Dimerization of 9-phenylethynylfluorene to di-indeno-naphthacene and dispiro-[fluorene-dihydronaphthacene-fluorene]: an X-ray crystallographic and NMR study.
Harrington, Laura E.; Britten, James F.; McGlinchey, Michael J.; Organic letters 6 (2004) 787–790; doi:10.1021/ol049967o

data_1507132
_publ_contact_author             'M. J. McGlinchey'
_publ_section_title
;
 Dimerization of 9-phenylethynylfluorene to di-indeno-naphthacene and
 dispiro-[fluorene-dihydronaphthacene-fluorene]: an X-ray crystallographic
 and NMR study.
;
_journal_issue                   5
_journal_name_full               'Organic letters'
_journal_page_first              787
_journal_page_last               790
_journal_paper_doi               10.1021/ol049967o
_journal_volume                  6
_journal_year                    2004
_chemical_formula_moiety         'C42 H26, C42 H24 O2'
_chemical_formula_sum            'C84 H50 O2'
_chemical_formula_weight         '530.20; 560.18'
_chemical_melting_point          250-253;261-264
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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_creation_method           SHELXL-97
_cell_angle_alpha                90.044(8)
_cell_angle_beta                 98.388(9)
_cell_angle_gamma                111.731(7)
_cell_formula_units_Z            2
_cell_length_a                   10.337(4)
_cell_length_b                   10.796(4)
_cell_length_c                   26.783(10)
_cell_measurement_reflns_used    5748
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      20.83
_cell_measurement_theta_min      1.54
_cell_volume                     2741.9(18)
_computing_cell_refinement       SAINT
_computing_data_collection       SMART
_computing_data_reduction        SAINT
_computing_molecular_graphics    XP
_computing_publication_material  XCIF
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2134
_diffrn_reflns_av_sigmaI/netI    0.3524
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            14269
_diffrn_reflns_theta_full        20.83
_diffrn_reflns_theta_max         20.83
_diffrn_reflns_theta_min         1.54
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.8197
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chunk
_exptl_crystal_F_000             1140
_exptl_crystal_size_max          .05
_exptl_crystal_size_mid          .10
_exptl_crystal_size_min          .12
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       0.0045(4)
_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   0.920
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     776
_refine_ls_number_reflns         5748
_refine_ls_number_restraints     660
_refine_ls_restrained_S_all      0.869
_refine_ls_R_factor_all          0.2649
_refine_ls_R_factor_gt           0.0794
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0222P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0910
_refine_ls_wR_factor_ref         0.1336
_reflns_number_gt                1943
_reflns_number_total             5748
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol049967osi20040105_015431.cif
_cod_data_source_block           4&5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1507132