#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/07/4020774.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_4020774
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 O2'
_chemical_formula_sum            'C14 H10 N2 O2'
_chemical_formula_weight         238.24
_chemical_name_common            dianthranilide
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                97.534(15)
_cell_angle_beta                 96.796(16)
_cell_angle_gamma                93.056(15)
_cell_formula_units_Z            4
_cell_length_a                   8.6349(17)
_cell_length_b                   11.2312(19)
_cell_length_c                   12.402(2)
_cell_measurement_temperature    293(2)
_cell_volume                     1181.1(4)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.340
_cod_database_code               4020774
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
O1A O 0.56827(15) -0.23977(14) 0.67213(13) 0.0694(4) Uani 1 1 d . . .
O2A O 1.09986(18) -0.00186(12) 0.62905(11) 0.0662(4) Uani 1 1 d . . .
N1A N 0.92742(18) -0.14893(13) 0.53924(11) 0.0466(4) Uani 1 1 d . . .
H1A H 0.9098 -0.1041 0.4845 0.056 Uiso 1 1 d R . .
N2A N 0.81066(16) -0.19614(13) 0.75883(12) 0.0449(4) Uani 1 1 d . . .
H2A H 0.7689 -0.1649 0.8185 0.054 Uiso 1 1 d R . .
C1A C 0.86947(19) -0.27134(15) 0.51541(13) 0.0407(4) Uani 1 1 d . . .
C2A C 0.76900(18) -0.32028(14) 0.57916(14) 0.0401(4) Uani 1 1 d . . .
C3A C 0.7092(2) -0.43875(17) 0.54832(18) 0.0569(5) Uani 1 1 d . . .
H3A H 0.6428 -0.4684 0.5972 0.068 Uiso 1 1 d R . .
C4A C 0.7494(3) -0.50663(18) 0.45712(19) 0.0653(6) Uani 1 1 d . . .
H4A H 0.7056 -0.5877 0.4347 0.078 Uiso 1 1 d R . .
C5A C 0.8473(3) -0.45739(19) 0.39408(17) 0.0659(6) Uani 1 1 d . . .
H5A H 0.8787 -0.5040 0.3308 0.079 Uiso 1 1 d R . .
C6A C 0.9067(2) -0.34059(19) 0.42228(15) 0.0572(5) Uani 1 1 d . . .
H6A H 0.9745 -0.3039 0.3782 0.069 Uiso 1 1 d R . .
C7A C 0.70818(19) -0.24871(15) 0.67299(15) 0.0446(4) Uani 1 1 d . . .
C8A C 0.97232(18) -0.21831(14) 0.77725(13) 0.0378(4) Uani 1 1 d . . .
C9A C 1.07827(19) -0.17697(14) 0.71244(13) 0.0379(4) Uani 1 1 d . . .
C10A C 1.2356(2) -0.19661(17) 0.73599(15) 0.0499(4) Uani 1 1 d . . .
H10A H 1.3079 -0.1694 0.6898 0.060 Uiso 1 1 d R . .
C11A C 1.2871(2) -0.2548(2) 0.82246(16) 0.0591(5) Uani 1 1 d . . .
H11A H 1.3963 -0.2681 0.8350 0.071 Uiso 1 1 d R . .
C12A C 1.1824(3) -0.29183(19) 0.88829(16) 0.0604(5) Uani 1 1 d . . .
H12A H 1.2167 -0.3298 0.9511 0.072 Uiso 1 1 d R . .
C13A C 1.0259(2) -0.27495(17) 0.86534(14) 0.0505(5) Uani 1 1 d . . .
H13A H 0.9500 -0.3046 0.9078 0.061 Uiso 1 1 d R . .
C14A C 1.0350(2) -0.10270(15) 0.62405(14) 0.0434(4) Uani 1 1 d . . .
O1C O 0.60439(16) 0.43560(12) 0.89899(13) 0.0676(4) Uani 1 1 d . . .
O2C O 0.32710(17) 0.07085(13) 1.03855(12) 0.0669(4) Uani 1 1 d . . .
N1C N 0.46818(17) 0.10845(13) 0.90478(12) 0.0474(4) Uani 1 1 d . . .
H1C H 0.5376 0.0576 0.9283 0.057 Uiso 1 1 d R . .
N2C N 0.36636(16) 0.37076(12) 0.93049(13) 0.0464(4) Uani 1 1 d . . .
H2C H 0.3697 0.4346 0.9831 0.056 Uiso 1 1 d R . .
C1C C 0.49284(18) 0.14352(15) 0.80242(13) 0.0392(4) Uani 1 1 d . . .
C2C C 0.49406(18) 0.26248(16) 0.78501(13) 0.0398(4) Uani 1 1 d . . .
C3C C 0.5256(2) 0.2903(2) 0.68347(17) 0.0687(6) Uani 1 1 d . . .
H3C H 0.5189 0.3748 0.6801 0.082 Uiso 1 1 d R . .
C4C C 0.5598(3) 0.1999(4) 0.60380(17) 0.0908(9) Uani 1 1 d . . .
H4C H 0.5892 0.2228 0.5367 0.109 Uiso 1 1 d R . .
C5C C 0.5699(3) 0.0851(3) 0.62636(19) 0.0804(8) Uani 1 1 d . . .
H5C H 0.6009 0.0291 0.5688 0.097 Uiso 1 1 d R . .
C6C C 0.5329(2) 0.05586(19) 0.72320(17) 0.0601(5) Uani 1 1 d . . .
H6C H 0.5356 -0.0260 0.7376 0.072 Uiso 1 1 d R . .
C7C C 0.4902(2) 0.36221(15) 0.87573(15) 0.0441(4) Uani 1 1 d . . .
C8C C 0.22081(18) 0.30313(15) 0.90006(13) 0.0395(4) Uani 1 1 d . . .
C9C C 0.20739(18) 0.18206(15) 0.90772(13) 0.0413(4) Uani 1 1 d . . .
C10C C 0.0614(2) 0.1196(2) 0.88061(18) 0.0698(7) Uani 1 1 d . . .
H10C H 0.0580 0.0360 0.8900 0.084 Uiso 1 1 d R . .
C11C C -0.0663(2) 0.1784(4) 0.8473(2) 0.0898(10) Uani 1 1 d . . .
H11C H -0.1632 0.1297 0.8309 0.108 Uiso 1 1 d R . .
C12C C -0.0543(3) 0.2989(4) 0.84351(17) 0.0842(9) Uani 1 1 d . . .
H12C H -0.1383 0.3464 0.8212 0.101 Uiso 1 1 d R . .
C13C C 0.0889(2) 0.3623(2) 0.86985(16) 0.0635(6) Uani 1 1 d . . .
H13C H 0.1014 0.4477 0.8696 0.076 Uiso 1 1 d R . .
C14C C 0.3394(2) 0.11773(15) 0.95469(15) 0.0452(4) 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
O1A C7A 1.216(2) . ?
O2A C14A 1.227(2) . ?
N1A C14A 1.347(2) . ?
N1A C1A 1.419(2) . ?
N1A H1A 0.9000 . ?
N2A C7A 1.350(2) . ?
N2A C8A 1.428(2) . ?
N2A H2A 0.9001 . ?
C1A C2A 1.380(2) . ?
C1A C6A 1.386(3) . ?
C2A C3A 1.389(2) . ?
C2A C7A 1.490(2) . ?
C3A C4A 1.370(3) . ?
C3A H3A 0.9600 . ?
C4A C5A 1.361(3) . ?
C4A H4A 0.9600 . ?
C5A C6A 1.368(3) . ?
C5A H5A 0.9600 . ?
C6A H6A 0.9600 . ?
C8A C13A 1.381(2) . ?
C8A C9A 1.388(2) . ?
C9A C10A 1.391(2) . ?
C9A C14A 1.488(2) . ?
C10A C11A 1.370(3) . ?
C10A H10A 0.9600 . ?
C11A C12A 1.372(3) . ?
C11A H11A 0.9600 . ?
C12A C13A 1.376(3) . ?
C12A H12A 0.9601 . ?
C13A H13A 0.9600 . ?
O1C C7C 1.233(2) . ?
O2C C14C 1.239(2) . ?
N1C C14C 1.337(2) . ?
N1C C1C 1.414(2) . ?
N1C H1C 0.8999 . ?
N2C C7C 1.334(2) . ?
N2C C8C 1.418(2) . ?
N2C H2C 0.9001 . ?
C1C C2C 1.381(2) . ?
C1C C6C 1.385(2) . ?
C2C C3C 1.390(3) . ?
C2C C7C 1.485(2) . ?
C3C C4C 1.390(4) . ?
C3C H3C 0.9600 . ?
C4C C5C 1.361(4) . ?
C4C H4C 0.9600 . ?
C5C C6C 1.354(3) . ?
C5C H5C 0.9600 . ?
C6C H6C 0.9599 . ?
C8C C9C 1.375(2) . ?
C8C C13C 1.387(2) . ?
C9C C10C 1.392(2) . ?
C9C C14C 1.484(2) . ?
C10C C11C 1.366(4) . ?
C10C H10C 0.9600 . ?
C11C C12C 1.359(4) . ?
C11C H11C 0.9600 . ?
C12C C13C 1.375(4) . ?
C12C H12C 0.9600 . ?
C13C H13C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 255354
