#------------------------------------------------------------------------------
#$Date: 2022-05-16 08:31:14 +0300 (Mon, 16 May 2022) $
#$Revision: 275434 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/51/1565109.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1565109
loop_
_publ_author_name
'Yin, Guo-Ping'
'Gong, Man'
'Xue, Gui-Min'
'Gong, Tian'
'Cao, Xue'
'Wang, Weiyi'
'Hu, Chang-Hua'
_publ_section_title
;
 Penispidins A-C, Aromatic Sesquiterpenoids from Penicillium
 virgatum and Their Inhibitory Effects on Hepatic Lipid Accumulation.
;
_journal_issue                   10
_journal_name_full               'Journal of natural products'
_journal_page_first              2623
_journal_page_last               2629
_journal_paper_doi               10.1021/acs.jnatprod.1c00185
_journal_volume                  84
_journal_year                    2021
_chemical_formula_moiety         'C15 H18 O3'
_chemical_formula_sum            'C15 H18 O3'
_chemical_formula_weight         246.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2020-06-08
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 106.5611(19)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   22.9072(4)
_cell_length_b                   7.95806(17)
_cell_length_c                   23.4273(4)
_cell_measurement_reflns_used    10659
_cell_measurement_temperature    291.27(19)
_cell_measurement_theta_max      70.4510
_cell_measurement_theta_min      4.0140
_cell_volume                     4093.56(14)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (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
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      291.27(19)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0243
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -105.00 -17.00   1.00    3.69    --  -35.97 -38.00-180.00   88
  2  ω   -105.00 -17.00   1.00    3.69    --  -35.97 -38.00  90.00   88
  3  ω    -97.00 -10.00   1.00    3.69    --  -35.97 139.00  65.00   87
  4  ω     17.00 105.00   1.00    3.69    --   35.97  38.00 -90.00   88
  5  ω     24.00  90.00   1.00    3.69    --   35.97-126.00-120.00   66
  6  ω     90.00 175.00   1.00   14.77    --  107.97  61.00-150.00   85
  7  ω     39.00 110.00   1.00   14.77    --  107.97 -95.00 -30.00   71
  8  ω     39.00 110.00   1.00   14.77    --  107.97 -95.00 -90.00   71
  9  ω     37.00 146.00   1.00   14.77    --  107.97 -15.00-180.00  109
 10  ω     91.00 176.00   1.00   14.77    --  107.97  45.00-180.00   85
 11  ω    101.00 178.00   1.00   14.77    --  107.97 112.00  60.00   77
 12  ω     41.00 126.00   1.00   14.77    --  107.97 -61.00-150.00   85
 13  ω     40.00 125.00   1.00   14.77    --  107.97 -45.00 120.00   85
 14  ω   -103.00 -19.00   1.00    3.69    --  -35.97 -57.00   0.00   84
 15  ω    -55.00  33.00   1.00    3.69    --  -35.97  38.00 -90.00   88
 16  ω    -53.00  31.00   1.00    3.69    --  -35.97  57.00  60.00   84
 17  ω   -104.00  -9.00   1.00    3.69    --  -35.97 -77.00  90.00   95
 18  ω   -103.00 -19.00   1.00    3.69    --  -35.97 -57.00 -60.00   84
 19  ω      1.00  75.00   1.00    3.69    --   35.97 -99.00 -30.00   74
 20  ω     87.00 178.00   1.00   14.77    --  107.97  30.00 -60.00   91
 21  ω     87.00 178.00   1.00   14.77    --  107.97  30.00  90.00   91
 22  ω     81.00 176.00   1.00   14.77    --  107.97  77.00-120.00   95
 23  ω     81.00 176.00   1.00   14.77    --  107.97  77.00 120.00   95
 24  ω     70.00 178.00   1.00   14.77    --  107.97  15.00  30.00  108
 25  ω     39.00 110.00   1.00   14.77    --  107.97 -95.00 120.00   71
 26  ω   -104.00 -35.00   1.00    3.69    --  -35.97 -77.00-180.00   69
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0547866000
_diffrn_orient_matrix_UB_12      -0.0052109000
_diffrn_orient_matrix_UB_13      0.0562360000
_diffrn_orient_matrix_UB_21      -0.0434655000
_diffrn_orient_matrix_UB_22      0.0169155000
_diffrn_orient_matrix_UB_23      0.0391959000
_diffrn_orient_matrix_UB_31      -0.0052322000
_diffrn_orient_matrix_UB_32      -0.1929051000
_diffrn_orient_matrix_UB_33      0.0019418000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            38674
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.854
_diffrn_reflns_theta_min         3.937
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.666
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67542
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_description       plate
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.742
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.796
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         7918
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.795
_refine_ls_R_factor_all          0.1383
_refine_ls_R_factor_gt           0.1217
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4237
_refine_ls_wR_factor_ref         0.4419
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6004
_reflns_number_total             7918
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            np1c00185_si_001.cif
_cod_data_source_block           ygp-1
_cod_depositor_comments
;

2022-05-15
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C45 H54 O9'
_cod_original_formula_weight         738.88
_cod_original_formula_moiety         '3(C15 H18 O3)'
_cod_original_formula_units_Z            4
_cod_original_cell_volume        4093.55(14)
_cod_database_code               1565109
_shelxl_version_number           2014-1
_chemical_oxdiff_formula         'C1 H1 O1'
_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_max   0.873
_shelx_estimated_absorpt_t_min   0.740
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O5-H5
 0.9 with sigma of 0.02
 O7-H7A
 0.9 with sigma of 0.02
 O1-H1
 0.9 with sigma of 0.02
 C16-H5
 1.88 with sigma of 0.02
 H7A-C31
 1.88 with sigma of 0.02
 H1-C1
 1.88 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C39(H39A,H39B), C24(H24A,H24B), C26(H26A,H26B), C28(H28A,H28B), C9(H9A,H9B),
 C11(H11A,H11B), C43(H43A,H43B), C27(H27A,H27B), C12(H12A,H12B), C41(H41A,H41B),
  C13(H13A,H13B), C42(H42A,H42B)
3.b Aromatic/amide H refined with riding coordinates:
 C22(H22), C3(H3), C34(H34), C18(H18), C37(H37), C19(H19), C7(H7), C33(H33),
 C6(H6)
3.c Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C29(H29A,H29B,H29C), C45(H45A,H45B,H45C), C15(H15A,H15B,
 H15C), C44(H44A,H44B,H44C), C14(H14A,H14B,H14C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.325
_oxdiff_exptl_absorpt_empirical_full_min 0.608
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O6 O 0.24968(13) 0.9309(4) 0.28176(12) 0.0789(8) Uani 1 1 d . . . . .
O5 O 0.45033(16) 0.9968(8) 0.42897(15) 0.1213(17) Uani 1 1 d D . . . .
O4 O 0.43986(17) 0.8935(8) 0.51210(14) 0.1303(19) Uani 1 1 d . . . . .
O3 O 0.28497(15) 0.4388(5) 0.63143(16) 0.0942(10) Uani 1 1 d . . . . .
O1 O 0.46494(17) 0.4869(7) 0.55867(18) 0.1121(14) Uani 1 1 d D . . . .
O2 O 0.43443(17) 0.4026(7) 0.46400(17) 0.1171(15) Uani 1 1 d . . . . .
O9 O 0.5940(2) 0.1794(5) 0.26576(15) 0.1076(13) Uani 1 1 d . . . . .
O8 O 0.48388(19) 0.2844(5) 0.00723(15) 0.1023(11) Uani 1 1 d . . . . .
C17 C 0.35558(17) 0.8722(6) 0.42706(16) 0.0708(10) Uani 1 1 d . . . . .
C21 C 0.27029(17) 0.8803(5) 0.33966(15) 0.0647(9) Uani 1 1 d . . . . .
O7 O 0.5250(3) 0.4800(6) 0.07472(19) 0.1118(13) Uani 1 1 d D . . . .
C4 C 0.29451(18) 0.3835(5) 0.57934(19) 0.0717(10) Uani 1 1 d . . . . .
C22 C 0.33031(18) 0.9182(6) 0.36793(16) 0.0702(10) Uani 1 1 d . . . . .
H22 H 0.3538 0.9743 0.3475 0.084 Uiso 1 1 calc R . . . .
C32 C 0.51872(18) 0.1992(6) 0.10764(18) 0.0743(10) Uani 1 1 d . . . . .
C3 C 0.35195(18) 0.4227(6) 0.57294(19) 0.0723(10) Uani 1 1 d . . . . .
H3 H 0.3804 0.4805 0.6028 0.087 Uiso 1 1 calc R . . . .
C16 C 0.4197(2) 0.9222(7) 0.45798(17) 0.0843(13) Uani 1 1 d D . . . .
C2 C 0.36574(18) 0.3742(6) 0.5217(2) 0.0739(10) Uani 1 1 d . . . . .
C25 C 0.18562(18) 0.9052(6) 0.24889(18) 0.0781(11) Uani 1 1 d . . . . .
C35 C 0.5417(2) -0.0398(6) 0.19820(19) 0.0805(12) Uani 1 1 d . . . . .
C20 C 0.23403(19) 0.7946(6) 0.36929(17) 0.0729(10) Uani 1 1 d . . . . .
C1 C 0.4253(2) 0.4239(7) 0.5134(2) 0.0826(12) Uani 1 1 d D . . . .
C23 C 0.1685(2) 0.7555(7) 0.3366(2) 0.0847(12) Uani 1 1 d . . . . .
C31 C 0.5079(2) 0.3318(7) 0.05992(19) 0.0789(11) Uani 1 1 d D . . . .
C34 C 0.5137(3) -0.0813(7) 0.1396(2) 0.0969(16) Uani 1 1 d . . . . .
H34 H 0.5023 -0.1923 0.1302 0.116 Uiso 1 1 calc R . . . .
C36 C 0.5614(2) 0.1226(6) 0.21045(19) 0.0790(11) Uani 1 1 d . . . . .
C38 C 0.5541(3) -0.1627(9) 0.2494(2) 0.114(2) Uani 1 1 d . . . . .
C5 C 0.2525(2) 0.2907(6) 0.5356(2) 0.0807(11) Uani 1 1 d . . . . .
C18 C 0.3214(2) 0.7903(7) 0.45748(19) 0.0878(13) Uani 1 1 d . . . . .
H18 H 0.3382 0.7622 0.4973 0.105 Uiso 1 1 calc R . . . .
C40 C 0.6056(3) 0.0659(8) 0.3168(2) 0.1047(18) Uani 1 1 d . . . . .
C37 C 0.5487(3) 0.2398(7) 0.1658(2) 0.0876(13) Uani 1 1 d . . . . .
H37 H 0.5607 0.3505 0.1750 0.105 Uiso 1 1 calc R . . . .
C10 C 0.2262(2) 0.4096(8) 0.6417(3) 0.1002(16) Uani 1 1 d . . . . .
C19 C 0.2618(2) 0.7497(7) 0.4285(2) 0.0881(13) Uani 1 1 d . . . . .
H19 H 0.2392 0.6904 0.4492 0.106 Uiso 1 1 calc R . . . .
C7 C 0.3249(2) 0.2830(8) 0.4783(2) 0.0942(14) Uani 1 1 d . . . . .
H7 H 0.3349 0.2507 0.4441 0.113 Uiso 1 1 calc R . . . .
C33 C 0.5018(2) 0.0371(7) 0.09398(19) 0.0836(13) Uani 1 1 d . . . . .
H33 H 0.4827 0.0057 0.0549 0.100 Uiso 1 1 calc R . . . .
C39 C 0.6128(2) -0.1082(6) 0.2947(2) 0.0854(12) Uani 1 1 d . . . . .
H39A H 0.6227 -0.1861 0.3280 0.103 Uiso 1 1 calc R . . . .
H39B H 0.6459 -0.1096 0.2766 0.103 Uiso 1 1 calc R . . . .
C24 C 0.1640(2) 0.7448(7) 0.2700(2) 0.0831(12) Uani 1 1 d . . . . .
H24A H 0.1885 0.6516 0.2632 0.100 Uiso 1 1 calc R . . . .
H24B H 0.1220 0.7240 0.2474 0.100 Uiso 1 1 calc R . . . .
C30 C 0.1860(2) 0.8934(9) 0.1839(2) 0.1023(17) Uani 1 1 d . . . . .
H30A H 0.2053 0.9914 0.1737 0.153 Uiso 1 1 calc GR . . . .
H30B H 0.1449 0.8865 0.1587 0.153 Uiso 1 1 calc GR . . . .
H30C H 0.2080 0.7949 0.1786 0.153 Uiso 1 1 calc GR . . . .
C8 C 0.1910(2) 0.2492(8) 0.5447(3) 0.0987(16) Uani 1 1 d . . . . .
C26 C 0.1496(3) 1.0564(8) 0.2587(3) 0.1070(18) Uani 1 1 d . . . . .
H26A H 0.1087 1.0504 0.2317 0.128 Uiso 1 1 calc R . . . .
H26B H 0.1686 1.1578 0.2495 0.128 Uiso 1 1 calc R . . . .
C6 C 0.2697(2) 0.2399(8) 0.4853(2) 0.0956(15) Uani 1 1 d . . . . .
H6 H 0.2429 0.1755 0.4562 0.115 Uiso 1 1 calc R . . . .
C28 C 0.1273(3) 0.9073(10) 0.3446(3) 0.111(2) Uani 1 1 d . . . . .
H28A H 0.0852 0.8834 0.3230 0.134 Uiso 1 1 calc R . . . .
H28B H 0.1297 0.9188 0.3864 0.134 Uiso 1 1 calc R . . . .
C9 C 0.2014(3) 0.2434(8) 0.6140(3) 0.1073(18) Uani 1 1 d . . . . .
H9A H 0.1632 0.2195 0.6224 0.129 Uiso 1 1 calc R . . . .
H9B H 0.2299 0.1543 0.6312 0.129 Uiso 1 1 calc R . . . .
C11 C 0.1849(3) 0.5499(10) 0.6173(4) 0.133(3) Uani 1 1 d . . . . .
H11A H 0.2041 0.6545 0.6339 0.160 Uiso 1 1 calc R . . . .
H11B H 0.1479 0.5373 0.6293 0.160 Uiso 1 1 calc R . . . .
C43 C 0.5005(4) -0.1510(19) 0.2804(4) 0.182(6) Uani 1 1 d . . . . .
H43A H 0.4617 -0.1757 0.2517 0.218 Uiso 1 1 calc R . . . .
H43B H 0.5072 -0.2319 0.3126 0.218 Uiso 1 1 calc R . . . .
C27 C 0.1457(3) 1.0670(9) 0.3228(3) 0.116(2) Uani 1 1 d . . . . .
H27A H 0.1851 1.1001 0.3487 0.139 Uiso 1 1 calc R . . . .
H27B H 0.1166 1.1536 0.3250 0.139 Uiso 1 1 calc R . . . .
C12 C 0.1683(3) 0.5586(12) 0.5487(5) 0.156(4) Uani 1 1 d . . . . .
H12A H 0.1360 0.6401 0.5340 0.187 Uiso 1 1 calc R . . . .
H12B H 0.2035 0.5947 0.5367 0.187 Uiso 1 1 calc R . . . .
C29 C 0.1464(3) 0.5917(11) 0.3562(3) 0.125(2) Uani 1 1 d . . . . .
H29A H 0.1764 0.5059 0.3587 0.188 Uiso 1 1 calc GR . . . .
H29B H 0.1089 0.5590 0.3278 0.188 Uiso 1 1 calc GR . . . .
H29C H 0.1397 0.6066 0.3945 0.188 Uiso 1 1 calc GR . . . .
C41 C 0.5560(4) 0.0856(15) 0.3447(3) 0.151(3) Uani 1 1 d . . . . .
H41A H 0.5649 0.0189 0.3808 0.181 Uiso 1 1 calc R . . . .
H41B H 0.5533 0.2024 0.3555 0.181 Uiso 1 1 calc R . . . .
C45 C 0.6670(4) 0.1282(10) 0.3585(3) 0.127(2) Uani 1 1 d . . . . .
H45A H 0.6979 0.1200 0.3383 0.191 Uiso 1 1 calc GR . . . .
H45B H 0.6781 0.0601 0.3938 0.191 Uiso 1 1 calc GR . . . .
H45C H 0.6630 0.2431 0.3693 0.191 Uiso 1 1 calc GR . . . .
C13 C 0.1482(3) 0.3929(13) 0.5229(4) 0.137(3) Uani 1 1 d . . . . .
H13A H 0.1405 0.4007 0.4800 0.165 Uiso 1 1 calc R . . . .
H13B H 0.1098 0.3665 0.5306 0.165 Uiso 1 1 calc R . . . .
C15 C 0.2399(3) 0.4061(14) 0.7092(3) 0.145(3) Uani 1 1 d . . . . .
H15A H 0.2650 0.3106 0.7248 0.217 Uiso 1 1 calc GR . . . .
H15B H 0.2025 0.3982 0.7198 0.217 Uiso 1 1 calc GR . . . .
H15C H 0.2609 0.5072 0.7257 0.217 Uiso 1 1 calc GR . . . .
C44 C 0.5696(8) -0.3420(10) 0.2273(5) 0.277(11) Uani 1 1 d . . . . .
H44A H 0.5382 -0.3737 0.1921 0.415 Uiso 1 1 calc GR . . . .
H44B H 0.5719 -0.4237 0.2580 0.415 Uiso 1 1 calc GR . . . .
H44C H 0.6079 -0.3367 0.2184 0.415 Uiso 1 1 calc GR . . . .
C42 C 0.4999(4) 0.0342(19) 0.3056(4) 0.171(5) Uani 1 1 d . . . . .
H42A H 0.4886 0.1119 0.2724 0.205 Uiso 1 1 calc R . . . .
H42B H 0.4689 0.0407 0.3264 0.205 Uiso 1 1 calc R . . . .
C14 C 0.1699(4) 0.0751(15) 0.5209(6) 0.190(5) Uani 1 1 d . . . . .
H14A H 0.1466 0.0834 0.4798 0.285 Uiso 1 1 calc GR . . . .
H14B H 0.1452 0.0272 0.5436 0.285 Uiso 1 1 calc GR . . . .
H14C H 0.2048 0.0047 0.5241 0.285 Uiso 1 1 calc GR . . . .
H7A H 0.561(3) 0.506(5) 0.100(4) 0.21(5) Uiso 1 1 d D . . . .
H5 H 0.448(13) 1.109(6) 0.425(14) 0.7(3) Uiso 1 1 d D . . . .
H1 H 0.461(16) 0.60(2) 0.567(17) 1.7(15) Uiso 1 1 d D . . . .
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 0.0000 0.0000 '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'
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
C21 O6 C25 119.5(3) . . ?
C4 O3 C10 119.1(4) . . ?
C36 O9 C40 119.4(5) . . ?
C22 C17 C16 119.1(4) . . ?
C18 C17 C22 120.5(4) . . ?
C18 C17 C16 120.3(4) . . ?
O6 C21 C22 115.3(3) . . ?
O6 C21 C20 123.4(3) . . ?
C22 C21 C20 121.3(3) . . ?
O3 C4 C3 114.6(4) . . ?
O3 C4 C5 124.7(3) . . ?
C5 C4 C3 120.6(4) . . ?
C21 C22 C17 119.8(4) . . ?
C37 C32 C31 120.0(5) . . ?
C33 C32 C31 121.0(4) . . ?
C33 C32 C37 118.9(4) . . ?
C2 C3 C4 119.0(4) . . ?
O5 C16 C17 119.1(3) . . ?
O4 C16 O5 122.5(4) . . ?
O4 C16 C17 118.3(4) . . ?
C3 C2 C1 119.0(4) . . ?
C7 C2 C3 120.9(4) . . ?
C7 C2 C1 120.0(4) . . ?
O6 C25 C24 108.7(3) . . ?
O6 C25 C30 104.1(3) . . ?
O6 C25 C26 108.5(4) . . ?
C24 C25 C30 111.8(4) . . ?
C24 C25 C26 112.3(5) . . ?
C26 C25 C30 111.0(5) . . ?
C34 C35 C38 124.4(5) . . ?
C36 C35 C34 117.7(4) . . ?
C36 C35 C38 117.9(4) . . ?
C21 C20 C23 119.5(4) . . ?
C19 C20 C21 116.7(4) . . ?
C19 C20 C23 123.8(4) . . ?
O1 C1 C2 117.1(4) . . ?
O2 C1 O1 123.7(4) . . ?
O2 C1 C2 119.3(5) . . ?
C20 C23 C24 107.3(3) . . ?
C20 C23 C28 108.9(4) . . ?
C20 C23 C29 113.2(5) . . ?
C24 C23 C28 107.0(4) . . ?
C29 C23 C24 109.2(5) . . ?
C29 C23 C28 111.0(5) . . ?
O8 C31 O7 124.4(5) . . ?
O8 C31 C32 116.9(5) . . ?
O7 C31 C32 118.6(4) . . ?
C35 C34 C33 122.4(5) . . ?
C35 C36 O9 124.4(4) . . ?
C37 C36 O9 115.9(5) . . ?
C37 C36 C35 119.8(4) . . ?
C35 C38 C39 107.5(4) . . ?
C35 C38 C43 109.1(6) . . ?
C35 C38 C44 109.3(6) . . ?
C39 C38 C43 107.9(6) . . ?
C39 C38 C44 104.4(7) . . ?
C44 C38 C43 118.1(9) . . ?
C4 C5 C8 118.9(4) . . ?
C4 C5 C6 117.9(4) . . ?
C6 C5 C8 123.3(5) . . ?
C17 C18 C19 119.4(4) . . ?
O9 C40 C39 107.5(4) . . ?
O9 C40 C41 108.4(5) . . ?
O9 C40 C45 103.8(6) . . ?
C39 C40 C45 110.0(5) . . ?
C41 C40 C39 115.2(7) . . ?
C41 C40 C45 111.2(6) . . ?
C36 C37 C32 122.2(5) . . ?
O3 C10 C9 108.8(4) . . ?
O3 C10 C11 109.8(5) . . ?
O3 C10 C15 104.4(5) . . ?
C9 C10 C15 111.8(6) . . ?
C11 C10 C9 112.1(6) . . ?
C11 C10 C15 109.7(6) . . ?
C18 C19 C20 122.3(4) . . ?
C6 C7 C2 120.1(4) . . ?
C32 C33 C34 118.8(4) . . ?
C40 C39 C38 109.9(5) . . ?
C25 C24 C23 110.7(4) . . ?
C5 C8 C9 106.1(4) . . ?
C13 C8 C5 109.2(5) . . ?
C13 C8 C9 105.5(6) . . ?
C13 C8 C14 117.5(8) . . ?
C14 C8 C5 110.9(5) . . ?
C14 C8 C9 106.9(7) . . ?
C25 C26 C27 112.3(5) . . ?
C7 C6 C5 121.4(5) . . ?
C27 C28 C23 112.2(5) . . ?
C10 C9 C8 110.2(5) . . ?
C10 C11 C12 112.3(6) . . ?
C42 C43 C38 108.2(6) . . ?
C28 C27 C26 113.2(6) . . ?
C13 C12 C11 110.1(7) . . ?
C42 C41 C40 110.9(6) . . ?
C12 C13 C8 116.5(6) . . ?
C41 C42 C43 114.0(9) . . ?
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
O6 C21 1.364(4) . ?
O6 C25 1.464(5) . ?
O5 C16 1.256(6) . ?
O4 C16 1.241(5) . ?
O3 C4 1.372(5) . ?
O3 C10 1.451(5) . ?
O1 C1 1.285(6) . ?
O2 C1 1.245(5) . ?
O9 C36 1.375(6) . ?
O9 C40 1.460(7) . ?
O8 C31 1.258(6) . ?
C17 C22 1.389(5) . ?
C17 C16 1.495(6) . ?
C17 C18 1.365(6) . ?
C21 C22 1.379(5) . ?
C21 C20 1.402(6) . ?
O7 C31 1.260(7) . ?
C4 C3 1.401(5) . ?
C4 C5 1.400(7) . ?
C32 C31 1.505(7) . ?
C32 C37 1.378(7) . ?
C32 C33 1.359(7) . ?
C3 C2 1.381(6) . ?
C2 C1 1.486(5) . ?
C2 C7 1.377(7) . ?
C25 C24 1.504(7) . ?
C25 C30 1.527(6) . ?
C25 C26 1.514(8) . ?
C35 C34 1.380(7) . ?
C35 C36 1.372(7) . ?
C35 C38 1.510(7) . ?
C20 C23 1.510(6) . ?
C20 C19 1.398(6) . ?
C23 C24 1.536(6) . ?
C23 C28 1.578(9) . ?
C23 C29 1.517(8) . ?
C34 C33 1.391(7) . ?
C36 C37 1.369(7) . ?
C38 C39 1.519(7) . ?
C38 C43 1.599(13) . ?
C38 C44 1.592(15) . ?
C5 C8 1.520(6) . ?
C5 C6 1.403(7) . ?
C18 C19 1.379(7) . ?
C40 C39 1.504(8) . ?
C40 C41 1.471(10) . ?
C40 C45 1.548(9) . ?
C10 C9 1.511(9) . ?
C10 C11 1.469(9) . ?
C10 C15 1.523(9) . ?
C7 C6 1.364(7) . ?
C8 C9 1.573(8) . ?
C8 C13 1.498(10) . ?
C8 C14 1.520(11) . ?
C26 C27 1.532(9) . ?
C28 C27 1.476(11) . ?
C11 C12 1.544(12) . ?
C43 C42 1.589(18) . ?
C12 C13 1.469(14) . ?
C41 C42 1.410(13) . ?
