#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012982.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_2012982
loop_
_publ_author_name
'Huang, Xinjiang'
'Kuhn, Genevieve H.'
'Nesterov, Vladimir N.'
'Averkiev, Boris B.'
'Penn, Benjamin'
'Antipin, Mikhail Yu.'
'Timofeeva, Tatiana V.'
_publ_section_title
;
(E)-(4-Hydroxyphenyl)(4-nitrophenyl)diazene,
(E)-(4-methoxyphenyl)(4-nitrophenyl)diazene and
(E)-[4-(6-bromohexyloxy)phenyl](4-cyanophenyl)diazene
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              o624
_journal_page_last               o628
_journal_volume                  58
_journal_year                    2002
_chemical_formula_moiety         'C13 H11 N3 O3'
_chemical_formula_sum            'C13 H11 N3 O3'
_chemical_formula_weight         257.25
_chemical_melting_point          421
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  -P1
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                100.80(3)
_cell_angle_beta                 102.68(3)
_cell_angle_gamma                91.74(3)
_cell_formula_units_Z            2
_cell_length_a                   6.1530(12)
_cell_length_b                   7.5500(15)
_cell_length_c                   13.683(3)
_cell_measurement_temperature    298(2)
_cell_volume                     607.5(2)
_diffrn_ambient_temperature      298(2)
_exptl_crystal_density_diffrn    1.406
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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               2012982
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
O1 -0.24178(19) -0.11783(17) 0.16573(9) 0.0648(4) Uani d . 1 . . O
O2 1.3612(2) 0.66378(19) 0.83739(9) 0.0787(4) Uani d . 1 . . O
O3 1.1712(2) 0.6266(2) 0.94592(9) 0.0886(5) Uani d . 1 . . O
N1 1.1933(2) 0.60681(18) 0.85842(10) 0.0532(3) Uani d . 1 . . N
N2 0.47598(19) 0.25706(16) 0.54580(9) 0.0461(3) Uani d . 1 . . N
N3 0.49461(19) 0.23619(15) 0.45539(9) 0.0443(3) Uani d . 1 . . N
C1 1.0110(2) 0.51416(18) 0.77543(10) 0.0433(3) Uani d . 1 . . C
C2 1.0340(2) 0.49594(19) 0.67598(11) 0.0459(4) Uani d . 1 . . C
H2A 1.1643 0.5400 0.6620 0.055 Uiso calc R 1 . . H
C3 0.8599(2) 0.4111(2) 0.59786(11) 0.0460(4) Uani d . 1 . . C
H3A 0.8717 0.3975 0.5303 0.055 Uiso calc R 1 . . H
C4 0.6661(2) 0.34566(17) 0.62027(10) 0.0416(3) Uani d . 1 . . C
C5 0.6484(2) 0.3642(2) 0.72077(11) 0.0490(4) Uani d . 1 . . C
H5A 0.5193 0.3188 0.7352 0.059 Uiso calc R 1 . . H
C6 0.8215(3) 0.4496(2) 0.79974(11) 0.0504(4) Uani d . 1 . . C
H6A 0.8105 0.4633 0.8674 0.060 Uiso calc R 1 . . H
C7 0.3032(2) 0.14801(17) 0.38274(10) 0.0409(3) Uani d . 1 . . C
C8 0.3135(2) 0.1157(2) 0.28108(11) 0.0484(4) Uani d . 1 . . C
H8A 0.4424 0.1529 0.2632 0.058 Uiso calc R 1 . . H
C9 0.1339(3) 0.0283(2) 0.20552(11) 0.0522(4) Uani d . 1 . . C
H9A 0.1420 0.0073 0.1373 0.063 Uiso calc R 1 . . H
C10 -0.0577(2) -0.0275(2) 0.23241(11) 0.0471(4) Uani d . 1 . . C
C11 -0.0697(2) 0.0070(2) 0.33423(11) 0.0488(4) Uani d . 1 . . C
H11A -0.1991 -0.0291 0.3521 0.059 Uiso calc R 1 . . H
C12 0.1078(2) 0.0939(2) 0.40852(11) 0.0456(4) Uani d . 1 . . C
H12A 0.0981 0.1169 0.4766 0.055 Uiso calc R 1 . . H
C13 -0.2495(4) -0.1463(3) 0.05961(13) 0.0806(6) Uani d . 1 . . C
H13B -0.3905 -0.2075 0.0220 0.121 Uiso calc R 1 . . H
H13A -0.1308 -0.2188 0.0449 0.121 Uiso calc R 1 . . H
H13C -0.2324 -0.0319 0.0401 0.121 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0535(7) 0.0752(8) 0.0525(7) -0.0132(6) -0.0047(5) 0.0021(6)
O2 0.0544(7) 0.1048(10) 0.0650(7) -0.0289(7) 0.0065(6) 0.0009(7)
O3 0.0788(9) 0.1285(13) 0.0445(7) -0.0347(8) 0.0069(6) -0.0025(7)
N1 0.0506(7) 0.0551(8) 0.0469(7) -0.0062(6) 0.0040(6) 0.0030(6)
N2 0.0443(7) 0.0448(7) 0.0455(7) -0.0046(5) 0.0058(5) 0.0060(5)
N3 0.0440(7) 0.0408(7) 0.0457(7) -0.0021(5) 0.0069(5) 0.0074(5)
C1 0.0431(8) 0.0375(7) 0.0446(8) -0.0001(6) 0.0039(6) 0.0040(6)
C2 0.0417(7) 0.0449(8) 0.0491(8) -0.0037(6) 0.0086(6) 0.0080(6)
C3 0.0482(8) 0.0465(8) 0.0418(7) -0.0030(6) 0.0088(6) 0.0075(6)
C4 0.0416(7) 0.0344(7) 0.0452(8) 0.0000(5) 0.0049(6) 0.0056(6)
C5 0.0431(8) 0.0513(8) 0.0517(8) -0.0058(6) 0.0121(6) 0.0080(6)
C6 0.0527(8) 0.0550(9) 0.0418(7) -0.0027(7) 0.0112(6) 0.0063(6)
C7 0.0417(7) 0.0348(7) 0.0443(7) -0.0003(5) 0.0058(6) 0.0083(6)
C8 0.0443(8) 0.0524(9) 0.0491(8) -0.0024(6) 0.0119(6) 0.0114(7)
C9 0.0557(9) 0.0596(9) 0.0393(7) -0.0001(7) 0.0087(6) 0.0080(7)
C10 0.0451(8) 0.0432(8) 0.0467(8) 0.0004(6) -0.0003(6) 0.0066(6)
C11 0.0415(7) 0.0513(8) 0.0524(8) -0.0058(6) 0.0091(6) 0.0107(7)
C12 0.0482(8) 0.0472(8) 0.0401(7) -0.0026(6) 0.0097(6) 0.0071(6)
C13 0.0763(13) 0.0940(15) 0.0508(10) -0.0076(11) -0.0108(9) -0.0053(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C10 . . 1.3591(18) no
O1 C13 . . 1.417(2) no
O1 C13 . . 1.417(2) no
O2 N1 . . 1.2186(17) no
O3 N1 . . 1.2166(17) no
N1 C1 . . 1.4604(19) no
N2 N3 . . 1.2485(17) yes
N2 C4 . . 1.4242(18) yes
N3 C7 . . 1.4175(18) yes
C1 C6 . . 1.380(2) no
C1 C2 . . 1.381(2) no
C2 C3 . . 1.379(2) no
C2 H2A . . 0.9300 no
C3 C4 . . 1.393(2) no
C3 H3A . . 0.9300 no
C4 C5 . . 1.385(2) no
C5 C6 . . 1.382(2) no
C5 H5A . . 0.9300 no
C6 H6A . . 0.9300 no
C7 C8 . . 1.3826(19) no
C7 C12 . . 1.3954(19) no
C8 C9 . . 1.387(2) no
C8 H8A . . 0.9300 no
C9 C10 . . 1.386(2) no
C9 H9A . . 0.9300 no
C10 C11 . . 1.387(2) no
C11 C12 . . 1.370(2) no
C11 H11A . . 0.9300 no
C12 H12A . . 0.9300 no
C13 H13B . . 0.9600 no
C13 H13A . . 0.9600 no
C13 H13C . . 0.9600 no