Bowl shaped deformation in a planar aromatic polycycle upon reduction. Li and Na separated dianions of the aromatic polycycle 5,6:11,12-di-o-phenylene-tetracene
Schneider, Joerg J.; Wombacher, Tobias; Goddard, Richard; Lehmann, Christian W.; Dalton Trans.  (2017) –; doi:10.1039/C7DT03039H

data_7044150
_publ_section_title
;
 Bowl shaped deformation in a planar aromatic polycycle upon reduction. Li
 and Na separated dianions of the aromatic polycycle
 5,6:11,12-di-o-phenylene-tetracene
;
_journal_name_full               'Dalton Trans.'
_journal_paper_doi               10.1039/C7DT03039H
_journal_year                    2017
_chemical_compound_source        dimethoxyethane
_chemical_formula_moiety         '(C30 H16), 2(C12 H30 Na O6)'
_chemical_formula_sum            'C54 H62.5 Na2 O12'
_chemical_formula_weight         949.52
_chemical_name_systematic
'5,6:11,12-di-o-phenylenetetracene di(tris(dimethoxyethane)sodium)'
_chemical_properties_physical
', Air-sensitive,Moisture-sensitive,Heat-sensitive,Oxygen-sensitive'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_code                DOPT/Na/DME/10011/100K
_audit_creation_date             2016-04-28
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-07-06 deposited with the CCDC.
2017-09-07 downloaded from the CCDC.
;
_cell_angle_alpha                67.147(4)
_cell_angle_beta                 89.198(4)
_cell_angle_gamma                88.091(4)
_cell_formula_units_Z            4
_cell_length_a                   13.369(3)
_cell_length_b                   18.451(4)
_cell_length_c                   23.373(5)
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.1753
_cell_measurement_theta_min      2.3375
_cell_volume                     5310(2)
_computing_cell_refinement       'SAINT software (Bruker AXS, 2004)'
_computing_data_collection       'APEX2 (Bruker AXS, 2005-2013)'
_computing_data_reduction        'SAINT software (Bruker AXS, 2004)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact GbR, 1997-2014)'
_computing_structure_refinement  'SHELXL (G. M. Sheldrick, 2015)'
_computing_structure_solution    'SHELXS (G. M. Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 66.67
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measurement_device_type  'Bruker-AXS Kappa Mach3 APEX-II'
_diffrn_measurement_method       'CCD \f- and \w-scans'
_diffrn_radiation_monochromator  'Incoatec Helios mirrors'
_diffrn_radiation_source         I\mS
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1154
_diffrn_reflns_av_unetI/netI     0.0813
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.925
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            82300
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_theta_full        23.256
_diffrn_reflns_theta_max         23.256
_diffrn_reflns_theta_min         1.524
_diffrn_source                   'Incoatec I\mS microfocus X-ray source'
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71210
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker AXS, 2012)'
_exptl_crystal_colour            dark-red
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_description       prism
_exptl_crystal_F_000             2018
_exptl_crystal_size_max          0.441
_exptl_crystal_size_mid          0.166
_exptl_crystal_size_min          0.083
_refine_diff_density_max         0.753
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.195
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1497
_refine_ls_number_reflns         15223
_refine_ls_number_restraints     324
_refine_ls_restrained_S_all      1.199
_refine_ls_R_factor_all          0.1401
_refine_ls_R_factor_gt           0.1004
_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^)+(0.1571P)^2^+4.8063P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2757
_refine_ls_wR_factor_ref         0.3029
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10180
_reflns_number_total             15223
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7dt03039h2.cif
_cod_data_source_block           2
_cod_original_formula_sum        'C54 H62.50 Na2 O12'
_cod_database_code               7044150
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.959
_shelx_estimated_absorpt_t_max   0.992
_shelx_res_checksum              59118