# Electronic Supplementary Material (ESI) for RSC Advances # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Soft Matter' _journal_coden_cambridge 0777 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Dr Koen Binnemans' _publ_contact_author_email Koen.Binnemans@chem.kuleuven.be loop_ _publ_author_name K.Lava Y.Evrard K.Vanhecke 'L.Van Meervelt' K.Binnemans data_wg303 _database_code_depnum_ccdc_archive 'CCDC 837736' #TrackingRef '- IQ8a_wg303.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H24 N, 0.63(H2 O), Br' _chemical_formula_sum 'C17 H25.26 Br N O0.63' _chemical_formula_weight 333.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.8423(5) _cell_length_b 13.4447(7) _cell_length_c 13.1983(7) _cell_angle_alpha 90.00 _cell_angle_beta 101.539(2) _cell_angle_gamma 90.00 _cell_volume 1711.19(15) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.295 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 697.0 _exptl_absorpt_coefficient_mu 3.204 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.262 _exptl_absorpt_correction_T_max 0.527 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'crossed G\"obel mirrors' _diffrn_measurement_device_type 'SMART 6000' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15958 _diffrn_reflns_av_R_equivalents 0.0469 _diffrn_reflns_av_sigmaI/netI 0.0327 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 4.74 _diffrn_reflns_theta_max 66.59 _reflns_number_total 3027 _reflns_number_gt 2389 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material Platon _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^)+(0.0501P)^2^+2.1367P] 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 3027 _refine_ls_number_parameters 189 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0668 _refine_ls_R_factor_gt 0.0537 _refine_ls_wR_factor_ref 0.1380 _refine_ls_wR_factor_gt 0.1285 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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 C 0.4518(4) 0.6749(3) 0.1513(3) 0.0646(10) Uani 1 1 d . . . H1 H 0.3976 0.6265 0.1122 0.078 Uiso 1 1 calc R . . C2 C 0.5793(5) 0.6956(3) 0.1337(3) 0.0666(11) Uani 1 1 d . . . H2 H 0.6118 0.6621 0.0817 0.080 Uiso 1 1 calc R . . C3 C 0.6631(4) 0.7674(3) 0.1933(3) 0.0575(9) Uani 1 1 d . . . C4 C 0.6101(4) 0.8177(3) 0.2705(3) 0.0528(8) Uani 1 1 d . . . C5 C 0.4762(4) 0.7939(3) 0.2838(3) 0.0551(9) Uani 1 1 d . . . H5 H 0.4393 0.8272 0.3339 0.066 Uiso 1 1 calc R . . C6 C 0.7999(5) 0.7905(3) 0.1806(4) 0.0758(12) Uani 1 1 d . . . H6 H 0.8368 0.7589 0.1296 0.091 Uiso 1 1 calc R . . C7 C 0.8763(5) 0.8587(4) 0.2432(4) 0.0846(15) Uani 1 1 d . . . H7 H 0.9655 0.8734 0.2343 0.102 Uiso 1 1 calc R . . C8 C 0.8241(5) 0.9070(3) 0.3201(4) 0.0809(14) Uani 1 1 d . . . H8 H 0.8795 0.9526 0.3626 0.097 Uiso 1 1 calc R . . C9 C 0.6926(4) 0.8887(3) 0.3346(3) 0.0684(10) Uani 1 1 d . . . H9 H 0.6579 0.9223 0.3856 0.082 Uiso 1 1 calc R . . C10 C 0.2621(4) 0.6978(3) 0.2460(3) 0.0667(11) Uani 1 1 d . . . H10A H 0.1985 0.6885 0.1803 0.080 Uiso 1 1 calc R . . H10B H 0.2267 0.7514 0.2826 0.080 Uiso 1 1 calc R . . C11 C 0.2694(4) 0.6037(3) 0.3086(3) 0.0652(10) Uani 1 1 d . . . H11A H 0.3202 0.6163 0.3783 0.078 Uiso 1 1 calc R . . H11B H 0.3192 0.5533 0.2781 0.078 Uiso 1 1 calc R . . C12 C 0.1244(4) 0.5652(3) 0.3129(3) 0.0663(10) Uani 1 1 d . . . H12A H 0.0687 0.5663 0.2434 0.080 Uiso 1 1 calc R . . H12B H 0.1323 0.4964 0.3355 0.080 Uiso 1 1 calc R . . C13 C 0.0482(4) 0.6222(3) 0.3829(3) 0.0618(9) Uani 1 1 d . . . H13A H 0.0411 0.6915 0.3620 0.074 Uiso 1 1 calc R . . H13B H 0.1007 0.6191 0.4534 0.074 Uiso 1 1 calc R . . C14 C -0.0968(4) 0.5805(3) 0.3792(3) 0.0604(9) Uani 1 1 d . . . H14A H -0.1507 0.5883 0.3097 0.072 Uiso 1 1 calc R . . H14B H -0.0893 0.5098 0.3942 0.072 Uiso 1 1 calc R . . C15 C -0.1742(4) 0.6298(3) 0.4546(3) 0.0588(9) Uani 1 1 d . . . H15A H -0.1838 0.7002 0.4389 0.071 Uiso 1 1 calc R . . H15B H -0.1200 0.6230 0.5242 0.071 Uiso 1 1 calc R . . C16 C -0.3179(4) 0.5854(3) 0.4509(3) 0.0618(9) Uani 1 1 d . . . H16A H -0.3740 0.5955 0.3824 0.074 Uiso 1 1 calc R . . H16B H -0.3090 0.5143 0.4629 0.074 Uiso 1 1 calc R . . C17 C -0.3911(4) 0.6310(4) 0.5300(4) 0.0776(12) Uani 1 1 d . . . H17A H -0.3360 0.6215 0.5980 0.116 Uiso 1 1 calc R . . H17B H -0.4797 0.5996 0.5257 0.116 Uiso 1 1 calc R . . H17C H -0.4042 0.7009 0.5165 0.116 Uiso 1 1 calc R . . H18A H 0.079(9) 0.562(4) 0.056(8) 0.116 Uiso 0.628(9) 1 d PD . . H18B H -0.047(3) 0.598(7) 0.037(8) 0.116 Uiso 0.628(9) 1 d PD . . N1 N 0.4017(3) 0.7254(2) 0.2269(2) 0.0549(7) Uani 1 1 d . . . Br1 Br 0.22940(5) 0.92676(4) 0.42206(4) 0.0849(2) Uani 1 1 d . . . O1 O 0.0352(7) 0.6141(5) 0.0456(6) 0.108(3) Uani 0.628(9) 1 d PD . . 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 0.076(3) 0.059(2) 0.061(2) -0.0040(18) 0.017(2) -0.009(2) C2 0.086(3) 0.061(2) 0.061(2) 0.0009(19) 0.034(2) 0.008(2) C3 0.061(2) 0.053(2) 0.065(2) 0.0141(18) 0.0282(18) 0.0073(17) C4 0.055(2) 0.0464(18) 0.060(2) 0.0086(16) 0.0195(17) 0.0021(16) C5 0.056(2) 0.052(2) 0.063(2) 0.0056(17) 0.0242(17) 0.0060(17) C6 0.073(3) 0.072(3) 0.094(3) 0.020(2) 0.045(2) 0.011(2) C7 0.059(3) 0.080(3) 0.119(4) 0.035(3) 0.028(3) -0.002(2) C8 0.068(3) 0.069(3) 0.101(4) 0.018(3) 0.004(3) -0.016(2) C9 0.074(3) 0.058(2) 0.075(3) 0.004(2) 0.018(2) -0.003(2) C10 0.046(2) 0.073(3) 0.083(3) 0.017(2) 0.0159(19) -0.0029(18) C11 0.055(2) 0.072(3) 0.072(2) 0.014(2) 0.0226(19) 0.0025(19) C12 0.060(2) 0.068(3) 0.074(3) 0.008(2) 0.0216(19) -0.0083(19) C13 0.052(2) 0.062(2) 0.072(2) 0.0100(19) 0.0165(18) -0.0058(18) C14 0.052(2) 0.060(2) 0.071(2) 0.0053(19) 0.0163(18) -0.0067(17) C15 0.0495(19) 0.054(2) 0.073(2) 0.0043(18) 0.0129(17) -0.0056(17) C16 0.051(2) 0.062(2) 0.074(2) -0.0020(19) 0.0156(18) -0.0057(17) C17 0.056(2) 0.086(3) 0.094(3) -0.011(3) 0.023(2) -0.002(2) N1 0.0494(16) 0.0559(18) 0.0618(18) 0.0098(15) 0.0172(14) -0.0013(14) Br1 0.0826(4) 0.0869(4) 0.0948(4) -0.0038(3) 0.0411(3) -0.0094(3) O1 0.104(5) 0.097(5) 0.112(5) -0.004(4) -0.003(4) -0.003(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.350(6) . ? C1 N1 1.378(5) . ? C1 H1 0.9300 . ? C2 C3 1.404(6) . ? C2 H2 0.9300 . ? C3 C4 1.407(5) . ? C3 C6 1.424(5) . ? C4 C5 1.401(5) . ? C4 C9 1.419(6) . ? C5 N1 1.314(5) . ? C5 H5 0.9300 . ? C6 C7 1.356(7) . ? C6 H6 0.9300 . ? C7 C8 1.388(7) . ? C7 H7 0.9300 . ? C8 C9 1.367(6) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 N1 1.493(4) . ? C10 C11 1.506(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.530(5) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.510(6) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.525(5) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.521(5) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.526(5) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.512(6) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? O1 H18A 0.821(10) . ? O1 H18B 0.821(10) . ? 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 N1 120.2(4) . . ? C2 C1 H1 119.9 . . ? N1 C1 H1 119.9 . . ? C1 C2 C3 120.5(4) . . ? C1 C2 H2 119.7 . . ? C3 C2 H2 119.7 . . ? C2 C3 C4 118.3(3) . . ? C2 C3 C6 123.2(4) . . ? C4 C3 C6 118.5(4) . . ? C5 C4 C3 118.4(3) . . ? C5 C4 C9 121.3(4) . . ? C3 C4 C9 120.3(3) . . ? N1 C5 C4 121.3(3) . . ? N1 C5 H5 119.4 . . ? C4 C5 H5 119.4 . . ? C7 C6 C3 119.9(4) . . ? C7 C6 H6 120.1 . . ? C3 C6 H6 120.1 . . ? C6 C7 C8 121.4(4) . . ? C6 C7 H7 119.3 . . ? C8 C7 H7 119.3 . . ? C9 C8 C7 121.2(5) . . ? C9 C8 H8 119.4 . . ? C7 C8 H8 119.4 . . ? C8 C9 C4 118.8(4) . . ? C8 C9 H9 120.6 . . ? C4 C9 H9 120.6 . . ? N1 C10 C11 110.9(3) . . ? N1 C10 H10A 109.5 . . ? C11 C10 H10A 109.5 . . ? N1 C10 H10B 109.5 . . ? C11 C10 H10B 109.5 . . ? H10A C10 H10B 108.0 . . ? C10 C11 C12 111.2(3) . . ? C10 C11 H11A 109.4 . . ? C12 C11 H11A 109.4 . . ? C10 C11 H11B 109.4 . . ? C12 C11 H11B 109.4 . . ? H11A C11 H11B 108.0 . . ? C13 C12 C11 115.6(4) . . ? C13 C12 H12A 108.4 . . ? C11 C12 H12A 108.4 . . ? C13 C12 H12B 108.4 . . ? C11 C12 H12B 108.4 . . ? H12A C12 H12B 107.4 . . ? C12 C13 C14 111.7(3) . . ? C12 C13 H13A 109.3 . . ? C14 C13 H13A 109.3 . . ? C12 C13 H13B 109.3 . . ? C14 C13 H13B 109.3 . . ? H13A C13 H13B 107.9 . . ? C15 C14 C13 114.0(3) . . ? C15 C14 H14A 108.7 . . ? C13 C14 H14A 108.7 . . ? C15 C14 H14B 108.7 . . ? C13 C14 H14B 108.7 . . ? H14A C14 H14B 107.6 . . ? C14 C15 C16 113.0(3) . . ? C14 C15 H15A 109.0 . . ? C16 C15 H15A 109.0 . . ? C14 C15 H15B 109.0 . . ? C16 C15 H15B 109.0 . . ? H15A C15 H15B 107.8 . . ? C17 C16 C15 112.7(3) . . ? C17 C16 H16A 109.1 . . ? C15 C16 H16A 109.1 . . ? C17 C16 H16B 109.1 . . ? C15 C16 H16B 109.1 . . ? H16A C16 H16B 107.8 . . ? 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 . . ? C5 N1 C1 121.3(3) . . ? C5 N1 C10 120.4(3) . . ? C1 N1 C10 118.3(3) . . ? H18A O1 H18B 105(10) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 66.59 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.189 _refine_diff_density_min -0.814 _refine_diff_density_rms 0.058 # Attachment '- Q8c_wg304b.cif' data_wg304b _database_code_depnum_ccdc_archive 'CCDC 837737' #TrackingRef '- Q8c_wg304b.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H24 N, C12 H25 O4 S' _chemical_formula_sum 'C29 H49 N O4 S' _chemical_formula_weight 507.76 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 '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 8.0982(2) _cell_length_b 8.6854(2) _cell_length_c 23.0307(5) _cell_angle_alpha 96.8330(10) _cell_angle_beta 98.6960(10) _cell_angle_gamma 104.9070(10) _cell_volume 1526.10(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.105 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 556 _exptl_absorpt_coefficient_mu 1.179 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.639 _exptl_absorpt_correction_T_max 0.889 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'crossed G\"obel mirrors' _diffrn_measurement_device_type 'SMART 6000' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14019 _diffrn_reflns_av_R_equivalents 0.0759 _diffrn_reflns_av_sigmaI/netI 0.0871 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 66.60 _reflns_number_total 5214 _reflns_number_gt 2936 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material Platon _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^)+(0.0701P)^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 5214 _refine_ls_number_parameters 347 _refine_ls_number_restraints 125 _refine_ls_R_factor_all 0.1377 _refine_ls_R_factor_gt 0.0814 _refine_ls_wR_factor_ref 0.1885 _refine_ls_wR_factor_gt 0.1675 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.098 _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 C 0.7197(5) 0.4599(5) 0.94132(19) 0.0539(10) Uani 1 1 d . . . H1 H 0.7798 0.3819 0.9410 0.065 Uiso 1 1 calc R . . C2 C 0.8097(5) 0.6175(5) 0.9659(2) 0.0606(11) Uani 1 1 d . . . H2 H 0.9278 0.6449 0.9821 0.073 Uiso 1 1 calc R . . C3 C 0.7230(5) 0.7316(5) 0.96600(18) 0.0566(11) Uani 1 1 d . . . H3 H 0.7821 0.8385 0.9822 0.068 Uiso 1 1 calc R . . C4 C 0.5445(5) 0.6893(4) 0.94179(17) 0.0464(9) Uani 1 1 d . . . C5 C 0.4552(5) 0.5273(4) 0.91673(17) 0.0434(9) Uani 1 1 d . . . C6 C 0.4473(7) 0.8023(5) 0.9400(2) 0.0656(12) Uani 1 1 d . . . H6 H 0.5032 0.9106 0.9551 0.079 Uiso 1 1 calc R . . C7 C 0.2768(7) 0.7584(6) 0.9171(3) 0.0759(15) Uani 1 1 d . . . H7 H 0.2150 0.8350 0.9172 0.091 Uiso 1 1 calc R . . C8 C 0.1912(6) 0.5948(6) 0.8928(2) 0.0715(13) Uani 1 1 d . . . H8 H 0.0729 0.5650 0.8766 0.086 Uiso 1 1 calc R . . C9 C 0.2783(5) 0.4800(5) 0.8925(2) 0.0596(11) Uani 1 1 d . . . H9 H 0.2209 0.3726 0.8766 0.071 Uiso 1 1 calc R . . C10 C 0.4696(5) 0.2428(4) 0.89134(19) 0.0518(10) Uani 1 1 d U . . H10A H 0.3542 0.2082 0.9007 0.062 Uiso 1 1 calc R . . H10B H 0.5381 0.1767 0.9083 0.062 Uiso 1 1 calc R . . C11 C 0.4561(6) 0.2191(5) 0.8245(2) 0.0612(11) Uani 1 1 d U . . H11A H 0.5718 0.2452 0.8151 0.073 Uiso 1 1 calc R . . H11B H 0.3952 0.2911 0.8078 0.073 Uiso 1 1 calc R . . C12 C 0.3580(6) 0.0438(5) 0.7973(2) 0.0760(13) Uani 1 1 d U . . H12A H 0.4166 -0.0271 0.8160 0.091 Uiso 1 1 calc R . . H12B H 0.2416 0.0202 0.8061 0.091 Uiso 1 1 calc R . . C13 C 0.3448(7) 0.0076(7) 0.7319(3) 0.0931(16) Uani 1 1 d U B . H13A H 0.4613 0.0224 0.7236 0.112 Uiso 1 1 calc R . . H13B H 0.2967 0.0858 0.7138 0.112 Uiso 1 1 calc R . . C14 C 0.2341(8) -0.1616(7) 0.7021(3) 0.115(2) Uani 1 1 d DU . . H14A H 0.2640 -0.2418 0.7243 0.138 Uiso 1 1 calc R A 1 H14B H 0.1116 -0.1704 0.7005 0.138 Uiso 1 1 calc R A 1 C15A C 0.271(2) -0.188(3) 0.6401(5) 0.133(4) Uani 0.418(11) 1 d PDU B 1 H15A H 0.2496 -0.0998 0.6208 0.159 Uiso 0.418(11) 1 calc PR B 1 H15B H 0.3948 -0.1778 0.6439 0.159 Uiso 0.418(11) 1 calc PR B 1 C16A C 0.177(2) -0.341(3) 0.5992(9) 0.152(4) Uani 0.418(11) 1 d PDU B 1 H16A H 0.2047 -0.4302 0.6158 0.182 Uiso 0.418(11) 1 calc PR B 1 H16B H 0.2157 -0.3380 0.5614 0.182 Uiso 0.418(11) 1 calc PR B 1 C17A C -0.0161(19) -0.367(3) 0.5887(11) 0.184(6) Uani 0.418(11) 1 d PDU B 1 H17A H -0.0495 -0.3304 0.6250 0.276 Uiso 0.418(11) 1 calc PR B 1 H17B H -0.0735 -0.4803 0.5760 0.276 Uiso 0.418(11) 1 calc PR B 1 H17C H -0.0492 -0.3080 0.5584 0.276 Uiso 0.418(11) 1 calc PR B 1 C15B C 0.198(2) -0.1912(17) 0.6347(4) 0.137(3) Uani 0.582(11) 1 d PDU B 2 H15C H 0.1367 -0.1164 0.6205 0.164 Uiso 0.582(11) 1 calc PR B 2 H15D H 0.3068 -0.1712 0.6206 0.164 Uiso 0.582(11) 1 calc PR B 2 C16B C 0.091(2) -0.3598(19) 0.6102(5) 0.157(4) Uani 0.582(11) 1 d PDU B 2 H16C H -0.0258 -0.3741 0.6186 0.188 Uiso 0.582(11) 1 calc PR B 2 H16D H 0.1413 -0.4344 0.6297 0.188 Uiso 0.582(11) 1 calc PR B 2 C17B C 0.079(2) -0.398(2) 0.5445(5) 0.194(6) Uani 0.582(11) 1 d PDU B 2 H17D H 0.0677 -0.3062 0.5265 0.291 Uiso 0.582(11) 1 calc PR B 2 H17E H -0.0198 -0.4887 0.5279 0.291 Uiso 0.582(11) 1 calc PR B 2 H17F H 0.1832 -0.4238 0.5367 0.291 Uiso 0.582(11) 1 calc PR B 2 C18 C 0.2052(6) 0.1376(6) 0.1953(2) 0.0820(16) Uani 1 1 d . . . H18A H 0.2194 0.0637 0.2229 0.098 Uiso 1 1 calc R . . H18B H 0.0874 0.1470 0.1917 0.098 Uiso 1 1 calc R . . C19 C 0.3330(6) 0.3004(5) 0.2187(2) 0.0748(14) Uani 1 1 d . . . H19A H 0.3073 0.3778 0.1942 0.090 Uiso 1 1 calc R . . H19B H 0.4497 0.2939 0.2164 0.090 Uiso 1 1 calc R . . C20 C 0.3250(7) 0.3582(6) 0.2828(2) 0.0866(17) Uani 1 1 d . . . H20A H 0.2087 0.3672 0.2842 0.104 Uiso 1 1 calc R . . H20B H 0.3436 0.2764 0.3063 0.104 Uiso 1 1 calc R . . C21 C 0.4546(7) 0.5182(6) 0.3117(2) 0.0833(16) Uani 1 1 d . . . H21A H 0.4271 0.6031 0.2917 0.100 Uiso 1 1 calc R . . H21B H 0.5702 0.5144 0.3065 0.100 Uiso 1 1 calc R . . C22 C 0.4554(7) 0.5598(6) 0.3777(2) 0.0834(16) Uani 1 1 d . . . H22A H 0.3405 0.5665 0.3826 0.100 Uiso 1 1 calc R . . H22B H 0.4786 0.4726 0.3973 0.100 Uiso 1 1 calc R . . C23 C 0.5876(7) 0.7165(6) 0.4084(2) 0.0828(16) Uani 1 1 d . . . H23A H 0.7023 0.7112 0.4025 0.099 Uiso 1 1 calc R . . H23B H 0.5623 0.8042 0.3897 0.099 Uiso 1 1 calc R . . C24 C 0.5917(7) 0.7547(6) 0.4745(2) 0.0825(15) Uani 1 1 d . . . H24A H 0.4766 0.7591 0.4802 0.099 Uiso 1 1 calc R . . H24B H 0.6167 0.6665 0.4930 0.099 Uiso 1 1 calc R . . C25 C 0.7213(7) 0.9098(6) 0.5066(2) 0.0802(15) Uani 1 1 d . . . H25A H 0.6965 0.9986 0.4884 0.096 Uiso 1 1 calc R . . H25B H 0.8368 0.9059 0.5012 0.096 Uiso 1 1 calc R . . C26 C 0.7216(7) 0.9439(6) 0.5727(2) 0.0843(16) Uani 1 1 d . . . H26A H 0.6061 0.9482 0.5778 0.101 Uiso 1 1 calc R . . H26B H 0.7451 0.8543 0.5906 0.101 Uiso 1 1 calc R . . C27 C 0.8506(7) 1.0970(6) 0.6057(2) 0.0799(15) Uani 1 1 d . . . H27A H 0.8240 1.1873 0.5891 0.096 Uiso 1 1 calc R . . H27B H 0.9657 1.0950 0.5993 0.096 Uiso 1 1 calc R . . C28 C 0.8539(8) 1.1255(7) 0.6725(2) 0.0929(17) Uani 1 1 d . . . H28A H 0.7380 1.1255 0.6785 0.111 Uiso 1 1 calc R . . H28B H 0.8808 1.0350 0.6888 0.111 Uiso 1 1 calc R . . C29 C 0.9793(9) 1.2775(8) 0.7073(3) 0.121(2) Uani 1 1 d . . . H29A H 1.0962 1.2734 0.7062 0.181 Uiso 1 1 calc R . . H29B H 0.9629 1.2886 0.7479 0.181 Uiso 1 1 calc R . . H29C H 0.9595 1.3683 0.6903 0.181 Uiso 1 1 calc R . . N1 N 0.5522(4) 0.4153(3) 0.91834(14) 0.0447(7) Uani 1 1 d . . . O1 O -0.0694(3) -0.0631(4) 0.09572(16) 0.0747(10) Uani 1 1 d . . . O2 O 0.1651(3) -0.1209(3) 0.05258(14) 0.0613(8) Uani 1 1 d . . . O3 O 0.1089(4) -0.2079(4) 0.14424(16) 0.0776(10) Uani 1 1 d . . . O4 O 0.2335(3) 0.0762(3) 0.13844(14) 0.0606(8) Uani 1 1 d . . . S1 S 0.09767(12) -0.09157(11) 0.10578(5) 0.0476(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.051(2) 0.052(2) 0.054(3) 0.0044(19) 0.004(2) 0.0114(18) C2 0.051(2) 0.056(2) 0.062(3) -0.001(2) 0.000(2) 0.003(2) C3 0.066(3) 0.041(2) 0.046(2) -0.0020(18) 0.008(2) -0.0082(19) C4 0.062(2) 0.0361(19) 0.041(2) 0.0073(16) 0.0161(19) 0.0079(17) C5 0.046(2) 0.041(2) 0.045(2) 0.0096(16) 0.0140(17) 0.0104(16) C6 0.090(4) 0.051(2) 0.067(3) 0.017(2) 0.028(3) 0.030(2) C7 0.090(4) 0.071(3) 0.097(4) 0.034(3) 0.045(3) 0.051(3) C8 0.058(3) 0.080(3) 0.088(4) 0.026(3) 0.020(3) 0.030(2) C9 0.049(2) 0.058(2) 0.071(3) 0.013(2) 0.014(2) 0.011(2) C10 0.054(2) 0.0323(18) 0.062(2) 0.0030(17) 0.005(2) 0.0051(16) C11 0.064(2) 0.050(2) 0.062(2) 0.0003(19) 0.006(2) 0.0102(18) C12 0.080(3) 0.058(2) 0.075(3) -0.011(2) 0.009(3) 0.005(2) C13 0.094(3) 0.085(3) 0.080(3) -0.015(3) 0.003(3) 0.010(3) C14 0.117(4) 0.096(3) 0.098(4) -0.030(3) -0.001(3) 0.003(3) C15A 0.130(7) 0.129(6) 0.100(5) -0.037(5) 0.009(5) 0.002(6) C16A 0.145(8) 0.153(6) 0.105(5) -0.043(5) 0.000(6) -0.006(7) C17A 0.148(8) 0.202(11) 0.139(11) -0.049(10) -0.014(10) -0.006(9) C15B 0.131(7) 0.138(5) 0.099(4) -0.033(4) -0.003(5) 0.001(6) C16B 0.139(9) 0.163(6) 0.110(6) -0.045(5) -0.013(6) -0.011(7) C17B 0.196(11) 0.208(10) 0.116(7) -0.055(7) -0.001(9) 0.002(10) C18 0.076(3) 0.077(3) 0.066(3) -0.009(3) 0.019(3) -0.018(3) C19 0.077(3) 0.061(3) 0.063(3) -0.013(2) 0.009(3) -0.010(2) C20 0.096(4) 0.072(3) 0.065(3) -0.013(3) 0.019(3) -0.015(3) C21 0.098(4) 0.068(3) 0.062(3) -0.014(3) 0.015(3) -0.004(3) C22 0.094(4) 0.065(3) 0.071(4) -0.009(3) 0.017(3) -0.005(3) C23 0.090(3) 0.067(3) 0.068(3) -0.010(3) 0.013(3) -0.006(3) C24 0.093(4) 0.071(3) 0.065(3) -0.004(3) 0.011(3) 0.000(3) C25 0.089(3) 0.068(3) 0.061(3) -0.005(3) 0.010(3) -0.007(3) C26 0.089(4) 0.080(3) 0.065(3) 0.001(3) 0.008(3) 0.001(3) C27 0.085(3) 0.076(3) 0.065(3) 0.005(3) 0.004(3) 0.009(3) C28 0.103(4) 0.103(4) 0.056(3) 0.006(3) 0.011(3) 0.006(3) C29 0.137(6) 0.119(5) 0.071(4) -0.013(4) 0.000(4) -0.001(4) N1 0.0447(18) 0.0371(16) 0.0466(19) 0.0057(14) 0.0043(15) 0.0043(13) O1 0.0473(16) 0.076(2) 0.088(3) -0.0182(18) -0.0043(16) 0.0188(15) O2 0.0617(17) 0.0505(16) 0.065(2) -0.0058(14) 0.0151(15) 0.0089(13) O3 0.091(2) 0.0554(18) 0.075(2) 0.0176(16) 0.0046(19) 0.0054(16) O4 0.0588(16) 0.0488(15) 0.0577(19) -0.0069(14) 0.0165(14) -0.0099(13) S1 0.0403(5) 0.0384(5) 0.0561(6) 0.0015(4) 0.0030(4) 0.0031(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.317(5) . ? C1 C2 1.380(5) . ? C1 H1 0.9300 . ? C2 C3 1.354(6) . ? C2 H2 0.9300 . ? C3 C4 1.404(6) . ? C3 H3 0.9300 . ? C4 C6 1.408(5) . ? C4 C5 1.412(5) . ? C5 C9 1.390(5) . ? C5 N1 1.399(4) . ? C6 C7 1.338(7) . ? C6 H6 0.9300 . ? C7 C8 1.414(7) . ? C7 H7 0.9300 . ? C8 C9 1.361(6) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 N1 1.488(4) . ? C10 C11 1.511(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.531(5) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.483(7) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.527(7) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15A 1.506(9) . ? C14 C15B 1.512(9) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15A C16A 1.481(9) . ? C15A H15A 0.9700 . ? C15A H15B 0.9700 . ? C16A C17A 1.497(10) . ? C16A H16A 0.9700 . ? C16A H16B 0.9700 . ? C17A H17A 0.9600 . ? C17A H17B 0.9600 . ? C17A H17C 0.9600 . ? C15B C16B 1.488(9) . ? C15B H15C 0.9700 . ? C15B H15D 0.9700 . ? C16B C17B 1.494(9) . ? C16B H16C 0.9700 . ? C16B H16D 0.9700 . ? C17B H17D 0.9600 . ? C17B H17E 0.9600 . ? C17B H17F 0.9600 . ? C18 O4 1.428(5) . ? C18 C19 1.503(6) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.517(6) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.515(6) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.518(7) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.514(6) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.513(7) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.504(6) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.515(7) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.498(6) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.524(7) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.493(7) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? O1 S1 1.427(3) . ? O2 S1 1.437(3) . ? O3 S1 1.432(3) . ? O4 S1 1.601(3) . ? 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 N1 C1 C2 122.7(4) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C3 C2 C1 118.8(4) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C2 C3 C4 120.3(4) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C3 C4 C6 123.1(4) . . ? C3 C4 C5 119.9(3) . . ? C6 C4 C5 117.0(4) . . ? C9 C5 N1 121.3(3) . . ? C9 C5 C4 121.7(3) . . ? N1 C5 C4 116.9(3) . . ? C7 C6 C4 121.8(4) . . ? C7 C6 H6 119.1 . . ? C4 C6 H6 119.1 . . ? C6 C7 C8 119.7(4) . . ? C6 C7 H7 120.2 . . ? C8 C7 H7 120.2 . . ? C9 C8 C7 121.4(4) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C8 C9 C5 118.4(4) . . ? C8 C9 H9 120.8 . . ? C5 C9 H9 120.8 . . ? N1 C10 C11 111.0(3) . . ? N1 C10 H10A 109.4 . . ? C11 C10 H10A 109.4 . . ? N1 C10 H10B 109.4 . . ? C11 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? C10 C11 C12 110.0(4) . . ? C10 C11 H11A 109.7 . . ? C12 C11 H11A 109.7 . . ? C10 C11 H11B 109.7 . . ? C12 C11 H11B 109.7 . . ? H11A C11 H11B 108.2 . . ? C13 C12 C11 113.8(5) . . ? C13 C12 H12A 108.8 . . ? C11 C12 H12A 108.8 . . ? C13 C12 H12B 108.8 . . ? C11 C12 H12B 108.8 . . ? H12A C12 H12B 107.7 . . ? C12 C13 C14 115.5(5) . . ? C12 C13 H13A 108.4 . . ? C14 C13 H13A 108.4 . . ? C12 C13 H13B 108.4 . . ? C14 C13 H13B 108.4 . . ? H13A C13 H13B 107.5 . . ? C15A C14 C13 107.1(8) . . ? C15B C14 C13 115.8(7) . . ? C15A C14 H14A 110.3 . . ? C15B C14 H14A 121.1 . . ? C13 C14 H14A 110.3 . . ? C15A C14 H14B 110.3 . . ? C15B C14 H14B 88.0 . . ? C13 C14 H14B 110.3 . . ? H14A C14 H14B 108.5 . . ? C16A C15A C14 119.6(12) . . ? C16A C15A H15A 107.4 . . ? C14 C15A H15A 107.4 . . ? C16A C15A H15B 107.4 . . ? C14 C15A H15B 107.4 . . ? H15A C15A H15B 106.9 . . ? C15A C16A C17A 112.2(9) . . ? C15A C16A H16A 109.2 . . ? C17A C16A H16A 109.2 . . ? C15A C16A H16B 109.2 . . ? C17A C16A H16B 109.2 . . ? H16A C16A H16B 107.9 . . ? C16B C15B C14 111.5(10) . . ? C16B C15B H15C 109.3 . . ? C14 C15B H15C 109.3 . . ? C16B C15B H15D 109.3 . . ? C14 C15B H15D 109.3 . . ? H15C C15B H15D 108.0 . . ? C15B C16B C17B 111.7(9) . . ? C15B C16B H16C 109.3 . . ? C17B C16B H16C 109.3 . . ? C15B C16B H16D 109.3 . . ? C17B C16B H16D 109.3 . . ? H16C C16B H16D 107.9 . . ? C16B C17B H17D 109.5 . . ? C16B C17B H17E 109.5 . . ? H17D C17B H17E 109.5 . . ? C16B C17B H17F 109.5 . . ? H17D C17B H17F 109.5 . . ? H17E C17B H17F 109.5 . . ? O4 C18 C19 109.7(4) . . ? O4 C18 H18A 109.7 . . ? C19 C18 H18A 109.7 . . ? O4 C18 H18B 109.7 . . ? C19 C18 H18B 109.7 . . ? H18A C18 H18B 108.2 . . ? C18 C19 C20 111.1(4) . . ? C18 C19 H19A 109.4 . . ? C20 C19 H19A 109.4 . . ? C18 C19 H19B 109.4 . . ? C20 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? C21 C20 C19 115.5(4) . . ? C21 C20 H20A 108.4 . . ? C19 C20 H20A 108.4 . . ? C21 C20 H20B 108.4 . . ? C19 C20 H20B 108.4 . . ? H20A C20 H20B 107.5 . . ? C20 C21 C22 113.1(4) . . ? C20 C21 H21A 109.0 . . ? C22 C21 H21A 109.0 . . ? C20 C21 H21B 109.0 . . ? C22 C21 H21B 109.0 . . ? H21A C21 H21B 107.8 . . ? C23 C22 C21 114.4(4) . . ? C23 C22 H22A 108.7 . . ? C21 C22 H22A 108.7 . . ? C23 C22 H22B 108.7 . . ? C21 C22 H22B 108.7 . . ? H22A C22 H22B 107.6 . . ? C24 C23 C22 114.1(4) . . ? C24 C23 H23A 108.7 . . ? C22 C23 H23A 108.7 . . ? C24 C23 H23B 108.7 . . ? C22 C23 H23B 108.7 . . ? H23A C23 H23B 107.6 . . ? C25 C24 C23 115.7(5) . . ? C25 C24 H24A 108.4 . . ? C23 C24 H24A 108.4 . . ? C25 C24 H24B 108.4 . . ? C23 C24 H24B 108.4 . . ? H24A C24 H24B 107.4 . . ? C24 C25 C26 114.1(4) . . ? C24 C25 H25A 108.7 . . ? C26 C25 H25A 108.7 . . ? C24 C25 H25B 108.7 . . ? C26 C25 H25B 108.7 . . ? H25A C25 H25B 107.6 . . ? C27 C26 C25 115.2(5) . . ? C27 C26 H26A 108.5 . . ? C25 C26 H26A 108.5 . . ? C27 C26 H26B 108.5 . . ? C25 C26 H26B 108.5 . . ? H26A C26 H26B 107.5 . . ? C26 C27 C28 114.3(5) . . ? C26 C27 H27A 108.7 . . ? C28 C27 H27A 108.7 . . ? C26 C27 H27B 108.7 . . ? C28 C27 H27B 108.7 . . ? H27A C27 H27B 107.6 . . ? C29 C28 C27 116.3(5) . . ? C29 C28 H28A 108.2 . . ? C27 C28 H28A 108.2 . . ? C29 C28 H28B 108.2 . . ? C27 C28 H28B 108.2 . . ? H28A C28 H28B 107.4 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C1 N1 C5 121.4(3) . . ? C1 N1 C10 118.1(3) . . ? C5 N1 C10 120.5(3) . . ? C18 O4 S1 115.4(2) . . ? O1 S1 O3 113.2(2) . . ? O1 S1 O2 114.3(2) . . ? O3 S1 O2 113.1(2) . . ? O1 S1 O4 106.64(17) . . ? O3 S1 O4 107.12(19) . . ? O2 S1 O4 101.23(16) . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 66.60 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.300 _refine_diff_density_min -0.284 _refine_diff_density_rms 0.064