#------------------------------------------------------------------------------
#$Date: 2021-06-05 21:07:03 +0300 (Sat, 05 Jun 2021) $
#$Revision: 265939 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/25/7242597.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_7242597
loop_
_publ_author_name
'Zia, Mehwash'
'Hameed, Shahid'
'Frontera, Antonio'
'Irran, Elisabeth'
'Naseer, Muhammad Moazzam'
_publ_section_title
;
 Understanding the planar conformations in diarylsubstituted heteroarenes:
 structural and theoretical insights
;
_journal_issue                   17
_journal_name_full               CrystEngComm
_journal_page_first              3144
_journal_page_last               3151
_journal_paper_doi               10.1039/D1CE00354B
_journal_volume                  23
_journal_year                    2021
_chemical_formula_sum            'C16 H12 N2 O'
_chemical_formula_weight         248.28
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_audit_update_record
;
2020-11-16 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.0833(3)
_cell_length_b                   7.64625(15)
_cell_length_c                   24.1850(5)
_cell_measurement_reflns_used    3066
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      73.5850
_cell_measurement_theta_min      4.9690
_cell_volume                     2419.42(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5435
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       'ω scans'
_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  0.0289
_diffrn_reflns_av_sigmaI/netI    0.0227
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            8372
_diffrn_reflns_theta_full        67.50
_diffrn_reflns_theta_max         67.50
_diffrn_reflns_theta_min         3.66
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.693
_exptl_absorpt_correction_T_max  0.9422
_exptl_absorpt_correction_T_min  0.8328
_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            yellow
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.448
_refine_diff_density_min         -0.135
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.00102(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         2185
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0377
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0530P)²+0.5498P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0943
_refine_ls_wR_factor_ref         0.1038
_reflns_number_gt                1813
_reflns_number_total             2185
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d1ce00354b2.cif
_cod_data_source_block           cu-2888
_cod_depositor_comments
'Adding full bibliography for 7242597--7242602.cif.'
_cod_original_cell_volume        2419.43(8)
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               7242597
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.89265(10) 0.06876(17) 0.70220(5) 0.0351(3) Uani 1 1 d . . .
N2 N 0.84716(10) 0.17743(16) 0.61331(5) 0.0344(3) Uani 1 1 d . . .
O1 O 0.95052(9) -0.02616(17) 0.79775(5) 0.0466(3) Uani 1 1 d . . .
C1 C 0.91333(12) 0.1354(2) 0.65235(6) 0.0379(4) Uani 1 1 d . . .
H1A H 0.9834 0.1546 0.6441 0.046 Uiso 1 1 calc R . .
C2 C 0.79335(11) 0.04405(18) 0.71530(6) 0.0277(3) Uani 1 1 d . . .
C3 C 0.71837(11) 0.08606(18) 0.67674(5) 0.0286(3) Uani 1 1 d . . .
H3A H 0.6481 0.0705 0.6854 0.034 Uiso 1 1 calc R . .
C4 C 0.74752(11) 0.15121(17) 0.62539(5) 0.0291(3) Uani 1 1 d . . .
C5 C 0.77183(11) -0.02566(17) 0.77109(6) 0.0276(3) Uani 1 1 d . . .
C6 C 0.85086(11) -0.05602(19) 0.80951(6) 0.0311(3) Uani 1 1 d . . .
C7 C 0.82758(12) -0.11852(19) 0.86227(6) 0.0347(4) Uani 1 1 d . . .
H7A H 0.8810 -0.1375 0.8882 0.042 Uiso 1 1 calc R . .
C8 C 0.72804(12) -0.15292(19) 0.87706(6) 0.0339(4) Uani 1 1 d . . .
H8A H 0.7132 -0.1961 0.9130 0.041 Uiso 1 1 calc R . .
C9 C 0.64940(12) -0.12489(19) 0.83976(6) 0.0355(4) Uani 1 1 d . . .
H9A H 0.5807 -0.1486 0.8500 0.043 Uiso 1 1 calc R . .
C10 C 0.67173(12) -0.06230(19) 0.78770(6) 0.0332(3) Uani 1 1 d . . .
H10A H 0.6174 -0.0435 0.7623 0.040 Uiso 1 1 calc R . .
C11 C 0.67275(12) 0.19584(18) 0.58165(5) 0.0302(3) Uani 1 1 d . . .
C12 C 0.57194(12) 0.1373(2) 0.58407(6) 0.0362(4) Uani 1 1 d . . .
H12A H 0.5502 0.0679 0.6145 0.043 Uiso 1 1 calc R . .
C13 C 0.50307(13) 0.1791(2) 0.54264(6) 0.0414(4) Uani 1 1 d . . .
H13A H 0.4348 0.1372 0.5446 0.050 Uiso 1 1 calc R . .
C14 C 0.53329(14) 0.2816(2) 0.49834(6) 0.0427(4) Uani 1 1 d . . .
H14A H 0.4859 0.3111 0.4701 0.051 Uiso 1 1 calc R . .
C15 C 0.63271(15) 0.3403(2) 0.49564(6) 0.0430(4) Uani 1 1 d . . .
H15A H 0.6535 0.4111 0.4654 0.052 Uiso 1 1 calc R . .
C16 C 0.70294(13) 0.2975(2) 0.53641(6) 0.0372(4) Uani 1 1 d . . .
H16A H 0.7716 0.3372 0.5336 0.045 Uiso 1 1 calc R . .
H1 H 0.951(2) 0.016(4) 0.7554(12) 0.111(10) Uiso 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 0.0181 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'
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
_geom_angle_publ_flag
C1 N1 C2 117.37(13) . . ?
C1 N2 C4 116.22(12) . . ?
N2 C1 N1 127.22(14) . . ?
N1 C2 C3 119.25(13) . . ?
N1 C2 C5 116.61(13) . . ?
C3 C2 C5 124.14(13) . . ?
C2 C3 C4 119.20(14) . . ?
N2 C4 C3 120.71(13) . . ?
N2 C4 C11 116.67(12) . . ?
C3 C4 C11 122.62(13) . . ?
C10 C5 C6 117.69(13) . . ?
C10 C5 C2 120.86(13) . . ?
C6 C5 C2 121.45(13) . . ?
O1 C6 C7 117.38(13) . . ?
O1 C6 C5 122.69(13) . . ?
C7 C6 C5 119.92(14) . . ?
C8 C7 C6 120.64(14) . . ?
C7 C8 C9 120.27(13) . . ?
C10 C9 C8 119.42(15) . . ?
C9 C10 C5 122.05(14) . . ?
C12 C11 C16 118.58(14) . . ?
C12 C11 C4 121.40(13) . . ?
C16 C11 C4 120.02(14) . . ?
C13 C12 C11 120.73(15) . . ?
C12 C13 C14 120.30(16) . . ?
C15 C14 C13 119.38(15) . . ?
C14 C15 C16 121.00(15) . . ?
C15 C16 C11 120.00(16) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.3365(19) . ?
N1 C2 1.3506(19) . ?
N2 C1 1.321(2) . ?
N2 C4 1.3508(19) . ?
O1 C6 1.3539(19) . ?
C2 C3 1.3912(19) . ?
C2 C5 1.4776(19) . ?
C3 C4 1.3913(19) . ?
C4 C11 1.481(2) . ?
C5 C10 1.398(2) . ?
C5 C6 1.409(2) . ?
C6 C7 1.396(2) . ?
C7 C8 1.376(2) . ?
C8 C9 1.385(2) . ?
C9 C10 1.378(2) . ?
C11 C12 1.394(2) . ?
C11 C16 1.399(2) . ?
C12 C13 1.385(2) . ?
C13 C14 1.385(2) . ?
C14 C15 1.378(2) . ?
C15 C16 1.387(2) . ?
