Iterative Reductive Aromatization/Ring-Closing Metathesis Strategy toward the Synthesis of Strained Aromatic Belts.
Golder, Matthew R.; Colwell, Curtis E.; Wong, Bryan M.; Zakharov, Lev N.; Zhen, Jingxin; Jasti, Ramesh; Journal of the American Chemical Society 138 (2016) 6577–6582; doi:10.1021/jacs.6b02240

data_4130319
_publ_section_title
;
 Iterative Reductive Aromatization/Ring-Closing Metathesis Strategy toward
 the Synthesis of Strained Aromatic Belts.
;
_journal_issue                   20
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6577
_journal_page_last               6582
_journal_paper_doi               10.1021/jacs.6b02240
_journal_volume                  138
_journal_year                    2016
_chemical_formula_sum            'C78.5 H72'
_chemical_formula_weight         1015.36
_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   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                94.124(3)
_cell_angle_beta                 90.490(3)
_cell_angle_gamma                105.769(3)
_cell_formula_units_Z            4
_cell_length_a                   15.8435(7)
_cell_length_b                   19.3722(9)
_cell_length_c                   20.9937(10)
_cell_measurement_reflns_used    3132
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      36.51
_cell_measurement_theta_min      3.30
_cell_volume                     6182.3(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.572
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0802
_diffrn_reflns_av_unetI/netI     0.1146
_diffrn_reflns_Laue_measured_fraction_full 0.572
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            45042
_diffrn_reflns_point_group_measured_fraction_full 0.572
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         50.256
_diffrn_reflns_theta_min         2.111
_diffrn_source                   'Incoatec I\mS'
_exptl_absorpt_coefficient_mu    0.460
_exptl_absorpt_correction_T_max  0.7499
_exptl_absorpt_correction_T_min  0.6174
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.091
_exptl_crystal_description       cut-block
_exptl_crystal_F_000             2172
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.020
_platon_squeeze_details
;
Five highly disordered solvent pentane molecules, C5H12,
were treated by SQUEEZE. Correction of the X-ray data is 
557 electron/cell; the required value is 
420 electron/cell.
;
_refine_diff_density_max         0.408
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1165
_refine_ls_number_reflns         12774
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.1678
_refine_ls_R_factor_gt           0.0807
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0983P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2119
_refine_ls_wR_factor_ref         0.2404
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5006
_reflns_number_total             12774
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja6b02240_si_001.cif
_cod_data_source_block           cu_jasti43_0m_sqd
_cod_original_formula_sum        'C78.50 H72'
_cod_database_code               4130319
_shelx_estimated_absorpt_t_min   0.955
_shelx_estimated_absorpt_t_max   0.991
_platon_squeeze_void_probe_radius 1.20
_shelxl_version_number           2013-4
_shelx_res_checksum              97395
_shelx_hkl_checksum              51693