#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:21:28 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179839 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/35/7013552.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_7013552
loop_
_publ_author_name
'Burrows, Andrew D.'
'Mahon, Mary F.'
'Varrone, Maurizio'
_publ_section_title
;
 The synthesis and late transition metal chemistry of 7-aza-N-indolyl
 phosphines and the activity of their palladium complexes in CO?ethene
 co-polymerisation
;
_journal_issue                   24
_journal_name_full               'Dalton Transactions'
_journal_page_first              4718
_journal_paper_doi               10.1039/b309882f
_journal_year                    2003
_chemical_formula_sum            'C20 H20 F3 N4 O4 P Pd S'
_chemical_formula_weight         606.83
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                107.832(2)
_cell_angle_beta                 103.059(2)
_cell_angle_gamma                94.394(2)
_cell_formula_units_Z            2
_cell_length_a                   8.3530(2)
_cell_length_b                   11.2230(4)
_cell_length_c                   13.7950(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      12
_cell_volume                     1184.34(7)
_computing_data_reduction
'Denzo and Scalepack (otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEX (P.McArdle, 1995)'
_computing_publication_material  'SHELXL-97/2 (Sheldrick,1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       KappaCCD
_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  0.0893
_diffrn_reflns_av_sigmaI/netI    0.1040
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15723
_diffrn_reflns_theta_full        25.21
_diffrn_reflns_theta_max         25.21
_diffrn_reflns_theta_min         3.53
_exptl_absorpt_coefficient_mu    0.998
_exptl_absorpt_correction_T_max  0.9755
_exptl_absorpt_correction_T_min  0.9518
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sortav Blessing (1995) '
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.702
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.567
_refine_diff_density_min         -0.711
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4172
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0934
_refine_ls_R_factor_gt           0.0497
_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
[1.00000+0.00000exp(0.00(sinθ/λ)²)]/
[σ²(Fo²)+0.0000+0.3781*P+(0.0376P)²+0.0000sinθ/λ]
where P = 0.00000Fo² + 1.00000Fc²
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0902
_refine_ls_wR_factor_ref         0.1038
_reflns_number_gt                2861
_reflns_number_total             4172
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b309882f.txt
_cod_data_source_block           compound8b_k01adb14
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'multiscan' changed to
'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7013552
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.03893(5) 0.00962(4) 0.84395(3) 0.02668(16) Uani 1 1 d . . .
S1 S 0.28068(18) 0.31808(14) 0.76097(13) 0.0404(4) Uani 1 1 d . . .
P1 P 0.07101(17) -0.18185(13) 0.76697(11) 0.0283(4) Uani 1 1 d . . .
F1 F 0.3618(7) 0.3576(6) 0.6007(4) 0.136(3) Uani 1 1 d . . .
F2 F 0.1791(5) 0.1942(4) 0.5573(3) 0.0745(12) Uani 1 1 d . . .
F3 F 0.4313(6) 0.1882(6) 0.6277(4) 0.120(2) Uani 1 1 d . . .
N1 N 0.2197(5) -0.0011(4) 0.9780(3) 0.0256(10) Uani 1 1 d . . .
N2 N 0.2117(5) -0.2113(4) 0.8628(3) 0.0257(10) Uani 1 1 d . . .
N3 N -0.0845(5) -0.3055(4) 0.7305(3) 0.0324(11) Uani 1 1 d . . .
N4 N 0.1387(6) -0.2155(4) 0.6584(3) 0.0351(12) Uani 1 1 d . . .
O1 O -0.0172(4) 0.1899(3) 0.9155(3) 0.0313(9) Uani 1 1 d . . .
O2 O 0.1460(5) 0.3882(4) 0.7477(4) 0.0697(15) Uani 1 1 d . . .
O3 O 0.2381(5) 0.2014(4) 0.7782(3) 0.0489(11) Uani 1 1 d . . .
O4 O 0.4382(5) 0.3918(4) 0.8261(3) 0.0521(12) Uani 1 1 d . . .
C1 C -0.1305(7) 0.0156(5) 0.7154(4) 0.0349(14) Uani 1 1 d . . .
H1A H -0.0882 -0.0127 0.6544 0.042 Uiso 1 1 d R . .
H1B H -0.2321 -0.0386 0.7047 0.042 Uiso 1 1 d R . .
C2 C -0.1594(7) 0.1537(6) 0.7381(4) 0.0385(15) Uani 1 1 d . . .
H2A H -0.2763 0.1528 0.7119 0.046 Uiso 1 1 d R . .
H2B H -0.0989 0.1899 0.6997 0.046 Uiso 1 1 d R . .
C3 C -0.1056(7) 0.2296(5) 0.8498(5) 0.0340(14) Uani 1 1 d . . .
C4 C -0.1494(8) 0.3594(5) 0.8853(6) 0.0501(17) Uani 1 1 d . . .
H4A H -0.2172 0.3756 0.8260 0.060 Uiso 1 1 d R . .
H4B H -0.0493 0.4204 0.9147 0.060 Uiso 1 1 d R . .
H4C H -0.2097 0.3657 0.9378 0.060 Uiso 1 1 d R . .
C5 C 0.2105(6) -0.1232(6) 0.6253(4) 0.0370(14) Uani 1 1 d . . .
H5 H 0.2105 -0.0354 0.6619 0.044 Uiso 1 1 d R . .
C6 C 0.2688(8) -0.1800(7) 0.5429(5) 0.0510(18) Uani 1 1 d . . .
H6 H 0.3247 -0.1487 0.4999 0.061 Uiso 1 1 d R . .
C7 C 0.2336(8) -0.3128(7) 0.5222(5) 0.0585(19) Uani 1 1 d . . .
H7 H 0.2562 -0.3833 0.4696 0.070 Uiso 1 1 d R . .
C8 C 0.1548(8) -0.3344(6) 0.5917(5) 0.0463(16) Uani 1 1 d . . .
H8 H 0.1125 -0.4098 0.6027 0.056 Uiso 1 1 d R . .
C9 C -0.2226(7) -0.3263(5) 0.6444(5) 0.0435(16) Uani 1 1 d . . .
H9 H -0.2126 -0.2936 0.5891 0.052 Uiso 1 1 d R . .
C10 C -0.3502(8) -0.3922(5) 0.6591(5) 0.0451(16) Uani 1 1 d . . .
H10 H -0.4622 -0.4242 0.6162 0.054 Uiso 1 1 d R . .
C11 C -0.2976(7) -0.4133(5) 0.7558(5) 0.0381(15) Uani 1 1 d . . .
H11 H -0.3544 -0.4570 0.7913 0.046 Uiso 1 1 d R . .
C12 C -0.1384(7) -0.3585(5) 0.7995(5) 0.0348(14) Uani 1 1 d . . .
H12 H -0.0612 -0.3508 0.8650 0.042 Uiso 1 1 d R . .
C13 C 0.2982(7) -0.3131(5) 0.8720(5) 0.0349(14) Uani 1 1 d . . .
H13 H 0.2745 -0.3908 0.8135 0.042 Uiso 1 1 d R . .
C14 C 0.4043(7) -0.2794(5) 0.9680(5) 0.0347(14) Uani 1 1 d . . .
H14 H 0.4806 -0.3245 1.0004 0.042 Uiso 1 1 d R . .
C15 C 0.3927(6) -0.1515(5) 1.0269(4) 0.0296(13) Uani 1 1 d . . .
C16 C 0.2726(6) -0.1139(5) 0.9582(4) 0.0266(13) Uani 1 1 d . . .
C17 C 0.4662(6) -0.0633(5) 1.1252(4) 0.0324(14) Uani 1 1 d . . .
H17 H 0.5496 -0.0802 1.1778 0.039 Uiso 1 1 d R . .
C18 C 0.4157(6) 0.0546(5) 1.1481(4) 0.0320(14) Uani 1 1 d . . .
H18 H 0.4670 0.1176 1.2156 0.038 Uiso 1 1 d R . .
C19 C 0.2938(6) 0.0823(5) 1.0737(4) 0.0303(13) Uani 1 1 d . . .
H19 H 0.2616 0.1648 1.0937 0.036 Uiso 1 1 d R . .
C20 C 0.3166(9) 0.2629(8) 0.6316(6) 0.064(2) Uani 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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
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 O1 83.57(19) . . ?
C1 Pd1 N1 178.6(2) . . ?
O1 Pd1 N1 97.80(16) . . ?
C1 Pd1 P1 93.33(16) . . ?
O1 Pd1 P1 174.43(10) . . ?
N1 Pd1 P1 85.31(12) . . ?
O2 S1 O3 114.5(3) . . ?
O2 S1 O4 115.6(3) . . ?
O3 S1 O4 115.3(3) . . ?
O2 S1 C20 103.8(4) . . ?
O3 S1 C20 102.0(3) . . ?
O4 S1 C20 103.1(3) . . ?
N4 P1 N2 108.9(2) . . ?
N4 P1 N3 100.3(2) . . ?
N2 P1 N3 102.3(2) . . ?
N4 P1 Pd1 119.59(17) . . ?
N2 P1 Pd1 102.45(15) . . ?
N3 P1 Pd1 121.77(16) . . ?
C19 N1 C16 114.6(5) . . ?
C19 N1 Pd1 133.3(4) . . ?
C16 N1 Pd1 112.0(4) . . ?
C16 N2 C13 106.0(4) . . ?
C16 N2 P1 117.5(3) . . ?
C13 N2 P1 136.4(4) . . ?
C12 N3 C9 106.4(4) . . ?
C12 N3 P1 125.1(4) . . ?
C9 N3 P1 121.9(4) . . ?
C5 N4 C8 107.4(5) . . ?
C5 N4 P1 123.5(4) . . ?
C8 N4 P1 128.7(4) . . ?
C3 O1 Pd1 111.9(3) . . ?
C2 C1 Pd1 106.8(4) . . ?
C3 C2 C1 113.6(5) . . ?
O1 C3 C2 121.1(5) . . ?
O1 C3 C4 119.4(6) . . ?
C2 C3 C4 119.4(5) . . ?
C6 C5 N4 109.2(6) . . ?
C5 C6 C7 106.9(6) . . ?
C8 C7 C6 109.4(6) . . ?
C7 C8 N4 107.0(6) . . ?
C10 C9 N3 108.3(5) . . ?
C9 C10 C11 108.6(6) . . ?
C12 C11 C10 107.8(5) . . ?
C11 C12 N3 108.8(5) . . ?
C14 C13 N2 109.7(5) . . ?
C13 C14 C15 109.0(5) . . ?
C17 C15 C16 117.0(5) . . ?
C17 C15 C14 138.0(5) . . ?
C16 C15 C14 105.0(5) . . ?
N1 C16 N2 122.7(5) . . ?
N1 C16 C15 126.9(5) . . ?
N2 C16 C15 110.4(4) . . ?
C15 C17 C18 117.7(5) . . ?
C17 C18 C19 120.8(5) . . ?
N1 C19 C18 123.1(5) . . ?
F1 C20 F3 108.6(7) . . ?
F1 C20 F2 106.0(6) . . ?
F3 C20 F2 105.8(7) . . ?
F1 C20 S1 112.0(6) . . ?
F3 C20 S1 112.0(5) . . ?
F2 C20 S1 112.2(5) . . ?
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 2.027(5) . ?
Pd1 O1 2.102(3) . ?
Pd1 N1 2.148(4) . ?
Pd1 P1 2.1532(15) . ?
S1 O2 1.431(4) . ?
S1 O3 1.434(4) . ?
S1 O4 1.438(4) . ?
S1 C20 1.803(8) . ?
P1 N4 1.666(4) . ?
P1 N2 1.692(4) . ?
P1 N3 1.694(4) . ?
F1 C20 1.321(8) . ?
F2 C20 1.346(7) . ?
F3 C20 1.320(9) . ?
N1 C19 1.337(7) . ?
N1 C16 1.343(6) . ?
N2 C16 1.384(6) . ?
N2 C13 1.420(6) . ?
N3 C12 1.400(7) . ?
N3 C9 1.401(7) . ?
N4 C5 1.399(7) . ?
N4 C8 1.406(7) . ?
O1 C3 1.250(6) . ?
C1 C2 1.533(8) . ?
C2 C3 1.459(8) . ?
C3 C4 1.490(8) . ?
C5 C6 1.338(8) . ?
C6 C7 1.423(9) . ?
C7 C8 1.347(8) . ?
C9 C10 1.339(8) . ?
C10 C11 1.406(8) . ?
C11 C12 1.340(7) . ?
C13 C14 1.340(8) . ?
C14 C15 1.440(7) . ?
C15 C17 1.380(7) . ?
C15 C16 1.401(7) . ?
C17 C18 1.385(7) . ?
C18 C19 1.399(7) . ?
