#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/17/7121739.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_7121739
loop_
_publ_author_name
'Alimi, Lukman O.'
'van Heerden, Dewald P.'
'Lama, Prem'
'Smith, Vincent J.'
'Barbour, Leonard J.'
_publ_section_title
;
 Reversible thermosalience of 4-aminobenzonitrile.
;
_journal_issue                   48
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6208
_journal_page_last               6211
_journal_paper_doi               10.1039/c8cc03636e
_journal_volume                  54
_journal_year                    2018
_chemical_formula_sum            'C7 H6 N2'
_chemical_formula_weight         118.14
_chemical_name_common            4-aminobenzonitrile
_chemical_name_systematic        4-aminobenzonitrile
_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   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2018-05-01 deposited with the CCDC.
2018-05-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.797(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.2430(5)
_cell_length_b                   5.4842(4)
_cell_length_c                   16.0426(11)
_cell_measurement_reflns_used    4596
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      26.04
_cell_measurement_theta_min      2.59
_cell_volume                     623.79(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0142
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9860
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_min         3.936
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_description       Rectangular
_exptl_crystal_F_000             248
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   0.988
_exptl_transmission_factor_min   0.955
_refine_diff_density_max         0.139
_refine_diff_density_min         -0.137
_refine_diff_density_rms         0.024
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     90
_refine_ls_number_reflns         1206
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0357
_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)+(0.0411P)²+0.1260P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0898
_refine_ls_wR_factor_ref         0.0946
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1048
_reflns_number_total             1206
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8cc03636e6.cif
_cod_data_source_block           ABN_200K
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7121738--7121749.cif.
;
_cod_database_code               7121739
_shelx_shelxl_version_number     2018/3
_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.
;
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
C5 C 0.82948(15) 0.6045(2) 0.57325(7) 0.0407(3) Uani 1 1 d . .
H5 H 0.880211 0.667908 0.527598 0.049 Uiso 1 1 calc R U
C1 C 0.77975(15) 0.6396(2) 0.71686(7) 0.0382(3) Uani 1 1 d . .
C2 C 0.67722(15) 0.4209(2) 0.70557(7) 0.0419(3) Uani 1 1 d . .
H2 H 0.624143 0.358545 0.750696 0.050 Uiso 1 1 calc R U
C4 C 0.72926(15) 0.3852(2) 0.56294(7) 0.0392(3) Uani 1 1 d . .
C3 C 0.65292(15) 0.2962(2) 0.63007(7) 0.0422(3) Uani 1 1 d . .
H3 H 0.583533 0.148040 0.623382 0.051 Uiso 1 1 calc R U
N1 N 0.80458(15) 0.7605(2) 0.79287(7) 0.0505(3) Uani 1 1 d D .
C6 C 0.85506(15) 0.7290(2) 0.64912(7) 0.0407(3) Uani 1 1 d . .
H6 H 0.924524 0.877127 0.655666 0.049 Uiso 1 1 calc R U
C7 C 0.71275(17) 0.2464(2) 0.48626(8) 0.0466(3) Uani 1 1 d . .
N2 N 0.70463(17) 0.1302(2) 0.42608(7) 0.0620(4) Uani 1 1 d . .
H1B H 0.762(2) 0.683(3) 0.8404(7) 0.070(4) Uiso 1 1 d D .
H1A H 0.882(2) 0.909(2) 0.8022(9) 0.078(5) Uiso 1 1 d 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C6 C5 C4 120.34(10)
N1 C1 C6 121.43(11)
N1 C1 C2 119.96(10)
C6 C1 C2 118.61(10)
C3 C2 C1 120.64(10)
C3 C4 C5 119.21(10)
C3 C4 C7 120.05(10)
C5 C4 C7 120.66(10)
C2 C3 C4 120.53(10)
C5 C6 C1 120.65(10)
N2 C7 C4 177.65(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C5 C6 1.3747(15)
C5 C4 1.3968(16)
C1 N1 1.3671(15)
C1 C6 1.4004(16)
C1 C2 1.4031(16)
C2 C3 1.3704(15)
C4 C3 1.3954(15)
C4 C7 1.4308(16)
C7 N2 1.1482(15)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 13396
