Octaalkyl tetracene-1,2,3,4,7,8,9,10-octacarboxylates: synthesis by twofold [2+2+2] cocyclization and crystallochromy
Chitoshi Kitamura; Akira Takenaka; Takeshi Kawase; Takashi Kobayashi; Hiroyoshi Naito; Chemical Communications 47 (2011) 6653–6655; doi:10.1039/c1cc11655j

data_7106505
_publ_section_title
;
 Octaalkyl tetracene-1,2,3,4,7,8,9,10-octacarboxylates: synthesis by
 twofold [2+2+2] cocyclization and crystallochromy
;
_journal_name_full               'Chemical Communications'
_journal_page_first              6653
_journal_page_last               6655
_journal_paper_doi               10.1039/c1cc11655j
_journal_volume                  47
_journal_year                    2011
_chemical_formula_moiety         'C34 H28 O16'
_chemical_formula_sum            'C34 H28 O16'
_chemical_formula_weight         692.56
_chemical_name_common
'Octamethyl tetracene-1,2,3,4,7,8,9,10-octacarboxylate'
_chemical_name_systematic
;
Octamethyl tetracene-1,2,3,4,7,8,9,10-octacarboxylate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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
_audit_creation_method           WinGX
_cell_angle_alpha                114.388(8)
_cell_angle_beta                 95.781(7)
_cell_angle_gamma                95.404(7)
_cell_formula_units_Z            1
_cell_length_a                   5.9021(2)
_cell_length_b                   12.0619(3)
_cell_length_c                   12.1167(9)
_cell_measurement_reflns_used    2841
_cell_measurement_temperature    200
_cell_measurement_theta_max      68.195
_cell_measurement_theta_min      4.055
_cell_measurement_wavelength     1.54178
_cell_volume                     772.81(9)
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2006)'
_computing_data_collection       'RAPID AUTO (Rigaku, 2006)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2006)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 Giacovazzo et al, 2005)'
_diffrn_ambient_temperature      200
_diffrn_detector_area_resol_mean 10
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID 191R'
_diffrn_measurement_method       '\f and \w'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'FR-E rotating anode with Confocal Mirror'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0521
_diffrn_reflns_av_unetI/netI     0.0538
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9625
_diffrn_reflns_theta_full        68.19
_diffrn_reflns_theta_max         68.19
_diffrn_reflns_theta_min         4.05
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.027
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         2764
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0759
_refine_ls_R_factor_gt           0.0598
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0792P)^2^+0.4457P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1593
_refine_ls_wR_factor_ref         0.1686
_reflns_number_gt                2019
_reflns_number_total             2764
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            c1cc11655j.txt
_cod_data_source_block           meet
_cod_original_cell_volume        772.81(7)
_cod_database_code               7106505