# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 182 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Philip Gale' 'Matthew G. Fisher' 'Jennifer R. Hiscock' 'Mike Hursthouse' 'Mark Light' 'F. Schmidtchen' 'Christine C. Tong' _publ_contact_author_name 'Philip Gale' _publ_contact_author_email PHILIP.GALE@SOTON.AC.UK _publ_section_title ; Clicked-calix[4]pyrrole: a new membrane transporter for chloride ; # Attachment 'combined_1075_0158_0155.cif' data_2008sot1075 _database_code_depnum_ccdc_archive 'CCDC 722157' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H59 N7 O2' _chemical_formula_weight 669.94 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca 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' '-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 10.2826(2) _cell_length_b 20.5801(6) _cell_length_c 35.6410(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7542.2(3) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 40598 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 26.02 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.180 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2912 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9681 _exptl_absorpt_correction_T_max 0.9963 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43094 _diffrn_reflns_av_R_equivalents 0.1269 _diffrn_reflns_av_sigmaI/netI 0.1064 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -42 _diffrn_reflns_limit_l_max 42 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.01 _reflns_number_total 6648 _reflns_number_gt 3778 _reflns_threshold_expression >2\s(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^ > 2\s(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^)+(0.0800P)^2^+0.0154P] 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 SHELXL _refine_ls_extinction_coef 0.0027(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6648 _refine_ls_number_parameters 475 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1318 _refine_ls_R_factor_gt 0.0656 _refine_ls_wR_factor_ref 0.1737 _refine_ls_wR_factor_gt 0.1445 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 C39 C 0.1766(3) 0.12544(17) 0.35954(9) 0.0482(9) Uani 1 1 d . . . H39A H 0.2333 0.1637 0.3598 0.072 Uiso 1 1 calc R . . H39B H 0.2245 0.0882 0.3494 0.072 Uiso 1 1 calc R . . H39C H 0.1480 0.1157 0.3852 0.072 Uiso 1 1 calc R . . C40 C 0.2849(3) 0.12176(17) 0.01261(9) 0.0500(9) Uani 1 1 d . . . H40A H 0.1940 0.1097 0.0170 0.075 Uiso 1 1 calc R . . H40B H 0.3182 0.0981 -0.0092 0.075 Uiso 1 1 calc R . . H40C H 0.2905 0.1686 0.0079 0.075 Uiso 1 1 calc R . . O1 O 0.36107(19) 0.10558(11) 0.04503(6) 0.0381(6) Uani 1 1 d . . . O2 O 0.06558(18) 0.13816(10) 0.33650(6) 0.0394(6) Uani 1 1 d . . . H801 H 0.310(3) 0.1098(18) 0.0629(10) 0.063(12) Uiso 1 1 d . . . H802 H 0.101(4) 0.152(2) 0.3121(13) 0.113(17) Uiso 1 1 d . . . H901 H 0.540(3) 0.1617(16) 0.0539(8) 0.053(11) Uiso 1 1 d . . . H902 H 0.504(3) 0.0349(15) 0.0668(8) 0.053(10) Uiso 1 1 d . . . H903 H 0.405(3) 0.0791(15) 0.1445(8) 0.047(9) Uiso 1 1 d . . . H904 H 0.441(3) 0.1952(15) 0.1302(8) 0.048(9) Uiso 1 1 d . . . C1 C 0.6492(2) 0.23537(15) 0.06761(7) 0.0285(7) Uani 1 1 d . . . C2 C 0.7820(3) 0.24160(15) 0.06397(8) 0.0335(7) Uani 1 1 d . . . H2 H 0.8322 0.2784 0.0709 0.040 Uiso 1 1 calc R . . C3 C 0.8301(3) 0.18384(15) 0.04809(8) 0.0340(8) Uani 1 1 d . . . H3 H 0.9185 0.1752 0.0423 0.041 Uiso 1 1 calc R . . C4 C 0.7277(3) 0.14202(15) 0.04237(8) 0.0313(7) Uani 1 1 d . . . C5 C 0.7253(3) 0.07251(15) 0.02868(8) 0.0345(8) Uani 1 1 d . . . C6 C 0.6277(3) 0.06461(16) -0.00343(8) 0.0419(8) Uani 1 1 d . . . H6A H 0.6313 0.0200 -0.0130 0.063 Uiso 1 1 calc R . . H6B H 0.6494 0.0949 -0.0237 0.063 Uiso 1 1 calc R . . H6C H 0.5398 0.0739 0.0058 0.063 Uiso 1 1 calc R . . C7 C 0.8605(3) 0.05549(16) 0.01294(9) 0.0452(9) Uani 1 1 d . . . H7A H 0.9262 0.0616 0.0325 0.068 Uiso 1 1 calc R . . H7B H 0.8802 0.0839 -0.0084 0.068 Uiso 1 1 calc R . . H7C H 0.8612 0.0101 0.0046 0.068 Uiso 1 1 calc R . . C8 C 0.6966(3) 0.02649(15) 0.06087(8) 0.0333(7) Uani 1 1 d . . . C9 C 0.7802(3) -0.00732(16) 0.08298(9) 0.0415(8) Uani 1 1 d . . . H9 H 0.8718 -0.0096 0.0798 0.050 Uiso 1 1 calc R . . C10 C 0.7075(3) -0.03848(15) 0.11143(9) 0.0423(8) Uani 1 1 d . . . H10 H 0.7419 -0.0653 0.1307 0.051 Uiso 1 1 calc R . . C11 C 0.5793(3) -0.02338(15) 0.10640(8) 0.0339(7) Uani 1 1 d . . . C12 C 0.4605(3) -0.04667(15) 0.12788(8) 0.0350(8) Uani 1 1 d . . . C13 C 0.4305(3) -0.11694(16) 0.11613(9) 0.0430(8) Uani 1 1 d . . . H13A H 0.3539 -0.1325 0.1298 0.065 Uiso 1 1 calc R . . H13B H 0.5052 -0.1447 0.1220 0.065 Uiso 1 1 calc R . . H13C H 0.4133 -0.1184 0.0891 0.065 Uiso 1 1 calc R . . C14 C 0.3443(3) -0.00433(15) 0.12024(8) 0.0329(7) Uani 1 1 d . . . C15 C 0.2268(3) -0.01740(17) 0.10336(8) 0.0390(8) Uani 1 1 d . . . H15 H 0.2031 -0.0569 0.0914 0.047 Uiso 1 1 calc R . . C16 C 0.1474(3) 0.03851(16) 0.10689(8) 0.0403(8) Uani 1 1 d . . . H16 H 0.0611 0.0428 0.0977 0.048 Uiso 1 1 calc R . . C17 C 0.2153(3) 0.08512(15) 0.12570(8) 0.0317(7) Uani 1 1 d . . . C18 C 0.1804(3) 0.15395(15) 0.13632(8) 0.0337(8) Uani 1 1 d . . . C19 C 0.2186(3) 0.16783(16) 0.17718(8) 0.0371(8) Uani 1 1 d . . . H19A H 0.3129 0.1633 0.1800 0.056 Uiso 1 1 calc R . . H19B H 0.1746 0.1368 0.1938 0.056 Uiso 1 1 calc R . . H19C H 0.1925 0.2122 0.1838 0.056 Uiso 1 1 calc R . . C20 C 0.0324(3) 0.16241(17) 0.13302(9) 0.0434(9) Uani 1 1 d . . . H20A H 0.0084 0.2065 0.1408 0.065 Uiso 1 1 calc R . . H20B H -0.0112 0.1308 0.1492 0.065 Uiso 1 1 calc R . . H20C H 0.0057 0.1554 0.1069 0.065 Uiso 1 1 calc R . . C21 C 0.2466(3) 0.20094(15) 0.10989(8) 0.0310(7) Uani 1 1 d . . . C22 C 0.1999(3) 0.23567(15) 0.08000(8) 0.0341(7) Uani 1 1 d . . . H22 H 0.1125 0.2362 0.0714 0.041 Uiso 1 1 calc R . . C23 C 0.3049(3) 0.27063(15) 0.06411(8) 0.0344(7) Uani 1 1 d . . . H23 H 0.2998 0.2989 0.0431 0.041 Uiso 1 1 calc R . . C24 C 0.4150(2) 0.25674(14) 0.08421(8) 0.0308(7) Uani 1 1 d . . . C25 C 0.5512(3) 0.28409(15) 0.08233(8) 0.0324(7) Uani 1 1 d . . . C26 C 0.5516(3) 0.34279(15) 0.05566(8) 0.0377(8) Uani 1 1 d . . . H26A H 0.6391 0.3616 0.0548 0.057 Uiso 1 1 calc R . . H26B H 0.4899 0.3755 0.0648 0.057 Uiso 1 1 calc R . . H26C H 0.5261 0.3287 0.0305 0.057 Uiso 1 1 calc R . . C27 C 0.5924(3) 0.30593(15) 0.12215(7) 0.0331(7) Uani 1 1 d . . . H27A H 0.5935 0.2674 0.1388 0.040 Uiso 1 1 calc R . . H27B H 0.6822 0.3232 0.1209 0.040 Uiso 1 1 calc R . . C28 C 0.5042(3) 0.35786(15) 0.13979(8) 0.0356(8) Uani 1 1 d . . . H28A H 0.5298 0.4010 0.1299 0.043 Uiso 1 1 calc R . . H28B H 0.4134 0.3496 0.1319 0.043 Uiso 1 1 calc R . . C29 C 0.5091(3) 0.35995(15) 0.18235(8) 0.0383(8) Uani 1 1 d . . . H29A H 0.4682 0.4008 0.1911 0.046 Uiso 1 1 calc R . . H29B H 0.6011 0.3603 0.1905 0.046 Uiso 1 1 calc R . . C30 C 0.4401(3) 0.30261(16) 0.20041(8) 0.0391(8) Uani 1 1 d . . . H30A H 0.3493 0.3016 0.1912 0.047 Uiso 1 1 calc R . . H30B H 0.4829 0.2621 0.1919 0.047 Uiso 1 1 calc R . . C31 C 0.4379(3) 0.30288(16) 0.24304(8) 0.0416(8) Uani 1 1 d . . . H31A H 0.5274 0.3089 0.2526 0.050 Uiso 1 1 calc R . . H31B H 0.3844 0.3398 0.2519 0.050 Uiso 1 1 calc R . . C32 C 0.4416(3) 0.18317(17) 0.25864(8) 0.0388(8) Uani 1 1 d . . . H32 H 0.5288 0.1734 0.2518 0.047 Uiso 1 1 calc R . . C33 C 0.3507(3) 0.14121(16) 0.27098(8) 0.0328(7) Uani 1 1 d . . . C34 C 0.3576(3) 0.06928(17) 0.27408(9) 0.0486(9) Uani 1 1 d . . . H34A H 0.2824 0.0534 0.2888 0.058 Uiso 1 1 calc R . . H34B H 0.4379 0.0570 0.2877 0.058 Uiso 1 1 calc R . . C35 C 0.3572(3) 0.03653(18) 0.23536(9) 0.0543(10) Uani 1 1 d . . . H35A H 0.2713 0.0440 0.2236 0.065 Uiso 1 1 calc R . . H35B H 0.4233 0.0581 0.2195 0.065 Uiso 1 1 calc R . . C36 C 0.3841(3) -0.03567(18) 0.23540(9) 0.0538(10) Uani 1 1 d . . . H36A H 0.3197 -0.0577 0.2517 0.065 Uiso 1 1 calc R . . H36B H 0.4716 -0.0436 0.2460 0.065 Uiso 1 1 calc R . . C37 C 0.3774(3) -0.06471(17) 0.19598(8) 0.0469(9) Uani 1 1 d . . . H37A H 0.2948 -0.0511 0.1841 0.056 Uiso 1 1 calc R . . H37B H 0.3764 -0.1127 0.1980 0.056 Uiso 1 1 calc R . . C38 C 0.4907(3) -0.04445(16) 0.17061(8) 0.0396(8) Uani 1 1 d . . . H38A H 0.5656 -0.0733 0.1757 0.048 Uiso 1 1 calc R . . H38B H 0.5170 0.0003 0.1773 0.048 Uiso 1 1 calc R . . N1 N 0.6177(3) 0.17502(13) 0.05387(6) 0.0324(6) Uani 1 1 d . . . N2 N 0.5737(2) 0.01598(13) 0.07554(7) 0.0326(6) Uani 1 1 d . . . N3 N 0.3367(2) 0.05841(13) 0.13354(6) 0.0318(6) Uani 1 1 d . . . N4 N 0.3785(2) 0.21375(12) 0.11209(7) 0.0310(6) Uani 1 1 d . . . N5 N 0.3840(2) 0.24151(14) 0.25796(7) 0.0390(7) Uani 1 1 d . . . N6 N 0.2595(2) 0.23686(15) 0.26905(7) 0.0433(7) Uani 1 1 d . . . N7 N 0.2391(2) 0.17519(14) 0.27731(7) 0.0423(7) 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 C39 0.049(2) 0.052(2) 0.043(2) 0.0015(18) -0.0025(16) 0.0039(17) C40 0.057(2) 0.049(2) 0.044(2) 0.0013(18) -0.0136(16) 0.0049(17) O1 0.0370(13) 0.0467(16) 0.0305(12) 0.0006(11) -0.0035(10) -0.0001(10) O2 0.0308(12) 0.0455(15) 0.0420(14) -0.0011(11) 0.0008(10) 0.0003(10) C1 0.0310(17) 0.0281(19) 0.0262(15) -0.0001(14) -0.0011(12) -0.0012(13) C2 0.0369(19) 0.029(2) 0.0351(17) -0.0047(15) 0.0005(13) -0.0073(14) C3 0.0310(17) 0.038(2) 0.0336(17) -0.0014(15) 0.0017(12) -0.0021(15) C4 0.0301(17) 0.034(2) 0.0299(16) 0.0000(15) 0.0013(12) 0.0019(15) C5 0.0329(17) 0.035(2) 0.0355(17) -0.0053(15) 0.0038(13) -0.0023(14) C6 0.0417(18) 0.044(2) 0.0398(19) -0.0070(16) 0.0036(14) -0.0050(15) C7 0.0446(19) 0.040(2) 0.051(2) -0.0103(17) 0.0125(15) -0.0037(15) C8 0.0333(18) 0.0250(19) 0.0416(18) -0.0048(15) 0.0011(14) -0.0007(14) C9 0.0302(17) 0.038(2) 0.056(2) 0.0003(18) 0.0042(15) 0.0004(15) C10 0.043(2) 0.033(2) 0.051(2) 0.0067(17) -0.0040(15) 0.0055(15) C11 0.0392(19) 0.028(2) 0.0342(18) -0.0027(15) -0.0003(13) -0.0002(14) C12 0.0457(19) 0.0266(19) 0.0328(17) -0.0017(15) 0.0007(13) -0.0003(14) C13 0.051(2) 0.032(2) 0.046(2) -0.0008(17) 0.0054(15) -0.0050(16) C14 0.0383(18) 0.028(2) 0.0324(16) 0.0035(15) 0.0008(13) -0.0061(14) C15 0.046(2) 0.035(2) 0.0362(18) -0.0021(16) -0.0058(14) -0.0114(16) C16 0.0309(18) 0.042(2) 0.048(2) 0.0057(17) -0.0076(14) -0.0079(16) C17 0.0294(17) 0.033(2) 0.0322(17) 0.0049(15) 0.0003(12) -0.0058(14) C18 0.0296(17) 0.040(2) 0.0311(17) 0.0012(15) -0.0012(12) -0.0002(14) C19 0.0333(17) 0.044(2) 0.0342(17) 0.0000(16) 0.0022(12) 0.0022(15) C20 0.0305(17) 0.054(2) 0.046(2) 0.0064(18) 0.0009(13) -0.0001(15) C21 0.0270(17) 0.035(2) 0.0312(16) -0.0017(15) 0.0024(12) 0.0029(14) C22 0.0321(17) 0.034(2) 0.0359(17) 0.0009(16) -0.0070(13) 0.0018(14) C23 0.0383(18) 0.0298(19) 0.0351(17) 0.0055(15) -0.0052(13) 0.0010(14) C24 0.0312(17) 0.0317(19) 0.0293(16) 0.0012(15) -0.0011(12) 0.0010(14) C25 0.0351(17) 0.030(2) 0.0317(16) 0.0028(15) 0.0001(12) -0.0029(14) C26 0.0404(18) 0.030(2) 0.0424(19) 0.0009(16) -0.0009(14) -0.0008(14) C27 0.0351(17) 0.033(2) 0.0314(17) 0.0021(15) 0.0021(12) -0.0074(14) C28 0.0372(17) 0.035(2) 0.0342(18) -0.0002(15) -0.0008(13) -0.0025(14) C29 0.0363(18) 0.036(2) 0.0426(19) -0.0117(16) 0.0010(13) -0.0035(15) C30 0.0414(18) 0.042(2) 0.0341(18) -0.0069(16) -0.0011(13) -0.0033(15) C31 0.0431(18) 0.044(2) 0.0378(19) -0.0046(17) 0.0033(14) -0.0042(16) C32 0.0322(17) 0.051(2) 0.0333(18) -0.0032(17) -0.0015(13) 0.0050(17) C33 0.0328(18) 0.037(2) 0.0285(16) -0.0029(15) -0.0007(12) 0.0032(15) C34 0.047(2) 0.058(3) 0.041(2) 0.0044(19) 0.0018(14) 0.0025(17) C35 0.071(2) 0.052(3) 0.040(2) 0.0005(19) -0.0021(16) 0.0079(19) C36 0.073(2) 0.053(3) 0.036(2) 0.0083(18) -0.0003(16) 0.0048(19) C37 0.061(2) 0.044(2) 0.0363(19) 0.0068(17) 0.0026(15) 0.0077(17) C38 0.0476(19) 0.036(2) 0.0349(18) 0.0028(16) -0.0034(14) 0.0063(15) N1 0.0319(16) 0.0313(17) 0.0339(15) -0.0020(12) 0.0016(11) -0.0034(13) N2 0.0324(16) 0.0321(17) 0.0334(15) -0.0008(13) -0.0026(11) 0.0020(12) N3 0.0292(15) 0.0332(17) 0.0329(14) -0.0012(12) -0.0029(11) -0.0057(12) N4 0.0286(15) 0.0310(16) 0.0336(14) 0.0032(13) -0.0026(11) -0.0014(11) N5 0.0352(15) 0.048(2) 0.0339(15) -0.0032(14) 0.0007(11) 0.0014(14) N6 0.0332(15) 0.055(2) 0.0418(16) 0.0061(15) 0.0083(11) 0.0035(13) N7 0.0354(15) 0.049(2) 0.0425(16) 0.0076(15) 0.0024(11) 0.0010(14) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C39 O2 1.430(3) . ? C40 O1 1.435(3) . ? C1 N1 1.374(4) . ? C1 C2 1.378(4) . ? C1 C25 1.515(4) . ? C2 C3 1.406(4) . ? C3 C4 1.375(4) . ? C4 N1 1.381(4) . ? C4 C5 1.512(4) . ? C5 C8 1.517(4) . ? C5 C6 1.531(4) . ? C5 C7 1.540(4) . ? C8 C9 1.358(4) . ? C8 N2 1.384(4) . ? C9 C10 1.413(4) . ? C10 C11 1.366(4) . ? C11 N2 1.367(4) . ? C11 C12 1.519(4) . ? C12 C14 1.504(4) . ? C12 C13 1.537(4) . ? C12 C38 1.555(4) . ? C14 C15 1.376(4) . ? C14 N3 1.378(4) . ? C15 C16 1.417(4) . ? C16 C17 1.363(4) . ? C17 N3 1.393(4) . ? C17 C18 1.509(4) . ? C18 C21 1.512(4) . ? C18 C19 1.535(4) . ? C18 C20 1.536(4) . ? C21 C22 1.370(4) . ? C21 N4 1.384(3) . ? C22 C23 1.415(4) . ? C23 C24 1.370(4) . ? C24 N4 1.382(3) . ? C24 C25 1.511(4) . ? C25 C26 1.537(4) . ? C25 C27 1.548(4) . ? C27 C28 1.536(4) . ? C28 C29 1.518(4) . ? C29 C30 1.520(4) . ? C30 C31 1.520(4) . ? C31 N5 1.478(4) . ? C32 N5 1.339(4) . ? C32 C33 1.347(4) . ? C33 N7 1.362(4) . ? C33 C34 1.486(4) . ? C34 C35 1.536(4) . ? C35 C36 1.512(5) . ? C36 C37 1.528(4) . ? C37 C38 1.533(4) . ? N5 N6 1.343(3) . ? N6 N7 1.320(4) . ? 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 106.5(2) . . ? N1 C1 C25 124.4(2) . . ? C2 C1 C25 129.1(3) . . ? C1 C2 C3 107.9(3) . . ? C4 C3 C2 108.6(3) . . ? C3 C4 N1 106.0(3) . . ? C3 C4 C5 130.7(3) . . ? N1 C4 C5 123.2(2) . . ? C4 C5 C8 110.5(2) . . ? C4 C5 C6 110.6(2) . . ? C8 C5 C6 111.8(2) . . ? C4 C5 C7 108.6(2) . . ? C8 C5 C7 108.0(2) . . ? C6 C5 C7 107.2(2) . . ? C9 C8 N2 106.2(3) . . ? C9 C8 C5 129.4(3) . . ? N2 C8 C5 124.1(2) . . ? C8 C9 C10 108.3(3) . . ? C11 C10 C9 108.2(3) . . ? C10 C11 N2 106.3(3) . . ? C10 C11 C12 129.6(3) . . ? N2 C11 C12 123.9(2) . . ? C14 C12 C11 111.4(2) . . ? C14 C12 C13 109.6(2) . . ? C11 C12 C13 108.7(2) . . ? C14 C12 C38 108.6(2) . . ? C11 C12 C38 108.9(2) . . ? C13 C12 C38 109.6(3) . . ? C15 C14 N3 106.5(3) . . ? C15 C14 C12 131.6(3) . . ? N3 C14 C12 121.7(2) . . ? C14 C15 C16 108.0(3) . . ? C17 C16 C15 108.7(3) . . ? C16 C17 N3 106.3(3) . . ? C16 C17 C18 131.5(3) . . ? N3 C17 C18 122.2(2) . . ? C17 C18 C21 109.7(2) . . ? C17 C18 C19 110.6(2) . . ? C21 C18 C19 110.9(2) . . ? C17 C18 C20 108.8(2) . . ? C21 C18 C20 109.0(2) . . ? C19 C18 C20 107.7(2) . . ? C22 C21 N4 106.7(2) . . ? C22 C21 C18 131.4(3) . . ? N4 C21 C18 121.9(2) . . ? C21 C22 C23 108.0(2) . . ? C24 C23 C22 108.3(3) . . ? C23 C24 N4 106.6(2) . . ? C23 C24 C25 131.7(3) . . ? N4 C24 C25 121.4(2) . . ? C24 C25 C1 112.7(2) . . ? C24 C25 C26 108.8(2) . . ? C1 C25 C26 107.7(2) . . ? C24 C25 C27 108.7(2) . . ? C1 C25 C27 109.1(2) . . ? C26 C25 C27 109.7(2) . . ? C28 C27 C25 114.6(2) . . ? C29 C28 C27 114.2(2) . . ? C28 C29 C30 112.7(2) . . ? C31 C30 C29 115.3(3) . . ? N5 C31 C30 111.2(3) . . ? N5 C32 C33 105.9(3) . . ? C32 C33 N7 108.0(3) . . ? C32 C33 C34 129.0(3) . . ? N7 C33 C34 122.7(3) . . ? C33 C34 C35 111.7(3) . . ? C36 C35 C34 115.5(3) . . ? C35 C36 C37 112.0(3) . . ? C36 C37 C38 113.7(3) . . ? C37 C38 C12 114.7(2) . . ? C1 N1 C4 110.9(2) . . ? C11 N2 C8 111.0(2) . . ? C14 N3 C17 110.6(2) . . ? C24 N4 C21 110.3(2) . . ? C32 N5 N6 110.6(3) . . ? C32 N5 C31 127.4(3) . . ? N6 N5 C31 121.6(3) . . ? N7 N6 N5 106.6(2) . . ? N6 N7 C33 108.9(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 -0.5(3) . . . . ? C25 C1 C2 C3 -178.6(3) . . . . ? C1 C2 C3 C4 -0.6(3) . . . . ? C2 C3 C4 N1 1.5(3) . . . . ? C2 C3 C4 C5 -175.3(3) . . . . ? C3 C4 C5 C8 106.3(3) . . . . ? N1 C4 C5 C8 -69.9(3) . . . . ? C3 C4 C5 C6 -129.3(3) . . . . ? N1 C4 C5 C6 54.4(4) . . . . ? C3 C4 C5 C7 -12.0(4) . . . . ? N1 C4 C5 C7 171.7(3) . . . . ? C4 C5 C8 C9 -95.2(4) . . . . ? C6 C5 C8 C9 141.2(3) . . . . ? C7 C5 C8 C9 23.5(4) . . . . ? C4 C5 C8 N2 78.4(3) . . . . ? C6 C5 C8 N2 -45.2(4) . . . . ? C7 C5 C8 N2 -163.0(3) . . . . ? N2 C8 C9 C10 -0.2(3) . . . . ? C5 C8 C9 C10 174.3(3) . . . . ? C8 C9 C10 C11 0.1(4) . . . . ? C9 C10 C11 N2 0.1(3) . . . . ? C9 C10 C11 C12 176.7(3) . . . . ? C10 C11 C12 C14 164.1(3) . . . . ? N2 C11 C12 C14 -19.9(4) . . . . ? C10 C11 C12 C13 -75.0(4) . . . . ? N2 C11 C12 C13 101.0(3) . . . . ? C10 C11 C12 C38 44.4(4) . . . . ? N2 C11 C12 C38 -139.6(3) . . . . ? C11 C12 C14 C15 116.0(3) . . . . ? C13 C12 C14 C15 -4.4(4) . . . . ? C38 C12 C14 C15 -124.1(3) . . . . ? C11 C12 C14 N3 -70.2(3) . . . . ? C13 C12 C14 N3 169.4(3) . . . . ? C38 C12 C14 N3 49.8(3) . . . . ? N3 C14 C15 C16 -0.4(3) . . . . ? C12 C14 C15 C16 174.2(3) . . . . ? C14 C15 C16 C17 -0.1(3) . . . . ? C15 C16 C17 N3 0.5(3) . . . . ? C15 C16 C17 C18 178.1(3) . . . . ? C16 C17 C18 C21 -102.4(3) . . . . ? N3 C17 C18 C21 75.0(3) . . . . ? C16 C17 C18 C19 135.0(3) . . . . ? N3 C17 C18 C19 -47.7(3) . . . . ? C16 C17 C18 C20 16.8(4) . . . . ? N3 C17 C18 C20 -165.8(2) . . . . ? C17 C18 C21 C22 102.7(4) . . . . ? C19 C18 C21 C22 -134.8(3) . . . . ? C20 C18 C21 C22 -16.4(4) . . . . ? C17 C18 C21 N4 -74.2(3) . . . . ? C19 C18 C21 N4 48.3(4) . . . . ? C20 C18 C21 N4 166.7(3) . . . . ? N4 C21 C22 C23 -0.7(3) . . . . ? C18 C21 C22 C23 -177.9(3) . . . . ? C21 C22 C23 C24 0.4(3) . . . . ? C22 C23 C24 N4 0.1(3) . . . . ? C22 C23 C24 C25 -173.8(3) . . . . ? C23 C24 C25 C1 -111.3(3) . . . . ? N4 C24 C25 C1 75.6(3) . . . . ? C23 C24 C25 C26 8.1(4) . . . . ? N4 C24 C25 C26 -165.0(3) . . . . ? C23 C24 C25 C27 127.6(3) . . . . ? N4 C24 C25 C27 -45.5(4) . . . . ? N1 C1 C25 C24 6.1(4) . . . . ? C2 C1 C25 C24 -176.1(3) . . . . ? N1 C1 C25 C26 -113.9(3) . . . . ? C2 C1 C25 C26 63.8(4) . . . . ? N1 C1 C25 C27 127.0(3) . . . . ? C2 C1 C25 C27 -55.2(4) . . . . ? C24 C25 C27 C28 -59.3(3) . . . . ? C1 C25 C27 C28 177.5(2) . . . . ? C26 C25 C27 C28 59.7(3) . . . . ? C25 C27 C28 C29 156.9(2) . . . . ? C27 C28 C29 C30 -72.8(3) . . . . ? C28 C29 C30 C31 -178.2(3) . . . . ? C29 C30 C31 N5 -172.7(3) . . . . ? N5 C32 C33 N7 0.4(3) . . . . ? N5 C32 C33 C34 174.2(3) . . . . ? C32 C33 C34 C35 -70.3(4) . . . . ? N7 C33 C34 C35 102.7(3) . . . . ? C33 C34 C35 C36 171.3(3) . . . . ? C34 C35 C36 C37 178.1(3) . . . . ? C35 C36 C37 C38 70.8(4) . . . . ? C36 C37 C38 C12 -154.8(3) . . . . ? C14 C12 C38 C37 56.7(3) . . . . ? C11 C12 C38 C37 178.1(3) . . . . ? C13 C12 C38 C37 -63.0(3) . . . . ? C2 C1 N1 C4 1.4(3) . . . . ? C25 C1 N1 C4 179.6(2) . . . . ? C3 C4 N1 C1 -1.8(3) . . . . ? C5 C4 N1 C1 175.2(3) . . . . ? C10 C11 N2 C8 -0.3(3) . . . . ? C12 C11 N2 C8 -177.1(3) . . . . ? C9 C8 N2 C11 0.3(3) . . . . ? C5 C8 N2 C11 -174.5(3) . . . . ? C15 C14 N3 C17 0.7(3) . . . . ? C12 C14 N3 C17 -174.5(2) . . . . ? C16 C17 N3 C14 -0.7(3) . . . . ? C18 C17 N3 C14 -178.7(2) . . . . ? C23 C24 N4 C21 -0.5(3) . . . . ? C25 C24 N4 C21 174.1(3) . . . . ? C22 C21 N4 C24 0.7(3) . . . . ? C18 C21 N4 C24 178.3(3) . . . . ? C33 C32 N5 N6 -0.8(3) . . . . ? C33 C32 N5 C31 -173.5(3) . . . . ? C30 C31 N5 C32 73.4(4) . . . . ? C30 C31 N5 N6 -98.6(3) . . . . ? C32 N5 N6 N7 0.9(3) . . . . ? C31 N5 N6 N7 174.1(2) . . . . ? N5 N6 N7 C33 -0.7(3) . . . . ? C32 C33 N7 N6 0.2(3) . . . . ? C34 C33 N7 N6 -174.1(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H902 O1 0.88(3) 2.21(3) 3.060(3) 165(3) . N4 H904 O2 0.99(3) 2.10(3) 3.078(3) 169(3) 6_656 N3 H903 O2 0.91(3) 2.16(3) 3.061(3) 171(3) 6_656 N1 H901 O1 0.85(3) 2.19(3) 3.017(3) 164(3) . O2 H802 N7 0.98(4) 1.95(4) 2.866(3) 154(4) . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.275 _refine_diff_density_min -0.251 _refine_diff_density_rms 0.058 #==END data_2009sot0158 _database_code_depnum_ccdc_archive 'CCDC 722158' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H63 N7 O2 S2' _chemical_formula_weight 762.11 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' O O 0.0106 0.0060 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.5958(3) _cell_length_b 11.3296(3) _cell_length_c 17.7452(4) _cell_angle_alpha 84.7310(10) _cell_angle_beta 89.8080(10) _cell_angle_gamma 76.5870(10) _cell_volume 2063.03(9) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 24936 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.227 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_absorpt_coefficient_mu 0.173 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9498 _exptl_absorpt_correction_T_max 0.9931 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; SADABS was used to perform the Absorption correction Parameter refinement on 29531 reflections reduced R(int) from 0.0880 to 0.0656 Ratio of minimum to maximum apparent transmission: 0.876630 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36159 _diffrn_reflns_av_R_equivalents 0.0691 _diffrn_reflns_av_sigmaI/netI 0.0718 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.48 _reflns_number_total 9378 _reflns_number_gt 6691 _reflns_threshold_expression >2\s(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^ > 2\s(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. One of the DMSO molecules is disordered and is surrounded by various significant electron density peaks. Various attempts were made to refine a number of DMSO PARTS using rigid body restraints. However, even with 4 PARTS there were still residual peaks. It was decided to revert to the original model as adding extra parameters had not improved the fit. The triazole ring is disordered over the two possible configurations ; _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^)+(0.1084P)^2^+0.4852P] 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 9378 _refine_ls_number_parameters 462 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.1744 _refine_ls_R_factor_gt 0.1338 _refine_ls_wR_factor_ref 0.3578 _refine_ls_wR_factor_gt 0.3323 _refine_ls_goodness_of_fit_ref 2.012 _refine_ls_restrained_S_all 2.030 _refine_ls_shift/su_max 0.005 _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 N7A N 0.4045(10) 0.3650(9) 0.5253(6) 0.0403(7) Uani 0.348(5) 1 d PGD A 1 N6A N 0.3607(10) 0.4204(9) 0.5922(4) 0.0403(7) Uani 0.348(5) 1 d PG A 1 N5A N 0.2549(9) 0.5208(9) 0.5721(5) 0.0403(7) Uani 0.348(5) 1 d PG A 1 C32A C 0.2332(11) 0.5276(10) 0.4927(5) 0.0403(7) Uani 0.348(5) 1 d PGD A 1 C33A C 0.3256(12) 0.4313(11) 0.4638(4) 0.0403(7) Uani 0.348(5) 1 d PG A 1 H33A H 0.3334 0.4142 0.4124 0.048 Uiso 0.348(5) 1 calc PR A 1 C32B C 0.4037(5) 0.3595(6) 0.5277(4) 0.0403(7) Uani 0.652(5) 1 d PGD A 2 N6B N 0.3038(6) 0.3535(5) 0.5804(3) 0.0403(7) Uani 0.652(5) 1 d PG A 2 N5B N 0.1963(5) 0.4520(5) 0.5596(3) 0.0403(7) Uani 0.652(5) 1 d PG A 2 N7B N 0.2298(6) 0.5189(5) 0.4939(3) 0.0403(7) Uani 0.652(5) 1 d PGD A 2 C33B C 0.3580(6) 0.4617(6) 0.4742(3) 0.0403(7) Uani 0.652(5) 1 d PG A 2 H33B H 0.4049 0.4873 0.4326 0.048 Uiso 0.652(5) 1 calc PR A 2 N1 N 0.2295(4) 0.3611(4) 0.0824(2) 0.0177(8) Uani 1 1 d . . . H901 H 0.2079 0.2955 0.1037 0.021 Uiso 1 1 calc R . . N2 N 0.1073(4) 0.3342(3) 0.2491(2) 0.0193(8) Uani 1 1 d . . . H902 H 0.1831 0.3473 0.2612 0.023 Uiso 1 1 calc R . . N3 N 0.3511(4) 0.1001(3) 0.3007(2) 0.0180(8) Uani 1 1 d . . . H903 H 0.3647 0.1738 0.3014 0.022 Uiso 1 1 calc R . . N4 N 0.4752(4) 0.1227(3) 0.1322(2) 0.0173(8) Uani 1 1 d . . . H904 H 0.3967 0.1129 0.1420 0.021 Uiso 1 1 calc R . . C1 C 0.3257(4) 0.3603(4) 0.0296(2) 0.0169(9) Uani 1 1 d . . . C2 C 0.3273(5) 0.4804(4) 0.0101(3) 0.0220(10) Uani 1 1 d . . . H2 H 0.3831 0.5089 -0.0256 0.026 Uiso 1 1 calc R . . C3 C 0.2313(5) 0.5543(4) 0.0523(3) 0.0221(10) Uani 1 1 d . . . H3 H 0.2114 0.6407 0.0500 0.026 Uiso 1 1 calc R . . C4 C 0.1722(5) 0.4780(4) 0.0972(3) 0.0198(10) Uani 1 1 d . . . C5 C 0.0553(5) 0.5104(4) 0.1483(3) 0.0221(10) Uani 1 1 d . . . C6 C -0.0620(5) 0.5765(5) 0.0973(3) 0.0297(12) Uani 1 1 d . . . H6A H -0.0737 0.5249 0.0577 0.045 Uiso 1 1 calc R . . H6B H -0.0464 0.6535 0.0738 0.045 Uiso 1 1 calc R . . H6C H -0.1402 0.5932 0.1278 0.045 Uiso 1 1 calc R . . C7 C 0.0264(5) 0.4004(4) 0.1916(3) 0.0203(10) Uani 1 1 d . . . C8 C -0.0820(5) 0.3539(5) 0.1922(3) 0.0271(11) Uani 1 1 d . . . H8 H -0.1555 0.3815 0.1592 0.033 Uiso 1 1 calc R . . C9 C -0.0655(5) 0.2571(4) 0.2507(3) 0.0245(11) Uani 1 1 d . . . H9 H -0.1262 0.2090 0.2639 0.029 Uiso 1 1 calc R . . C10 C 0.0539(4) 0.2449(4) 0.2851(3) 0.0217(10) Uani 1 1 d . . . C11 C 0.1216(5) 0.1580(5) 0.3500(3) 0.0227(10) Uani 1 1 d . . . C12 C 0.1645(6) 0.2309(5) 0.4105(3) 0.0310(12) Uani 1 1 d . . . H12A H 0.2304 0.2719 0.3895 0.047 Uiso 1 1 calc R . . H12B H 0.2010 0.1752 0.4547 0.047 Uiso 1 1 calc R . . H12C H 0.0894 0.2917 0.4257 0.047 Uiso 1 1 calc R . . C13 C 0.0249(5) 0.0880(5) 0.3858(3) 0.0346(13) Uani 1 1 d . . . H13A H -0.0501 0.1458 0.4039 0.052 Uiso 1 1 calc R . . H13B H 0.0672 0.0317 0.4284 0.052 Uiso 1 1 calc R . . H13C H -0.0040 0.0419 0.3479 0.052 Uiso 1 1 calc R . . C14 C 0.2370(4) 0.0685(4) 0.3227(3) 0.0201(10) Uani 1 1 d . . . C15 C 0.2551(5) -0.0532(5) 0.3135(3) 0.0250(11) Uani 1 1 d . . . H15 H 0.1936 -0.1013 0.3243 0.030 Uiso 1 1 calc R . . C16 C 0.3824(5) -0.0953(4) 0.2848(3) 0.0213(10) Uani 1 1 d . . . H16 H 0.4197 -0.1759 0.2728 0.026 Uiso 1 1 calc R . . C17 C 0.4411(4) 0.0013(4) 0.2776(3) 0.0179(9) Uani 1 1 d . . . C18 C 0.5773(4) 0.0076(4) 0.2562(3) 0.0185(9) Uani 1 1 d . A . C19 C 0.6596(5) -0.1221(5) 0.2507(3) 0.0253(11) Uani 1 1 d . . . H19A H 0.6551 -0.1719 0.2984 0.038 Uiso 1 1 calc R . . H19B H 0.7500 -0.1190 0.2412 0.038 Uiso 1 1 calc R . . H19C H 0.6262 -0.1581 0.2091 0.038 Uiso 1 1 calc R . . C20 C 0.5809(4) 0.0805(4) 0.1799(3) 0.0193(10) Uani 1 1 d . . . C21 C 0.6844(4) 0.1143(5) 0.1452(3) 0.0225(10) Uani 1 1 d . . . H21 H 0.7707 0.0975 0.1649 0.027 Uiso 1 1 calc R . . C22 C 0.6390(4) 0.1791(5) 0.0743(3) 0.0219(10) Uani 1 1 d . . . H22 H 0.6895 0.2142 0.0382 0.026 Uiso 1 1 calc R . . C23 C 0.5086(4) 0.1822(4) 0.0670(3) 0.0173(9) Uani 1 1 d . . . C24 C 0.4109(4) 0.2439(4) 0.0041(2) 0.0178(9) Uani 1 1 d . . . C25 C 0.4845(5) 0.2764(5) -0.0667(3) 0.0237(11) Uani 1 1 d . . . H25A H 0.4222 0.3190 -0.1065 0.036 Uiso 1 1 calc R . . H25B H 0.5372 0.2017 -0.0846 0.036 Uiso 1 1 calc R . . H25C H 0.5410 0.3294 -0.0540 0.036 Uiso 1 1 calc R . . C26 C 0.3308(5) 0.1542(4) -0.0178(3) 0.0211(10) Uani 1 1 d . . . H26A H 0.2819 0.1317 0.0260 0.032 Uiso 1 1 calc R . . H26B H 0.3893 0.0809 -0.0340 0.032 Uiso 1 1 calc R . . H26C H 0.2704 0.1931 -0.0594 0.032 Uiso 1 1 calc R . . C27 C 0.0829(5) 0.5969(5) 0.2048(3) 0.0280(11) Uani 1 1 d . . . H27A H 0.1621 0.5554 0.2347 0.034 Uiso 1 1 calc R . . H27B H 0.1013 0.6698 0.1759 0.034 Uiso 1 1 calc R . . C28 C -0.0269(6) 0.6388(5) 0.2599(3) 0.0362(13) Uani 1 1 d . . . H28A H -0.0955 0.7028 0.2326 0.043 Uiso 1 1 calc R . . H28B H -0.0654 0.5690 0.2759 0.043 Uiso 1 1 calc R . . C29 C 0.0144(6) 0.6888(6) 0.3304(3) 0.0378(13) Uani 1 1 d . . . H29A H 0.0627 0.7521 0.3156 0.045 Uiso 1 1 calc R . . H29B H -0.0632 0.7265 0.3585 0.045 Uiso 1 1 calc R . . C30 C 0.0998(7) 0.5858(7) 0.3804(4) 0.0527(18) Uani 1 1 d . A . H30A H 0.0537 0.5192 0.3894 0.063 Uiso 1 1 calc R . . H30B H 0.1798 0.5536 0.3528 0.063 Uiso 1 1 calc R . . C31 C 0.1376(6) 0.6190(6) 0.4553(3) 0.0452(16) Uani 1 1 d D . . H31A H 0.1695 0.6946 0.4475 0.054 Uiso 1 1 calc R A 1 H31B H 0.0600 0.6357 0.4874 0.054 Uiso 1 1 calc R A 1 C34 C 0.5190(6) 0.2688(5) 0.5290(3) 0.0325(12) Uani 1 1 d D . . H34A H 0.5245 0.2202 0.5787 0.039 Uiso 1 1 calc R A 1 H34B H 0.5964 0.3038 0.5244 0.039 Uiso 1 1 calc R A 1 C35 C 0.5180(5) 0.1861(5) 0.4659(3) 0.0257(11) Uani 1 1 d . A . H35A H 0.4479 0.1423 0.4753 0.031 Uiso 1 1 calc R . . H35B H 0.4978 0.2372 0.4172 0.031 Uiso 1 1 calc R . . C36 C 0.6450(5) 0.0937(5) 0.4591(3) 0.0257(11) Uani 1 1 d . . . H36A H 0.6676 0.0452 0.5085 0.031 Uiso 1 1 calc R A . H36B H 0.7143 0.1373 0.4468 0.031 Uiso 1 1 calc R . . C37 C 0.6401(5) 0.0073(5) 0.3985(3) 0.0263(11) Uani 1 1 d . A . H37A H 0.5627 -0.0268 0.4062 0.032 Uiso 1 1 calc R . . H37B H 0.7178 -0.0612 0.4043 0.032 Uiso 1 1 calc R . . C38 C 0.6351(5) 0.0704(4) 0.3173(3) 0.0216(10) Uani 1 1 d . . . H38A H 0.7243 0.0747 0.3027 0.026 Uiso 1 1 calc R A . H38B H 0.5830 0.1551 0.3174 0.026 Uiso 1 1 calc R . . O1 O 0.1999(3) 0.1237(3) 0.14769(18) 0.0205(7) Uani 1 1 d . . . S1 S 0.09698(11) 0.05214(11) 0.14803(7) 0.0220(3) Uani 1 1 d . . . C39 C 0.1728(5) -0.0895(5) 0.1124(3) 0.0294(12) Uani 1 1 d . . . H39A H 0.2183 -0.0736 0.0657 0.044 Uiso 1 1 calc R . . H39B H 0.1065 -0.1337 0.1017 0.044 Uiso 1 1 calc R . . H39C H 0.2351 -0.1387 0.1502 0.044 Uiso 1 1 calc R . . C40 C -0.0031(5) 0.1180(5) 0.0665(3) 0.0278(11) Uani 1 1 d . . . H40A H -0.0443 0.2032 0.0729 0.042 Uiso 1 1 calc R . . H40B H -0.0703 0.0726 0.0608 0.042 Uiso 1 1 calc R . . H40C H 0.0504 0.1141 0.0213 0.042 Uiso 1 1 calc R . . S2 S 0.45500(19) 0.45341(19) 0.27028(10) 0.0547(6) Uani 1 1 d . . . O2 O 0.3754(3) 0.3637(3) 0.2919(2) 0.0279(8) Uani 1 1 d . . . C41 C 0.6086(12) 0.4043(11) 0.3019(5) 0.175(7) Uani 1 1 d U . . H41A H 0.6122 0.4117 0.3564 0.262 Uiso 1 1 calc R . . H41B H 0.6627 0.4537 0.2755 0.262 Uiso 1 1 calc R . . H41C H 0.6407 0.3188 0.2924 0.262 Uiso 1 1 calc R . . C42 C 0.5198(7) 0.4173(7) 0.1806(3) 0.0490(17) Uani 1 1 d . . . H42A H 0.5627 0.3305 0.1832 0.073 Uiso 1 1 calc R . . H42B H 0.5831 0.4660 0.1666 0.073 Uiso 1 1 calc R . . H42C H 0.4495 0.4355 0.1425 0.073 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 N7A 0.0499(19) 0.0455(19) 0.0259(13) -0.0056(12) 0.0077(13) -0.0112(14) N6A 0.0499(19) 0.0455(19) 0.0259(13) -0.0056(12) 0.0077(13) -0.0112(14) N5A 0.0499(19) 0.0455(19) 0.0259(13) -0.0056(12) 0.0077(13) -0.0112(14) C32A 0.0499(19) 0.0455(19) 0.0259(13) -0.0056(12) 0.0077(13) -0.0112(14) C33A 0.0499(19) 0.0455(19) 0.0259(13) -0.0056(12) 0.0077(13) -0.0112(14) C32B 0.0499(19) 0.0455(19) 0.0259(13) -0.0056(12) 0.0077(13) -0.0112(14) N6B 0.0499(19) 0.0455(19) 0.0259(13) -0.0056(12) 0.0077(13) -0.0112(14) N5B 0.0499(19) 0.0455(19) 0.0259(13) -0.0056(12) 0.0077(13) -0.0112(14) N7B 0.0499(19) 0.0455(19) 0.0259(13) -0.0056(12) 0.0077(13) -0.0112(14) C33B 0.0499(19) 0.0455(19) 0.0259(13) -0.0056(12) 0.0077(13) -0.0112(14) N1 0.0175(19) 0.018(2) 0.0162(18) -0.0004(15) 0.0014(15) -0.0014(16) N2 0.0140(18) 0.019(2) 0.024(2) -0.0015(16) -0.0003(15) -0.0023(16) N3 0.0177(19) 0.0154(19) 0.021(2) 0.0003(15) 0.0025(15) -0.0042(16) N4 0.0133(18) 0.022(2) 0.0155(19) 0.0008(15) 0.0008(15) -0.0020(16) C1 0.014(2) 0.017(2) 0.018(2) -0.0028(17) -0.0002(17) -0.0011(18) C2 0.018(2) 0.023(3) 0.025(2) 0.0012(19) -0.0002(19) -0.006(2) C3 0.022(2) 0.016(2) 0.026(2) -0.0015(19) -0.003(2) 0.0001(19) C4 0.021(2) 0.014(2) 0.023(2) -0.0027(18) -0.0024(19) -0.0018(19) C5 0.019(2) 0.014(2) 0.027(2) 0.0011(19) 0.0001(19) 0.0074(18) C6 0.023(3) 0.029(3) 0.030(3) 0.000(2) -0.001(2) 0.007(2) C7 0.018(2) 0.018(2) 0.021(2) -0.0045(18) 0.0011(18) 0.0027(19) C8 0.016(2) 0.033(3) 0.029(3) -0.002(2) -0.003(2) 0.001(2) C9 0.016(2) 0.024(3) 0.033(3) -0.005(2) 0.005(2) -0.003(2) C10 0.015(2) 0.024(3) 0.024(2) -0.002(2) 0.0071(19) -0.0017(19) C11 0.018(2) 0.027(3) 0.022(2) 0.001(2) 0.0050(19) -0.004(2) C12 0.035(3) 0.039(3) 0.018(2) -0.004(2) 0.008(2) -0.006(3) C13 0.027(3) 0.039(3) 0.036(3) 0.008(3) 0.010(2) -0.010(2) C14 0.016(2) 0.026(3) 0.018(2) 0.0028(19) 0.0011(18) -0.006(2) C15 0.027(3) 0.029(3) 0.022(2) 0.001(2) -0.001(2) -0.013(2) C16 0.026(2) 0.016(2) 0.021(2) 0.0009(18) -0.0031(19) -0.006(2) C17 0.018(2) 0.016(2) 0.017(2) 0.0015(17) -0.0012(18) -0.0003(18) C18 0.016(2) 0.018(2) 0.021(2) -0.0010(18) 0.0001(18) -0.0022(18) C19 0.024(3) 0.023(3) 0.025(3) 0.004(2) 0.001(2) 0.000(2) C20 0.017(2) 0.018(2) 0.021(2) -0.0024(18) -0.0028(18) 0.0004(18) C21 0.012(2) 0.030(3) 0.024(2) -0.002(2) -0.0013(18) -0.0014(19) C22 0.017(2) 0.029(3) 0.020(2) -0.004(2) 0.0035(18) -0.005(2) C23 0.014(2) 0.015(2) 0.020(2) 0.0026(17) 0.0024(17) 0.0029(17) C24 0.017(2) 0.021(2) 0.015(2) -0.0001(17) -0.0014(17) -0.0033(19) C25 0.020(2) 0.027(3) 0.020(2) 0.004(2) 0.0025(19) -0.001(2) C26 0.020(2) 0.024(3) 0.019(2) -0.0034(19) -0.0025(18) -0.002(2) C27 0.036(3) 0.017(2) 0.029(3) -0.004(2) 0.002(2) -0.002(2) C28 0.036(3) 0.029(3) 0.040(3) -0.014(2) 0.005(3) 0.004(2) C29 0.039(3) 0.034(3) 0.038(3) -0.013(3) 0.006(3) 0.000(3) C30 0.058(4) 0.052(4) 0.039(4) -0.013(3) -0.006(3) 0.010(3) C31 0.051(4) 0.042(4) 0.036(3) -0.012(3) 0.001(3) 0.005(3) C34 0.039(3) 0.029(3) 0.027(3) -0.006(2) -0.008(2) -0.002(2) C35 0.025(3) 0.032(3) 0.019(2) 0.003(2) -0.002(2) -0.007(2) C36 0.031(3) 0.024(3) 0.021(2) 0.003(2) -0.006(2) -0.005(2) C37 0.026(3) 0.027(3) 0.024(2) 0.000(2) -0.008(2) -0.003(2) C38 0.023(2) 0.023(3) 0.019(2) 0.0024(19) -0.0038(19) -0.009(2) O1 0.0210(17) 0.0205(17) 0.0217(17) -0.0021(13) 0.0004(13) -0.0081(14) S1 0.0205(6) 0.0238(7) 0.0232(6) -0.0048(5) 0.0011(5) -0.0073(5) C39 0.033(3) 0.022(3) 0.033(3) -0.005(2) -0.003(2) -0.005(2) C40 0.021(3) 0.032(3) 0.030(3) -0.009(2) -0.002(2) -0.004(2) S2 0.0579(11) 0.0755(13) 0.0462(10) -0.0241(9) 0.0185(8) -0.0403(10) O2 0.0284(19) 0.0246(19) 0.0309(19) -0.0007(15) 0.0086(15) -0.0074(16) C41 0.089(8) 0.191(13) 0.247(15) 0.086(11) -0.027(9) -0.080(9) C42 0.052(4) 0.059(4) 0.043(4) -0.010(3) 0.009(3) -0.024(4) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N7A C33A 1.4200 . ? N7A N6A 1.4200 . ? N7A C34 1.429(9) . ? N6A N5A 1.4200 . ? N5A C32A 1.4200 . ? C32A C31 1.390(10) . ? C32A C33A 1.4200 . ? C32B C34 1.401(7) . ? C32B N6B 1.4200 . ? C32B C33B 1.4200 . ? N6B N5B 1.4200 . ? N5B N7B 1.4200 . ? N7B C33B 1.4200 . ? N7B C31 1.435(7) . ? N1 C1 1.381(6) . ? N1 C4 1.372(6) . ? N2 C10 1.377(6) . ? N2 C7 1.381(6) . ? N3 C14 1.383(6) . ? N3 C17 1.386(6) . ? N4 C23 1.372(6) . ? N4 C20 1.372(6) . ? C1 C2 1.377(7) . ? C1 C24 1.521(6) . ? C2 C3 1.419(7) . ? C3 C4 1.377(7) . ? C4 C5 1.527(7) . ? C5 C7 1.495(7) . ? C5 C6 1.542(7) . ? C5 C27 1.538(7) . ? C7 C8 1.371(7) . ? C8 C9 1.419(7) . ? C9 C10 1.378(7) . ? C10 C11 1.511(7) . ? C11 C14 1.507(7) . ? C11 C13 1.537(6) . ? C11 C12 1.542(7) . ? C14 C15 1.373(7) . ? C15 C16 1.431(7) . ? C16 C17 1.375(6) . ? C17 C18 1.507(6) . ? C18 C20 1.524(6) . ? C18 C19 1.536(7) . ? C18 C38 1.551(7) . ? C20 C21 1.370(6) . ? C21 C22 1.424(7) . ? C22 C23 1.380(6) . ? C23 C24 1.528(6) . ? C24 C25 1.538(6) . ? C24 C26 1.542(6) . ? C27 C28 1.535(7) . ? C28 C29 1.527(8) . ? C29 C30 1.514(9) . ? C30 C31 1.495(9) . ? C34 C35 1.527(7) . ? C35 C36 1.513(7) . ? C36 C37 1.527(7) . ? C37 C38 1.543(7) . ? O1 S1 1.502(3) . ? S1 C39 1.791(5) . ? S1 C40 1.794(5) . ? S2 O2 1.488(4) . ? S2 C41 1.674(12) . ? S2 C42 1.775(6) . ? 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 C33A N7A N6A 108.0 . . ? C33A N7A C34 132.6(8) . . ? N6A N7A C34 119.0(7) . . ? N5A N6A N7A 108.0 . . ? N6A N5A C32A 108.0 . . ? C31 C32A C33A 130.2(8) . . ? C31 C32A N5A 121.8(8) . . ? C33A C32A N5A 108.0 . . ? C32A C33A N7A 108.0 . . ? C34 C32B N6B 122.0(5) . . ? C34 C32B C33B 129.8(5) . . ? N6B C32B C33B 108.0 . . ? N5B N6B C32B 108.0 . . ? N7B N5B N6B 108.0 . . ? C33B N7B N5B 108.0 . . ? C33B N7B C31 130.3(5) . . ? N5B N7B C31 121.5(5) . . ? N7B C33B C32B 108.0 . . ? C1 N1 C4 110.9(4) . . ? C10 N2 C7 111.1(4) . . ? C14 N3 C17 111.4(4) . . ? C23 N4 C20 110.9(4) . . ? N1 C1 C2 106.3(4) . . ? N1 C1 C24 123.2(4) . . ? C2 C1 C24 130.4(4) . . ? C1 C2 C3 108.2(4) . . ? C4 C3 C2 107.6(4) . . ? N1 C4 C3 106.9(4) . . ? N1 C4 C5 123.7(4) . . ? C3 C4 C5 129.1(4) . . ? C7 C5 C4 112.3(4) . . ? C7 C5 C6 110.0(4) . . ? C4 C5 C6 107.4(4) . . ? C7 C5 C27 108.8(4) . . ? C4 C5 C27 108.9(4) . . ? C6 C5 C27 109.4(4) . . ? C8 C7 N2 106.5(4) . . ? C8 C7 C5 131.0(4) . . ? N2 C7 C5 122.0(4) . . ? C7 C8 C9 108.1(4) . . ? C10 C9 C8 108.2(4) . . ? N2 C10 C9 106.2(4) . . ? N2 C10 C11 122.6(4) . . ? C9 C10 C11 131.2(4) . . ? C14 C11 C10 110.8(4) . . ? C14 C11 C13 109.2(4) . . ? C10 C11 C13 108.5(4) . . ? C14 C11 C12 110.3(4) . . ? C10 C11 C12 109.6(4) . . ? C13 C11 C12 108.5(4) . . ? C15 C14 N3 106.1(4) . . ? C15 C14 C11 130.8(4) . . ? N3 C14 C11 123.1(4) . . ? C14 C15 C16 108.3(4) . . ? C17 C16 C15 108.0(4) . . ? C16 C17 N3 106.1(4) . . ? C16 C17 C18 131.1(4) . . ? N3 C17 C18 122.6(4) . . ? C17 C18 C20 112.0(4) . . ? C17 C18 C19 109.1(4) . . ? C20 C18 C19 108.0(4) . . ? C17 C18 C38 108.9(4) . . ? C20 C18 C38 108.3(4) . . ? C19 C18 C38 110.4(4) . . ? C21 C20 N4 107.3(4) . . ? C21 C20 C18 128.7(4) . . ? N4 C20 C18 124.0(4) . . ? C20 C21 C22 107.4(4) . . ? C23 C22 C21 108.0(4) . . ? N4 C23 C22 106.4(4) . . ? N4 C23 C24 123.3(4) . . ? C22 C23 C24 130.2(4) . . ? C1 C24 C23 109.7(4) . . ? C1 C24 C25 108.9(4) . . ? C23 C24 C25 109.2(4) . . ? C1 C24 C26 112.2(4) . . ? C23 C24 C26 109.7(4) . . ? C25 C24 C26 107.1(4) . . ? C28 C27 C5 115.1(4) . . ? C29 C28 C27 114.7(5) . . ? C30 C29 C28 109.3(5) . . ? C31 C30 C29 115.3(6) . . ? C32A C31 N7B 4.2(7) . . ? C32A C31 C30 112.4(7) . . ? N7B C31 C30 110.3(6) . . ? C32B C34 N7A 2.8(7) . . ? C32B C34 C35 110.8(5) . . ? N7A C34 C35 110.8(6) . . ? C36 C35 C34 113.6(4) . . ? C35 C36 C37 113.0(4) . . ? C36 C37 C38 112.9(4) . . ? C37 C38 C18 115.2(4) . . ? O1 S1 C39 105.6(2) . . ? O1 S1 C40 104.3(2) . . ? C39 S1 C40 97.7(3) . . ? O2 S2 C41 112.1(4) . . ? O2 S2 C42 105.7(3) . . ? C41 S2 C42 85.0(4) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H901 O1 0.88 2.05 2.914(5) 167.0 . N2 H902 O2 0.88 2.16 3.043(5) 175.4 . N3 H903 O2 0.88 2.17 3.046(5) 171.9 . N4 H904 O1 0.88 2.06 2.927(5) 167.1 . _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 4.558 _refine_diff_density_min -1.762 _refine_diff_density_rms 0.134 # start Validation Reply Form _vrf_DIFMX01_2009sot0158 ; PROBLEM: The maximum difference density is > 0.1*ZMAX*2.00 RESPONSE: One of the DMSO molecules is disordered and is surrounded by various significant electron density peaks. Various attempts were made to refine a number of DMSO PARTS using rigid body restraints. However, even with 4 PARTS there were still residual peaks. It was decided to revert to the original model as adding extra parameters had not improved the fit. ; _vrf_PLAT097_2009sot0158 ; PROBLEM: Maximum (Positive) Residual Density ............ 4.56 eA-3 RESPONSE: One of the DMSO molecules is disordered and is surrounded by various significant electron density peaks. Various attempts were made to refine a number of DMSO PARTS using rigid body restraints. However, even with 4 PARTS there were still residual peaks. It was decided to revert to the original model as adding extra parameters had not improved the fit. ; _vrf_PLAT761_2009sot0158 ; PROBLEM: CIF Contains no X-H Bonds ...................... ? RESPONSE: All hydrogens were constrained ; _vrf_PLAT762_2009sot0158 ; PROBLEM: CIF Contains no X-Y-H or H-Y-H Angles .......... ? RESPONSE: All hydrogens were constrained ; # end Validation Reply Form #==END data_2009sot0155 _database_code_depnum_ccdc_archive 'CCDC 722159' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H51 N7, 3(C2 H6 O S)' _chemical_formula_sum 'C44 H69 N7 O3 S3' _chemical_formula_weight 840.24 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' O O 0.0106 0.0060 '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)/n 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 10.4348(2) _cell_length_b 22.9357(3) _cell_length_c 19.7522(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.8400(10) _cell_angle_gamma 90.00 _cell_volume 4642.93(13) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 51082 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.202 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1816 _exptl_absorpt_coefficient_mu 0.205 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9501 _exptl_absorpt_correction_T_max 0.9798 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; SADABS was used to perform the Absorption correction Parameter refinement on 40444 reflections reduced R(int) from 0.1080 to 0.0690 Ratio of minimum to maximum apparent transmission: 0.893165 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 44419 _diffrn_reflns_av_R_equivalents 0.0721 _diffrn_reflns_av_sigmaI/netI 0.0575 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 25.03 _reflns_number_total 8189 _reflns_number_gt 6240 _reflns_threshold_expression >2\s(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^ > 2\s(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^)+(0.0000P)^2^+1.7508P] 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 8189 _refine_ls_number_parameters 542 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0950 _refine_ls_R_factor_gt 0.0658 _refine_ls_wR_factor_ref 0.1159 _refine_ls_wR_factor_gt 0.1078 _refine_ls_goodness_of_fit_ref 1.560 _refine_ls_restrained_S_all 1.560 _refine_ls_shift/su_max 0.002 _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 0.1173(2) 0.21379(10) 0.48097(12) 0.0188(5) Uani 1 1 d . . . H901 H 0.067(3) 0.2315(14) 0.4480(17) 0.041(10) Uiso 1 1 d . . . N2 N -0.1043(2) 0.11470(10) 0.43208(12) 0.0198(5) Uani 1 1 d . . . H902 H -0.025(3) 0.1139(12) 0.4269(14) 0.017(8) Uiso 1 1 d . . . N3 N -0.0477(2) 0.12308(10) 0.27175(12) 0.0192(5) Uani 1 1 d . . . H903 H 0.016(3) 0.1208(12) 0.3032(14) 0.015(8) Uiso 1 1 d . . . N4 N 0.1748(2) 0.22104(10) 0.32069(11) 0.0175(5) Uani 1 1 d . . . H904 H 0.109(3) 0.2391(12) 0.3318(13) 0.017(8) Uiso 1 1 d . . . N5 N 0.0896(2) 0.43955(10) 0.46064(13) 0.0269(6) Uani 1 1 d . . . N6 N 0.2183(2) 0.45177(11) 0.46702(13) 0.0297(6) Uani 1 1 d . . . N7 N 0.2448(2) 0.45512(10) 0.40456(13) 0.0295(6) Uani 1 1 d . . . C1 C 0.2505(3) 0.21149(11) 0.48497(13) 0.0172(6) Uani 1 1 d . . . C2 C 0.2987(3) 0.17612(12) 0.53954(14) 0.0215(7) Uani 1 1 d . . . H2 H 0.3880 0.1666 0.5550 0.026 Uiso 1 1 calc R . . C3 C 0.1934(3) 0.15614(12) 0.56916(14) 0.0218(6) Uani 1 1 d . . . H3 H 0.1991 0.1309 0.6077 0.026 Uiso 1 1 calc R . . C4 C 0.0811(3) 0.18004(11) 0.53183(13) 0.0191(6) Uani 1 1 d . . . C5 C -0.0585(3) 0.17647(11) 0.54246(14) 0.0207(6) Uani 1 1 d . . . C6 C -0.0617(3) 0.14652(13) 0.61206(14) 0.0269(7) Uani 1 1 d . . . H6A H -0.1515 0.1459 0.6202 0.040 Uiso 1 1 calc R . . H6B H -0.0062 0.1682 0.6492 0.040 Uiso 1 1 calc R . . H6C H -0.0294 0.1065 0.6110 0.040 Uiso 1 1 calc R . . C7 C -0.1463(3) 0.14188(11) 0.48607(14) 0.0188(6) Uani 1 1 d . . . C8 C -0.2767(3) 0.13067(12) 0.47884(15) 0.0225(7) Uani 1 1 d . . . H8 H -0.3320 0.1435 0.5090 0.027 Uiso 1 1 calc R . . C9 C -0.3150(3) 0.09677(12) 0.41892(15) 0.0230(7) Uani 1 1 d . . . H9 H -0.4009 0.0832 0.4015 0.028 Uiso 1 1 calc R . . C10 C -0.2074(3) 0.08673(11) 0.39013(14) 0.0203(6) Uani 1 1 d . . . C11 C -0.1937(3) 0.05414(12) 0.32520(14) 0.0220(6) Uani 1 1 d . . . C12 C -0.0876(3) 0.00706(12) 0.34070(16) 0.0275(7) Uani 1 1 d . . . H12A H -0.0028 0.0256 0.3571 0.041 Uiso 1 1 calc R . . H12B H -0.0846 -0.0151 0.2986 0.041 Uiso 1 1 calc R . . H12C H -0.1078 -0.0193 0.3763 0.041 Uiso 1 1 calc R . . C13 C -0.3234(3) 0.02274(13) 0.29725(16) 0.0306(7) Uani 1 1 d . . . H13A H -0.3414 -0.0057 0.3313 0.046 Uiso 1 1 calc R . . H13B H -0.3171 0.0025 0.2543 0.046 Uiso 1 1 calc R . . H13C H -0.3943 0.0514 0.2883 0.046 Uiso 1 1 calc R . . C14 C -0.1659(3) 0.09569(12) 0.26979(14) 0.0215(6) Uani 1 1 d . . . C15 C -0.2469(3) 0.11533(13) 0.21139(15) 0.0291(7) Uani 1 1 d . . . H15 H -0.3351 0.1039 0.1958 0.035 Uiso 1 1 calc R . . C16 C -0.1761(3) 0.15554(13) 0.17854(15) 0.0294(7) Uani 1 1 d . . . H16 H -0.2086 0.1761 0.1371 0.035 Uiso 1 1 calc R . . C17 C -0.0532(3) 0.15971(12) 0.21656(14) 0.0201(6) Uani 1 1 d . . . C18 C 0.0630(3) 0.19369(11) 0.20119(14) 0.0192(6) Uani 1 1 d . . . C19 C 0.1036(3) 0.16656(13) 0.13686(14) 0.0262(7) Uani 1 1 d . . . H19A H 0.1741 0.1897 0.1238 0.039 Uiso 1 1 calc R . . H19B H 0.0286 0.1662 0.0987 0.039 Uiso 1 1 calc R . . H19C H 0.1340 0.1265 0.1472 0.039 Uiso 1 1 calc R . . C20 C 0.0202(3) 0.25794(12) 0.18663(14) 0.0221(7) Uani 1 1 d . . . H20A H -0.0568 0.2585 0.1487 0.027 Uiso 1 1 calc R . . H20B H -0.0075 0.2739 0.2282 0.027 Uiso 1 1 calc R . . C21 C 0.1779(3) 0.19209(11) 0.26032(13) 0.0172(6) Uani 1 1 d . . . C22 C 0.3009(3) 0.16969(12) 0.26530(14) 0.0217(6) Uani 1 1 d . . . H22 H 0.3322 0.1477 0.2310 0.026 Uiso 1 1 calc R . . C23 C 0.3734(3) 0.18534(11) 0.33128(14) 0.0207(6) Uani 1 1 d . . . H23 H 0.4616 0.1753 0.3491 0.025 Uiso 1 1 calc R . . C24 C 0.2938(3) 0.21739(11) 0.36444(14) 0.0193(6) Uani 1 1 d . . . C25 C 0.3193(3) 0.24487(11) 0.43567(14) 0.0189(6) Uani 1 1 d . . . C26 C 0.4666(3) 0.24280(13) 0.46364(15) 0.0254(7) Uani 1 1 d . . . H26A H 0.4962 0.2022 0.4664 0.038 Uiso 1 1 calc R . . H26B H 0.4854 0.2604 0.5097 0.038 Uiso 1 1 calc R . . H26C H 0.5125 0.2646 0.4327 0.038 Uiso 1 1 calc R . . C27 C 0.2764(3) 0.30904(12) 0.43197(15) 0.0231(7) Uani 1 1 d . . . H27A H 0.3245 0.3306 0.4019 0.035 Uiso 1 1 calc R . . H27B H 0.2946 0.3261 0.4783 0.035 Uiso 1 1 calc R . . H27C H 0.1826 0.3114 0.4133 0.035 Uiso 1 1 calc R . . C28 C -0.1152(3) 0.23920(11) 0.54336(14) 0.0205(6) Uani 1 1 d . . . H28A H -0.1116 0.2582 0.4988 0.025 Uiso 1 1 calc R . . H28B H -0.2082 0.2363 0.5473 0.025 Uiso 1 1 calc R . . C29 C -0.0450(3) 0.27833(12) 0.60171(15) 0.0251(7) Uani 1 1 d . . . H29A H -0.0816 0.2710 0.6436 0.030 Uiso 1 1 calc R . . H29B H 0.0486 0.2676 0.6121 0.030 Uiso 1 1 calc R . . C30 C -0.0567(3) 0.34356(12) 0.58458(15) 0.0245(7) Uani 1 1 d . . . H30A H -0.1496 0.3532 0.5672 0.029 Uiso 1 1 calc R . . H30B H -0.0269 0.3663 0.6272 0.029 Uiso 1 1 calc R . . C31 C 0.0231(3) 0.36105(12) 0.53097(15) 0.0239(7) Uani 1 1 d . . . H31A H -0.0150 0.3424 0.4866 0.029 Uiso 1 1 calc R . . H31B H 0.1130 0.3460 0.5453 0.029 Uiso 1 1 calc R . . C32 C 0.0293(3) 0.42658(12) 0.51997(16) 0.0292(7) Uani 1 1 d . . . H32A H -0.0600 0.4430 0.5123 0.035 Uiso 1 1 calc R . . H32B H 0.0805 0.4450 0.5617 0.035 Uiso 1 1 calc R . . C33 C 0.0349(3) 0.43498(12) 0.39310(15) 0.0256(7) Uani 1 1 d . . . H33 H -0.0538 0.4268 0.3741 0.031 Uiso 1 1 calc R . . C34 C 0.1331(3) 0.44451(11) 0.35813(14) 0.0206(6) Uani 1 1 d . . . C35 C 0.1314(3) 0.43788(12) 0.28285(15) 0.0274(7) Uani 1 1 d . . . H35A H 0.2051 0.4600 0.2705 0.033 Uiso 1 1 calc R . . H35B H 0.0494 0.4545 0.2566 0.033 Uiso 1 1 calc R . . C36 C 0.1418(3) 0.37401(12) 0.26253(14) 0.0256(7) Uani 1 1 d . . . H36A H 0.2323 0.3606 0.2796 0.031 Uiso 1 1 calc R . . H36B H 0.0834 0.3505 0.2858 0.031 Uiso 1 1 calc R . . C37 C 0.1071(3) 0.36244(12) 0.18527(14) 0.0253(7) Uani 1 1 d . . . H37A H 0.1629 0.3870 0.1614 0.030 Uiso 1 1 calc R . . H37B H 0.0152 0.3739 0.1682 0.030 Uiso 1 1 calc R . . C38 C 0.1248(3) 0.29835(12) 0.16712(15) 0.0235(7) Uani 1 1 d . . . H38A H 0.2117 0.2850 0.1912 0.028 Uiso 1 1 calc R . . H38B H 0.1226 0.2952 0.1169 0.028 Uiso 1 1 calc R . . S1 S 0.28407(7) 0.07618(3) 0.42062(4) 0.02255(18) Uani 1 1 d . . . O1 O 0.15016(17) 0.10001(8) 0.39486(9) 0.0226(4) Uani 1 1 d . . . C39 C 0.2667(3) 0.02322(14) 0.48448(17) 0.0397(9) Uani 1 1 d . . . H39A H 0.2395 0.0426 0.5237 0.060 Uiso 1 1 calc R . . H39B H 0.3504 0.0035 0.5001 0.060 Uiso 1 1 calc R . . H39C H 0.2006 -0.0055 0.4647 0.060 Uiso 1 1 calc R . . C40 C 0.3126(3) 0.02650(13) 0.35534(16) 0.0339(8) Uani 1 1 d . . . H40A H 0.2409 -0.0017 0.3459 0.051 Uiso 1 1 calc R . . H40B H 0.3950 0.0058 0.3712 0.051 Uiso 1 1 calc R . . H40C H 0.3177 0.0482 0.3131 0.051 Uiso 1 1 calc R . . S2 S 0.30587(7) 0.20498(3) 0.85339(4) 0.02344(18) Uani 1 1 d . . . O2 O 0.44895(18) 0.22039(8) 0.86387(10) 0.0261(5) Uani 1 1 d . . . C41 C 0.2200(3) 0.27065(13) 0.82765(18) 0.0370(8) Uani 1 1 d . . . H41A H 0.2325 0.2980 0.8664 0.055 Uiso 1 1 calc R . . H41B H 0.1268 0.2621 0.8132 0.055 Uiso 1 1 calc R . . H41C H 0.2534 0.2880 0.7891 0.055 Uiso 1 1 calc R . . C42 C 0.2658(3) 0.16829(13) 0.77252(15) 0.0320(8) Uani 1 1 d . . . H42A H 0.2833 0.1941 0.7358 0.048 Uiso 1 1 calc R . . H42B H 0.1732 0.1577 0.7637 0.048 Uiso 1 1 calc R . . H42C H 0.3189 0.1329 0.7737 0.048 Uiso 1 1 calc R . . S3 S 0.09332(8) 0.05806(4) 0.87035(5) 0.0404(2) Uani 1 1 d . . . O3 O 0.2338(2) 0.05677(11) 0.86498(15) 0.0639(8) Uani 1 1 d . . . C43 C 0.0861(3) 0.07748(15) 0.95689(18) 0.0434(9) Uani 1 1 d . . . H43A H 0.1419 0.0512 0.9887 0.065 Uiso 1 1 calc R . . H43B H -0.0041 0.0743 0.9640 0.065 Uiso 1 1 calc R . . H43C H 0.1165 0.1177 0.9656 0.065 Uiso 1 1 calc R . . C44 C 0.0435(3) -0.01566(13) 0.87471(18) 0.0370(8) Uani 1 1 d . . . H44A H 0.0479 -0.0353 0.8312 0.055 Uiso 1 1 calc R . . H44B H -0.0463 -0.0169 0.8828 0.055 Uiso 1 1 calc R . . H44C H 0.1015 -0.0354 0.9126 0.055 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 0.0173(13) 0.0203(13) 0.0186(13) 0.0024(11) 0.0028(10) 0.0047(10) N2 0.0167(14) 0.0204(13) 0.0234(14) 0.0008(10) 0.0065(11) -0.0010(10) N3 0.0170(13) 0.0202(13) 0.0192(14) 0.0010(11) 0.0000(11) -0.0025(10) N4 0.0160(13) 0.0176(12) 0.0198(13) 0.0010(10) 0.0055(10) 0.0024(10) N5 0.0299(15) 0.0189(13) 0.0333(16) -0.0033(11) 0.0092(12) -0.0013(11) N6 0.0279(15) 0.0265(15) 0.0335(16) -0.0011(12) 0.0028(12) -0.0047(11) N7 0.0285(15) 0.0251(14) 0.0353(16) -0.0001(12) 0.0074(12) -0.0026(11) C1 0.0187(15) 0.0165(15) 0.0157(15) -0.0036(12) 0.0012(11) 0.0022(11) C2 0.0185(15) 0.0229(16) 0.0207(16) -0.0028(13) -0.0026(12) 0.0036(12) C3 0.0286(17) 0.0175(15) 0.0191(15) 0.0003(12) 0.0038(13) 0.0026(12) C4 0.0247(16) 0.0175(15) 0.0156(15) -0.0001(12) 0.0051(12) 0.0005(12) C5 0.0259(16) 0.0177(15) 0.0193(15) 0.0027(12) 0.0061(12) 0.0031(12) C6 0.0278(17) 0.0284(17) 0.0263(17) 0.0050(14) 0.0098(13) 0.0052(13) C7 0.0222(16) 0.0154(14) 0.0194(15) 0.0046(12) 0.0058(12) 0.0036(11) C8 0.0205(16) 0.0205(16) 0.0296(17) 0.0039(13) 0.0128(13) 0.0042(12) C9 0.0193(16) 0.0184(15) 0.0314(18) 0.0052(13) 0.0049(13) -0.0006(12) C10 0.0193(15) 0.0161(15) 0.0255(16) 0.0043(12) 0.0045(12) 0.0016(11) C11 0.0211(15) 0.0191(15) 0.0259(16) -0.0004(13) 0.0050(12) -0.0063(12) C12 0.0328(18) 0.0213(16) 0.0307(18) -0.0007(13) 0.0118(14) -0.0028(13) C13 0.0283(17) 0.0310(18) 0.0326(18) -0.0021(14) 0.0062(14) -0.0102(13) C14 0.0183(15) 0.0213(15) 0.0255(17) -0.0039(13) 0.0056(12) -0.0043(12) C15 0.0195(16) 0.0381(19) 0.0269(17) -0.0002(15) -0.0025(13) -0.0063(13) C16 0.0255(17) 0.0397(19) 0.0210(17) 0.0088(14) -0.0008(13) -0.0022(14) C17 0.0237(16) 0.0220(15) 0.0147(15) 0.0026(12) 0.0034(12) 0.0010(12) C18 0.0224(15) 0.0180(15) 0.0178(15) 0.0018(12) 0.0051(12) -0.0022(12) C19 0.0301(17) 0.0255(16) 0.0232(16) -0.0001(13) 0.0056(13) -0.0013(13) C20 0.0234(16) 0.0242(16) 0.0184(16) 0.0024(12) 0.0030(12) 0.0032(12) C21 0.0220(15) 0.0140(14) 0.0161(15) -0.0002(12) 0.0051(12) -0.0029(11) C22 0.0243(16) 0.0184(15) 0.0248(16) 0.0001(13) 0.0107(13) 0.0013(12) C23 0.0166(15) 0.0209(15) 0.0243(16) 0.0026(13) 0.0028(12) 0.0011(11) C24 0.0187(15) 0.0157(14) 0.0227(16) 0.0054(12) 0.0018(12) -0.0011(11) C25 0.0154(14) 0.0180(15) 0.0224(16) 0.0005(12) 0.0013(12) -0.0001(11) C26 0.0180(15) 0.0293(17) 0.0276(17) -0.0030(13) 0.0005(13) -0.0016(12) C27 0.0199(15) 0.0228(16) 0.0260(17) -0.0025(13) 0.0024(13) -0.0019(12) C28 0.0223(16) 0.0191(15) 0.0217(16) 0.0023(12) 0.0082(12) 0.0027(12) C29 0.0276(17) 0.0241(16) 0.0238(16) -0.0015(13) 0.0055(13) 0.0015(13) C30 0.0271(17) 0.0225(16) 0.0245(17) -0.0034(13) 0.0068(13) -0.0001(12) C31 0.0257(17) 0.0220(16) 0.0246(16) -0.0017(13) 0.0063(13) 0.0030(12) C32 0.0381(19) 0.0219(17) 0.0307(18) -0.0043(14) 0.0141(14) -0.0016(13) C33 0.0285(17) 0.0189(16) 0.0267(18) -0.0032(13) -0.0015(14) -0.0011(12) C34 0.0243(16) 0.0113(14) 0.0257(16) 0.0017(12) 0.0038(13) 0.0024(11) C35 0.0346(18) 0.0207(16) 0.0270(17) 0.0053(13) 0.0057(14) 0.0025(13) C36 0.0278(17) 0.0234(16) 0.0259(17) 0.0029(13) 0.0056(13) 0.0047(13) C37 0.0299(17) 0.0227(16) 0.0241(17) 0.0070(13) 0.0068(13) 0.0021(13) C38 0.0284(17) 0.0225(16) 0.0206(16) 0.0044(13) 0.0068(13) 0.0011(12) S1 0.0238(4) 0.0192(4) 0.0242(4) -0.0006(3) 0.0035(3) 0.0039(3) O1 0.0197(10) 0.0242(11) 0.0237(11) 0.0014(9) 0.0036(8) 0.0026(8) C39 0.057(2) 0.0281(19) 0.034(2) 0.0104(15) 0.0092(17) 0.0088(16) C40 0.0372(19) 0.0294(18) 0.038(2) -0.0086(15) 0.0145(15) 0.0016(14) S2 0.0218(4) 0.0249(4) 0.0238(4) -0.0032(3) 0.0048(3) -0.0053(3) O2 0.0194(11) 0.0315(12) 0.0267(11) -0.0034(9) 0.0024(9) -0.0034(9) C41 0.0278(18) 0.0295(18) 0.053(2) -0.0094(16) 0.0054(16) 0.0056(14) C42 0.0351(19) 0.0300(18) 0.0291(18) -0.0093(14) 0.0017(14) -0.0050(14) S3 0.0363(5) 0.0336(5) 0.0529(6) 0.0069(4) 0.0125(4) -0.0022(4) O3 0.0446(16) 0.0513(17) 0.104(2) 0.0088(16) 0.0343(15) -0.0106(13) C43 0.039(2) 0.0331(19) 0.055(2) -0.0080(17) 0.0007(17) 0.0019(15) C44 0.0356(19) 0.0322(19) 0.045(2) -0.0087(16) 0.0133(16) -0.0052(14) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C4 1.376(3) . ? N1 C1 1.378(3) . ? N2 C7 1.376(3) . ? N2 C10 1.386(3) . ? N3 C17 1.369(3) . ? N3 C14 1.378(3) . ? N4 C21 1.370(3) . ? N4 C24 1.375(3) . ? N5 C33 1.353(4) . ? N5 N6 1.354(3) . ? N5 C32 1.461(4) . ? N6 N7 1.316(3) . ? N7 C34 1.362(3) . ? C1 C2 1.367(4) . ? C1 C25 1.521(4) . ? C2 C3 1.415(4) . ? C3 C4 1.375(4) . ? C4 C5 1.513(4) . ? C5 C7 1.525(4) . ? C5 C6 1.543(4) . ? C5 C28 1.557(4) . ? C7 C8 1.365(4) . ? C8 C9 1.410(4) . ? C9 C10 1.370(4) . ? C10 C11 1.514(4) . ? C11 C14 1.520(4) . ? C11 C12 1.535(4) . ? C11 C13 1.541(4) . ? C14 C15 1.372(4) . ? C15 C16 1.413(4) . ? C16 C17 1.363(4) . ? C17 C18 1.520(4) . ? C18 C21 1.509(4) . ? C18 C19 1.544(4) . ? C18 C20 1.551(4) . ? C20 C38 1.535(4) . ? C21 C22 1.368(4) . ? C22 C23 1.425(4) . ? C23 C24 1.366(4) . ? C24 C25 1.519(4) . ? C25 C26 1.533(4) . ? C25 C27 1.536(4) . ? C28 C29 1.534(4) . ? C29 C30 1.534(4) . ? C30 C31 1.519(4) . ? C31 C32 1.522(4) . ? C33 C34 1.357(4) . ? C34 C35 1.491(4) . ? C35 C36 1.528(4) . ? C36 C37 1.524(4) . ? C37 C38 1.532(4) . ? S1 O1 1.4976(19) . ? S1 C39 1.785(3) . ? S1 C40 1.787(3) . ? S2 O2 1.5102(19) . ? S2 C41 1.777(3) . ? S2 C42 1.784(3) . ? S3 O3 1.489(3) . ? S3 C44 1.776(3) . ? S3 C43 1.782(4) . ? 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 C4 N1 C1 110.4(2) . . ? C7 N2 C10 110.4(2) . . ? C17 N3 C14 110.7(2) . . ? C21 N4 C24 110.6(2) . . ? C33 N5 N6 109.6(2) . . ? C33 N5 C32 127.5(3) . . ? N6 N5 C32 122.5(2) . . ? N7 N6 N5 107.7(2) . . ? N6 N7 C34 108.5(2) . . ? C2 C1 N1 106.6(2) . . ? C2 C1 C25 130.9(2) . . ? N1 C1 C25 122.5(2) . . ? C1 C2 C3 108.6(2) . . ? C4 C3 C2 107.4(2) . . ? C3 C4 N1 107.0(2) . . ? C3 C4 C5 130.5(3) . . ? N1 C4 C5 122.4(2) . . ? C4 C5 C7 112.9(2) . . ? C4 C5 C6 109.3(2) . . ? C7 C5 C6 108.0(2) . . ? C4 C5 C28 109.2(2) . . ? C7 C5 C28 108.2(2) . . ? C6 C5 C28 109.2(2) . . ? C8 C7 N2 106.9(2) . . ? C8 C7 C5 128.6(3) . . ? N2 C7 C5 124.5(2) . . ? C7 C8 C9 108.1(2) . . ? C10 C9 C8 108.4(2) . . ? C9 C10 N2 106.2(3) . . ? C9 C10 C11 130.5(2) . . ? N2 C10 C11 123.3(2) . . ? C10 C11 C14 111.2(2) . . ? C10 C11 C12 111.0(2) . . ? C14 C11 C12 110.9(2) . . ? C10 C11 C13 108.5(2) . . ? C14 C11 C13 108.0(2) . . ? C12 C11 C13 107.1(2) . . ? C15 C14 N3 106.3(2) . . ? C15 C14 C11 129.8(2) . . ? N3 C14 C11 123.8(2) . . ? C14 C15 C16 107.9(3) . . ? C17 C16 C15 108.2(3) . . ? C16 C17 N3 106.9(2) . . ? C16 C17 C18 129.0(3) . . ? N3 C17 C18 123.9(2) . . ? C21 C18 C17 112.4(2) . . ? C21 C18 C19 109.0(2) . . ? C17 C18 C19 108.1(2) . . ? C21 C18 C20 109.0(2) . . ? C17 C18 C20 108.1(2) . . ? C19 C18 C20 110.2(2) . . ? C38 C20 C18 115.2(2) . . ? C22 C21 N4 107.1(2) . . ? C22 C21 C18 131.5(2) . . ? N4 C21 C18 121.1(2) . . ? C21 C22 C23 107.5(2) . . ? C24 C23 C22 107.9(2) . . ? C23 C24 N4 106.9(2) . . ? C23 C24 C25 130.6(2) . . ? N4 C24 C25 122.5(2) . . ? C24 C25 C1 111.2(2) . . ? C24 C25 C26 108.1(2) . . ? C1 C25 C26 108.4(2) . . ? C24 C25 C27 110.8(2) . . ? C1 C25 C27 110.1(2) . . ? C26 C25 C27 108.1(2) . . ? C29 C28 C5 114.8(2) . . ? C30 C29 C28 113.4(2) . . ? C31 C30 C29 112.3(2) . . ? C30 C31 C32 113.8(2) . . ? N5 C32 C31 110.6(2) . . ? N5 C33 C34 105.7(2) . . ? C33 C34 N7 108.5(3) . . ? C33 C34 C35 128.5(3) . . ? N7 C34 C35 122.5(3) . . ? C34 C35 C36 111.8(2) . . ? C37 C36 C35 114.5(2) . . ? C36 C37 C38 112.6(2) . . ? C37 C38 C20 113.4(2) . . ? O1 S1 C39 106.04(14) . . ? O1 S1 C40 105.02(13) . . ? C39 S1 C40 97.41(15) . . ? O2 S2 C41 105.85(13) . . ? O2 S2 C42 106.99(13) . . ? C41 S2 C42 97.06(15) . . ? O3 S3 C44 106.59(15) . . ? O3 S3 C43 107.05(16) . . ? C44 S3 C43 97.24(16) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H901 O2 0.86(3) 2.17(3) 3.031(3) 176(3) 4_565 N2 H902 O1 0.85(3) 2.07(3) 2.905(3) 167(3) . N3 H903 O1 0.82(3) 2.13(3) 2.927(3) 166(3) . N4 H904 O2 0.86(3) 2.11(3) 2.974(3) 177(3) 4_565 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.383 _refine_diff_density_min -0.432 _refine_diff_density_rms 0.067