#------------------------------------------------------------------------------
#$Date: 2023-12-22 17:07:40 +0200 (Fri, 22 Dec 2023) $
#$Revision: 288505 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/02/16/7021684.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_7021684
loop_
_publ_author_name
'Kolay, Siddhartha'
'Wadawale, Amey'
'Das, Dasarathi'
'Kisan, Hemanta K.'
'Sunoj, Raghavan B.'
'Jain, Vimal K.'
_publ_section_title
;
 Cyclopalladation of dimesityl selenide: synthesis, reactivity, structural
 characterization, isolation of an intermediate complex with C-HPd
 intra-molecular interaction and computational studies.
;
_journal_issue                   30
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10828
_journal_page_last               10837
_journal_paper_doi               10.1039/c3dt50935d
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C36 H44 Cl4 Pd2 Se2'
_chemical_formula_weight         989.24
_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                110.442(6)
_cell_angle_beta                 97.754(5)
_cell_angle_gamma                109.719(6)
_cell_formula_units_Z            1
_cell_length_a                   8.5654(5)
_cell_length_b                   11.1973(8)
_cell_length_c                   11.5045(6)
_cell_measurement_reflns_used    4119
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.4884
_cell_measurement_theta_min      4.2772
_cell_volume                     932.46(12)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.8 (release 13-04-2012 CrysAlis171 .NET)
(compiled Apr 13 2012,18:42:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.8 (release 13-04-2012 CrysAlis171 .NET)
(compiled Apr 13 2012,18:42:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.8 (release 13-04-2012 CrysAlis171 .NET)
(compiled Apr 13 2012,18:42:44)
;
_computing_molecular_graphics    'ortep 3 for windows'
_computing_publication_material  'WinGX 1.70.1'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-92
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.2413
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_av_sigmaI/netI    0.0416
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13045
_diffrn_reflns_theta_full        66.60
_diffrn_reflns_theta_max         66.60
_diffrn_reflns_theta_min         4.28
_exptl_absorpt_coefficient_mu    12.829
_exptl_absorpt_correction_T_max  0.7834
_exptl_absorpt_correction_T_min  0.3082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
R.H. Blessing, Acta Crystallogr., Sect A 1995, 51, 33-38.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.762
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.933
_refine_diff_density_min         -0.512
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         3294
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0291
_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)+(0.0315P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0631
_refine_ls_wR_factor_ref         0.0676
_reflns_number_gt                2746
_reflns_number_total             3294
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt50935d.txt
_cod_data_source_block           sk1
_cod_depositor_comments
;
The following automatic conversions were performed:

data name '_iucr_refine_instruction_details' was replaced with
'_iucr_refine_instructions_details' as specified in the replacement
file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_database_code               7021684
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
C1 C 0.0605(5) 0.3099(4) 0.4599(4) 0.0174(8) Uani 1 1 d .
C2 C -0.0130(5) 0.3550(4) 0.5598(4) 0.0182(8) Uani 1 1 d .
C3 C 0.0844(5) 0.4019(4) 0.6858(4) 0.0207(9) Uani 1 1 d .
H3 H 0.0359 0.4314 0.7544 0.025 Uiso 1 1 calc R
C4 C 0.2505(5) 0.4076(4) 0.7160(4) 0.0213(9) Uani 1 1 d .
C5 C 0.3199(5) 0.3681(4) 0.6157(4) 0.0194(8) Uani 1 1 d .
H5 H 0.4348 0.3748 0.6358 0.023 Uiso 1 1 calc R
C6 C 0.2300(5) 0.3181(4) 0.4850(4) 0.0185(8) Uani 1 1 d .
C7 C 0.3181(5) 0.2750(5) 0.3837(4) 0.0304(10) Uani 1 1 d .
H7A H 0.4318 0.2840 0.4251 0.046 Uiso 1 1 calc R
H7B H 0.3327 0.3354 0.3379 0.046 Uiso 1 1 calc R
H7C H 0.2474 0.1774 0.3219 0.046 Uiso 1 1 calc R
C8 C -0.1924(5) 0.3516(4) 0.5361(4) 0.0219(9) Uani 1 1 d .
H8A H -0.2785 0.2555 0.5072 0.033 Uiso 1 1 calc R
H8B H -0.2113 0.3847 0.4692 0.033 Uiso 1 1 calc R
H8C H -0.2041 0.4125 0.6164 0.033 Uiso 1 1 calc R
C9 C 0.3491(5) 0.4530(4) 0.8539(4) 0.0264(9) Uani 1 1 d .
H9A H 0.3359 0.3702 0.8700 0.040 Uiso 1 1 calc R
H9B H 0.3035 0.5100 0.9132 0.040 Uiso 1 1 calc R
H9C H 0.4720 0.5084 0.8683 0.040 Uiso 1 1 calc R
C10 C -0.2905(5) 0.1010(4) 0.2607(4) 0.0168(8) Uani 1 1 d .
C11 C -0.4385(5) 0.1005(4) 0.1912(3) 0.0174(8) Uani 1 1 d .
C12 C -0.5965(5) -0.0080(4) 0.1652(4) 0.0210(9) Uani 1 1 d .
H12 H -0.6981 -0.0110 0.1170 0.025 Uiso 1 1 calc R
C13 C -0.6114(5) -0.1131(4) 0.2075(4) 0.0231(9) Uani 1 1 d .
C14 C -0.4600(5) -0.1067(4) 0.2766(4) 0.0252(9) Uani 1 1 d .
H14 H -0.4679 -0.1770 0.3065 0.030 Uiso 1 1 calc R
C15 C -0.2978(5) -0.0020(4) 0.3038(4) 0.0194(8) Uani 1 1 d .
C16 C -0.4319(5) 0.2117(4) 0.1453(4) 0.0219(9) Uani 1 1 d .
H16A H -0.5479 0.1883 0.0943 0.033 Uiso 1 1 calc R
H16B H -0.3526 0.2173 0.0915 0.033 Uiso 1 1 calc R
H16C H -0.3908 0.3022 0.2202 0.033 Uiso 1 1 calc R
C17 C -0.7835(6) -0.2286(5) 0.1787(5) 0.0410(12) Uani 1 1 d .
H17A H -0.7662 -0.3046 0.1940 0.061 Uiso 1 1 calc R
H17B H -0.8483 -0.2640 0.0880 0.061 Uiso 1 1 calc R
H17C H -0.8486 -0.1928 0.2351 0.061 Uiso 1 1 calc R
C18 C -0.1424(5) -0.0058(4) 0.3795(4) 0.0244(9) Uani 1 1 d .
H18A H -0.1123 0.0577 0.4710 0.037 Uiso 1 1 calc R
H18B H -0.0443 0.0237 0.3455 0.037 Uiso 1 1 calc R
H18C H -0.1700 -0.1014 0.3711 0.037 Uiso 1 1 calc R
Cl1 Cl 0.10980(12) 0.07304(9) -0.07527(9) 0.0206(2) Uani 1 1 d .
Cl2 Cl 0.16706(13) 0.38532(10) 0.13728(10) 0.0262(2) Uani 1 1 d .
Se1 Se -0.07890(5) 0.25739(4) 0.28717(4) 0.01586(11) Uani 1 1 d .
Pd1 Pd 0.02805(3) 0.16098(3) 0.11274(3) 0.01661(9) 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 0.0181 0.0091 '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 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 '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
C2 C1 C6 122.1(4) . .
C2 C1 Se1 114.8(3) . .
C6 C1 Se1 122.6(3) . .
C3 C2 C1 117.6(3) . .
C3 C2 C8 119.0(3) . .
C1 C2 C8 123.4(3) . .
C2 C3 C4 122.7(4) . .
C2 C3 H3 118.7 . .
C4 C3 H3 118.7 . .
C5 C4 C3 117.7(4) . .
C5 C4 C9 121.3(4) . .
C3 C4 C9 121.0(4) . .
C4 C5 C6 123.4(4) . .
C4 C5 H5 118.3 . .
C6 C5 H5 118.3 . .
C5 C6 C1 116.3(3) . .
C5 C6 C7 118.6(3) . .
C1 C6 C7 125.1(4) . .
C6 C7 H7A 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C6 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C2 C8 H8A 109.5 . .
C2 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C2 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C4 C9 H9A 109.5 . .
C4 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C4 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C15 C10 C11 122.4(3) . .
C15 C10 Se1 124.6(3) . .
C11 C10 Se1 112.9(3) . .
C12 C11 C10 117.7(3) . .
C12 C11 C16 119.6(3) . .
C10 C11 C16 122.7(3) . .
C11 C12 C13 122.2(4) . .
C11 C12 H12 118.9 . .
C13 C12 H12 118.9 . .
C14 C13 C12 117.5(4) . .
C14 C13 C17 121.3(4) . .
C12 C13 C17 121.2(4) . .
C15 C14 C13 122.9(4) . .
C15 C14 H14 118.6 . .
C13 C14 H14 118.6 . .
C14 C15 C10 117.3(3) . .
C14 C15 C18 118.2(4) . .
C10 C15 C18 124.5(4) . .
C11 C16 H16A 109.5 . .
C11 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C11 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C13 C17 H17A 109.5 . .
C13 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C13 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C15 C18 H18A 109.5 . .
C15 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C15 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
Pd1 Cl1 Pd1 95.04(3) 2 .
C10 Se1 C1 104.08(16) . .
C10 Se1 Pd1 103.38(11) . .
C1 Se1 Pd1 116.04(11) . .
Cl2 Pd1 Cl1 176.37(3) . 2
Cl2 Pd1 Cl1 91.42(3) . .
Cl1 Pd1 Cl1 84.96(3) 2 .
Cl2 Pd1 Se1 86.04(3) . .
Cl1 Pd1 Se1 97.51(3) 2 .
Cl1 Pd1 Se1 172.57(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.405(5) .
C1 C6 1.407(5) .
C1 Se1 1.947(4) .
C2 C3 1.386(5) .
C2 C8 1.509(5) .
C3 C4 1.392(5) .
C3 H3 0.9500 .
C4 C5 1.374(5) .
C4 C9 1.508(5) .
C5 C6 1.406(5) .
C5 H5 0.9500 .
C6 C7 1.501(5) .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 C15 1.392(5) .
C10 C11 1.402(5) .
C10 Se1 1.945(4) .
C11 C12 1.387(5) .
C11 C16 1.501(5) .
C12 C13 1.397(5) .
C12 H12 0.9500 .
C13 C14 1.392(5) .
C13 C17 1.496(6) .
C14 C15 1.389(6) .
C14 H14 0.9500 .
C15 C18 1.511(5) .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
Cl1 Pd1 2.3307(10) 2
Cl1 Pd1 2.3504(9) .
Cl2 Pd1 2.2810(10) .
Se1 Pd1 2.3837(5) .
Pd1 Cl1 2.3307(10) 2
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_4
C6 C1 C2 C3 -3.3(6) . .
Se1 C1 C2 C3 -176.2(3) . .
C6 C1 C2 C8 178.1(4) . .
Se1 C1 C2 C8 5.2(5) . .
C1 C2 C3 C4 0.9(6) . .
C8 C2 C3 C4 179.6(4) . .
C2 C3 C4 C5 1.7(6) . .
C2 C3 C4 C9 -177.2(4) . .
C3 C4 C5 C6 -2.3(6) . .
C9 C4 C5 C6 176.6(4) . .
C4 C5 C6 C1 0.1(6) . .
C4 C5 C6 C7 -178.6(4) . .
C2 C1 C6 C5 2.8(6) . .
Se1 C1 C6 C5 175.1(3) . .
C2 C1 C6 C7 -178.6(4) . .
Se1 C1 C6 C7 -6.3(6) . .
C15 C10 C11 C12 -0.2(6) . .
Se1 C10 C11 C12 179.1(3) . .
C15 C10 C11 C16 179.5(4) . .
Se1 C10 C11 C16 -1.2(5) . .
C10 C11 C12 C13 1.0(6) . .
C16 C11 C12 C13 -178.7(4) . .
C11 C12 C13 C14 -0.7(6) . .
C11 C12 C13 C17 179.7(4) . .
C12 C13 C14 C15 -0.4(6) . .
C17 C13 C14 C15 179.2(4) . .
C13 C14 C15 C10 1.1(6) . .
C13 C14 C15 C18 -179.9(4) . .
C11 C10 C15 C14 -0.8(6) . .
Se1 C10 C15 C14 -180.0(3) . .
C11 C10 C15 C18 -179.7(4) . .
Se1 C10 C15 C18 1.1(6) . .
C15 C10 Se1 C1 -37.4(4) . .
C11 C10 Se1 C1 143.4(3) . .
C15 C10 Se1 Pd1 84.3(3) . .
C11 C10 Se1 Pd1 -95.0(3) . .
C2 C1 Se1 C10 -61.9(3) . .
C6 C1 Se1 C10 125.3(3) . .
C2 C1 Se1 Pd1 -174.7(2) . .
C6 C1 Se1 Pd1 12.4(4) . .
Pd1 Cl1 Pd1 Cl2 -179.67(4) 2 .
Pd1 Cl1 Pd1 Cl1 0.0 2 2
Pd1 Cl1 Pd1 Se1 -109.8(2) 2 .
C10 Se1 Pd1 Cl2 155.48(12) . .
C1 Se1 Pd1 Cl2 -91.28(13) . .
C10 Se1 Pd1 Cl1 -23.75(12) . 2
C1 Se1 Pd1 Cl1 89.49(13) . 2
C10 Se1 Pd1 Cl1 85.3(2) . .
C1 Se1 Pd1 Cl1 -161.5(2) . .
