t-Butyl Biphenylation of o-Dibromoarenes: A Route to Soluble Polycyclic Aromatic Hydrocarbons
Bharat Kumar; Christoph E. Strasser; Benjamin T. King; Journal of Organic Chemistry 77 (2012) 311–316; doi:10.1021/jo2019587

data_4026844
_publ_section_title
;
 t-Butyl Biphenylation of o-Dibromoarenes: A Route to Soluble Polycyclic
 Aromatic Hydrocarbons
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              311
_journal_page_last               316
_journal_paper_doi               10.1021/jo2019587
_journal_volume                  77
_journal_year                    2012
_chemical_formula_moiety
'(C16 H34 Li O4)+, (C64 H82 Li O Zr)-, 0.5(C4 H10 O)'
_chemical_formula_sum            'C82 H121 Li2 O5.5 Zr'
_chemical_formula_weight         1300
_chemical_name_common
;
(Diethyl ether)tris(tetrahydrofuran)lithium
 (diethyl ether)lithium tris[(4,4'-bis(1,1-
dimethylethyl)biphenyl-2,2'-diyl]zirconate(IV)
 (diethyl ether) hemisolvate
;
_chemical_name_systematic
;
?
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.3175(5)
_cell_length_b                   22.5604(5)
_cell_length_c                   27.6744(6)
_cell_measurement_reflns_used    9746
_cell_measurement_temperature    99(2)
_cell_measurement_theta_max      29.033
_cell_measurement_theta_min      2.330
_cell_volume                     15182.5(6)
_computing_cell_refinement       SAINT
_computing_data_collection       'SAINT (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX CCD area-detector'
_diffrn_measurement_method       '\f- and \w-scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_av_sigmaI/netI    0.0317
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            172617
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         27.07
_diffrn_reflns_theta_min         1.43
_exptl_absorpt_coefficient_mu    0.193
_exptl_absorpt_correction_T_max  0.966
_exptl_absorpt_correction_T_min  0.596
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2002)'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.137
_exptl_crystal_description       prism
_exptl_crystal_F_000             5624
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.997
_refine_diff_density_min         -0.534
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     876
_refine_ls_number_reflns         16666
_refine_ls_number_restraints     39
_refine_ls_restrained_S_all      1.159
_refine_ls_R_factor_all          0.0782
_refine_ls_R_factor_gt           0.0500
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0684P)^2^+14.3766P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1292
_refine_ls_wR_factor_ref         0.1428
_reflns_number_gt                12236
_reflns_number_total             16666
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            jo2019587_si_003.cif
_cod_data_source_block           Compound-X
_cod_original_formula_sum        'C82 H121 Li2 O5.50 Zr'
_cod_database_code               4026844