data_2011740
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  154
_journal_page_last  155
_publ_section_title
;
Sodium thiophenolate  tetramethylethylenediamine
;
loop_
_publ_author_name
  'Heigel, Erik'
  'Bock, Hans'
  'Krenzel, Volker'
  'Sievert, Mark'
_chemical_name_common  'Thiophenolate sodium tetramethylethylenediamine'
_chemical_formula_moiety  'Na + , C6 H5 S - , C6 H16 N2 '
_chemical_formula_sum  'C12 H21 N2 Na S'
_chemical_formula_weight  248.36
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  5.9440(10)
_cell_length_b  11.200(2)
_cell_length_c  11.899(2)
_cell_angle_alpha  62.580(10)
_cell_angle_beta  87.14(2)
_cell_angle_gamma  81.32(2)
_cell_volume  694.9(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  180(2)
_exptl_crystal_density_diffrn  1.187
_diffrn_ambient_temperature  180(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  .28669(6)  .36592(3)  .00593(3)  .02952(11) Uani d . 1 . . S
  Na1  .20232(10)  .65095(6)  -.09001(5)  .03402(15) Uani d . 1 . . Na
  C11  .2423(2)  .35842(13)  -.13519(12)  .0268(3) Uani d . 1 . . C
  C12  .0259(2)  .38947(17)  -.19132(13)  .0367(3) Uani d . 1 . . C
  H12  -.1018  .4138  -.1511  .044 Uiso calc R 1 . . H
  C13  -.0071(3)  .38566(18)  -.30345(14)  .0417(4) Uani d . 1 . . C
  H13  -.1563  .4077  -.3391  .050 Uiso calc R 1 . . H
  C14  .1739(3)  .35034(17)  -.36429(14)  .0408(4) Uani d . 1 . . C
  H14  .1508  .3478  -.4415  .049 Uiso calc R 1 . . H
  C15  .3888(3)  .31874(18)  -.31119(15)  .0413(4) Uani d . 1 . . C
  H15  .5150  .2942  -.3523  .050 Uiso calc R 1 . . H
  C16  .4231(2)  .32232(16)  -.19853(13)  .0336(3) Uani d . 1 . . C
  H16  .5729  .2997  -.1635  .040 Uiso calc R 1 . . H
  N1  .29374(19)  .75373(12)  -.32466(10)  .0297(2) Uani d . 1 . . N
  N2  .16160(19)  .90602(12)  -.16959(11)  .0319(3) Uani d . 1 . . N
  C1  .5352(3)  .7097(2)  -.32441(17)  .0511(5) Uani d . 1 . . C
  H1A  .5630  .6109  -.2929  .077 Uiso calc R 1 . . H
  H1B  .6151  .7338  -.2693  .077 Uiso calc R 1 . . H
  H1C  .5912  .7545  -.4108  .077 Uiso calc R 1 . . H
  C2  .1784(3)  .7152(2)  -.40627(15)  .0460(4) Uani d . 1 . . C
  H2A  .0133  .7365  -.4013  .069 Uiso calc R 1 . . H
  H2B  .2196  .6174  -.3782  .069 Uiso calc R 1 . . H
  H2C  .2251  .7657  -.4939  .069 Uiso calc R 1 . . H
  C3  .2412(3)  .90096(16)  -.37395(13)  .0387(3) Uani d . 1 . . C
  H3A  .0768  .9288  -.3961  .046 Uiso calc R 1 . . H
  H3B  .3261  .9451  -.4528  .046 Uiso calc R 1 . . H
  C4  .2984(3)  .95221(17)  -.28344(15)  .0400(3) Uani d . 1 . . C
  H4A  .4613  .9212  -.2582  .048 Uiso calc R 1 . . H
  H4B  .2750 1.0528  -.3276  .048 Uiso calc R 1 . . H
  C5  -.0746(3)  .97054(19)  -.19733(18)  .0469(4) Uani d . 1 . . C
  H5A  -.1594  .9402  -.1185  .070 Uiso calc R 1 . . H
  H5B  -.1427  .9454  -.2553  .070 Uiso calc R 1 . . H
  H5C  -.0806 1.0695  -.2368  .070 Uiso calc R 1 . . H
  C6  .2568(3)  .94047(18)  -.07953(16)  .0426(4) Uani d . 1 . . C
  H6A  .1688  .9080  -.0018  .064 Uiso calc R 1 . . H
  H6B  .2499 1.0393  -.1167  .064 Uiso calc R 1 . . H
  H6C  .4156  .8973  -.0596  .064 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  .03234(17)  .02730(19)  .02845(17)  -.00377(12)  -.00031(11)
  -.01245(13)
  Na1  .0476(3)  .0251(3)  .0265(3)  -.0068(2)  .0074(2)  -.0097(2)
  C11  .0286(6)  .0231(6)  .0272(6)  -.0084(5)  .0024(5)  -.0089(5)
  C12  .0271(6)  .0461(9)  .0323(7)  -.0075(6)  .0030(5)  -.0138(6)
  C13  .0349(7)  .0528(10)  .0349(7)  -.0151(7)  -.0028(6)  -.0152(7)
  C14  .0508(9)  .0438(9)  .0345(7)  -.0179(7)  .0014(6)  -.0204(7)
  C15  .0429(8)  .0475(10)  .0417(8)  -.0086(7)  .0079(6)  -.0276(7)
  C16  .0289(6)  .0379(8)  .0361(7)  -.0051(6)  .0015(5)  -.0186(6)
  N1  .0328(6)  .0296(6)  .0258(5)  -.0080(5)  .0032(4)  -.0111(4)
  N2  .0305(6)  .0285(6)  .0371(6)  -.0066(5)  .0047(4)  -.0150(5)
  C1  .0363(8)  .0733(13)  .0458(9)  .0054(8)  -.0032(6)  -.0326(9)
  C2  .0461(9)  .0585(11)  .0413(8)  -.0185(8)  .0023(7)  -.0264(8)
  C3  .0460(8)  .0326(8)  .0298(7)  -.0091(6)  .0026(6)  -.0070(6)
  C4  .0443(8)  .0353(8)  .0429(8)  -.0186(6)  .0131(6)  -.0175(6)
  C5  .0325(7)  .0429(9)  .0638(10)  -.0036(6)  -.0004(7)  -.0236(8)
  C6  .0448(8)  .0396(9)  .0476(8)  -.0011(7)  -.0040(7)  -.0245(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
  S1 C11 . 1.7542(14) No
  S1 Na1 . 2.8219(8) Yes
  S1 Na1 2_565 3.0310(8) No
  S1 Na1 2_665 3.1966(8) No
  Na1 N2 . 2.5375(14) Yes
  Na1 N1 . 2.5482(13) Yes
  Na1 S1 2_565 3.0310(8) Yes
  Na1 S1 2_665 3.1966(8) Yes
  Na1 Na1 2_565 4.1323(12) Yes
  C11 C16 . 1.3983(19) No
  C11 C12 . 1.3994(18) No
  C12 C13 . 1.379(2) No
  C13 C14 . 1.377(2) No
  C14 C15 . 1.376(2) No
  C15 C16 . 1.385(2) No
  N1 C1 . 1.445(2) No
  N1 C3 . 1.460(2) No
  N1 C2 . 1.4634(19) No
  N2 C5 . 1.4570(19) No
  N2 C6 . 1.458(2) No
  N2 C4 . 1.4613(18) No
  C3 C4 . 1.506(2) No