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;; Chem.Commun.  (2011) 6653–; doi:10.1039/c1cc11655j

data_7106506
_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               Chem.Commun.
_journal_page_first              6653
_journal_paper_doi               10.1039/c1cc11655j
_journal_year                    2011
_chemical_formula_moiety         'C42 H44 O16'
_chemical_formula_sum            'C42 H44 O16'
_chemical_formula_weight         804.77
_chemical_name_common
'Octaethyl tetracene-1,2,3,4,7,8,9,10-octacarboxylate'
_chemical_name_systematic
;
Octaethyl tetracene-1,2,3,4,7,8,9,10-octacarboxylate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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
_audit_creation_date             2011-01-08
_audit_creation_method           WinGX
_cell_angle_alpha                90
_cell_angle_beta                 65.161(8)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.8822(7)
_cell_length_b                   27.2631(5)
_cell_length_c                   8.2149(6)
_cell_measurement_reflns_used    8159
_cell_measurement_temperature    200
_cell_measurement_theta_max      68.18
_cell_measurement_theta_min      3.24
_cell_measurement_wavelength     1.54178
_cell_volume                     2008.5(2)
_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_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            24742
_diffrn_reflns_theta_full        68.23
_diffrn_reflns_theta_max         68.23
_diffrn_reflns_theta_min         3.24
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.863
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.428
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       0.0075(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         3662
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0526
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0868P)^2^+0.5979P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1498
_refine_ls_wR_factor_ref         0.1533
_reflns_number_gt                3277
_reflns_number_total             3662
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            c1cc11655j.txt
_cod_data_source_block           etet
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7106506