#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:21:28 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179839 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/35/7013545.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_7013545
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            'C19 H15 Cl2 N2 P Pd'
_chemical_formula_weight         479.60
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 111.190(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.849(2)
_cell_length_b                   15.522(2)
_cell_length_c                   12.376(2)
_cell_measurement_temperature    170(2)
_cell_volume                     1764.1(5)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      170(2)
_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  0.0272
_diffrn_reflns_av_sigmaI/netI    0.0178
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3359
_diffrn_reflns_theta_max         24.98
_diffrn_reflns_theta_min         2.20
_exptl_absorpt_coefficient_mu    1.450
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.806
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.491
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.126
_refine_ls_extinction_coef       0.0160(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.109
_refine_ls_goodness_of_fit_obs   1.127
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3100
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.141
_refine_ls_restrained_S_obs      1.127
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_obs          0.0236
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0391P)²+1.3626P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0654
_refine_ls_wR_factor_obs         0.0626
_reflns_number_observed          2930
_reflns_number_total             3104
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b309882f.txt
_cod_data_source_block           compound1a_99ab5
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0391P)^2^+1.3626P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0391P)^2^+1.3626P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7013545
loop_
_symmetry_equiv_pos_as_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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Pd1 Pd 0.18290(2) 0.095102(11) 0.078958(14) 0.01269(10) Uani 1 d . .
P1 P 0.19602(6) 0.18767(4) -0.05307(5) 0.01283(14) Uani 1 d . .
Cl1 Cl 0.15857(7) -0.00220(4) 0.21572(5) 0.02235(15) Uani 1 d . .
Cl2 Cl 0.42004(6) 0.05800(4) 0.11498(5) 0.01985(15) Uani 1 d . .
N1 N 0.0345(2) 0.24131(13) -0.0806(2) 0.0162(4) Uani 1 d . .
N2 N -0.0273(2) 0.13649(12) 0.0345(2) 0.0151(4) Uani 1 d . .
C1 C 0.3382(2) 0.26744(14) -0.0191(2) 0.0155(5) Uani 1 d . .
C2 C 0.3465(3) 0.3218(2) -0.1066(2) 0.0185(5) Uani 1 d . .
H2 H 0.2788(3) 0.3156(2) -0.1836(2) 0.022 Uiso 1 calc R .
C3 C 0.4529(3) 0.3847(2) -0.0813(2) 0.0211(5) Uani 1 d . .
H3 H 0.4571(3) 0.4225(2) -0.1403(2) 0.025 Uiso 1 calc R .
C4 C 0.5538(3) 0.3922(2) 0.0311(2) 0.0220(5) Uani 1 d . .
H4 H 0.6286(3) 0.4344(2) 0.0480(2) 0.026 Uiso 1 calc R .
C5 C 0.5463(3) 0.3389(2) 0.1184(2) 0.0220(5) Uani 1 d . .
H5 H 0.6149(3) 0.3451(2) 0.1950(2) 0.026 Uiso 1 calc R .
C6 C 0.4384(3) 0.2764(2) 0.0940(2) 0.0188(5) Uani 1 d . .
H6 H 0.4326(3) 0.2400(2) 0.1539(2) 0.023 Uiso 1 calc R .
C7 C 0.1820(2) 0.14167(14) -0.1905(2) 0.0147(5) Uani 1 d . .
C8 C 0.3016(3) 0.09743(14) -0.1982(2) 0.0186(5) Uani 1 d . .
H8 H 0.3894(3) 0.09381(14) -0.1327(2) 0.022 Uiso 1 calc R .
C9 C 0.2920(3) 0.0588(2) -0.3018(2) 0.0219(5) Uani 1 d . .
H9 H 0.3735(3) 0.0291(2) -0.3075(2) 0.026 Uiso 1 calc R .
C10 C 0.1632(3) 0.0635(2) -0.3970(2) 0.0233(5) Uani 1 d . .
H10 H 0.1570(3) 0.0376(2) -0.4681(2) 0.028 Uiso 1 calc R .
C11 C 0.0443(3) 0.1056(2) -0.3889(2) 0.0216(5) Uani 1 d . .
H11 H -0.0438(3) 0.1079(2) -0.4543(2) 0.026 Uiso 1 calc R .
C12 C 0.0518(3) 0.1445(2) -0.2861(2) 0.0188(5) Uani 1 d . .
H12 H -0.0310(3) 0.1729(2) -0.2807(2) 0.023 Uiso 1 calc R .
C13 C -0.0418(3) 0.3068(2) -0.1572(2) 0.0203(5) Uani 1 d . .
H13 H -0.0012(3) 0.3442(2) -0.1983(2) 0.024 Uiso 1 calc R .
C14 C -0.1823(3) 0.3083(2) -0.1634(2) 0.0236(5) Uani 1 d . .
H14 H -0.2559(3) 0.3465(2) -0.2092(2) 0.028 Uiso 1 calc R .
C15 C -0.2001(3) 0.2419(2) -0.0886(2) 0.0204(5) Uani 1 d . .
C16 C -0.3105(3) 0.2072(2) -0.0558(2) 0.0242(6) Uani 1 d . .
H16 H -0.4063(3) 0.2301(2) -0.0852(2) 0.029 Uiso 1 calc R .
C17 C -0.2763(3) 0.1389(2) 0.0201(2) 0.0241(6) Uani 1 d . .
H17 H -0.3499(3) 0.1147(2) 0.0436(2) 0.029 Uiso 1 calc R .
C18 C -0.1366(3) 0.1043(2) 0.0635(2) 0.0201(5) Uani 1 d . .
H18 H -0.1178(3) 0.0566(2) 0.1149(2) 0.024 Uiso 1 calc R .
C19 C -0.0630(2) 0.20265(15) -0.0396(2) 0.0161(5) Uani 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'
Cl Cl 0.1484 0.1585 '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
N2 Pd1 P1 85.47(6) . . ?
N2 Pd1 Cl2 174.29(6) . . ?
P1 Pd1 Cl2 88.82(2) . . ?
N2 Pd1 Cl1 92.22(6) . . ?
P1 Pd1 Cl1 177.64(2) . . ?
Cl2 Pd1 Cl1 93.48(2) . . ?
N1 P1 C1 107.44(10) . . ?
N1 P1 C7 104.79(10) . . ?
C1 P1 C7 106.26(10) . . ?
N1 P1 Pd1 99.44(7) . . ?
C1 P1 Pd1 121.45(8) . . ?
C7 P1 Pd1 115.72(8) . . ?
C19 N1 C13 106.8(2) . . ?
C19 N1 P1 115.8(2) . . ?
C13 N1 P1 135.6(2) . . ?
C19 N2 C18 115.5(2) . . ?
C19 N2 Pd1 114.6(2) . . ?
C18 N2 Pd1 129.8(2) . . ?
C2 C1 C6 119.9(2) . . ?
C2 C1 P1 119.5(2) . . ?
C6 C1 P1 120.6(2) . . ?
C3 C2 C1 120.1(2) . . ?
C2 C3 C4 119.7(2) . . ?
C5 C4 C3 120.6(2) . . ?
C4 C5 C6 120.1(2) . . ?
C5 C6 C1 119.6(2) . . ?
C8 C7 C12 119.7(2) . . ?
C8 C7 P1 118.7(2) . . ?
C12 C7 P1 121.4(2) . . ?
C9 C8 C7 119.9(2) . . ?
C10 C9 C8 119.9(2) . . ?
C11 C10 C9 120.3(2) . . ?
C10 C11 C12 120.6(2) . . ?
C11 C12 C7 119.5(2) . . ?
C14 C13 N1 109.6(2) . . ?
C13 C14 C15 108.1(2) . . ?
C16 C15 C19 115.7(2) . . ?
C16 C15 C14 138.8(2) . . ?
C19 C15 C14 105.5(2) . . ?
C17 C16 C15 118.2(2) . . ?
C16 C17 C18 121.6(2) . . ?
N2 C18 C17 121.8(2) . . ?
N2 C19 N1 122.9(2) . . ?
N2 C19 C15 127.1(2) . . ?
N1 C19 C15 110.0(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 N2 2.044(2) . ?
Pd1 P1 2.2144(6) . ?
Pd1 Cl2 2.2875(7) . ?
Pd1 Cl1 2.3444(6) . ?
P1 N1 1.717(2) . ?
P1 C1 1.802(2) . ?
P1 C7 1.803(2) . ?
N1 C19 1.376(3) . ?
N1 C13 1.407(3) . ?
N2 C19 1.337(3) . ?
N2 C18 1.348(3) . ?
C1 C2 1.398(3) . ?
C1 C6 1.398(3) . ?
C2 C3 1.382(3) . ?
C3 C4 1.391(4) . ?
C4 C5 1.384(4) . ?
C5 C6 1.389(4) . ?
C7 C8 1.396(3) . ?
C7 C12 1.397(3) . ?
C8 C9 1.388(3) . ?
C9 C10 1.386(4) . ?
C10 C11 1.376(4) . ?
C11 C12 1.386(4) . ?
C13 C14 1.358(4) . ?
C14 C15 1.437(4) . ?
C15 C16 1.398(4) . ?
C15 C19 1.404(3) . ?
C16 C17 1.375(4) . ?
C17 C18 1.391(4) . ?
