#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/78/2207881.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2207881
loop_
_publ_author_name
'Shaheen, Farkhanda'
'Gieck, Christine'
'Badshah, Amin'
_publ_section_title
Bis(μ-4-methylpiperidine-1-dithiocarboxylato-κ²S:S')[bis(4-methylpiperidine-1-dithiocarboxylato-S:S')zinc(II)]
_journal_coeditor_code           SJ6165
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m16
_journal_page_last               m17
_journal_paper_doi               10.1107/S1600536805039334
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Zn2 (C7 H12 N S2)4]'
_chemical_formula_moiety         'C28 H48 N4 S8 Zn2'
_chemical_formula_sum            'C28 H48 N4 S8 Zn2'
_chemical_formula_weight         827.92
_chemical_melting_point          511
_chemical_name_systematic
;
Bis(μ-4-methylpiperidine-1-dithiocarboxylato-κ²S:S')[bis(4-
methylpiperidine-1-dithiocarboxylato-S:S')zinc(II)]
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                108.808(9)
_cell_angle_beta                 107.280(10)
_cell_angle_gamma                101.583(9)
_cell_formula_units_Z            1
_cell_length_a                   8.1806(10)
_cell_length_b                   11.4347(11)
_cell_length_c                   11.9679(12)
_cell_measurement_reflns_used    194
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.4325
_cell_measurement_theta_min      4.2293
_cell_volume                     955.9(2)
_computing_cell_refinement       'CrysAlis RED'
_computing_data_collection
'CrysAlis RED [Or CCD?] (Oxford Diffraction, 2004)'
_computing_data_reduction        'CrysAlis RED'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  PLATON
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR2004 (Burla et al.,  2005)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.6225
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur2 CCD'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_sigmaI/netI    0.0351
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7446
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         4.24
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.716
_exptl_absorpt_correction_T_max  0.819
_exptl_absorpt_correction_T_min  0.450
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(CrysAlis RED; Oxford Diffraction, 2004)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.611
_refine_diff_density_min         -0.339
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         4480
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_gt           0.0432
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0674P)²+0.1131P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1097
_refine_ls_wR_factor_ref         0.1238
_reflns_number_gt                3095
_reflns_number_total             4480
_reflns_threshold_expression     I>2sσ(I)
_cod_data_source_file            sj6165.cif
_cod_data_source_block           I
_cod_database_code               2207881
_cod_database_fobs_code          2207881
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_type_symbol
Zn1 0.05714(5) 1.01640(4) 0.16884(3) 0.04582(14) Uani d . 1 Zn
S1 0.25445(11) 1.04276(7) 0.06343(7) 0.04222(19) Uani d . 1 S
S2 0.06113(14) 0.81258(10) -0.18708(8) 0.0591(3) Uani d . 1 S
S3 -0.07059(11) 0.81961(8) 0.17834(7) 0.0482(2) Uani d . 1 S
S4 0.22765(12) 1.04734(8) 0.38971(8) 0.0497(2) Uani d . 1 S
N1 0.3251(4) 0.8174(3) 0.0088(3) 0.0544(7) Uani d . 1 N
N2 0.0716(4) 0.8364(3) 0.4167(2) 0.0484(7) Uani d . 1 N
C1 0.2232(4) 0.8814(3) -0.0332(3) 0.0409(7) Uani d . 1 C
C2 0.3192(6) 0.6873(4) -0.0746(3) 0.0721(12) Uani d . 1 C
H2A 0.4357 0.6929 -0.0810 0.086 Uiso calc R 1 H
H2B 0.2283 0.6588 -0.1600 0.086 Uiso calc R 1 H
C3 0.2743(6) 0.5901(4) -0.0199(4) 0.0671(11) Uani d . 1 C
H3A 0.2720 0.5056 -0.0746 0.080 Uiso calc R 1 H
H3B 0.1544 0.5809 -0.0188 0.080 Uiso calc R 1 H
C4 0.4108(5) 0.6309(3) 0.1157(4) 0.0562(9) Uani d . 1 C
H4 0.5296 0.6363 0.1113 0.067 Uiso calc R 1 H
C5 0.4222(5) 0.7673(4) 0.1981(3) 0.0604(10) Uani d . 1 C
H5A 0.5176 0.7974 0.2820 0.072 Uiso calc R 1 H
H5B 0.3089 0.7632 0.2093 0.072 Uiso calc R 1 H
C6 0.4600(5) 0.8656(4) 0.1406(3) 0.0613(10) Uani d . 1 C
H6A 0.4553 0.9487 0.1928 0.074 Uiso calc R 1 H
H6B 0.5806 0.8794 0.1399 0.074 Uiso calc R 1 H
C7 0.3691(7) 0.5329(5) 0.1720(5) 0.0893(15) Uani d . 1 C
H7A 0.2522 0.5243 0.1763 0.134 Uiso calc R 1 H
H7B 0.4597 0.5627 0.2567 0.134 Uiso calc R 1 H
H7C 0.3690 0.4496 0.1188 0.134 Uiso calc R 1 H
C8 0.0764(4) 0.8951(3) 0.3388(3) 0.0381(6) Uani d . 1 C
C9 0.2045(5) 0.8872(3) 0.5498(3) 0.0621(10) Uani d . 1 C
H9A 0.1421 0.8942 0.6079 0.074 Uiso calc R 1 H
H9B 0.2855 0.9735 0.5734 0.074 Uiso calc R 1 H
C10 0.3122(5) 0.7947(4) 0.5602(4) 0.0662(11) Uani d . 1 C
H10A 0.3834 0.7955 0.5083 0.079 Uiso calc R 1 H
H10B 0.3956 0.8262 0.6485 0.079 Uiso calc R 1 H
C11 0.1944(5) 0.6555(4) 0.5173(3) 0.0568(9) Uani d . 1 C
H11 0.1339 0.6547 0.5767 0.068 Uiso calc R 1 H
C12 0.0481(5) 0.6108(3) 0.3836(3) 0.0567(9) Uani d . 1 C
H12A 0.1044 0.6018 0.3219 0.068 Uiso calc R 1 H
H12B -0.0360 0.5257 0.3603 0.068 Uiso calc R 1 H
C13 -0.0549(5) 0.7057(3) 0.3774(3) 0.0548(9) Uani d . 1 C
H13A -0.1427 0.6761 0.2907 0.066 Uiso calc R 1 H
H13B -0.1199 0.7097 0.4337 0.066 Uiso calc R 1 H
C14 0.3047(7) 0.5638(5) 0.5201(5) 0.0933(15) Uani d . 1 C
H14A 0.3729 0.5683 0.4678 0.140 Uiso calc R 1 H
H14B 0.2248 0.4759 0.4876 0.140 Uiso calc R 1 H
H14C 0.3864 0.5891 0.6067 0.140 Uiso calc R 1 H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S2 Zn1 S1 2_575 . 106.06(4) y
S3 Zn1 S1 . . 124.13(4) y
S2 Zn1 S3 2_575 . 126.10(4) y
S2 Zn1 S4 2_575 . 106.02(3) ?
S3 Zn1 S4 . . 75.62(3) y
S1 Zn1 S4 . . 110.52(3) y
C1 S1 Zn1 . . 102.94(11) ?
C1 S2 Zn1 . 2_575 96.92(11) ?
C8 S3 Zn1 . . 85.21(10) ?
C8 S4 Zn1 . . 81.84(10) ?
C1 N1 C6 . . 125.0(3) ?
C1 N1 C2 . . 122.7(3) ?
C6 N1 C2 . . 112.3(3) ?
C8 N2 C13 . . 124.0(3) ?
C8 N2 C9 . . 124.1(3) ?
C13 N2 C9 . . 111.6(3) ?
N1 C1 S2 . . 121.3(2) ?
N1 C1 S1 . . 120.9(2) ?
S2 C1 S1 . . 117.77(17) ?
N1 C2 C3 . . 109.9(3) ?
N1 C2 H2A . . 109.7 ?
C3 C2 H2A . . 109.7 ?
N1 C2 H2B . . 109.7 ?
C3 C2 H2B . . 109.7 ?
H2A C2 H2B . . 108.2 ?
C2 C3 C4 . . 112.1(3) ?
C2 C3 H3A . . 109.2 ?
C4 C3 H3A . . 109.2 ?
C2 C3 H3B . . 109.2 ?
C4 C3 H3B . . 109.2 ?
H3A C3 H3B . . 107.9 ?
C7 C4 C5 . . 112.7(3) ?
C7 C4 C3 . . 112.9(4) ?
C5 C4 C3 . . 108.6(3) ?
C7 C4 H4 . . 107.5 ?
C5 C4 H4 . . 107.5 ?
C3 C4 H4 . . 107.5 ?
C4 C5 C6 . . 113.0(3) ?
C4 C5 H5A . . 109.0 ?
C6 C5 H5A . . 109.0 ?
C4 C5 H5B . . 109.0 ?
C6 C5 H5B . . 109.0 ?
H5A C5 H5B . . 107.8 ?
N1 C6 C5 . . 110.3(3) ?
N1 C6 H6A . . 109.6 ?
C5 C6 H6A . . 109.6 ?
N1 C6 H6B . . 109.6 ?
C5 C6 H6B . . 109.6 ?
H6A C6 H6B . . 108.1 ?
C4 C7 H7A . . 109.5 ?
C4 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C4 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
N2 C8 S4 . . 122.0(2) ?
N2 C8 S3 . . 120.9(2) ?
S4 C8 S3 . . 117.05(17) ?
N2 C9 C10 . . 109.1(3) ?
N2 C9 H9A . . 109.9 ?
C10 C9 H9A . . 109.9 ?
N2 C9 H9B . . 109.9 ?
C10 C9 H9B . . 109.9 ?
H9A C9 H9B . . 108.3 ?
C11 C10 C9 . . 113.2(3) ?
C11 C10 H10A . . 108.9 ?
C9 C10 H10A . . 108.9 ?
C11 C10 H10B . . 108.9 ?
C9 C10 H10B . . 108.9 ?
H10A C10 H10B . . 107.8 ?
C10 C11 C14 . . 112.0(3) ?
C10 C11 C12 . . 109.2(3) ?
C14 C11 C12 . . 111.5(3) ?
C10 C11 H11 . . 108.0 ?
C14 C11 H11 . . 108.0 ?
C12 C11 H11 . . 108.0 ?
C13 C12 C11 . . 112.0(3) ?
C13 C12 H12A . . 109.2 ?
C11 C12 H12A . . 109.2 ?
C13 C12 H12B . . 109.2 ?
C11 C12 H12B . . 109.2 ?
H12A C12 H12B . . 107.9 ?
N2 C13 C12 . . 109.9(3) ?
N2 C13 H13A . . 109.7 ?
C12 C13 H13A . . 109.7 ?
N2 C13 H13B . . 109.7 ?
C12 C13 H13B . . 109.7 ?
H13A C13 H13B . . 108.2 ?
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 ?
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
Zn1 S1 . 2.3552(9) y
Zn1 S2 2_575 2.3277(10) y
Zn1 S3 . 2.3366(9) y
Zn1 S4 . 2.4630(9) y
S1 C1 . 1.751(3) y
S2 C1 . 1.722(3) y
S2 Zn1 2_575 2.3277(10) ?
S3 C8 . 1.739(3) y
S4 C8 . 1.713(3) y
N1 C1 . 1.310(4) y
N1 C6 . 1.473(4) y
N1 C2 . 1.483(4) y
N2 C8 . 1.318(4) y
N2 C9 . 1.476(4) y
N2 C13 . 1.470(4) y
C2 C3 . 1.499(6) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 . 1.524(5) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 C7 . 1.515(5) ?
C4 C5 . 1.519(5) ?
C4 H4 . 0.9800 ?
C5 C6 . 1.523(5) ?
C5 H5A . 0.9700 ?
C5 H5B . 0.9700 ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 H7A . 0.9600 ?
C7 H7B . 0.9600 ?
C7 H7C . 0.9600 ?
C9 C10 . 1.518(6) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 C11 . 1.513(5) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C11 C14 . 1.518(5) ?
C11 C12 . 1.531(5) ?
C11 H11 . 0.9800 ?
C12 C13 . 1.509(5) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
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_site_symmetry_1
_geom_torsion
S2 Zn1 S1 C1 2_575 -143.68(10)
S3 Zn1 S1 C1 . 15.68(11)
S4 Zn1 S1 C1 . 101.85(10)
S2 Zn1 S3 C8 2_575 -96.29(11)
S1 Zn1 S3 C8 . 108.50(11)
S4 Zn1 S3 C8 . 3.24(10)
S2 Zn1 S4 C8 2_575 120.70(11)
S3 Zn1 S4 C8 . -3.31(11)
S1 Zn1 S4 C8 . -124.81(11)
C6 N1 C1 S2 . -176.6(3)
C2 N1 C1 S2 . 4.9(5)
C6 N1 C1 S1 . 6.3(5)
C2 N1 C1 S1 . -172.2(3)
Zn1 S2 C1 N1 2_575 176.3(3)
Zn1 S2 C1 S1 2_575 -6.54(19)
Zn1 S1 C1 N1 . -91.1(3)
Zn1 S1 C1 S2 . 91.70(18)
C1 N1 C2 C3 . -122.4(4)
C6 N1 C2 C3 . 58.9(5)
N1 C2 C3 C4 . -58.3(4)
C2 C3 C4 C7 . -179.2(3)
C2 C3 C4 C5 . 55.0(4)
C7 C4 C5 C6 . -178.8(3)
C3 C4 C5 C6 . -52.9(4)
C1 N1 C6 C5 . 124.9(4)
C2 N1 C6 C5 . -56.5(4)
C4 C5 C6 N1 . 54.3(4)
C13 N2 C8 S4 . -179.7(3)
C9 N2 C8 S4 . -6.5(5)
C13 N2 C8 S3 . -0.3(5)
C9 N2 C8 S3 . 172.9(3)
Zn1 S4 C8 N2 . -175.8(3)
Zn1 S4 C8 S3 . 4.84(16)
Zn1 S3 C8 N2 . 175.5(3)
Zn1 S3 C8 S4 . -5.07(16)
C8 N2 C9 C10 . -114.0(4)
C13 N2 C9 C10 . 59.9(4)
N2 C9 C10 C11 . -56.1(4)
C9 C10 C11 C14 . 176.1(3)
C9 C10 C11 C12 . 52.1(4)
C10 C11 C12 C13 . -52.2(4)
C14 C11 C12 C13 . -176.4(3)
C8 N2 C13 C12 . 112.8(4)
C9 N2 C13 C12 . -61.1(4)
C11 C12 C13 N2 . 57.0(4)
