#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2009031.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_2009031
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  1656
_journal_page_last  1658
_publ_section_title
;
Transition metal complexes with thiosemicarbazide-based ligands.
XXXIX. [Benzoylacetone
3-methylisothiosemicarbazonato(2-)-O,N^1^,N^4^](pyridine-N)nickel(II)
;
loop_
_publ_author_name
  "Bogdanovi\'c, Goran A."
  "Spasojevi\'c-de Bir\'e, Anne"
  'Leovac, Vukadin M.'
  "\<Ce\<sljevi\'c, Valerija I."
_chemical_formula_moiety  'C17 H18 N4 Ni O S'
_chemical_formula_sum  'C17 H18 N4 Ni O S'
_chemical_formula_iupac  '[Ni (C12 H13 N3 O S) (C5 H5 N)]'
_chemical_formula_weight  385.12
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/a'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z'
_cell_length_a  11.848(2)
_cell_length_b  7.9903(15)
_cell_length_c  18.290(7)
_cell_angle_alpha  90.00
_cell_angle_beta  95.59(3)
_cell_angle_gamma  90.00
_cell_volume  1723.3(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(3)
_exptl_crystal_density_diffrn  1.484
_diffrn_ambient_temperature  293(3)
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
  Ni  .42679(2)  .02875(4)  .210546(13)  .04122(9) Uani d . 1 . Ni
  N4  .58741(14)  .0539(2)  .23219(9)  .0445(4) Uani d . 1 . N
  N1  .27328(14)  .0123(2)  .18222(9)  .0431(4) Uani d . 1 . N
  O  .42256(12)  -.0740(2)  .29969(7)  .0489(4) Uani d . 1 . O
  N3  .42611(15)  .1357(2)  .12196(9)  .0502(4) Uani d . 1 . N
  H3  .48607(15)  .1740(2)  .10485(9)  .060 Uiso calc R 1 . H
  N2  .2346(2)  .0850(2)  .11445(9)  .0491(4) Uani d . 1 . N
  C1  .3224(2)  .1477(3)  .08695(11)  .0480(5) Uani d . 1 . C
  C3  .1963(2)  -.0590(3)  .21961(12)  .0455(5) Uani d . 1 . C
  C13  .6610(2)  .0099(3)  .18437(12)  .0510(5) Uani d . 1 . C
  H13  .6330(2)  -.0360(3)  .13951(12)  .061 Uiso calc R 1 . H
  C17  .6297(2)  .1218(3)  .29593(12)  .0538(5) Uani d . 1 . C
  H17  .5799(2)  .1531(3)  .32974(12)  .065 Uiso calc R 1 . H
  S  .30648(6)  .25443(9)  .00206(3)  .0640(2) Uani d . 1 . S
  C6  .3323(2)  -.1348(3)  .32590(10)  .0422(4) Uani d . 1 . C
  C5  .2260(2)  -.1290(3)  .28981(12)  .0475(5) Uani d . 1 . C
  H5  .1676  -.1754  .3136  .057 Uiso calc . 1 . H
  C7  .3545(2)  -.2127(3)  .40012(11)  .0450(5) Uani d . 1 . C
  C14  .7762(2)  .0301(3)  .19907(14)  .0617(6) Uani d . 1 . C
  H14  .8252(2)  -.0031(3)  .16506(14)  .074 Uiso calc R 1 . H
  C4  .0756(2)  -.0638(3)  .18665(14)  .0643(7) Uani d . 1 . C
  H4A  .0698(2)  -.0115(3)  .13919(14)  .096 Uiso calc R 1 . H
  H4B  .0286(2)  -.0050(3)  .21803(14)  .096 Uiso calc R 1 . H
  H4C  .0509(2)  -.1780(3)  .18162(14)  .096 Uiso calc R 1 . H
  C12  .4560(2)  -.1844(3)  .44202(13)  .0599(6) Uani d . 1 . C
  H12  .5100  -.1153  .4239  .072 Uiso calc . 1 . H
  C10  .4001(3)  -.3599(4)  .53835(14)  .0732(8) Uani d . 1 . C
  H10  .4154  -.4095  .5842  .088 Uiso calc . 1 . H
  C8  .2758(2)  -.3150(3)  .42978(13)  .0615(6) Uani d . 1 . C
  H8  .2060  -.3344  .4033  .074 Uiso calc . 1 . H
  C15  .8176(2)  .1000(4)  .2649(2)  .0673(7) Uani d . 1 . C
  H15  .8952(2)  .1149(4)  .2761(2)  .081 Uiso calc R 1 . H
  C9  .2993(3)  -.3879(4)  .49762(15)  .0740(8) Uani d . 1 . C
  H9  .2457  -.4572  .5160  .089 Uiso calc . 1 . H
  C16  .7435(2)  .1472(3)  .31339(14)  .0637(6) Uani d . 1 . C
  H16  .7698(2)  .1961(3)  .35795(14)  .076 Uiso calc R 1 . H
  C11  .4789(3)  -.2575(4)  .51079(15)  .0746(8) Uani d . 1 . C
  H11  .5478  -.2371  .5382  .089 Uiso calc . 1 . H
  C2  .1569(2)  .2480(4)  -.02126(14)  .0693(7) Uani d . 1 . C
  H2A  .1384  .3036  -.0674  .104 Uiso calc . 1 . H
  H2B  .1195  .3033  .0162  .104 Uiso calc . 1 . H
  H2C  .1323  .1336  -.0252  .104 Uiso calc . 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
  Ni  .03948(14)  .0495(2)  .03607(13)  -.00294(11)  .01058(9)  -.00043(11)
  N4  .0417(9)  .0509(11)  .0424(9)  -.0022(7)  .0121(7)  .0044(8)
  N1  .0445(9)  .0469(10)  .0387(8)  -.0012(7)  .0083(7)  -.0040(7)
  O  .0429(7)  .0636(10)  .0416(7)  -.0065(7)  .0107(6)  .0044(7)
  N3  .0494(10)  .0626(12)  .0401(9)  -.0044(9)  .0117(7)  .0052(8)
  N2  .0527(10)  .0537(10)  .0402(9)  .0007(8)  .0018(8)  .0010(8)
  C1  .0600(13)  .0449(12)  .0398(10)  .0001(10)  .0086(9)  -.0019(9)
  C3  .0407(10)  .0433(12)  .0537(12)  -.0028(8)  .0106(9)  -.0056(9)
  C13  .0502(12)  .0582(14)  .0474(11)  .0001(10)  .0184(9)  .0031(9)
  C17  .0486(12)  .068(2)  .0464(11)  -.0027(11)  .0106(9)  -.0035(11)
  S  .0717(4)  .0737(4)  .0465(3)  -.0008(3)  .0056(3)  .0140(3)
  C6  .0472(11)  .0408(11)  .0411(10)  -.0020(8)  .0165(8)  -.0033(8)
  C5  .0439(11)  .0501(12)  .0509(11)  -.0042(9)  .0167(9)  .0000(9)
  C7  .0528(12)  .0410(11)  .0439(10)  .0017(9)  .0187(9)  -.0028(9)
  C14  .0477(12)  .072(2)  .069(2)  .0020(12)  .0243(11)  .0070(13)
  C4  .0409(12)  .072(2)  .080(2)  -.0007(11)  .0066(11)  .0073(14)
  C12  .0567(13)  .068(2)  .0558(13)  -.0013(12)  .0099(11)  .0123(12)
  C10  .105(2)  .065(2)  .0526(14)  .013(2)  .0194(14)  .0139(12)
  C8  .070(2)  .0611(15)  .0554(13)  -.0124(12)  .0175(11)  .0049(11)
  C15  .0422(12)  .078(2)  .082(2)  -.0082(12)  .0099(12)  .0133(15)
  C9  .095(2)  .069(2)  .063(2)  -.010(2)  .034(2)  .0123(13)
  C16  .0538(14)  .076(2)  .0605(14)  -.0119(12)  -.0004(11)  -.0044(13)
  C11  .080(2)  .084(2)  .059(2)  .002(2)  .0004(13)  .0169(14)
  C2  .074(2)  .072(2)  .0597(15)  .0052(14)  -.0043(13)  .0125(13)
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
  Ni O . 1.830(2) yes
  Ni N3 . 1.831(2) yes
  Ni N1 . 1.847(2) yes
  Ni N4 . 1.916(2) yes
  N4 C17 . 1.338(3) no
  N4 C13 . 1.340(3) no
  N1 C3 . 1.321(3) yes
  N1 N2 . 1.405(2) yes
  O C6 . 1.308(2) yes
  N3 C1 . 1.332(3) yes
  N2 C1 . 1.300(3) yes
  C1 S . 1.765(2) yes
  C3 C5 . 1.413(3) yes
  C3 C4 . 1.498(3) no
  C13 C14 . 1.375(3) no
  C17 C16 . 1.369(3) no
  S C2 . 1.782(3) yes
  C6 C5 . 1.365(3) yes
  C6 C7 . 1.493(3) no
  C7 C12 . 1.380(3) no
  C7 C8 . 1.390(3) no
  C14 C15 . 1.374(4) no
  C12 C11 . 1.389(3) no
  C10 C9 . 1.364(4) no
  C10 C11 . 1.373(4) no
  C8 C9 . 1.374(3) no
  C15 C16 . 1.361(3) no