#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006231.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_2006231
_journal_name_full 'Acta Crystallographica'
_journal_year 1997
_journal_volume C53
_journal_page_first 779
_journal_page_last 781
_publ_section_title
;
Dicyclohexylammonium (N,N-Dicyclohexylthiocarbamoylthio)acetate
;
loop_
_publ_author_name
 'Ng, Seik Weng'
_chemical_formula_moiety 'C~12~H~24~N 1+, C~15~H~24~NO~2~S~2~ 1-'
_chemical_formula_sum 'C27 H48 N2 O2 S2'
_chemical_formula_iupac 'C12 H24 N1 1+, C15 H24 N1 O2 S2 1-'
_chemical_formula_weight 496.79
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M 'P 21/c'
loop_
_symmetry_equiv_pos_as_xyz
 'x, y, z'
 'x, -y+1/2, z+1/2'
 '-x, -y, -z'
 '-x, y-1/2, -z-1/2'
_cell_length_a 9.2523(7)
_cell_length_b 30.1160(10)
_cell_length_c 10.2195(7)
_cell_angle_alpha 90
_cell_angle_beta 95.203(3)
_cell_angle_gamma 90
_cell_volume 2835.9(3)
_cell_formula_units_Z 4
_cell_measurement_temperature 298(2)
_exptl_crystal_density_diffrn 1.164
_diffrn_ambient_temperature 298(2)
_refine_ls_R_factor_obs  .0453
_refine_ls_wR_factor_obs  .1150
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
 S1  .27492(6)  .13738(2)  .68776(7)  .0630(2) Uani d . 1 . S
 S2  .53582(8)  .16493(2)  .86079(6)  .0661(2) Uani d . 1 . S
 O1  .2778(2)  .05463(5)  .9858(2)  .0670(5) Uani d . 1 . O
 O2  .4016(2)  .05290(5)  .8090(2)  .0560(4) Uani d . 1 . O
 N1  .4944(2)  .18132(6)  .6035(2)  .0499(4) Uani d D 1 . N
 N2  .3223(2)  -.02538(6) 1.1032(2)  .0385(4) Uani d . 1 . N
 H1  .318(3)  .0021(9) 1.055(2)  .066(7) Uiso d . 1 . H
 H2  .422(3)  -.0319(8) 1.132(2)  .062(7) Uiso d . 1 . H
 C1  .3158(2)  .07010(7)  .8805(2)  .0464(5) Uani d . 1 . C
 C2  .2458(3)  .11444(8)  .8448(3)  .0672(7) Uani d . 1 . C
 H2A  .2804(3)  .13578(8)  .9115(3)  .101 Uiso calc R 1 . H
 H2B  .1420(3)  .11137(8)  .8491(3)  .101 Uiso calc R 1 . H
 C3  .4467(2)  .16351(7)  .7116(2)  .0443(5) Uani d . 1 . C
 C4  .4336(6)  .1863(3)  .4670(6)  .040(2) Uani d PD  .50 1 C
 H4  .5052(6)  .2021(3)  .4193(6)  .060 Uiso calc PR  .50 1 H
 C5  .3960(10)
 .1430(3)  .3940(10)
 .041(2) Uani d PD  .50 1 C
 H5A  .3160(10)
  .1282(3)  .4310(10)
 .062 Uiso calc PR  .50 1 H
 H5B  .4790(10)
  .1232(3)  .3990(10)
 .062 Uiso calc PR  .50 1 H
 C6  .3520(10)
 .1561(3)  .2498(9)  .055(2) Uani d PD  .50 1 C
 H6A  .4310(10)
  .1719(3)  .2141(9)  .083 Uiso calc PR  .50 1 H
 H6B  .3310(10)
  .1297(3)  .1972(9)  .083 Uiso calc PR  .50 1 H
 C7  .2176(9)  .1857(3)  .2458(8)  .062(2) Uani d PD  .50 1 C
 H7A  .1398(9)  .1703(3)  .2843(8)  .093 Uiso calc PR  .50 1 H
 H7B  .1848(9)  .1929(3)  .1554(8)  .093 Uiso calc PR  .50 1 H
 C8  .2570(10)
 .2285(4)  .3232(9)  .050(2) Uani d PD  .50 1 C
 H8A  .1740(10)
  .2485(4)  .3172(9)  .075 Uiso calc PR  .50 1 H
 H8B  .3370(10)
  .2434(4)  .2867(9)  .075 Uiso calc PR  .50 1 H
 C9  .2993(6)  .2162(2)  .4684(5)  .0420(10)
  Uani d PD  .50 1 C
 H9A  .3218(6)  .2426(2)  .5204(5)  .063 Uiso calc PR  .50 1 H
 H9B  .2208(6)  .2004(2)  .5050(5)  .063 Uiso calc PR  .50 1 H
 C4'  .3820(7)  .1833(3)  .4831(6)  .045(2) Uani d PD  .50 2 C
 H4'  .2929(7)  .1716(3)  .5151(6)  .068 Uiso calc PR  .50 2 H
 C5'  .4200(10)
  .1498(4)  .3800(10)
 .059(4) Uani d PD  .50 2 C
 H5'1  .4340(10)
   .1209(4)  .4220(10)
  .089 Uiso calc PR  .50 2 H
 H5'2  .5110(10)
   .1584(4)  .3480(10)
  .089 Uiso calc PR  .50 2 H
 C6'  .3050(10)
  .1457(3)  .2640(10)
 .080(3) Uani d PD  .50 2 C
 H6'1  .3430(10)
   .1272(3)  .1970(10)
  .120 Uiso calc PR  .50 2 H
 H6'2  .2200(10)
   .1310(3)  .2930(10)
  .120 Uiso calc PR  .50 2 H
 C7'  .2610(10)
  .1901(3)  .2049(8)  .069(2) Uani d PD  .50 2 C
 H7'1  .1780(10)
   .1860(3)  .1409(8)  .104 Uiso calc PR  .50 2 H
 H7'2  .3400(10)
   .2018(3)  .1590(8)  .104 Uiso calc PR  .50 2 H
 C8'  .2220(10)
  .2236(4)  .3070(10)
 .066(4) Uani d PD  .50 2 C
 H8'1  .1310(10)
   .2149(4)  .3400(10)
  .100 Uiso calc PR  .50 2 H
 H8'2  .2080(10)
   .2524(4)  .2650(10)
  .100 Uiso calc PR  .50 2 H
 C9'  .3370(10)
  .2277(2)  .4228(8)  .082(2) Uani d PD  .50 2 C
 H9'1  .4220(10)
   .2423(2)  .3934(8)  .122 Uiso calc PR  .50 2 H
 H9'2  .3000(10)
   .2464(2)  .4895(8)  .122 Uiso calc PR  .50 2 H
 C10  .6554(6)  .1945(2)  .6253(7)  .042(2) Uani d PD  .50 3 C
 H10  .6995(6)  .1831(2)  .7095(7)  .064 Uiso calc PR  .50 3 H
 C11  .7446(9)  .1799(3)  .5105(7)  .061(2) Uani d PD  .50 3 C
 H11A  .7095(9)  .1947(3)  .4294(7)  .091 Uiso calc PR  .50 3 H
 H11B  .7384(9)  .1481(3)  .4972(7)  .091 Uiso calc PR  .50 3 H
 C12  .9040(10)
  .1942(4)  .555(2)  .089(5) Uani d PD  .50 3 C
 H12A  .9310(10)
   .1853(4)  .645(2)  .134 Uiso calc PR  .50 3 H
 H12B  .9720(10)
   .1809(4)  .499(2)  .134 Uiso calc PR  .50 3 H
 C13  .9047(9)  .2450(4)  .5420(7)  .071(3) Uani d PD  .50 3 C
 H13A  .8589(9)  .2543(4)  .4573(7)  .107 Uiso calc PR  .50 3 H
 H13B 1.0029(9)  .2566(4)  .5527(7)  .107 Uiso calc PR  .50 3 H
 C14  .8170(10)
  .2607(4)  .6540(10)
 .070(3) Uani d PD  .50 3 C
 H14A  .8210(10)
   .2928(4)  .6620(10)
  .105 Uiso calc PR  .50 3 H
 H14B  .8560(10)
   .2481(4)  .7370(10)
  .105 Uiso calc PR  .50 3 H
 C15  .6570(10)
  .2455(3)  .623(2)  .060(4) Uani d PD  .50 3 C
 H15A  .5970(10)
   .2572(3)  .688(2)  .089 Uiso calc PR  .50 3 H
 H15B  .6200(10)
   .2563(3)  .537(2)  .089 Uiso calc PR  .50 3 H
 C10'  .6293(7)  .2037(2)  .5866(9)  .059(2) Uani d PD  .50 4 C
 H10'  .6101(7)  .2124(2)  .4943(9)  .089 Uiso calc PR  .50 4 H
 C11'  .7447(8)  .1702(3)  .5723(9)  .075(3) Uani d PD  .50 4 C
 H11C  .7098(8)  .1485(3)  .5067(9)  .113 Uiso calc PR  .50 4 H
 H11D  .7654(8)  .1547(3)  .6551(9)  .113 Uiso calc PR  .50 4 H
 C12'  .8850(10)
   .1910(4)  .532(2)  .080(4) Uani d PD  .50 4 C
 H12C  .9630(10)
   .1700(4)  .550(2)  .120 Uiso calc PR  .50 4 H
 H12D  .8740(10)
   .1961(4)  .438(2)  .120 Uiso calc PR  .50 4 H
 C13'  .9260(10)
   .2338(4)  .5990(10)
  .106(4) Uani d PD  .50 4 C
 H13C 1.0010(10)
   .2476(4)  .5530(10)
  .159 Uiso calc PR  .50 4 H
 H13D  .9690(10)
   .2269(4)  .6870(10)
  .159 Uiso calc PR  .50 4 H
 C14'  .807(2)  .2674(4)  .6110(10)
  .088(5) Uani d PD  .50 4 C
 H14C  .791(2)  .2832(4)  .5280(10)
  .133 Uiso calc PR  .50 4 H
 H14D  .841(2)  .2888(4)  .6780(10)
  .133 Uiso calc PR  .50 4 H
 C15'  .6630(10)
   .2484(3)  .645(2)  .064(4) Uani d PD  .50 4 C
 H15C  .6650(10)
   .2462(3)  .740(2)  .096 Uiso calc PR  .50 4 H
 H15D  .5860(10)
   .2688(3)  .615(2)  .096 Uiso calc PR  .50 4 H
 C16  .2513(2)  -.01666(6) 1.2271(2)  .0407(5) Uani d . 1 . C
 H16  .1547(2)  -.00429(6) 1.2027(2)  .061 Uiso calc R 1 . H
 C17  .3392(3)  .01768(8) 1.3071(2)  .0585(6) Uani d . 1 . C
 H17A  .3450(3)  .04459(8) 1.2557(2)  .088 Uiso calc R 1 . H
 H17B  .4370(3)  .00668(8) 1.3282(2)  .088 Uiso calc R 1 . H
 C18  .2706(3)  .02832(9) 1.4344(2)  .0720(7) Uani d . 1 . C
 H18A  .3332(3)  .04859(9) 1.4870(2)  .108 Uiso calc R 1 . H
 H18B  .1781(3)  .04297(9) 1.4131(2)  .108 Uiso calc R 1 . H
 C19  .2476(3)  -.01305(9) 1.5130(2)  .0739(8) Uani d . 1 . C
 H19A  .1960(3)  -.00548(9) 1.5884(2)  .111 Uiso calc R 1 . H
 H19B  .3409(3)  -.02542(9) 1.5450(2)  .111 Uiso calc R 1 . H
 C20  .1617(3)  -.04737(9) 1.4305(2)  .0680(7) Uani d . 1 . C
 H20A  .0646(3)  -.03617(9) 1.4065(2)  .102 Uiso calc R 1 . H
 H20B  .1533(3)  -.07417(9) 1.4819(2)  .102 Uiso calc R 1 . H
 C21  .2335(3)  -.05847(7) 1.3066(2)  .0532(6) Uani d . 1 . C
 H21A  .3278(3)  -.07179(7) 1.3300(2)  .080 Uiso calc R 1 . H
 H21B  .1744(3)  -.07973(7) 1.2543(2)  .080 Uiso calc R 1 . H
 C22  .2592(2)  -.06181(6) 1.0154(2)  .0386(4) Uani d . 1 . C
 H22  .2740(2)  -.09012(6) 1.0620(2)  .058 Uiso calc R 1 . H
 C23  .3407(2)  -.06333(8)  .8933(2)  .0496(5) Uani d . 1 . C
 H23A  .4432(2)  -.06818(8)  .9183(2)  .074 Uiso calc R 1 . H
 H23B  .3303(2)  -.03513(8)  .8475(2)  .074 Uiso calc R 1 . H
 C24  .2819(3)  -.10060(9)  .8023(2)  .0609(6) Uani d . 1 . C
 H24A  .3301(3)  -.09972(9)  .7220(2)  .091 Uiso calc R 1 . H
 H24B  .3035(3)  -.12899(9)  .8445(2)  .091 Uiso calc R 1 . H
 C25  .1196(3)  -.09669(9)  .7688(2)  .0664(7) Uani d . 1 . C
 H25A  .0851(3)  -.12239(9)  .7180(2)  .100 Uiso calc R 1 . H
 H25B  .0991(3)  -.07049(9)  .7151(2)  .100 Uiso calc R 1 . H
 C26  .0394(2)  -.09350(9)  .8915(2)  .0626(7) Uani d . 1 . C
 H26A  .0498(2)  -.12122(9)  .9397(2)  .094 Uiso calc R 1 . H
 H26B  -.0631(2)  -.08881(9)  .8665(2)  .094 Uiso calc R 1 . H
 C27  .0976(2)  -.05567(8)  .9792(2)  .0486(5) Uani d . 1 . C
 H27A  .0472(2)  -.05498(8) 1.0584(2)  .073 Uiso calc R 1 . H
 H27B  .0805(2)  -.02763(8)  .9337(2)  .073 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  .0462(3)  .0713(4)  .0713(4)  -.0038(3)  .0049(3)  .0295(3)
 S2  .0844(5)  .0639(4)  .0474(3)  .0075(3)  -.0089(3)  .0034(3)
 O1  .0720(10)
 .0590(10)
  .0740(10)
   .0105(8)  .0254(9)  .0257(9)
 O2  .0474(9)  .0590(10)
   .0630(10)
 .0108(7)  .0113(7)  .0014(8)
 N1  .0560(10)
 .0500(10)
  .0440(10)
   -.0089(9)  .0075(8)  .0053(8)
 N2  .0348(9)  .0400(10)
   .0415(9)  .0020(7)  .0069(7)  .0031(7)
 C1  .0370(10)
 .0460(10)
  .0570(10)
   -.0012(9)  .0080(10)
   .0100(10)
 C2  .063(2)  .061(2)  .084(2)  .0150(10)
 .0390(10)
 .0290(10)
 C3  .0470(10)
 .0410(10)
  .0460(10)
   .0093(9)  .0067(9)  .0067(9)
 C4  .036(3)  .051(3)  .036(3)  .005(3)  .019(2)  .011(2)
 C5  .033(3)  .039(4)  .052(4)  .001(3)  .006(3)  .001(3)
 C6  .071(5)  .051(4)  .043(3)  -.011(3)  .006(3)  .000(3)
 C7  .060(5)  .071(5)  .051(5)  -.011(4)  -.018(3)  .015(4)
 C8  .041(5)  .045(4)  .062(5)  .003(3)  -.012(3)  .013(3)
 C9  .038(3)  .037(3)  .049(3)  .002(2)  -.003(2)  .013(2)
 C4'  .057(5)  .050(3)  .032(3)  .001(4)  .022(3)  .014(2)
 C5'  .054(6)  .052(5)  .070(6)  -.007(4)  -.007(4)  .001(4)
 C6'  .097(8)  .068(6)  .070(6)  .000(5)  -.021(5)  -.001(4)
 C7'  .073(6)  .073(5)  .060(5)  -.006(4)  -.007(4)  .007(4)
 C8'  .059(7)  .067(6)  .069(5)  -.002(4)  -.015(4)  .015(4)
 C9'  .109(7)  .049(4)  .083(6)  .016(4)  -.013(5)  .006(4)
 C10  .034(3)  .042(4)  .051(4)  .004(2)  .000(2)  .024(3)
 C11  .049(4)  .050(4)  .084(5)  -.005(3)  .017(4)  -.007(3)
 C12  .041(5)  .120(10)
  .110(10)
  -.009(5)  .022(6)  -.029(8)
 C13  .034(4)  .109(7)  .069(5)  -.024(4)  -.001(3)  -.019(4)
 C14  .067(5)  .063(6)  .080(7)  -.026(4)  .018(4)  -.013(5)
 C15  .039(5)  .066(7)  .075(6)  -.011(4)  .012(4)  -.028(4)
 C10'  .070(5)  .032(4)  .081(6)  .001(3)  .035(4)  .010(4)
 C11'  .037(3)  .056(4)  .128(8)  .009(3)  -.019(5)  -.001(5)
 C12'  .068(7)  .091(8)  .080(5)  .010(5)  -.001(5)  -.024(5)
 C13'  .049(4)  .118(9)  .150(10)
 -.011(5)  -.032(6)  -.035(8)
 C14'  .088(7)  .068(5)  .110(10)
 -.022(4)  .021(7)  .013(6)
 C15'  .071(7)  .043(5)  .073(6)  .000(4)  -.022(4)  -.006(4)
 C16  .0400(10)
  .0450(10)
   .0390(10)
 .0035(9)  .0080(8)  .0014(9)
 C17  .067(2)  .0530(10)
   .0570(10)
 -.0100(10)
  .0100(10)
   -.0050(10)
 C18  .101(2)  .060(2)  .0560(10)
 -.009(2)  .0160(10)
   -.0130(10)
 C19  .102(2)  .078(2)  .0430(10)
 -.002(2)  .0160(10)
   -.0030(10)
 C20  .092(2)  .064(2)  .0520(10)
 -.0070(10)
  .0260(10)
   .0040(10)
 C21  .068(2)  .0480(10)
   .0460(10)
 -.0040(10)
  .0170(10)
   .0020(10)
 C22  .0370(10)
  .0390(10)
   .0410(10)
 .0020(8)  .0085(8)  .0017(8)
 C23  .0440(10)
  .0590(10)
   .0480(10)
 -.0020(10)
  .0148(9)  -.0030(10)
 C24  .0600(10)
  .071(2)  .0540(10)
 .0010(10)
 .0200(10)
  -.0150(10)
 C25  .063(2)  .082(2)  .0550(10)
 -.0110(10)
  .0100(10)
   -.0210(10)
 C26  .0470(10)
  .078(2)  .063(2)  -.0120(10)
  .0110(10)
   -.0170(10)
 C27  .0380(10)
  .0560(10)
   .0500(10) .0000(10)
  .0090(9)  -.0080(10)
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 C2 . 1.789(2) yes
 S1 C3 . 1.770(2) yes
 S2 C3 . 1.667(2) yes
 O1 C1 . 1.252(3) yes
 O2 C1 . 1.240(3) yes
 N1 C3 . 1.338(3) yes
 N1 C4 . 1.464(6) yes
 N1 C10 . 1.538(6) yes
 N1 C4' . 1.539(6) yes
 N1 C10' . 1.442(6) yes
 N2 C16 . 1.501(2) yes
 N2 C22 . 1.501(3) yes
 C1 C2 . 1.514(3) no
 C4 C5 . 1.529(8) no
 C4 C9 . 1.535(7) no
 C5 C6 . 1.541(8) no
 C6 C7 . 1.526(8) no
 C7 C8 . 1.538(8) no
 C8 C9 . 1.546(8) no
 C4' C9' . 1.515(7) no
 C4' C5' . 1.520(8) no
 C5' C6' . 1.529(8) no
 C6' C7' . 1.509(8) no
 C7' C8' . 1.517(9) no
 C8' C9' . 1.525(8) no
 C10 C15 . 1.536(8) no
 C10 C11 . 1.557(8) no
 C11 C12 . 1.567(9) no
 C12 C13 . 1.535(9) no
 C13 C14 . 1.542(8) no
 C14 C15 . 1.548(8) no
 C10' C11' . 1.485(7) no
 C10' C15' . 1.494(8) no
 C11' C12' . 1.529(9) no
 C12' C13' . 1.492(9) no
 C13' C14' . 1.506(9) no
 C14' C15' . 1.521(8) no
 C16 C17 . 1.509(3) no
 C16 C21 . 1.515(3) no
 C17 C18 . 1.532(3) no
 C18 C19 . 1.508(4) no
 C19 C20 . 1.513(4) no
 C20 C21 . 1.520(3) no
 C22 C23 . 1.516(3) no
 C22 C27 . 1.519(3) no
 C23 C24 . 1.526(3) no
 C24 C25 . 1.514(3) no
 C25 C26 . 1.516(3) no
 C26 C27 . 1.518(3) no
 N2 O1 . 2.706(2) yes
 N2 O2 3_657 2.757(2) yes