Crystal structure of 7-hydroxy-5-methoxy-4,6-dimethylisobenzofuran-1(3H)-one, C11H12O4
Chen, Pei-Wen; Tao, Yi-Wen; Zeitschrift für Kristallographie - New Crystal Structures 234 (2019) 423–424; doi:10.1515/ncrs-2018-0429

data_8105667
_publ_section_title
;
 Crystal structure of
 7-hydroxy-5-methoxy-4,6-dimethylisobenzofuran-1(3H)-one, C11H12O4
;
_journal_issue                   3
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              423
_journal_page_last               424
_journal_paper_doi               10.1515/ncrs-2018-0429
_journal_volume                  234
_journal_year                    2019
_chemical_formula_moiety         'C11 H12 O4'
_chemical_formula_sum            'C11 H12 O4'
_chemical_formula_weight         208.21
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 96.635(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.1609(3)
_cell_length_b                   4.6329(2)
_cell_length_c                   30.0028(14)
_cell_measurement_reflns_used    2586
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.4200
_cell_measurement_theta_min      2.9390
_cell_volume                     988.70(8)
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(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    -66.00  28.00   1.00    1.00    --  -40.98  57.00  90.00   94
  2  \w     27.00 113.00   1.00    1.00    --   40.98  38.00-180.00   86
  3  \w    144.00 173.00   1.00    1.00    --  106.95  45.00-150.00   29
  4  \w    116.00 143.00   1.00    1.00    --  106.95  45.00-150.00   27
  5  \w     57.00 178.00   1.00    1.00    --  106.95  15.00   0.00  121
  6  \w    153.00 178.00   1.00    1.00    --  106.95  30.00  60.00   25
  7  \w     90.00 178.00   1.00    1.00    --  106.95  45.00  30.00   88
  8  \w     78.00 121.00   1.00    1.00    --  106.95-125.00-150.00   43
  9  \w     46.00  73.00   1.00    1.00    --  106.95-125.00-150.00   27
 10  \w     32.00  71.00   1.00    1.00    --  106.95 -77.00-180.00   39
 11  \w     35.00 132.00   1.00    1.00    --  106.95 -61.00-120.00   97
 12  \w     73.00 108.00   1.00    1.00    --  106.95-125.00  30.00   35
 13  \w     41.00  95.00   1.00    1.00    --   40.98-128.00 -96.00   54
 14  \w     31.00 138.00   1.00    1.00    --  106.95 -77.00  30.00  107
 15  \w     32.00 130.00   1.00    1.00    --  106.95 -30.00  30.00   98
 16  \w     25.00 105.00   1.00    1.00    --  106.95 -95.00-120.00   80
 17  \w   -113.00 -16.00   1.00    1.00    --  -40.98 -57.00 -60.00   97
 18  \w   -110.00 -62.00   1.00    1.00    --  -40.98-143.00  92.00   48
;
_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      0.1538796000
_diffrn_orient_matrix_UB_12      0.1268683000
_diffrn_orient_matrix_UB_13      -0.0261296000
_diffrn_orient_matrix_UB_21      0.1122507000
_diffrn_orient_matrix_UB_22      0.0946251000
_diffrn_orient_matrix_UB_23      0.0444949000
_diffrn_orient_matrix_UB_31      0.1030662000
_diffrn_orient_matrix_UB_32      -0.2924751000
_diffrn_orient_matrix_UB_33      0.0031100000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0883
_diffrn_reflns_av_unetI/netI     0.0937
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            6711
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.551
_diffrn_reflns_theta_min         2.966
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.895
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     140
_refine_ls_number_reflns         1970
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0708
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0968P)^2^+0.3175P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1663
_refine_ls_wR_factor_ref         0.1761
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1675
_reflns_number_total             1970
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_ncrs-2018-0429_suppl.cif
_cod_data_source_block           1
_cod_database_code               8105667
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C10(H10A,H10B,H10C)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;