Probing the Effect of Six-Membered N-Heterocyclic Carbene-6-Mes-on the Synthesis, Structure and Reactivity of Me2MOR(NHC) (M = Ga, In) Complexes
Cybularczyk-Cecotka, M.; Dabrowska, A.M.; Gunka, P.A.; Horeglad, P.; Inorganics 6 (2018) 28–; doi:10.3390/inorganics6010028

data_1556596
_publ_section_title
;
 Probing the Effect of Six-Membered N-Heterocyclic Carbene-6-Mes-on the
 Synthesis, Structure and Reactivity of Me2MOR(NHC) (M = Ga, In) Complexes
;
_journal_name_full               Inorganics
_journal_page_first              28
_journal_paper_doi               10.3390/inorganics6010028
_journal_volume                  6
_journal_year                    2018
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C38 H47 In N2 O'
_chemical_formula_sum            'C38 H47 In N2 O'
_chemical_formula_weight         662.59
_space_group_crystal_system      tetragonal
_space_group_IT_number           110
_space_group_name_Hall           'I 4bw -2c'
_space_group_name_H-M_alt        'I 41 c d'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   28.4159(12)
_cell_length_b                   28.4159(12)
_cell_length_c                   19.2051(10)
_cell_measurement_reflns_used    3339
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.8670
_cell_measurement_theta_min      4.0720
_cell_volume                     15507.4(12)
_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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3347
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_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     58.00  83.00   1.00   20.00    --   14.72 179.00  30.00   25
  2  \w     20.00  57.00   1.00   20.00    --   14.72 -99.00-180.00   37
  3  \w     29.00  56.00   1.00   20.00    --   14.72  38.00 -30.00   27
  4  \w    -11.00  44.00   1.00   20.00    --   14.72  38.00  90.00   55
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0108048000
_diffrn_orient_matrix_UB_12      -0.0156888000
_diffrn_orient_matrix_UB_13      -0.0239699000
_diffrn_orient_matrix_UB_21      -0.0205102000
_diffrn_orient_matrix_UB_22      0.0141137000
_diffrn_orient_matrix_UB_23      -0.0001034000
_diffrn_orient_matrix_UB_31      0.0091786000
_diffrn_orient_matrix_UB_32      0.0133447000
_diffrn_orient_matrix_UB_33      -0.0281136000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0763
_diffrn_reflns_av_unetI/netI     0.0914
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            21599
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         3.564
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.636
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57449
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.135
_exptl_crystal_description       block
_exptl_crystal_F_000             5536
_exptl_crystal_size_max          0.77
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.16
_platon_squeeze_details
;
TITL md496_mc187_a.res in I4(1)cd                                               
CELL   28.4159   28.4159   19.2051     90.00     90.00     90.00                
SPGR I41cd                                                                      
C101 0.205 0.727 0.404 !       2.14 eA-3                                        
C102 0.774 0.284 0.433 !       2.03 eA-3                                        
C103 0.289 0.306 0.114 !       1.76 eA-3                                        
C104 0.745 0.197 0.038 !       1.72 eA-3                                        
C105 0.806 0.269 0.341 !       1.65 eA-3                                        
C106 0.810 0.232 0.333 !       1.55 eA-3                                        
C107 0.748 0.710 0.126 !       1.50 eA-3                                        
C108 0.210 0.780 0.253 !       1.47 eA-3                                        
C109 0.206 0.729 0.297 !       1.45 eA-3                                        
C110 0.774 0.256 0.231 !       1.43 eA-3                                        
C111 0.212 0.685 0.448 !       1.32 eA-3                                        
C112 0.724 0.675 0.070 !       1.28 eA-3                                        
C113 0.213 0.756 0.419 !       1.27 eA-3                                        
C114 0.289 0.302 0.212 !       1.27 eA-3                                        
C115 0.290 0.329 0.128 !       1.26 eA-3                                        
C116 0.724 0.744 0.270 !       1.25 eA-3                                        
C117 0.734 0.817 0.467 !       1.21 eA-3                                        
Q118 0.243 0.695 0.294 !       1.13 eA-3                                        
C119 0.813 0.225 0.376 !       1.13 eA-3                                        
C120 0.780 0.225 0.110 !       1.06 eA-3                                        
C121 0.719 0.830 0.512 !       0.98 eA-3                                        
C122 0.219 0.330 0.012 !       0.98 eA-3                                        
C123 0.326 0.721 0.766 !       0.98 eA-3                                        
C124 0.749 0.741 0.143 !       0.96 eA-3                                        
C125 0.240 0.724 0.287 !       0.95 eA-3                                        
Q126 0.806 0.260 0.193 !       0.95 eA-3                                        
C127 0.681 0.285 0.781 !       0.92 eA-3                                        
C128 0.315 0.252 0.431 !       0.92 eA-3                                        
Q129 0.266 0.725 0.200 !       0.90 eA-3                                        
Q130 0.750 0.220 0.359 !       0.85 eA-3                                        
C131 0.798 0.174 0.234 !       0.83 eA-3                                        
C132 0.218 0.748 0.484 !       0.82 eA-3                                        
C133 0.704 0.217 0.042 !       0.79 eA-3                                        
Q134 0.758 0.782 0.368 !       0.78 eA-3                                        
Q135 0.735 0.322 0.348 !       0.77 eA-3                                        
Q136 0.302 0.727 0.189 !       0.75 eA-3                                        
C137 0.241 0.754 0.329 !       0.74 eA-3                                        
C138 0.724 0.804 0.345 !       0.73 eA-3                                        
Q139 0.752 0.130 0.083 !       0.73 eA-3                                        
Q140 0.835 0.197 0.407 !       0.73 eA-3                                        
Q141 0.760 0.732 0.286 !       0.72 eA-3                                        
Q142 0.726 0.712 0.815 !       0.70 eA-3                                        
Q143 0.226 0.212 0.315 !       0.70 eA-3                                        
Q144 0.711 0.193 0.466 !       0.69 eA-3                                        
Q145 0.348 0.241 0.472 !       0.69 eA-3                                        
Q146 0.322 0.213 0.242 !       0.69 eA-3                                        
C147 0.730 0.705 0.433 !       0.69 eA-3                                        
C148 0.205 0.845 0.167 !       0.68 eA-3                                        
Q149 0.412 0.179 0.319 !       0.68 eA-3                                        
Q150 0.281 0.366 0.001 !       0.68 eA-3                                        
C151 0.327 0.814 0.057 !       0.68 eA-3                                        
Q152 0.713 0.227 0.389 !       0.67 eA-3                                        
C153 0.323 0.329 0.125 !       0.67 eA-3                                        
Q154 0.713 0.197 0.173 !       0.66 eA-3                                        
Q155 0.221 0.665 0.285 !       0.66 eA-3                                        
C156 0.203 0.311 0.108 !       0.66 eA-3                                        
C157 0.311 0.335 0.210 !       0.65 eA-3                                        
C158 0.711 0.625 0.094 !       0.65 eA-3                                        
Q159 0.729 0.648 0.293 !       0.65 eA-3                                        
Q160 0.717 0.671 0.394 !       0.64 eA-3                                        
C161 0.219 0.727 0.015 !       0.63 eA-3                                        
Q162 0.242 0.696 0.251 !       0.60 eA-3                                        
Q163 0.210 0.657 0.422 !       0.59 eA-3                                        
Q164 0.288 0.369 0.051 !       0.58 eA-3                                        
C165 0.344 0.187 0.311 !       0.58 eA-3                                        
Q166 0.189 0.876 0.035 !       0.56 eA-3                                        
Q167 0.133 0.316 0.002 !       0.56 eA-3                                        
Q168 0.785 0.704 0.201 !       0.54 eA-3                                        
Q169 0.698 0.443 0.220 !       0.54 eA-3                                        
C170 0.866 0.308 0.388 !       0.52 eA-3                                        
Q171 0.804 0.110 0.142 !       0.51 eA-3                                        
Q172 0.588 0.413 0.215 !       0.51 eA-3                                        
Q173 0.845 0.861 0.450 !       0.51 eA-3                                        
Q174 0.173 0.266 0.207 !       0.50 eA-3                                        
;
_refine_diff_density_max         0.815
_refine_diff_density_min         -0.542
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.01(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     389
_refine_ls_number_reflns         6490
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0859
_refine_ls_R_factor_gt           0.0505
_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^)+(0.0570P)^2^+19.8460P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1160
_refine_ls_wR_factor_ref         0.1532
_reflns_Friedel_coverage         0.938
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                4669
_reflns_number_total             6490
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            md496_mc187_sq.cif
_cod_data_source_block           md496_mc187_sq
_cod_original_cell_volume        15507.4(15)
_cod_database_code               1556596
_chemical_oxdiff_formula         'In N4 O1 C30 H26'
_shelx_estimated_absorpt_t_max   0.905
_shelx_estimated_absorpt_t_min   0.640
_reflns_odcompleteness_completeness 98.41
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.82
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 1.01(6)
 -0.01(6)
2. 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
3.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B)
3.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C9(H9), C16(H16), C18(H18), C28(H28), C29(H29), C30(H30), C31(H31),
 C32(H32), C34(H34), C35(H35), C36(H36), C37(H37), C38(H38)
3.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C20(H20A,H20B,
 H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,
 H24B,H24C), C26(H26A,H26B,H26C)
;
_platon_squeeze_void_probe_radius 1.20
_olex2_date_sample_data_collection 2016-12-16
_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.387
_oxdiff_exptl_absorpt_empirical_full_min 0.575