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###        Electronic paper (Acta Crystallographica Section E)             ###
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#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
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# Full details of the Crystallographic Information File format               #
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#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
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data_general
_audit_creation_method     SHELXL-97
_journal_date_recd_electronic     2002-09-24
_journal_date_accepted     2002-10-07
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2002
_journal_volume     58
_journal_issue     11
_journal_page_first     m641
_journal_page_last     m643
_journal_paper_category     EM
_publ_contact_author_name     'Dr E. R. T. Tiekink'
_publ_contact_author_address
;
Department of Chemistry
National University of Singapore
Singapore 117543
;
_publ_contact_author_email     chmtert@nus.edu.sg
_publ_contact_author_fax     ' 65 779 1691 '
_publ_contact_author_phone     ' 65 874 2848 '
_publ_section_title
;
(4,7-Dimethyl-1,10-phenanthroline)bis(O-isopropropyldithiocarbonato)zinc(II)
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Soh, Shu Fang' .
;
Department of Chemistry, National University of Singapore,
Singapore 117543
;
    'Lai, Chian Sing' .
;
Department of Chemistry, National University of Singapore,
Singapore 117543
;
    'Tiekink, Edward R. T.' .
;
Department of Chemistry, National University of Singapore,
Singapore 117543
;
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
;
_chemical_name_common     ?
_chemical_formula_moiety     'C22 H26 N2 O2 S4 Zn'
_chemical_formula_sum     'C22 H26 N2 O2 S4 Zn'
_chemical_formula_iupac     '[Zn (C4 H7 O S2)2 (C14 H12 N2)]'
_chemical_formula_weight     544.06
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'C 2/c'
_symmetry_space_group_name_Hall     '-C 2yc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y, -z+1/2'
    'x+1/2, y+1/2, z'
    '-x+1/2, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y, z-1/2'
    '-x+1/2, -y+1/2, -z'
    'x+1/2, -y+1/2, z-1/2'
_cell_length_a     19.6834(10)
_cell_length_b     9.8097(5)
_cell_length_c     12.8171(7)
_cell_angle_alpha     90.00
_cell_angle_beta     103.4030(10)
_cell_angle_gamma     90.00
_cell_volume     2407.4(2)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     6953
_cell_measurement_theta_min     2.3
_cell_measurement_theta_max     30.1
_cell_measurement_temperature     183(2)
_exptl_crystal_description     block
_exptl_crystal_colour     'light-brown'
_exptl_crystal_size_max     0.57
_exptl_crystal_size_mid     0.39
_exptl_crystal_size_min     0.21
_exptl_crystal_density_diffrn     1.501
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1128
_exptl_absorpt_coefficient_mu     1.389
_exptl_absorpt_correction_type     'multi-scan'
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 1996; Blessing, 1995)'
_exptl_absorpt_correction_T_min     0.681
_exptl_absorpt_correction_T_max     1
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     183(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker AXS SMART CCD'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     9944
_diffrn_reflns_av_R_equivalents     0.019
_diffrn_reflns_av_sigmaI/netI     0.020
_diffrn_reflns_theta_min     2.3
_diffrn_reflns_theta_max     30.1
_diffrn_reflns_theta_full     30.1
_diffrn_measured_fraction_theta_max     0.997
_diffrn_measured_fraction_theta_full     0.997
_diffrn_reflns_limit_h_min     -27
_diffrn_reflns_limit_h_max     20
_diffrn_reflns_limit_k_min     -13
_diffrn_reflns_limit_k_max     13
_diffrn_reflns_limit_l_min     -18
_diffrn_reflns_limit_l_max     17
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     3524
_reflns_number_gt     3322
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.028
_refine_ls_R_factor_gt     0.027
_refine_ls_wR_factor_gt     0.075
_refine_ls_wR_factor_ref     0.076
_refine_ls_goodness_of_fit_ref     1.05
_refine_ls_restrained_S_all     1.05
_refine_ls_number_reflns     3524
_refine_ls_number_parameters     142
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
      'calc w = 1/[σ²(Fo²)+(0.046P)²+1.2962P] where P = (Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     <0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.51
_refine_diff_density_min     -0.29
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
    'O' 'O' 0.0106 0.0060
                         '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'
_computing_data_collection     'SMART (Bruker, 2000)'
_computing_cell_refinement     'SAINT (Bruker, 2000)'
_computing_data_reduction     'SHELXTL (Bruker, 2000)'
_computing_structure_solution     'PATTY in DIRDIF92 (Beurskens et al., 1992)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'ORTEPII (Johnson, 1976)'
_computing_publication_material     'SHELXL97'
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
    Zn 0.0000 0.102897(18) 0.2500 0.02037(7) Uani d S 1 . . Zn
    S1 0.061715(18) -0.00653(3) 0.14366(3) 0.02762(9) Uani d . 1 . . S
    S2 0.140616(18) -0.04670(3) 0.37112(3) 0.02729(8) Uani d . 1 . . S
    O1 0.17104(5) -0.14665(10) 0.19463(8) 0.02657(19) Uani d . 1 . . O
    N1 -0.04180(5) 0.26879(10) 0.15207(8) 0.01855(18) Uani d . 1 . . N
    C1 0.12892(6) -0.07212(12) 0.24034(10) 0.0222(2) Uani d . 1 . . C
    C2 0.23644(7) -0.20082(14) 0.25903(12) 0.0288(3) Uani d . 1 . . C
    H2 0.2565 -0.1355 0.3180 0.035 Uiso calc R 1 . . H
    C3 0.22396(9) -0.33684(17) 0.30623(14) 0.0380(3) Uani d . 1 . . C
    H3a 0.1933 -0.3246 0.3557 0.057 Uiso calc R 1 . . H
    H3b 0.2686 -0.3752 0.3451 0.057 Uiso calc R 1 . . H
    H3c 0.2019 -0.3991 0.2485 0.057 Uiso calc R 1 . . H
    C4 0.28419(8) -0.21151(17) 0.18341(15) 0.0406(4) Uani d . 1 . . C
    H4a 0.2910 -0.1209 0.1552 0.061 Uiso calc R 1 . . H
    H4b 0.2634 -0.2723 0.1239 0.061 Uiso calc R 1 . . H
    H4c 0.3294 -0.2483 0.2217 0.061 Uiso calc R 1 . . H
    C5 -0.07949(6) 0.26590(13) 0.05194(10) 0.0229(2) Uani d . 1 . . C
    H5 -0.0942 0.1802 0.0200 0.027 Uiso calc R 1 . . H
    C6 -0.09833(7) 0.38402(13) -0.00826(10) 0.0245(2) Uani d . 1 . . C
    H6 -0.1242 0.3769 -0.0805 0.029 Uiso calc R 1 . . H
    C7 -0.08012(6) 0.51050(13) 0.03514(10) 0.0212(2) Uani d . 1 . . C
    C8 -0.04060(6) 0.51597(12) 0.14295(9) 0.0184(2) Uani d . 1 . . C
    C9 -0.02164(6) 0.39207(11) 0.19632(9) 0.0164(2) Uani d . 1 . . C
    C10 -0.10042(7) 0.63789(15) -0.02900(11) 0.0288(3) Uani d . 1 . . C
    H10a -0.1187 0.6141 -0.1046 0.043 Uiso calc R 1 . . H
    H10b -0.0594 0.6967 -0.0223 0.043 Uiso calc R 1 . . H
    H10c -0.1365 0.6862 -0.0021 0.043 Uiso calc R 1 . . H
    C11 -0.01905(6) 0.64070(12) 0.19857(10) 0.0227(2) Uani d . 1 . . C
    H11 -0.0316 0.7250 0.1629 0.027 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
    Zn 0.02356(11) 0.01428(10) 0.02552(11) 0 0.01029(8) 0
    S1 0.02912(17) 0.02910(17) 0.02527(16) 0.01178(12) 0.00762(12) -0.00088(12)
    S2 0.03032(17) 0.02516(16) 0.02699(16) 0.00233(11) 0.00786(12) -0.00277(12)
    O1 0.0233(4) 0.0261(4) 0.0309(5) 0.0067(3) 0.0075(4) -0.0044(4)
    N1 0.0197(4) 0.0164(4) 0.0205(4) -0.0013(3) 0.0067(3) -0.0021(3)
    C1 0.0208(5) 0.0171(5) 0.0302(6) 0.0000(4) 0.0089(4) -0.0014(4)
    C2 0.0189(5) 0.0268(6) 0.0392(7) 0.0037(4) 0.0035(5) -0.0064(5)
    C3 0.0358(8) 0.0309(7) 0.0450(9) 0.0097(6) 0.0043(6) 0.0024(6)
    C4 0.0302(7) 0.0360(8) 0.0604(10) 0.0032(6) 0.0202(7) -0.0093(7)
    C5 0.0242(6) 0.0227(5) 0.0217(5) -0.0032(4) 0.0054(4) -0.0042(4)
    C6 0.0243(6) 0.0291(6) 0.0187(5) -0.0014(4) 0.0021(4) -0.0004(4)
    C7 0.0185(5) 0.0241(5) 0.0209(5) 0.0017(4) 0.0044(4) 0.0032(4)
    C8 0.0173(5) 0.0176(5) 0.0203(5) 0.0008(4) 0.0043(4) 0.0013(4)
    C9 0.0161(5) 0.0159(5) 0.0178(5) -0.0003(3) 0.0050(4) -0.0002(4)
    C10 0.0294(6) 0.0296(6) 0.0261(6) 0.0047(5) 0.0036(5) 0.0084(5)
    C11 0.0249(6) 0.0144(5) 0.0281(6) 0.0011(4) 0.0045(5) 0.0022(4)
_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_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Zn S1 . 2.2920(3) y
    Zn N1 . 2.1028(10) y
    S1 C1 . 1.7145(13) y
    S2 C1 . 1.6571(13) y
    C1 O1 . 1.3380(15) y
    O1 C2 . 1.4588(16) y
    N1 C5 . 1.3254(15) ?
    N1 C9 . 1.3555(14) ?
    C2 C3 . 1.508(2) ?
    C2 C4 . 1.502(2) ?
    C2 H2 . 1.0000 ?
    C3 H3A . 0.9800 ?
    C3 H3B . 0.9800 ?
    C3 H3C . 0.9800 ?
    C4 H4A . 0.9800 ?
    C4 H4B . 0.9800 ?
    C4 H4C . 0.9800 ?
    C5 C6 . 1.3939(18) ?
    C5 H5 . 0.9500 ?
    C6 C7 . 1.3729(18) ?
    C6 H6 . 0.9500 ?
    C7 C8 . 1.4210(16) ?
    C7 C10 . 1.4982(17) ?
    C8 C9 . 1.4023(15) ?
    C8 C11 . 1.4301(16) ?
    C9 C9 2 1.441(2) ?
    C10 H10A . 0.9800 ?
    C10 H10B . 0.9800 ?
    C10 H10C . 0.9800 ?
    C11 C11 2 1.357(2) ?
    C11 H11 . 0.9500 ?
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
    S1 Zn N1 . . 101.27(3) y
    S1 Zn S1 . 2 124.15(2) y
    S1 Zn N1 . 2 121.97(3) y
    N1 Zn N1 . 2 78.59(5) y
    Zn S1 C1 . . 99.93(4) y
    C1 O1 C2 . . 120.42(10) y
    C5 N1 C9 . . 117.91(10) ?
    C5 N1 Zn . . 127.96(8) ?
    C9 N1 Zn . . 113.86(7) ?
    O1 C1 S2 . . 124.77(10) ?
    O1 C1 S1 . . 109.95(9) ?
    S2 C1 S1 . . 125.28(7) ?
    O1 C2 C3 . . 110.17(11) ?
    O1 C2 C4 . . 105.21(12) ?
    C3 C2 C4 . . 112.42(12) ?
    O1 C2 H2 . . 109.6 ?
    C3 C2 H2 . . 109.6 ?
    C4 C2 H2 . . 109.6 ?
    C2 C3 H3A . . 109.5 ?
    C2 C3 H3B . . 109.5 ?
    H3A C3 H3B . . 109.5 ?
    C2 C3 H3C . . 109.5 ?
    H3A C3 H3C . . 109.5 ?
    H3B C3 H3C . . 109.5 ?
    C2 C4 H4A . . 109.5 ?
    C2 C4 H4B . . 109.5 ?
    H4A C4 H4B . . 109.5 ?
    C2 C4 H4C . . 109.5 ?
    H4A C4 H4C . . 109.5 ?
    H4B C4 H4C . . 109.5 ?
    N1 C5 C6 . . 122.39(11) ?
    N1 C5 H5 . . 118.8 ?
    C6 C5 H5 . . 118.8 ?
    C7 C6 C5 . . 121.07(12) ?
    C7 C6 H6 . . 119.5 ?
    C5 C6 H6 . . 119.5 ?
    C6 C7 C8 . . 117.44(11) ?
    C6 C7 C10 . . 121.34(11) ?
    C8 C7 C10 . . 121.22(11) ?
    C9 C8 C7 . . 117.74(10) ?
    C9 C8 C11 . . 118.93(10) ?
    C7 C8 C11 . . 123.32(10) ?
    N1 C9 C8 . . 123.38(10) ?
    N1 C9 C9 . 2 116.78(6) ?
    C8 C9 C9 . 2 119.84(6) ?
    C7 C10 H10A . . 109.5 ?
    C7 C10 H10B . . 109.5 ?
    H10A C10 H10B . . 109.5 ?
    C7 C10 H10C . . 109.5 ?
    H10A C10 H10C . . 109.5 ?
    H10B C10 H10C . . 109.5 ?
    C11 C11 C8 2 . 121.17(7) ?
    C11 C11 H11 2 . 119.4 ?
    C8 C11 H11 . . 119.4 ?
