#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:12:37 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179098 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/60/4306097.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_4306097
loop_
_publ_author_name
'Darko Babić'
'Manda Ćurić'
'Krešimir Molčanov'
'Gregor Ilc'
'Janez Plavec'
_publ_contact_author_address
;
Institute Rudjer Boskovic
Bijenicka 54
HR-10002 Zagreb
Croatia
;
_publ_contact_author_email       dbabic@irb.hr
_publ_contact_author_fax         385(1)4680245
_publ_contact_author_name        'Darko Babic'
_publ_contact_author_phone       385(1)4651013
_publ_section_title
;
Synthesis and Characterization of Dicyclopalladated Complexes of Azobenzene
Derivatives by Experimental and Computational Methods
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10446
_journal_page_last               10454
_journal_paper_doi               10.1021/ic8010234
_journal_volume                  47
_journal_year                    2008
_chemical_formula_moiety         'C18 H24 Cl2 N4 O4 Pd2 S2'
_chemical_formula_sum            'C18 H24 Cl2 N4 O4 Pd2 S2'
_chemical_formula_weight         708.29
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_date             2005-10-24T15:22:23-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 103.010(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.8502(6)
_cell_length_b                   7.3983(9)
_cell_length_c                   26.052(2)
_cell_measurement_reflns_used    15
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.4
_cell_measurement_theta_min      3.5
_cell_volume                     2413.2(4)
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_collection       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf Nonius CAD4'
_diffrn_measurement_method       'non-profiled omega/2theta scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1238
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            5330
_diffrn_reflns_theta_full        78.2
_diffrn_reflns_theta_max         78.2
_diffrn_reflns_theta_min         3.48
_diffrn_standards_decay_%        3
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    15.973
_exptl_absorpt_correction_T_max  0.6190
_exptl_absorpt_correction_T_min  0.4545
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.95
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1400
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.093
_refine_diff_density_min         -1.575
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5098
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.976
_refine_ls_R_factor_gt           0.0842
_refine_ls_shift/su_max          0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0631P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2024
_reflns_number_gt                2042
_reflns_number_total             5098
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic8010234_si_002_1.cif
_cod_data_source_block           4b
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4306097
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'
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
_atom_site_disorder_assembly
N3 N 0.0530(10) 0.268(2) -0.1237(6) 0.044(4) Uani 1 d . . .
O2 O 0.2231(11) 0.018(2) 0.3577(5) 0.071(4) Uani 1 d . . .
C13 C 0.1455(12) 0.236(3) -0.1448(6) 0.056(6) Uani 1 d . . .
H13A H 0.1276 0.2556 -0.1822 0.084 Uiso 1 calc R . .
H13B H 0.1689 0.1135 -0.1377 0.084 Uiso 1 calc R . .
H13C H 0.2017 0.3171 -0.1287 0.084 Uiso 1 calc R . .
N4 N 0.1377(13) 0.0407(19) 0.3257(6) 0.045(4) Uani 1 d . . .
C14 C -0.0385(13) 0.330(3) -0.1632(7) 0.048(5) Uani 1 d . . .
H14A H -0.0206 0.3322 -0.197 0.072 Uiso 1 calc R . .
H14B H -0.058 0.4494 -0.1544 0.072 Uiso 1 calc R . .
H14C H -0.0974 0.2492 -0.1643 0.072 Uiso 1 calc R . .
O1 O 0.0525(11) 0.050(2) 0.3392(5) 0.081(5) Uani 1 d . . .
C6 C -0.0408(13) 0.271(3) -0.0036(7) 0.056(6) Uani 1 d . . .
H6 H -0.104 0.2896 0.0074 0.067 Uiso 1 calc R . .
S1 S 0.5107(3) 0.1233(7) 0.14297(17) 0.0461(12) Uani 1 d . . .
S2 S -0.3024(3) 0.2905(7) 0.05468(19) 0.0488(13) Uani 1 d . . .
O4 O -0.1876(7) 0.3559(16) 0.0667(4) 0.042(3) Uani 1 d . . .
O3 O 0.3979(8) 0.0650(19) 0.1404(5) 0.058(4) Uani 1 d . . .
C17 C -0.3761(12) 0.466(2) 0.0747(7) 0.054(5) Uani 1 d . . .
H17A H -0.3616 0.4701 0.1125 0.081 Uiso 1 calc R . .
H17B H -0.4509 0.4458 0.061 0.081 Uiso 1 calc R . .
H17C H -0.3559 0.5794 0.0617 0.081 Uiso 1 calc R . .
C18 C -0.3450(14) 0.319(3) -0.0149(7) 0.062(6) Uani 1 d . . .
H18A H -0.311 0.2306 -0.0325 0.093 Uiso 1 calc R . .
H18B H -0.3259 0.4382 -0.0244 0.093 Uiso 1 calc R . .
H18C H -0.4211 0.305 -0.0253 0.093 Uiso 1 calc R . .
C15 C 0.5740(14) -0.074(3) 0.1283(8) 0.073(7) Uani 1 d . . .
H15A H 0.5529 -0.0976 0.0912 0.11 Uiso 1 calc R . .
H15B H 0.5539 -0.1734 0.1475 0.11 Uiso 1 calc R . .
H15C H 0.6501 -0.0575 0.1382 0.11 Uiso 1 calc R . .
C16 C 0.5645(15) 0.129(4) 0.2126(7) 0.087(8) Uani 1 d . . .
H16A H 0.5377 0.2334 0.2273 0.131 Uiso 1 calc R . .
H16B H 0.641 0.1354 0.2194 0.131 Uiso 1 calc R . .
H16C H 0.5437 0.0218 0.2284 0.131 Uiso 1 calc R . .
Pd1 Pd 0.26626(9) 0.13268(19) 0.07493(5) 0.0366(4) Uani 1 d . . .
Pd2 Pd -0.06459(9) 0.23666(18) 0.12678(5) 0.0368(4) Uani 1 d . . .
Cl1 Cl 0.3894(3) 0.1485(7) 0.02274(17) 0.0494(12) Uani 1 d . . .
Cl2 Cl -0.1815(3) 0.2637(8) 0.18109(18) 0.0596(14) Uani 1 d . . .
N2 N 0.1446(10) 0.1429(19) 0.1149(5) 0.034(3) Uani 1 d . . .
N1 N 0.0529(10) 0.1950(19) 0.0857(5) 0.036(4) Uani 1 d . . .
C12 C 0.2331(12) 0.040(2) 0.2022(7) 0.039(4) Uani 1 d . . .
H12 H 0.2941 0.0082 0.1907 0.047 Uiso 1 calc R . .
C1 C 0.0514(11) 0.224(2) 0.0345(6) 0.030(4) Uani 1 d . . .
C7 C 0.1439(11) 0.113(2) 0.1660(6) 0.033(4) Uani 1 d . . .
C8 C 0.0478(11) 0.151(2) 0.1832(6) 0.030(4) Uani 1 d . . .
C10 C 0.1358(13) 0.059(2) 0.2697(6) 0.039(5) Uani 1 d . . .
C9 C 0.0500(12) 0.122(2) 0.2349(6) 0.039(4) Uani 1 d . . .
H9 H -0.0114 0.1465 0.2469 0.047 Uiso 1 calc R . .
C3 C 0.1442(14) 0.205(3) -0.0355(7) 0.048(5) Uani 1 d . . .
H3 H 0.2064 0.1876 -0.0475 0.057 Uiso 1 calc R . .
C4 C 0.0497(12) 0.253(2) -0.0724(6) 0.036(4) Uani 1 d . . .
C11 C 0.2299(13) 0.017(3) 0.2538(7) 0.044(5) Uani 1 d . . .
H11 H 0.2895 -0.0254 0.278 0.053 Uiso 1 calc R . .
C2 C 0.1486(12) 0.183(2) 0.0170(6) 0.035(4) Uani 1 d . . .
C5 C -0.0418(13) 0.290(2) -0.0538(7) 0.046(5) Uani 1 d . . .
H5 H -0.1037 0.3288 -0.0771 0.055 Uiso 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.018 0.009 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.364 0.702 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.031 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.049 0.032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.122 3.934 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.333 0.557 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
2 0 8
1 2 1
1 2 -2
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
C4 N3 C13 125.3(14) . . ?
C4 N3 C14 121.8(14) . . ?
C13 N3 C14 112.9(14) . . ?
N3 C13 H13A 109.5 . . ?
N3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O1 N4 O2 122.2(16) . . ?
O1 N4 C10 117.8(15) . . ?
O2 N4 C10 120.1(15) . . ?
N3 C14 H14A 109.5 . . ?
N3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C5 C6 C1 123.2(16) . . ?
C5 C6 H6 118.4 . . ?
C1 C6 H6 118.4 . . ?
O3 S1 C15 104.1(9) . . ?
O3 S1 C16 101.6(8) . . ?
C15 S1 C16 98.5(10) . . ?
O4 S2 C17 105.5(8) . . ?
O4 S2 C18 103.5(8) . . ?
C17 S2 C18 98.7(9) . . ?
S2 O4 Pd2 122.8(7) . . ?
S1 O3 Pd1 122.9(7) . . ?
S2 C17 H17A 109.5 . . ?
S2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
S2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
S2 C18 H18A 109.5 . . ?
S2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
S2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
S1 C15 H15A 109.5 . . ?
S1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
S1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
S1 C16 H16A 109.5 . . ?
S1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
S1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C2 Pd1 N2 80.7(6) . . ?
C2 Pd1 O3 177.9(6) . . ?
N2 Pd1 O3 99.0(5) . . ?
C2 Pd1 Cl1 92.8(5) . . ?
N2 Pd1 Cl1 172.5(4) . . ?
O3 Pd1 Cl1 87.6(3) . . ?
C8 Pd2 N1 80.6(6) . . ?
C8 Pd2 O4 174.9(6) . . ?
N1 Pd2 O4 100.8(5) . . ?
C8 Pd2 Cl2 92.3(5) . . ?
N1 Pd2 Cl2 172.7(4) . . ?
O4 Pd2 Cl2 86.4(3) . . ?
N1 N2 C7 114.6(12) . . ?
N1 N2 Pd1 113.8(9) . . ?
C7 N2 Pd1 131.6(10) . . ?
N2 N1 C1 115.5(12) . . ?
N2 N1 Pd2 114.3(9) . . ?
C1 N1 Pd2 130.0(10) . . ?
C11 C12 C7 120.3(16) . . ?
C11 C12 H12 119.8 . . ?
C7 C12 H12 119.8 . . ?
N1 C1 C6 124.0(14) . . ?
N1 C1 C2 117.2(13) . . ?
C6 C1 C2 118.5(15) . . ?
N2 C7 C12 122.4(14) . . ?
N2 C7 C8 118.2(14) . . ?
C12 C7 C8 119.4(15) . . ?
C9 C8 C7 116.8(14) . . ?
C9 C8 Pd2 131.0(12) . . ?
C7 C8 Pd2 112.2(11) . . ?
C9 C10 C11 120.7(15) . . ?
C9 C10 N4 122.2(16) . . ?
C11 C10 N4 117.0(15) . . ?
C10 C9 C8 123.8(16) . . ?
C10 C9 H9 118.1 . . ?
C8 C9 H9 118.1 . . ?
C2 C3 C4 123.1(16) . . ?
C2 C3 H3 118.4 . . ?
C4 C3 H3 118.4 . . ?
N3 C4 C5 122.8(15) . . ?
N3 C4 C3 118.7(15) . . ?
C5 C4 C3 118.4(15) . . ?
C12 C11 C10 118.9(16) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C3 C2 C1 116.4(15) . . ?
C3 C2 Pd1 131.3(13) . . ?
C1 C2 Pd1 111.9(11) . . ?
C6 C5 C4 120.2(16) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
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
N3 C4 1.352(19) . ?
N3 C13 1.437(18) . ?
N3 C14 1.450(19) . ?
O2 N4 1.231(16) . ?
C13 H13A 0.96 . ?
C13 H13B 0.96 . ?
C13 H13C 0.96 . ?
N4 O1 1.224(17) . ?
N4 C10 1.46(2) . ?
C14 H14A 0.96 . ?
C14 H14B 0.96 . ?
C14 H14C 0.96 . ?
C6 C5 1.31(2) . ?
C6 C1 1.41(2) . ?
C6 H6 0.93 . ?
S1 O3 1.500(11) . ?
S1 C15 1.75(2) . ?
S1 C16 1.790(19) . ?
S2 O4 1.517(10) . ?
S2 C17 1.757(17) . ?
S2 C18 1.785(18) . ?
O4 Pd2 2.148(10) . ?
O3 Pd1 2.173(11) . ?
C17 H17A 0.96 . ?
C17 H17B 0.96 . ?
C17 H17C 0.96 . ?
C18 H18A 0.96 . ?
C18 H18B 0.96 . ?
C18 H18C 0.96 . ?
C15 H15A 0.96 . ?
C15 H15B 0.96 . ?
C15 H15C 0.96 . ?
C16 H16A 0.96 . ?
C16 H16B 0.96 . ?
C16 H16C 0.96 . ?
Pd1 C2 1.917(15) . ?
Pd1 N2 2.065(12) . ?
Pd1 Cl1 2.310(4) . ?
Pd2 C8 1.921(15) . ?
Pd2 N1 2.060(13) . ?
Pd2 Cl2 2.293(4) . ?
N2 N1 1.309(15) . ?
N2 C7 1.351(18) . ?
N1 C1 1.347(18) . ?
C12 C11 1.37(2) . ?
C12 C7 1.42(2) . ?
C12 H12 0.93 . ?
C1 C2 1.454(19) . ?
C7 C8 1.44(2) . ?
C8 C9 1.36(2) . ?
C10 C9 1.34(2) . ?
C10 C11 1.40(2) . ?
C9 H9 0.93 . ?
C3 C2 1.36(2) . ?
C3 C4 1.41(2) . ?
C3 H3 0.93 . ?
C4 C5 1.40(2) . ?
C11 H11 0.93 . ?
C5 H5 0.93 . ?
