##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# 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.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# 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  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
Chloro(4-methyl
piperidine-1-dithiocarbamato-κ²S:S')(triphenylphosphine-\kP)palladium(II)
;
_chemical_name_common     ?
_chemical_formula_moiety     'C25 H27 Cl N P Pd S2'
_chemical_formula_sum     'C25 H27 Cl N P Pd S2'
_chemical_formula_iupac     '[Pd (C7 H12 N S2) Cl (C18 H15 P)]'
_chemical_formula_weight     578.42
_chemical_melting_point     511
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/n'
_symmetry_space_group_name_Hall     '-P 2yn'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x-1/2, -y-1/2, z-1/2'
_cell_length_a     10.1668(3)
_cell_length_b     13.8325(4)
_cell_length_c     17.8608(4)
_cell_angle_alpha     90.00
_cell_angle_beta     90.162(2)
_cell_angle_gamma     90.00
_cell_volume     2511.79(12)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     13105
_cell_measurement_theta_min     1.0
_cell_measurement_theta_max     26.0
_cell_measurement_temperature     233(2)
_exptl_crystal_description     prism
_exptl_crystal_colour     yellow
_exptl_crystal_size_max     0.2
_exptl_crystal_size_mid     0.12
_exptl_crystal_size_min     0.1
_exptl_crystal_density_diffrn     1.530
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1176
_exptl_absorpt_coefficient_mu     1.089
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_diffrn_ambient_temperature     233(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Nonius KappaCCD'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     13105
_diffrn_reflns_av_R_equivalents     0.0254
_diffrn_reflns_av_sigmaI/netI     0.0269
_diffrn_reflns_theta_min     1.86
_diffrn_reflns_theta_max     25.00
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     0.998
_diffrn_measured_fraction_theta_full     0.998
_diffrn_reflns_limit_h_min     -12
_diffrn_reflns_limit_h_max     12
_diffrn_reflns_limit_k_min     -16
_diffrn_reflns_limit_k_max     16
_diffrn_reflns_limit_l_min     -21
_diffrn_reflns_limit_l_max     21
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_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     4405
_reflns_number_gt     3853
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0331
_refine_ls_R_factor_gt     0.0261
_refine_ls_wR_factor_gt     0.0581
_refine_ls_wR_factor_ref     0.0609
_refine_ls_goodness_of_fit_ref     1.053
_refine_ls_restrained_S_all     1.053
_refine_ls_number_reflns     4405
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
          'calc w=1/[σ²(Fo²)+(0.0201P)²+2.004P] 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     0.002
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.391
_refine_diff_density_min     -0.554
_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'
    P P 0.1023 0.0942 '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'
    Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'COLLECT (Nonius, 1998)'
_computing_cell_refinement     'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_reduction
;
DENZO (Otwinowski & Minor, 1997) and SCALEPACK
;
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997a)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997a)'
_computing_molecular_graphics     'SHELXTL (Sheldrick, 1997b)'
_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
    N1 -0.1669(2) 0.94259(16) 1.08327(12) 0.0402(5) Uani d . 1 . . N
    P1 0.24523(6) 0.66612(4) 0.96739(3) 0.03149(15) Uani d . 1 . . P
    Cl1 0.08028(8) 0.76177(6) 0.82152(4) 0.0596(2) Uani d . 1 . . Cl
    Pd1 0.078103(18) 0.776406(13) 0.951333(10) 0.03322(7) Uani d . 1 . . Pd
    S1 -0.08623(6) 0.89326(5) 0.94475(4) 0.03767(15) Uani d . 1 . . S
    S2 0.03484(7) 0.81516(5) 1.07391(4) 0.04116(16) Uani d . 1 . . S
    C1 -0.0866(2) 0.89244(18) 1.04094(14) 0.0367(6) Uani d . 1 . . C
    C2 -0.2678(3) 1.0079(2) 1.05191(15) 0.0452(7) Uani d . 1 . . C
    H2A -0.2691 1.0021 0.9972 0.054 Uiso calc . 1 . . H
    H2B -0.2461 1.0749 1.0647 0.054 Uiso calc . 1 . . H
    C3 -0.4008(3) 0.9827(2) 1.08267(15) 0.0479(7) Uani d . 1 . . C
    H3A -0.4280 0.9199 1.0625 0.057 Uiso calc . 1 . . H
    H3B -0.4646 1.0311 1.0657 0.057 Uiso calc . 1 . . H
    C4 -0.4035(3) 0.9781(2) 1.16736(16) 0.0505(7) Uani d . 1 . . C
    H4 -0.3858 1.0442 1.1861 0.061 Uiso calc . 1 . . H
    C5 -0.2944(3) 0.9140(2) 1.19580(15) 0.0511(7) Uani d . 1 . . C
    H5A -0.2917 0.9176 1.2506 0.061 Uiso calc . 1 . . H
    H5B -0.3138 0.8469 1.1820 0.061 Uiso calc . 1 . . H
    C6 -0.1617(3) 0.9410(2) 1.16547(15) 0.0458(7) Uani d . 1 . . C
    H6A -0.1361 1.0049 1.1843 0.055 Uiso calc . 1 . . H
    H6B -0.0958 0.8940 1.1822 0.055 Uiso calc . 1 . . H
    C7 -0.5388(3) 0.9489(3) 1.19575(19) 0.0666(9) Uani d . 1 . . C
    H7A -0.6045 0.9927 1.1756 0.100 Uiso calc . 1 . . H
    H7B -0.5398 0.9521 1.2500 0.100 Uiso calc . 1 . . H
    H7C -0.5582 0.8835 1.1797 0.100 Uiso calc . 1 . . H
    C8 0.2215(2) 0.55279(17) 0.91732(13) 0.0315(5) Uani d . 1 . . C
    C9 0.0952(2) 0.51680(19) 0.90778(15) 0.0391(6) Uani d . 1 . . C
    H9 0.0228 0.5524 0.9254 0.047 Uiso calc . 1 . . H
    C10 0.0750(3) 0.4293(2) 0.87268(16) 0.0478(7) Uani d . 1 . . C
    H10 -0.0107 0.4047 0.8673 0.057 Uiso calc . 1 . . H
    C11 0.1808(3) 0.37767(19) 0.84539(16) 0.0462(7) Uani d . 1 . . C
    H11 0.1667 0.3183 0.8210 0.055 Uiso calc . 1 . . H
    C12 0.3060(3) 0.41264(19) 0.85367(15) 0.0428(6) Uani d . 1 . . C
    H12 0.3777 0.3774 0.8348 0.051 Uiso calc . 1 . . H
    C13 0.3270(2) 0.49979(19) 0.88982(14) 0.0373(6) Uani d . 1 . . C
    H13 0.4132 0.5233 0.8958 0.045 Uiso calc . 1 . . H
    C14 0.2766(2) 0.62920(18) 1.06358(13) 0.0335(5) Uani d . 1 . . C
    C15 0.3009(3) 0.7012(2) 1.11688(14) 0.0406(6) Uani d . 1 . . C
    H15 0.2993 0.7665 1.1025 0.049 Uiso calc . 1 . . H
    C16 0.3272(3) 0.6771(2) 1.19037(15) 0.0484(7) Uani d . 1 . . C
    H16 0.3445 0.7260 1.2256 0.058 Uiso calc . 1 . . H
    C17 0.3281(3) 0.5820(3) 1.21221(15) 0.0539(8) Uani d . 1 . . C
    H17 0.3459 0.5659 1.2623 0.065 Uiso calc . 1 . . H
    C18 0.3031(3) 0.5104(2) 1.16079(16) 0.0519(7) Uani d . 1 . . C
    H18 0.3028 0.4454 1.1761 0.062 Uiso calc . 1 . . H
    C19 0.2780(3) 0.5334(2) 1.08619(14) 0.0407(6) Uani d . 1 . . C
    H19 0.2621 0.4840 1.0512 0.049 Uiso calc . 1 . . H
    C20 0.4055(2) 0.70710(17) 0.93396(14) 0.0351(6) Uani d . 1 . . C
    C21 0.5183(3) 0.7021(2) 0.97746(15) 0.0442(7) Uani d . 1 . . C
    H21 0.5130 0.6805 1.0273 0.053 Uiso calc . 1 . . H
    C22 0.6390(3) 0.7286(2) 0.94794(17) 0.0533(8) Uani d . 1 . . C
    H22 0.7151 0.7255 0.9779 0.064 Uiso calc . 1 . . H
    C23 0.6476(3) 0.7593(2) 0.87488(17) 0.0537(8) Uani d . 1 . . C
    H23 0.7295 0.7771 0.8549 0.064 Uiso calc . 1 . . H
    C24 0.5365(3) 0.7640(2) 0.83131(16) 0.0546(8) Uani d . 1 . . C
    H24 0.5428 0.7842 0.7812 0.066 Uiso calc . 1 . . H
    C25 0.4161(3) 0.7392(2) 0.86036(15) 0.0466(7) Uani d . 1 . . C
    H25 0.3403 0.7440 0.8303 0.056 Uiso calc . 1 . . H
_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
    N1 C6 . 1.469(3) ?
    N1 C2 . 1.475(3) ?
    P1 C14 . 1.820(2) ?
    P1 C8 . 1.820(2) ?
    P1 C20 . 1.827(3) ?
    Pd1 P1 . 2.3009(7) y
    Pd1 Cl1 . 2.3276(7) y
    Pd1 S1 . 2.3274(7) y
    Pd1 S2 . 2.2977(7) y
    S1 C1 . 1.718(3) y
    S2 C1 . 1.735(3) y
    N1 C1 . 1.313(3) y
    C2 C3 . 1.502(4) ?
    C2 H2A . 0.9800 ?
    C2 H2B . 0.9800 ?
    C3 C4 . 1.514(4) ?
    C3 H3A . 0.9800 ?
    C3 H3B . 0.9800 ?
    C4 C5 . 1.507(4) ?
    C4 C7 . 1.521(4) ?
    C4 H4 . 0.9900 ?
    C5 C6 . 1.503(4) ?
    C5 H5A . 0.9800 ?
    C5 H5B . 0.9800 ?
    C6 H6A . 0.9800 ?
    C6 H6B . 0.9800 ?
    C7 H7A . 0.9700 ?
    C7 H7B . 0.9700 ?
    C7 H7C . 0.9700 ?
    C8 C9 . 1.388(3) ?
    C8 C13 . 1.390(3) ?
    C9 C10 . 1.378(4) ?
    C9 H9 . 0.9400 ?
    C10 C11 . 1.380(4) ?
    C10 H10 . 0.9400 ?
    C11 C12 . 1.370(4) ?
    C11 H11 . 0.9400 ?
    C12 C13 . 1.384(4) ?
    C12 H12 . 0.9400 ?
    C13 H13 . 0.9400 ?
    C14 C19 . 1.385(4) ?
    C14 C15 . 1.399(4) ?
    C15 C16 . 1.380(4) ?
    C15 H15 . 0.9400 ?
    C16 C17 . 1.371(4) ?
    C16 H16 . 0.9400 ?
    C17 C18 . 1.374(4) ?
    C17 H17 . 0.9400 ?
    C18 C19 . 1.393(4) ?
    C18 H18 . 0.9400 ?
    C19 H19 . 0.9400 ?
    C20 C21 . 1.385(4) ?
    C20 C25 . 1.392(4) ?
    C21 C22 . 1.387(4) ?
    C21 H21 . 0.9400 ?
    C22 C23 . 1.375(4) ?
    C22 H22 . 0.9400 ?
    C23 C24 . 1.371(4) ?
    C23 H23 . 0.9400 ?
    C24 C25 . 1.375(4) ?
    C24 H24 . 0.9400 ?
    C25 H25 . 0.9400 ?
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
    C1 N1 C6 . . 123.2(2) ?
    C1 N1 C2 . . 122.5(2) ?
    C6 N1 C2 . . 114.3(2) ?
    C14 P1 C8 . . 104.17(11) ?
    C14 P1 C20 . . 103.97(11) ?
    C8 P1 C20 . . 102.92(11) ?
    C14 P1 Pd1 . . 115.54(8) ?
    C8 P1 Pd1 . . 114.40(8) ?
    C20 P1 Pd1 . . 114.36(8) ?
    S2 Pd1 P1 . . 100.32(2) y
    S2 Pd1 S1 . . 75.33(2) y
    P1 Pd1 S1 . . 175.24(2) y
    S2 Pd1 Cl1 . . 166.37(3) y
    P1 Pd1 Cl1 . . 93.29(2) y
    S1 Pd1 Cl1 . . 91.08(3) y
    C1 S1 Pd1 . . 87.06(9) y
    C1 S2 Pd1 . . 87.61(9) y
    N1 C1 S1 . . 125.1(2) y
    N1 C1 S2 . . 124.99(19) y
    S1 C1 S2 . . 109.86(14) y
    N1 C2 C3 . . 110.2(2) ?
    N1 C2 H2A . . 109.6 ?
    C3 C2 H2A . . 109.6 ?
    N1 C2 H2B . . 109.6 ?
    C3 C2 H2B . . 109.6 ?
    H2A C2 H2B . . 108.1 ?
    C2 C3 C4 . . 113.2(2) ?
    C2 C3 H3A . . 108.9 ?
    C4 C3 H3A . . 108.9 ?
    C2 C3 H3B . . 108.9 ?
    C4 C3 H3B . . 108.9 ?
    H3A C3 H3B . . 107.7 ?
    C5 C4 C3 . . 110.2(2) ?
    C5 C4 C7 . . 113.4(3) ?
    C3 C4 C7 . . 111.3(3) ?
    C5 C4 H4 . . 107.2 ?
    C3 C4 H4 . . 107.2 ?
    C7 C4 H4 . . 107.2 ?
    C6 C5 C4 . . 113.1(2) ?
    C6 C5 H5A . . 109.0 ?
    C4 C5 H5A . . 109.0 ?
    C6 C5 H5B . . 109.0 ?
    C4 C5 H5B . . 109.0 ?
    H5A C5 H5B . . 107.8 ?
    N1 C6 C5 . . 109.5(2) ?
    N1 C6 H6A . . 109.8 ?
    C5 C6 H6A . . 109.8 ?
    N1 C6 H6B . . 109.8 ?
    C5 C6 H6B . . 109.8 ?
    H6A C6 H6B . . 108.2 ?
    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 ?
    C9 C8 C13 . . 118.8(2) ?
    C9 C8 P1 . . 119.36(18) ?
    C13 C8 P1 . . 121.78(18) ?
    C10 C9 C8 . . 120.5(2) ?
    C10 C9 H9 . . 119.8 ?
    C8 C9 H9 . . 119.8 ?
    C9 C10 C11 . . 120.0(2) ?
    C9 C10 H10 . . 120.0 ?
    C11 C10 H10 . . 120.0 ?
    C12 C11 C10 . . 120.3(2) ?
    C12 C11 H11 . . 119.9 ?
    C10 C11 H11 . . 119.9 ?
    C11 C12 C13 . . 120.0(2) ?
    C11 C12 H12 . . 120.0 ?
    C13 C12 H12 . . 120.0 ?
    C12 C13 C8 . . 120.4(2) ?
    C12 C13 H13 . . 119.8 ?
    C8 C13 H13 . . 119.8 ?
    C19 C14 C15 . . 118.7(2) ?
    C19 C14 P1 . . 123.04(19) ?
    C15 C14 P1 . . 118.23(19) ?
    C16 C15 C14 . . 120.6(3) ?
    C16 C15 H15 . . 119.7 ?
    C14 C15 H15 . . 119.7 ?
    C17 C16 C15 . . 120.2(3) ?
    C17 C16 H16 . . 119.9 ?
    C15 C16 H16 . . 119.9 ?
    C16 C17 C18 . . 120.0(3) ?
    C16 C17 H17 . . 120.0 ?
    C18 C17 H17 . . 120.0 ?
    C17 C18 C19 . . 120.5(3) ?
    C17 C18 H18 . . 119.7 ?
    C19 C18 H18 . . 119.7 ?
    C14 C19 C18 . . 119.9(3) ?
    C14 C19 H19 . . 120.0 ?
    C18 C19 H19 . . 120.0 ?
    C21 C20 C25 . . 118.7(2) ?
    C21 C20 P1 . . 122.60(19) ?
    C25 C20 P1 . . 118.59(19) ?
    C20 C21 C22 . . 120.4(3) ?
    C20 C21 H21 . . 119.8 ?
    C22 C21 H21 . . 119.8 ?
    C23 C22 C21 . . 120.1(3) ?
    C23 C22 H22 . . 120.0 ?
    C21 C22 H22 . . 120.0 ?
    C24 C23 C22 . . 119.9(3) ?
    C24 C23 H23 . . 120.1 ?
    C22 C23 H23 . . 120.1 ?
    C23 C24 C25 . . 120.5(3) ?
    C23 C24 H24 . . 119.8 ?
    C25 C24 H24 . . 119.8 ?
    C24 C25 C20 . . 120.5(3) ?
    C24 C25 H25 . . 119.8 ?
    C20 C25 H25 . . 119.8 ?
data_global
_journal_date_recd_electronic     2005-11-14
_journal_date_accepted     2005-12-13
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2006
_journal_volume     62
_journal_issue      1
_journal_page_first     m136
_journal_page_last     m137
_journal_paper_category     EM
_journal_coeditor_code     SJ6163
_publ_contact_author_name     'Dr Amin Badshah'
_publ_contact_author_address
;
Department of Chemistry,
Quaid-I-Azam University,
Islamabad 45320,
Pakistan
;
_publ_contact_author_email     aminbadshah@yahoo.com
_publ_section_title
;\
Chloro(4-methyl
piperidine-1-dithiocarbamato-κ²S:S')(triphenylphosphine-\
κP)palladium(II)
;
loop_
    _publ_author_name
    _publ_author_address
    'Shaheen, Farkhanda'
;
Department of Chemistry,
Quaid-I-Azam University,
Islamabad 45320,
Pakistan
;
    'Najam-Ul-Haq, Muhammad'
;
Department of Chemistry,
Bahauddin Zakariya University,
Multan 60800,
Pakistan
;
    'Wurst, Klaus'
;
Institute of General, Inorganic and Theoretical Chemistry,
Innrain 52a,
University of  Innsbruck,
A-6020 Innsbruck,
Austria
;
    'Badshah, Amin'
;
Department of Chemistry,
Quaid-I-Azam University,
Islamabad 45320,
Pakistan
;
    'Ali, Saqib'
;
Department of Chemistry,
Quaid-I-Azam University,
Islamabad 45320,
Pakistan
;
