# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2012 data_publication_text _journal_name_full 'New J.Chem.' _journal_coden_cambridge 0440 #TrackingRef 'p21.cif' _publ_contact_author_name 'H.G. Nimal Gunaratne' _publ_contact_author_address ;The QUILL Research Centre School of Chemistry and Chemical Engineering David Keir Building Stranmillis Road Queens University Belfast Belfast BT9 5AG, UK ; _publ_contact_author_email N.Gunaratne@qub.ac.uk _publ_contact_author_phone '+44 (0)28 9097 4446' loop_ _publ_author_name _publ_author_address H.G.N.Gunaratne ;The QUILL Research Centre School of Chemistry and Chemical Engineering David Keir Building Stranmillis Road Queens University Belfast Belfast BT9 5AG, UK ; M.B.Foreiter ;The QUILL Research Centre School of Chemistry and Chemical Engineering David Keir Building Stranmillis Road Queens University Belfast Belfast BT9 5AG, UK ; P.Nockemann ;The QUILL Research Centre School of Chemistry and Chemical Engineering David Keir Building Stranmillis Road Queens University Belfast Belfast BT9 5AG, UK ; K.R.Seddon ;The QUILL Research Centre School of Chemistry and Chemical Engineering David Keir Building Stranmillis Road Queens University Belfast Belfast BT9 5AG, UK ; ; P.J.Stevenson ; ;The QUILL Research Centre School of Chemistry and Chemical Engineering David Keir Building Stranmillis Road Queens University Belfast Belfast BT9 5AG, UK ; D.F.Wassel ;The QUILL Research Centre School of Chemistry and Chemical Engineering David Keir Building Stranmillis Road Queens University Belfast Belfast BT9 5AG, UK ; data_p21 _database_code_depnum_ccdc_archive 'CCDC 882873' #TrackingRef 'p21.cif' _audit_creation_date 2012-10-29 _audit_creation_method ; Olex2 1.1 (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'Br, C45 H69 N2 S' _chemical_formula_sum 'C45 H69 Br N2 S' _chemical_formula_weight 749.99 _chemical_absolute_configuration ad _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 4 _space_group_name_H-M_alt 'P 1 21 1' _space_group_name_Hall 'P 2yb' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z' _cell_length_a 11.543(2) _cell_length_b 11.5238(17) _cell_length_c 15.689(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.072(4) _cell_angle_gamma 90.00 _cell_volume 2054.8(6) _cell_formula_units_Z 2 _cell_measurement_reflns_used 11151 _cell_measurement_temperature 100 _cell_measurement_theta_max 34.7 _cell_measurement_theta_min 2.5 _exptl_absorpt_coefficient_mu 1.083 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.583 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_process_details ? _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.212 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description Block _exptl_crystal_F_000 808 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0310 _diffrn_reflns_av_unetI/netI 0.1392 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 14473 _diffrn_reflns_theta_full 34.73 _diffrn_reflns_theta_max 34.73 _diffrn_reflns_theta_min 2.52 _diffrn_ambient_temperature 100 _diffrn_detector CCD _diffrn_detector_area_resol_mean 28.5714 _diffrn_measured_fraction_theta_full 0.856 _diffrn_measured_fraction_theta_max 0.856 _diffrn_measurement_details ; scan: Number of images: 180 Slice: -110.0000 - 70.0000 Image width: 1.0000 Exp time: 5.0000 Rotation axis: Omega Omega: 0.0000 Kappa: 0.0000 Phi: 270.0000 XTD: 34.8614 2theta: -19.6361 ; _diffrn_measurement_device ; AFC12 (Right): Kappa 3 circle ; _diffrn_measurement_device_type ; Rigaku Saturn724+ (2x2 bin mode) ; _diffrn_measurement_method 'profile data from \w-scans' _diffrn_measurement_specimen_support Mitegen _diffrn_orient_matrix_type d*Trek _diffrn_orient_matrix_UB_11 -0.000886 _diffrn_orient_matrix_UB_12 -0.075344 _diffrn_orient_matrix_UB_13 0.045431 _diffrn_orient_matrix_UB_21 0.078244 _diffrn_orient_matrix_UB_22 0.018698 _diffrn_orient_matrix_UB_23 0.032535 _diffrn_orient_matrix_UB_31 -0.027670 _diffrn_orient_matrix_UB_32 0.020221 _diffrn_orient_matrix_UB_33 0.054922 _diffrn_radiation_monochromator Confocal _diffrn_radiation_type Molybdenum _diffrn_radiation_wavelength 0.71075 _diffrn_source 'Rotating Anode' _diffrn_source_current 24.0 _diffrn_source_power 1.2 _diffrn_source_voltage 50.0 _diffrn_special_details ; ? ; _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 8179 _reflns_number_total 12111 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011) ; _computing_data_collection ; CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; SHELXL, G.M. Sheldrick, Acta Cryst. 2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 0.882 _refine_diff_density_min -1.202 _refine_diff_density_rms 0.085 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.018(6) _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.870 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 451 _refine_ls_number_reflns 12111 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0829 _refine_ls_R_factor_gt 0.0535 _refine_ls_restrained_S_all 0.870 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0630 _refine_ls_wR_factor_ref 0.0759 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 Br1 Br -0.07006(3) 0.69110(3) 0.100473(18) 0.02255(7) Uani 1 1 d . . . S1 S -0.02042(6) 1.18428(9) 0.15307(5) 0.02208(15) Uani 1 1 d . . . N2 N 0.0931(2) 1.0268(2) 0.07526(16) 0.0183(5) Uani 1 1 d . . . H2 H 0.1076 1.0879 0.0475 0.022 Uiso 1 1 calc R . . N1 N -0.0140(2) 0.9547(2) 0.17624(16) 0.0167(5) Uani 1 1 d . . . H1 H 0.0047 0.8857 0.1626 0.020 Uiso 1 1 calc R . . C13 C 0.1974(3) 0.7062(3) 0.43886(18) 0.0194(7) Uani 1 1 d . . . C29 C 0.3471(3) 1.0060(2) 0.10953(19) 0.0179(6) Uani 1 1 d . . . H29 H 0.2987 1.0621 0.1346 0.021 Uiso 1 1 calc R . . C4 C 0.0409(3) 0.8351(2) 0.3566(2) 0.0173(6) Uani 1 1 d . . . H4 H 0.0880 0.8268 0.3107 0.021 Uiso 1 1 calc R . . C30 C 0.3619(3) 1.0600(2) 0.0230(2) 0.0214(7) Uani 1 1 d . . . H30A H 0.2902 1.0502 -0.0190 0.026 Uiso 1 1 calc R . . H30B H 0.4255 1.0219 0.0010 0.026 Uiso 1 1 calc R . . C24 C 0.3190(3) 0.7969(2) 0.0463(2) 0.0256(8) Uani 1 1 d . . . H24A H 0.3393 0.8307 -0.0051 0.038 Uiso 1 1 calc R . . H24B H 0.2588 0.7395 0.0304 0.038 Uiso 1 1 calc R . . H24C H 0.3872 0.7611 0.0796 0.038 Uiso 1 1 calc R . . C26 C 0.3842(3) 0.8375(3) 0.2512(2) 0.0276(8) Uani 1 1 d . . . H26A H 0.3738 0.8091 0.3076 0.033 Uiso 1 1 calc R . . H26B H 0.4326 0.7822 0.2267 0.033 Uiso 1 1 calc R . . C23 C 0.2731(3) 0.8926(3) 0.1008(2) 0.0214(7) Uani 1 1 d . . . C32 C 0.4696(3) 1.2156(3) 0.1215(2) 0.0226(8) Uani 1 1 d . . . C17 C 0.3699(3) 0.5855(3) 0.4872(2) 0.0271(8) Uani 1 1 d . . . H17 H 0.4451 0.5783 0.5197 0.033 Uiso 1 1 calc R . . C16 C 0.3115(2) 0.6915(4) 0.48632(17) 0.0233(6) Uani 1 1 d . . . H16 H 0.3488 0.7536 0.5177 0.028 Uiso 1 1 calc R . . C3 C -0.0218(3) 0.9544(2) 0.3392(2) 0.0197(6) Uani 1 1 d . . . C38 C 0.5053(3) 1.3317(3) 0.1367(2) 0.0256(7) Uani 1 1 d . . . H38 H 0.4768 1.3872 0.0953 0.031 Uiso 1 1 calc R . . C2 C -0.0857(3) 0.9650(2) 0.2440(2) 0.0200(6) Uani 1 1 d . . . H2A H -0.1463 0.9058 0.2340 0.024 Uiso 1 1 calc R . . H2B H -0.1251 1.0397 0.2374 0.024 Uiso 1 1 calc R . . C33 C 0.5073(3) 1.1321(3) 0.1841(2) 0.0222(7) Uani 1 1 d . . . C14 C 0.1449(3) 0.6115(2) 0.3925(2) 0.0179(6) Uani 1 1 d . . . C11 C 0.0243(3) 0.6185(2) 0.3369(2) 0.0216(7) Uani 1 1 d . . . H11A H -0.0223 0.5539 0.3516 0.026 Uiso 1 1 calc R . . H11B H 0.0328 0.6090 0.2769 0.026 Uiso 1 1 calc R . . C31 C 0.3896(2) 1.1904(4) 0.03691(16) 0.0243(6) Uani 1 1 d . . . H31A H 0.4263 1.2186 -0.0102 0.029 Uiso 1 1 calc R . . H31B H 0.3164 1.2325 0.0352 0.029 Uiso 1 1 calc R . . C5 C -0.1203(3) 0.9754(3) 0.3924(2) 0.0280(8) Uani 1 1 d . . . H5A H -0.1781 0.9149 0.3805 0.042 Uiso 1 1 calc R . . H5B H -0.1569 1.0491 0.3767 0.042 Uiso 1 1 calc R . . H5C H -0.0874 0.9754 0.4529 0.042 Uiso 1 1 calc R . . C1 C 0.0249(3) 1.0420(3) 0.1338(2) 0.0186(6) Uani 1 1 d . . . C25 C 0.2642(3) 0.8481(3) 0.1922(2) 0.0237(7) Uani 1 1 d . . . H25A H 0.2152 0.9008 0.2185 0.028 Uiso 1 1 calc R . . H25B H 0.2262 0.7727 0.1873 0.028 Uiso 1 1 calc R . . C6 C 0.0712(3) 1.0525(2) 0.3572(2) 0.0224(7) Uani 1 1 d . . . H6A H 0.1192 1.0512 0.3123 0.027 Uiso 1 1 calc R . . H6B H 0.0309 1.1266 0.3540 0.027 Uiso 1 1 calc R . . C37 C 0.5810(3) 1.3669(3) 0.2105(2) 0.0289(8) Uani 1 1 d . . . C28 C 0.4665(3) 1.0052(3) 0.1736(2) 0.0223(7) Uani 1 1 d . . . C22 C 0.1473(3) 0.9188(2) 0.0516(2) 0.0204(7) Uani 1 1 d . . . H22A H 0.1497 0.9213 -0.0098 0.025 Uiso 1 1 calc R . . H22B H 0.0966 0.8546 0.0611 0.025 Uiso 1 1 calc R . . C15 C 0.2065(3) 0.5060(2) 0.3947(2) 0.0207(7) Uani 1 1 d . . . H15 H 0.1699 0.4434 0.3637 0.025 Uiso 1 1 calc R . . C45 C 0.1997(3) 1.4663(3) 0.1501(2) 0.0308(8) Uani 1 1 d . . . H45A H 0.1965 1.5399 0.1796 0.037 Uiso 1 1 calc R . . H45B H 0.2706 1.4265 0.1772 0.037 Uiso 1 1 calc R . . C20 C 0.3503(3) 0.2992(3) 0.3652(2) 0.0342(9) Uani 1 1 d . . . H20A H 0.3976 0.2302 0.3712 0.051 Uiso 1 1 calc R . . H20B H 0.3637 0.3418 0.3152 0.051 Uiso 1 1 calc R . . H20C H 0.2687 0.2784 0.3584 0.051 Uiso 1 1 calc R . . C21 C 0.3650(3) 0.3078(3) 0.5263(2) 0.0301(8) Uani 1 1 d . . . H21A H 0.2827 0.2917 0.5233 0.045 Uiso 1 1 calc R . . H21B H 0.3928 0.3541 0.5766 0.045 Uiso 1 1 calc R . . H21C H 0.4080 0.2361 0.5300 0.045 Uiso 1 1 calc R . . C42 C 0.1045(3) 1.2701(2) 0.1314(2) 0.0241(7) Uani 1 1 d . . . H42A H 0.1775 1.2367 0.1615 0.029 Uiso 1 1 calc R . . H42B H 0.1065 1.2700 0.0698 0.029 Uiso 1 1 calc R . . C27 C 0.4457(3) 0.9551(3) 0.2613(2) 0.0270(8) Uani 1 1 d . . . H27A H 0.5207 0.9470 0.2997 0.032 Uiso 1 1 calc R . . H27B H 0.3981 1.0092 0.2877 0.032 Uiso 1 1 calc R . . C9 C 0.1310(3) 0.8213(2) 0.4433(2) 0.0184(6) Uani 1 1 d . . . C35 C 0.5864(3) 1.1670(3) 0.2585(2) 0.0298(9) Uani 1 1 d . . . H35 H 0.6148 1.1120 0.3004 0.036 Uiso 1 1 calc R . . C10 C -0.0436(3) 0.7306(2) 0.3449(2) 0.0192(6) Uani 1 1 d . . . H10A H -0.0838 0.7253 0.3941 0.023 Uiso 1 1 calc R . . H10B H -0.1025 0.7415 0.2932 0.023 Uiso 1 1 calc R . . C12 C 0.0737(3) 0.8130(3) 0.5253(2) 0.0251(7) Uani 1 1 d . . . H12A H 0.0152 0.7529 0.5176 0.038 Uiso 1 1 calc R . . H12B H 0.0373 0.8858 0.5345 0.038 Uiso 1 1 calc R . . H12C H 0.1330 0.7952 0.5745 0.038 Uiso 1 1 calc R . . C8 C 0.2159(3) 0.9261(3) 0.4531(2) 0.0264(8) Uani 1 1 d . . . H8A H 0.2671 0.9221 0.5090 0.032 Uiso 1 1 calc R . . H8B H 0.2649 0.9216 0.4089 0.032 Uiso 1 1 calc R . . C36 C 0.6231(3) 1.2817(3) 0.2710(2) 0.0312(8) Uani 1 1 d . . . H36 H 0.6765 1.3017 0.3204 0.037 Uiso 1 1 calc R . . C19 C 0.3832(3) 0.3737(3) 0.4451(2) 0.0256(7) Uani 1 1 d . . . H19 H 0.4675 0.3904 0.4512 0.031 Uiso 1 1 calc R . . C41 C 0.7521(4) 1.5022(4) 0.2325(3) 0.0767(18) Uani 1 1 d . . . H41A H 0.7889 1.4682 0.2863 0.115 Uiso 1 1 calc R . . H41B H 0.7743 1.5824 0.2312 0.115 Uiso 1 1 calc R . . H41C H 0.7771 1.4619 0.1853 0.115 Uiso 1 1 calc R . . C44 C 0.2072(3) 1.4898(3) 0.0553(2) 0.0341(9) Uani 1 1 d . . . H44A H 0.2097 1.4174 0.0254 0.051 Uiso 1 1 calc R . . H44B H 0.2772 1.5334 0.0522 0.051 Uiso 1 1 calc R . . H44C H 0.1395 1.5332 0.0287 0.051 Uiso 1 1 calc R . . C34 C 0.5657(3) 0.9349(3) 0.1419(2) 0.0318(8) Uani 1 1 d . . . H34A H 0.5444 0.8543 0.1377 0.048 Uiso 1 1 calc R . . H34B H 0.6378 0.9441 0.1824 0.048 Uiso 1 1 calc R . . H34C H 0.5762 0.9629 0.0862 0.048 Uiso 1 1 calc R . . C43 C 0.0919(3) 1.3928(2) 0.1622(2) 0.0246(7) Uani 1 1 d . . . H43A H 0.0848 1.3919 0.2229 0.030 Uiso 1 1 calc R . . H43B H 0.0211 1.4272 0.1297 0.030 Uiso 1 1 calc R . . C18 C 0.3191(3) 0.4907(3) 0.4410(2) 0.0213(7) Uani 1 1 d . . . C39 C 0.6198(4) 1.4931(3) 0.2240(2) 0.0398(10) Uani 1 1 d . . . H39 H 0.5855 1.5355 0.1715 0.048 Uiso 1 1 calc R . . C7 C 0.1512(3) 1.0424(2) 0.4452(2) 0.0247(7) Uani 1 1 d . . . H7A H 0.1045 1.0489 0.4907 0.030 Uiso 1 1 calc R . . H7B H 0.2079 1.1053 0.4521 0.030 Uiso 1 1 calc R . . C40 C 0.5730(4) 1.5491(3) 0.2986(3) 0.0662(16) Uani 1 1 d . . . H40A H 0.4889 1.5420 0.2893 0.099 Uiso 1 1 calc R . . H40B H 0.5943 1.6297 0.3021 0.099 Uiso 1 1 calc R . . H40C H 0.6062 1.5109 0.3517 0.099 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 Br1 0.03171(16) 0.01733(13) 0.01844(13) -0.00185(17) 0.00388(11) -0.00334(17) S1 0.0273(4) 0.0141(3) 0.0256(4) 0.0015(5) 0.0069(3) 0.0007(4) N2 0.0208(13) 0.0153(13) 0.0189(13) 0.0007(10) 0.0034(11) -0.0015(10) N1 0.0209(13) 0.0115(12) 0.0181(13) 0.0030(10) 0.0044(11) 0.0006(10) C13 0.0237(15) 0.018(2) 0.0162(13) 0.0019(13) 0.0041(11) -0.0036(13) C29 0.0194(15) 0.0164(16) 0.0188(15) -0.0002(12) 0.0061(12) 0.0011(12) C4 0.0212(15) 0.0151(15) 0.0162(14) -0.0005(12) 0.0050(12) 0.0009(12) C30 0.0268(18) 0.0188(16) 0.0190(16) -0.0015(13) 0.0048(13) -0.0029(13) C24 0.0239(18) 0.0191(18) 0.035(2) -0.0031(14) 0.0088(15) -0.0009(13) C26 0.030(2) 0.0247(18) 0.0285(19) 0.0071(15) 0.0044(15) 0.0039(14) C23 0.0214(17) 0.0198(16) 0.0238(17) 0.0009(14) 0.0058(14) 0.0001(13) C32 0.0194(15) 0.028(2) 0.0205(15) -0.0042(13) 0.0048(12) -0.0050(12) C17 0.0205(17) 0.0296(19) 0.0286(19) 0.0086(15) -0.0028(14) 0.0000(14) C16 0.0256(15) 0.0175(13) 0.0246(14) -0.002(2) -0.0017(12) -0.0057(18) C3 0.0228(16) 0.0158(16) 0.0216(16) -0.0023(13) 0.0072(13) -0.0014(12) C38 0.0269(19) 0.0284(19) 0.0219(17) 0.0017(15) 0.0053(15) -0.0050(14) C2 0.0236(17) 0.0147(15) 0.0217(16) 0.0010(13) 0.0042(13) -0.0004(12) C33 0.0197(16) 0.0259(18) 0.0209(17) 0.0008(14) 0.0034(13) 0.0025(13) C14 0.0195(15) 0.0173(15) 0.0169(15) 0.0000(12) 0.0034(12) -0.0010(12) C11 0.0248(18) 0.0200(17) 0.0181(16) -0.0035(14) -0.0014(13) -0.0009(13) C31 0.0258(15) 0.0271(15) 0.0194(13) 0.002(2) 0.0022(11) -0.0128(19) C5 0.033(2) 0.0276(18) 0.0263(19) -0.0004(15) 0.0126(16) 0.0018(15) C1 0.0190(15) 0.0183(16) 0.0174(15) -0.0004(12) 0.0003(12) 0.0016(12) C25 0.031(2) 0.0173(17) 0.0252(18) 0.0044(14) 0.0105(15) 0.0017(13) C6 0.0318(19) 0.0123(15) 0.0242(17) 0.0008(13) 0.0082(15) -0.0002(13) C37 0.0249(19) 0.035(2) 0.0275(19) 0.0008(16) 0.0057(15) -0.0118(15) C28 0.0250(18) 0.0201(18) 0.0213(17) 0.0021(13) 0.0031(14) 0.0035(13) C22 0.0283(18) 0.0151(16) 0.0191(16) -0.0045(13) 0.0074(14) -0.0057(13) C15 0.0236(17) 0.0195(17) 0.0190(16) -0.0015(13) 0.0039(13) -0.0024(13) C45 0.037(2) 0.0176(18) 0.035(2) -0.0040(16) -0.0027(17) -0.0061(15) C20 0.047(3) 0.028(2) 0.028(2) 0.0006(16) 0.0086(18) 0.0134(17) C21 0.042(2) 0.0214(18) 0.0248(18) -0.0014(15) 0.0001(16) 0.0062(15) C42 0.0309(19) 0.0189(16) 0.0226(17) 0.0004(14) 0.0052(14) -0.0015(13) C27 0.0256(18) 0.0289(19) 0.0246(18) 0.0062(15) -0.0007(14) 0.0037(14) C9 0.0238(16) 0.0131(16) 0.0185(15) -0.0013(12) 0.0039(13) -0.0001(12) C35 0.0253(18) 0.037(3) 0.0245(17) 0.0042(16) -0.0021(14) -0.0037(15) C10 0.0218(16) 0.0178(15) 0.0180(15) -0.0001(12) 0.0033(12) -0.0030(12) C12 0.033(2) 0.0230(17) 0.0192(16) -0.0024(14) 0.0040(14) -0.0033(14) C8 0.031(2) 0.0224(17) 0.0243(18) 0.0012(14) 0.0014(15) -0.0063(14) C36 0.0239(19) 0.043(2) 0.0234(18) -0.0040(17) -0.0037(15) -0.0130(16) C19 0.0268(19) 0.0252(18) 0.0249(18) 0.0009(14) 0.0052(15) 0.0026(14) C41 0.056(3) 0.083(4) 0.078(4) 0.027(3) -0.023(3) -0.051(3) C44 0.045(3) 0.0199(19) 0.038(2) 0.0053(16) 0.008(2) -0.0064(16) C34 0.0242(19) 0.0344(19) 0.037(2) -0.0038(17) 0.0045(16) 0.0053(15) C43 0.032(2) 0.0190(16) 0.0212(17) 0.0019(13) -0.0006(14) 0.0008(14) C18 0.0170(15) 0.0213(17) 0.0259(17) -0.0007(14) 0.0042(13) -0.0009(12) C39 0.052(3) 0.040(2) 0.026(2) -0.0018(17) 0.0007(19) -0.0259(19) C7 0.036(2) 0.0155(17) 0.0218(17) -0.0006(13) 0.0015(15) -0.0043(14) C40 0.129(5) 0.027(2) 0.040(3) -0.004(2) 0.007(3) -0.020(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C1 1.764(3) . ? S1 C42 1.829(3) . ? N2 C1 1.321(4) . ? N2 C22 1.470(3) . ? N1 C2 1.462(4) . ? N1 C1 1.328(4) . ? C13 C16 1.406(3) . ? C13 C14 1.390(4) . ? C13 C9 1.539(4) . ? C29 C30 1.530(4) . ? C29 C23 1.554(4) . ? C29 C28 1.557(4) . ? C4 C3 1.556(4) . ? C4 C9 1.569(4) . ? C4 C10 1.540(4) . ? C30 C31 1.543(5) . ? C24 C23 1.545(4) . ? C26 C25 1.530(4) . ? C26 C27 1.525(4) . ? C23 C25 1.544(4) . ? C23 C22 1.550(4) . ? C32 C38 1.408(4) . ? C32 C33 1.389(4) . ? C32 C31 1.507(4) . ? C17 C16 1.395(5) . ? C17 C18 1.383(4) . ? C3 C2 1.551(4) . ? C3 C5 1.543(4) . ? C3 C6 1.549(4) . ? C38 C37 1.383(4) . ? C33 C28 1.536(4) . ? C33 C35 1.410(4) . ? C14 C11 1.511(4) . ? C14 C15 1.406(4) . ? C11 C10 1.528(4) . ? C6 C7 1.525(4) . ? C37 C36 1.394(4) . ? C37 C39 1.526(4) . ? C28 C27 1.549(4) . ? C28 C34 1.553(4) . ? C15 C18 1.385(4) . ? C45 C44 1.530(5) . ? C45 C43 1.543(4) . ? C20 C19 1.512(4) . ? C21 C19 1.530(4) . ? C42 C43 1.509(4) . ? C9 C12 1.548(4) . ? C9 C8 1.547(4) . ? C35 C36 1.391(4) . ? C8 C7 1.529(4) . ? C19 C18 1.534(4) . ? C41 C39 1.514(5) . ? C39 C40 1.516(5) . ? 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 S1 C42 101.75(15) . . ? C1 N2 C22 128.2(3) . . ? C1 N1 C2 126.0(3) . . ? C16 C13 C9 120.5(3) . . ? C14 C13 C16 117.7(3) . . ? C14 C13 C9 121.7(3) . . ? C30 C29 C23 114.1(3) . . ? C30 C29 C28 110.5(2) . . ? C23 C29 C28 117.6(2) . . ? C3 C4 C9 117.3(2) . . ? C10 C4 C3 113.9(2) . . ? C10 C4 C9 109.5(2) . . ? C29 C30 C31 108.8(2) . . ? C27 C26 C25 110.3(3) . . ? C24 C23 C29 114.4(3) . . ? C24 C23 C22 104.2(3) . . ? C25 C23 C29 108.8(3) . . ? C25 C23 C24 111.2(3) . . ? C25 C23 C22 108.6(3) . . ? C22 C23 C29 109.5(2) . . ? C38 C32 C31 116.6(3) . . ? C33 C32 C38 119.5(3) . . ? C33 C32 C31 123.8(3) . . ? C18 C17 C16 121.8(3) . . ? C17 C16 C13 121.2(3) . . ? C2 C3 C4 111.5(2) . . ? C5 C3 C4 114.1(2) . . ? C5 C3 C2 103.7(3) . . ? C5 C3 C6 109.9(2) . . ? C6 C3 C4 109.1(2) . . ? C6 C3 C2 108.4(2) . . ? C37 C38 C32 122.9(3) . . ? N1 C2 C3 117.3(2) . . ? C32 C33 C28 122.1(3) . . ? C32 C33 C35 117.7(3) . . ? C35 C33 C28 120.1(3) . . ? C13 C14 C11 122.2(3) . . ? C13 C14 C15 119.6(3) . . ? C15 C14 C11 118.1(3) . . ? C14 C11 C10 115.6(3) . . ? C32 C31 C30 113.1(3) . . ? N2 C1 S1 118.2(2) . . ? N2 C1 N1 122.9(3) . . ? N1 C1 S1 118.8(2) . . ? C26 C25 C23 112.9(3) . . ? C7 C6 C3 113.6(3) . . ? C38 C37 C36 117.2(3) . . ? C38 C37 C39 121.5(3) . . ? C36 C37 C39 121.2(3) . . ? C33 C28 C29 106.5(2) . . ? C33 C28 C27 110.6(3) . . ? C33 C28 C34 107.5(3) . . ? C27 C28 C29 108.5(3) . . ? C27 C28 C34 109.1(3) . . ? C34 C28 C29 114.6(3) . . ? N2 C22 C23 116.2(2) . . ? C18 C15 C14 123.2(3) . . ? C44 C45 C43 113.6(3) . . ? C43 C42 S1 108.9(2) . . ? C26 C27 C28 112.4(3) . . ? C13 C9 C4 107.9(2) . . ? C13 C9 C12 105.9(2) . . ? C13 C9 C8 111.4(3) . . ? C12 C9 C4 114.3(3) . . ? C8 C9 C4 108.6(2) . . ? C8 C9 C12 108.7(3) . . ? C36 C35 C33 121.6(3) . . ? C11 C10 C4 110.3(2) . . ? C7 C8 C9 112.6(3) . . ? C35 C36 C37 120.8(3) . . ? C20 C19 C21 110.9(3) . . ? C20 C19 C18 114.6(3) . . ? C21 C19 C18 109.6(3) . . ? C42 C43 C45 110.5(3) . . ? C17 C18 C15 116.6(3) . . ? C17 C18 C19 121.0(3) . . ? C15 C18 C19 122.3(3) . . ? C41 C39 C37 110.2(3) . . ? C41 C39 C40 113.1(4) . . ? C40 C39 C37 112.2(3) . . ? C6 C7 C8 110.5(3) . . ?