Catalytic applications of magnetic nanoparticles functionalized using iridium N-heterocyclic carbene complexes
Iglesias, Diego; Sabater, Sara; Azua, Arturo; Mata, Jose A.; New J. Chem. 39 (2015) 6437–; doi:10.1039/C5NJ00803D

data_7054929
_publ_section_title
;
 Catalytic applications of magnetic nanoparticles functionalized using
 iridium N-heterocyclic carbene complexes
;
_journal_issue                   8
_journal_name_full               'New J. Chem.'
_journal_page_first              6437
_journal_paper_doi               10.1039/C5NJ00803D
_journal_volume                  39
_journal_year                    2015
_chemical_formula_moiety         'C22 H26 Cl Ir N2 O'
_chemical_formula_sum            'C22 H26 Cl Ir N2 O'
_chemical_formula_weight         562.10
_chemical_name_systematic
;
 ? 
;
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-05-31
_audit_creation_method
;
  Olex2 1.2-alpha
  (compiled Apr 23 2013 17:59:47, GUI svn.r4466)
;
_audit_update_record
;
2015-03-31 deposited with the CCDC.
2015-06-11 downloaded from the CCDC.
;
_cell_angle_alpha                96.622(3)
_cell_angle_beta                 99.334(3)
_cell_angle_gamma                104.274(3)
_cell_formula_units_Z            2
_cell_length_a                   8.4814(3)
_cell_length_b                   11.4048(4)
_cell_length_c                   11.4291(4)
_cell_measurement_reflns_used    11847
_cell_measurement_temperature    200.00(10)
_cell_measurement_theta_max      72.0710
_cell_measurement_theta_min      3.9430
_cell_volume                     1043.17(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200.00(10)
_diffrn_detector_area_resol_mean 10.4051
_diffrn_measured_fraction_theta_full 0.9995
_diffrn_measured_fraction_theta_max 0.8939
_diffrn_measurement_details
;
  1 omega -113.00  -80.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -36.3687  -99.0000   90.0000 33

  2 omega -121.00    3.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -36.3687  -77.0000  -60.0000 124

  3 omega  -59.00   18.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -36.3687   57.0000   90.0000 77

  4 omega   18.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.3687  -99.0000  150.0000 57

  5 omega   71.00  118.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.3687 -178.0000    0.0000 47

  6 omega  -21.00   13.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -70.5000   30.0000   30.0000 34

  7 omega  -46.00   11.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -70.5000   30.0000 -120.0000 57

  8 omega  -29.00   15.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -70.5000   30.0000 -180.0000 44

  9 omega   20.00  177.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222  -15.0000  -60.0000 157

 10 omega  119.00  177.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222  111.0000  -60.0000 58

 11 omega   36.00  141.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222  -61.0000    0.0000 105

 12 omega   94.00  171.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222  127.0000  -89.0000 77

 13 omega   36.00  101.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222 -111.0000   30.0000 65

 14 omega   56.00   89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222  -30.0000  120.0000 33

 15 omega   28.00   89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222  -30.0000 -180.0000 61

 16 omega   73.00   99.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222  -94.0000   60.0000 26

 17 omega   80.00  135.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222  178.0000   30.0000 55

 18 omega   49.00  121.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222 -127.0000  -90.0000 72

 19 omega   55.00   88.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222  -45.0000 -180.0000 33

 20 omega   57.00  140.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222  178.0000   60.0000 83

 21 omega -121.00    0.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -36.3687  -57.0000    0.0000 121

 22 omega -121.00    0.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -36.3687  -57.0000  120.0000 121

 23 omega -128.00    3.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -36.3687  -77.0000 -120.0000 131

 24 omega    1.00   83.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.3687  -99.0000  -30.0000 82

 25 omega -162.00  -31.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -70.5000  -77.0000    0.0000 131

 26 omega -162.00  -31.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -70.5000  -77.0000  -90.0000 131

 27 omega -162.00  -31.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -70.5000  -77.0000   90.0000 131

 28 omega -162.00  -31.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -70.5000  -77.0000 -180.0000 131

 29 omega   65.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222   30.0000 -120.0000 113

 30 omega   65.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222   30.0000   30.0000 113

 31 omega   65.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222   30.0000  120.0000 113

 32 omega   73.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222   61.0000  150.0000 105

 33 omega   24.00  115.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222 -111.0000 -120.0000 91

 34 omega   70.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222   77.0000   30.0000 108

 35 omega   70.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222   77.0000 -120.0000 108

 36 omega   73.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222   61.0000  -60.0000 105

 37 omega -128.00    3.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -36.3687  -77.0000   60.0000 131

 38 omega -125.00  -79.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -36.3687  -99.0000  120.0000 46

 39 omega -120.00  -64.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -36.3687 -142.0000 -154.0000 56

 40 omega   57.00  133.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.3687  178.0000  -90.0000 76

 41 omega -162.00  -67.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -70.5000  -77.0000  150.0000 95

 42 omega   24.00  115.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222 -111.0000   90.0000 91

 43 omega   70.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.6222   77.0000   90.0000 108
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0142301000
_diffrn_orient_matrix_UB_12      0.0961754000
_diffrn_orient_matrix_UB_13      -0.0824879000
_diffrn_orient_matrix_UB_21      0.0492343000
_diffrn_orient_matrix_UB_22      0.1015143000
_diffrn_orient_matrix_UB_23      0.1109237000
_diffrn_orient_matrix_UB_31      0.1842155000
_diffrn_orient_matrix_UB_32      0.0199775000
_diffrn_orient_matrix_UB_33      -0.0075643000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            19295
_diffrn_reflns_theta_full        72.20
_diffrn_reflns_theta_max         72.20
_diffrn_reflns_theta_min         3.97
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    13.667
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32550
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.790
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             548
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Dichloromethane/n-hexanes'
_exptl_crystal_size_max          0.2443
_exptl_crystal_size_mid          0.0631
_exptl_crystal_size_min          0.0504
_refine_diff_density_max         1.622
_refine_diff_density_min         -0.999
_refine_diff_density_rms         0.128
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         4047
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0259
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0294P)^2^+2.7876P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0634
_refine_ls_wR_factor_ref         0.0651
_reflns_number_gt                3777
_reflns_number_total             4047
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5nj00803d2.cif
_cod_data_source_block           str1513
_cod_depositor_comments          'Adding full bibliography for 7054929.cif.'
_cod_original_cell_volume        1043.17(6)
_cod_database_code               7054929
_chemical_oxdiff_formula         'C29 H33 N3 Cl Ir'
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C5(H5), C14(H14), C6(H6), C13(H13)
2.b Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C17(H17A,H17B,H17C), C8(H8A,H8B,H8C), C21(H21A,H21B,
 H21C), C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C19(H19A,H19B,H19C)
;