#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:32:15 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178786 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/40/4104046.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_4104046
loop_
_publ_author_name
'Nicholas D. Ball'
'Melanie S. Sanford'
_publ_section_title
;
 Synthesis and Reactivity of a Mono-σ-Aryl Palladium(IV) Fluoride Complex
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3796
_journal_page_last               3797
_journal_paper_doi               10.1021/ja8054595
_journal_volume                  131
_journal_year                    2009
_chemical_formula_moiety         'C24 H29 F5 N2 Pd, 2(C3 H6 O)'
_chemical_formula_sum            'C30 H41 F5 N2 O2 Pd'
_chemical_formula_weight         663.05
_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                73.6720(10)
_cell_angle_beta                 77.1800(10)
_cell_angle_gamma                69.5870(10)
_cell_formula_units_Z            2
_cell_length_a                   9.6894(7)
_cell_length_b                   12.7681(9)
_cell_length_c                   13.8914(10)
_cell_measurement_reflns_used    9998
_cell_measurement_temperature    85(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      2.26
_cell_volume                     1530.97(19)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART-APEX'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      85(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0399
_diffrn_reflns_av_sigmaI/netI    0.0261
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            44156
_diffrn_reflns_theta_full        28.36
_diffrn_reflns_theta_max         28.36
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    0.665
_exptl_absorpt_correction_T_max  0.9010
_exptl_absorpt_correction_T_min  0.8356
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  Blessing, R. Acta Cryst. (1995) A51 33-38.
  Sheldrick, G.  SADABS (Version 2008/1) Bruker AXS area
  detector absorption and other corrections, University of
  Gottingen, Germany 2008.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             684
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.715
_refine_diff_density_min         -2.979
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     438
_refine_ls_number_reflns         7631
_refine_ls_number_restraints     96
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0448
_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 w=1/[σ²(Fo²)+(0.0297P)²+3.9241P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1088
_reflns_number_gt                6810
_reflns_number_total             7631
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja8054595_si_003.cif
_cod_data_source_block           nb255
_cod_database_code               4104046
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 0.17522(2) -0.02929(2) 0.226118(16) 0.02873(8) Uani 1 1 d . . .
F1 F 0.2605(2) -0.13689(15) 0.13916(14) 0.0366(4) Uani 1 1 d . . .
F2 F 0.2559(2) -0.1419(2) 0.34078(14) 0.0575(7) Uani 1 1 d . . .
F3 F -0.0224(2) -0.07570(18) 0.26565(18) 0.0483(5) Uani 1 1 d . . .
F4 F 0.7524(5) 0.0727(4) 0.1311(4) 0.0316(10) Uani 0.50 1 d P A 2
F4A F 0.7365(5) 0.1311(5) 0.1100(4) 0.0368(11) Uani 0.50 1 d P A 1
F5 F -0.2057(2) 0.0223(2) 0.37848(15) 0.0458(5) Uani 1 1 d . . .
H5F H -0.121(8) -0.022(6) 0.330(5) 0.07(2) Uiso 1 1 d . . .
N1 N 0.0841(2) 0.0904(2) 0.30454(17) 0.0271(5) Uani 1 1 d . . .
N2 N 0.0775(2) 0.09539(19) 0.11832(16) 0.0204(4) Uani 1 1 d . A .
C1 C 0.0957(3) 0.0775(3) 0.4015(2) 0.0383(8) Uani 1 1 d . . .
H1A H 0.1540 0.0062 0.4369 0.046 Uiso 1 1 calc R A .
C2 C 0.0252(3) 0.1652(3) 0.4511(2) 0.0375(8) Uani 1 1 d . . .
H2A H 0.0354 0.1537 0.5201 0.045 Uiso 1 1 calc R . .
C3 C -0.0610(3) 0.2705(3) 0.4016(2) 0.0300(6) Uani 1 1 d . . .
C4 C -0.0733(3) 0.2814(3) 0.3001(2) 0.0272(6) Uani 1 1 d . . .
H4A H -0.1329 0.3512 0.2637 0.033 Uiso 1 1 calc R . .
C5 C 0.0003(3) 0.1918(3) 0.25319(19) 0.0232(5) Uani 1 1 d . . .
C6 C -0.0029(3) 0.1941(2) 0.14746(19) 0.0220(5) Uani 1 1 d . A .
C7 C -0.0787(3) 0.2874(2) 0.0798(2) 0.0264(6) Uani 1 1 d . . .
H7A H -0.1340 0.3568 0.1009 0.032 Uiso 1 1 calc R A .
C8 C -0.0743(3) 0.2802(3) -0.0197(2) 0.0257(6) Uani 1 1 d . . .
C9 C 0.0063(3) 0.1760(2) -0.0460(2) 0.0234(5) Uani 1 1 d . . .
H9A H 0.0100 0.1670 -0.1122 0.028 Uiso 1 1 calc R A .
C10 C 0.0814(3) 0.0852(2) 0.0246(2) 0.0224(5) Uani 1 1 d . A .
H10A H 0.1367 0.0144 0.0060 0.027 Uiso 1 1 calc R . .
C11 C -0.1435(4) 0.3702(3) 0.4521(2) 0.0364(7) Uani 1 1 d . . .
C12 C -0.0965(5) 0.3490(4) 0.5561(2) 0.0491(10) Uani 1 1 d . . .
H12A H -0.1231 0.2827 0.6014 0.074 Uiso 1 1 calc R A .
H12B H -0.1477 0.4168 0.5847 0.074 Uiso 1 1 calc R . .
H12C H 0.0112 0.3340 0.5485 0.074 Uiso 1 1 calc R . .
C13 C -0.3106(4) 0.3856(3) 0.4659(2) 0.0420(8) Uani 1 1 d . . .
H13A H -0.3416 0.3993 0.3997 0.063 Uiso 1 1 calc R A .
H13B H -0.3663 0.4512 0.4967 0.063 Uiso 1 1 calc R . .
H13C H -0.3306 0.3162 0.5099 0.063 Uiso 1 1 calc R . .
C14 C -0.1110(5) 0.4788(3) 0.3851(2) 0.0467(9) Uani 1 1 d . . .
H14A H -0.0041 0.4679 0.3763 0.070 Uiso 1 1 calc R A .
H14B H -0.1655 0.5436 0.4172 0.070 Uiso 1 1 calc R . .
H14C H -0.1426 0.4945 0.3188 0.070 Uiso 1 1 calc R . .
C15 C -0.1607(4) 0.3840(3) -0.0927(2) 0.0324(7) Uani 1 1 d . . .
C16 C -0.1273(4) 0.3637(3) -0.2001(2) 0.0364(7) Uani 1 1 d . . .
H16A H -0.0206 0.3488 -0.2239 0.055 Uiso 1 1 calc R . .
H16B H -0.1833 0.4318 -0.2454 0.055 Uiso 1 1 calc R . .
H16C H -0.1566 0.2975 -0.1999 0.055 Uiso 1 1 calc R . .
C17 C -0.1191(5) 0.4899(3) -0.0946(2) 0.0410(8) Uani 1 1 d . . .
H17A H -0.1480 0.5072 -0.0273 0.061 Uiso 1 1 calc R . .
H17B H -0.1712 0.5554 -0.1439 0.061 Uiso 1 1 calc R . .
H17C H -0.0116 0.4748 -0.1139 0.061 Uiso 1 1 calc R . .
C18 C -0.3266(4) 0.4013(4) -0.0550(3) 0.0488(10) Uani 1 1 d . . .
H18A H -0.3502 0.3319 -0.0527 0.073 Uiso 1 1 calc R . .
H18B H -0.3855 0.4664 -0.1011 0.073 Uiso 1 1 calc R . .
H18C H -0.3500 0.4166 0.0130 0.073 Uiso 1 1 calc R . .
C19 C 0.3603(12) -0.0012(7) 0.1894(8) 0.0140(15) Uani 0.50 1 d PU A 2
C19A C 0.3620(11) 0.0345(8) 0.1886(9) 0.0196(17) Uani 0.50 1 d PU A 1
C20 C 0.4177(6) 0.0367(5) 0.0916(4) 0.0218(10) Uani 0.50 1 d PU A 2
H20A H 0.3656 0.0466 0.0377 0.026 Uiso 0.50 1 calc PR A 2
C20A C 0.3518(7) 0.1459(6) 0.1299(5) 0.0367(14) Uani 0.50 1 d PU A 1
H20B H 0.2600 0.1973 0.1095 0.044 Uiso 0.50 1 calc PR A 1
C21 C 0.5520(6) 0.0611(5) 0.0707(4) 0.0259(11) Uani 0.50 1 d PU A 2
H21A H 0.5936 0.0862 0.0030 0.031 Uiso 0.50 1 calc PR A 2
C21A C 0.4820(7) 0.1784(6) 0.1024(5) 0.0391(15) Uani 0.50 1 d PU A 1
H21B H 0.4808 0.2527 0.0631 0.047 Uiso 0.50 1 calc PR A 1
C22 C 0.6224(7) 0.0475(7) 0.1511(6) 0.0213(14) Uani 0.50 1 d PU A 2
C22A C 0.6120(8) 0.0991(8) 0.1341(6) 0.0279(15) Uani 0.50 1 d PU A 1
C23 C 0.5716(6) 0.0065(5) 0.2501(4) 0.0211(10) Uani 0.50 1 d PU A 2
H23A H 0.6269 -0.0056 0.3029 0.025 Uiso 0.50 1 calc PR A 2
C23A C 0.6189(7) -0.0063(7) 0.1903(7) 0.0288(13) Uani 0.50 1 d PU A 1
H23B H 0.7105 -0.0579 0.2107 0.035 Uiso 0.50 1 calc PR A 1
C24 C 0.4371(6) -0.0167(5) 0.2710(4) 0.0186(9) Uani 0.50 1 d PU A 2
H24A H 0.3968 -0.0426 0.3388 0.022 Uiso 0.50 1 calc PR A 2
C24A C 0.4895(7) -0.0398(5) 0.2187(5) 0.0293(12) Uani 0.50 1 d PU A 1
H24B H 0.4925 -0.1142 0.2588 0.035 Uiso 0.50 1 calc PR A 1
O1 O 0.6766(5) 0.6214(4) 0.5917(4) 0.1001(14) Uani 1 1 d . B 1
C25 C 0.5937(6) 0.7151(5) 0.6021(7) 0.094(2) Uani 1 1 d . B 1
C26 C 0.4888(8) 0.7228(6) 0.7029(6) 0.117(3) Uani 1 1 d . B 1
H26A H 0.4681 0.6496 0.7327 0.176 Uiso 1 1 calc R B 1
H26B H 0.3954 0.7841 0.6903 0.176 Uiso 1 1 calc R B 1
H26C H 0.5362 0.7396 0.7498 0.176 Uiso 1 1 calc R B 1
C27 C 0.5807(8) 0.8136(6) 0.5221(9) 0.163(5) Uani 1 1 d . B 1
H27A H 0.6403 0.7915 0.4600 0.245 Uiso 1 1 calc R B 1
H27B H 0.6165 0.8681 0.5394 0.245 Uiso 1 1 calc R B 1
H27C H 0.4762 0.8495 0.5116 0.245 Uiso 1 1 calc R B 1
C28 C 0.6234(3) 0.6081(3) 0.1874(2) 0.0321(6) Uani 1 1 d . . .
C29 C 0.4947(4) 0.6251(3) 0.2679(2) 0.0356(7) Uani 1 1 d . . .
H29A H 0.4656 0.5549 0.2925 0.053 Uiso 1 1 calc R . .
H29B H 0.4113 0.6886 0.2406 0.053 Uiso 1 1 calc R . .
H29C H 0.5218 0.6430 0.3239 0.053 Uiso 1 1 calc R . .
C30 C 0.6694(5) 0.7107(4) 0.1331(4) 0.0767(17) Uani 1 1 d . . .
H30A H 0.7098 0.7344 0.1793 0.115 Uiso 1 1 calc R . .
H30B H 0.5832 0.7731 0.1083 0.115 Uiso 1 1 calc R . .
H30C H 0.7457 0.6925 0.0756 0.115 Uiso 1 1 calc R . .
O2 O 0.6892(3) 0.5152(2) 0.16713(18) 0.0489(7) 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'
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'
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
C19 Pd1 F2 87.1(3)
C19 Pd1 F1 84.5(3)
F2 Pd1 F1 92.11(9)
C19 Pd1 N1 95.0(3)
F2 Pd1 N1 92.61(10)
F1 Pd1 N1 175.21(8)
C19 Pd1 N2 95.5(3)
F2 Pd1 N2 174.08(9)
F1 Pd1 N2 93.47(9)
N1 Pd1 N2 81.84(9)
C19 Pd1 F3 174.9(3)
F2 Pd1 F3 90.59(10)
F1 Pd1 F3 91.14(9)
N1 Pd1 F3 89.59(9)
N2 Pd1 F3 87.31(9)
C19 Pd1 C19A 10.9(4)
F2 Pd1 C19A 92.0(3)
F1 Pd1 C19A 93.9(3)
N1 Pd1 C19A 85.1(3)
N2 Pd1 C19A 89.6(3)
F3 Pd1 C19A 174.2(3)
C1 N1 C5 119.9(3)
C1 N1 Pd1 125.3(2)
C5 N1 Pd1 114.78(18)
C10 N2 C6 120.5(2)
C10 N2 Pd1 124.70(19)
C6 N2 Pd1 114.67(17)
N1 C1 C2 121.4(3)
C1 C2 C3 120.7(3)
C2 C3 C4 116.8(3)
C2 C3 C11 123.5(3)
C4 C3 C11 119.7(3)
C5 C4 C3 120.5(3)
N1 C5 C4 120.7(2)
N1 C5 C6 114.2(3)
C4 C5 C6 125.2(3)
N2 C6 C7 120.5(2)
N2 C6 C5 114.5(2)
C7 C6 C5 125.0(3)
C6 C7 C8 120.3(3)
C9 C8 C7 117.5(3)
C9 C8 C15 123.1(2)
C7 C8 C15 119.4(3)
C10 C9 C8 119.9(2)
N2 C10 C9 121.2(3)
C3 C11 C14 109.3(3)
C3 C11 C12 111.7(3)
C14 C11 C12 108.5(3)
C3 C11 C13 108.2(3)
C14 C11 C13 110.1(3)
C12 C11 C13 108.9(3)
C8 C15 C16 111.3(2)
C8 C15 C17 109.8(2)
C16 C15 C17 109.0(3)
C8 C15 C18 107.3(3)
C16 C15 C18 108.7(3)
C17 C15 C18 110.8(3)
C20 C19 C24 120.5(7)
C20 C19 Pd1 123.6(7)
C24 C19 Pd1 115.8(6)
C24A C19A C20A 122.6(7)
C24A C19A Pd1 116.0(6)
C20A C19A Pd1 121.2(7)
C19 C20 C21 120.4(6)
C21A C20A C19A 117.8(7)
C22 C21 C20 117.9(5)
C22A C21A C20A 118.1(6)
F4 C22 C23 118.0(6)
F4 C22 C21 118.1(7)
C23 C22 C21 123.9(6)
C23A C22A F4A 118.7(8)
C23A C22A C21A 123.1(7)
F4A C22A C21A 118.2(8)
C22 C23 C24 118.1(5)
C22A C23A C24A 119.5(7)
C23 C24 C19 119.2(6)
C19A C24A C23A 119.0(7)
O1 C25 C27 122.1(8)
O1 C25 C26 117.9(7)
C27 C25 C26 119.6(6)
O2 C28 C29 122.2(3)
O2 C28 C30 121.5(3)
C29 C28 C30 116.3(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 C19 1.883(10)
Pd1 F2 1.9226(18)
Pd1 F1 1.9307(19)
Pd1 N1 1.968(3)
Pd1 N2 1.977(2)
Pd1 F3 2.113(2)
Pd1 C19A 2.140(9)
F4 C22 1.358(8)
F4A C22A 1.349(8)
N1 C1 1.336(4)
N1 C5 1.360(4)
N2 C10 1.335(3)
N2 C6 1.350(4)
C1 C2 1.373(5)
C2 C3 1.389(4)
C3 C4 1.404(4)
C3 C11 1.516(5)
C4 C5 1.372(4)
C5 C6 1.468(4)
C6 C7 1.381(4)
C7 C8 1.402(4)
C8 C9 1.392(4)
C8 C15 1.527(4)
C9 C10 1.388(4)
C11 C14 1.529(5)
C11 C12 1.534(4)
C11 C13 1.536(5)
C15 C16 1.531(4)
C15 C17 1.532(5)
C15 C18 1.533(5)
C19 C20 1.368(11)
C19 C24 1.422(11)
C19A C24A 1.338(12)
C19A C20A 1.408(11)
C20 C21 1.392(7)
C20A C21A 1.405(8)
C21 C22 1.375(9)
C21A C22A 1.383(11)
C22 C23 1.372(9)
C22A C23A 1.340(11)
C23 C24 1.387(7)
C23A C24A 1.403(9)
O1 C25 1.213(6)
C25 C27 1.413(10)
C25 C26 1.544(10)
C28 O2 1.214(4)
C28 C29 1.477(4)
C28 C30 1.478(5)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
F5 H5F F3 1.05(7) 1.29(7) 2.344(3) 176(7)
