#------------------------------------------------------------------------------
#$Date: 2025-08-21 23:04:39 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301851 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/83/7058317.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_7058317
loop_
_publ_author_name
'Teotia, Meenu'
'Tarannum, Nazia'
'Chauhan, Mohit'
'Soni, Rakesh Kumar'
_publ_section_title
;
 Structure-based rational design, synthesis, crystal structure, DFT and
 molecular docking of 1,4-benzene dicarboxamide isomers with application
 as hardeners
;
_journal_issue                   21
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              7972
_journal_paper_doi               10.1039/C9NJ01560D
_journal_volume                  43
_journal_year                    2019
_chemical_formula_sum            'C14 H20 N2 O2'
_chemical_formula_weight         248.32
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-03-15 deposited with the CCDC.    2019-04-22 downloaded from the CCDC.
;
_cell_angle_alpha                105.952(9)
_cell_angle_beta                 95.479(9)
_cell_angle_gamma                106.190(9)
_cell_formula_units_Z            1
_cell_length_a                   5.0286(19)
_cell_length_b                   7.660(3)
_cell_length_c                   9.751(4)
_cell_measurement_temperature    296(2)
_cell_volume                     340.7(2)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_av_unetI/netI     0.0611
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3419
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.047
_diffrn_reflns_theta_max         25.047
_diffrn_reflns_theta_min         2.211
_exptl_absorpt_coefficient_mu    0.081
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_F_000             134
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.919
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     83
_refine_ls_number_reflns         1205
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.919
_refine_ls_R_factor_all          0.1157
_refine_ls_R_factor_gt           0.0673
_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)+(0.1000P)²+0.2818P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1600
_refine_ls_wR_factor_ref         0.1922
_reflns_Friedel_coverage         0.000
_reflns_number_gt                757
_reflns_number_total             1205
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj01560d2.cif
_cod_data_source_block           3jula_0m_a
_cod_depositor_comments
'Adding full bibliography for 7058317--7058318.cif.'
_cod_database_code               7058317
_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.
;
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
O1 O 0.2833(4) 0.7078(4) 0.3387(2) 0.0593(8) Uani 1 1 d . .
N1 N 0.7220(5) 0.7046(4) 0.4014(3) 0.0419(8) Uani 1 1 d . .
H1A H 0.8664 0.6769 0.3731 0.050 Uiso 1 1 calc R U
C3 C 0.5052(6) 0.5834(4) 0.1476(3) 0.0342(8) Uani 1 1 d . .
C4 C 0.4939(6) 0.6693(5) 0.3027(3) 0.0388(8) Uani 1 1 d . .
C1 C 0.3435(6) 0.5409(5) -0.1035(3) 0.0423(9) Uani 1 1 d . .
H1 H 0.2377 0.5697 -0.1727 0.051 Uiso 1 1 calc R U
C2 C 0.3480(6) 0.6228(5) 0.0422(3) 0.0413(9) Uani 1 1 d . .
H2 H 0.2440 0.7055 0.0699 0.050 Uiso 1 1 calc R U
C5 C 0.7310(7) 0.7891(5) 0.5560(3) 0.0487(9) Uani 1 1 d . .
H5A H 0.5750 0.7094 0.5852 0.058 Uiso 1 1 calc R U
H5B H 0.7073 0.9142 0.5728 0.058 Uiso 1 1 calc R U
C6 C 0.9994(8) 0.8098(6) 0.6472(4) 0.0545(10) Uani 1 1 d . .
H6A H 1.1562 0.8860 0.6161 0.065 Uiso 1 1 calc R U
H6B H 1.0202 0.6842 0.6332 0.065 Uiso 1 1 calc R U
C7 C 1.0098(9) 0.9039(6) 0.8071(4) 0.0663(12) Uani 1 1 d . .
H7A H 0.9834 1.0266 0.8210 0.099 Uiso 1 1 calc R U
H7B H 1.1896 0.9206 0.8615 0.099 Uiso 1 1 calc R U
H7C H 0.8631 0.8243 0.8400 0.099 Uiso 1 1 calc R U
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C4 N1 C5 121.3(2) . .
C4 N1 H1A 119.3 . .
C5 N1 H1A 119.3 . .
C1 C3 C2 118.4(3) 2_665 .
C1 C3 C4 122.8(3) 2_665 .
C2 C3 C4 118.8(3) . .
O1 C4 N1 121.3(3) . .
O1 C4 C3 121.3(3) . .
N1 C4 C3 117.4(2) . .
C2 C1 C3 120.7(3) . 2_665
C2 C1 H1 119.7 . .
C3 C1 H1 119.7 2_665 .
C1 C2 C3 120.9(3) . .
C1 C2 H2 119.6 . .
C3 C2 H2 119.6 . .
N1 C5 C6 112.7(3) . .
N1 C5 H5A 109.1 . .
C6 C5 H5A 109.1 . .
N1 C5 H5B 109.1 . .
C6 C5 H5B 109.1 . .
H5A C5 H5B 107.8 . .
C5 C6 C7 112.1(3) . .
C5 C6 H6A 109.2 . .
C7 C6 H6A 109.2 . .
C5 C6 H6B 109.2 . .
C7 C6 H6B 109.2 . .
H6A C6 H6B 107.9 . .
C6 C7 H7A 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C6 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C4 1.233(3) .
N1 C4 1.337(4) .
N1 C5 1.459(4) .
N1 H1A 0.8600 .
C3 C1 1.382(4) 2_665
C3 C2 1.386(4) .
C3 C4 1.488(4) .
C1 C2 1.382(4) .
C1 C3 1.382(4) 2_665
C1 H1 0.9300 .
C2 H2 0.9300 .
C5 C6 1.488(4) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 C7 1.516(4) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 2054617
