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#$Date: 2025-08-23 00:12:46 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301866 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/01/7230104.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_7230104
loop_
_publ_author_name
'Hachuła, Barbara'
'Zubko, Maciej'
'Zajdel, Paweł'
'Książek, Maria'
'Kusz, Joachim'
'Starczewska, Oliwia'
'Janek, Joanna'
'Pisarski, Wojciech'
_publ_section_title
;
 Polymorphs of oxindole as the core structures in bioactive compounds
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              1739
_journal_paper_doi               10.1039/C7CE01237C
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         'C8 H7 N O'
_chemical_formula_sum            'C8 H7 N O'
_chemical_formula_weight         133.15
_chemical_name_systematic        2-oxindole
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-01-17 deposited with the CCDC.
2018-02-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.325(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.2387(7)
_cell_length_b                   7.2236(4)
_cell_length_c                   8.0822(4)
_cell_measurement_reflns_used    1200
_cell_measurement_temperature    293(1)
_cell_measurement_theta_max      24.2770
_cell_measurement_theta_min      3.8190
_cell_volume                     695.29(7)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41q (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41q (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41q (Rigaku OD, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(1)
_diffrn_detector_area_resol_mean 10.4498
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
;
SuperNova diffractometer (Agilent Technologies) with Atlas detector
;
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            5463
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         3.298
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41q (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_description       needle
_exptl_crystal_F_000             280
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.112
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1417
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0499
_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/[σ²(Fo²)+(0.0607P)²+0.0023P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1220
_refine_ls_wR_factor_ref         0.1518
_reflns_Friedel_coverage         0.000
_reflns_number_gt                888
_reflns_number_total             1417
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7ce01237c3.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7230098--7230105.cif.'
_cod_database_code               7230104
_shelx_shelxl_version_number     2014/7
_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_min   0.983
_shelx_estimated_absorpt_t_max   0.998
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
O1 O 0.51735(12) 0.2434(2) 0.72794(17) 0.0776(5) Uani 1 1 d . .
N1 N 0.38930(12) 0.4419(2) 0.57493(17) 0.0558(5) Uani 1 1 d . .
H1 H 0.4195 0.5424 0.6209 0.067 Uiso 1 1 calc R U
C1 C 0.29087(15) 0.4358(3) 0.4469(2) 0.0530(5) Uani 1 1 d . .
C2 C 0.22466(19) 0.5795(3) 0.3716(3) 0.0747(7) Uani 1 1 d . .
H2 H 0.2426 0.7015 0.4034 0.090 Uiso 1 1 calc R U
C3 C 0.1305(2) 0.5371(5) 0.2471(3) 0.0885(8) Uani 1 1 d . .
H3 H 0.0841 0.6319 0.1937 0.106 Uiso 1 1 calc R U
C4 C 0.10430(19) 0.3569(5) 0.2011(3) 0.0871(8) Uani 1 1 d . .
H4 H 0.0402 0.3311 0.1172 0.105 Uiso 1 1 calc R U
C5 C 0.17229(18) 0.2124(4) 0.2781(2) 0.0734(7) Uani 1 1 d . .
H5 H 0.1543 0.0906 0.2457 0.088 Uiso 1 1 calc R U
C6 C 0.26575(15) 0.2514(3) 0.4020(2) 0.0558(5) Uani 1 1 d . .
C7 C 0.35519(16) 0.1327(3) 0.5096(2) 0.0596(6) Uani 1 1 d . .
H7A H 0.3951 0.0623 0.4399 0.072 Uiso 1 1 calc R U
H7B H 0.3236 0.0480 0.5792 0.072 Uiso 1 1 calc R U
C8 C 0.43123(16) 0.2723(3) 0.6178(2) 0.0561(5) Uani 1 1 d . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
C8 N1 C1 112.08(15)
C8 N1 H1 124.0
C1 N1 H1 124.0
C2 C1 C6 122.36(19)
C2 C1 N1 128.79(19)
C6 C1 N1 108.85(16)
C1 C2 C3 117.7(2)
C1 C2 H2 121.1
C3 C2 H2 121.1
C4 C3 C2 120.9(2)
C4 C3 H3 119.6
C2 C3 H3 119.6
C3 C4 C5 120.9(2)
C3 C4 H4 119.6
C5 C4 H4 119.6
C6 C5 C4 119.2(2)
C6 C5 H5 120.4
C4 C5 H5 120.4
C5 C6 C1 118.99(19)
C5 C6 C7 133.1(2)
C1 C6 C7 107.89(15)
C6 C7 C8 102.96(16)
C6 C7 H7A 111.2
C8 C7 H7A 111.2
C6 C7 H7B 111.2
C8 C7 H7B 111.2
H7A C7 H7B 109.1
O1 C8 N1 123.66(18)
O1 C8 C7 128.11(18)
N1 C8 C7 108.22(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C8 1.231(2)
N1 C8 1.342(2)
N1 C1 1.396(2)
N1 H1 0.8600
C1 C2 1.370(3)
C1 C6 1.396(3)
C2 C3 1.379(3)
C2 H2 0.9300
C3 C4 1.371(4)
C3 H3 0.9300
C4 C5 1.390(4)
C4 H4 0.9300
C5 C6 1.365(3)
C5 H5 0.9300
C6 C7 1.500(3)
C7 C8 1.507(3)
C7 H7A 0.9700
C7 H7B 0.9700
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C8 N1 C1 C2 179.73(18)
C8 N1 C1 C6 0.1(2)
C6 C1 C2 C3 -0.2(3)
N1 C1 C2 C3 -179.79(17)
C1 C2 C3 C4 0.1(3)
C2 C3 C4 C5 -0.3(4)
C3 C4 C5 C6 0.5(3)
C4 C5 C6 C1 -0.5(3)
C4 C5 C6 C7 179.72(19)
C2 C1 C6 C5 0.3(3)
N1 C1 C6 C5 -179.96(15)
C2 C1 C6 C7 -179.82(18)
N1 C1 C6 C7 -0.12(19)
C5 C6 C7 C8 179.94(19)
C1 C6 C7 C8 0.13(18)
C1 N1 C8 O1 -179.81(17)
C1 N1 C8 C7 0.0(2)
C6 C7 C8 O1 179.7(2)
C6 C7 C8 N1 -0.10(18)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 321710
