#------------------------------------------------------------------------------
#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/05/7050586.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_7050586
loop_
_publ_author_name
'José Pérez'
'Luis García'
'Eduardo Pérez'
'José Luis Serrano'
'José Francisco Martínez'
'Gregorio Sánchez'
'Gregorio López'
'Arturo Espinosa'
'Malva Liu'
'Franciso Sanz'
_publ_section_title
;
 Solid state conformational and theoretical study of complexes
 containing the (CxN)Pd moiety (CxN = 2-(phenylazo)phenyl-C,N and its
 derivatives)
;
_journal_issue                   10
_journal_name_full               'New J. Chem.'
_journal_page_first              1490
_journal_page_last               1496
_journal_paper_doi               10.1039/b302653a
_journal_volume                  27
_journal_year                    2003
_chemical_formula_sum            'C34 H25 F3 N3 O2 P Pd'
_chemical_formula_weight         701.94
_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                 101.969(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   32.628(7)
_cell_length_b                   11.079(3)
_cell_length_c                   17.333(4)
_cell_measurement_temperature    293(2)
_cell_volume                     6129(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.000
_diffrn_measured_fraction_theta_max 0.981
_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  0.0500
_diffrn_reflns_av_sigmaI/netI    0.0779
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            17757
_diffrn_reflns_theta_full        0.50
_diffrn_reflns_theta_max         29.16
_diffrn_reflns_theta_min         1.95
_exptl_absorpt_coefficient_mu    0.712
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2832
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.742
_refine_diff_density_min         -0.930
_refine_diff_density_rms         0.186
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.921
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         8114
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.921
_refine_ls_R_factor_all          0.0925
_refine_ls_R_factor_gt           0.0410
_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)+(0.0634P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.1213
_reflns_number_gt                4933
_reflns_number_total             8114
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b302653a.txt
_cod_data_source_block           compound_1
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7050586
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
Pd1 Pd 0.149842(7) 0.63125(2) 0.008019(13) 0.04030(9) Uani 1 1 d . . .
P1 P 0.10410(3) 0.57890(8) -0.10309(5) 0.0426(2) Uani 1 1 d . . .
N2 N 0.20026(8) 0.6807(2) 0.09952(14) 0.0413(6) Uani 1 1 d . . .
C1 C 0.19751(10) 0.5427(3) -0.02397(17) 0.0428(7) Uani 1 1 d . . .
C29 C 0.12418(10) 0.6298(3) -0.18814(18) 0.0443(7) Uani 1 1 d . . .
C17 C 0.05219(11) 0.6472(3) -0.11562(19) 0.0477(8) Uani 1 1 d . . .
N1 N 0.23666(9) 0.6541(3) 0.08904(16) 0.0473(7) Uani 1 1 d . . .
C7 C 0.19976(10) 0.7498(3) 0.16894(17) 0.0457(7) Uani 1 1 d . . .
C30 C 0.14530(12) 0.7395(4) -0.1820(2) 0.0629(10) Uani 1 1 d . . .
H30 H 0.1486 0.7838 -0.1355 0.076 Uiso 1 1 calc R . .
C34 C 0.12087(12) 0.5646(3) -0.25718(19) 0.0547(9) Uani 1 1 d . . .
H34 H 0.1071 0.4906 -0.2623 0.066 Uiso 1 1 calc R . .
C6 C 0.23599(10) 0.5810(3) 0.02326(18) 0.0458(7) Uani 1 1 d . . .
C5 C 0.27471(11) 0.5451(3) 0.0098(2) 0.0549(9) Uani 1 1 d . . .
H5 H 0.2992 0.5753 0.0409 0.066 Uiso 1 1 calc R . .
C22 C 0.04506(12) 0.7640(3) -0.1431(2) 0.0605(9) Uani 1 1 d . . .
H22 H 0.0666 0.8064 -0.1586 0.073 Uiso 1 1 calc R . .
C9 C 0.23005(16) 0.8921(4) 0.2667(3) 0.0821(13) Uani 1 1 d . . .
H9 H 0.2514 0.9458 0.2874 0.099 Uiso 1 1 calc R . .
C3 C 0.23957(12) 0.4207(4) -0.0945(2) 0.0617(10) Uani 1 1 d . . .
H3 H 0.2405 0.3630 -0.1330 0.074 Uiso 1 1 calc R . .
F3 F 0.17343(9) 0.7586(3) -0.37189(14) 0.1051(10) Uani 1 1 d . . .
C12 C 0.16683(12) 0.7337(3) 0.2061(2) 0.0559(9) Uani 1 1 d . . .
H12 H 0.1452 0.6807 0.1854 0.067 Uiso 1 1 calc R . .
C2 C 0.20087(11) 0.4612(3) -0.0829(2) 0.0533(8) Uani 1 1 d . . .
H2 H 0.1766 0.4327 -0.1158 0.064 Uiso 1 1 calc R . .
F1 F -0.06274(8) 0.8068(3) -0.1324(2) 0.1081(10) Uani 1 1 d . . .
C33 C 0.13760(14) 0.6076(4) -0.3185(2) 0.0671(11) Uani 1 1 d . . .
H33 H 0.1355 0.5626 -0.3645 0.081 Uiso 1 1 calc R . .
C20 C -0.02485(12) 0.7541(4) -0.1263(3) 0.0696(11) Uani 1 1 d . . .
C8 C 0.23172(12) 0.8295(3) 0.1987(2) 0.0598(9) Uani 1 1 d . . .
H8 H 0.2539 0.8406 0.1733 0.072 Uiso 1 1 calc R . .
C18 C 0.01936(11) 0.5858(4) -0.0930(2) 0.0621(10) Uani 1 1 d . . .
H18 H 0.0236 0.5077 -0.0733 0.075 Uiso 1 1 calc R . .
C19 C -0.01945(13) 0.6391(4) -0.0993(3) 0.0742(12) Uani 1 1 d . . .
H19 H -0.0415 0.5970 -0.0852 0.089 Uiso 1 1 calc R . .
C32 C 0.15695(13) 0.7150(4) -0.3112(2) 0.0683(11) Uani 1 1 d . . .
C21 C 0.00657(13) 0.8191(4) -0.1479(3) 0.0704(11) Uani 1 1 d . . .
H21 H 0.0022 0.8983 -0.1654 0.084 Uiso 1 1 calc R . .
C11 C 0.16605(15) 0.7971(4) 0.2747(2) 0.0733(12) Uani 1 1 d . . .
H11 H 0.1441 0.7855 0.3006 0.088 Uiso 1 1 calc R . .
C4 C 0.27655(12) 0.4646(4) -0.0497(2) 0.0625(10) Uani 1 1 d . . .
H4 H 0.3022 0.4402 -0.0597 0.075 Uiso 1 1 calc R . .
C31 C 0.16148(13) 0.7836(4) -0.2442(2) 0.0738(12) Uani 1 1 d . . .
H31 H 0.1751 0.8578 -0.2406 0.089 Uiso 1 1 calc R . .
C10 C 0.19739(18) 0.8764(4) 0.3045(3) 0.0866(15) Uani 1 1 d . . .
H10 H 0.1966 0.9195 0.3502 0.104 Uiso 1 1 calc R . .
N3 N 0.10568(8) 0.7454(2) 0.04176(15) 0.0452(6) Uani 1 1 d . . .
O1 O 0.06818(9) 0.6188(3) 0.10495(18) 0.0789(9) Uani 1 1 d . . .
F2 F 0.06156(10) 0.0603(2) -0.1401(2) 0.1208(11) Uani 1 1 d . . .
O2 O 0.12823(9) 0.9141(3) -0.0136(2) 0.0793(8) Uani 1 1 d . . .
C24 C 0.06283(11) 0.3764(3) -0.1809(2) 0.0580(9) Uani 1 1 d . . .
H24 H 0.0499 0.4303 -0.2195 0.070 Uiso 1 1 calc R . .
C23 C 0.09173(10) 0.4189(3) -0.11519(18) 0.0452(7) Uani 1 1 d . . .
C16 C 0.10452(13) 0.8657(3) 0.0236(2) 0.0579(9) Uani 1 1 d . . .
C13 C 0.07412(11) 0.7173(4) 0.0802(2) 0.0564(9) Uani 1 1 d . . .
C28 C 0.10969(12) 0.3361(3) -0.0580(2) 0.0529(9) Uani 1 1 d . . .
H28 H 0.1288 0.3628 -0.0139 0.063 Uiso 1 1 calc R . .
C26 C 0.07149(15) 0.1788(4) -0.1307(3) 0.0735(12) Uani 1 1 d . . .
C27 C 0.09970(13) 0.2150(4) -0.0654(3) 0.0699(11) Uani 1 1 d . . .
H27 H 0.1118 0.1598 -0.0269 0.084 Uiso 1 1 calc R . .
C25 C 0.05354(13) 0.2552(4) -0.1886(3) 0.0713(12) Uani 1 1 d . . .
H25 H 0.0351 0.2263 -0.2331 0.086 Uiso 1 1 calc R . .
C15 C 0.06987(15) 0.9288(4) 0.0525(3) 0.0823(13) Uani 1 1 d . . .
H15A H 0.0507 0.9674 0.0093 0.099 Uiso 1 1 calc R . .
H15B H 0.0810 0.9892 0.0918 0.099 Uiso 1 1 calc R . .
C14 C 0.04840(16) 0.8293(5) 0.0879(3) 0.0851(14) Uani 1 1 d . . .
H14A H 0.0197 0.8195 0.0593 0.102 Uiso 1 1 calc R . .
H14B H 0.0483 0.8460 0.1428 0.102 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'
F F 0.0171 0.0103 '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'
O O 0.0106 0.0060 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Pd1 N3 171.75(11) . . ?
C1 Pd1 N2 78.86(11) . . ?
N3 Pd1 N2 96.19(10) . . ?
C1 Pd1 P1 92.97(9) . . ?
N3 Pd1 P1 91.26(8) . . ?
N2 Pd1 P1 170.16(7) . . ?
C23 P1 C29 108.44(14) . . ?
C23 P1 C17 102.23(15) . . ?
C29 P1 C17 104.82(15) . . ?
C23 P1 Pd1 116.14(11) . . ?
C29 P1 Pd1 109.04(11) . . ?
C17 P1 Pd1 115.36(11) . . ?
N1 N2 C7 114.7(3) . . ?
N1 N2 Pd1 115.99(19) . . ?
C7 N2 Pd1 129.0(2) . . ?
C2 C1 C6 115.2(3) . . ?
C2 C1 Pd1 134.8(2) . . ?
C6 C1 Pd1 109.8(2) . . ?
C34 C29 C30 118.1(3) . . ?
C34 C29 P1 124.2(3) . . ?
C30 C29 P1 117.6(3) . . ?
C22 C17 C18 118.1(3) . . ?
C22 C17 P1 121.0(3) . . ?
C18 C17 P1 120.8(3) . . ?
N2 N1 C6 113.2(3) . . ?
C12 C7 C8 120.7(3) . . ?
C12 C7 N2 118.1(3) . . ?
C8 C7 N2 121.1(3) . . ?
C31 C30 C29 120.8(4) . . ?
C33 C34 C29 121.1(3) . . ?
C5 C6 N1 116.3(3) . . ?
C5 C6 C1 123.1(3) . . ?
N1 C6 C1 120.6(3) . . ?
C4 C5 C6 119.6(3) . . ?
C17 C22 C21 121.3(4) . . ?
C10 C9 C8 121.1(4) . . ?
C4 C3 C2 121.3(3) . . ?
C7 C12 C11 119.5(4) . . ?
C1 C2 C3 121.9(3) . . ?
C32 C33 C34 119.2(4) . . ?
F1 C20 C19 118.9(4) . . ?
F1 C20 C21 118.5(4) . . ?
C19 C20 C21 122.6(4) . . ?
C9 C8 C7 118.7(4) . . ?
C19 C18 C17 121.0(4) . . ?
C20 C19 C18 118.7(4) . . ?
C33 C32 F3 119.6(4) . . ?
C33 C32 C31 122.6(4) . . ?
F3 C32 C31 117.8(4) . . ?
C20 C21 C22 118.3(4) . . ?
C10 C11 C12 120.3(4) . . ?
C5 C4 C3 118.8(3) . . ?
C32 C31 C30 118.2(4) . . ?
C11 C10 C9 119.7(4) . . ?
C16 N3 C13 110.2(3) . . ?
C16 N3 Pd1 120.9(2) . . ?
C13 N3 Pd1 128.9(2) . . ?
C25 C24 C23 120.3(4) . . ?
C28 C23 C24 118.2(3) . . ?
C28 C23 P1 120.7(3) . . ?
C24 C23 P1 121.1(3) . . ?
O2 C16 N3 123.8(3) . . ?
O2 C16 C15 124.9(4) . . ?
N3 C16 C15 111.3(3) . . ?
O1 C13 N3 124.8(4) . . ?
O1 C13 C14 125.2(3) . . ?
N3 C13 C14 109.9(3) . . ?
C27 C28 C23 121.3(4) . . ?
C25 C26 F2 117.5(4) . . ?
C25 C26 C27 123.2(4) . . ?
F2 C26 C27 119.2(5) . . ?
C26 C27 C28 117.9(4) . . ?
C26 C25 C24 119.1(4) . . ?
C16 C15 C14 104.0(3) . . ?
C15 C14 C13 104.5(3) . . ?
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 2.012(3) . ?
Pd1 N3 2.090(3) . ?
Pd1 N2 2.107(3) . ?
Pd1 P1 2.2540(9) . ?
P1 C23 1.821(4) . ?
P1 C29 1.822(3) . ?
P1 C17 1.827(4) . ?
N2 N1 1.273(4) . ?
N2 C7 1.429(4) . ?
C1 C2 1.385(4) . ?
C1 C6 1.414(4) . ?
C29 C34 1.382(4) . ?
C29 C30 1.391(5) . ?
C17 C22 1.382(5) . ?
C17 C18 1.392(5) . ?
N1 C6 1.395(4) . ?
C7 C12 1.374(5) . ?
C7 C8 1.382(5) . ?
C30 C31 1.383(5) . ?
C34 C33 1.377(5) . ?
C6 C5 1.390(5) . ?
C5 C4 1.374(5) . ?
C22 C21 1.383(5) . ?
C9 C10 1.372(7) . ?
C9 C8 1.379(6) . ?
C3 C4 1.380(5) . ?
C3 C2 1.393(5) . ?
F3 C32 1.366(4) . ?
C12 C11 1.385(5) . ?
F1 C20 1.352(4) . ?
C33 C32 1.341(5) . ?
C20 C19 1.356(6) . ?
C20 C21 1.367(6) . ?
C18 C19 1.381(5) . ?
C32 C31 1.370(6) . ?
C11 C10 1.366(6) . ?
N3 C16 1.368(4) . ?
N3 C13 1.373(4) . ?
O1 C13 1.204(4) . ?
F2 C26 1.354(5) . ?
O2 C16 1.228(4) . ?
C24 C25 1.377(5) . ?
C24 C23 1.401(5) . ?
C23 C28 1.387(5) . ?
C16 C15 1.501(5) . ?
C13 C14 1.519(6) . ?
C28 C27 1.381(5) . ?
C26 C25 1.350(6) . ?
C26 C27 1.363(6) . ?
C15 C14 1.503(6) . ?
