#------------------------------------------------------------------------------
#$Date: 2022-05-10 10:53:54 +0300 (Tue, 10 May 2022) $
#$Revision: 275290 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/51/8105196.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8105196
loop_
_publ_author_name
'Chen, Jie'
'Zhu, Hengmei'
'Cai, Zhigang'
'Hu, Jing'
'Shen, Lili'
'Zhang, Yali'
'Xu, Xiaoping'
_publ_section_title
;
 The crystal structure of
 5,6-dichloro-2-(quinolin-8-yl)isoindoline-1,3-dione, C17H8Cl2N2O2
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              255
_journal_page_last               256
_journal_paper_doi               10.1515/ncrs-2021-0454
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         'C17 H8 Cl2 N2 O2'
_chemical_formula_sum            'C17 H8 Cl2 N2 O2'
_chemical_formula_weight         343.15
_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                85.2310(10)
_cell_angle_beta                 85.0270(10)
_cell_angle_gamma                71.013(2)
_cell_formula_units_Z            2
_cell_length_a                   7.9032(2)
_cell_length_b                   9.0843(3)
_cell_length_c                   10.8051(2)
_cell_measurement_reflns_used    3652
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.2970
_cell_measurement_theta_min      5.1320
_cell_volume                     729.54(3)
_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 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -63.00  33.00   1.00    1.50    --  -40.55  38.00   0.00   96
  2  ω    -61.00  32.00   1.00    1.50    --  -40.55  57.00-150.00   93
  3  ω     48.00  80.00   1.00    1.50    --   40.55 -99.00 -30.00   32
  4  ω     31.00  58.00   1.00    1.50    --   40.55-125.00 -90.00   27
  5  ω     68.00 135.00   1.00    4.00    --  107.14 -61.00 -90.00   67
  6  ω     96.00 126.00   1.00    4.00    --  107.14 -30.00-180.00   30
  7  ω     47.00  74.00   1.00    4.00    --  107.14 -30.00-180.00   27
  8  ω     36.00  77.00   1.00    4.00    --  107.14 -95.00 -60.00   41
  9  ω     72.00 107.00   1.00    4.00    --  107.14 -95.00   0.00   35
 10  ω     41.00  71.00   1.00    4.00    --  107.14-125.00-120.00   30
 11  ω     35.00 120.00   1.00    4.00    --  107.14-125.00 -90.00   85
 12  ω     41.00 128.00   1.00    4.00    --  107.14 -30.00  30.00   87
 13  ω     84.00 178.00   1.00    4.00    --  107.14  30.00   0.00   94
 14  ω     90.00 176.00   1.00    4.00    --  107.14  45.00  60.00   86
 15  ω     36.00 129.00   1.00    4.00    --  107.14 -77.00  60.00   93
 16  ω   -110.00 -14.00   1.00    1.50    --  -40.55 -57.00  60.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1986114000
_diffrn_orient_matrix_UB_12      0.0545748000
_diffrn_orient_matrix_UB_13      0.0484014000
_diffrn_orient_matrix_UB_21      -0.0153671000
_diffrn_orient_matrix_UB_22      -0.1586885000
_diffrn_orient_matrix_UB_23      -0.0262435000
_diffrn_orient_matrix_UB_31      0.0555142000
_diffrn_orient_matrix_UB_32      -0.0628685000
_diffrn_orient_matrix_UB_33      0.1324467000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0152
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4172
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.597
_diffrn_reflns_theta_max         66.597
_diffrn_reflns_theta_min         4.114
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.103
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78340
_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    1.562
_exptl_crystal_description       block
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.611
_refine_diff_density_rms         0.132
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2584
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0417
_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/[σ²(Fo²)+(0.0703P)²+0.1526P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1051
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2489
_reflns_number_total             2584
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0454_suppl.cif
_cod_data_source_block           1
_cod_database_code               8105196
_chemical_oxdiff_formula         'C H O N Cl'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.661
_shelx_estimated_absorpt_t_min   0.465
_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:
 C7(H7), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.06929(5) 1.20154(5) 0.46903(4) 0.04028(16) Uani 1 1 d . . . . .
Cl2 Cl 0.16636(7) 0.99251(6) 0.71499(4) 0.04909(17) Uani 1 1 d . . . . .
O1 O 0.73179(16) 0.49158(14) 0.50049(11) 0.0389(3) Uani 1 1 d . . . . .
O2 O 0.58952(18) 0.79890(16) 0.14137(11) 0.0444(3) Uani 1 1 d . . . . .
N1 N 0.69874(18) 0.61806(16) 0.30415(12) 0.0309(3) Uani 1 1 d . . . . .
N2 N 0.66662(19) 0.41383(18) 0.13416(14) 0.0359(3) Uani 1 1 d . . . . .
C1 C 0.4576(2) 0.83274(18) 0.35330(14) 0.0278(3) Uani 1 1 d . . . . .
C2 C 0.8344(2) 0.41590(18) 0.15396(14) 0.0279(3) Uani 1 1 d . . . . .
C3 C 0.8544(2) 0.51791(19) 0.23960(15) 0.0299(3) Uani 1 1 d . . . . .
C4 C 0.5828(2) 0.75504(19) 0.24967(15) 0.0308(3) Uani 1 1 d . . . . .
C5 C 0.5012(2) 0.74074(17) 0.46204(14) 0.0268(3) Uani 1 1 d . . . . .
C6 C 0.9921(2) 0.32078(19) 0.09098(14) 0.0301(3) Uani 1 1 d . . . . .
C7 C 0.3241(2) 0.97436(19) 0.35238(15) 0.0308(3) Uani 1 1 d . . . . .
H7 H 0.294675 1.035203 0.278932 0.037 Uiso 1 1 calc R . . . .
C8 C 0.6557(2) 0.59993(18) 0.43202(14) 0.0277(3) Uani 1 1 d . . . . .
C9 C 0.2346(2) 1.02311(18) 0.46586(15) 0.0296(3) Uani 1 1 d . . . . .
C10 C 0.2783(2) 0.92988(19) 0.57536(15) 0.0307(3) Uani 1 1 d . . . . .
C11 C 0.4126(2) 0.78582(19) 0.57477(15) 0.0311(3) Uani 1 1 d . . . . .
H11 H 0.441158 0.722873 0.647340 0.037 Uiso 1 1 calc R . . . .
C12 C 1.1617(2) 0.3293(2) 0.11558(16) 0.0362(4) Uani 1 1 d . . . . .
H12 H 1.264843 0.266228 0.074564 0.043 Uiso 1 1 calc R . . . .
C13 C 1.0195(2) 0.5247(2) 0.26132(16) 0.0358(4) Uani 1 1 d . . . . .
H13 H 1.029106 0.593032 0.317801 0.043 Uiso 1 1 calc R . . . .
C14 C 1.1750(2) 0.4291(2) 0.19885(17) 0.0384(4) Uani 1 1 d . . . . .
H14 H 1.286909 0.434098 0.214366 0.046 Uiso 1 1 calc R . . . .
C15 C 0.9717(3) 0.2223(2) 0.00324(17) 0.0396(4) Uani 1 1 d . . . . .
H15 H 1.071413 0.157799 -0.040071 0.048 Uiso 1 1 calc R . . . .
C16 C 0.6562(3) 0.3203(2) 0.05023(18) 0.0423(4) Uani 1 1 d . . . . .
H16 H 0.542836 0.318805 0.034729 0.051 Uiso 1 1 calc R . . . .
C17 C 0.8036(3) 0.2229(2) -0.01724(18) 0.0449(4) Uani 1 1 d . . . . .
H17 H 0.787143 0.159521 -0.075263 0.054 Uiso 1 1 calc R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C4 N1 C3 123.69(13) . .
C4 N1 C8 111.99(13) . .
C8 N1 C3 123.98(13) . .
C16 N2 C2 116.65(15) . .
C5 C1 C4 108.58(13) . .
C7 C1 C4 129.58(14) . .
C7 C1 C5 121.77(14) . .
N2 C2 C3 119.49(14) . .
N2 C2 C6 122.91(15) . .
C3 C2 C6 117.60(14) . .
C2 C3 N1 119.67(14) . .
C13 C3 N1 118.94(15) . .
C13 C3 C2 121.39(15) . .
O2 C4 N1 125.74(15) . .
O2 C4 C1 128.73(15) . .
N1 C4 C1 105.51(13) . .
C1 C5 C8 108.26(13) . .
C11 C5 C1 121.83(14) . .
C11 C5 C8 129.86(14) . .
C12 C6 C2 119.96(15) . .
C15 C6 C2 117.55(16) . .
C15 C6 C12 122.48(16) . .
C1 C7 C9 117.26(15) . .
O1 C8 N1 125.61(15) . .
O1 C8 C5 128.74(15) . .
N1 C8 C5 105.65(13) . .
C7 C9 Cl1 118.67(13) . .
C7 C9 C10 120.89(15) . .
C10 C9 Cl1 120.44(12) . .
C9 C10 Cl2 120.19(13) . .
C11 C10 Cl2 118.55(13) . .
C11 C10 C9 121.26(15) . .
C5 C11 C10 116.98(14) . .
C14 C12 C6 120.56(15) . .
C3 C13 C14 120.49(16) . .
C12 C14 C13 120.00(16) . .
C17 C15 C6 119.08(17) . .
N2 C16 C17 124.66(17) . .
C15 C17 C16 119.14(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C9 1.7202(16) .
Cl2 C10 1.7223(16) .
O1 C8 1.204(2) .
O2 C4 1.207(2) .
N1 C3 1.434(2) .
N1 C4 1.402(2) .
N1 C8 1.403(2) .
N2 C2 1.368(2) .
N2 C16 1.319(2) .
C1 C4 1.488(2) .
C1 C5 1.385(2) .
C1 C7 1.373(2) .
C2 C3 1.415(2) .
C2 C6 1.419(2) .
C3 C13 1.367(2) .
C5 C8 1.489(2) .
C5 C11 1.375(2) .
C6 C12 1.416(2) .
C6 C15 1.410(2) .
C7 C9 1.391(2) .
C9 C10 1.397(2) .
C10 C11 1.391(2) .
C12 C14 1.363(3) .
C13 C14 1.407(2) .
C15 C17 1.363(3) .
C16 C17 1.400(3) .
