#------------------------------------------------------------------------------
#$Date: 2016-05-06 04:05:53 +0200 (vie 06 de may de 2016) $
#$Revision: 182768 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/53/7055366.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_7055366
loop_
_publ_author_name
'Klingenberg, Margarita A.'
'Bogachenkov, Alexander S.'
'Kinzhalov, Mikhail A.'
'Vasilyev, Aleksander V.'
'Boyarskiy, Vadim P.'
_publ_section_title
;
 1,4-Dihydrophosphinolines and their complexes with group 10 metals
;
_journal_issue                   4
_journal_name_full               'New J. Chem.'
_journal_page_first              3336
_journal_paper_doi               10.1039/C5NJ03038B
_journal_volume                  40
_journal_year                    2016
_chemical_formula_moiety         'C34 H32 Br2 Cl2 P2 Pd, 2(C H2 Cl2)'
_chemical_formula_sum            'C36 H36 Br2 Cl6 P2 Pd'
_chemical_formula_weight         1009.51
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-10-13
_audit_creation_method
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_audit_update_record
;
2015-10-20 deposited with the CCDC.
2016-02-09 downloaded from the CCDC.
;
_cell_angle_alpha                103.246(5)
_cell_angle_beta                 106.855(5)
_cell_angle_gamma                107.784(5)
_cell_formula_units_Z            1
_cell_length_a                   8.7824(4)
_cell_length_b                   11.1066(6)
_cell_length_c                   11.4473(6)
_cell_measurement_reflns_used    3299
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.2377
_cell_measurement_theta_min      2.6162
_cell_volume                     953.73(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'J. Appl. Cryst. (2007) 40, 786-790'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.2096
_diffrn_measured_fraction_theta_full 0.9828
_diffrn_measured_fraction_theta_max 0.9828
_diffrn_measurement_details
;
  1 omega  -29.00    2.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.8777   57.0000 -180.0000 31

  2 omega  -79.00  -53.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.8777 -178.0000  -90.0000 26

  3 omega  -24.00   22.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.8777  -99.0000    0.0000 46

  4 omega  -19.00   14.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.8777  -99.0000 -150.0000 33

  5 omega   50.00   95.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8152 -178.0000 -180.0000 45

  6 omega   36.00   67.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8152  178.0000 -150.0000 31

  7 omega   -7.00   87.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8152   38.0000    0.0000 94

  8 omega  -39.00   48.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8152  -19.0000  150.0000 87
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0235843000
_diffrn_orient_matrix_UB_12      0.0031092000
_diffrn_orient_matrix_UB_13      -0.0636332000
_diffrn_orient_matrix_UB_21      0.0852437000
_diffrn_orient_matrix_UB_22      0.0476322000
_diffrn_orient_matrix_UB_23      0.0174643000
_diffrn_orient_matrix_UB_31      0.0254719000
_diffrn_orient_matrix_UB_32      -0.0533098000
_diffrn_orient_matrix_UB_33      -0.0204318000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7578
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.62
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.112
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93175
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.758
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tables
_exptl_crystal_F_000             500
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.650
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     198
_refine_ls_number_reflns         4114
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0511
_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)+(0.0675P)²+1.7012P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1245
_refine_ls_wR_factor_ref         0.1339
_reflns_number_gt                3390
_reflns_number_total             4114
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5nj03038b2.cif
_cod_data_source_block           km868
_cod_depositor_comments
'Adding full bibliography for 7055365--7055370.cif.'
_cod_original_cell_volume        953.72(9)
_cod_database_code               7055366
_chemical_oxdiff_formula         'pt1 C15 N4 Cl2'
_reflns_odcompleteness_completeness 98.28
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-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 0.5000 0.5000 0.5000 0.02833(15) Uani 1 2 d S
Br1 Br 0.27794(7) 0.80982(5) 0.47916(5) 0.03619(16) Uani 1 1 d .
Cl1 Cl 0.65113(17) 0.43635(13) 0.38228(12) 0.0361(3) Uani 1 1 d .
Cl3 Cl 0.7013(3) 0.96729(16) 0.96119(16) 0.0558(4) Uani 1 1 d .
P1 P 0.38635(16) 0.58616(12) 0.34436(12) 0.0293(3) Uani 1 1 d .
Cl2 Cl 0.7611(2) 0.94950(16) 0.72075(15) 0.0504(4) Uani 1 1 d .
C11 C 0.5417(7) 0.7282(5) 0.3312(5) 0.0337(11) Uani 1 1 d .
C6 C 0.1234(7) 0.2781(5) -0.0706(5) 0.0372(11) Uani 1 1 d .
H6 H 0.0722 0.2163 -0.1551 0.045 Uiso 1 1 calc R
C14 C 0.7797(7) 0.9392(5) 0.3023(5) 0.0389(12) Uani 1 1 d .
H14 H 0.8592 1.0100 0.2928 0.047 Uiso 1 1 calc R
C2 C 0.2129(7) 0.6359(5) 0.3574(5) 0.0319(10) Uani 1 1 d .
C15 C 0.6032(8) 0.9081(5) 0.2456(6) 0.0407(12) Uani 1 1 d .
H15 H 0.5643 0.9578 0.1978 0.049 Uiso 1 1 calc R
C3 C 0.0484(7) 0.5539(5) 0.2942(5) 0.0314(10) Uani 1 1 d .
H3 H -0.0333 0.5863 0.3078 0.038 Uiso 1 1 calc R
C10 C 0.0955(6) 0.3937(5) 0.1256(5) 0.0286(10) Uani 1 1 d .
C12 C 0.7203(7) 0.7616(5) 0.3893(5) 0.0344(11) Uani 1 1 d .
H12 H 0.7603 0.7140 0.4393 0.041 Uiso 1 1 calc R
C9 C 0.2760(6) 0.4643(5) 0.1804(5) 0.0293(3) Uani 1 1 d .
C5 C 0.0233(7) 0.3001(5) -0.0026(5) 0.0346(11) Uani 1 1 d .
H5 H -0.0963 0.2518 -0.0423 0.042 Uiso 1 1 calc R
C4 C -0.0190(6) 0.4101(5) 0.2006(5) 0.0309(10) Uani 1 1 d .
C16 C 0.4847(7) 0.8025(5) 0.2604(5) 0.0363(11) Uani 1 1 d .
H16 H 0.3666 0.7819 0.2226 0.044 Uiso 1 1 calc R
C13 C 0.8368(7) 0.8651(5) 0.3724(5) 0.0380(11) Uani 1 1 d .
H13 H 0.9549 0.8850 0.4087 0.046 Uiso 1 1 calc R
C17 C -0.2080(6) 0.3715(5) 0.1089(5) 0.0362(11) Uani 1 1 d .
H17A H -0.2721 0.3935 0.1595 0.054 Uiso 1 1 calc R
H17B H -0.2610 0.2765 0.0602 0.054 Uiso 1 1 calc R
H17C H -0.2083 0.4207 0.0499 0.054 Uiso 1 1 calc R
C19 C 0.7310(10) 0.8695(6) 0.8326(6) 0.0533(16) Uani 1 1 d .
H19A H 0.8313 0.8497 0.8680 0.064 Uiso 1 1 calc R
H19B H 0.6304 0.7845 0.7874 0.064 Uiso 1 1 calc R
C18 C -0.0209(7) 0.3160(5) 0.2817(5) 0.0347(11) Uani 1 1 d .
H18A H 0.0956 0.3384 0.3393 0.052 Uiso 1 1 calc R
H18B H -0.0700 0.2239 0.2242 0.052 Uiso 1 1 calc R
H18C H -0.0896 0.3273 0.3318 0.052 Uiso 1 1 calc R
C8 C 0.3772(6) 0.4392(5) 0.1076(5) 0.0293(3) Uani 1 1 d .
H8 H 0.4970 0.4870 0.1451 0.035 Uiso 1 1 calc R
C7 C 0.3058(6) 0.3507(5) -0.0105(5) 0.0293(3) Uani 1 1 d .
H7 H 0.3750 0.3353 -0.0552 0.035 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
P P 0.1023 0.0942 '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
Cl1 Pd1 Cl1 180.00(7) . 2_666
Cl1 Pd1 P1 91.06(4) 2_666 .
Cl1 Pd1 P1 88.94(4) . .
Cl1 Pd1 P1 88.94(4) 2_666 2_666
Cl1 Pd1 P1 91.06(4) . 2_666
P1 Pd1 P1 180.0 . 2_666
C11 P1 Pd1 115.80(17) . .
C2 P1 Pd1 116.06(16) . .
C2 P1 C11 105.7(2) . .
C2 P1 C9 99.2(2) . .
C9 P1 Pd1 113.84(16) . .
C9 P1 C11 104.3(2) . .
C12 C11 P1 120.5(4) . .
C16 C11 P1 120.1(4) . .
C16 C11 C12 119.3(5) . .
C5 C6 H6 120.4 . .
C5 C6 C7 119.2(5) . .
C7 C6 H6 120.4 . .
C15 C14 H14 120.0 . .
C13 C14 H14 120.0 . .
C13 C14 C15 120.0(5) . .
P1 C2 Br1 116.9(3) . .
C3 C2 Br1 120.3(4) . .
C3 C2 P1 122.6(4) . .
C14 C15 H15 120.1 . .
C14 C15 C16 119.9(5) . .
C16 C15 H15 120.1 . .
C2 C3 H3 117.4 . .
C2 C3 C4 125.1(4) . .
C4 C3 H3 117.4 . .
C9 C10 C5 116.6(4) . .
C9 C10 C4 122.7(4) . .
C5 C10 C4 120.7(4) . .
C11 C12 H12 120.0 . .
C13 C12 C11 119.9(5) . .
C13 C12 H12 120.0 . .
C10 C9 P1 121.4(4) . .
C10 C9 C8 120.0(4) . .
C8 C9 P1 118.6(4) . .
C6 C5 C10 122.3(5) . .
C6 C5 H5 118.9 . .
C10 C5 H5 118.9 . .
C3 C4 C10 112.3(4) . .
C3 C4 C17 107.8(4) . .
C3 C4 C18 107.9(4) . .
C10 C4 C17 112.1(4) . .
C10 C4 C18 108.4(4) . .
C17 C4 C18 108.3(4) . .
C11 C16 C15 120.3(5) . .
C11 C16 H16 119.8 . .
C15 C16 H16 119.8 . .
C14 C13 C12 120.6(5) . .
C14 C13 H13 119.7 . .
C12 C13 H13 119.7 . .
C4 C17 H17A 109.5 . .
C4 C17 H17B 109.5 . .
C4 C17 H17C 109.5 . .
H17A C17 H17B 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
Cl3 C19 H19A 109.0 . .
Cl3 C19 H19B 109.0 . .
Cl2 C19 Cl3 112.9(3) . .
Cl2 C19 H19A 109.0 . .
Cl2 C19 H19B 109.0 . .
H19A C19 H19B 107.8 . .
C4 C18 H18A 109.5 . .
C4 C18 H18B 109.5 . .
C4 C18 H18C 109.5 . .
H18A C18 H18B 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C9 C8 H8 119.2 . .
C7 C8 C9 121.6(5) . .
C7 C8 H8 119.2 . .
C6 C7 H7 119.9 . .
C8 C7 C6 120.3(5) . .
C8 C7 H7 119.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 Cl1 2.2916(12) .
Pd1 Cl1 2.2916(12) 2_666
Pd1 P1 2.3281(12) .
Pd1 P1 2.3281(12) 2_666
Br1 C2 1.906(5) .
Cl3 C19 1.754(6) .
P1 C11 1.813(5) .
P1 C2 1.804(5) .
P1 C9 1.809(5) .
Cl2 C19 1.753(6) .
C11 C12 1.403(7) .
C11 C16 1.383(7) .
C6 H6 0.9300 .
C6 C5 1.370(7) .
C6 C7 1.417(7) .
C14 H14 0.9300 .
C14 C15 1.389(8) .
C14 C13 1.376(8) .
C2 C3 1.315(7) .
C15 H15 0.9300 .
C15 C16 1.391(8) .
C3 H3 0.9300 .
C3 C4 1.524(7) .
C10 C9 1.400(7) .
C10 C5 1.412(7) .
C10 C4 1.525(7) .
C12 H12 0.9300 .
C12 C13 1.381(7) .
C9 C8 1.428(7) .
C5 H5 0.9300 .
C4 C17 1.546(7) .
C4 C18 1.548(7) .
C16 H16 0.9300 .
C13 H13 0.9300 .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
C8 H8 0.9300 .
C8 C7 1.308(7) .
C7 H7 0.9300 .
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
_geom_torsion_site_symmetry_1
Pd1 P1 C11 C12 14.1(5) .
Pd1 P1 C11 C16 -167.7(4) .
Pd1 P1 C2 Br1 82.2(3) .
Pd1 P1 C2 C3 -92.8(4) .
Pd1 P1 C9 C10 96.9(4) .
Pd1 P1 C9 C8 -82.0(4) .
Br1 C2 C3 C4 -176.4(4) .
Cl1 Pd1 P1 C11 -65.09(18) .
Cl1 Pd1 P1 C11 114.91(18) 2_666
Cl1 Pd1 P1 C2 170.05(19) .
Cl1 Pd1 P1 C2 -9.95(19) 2_666
Cl1 Pd1 P1 C9 -124.16(18) 2_666
Cl1 Pd1 P1 C9 55.84(18) .
P1 Pd1 P1 C11 125(19) 2_666
P1 Pd1 P1 C2 0(20) 2_666
P1 Pd1 P1 C9 -114(19) 2_666
P1 C11 C12 C13 176.3(4) .
P1 C11 C16 C15 -177.4(4) .
P1 C2 C3 C4 -1.6(7) .
P1 C9 C8 C7 178.8(4) .
C11 P1 C2 Br1 -47.7(3) .
C11 P1 C2 C3 137.4(4) .
C11 P1 C9 C10 -136.0(4) .
C11 P1 C9 C8 45.1(4) .
C11 C12 C13 C14 2.1(8) .
C14 C15 C16 C11 -0.1(8) .
C2 P1 C11 C12 144.1(4) .
C2 P1 C11 C16 -37.7(5) .
C2 P1 C9 C10 -27.0(4) .
C2 P1 C9 C8 154.1(4) .
C2 C3 C4 C10 -33.6(7) .
C2 C3 C4 C17 -157.5(5) .
C2 C3 C4 C18 85.8(6) .
C15 C14 C13 C12 -1.3(8) .
C10 C9 C8 C7 -0.2(7) .
C12 C11 C16 C15 0.9(8) .
C9 P1 C11 C12 -111.8(4) .
C9 P1 C11 C16 66.4(5) .
C9 P1 C2 Br1 -155.5(3) .
C9 P1 C2 C3 29.6(5) .
C9 C10 C5 C6 0.4(7) .
C9 C10 C4 C3 34.9(6) .
C9 C10 C4 C17 156.4(4) .
C9 C10 C4 C18 -84.2(5) .
C9 C8 C7 C6 1.0(7) .
C5 C6 C7 C8 -1.1(8) .
C5 C10 C9 P1 -179.4(4) .
C5 C10 C9 C8 -0.5(7) .
C5 C10 C4 C3 -148.1(5) .
C5 C10 C4 C17 -26.6(6) .
C5 C10 C4 C18 92.8(5) .
C4 C10 C9 P1 -2.3(6) .
C4 C10 C9 C8 176.6(4) .
C4 C10 C5 C6 -176.8(5) .
C16 C11 C12 C13 -1.9(7) .
C13 C14 C15 C16 0.3(8) .
C7 C6 C5 C10 0.4(8) .
