#------------------------------------------------------------------------------
#$Date: 2016-03-25 08:58:19 +0100 (vie 25 de mar de 2016) $
#$Revision: 179736 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/32/7003216.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_7003216
loop_
_publ_author_name
'Bielsa, Raquel'
'Navarro, Rafael'
'Soler, Tatiana'
'Urriolabeitia, Esteban P.'
_publ_section_title
;
 Orthopalladation of iminophosphoranes: synthesis, structure and study
 of stability
;
_journal_issue                   9
_journal_name_full               'Dalton Transactions'
_journal_page_first              1203
_journal_page_last               1214
_journal_paper_doi               10.1039/b714485g
_journal_year                    2008
_chemical_formula_sum            'C24 H20 Cl N2 P Pd'
_chemical_formula_weight         509.24
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 104.696(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.2481(3)
_cell_length_b                   15.4741(4)
_cell_length_c                   12.6043(4)
_cell_measurement_temperature    150(1)
_cell_volume                     2122.06(11)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.878
_diffrn_measured_fraction_theta_max 0.878
_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  0.0268
_diffrn_reflns_av_sigmaI/netI    0.0468
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            21998
_diffrn_reflns_theta_full        32.35
_diffrn_reflns_theta_max         32.35
_diffrn_reflns_theta_min         2.81
_exptl_absorpt_coefficient_mu    1.089
_exptl_absorpt_correction_T_max  0.7957
_exptl_absorpt_correction_T_min  0.5612
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.22
_refine_diff_density_max         1.907
_refine_diff_density_min         -0.527
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         6652
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.963
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0303
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0501P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0817
_reflns_number_gt                4709
_reflns_number_total             6652
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b714485g.txt
_cod_data_source_block           est
_cod_original_cell_volume        2122.06(10)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7003216
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Pd1 Pd 0.679270(15) 0.107324(10) 0.279572(14) 0.01768(5) Uani 1 1 d . . .
P1 P 0.46428(5) 0.21678(3) 0.31269(5) 0.01782(12) Uani 1 1 d . . .
Cl1 Cl 0.77110(6) -0.01082(4) 0.22105(6) 0.03761(16) Uani 1 1 d . . .
N1 N 0.61008(17) 0.21360(11) 0.33055(16) 0.0210(4) Uani 1 1 d . . .
N2 N 0.84386(17) 0.17015(12) 0.36272(15) 0.0205(4) Uani 1 1 d . . .
C1 C 0.5084(2) 0.07115(14) 0.21097(18) 0.0197(4) Uani 1 1 d . . .
C2 C 0.4690(2) 0.00205(14) 0.1385(2) 0.0269(5) Uani 1 1 d . . .
H2A H 0.5285 -0.0362 0.1231 0.032 Uiso 1 1 calc R . .
C3 C 0.3456(3) -0.01202(16) 0.0889(2) 0.0328(6) Uani 1 1 d . . .
H3A H 0.3229 -0.0588 0.0390 0.039 Uiso 1 1 calc R . .
C4 C 0.2547(2) 0.04063(16) 0.1103(2) 0.0336(6) Uani 1 1 d . . .
H4A H 0.1705 0.0299 0.0762 0.040 Uiso 1 1 calc R . .
C5 C 0.2887(2) 0.10880(15) 0.1820(2) 0.0271(5) Uani 1 1 d . . .
H5A H 0.2277 0.1451 0.1985 0.032 Uiso 1 1 calc R . .
C6 C 0.4129(2) 0.12450(13) 0.23029(19) 0.0207(5) Uani 1 1 d . . .
C7 C 0.3963(2) 0.31180(13) 0.23914(18) 0.0203(4) Uani 1 1 d . . .
C8 C 0.2752(2) 0.33620(16) 0.2299(2) 0.0285(5) Uani 1 1 d . . .
H8A H 0.2270 0.3064 0.2702 0.034 Uiso 1 1 calc R . .
C9 C 0.2250(3) 0.40443(18) 0.1616(2) 0.0399(7) Uani 1 1 d . . .
H9A H 0.1422 0.4215 0.1548 0.048 Uiso 1 1 calc R . .
C10 C 0.2963(3) 0.44745(17) 0.1035(2) 0.0401(7) Uani 1 1 d . . .
H10A H 0.2615 0.4933 0.0556 0.048 Uiso 1 1 calc R . .
C11 C 0.4161(3) 0.42466(16) 0.1142(2) 0.0337(6) Uani 1 1 d . . .
H11A H 0.4646 0.4557 0.0754 0.040 Uiso 1 1 calc R . .
C12 C 0.4672(2) 0.35640(14) 0.18160(19) 0.0240(5) Uani 1 1 d . . .
H12A H 0.5502 0.3402 0.1884 0.029 Uiso 1 1 calc R . .
C13 C 0.4167(2) 0.21220(14) 0.43834(19) 0.0207(4) Uani 1 1 d . . .
C14 C 0.4102(2) 0.13223(16) 0.4860(2) 0.0252(5) Uani 1 1 d . . .
H14A H 0.4252 0.0812 0.4496 0.030 Uiso 1 1 calc R . .
C15 C 0.3819(3) 0.12624(18) 0.5871(2) 0.0336(6) Uani 1 1 d . . .
H15A H 0.3762 0.0713 0.6191 0.040 Uiso 1 1 calc R . .
C16 C 0.3621(3) 0.20068(18) 0.6402(2) 0.0352(6) Uani 1 1 d . . .
H16A H 0.3424 0.1967 0.7091 0.042 Uiso 1 1 calc R . .
C17 C 0.3704(3) 0.28049(18) 0.5951(2) 0.0341(6) Uani 1 1 d . . .
H17A H 0.3577 0.3313 0.6331 0.041 Uiso 1 1 calc R . .
C18 C 0.3977(2) 0.28700(16) 0.4932(2) 0.0279(5) Uani 1 1 d . . .
H18A H 0.4032 0.3421 0.4615 0.033 Uiso 1 1 calc R . .
C19 C 0.6954(2) 0.26697(14) 0.41080(19) 0.0218(5) Uani 1 1 d . . .
H19A H 0.6803 0.2587 0.4841 0.026 Uiso 1 1 calc R . .
H19B H 0.6815 0.3287 0.3907 0.026 Uiso 1 1 calc R . .
C20 C 0.8254(2) 0.24329(14) 0.41489(18) 0.0190(4) Uani 1 1 d . . .
C21 C 0.9220(2) 0.29417(15) 0.4708(2) 0.0246(5) Uani 1 1 d . . .
H21A H 0.9071 0.3460 0.5057 0.030 Uiso 1 1 calc R . .
C22 C 1.0415(2) 0.26822(17) 0.4751(2) 0.0318(6) Uani 1 1 d . . .
H22A H 1.1095 0.3017 0.5138 0.038 Uiso 1 1 calc R . .
C23 C 1.0599(2) 0.19362(17) 0.4225(2) 0.0335(6) Uani 1 1 d . . .
H23A H 1.1409 0.1747 0.4249 0.040 Uiso 1 1 calc R . .
C24 C 0.9603(2) 0.14671(16) 0.3665(2) 0.0275(5) Uani 1 1 d . . .
H24A H 0.9738 0.0958 0.3290 0.033 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'
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
C1 Pd1 N1 87.64(8) . . ?
C1 Pd1 N2 167.59(8) . . ?
N1 Pd1 N2 79.96(7) . . ?
C1 Pd1 Cl1 95.75(6) . . ?
N1 Pd1 Cl1 176.26(5) . . ?
N2 Pd1 Cl1 96.64(5) . . ?
N1 P1 C6 103.18(10) . . ?
N1 P1 C13 113.52(11) . . ?
C6 P1 C13 111.00(10) . . ?
N1 P1 C7 112.57(10) . . ?
C6 P1 C7 108.84(11) . . ?
C13 P1 C7 107.65(10) . . ?
C19 N1 P1 123.41(14) . . ?
C19 N1 Pd1 116.60(14) . . ?
P1 N1 Pd1 116.76(10) . . ?
C24 N2 C20 118.4(2) . . ?
C24 N2 Pd1 127.83(16) . . ?
C20 N2 Pd1 113.73(14) . . ?
C2 C1 C6 115.2(2) . . ?
C2 C1 Pd1 127.70(16) . . ?
C6 C1 Pd1 116.92(16) . . ?
C3 C2 C1 121.9(2) . . ?
C2 C3 C4 121.5(2) . . ?
C5 C4 C3 118.8(2) . . ?
C4 C5 C6 120.0(2) . . ?
C5 C6 C1 122.6(2) . . ?
C5 C6 P1 122.48(16) . . ?
C1 C6 P1 114.76(18) . . ?
C12 C7 C8 120.1(2) . . ?
C12 C7 P1 116.71(17) . . ?
C8 C7 P1 122.92(17) . . ?
C9 C8 C7 119.6(2) . . ?
C10 C9 C8 119.6(3) . . ?
C11 C10 C9 120.8(3) . . ?
C10 C11 C12 120.2(2) . . ?
C11 C12 C7 119.7(2) . . ?
C14 C13 C18 119.7(2) . . ?
C14 C13 P1 118.52(16) . . ?
C18 C13 P1 121.49(17) . . ?
C13 C14 C15 120.4(2) . . ?
C16 C15 C14 119.4(2) . . ?
C17 C16 C15 120.9(2) . . ?
C16 C17 C18 120.0(2) . . ?
C13 C18 C17 119.6(2) . . ?
N1 C19 C20 110.50(17) . . ?
N2 C20 C21 121.8(2) . . ?
N2 C20 C19 117.26(19) . . ?
C21 C20 C19 120.9(2) . . ?
C20 C21 C22 118.9(2) . . ?
C23 C22 C21 119.1(2) . . ?
C24 C23 C22 119.4(2) . . ?
N2 C24 C23 122.4(2) . . ?
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
Pd1 C1 1.978(2) . ?
Pd1 N1 1.9942(17) . ?
Pd1 N2 2.1180(19) . ?
Pd1 Cl1 2.3108(6) . ?
P1 N1 1.5985(18) . ?
P1 C6 1.774(2) . ?
P1 C13 1.797(2) . ?
P1 C7 1.802(2) . ?
N1 C19 1.461(3) . ?
N2 C24 1.348(3) . ?
N2 C20 1.351(3) . ?
C1 C2 1.403(3) . ?
C1 C6 1.424(3) . ?
C2 C3 1.387(4) . ?
C3 C4 1.387(3) . ?
C4 C5 1.378(3) . ?
C5 C6 1.396(3) . ?
C7 C12 1.389(3) . ?
C7 C8 1.391(3) . ?
C8 C9 1.389(4) . ?
C9 C10 1.387(4) . ?
C10 C11 1.366(4) . ?
C11 C12 1.385(4) . ?
C13 C14 1.386(3) . ?
C13 C18 1.392(3) . ?
C14 C15 1.392(3) . ?
C15 C16 1.379(4) . ?
C16 C17 1.373(4) . ?
C17 C18 1.397(3) . ?
C19 C20 1.495(3) . ?
C20 C21 1.381(3) . ?
C21 C22 1.391(3) . ?
C22 C23 1.372(4) . ?
C23 C24 1.371(4) . ?
