#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2200102.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_2200102
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o200
_journal_page_last  o201
_publ_section_title
;
4-Chloro-2-methylthio-6-(1-piperidyl)pyrimidine
;
loop_
_publ_author_name
  'Lynch, Daniel E.'
  'McClenaghan, Ian'
_chemical_formula_moiety  'C10 H14 Cl N3 S'
_chemical_formula_sum  'C10 H14 Cl N3 S'
_chemical_formula_weight  243.75
_chemical_melting_point  '356-358 K'
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P b c a'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  '-x, y+1/2, -z+1/2'
  'x+1/2, -y+1/2, -z'
  '-x, -y, -z'
  'x-1/2, y, -z-1/2'
  'x, -y-1/2, z-1/2'
  '-x-1/2, y-1/2, z'
_cell_length_a  13.189(3)
_cell_length_b  8.577(2)
_cell_length_c  20.195(4)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  2284.4(8)
_cell_formula_units_Z  8
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.417
_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
  N1  .40565(10)  -.13958(15)  .41858(7)  .0247(3) Uani d . 1 . . N
  C2  .36235(12)  -.08692(18)  .47313(8)  .0242(3) Uani d . 1 . . C
  S2  .25591(3)  .03635(5)  .46554(2)  .02906(16) Uani d . 1 . . S
  C21  .23515(14)  .0312(2)  .37775(9)  .0352(5) Uani d . 1 . . C
  H21  .2952  .0714  .3549  .044 Uiso calc R 1 . . H
  H22  .1763  .0958  .3666  .044 Uiso calc R 1 . . H
  H23  .2226  -.0766  .3638  .044 Uiso calc R 1 . . H
  N3  .38882(11)  -.11320(16)  .53622(7)  .0269(3) Uani d . 1 . . N
  C4  .46762(14)  -.20955(19)  .54096(8)  .0254(4) Uani d . 1 . . C
  Cl4  .50641(4)  -.25289(5)  .62175(2)  .03458(17) Uani d . 1 . . Cl
  C5  .52051(13)  -.27526(18)  .48988(9)  .0263(4) Uani d . 1 . . C
  H5  .5758  -.3443  .4970  .033 Uiso calc R 1 . . H
  C6  .48734(13)  -.23358(19)  .42617(9)  .0245(4) Uani d . 1 . . C
  N61  .53176(13)  -.28667(19)  .36979(7)  .0322(4) Uani d . 1 . . N
  C62  .62913(15)  -.3687(2)  .36993(9)  .0361(4) Uani d . 1 . . C
  H621  .6263  -.4571  .3384  .045 Uiso calc R 1 . . H
  H622  .6423  -.4113  .4147  .045 Uiso calc R 1 . . H
  C63  .71465(15)  -.2595(2)  .35043(10)  .0382(5) Uani d . 1 . . C
  H631  .7217  -.1764  .3841  .048 Uiso calc R 1 . . H
  H632  .7792  -.3181  .3486  .048 Uiso calc R 1 . . H
  C64  .69324(15)  -.1868(2)  .28338(9)  .0368(4) Uani d . 1 . . C
  H641  .6953  -.2686  .2488  .046 Uiso calc R 1 . . H
  H642  .7463  -.1089  .2731  .046 Uiso calc R 1 . . H
  C65  .58996(15)  -.1084(2)  .28281(9)  .0335(4) Uani d . 1 . . C
  H651  .5912  -.0169  .3127  .042 Uiso calc R 1 . . H
  H652  .5748  -.0710  .2375  .042 Uiso calc R 1 . . H
  C66  .50718(14)  -.2200(2)  .30501(9)  .0326(4) Uani d . 1 . . C
  H661  .4418  -.1636  .3077  .041 Uiso calc R 1 . . H
  H662  .4999  -.3047  .2721  .041 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
  N1  .0219(7)  .0245(6)  .0276(7)  -.0012(5)  -.0001(5)  .0001(5)
  C2  .0221(8)  .0206(7)  .0299(8)  -.0014(6)  -.0010(6)  -.0008(6)
  S2  .0269(3)  .0295(3)  .0308(3)  .00478(17)  -.00029(16)  -.00190(17)
  C21  .0332(11)  .0412(11)  .0313(10)  .0100(8)  -.0053(7)  .0003(7)
  N3  .0275(8)  .0266(7)  .0267(7)  -.0008(6)  .0003(5)  -.0004(5)
  C4  .0272(9)  .0257(8)  .0233(8)  -.0045(7)  -.0013(7)  .0024(6)
  Cl4  .0401(3)  .0392(3)  .0245(3)  .00439(19)  -.00355(17)  .00434(17)
  C5  .0258(9)  .0243(8)  .0288(9)  .0006(6)  -.0001(7)  .0028(7)
  C6  .0235(9)  .0227(8)  .0273(9)  -.0037(6)  .0024(6)  -.0012(6)
  N61  .0301(9)  .0389(9)  .0277(8)  .0078(7)  .0033(6)  .0019(6)
  C62  .0378(11)  .0374(10)  .0331(9)  .0143(8)  .0062(7)  .0011(7)
  C63  .0303(10)  .0520(11)  .0324(10)  .0071(9)  -.0017(8)  -.0063(8)
  C64  .0338(10)  .0444(10)  .0321(9)  -.0048(9)  .0039(8)  -.0038(8)
  C65  .0436(11)  .0320(9)  .0249(8)  .0019(8)  -.0006(7)  -.0025(7)
  C66  .0307(10)  .0444(11)  .0227(9)  .0036(7)  -.0005(7)  -.0030(7)
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 . 1.320(2) ?
  N1 C6 . 1.354(2) ?
  C2 N3 . 1.340(2) ?
  C2 S2 . 1.7641(17) ?
  S2 C21 . 1.7944(18) ?
  C21 H21 .  .98 ?
  C21 H22 .  .98 ?
  C21 H23 .  .98 ?
  N3 C4 . 1.331(2) ?
  C4 C5 . 1.367(2) ?
  C4 Cl4 . 1.7499(17) ?
  C5 C6 . 1.405(2) ?
  C5 H5 .  .95 ?
  C6 N61 . 1.359(2) ?
  N61 C62 . 1.464(2) ?
  N61 C66 . 1.464(2) ?
  C62 C63 . 1.518(3) ?
  C62 H621 .  .99 ?
  C62 H622 .  .99 ?
  C63 C64 . 1.517(3) ?
  C63 H631 .  .99 ?
  C63 H632 .  .99 ?
  C64 C65 . 1.519(3) ?
  C64 H641 .  .99 ?
  C64 H642 .  .99 ?
  C65 C66 . 1.519(3) ?
  C65 H651 .  .99 ?
  C65 H652 .  .99 ?
  C66 H661 .  .99 ?
  C66 H662 .  .99 ?