#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/58/7025862.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_7025862
loop_
_publ_author_name
'Crawford, Lynne A.'
'Ieva, Maria'
'McNab, Hamish'
'Parsons, Simon'
_publ_section_title
;
 Structural studies of some push-pull N-arylbenzazoles.
;
_journal_issue                   30
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7147
_journal_page_last               7152
_journal_paper_doi               10.1039/c0dt00029a
_journal_volume                  39
_journal_year                    2010
_chemical_formula_moiety         'C14 H10 N2 O2'
_chemical_formula_sum            'C14 H10 N2 O2'
_chemical_formula_weight         238.24
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   7.7628(6)
_cell_length_b                   7.7446(6)
_cell_length_c                   38.063(3)
_cell_measurement_reflns_used    4033
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.7
_cell_measurement_theta_min      2.8
_cell_volume                     2288.3(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_sigmaI/netI    0.0228
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            11920
_diffrn_reflns_theta_full        26.40
_diffrn_reflns_theta_max         26.40
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.928
_exptl_absorpt_correction_T_min  0.754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            Brown
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Tablet
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       0.0039(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         2343
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0424
_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)+(0.0524P)²+0.5998P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1001
_refine_ls_wR_factor_ref         0.1042
_reflns_number_gt                1945
_reflns_number_total             2343
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0dt00029a.txt
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'multiscan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               7025862
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
N1 N -0.05577(15) 0.17171(16) 0.62670(3) 0.0257(3) Uani 1 1 d
C2 C 0.09053(19) 0.2758(2) 0.62548(4) 0.0304(3) Uani 1 1 d
H2 H 0.112(2) 0.341(2) 0.6049(4) 0.028(4) Uiso 1 1 d
C3 C 0.1736(2) 0.2701(2) 0.65634(4) 0.0347(4) Uani 1 1 d
H3 H 0.274(3) 0.329(3) 0.6619(5) 0.048(5) Uiso 1 1 d
C4 C 0.07977(19) 0.15690(19) 0.67904(4) 0.0302(4) Uani 1 1 d
C5 C 0.1038(2) 0.0974(2) 0.71339(4) 0.0388(4) Uani 1 1 d
H5 H 0.202(2) 0.133(2) 0.7261(4) 0.040(5) Uiso 1 1 d
C6 C -0.0104(2) -0.0194(2) 0.72715(4) 0.0424(4) Uani 1 1 d
H6 H 0.007(2) -0.060(2) 0.7507(5) 0.039(4) Uiso 1 1 d
C7 C -0.1502(2) -0.0790(2) 0.70756(4) 0.0377(4) Uani 1 1 d
H7 H -0.229(2) -0.162(2) 0.7175(5) 0.045(5) Uiso 1 1 d
C8 C -0.1798(2) -0.0215(2) 0.67381(4) 0.0298(3) Uani 1 1 d
H8 H -0.277(2) -0.061(2) 0.6604(4) 0.033(4) Uiso 1 1 d
C9 C -0.06339(18) 0.09697(19) 0.65994(4) 0.0263(3) Uani 1 1 d
C10 C -0.17699(18) 0.15028(18) 0.59947(4) 0.0248(3) Uani 1 1 d
C11 C -0.35167(19) 0.16514(19) 0.60668(4) 0.0285(3) Uani 1 1 d
H11 H -0.391(2) 0.188(2) 0.6296(4) 0.029(4) Uiso 1 1 d
C12 C -0.4723(2) 0.1508(2) 0.58032(4) 0.0329(4) Uani 1 1 d
H12 H -0.593(2) 0.159(2) 0.5860(4) 0.032(4) Uiso 1 1 d
C13 C -0.4227(2) 0.1266(2) 0.54595(4) 0.0374(4) Uani 1 1 d
H13 H -0.505(2) 0.118(2) 0.5276(5) 0.045(5) Uiso 1 1 d
C14 C -0.2503(2) 0.1141(2) 0.53792(4) 0.0361(4) Uani 1 1 d
H14 H -0.211(2) 0.095(2) 0.5148(5) 0.042(5) Uiso 1 1 d
C15 C -0.12997(18) 0.12212(19) 0.56461(4) 0.0277(3) Uani 1 1 d
N111 N 0.05010(16) 0.09196(18) 0.55476(3) 0.0340(3) Uani 1 1 d
O111 O 0.10159(17) 0.1555(2) 0.52739(3) 0.0595(4) Uani 1 1 d
O112 O 0.13815(14) 0.00100(15) 0.57377(3) 0.0402(3) 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
C9 N1 C2 107.77(12)
C9 N1 C10 126.21(12)
C2 N1 C10 125.99(12)
C3 C2 N1 110.12(14)
C2 C3 C4 107.71(14)
C5 C4 C9 118.67(15)
C5 C4 C3 134.31(15)
C9 C4 C3 107.01(13)
C6 C5 C4 119.22(16)
C5 C6 C7 121.15(16)
C8 C7 C6 121.36(16)
C7 C8 C9 117.28(15)
C8 C9 N1 130.25(13)
C8 C9 C4 122.31(14)
N1 C9 C4 107.39(13)
C11 C10 C15 117.20(13)
C11 C10 N1 119.79(13)
C15 C10 N1 122.94(13)
C12 C11 C10 120.90(15)
C13 C12 C11 120.87(15)
C14 C13 C12 119.53(15)
C13 C14 C15 119.40(15)
C14 C15 C10 122.03(14)
C14 C15 N111 116.70(13)
C10 C15 N111 121.22(13)
O112 N111 O111 123.79(14)
O112 N111 C15 118.35(12)
O111 N111 C15 117.82(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C9 1.3928(18)
N1 C2 1.3934(19)
N1 C10 1.4097(18)
C2 C3 1.341(2)
C3 C4 1.430(2)
C4 C5 1.399(2)
C4 C9 1.407(2)
C5 C6 1.370(3)
C6 C7 1.396(2)
C7 C8 1.379(2)
C8 C9 1.391(2)
C10 C11 1.388(2)
C10 C15 1.393(2)
C11 C12 1.377(2)
C12 C13 1.376(2)
C13 C14 1.376(2)
C14 C15 1.382(2)
C15 N111 1.4660(19)
N111 O112 1.2193(16)
N111 O111 1.2196(17)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 10130941
