#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/11/4021190.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_4021190
loop_
_publ_author_name
'Christopher R. Moylan'
'Brian J. McNelis'
'Lawrence C. Nathan'
'Michael A. Marques'
'Eric L. Hermstad'
'Benjamin A. Brichler'
_publ_section_title
;
 Challenging the Auxiliary Donor Effect on Molecular Hyperpolarizability
 in Thiophene-Containing Nonlinear Chromophores: X-ray Crystallographic
 and Optical Measurements on Two New Isomeric Chromophores
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8239
_journal_page_last               8243
_journal_paper_doi               10.1021/jo049230c
_journal_volume                  69
_journal_year                    2004
_chemical_formula_moiety         'C14 H17 N3 S'
_chemical_formula_sum            'C14 H17 N3 S'
_chemical_formula_weight         259.37
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.5253(7)
_cell_length_b                   9.0591(13)
_cell_length_c                   20.415(3)
_cell_measurement_temperature    295
_cell_volume                     1391.8(3)
_diffrn_ambient_temperature      295
_exptl_crystal_density_diffrn    1.238
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4021190
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'
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
S S -0.0605(2) 0.19625(14) 0.18330(6) 0.0640(5) Uani 1 d . .
N1 N 0.0765(5) 0.2637(5) 0.0601(2) 0.0589(10) Uani 1 d . .
N2 N -0.0013(5) 0.3802(4) 0.0706(2) 0.0569(10) Uani 1 d . .
N3 N 0.0225(5) 0.8121(4) -0.1275(2) 0.0448(8) Uani 1 d . .
C1 C -0.0052(7) 0.0281(6) 0.2141(2) 0.0608(12) Uani 1 d . .
H1 H -0.0429 -0.0069 0.2546 0.073 Uiso 1 calc R .
C2 C 0.0986(7) -0.0473(6) 0.1733(2) 0.0601(12) Uani 1 d . .
H2 H 0.1425 -0.1414 0.1815 0.072 Uiso 1 calc R .
C3 C 0.1363(5) 0.0427(5) 0.1104(2) 0.0415(9) Uani 1 d . .
H3 H 0.2066 0.0108 0.0757 0.050 Uiso 1 calc R .
C4 C 0.0584(6) 0.1647(6) 0.1130(2) 0.0589(13) Uani 1 d . .
C5 C 0.0181(5) 0.4821(5) 0.0172(2) 0.0431(9) Uani 1 d . .
C6 C 0.1112(5) 0.4624(4) -0.0415(2) 0.0469(10) Uani 1 d . .
H6 H 0.1726 0.3748 -0.0487 0.056 Uiso 1 calc R .
C7 C 0.1134(6) 0.5708(5) -0.0890(2) 0.0448(9) Uani 1 d . .
H7 H 0.1763 0.5546 -0.1275 0.054 Uiso 1 calc R .
C8 C 0.0229(5) 0.7052(4) -0.0805(2) 0.0378(8) Uani 1 d . .
C9 C -0.0701(6) 0.7228(4) -0.0207(2) 0.0427(9) Uani 1 d . .
H9 H -0.1319 0.8100 -0.0129 0.051 Uiso 1 calc R .
C10 C -0.0710(6) 0.6147(5) 0.0255(2) 0.0462(10) Uani 1 d . .
H10 H -0.1337 0.6304 0.0641 0.055 Uiso 1 calc R .
C11 C 0.1423(6) 0.8071(5) -0.1841(2) 0.0496(11) Uani 1 d . .
H11B H 0.2459 0.7487 -0.1728 0.060 Uiso 1 calc R .
H11A H 0.1825 0.9065 -0.1938 0.060 Uiso 1 calc R .
C12 C 0.0588(8) 0.7438(9) -0.2436(2) 0.082(2) Uani 1 d . .
H12C H 0.1433 0.7436 -0.2789 0.123 Uiso 1 calc R .
H12B H -0.0423 0.8024 -0.2558 0.123 Uiso 1 calc R .
H12A H 0.0213 0.6445 -0.2348 0.123 Uiso 1 calc R .
C13 C -0.0878(6) 0.9426(4) -0.1224(2) 0.0467(10) Uani 1 d . .
H13B H -0.1967 0.9167 -0.0998 0.056 Uiso 1 calc R .
H13A H -0.1197 0.9746 -0.1662 0.056 Uiso 1 calc R .
C14 C -0.0017(7) 1.0698(5) -0.0870(3) 0.0623(13) Uani 1 d . .
H14C H -0.0825 1.1518 -0.0857 0.093 Uiso 1 calc R .
H14B H 0.1046 1.0984 -0.1097 0.093 Uiso 1 calc R .
H14A H 0.0275 1.0403 -0.0432 0.093 Uiso 1 calc R .
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
S C1 1.700(5) . ?
S C4 1.716(5) . ?
N1 N2 1.226(6) . ?
N1 C4 1.410(6) . ?
N2 C5 1.435(6) . ?
N3 C8 1.363(5) . ?
N3 C13 1.449(5) . ?
N3 C11 1.466(5) . ?
C1 C2 1.331(8) . ?
C1 H1 0.93 . ?
C2 C3 1.547(6) . ?
C2 H2 0.93 . ?
C3 C4 1.253(7) . ?
C3 H3 0.93 . ?
C5 C10 1.386(6) . ?
C5 C6 1.401(6) . ?
C6 C7 1.379(6) . ?
C6 H6 0.93 . ?
C7 C8 1.406(5) . ?
C7 H7 0.93 . ?
C8 C9 1.415(5) . ?
C9 C10 1.360(6) . ?
C9 H9 0.93 . ?
C10 H10 0.93 . ?
C11 C12 1.484(6) . ?
C11 H11B 0.97 . ?
C11 H11A 0.97 . ?
C12 H12C 0.96 . ?
C12 H12B 0.96 . ?
C12 H12A 0.96 . ?
C13 C14 1.506(6) . ?
C13 H13B 0.97 . ?
C13 H13A 0.97 . ?
C14 H14C 0.96 . ?
C14 H14B 0.96 . ?
C14 H14A 0.96 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9554838
