#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011193.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_2011193
loop_
_publ_author_name
'Vladimir N. Nesterov'
'Tatiana V. Timofeeva'
'Oleg Ya. Borbulevych'
'Mikhail Yu. Antipin'
'Ronald D. Clark'
_publ_section_title
;
A combinatorial chemistry approach to new materials for nonlinear
optics. I. Structures of five Schiff bases
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              971
_journal_page_last               975
_journal_volume                  56
_journal_year                    2000
_chemical_formula_sum            'C18 H19 N3 O2'
_chemical_formula_weight         309.36
_chemical_melting_point          175.0(10)
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                72.95(3)
_cell_angle_beta                 86.13(3)
_cell_angle_gamma                89.81(3)
_cell_formula_units_Z            2
_cell_length_a                   8.438(2)
_cell_length_b                   9.609(2)
_cell_length_c                   10.546(2)
_cell_measurement_temperature    295(2)
_cell_volume                     815.5(3)
_diffrn_ambient_temperature      295(2)
_exptl_crystal_density_diffrn    1.260
_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               2011193
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
N1 .056(2) .044(2) .084(2) -.0060(14) .018(2) -.015(2)
N2 .069(2) .038(2) .124(4) -.003(2) .028(2) -.021(2)
N3 .063(2) .045(2) .109(3) .001(2) .025(2) -.020(2)
O1 .070(2) .095(2) .150(3) .024(2) .001(2) -.038(2)
O2 .109(3) .097(3) .127(3) .027(2) .061(2) -.001(2)
C1 .055(2) .031(2) .074(3) -.009(2) .012(2) -.016(2)
C2 .060(2) .046(2) .074(3) -.007(2) .007(2) -.017(2)
C3 .057(2) .043(2) .094(3) -.001(2) .000(2) -.020(2)
C4 .056(2) .028(2) .088(3) -.006(2) .017(2) -.018(2)
C5 .074(3) .030(2) .077(3) -.007(2) .016(2) -.013(2)
C6 .057(2) .031(2) .080(3) -.006(2) .011(2) -.012(2)
C7 .059(2) .041(2) .080(3) -.005(2) .006(2) -.014(2)
C8 .056(2) .044(2) .081(3) -.003(2) .012(2) -.010(2)
C9 .059(2) .044(2) .077(3) -.005(2) .004(2) -.015(2)
C10 .058(2) .034(2) .066(2) -.0082(15) .008(2) -.016(2)
C11 .063(2) .033(2) .071(2) .000(2) .010(2) .000(2)
C12 .065(2) .031(2) .078(3) -.011(2) .017(2) -.003(2)
C13 .063(2) .037(2) .073(3) -.005(2) .012(2) -.019(2)
C14 .077(3) .025(2) .085(3) -.003(2) .016(2) -.012(2)
C15 .074(3) .027(2) .088(3) -.011(2) .021(2) -.015(2)
C16 .075(3) .061(3) .129(4) .017(2) .000(3) -.036(3)
C17 .066(3) .071(3) .107(3) -.008(2) .027(2) -.019(2)
C18 .078(3) .075(3) .097(3) .006(2) .006(3) -.011(2)
loop_
_atom_site_label
_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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
N1 .6735(4) -.1821(3) -.0962(3) .0633(9) Uani d . 1 . N
N2 1.2668(4) -.3062(4) -.3050(5) .0792(12) Uani d . 1 . N
N3 -.2696(4) -.2255(3) .3330(4) .0743(10) Uani d . 1 . N
O1 1.3629(4) -.3717(4) -.2290(4) .1051(12) Uani d . 1 . O
O2 1.2919(4) -.2646(4) -.4252(4) .121(2) Uani d . 1 . O
C1 .8196(4) -.2226(3) -.1455(4) .0540(10) Uani d . 1 . C
C2 .9322(4) -.2949(4) -.0634(4) .0610(10) Uani d . 1 . C
H2 .9096(4) -.3246(4) .0282(4) .073 Uiso calc R 1 . H
C3 1.0777(5) -.3233(4) -.1159(5) .0648(11) Uani d . 1 . C
H3 1.1533(5) -.3736(4) -.0605(5) .078 Uiso calc R 1 . H
C4 1.1102(4) -.2772(3) -.2498(4) .0581(10) Uani d . 1 . C
C5 .9985(5) -.2072(4) -.3343(4) .0620(11) Uani d . 1 . C
H5 1.0216(5) -.1804(4) -.4258(4) .074 Uiso calc R 1 . H
C6 .8523(4) -.1768(3) -.2828(4) .0576(10) Uani d . 1 . C
C7 .5892(4) -.2733(4) -.0033(4) .0613(10) Uani d . 1 . C
H7 .6245(4) -.3681(4) .0292(4) .074 Uiso calc R 1 . H
C8 .4441(4) -.2343(4) .0515(4) .0626(11) Uani d . 1 . C
H8 .4132(4) -.1379(4) .0207(4) .075 Uiso calc R 1 . H
C9 .3485(4) -.3265(4) .1444(4) .0614(10) Uani d . 1 . C
H9 .3851(4) -.4207(4) .1778(4) .074 Uiso calc R 1 . H
C10 .1954(4) -.2970(3) .1988(4) .0530(9) Uani d . 1 . C
C11 .1011(4) -.4073(3) .2855(4) .0597(10) Uani d . 1 . C
H11 .1430(4) -.5000(3) .3142(4) .072 Uiso calc R 1 . H
C12 -.0487(4) -.3866(4) .3304(4) .0617(11) Uani d . 1 . C
H12 -.1071(4) -.4651(4) .3867(4) .074 Uiso calc R 1 . H
C13 -.1180(4) -.2466(4) .2928(4) .0578(10) Uani d . 1 . C
C14 -.0221(5) -.1347(3) .2080(4) .0641(11) Uani d . 1 . C
H14 -.0625(5) -.0413(3) .1804(4) .077 Uiso calc R 1 . H
C15 .1275(5) -.1578(4) .1650(4) .0648(11) Uani d . 1 . C
H15 .1877(5) -.0791(4) .1112(4) .078 Uiso calc R 1 . H
C16 -.3465(5) -.0888(5) .2782(5) .0867(14) Uani d . 1 . C
H16A -.4537(13) -.0943(13) .316(3) .130 Uiso calc R 1 . H
H16B -.347(4) -.0687(18) .1835(7) .130 Uiso calc R 1 . H
H16C -.290(2) -.0123(7) .298(3) .130 Uiso calc R 1 . H
C17 -.3698(5) -.3452(5) .4134(5) .0846(14) Uani d . 1 . C
H17A -.4717(13) -.3089(7) .434(3) .127 Uiso calc R 1 . H
H17B -.3212(18) -.391(2) .4946(13) .127 Uiso calc R 1 . H
H17C -.383(3) -.4147(17) .3654(12) .127 Uiso calc R 1 . H
C18 .7321(5) -.0946(5) -.3736(5) .0869(14) Uani d . 1 . C
H18A .692(3) -.016(2) -.342(2) .130 Uiso calc R 1 . H
H18B .646(2) -.1591(10) -.375(3) .130 Uiso calc R 1 . H
H18C .7812(12) -.056(3) -.4619(9) .130 Uiso calc R 1 . H
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
N1 C7 . . 1.281(4) no
N1 C1 . . 1.404(4) no
N2 O2 . . 1.215(5) no
N2 O1 . . 1.219(5) no
N2 C4 . . 1.468(5) no
N3 C13 . . 1.354(4) no
N3 C16 . . 1.443(5) no
N3 C17 . . 1.447(5) no
C1 C2 . . 1.374(5) no
C1 C6 . . 1.392(5) no
C2 C3 . . 1.373(5) no
C3 C4 . . 1.359(6) no
C4 C5 . . 1.375(5) no
C5 C6 . . 1.379(5) no
C6 C18 . . 1.501(6) no
C7 C8 . . 1.415(5) no
C8 C9 . . 1.336(5) no
C9 C10 . . 1.439(5) no
C10 C11 . . 1.390(5) no
C10 C15 . . 1.409(5) no
C11 C12 . . 1.354(5) no
C12 C13 . . 1.422(5) no
C13 C14 . . 1.398(5) no
C14 C15 . . 1.352(5) no