Synthesis and crystal structure of 2-(3-oxo-3-phenylpropyl)isoindoline-1,3-dione, C17H13NO3
Shi, Ju-Mei; Hao, Yong-Jia; Xu, Lian-Hua; Zhou, Ying; Wang, Hua-Bin; Zeitschrift für Kristallographie - New Crystal Structures 238 (2023) 1107–1108; doi:10.1515/ncrs-2023-0342

data_8107674
_publ_section_title
;
 Synthesis and crystal structure of
 2-(3-oxo-3-phenylpropyl)isoindoline-1,3-dione, C17H13NO3
;
_journal_issue                   6
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              1107
_journal_page_last               1108
_journal_paper_doi               10.1515/ncrs-2023-0342
_journal_volume                  238
_journal_year                    2023
_chemical_formula_moiety         'C17 H13 N O3'
_chemical_formula_sum            'C17 H13 N O3'
_chemical_formula_weight         279.28
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 101.445(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.5306(2)
_cell_length_b                   6.1971(2)
_cell_length_c                   23.3849(7)
_cell_measurement_reflns_used    3262
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      73.8160
_cell_measurement_theta_min      3.8260
_cell_volume                     1353.70(7)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.973
_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   -102.00 -20.00   1.00    1.10    --  -40.73 -57.00 150.00   82
  2  \w   -110.00 -64.00   1.00    1.10    --  -40.73-149.00 177.00   46
  3  \w   -113.00 -17.00   1.00    1.10    --  -40.73 -57.00  60.00   96
  4  \w    128.00 172.00   1.00    2.00    --  107.58 125.00 150.00   44
  5  \w    153.00 178.00   1.00    2.00    --  107.58 125.00  90.00   25
  6  \w    111.00 138.00   1.00    2.00    --  107.58 125.00  90.00   27
  7  \w    105.00 134.00   1.00    2.00    --  107.58 125.00  30.00   29
  8  \w     81.00 177.00   1.00    2.00    --  107.58  30.00  30.00   96
  9  \w    101.00 178.00   1.00    2.00    --  107.58  30.00 -60.00   77
 10  \w     52.00 108.00   1.00    2.00    --  107.58 -94.00-120.00   56
 11  \w     36.00 128.00   1.00    2.00    --  107.58 -77.00  90.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0905470000
_diffrn_orient_matrix_UB_12      0.0167187000
_diffrn_orient_matrix_UB_13      0.0622161000
_diffrn_orient_matrix_UB_21      -0.1238033000
_diffrn_orient_matrix_UB_22      -0.0994223000
_diffrn_orient_matrix_UB_23      0.0246751000
_diffrn_orient_matrix_UB_31      0.0605727000
_diffrn_orient_matrix_UB_32      -0.2272684000
_diffrn_orient_matrix_UB_33      -0.0061930000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1194
_diffrn_reflns_av_unetI/netI     0.0876
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            5078
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.840
_diffrn_reflns_theta_min         3.857
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.775
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'light colourless'
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2663
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0689
_refine_ls_R_factor_gt           0.0644
_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^)+(0.1195P)^2^+0.0555P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1814
_refine_ls_wR_factor_ref         0.1909
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2298
_reflns_number_total             2663
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2023-0342_suppl_001.cif
_cod_data_source_block           3287
_cod_database_code               8107674
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C12(H12), C13(H13), C14(H14), C15(H15)
;
_shelx_res_checksum              87805
_shelx_hkl_checksum              52441
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
;
_oxdiff_exptl_absorpt_empirical_full_max 2.772
_oxdiff_exptl_absorpt_empirical_full_min 0.625