Intramolecular Electronic Interactions between Nonconjugated Arene and Quinone Chromophores
Georg Jansen; Björn Kahlert; Frank-Gerrit Klärner; Roland Boese; Dieter Bläser; Journal of the American Chemical Society 132 (2010) 8581–8592; doi:10.1021/ja910362j

data_4102607
_publ_contact_author
;
         Prof. Dr. Boese, Roland
         Fachbereich Chemie der
         Universit\"at Duisburg-Essen
         Campus Essen Universit\"atsstr. 7
         D-45117 Essen, Germany
;
_publ_contact_author_email       roland.boese@.uni-due.de
_publ_contact_author_fax         '++49 (0)201 183 2535'
_publ_contact_author_phone       '++49 (0)201 183 2416'
_publ_section_title
;
 Intramolecular Electronic Interactions between Nonconjugated Arene and
 Quinone Chromophores
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8581
_journal_page_last               8592
_journal_paper_doi               10.1021/ja910362j
_journal_volume                  132
_journal_year                    2010
_chemical_formula_sum            'C25 H20 O2'
_chemical_formula_weight         352.41
_chemical_name_systematic
; 
 1,4-Dimethoxy-5,14-dihydro-5,14-methanopentacene  
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 102.999(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.917(8)
_cell_length_b                   10.215(7)
_cell_length_c                   15.634(10)
_cell_measurement_reflns_used    2514
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      24.99
_cell_measurement_theta_min      2.38
_cell_volume                     1854(2)
_computing_cell_refinement       'BRUKER AXS SMART APEX 2 Vers. 2.0-2 2006'
_computing_data_collection       'BRUKER AXS SMART APEX 2 Vers. 2.0-2 2006'
_computing_data_reduction        'BRUKER AXS SMART APEX 2 Vers. 2.0-2 2006'
_computing_molecular_graphics    'BRUKER AXS SHELXTL Vers. 6.12'
_computing_publication_material  'BRUKER AXS SHELXTL Vers. 6.12'
_computing_structure_refinement  'BRUKER AXS SHELXTL Vers. 6.12'
_computing_structure_solution    'BRUKER AXS SMART APEX 2 Vers. 2.0-2 2006'
_diffrn_ambient_temperature      223(1)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Siemens SMART CCD area detector system'
_diffrn_measurement_method
; 
Full sphere data collection in omega 
two runs with 720 frames, phi = 0 deg, 270 deg 
and two runs with 436 frames, phi = 88 deg, 180 deg 
;
_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  0.0411
_diffrn_reflns_av_sigmaI/netI    0.0599
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11680
_diffrn_reflns_theta_full        28.49
_diffrn_reflns_theta_max         28.49
_diffrn_reflns_theta_min         1.95
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 BRUKER AXS SMART APEX 2 Vers. 3.0-2009
 R.H. Blessing, Acta Cryst. (1995) A51 33-38 
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.190
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.0247(17)
_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   0.995
_refine_ls_hydrogen_treatment
;
 Riding model on idealized geometrics 
 with the 1.2 fold (1.5 fold for methyl 
 and hydroxy groups) isotropic displacement 
 parameters of the equivalent Uij of the 
 corresponding carbon atom
;
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         4593
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.1048
_refine_ls_R_factor_gt           0.0452
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0538P)^2^+0.1180P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0987
_refine_ls_wR_factor_ref         0.1195
_reflns_number_gt                2570
_reflns_number_total             4593
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja910362j_si_004.cif
_cod_data_source_block           omekln0m
_cod_database_code               4102607