The crystal structure of (2a′S,2a1′S,3R,5a′S,7′R)-5-(furan-3-yl)-2a′,2a1′-dihydroxy-7′-methyldecahydro-2H-spiro[furan-3,6′-naphtho[1,8-bc]furan]-2,2′(2a′H)-dione, C19H22O7
Xu, Xin-Ke; Li, Can-Jie; Tan, Jin-Lin; Zhao, Hai-Yue; Lin, Qiang; Li, Yao-Lan; Zhang, Yu-Bo; Wang, Guo-Cai; Zeitschrift für Kristallographie - New Crystal Structures 236 (2021) 1359–1361; doi:10.1515/ncrs-2021-0342

data_8104607
_publ_section_title
;
 The crystal structure of
 (2a&#x2032;S,2a1&#x2032;S,3R,5a&#x2032;S,7&#x2032;R)-5-(furan-3-yl)-2a&#x2032;,2a1&#x2032;-dihydroxy-7&#x2032;-methyldecahydro-2H-spiro[furan-3,6&#x2032;-naphtho[1,8-bc]furan]-2,2&#x2032;(2a&#x2032;H)-dione,
 C19H22O7
;
_journal_issue                   6
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              1359
_journal_page_last               1361
_journal_paper_doi               10.1515/ncrs-2021-0342
_journal_volume                  236
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C19 H22 O7'
_chemical_formula_sum            'C19 H22 O7'
_chemical_formula_weight         362.36
_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
_cell_angle_alpha                90
_cell_angle_beta                 91.021(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.41540(10)
_cell_length_b                   7.8782(2)
_cell_length_c                   17.1555(4)
_cell_measurement_reflns_used    5235
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.7090
_cell_measurement_theta_min      5.1560
_cell_volume                     866.93(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -48.00 -18.00   1.00    1.00    --  -40.73 -57.00  90.00   30
  2  \w    -67.00  -8.00   1.00    1.00    --  -40.73 -77.00-180.00   59
  3  \w   -112.00 -81.00   1.00    1.00    --  -40.73 -57.00  90.00   31
  4  \w    -59.00 -17.00   1.00    1.00    --  -40.73 -38.00-150.00   42
  5  \w    -81.00  39.00   1.00    1.00    --  -40.73  19.00  30.00  120
  6  \w   -113.00 -80.00   1.00    1.00    --  -40.73 -38.00-150.00   33
  7  \w     53.00  80.00   1.00    1.00    --   40.73-125.00 -30.00   27
  8  \w     23.00  93.00   1.00    1.00    --   40.73-125.00  90.00   70
  9  \w     23.00  50.00   1.00    1.00    --   40.73  38.00 -90.00   27
 10  \w     79.00 108.00   1.00    1.00    --  107.58  61.00-150.00   29
 11  \w     27.00  92.00   1.00    1.00    --  107.58 -95.00-150.00   65
 12  \w     78.00 104.00   1.00    1.00    --  107.58  77.00-150.00   26
 13  \w     78.00 106.00   1.00    1.00    --  107.58  61.00 -90.00   28
 14  \w     76.00 101.00   1.00    1.00    --  107.58  77.00 150.00   25
 15  \w    104.00 178.00   1.00    1.00    --  107.58  77.00 -90.00   74
 16  \w    114.00 177.00   1.00    1.00    --  107.58  77.00-180.00   63
 17  \w     76.00 101.00   1.00    1.00    --  107.58  77.00 120.00   25
 18  \w     76.00 101.00   1.00    1.00    --  107.58  77.00-180.00   25
 19  \w    142.00 169.00   1.00    1.00    --  107.58  30.00-180.00   27
 20  \w    119.00 177.00   1.00    1.00    --  107.58  77.00 120.00   58
 21  \w     43.00 100.00   1.00    1.00    --  107.58 -95.00 -90.00   57
 22  \w    117.00 151.00   1.00    1.00    --  107.58  61.00-180.00   34
 23  \w     79.00 116.00   1.00    1.00    --  107.58  61.00-180.00   37
 24  \w     76.00 101.00   1.00    1.00    --  107.58  77.00-120.00   25
 25  \w     79.00 106.00   1.00    1.00    --  107.58  61.00 150.00   27
 26  \w     79.00 104.00   1.00    1.00    --  107.58  61.00 120.00   25
 27  \w    153.00 178.00   1.00    1.00    --  107.58  77.00 150.00   25
 28  \w     83.00 108.00   1.00    1.00    --  107.58  45.00-180.00   25
 29  \w     80.00 170.00   1.00    1.00    --  107.58  61.00-120.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1123574000
_diffrn_orient_matrix_UB_12      0.0380507000
_diffrn_orient_matrix_UB_13      0.0766519000
_diffrn_orient_matrix_UB_21      -0.2090199000
_diffrn_orient_matrix_UB_22      0.0138270000
_diffrn_orient_matrix_UB_23      -0.0452149000
_diffrn_orient_matrix_UB_31      -0.0371484000
_diffrn_orient_matrix_UB_32      -0.1913334000
_diffrn_orient_matrix_UB_33      0.0119766000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6173
_diffrn_reflns_point_group_measured_fraction_full 0.929
_diffrn_reflns_point_group_measured_fraction_max 0.899
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.843
_diffrn_reflns_theta_min         2.576
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.888
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73847
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
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    1.388
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details
;
 Flack x determined using 1259 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.09(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.926
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         3151
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.926
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0326
_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/[\s^2^(Fo^2^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1020
_refine_ls_wR_factor_ref         0.1028
_reflns_Friedel_coverage         0.697
_reflns_Friedel_fraction_full    0.848
_reflns_Friedel_fraction_max     0.798
_reflns_number_gt                3114
_reflns_number_total             3151
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0342_suppl.cif
_cod_data_source_block           f-f-7
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_absolute_configuration' value 'AD' was changed
to 'ad' in accordance with the built-in table derived from the CIF
Core dictionary named 'cif_core.dic' version 2.4.5 last updated on
2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_database_code               8104607
_reflns_odcompleteness_completeness 99.88
_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.a Ternary CH refined with riding coordinates:
 C10(H10), C8(H8), C6(H6), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C7(H7a,H7b), C2(H2a,H2b), C3(H3a,H3b), C11(H11a,H11b)
2.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C14(H14), C15(H15)
2.d Idealised Me refined as rotating group:
 C17(H17a,H17b,H17c)
2.e Idealised tetrahedral OH refined as rotating group:
 O4(H4), O5(H5)
;
_shelx_res_checksum              60764
_shelx_hkl_checksum              49858
_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 1.667
_oxdiff_exptl_absorpt_empirical_full_min 0.454