#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/66/2206676.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2206676
loop_
_publ_author_name
'Maliha Asma'
'Werner Kaminsky'
'Amin Badshah'
_publ_section_title
;trans-Dichloro(2-chloroaniline-κN)(triphenylphosphine-κP)palladium(II)
 dichloromethane solvate
;
_journal_coeditor_code           CV6568
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1797
_journal_page_last               m1798
_journal_paper_doi               10.1107/S1600536805025729
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Pd Cl2 (C6 H5 Cl N) (C18 H15 P)], C H2 Cl2'
_chemical_formula_moiety         'C24 H21 Cl3 N P Pd, C H2 Cl2'
_chemical_formula_sum            'C25 H23 Cl5 N P Pd'
_chemical_formula_weight         652.06
_chemical_melting_point          421
_chemical_name_systematic
;
trans-Dichloro(4-chloroaniline-\kN)(triphenylphosphine-\kP)palladium(II)
dichloromethane solvate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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
_cell_angle_alpha                104.6190(10)
_cell_angle_beta                 89.9230(10)
_cell_angle_gamma                112.7541(12)
_cell_formula_units_Z            2
_cell_length_a                   10.0120(2)
_cell_length_b                   10.3890(2)
_cell_length_c                   14.2220(4)
_cell_measurement_reflns_used    621
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      29.99
_cell_measurement_theta_min      2.21
_cell_volume                     1312.30(5)
_computing_cell_refinement       'HKL/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2000)'
_computing_data_reduction        HKL/SCALEPACK
_computing_molecular_graphics    'maXus (Mackay et al., 1998)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'DIRDIF (Beurskens et al., 1996)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.817
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω'
_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  0.0350
_diffrn_reflns_av_sigmaI/netI    0.0698
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10268
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.99
_diffrn_reflns_theta_min         2.21
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.293
_exptl_absorpt_correction_T_max  0.7400
_exptl_absorpt_correction_T_min  0.6800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(HKL2000; Otwinowski & Minor, 1997)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.650
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.670
_refine_diff_density_min         -0.900
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         6247
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0817
_refine_ls_R_factor_gt           0.0441
_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)+(0.0545P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1033
_refine_ls_wR_factor_ref         0.1164
_reflns_number_gt                4057
_reflns_number_total             6247
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cv6568.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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               2206676
_cod_database_fobs_code          2206676
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
Pd1 0.03793(3) 0.02779(3) 0.21760(2) 0.03847(11) Uani d . 1 Pd
Cl1 -0.09129(12) 0.10275(11) 0.12449(7) 0.0528(3) Uani d . 1 Cl
Cl2 0.16849(11) -0.04633(11) 0.30827(7) 0.0501(2) Uani d . 1 Cl
Cl3 -0.32775(15) -0.28149(15) 0.06572(13) 0.0957(5) Uani d . 1 Cl
Cl4 0.58409(18) -0.15758(18) 0.85652(15) 0.1068(6) Uani d . 1 Cl
Cl5 0.62230(16) 0.14137(16) 0.93286(11) 0.0915(4) Uani d . 1 Cl
P1 0.06090(10) 0.22256(10) 0.33833(7) 0.0364(2) Uani d . 1 P
N1 0.0009(4) -0.1579(3) 0.0933(2) 0.0456(7) Uani d . 1 N
H1A -0.0486 -0.1489 0.0443 0.055 Uiso calc R 1 H
H1B 0.0885 -0.1509 0.0740 0.055 Uiso calc R 1 H
C1 -0.0742(4) -0.3014(4) 0.1026(3) 0.0441(9) Uani d . 1 C
C2 0.0064(5) -0.3755(4) 0.1256(3) 0.0509(10) Uani d . 1 C
H2 0.1076 -0.3317 0.1330 0.061 Uiso calc R 1 H
C3 -0.0624(5) -0.5117(5) 0.1371(3) 0.0599(11) Uani d . 1 C
H3 -0.0076 -0.5607 0.1508 0.072 Uiso calc R 1 H
C4 -0.2119(5) -0.5769(5) 0.1287(3) 0.0632(12) Uani d . 1 C
H4 -0.2577 -0.6689 0.1379 0.076 Uiso calc R 1 H
C5 -0.2931(5) -0.5065(5) 0.1067(3) 0.0627(12) Uani d . 1 C
H5 -0.3943 -0.5511 0.1000 0.075 Uiso calc R 1 H
C6 -0.2242(5) -0.3685(4) 0.0945(3) 0.0535(10) Uani d . 1 C
C7 -0.1230(4) 0.2015(4) 0.3637(3) 0.0399(8) Uani d . 1 C
C8 -0.1815(4) 0.3011(4) 0.3579(3) 0.0486(10) Uani d . 1 C
H8 -0.1251 0.3866 0.3426 0.058 Uiso calc R 1 H
C9 -0.3253(5) 0.2707(5) 0.3753(3) 0.0616(12) Uani d . 1 C
H9 -0.3654 0.3367 0.3716 0.074 Uiso calc R 1 H
C10 -0.4096(5) 0.1447(5) 0.3979(3) 0.0638(13) Uani d . 1 C
H10 -0.5056 0.1266 0.4100 0.077 Uiso calc R 1 H
C11 -0.3529(4) 0.0461(5) 0.4027(3) 0.0590(11) Uani d . 1 C
H11 -0.4105 -0.0399 0.4170 0.071 Uiso calc R 1 H
C12 -0.2092(4) 0.0746(4) 0.3861(3) 0.0504(10) Uani d . 1 C
H12 -0.1702 0.0079 0.3901 0.061 Uiso calc R 1 H
C13 0.1558(4) 0.3921(4) 0.3069(3) 0.0385(8) Uani d . 1 C
C14 0.2254(4) 0.3953(4) 0.2234(3) 0.0491(10) Uani d . 1 C
H14 0.2180 0.3089 0.1798 0.059 Uiso calc R 1 H
C15 0.3060(5) 0.5256(5) 0.2038(3) 0.0598(11) Uani d . 1 C
H15 0.3536 0.5271 0.1477 0.072 Uiso calc R 1 H
C16 0.3152(5) 0.6522(5) 0.2676(4) 0.0640(13) Uani d . 1 C
H16 0.3690 0.7399 0.2542 0.077 Uiso calc R 1 H
C17 0.2476(5) 0.6519(4) 0.3497(3) 0.0581(11) Uani d . 1 C
H17 0.2535 0.7390 0.3918 0.070 Uiso calc R 1 H
C18 0.1699(4) 0.5230(4) 0.3712(3) 0.0507(10) Uani d . 1 C
H18 0.1265 0.5235 0.4291 0.061 Uiso calc R 1 H
C19 0.1611(4) 0.2597(4) 0.4559(3) 0.0373(8) Uani d . 1 C
C20 0.3100(4) 0.3037(4) 0.4610(3) 0.0479(9) Uani d . 1 C
H20 0.3559 0.3074 0.4042 0.058 Uiso calc R 1 H
C21 0.3921(4) 0.3423(5) 0.5493(3) 0.0565(11) Uani d . 1 C
H21 0.4928 0.3724 0.5518 0.068 Uiso calc R 1 H
C22 0.3261(5) 0.3362(5) 0.6323(3) 0.0592(11) Uani d . 1 C
H22 0.3817 0.3620 0.6916 0.071 Uiso calc R 1 H
C23 0.1771(5) 0.2922(5) 0.6294(3) 0.0588(11) Uani d . 1 C
H23 0.1322 0.2882 0.6865 0.071 Uiso calc R 1 H
C24 0.0946(4) 0.2539(4) 0.5408(3) 0.0493(10) Uani d . 1 C
H24 -0.0060 0.2241 0.5386 0.059 Uiso calc R 1 H
C25 0.5296(6) -0.0231(5) 0.8473(4) 0.0818(15) Uani d . 1 C
H25A 0.4263 -0.0546 0.8545 0.098 Uiso calc R 1 H
H25B 0.5431 -0.0092 0.7825 0.098 Uiso calc R 1 H
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'
Cl Cl 0.1484 0.1585 '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'
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_publ_flag
N1 Pd1 P1 174.79(9) y
N1 Pd1 Cl2 91.52(9) y
P1 Pd1 Cl2 93.58(4) y
N1 Pd1 Cl1 88.06(9) y
P1 Pd1 Cl1 86.85(3) y
Cl2 Pd1 Cl1 179.16(4) y
C7 P1 C13 110.27(16) ?
C7 P1 C19 106.03(16) ?
C13 P1 C19 101.10(16) ?
C7 P1 Pd1 106.06(12) ?
C13 P1 Pd1 112.93(12) ?
C19 P1 Pd1 120.14(11) ?
C1 N1 Pd1 120.0(2) ?
C1 N1 H1A 107.3 ?
Pd1 N1 H1A 107.3 ?
C1 N1 H1B 107.3 ?
Pd1 N1 H1B 107.3 ?
H1A N1 H1B 106.9 ?
C6 C1 C2 118.0(4) ?
C6 C1 N1 122.7(3) ?
C2 C1 N1 119.2(4) ?
C3 C2 C1 120.6(4) ?
C3 C2 H2 119.7 ?
C1 C2 H2 119.7 ?
C2 C3 C4 120.6(4) ?
C2 C3 H3 119.7 ?
C4 C3 H3 119.7 ?
C5 C4 C3 120.0(4) ?
C5 C4 H4 120.0 ?
C3 C4 H4 120.0 ?
C4 C5 C6 119.8(4) ?
C4 C5 H5 120.1 ?
C6 C5 H5 120.1 ?
C1 C6 C5 121.0(4) ?
C1 C6 Cl3 119.6(3) ?
C5 C6 Cl3 119.4(3) ?
C12 C7 C8 119.6(3) ?
C12 C7 P1 116.4(3) ?
C8 C7 P1 124.0(3) ?
C9 C8 C7 118.9(4) ?
C9 C8 H8 120.6 ?
C7 C8 H8 120.6 ?
C10 C9 C8 121.1(4) ?
C10 C9 H9 119.5 ?
C8 C9 H9 119.5 ?
C11 C10 C9 120.2(4) ?
C11 C10 H10 119.9 ?
C9 C10 H10 119.9 ?
C10 C11 C12 119.7(4) ?
C10 C11 H11 120.2 ?
C12 C11 H11 120.2 ?
C7 C12 C11 120.6(4) ?
C7 C12 H12 119.7 ?
C11 C12 H12 119.7 ?
C14 C13 C18 118.4(4) ?
C14 C13 P1 121.1(3) ?
C18 C13 P1 120.2(3) ?
C13 C14 C15 120.7(4) ?
C13 C14 H14 119.7 ?
C15 C14 H14 119.7 ?
C16 C15 C14 119.4(4) ?
C16 C15 H15 120.3 ?
C14 C15 H15 120.3 ?
C17 C16 C15 121.0(4) ?
C17 C16 H16 119.5 ?
C15 C16 H16 119.5 ?
C16 C17 C18 120.0(4) ?
C16 C17 H17 120.0 ?
C18 C17 H17 120.0 ?
C17 C18 C13 120.3(4) ?
C17 C18 H18 119.8 ?
C13 C18 H18 119.8 ?
C20 C19 C24 118.8(3) ?
C20 C19 P1 118.4(3) ?
C24 C19 P1 122.6(3) ?
C19 C20 C21 120.8(4) ?
C19 C20 H20 119.6 ?
C21 C20 H20 119.6 ?
C22 C21 C20 120.0(4) ?
C22 C21 H21 120.0 ?
C20 C21 H21 120.0 ?
C21 C22 C23 120.4(4) ?
C21 C22 H22 119.8 ?
C23 C22 H22 119.8 ?
C22 C23 C24 119.6(4) ?
C22 C23 H23 120.2 ?
C24 C23 H23 120.2 ?
C19 C24 C23 120.3(4) ?
C19 C24 H24 119.9 ?
C23 C24 H24 119.9 ?
Cl4 C25 Cl5 114.0(3) ?
Cl4 C25 H25A 108.8 ?
Cl5 C25 H25A 108.8 ?
Cl4 C25 H25B 108.8 ?
Cl5 C25 H25B 108.8 ?
H25A C25 H25B 107.7 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Pd1 N1 2.170(3) y
Pd1 P1 2.2322(9) y
Pd1 Cl2 2.2910(9) y
Pd1 Cl1 2.3104(9) y
Cl3 C6 1.724(4) y
Cl4 C25 1.717(5) ?
Cl5 C25 1.729(5) ?
P1 C7 1.816(4) ?
P1 C13 1.819(4) ?
P1 C19 1.825(4) ?
N1 C1 1.427(5) y
N1 H1A 0.9000 ?
N1 H1B 0.9000 ?
C1 C6 1.381(6) ?
C1 C2 1.399(5) ?
C2 C3 1.366(6) ?
C2 H2 0.9300 ?
C3 C4 1.374(6) ?
C3 H3 0.9300 ?
C4 C5 1.368(6) ?
C4 H4 0.9300 ?
C5 C6 1.387(6) ?
C5 H5 0.9300 ?
C7 C12 1.384(5) ?
C7 C8 1.389(5) ?
C8 C9 1.386(6) ?
C8 H8 0.9300 ?
C9 C10 1.373(7) ?
C9 H9 0.9300 ?
C10 C11 1.365(6) ?
C10 H10 0.9300 ?
C11 C12 1.385(5) ?
C11 H11 0.9300 ?
C12 H12 0.9300 ?
C13 C14 1.377(5) ?
C13 C18 1.389(5) ?
C14 C15 1.380(6) ?
C14 H14 0.9300 ?
C15 C16 1.366(6) ?
C15 H15 0.9300 ?
C16 C17 1.349(6) ?
C16 H16 0.9300 ?
C17 C18 1.376(6) ?
C17 H17 0.9300 ?
C18 H18 0.9300 ?
C19 C20 1.376(5) ?
C19 C24 1.382(5) ?
C20 C21 1.381(5) ?
C20 H20 0.9300 ?
C21 C22 1.356(6) ?
C21 H21 0.9300 ?
C22 C23 1.378(6) ?
C22 H22 0.9300 ?
C23 C24 1.386(5) ?
C23 H23 0.9300 ?
C24 H24 0.9300 ?
C25 H25A 0.9700 ?
C25 H25B 0.9700 ?
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
Cl2 Pd1 P1 C7 -120.11(13)
Cl1 Pd1 P1 C7 60.61(13)
Cl2 Pd1 P1 C13 119.01(12)
Cl1 Pd1 P1 C13 -60.27(12)
Cl2 Pd1 P1 C19 -0.15(14)
Cl1 Pd1 P1 C19 -179.43(14)
Cl2 Pd1 N1 C1 59.9(3)
Cl1 Pd1 N1 C1 -120.8(3)
Pd1 N1 C1 C6 82.4(4)
Pd1 N1 C1 C2 -94.4(4)
C6 C1 C2 C3 1.6(6)
N1 C1 C2 C3 178.5(4)
C1 C2 C3 C4 -1.5(7)
C2 C3 C4 C5 1.2(7)
C3 C4 C5 C6 -1.0(7)
C2 C1 C6 C5 -1.4(6)
N1 C1 C6 C5 -178.2(4)
C2 C1 C6 Cl3 -179.7(3)
N1 C1 C6 Cl3 3.6(6)
C4 C5 C6 C1 1.1(7)
C4 C5 C6 Cl3 179.4(4)
C13 P1 C7 C12 178.3(3)
C19 P1 C7 C12 -73.1(3)
Pd1 P1 C7 C12 55.7(3)
C13 P1 C7 C8 1.0(4)
C19 P1 C7 C8 109.6(3)
Pd1 P1 C7 C8 -121.6(3)
C12 C7 C8 C9 0.3(6)
P1 C7 C8 C9 177.5(3)
C7 C8 C9 C10 0.0(6)
C8 C9 C10 C11 -0.7(7)
C9 C10 C11 C12 1.0(7)
C8 C7 C12 C11 0.1(6)
P1 C7 C12 C11 -177.4(3)
C10 C11 C12 C7 -0.7(7)
C7 P1 C13 C14 -128.7(3)
C19 P1 C13 C14 119.5(3)
Pd1 P1 C13 C14 -10.2(3)
C7 P1 C13 C18 56.8(3)
C19 P1 C13 C18 -55.0(3)
Pd1 P1 C13 C18 175.3(3)
C18 C13 C14 C15 -0.6(6)
P1 C13 C14 C15 -175.2(3)
C13 C14 C15 C16 -0.7(6)
C14 C15 C16 C17 0.4(7)
C15 C16 C17 C18 1.1(7)
C16 C17 C18 C13 -2.5(6)
C14 C13 C18 C17 2.2(6)
P1 C13 C18 C17 176.9(3)
C7 P1 C19 C20 -169.6(3)
C13 P1 C19 C20 -54.5(3)
Pd1 P1 C19 C20 70.4(3)
C7 P1 C19 C24 6.4(4)
C13 P1 C19 C24 121.5(3)
Pd1 P1 C19 C24 -113.6(3)
C24 C19 C20 C21 -0.4(6)
P1 C19 C20 C21 175.8(3)
C19 C20 C21 C22 0.4(7)
C20 C21 C22 C23 -0.2(7)
C21 C22 C23 C24 0.0(7)
C20 C19 C24 C23 0.2(6)
P1 C19 C24 C23 -175.8(3)
C22 C23 C24 C19 0.0(7)
