Simple and reactive Ir(i) N-heterocyclic carbene complexes for alkyne activation.
Gatus, Mark R. D.; Pernik, Indrek; Tompsett, Joshua A.; Binding, Samantha C.; Peterson, Matthew B.; Messerle, Barbara A.; Dalton transactions (Cambridge, England : 2003) 48 (2019) 4333–4340; doi:10.1039/c9dt00313d

data_7049215
_publ_section_title
;
 Simple and reactive Ir(i) N-heterocyclic carbene complexes for alkyne
 activation.
;
_journal_issue                   13
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4333
_journal_page_last               4340
_journal_paper_doi               10.1039/c9dt00313d
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         'C18 H22 Cl Ir N2'
_chemical_formula_sum            'C18 H22 Cl Ir N2'
_chemical_formula_weight         494.02
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-08-15
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2018-12-17 deposited with the CCDC.    2019-02-27 downloaded from the CCDC.
;
_cell_angle_alpha                86.1730(10)
_cell_angle_beta                 69.3320(10)
_cell_angle_gamma                76.0420(10)
_cell_formula_units_Z            4
_cell_length_a                   10.9491(3)
_cell_length_b                   13.1008(4)
_cell_length_c                   13.1664(4)
_cell_measurement_reflns_used    9959
_cell_measurement_temperature    171(2)
_cell_measurement_theta_max      27.067
_cell_measurement_theta_min      2.877
_cell_volume                     1714.54(9)
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_collection       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'APEX3 (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      171.34
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            27293
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.110
_diffrn_reflns_theta_min         3.205
_diffrn_source                   'Incoatec I\mS microfocus X-ray source'
_exptl_absorpt_coefficient_mu    7.941
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.4897
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1530 before and 0.0369 after correction.
The Ratio of minimum to maximum transmission is 0.6569.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear yellowish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.914
_exptl_crystal_description       needle
_exptl_crystal_F_000             952
_exptl_crystal_preparation
'Crystal grown from a saturated solution of Ir(I) complex in dichloromethane and layered with pentane.'
_exptl_crystal_recrystallization_method 'Room temperature, in air.'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.901
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         7486
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0198
_refine_ls_R_factor_gt           0.0167
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0144P)^2^+1.6358P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0379
_refine_ls_wR_factor_ref         0.0392
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6783
_reflns_number_total             7486
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt00313d2.cif
_cod_data_source_block           mbp_cs_16_0ma_a
_cod_depositor_comments
'Adding full bibliography for 7049214--7049215.cif.'
_cod_database_code               7049215
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C006(H006), C00E(H00E), C00F(H00H), C00H(H00J), C00I(H00I), C00Q(H00Q),
 C00R(H00V), C00Y(H00Y)
2.b Secondary CH2 refined with riding coordinates:
 C00M(H00O,H00P), C00V(H00D,H00F), C012(H01G,H01H), C013(H01A,H01B), C014(H01I,
 H01J), C016(H01N,H01O), C017(H01C,H01D), C018(H01E,H01F)
2.c Aromatic/amide H refined with riding coordinates:
 C00C(H00G), C00J(H00K), C00K(H00L), C00L(H00M), C00N(H00N), C00O(H00R),
 C00P(H00T), C00S(H00S), C00T(H00X), C00U(H00U), C00W(H00W), C00Z(H00Z),
 C010(H010), C011(H011)
2.d Idealised Me refined as rotating group:
 C00G(H00A,H00B,H00C), C015(H01K,H01L,H01M)
;
_shelx_res_checksum              75415
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2015-05-01
_olex2_date_sample_submission    2015-04-27
_olex2_submission_special_instructions 'No special instructions were received'