Harnessing asymmetric N-heterocyclic carbene ligands to optimise SABRE hyperpolarisation.
Wong, Chin Min; Fekete, Marianna; Nelson-Forde, Rhianna; Gatus, Mark R. D.; Rayner, Peter J.; Whitwood, Adrian C.; Duckett, Simon B.; Messerle, Barbara A.; Catalysis science & technology 8 (2018) 4925–4933; doi:10.1039/c8cy01214h

data_1549873
_publ_section_title
;
 Harnessing asymmetric N-heterocyclic carbene ligands to optimise SABRE
 hyperpolarisation.
;
_journal_issue                   19
_journal_name_full               'Catalysis science &amp; technology'
_journal_page_first              4925
_journal_page_last               4933
_journal_paper_doi               10.1039/c8cy01214h
_journal_volume                  8
_journal_year                    2018
_chemical_formula_moiety         'C28 H34 Cl Ir N2'
_chemical_formula_sum            'C28 H34 Cl Ir N2'
_chemical_formula_weight         626.22
_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
_audit_creation_date             2016-06-03
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2018-06-11 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;
_cell_angle_alpha                100.717(3)
_cell_angle_beta                 104.685(3)
_cell_angle_gamma                96.543(3)
_cell_formula_units_Z            2
_cell_length_a                   9.7423(3)
_cell_length_b                   11.0660(4)
_cell_length_c                   12.1673(4)
_cell_measurement_reflns_used    5148
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      71.0040
_cell_measurement_theta_min      6.6180
_cell_volume                     1228.72(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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_environment      N~2~
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details
;
  1 omega   -1.00   26.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -37.0000    0.0000 27

  2 omega  -15.00   80.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -37.0000  -90.0000 95

  3 omega   43.00   92.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000  -90.0000 49

  4 omega   65.00   91.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000 -150.0000 26

  5 omega   49.00   92.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000 -180.0000 43

  6 omega   47.00  144.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -91.0000 -180.0000 97

  7 omega   56.00   87.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000    0.0000 31

  8 omega   40.00   85.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000  -30.0000 45

  9 omega   38.00  127.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000    0.0000 89

 10 omega   55.00  116.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000    0.0000 61

 11 omega   43.00  108.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000    0.0000 65

 12 omega   38.00   92.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000   90.0000 54

 13 omega   93.00  124.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   37.0000   90.0000 31

 14 omega   80.00  125.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   19.0000  150.0000 45

 15 omega   41.00   88.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000   30.0000 47

 16 omega   29.00   67.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   37.0000   90.0000 38

 17 omega   37.00   70.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000  150.0000 33

 18 omega   56.00  102.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  150.0000 46

 19 omega   30.00   70.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000   30.0000 40

 20 omega   11.00   53.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   19.0000  150.0000 42

 21 omega  -69.00  -13.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -37.0000    0.0000 56

 22 omega   28.00   56.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -180.0000 28

 23 omega   72.00   98.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000 -180.0000 26

 24 omega   91.00  136.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   63.0000  -90.0000 45

 25 omega   37.00  177.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000    0.0000 -120.0000 140

 26 omega    4.00   54.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -99.0000 -180.0000 50

 27 omega    0.00   75.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000 -180.0000 75

 28 omega   -9.00   25.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -180.0000 34
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0045408000
_diffrn_orient_matrix_UB_12      0.1203034000
_diffrn_orient_matrix_UB_13      0.0890158000
_diffrn_orient_matrix_UB_21      0.1283592000
_diffrn_orient_matrix_UB_22      0.0643271000
_diffrn_orient_matrix_UB_23      -0.0322037000
_diffrn_orient_matrix_UB_31      -0.1049600000
_diffrn_orient_matrix_UB_32      0.0453661000
_diffrn_orient_matrix_UB_33      -0.0952516000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0146
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7908
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.177
_diffrn_reflns_theta_min         3.853
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    11.642
_exptl_absorpt_correction_T_max  0.554
_exptl_absorpt_correction_T_min  0.393
_exptl_absorpt_correction_type   gaussian
_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)
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            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.693
_exptl_crystal_description       block
_exptl_crystal_F_000             620
_exptl_crystal_size_max          0.2421
_exptl_crystal_size_mid          0.1593
_exptl_crystal_size_min          0.1367
_refine_diff_density_max         0.565
_refine_diff_density_min         -1.032
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         4638
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0172
_refine_ls_R_factor_gt           0.0167
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0228P)^2^+0.6777P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0413
_refine_ls_wR_factor_ref         0.0415
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4560
_reflns_number_total             4638
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cy01214h2.cif
_cod_data_source_block           sbd1613
_cod_depositor_comments          'Adding full bibliography for 1549873.cif.'
_cod_original_cell_volume        1228.71(8)
_cod_database_code               1549873
_chemical_oxdiff_formula         'C30 H34 Ir1 N2 Cl1'
_chemical_oxdiff_usercomment     'Marianna Fekete Chin4'
_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, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C23) = Uanis(C30)
Uanis(C26) = Uanis(C31)
Uanis(C27) = Uanis(C32)
Uanis(C22) = Uanis(C29)
3. Others
 Sof(H21A)=Sof(H24A)=Sof(H25A)=Sof(H28A)=Sof(C30)=Sof(H30A)=Sof(H30B)=Sof(C29)=
 Sof(H29A)=Sof(H29B)=Sof(C31)=Sof(H31A)=Sof(H31B)=Sof(C32)=Sof(H32A)=Sof(H32B)=
 1-FVAR(1)
 Sof(H21)=Sof(H24)=Sof(H25)=Sof(H28)=Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(C22)=
 Sof(H22A)=Sof(H22B)=Sof(C26)=Sof(H26A)=Sof(H26B)=Sof(C27)=Sof(H27A)=Sof(H27B)=
 FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C21(H21), C21(H21A), C24(H24), C24(H24A), C25(H25), C25(H25A), C28(H28),
 C28(H28A)
4.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C7(H7A,H7B), C23(H23A,H23B), C30(H30A,H30B), C22(H22A,H22B),
 C29(H29A,H29B), C26(H26A,H26B), C31(H31A,H31B), C27(H27A,H27B), C32(H32A,H32B)
4.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C14(H14), C10(H10), C16(H16), C1(H1), C5(H5), C3(H3), C4(H4), C2(H2)
4.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C20(H20A,H20B,H20C), C19(H19A,H19B,H19C)
;
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2016-04-22
_olex2_date_sample_submission    2016-04-14
_olex2_exptl_crystal_mounting_method 'oil on micromount 200 micrometres'
_olex2_submission_original_sample_id Chin4
_olex2_submission_special_instructions 'No special instructions were received'