#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2010311.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_2010311
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1994
_journal_volume 50
_journal_page_first  2095
_journal_page_last  2096
_publ_section_title
;
Structures of Pyrazole Derivatives. III. 5-Amino-4-cyano-1-phenyl-
pyrazole
;
loop_
_publ_author_name
  'Zukerman-Schpector, J.'
  'Barreiro, E.J.'
  'Freitas, A.C.C.'
_chemical_formula_sum  'C10 H8 N4'
_chemical_formula_weight  184.2
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_cell_length_a  11.007(2)
_cell_length_b  7.7260(10)
_cell_length_c  12.194(2)
_cell_angle_alpha  90
_cell_angle_beta  115.71(2)
_cell_angle_gamma  90
_cell_volume  934.3(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  292
_exptl_crystal_density_diffrn  1.309
_refine_ls_R_factor_obs  0.0429
_refine_ls_wR_factor_obs  0.0434
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
  N(1) .0604(3) .1468(4) .2234(2)
  N(2) .0778(4) .2215(4) .1277(3)
  N(3) .1891(3) .0242(4) .4192(2)
  N(4) .5303(4) .0928(6) .3936(3)
  C(3) .2079(5) .2183(6) .1628(3)
  C(4) .2772(4) .1424(5) .2782(3)
  C(5) .1788(4) .0979(5) .3144(3)
  C(6) .4170(5) .1145(6) .3422(4)
  C(7) -.0721(4) .1321(5) .2144(3)
  C(8) -.1022(4) .1905(5) .3065(3)
  C(9) -.2331(5) .1820(6) .2914(4)
  C(10) -.3323(4) .1189(6) .1855(5)
  C(11) -.3008(5) .0600(6) .0943(4)
  C(12) -.1704(4) .0656(5) .1075(3)
  H(N3) .1025 -.0241 .4160
  H(N3)' .2791 -.0275 .4790
  H(C3) .2512 .2564 .1139
  H(C8) -.0321 .2361 .3794
  H(C9) -.2547 .2191 .3564
  H(C10) -.4241 .1177 .1737
  H(C11) -.3698 .0144 .0209
  H(C12) -.1478 .0235 .0445
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
  N(1) N(2) 1.388(5) yes
  N(1) C(7) 1.419(6) yes
  N(3) C(5) 1.358(4) yes
  C(3) C(4) 1.405(5) yes
  C(4) C(6) 1.408(7) yes
  C(7) C(12) 1.382(5) yes
  C(9) C(10) 1.369(7) yes
  C(11) C(12) 1.374(7) yes
  N(1) C(5) 1.348(5) yes
  N(2) C(3) 1.305(7) yes
  N(4) C(6) 1.139(7) yes
  C(4) C(5) 1.379(6) yes
  C(7) C(8) 1.377(6) yes
  C(8) C(9) 1.373(8) yes
  C(10) C(11) 1.378(7) yes