#------------------------------------------------------------------------------
#$Date: 2025-08-18 17:20:24 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301776 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/51/63/1516382.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_1516382
loop_
_publ_author_name
'Yang, Jye-Shane'
'Lin, Cheng-Kai'
'Lahoti, Anand M.'
'Tseng, Chung-Kai'
'Liu, Yi-Hung'
'Lee, Gene-Hsiang'
'Peng, Shie-Ming'
_publ_section_title
;
 Effect of ground-state twisting on the trans --> cis
 photoisomerization and TICT state formation of aminostilbenes.
;
_journal_issue                   17
_journal_name_full               'The journal of physical chemistry. A'
_journal_page_first              4868
_journal_page_last               4877
_journal_paper_doi               10.1021/jp807748t
_journal_volume                  113
_journal_year                    2009
_chemical_formula_sum            'C23 H18 N2'
_chemical_formula_weight         322.39
_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                 94.827(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.5890(5)
_cell_length_b                   19.3827(13)
_cell_length_c                   11.5468(8)
_cell_measurement_reflns_used    1402
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      19.44
_cell_measurement_theta_min      2.69
_cell_volume                     1692.5(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      295(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'BRUKER SMART APEXCCD area detector'
_diffrn_measurement_method       '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  0.0431
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13777
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.06
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.9853
_exptl_absorpt_correction_T_min  0.9816
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            light-yellow
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.114
_refine_diff_density_min         -0.149
_refine_diff_density_rms         0.027
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2969
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.124
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0591
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0448P)²+0.2321P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1171
_refine_ls_wR_factor_ref         0.1295
_reflns_number_gt                2152
_reflns_number_total             2969
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp807748t_si_001.cif
_cod_data_source_block           8
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not_measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               1516382
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
N1 N 0.1051(3) 0.26284(10) 0.44295(18) 0.0722(6) Uani 1 1 d .
H1 H 0.0262 0.2640 0.3849 0.087 Uiso 1 1 calc R
N2 N 0.3545(3) -0.06158(13) 0.5904(2) 0.0909(8) Uani 1 1 d .
C1 C 0.1611(3) 0.32797(12) 0.4859(2) 0.0592(6) Uani 1 1 d .
C2 C 0.1984(3) 0.34141(12) 0.6040(2) 0.0654(7) Uani 1 1 d .
H2 H 0.1943 0.3057 0.6574 0.079 Uiso 1 1 calc R
C3 C 0.2413(3) 0.40706(12) 0.6424(2) 0.0624(6) Uani 1 1 d .
H3 H 0.2688 0.4153 0.7212 0.075 Uiso 1 1 calc R
C4 C 0.2434(3) 0.46095(12) 0.56283(19) 0.0540(6) Uani 1 1 d .
C5 C 0.2085(3) 0.44710(12) 0.44547(19) 0.0559(6) Uani 1 1 d .
C6 C 0.1696(3) 0.38122(13) 0.4071(2) 0.0617(6) Uani 1 1 d .
H6 H 0.1490 0.3725 0.3279 0.074 Uiso 1 1 calc R
C7 C 0.2200(3) 0.51128(12) 0.3747(2) 0.0683(7) Uani 1 1 d .
H7A H 0.1065 0.5221 0.3339 0.082 Uiso 1 1 calc R
H7B H 0.3071 0.5062 0.3184 0.082 Uiso 1 1 calc R
C8 C 0.2758(3) 0.56746(12) 0.46325(19) 0.0632(7) Uani 1 1 d .
H8A H 0.3941 0.5836 0.4521 0.076 Uiso 1 1 calc R
H8B H 0.1951 0.6063 0.4548 0.076 Uiso 1 1 calc R
C9 C 0.2706(3) 0.53520(11) 0.58202(19) 0.0550(6) Uani 1 1 d .
C10 C 0.2734(3) 0.56778(12) 0.6843(2) 0.0587(6) Uani 1 1 d .
H10 H 0.2657 0.5396 0.7489 0.070 Uiso 1 1 calc R
C11 C 0.2870(3) 0.64180(12) 0.70809(19) 0.0556(6) Uani 1 1 d .
C12 C 0.2136(3) 0.66852(13) 0.8055(2) 0.0652(7) Uani 1 1 d .
H12 H 0.1566 0.6389 0.8536 0.078 Uiso 1 1 calc R
C13 C 0.2239(4) 0.73773(15) 0.8320(2) 0.0741(7) Uani 1 1 d .
H13 H 0.1734 0.7544 0.8971 0.089 Uiso 1 1 calc R
C14 C 0.3083(4) 0.78224(14) 0.7625(2) 0.0742(8) Uani 1 1 d .
H14 H 0.3148 0.8290 0.7802 0.089 Uiso 1 1 calc R
C15 C 0.3828(3) 0.75744(13) 0.6671(2) 0.0735(7) Uani 1 1 d .
H15 H 0.4402 0.7875 0.6200 0.088 Uiso 1 1 calc R
C16 C 0.3737(3) 0.68809(13) 0.6402(2) 0.0662(7) Uani 1 1 d .
H16 H 0.4263 0.6720 0.5755 0.079 Uiso 1 1 calc R
C17 C 0.1564(3) 0.19751(12) 0.4790(2) 0.0591(6) Uani 1 1 d .
C18 C 0.0696(3) 0.14158(13) 0.4249(2) 0.0652(7) Uani 1 1 d .
H18 H -0.0234 0.1494 0.3687 0.078 Uiso 1 1 calc R
C19 C 0.1181(3) 0.07540(13) 0.4526(2) 0.0646(7) Uani 1 1 d .
H19 H 0.0588 0.0388 0.4147 0.077 Uiso 1 1 calc R
C20 C 0.2550(3) 0.06240(12) 0.5367(2) 0.0586(6) Uani 1 1 d .
C21 C 0.3401(3) 0.11765(14) 0.5912(2) 0.0720(7) Uani 1 1 d .
H21 H 0.4313 0.1095 0.6486 0.086 Uiso 1 1 calc R
C22 C 0.2941(3) 0.18419(13) 0.5632(2) 0.0700(7) Uani 1 1 d .
H22 H 0.3551 0.2206 0.6006 0.084 Uiso 1 1 calc R
C23 C 0.3103(3) -0.00664(15) 0.5660(2) 0.0685(7) 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C17 N1 C1 130.3(2)
C6 C1 C2 119.2(2)
C6 C1 N1 117.8(2)
C2 C1 N1 122.9(2)
C3 C2 C1 120.7(2)
C2 C3 C4 119.8(2)
C5 C4 C3 119.2(2)
C5 C4 C9 110.52(19)
C3 C4 C9 130.2(2)
C6 C5 C4 120.9(2)
C6 C5 C7 128.1(2)
C4 C5 C7 111.0(2)
C5 C6 C1 120.2(2)
C5 C7 C8 104.67(18)
C9 C8 C7 106.57(19)
C10 C9 C4 126.0(2)
C10 C9 C8 127.3(2)
C4 C9 C8 106.43(19)
C9 C10 C11 128.6(2)
C16 C11 C12 117.0(2)
C16 C11 C10 123.7(2)
C12 C11 C10 119.2(2)
C13 C12 C11 121.4(2)
C14 C13 C12 120.2(2)
C15 C14 C13 119.7(3)
C14 C15 C16 120.5(3)
C15 C16 C11 121.2(2)
N1 C17 C18 118.0(2)
N1 C17 C22 123.9(2)
C18 C17 C22 118.0(2)
C19 C18 C17 121.3(2)
C18 C19 C20 120.5(2)
C21 C20 C19 118.4(2)
C21 C20 C23 120.1(2)
C19 C20 C23 121.5(2)
C22 C21 C20 121.7(2)
C21 C22 C17 120.1(2)
N2 C23 C20 179.4(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C17 1.379(3)
N1 C1 1.409(3)
N2 C23 1.145(3)
C1 C6 1.381(3)
C1 C2 1.393(3)
C2 C3 1.377(3)
C3 C4 1.392(3)
C4 C5 1.385(3)
C4 C9 1.468(3)
C5 C6 1.375(3)
C5 C7 1.495(3)
C7 C8 1.529(3)
C8 C9 1.511(3)
C9 C10 1.338(3)
C10 C11 1.463(3)
C11 C16 1.393(3)
C11 C12 1.396(3)
C12 C13 1.377(3)
C13 C14 1.373(4)
C14 C15 1.367(3)
C15 C16 1.380(3)
C17 C18 1.389(3)
C17 C22 1.391(3)
C18 C19 1.365(3)
C19 C20 1.384(3)
C20 C21 1.376(3)
C20 C23 1.434(4)
C21 C22 1.368(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 101353802
