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#$Date: 2022-09-15 01:26:15 +0300 (Thu, 15 Sep 2022) $
#$Revision: 277847 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/06/05/4060534.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.
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data_4060534
loop_
_publ_author_name
'Hahn, F. Ekkehardt'
'Holtgrewe, Christian'
'Pape, Tania'
'Martin, Marta'
'Sola, Eduardo'
'Oro, Luis A.'
_publ_section_title
;
 Iridium Complexes with N-Allyl-Substituted Benzimidazol-2-ylidene
 Ligands and Their Application in Catalytic Transfer Hydrogenation
;
_journal_coden_ASTM              ORGND7
_journal_issue                   9
_journal_name_full               Organometallics
_journal_page_first              2203
_journal_page_last               2209
_journal_paper_doi               10.1021/om0500873
_journal_volume                  24
_journal_year                    2005
_chemical_formula_moiety         'C21 H26 Br Ir N2'
_chemical_formula_sum            'C21 H26 Br Ir N2'
_chemical_formula_weight         578.55
_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'
_cell_angle_alpha                64.4420(10)
_cell_angle_beta                 75.631(2)
_cell_angle_gamma                88.124(2)
_cell_formula_units_Z            2
_cell_length_a                   8.6482(8)
_cell_length_b                   10.7943(10)
_cell_length_c                   11.8122(11)
_cell_measurement_temperature    100(2)
_cell_volume                     960.17(15)
_diffrn_ambient_temperature      100(2)
_exptl_crystal_density_diffrn    2.001
_cod_database_code               4060534
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.778325(14) 0.747120(12) 0.706524(12) 0.01255(4) Uani 1 1 d . . .
Br1 Br 1.04840(3) 0.74599(3) 0.54361(3) 0.01678(7) Uani 1 1 d . . .
N1 N 0.5336(3) 0.6041(3) 0.6668(2) 0.0151(6) Uani 1 1 d . . .
N2 N 0.7248(3) 0.4685(2) 0.6904(2) 0.0128(5) Uani 1 1 d . . .
C1 C 0.6832(3) 0.5930(3) 0.6853(3) 0.0145(6) Uani 1 1 d . . .
C2 C 0.5993(3) 0.3998(3) 0.6790(3) 0.0137(6) Uani 1 1 d . . .
C3 C 0.4762(4) 0.4873(3) 0.6644(3) 0.0145(6) Uani 1 1 d . . .
C4 C 0.3317(4) 0.4504(3) 0.6512(3) 0.0195(7) Uani 1 1 d . . .
H4 H 0.2486 0.5108 0.6394 0.023 Uiso 1 1 calc R . .
C5 C 0.3156(4) 0.3212(3) 0.6562(3) 0.0207(7) Uani 1 1 d . . .
H5 H 0.2181 0.2915 0.6487 0.025 Uiso 1 1 calc R . .
C6 C 0.4387(4) 0.2329(3) 0.6722(3) 0.0200(7) Uani 1 1 d . . .
H6 H 0.4226 0.1446 0.6754 0.024 Uiso 1 1 calc R . .
C7 C 0.5828(4) 0.2711(3) 0.6832(3) 0.0169(7) Uani 1 1 d . . .
H7 H 0.6668 0.2115 0.6933 0.020 Uiso 1 1 calc R . .
C8 C 0.4441(4) 0.7190(3) 0.6722(4) 0.0210(7) Uani 1 1 d . . .
H8A H 0.387(4) 0.752(3) 0.603(3) 0.025 Uiso 1 1 d . . .
H8B H 0.371(4) 0.686(3) 0.750(3) 0.025 Uiso 1 1 d . . .
C9 C 0.5613(4) 0.8292(3) 0.6577(3) 0.0192(7) Uani 1 1 d . . .
H9 H 0.519(4) 0.882(3) 0.691(3) 0.021(9) Uiso 1 1 d . . .
C10 C 0.6923(4) 0.8907(4) 0.5481(4) 0.0198(7) Uani 1 1 d . . .
H10A H 0.730(4) 0.977(3) 0.521(3) 0.024(10) Uiso 1 1 d . . .
H10B H 0.703(4) 0.867(3) 0.490(3) 0.015(9) Uiso 1 1 d . . .
C11 C 0.8750(4) 0.4051(3) 0.7111(3) 0.0160(7) Uani 1 1 d . . .
H11A H 0.948(4) 0.478(3) 0.695(3) 0.019 Uiso 1 1 d . . .
H11B H 0.913(4) 0.377(3) 0.646(3) 0.019 Uiso 1 1 d . . .
C12 C 0.8496(4) 0.2872(3) 0.8435(3) 0.0194(7) Uani 1 1 d . . .
H12 H 0.807(4) 0.306(3) 0.911(3) 0.023 Uiso 1 1 d . . .
C13 C 0.8942(5) 0.1635(4) 0.8649(4) 0.0282(9) Uani 1 1 d . . .
H13A H 0.875(4) 0.093(3) 0.956(3) 0.021(9) Uiso 1 1 d . . .
H13B H 0.943(4) 0.141(3) 0.801(3) 0.023(10) Uiso 1 1 d . . .
C14 C 0.6938(4) 0.6255(3) 0.9107(3) 0.0221(8) Uani 1 1 d . . .
H14 H 0.632(4) 0.550(3) 0.928(3) 0.026 Uiso 1 1 d . . .
C15 C 0.8602(4) 0.6166(3) 0.8732(3) 0.0196(7) Uani 1 1 d . . .
H15 H 0.890(3) 0.534(3) 0.874(3) 0.015(8) Uiso 1 1 d . . .
C16 C 0.9846(4) 0.6870(3) 0.9034(3) 0.0234(8) Uani 1 1 d . . .
H16A H 1.0762 0.6295 0.9158 0.028 Uiso 1 1 calc R . .
H16B H 0.9362 0.6930 0.9859 0.028 Uiso 1 1 calc R . .
C17 C 1.0466(4) 0.8321(3) 0.7960(3) 0.0199(7) Uani 1 1 d . . .
H17A H 1.0770 0.8888 0.8356 0.024 Uiso 1 1 calc R . .
H17B H 1.1443 0.8256 0.7347 0.024 Uiso 1 1 calc R . .
C18 C 0.9267(4) 0.9036(3) 0.7215(3) 0.0168(7) Uani 1 1 d . . .
H18 H 0.959(3) 0.966(3) 0.638(3) 0.014(9) Uiso 1 1 d . . .
C19 C 0.7692(4) 0.9099(3) 0.7769(3) 0.0183(7) Uani 1 1 d . . .
H19 H 0.716(4) 0.978(3) 0.726(3) 0.022 Uiso 1 1 d . . .
C20 C 0.6966(4) 0.8533(3) 0.9227(3) 0.0260(8) Uani 1 1 d . . .
H20A H 0.6178 0.9157 0.9400 0.031 Uiso 1 1 calc R . .
H20B H 0.7822 0.8515 0.9654 0.031 Uiso 1 1 calc R . .
C21 C 0.6141(4) 0.7089(4) 0.9816(3) 0.0320(9) Uani 1 1 d . . .
H21A H 0.6160 0.6603 1.0739 0.038 Uiso 1 1 calc R . .
H21B H 0.5007 0.7155 0.9785 0.038 Uiso 1 1 calc R . .
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
Ir1 C1 2.015(3) . ?
Ir1 C14 2.129(3) . ?
Ir1 C10 2.138(3) . ?
Ir1 C15 2.144(3) . ?
Ir1 C9 2.151(3) . ?
Ir1 C19 2.237(3) . ?
Ir1 C18 2.246(3) . ?
Ir1 Br1 2.6355(4) . ?
N1 C1 1.358(4) . ?
N1 C3 1.385(4) . ?
N1 C8 1.456(4) . ?
N2 C1 1.359(4) . ?
N2 C2 1.400(3) . ?
N2 C11 1.473(4) . ?
C2 C7 1.379(4) . ?
C2 C3 1.393(4) . ?
C3 C4 1.387(4) . ?
C4 C5 1.381(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.398(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.379(4) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.514(4) . ?
C8 H8A 0.99(3) . ?
C8 H8B 0.91(3) . ?
C9 C10 1.407(5) . ?
C9 H9 0.85(3) . ?
C10 H10A 0.89(3) . ?
C10 H10B 0.81(3) . ?
C11 C12 1.498(4) . ?
C11 H11A 0.95(3) . ?
C11 H11B 0.93(3) . ?
C12 C13 1.311(5) . ?
C12 H12 0.89(3) . ?
C13 H13A 0.99(3) . ?
C13 H13B 0.89(3) . ?
C14 C15 1.410(5) . ?
C14 C21 1.520(5) . ?
C14 H14 0.91(3) . ?
C15 C16 1.530(4) . ?
C15 H15 0.92(3) . ?
C16 C17 1.534(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.503(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.371(4) . ?
C18 H18 0.90(3) . ?
C19 C20 1.522(4) . ?
C19 H19 0.92(3) . ?
C20 C21 1.521(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
