#------------------------------------------------------------------------------
#$Date: 2020-05-28 00:51:51 +0300 (Thu, 28 May 2020) $
#$Revision: 252391 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/77/4517723.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_4517723
loop_
_publ_author_name
'Farias, Kaio'
'da Costa, Roner F.'
'Meira, Assuero S.'
'Diniz-Filho, Jairo'
'Bezerra, Eveline M.'
'Freire, Valder N.'
'Guest, Prue'
'Nikahd, Maryam'
'Ma, Xinghua'
'Gardiner, Michael G.'
'Banwell, Martin G.'
'de Oliveira, Maria da C. F.'
'de Moraes, Manoel O.'
'do Ó Pessoa, Claudia'
_publ_section_title
;
 Antitumor Potential of the Isoflavonoids (+)- and
 (−)-2,3,9-Trimethoxypterocarpan: Mechanism-of-Action Studies
;
_journal_name_full               'ACS Medicinal Chemistry Letters'
_journal_paper_doi               10.1021/acsmedchemlett.0c00097
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C18 H18 O5'
_chemical_formula_sum            'C18 H18 O5'
_chemical_formula_weight         314.32
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-02-05
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 93.099(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.76720(10)
_cell_length_b                   18.8707(4)
_cell_length_c                   16.6201(4)
_cell_measurement_reflns_used    8672
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.6470
_cell_measurement_theta_min      4.6580
_cell_volume                     1492.96(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1297
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -106.00  32.00   1.00    4.00    --  -37.08   0.00  60.00  138
  2  ω      8.00 108.00   1.00    4.00    --   37.08  19.00-180.00  100
  3  ω     20.00 104.00   1.00    4.00    --   37.08  57.00  60.00   84
  4  ω    -21.00  64.00   1.00    4.00    --   37.08 -77.00 120.00   85
  5  ω     20.00 104.00   1.00    4.00    --   37.08  57.00   0.00   84
  6  ω      8.00  36.00   1.00    4.00    --   37.08  82.00-110.18   28
  7  ω      6.00  76.00   1.00    4.00    --   37.08 -99.00 -60.00   70
  8  ω      4.00  30.00   1.00    4.00    --   37.08  89.00  85.35   26
  9  ω    -34.00  66.00   1.00    4.00    --   37.08 -19.00 150.00  100
 10  ω      6.00  76.00   1.00    4.00    --   37.08 -99.00  90.00   70
 11  ω      4.00  29.00   1.00    4.00    --   37.08  88.00 173.84   25
 12  ω    -16.00  56.00   1.00    4.00    --   37.08 -38.00   0.00   72
 13  ω     77.00 105.00   1.00    4.00    --   37.08  38.00 -30.00   28
 14  ω     86.00 118.00   1.00   17.50    --  111.00  25.00  30.00   32
 15  ω     63.00 146.00   1.00   17.50    --  111.00 178.00-150.00   83
 16  ω     90.00 129.00   1.00   17.50    --  111.00 -38.00  60.00   39
 17  ω     41.00 109.00   1.00   17.50    --  111.00-111.00 -90.00   68
 18  ω    130.00 159.00   1.00   17.50    --  111.00  38.00 -60.00   29
 19  ω     68.00 113.00   1.00   17.50    --  111.00 -25.00 -30.00   45
 20  ω     58.00  85.00   1.00   17.50    --  111.00 -64.00-180.00   27
 21  ω     66.00  98.00   1.00   17.50    --  111.00  12.00  90.00   32
 22  ω    115.00 143.00   1.00   17.50    --  111.00  12.00  90.00   28
 23  ω     93.00 123.00   1.00   17.50    --  111.00  38.00 -60.00   30
 24  ω     68.00  99.00   1.00   17.50    --  111.00 -64.00-150.00   31
 25  ω     93.00 120.00   1.00   17.50    --  111.00  38.00  30.00   27
 26  ω    152.00 178.00   1.00   17.50    --  111.00  64.00   0.00   26
 27  ω     49.00  76.00   1.00   17.50    --  111.00 -92.00  60.00   27
 28  ω     97.00 159.00   1.00   17.50    --  111.00  64.00  30.00   62
 29  ω     91.00 118.00   1.00   17.50    --  111.00  64.00   0.00   27
 30  ω     95.00 158.00   1.00   17.50    --  111.00  50.00-180.00   63
 31  ω    104.00 140.00   1.00   17.50    --  111.00  77.00 -60.00   36
 32  ω     93.00 140.00   1.00   17.50    --  111.00  64.00 -30.00   47
 33  ω    124.00 178.00   1.00   17.50    --  111.00  77.00 -90.00   54
 34  ω     98.00 154.00   1.00   17.50    --  111.00  50.00 120.00   56
 35  ω     99.00 133.00   1.00   17.50    --  111.00  38.00-150.00   34
 36  ω     69.00  96.00   1.00   17.50    --  111.00 -38.00-120.00   27
 37  ω    128.00 178.00   1.00   17.50    --  111.00  77.00 -30.00   50
 38  ω    116.00 143.00   1.00   17.50    --  111.00  77.00 150.00   27
 39  ω     93.00 157.00   1.00   17.50    --  111.00 -12.00 -60.00   64
 40  ω    101.00 144.00   1.00   17.50    --  111.00  50.00 150.00   43
 41  ω     46.00  94.00   1.00   17.50    --  111.00-111.00 -60.00   48
 42  ω     91.00 120.00   1.00   17.50    --  111.00 -50.00-180.00   29
 43  ω     42.00 135.00   1.00   17.50    --  111.00 -25.00 -90.00   93
 44  ω    104.00 130.00   1.00   17.50    --  111.00 -25.00  30.00   26
 45  ω     45.00 122.00   1.00   17.50    --  111.00 -25.00 150.00   77
 46  ω     93.00 125.00   1.00   17.50    --  111.00  38.00   0.00   32
 47  ω    106.00 133.00   1.00   17.50    --  111.00 111.00 -60.00   27
 48  ω     47.00  92.00   1.00   17.50    --  111.00 -92.00   0.00   45
 49  ω     92.00 119.00   1.00   17.50    --  111.00  38.00 -30.00   27
 50  ω     96.00 121.00   1.00   17.50    --  111.00 -64.00  30.00   25
 51  ω     59.00 130.00   1.00   17.50    --  111.00 -77.00 120.00   71
 52  ω     54.00  81.00   1.00   17.50    --  111.00 -15.00 135.45   27
;
_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      0.1706363000
_diffrn_orient_matrix_UB_12      0.0688945000
_diffrn_orient_matrix_UB_13      -0.0064262000
_diffrn_orient_matrix_UB_21      -0.0447006000
_diffrn_orient_matrix_UB_22      -0.0022381000
_diffrn_orient_matrix_UB_23      -0.0925138000
_diffrn_orient_matrix_UB_31      -0.2712695000
_diffrn_orient_matrix_UB_32      0.0436593000
_diffrn_orient_matrix_UB_33      0.0053263000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17369
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.115
_diffrn_reflns_theta_min         3.547
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.844
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80673
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_description       needle
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.332
_exptl_crystal_size_mid          0.063
_exptl_crystal_size_min          0.026
_refine_diff_density_max         0.399
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details
;
 Flack x determined using 2621 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         5951
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0390
_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)+(0.0707P)²+0.1480P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1038
_refine_ls_wR_factor_ref         0.1057
_reflns_Friedel_coverage         0.927
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.978
_reflns_number_gt                5716
_reflns_number_total             5951
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ml0c00097_si_002.cif
_cod_data_source_block           mn-(+)ptcscaled
_cod_database_code               4517723
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C18 H18 O5'
_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.
;
_reflns_odcompleteness_completeness 98.47
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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.a Ternary CH refined with riding coordinates:
 C9(H9), C10(H10), C27(H27), C28(H28)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C29(H29A,H29B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C13(H13), C16(H16), C17(H17), C21(H21), C26(H26), C31(H31),
 C34(H34), C35(H35)
2.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C7(H7A,H7B,H7C), C15(H15A,H15B,H15C), C23(H23A,H23B,H23C),
 C25(H25A,H25B,H25C), C33(H33A,H33B,H33C)
;
_ins_header
;
TITL MN-(+)PTCscaled in P2(1) 
REM P2(1) (#4 in standard setting)
CELL 1.54184   4.767174  18.870654  16.620141  90.0000  93.0993  90.0000
ZERR    4.00   0.000141   0.000420   0.000437   0.0000   0.0025   0.0000
LATT -1
SYMM -x, y+1/2,-z 
SFAC C H O
UNIT 72.00 72.00 20.00
TREF
HKLF 4
END
;
_olex2_date_sample_data_collection 2020-02-01
_olex2_date_sample_submission    2019-12-18
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MiTeGen holder with oil'
_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 1.493
_oxdiff_exptl_absorpt_empirical_full_min 0.586
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
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
O1 O -0.0642(4) 0.67700(10) 0.00945(12) 0.0250(4) Uani 1 1 d . . . . .
O2 O -0.0965(5) 0.92370(11) -0.05960(13) 0.0284(4) Uani 1 1 d . . . . .
O3 O 0.3026(5) 0.95353(11) 0.04650(13) 0.0303(4) Uani 1 1 d . . . . .
O4 O 0.3106(4) 0.71634(10) 0.21298(11) 0.0244(4) Uani 1 1 d . . . . .
O5 O -0.3715(4) 0.60960(11) 0.38115(12) 0.0282(4) Uani 1 1 d . . . . .
C1 C 0.0438(6) 0.74426(13) 0.02080(15) 0.0201(5) Uani 1 1 d . . . . .
C2 C 0.2628(5) 0.75836(13) 0.07677(15) 0.0199(5) Uani 1 1 d . . . . .
C3 C -0.0819(6) 0.79816(14) -0.02635(15) 0.0218(5) Uani 1 1 d . . . . .
H3 H -0.225953 0.787517 -0.064406 0.026 Uiso 1 1 calc R . . . .
C4 C 0.0090(6) 0.86735(14) -0.01612(15) 0.0218(5) Uani 1 1 d . . . . .
C5 C -0.3261(6) 0.91030(17) -0.11606(17) 0.0290(6) Uani 1 1 d . . . . .
H5A H -0.271873 0.875483 -0.154364 0.044 Uiso 1 1 calc GR . . . .
H5B H -0.377767 0.953401 -0.143739 0.044 Uiso 1 1 calc GR . . . .
H5C H -0.483251 0.892997 -0.088098 0.044 Uiso 1 1 calc GR . . . .
C6 C 0.2293(6) 0.88357(14) 0.04168(16) 0.0219(5) Uani 1 1 d . . . . .
C7 C 0.5163(7) 0.97200(16) 0.10627(19) 0.0317(6) Uani 1 1 d . . . . .
H7A H 0.689910 0.949910 0.093645 0.047 Uiso 1 1 calc GR . . . .
H7B H 0.462816 0.955995 0.158085 0.047 Uiso 1 1 calc GR . . . .
H7C H 0.539921 1.022520 0.107281 0.047 Uiso 1 1 calc GR . . . .
C8 C 0.3536(6) 0.82913(14) 0.08623(15) 0.0215(5) Uani 1 1 d . . . . .
H8 H 0.500866 0.839402 0.123393 0.026 Uiso 1 1 calc R . . . .
C9 C 0.3913(6) 0.70205(14) 0.13043(15) 0.0213(5) Uani 1 1 d . . . . .
H9 H 0.596268 0.703341 0.128421 0.026 Uiso 1 1 calc R . . . .
C10 C 0.2812(6) 0.62619(13) 0.10904(16) 0.0219(5) Uani 1 1 d . . . . .
H10 H 0.439557 0.593011 0.112887 0.026 Uiso 1 1 calc R . . . .
C11 C 0.1437(6) 0.62264(14) 0.02405(17) 0.0265(6) Uani 1 1 d . . . . .
H11A H 0.287447 0.627397 -0.014728 0.032 Uiso 1 1 calc R . . . .
H11B H 0.055922 0.576622 0.016016 0.032 Uiso 1 1 calc R . . . .
C12 C 0.1203(5) 0.66569(13) 0.23253(15) 0.0195(5) Uani 1 1 d . . . . .
C13 C -0.0265(6) 0.66887(13) 0.30218(16) 0.0219(5) Uani 1 1 d . . . . .
H13 H -0.004693 0.706536 0.338059 0.026 Uiso 1 1 calc R . . . .
C14 C -0.2090(5) 0.61260(14) 0.31586(15) 0.0209(5) Uani 1 1 d . . . . .
C15 C -0.3630(8) 0.66911(17) 0.43375(19) 0.0356(7) Uani 1 1 d . . . . .
H15A H -0.409414 0.711225 0.403485 0.053 Uiso 1 1 calc GR . . . .
H15B H -0.177755 0.673709 0.458848 0.053 Uiso 1 1 calc GR . . . .
H15C H -0.496137 0.662556 0.474435 0.053 Uiso 1 1 calc GR . . . .
C16 C -0.2363(6) 0.55587(14) 0.26203(16) 0.0237(5) Uani 1 1 d . . . . .
H16 H -0.354747 0.518292 0.272856 0.028 Uiso 1 1 calc R . . . .
C17 C -0.0872(6) 0.55525(14) 0.19223(16) 0.0226(5) Uani 1 1 d . . . . .
H17 H -0.107033 0.517622 0.156229 0.027 Uiso 1 1 calc R . . . .
C18 C 0.0917(5) 0.61134(13) 0.17673(15) 0.0189(5) Uani 1 1 d . . . . .
O6 O 0.5744(4) 0.38013(9) 0.29531(11) 0.0213(4) Uani 1 1 d . . . . .
O7 O 0.2460(5) 0.48254(11) 0.53628(13) 0.0298(5) Uani 1 1 d . . . . .
O8 O 0.5488(6) 0.39776(11) 0.62617(12) 0.0337(5) Uani 1 1 d . . . . .
O9 O 0.7543(4) 0.20650(10) 0.40168(11) 0.0246(4) Uani 1 1 d . . . . .
O10 O 0.1040(5) 0.06866(12) 0.22783(14) 0.0358(5) Uani 1 1 d . . . . .
C19 C 0.5749(5) 0.37987(13) 0.37833(15) 0.0181(5) Uani 1 1 d . . . . .
C20 C 0.7352(6) 0.33246(13) 0.42485(15) 0.0200(5) Uani 1 1 d . . . . .
C21 C 0.4042(5) 0.43042(14) 0.41310(15) 0.0204(5) Uani 1 1 d . . . . .
H21 H 0.295636 0.461158 0.380666 0.025 Uiso 1 1 calc R . . . .
C22 C 0.3982(6) 0.43434(14) 0.49611(17) 0.0219(5) Uani 1 1 d . . . . .
C23 C 0.0640(7) 0.52708(17) 0.48754(19) 0.0323(6) Uani 1 1 d . . . . .
H23A H 0.172808 0.553846 0.451268 0.048 Uiso 1 1 calc GR . . . .
H23B H -0.033214 0.558933 0.521434 0.048 Uiso 1 1 calc GR . . . .
H23C H -0.070067 0.498387 0.457147 0.048 Uiso 1 1 calc GR . . . .
C24 C 0.5657(6) 0.38769(14) 0.54505(16) 0.0234(5) Uani 1 1 d . . . . .
C25 C 0.7288(11) 0.35488(18) 0.6770(2) 0.0506(11) Uani 1 1 d . . . . .
H25A H 0.919404 0.360550 0.662273 0.076 Uiso 1 1 calc GR . . . .
H25B H 0.674611 0.306089 0.671031 0.076 Uiso 1 1 calc GR . . . .
H25C H 0.713653 0.369093 0.732090 0.076 Uiso 1 1 calc GR . . . .
C26 C 0.7299(6) 0.33797(14) 0.50894(16) 0.0227(5) Uani 1 1 d . . . . .
H26 H 0.839714 0.307336 0.541159 0.027 Uiso 1 1 calc R . . . .
C27 C 0.8997(5) 0.27419(13) 0.38744(16) 0.0207(5) Uani 1 1 d . . . . .
H27 H 1.090923 0.272683 0.412179 0.025 Uiso 1 1 calc R . . . .
C28 C 0.9098(5) 0.28181(13) 0.29464(16) 0.0210(5) Uani 1 1 d . . . . .
H28 H 1.096505 0.268698 0.277623 0.025 Uiso 1 1 calc R . . . .
C29 C 0.8380(6) 0.35644(14) 0.26698(16) 0.0222(5) Uani 1 1 d . . . . .
H29A H 0.985754 0.388410 0.286550 0.027 Uiso 1 1 calc R . . . .
H29B H 0.829534 0.357997 0.208561 0.027 Uiso 1 1 calc R . . . .
C30 C 0.6148(6) 0.18777(13) 0.33024(16) 0.0211(5) Uani 1 1 d . . . . .
C31 C 0.4173(6) 0.13394(14) 0.32287(17) 0.0249(5) Uani 1 1 d . . . . .
H31 H 0.365159 0.108160 0.367349 0.030 Uiso 1 1 calc R . . . .
C32 C 0.2999(6) 0.12015(14) 0.24548(18) 0.0260(5) Uani 1 1 d . . . . .
C33 C 0.0109(7) 0.02819(17) 0.2936(2) 0.0375(7) Uani 1 1 d . . . . .
H33A H -0.119393 -0.007325 0.273718 0.056 Uiso 1 1 calc GR . . . .
H33B H -0.079981 0.058867 0.330198 0.056 Uiso 1 1 calc GR . . . .
H33C H 0.169189 0.005751 0.321146 0.056 Uiso 1 1 calc GR . . . .
C34 C 0.3793(7) 0.15927(15) 0.17879(17) 0.0282(6) Uani 1 1 d . . . . .
H34 H 0.298322 0.149533 0.127829 0.034 Uiso 1 1 calc R . . . .
C35 C 0.5795(6) 0.21272(15) 0.18878(16) 0.0249(5) Uani 1 1 d . . . . .
H35 H 0.634057 0.238446 0.144533 0.030 Uiso 1 1 calc R . . . .
C36 C 0.6974(6) 0.22741(13) 0.26544(16) 0.0211(5) Uani 1 1 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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0129
0 0 -1 0.0129
0 5 -1 0.0281
0 -5 1 0.0281
3 -1 -3 0.1553
-3 1 3 0.1553
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
C1 O1 C11 112.6(2) . . ?
C4 O2 C5 117.2(2) . . ?
C6 O3 C7 116.6(2) . . ?
C12 O4 C9 107.67(19) . . ?
C14 O5 C15 117.2(2) . . ?
O1 C1 C2 122.1(2) . . ?
O1 C1 C3 116.5(2) . . ?
C2 C1 C3 121.4(2) . . ?
C1 C2 C8 118.2(2) . . ?
C1 C2 C9 122.2(2) . . ?
C8 C2 C9 119.5(2) . . ?
C4 C3 C1 119.7(2) . . ?
O2 C4 C3 124.5(3) . . ?
O2 C4 C6 115.4(2) . . ?
C3 C4 C6 120.2(2) . . ?
O3 C6 C4 115.2(2) . . ?
O3 C6 C8 125.9(3) . . ?
C8 C6 C4 118.9(2) . . ?
C6 C8 C2 121.6(2) . . ?
O4 C9 C2 107.9(2) . . ?
O4 C9 C10 106.24(19) . . ?
C2 C9 C10 113.2(2) . . ?
C11 C10 C9 111.9(2) . . ?
C18 C10 C9 102.0(2) . . ?
C18 C10 C11 116.0(2) . . ?
O1 C11 C10 112.5(2) . . ?
O4 C12 C13 122.6(2) . . ?
O4 C12 C18 113.6(2) . . ?
C18 C12 C13 123.7(2) . . ?
C12 C13 C14 116.7(2) . . ?
O5 C14 C13 123.0(2) . . ?
O5 C14 C16 116.0(2) . . ?
C16 C14 C13 121.0(2) . . ?
C17 C16 C14 120.4(2) . . ?
C18 C17 C16 119.5(2) . . ?
C12 C18 C10 108.7(2) . . ?
C12 C18 C17 118.6(2) . . ?
C17 C18 C10 132.7(2) . . ?
C19 O6 C29 111.9(2) . . ?
C22 O7 C23 116.0(2) . . ?
C24 O8 C25 116.1(2) . . ?
C30 O9 C27 107.03(19) . . ?
C32 O10 C33 117.0(2) . . ?
O6 C19 C20 122.1(2) . . ?
O6 C19 C21 116.2(2) . . ?
C20 C19 C21 121.7(2) . . ?
C19 C20 C26 118.0(2) . . ?
C19 C20 C27 121.7(2) . . ?
C26 C20 C27 120.3(2) . . ?
C22 C21 C19 119.5(2) . . ?
O7 C22 C21 124.4(3) . . ?
O7 C22 C24 115.7(2) . . ?
C21 C22 C24 119.9(2) . . ?
O8 C24 C22 114.7(2) . . ?
O8 C24 C26 126.0(3) . . ?
C26 C24 C22 119.2(2) . . ?
C24 C26 C20 121.7(2) . . ?
O9 C27 C20 107.8(2) . . ?
O9 C27 C28 106.2(2) . . ?
C20 C27 C28 112.8(2) . . ?
C29 C28 C27 111.7(2) . . ?
C36 C28 C27 101.6(2) . . ?
C36 C28 C29 113.5(2) . . ?
O6 C29 C28 112.1(2) . . ?
O9 C30 C31 124.0(2) . . ?
O9 C30 C36 112.8(2) . . ?
C31 C30 C36 123.2(3) . . ?
C30 C31 C32 117.0(3) . . ?
O10 C32 C31 124.3(3) . . ?
O10 C32 C34 114.5(3) . . ?
C31 C32 C34 121.2(3) . . ?
C35 C34 C32 120.0(3) . . ?
C34 C35 C36 119.6(3) . . ?
C30 C36 C28 109.4(2) . . ?
C30 C36 C35 119.1(3) . . ?
C35 C36 C28 131.5(2) . . ?
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
O1 C1 1.379(3) . ?
O1 C11 1.438(3) . ?
O2 C4 1.366(3) . ?
O2 C5 1.425(4) . ?
O3 C6 1.367(3) . ?
O3 C7 1.427(4) . ?
O4 C9 1.470(3) . ?
O4 C12 1.369(3) . ?
O5 C14 1.368(3) . ?
O5 C15 1.422(4) . ?
C1 C2 1.386(4) . ?
C1 C3 1.399(4) . ?
C2 C8 1.410(3) . ?
C2 C9 1.497(3) . ?
C3 C4 1.383(4) . ?
C4 C6 1.418(4) . ?
C6 C8 1.381(4) . ?
C9 C10 1.559(4) . ?
C10 C11 1.526(4) . ?
C10 C18 1.507(4) . ?
C12 C13 1.386(4) . ?
C12 C18 1.385(3) . ?
C13 C14 1.399(4) . ?
C14 C16 1.397(4) . ?
C16 C17 1.393(4) . ?
C17 C18 1.392(4) . ?
O6 C19 1.380(3) . ?
O6 C29 1.437(3) . ?
O7 C22 1.361(3) . ?
O7 C23 1.428(4) . ?
O8 C24 1.368(3) . ?
O8 C25 1.424(4) . ?
O9 C27 1.478(3) . ?
O9 C30 1.375(3) . ?
O10 C32 1.369(3) . ?
O10 C33 1.424(4) . ?
C19 C20 1.385(3) . ?
C19 C21 1.399(3) . ?
C20 C26 1.403(4) . ?
C20 C27 1.504(3) . ?
C21 C22 1.383(4) . ?
C22 C24 1.415(4) . ?
C24 C26 1.380(4) . ?
C27 C28 1.552(3) . ?
C28 C29 1.515(4) . ?
C28 C36 1.504(4) . ?
C30 C31 1.386(4) . ?
C30 C36 1.386(4) . ?
C31 C32 1.399(4) . ?
C32 C34 1.401(4) . ?
C34 C35 1.392(4) . ?
C35 C36 1.392(4) . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0004 0.0004 0.9989 -0.0063 -0.0924 0.0052
-0.0004 -0.0004 -0.9989 0.0063 0.0924 -0.0052
0.0011 4.9942 -0.9991 0.3507 0.0812 0.2124
-0.0011 -4.9942 0.9991 -0.3507 -0.0812 -0.2124
2.9956 -1.0084 -3.0608 0.4614 0.1515 -0.8730
-2.9956 1.0084 3.0608 -0.4614 -0.1515 0.8730
