#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:51:55 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180158 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/54/7105471.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_7105471
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            'C29 H29 I2 N2 P Pd'
_chemical_formula_weight         796.71
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 99.776(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.4399(10)
_cell_length_b                   15.6813(14)
_cell_length_c                   16.1726(14)
_cell_measurement_reflns_used    3404
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      24.27
_cell_measurement_theta_min      2.38
_cell_volume                     2859.1(4)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0511
_diffrn_reflns_av_sigmaI/netI    0.0585
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19912
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.82
_exptl_absorpt_coefficient_mu    2.885
_exptl_absorpt_correction_T_max  0.8459
_exptl_absorpt_correction_T_min  0.5443
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2001)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.851
_exptl_crystal_description       Block
_exptl_crystal_F_000             1536
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.391
_refine_diff_density_min         -1.437
_refine_diff_density_rms         0.166
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         6546
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0521
_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)+(0.0474P)²+8.8297P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1156
_refine_ls_wR_factor_ref         0.1216
_reflns_number_gt                5444
_reflns_number_total             6546
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b925977e.txt
_cod_data_source_block           8603
_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.

'_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.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7105471
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.15320(4) 0.18404(3) 0.67758(3) 0.01740(11) Uani 1 1 d . . .
I1 I 0.16953(4) 0.09252(3) 0.81530(3) 0.03485(13) Uani 1 1 d . . .
I2 I 0.33567(4) 0.10486(3) 0.63054(3) 0.03652(13) Uani 1 1 d . . .
P1 P 0.12123(12) 0.26394(9) 0.55800(9) 0.0176(3) Uani 1 1 d . . .
N1 N 0.0297(4) 0.3122(3) 0.7648(3) 0.0241(11) Uani 1 1 d . . .
N2 N -0.0798(4) 0.3406(3) 0.7805(3) 0.0296(12) Uani 1 1 d . . .
C1 C 0.0184(5) 0.2428(4) 0.7171(3) 0.0203(11) Uani 1 1 d . . .
C2 C -0.1049(5) 0.2247(4) 0.6993(4) 0.0253(13) Uani 1 1 d . . .
C3 C -0.1723(6) 0.1631(5) 0.6500(5) 0.0375(16) Uani 1 1 d . . .
H3 H -0.1354 0.1200 0.6233 0.045 Uiso 1 1 calc R . .
C4 C -0.2932(7) 0.1670(5) 0.6413(6) 0.051(2) Uani 1 1 d . . .
H4 H -0.3398 0.1262 0.6082 0.061 Uiso 1 1 calc R . .
C5 C -0.3482(6) 0.2311(6) 0.6811(6) 0.052(2) Uani 1 1 d . . .
H5 H -0.4315 0.2319 0.6742 0.062 Uiso 1 1 calc R . .
C6 C -0.2860(6) 0.2919(5) 0.7291(5) 0.0414(18) Uani 1 1 d . . .
H6 H -0.3246 0.3348 0.7548 0.050 Uiso 1 1 calc R . .
C7 C -0.1623(5) 0.2884(4) 0.7392(4) 0.0292(14) Uani 1 1 d . . .
C8 C 0.1400(6) 0.3536(4) 0.8053(4) 0.0315(14) Uani 1 1 d . . .
H8A H 0.1336 0.4152 0.7950 0.038 Uiso 1 1 calc R . .
H8B H 0.2060 0.3323 0.7796 0.038 Uiso 1 1 calc R . .
C9 C 0.1674(7) 0.3380(5) 0.8989(4) 0.0433(18) Uani 1 1 d . . .
H9A H 0.1086 0.3665 0.9259 0.065 Uiso 1 1 calc R . .
H9B H 0.2455 0.3604 0.9211 0.065 Uiso 1 1 calc R . .
H9C H 0.1657 0.2773 0.9098 0.065 Uiso 1 1 calc R . .
C10 C -0.1017(6) 0.4247(4) 0.8158(5) 0.0370(16) Uani 1 1 d . . .
H10A H -0.1634 0.4542 0.7767 0.044 Uiso 1 1 calc R . .
H10B H -0.0290 0.4588 0.8209 0.044 Uiso 1 1 calc R . .
C11 C -0.1393(9) 0.4195(5) 0.8995(6) 0.062(3) Uani 1 1 d . . .
H11A H -0.2133 0.3883 0.8944 0.093 Uiso 1 1 calc R . .
H11B H -0.1502 0.4766 0.9200 0.093 Uiso 1 1 calc R . .
H11C H -0.0787 0.3903 0.9386 0.093 Uiso 1 1 calc R . .
C1A C 0.0233(5) 0.3552(4) 0.5641(3) 0.0211(12) Uani 1 1 d . . .
C2A C 0.0693(6) 0.4308(4) 0.6014(4) 0.0282(13) Uani 1 1 d . . .
H2A H 0.1519 0.4377 0.6156 0.034 Uiso 1 1 calc R . .
C3A C -0.0051(7) 0.4959(4) 0.6179(5) 0.0428(18) Uani 1 1 d . . .
H3A H 0.0265 0.5459 0.6450 0.051 Uiso 1 1 calc R . .
C4A C -0.1248(7) 0.4869(5) 0.5945(5) 0.047(2) Uani 1 1 d . . .
H4A H -0.1754 0.5314 0.6049 0.057 Uiso 1 1 calc R . .
C5A C -0.1727(6) 0.4133(5) 0.5558(4) 0.0416(19) Uani 1 1 d . . .
H5A H -0.2552 0.4082 0.5393 0.050 Uiso 1 1 calc R . .
C6A C -0.0991(5) 0.3477(4) 0.5415(4) 0.0287(13) Uani 1 1 d . . .
H6A H -0.1318 0.2972 0.5162 0.034 Uiso 1 1 calc R . .
C1B C 0.0497(5) 0.2054(4) 0.4661(4) 0.0201(11) Uani 1 1 d . . .
C2B C -0.0028(5) 0.2485(4) 0.3940(4) 0.0268(13) Uani 1 1 d . . .
H2B H -0.0046 0.3084 0.3935 0.032 Uiso 1 1 calc R . .
C3B C -0.0523(5) 0.2036(4) 0.3230(4) 0.0288(14) Uani 1 1 d . . .
H3B H -0.0877 0.2329 0.2744 0.035 Uiso 1 1 calc R . .
C4B C -0.0496(6) 0.1152(4) 0.3237(4) 0.0320(15) Uani 1 1 d . . .
H4B H -0.0833 0.0846 0.2755 0.038 Uiso 1 1 calc R . .
C5B C 0.0015(6) 0.0724(4) 0.3938(4) 0.0337(15) Uani 1 1 d . . .
H5B H 0.0028 0.0125 0.3937 0.040 Uiso 1 1 calc R . .
C6B C 0.0515(5) 0.1163(4) 0.4650(4) 0.0267(13) Uani 1 1 d . . .
H6B H 0.0869 0.0862 0.5130 0.032 Uiso 1 1 calc R . .
C1C C 0.2556(5) 0.3100(4) 0.5289(4) 0.0207(11) Uani 1 1 d . . .
C2C C 0.2799(5) 0.3070(4) 0.4469(4) 0.0260(13) Uani 1 1 d . . .
H2C H 0.2268 0.2798 0.4043 0.031 Uiso 1 1 calc R . .
C3C C 0.3822(6) 0.3443(4) 0.4287(4) 0.0319(15) Uani 1 1 d . . .
H3C H 0.3987 0.3417 0.3738 0.038 Uiso 1 1 calc R . .
C4C C 0.4598(6) 0.3850(4) 0.4904(4) 0.0345(15) Uani 1 1 d . . .
H4C H 0.5279 0.4116 0.4771 0.041 Uiso 1 1 calc R . .
C5C C 0.4380(6) 0.3868(4) 0.5720(5) 0.0353(16) Uani 1 1 d . . .
H5C H 0.4921 0.4136 0.6143 0.042 Uiso 1 1 calc R . .
C6C C 0.3361(5) 0.3490(4) 0.5911(4) 0.0280(13) Uani 1 1 d . . .
H6C H 0.3217 0.3500 0.6466 0.034 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'
I I -0.4742 1.8119 '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 P1 89.82(16) . . ?
C1 Pd1 I1 85.87(16) . . ?
P1 Pd1 I1 174.89(4) . . ?
C1 Pd1 I2 178.00(16) . . ?
P1 Pd1 I2 91.99(4) . . ?
I1 Pd1 I2 92.368(19) . . ?
C1B P1 C1C 105.7(3) . . ?
C1B P1 C1A 104.1(3) . . ?
C1C P1 C1A 104.7(3) . . ?
C1B P1 Pd1 113.60(19) . . ?
C1C P1 Pd1 114.43(18) . . ?
C1A P1 Pd1 113.29(18) . . ?
C1 N1 N2 111.4(5) . . ?
C1 N1 C8 127.8(5) . . ?
N2 N1 C8 120.6(5) . . ?
C7 N2 N1 107.1(5) . . ?
C7 N2 C10 126.0(5) . . ?
N1 N2 C10 124.9(5) . . ?
N1 C1 C2 106.1(5) . . ?
N1 C1 Pd1 124.1(4) . . ?
C2 C1 Pd1 129.7(4) . . ?
C3 C2 C7 119.7(6) . . ?
C3 C2 C1 133.4(6) . . ?
C7 C2 C1 106.8(6) . . ?
C4 C3 C2 118.6(7) . . ?
C3 C4 C5 120.7(8) . . ?
C6 C5 C4 122.4(7) . . ?
C5 C6 C7 117.6(7) . . ?
N2 C7 C6 130.4(6) . . ?
N2 C7 C2 108.6(5) . . ?
C6 C7 C2 120.9(6) . . ?
N1 C8 C9 113.0(6) . . ?
N2 C10 C11 113.3(6) . . ?
C6A C1A C2A 118.4(5) . . ?
C6A C1A P1 121.2(5) . . ?
C2A C1A P1 119.9(5) . . ?
C3A C2A C1A 120.8(6) . . ?
C4A C3A C2A 119.4(7) . . ?
C3A C4A C5A 121.0(7) . . ?
C6A C5A C4A 119.7(7) . . ?
C5A C6A C1A 120.7(7) . . ?
C2B C1B C6B 118.7(5) . . ?
C2B C1B P1 120.6(4) . . ?
C6B C1B P1 120.6(4) . . ?
C3B C2B C1B 120.3(6) . . ?
C2B C3B C4B 119.8(6) . . ?
C5B C4B C3B 120.4(6) . . ?
C4B C5B C6B 120.5(6) . . ?
C5B C6B C1B 120.3(6) . . ?
C6C C1C C2C 119.1(5) . . ?
C6C C1C P1 118.2(4) . . ?
C2C C1C P1 122.7(4) . . ?
C3C C2C C1C 119.9(6) . . ?
C4C C3C C2C 120.5(6) . . ?
C3C C4C C5C 120.2(6) . . ?
C4C C5C C6C 119.8(6) . . ?
C1C C6C C5C 120.4(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 C1 1.993(5) . ?
Pd1 P1 2.2812(14) . ?
Pd1 I1 2.6294(6) . ?
Pd1 I2 2.6490(6) . ?
P1 C1B 1.819(6) . ?
P1 C1C 1.830(6) . ?
P1 C1A 1.831(6) . ?
N1 C1 1.329(7) . ?
N1 N2 1.393(7) . ?
N1 C8 1.470(8) . ?
N2 C7 1.338(8) . ?
N2 C10 1.475(8) . ?
C1 C2 1.420(8) . ?
C2 C3 1.397(9) . ?
C2 C7 1.411(9) . ?
C3 C4 1.367(10) . ?
C4 C5 1.400(11) . ?
C5 C6 1.353(11) . ?
C6 C7 1.398(9) . ?
C8 C9 1.514(9) . ?
C10 C11 1.492(11) . ?
C1A C6A 1.391(8) . ?
C1A C2A 1.392(8) . ?
C2A C3A 1.384(9) . ?
C3A C4A 1.365(11) . ?
C4A C5A 1.380(11) . ?
C5A C6A 1.374(9) . ?
C1B C2B 1.393(8) . ?
C1B C6B 1.396(8) . ?
C2B C3B 1.384(8) . ?
C3B C4B 1.386(9) . ?
C4B C5B 1.361(9) . ?
C5B C6B 1.379(9) . ?
C1C C6C 1.386(8) . ?
C1C C2C 1.402(8) . ?
C2C C3C 1.383(8) . ?
C3C C4C 1.375(9) . ?
C4C C5C 1.383(10) . ?
C5C C6C 1.389(9) . ?
