A monomeric methyllithium complex: synthesis and structure.
Davison, Nathan; Falbo, Emanuele; Waddell, Paul G.; Penfold, Thomas J.; Lu, Erli; Chemical communications (Cambridge, England) 57 (2021) 6205–6208; doi:10.1039/d1cc01420j

data_7128358
_publ_section_title
;
 A monomeric methyllithium complex: synthesis and structure.
;
_journal_issue                   50
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              6205
_journal_page_last               6208
_journal_paper_doi               10.1039/d1cc01420j
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C25 H57 Li1 N6'
_chemical_formula_sum            'C25 H57 Li N6'
_chemical_formula_weight         448.70
_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_Hall           '-P 3'
_space_group_name_H-M_alt        'P -3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2021-01-26
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a7746 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-02-22 deposited with the CCDC.	2021-05-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   14.6283(11)
_cell_length_b                   14.6283(11)
_cell_length_c                   7.9366(5)
_cell_measurement_reflns_used    1549
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      61.2890
_cell_measurement_theta_min      5.5530
_cell_volume                     1470.80(18)
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      150.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3968
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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     53.00 121.00   1.00   15.00    --   41.72 160.00-113.00   68
  2  \w     79.00 170.00   1.00   60.00    --   93.50 118.00  94.00   91
  3  \w    -75.00  18.00   1.00   15.00    --  -41.72  77.00-150.00   93
  4  \w    -75.00  18.00   1.00   15.00    --  -41.72  77.00  60.00   93
  5  \w     63.00 168.00   1.00   60.00    --   93.50  61.00 -30.00  105
  6  \w     81.00 121.00   1.00   60.00    --   93.50 -88.00  -6.38   40
  7  \w     93.00 119.00   1.00   60.00    --   93.50  45.00 -60.00   26
  8  \w     33.00  78.00   1.00   60.00    --   93.50-125.00-180.00   45
  9  \w      9.00  38.00   1.00   60.00    --   93.50 -88.00  -6.38   29
 10  \w    131.00 166.00   1.00   60.00    --   93.50  45.00 -60.00   35
 11  \w     68.00  94.00   1.00   60.00    --   93.50-137.00  99.00   26
 12  \w     34.00  83.00   1.00   60.00    --   93.50-117.00 -14.00   49
 13  \w     51.00 112.00   1.00   60.00    --   93.50-162.00-163.00   61
;
_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      -0.0790870000
_diffrn_orient_matrix_UB_12      -0.1184730000
_diffrn_orient_matrix_UB_13      0.0240024000
_diffrn_orient_matrix_UB_21      0.0924193000
_diffrn_orient_matrix_UB_22      -0.0217041000
_diffrn_orient_matrix_UB_23      0.0164332000
_diffrn_orient_matrix_UB_31      0.0019060000
_diffrn_orient_matrix_UB_32      0.0165614000
_diffrn_orient_matrix_UB_33      0.1918853000
_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  0.0647
_diffrn_reflns_av_unetI/netI     0.0549
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            6842
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        66.761
_diffrn_reflns_theta_max         66.761
_diffrn_reflns_theta_min         3.489
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.453
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42598
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
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    1.013
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.200
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.030
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.956
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         1751
_refine_ls_number_restraints     458
_refine_ls_restrained_S_all      0.884
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0473
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0485P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1034
_refine_ls_wR_factor_ref         0.1157
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1253
_reflns_number_total             1751
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc01420j2.cif
_cod_data_source_block           elu200004
_cod_depositor_comments          'Adding full bibliography for 7128358.cif.'
_cod_original_cell_volume        1470.8(2)
_cod_database_code               7128358
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C25 H57 N6 Li1'
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.498(2)
 0.502(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 C3A-N1A \\sim C3B-N1B
 with sigma of 0.02
 C5A-C7A \\sim C5B-C7B
 with sigma of 0.04
 C3A-C4A \\sim C3B-C4B
 with sigma of 0.02
 C4A-C7A \\sim C4B-C7B
 with sigma of 0.04
 N2A-C5A \\sim N2B-C5B
 with sigma of 0.02
 N2A-C4A \\sim N2B-C4B
 with sigma of 0.02
 N2A-C7A \\sim N2B-C7B
 with sigma of 0.02
 N2A-C8A \\sim N2B-C8B
 with sigma of 0.04
 N1A-C4A \\sim N1B-C4B
 with sigma of 0.04
 N1A-C1A \\sim N1B-C1B
 with sigma of 0.02
 C1A-C2A \\sim C1B-C2B
 with sigma of 0.04
 N1A-C2A \\sim N1B-C2B
 with sigma of 0.02
 N1A-Li1 \\sim N1B-Li1
 with sigma of 0.02
 C2A-Li1 \\sim C2B-Li1
 with sigma of 0.04
 C6A-C5A \\sim C6B-C5B
 with sigma of 0.02
 N2A-C6A \\sim N2B-C6B
 with sigma of 0.04
 C8A-C7A \\sim C8B-C7B
 with sigma of 0.02
 C1A-Li1 \\sim C1B-Li1
 with sigma of 0.04
 C5A-C4A \\sim C5B-C4B
 with sigma of 0.04
 C3A-N2A \\sim C3B-N2B
 with sigma of 0.04
 C3A-C1A \\sim C3B-C1B
 with sigma of 0.04
 C3A-C2A \\sim C3B-C2B
 with sigma of 0.04
 C3A-Li1 \\sim C3B-Li1
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
N1A \\sim N1B \\sim N2A \\sim N2B \\sim C1A \\sim C1B \\sim C2A \\sim C2B \\sim
C3A \\sim C3B \\sim C4A \\sim C4B \\sim C5A \\sim C5B \\sim C6A \\sim C6B \\sim
C7A \\sim C7B \\sim C8A \\sim C8B: within 2A with sigma of 0.02 and sigma for
terminal atoms of 0.04 within 2A
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: N1A(0.78549) N1B(0.21451) N2A(0.78549) N2B(0.21451) H1A(0.33333)
 H1C(0.33333) H1B(0.33333) C1A(0.78549) H1AA(0.78549) H1AB(0.78549)
 C1B(0.21451) H1BA(0.21451) H1BB(0.21451) C2A(0.78549) H2AA(0.78549)
 H2AB(0.78549) C2B(0.21451) H2BA(0.21451) H2BB(0.21451) C3A(0.78549)
 H3AA(0.78549) H3AB(0.78549) C3B(0.21451) H3BA(0.21451) H3BB(0.21451)
 C4A(0.78549) H4AA(0.78549) H4AB(0.78549) C4B(0.21451) H4BA(0.21451)
 H4BB(0.21451) C5A(0.78549) H5AA(0.78549) H5AB(0.78549) C5B(0.21451)
 H5BA(0.21451) H5BB(0.21451) C6A(0.78549) H6AA(0.78549) H6AB(0.78549)
 H6AC(0.78549) C6B(0.21451) H6BA(0.21451) H6BB(0.21451) H6BC(0.21451)
 C7A(0.78549) H7AA(0.78549) H7AB(0.78549) C7B(0.21451) H7BA(0.21451)
 H7BB(0.21451) C8A(0.78549) H8AA(0.78549) H8AB(0.78549) H8AC(0.78549)
 C8B(0.21451) H8BA(0.21451) H8BB(0.21451) H8BC(0.21451)
7.a Secondary CH2 refined with riding coordinates:
 C1A(H1AA,H1AB), C1B(H1BA,H1BB), C2A(H2AA,H2AB), C2B(H2BA,H2BB), C3A(H3AA,
 H3AB), C3B(H3BA,H3BB), C4A(H4AA,H4AB), C4B(H4BA,H4BB), C5A(H5AA,H5AB),
 C5B(H5BA,H5BB), C7A(H7AA,H7AB), C7B(H7BA,H7BB)
7.b Idealised Me refined as rotating group:
 C1(H1A,H1C,H1B), C6A(H6AA,H6AB,H6AC), C6B(H6BA,H6BB,H6BC), C8A(H8AA,H8AB,
 H8AC), C8B(H8BA,H8BB,H8BC)
;
_shelx_res_checksum              7499
_shelx_hkl_checksum              30955
_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 1.885
_oxdiff_exptl_absorpt_empirical_full_min 0.750