#------------------------------------------------------------------------------
#$Date: 2016-03-21 06:47:46 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178534 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/39/4063997.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_4063997
loop_
_publ_author_name
'Poulain, Aurélie'
'Canseco-Gonzalez, Daniel'
'Hynes-Roche, Rachel'
'Müller-Bunz, Helge'
'Schuster, Oliver'
'Stoeckli-Evans, Helen'
'Neels, Antonia'
'Albrecht, Martin'
_publ_section_title
;
 Synthesis and Tunability of Abnormal 1,2,3-Triazolylidene Palladium and
 Rhodium Complexes
;
_journal_issue                   5
_journal_name_full               Organometallics
_journal_page_first              1021
_journal_paper_doi               10.1021/om101076u
_journal_volume                  30
_journal_year                    2011
_chemical_formula_moiety         'C26 H34 I4 N6 Pd2, C H2 Cl2'
_chemical_formula_sum            'C27 H36 Cl2 I4 N6 Pd2'
_chemical_formula_weight         1235.92
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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                 96.836(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.7187(5)
_cell_length_b                   15.5227(7)
_cell_length_c                   14.8293(9)
_cell_measurement_reflns_used    24356
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.09
_cell_measurement_theta_min      1.31
_cell_volume                     1992.70(19)
_computing_cell_refinement       'X-Area V1.35'
_computing_data_collection       'X-Area V1.35 (Stoe & Cie, 2006)'
_computing_data_reduction        'X-RED32 V1.31 (Stoe & Cie, 2006)'
_computing_molecular_graphics    'PLATON  (Spek, 2009)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'STOE IPDS-2'
_diffrn_measurement_method       'phi + 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  0.0316
_diffrn_reflns_av_sigmaI/netI    0.0209
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            25123
_diffrn_reflns_theta_full        25.71
_diffrn_reflns_theta_max         25.71
_diffrn_reflns_theta_min         1.91
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.160
_exptl_absorpt_correction_T_max  0.899
_exptl_absorpt_correction_T_min  0.543
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'MULscanABS in PLATON; Spek, 2003'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.060
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1156
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.373
_refine_diff_density_min         -0.788
_refine_diff_density_rms         0.161
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3747
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.129
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0291
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0604P)²+1.7730P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.0992
_reflns_number_gt                3089
_reflns_number_total             3747
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om101076u_si_002.cif
_cod_data_source_block           complex-2d
_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.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4063997
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
I1 I Uani 0.55330(5) 0.10351(2) 0.55064(2) 1.000 0.0324(1) . .
I2 I Uani 0.21707(5) 0.01665(3) 0.25028(3) 1.000 0.0382(1) . .
Pd1 Pd Uani 0.38198(5) 0.05922(3) 0.40174(3) 1.000 0.0264(1) . .
N1 N Uani 0.2427(6) 0.2344(3) 0.4179(3) 1.000 0.0336(16) . .
N2 N Uani 0.2321(7) 0.3153(3) 0.3858(4) 1.000 0.0399(16) . .
N3 N Uani 0.3215(7) 0.3142(3) 0.3198(4) 1.000 0.0374(16) . .
C1 C Uani 0.3350(7) 0.1812(4) 0.3733(4) 1.000 0.0308(17) . .
C2 C Uani 0.3858(7) 0.2350(4) 0.3086(4) 1.000 0.0353(17) . .
C3 C Uani 0.4861(8) 0.2178(4) 0.2358(4) 1.000 0.0387(19) . .
C4 C Uani 0.6566(8) 0.2459(5) 0.2574(5) 1.000 0.045(2) . .
C5 C Uani 0.7467(9) 0.1971(5) 0.3355(5) 1.000 0.048(2) . .
C6 C Uani 0.7642(10) 0.1014(5) 0.3159(6) 1.000 0.060(3) . .
C7 C Uani 0.3387(10) 0.3939(4) 0.2709(5) 1.000 0.052(3) . .
C8 C Uani 0.1600(7) 0.2153(4) 0.4938(4) 1.000 0.0324(17) . .
C9 C Uani 0.1510(8) 0.2774(4) 0.5607(5) 1.000 0.042(2) . .
C10 C Uani 0.0709(8) 0.2589(5) 0.6329(5) 1.000 0.045(2) . .
C11 C Uani -0.0004(8) 0.1788(5) 0.6377(5) 1.000 0.046(2) . .
C12 C Uani 0.0101(8) 0.1184(4) 0.5711(5) 1.000 0.0416(19) . .
C13 C Uani 0.0892(8) 0.1355(4) 0.4979(5) 1.000 0.040(2) . .
Cl1 Cl Uani 0.5702(5) 0.1304(3) 0.0072(3) 0.500 0.0682(17) . .
Cl2 Cl Uani 0.8441(6) 0.0320(3) 0.0535(4) 0.500 0.0816(17) . .
C14 C Uani 0.7610(19) 0.1150(9) -0.0083(9) 0.500 0.050(5) . .
H3A H Uiso 0.44130 0.24770 0.17990 1.000 0.0580 calc R
H3B H Uiso 0.48370 0.15520 0.22280 1.000 0.0580 calc R
H4A H Uiso 0.70890 0.23790 0.20230 1.000 0.0680 calc R
H4B H Uiso 0.65950 0.30810 0.27220 1.000 0.0680 calc R
H5A H Uiso 0.69340 0.20360 0.39040 1.000 0.0720 calc R
H5B H Uiso 0.85070 0.22300 0.34860 1.000 0.0720 calc R
H6A H Uiso 0.81820 0.09430 0.26210 1.000 0.0900 calc R
H6B H Uiso 0.66180 0.07480 0.30490 1.000 0.0900 calc R
H6C H Uiso 0.82390 0.07370 0.36810 1.000 0.0900 calc R
H7A H Uiso 0.23740 0.41300 0.24220 1.000 0.0780 calc R
H7B H Uiso 0.38290 0.43820 0.31340 1.000 0.0780 calc R
H7C H Uiso 0.40750 0.38450 0.22420 1.000 0.0780 calc R
H9 H Uiso 0.19940 0.33180 0.55650 1.000 0.0620 calc R
H10 H Uiso 0.06430 0.30050 0.67930 1.000 0.0680 calc R
H11 H Uiso -0.05650 0.16610 0.68720 1.000 0.0690 calc R
H12 H Uiso -0.03780 0.06380 0.57560 1.000 0.0620 calc R
H13 H Uiso 0.09510 0.09380 0.45150 1.000 0.0600 calc R
H14A H Uiso 0.76790 0.10400 -0.07340 0.500 0.0600 calc .
H14B H Uiso 0.81940 0.16840 0.00890 0.500 0.0600 calc .
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'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 '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
Pd1 I1 Pd1 93.23(2) . 3_656 yes
I1 Pd1 I2 178.33(2) . . yes
I1 Pd1 C1 90.65(17) . . yes
I1 Pd1 I1 86.77(2) . 3_656 yes
I2 Pd1 C1 88.85(17) . . yes
I1 Pd1 I2 93.77(2) 3_656 . yes
I1 Pd1 C1 177.01(17) 3_656 . yes
N2 N1 C1 114.2(5) . . yes
N2 N1 C8 116.8(5) . . yes
C1 N1 C8 129.0(5) . . yes
N1 N2 N3 103.2(5) . . yes
N2 N3 C2 112.8(5) . . yes
N2 N3 C7 117.7(5) . . yes
C2 N3 C7 129.6(6) . . yes
Pd1 C1 N1 126.3(4) . . yes
Pd1 C1 C2 130.7(5) . . yes
N1 C1 C2 103.0(5) . . yes
N3 C2 C1 106.8(5) . . yes
N3 C2 C3 122.1(5) . . yes
C1 C2 C3 131.1(6) . . no
C2 C3 C4 115.6(5) . . no
C3 C4 C5 114.5(6) . . no
C4 C5 C6 113.2(6) . . no
N1 C8 C9 119.4(5) . . yes
N1 C8 C13 119.0(5) . . yes
C9 C8 C13 121.6(6) . . no
C8 C9 C10 119.1(6) . . no
C9 C10 C11 119.7(7) . . no
C10 C11 C12 120.2(7) . . no
C11 C12 C13 121.1(6) . . no
C8 C13 C12 118.2(6) . . no
C2 C3 H3A 108.00 . . no
C2 C3 H3B 108.00 . . no
C4 C3 H3A 108.00 . . no
C4 C3 H3B 108.00 . . no
H3A C3 H3B 107.00 . . no
C3 C4 H4A 109.00 . . no
C3 C4 H4B 109.00 . . no
C5 C4 H4A 109.00 . . no
C5 C4 H4B 109.00 . . no
H4A C4 H4B 108.00 . . no
C4 C5 H5A 109.00 . . no
C4 C5 H5B 109.00 . . no
C6 C5 H5A 109.00 . . no
C6 C5 H5B 109.00 . . no
H5A C5 H5B 108.00 . . no
C5 C6 H6A 109.00 . . no
C5 C6 H6B 109.00 . . no
C5 C6 H6C 109.00 . . no
H6A C6 H6B 109.00 . . no
H6A C6 H6C 109.00 . . no
H6B C6 H6C 110.00 . . no
N3 C7 H7A 109.00 . . no
N3 C7 H7B 109.00 . . no
N3 C7 H7C 110.00 . . no
H7A C7 H7B 109.00 . . no
H7A C7 H7C 110.00 . . no
H7B C7 H7C 109.00 . . no
C8 C9 H9 120.00 . . no
C10 C9 H9 120.00 . . no
C9 C10 H10 120.00 . . no
C11 C10 H10 120.00 . . no
C10 C11 H11 120.00 . . no
C12 C11 H11 120.00 . . no
C11 C12 H12 119.00 . . no
C13 C12 H12 119.00 . . no
C8 C13 H13 121.00 . . no
C12 C13 H13 121.00 . . no
Cl1 C14 Cl2 113.0(9) . . yes
Cl1 C14 H14A 109.00 . . no
Cl1 C14 H14B 109.00 . . no
Cl2 C14 H14A 109.00 . . no
Cl2 C14 H14B 109.00 . . no
H14A C14 H14B 108.00 . . no
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
I1 Pd1 2.6066(6) . yes
I1 Pd1 2.6651(6) 3_656 yes
I2 Pd1 2.6038(6) . yes
Pd1 C1 1.972(6) . yes
Cl1 C14 1.723(17) . yes
Cl2 C14 1.693(15) . yes
N1 C8 1.438(8) . yes
N1 N2 1.342(7) . yes
N1 C1 1.376(8) . yes
N2 N3 1.322(8) . yes
N3 C2 1.370(8) . yes
N3 C7 1.451(8) . yes
C1 C2 1.384(9) . no
C2 C3 1.492(9) . no
C3 C4 1.546(10) . no
C4 C5 1.522(11) . no
C5 C6 1.525(11) . no
C8 C9 1.392(9) . no
C8 C13 1.389(9) . no
C9 C10 1.376(10) . no
C10 C11 1.396(11) . no
C11 C12 1.373(10) . no
C12 C13 1.379(10) . no
C3 H3B 0.9900 . no
C3 H3A 0.9900 . no
C4 H4B 0.9900 . no
C4 H4A 0.9900 . no
C5 H5B 0.9900 . no
C5 H5A 0.9900 . no
C6 H6A 0.9800 . no
C6 H6B 0.9800 . no
C6 H6C 0.9800 . no
C7 H7A 0.9800 . no
C7 H7C 0.9800 . no
C7 H7B 0.9800 . no
C9 H9 0.9500 . no
C10 H10 0.9500 . no
C11 H11 0.9500 . no
C12 H12 0.9500 . no
C13 H13 0.9500 . no
C14 H14A 0.9900 . no
C14 H14B 0.9900 . no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
I1 C1 3.287(6) . no
I1 C8 3.846(6) . no
I1 C4 3.875(8) 4_555 no
I1 I1 3.6213(5) 3_656 no
I1 I2 3.8465(6) 3_656 no
I2 C2 3.755(6) . no
I2 C1 3.235(6) . no
I2 I1 3.8465(6) 3_656 no
I1 H3A 3.2300 4_555 no
I1 H7C 3.0100 4_555 no
I1 H5A 3.2000 . no
I2 H3B 3.2300 . no
I2 H11 3.3400 3_556 no
I2 H14A 3.2400 3_655 no
I2 H10 3.2600 4_554 no
Pd1 C13 3.289(7) . no
Pd1 H6B 2.9800 . no
Pd1 H13 2.7400 . no
Cl1 N3 3.425(7) 4_554 no
Cl1 N2 3.373(7) 4_554 no
N2 Cl1 3.373(7) 4_555 no
N3 Cl1 3.425(7) 4_555 no
N2 H9 2.5900 . no
C1 I1 3.287(6) . no
C1 I2 3.235(6) . no
C2 C10 3.554(9) 4_554 no
C4 I1 3.875(8) 4_554 no
C6 C7 3.544(10) 2_645 no
C7 C11 3.539(11) 4_554 no
C7 C6 3.544(10) 2_655 no
C8 I1 3.846(6) . no
C10 C2 3.554(9) 4_555 no
C11 C7 3.539(11) 4_555 no
C13 Pd1 3.289(7) . no
C1 H13 2.8500 . no
C2 H5A 2.8500 . no
C3 H7C 2.6800 . no
C3 H6B 2.8200 . no
C4 H7C 3.0600 . no
C6 H7A 3.0500 2_645 no
C6 H3B 2.7900 . no
C7 H4B 3.1000 . no
C7 H3A 2.8400 . no
C7 H6B 3.0200 2_655 no
C9 H3A 2.9400 4_555 no
C9 H14B 3.0200 4_455 no
C10 H14B 2.9200 4_455 no
C11 H7A 2.8200 4_555 no
C11 H4A 3.1000 4_455 no
C12 H7A 3.0700 4_555 no
C13 H6C 2.9900 1_455 no
H3A I1 3.2300 4_554 no
H3A C9 2.9400 4_554 no
H3A C7 2.8400 . no
H3A H7C 2.2500 . no
H3B H6B 2.2400 . no
H3B I2 3.2300 . no
H3B C6 2.7900 . no
H4A H11 2.5600 4_654 no
H4A C11 3.1000 4_654 no
H4A H6A 2.5400 . no
H4B H7C 2.5200 . no
H4B C7 3.1000 . no
H5A I1 3.2000 . no
H5A C2 2.8500 . no
H6A H4A 2.5400 . no
H6B Pd1 2.9800 . no
H6B C7 3.0200 2_645 no
H6B C3 2.8200 . no
H6B H3B 2.2400 . no
H6C C13 2.9900 1_655 no
H6C H13 2.5500 1_655 no
H7A C11 2.8200 4_554 no
H7A C6 3.0500 2_655 no
H7A C12 3.0700 4_554 no
H7C H3A 2.2500 . no
H7C H4B 2.5200 . no
H7C C4 3.0600 . no
H7C C3 2.6800 . no
H7C I1 3.0100 4_554 no
H9 N2 2.5900 . no
H10 I2 3.2600 4_555 no
H11 H4A 2.5600 4_455 no
H11 I2 3.3400 3_556 no
H12 H13 2.5200 3_556 no
H13 Pd1 2.7400 . no
H13 H12 2.5200 3_556 no
H13 C1 2.8500 . no
H13 H6C 2.5500 1_455 no
H14A I2 3.2400 3_655 no
H14B C9 3.0200 4_654 no
H14B C10 2.9200 4_654 no
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
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C7 H7C I1 0.9800 3.0100 3.953(8) 162.00 4_554 yes
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_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pd1 I1 Pd1 C1 178.48(18) 3_656 . . no
Pd1 I1 Pd1 I1 0.00(5) 3_656 . 3_656 no
Pd1 I1 Pd1 I1 0.03(11) . 3_656 3_656 no
Pd1 I1 Pd1 I2 -178.42(2) . 3_656 3_656 no
I1 Pd1 C1 N1 -70.9(5) . . . no
I1 Pd1 C1 C2 107.1(6) . . . no
I2 Pd1 C1 N1 110.7(5) . . . no
I2 Pd1 C1 C2 -71.4(6) . . . no
C1 N1 N2 N3 -0.8(7) . . . no
C8 N1 N2 N3 178.2(5) . . . no
N2 N1 C1 Pd1 178.9(4) . . . no
N2 N1 C1 C2 0.4(7) . . . no
C8 N1 C1 Pd1 0.0(9) . . . no
C8 N1 C1 C2 -178.5(6) . . . no
N2 N1 C8 C9 -36.7(8) . . . no
N2 N1 C8 C13 142.5(6) . . . no
C1 N1 C8 C9 142.2(6) . . . no
C1 N1 C8 C13 -38.7(9) . . . no
N1 N2 N3 C2 0.9(7) . . . no
N1 N2 N3 C7 -178.8(6) . . . no
N2 N3 C2 C1 -0.7(7) . . . no
N2 N3 C2 C3 177.7(6) . . . no
C7 N3 C2 C1 178.9(7) . . . no
C7 N3 C2 C3 -2.7(11) . . . no
Pd1 C1 C2 N3 -178.2(5) . . . no
Pd1 C1 C2 C3 3.6(11) . . . no
N1 C1 C2 N3 0.2(6) . . . no
N1 C1 C2 C3 -178.0(6) . . . no
N3 C2 C3 C4 81.7(8) . . . no
C1 C2 C3 C4 -100.4(8) . . . no
C2 C3 C4 C5 65.1(8) . . . no
C3 C4 C5 C6 64.4(8) . . . no
N1 C8 C9 C10 179.6(6) . . . no
C13 C8 C9 C10 0.5(10) . . . no
N1 C8 C13 C12 -179.9(6) . . . no
C9 C8 C13 C12 -0.7(10) . . . no
C8 C9 C10 C11 -0.3(10) . . . no
C9 C10 C11 C12 0.5(11) . . . no
C10 C11 C12 C13 -0.7(11) . . . no
C11 C12 C13 C8 0.8(10) . . . no
