#------------------------------------------------------------------------------
#$Date: 2019-11-08 00:52:18 +0200 (Fri, 08 Nov 2019) $
#$Revision: 224354 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/04/7700402.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_7700402
loop_
_publ_author_name
'Janzen, Daron E.'
'Bruening, Meaghan A.'
'Mamiya, Arthur A.'
'Driscoll, Laura E.'
'da Silva Filho, Demetrio A.'
_publ_section_title
;
 Hemilabile bonding of 1-oxa-4,7-dithiacyclononane in cyclometallated
 palladium(ii) complexes.
;
_journal_issue                   30
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11520
_journal_page_last               11535
_journal_paper_doi               10.1039/c9dt02059d
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         'C19 H20 N O Pd S3, F6 P, C H3 N O2'
_chemical_formula_sum            'C20 H23 F6 N2 O3 P Pd S3'
_chemical_formula_weight         686.96
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2019-02-01 deposited with the CCDC.    2019-07-02 downloaded from the CCDC.
;
_cell_angle_alpha                80.646(6)
_cell_angle_beta                 73.894(5)
_cell_angle_gamma                77.935(6)
_cell_formula_units_Z            2
_cell_length_a                   8.1573(8)
_cell_length_b                   11.5199(12)
_cell_length_c                   14.1783(14)
_cell_measurement_reflns_used    12388
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.64
_cell_measurement_theta_min      3.01
_cell_volume                     1244.0(2)
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r13'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r13'
_computing_molecular_graphics    'CrystalStructure 4.1'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 6.849
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku XtaLAB mini'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.025
_diffrn_reflns_av_unetI/netI     0.035
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13061
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         3.010
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.135
_exptl_absorpt_correction_T_max  0.788
_exptl_absorpt_correction_T_min  0.478
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.834
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             688.00
_exptl_crystal_size_max          0.640
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.210
_refine_diff_density_max         0.63
_refine_diff_density_min         -0.70
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     326
_refine_ls_number_reflns         5700
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0326
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0282P)²+1.5034P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0818
_refine_ls_wR_factor_ref         0.0842
_reflns_number_gt                5144
_reflns_number_total             5700
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c9dt02059d2.cif
_cod_data_source_block           4bNO2CH3
_cod_depositor_comments
'Adding full bibliography for 7700398--7700405.cif.'
_cod_database_code               7700402
_shelxl_version_number           2013-3
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Pd1 Pd 0.23359(3) 0.11084(2) 0.31592(2) 0.02288(7) Uani 1 1 d . .
S1 S 0.18745(10) -0.00983(6) 0.21605(5) 0.02923(16) Uani 1 1 d . .
S2 S 0.22083(11) 0.27163(6) 0.18724(5) 0.03163(17) Uani 1 1 d . .
S3 S 0.25617(10) -0.07137(7) 0.61700(5) 0.03172(17) Uani 1 1 d . .
P1 P 0.67426(11) 0.53298(7) 0.16476(6) 0.03013(17) Uani 1 1 d . .
F1 F 0.7001(4) 0.66716(18) 0.12470(18) 0.0621(7) Uani 1 1 d . .
F2 F 0.6482(4) 0.3984(2) 0.20461(19) 0.0675(7) Uani 1 1 d . .
F3 F 0.8494(3) 0.4865(3) 0.0915(2) 0.0794(8) Uani 1 1 d . .
F4 F 0.4975(4) 0.5791(3) 0.2396(2) 0.0950(10) Uani 1 1 d . .
F5 F 0.7733(4) 0.5327(2) 0.24679(17) 0.0634(7) Uani 1 1 d . .
F6 F 0.5729(4) 0.5332(2) 0.08349(19) 0.0669(7) Uani 1 1 d . .
O1 O 0.5422(3) 0.0617(2) 0.09437(15) 0.0366(5) Uani 1 1 d . .
O2 O 0.0389(4) 0.8181(3) 0.0762(2) 0.0630(8) Uani 1 1 d . .
O3 O -0.0462(5) 0.7598(3) 0.2300(2) 0.0765(10) Uani 1 1 d . .
N1 N 0.2947(3) 0.2078(2) 0.40906(17) 0.0266(5) Uani 1 1 d . .
N2 N 0.0380(4) 0.7422(3) 0.1470(2) 0.0429(7) Uani 1 1 d . .
C1 C 0.1625(5) 0.0863(3) 0.1018(2) 0.0357(7) Uani 1 1 d . .
H1A H 0.2754 0.0792 0.0519 0.043 Uiso 1 1 calc R U
H1B H 0.0791 0.0589 0.0749 0.043 Uiso 1 1 calc R U
C2 C 0.0988(5) 0.2159(3) 0.1203(2) 0.0369(7) Uani 1 1 d . .
H2A H -0.0241 0.2251 0.1582 0.044 Uiso 1 1 calc R U
H2B H 0.1042 0.2656 0.0560 0.044 Uiso 1 1 calc R U
C3 C 0.4351(5) 0.2713(3) 0.1015(2) 0.0372(7) Uani 1 1 d . .
H3A H 0.4238 0.2715 0.0337 0.045 Uiso 1 1 calc R U
H3B H 0.4745 0.3463 0.1035 0.045 Uiso 1 1 calc R U
C4 C 0.5733(4) 0.1673(3) 0.1213(2) 0.0378(7) Uani 1 1 d . .
H4A H 0.6888 0.1839 0.0826 0.045 Uiso 1 1 calc R U
H4B H 0.5717 0.1563 0.1922 0.045 Uiso 1 1 calc R U
C5 C 0.5514(4) -0.0430(3) 0.1626(2) 0.0370(7) Uani 1 1 d . .
H5A H 0.5502 -0.0217 0.2277 0.044 Uiso 1 1 calc R U
H5B H 0.6606 -0.0985 0.1390 0.044 Uiso 1 1 calc R U
C6 C 0.3984(4) -0.1027(3) 0.1724(2) 0.0359(7) Uani 1 1 d . .
H6A H 0.4074 -0.1765 0.2189 0.043 Uiso 1 1 calc R U
H6B H 0.4046 -0.1264 0.1073 0.043 Uiso 1 1 calc R U
C7 C 0.3309(4) 0.3196(3) 0.3885(2) 0.0302(6) Uani 1 1 d . .
H7 H 0.3246 0.3621 0.3259 0.036 Uiso 1 1 calc R U
C8 C 0.3766(4) 0.3745(3) 0.4544(2) 0.0355(7) Uani 1 1 d . .
H8 H 0.4050 0.4524 0.4366 0.043 Uiso 1 1 calc R U
C9 C 0.3806(4) 0.3146(3) 0.5468(2) 0.0378(7) Uani 1 1 d . .
H9 H 0.4087 0.3515 0.5942 0.045 Uiso 1 1 calc R U
C10 C 0.3426(4) 0.1995(3) 0.5694(2) 0.0331(7) Uani 1 1 d . .
H10 H 0.3441 0.1570 0.6325 0.040 Uiso 1 1 calc R U
C11 C 0.3025(4) 0.1471(3) 0.4989(2) 0.0273(6) Uani 1 1 d . .
C12 C 0.2642(4) 0.0273(3) 0.5094(2) 0.0265(6) Uani 1 1 d . .
C13 C 0.2276(3) -0.0156(2) 0.4341(2) 0.0251(6) Uani 1 1 d . .
C14 C 0.1878(3) -0.1352(3) 0.4642(2) 0.0263(6) Uani 1 1 d . .
C15 C 0.1378(4) -0.2126(3) 0.4141(2) 0.0313(6) Uani 1 1 d . .
H15 H 0.1241 -0.1872 0.3492 0.038 Uiso 1 1 calc R U
C16 C 0.1085(4) -0.3251(3) 0.4584(2) 0.0366(7) Uani 1 1 d . .
H16 H 0.0761 -0.3764 0.4233 0.044 Uiso 1 1 calc R U
C17 C 0.1260(4) -0.3639(3) 0.5540(3) 0.0393(8) Uani 1 1 d . .
H17 H 0.1067 -0.4418 0.5830 0.047 Uiso 1 1 calc R U
C18 C 0.1707(4) -0.2911(3) 0.6065(2) 0.0347(7) Uani 1 1 d . .
H18 H 0.1809 -0.3175 0.6720 0.042 Uiso 1 1 calc R U
C19 C 0.2010(4) -0.1773(3) 0.5624(2) 0.0297(6) Uani 1 1 d . .
C20 C 0.1449(6) 0.6241(4) 0.1304(4) 0.0689(13) Uani 1 1 d . .
H20A H 0.0983 0.5643 0.1830 0.083 Uiso 1 1 calc R U
H20B H 0.2642 0.6260 0.1308 0.083 Uiso 1 1 calc R U
H20C H 0.1434 0.6033 0.0663 0.083 Uiso 1 1 calc R U
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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Pd Pd -0.9988 1.0072
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(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
C13 Pd1 N1 81.77(11)
C13 Pd1 S1 94.94(8)
N1 Pd1 S1 174.57(7)
C13 Pd1 S2 174.58(8)
N1 Pd1 S2 95.18(7)
S1 Pd1 S2 88.43(3)
C6 S1 C1 101.24(15)
C6 S1 Pd1 104.88(11)
C1 S1 Pd1 106.02(11)
C2 S2 C3 104.19(16)
C2 S2 Pd1 99.42(11)
C3 S2 Pd1 109.97(11)
C19 S3 C12 90.43(14)
F3 P1 F4 179.50(19)
F3 P1 F5 90.41(16)
F4 P1 F5 89.29(17)
F3 P1 F6 90.21(16)
F4 P1 F6 90.09(17)
F5 P1 F6 179.33(16)
F3 P1 F1 89.92(16)
F4 P1 F1 90.48(17)
F5 P1 F1 90.02(12)
F6 P1 F1 90.22(12)
F3 P1 F2 90.04(16)
F4 P1 F2 89.56(17)
F5 P1 F2 90.17(12)
F6 P1 F2 89.59(12)
F1 P1 F2 179.81(13)
C5 O1 C4 117.5(3)
C7 N1 C11 118.7(3)
C7 N1 Pd1 127.2(2)
C11 N1 Pd1 114.10(19)
O3 N2 O2 123.1(4)
O3 N2 C20 118.8(4)
O2 N2 C20 118.1(3)
C2 C1 S1 111.5(2)
C2 C1 H1A 109.3
S1 C1 H1A 109.3
C2 C1 H1B 109.3
S1 C1 H1B 109.3
H1A C1 H1B 108.0
C1 C2 S2 114.2(2)
C1 C2 H2A 108.7
S2 C2 H2A 108.7
C1 C2 H2B 108.7
S2 C2 H2B 108.7
H2A C2 H2B 107.6
C4 C3 S2 115.4(2)
C4 C3 H3A 108.4
S2 C3 H3A 108.4
C4 C3 H3B 108.4
S2 C3 H3B 108.4
H3A C3 H3B 107.5
O1 C4 C3 109.6(3)
O1 C4 H4A 109.8
C3 C4 H4A 109.8
O1 C4 H4B 109.8
C3 C4 H4B 109.8
H4A C4 H4B 108.2
O1 C5 C6 109.3(3)
O1 C5 H5A 109.8
C6 C5 H5A 109.8
O1 C5 H5B 109.8
C6 C5 H5B 109.8
H5A C5 H5B 108.3
C5 C6 S1 114.4(2)
C5 C6 H6A 108.7
S1 C6 H6A 108.7
C5 C6 H6B 108.7
S1 C6 H6B 108.7
H6A C6 H6B 107.6
N1 C7 C8 122.7(3)
N1 C7 H7 118.7
C8 C7 H7 118.7
C7 C8 C9 119.0(3)
C7 C8 H8 120.5
C9 C8 H8 120.5
C8 C9 C10 118.9(3)
C8 C9 H9 120.5
C10 C9 H9 120.5
C11 C10 C9 119.5(3)
C11 C10 H10 120.2
C9 C10 H10 120.2
N1 C11 C10 121.1(3)
N1 C11 C12 112.4(2)
C10 C11 C12 126.5(3)
C13 C12 C11 121.5(3)
C13 C12 S3 114.8(2)
C11 C12 S3 123.7(2)
C12 C13 C14 110.8(2)
C12 C13 Pd1 110.3(2)
C14 C13 Pd1 138.9(2)
C15 C14 C19 116.8(3)
C15 C14 C13 131.3(3)
C19 C14 C13 112.0(3)
C16 C15 C14 120.8(3)
C16 C15 H15 119.6
C14 C15 H15 119.6
C15 C16 C17 120.7(3)
C15 C16 H16 119.6
C17 C16 H16 119.6
C18 C17 C16 120.7(3)
C18 C17 H17 119.6
C16 C17 H17 119.6
C17 C18 C19 119.0(3)
C17 C18 H18 120.5
C19 C18 H18 120.5
C18 C19 C14 122.0(3)
C18 C19 S3 126.0(2)
C14 C19 S3 112.0(2)
N2 C20 H20A 109.5
N2 C20 H20B 109.5
H20A C20 H20B 109.5
N2 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 C13 2.030(3)
Pd1 N1 2.078(2)
Pd1 S1 2.2876(8)
Pd1 S2 2.3869(8)
S1 C6 1.828(3)
S1 C1 1.843(3)
S2 C2 1.814(3)
S2 C3 1.831(3)
S3 C19 1.738(3)
S3 C12 1.742(3)
P1 F3 1.564(3)
P1 F4 1.581(3)
P1 F5 1.589(2)
P1 F6 1.593(2)
P1 F1 1.594(2)
P1 F2 1.598(2)
O1 C5 1.421(4)
O1 C4 1.422(4)
O2 N2 1.219(4)
O3 N2 1.211(4)
N1 C7 1.349(4)
N1 C11 1.361(4)
N2 C20 1.470(5)
C1 C2 1.515(4)
C1 H1A 0.9900
C1 H1B 0.9900
C2 H2A 0.9900
C2 H2B 0.9900
C3 C4 1.512(5)
C3 H3A 0.9900
C3 H3B 0.9900
C4 H4A 0.9900
C4 H4B 0.9900
C5 C6 1.511(5)
C5 H5A 0.9900
C5 H5B 0.9900
C6 H6A 0.9900
C6 H6B 0.9900
C7 C8 1.378(4)
C7 H7 0.9500
C8 C9 1.384(5)
C8 H8 0.9500
C9 C10 1.391(5)
C9 H9 0.9500
C10 C11 1.390(4)
C10 H10 0.9500
C11 C12 1.453(4)
C12 C13 1.373(4)
C13 C14 1.451(4)
C14 C15 1.409(4)
C14 C19 1.423(4)
C15 C16 1.383(4)
C15 H15 0.9500
C16 C17 1.393(5)
C16 H16 0.9500
C17 C18 1.368(5)
C17 H17 0.9500
C18 C19 1.398(4)
C18 H18 0.9500
C20 H20A 0.9800
C20 H20B 0.9800
C20 H20C 0.9800
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
C6 S1 C1 C2 -134.9(3)
Pd1 S1 C1 C2 -25.6(3)
S1 C1 C2 S2 50.0(3)
C3 S2 C2 C1 67.0(3)
Pd1 S2 C2 C1 -46.5(3)
C2 S2 C3 C4 -100.8(3)
Pd1 S2 C3 C4 4.9(3)
C5 O1 C4 C3 -133.3(3)
S2 C3 C4 O1 72.9(3)
C4 O1 C5 C6 134.6(3)
O1 C5 C6 S1 -59.7(3)
C1 S1 C6 C5 79.4(3)
Pd1 S1 C6 C5 -30.7(2)
C11 N1 C7 C8 0.4(4)
Pd1 N1 C7 C8 -177.4(2)
N1 C7 C8 C9 -2.1(5)
C7 C8 C9 C10 1.7(5)
C8 C9 C10 C11 0.3(5)
C7 N1 C11 C10 1.6(4)
Pd1 N1 C11 C10 179.7(2)
C7 N1 C11 C12 -178.7(2)
Pd1 N1 C11 C12 -0.6(3)
C9 C10 C11 N1 -2.0(4)
C9 C10 C11 C12 178.4(3)
N1 C11 C12 C13 0.9(4)
C10 C11 C12 C13 -179.4(3)
N1 C11 C12 S3 -177.7(2)
C10 C11 C12 S3 1.9(4)
C19 S3 C12 C13 -0.1(2)
C19 S3 C12 C11 178.6(2)
C11 C12 C13 C14 -177.9(2)
S3 C12 C13 C14 0.9(3)
C11 C12 C13 Pd1 -0.8(3)
S3 C12 C13 Pd1 178.00(13)
C12 C13 C14 C15 177.7(3)
Pd1 C13 C14 C15 1.8(5)
C12 C13 C14 C19 -1.4(3)
Pd1 C13 C14 C19 -177.3(2)
C19 C14 C15 C16 -1.8(4)
C13 C14 C15 C16 179.1(3)
C14 C15 C16 C17 0.7(5)
C15 C16 C17 C18 0.7(5)
C16 C17 C18 C19 -0.9(5)
C17 C18 C19 C14 -0.4(4)
C17 C18 C19 S3 179.2(2)
C15 C14 C19 C18 1.7(4)
C13 C14 C19 C18 -179.1(3)
C15 C14 C19 S3 -177.9(2)
C13 C14 C19 S3 1.3(3)
C12 S3 C19 C18 179.7(3)
C12 S3 C19 C14 -0.7(2)
