34321(12) 0.96268(11) 0.0274(3) Uani 1 1 d . . . H6A H 0.2698 0.3878 0.9644 0.041 Uiso 1 1 calc R . . H6B H 0.2183 0.3024 1.0107 0.041 Uiso 1 1 calc R . . H6C H 0.1338 0.3757 0.9749 0.041 Uiso 1 1 calc R . . C7 C 0.09503(14) 0.22554(11) 0.62675(11) 0.0238(3) Uani 1 1 d . . . H7A H 0.1544 0.2757 0.6159 0.036 Uiso 1 1 calc R . . H7B H 0.0116 0.2255 0.5848 0.036 Uiso 1 1 calc R . . H7C H 0.1183 0.1669 0.6141 0.036 Uiso 1 1 calc R . . C8 C 0.08257(13) 0.42465(9) 0.66646(10) 0.0174(3) Uani 1 1 d . . . C9 C -0.00109(14) 0.42571(10) 0.59712(11) 0.0223(3) Uani 1 1 d . . . H9 H -0.0676 0.4266 0.5420 0.027 Uiso 1 1 calc R . . C11 C 0.31987(12) 0.42280(9) 0.72444(9) 0.0158(3) Uani 1 1 d . . . C12 C 0.35006(13) 0.49366(10) 0.67204(9) 0.0175(3) Uani 1 1 d . . . C13 C 0.45144(13) 0.49851(10) 0.63790(10) 0.0189(3) Uani 1 1 d . . . H13 H 0.4688 0.5473 0.6032 0.023 Uiso 1 1 calc R . . C14 C 0.52722(13) 0.43455(10) 0.65314(10) 0.0197(3) Uani 1 1 d . . . C15 C 0.50159(13) 0.36716(10) 0.70767(10) 0.0197(3) Uani 1 1 d . . . H15 H 0.5538 0.3237 0.7212 0.024 Uiso 1 1 calc R . . C16 C 0.40204(13) 0.36054(10) 0.74360(10) 0.0176(3) Uani 1 1 d . . . C17 C 0.28222(13) 0.57222(10) 0.65469(10) 0.0205(3) Uani 1 1 d . . . H17A H 0.2123 0.5557 0.5965 0.031 Uiso 1 1 calc R . . H17B H 0.3392 0.6269 0.6490 0.031 Uiso 1 1 calc R . . H17C H 0.2512 0.5851 0.7073 0.031 Uiso 1 1 calc R . . C18 C 0.63389(14) 0.43872(12) 0.61379(11) 0.0268(3) Uani 1 1 d . . . H18A H 0.6436 0.4949 0.5841 0.040 Uiso 1 1 calc R . . H18B H 0.6171 0.3853 0.5671 0.040 Uiso 1 1 calc R . . H18C H 0.7103 0.4387 0.6647 0.040 Uiso 1 1 calc R . . C19 C 0.39495(13) 0.28722(10) 0.80821(11) 0.0217(3) Uani 1 1 d . . . H19A H 0.3261 0.2362 0.7759 0.033 Uiso 1 1 calc R . . H19B H 0.3813 0.3132 0.8650 0.033 Uiso 1 1 calc R . . H19C H 0.4729 0.2648 0.8255 0.033 Uiso 1 1 calc R . . C21 C 0.20029(13) 0.49858(10) 0.84296(9) 0.0171(3) Uani 1 1 d . . . C22 C 0.31144(13) 0.55731(10) 0.90067(10) 0.0193(3) Uani 1 1 d . . . C23 C 0.30868(15) 0.62568(11) 0.96760(10) 0.0240(3) Uani 1 1 d . . . H23 H 0.3847 0.6645 1.0041 0.029 Uiso 1 1 calc R . . C24 C 0.19988(16) 0.63939(11) 0.98308(10) 0.0262(3) Uani 1 1 d . . . C25 C 0.09192(15) 0.58006(11) 0.93023(10) 0.0242(3) Uani 1 1 d . . . H25 H 0.0162 0.5861 0.9410 0.029 Uiso 1 1 calc R . . C26 C 0.08965(13) 0.51139(10) 0.86147(10) 0.0199(3) Uani 1 1 d . . . C27 C 0.43941(13) 0.54979(11) 0.89725(10) 0.0230(3) Uani 1 1 d . . . H27A H 0.5022 0.5910 0.9491 0.034 Uiso 1 1 calc R . . H27B H 0.4482 0.5669 0.8374 0.034 Uiso 1 1 calc R . . H27C H 0.4507 0.4865 0.9031 0.034 Uiso 1 1 calc R . . C28 C 0.20066(19) 0.71579(13) 1.05452(13) 0.0386(4) Uani 1 1 d . . . H28A H 0.2306 0.7750 1.0361 0.058 Uiso 1 1 calc R . . H28B H 0.2556 0.7087 1.1163 0.058 Uiso 1 1 calc R . . H28C H 0.1163 0.7132 1.0575 0.058 Uiso 1 1 calc R . . C29 C -0.03735(14) 0.45231(11) 0.81169(11) 0.0255(3) Uani 1 1 d . . . H29A H -0.0745 0.4753 0.7523 0.038 Uiso 1 1 calc R . . H29B H -0.0907 0.4545 0.8516 0.038 Uiso 1 1 calc R . . H29C H -0.0290 0.3889 0.7990 0.038 Uiso 1 1 calc R . . B50 B 0.10940(14) 0.13241(11) 0.28573(11) 0.0158(3) Uani 1 1 d . . . C51 C 0.10361(13) 0.22881(10) 0.34185(10) 0.0168(3) Uani 1 1 d . . . N52 N 0.01554(11) 0.28032(8) 0.32087(9) 0.0196(3) Uani 1 1 d . . . C53 C 0.04685(15) 0.35684(11) 0.38581(11) 0.0265(3) Uani 1 1 d . . . H53 H 0.0001 0.4034 0.3861 0.032 Uiso 1 1 calc R . . C54 C 0.15586(16) 0.35323(11) 0.44865(11) 0.0265(3) Uani 1 1 d . . . H54 H 0.2010 0.3967 0.5019 0.032 Uiso 1 1 calc R . . N55 N 0.18984(11) 0.27452(8) 0.42119(8) 0.0204(3) Uani 1 1 d . . . C56 C -0.09545(14) 0.26543(11) 0.23844(12) 0.0264(3) Uani 1 1 d . . . H56A H -0.0750 0.2447 0.1827 0.040 Uiso 1 1 calc R . . H56B H -0.1253 0.3229 0.2296 0.040 Uiso 1 1 calc R . . H56C H -0.1603 0.2187 0.2478 0.040 Uiso 1 1 calc R . . C57 C 0.31045(15) 0.25180(11) 0.46729(11) 0.0276(3) Uani 1 1 d . . . H57A H 0.2983 0.1967 0.4982 0.041 Uiso 1 1 calc R . . H57B H 0.3622 0.3030 0.5142 0.041 Uiso 1 1 calc R . . H57C H 0.3516 0.2405 0.4203 0.041 Uiso 1 1 calc R . . C58 C 0.15534(13) 0.06767(10) 0.36586(10) 0.0180(3) Uani 1 1 d . . . C59 C 0.18860(14) 0.01599(11) 0.42136(10) 0.0236(3) Uani 1 1 d . . . H59 H 0.2150 -0.0250 0.4654 0.028 Uiso 1 1 calc R . . C61 C 0.22195(12) 0.15131(9) 0.23627(9) 0.0154(3) Uani 1 1 d . . . C62 C 0.27432(13) 0.07711(10) 0.21319(9) 0.0167(3) Uani 1 1 d . . . C63 C 0.38479(13) 0.09186(10) 0.19094(10) 0.0192(3) Uani 1 1 d . . . H63 H 0.4178 0.0404 0.1771 0.023 Uiso 1 1 calc R . . C64 C 0.44801(13) 0.17883(11) 0.18837(10) 0.0208(3) Uani 1 1 d . . . C65 C 0.39127(13) 0.25098(10) 0.20169(10) 0.0206(3) Uani 1 1 d . . . H65 H 0.4294 0.3110 0.1958 0.025 Uiso 1 1 calc R . . C66 C 0.28032(13) 0.23918(10) 0.22349(9) 0.0177(3) Uani 1 1 d . . . C67 C 0.21181(13) -0.02182(10) 0.20722(10) 0.0192(3) Uani 1 1 d . . . H67A H 0.2327 -0.0594 0.1605 0.029 Uiso 1 1 calc R . . H67B H 0.1217 -0.0267 0.1887 0.029 Uiso 1 1 calc R . . H67C H 0.2405 -0.0436 0.2686 0.029 Uiso 1 1 calc R . . C68 C 0.57244(14) 0.19470(12) 0.17182(12) 0.0293(4) Uani 1 1 d . . . H68A H 0.6362 0.2278 0.2286 0.044 Uiso 1 1 calc R . . H68B H 0.5692 0.2310 0.1194 0.044 Uiso 1 1 calc R . . H68C H 0.5928 0.1356 0.1567 0.044 Uiso 1 1 calc R . . C69 C 0.22728(14) 0.32531(10) 0.22693(11) 0.0227(3) Uani 1 1 d . . . H69A H 0.2441 0.3501 0.2925 0.034 Uiso 1 1 calc R . . H69B H 0.1375 0.3104 0.1955 0.034 Uiso 1 1 calc R . . H69C H 0.2660 0.3710 0.1950 0.034 Uiso 1 1 calc R . . C71 C -0.03324(13) 0.08020(9) 0.22194(9) 0.0157(3) Uani 1 1 d . . . C72 C -0.07528(13) 0.06460(9) 0.12261(10) 0.0165(3) Uani 1 1 d . . . C73 C -0.19314(13) 0.01302(10) 0.07384(10) 0.0192(3) Uani 1 1 d . . . H73 H -0.2175 0.0026 0.0073 0.023 Uiso 1 1 calc R . . C74 C -0.27596(13) -0.02358(10) 0.11922(10) 0.0205(3) Uani 1 1 d . . . C75 C -0.23918(13) -0.00288(10) 0.21586(10) 0.0199(3) Uani 1 1 d . . . H75 H -0.2959 -0.0237 0.2484 0.024 Uiso 1 1 calc R . . C76 C -0.12164(13) 0.04751(10) 0.26720(10) 0.0178(3) Uani 1 1 d . . . C77 C 0.00029(13) 0.10622(10) 0.06304(10) 0.0193(3) Uani 1 1 d . . . H77A H 0.0311 0.1718 0.0847 0.029 Uiso 1 1 calc R . . H77B H -0.0520 0.0980 -0.0027 0.029 Uiso 1 1 calc R . . H77C H 0.0706 0.0758 0.0685 0.029 Uiso 1 1 calc R . . C78 C -0.40004(14) -0.08297(11) 0.06537(11) 0.0275(3) Uani 1 1 d . . . H78A H -0.4332 -0.0601 0.0052 0.041 Uiso 1 1 calc R . . H78B H -0.4576 -0.0812 0.1019 0.041 Uiso 1 1 calc R . . H78C H -0.3900 -0.1462 0.0540 0.041 Uiso 1 1 calc R . . C79 C -0.09980(14) 0.06634(11) 0.37201(10) 0.0226(3) Uani 1 1 d . . . H79A H -0.1782 0.0716 0.3831 0.034 Uiso 1 1 calc R . . H79B H -0.0392 0.1237 0.3973 0.034 Uiso 1 1 calc R . . H79C H -0.0680 0.0158 0.4032 0.034 Uiso 1 1 calc R . . C101 C 0.68809(15) 0.19594(11) 0.64168(11) 0.0251(3) Uani 1 1 d . . . H101 H 0.7131 0.2069 0.7082 0.030 Uiso 1 1 calc R . . C102 C 0.57309(14) 0.14107(11) 0.59319(11) 0.0246(3) Uani 1 1 d . . . C103 C 0.73134(15) 0.21980(11) 0.49747(12) 0.0287(4) Uani 1 1 d . . . H103 H 0.7850 0.2466 0.4648 0.034 Uiso 1 1 calc R . . C104 C 0.53877(15) 0.12635(11) 0.49587(12) 0.0280(3) Uani 1 1 d . . . H104 H 0.4606 0.0890 0.4615 0.034 Uiso 1 1 calc R . . C105 C 0.61709(16) 0.16538(12) 0.44832(12) 0.0302(4) Uani 1 1 d . . . H105 H 0.5923 0.1548 0.3817 0.036 Uiso 1 1 calc R . . C106 C 0.48804(17) 0.09932(13) 0.64531(13) 0.0355(4) Uani 1 1 d . . . H10A H 0.4039 0.0789 0.6015 0.053 Uiso 1 1 calc R . . H10B H 0.4872 0.1452 0.6947 0.053 Uiso 1 1 calc R . . H10C H 0.5177 0.0468 0.6736 0.053 Uiso 1 1 calc R . . C107 C 0.76696(15) 0.23498(11) 0.59432(12) 0.0267(3) Uani 1 1 d . . . H107 H 0.8454 0.2721 0.6285 0.032 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 B1 0.0160(7) 0.0143(8) 0.0177(7) 0.0035(6) 0.0050(6) 0.0024(6) C1 0.0140(6) 0.0190(7) 0.0219(7) 0.0050(6) 0.0067(5) 0.0048(5) N2 0.0180(6) 0.0152(6) 0.0278(7) 0.0038(5) 0.0085(5) 0.0027(5) C3 0.0271(8) 0.0152(7) 0.0438(10) 0.0072(7) 0.0183(7) 0.0031(6) C4 0.0308(8) 0.0200(8) 0.0414(9) 0.0141(7) 0.0215(7) 0.0066(7) N5 0.0218(6) 0.0206(6) 0.0253(6) 0.0087(5) 0.0114(5) 0.0063(5) C6 0.0323(8) 0.0324(9) 0.0211(7) 0.0100(7) 0.0110(7) 0.0089(7) C7 0.0253(8) 0.0188(8) 0.0268(8) -0.0016(6) 0.0087(6) 0.0039(6) C8 0.0189(7) 0.0131(7) 0.0210(7) 0.0014(5) 0.0085(6) 0.0017(5) C9 0.0226(7) 0.0185(7) 0.0230(7) 0.0021(6) 0.0035(6) 0.0036(6) C11 0.0153(6) 0.0156(7) 0.0144(6) 0.0004(5) 0.0030(5) 0.0008(5) C12 0.0175(7) 0.0178(7) 0.0143(6) -0.0001(5) 0.0023(5) 0.0011(6) C13 0.0198(7) 0.0187(7) 0.0157(7) 0.0033(5) 0.0044(5) -0.0011(6) C14 0.0165(7) 0.0226(8) 0.0169(7) -0.0011(6) 0.0037(5) -0.0007(6) C15 0.0172(7) 0.0197(7) 0.0211(7) 0.0009(6) 0.0043(6) 0.0042(6) C16 0.0173(7) 0.0162(7) 0.0166(7) 0.0009(5) 0.0029(5) 0.0012(5) C17 0.0211(7) 0.0187(7) 0.0215(7) 0.0063(6) 0.0060(6) 0.0029(6) C18 0.0222(8) 0.0333(9) 0.0268(8) 0.0044(7) 0.0110(6) 0.0041(7) C19 0.0192(7) 0.0212(8) 0.0267(8) 0.0086(6) 0.0073(6) 0.0071(6) C21 0.0196(7) 0.0158(7) 0.0161(6) 0.0051(5) 0.0052(5) 0.0032(6) C22 0.0231(7) 0.0176(7) 0.0163(7) 0.0052(5) 0.0051(6) 0.0022(6) C23 0.0287(8) 0.0209(8) 0.0177(7) 0.0011(6) 0.0034(6) -0.0001(6) C24 0.0384(9) 0.0221(8) 0.0189(7) 0.0029(6) 0.0088(7) 0.0086(7) C25 0.0285(8) 0.0266(8) 0.0220(7) 0.0050(6) 0.0112(6) 0.0111(7) C26 0.0217(7) 0.0194(7) 0.0195(7) 0.0058(6) 0.0065(6) 0.0056(6) C27 0.0205(7) 0.0254(8) 0.0183(7) 0.0012(6) 0.0031(6) -0.0020(6) C28 0.0508(11) 0.0338(10) 0.0309(9) -0.0071(8) 0.0131(8) 0.0110(9) C29 0.0193(7) 0.0309(9) 0.0276(8) 0.0015(7) 0.0097(6) 0.0052(6) B50 0.0171(7) 0.0152(8) 0.0158(7) 0.0021(6) 0.0063(6) 0.0028(6) C51 0.0174(7) 0.0168(7) 0.0176(7) 0.0037(5) 0.0076(5) 0.0028(5) N52 0.0206(6) 0.0156(6) 0.0251(6) 0.0022(5) 0.0108(5) 0.0039(5) C53 0.0326(9) 0.0184(8) 0.0338(9) 0.0000(6) 0.0185(7) 0.0059(7) C54 0.0358(9) 0.0183(8) 0.0256(8) -0.0035(6) 0.0145(7) 0.0001(7) N55 0.0240(6) 0.0178(6) 0.0183(6) -0.0004(5) 0.0069(5) 0.0018(5) C56 0.0194(7) 0.0224(8) 0.0372(9) 0.0065(7) 0.0060(7) 0.0075(6) C57 0.0249(8) 0.0278(9) 0.0226(8) -0.0012(6) -0.0016(6) 0.0025(7) C58 0.0181(7) 0.0178(7) 0.0183(7) -0.0009(6) 0.0076(6) 0.0016(6) C59 0.0263(8) 0.0247(8) 0.0201(7) 0.0058(6) 0.0068(6) 0.0051(6) C61 0.0151(6) 0.0166(7) 0.0130(6) 0.0018(5) 0.0029(5) 0.0020(5) C62 0.0176(7) 0.0174(7) 0.0139(6) 0.0025(5) 0.0034(5) 0.0028(6) C63 0.0191(7) 0.0196(7) 0.0193(7) 0.0010(6) 0.0060(6) 0.0055(6) C64 0.0167(7) 0.0254(8) 0.0190(7) 0.0018(6) 0.0057(6) 0.0009(6) C65 0.0210(7) 0.0176(7) 0.0212(7) 0.0025(6) 0.0072(6) -0.0022(6) C66 0.0196(7) 0.0174(7) 0.0150(6) 0.0016(5) 0.0048(5) 0.0024(6) C67 0.0216(7) 0.0157(7) 0.0217(7) 0.0024(6) 0.0086(6) 0.0050(6) C68 0.0199(8) 0.0317(9) 0.0358(9) 0.0001(7) 0.0119(7) -0.0007(7) C69 0.0278(8) 0.0163(7) 0.0269(8) 0.0054(6) 0.0134(6) 0.0029(6) C71 0.0181(7) 0.0122(7) 0.0186(7) 0.0026(5) 0.0074(5) 0.0040(5) C72 0.0193(7) 0.0138(7) 0.0183(7) 0.0029(5) 0.0074(5) 0.0053(5) C73 0.0202(7) 0.0188(7) 0.0169(7) 0.0018(6) 0.0034(6) 0.0042(6) C74 0.0177(7) 0.0170(7) 0.0260(7) 0.0036(6) 0.0048(6) 0.0040(6) C75 0.0192(7) 0.0185(7) 0.0254(7) 0.0066(6) 0.0113(6) 0.0035(6) C76 0.0207(7) 0.0150(7) 0.0201(7) 0.0042(5) 0.0086(6) 0.0053(6) C77 0.0201(7) 0.0209(7) 0.0156(7) 0.0020(6) 0.0055(6) 0.0013(6) C78 0.0196(7) 0.0277(9) 0.0299(8) 0.0052(7) 0.0031(6) -0.0020(6) C79 0.0231(7) 0.0249(8) 0.0222(7) 0.0033(6) 0.0122(6) 0.0021(6) C101 0.0282(8) 0.0207(8) 0.0269(8) 0.0041(6) 0.0067(6) 0.0092(6) C102 0.0247(8) 0.0199(8) 0.0325(8) 0.0057(6) 0.0108(7) 0.0088(6) C103 0.0299(8) 0.0253(8) 0.0363(9) 0.0090(7) 0.0162(7) 0.0081(7) C104 0.0230(8) 0.0258(8) 0.0327(9) 0.0026(7) 0.0041(7) 0.0063(7) C105 0.0341(9) 0.0312(9) 0.0257(8) 0.0058(7) 0.0068(7) 0.0116(7) C106 0.0347(9) 0.0329(10) 0.0425(10) 0.0064(8) 0.0186(8) 0.0041(8) C107 0.0218(7) 0.0205(8) 0.0364(9) 0.0030(7) 0.0066(7) 0.0052(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 B1 C8 1.612(2) . ? B1 C1 1.656(2) . ? B1 C11 1.663(2) . ? B1 C21 1.664(2) . ? C1 N5 1.3551(18) . ? C1 N2 1.3577(19) . ? N2 C3 1.3740(19) . ? N2 C7 1.4643(19) . ? C3 C4 1.337(2) . ? C4 N5 1.383(2) . ? N5 C6 1.461(2) . ? C8 C9 1.194(2) . ? C11 C12 1.4152(19) . ? C11 C16 1.420(2) . ? C12 C13 1.4011(19) . ? C12 C17 1.511(2) . ? C13 C14 1.385(2) . ? C14 C15 1.385(2) . ? C14 C18 1.507(2) . ? C15 C16 1.397(2) . ? C16 C19 1.517(2) . ? C21 C22 1.420(2) . ? C21 C26 1.423(2) . ? C22 C23 1.397(2) . ? C22 C27 1.513(2) . ? C23 C24 1.386(2) . ? C24 C25 1.381(2) . ? C24 C28 1.511(2) . ? C25 C26 1.398(2) . ? C26 C29 1.517(2) . ? B50 C58 1.616(2) . ? B50 C51 1.641(2) . ? B50 C71 1.660(2) . ? B50 C61 1.669(2) . ? C51 N52 1.3518(18) . ? C51 N55 1.3542(18) . ? N52 C53 1.375(2) . ? N52 C56 1.4650(19) . ? C53 C54 1.341(2) . ? C54 N55 1.376(2) . ? N55 C57 1.465(2) . ? C58 C59 1.197(2) . ? C61 C62 1.418(2) . ? C61 C66 1.419(2) . ? C62 C63 1.3946(19) . ? C62 C67 1.512(2) . ? C63 C64 1.384(2) . ? C64 C65 1.384(2) . ? C64 C68 1.508(2) . ? C65 C66 1.396(2) . ? C66 C69 1.518(2) . ? C71 C72 1.4160(19) . ? C71 C76 1.4215(19) . ? C72 C73 1.397(2) . ? C72 C77 1.5145(19) . ? C73 C74 1.389(2) . ? C74 C75 1.385(2) . ? C74 C78 1.506(2) . ? C75 C76 1.396(2) . ? C76 C79 1.5191(19) . ? C101 C107 1.388(2) . ? C101 C102 1.391(2) . ? C102 C104 1.389(2) . ? C102 C106 1.507(2) . ? C103 C107 1.382(2) . ? C103 C105 1.384(2) . ? C104 C105 1.386(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C8 B1 C1 102.29(11) . . ? C8 B1 C11 106.07(11) . . ? C1 B1 C11 111.53(11) . . ? C8 B1 C21 108.51(11) . . ? C1 B1 C21 109.88(11) . . ? C11 B1 C21 117.36(11) . . ? N5 C1 N2 104.55(12) . . ? N5 C1 B1 129.94(13) . . ? N2 C1 B1 125.33(12) . . ? C1 N2 C3 111.00(13) . . ? C1 N2 C7 126.62(12) . . ? C3 N2 C7 121.69(13) . . ? C4 C3 N2 106.82(14) . . ? C3 C4 N5 107.28(14) . . ? C1 N5 C4 110.34(13) . . ? C1 N5 C6 128.05(13) . . ? C4 N5 C6 121.46(13) . . ? C9 C8 B1 177.39(15) . . ? C12 C11 C16 115.70(12) . . ? C12 C11 B1 119.07(12) . . ? C16 C11 B1 125.22(12) . . ? C13 C12 C11 121.48(13) . . ? C13 C12 C17 115.35(12) . . ? C11 C12 C17 123.04(12) . . ? C14 C13 C12 122.16(13) . . ? C15 C14 C13 116.78(13) . . ? C15 C14 C18 121.40(14) . . ? C13 C14 C18 121.82(14) . . ? C14 C15 C16 122.68(14) . . ? C15 C16 C11 121.07(13) . . ? C15 C16 C19 115.08(12) . . ? C11 C16 C19 123.74(12) . . ? C22 C21 C26 115.74(13) . . ? C22 C21 B1 124.02(12) . . ? C26 C21 B1 120.25(12) . . ? C23 C22 C21 120.90(14) . . ? C23 C22 C27 115.23(13) . . ? C21 C22 C27 123.86(13) . . ? C24 C23 C22 122.84(14) . . ? C25 C24 C23 116.72(14) . . ? C25 C24 C28 122.15(15) . . ? C23 C24 C28 121.13(15) . . ? C24 C25 C26 122.55(14) . . ? C25 C26 C21 121.16(14) . . ? C25 C26 C29 114.85(13) . . ? C21 C26 C29 123.97(13) . . ? C58 B50 C51 105.69(11) . . ? C58 B50 C71 105.90(11) . . ? C51 B50 C71 109.29(11) . . ? C58 B50 C61 105.21(11) . . ? C51 B50 C61 109.39(11) . . ? C71 B50 C61 120.29(11) . . ? N52 C51 N55 104.73(12) . . ? N52 C51 B50 129.13(12) . . ? N55 C51 B50 126.14(12) . . ? C51 N52 C53 110.67(13) . . ? C51 N52 C56 127.71(12) . . ? C53 N52 C56 121.48(13) . . ? C54 C53 N52 107.03(14) . . ? C53 C54 N55 106.87(14) . . ? C51 N55 C54 110.69(13) . . ? C51 N55 C57 126.16(12) . . ? C54 N55 C57 122.78(13) . . ? C59 C58 B50 176.41(15) . . ? C62 C61 C66 115.53(12) . . ? C62 C61 B50 119.44(12) . . ? C66 C61 B50 124.71(12) . . ? C63 C62 C61 121.37(13) . . ? C63 C62 C67 116.19(12) . . ? C61 C62 C67 122.39(12) . . ? C64 C63 C62 122.27(14) . . ? C63 C64 C65 116.65(13) . . ? C63 C64 C68 121.94(14) . . ? C65 C64 C68 121.41(14) . . ? C64 C65 C66 122.76(14) . . ? C65 C66 C61 120.76(13) . . ? C65 C66 C69 114.72(13) . . ? C61 C66 C69 124.46(12) . . ? C72 C71 C76 115.93(12) . . ? C72 C71 B50 124.26(12) . . ? C76 C71 B50 119.80(12) . . ? C73 C72 C71 121.08(13) . . ? C73 C72 C77 116.08(12) . . ? C71 C72 C77 122.76(12) . . ? C74 C73 C72 122.33(13) . . ? C75 C74 C73 116.94(13) . . ? C75 C74 C78 121.76(13) . . ? C73 C74 C78 121.30(14) . . ? C74 C75 C76 122.33(13) . . ? C75 C76 C71 121.08(13) . . ? C75 C76 C79 114.78(12) . . ? C71 C76 C79 124.11(13) . . ? C107 C101 C102 121.02(15) . . ? C104 C102 C101 118.31(15) . . ? C104 C102 C106 121.12(15) . . ? C101 C102 C106 120.56(15) . . ? C107 C103 C105 119.62(15) . . ? C105 C104 C102 120.84(15) . . ? C103 C105 C104 120.25(15) . . ? C103 C107 C101 119.96(15) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.86 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.344 _refine_diff_density_min -0.254 _refine_diff_density_rms 0.042 _database_code_depnum_ccdc_archive 'CCDC 948686' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; ? ; _chemical_melting_point ? _chemical_formula_moiety 'C47 H59 B N2' _chemical_formula_sum 'C47 H59 B N2' _chemical_formula_weight 662.77 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 19.927(9) _cell_length_b 18.683(10) _cell_length_c 11.255(6) _cell_angle_alpha 90.00 _cell_angle_beta 100.333(11) _cell_angle_gamma 90.00 _cell_volume 4122(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.49 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.068 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 0.060 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.6437 _exptl_absorpt_correction_T_max 0.7454 _exptl_absorpt_process_details 'Sadabs 2008/1 (Bruker 2008)' _exptl_special_details ; The crystal was immersed in a film of perfluoropolyether oil, mounted on a a glass fiber and transferred to stream of cold nitrogen. ; loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0.00 -1.00 -1.00 0.1670 0.00 1.00 1.00 0.1630 1.00 -1.00 -1.00 0.1450 -1.00 -1.00 -1.00 0.1690 -1.00 1.00 0.00 0.1660 1.00 -1.00 0.00 0.0800 -1.00 0.00 -1.00 0.1970 1.00 0.00 1.00 0.1690 1.00 -1.00 1.00 0.1730 0.00 1.00 0.00 0.1720 0.00 -1.00 0.00 0.0950 0.00 0.00 1.00 0.1970 0.00 0.00 -1.00 0.2390 1.00 1.00 -1.00 0.2570 -1.00 -1.00 1.00 0.2050 1.00 0.00 0.00 0.0480 -1.00 0.00 0.00 0.0780 2.00 1.00 0.00 0.0880 -2.00 -1.00 0.00 0.1090 _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator 'multi-layer mirror' _diffrn_measurement_device_type 'Bruker X8-APEX II' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35318 _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_sigmaI/netI 0.0534 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.04 _diffrn_reflns_theta_max 26.78 _reflns_number_total 8769 _reflns_number_gt 5573 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 ver. 2010.3 (Bruker AXS)' _computing_cell_refinement 'Saint+ ver. 7.68A (Bruker AXS)' _computing_data_reduction 'Saint+ ver. 7.68A (Bruker AXS)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP ver. 5.1 (Bruker AXS, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0833P)^2^+1.4122P] 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 8769 _refine_ls_number_parameters 464 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1036 _refine_ls_R_factor_gt 0.0595 _refine_ls_wR_factor_ref 0.1775 _refine_ls_wR_factor_gt 0.1538 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1_1 C 0.27834(9) 0.54128(10) 0.57333(18) 0.0264(4) Uani 1 1 d . . . N2_1 N 0.24417(7) 0.53282(9) 0.45427(14) 0.0249(4) Uani 1 1 d . . . C3_1 C 0.29142(10) 0.53532(12) 0.3758(2) 0.0349(5) Uani 1 1 d . . . H3_1 H 0.2808 0.5315 0.2903 0.042 Uiso 1 1 calc R . . C4_1 C 0.35335(10) 0.54392(12) 0.4407(2) 0.0351(5) Uani 1 1 d . . . H4_1 H 0.3947 0.5465 0.4101 0.042 Uiso 1 1 calc R . . N5_1 N 0.34690(8) 0.54844(10) 0.56133(16) 0.0347(4) Uani 1 1 d . . . C1_2 C 0.17168(9) 0.53801(10) 0.41523(16) 0.0236(4) Uani 1 1 d . . . C2_2 C 0.13204(9) 0.47671(11) 0.42065(17) 0.0255(4) Uani 1 1 d . . . C3_2 C 0.06157(10) 0.48377(13) 0.38911(18) 0.0337(5) Uani 1 1 d . . . H3_2 H 0.0332 0.4434 0.3942 0.040 Uiso 1 1 calc R . . C4_2 C 0.03227(10) 0.54871(14) 0.35047(19) 0.0396(6) Uani 1 1 d . . . H4_2 H -0.0160 0.5527 0.3305 0.048 Uiso 1 1 calc R . . C5_2 C 0.07246(11) 0.60761(13) 0.34074(19) 0.0383(5) Uani 1 1 d . . . H5_2 H 0.0516 0.6514 0.3116 0.046 Uiso 1 1 calc R . . C6_2 C 0.14363(10) 0.60399(11) 0.37305(17) 0.0298(5) Uani 1 1 d . . . C7_2 C 0.16643(10) 0.40525(11) 0.45554(19) 0.0305(5) Uani 1 1 d . . . H7_2 H 0.2052 0.4138 0.5239 0.037 Uiso 1 1 calc R . . C8_2 C 0.11900(12) 0.34972(12) 0.4968(2) 0.0421(6) Uani 1 1 d . . . H8A_2 H 0.0966 0.3706 0.5595 0.063 Uiso 1 1 calc R . . H8B_2 H 0.1456 0.3078 0.5296 0.063 Uiso 1 1 calc R . . H8C_2 H 0.0844 0.3352 0.4279 0.063 Uiso 1 1 calc R . . C9_2 C 0.19595(14) 0.37418(13) 0.3490(2) 0.0484(6) Uani 1 1 d . . . H9A_2 H 0.1589 0.3662 0.2802 0.073 Uiso 1 1 calc R . . H9B_2 H 0.2187 0.3286 0.3732 0.073 Uiso 1 1 calc R . . H9C_2 H 0.2290 0.4079 0.3258 0.073 Uiso 1 1 calc R . . C10_2 C 0.18742(13) 0.66898(12) 0.3601(2) 0.0421(6) Uani 1 1 d . . . H10_2 H 0.2362 0.6537 0.3808 0.051 Uiso 1 1 calc R . . C11_2 C 0.17707(17) 0.72919(14) 0.4451(2) 0.0631(8) Uani 1 1 d . . . H11A_2 H 0.2045 0.7706 0.4299 0.095 Uiso 1 1 calc R . . H11B_2 H 0.1912 0.7133 0.5288 0.095 Uiso 1 1 calc R . . H11C_2 H 0.1288 0.7426 0.4315 0.095 Uiso 1 1 calc R . . C12_2 C 0.17486(16) 0.69513(15) 0.2298(2) 0.0599(8) Uani 1 1 d . . . H12A_2 H 0.1835 0.6560 0.1765 0.090 Uiso 1 1 calc R . . H12B_2 H 0.2055 0.7352 0.2220 0.090 Uiso 1 1 calc R . . H12C_2 H 0.1274 0.7110 0.2070 0.090 Uiso 1 1 calc R . . C1_3 C 0.40048(10) 0.55809(13) 0.6636(2) 0.0370(5) Uani 1 1 d . . . C2_3 C 0.41892(11) 0.62850(14) 0.7018(2) 0.0470(6) Uani 1 1 d . . . C3_3 C 0.46981(13) 0.63693(17) 0.8029(3) 0.0580(7) Uani 1 1 d . . . H3_3 H 0.4832 0.6836 0.8310 0.070 Uiso 1 1 calc R . . C4_3 C 0.50061(12) 0.57868(18) 0.8619(3) 0.0595(8) Uani 1 1 d . . . H4_3 H 0.5359 0.5857 0.9298 0.071 Uiso 1 1 calc R . . C5_3 C 0.48213(12) 0.51040(17) 0.8261(3) 0.0576(8) Uani 1 1 d . . . H5_3 H 0.5046 0.4709 0.8693 0.069 Uiso 1 1 calc R . . C6_3 C 0.42971(11) 0.49816(14) 0.7250(2) 0.0468(6) Uani 1 1 d . . . C7_3 C 0.38422(15) 0.69377(15) 0.6386(3) 0.0649(8) Uani 1 1 d . . . H7_3 H 0.3464 0.6768 0.5740 0.078 Uiso 1 1 calc R . . C8_3 C 0.3537(2) 0.7414(2) 0.7229(5) 0.132(2) Uani 1 1 d . . . H8A_3 H 0.3218 0.7137 0.7614 0.198 Uiso 1 1 calc R . . H8B_3 H 0.3294 0.7811 0.6772 0.198 Uiso 1 1 calc R . . H8C_3 H 0.3901 0.7605 0.7851 0.198 Uiso 1 1 calc R . . C9_3 C 0.4334(2) 0.73656(19) 0.5789(4) 0.0983(13) Uani 1 1 d . . . H9A_3 H 0.4110 0.7804 0.5441 0.147 Uiso 1 1 calc R . . H9B_3 H 0.4476 0.7079 0.5148 0.147 Uiso 1 1 calc R . . H9C_3 H 0.4736 0.7491 0.6391 0.147 Uiso 1 1 calc R . . C10_3 C 0.40684(13) 0.42398(14) 0.6866(3) 0.0567(7) Uani 1 1 d . . . H10_3 H 0.3628 0.4281 0.6282 0.068 Uiso 1 1 calc R . . C11_3 C 0.45816(16) 0.38593(18) 0.6217(3) 0.0754(9) Uani 1 1 d . . . H11A_3 H 0.4670 0.4156 0.5544 0.113 Uiso 1 1 calc R . . H11B_3 H 0.4394 0.3397 0.5906 0.113 Uiso 1 1 calc R . . H11C_3 H 0.5009 0.3781 0.6786 0.113 Uiso 1 1 calc R . . C12_3 C 0.39329(18) 0.37850(17) 0.7948(3) 0.0834(11) Uani 1 1 d . . . H12A_3 H 0.4368 0.3657 0.8457 0.125 Uiso 1 1 calc R . . H12B_3 H 0.3687 0.3348 0.7649 0.125 Uiso 1 1 calc R . . H12C_3 H 0.3658 0.4062 0.8424 0.125 Uiso 1 1 calc R . . C1_4 C 0.25598(10) 0.54191(12) 0.67932(19) 0.0339(5) Uani 1 1 d . . . H1_4 H 0.2906 0.5493 0.7481 0.041 Uiso 1 1 calc R . . C2_4 C 0.18554(9) 0.53287(11) 0.70732(17) 0.0261(4) Uani 1 1 d . . . H2_4 H 0.1641 0.4924 0.6559 0.031 Uiso 1 1 calc R . . C1_5 C 0.23113(10) 0.46108(11) 0.92853(18) 0.0275(4) Uani 1 1 d . . . C2_5 C 0.21825(11) 0.38670(11) 0.9307(2) 0.0355(5) Uani 1 1 d . . . C3_5 C 0.25660(12) 0.34400(13) 1.0184(2) 0.0461(6) Uani 1 1 d . . . H3_5 H 0.2474 0.2941 1.0189 0.055 Uiso 1 1 calc R . . C4_5 C 0.30804(12) 0.37209(14) 1.1055(2) 0.0459(6) Uani 1 1 d . . . C5_5 C 0.32150(11) 0.44452(13) 1.1017(2) 0.0389(6) Uani 1 1 d . . . H5_5 H 0.3571 0.4644 1.1597 0.047 Uiso 1 1 calc R . . C6_5 C 0.28422(10) 0.48920(12) 1.01506(18) 0.0317(5) Uani 1 1 d . . . C7_5 C 0.16187(13) 0.35471(13) 0.8391(2) 0.0515(7) Uani 1 1 d . . . H7A_5 H 0.1754 0.3544 0.7596 0.077 Uiso 1 1 calc R . . H7B_5 H 0.1204 0.3834 0.8353 0.077 Uiso 1 1 calc R . . H7C_5 H 0.1531 0.3056 0.8627 0.077 Uiso 1 1 calc R . . C8_5 C 0.34792(14) 0.32494(17) 1.2035(3) 0.0701(9) Uani 1 1 d . . . H8A_5 H 0.3736 0.3551 1.2671 0.105 Uiso 1 1 calc R . . H8B_5 H 0.3796 0.2948 1.1686 0.105 Uiso 1 1 calc R . . H8C_5 H 0.3162 0.2945 1.2380 0.105 Uiso 1 1 calc R . . C9_5 C 0.30023(12) 0.56835(13) 1.0162(2) 0.0420(6) Uani 1 1 d . . . H9A_5 H 0.3272 0.5815 1.0948 0.063 Uiso 1 1 calc R . . H9B_5 H 0.2576 0.5957 1.0021 0.063 Uiso 1 1 calc R . . H9C_5 H 0.3263 0.5791 0.9524 0.063 Uiso 1 1 calc R . . C1_6 C 0.12121(9) 0.55333(10) 0.87687(17) 0.0258(4) Uani 1 1 d . . . C2_6 C 0.09681(9) 0.60152(10) 0.78329(18) 0.0269(4) Uani 1 1 d . . . C3_6 C 0.04369(10) 0.64849(11) 0.79177(19) 0.0324(5) Uani 1 1 d . . . H3_6 H 0.0274 0.6804 0.7274 0.039 Uiso 1 1 calc R . . C4_6 C 0.01480(10) 0.64826(12) 0.8950(2) 0.0359(5) Uani 1 1 d . . . C5_6 C 0.03832(10) 0.59998(13) 0.98743(19) 0.0361(5) Uani 1 1 d . . . H5_6 H 0.0176 0.5998 1.0571 0.043 Uiso 1 1 calc R . . C6_6 C 0.09084(10) 0.55216(12) 0.98158(18) 0.0305(5) Uani 1 1 d . . . C7_6 C 0.13563(10) 0.59747(11) 0.68081(18) 0.0307(5) Uani 1 1 d . . . H7A_6 H 0.1614 0.6423 0.6755 0.037 Uiso 1 1 calc R . . H7B_6 H 0.1039 0.5902 0.6034 0.037 Uiso 1 1 calc R . . C8_6 C -0.04000(12) 0.70194(14) 0.9092(2) 0.0510(7) Uani 1 1 d . . . H8A_6 H -0.0558 0.7260 0.8319 0.076 Uiso 1 1 calc R . . H8B_6 H -0.0213 0.7375 0.9704 0.076 Uiso 1 1 calc R . . H8C_6 H -0.0784 0.6771 0.9347 0.076 Uiso 1 1 calc R . . C9_6 C 0.11496(11) 0.50147(13) 1.08417(19) 0.0385(5) Uani 1 1 d . . . H9A_6 H 0.0841 0.5040 1.1428 0.058 Uiso 1 1 calc R . . H9B_6 H 0.1612 0.5148 1.1237 0.058 Uiso 1 1 calc R . . H9C_6 H 0.1153 0.4525 1.0529 0.058 Uiso 1 1 calc R . . B1_7 B 0.18207(11) 0.51195(12) 0.8425(2) 0.0252(5) 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 C1_1 0.0221(9) 0.0268(11) 0.0298(11) 0.0019(9) 0.0034(8) -0.0024(8) N2_1 0.0234(8) 0.0300(9) 0.0215(9) 0.0003(7) 0.0047(6) -0.0017(7) C3_1 0.0317(11) 0.0465(14) 0.0294(12) -0.0005(10) 0.0133(9) -0.0038(9) C4_1 0.0275(10) 0.0428(13) 0.0378(13) 0.0026(10) 0.0136(9) -0.0042(9) N5_1 0.0225(8) 0.0512(12) 0.0307(10) 0.0007(9) 0.0055(7) -0.0068(8) C1_2 0.0244(9) 0.0286(11) 0.0179(10) -0.0013(8) 0.0045(7) 0.0013(8) C2_2 0.0269(9) 0.0318(11) 0.0189(10) -0.0035(8) 0.0069(8) -0.0018(8) C3_2 0.0274(10) 0.0493(14) 0.0255(11) -0.0068(10) 0.0077(8) -0.0069(9) C4_2 0.0248(10) 0.0673(17) 0.0260(12) -0.0029(11) 0.0024(9) 0.0100(10) C5_2 0.0457(12) 0.0455(14) 0.0234(11) 0.0034(10) 0.0052(9) 0.0221(11) C6_2 0.0387(11) 0.0320(12) 0.0191(10) -0.0005(9) 0.0056(8) 0.0049(9) C7_2 0.0379(11) 0.0245(11) 0.0309(11) -0.0009(9) 0.0113(9) -0.0033(8) C8_2 0.0568(14) 0.0335(13) 0.0382(13) -0.0015(11) 0.0144(11) -0.0137(11) C9_2 0.0739(17) 0.0300(13) 0.0494(15) 0.0009(11) 0.0325(13) 0.0053(12) C10_2 0.0620(15) 0.0257(12) 0.0384(13) 0.0061(10) 0.0079(11) 0.0011(10) C11_2 0.116(3) 0.0335(15) 0.0405(15) 0.0000(12) 0.0163(16) -0.0085(15) C12_2 0.097(2) 0.0443(16) 0.0418(15) 0.0059(13) 0.0218(15) -0.0097(15) C1_3 0.0230(9) 0.0519(15) 0.0357(12) 0.0075(11) 0.0042(9) -0.0034(9) C2_3 0.0333(11) 0.0558(16) 0.0489(15) 0.0014(13) -0.0006(11) -0.0155(11) C3_3 0.0427(14) 0.0657(19) 0.0622(18) -0.0010(15) -0.0002(13) -0.0133(13) C4_3 0.0323(12) 0.081(2) 0.0608(18) -0.0021(16) -0.0025(12) -0.0117(13) C5_3 0.0387(13) 0.075(2) 0.0577(17) 0.0226(16) 0.0046(12) 0.0114(13) C6_3 0.0287(11) 0.0546(16) 0.0582(16) 0.0076(13) 0.0109(11) 0.0030(10) C7_3 0.0644(17) 0.0414(16) 0.081(2) 0.0105(16) -0.0088(16) -0.0179(13) C8_3 0.132(4) 0.111(3) 0.179(5) 0.066(3) 0.095(4) 0.062(3) C9_3 0.126(3) 0.073(2) 0.112(3) 0.032(2) 0.065(3) 0.012(2) C10_3 0.0425(13) 0.0505(16) 0.080(2) 0.0049(15) 0.0173(13) 0.0112(12) C11_3 0.0688(19) 0.068(2) 0.098(3) 0.0052(19) 0.0398(18) 0.0118(16) C12_3 0.100(2) 0.0498(19) 0.116(3) 0.0014(19) 0.063(2) 0.0012(17) C1_4 0.0248(9) 0.0529(14) 0.0231(11) -0.0007(10) 0.0016(8) -0.0056(9) C2_4 0.0271(9) 0.0285(11) 0.0228(10) -0.0012(9) 0.0047(8) -0.0005(8) C1_5 0.0309(10) 0.0298(11) 0.0239(10) -0.0002(9) 0.0109(8) 0.0043(8) C2_5 0.0421(12) 0.0311(12) 0.0366(12) 0.0015(10) 0.0160(10) 0.0038(9) C3_5 0.0537(14) 0.0337(13) 0.0560(16) 0.0136(12) 0.0233(13) 0.0111(11) C4_5 0.0443(13) 0.0531(16) 0.0439(14) 0.0180(12) 0.0177(11) 0.0223(12) C5_5 0.0322(11) 0.0547(16) 0.0298(12) 0.0006(11) 0.0058(9) 0.0146(10) C6_5 0.0304(10) 0.0383(12) 0.0269(11) -0.0001(10) 0.0068(9) 0.0097(9) C7_5 0.0665(16) 0.0310(13) 0.0566(17) -0.0011(12) 0.0097(13) -0.0097(12) C8_5 0.0580(16) 0.083(2) 0.072(2) 0.0407(18) 0.0199(15) 0.0345(16) C9_5 0.0390(12) 0.0418(14) 0.0406(14) -0.0064(11) -0.0052(10) 0.0015(10) C1_6 0.0268(9) 0.0272(11) 0.0230(10) -0.0046(9) 0.0033(8) -0.0012(8) C2_6 0.0292(10) 0.0256(11) 0.0247(11) -0.0070(9) 0.0014(8) -0.0018(8) C3_6 0.0335(11) 0.0301(11) 0.0314(12) -0.0050(10) -0.0002(9) 0.0043(9) C4_6 0.0311(10) 0.0383(13) 0.0373(13) -0.0120(11) 0.0031(9) 0.0038(9) C5_6 0.0316(10) 0.0498(14) 0.0278(11) -0.0098(11) 0.0080(9) 0.0030(10) C6_6 0.0284(10) 0.0402(13) 0.0230(11) -0.0060(9) 0.0047(8) -0.0008(9) C7_6 0.0361(11) 0.0302(11) 0.0255(11) 0.0010(9) 0.0048(9) 0.0014(9) C8_6 0.0466(13) 0.0527(16) 0.0542(16) -0.0159(13) 0.0108(12) 0.0155(12) C9_6 0.0364(11) 0.0552(15) 0.0262(11) 0.0008(11) 0.0115(9) 0.0042(10) B1_7 0.0252(10) 0.0255(12) 0.0248(12) -0.0076(10) 0.0038(9) -0.0052(9) _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 C1_1 C1_4 1.346(3) . ? C1_1 N2_1 1.399(3) . ? C1_1 N5_1 1.403(2) . ? N2_1 C3_1 1.402(2) . ? N2_1 C1_2 1.436(2) . ? C3_1 C4_1 1.326(3) . ? C3_1 H3_1 0.9500 . ? C4_1 N5_1 1.389(3) . ? C4_1 H4_1 0.9500 . ? N5_1 C1_3 1.434(3) . ? C1_2 C2_2 1.399(3) . ? C1_2 C6_2 1.401(3) . ? C2_2 C3_2 1.392(3) . ? C2_2 C7_2 1.520(3) . ? C3_2 C4_2 1.382(3) . ? C3_2 H3_2 0.9500 . ? C4_2 C5_2 1.377(3) . ? C4_2 H4_2 0.9500 . ? C5_2 C6_2 1.401(3) . ? C5_2 H5_2 0.9500 . ? C6_2 C10_2 1.517(3) . ? C7_2 C8_2 1.531(3) . ? C7_2 C9_2 1.541(3) . ? C7_2 H7_2 1.0000 . ? C8_2 H8A_2 0.9800 . ? C8_2 H8B_2 0.9800 . ? C8_2 H8C_2 0.9800 . ? C9_2 H9A_2 0.9800 . ? C9_2 H9B_2 0.9800 . ? C9_2 H9C_2 0.9800 . ? C10_2 C11_2 1.514(3) . ? C10_2 C12_2 1.524(3) . ? C10_2 H10_2 1.0000 . ? C11_2 H11A_2 0.9800 . ? C11_2 H11B_2 0.9800 . ? C11_2 H11C_2 0.9800 . ? C12_2 H12A_2 0.9800 . ? C12_2 H12B_2 0.9800 . ? C12_2 H12C_2 0.9800 . ? C1_3 C6_3 1.388(3) . ? C1_3 C2_3 1.412(3) . ? C2_3 C3_3 1.391(4) . ? C2_3 C7_3 1.515(4) . ? C3_3 C4_3 1.362(4) . ? C3_3 H3_3 0.9500 . ? C4_3 C5_3 1.368(4) . ? C4_3 H4_3 0.9500 . ? C5_3 C6_3 1.418(4) . ? C5_3 H5_3 0.9500 . ? C6_3 C10_3 1.498(4) . ? C7_3 C8_3 1.507(5) . ? C7_3 C9_3 1.513(4) . ? C7_3 H7_3 1.0000 . ? C8_3 H8A_3 0.9800 . ? C8_3 H8B_3 0.9800 . ? C8_3 H8C_3 0.9800 . ? C9_3 H9A_3 0.9800 . ? C9_3 H9B_3 0.9800 . ? C9_3 H9C_3 0.9800 . ? C10_3 C11_3 1.534(4) . ? C10_3 C12_3 1.548(4) . ? C10_3 H10_3 1.0000 . ? C11_3 H11A_3 0.9800 . ? C11_3 H11B_3 0.9800 . ? C11_3 H11C_3 0.9800 . ? C12_3 H12A_3 0.9800 . ? C12_3 H12B_3 0.9800 . ? C12_3 H12C_3 0.9800 . ? C1_4 C2_4 1.502(3) . ? C1_4 H1_4 0.9500 . ? C2_4 C7_6 1.558(3) . ? C2_4 B1_7 1.584(3) . ? C2_4 H2_4 1.0000 . ? C1_5 C6_5 1.405(3) . ? C1_5 C2_5 1.414(3) . ? C1_5 B1_7 1.568(3) . ? C2_5 C3_5 1.387(3) . ? C2_5 C7_5 1.506(3) . ? C3_5 C4_5 1.388(4) . ? C3_5 H3_5 0.9500 . ? C4_5 C5_5 1.382(4) . ? C4_5 C8_5 1.520(3) . ? C5_5 C6_5 1.393(3) . ? C5_5 H5_5 0.9500 . ? C6_5 C9_5 1.512(3) . ? C7_5 H7A_5 0.9800 . ? C7_5 H7B_5 0.9800 . ? C7_5 H7C_5 0.9800 . ? C8_5 H8A_5 0.9800 . ? C8_5 H8B_5 0.9800 . ? C8_5 H8C_5 0.9800 . ? C9_5 H9A_5 0.9800 . ? C9_5 H9B_5 0.9800 . ? C9_5 H9C_5 0.9800 . ? C1_6 C2_6 1.405(3) . ? C1_6 C6_6 1.418(3) . ? C1_6 B1_7 1.545(3) . ? C2_6 C3_6 1.391(3) . ? C2_6 C7_6 1.502(3) . ? C3_6 C4_6 1.386(3) . ? C3_6 H3_6 0.9500 . ? C4_6 C5_6 1.393(3) . ? C4_6 C8_6 1.512(3) . ? C5_6 C6_6 1.386(3) . ? C5_6 H5_6 0.9500 . ? C6_6 C9_6 1.504(3) . ? C7_6 H7A_6 0.9900 . ? C7_6 H7B_6 0.9900 . ? C8_6 H8A_6 0.9800 . ? C8_6 H8B_6 0.9800 . ? C8_6 H8C_6 0.9800 . ? C9_6 H9A_6 0.9800 . ? C9_6 H9B_6 0.9800 . ? C9_6 H9C_6 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_4 C1_1 N2_1 131.93(17) . . ? C1_4 C1_1 N5_1 124.55(18) . . ? N2_1 C1_1 N5_1 103.51(16) . . ? C1_1 N2_1 C3_1 109.45(16) . . ? C1_1 N2_1 C1_2 125.14(15) . . ? C3_1 N2_1 C1_2 123.88(16) . . ? C4_1 C3_1 N2_1 108.73(19) . . ? C4_1 C3_1 H3_1 125.6 . . ? N2_1 C3_1 H3_1 125.6 . . ? C3_1 C4_1 N5_1 107.78(17) . . ? C3_1 C4_1 H4_1 126.1 . . ? N5_1 C4_1 H4_1 126.1 . . ? C4_1 N5_1 C1_1 110.52(16) . . ? C4_1 N5_1 C1_3 127.30(16) . . ? C1_1 N5_1 C1_3 122.17(17) . . ? C2_2 C1_2 C6_2 122.77(18) . . ? C2_2 C1_2 N2_1 118.45(17) . . ? C6_2 C1_2 N2_1 118.78(17) . . ? C3_2 C2_2 C1_2 117.58(19) . . ? C3_2 C2_2 C7_2 122.48(18) . . ? C1_2 C2_2 C7_2 119.90(17) . . ? C4_2 C3_2 C2_2 120.9(2) . . ? C4_2 C3_2 H3_2 119.6 . . ? C2_2 C3_2 H3_2 119.6 . . ? C5_2 C4_2 C3_2 120.51(19) . . ? C5_2 C4_2 H4_2 119.7 . . ? C3_2 C4_2 H4_2 119.7 . . ? C4_2 C5_2 C6_2 121.1(2) . . ? C4_2 C5_2 H5_2 119.4 . . ? C6_2 C5_2 H5_2 119.4 . . ? C1_2 C6_2 C5_2 117.01(19) . . ? C1_2 C6_2 C10_2 122.37(18) . . ? C5_2 C6_2 C10_2 120.6(2) . . ? C2_2 C7_2 C8_2 113.54(17) . . ? C2_2 C7_2 C9_2 110.33(17) . . ? C8_2 C7_2 C9_2 108.88(18) . . ? C2_2 C7_2 H7_2 108.0 . . ? C8_2 C7_2 H7_2 108.0 . . ? C9_2 C7_2 H7_2 108.0 . . ? C7_2 C8_2 H8A_2 109.5 . . ? C7_2 C8_2 H8B_2 109.5 . . ? H8A_2 C8_2 H8B_2 109.5 . . ? C7_2 C8_2 H8C_2 109.5 . . ? H8A_2 C8_2 H8C_2 109.5 . . ? H8B_2 C8_2 H8C_2 109.5 . . ? C7_2 C9_2 H9A_2 109.5 . . ? C7_2 C9_2 H9B_2 109.5 . . ? H9A_2 C9_2 H9B_2 109.5 . . ? C7_2 C9_2 H9C_2 109.5 . . ? H9A_2 C9_2 H9C_2 109.5 . . ? H9B_2 C9_2 H9C_2 109.5 . . ? C11_2 C10_2 C6_2 112.8(2) . . ? C11_2 C10_2 C12_2 110.6(2) . . ? C6_2 C10_2 C12_2 110.6(2) . . ? C11_2 C10_2 H10_2 107.5 . . ? C6_2 C10_2 H10_2 107.5 . . ? C12_2 C10_2 H10_2 107.5 . . ? C10_2 C11_2 H11A_2 109.5 . . ? C10_2 C11_2 H11B_2 109.5 . . ? H11A_2 C11_2 H11B_2 109.5 . . ? C10_2 C11_2 H11C_2 109.5 . . ? H11A_2 C11_2 H11C_2 109.5 . . ? H11B_2 C11_2 H11C_2 109.5 . . ? C10_2 C12_2 H12A_2 109.5 . . ? C10_2 C12_2 H12B_2 109.5 . . ? H12A_2 C12_2 H12B_2 109.5 . . ? C10_2 C12_2 H12C_2 109.5 . . ? H12A_2 C12_2 H12C_2 109.5 . . ? H12B_2 C12_2 H12C_2 109.5 . . ? C6_3 C1_3 C2_3 122.5(2) . . ? C6_3 C1_3 N5_1 118.9(2) . . ? C2_3 C1_3 N5_1 118.5(2) . . ? C3_3 C2_3 C1_3 117.8(2) . . ? C3_3 C2_3 C7_3 119.8(2) . . ? C1_3 C2_3 C7_3 122.3(2) . . ? C4_3 C3_3 C2_3 120.5(3) . . ? C4_3 C3_3 H3_3 119.8 . . ? C2_3 C3_3 H3_3 119.8 . . ? C3_3 C4_3 C5_3 121.8(3) . . ? C3_3 C4_3 H4_3 119.1 . . ? C5_3 C4_3 H4_3 119.1 . . ? C4_3 C5_3 C6_3 120.5(3) . . ? C4_3 C5_3 H5_3 119.8 . . ? C6_3 C5_3 H5_3 119.8 . . ? C1_3 C6_3 C5_3 116.9(2) . . ? C1_3 C6_3 C10_3 121.6(2) . . ? C5_3 C6_3 C10_3 121.5(2) . . ? C8_3 C7_3 C9_3 109.6(3) . . ? C8_3 C7_3 C2_3 112.5(3) . . ? C9_3 C7_3 C2_3 110.9(3) . . ? C8_3 C7_3 H7_3 107.9 . . ? C9_3 C7_3 H7_3 107.9 . . ? C2_3 C7_3 H7_3 107.9 . . ? C7_3 C8_3 H8A_3 109.5 . . ? C7_3 C8_3 H8B_3 109.5 . . ? H8A_3 C8_3 H8B_3 109.5 . . ? C7_3 C8_3 H8C_3 109.5 . . ? H8A_3 C8_3 H8C_3 109.5 . . ? H8B_3 C8_3 H8C_3 109.5 . . ? C7_3 C9_3 H9A_3 109.5 . . ? C7_3 C9_3 H9B_3 109.5 . . ? H9A_3 C9_3 H9B_3 109.5 . . ? C7_3 C9_3 H9C_3 109.5 . . ? H9A_3 C9_3 H9C_3 109.5 . . ? H9B_3 C9_3 H9C_3 109.5 . . ? C6_3 C10_3 C11_3 111.8(2) . . ? C6_3 C10_3 C12_3 111.6(3) . . ? C11_3 C10_3 C12_3 110.2(2) . . ? C6_3 C10_3 H10_3 107.7 . . ? C11_3 C10_3 H10_3 107.7 . . ? C12_3 C10_3 H10_3 107.7 . . ? C10_3 C11_3 H11A_3 109.5 . . ? C10_3 C11_3 H11B_3 109.5 . . ? H11A_3 C11_3 H11B_3 109.5 . . ? C10_3 C11_3 H11C_3 109.5 . . ? H11A_3 C11_3 H11C_3 109.5 . . ? H11B_3 C11_3 H11C_3 109.5 . . ? C10_3 C12_3 H12A_3 109.5 . . ? C10_3 C12_3 H12B_3 109.5 . . ? H12A_3 C12_3 H12B_3 109.5 . . ? C10_3 C12_3 H12C_3 109.5 . . ? H12A_3 C12_3 H12C_3 109.5 . . ? H12B_3 C12_3 H12C_3 109.5 . . ? C1_1 C1_4 C2_4 130.93(19) . . ? C1_1 C1_4 H1_4 114.5 . . ? C2_4 C1_4 H1_4 114.5 . . ? C1_4 C2_4 C7_6 117.45(17) . . ? C1_4 C2_4 B1_7 115.63(16) . . ? C7_6 C2_4 B1_7 103.81(15) . . ? C1_4 C2_4 H2_4 106.4 . . ? C7_6 C2_4 H2_4 106.4 . . ? B1_7 C2_4 H2_4 106.4 . . ? C6_5 C1_5 C2_5 118.16(19) . . ? C6_5 C1_5 B1_7 120.68(18) . . ? C2_5 C1_5 B1_7 120.75(18) . . ? C3_5 C2_5 C1_5 119.9(2) . . ? C3_5 C2_5 C7_5 120.5(2) . . ? C1_5 C2_5 C7_5 119.6(2) . . ? C2_5 C3_5 C4_5 121.9(2) . . ? C2_5 C3_5 H3_5 119.1 . . ? C4_5 C3_5 H3_5 119.1 . . ? C5_5 C4_5 C3_5 118.1(2) . . ? C5_5 C4_5 C8_5 120.7(3) . . ? C3_5 C4_5 C8_5 121.1(3) . . ? C4_5 C5_5 C6_5 121.8(2) . . ? C4_5 C5_5 H5_5 119.1 . . ? C6_5 C5_5 H5_5 119.1 . . ? C5_5 C6_5 C1_5 120.1(2) . . ? C5_5 C6_5 C9_5 119.7(2) . . ? C1_5 C6_5 C9_5 120.19(19) . . ? C2_5 C7_5 H7A_5 109.5 . . ? C2_5 C7_5 H7B_5 109.5 . . ? H7A_5 C7_5 H7B_5 109.5 . . ? C2_5 C7_5 H7C_5 109.5 . . ? H7A_5 C7_5 H7C_5 109.5 . . ? H7B_5 C7_5 H7C_5 109.5 . . ? C4_5 C8_5 H8A_5 109.5 . . ? C4_5 C8_5 H8B_5 109.5 . . ? H8A_5 C8_5 H8B_5 109.5 . . ? C4_5 C8_5 H8C_5 109.5 . . ? H8A_5 C8_5 H8C_5 109.5 . . ? H8B_5 C8_5 H8C_5 109.5 . . ? C6_5 C9_5 H9A_5 109.5 . . ? C6_5 C9_5 H9B_5 109.5 . . ? H9A_5 C9_5 H9B_5 109.5 . . ? C6_5 C9_5 H9C_5 109.5 . . ? H9A_5 C9_5 H9C_5 109.5 . . ? H9B_5 C9_5 H9C_5 109.5 . . ? C2_6 C1_6 C6_6 119.42(17) . . ? C2_6 C1_6 B1_7 108.33(17) . . ? C6_6 C1_6 B1_7 132.20(19) . . ? C3_6 C2_6 C1_6 121.20(18) . . ? C3_6 C2_6 C7_6 125.99(19) . . ? C1_6 C2_6 C7_6 112.77(17) . . ? C4_6 C3_6 C2_6 119.4(2) . . ? C4_6 C3_6 H3_6 120.3 . . ? C2_6 C3_6 H3_6 120.3 . . ? C3_6 C4_6 C5_6 119.56(19) . . ? C3_6 C4_6 C8_6 120.2(2) . . ? C5_6 C4_6 C8_6 120.2(2) . . ? C6_6 C5_6 C4_6 122.51(19) . . ? C6_6 C5_6 H5_6 118.7 . . ? C4_6 C5_6 H5_6 118.7 . . ? C5_6 C6_6 C1_6 117.9(2) . . ? C5_6 C6_6 C9_6 120.62(18) . . ? C1_6 C6_6 C9_6 121.49(18) . . ? C2_6 C7_6 C2_4 106.92(16) . . ? C2_6 C7_6 H7A_6 110.3 . . ? C2_4 C7_6 H7A_6 110.3 . . ? C2_6 C7_6 H7B_6 110.3 . . ? C2_4 C7_6 H7B_6 110.3 . . ? H7A_6 C7_6 H7B_6 108.6 . . ? C4_6 C8_6 H8A_6 109.5 . . ? C4_6 C8_6 H8B_6 109.5 . . ? H8A_6 C8_6 H8B_6 109.5 . . ? C4_6 C8_6 H8C_6 109.5 . . ? H8A_6 C8_6 H8C_6 109.5 . . ? H8B_6 C8_6 H8C_6 109.5 . . ? C6_6 C9_6 H9A_6 109.5 . . ? C6_6 C9_6 H9B_6 109.5 . . ? H9A_6 C9_6 H9B_6 109.5 . . ? C6_6 C9_6 H9C_6 109.5 . . ? H9A_6 C9_6 H9C_6 109.5 . . ? H9B_6 C9_6 H9C_6 109.5 . . ? C1_6 B1_7 C1_5 125.38(18) . . ? C1_6 B1_7 C2_4 106.78(17) . . ? C1_5 B1_7 C2_4 127.82(17) . . ? 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 C1_4 C1_1 N2_1 C3_1 -179.2(2) . . . . ? N5_1 C1_1 N2_1 C3_1 -0.2(2) . . . . ? C1_4 C1_1 N2_1 C1_2 14.6(3) . . . . ? N5_1 C1_1 N2_1 C1_2 -166.51(17) . . . . ? C1_1 N2_1 C3_1 C4_1 0.9(2) . . . . ? C1_2 N2_1 C3_1 C4_1 167.34(19) . . . . ? N2_1 C3_1 C4_1 N5_1 -1.1(3) . . . . ? C3_1 C4_1 N5_1 C1_1 1.0(3) . . . . ? C3_1 C4_1 N5_1 C1_3 -179.8(2) . . . . ? C1_4 C1_1 N5_1 C4_1 178.6(2) . . . . ? N2_1 C1_1 N5_1 C4_1 -0.4(2) . . . . ? C1_4 C1_1 N5_1 C1_3 -0.7(3) . . . . ? N2_1 C1_1 N5_1 C1_3 -179.72(19) . . . . ? C1_1 N2_1 C1_2 C2_2 -86.7(2) . . . . ? C3_1 N2_1 C1_2 C2_2 109.0(2) . . . . ? C1_1 N2_1 C1_2 C6_2 93.5(2) . . . . ? C3_1 N2_1 C1_2 C6_2 -70.8(2) . . . . ? C6_2 C1_2 C2_2 C3_2 -3.9(3) . . . . ? N2_1 C1_2 C2_2 C3_2 176.34(16) . . . . ? C6_2 C1_2 C2_2 C7_2 173.92(17) . . . . ? N2_1 C1_2 C2_2 C7_2 -5.9(3) . . . . ? C1_2 C2_2 C3_2 C4_2 1.9(3) . . . . ? C7_2 C2_2 C3_2 C4_2 -175.85(18) . . . . ? C2_2 C3_2 C4_2 C5_2 1.0(3) . . . . ? C3_2 C4_2 C5_2 C6_2 -2.0(3) . . . . ? C2_2 C1_2 C6_2 C5_2 2.9(3) . . . . ? N2_1 C1_2 C6_2 C5_2 -177.32(17) . . . . ? C2_2 C1_2 C6_2 C10_2 -176.07(19) . . . . ? N2_1 C1_2 C6_2 C10_2 3.7(3) . . . . ? C4_2 C5_2 C6_2 C1_2 0.1(3) . . . . ? C4_2 C5_2 C6_2 C10_2 179.1(2) . . . . ? C3_2 C2_2 C7_2 C8_2 -20.9(3) . . . . ? C1_2 C2_2 C7_2 C8_2 161.42(18) . . . . ? C3_2 C2_2 C7_2 C9_2 101.6(2) . . . . ? C1_2 C2_2 C7_2 C9_2 -76.0(2) . . . . ? C1_2 C6_2 C10_2 C11_2 -114.5(2) . . . . ? C5_2 C6_2 C10_2 C11_2 66.6(3) . . . . ? C1_2 C6_2 C10_2 C12_2 121.0(2) . . . . ? C5_2 C6_2 C10_2 C12_2 -57.9(3) . . . . ? C4_1 N5_1 C1_3 C6_3 -93.3(3) . . . . ? C1_1 N5_1 C1_3 C6_3 85.8(3) . . . . ? C4_1 N5_1 C1_3 C2_3 90.1(3) . . . . ? C1_1 N5_1 C1_3 C2_3 -90.8(3) . . . . ? C6_3 C1_3 C2_3 C3_3 2.0(3) . . . . ? N5_1 C1_3 C2_3 C3_3 178.4(2) . . . . ? C6_3 C1_3 C2_3 C7_3 -176.6(2) . . . . ? N5_1 C1_3 C2_3 C7_3 -0.1(3) . . . . ? C1_3 C2_3 C3_3 C4_3 0.3(4) . . . . ? C7_3 C2_3 C3_3 C4_3 178.8(3) . . . . ? C2_3 C3_3 C4_3 C5_3 -1.3(4) . . . . ? C3_3 C4_3 C5_3 C6_3 0.1(4) . . . . ? C2_3 C1_3 C6_3 C5_3 -3.0(3) . . . . ? N5_1 C1_3 C6_3 C5_3 -179.5(2) . . . . ? C2_3 C1_3 C6_3 C10_3 176.8(2) . . . . ? N5_1 C1_3 C6_3 C10_3 0.3(3) . . . . ? C4_3 C5_3 C6_3 C1_3 2.0(4) . . . . ? C4_3 C5_3 C6_3 C10_3 -177.8(2) . . . . ? C3_3 C2_3 C7_3 C8_3 -55.4(4) . . . . ? C1_3 C2_3 C7_3 C8_3 123.0(3) . . . . ? C3_3 C2_3 C7_3 C9_3 67.6(4) . . . . ? C1_3 C2_3 C7_3 C9_3 -113.9(3) . . . . ? C1_3 C6_3 C10_3 C11_3 104.5(3) . . . . ? C5_3 C6_3 C10_3 C11_3 -75.7(3) . . . . ? C1_3 C6_3 C10_3 C12_3 -131.5(3) . . . . ? C5_3 C6_3 C10_3 C12_3 48.3(3) . . . . ? N2_1 C1_1 C1_4 C2_4 0.7(4) . . . . ? N5_1 C1_1 C1_4 C2_4 -178.0(2) . . . . ? C1_1 C1_4 C2_4 C7_6 -75.9(3) . . . . ? C1_1 C1_4 C2_4 B1_7 160.9(2) . . . . ? C6_5 C1_5 C2_5 C3_5 1.5(3) . . . . ? B1_7 C1_5 C2_5 C3_5 -171.25(19) . . . . ? C6_5 C1_5 C2_5 C7_5 -179.84(19) . . . . ? B1_7 C1_5 C2_5 C7_5 7.4(3) . . . . ? C1_5 C2_5 C3_5 C4_5 -0.1(3) . . . . ? C7_5 C2_5 C3_5 C4_5 -178.8(2) . . . . ? C2_5 C3_5 C4_5 C5_5 -1.3(3) . . . . ? C2_5 C3_5 C4_5 C8_5 177.9(2) . . . . ? C3_5 C4_5 C5_5 C6_5 1.2(3) . . . . ? C8_5 C4_5 C5_5 C6_5 -178.0(2) . . . . ? C4_5 C5_5 C6_5 C1_5 0.2(3) . . . . ? C4_5 C5_5 C6_5 C9_5 178.9(2) . . . . ? C2_5 C1_5 C6_5 C5_5 -1.5(3) . . . . ? B1_7 C1_5 C6_5 C5_5 171.20(17) . . . . ? C2_5 C1_5 C6_5 C9_5 179.72(18) . . . . ? B1_7 C1_5 C6_5 C9_5 -7.5(3) . . . . ? C6_6 C1_6 C2_6 C3_6 0.5(3) . . . . ? B1_7 C1_6 C2_6 C3_6 -177.16(18) . . . . ? C6_6 C1_6 C2_6 C7_6 178.34(18) . . . . ? B1_7 C1_6 C2_6 C7_6 0.7(2) . . . . ? C1_6 C2_6 C3_6 C4_6 0.7(3) . . . . ? C7_6 C2_6 C3_6 C4_6 -176.91(19) . . . . ? C2_6 C3_6 C4_6 C5_6 -1.4(3) . . . . ? C2_6 C3_6 C4_6 C8_6 176.2(2) . . . . ? C3_6 C4_6 C5_6 C6_6 1.0(3) . . . . ? C8_6 C4_6 C5_6 C6_6 -176.6(2) . . . . ? C4_6 C5_6 C6_6 C1_6 0.1(3) . . . . ? C4_6 C5_6 C6_6 C9_6 179.4(2) . . . . ? C2_6 C1_6 C6_6 C5_6 -0.8(3) . . . . ? B1_7 C1_6 C6_6 C5_6 176.1(2) . . . . ? C2_6 C1_6 C6_6 C9_6 179.85(19) . . . . ? B1_7 C1_6 C6_6 C9_6 -3.2(3) . . . . ? C3_6 C2_6 C7_6 C2_4 -175.38(19) . . . . ? C1_6 C2_6 C7_6 C2_4 6.8(2) . . . . ? C1_4 C2_4 C7_6 C2_6 -140.05(18) . . . . ? B1_7 C2_4 C7_6 C2_6 -11.0(2) . . . . ? C2_6 C1_6 B1_7 C1_5 170.59(18) . . . . ? C6_6 C1_6 B1_7 C1_5 -6.6(3) . . . . ? C2_6 C1_6 B1_7 C2_4 -7.9(2) . . . . ? C6_6 C1_6 B1_7 C2_4 174.9(2) . . . . ? C6_5 C1_5 B1_7 C1_6 -79.4(3) . . . . ? C2_5 C1_5 B1_7 C1_6 93.1(2) . . . . ? C6_5 C1_5 B1_7 C2_4 98.7(2) . . . . ? C2_5 C1_5 B1_7 C2_4 -88.7(2) . . . . ? C1_4 C2_4 B1_7 C1_6 141.59(18) . . . . ? C7_6 C2_4 B1_7 C1_6 11.5(2) . . . . ? C1_4 C2_4 B1_7 C1_5 -36.8(3) . . . . ? C7_6 C2_4 B1_7 C1_5 -166.95(19) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.366 _refine_diff_density_min -0.254 _refine_diff_density_rms 0.044 _vrf_PLAT220_3 ; PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) ... 5.6 Ratio RESPONSE: This alert is generated because there is a rotational disorder in a isopropyl group. Resolving disorder does not solve this Alert. ; # end Validation Reply Form _vrf_PLAT230_3 ; PROBLEM: Hirshfeld Test Diff for C19# -- C20# .. 8.5 su RESPONSE: This alert is generated because there is a rotational disorder in a isopropyl group. Resolving disorder does not solve this Alert. ; _database_code_depnum_ccdc_archive 'CCDC 948687' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; ? ; _chemical_melting_point ? _chemical_formula_moiety 'C41 H47 B N2, C41 H45 B N2,2( C7 H8)' _chemical_formula_sum 'C96 H108 B2 N4' _chemical_formula_weight 1339.48 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 22.913(13) _cell_length_b 14.472(9) _cell_length_c 24.947(14) _cell_angle_alpha 90.00 _cell_angle_beta 104.380(12) _cell_angle_gamma 90.00 _cell_volume 8013(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.110 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2888 _exptl_absorpt_coefficient_mu 0.063 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6210 _exptl_absorpt_correction_T_max 0.7454 _exptl_absorpt_process_details 'Sadabs 2008/1 (Bruker 2008)' _exptl_special_details ; The crystal was immersed in a film of perfluoropolyether oil, mounted on a a glass fiber and transferred to stream of cold nitrogen. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator 'multi-layer mirror' _diffrn_measurement_device_type 'Bruker X8-APEX II' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 80100 _diffrn_reflns_av_R_equivalents 0.0981 _diffrn_reflns_av_sigmaI/netI 0.1192 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 0.92 _diffrn_reflns_theta_max 26.83 _reflns_number_total 17115 _reflns_number_gt 7221 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 ver. 2010.3 (Bruker AXS)' _computing_cell_refinement 'Saint+ ver. 7.68A (Bruker AXS)' _computing_data_reduction 'Saint+ ver. 7.68A (Bruker AXS)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP ver. 5.1 (Bruker AXS, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The XXX reported least-squares restraints as shown by _refine_ls_number_restraints key are attributed to DELU keyword in ShelXL input ('rigid bond' restraint for all bonds in the connectivity list. Standard values of 0.01 for both parameters s1 and s2 were used). The displacement parameters of atoms XXX and XXX of the residue YYY were restrained to the same value with similarity restraint SIMU. The Uii displacement parameters of atoms XXX and YYY were restrained with ISOR keyword to approximate isotropic behavior. ; _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^)+(0.1524P)^2^+0.0000P] 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 17115 _refine_ls_number_parameters 1042 _refine_ls_number_restraints 396 _refine_ls_R_factor_all 0.2090 _refine_ls_R_factor_gt 0.0878 _refine_ls_wR_factor_ref 0.3028 _refine_ls_wR_factor_gt 0.2359 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.25034(16) 0.7746(3) 0.40801(15) 0.0379(10) Uani 1 1 d . . . B1 B 0.2484(2) 0.7588(4) 0.35178(18) 0.0392(11) Uani 1 1 d . . . C2 C 0.24757(17) 0.7879(3) 0.45961(15) 0.0417(10) Uani 1 1 d . . . H2 H 0.2365 0.7372 0.4792 0.050 Uiso 1 1 calc R . . C3 C 0.26055(15) 0.8755(3) 0.48799(14) 0.0326(9) Uani 1 1 d . . . N4 N 0.29272(13) 0.8858(2) 0.54118(12) 0.0367(8) Uani 1 1 d . . . C5 C 0.29768(17) 0.9791(3) 0.55392(16) 0.0403(10) Uani 1 1 d . . . H5 H 0.3189 1.0049 0.5882 0.048 Uiso 1 1 calc R . . C6 C 0.26769(16) 1.0264(3) 0.50991(15) 0.0395(10) Uani 1 1 d . . . H6 H 0.2628 1.0916 0.5068 0.047 Uiso 1 1 calc R . . N7 N 0.24496(13) 0.9607(2) 0.46927(12) 0.0342(8) Uani 1 1 d . . . C11 C 0.31652(18) 0.8136(3) 0.57967(15) 0.0404(10) Uani 1 1 d . . . C12 C 0.37564(18) 0.7883(3) 0.58802(16) 0.0470(11) Uani 1 1 d . . . C13 C 0.39767(19) 0.7218(4) 0.62900(17) 0.0548(13) Uani 1 1 d . . . H13 H 0.4386 0.7030 0.6359 0.066 Uiso 1 1 calc R . . C14 C 0.3615(2) 0.6834(3) 0.65936(16) 0.0547(13) Uani 1 1 d . . . C15 C 0.3026(2) 0.7124(3) 0.64990(16) 0.0540(12) Uani 1 1 d . . . H15 H 0.2780 0.6865 0.6715 0.065 Uiso 1 1 calc R . . C16 C 0.2782(2) 0.7767(3) 0.61084(15) 0.0459(11) Uani 1 1 d . . . C17 C 0.2138(2) 0.8075(4) 0.60159(18) 0.0570(13) Uani 1 1 d . . . H17A H 0.1954 0.7765 0.6282 0.086 Uiso 1 1 calc R . . H17B H 0.1916 0.7915 0.5639 0.086 Uiso 1 1 calc R . . H17C H 0.2126 0.8745 0.6067 0.086 Uiso 1 1 calc R . . C18 C 0.3863(3) 0.6122(4) 0.70353(19) 0.0773(17) Uani 1 1 d . . . H18A H 0.3926 0.6408 0.7401 0.116 Uiso 1 1 calc R . . H18B H 0.4247 0.5886 0.6987 0.116 Uiso 1 1 calc R . . H18C H 0.3576 0.5611 0.7004 0.116 Uiso 1 1 calc R . . C19 C 0.41622(18) 0.8322(4) 0.55591(19) 0.0602(14) Uani 1 1 d . . . H19A H 0.3925 0.8487 0.5188 0.090 Uiso 1 1 calc R . . H19B H 0.4479 0.7883 0.5529 0.090 Uiso 1 1 calc R . . H19C H 0.4347 0.8879 0.5752 0.090 Uiso 1 1 calc R . . C20 C 0.20415(16) 0.9877(3) 0.41696(14) 0.0323(9) Uani 1 1 d . . . C21 C 0.14246(16) 0.9704(3) 0.40877(15) 0.0383(10) Uani 1 1 d . . . C22 C 0.10453(17) 1.0076(3) 0.36247(16) 0.0448(11) Uani 1 1 d . . . H22 H 0.0626 0.9954 0.3555 0.054 Uiso 1 1 calc R . . C23 C 0.12497(17) 1.0622(3) 0.32555(15) 0.0426(11) Uani 1 1 d . . . C24 C 0.18632(17) 1.0781(3) 0.33492(15) 0.0381(10) Uani 1 1 d . . . H24 H 0.2009 1.1153 0.3097 0.046 Uiso 1 1 calc R . . C25 C 0.22706(16) 1.0402(3) 0.38084(15) 0.0346(9) Uani 1 1 d . . . C26 C 0.11854(18) 0.9127(4) 0.44918(17) 0.0535(13) Uani 1 1 d . . . H26A H 0.0748 0.9202 0.4416 0.080 Uiso 1 1 calc R . . H26B H 0.1372 0.9329 0.4870 0.080 Uiso 1 1 calc R . . H26C H 0.1281 0.8475 0.4450 0.080 Uiso 1 1 calc R . . C27 C 0.08182(19) 1.1052(4) 0.27620(18) 0.0600(14) Uani 1 1 d . . . H27A H 0.0498 1.0610 0.2604 0.090 Uiso 1 1 calc R . . H27B H 0.1035 1.1215 0.2483 0.090 Uiso 1 1 calc R . . H27C H 0.0641 1.1610 0.2879 0.090 Uiso 1 1 calc R . . C28 C 0.29349(17) 1.0573(3) 0.39028(16) 0.0415(10) Uani 1 1 d . . . H28A H 0.3063 1.1033 0.4197 0.062 Uiso 1 1 calc R . . H28B H 0.3020 1.0803 0.3561 0.062 Uiso 1 1 calc R . . H28C H 0.3155 0.9995 0.4013 0.062 Uiso 1 1 calc R . . C31 C 0.18670(17) 0.7877(3) 0.30908(15) 0.0411(10) Uani 1 1 d . . . C32 C 0.13072(17) 0.7474(3) 0.30852(16) 0.0428(11) Uani 1 1 d . . . C33 C 0.07870(18) 0.7751(4) 0.27033(17) 0.0510(12) Uani 1 1 d . . . H33 H 0.0413 0.7472 0.2710 0.061 Uiso 1 1 calc R . . C34 C 0.0801(2) 0.8435(4) 0.23067(17) 0.0542(13) Uani 1 1 d . . . C35 C 0.1350(2) 0.8828(3) 0.23172(17) 0.0521(12) Uani 1 1 d . . . H35 H 0.1368 0.9290 0.2051 0.062 Uiso 1 1 calc R . . C36 C 0.18764(18) 0.8584(3) 0.26954(15) 0.0399(10) Uani 1 1 d . . . C37 C 0.12647(18) 0.6699(4) 0.34864(18) 0.0541(13) Uani 1 1 d . . . H37A H 0.1342 0.6948 0.3863 0.081 Uiso 1 1 calc R . . H37B H 0.1564 0.6223 0.3472 0.081 Uiso 1 1 calc R . . H37C H 0.0860 0.6427 0.3383 0.081 Uiso 1 1 calc R . . C38 C 0.0229(2) 0.8711(5) 0.1890(2) 0.0786(18) Uani 1 1 d . . . H38A H 0.0215 0.9385 0.1852 0.118 Uiso 1 1 calc R . . H38B H -0.0120 0.8499 0.2018 0.118 Uiso 1 1 calc R . . H38C H 0.0221 0.8428 0.1532 0.118 Uiso 1 1 calc R . . C39 C 0.24569(19) 0.9054(3) 0.26804(17) 0.0492(12) Uani 1 1 d . . . H39A H 0.2716 0.8619 0.2546 0.074 Uiso 1 1 calc R . . H39B H 0.2662 0.9261 0.3054 0.074 Uiso 1 1 calc R . . H39C H 0.2371 0.9589 0.2432 0.074 Uiso 1 1 calc R . . C40 C 0.30360(17) 0.7188(3) 0.32991(15) 0.0414(10) Uani 1 1 d . . . C41 C 0.29487(17) 0.6625(3) 0.28184(14) 0.0363(9) Uani 1 1 d . . . C42 C 0.34228(18) 0.6380(3) 0.25967(16) 0.0397(10) Uani 1 1 d . . . H42 H 0.3345 0.6008 0.2273 0.048 Uiso 1 1 calc R . . C43 C 0.40117(19) 0.6662(3) 0.28347(19) 0.0517(12) Uani 1 1 d . . . C44 C 0.4107(2) 0.7143(4) 0.3334(2) 0.0641(14) Uani 1 1 d . . . H44 H 0.4508 0.7300 0.3523 0.077 Uiso 1 1 calc R . . C45 C 0.3644(2) 0.7400(4) 0.3564(2) 0.0635(14) Uani 1 1 d . . . C46 C 0.3803(2) 0.7869(5) 0.4127(2) 0.0839(19) Uani 1 1 d . . . H46A H 0.3590 0.7562 0.4373 0.126 Uiso 1 1 calc R . . H46B H 0.3683 0.8520 0.4085 0.126 Uiso 1 1 calc R . . H46C H 0.4239 0.7827 0.4287 0.126 Uiso 1 1 calc R . . C47 C 0.23333(18) 0.6280(3) 0.25302(16) 0.0465(11) Uani 1 1 d . . . H47A H 0.2101 0.6783 0.2314 0.070 Uiso 1 1 calc R . . H47B H 0.2126 0.6062 0.2806 0.070 Uiso 1 1 calc R . . H47C H 0.2371 0.5770 0.2283 0.070 Uiso 1 1 calc R . . C48 C 0.4519(2) 0.6425(4) 0.2574(2) 0.0690(15) Uani 1 1 d . . . H48A H 0.4732 0.6991 0.2519 0.104 Uiso 1 1 calc R . . H48B H 0.4356 0.6125 0.2216 0.104 Uiso 1 1 calc R . . H48C H 0.4801 0.6004 0.2817 0.104 Uiso 1 1 calc R . . B2 B 0.2389(2) 0.2612(3) 0.54887(17) 0.0370(11) Uani 1 1 d . . . C51 C 0.24852(15) 0.2777(3) 0.49610(15) 0.0387(10) Uani 1 1 d . . . C52 C 0.25343(16) 0.2893(3) 0.44456(15) 0.0367(10) Uani 1 1 d . . . H52 H 0.2465 0.2370 0.4208 0.044 Uiso 1 1 calc R . . C53 C 0.26843(16) 0.3752(3) 0.42200(14) 0.0338(9) Uani 1 1 d . . . N54 N 0.30073(13) 0.3838(2) 0.38381(12) 0.0366(8) Uani 1 1 d . . . C55 C 0.30591(17) 0.4766(3) 0.37137(16) 0.0400(10) Uani 1 1 d . . . H55 H 0.3269 0.5009 0.3461 0.048 Uiso 1 1 calc R . . C56 C 0.27595(17) 0.5257(3) 0.40139(15) 0.0407(10) Uani 1 1 d . . . H56 H 0.2715 0.5910 0.4015 0.049 Uiso 1 1 calc R . . N57 N 0.25238(13) 0.4614(2) 0.43278(12) 0.0347(8) Uani 1 1 d . . . C61 C 0.32685(18) 0.3097(3) 0.35941(15) 0.0389(10) Uani 1 1 d . . . C62 C 0.38228(17) 0.2727(3) 0.38700(18) 0.0472(11) Uani 1 1 d . . . C63 C 0.4081(2) 0.2056(3) 0.3602(2) 0.0541(12) Uani 1 1 d . . . H63 H 0.4460 0.1800 0.3785 0.065 Uiso 1 1 calc R . . C64 C 0.3802(2) 0.1758(4) 0.3085(2) 0.0611(14) Uani 1 1 d . . . C65 C 0.3250(3) 0.2116(4) 0.28212(17) 0.0598(14) Uani 1 1 d . . . H65 H 0.3056 0.1895 0.2463 0.072 Uiso 1 1 calc R . . C66 C 0.2959(2) 0.2802(3) 0.30647(16) 0.0494(12) Uani 1 1 d . . . C67 C 0.4072(3) 0.0990(4) 0.2798(2) 0.086(2) Uani 1 1 d . . . H67A H 0.4505 0.0941 0.2968 0.130 Uiso 1 1 calc R . . H67B H 0.4007 0.1137 0.2404 0.130 Uiso 1 1 calc R . . H67C H 0.3876 0.0402 0.2839 0.130 Uiso 1 1 calc R . . C68 C 0.4123(2) 0.3033(4) 0.4449(2) 0.0649(14) Uani 1 1 d . . . H68A H 0.3890 0.2809 0.4704 0.097 Uiso 1 1 calc R . . H68B H 0.4141 0.3710 0.4463 0.097 Uiso 1 1 calc R . . H68C H 0.4532 0.2780 0.4558 0.097 Uiso 1 1 calc R . . C69 C 0.2353(2) 0.3192(4) 0.27849(17) 0.0633(14) Uani 1 1 d . . . H69A H 0.2065 0.3052 0.3006 0.095 Uiso 1 1 calc R . . H69B H 0.2212 0.2916 0.2417 0.095 Uiso 1 1 calc R . . H69C H 0.2385 0.3863 0.2749 0.095 Uiso 1 1 calc R . . C70 C 0.21104(16) 0.4879(3) 0.46495(15) 0.0362(9) Uani 1 1 d . . . C71 C 0.15008(17) 0.4675(3) 0.44490(16) 0.0429(10) Uani 1 1 d . . . C72 C 0.11048(18) 0.4986(3) 0.47513(18) 0.0484(11) Uani 1 1 d . . . C73 C 0.1308(2) 0.5500(3) 0.52321(18) 0.0494(12) Uani 1 1 d . . . C74 C 0.19202(19) 0.5695(3) 0.54210(17) 0.0450(11) Uani 1 1 d . . . C75 C 0.23307(16) 0.5373(3) 0.51340(15) 0.0362(9) Uani 1 1 d . . . C76 C 0.29917(17) 0.5579(3) 0.53447(17) 0.0448(11) Uani 1 1 d . . . H76A H 0.3227 0.5063 0.5254 0.067 Uiso 1 1 calc R . . H76B H 0.3088 0.5663 0.5747 0.067 Uiso 1 1 calc R . . H76C H 0.3090 0.6145 0.5170 0.067 Uiso 1 1 calc R . . C77 C 0.12749(19) 0.4158(4) 0.39131(19) 0.0600(14) Uani 1 1 d . . . H77A H 0.1460 0.4415 0.3631 0.090 Uiso 1 1 calc R . . H77B H 0.0836 0.4218 0.3790 0.090 Uiso 1 1 calc R . . H77C H 0.1382 0.3503 0.3970 0.090 Uiso 1 1 calc R . . C78 C 0.0868(2) 0.5853(4) 0.5547(2) 0.0683(15) Uani 1 1 d . . . H78A H 0.0499 0.6061 0.5285 0.103 Uiso 1 1 calc R . . H78B H 0.1049 0.6371 0.5784 0.103 Uiso 1 1 calc R . . H78C H 0.0771 0.5355 0.5777 0.103 Uiso 1 1 calc R . . C81 C 0.17391(18) 0.2860(3) 0.55830(16) 0.0453(11) Uani 1 1 d . . . C82 C 0.11990(18) 0.2489(3) 0.52529(17) 0.0466(11) Uani 1 1 d . . . C83 C 0.0654(2) 0.2684(4) 0.5383(2) 0.0616(14) Uani 1 1 d . . . H83 H 0.0291 0.2439 0.5156 0.074 Uiso 1 1 calc R . . C84 C 0.0626(3) 0.3228(4) 0.5839(2) 0.0710(17) Uani 1 1 d . . . C85 C 0.1154(3) 0.3605(4) 0.6143(2) 0.0717(17) Uani 1 1 d . . . H85 H 0.1140 0.3992 0.6447 0.086 Uiso 1 1 calc R . . C86 C 0.1707(2) 0.3449(3) 0.60277(17) 0.0526(13) Uani 1 1 d . . . C87 C 0.2257(3) 0.3916(4) 0.63700(19) 0.0715(16) Uani 1 1 d . . . H87A H 0.2137 0.4396 0.6598 0.107 Uiso 1 1 calc R . . H87B H 0.2483 0.4198 0.6126 0.107 Uiso 1 1 calc R . . H87C H 0.2512 0.3460 0.6610 0.107 Uiso 1 1 calc R . . C88 C 0.11920(18) 0.1844(4) 0.47766(17) 0.0536(12) Uani 1 1 d . . . H88A H 0.1374 0.2152 0.4508 0.080 Uiso 1 1 calc R . . H88B H 0.0775 0.1675 0.4597 0.080 Uiso 1 1 calc R . . H88C H 0.1422 0.1285 0.4915 0.080 Uiso 1 1 calc R . . C89 C 0.0033(3) 0.3350(5) 0.5992(3) 0.108(3) Uani 1 1 d . . . H89A H -0.0300 0.3249 0.5665 0.162 Uiso 1 1 calc R . . H89B H 0.0008 0.3977 0.6133 0.162 Uiso 1 1 calc R . . H89C H 0.0006 0.2901 0.6279 0.162 Uiso 1 1 calc R . . C90 C 0.28958(17) 0.2191(3) 0.59995(15) 0.0386(10) Uani 1 1 d . . . C91 C 0.27561(17) 0.1500(3) 0.63455(14) 0.0367(10) Uani 1 1 d . . . C92 C 0.31925(19) 0.1165(3) 0.67953(15) 0.0410(10) Uani 1 1 d . . . H92 H 0.3080 0.0702 0.7020 0.049 Uiso 1 1 calc R . . C93 C 0.37815(19) 0.1473(3) 0.69307(16) 0.0470(11) Uani 1 1 d . . . C94 C 0.3929(2) 0.2132(4) 0.65962(18) 0.0588(13) Uani 1 1 d . . . H94 H 0.4333 0.2349 0.6673 0.071 Uiso 1 1 calc R . . C95 C 0.3502(2) 0.2501(4) 0.61404(18) 0.0539(12) Uani 1 1 d . . . C96 C 0.3716(2) 0.3282(5) 0.5836(2) 0.0870(19) Uani 1 1 d . . . H96A H 0.4127 0.3457 0.6032 0.131 Uiso 1 1 calc R . . H96B H 0.3448 0.3814 0.5817 0.131 Uiso 1 1 calc R . . H96C H 0.3713 0.3080 0.5460 0.131 Uiso 1 1 calc R . . C97 C 0.21279(18) 0.1112(3) 0.62481(16) 0.0457(11) Uani 1 1 d . . . H97A H 0.2140 0.0529 0.6450 0.069 Uiso 1 1 calc R . . H97B H 0.1965 0.1000 0.5852 0.069 Uiso 1 1 calc R . . H97C H 0.1870 0.1554 0.6379 0.069 Uiso 1 1 calc R . . C98 C 0.4238(2) 0.1114(4) 0.74303(18) 0.0654(14) Uani 1 1 d . . . H98A H 0.4342 0.1605 0.7708 0.098 Uiso 1 1 calc R . . H98B H 0.4600 0.0916 0.7321 0.098 Uiso 1 1 calc R . . H98C H 0.4067 0.0589 0.7587 0.098 Uiso 1 1 calc R . . C1_1 C 0.4963(4) 0.5043(6) 0.5416(2) 0.0920(19) Uani 0.50 1 d PGU A -1 C2_1 C 0.4567(4) 0.5568(6) 0.5013(3) 0.0898(19) Uani 0.50 1 d PGU A -1 H2_1 H 0.4266 0.5935 0.5112 0.108 Uiso 0.50 1 calc PR A -1 C3_1 C 0.4614(4) 0.5553(7) 0.4464(2) 0.0923(19) Uani 0.50 1 d PGU A -1 H3_1 H 0.4345 0.5910 0.4191 0.111 Uiso 0.50 1 calc PR A -1 C4_1 C 0.5058(4) 0.5013(7) 0.4318(2) 0.0926(19) Uani 0.50 1 d PGU A -1 H4_1 H 0.5090 0.5002 0.3946 0.111 Uiso 0.50 1 calc PR A -1 C5_1 C 0.5454(4) 0.4487(7) 0.4721(3) 0.0917(19) Uani 0.50 1 d PGU A -1 H5_1 H 0.5755 0.4121 0.4622 0.110 Uiso 0.50 1 calc PR A -1 C6_1 C 0.5407(4) 0.4502(6) 0.5270(3) 0.0913(19) Uani 0.50 1 d PGU A -1 H6_1 H 0.5676 0.4146 0.5544 0.110 Uiso 0.50 1 calc PR A -1 C7_1 C 0.4912(5) 0.5059(8) 0.6012(2) 0.104(2) Uani 0.50 1 d PGU A -1 H7A_1 H 0.5153 0.4556 0.6219 0.156 Uiso 0.50 1 calc PR A -1 H7B_1 H 0.4489 0.4979 0.6019 0.156 Uiso 0.50 1 calc PR A -1 H7C_1 H 0.5060 0.5652 0.6181 0.156 Uiso 0.50 1 calc PR A -1 C1_2 C 0.4855(3) 0.0287(6) 0.5118(3) 0.0948(17) Uani 0.50 1 d PGU B -1 C2_2 C 0.5399(3) -0.0194(7) 0.5289(3) 0.0907(17) Uani 0.50 1 d PGU B -1 H2A_2 H 0.5648 -0.0176 0.5717 0.109 Uiso 0.50 1 d PG B -1 C3_2 C 0.5622(3) -0.0698(6) 0.4903(3) 0.0907(18) Uani 0.50 1 d PGU B -1 H3A_2 H 0.6043 -0.1069 0.5035 0.109 Uiso 0.50 1 d PG B -1 C4_2 C 0.5300(4) -0.0721(6) 0.4348(3) 0.0961(18) Uani 0.50 1 d PGU B -1 H4A_2 H 0.5472 -0.1110 0.4050 0.115 Uiso 0.50 1 d PG B -1 C5_2 C 0.4755(4) -0.0240(7) 0.4177(2) 0.0985(18) Uani 0.50 1 d PGU B -1 H5A_2 H 0.4507 -0.0258 0.3748 0.118 Uiso 0.50 1 d PG B -1 C6_2 C 0.4533(3) 0.0264(6) 0.4562(3) 0.0974(18) Uani 0.50 1 d PGU B -1 H6A_2 H 0.4112 0.0635 0.4431 0.117 Uiso 0.50 1 d PG B -1 C7_2 C 0.4613(5) 0.0834(8) 0.5536(4) 0.106(2) Uani 0.50 1 d PGU B -1 H7A_2 H 0.4922 0.0771 0.5944 0.148 Uiso 0.50 1 d PG B -1 H7B_2 H 0.4570 0.1559 0.5415 0.148 Uiso 0.50 1 d PG B -1 H7C_2 H 0.4172 0.0564 0.5550 0.148 Uiso 0.50 1 d PG B -1 C1_3 C 0.0737(6) 1.0089(9) 0.6671(6) 0.0597(14) Uani 0.50 1 d PU C 1 C2_3 C 0.0639(7) 1.0604(11) 0.6194(5) 0.0594(15) Uani 0.50 1 d PU C 1 H2_3 H 0.0621 1.1260 0.6181 0.071 Uiso 0.50 1 calc PR C 1 C3_3 C 0.0574(6) 1.0059(9) 0.5753(6) 0.0600(15) Uani 0.50 1 d PU C 1 H3_3 H 0.0537 1.0365 0.5410 0.072 Uiso 0.50 1 calc PR C 1 C4_3 C 0.0551(5) 0.9103(10) 0.5730(5) 0.0601(14) Uani 0.50 1 d PU C 1 H4_3 H 0.0475 0.8782 0.5387 0.072 Uiso 0.50 1 calc PR C 1 C5_3 C 0.0649(5) 0.8616(9) 0.6250(6) 0.0599(14) Uani 0.50 1 d PU C 1 H5_3 H 0.0649 0.7960 0.6265 0.072 Uiso 0.50 1 calc PR C 1 C6_3 C 0.0748(5) 0.9161(10) 0.6743(6) 0.0591(14) Uani 0.50 1 d PU C 1 H6_3 H 0.0817 0.8888 0.7099 0.071 Uiso 0.50 1 calc PR C 1 C7_3 C 0.0815(5) 1.0645(9) 0.7200(4) 0.0689(17) Uani 0.50 1 d PU C 1 H7A_3 H 0.0456 1.1026 0.7178 0.103 Uiso 0.50 1 calc PR C 1 H7B_3 H 0.1169 1.1045 0.7248 0.103 Uiso 0.50 1 calc PR C 1 H7C_3 H 0.0869 1.0224 0.7516 0.103 Uiso 0.50 1 calc PR C 1 C1_4 C 0.0715(6) 1.0423(8) 0.6666(5) 0.0547(13) Uani 0.50 1 d PU D 2 C2_4 C 0.0606(6) 1.0415(10) 0.6091(5) 0.0540(14) Uani 0.50 1 d PU D 2 H2_4 H 0.0556 1.1012 0.5928 0.065 Uiso 0.50 1 calc PR D 2 C3_4 C 0.0558(6) 0.9715(9) 0.5719(6) 0.0554(14) Uani 0.50 1 d PU D 2 H3_4 H 0.0469 0.9817 0.5331 0.066 Uiso 0.50 1 calc PR D 2 C4_4 C 0.0649(5) 0.8839(9) 0.5954(6) 0.0567(13) Uani 0.50 1 d PU D 2 H4_4 H 0.0634 0.8303 0.5731 0.068 Uiso 0.50 1 calc PR D 2 C5_4 C 0.0762(5) 0.8782(10) 0.6523(5) 0.0561(13) Uani 0.50 1 d PU D 2 H5_4 H 0.0820 0.8184 0.6685 0.067 Uiso 0.50 1 calc PR D 2 C6_4 C 0.0797(5) 0.9527(10) 0.6871(5) 0.0549(13) Uani 0.50 1 d PU D 2 H6_4 H 0.0879 0.9427 0.7259 0.066 Uiso 0.50 1 calc PR D 2 C7_4 C 0.0745(5) 1.1237(8) 0.7013(4) 0.0605(16) Uani 0.50 1 d PU D 2 H7A_4 H 0.0639 1.1067 0.7358 0.091 Uiso 0.50 1 calc PR D 2 H7B_4 H 0.0461 1.1704 0.6817 0.091 Uiso 0.50 1 calc PR D 2 H7C_4 H 0.1154 1.1490 0.7099 0.091 Uiso 0.50 1 calc PR D 2 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 C1 0.0307(19) 0.046(3) 0.032(2) 0.0039(18) -0.0014(15) 0.0030(19) B1 0.042(3) 0.037(3) 0.035(2) 0.002(2) 0.0040(19) 0.000(2) C2 0.049(2) 0.036(3) 0.033(2) 0.0010(19) -0.0029(17) -0.007(2) C3 0.0262(18) 0.039(3) 0.0301(19) 0.0010(18) 0.0020(15) -0.0011(18) N4 0.0338(17) 0.043(2) 0.0283(16) -0.0037(15) -0.0019(13) -0.0015(16) C5 0.037(2) 0.041(3) 0.038(2) -0.015(2) 0.0008(17) -0.004(2) C6 0.037(2) 0.041(3) 0.038(2) -0.0111(19) 0.0037(17) 0.001(2) N7 0.0290(16) 0.042(2) 0.0310(16) -0.0041(15) 0.0067(13) -0.0019(16) C11 0.043(2) 0.041(3) 0.030(2) -0.0067(18) -0.0039(17) -0.006(2) C12 0.043(2) 0.046(3) 0.041(2) 0.002(2) -0.0078(18) -0.009(2) C13 0.039(2) 0.064(4) 0.048(3) 0.000(2) -0.0138(19) 0.001(2) C14 0.079(3) 0.049(3) 0.028(2) 0.004(2) -0.003(2) -0.010(3) C15 0.068(3) 0.057(3) 0.034(2) -0.006(2) 0.007(2) -0.007(3) C16 0.062(3) 0.044(3) 0.028(2) -0.008(2) 0.0046(19) -0.007(2) C17 0.062(3) 0.061(4) 0.054(3) 0.000(2) 0.028(2) 0.003(3) C18 0.094(4) 0.075(4) 0.051(3) 0.018(3) -0.005(3) 0.000(3) C19 0.036(2) 0.064(4) 0.073(3) 0.014(3) 0.000(2) 0.002(2) C20 0.0289(19) 0.037(3) 0.0298(19) 0.0007(17) 0.0047(15) 0.0025(18) C21 0.033(2) 0.045(3) 0.039(2) -0.0038(19) 0.0105(17) 0.002(2) C22 0.029(2) 0.059(3) 0.044(2) -0.007(2) 0.0036(17) 0.004(2) C23 0.037(2) 0.054(3) 0.034(2) -0.006(2) 0.0025(17) 0.008(2) C24 0.037(2) 0.044(3) 0.033(2) 0.0025(18) 0.0080(16) 0.005(2) C25 0.034(2) 0.037(3) 0.033(2) -0.0025(18) 0.0079(16) 0.0021(19) C26 0.034(2) 0.073(4) 0.054(3) 0.010(2) 0.0135(19) -0.003(2) C27 0.043(2) 0.078(4) 0.051(3) 0.001(3) -0.004(2) 0.016(3) C28 0.036(2) 0.042(3) 0.046(2) 0.006(2) 0.0091(18) -0.001(2) C31 0.038(2) 0.051(3) 0.032(2) -0.007(2) 0.0053(16) 0.009(2) C32 0.039(2) 0.050(3) 0.041(2) -0.012(2) 0.0123(18) -0.002(2) C33 0.039(2) 0.066(4) 0.044(2) -0.016(2) 0.0039(19) 0.004(2) C34 0.046(3) 0.066(4) 0.044(3) -0.007(2) 0.000(2) 0.010(3) C35 0.059(3) 0.053(3) 0.041(2) 0.002(2) 0.007(2) 0.013(3) C36 0.044(2) 0.043(3) 0.032(2) -0.0009(19) 0.0098(17) 0.014(2) C37 0.038(2) 0.069(4) 0.056(3) 0.002(3) 0.013(2) -0.001(2) C38 0.054(3) 0.107(5) 0.062(3) 0.003(3) -0.010(2) 0.022(3) C39 0.049(3) 0.051(3) 0.049(2) 0.008(2) 0.015(2) 0.010(2) C40 0.043(2) 0.044(3) 0.035(2) 0.0002(19) 0.0052(17) 0.006(2) C41 0.041(2) 0.038(3) 0.031(2) 0.0021(18) 0.0103(17) 0.007(2) C42 0.048(2) 0.039(3) 0.035(2) 0.0064(18) 0.0169(18) 0.009(2) C43 0.045(3) 0.048(3) 0.065(3) 0.010(2) 0.019(2) 0.011(2) C44 0.040(2) 0.065(4) 0.087(4) -0.025(3) 0.015(2) -0.001(3) C45 0.050(3) 0.066(4) 0.071(3) -0.022(3) 0.008(2) 0.012(3) C46 0.050(3) 0.109(5) 0.085(4) -0.048(4) 0.001(3) -0.004(3) C47 0.047(2) 0.051(3) 0.040(2) -0.014(2) 0.0086(18) 0.003(2) C48 0.053(3) 0.066(4) 0.096(4) 0.002(3) 0.034(3) 0.008(3) B2 0.045(3) 0.034(3) 0.031(2) 0.003(2) 0.0074(19) 0.002(2) C51 0.0256(19) 0.046(3) 0.042(2) 0.0037(19) 0.0022(16) 0.0049(19) C52 0.038(2) 0.039(3) 0.035(2) -0.0043(18) 0.0114(16) -0.004(2) C53 0.0317(19) 0.039(3) 0.0284(19) -0.0014(18) 0.0036(15) -0.0048(19) N54 0.0361(17) 0.044(2) 0.0313(17) 0.0010(16) 0.0107(14) -0.0018(17) C55 0.041(2) 0.043(3) 0.038(2) 0.007(2) 0.0132(18) -0.001(2) C56 0.044(2) 0.036(3) 0.038(2) 0.0046(19) 0.0034(18) -0.001(2) N57 0.0322(16) 0.038(2) 0.0325(17) 0.0003(15) 0.0050(13) -0.0022(16) C61 0.047(2) 0.039(3) 0.035(2) 0.0000(19) 0.0175(18) -0.006(2) C62 0.033(2) 0.049(3) 0.062(3) 0.000(2) 0.0162(19) -0.004(2) C63 0.046(3) 0.049(3) 0.074(3) -0.012(3) 0.029(2) -0.009(2) C64 0.069(3) 0.052(3) 0.080(4) 0.005(3) 0.054(3) -0.002(3) C65 0.102(4) 0.056(3) 0.031(2) -0.009(2) 0.035(3) -0.016(3) C66 0.065(3) 0.052(3) 0.035(2) 0.007(2) 0.020(2) -0.004(3) C67 0.111(5) 0.071(4) 0.106(4) -0.022(4) 0.081(4) -0.010(4) C68 0.040(2) 0.064(4) 0.077(3) -0.019(3) -0.010(2) 0.002(2) C69 0.078(3) 0.072(4) 0.034(2) 0.000(2) 0.002(2) -0.004(3) C70 0.035(2) 0.036(3) 0.037(2) -0.0004(18) 0.0069(17) 0.0018(19) C71 0.034(2) 0.043(3) 0.046(2) 0.004(2) -0.0018(18) 0.003(2) C72 0.037(2) 0.047(3) 0.061(3) 0.013(2) 0.012(2) 0.008(2) C73 0.048(3) 0.047(3) 0.057(3) 0.019(2) 0.021(2) 0.014(2) C74 0.047(2) 0.043(3) 0.047(2) 0.008(2) 0.016(2) 0.009(2) C75 0.032(2) 0.038(3) 0.037(2) 0.0029(18) 0.0053(16) 0.0048(19) C76 0.041(2) 0.043(3) 0.047(2) -0.005(2) 0.0035(18) 0.001(2) C77 0.039(2) 0.063(4) 0.064(3) -0.007(3) -0.015(2) -0.004(2) C78 0.064(3) 0.068(4) 0.086(4) 0.011(3) 0.044(3) 0.020(3) C81 0.049(2) 0.051(3) 0.039(2) 0.015(2) 0.0169(19) 0.013(2) C82 0.044(2) 0.051(3) 0.046(2) 0.018(2) 0.0147(19) 0.010(2) C83 0.051(3) 0.073(4) 0.067(3) 0.026(3) 0.028(2) 0.017(3) C84 0.070(4) 0.077(4) 0.080(4) 0.034(3) 0.045(3) 0.038(3) C85 0.098(4) 0.071(4) 0.056(3) 0.023(3) 0.037(3) 0.041(4) C86 0.073(3) 0.053(3) 0.036(2) 0.014(2) 0.022(2) 0.029(3) C87 0.105(4) 0.060(4) 0.041(3) -0.005(2) 0.003(3) 0.032(3) C88 0.038(2) 0.068(4) 0.052(3) 0.006(2) 0.0062(19) -0.003(2) C89 0.097(5) 0.131(6) 0.123(5) 0.055(5) 0.078(4) 0.057(4) C90 0.043(2) 0.039(3) 0.035(2) -0.0020(19) 0.0122(17) 0.003(2) C91 0.047(2) 0.036(3) 0.0280(19) -0.0037(18) 0.0107(17) 0.003(2) C92 0.056(3) 0.035(3) 0.033(2) 0.0016(18) 0.0115(18) 0.007(2) C93 0.052(3) 0.044(3) 0.040(2) -0.008(2) 0.003(2) 0.010(2) C94 0.043(2) 0.072(4) 0.057(3) 0.006(3) 0.007(2) -0.004(3) C95 0.052(3) 0.058(3) 0.050(3) 0.010(2) 0.011(2) -0.002(2) C96 0.068(3) 0.100(5) 0.087(4) 0.034(4) 0.007(3) -0.018(3) C97 0.053(3) 0.052(3) 0.032(2) 0.010(2) 0.0108(18) 0.003(2) C98 0.062(3) 0.067(4) 0.056(3) 0.000(3) -0.007(2) 0.017(3) C1_1 0.092(2) 0.090(2) 0.093(2) -0.0015(18) 0.0219(17) -0.0046(18) C2_1 0.087(2) 0.089(2) 0.093(2) -0.0010(19) 0.0230(18) -0.0063(18) C3_1 0.092(2) 0.091(3) 0.094(2) 0.0012(19) 0.0216(19) -0.0065(18) C4_1 0.093(2) 0.093(3) 0.093(3) 0.0022(19) 0.0258(18) -0.0078(19) C5_1 0.088(2) 0.092(3) 0.095(3) -0.0005(19) 0.0227(18) -0.0068(18) C6_1 0.090(2) 0.089(2) 0.093(2) -0.0023(19) 0.0195(18) -0.0055(18) C7_1 0.110(3) 0.105(4) 0.097(3) -0.003(2) 0.026(2) -0.001(3) C1_2 0.091(2) 0.091(2) 0.102(2) 0.0085(18) 0.0221(18) -0.0056(17) C2_2 0.088(2) 0.086(2) 0.096(2) 0.0102(18) 0.0185(18) -0.0075(18) C3_2 0.088(2) 0.086(3) 0.095(2) 0.0078(19) 0.0181(17) -0.0066(18) C4_2 0.093(2) 0.091(3) 0.100(2) 0.0055(19) 0.0163(19) -0.0059(18) C5_2 0.095(2) 0.093(3) 0.103(2) 0.0061(19) 0.0147(18) -0.0052(19) C6_2 0.092(2) 0.092(2) 0.104(2) 0.0079(19) 0.0167(17) -0.0052(18) C7_2 0.104(3) 0.102(3) 0.112(3) 0.002(2) 0.026(3) -0.001(2) C1_3 0.0574(18) 0.0609(17) 0.0615(16) 0.0020(11) 0.0157(13) -0.0010(13) C2_3 0.0566(19) 0.0602(18) 0.0621(17) 0.0024(11) 0.0157(13) -0.0007(13) C3_3 0.0579(19) 0.0607(18) 0.0616(17) 0.0022(12) 0.0153(13) -0.0008(13) C4_3 0.0594(18) 0.0610(18) 0.0606(17) 0.0022(12) 0.0161(13) -0.0010(13) C5_3 0.0592(18) 0.0613(17) 0.0603(17) 0.0023(11) 0.0169(13) -0.0006(13) C6_3 0.0573(18) 0.0610(17) 0.0599(17) 0.0029(11) 0.0160(13) -0.0001(13) C7_3 0.070(2) 0.070(2) 0.0664(19) -0.0031(15) 0.0168(17) -0.0009(18) C1_4 0.0518(17) 0.0565(16) 0.0558(16) 0.0013(11) 0.0135(12) 0.0005(13) C2_4 0.0514(18) 0.0555(17) 0.0556(16) 0.0014(11) 0.0141(13) 0.0010(13) C3_4 0.0536(18) 0.0558(18) 0.0564(16) 0.0003(11) 0.0132(13) 0.0012(13) C4_4 0.0555(18) 0.0567(17) 0.0569(16) 0.0008(12) 0.0118(13) 0.0010(13) C5_4 0.0543(18) 0.0565(16) 0.0566(16) 0.0010(12) 0.0118(13) 0.0000(13) C6_4 0.0523(18) 0.0567(16) 0.0556(16) 0.0021(11) 0.0130(13) 0.0005(13) C7_4 0.060(2) 0.0597(19) 0.062(2) -0.0018(15) 0.0144(17) 0.0024(18) _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 C1 C2 1.319(5) . ? C1 B1 1.411(6) . ? B1 C31 1.599(6) . ? B1 C40 1.606(6) . ? C2 C3 1.446(6) . ? C2 H2 0.9500 . ? C3 N7 1.336(5) . ? C3 N4 1.357(4) . ? N4 C5 1.385(5) . ? N4 C11 1.433(5) . ? C5 C6 1.331(6) . ? C5 H5 0.9500 . ? C6 N7 1.393(5) . ? C6 H6 0.9500 . ? N7 C20 1.457(4) . ? C11 C12 1.368(6) . ? C11 C16 1.413(6) . ? C12 C13 1.404(6) . ? C12 C19 1.510(6) . ? C13 C14 1.372(6) . ? C13 H13 0.9500 . ? C14 C15 1.376(7) . ? C14 C18 1.512(7) . ? C15 C16 1.362(6) . ? C15 H15 0.9500 . ? C16 C17 1.503(6) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C25 1.379(5) . ? C20 C21 1.399(5) . ? C21 C22 1.371(5) . ? C21 C26 1.513(6) . ? C22 C23 1.381(6) . ? C22 H22 0.9500 . ? C23 C24 1.386(6) . ? C23 C27 1.508(6) . ? C24 C25 1.398(5) . ? C24 H24 0.9500 . ? C25 C28 1.502(5) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C31 C32 1.406(6) . ? C31 C36 1.424(6) . ? C32 C33 1.387(6) . ? C32 C37 1.522(6) . ? C33 C34 1.406(7) . ? C33 H33 0.9500 . ? C34 C35 1.374(6) . ? C34 C38 1.509(6) . ? C35 C36 1.380(6) . ? C35 H35 0.9500 . ? C36 C39 1.503(6) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 C45 1.420(6) . ? C40 C41 1.422(5) . ? C41 C42 1.382(5) . ? C41 C47 1.501(5) . ? C42 C43 1.394(6) . ? C42 H42 0.9500 . ? C43 C44 1.396(7) . ? C43 C48 1.506(6) . ? C44 C45 1.376(6) . ? C44 H44 0.9500 . ? C45 C46 1.522(7) . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? B2 C51 1.408(6) . ? B2 C81 1.605(6) . ? B2 C90 1.615(6) . ? C51 C52 1.329(5) . ? C52 C53 1.441(6) . ? C52 H52 0.9500 . ? C53 N57 1.346(5) . ? C53 N54 1.349(5) . ? N54 C55 1.391(5) . ? N54 C61 1.435(5) . ? C55 C56 1.339(6) . ? C55 H55 0.9500 . ? C56 N57 1.408(5) . ? C56 H56 0.9500 . ? N57 C70 1.437(5) . ? C61 C62 1.393(6) . ? C61 C66 1.402(6) . ? C62 C63 1.391(6) . ? C62 C68 1.504(6) . ? C63 C64 1.361(7) . ? C63 H63 0.9500 . ? C64 C65 1.375(7) . ? C64 C67 1.531(7) . ? C65 C66 1.415(7) . ? C65 H65 0.9500 . ? C66 C69 1.501(6) . ? C67 H67A 0.9800 . ? C67 H67B 0.9800 . ? C67 H67C 0.9800 . ? C68 H68A 0.9800 . ? C68 H68B 0.9800 . ? C68 H68C 0.9800 . ? C69 H69A 0.9800 . ? C69 H69B 0.9800 . ? C69 H69C 0.9800 . ? C70 C75 1.387(5) . ? C70 C71 1.393(5) . ? C71 C72 1.391(6) . ? C71 C77 1.507(6) . ? C72 C73 1.390(6) . ? C73 C74 1.393(6) . ? C73 C78 1.514(6) . ? C74 C75 1.396(6) . ? C75 C76 1.505(5) . ? C76 H76A 0.9800 . ? C76 H76B 0.9800 . ? C76 H76C 0.9800 . ? C77 H77A 0.9800 . ? C77 H77B 0.9800 . ? C77 H77C 0.9800 . ? C78 H78A 0.9800 . ? C78 H78B 0.9800 . ? C78 H78C 0.9800 . ? C81 C82 1.411(6) . ? C81 C86 1.415(6) . ? C82 C83 1.396(6) . ? C82 C88 1.508(6) . ? C83 C84 1.397(8) . ? C83 H83 0.9500 . ? C84 C85 1.371(8) . ? C84 C89 1.512(7) . ? C85 C86 1.384(7) . ? C85 H85 0.9500 . ? C86 C87 1.497(7) . ? C87 H87A 0.9800 . ? C87 H87B 0.9800 . ? C87 H87C 0.9800 . ? C88 H88A 0.9800 . ? C88 H88B 0.9800 . ? C88 H88C 0.9800 . ? C89 H89A 0.9800 . ? C89 H89B 0.9800 . ? C89 H89C 0.9800 . ? C90 C91 1.408(6) . ? C90 C95 1.420(6) . ? C91 C92 1.392(5) . ? C91 C97 1.507(6) . ? C92 C93 1.381(6) . ? C92 H92 0.9500 . ? C93 C94 1.364(6) . ? C93 C98 1.506(6) . ? C94 C95 1.408(6) . ? C94 H94 0.9500 . ? C95 C96 1.509(7) . ? C96 H96A 0.9800 . ? C96 H96B 0.9800 . ? C96 H96C 0.9800 . ? C97 H97A 0.9800 . ? C97 H97B 0.9800 . ? C97 H97C 0.9800 . ? C98 H98A 0.9800 . ? C98 H98B 0.9800 . ? C98 H98C 0.9800 . ? C1_1 C6_1 1.4000 . ? C1_1 C2_1 1.4000 . ? C1_1 C7_1 1.5200 . ? C2_1 C3_1 1.4000 . ? C2_1 H2_1 0.9500 . ? C3_1 C4_1 1.4000 . ? C3_1 H3_1 0.9500 . ? C4_1 C5_1 1.4001 . ? C4_1 H4_1 0.9500 . ? C5_1 C6_1 1.4000 . ? C5_1 H5_1 0.9500 . ? C6_1 H6_1 0.9500 . ? C7_1 H7A_1 0.9800 . ? C7_1 H7B_1 0.9800 . ? C7_1 H7C_1 0.9800 . ? C1_2 C6_2 1.4000 . ? C1_2 C2_2 1.4000 . ? C1_2 C7_2 1.5200 . ? C2_2 C3_2 1.4001 . ? C2_2 H2A_2 1.0799 . ? C3_2 C4_2 1.4000 . ? C3_2 H3A_2 1.0800 . ? C4_2 C5_2 1.4000 . ? C4_2 H4A_2 1.0800 . ? C5_2 C6_2 1.4000 . ? C5_2 H5A_2 1.0800 . ? C6_2 H6A_2 1.0800 . ? C7_2 H7A_2 1.0899 . ? C7_2 H7B_2 1.0900 . ? C7_2 H7C_2 1.0900 . ? C1_3 C6_3 1.354(17) . ? C1_3 C2_3 1.37(2) . ? C1_3 C7_3 1.519(17) . ? C2_3 C3_3 1.331(17) . ? C2_3 H2_3 0.9500 . ? C3_3 C4_3 1.385(17) . ? C3_3 H3_3 0.9500 . ? C4_3 C5_3 1.445(15) . ? C4_3 H4_3 0.9500 . ? C5_3 C6_3 1.430(15) . ? C5_3 H5_3 0.9500 . ? C6_3 H6_3 0.9500 . ? C7_3 H7A_3 0.9800 . ? C7_3 H7B_3 0.9800 . ? C7_3 H7C_3 0.9800 . ? C1_4 C6_4 1.389(17) . ? C1_4 C2_4 1.39(2) . ? C1_4 C7_4 1.455(15) . ? C2_4 C3_4 1.359(16) . ? C2_4 H2_4 0.9500 . ? C3_4 C4_4 1.390(17) . ? C3_4 H3_4 0.9500 . ? C4_4 C5_4 1.381(15) . ? C4_4 H4_4 0.9500 . ? C5_4 C6_4 1.375(15) . ? C5_4 H5_4 0.9500 . ? C6_4 H6_4 0.9500 . ? C7_4 H7A_4 0.9800 . ? C7_4 H7B_4 0.9800 . ? C7_4 H7C_4 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 C2 C1 B1 175.4(4) . . ? C1 B1 C31 115.2(4) . . ? C1 B1 C40 124.2(4) . . ? C31 B1 C40 120.6(3) . . ? C1 C2 C3 123.5(4) . . ? C1 C2 H2 118.2 . . ? C3 C2 H2 118.2 . . ? N7 C3 N4 105.9(3) . . ? N7 C3 C2 129.3(3) . . ? N4 C3 C2 124.8(4) . . ? C3 N4 C5 109.0(3) . . ? C3 N4 C11 126.8(4) . . ? C5 N4 C11 124.2(3) . . ? C6 C5 N4 108.4(3) . . ? C6 C5 H5 125.8 . . ? N4 C5 H5 125.8 . . ? C5 C6 N7 105.8(4) . . ? C5 C6 H6 127.1 . . ? N7 C6 H6 127.1 . . ? C3 N7 C6 110.9(3) . . ? C3 N7 C20 128.1(3) . . ? C6 N7 C20 120.6(3) . . ? C12 C11 C16 122.8(4) . . ? C12 C11 N4 119.6(4) . . ? C16 C11 N4 117.4(4) . . ? C11 C12 C13 117.2(4) . . ? C11 C12 C19 121.6(4) . . ? C13 C12 C19 121.1(4) . . ? C14 C13 C12 121.5(4) . . ? C14 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? C13 C14 C15 118.8(4) . . ? C13 C14 C18 120.7(5) . . ? C15 C14 C18 120.5(5) . . ? C16 C15 C14 122.8(4) . . ? C16 C15 H15 118.6 . . ? C14 C15 H15 118.6 . . ? C15 C16 C11 116.8(4) . . ? C15 C16 C17 121.7(4) . . ? C11 C16 C17 121.5(4) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C14 C18 H18A 109.5 . . ? C14 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C14 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C12 C19 H19A 109.5 . . ? C12 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C12 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C25 C20 C21 122.5(3) . . ? C25 C20 N7 118.0(3) . . ? C21 C20 N7 118.9(3) . . ? C22 C21 C20 117.3(4) . . ? C22 C21 C26 121.3(4) . . ? C20 C21 C26 121.4(3) . . ? C21 C22 C23 122.5(4) . . ? C21 C22 H22 118.7 . . ? C23 C22 H22 118.7 . . ? C22 C23 C24 118.7(4) . . ? C22 C23 C27 121.2(4) . . ? C24 C23 C27 120.1(4) . . ? C23 C24 C25 121.1(4) . . ? C23 C24 H24 119.4 . . ? C25 C24 H24 119.4 . . ? C20 C25 C24 117.8(3) . . ? C20 C25 C28 121.6(3) . . ? C24 C25 C28 120.6(3) . . ? C21 C26 H26A 109.5 . . ? C21 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C21 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 H27A 109.5 . . ? C23 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C23 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C32 C31 C36 117.5(4) . . ? C32 C31 B1 123.4(4) . . ? C36 C31 B1 119.1(4) . . ? C33 C32 C31 120.8(4) . . ? C33 C32 C37 118.7(4) . . ? C31 C32 C37 120.4(4) . . ? C32 C33 C34 121.4(4) . . ? C32 C33 H33 119.3 . . ? C34 C33 H33 119.3 . . ? C35 C34 C33 117.3(4) . . ? C35 C34 C38 122.5(5) . . ? C33 C34 C38 120.2(5) . . ? C34 C35 C36 123.2(4) . . ? C34 C35 H35 118.4 . . ? C36 C35 H35 118.4 . . ? C35 C36 C31 119.8(4) . . ? C35 C36 C39 119.7(4) . . ? C31 C36 C39 120.5(3) . . ? C32 C37 H37A 109.5 . . ? C32 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C32 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C34 C38 H38A 109.5 . . ? C34 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C34 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C36 C39 H39A 109.5 . . ? C36 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C36 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C45 C40 C41 115.6(4) . . ? C45 C40 B1 122.0(4) . . ? C41 C40 B1 122.4(3) . . ? C42 C41 C40 121.7(4) . . ? C42 C41 C47 117.5(3) . . ? C40 C41 C47 120.9(3) . . ? C41 C42 C43 121.9(4) . . ? C41 C42 H42 119.1 . . ? C43 C42 H42 119.1 . . ? C42 C43 C44 116.6(4) . . ? C42 C43 C48 121.3(4) . . ? C44 C43 C48 122.1(4) . . ? C45 C44 C43 122.7(4) . . ? C45 C44 H44 118.7 . . ? C43 C44 H44 118.7 . . ? C44 C45 C40 121.2(4) . . ? C44 C45 C46 118.2(4) . . ? C40 C45 C46 120.5(4) . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C41 C47 H47A 109.5 . . ? C41 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C41 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C43 C48 H48A 109.5 . . ? C43 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C43 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C51 B2 C81 117.7(3) . . ? C51 B2 C90 123.6(4) . . ? C81 B2 C90 118.7(3) . . ? C52 C51 B2 175.2(4) . . ? C51 C52 C53 124.9(4) . . ? C51 C52 H52 117.5 . . ? C53 C52 H52 117.5 . . ? N57 C53 N54 106.3(3) . . ? N57 C53 C52 128.2(3) . . ? N54 C53 C52 125.5(4) . . ? C53 N54 C55 109.8(3) . . ? C53 N54 C61 126.2(4) . . ? C55 N54 C61 124.0(3) . . ? C56 C55 N54 107.7(3) . . ? C56 C55 H55 126.2 . . ? N54 C55 H55 126.2 . . ? C55 C56 N57 106.3(4) . . ? C55 C56 H56 126.8 . . ? N57 C56 H56 126.8 . . ? C53 N57 C56 109.9(3) . . ? C53 N57 C70 127.5(3) . . ? C56 N57 C70 122.1(4) . . ? C62 C61 C66 122.3(4) . . ? C62 C61 N54 120.2(4) . . ? C66 C61 N54 117.4(4) . . ? C63 C62 C61 118.4(4) . . ? C63 C62 C68 121.3(4) . . ? C61 C62 C68 120.3(4) . . ? C64 C63 C62 121.5(5) . . ? C64 C63 H63 119.3 . . ? C62 C63 H63 119.3 . . ? C63 C64 C65 119.5(5) . . ? C63 C64 C67 121.7(5) . . ? C65 C64 C67 118.7(5) . . ? C64 C65 C66 122.4(4) . . ? C64 C65 H65 118.8 . . ? C66 C65 H65 118.8 . . ? C61 C66 C65 115.8(4) . . ? C61 C66 C69 121.2(4) . . ? C65 C66 C69 123.0(4) . . ? C64 C67 H67A 109.5 . . ? C64 C67 H67B 109.5 . . ? H67A C67 H67B 109.5 . . ? C64 C67 H67C 109.5 . . ? H67A C67 H67C 109.5 . . ? H67B C67 H67C 109.5 . . ? C62 C68 H68A 109.5 . . ? C62 C68 H68B 109.5 . . ? H68A C68 H68B 109.5 . . ? C62 C68 H68C 109.5 . . ? H68A C68 H68C 109.5 . . ? H68B C68 H68C 109.5 . . ? C66 C69 H69A 109.5 . . ? C66 C69 H69B 109.5 . . ? H69A C69 H69B 109.5 . . ? C66 C69 H69C 109.5 . . ? H69A C69 H69C 109.5 . . ? H69B C69 H69C 109.5 . . ? C75 C70 C71 122.5(4) . . ? C75 C70 N57 118.5(3) . . ? C71 C70 N57 118.9(3) . . ? C72 C71 C70 117.9(4) . . ? C72 C71 C77 121.0(4) . . ? C70 C71 C77 121.1(4) . . ? C73 C72 C71 121.1(4) . . ? C72 C73 C74 119.6(4) . . ? C72 C73 C78 120.3(4) . . ? C74 C73 C78 120.1(5) . . ? C73 C74 C75 120.6(4) . . ? C70 C75 C74 118.3(4) . . ? C70 C75 C76 121.5(3) . . ? C74 C75 C76 120.2(4) . . ? C75 C76 H76A 109.5 . . ? C75 C76 H76B 109.5 . . ? H76A C76 H76B 109.5 . . ? C75 C76 H76C 109.5 . . ? H76A C76 H76C 109.5 . . ? H76B C76 H76C 109.5 . . ? C71 C77 H77A 109.5 . . ? C71 C77 H77B 109.5 . . ? H77A C77 H77B 109.5 . . ? C71 C77 H77C 109.5 . . ? H77A C77 H77C 109.5 . . ? H77B C77 H77C 109.5 . . ? C73 C78 H78A 109.5 . . ? C73 C78 H78B 109.5 . . ? H78A C78 H78B 109.5 . . ? C73 C78 H78C 109.5 . . ? H78A C78 H78C 109.5 . . ? H78B C78 H78C 109.5 . . ? C82 C81 C86 118.5(4) . . ? C82 C81 B2 122.7(4) . . ? C86 C81 B2 118.7(4) . . ? C83 C82 C81 119.6(4) . . ? C83 C82 C88 118.2(4) . . ? C81 C82 C88 122.1(4) . . ? C82 C83 C84 121.8(5) . . ? C82 C83 H83 119.1 . . ? C84 C83 H83 119.1 . . ? C85 C84 C83 117.5(4) . . ? C85 C84 C89 122.6(6) . . ? C83 C84 C89 119.8(6) . . ? C84 C85 C86 123.2(5) . . ? C84 C85 H85 118.4 . . ? C86 C85 H85 118.4 . . ? C85 C86 C81 119.3(5) . . ? C85 C86 C87 119.5(5) . . ? C81 C86 C87 121.2(4) . . ? C86 C87 H87A 109.5 . . ? C86 C87 H87B 109.5 . . ? H87A C87 H87B 109.5 . . ? C86 C87 H87C 109.5 . . ? H87A C87 H87C 109.5 . . ? H87B C87 H87C 109.5 . . ? C82 C88 H88A 109.5 . . ? C82 C88 H88B 109.5 . . ? H88A C88 H88B 109.5 . . ? C82 C88 H88C 109.5 . . ? H88A C88 H88C 109.5 . . ? H88B C88 H88C 109.5 . . ? C84 C89 H89A 109.5 . . ? C84 C89 H89B 109.5 . . ? H89A C89 H89B 109.5 . . ? C84 C89 H89C 109.5 . . ? H89A C89 H89C 109.5 . . ? H89B C89 H89C 109.5 . . ? C91 C90 C95 115.5(4) . . ? C91 C90 B2 121.5(3) . . ? C95 C90 B2 122.9(4) . . ? C92 C91 C90 120.9(4) . . ? C92 C91 C97 117.8(4) . . ? C90 C91 C97 121.3(3) . . ? C93 C92 C91 123.2(4) . . ? C93 C92 H92 118.4 . . ? C91 C92 H92 118.4 . . ? C94 C93 C92 116.8(4) . . ? C94 C93 C98 121.4(4) . . ? C92 C93 C98 121.8(4) . . ? C93 C94 C95 122.1(4) . . ? C93 C94 H94 118.9 . . ? C95 C94 H94 118.9 . . ? C94 C95 C90 121.4(4) . . ? C94 C95 C96 116.3(4) . . ? C90 C95 C96 122.2(4) . . ? C95 C96 H96A 109.5 . . ? C95 C96 H96B 109.5 . . ? H96A C96 H96B 109.5 . . ? C95 C96 H96C 109.5 . . ? H96A C96 H96C 109.5 . . ? H96B C96 H96C 109.5 . . ? C91 C97 H97A 109.5 . . ? C91 C97 H97B 109.5 . . ? H97A C97 H97B 109.5 . . ? C91 C97 H97C 109.5 . . ? H97A C97 H97C 109.5 . . ? H97B C97 H97C 109.5 . . ? C93 C98 H98A 109.5 . . ? C93 C98 H98B 109.5 . . ? H98A C98 H98B 109.5 . . ? C93 C98 H98C 109.5 . . ? H98A C98 H98C 109.5 . . ? H98B C98 H98C 109.5 . . ? C6_1 C1_1 C2_1 120.0 . . ? C6_1 C1_1 C7_1 120.0 . . ? C2_1 C1_1 C7_1 120.0 . . ? C3_1 C2_1 C1_1 120.0 . . ? C3_1 C2_1 H2_1 120.0 . . ? C1_1 C2_1 H2_1 120.0 . . ? C2_1 C3_1 C4_1 120.0 . . ? C2_1 C3_1 H3_1 120.0 . . ? C4_1 C3_1 H3_1 120.0 . . ? C3_1 C4_1 C5_1 120.0 . . ? C3_1 C4_1 H4_1 120.0 . . ? C5_1 C4_1 H4_1 120.0 . . ? C6_1 C5_1 C4_1 120.0 . . ? C6_1 C5_1 H5_1 120.0 . . ? C4_1 C5_1 H5_1 120.0 . . ? C1_1 C6_1 C5_1 120.0 . . ? C1_1 C6_1 H6_1 120.0 . . ? C5_1 C6_1 H6_1 120.0 . . ? C6_2 C1_2 C2_2 120.0 . . ? C6_2 C1_2 C7_2 120.0 . . ? C2_2 C1_2 C7_2 120.0 . . ? C1_2 C2_2 C3_2 120.0 . . ? C4_2 C3_2 C2_2 120.0 . . ? C3_2 C4_2 C5_2 120.0 . . ? C6_2 C5_2 C4_2 120.0 . . ? C5_2 C6_2 C1_2 120.0 . . ? C6_3 C1_3 C2_3 130.3(13) . . ? C6_3 C1_3 C7_3 114.6(14) . . ? C2_3 C1_3 C7_3 115.1(11) . . ? C3_3 C2_3 C1_3 110.7(13) . . ? C3_3 C2_3 H2_3 124.6 . . ? C1_3 C2_3 H2_3 124.6 . . ? C2_3 C3_3 C4_3 128.5(13) . . ? C2_3 C3_3 H3_3 115.7 . . ? C4_3 C3_3 H3_3 115.7 . . ? C3_3 C4_3 C5_3 116.9(10) . . ? C3_3 C4_3 H4_3 121.5 . . ? C5_3 C4_3 H4_3 121.5 . . ? C6_3 C5_3 C4_3 117.3(10) . . ? C6_3 C5_3 H5_3 121.3 . . ? C4_3 C5_3 H5_3 121.3 . . ? C1_3 C6_3 C5_3 116.1(12) . . ? C1_3 C6_3 H6_3 122.0 . . ? C5_3 C6_3 H6_3 122.0 . . ? C6_4 C1_4 C2_4 110.2(11) . . ? C6_4 C1_4 C7_4 123.7(11) . . ? C2_4 C1_4 C7_4 126.1(12) . . ? C3_4 C2_4 C1_4 132.2(14) . . ? C3_4 C2_4 H2_4 113.9 . . ? C1_4 C2_4 H2_4 113.9 . . ? C2_4 C3_4 C4_4 114.4(13) . . ? C2_4 C3_4 H3_4 122.8 . . ? C4_4 C3_4 H3_4 122.8 . . ? C5_4 C4_4 C3_4 117.3(11) . . ? C5_4 C4_4 H4_4 121.4 . . ? C3_4 C4_4 H4_4 121.4 . . ? C6_4 C5_4 C4_4 124.7(11) . . ? C6_4 C5_4 H5_4 117.7 . . ? C4_4 C5_4 H5_4 117.7 . . ? C5_4 C6_4 C1_4 121.2(11) . . ? C5_4 C6_4 H6_4 119.4 . . ? C1_4 C6_4 H6_4 119.4 . . ? C1_4 C7_4 H7A_4 109.5 . . ? C1_4 C7_4 H7B_4 109.5 . . ? H7A_4 C7_4 H7B_4 109.5 . . ? C1_4 C7_4 H7C_4 109.5 . . ? H7A_4 C7_4 H7C_4 109.5 . . ? H7B_4 C7_4 H7C_4 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C2 C3 N7 41.6(6) . . . . ? C1 C2 C3 N4 -138.1(4) . . . . ? N7 C3 N4 C5 -1.5(4) . . . . ? C2 C3 N4 C5 178.2(4) . . . . ? N7 C3 N4 C11 176.4(3) . . . . ? C2 C3 N4 C11 -3.9(6) . . . . ? C3 N4 C5 C6 1.7(4) . . . . ? C11 N4 C5 C6 -176.3(4) . . . . ? N4 C5 C6 N7 -1.1(4) . . . . ? N4 C3 N7 C6 0.9(4) . . . . ? C2 C3 N7 C6 -178.8(4) . . . . ? N4 C3 N7 C20 -172.0(3) . . . . ? C2 C3 N7 C20 8.3(6) . . . . ? C5 C6 N7 C3 0.1(4) . . . . ? C5 C6 N7 C20 173.6(3) . . . . ? C3 N4 C11 C12 98.3(5) . . . . ? C5 N4 C11 C12 -84.1(5) . . . . ? C3 N4 C11 C16 -86.8(5) . . . . ? C5 N4 C11 C16 90.8(5) . . . . ? C16 C11 C12 C13 0.9(6) . . . . ? N4 C11 C12 C13 175.6(4) . . . . ? C16 C11 C12 C19 -177.1(4) . . . . ? N4 C11 C12 C19 -2.5(6) . . . . ? C11 C12 C13 C14 0.2(7) . . . . ? C19 C12 C13 C14 178.3(4) . . . . ? C12 C13 C14 C15 -1.3(7) . . . . ? C12 C13 C14 C18 -179.7(4) . . . . ? C13 C14 C15 C16 1.3(7) . . . . ? C18 C14 C15 C16 179.6(4) . . . . ? C14 C15 C16 C11 -0.2(6) . . . . ? C14 C15 C16 C17 -179.7(4) . . . . ? C12 C11 C16 C15 -1.0(6) . . . . ? N4 C11 C16 C15 -175.7(4) . . . . ? C12 C11 C16 C17 178.5(4) . . . . ? N4 C11 C16 C17 3.8(6) . . . . ? C3 N7 C20 C25 -118.9(4) . . . . ? C6 N7 C20 C25 68.8(5) . . . . ? C3 N7 C20 C21 69.7(5) . . . . ? C6 N7 C20 C21 -102.5(4) . . . . ? C25 C20 C21 C22 0.4(6) . . . . ? N7 C20 C21 C22 171.4(4) . . . . ? C25 C20 C21 C26 -179.9(4) . . . . ? N7 C20 C21 C26 -8.9(6) . . . . ? C20 C21 C22 C23 -1.7(6) . . . . ? C26 C21 C22 C23 178.6(4) . . . . ? C21 C22 C23 C24 1.7(7) . . . . ? C21 C22 C23 C27 -177.6(4) . . . . ? C22 C23 C24 C25 -0.3(6) . . . . ? C27 C23 C24 C25 178.9(4) . . . . ? C21 C20 C25 C24 0.9(6) . . . . ? N7 C20 C25 C24 -170.2(3) . . . . ? C21 C20 C25 C28 -179.6(4) . . . . ? N7 C20 C25 C28 9.4(6) . . . . ? C23 C24 C25 C20 -0.9(6) . . . . ? C23 C24 C25 C28 179.5(4) . . . . ? C1 B1 C31 C32 -62.2(6) . . . . ? C40 B1 C31 C32 120.2(5) . . . . ? C1 B1 C31 C36 117.4(4) . . . . ? C40 B1 C31 C36 -60.3(6) . . . . ? C36 C31 C32 C33 0.7(6) . . . . ? B1 C31 C32 C33 -179.8(4) . . . . ? C36 C31 C32 C37 178.5(4) . . . . ? B1 C31 C32 C37 -1.9(6) . . . . ? C31 C32 C33 C34 0.6(6) . . . . ? C37 C32 C33 C34 -177.3(4) . . . . ? C32 C33 C34 C35 -0.9(7) . . . . ? C32 C33 C34 C38 179.0(4) . . . . ? C33 C34 C35 C36 -0.2(7) . . . . ? C38 C34 C35 C36 179.9(4) . . . . ? C34 C35 C36 C31 1.5(7) . . . . ? C34 C35 C36 C39 -179.5(4) . . . . ? C32 C31 C36 C35 -1.7(6) . . . . ? B1 C31 C36 C35 178.7(4) . . . . ? C32 C31 C36 C39 179.3(4) . . . . ? B1 C31 C36 C39 -0.2(6) . . . . ? C1 B1 C40 C45 -34.0(7) . . . . ? C31 B1 C40 C45 143.4(5) . . . . ? C1 B1 C40 C41 148.1(4) . . . . ? C31 B1 C40 C41 -34.4(6) . . . . ? C45 C40 C41 C42 -6.0(6) . . . . ? B1 C40 C41 C42 172.0(4) . . . . ? C45 C40 C41 C47 174.4(4) . . . . ? B1 C40 C41 C47 -7.6(6) . . . . ? C40 C41 C42 C43 0.7(6) . . . . ? C47 C41 C42 C43 -179.7(4) . . . . ? C41 C42 C43 C44 5.0(7) . . . . ? C41 C42 C43 C48 -177.2(4) . . . . ? C42 C43 C44 C45 -5.2(8) . . . . ? C48 C43 C44 C45 177.0(5) . . . . ? C43 C44 C45 C40 -0.2(9) . . . . ? C43 C44 C45 C46 176.2(5) . . . . ? C41 C40 C45 C44 5.8(7) . . . . ? B1 C40 C45 C44 -172.2(5) . . . . ? C41 C40 C45 C46 -170.6(5) . . . . ? B1 C40 C45 C46 11.4(8) . . . . ? C51 C52 C53 N57 -35.8(6) . . . . ? C51 C52 C53 N54 146.3(4) . . . . ? N57 C53 N54 C55 1.2(4) . . . . ? C52 C53 N54 C55 179.5(3) . . . . ? N57 C53 N54 C61 -179.4(3) . . . . ? C52 C53 N54 C61 -1.1(6) . . . . ? C53 N54 C55 C56 -0.9(4) . . . . ? C61 N54 C55 C56 179.7(3) . . . . ? N54 C55 C56 N57 0.3(4) . . . . ? N54 C53 N57 C56 -1.0(4) . . . . ? C52 C53 N57 C56 -179.2(3) . . . . ? N54 C53 N57 C70 171.0(3) . . . . ? C52 C53 N57 C70 -7.3(6) . . . . ? C55 C56 N57 C53 0.5(4) . . . . ? C55 C56 N57 C70 -172.0(3) . . . . ? C53 N54 C61 C62 -82.7(5) . . . . ? C55 N54 C61 C62 96.6(5) . . . . ? C53 N54 C61 C66 100.2(4) . . . . ? C55 N54 C61 C66 -80.4(5) . . . . ? C66 C61 C62 C63 1.5(6) . . . . ? N54 C61 C62 C63 -175.4(4) . . . . ? C66 C61 C62 C68 -176.9(4) . . . . ? N54 C61 C62 C68 6.1(6) . . . . ? C61 C62 C63 C64 -0.4(7) . . . . ? C68 C62 C63 C64 178.0(4) . . . . ? C62 C63 C64 C65 -0.9(7) . . . . ? C62 C63 C64 C67 -177.4(4) . . . . ? C63 C64 C65 C66 1.1(7) . . . . ? C67 C64 C65 C66 177.7(4) . . . . ? C62 C61 C66 C65 -1.3(6) . . . . ? N54 C61 C66 C65 175.7(4) . . . . ? C62 C61 C66 C69 178.0(4) . . . . ? N54 C61 C66 C69 -5.0(6) . . . . ? C64 C65 C66 C61 0.0(7) . . . . ? C64 C65 C66 C69 -179.3(4) . . . . ? C53 N57 C70 C75 115.8(4) . . . . ? C56 N57 C70 C75 -73.1(5) . . . . ? C53 N57 C70 C71 -67.7(5) . . . . ? C56 N57 C70 C71 103.4(5) . . . . ? C75 C70 C71 C72 0.1(6) . . . . ? N57 C70 C71 C72 -176.3(4) . . . . ? C75 C70 C71 C77 178.4(4) . . . . ? N57 C70 C71 C77 2.0(6) . . . . ? C70 C71 C72 C73 1.3(7) . . . . ? C77 C71 C72 C73 -176.9(4) . . . . ? C71 C72 C73 C74 -1.2(7) . . . . ? C71 C72 C73 C78 178.5(4) . . . . ? C72 C73 C74 C75 -0.5(7) . . . . ? C78 C73 C74 C75 179.9(4) . . . . ? C71 C70 C75 C74 -1.6(6) . . . . ? N57 C70 C75 C74 174.7(4) . . . . ? C71 C70 C75 C76 179.5(4) . . . . ? N57 C70 C75 C76 -4.1(6) . . . . ? C73 C74 C75 C70 1.8(6) . . . . ? C73 C74 C75 C76 -179.4(4) . . . . ? C51 B2 C81 C82 56.2(6) . . . . ? C90 B2 C81 C82 -123.9(4) . . . . ? C51 B2 C81 C86 -126.2(4) . . . . ? C90 B2 C81 C86 53.7(6) . . . . ? C86 C81 C82 C83 -2.2(6) . . . . ? B2 C81 C82 C83 175.5(4) . . . . ? C86 C81 C82 C88 -179.0(4) . . . . ? B2 C81 C82 C88 -1.3(6) . . . . ? C81 C82 C83 C84 -0.9(7) . . . . ? C88 C82 C83 C84 176.0(4) . . . . ? C82 C83 C84 C85 3.0(8) . . . . ? C82 C83 C84 C89 -174.6(5) . . . . ? C83 C84 C85 C86 -1.9(8) . . . . ? C89 C84 C85 C86 175.6(5) . . . . ? C84 C85 C86 C81 -1.2(7) . . . . ? C84 C85 C86 C87 177.9(5) . . . . ? C82 C81 C86 C85 3.2(6) . . . . ? B2 C81 C86 C85 -174.5(4) . . . . ? C82 C81 C86 C87 -175.8(4) . . . . ? B2 C81 C86 C87 6.4(6) . . . . ? C51 B2 C90 C91 -136.6(5) . . . . ? C81 B2 C90 C91 43.5(6) . . . . ? C51 B2 C90 C95 45.1(7) . . . . ? C81 B2 C90 C95 -134.8(4) . . . . ? C95 C90 C91 C92 0.6(6) . . . . ? B2 C90 C91 C92 -177.8(4) . . . . ? C95 C90 C91 C97 179.4(4) . . . . ? B2 C90 C91 C97 1.0(6) . . . . ? C90 C91 C92 C93 -0.4(6) . . . . ? C97 C91 C92 C93 -179.3(4) . . . . ? C91 C92 C93 C94 -0.6(6) . . . . ? C91 C92 C93 C98 178.2(4) . . . . ? C92 C93 C94 C95 1.3(7) . . . . ? C98 C93 C94 C95 -177.4(4) . . . . ? C93 C94 C95 C90 -1.2(8) . . . . ? C93 C94 C95 C96 175.1(5) . . . . ? C91 C90 C95 C94 0.2(7) . . . . ? B2 C90 C95 C94 178.6(4) . . . . ? C91 C90 C95 C96 -175.8(5) . . . . ? B2 C90 C95 C96 2.5(7) . . . . ? C6_1 C1_1 C2_1 C3_1 0.0 . . . . ? C7_1 C1_1 C2_1 C3_1 180.0 . . . . ? C1_1 C2_1 C3_1 C4_1 0.0 . . . . ? C2_1 C3_1 C4_1 C5_1 0.0 . . . . ? C3_1 C4_1 C5_1 C6_1 0.0 . . . . ? C2_1 C1_1 C6_1 C5_1 0.0 . . . . ? C7_1 C1_1 C6_1 C5_1 180.0 . . . . ? C4_1 C5_1 C6_1 C1_1 0.0 . . . . ? C6_2 C1_2 C2_2 C3_2 0.0 . . . . ? C7_2 C1_2 C2_2 C3_2 180.0 . . . . ? C1_2 C2_2 C3_2 C4_2 0.0 . . . . ? C2_2 C3_2 C4_2 C5_2 0.0 . . . . ? C3_2 C4_2 C5_2 C6_2 0.0 . . . . ? C4_2 C5_2 C6_2 C1_2 0.0 . . . . ? C2_2 C1_2 C6_2 C5_2 0.0 . . . . ? C7_2 C1_2 C6_2 C5_2 180.0 . . . . ? C6_3 C1_3 C2_3 C3_3 -3(2) . . . . ? C7_3 C1_3 C2_3 C3_3 -179.7(11) . . . . ? C1_3 C2_3 C3_3 C4_3 5(2) . . . . ? C2_3 C3_3 C4_3 C5_3 -4.4(18) . . . . ? C3_3 C4_3 C5_3 C6_3 1.3(14) . . . . ? C2_3 C1_3 C6_3 C5_3 1(2) . . . . ? C7_3 C1_3 C6_3 C5_3 177.4(10) . . . . ? C4_3 C5_3 C6_3 C1_3 0.2(15) . . . . ? C6_4 C1_4 C2_4 C3_4 1(2) . . . . ? C7_4 C1_4 C2_4 C3_4 -178.8(13) . . . . ? C1_4 C2_4 C3_4 C4_4 -2(2) . . . . ? C2_4 C3_4 C4_4 C5_4 1.3(15) . . . . ? C3_4 C4_4 C5_4 C6_4 -0.7(15) . . . . ? C4_4 C5_4 C6_4 C1_4 0.3(16) . . . . ? C2_4 C1_4 C6_4 C5_4 -0.5(15) . . . . ? C7_4 C1_4 C6_4 C5_4 179.8(11) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.689 _refine_diff_density_min -0.581 _refine_diff_density_rms 0.059 # start Validation Reply Form _vrf_PLAT905_4 ; PROBLEM: Negative K value in the Analysis of Variance ... -22.505 PROBLEM: Negative K value in the Analysis of Variance ... -2.518 PROBLEM: Negative K value in the Analysis of Variance ... -0.416 RESPONSE: This alert is generated due to the poor diffraction of the crystal resulting in a low intensity below a resolution of 0.90 A. A copper X-ray source would be more appropriate for such typically organic crystal, but only a molybdenum rotating anode was available. ; _vrf_PLAT026_4 ; PROBLEM: Ratio Observed / Unique Reflections too Low .... 42 % RESPONSE: This alert is generated due to the poor diffraction of the crystal resulting in a low intensity below a resolution of 0.90 A ; # end Validation Reply Form _database_code_depnum_ccdc_archive 'CCDC 948688'