Flavanthrene derivatives as photostable and efficient singlet exciton fission materials
Fei, Xian; Zhang, San; Zhai, Dong; Wang, Zhiwei; Lin, Jin-Liang; Xiao, Qi; Sun, Chun-Lin; Deng, Weiqiao; Zhang, Chunfeng; Hu, Wenping; Zhang, Hao-Li; Chemical Science  (2022) –; doi:10.1039/D2SC00263A

data_1567465
_publ_section_title
;
 Flavanthrene derivatives as photostable and efficient singlet exciton
 fission materials
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D2SC00263A
_journal_year                    2022
_chemical_formula_moiety         'C44 H46 N2 O2'
_chemical_formula_sum            'C44 H46 N2 O2'
_chemical_formula_weight         634.83
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-10-30
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-03-17 deposited with the CCDC.	2022-08-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.694(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   17.3779(9)
_cell_length_b                   5.2454(3)
_cell_length_c                   19.4069(10)
_cell_measurement_reflns_used    3992
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      74.602
_cell_measurement_theta_min      4.811
_cell_volume                     1675.69(16)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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      150.0
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            16415
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.122
_diffrn_reflns_theta_min         4.811
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.590
_exptl_absorpt_correction_T_max  0.0872
_exptl_absorpt_correction_T_min  0.0100
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1653 before and 0.0694 after correction. The Ratio of minimum to maximum transmission is 0.1147. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         3233
_refine_ls_number_restraints     90
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.1080
_refine_ls_R_factor_gt           0.0837
_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^)+(0.1356P)^2^+0.3743P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2201
_refine_ls_wR_factor_ref         0.2462
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2159
_reflns_number_total             3233
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc00263a3.cif
_cod_data_source_block           cu_1030_4_0m
_cod_database_code               1567465
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C22) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Rigid body (RIGU) restrains
 C20, C15, C17, C16, C19, C18, C22, C21, C18A, C17A, C19A, C20A, C16A, C21A,
 C22A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(H15C)=Sof(H15D)=Sof(C18A)=Sof(H18C)=Sof(H18D)=Sof(C17A)=Sof(H17C)=
 Sof(H17D)=Sof(C19A)=Sof(H19C)=Sof(H19D)=Sof(C20A)=Sof(H20D)=Sof(H20E)=
 Sof(H20F)=Sof(C16A)=Sof(H16A)=Sof(C21A)=Sof(H21C)=Sof(H21D)=Sof(C22A)=
 Sof(H22D)=Sof(H22E)=Sof(H22F)=1-FVAR(1)
 Sof(C20)=Sof(H20A)=Sof(H20B)=Sof(H20C)=Sof(H15A)=Sof(H15B)=Sof(C17)=Sof(H17A)=
 Sof(H17B)=Sof(C16)=Sof(H16)=Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(C18)=Sof(H18A)=
 Sof(H18B)=Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(H22C)=Sof(C21)=Sof(H21A)=Sof(H21B)=
 FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C16(H16), C16A(H16A)
5.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C15(H15C,H15D), C17(H17A,H17B), C19(H19A,H19B), C18(H18A,
 H18B), C21(H21A,H21B), C18A(H18C,H18D), C17A(H17C,H17D), C19A(H19C,H19D),
 C21A(H21C,H21D)
5.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C10(H10), C14(H14), C8(H8), C9(H9), C13(H13)
5.d Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C22(H22A,H22B,H22C), C20A(H20D,H20E,H20F), C22A(H22D,
 H22E,H22F)
;
_shelx_res_checksum              371
_shelx_hkl_checksum              87712
_olex2_submission_special_instructions 'No special instructions were received'