Through-Shell Alkyllithium Additions and Borane Reductions
Ralf Warmuth; Emily F. Maverick; Carolyn B. Knobler; Donald J. Cram; Journal of Organic Chemistry 68 (2003) 2077–2088; doi:10.1021/jo026649z

data_4022321
_publ_section_title
;
 Through-Shell Alkyllithium Additions and Borane Reductions
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2077
_journal_page_last               2088
_journal_paper_doi               10.1021/jo026649z
_journal_volume                  68
_journal_year                    2003
_chemical_formula_moiety         '(C144 H136 O24).(C7 H6 O).2(C6 H5 N1 O2)'
_chemical_formula_sum            'C163 H152 N2 O29'
_chemical_formula_weight         2604.88
_chemical_name_common            'benzaldehyde hemicarceplex'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.53(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   16.736(13)
_cell_length_b                   20.479(15)
_cell_length_c                   20.138(14)
_cell_measurement_reflns_used    42
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      14.0
_cell_measurement_theta_min      7.9
_cell_volume                     6807(9)
_computing_cell_refinement       'LEAST (UCLA crystallographic package)'
_computing_data_collection       'COLLECT (UCLA crystallographic package)'
_computing_data_reduction        'REDUCE (UCLA crystallographic package)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'Partial model from related structure'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device       'Syntex (Crystal Logic)'
_diffrn_measurement_device_type  diffractometer
_diffrn_measurement_method       \q/2\q
_diffrn_radiation_detector       scintillation
_diffrn_radiation_detector_dtime 3.5
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1165
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            6870
_diffrn_reflns_reduction_process 'modified Lehmann-Larsen algorithm'
_diffrn_reflns_theta_full        49.98
_diffrn_reflns_theta_max         49.98
_diffrn_reflns_theta_min         2.68
_diffrn_standards_decay_%        -1.4
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.703
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             2752
_exptl_crystal_preparation       capillary
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.646
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.104
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.730
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         6870
_refine_ls_number_restraints     16
_refine_ls_restrained_S_all      1.733
_refine_ls_R_factor_all          0.3532
_refine_ls_R_factor_gt           0.2045
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.5164
_refine_ls_wR_factor_ref         0.5872
_reflns_number_gt                2461
_reflns_number_total             6870
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo026649z_s2_1.cif
_cod_data_source_block           rwc6n
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4022321