#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:51:55 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180158 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/54/7105472.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_7105472
loop_
_publ_author_name
'Jothibasu, Ramasamy'
'Huynh, Han Vinh'
_publ_section_title
;
 Versatile coordination chemistry of indazole-derived carbenes.
;
_journal_issue                   17
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              2986
_journal_page_last               2988
_journal_paper_doi               10.1039/b925977e
_journal_volume                  46
_journal_year                    2010
_chemical_formula_sum            'C31 H25 F6 N2 O4 P Pd'
_chemical_formula_weight         740.90
_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                107.8900(10)
_cell_angle_beta                 100.5030(10)
_cell_angle_gamma                96.7700(10)
_cell_formula_units_Z            2
_cell_length_a                   9.4768(5)
_cell_length_b                   11.0752(6)
_cell_length_c                   15.6695(9)
_cell_measurement_reflns_used    5987
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.22
_cell_volume                     1512.08(14)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0241
_diffrn_reflns_av_sigmaI/netI    0.0279
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18022
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.40
_exptl_absorpt_coefficient_mu    0.743
_exptl_absorpt_correction_T_max  0.8656
_exptl_absorpt_correction_T_min  0.6809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2001)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_description       Block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.792
_refine_diff_density_min         -0.723
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     418
_refine_ls_number_reflns         6920
_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      1.134
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0287
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0362P)²+1.0562P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0734
_refine_ls_wR_factor_ref         0.0744
_reflns_number_gt                6613
_reflns_number_total             6920
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b925977e.txt
_cod_data_source_block           8631
_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 'Multi-scan' 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.

'_refine_ls_hydrogen_treatment' value 'Constr' changed to
'constr' 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               7105472
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 0.196606(16) 0.464857(14) 0.181680(10) 0.02061(6) Uani 1 1 d . . .
P1 P 0.11448(6) 0.49343(5) 0.31068(4) 0.02279(11) Uani 1 1 d . . .
O1 O 0.25768(18) 0.43800(16) 0.05612(11) 0.0305(3) Uani 1 1 d . . .
O2 O 0.3793(2) 0.27935(19) 0.06631(13) 0.0398(4) Uani 1 1 d . . .
O3 O 0.36961(17) 0.62074(15) 0.25057(11) 0.0295(3) Uani 1 1 d . . .
O4 O 0.2768(2) 0.75194(17) 0.17967(12) 0.0376(4) Uani 1 1 d . . .
N1 N -0.0818(2) 0.28971(18) 0.07451(12) 0.0264(4) Uani 1 1 d . . .
N2 N -0.1593(2) 0.16638(19) 0.05022(13) 0.0310(4) Uani 1 1 d . . .
F1 F 0.4649(10) 0.4031(14) -0.0750(8) 0.0561(8) Uani 0.160(6) 1 d PD A 1
F2 F 0.3647(19) 0.2109(7) -0.1010(12) 0.1179(15) Uani 0.160(6) 1 d PDU A 1
F3 F 0.2360(11) 0.3432(15) -0.1290(9) 0.0644(8) Uani 0.160(6) 1 d PD A 1
F1A F 0.4011(3) 0.4434(2) -0.08166(15) 0.0561(8) Uani 0.840(6) 1 d PD A 2
F2A F 0.4325(5) 0.2514(4) -0.0973(2) 0.1179(15) Uani 0.840(6) 1 d PDU A 2
F3A F 0.2200(2) 0.2927(3) -0.13080(16) 0.0644(8) Uani 0.840(6) 1 d PD A 2
F4 F 0.62356(18) 0.79064(19) 0.30600(14) 0.0591(5) Uani 1 1 d . . .
F5 F 0.4742(2) 0.88216(19) 0.37928(12) 0.0635(5) Uani 1 1 d . . .
F6 F 0.5184(2) 0.92876(17) 0.26240(14) 0.0620(5) Uani 1 1 d . . .
C1 C 0.0522(2) 0.3042(2) 0.12582(14) 0.0234(4) Uani 1 1 d . . .
C2 C -0.0708(2) 0.0990(2) 0.08764(15) 0.0286(4) Uani 1 1 d . . .
C3 C -0.0980(3) -0.0297(2) 0.08533(18) 0.0385(6) Uani 1 1 d . . .
H18 H -0.1881 -0.0850 0.0541 0.046 Uiso 1 1 calc R . .
C4 C 0.0143(3) -0.0699(2) 0.1312(2) 0.0425(6) Uani 1 1 d . . .
H4 H 0.0000 -0.1554 0.1310 0.051 Uiso 1 1 calc R . .
C5 C 0.1500(3) 0.0112(3) 0.17867(19) 0.0394(6) Uani 1 1 d . . .
H5 H 0.2233 -0.0208 0.2096 0.047 Uiso 1 1 calc R . .
C6 C 0.1763(3) 0.1361(2) 0.18015(16) 0.0305(5) Uani 1 1 d . . .
H6 H 0.2674 0.1901 0.2110 0.037 Uiso 1 1 calc R . .
C7 C 0.0639(2) 0.1817(2) 0.13445(14) 0.0248(4) Uani 1 1 d . . .
C8 C -0.1477(3) 0.3862(3) 0.04359(17) 0.0385(6) Uani 1 1 d . . .
H24A H -0.0810 0.4686 0.0700 0.058 Uiso 1 1 calc R . .
H24B H -0.2383 0.3946 0.0634 0.058 Uiso 1 1 calc R . .
H24C H -0.1675 0.3594 -0.0231 0.058 Uiso 1 1 calc R . .
C9 C -0.3118(3) 0.1273(3) -0.00019(18) 0.0419(6) Uani 1 1 d . . .
H29A H -0.3431 0.0356 -0.0132 0.063 Uiso 1 1 calc R . .
H29B H -0.3219 0.1451 -0.0577 0.063 Uiso 1 1 calc R . .
H29C H -0.3717 0.1752 0.0367 0.063 Uiso 1 1 calc R . .
C10 C 0.3291(2) 0.3504(2) 0.02870(15) 0.0273(4) Uani 1 1 d . A .
C11 C 0.3480(2) 0.3331(2) -0.07023(17) 0.0380(5) Uani 1 1 d D . .
C12 C 0.3671(2) 0.7246(2) 0.23315(15) 0.0274(4) Uani 1 1 d . . .
C13 C 0.4977(3) 0.8322(3) 0.29491(18) 0.0386(6) Uani 1 1 d . . .
C1A C -0.0761(2) 0.4213(2) 0.29346(15) 0.0288(5) Uani 1 1 d . . .
C2A C -0.1866(3) 0.4891(3) 0.27532(17) 0.0366(5) Uani 1 1 d . . .
H2A H -0.1621 0.5764 0.2811 0.044 Uiso 1 1 calc R . .
C3A C -0.3320(3) 0.4290(3) 0.2489(2) 0.0480(7) Uani 1 1 d . . .
H3A H -0.4055 0.4756 0.2369 0.058 Uiso 1 1 calc R . .
C4A C -0.3688(3) 0.3015(4) 0.24024(19) 0.0516(8) Uani 1 1 d . . .
H4A H -0.4674 0.2604 0.2210 0.062 Uiso 1 1 calc R . .
C5A C -0.2611(3) 0.2332(3) 0.25980(18) 0.0445(6) Uani 1 1 d . . .
H5A H -0.2871 0.1465 0.2552 0.053 Uiso 1 1 calc R . .
C6A C -0.1146(3) 0.2924(3) 0.28620(16) 0.0351(5) Uani 1 1 d . . .
H6A H -0.0418 0.2456 0.2991 0.042 Uiso 1 1 calc R . .
C1B C 0.2199(2) 0.4239(2) 0.38583(14) 0.0265(4) Uani 1 1 d . . .
C2B C 0.1673(3) 0.3876(3) 0.45348(17) 0.0370(5) Uani 1 1 d . . .
H2B H 0.0755 0.4032 0.4640 0.044 Uiso 1 1 calc R . .
C3B C 0.2504(4) 0.3284(3) 0.50539(19) 0.0488(7) Uani 1 1 d . . .
H3B H 0.2142 0.3028 0.5504 0.059 Uiso 1 1 calc R . .
C4B C 0.3859(4) 0.3072(3) 0.4910(2) 0.0556(8) Uani 1 1 d . . .
H4B H 0.4420 0.2671 0.5262 0.067 Uiso 1 1 calc R . .
C5B C 0.4395(3) 0.3444(3) 0.4253(2) 0.0502(7) Uani 1 1 d . . .
H5B H 0.5320 0.3297 0.4158 0.060 Uiso 1 1 calc R . .
C6B C 0.3576(3) 0.4035(3) 0.37315(16) 0.0347(5) Uani 1 1 d . . .
H6B H 0.3953 0.4299 0.3289 0.042 Uiso 1 1 calc R . .
C1C C 0.1297(2) 0.6635(2) 0.37515(15) 0.0282(4) Uani 1 1 d . . .
C2C C 0.1810(3) 0.7132(3) 0.47027(17) 0.0367(5) Uani 1 1 d . . .
H2C H 0.2080 0.6582 0.5032 0.044 Uiso 1 1 calc R . .
C3C C 0.1923(4) 0.8443(3) 0.5168(2) 0.0508(7) Uani 1 1 d . . .
H3C H 0.2280 0.8779 0.5811 0.061 Uiso 1 1 calc R . .
C4C C 0.1515(4) 0.9248(3) 0.4691(2) 0.0545(8) Uani 1 1 d . . .
H4C H 0.1594 1.0133 0.5009 0.065 Uiso 1 1 calc R . .
C5C C 0.0992(4) 0.8764(3) 0.3749(2) 0.0514(7) Uani 1 1 d . . .
H5C H 0.0702 0.9316 0.3427 0.062 Uiso 1 1 calc R . .
C6C C 0.0894(3) 0.7465(3) 0.32774(18) 0.0392(6) Uani 1 1 d . . .
H6C H 0.0555 0.7141 0.2633 0.047 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'
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'
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
C1 Pd1 O3 171.49(7) . . ?
C1 Pd1 O1 90.29(7) . . ?
O3 Pd1 O1 91.73(6) . . ?
C1 Pd1 P1 87.52(6) . . ?
O3 Pd1 P1 90.96(5) . . ?
O1 Pd1 P1 175.78(5) . . ?
C1B P1 C1C 107.35(10) . . ?
C1B P1 C1A 106.08(11) . . ?
C1C P1 C1A 105.38(11) . . ?
C1B P1 Pd1 110.35(7) . . ?
C1C P1 Pd1 111.83(7) . . ?
C1A P1 Pd1 115.36(7) . . ?
C10 O1 Pd1 118.95(14) . . ?
C12 O3 Pd1 119.07(14) . . ?
C1 N1 N2 111.96(18) . . ?
C1 N1 C8 127.8(2) . . ?
N2 N1 C8 120.23(19) . . ?
C2 N2 N1 107.00(18) . . ?
C2 N2 C9 129.7(2) . . ?
N1 N2 C9 123.1(2) . . ?
N1 C1 C7 105.73(18) . . ?
N1 C1 Pd1 126.27(16) . . ?
C7 C1 Pd1 127.94(16) . . ?
N2 C2 C7 108.1(2) . . ?
N2 C2 C3 130.0(2) . . ?
C7 C2 C3 121.9(2) . . ?
C4 C3 C2 116.2(2) . . ?
C3 C4 C5 123.0(2) . . ?
C6 C5 C4 120.6(2) . . ?
C5 C6 C7 118.4(2) . . ?
C6 C7 C2 120.0(2) . . ?
C6 C7 C1 132.8(2) . . ?
C2 C7 C1 107.16(19) . . ?
O2 C10 O1 130.2(2) . . ?
O2 C10 C11 117.9(2) . . ?
O1 C10 C11 111.87(19) . . ?
F1 C11 F2A 75.0(7) . . ?
F1 C11 F3 108.5(4) . . ?
F2A C11 F3 120.7(9) . . ?
F1 C11 F3A 127.7(6) . . ?
F2A C11 F3A 107.8(2) . . ?
F3 C11 F3A 24.2(6) . . ?
F1 C11 F2 106.5(4) . . ?
F2A C11 F2 31.8(7) . . ?
F3 C11 F2 106.0(4) . . ?
F3A C11 F2 85.3(7) . . ?
F1 C11 F1A 35.3(6) . . ?
F2A C11 F1A 107.1(2) . . ?
F3 C11 F1A 79.7(6) . . ?
F3A C11 F1A 103.2(2) . . ?
F2 C11 F1A 135.6(7) . . ?
F1 C11 C10 115.1(6) . . ?
F2A C11 C10 113.2(2) . . ?
F3 C11 C10 116.9(7) . . ?
F3A C11 C10 111.1(2) . . ?
F2 C11 C10 102.8(8) . . ?
F1A C11 C10 113.8(2) . . ?
O4 C12 O3 130.1(2) . . ?
O4 C12 C13 117.7(2) . . ?
O3 C12 C13 112.1(2) . . ?
F6 C13 F4 106.8(2) . . ?
F6 C13 F5 107.2(2) . . ?
F4 C13 F5 106.4(2) . . ?
F6 C13 C12 112.6(2) . . ?
F4 C13 C12 113.5(2) . . ?
F5 C13 C12 109.9(2) . . ?
C6A C1A C2A 118.8(2) . . ?
C6A C1A P1 120.48(18) . . ?
C2A C1A P1 120.15(19) . . ?
C3A C2A C1A 120.8(3) . . ?
C4A C3A C2A 120.0(3) . . ?
C3A C4A C5A 120.2(3) . . ?
C4A C5A C6A 120.4(3) . . ?
C5A C6A C1A 119.8(3) . . ?
C6B C1B C2B 119.1(2) . . ?
C6B C1B P1 117.94(17) . . ?
C2B C1B P1 122.89(18) . . ?
C3B C2B C1B 120.0(2) . . ?
C4B C3B C2B 120.0(3) . . ?
C5B C4B C3B 120.3(3) . . ?
C4B C5B C6B 120.1(3) . . ?
C5B C6B C1B 120.3(2) . . ?
C2C C1C C6C 119.1(2) . . ?
C2C C1C P1 121.85(19) . . ?
C6C C1C P1 119.04(18) . . ?
C1C C2C C3C 120.0(3) . . ?
C4C C3C C2C 120.2(3) . . ?
C3C C4C C5C 120.3(3) . . ?
C4C C5C C6C 120.0(3) . . ?
C5C C6C C1C 120.4(3) . . ?
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 1.959(2) . ?
Pd1 O3 2.0919(16) . ?
Pd1 O1 2.0953(15) . ?
Pd1 P1 2.2429(5) . ?
P1 C1B 1.813(2) . ?
P1 C1C 1.818(2) . ?
P1 C1A 1.822(2) . ?
O1 C10 1.260(3) . ?
O2 C10 1.210(3) . ?
O3 C12 1.263(3) . ?
O4 C12 1.217(3) . ?
N1 C1 1.336(3) . ?
N1 N2 1.376(3) . ?
N1 C8 1.460(3) . ?
N2 C2 1.357(3) . ?
N2 C9 1.458(3) . ?
F1 C11 1.303(4) . ?
F2 C11 1.330(4) . ?
F3 C11 1.312(4) . ?
F1A C11 1.342(3) . ?
F2A C11 1.303(3) . ?
F3A C11 1.328(3) . ?
F4 C13 1.330(3) . ?
F5 C13 1.338(3) . ?
F6 C13 1.328(3) . ?
C1 C7 1.418(3) . ?
C2 C7 1.406(3) . ?
C2 C3 1.406(3) . ?
C3 C4 1.370(4) . ?
C4 C5 1.408(4) . ?
C5 C6 1.370(3) . ?
C6 C7 1.405(3) . ?
C10 C11 1.549(3) . ?
C12 C13 1.548(3) . ?
C1A C6A 1.396(4) . ?
C1A C2A 1.396(3) . ?
C2A C3A 1.386(4) . ?
C3A C4A 1.373(5) . ?
C4A C5A 1.385(5) . ?
C5A C6A 1.392(3) . ?
C1B C6B 1.389(3) . ?
C1B C2B 1.393(3) . ?
C2B C3B 1.389(4) . ?
C3B C4B 1.379(5) . ?
C4B C5B 1.374(5) . ?
C5B C6B 1.384(3) . ?
C1C C2C 1.389(3) . ?
C1C C6C 1.393(3) . ?
C2C C3C 1.392(4) . ?
C3C C4C 1.375(5) . ?
C4C C5C 1.377(4) . ?
C5C C6C 1.384(4) . ?
