#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006347.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2006347 loop_ _publ_author_name 'Marubayashi, N.' 'Mishina, T.' 'Hamasaki, T.' 'Hirayama, N.' _publ_section_title ; (4RS,1'RS)-Methyl 1-Phenyl-2-piperidinoethyl 1,4-Dihydro-2,6-dimethyl-4-(2-thienyl)pyridine-3,5-dicarboxylate Methanol Solvate, C~27~H~32~N~2~O~4~S.1.5CH~4~O ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 913 _journal_page_last 915 _journal_volume 53 _journal_year 1997 _chemical_formula_iupac 'C27 H32 N2 O4 S, 1.5C H4 O' _chemical_formula_moiety 'C27 H32 N2 O4 S, 1.5C H4 O' _chemical_formula_sum 'C28.5 H38 N2 O5.5 S' _chemical_formula_weight 528.68 _chemical_name_systematic ; (4RS,1'RS)-methyl 1-phenyl-2-piperidinoethyl 1,4-dihydro-2,6-dimethyl-4-(2- thienyl)pyridine-3,5-dicarboxylate methanol solvate ; _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _atom_type_scat_source IntTabIV _cell_angle_alpha 96.820(10) _cell_angle_beta 100.610(10) _cell_angle_gamma 74.630(10) _cell_formula_units_Z 4 _cell_length_a 14.074(2) _cell_length_b 15.738(2) _cell_length_c 13.588(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 294 _cell_measurement_theta_max 45 _cell_measurement_theta_min 40 _cell_volume 2844.7(7) _computing_cell_refinement 'CAD-4 Software (Enraf Nonius, 1989)' _computing_data_collection 'CAD-4 Software (Enraf Nonius, 1989)' _computing_data_reduction 'MolEN (Fair, 1990)' _computing_molecular_graphics 'ORTEPII (Johnson,_1976)' _computing_publication_material 'MolEN (Fair, 1990)' _computing_structure_refinement 'MolEN (Fair, 1990)' _computing_structure_solution 'MULTAN 11/82' _diffrn_ambient_temperature 294 _diffrn_measurement_device Enraf_Nonius_CAD4 _diffrn_measurement_method \w/2\q _diffrn_radiation_type Cu-K\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.007 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 8830 _diffrn_reflns_theta_max 59.96 _diffrn_reflns_theta_min 2.92 _diffrn_standards_decay_% -7.91 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 1.307 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.23 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 1132 _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.3 _refine_diff_density_max 0.2812 _refine_diff_density_min -0.0507 _refine_ls_extinction_coef 0.75E-06 _refine_ls_extinction_method isotropic_(Zachariasen,_1963) _refine_ls_goodness_of_fit_obs 1.884 _refine_ls_hydrogen_treatment 'H atoms included but not refined' _refine_ls_matrix_type full _refine_ls_number_parameters 668 _refine_ls_number_reflns 7366 _refine_ls_number_restraints 296 _refine_ls_R_factor_all 0.056 _refine_ls_R_factor_obs 0.049 _refine_ls_shift/esd_max 0.008 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme w=1/[\s^2^(F)+0.0004F^2^+1] _refine_ls_wR_factor_obs 0.070 _reflns_number_observed 7366 _reflns_number_total 8431 _reflns_observed_criterion >3.0\s(I) _[local]_cod_data_source_file vj1043.cif _[local]_cod_data_source_block Y18272 _cod_original_cell_volume 2844.5(7) _cod_database_code 2006347 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S'A 0.0713(4) 0.0516(4) 0.0814(5) -0.0214(3) 0.0061(4) 0.0237(3) S''A 0.0718(8) 0.0680(8) 0.0870(10) -0.0251(6) -0.0023(8) -0.0072(7) O1A 0.0379(8) 0.0690(10) 0.0740(10) -0.0011(7) -0.0052(8) 0.0138(9) O2A 0.0508(8) 0.0718(9) 0.0586(9) -0.0047(7) -0.0069(7) 0.0341(7) O3A 0.0374(7) 0.0575(8) 0.0591(8) 0.0030(6) 0.0073(6) 0.0212(7) O4A 0.0364(6) 0.0514(7) 0.0496(7) -0.0024(6) 0.0122(6) 0.0167(6) N1A 0.0384(8) 0.0485(9) 0.0425(8) -0.0073(7) 0.0084(7) 0.0126(7) N2A 0.0603(9) 0.0520(10) 0.0560(10) -0.0144(8) 0.0249(8) 0.0061(8) C2A 0.0356(9) 0.0410(10) 0.0410(10) -0.0066(8) 0.0046(8) 0.0008(9) C3A 0.0350(9) 0.0380(10) 0.0390(10) -0.0057(8) 0.0018(8) 0.0027(8) C4A 0.0371(9) 0.0378(9) 0.0349(9) -0.0054(8) 0.0056(8) 0.0066(8) C5A 0.0337(9) 0.0354(9) 0.0348(9) -0.0057(7) 0.0027(8) 0.0042(8) C6A 0.0365(9) 0.0369(9) 0.0360(9) -0.0073(7) 0.0035(8) 0.0038(8) C7A 0.0390(10) 0.0600(10) 0.0700(10) -0.0083(9) 0.0150(10) 0.0100(10) C8A 0.0410(10) 0.0390(10) 0.0460(10) -0.0066(8) -0.0021(9) 0.0010(9) C9A 0.0470(10) 0.0450(10) 0.0490(10) -0.0070(9) 0.0061(9) 0.0158(9) C10A 0.0390(9) 0.0338(9) 0.0410(10) -0.0074(7) 0.0070(8) 0.0040(8) C11A 0.0321(9) 0.0390(10) 0.0550(10) -0.0055(8) 0.0093(8) 0.0098(9) C13A 0.0710(10) 0.0700(10) 0.081(2) -0.0320(10) 0.0110(10) -0.0110(10) C14A 0.0700(10) 0.0450(10) 0.119(2) -0.0210(10) 0.0160(10) 0.0090(10) C15A 0.076(2) 0.090(2) 0.083(2) -0.0060(10) -0.0200(10) 0.0500(10) C16A 0.0390(10) 0.0510(10) 0.0580(10) -0.0010(9) 0.0176(9) 0.0140(10) C17A 0.0570(10) 0.0550(10) 0.0580(10) -0.0153(9) 0.0208(9) 0.0090(10) C18A 0.0370(10) 0.0610(10) 0.0550(10) -0.0047(9) 0.0069(9) 0.0190(10) C19A 0.0570(10) 0.0750(10) 0.075(2) -0.0240(10) 0.0210(10) 0.0010(10) C20A 0.086(2) 0.090(2) 0.085(2) -0.0420(10) 0.0180(10) -0.005(2) C21A 0.081(2) 0.110(2) 0.085(2) -0.0470(10) -0.009(2) 0.016(2) C22A 0.0420(10) 0.123(2) 0.106(2) -0.0270(10) -0.0110(10) 0.038(2) C23A 0.0390(10) 0.088(2) 0.083(2) -0.0040(10) 0.0040(10) 0.0260(10) C24A 0.096(2) 0.081(2) 0.0570(10) -0.0330(10) 0.0310(10) 0.0060(10) C25A 0.116(2) 0.105(2) 0.0600(10) -0.046(2) 0.0340(10) -0.0120(10) C26A 0.107(2) 0.096(2) 0.107(2) -0.037(2) 0.0620(10) -0.036(2) C27A 0.102(2) 0.061(2) 0.111(2) -0.0180(10) 0.044(2) -0.015(2) C28A 0.0690(10) 0.0570(10) 0.090(2) -0.0070(10) 0.0280(10) 0.0000(10) S'B 0.0861(6) 0.0549(5) 0.0912(7) -0.0278(4) 0.0140(5) 0.0164(5) S''B 0.0794(6) 0.0591(5) 0.0605(6) -0.0206(5) -0.0055(5) -0.0002(5) O1B 0.0479(8) 0.0800(10) 0.0790(10) -0.0232(7) -0.0157(8) 0.0111(9) O2B 0.0511(8) 0.0679(9) 0.0572(9) -0.0108(7) -0.0105(7) 0.0244(7) O3B 0.0469(8) 0.0770(10) 0.0739(9) 0.0082(8) 0.0121(7) 0.0376(8) O4B 0.0365(6) 0.0502(7) 0.0458(7) -0.0069(6) 0.0061(6) 0.0148(6) N1B 0.0473(9) 0.0543(9) 0.0492(9) -0.0178(7) 0.0053(7) 0.0153(8) N2B 0.0574(9) 0.0590(10) 0.0474(9) -0.0176(8) 0.0195(7) 0.0007(8) C2B 0.0410(10) 0.0460(10) 0.0480(10) -0.0147(8) 0.0051(9) 0.0000(9) C3B 0.0390(10) 0.0400(10) 0.0420(10) -0.0094(8) 0.0026(8) -0.0004(9) C4B 0.0394(9) 0.0400(10) 0.0348(9) -0.0085(8) 0.0040(8) 0.0069(8) C5B 0.0396(9) 0.0356(9) 0.0360(10) -0.0082(7) 0.0027(8) 0.0048(8) C6B 0.0440(10) 0.0379(9) 0.0410(10) -0.0115(8) 0.0025(8) 0.0055(8) C7B 0.0480(10) 0.0720(10) 0.072(2) -0.0240(10) 0.0090(10) 0.0080(10) C8B 0.0440(10) 0.0440(10) 0.0470(10) -0.0094(9) -0.0030(10) -0.0030(10) C9B 0.0560(10) 0.0490(10) 0.0580(10) -0.0161(9) -0.0010(10) 0.0227(9) C10B 0.0410(10) 0.0390(10) 0.0400(10) -0.0065(8) 0.0025(8) 0.0065(9) C11B 0.0326(9) 0.0430(10) 0.0530(10) -0.0083(8) 0.0059(8) 0.0075(9) C13B 0.0710(10) 0.080(2) 0.086(2) -0.0310(10) 0.0050(10) -0.024(2) C14B 0.073(2) 0.0480(10) 0.129(3) -0.0220(10) 0.008(2) 0.0140(10) C15B 0.069(2) 0.086(2) 0.073(2) -0.0060(10) -0.0200(10) 0.0340(10) C16B 0.0366(9) 0.0520(10) 0.0520(10) -0.0069(8) 0.0109(9) 0.0090(10) C17B 0.0550(10) 0.0640(10) 0.0570(10) -0.0226(9) 0.0159(9) 0.0060(10) C18B 0.0420(10) 0.0550(10) 0.0500(10) -0.0110(9) 0.0017(9) 0.0120(10) C19B 0.0580(10) 0.0690(10) 0.073(2) -0.0200(10) 0.0140(10) -0.0040(10) C20B 0.090(2) 0.079(2) 0.085(2) -0.0350(10) 0.014(2) -0.014(2) C21B 0.085(2) 0.082(2) 0.083(2) -0.0430(10) -0.012(2) 0.0110(10) C22B 0.0540(10) 0.092(2) 0.104(2) -0.0320(10) -0.0060(10) 0.021(2) C23B 0.0440(10) 0.0730(10) 0.084(2) -0.0140(10) 0.0040(10) 0.0130(10) C24B 0.0740(10) 0.090(2) 0.0490(10) -0.0250(10) 0.0230(10) 0.0010(10) C25B 0.089(2) 0.110(2) 0.0540(10) -0.034(2) 0.0230(10) -0.017(2) C26B 0.101(2) 0.089(2) 0.090(2) -0.030(2) 0.034(2) -0.032(2) C27B 0.113(2) 0.0600(10) 0.089(2) -0.0270(10) 0.031(2) -0.0100(10) C28B 0.079(2) 0.0580(10) 0.0670(10) -0.0100(10) 0.0210(10) 0.0020(10) O(M1) 0.0583(9) 0.0693(9) 0.0632(9) -0.0170(7) 0.0075(8) 0.0103(8) C(M1) 0.096(2) 0.086(2) 0.086(2) -0.005(2) 0.024(2) 0.0310(10) O(M2) 0.0662(9) 0.0890(10) 0.0820(10) -0.0192(8) 0.0154(8) 0.0373(8) C(M2) 0.092(2) 0.109(2) 0.104(2) 0.002(2) 0.029(2) 0.052(2) O(M3) 0.1020(10) 0.1580(10) 0.1020(10) -0.0788(8) -0.0150(10) 0.0670(10) C(M3) 0.118(2) 0.144(3) 0.085(2) -0.062(2) -0.001(2) 0.029(2) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag S'A 0.56287(6) 0.34414(5) 0.49337(7) 0.0661(2) Uani ? S''A 0.61180(10) 0.26560(10) 0.66870(10) 0.0772(5) Uani ? O1A 0.28260(10) 0.23890(10) 0.43000(10) 0.0637(5) Uani ? O2A 0.41260(10) 0.25250(10) 0.36750(10) 0.0620(5) Uani ? O3A 0.80370(10) 0.01460(10) 0.57750(10) 0.0528(4) Uani ? O4A 0.73980(10) 0.10381(9) 0.45160(10) 0.0457(4) Uani ? N1A 0.50270(10) 0.07180(10) 0.63450(10) 0.0428(5) Uani ? N2A 0.78420(10) 0.02510(10) 0.24790(10) 0.0540(5) Uani ? C2A 0.42710(10) 0.12500(10) 0.5730(2) 0.0401(6) Uani ? C3A 0.44980(10) 0.16790(10) 0.50350(10) 0.0386(5) Uani ? C4A 0.55760(10) 0.16750(10) 0.50200(10) 0.0371(5) Uani ? C5A 0.62920(10) 0.08920(10) 0.55250(10) 0.0354(5) Uani ? C6A 0.60070(10) 0.04860(10) 0.62000(10) 0.0370(5) Uani ? C7A 0.3250(2) 0.1289(2) 0.5928(2) 0.0559(7) Uani ? C8A 0.3719(2) 0.22180(10) 0.4335(2) 0.0443(6) Uani ? C9A 0.6661(2) -0.02140(10) 0.6857(2) 0.0468(6) Uani ? C10A 0.73200(10) 0.06400(10) 0.53220(10) 0.0382(5) Uani ? C11A 0.57920(10) 0.25280(10) 0.5543(2) 0.0418(6) Uani ? C13A 0.6235(2) 0.3589(2) 0.6777(2) 0.0725(9) Uani ? C14A 0.6006(2) 0.4020(2) 0.5948(3) 0.0765(9) Uani ? C15A 0.3467(2) 0.3136(2) 0.2994(2) 0.0860(10) Uani ? C16A 0.8377(2) 0.08900(10) 0.4244(2) 0.0495(6) Uani ? C17A 0.8218(2) 0.0951(2) 0.3116(2) 0.0543(7) Uani ? C18A 0.8919(2) 0.1564(2) 0.4783(2) 0.0513(6) Uani ? C19A 0.8462(2) 0.2307(2) 0.5326(2) 0.0669(8) Uani ? C20A 0.8977(2) 0.2919(2) 0.5778(2) 0.0840(10) Uani ? C21A 0.9951(2) 0.2814(2) 0.5681(3) 0.0900(10) Uani ? C22A 1.0419(2) 0.2085(2) 0.5139(3) 0.0890(10) Uani ? C23A 0.9916(2) 0.1452(2) 0.4694(2) 0.0715(9) Uani ? C24A 0.7775(2) 0.0444(2) 0.1432(2) 0.0736(8) Uani ? C25A 0.7435(2) -0.0252(2) 0.0691(2) 0.0890(10) Uani ? C26A 0.8119(2) -0.1161(2) 0.0864(3) 0.0990(10) Uani ? C27A 0.8215(3) -0.1344(2) 0.1939(3) 0.0900(10) Uani ? C28A 0.8532(2) -0.0622(2) 0.2662(2) 0.0721(9) Uani ? S'B 0.08601(9) 0.86148(7) 0.00770(10) 0.0745(3) Uani ? S''B 0.13016(9) 0.78439(7) 0.18411(8) 0.0683(3) Uani ? O1B -0.17000(10) 0.70490(10) -0.09430(10) 0.0704(6) Uani ? O2B -0.05390(10) 0.76370(10) -0.12870(10) 0.0604(5) Uani ? O3B 0.35240(10) 0.53430(10) 0.07830(10) 0.0674(5) Uani ? O4B 0.29050(10) 0.63286(9) -0.03750(10) 0.0440(4) Uani ? N1B 0.05560(10) 0.57800(10) 0.13490(10) 0.0486(5) Uani ? N2B 0.33150(10) 0.54880(10) -0.22930(10) 0.0528(5) Uani ? C2B -0.0227(2) 0.62190(10) 0.0681(2) 0.0448(6) Uani ? C3B -0.00430(10) 0.66830(10) -0.0004(2) 0.0413(6) Uani ? C4B 0.09970(10) 0.68240(10) 0.00630(10) 0.0383(5) Uani ? C5B 0.17820(10) 0.60650(10) 0.05570(10) 0.0376(5) Uani ? C6B 0.1538(2) 0.56150(10) 0.1219(2) 0.0409(6) Uani ? C7B -0.1215(2) 0.6107(2) 0.0832(2) 0.0619(7) Uani ? C8B -0.0845(2) 0.71140(10) -0.0769(2) 0.0474(6) Uani ? C9B 0.2212(2) 0.49110(10) 0.1855(2) 0.0537(7) Uani ? C10B 0.28090(10) 0.58610(10) 0.0360(2) 0.0411(6) Uani ? C11B 0.10770(10) 0.77050(10) 0.0622(2) 0.0427(6) Uani ? C13B 0.1285(2) 0.8850(2) 0.1900(2) 0.0802(9) Uani ? C14B 0.1077(2) 0.9217(2) 0.1031(3) 0.0830(10) Uani ? C15B -0.1281(2) 0.8135(2) -0.2020(2) 0.0800(10) Uani ? C16B 0.3898(2) 0.61990(10) -0.0605(2) 0.0469(6) Uani ? C17B 0.3820(2) 0.6146(2) -0.1742(2) 0.0563(7) Uani ? C18B 0.4361(2) 0.6937(2) -0.0102(2) 0.0495(6) Uani ? C19B 0.3845(2) 0.7656(2) 0.0433(2) 0.0661(8) Uani ? C20B 0.4296(2) 0.8308(2) 0.0890(2) 0.0840(10) Uani ? C21B 0.5269(2) 0.8261(2) 0.0815(2) 0.0820(10) Uani ? C22B 0.5789(2) 0.7557(2) 0.0277(3) 0.0820(10) Uani ? C23B 0.5341(2) 0.6896(2) -0.0176(2) 0.0670(8) Uani ? C24B 0.3362(2) 0.5482(2) -0.3370(2) 0.0690(8) Uani ? C25B 0.2803(2) 0.4859(2) -0.4005(2) 0.0830(10) Uani ? C26B 0.3199(3) 0.3930(2) -0.3660(3) 0.0930(10) Uani ? C27B 0.3204(3) 0.3945(2) -0.2538(2) 0.0860(10) Uani ? C28B 0.3752(2) 0.4594(2) -0.1954(2) 0.0681(8) Uani ? O(M1) 0.87300(10) 0.38740(10) 0.23560(10) 0.0632(5) Uani ? C(M1) 0.8909(3) 0.3067(2) 0.2782(2) 0.0890(10) Uani ? O(M2) 0.57380(10) 0.03590(10) 0.24830(10) 0.0758(6) Uani ? C(M2) 0.5210(3) 0.1029(2) 0.1859(3) 0.1010(10) Uani ? O(M3) 0.0131(2) 0.47870(10) 0.2815(2) 0.1109(7) Uani ? C(M3) 0.0639(3) 0.4545(3) 0.3737(3) 0.1110(10) Uani ? HN1A 0.4852 0.0399 0.6784 0.0580 Uiso calc HC4A 0.5671 0.1626 0.4327 0.0506 Uiso calc H1C7A 0.2750 0.1666 0.5489 0.0760 Uiso calc H2C7A 0.3125 0.0714 0.5839 0.0760 Uiso calc H3C7A 0.3183 0.1517 0.6607 0.0760 Uiso calc H1C9A 0.7336 -0.0353 0.6727 0.0660 Uiso calc H2C9A 0.6665 -0.0021 0.7548 0.0660 Uiso calc H3C9A 0.6433 -0.0745 0.6729 0.0660 Uiso calc HC13A 0.6487 0.3852 0.7427 0.0974 Uiso calc HC14A 0.6081 0.4614 0.5977 0.1025 Uiso calc H1C15A 0.3827 0.3324 0.2562 0.1162 Uiso calc H2C15A 0.2968 0.2882 0.2592 0.1162 Uiso calc H3C15A 0.3132 0.3661 0.3363 0.1162 Uiso calc HC16A 0.8772 0.0312 0.4427 0.0675 Uiso calc H1C17A 0.7755 0.1516 0.2971 0.0739 Uiso calc H2C17A 0.8842 0.0971 0.2934 0.0739 Uiso calc HC19A 0.7767 0.2386 0.5397 0.0888 Uiso calc HC20A 0.8639 0.3442 0.6170 0.1133 Uiso calc HC21A 1.0318 0.3245 0.6000 0.1207 Uiso calc HC22A 1.1108 0.2013 0.5068 0.1190 Uiso calc HC23A 1.0256 0.0920 0.4319 0.0969 Uiso calc H1C24A 0.8410 0.0495 0.1313 0.1011 Uiso calc H2C24A 0.7311 0.1023 0.1314 0.1011 Uiso calc H1C25A 0.7392 -0.0111 0.0011 0.1186 Uiso calc H2C25A 0.6762 -0.0261 0.0769 0.1186 Uiso calc H1C26A 0.8761 -0.1173 0.0710 0.1257 Uiso calc H2C26A 0.7864 -0.1603 0.0417 0.1257 Uiso calc H1C27A 0.8675 -0.1907 0.2063 0.1172 Uiso calc H2C27A 0.7571 -0.1392 0.2061 0.1172 Uiso calc H1C28A 0.8568 -0.0752 0.3352 0.0974 Uiso calc H2C28A 0.9201 -0.0607 0.2595 0.0974 Uiso calc HN1B 0.0420 0.5437 0.1847 0.0647 Uiso calc HC4B 0.1117 0.6840 -0.0611 0.0528 Uiso calc H1C7B -0.1747 0.6427 0.0360 0.0850 Uiso calc H2C7B -0.1233 0.5502 0.0748 0.0850 Uiso calc H3C7B -0.1350 0.6334 0.1494 0.0850 Uiso calc H1C9B 0.2887 0.4817 0.1749 0.0752 Uiso calc H2C9B 0.2187 0.5082 0.2550 0.0752 Uiso calc H3C9B 0.2016 0.4369 0.1691 0.0752 Uiso calc HC13B 0.1418 0.9176 0.2545 0.1061 Uiso calc HC14B 0.1064 0.9830 0.0993 0.1121 Uiso calc H1C15B -0.0997 0.8493 -0.2349 0.1073 Uiso calc H2C15B -0.1570 0.7755 -0.2515 0.1073 Uiso calc H3C15B -0.1809 0.8526 -0.1703 0.1073 Uiso calc HC16B 0.4323 0.5642 -0.0366 0.0653 Uiso calc H1C17B 0.3463 0.6727 -0.1961 0.0773 Uiso calc H2C17B 0.4481 0.6032 -0.1911 0.0773 Uiso calc HC19B 0.3149 0.7695 0.0482 0.0895 Uiso calc HC20B 0.3928 0.8817 0.1272 0.1138 Uiso calc HC21B 0.5594 0.8719 0.1137 0.1101 Uiso calc HC22B 0.6470 0.7534 0.0198 0.1095 Uiso calc HC23B 0.5724 0.6380 -0.0539 0.0906 Uiso calc H1C24B 0.4054 0.5312 -0.3466 0.0956 Uiso calc H2C24B 0.3095 0.6078 -0.3583 0.0956 Uiso calc H1C25B 0.2854 0.4850 -0.4704 0.1120 Uiso calc H2C25B 0.2103 0.5054 -0.3953 0.1120 Uiso calc H1C26B 0.3872 0.3699 -0.3792 0.1222 Uiso calc H2C26B 0.2806 0.3543 -0.4026 0.1222 Uiso calc H1C27B 0.3480 0.3359 -0.2315 0.1136 Uiso calc H2C27B 0.2515 0.4118 -0.2420 0.1136 Uiso calc H1C28B 0.3752 0.4593 -0.1243 0.0913 Uiso calc H2C28B 0.4451 0.4402 -0.2043 0.0913 Uiso calc H1(M1) 0.7974 0.4142 0.2258 0.0835 Uiso calc H2(M1) 0.9604 0.2784 0.2888 0.1154 Uiso calc H3(M1) 0.8672 0.3145 0.3411 0.1154 Uiso calc H4(M1) 0.8569 0.2669 0.2345 0.1154 Uiso calc H1(M2) 0.6457 0.0352 0.2530 0.0986 Uiso calc H2(M2) 0.4509 0.1073 0.1775 0.1266 Uiso calc H3(M2) 0.5327 0.1589 0.2129 0.1266 Uiso calc H4(M2) 0.5407 0.0911 0.1204 0.1266 Uiso calc H1(M3) -0.0397 0.4454 0.2551 0.1403 Uiso calc H2(M3) 0.1132 0.4868 0.3977 0.1407 Uiso calc H3(M3) 0.0196 0.4643 0.4226 0.1407 Uiso calc H4(M3) 0.0972 0.3923 0.3712 0.1407 Uiso calc loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C11A S'A C14A 93.80(10) no C11A S''A C13A 100.3(2) no C8A O2A C15A 117.4(2) yes C10A O4A C16A 117.80(10) yes C2A N1A C6A 123.4(2) yes C17A N2A C24A 106.8(2) yes C17A N2A C28A 110.7(2) yes C24A N2A C28A 109.7(2) yes N1A C2A C3A 119.6(2) yes N1A C2A C7A 113.8(2) yes C3A C2A C7A 126.6(2) no C2A C3A C4A 120.4(2) no C2A C3A C8A 121.5(2) no C4A C3A C8A 117.9(2) no C3A C4A C5A 111.2(2) no C3A C4A C11A 109.8(2) no C5A C4A C11A 109.70(10) no C4A C5A C6A 120.6(2) no C4A C5A C10A 117.9(2) no C6A C5A C10A 121.2(2) no N1A C6A C5A 119.6(2) yes N1A C6A C9A 113.6(2) yes C5A C6A C9A 126.8(2) no O1A C8A O2A 121.2(2) yes O1A C8A C3A 128.4(2) yes O2A C8A C3A 110.5(2) yes O3A C10A O4A 121.5(2) yes O3A C10A C5A 127.7(2) yes O4A C10A C5A 110.80(10) yes S'A C11A S''A 113.80(10) no S'A C11A C4A 122.9(2) no S''A C11A C4A 123.2(2) no S''A C13A C14A 117.9(2) no S'A C14A C13A 114.0(2) no O4A C16A C17A 106.4(2) yes O4A C16A C18A 111.7(2) yes C17A C16A C18A 110.5(2) no N2A C17A C16A 117.1(2) yes C16A C18A C19A 123.0(2) no C16A C18A C23A 118.7(2) no C19A C18A C23A 118.2(2) no C18A C19A C20A 121.1(3) no C19A C20A C21A 120.8(3) no C20A C21A C22A 119.3(3) no C21A C22A C23A 120.7(3) no C18A C23A C22A 120.0(2) no N2A C24A C25A 112.3(3) yes C24A C25A C26A 111.3(2) no C25A C26A C27A 109.4(3) no C26A C27A C28A 112.4(3) no N2A C28A C27A 111.6(2) yes C11B S'B C14B 97.3(2) no C11B S''B C13B 96.5(2) no C8B O2B C15B 116.6(2) yes C10B O4B C16B 116.90(10) yes C2B N1B C6B 123.0(2) yes C17B N2B C24B 108.4(2) yes C17B N2B C28B 113.2(2) yes C24B N2B C28B 109.6(2) yes N1B C2B C3B 119.3(2) yes N1B C2B C7B 112.6(2) yes C3B C2B C7B 128.1(2) no C2B C3B C4B 119.7(2) no C2B C3B C8B 121.1(2) no C4B C3B C8B 119.0(2) no C3B C4B C5B 110.5(2) no C3B C4B C11B 111.4(2) no C5B C4B C11B 110.8(2) no C4B C5B C6B 119.6(2) no C4B C5B C10B 120.0(2) no C6B C5B C10B 120.3(2) no N1B C6B C5B 119.4(2) yes N1B C6B C9B 112.5(2) yes C5B C6B C9B 128.1(2) no O1B C8B O2B 120.9(2) yes O1B C8B C3B 127.4(2) yes O2B C8B C3B 111.7(2) yes O3B C10B O4B 121.0(2) yes O3B C10B C5B 126.6(2) yes O4B C10B C5B 112.4(2) yes S'B C11B S''B 113.10(10) no S'B C11B C4B 123.8(2) no S''B C11B C4B 123.0(2) no S''B C13B C14B 116.1(2) no S'B C14B C13B 116.7(2) no O4B C16B C17B 107.8(2) yes O4B C16B C18B 110.7(2) yes C17B C16B C18B 111.8(2) no N2B C17B C16B 115.3(2) yes C16B C18B C19B 122.6(2) no C16B C18B C23B 119.3(2) no C19B C18B C23B 118.1(2) no C18B C19B C20B 120.8(3) no C19B C20B C21B 120.6(3) no C20B C21B C22B 119.4(3) no C21B C22B C23B 120.1(3) no C18B C23B C22B 120.9(2) no N2B C24B C25B 112.0(3) yes C24B C25B C26B 110.7(2) no C25B C26B C27B 110.0(2) no C26B C27B C28B 111.6(3) no N2B C28B C27B 111.1(2) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag S'A C11A 1.686(2) no S'A C14A 1.643(3) no S''A C11A 1.543(3) no S''A C13A 1.508(3) no O1A C8A 1.207(3) yes O2A C8A 1.343(3) yes O2A C15A 1.437(3) yes O3A C10A 1.213(2) yes O4A C10A 1.359(3) yes O4A C16A 1.444(3) yes N1A C2A 1.379(2) yes N1A C6A 1.375(3) yes N2A C17A 1.468(3) yes N2A C24A 1.471(3) yes N2A C28A 1.476(3) yes C2A C3A 1.350(3) no C2A C7A 1.494(3) no C3A C4A 1.520(3) no C3A C8A 1.464(3) no C4A C5A 1.514(2) no C4A C11A 1.520(3) no C5A C6A 1.350(3) no C5A C10A 1.465(3) no C6A C9A 1.500(3) no C13A C14A 1.328(5) no C16A C17A 1.518(3) no C16A C18A 1.511(3) no C18A C19A 1.377(3) no C18A C23A 1.392(4) no C19A C20A 1.377(4) no C20A C21A 1.366(5) no C21A C22A 1.367(4) no C22A C23A 1.391(5) no C24A C25A 1.511(4) no C25A C26A 1.515(4) no C26A C27A 1.497(5) no C27A C28A 1.516(4) no S'B C11B 1.621(3) no S'B C14B 1.546(3) no S''B C11B 1.628(2) no S''B C13B 1.571(3) no O1B C8B 1.211(3) yes O2B C8B 1.340(3) yes O2B C15B 1.437(3) yes O3B C10B 1.213(2) yes O4B C10B 1.355(3) yes O4B C16B 1.445(3) yes N1B C2B 1.376(2) yes N1B C6B 1.378(3) yes N2B C17B 1.464(3) yes N2B C24B 1.476(3) yes N2B C28B 1.470(3) yes C2B C3B 1.349(3) no C2B C7B 1.500(4) no C3B C4B 1.522(3) no C3B C8B 1.464(3) no C4B C5B 1.522(2) no C4B C11B 1.521(3) no C5B C6B 1.349(3) no C5B C10B 1.463(3) no C6B C9B 1.497(3) no C13B C14B 1.325(5) no C16B C17B 1.522(3) no C16B C18B 1.514(3) no C18B C19B 1.378(3) no C18B C23B 1.385(4) no C19B C20B 1.375(4) no C20B C21B 1.373(5) no C21B C22B 1.368(4) no C22B C23B 1.383(4) no C24B C25B 1.511(5) no C25B C26B 1.518(5) no C26B C27B 1.520(5) no C27B C28B 1.505(4) no O(M1) C(M1) 1.402(4) no O(M2) C(M2) 1.396(4) no O(M3) C(M3) 1.366(4) no