#------------------------------------------------------------------------------
#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/37/7103769.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_7103769
loop_
_publ_author_name
'Leca, François'
'Sauthier, Mathieu'
'Le Guennic, Boris'
'Lescop, Christophe'
'Toupet, Loic'
'Halet, Jean-François'
'Réau, Régis'
_publ_section_title
;
 Stereospecific isomerisation of P-heterocycles triggered by coordination:
 synthesis of the first P,N-chelates featuring a 2-phospholene moiety
;
_journal_coden_ASTM              CHCOFS
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              1774
_journal_page_last               1775
_journal_paper_doi               10.1039/b304308h
_journal_year                    2003
_chemical_formula_sum            'C51 H48 Cl10 N4 P2 Pd2'
_chemical_formula_weight         1346.17
_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                 98.388(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.985(5)
_cell_length_b                   9.785(5)
_cell_length_c                   37.375(5)
_cell_measurement_temperature    293(2)
_cell_volume                     5422(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.829
_diffrn_measured_fraction_theta_max 0.829
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       none
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_sigmaI/netI    0.0417
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_number            6991
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.10
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.255
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2696
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.562
_refine_diff_density_min         -0.759
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         5167
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0397
_refine_ls_shift/su_max          0.652
_refine_ls_shift/su_mean         0.020
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w==1/[σ²(Fo²)+(0.0294P)²+18.4878P] where P==(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0909
_refine_ls_wR_factor_ref         0.0977
_reflns_number_gt                4216
_reflns_number_total             5167
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b304308h.txt
_cod_data_source_block           compound_2a
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7103769
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
C1 C 0.3084(3) 0.1893(4) 0.61771(10) 0.0377(9) Uani 1 1 d . . .
C2 C 0.2561(3) 0.0795(4) 0.59509(10) 0.0351(8) Uani 1 1 d . . .
C3 C 0.2633(3) -0.0550(4) 0.60228(12) 0.0464(10) Uani 1 1 d . . .
C4 C 0.2089(4) -0.1598(4) 0.58013(13) 0.0608(13) Uani 1 1 d . . .
H4A H 0.1884 -0.2280 0.5959 0.073 Uiso 1 1 calc R . .
H4B H 0.2462 -0.2052 0.5646 0.073 Uiso 1 1 calc R . .
C5 C 0.1290(3) -0.0964(4) 0.55739(13) 0.0594(12) Uani 1 1 d . . .
H5A H 0.0849 -0.0706 0.5728 0.071 Uiso 1 1 calc R . .
H5B H 0.1011 -0.1634 0.5401 0.071 Uiso 1 1 calc R . .
C6 C 0.1546(3) 0.0302(4) 0.53687(11) 0.0450(10) Uani 1 1 d . . .
H6A H 0.1953 0.0039 0.5201 0.054 Uiso 1 1 calc R . .
H6B H 0.1009 0.0693 0.5230 0.054 Uiso 1 1 calc R . .
C7 C 0.1994(3) 0.1344(3) 0.56294(9) 0.0347(8) Uani 1 1 d . . .
C8 C 0.1940(2) 0.2733(3) 0.56041(9) 0.0331(8) Uani 1 1 d . . .
C9 C 0.1524(3) 0.3558(4) 0.52928(10) 0.0348(8) Uani 1 1 d . . .
C10 C 0.1474(3) 0.4973(4) 0.53073(10) 0.0425(9) Uani 1 1 d . . .
H10 H 0.1648 0.5431 0.5524 0.051 Uiso 1 1 calc R . .
C11 C 0.1166(3) 0.5693(4) 0.49975(11) 0.0491(10) Uani 1 1 d . . .
H11 H 0.1152 0.6643 0.5002 0.059 Uiso 1 1 calc R . .
C12 C 0.0881(3) 0.5001(5) 0.46832(11) 0.0496(11) Uani 1 1 d . . .
H12 H 0.0671 0.5463 0.4470 0.060 Uiso 1 1 calc R . .
C13 C 0.0915(3) 0.3608(4) 0.46937(11) 0.0492(10) Uani 1 1 d . . .
H13 H 0.0698 0.3137 0.4483 0.059 Uiso 1 1 calc R . .
C14 C 0.3172(3) 0.1693(4) 0.65758(10) 0.0347(8) Uani 1 1 d . . .
C15 C 0.3831(3) 0.0861(4) 0.67580(11) 0.0430(9) Uani 1 1 d . . .
H15 H 0.4273 0.0488 0.6637 0.052 Uiso 1 1 calc R . .
C16 C 0.3835(3) 0.0585(5) 0.71181(11) 0.0511(11) Uani 1 1 d . . .
H16 H 0.4269 0.0010 0.7242 0.061 Uiso 1 1 calc R . .
C17 C 0.3187(3) 0.1173(5) 0.72920(11) 0.0556(12) Uani 1 1 d . . .
H17 H 0.3166 0.0983 0.7534 0.067 Uiso 1 1 calc R . .
C18 C 0.2569(3) 0.2046(5) 0.71047(11) 0.0506(11) Uani 1 1 d . . .
H18 H 0.2147 0.2471 0.7227 0.061 Uiso 1 1 calc R . .
C19 C 0.3241(2) 0.4796(3) 0.59774(10) 0.0351(8) Uani 1 1 d . . .
C20 C 0.3632(3) 0.4910(4) 0.56641(11) 0.0453(10) Uani 1 1 d . . .
H20 H 0.3467 0.4309 0.5473 0.054 Uiso 1 1 calc R . .
C21 C 0.4267(3) 0.5916(5) 0.56349(15) 0.0604(13) Uani 1 1 d . . .
H21 H 0.4514 0.6010 0.5422 0.072 Uiso 1 1 calc R . .
C22 C 0.4530(3) 0.6772(5) 0.59204(18) 0.0704(16) Uani 1 1 d . . .
H22 H 0.4966 0.7433 0.5902 0.084 Uiso 1 1 calc R . .
C23 C 0.4157(4) 0.6669(4) 0.62338(16) 0.0662(15) Uani 1 1 d . . .
H23 H 0.4346 0.7249 0.6427 0.079 Uiso 1 1 calc R . .
C24 C 0.3495(3) 0.5692(4) 0.62616(12) 0.0483(10) Uani 1 1 d . . .
H24 H 0.3225 0.5641 0.6470 0.058 Uiso 1 1 calc R . .
C30 C 0.1056(4) 0.7787(6) 0.68319(16) 0.0833(17) Uani 1 1 d . . .
H30A H 0.0864 0.6899 0.6734 0.100 Uiso 1 1 calc R . .
H30B H 0.0858 0.7872 0.7067 0.100 Uiso 1 1 calc R . .
N1 N 0.2554(2) 0.2306(3) 0.67518(8) 0.0358(7) Uani 1 1 d . . .
N2 N 0.1237(2) 0.2879(3) 0.49825(9) 0.0457(8) Uani 1 1 d . . .
P1 P 0.24544(7) 0.34491(9) 0.60331(2) 0.0314(2) Uani 1 1 d . . .
Cl1 Cl 0.07740(8) 0.38532(11) 0.69571(3) 0.0511(3) Uani 1 1 d . . .
Cl2 Cl 0.07186(7) 0.52246(10) 0.61397(3) 0.0487(3) Uani 1 1 d . . .
Cl3 Cl 0.22246(13) 0.7867(2) 0.68875(5) 0.1132(6) Uani 1 1 d . . .
Cl4 Cl 0.0542(2) 0.9031(3) 0.65512(7) 0.1753(13) Uani 1 1 d . . .
Pd1 Pd 0.164109(19) 0.36856(3) 0.647793(7) 0.03254(10) Uani 1 1 d . . .
C40 C 0.5000 0.6020(15) 0.7500 0.190(12) Uani 1 2 d S . .
Cl40 Cl 0.40839(18) 0.5013(3) 0.73209(7) 0.1577(10) Uani 1 1 d . . .
H1 H 0.373(3) 0.197(4) 0.6103(10) 0.041(11) Uiso 1 1 d . . .
H2 H 0.298(3) -0.081(4) 0.6219(12) 0.053(13) Uiso 1 1 d . . .
H40 H 0.478(4) 0.624(5) 0.7631(15) 0.060(18) Uiso 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
C14 C1 C2 115.4(3) . . ?
C14 C1 P1 111.7(3) . . ?
C2 C1 P1 102.9(3) . . ?
C3 C2 C7 122.8(4) . . ?
C3 C2 C1 124.3(4) . . ?
C7 C2 C1 112.8(3) . . ?
C2 C3 C4 122.9(4) . . ?
C3 C4 C5 111.0(3) . . ?
C4 C5 C6 112.3(4) . . ?
C7 C6 C5 110.2(3) . . ?
C8 C7 C2 116.3(3) . . ?
C8 C7 C6 128.0(3) . . ?
C2 C7 C6 115.7(3) . . ?
C7 C8 C9 127.8(3) . . ?
C7 C8 P1 108.1(3) . . ?
C9 C8 P1 124.1(3) . . ?
N2 C9 C10 120.8(3) . . ?
N2 C9 C8 116.9(3) . . ?
C10 C9 C8 122.2(3) . . ?
C11 C10 C9 119.4(4) . . ?
C12 C11 C10 119.5(4) . . ?
C13 C12 C11 117.6(4) . . ?
N2 C13 C12 124.7(4) . . ?
N1 C14 C15 120.9(3) . . ?
N1 C14 C1 117.5(3) . . ?
C15 C14 C1 121.5(3) . . ?
C16 C15 C14 120.0(4) . . ?
C17 C16 C15 118.7(4) . . ?
C16 C17 C18 119.4(4) . . ?
N1 C18 C17 122.1(4) . . ?
C24 C19 C20 119.5(4) . . ?
C24 C19 P1 119.1(3) . . ?
C20 C19 P1 121.4(3) . . ?
C21 C20 C19 120.2(4) . . ?
C22 C21 C20 119.8(5) . . ?
C21 C22 C23 120.9(5) . . ?
C22 C23 C24 119.8(5) . . ?
C19 C24 C23 119.7(4) . . ?
Cl4 C30 Cl3 113.4(4) . . ?
C18 N1 C14 118.8(3) . . ?
C18 N1 Pd1 121.4(3) . . ?
C14 N1 Pd1 119.7(2) . . ?
C13 N2 C9 117.8(3) . . ?
C19 P1 C8 112.43(17) . . ?
C19 P1 C1 108.95(19) . . ?
C8 P1 C1 94.18(17) . . ?
C19 P1 Pd1 116.88(13) . . ?
C8 P1 Pd1 119.63(13) . . ?
C1 P1 Pd1 100.54(13) . . ?
N1 Pd1 P1 84.66(9) . . ?
N1 Pd1 Cl2 175.02(9) . . ?
P1 Pd1 Cl2 90.48(4) . . ?
N1 Pd1 Cl1 93.85(9) . . ?
P1 Pd1 Cl1 177.96(4) . . ?
Cl2 Pd1 Cl1 91.04(4) . . ?
Cl40 C40 Cl40 111.1(8) . 2_656 ?
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
C1 C14 1.490(5) . ?
C1 C2 1.513(5) . ?
C1 P1 1.830(4) . ?
C2 C3 1.344(5) . ?
C2 C7 1.469(5) . ?
C3 C4 1.485(6) . ?
C4 C5 1.499(6) . ?
C5 C6 1.535(6) . ?
C6 C7 1.500(5) . ?
C7 C8 1.364(5) . ?
C8 C9 1.477(5) . ?
C8 P1 1.815(4) . ?
C9 N2 1.352(4) . ?
C9 C10 1.388(5) . ?
C10 C11 1.376(5) . ?
C11 C12 1.370(6) . ?
C12 C13 1.364(6) . ?
C13 N2 1.324(5) . ?
C14 N1 1.351(5) . ?
C14 C15 1.381(5) . ?
C15 C16 1.372(6) . ?
C16 C17 1.371(6) . ?
C17 C18 1.375(5) . ?
C18 N1 1.340(5) . ?
C19 C24 1.387(5) . ?
C19 C20 1.388(5) . ?
C19 P1 1.800(4) . ?
C20 C21 1.384(6) . ?
C21 C22 1.368(7) . ?
C22 C23 1.373(8) . ?
C23 C24 1.392(7) . ?
C30 Cl4 1.714(6) . ?
C30 Cl3 1.735(6) . ?
N1 Pd1 2.082(3) . ?
P1 Pd1 2.2124(10) . ?
Cl1 Pd1 2.3666(11) . ?
Cl2 Pd1 2.2950(11) . ?
C40 Cl40 1.742(9) . ?
C40 Cl40 1.742(9) 2_656 ?
