Stereochemical Investigation of the Products of the Photoinduced Perfluoroalkylation-Dimerization of Anthracene.
Nogami, Emiko; Yamazaki, Takashi; Kubota, Toshio; Yajima, Tomoko; The Journal of organic chemistry 80 (2015) 9208–9213; doi:10.1021/acs.joc.5b01655

data_4036345
_publ_section_title
;
 Stereochemical Investigation of the Products of the Photoinduced
 Perfluoroalkylation-Dimerization of Anthracene.
;
_journal_issue                   18
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              9208
_journal_page_last               9213
_journal_paper_doi               10.1021/acs.joc.5b01655
_journal_volume                  80
_journal_year                    2015
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C30 H20 F6'
_chemical_formula_sum            'C30 H20 F6'
_chemical_formula_weight         494.47
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_Int_Tables_number      19
_atom_sites_solution_primary     direct
_audit_creation_date             2014-10-11
_audit_creation_method
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   8.9617
_cell_length_b                   18.2627
_cell_length_c                   27.926
_cell_measurement_reflns_used    9203
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      28.2399
_cell_measurement_theta_min      2.3466
_cell_volume                     4570.504
_computing_cell_refinement       'SAINT V7.68A (Bruker AXS, 2009)'
_computing_data_collection       'Bruker SMART APEXII ULTRA'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2013)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      93.15
_diffrn_measured_fraction_theta_full 0.9998
_diffrn_measured_fraction_theta_max 0.9113
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_unetI/netI     0.0499
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            35817
_diffrn_reflns_point_group_measured_fraction_full 0.9998
_diffrn_reflns_point_group_measured_fraction_max 0.9113
_diffrn_reflns_theta_full        26.0000
_diffrn_reflns_theta_max         31.20
_diffrn_reflns_theta_min         1.33
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.4371
_exptl_crystal_description       plate
_exptl_crystal_F_000             2033.4601
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.3871
_refine_diff_density_min         -0.2764
_refine_diff_density_rms         0.0623
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -0.2(3)
_refine_ls_d_res_high            0.6860
_refine_ls_d_res_low             15.2845
_refine_ls_goodness_of_fit_ref   0.8334
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    80
_refine_ls_number_parameters     648
_refine_ls_number_reflns         13526
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.8334
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0410
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1126
_refine_ls_wR_factor_ref         0.1240
_reflns_Friedel_coverage         0.880
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              26
_reflns_limit_k_min              -26
_reflns_limit_l_max              40
_reflns_limit_l_min              -40
_reflns_number_gt                11413
_reflns_number_total             13526
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            jo5b01655_si_003.cif
_cod_data_source_block           transtransCF3_1
_cod_original_cell_volume        4570.504282
_cod_database_code               4036345
_shelxl_version_number           2013-4
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C23(H23), C20(H20), C28(H28), C7(H7), C38(H38), C55(H55), C51(H51), C37(H37)
2.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C18(H18), C19(H19), C14(H14), C27(H27), C26(H26), C25(H25),
 C24(H24), C10(H10), C11(H11), C12(H12), C13(H13), C2(H2), C1(H1), C4(H4),
 C5(H5), C41(H41), C42(H42), C43(H43), C44(H44), C31(H31), C32(H32), C33(H33),
 C35(H35), C47(H47), C46(H46), C45(H45), C48(H48), C59(H59), C58(H58), C57(H57),
  C56(H56)
;
_olex2_submission_special_instructions 'No special instructions were received'