#------------------------------------------------------------------------------
#$Date: 2022-06-07 10:07:50 +0300 (Tue, 07 Jun 2022) $
#$Revision: 275856 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/21/1562174.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_1562174
loop_
_publ_author_name
'Hou, Min'
'Xu, Mengmeng'
'Yang, Baochao'
'He, Haibing'
'Gao, Shuanhu'
_publ_section_title
;
 Construction of polycyclic structures with vicinal all-carbon quaternary
 stereocenters via an enantioselective photoenolization/Diels-Alder
 reaction.
;
_journal_issue                   21
_journal_name_full               'Chemical science'
_journal_page_first              7575
_journal_page_last               7582
_journal_paper_doi               10.1039/d1sc00883h
_journal_volume                  12
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C19 H24 O4'
_chemical_formula_sum            'C19 H24 O4'
_chemical_formula_weight         316.38
_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             2019-03-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-08-15 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.9350(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.10660(10)
_cell_length_b                   17.4846(2)
_cell_length_c                   11.70950(10)
_cell_measurement_reflns_used    24822
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      74.1260
_cell_measurement_theta_min      3.7760
_cell_volume                     1659.49(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     32.00  76.00   1.00    1.00    --    0.00  56.00  34.00   44
  2  ω     -5.00  21.00   1.00    1.00    --    0.00  56.00  34.00   26
  3  ω     70.00 117.00   1.00    1.00    --   95.80 -56.00-107.00   47
  4  ω     72.00 153.00   1.00    1.00    --   95.80  56.00  34.00   81
  5  ω    -23.00  10.00   1.00    1.00    --    0.00  57.00  60.00   33
  6  ω    -23.00   2.00   1.00    1.00    --    0.00 -77.00   0.00   25
  7  ω    -22.00  18.00   1.00    1.00    --    0.00 -38.00 120.00   40
  8  ω    -23.00  34.00   1.00    1.00    --    0.00  19.00  30.00   57
  9  ω    -69.00 -42.00   1.00    1.00    --    0.00 -38.00 120.00   27
 10  ω    -41.00  22.00   1.00    1.00    --    0.00 -56.00-107.00   63
 11  ω    -80.00 -37.00   1.00    1.00    --    0.00 -77.00   0.00   43
 12  ω    -23.00  43.00   1.00    1.00    --    0.00  57.00 120.00   66
 13  ω    -23.00  78.00   1.00    1.00    --    0.00  57.00 -90.00  101
 14  ω     52.00  79.00   1.00    1.00    --    0.00  19.00  30.00   27
 15  ω     15.00  85.00   1.00    1.00    --    0.00  57.00  60.00   70
 16  ω    -18.00  89.00   1.00    1.00    --    0.00  38.00-150.00  107
 17  ω     64.00  89.00   1.00    1.00    --   95.80  82.00 120.00   25
 18  ω    125.00 184.00   1.00    1.00    --   95.80  82.00  30.00   59
 19  ω    131.00 180.00   1.00    1.00    --   95.80  82.00 -30.00   49
 20  ω     63.00  90.00   1.00    1.00    --   95.80  82.00  30.00   27
 21  ω     72.00 184.00   1.00    1.00    --   95.80  61.00-150.00  112
 22  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 -30.00   25
 23  ω    117.00 185.00   1.00    1.00    --   95.80  61.00 -90.00   68
 24  ω     10.00  35.00   1.00    1.00    --   95.80 -82.00-120.00   25
 25  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 150.00   25
 26  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 150.00   26
 27  ω     42.00 125.00   1.00    1.00    --   95.80 -82.00-120.00   83
 28  ω     63.00  89.00   1.00    1.00    --   95.80  82.00  97.47   26
 29  ω     71.00  98.00   1.00    1.00    --   95.80  70.00 -37.13   27
 30  ω    113.00 172.00   1.00    1.00    --   95.80  70.00 -37.13   59
 31  ω     65.00  97.00   1.00    1.00    --   95.80  77.00-150.00   32
 32  ω     72.00  97.00   1.00    1.00    --   95.80  59.00  12.73   25
 33  ω    151.00 176.00   1.00    1.00    --   95.80  59.00  12.73   25
 34  ω     69.00 129.00   1.00    1.00    --   95.80  65.00 -52.63   60
 35  ω    157.00 183.00   1.00    1.00    --   95.80  80.00  74.59   26
 36  ω     64.00  90.00   1.00    1.00    --   95.80  80.00  74.59   26
 37  ω     10.00 117.00   1.00    1.00    --   95.80 -82.00-180.00  107
 38  ω    139.00 184.00   1.00    1.00    --   95.80  77.00 169.95   45
 39  ω     69.00 159.00   1.00    1.00    --   95.80  65.00  41.84   90
 40  ω    125.00 178.00   1.00    1.00    --   95.80  62.00 109.49   53
 41  ω    104.00 162.00   1.00    1.00    --   95.80  61.00 -60.00   58
 42  ω     70.00 118.00   1.00    1.00    --   95.80  62.00 109.49   48
 43  ω     65.00  92.00   1.00    1.00    --   95.80  77.00 120.00   27
 44  ω     65.00  92.00   1.00    1.00    --   95.80  77.00   0.00   27
 45  ω     65.00  94.00   1.00    1.00    --   95.80  77.00-120.00   29
 46  ω     66.00  91.00   1.00    1.00    --   95.80  77.00 -60.00   25
 47  ω     73.00 103.00   1.00    1.00    --   95.80  61.00 -60.00   30
 48  ω     75.00 137.00   1.00    1.00    --   95.80  45.00-180.00   62
 49  ω     75.00 148.00   1.00    1.00    --   95.80  45.00   0.00   73
 50  ω     63.00  90.00   1.00    1.00    --   95.80  82.00-180.00   27
 51  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 -60.00   26
 52  ω     50.00 128.00   1.00    1.00    --   95.80 -82.00  90.00   78
 53  ω    121.00 182.00   1.00    1.00    --   95.80  45.00  90.00   61
 54  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  60.00   26
 55  ω    122.00 148.00   1.00    1.00    --   95.80  77.00 -90.00   26
 56  ω     72.00 121.00   1.00    1.00    --   95.80  61.00  90.00   49
 57  ω     66.00  93.00   1.00    1.00    --   95.80  82.00   0.00   27
 58  ω     77.00 106.00   1.00    1.00    --   95.80  30.00-180.00   29
 59  ω     76.00 101.00   1.00    1.00    --   95.80  45.00 -60.00   25
 60  ω     73.00 100.00   1.00    1.00    --   95.80  61.00   0.00   27
 61  ω     92.00 127.00   1.00    1.00    --   95.80 -82.00 -60.00   35
 62  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -90.00   26
 63  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  30.00   26
 64  ω     65.00  92.00   1.00    1.00    --   95.80  77.00  90.00   27
 65  ω     65.00 185.00   1.00    1.00    --   95.80  77.00-129.38  120
 66  ω     69.00 184.00   1.00    1.00    --   95.80  66.00 123.36  115
 67  ω    148.00 173.00   1.00    1.00    --   95.80  82.00 120.00   25
 68  ω     76.00 102.00   1.00    1.00    --   95.80  45.00  90.00   26
 69  ω     66.00 116.00   1.00    1.00    --   95.80  77.00 169.95   50
 70  ω      7.00 125.00   1.00    1.00    --   95.80 -82.00  30.00  118
 71  ω     71.00  98.00   1.00    1.00    --   95.80  61.00 -90.00   27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0313657000
_diffrn_orient_matrix_UB_12      -0.0480240000
_diffrn_orient_matrix_UB_13      -0.1076455000
_diffrn_orient_matrix_UB_21      -0.1530653000
_diffrn_orient_matrix_UB_22      0.0358162000
_diffrn_orient_matrix_UB_23      -0.0584194000
_diffrn_orient_matrix_UB_31      0.1083419000
_diffrn_orient_matrix_UB_32      0.0646258000
_diffrn_orient_matrix_UB_33      -0.0479086000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            39997
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.560
_diffrn_reflns_theta_min         4.545
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.709
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40544
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.929
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details
;
 Flack x determined using 2907 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         6567
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0432
_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)+(0.0800P)²+0.2564P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1165
_refine_ls_wR_factor_ref         0.1174
_reflns_Friedel_coverage         0.920
_reflns_Friedel_fraction_full    0.984
_reflns_Friedel_fraction_max     0.960
_reflns_number_gt                6366
_reflns_number_total             6567
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc00883h2.cif
_cod_data_source_block           exp_677
_cod_depositor_comments
;
Adding full bibliography for 1562171--1562180.cif.

2022-05-30
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C38 H48 O8'
_cod_original_formula_weight         632.76
_cod_original_formula_moiety         '2(C19 H24 O4)'
_cod_original_formula_units_Z            2
_cod_database_code               1562174
_shelx_shelxl_version_number     2016/6
_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   0.805
_shelx_estimated_absorpt_t_min   0.736
_reflns_odcompleteness_completeness 99.97
_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, All O(H) groups
2. Restrained distances
 C19-C18
 1.32 with sigma of 0.01
3. Rigid bond restraints
 C19, C18
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 C18, C19
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
C19 \\sim C18: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.08
C18 \\sim C19: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
5.a Ternary CH refined with riding coordinates:
 C7(H7), C13(H13), C25(H25), C31(H31)
5.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C17(H17A,H17B),
 C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C32(H32A,H32B), C38(H38A,H38B)
5.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A), C18(H18), C21(H21), C22(H22), C37(H37)
5.d X=CH2 refined with riding coordinates:
 C19(H19A,H19B), C36(H36A,H36B)
5.e Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C34(H34A,H34B,H34C), C35(H35A,H35B,
 H35C)
5.f Idealised tetrahedral OH refined as rotating group:
 O3(H3), O7(H7A)
;
_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 2.122
_oxdiff_exptl_absorpt_empirical_full_min 0.566
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 0.8428(2) 0.65881(11) 0.87123(15) 0.0284(4) Uani 1 1 d . . . . .
O2 O 0.6558(3) 0.41947(11) 0.59150(16) 0.0338(4) Uani 1 1 d . . . . .
O3 O 1.0068(3) 0.44495(11) 0.53311(16) 0.0324(4) Uani 1 1 d . . . . .
H3 H 0.977508 0.411860 0.487498 0.049 Uiso 1 1 calc GR . . . .
O4 O 1.0482(3) 0.53911(15) 0.28183(17) 0.0411(5) Uani 1 1 d . . . . .
C1 C 0.6938(3) 0.47715(15) 0.6665(2) 0.0265(5) Uani 1 1 d . . . . .
C2 C 0.6142(3) 0.48901(15) 0.7689(2) 0.0287(5) Uani 1 1 d . . . . .
H2 H 0.529668 0.456457 0.790746 0.034 Uiso 1 1 calc R . . . .
C3 C 0.6613(3) 0.54978(15) 0.8388(2) 0.0260(5) Uani 1 1 d . . . . .
H3A H 0.607547 0.558113 0.907295 0.031 Uiso 1 1 calc R . . . .
C4 C 0.7882(3) 0.59794(14) 0.8066(2) 0.0245(5) Uani 1 1 d . . . . .
C5 C 0.8692(3) 0.58720(14) 0.7030(2) 0.0239(5) Uani 1 1 d . . . . .
C6 C 1.0022(3) 0.64297(15) 0.6698(2) 0.0271(5) Uani 1 1 d . . . . .
H6A H 1.074628 0.650940 0.735505 0.033 Uiso 1 1 calc R . . . .
H6B H 0.950475 0.691640 0.651907 0.033 Uiso 1 1 calc R . . . .
C7 C 1.1080(3) 0.61913(16) 0.5681(2) 0.0278(5) Uani 1 1 d . . . . .
H7 H 1.149034 0.666744 0.534755 0.033 Uiso 1 1 calc R . . . .
C8 C 1.2606(4) 0.57274(18) 0.6018(2) 0.0322(6) Uani 1 1 d . . . . .
H8A H 1.320534 0.598317 0.663206 0.039 Uiso 1 1 calc R . . . .
H8B H 1.228044 0.522525 0.628527 0.039 Uiso 1 1 calc R . . . .
C9 C 1.3704(4) 0.5649(2) 0.4980(2) 0.0383(7) Uani 1 1 d . . . . .
H9A H 1.470673 0.537829 0.519588 0.046 Uiso 1 1 calc R . . . .
H9B H 1.401046 0.615267 0.470992 0.046 Uiso 1 1 calc R . . . .
C10 C 1.2813(4) 0.5214(2) 0.4022(2) 0.0371(6) Uani 1 1 d . . . . .
H10A H 1.344558 0.526483 0.332996 0.045 Uiso 1 1 calc R . . . .
H10B H 1.279099 0.467540 0.422020 0.045 Uiso 1 1 calc R . . . .
C11 C 1.1073(4) 0.54735(18) 0.3774(2) 0.0323(6) Uani 1 1 d . . . . .
C12 C 1.0011(3) 0.58039(16) 0.4735(2) 0.0272(5) Uani 1 1 d . . . . .
C13 C 0.9031(3) 0.51106(15) 0.5197(2) 0.0275(5) Uani 1 1 d . . . . .
H13 H 0.816451 0.498548 0.463397 0.033 Uiso 1 1 calc R . . . .
C14 C 0.8211(3) 0.52684(14) 0.6320(2) 0.0251(5) Uani 1 1 d . . . . .
C15 C 0.7570(4) 0.67230(16) 0.9751(2) 0.0327(6) Uani 1 1 d . . . . .
H15A H 0.641897 0.679886 0.958329 0.049 Uiso 1 1 calc GR . . . .
H15B H 0.801211 0.717066 1.011899 0.049 Uiso 1 1 calc GR . . . .
H15C H 0.770487 0.628988 1.024779 0.049 Uiso 1 1 calc GR . . . .
C16 C 0.5273(5) 0.3687(2) 0.6236(3) 0.0489(9) Uani 1 1 d . . . . .
H16A H 0.520939 0.327065 0.570222 0.073 Uiso 1 1 calc GR . . . .
H16B H 0.424222 0.395703 0.623329 0.073 Uiso 1 1 calc GR . . . .
H16C H 0.550209 0.349091 0.698740 0.073 Uiso 1 1 calc GR . . . .
C17 C 0.8741(4) 0.63751(17) 0.4223(3) 0.0348(6) Uani 1 1 d . . . . .
H17A H 0.809091 0.611557 0.363805 0.042 Uiso 1 1 calc R . . . .
H17B H 0.799586 0.653229 0.481907 0.042 Uiso 1 1 calc R . . . .
C18 C 0.9491(6) 0.7063(2) 0.3719(4) 0.0668(10) Uani 1 1 d D U . . .
H18 H 1.023684 0.697789 0.313815 0.080 Uiso 1 1 calc R . . . .
C19 C 0.9249(9) 0.7741(3) 0.3976(5) 0.0867(12) Uani 1 1 d D U . . .
H19A H 0.851595 0.786259 0.455057 0.104 Uiso 1 1 calc R . . . .
H19B H 0.980036 0.812774 0.359289 0.104 Uiso 1 1 calc R . . . .
O5 O 0.2039(2) 0.42497(12) -0.07106(17) 0.0326(4) Uani 1 1 d . . . . .
O6 O 0.5703(3) 0.61470(10) 0.21052(17) 0.0310(4) Uani 1 1 d . . . . .
O7 O 0.8088(2) 0.49636(10) 0.12331(15) 0.0273(4) Uani 1 1 d . . . . .
H7A H 0.879551 0.513676 0.167010 0.041 Uiso 1 1 calc GR . . . .
O8 O 0.9026(2) 0.35796(11) 0.33703(17) 0.0324(4) Uani 1 1 d . . . . .
C20 C 0.2865(3) 0.47704(16) -0.0038(2) 0.0273(5) Uani 1 1 d . . . . .
C21 C 0.2463(3) 0.55329(17) 0.0055(2) 0.0320(6) Uani 1 1 d . . . . .
H21 H 0.157342 0.572918 -0.036202 0.038 Uiso 1 1 calc R . . . .
C22 C 0.3380(4) 0.60096(16) 0.0770(2) 0.0317(6) Uani 1 1 d . . . . .
H22 H 0.308850 0.652133 0.084439 0.038 Uiso 1 1 calc R . . . .
C23 C 0.4733(3) 0.57229(15) 0.1372(2) 0.0263(5) Uani 1 1 d . . . . .
C24 C 0.5167(3) 0.49457(15) 0.1273(2) 0.0238(5) Uani 1 1 d . . . . .
C25 C 0.6735(3) 0.46771(14) 0.1879(2) 0.0242(5) Uani 1 1 d . . . . .
H25 H 0.678203 0.491375 0.263708 0.029 Uiso 1 1 calc R . . . .
C26 C 0.6802(3) 0.37922(14) 0.2035(2) 0.0230(5) Uani 1 1 d . . . . .
C27 C 0.8589(3) 0.35870(14) 0.2371(2) 0.0253(5) Uani 1 1 d . . . . .
C28 C 0.9826(3) 0.34293(16) 0.1451(2) 0.0288(5) Uani 1 1 d . . . . .
H28A H 1.068359 0.310138 0.176710 0.035 Uiso 1 1 calc R . . . .
H28B H 1.033895 0.390901 0.124033 0.035 Uiso 1 1 calc R . . . .
C29 C 0.9125(3) 0.30528(16) 0.0368(2) 0.0305(6) Uani 1 1 d . . . . .
H29A H 0.991972 0.309734 -0.023861 0.037 Uiso 1 1 calc R . . . .
H29B H 0.894528 0.251295 0.051113 0.037 Uiso 1 1 calc R . . . .
C30 C 0.7506(3) 0.34195(15) -0.0016(2) 0.0264(5) Uani 1 1 d . . . . .
H30A H 0.708561 0.316268 -0.069492 0.032 Uiso 1 1 calc R . . . .
H30B H 0.769012 0.395259 -0.020418 0.032 Uiso 1 1 calc R . . . .
C31 C 0.6247(3) 0.33619(14) 0.0933(2) 0.0227(5) Uani 1 1 d . . . . .
H31 H 0.616562 0.281944 0.113437 0.027 Uiso 1 1 calc R . . . .
C32 C 0.4529(3) 0.36146(15) 0.0542(2) 0.0254(5) Uani 1 1 d . . . . .
H32A H 0.434771 0.344274 -0.023727 0.031 Uiso 1 1 calc R . . . .
H32B H 0.372401 0.335933 0.101360 0.031 Uiso 1 1 calc R . . . .
C33 C 0.4211(3) 0.44632(15) 0.0589(2) 0.0248(5) Uani 1 1 d . . . . .
C34 C 0.0748(4) 0.4552(2) -0.1420(3) 0.0421(7) Uani 1 1 d . . . . .
H34A H 0.118825 0.493811 -0.191163 0.063 Uiso 1 1 calc GR . . . .
H34B H -0.008734 0.477287 -0.095041 0.063 Uiso 1 1 calc GR . . . .
H34C H 0.027422 0.414860 -0.187415 0.063 Uiso 1 1 calc GR . . . .
C35 C 0.5203(4) 0.69092(16) 0.2339(3) 0.0363(6) Uani 1 1 d . . . . .
H35A H 0.517405 0.719837 0.164189 0.055 Uiso 1 1 calc GR . . . .
H35B H 0.597276 0.713974 0.286707 0.055 Uiso 1 1 calc GR . . . .
H35C H 0.412474 0.690454 0.266556 0.055 Uiso 1 1 calc GR . . . .
C36 C 0.4182(4) 0.23648(19) 0.3355(3) 0.0387(7) Uani 1 1 d . . . . .
H36A H 0.317486 0.260008 0.319899 0.046 Uiso 1 1 calc R . . . .
H36B H 0.421903 0.184705 0.353581 0.046 Uiso 1 1 calc R . . . .
C37 C 0.5553(3) 0.27638(16) 0.3321(2) 0.0292(5) Uani 1 1 d . . . . .
H37 H 0.653651 0.250871 0.348284 0.035 Uiso 1 1 calc R . . . .
C38 C 0.5654(3) 0.35996(14) 0.3042(2) 0.0259(5) Uani 1 1 d . . . . .
H38A H 0.604410 0.387238 0.371568 0.031 Uiso 1 1 calc R . . . .
H38B H 0.455370 0.378470 0.285865 0.031 Uiso 1 1 calc 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
C4 O1 C15 116.0(2) . . ?
C1 O2 C16 116.6(2) . . ?
C13 O3 H3 109.5 . . ?
O2 C1 C2 124.2(2) . . ?
O2 C1 C14 115.3(2) . . ?
C2 C1 C14 120.5(2) . . ?
C1 C2 H2 120.1 . . ?
C1 C2 C3 119.8(2) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3A 120.0 . . ?
C4 C3 C2 120.1(2) . . ?
C4 C3 H3A 120.0 . . ?
O1 C4 C3 123.7(2) . . ?
O1 C4 C5 115.4(2) . . ?
C3 C4 C5 121.0(2) . . ?
C4 C5 C6 118.9(2) . . ?
C14 C5 C4 119.1(2) . . ?
C14 C5 C6 122.0(2) . . ?
C5 C6 H6A 108.3 . . ?
C5 C6 H6B 108.3 . . ?
C5 C6 C7 115.7(2) . . ?
H6A C6 H6B 107.4 . . ?
C7 C6 H6A 108.3 . . ?
C7 C6 H6B 108.3 . . ?
C6 C7 H7 106.0 . . ?
C6 C7 C12 111.1(2) . . ?
C8 C7 C6 113.8(2) . . ?
C8 C7 H7 106.0 . . ?
C8 C7 C12 113.2(2) . . ?
C12 C7 H7 106.0 . . ?
C7 C8 H8A 109.9 . . ?
C7 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
C9 C8 C7 108.8(2) . . ?
C9 C8 H8A 109.9 . . ?
C9 C8 H8B 109.9 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 C10 110.8(2) . . ?
H9A C9 H9B 108.1 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
C9 C10 H10A 108.5 . . ?
C9 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
C11 C10 C9 115.0(3) . . ?
C11 C10 H10A 108.5 . . ?
C11 C10 H10B 108.5 . . ?
O4 C11 C10 119.6(3) . . ?
O4 C11 C12 120.0(3) . . ?
C10 C11 C12 120.3(2) . . ?
C7 C12 C13 112.1(2) . . ?
C11 C12 C7 111.9(2) . . ?
C11 C12 C13 104.9(2) . . ?
C11 C12 C17 109.6(2) . . ?
C17 C12 C7 110.8(2) . . ?
C17 C12 C13 107.3(2) . . ?
O3 C13 C12 111.4(2) . . ?
O3 C13 H13 107.8 . . ?
O3 C13 C14 108.5(2) . . ?
C12 C13 H13 107.8 . . ?
C14 C13 C12 113.3(2) . . ?
C14 C13 H13 107.8 . . ?
C1 C14 C13 118.1(2) . . ?
C5 C14 C1 119.6(2) . . ?
C5 C14 C13 122.3(2) . . ?
O1 C15 H15A 109.5 . . ?
O1 C15 H15B 109.5 . . ?
O1 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2 C16 H16A 109.5 . . ?
O2 C16 H16B 109.5 . . ?
O2 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 C17 H17A 108.8 . . ?
C12 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C18 C17 C12 113.9(3) . . ?
C18 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
C17 C18 H18 116.0 . . ?
C19 C18 C17 128.0(5) . . ?
C19 C18 H18 116.0 . . ?
C18 C19 H19A 120.0 . . ?
C18 C19 H19B 120.0 . . ?
H19A C19 H19B 120.0 . . ?
C20 O5 C34 115.8(2) . . ?
C23 O6 C35 117.7(2) . . ?
C25 O7 H7A 109.5 . . ?
O5 C20 C21 125.0(2) . . ?
O5 C20 C33 114.4(2) . . ?
C21 C20 C33 120.6(3) . . ?
C20 C21 H21 119.9 . . ?
C20 C21 C22 120.2(2) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0(3) . . ?
C23 C22 H22 120.0 . . ?
O6 C23 C22 124.3(2) . . ?
O6 C23 C24 115.6(2) . . ?
C22 C23 C24 120.2(2) . . ?
C23 C24 C25 117.9(2) . . ?
C33 C24 C23 119.7(2) . . ?
C33 C24 C25 122.4(2) . . ?
O7 C25 C24 106.72(19) . . ?
O7 C25 H25 108.2 . . ?
O7 C25 C26 112.6(2) . . ?
C24 C25 H25 108.2 . . ?
C24 C25 C26 112.9(2) . . ?
C26 C25 H25 108.2 . . ?
C27 C26 C25 107.0(2) . . ?
C27 C26 C31 111.0(2) . . ?
C27 C26 C38 109.2(2) . . ?
C31 C26 C25 111.95(19) . . ?
C38 C26 C25 106.55(19) . . ?
C38 C26 C31 110.9(2) . . ?
O8 C27 C26 120.4(2) . . ?
O8 C27 C28 119.9(2) . . ?
C28 C27 C26 119.6(2) . . ?
C27 C28 H28A 108.4 . . ?
C27 C28 H28B 108.4 . . ?
C27 C28 C29 115.3(2) . . ?
H28A C28 H28B 107.5 . . ?
C29 C28 H28A 108.4 . . ?
C29 C28 H28B 108.4 . . ?
C28 C29 H29A 109.3 . . ?
C28 C29 H29B 109.3 . . ?
H29A C29 H29B 107.9 . . ?
C30 C29 C28 111.7(2) . . ?
C30 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
C29 C30 H30A 109.7 . . ?
C29 C30 H30B 109.7 . . ?
C29 C30 C31 110.0(2) . . ?
H30A C30 H30B 108.2 . . ?
C31 C30 H30A 109.7 . . ?
C31 C30 H30B 109.7 . . ?
C26 C31 H31 106.7 . . ?
C30 C31 C26 112.7(2) . . ?
C30 C31 H31 106.7 . . ?
C30 C31 C32 112.4(2) . . ?
C32 C31 C26 111.1(2) . . ?
C32 C31 H31 106.7 . . ?
C31 C32 H32A 108.4 . . ?
C31 C32 H32B 108.4 . . ?
H32A C32 H32B 107.5 . . ?
C33 C32 C31 115.5(2) . . ?
C33 C32 H32A 108.4 . . ?
C33 C32 H32B 108.4 . . ?
C20 C33 C32 119.1(2) . . ?
C24 C33 C20 119.2(2) . . ?
C24 C33 C32 121.6(2) . . ?
O5 C34 H34A 109.5 . . ?
O5 C34 H34B 109.5 . . ?
O5 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O6 C35 H35A 109.5 . . ?
O6 C35 H35B 109.5 . . ?
O6 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
H36A C36 H36B 120.0 . . ?
C37 C36 H36A 120.0 . . ?
C37 C36 H36B 120.0 . . ?
C36 C37 H37 117.5 . . ?
C36 C37 C38 125.0(3) . . ?
C38 C37 H37 117.5 . . ?
C26 C38 H38A 108.7 . . ?
C26 C38 H38B 108.7 . . ?
C37 C38 C26 114.4(2) . . ?
C37 C38 H38A 108.7 . . ?
C37 C38 H38B 108.7 . . ?
H38A C38 H38B 107.6 . . ?
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 C4 1.375(3) . ?
O1 C15 1.430(3) . ?
O2 C1 1.369(3) . ?
O2 C16 1.423(4) . ?
O3 H3 0.8200 . ?
O3 C13 1.437(3) . ?
O4 C11 1.219(4) . ?
C1 C2 1.387(4) . ?
C1 C14 1.413(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.391(4) . ?
C3 H3A 0.9300 . ?
C3 C4 1.386(4) . ?
C4 C5 1.402(3) . ?
C5 C6 1.509(4) . ?
C5 C14 1.395(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.537(4) . ?
C7 H7 0.9800 . ?
C7 C8 1.526(4) . ?
C7 C12 1.551(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.525(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.527(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.506(4) . ?
C11 C12 1.540(4) . ?
C12 C13 1.551(4) . ?
C12 C17 1.549(4) . ?
C13 H13 0.9800 . ?
C13 C14 1.509(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.476(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.238(7) . ?
C19 H19A 0.9300 . ?
C19 H19B 0.9300 . ?
O5 C20 1.371(3) . ?
O5 C34 1.427(3) . ?
O6 C23 1.372(3) . ?
O6 C35 1.421(3) . ?
O7 H7A 0.8200 . ?
O7 C25 1.433(3) . ?
O8 C27 1.218(3) . ?
C20 C21 1.377(4) . ?
C20 C33 1.411(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.388(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.388(4) . ?
C23 C24 1.409(4) . ?
C24 C25 1.520(3) . ?
C24 C33 1.390(4) . ?
C25 H25 0.9800 . ?
C25 C26 1.559(3) . ?
C26 C27 1.537(3) . ?
C26 C31 1.554(3) . ?
C26 C38 1.551(3) . ?
C27 C28 1.509(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.530(4) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.522(4) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.524(3) . ?
C31 H31 0.9800 . ?
C31 C32 1.524(3) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.507(4) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9300 . ?
C36 H36B 0.9300 . ?
C36 C37 1.313(4) . ?
C37 H37 0.9300 . ?
C37 C38 1.500(4) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
