#\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2012-08-03 at 12:43:54 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : gl398_1 gl398_1_od #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_global #------------------ AUDIT DETAILS -------------------------------------------# _audit_creation_date 2012-08-03 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_update_record ? #------------------ AUTHOR DETAILS -------------------------------------------# #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_gl398_1 _audit_creation_date 2012-08-03T12:43:54-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _publ_requested_category FO #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C23 H35 N O2 S' _chemical_formula_moiety 'C23 H35 N O2 S' _chemical_formula_weight 389.58 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.7572(3) _cell_length_b 9.7154(3) _cell_length_c 20.5873(6) _cell_angle_alpha 90 _cell_angle_beta 90.003(3) _cell_angle_gamma 90 _cell_volume 2151.59(11) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4977 _cell_measurement_theta_min 4.1117 _cell_measurement_theta_max 67.1428 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description 'thin plate' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.02 _exptl_crystal_density_diffrn 1.203 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.458 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.79729 _exptl_absorpt_correction_T_max 1 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type CuK\a _diffrn_radiation_monochromator mirror _diffrn_detector_area_resol_mean 10.3822 _diffrn_orient_matrix_ub_11 0.1095038409 _diffrn_orient_matrix_ub_12 0.0796372053 _diffrn_orient_matrix_ub_13 0.0304308365 _diffrn_orient_matrix_ub_21 -0.0468975288 _diffrn_orient_matrix_ub_22 0.1334297107 _diffrn_orient_matrix_ub_23 -0.0317639351 _diffrn_orient_matrix_ub_31 -0.079728163 _diffrn_orient_matrix_ub_32 0.0311512983 _diffrn_orient_matrix_ub_33 0.0607239756 _diffrn_measurement_device_type 'Xcalibur, Ruby, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0478 _diffrn_reflns_av_unetI/netI 0.0498 _diffrn_reflns_number 13476 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 4.11 _diffrn_reflns_theta_max 67.18 _diffrn_reflns_theta_full 67.18 _diffrn_measured_fraction_theta_full 0.938 _diffrn_measured_fraction_theta_max 0.938 _reflns_number_total 3624 _reflns_number_gt 2668 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_structure_solution 'SIR2002 (Burla et al., 2002)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0567P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 3624 _refine_ls_number_parameters 251 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0582 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.0937 _refine_ls_wR_factor_gt 0.089 _refine_ls_goodness_of_fit_ref 0.934 _refine_ls_restrained_S_all 0.935 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.214 _refine_diff_density_min -0.319 _refine_diff_density_rms 0.053 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.018 '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' 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 S22 S 0.72813(4) 0.18047(5) 0.84106(2) 0.02077(14) Uani 1 1 d . . . O14 O 0.55692(12) 0.23214(14) 0.73088(6) 0.0210(3) Uani 1 1 d . . . N15 N 0.53059(15) 0.01501(17) 0.76797(7) 0.0185(4) Uani 1 1 d D . . H15 H 0.511(2) -0.0753(17) 0.7579(9) 0.022 Uiso 1 1 d D . . O24 O 0.80880(13) 0.05270(17) 0.94780(7) 0.0335(4) Uani 1 1 d . . . C17 C 0.58290(18) 0.12640(19) 0.87197(9) 0.0193(4) Uani 1 1 d . . . C16 C 0.49970(18) 0.05360(19) 0.83243(9) 0.0190(4) Uani 1 1 d . . . C19 C 0.4343(2) 0.1170(2) 0.95981(9) 0.0235(5) Uani 1 1 d . . . H19 H 0.4123 0.1382 1.0034 0.028 Uiso 1 1 calc R . . C3 C 0.78201(19) 0.1771(2) 0.63475(10) 0.0276(5) Uani 1 1 d . . . H3A H 0.7787 0.2241 0.6774 0.033 Uiso 1 1 calc R . . H3B H 0.8253 0.2387 0.6039 0.033 Uiso 1 1 calc R . . C13 C 0.55518(17) 0.1076(2) 0.72029(9) 0.0188(4) Uani 1 1 d . . . C25 C 0.96752(19) 0.1664(2) 0.88430(10) 0.0263(5) Uani 1 1 d . . . H25 H 0.9626 0.2517 0.8573 0.032 Uiso 1 1 calc R . . C8 C 0.35377(19) 0.1311(2) 0.61595(9) 0.0226(5) Uani 1 1 d . . . H8 H 0.4008 0.2198 0.6142 0.027 Uiso 1 1 calc R . . C18 C 0.54762(18) 0.1602(2) 0.93521(9) 0.0216(4) Uani 1 1 d . . . H18 H 0.6018 0.2134 0.9616 0.026 Uiso 1 1 calc R . . C5 C 0.78582(19) -0.0620(2) 0.68192(9) 0.0259(5) Uani 1 1 d . . . H5A H 0.7801 -0.0295 0.7274 0.031 Uiso 1 1 calc R . . H5B H 0.8323 -0.15 0.6818 0.031 Uiso 1 1 calc R . . C23 C 0.83582(19) 0.1209(2) 0.90111(9) 0.0235(5) Uani 1 1 d . . . C20 C 0.35282(19) 0.0431(2) 0.92104(9) 0.0238(5) Uani 1 1 d . . . H20 H 0.2752 0.0134 0.9379 0.029 Uiso 1 1 calc R . . C21 C 0.38527(18) 0.0128(2) 0.85750(9) 0.0218(5) Uani 1 1 d . . . H21 H 0.3287 -0.0364 0.8307 0.026 Uiso 1 1 calc R . . C7 C 0.44926(18) 0.0139(2) 0.62148(9) 0.0217(4) Uani 1 1 d . . . H7A H 0.4641 -0.0226 0.5773 0.026 Uiso 1 1 calc R . . H7B H 0.4109 -0.061 0.6472 0.026 Uiso 1 1 calc R . . C2 C 0.64958(19) 0.1517(2) 0.61072(9) 0.0218(4) Uani 1 1 d . . . H2A H 0.653 0.118 0.5654 0.026 Uiso 1 1 calc R . . H2B H 0.6038 0.2401 0.6107 0.026 Uiso 1 1 calc R . . C11 C 0.2793(2) 0.1175(2) 0.55180(9) 0.0256(5) Uani 1 1 d . . . H11A H 0.2299 0.2023 0.5454 0.031 Uiso 1 1 calc R . . H11B H 0.3387 0.1104 0.5152 0.031 Uiso 1 1 calc R . . C6 C 0.65483(18) -0.0863(2) 0.65524(9) 0.0217(4) Uani 1 1 d . . . H6A H 0.6114 -0.1539 0.6832 0.026 Uiso 1 1 calc R . . H6B H 0.661 -0.126 0.6111 0.026 Uiso 1 1 calc R . . C10 C 0.1696(2) 0.2513(2) 0.67032(11) 0.0327(5) Uani 1 1 d . . . H10A H 0.2114 0.3405 0.666 0.049 Uiso 1 1 calc R . . H10B H 0.1183 0.2513 0.7097 0.049 Uiso 1 1 calc R . . H10C H 0.1167 0.2354 0.6323 0.049 Uiso 1 1 calc R . . C12 C 0.1923(2) -0.0058(2) 0.54973(10) 0.0276(5) Uani 1 1 d . . . H12A H 0.2401 -0.0904 0.5569 0.041 Uiso 1 1 calc R . . H12B H 0.1515 -0.01 0.5072 0.041 Uiso 1 1 calc R . . H12C H 0.1292 0.0035 0.5838 0.041 Uiso 1 1 calc R . . C27 C 1.0402(2) 0.1992(2) 0.94610(10) 0.0309(5) Uani 1 1 d . . . H27A H 0.9964 0.2707 0.9707 0.046 Uiso 1 1 calc R . . H27B H 1.1234 0.2321 0.9345 0.046 Uiso 1 1 calc R . . H27C H 1.0473 0.1159 0.9727 0.046 Uiso 1 1 calc R . . C1 C 0.57790(18) 0.0470(2) 0.65228(8) 0.0197(4) Uani 1 1 d . . . C4 C 0.85606(19) 0.0436(2) 0.64166(10) 0.0282(5) Uani 1 1 d . . . H4A H 0.8729 0.0051 0.598 0.034 Uiso 1 1 calc R . . H4B H 0.9369 0.0636 0.6626 0.034 Uiso 1 1 calc R . . C9 C 0.26661(19) 0.1374(2) 0.67496(9) 0.0261(5) Uani 1 1 d . . . H9A H 0.2236 0.0479 0.6794 0.031 Uiso 1 1 calc R . . H9B H 0.317 0.1519 0.7146 0.031 Uiso 1 1 calc R . . C26 C 1.0307(2) 0.0537(3) 0.84430(11) 0.0345(5) Uani 1 1 d . . . H26A H 1.0361 -0.0307 0.8702 0.052 Uiso 1 1 calc R . . H26B H 1.1146 0.0838 0.8322 0.052 Uiso 1 1 calc R . . H26C H 0.982 0.036 0.805 0.052 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 S22 0.0202(3) 0.0256(3) 0.0166(2) 0.00090(19) -0.00242(18) -0.0008(2) O14 0.0256(8) 0.0198(8) 0.0177(7) 0.0002(5) -0.0013(6) -0.0004(5) N15 0.0227(9) 0.0179(9) 0.0150(8) 0.0007(6) -0.0002(7) 0.0002(7) O24 0.0259(8) 0.0475(10) 0.0270(8) 0.0137(7) -0.0018(7) 0.0025(7) C17 0.0211(10) 0.0192(10) 0.0177(9) 0.0023(7) -0.0009(8) 0.0013(8) C16 0.0229(11) 0.0179(10) 0.0163(9) 0.0022(7) -0.0022(8) 0.0030(8) C19 0.0293(12) 0.0250(11) 0.0163(9) 0.0033(8) 0.0024(8) 0.0083(9) C3 0.0257(11) 0.0332(12) 0.0238(10) -0.0004(9) 0.0023(9) -0.0039(9) C13 0.0169(10) 0.0223(11) 0.0172(9) -0.0002(8) -0.0036(8) 0.0014(8) C25 0.0246(11) 0.0302(12) 0.0242(10) 0.0026(9) -0.0027(9) 0.0002(9) C8 0.0240(11) 0.0246(11) 0.0194(10) 0.0008(8) -0.0031(8) -0.0012(8) C18 0.0252(11) 0.0231(11) 0.0164(9) 0.0000(8) -0.0027(8) 0.0041(8) C5 0.0259(11) 0.0308(12) 0.0210(10) -0.0034(8) -0.0009(9) 0.0061(9) C23 0.0226(11) 0.0276(11) 0.0205(10) 0.0005(8) -0.0042(9) 0.0038(8) C20 0.0227(11) 0.0259(11) 0.0227(10) 0.0062(8) 0.0018(9) 0.0049(8) C21 0.0226(11) 0.0220(11) 0.0208(10) 0.0020(8) -0.0025(8) 0.0015(8) C7 0.0225(11) 0.0246(11) 0.0179(10) -0.0014(8) -0.0018(8) -0.0024(8) C2 0.0265(11) 0.0240(11) 0.0150(9) 0.0001(8) 0.0016(8) -0.0008(8) C11 0.0258(11) 0.0310(12) 0.0199(10) 0.0022(8) -0.0036(9) 0.0008(9) C6 0.0261(11) 0.0233(11) 0.0157(9) -0.0021(8) 0.0008(8) 0.0012(8) C10 0.0295(13) 0.0372(14) 0.0313(12) -0.0079(10) -0.0035(10) 0.0050(10) C12 0.0276(12) 0.0342(12) 0.0211(10) -0.0001(9) -0.0056(9) -0.0027(9) C27 0.0250(11) 0.0357(13) 0.0320(12) -0.0024(9) -0.0072(10) 0.0007(9) C1 0.0220(11) 0.0211(11) 0.0159(9) -0.0008(7) -0.0009(8) -0.0005(8) C4 0.0228(11) 0.0385(13) 0.0232(10) -0.0024(9) 0.0014(9) -0.0014(9) C9 0.0252(11) 0.0327(12) 0.0203(10) -0.0036(8) -0.0034(9) 0.0026(9) C26 0.0234(11) 0.0443(14) 0.0359(12) -0.0074(10) 0.0009(10) -0.0006(10) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 S22 C17 1.767(2) . ? S22 C23 1.7904(17) . ? O14 C13 1.229(2) . ? N15 C13 1.357(2) . ? N15 C16 1.418(2) . ? N15 H15 0.926(16) . ? O24 C23 1.203(2) . ? C17 C18 1.395(3) . ? C17 C16 1.401(3) . ? C16 C21 1.392(3) . ? C19 C18 1.385(3) . ? C19 C20 1.386(3) . ? C19 H19 0.95 . ? C3 C2 1.528(3) . ? C3 C4 1.529(3) . ? C3 H3A 0.99 . ? C3 H3B 0.99 . ? C13 C1 1.539(3) . ? C25 C23 1.524(3) . ? C25 C27 1.527(3) . ? C25 C26 1.529(3) . ? C25 H25 1 . ? C8 C9 1.536(3) . ? C8 C7 1.537(3) . ? C8 C11 1.550(2) . ? C8 H8 1 . ? C18 H18 0.95 . ? C5 C4 1.520(3) . ? C5 C6 1.531(3) . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C20 C21 1.385(3) . ? C20 H20 0.95 . ? C21 H21 0.95 . ? C7 C1 1.556(2) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C2 C1 1.537(3) . ? C2 H2A 0.99 . ? C2 H2B 0.99 . ? C11 C12 1.521(3) . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C6 C1 1.538(3) . ? C6 H6A 0.99 . ? C6 H6B 0.99 . ? C10 C9 1.524(3) . ? C10 H10A 0.98 . ? C10 H10B 0.98 . ? C10 H10C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C27 H27A 0.98 . ? C27 H27B 0.98 . ? C27 H27C 0.98 . ? C4 H4A 0.99 . ? C4 H4B 0.99 . ? C9 H9A 0.99 . ? C9 H9B 0.99 . ? C26 H26A 0.98 . ? C26 H26B 0.98 . ? C26 H26C 0.98 . ? 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 C17 S22 C23 103.14(9) . . ? C13 N15 C16 123.16(16) . . ? C13 N15 H15 120.6(13) . . ? C16 N15 H15 114.1(13) . . ? C18 C17 C16 119.16(19) . . ? C18 C17 S22 120.43(14) . . ? C16 C17 S22 120.37(15) . . ? C21 C16 C17 119.53(18) . . ? C21 C16 N15 118.60(16) . . ? C17 C16 N15 121.82(18) . . ? C18 C19 C20 120.19(19) . . ? C18 C19 H19 119.9 . . ? C20 C19 H19 119.9 . . ? C2 C3 C4 112.28(17) . . ? C2 C3 H3A 109.1 . . ? C4 C3 H3A 109.1 . . ? C2 C3 H3B 109.1 . . ? C4 C3 H3B 109.1 . . ? H3A C3 H3B 107.9 . . ? O14 C13 N15 121.79(17) . . ? O14 C13 C1 122.39(17) . . ? N15 C13 C1 115.80(17) . . ? C23 C25 C27 110.31(18) . . ? C23 C25 C26 109.17(18) . . ? C27 C25 C26 111.75(17) . . ? C23 C25 H25 108.5 . . ? C27 C25 H25 108.5 . . ? C26 C25 H25 108.5 . . ? C9 C8 C7 112.30(16) . . ? C9 C8 C11 111.23(17) . . ? C7 C8 C11 110.21(16) . . ? C9 C8 H8 107.6 . . ? C7 C8 H8 107.6 . . ? C11 C8 H8 107.6 . . ? C19 C18 C17 120.60(17) . . ? C19 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? C4 C5 C6 111.46(16) . . ? C4 C5 H5A 109.3 . . ? C6 C5 H5A 109.3 . . ? C4 C5 H5B 109.3 . . ? C6 C5 H5B 109.3 . . ? H5A C5 H5B 108 . . ? O24 C23 C25 124.45(16) . . ? O24 C23 S22 124.98(16) . . ? C25 C23 S22 110.56(14) . . ? C21 C20 C19 119.6(2) . . ? C21 C20 H20 120.2 . . ? C19 C20 H20 120.2 . . ? C20 C21 C16 120.82(17) . . ? C20 C21 H21 119.6 . . ? C16 C21 H21 119.6 . . ? C8 C7 C1 118.16(16) . . ? C8 C7 H7A 107.8 . . ? C1 C7 H7A 107.8 . . ? C8 C7 H7B 107.8 . . ? C1 C7 H7B 107.8 . . ? H7A C7 H7B 107.1 . . ? C3 C2 C1 113.22(15) . . ? C3 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? C3 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.7 . . ? C12 C11 C8 114.12(17) . . ? C12 C11 H11A 108.7 . . ? C8 C11 H11A 108.7 . . ? C12 C11 H11B 108.7 . . ? C8 C11 H11B 108.7 . . ? H11A C11 H11B 107.6 . . ? C5 C6 C1 112.33(16) . . ? C5 C6 H6A 109.1 . . ? C1 C6 H6A 109.1 . . ? C5 C6 H6B 109.1 . . ? C1 C6 H6B 109.1 . . ? H6A C6 H6B 107.9 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C2 C1 C6 108.03(16) . . ? C2 C1 C13 109.45(15) . . ? C6 C1 C13 111.82(14) . . ? C2 C1 C7 110.85(14) . . ? C6 C1 C7 108.73(15) . . ? C13 C1 C7 107.98(16) . . ? C5 C4 C3 111.37(18) . . ? C5 C4 H4A 109.4 . . ? C3 C4 H4A 109.4 . . ? C5 C4 H4B 109.4 . . ? C3 C4 H4B 109.4 . . ? H4A C4 H4B 108 . . ? C10 C9 C8 113.45(17) . . ? C10 C9 H9A 108.9 . . ? C8 C9 H9A 108.9 . . ? C10 C9 H9B 108.9 . . ? C8 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C23 S22 C17 C18 52.82(17) . . . . ? C23 S22 C17 C16 -129.68(16) . . . . ? C18 C17 C16 C21 -1.9(3) . . . . ? S22 C17 C16 C21 -179.48(14) . . . . ? C18 C17 C16 N15 -179.35(16) . . . . ? S22 C17 C16 N15 3.1(2) . . . . ? C13 N15 C16 C21 120.0(2) . . . . ? C13 N15 C16 C17 -62.6(2) . . . . ? C16 N15 C13 O14 2.9(3) . . . . ? C16 N15 C13 C1 -175.86(15) . . . . ? C20 C19 C18 C17 -2.0(3) . . . . ? C16 C17 C18 C19 3.0(3) . . . . ? S22 C17 C18 C19 -179.45(15) . . . . ? C27 C25 C23 O24 -36.3(3) . . . . ? C26 C25 C23 O24 86.9(2) . . . . ? C27 C25 C23 S22 144.77(15) . . . . ? C26 C25 C23 S22 -92.06(17) . . . . ? C17 S22 C23 O24 4.4(2) . . . . ? C17 S22 C23 C25 -176.66(14) . . . . ? C18 C19 C20 C21 -0.1(3) . . . . ? C19 C20 C21 C16 1.2(3) . . . . ? C17 C16 C21 C20 -0.1(3) . . . . ? N15 C16 C21 C20 177.37(17) . . . . ? C9 C8 C7 C1 -92.3(2) . . . . ? C11 C8 C7 C1 143.06(18) . . . . ? C4 C3 C2 C1 53.9(2) . . . . ? C9 C8 C11 C12 -56.5(2) . . . . ? C7 C8 C11 C12 68.7(2) . . . . ? C4 C5 C6 C1 -57.6(2) . . . . ? C3 C2 C1 C6 -55.0(2) . . . . ? C3 C2 C1 C13 66.9(2) . . . . ? C3 C2 C1 C7 -174.08(17) . . . . ? C5 C6 C1 C2 56.80(19) . . . . ? C5 C6 C1 C13 -63.7(2) . . . . ? C5 C6 C1 C7 177.17(16) . . . . ? O14 C13 C1 C2 21.9(2) . . . . ? N15 C13 C1 C2 -159.31(15) . . . . ? O14 C13 C1 C6 141.58(18) . . . . ? N15 C13 C1 C6 -39.6(2) . . . . ? O14 C13 C1 C7 -98.8(2) . . . . ? N15 C13 C1 C7 79.94(19) . . . . ? C8 C7 C1 C2 -63.8(2) . . . . ? C8 C7 C1 C6 177.60(17) . . . . ? C8 C7 C1 C13 56.1(2) . . . . ? C6 C5 C4 C3 53.5(2) . . . . ? C2 C3 C4 C5 -51.7(2) . . . . ? C7 C8 C9 C10 -179.11(16) . . . . ? C11 C8 C9 C10 -55.1(2) . . . . ? 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 N15 H15 O14 0.926(16) 2.023(17) 2.905(2) 158.8(19) 2_646 # END of CIF