Optimised synthesis of monoanionic bis(NHC)-pincer ligand precursors and their Li-complexes
Jürgens, Eva; Buys, Kai N.; Schmidt, Anna-Theresa; Furfari, Samantha K.; Cole, Marcus L.; Moser, Michael; Rominger, Frank; Kunz, Doris; New J. Chem. 40 (2016) 9160–; doi:10.1039/C6NJ01941B

data_7055769
_publ_section_title
;
 Optimised synthesis of monoanionic bis(NHC)-pincer ligand precursors and
 their Li-complexes
;
_journal_issue                   11
_journal_name_full               'New J. Chem.'
_journal_page_first              9160
_journal_paper_doi               10.1039/C6NJ01941B
_journal_volume                  40
_journal_year                    2016
_chemical_compound_source        'deprotonation of parent carbazole'
_chemical_formula_moiety         'C36 H47 I Li2 N5 O2'
_chemical_formula_sum            'C36 H47 I Li2 N5 O2'
_chemical_formula_weight         722.59
_chemical_name_common            Li(bimcaiPr)LiI(DME)
_chemical_properties_physical    'moisture-sensitive, air-sensitive'
_chemical_temperature_decomposition 484
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_audit_creation_date             2015-10-21
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-04-05 deposited with the CCDC.
2016-09-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.529(14)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   29.213(9)
_cell_length_b                   13.853(4)
_cell_length_c                   22.665(7)
_cell_measurement_reflns_used    5273
_cell_measurement_temperature    150
_cell_measurement_theta_max      18.41
_cell_measurement_theta_min      2.59
_cell_volume                     8918(5)
_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)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.9963
_diffrn_measured_fraction_theta_max 0.8264
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1047
_diffrn_reflns_av_unetI/netI     0.1577
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            55868
_diffrn_reflns_theta_full        26.0000
_diffrn_reflns_theta_max         30.53
_diffrn_reflns_theta_min         1.43
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.748
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.0763
_exptl_crystal_description       plate
_exptl_crystal_F_000             2981.7122
_exptl_crystal_preparation       'deprotonation of parent carbazole'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.3822
_refine_diff_density_min         -1.5783
_refine_diff_density_rms         0.2227
_refine_ls_d_res_high            0.6996
_refine_ls_d_res_low             14.2011
_refine_ls_goodness_of_fit_ref   0.9636
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    70
_refine_ls_number_parameters     425
_refine_ls_number_reflns         11284
_refine_ls_number_restraints     60
_refine_ls_restrained_S_all      0.9609
_refine_ls_R_factor_all          0.1762
_refine_ls_R_factor_gt           0.0662
_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^)+(0.1336P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1943
_refine_ls_wR_factor_ref         0.2578
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              37
_reflns_limit_h_min              -39
_reflns_limit_k_max              17
_reflns_limit_k_min              0
_reflns_limit_l_max              31
_reflns_limit_l_min              0
_reflns_number_gt                4478
_reflns_number_total             11284
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c6nj01941b2.cif
_cod_data_source_block           new2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' tag was changed to
'_chemical_temperature_decomposition' since the value had been '484
(dec.)'. The value '484 (dec.)' was changed to '484'.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7055764--7055771.cif.
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7055769
_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
O1 \\sim O2 \\sim C33 \\sim C34 \\sim C35 \\sim C36: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
O1 \\sim O2 \\sim C33 \\sim C34 \\sim C35 \\sim C36: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
3.a Ternary CH refined with riding coordinates:
 C10(H10), C4(H4)
3.b Secondary CH2 refined with riding coordinates:
 C35(H35a,H35b), C34(H34a,H34b)
3.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C2(H2), C3(H3), C24(H24), C30(H30), C20(H20), C14(H14)
3.d Idealised Me refined as rotating group:
 C11(H11a,H11b,H11c), C6(H6a,H6b,H6c), C12(H12a,H12b,H12c), C5(H5a,H5b,H5c),
 C28(H28a,H28b,H28c), C27(H27a,H27b,H27c), C29(H29a,H29b,H29c), C17(H17a,H17b,
 H17c), C18(H18a,H18b,H18c), C33(H33a,H33b,H33c), C36(H36a,H36b,H36c)
;
_olex2_submission_special_instructions 'No special instructions were received'
_solvent_exptl_crystal_recrystallization_method 'hexane, dimethoxyethane'