#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200919.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_2200919
loop_
_publ_author_name
'Low, John Nicolson'
'Cobo, Justo'
'Nogueras, Manuel'
'S\'anchez, Adolfo'
'Rengifo, Emerson'
'Abonia, Rodrigo'
_publ_section_title
;
5-Amino-4-(benzotriazol-1-ylmethyl)-1-phenyl-3-tert-butylpyrazole
;
_journal_name_full               'Acta Crystallographica, Section E'
_journal_page_first              o53
_journal_page_last               o54
_journal_volume                  58
_journal_year                    2002
_chemical_formula_iupac          'C20 H22 N6'
_chemical_formula_moiety         'C20 H22 N6'
_chemical_formula_sum            'C20 H22 N6'
_chemical_formula_weight         346.44
_chemical_melting_point          397
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 108.86(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.465(3)
_cell_length_b                   15.135(3)
_cell_length_c                   9.1558(18)
_cell_measurement_temperature    100.0(10)
_cell_volume                     1765.8(6)
_diffrn_ambient_temperature      100.0(10)
_exptl_crystal_density_diffrn    1.303
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '397K' was changed to '397' - the
value should be numeric and without a unit designator.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               2200919
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_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
N1 .22730(13) .03333(12) .69269(19) .0172(4) Uani d . 1 . . N
C11 .27550(16) .07547(15) .8375(2) .0177(5) Uani d . 1 . . C
C12 .35843(17) .03735(15) .9512(2) .0208(5) Uani d . 1 . . C
C13 .40553(17) .08237(16) 1.0868(2) .0237(6) Uani d . 1 . . C
C14 .37268(18) .16631(16) 1.1102(3) .0239(6) Uani d . 1 . . C
C15 .28992(18) .20431(15) .9951(3) .0245(6) Uani d . 1 . . C
C16 .24104(18) .15984(15) .8595(3) .0208(5) Uani d . 1 . . C
N2 .17458(13) .08611(12) .56890(19) .0189(4) Uani d . 1 . . N
C3 .13923(15) .03215(14) .4493(2) .0161(5) Uani d . 1 . . C
C31 .07902(17) .07128(15) .2936(2) .0198(5) Uani d . 1 . . C
C311 .15601(18) .08983(17) .2048(3) .0268(6) Uani d . 1 . . C
C312 -.00729(17) .00835(16) .1993(3) .0256(6) Uani d . 1 . . C
C313 .02710(18) .15873(15) .3159(3) .0260(6) Uani d . 1 . . C
C4 .16794(16) -.05694(15) .4945(2) .0169(5) Uani d . 1 . . C
C41 .15031(18) -.13986(15) .4001(3) .0210(5) Uani d . 1 . . C
N41 .21879(14) -.14572(12) .3031(2) .0211(5) Uani d . 1 . . N
N42 .17663(16) -.16008(13) .1497(2) .0256(5) Uani d . 1 . . N
N43 .25208(16) -.16117(13) .0880(2) .0270(5) Uani d . 1 . . N
C43A .34558(19) -.14769(15) .2043(3) .0224(6) Uani d . 1 . . C
C44 .44820(19) -.14220(15) .1991(3) .0270(6) Uani d . 1 . . C
C45 .5256(2) -.12518(16) .3343(3) .0298(6) Uani d . 1 . . C
C46 .50479(19) -.11511(16) .4743(3) .0289(6) Uani d . 1 . . C
C47 .40509(18) -.12115(16) .4821(3) .0247(6) Uani d . 1 . . C
C47A .32551(17) -.13719(15) .3428(3) .0204(5) Uani d . 1 . . C
C5 .22172(16) -.05349(15) .6496(2) .0182(5) Uani d . 1 . . C
N51 .26680(16) -.12086(13) .7537(2) .0230(5) Uani d . 1 . . N
H12 .3828 -.0197 .9359 .025 Uiso calc R 1 . . H
H13 .4615 .0554 1.1655 .028 Uiso calc R 1 . . H
H14 .4062 .1973 1.2034 .029 Uiso calc R 1 . . H
H15 .2666 .2618 1.0099 .029 Uiso calc R 1 . . H
H16 .1843 .1864 .7816 .025 Uiso calc R 1 . . H
H31A .2093 .1321 .2629 .040 Uiso calc R 1 . . H
H31B .1177 .1146 .1033 .040 Uiso calc R 1 . . H
H31C .1902 .0346 .1916 .040 Uiso calc R 1 . . H
H31D .0246 -.0410 .1612 .038 Uiso calc R 1 . . H
H31E -.0553 .0403 .1117 .038 Uiso calc R 1 . . H
H31F -.0463 -.0145 .2649 .038 Uiso calc R 1 . . H
H31G -.0224 .1473 .3721 .039 Uiso calc R 1 . . H
H31H -.0105 .1844 .2148 .039 Uiso calc R 1 . . H
H31I .0812 .2001 .3750 .039 Uiso calc R 1 . . H
H41A .1634 -.1915 .4700 .025 Uiso calc R 1 . . H
H41B .0761 -.1421 .3330 .025 Uiso calc R 1 . . H
H44 .4631 -.1500 .1053 .032 Uiso calc R 1 . . H
H45 .5959 -.1199 .3342 .036 Uiso calc R 1 . . H
H46 .5614 -.1038 .5660 .035 Uiso calc R 1 . . H
H47 .3909 -.1148 .5767 .030 Uiso calc R 1 . . H
H51 .2579 -.1161 .8434 .028 Uiso d R 1 . . H
H52 .2428 -.1708 .7092 .028 Uiso d 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
N1 .0158(10) .0177(11) .0168(9) .0002(8) .0036(8) -.0008(9)
C11 .0158(12) .0199(12) .0180(12) -.0020(10) .0063(9) .0001(10)
C12 .0193(12) .0207(13) .0202(12) .0008(10) .0036(10) -.0025(11)
C13 .0196(12) .0256(14) .0222(13) .0012(10) .0018(10) .0000(11)
C14 .0238(13) .0238(14) .0209(12) -.0047(11) .0028(10) -.0026(11)
C15 .0270(13) .0191(13) .0257(13) -.0002(11) .0061(11) -.0025(11)
C16 .0170(11) .0220(13) .0203(12) .0005(10) .0019(10) -.0020(11)
N2 .0150(9) .0202(11) .0196(10) .0013(8) .0028(8) .0032(9)
C3 .0104(11) .0200(13) .0188(11) -.0023(9) .0058(9) -.0019(10)
C31 .0137(11) .0229(13) .0205(12) -.0022(10) .0024(9) .0003(10)
C311 .0228(13) .0313(15) .0263(13) -.0045(11) .0082(11) .0035(12)
C312 .0172(12) .0291(14) .0253(12) -.0025(11) -.0001(10) -.0006(11)
C313 .0210(13) .0241(14) .0278(13) .0017(11) .0007(10) .0041(11)
C4 .0117(11) .0197(12) .0183(11) -.0011(9) .0033(9) -.0010(10)
C41 .0196(12) .0212(13) .0213(12) -.0016(10) .0052(10) -.0004(10)
N41 .0233(11) .0212(11) .0167(10) -.0022(9) .0036(9) -.0027(8)
N42 .0327(12) .0234(11) .0187(10) -.0011(9) .0056(9) -.0027(9)
N43 .0323(12) .0271(12) .0224(11) .0031(10) .0099(10) -.0010(9)
C43A .0285(14) .0171(13) .0215(13) .0042(10) .0077(11) .0019(10)
C44 .0319(15) .0254(14) .0289(14) .0093(11) .0170(12) .0074(11)
C45 .0232(13) .0302(15) .0390(15) .0080(11) .0141(12) .0115(12)
C46 .0202(13) .0316(15) .0309(14) .0033(11) .0029(11) .0067(12)
C47 .0220(13) .0283(14) .0238(13) .0040(11) .0075(11) .0008(11)
C47A .0187(12) .0165(12) .0252(13) .0023(10) .0060(10) -.0010(10)
C5 .0135(11) .0187(12) .0222(12) .0010(10) .0055(9) .0009(10)
N51 .0299(12) .0181(11) .0195(11) .0010(9) .0060(10) .0011(9)
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
N1 C5 . 1.367(3) no
N1 N2 . 1.381(2) no
N1 C11 . 1.425(3) no
C11 C12 . 1.383(3) no
C11 C16 . 1.395(3) no
C12 C13 . 1.378(3) no
C12 H12 . .9500 no
C13 C14 . 1.385(3) no
C13 H13 . .9500 no
C14 C15 . 1.387(3) no
C14 H14 . .9500 no
C15 C16 . 1.378(3) no
C15 H15 . .9500 no
C16 H16 . .9500 no
N2 C3 . 1.325(3) no
C3 C4 . 1.427(3) no
C3 C31 . 1.514(3) no
C31 C312 . 1.534(3) no
C31 C311 . 1.536(3) no
C31 C313 . 1.541(3) no
C311 H31A . .9800 no
C311 H31B . .9800 no
C311 H31C . .9800 no
C312 H31D . .9800 no
C312 H31E . .9800 no
C312 H31F . .9800 no
C313 H31G . .9800 no
C313 H31H . .9800 no
C313 H31I . .9800 no
C4 C5 . 1.371(3) no
C4 C41 . 1.499(3) no
C41 N41 . 1.475(3) no
C41 H41A . .9900 no
C41 H41B . .9900 no
N41 N42 . 1.352(2) no
N41 C47A . 1.370(3) no
N42 N43 . 1.312(3) no
N43 C43A . 1.376(3) no
C43A C47A . 1.388(3) no
C43A C44 . 1.401(3) no
C44 C45 . 1.361(3) no
C44 H44 . .9500 no
C45 C46 . 1.405(3) no
C45 H45 . .9500 no
C46 C47 . 1.370(3) no
C46 H46 . .9500 no
C47 C47A . 1.396(3) no
C47 H47 . .9500 no
C5 N51 . 1.394(3) no
N51 H51 . .87 no
N51 H52 . .87 no