#------------------------------------------------------------------------------
#$Date: 2017-10-07 05:08:52 +0300 (Sat, 07 Oct 2017) $
#$Revision: 201843 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/76/1547631.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_1547631
loop_
_publ_author_name
'Skrydstrup, Troels'
'Kristensen, Steffan Kvist'
'Eikeland, Espen'
'Taarning, Esben'
'Lindhardt, Anders T.'
_publ_section_title
;
 Ex situ generation of stoichiometric HCN and its application in the
 Pd-catalysed cyanation of aryl bromides: Evidence for a transmetallation
 step between two oxidative addition Pd-complexes
;
_journal_name_full               'Chem. Sci.'
_journal_paper_doi               10.1039/C7SC03912C
_journal_year                    2017
_chemical_formula_moiety         'C38 H30 N2 P2 Pd'
_chemical_formula_sum            'C38 H30 N2 P2 Pd'
_chemical_formula_weight         682.98
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
_audit_creation_date             2016-08-10
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.16 svn.r3265 for OlexSys, GUI svn.r5155)

Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_audit_update_record
;
2016-09-19 deposited with the CCDC.
2017-10-06 downloaded from the CCDC.
;
_cell_angle_alpha                111.130(3)
_cell_angle_beta                 93.150(3)
_cell_angle_gamma                108.191(3)
_cell_formula_units_Z            1
_cell_length_a                   9.0667(3)
_cell_length_b                   9.6985(4)
_cell_length_c                   10.1017(3)
_cell_measurement_reflns_used    11480
_cell_measurement_temperature    100.00(14)
_cell_measurement_theta_max      28.4520
_cell_measurement_theta_min      2.1880
_cell_volume                     772.96(5)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3590
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00 109.00   1.00   20.00    --   18.69  38.00 -60.00  137
  2  ω    -73.00  60.00   1.00   20.00    --   18.69 -57.00   0.00  133
  3  ω    -20.00  69.00   1.00   20.00    --   18.69 -99.00 150.00   89
  4  ω    -20.00  31.00   1.00   20.00    --  -19.62 -99.00 -90.00   51
  5  ω    -28.00 109.00   1.00   20.00    --   18.69  38.00 120.00  137
  6  ω   -112.00  22.00   1.00   20.00    --  -19.62 -57.00   0.00  134
  7  ω    -20.00  31.00   1.00   20.00    --  -19.62 -99.00 120.00   51
  8  ω   -121.00 -35.00   1.00   20.00    --  -19.62-178.00-180.00   86
  9  ω   -119.00 -34.00   1.00   20.00    --  -19.62 178.00 120.00   85
 10  ω   -119.00 -34.00   1.00   20.00    --  -19.62 178.00 150.00   85
 11  ω    -82.00 104.00   1.00   20.00    --   18.69   0.00-180.00  186
 12  ω    -23.00  27.00   1.00   20.00    --   18.69  57.00 120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0561297000
_diffrn_orient_matrix_UB_12      0.0299939000
_diffrn_orient_matrix_UB_13      -0.0382486000
_diffrn_orient_matrix_UB_21      -0.0305696000
_diffrn_orient_matrix_UB_22      0.0608143000
_diffrn_orient_matrix_UB_23      0.0072927000
_diffrn_orient_matrix_UB_31      0.0542878000
_diffrn_orient_matrix_UB_32      0.0494418000
_diffrn_orient_matrix_UB_33      0.0660332000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            17898
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         2.201
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.734
_exptl_absorpt_correction_T_max  0.785
_exptl_absorpt_correction_T_min  0.683
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_description       block
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.172
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.086
_refine_diff_density_max         0.454
_refine_diff_density_min         -0.369
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         3157
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0220
_refine_ls_R_factor_gt           0.0201
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0195P)²+0.6107P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0503
_refine_ls_wR_factor_ref         0.0514
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3020
_reflns_number_total             3157
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7sc03912c2.cif
_cod_data_source_block           35
_cod_database_code               1547631
_chemical_oxdiff_formula         Pd2C30H30N4
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C13(H13), C5(H5), C9(H9), C7(H7), C4(H4), C19(H19), C10(H10), C6(H6),
 C12(H12), C15(H15), C11(H11), C17(H17), C16(H16), C18(H18)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.688
_oxdiff_exptl_absorpt_empirical_full_min 0.673
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Pd Pd 0.5000 0.0000 0.5000 0.01144(6) Uani 1 2 d S T P
P P 0.51332(5) 0.22751(5) 0.69625(4) 0.01033(9) Uani 1 1 d . . .
N N 0.7842(2) 0.18825(19) 0.39717(17) 0.0242(3) Uani 1 1 d . . .
C3 C 0.2939(2) 0.21857(19) 0.88267(18) 0.0144(3) Uani 1 1 d . . .
H3 H 0.3770 0.2406 0.9542 0.017 Uiso 1 1 calc R . .
C1 C 0.6821(2) 0.12482(19) 0.43311(18) 0.0151(3) Uani 1 1 d . . .
C13 C 0.61599(19) 0.1097(2) 0.88067(19) 0.0159(3) Uani 1 1 d . . .
H13 H 0.5458 0.0122 0.8150 0.019 Uiso 1 1 calc R . .
C8 C 0.63706(19) 0.24532(19) 0.85356(17) 0.0121(3) Uani 1 1 d . . .
C5 C 0.0187(2) 0.1658(2) 0.8070(2) 0.0207(4) Uani 1 1 d . . .
H5 H -0.0826 0.1505 0.8274 0.025 Uiso 1 1 calc R . .
C2 C 0.32100(19) 0.21010(18) 0.74636(17) 0.0122(3) Uani 1 1 d . . .
C9 C 0.7448(2) 0.3899(2) 0.95139(18) 0.0163(3) Uani 1 1 d . . .
H9 H 0.7605 0.4808 0.9339 0.020 Uiso 1 1 calc R . .
C7 C 0.1957(2) 0.1800(2) 0.64123(18) 0.0169(3) Uani 1 1 d . . .
H7 H 0.2133 0.1731 0.5496 0.020 Uiso 1 1 calc R . .
C4 C 0.1419(2) 0.1940(2) 0.9115(2) 0.0192(4) Uani 1 1 d . . .
H4 H 0.1230 0.1965 1.0018 0.023 Uiso 1 1 calc R . .
C14 C 0.5858(2) 0.42151(19) 0.68784(17) 0.0139(3) Uani 1 1 d . . .
C19 C 0.4925(2) 0.5150(2) 0.71218(19) 0.0181(4) Uani 1 1 d . . .
H19 H 0.3913 0.4769 0.7301 0.022 Uiso 1 1 calc R . .
C10 C 0.8288(2) 0.3986(2) 1.07506(19) 0.0207(4) Uani 1 1 d . . .
H10 H 0.9013 0.4953 1.1397 0.025 Uiso 1 1 calc R . .
C6 C 0.0457(2) 0.1602(2) 0.6717(2) 0.0205(4) Uani 1 1 d . . .
H6 H -0.0367 0.1433 0.6019 0.025 Uiso 1 1 calc R . .
C12 C 0.6992(2) 0.1200(2) 1.0048(2) 0.0201(4) Uani 1 1 d . . .
H12 H 0.6839 0.0294 1.0228 0.024 Uiso 1 1 calc R . .
C15 C 0.7370(2) 0.4806(2) 0.66086(18) 0.0172(3) Uani 1 1 d . . .
H15 H 0.8002 0.4190 0.6435 0.021 Uiso 1 1 calc R . .
C11 C 0.8053(2) 0.2645(2) 1.10265(19) 0.0205(4) Uani 1 1 d . . .
H11 H 0.8604 0.2711 1.1865 0.025 Uiso 1 1 calc R . .
C17 C 0.6997(2) 0.7224(2) 0.68567(19) 0.0223(4) Uani 1 1 d . . .
H17 H 0.7384 0.8236 0.6866 0.027 Uiso 1 1 calc R . .
C16 C 0.7938(2) 0.6303(2) 0.65979(19) 0.0204(4) Uani 1 1 d . . .
H16 H 0.8947 0.6690 0.6418 0.025 Uiso 1 1 calc R . .
C18 C 0.5490(2) 0.6644(2) 0.7100(2) 0.0229(4) Uani 1 1 d . . .
H18 H 0.4853 0.7254 0.7249 0.027 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'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5 -1 1 0.0617
0 0 1 0.0332
5 1 -2 0.0448
0 0 -1 0.0529
0 -5 4 0.0311
0 5 -4 0.0592
3 5 1 0.0535
-3 -5 -1 0.0541
-3 -1 -5 0.0591
-1 5 1 0.0607
-3 5 -3 0.0772
1 -5 -1 0.0479
1 -3 5 0.0292
-1 -5 4 0.0328
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
P Pd P 180.00(2) 2_656 .
C1 Pd P 91.87(5) 2_656 2_656
C1 Pd P 88.13(5) 2_656 .
C1 Pd P 91.87(5) . .
C1 Pd P 88.13(5) . 2_656
C1 Pd C1 180.0 2_656 .
C8 P Pd 108.79(5) . .
C8 P C2 104.78(7) . .
C8 P C14 105.61(7) . .
C2 P Pd 111.15(5) . .
C2 P C14 104.38(8) . .
C14 P Pd 120.90(5) . .
C2 C3 H3 120.2 . .
C4 C3 H3 120.2 . .
C4 C3 C2 119.66(16) . .
N C1 Pd 176.91(16) . .
C8 C13 H13 119.9 . .
C12 C13 H13 119.9 . .
C12 C13 C8 120.20(16) . .
C13 C8 P 118.26(12) . .
C9 C8 P 122.37(13) . .
C9 C8 C13 119.27(15) . .
C4 C5 H5 120.0 . .
C4 C5 C6 120.08(16) . .
C6 C5 H5 120.0 . .
C3 C2 P 122.36(13) . .
C3 C2 C7 119.46(15) . .
C7 C2 P 118.11(13) . .
C8 C9 H9 120.0 . .
C10 C9 C8 120.04(16) . .
C10 C9 H9 120.0 . .
C2 C7 H7 119.7 . .
C6 C7 C2 120.65(16) . .
C6 C7 H7 119.7 . .
C3 C4 H4 119.8 . .
C5 C4 C3 120.44(17) . .
C5 C4 H4 119.8 . .
C19 C14 P 120.45(13) . .
C19 C14 C15 118.84(15) . .
C15 C14 P 120.69(13) . .
C14 C19 H19 119.7 . .
C18 C19 C14 120.61(17) . .
C18 C19 H19 119.7 . .
C9 C10 H10 119.8 . .
C11 C10 C9 120.43(17) . .
C11 C10 H10 119.8 . .
C5 C6 H6 120.2 . .
C7 C6 C5 119.65(16) . .
C7 C6 H6 120.2 . .
C13 C12 H12 119.8 . .
C13 C12 C11 120.35(16) . .
C11 C12 H12 119.8 . .
C14 C15 H15 119.7 . .
C16 C15 C14 120.51(17) . .
C16 C15 H15 119.7 . .
C10 C11 C12 119.69(16) . .
C10 C11 H11 120.2 . .
C12 C11 H11 120.2 . .
C16 C17 H17 119.9 . .
C18 C17 H17 119.9 . .
C18 C17 C16 120.26(17) . .
C15 C16 C17 119.86(17) . .
C15 C16 H16 120.1 . .
C17 C16 H16 120.1 . .
C19 C18 H18 120.0 . .
C17 C18 C19 119.91(18) . .
C17 C18 H18 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd P 2.3381(4) 2_656
Pd P 2.3381(4) .
Pd C1 2.0277(18) 2_656
Pd C1 2.0277(18) .
P C8 1.8163(16) .
P C2 1.8167(16) .
P C14 1.8244(16) .
N C1 1.100(2) .
C3 H3 0.9300 .
C3 C2 1.390(2) .
C3 C4 1.389(2) .
C13 H13 0.9300 .
C13 C8 1.396(2) .
C13 C12 1.383(3) .
C8 C9 1.392(2) .
C5 H5 0.9300 .
C5 C4 1.382(3) .
C5 C6 1.386(3) .
C2 C7 1.393(2) .
C9 H9 0.9300 .
C9 C10 1.388(2) .
C7 H7 0.9300 .
C7 C6 1.381(2) .
C4 H4 0.9300 .
C14 C19 1.393(2) .
C14 C15 1.395(2) .
C19 H19 0.9300 .
C19 C18 1.387(2) .
C10 H10 0.9300 .
C10 C11 1.382(3) .
C6 H6 0.9300 .
C12 H12 0.9300 .
C12 C11 1.386(3) .
C15 H15 0.9300 .
C15 C16 1.385(2) .
C11 H11 0.9300 .
C17 H17 0.9300 .
C17 C16 1.388(3) .
C17 C18 1.379(3) .
C16 H16 0.9300 .
C18 H18 0.9300 .
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-4.9853 -0.9978 0.9986 -0.3479 0.0990 -0.2540
0.0006 0.0014 0.9962 -0.0380 0.0073 0.0659
4.9847 0.9964 -1.9948 0.3860 -0.1063 0.1882
-0.0006 -0.0014 -0.9962 0.0380 -0.0073 -0.0659
0.0064 -4.9755 3.9915 -0.3015 -0.2737 0.0179
-0.0064 4.9755 -3.9915 0.3015 0.2737 -0.0179
2.9885 4.9844 0.9888 0.2794 0.2190 0.4740
-2.9885 -4.9844 -0.9888 -0.2794 -0.2190 -0.4740
-2.9941 -1.0051 -4.9789 -0.0078 -0.0059 -0.5410
-1.0009 4.9819 0.9896 0.0554 0.3408 0.2573
-2.9979 4.9751 -2.9947 0.0955 0.3724 -0.1145
1.0009 -4.9819 -0.9896 -0.0554 -0.3408 -0.2573
1.0027 -2.9810 4.9848 -0.2238 -0.1756 0.2362
-0.9909 -4.9761 3.9917 -0.3575 -0.2432 -0.0362
