#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:19:19 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179407 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/04/4330447.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_4330447
loop_
_publ_author_name
'Gregory H. Imler'
'Zhi Lu'
'Kurt A. Kistler'
'Patrick J. Carroll'
'Bradford B. Wayland'
'Michael J. Zdilla'
_publ_section_title
;
 Complexes of 2,5-Bis(α-pyridyl)pyrrolate with Pd(II) and Pt(II): A
 Monoanionic Iso-π-Electron Ligand Analog of Terpyridine
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10122
_journal_page_last               10128
_journal_paper_doi               10.1021/ic300435t
_journal_volume                  51
_journal_year                    2012
_chemical_formula_sum            'C15 H14 F3 N3 O5 Pd S'
_chemical_formula_weight         511.75
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                94.8250(10)
_cell_angle_beta                 106.811(4)
_cell_angle_gamma                110.907(3)
_cell_formula_units_Z            2
_cell_length_a                   11.8162(5)
_cell_length_b                   12.8499(7)
_cell_length_c                   6.9992(4)
_cell_measurement_temperature    295(1)
_cell_volume                     929.26(9)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SIR92 (Altomare, 1993)'
_diffrn_ambient_temperature      295(1)
_diffrn_measured_fraction_theta_full 0.917
_diffrn_measured_fraction_theta_max 0.917
_diffrn_measurement_device       'image plate area detector'
_diffrn_measurement_device_type  'Rigaku R-AXIS IIc'
_diffrn_measurement_method       'phi oscillations'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_sigmaI/netI    0.0269
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            7770
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.06
_exptl_absorpt_coefficient_mu    1.173
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;  Shape and scale corrections using equivalent reflections.
   Shape function based on spherical harmonics.
   Highest even and odd order for spherical harmonics:  4  and  3
   Laue group:  -1
   Friedel opposites are equivalent.
;
_exptl_crystal_density_diffrn    1.829
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.485
_refine_diff_density_min         -0.860
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         3128
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.111
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0496
_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)+(0.0548P)²+1.5735P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1175
_refine_ls_wR_factor_ref         0.1221
_reflns_number_gt                2830
_reflns_number_total             3128
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic300435t_si_002_2.cif
_cod_data_source_block           2
_cod_original_cell_volume        929.26(8)
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               4330447
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Pd1 Pd 0.17016(4) 0.56567(4) 0.34130(6) 0.05674(18) Uani 1 1 d .
N1 N 0.0902(5) 0.3921(4) 0.3340(7) 0.0621(12) Uani 1 1 d .
N1' N 0.1688(5) 0.7242(4) 0.3021(7) 0.0619(12) Uani 1 1 d .
N2 N -0.0048(4) 0.5325(4) 0.2397(7) 0.0592(11) Uani 1 1 d .
C1 C 0.1521(8) 0.3257(6) 0.3915(10) 0.0788(18) Uani 1 1 d .
H1 H 0.2418 0.3576 0.4416 0.105 Uiso 1 1 calc R
C1' C 0.2719(7) 0.8233(6) 0.3440(10) 0.0787(18) Uani 1 1 d .
H1' H 0.3542 0.8248 0.3996 0.105 Uiso 1 1 calc R
C2 C 0.0873(10) 0.2102(7) 0.3792(12) 0.096(2) Uani 1 1 d .
H2 H 0.1327 0.1648 0.4174 0.127 Uiso 1 1 calc R
C2' C 0.2580(10) 0.9227(6) 0.3062(12) 0.097(3) Uani 1 1 d .
H2' H 0.3303 0.9903 0.3353 0.129 Uiso 1 1 calc R
C3 C -0.0441(10) 0.1645(7) 0.3101(11) 0.093(2) Uani 1 1 d .
H3 H -0.0891 0.0875 0.3028 0.124 Uiso 1 1 calc R
C3' C 0.1368(10) 0.9205(7) 0.2254(12) 0.092(2) Uani 1 1 d .
H3' H 0.1262 0.9867 0.1988 0.122 Uiso 1 1 calc R
C4 C -0.1110(7) 0.2322(6) 0.2507(9) 0.0763(18) Uani 1 1 d .
H4 H -0.2007 0.2009 0.2026 0.102 Uiso 1 1 calc R
C4' C 0.0317(8) 0.8212(6) 0.1841(10) 0.0801(19) Uani 1 1 d .
H4' H -0.0507 0.8198 0.1301 0.107 Uiso 1 1 calc R
C5 C -0.0436(6) 0.3463(5) 0.2634(8) 0.0655(15) Uani 1 1 d .
C5' C 0.0474(7) 0.7220(6) 0.2225(8) 0.0669(15) Uani 1 1 d .
C6 C -0.0974(6) 0.4284(5) 0.2086(8) 0.0626(14) Uani 1 1 d .
C6' C -0.0539(6) 0.6101(6) 0.1873(8) 0.0644(15) Uani 1 1 d .
C7 C -0.2161(6) 0.4405(6) 0.1295(9) 0.0750(18) Uani 1 1 d .
H7 H -0.2981 0.3829 0.0933 0.100 Uiso 1 1 calc R
C7' C -0.1885(6) 0.5520(6) 0.1161(9) 0.0735(17) Uani 1 1 d .
H7' H -0.2483 0.5836 0.0684 0.098 Uiso 1 1 calc R
O1 O 0.3666(5) 0.6004(4) 0.4640(7) 0.0863(13) Uani 1 1 d .
O2 O 0.5142(5) 0.5602(4) 0.2721(7) 0.0827(13) Uani 1 1 d .
S1 S 0.61630(17) 0.78765(14) -0.0737(3) 0.0728(4) Uani 1 1 d .
F1 F 0.6290(6) 0.9768(4) 0.1086(11) 0.145(2) Uani 1 1 d .
F2 F 0.6573(14) 0.8604(8) 0.2973(12) 0.254(6) Uani 1 1 d .
F3 F 0.4726(9) 0.8327(6) 0.1009(17) 0.205(4) Uani 1 1 d .
C8 C 0.5884(11) 0.8687(8) 0.1125(18) 0.114(3) Uani 1 1 d .
O3 O 0.5709(6) 0.6752(4) -0.0432(9) 0.1011(17) Uani 1 1 d .
O4 O 0.5330(7) 0.8006(5) -0.2580(9) 0.136(3) Uani 1 1 d .
O5 O 0.7475(6) 0.8439(6) -0.0397(13) 0.142(3) Uani 1 1 d .
H1A H 0.4057 0.5882 0.3744 0.100 Uiso 1 1 d .
H1B H 0.3615 0.6558 0.4076 0.100 Uiso 1 1 d .
H2A H 0.5279 0.5947 0.1453 0.100 Uiso 1 1 d .
H2B H 0.4779 0.4779 0.2294 0.100 Uiso 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'
F F 0.0171 0.0103 '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'
O O 0.0106 0.0060 '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
N2 Pd1 N1 78.1(2)
N2 Pd1 N1' 78.0(2)
N1 Pd1 N1' 156.1(2)
N2 Pd1 O1 178.1(2)
N1 Pd1 O1 100.6(2)
N1' Pd1 O1 103.3(2)
C1 N1 C5 119.6(6)
C1 N1 Pd1 127.5(5)
C5 N1 Pd1 112.9(4)
C1' N1' C5' 119.4(6)
C1' N1' Pd1 127.1(5)
C5' N1' Pd1 113.5(4)
C6 N2 C6' 112.2(5)
C6 N2 Pd1 124.0(4)
C6' N2 Pd1 123.8(4)
N1 C1 C2 122.1(8)
N1' C1' C2' 121.5(8)
C3 C2 C1 118.7(8)
C3' C2' C1' 119.2(8)
C2 C3 C4 120.4(8)
C4' C3' C2' 120.0(8)
C5 C4 C3 119.4(7)
C3' C4' C5' 120.0(8)
C4 C5 N1 119.9(6)
C4 C5 C6 126.6(7)
N1 C5 C6 113.4(5)
N1' C5' C4' 119.9(6)
N1' C5' C6' 113.3(5)
C4' C5' C6' 126.8(7)
N2 C6 C7 105.7(6)
N2 C6 C5 111.5(5)
C7 C6 C5 142.8(6)
N2 C6' C7' 106.6(6)
N2 C6' C5' 111.4(5)
C7' C6' C5' 142.0(6)
C7' C7 C6 107.9(6)
C7 C7' C6' 107.7(6)
O5 S1 O3 118.3(4)
O5 S1 O4 114.4(5)
O3 S1 O4 112.0(4)
O5 S1 C8 104.0(5)
O3 S1 C8 105.2(4)
O4 S1 C8 100.2(5)
F3 C8 F1 109.0(10)
F3 C8 F2 107.4(11)
F1 C8 F2 106.6(9)
F3 C8 S1 113.3(7)
F1 C8 S1 113.0(8)
F2 C8 S1 107.1(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 N2 1.853(5)
Pd1 N1 2.078(5)
Pd1 N1' 2.084(5)
Pd1 O1 2.090(5)
N1 C1 1.326(9)
N1 C5 1.387(8)
N1' C1' 1.346(8)
N1' C5' 1.369(8)
N2 C6 1.342(7)
N2 C6' 1.348(8)
C1 C2 1.389(11)
C1' C2' 1.381(11)
C2 C3 1.363(12)
C2' C3' 1.368(12)
C3 C4 1.384(11)
C3' C4' 1.361(11)
C4 C5 1.377(9)
C4' C5' 1.389(9)
C5 C6 1.440(9)
C5' C6' 1.450(9)
C6 C7 1.421(9)
C6' C7' 1.403(9)
C7 C7' 1.370(10)
S1 O5 1.393(6)
S1 O3 1.409(5)
S1 O4 1.442(6)
S1 C8 1.777(10)
F1 C8 1.303(10)
F2 C8 1.350(13)
F3 C8 1.253(12)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1A O2 0.91 1.76 2.645(7) 161.8 .
O2 H2A O3 1.05 1.82 2.864(7) 170.6 .
O2 H2B O3 0.97 2.06 2.968(7) 156.0 2_665
