#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:38:37 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180347 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/16/7201683.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_7201683
loop_
_publ_author_name
'Kalf, Irmgard'
'Wang, Ruimin'
'Englert, Ulli'
_publ_section_title
;
 A robust conglomerate structure type in salts of cationic
 organopalladium complexes and non-coordinating anions
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              39
_journal_paper_doi               10.1039/b712641g
_journal_volume                  10
_journal_year                    2008
_chemical_formula_moiety         'C15 H28 N3 O Pd, F6 P'
_chemical_formula_sum            'C15 H28 F6 N3 O P Pd'
_chemical_formula_weight         517.77
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 102.012(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.724(3)
_cell_length_b                   20.015(8)
_cell_length_c                   14.106(6)
_cell_measurement_reflns_used    4075
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.92
_cell_measurement_theta_min      2.53
_cell_volume                     2133.0(15)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'PLATON (Spek, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       '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  0.1630
_diffrn_reflns_av_sigmaI/netI    0.1198
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22622
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.79
_exptl_absorpt_coefficient_mu    1.005
_exptl_absorpt_correction_T_max  0.8243
_exptl_absorpt_correction_T_min  0.7525
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.612
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         .632
_refine_diff_density_min         -.408
_refine_diff_density_rms         .099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         3757
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.1340
_refine_ls_R_factor_gt           0.0614
_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)+(0.0400P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1061
_refine_ls_wR_factor_ref         0.1245
_reflns_number_gt                2015
_reflns_number_total             3757
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b712641g.txt
_cod_data_source_block           rac2e
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7201683
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_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 0.63079(8) 0.08685(3) 0.27444(4) 0.0467(2) Uani 1 1 d . . .
O1 O 0.2033(7) 0.0813(3) 0.5440(4) 0.0668(16) Uani 1 1 d . . .
N1 N 0.5975(9) 0.1902(3) 0.2834(5) 0.066(2) Uani 1 1 d . . .
N2 N 0.8207(8) 0.1114(3) 0.1867(5) 0.0521(18) Uani 1 1 d . . .
N3 N 0.6524(8) -0.0139(3) 0.2595(4) 0.0557(18) Uani 1 1 d . . .
H3A H 0.6983 -0.0233 0.2074 0.067 Uiso 1 1 calc R . .
H3B H 0.7240 -0.0313 0.3123 0.067 Uiso 1 1 calc R . .
C1 C 0.6883(13) 0.2185(4) 0.2081(7) 0.088(3) Uani 1 1 d . . .
H1A H 0.6081 0.2159 0.1454 0.106 Uiso 1 1 calc R . .
H1B H 0.7138 0.2653 0.2223 0.106 Uiso 1 1 calc R . .
C2 C 0.8554(14) 0.1838(5) 0.2023(7) 0.092(3) Uani 1 1 d . . .
H2A H 0.9027 0.2020 0.1492 0.111 Uiso 1 1 calc R . .
H2B H 0.9422 0.1907 0.2620 0.111 Uiso 1 1 calc R . .
C3 C 0.9925(10) 0.0759(5) 0.2132(6) 0.089(3) Uani 1 1 d . . .
H3C H 0.9737 0.0288 0.2029 0.133 Uiso 1 1 calc R . .
H3D H 1.0441 0.0840 0.2802 0.133 Uiso 1 1 calc R . .
H3E H 1.0708 0.0919 0.1736 0.133 Uiso 1 1 calc R . .
C4 C 0.7431(11) 0.0971(5) 0.0841(6) 0.080(3) Uani 1 1 d . . .
H4A H 0.6289 0.1179 0.0666 0.120 Uiso 1 1 calc R . .
H4B H 0.7308 0.0497 0.0749 0.120 Uiso 1 1 calc R . .
H4C H 0.8192 0.1145 0.0442 0.120 Uiso 1 1 calc R . .
C5 C 0.6852(14) 0.2170(5) 0.3795(7) 0.103(4) Uani 1 1 d . . .
H5A H 0.6786 0.2649 0.3785 0.154 Uiso 1 1 calc R . .
H5B H 0.8070 0.2033 0.3940 0.154 Uiso 1 1 calc R . .
H5C H 0.6266 0.2000 0.4282 0.154 Uiso 1 1 calc R . .
C6 C 0.4093(12) 0.2111(4) 0.2584(7) 0.089(3) Uani 1 1 d . . .
H6A H 0.3493 0.1956 0.3073 0.134 Uiso 1 1 calc R . .
H6B H 0.3542 0.1923 0.1969 0.134 Uiso 1 1 calc R . .
H6C H 0.4025 0.2590 0.2547 0.134 Uiso 1 1 calc R . .
C7 C 0.4715(12) -0.0430(4) 0.2474(6) 0.063(2) Uani 1 1 d . . .
H7 H 0.4810 -0.0912 0.2597 0.075 Uiso 1 1 calc R . .
C8 C 0.3952(11) -0.0106(4) 0.3234(6) 0.053(2) Uani 1 1 d . . .
C9 C 0.4503(10) 0.0557(4) 0.3481(5) 0.045(2) Uani 1 1 d . . .
C10 C 0.3861(9) 0.0865(4) 0.4211(5) 0.052(2) Uani 1 1 d . . .
H10 H 0.4229 0.1296 0.4398 0.062 Uiso 1 1 calc R . .
C11 C 0.2678(10) 0.0544(4) 0.4673(6) 0.048(2) Uani 1 1 d . . .
C12 C 0.2185(16) 0.1502(5) 0.5604(7) 0.105(4) Uani 1 1 d . . .
H12A H 0.3412 0.1627 0.5733 0.158 Uiso 1 1 calc R . .
H12B H 0.1684 0.1616 0.6151 0.158 Uiso 1 1 calc R . .
H12C H 0.1565 0.1736 0.5041 0.158 Uiso 1 1 calc R . .
C13 C 0.2112(11) -0.0094(5) 0.4410(6) 0.062(2) Uani 1 1 d . . .
H13 H 0.1330 -0.0312 0.4725 0.075 Uiso 1 1 calc R . .
C14 C 0.2718(11) -0.0404(4) 0.3677(6) 0.064(3) Uani 1 1 d . . .
H14 H 0.2287 -0.0825 0.3473 0.077 Uiso 1 1 calc R . .
C15 C 0.3750(13) -0.0312(5) 0.1449(7) 0.099(4) Uani 1 1 d . . .
H15A H 0.3465 0.0153 0.1360 0.148 Uiso 1 1 calc R . .
H15B H 0.2680 -0.0571 0.1320 0.148 Uiso 1 1 calc R . .
H15C H 0.4489 -0.0444 0.1012 0.148 Uiso 1 1 calc R . .
P1 P 0.1659(4) 0.34359(13) 0.4154(2) 0.0747(8) Uani 1 1 d . . .
F1 F 0.1323(9) 0.2709(3) 0.3802(5) 0.138(3) Uani 1 1 d . . .
F2 F 0.1927(17) 0.4158(4) 0.4393(9) 0.264(6) Uani 1 1 d . . .
F3 F -0.0233(12) 0.3596(5) 0.3851(9) 0.238(5) Uani 1 1 d . . .
F4 F 0.3481(10) 0.3195(6) 0.4554(8) 0.244(6) Uani 1 1 d . . .
F5 F 0.220(2) 0.3571(4) 0.3226(8) 0.259(7) Uani 1 1 d . . .
F6 F 0.1310(19) 0.3288(5) 0.5118(7) 0.265(6) 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 .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -.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
C9 Pd1 N3 80.0(3) . . ?
C9 Pd1 N1 99.8(3) . . ?
N3 Pd1 N1 177.0(3) . . ?
C9 Pd1 N2 174.3(3) . . ?
N3 Pd1 N2 94.9(2) . . ?
N1 Pd1 N2 85.2(2) . . ?
C11 O1 C12 118.6(6) . . ?
C5 N1 C6 110.8(7) . . ?
C5 N1 C1 108.7(7) . . ?
C6 N1 C1 107.7(7) . . ?
C5 N1 Pd1 111.9(6) . . ?
C6 N1 Pd1 113.0(5) . . ?
C1 N1 Pd1 104.4(5) . . ?
C4 N2 C2 111.0(7) . . ?
C4 N2 C3 108.3(7) . . ?
C2 N2 C3 107.8(7) . . ?
C4 N2 Pd1 109.4(5) . . ?
C2 N2 Pd1 105.1(5) . . ?
C3 N2 Pd1 115.2(5) . . ?
C7 N3 Pd1 107.7(5) . . ?
C7 N3 H3A 110.2 . . ?
Pd1 N3 H3A 110.2 . . ?
C7 N3 H3B 110.2 . . ?
Pd1 N3 H3B 110.2 . . ?
H3A N3 H3B 108.5 . . ?
C2 C1 N1 113.8(8) . . ?
C2 C1 H1A 108.8 . . ?
N1 C1 H1A 108.8 . . ?
C2 C1 H1B 108.8 . . ?
N1 C1 H1B 108.8 . . ?
H1A C1 H1B 107.7 . . ?
N2 C2 C1 109.5(8) . . ?
N2 C2 H2A 109.8 . . ?
C1 C2 H2A 109.8 . . ?
N2 C2 H2B 109.8 . . ?
C1 C2 H2B 109.8 . . ?
H2A C2 H2B 108.2 . . ?
N2 C3 H3C 109.5 . . ?
N2 C3 H3D 109.5 . . ?
H3C C3 H3D 109.5 . . ?
N2 C3 H3E 109.5 . . ?
H3C C3 H3E 109.5 . . ?
H3D C3 H3E 109.5 . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 N3 104.6(7) . . ?
C8 C7 C15 115.9(8) . . ?
N3 C7 C15 108.4(7) . . ?
C8 C7 H7 109.2 . . ?
N3 C7 H7 109.2 . . ?
C15 C7 H7 109.2 . . ?
C14 C8 C9 119.7(8) . . ?
C14 C8 C7 123.9(8) . . ?
C9 C8 C7 116.4(7) . . ?
C10 C9 C8 117.8(7) . . ?
C10 C9 Pd1 130.2(6) . . ?
C8 C9 Pd1 111.8(5) . . ?
C9 C10 C11 121.3(8) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C13 C11 C10 120.5(8) . . ?
C13 C11 O1 115.1(7) . . ?
C10 C11 O1 124.4(8) . . ?
O1 C12 H12A 109.5 . . ?
O1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C11 119.0(8) . . ?
C14 C13 H13 120.5 . . ?
C11 C13 H13 120.5 . . ?
C13 C14 C8 121.6(8) . . ?
C13 C14 H14 119.2 . . ?
C8 C14 H14 119.2 . . ?
C7 C15 H15A 109.5 . . ?
C7 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C7 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
F3 P1 F6 87.1(7) . . ?
F3 P1 F5 98.6(8) . . ?
F6 P1 F5 174.3(8) . . ?
F3 P1 F4 171.2(7) . . ?
F6 P1 F4 85.6(7) . . ?
F5 P1 F4 88.7(7) . . ?
F3 P1 F2 86.4(6) . . ?
F6 P1 F2 91.7(6) . . ?
F5 P1 F2 88.4(5) . . ?
F4 P1 F2 98.8(7) . . ?
F3 P1 F1 91.2(5) . . ?
F6 P1 F1 93.2(5) . . ?
F5 P1 F1 87.0(4) . . ?
F4 P1 F1 84.2(5) . . ?
F2 P1 F1 174.4(6) . . ?
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 C9 2.003(7) . ?
Pd1 N3 2.039(6) . ?
Pd1 N1 2.092(7) . ?
Pd1 N2 2.163(6) . ?
O1 C11 1.391(8) . ?
O1 C12 1.399(9) . ?
N1 C5 1.483(10) . ?
N1 C6 1.483(10) . ?
N1 C1 1.500(10) . ?
N2 C4 1.475(9) . ?
N2 C2 1.482(10) . ?
N2 C3 1.483(9) . ?
N3 C7 1.490(9) . ?
N3 H3A 0.9000 . ?
N3 H3B 0.9000 . ?
C1 C2 1.483(11) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3C 0.9600 . ?
C3 H3D 0.9600 . ?
C3 H3E 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.477(10) . ?
C7 C15 1.500(11) . ?
C7 H7 0.9800 . ?
C8 C14 1.379(10) . ?
C8 C9 1.414(10) . ?
C9 C10 1.379(9) . ?
C10 C11 1.384(9) . ?
C10 H10 0.9300 . ?
C11 C13 1.377(10) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.368(10) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
P1 F3 1.470(9) . ?
P1 F6 1.470(8) . ?
P1 F5 1.478(8) . ?
P1 F4 1.484(8) . ?
P1 F2 1.490(7) . ?
P1 F1 1.542(6) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 Pd1 N1 C5 78.0(6) . . . . ?
N3 Pd1 N1 C5 162(4) . . . . ?
N2 Pd1 N1 C5 -104.9(6) . . . . ?
C9 Pd1 N1 C6 -47.9(6) . . . . ?
N3 Pd1 N1 C6 36(5) . . . . ?
N2 Pd1 N1 C6 129.3(6) . . . . ?
C9 Pd1 N1 C1 -164.7(6) . . . . ?
N3 Pd1 N1 C1 -80(5) . . . . ?
N2 Pd1 N1 C1 12.5(6) . . . . ?
C9 Pd1 N2 C4 45(3) . . . . ?
N3 Pd1 N2 C4 71.6(6) . . . . ?
N1 Pd1 N2 C4 -105.3(6) . . . . ?
C9 Pd1 N2 C2 165(3) . . . . ?
N3 Pd1 N2 C2 -169.1(6) . . . . ?
N1 Pd1 N2 C2 13.9(6) . . . . ?
C9 Pd1 N2 C3 -77(3) . . . . ?
N3 Pd1 N2 C3 -50.6(6) . . . . ?
N1 Pd1 N2 C3 132.5(6) . . . . ?
C9 Pd1 N3 C7 37.3(5) . . . . ?
N1 Pd1 N3 C7 -48(5) . . . . ?
N2 Pd1 N3 C7 -140.1(5) . . . . ?
C5 N1 C1 C2 80.2(10) . . . . ?
C6 N1 C1 C2 -159.7(8) . . . . ?
Pd1 N1 C1 C2 -39.3(9) . . . . ?
C4 N2 C2 C1 79.8(9) . . . . ?
C3 N2 C2 C1 -161.7(8) . . . . ?
Pd1 N2 C2 C1 -38.4(9) . . . . ?
N1 C1 C2 N2 55.0(11) . . . . ?
Pd1 N3 C7 C8 -46.1(7) . . . . ?
Pd1 N3 C7 C15 78.1(7) . . . . ?
N3 C7 C8 C14 -150.1(8) . . . . ?
C15 C7 C8 C14 90.7(10) . . . . ?
N3 C7 C8 C9 32.2(10) . . . . ?
C15 C7 C8 C9 -87.1(10) . . . . ?
C14 C8 C9 C10 4.3(12) . . . . ?
C7 C8 C9 C10 -177.8(7) . . . . ?
C14 C8 C9 Pd1 179.6(6) . . . . ?
C7 C8 C9 Pd1 -2.5(9) . . . . ?
N3 Pd1 C9 C10 155.1(8) . . . . ?
N1 Pd1 C9 C10 -28.0(8) . . . . ?
N2 Pd1 C9 C10 -178(2) . . . . ?
N3 Pd1 C9 C8 -19.5(6) . . . . ?
N1 Pd1 C9 C8 157.4(6) . . . . ?
N2 Pd1 C9 C8 7(3) . . . . ?
C8 C9 C10 C11 -1.7(11) . . . . ?
Pd1 C9 C10 C11 -176.0(6) . . . . ?
C9 C10 C11 C13 0.0(12) . . . . ?
C9 C10 C11 O1 177.3(7) . . . . ?
C12 O1 C11 C13 -164.9(8) . . . . ?
C12 O1 C11 C10 17.7(12) . . . . ?
C10 C11 C13 C14 -0.9(12) . . . . ?
O1 C11 C13 C14 -178.4(7) . . . . ?
C11 C13 C14 C8 3.6(13) . . . . ?
C9 C8 C14 C13 -5.4(13) . . . . ?
C7 C8 C14 C13 176.9(8) . . . . ?
