#------------------------------------------------------------------------------
#$Date: 2008-02-25 19:08:55 +0200 (Mon, 25 Feb 2008) $
#$Revision: 178 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/1100133.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_1100133
 _audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 Bis(p-toluidinium) tetrachlorozincate(II)
;
_publ_author_name                  'Rademeyer, M'
_journal_name_full          'Acta Crystallographica E (61,m304-m306,2005)'
_journal_volume                    61
_journal_year                      2005
_journal_page_first                'm304'
_journal_page_last                 'm306'

_chemical_name_common
'Bis(p-toluidinium) tetrachlorozincate(II)'
_chemical_melting_point           ?
_chemical_formula_moiety          '2(C7 H10 N), Cl4 Zn'
_chemical_formula_sum
 'C14 H20 Cl4 N2 Zn'
_chemical_formula_weight          423.35

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0030   0.0020
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cl'  'Cl'   0.1480   0.1590
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0060   0.0030
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Zn'  'Zn'   0.2840   1.4300
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting            'Triclinic'
_symmetry_space_group_name_H-M    'P -1'
_symmetry_space_group_name_Hall   '-P 1'

loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, -z'

_cell_length_a                    7.119(8)
_cell_length_b                    11.532(6)
_cell_length_c                    12.490(7)
_cell_angle_alpha                 107.14(5)
_cell_angle_beta                  95.43(7)
_cell_angle_gamma                 92.03(6)
_cell_volume                      973.3(13)
_cell_formula_units_Z             2
_cell_measurement_temperature     280(2)
_cell_measurement_reflns_used     195
_cell_measurement_theta_min       2
_cell_measurement_theta_max       31

_exptl_crystal_description        'block'
_exptl_crystal_colour             'dark brown'
_exptl_crystal_size_max           0.30
_exptl_crystal_size_mid           0.20
_exptl_crystal_size_min           0.20
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.445
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              432
_exptl_absorpt_coefficient_mu     1.805
_exptl_absorpt_correction_type    'multi-scan'
_exptl_absorpt_correction_T_min   0.6012
_exptl_absorpt_correction_T_max   0.6998
_exptl_absorpt_process_details    '(Blessing, 1995)'

_exptl_special_details
;
 ?
;

_diffrn_ambient_temperature       280(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'fine-focus sealed tube'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   'Oxford Excalibur2'
_diffrn_measurement_method        'omega-2theta scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_standards_number          'n/a'
_diffrn_standards_interval_count  'n/a'
_diffrn_standards_interval_time   'n/a'
_diffrn_standards_decay_%         '<2'
_diffrn_reflns_number             9806
_diffrn_reflns_av_R_equivalents   0.0327
_diffrn_reflns_av_sigmaI/netI     0.0612
_diffrn_reflns_limit_h_min        -10
_diffrn_reflns_limit_h_max        7
_diffrn_reflns_limit_k_min        -16
_diffrn_reflns_limit_k_max        16
_diffrn_reflns_limit_l_min        -17
_diffrn_reflns_limit_l_max        18
_diffrn_reflns_theta_min          4.54
_diffrn_reflns_theta_max          31.73
_reflns_number_total              5949
_reflns_number_gt                 3404
_reflns_threshold_expression      >2sigma(I)

_computing_data_collection
'CrysAlis CCD 170 (Oxford Diffraction Ltd., 2003)'
_computing_cell_refinement
'CrysAlis CCD 170 (Oxford Diffraction Ltd., 2003)'
_computing_data_reduction
'CrysAlis RED 170 (Oxford Diffraction Ltd., 2003)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics
'ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2000)'
_computing_publication_material
'WinGX (Farrugia, 1999) and PLATON (Spek, 2000)'

_refine_special_details
;
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F^2^, conventional R-factors R are based
 on F, with F set to zero for negative F^2^. The threshold expression of
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F^2^ are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[\s^2^(Fo^2^)+(0.0492P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          5949
_refine_ls_number_parameters      202
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0789
_refine_ls_R_factor_gt            0.0436
_refine_ls_wR_factor_ref          0.1060
_refine_ls_wR_factor_gt           0.0940
_refine_ls_goodness_of_fit_ref    0.895
_refine_ls_restrained_S_all       0.895
_refine_ls_shift/su_max           0.005
_refine_ls_shift/su_mean          0.000

loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_symmetry_multiplicity
 _atom_site_calc_flag
 _atom_site_refinement_flags
 _atom_site_disorder_assembly
 _atom_site_disorder_group
N1 N 0.2586(3) 0.1681(2) -0.00008(18) 0.0459(5) Uani 1 1 d . . .
H1A H 0.1702 0.1720 -0.0540 0.069 Uiso 1 1 calc R . .
H1B H 0.2054 0.1406 0.0502 0.069 Uiso 1 1 calc R . .
H1C H 0.3445 0.1178 -0.0303 0.069 Uiso 1 1 calc R . .
C1 C 0.3502(4) 0.2894(2) 0.0557(2) 0.0428(6) Uani 1 1 d . . .
C2 C 0.2417(4) 0.3883(3) 0.0708(2) 0.0552(7) Uani 1 1 d . . .
H2 H 0.1137 0.3777 0.0444 0.060(9) Uiso 1 1 d R . .
C6 C 0.5389(4) 0.3029(3) 0.0915(3) 0.0556(7) Uani 1 1 d . . .
H6 H 0.6111 0.2356 0.0799 0.064(9) Uiso 1 1 d R . .
C5 C 0.6200(5) 0.4179(3) 0.1463(3) 0.0677(9) Uani 1 1 d . . .
H5 H 0.7481 0.4278 0.1720 0.118(15) Uiso 1 1 d R . .
C4 C 0.5140(5) 0.5191(3) 0.1648(3) 0.0636(8) Uani 1 1 d . . .
C3 C 0.3250(5) 0.5026(3) 0.1253(3) 0.0636(8) Uani 1 1 d . . .
H3 H 0.2523 0.5697 0.1363 0.089(12) Uiso 1 1 d R . .
C7 C 0.6004(6) 0.6437(4) 0.2280(4) 0.0961(13) Uani 1 1 d . . .
H71 H 0.7325 0.6478 0.2185 0.144 Uiso 1 1 calc R . .
H72 H 0.5857 0.6605 0.3066 0.144 Uiso 1 1 calc R . .
H73 H 0.5384 0.7028 0.1993 0.144 Uiso 1 1 calc R . .
N2 N 0.7517(3) 0.0977(2) 0.39762(19) 0.0487(5) Uani 1 1 d . . .
H2A H 0.6543 0.0777 0.3440 0.073 Uiso 1 1 calc R . .
H2B H 0.7363 0.0581 0.4479 0.073 Uiso 1 1 calc R . .
H2C H 0.8582 0.0775 0.3669 0.073 Uiso 1 1 calc R . .
C8 C 0.7620(3) 0.2290(2) 0.4537(2) 0.0405(6) Uani 1 1 d . . .
C9 C 0.6871(4) 0.3051(3) 0.3968(2) 0.0495(6) Uani 1 1 d . . .
H9 H 0.6284 0.2741 0.3236 0.058(8) Uiso 1 1 d R . .
C13 C 0.8521(4) 0.2735(3) 0.5599(2) 0.0583(8) Uani 1 1 d . . .
H13 H 0.9041 0.2212 0.5969 0.077(11) Uiso 1 1 d R . .
C12 C 0.8648(5) 0.3964(3) 0.6120(3) 0.0615(8) Uani 1 1 d . . .
H12 H 0.9240 0.4267 0.6853 0.092(12) Uiso 1 1 d R . .
C11 C 0.7899(4) 0.4767(3) 0.5589(3) 0.0521(7) Uani 1 1 d . . .
C10 C 0.7014(4) 0.4284(3) 0.4509(3) 0.0557(7) Uani 1 1 d . . .
H10 H 0.6488 0.4804 0.4136 0.070(10) Uiso 1 1 d R . .
C14 C 0.8055(5) 0.6109(3) 0.6170(3) 0.0770(11) Uani 1 1 d . . .
H14A H 0.9340 0.6363 0.6483 0.116 Uiso 1 1 calc R . .
H14B H 0.7247 0.6292 0.6764 0.116 Uiso 1 1 calc R . .
H14C H 0.7676 0.6532 0.5637 0.116 Uiso 1 1 calc R . .
Zn  Zn 0.80950(4) 0.01269(3) 0.76682(3) 0.04276(10) Uani 1 1 d . . .
Cl1 Cl 0.93243(12) 0.20514(7) 0.82409(8) 0.0714(2) Uani 1 1 d . . .
Cl2 Cl 0.75839(12) -0.05935(7) 0.57535(6) 0.0618(2) Uani 1 1 d . . .
Cl3 Cl 0.53242(9) -0.00867(7) 0.83740(6) 0.05383(19) Uani 1 1 d . . .
Cl4 Cl 1.02362(9) -0.10044(6) 0.83165(6) 0.04822(17) Uani 1 1 d . . .

loop_
 _atom_site_aniso_label
 _atom_site_aniso_U_11
 _atom_site_aniso_U_22
 _atom_site_aniso_U_33
 _atom_site_aniso_U_23
 _atom_site_aniso_U_13
 _atom_site_aniso_U_12
N1 0.0474(12) 0.0489(13) 0.0413(12) 0.0133(10) 0.0052(10) 0.0043(10)
C1 0.0485(14) 0.0463(15) 0.0339(13) 0.0123(11) 0.0057(11) 0.0020(12)
C2 0.0552(17) 0.0526(18) 0.0547(17) 0.0119(14) 0.0011(14) 0.0090(14)
C6 0.0489(15) 0.0565(19) 0.0615(19) 0.0192(15) -0.0005(14) 0.0067(14)
C5 0.0562(19) 0.074(2) 0.070(2) 0.0218(19) -0.0006(16) -0.0131(17)
C4 0.080(2) 0.056(2) 0.0545(18) 0.0183(16) 0.0058(17) -0.0147(17)
C3 0.084(2) 0.0470(18) 0.0588(19) 0.0132(15) 0.0074(17) 0.0085(17)
C7 0.114(3) 0.072(3) 0.093(3) 0.019(2) -0.001(3) -0.033(2)
N2 0.0574(13) 0.0474(14) 0.0435(12) 0.0161(11) 0.0092(11) 0.0007(10)
C8 0.0389(12) 0.0445(15) 0.0380(13) 0.0117(11) 0.0071(10) 0.0007(11)
C9 0.0516(15) 0.0500(17) 0.0441(15) 0.0119(13) -0.0035(12) 0.0054(12)
C13 0.070(2) 0.063(2) 0.0407(15) 0.0169(15) -0.0030(14) 0.0032(16)
C12 0.067(2) 0.063(2) 0.0435(17) 0.0032(15) -0.0001(15) -0.0039(16)
C11 0.0415(14) 0.0495(17) 0.0591(18) 0.0042(14) 0.0163(13) -0.0025(12)
C10 0.0561(17) 0.0526(18) 0.0622(19) 0.0220(16) 0.0066(15) 0.0107(14)
C14 0.064(2) 0.053(2) 0.099(3) -0.0040(19) 0.0242(19) -0.0045(16)
Zn  0.03820(16) 0.04319(18) 0.04655(19) 0.01376(14) 0.00325(13) -0.00089(12)
Cl1 0.0840(5) 0.0473(4) 0.0793(6) 0.0286(4) -0.0325(4) -0.0166(4)
Cl2 0.0895(5) 0.0534(4) 0.0424(4) 0.0159(3) 0.0037(4) 0.0012(4)
Cl3 0.0378(3) 0.0685(5) 0.0545(4) 0.0153(4) 0.0110(3) 0.0052(3)
Cl4 0.0401(3) 0.0520(4) 0.0552(4) 0.0191(3) 0.0067(3) 0.0085(3)

_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
N1 C1 1.464(4) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
C1 C6 1.363(4) . ?
C1 C2 1.377(4) . ?
C2 C3 1.376(4) . ?
C2 H2 0.9300 . ?
C6 C5 1.377(4) . ?
C6 H6 0.9289 . ?
C5 C4 1.386(5) . ?
C5 H5 0.9292 . ?
C4 C3 1.375(5) . ?
C4 C7 1.498(5) . ?
C3 H3 0.9292 . ?
C7 H71 0.9600 . ?
C7 H72 0.9600 . ?
C7 H73 0.9600 . ?
N2 C8 1.465(3) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
C8 C13 1.360(4) . ?
C8 C9 1.375(4) . ?
C9 C10 1.378(4) . ?
C9 H9 0.9293 . ?
C13 C12 1.370(4) . ?
C13 H13 0.9279 . ?
C12 C11 1.383(5) . ?
C12 H12 0.9298 . ?
C11 C10 1.378(4) . ?
C11 C14 1.498(4) . ?
C10 H10 0.9297 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
Zn  Cl1 2.2386(18) . ?
Zn  Cl3 2.270(2) . ?
Zn  Cl2 2.2769(17) . ?
Zn  Cl4 2.2828(18) . ?

loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
C1 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C6 C1 C2 121.4(3) . . ?
C6 C1 N1 120.1(3) . . ?
C2 C1 N1 118.5(3) . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.3 . . ?
C1 C6 C5 118.7(3) . . ?
C1 C6 H6 120.6 . . ?
C5 C6 H6 120.7 . . ?
C6 C5 C4 121.4(3) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C3 C4 C5 118.4(3) . . ?
C3 C4 C7 120.2(3) . . ?
C5 C4 C7 121.4(4) . . ?
C4 C3 C2 121.0(3) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C4 C7 H71 109.5 . . ?
C4 C7 H72 109.5 . . ?
H71 C7 H72 109.5 . . ?
C4 C7 H73 109.5 . . ?
H71 C7 H73 109.5 . . ?
H72 C7 H73 109.5 . . ?
C8 N2 H2A 109.5 . . ?
C8 N2 H2B 109.5 . . ?
H2A N2 H2B 109.5 . . ?
C8 N2 H2C 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C13 C8 C9 121.3(3) . . ?
C13 C8 N2 119.1(2) . . ?
C9 C8 N2 119.6(2) . . ?
C8 C9 C10 118.4(3) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 H9 120.9 . . ?
C8 C13 C12 119.3(3) . . ?
C8 C13 H13 120.4 . . ?
C12 C13 H13 120.3 . . ?
C13 C12 C11 121.6(3) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.0 . . ?
C10 C11 C12 117.4(3) . . ?
C10 C11 C14 121.6(3) . . ?
C12 C11 C14 121.0(3) . . ?
C9 C10 C11 121.9(3) . . ?
C9 C10 H10 119.0 . . ?
C11 C10 H10 119.1 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Cl1 Zn  Cl3 112.49(7) . . ?
Cl1 Zn  Cl2 111.36(6) . . ?
Cl3 Zn  Cl2 108.28(8) . . ?
Cl1 Zn  Cl4 106.91(7) . . ?
Cl3 Zn  Cl4 108.31(7) . . ?
Cl2 Zn  Cl4 109.41(7) . . ?

loop_
 _geom_torsion_atom_site_label_1
 _geom_torsion_atom_site_label_2
 _geom_torsion_atom_site_label_3
 _geom_torsion_atom_site_label_4
 _geom_torsion
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
C6 C1 C2 C3 -1.4(4) . . . . ?
N1 C1 C2 C3 178.6(3) . . . . ?
C2 C1 C6 C5 1.6(4) . . . . ?
N1 C1 C6 C5 -178.3(3) . . . . ?
C1 C6 C5 C4 -0.3(5) . . . . ?
C6 C5 C4 C3 -1.1(5) . . . . ?
C6 C5 C4 C7 177.8(3) . . . . ?
C5 C4 C3 C2 1.4(5) . . . . ?
C7 C4 C3 C2 -177.6(3) . . . . ?
C1 C2 C3 C4 -0.1(5) . . . . ?
C13 C8 C9 C10 -1.5(4) . . . . ?
N2 C8 C9 C10 -179.0(2) . . . . ?
C9 C8 C13 C12 1.5(4) . . . . ?
N2 C8 C13 C12 179.0(3) . . . . ?
C8 C13 C12 C11 -0.7(5) . . . . ?
C13 C12 C11 C10 0.0(4) . . . . ?
C13 C12 C11 C14 -179.8(3) . . . . ?
C8 C9 C10 C11 0.8(4) . . . . ?
C12 C11 C10 C9 0.0(4) . . . . ?
C14 C11 C10 C9 179.8(3) . . . . ?

loop_
 _geom_hbond_atom_site_label_D
 _geom_hbond_atom_site_label_H
 _geom_hbond_atom_site_label_A
 _geom_hbond_distance_DH
 _geom_hbond_distance_HA
 _geom_hbond_distance_DA
 _geom_hbond_angle_DHA
 _geom_hbond_site_symmetry_A
N1 H1A Cl1  0.89 2.29 3.171(4) 172.4 1_454
N1 H1B Cl4  0.89 2.42 3.275(3) 161.3 2_656
N1 H1C Cl3  0.89 2.40 3.266(4) 162.9 1_554
N2 H2A Cl3  0.89 2.41 3.273(4) 162.4 2_656
N2 H2B Cl2  0.89 2.37 3.250(3) 168.4 .
N2 H2C Cl2  0.89 2.79 3.528(5) 141.5 2_756
N2 H2C Cl4  0.89 2.77 3.417(3) 130.3 2_756

_diffrn_measured_fraction_theta_max    0.899
_diffrn_reflns_theta_full              25.00
_diffrn_measured_fraction_theta_full   0.991
_refine_diff_density_max    0.610
_refine_diff_density_min   -0.706
_refine_diff_density_rms    0.079