10-Mesityl-1,8-diphenylanthracene Dimer: Synthesis, Structure, and Properties.
Shirai, Atsumi; Sano, Hiroto; Nakamura, Yuki; Takashika, Masataka; Otani, Hiroyuki; Hasegawa, Masashi; Kato, Shin-Ichiro; Iyoda, Masahiko; The Journal of organic chemistry 83 (2018) 3857–3863; doi:10.1021/acs.joc.8b00200

data_4033546
_publ_section_title
;
 10-Mesityl-1,8-diphenylanthracene Dimer: Synthesis, Structure, and
 Properties.
;
_journal_issue                   7
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              3857
_journal_page_last               3863
_journal_paper_doi               10.1021/acs.joc.8b00200
_journal_volume                  83
_journal_year                    2018
_chemical_formula_moiety         'C47 H36'
_chemical_formula_sum            'C47 H36'
_chemical_formula_weight         600.76
_chemical_name_systematic        biphenyl
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-12-27
_audit_creation_method
;
Olex2 1.2
(compiled Nov 22 2016 11:51:51 for OlexSys, GUI svn.r5269)
;
_cell_angle_alpha                105.602(4)
_cell_angle_beta                 98.716(4)
_cell_angle_gamma                94.253(4)
_cell_formula_units_Z            2
_cell_length_a                   8.427(2)
_cell_length_b                   11.446(3)
_cell_length_c                   19.827(5)
_cell_measurement_reflns_used    7291
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.45
_cell_measurement_theta_min      1.08
_cell_volume                     1807.4(8)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173.15
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_av_unetI/netI     0.1605
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            9867
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.45
_diffrn_reflns_theta_min         1.08
_exptl_absorpt_coefficient_mu    0.062
_exptl_absorpt_correction_type   none
_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    1.104
_exptl_crystal_description       block
_exptl_crystal_F_000             636
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       0.014(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   0.862
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     552
_refine_ls_number_reflns         7291
_refine_ls_number_restraints     399
_refine_ls_restrained_S_all      0.903
_refine_ls_R_factor_all          0.1762
_refine_ls_R_factor_gt           0.0785
_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^)+(0.1145P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2076
_refine_ls_wR_factor_ref         0.2517
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2606
_reflns_number_total             7291
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo8b00200_si_003.cif
_cod_data_source_block           ma015
_cod_depositor_comments
'Adding full bibliography for 4033545--4033546.cif.'
_cod_database_code               4033546
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.988
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C47B-C42 \\sim C47B-C46B \\sim C46B-C45 \\sim C45-C44B \\sim C44B-C43B \\sim
C43B-C42
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C35A \\sim C34A \\sim C32A \\sim C31A \\sim C35 \\sim C34 \\sim C33B \\sim C32B
\\sim C31B \\sim C30B: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
C42 \\sim C43A \\sim C44A \\sim C45 \\sim C47A \\sim C46A \\sim C43B \\sim C44B
\\sim C46B \\sim C47B: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
4. Rigid body (RIGU) restrains
 C35A, C34A, C32A, C31A, C35, C34, C33B, C32B, C31B, C30B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C42, C43A, C44A, C45, C47A, C46A, C43B, C44B, C46B, C47B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C37B)=Sof(H37B)=Sof(C38B)=Sof(H38B)=Sof(C40B)=Sof(H40B)=Sof(C41B)=
 Sof(H41B)=1-FVAR(1)
 Sof(C37A)=Sof(H37A)=Sof(C38A)=Sof(H38A)=Sof(C40A)=Sof(H40A)=Sof(C41A)=
 Sof(H41A)=FVAR(1)
 Sof(C29B)=Sof(H29B)=Sof(C28B)=Sof(H28B)=Sof(C26B)=Sof(H26B)=Sof(C25B)=
 Sof(H25B)=1-FVAR(2)
 Sof(C25A)=Sof(H25A)=Sof(C26A)=Sof(H26A)=Sof(C28A)=Sof(H28A)=Sof(C29A)=
 Sof(H29A)=FVAR(2)
 Sof(C43A)=Sof(H43A)=Sof(C44A)=Sof(H44A)=Sof(H45)=Sof(C47A)=Sof(H47A)=
 Sof(C46A)=Sof(H46A)=1-FVAR(3)
 Sof(H45A)=Sof(C43B)=Sof(H43B)=Sof(C44B)=Sof(H44B)=Sof(C46B)=Sof(H46B)=
 Sof(C47B)=Sof(H47B)=FVAR(3)
 Sof(C35A)=Sof(H35A)=Sof(C34A)=Sof(H34A)=Sof(C32A)=Sof(H32A)=Sof(C31A)=
 Sof(H31A)=Sof(H33A)=1-FVAR(4)
 Sof(C35)=Sof(H35)=Sof(C34)=Sof(H34)=Sof(H33B)=Sof(C32B)=Sof(H32B)=Sof(C31B)=
 Sof(H31B)=FVAR(4)
6.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C9(H9), C10(H10), C13(H13), C8(H8), C19(H19), C17(H17),
 C3(H3), C25A(H25A), C26A(H26A), C28A(H28A), C29A(H29A), C29B(H29B), C28B(H28B),
  C26B(H26B), C25B(H25B), C37A(H37A), C38A(H38A), C40A(H40A), C41A(H41A),
 C37B(H37B), C38B(H38B), C40B(H40B), C41B(H41B), C35A(H35A), C34A(H34A),
 C32A(H32A), C31A(H31A), C35(H35), C34(H34), C33B(H33A), C33B(H33B), C32B(H32B),
  C31B(H31B), C43A(H43A), C44A(H44A), C45(H45), C45(H45A), C47A(H47A),
 C46A(H46A), C43B(H43B), C44B(H44B), C46B(H46B), C47B(H47B)
6.b Fitted hexagon refined as free rotating group:
 C35(C34,C33B,C32B,C31B,C30B), C42(C43A,C44A,C45,C47A,C46A)
6.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C22(H22A,H22B,H22C), C21(H21A,H21B,H21C)
;
_shelx_fab_checksum              82600
_shelx_shelxl_version_number     2017/1
_olex2_submission_original_sample_id Ma015
_olex2_submission_special_instructions 'No special instructions were received'