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#$Date: 2008-03-20 10:03:13 +0200 (Thu, 20 Mar 2008) $
#$Revision: 297 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2014401.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_2014401
_journal_name_full 'Acta Crystallographica, Section C'
_journal_year 2006
_journal_volume 62
_journal_page_first o122
_journal_page_last o124
_publ_section_title
;\
Isolated molecules in
2-ethylsulfanyl-7-methyl-4-(4-methylphenyl)pyrazolo[1,5-a][1,3,5]\
triazine and hydrogen-bonded sheets of R~2~^2^(10),
R~2~^2^(16), R~4~^4^(22) and R~4~^4^(24) rings in
2-ethylsulfanyl-7-methyl-4-(4-nitrophenyl)pyrazolo[1,5-a][1,3,5]\
triazine
;
loop_
_publ_author_name
'Insuasty, Henry'
'Estrada, Martin'
'Cobo, Justo'
'Low, John N.'
'Glidewell, Christopher'
_chemical_formula_moiety 'C15 H16 N4 S'
_chemical_formula_sum 'C15 H16 N4 S'
_chemical_formula_iupac 'C15 H16 N4 S'
_chemical_formula_weight 284.38
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'P 21/c'
_symmetry_space_group_name_Hall '-P 2ybc'
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'
_cell_length_a 16.0941(5)
_cell_length_b 5.5573(2)
_cell_length_c 15.2495(5)
_cell_angle_alpha 90.00
_cell_angle_beta 96.2994(17)
_cell_angle_gamma 90.00
_cell_volume 1355.68(8)
_cell_formula_units_Z 4
_cell_measurement_temperature 120(2)
_exptl_crystal_density_diffrn 1.393
_diffrn_ambient_temperature 120(2)
loop_
_atom_site_type_symbol
_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
S S2 0.73644(3) 0.22676(8) 0.15228(3) 0.01885(16) Uani d . 1 . .
N N1 0.85263(9) 0.5314(3) 0.22717(10) 0.0173(3) Uani d . 1 . .
N N3 0.71078(9) 0.5693(3) 0.25980(10) 0.0158(3) Uani d . 1 . .
N N5 0.80915(9) 0.8325(3) 0.32592(10) 0.0146(3) Uani d . 1 . .
N N6 0.84111(9) 1.0209(3) 0.37761(10) 0.0169(3) Uani d . 1 . .
C C2 0.77360(11) 0.4657(3) 0.22036(12) 0.0159(4) Uani d . 1 . .
C C4 0.72754(11) 0.7569(3) 0.31145(12) 0.0150(4) Uani d . 1 . .
C C7 0.92221(11) 1.0238(3) 0.36538(12) 0.0166(4) Uani d . 1 . .
C C8 0.94393(11) 0.8442(3) 0.30743(13) 0.0183(4) Uani d . 1 . .
C C9 0.87100(11) 0.7216(3) 0.28209(12) 0.0153(4) Uani d . 1 . .
C C21 0.82573(11) 0.1502(4) 0.09527(14) 0.0215(4) Uani d . 1 . .
C C22 0.80139(13) -0.0615(4) 0.03433(13) 0.0239(4) Uani d . 1 . .
C C41 0.65740(11) 0.8811(3) 0.34668(12) 0.0154(4) Uani d . 1 . .
C C42 0.57715(11) 0.7834(3) 0.32526(13) 0.0171(4) Uani d . 1 . .
C C43 0.50737(11) 0.9010(3) 0.34861(12) 0.0177(4) Uani d . 1 . .
C C44 0.51392(11) 1.1193(3) 0.39387(12) 0.0172(4) Uani d . 1 . .
C C45 0.59374(12) 1.2112(3) 0.41742(13) 0.0214(4) Uani d . 1 . .
C C46 0.66473(11) 1.0964(3) 0.39455(13) 0.0201(4) Uani d . 1 . .
C C71 0.97850(12) 1.2103(3) 0.41093(14) 0.0209(4) Uani d . 1 . .
C C441 0.43738(12) 1.2527(4) 0.41553(14) 0.0209(4) Uani d . 1 . .
H H8 0.9976 0.8138 0.2895 0.022 Uiso calc R 1 . .
H H21A 0.8420 0.2896 0.0605 0.026 Uiso calc R 1 . .
H H21B 0.8738 0.1060 0.1384 0.026 Uiso calc R 1 . .
H H22A 0.7906 -0.2031 0.0697 0.036 Uiso calc R 1 . .
H H22B 0.8471 -0.0968 -0.0012 0.036 Uiso calc R 1 . .
H H22C 0.7508 -0.0209 -0.0047 0.036 Uiso calc R 1 . .
H H42 0.5709 0.6349 0.2944 0.021 Uiso calc R 1 . .
H H43 0.4537 0.8318 0.3335 0.021 Uiso calc R 1 . .
H H44A 0.3878 1.1866 0.3807 0.031 Uiso calc R 1 . .
H H44B 0.4429 1.4237 0.4015 0.031 Uiso calc R 1 . .
H H44C 0.4315 1.2346 0.4785 0.031 Uiso calc R 1 . .
H H45 0.5997 1.3568 0.4501 0.026 Uiso calc R 1 . .
H H46 0.7184 1.1639 0.4114 0.024 Uiso calc R 1 . .
H H71A 0.9700 1.3640 0.3797 0.031 Uiso calc R 1 . .
H H71B 1.0368 1.1597 0.4111 0.031 Uiso calc R 1 . .
H H71C 0.9655 1.2293 0.4718 0.031 Uiso calc R 1 . .
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
S2 0.0159(2) 0.0200(3) 0.0207(3) -0.00095(17) 0.00251(18) -0.00497(18)
N1 0.0155(8) 0.0174(8) 0.0191(8) 0.0006(6) 0.0024(6) -0.0004(6)
N3 0.0144(7) 0.0160(8) 0.0172(8) 0.0001(6) 0.0021(6) 0.0002(6)
N5 0.0129(7) 0.0146(7) 0.0163(8) -0.0010(6) 0.0011(6) 0.0000(6)
N6 0.0149(8) 0.0178(8) 0.0179(8) -0.0038(6) 0.0004(6) -0.0018(6)
C2 0.0160(9) 0.0163(9) 0.0153(9) 0.0025(7) 0.0014(7) 0.0018(7)
C4 0.0137(8) 0.0172(9) 0.0139(9) -0.0011(7) 0.0004(7) 0.0021(7)
C7 0.0131(8) 0.0198(9) 0.0166(9) -0.0012(7) 0.0001(7) 0.0028(7)
C8 0.0139(9) 0.0202(9) 0.0209(10) 0.0001(7) 0.0025(7) 0.0018(8)
C9 0.0135(8) 0.0174(9) 0.0152(9) 0.0026(7) 0.0029(7) 0.0024(7)
C21 0.0162(9) 0.0241(10) 0.0242(11) 0.0018(8) 0.0028(8) -0.0061(8)
C22 0.0267(10) 0.0228(10) 0.0213(11) 0.0059(8) -0.0011(8) -0.0023(8)
C41 0.0140(8) 0.0177(9) 0.0145(9) 0.0006(7) 0.0016(7) 0.0025(7)
C42 0.0161(9) 0.0173(9) 0.0178(10) -0.0002(7) 0.0010(7) -0.0012(7)
C43 0.0140(9) 0.0207(9) 0.0182(10) -0.0002(7) 0.0009(7) 0.0008(7)
C44 0.0160(9) 0.0204(9) 0.0150(9) 0.0031(7) 0.0016(7) 0.0020(7)
C45 0.0200(9) 0.0198(9) 0.0242(11) -0.0002(7) 0.0022(8) -0.0054(8)
C46 0.0146(9) 0.0209(10) 0.0249(11) -0.0021(7) 0.0021(8) -0.0050(8)
C71 0.0169(9) 0.0229(10) 0.0223(11) -0.0050(7) -0.0001(8) -0.0002(8)
C441 0.0170(9) 0.0239(10) 0.0219(11) 0.0035(7) 0.0024(8) -0.0023(8)
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 C2 . 1.316(2) no
N1 C9 . 1.361(2) no
C2 N3 . 1.360(2) no
C2 S2 . 1.7499(19) no
S2 C21 . 1.8099(19) no
C21 C22 . 1.524(3) no
C21 H21A . 0.99 no
C21 H21B . 0.99 no
C22 H22A . 0.98 no
C22 H22B . 0.98 no
C22 H22C . 0.98 no
N3 C4 . 1.317(2) no
C4 N5 . 1.374(2) no
C4 C41 . 1.474(3) no
C41 C46 . 1.400(3) no
C41 C42 . 1.406(2) no
C42 C43 . 1.379(3) no
C42 H42 . 0.95 no
C43 C44 . 1.394(3) no
C43 H43 . 0.95 no
C44 C45 . 1.392(3) no
C44 C441 . 1.505(3) no
C45 C46 . 1.386(3) no
C45 H45 . 0.95 no
C46 H46 . 0.95 no
C441 H44A . 0.98 no
C441 H44B . 0.98 no
C441 H44C . 0.98 no
N5 N6 . 1.376(2) no
N5 C9 . 1.401(2) no
N6 C7 . 1.339(2) no
C7 C8 . 1.402(3) no
C7 C71 . 1.497(2) no
C71 H71A . 0.98 no
C71 H71B . 0.98 no
C71 H71C . 0.98 no
C8 C9 . 1.376(3) no
C8 H8 . 0.95 no