#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:31:19 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179533 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/02/4500228.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_4500228
loop_
_publ_author_name
'Singh, Amit'
'Ramanan, Arunachalam'
'Bandyopadhyay, Debkumar'
_publ_section_title
;
 Link between Isostructurality, Polymorphism, and Weak Interactions in
 Palladacycle Crystals: Chemical Insight
;
_journal_issue                   7
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2743
_journal_paper_doi               10.1021/cg101289s
_journal_volume                  11
_journal_year                    2011
_chemical_formula_moiety         'C13 H11 N3 O3 Pd S'
_chemical_formula_sum            'C13 H11 N3 O3 Pd S'
_chemical_formula_weight         395.72
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.525(5)
_cell_length_b                   8.550(3)
_cell_length_c                   26.157(10)
_cell_measurement_reflns_used    9468
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.5
_cell_volume                     2801.1(18)
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0567
_diffrn_reflns_av_sigmaI/netI    0.0428
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            12413
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.56
_exptl_absorpt_coefficient_mu    1.486
_exptl_absorpt_correction_T_max  0.837
_exptl_absorpt_correction_T_min  0.779
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.877
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1568.0
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.846
_refine_diff_density_min         -1.599
_refine_diff_density_rms         0.121
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.354
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2460
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.354
_refine_ls_R_factor_all          0.1017
_refine_ls_R_factor_gt           0.0929
_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)+(0.0287P)²+23.4923P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1566
_refine_ls_wR_factor_ref         0.1602
_reflns_number_gt                2292
_reflns_number_total             2460
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg101289s_si_002.cif
_cod_data_source_block           1d
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               4500228
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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 0.82014(6) 1.01214(8) 0.36644(3) 0.0400(3) Uani 1 1 d .
S1 S 0.7358(3) 1.1687(3) 0.43076(10) 0.0558(8) Uani 1 1 d .
O1 O 0.9806(6) 1.0507(10) 0.3733(3) 0.060(2) Uani 1 1 d .
O2 O 0.9711(10) 1.1421(18) 0.4483(4) 0.140(6) Uani 1 1 d .
O3 O 1.1233(8) 1.1209(13) 0.4135(4) 0.091(3) Uani 1 1 d .
N1 N 0.6527(6) 0.8730(9) 0.3079(3) 0.0353(19) Uani 1 1 d .
N2 N 0.6718(6) 0.9609(9) 0.3458(3) 0.0367(18) Uani 1 1 d .
N3 N 1.0269(10) 1.1077(14) 0.4128(4) 0.070(3) Uani 1 1 d .
C1 C 0.7494(8) 0.8206(11) 0.2865(3) 0.036(2) Uani 1 1 d .
C2 C 0.8478(7) 0.8709(10) 0.3078(3) 0.031(2) Uani 1 1 d .
C3 C 0.9403(7) 0.8139(11) 0.2861(4) 0.037(2) Uani 1 1 d .
H3 H 1.0063 0.8430 0.2994 0.044 Uiso 1 1 calc R
C4 C 0.9355(8) 0.7129(12) 0.2444(4) 0.042(2) Uani 1 1 d .
H4 H 0.9984 0.6741 0.2304 0.051 Uiso 1 1 calc R
C5 C 0.8387(8) 0.6696(12) 0.2235(4) 0.042(2) Uani 1 1 d .
H5 H 0.8371 0.6041 0.1952 0.051 Uiso 1 1 calc R
C6 C 0.7449(8) 0.7223(12) 0.2442(3) 0.040(2) Uani 1 1 d .
H6 H 0.6796 0.6928 0.2303 0.048 Uiso 1 1 calc R
C7 C 0.5844(8) 1.0256(13) 0.3730(4) 0.046(3) Uani 1 1 d .
C8 C 0.5994(10) 1.1264(12) 0.4123(4) 0.051(3) Uani 1 1 d .
C9 C 0.5167(13) 1.1984(15) 0.4368(5) 0.074(4) Uani 1 1 d .
H9 H 0.5290 1.2702 0.4629 0.089 Uiso 1 1 calc R
C10 C 0.4159(13) 1.1618(16) 0.4221(5) 0.081(5) Uani 1 1 d .
H10 H 0.3590 1.2091 0.4389 0.097 Uiso 1 1 calc R
C11 C 0.3944(11) 1.0587(17) 0.3837(5) 0.075(4) Uani 1 1 d .
H11 H 0.3243 1.0354 0.3749 0.090 Uiso 1 1 calc R
C12 C 0.4786(10) 0.9893(14) 0.3580(4) 0.062(3) Uani 1 1 d .
H12 H 0.4659 0.9199 0.3313 0.074 Uiso 1 1 calc R
C13 C 0.7390(14) 1.0659(15) 0.4913(4) 0.081(4) Uani 1 1 d .
H13A H 0.6907 1.1152 0.5149 0.121 Uiso 1 1 calc R
H13B H 0.8101 1.0690 0.5050 0.121 Uiso 1 1 calc R
H13C H 0.7179 0.9591 0.4862 0.121 Uiso 1 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 0.0033 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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 Pd1 N2 79.5(3)
C2 Pd1 O1 89.6(3)
N2 Pd1 O1 168.5(3)
C2 Pd1 S1 163.9(3)
N2 Pd1 S1 84.3(2)
O1 Pd1 S1 106.4(2)
C8 S1 C13 99.1(6)
C8 S1 Pd1 96.7(3)
C13 S1 Pd1 109.5(5)
N3 O1 Pd1 125.2(8)
N2 N1 C1 109.8(7)
N1 N2 C7 118.7(8)
N1 N2 Pd1 121.4(6)
C7 N2 Pd1 119.9(6)
O2 N3 O3 123.0(11)
O2 N3 O1 117.1(11)
O3 N3 O1 119.9(13)
C6 C1 N1 118.4(9)
C6 C1 C2 122.0(9)
N1 C1 C2 119.6(8)
C3 C2 C1 117.4(8)
C3 C2 Pd1 132.9(7)
C1 C2 Pd1 109.7(6)
C2 C3 C4 120.3(8)
C2 C3 H3 119.9
C4 C3 H3 119.9
C5 C4 C3 121.0(9)
C5 C4 H4 119.5
C3 C4 H4 119.5
C6 C5 C4 120.5(9)
C6 C5 H5 119.7
C4 C5 H5 119.7
C5 C6 C1 118.7(9)
C5 C6 H6 120.7
C1 C6 H6 120.7
C8 C7 C12 118.6(11)
C8 C7 N2 121.5(10)
C12 C7 N2 119.8(9)
C7 C8 C9 122.6(12)
C7 C8 S1 117.4(9)
C9 C8 S1 120.0(9)
C10 C9 C8 117.9(12)
C10 C9 H9 121.0
C8 C9 H9 121.0
C9 C10 C11 122.8(12)
C9 C10 H10 118.6
C11 C10 H10 118.6
C10 C11 C12 119.0(14)
C10 C11 H11 120.5
C12 C11 H11 120.5
C11 C12 C7 118.9(12)
C11 C12 H12 120.5
C7 C12 H12 120.5
S1 C13 H13A 109.5
S1 C13 H13B 109.5
H13A C13 H13B 109.5
S1 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 C2 1.983(9)
Pd1 N2 1.985(8)
Pd1 O1 2.045(7)
Pd1 S1 2.396(3)
S1 C8 1.812(13)
S1 C13 1.812(11)
O1 N3 1.281(11)
O2 N3 1.199(14)
O3 N3 1.214(13)
N1 N2 1.266(10)
N1 C1 1.407(12)
N2 C7 1.418(12)
C1 C6 1.389(12)
C1 C2 1.420(12)
C2 C3 1.379(12)
C3 C4 1.392(13)
C3 H3 0.9300
C4 C5 1.381(13)
C4 H4 0.9300
C5 C6 1.369(13)
C5 H5 0.9300
C6 H6 0.9300
C7 C8 1.353(14)
C7 C12 1.417(15)
C8 C9 1.366(16)
C9 C10 1.356(19)
C9 H9 0.9300
C10 C11 1.363(19)
C10 H10 0.9300
C11 C12 1.384(16)
C11 H11 0.9300
C12 H12 0.9300
C13 H13A 0.9600
C13 H13B 0.9600
C13 H13C 0.9600
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
C2 Pd1 S1 C8 0.4(10)
N2 Pd1 S1 C8 -0.8(4)
O1 Pd1 S1 C8 175.1(4)
C2 Pd1 S1 C13 102.6(11)
N2 Pd1 S1 C13 101.4(6)
O1 Pd1 S1 C13 -82.7(6)
C2 Pd1 O1 N3 -162.7(9)
N2 Pd1 O1 N3 177.7(14)
S1 Pd1 O1 N3 18.7(9)
C1 N1 N2 C7 -179.6(8)
C1 N1 N2 Pd1 1.5(10)
C2 Pd1 N2 N1 -1.3(7)
O1 Pd1 N2 N1 19(2)
S1 Pd1 N2 N1 178.4(7)
C2 Pd1 N2 C7 179.9(8)
O1 Pd1 N2 C7 -160.2(14)
S1 Pd1 N2 C7 -0.5(7)
Pd1 O1 N3 O2 -0.6(17)
Pd1 O1 N3 O3 177.5(9)
N2 N1 C1 C6 -180.0(8)
N2 N1 C1 C2 -0.9(11)
C6 C1 C2 C3 -2.3(13)
N1 C1 C2 C3 178.7(8)
C6 C1 C2 Pd1 179.0(7)
N1 C1 C2 Pd1 0.0(10)
N2 Pd1 C2 C3 -177.9(10)
O1 Pd1 C2 C3 6.0(9)
S1 Pd1 C2 C3 -179.1(6)
N2 Pd1 C2 C1 0.6(6)
O1 Pd1 C2 C1 -175.5(6)
S1 Pd1 C2 C1 -0.6(14)
C1 C2 C3 C4 1.0(13)
Pd1 C2 C3 C4 179.4(7)
C2 C3 C4 C5 0.9(15)
C3 C4 C5 C6 -1.6(16)
C4 C5 C6 C1 0.3(15)
N1 C1 C6 C5 -179.3(9)
C2 C1 C6 C5 1.7(14)
N1 N2 C7 C8 -176.7(9)
Pd1 N2 C7 C8 2.1(13)
N1 N2 C7 C12 0.9(14)
Pd1 N2 C7 C12 179.7(8)
C12 C7 C8 C9 -2.2(17)
N2 C7 C8 C9 175.4(10)
C12 C7 C8 S1 179.5(8)
N2 C7 C8 S1 -2.9(13)
C13 S1 C8 C7 -108.9(9)
Pd1 S1 C8 C7 2.1(9)
C13 S1 C8 C9 72.6(11)
Pd1 S1 C8 C9 -176.3(9)
C7 C8 C9 C10 2.4(19)
S1 C8 C9 C10 -179.3(10)
C8 C9 C10 C11 -1(2)
C9 C10 C11 C12 -1(2)
C10 C11 C12 C7 1.1(19)
C8 C7 C12 C11 0.4(17)
N2 C7 C12 C11 -177.3(11)
