#------------------------------------------------------------------------------
#$Date: 2016-02-18 16:37:37 +0100 (jue 18 de feb de 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/63/1516380.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_1516380
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 H20 N2'
_chemical_formula_weight         324.41
_chemical_name_systematic
; 
 ? 
;
_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                 100.830(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.0282(3)
_cell_length_b                   13.2482(3)
_cell_length_c                   8.2983(2)
_cell_measurement_reflns_used    6856
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      30.1727
_cell_measurement_theta_min      2.9283
_cell_volume                     1730.72(7)
_computing_cell_refinement
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) 
(compiled Apr 21 2008,18:23:10) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_computing_data_collection
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) 
(compiled Apr 21 2008,18:23:10) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_computing_data_reduction
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) 
(compiled Apr 21 2008,18:23:10) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Oxford Diffraction Gemini R'
_diffrn_measurement_method       CCD
_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  0.0311
_diffrn_reflns_av_sigmaI/netI    0.0292
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            16691
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.93
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86034
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) 
(compiled Apr 21 2008,18:23:10) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.353
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.002(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3970
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0480
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0899P)²+0.0979P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1506
_refine_ls_wR_factor_ref         0.1611
_reflns_number_gt                2619
_reflns_number_total             3970
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp807748t_si_001.cif
_cod_data_source_block           6
_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 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               1516380
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 0.37678(9) 0.61074(12) 0.17670(17) 0.0480(4) Uani 1 1 d .
H1A H 0.4121 0.6229 0.2662 0.058 Uiso 1 1 calc R
N2 N 0.55709(14) 0.61363(16) -0.4946(2) 0.0828(7) Uani 1 1 d .
C1 C 0.29260(10) 0.59154(13) 0.19400(18) 0.0368(4) Uani 1 1 d .
C2 C 0.25922(10) 0.64634(12) 0.30903(17) 0.0348(4) Uani 1 1 d .
H2A H 0.2939 0.6931 0.3732 0.042 Uiso 1 1 calc R
C3 C 0.17606(10) 0.63468(12) 0.33299(17) 0.0331(4) Uani 1 1 d .
C4 C 0.12315(9) 0.56423(11) 0.23515(17) 0.0318(4) Uani 1 1 d .
C5 C 0.15969(10) 0.50569(13) 0.12719(18) 0.0387(4) Uani 1 1 d .
H5A H 0.1268 0.4558 0.0672 0.046 Uiso 1 1 calc R
C6 C 0.24190(10) 0.51803(14) 0.10503(19) 0.0423(4) Uani 1 1 d .
H6A H 0.2634 0.4775 0.0310 0.051 Uiso 1 1 calc R
C7 C 0.14889(11) 0.69821(15) 0.4653(2) 0.0495(5) Uani 1 1 d .
H7A H 0.1954 0.7401 0.5158 0.074 Uiso 1 1 calc R
H7B H 0.1323 0.6549 0.5466 0.074 Uiso 1 1 calc R
H7C H 0.1017 0.7399 0.4176 0.074 Uiso 1 1 calc R
C8 C 0.03160(10) 0.54989(12) 0.24225(17) 0.0329(4) Uani 1 1 d .
C9 C 0.00025(11) 0.44278(13) 0.2434(2) 0.0443(4) Uani 1 1 d .
H9A H -0.0592 0.4429 0.2476 0.066 Uiso 1 1 calc R
H9B H 0.0311 0.4082 0.3377 0.066 Uiso 1 1 calc R
H9C H 0.0089 0.4090 0.1455 0.066 Uiso 1 1 calc R
C10 C -0.01916(10) 0.63032(12) 0.24006(18) 0.0368(4) Uani 1 1 d .
H10A H 0.0061 0.6920 0.2257 0.044 Uiso 1 1 calc R
C11 C -0.10879(10) 0.63618(12) 0.25690(18) 0.0348(4) Uani 1 1 d .
C12 C -0.15943(11) 0.71334(14) 0.1774(2) 0.0436(4) Uani 1 1 d .
H12A H -0.1369 0.7580 0.1104 0.052 Uiso 1 1 calc R
C13 C -0.24281(11) 0.72459(16) 0.1966(2) 0.0524(5) Uani 1 1 d .
H13A H -0.2760 0.7758 0.1409 0.063 Uiso 1 1 calc R
C14 C -0.27668(11) 0.66107(17) 0.2966(2) 0.0504(5) Uani 1 1 d .
H14A H -0.3326 0.6694 0.3098 0.060 Uiso 1 1 calc R
C15 C -0.22783(11) 0.58446(15) 0.3781(2) 0.0476(5) Uani 1 1 d .
H15A H -0.2508 0.5411 0.4464 0.057 Uiso 1 1 calc R
C16 C -0.14506(11) 0.57221(13) 0.35830(19) 0.0405(4) Uani 1 1 d .
H16A H -0.1126 0.5203 0.4136 0.049 Uiso 1 1 calc R
C17 C 0.41023(10) 0.61267(12) 0.03550(19) 0.0380(4) Uani 1 1 d .
C18 C 0.49746(11) 0.62929(14) 0.0515(2) 0.0445(4) Uani 1 1 d .
H18A H 0.5303 0.6389 0.1553 0.053 Uiso 1 1 calc R
C19 C 0.53539(11) 0.63164(14) -0.0830(2) 0.0468(4) Uani 1 1 d .
H19A H 0.5935 0.6430 -0.0697 0.056 Uiso 1 1 calc R
C20 C 0.48775(11) 0.61728(13) -0.2390(2) 0.0452(4) Uani 1 1 d .
C21 C 0.40101(12) 0.60248(15) -0.2558(2) 0.0494(5) Uani 1 1 d .
H21A H 0.3684 0.5933 -0.3600 0.059 Uiso 1 1 calc R
C22 C 0.36215(11) 0.60113(15) -0.1221(2) 0.0453(4) Uani 1 1 d .
H22A H 0.3036 0.5925 -0.1364 0.054 Uiso 1 1 calc R
C23 C 0.52688(14) 0.61521(15) -0.3810(2) 0.0567(5) 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 128.64(14)
C2 C1 C6 118.10(14)
C2 C1 N1 118.55(14)
C6 C1 N1 123.32(14)
C1 C2 C3 122.99(14)
C2 C3 C4 118.63(13)
C2 C3 C7 117.14(14)
C4 C3 C7 124.23(14)
C5 C4 C3 117.26(14)
C5 C4 C8 119.31(13)
C3 C4 C8 123.43(13)
C6 C5 C4 123.29(15)
C5 C6 C1 119.50(15)
C10 C8 C4 119.86(14)
C10 C8 C9 123.19(14)
C4 C8 C9 116.88(13)
C8 C10 C11 129.98(15)
C12 C11 C16 117.38(15)
C12 C11 C10 119.11(14)
C16 C11 C10 123.36(14)
C13 C12 C11 120.96(16)
C14 C13 C12 120.47(18)
C13 C14 C15 119.88(16)
C16 C15 C14 119.96(16)
C15 C16 C11 121.35(16)
N1 C17 C22 124.06(15)
N1 C17 C18 117.70(14)
C22 C17 C18 118.23(15)
C19 C18 C17 121.09(16)
C18 C19 C20 120.49(16)
C21 C20 C19 118.64(15)
C21 C20 C23 120.02(16)
C19 C20 C23 121.33(17)
C22 C21 C20 121.38(16)
C21 C22 C17 120.13(16)
N2 C23 C20 179.3(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C17 1.377(2)
N1 C1 1.407(2)
N2 C23 1.138(2)
C1 C2 1.384(2)
C1 C6 1.389(2)
C2 C3 1.393(2)
C3 C4 1.411(2)
C3 C7 1.511(2)
C4 C5 1.394(2)
C4 C8 1.492(2)
C5 C6 1.374(2)
C8 C10 1.339(2)
C8 C9 1.506(2)
C10 C11 1.471(2)
C11 C12 1.392(2)
C11 C16 1.396(2)
C12 C13 1.383(2)
C13 C14 1.364(3)
C14 C15 1.379(3)
C15 C16 1.377(2)
C17 C22 1.396(2)
C17 C18 1.397(2)
C18 C19 1.368(2)
C19 C20 1.387(3)
C20 C21 1.385(2)
C20 C23 1.435(2)
C21 C22 1.371(2)
