#------------------------------------------------------------------------------
#$Date: 2022-11-19 03:38:12 +0200 (Sat, 19 Nov 2022) $
#$Revision: 279413 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/90/7159008.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_7159008
loop_
_publ_author_name
'Chen, Genhui'
'Li, Hongjiao'
'Liang, Guojuan'
'Pu, Qian'
'Bai, Lijuan'
'Zhang, Dexin'
'Ye, Ying'
'Li, Yong'
'Zhou, Jing'
'Zhou, Hui'
_publ_section_title
;
 Facile construction of dibenzodioxo[3.3.1]nonanes bearing
 spirocyclohexadienones via domino [4 + 2] cycloaddition/C(sp3)--H
 oxidative dehydrogenation coupling reactions
;
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_paper_doi               10.1039/D2OB01860H
_journal_year                    2022
_chemical_formula_moiety         'C42 H50 O4'
_chemical_formula_sum            'C42 H50 O4'
_chemical_formula_weight         618.82
_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     direct
_audit_creation_date             2019-04-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-05-17 deposited with the CCDC.	2022-11-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.929(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.9497(5)
_cell_length_b                   13.0829(4)
_cell_length_c                   17.7686(6)
_cell_measurement_reflns_used    4247
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.6370
_cell_measurement_theta_min      3.5710
_cell_volume                     3694.0(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    5.00   34.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000    0.0000  -90.0000 29

#__ type_ start__ end____ width___ exp.time_
  2 omega  -77.00  -10.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000    0.0000  -90.0000 67

#__ type_ start__ end____ width___ exp.time_
  3 omega  -24.00   35.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   37.0000  -60.0000 59

#__ type_ start__ end____ width___ exp.time_
  4 omega   79.00  106.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   37.0000 -180.0000 27

#__ type_ start__ end____ width___ exp.time_
  5 omega   59.00   85.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
  6 omega  -31.00   49.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -57.0000   30.0000 80

#__ type_ start__ end____ width___ exp.time_
  7 omega   17.00   59.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   37.0000 -150.0000 42

#__ type_ start__ end____ width___ exp.time_
  8 omega    3.00   82.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   19.0000 -180.0000 79

#__ type_ start__ end____ width___ exp.time_
  9 omega   84.00  110.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 10 omega   64.00   97.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   37.0000 -150.0000 33

#__ type_ start__ end____ width___ exp.time_
 11 omega   67.00   97.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   60.0000 30

#__ type_ start__ end____ width___ exp.time_
 12 omega   41.00   79.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -180.0000 38

#__ type_ start__ end____ width___ exp.time_
 13 omega   37.00   83.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 46

#__ type_ start__ end____ width___ exp.time_
 14 omega   40.00   66.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 15 omega   63.00  177.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000 -180.0000 114

#__ type_ start__ end____ width___ exp.time_
 16 omega   85.00  178.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000 -120.0000 93

#__ type_ start__ end____ width___ exp.time_
 17 omega   41.00   99.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  150.0000 58

#__ type_ start__ end____ width___ exp.time_
 18 omega   42.00   68.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 19 omega   37.00   89.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 52

#__ type_ start__ end____ width___ exp.time_
 20 omega   38.00   91.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 53

#__ type_ start__ end____ width___ exp.time_
 21 omega   43.00   72.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  120.0000 29
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0750900000
_diffrn_orient_matrix_UB_12      0.0674661000
_diffrn_orient_matrix_UB_13      0.0173975000
_diffrn_orient_matrix_UB_21      -0.0360424000
_diffrn_orient_matrix_UB_22      -0.0082965000
_diffrn_orient_matrix_UB_23      -0.0830259000
_diffrn_orient_matrix_UB_31      -0.0496109000
_diffrn_orient_matrix_UB_32      -0.0961425000
_diffrn_orient_matrix_UB_33      0.0194335000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15569
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.070
_diffrn_reflns_theta_max         67.070
_diffrn_reflns_theta_min         3.574
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.544
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89287
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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    1.113
_exptl_crystal_description       prism
_exptl_crystal_F_000             1336
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     427
_refine_ls_number_reflns         6598
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0542
_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)+(0.0735P)²+0.7628P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1405
_refine_ls_wR_factor_ref         0.1571
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4903
_reflns_number_total             6598
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ob01860h2.cif
_cod_data_source_block           20190488a
_cod_database_code               7159008
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C20H20N4O4
_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   0.938
_shelx_estimated_absorpt_t_min   0.918
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Riding coordinates:
 O4(H4A)
2.b Ternary CH refined with riding coordinates:
 C7(H7)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C12(H12), C13(H13), C14(H14), C15(H15),
 C16(H16), C20(H20), C30(H30), C34(H34)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,
 H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C36(H36A,H36B,H36C), C37(H37A,
 H37B,H37C), C38(H38A,H38B,H38C), C40(H40A,H40B,H40C), C41(H41A,H41B,H41C),
 C42(H42A,H42B,H42C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
C1 C 0.74979(11) 0.50384(14) 0.54804(10) 0.0390(4) Uani 1 1 d . . . . .
C2 C 0.72463(12) 0.40239(16) 0.54421(12) 0.0489(5) Uani 1 1 d . . . . .
H2 H 0.6983 0.3760 0.4996 0.059 Uiso 1 1 calc R . . . .
C3 C 0.73890(14) 0.34107(17) 0.60693(14) 0.0576(6) Uani 1 1 d . . . . .
H3 H 0.7219 0.2731 0.6046 0.069 Uiso 1 1 calc R . . . .
C4 C 0.77803(15) 0.37923(19) 0.67313(13) 0.0621(6) Uani 1 1 d . . . . .
H4 H 0.7876 0.3372 0.7152 0.075 Uiso 1 1 calc R . . . .
C5 C 0.80287(13) 0.47984(18) 0.67668(12) 0.0542(5) Uani 1 1 d . . . . .
H5 H 0.8294 0.5054 0.7214 0.065 Uiso 1 1 calc R . . . .
C6 C 0.78888(11) 0.54403(15) 0.61443(10) 0.0414(4) Uani 1 1 d . . . . .
C7 C 0.81584(11) 0.65390(15) 0.61799(10) 0.0429(4) Uani 1 1 d . . . . .
H7 H 0.8059 0.6805 0.6680 0.052 Uiso 1 1 calc R . . . .
C8 C 0.76352(11) 0.71890(15) 0.55801(10) 0.0413(4) Uani 1 1 d . . . . .
C9 C 0.77343(11) 0.66054(14) 0.48174(10) 0.0386(4) Uani 1 1 d . . . . .
C10 C 0.86667(11) 0.64272(14) 0.47390(10) 0.0409(4) Uani 1 1 d . . . . .
C11 C 0.92607(11) 0.64749(15) 0.53623(11) 0.0426(4) Uani 1 1 d . . . . .
C12 C 1.01139(12) 0.63834(18) 0.52780(13) 0.0542(5) Uani 1 1 d . . . . .
H12 H 1.0503 0.6449 0.5696 0.065 Uiso 1 1 calc R . . . .
C13 C 1.03839(14) 0.6198(2) 0.45834(14) 0.0631(6) Uani 1 1 d . . . . .
H13 H 1.0957 0.6153 0.4527 0.076 Uiso 1 1 calc R . . . .
C14 C 0.98039(15) 0.6077(2) 0.39602(13) 0.0642(6) Uani 1 1 d . . . . .
H14 H 0.9985 0.5918 0.3490 0.077 Uiso 1 1 calc R . . . .
C15 C 0.89619(13) 0.61939(17) 0.40430(11) 0.0529(5) Uani 1 1 d . . . . .
H15 H 0.8577 0.6115 0.3623 0.064 Uiso 1 1 calc R . . . .
C16 C 0.67402(12) 0.72055(16) 0.57615(11) 0.0451(4) Uani 1 1 d . . . . .
H16 H 0.6451 0.6588 0.5734 0.054 Uiso 1 1 calc R . . . .
C17 C 0.63203(12) 0.80257(16) 0.59587(11) 0.0464(5) Uani 1 1 d . . . . .
C18 C 0.67642(13) 0.90297(17) 0.60042(12) 0.0531(5) Uani 1 1 d . . . . .
C19 C 0.76330(13) 0.90930(15) 0.57557(11) 0.0473(5) Uani 1 1 d . . . . .
C20 C 0.80069(12) 0.82342(15) 0.55597(11) 0.0461(5) Uani 1 1 d . . . . .
H20 H 0.8544 0.8291 0.5397 0.055 Uiso 1 1 calc R . . . .
C21 C 0.53901(13) 0.7980(2) 0.61249(12) 0.0578(6) Uani 1 1 d . . . . .
C22 C 0.50445(16) 0.6897(3) 0.6028(2) 0.0940(10) Uani 1 1 d . . . . .
H22A H 0.5109 0.6664 0.5524 0.141 Uiso 1 1 calc GR . . . .
H22B H 0.4459 0.6894 0.6116 0.141 Uiso 1 1 calc GR . . . .
H22C H 0.5348 0.6452 0.6384 0.141 Uiso 1 1 calc GR . . . .
C23 C 0.52806(17) 0.8307(3) 0.69398(15) 0.0881(9) Uani 1 1 d . . . . .
H23A H 0.5602 0.7862 0.7283 0.132 Uiso 1 1 calc GR . . . .
H23B H 0.4697 0.8267 0.7030 0.132 Uiso 1 1 calc GR . . . .
H23C H 0.5475 0.8997 0.7016 0.132 Uiso 1 1 calc GR . . . .
C24 C 0.48735(17) 0.8687(3) 0.55789(18) 0.1021(11) Uani 1 1 d . . . . .
H24A H 0.5047 0.9382 0.5670 0.153 Uiso 1 1 calc GR . . . .
H24B H 0.4287 0.8620 0.5655 0.153 Uiso 1 1 calc GR . . . .
H24C H 0.4961 0.8503 0.5069 0.153 Uiso 1 1 calc GR . . . .
C25 C 0.80545(15) 1.01415(17) 0.57161(14) 0.0590(6) Uani 1 1 d . . . . .
C26 C 0.81585(19) 1.0649(2) 0.64995(16) 0.0802(8) Uani 1 1 d . . . . .
H26A H 0.7614 1.0772 0.6673 0.120 Uiso 1 1 calc GR . . . .
H26B H 0.8451 1.1287 0.6465 0.120 Uiso 1 1 calc GR . . . .
H26C H 0.8475 1.0206 0.6848 0.120 Uiso 1 1 calc GR . . . .
C27 C 0.7515(2) 1.0824(2) 0.51570(16) 0.0817(8) Uani 1 1 d . . . . .
H27A H 0.7420 1.0479 0.4680 0.123 Uiso 1 1 calc GR . . . .
H27B H 0.7805 1.1456 0.5088 0.123 Uiso 1 1 calc GR . . . .
H27C H 0.6985 1.0962 0.5355 0.123 Uiso 1 1 calc GR . . . .
C28 C 0.89377(18) 1.0052(2) 0.5436(2) 0.0913(9) Uani 1 1 d . . . . .
H28A H 0.9284 0.9628 0.5776 0.137 Uiso 1 1 calc GR . . . .
H28B H 0.9185 1.0720 0.5416 0.137 Uiso 1 1 calc GR . . . .
H28C H 0.8895 0.9753 0.4940 0.137 Uiso 1 1 calc GR . . . .
C29 C 0.72713(11) 0.71544(15) 0.41451(10) 0.0418(4) Uani 1 1 d . . . . .
C30 C 0.64438(11) 0.69147(15) 0.39213(11) 0.0444(4) Uani 1 1 d . . . . .
H30 H 0.6180 0.6405 0.4180 0.053 Uiso 1 1 calc R . . . .
C31 C 0.59893(12) 0.74088(17) 0.33221(11) 0.0499(5) Uani 1 1 d . . . . .
C32 C 0.64036(14) 0.81693(18) 0.29499(12) 0.0569(6) Uani 1 1 d . . . . .
C33 C 0.72517(15) 0.84132(18) 0.31356(13) 0.0584(6) Uani 1 1 d . . . . .
C34 C 0.76609(13) 0.79004(17) 0.37495(12) 0.0522(5) Uani 1 1 d . . . . .
H34 H 0.8217 0.8067 0.3898 0.063 Uiso 1 1 calc R . . . .
C35 C 0.50700(13) 0.70962(19) 0.30811(13) 0.0578(6) Uani 1 1 d . . . . .
C36 C 0.47838(15) 0.6207(2) 0.35581(16) 0.0790(8) Uani 1 1 d . . . . .
H36A H 0.5149 0.5632 0.3510 0.118 Uiso 1 1 calc GR . . . .
H36B H 0.4218 0.6020 0.3385 0.118 Uiso 1 1 calc GR . . . .
H36C H 0.4805 0.6412 0.4078 0.118 Uiso 1 1 calc GR . . . .
C37 C 0.44673(15) 0.8000(2) 0.31756(16) 0.0760(7) Uani 1 1 d . . . . .
H37A H 0.4514 0.8216 0.3694 0.114 Uiso 1 1 calc GR . . . .
H37B H 0.3900 0.7789 0.3032 0.114 Uiso 1 1 calc GR . . . .
H37C H 0.4613 0.8556 0.2860 0.114 Uiso 1 1 calc GR . . . .
C38 C 0.49845(18) 0.6718(2) 0.22550(15) 0.0802(8) Uani 1 1 d . . . . .
H38A H 0.5163 0.7247 0.1930 0.120 Uiso 1 1 calc GR . . . .
H38B H 0.4408 0.6548 0.2110 0.120 Uiso 1 1 calc GR . . . .
H38C H 0.5330 0.6123 0.2211 0.120 Uiso 1 1 calc GR . . . .
C39 C 0.77255(18) 0.9183(2) 0.26713(15) 0.0794(8) Uani 1 1 d . . . . .
C40 C 0.7368(3) 1.0271(2) 0.27706(18) 0.1105(12) Uani 1 1 d . . . . .
H40A H 0.6769 1.0261 0.2654 0.166 Uiso 1 1 calc GR . . . .
H40B H 0.7618 1.0734 0.2436 0.166 Uiso 1 1 calc GR . . . .
H40C H 0.7495 1.0490 0.3283 0.166 Uiso 1 1 calc GR . . . .
C41 C 0.7666(2) 0.8890(3) 0.18347(16) 0.0998(11) Uani 1 1 d . . . . .
H41A H 0.7888 0.8214 0.1782 0.150 Uiso 1 1 calc GR . . . .
H41B H 0.7984 0.9367 0.1564 0.150 Uiso 1 1 calc GR . . . .
H41C H 0.7087 0.8905 0.1634 0.150 Uiso 1 1 calc GR . . . .
C42 C 0.8671(2) 0.9199(3) 0.2938(2) 0.1189(14) Uani 1 1 d . . . . .
H42A H 0.8750 0.9509 0.3429 0.178 Uiso 1 1 calc GR . . . .
H42B H 0.8970 0.9586 0.2588 0.178 Uiso 1 1 calc GR . . . .
H42C H 0.8883 0.8512 0.2965 0.178 Uiso 1 1 calc GR . . . .
O1 O 0.73175(8) 0.56179(10) 0.48466(7) 0.0419(3) Uani 1 1 d . . . . .
O2 O 0.90449(8) 0.66373(11) 0.60854(7) 0.0466(3) Uani 1 1 d . . . . .
O3 O 0.64308(12) 0.97862(14) 0.62520(12) 0.0879(6) Uani 1 1 d . . . . .
O4 O 0.59931(11) 0.87097(15) 0.23614(9) 0.0801(6) Uani 1 1 d . . . . .
H4A H 0.5526 0.8865 0.2012 0.120 Uiso 1 1 d R . . . .
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
C2 C1 C6 120.72(18) . . ?
O1 C1 C2 116.79(17) . . ?
O1 C1 C6 122.46(17) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.4(2) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.8(2) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.6(2) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 121.0(2) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C5 118.43(19) . . ?
C1 C6 C7 120.30(16) . . ?
C5 C6 C7 121.27(18) . . ?
C6 C7 H7 108.1 . . ?
C6 C7 C8 111.18(15) . . ?
C8 C7 H7 108.1 . . ?
O2 C7 C6 111.13(15) . . ?
O2 C7 H7 108.1 . . ?
O2 C7 C8 110.24(15) . . ?
C7 C8 C9 103.75(14) . . ?
C16 C8 C7 109.17(15) . . ?
C16 C8 C9 111.21(15) . . ?
C16 C8 C20 112.45(16) . . ?
C20 C8 C7 109.14(15) . . ?
C20 C8 C9 110.72(15) . . ?
C10 C9 C8 108.89(14) . . ?
C10 C9 C29 114.23(15) . . ?
C29 C9 C8 111.54(15) . . ?
O1 C9 C8 108.63(14) . . ?
O1 C9 C10 108.65(14) . . ?
O1 C9 C29 104.68(14) . . ?
C11 C10 C9 121.48(16) . . ?
C15 C10 C9 121.42(16) . . ?
C15 C10 C11 117.10(17) . . ?
C12 C11 C10 121.07(18) . . ?
O2 C11 C10 122.76(16) . . ?
O2 C11 C12 116.16(17) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.15(19) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.1(2) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.5(2) . . ?
C15 C14 H14 120.2 . . ?
C10 C15 H15 119.1 . . ?
C14 C15 C10 121.9(2) . . ?
C14 C15 H15 119.1 . . ?
C8 C16 H16 117.2 . . ?
C17 C16 C8 125.66(19) . . ?
C17 C16 H16 117.2 . . ?
C16 C17 C18 118.57(18) . . ?
C16 C17 C21 122.4(2) . . ?
C18 C17 C21 119.00(18) . . ?
C17 C18 C19 118.79(17) . . ?
O3 C18 C17 120.9(2) . . ?
O3 C18 C19 120.3(2) . . ?
C18 C19 C25 119.05(18) . . ?
C20 C19 C18 118.57(19) . . ?
C20 C19 C25 122.35(19) . . ?
C8 C20 H20 117.3 . . ?
C19 C20 C8 125.37(18) . . ?
C19 C20 H20 117.3 . . ?
C22 C21 C17 111.07(18) . . ?
C22 C21 C23 107.2(2) . . ?
C22 C21 C24 108.7(2) . . ?
C23 C21 C17 111.11(18) . . ?
C24 C21 C17 109.3(2) . . ?
C24 C21 C23 109.4(2) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C19 C25 C26 111.0(2) . . ?
C19 C25 C27 109.00(19) . . ?
C19 C25 C28 111.37(18) . . ?
C26 C25 C27 110.1(2) . . ?
C26 C25 C28 107.2(2) . . ?
C28 C25 C27 108.1(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C9 120.25(17) . . ?
C34 C29 C9 121.43(16) . . ?
C34 C29 C30 118.31(17) . . ?
C29 C30 H30 118.8 . . ?
C29 C30 C31 122.40(18) . . ?
C31 C30 H30 118.8 . . ?
C30 C31 C35 120.47(19) . . ?
C32 C31 C30 117.19(18) . . ?
C32 C31 C35 122.33(18) . . ?
C31 C32 C33 122.60(18) . . ?
O4 C32 C31 120.8(2) . . ?
O4 C32 C33 116.6(2) . . ?
C32 C33 C39 122.1(2) . . ?
C34 C33 C32 116.88(19) . . ?
C34 C33 C39 121.0(2) . . ?
C29 C34 C33 122.51(19) . . ?
C29 C34 H34 118.7 . . ?
C33 C34 H34 118.7 . . ?
C36 C35 C31 111.59(17) . . ?
C36 C35 C37 107.7(2) . . ?
C36 C35 C38 106.0(2) . . ?
C37 C35 C31 110.6(2) . . ?
C37 C35 C38 110.15(19) . . ?
C38 C35 C31 110.6(2) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C33 C39 C40 109.7(2) . . ?
C33 C39 C42 110.9(2) . . ?
C41 C39 C33 111.3(2) . . ?
C41 C39 C40 110.4(2) . . ?
C41 C39 C42 106.3(3) . . ?
C42 C39 C40 108.2(3) . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C39 C42 H42A 109.5 . . ?
C39 C42 H42B 109.5 . . ?
C39 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C1 O1 C9 117.19(13) . . ?
C11 O2 C7 114.90(13) . . ?
C32 O4 H4A 154.1 . . ?
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
C1 C2 1.387(3) . ?
C1 C6 1.389(3) . ?
C1 O1 1.368(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.376(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.377(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.375(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.391(3) . ?
C6 C7 1.500(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.550(3) . ?
C7 O2 1.444(2) . ?
C8 C9 1.575(3) . ?
C8 C16 1.490(2) . ?
C8 C20 1.492(3) . ?
C9 C10 1.523(2) . ?
C9 C29 1.529(2) . ?
C9 O1 1.456(2) . ?
C10 C11 1.396(3) . ?
C10 C15 1.395(3) . ?
C11 C12 1.387(3) . ?
C11 O2 1.375(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.363(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.390(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.372(3) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.328(3) . ?
C17 C18 1.491(3) . ?
C17 C21 1.538(3) . ?
C18 C19 1.492(3) . ?
C18 O3 1.223(3) . ?
C19 C20 1.332(3) . ?
C19 C25 1.532(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.525(4) . ?
C21 C23 1.534(3) . ?
C21 C24 1.529(4) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.538(3) . ?
C25 C27 1.542(3) . ?
C25 C28 1.539(4) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.381(3) . ?
C29 C34 1.381(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.394(3) . ?
C31 C32 1.392(3) . ?
C31 C35 1.547(3) . ?
C32 C33 1.401(3) . ?
C32 O4 1.380(2) . ?
C33 C34 1.394(3) . ?
C33 C39 1.541(3) . ?
C34 H34 0.9300 . ?
C35 C36 1.532(4) . ?
C35 C37 1.542(3) . ?
C35 C38 1.544(3) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C40 1.548(4) . ?
C39 C41 1.530(4) . ?
C39 C42 1.542(4) . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
O4 H4A 0.9498 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4A O2 0.95 2.84 3.714(2) 153.7 4_575
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -0.2(3) . . . . ?
C1 C6 C7 C8 24.2(2) . . . . ?
C1 C6 C7 O2 -98.98(19) . . . . ?
C2 C1 C6 C5 0.6(3) . . . . ?
C2 C1 C6 C7 -179.99(17) . . . . ?
C2 C1 O1 C9 -166.73(16) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C4 C5 C6 C1 -0.6(3) . . . . ?
C4 C5 C6 C7 179.99(19) . . . . ?
C5 C6 C7 C8 -156.38(17) . . . . ?
C5 C6 C7 O2 80.4(2) . . . . ?
C6 C1 C2 C3 -0.2(3) . . . . ?
C6 C1 O1 C9 15.4(2) . . . . ?
C6 C7 C8 C9 -53.64(18) . . . . ?
C6 C7 C8 C16 65.0(2) . . . . ?
C6 C7 C8 C20 -171.71(15) . . . . ?
C6 C7 O2 C11 73.14(19) . . . . ?
C7 C8 C9 C10 -51.65(18) . . . . ?
C7 C8 C9 C29 -178.61(14) . . . . ?
C7 C8 C9 O1 66.51(16) . . . . ?
C7 C8 C16 C17 115.0(2) . . . . ?
C7 C8 C20 C19 -114.5(2) . . . . ?
C8 C7 O2 C11 -50.6(2) . . . . ?
C8 C9 C10 C11 19.2(2) . . . . ?
C8 C9 C10 C15 -161.76(18) . . . . ?
C8 C9 C29 C30 -90.6(2) . . . . ?
C8 C9 C29 C34 89.0(2) . . . . ?
C8 C9 O1 C1 -48.70(19) . . . . ?
C8 C16 C17 C18 0.3(3) . . . . ?
C8 C16 C17 C21 178.99(18) . . . . ?
C9 C8 C16 C17 -131.1(2) . . . . ?
C9 C8 C20 C19 131.9(2) . . . . ?
C9 C10 C11 C12 -175.40(18) . . . . ?
C9 C10 C11 O2 3.0(3) . . . . ?
C9 C10 C15 C14 177.0(2) . . . . ?
C9 C29 C30 C31 178.62(18) . . . . ?
C9 C29 C34 C33 -179.9(2) . . . . ?
C10 C9 C29 C30 145.38(18) . . . . ?
C10 C9 C29 C34 -35.0(3) . . . . ?
C10 C9 O1 C1 69.61(18) . . . . ?
C10 C11 C12 C13 -3.0(3) . . . . ?
C10 C11 O2 C7 12.6(3) . . . . ?
C11 C10 C15 C14 -3.9(3) . . . . ?
C11 C12 C13 C14 -1.5(4) . . . . ?
C12 C11 O2 C7 -168.92(17) . . . . ?
C12 C13 C14 C15 3.1(4) . . . . ?
C13 C14 C15 C10 -0.3(4) . . . . ?
C15 C10 C11 C12 5.6(3) . . . . ?
C15 C10 C11 O2 -176.03(18) . . . . ?
C16 C8 C9 C10 -168.89(15) . . . . ?
C16 C8 C9 C29 64.1(2) . . . . ?
C16 C8 C9 O1 -50.72(19) . . . . ?
C16 C8 C20 C19 6.8(3) . . . . ?
C16 C17 C18 C19 5.8(3) . . . . ?
C16 C17 C18 O3 -173.0(2) . . . . ?
C16 C17 C21 C22 -0.2(3) . . . . ?
C16 C17 C21 C23 119.0(3) . . . . ?
C16 C17 C21 C24 -120.2(3) . . . . ?
C17 C18 C19 C20 -5.3(3) . . . . ?
C17 C18 C19 C25 173.17(18) . . . . ?
C18 C17 C21 C22 178.5(2) . . . . ?
C18 C17 C21 C23 -62.3(3) . . . . ?
C18 C17 C21 C24 58.5(3) . . . . ?
C18 C19 C20 C8 -1.3(3) . . . . ?
C18 C19 C25 C26 61.7(3) . . . . ?
C18 C19 C25 C27 -59.8(3) . . . . ?
C18 C19 C25 C28 -179.0(2) . . . . ?
C20 C8 C9 C10 65.32(19) . . . . ?
C20 C8 C9 C29 -61.64(19) . . . . ?
C20 C8 C9 O1 -176.52(14) . . . . ?
C20 C8 C16 C17 -6.3(3) . . . . ?
C20 C19 C25 C26 -119.9(2) . . . . ?
C20 C19 C25 C27 118.7(2) . . . . ?
C20 C19 C25 C28 -0.5(3) . . . . ?
C21 C17 C18 C19 -172.91(18) . . . . ?
C21 C17 C18 O3 8.3(3) . . . . ?
C25 C19 C20 C8 -179.72(19) . . . . ?
C29 C9 C10 C11 144.65(18) . . . . ?
C29 C9 C10 C15 -36.4(3) . . . . ?
C29 C9 O1 C1 -167.97(14) . . . . ?
C29 C30 C31 C32 -0.2(3) . . . . ?
C29 C30 C31 C35 178.6(2) . . . . ?
C30 C29 C34 C33 -0.2(3) . . . . ?
C30 C31 C32 C33 2.7(3) . . . . ?
C30 C31 C32 O4 -178.6(2) . . . . ?
C30 C31 C35 C36 -1.6(3) . . . . ?
C30 C31 C35 C37 118.2(2) . . . . ?
C30 C31 C35 C38 -119.4(2) . . . . ?
C31 C32 C33 C34 -3.9(4) . . . . ?
C31 C32 C33 C39 174.1(2) . . . . ?
C32 C31 C35 C36 177.1(2) . . . . ?
C32 C31 C35 C37 -63.0(3) . . . . ?
C32 C31 C35 C38 59.3(3) . . . . ?
C32 C33 C34 C29 2.6(4) . . . . ?
C32 C33 C39 C40 67.9(3) . . . . ?
C32 C33 C39 C41 -54.6(4) . . . . ?
C32 C33 C39 C42 -172.7(3) . . . . ?
C34 C29 C30 C31 -1.1(3) . . . . ?
C34 C33 C39 C40 -114.3(3) . . . . ?
C34 C33 C39 C41 123.3(3) . . . . ?
C34 C33 C39 C42 5.2(4) . . . . ?
C35 C31 C32 C33 -176.0(2) . . . . ?
C35 C31 C32 O4 2.6(3) . . . . ?
C39 C33 C34 C29 -175.4(2) . . . . ?
O1 C1 C2 C3 -178.15(17) . . . . ?
O1 C1 C6 C5 178.44(17) . . . . ?
O1 C1 C6 C7 -2.1(3) . . . . ?
O1 C9 C10 C11 -98.9(2) . . . . ?
O1 C9 C10 C15 80.1(2) . . . . ?
O1 C9 C29 C30 26.7(2) . . . . ?
O1 C9 C29 C34 -153.66(18) . . . . ?
O2 C7 C8 C9 70.06(17) . . . . ?
O2 C7 C8 C16 -171.29(15) . . . . ?
O2 C7 C8 C20 -48.01(19) . . . . ?
O2 C11 C12 C13 178.5(2) . . . . ?
O3 C18 C19 C20 173.4(2) . . . . ?
O3 C18 C19 C25 -8.0(3) . . . . ?
O4 C32 C33 C34 177.4(2) . . . . ?
O4 C32 C33 C39 -4.6(4) . . . . ?
