#------------------------------------------------------------------------------
#$Date: 2016-03-21 11:07:37 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178681 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/92/4079274.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_4079274
loop_
_publ_author_name
'Lee, John P.'
'Keller, C. Luke'
'Werlein, Ashley A.'
'Janzen, Daron E.'
'VanDerveer, Donald G.'
'Grant, Gregory J.'
_publ_section_title
;
 C--H Bond Activation by a Palladium(II) Thioether Complex: Formation of
 the Bis(nitromethanate) Complex [Pd(9S3)(CH2NO2)2]
;
_journal_issue                   18
_journal_name_full               Organometallics
_journal_page_first              6505
_journal_paper_doi               10.1021/om3006382
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C8 H16 N2 O4 Pd S3'
_chemical_formula_sum            'C8 H16 N2 O4 Pd S3'
_chemical_formula_weight         406.81
_chemical_name_systematic
; 
 ? 
;
_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'
_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                 95.96(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.8595(16)
_cell_length_b                   9.904(2)
_cell_length_c                   18.205(4)
_cell_measurement_reflns_used    8849
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      26.0212
_cell_measurement_theta_min      2.6045
_cell_volume                     1409.4(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      183(2)
_diffrn_detector_area_resol_mean 14.6199
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_sigmaI/netI    0.0273
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11480
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.73
_exptl_absorpt_coefficient_mu    1.767
_exptl_absorpt_correction_T_max  0.77
_exptl_absorpt_correction_T_min  0.55
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'REQAB, subroutine of CrystalClear, Rigaku/MSC, The Woodlands, TX, 1999.'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.917
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.636
_refine_diff_density_min         -0.663
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2487
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.167
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0405
_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)+(0.0222P)²+4.5443P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0779
_refine_ls_wR_factor_ref         0.0804
_reflns_number_gt                2266
_reflns_number_total             2487
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om3006382_si_002.cif
_cod_data_source_block           pd9s3ch2no22
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4079274
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
Pd1 Pd 0.40402(4) 0.20206(4) 0.079751(19) 0.02666(12) Uani 1 1 d .
S7 S 0.20780(16) 0.02712(13) 0.05696(6) 0.0334(3) Uani 1 1 d .
S4 S 0.58207(15) 0.05235(13) 0.15115(7) 0.0338(3) Uani 1 1 d .
S1 S 0.25208(15) 0.23822(12) 0.21225(7) 0.0316(3) Uani 1 1 d .
C6 C 0.3491(7) -0.1187(5) 0.0727(3) 0.0411(13) Uani 1 1 d .
H6A H 0.2776 -0.2003 0.0761 0.049 Uiso 1 1 calc R
H6B H 0.4136 -0.1298 0.0292 0.049 Uiso 1 1 calc R
C5 C 0.4751(7) -0.1118(5) 0.1407(3) 0.0394(12) Uani 1 1 d .
H5A H 0.5622 -0.1833 0.1380 0.047 Uiso 1 1 calc R
H5B H 0.4145 -0.1296 0.1847 0.047 Uiso 1 1 calc R
C3 C 0.5550(7) 0.0942(6) 0.2466(3) 0.0430(13) Uani 1 1 d .
H3A H 0.6101 0.0222 0.2784 0.052 Uiso 1 1 calc R
H3B H 0.6187 0.1788 0.2591 0.052 Uiso 1 1 calc R
C2 C 0.3742(7) 0.1126(6) 0.2671(3) 0.0377(12) Uani 1 1 d .
H2A H 0.3797 0.1388 0.3198 0.045 Uiso 1 1 calc R
H2B H 0.3135 0.0251 0.2614 0.045 Uiso 1 1 calc R
C9 C 0.0618(6) 0.1485(5) 0.1763(3) 0.0349(11) Uani 1 1 d .
H9A H -0.0061 0.1300 0.2181 0.042 Uiso 1 1 calc R
H9B H -0.0071 0.2096 0.1420 0.042 Uiso 1 1 calc R
C8 C 0.0830(6) 0.0178(5) 0.1368(3) 0.0335(11) Uani 1 1 d .
H8A H -0.0320 -0.0179 0.1198 0.040 Uiso 1 1 calc R
H8B H 0.1390 -0.0478 0.1725 0.040 Uiso 1 1 calc R
C11 C 0.2714(7) 0.3441(6) 0.0123(3) 0.0424(13) Uani 1 1 d .
H11A H 0.2566 0.4264 0.0419 0.051 Uiso 1 1 calc R
H11B H 0.3419 0.3689 -0.0276 0.051 Uiso 1 1 calc R
C10 C 0.5967(7) 0.3486(5) 0.0896(3) 0.0424(13) Uani 1 1 d .
H10A H 0.7092 0.3055 0.1032 0.051 Uiso 1 1 calc R
H10B H 0.6005 0.3962 0.0420 0.051 Uiso 1 1 calc R
N2 N 0.1075(8) 0.3017(5) -0.0203(3) 0.0596(15) Uani 1 1 d .
O4 O -0.0161(7) 0.3077(7) 0.0148(4) 0.098(2) Uani 1 1 d .
O3 O 0.0992(9) 0.2566(5) -0.0840(3) 0.100(2) Uani 1 1 d .
N1 N 0.5595(6) 0.4432(5) 0.1464(3) 0.0496(13) Uani 1 1 d .
O2 O 0.6075(7) 0.4170(5) 0.2114(3) 0.0756(15) Uani 1 1 d .
O1 O 0.4754(6) 0.5451(5) 0.1288(3) 0.0658(13) 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'
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'
Pd Pd -0.9988 1.0072 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C11 Pd1 C10 84.0(2)
C11 Pd1 S7 96.68(15)
C10 Pd1 S7 172.75(15)
C11 Pd1 S4 173.44(15)
C10 Pd1 S4 90.34(17)
S7 Pd1 S4 88.52(5)
C11 Pd1 S1 100.85(16)
C10 Pd1 S1 101.83(15)
S7 Pd1 S1 85.15(4)
S4 Pd1 S1 83.53(4)
C6 S7 C8 101.6(2)
C6 S7 Pd1 100.36(18)
C8 S7 Pd1 107.12(16)
C3 S4 C5 101.8(3)
C3 S4 Pd1 105.27(19)
C5 S4 Pd1 105.26(18)
C9 S1 C2 103.5(3)
C9 S1 Pd1 92.07(16)
C2 S1 Pd1 97.91(16)
C5 C6 S7 115.5(4)
C5 C6 H6A 108.4
S7 C6 H6A 108.4
C5 C6 H6B 108.4
S7 C6 H6B 108.4
H6A C6 H6B 107.5
C6 C5 S4 112.5(3)
C6 C5 H5A 109.1
S4 C5 H5A 109.1
C6 C5 H5B 109.1
S4 C5 H5B 109.1
H5A C5 H5B 107.8
C2 C3 S4 117.9(4)
C2 C3 H3A 107.8
S4 C3 H3A 107.8
C2 C3 H3B 107.8
S4 C3 H3B 107.8
H3A C3 H3B 107.2
C3 C2 S1 113.8(4)
C3 C2 H2A 108.8
S1 C2 H2A 108.8
C3 C2 H2B 108.8
S1 C2 H2B 108.8
H2A C2 H2B 107.7
C8 C9 S1 118.0(3)
C8 C9 H9A 107.8
S1 C9 H9A 107.8
C8 C9 H9B 107.8
S1 C9 H9B 107.8
H9A C9 H9B 107.1
C9 C8 S7 115.6(3)
C9 C8 H8A 108.4
S7 C8 H8A 108.4
C9 C8 H8B 108.4
S7 C8 H8B 108.4
H8A C8 H8B 107.4
N2 C11 Pd1 115.1(4)
N2 C11 H11A 108.5
Pd1 C11 H11A 108.5
N2 C11 H11B 108.5
Pd1 C11 H11B 108.5
H11A C11 H11B 107.5
N1 C10 Pd1 108.2(3)
N1 C10 H10A 110.0
Pd1 C10 H10A 110.0
N1 C10 H10B 110.0
Pd1 C10 H10B 110.0
H10A C10 H10B 108.4
O4 N2 O3 122.8(7)
O4 N2 C11 120.2(6)
O3 N2 C11 117.0(7)
O1 N1 O2 121.7(5)
O1 N1 C10 119.3(5)
O2 N1 C10 119.0(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 C11 2.075(5)
Pd1 C10 2.092(5)
Pd1 S7 2.3280(13)
Pd1 S4 2.3384(14)
Pd1 S1 2.8233(14)
S7 C6 1.826(6)
S7 C8 1.838(5)
S4 C3 1.820(5)
S4 C5 1.832(5)
S1 C9 1.803(5)
S1 C2 1.808(5)
C6 C5 1.503(8)
C6 H6A 0.9900
C6 H6B 0.9900
C5 H5A 0.9900
C5 H5B 0.9900
C3 C2 1.517(7)
C3 H3A 0.9900
C3 H3B 0.9900
C2 H2A 0.9900
C2 H2B 0.9900
C9 C8 1.498(7)
C9 H9A 0.9900
C9 H9B 0.9900
C8 H8A 0.9900
C8 H8B 0.9900
C11 N2 1.425(7)
C11 H11A 0.9900
C11 H11B 0.9900
C10 N1 1.446(7)
C10 H10A 0.9900
C10 H10B 0.9900
N2 O4 1.218(8)
N2 O3 1.238(7)
N1 O1 1.231(7)
N1 O2 1.232(7)
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
C11 Pd1 S7 C6 152.7(2)
S4 Pd1 S7 C6 -23.30(17)
S1 Pd1 S7 C6 -106.94(17)
C11 Pd1 S7 C8 -101.6(2)
S4 Pd1 S7 C8 82.43(18)
S1 Pd1 S7 C8 -1.21(18)
C10 Pd1 S4 C3 84.9(2)
S7 Pd1 S4 C3 -102.3(2)
S1 Pd1 S4 C3 -17.0(2)
C10 Pd1 S4 C5 -168.1(2)
S7 Pd1 S4 C5 4.76(17)
S1 Pd1 S4 C5 90.05(17)
C11 Pd1 S1 C9 76.2(2)
C10 Pd1 S1 C9 162.3(2)
S7 Pd1 S1 C9 -19.68(17)
S4 Pd1 S1 C9 -108.73(17)
C11 Pd1 S1 C2 -179.8(2)
C10 Pd1 S1 C2 -93.8(2)
S7 Pd1 S1 C2 84.29(19)
S4 Pd1 S1 C2 -4.77(19)
C8 S7 C6 C5 -64.9(4)
Pd1 S7 C6 C5 45.2(4)
S7 C6 C5 S4 -45.4(5)
C3 S4 C5 C6 130.3(4)
Pd1 S4 C5 C6 20.7(4)
C5 S4 C3 C2 -62.8(5)
Pd1 S4 C3 C2 46.8(5)
S4 C3 C2 S1 -56.1(5)
C9 S1 C2 C3 125.7(4)
Pd1 S1 C2 C3 31.7(4)
C2 S1 C9 C8 -52.9(4)
Pd1 S1 C9 C8 45.8(4)
S1 C9 C8 S7 -57.1(5)
C6 S7 C8 C9 134.3(4)
Pd1 S7 C8 C9 29.4(4)
C10 Pd1 C11 N2 177.5(5)
S7 Pd1 C11 N2 4.7(5)
S1 Pd1 C11 N2 -81.6(5)
C11 Pd1 C10 N1 83.3(4)
S4 Pd1 C10 N1 -100.1(4)
S1 Pd1 C10 N1 -16.6(4)
Pd1 C11 N2 O4 81.9(7)
Pd1 C11 N2 O3 -96.5(5)
Pd1 C10 N1 O1 -92.0(5)
Pd1 C10 N1 O2 85.3(5)
