#------------------------------------------------------------------------------
#$Date: 2016-08-12 16:10:41 +0300 (Fri, 12 Aug 2016) $
#$Revision: 185774 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/91/7119130.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_7119130
loop_
_publ_author_name
'Avassaya Vanitcha'
'Cecilia Damelincourt'
'Geoffrey Gontard'
'Nicolas Vanthuyne'
'Virginie Mouries-Mansuy'
'Louis Fensterbank'
_publ_section_title
;
 Bis-phosphine allene ligand: coordination chemistry and preliminary
 applications in catalysis
;
_journal_name_full               Chem.Commun.
_journal_page_first              6785
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C39 H30 Cl2 P2 Pd, C H2 Cl2'
_chemical_formula_sum            'C40 H32 Cl4 P2 Pd'
_chemical_formula_weight         822.79
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-01-19 deposited with the CCDC.
2016-04-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.6180(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8924(2)
_cell_length_b                   19.0871(5)
_cell_length_c                   19.8273(4)
_cell_measurement_reflns_used    9743
_cell_measurement_temperature    200(1)
_cell_measurement_theta_max      66.63
_cell_measurement_theta_min      3.25
_cell_volume                     3679.63(14)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      200(1)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_source         micro-source
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0162
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            38783
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         66.657
_diffrn_reflns_theta_min         3.241
_exptl_absorpt_coefficient_mu    7.777
_exptl_absorpt_correction_T_max  0.519
_exptl_absorpt_correction_T_min  0.152
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1664
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.928
_refine_diff_density_min         -0.671
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         6496
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0263
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0353P)²+3.0181P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0682
_refine_ls_wR_factor_ref         0.0688
_reflns_number_gt                6285
_reflns_number_total             6496
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6cc02316a2.cif
_cod_data_source_block           Compound-3
_cod_database_code               7119130
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.67862(2) 0.37475(2) 0.26254(2) 0.02736(6) Uani 1 1 d . . . . .
Cl1 Cl 0.68472(6) 0.35845(3) 0.14518(3) 0.03668(12) Uani 1 1 d . . . . .
Cl2 Cl 0.91426(6) 0.35352(4) 0.29701(3) 0.04971(16) Uani 1 1 d . . . . .
Cl3 Cl 0.86342(11) 0.58170(7) 0.20060(8) 0.1157(4) Uani 1 1 d . . . . .
Cl4 Cl 0.98959(8) 0.50588(6) 0.10042(4) 0.0786(3) Uani 1 1 d . . . . .
P1 P 0.45822(5) 0.41011(3) 0.22793(3) 0.02750(11) Uani 1 1 d . . . . .
P2 P 0.67165(5) 0.37334(3) 0.37606(3) 0.02775(12) Uani 1 1 d . . . . .
C1 C 0.4030(2) 0.45904(11) 0.29913(10) 0.0287(4) Uani 1 1 d . . . . .
C2 C 0.4244(2) 0.41754(11) 0.35218(10) 0.0294(4) Uani 1 1 d . . . . .
C3 C 0.4900(2) 0.36524(11) 0.38700(10) 0.0288(4) Uani 1 1 d . . . . .
C4 C 0.3643(2) 0.53403(11) 0.29935(11) 0.0311(4) Uani 1 1 d . . . . .
C5 C 0.2570(2) 0.56092(12) 0.25120(13) 0.0408(5) Uani 1 1 d . . . . .
H5 H 0.2126 0.5321 0.2147 0.049 Uiso 1 1 calc R U . . .
C6 C 0.2143(3) 0.62954(13) 0.25616(16) 0.0500(7) Uani 1 1 d . . . . .
H6 H 0.1398 0.6472 0.2234 0.060 Uiso 1 1 calc R U . . .
C7 C 0.2788(3) 0.67215(13) 0.30801(16) 0.0544(7) Uani 1 1 d . . . . .
H7 H 0.2487 0.7191 0.3114 0.065 Uiso 1 1 calc R U . . .
C8 C 0.3872(3) 0.64645(15) 0.35510(15) 0.0556(7) Uani 1 1 d . . . . .
H8 H 0.4330 0.6761 0.3906 0.067 Uiso 1 1 calc R U . . .
C9 C 0.4303(3) 0.57771(13) 0.35125(12) 0.0426(5) Uani 1 1 d . . . . .
H9 H 0.5050 0.5604 0.3841 0.051 Uiso 1 1 calc R U . . .
C10 C 0.4201(2) 0.30690(11) 0.41615(10) 0.0302(4) Uani 1 1 d . . . . .
C11 C 0.4803(2) 0.26881(12) 0.47381(11) 0.0350(5) Uani 1 1 d . . . . .
H11 H 0.5741 0.2765 0.4937 0.042 Uiso 1 1 calc R U . . .
C12 C 0.4041(3) 0.21973(13) 0.50235(12) 0.0426(5) Uani 1 1 d . . . . .
H12 H 0.4457 0.1944 0.5420 0.051 Uiso 1 1 calc R U . . .
C13 C 0.2685(3) 0.20745(14) 0.47361(14) 0.0480(6) Uani 1 1 d . . . . .
H13 H 0.2169 0.1736 0.4933 0.058 Uiso 1 1 calc R U . . .
C14 C 0.2077(3) 0.24462(14) 0.41586(14) 0.0489(6) Uani 1 1 d . . . . .
H14 H 0.1141 0.2364 0.3959 0.059 Uiso 1 1 calc R U . . .
C15 C 0.2829(2) 0.29355(13) 0.38743(12) 0.0398(5) Uani 1 1 d . . . . .
H15 H 0.2407 0.3186 0.3477 0.048 Uiso 1 1 calc R U . . .
C16 C 0.4334(2) 0.46854(12) 0.15504(11) 0.0329(5) Uani 1 1 d . . . . .
C17 C 0.5102(3) 0.52992(13) 0.16048(13) 0.0421(5) Uani 1 1 d . . . . .
H17 H 0.5706 0.5407 0.2022 0.050 Uiso 1 1 calc R U . . .
C18 C 0.4991(3) 0.57542(16) 0.10529(15) 0.0550(7) Uani 1 1 d . . . . .
H18 H 0.5517 0.6173 0.1091 0.066 Uiso 1 1 calc R U . . .
C19 C 0.4111(3) 0.55956(17) 0.04486(15) 0.0609(8) Uani 1 1 d . . . . .
H19 H 0.4031 0.5907 0.0070 0.073 Uiso 1 1 calc R U . . .
C20 C 0.3352(3) 0.49917(18) 0.03914(13) 0.0570(7) Uani 1 1 d . . . . .
H20 H 0.2751 0.4887 -0.0028 0.068 Uiso 1 1 calc R U . . .
C21 C 0.3451(3) 0.45291(14) 0.09408(12) 0.0433(6) Uani 1 1 d . . . . .
H21 H 0.2921 0.4111 0.0899 0.052 Uiso 1 1 calc R U . . .
C22 C 0.3395(2) 0.33762(12) 0.20907(10) 0.0323(5) Uani 1 1 d . . . . .
C23 C 0.3898(3) 0.27034(13) 0.20602(15) 0.0473(6) Uani 1 1 d . . . . .
H23 H 0.4860 0.2625 0.2116 0.057 Uiso 1 1 calc R U . . .
C24 C 0.2991(3) 0.21435(15) 0.19471(18) 0.0620(8) Uani 1 1 d . . . . .
H24 H 0.3335 0.1681 0.1926 0.074 Uiso 1 1 calc R U . . .
C25 C 0.1599(3) 0.22542(15) 0.18660(15) 0.0541(7) Uani 1 1 d . . . . .
H25 H 0.0986 0.1867 0.1793 0.065 Uiso 1 1 calc R U . . .
C26 C 0.1087(3) 0.29205(15) 0.18901(13) 0.0476(6) Uani 1 1 d . . . . .
H26 H 0.0122 0.2996 0.1826 0.057 Uiso 1 1 calc R U . . .
C27 C 0.1985(2) 0.34813(14) 0.20085(12) 0.0421(5) Uani 1 1 d . . . . .
H27 H 0.1634 0.3942 0.2034 0.050 Uiso 1 1 calc R U . . .
C28 C 0.7653(2) 0.30109(12) 0.42138(11) 0.0325(5) Uani 1 1 d . . . . .
C29 C 0.8449(3) 0.30859(15) 0.48583(13) 0.0503(6) Uani 1 1 d . . . . .
H29 H 0.8568 0.3534 0.5069 0.060 Uiso 1 1 calc R U . . .
C30 C 0.9073(3) 0.25027(19) 0.51964(17) 0.0718(10) Uani 1 1 d . . . . .
H30 H 0.9611 0.2553 0.5643 0.086 Uiso 1 1 calc R U . . .
C31 C 0.8924(3) 0.18537(17) 0.48947(18) 0.0663(9) Uani 1 1 d . . . . .
H31 H 0.9354 0.1457 0.5132 0.080 Uiso 1 1 calc R U . . .
C32 C 0.8156(3) 0.17801(15) 0.42515(17) 0.0550(7) Uani 1 1 d . . . . .
H32 H 0.8063 0.1332 0.4039 0.066 Uiso 1 1 calc R U . . .
C33 C 0.7514(3) 0.23565(13) 0.39088(13) 0.0425(5) Uani 1 1 d . . . . .
H33 H 0.6976 0.2302 0.3463 0.051 Uiso 1 1 calc R U . . .
C34 C 0.7349(2) 0.45289(12) 0.42067(11) 0.0335(5) Uani 1 1 d . . . . .
C35 C 0.6976(3) 0.47035(15) 0.48295(14) 0.0500(6) Uani 1 1 d . . . . .
H35 H 0.6358 0.4413 0.5016 0.060 Uiso 1 1 calc R U . . .
C36 C 0.7508(3) 0.53012(17) 0.51759(16) 0.0635(8) Uani 1 1 d . . . . .
H36 H 0.7264 0.5415 0.5604 0.076 Uiso 1 1 calc R U . . .
C37 C 0.8386(3) 0.57314(16) 0.49037(17) 0.0637(8) Uani 1 1 d . . . . .
H37 H 0.8739 0.6144 0.5140 0.076 Uiso 1 1 calc R U . . .
C38 C 0.8746(3) 0.55620(15) 0.42915(16) 0.0591(7) Uani 1 1 d . . . . .
H38 H 0.9352 0.5860 0.4104 0.071 Uiso 1 1 calc R U . . .
C39 C 0.8239(3) 0.49610(13) 0.39400(13) 0.0437(6) Uani 1 1 d . . . . .
H39 H 0.8503 0.4847 0.3516 0.052 Uiso 1 1 calc R U . . .
C40 C 0.8845(4) 0.50217(19) 0.1621(2) 0.0762(10) Uani 1 1 d . . . . .
H40A H 0.7930 0.4843 0.1402 0.091 Uiso 1 1 calc R U . . .
H40B H 0.9245 0.4682 0.1981 0.091 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 '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
P2 Pd1 P1 95.786(19) . .
P2 Pd1 Cl2 85.34(2) . .
P1 Pd1 Cl2 172.54(2) . .
P2 Pd1 Cl1 171.74(2) . .
P1 Pd1 Cl1 86.477(19) . .
Cl2 Pd1 Cl1 93.44(2) . .
C16 P1 C22 108.63(10) . .
C16 P1 C1 106.38(10) . .
C22 P1 C1 105.73(10) . .
C16 P1 Pd1 114.08(7) . .
C22 P1 Pd1 112.77(7) . .
C1 P1 Pd1 108.73(7) . .
C28 P2 C34 107.33(11) . .
C28 P2 C3 107.31(10) . .
C34 P2 C3 105.55(10) . .
C28 P2 Pd1 113.38(7) . .
C34 P2 Pd1 113.87(7) . .
C3 P2 Pd1 108.94(7) . .
C2 C1 C4 126.05(19) . .
C2 C1 P1 106.34(15) . .
C4 C1 P1 126.91(15) . .
C1 C2 C3 151.2(2) . .
C2 C3 C10 123.6(2) . .
C2 C3 P2 105.68(15) . .
C10 C3 P2 129.74(15) . .
C5 C4 C9 118.9(2) . .
C5 C4 C1 121.3(2) . .
C9 C4 C1 119.7(2) . .
C6 C5 C4 120.3(2) . .
C7 C6 C5 120.5(3) . .
C6 C7 C8 119.6(2) . .
C7 C8 C9 120.6(3) . .
C8 C9 C4 120.1(2) . .
C11 C10 C15 118.5(2) . .
C11 C10 C3 123.48(19) . .
C15 C10 C3 117.81(19) . .
C12 C11 C10 120.3(2) . .
C13 C12 C11 120.5(2) . .
C12 C13 C14 119.7(2) . .
C15 C14 C13 120.0(2) . .
C14 C15 C10 121.0(2) . .
C21 C16 C17 119.8(2) . .
C21 C16 P1 122.39(19) . .
C17 C16 P1 117.81(17) . .
C18 C17 C16 120.3(2) . .
C19 C18 C17 119.6(3) . .
C20 C19 C18 120.4(2) . .
C19 C20 C21 120.7(3) . .
C16 C21 C20 119.2(3) . .
C23 C22 C27 119.4(2) . .
C23 C22 P1 119.62(18) . .
C27 C22 P1 120.91(18) . .
C22 C23 C24 119.7(2) . .
C25 C24 C23 120.4(3) . .
C24 C25 C26 120.5(2) . .
C25 C26 C27 119.5(2) . .
C26 C27 C22 120.5(2) . .
C29 C28 C33 119.5(2) . .
C29 C28 P2 122.33(19) . .
C33 C28 P2 118.12(17) . .
C28 C29 C30 119.5(3) . .
C31 C30 C29 120.8(3) . .
C32 C31 C30 119.8(3) . .
C31 C32 C33 120.2(3) . .
C28 C33 C32 120.2(2) . .
C39 C34 C35 119.2(2) . .
C39 C34 P2 120.10(17) . .
C35 C34 P2 120.64(18) . .
C36 C35 C34 119.9(3) . .
C37 C36 C35 120.4(3) . .
C38 C37 C36 119.6(3) . .
C37 C38 C39 120.9(3) . .
C34 C39 C38 119.9(2) . .
Cl3 C40 Cl4 114.18(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 P2 2.2647(5) .
Pd1 P1 2.2647(5) .
Pd1 Cl2 2.3405(6) .
Pd1 Cl1 2.3593(5) .
Cl3 C40 1.729(4) .
Cl4 C40 1.746(4) .
P1 C16 1.806(2) .
P1 C22 1.809(2) .
P1 C1 1.857(2) .
P2 C28 1.806(2) .
P2 C34 1.810(2) .
P2 C3 1.856(2) .
C1 C2 1.303(3) .
C1 C4 1.482(3) .
C2 C3 1.315(3) .
C3 C10 1.483(3) .
C4 C5 1.389(3) .
C4 C9 1.390(3) .
C5 C6 1.385(3) .
C6 C7 1.373(4) .
C7 C8 1.377(4) .
C8 C9 1.386(4) .
C10 C11 1.393(3) .
C10 C15 1.395(3) .
C11 C12 1.387(3) .
C12 C13 1.377(4) .
C13 C14 1.387(4) .
C14 C15 1.378(3) .
C16 C21 1.387(3) .
C16 C17 1.390(3) .
C17 C18 1.385(3) .
C18 C19 1.378(4) .
C19 C20 1.369(5) .
C20 C21 1.392(4) .
C22 C23 1.383(3) .
C22 C27 1.389(3) .
C23 C24 1.387(4) .
C24 C25 1.373(4) .
C25 C26 1.373(4) .
C26 C27 1.383(4) .
C28 C29 1.379(3) .
C28 C33 1.384(3) .
C29 C30 1.384(4) .
C30 C31 1.372(5) .
C31 C32 1.366(5) .
C32 C33 1.384(4) .
C34 C39 1.380(3) .
C34 C35 1.393(3) .
C35 C36 1.384(4) .
C36 C37 1.376(5) .
C37 C38 1.366(4) .
C38 C39 1.387(4) .
