#------------------------------------------------------------------------------
#$Date: 2022-06-28 19:01:42 +0300 (Tue, 28 Jun 2022) $
#$Revision: 276340 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/71/4347108.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_4347108
loop_
_publ_author_name
'Kumar, Anuj'
'Gangwar, Manoj Kumar'
'Prakasham, A. P.'
'Mhatre, Darshan'
'Kalita, Alok Ch'
'Ghosh, Prasenjit'
_publ_section_title
;
 Accessing a Biologically Relevant Benzofuran Skeleton by a One-Pot Tandem
 Heck Alkynylation/Cyclization Reaction Using Well-Defined Palladium
 N-Heterocyclic Carbene Complexes.
;
_journal_issue                   6
_journal_name_full               'Inorganic chemistry'
_journal_page_first              2882
_journal_page_last               2893
_journal_paper_doi               10.1021/acs.inorgchem.5b02727
_journal_volume                  55
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C30 H30 F12 N8 O8 Pd2, 2(C2 H3 N)'
_chemical_formula_sum            'C34 H36 F12 N10 O8 Pd2'
_chemical_formula_weight         1153.53
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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                100.223(3)
_cell_angle_beta                 97.906(4)
_cell_angle_gamma                103.880(5)
_cell_formula_units_Z            1
_cell_length_a                   8.698(3)
_cell_length_b                   10.803(3)
_cell_length_c                   12.362(4)
_cell_measurement_reflns_used    2891
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.19
_cell_measurement_theta_min      4.57
_cell_volume                     1089.9(6)
_computing_cell_refinement       'Rigaku CrystalClear'
_computing_data_collection       'Rigaku CrystalClear'
_computing_data_reduction        'Rigaku CrystalClear'
_computing_molecular_graphics    'Rigaku SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Rigaku SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'Rigaku SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'Rigaku SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Rigaku CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0820
_diffrn_reflns_av_sigmaI/netI    0.0951
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            27980
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         29.19
_diffrn_reflns_theta_min         4.57
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.937
_exptl_absorpt_correction_T_max  0.928
_exptl_absorpt_correction_T_min  0.821
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   CrystalClear
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.758
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             574
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_platon_squeeze_details
;
;
_refine_diff_density_max         3.456
_refine_diff_density_min         -2.840
_refine_diff_density_rms         0.209
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         5853
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      6.251
_refine_ls_R_factor_all          0.0922
_refine_ls_R_factor_gt           0.0702
_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)+(0.0956P)²+2.9991P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1771
_refine_ls_wR_factor_ref         0.1986
_reflns_number_gt                4299
_reflns_number_total             5853
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic5b02727_si_002.cif
_cod_data_source_block           ak_86a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               4347108
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
Pd1 Pd 0.8607(3) 0.0037(2) 0.74491(19) 0.0181(10) Uani 1 1 d .
F1 F 1.257(3) 0.403(2) 0.8131(19) 0.034(5) Uani 1 1 d .
F2 F 1.107(4) 0.443(2) 0.931(3) 0.054(8) Uani 1 1 d .
F3 F 1.328(4) 0.394(3) 0.983(2) 0.055(8) Uani 1 1 d .
F4 F 0.556(8) 0.294(7) 0.836(5) 0.179(14) Uani 1 1 d U
F5 F 0.486(8) 0.299(5) 0.686(4) 0.145(11) Uani 1 1 d U
F6 F 0.382(6) 0.159(4) 0.754(8) 0.192(12) Uani 1 1 d U
O1 O 1.020(3) 0.182(2) 0.7783(19) 0.020(5) Uani 1 1 d .
O2 O 1.113(3) 0.164(3) 0.952(2) 0.029(6) Uani 1 1 d .
O3 O 0.687(3) 0.096(2) 0.7844(18) 0.020(5) Uani 1 1 d .
O4 O 0.647(3) 0.133(3) 0.611(2) 0.034(6) Uani 1 1 d .
N1 N 1.134(3) -0.124(3) 0.764(2) 0.019(6) Uani 1 1 d .
N2 N 1.241(4) -0.164(3) 0.705(2) 0.025(6) Uani 1 1 d .
N3 N 1.071(4) -0.093(3) 0.601(2) 0.030(7) Uani 1 1 d .
N4 N 0.693(3) -0.171(3) 0.708(2) 0.018(5) Uani 1 1 d .
C1 C 1.030(4) -0.078(3) 0.704(3) 0.018(6) Uani 1 1 d .
C2 C 1.201(5) -0.143(4) 0.606(3) 0.029(8) Uani 1 1 d .
H2 H 1.2549 -0.1609 0.5453 0.035 Uiso 1 1 calc R
C3 C 0.676(5) -0.247(4) 0.783(3) 0.028(8) Uani 1 1 d .
H3 H 0.7445 -0.2182 0.8541 0.034 Uiso 1 1 calc R
C4 C 0.559(5) -0.368(4) 0.757(3) 0.033(9) Uani 1 1 d .
H4 H 0.5479 -0.4208 0.8105 0.040 Uiso 1 1 calc R
C5 C 0.464(4) -0.408(4) 0.655(3) 0.028(8) Uani 1 1 d .
H5 H 0.3853 -0.4902 0.6370 0.034 Uiso 1 1 calc R
C6 C 0.478(4) -0.330(4) 0.577(3) 0.025(7) Uani 1 1 d .
H6 H 0.4093 -0.3579 0.5058 0.031 Uiso 1 1 calc R
C7 C 0.593(4) -0.213(3) 0.606(3) 0.022(7) Uani 1 1 d .
H7 H 0.6045 -0.1588 0.5530 0.027 Uiso 1 1 calc R
C8 C 1.144(5) -0.134(4) 0.882(3) 0.028(8) Uani 1 1 d .
H8 H 1.0617 -0.0963 0.9141 0.034 Uiso 1 1 calc R
C9 C 1.314(5) -0.054(5) 0.946(3) 0.037(9) Uani 1 1 d .
H9A H 1.3237 -0.0593 1.0249 0.056 Uiso 1 1 calc R
H9B H 1.3304 0.0376 0.9405 0.056 Uiso 1 1 calc R
H9C H 1.3952 -0.0891 0.9134 0.056 Uiso 1 1 calc R
C10 C 1.112(6) -0.276(4) 0.889(4) 0.042(10) Uani 1 1 d .
H10A H 1.1185 -0.2822 0.9671 0.063 Uiso 1 1 calc R
H10B H 1.1917 -0.3131 0.8567 0.063 Uiso 1 1 calc R
H10C H 1.0034 -0.3235 0.8466 0.063 Uiso 1 1 calc R
C11 C 1.105(4) 0.221(3) 0.876(3) 0.022(7) Uani 1 1 d .
C12 C 1.200(5) 0.366(4) 0.901(3) 0.032(8) Uani 1 1 d .
C13 C 0.626(4) 0.143(3) 0.707(3) 0.019(6) Uani 1 1 d .
C14 C 0.512(4) 0.222(3) 0.745(3) 0.022(7) Uani 1 1 d .
C15 C 0.979(5) -0.072(4) 0.499(3) 0.029(8) Uani 1 1 d .
H15A H 0.8621 -0.1056 0.4955 0.035 Uiso 1 1 calc R
H15B H 1.0077 -0.1189 0.4312 0.035 Uiso 1 1 calc R
C31A C 0.069(7) 0.564(6) 0.341(5) 0.065(16) Uani 1 1 d .
H31A H 0.0529 0.5302 0.2598 0.098 Uiso 1 1 calc R
H31B H 0.1580 0.6440 0.3632 0.098 Uiso 1 1 calc R
H31C H -0.0302 0.5838 0.3592 0.098 Uiso 1 1 calc R
C32A C 0.106(6) 0.466(5) 0.400(4) 0.045(11) Uani 1 1 d .
N9A N 0.136(5) 0.390(4) 0.449(4) 0.052(11) 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'
F F 0.0171 0.0103 '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'
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
C1 Pd1 N4 92.0(12) . .
C1 Pd1 O1 90.3(12) . .
N4 Pd1 O1 177.1(9) . .
C1 Pd1 O3 177.6(10) . .
N4 Pd1 O3 89.7(10) . .
O1 Pd1 O3 87.9(9) . .
C11 O1 Pd1 116(2) . .
C13 O3 Pd1 115(2) . .
C1 N1 N2 113(3) . .
C1 N1 C8 128(3) . .
N2 N1 C8 119(3) . .
C2 N2 N1 104(3) . .
C1 N3 C2 108(3) . .
C1 N3 C15 126(3) . .
C2 N3 C15 126(3) . .
C3 N4 C7 119(3) . .
C3 N4 Pd1 122(2) . .
C7 N4 Pd1 120(2) . .
N1 C1 N3 104(3) . .
N1 C1 Pd1 132(2) . .
N3 C1 Pd1 124(2) . .
N2 C2 N3 111(3) . .
N2 C2 H2 124.6 . .
N3 C2 H2 124.6 . .
N4 C3 C4 121(3) . .
N4 C3 H3 119.3 . .
C4 C3 H3 119.4 . .
C5 C4 C3 119(3) . .
C5 C4 H4 120.5 . .
C3 C4 H4 120.4 . .
C4 C5 C6 121(3) . .
C4 C5 H5 119.6 . .
C6 C5 H5 119.6 . .
C7 C6 C5 118(3) . .
C7 C6 H6 120.9 . .
C5 C6 H6 120.9 . .
N4 C7 C6 122(3) . .
N4 C7 H7 119.0 . .
C6 C7 H7 119.0 . .
N1 C8 C10 110(3) . .
N1 C8 C9 108(3) . .
C10 C8 C9 112(3) . .
N1 C8 H8 109.2 . .
C10 C8 H8 109.2 . .
C9 C8 H8 109.2 . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C8 C10 H10A 109.5 . .
C8 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C8 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
O2 C11 O1 130(3) . .
O2 C11 C12 117(3) . .
O1 C11 C12 112(3) . .
F3 C12 F2 108(3) . .
F3 C12 F1 106(3) . .
F2 C12 F1 107(3) . .
F3 C12 C11 112(3) . .
F2 C12 C11 110(3) . .
F1 C12 C11 114(3) . .
O4 C13 O3 129(3) . .
O4 C13 C14 118(3) . .
O3 C13 C14 113(3) . .
F4 C14 F6 101(6) . .
F4 C14 F5 101(5) . .
F6 C14 F5 107(5) . .
F4 C14 C13 116(3) . .
F6 C14 C13 116(3) . .
F5 C14 C13 115(3) . .
N3 C15 C15 109(4) . 2_756
N3 C15 H15A 110.0 . .
C15 C15 H15A 110.0 2_756 .
N3 C15 H15B 109.9 . .
C15 C15 H15B 109.9 2_756 .
H15A C15 H15B 108.3 . .
C32A C31A H31A 109.5 . .
C32A C31A H31B 109.5 . .
H31A C31A H31B 109.5 . .
C32A C31A H31C 109.5 . .
H31A C31A H31C 109.5 . .
H31B C31A H31C 109.5 . .
N9A C32A C31A 179(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C1 1.97(3) .
Pd1 N4 2.02(3) .
Pd1 O1 2.02(2) .
Pd1 O3 2.07(2) .
F1 C12 1.34(4) .
F2 C12 1.33(5) .
F3 C12 1.33(5) .
F4 C14 1.20(6) .
F5 C14 1.23(5) .
F6 C14 1.20(5) .
O1 C11 1.27(4) .
O2 C11 1.22(4) .
O3 C13 1.27(4) .
O4 C13 1.22(4) .
N1 C1 1.33(4) .
N1 N2 1.37(4) .
N1 C8 1.48(4) .
N2 C2 1.30(4) .
N3 C1 1.36(4) .
N3 C2 1.37(5) .
N3 C15 1.48(4) .
N4 C3 1.33(4) .
N4 C7 1.37(4) .
C2 H2 0.9500 .
C3 C4 1.41(5) .
C3 H3 0.9500 .
C4 C5 1.34(5) .
C4 H4 0.9500 .
C5 C6 1.39(5) .
C5 H5 0.9500 .
C6 C7 1.37(5) .
C6 H6 0.9500 .
C7 H7 0.9500 .
C8 C10 1.51(5) .
C8 C9 1.54(6) .
C8 H8 1.0000 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 C12 1.54(5) .
C13 C14 1.52(4) .
C15 C15 1.50(7) 2_756
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C31A C32A 1.46(7) .
C31A H31A 0.9800 .
C31A H31B 0.9800 .
C31A H31C 0.9800 .
C32A N9A 1.16(6) .
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_4
C1 Pd1 O1 C11 -86(2) .
O3 Pd1 O1 C11 96(2) .
N4 Pd1 O3 C13 -98(2) .
O1 Pd1 O3 C13 80(2) .
C1 N1 N2 C2 0(4) .
C8 N1 N2 C2 180(3) .
C1 Pd1 N4 C3 84(3) .
O3 Pd1 N4 C3 -97(3) .
C1 Pd1 N4 C7 -96(3) .
O3 Pd1 N4 C7 82(2) .
N2 N1 C1 N3 1(4) .
C8 N1 C1 N3 -179(3) .
N2 N1 C1 Pd1 -175(2) .
C8 N1 C1 Pd1 5(5) .
C2 N3 C1 N1 -1(4) .
C15 N3 C1 N1 172(3) .
C2 N3 C1 Pd1 175(3) .
C15 N3 C1 Pd1 -12(5) .
N4 Pd1 C1 N1 -91(3) .
O1 Pd1 C1 N1 91(3) .
N4 Pd1 C1 N3 94(3) .
O1 Pd1 C1 N3 -84(3) .
N1 N2 C2 N3 -1(4) .
C1 N3 C2 N2 1(5) .
C15 N3 C2 N2 -172(4) .
C7 N4 C3 C4 0(5) .
Pd1 N4 C3 C4 180(3) .
N4 C3 C4 C5 0(6) .
C3 C4 C5 C6 -1(6) .
C4 C5 C6 C7 1(6) .
C3 N4 C7 C6 0(5) .
Pd1 N4 C7 C6 -180(3) .
C5 C6 C7 N4 0(5) .
C1 N1 C8 C10 116(4) .
N2 N1 C8 C10 -63(4) .
C1 N1 C8 C9 -122(4) .
N2 N1 C8 C9 59(4) .
Pd1 O1 C11 O2 5(5) .
Pd1 O1 C11 C12 -170(2) .
O2 C11 C12 F3 27(5) .
O1 C11 C12 F3 -158(3) .
O2 C11 C12 F2 -93(4) .
O1 C11 C12 F2 82(4) .
O2 C11 C12 F1 147(3) .
O1 C11 C12 F1 -38(4) .
Pd1 O3 C13 O4 6(5) .
Pd1 O3 C13 C14 -174(2) .
O4 C13 C14 F4 -137(6) .
O3 C13 C14 F4 43(6) .
O4 C13 C14 F6 105(6) .
O3 C13 C14 F6 -75(6) .
O4 C13 C14 F5 -20(6) .
O3 C13 C14 F5 160(5) .
C1 N3 C15 C15 81(5) 2_756
C2 N3 C15 C15 -107(5) 2_756
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.030 -0.016 -0.009 1010 2178 ' '
loop_
_cod_changelog_entry_id
_cod_changelog_entry_author
_cod_changelog_entry_date
_cod_changelog_entry_text
1 'Vaitkus, Antanas' 2022-06-28T19:00:00+03:00
;
 Removed the '_chemical_name_systematic' data item that had an incorrect value.
;
