#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202145.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_2202145
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o258
_journal_page_last  o260
_publ_section_title
;
Bis[(3,5-dimethylpyrazol-1-yl)ethyl] disulfide
;
loop_
_publ_author_name
  'Mills, Allison M.'
  "Chalbot, Marie-C\'ecile"
  'Bouwman, Elisabeth'
  'Spek, Anthony L.'
_chemical_formula_moiety  'C14 H22 N4 S2'
_chemical_formula_sum  'C14 H22 N4 S2'
_chemical_formula_iupac  'C14 H22 N4 S2'
_chemical_formula_weight  310.48
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y, -z+1/2'
  'x+1/2, y+1/2, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y, z-1/2'
  '-x+1/2, -y+1/2, -z'
  'x+1/2, -y+1/2, z-1/2'
_cell_length_a  28.5692(4)
_cell_length_b  4.65290(10)
_cell_length_c  26.4989(4)
_cell_angle_alpha  90.00
_cell_angle_beta  113.1370(10)
_cell_angle_gamma  90.00
_cell_volume  3239.17(10)
_cell_formula_units_Z  8
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.273
_diffrn_ambient_temperature  150(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
  S1 0.14264(2) 0.61861(9) 0.38634(2) 0.02903(13) Uani d . 1 . . S
  N11 0.25940(5) 0.4226(3) 0.40475(5) 0.0237(3) Uani d . 1 . . N
  N12 0.29367(5) 0.5698(3) 0.44833(6) 0.0269(3) Uani d . 1 . . N
  C13 0.32252(6) 0.7107(4) 0.42727(7) 0.0283(4) Uani d . 1 . . C
  C14 0.30687(6) 0.6545(4) 0.37101(7) 0.0294(4) Uani d . 1 . . C
  H14 0.3213 0.7299 0.3470 0.035 Uiso calc R 1 . . H
  C15 0.26646(6) 0.4681(4) 0.35775(6) 0.0254(3) Uani d . 1 . . C
  C16 0.22393(6) 0.2262(3) 0.41386(6) 0.0245(3) Uani d . 1 . . C
  H16A 0.2435 0.0791 0.4409 0.029 Uiso calc R 1 . . H
  H16B 0.2041 0.1261 0.3790 0.029 Uiso calc R 1 . . H
  C17 0.18738(6) 0.3718(3) 0.43443(6) 0.0258(4) Uani d . 1 . . C
  H17A 0.2074 0.4786 0.4684 0.031 Uiso calc R 1 . . H
  H17B 0.1679 0.2215 0.4442 0.031 Uiso calc R 1 . . H
  C18 0.36528(7) 0.8996(4) 0.46289(8) 0.0387(5) Uani d . 1 . . C
  H18A 0.3550 1.1015 0.4560 0.058 Uiso calc R 1 . . H
  H18B 0.3953 0.8668 0.4544 0.058 Uiso calc R 1 . . H
  H18C 0.3736 0.8540 0.5016 0.058 Uiso calc R 1 . . H
  C19 0.23507(6) 0.3249(4) 0.30469(7) 0.0322(4) Uani d . 1 . . C
  H19A 0.2399 0.1163 0.3087 0.048 Uiso calc R 1 . . H
  H19B 0.2457 0.3935 0.2758 0.048 Uiso calc R 1 . . H
  H19C 0.1991 0.3708 0.2948 0.048 Uiso calc R 1 . . H
  S2 0.106960(10)
  0.38894(10) 0.31603(2) 0.02804(13) Uani d . 1 . . S
  N21 -0.02010(5) 0.2129(3) 0.34514(5) 0.0239(3) Uani d . 1 . . N
  N22 -0.05751(5) 0.0688(3) 0.30420(5) 0.0248(3) Uani d . 1 . . N
  C23 -0.08195(6) -0.0784(3) 0.32958(7) 0.0255(4) Uani d . 1 . . C
  C24 -0.05984(6) -0.0308(4) 0.38645(7) 0.0326(4) Uani d . 1 . . C
  H24 -0.0702 -0.1110 0.4134 0.039 Uiso calc R 1 . . H
  C25 -0.02017(6) 0.1552(4) 0.39525(7) 0.0287(4) Uani d . 1 . . C
  C26 0.01606(6) 0.3825(3) 0.33189(7) 0.0259(4) Uani d . 1 . . C
  H26A 0.0311 0.5315 0.3604 0.031 Uiso calc R 1 . . H
  H26B -0.0017 0.4805 0.2963 0.031 Uiso calc R 1 . . H
  C27 0.05796(6) 0.1925(3) 0.32865(7) 0.0256(4) Uani d . 1 . . C
  H27A 0.0426 0.0502 0.2989 0.031 Uiso calc R 1 . . H
  H27B 0.0738 0.0854 0.3636 0.031 Uiso calc R 1 . . H
  C28 -0.12671(6) -0.2628(4) 0.29742(8) 0.0352(4) Uani d . 1 . . C
  H28A -0.1416 -0.1959 0.2593 0.053 Uiso calc R 1 . . H
  H28B -0.1522 -0.2505 0.3135 0.053 Uiso calc R 1 . . H
  H28C -0.1156 -0.4627 0.2984 0.053 Uiso calc R 1 . . H
  C29 0.01798(8) 0.2836(5) 0.44671(7) 0.0474(5) Uani d . 1 . . C
  H29A 0.0520 0.2116 0.4528 0.071 Uiso calc R 1 . . H
  H29B 0.0095 0.2299 0.4779 0.071 Uiso calc R 1 . . H
  H29C 0.0175 0.4933 0.4432 0.071 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
  S1 0.0208(2) 0.0240(2) 0.0379(3) -0.00120(16) 0.00672(18) 0.00146(17)
  N11 0.0191(6) 0.0256(7) 0.0241(7) -0.0018(5) 0.0062(5) -0.0005(5)
  N12 0.0211(7) 0.0279(8) 0.0287(7) -0.0021(6) 0.0066(6) -0.0043(6)
  C13 0.0215(8) 0.0233(9) 0.0408(10) 0.0011(7) 0.0131(7) -0.0019(7)
  C14 0.0251(8) 0.0300(10) 0.0376(10) 0.0013(7) 0.0169(7) 0.0036(7)
  C15 0.0229(8) 0.0279(9) 0.0249(8) 0.0060(7) 0.0090(7) 0.0037(7)
  C16 0.0223(8) 0.0238(8) 0.0247(8) -0.0015(7) 0.0063(6) 0.0038(7)
  C17 0.0226(8) 0.0283(9) 0.0245(8) -0.0033(7) 0.0073(7) 0.0024(7)
  C18 0.0278(9) 0.0364(11) 0.0530(12) -0.0079(8) 0.0171(9) -0.0121(9)
  C19 0.0271(9) 0.0432(11) 0.0257(9) 0.0015(8) 0.0096(7) 0.0013(8)
  S2 0.0187(2) 0.0391(3) 0.0254(2) -0.00171(17) 0.00767(16) 0.00647(17)
  N21 0.0181(6) 0.0276(7) 0.0249(7) -0.0028(5) 0.0072(5) -0.0013(6)
  N22 0.0190(6) 0.0281(8) 0.0254(7) -0.0028(5) 0.0068(5) -0.0043(6)
  C23 0.0200(8) 0.0254(9) 0.0326(9) -0.0003(6) 0.0120(7) -0.0040(7)
  C24 0.0334(9) 0.0386(10) 0.0308(9) -0.0062(8) 0.0178(8) 0.0001(8)
  C25 0.0266(8) 0.0350(10) 0.0244(8) -0.0028(7) 0.0099(7) -0.0021(7)
  C26 0.0210(8) 0.0263(9) 0.0297(8) -0.0030(7) 0.0092(7) 0.0021(7)
  C27 0.0203(7) 0.0266(9) 0.0286(8) -0.0023(6) 0.0084(7) 0.0022(7)
  C28 0.0253(9) 0.0356(10) 0.0471(11) -0.0060(8) 0.0169(8) -0.0114(8)
  C29 0.0444(11) 0.0637(14) 0.0285(10) -0.0173(11) 0.0085(9) -0.0070(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
  S1 C17 . 1.8156(16) yes
  S1 S2 . 2.0396(6) yes
  N11 C15 . 1.354(2) ?
  N11 N12 . 1.3683(18) ?
  N11 C16 . 1.4537(19) ?
  N12 C13 . 1.335(2) ?
  C13 C14 . 1.402(2) ?
  C13 C18 . 1.500(2) ?
  C14 C15 . 1.375(2) ?
  C14 H14 . 0.9500 ?
  C15 C19 . 1.495(2) ?
  C16 C17 . 1.514(2) ?
  C16 H16A . 0.9900 ?
  C16 H16B . 0.9900 ?
  C17 H17A . 0.9900 ?
  C17 H17B . 0.9900 ?
  C18 H18A . 0.9800 ?
  C18 H18B . 0.9800 ?
  C18 H18C . 0.9800 ?
  C19 H19A . 0.9800 ?
  C19 H19B . 0.9800 ?
  C19 H19C . 0.9800 ?
  S2 C27 . 1.8097(15) yes
  N21 C25 . 1.355(2) ?
  N21 N22 . 1.3628(17) ?
  N21 C26 . 1.4488(19) ?
  N22 C23 . 1.333(2) ?
  C23 C24 . 1.404(2) ?
  C23 C28 . 1.497(2) ?
  C24 C25 . 1.371(2) ?
  C24 H24 . 0.9500 ?
  C25 C29 . 1.495(2) ?
  C26 C27 . 1.517(2) ?
  C26 H26A . 0.9900 ?
  C26 H26B . 0.9900 ?
  C27 H27A . 0.9900 ?
  C27 H27B . 0.9900 ?
  C28 H28A . 0.9800 ?
  C28 H28B . 0.9800 ?
  C28 H28C . 0.9800 ?
  C29 H29A . 0.9800 ?
  C29 H29B . 0.9800 ?
  C29 H29C . 0.9800 ?