#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/54/2005456.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2005456
loop_
_publ_author_name
'Clegg, W.'
'Elsegood, M. R. J.'
'Heath, S. L.'
'Houlton, A.'
'Shipman, M. A.'
_publ_section_title
;
 Conformational Flexibility in N-Benzylideneanilines
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2548
_journal_page_last               2552
_journal_paper_doi               10.1107/S0108270196009225
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C14 H12 N2 O3'
_chemical_formula_weight         256.26
_chemical_name_systematic
;
 m-nitro-N-(p-methoxybenzylidene)aniline
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 111.870(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.535(5)
_cell_length_b                   3.8939(10)
_cell_length_c                   19.890(5)
_cell_measurement_reflns_used    2510
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      28.04
_cell_measurement_theta_min      2.65
_cell_volume                     1188.5(6)
_computing_cell_refinement       'local programs'
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        'SAINT (Siemens, 1995)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL and local programs'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1994)'
_diffrn_ambient_temperature      160(2)
_diffrn_measurement_device       'Siemens SMART CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_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  0.0448
_diffrn_reflns_av_sigmaI/netI    0.0371
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            5775
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.02
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'triangular plate'
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.263
_refine_ls_extinction_coef       0.0068(11)
_refine_ls_extinction_method     'SHELXTL (Sheldrick, 1995)'
_refine_ls_goodness_of_fit_all   1.221
_refine_ls_goodness_of_fit_obs   1.354
_refine_ls_hydrogen_treatment    'H atoms riding (see below)'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2091
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.221
_refine_ls_restrained_S_obs      1.354
_refine_ls_R_factor_all          0.0932
_refine_ls_R_factor_obs          0.0715
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+4.9505P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1765
_refine_ls_wR_factor_obs         0.1674
_reflns_number_observed          1571
_reflns_number_total             2091
_reflns_observed_criterion       >2\s(I)
_cod_data_source_file            ab1402.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w=1/[\s^2^(Fo^2^)+4.9505P]
where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w=1/[\s^2^(Fo^2^)+4.9505P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2005456
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_type_symbol
N1 1 0.5973(2) 1.3155(11) 0.62649(19) 0.0304(9) Uani d . N
O1 1 0.5242(2) 1.3724(11) 0.58159(17) 0.0439(10) Uani d . O
O2 1 0.6184(2) 1.3895(12) 0.69040(17) 0.0525(11) Uani d . O
C1 1 0.6618(3) 1.1552(12) 0.6019(2) 0.0264(10) Uani d . C
C2 1 0.7425(3) 1.0697(12) 0.6539(2) 0.0297(11) Uani d . C
H2 1 0.7558 1.1124 0.7039 0.036 Uiso calc R H
C3 1 0.8024(3) 0.9201(12) 0.6298(2) 0.0305(11) Uani d . C
H3 1 0.8580 0.8553 0.6638 0.037 Uiso calc R H
C4 1 0.7826(3) 0.8632(12) 0.5564(2) 0.0308(11) Uani d . C
H4 1 0.8248 0.7606 0.5408 0.037 Uiso calc R H
C5 1 0.7011(3) 0.9552(12) 0.5051(2) 0.0263(10) Uani d . C
C6 1 0.6396(3) 1.0994(12) 0.5287(2) 0.0276(10) Uani d . C
H6 1 0.5833 1.1586 0.4951 0.033 Uiso calc R H
N2 1 0.6874(2) 0.8850(10) 0.43142(19) 0.0286(9) Uani d . N
C7 1 0.6235(3) 1.0265(12) 0.3817(2) 0.0296(10) Uani d . C
H7 1 0.5868 1.1767 0.3951 0.036 Uiso calc R H
C8 1 0.6045(3) 0.9668(11) 0.3048(2) 0.0261(10) Uani d . C
C9 1 0.6610(3) 0.7897(12) 0.2801(2) 0.0263(10) Uani d . C
H9 1 0.7126 0.6929 0.3145 0.032 Uiso calc R H
C10 1 0.6443(3) 0.7504(12) 0.2073(2) 0.0270(10) Uani d . C
H10 1 0.6850 0.6362 0.1918 0.032 Uiso calc R H
C11 1 0.5674(3) 0.8792(12) 0.1569(2) 0.0267(10) Uani d . C
C12 1 0.5088(3) 1.0535(12) 0.1800(2) 0.0272(10) Uani d . C
H12 1 0.4561 1.1414 0.1453 0.033 Uiso calc R H
C13 1 0.5268(3) 1.0991(12) 0.2530(2) 0.0280(10) Uani d . C
H13 1 0.4869 1.2199 0.2684 0.034 Uiso calc R H
O3 1 0.54291(19) 0.8528(9) 0.08336(15) 0.0325(8) Uani d . O
C14 1 0.6031(3) 0.6950(13) 0.0567(2) 0.0361(12) Uani d . C
H14A 1 0.5799 0.7056 0.0037 0.054 Uiso calc R H
H14B 1 0.6118 0.4545 0.0723 0.054 Uiso calc R H
H14C 1 0.6590 0.8166 0.0759 0.054 Uiso calc R H
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_publ_flag
O2 N1 O1 122.4(4) ?
O2 N1 C1 119.2(3) ?
O1 N1 C1 118.4(3) ?
C6 C1 C2 123.6(4) ?
C6 C1 N1 118.5(4) ?
C2 C1 N1 117.9(4) ?
C3 C2 C1 117.1(4) ?
C2 C3 C4 120.9(4) ?
C3 C4 C5 120.7(4) ?
C6 C5 C4 119.0(4) ?
C6 C5 N2 124.8(4) ?
C4 C5 N2 116.2(4) ?
C1 C6 C5 118.7(4) ?
C7 N2 C5 119.0(4) yes
N2 C7 C8 122.5(4) yes
C9 C8 C13 118.3(4) ?
C9 C8 C7 122.5(4) ?
C13 C8 C7 119.3(4) ?
C10 C9 C8 121.8(4) ?
C9 C10 C11 119.4(4) ?
O3 C11 C10 124.9(4) ?
O3 C11 C12 115.1(4) ?
C10 C11 C12 120.0(4) ?
C13 C12 C11 120.3(4) ?
C12 C13 C8 120.2(4) ?
C11 O3 C14 117.3(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N1 O2 1.221(5) ?
N1 O1 1.227(4) ?
N1 C1 1.468(5) ?
C1 C6 1.379(6) ?
C1 C2 1.390(6) ?
C2 C3 1.380(6) ?
C3 C4 1.390(6) ?
C4 C5 1.400(6) ?
C5 C6 1.387(6) ?
C5 N2 1.424(5) yes
N2 C7 1.272(6) yes
C7 C8 1.462(6) yes
C8 C9 1.390(6) ?
C8 C13 1.410(6) ?
C9 C10 1.379(6) ?
C10 C11 1.386(6) ?
C11 O3 1.369(5) ?
C11 C12 1.394(6) ?
C12 C13 1.381(6) ?
O3 C14 1.429(5) ?
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
_geom_torsion_publ_flag
O2 N1 C1 C6 -174.6(5) yes
O1 N1 C1 C6 4.9(6) yes
O2 N1 C1 C2 5.0(7) yes
O1 N1 C1 C2 -175.5(4) yes
C6 C1 C2 C3 -0.2(7) ?
N1 C1 C2 C3 -179.8(4) ?
C1 C2 C3 C4 0.9(7) ?
C2 C3 C4 C5 -0.2(7) ?
C3 C4 C5 C6 -1.1(7) ?
C3 C4 C5 N2 -179.9(4) ?
C2 C1 C6 C5 -1.0(7) ?
N1 C1 C6 C5 178.6(4) ?
C4 C5 C6 C1 1.6(7) ?
N2 C5 C6 C1 -179.7(4) ?
C6 C5 N2 C7 16.3(7) yes
C4 C5 N2 C7 -165.0(4) yes
C5 N2 C7 C8 -179.6(4) yes
N2 C7 C8 C9 -9.0(7) yes
N2 C7 C8 C13 172.4(4) yes
C13 C8 C9 C10 2.0(7) ?
C7 C8 C9 C10 -176.6(4) ?
C8 C9 C10 C11 -2.5(7) ?
C9 C10 C11 O3 -179.1(4) ?
C9 C10 C11 C12 1.5(7) ?
O3 C11 C12 C13 -179.4(4) ?
C10 C11 C12 C13 0.0(7) ?
C11 C12 C13 C8 -0.6(7) ?
C9 C8 C13 C12 -0.4(7) ?
C7 C8 C13 C12 178.2(4) ?
C10 C11 O3 C14 -3.2(7) yes
C12 C11 O3 C14 176.3(4) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 458358
