#------------------------------------------------------------------------------
#$Date: 2019-11-17 14:39:46 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230559 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/74/7057433.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_7057433
loop_
_publ_author_name
'Lorkowski, Jan'
'Żak, Patrycja'
'Kubicki, Maciej'
'Pietraszuk, Cezary'
'Jędrzkiewicz, Dawid'
'Ejfler, Jolanta'
_publ_section_title
;
 Dimeric palladium 1,2,3-triazol-5-ylidene complexes -- synthesis,
 structure, reactivity and catalytic properties in Suzuki coupling
;
_journal_issue                   12
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              10134
_journal_paper_doi               10.1039/C8NJ00981C
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         'C26 H34 Cl4 N6 Pd2, 2(C H2 Cl2)'
_chemical_formula_sum            'C28 H38 Cl8 N6 Pd2'
_chemical_formula_weight         955.04
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-05-08 deposited with the CCDC.
2018-05-11 downloaded from the CCDC.
;
_cell_angle_alpha                94.150(6)
_cell_angle_beta                 91.958(6)
_cell_angle_gamma                108.730(6)
_cell_formula_units_Z            1
_cell_length_a                   9.6142(6)
_cell_length_b                   9.6671(7)
_cell_length_c                   10.4555(8)
_cell_measurement_reflns_used    3165
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      26.5250
_cell_measurement_theta_min      4.0220
_cell_volume                     916.18(12)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43c (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43c (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43c (Rigaku OD, 2015)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.925
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6312
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         26.459
_diffrn_reflns_theta_min         3.643
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.594
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43c (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.731
_exptl_crystal_description       parallelpiped
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.736
_refine_diff_density_min         -0.861
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         3491
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0268
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0222P)²+1.4785P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0623
_refine_ls_wR_factor_ref         0.0639
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3235
_reflns_number_total             3491
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8nj00981c2.cif
_cod_data_source_block           3b
_cod_depositor_comments
'Adding full bibliography for 7057433--7057436.cif.'
_cod_database_code               7057433
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Pd1 Pd 0.41395(2) 0.52184(2) 0.86019(2) 0.01333(7) Uani 1 1 d . .
Cl1 Cl 0.59102(8) 0.67526(7) 1.01016(7) 0.02110(16) Uani 1 1 d . .
Cl2 Cl 0.24426(8) 0.37257(7) 0.70767(7) 0.02013(15) Uani 1 1 d . .
N1 N 0.5125(3) 0.7388(2) 0.6691(2) 0.0170(5) Uani 1 1 d . .
C11 C 0.6055(3) 0.6643(3) 0.6035(3) 0.0215(6) Uani 1 1 d . .
H11A H 0.6000 0.6756 0.5122 0.026 Uiso 1 1 calc R U
H11B H 0.5678 0.5604 0.6147 0.026 Uiso 1 1 calc R U
C12 C 0.7647(3) 0.7243(3) 0.6540(3) 0.0224(6) Uani 1 1 d . .
H12A H 0.8176 0.6633 0.6154 0.027 Uiso 1 1 calc R U
H12B H 0.7690 0.7171 0.7460 0.027 Uiso 1 1 calc R U
C13 C 0.8424(3) 0.8824(3) 0.6281(3) 0.0249(7) Uani 1 1 d . .
H13A H 0.8324 0.8919 0.5369 0.030 Uiso 1 1 calc R U
H13B H 0.7954 0.9451 0.6729 0.030 Uiso 1 1 calc R U
C14 C 1.0044(3) 0.9330(4) 0.6712(3) 0.0288(7) Uani 1 1 d . .
H14A H 1.0151 0.9186 0.7604 0.043 Uiso 1 1 calc R U
H14B H 1.0475 1.0351 0.6592 0.043 Uiso 1 1 calc R U
H14C H 1.0533 0.8773 0.6213 0.043 Uiso 1 1 calc R U
N2 N 0.5114(3) 0.8676(3) 0.6321(2) 0.0194(5) Uani 1 1 d . .
N3 N 0.4207(3) 0.9046(2) 0.7094(2) 0.0172(5) Uani 1 1 d . .
C31 C 0.3965(3) 1.0451(3) 0.6940(3) 0.0231(6) Uani 1 1 d . .
H31A H 0.4631 1.1202 0.7525 0.035 Uiso 1 1 calc R U
H31B H 0.2970 1.0367 0.7119 0.035 Uiso 1 1 calc R U
H31C H 0.4137 1.0703 0.6074 0.035 Uiso 1 1 calc R U
C4 C 0.3640(3) 0.8023(3) 0.7936(3) 0.0155(6) Uani 1 1 d . .
C41 C 0.2541(3) 0.8103(3) 0.8851(3) 0.0165(6) Uani 1 1 d . .
C42 C 0.1278(3) 0.6883(3) 0.8902(3) 0.0201(6) Uani 1 1 d . .
H42 H 0.1162 0.6025 0.8385 0.024 Uiso 1 1 calc R U
C43 C 0.0201(3) 0.6960(3) 0.9728(3) 0.0251(7) Uani 1 1 d . .
H32 H -0.0637 0.6149 0.9762 0.030 Uiso 1 1 calc R U
C44 C 0.0364(3) 0.8229(3) 1.0500(3) 0.0258(7) Uani 1 1 d . .
H44 H -0.0367 0.8277 1.1045 0.031 Uiso 1 1 calc R U
C45 C 0.1622(4) 0.9435(3) 1.0461(3) 0.0256(7) Uani 1 1 d . .
H45 H 0.1730 1.0290 1.0982 0.031 Uiso 1 1 calc R U
C46 C 0.2716(3) 0.9375(3) 0.9651(3) 0.0205(6) Uani 1 1 d . .
H46 H 0.3565 1.0179 0.9641 0.025 Uiso 1 1 calc R U
C5 C 0.4254(3) 0.6927(3) 0.7677(3) 0.0151(5) Uani 1 1 d . .
C1A C 0.1614(5) 0.6921(5) 0.3332(4) 0.0546(11) Uani 1 1 d . .
H1A1 H 0.1870 0.7979 0.3357 0.066 Uiso 1 1 calc R U
H1A2 H 0.0586 0.6496 0.3036 0.066 Uiso 1 1 calc R U
Cl1A Cl 0.18421(12) 0.64366(12) 0.48831(10) 0.0511(3) Uani 1 1 d . .
Cl2A Cl 0.26987(10) 0.63320(10) 0.22261(9) 0.0404(2) 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'
Cl Cl 0.1484 0.1585 '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_3
C5 Pd1 Cl2 90.80(8) .
C5 Pd1 Cl1 88.33(8) .
Cl2 Pd1 Cl1 178.30(3) .
C5 Pd1 Cl1 175.23(8) 2_667
Cl2 Pd1 Cl1 93.74(3) 2_667
Cl1 Pd1 Cl1 87.16(2) 2_667
Pd1 Cl1 Pd1 92.84(2) 2_667
N2 N1 C5 113.7(2) .
N2 N1 C11 118.8(2) .
C5 N1 C11 127.5(2) .
N1 C11 C12 112.5(2) .
N1 C11 H11A 109.1 .
C12 C11 H11A 109.1 .
N1 C11 H11B 109.1 .
C12 C11 H11B 109.1 .
H11A C11 H11B 107.8 .
C11 C12 C13 114.4(3) .
C11 C12 H12A 108.7 .
C13 C12 H12A 108.7 .
C11 C12 H12B 108.7 .
C13 C12 H12B 108.7 .
H12A C12 H12B 107.6 .
C14 C13 C12 112.2(3) .
C14 C13 H13A 109.2 .
C12 C13 H13A 109.2 .
C14 C13 H13B 109.2 .
C12 C13 H13B 109.2 .
H13A C13 H13B 107.9 .
C13 C14 H14A 109.5 .
C13 C14 H14B 109.5 .
H14A C14 H14B 109.5 .
C13 C14 H14C 109.5 .
H14A C14 H14C 109.5 .
H14B C14 H14C 109.5 .
N3 N2 N1 103.7(2) .
N2 N3 C4 112.6(2) .
N2 N3 C31 117.3(2) .
C4 N3 C31 130.1(2) .
N3 C31 H31A 109.5 .
N3 C31 H31B 109.5 .
H31A C31 H31B 109.5 .
N3 C31 H31C 109.5 .
H31A C31 H31C 109.5 .
H31B C31 H31C 109.5 .
N3 C4 C5 105.9(2) .
N3 C4 C41 124.4(2) .
C5 C4 C41 129.6(2) .
C46 C41 C42 119.6(3) .
C46 C41 C4 121.4(2) .
C42 C41 C4 119.0(2) .
C43 C42 C41 119.8(3) .
C43 C42 H42 120.1 .
C41 C42 H42 120.1 .
C44 C43 C42 120.5(3) .
C44 C43 H32 119.7 .
C42 C43 H32 119.7 .
C43 C44 C45 119.9(3) .
C43 C44 H44 120.1 .
C45 C44 H44 120.1 .
C46 C45 C44 120.5(3) .
C46 C45 H45 119.8 .
C44 C45 H45 119.8 .
C45 C46 C41 119.8(3) .
C45 C46 H46 120.1 .
C41 C46 H46 120.1 .
N1 C5 C4 104.1(2) .
N1 C5 Pd1 125.9(2) .
C4 C5 Pd1 129.6(2) .
Cl1A C1A Cl2A 113.0(2) .
Cl1A C1A H1A1 109.0 .
Cl2A C1A H1A1 109.0 .
Cl1A C1A H1A2 109.0 .
Cl2A C1A H1A2 109.0 .
H1A1 C1A H1A2 107.8 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C5 1.948(3) .
Pd1 Cl2 2.2943(7) .
Pd1 Cl1 2.3272(7) .
Pd1 Cl1 2.4063(7) 2_667
Cl1 Pd1 2.4063(7) 2_667
N1 N2 1.333(3) .
N1 C5 1.360(3) .
N1 C11 1.474(3) .
C11 C12 1.513(4) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C13 1.519(4) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 C14 1.516(4) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
N2 N3 1.323(3) .
N3 C4 1.365(3) .
N3 C31 1.468(3) .
C31 H31A 0.9600 .
C31 H31B 0.9600 .
C31 H31C 0.9600 .
C4 C5 1.384(4) .
C4 C41 1.466(4) .
C41 C46 1.396(4) .
C41 C42 1.401(4) .
C42 C43 1.387(4) .
C42 H42 0.9300 .
C43 C44 1.381(4) .
C43 H32 0.9300 .
C44 C45 1.388(4) .
C44 H44 0.9300 .
C45 C46 1.386(4) .
C45 H45 0.9300 .
C46 H46 0.9300 .
C1A Cl1A 1.746(4) .
C1A Cl2A 1.765(4) .
C1A H1A1 0.9700 .
C1A H1A2 0.9700 .
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
N2 N1 C11 C12 81.1(3)
C5 N1 C11 C12 -97.9(3)
N1 C11 C12 C13 -65.6(3)
C11 C12 C13 C14 -175.4(3)
C5 N1 N2 N3 -0.1(3)
C11 N1 N2 N3 -179.2(2)
N1 N2 N3 C4 -0.3(3)
N1 N2 N3 C31 179.3(2)
N2 N3 C4 C5 0.6(3)
C31 N3 C4 C5 -179.0(3)
N2 N3 C4 C41 -176.2(2)
C31 N3 C4 C41 4.2(5)
N3 C4 C41 C46 -49.4(4)
C5 C4 C41 C46 134.5(3)
N3 C4 C41 C42 129.4(3)
C5 C4 C41 C42 -46.6(4)
C46 C41 C42 C43 1.3(4)
C4 C41 C42 C43 -177.6(3)
C41 C42 C43 C44 0.0(5)
C42 C43 C44 C45 -0.7(5)
C43 C44 C45 C46 0.0(5)
C44 C45 C46 C41 1.3(5)
C42 C41 C46 C45 -1.9(4)
C4 C41 C46 C45 176.9(3)
N2 N1 C5 C4 0.4(3)
C11 N1 C5 C4 179.5(3)
N2 N1 C5 Pd1 -173.01(19)
C11 N1 C5 Pd1 6.1(4)
N3 C4 C5 N1 -0.6(3)
C41 C4 C5 N1 176.0(3)
N3 C4 C5 Pd1 172.5(2)
C41 C4 C5 Pd1 -10.9(4)
