#------------------------------------------------------------------------------
#$Date: 2019-11-23 10:05:54 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232807 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/81/4348165.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_4348165
loop_
_publ_author_name
'Kennedy, Steven R.'
'Kozar, Morgan N.'
'Yennawar, Hemant P.'
'Lear, Benjamin J.'
_publ_section_title
;
 Steady-State Spectroscopic Analysis of Proton-Dependent Electron Transfer
 on Pyrazine-Appended Metal Dithiolenes [Ni(pdt)2], [Pd(pdt)2], and
 [Pt(pdt)2] (pdt = 2,3-Pyrazinedithiol).
;
_journal_issue                   17
_journal_name_full               'Inorganic chemistry'
_journal_page_first              8459
_journal_page_last               8467
_journal_paper_doi               10.1021/acs.inorgchem.6b01065
_journal_volume                  55
_journal_year                    2016
_chemical_formula_moiety         'C8 H4 N4 Pd S4, 2(C16 H35 N)'
_chemical_formula_sum            'C20 H37 N3 Pd0.5 S2'
_chemical_formula_weight         436.85
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.568(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.0923(8)
_cell_length_b                   20.2213(19)
_cell_length_c                   14.3201(14)
_cell_measurement_reflns_used    3777
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      20.577
_cell_measurement_theta_min      2.475
_cell_volume                     2317.1(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_sigmaI/netI    0.0331
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22114
_diffrn_reflns_theta_full        28.34
_diffrn_reflns_theta_max         28.34
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    0.614
_exptl_absorpt_correction_T_max  0.9878
_exptl_absorpt_correction_T_min  0.8768
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             932
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.633
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         5761
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.1013
_refine_ls_R_factor_gt           0.0670
_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)+(0.0773P)²+1.0885P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1534
_refine_ls_wR_factor_ref         0.1715
_reflns_number_gt                3970
_reflns_number_total             5761
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic6b01065_si_002.cif
_cod_data_source_block           srk3s
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_original_formula_sum        'C20 H37 N3 Pd0.50 S2'
_cod_database_code               4348165
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.5911(7) 0.1176(3) 0.1711(4) 0.0999(16) Uani 1 1 d .
H1 H 0.5873 0.1504 0.1254 0.120 Uiso 1 1 calc R
C2 C 0.5395(5) 0.0821(2) 0.3132(3) 0.0697(11) Uani 1 1 d .
C3 C 0.3971(5) -0.0192(2) 0.7062(3) 0.0698(11) Uani 1 1 d .
C4 C 0.3451(7) -0.0573(3) 0.8473(4) 0.1029(17) Uani 1 1 d .
H4 H 0.3059 -0.0509 0.9044 0.123 Uiso 1 1 calc R
C5 C 0.9125(6) 0.1035(2) 0.6033(3) 0.0751(12) Uani 1 1 d .
H5A H 0.9828 0.0651 0.6194 0.090 Uiso 1 1 calc R
H5B H 0.7991 0.0877 0.5851 0.090 Uiso 1 1 calc R
C6 C 0.9673(7) 0.1362(2) 0.5193(3) 0.0839(13) Uani 1 1 d .
H6A H 1.0753 0.1569 0.5383 0.101 Uiso 1 1 calc R
H6B H 0.8881 0.1707 0.4966 0.101 Uiso 1 1 calc R
C7 C 0.9803(7) 0.0882(3) 0.4399(3) 0.0861(13) Uani 1 1 d .
H7A H 1.0744 0.0589 0.4587 0.103 Uiso 1 1 calc R
H7B H 0.8800 0.0612 0.4298 0.103 Uiso 1 1 calc R
C8 C 1.0021(8) 0.1213(3) 0.3483(3) 0.1016(17) Uani 1 1 d .
H8A H 0.9045 0.1470 0.3260 0.152 Uiso 1 1 calc R
H8B H 1.0177 0.0883 0.3022 0.152 Uiso 1 1 calc R
H8C H 1.0982 0.1497 0.3583 0.152 Uiso 1 1 calc R
C9 C 0.8221(6) 0.1096(2) 0.7605(4) 0.0845(13) Uani 1 1 d .
H9A H 0.8235 0.1376 0.8156 0.101 Uiso 1 1 calc R
H9B H 0.7064 0.1052 0.7314 0.101 Uiso 1 1 calc R
C10 C 0.8824(7) 0.0447(3) 0.7924(4) 0.0950(15) Uani 1 1 d .
H10A H 1.0021 0.0467 0.8128 0.114 Uiso 1 1 calc R
H10B H 0.8619 0.0137 0.7402 0.114 Uiso 1 1 calc R
C11 C 0.7965(8) 0.0199(3) 0.8737(5) 0.113(2) Uani 1 1 d .
H11A H 0.8263 0.0495 0.9269 0.136 Uiso 1 1 calc R
H11B H 0.6768 0.0235 0.8546 0.136 Uiso 1 1 calc R
C12 C 0.8327(10) -0.0463(3) 0.9059(5) 0.139(3) Uani 1 1 d .
H12A H 0.7944 -0.0768 0.8560 0.208 Uiso 1 1 calc R
H12B H 0.7769 -0.0552 0.9592 0.208 Uiso 1 1 calc R
H12C H 0.9511 -0.0512 0.9242 0.208 Uiso 1 1 calc R
C13 C 1.1008(7) 0.1558(3) 0.7343(4) 0.0919(14) Uani 1 1 d .
H13A H 1.1546 0.1128 0.7400 0.110 Uiso 1 1 calc R
H13B H 1.1543 0.1814 0.6898 0.110 Uiso 1 1 calc R
C14 C 1.1359(9) 0.1889(4) 0.8274(4) 0.124(2) Uani 1 1 d .
H14A H 1.0705 0.2293 0.8251 0.148 Uiso 1 1 calc R
H14B H 1.0990 0.1603 0.8745 0.148 Uiso 1 1 calc R
C15 C 1.3065(12) 0.2050(5) 0.8564(6) 0.167(3) Uani 1 1 d .
H15 H 1.3376 0.2493 0.8558 0.200 Uiso 1 1 calc R
C16 C 1.4231(12) 0.1610(6) 0.8841(8) 0.199(5) Uani 1 1 d .
H16A H 1.3835 0.1307 0.9273 0.299 Uiso 1 1 calc R
H16B H 1.5215 0.1830 0.9148 0.299 Uiso 1 1 calc R
H16C H 1.4494 0.1371 0.8302 0.299 Uiso 1 1 calc R
C17 C 0.8356(7) 0.2119(2) 0.6695(4) 0.0931(15) Uani 1 1 d .
H17A H 0.8420 0.2363 0.7283 0.112 Uiso 1 1 calc R
H17B H 0.9005 0.2362 0.6291 0.112 Uiso 1 1 calc R
C18 C 0.6604(7) 0.2114(3) 0.6240(4) 0.0992(16) Uani 1 1 d .
H18A H 0.5940 0.1888 0.6653 0.119 Uiso 1 1 calc R
H18B H 0.6525 0.1861 0.5660 0.119 Uiso 1 1 calc R
C19 C 0.5880(9) 0.2777(3) 0.6018(5) 0.126(2) Uani 1 1 d .
H19A H 0.6558 0.3005 0.5615 0.151 Uiso 1 1 calc R
H19B H 0.5947 0.3027 0.6601 0.151 Uiso 1 1 calc R
C20 C 0.4119(9) 0.2780(4) 0.5546(6) 0.145(3) Uani 1 1 d .
H20A H 0.4030 0.2531 0.4969 0.217 Uiso 1 1 calc R
H20B H 0.3767 0.3228 0.5406 0.217 Uiso 1 1 calc R
H20C H 0.3419 0.2584 0.5956 0.217 Uiso 1 1 calc R
N1 N 0.5344(5) 0.1317(2) 0.2510(3) 0.0878(11) Uani 1 1 d .
N2 N 0.3370(6) -0.0071(2) 0.7856(3) 0.0914(12) Uani 1 1 d .
N3 N 0.9168(4) 0.14538(16) 0.6907(2) 0.0661(8) Uani 1 1 d .
Pd1 Pd 0.5000 0.0000 0.5000 0.06255(17) Uani 1 2 d S
S1 S 0.39730(15) 0.04583(6) 0.62593(8) 0.0744(3) Uani 1 1 d .
S2 S 0.46853(16) 0.09868(6) 0.41922(9) 0.0807(3) Uani 1 1 d .
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'
Pd Pd -0.9988 1.0072 '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'
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
N1 C1 C4 123.2(5) . 3_656
N1 C1 H1 118.4 . .
C4 C1 H1 118.4 3_656 .
N1 C2 C3 121.3(4) . 3_656
N1 C2 S2 117.2(4) . .
C3 C2 S2 121.5(4) 3_656 .
N2 C3 C2 121.6(4) . 3_656
N2 C3 S1 117.5(4) . .
C2 C3 S1 120.8(4) 3_656 .
N2 C4 C1 122.1(5) . 3_656
N2 C4 H4 118.9 . .
C1 C4 H4 118.9 3_656 .
C6 C5 N3 116.5(4) . .
C6 C5 H5A 108.2 . .
N3 C5 H5A 108.2 . .
C6 C5 H5B 108.2 . .
N3 C5 H5B 108.2 . .
H5A C5 H5B 107.3 . .
C5 C6 C7 112.5(4) . .
C5 C6 H6A 109.1 . .
C7 C6 H6A 109.1 . .
C5 C6 H6B 109.1 . .
C7 C6 H6B 109.1 . .
H6A C6 H6B 107.8 . .
C8 C7 C6 113.5(5) . .
C8 C7 H7A 108.9 . .
C6 C7 H7A 108.9 . .
C8 C7 H7B 108.9 . .
C6 C7 H7B 108.9 . .
H7A C7 H7B 107.7 . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C10 C9 N3 117.1(4) . .
C10 C9 H9A 108.0 . .
N3 C9 H9A 108.0 . .
C10 C9 H9B 108.0 . .
N3 C9 H9B 108.0 . .
H9A C9 H9B 107.3 . .
C9 C10 C11 111.5(5) . .
C9 C10 H10A 109.3 . .
C11 C10 H10A 109.3 . .
C9 C10 H10B 109.3 . .
C11 C10 H10B 109.3 . .
H10A C10 H10B 108.0 . .
C12 C11 C10 117.3(6) . .
C12 C11 H11A 108.0 . .
C10 C11 H11A 108.0 . .
C12 C11 H11B 108.0 . .
C10 C11 H11B 108.0 . .
H11A C11 H11B 107.2 . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C14 C13 N3 118.1(5) . .
C14 C13 H13A 107.8 . .
N3 C13 H13A 107.8 . .
C14 C13 H13B 107.8 . .
N3 C13 H13B 107.8 . .
H13A C13 H13B 107.1 . .
C15 C14 C13 114.5(7) . .
C15 C14 H14A 108.6 . .
C13 C14 H14A 108.6 . .
C15 C14 H14B 108.6 . .
C13 C14 H14B 108.6 . .
H14A C14 H14B 107.6 . .
C16 C15 C14 123.8(9) . .
C16 C15 H15 118.1 . .
C14 C15 H15 118.1 . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C18 C17 N3 116.4(4) . .
C18 C17 H17A 108.2 . .
N3 C17 H17A 108.2 . .
C18 C17 H17B 108.2 . .
N3 C17 H17B 108.2 . .
H17A C17 H17B 107.3 . .
C17 C18 C19 114.5(5) . .
C17 C18 H18A 108.6 . .
C19 C18 H18A 108.6 . .
C17 C18 H18B 108.6 . .
C19 C18 H18B 108.6 . .
H18A C18 H18B 107.6 . .
C18 C19 C20 115.2(6) . .
C18 C19 H19A 108.5 . .
C20 C19 H19A 108.5 . .
C18 C19 H19B 108.5 . .
C20 C19 H19B 108.5 . .
H19A C19 H19B 107.5 . .
C19 C20 H20A 109.5 . .
C19 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C19 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C1 N1 C2 115.7(5) . .
C3 N2 C4 115.9(5) . .
C5 N3 C17 112.2(3) . .
C5 N3 C9 109.0(3) . .
C17 N3 C9 107.9(3) . .
C5 N3 C13 108.3(3) . .
C17 N3 C13 109.0(4) . .
C9 N3 C13 110.4(3) . .
S1 Pd1 S1 180.00(3) 3_656 .
S1 Pd1 S2 91.09(4) 3_656 3_656
S1 Pd1 S2 88.91(4) . 3_656
S1 Pd1 S2 88.91(4) 3_656 .
S1 Pd1 S2 91.09(4) . .
S2 Pd1 S2 180.000(1) 3_656 .
C3 S1 Pd1 104.45(16) . .
C2 S2 Pd1 104.27(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.325(7) .
C1 C4 1.365(8) 3_656
C1 H1 0.9300 .
C2 N1 1.337(6) .
C2 C3 1.416(6) 3_656
C2 S2 1.734(5) .
C3 N2 1.324(6) .
C3 C2 1.416(6) 3_656
C3 S1 1.746(5) .
C4 N2 1.342(7) .
C4 C1 1.365(8) 3_656
C4 H4 0.9300 .
C5 C6 1.497(7) .
C5 N3 1.507(5) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 C7 1.510(6) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 C8 1.507(7) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
C9 C10 1.451(7) .
C9 N3 1.529(6) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 C11 1.527(8) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 C12 1.432(9) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 H12A 0.9600 .
C12 H12B 0.9600 .
C12 H12C 0.9600 .
C13 C14 1.481(7) .
C13 N3 1.541(6) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 C15 1.419(10) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 C16 1.315(12) .
C15 H15 0.9300 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C17 C18 1.469(7) .
C17 N3 1.509(6) .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 C19 1.479(7) .
C18 H18A 0.9700 .
C18 H18B 0.9700 .
C19 C20 1.484(9) .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C20 H20A 0.9600 .
C20 H20B 0.9600 .
C20 H20C 0.9600 .
Pd1 S1 2.2909(11) 3_656
Pd1 S1 2.2909(11) .
Pd1 S2 2.3015(12) 3_656
Pd1 S2 2.3015(12) .
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
N3 C5 C6 C7 172.5(4) .
C5 C6 C7 C8 168.7(4) .
N3 C9 C10 C11 170.2(4) .
C9 C10 C11 C12 174.1(5) .
N3 C13 C14 C15 -171.5(6) .
C13 C14 C15 C16 -72.0(12) .
N3 C17 C18 C19 -178.1(5) .
C17 C18 C19 C20 179.1(6) .
C4 C1 N1 C2 -1.5(8) 3_656
C3 C2 N1 C1 0.4(6) 3_656
S2 C2 N1 C1 179.3(4) .
C2 C3 N2 C4 2.1(7) 3_656
S1 C3 N2 C4 -177.4(4) .
C1 C4 N2 C3 -1.0(8) 3_656
C6 C5 N3 C17 48.2(5) .
C6 C5 N3 C9 167.6(4) .
C6 C5 N3 C13 -72.2(5) .
C18 C17 N3 C5 57.8(6) .
C18 C17 N3 C9 -62.3(5) .
C18 C17 N3 C13 177.8(4) .
C10 C9 N3 C5 59.3(5) .
C10 C9 N3 C17 -178.6(4) .
C10 C9 N3 C13 -59.6(5) .
C14 C13 N3 C5 -172.9(5) .
C14 C13 N3 C17 64.8(6) .
C14 C13 N3 C9 -53.6(6) .
N2 C3 S1 Pd1 -177.6(3) .
C2 C3 S1 Pd1 3.0(4) 3_656
S1 Pd1 S1 C3 -114(80) 3_656
S2 Pd1 S1 C3 -1.52(16) 3_656
S2 Pd1 S1 C3 178.48(16) .
N1 C2 S2 Pd1 179.6(3) .
C3 C2 S2 Pd1 -1.5(4) 3_656
S1 Pd1 S2 C2 -0.30(14) 3_656
S1 Pd1 S2 C2 179.70(14) .
S2 Pd1 S2 C2 128(95) 3_656
