#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/36/4313630.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_4313630
loop_
_publ_author_name
'Douglas B. Grotjahn'
'Sang Van'
'David Combs'
'Daniel A. Lev'
'Christian Schneider'
'Christopher D. Incarvito'
'Kim-Chung Lam'
'Gene Rossi'
'Arnold L. Rheingold'
'Marc Rideout'
'Christoph Meyer'
'Genaro Hernandez'
'Lupe Mejorado'
_publ_contact_author             A.Rheingold
_publ_contact_author_email       arnrhein@udel.edu
_publ_section_title
;
 Substituent Control of Hydrogen Bonding in Palladium(II)-Pyrazole
 Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3347
_journal_page_last               3355
_journal_paper_doi               10.1021/ic026104n
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C20.5 H24 Cl3 N2 P Pd'
_chemical_formula_weight         542.14
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 105.2729(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   19.8959(3)
_cell_length_b                   9.7947(2)
_cell_length_c                   23.9010(3)
_cell_measurement_temperature    218(2)
_cell_volume                     4493.19(13)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_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      218(2)
_diffrn_measured_fraction_theta_full 0.833
_diffrn_measured_fraction_theta_max 0.833
_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  0.0312
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            10410
_diffrn_reflns_theta_full        28.15
_diffrn_reflns_theta_max         28.15
_diffrn_reflns_theta_min         1.77
_exptl_absorpt_coefficient_mu    1.263
_exptl_absorpt_correction_T_max  0.8332
_exptl_absorpt_correction_T_min  0.7863
_exptl_absorpt_correction_type   'Empirical from SADABS'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Rod
_exptl_crystal_F_000             2184
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.075
_refine_diff_density_min         -1.650
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.478
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         4585
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.478
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0478
_refine_ls_shift/su_max          0.066
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1714
_refine_ls_wR_factor_ref         0.1774
_reflns_number_gt                4250
_reflns_number_total             4585
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic026104nsi20021012_032757_2.cif
_cod_data_source_block           26d
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_formula_sum        'C20.50 H24 Cl3 N2 P Pd'
_cod_database_code               4313630
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.139798(17) 0.71667(3) 0.173684(13) 0.02107(16) Uani 1 1 d . . .
P1 P 0.20358(6) 0.53783(11) 0.15902(5) 0.0239(3) Uani 1 1 d . . .
Cl1 Cl 0.07342(6) 0.89343(11) 0.20228(5) 0.0330(3) Uani 1 1 d . . .
Cl2 Cl 0.11998(8) 0.79181(11) 0.07982(5) 0.0347(3) Uani 1 1 d . . .
N1 N 0.1593(2) 0.6352(4) 0.25371(17) 0.0265(8) Uani 1 1 d . . .
N2 N 0.1284(2) 0.6667(4) 0.29682(16) 0.0253(8) Uani 1 1 d . . .
H1 H 0.095(2) 0.730(5) 0.290(2) 0.010(11) Uiso 1 1 d . . .
C1 C 0.1498(2) 0.5800(4) 0.34208(19) 0.0255(9) Uani 1 1 d . . .
C2 C 0.1968(3) 0.4899(5) 0.3284(2) 0.0300(10) Uani 1 1 d . . .
H2B H 0.2209 0.4185 0.3514 0.036 Uiso 1 1 calc R . .
C3 C 0.2008(3) 0.5284(5) 0.2724(2) 0.0292(10) Uani 1 1 d . . .
C4 C 0.1263(3) 0.5949(5) 0.3975(2) 0.0305(10) Uani 1 1 d . . .
C5 C 0.0547(3) 0.6668(7) 0.3849(3) 0.0482(15) Uani 1 1 d . . .
H5A H 0.0582 0.7572 0.3694 0.072 Uiso 1 1 calc R . .
H5B H 0.0404 0.6745 0.4206 0.072 Uiso 1 1 calc R . .
H5C H 0.0204 0.6138 0.3569 0.072 Uiso 1 1 calc R . .
C6 C 0.1796(3) 0.6789(6) 0.4416(2) 0.0420(13) Uani 1 1 d . . .
H6A H 0.1830 0.7694 0.4260 0.063 Uiso 1 1 calc R . .
H6B H 0.2247 0.6344 0.4497 0.063 Uiso 1 1 calc R . .
H6C H 0.1651 0.6864 0.4771 0.063 Uiso 1 1 calc R . .
C7 C 0.1203(3) 0.4504(6) 0.4217(2) 0.0410(12) Uani 1 1 d . . .
H7A H 0.1052 0.4574 0.4570 0.062 Uiso 1 1 calc R . .
H7B H 0.1653 0.4055 0.4301 0.062 Uiso 1 1 calc R . .
H7C H 0.0866 0.3975 0.3932 0.062 Uiso 1 1 calc R . .
C8 C 0.2423(3) 0.4736(6) 0.2331(2) 0.0400(13) Uani 1 1 d . . .
H8A H 0.2414 0.3736 0.2332 0.048 Uiso 1 1 calc R . .
H8B H 0.2908 0.5036 0.2466 0.048 Uiso 1 1 calc R . .
C9 C 0.1508(3) 0.3998(4) 0.1192(2) 0.0280(10) Uani 1 1 d . . .
C10 C 0.1766(3) 0.2659(5) 0.1259(3) 0.0418(14) Uani 1 1 d . . .
H10A H 0.2208 0.2474 0.1507 0.050 Uiso 1 1 calc R . .
C11 C 0.1356(4) 0.1597(6) 0.0951(3) 0.0564(18) Uani 1 1 d . . .
H11A H 0.1525 0.0697 0.0995 0.068 Uiso 1 1 calc R . .
C12 C 0.0712(3) 0.1862(6) 0.0586(4) 0.0564(19) Uani 1 1 d . . .
H12A H 0.0440 0.1144 0.0383 0.068 Uiso 1 1 calc R . .
C13 C 0.0465(3) 0.3172(6) 0.0518(3) 0.0455(14) Uani 1 1 d . . .
H13A H 0.0024 0.3343 0.0265 0.055 Uiso 1 1 calc R . .
C14 C 0.0853(3) 0.4262(5) 0.0816(2) 0.0336(11) Uani 1 1 d . . .
H14A H 0.0678 0.5157 0.0763 0.040 Uiso 1 1 calc R . .
C15 C 0.2745(2) 0.5578(4) 0.12469(19) 0.0252(9) Uani 1 1 d . . .
C16 C 0.2561(3) 0.5832(6) 0.0650(2) 0.0351(11) Uani 1 1 d . . .
H16A H 0.2090 0.5934 0.0448 0.042 Uiso 1 1 calc R . .
C17 C 0.3079(3) 0.5935(6) 0.0352(3) 0.0417(13) Uani 1 1 d . . .
H17A H 0.2953 0.6102 -0.0049 0.050 Uiso 1 1 calc R . .
C18 C 0.3773(3) 0.5793(6) 0.0647(3) 0.0432(13) Uani 1 1 d . . .
H18A H 0.4119 0.5885 0.0447 0.052 Uiso 1 1 calc R . .
C19 C 0.3959(3) 0.5516(6) 0.1230(3) 0.0459(14) Uani 1 1 d . . .
H19A H 0.4430 0.5382 0.1427 0.055 Uiso 1 1 calc R . .
C20 C 0.3446(3) 0.5434(6) 0.1531(2) 0.0406(12) Uani 1 1 d . . .
H20A H 0.3578 0.5279 0.1933 0.049 Uiso 1 1 calc R . .
C21 C 0.0162(12) 0.2504(17) 0.2654(4) 0.074(7) Uani 0.50 1 d P . .
H21A H 0.0341 0.1608 0.2821 0.089 Uiso 1 1 calc R . .
Cl3 Cl 0.0503(2) 0.3157(5) 0.21536(19) 0.1648(19) 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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Pd1 P1 82.17(11) . . ?
N1 Pd1 Cl2 175.13(11) . . ?
P1 Pd1 Cl2 93.23(4) . . ?
N1 Pd1 Cl1 89.88(11) . . ?
P1 Pd1 Cl1 172.03(4) . . ?
Cl2 Pd1 Cl1 94.70(4) . . ?
C9 P1 C15 104.67(19) . . ?
C9 P1 C8 106.6(3) . . ?
C15 P1 C8 107.0(2) . . ?
C9 P1 Pd1 112.91(15) . . ?
C15 P1 Pd1 121.61(14) . . ?
C8 P1 Pd1 103.09(15) . . ?
C3 N1 N2 106.7(4) . . ?
C3 N1 Pd1 125.1(3) . . ?
N2 N1 Pd1 127.9(3) . . ?
C1 N2 N1 110.6(4) . . ?
N2 C1 C2 107.5(4) . . ?
N2 C1 C4 122.1(4) . . ?
C2 C1 C4 130.3(4) . . ?
C1 C2 C3 105.3(4) . . ?
N1 C3 C2 109.9(4) . . ?
N1 C3 C8 117.6(4) . . ?
C2 C3 C8 132.4(4) . . ?
C1 C4 C6 109.7(4) . . ?
C1 C4 C7 108.1(4) . . ?
C6 C4 C7 110.1(4) . . ?
C1 C4 C5 110.7(4) . . ?
C6 C4 C5 109.0(5) . . ?
C7 C4 C5 109.3(4) . . ?
C3 C8 P1 108.6(3) . . ?
C14 C9 C10 119.8(5) . . ?
C14 C9 P1 120.7(3) . . ?
C10 C9 P1 119.4(4) . . ?
C9 C10 C11 119.2(6) . . ?
C12 C11 C10 120.7(6) . . ?
C13 C12 C11 119.9(5) . . ?
C12 C13 C14 121.5(6) . . ?
C13 C14 C9 118.9(5) . . ?
C20 C15 C16 118.4(4) . . ?
C20 C15 P1 124.6(4) . . ?
C16 C15 P1 117.0(4) . . ?
C15 C16 C17 120.0(5) . . ?
C18 C17 C16 120.3(5) . . ?
C19 C18 C17 120.2(5) . . ?
C18 C19 C20 119.7(5) . . ?
C15 C20 C19 121.3(5) . . ?
C21 C21 Cl3 76(3) 2 2 ?
C21 C21 Cl3 74.5(18) 2 . ?
Cl3 C21 Cl3 124.5(11) 2 . ?
C21 Cl3 C21 29.6(12) 2 . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 N1 2.014(4) . ?
Pd1 P1 2.2440(11) . ?
Pd1 Cl2 2.2944(12) . ?
Pd1 Cl1 2.3842(11) . ?
P1 C9 1.819(5) . ?
P1 C15 1.820(4) . ?
P1 C8 1.844(5) . ?
N1 C3 1.335(6) . ?
N1 N2 1.367(5) . ?
N2 C1 1.353(6) . ?
C1 C2 1.387(6) . ?
C1 C4 1.522(6) . ?
C2 C3 1.412(6) . ?
C3 C8 1.503(6) . ?
C4 C6 1.525(7) . ?
C4 C7 1.546(7) . ?
C4 C5 1.547(7) . ?
C9 C14 1.398(7) . ?
C9 C10 1.403(7) . ?
C10 C11 1.404(8) . ?
C11 C12 1.372(11) . ?
C12 C13 1.369(9) . ?
C13 C14 1.397(7) . ?
C15 C20 1.388(7) . ?
C15 C16 1.399(6) . ?
C16 C17 1.401(6) . ?
C17 C18 1.382(8) . ?
C18 C19 1.373(8) . ?
C19 C20 1.396(7) . ?
C21 C21 0.84(3) 2 ?
C21 Cl3 1.64(2) 2 ?
C21 Cl3 1.651(15) . ?
Cl3 C21 1.64(2) 2 ?
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
N2 H1 Cl1 0.90(5) 2.58(5) 3.152(4) 122(3) .
