#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/50/7205019.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_7205019
loop_
_publ_author_name
'Vande Velde, Christophe M. L.'
'Blockhuys, Frank'
'Alsenoy, Christian Van'
'Lenstra, Albert T. H.'
'Geise, Herman J.'
_publ_section_title
;
 Structural effects influencing cis--trans isomerisation in methoxy and
 cyano substituted stilbene derivativesElectronic supplementary
 information (ESI) available: Cartesian coordinates for the calculated
 geometries of 1--3 and (E)- and (Z)-stilbene. See
 http://www.rsc.org/suppdata/p2/b2/b201623k/
;
_journal_issue                   7
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 2'
_journal_page_first              1345
_journal_paper_doi               10.1039/b201623k
_journal_year                    2002
_chemical_formula_moiety         'C16 H13 N O'
_chemical_formula_sum            'C16 H13 N O'
_chemical_formula_weight         235.27
_chemical_melting_point          319.1(10)
_chemical_name_systematic
; 
(Z)-1-cyano-2-(2-methoxyphenyl)-1-phenylethene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 113.86(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.415(3)
_cell_length_b                   11.437(2)
_cell_length_c                   11.705(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17
_cell_measurement_theta_min      13
_cell_volume                     1275.1(6)
_computing_cell_refinement       CAD4_(Enraf-Nonius,_1977)
_computing_data_collection       CAD4_(Enraf-Nonius,_1977)
_computing_data_reduction        process_MolEN_(Fair,_1990)
_computing_molecular_graphics    'PLATON (A.L. Spek, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.773
_diffrn_measured_fraction_theta_max 0.773
_diffrn_measurement_device_type  Enraf_Nonius_CAD4
_diffrn_measurement_method       ω/2θ
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0784
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2861
_diffrn_reflns_theta_full        29.95
_diffrn_reflns_theta_max         29.95
_diffrn_reflns_theta_min         2.14
_diffrn_standards_decay_%        1
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       cube
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         2861
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.1847
_refine_ls_R_factor_gt           0.0611
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0825P)²+0.1202P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1364
_refine_ls_wR_factor_ref         0.1862
_reflns_number_gt                1235
_reflns_number_total             2861
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b201623k.txt
_cod_data_source_block           cpmpe
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '45-47 C' was changed to '319.1(10)'
- it was converted from degrees Celsius(C) to Kelvins(K), the average
value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 
;
_cod_original_cell_volume        1275.1(5)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7205019
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O9A O 0.9387(2) 0.23451(18) 1.0148(2) 0.0724(7) Uani 1 1 d . . .
C1A C 0.8001(3) 0.0667(2) 0.9452(3) 0.0527(8) Uani 1 1 d . . .
C6B C 0.6253(3) 0.1568(3) 1.2226(3) 0.0579(8) Uani 1 1 d . . .
C11 C 0.6871(3) -0.1123(3) 1.0731(3) 0.0571(8) Uani 1 1 d . . .
C7 C 0.7025(3) 0.0090(2) 1.1046(3) 0.0521(7) Uani 1 1 d . . .
C8 C 0.7580(3) 0.0844(3) 1.0487(3) 0.0562(8) Uani 1 1 d . . .
C1B C 0.6611(3) 0.0422(2) 1.2077(3) 0.0500(7) Uani 1 1 d . . .
N12 N 0.6740(4) -0.2107(2) 1.0538(3) 0.0805(9) Uani 1 1 d . . .
C6A C 0.7482(4) -0.0227(3) 0.8575(3) 0.0679(9) Uani 1 1 d . . .
C2A C 0.8921(3) 0.1467(2) 0.9279(3) 0.0581(8) Uani 1 1 d . . .
C3A C 0.9290(4) 0.1374(3) 0.8273(3) 0.0702(10) Uani 1 1 d . . .
C5B C 0.5900(4) 0.1865(3) 1.3215(3) 0.0671(9) Uani 1 1 d . . .
C2B C 0.6591(4) -0.0409(3) 1.2937(3) 0.0628(9) Uani 1 1 d . . .
C3B C 0.6253(4) -0.0100(4) 1.3925(3) 0.0749(10) Uani 1 1 d . . .
C4A C 0.8777(4) 0.0459(4) 0.7452(4) 0.0825(11) Uani 1 1 d . . .
C4B C 0.5921(4) 0.1026(4) 1.4062(4) 0.0775(11) Uani 1 1 d . . .
C5A C 0.7867(4) -0.0327(4) 0.7588(3) 0.0822(11) Uani 1 1 d . . .
C10A C 1.0143(7) 0.3278(4) 0.9911(7) 0.1030(18) Uani 1 1 d . . .
H8 H 0.779(3) 0.167(3) 1.090(2) 0.060(8) Uiso 1 1 d . . .
H6B H 0.627(3) 0.214(3) 1.161(3) 0.071(9) Uiso 1 1 d . . .
H3A H 0.997(4) 0.191(3) 0.826(3) 0.084(11) Uiso 1 1 d . . .
H2B H 0.681(3) -0.121(3) 1.284(3) 0.071(10) Uiso 1 1 d . . .
H5B H 0.564(4) 0.271(3) 1.328(3) 0.094(11) Uiso 1 1 d . . .
H5A H 0.750(4) -0.095(3) 0.697(4) 0.100(12) Uiso 1 1 d . . .
10A1 H 1.041(4) 0.381(4) 1.068(4) 0.105(13) Uiso 1 1 d . . .
H6A H 0.671(4) -0.076(3) 0.865(3) 0.110(13) Uiso 1 1 d . . .
H3B H 0.634(4) -0.067(3) 1.455(4) 0.112(14) Uiso 1 1 d . . .
10A2 H 1.093(5) 0.298(4) 0.992(4) 0.122(17) Uiso 1 1 d . . .
H4A H 0.905(3) 0.038(3) 0.677(3) 0.084(10) Uiso 1 1 d . . .
10A3 H 0.963(9) 0.359(6) 0.908(7) 0.25(4) Uiso 1 1 d . . .
H4B H 0.571(4) 0.128(3) 1.476(3) 0.084(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 0.0033 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
_geom_angle_publ_flag
C2A O9A C10A 117.6(3) . . ?
C6A C1A C2A 117.2(3) . . ?
C6A C1A C8 123.8(3) . . ?
C2A C1A C8 118.9(3) . . ?
C5B C6B C1B 120.5(3) . . ?
C5B C6B H6B 122.4(17) . . ?
C1B C6B H6B 117.0(17) . . ?
N12 C11 C7 176.3(3) . . ?
C8 C7 C11 121.5(3) . . ?
C8 C7 C1B 123.6(3) . . ?
C11 C7 C1B 114.8(2) . . ?
C7 C8 C1A 130.3(3) . . ?
C7 C8 H8 113.8(14) . . ?
C1A C8 H8 115.8(15) . . ?
C2B C1B C6B 118.0(3) . . ?
C2B C1B C7 120.5(3) . . ?
C6B C1B C7 121.5(2) . . ?
C5A C6A C1A 121.6(3) . . ?
C5A C6A H6A 122(2) . . ?
C1A C6A H6A 116(2) . . ?
O9A C2A C3A 123.5(3) . . ?
O9A C2A C1A 115.4(3) . . ?
C3A C2A C1A 121.1(3) . . ?
C4A C3A C2A 119.4(3) . . ?
C4A C3A H3A 124(2) . . ?
C2A C3A H3A 116(2) . . ?
C4B C5B C6B 119.9(3) . . ?
C4B C5B H5B 122.4(19) . . ?
C6B C5B H5B 117.7(19) . . ?
C3B C2B C1B 120.9(3) . . ?
C3B C2B H2B 119.5(18) . . ?
C1B C2B H2B 119.6(18) . . ?
C4B C3B C2B 120.2(3) . . ?
C4B C3B H3B 121(2) . . ?
C2B C3B H3B 119(2) . . ?
C5A C4A C3A 120.9(4) . . ?
C5A C4A H4A 119(2) . . ?
C3A C4A H4A 120(2) . . ?
C3B C4B C5B 120.5(4) . . ?
C3B C4B H4B 123(2) . . ?
C5B C4B H4B 117(2) . . ?
C4A C5A C6A 119.8(4) . . ?
C4A C5A H5A 118(2) . . ?
C6A C5A H5A 122(2) . . ?
O9A C10A 10A1 105(2) . . ?
O9A C10A 10A2 107(3) . . ?
10A1 C10A 10A2 107(4) . . ?
O9A C10A 10A3 110(5) . . ?
10A1 C10A 10A3 120(5) . . ?
10A2 C10A 10A3 107(5) . . ?
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
O9A C2A 1.372(3) . ?
O9A C10A 1.418(5) . ?
C1A C6A 1.393(4) . ?
C1A C2A 1.398(4) . ?
C1A C8 1.459(4) . ?
C6B C5B 1.391(4) . ?
C6B C1B 1.394(4) . ?
C6B H6B 0.98(3) . ?
C11 N12 1.144(3) . ?
C11 C7 1.428(4) . ?
C7 C8 1.347(4) . ?
C7 C1B 1.485(4) . ?
C8 H8 1.04(3) . ?
C1B C2B 1.390(4) . ?
C6A C5A 1.372(5) . ?
C6A H6A 1.04(4) . ?
C2A C3A 1.382(4) . ?
C3A C4A 1.375(5) . ?
C3A H3A 0.95(4) . ?
C5B C4B 1.374(5) . ?
C5B H5B 1.02(4) . ?
C2B C3B 1.385(4) . ?
C2B H2B 0.96(3) . ?
C3B C4B 1.360(5) . ?
C3B H3B 0.96(4) . ?
C4A C5A 1.362(5) . ?
C4A H4A 0.96(3) . ?
C4B H4B 0.97(3) . ?
C5A H5A 0.98(4) . ?
C10A 10A1 1.03(4) . ?
C10A 10A2 0.89(5) . ?
C10A 10A3 0.96(7) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4534911
