#------------------------------------------------------------------------------
#$Date: 2025-08-04 09:03:09 +0200 (Mon 04 de Aug de 2025) $
#$Revision: 301442 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/61/7056178.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_7056178
loop_
_publ_author_name
'Kerner, Christian'
'Neu, Jens P.'
'Gaffga, Maximilian'
'Lang, Johannes'
'Oelkers, Benjamin'
'Sun, Yu'
'Niedner-Schatterburg, Gereon'
'Thiel, Werner R.'
_publ_section_title
;
 Gas-phase reactivity of Cp* Group IX metal complexes bearing aromatic
 N,N’-chelating ligands
;
_journal_issue                   15
_journal_name_full               'New J. Chem.'
_journal_page_first              6995
_journal_page_last               7006
_journal_paper_doi               10.1039/C7NJ01079F
_journal_volume                  41
_journal_year                    2017
_chemical_formula_sum            'C19 H22 B Cl F4 Ir N3'
_chemical_formula_weight         606.85
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-03-31 deposited with the CCDC.
2017-05-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.301(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.5377(2)
_cell_length_b                   21.2436(4)
_cell_length_c                   11.3841(2)
_cell_measurement_reflns_used    11116
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      32.1700
_cell_measurement_theta_min      3.3610
_cell_volume                     2058.94(7)
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SIR92 (Giacovazzo et al., 1994)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 16.1399
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            24366
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.432
_diffrn_reflns_theta_min         2.881
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    6.660
_exptl_absorpt_correction_T_max  0.415
_exptl_absorpt_correction_T_min  0.223
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.958
_exptl_crystal_description       'transparent prism'
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          0.294
_exptl_crystal_size_mid          0.261
_exptl_crystal_size_min          0.178
_refine_diff_density_max         2.493
_refine_diff_density_min         -1.448
_refine_diff_density_rms         0.136
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.139
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         6909
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.139
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0331
_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)+(0.0277P)²+1.4915P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0664
_refine_ls_wR_factor_ref         0.0692
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6001
_reflns_number_total             6909
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7nj01079f2.cif
_cod_data_source_block           shelx
_cod_database_code               7056178
#BEGIN Tags that were not found in dictionaries:
_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.
;
_shelx_estimated_absorpt_t_min   0.245
_shelx_estimated_absorpt_t_max   0.384
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
C1 C 1.0676(5) 0.38077(17) 0.9365(4) 0.0336(8) Uani 1 1 d . .
H1 H 1.1505 0.3578 0.9054 0.040 Uiso 1 1 calc R U
C2 C 1.0651(5) 0.38722(18) 1.0577(4) 0.0381(9) Uani 1 1 d . .
H2 H 1.1437 0.3679 1.1091 0.046 Uiso 1 1 calc R U
C3 C 0.9487(5) 0.4216(2) 1.1019(4) 0.0390(9) Uani 1 1 d . .
H3 H 0.9451 0.4259 1.1847 0.047 Uiso 1 1 calc R U
C4 C 0.8356(5) 0.45022(18) 1.0269(3) 0.0319(8) Uani 1 1 d . .
H4 H 0.7551 0.4750 1.0569 0.038 Uiso 1 1 calc R U
C5 C 0.8428(4) 0.44182(15) 0.9063(3) 0.0239(6) Uani 1 1 d . .
C6 C 0.7375(4) 0.47197(15) 0.8165(3) 0.0216(6) Uani 1 1 d . .
C7 C 0.6207(4) 0.51479(17) 0.8385(3) 0.0278(7) Uani 1 1 d . .
H7 H 0.6000 0.5257 0.9168 0.033 Uiso 1 1 calc R U
C8 C 0.5359(4) 0.54098(17) 0.7433(3) 0.0307(8) Uani 1 1 d . .
H8 H 0.4532 0.5693 0.7572 0.037 Uiso 1 1 calc R U
C9 C 0.6792(4) 0.48677(16) 0.6169(3) 0.0265(7) Uani 1 1 d . .
H9 H 0.7013 0.4772 0.5383 0.032 Uiso 1 1 calc R U
C10 C 1.0741(4) 0.30838(16) 0.6396(3) 0.0275(7) Uani 1 1 d . .
C11 C 0.9341(4) 0.28817(15) 0.6924(3) 0.0242(7) Uani 1 1 d . .
C12 C 0.8016(4) 0.30981(14) 0.6201(3) 0.0223(6) Uani 1 1 d . .
C13 C 0.8582(4) 0.34171(14) 0.5190(3) 0.0235(6) Uani 1 1 d . .
C14 C 1.0252(4) 0.33995(15) 0.5318(3) 0.0264(7) Uani 1 1 d . .
C15 C 1.2400(5) 0.2927(2) 0.6817(5) 0.0410(10) Uani 1 1 d . .
H15A H 1.2781 0.2584 0.6340 0.062 Uiso 1 1 calc R U
H15B H 1.2438 0.2796 0.7644 0.062 Uiso 1 1 calc R U
H15C H 1.3065 0.3299 0.6744 0.062 Uiso 1 1 calc R U
C16 C 0.9269(5) 0.24996(17) 0.8008(4) 0.0323(8) Uani 1 1 d . .
H16A H 0.8379 0.2639 0.8438 0.048 Uiso 1 1 calc R U
H16B H 1.0246 0.2552 0.8507 0.048 Uiso 1 1 calc R U
H16C H 0.9133 0.2055 0.7795 0.048 Uiso 1 1 calc R U
C17 C 0.6327(4) 0.29764(18) 0.6376(4) 0.0302(8) Uani 1 1 d . .
H17A H 0.5982 0.2595 0.5946 0.045 Uiso 1 1 calc R U
H17B H 0.5693 0.3335 0.6080 0.045 Uiso 1 1 calc R U
H17C H 0.6197 0.2919 0.7217 0.045 Uiso 1 1 calc R U
C18 C 0.7606(5) 0.36616(18) 0.4144(3) 0.0332(8) Uani 1 1 d . .
H18A H 0.8103 0.4038 0.3842 0.050 Uiso 1 1 calc R U
H18B H 0.6556 0.3769 0.4376 0.050 Uiso 1 1 calc R U
H18C H 0.7518 0.3338 0.3529 0.050 Uiso 1 1 calc R U
C19 C 1.1307(5) 0.3662(2) 0.4453(4) 0.0397(10) Uani 1 1 d . .
H19A H 1.1481 0.3343 0.3853 0.060 Uiso 1 1 calc R U
H19B H 1.2315 0.3779 0.4862 0.060 Uiso 1 1 calc R U
H19C H 1.0818 0.4035 0.4075 0.060 Uiso 1 1 calc R U
N1 N 0.9552(3) 0.40634(13) 0.8623(3) 0.0244(6) Uani 1 1 d . .
N2 N 0.7652(3) 0.45750(12) 0.7035(3) 0.0221(5) Uani 1 1 d . .
N3 N 0.5649(4) 0.52823(15) 0.6316(3) 0.0309(7) Uani 1 1 d . .
B1 B 0.5073(6) 0.3387(2) 0.9907(4) 0.0336(9) Uani 1 1 d . .
F1 F 0.3724(4) 0.30424(16) 0.9816(4) 0.0969(16) Uani 1 1 d . .
F2 F 0.5580(5) 0.34620(14) 1.1058(3) 0.0720(10) Uani 1 1 d . .
F3 F 0.6202(5) 0.30851(18) 0.9355(3) 0.0836(12) Uani 1 1 d . .
F4 F 0.4767(4) 0.39783(12) 0.9391(3) 0.0526(7) Uani 1 1 d . .
Cl1 Cl 1.12152(12) 0.47455(4) 0.66833(10) 0.0362(2) Uani 1 1 d . .
Ir1 Ir 0.93932(2) 0.38966(2) 0.68153(2) 0.02041(4) 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'
B B 0.0013 0.0007 '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'
Cl Cl 0.1484 0.1585 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 C1 C2 121.4(4)
N1 C1 H1 119.3
C2 C1 H1 119.3
C3 C2 C1 119.2(4)
C3 C2 H2 120.4
C1 C2 H2 120.4
C2 C3 C4 120.2(4)
C2 C3 H3 119.9
C4 C3 H3 119.9
C3 C4 C5 118.3(4)
C3 C4 H4 120.9
C5 C4 H4 120.9
N1 C5 C4 121.7(3)
N1 C5 C6 113.8(3)
C4 C5 C6 124.5(3)
N2 C6 C7 119.8(3)
N2 C6 C5 114.9(3)
C7 C6 C5 125.1(3)
C8 C7 C6 117.8(3)
C8 C7 H7 121.1
C6 C7 H7 121.1
N3 C8 C7 122.8(3)
N3 C8 H8 118.6
C7 C8 H8 118.6
N3 C9 N2 125.5(3)
N3 C9 H9 117.3
N2 C9 H9 117.3
C14 C10 C11 107.4(3)
C14 C10 C15 125.9(3)
C11 C10 C15 126.4(3)
C14 C10 Ir1 71.79(19)
C11 C10 Ir1 70.86(18)
C15 C10 Ir1 128.1(3)
C12 C11 C10 108.0(3)
C12 C11 C16 125.3(3)
C10 C11 C16 126.7(3)
C12 C11 Ir1 70.35(18)
C10 C11 Ir1 69.99(19)
C16 C11 Ir1 126.6(2)
C11 C12 C13 108.2(3)
C11 C12 C17 126.9(3)
C13 C12 C17 124.8(3)
C11 C12 Ir1 71.06(19)
C13 C12 Ir1 71.50(18)
C17 C12 Ir1 127.1(2)
C14 C13 C12 107.3(3)
C14 C13 C18 125.8(3)
C12 C13 C18 126.6(3)
C14 C13 Ir1 70.9(2)
C12 C13 Ir1 69.41(19)
C18 C13 Ir1 129.5(2)
C13 C14 C10 109.0(3)
C13 C14 C19 124.9(4)
C10 C14 C19 126.0(3)
C13 C14 Ir1 70.96(19)
C10 C14 Ir1 69.55(19)
C19 C14 Ir1 126.2(3)
C10 C15 H15A 109.5
C10 C15 H15B 109.5
H15A C15 H15B 109.5
C10 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
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
C12 C17 H17A 109.5
C12 C17 H17B 109.5
H17A C17 H17B 109.5
C12 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C13 C18 H18A 109.5
C13 C18 H18B 109.5
H18A C18 H18B 109.5
C13 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C14 C19 H19A 109.5
C14 C19 H19B 109.5
H19A C19 H19B 109.5
C14 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C1 N1 C5 119.2(3)
C1 N1 Ir1 122.9(3)
C5 N1 Ir1 117.9(2)
C9 N2 C6 117.8(3)
C9 N2 Ir1 125.9(2)
C6 N2 Ir1 116.3(2)
C9 N3 C8 116.2(3)
F3 B1 F2 108.5(4)
F3 B1 F1 109.8(4)
F2 B1 F1 110.1(4)
F3 B1 F4 110.3(4)
F2 B1 F4 109.5(4)
F1 B1 F4 108.6(4)
N1 Ir1 N2 76.09(11)
N1 Ir1 C10 111.11(13)
N2 Ir1 C10 166.98(13)
N1 Ir1 C12 116.69(12)
N2 Ir1 C12 101.86(11)
C10 Ir1 C12 65.34(13)
N1 Ir1 C11 96.50(12)
N2 Ir1 C11 131.35(11)
C10 Ir1 C11 39.15(12)
C12 Ir1 C11 38.59(13)
N1 Ir1 C14 148.74(13)
N2 Ir1 C14 135.16(13)
C10 Ir1 C14 38.66(14)
C12 Ir1 C14 64.60(12)
C11 Ir1 C14 64.58(13)
N1 Ir1 C13 155.72(12)
N2 Ir1 C13 103.85(12)
C10 Ir1 C13 64.98(14)
C12 Ir1 C13 39.09(12)
C11 Ir1 C13 64.88(13)
C14 Ir1 C13 38.12(13)
N1 Ir1 Cl1 86.52(8)
N2 Ir1 Cl1 87.68(8)
C10 Ir1 Cl1 103.29(10)
C12 Ir1 Cl1 156.31(9)
C11 Ir1 Cl1 140.52(9)
C14 Ir1 Cl1 93.30(9)
C13 Ir1 Cl1 117.75(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.345(5)
C1 C2 1.388(6)
C1 H1 0.9500
C2 C3 1.360(6)
C2 H2 0.9500
C3 C4 1.381(6)
C3 H3 0.9500
C4 C5 1.390(5)
C4 H4 0.9500
C5 N1 1.347(4)
C5 C6 1.458(5)
C6 N2 1.361(4)
C6 C7 1.386(5)
C7 C8 1.375(5)
C7 H7 0.9500
C8 N3 1.341(5)
C8 H8 0.9500
C9 N3 1.334(4)
C9 N2 1.338(4)
C9 H9 0.9500
C10 C14 1.433(5)
C10 C11 1.444(5)
C10 C15 1.498(5)
C10 Ir1 2.149(3)
C11 C12 1.425(5)
C11 C16 1.482(5)
C11 Ir1 2.160(3)
C12 C13 1.449(5)
C12 C17 1.493(5)
C12 Ir1 2.151(3)
C13 C14 1.423(5)
C13 C18 1.494(5)
C13 Ir1 2.179(3)
C14 C19 1.491(5)
C14 Ir1 2.178(3)
C15 H15A 0.9800
C15 H15B 0.9800
C15 H15C 0.9800
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
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
N1 Ir1 2.083(3)
N2 Ir1 2.099(3)
B1 F3 1.351(5)
B1 F2 1.359(6)
B1 F1 1.362(6)
B1 F4 1.403(5)
Cl1 Ir1 2.3936(9)
