#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/03/2200344.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_2200344
loop_
_publ_author_name
'Graham Smith'
'Steven E. Bottle'
'Damien A. Reid'
'D. Paul Schweinsberg'
'Raymond C. Bott'
_publ_section_title
;
A novel benzylated carboxytriazole: 1-N-benzyl-4-carboxybenzotriazole
;
_journal_name_full               'Acta Crystallographica, Section E'
_journal_page_first              o531
_journal_page_last               o532
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          'C14 H11 N3 O2'
_chemical_formula_moiety         'C14 H11 N3 O2'
_chemical_formula_sum            'C14 H11 N3 O2'
_chemical_formula_weight         253.26
_chemical_melting_point          494.0(10)
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.2039(8)
_cell_length_b                   12.2039(8)
_cell_length_c                   8.3430(10)
_cell_measurement_temperature    298(2)
_cell_volume                     1242.57(19)
_diffrn_ambient_temperature      298(2)
_exptl_crystal_density_diffrn    1.354
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '493--495 K ' was changed to
'494.0(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               2200344
loop_
_symmetry_equiv_pos_as_xyz
'  +x,  +y,  +z'
'1/2-x,  -y,1/2+z'
'1/2+x,1/2-y,  -z'
'  -x,1/2+y,1/2-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
O40 .2233(3) .4828(3) .0420(5) .0838(15) Uani d . 1 . . O
O41 .3489(2) .5638(3) .1892(5) .0650(11) Uani d . 1 . . O
N1 .4301(3) .1840(3) -.2118(5) .0459(10) Uani d . 1 . . N
N2 .3396(3) .2311(3) -.2740(5) .0546(12) Uani d . 1 . . N
N3 .3145(3) .3163(3) -.1863(5) .0459(11) Uani d . 1 . . N
C4 .3989(4) .4014(3) .0608(6) .0406(12) Uani d . 1 . . C
C5 .4878(4) .3900(4) .1578(6) .0544(15) Uani d . 1 . . C
C6 .5647(4) .3056(5) .1386(6) .0674(16) Uani d . 1 . . C
C7 .5544(4) .2277(4) .0208(7) .0554(15) Uani d . 1 . . C
C8 .4643(4) .2399(3) -.0791(6) .0403(12) Uani d . 1 . . C
C9 .3888(4) .3245(3) -.0626(6) .0367(11) Uani d . 1 . . C
C10 .4714(4) .0825(4) -.2818(6) .0576(15) Uani d . 1 . . C
C11 .4051(4) -.0147(4) -.2357(6) .0510(14) Uani d . 1 . . C
C12 .4401(5) -.0872(5) -.1215(7) .0642(16) Uani d . 1 . . C
C13 .3794(7) -.1784(5) -.0795(7) .087(2) Uani d . 1 . . C
C14 .2807(7) -.1967(6) -.1505(11) .097(3) Uani d . 1 . . C
C15 .2418(5) -.1251(5) -.2628(10) .095(2) Uani d . 1 . . C
C16 .3041(5) -.0345(4) -.3065(8) .0747(19) Uani d . 1 . . C
C41 .3141(4) .4855(4) .0942(6) .0449(13) Uani d . 1 . . C
H41 .285(5) .606(5) .223(9) .101 Uiso d . 1 . . H
H5 .498 .442 .242 .065 Uiso d . 1 . . H
H6 .626 .302 .210 .081 Uiso d . 1 . . H
H7 .606 .170 .008 .066 Uiso d . 1 . . H
H12 .508 -.075 -.069 .077 Uiso d . 1 . . H
H13 .407 -.228 -.001 .104 Uiso d . 1 . . H
H14 .239 -.259 -.122 .117 Uiso d . 1 . . H
H15 .172 -.137 -.311 .114 Uiso d . 1 . . H
H16 .277 .014 -.386 .090 Uiso d . 1 . . H
H101 .545 .072 -.246 .069 Uiso d . 1 . . H
H102 .470 .089 -.395 .069 Uiso d . 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
O40 .049(3) .076(3) .127(4) .023(2) -.022(3) -.045(3)
O41 .0377(19) .063(2) .094(3) .0063(19) .001(2) -.034(2)
N1 .044(2) .039(2) .054(3) .008(2) .005(2) -.006(2)
N2 .050(2) .051(2) .064(3) .003(2) -.008(3) -.006(2)
N3 .046(3) .034(2) .058(3) .007(2) -.006(3) -.002(2)
C4 .035(3) .038(3) .049(3) .003(2) .004(3) -.001(3)
C5 .053(3) .054(3) .056(4) .009(3) .002(3) -.015(3)
C6 .057(3) .091(4) .054(3) .035(4) -.016(3) -.013(4)
C7 .047(3) .063(3) .056(3) .023(3) -.001(3) .004(3)
C8 .042(3) .039(3) .040(3) .007(2) .009(3) .002(2)
C9 .035(3) .034(2) .042(3) .002(2) -.001(3) .004(2)
C10 .062(4) .043(3) .068(4) .009(3) .012(3) -.009(3)
C11 .061(4) .036(3) .055(4) .006(3) .005(3) -.008(3)
C12 .078(4) .057(3) .058(4) .010(4) .002(3) -.017(3)
C13 .143(7) .059(4) .059(4) .011(5) .033(5) .002(4)
C14 .128(7) .063(4) .100(7) -.024(5) .045(6) -.021(4)
C15 .083(5) .086(5) .116(7) -.027(4) -.005(5) -.034(5)
C16 .074(4) .059(4) .091(5) -.001(3) -.011(4) -.012(4)
C41 .037(3) .035(3) .063(4) -.002(3) -.001(3) -.007(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O40 C41 . 1.191(5) ?
O41 C41 . 1.312(5) ?
O41 H41 . .98(6) ?
N1 N2 . 1.348(5) ?
N1 C8 . 1.365(5) ?
N1 C10 . 1.460(5) ?
N2 N3 . 1.307(5) ?
N3 C9 . 1.377(5) ?
C4 C5 . 1.361(6) ?
C4 C9 . 1.398(5) ?
C4 C41 . 1.484(6) ?
C5 C6 . 1.402(6) ?
C5 H5 . .95 ?
C6 C7 . 1.374(6) ?
C6 H6 . .95 ?
C7 C8 . 1.387(6) ?
C7 H7 . .95 ?
C8 C9 . 1.392(6) ?
C10 C11 . 1.486(6) ?
C10 H101 . .95 ?
C10 H102 . .95 ?
C11 C12 . 1.369(7) ?
C11 C16 . 1.388(7) ?
C12 C13 . 1.382(8) ?
C12 H12 . .95 ?
C13 C14 . 1.361(9) ?
C13 H13 . .95 ?
C14 C15 . 1.366(9) ?
C14 H14 . .95 ?
C15 C16 . 1.391(8) ?
C15 H15 . .95 ?
C16 H16 . .95 ?