The crystal structure of 5-chloro-2-(quinolin-8-yl)isoindoline-1,3-dione, C17H9ClN2O2
Zhang, Wei; Zhang, Yu; Feng, Song-Hao; Wang, Jing-Jing; Zeitschrift für Kristallographie - New Crystal Structures 236 (2021) 1155–1156; doi:10.1515/ncrs-2021-0256

data_8104553
_publ_section_title
;
 The crystal structure of 5-chloro-2-(quinolin-8-yl)isoindoline-1,3-dione,
 C17H9ClN2O2
;
_journal_issue                   6
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              1155
_journal_page_last               1156
_journal_paper_doi               10.1515/ncrs-2021-0256
_journal_volume                  236
_journal_year                    2021
_chemical_formula_moiety         'C17 H9 Cl N2 O2'
_chemical_formula_sum            'C17 H9 Cl N2 O2'
_chemical_formula_weight         308.71
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                74.627(6)
_cell_angle_beta                 78.654(5)
_cell_angle_gamma                63.569(5)
_cell_formula_units_Z            2
_cell_length_a                   7.8944(4)
_cell_length_b                   8.0678(5)
_cell_length_c                   12.6285(9)
_cell_measurement_reflns_used    2560
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.2800
_cell_measurement_theta_min      6.2390
_cell_volume                     691.58(8)
_computing_cell_refinement
'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015) [1]'
_computing_data_collection
'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015) [1]'
_computing_data_reduction
'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015) [1]'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009) [2]'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009) [2]'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015) [3]'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018) [4]'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3031
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.963
_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    -62.00  29.00   1.00    2.00    --  -40.30  57.00 -30.00   91
  2  \w     16.00  43.00   1.00    2.00    --   40.30 -99.00  90.00   27
  3  \w     51.00  77.00   1.00    2.00    --   40.30 -99.00  90.00   26
  4  \w     59.00  86.00   1.00    2.00    --   40.30-125.00   0.00   27
  5  \w     31.00  60.00   1.00    8.00    --  107.14 -95.00 -60.00   29
  6  \w     75.00 103.00   1.00    8.00    --  107.14 -95.00 -60.00   28
  7  \w     58.00  85.00   1.00    8.00    --  107.14 -61.00  30.00   27
  8  \w     46.00 133.00   1.00    8.00    --  107.14 -30.00 -60.00   87
  9  \w    103.00 173.00   1.00    8.00    --  107.14  45.00 -30.00   70
 10  \w    125.00 172.00   1.00    8.00    --  107.14 125.00 -60.00   47
 11  \w    134.00 178.00   1.00    8.00    --  107.14 125.00-180.00   44
 12  \w    107.00 149.00   1.00    8.00    --  107.14 125.00 -90.00   42
 13  \w     28.00 152.00   1.00    8.00    --  107.14 -15.00 150.00  124
 14  \w     34.00 121.00   1.00    8.00    --  107.14-125.00 150.00   87
 15  \w     50.00 123.00   1.00    8.00    --  107.14 -61.00 -90.00   73
 16  \w     37.00  95.00   1.00    8.00    --  107.14 -95.00-120.00   58
 17  \w   -103.00 -12.00   1.00    2.00    --  -40.30 -57.00  60.00   91
 18  \w   -109.00 -17.00   1.00    2.00    --  -40.30 -57.00-180.00   92
;
_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      -0.0241956000
_diffrn_orient_matrix_UB_12      0.0447850000
_diffrn_orient_matrix_UB_13      -0.1239448000
_diffrn_orient_matrix_UB_21      -0.0479854000
_diffrn_orient_matrix_UB_22      -0.1711258000
_diffrn_orient_matrix_UB_23      0.0167874000
_diffrn_orient_matrix_UB_31      -0.2121372000
_diffrn_orient_matrix_UB_32      0.1269680000
_diffrn_orient_matrix_UB_33      0.0222896000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0117
_diffrn_reflns_av_unetI/netI     0.0162
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4378
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.600
_diffrn_reflns_theta_min         3.645
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.524
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72359
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (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    1.482
_exptl_crystal_description       block
_exptl_crystal_F_000             316
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.279
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2684
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0431
_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^)+(0.0778P)^2^+0.1512P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1292
_refine_ls_wR_factor_ref         0.1309
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2519
_reflns_number_total             2684
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0256_suppl.cif
_cod_data_source_block           1
_cod_database_code               8104553
_chemical_oxdiff_formula         'C H O N'
_shelx_estimated_absorpt_t_max   0.769
_shelx_estimated_absorpt_t_min   0.619
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16),
 C17(H17)
;
_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 1.354
_oxdiff_exptl_absorpt_empirical_full_min 0.715