#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/07/4020770.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_4020770
loop_
_publ_author_name
'Teresa Olszewska'
'Maria Gdaniec'
'Tadeusz Połoński'
_publ_section_title
;
 Planar Chiral Dianthranilide and Dithiodianthranilide Molecules:
 Optical Resolution, Chiroptical Spectra,
 and Molecular Self-Assembly
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1248
_journal_page_last               1255
_journal_paper_doi               10.1021/jo035024d
_journal_volume                  69
_journal_year                    2004
_chemical_formula_moiety         'C14 H10 N2 S2'
_chemical_formula_sum            'C14 H10 N2 S2'
_chemical_formula_weight         270.36
_chemical_melting_point          305.0(10)
_chemical_name_common            (R)-dithiodianthranilide
_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            12
_cell_length_a                   6.656(1)
_cell_length_b                   14.038(3)
_cell_length_c                   40.714(8)
_cell_measurement_temperature    293(2)
_cell_volume                     3804.2(12)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.416
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '304-306' was changed to '305.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4020770
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_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
S1A S 0.29518(10) 0.59739(5) 0.721667(15) 0.04536(16) Uani 1 1 d . . .
S2A S -0.39730(10) 0.39466(4) 0.789210(18) 0.04620(16) Uani 1 1 d . . .
N1A N -0.2715(3) 0.56023(15) 0.76780(5) 0.0384(5) Uani 1 1 d . . .
H1A H -0.3654 0.5507 0.7522 0.046 Uiso 1 1 d R . .
N2A N 0.1771(3) 0.52539(14) 0.77801(5) 0.0340(4) Uani 1 1 d . . .
H2A H 0.2744 0.4814 0.7757 0.041 Uiso 1 1 d R . .
C1A C -0.1884(4) 0.65447(17) 0.77069(6) 0.0346(5) Uani 1 1 d . . .
C2A C 0.0139(4) 0.67226(17) 0.76400(6) 0.0346(5) Uani 1 1 d . . .
C3A C 0.0810(5) 0.76565(17) 0.76492(6) 0.0445(6) Uani 1 1 d . . .
H3AA H 0.2186 0.7793 0.7597 0.053 Uiso 1 1 d R . .
C4A C -0.0464(5) 0.83895(19) 0.77297(7) 0.0499(7) Uani 1 1 d . . .
H4AA H 0.0081 0.9022 0.7737 0.060 Uiso 1 1 d R . .
C5A C -0.2467(5) 0.8208(2) 0.77966(7) 0.0511(7) Uani 1 1 d . . .
H5AA H -0.3320 0.8742 0.7844 0.061 Uiso 1 1 d R . .
C6A C -0.3173(4) 0.72809(19) 0.77836(6) 0.0463(6) Uani 1 1 d . . .
H6AA H -0.4545 0.7161 0.7843 0.056 Uiso 1 1 d R . .
C7A C 0.1578(3) 0.59501(17) 0.75589(5) 0.0337(5) Uani 1 1 d . . .
C8A C 0.0965(4) 0.52530(16) 0.81065(5) 0.0339(5) Uani 1 1 d . . .
C9A C -0.1052(4) 0.50522(16) 0.81679(5) 0.0335(5) Uani 1 1 d . . .
C10A C -0.1691(4) 0.49825(19) 0.84924(6) 0.0430(6) Uani 1 1 d . . .
H10A H -0.3046 0.4789 0.8538 0.052 Uiso 1 1 d R . .
C11A C -0.0356(5) 0.5138(2) 0.87478(6) 0.0516(7) Uani 1 1 d . . .
H11A H -0.0827 0.5142 0.8971 0.062 Uiso 1 1 d R . .
C12A C 0.1616(5) 0.5343(3) 0.86820(7) 0.0573(8) Uani 1 1 d . . .
H12A H 0.2540 0.5418 0.8861 0.069 Uiso 1 1 d R . .
C13A C 0.2284(4) 0.5397(2) 0.83608(6) 0.0484(7) Uani 1 1 d . . .
H13A H 0.3669 0.5537 0.8316 0.058 Uiso 1 1 d R . .
C14A C -0.2541(4) 0.49116(16) 0.79015(6) 0.0335(5) Uani 1 1 d . . .
S1B S 0.06011(10) 0.74471(5) 0.522444(15) 0.04671(17) Uani 1 1 d . . .
S2B S -0.64379(10) 0.58994(5) 0.604820(18) 0.04736(16) Uani 1 1 d . . .
N1B N -0.5107(3) 0.73510(15) 0.57080(5) 0.0367(4) Uani 1 1 d . . .
H1B H -0.5979 0.7151 0.5554 0.044 Uiso 1 1 d R . .
N2B N -0.0645(3) 0.70869(16) 0.58227(5) 0.0397(5) Uani 1 1 d . . .
H2B H 0.0290 0.6566 0.5823 0.048 Uiso 1 1 d R . .
C1B C -0.4300(4) 0.82854(17) 0.56527(5) 0.0353(5) Uani 1 1 d . . .
C2B C -0.2293(4) 0.84253(18) 0.55677(5) 0.0351(5) Uani 1 1 d . . .
C3B C -0.1686(4) 0.93426(19) 0.54797(6) 0.0434(6) Uani 1 1 d . . .
H3BA H -0.0415 0.9429 0.5410 0.052 Uiso 1 1 d R . .
C4B C -0.3005(5) 1.0097(2) 0.54820(7) 0.0511(7) Uani 1 1 d . . .
H4BA H -0.2540 1.0728 0.5432 0.061 Uiso 1 1 d R . .
C5B C -0.4990(5) 0.9949(2) 0.55718(7) 0.0525(7) Uani 1 1 d . . .
H5BA H -0.5926 1.0470 0.5575 0.063 Uiso 1 1 d R . .
C6B C -0.5628(4) 0.9043(2) 0.56559(6) 0.0445(6) Uani 1 1 d . . .
H6BA H -0.7013 0.8927 0.5708 0.053 Uiso 1 1 d R . .
C7B C -0.0825(4) 0.76313(18) 0.55541(5) 0.0361(5) Uani 1 1 d . . .
C8B C -0.1408(4) 0.72759(17) 0.61451(5) 0.0357(5) Uani 1 1 d . . .
C9B C -0.3423(4) 0.71114(17) 0.62263(5) 0.0352(5) Uani 1 1 d . . .
C10B C -0.3985(4) 0.71807(19) 0.65561(6) 0.0436(6) Uani 1 1 d . . .
H10B H -0.5352 0.7048 0.6616 0.052 Uiso 1 1 d R . .
C11B C -0.2592(5) 0.7424(2) 0.67942(6) 0.0489(7) Uani 1 1 d . . .
H11B H -0.3023 0.7474 0.7019 0.059 Uiso 1 1 d R . .
C12B C -0.0624(5) 0.7599(2) 0.67104(6) 0.0490(7) Uani 1 1 d . . .
H12B H 0.0315 0.7790 0.6877 0.059 Uiso 1 1 d R . .
C13B C -0.0033(4) 0.7520(2) 0.63855(6) 0.0439(6) Uani 1 1 d . . .
H13B H 0.1350 0.7599 0.6324 0.053 Uiso 1 1 d R . .
C14B C -0.4942(4) 0.68208(18) 0.59816(6) 0.0367(5) Uani 1 1 d . . .
S1C S 0.09268(14) 0.22845(7) 0.53026(2) 0.0691(2) Uani 1 1 d . . .
S2C S -0.59825(12) 0.19882(6) 0.62621(2) 0.0619(2) Uani 1 1 d . . .
N1C N -0.4687(3) 0.28468(16) 0.57312(6) 0.0445(5) Uani 1 1 d . . .
H1C H -0.5576 0.2480 0.5623 0.053 Uiso 1 1 d R . .
N2C N -0.0241(3) 0.27976(18) 0.58942(6) 0.0460(5) Uani 1 1 d . . .
H2C H 0.0670 0.2315 0.5970 0.055 Uiso 1 1 d R . .
C1C C -0.3874(4) 0.36296(18) 0.55472(6) 0.0386(5) Uani 1 1 d . . .
C2C C -0.1847(4) 0.3658(2) 0.54618(6) 0.0426(6) Uani 1 1 d . . .
C3C C -0.1175(5) 0.4427(2) 0.52744(7) 0.0561(8) Uani 1 1 d . . .
H3CA H 0.0119 0.4447 0.5210 0.067 Uiso 1 1 d R . .
C4C C -0.2483(6) 0.5146(2) 0.51837(7) 0.0612(9) Uani 1 1 d . . .
H4CA H -0.1989 0.5703 0.5073 0.073 Uiso 1 1 d R . .
C5C C -0.4471(6) 0.5103(2) 0.52677(6) 0.0557(8) Uani 1 1 d . . .
H5CA H -0.5360 0.5597 0.5194 0.067 Uiso 1 1 d R . .
C6C C -0.5181(5) 0.4336(2) 0.54456(6) 0.0485(7) Uani 1 1 d . . .
H6CA H -0.6578 0.4285 0.5501 0.058 Uiso 1 1 d R . .
C7C C -0.0414(4) 0.2911(2) 0.55695(7) 0.0458(6) Uani 1 1 d . . .
C8C C -0.1063(4) 0.34235(18) 0.61370(6) 0.0405(5) Uani 1 1 d . . .
C9C C -0.3091(4) 0.33776(19) 0.62263(6) 0.0410(6) Uani 1 1 d . . .
C10C C -0.3769(5) 0.3972(2) 0.64776(6) 0.0539(7) Uani 1 1 d . . .
H10C H -0.5133 0.3917 0.6552 0.065 Uiso 1 1 d R . .
C11C C -0.2498(6) 0.4611(2) 0.66266(7) 0.0646(9) Uani 1 1 d . . .
H11C H -0.3026 0.5039 0.6789 0.078 Uiso 1 1 d R . .
C12C C -0.0498(6) 0.4656(2) 0.65356(8) 0.0645(9) Uani 1 1 d . . .
H12C H 0.0385 0.5107 0.6638 0.077 Uiso 1 1 d R . .
C13C C 0.0212(5) 0.4052(2) 0.62920(7) 0.0533(7) Uani 1 1 d . . .
H13C H 0.1600 0.4052 0.6228 0.064 Uiso 1 1 d R . .
C14C C -0.4546(4) 0.27476(19) 0.60562(7) 0.0431(6) Uani 1 1 d . . .
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
S1A C7A 1.667(2) . ?
S2A C14A 1.657(2) . ?
N1A C14A 1.335(3) . ?
N1A C1A 1.439(3) . ?
N1A H1A 0.9000 . ?
N2A C7A 1.335(3) . ?
N2A C8A 1.433(3) . ?
N2A H2A 0.9001 . ?
C1A C6A 1.379(4) . ?
C1A C2A 1.396(4) . ?
C2A C3A 1.385(3) . ?
C2A C7A 1.484(3) . ?
C3A C4A 1.373(4) . ?
C3A H3AA 0.9600 . ?
C4A C5A 1.384(5) . ?
C4A H4AA 0.9600 . ?
C5A C6A 1.385(4) . ?
C5A H5AA 0.9599 . ?
C6A H6AA 0.9600 . ?
C8A C13A 1.372(3) . ?
C8A C9A 1.394(4) . ?
C9A C10A 1.391(3) . ?
C9A C14A 1.483(3) . ?
C10A C11A 1.385(4) . ?
C10A H10A 0.9600 . ?
C11A C12A 1.370(5) . ?
C11A H11A 0.9599 . ?
C12A C13A 1.383(4) . ?
C12A H12A 0.9597 . ?
C13A H13A 0.9600 . ?
S1B C7B 1.664(2) . ?
S2B C14B 1.655(3) . ?
N1B C14B 1.344(3) . ?
N1B C1B 1.435(3) . ?
N1B H1B 0.8999 . ?
N2B C7B 1.339(3) . ?
N2B C8B 1.432(3) . ?
N2B H2B 0.9600 . ?
C1B C6B 1.383(4) . ?
C1B C2B 1.394(4) . ?
C2B C3B 1.397(4) . ?
C2B C7B 1.483(3) . ?
C3B C4B 1.376(4) . ?
C3B H3BA 0.9001 . ?
C4B C5B 1.387(5) . ?
C4B H4BA 0.9601 . ?
C5B C6B 1.384(4) . ?
C5B H5BA 0.9599 . ?
C6B H6BA 0.9600 . ?
C8B C13B 1.384(4) . ?
C8B C9B 1.400(3) . ?
C9B C10B 1.397(3) . ?
C9B C14B 1.477(3) . ?
C10B C11B 1.384(4) . ?
C10B H10B 0.9600 . ?
C11B C12B 1.376(4) . ?
C11B H11B 0.9601 . ?
C12B C13B 1.384(4) . ?
C12B H12B 0.9599 . ?
C13B H13B 0.9599 . ?
S1C C7C 1.659(3) . ?
S2C C14C 1.659(3) . ?
N1C C14C 1.334(4) . ?
N1C C1C 1.436(3) . ?
N1C H1C 0.9001 . ?
N2C C7C 1.337(3) . ?
N2C C8C 1.431(3) . ?
N2C H2C 0.9599 . ?
C1C C6C 1.382(4) . ?
C1C C2C 1.394(4) . ?
C2C C3C 1.395(4) . ?
C2C C7C 1.484(4) . ?
C3C C4C 1.383(5) . ?
C3C H3CA 0.9000 . ?
C4C C5C 1.368(5) . ?
C4C H4CA 0.9600 . ?
C5C C6C 1.381(4) . ?
C5C H5CA 0.9601 . ?
C6C H6CA 0.9600 . ?
C8C C13C 1.377(4) . ?
C8C C9C 1.399(4) . ?
C9C C10C 1.395(4) . ?
C9C C14C 1.483(4) . ?
C10C C11C 1.375(5) . ?
C10C H10C 0.9601 . ?
C11C C12C 1.383(6) . ?
C11C H11C 0.9601 . ?
C12C C13C 1.387(5) . ?
C12C H12C 0.9600 . ?
C13C H13C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21155408
