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#$Date: 2022-09-14 17:31:13 +0300 (Wed, 14 Sep 2022) $
#$Revision: 277831 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/10/08/1100896.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_1100896
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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_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_reflns_used    6787
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.69
_cell_measurement_theta_min      2.44
_cell_volume                     960.17(15)
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measurement_device_type  'Bruker SMART APEX CCD system'
_diffrn_measurement_method       'ω rotations with narrow frames'
_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  0.0231
_diffrn_reflns_av_sigmaI/netI    0.0392
_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       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12008
_diffrn_reflns_theta_max         28.75
_diffrn_reflns_theta_min         1.98
_diffrn_standards_decay_%        'no decay'
_exptl_absorpt_coefficient_mu    9.039
_exptl_absorpt_correction_T_max  0.369
_exptl_absorpt_correction_T_min  0.271
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  SADABS: Area-Detector Absorption Correction. (1996)  Bruker-AXS
  within SAINT+ package, v. 6.01.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.001
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular block'
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.942
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         4562
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.942
_refine_ls_R_factor_all          0.0227
_refine_ls_R_factor_gt           0.0198
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0131P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0375
_refine_ls_wR_factor_ref         0.0380
_reflns_number_gt                4148
_reflns_number_total             4562
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             4060534
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1100896
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_
_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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
