#------------------------------------------------------------------------------
#$Date: 2025-08-19 16:18:28 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301805 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/92/2229208.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_2229208
loop_
_publ_author_name
'Asad, Mohammad'
'Oo, Chuan-Wei'
'Osman, Hasnah'
'Hemamalini, Madhukar'
'Fun, Hoong-Kun'
_publ_section_title
;
 4-Hydroxy-3-[(4-hydroxy-6-methyl-2-oxo-3,6-dihydro-2H-pyran-3-yl)(3-thienyl)methyl]-6-methyl-3,6-dihydro-2H-pyran-2-one
;
_journal_coeditor_code           RZ2545
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o494
_journal_page_last               o495
_journal_paper_doi               10.1107/S1600536811002716
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C17 H14 O6 S'
_chemical_formula_moiety         'C17 H14 O6 S'
_chemical_formula_sum            'C17 H14 O6 S'
_chemical_formula_weight         346.34
_chemical_name_systematic
;
4-Hydroxy-3-[(4-hydroxy-6-methyl-2-oxo-3,6-dihydro-2H-pyran-3-yl)(3-
thienyl)methyl]-6-methyl-3,6-dihydro-2H-pyran-2-one
;
_space_group_IT_number           29
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   30.6120(18)
_cell_length_b                   7.9982(5)
_cell_length_c                   25.6540(15)
_cell_measurement_reflns_used    9836
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      30.58
_cell_measurement_theta_min      2.55
_cell_volume                     6281.1(7)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.00(10)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type
;
Bruker APEXII DUO CCD area-detector
;
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_sigmaI/netI    0.0209
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            127650
_diffrn_reflns_theta_full        30.69
_diffrn_reflns_theta_max         30.69
_diffrn_reflns_theta_min         1.55
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.237
_exptl_absorpt_correction_T_max  0.9579
_exptl_absorpt_correction_T_min  0.9016
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2880
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.975
_refine_diff_density_min         -0.753
_refine_ls_abs_structure_details 'Flack (1983), 9485 Friedel pairs'
_refine_ls_abs_structure_Flack   0.03(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     896
_refine_ls_number_reflns         19406
_refine_ls_number_restraints     77
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0465
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0845P)²+2.3923P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1284
_refine_ls_wR_factor_ref         0.1307
_reflns_number_gt                18459
_reflns_number_total             19406
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rz2545.cif
_cod_data_source_block           I
_cod_database_code               2229208
_cod_database_fobs_code          2229208
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1A 0.18378(4) 0.51727(19) 0.33172(6) 0.0214(3) Uani d . 1 . .
O O2A 0.05929(5) 0.5288(2) 0.27713(6) 0.0226(3) Uani d . 1 . .
H H2OA 0.0416 0.5692 0.2976 0.034 Uiso calc R 1 . .
O O3A 0.16825(4) 0.65005(19) 0.40437(5) 0.0199(3) Uani d . 1 . .
O O4A -0.02656(4) 0.46362(17) 0.40941(5) 0.0172(2) Uani d . 1 . .
O O5A 0.08386(4) 0.6121(2) 0.48443(5) 0.0214(3) Uani d . 1 . .
H H5OA 0.0818 0.5864 0.5153 0.032 Uiso calc R 1 . .
O O6A -0.00616(4) 0.58564(18) 0.33678(5) 0.0185(2) Uani d . 1 . .
C C1A 0.15328(5) 0.5948(2) 0.36290(7) 0.0163(3) Uani d . 1 . .
C C2A 0.17312(7) 0.4506(3) 0.28440(8) 0.0227(4) Uani d . 1 . .
C C3A 0.13173(7) 0.4531(3) 0.26732(8) 0.0223(4) Uani d . 1 . .
H H3AA 0.1245 0.4037 0.2356 0.027 Uiso calc R 1 . .
C C4A 0.09871(6) 0.5321(2) 0.29810(7) 0.0179(3) Uani d . 1 . .
C C5A 0.10908(5) 0.6060(2) 0.34550(7) 0.0147(3) Uani d . 1 . .
C C6A 0.00407(5) 0.5552(2) 0.38225(7) 0.0150(3) Uani d . 1 . .
C C7A -0.02007(6) 0.4160(2) 0.45972(7) 0.0176(3) Uani d . 1 . .
C C8A 0.01651(6) 0.4597(2) 0.48527(7) 0.0173(3) Uani d . 1 . .
H H8AA 0.0210 0.4254 0.5195 0.021 Uiso calc R 1 . .
C C9A 0.04852(5) 0.5600(2) 0.45898(7) 0.0154(3) Uani d . 1 . .
C C10A 0.04336(5) 0.6051(2) 0.40742(7) 0.0140(3) Uani d . 1 . .
C C11A 0.07803(5) 0.7065(2) 0.37934(6) 0.0141(3) Uani d . 1 A .
H H11A 0.0965 0.7503 0.4074 0.017 Uiso calc R 1 . .
C C12A 0.06062(5) 0.8629(2) 0.35192(7) 0.0150(3) Uani d D 1 . .
S S1A 0.02387(3) 1.14625(14) 0.33996(4) 0.0206(2) Uani d PDU 0.739(4) A 1
C C13A 0.0314(3) 0.9701(9) 0.3753(3) 0.0140(9) Uani d PDU 0.739(4) A 1
H H13A 0.0174 0.9482 0.4067 0.017 Uiso calc PR 0.739(4) A 1
C C14A 0.05913(14) 1.0821(6) 0.29190(15) 0.0208(7) Uani d PDU 0.739(4) A 1
H H14A 0.0656 1.1432 0.2620 0.025 Uiso calc PR 0.739(4) A 1
C C15A 0.0767(3) 0.9266(9) 0.3037(3) 0.0165(13) Uani d PDU 0.739(4) A 1
H H15A 0.0966 0.8706 0.2826 0.020 Uiso calc PR 0.739(4) A 1
S S1X 0.05051(10) 1.1120(4) 0.28711(11) 0.0170(7) Uiso d PDU 0.261(4) A 2
C C13X 0.0720(10) 0.920(3) 0.3029(9) 0.019(5) Uiso d PDU 0.261(4) A 2
H H13B 0.0898 0.8595 0.2803 0.023 Uiso calc PR 0.261(4) A 2
C C14X 0.0226(5) 1.1125(19) 0.3455(6) 0.030(3) Uiso d PDU 0.261(4) A 2
H H14B 0.0030 1.1958 0.3550 0.036 Uiso calc PR 0.261(4) A 2
C C15X 0.0322(13) 0.979(4) 0.3764(11) 0.030(3) Uiso d PDU 0.261(4) A 2
H H15B 0.0213 0.9653 0.4100 0.036 Uiso calc PR 0.261(4) A 2
C C16A 0.21206(8) 0.3842(3) 0.25676(10) 0.0325(5) Uani d . 1 . .
H H16A 0.2033 0.3379 0.2238 0.049 Uiso calc R 1 . .
H H16B 0.2255 0.2985 0.2775 0.049 Uiso calc R 1 . .
H H16C 0.2326 0.4730 0.2510 0.049 Uiso calc R 1 . .
C C17A -0.05696(7) 0.3152(3) 0.48050(9) 0.0264(4) Uani d . 1 . .
H H17A -0.0519 0.2908 0.5166 0.040 Uiso calc R 1 . .
H H17B -0.0592 0.2126 0.4613 0.040 Uiso calc R 1 . .
H H17C -0.0837 0.3772 0.4770 0.040 Uiso calc R 1 . .
S S1B 0.19369(3) 0.38051(7) 0.86180(3) 0.03968(15) Uani d . 1 . .
O O1B 0.11011(4) 1.01124(18) 0.75745(5) 0.0194(2) Uani d . 1 . .
O O2B 0.11192(5) 1.0506(2) 0.91526(5) 0.0222(3) Uani d . 1 . .
H H2OB 0.0913 1.1078 0.9251 0.033 Uiso calc R 1 . .
O O3B 0.17153(5) 0.8700(2) 0.75707(6) 0.0233(3) Uani d . 1 . .
O O4B 0.28401(4) 1.08993(19) 0.92247(5) 0.0206(3) Uani d . 1 . .
O O5B 0.25081(5) 0.8741(2) 0.78469(6) 0.0263(3) Uani d . 1 . .
H H5OB 0.2244 0.8711 0.7791 0.039 Uiso calc R 1 . .
O O6B 0.22134(5) 1.0353(2) 0.95991(6) 0.0256(3) Uani d . 1 . .
C C1B 0.14492(6) 0.9453(2) 0.78447(7) 0.0169(3) Uani d . 1 . .
C C2B 0.07627(6) 1.0898(2) 0.78185(8) 0.0183(3) Uani d . 1 . .
C C3B 0.07591(6) 1.1069(2) 0.83392(8) 0.0189(3) Uani d . 1 . .
H H3BA 0.0527 1.1599 0.8505 0.023 Uiso calc R 1 . .
C C4B 0.11181(6) 1.0424(2) 0.86360(7) 0.0163(3) Uani d . 1 . .
C C5B 0.14690(5) 0.9671(2) 0.83935(7) 0.0156(3) Uani d . 1 . .
C C6B 0.24240(6) 1.0255(2) 0.91906(7) 0.0177(3) Uani d . 1 . .
C C7B 0.31275(6) 1.0808(3) 0.88188(8) 0.0192(3) Uani d . 1 . .
C C8B 0.30122(6) 1.0103(3) 0.83702(8) 0.0213(3) Uani d . 1 . .
H H8BA 0.3212 1.0043 0.8098 0.026 Uiso calc R 1 . .
C C9B 0.25807(6) 0.9434(2) 0.83045(7) 0.0183(3) Uani d . 1 . .
C C10B 0.22801(6) 0.9527(2) 0.87098(7) 0.0151(3) Uani d . 1 . .
C C11B 0.18205(5) 0.8820(2) 0.87199(7) 0.0144(3) Uani d . 1 . .
H H11B 0.1725 0.9007 0.9080 0.017 Uiso calc R 1 . .
C C12B 0.17879(6) 0.6940(2) 0.86535(7) 0.0184(3) Uani d . 1 . .
C C13B 0.21236(7) 0.5834(3) 0.86135(9) 0.0257(4) Uani d . 1 . .
H H13C 0.2416 0.6135 0.8587 0.031 Uiso calc R 1 . .
C C14B 0.14072(10) 0.4434(3) 0.86795(11) 0.0367(5) Uani d . 1 . .
H H14C 0.1171 0.3707 0.8701 0.044 Uiso calc R 1 . .
C C15B 0.13725(7) 0.6125(3) 0.86926(8) 0.0244(4) Uani d . 1 . .
H H15C 0.1108 0.6691 0.8724 0.029 Uiso calc R 1 . .
C C16B 0.04203(6) 1.1457(3) 0.74444(8) 0.0220(3) Uani d . 1 . .
H H16D 0.0189 1.1999 0.7632 0.033 Uiso calc R 1 . .
H H16E 0.0306 1.0505 0.7262 0.033 Uiso calc R 1 . .
H H16F 0.0546 1.2226 0.7199 0.033 Uiso calc R 1 . .
C C17B 0.35575(6) 1.1554(3) 0.89567(9) 0.0249(4) Uani d . 1 . .
H H17D 0.3718 1.1793 0.8644 0.037 Uiso calc R 1 . .
H H17E 0.3720 1.0780 0.9167 0.037 Uiso calc R 1 . .
H H17F 0.3512 1.2570 0.9148 0.037 Uiso calc R 1 . .
S S1C 0.04116(2) 0.69647(9) 0.14816(3) 0.03862(14) Uani d . 1 . .
O O1C 0.16141(5) 0.0454(2) 0.16312(6) 0.0234(3) Uani d . 1 . .
O O2C 0.15261(5) 0.1631(2) 0.00950(5) 0.0244(3) Uani d . 1 . .
H H2OC 0.1745 0.1291 -0.0056 0.037 Uiso calc R 1 . .
O O3C 0.09952(5) 0.1718(2) 0.18105(5) 0.0224(3) Uani d . 1 . .
O O4C -0.00688(4) 0.07788(18) -0.00124(5) 0.0190(2) Uani d . 1 . .
O O5C 0.02024(5) 0.1421(2) 0.15213(6) 0.0279(3) Uani d . 1 . .
H H5OC 0.0456 0.1691 0.1578 0.042 Uiso calc R 1 . .
O O6C 0.05246(4) 0.20544(18) -0.02862(5) 0.0183(2) Uani d . 1 . .
C C1C 0.12592(6) 0.1351(2) 0.14610(7) 0.0185(3) Uani d . 1 . .
C C2C 0.19240(7) -0.0128(3) 0.12962(9) 0.0251(4) Uani d . 1 . .
C C3C 0.19004(6) 0.0210(3) 0.07856(8) 0.0212(3) Uani d . 1 . .
H H3CA 0.2110 -0.0204 0.0557 0.025 Uiso calc R 1 . .
C C4C 0.15481(6) 0.1216(2) 0.05961(7) 0.0178(3) Uani d . 1 . .
C C5C 0.12247(6) 0.1784(2) 0.09278(7) 0.0156(3) Uani d . 1 . .
C C6C 0.03171(5) 0.1608(2) 0.01014(7) 0.0151(3) Uani d . 1 . .
C C7C -0.03533(6) 0.0280(3) 0.03633(8) 0.0226(4) Uani d . 1 . .
C C8C -0.02594(7) 0.0511(3) 0.08700(8) 0.0260(4) Uani d . 1 . .
H H8CA -0.0454 0.0161 0.1126 0.031 Uiso calc R 1 . .
C C9C 0.01399(6) 0.1293(3) 0.10114(8) 0.0211(3) Uani d . 1 . .
C C10C 0.04287(6) 0.1874(2) 0.06350(7) 0.0163(3) Uani d . 1 . .
C C11C 0.08471(5) 0.2852(2) 0.07366(6) 0.0152(3) Uani d . 1 . .
H H11C 0.0939 0.3255 0.0393 0.018 Uiso calc R 1 . .
C C12C 0.07744(6) 0.4430(2) 0.10582(7) 0.0176(3) Uani d . 1 . .
C C13C 0.03707(7) 0.5141(3) 0.11578(8) 0.0226(4) Uani d . 1 . .
H H13D 0.0107 0.4665 0.1057 0.027 Uiso calc R 1 . .
C C14C 0.09725(5) 0.7038(2) 0.15190(6) 0.0129(3) Uani d . 1 . .
H H14D 0.1146 0.7869 0.1665 0.015 Uiso calc R 1 . .
C C15C 0.11181(7) 0.5416(2) 0.12557(8) 0.0217(3) Uani d . 1 . .
H H15D 0.1410 0.5105 0.1228 0.026 Uiso calc R 1 . .
C C16C 0.22694(9) -0.1091(4) 0.15704(11) 0.0401(6) Uani d . 1 . .
H H16G 0.2469 -0.1551 0.1319 0.060 Uiso calc R 1 . .
H H16H 0.2138 -0.1981 0.1766 0.060 Uiso calc R 1 . .
H H16I 0.2425 -0.0364 0.1803 0.060 Uiso calc R 1 . .
C C17C -0.07542(7) -0.0479(3) 0.01396(10) 0.0301(4) Uani d . 1 . .
H H17G -0.0925 -0.0970 0.0414 0.045 Uiso calc R 1 . .
H H17H -0.0674 -0.1327 -0.0108 0.045 Uiso calc R 1 . .
H H17I -0.0923 0.0370 -0.0032 0.045 Uiso calc R 1 . .
S S1D 0.15685(2) -0.16664(8) 0.62643(3) 0.04059(15) Uani d . 1 . .
O O1D 0.28328(4) 0.4540(2) 0.56940(5) 0.0209(3) Uani d . 1 . .
O O2D 0.16743(4) 0.4828(2) 0.49220(5) 0.0209(3) Uani d . 1 . .
H H2OD 0.1714 0.5255 0.4635 0.031 Uiso calc R 1 . .
O O3D 0.25285(5) 0.32111(19) 0.63531(5) 0.0213(3) Uani d . 1 . .
O O4D 0.07404(4) 0.54489(18) 0.65873(5) 0.0183(2) Uani d . 1 . .
O O5D 0.19204(5) 0.3598(2) 0.70194(6) 0.0255(3) Uani d . 1 . .
H H5OD 0.2057 0.3158 0.6781 0.038 Uiso calc R 1 . .
O O6D 0.08083(5) 0.4709(2) 0.57712(6) 0.0234(3) Uani d . 1 . .
C C1D 0.24636(6) 0.3866(2) 0.59289(7) 0.0169(3) Uani d . 1 . .
C C2D 0.28167(6) 0.5303(2) 0.52211(7) 0.0189(3) Uani d . 1 . .
C C3D 0.24399(6) 0.5423(2) 0.49556(7) 0.0176(3) Uani d . 1 . .
H H3DA 0.2432 0.5944 0.4632 0.021 Uiso calc R 1 . .
C C4D 0.20522(5) 0.4740(2) 0.51777(7) 0.0153(3) Uani d . 1 . .
C C5D 0.20566(5) 0.3995(2) 0.56627(7) 0.0146(3) Uani d . 1 . .
C C6D 0.09888(6) 0.4738(2) 0.62020(7) 0.0159(3) Uani d . 1 . .
C C7D 0.08810(6) 0.5552(2) 0.70891(7) 0.0185(3) Uani d . 1 . .
C C8D 0.12725(6) 0.4953(2) 0.72266(7) 0.0188(3) Uani d . 1 . .
H H8DA 0.1366 0.5029 0.7571 0.023 Uiso calc R 1 . .
C C9D 0.15475(6) 0.4190(2) 0.68389(7) 0.0172(3) Uani d . 1 . .
C C10D 0.14102(5) 0.4083(2) 0.63250(7) 0.0143(3) Uani d . 1 . .
C C11D 0.16413(5) 0.3204(2) 0.58779(7) 0.0142(3) Uani d . 1 . .
H H11D 0.1434 0.3296 0.5589 0.017 Uiso calc R 1 . .
C C12D 0.16894(6) 0.1322(2) 0.59551(7) 0.0159(3) Uani d . 1 . .
C C13D 0.15254(7) 0.0422(2) 0.63678(8) 0.0222(4) Uani d . 1 . .
H H13E 0.1406 0.0898 0.6666 0.027 Uiso calc R 1 . .
C C14D 0.17998(6) -0.1565(3) 0.56986(8) 0.0251(4) Uani d . 1 . .
H H14E 0.1884 -0.2472 0.5495 0.030 Uiso calc R 1 . .
C C15D 0.18562(7) 0.0288(3) 0.55539(9) 0.0243(4) Uani d . 1 . .
H H15E 0.1982 0.0674 0.5247 0.029 Uiso calc R 1 . .
C C16D 0.32537(6) 0.5914(3) 0.50485(9) 0.0277(4) Uani d . 1 . .
H H16J 0.3221 0.6581 0.4740 0.042 Uiso calc R 1 . .
H H16K 0.3439 0.4977 0.4975 0.042 Uiso calc R 1 . .
H H16L 0.3382 0.6579 0.5320 0.042 Uiso calc R 1 . .
C C17D 0.05521(7) 0.6371(3) 0.74311(9) 0.0271(4) Uani d . 1 . .
H H17J 0.0666 0.6457 0.7779 0.041 Uiso calc R 1 . .
H H17K 0.0289 0.5715 0.7435 0.041 Uiso calc R 1 . .
H H17L 0.0488 0.7468 0.7300 0.041 Uiso calc R 1 . .
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'
O O 0.0106 0.0060 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2A O1A C1A . . 122.01(15) ?
C4A O2A H2OA . . 109.5 ?
C7A O4A C6A . . 121.93(14) ?
C9A O5A H5OA . . 109.5 ?
O3A C1A O1A . . 114.10(15) ?
O3A C1A C5A . . 126.61(17) ?
O1A C1A C5A . . 119.29(16) ?
C3A C2A O1A . . 120.71(17) ?
C3A C2A C16A . . 127.4(2) ?
O1A C2A C16A . . 111.85(19) ?
C2A C3A C4A . . 119.62(18) ?
C2A C3A H3AA . . 120.2 ?
C4A C3A H3AA . . 120.2 ?
O2A C4A C5A . . 125.01(17) ?
O2A C4A C3A . . 114.33(16) ?
C5A C4A C3A . . 120.65(17) ?
C4A C5A C1A . . 117.64(16) ?
C4A C5A C11A . . 125.67(15) ?
C1A C5A C11A . . 116.60(15) ?
O6A C6A O4A . . 114.24(15) ?
O6A C6A C10A . . 126.10(17) ?
O4A C6A C10A . . 119.66(16) ?
C8A C7A O4A . . 120.78(16) ?
C8A C7A C17A . . 126.81(18) ?
O4A C7A C17A . . 112.41(16) ?
C7A C8A C9A . . 119.02(16) ?
C7A C8A H8AA . . 120.5 ?
C9A C8A H8AA . . 120.5 ?
O5A C9A C10A . . 118.76(16) ?
O5A C9A C8A . . 119.99(16) ?
C10A C9A C8A . . 121.25(16) ?
C9A C10A C6A . . 117.27(16) ?
C9A C10A C11A . . 120.98(15) ?
C6A C10A C11A . . 121.74(15) ?
C10A C11A C5A . . 115.24(14) ?
C10A C11A C12A . . 114.27(14) ?
C5A C11A C12A . . 112.84(14) ?
C10A C11A H11A . . 104.3 ?
C5A C11A H11A . . 104.3 ?
C12A C11A H11A . . 104.3 ?
C13A C12A C13X . . 110.8(10) ?
C13A C12A C15X . . 3(2) ?
C13X C12A C15X . . 110.0(9) ?
C13A C12A C15A . . 112.3(3) ?
C13X C12A C15A . . 6.0(19) ?
C15X C12A C15A . . 111.2(11) ?
C13A C12A C11A . . 122.4(3) ?
C13X C12A C11A . . 126.8(8) ?
C15X C12A C11A . . 123.0(9) ?
C15A C12A C11A . . 124.8(3) ?
C13A S1A C14A . . 92.9(3) ?
C12A C13A S1A . . 112.0(4) ?
C12A C13A H13A . . 124.0 ?
S1A C13A H13A . . 124.0 ?
C15A C14A S1A . . 110.8(4) ?
C15A C14A H14A . . 124.6 ?
S1A C14A H14A . . 124.6 ?
C14A C15A C12A . . 112.1(5) ?
C14A C15A H15A . . 124.0 ?
C12A C15A H15A . . 124.0 ?
C13X S1X C14X . . 89.2(8) ?
C12A C13X S1X . . 114.3(13) ?
C12A C13X H13B . . 122.8 ?
S1X C13X H13B . . 122.8 ?
C15X C14X S1X . . 113.4(13) ?
C15X C14X H14B . . 123.3 ?
S1X C14X H14B . . 123.3 ?
C14X C15X C12A . . 112.8(16) ?
C14X C15X H15B . . 123.6 ?
C12A C15X H15B . . 123.6 ?
C2A C16A H16A . . 109.5 ?
C2A C16A H16B . . 109.5 ?
H16A C16A H16B . . 109.5 ?
C2A C16A H16C . . 109.5 ?
H16A C16A H16C . . 109.5 ?
H16B C16A H16C . . 109.5 ?
C7A C17A H17A . . 109.5 ?
C7A C17A H17B . . 109.5 ?
H17A C17A H17B . . 109.5 ?
C7A C17A H17C . . 109.5 ?
H17A C17A H17C . . 109.5 ?
H17B C17A H17C . . 109.5 ?
C14B S1B C13B . . 92.19(11) ?
C2B O1B C1B . . 122.25(15) ?
C4B O2B H2OB . . 109.5 ?
C7B O4B C6B . . 121.86(15) ?
C9B O5B H5OB . . 109.5 ?
O3B C1B O1B . . 114.30(16) ?
O3B C1B C5B . . 126.67(17) ?
O1B C1B C5B . . 119.03(16) ?
C3B C2B O1B . . 120.65(16) ?
C3B C2B C16B . . 127.19(17) ?
O1B C2B C16B . . 112.15(17) ?
C2B C3B C4B . . 119.05(17) ?
C2B C3B H3BA . . 120.5 ?
C4B C3B H3BA . . 120.5 ?
O2B C4B C5B . . 118.02(16) ?
O2B C4B C3B . . 120.99(16) ?
C5B C4B C3B . . 120.98(17) ?
C4B C5B C1B . . 117.87(16) ?
C4B C5B C11B . . 119.80(16) ?
C1B C5B C11B . . 121.34(15) ?
O6B C6B O4B . . 113.97(16) ?
O6B C6B C10B . . 126.61(17) ?
O4B C6B C10B . . 119.40(16) ?
C8B C7B O4B . . 120.80(17) ?
C8B C7B C17B . . 127.64(18) ?
O4B C7B C17B . . 111.56(17) ?
C7B C8B C9B . . 120.27(18) ?
C7B C8B H8BA . . 119.9 ?
C9B C8B H8BA . . 119.9 ?
O5B C9B C10B . . 125.28(17) ?
O5B C9B C8B . . 114.63(17) ?
C10B C9B C8B . . 120.08(17) ?
C9B C10B C6B . . 117.51(16) ?
C9B C10B C11B . . 127.35(16) ?
C6B C10B C11B . . 114.95(15) ?
C10B C11B C12B . . 115.40(14) ?
C10B C11B C5B . . 118.62(14) ?
C12B C11B C5B . . 109.55(14) ?
C10B C11B H11B . . 103.7 ?
C12B C11B H11B . . 103.7 ?
C5B C11B H11B . . 103.7 ?
C13B C12B C15B . . 112.31(19) ?
C13B C12B C11B . . 127.15(18) ?
C15B C12B C11B . . 120.13(17) ?
C12B C13B S1B . . 111.24(17) ?
C12B C13B H13C . . 124.4 ?
S1B C13B H13C . . 124.4 ?
C15B C14B S1B . . 111.77(19) ?
C15B C14B H14C . . 124.1 ?
S1B C14B H14C . . 124.1 ?
C14B C15B C12B . . 112.5(2) ?
C14B C15B H15C . . 123.8 ?
C12B C15B H15C . . 123.8 ?
C2B C16B H16D . . 109.5 ?
C2B C16B H16E . . 109.5 ?
H16D C16B H16E . . 109.5 ?
C2B C16B H16F . . 109.5 ?
H16D C16B H16F . . 109.5 ?
H16E C16B H16F . . 109.5 ?
C7B C17B H17D . . 109.5 ?
C7B C17B H17E . . 109.5 ?
H17D C17B H17E . . 109.5 ?
C7B C17B H17F . . 109.5 ?
H17D C17B H17F . . 109.5 ?
H17E C17B H17F . . 109.5 ?
C13C S1C C14C . . 97.54(10) ?
C2C O1C C1C . . 121.92(16) ?
C4C O2C H2OC . . 109.5 ?
C7C O4C C6C . . 122.49(15) ?
C9C O5C H5OC . . 109.5 ?
O3C C1C O1C . . 114.12(17) ?
O3C C1C C5C . . 126.25(18) ?
O1C C1C C5C . . 119.62(16) ?
C3C C2C O1C . . 120.73(19) ?
C3C C2C C16C . . 127.3(2) ?
O1C C2C C16C . . 111.95(19) ?
C2C C3C C4C . . 119.11(18) ?
C2C C3C H3CA . . 120.4 ?
C4C C3C H3CA . . 120.4 ?
O2C C4C C5C . . 118.50(17) ?
O2C C4C C3C . . 120.47(17) ?
C5C C4C C3C . . 121.02(17) ?
C4C C5C C1C . . 117.47(17) ?
C4C C5C C11C . . 122.07(15) ?
C1C C5C C11C . . 120.45(15) ?
O6C C6C O4C . . 114.06(15) ?
O6C C6C C10C . . 127.39(17) ?
O4C C6C C10C . . 118.55(15) ?
C8C C7C O4C . . 120.58(17) ?
C8C C7C C17C . . 127.36(19) ?
O4C C7C C17C . . 112.06(18) ?
C7C C8C C9C . . 119.44(18) ?
C7C C8C H8CA . . 120.3 ?
C9C C8C H8CA . . 120.3 ?
O5C C9C C10C . . 124.63(17) ?
O5C C9C C8C . . 114.20(17) ?
C10C C9C C8C . . 121.16(18) ?
C9C C10C C6C . . 117.68(16) ?
C9C C10C C11C . . 126.00(16) ?
C6C C10C C11C . . 116.25(15) ?
C5C C11C C10C . . 114.01(15) ?
C5C C11C C12C . . 113.69(14) ?
C10C C11C C12C . . 113.26(14) ?
C5C C11C H11C . . 104.9 ?
C10C C11C H11C . . 104.9 ?
C12C C11C H11C . . 104.9 ?
C13C C12C C15C . . 111.74(18) ?
C13C C12C C11C . . 124.78(17) ?
C15C C12C C11C . . 123.30(16) ?
C12C C13C S1C . . 112.38(16) ?
C12C C13C H13D . . 123.8 ?
S1C C13C H13D . . 123.8 ?
C15C C14C S1C . . 103.73(12) ?
C15C C14C H14D . . 128.1 ?
S1C C14C H14D . . 128.1 ?
C12C C15C C14C . . 114.57(17) ?
C12C C15C H15D . . 122.7 ?
C14C C15C H15D . . 122.7 ?
C2C C16C H16G . . 109.5 ?
C2C C16C H16H . . 109.5 ?
H16G C16C H16H . . 109.5 ?
C2C C16C H16I . . 109.5 ?
H16G C16C H16I . . 109.5 ?
H16H C16C H16I . . 109.5 ?
C7C C17C H17G . . 109.5 ?
C7C C17C H17H . . 109.5 ?
H17G C17C H17H . . 109.5 ?
C7C C17C H17I . . 109.5 ?
H17G C17C H17I . . 109.5 ?
H17H C17C H17I . . 109.5 ?
C14D S1D C13D . . 97.20(11) ?
C2D O1D C1D . . 122.12(15) ?
C4D O2D H2OD . . 109.5 ?
C7D O4D C6D . . 122.16(15) ?
C9D O5D H5OD . . 109.5 ?
O3D C1D O1D . . 114.79(16) ?
O3D C1D C5D . . 126.83(17) ?
O1D C1D C5D . . 118.37(15) ?
C3D C2D O1D . . 121.08(16) ?
C3D C2D C16D . . 126.60(17) ?
O1D C2D C16D . . 112.31(16) ?
C2D C3D C4D . . 119.01(16) ?
C2D C3D H3DA . . 120.5 ?
C4D C3D H3DA . . 120.5 ?
O2D C4D C5D . . 118.40(16) ?
O2D C4D C3D . . 120.41(16) ?
C5D C4D C3D . . 121.19(16) ?
C4D C5D C1D . . 118.19(15) ?
C4D C5D C11D . . 119.88(15) ?
C1D C5D C11D . . 121.72(15) ?
O6D C6D O4D . . 113.86(16) ?
O6D C6D C10D . . 126.49(17) ?
O4D C6D C10D . . 119.62(16) ?
C8D C7D O4D . . 120.74(17) ?
C8D C7D C17D . . 127.49(19) ?
O4D C7D C17D . . 111.78(17) ?
C7D C8D C9D . . 119.59(17) ?
C7D C8D H8DA . . 120.2 ?
C9D C8D H8DA . . 120.2 ?
O5D C9D C10D . . 125.00(17) ?
O5D C9D C8D . . 114.56(16) ?
C10D C9D C8D . . 120.42(16) ?
C9D C10D C6D . . 117.47(16) ?
C9D C10D C11D . . 127.24(16) ?
C6D C10D C11D . . 115.05(15) ?
C10D C11D C5D . . 118.00(14) ?
C10D C11D C12D . . 113.80(14) ?
C5D C11D C12D . . 112.12(14) ?
C10D C11D H11D . . 103.6 ?
C5D C11D H11D . . 103.6 ?
C12D C11D H11D . . 103.6 ?
C13D C12D C15D . . 112.65(17) ?
C13D C12D C11D . . 125.56(16) ?
C15D C12D C11D . . 121.14(16) ?
C12D C13D S1D . . 111.51(15) ?
C12D C13D H13E . . 124.2 ?
S1D C13D H13E . . 124.2 ?
C15D C14D S1D . . 108.31(13) ?
C15D C14D H14E . . 125.8 ?
S1D C14D H14E . . 125.8 ?
C12D C15D C14D . . 110.33(17) ?
C12D C15D H15E . . 124.8 ?
C14D C15D H15E . . 124.8 ?
C2D C16D H16J . . 109.5 ?
C2D C16D H16K . . 109.5 ?
H16J C16D H16K . . 109.5 ?
C2D C16D H16L . . 109.5 ?
H16J C16D H16L . . 109.5 ?
H16K C16D H16L . . 109.5 ?
C7D C17D H17J . . 109.5 ?
C7D C17D H17K . . 109.5 ?
H17J C17D H17K . . 109.5 ?
C7D C17D H17L . . 109.5 ?
H17J C17D H17L . . 109.5 ?
H17K C17D H17L . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1A C2A . 1.365(3) ?
O1A C1A . 1.377(2) ?
O2A C4A . 1.321(2) ?
O2A H2OA . 0.8200 ?
O3A C1A . 1.240(2) ?
O4A C7A . 1.360(2) ?
O4A C6A . 1.379(2) ?
O5A C9A . 1.330(2) ?
O5A H5OA . 0.8200 ?
O6A C6A . 1.232(2) ?
C1A C5A . 1.428(2) ?
C2A C3A . 1.341(3) ?
C2A C16A . 1.486(3) ?
C3A C4A . 1.430(3) ?
C3A H3AA . 0.9300 ?
C4A C5A . 1.389(2) ?
C5A C11A . 1.518(2) ?
C6A C10A . 1.422(2) ?
C7A C8A . 1.344(2) ?
C7A C17A . 1.486(3) ?
C8A C9A . 1.435(2) ?
C8A H8AA . 0.9300 ?
C9A C10A . 1.380(2) ?
C10A C11A . 1.518(2) ?
C11A C12A . 1.531(2) ?
C11A H11A . 0.9800 ?
C12A C13A . 1.376(5) ?
C12A C13X . 1.383(18) ?
C12A C15X . 1.418(19) ?
C12A C15A . 1.426(6) ?
S1A C13A . 1.691(6) ?
S1A C14A . 1.717(4) ?
C13A H13A . 0.9300 ?
C14A C15A . 1.387(9) ?
C14A H14A . 0.9300 ?
C15A H15A . 0.9300 ?
S1X C13X . 1.720(18) ?
S1X C14X . 1.725(13) ?
C13X H13B . 0.9300 ?
C14X C15X . 1.36(2) ?
C14X H14B . 0.9300 ?
C15X H15B . 0.9300 ?
C16A H16A . 0.9600 ?
C16A H16B . 0.9600 ?
C16A H16C . 0.9600 ?
C17A H17A . 0.9600 ?
C17A H17B . 0.9600 ?
C17A H17C . 0.9600 ?
S1B C14B . 1.705(3) ?
S1B C13B . 1.720(2) ?
O1B C2B . 1.364(2) ?
O1B C1B . 1.376(2) ?
O2B C4B . 1.327(2) ?
O2B H2OB . 0.8200 ?
O3B C1B . 1.233(2) ?
O4B C7B . 1.365(2) ?
O4B C6B . 1.377(2) ?
O5B C9B . 1.317(2) ?
O5B H5OB . 0.8200 ?
O6B C6B . 1.233(2) ?
C1B C5B . 1.420(2) ?
C2B C3B . 1.343(3) ?
C2B C16B . 1.490(3) ?
C3B C4B . 1.433(2) ?
C3B H3BA . 0.9300 ?
C4B C5B . 1.380(2) ?
C5B C11B . 1.524(2) ?
C6B C10B . 1.433(2) ?
C7B C8B . 1.329(3) ?
C7B C17B . 1.488(3) ?
C8B C9B . 1.435(3) ?
C8B H8BA . 0.9300 ?
C9B C10B . 1.391(2) ?
C10B C11B . 1.516(2) ?
C11B C12B . 1.516(3) ?
C11B H11B . 0.9800 ?
C12B C13B . 1.360(3) ?
C12B C15B . 1.433(3) ?
C13B H13C . 0.9300 ?
C14B C15B . 1.357(3) ?
C14B H14C . 0.9300 ?
C15B H15C . 0.9300 ?
C16B H16D . 0.9600 ?
C16B H16E . 0.9600 ?
C16B H16F . 0.9600 ?
C17B H17D . 0.9600 ?
C17B H17E . 0.9600 ?
C17B H17F . 0.9600 ?
S1C C13C . 1.683(2) ?
S1C C14C . 1.7207(17) ?
O1C C2C . 1.362(3) ?
O1C C1C . 1.373(2) ?
O2C C4C . 1.329(2) ?
O2C H2OC . 0.8200 ?
O3C C1C . 1.242(2) ?
O4C C7C . 1.359(2) ?
O4C C6C . 1.386(2) ?
O5C C9C . 1.326(2) ?
O5C H5OC . 0.8200 ?
O6C C6C . 1.233(2) ?
C1C C5C . 1.415(2) ?
C2C C3C . 1.339(3) ?
C2C C16C . 1.486(3) ?
C3C C4C . 1.431(3) ?
C3C H3CA . 0.9300 ?
C4C C5C . 1.382(2) ?
C5C C11C . 1.519(2) ?
C6C C10C . 1.427(2) ?
C7C C8C . 1.344(3) ?
C7C C17C . 1.485(3) ?
C8C C9C . 1.420(3) ?
C8C H8CA . 0.9300 ?
C9C C10C . 1.389(2) ?
C10C C11C . 1.523(2) ?
C11C C12C . 1.525(3) ?
C11C H11C . 0.9800 ?
C12C C13C . 1.384(3) ?
C12C C15C . 1.409(3) ?
C13C H13D . 0.9300 ?
C14C C15C . 1.529(3) ?
C14C H14D . 0.9300 ?
C15C H15D . 0.9300 ?
C16C H16G . 0.9600 ?
C16C H16H . 0.9600 ?
C16C H16I . 0.9600 ?
C17C H17G . 0.9600 ?
C17C H17H . 0.9600 ?
C17C H17I . 0.9600 ?
S1D C14D . 1.617(2) ?
S1D C13D . 1.696(2) ?
O1D C2D . 1.359(2) ?
O1D C1D . 1.390(2) ?
O2D C4D . 1.332(2) ?
O2D H2OD . 0.8200 ?
O3D C1D . 1.224(2) ?
O4D C7D . 1.360(2) ?
O4D C6D . 1.370(2) ?
O5D C9D . 1.320(2) ?
O5D H5OD . 0.8200 ?
O6D C6D . 1.236(2) ?
C1D C5D . 1.424(2) ?
C2D C3D . 1.343(2) ?
C2D C16D . 1.492(3) ?
C3D C4D . 1.425(2) ?
C3D H3DA . 0.9300 ?
C4D C5D . 1.379(2) ?
C5D C11D . 1.524(2) ?
C6D C10D . 1.428(2) ?
C7D C8D . 1.338(3) ?
C7D C17D . 1.487(3) ?
C8D C9D . 1.439(2) ?
C8D H8DA . 0.9300 ?
C9D C10D . 1.386(2) ?
C10D C11D . 1.520(2) ?
C11D C12D . 1.525(2) ?
C11D H11D . 0.9800 ?
C12D C13D . 1.375(3) ?
C12D C15D . 1.416(3) ?
C13D H13E . 0.9300 ?
C14D C15D . 1.537(3) ?
C14D H14E . 0.9300 ?
C15D H15E . 0.9300 ?
C16D H16J . 0.9600 ?
C16D H16K . 0.9600 ?
C16D H16L . 0.9600 ?
C17D H17J . 0.9600 ?
C17D H17K . 0.9600 ?
C17D H17L . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O2A H2OA O6A . 0.82 1.78 2.562(2) 159 yes
O5A H5OA O6D . 0.82 1.84 2.634(2) 164 yes
O2B H2OB O6C 1_566 0.82 1.85 2.631(2) 158 yes
O5B H5OB O3B . 0.82 1.71 2.529(2) 171 yes
O2C H2OC O6B 1_544 0.82 1.84 2.663(2) 175 yes
O5C H5OC O3C . 0.82 1.76 2.549(2) 163 yes
O2D H2OD O3A . 0.82 1.82 2.6205(19) 166 yes
O5D H5OD O3D . 0.82 1.81 2.546(2) 148 yes
C3A H3AA O3C . 0.93 2.45 3.306(3) 154 yes
C8A H8AA O6D . 0.93 2.38 3.072(2) 131 yes
C3B H3BA O6A 2_575 0.93 2.51 3.258(2) 138 yes
C3C H3CA O6B 1_544 0.93 2.52 3.193(3) 130 yes
C11A H11A O3A . 0.98 2.34 2.871(2) 113 yes
C11A H11A O5A . 0.98 2.30 2.805(2) 111 yes
C11B H11B O2B . 0.98 2.22 2.768(2) 114 yes
C11B H11B O6B . 0.98 2.27 2.835(2) 115 yes
C11C H11C O2C . 0.98 2.35 2.826(2) 109 yes
C11C H11C O6C . 0.98 2.36 2.875(2) 112 yes
C11D H11D O2D . 0.98 2.23 2.777(2) 114 yes
C11D H11D O6D . 0.98 2.27 2.833(2) 115 yes
C13A H13A O4C 2_565 0.93 2.39 3.278(8) 159 yes
C13B H13C O1A 4 0.93 2.51 3.311(3) 145 yes
C13D H13E O1B 1_545 0.93 2.59 3.366(2) 142 yes
C14A H14A O3C 1_565 0.93 2.33 3.183(4) 152 yes
C14C H14D O1C 1_565 0.93 2.52 3.377(2) 154 yes
C16B H16D O6A 2_575 0.96 2.58 3.382(3) 141 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C2A O1A C1A O3A . . . . -179.33(17) ?
C2A O1A C1A C5A . . . . 0.1(3) ?
C1A O1A C2A C3A . . . . -2.5(3) ?
C1A O1A C2A C16A . . . . 176.25(18) ?
O1A C2A C3A C4A . . . . 2.4(3) ?
C16A C2A C3A C4A . . . . -176.1(2) ?
C2A C3A C4A O2A . . . . 179.17(19) ?
C2A C3A C4A C5A . . . . -0.1(3) ?
O2A C4A C5A C1A . . . . 178.68(18) ?
C3A C4A C5A C1A . . . . -2.1(3) ?
O2A C4A C5A C11A . . . . -4.9(3) ?
C3A C4A C5A C11A . . . . 174.27(17) ?
O3A C1A C5A C4A . . . . -178.51(19) ?
O1A C1A C5A C4A . . . . 2.1(3) ?
O3A C1A C5A C11A . . . . 4.8(3) ?
O1A C1A C5A C11A . . . . -174.60(15) ?
C7A O4A C6A O6A . . . . 178.57(16) ?
C7A O4A C6A C10A . . . . -1.4(2) ?
C6A O4A C7A C8A . . . . 1.2(3) ?
C6A O4A C7A C17A . . . . -178.65(16) ?
O4A C7A C8A C9A . . . . 1.0(3) ?
C17A C7A C8A C9A . . . . -179.15(19) ?
C7A C8A C9A O5A . . . . 176.43(17) ?
C7A C8A C9A C10A . . . . -3.2(3) ?
O5A C9A C10A C6A . . . . -176.60(16) ?
C8A C9A C10A C6A . . . . 3.0(2) ?
O5A C9A C10A C11A . . . . 2.4(3) ?
C8A C9A C10A C11A . . . . -178.01(16) ?
O6A C6A C10A C9A . . . . 179.30(17) ?
O4A C6A C10A C9A . . . . -0.8(2) ?
O6A C6A C10A C11A . . . . 0.3(3) ?
O4A C6A C10A C11A . . . . -179.77(15) ?
C9A C10A C11A C5A . . . . 98.78(19) ?
C6A C10A C11A C5A . . . . -82.3(2) ?
C9A C10A C11A C12A . . . . -128.12(17) ?
C6A C10A C11A C12A . . . . 50.8(2) ?
C4A C5A C11A C10A . . . . 72.6(2) ?
C1A C5A C11A C10A . . . . -111.01(18) ?
C4A C5A C11A C12A . . . . -61.2(2) ?
C1A C5A C11A C12A . . . . 115.22(17) ?
C10A C11A C12A C13A . . . . 44.5(6) ?
C5A C11A C12A C13A . . . . 178.8(6) ?
C10A C11A C12A C13X . . . . -137.5(19) ?
C5A C11A C12A C13X . . . . -3.3(19) ?
C10A C11A C12A C15X . . . . 48(2) ?
C5A C11A C12A C15X . . . . -178(2) ?
C10A C11A C12A C15A . . . . -144.5(6) ?
C5A C11A C12A C15A . . . . -10.3(6) ?
C13X C12A C13A S1A . . . . -7.0(18) ?
C15X C12A C13A S1A . . . . 7E1(3) ?
C15A C12A C13A S1A . . . . -0.8(10) ?
C11A C12A C13A S1A . . . . 171.2(4) ?
C14A S1A C13A C12A . . . . 0.8(7) ?
C13A S1A C14A C15A . . . . -0.6(7) ?
S1A C14A C15A C12A . . . . 0.2(9) ?
C13A C12A C15A C14A . . . . 0.3(11) ?
C13X C12A C15A C14A . . . . 77(10) ?
C15X C12A C15A C14A . . . . -3(2) ?
C11A C12A C15A C14A . . . . -171.4(4) ?
C13A C12A C13X S1X . . . . 5(3) ?
C15X C12A C13X S1X . . . . 2(3) ?
C15A C12A C13X S1X . . . . -101(11) ?
C11A C12A C13X S1X . . . . -173.3(9) ?
C14X S1X C13X C12A . . . . -4(2) ?
C13X S1X C14X C15X . . . . 4(3) ?
S1X C14X C15X C12A . . . . -4(4) ?
C13A C12A C15X C14X . . . . -11E1(3) ?
C13X C12A C15X C14X . . . . 2(4) ?
C15A C12A C15X C14X . . . . 8(4) ?
C11A C12A C15X C14X . . . . 177(2) ?
C2B O1B C1B O3B . . . . 176.04(17) ?
C2B O1B C1B C5B . . . . -3.3(3) ?
C1B O1B C2B C3B . . . . 0.5(3) ?
C1B O1B C2B C16B . . . . -178.29(16) ?
O1B C2B C3B C4B . . . . 0.5(3) ?
C16B C2B C3B C4B . . . . 179.04(18) ?
C2B C3B C4B O2B . . . . -177.23(18) ?
C2B C3B C4B C5B . . . . 1.5(3) ?
O2B C4B C5B C1B . . . . 174.54(17) ?
C3B C4B C5B C1B . . . . -4.2(3) ?
O2B C4B C5B C11B . . . . 5.8(3) ?
C3B C4B C5B C11B . . . . -172.99(16) ?
O3B C1B C5B C4B . . . . -174.19(19) ?
O1B C1B C5B C4B . . . . 5.1(3) ?
O3B C1B C5B C11B . . . . -5.6(3) ?
O1B C1B C5B C11B . . . . 173.65(15) ?
C7B O4B C6B O6B . . . . 176.13(18) ?
C7B O4B C6B C10B . . . . -2.6(3) ?
C6B O4B C7B C8B . . . . 0.8(3) ?
C6B O4B C7B C17B . . . . -178.62(17) ?
O4B C7B C8B C9B . . . . 0.4(3) ?
C17B C7B C8B C9B . . . . 179.69(19) ?
C7B C8B C9B O5B . . . . -178.79(19) ?
C7B C8B C9B C10B . . . . 0.3(3) ?
O5B C9B C10B C6B . . . . 176.94(18) ?
C8B C9B C10B C6B . . . . -2.1(3) ?
O5B C9B C10B C11B . . . . 2.2(3) ?
C8B C9B C10B C11B . . . . -176.84(17) ?
O6B C6B C10B C9B . . . . -175.38(19) ?
O4B C6B C10B C9B . . . . 3.2(3) ?
O6B C6B C10B C11B . . . . 0.0(3) ?
O4B C6B C10B C11B . . . . 178.59(16) ?
C9B C10B C11B C12B . . . . 60.5(2) ?
C6B C10B C11B C12B . . . . -114.43(18) ?
C9B C10B C11B C5B . . . . -72.5(2) ?
C6B C10B C11B C5B . . . . 112.64(18) ?
C4B C5B C11B C10B . . . . -115.59(19) ?
C1B C5B C11B C10B . . . . 76.1(2) ?
C4B C5B C11B C12B . . . . 108.99(18) ?
C1B C5B C11B C12B . . . . -59.4(2) ?
C10B C11B C12B C13B . . . . 3.6(3) ?
C5B C11B C12B C13B . . . . 140.63(19) ?
C10B C11B C12B C15B . . . . 175.72(16) ?
C5B C11B C12B C15B . . . . -47.3(2) ?
C15B C12B C13B S1B . . . . 0.5(2) ?
C11B C12B C13B S1B . . . . 173.08(15) ?
C14B S1B C13B C12B . . . . -0.51(18) ?
C13B S1B C14B C15B . . . . 0.4(2) ?
S1B C14B C15B C12B . . . . -0.2(3) ?
C13B C12B C15B C14B . . . . -0.2(3) ?
C11B C12B C15B C14B . . . . -173.36(19) ?
C2C O1C C1C O3C . . . . 176.51(18) ?
C2C O1C C1C C5C . . . . -4.1(3) ?
C1C O1C C2C C3C . . . . 2.3(3) ?
C1C O1C C2C C16C . . . . -178.7(2) ?
O1C C2C C3C C4C . . . . 1.0(3) ?
C16C C2C C3C C4C . . . . -177.7(2) ?
C2C C3C C4C O2C . . . . 177.2(2) ?
C2C C3C C4C C5C . . . . -2.6(3) ?
O2C C4C C5C C1C . . . . -178.96(17) ?
C3C C4C C5C C1C . . . . 0.8(3) ?
O2C C4C C5C C11C . . . . 0.3(3) ?
C3C C4C C5C C11C . . . . -179.90(17) ?
O3C C1C C5C C4C . . . . -178.29(18) ?
O1C C1C C5C C4C . . . . 2.4(3) ?
O3C C1C C5C C11C . . . . 2.4(3) ?
O1C C1C C5C C11C . . . . -176.84(16) ?
C7C O4C C6C O6C . . . . -176.05(17) ?
C7C O4C C6C C10C . . . . 3.1(3) ?
C6C O4C C7C C8C . . . . -3.1(3) ?
C6C O4C C7C C17C . . . . 176.25(18) ?
O4C C7C C8C C9C . . . . 0.4(3) ?
C17C C7C C8C C9C . . . . -178.8(2) ?
C7C C8C C9C O5C . . . . -178.6(2) ?
C7C C8C C9C C10C . . . . 2.2(3) ?
O5C C9C C10C C6C . . . . 178.7(2) ?
C8C C9C C10C C6C . . . . -2.0(3) ?
O5C C9C C10C C11C . . . . -4.4(3) ?
C8C C9C C10C C11C . . . . 174.84(19) ?
O6C C6C C10C C9C . . . . 178.52(19) ?
O4C C6C C10C C9C . . . . -0.5(3) ?
O6C C6C C10C C11C . . . . 1.3(3) ?
O4C C6C C10C C11C . . . . -177.67(15) ?
C4C C5C C11C C10C . . . . 98.34(19) ?
C1C C5C C11C C10C . . . . -82.4(2) ?
C4C C5C C11C C12C . . . . -129.79(17) ?
C1C C5C C11C C12C . . . . 49.5(2) ?
C9C C10C C11C C5C . . . . 76.9(2) ?
C6C C10C C11C C5C . . . . -106.18(18) ?
C9C C10C C11C C12C . . . . -55.2(3) ?
C6C C10C C11C C12C . . . . 121.73(17) ?
C5C C11C C12C C13C . . . . -145.76(18) ?
C10C C11C C12C C13C . . . . -13.5(3) ?
C5C C11C C12C C15C . . . . 39.5(2) ?
C10C C11C C12C C15C . . . . 171.75(17) ?
C15C C12C C13C S1C . . . . 0.2(2) ?
C11C C12C C13C S1C . . . . -175.07(14) ?
C14C S1C C13C C12C . . . . 0.83(16) ?
C13C S1C C14C C15C . . . . -1.43(14) ?
C13C C12C C15C C14C . . . . -1.4(2) ?
C11C C12C C15C C14C . . . . 173.99(15) ?
S1C C14C C15C C12C . . . . 1.81(19) ?
C2D O1D C1D O3D . . . . 179.64(18) ?
C2D O1D C1D C5D . . . . -0.4(3) ?
C1D O1D C2D C3D . . . . -0.7(3) ?
C1D O1D C2D C16D . . . . -179.59(18) ?
O1D C2D C3D C4D . . . . 0.2(3) ?
C16D C2D C3D C4D . . . . 178.9(2) ?
C2D C3D C4D O2D . . . . -179.47(18) ?
C2D C3D C4D C5D . . . . 1.4(3) ?
O2D C4D C5D C1D . . . . 178.42(16) ?
C3D C4D C5D C1D . . . . -2.4(3) ?
O2D C4D C5D C11D . . . . 3.8(2) ?
C3D C4D C5D C11D . . . . -177.09(16) ?
O3D C1D C5D C4D . . . . -178.13(19) ?
O1D C1D C5D C4D . . . . 1.9(3) ?
O3D C1D C5D C11D . . . . -3.6(3) ?
O1D C1D C5D C11D . . . . 176.47(15) ?
C7D O4D C6D O6D . . . . 178.33(17) ?
C7D O4D C6D C10D . . . . -0.2(3) ?
C6D O4D C7D C8D . . . . -0.1(3) ?
C6D O4D C7D C17D . . . . -179.85(16) ?
O4D C7D C8D C9D . . . . 0.0(3) ?
C17D C7D C8D C9D . . . . 179.71(19) ?
C7D C8D C9D O5D . . . . -178.09(18) ?
C7D C8D C9D C10D . . . . 0.4(3) ?
O5D C9D C10D C6D . . . . 177.68(18) ?
C8D C9D C10D C6D . . . . -0.6(3) ?
O5D C9D C10D C11D . . . . 3.5(3) ?
C8D C9D C10D C11D . . . . -174.79(17) ?
O6D C6D C10D C9D . . . . -177.77(19) ?
O4D C6D C10D C9D . . . . 0.5(2) ?
O6D C6D C10D C11D . . . . -2.9(3) ?
O4D C6D C10D C11D . . . . 175.39(15) ?
C9D C10D C11D C5D . . . . -71.9(2) ?
C6D C10D C11D C5D . . . . 113.78(17) ?
C9D C10D C11D C12D . . . . 62.5(2) ?
C6D C10D C11D C12D . . . . -111.76(17) ?
C4D C5D C11D C10D . . . . -108.44(19) ?
C1D C5D C11D C10D . . . . 77.1(2) ?
C4D C5D C11D C12D . . . . 116.38(18) ?
C1D C5D C11D C12D . . . . -58.1(2) ?
C10D C11D C12D C13D . . . . 3.4(3) ?
C5D C11D C12D C13D . . . . 140.57(19) ?
C10D C11D C12D C15D . . . . 173.48(17) ?
C5D C11D C12D C15D . . . . -49.4(2) ?
C15D C12D C13D S1D . . . . -0.7(2) ?
C11D C12D C13D S1D . . . . 170.07(14) ?
C14D S1D C13D C12D . . . . 0.55(18) ?
C13D S1D C14D C15D . . . . -0.22(16) ?
C13D C12D C15D C14D . . . . 0.5(2) ?
C11D C12D C15D C14D . . . . -170.69(16) ?
S1D C14D C15D C12D . . . . -0.1(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139080570
