#------------------------------------------------------------------------------
#$Date: 2020-12-25 07:25:16 +0200 (Fri, 25 Dec 2020) $
#$Revision: 260148 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/37/2243713.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_2243713
loop_
_publ_author_name
'Suthiphasilp, Virayu'
'Meesakul, Pornphimol'
'Richardson, Christopher'
'Pyne, Stephen G.'
'Laphookhieo, Surat'
_publ_section_title
;
 Isolation and crystal structure of lawinal
;
_journal_coeditor_code           ZV2003
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              75
_journal_page_last               78
_journal_paper_doi               10.1107/S2056989020016540
_journal_volume                  77
_journal_year                    2021
_chemical_absolute_configuration rmad
_chemical_formula_iupac          'C17 H14 O5'
_chemical_formula_moiety         'C17 H14 O5'
_chemical_formula_sum            'C17 H14 O5'
_chemical_formula_weight         298.28
_chemical_name_common            Lawinal
_chemical_name_systematic
;
(2S)-5,7-Dihydroxy-6-methyl-4-oxo-2-phenylchromane-8-carbaldehyde
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'I 2y'
_space_group_name_H-M_alt        'I 1 2 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 94.163(7)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.9581(14)
_cell_length_b                   6.6461(4)
_cell_length_c                   22.4043(16)
_cell_measurement_reflns_used    12756
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.5980
_cell_measurement_theta_min      2.0860
_cell_volume                     2815.4(3)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
ShelXL (Sheldrick, 2015)
;
_computing_structure_solution
;
ShelXS (Sheldrick, 2008)
;
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'HyPix Bantam HPC-3000'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0724
_diffrn_reflns_av_unetI/netI     0.0488
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            33601
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.681
_diffrn_reflns_theta_min         2.154
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2018)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_description       block
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.320
_refine_ls_abs_structure_details
;
Flack x determined using 2350 quotients
[(I⁺)-(I⁻)]/[(I⁺)+(I⁻)]
(Parsons et al.,  2013)
;
_refine_ls_abs_structure_Flack   -0.1(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         7914
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0526
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0925P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1346
_refine_ls_wR_factor_ref         0.1435
_reflns_number_gt                6451
_reflns_number_total             7914
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zv2003sup1.cif
_cod_data_source_block           I
_cod_database_code               2243713
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.958
_shelx_estimated_absorpt_t_max   0.984
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.57571(8) 0.2436(3) 0.16037(6) 0.0205(4) Uani d 1 . .
O O4 0.73983(8) 0.1600(3) 0.28806(7) 0.0284(4) Uani d 1 . .
O O5 0.64990(9) 0.1903(3) 0.36865(6) 0.0248(4) Uani d 1 . .
O O7 0.40722(8) 0.2205(3) 0.30729(7) 0.0220(4) Uani d 1 . .
O O9 0.37112(8) 0.2498(3) 0.19412(7) 0.0262(4) Uani d 1 . .
C C2 0.64822(11) 0.3054(4) 0.14926(8) 0.0204(4) Uani d 1 . .
H H2 0.655815 0.445414 0.164727 0.024 Uiso calc 1 . .
C C3 0.70093(11) 0.1669(4) 0.18367(9) 0.0225(5) Uani d 1 . .
H H3A 0.693728 0.026481 0.169839 0.027 Uiso calc 1 . .
H H3B 0.749831 0.207369 0.176389 0.027 Uiso calc 1 . .
C C4 0.69015(11) 0.1811(4) 0.24939(9) 0.0205(4) Uani d 1 . .
C C5 0.59854(11) 0.2066(3) 0.32465(9) 0.0184(4) Uani d 1 . .
C C6 0.52807(11) 0.2131(4) 0.34014(9) 0.0193(5) Uani d 1 . .
C C7 0.47547(11) 0.2219(3) 0.29309(9) 0.0173(4) Uani d 1 . .
C C8 0.49093(11) 0.2327(3) 0.23198(9) 0.0163(4) Uani d 1 . .
C C9 0.43514(11) 0.2491(4) 0.18501(9) 0.0203(5) Uani d 1 . .
H H9 0.447893 0.259941 0.144908 0.024 Uiso calc 1 . .
C C10 0.50961(12) 0.2053(5) 0.40436(9) 0.0280(6) Uani d 1 . .
H H10A 0.488694 0.333896 0.415220 0.042 Uiso calc 1 . .
H H10B 0.552530 0.180389 0.430374 0.042 Uiso calc 1 . .
H H10C 0.475581 0.096640 0.409285 0.042 Uiso calc 1 . .
C C4B 0.61711(12) 0.2130(4) 0.26415(9) 0.0177(4) Uani d 1 . .
C C8B 0.56271(11) 0.2306(3) 0.21864(9) 0.0165(4) Uani d 1 . .
C C1P 0.65328(11) 0.3085(4) 0.08262(9) 0.0243(5) Uani d 1 . .
C C2P 0.64364(13) 0.1363(5) 0.04797(11) 0.0366(6) Uani d 1 . .
H H2P 0.633195 0.011407 0.065971 0.044 Uiso calc 1 . .
C C3P 0.64952(15) 0.1489(6) -0.01417(12) 0.0462(8) Uani d 1 . .
H H3P 0.642758 0.032115 -0.038366 0.055 Uiso calc 1 . .
C C4P 0.66512(13) 0.3311(7) -0.04014(10) 0.0448(8) Uani d 1 . .
H H4P 0.669125 0.338660 -0.082103 0.054 Uiso calc 1 . .
C C5P 0.67485(13) 0.5008(6) -0.00559(10) 0.0430(7) Uani d 1 . .
H H5P 0.685672 0.625104 -0.023760 0.052 Uiso calc 1 . .
C C6P 0.66898(12) 0.4918(5) 0.05540(10) 0.0324(6) Uani d 1 . .
H H6P 0.675579 0.609940 0.079017 0.039 Uiso calc 1 . .
O O1A 0.42391(8) 0.7039(3) 0.34098(6) 0.0201(3) Uani d 1 . .
O O4A 0.26002(9) 0.6903(3) 0.21057(7) 0.0290(4) Uani d 1 . .
O O5A 0.35043(9) 0.7514(3) 0.13220(7) 0.0280(4) Uani d 1 . .
O O7A 0.59290(8) 0.7443(3) 0.19545(7) 0.0233(4) Uani d 1 . .
O O9A 0.62819(8) 0.7220(3) 0.30829(7) 0.0267(4) Uani d 1 . .
C C2A 0.35218(11) 0.7575(4) 0.35631(9) 0.0206(5) Uani d 1 . .
H H2A 0.345949 0.906404 0.352371 0.025 Uiso calc 1 . .
C C3A 0.29726(11) 0.6534(4) 0.31422(9) 0.0243(5) Uani d 1 . .
H H3AA 0.299403 0.506440 0.321265 0.029 Uiso calc 1 . .
H H3AB 0.249480 0.700565 0.322737 0.029 Uiso calc 1 . .
C C4A 0.30940(12) 0.6959(4) 0.25019(9) 0.0211(4) Uani d 1 . .
C C5A 0.40185(12) 0.7439(3) 0.17646(9) 0.0202(5) Uani d 1 . .
C C6A 0.47233(12) 0.7487(4) 0.16168(9) 0.0212(5) Uani d 1 . .
C C7A 0.52461(11) 0.7395(3) 0.20899(9) 0.0188(4) Uani d 1 . .
C C8A 0.50869(11) 0.7268(3) 0.26992(9) 0.0173(4) Uani d 1 . .
C C9A 0.56451(11) 0.7198(4) 0.31718(9) 0.0204(5) Uani d 1 . .
H H9A 0.551698 0.713108 0.357350 0.024 Uiso calc 1 . .
C C10A 0.49126(13) 0.7599(5) 0.09739(9) 0.0307(6) Uani d 1 . .
H H10D 0.451210 0.712862 0.070936 0.046 Uiso calc 1 . .
H H10E 0.532553 0.674776 0.092114 0.046 Uiso calc 1 . .
H H10F 0.502307 0.899468 0.087429 0.046 Uiso calc 1 . .
C C4AA 0.38250(12) 0.7287(4) 0.23673(9) 0.0187(4) Uani d 1 . .
C C8AA 0.43682(11) 0.7208(3) 0.28291(9) 0.0167(4) Uani d 1 . .
C C1PA 0.34755(12) 0.6990(4) 0.42113(9) 0.0223(5) Uani d 1 . .
C C2PA 0.33826(12) 0.5001(4) 0.43833(9) 0.0278(5) Uani d 1 . .
H H2PA 0.335466 0.396820 0.408958 0.033 Uiso calc 1 . .
C C3PA 0.33302(13) 0.4515(4) 0.49835(10) 0.0316(6) Uani d 1 . .
H H3PA 0.326462 0.315656 0.509901 0.038 Uiso calc 1 . .
C C4PA 0.33746(12) 0.6031(5) 0.54122(10) 0.0302(6) Uani d 1 . .
H H4PA 0.333388 0.570378 0.582103 0.036 Uiso calc 1 . .
C C5PA 0.34774(13) 0.8014(5) 0.52490(10) 0.0317(6) Uani d 1 . .
H H5PA 0.351439 0.904073 0.554461 0.038 Uiso calc 1 . .
C C6PA 0.35263(12) 0.8490(4) 0.46478(9) 0.0281(5) Uani d 1 . .
H H6PA 0.359485 0.984872 0.453403 0.034 Uiso calc 1 . .
H H7A 0.616(2) 0.742(6) 0.2338(15) 0.060(11) Uiso d 1 . .
H H5 0.6917(17) 0.176(6) 0.3492(13) 0.049(9) Uiso d 1 . .
H H7 0.3847(18) 0.226(6) 0.2681(13) 0.042(9) Uiso d 1 . .
H H5A 0.3078(17) 0.733(5) 0.1507(13) 0.041(9) Uiso d 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'
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
C8B O1 C2 . . 114.82(16) ?
C5 O5 H5 . . 105.1(18) ?
C7 O7 H7 . . 99(2) ?
O1 C2 H2 . . 108.3 ?
O1 C2 C3 . . 109.37(18) ?
O1 C2 C1P . . 107.42(17) ?
C3 C2 H2 . . 108.3 ?
C1P C2 H2 . . 108.3 ?
C1P C2 C3 . . 115.06(18) ?
C2 C3 H3A . . 109.9 ?
C2 C3 H3B . . 109.9 ?
H3A C3 H3B . . 108.3 ?
C4 C3 C2 . . 109.05(17) ?
C4 C3 H3A . . 109.9 ?
C4 C3 H3B . . 109.9 ?
O4 C4 C3 . . 121.76(19) ?
O4 C4 C4B . . 122.81(18) ?
C4B C4 C3 . . 115.38(19) ?
O5 C5 C6 . . 118.33(17) ?
O5 C5 C4B . . 119.06(18) ?
C6 C5 C4B . . 122.6(2) ?
C5 C6 C10 . . 121.7(2) ?
C7 C6 C5 . . 116.99(17) ?
C7 C6 C10 . . 121.26(19) ?
O7 C7 C6 . . 117.62(17) ?
O7 C7 C8 . . 119.6(2) ?
C6 C7 C8 . . 122.82(18) ?
C7 C8 C9 . . 121.00(18) ?
C8B C8 C7 . . 118.1(2) ?
C8B C8 C9 . . 120.86(17) ?
O9 C9 C8 . . 123.58(18) ?
O9 C9 H9 . . 118.2 ?
C8 C9 H9 . . 118.2 ?
C6 C10 H10A . . 109.5 ?
C6 C10 H10B . . 109.5 ?
C6 C10 H10C . . 109.5 ?
H10A C10 H10B . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C5 C4B C4 . . 120.9(2) ?
C8B C4B C4 . . 120.43(17) ?
C8B C4B C5 . . 118.34(19) ?
O1 C8B C8 . . 116.75(19) ?
O1 C8B C4B . . 122.21(18) ?
C4B C8B C8 . . 121.03(18) ?
C2P C1P C2 . . 122.0(2) ?
C2P C1P C6P . . 119.7(2) ?
C6P C1P C2 . . 118.3(2) ?
C1P C2P H2P . . 120.4 ?
C1P C2P C3P . . 119.2(3) ?
C3P C2P H2P . . 120.4 ?
C2P C3P H3P . . 119.9 ?
C4P C3P C2P . . 120.2(3) ?
C4P C3P H3P . . 119.9 ?
C3P C4P H4P . . 119.8 ?
C5P C4P C3P . . 120.4(2) ?
C5P C4P H4P . . 119.8 ?
C4P C5P H5P . . 119.8 ?
C4P C5P C6P . . 120.4(3) ?
C6P C5P H5P . . 119.8 ?
C1P C6P H6P . . 119.9 ?
C5P C6P C1P . . 120.2(3) ?
C5P C6P H6P . . 119.9 ?
C8AA O1A C2A . . 116.23(16) ?
C5A O5A H5A . . 105.8(18) ?
C7A O7A H7A . . 101(2) ?
O1A C2A H2A . . 108.9 ?
O1A C2A C3A . . 110.40(17) ?
O1A C2A C1PA . . 106.34(17) ?
C3A C2A H2A . . 108.9 ?
C1PA C2A H2A . . 108.9 ?
C1PA C2A C3A . . 113.22(18) ?
C2A C3A H3AA . . 109.4 ?
C2A C3A H3AB . . 109.4 ?
H3AA C3A H3AB . . 108.0 ?
C4A C3A C2A . . 111.28(19) ?
C4A C3A H3AA . . 109.4 ?
C4A C3A H3AB . . 109.4 ?
O4A C4A C3A . . 121.2(2) ?
O4A C4A C4AA . . 122.38(19) ?
C4AA C4A C3A . . 116.23(19) ?
O5A C5A C6A . . 118.67(18) ?
O5A C5A C4AA . . 118.64(19) ?
C6A C5A C4AA . . 122.7(2) ?
C5A C6A C10A . . 121.5(2) ?
C7A C6A C5A . . 117.11(18) ?
C7A C6A C10A . . 121.33(19) ?
O7A C7A C6A . . 117.80(18) ?
O7A C7A C8A . . 119.4(2) ?
C6A C7A C8A . . 122.82(18) ?
C7A C8A C9A . . 120.75(18) ?
C8AA C8A C7A . . 118.3(2) ?
C8AA C8A C9A . . 120.95(18) ?
O9A C9A C8A . . 123.61(19) ?
O9A C9A H9A . . 118.2 ?
C8A C9A H9A . . 118.2 ?
C6A C10A H10D . . 109.5 ?
C6A C10A H10E . . 109.5 ?
C6A C10A H10F . . 109.5 ?
H10D C10A H10E . . 109.5 ?
H10D C10A H10F . . 109.5 ?
H10E C10A H10F . . 109.5 ?
C5A C4AA C4A . . 121.3(2) ?
C8AA C4AA C4A . . 119.93(18) ?
C8AA C4AA C5A . . 118.26(19) ?
O1A C8AA C8A . . 116.55(19) ?
O1A C8AA C4AA . . 122.63(18) ?
C4AA C8AA C8A . . 120.81(18) ?
C2PA C1PA C2A . . 121.8(2) ?
C2PA C1PA C6PA . . 119.2(2) ?
C6PA C1PA C2A . . 119.0(2) ?
C1PA C2PA H2PA . . 119.8 ?
C1PA C2PA C3PA . . 120.5(2) ?
C3PA C2PA H2PA . . 119.8 ?
C2PA C3PA H3PA . . 120.2 ?
C4PA C3PA C2PA . . 119.6(3) ?
C4PA C3PA H3PA . . 120.2 ?
C3PA C4PA H4PA . . 119.7 ?
C5PA C4PA C3PA . . 120.6(2) ?
C5PA C4PA H4PA . . 119.7 ?
C4PA C5PA H5PA . . 120.3 ?
C4PA C5PA C6PA . . 119.4(2) ?
C6PA C5PA H5PA . . 120.3 ?
C1PA C6PA H6PA . . 119.7 ?
C5PA C6PA C1PA . . 120.6(2) ?
C5PA C6PA H6PA . . 119.7 ?
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
O1 C2 . 1.473(2) ?
O1 C8B . 1.349(2) ?
O4 C4 . 1.241(3) ?
O5 C5 . 1.339(3) ?
O5 H5 . 0.94(3) ?
O7 C7 . 1.355(2) ?
O7 H7 . 0.95(3) ?
O9 C9 . 1.245(3) ?
C2 H2 . 1.0000 ?
C2 C3 . 1.526(3) ?
C2 C1P . 1.503(3) ?
C3 H3A . 0.9900 ?
C3 H3B . 0.9900 ?
C3 C4 . 1.504(3) ?
C4 C4B . 1.462(3) ?
C5 C6 . 1.405(3) ?
C5 C4B . 1.426(3) ?
C6 C7 . 1.399(3) ?
C6 C10 . 1.506(2) ?
C7 C8 . 1.423(2) ?
C8 C9 . 1.441(3) ?
C8 C8B . 1.414(3) ?
C9 H9 . 0.9500 ?
C10 H10A . 0.9800 ?
C10 H10B . 0.9800 ?
C10 H10C . 0.9800 ?
C4B C8B . 1.401(3) ?
C1P C2P . 1.387(4) ?
C1P C6P . 1.404(4) ?
C2P H2P . 0.9500 ?
C2P C3P . 1.407(3) ?
C3P H3P . 0.9500 ?
C3P C4P . 1.384(5) ?
C4P H4P . 0.9500 ?
C4P C5P . 1.373(5) ?
C5P H5P . 0.9500 ?
C5P C6P . 1.380(3) ?
C6P H6P . 0.9500 ?
O1A C2A . 1.470(2) ?
O1A C8AA . 1.346(2) ?
O4A C4A . 1.243(3) ?
O5A C5A . 1.340(3) ?
O5A H5A . 0.94(3) ?
O7A C7A . 1.351(2) ?
O7A H7A . 0.94(3) ?
O9A C9A . 1.238(2) ?
C2A H2A . 1.0000 ?
C2A C3A . 1.520(3) ?
C2A C1PA . 1.512(3) ?
C3A H3AA . 0.9900 ?
C3A H3AB . 0.9900 ?
C3A C4A . 1.496(3) ?
C4A C4AA . 1.456(3) ?
C5A C6A . 1.400(3) ?
C5A C4AA . 1.428(3) ?
C6A C7A . 1.399(3) ?
C6A C10A . 1.511(2) ?
C7A C8A . 1.422(3) ?
C8A C9A . 1.442(3) ?
C8A C8AA . 1.414(3) ?
C9A H9A . 0.9500 ?
C10A H10D . 0.9800 ?
C10A H10E . 0.9800 ?
C10A H10F . 0.9800 ?
C4AA C8AA . 1.407(3) ?
C1PA C2PA . 1.392(4) ?
C1PA C6PA . 1.394(3) ?
C2PA H2PA . 0.9500 ?
C2PA C3PA . 1.393(3) ?
C3PA H3PA . 0.9500 ?
C3PA C4PA . 1.390(4) ?
C4PA H4PA . 0.9500 ?
C4PA C5PA . 1.385(4) ?
C5PA H5PA . 0.9500 ?
C5PA C6PA . 1.393(3) ?
C6PA H6PA . 0.9500 ?
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
C3 H3B O9A 4_645 0.99 2.32 3.252(3) 157.5 yes
C3A H3AB O9 4 0.99 2.31 3.248(3) 157.0 yes
O7A H7A O9A . 0.94(3) 1.67(3) 2.572(2) 159(4) yes
O5 H5 O4 . 0.94(3) 1.70(3) 2.579(2) 154(3) yes
O7 H7 O9 . 0.95(3) 1.67(3) 2.585(2) 162(3) yes
O5A H5A O4A . 0.94(3) 1.70(3) 2.574(2) 153(3) 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
O1 C2 C3 C4 . . . . -59.6(2) ?
O1 C2 C1P C2P . . . . -62.0(3) ?
O1 C2 C1P C6P . . . . 118.7(2) ?
O4 C4 C4B C5 . . . . -4.7(4) ?
O4 C4 C4B C8B . . . . -178.3(2) ?
O5 C5 C6 C7 . . . . -177.4(2) ?
O5 C5 C6 C10 . . . . 0.9(4) ?
O5 C5 C4B C4 . . . . 6.4(3) ?
O5 C5 C4B C8B . . . . -179.9(2) ?
O7 C7 C8 C9 . . . . 2.1(3) ?
O7 C7 C8 C8B . . . . -179.0(2) ?
C2 O1 C8B C8 . . . . 161.36(19) ?
C2 O1 C8B C4B . . . . -19.5(3) ?
C2 C3 C4 O4 . . . . -148.6(2) ?
C2 C3 C4 C4B . . . . 33.8(3) ?
C2 C1P C2P C3P . . . . -179.6(2) ?
C2 C1P C6P C5P . . . . 179.3(2) ?
C3 C2 C1P C2P . . . . 60.1(3) ?
C3 C2 C1P C6P . . . . -119.3(2) ?
C3 C4 C4B C5 . . . . 172.9(2) ?
C3 C4 C4B C8B . . . . -0.7(3) ?
C4 C4B C8B O1 . . . . -8.2(3) ?
C4 C4B C8B C8 . . . . 170.9(2) ?
C5 C6 C7 O7 . . . . 177.5(2) ?
C5 C6 C7 C8 . . . . -2.6(3) ?
C5 C4B C8B O1 . . . . 178.0(2) ?
C5 C4B C8B C8 . . . . -2.9(3) ?
C6 C5 C4B C4 . . . . -172.4(2) ?
C6 C5 C4B C8B . . . . 1.3(4) ?
C6 C7 C8 C9 . . . . -177.7(2) ?
C6 C7 C8 C8B . . . . 1.2(3) ?
C7 C8 C9 O9 . . . . -1.9(4) ?
C7 C8 C8B O1 . . . . -179.16(19) ?
C7 C8 C8B C4B . . . . 1.7(3) ?
C9 C8 C8B O1 . . . . -0.3(3) ?
C9 C8 C8B C4B . . . . -179.5(2) ?
C10 C6 C7 O7 . . . . -0.8(3) ?
C10 C6 C7 C8 . . . . 179.0(2) ?
C4B C5 C6 C7 . . . . 1.3(3) ?
C4B C5 C6 C10 . . . . 179.7(2) ?
C8B O1 C2 C3 . . . . 53.6(2) ?
C8B O1 C2 C1P . . . . 179.10(19) ?
C8B C8 C9 O9 . . . . 179.3(2) ?
C1P C2 C3 C4 . . . . 179.4(2) ?
C1P C2P C3P C4P . . . . 0.3(4) ?
C2P C1P C6P C5P . . . . 0.0(4) ?
C2P C3P C4P C5P . . . . -0.1(4) ?
C3P C4P C5P C6P . . . . -0.2(4) ?
C4P C5P C6P C1P . . . . 0.3(4) ?
C6P C1P C2P C3P . . . . -0.3(4) ?
O1A C2A C3A C4A . . . . -53.9(3) ?
O1A C2A C1PA C2PA . . . . -77.6(3) ?
O1A C2A C1PA C6PA . . . . 102.6(2) ?
O4A C4A C4AA C5A . . . . -3.9(4) ?
O4A C4A C4AA C8AA . . . . -175.9(2) ?
O5A C5A C6A C7A . . . . -179.7(2) ?
O5A C5A C6A C10A . . . . -0.6(4) ?
O5A C5A C4AA C4A . . . . 7.9(3) ?
O5A C5A C4AA C8AA . . . . 180.0(2) ?
O7A C7A C8A C9A . . . . 0.2(3) ?
O7A C7A C8A C8AA . . . . -179.6(2) ?
C2A O1A C8AA C8A . . . . 162.39(19) ?
C2A O1A C8AA C4AA . . . . -18.7(3) ?
C2A C3A C4A O4A . . . . -153.9(2) ?
C2A C3A C4A C4AA . . . . 30.6(3) ?
C2A C1PA C2PA C3PA . . . . -178.9(2) ?
C2A C1PA C6PA C5PA . . . . 179.2(2) ?
C3A C2A C1PA C2PA . . . . 43.9(3) ?
C3A C2A C1PA C6PA . . . . -136.0(2) ?
C3A C4A C4AA C5A . . . . 171.6(2) ?
C3A C4A C4AA C8AA . . . . -0.4(3) ?
C4A C4AA C8AA O1A . . . . -6.9(3) ?
C4A C4AA C8AA C8A . . . . 172.0(2) ?
C5A C6A C7A O7A . . . . -179.9(2) ?
C5A C6A C7A C8A . . . . -0.3(3) ?
C5A C4AA C8AA O1A . . . . -179.1(2) ?
C5A C4AA C8AA C8A . . . . -0.3(3) ?
C6A C5A C4AA C4A . . . . -171.3(2) ?
C6A C5A C4AA C8AA . . . . 0.8(4) ?
C6A C7A C8A C9A . . . . -179.3(2) ?
C6A C7A C8A C8AA . . . . 0.8(3) ?
C7A C8A C9A O9A . . . . -0.8(4) ?
C7A C8A C8AA O1A . . . . 178.5(2) ?
C7A C8A C8AA C4AA . . . . -0.5(3) ?
C9A C8A C8AA O1A . . . . -1.4(3) ?
C9A C8A C8AA C4AA . . . . 179.7(2) ?
C10A C6A C7A O7A . . . . 1.1(3) ?
C10A C6A C7A C8A . . . . -179.4(2) ?
C4AA C5A C6A C7A . . . . -0.5(4) ?
C4AA C5A C6A C10A . . . . 178.6(2) ?
C8AA O1A C2A C3A . . . . 49.0(3) ?
C8AA O1A C2A C1PA . . . . 172.20(19) ?
C8AA C8A C9A O9A . . . . 179.0(2) ?
C1PA C2A C3A C4A . . . . -173.03(19) ?
C1PA C2PA C3PA C4PA . . . . -0.3(4) ?
C2PA C1PA C6PA C5PA . . . . -0.7(4) ?
C2PA C3PA C4PA C5PA . . . . -0.7(4) ?
C3PA C4PA C5PA C6PA . . . . 0.9(4) ?
C4PA C5PA C6PA C1PA . . . . -0.3(4) ?
C6PA C1PA C2PA C3PA . . . . 0.9(4) ?

_cod_database_fobs_code 2243713
