#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/88/2018836.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_2018836
loop_
_publ_author_name
'Motswainyana, William M.'
'Onani, Martin O.'
'Jacobs, Jeroen'
'Van Meervelt, Luc'
_publ_section_title
;
 Dichlorido{N-[2-(diphenylphosphanyl)benzylidene]-2-methylaniline}palladium(II)
 acetonitrile monosolvate
;
_journal_coeditor_code           SK3474
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              209
_journal_page_last               211
_journal_paper_doi               10.1107/S0108270113002333
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          '[Pd Cl2 (C26 H22 N P)] , C2 H3 N'
_chemical_formula_moiety         'C26 H22 Cl2 N P Pd, C2 H3 N'
_chemical_formula_sum            'C28 H25 Cl2 N2 P Pd'
_chemical_formula_weight         597.77
_chemical_name_systematic
'Dichlorido{N-[2-(diphenylphosphanyl)benzylidene]-2-methylaniline}palladium(II) acetonitrile monosolvate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 128.423(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   32.350(3)
_cell_length_b                   9.9963(3)
_cell_length_c                   20.8851(16)
_cell_measurement_reflns_used    5198
_cell_measurement_temperature    99.9(3)
_cell_measurement_theta_max      26.3143
_cell_measurement_theta_min      2.9113
_cell_volume                     5291.2(12)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2012)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2012)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2012)'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  'OLEX2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      99.9(3)
_diffrn_detector_area_resol_mean 15.9631
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
'Agilent SuperNova diffractometer (single source at offset, Eos detector)'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            10592
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.92
_exptl_absorpt_coefficient_mu    0.983
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98265
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2012)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2416
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.749
_refine_diff_density_min         -0.524
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         5391
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0320
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0255P)²+11.5559P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0752
_reflns_number_gt                4721
_reflns_number_total             5391
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sk3474.cif
_cod_data_source_block           I
_cod_original_cell_volume        5291.3(12)
_cod_database_code               2018836
_cod_database_fobs_code          2018836
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_type_symbol
_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_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd Pd1 0.637890(8) 1.06809(2) 0.634944(12) 0.01449(7) Uani d . 1 1 A .
Cl Cl1 0.57031(3) 1.21650(7) 0.58060(4) 0.02303(16) Uani d . 1 1 . .
Cl Cl2 0.67864(3) 1.15859(7) 0.76645(4) 0.02010(15) Uani d . 1 1 . .
P P1 0.60233(3) 0.98303(7) 0.51296(4) 0.01688(15) Uani d . 1 1 . .
N N1 0.69700(9) 0.9302(2) 0.68102(13) 0.0183(5) Uani d . 1 1 . .
N N2 0.38905(17) 0.4779(4) 0.1631(3) 0.0693(11) Uani d . 1 1 . .
C C1 0.71814(11) 0.8903(3) 0.64898(17) 0.0209(6) Uani d . 1 1 A .
H H1 0.7460 0.8304 0.6799 0.025 Uiso calc R 1 1 . .
C C2 0.70380(11) 0.9276(3) 0.56977(17) 0.0201(6) Uani d . 1 1 . .
C C3 0.65416(11) 0.9765(3) 0.50325(16) 0.0182(6) Uani d . 1 1 A .
C C4 0.64503(12) 1.0060(3) 0.43027(17) 0.0222(6) Uani d . 1 1 . .
H H4 0.6121 1.0377 0.3860 0.027 Uiso calc R 1 1 A .
C C5 0.68440(12) 0.9886(3) 0.42290(18) 0.0266(7) Uani d . 1 1 A .
H H5 0.6781 1.0107 0.3743 0.032 Uiso calc R 1 1 . .
C C6 0.73281(13) 0.9387(3) 0.4874(2) 0.0282(7) Uani d . 1 1 . .
H H6 0.7591 0.9268 0.4822 0.034 Uiso calc R 1 1 A .
C C7 0.74248(12) 0.9062(3) 0.56015(19) 0.0251(7) Uani d . 1 1 A .
H H7 0.7749 0.8700 0.6029 0.030 Uiso calc R 1 1 . .
C C8 0.54572(11) 1.0641(3) 0.42268(16) 0.0198(6) Uani d . 1 1 . .
C C9 0.54967(12) 1.1958(3) 0.40363(17) 0.0243(6) Uani d . 1 1 . .
H H9 0.5818 1.2404 0.4357 0.029 Uiso calc R 1 1 . .
C C10 0.50546(12) 1.2584(3) 0.33696(18) 0.0285(7) Uani d . 1 1 . .
H H10 0.5082 1.3451 0.3237 0.034 Uiso calc R 1 1 . .
C C11 0.45714(12) 1.1941(3) 0.28948(18) 0.0302(7) Uani d . 1 1 . .
H H11 0.4276 1.2377 0.2449 0.036 Uiso calc R 1 1 . .
C C12 0.45293(13) 1.0648(3) 0.30838(18) 0.0304(7) Uani d . 1 1 . .
H H12 0.4205 1.0214 0.2765 0.036 Uiso calc R 1 1 . .
C C13 0.49723(11) 0.9997(3) 0.37519(17) 0.0250(6) Uani d . 1 1 . .
H H13 0.4943 0.9128 0.3880 0.030 Uiso calc R 1 1 . .
C C14 0.58476(10) 0.8086(3) 0.50583(16) 0.0190(6) Uani d . 1 1 . .
C C15 0.59009(12) 0.7175(3) 0.46123(18) 0.0266(7) Uani d . 1 1 . .
H H15 0.6022 0.7464 0.4332 0.032 Uiso calc R 1 1 . .
C C16 0.57752(12) 0.5837(3) 0.4580(2) 0.0305(7) Uani d . 1 1 . .
H H16 0.5813 0.5231 0.4282 0.037 Uiso calc R 1 1 . .
C C17 0.55932(11) 0.5412(3) 0.4995(2) 0.0300(7) Uani d . 1 1 . .
H H17 0.5509 0.4516 0.4977 0.036 Uiso calc R 1 1 . .
C C18 0.55362(11) 0.6306(3) 0.54345(19) 0.0272(7) Uani d . 1 1 . .
H H18 0.5415 0.6011 0.5713 0.033 Uiso calc R 1 1 . .
C C19 0.56584(10) 0.7646(3) 0.54659(17) 0.0225(6) Uani d . 1 1 . .
H H19 0.5614 0.8249 0.5758 0.027 Uiso calc R 1 1 . .
C C20 0.71923(12) 0.8740(3) 0.76071(17) 0.0239(6) Uani d . 1 1 A 1
C C21 0.68644(14) 0.7899(3) 0.7662(2) 0.0311(7) Uani d . 1 1 A 1
H H21 0.6518 0.7735 0.7203 0.037 Uiso calc R 1 1 A 1
C C22 0.70622(14) 0.7324(3) 0.8402(2) 0.0330(8) Uani d . 1 1 A 1
H H22 0.6857 0.6743 0.8447 0.040 Uiso calc R 1 1 A 1
C C23 0.75659(14) 0.7626(3) 0.9067(2) 0.0333(8) Uani d . 1 1 A 1
H H23 0.7698 0.7247 0.9568 0.040 Uiso calc R 1 1 A 1
C C24 0.78840(13) 0.8462(3) 0.9028(2) 0.0347(8) Uani d . 1 1 A 1
H H24 0.8224 0.8643 0.9497 0.042 Uiso calc R 1 1 A 1
C C25 0.76964(13) 0.9056(3) 0.82715(19) 0.0299(7) Uani d . 1 1 A 1
C C26 0.80273(13) 0.9990(4) 0.8220(2) 0.0422(9) Uani d . 1 1 A 1
H H26A 0.8274 1.0419 0.8740 0.063 Uiso calc R 1 1 A 1
H H26B 0.7807 1.0654 0.7811 0.063 Uiso calc R 1 1 A 1
H H26C 0.8216 0.9506 0.8077 0.063 Uiso calc R 1 1 A 1
C C27 0.43269(18) 0.6835(6) 0.2598(3) 0.0827(17) Uani d . 1 1 . .
H H27A 0.4461 0.7419 0.2401 0.124 Uiso calc R 1 1 . .
H H27B 0.4612 0.6549 0.3143 0.124 Uiso calc R 1 1 . .
H H27C 0.4069 0.7302 0.2602 0.124 Uiso calc R 1 1 . .
C C28 0.40812(17) 0.5665(5) 0.2063(3) 0.0509(11) Uani d . 1 1 . .
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
Cl1 Pd1 Cl2 89.95(3) y
P1 Pd1 Cl1 91.45(3) y
P1 Pd1 Cl2 178.15(3) y
N1 Pd1 Cl1 178.15(7) y
N1 Pd1 Cl2 91.61(7) y
N1 Pd1 P1 87.01(7) y
C3 P1 Pd1 106.73(9) ?
C3 P1 C14 102.78(13) ?
C8 P1 Pd1 119.56(9) ?
C8 P1 C3 107.90(13) ?
C8 P1 C14 106.41(13) ?
C14 P1 Pd1 112.13(9) ?
C1 N1 Pd1 127.53(19) ?
C1 N1 C20 115.6(2) ?
C20 N1 Pd1 116.78(17) ?
N1 C1 H1 116.0 ?
N1 C1 C2 127.9(3) ?
C2 C1 H1 116.0 ?
C3 C2 C1 124.9(3) ?
C7 C2 C1 116.1(3) ?
C7 C2 C3 119.0(3) ?
C2 C3 P1 118.1(2) ?
C4 C3 P1 122.3(2) ?
C4 C3 C2 119.4(3) ?
C3 C4 H4 119.6 ?
C5 C4 C3 120.7(3) ?
C5 C4 H4 119.6 ?
C4 C5 H5 119.9 ?
C6 C5 C4 120.1(3) ?
C6 C5 H5 119.9 ?
C5 C6 H6 119.9 ?
C5 C6 C7 120.1(3) ?
C7 C6 H6 119.9 ?
C2 C7 H7 119.7 ?
C6 C7 C2 120.5(3) ?
C6 C7 H7 119.7 ?
C9 C8 P1 120.2(2) ?
C13 C8 P1 120.0(2) ?
C13 C8 C9 119.6(3) ?
C8 C9 H9 120.3 ?
C10 C9 C8 119.5(3) ?
C10 C9 H9 120.3 ?
C9 C10 H10 119.5 ?
C9 C10 C11 120.9(3) ?
C11 C10 H10 119.5 ?
C10 C11 H11 120.1 ?
C12 C11 C10 119.8(3) ?
C12 C11 H11 120.1 ?
C11 C12 H12 120.0 ?
C11 C12 C13 120.0(3) ?
C13 C12 H12 120.0 ?
C8 C13 C12 120.1(3) ?
C8 C13 H13 120.0 ?
C12 C13 H13 120.0 ?
C15 C14 P1 121.6(2) ?
C15 C14 C19 119.2(3) ?
C19 C14 P1 119.2(2) ?
C14 C15 H15 119.7 ?
C16 C15 C14 120.7(3) ?
C16 C15 H15 119.7 ?
C15 C16 H16 120.3 ?
C17 C16 C15 119.5(3) ?
C17 C16 H16 120.3 ?
C16 C17 H17 119.8 ?
C18 C17 C16 120.3(3) ?
C18 C17 H17 119.8 ?
C17 C18 H18 119.7 ?
C17 C18 C19 120.5(3) ?
C19 C18 H18 119.7 ?
C14 C19 H19 120.1 ?
C18 C19 C14 119.8(3) ?
C18 C19 H19 120.1 ?
C21 C20 N1 117.4(3) ?
C25 C20 N1 120.1(3) ?
C25 C20 C21 122.5(3) ?
C20 C21 H21 120.3 ?
C22 C21 C20 119.3(3) ?
C22 C21 H21 120.3 ?
C21 C22 H22 120.7 ?
C23 C22 C21 118.5(3) ?
C23 C22 H22 120.7 ?
C22 C23 H23 118.6 ?
C22 C23 C24 122.8(3) ?
C24 C23 H23 118.6 ?
C23 C24 H24 119.9 ?
C23 C24 C25 120.3(3) ?
C25 C24 H24 119.9 ?
C20 C25 C24 116.6(3) ?
C20 C25 C26 122.3(3) ?
C24 C25 C26 121.1(3) ?
H27A C27 H27B 109.5 ?
H27A C27 H27C 109.5 ?
H27B C27 H27C 109.5 ?
C28 C27 H27A 109.5 ?
C28 C27 H27B 109.5 ?
C28 C27 H27C 109.5 ?
N2 C28 C27 178.0(5) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Pd1 Cl1 2.2770(7) y
Pd1 Cl2 2.3664(7) y
Pd1 P1 2.2122(8) y
Pd1 N1 2.049(2) y
P1 C3 1.811(3) ?
P1 C8 1.809(3) ?
P1 C14 1.811(3) ?
N1 C1 1.282(3) ?
N1 C20 1.454(3) ?
N2 C28 1.134(5) ?
C1 H1 0.9300 ?
C1 C2 1.462(4) ?
C2 C3 1.405(4) ?
C2 C7 1.402(4) ?
C3 C4 1.392(4) ?
C4 H4 0.9300 ?
C4 C5 1.385(4) ?
C5 H5 0.9300 ?
C5 C6 1.376(4) ?
C6 H6 0.9300 ?
C6 C7 1.386(4) ?
C7 H7 0.9300 ?
C8 C9 1.404(4) ?
C8 C13 1.387(4) ?
C9 H9 0.9300 ?
C9 C10 1.379(4) ?
C10 H10 0.9300 ?
C10 C11 1.383(4) ?
C11 H11 0.9300 ?
C11 C12 1.382(4) ?
C12 H12 0.9300 ?
C12 C13 1.393(4) ?
C13 H13 0.9300 ?
C14 C15 1.388(4) ?
C14 C19 1.393(4) ?
C15 H15 0.9300 ?
C15 C16 1.387(4) ?
C16 H16 0.9300 ?
C16 C17 1.383(4) ?
C17 H17 0.9300 ?
C17 C18 1.373(5) ?
C18 H18 0.9300 ?
C18 C19 1.386(4) ?
C19 H19 0.9300 ?
C20 C21 1.413(4) ?
C20 C25 1.368(4) ?
C21 H21 0.9300 ?
C21 C22 1.378(4) ?
C22 H22 0.9300 ?
C22 C23 1.365(5) ?
C23 H23 0.9300 ?
C23 C24 1.367(5) ?
C24 H24 0.9300 ?
C24 C25 1.422(4) ?
C25 C26 1.474(5) ?
C26 H26A 0.9600 ?
C26 H26B 0.9600 ?
C26 H26C 0.9600 ?
C27 H27A 0.9600 ?
C27 H27B 0.9600 ?
C27 H27C 0.9600 ?
C27 C28 1.464(7) ?
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
Pd1 P1 C3 C2 45.0(2)
Pd1 P1 C3 C4 -141.1(2)
Pd1 P1 C8 C9 61.7(3)
Pd1 P1 C8 C13 -113.7(2)
Pd1 P1 C14 C15 -143.6(2)
Pd1 P1 C14 C19 35.9(2)
Pd1 N1 C1 C2 -3.4(4)
Pd1 N1 C20 C21 68.0(3)
Pd1 N1 C20 C25 -110.6(3)
Cl1 Pd1 P1 C3 131.11(10)
Cl1 Pd1 P1 C8 8.46(11)
Cl1 Pd1 P1 C14 -117.09(10)
Cl2 Pd1 N1 C1 -140.8(2)
Cl2 Pd1 N1 C20 36.6(2)
P1 Pd1 N1 C1 37.9(2)
P1 Pd1 N1 C20 -144.6(2)
P1 C3 C4 C5 -174.3(2)
P1 C8 C9 C10 -176.7(2)
P1 C8 C13 C12 176.3(2)
P1 C14 C15 C16 178.6(2)
P1 C14 C19 C18 -178.2(2)
N1 Pd1 P1 C3 -49.93(11)
N1 Pd1 P1 C8 -172.58(13)
N1 Pd1 P1 C14 61.88(12)
N1 C1 C2 C3 -23.0(5)
N1 C1 C2 C7 159.9(3)
N1 C20 C21 C22 178.7(3)
N1 C20 C25 C24 -179.9(3)
N1 C20 C25 C26 1.8(5)
C1 N1 C20 C21 -114.3(3)
C1 N1 C20 C25 67.2(4)
C1 C2 C3 P1 -4.7(4)
C1 C2 C3 C4 -178.7(3)
C1 C2 C7 C6 -179.8(3)
C2 C3 C4 C5 -0.5(4)
C3 P1 C8 C9 -60.4(3)
C3 P1 C8 C13 124.2(2)
C3 P1 C14 C15 -29.3(3)
C3 P1 C14 C19 150.1(2)
C3 C2 C7 C6 3.0(4)
C3 C4 C5 C6 1.5(4)
C4 C5 C6 C7 -0.3(5)
C5 C6 C7 C2 -2.0(5)
C7 C2 C3 P1 172.3(2)
C7 C2 C3 C4 -1.8(4)
C8 P1 C3 C2 174.7(2)
C8 P1 C3 C4 -11.4(3)
C8 P1 C14 C15 84.0(3)
C8 P1 C14 C19 -96.6(2)
C8 C9 C10 C11 1.1(5)
C9 C8 C13 C12 0.9(4)
C9 C10 C11 C12 -0.6(5)
C10 C11 C12 C13 0.1(5)
C11 C12 C13 C8 -0.3(5)
C13 C8 C9 C10 -1.3(4)
C14 P1 C3 C2 -73.1(2)
C14 P1 C3 C4 100.7(2)
C14 P1 C8 C9 -170.1(2)
C14 P1 C8 C13 14.5(3)
C14 C15 C16 C17 0.2(5)
C15 C14 C19 C18 1.2(4)
C15 C16 C17 C18 0.1(5)
C16 C17 C18 C19 0.2(5)
C17 C18 C19 C14 -0.9(4)
C19 C14 C15 C16 -0.9(4)
C20 N1 C1 C2 179.1(3)
C20 C21 C22 C23 2.2(5)
C21 C20 C25 C24 1.7(5)
C21 C20 C25 C26 -176.7(3)
C21 C22 C23 C24 -0.8(5)
C22 C23 C24 C25 -0.3(5)
C23 C24 C25 C20 -0.1(5)
C23 C24 C25 C26 178.2(3)
C25 C20 C21 C22 -2.7(5)
