Atropisomerism observed in indometacin derivatives.
Takahashi, Hideyo; Wakamatsu, Shintaro; Tabata, Hidetsugu; Oshitari, Tetsuta; Harada, Ayako; Inoue, Keizo; Natsugari, Hideaki; Organic letters 13 (2011) 760–763; doi:10.1021/ol103008d

data_1501952
_publ_section_title
;
 Atropisomerism observed in indometacin derivatives.
;
_journal_issue                   4
_journal_name_full               'Organic letters'
_journal_page_first              760
_journal_page_last               763
_journal_paper_doi               10.1021/ol103008d
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C19 H14 Cl3 N O4 '
_chemical_formula_sum            'C19 H14 Cl3 N O4'
_chemical_formula_weight         426.68
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.0000
_cell_angle_beta                 103.3648(17)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   9.2258(3)
_cell_length_b                   12.5277(3)
_cell_length_c                   16.8274(5)
_cell_measurement_reflns_used    7846
_cell_measurement_temperature    173.1
_cell_measurement_theta_max      68.2
_cell_measurement_theta_min      3.5
_cell_volume                     1892.21(10)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18581
_diffrn_reflns_theta_full        68.23
_diffrn_reflns_theta_max         68.23
_exptl_absorpt_coefficient_mu    4.615
_exptl_absorpt_correction_T_max  0.250
_exptl_absorpt_correction_T_min  0.203
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             872.00
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.39
_refine_diff_density_min         -0.42
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.311
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     301
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_refine_ls_R_factor_gt           0.0430
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w = 1/\s^2^(Fo^2^)'
_refine_ls_weighting_scheme      sigma
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_reflns_number_gt                2675
_reflns_number_total             3443
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ol103008d_si_003.cif
_cod_data_source_block           '_090209'
_cod_original_cell_volume        1892.21(9)
_cod_original_formula_sum        'C19 H14 Cl3 N O4 '
_cod_database_code               1501952