Conversion of haloform to carbonate by iridium N-heterocyclic carbene complexes and silver(i) oxide.
Marr, Andrew C.; Morgan, Patrick J.; Saunders, Graham C.; Thomas, Hayden P.; Dalton transactions (Cambridge, England : 2003) 48 (2019) 1947–1949; doi:10.1039/c8dt04456b

data_7048501
_publ_section_title
;
 Conversion of haloform to carbonate by iridium N-heterocyclic carbene
 complexes and silver(i) oxide.
;
_journal_issue                   6
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1947
_journal_page_last               1949
_journal_paper_doi               10.1039/c8dt04456b
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         'C22 H25 Cl F Ir N2 O3, 2(H2 O)'
_chemical_formula_sum            'C22 H29 Cl F Ir N2 O5'
_chemical_formula_weight         648.15
_chemical_name_systematic
'\h5-Pentamethylcyclopentadienyliridium(1-(2-chloro-6-fluorophenylmethyl)-3-methylimidazolin-2-ylidene) carbonate'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_symmetry_Int_Tables_number      60
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_primary     iterative
_audit_creation_date             2017-12-06
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-08-31 deposited with the CCDC.
2019-01-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   24.4133(4)
_cell_length_b                   15.2016(2)
_cell_length_c                   12.9342(2)
_cell_measurement_reflns_used    7229
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.7410
_cell_measurement_theta_min      4.7680
_cell_volume                     4800.16(13)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.7110
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.9667
_diffrn_measured_fraction_theta_max 0.9648
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -92.00  -5.00   1.00    4.75    --  -40.55 125.00   0.00   87
  2  \w    -71.00 -19.00   1.00    4.75    --  -40.55 -57.00-180.00   52
  3  \w   -106.00 -78.00   1.00    4.75    --  -40.55 -57.00-180.00   28
  4  \w     24.00  96.00   1.00   19.00    --  106.89 -94.00-180.00   72
  5  \w     78.00 156.00   1.00   19.00    --  106.89  61.00-120.00   78
  6  \w     80.00 158.00   1.00   19.00    --  106.89  30.00 150.00   78
  7  \w   -115.00 -16.00   1.00    4.75    --  -40.55 -38.00 -90.00   99
  8  \w    -34.00  65.00   1.00    4.75    --   40.55 -38.00 -90.00   99
  9  \w    -32.00  52.00   1.00    4.75    --   40.55 -57.00 150.00   84
 10  \w      0.00 121.00   1.00    4.75    --   40.55  19.00  90.00  121
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0207550000
_diffrn_orient_matrix_UB_12      0.0940045000
_diffrn_orient_matrix_UB_13      0.0211749000
_diffrn_orient_matrix_UB_21      -0.0153146000
_diffrn_orient_matrix_UB_22      -0.0268489000
_diffrn_orient_matrix_UB_23      0.1111330000
_diffrn_orient_matrix_UB_31      0.0575713000
_diffrn_orient_matrix_UB_32      0.0266946000
_diffrn_orient_matrix_UB_33      0.0373598000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0504
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18286
_diffrn_reflns_theta_full        73.9866
_diffrn_reflns_theta_max         73.99
_diffrn_reflns_theta_min         3.42
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    12.166
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.856
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark yellow'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.7936
_exptl_crystal_description       block
_exptl_crystal_F_000             2518.5397
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: chloroform and pentane'
_exptl_crystal_size_max          0.097
_exptl_crystal_size_mid          0.051
_exptl_crystal_size_min          0.023
_refine_diff_density_max         2.3031
_refine_diff_density_min         -1.4656
_refine_diff_density_rms         0.2035
_refine_ls_d_res_high            0.8020
_refine_ls_d_res_low             12.9044
_refine_ls_goodness_of_fit_ref   1.0599
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    43
_refine_ls_number_parameters     301
_refine_ls_number_reflns         4708
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0599
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0409
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0720P)^2^+9.8380P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1259
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              30
_reflns_limit_h_min              0
_reflns_limit_k_max              18
_reflns_limit_k_min              0
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                3682
_reflns_number_total             4708
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c8dt04456b2.cif
_cod_data_source_block           Crystal201
_cod_depositor_comments          'Adding full bibliography for 7048501.cif.'
_cod_original_cell_volume        4800.18(13)
_cod_database_code               7048501
_chemical_oxdiff_formula         C22H24IrCl2N2F1
_reflns_odcompleteness_completeness 99.48
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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, All O(H,H) groups
2.a Free rotating group:
 O4(H4a,H4b), O5(H5a,H5b)
2.b Secondary CH2 refined with riding coordinates:
 C15(H15a,H15b)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C19(H19), C18(H18), C20(H20), C12(H12)
2.d Idealised Me refined as rotating group:
 C14(H14a,H14b,H14c), C8(H8a,H8b,H8c), C10(H10a,H10b,H10c), C9(H9a,H9b,H9c),
 C6(H6a,H6b,H6c), C7(H7a,H7b,H7c)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.589
_oxdiff_exptl_absorpt_empirical_full_min 0.629