# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Robin Bedford' _publ_contact_author_email R.BEDFORD@BRISTOL.AC.UK _publ_section_title ; Formation of reactive 4a-alkyl-4aH-carbazoles by catalytic dearomatisation ; loop_ _publ_author_name 'Robin Bedford' 'Craig P. Butts' 'Mairi F. Haddow' 'Robert Osborne' 'Rosalind F. Sankey' # Attachment 'rs166sad.cif' data_rs166sad _database_code_depnum_ccdc_archive 'CCDC 730686' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H26 N2' _chemical_formula_sum 'C28 H26 N2' _chemical_formula_weight 390.51 _chemical_absolute_configuration uk 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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P212121 _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 13.0545(3) _cell_length_b 13.7865(3) _cell_length_c 23.0330(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4145.38(16) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9901 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 27.04 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.251 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.892 _exptl_absorpt_correction_T_max 0.981 _exptl_absorpt_process_details 'SADABS V2008/1' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 71694 _diffrn_reflns_av_R_equivalents 0.0624 _diffrn_reflns_av_sigmaI/netI 0.0277 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 27.59 _reflns_number_total 5253 _reflns_number_gt 4599 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex II' _computing_cell_refinement 'Bruker Apex II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker ShelXTL' _computing_publication_material 'Bruker ShelXTL' _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^)+(0.0693P)^2^+0.4539P] 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 5253 _refine_ls_number_parameters 549 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0518 _refine_ls_R_factor_gt 0.0411 _refine_ls_wR_factor_ref 0.1149 _refine_ls_wR_factor_gt 0.1075 _refine_ls_goodness_of_fit_ref 1.161 _refine_ls_restrained_S_all 1.161 _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 N1 N 0.69340(15) 1.08815(14) 0.17325(9) 0.0186(4) Uani 1 1 d . . . N2 N 1.05611(14) 0.79668(13) 0.07006(8) 0.0176(4) Uani 1 1 d . . . N3 N 0.20554(14) 0.30275(13) 0.07680(8) 0.0167(4) Uani 1 1 d . . . N4 N 0.56529(15) 0.59110(14) 0.18836(8) 0.0202(4) Uani 1 1 d . . . C1 C 0.78886(17) 1.12867(16) 0.15531(10) 0.0174(4) Uani 1 1 d . . . C2 C 0.83966(19) 1.20613(17) 0.18097(10) 0.0209(5) Uani 1 1 d . . . H2 H 0.8132 1.2366 0.2148 0.025 Uiso 1 1 calc R . . C3 C 0.93055(19) 1.23766(17) 0.15554(11) 0.0225(5) Uani 1 1 d . . . H3 H 0.9663 1.2910 0.1721 0.027 Uiso 1 1 calc R . . C4 C 0.96978(18) 1.19281(17) 0.10667(11) 0.0221(5) Uani 1 1 d . . . H4 H 1.0317 1.2158 0.0900 0.026 Uiso 1 1 calc R . . C5 C 0.91908(17) 1.11370(16) 0.08148(10) 0.0192(5) Uani 1 1 d . . . H5 H 0.9461 1.0827 0.0480 0.023 Uiso 1 1 calc R . . C6 C 0.82895(18) 1.08189(15) 0.10638(10) 0.0164(4) Uani 1 1 d . . . C7 C 0.75108(17) 1.00725(15) 0.08780(10) 0.0150(4) Uani 1 1 d . . . C8 C 0.78247(16) 0.90049(15) 0.08458(10) 0.0150(4) Uani 1 1 d . . . H8 H 0.8291 0.8892 0.0508 0.018 Uiso 1 1 calc R . . C9 C 0.68950(16) 0.83021(15) 0.08215(10) 0.0167(4) Uani 1 1 d . . . H9 H 0.6740 0.8055 0.0423 0.020 Uiso 1 1 calc R . . C10 C 0.59680(17) 0.86538(17) 0.11448(10) 0.0178(5) Uani 1 1 d . . . H10 H 0.5394 0.8231 0.1162 0.021 Uiso 1 1 calc R . . C11 C 0.58807(17) 0.95164(16) 0.14125(10) 0.0177(4) Uani 1 1 d . . . C12 C 0.67397(17) 1.01885(15) 0.13664(9) 0.0161(4) Uani 1 1 d . . . C13 C 1.08548(17) 0.87799(16) 0.10467(10) 0.0173(4) Uani 1 1 d . . . C14 C 1.17302(18) 0.93390(17) 0.09828(11) 0.0217(5) Uani 1 1 d . . . H14 H 1.2214 0.9202 0.0686 0.026 Uiso 1 1 calc R . . C15 C 1.18802(18) 1.01056(17) 0.13646(11) 0.0232(5) Uani 1 1 d . . . H15 H 1.2475 1.0499 0.1328 0.028 Uiso 1 1 calc R . . C16 C 1.11703(19) 1.03060(18) 0.18000(11) 0.0242(5) Uani 1 1 d . . . H16 H 1.1283 1.0837 0.2055 0.029 Uiso 1 1 calc R . . C17 C 1.02949(18) 0.97349(17) 0.18654(10) 0.0211(5) Uani 1 1 d . . . H17 H 0.9816 0.9864 0.2166 0.025 Uiso 1 1 calc R . . C18 C 1.01402(17) 0.89798(16) 0.14840(10) 0.0167(4) Uani 1 1 d . . . C19 C 0.93456(17) 0.81868(15) 0.14618(9) 0.0157(4) Uani 1 1 d . . . C20 C 0.97047(16) 0.76606(15) 0.09188(10) 0.0156(4) Uani 1 1 d . . . C21 C 0.90703(18) 0.69007(15) 0.06626(10) 0.0178(5) Uani 1 1 d . . . C22 C 0.80790(17) 0.68549(15) 0.08244(10) 0.0183(4) Uani 1 1 d . . . H22 H 0.7690 0.6320 0.0686 0.022 Uiso 1 1 calc R . . C23 C 0.75380(16) 0.75743(16) 0.12028(10) 0.0161(4) Uani 1 1 d . . . H23 H 0.7142 0.7274 0.1528 0.019 Uiso 1 1 calc R . . C24 C 0.82177(16) 0.84519(15) 0.13912(9) 0.0151(4) Uani 1 1 d . . . H24 H 0.7946 0.8754 0.1754 0.018 Uiso 1 1 calc R . . C25 C 0.70340(18) 1.03777(16) 0.02923(10) 0.0191(5) Uani 1 1 d . . . H25A H 0.6796 1.1050 0.0318 0.029 Uiso 1 1 calc R . . H25B H 0.6454 0.9953 0.0202 0.029 Uiso 1 1 calc R . . H25C H 0.7550 1.0324 -0.0015 0.029 Uiso 1 1 calc R . . C26 C 0.49774(17) 0.98044(18) 0.17776(11) 0.0237(5) Uani 1 1 d . . . H26A H 0.4499 0.9258 0.1805 0.036 Uiso 1 1 calc R . . H26B H 0.4631 1.0359 0.1599 0.036 Uiso 1 1 calc R . . H26C H 0.5213 0.9984 0.2167 0.036 Uiso 1 1 calc R . . C27 C 0.94563(18) 0.75265(17) 0.20017(10) 0.0203(5) Uani 1 1 d . . . H27A H 1.0169 0.7311 0.2037 0.030 Uiso 1 1 calc R . . H27B H 0.9008 0.6960 0.1960 0.030 Uiso 1 1 calc R . . H27C H 0.9262 0.7890 0.2350 0.030 Uiso 1 1 calc R . . C28 C 0.95339(19) 0.62607(18) 0.02052(11) 0.0251(5) Uani 1 1 d . . . H28A H 0.9056 0.5736 0.0111 0.038 Uiso 1 1 calc R . . H28B H 1.0176 0.5984 0.0351 0.038 Uiso 1 1 calc R . . H28C H 0.9672 0.6644 -0.0144 0.038 Uiso 1 1 calc R . . C29 C 0.17671(17) 0.38002(16) 0.11492(10) 0.0163(4) Uani 1 1 d . . . C30 C 0.08802(19) 0.43547(17) 0.11087(11) 0.0209(5) Uani 1 1 d . . . H30 H 0.0380 0.4229 0.0818 0.025 Uiso 1 1 calc R . . C31 C 0.07526(19) 0.50979(17) 0.15077(11) 0.0242(5) Uani 1 1 d . . . H31 H 0.0158 0.5494 0.1488 0.029 Uiso 1 1 calc R . . C32 C 0.14815(19) 0.52747(17) 0.19366(11) 0.0235(5) Uani 1 1 d . . . H32 H 0.1379 0.5792 0.2203 0.028 Uiso 1 1 calc R . . C33 C 0.23607(18) 0.47019(16) 0.19813(10) 0.0194(5) Uani 1 1 d . . . H33 H 0.2850 0.4814 0.2279 0.023 Uiso 1 1 calc R . . C34 C 0.25005(17) 0.39693(16) 0.15815(10) 0.0163(4) Uani 1 1 d . . . C35 C 0.33078(16) 0.31938(15) 0.15172(9) 0.0147(4) Uani 1 1 d . . . C36 C 0.29338(17) 0.27190(15) 0.09594(10) 0.0158(4) Uani 1 1 d . . . C37 C 0.35728(17) 0.20227(16) 0.06513(10) 0.0180(5) Uani 1 1 d . . . C38 C 0.45757(18) 0.19879(16) 0.07918(10) 0.0192(5) Uani 1 1 d . . . H38 H 0.4974 0.1491 0.0616 0.023 Uiso 1 1 calc R . . C39 C 0.51161(17) 0.26612(16) 0.11991(10) 0.0180(5) Uani 1 1 d . . . H39 H 0.5539 0.2326 0.1500 0.022 Uiso 1 1 calc R . . C40 C 0.44202(16) 0.34906(15) 0.14437(10) 0.0154(4) Uani 1 1 d . . . H40 H 0.4703 0.3746 0.1817 0.018 Uiso 1 1 calc R . . C41 C 0.46919(18) 0.63313(16) 0.17280(10) 0.0194(5) Uani 1 1 d . . . C42 C 0.4189(2) 0.70746(17) 0.20200(11) 0.0245(5) Uani 1 1 d . . . H42 H 0.4458 0.7340 0.2369 0.029 Uiso 1 1 calc R . . C43 C 0.3275(2) 0.74168(18) 0.17816(12) 0.0271(5) Uani 1 1 d . . . H43 H 0.2918 0.7930 0.1968 0.033 Uiso 1 1 calc R . . C44 C 0.2879(2) 0.70181(17) 0.12757(12) 0.0274(6) Uani 1 1 d . . . H44 H 0.2256 0.7264 0.1122 0.033 Uiso 1 1 calc R . . C45 C 0.33795(18) 0.62619(17) 0.09885(11) 0.0229(5) Uani 1 1 d . . . H45 H 0.3106 0.5992 0.0642 0.027 Uiso 1 1 calc R . . C46 C 0.42883(17) 0.59159(15) 0.12235(10) 0.0172(4) Uani 1 1 d . . . C47 C 0.50624(16) 0.52038(16) 0.10007(10) 0.0163(4) Uani 1 1 d . . . C48 C 0.58469(17) 0.52701(16) 0.14879(10) 0.0173(4) Uani 1 1 d . . . C49 C 0.67143(17) 0.46010(17) 0.14897(10) 0.0200(5) Uani 1 1 d . . . C50 C 0.66465(17) 0.37890(17) 0.11730(10) 0.0194(5) Uani 1 1 d . . . H50 H 0.7237 0.3387 0.1153 0.023 Uiso 1 1 calc R . . C51 C 0.57130(16) 0.34621(16) 0.08467(10) 0.0174(4) Uani 1 1 d . . . H51 H 0.5853 0.3279 0.0434 0.021 Uiso 1 1 calc R . . C52 C 0.47644(16) 0.41387(15) 0.09223(10) 0.0147(4) Uani 1 1 d . . . H52 H 0.4282 0.4063 0.0588 0.018 Uiso 1 1 calc R . . C53 C 0.32307(18) 0.24784(16) 0.20293(10) 0.0202(5) Uani 1 1 d . . . H53A H 0.3405 0.2814 0.2391 0.030 Uiso 1 1 calc R . . H53B H 0.3708 0.1939 0.1968 0.030 Uiso 1 1 calc R . . H53C H 0.2530 0.2226 0.2055 0.030 Uiso 1 1 calc R . . C54 C 0.31113(19) 0.14553(17) 0.01604(11) 0.0237(5) Uani 1 1 d . . . H54A H 0.2921 0.1899 -0.0154 0.036 Uiso 1 1 calc R . . H54B H 0.2500 0.1113 0.0298 0.036 Uiso 1 1 calc R . . H54C H 0.3612 0.0983 0.0016 0.036 Uiso 1 1 calc R . . C55 C 0.55150(18) 0.55815(17) 0.04270(10) 0.0211(5) Uani 1 1 d . . . H55A H 0.4983 0.5581 0.0127 0.032 Uiso 1 1 calc R . . H55B H 0.6081 0.5161 0.0306 0.032 Uiso 1 1 calc R . . H55C H 0.5769 0.6244 0.0483 0.032 Uiso 1 1 calc R . . C56 C 0.76120(19) 0.48337(19) 0.18766(12) 0.0276(6) Uani 1 1 d . . . H56A H 0.8133 0.4326 0.1838 0.041 Uiso 1 1 calc R . . H56B H 0.7381 0.4867 0.2281 0.041 Uiso 1 1 calc R . . H56C H 0.7906 0.5460 0.1763 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 N1 0.0188(10) 0.0166(9) 0.0205(10) 0.0015(7) 0.0011(8) 0.0017(8) N2 0.0147(9) 0.0174(9) 0.0208(10) 0.0026(8) 0.0006(7) 0.0008(7) N3 0.0133(9) 0.0158(8) 0.0211(10) 0.0019(8) 0.0002(7) -0.0013(7) N4 0.0199(10) 0.0196(9) 0.0210(10) 0.0032(8) -0.0016(8) -0.0047(8) C1 0.0174(10) 0.0158(10) 0.0188(11) 0.0032(9) -0.0016(9) 0.0017(8) C2 0.0242(12) 0.0186(10) 0.0199(11) -0.0007(9) -0.0033(9) 0.0005(9) C3 0.0240(12) 0.0189(10) 0.0247(12) 0.0021(9) -0.0077(10) -0.0038(9) C4 0.0156(11) 0.0211(11) 0.0295(13) 0.0051(10) -0.0018(9) -0.0019(9) C5 0.0174(11) 0.0190(10) 0.0212(11) 0.0016(9) 0.0011(9) -0.0010(9) C6 0.0159(10) 0.0144(10) 0.0188(11) 0.0013(8) -0.0031(9) 0.0021(8) C7 0.0130(9) 0.0166(10) 0.0156(11) 0.0014(8) 0.0014(8) 0.0000(8) C8 0.0126(10) 0.0166(10) 0.0158(11) 0.0010(8) 0.0001(8) 0.0020(8) C9 0.0131(10) 0.0178(10) 0.0192(11) 0.0002(9) 0.0001(8) -0.0004(8) C10 0.0114(10) 0.0197(10) 0.0224(12) 0.0037(9) 0.0006(9) -0.0001(8) C11 0.0131(10) 0.0198(10) 0.0203(11) 0.0041(9) 0.0018(9) 0.0015(8) C12 0.0143(10) 0.0160(10) 0.0178(11) 0.0021(8) 0.0004(8) 0.0042(8) C13 0.0164(11) 0.0174(10) 0.0181(11) 0.0027(8) -0.0034(8) 0.0033(9) C14 0.0154(11) 0.0234(11) 0.0262(12) 0.0049(9) -0.0024(10) -0.0013(9) C15 0.0168(11) 0.0209(11) 0.0320(14) 0.0057(10) -0.0049(10) -0.0037(9) C16 0.0250(12) 0.0215(11) 0.0262(13) -0.0002(10) -0.0095(10) -0.0030(10) C17 0.0193(11) 0.0218(11) 0.0221(12) 0.0000(9) -0.0028(9) 0.0018(9) C18 0.0135(10) 0.0177(10) 0.0190(11) 0.0037(9) -0.0030(8) 0.0016(8) C19 0.0144(10) 0.0163(10) 0.0164(11) 0.0011(8) 0.0001(8) 0.0018(8) C20 0.0145(10) 0.0139(9) 0.0184(11) 0.0032(8) -0.0013(8) 0.0027(8) C21 0.0189(11) 0.0133(10) 0.0213(12) 0.0008(8) -0.0004(9) 0.0011(8) C22 0.0172(11) 0.0143(10) 0.0235(12) 0.0004(9) 0.0001(9) -0.0012(8) C23 0.0119(10) 0.0168(10) 0.0197(11) 0.0012(9) 0.0015(8) -0.0017(8) C24 0.0128(10) 0.0158(10) 0.0166(11) 0.0024(8) 0.0013(8) 0.0011(8) C25 0.0193(11) 0.0203(11) 0.0176(11) 0.0016(9) -0.0014(9) -0.0001(9) C26 0.0161(11) 0.0219(11) 0.0330(14) 0.0019(10) 0.0094(10) 0.0004(9) C27 0.0178(11) 0.0225(11) 0.0204(11) 0.0036(9) -0.0017(9) 0.0025(9) C28 0.0227(12) 0.0227(11) 0.0299(13) -0.0062(10) 0.0029(10) 0.0006(10) C29 0.0146(10) 0.0150(10) 0.0194(11) 0.0016(8) 0.0023(9) -0.0018(8) C30 0.0171(11) 0.0198(11) 0.0258(12) 0.0029(9) 0.0003(9) -0.0005(9) C31 0.0183(11) 0.0227(11) 0.0316(14) 0.0037(10) 0.0060(10) 0.0046(9) C32 0.0269(12) 0.0176(10) 0.0259(13) -0.0021(10) 0.0096(10) -0.0011(9) C33 0.0204(11) 0.0187(10) 0.0189(11) -0.0015(9) 0.0027(9) -0.0041(9) C34 0.0136(10) 0.0170(10) 0.0183(11) 0.0031(9) 0.0032(8) -0.0013(8) C35 0.0124(10) 0.0154(10) 0.0163(10) -0.0002(8) 0.0006(8) -0.0021(8) C36 0.0152(10) 0.0138(9) 0.0185(11) 0.0020(8) 0.0001(9) -0.0036(8) C37 0.0183(11) 0.0151(10) 0.0208(11) 0.0007(9) -0.0008(9) 0.0003(8) C38 0.0205(11) 0.0150(9) 0.0220(11) -0.0023(9) 0.0019(9) 0.0022(8) C39 0.0143(10) 0.0183(10) 0.0213(12) -0.0001(9) -0.0008(9) 0.0024(9) C40 0.0128(10) 0.0164(10) 0.0170(11) 0.0011(8) -0.0008(8) 0.0001(8) C41 0.0195(11) 0.0184(10) 0.0202(12) 0.0043(9) 0.0017(9) -0.0042(9) C42 0.0296(13) 0.0192(11) 0.0246(13) -0.0004(10) 0.0046(10) -0.0046(10) C43 0.0269(13) 0.0186(11) 0.0360(14) 0.0013(10) 0.0114(11) 0.0008(10) C44 0.0193(12) 0.0200(11) 0.0428(16) 0.0078(11) 0.0027(11) 0.0014(10) C45 0.0201(11) 0.0184(10) 0.0302(13) 0.0030(10) -0.0031(10) -0.0009(9) C46 0.0165(10) 0.0140(9) 0.0211(11) 0.0039(8) 0.0003(9) -0.0031(8) C47 0.0125(10) 0.0184(10) 0.0180(11) 0.0015(9) -0.0018(8) -0.0017(8) C48 0.0154(10) 0.0183(10) 0.0180(11) 0.0028(9) -0.0022(9) -0.0059(9) C49 0.0149(10) 0.0240(11) 0.0209(11) 0.0047(9) -0.0029(9) -0.0033(9) C50 0.0109(10) 0.0229(11) 0.0244(12) 0.0030(9) 0.0005(9) -0.0005(9) C51 0.0136(10) 0.0191(10) 0.0194(11) -0.0007(9) 0.0006(9) 0.0000(8) C52 0.0128(10) 0.0163(10) 0.0149(11) 0.0006(8) -0.0017(8) -0.0006(8) C53 0.0198(11) 0.0195(11) 0.0212(12) 0.0046(9) 0.0010(9) -0.0014(9) C54 0.0235(12) 0.0216(11) 0.0261(13) -0.0072(9) -0.0010(10) -0.0011(9) C55 0.0200(11) 0.0232(11) 0.0200(11) 0.0036(9) -0.0021(9) -0.0036(9) C56 0.0202(12) 0.0260(12) 0.0365(15) 0.0026(11) -0.0110(11) -0.0036(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C12 1.299(3) . ? N1 C1 1.427(3) . ? N2 C20 1.296(3) . ? N2 C13 1.428(3) . ? N3 C36 1.300(3) . ? N3 C29 1.431(3) . ? N4 C48 1.294(3) . ? N4 C41 1.428(3) . ? C1 C2 1.389(3) . ? C1 C6 1.400(3) . ? C2 C3 1.393(3) . ? C2 H2 0.9500 . ? C3 C4 1.383(4) . ? C3 H3 0.9500 . ? C4 C5 1.401(3) . ? C4 H4 0.9500 . ? C5 C6 1.380(3) . ? C5 H5 0.9500 . ? C6 C7 1.508(3) . ? C7 C12 1.518(3) . ? C7 C8 1.530(3) . ? C7 C25 1.544(3) . ? C8 C9 1.554(3) . ? C8 C24 1.557(3) . ? C8 H8 1.0000 . ? C9 C10 1.501(3) . ? C9 C23 1.576(3) . ? C9 H9 1.0000 . ? C10 C11 1.344(3) . ? C10 H10 0.9500 . ? C11 C12 1.459(3) . ? C11 C26 1.502(3) . ? C13 C14 1.386(3) . ? C13 C18 1.400(3) . ? C14 C15 1.389(3) . ? C14 H14 0.9500 . ? C15 C16 1.393(4) . ? C15 H15 0.9500 . ? C16 C17 1.396(3) . ? C16 H16 0.9500 . ? C17 C18 1.377(3) . ? C17 H17 0.9500 . ? C18 C19 1.508(3) . ? C19 C20 1.520(3) . ? C19 C24 1.526(3) . ? C19 C27 1.548(3) . ? C20 C21 1.460(3) . ? C21 C22 1.348(3) . ? C21 C28 1.502(3) . ? C22 C23 1.497(3) . ? C22 H22 0.9500 . ? C23 C24 1.562(3) . ? C23 H23 1.0000 . ? C24 H24 1.0000 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? 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 . ? C29 C30 1.391(3) . ? C29 C34 1.401(3) . ? C30 C31 1.386(3) . ? C30 H30 0.9500 . ? C31 C32 1.393(4) . ? C31 H31 0.9500 . ? C32 C33 1.397(3) . ? C32 H32 0.9500 . ? C33 C34 1.379(3) . ? C33 H33 0.9500 . ? C34 C35 1.509(3) . ? C35 C40 1.518(3) . ? C35 C36 1.522(3) . ? C35 C53 1.541(3) . ? C36 C37 1.456(3) . ? C37 C38 1.350(3) . ? C37 C54 1.501(3) . ? C38 C39 1.496(3) . ? C38 H38 0.9500 . ? C39 C40 1.565(3) . ? C39 C51 1.576(3) . ? C39 H39 1.0000 . ? C40 C52 1.563(3) . ? C40 H40 1.0000 . ? C41 C42 1.390(3) . ? C41 C46 1.399(3) . ? C42 C43 1.396(4) . ? C42 H42 0.9500 . ? C43 C44 1.388(4) . ? C43 H43 0.9500 . ? C44 C45 1.397(3) . ? C44 H44 0.9500 . ? C45 C46 1.389(3) . ? C45 H45 0.9500 . ? C46 C47 1.499(3) . ? C47 C48 1.522(3) . ? C47 C52 1.530(3) . ? C47 C55 1.538(3) . ? C48 C49 1.461(3) . ? C49 C50 1.339(3) . ? C49 C56 1.507(3) . ? C50 C51 1.501(3) . ? C50 H50 0.9500 . ? C51 C52 1.560(3) . ? C51 H51 1.0000 . ? C52 H52 1.0000 . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C55 H55A 0.9800 . ? C55 H55B 0.9800 . ? C55 H55C 0.9800 . ? C56 H56A 0.9800 . ? C56 H56B 0.9800 . ? C56 H56C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C12 N1 C1 105.69(19) . . ? C20 N2 C13 105.70(19) . . ? C36 N3 C29 105.52(19) . . ? C48 N4 C41 105.80(19) . . ? C2 C1 C6 121.2(2) . . ? C2 C1 N1 126.5(2) . . ? C6 C1 N1 112.3(2) . . ? C1 C2 C3 117.9(2) . . ? C1 C2 H2 121.1 . . ? C3 C2 H2 121.1 . . ? C4 C3 C2 121.2(2) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C5 120.7(2) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C6 C5 C4 118.5(2) . . ? C6 C5 H5 120.7 . . ? C4 C5 H5 120.7 . . ? C5 C6 C1 120.4(2) . . ? C5 C6 C7 132.3(2) . . ? C1 C6 C7 106.9(2) . . ? C6 C7 C12 99.48(17) . . ? C6 C7 C8 119.32(18) . . ? C12 C7 C8 108.36(17) . . ? C6 C7 C25 109.49(17) . . ? C12 C7 C25 110.58(18) . . ? C8 C7 C25 109.14(18) . . ? C7 C8 C9 113.11(17) . . ? C7 C8 C24 121.37(19) . . ? C9 C8 C24 88.92(16) . . ? C7 C8 H8 110.5 . . ? C9 C8 H8 110.5 . . ? C24 C8 H8 110.5 . . ? C10 C9 C8 114.22(18) . . ? C10 C9 C23 111.01(18) . . ? C8 C9 C23 87.76(15) . . ? C10 C9 H9 113.8 . . ? C8 C9 H9 113.8 . . ? C23 C9 H9 113.8 . . ? C11 C10 C9 125.6(2) . . ? C11 C10 H10 117.2 . . ? C9 C10 H10 117.2 . . ? C10 C11 C12 117.6(2) . . ? C10 C11 C26 123.9(2) . . ? C12 C11 C26 118.5(2) . . ? N1 C12 C11 124.7(2) . . ? N1 C12 C7 115.4(2) . . ? C11 C12 C7 119.79(19) . . ? C14 C13 C18 121.1(2) . . ? C14 C13 N2 126.8(2) . . ? C18 C13 N2 112.2(2) . . ? C13 C14 C15 118.2(2) . . ? C13 C14 H14 120.9 . . ? C15 C14 H14 120.9 . . ? C14 C15 C16 120.9(2) . . ? C14 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C15 C16 C17 120.7(2) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? C18 C17 C16 118.5(2) . . ? C18 C17 H17 120.7 . . ? C16 C17 H17 120.7 . . ? C17 C18 C13 120.7(2) . . ? C17 C18 C19 132.1(2) . . ? C13 C18 C19 106.93(19) . . ? C18 C19 C20 99.31(17) . . ? C18 C19 C24 119.59(18) . . ? C20 C19 C24 108.92(18) . . ? C18 C19 C27 109.57(18) . . ? C20 C19 C27 110.58(17) . . ? C24 C19 C27 108.45(18) . . ? N2 C20 C21 124.5(2) . . ? N2 C20 C19 115.44(19) . . ? C21 C20 C19 120.01(19) . . ? C22 C21 C20 117.8(2) . . ? C22 C21 C28 123.6(2) . . ? C20 C21 C28 118.5(2) . . ? C21 C22 C23 125.6(2) . . ? C21 C22 H22 117.2 . . ? C23 C22 H22 117.2 . . ? C22 C23 C24 114.00(18) . . ? C22 C23 C9 110.39(19) . . ? C24 C23 C9 87.95(15) . . ? C22 C23 H23 114.0 . . ? C24 C23 H23 114.0 . . ? C9 C23 H23 114.0 . . ? C19 C24 C8 121.43(18) . . ? C19 C24 C23 113.10(17) . . ? C8 C24 C23 88.16(16) . . ? C19 C24 H24 110.7 . . ? C8 C24 H24 110.7 . . ? C23 C24 H24 110.7 . . ? C7 C25 H25A 109.5 . . ? C7 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C7 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C11 C26 H26A 109.5 . . ? C11 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C11 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C19 C27 H27A 109.5 . . ? C19 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C19 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C21 C28 H28A 109.5 . . ? C21 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C21 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C30 C29 C34 121.7(2) . . ? C30 C29 N3 125.9(2) . . ? C34 C29 N3 112.35(19) . . ? C31 C30 C29 117.5(2) . . ? C31 C30 H30 121.3 . . ? C29 C30 H30 121.3 . . ? C30 C31 C32 121.2(2) . . ? C30 C31 H31 119.4 . . ? C32 C31 H31 119.4 . . ? C31 C32 C33 121.0(2) . . ? C31 C32 H32 119.5 . . ? C33 C32 H32 119.5 . . ? C34 C33 C32 118.3(2) . . ? C34 C33 H33 120.9 . . ? C32 C33 H33 120.9 . . ? C33 C34 C29 120.4(2) . . ? C33 C34 C35 132.6(2) . . ? C29 C34 C35 106.85(19) . . ? C34 C35 C40 119.22(18) . . ? C34 C35 C36 99.41(17) . . ? C40 C35 C36 109.18(18) . . ? C34 C35 C53 109.45(17) . . ? C40 C35 C53 108.69(18) . . ? C36 C35 C53 110.48(17) . . ? N3 C36 C37 123.8(2) . . ? N3 C36 C35 115.36(19) . . ? C37 C36 C35 120.73(19) . . ? C38 C37 C36 117.5(2) . . ? C38 C37 C54 123.5(2) . . ? C36 C37 C54 118.7(2) . . ? C37 C38 C39 125.8(2) . . ? C37 C38 H38 117.1 . . ? C39 C38 H38 117.1 . . ? C38 C39 C40 113.91(18) . . ? C38 C39 C51 110.17(19) . . ? C40 C39 C51 87.74(16) . . ? C38 C39 H39 114.1 . . ? C40 C39 H39 114.1 . . ? C51 C39 H39 114.1 . . ? C35 C40 C52 120.99(18) . . ? C35 C40 C39 113.48(18) . . ? C52 C40 C39 88.52(16) . . ? C35 C40 H40 110.6 . . ? C52 C40 H40 110.6 . . ? C39 C40 H40 110.6 . . ? C42 C41 C46 121.7(2) . . ? C42 C41 N4 126.3(2) . . ? C46 C41 N4 111.9(2) . . ? C41 C42 C43 117.5(2) . . ? C41 C42 H42 121.2 . . ? C43 C42 H42 121.2 . . ? C44 C43 C42 121.0(2) . . ? C44 C43 H43 119.5 . . ? C42 C43 H43 119.5 . . ? C43 C44 C45 121.2(2) . . ? C43 C44 H44 119.4 . . ? C45 C44 H44 119.4 . . ? C46 C45 C44 118.1(2) . . ? C46 C45 H45 120.9 . . ? C44 C45 H45 120.9 . . ? C45 C46 C41 120.3(2) . . ? C45 C46 C47 131.9(2) . . ? C41 C46 C47 107.4(2) . . ? C46 C47 C48 99.31(18) . . ? C46 C47 C52 119.83(18) . . ? C48 C47 C52 108.41(18) . . ? C46 C47 C55 109.34(19) . . ? C48 C47 C55 110.77(17) . . ? C52 C47 C55 108.74(19) . . ? N4 C48 C49 125.5(2) . . ? N4 C48 C47 115.4(2) . . ? C49 C48 C47 119.1(2) . . ? C50 C49 C48 118.4(2) . . ? C50 C49 C56 123.5(2) . . ? C48 C49 C56 118.1(2) . . ? C49 C50 C51 125.3(2) . . ? C49 C50 H50 117.4 . . ? C51 C50 H50 117.4 . . ? C50 C51 C52 114.15(18) . . ? C50 C51 C39 110.72(18) . . ? C52 C51 C39 88.22(16) . . ? C50 C51 H51 113.7 . . ? C52 C51 H51 113.7 . . ? C39 C51 H51 113.7 . . ? C47 C52 C51 112.66(17) . . ? C47 C52 C40 122.09(19) . . ? C51 C52 C40 88.41(16) . . ? C47 C52 H52 110.6 . . ? C51 C52 H52 110.6 . . ? C40 C52 H52 110.6 . . ? C35 C53 H53A 109.5 . . ? C35 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C35 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C37 C54 H54A 109.5 . . ? C37 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C37 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C47 C55 H55A 109.5 . . ? C47 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? C47 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? C49 C56 H56A 109.5 . . ? C49 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? C49 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C12 N1 C1 C2 178.8(2) . . . . ? C12 N1 C1 C6 -0.4(2) . . . . ? C6 C1 C2 C3 1.7(3) . . . . ? N1 C1 C2 C3 -177.5(2) . . . . ? C1 C2 C3 C4 -0.7(3) . . . . ? C2 C3 C4 C5 -0.3(3) . . . . ? C3 C4 C5 C6 0.3(3) . . . . ? C4 C5 C6 C1 0.7(3) . . . . ? C4 C5 C6 C7 173.1(2) . . . . ? C2 C1 C6 C5 -1.8(3) . . . . ? N1 C1 C6 C5 177.51(19) . . . . ? C2 C1 C6 C7 -175.9(2) . . . . ? N1 C1 C6 C7 3.4(2) . . . . ? C5 C6 C7 C12 -177.6(2) . . . . ? C1 C6 C7 C12 -4.4(2) . . . . ? C5 C6 C7 C8 65.0(3) . . . . ? C1 C6 C7 C8 -121.8(2) . . . . ? C5 C6 C7 C25 -61.7(3) . . . . ? C1 C6 C7 C25 111.5(2) . . . . ? C6 C7 C8 C9 163.69(19) . . . . ? C12 C7 C8 C9 51.0(2) . . . . ? C25 C7 C8 C9 -69.4(2) . . . . ? C6 C7 C8 C24 60.0(3) . . . . ? C12 C7 C8 C24 -52.6(3) . . . . ? C25 C7 C8 C24 -173.10(18) . . . . ? C7 C8 C9 C10 -31.9(3) . . . . ? C24 C8 C9 C10 92.0(2) . . . . ? C7 C8 C9 C23 -144.02(19) . . . . ? C24 C8 C9 C23 -20.11(16) . . . . ? C8 C9 C10 C11 3.7(3) . . . . ? C23 C9 C10 C11 101.0(3) . . . . ? C9 C10 C11 C12 2.7(3) . . . . ? C9 C10 C11 C26 -174.1(2) . . . . ? C1 N1 C12 C11 174.3(2) . . . . ? C1 N1 C12 C7 -2.9(2) . . . . ? C10 C11 C12 N1 -156.4(2) . . . . ? C26 C11 C12 N1 20.6(3) . . . . ? C10 C11 C12 C7 20.7(3) . . . . ? C26 C11 C12 C7 -162.3(2) . . . . ? C6 C7 C12 N1 4.7(2) . . . . ? C8 C7 C12 N1 130.0(2) . . . . ? C25 C7 C12 N1 -110.4(2) . . . . ? C6 C7 C12 C11 -172.68(19) . . . . ? C8 C7 C12 C11 -47.3(3) . . . . ? C25 C7 C12 C11 72.2(2) . . . . ? C20 N2 C13 C14 179.1(2) . . . . ? C20 N2 C13 C18 -1.0(2) . . . . ? C18 C13 C14 C15 -0.1(3) . . . . ? N2 C13 C14 C15 179.9(2) . . . . ? C13 C14 C15 C16 0.1(3) . . . . ? C14 C15 C16 C17 0.5(4) . . . . ? C15 C16 C17 C18 -1.1(3) . . . . ? C16 C17 C18 C13 1.1(3) . . . . ? C16 C17 C18 C19 174.0(2) . . . . ? C14 C13 C18 C17 -0.5(3) . . . . ? N2 C13 C18 C17 179.5(2) . . . . ? C14 C13 C18 C19 -175.0(2) . . . . ? N2 C13 C18 C19 5.0(2) . . . . ? C17 C18 C19 C20 -179.9(2) . . . . ? C13 C18 C19 C20 -6.3(2) . . . . ? C17 C18 C19 C24 62.0(3) . . . . ? C13 C18 C19 C24 -124.4(2) . . . . ? C17 C18 C19 C27 -64.0(3) . . . . ? C13 C18 C19 C27 109.6(2) . . . . ? C13 N2 C20 C21 173.20(19) . . . . ? C13 N2 C20 C19 -3.7(2) . . . . ? C18 C19 C20 N2 6.4(2) . . . . ? C24 C19 C20 N2 132.2(2) . . . . ? C27 C19 C20 N2 -108.7(2) . . . . ? C18 C19 C20 C21 -170.66(18) . . . . ? C24 C19 C20 C21 -44.8(3) . . . . ? C27 C19 C20 C21 74.2(2) . . . . ? N2 C20 C21 C22 -160.2(2) . . . . ? C19 C20 C21 C22 16.5(3) . . . . ? N2 C20 C21 C28 15.6(3) . . . . ? C19 C20 C21 C28 -167.7(2) . . . . ? C20 C21 C22 C23 6.2(3) . . . . ? C28 C21 C22 C23 -169.4(2) . . . . ? C21 C22 C23 C24 2.3(3) . . . . ? C21 C22 C23 C9 99.4(3) . . . . ? C10 C9 C23 C22 150.01(18) . . . . ? C8 C9 C23 C22 -94.85(19) . . . . ? C10 C9 C23 C24 -95.09(19) . . . . ? C8 C9 C23 C24 20.04(16) . . . . ? C18 C19 C24 C8 61.1(3) . . . . ? C20 C19 C24 C8 -51.9(3) . . . . ? C27 C19 C24 C8 -172.33(18) . . . . ? C18 C19 C24 C23 163.81(19) . . . . ? C20 C19 C24 C23 50.8(2) . . . . ? C27 C19 C24 C23 -69.6(2) . . . . ? C7 C8 C24 C19 -106.9(2) . . . . ? C9 C8 C24 C19 136.4(2) . . . . ? C7 C8 C24 C23 136.9(2) . . . . ? C9 C8 C24 C23 20.29(16) . . . . ? C22 C23 C24 C19 -32.2(3) . . . . ? C9 C23 C24 C19 -143.61(18) . . . . ? C22 C23 C24 C8 91.45(19) . . . . ? C9 C23 C24 C8 -20.00(16) . . . . ? C36 N3 C29 C30 179.4(2) . . . . ? C36 N3 C29 C34 0.6(2) . . . . ? C34 C29 C30 C31 1.1(3) . . . . ? N3 C29 C30 C31 -177.7(2) . . . . ? C29 C30 C31 C32 -0.7(3) . . . . ? C30 C31 C32 C33 -0.6(4) . . . . ? C31 C32 C33 C34 1.4(3) . . . . ? C32 C33 C34 C29 -1.0(3) . . . . ? C32 C33 C34 C35 -176.2(2) . . . . ? C30 C29 C34 C33 -0.3(3) . . . . ? N3 C29 C34 C33 178.66(19) . . . . ? C30 C29 C34 C35 176.1(2) . . . . ? N3 C29 C34 C35 -5.0(2) . . . . ? C33 C34 C35 C40 -59.4(3) . . . . ? C29 C34 C35 C40 124.9(2) . . . . ? C33 C34 C35 C36 -177.7(2) . . . . ? C29 C34 C35 C36 6.6(2) . . . . ? C33 C34 C35 C53 66.5(3) . . . . ? C29 C34 C35 C53 -109.2(2) . . . . ? C29 N3 C36 C37 -171.2(2) . . . . ? C29 N3 C36 C35 4.3(2) . . . . ? C34 C35 C36 N3 -7.0(2) . . . . ? C40 C35 C36 N3 -132.53(19) . . . . ? C53 C35 C36 N3 108.0(2) . . . . ? C34 C35 C36 C37 168.70(19) . . . . ? C40 C35 C36 C37 43.1(3) . . . . ? C53 C35 C36 C37 -76.3(2) . . . . ? N3 C36 C37 C38 159.8(2) . . . . ? C35 C36 C37 C38 -15.5(3) . . . . ? N3 C36 C37 C54 -14.5(3) . . . . ? C35 C36 C37 C54 170.24(19) . . . . ? C36 C37 C38 C39 -5.8(4) . . . . ? C54 C37 C38 C39 168.1(2) . . . . ? C37 C38 C39 C40 -3.1(3) . . . . ? C37 C38 C39 C51 -99.8(3) . . . . ? C34 C35 C40 C52 -59.5(3) . . . . ? C36 C35 C40 C52 53.7(2) . . . . ? C53 C35 C40 C52 174.25(18) . . . . ? C34 C35 C40 C39 -162.63(19) . . . . ? C36 C35 C40 C39 -49.5(2) . . . . ? C53 C35 C40 C39 71.1(2) . . . . ? C38 C39 C40 C35 32.2(3) . . . . ? C51 C39 C40 C35 143.29(18) . . . . ? C38 C39 C40 C52 -91.2(2) . . . . ? C51 C39 C40 C52 19.91(16) . . . . ? C48 N4 C41 C42 -178.2(2) . . . . ? C48 N4 C41 C46 0.8(2) . . . . ? C46 C41 C42 C43 -1.9(3) . . . . ? N4 C41 C42 C43 177.0(2) . . . . ? C41 C42 C43 C44 0.8(4) . . . . ? C42 C43 C44 C45 0.1(4) . . . . ? C43 C44 C45 C46 0.1(4) . . . . ? C44 C45 C46 C41 -1.1(3) . . . . ? C44 C45 C46 C47 -172.6(2) . . . . ? C42 C41 C46 C45 2.1(3) . . . . ? N4 C41 C46 C45 -177.0(2) . . . . ? C42 C41 C46 C47 175.5(2) . . . . ? N4 C41 C46 C47 -3.6(2) . . . . ? C45 C46 C47 C48 176.7(2) . . . . ? C41 C46 C47 C48 4.4(2) . . . . ? C45 C46 C47 C52 -65.7(3) . . . . ? C41 C46 C47 C52 122.0(2) . . . . ? C45 C46 C47 C55 60.7(3) . . . . ? C41 C46 C47 C55 -111.6(2) . . . . ? C41 N4 C48 C49 -175.0(2) . . . . ? C41 N4 C48 C47 2.4(2) . . . . ? C46 C47 C48 N4 -4.3(2) . . . . ? C52 C47 C48 N4 -130.2(2) . . . . ? C55 C47 C48 N4 110.6(2) . . . . ? C46 C47 C48 C49 173.19(19) . . . . ? C52 C47 C48 C49 47.3(3) . . . . ? C55 C47 C48 C49 -71.9(3) . . . . ? N4 C48 C49 C50 158.2(2) . . . . ? C47 C48 C49 C50 -19.0(3) . . . . ? N4 C48 C49 C56 -18.1(3) . . . . ? C47 C48 C49 C56 164.6(2) . . . . ? C48 C49 C50 C51 -5.0(3) . . . . ? C56 C49 C50 C51 171.2(2) . . . . ? C49 C50 C51 C52 -2.4(3) . . . . ? C49 C50 C51 C39 -100.1(3) . . . . ? C38 C39 C51 C50 -150.06(19) . . . . ? C40 C39 C51 C50 95.26(19) . . . . ? C38 C39 C51 C52 94.73(19) . . . . ? C40 C39 C51 C52 -19.95(16) . . . . ? C46 C47 C52 C51 -164.92(19) . . . . ? C48 C47 C52 C51 -52.1(2) . . . . ? C55 C47 C52 C51 68.4(2) . . . . ? C46 C47 C52 C40 -61.9(3) . . . . ? C48 C47 C52 C40 50.9(3) . . . . ? C55 C47 C52 C40 171.44(19) . . . . ? C50 C51 C52 C47 32.4(3) . . . . ? C39 C51 C52 C47 144.32(19) . . . . ? C50 C51 C52 C40 -92.0(2) . . . . ? C39 C51 C52 C40 19.97(16) . . . . ? C35 C40 C52 C47 107.2(2) . . . . ? C39 C40 C52 C47 -136.1(2) . . . . ? C35 C40 C52 C51 -136.8(2) . . . . ? C39 C40 C52 C51 -20.12(16) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.59 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.290 _refine_diff_density_min -0.296 _refine_diff_density_rms 0.067