Preferential crystallization of (±)-pinenyllithium·TMEDA.
Erickson, Alexander N.; Haltiwanger, Curtis; Rahim, Masoumeh; Garner, Charles M.; Acta crystallographica. Section C, Structural chemistry 80 (2024) 297–301; doi:10.1107/S2053229624004662

data_2312523
_publ_section_title
;
 Preferential crystallization of (&#xb1;)-pinenyllithium&#xb7;TMEDA.
;
_journal_coeditor_code           OJ3017
_journal_issue                   'Pt 7'
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_page_first              297
_journal_page_last               301
_journal_paper_doi               10.1107/S2053229624004662
_journal_volume                  80
_journal_year                    2024
_chemical_formula_iupac          '[Li (C10 H15) (C6 H16 N2)]'
_chemical_formula_moiety         'C16 H31 Li N2'
_chemical_formula_sum            'C16 H31 Li N2'
_chemical_formula_weight         258.37
_chemical_name_common
;
(+-)-Pinenyllithium tetramethylethylenediamine
;
_chemical_name_systematic
;
(Tetramethylethylenediamine-\k^2^<i>N</i>,<i>N</i>')(\h^3^-2,6,6-\
trimethylbicyclo[3.1.1]heptyl)lithium
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                97.3360(10)
_cell_angle_beta                 99.662(2)
_cell_angle_gamma                93.520(2)
_cell_formula_units_Z            2
_cell_length_a                   6.3160(2)
_cell_length_b                   9.6925(2)
_cell_length_c                   13.7463(2)
_cell_measurement_reflns_used    17767
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      77.8490
_cell_measurement_theta_min      3.2670
_cell_volume                     819.83(3)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2021)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2021)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2021)
;
_computing_molecular_graphics
;
<i>ShelXle</i> (H\"ubschle <i>et al.</i>,  2011)
;
_computing_publication_material
;
CIFTAB2014 (Sheldrick, 2008) and
FinalCif (D. Kratzert, https://dkratzert.de/finalcif.html)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015<i>b</i>)
;
_computing_structure_solution
;
SHELXT2018 (Sheldrick, 2015<i>a</i>)
;
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-S single source'
_diffrn_measurement_method       'combination of \w and \f-scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20391
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.923
_diffrn_reflns_theta_min         3.294
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.442
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.675
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2021)
;
_exptl_crystal_colour            'Translucent Pale Yellow'
_exptl_crystal_density_diffrn    1.047
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.349
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.044
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.218
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         3373
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0387
_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^)+(0.0589P)^2^+0.1668P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1062
_refine_ls_wR_factor_ref         0.1075
_reflns_number_gt                3167
_reflns_number_total             3373
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            oj3017sup1.cif
_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 2312523.cif.'
_cod_database_code               2312523
_cod_database_fobs_code          2312523
_shelx_estimated_absorpt_t_min   0.861
_shelx_estimated_absorpt_t_max   0.983
_shelx_hkl_checksum              52460
_shelx_res_checksum              73055