#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202318.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_2202318
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  m500
_journal_page_last  m501
_publ_section_title
;
(2-Dimethylaminoethyl)dimethylammonium dichlorotrimethyltin
;
loop_
_publ_author_name
  'Mark Schormann'
_chemical_formula_moiety  'C6 H17 N2 1+, C3 H9 Cl2 Sn 1-'
_chemical_formula_sum  'C9 H26 Cl2 N2 Sn'
_chemical_formula_structural  'TMEDA(H) Me3SnCl2'
_chemical_formula_iupac  '(C6 H17 N2) [Sn Cl2 (C1 H3)2]'
_chemical_formula_weight  351.91
_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  14.480(3)
_cell_length_b  12.278(3)
_cell_length_c  19.366(4)
_cell_angle_alpha  90.00
_cell_angle_beta  107.41(3)
_cell_angle_gamma  90.00
_cell_volume  3285.3(11)
_cell_formula_units_Z  8
_cell_measurement_temperature  140.0(10)
_exptl_crystal_density_diffrn  1.423
_diffrn_ambient_temperature  140.0(10)
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
  Sn2 0.014081(19) 0.556680(19) 0.251070(14) 0.03232(9) Uani d . 1 . . Sn
  Cl3 0.03415(7) 0.55849(8) 0.39133(5) 0.0421(2) Uani d . 1 . . Cl
  Cl4 -0.01007(7) 0.55207(7) 0.11094(5) 0.0386(2) Uani d . 1 . . Cl
  C4 -0.1273(3) 0.4902(3) 0.2314(2) 0.0403(9) Uani d . 1 . . C
  H4A -0.1313 0.4522 0.2737 0.060 Uiso calc R 1 . . H
  H4B -0.1403 0.4405 0.1914 0.060 Uiso calc R 1 . . H
  H4C -0.1741 0.5480 0.2202 0.060 Uiso calc R 1 . . H
  C5 0.0282(4) 0.7292(3) 0.2528(2) 0.0624(14) Uani d . 1 . . C
  H5A 0.0024 0.7572 0.2046 0.094 Uiso calc R 1 . . H
  H5B 0.0953 0.7485 0.2715 0.094 Uiso calc R 1 . . H
  H5C -0.0067 0.7598 0.2833 0.094 Uiso calc R 1 . . H
  C6 0.1467(3) 0.4674(3) 0.2713(2) 0.0475(10) Uani d . 1 . . C
  H6A 0.1726 0.4770 0.2315 0.071 Uiso calc R 1 . . H
  H6B 0.1346 0.3914 0.2766 0.071 Uiso calc R 1 . . H
  H6C 0.1925 0.4937 0.3149 0.071 Uiso calc R 1 . . H
  Sn1 0.501915(18) 0.92434(2) 0.226317(14) 0.03468(9) Uani d . 1 . . Sn
  Cl1 0.35102(8) 0.93494(8) 0.10841(7) 0.0548(3) Uani d . 1 . . Cl
  Cl2 0.64762(8) 0.91704(8) 0.34484(6) 0.0548(3) Uani d . 1 . . Cl
  C1 0.5313(3) 0.7642(3) 0.1968(2) 0.0523(11) Uani d . 1 . . C
  H1A 0.4767 0.7377 0.1590 0.078 Uiso calc R 1 . . H
  H1B 0.5431 0.7171 0.2381 0.078 Uiso calc R 1 . . H
  H1C 0.5874 0.7654 0.1801 0.078 Uiso calc R 1 . . H
  C2 0.5652(3) 1.0560(3) 0.1852(2) 0.0515(11) Uani d . 1 . . C
  H2A 0.6303 1.0671 0.2156 0.077 Uiso calc R 1 . . H
  H2B 0.5280 1.1209 0.1847 0.077 Uiso calc R 1 . . H
  H2C 0.5657 1.0394 0.1369 0.077 Uiso calc R 1 . . H
  C3 0.4076(3) 0.9478(3) 0.2907(3) 0.0567(12) Uani d . 1 . . C
  H3A 0.4256 1.0130 0.3189 0.085 Uiso calc R 1 . . H
  H3B 0.4124 0.8866 0.3225 0.085 Uiso calc R 1 . . H
  H3C 0.3422 0.9544 0.2599 0.085 Uiso calc R 1 . . H
  N3 0.1938(2) 1.2334(2) 0.08305(17) 0.0353(7) Uani d . 1 . . N
  H1* 0.254(3) 0.788(3) 0.068(2) 0.053(12) Uiso d . 1 . . H
  C31 0.1171(3) 1.3175(3) 0.0753(2) 0.0459(10) Uani d . 1 . . C
  H31A 0.1023 1.3502 0.0282 0.069 Uiso calc R 1 . . H
  H31B 0.1398 1.3725 0.1117 0.069 Uiso calc R 1 . . H
  H31C 0.0599 1.2841 0.0810 0.069 Uiso calc R 1 . . H
  C32 0.2174(3) 1.1817(3) 0.1561(2) 0.0515(11) Uani d . 1 . . C
  H32A 0.2667 1.1276 0.1606 0.077 Uiso calc R 1 . . H
  H32B 0.1604 1.1480 0.1620 0.077 Uiso calc R 1 . . H
  H32C 0.2403 1.2364 0.1927 0.077 Uiso calc R 1 . . H
  C33 0.1679(3) 1.1484(3) 0.0248(2) 0.0464(10) Uani d . 1 . . C
  H33A 0.2087 1.0849 0.0400 0.056 Uiso calc R 1 . . H
  H33B 0.1011 1.1262 0.0160 0.056 Uiso calc R 1 . . H
  N4 0.2776(3) 1.2438(3) -0.0287(2) 0.0508(9) Uani d . 1 . . N
  C41 0.3548(4) 1.1639(5) -0.0235(3) 0.0865(18) Uani d . 1 . . C
  H41A 0.3552 1.1116 0.0134 0.130 Uiso calc R 1 . . H
  H41B 0.4161 1.2006 -0.0115 0.130 Uiso calc R 1 . . H
  H41C 0.3434 1.1273 -0.0691 0.130 Uiso calc R 1 . . H
  C42 0.2776(4) 1.3220(3) -0.0848(3) 0.0657(14) Uani d . 1 . . C
  H42A 0.3408 1.3539 -0.0748 0.099 Uiso calc R 1 . . H
  H42B 0.2310 1.3780 -0.0858 0.099 Uiso calc R 1 . . H
  H42C 0.2611 1.2857 -0.1308 0.099 Uiso calc R 1 . . H
  C43 0.1816(3) 1.1943(4) -0.0431(2) 0.0525(11) Uani d . 1 . . C
  H43A 0.1743 1.1367 -0.0786 0.063 Uiso calc R 1 . . H
  H43B 0.1323 1.2487 -0.0631 0.063 Uiso calc R 1 . . H
  H3* 0.251(3) 1.267(3) 0.077(2) 0.046(12) Uiso d . 1 . . H
  N1 0.1964(2) 0.7465(3) 0.07453(17) 0.0373(7) Uani d . 1 . . N
  C11 0.1200(3) 0.8252(3) 0.0782(2) 0.0472(10) Uani d . 1 . . C
  H11A 0.0973 0.8636 0.0331 0.071 Uiso calc R 1 . . H
  H11B 0.1462 0.8762 0.1166 0.071 Uiso calc R 1 . . H
  H11C 0.0671 0.7866 0.0871 0.071 Uiso calc R 1 . . H
  C12 0.2337(3) 0.6854(3) 0.1429(2) 0.0561(12) Uani d . 1 . . C
  H12A 0.2826 0.6352 0.1389 0.084 Uiso calc R 1 . . H
  H12B 0.1817 0.6459 0.1526 0.084 Uiso calc R 1 . . H
  H12C 0.2610 0.7353 0.1818 0.084 Uiso calc R 1 . . H
  C13 0.1587(3) 0.6754(4) 0.0086(3) 0.0554(12) Uani d . 1 . . C
  H13A 0.1117 0.6247 0.0167 0.066 Uiso calc R 1 . . H
  H13B 0.1260 0.7206 -0.0325 0.066 Uiso calc R 1 . . H
  N2 0.3215(3) 0.6824(3) -0.0040(2) 0.0619(11) Uani d . 1 . . N
  C21 0.3063(4) 0.7594(5) -0.0644(3) 0.0825(17) Uani d . 1 . . C
  H21A 0.2503 0.8032 -0.0674 0.124 Uiso calc R 1 . . H
  H21B 0.2964 0.7197 -0.1087 0.124 Uiso calc R 1 . . H
  H21C 0.3620 0.8054 -0.0565 0.124 Uiso calc R 1 . . H
  C22 0.4052(4) 0.6144(5) 0.0026(3) 0.0790(16) Uani d . 1 . . C
  H22A 0.4132 0.5649 0.0423 0.118 Uiso calc R 1 . . H
  H22B 0.4618 0.6593 0.0111 0.118 Uiso calc R 1 . . H
  H22C 0.3962 0.5739 -0.0413 0.118 Uiso calc R 1 . . H
  C23 0.2368(3) 0.6133(4) -0.0087(3) 0.0600(13) Uani d . 1 . . C
  H23A 0.2562 0.5528 0.0247 0.072 Uiso calc R 1 . . H
  H23B 0.2124 0.5837 -0.0572 0.072 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
  Sn2 0.03840(16) 0.02992(14) 0.02921(15) 0.00226(10) 0.01097(11) 0.00064(10)
  Cl3 0.0476(6) 0.0504(6) 0.0279(5) 0.0076(4) 0.0108(4) -0.0009(4)
  Cl4 0.0421(6) 0.0464(5) 0.0284(5) 0.0026(4) 0.0121(4) 0.0043(4)
  C4 0.038(2) 0.050(2) 0.034(2) 0.0006(17) 0.0138(18) -0.0020(18)
  C5 0.108(4) 0.028(2) 0.059(3) 0.001(2) 0.036(3) -0.002(2)
  C6 0.041(2) 0.064(3) 0.037(2) 0.013(2) 0.0103(19) 0.007(2)
  Sn1 0.03152(15) 0.03421(15) 0.03855(16) 0.00027(10) 0.01087(12) 0.00076(11)
  Cl1 0.0468(6) 0.0418(5) 0.0607(7) -0.0034(4) -0.0070(5) 0.0031(5)
  Cl2 0.0521(7) 0.0546(6) 0.0465(6) 0.0114(5) -0.0023(5) -0.0058(5)
  C1 0.056(3) 0.040(2) 0.058(3) 0.0089(19) 0.012(2) -0.003(2)
  C2 0.051(3) 0.049(2) 0.054(3) -0.0102(19) 0.017(2) 0.003(2)
  C3 0.054(3) 0.063(3) 0.062(3) 0.007(2) 0.030(2) 0.005(2)
  N3 0.0312(18) 0.0416(17) 0.0321(17) -0.0020(14) 0.0081(14) 0.0004(14)
  C31 0.043(2) 0.047(2) 0.044(2) 0.0075(18) 0.0065(19) -0.0032(19)
  C32 0.054(3) 0.052(2) 0.042(3) -0.005(2) 0.005(2) 0.015(2)
  C33 0.046(3) 0.046(2) 0.049(3) -0.0095(19) 0.017(2) -0.008(2)
  N4 0.049(2) 0.053(2) 0.056(2) -0.0063(17) 0.0239(19) 0.0067(18)
  C41 0.070(4) 0.094(4) 0.102(5) 0.014(3) 0.037(4) 0.045(4)
  C42 0.070(3) 0.057(3) 0.079(4) 0.007(2) 0.037(3) 0.013(3)
  C43 0.054(3) 0.065(3) 0.040(3) -0.002(2) 0.017(2) -0.008(2)
  N1 0.0336(19) 0.0419(17) 0.0357(18) 0.0000(14) 0.0093(15) -0.0030(15)
  C11 0.046(3) 0.055(2) 0.041(2) 0.0108(19) 0.013(2) 0.004(2)
  C12 0.049(3) 0.058(3) 0.056(3) 0.002(2) 0.006(2) 0.019(2)
  C13 0.045(3) 0.061(3) 0.060(3) -0.011(2) 0.014(2) -0.025(2)
  N2 0.064(3) 0.077(3) 0.055(3) -0.033(2) 0.034(2) -0.016(2)
  C21 0.086(4) 0.098(4) 0.074(4) -0.007(3) 0.039(3) -0.010(3)
  C22 0.071(4) 0.094(4) 0.080(4) -0.012(3) 0.036(3) -0.011(3)
  C23 0.060(3) 0.065(3) 0.057(3) -0.015(2) 0.022(3) -0.019(2)
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
  Sn2 C5 . 2.127(4) ?
  Sn2 C4 . 2.130(4) ?
  Sn2 C6 . 2.143(4) ?
  Sn2 Cl4 . 2.6311(11) ?
  Sn2 Cl3 . 2.6441(11) ?
  C4 H4A . 0.9600 ?
  C4 H4B . 0.9600 ?
  C4 H4C . 0.9600 ?
  C5 H5A . 0.9600 ?
  C5 H5B . 0.9600 ?
  C5 H5C . 0.9600 ?
  C6 H6A . 0.9600 ?
  C6 H6B . 0.9600 ?
  C6 H6C . 0.9600 ?
  Sn1 C1 . 2.126(4) ?
  Sn1 C3 . 2.126(4) ?
  Sn1 C2 . 2.126(4) ?
  Sn1 Cl2 . 2.6135(15) ?
  Sn1 Cl1 . 2.6494(15) ?
  C1 H1A . 0.9600 ?
  C1 H1B . 0.9600 ?
  C1 H1C . 0.9600 ?
  C2 H2A . 0.9600 ?
  C2 H2B . 0.9600 ?
  C2 H2C . 0.9600 ?
  C3 H3A . 0.9600 ?
  C3 H3B . 0.9600 ?
  C3 H3C . 0.9600 ?
  N3 C31 . 1.491(5) ?
  N3 C32 . 1.494(5) ?
  N3 C33 . 1.499(5) ?
  N3 H3* . 0.96(4) ?
  C31 H31A . 0.9600 ?
  C31 H31B . 0.9600 ?
  C31 H31C . 0.9600 ?
  C32 H32A . 0.9600 ?
  C32 H32B . 0.9600 ?
  C32 H32C . 0.9600 ?
  C33 C43 . 1.498(6) ?
  C33 H33A . 0.9700 ?
  C33 H33B . 0.9700 ?
  N4 C42 . 1.449(5) ?
  N4 C43 . 1.466(5) ?
  N4 C41 . 1.467(6) ?
  C41 H41A . 0.9600 ?
  C41 H41B . 0.9600 ?
  C41 H41C . 0.9600 ?
  C42 H42A . 0.9600 ?
  C42 H42B . 0.9600 ?
  C42 H42C . 0.9600 ?
  C43 H43A . 0.9700 ?
  C43 H43B . 0.9700 ?
  N1 C12 . 1.477(5) ?
  N1 C11 . 1.486(5) ?
  N1 C13 . 1.508(5) ?
  N1 H1* . 1.02(4) ?
  C11 H11A . 0.9600 ?
  C11 H11B . 0.9600 ?
  C11 H11C . 0.9600 ?
  C12 H12A . 0.9600 ?
  C12 H12B . 0.9600 ?
  C12 H12C . 0.9600 ?
  C13 C23 . 1.482(6) ?
  C13 H13A . 0.9700 ?
  C13 H13B . 0.9700 ?
  N2 C22 . 1.445(6) ?
  N2 C21 . 1.468(6) ?
  N2 C23 . 1.472(5) ?
  C21 H21A . 0.9600 ?
  C21 H21B . 0.9600 ?
  C21 H21C . 0.9600 ?
  C22 H22A . 0.9600 ?
  C22 H22B . 0.9600 ?
  C22 H22C . 0.9600 ?
  C23 H23A . 0.9700 ?
  C23 H23B . 0.9700 ?