#------------------------------------------------------------------------------
#$Date: 2011-01-02 20:00:31 +0000 (Sun, 02 Jan 2011) $
#$Revision: 5310 $
#$URL: svn://www.crystallography.net/cod/cif/2/2013045.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_2013045
loop_
_publ_author_name
'Usman, Anwar'
'Razak, Ibrahim Abdul'
'Chantrapromma, Suchada'
'Fun, Hoong-Kun'
'Philip, Varughese'
'Sreekanth, A.'
'Prathapachandra Kurup, M. R.'
_publ_section_title
;
Di-2-pyridyl ketone N^4^,N^4^-(butane-1,4-diyl)thiosemicarbazone
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              o652
_journal_page_last               o654
_journal_volume                  58
_journal_year                    2002
_chemical_formula_moiety         'C16 H17 N5 S'
_chemical_formula_sum            'C16 H17 N5 S'
_chemical_formula_weight         311.41
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                103.753(2)
_cell_angle_beta                 90.361(2)
_cell_angle_gamma                90.3920(10)
_cell_formula_units_Z            4
_cell_length_a                   9.0068(7)
_cell_length_b                   11.2034(8)
_cell_length_c                   15.8750(12)
_cell_measurement_temperature    293(2)
_cell_volume                     1555.9(2)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.329
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2013045
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
S1A 0.24904(11) 0.13556(8) 0.49540(7) 0.0486(3) Uani d . 1 . . S
C4A -0.0523(4) 0.3447(3) 0.3265(2) 0.0446(9) Uani d . 1 . . C
H4AA -0.0639 0.3004 0.3687 0.053 Uiso calc R 1 . . H
N2A 0.3176(3) 0.6097(2) 0.50737(18) 0.0385(7) Uani d . 1 . . N
N3A 0.1811(3) 0.3692(2) 0.44349(17) 0.0341(6) Uani d . 1 . . N
N4A 0.2692(3) 0.3802(2) 0.51489(17) 0.0375(7) Uani d . 1 . . N
H4AB 0.3031 0.4512 0.5416 0.045 Uiso calc R 1 . . H
N5A 0.3875(3) 0.3041(3) 0.61600(18) 0.0434(7) Uani d . 1 . . N
C3A -0.1393(4) 0.3179(4) 0.2524(2) 0.0543(10) Uani d . 1 . . C
H3AB -0.2106 0.2557 0.2442 0.065 Uiso calc R 1 . . H
C2A -0.1192(5) 0.3842(4) 0.1915(3) 0.0596(12) Uani d . 1 . . C
H2AB -0.1773 0.3690 0.1414 0.071 Uiso calc R 1 . . H
C1A -0.0112(6) 0.4739(4) 0.2061(2) 0.0618(12) Uani d . 1 . . C
H1AA 0.0039 0.5173 0.1636 0.074 Uiso calc R 1 . . H
N1A 0.0742(4) 0.5029(3) 0.27790(19) 0.0505(8) Uani d . 1 . . N
C5A 0.0518(4) 0.4376(3) 0.3372(2) 0.0352(8) Uani d . 1 . . C
C6A 0.1492(3) 0.4663(3) 0.41616(19) 0.0294(7) Uani d . 1 . . C
C7A 0.1956(4) 0.5944(3) 0.4556(2) 0.0315(7) Uani d . 1 . . C
C8A 0.1147(4) 0.6943(3) 0.4439(2) 0.0384(8) Uani d . 1 . . C
H8AA 0.0306 0.6825 0.4085 0.046 Uiso calc R 1 . . H
C9A 0.1607(4) 0.8114(3) 0.4853(2) 0.0454(9) Uani d . 1 . . C
H9AA 0.1069 0.8793 0.4789 0.054 Uiso calc R 1 . . H
C10A 0.2864(4) 0.8266(3) 0.5359(3) 0.0499(10) Uani d . 1 . . C
H10A 0.3208 0.9048 0.5632 0.060 Uiso calc R 1 . . H
C11A 0.3599(4) 0.7244(3) 0.5453(2) 0.0476(9) Uani d . 1 . . C
H11A 0.4446 0.7353 0.5802 0.057 Uiso calc R 1 . . H
C12A 0.3042(4) 0.2780(3) 0.5444(2) 0.0360(8) Uani d . 1 . . C
C13A 0.4499(5) 0.2082(4) 0.6547(3) 0.0559(11) Uani d . 1 . . C
H13A 0.5022 0.1471 0.6118 0.067 Uiso calc R 1 . . H
H13B 0.3726 0.1676 0.6802 0.067 Uiso calc R 1 . . H
C14A 0.5544(6) 0.2780(5) 0.7228(3) 0.0854(16) Uani d . 1 . . C
H14A 0.5562 0.2419 0.7727 0.103 Uiso calc R 1 . . H
H14B 0.6542 0.2771 0.7001 0.103 Uiso calc R 1 . . H
C15A 0.4983(7) 0.4042(5) 0.7474(3) 0.0895(17) Uani d . 1 . . C
H15A 0.5787 0.4620 0.7682 0.107 Uiso calc R 1 . . H
H15B 0.4246 0.4122 0.7926 0.107 Uiso calc R 1 . . H
C16A 0.4300(5) 0.4276(4) 0.6658(2) 0.0532(10) Uani d . 1 . . C
H16A 0.3439 0.4801 0.6790 0.064 Uiso calc R 1 . . H
H16B 0.5012 0.4654 0.6344 0.064 Uiso calc R 1 . . H
S1B 0.77432(12) 0.32572(9) 0.94732(7) 0.0497(3) Uani d . 1 . . S
C4B 0.4791(4) 0.1999(3) 1.1507(2) 0.0413(8) Uani d . 1 . . C
H4BA 0.4942 0.2435 1.1084 0.050 Uiso calc R 1 . . H
N2B 0.8171(3) -0.1209(3) 1.00160(18) 0.0400(7) Uani d . 1 . . N
N3B 0.7010(3) 0.1248(2) 1.03527(18) 0.0367(7) Uani d . 1 . . N
N4B 0.7913(3) 0.0941(2) 0.96568(17) 0.0380(7) Uani d . 1 . . N
H4BB 0.8257 0.0207 0.9502 0.046 Uiso calc R 1 . . H
N5B 0.9116(3) 0.1327(3) 0.85051(18) 0.0405(7) Uani d . 1 A . N
C3B 0.3826(4) 0.2426(3) 1.2177(2) 0.0467(9) Uani d . 1 . . C
H3BB 0.3317 0.3155 1.2212 0.056 Uiso calc R 1 . . H
C2B 0.3621(4) 0.1763(3) 1.2796(2) 0.0463(9) Uani d . 1 . . C
H2BB 0.2958 0.2021 1.3248 0.056 Uiso calc R 1 . . H
C1B 0.4427(4) 0.0712(4) 1.2722(2) 0.0499(10) Uani d . 1 . . C
H1BA 0.4307 0.0275 1.3147 0.060 Uiso calc R 1 . . H
N1B 0.5370(3) 0.0273(3) 1.20830(18) 0.0446(7) Uani d . 1 . . N
C5B 0.5534(3) 0.0910(3) 1.1472(2) 0.0319(7) Uani d . 1 . . C
C6B 0.6564(3) 0.0404(3) 1.0736(2) 0.0322(7) Uani d . 1 . . C
C7B 0.6931(4) -0.0921(3) 1.0489(2) 0.0333(7) Uani d . 1 . . C
C8B 0.6039(4) -0.1824(3) 1.0684(2) 0.0424(9) Uani d . 1 . . C
H8BA 0.5169 -0.1614 1.0996 0.051 Uiso calc R 1 . . H
C9B 0.6442(5) -0.3035(3) 1.0415(3) 0.0542(10) Uani d . 1 . . C
H9BA 0.5851 -0.3652 1.0543 0.065 Uiso calc R 1 . . H
C10B 0.7730(5) -0.3323(4) 0.9955(3) 0.0581(11) Uani d . 1 . . C
H10B 0.8040 -0.4134 0.9779 0.070 Uiso calc R 1 . . H
C11B 0.8545(4) -0.2387(4) 0.9763(3) 0.0511(10) Uani d . 1 . . C
H11B 0.9404 -0.2585 0.9439 0.061 Uiso calc R 1 . . H
C12B 0.8283(4) 0.1793(3) 0.9196(2) 0.0370(8) Uani d . 1 . . C
C13B 0.9658(5) 0.2058(4) 0.7913(3) 0.0556(11) Uani d D 1 . . C
H13E 1.0576 0.2469 0.8118 0.067 Uiso d PR 0.684(19) A 2 H
H13F 0.8939 0.2652 0.7836 0.067 Uiso d PR 0.684(19) A 2 H
H13C 1.0161 0.2786 0.8231 0.067 Uiso d PR 0.316(19) A 1 H
H13D 0.8857 0.2290 0.7585 0.067 Uiso d PR 0.316(19) A 1 H
C14B 1.082(2) 0.1260(16) 0.7404(14) 0.060(6) Uani d P 0.316(19) A 1 C
H14C 1.0848 0.1375 0.6818 0.072 Uiso calc PR 0.316(19) A 1 H
H14D 1.1784 0.1464 0.7673 0.072 Uiso calc PR 0.316(19) A 1 H
C14C 0.9950(15) 0.1081(7) 0.7086(5) 0.068(3) Uani d PD 0.684(19) A 2 C
H14E 0.9056 0.0897 0.6734 0.082 Uiso calc PR 0.684(19) A 2 H
H14F 1.0722 0.1348 0.6747 0.082 Uiso calc PR 0.684(19) A 2 H
C15B 1.0426(6) 0.0006(5) 0.7391(3) 0.0831(16) Uani d D 1 . . C
H15E 1.0259 -0.0758 0.6975 0.100 Uiso d PR 0.684(19) A 2 H
H15F 1.1471 0.0101 0.7514 0.100 Uiso d PR 0.684(19) A 2 H
H15C 1.1353 -0.0409 0.7400 0.100 Uiso d PR 0.316(19) A 1 H
H15D 0.9862 -0.0421 0.6894 0.100 Uiso d PR 0.316(19) A 1 H
C16B 0.9585(4) 0.0040(3) 0.8218(2) 0.0444(9) Uani d . 1 A . C
H16C 0.8732 -0.0511 0.8108 0.053 Uiso calc R 1 . . H
H16D 1.0220 -0.0188 0.8649 0.053 Uiso calc 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
S1A 0.0605(6) 0.0325(5) 0.0564(6) -0.0019(4) -0.0033(5) 0.0180(4)
C4A 0.046(2) 0.048(2) 0.039(2) -0.0014(18) -0.0016(17) 0.0105(17)
N2A 0.0368(16) 0.0331(16) 0.0455(17) -0.0001(13) -0.0029(14) 0.0092(13)
N3A 0.0367(15) 0.0336(15) 0.0325(15) 0.0021(12) 0.0003(13) 0.0088(12)
N4A 0.0453(17) 0.0283(15) 0.0385(17) -0.0008(13) -0.0077(14) 0.0076(12)
N5A 0.0503(18) 0.0438(18) 0.0402(17) 0.0058(15) -0.0058(15) 0.0181(14)
C3A 0.053(2) 0.057(3) 0.046(2) -0.004(2) -0.007(2) -0.002(2)
C2A 0.073(3) 0.058(3) 0.039(2) 0.022(2) -0.015(2) -0.005(2)
C1A 0.109(4) 0.048(2) 0.031(2) 0.014(3) -0.006(2) 0.0131(18)
N1A 0.082(2) 0.0373(17) 0.0339(17) -0.0005(16) -0.0012(16) 0.0121(14)
C5A 0.045(2) 0.0279(17) 0.0310(18) 0.0071(15) 0.0022(15) 0.0034(14)
C6A 0.0325(17) 0.0266(16) 0.0291(17) 0.0032(13) 0.0047(14) 0.0065(13)
C7A 0.0352(18) 0.0316(17) 0.0293(17) -0.0005(14) 0.0081(15) 0.0101(14)
C8A 0.0401(19) 0.0342(19) 0.041(2) 0.0019(16) -0.0010(16) 0.0098(16)
C9A 0.056(2) 0.0306(19) 0.052(2) 0.0052(17) 0.0042(19) 0.0148(17)
C10A 0.058(2) 0.033(2) 0.058(2) -0.0122(18) -0.001(2) 0.0073(18)
C11A 0.044(2) 0.045(2) 0.052(2) -0.0104(18) -0.0087(18) 0.0069(18)
C12A 0.0358(19) 0.0343(19) 0.041(2) 0.0047(15) 0.0067(16) 0.0159(15)
C13A 0.058(3) 0.060(3) 0.060(3) 0.007(2) -0.007(2) 0.035(2)
C14A 0.096(4) 0.096(4) 0.078(4) -0.006(3) -0.030(3) 0.049(3)
C15A 0.125(5) 0.085(4) 0.058(3) 0.002(3) -0.032(3) 0.017(3)
C16A 0.062(3) 0.054(2) 0.042(2) 0.001(2) -0.0055(19) 0.0096(19)
S1B 0.0603(6) 0.0350(5) 0.0567(6) 0.0043(5) 0.0055(5) 0.0165(4)
C4B 0.052(2) 0.037(2) 0.0355(19) 0.0021(17) -0.0028(17) 0.0084(16)
N2B 0.0353(16) 0.0376(17) 0.0463(18) 0.0050(13) 0.0001(14) 0.0085(14)
N3B 0.0386(16) 0.0330(15) 0.0382(16) 0.0012(13) 0.0022(13) 0.0082(13)
N4B 0.0437(17) 0.0304(15) 0.0405(17) 0.0050(13) 0.0088(14) 0.0094(13)
N5B 0.0457(18) 0.0381(17) 0.0398(17) -0.0005(14) 0.0072(14) 0.0132(13)
C3B 0.050(2) 0.043(2) 0.042(2) 0.0112(18) -0.0012(18) -0.0003(17)
C2B 0.043(2) 0.051(2) 0.039(2) 0.0023(18) 0.0043(17) -0.0013(18)
C1B 0.060(3) 0.055(2) 0.035(2) 0.007(2) 0.0118(19) 0.0104(18)
N1B 0.0533(19) 0.0472(18) 0.0350(16) 0.0094(15) 0.0054(15) 0.0125(14)
C5B 0.0325(17) 0.0349(18) 0.0272(17) -0.0026(14) -0.0038(14) 0.0056(14)
C6B 0.0328(18) 0.0357(18) 0.0291(17) -0.0009(14) -0.0038(14) 0.0098(14)
C7B 0.0392(19) 0.0343(18) 0.0266(17) -0.0006(15) -0.0078(15) 0.0077(14)
C8B 0.049(2) 0.040(2) 0.039(2) -0.0006(17) -0.0004(17) 0.0105(16)
C9B 0.072(3) 0.038(2) 0.056(3) -0.010(2) -0.002(2) 0.0176(19)
C10B 0.074(3) 0.032(2) 0.067(3) 0.010(2) -0.001(2) 0.0083(19)
C11B 0.048(2) 0.045(2) 0.059(3) 0.0108(19) 0.0033(19) 0.0101(19)
C12B 0.0351(19) 0.0364(19) 0.041(2) -0.0031(15) -0.0024(16) 0.0124(16)
C13B 0.057(3) 0.064(3) 0.056(3) 0.002(2) 0.013(2) 0.035(2)
C14B 0.044(10) 0.093(12) 0.053(11) 0.024(8) 0.019(8) 0.039(9)
C14C 0.068(7) 0.095(6) 0.053(5) 0.018(5) 0.014(4) 0.038(4)
C15B 0.111(4) 0.078(4) 0.059(3) 0.016(3) 0.037(3) 0.011(3)
C16B 0.049(2) 0.041(2) 0.041(2) -0.0039(17) 0.0036(17) 0.0056(17)
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
S1A C12A . 1.671(4) yes
C4A C5A . 1.376(5) ?
C4A C3A . 1.379(5) ?
C4A H4AA . 0.9300 ?
N2A C11A . 1.335(4) ?
N2A C7A . 1.353(4) ?
N3A C6A . 1.297(4) yes
N3A N4A . 1.361(3) yes
N4A C12A . 1.374(4) yes
N4A H4AB . 0.8600 ?
N5A C12A . 1.330(4) ?
N5A C16A . 1.468(5) ?
N5A C13A . 1.471(4) ?
C3A C2A . 1.364(6) ?
C3A H3AB . 0.9300 ?
C2A C1A . 1.372(6) ?
C2A H2AB . 0.9300 ?
C1A N1A . 1.344(5) ?
C1A H1AA . 0.9300 ?
N1A C5A . 1.338(4) ?
C5A C6A . 1.496(4) ?
C6A C7A . 1.479(4) ?
C7A C8A . 1.388(4) ?
C8A C9A . 1.380(5) ?
C8A H8AA . 0.9300 ?
C9A C10A . 1.370(5) ?
C9A H9AA . 0.9300 ?
C10A C11A . 1.365(5) ?
C10A H10A . 0.9300 ?
C11A H11A . 0.9300 ?
C13A C14A . 1.498(6) ?
C13A H13A . 0.9700 ?
C13A H13B . 0.9700 ?
C14A C15A . 1.468(7) ?
C14A H14A . 0.9700 ?
C14A H14B . 0.9700 ?
C15A C16A . 1.509(5) ?
C15A H15A . 0.9700 ?
C15A H15B . 0.9700 ?
C16A H16A . 0.9700 ?
C16A H16B . 0.9700 ?
S1B C12B . 1.670(3) yes
C4B C3B . 1.375(5) ?
C4B C5B . 1.385(4) ?
C4B H4BA . 0.9300 ?
N2B C11B . 1.331(4) ?
N2B C7B . 1.348(4) ?
N3B C6B . 1.303(4) yes
N3B N4B . 1.354(4) yes
N4B C12B . 1.375(4) yes
N4B H4BB . 0.8600 ?
N5B C12B . 1.335(4) ?
N5B C13B . 1.469(4) ?
N5B C16B . 1.471(4) ?
C3B C2B . 1.377(5) ?
C3B H3BB . 0.9300 ?
C2B C1B . 1.370(5) ?
C2B H2BB . 0.9300 ?
C1B N1B . 1.331(4) ?
C1B H1BA . 0.9300 ?
N1B C5B . 1.343(4) ?
C5B C6B . 1.501(4) ?
C6B C7B . 1.482(4) ?
C7B C8B . 1.381(5) ?
C8B C9B . 1.374(5) ?
C8B H8BA . 0.9300 ?
C9B C10B . 1.373(6) ?
C9B H9BA . 0.9300 ?
C10B C11B . 1.370(5) ?
C10B H10B . 0.9300 ?
C11B H11B . 0.9300 ?
C13B C14B . 1.489(14) ?
C13B C14C . 1.522(7) ?
C13B H13E . 0.9599 ?
C13B H13F . 0.9599 ?
C13B H13C . 0.9598 ?
C13B H13D . 0.9601 ?
C14B C15B . 1.440(18) ?
C14B H13E . 1.5635 ?
C14B H14C . 0.9700 ?
C14B H14D . 0.9700 ?
C14B H15F . 1.4767 ?
C14C C15B . 1.466(7) ?
C14C H14E . 0.9700 ?
C14C H14F . 0.9700 ?
C15B C16B . 1.512(5) ?
C15B H15E . 0.9598 ?
C15B H15F . 0.9600 ?
C15B H15C . 0.9601 ?
C15B H15D . 0.9599 ?
C16B H16C . 0.9700 ?
C16B H16D . 0.9700 ?