Synthesis, Structure, and Resolution of Exceptionally Twisted Pentacenes
Jun Lu; Douglas M. Ho; Nancy J. Vogelaar; Christina M. Kraml; Stefan Bernhard; Neal Byrne; Laura R. Kim; Robert A. Pascal; Journal of the American Chemical Society 128 (2006) 17043–17050; doi:10.1021/ja065935f

data_4111264
_publ_contact_author_address
;
Princeton University
Department of Chemistry
Princeton, NJ  08544-1009
USA
;
_publ_contact_author_email       snake@chemvax.princeton.edu
_publ_contact_author_fax         '609 258 6746'
_publ_contact_author_name        'Professor Robert A. Pascal, Jr.'
_publ_contact_author_phone       '609 258 5417'
_publ_section_title
;
 Synthesis, Structure, and Resolution of Exceptionally Twisted Pentacenes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              17043
_journal_page_last               17050
_journal_paper_doi               10.1021/ja065935f
_journal_volume                  128
_journal_year                    2006
_chemical_compound_source        'chemical synthesis'
_chemical_formula_iupac          'C74 H46'
_chemical_formula_moiety         'C74 H46'
_chemical_formula_structural     'C74 H46'
_chemical_formula_sum            'C74 H46'
_chemical_formula_weight         935.11
_chemical_melting_point_gt       470
_chemical_name_systematic
; 
 9,10,11,20,21,22-Hexaphenyltetrabenzo[a,c,l,n]pentacene
;
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             'June 08, 2004'
_audit_creation_method
'from SHELXTL and manual editing of example_single.cif'
_audit_update_record
; June 06, 2004  rap131f.cif        Initial CIF created by DMH.

  June 06, 2004  Sent to Checkcif.  See rap131f_checkcif.pdf for
                                     the alerts that were generated.

  June 08, 2004  rap131f.cif        Updated CIF created by DMH.
                                    Modified header information.
                                    Updated _audit_creation_date.
                                    Updated _publ_section_title.
                                    Updated and resorted authors list.
                                    Updated CBASS and PLATON references.
                                    Added mp > 470\%.

  July 22, 2006                     Updated CIF by RAP (header and 
                                    author information only)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.816(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.5738(5)
_cell_length_b                   17.2429(8)
_cell_length_c                   18.2439(8)
_cell_measurement_reflns_used    83784
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.79
_cell_measurement_theta_min      1.80
_cell_volume                     4898.7(4)
_computing_cell_refinement       'HKL-2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'CBASS (Skinner & Sweet, 1998)'
_computing_data_reduction
;
 HKL-2000 (Otwinowski & Minor, 1997), PLATON (Spek, 2003),
 Siemens SHELXTL (Sheldrick, 1996)
;
_computing_molecular_graphics    'Siemens SHELXTL (Sheldrick, 1996)'
_computing_publication_material  'Siemens SHELXTL (Sheldrick, 1996)'
_computing_structure_refinement  'Siemens SHELXTL (Sheldrick, 1996)'
_computing_structure_solution    'Siemens SHELXTL (Sheldrick, 1996)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device
'Crystal Logic diffractometer with ADSC Q135 CCD detector'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  'sagittal focused Si(111)'
_diffrn_radiation_source         'NSLS Beamline X29'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.97791
_diffrn_reflns_av_R_equivalents  0.099
_diffrn_reflns_av_sigmaI/netI    0.0316
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            83784
_diffrn_reflns_theta_full        31.79
_diffrn_reflns_theta_max         31.79
_diffrn_reflns_theta_min         1.80
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.155
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1960
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.0020(6)
_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_all   1.056
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     669
_refine_ls_number_reflns         6110
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.057
_refine_ls_restrained_S_obs      1.075
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0635
_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^)+(0.1365P)^2^+1.5698P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1937
_refine_ls_wR_factor_ref         0.1847
_reflns_number_gt                5433
_reflns_number_total             6110
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            ja065935fsi20060815_063528.cif
_cod_data_source_block           rap131f
_cod_database_code               4111264