Controllable π-π coupling of intramolecular dimer models in aggregated states.
Liao, Qiuyan; Li, Aisen; Huang, Arui; Wang, Jiaqiang; Chang, Kai; Li, Hehua; Yao, Pengfei; Zhong, Cheng; Xie, Peidong; Wang, Jinfeng; Li, Zhen; Li, Qianqian; Chemical science 15 (2024) 4364–4373; doi:10.1039/d3sc05533g

data_1570891
_publ_section_title
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 Controllable &#x3c0;-&#x3c0; coupling of intramolecular dimer models in
 aggregated states.
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_journal_issue                   12
_journal_name_full               'Chemical science'
_journal_page_first              4364
_journal_page_last               4373
_journal_paper_doi               10.1039/d3sc05533g
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C51 H46 O'
_chemical_formula_sum            'C51 H46 O'
_chemical_formula_weight         674.876
_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_Int_Tables_number      2
_audit_creation_date             2021-07-27
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
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2022-06-20 deposited with the CCDC.	2024-02-01 downloaded from the CCDC.
;
_cell_angle_alpha                83.855(2)
_cell_angle_beta                 81.230(2)
_cell_angle_gamma                81.719(2)
_cell_formula_units_Z            4
_cell_length_a                   11.3817(17)
_cell_length_b                   18.157(3)
_cell_length_c                   19.306(3)
_cell_measurement_reflns_used    9861
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.834
_cell_measurement_theta_min      2.273
_cell_volume                     3887.2(11)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.9713
_diffrn_measured_fraction_theta_max 0.9718
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_unetI/netI     0.0765
_diffrn_reflns_Laue_measured_fraction_full 0.9713
_diffrn_reflns_Laue_measured_fraction_max 0.9718
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            37364
_diffrn_reflns_point_group_measured_fraction_full 0.9713
_diffrn_reflns_point_group_measured_fraction_max 0.9718
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.63
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.5313
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker,2008)'
_exptl_crystal_colour            'clear yellowish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.153
_exptl_crystal_description       needle
_exptl_crystal_F_000             1440.643
_exptl_crystal_preparation       'Solvent evaporation'
_exptl_crystal_recrystallization_method 'Solvent evaporation'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.3464
_refine_diff_density_min         -0.3128
_refine_diff_density_rms         0.0619
_refine_ls_d_res_high            0.8255
_refine_ls_d_res_low             12.4997
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0625
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    191
_refine_ls_number_parameters     1047
_refine_ls_number_reflns         14065
_refine_ls_number_restraints     114
_refine_ls_restrained_S_all      1.0579
_refine_ls_R_factor_all          0.1008
_refine_ls_R_factor_gt           0.0731
_refine_ls_shift/su_max          0.0004
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0851P)^2^+2.9885P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1960
_refine_ls_wR_factor_ref         0.2234
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              21
_reflns_limit_k_min              -21
_reflns_limit_l_max              23
_reflns_limit_l_min              0
_reflns_number_gt                9821
_reflns_number_total             14065
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3sc05533g4.cif
_cod_data_source_block           mo_190713b_0m
_cod_depositor_comments
'Adding full bibliography for 1570870--1570891.cif.'
_cod_database_code               1570891
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C20A-C22A \\sim C20A-C22B
 with sigma of 0.02
 C20A-C21A \\sim C20A-C21B
 with sigma of 0.02
 C20A-C23A \\sim C20A-C23B
 with sigma of 0.02
 C14-C15 \\sim C14-C0AA
 with sigma of 0.02
 C14-C17 \\sim C14-C2AA
 with sigma of 0.02
 C14-C16 \\sim C14-C1AA
 with sigma of 0.02
 C21-C20 \\sim C5AA-C20
 with sigma of 0.02
 C20-C22 \\sim C20-C4AA
 with sigma of 0.02
 C20-C23 \\sim C20-C3AA
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C23B) \\sim Ueq, Uanis(C22B) \\sim Ueq, Uanis(C21B) \\sim Ueq,
Uanis(C0AA) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C2AA) \\sim Ueq, Uanis(C16)
\\sim Ueq, Uanis(C1AA) \\sim Ueq, Uanis(C4AA) \\sim Ueq, Uanis(C21) \\sim Ueq,
Uanis(C5AA) \\sim Ueq, Uanis(C3AA) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23)
\\sim Ueq, Uanis(C21A) \\sim Ueq, Uanis(C15) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
4. Others
 Sof(C21B)=Sof(H21g)=Sof(H21h)=Sof(H21i)=Sof(C23B)=Sof(H23g)=Sof(H23h)=
 Sof(H23i)=Sof(C22B)=Sof(H22g)=Sof(H22h)=Sof(H22i)=Sof(H21g)=Sof(H21h)=
 Sof(H21i)=Sof(H23g)=Sof(H23h)=Sof(H23i)=Sof(H22g)=Sof(H22h)=Sof(H22i)=1-FVAR(1)
 Sof(C22A)=Sof(H22d)=Sof(H22e)=Sof(H22f)=Sof(C21A)=Sof(H21d)=Sof(H21e)=
 Sof(H21f)=Sof(C23A)=Sof(H23d)=Sof(H23e)=Sof(H23f)=Sof(H22d)=Sof(H22e)=
 Sof(H22f)=Sof(H21d)=Sof(H21e)=Sof(H21f)=Sof(H23d)=Sof(H23e)=Sof(H23f)=FVAR(1)
 Sof(C0AA)=Sof(H0Aa)=Sof(H0Ab)=Sof(H0Ac)=Sof(C1AA)=Sof(H1Aa)=Sof(H1Ab)=
 Sof(H1Ac)=Sof(C2AA)=Sof(H2Aa)=Sof(H2Ab)=Sof(H2Ac)=Sof(H0Aa)=Sof(H0Ab)=
 Sof(H0Ac)=Sof(H1Aa)=Sof(H1Ab)=Sof(H1Ac)=Sof(H2Aa)=Sof(H2Ab)=Sof(H2Ac)=1-FVAR(2)
 Sof(C15)=Sof(H15a)=Sof(H15b)=Sof(H15c)=Sof(C17)=Sof(H17a)=Sof(H17b)=Sof(H17c)=
 Sof(C16)=Sof(H16a)=Sof(H16b)=Sof(H16c)=Sof(H15a)=Sof(H15b)=Sof(H15c)=Sof(H17a)=
 Sof(H17b)=Sof(H17c)=Sof(H16a)=Sof(H16b)=Sof(H16c)=FVAR(2)
 Sof(C3AA)=Sof(H3Aa)=Sof(H3Ab)=Sof(H3Ac)=Sof(C4AA)=Sof(H4Aa)=Sof(H4Ab)=
 Sof(H4Ac)=Sof(C5AA)=Sof(H5Aa)=Sof(H5Ab)=Sof(H5Ac)=Sof(H3Aa)=Sof(H3Ab)=
 Sof(H3Ac)=Sof(H4Aa)=Sof(H4Ab)=Sof(H4Ac)=Sof(H5Aa)=Sof(H5Ab)=Sof(H5Ac)=1-FVAR(3)
 Sof(C21)=Sof(H21a)=Sof(H21b)=Sof(H21c)=Sof(C22)=Sof(H22a)=Sof(H22b)=Sof(H22c)=
 Sof(C23)=Sof(H23a)=Sof(H23b)=Sof(H23c)=Sof(H21a)=Sof(H21b)=Sof(H21c)=Sof(H22a)=
 Sof(H22b)=Sof(H22c)=Sof(H23a)=Sof(H23b)=Sof(H23c)=FVAR(3)
5.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C6(H6), C11(H11), C13(H13), C31(H31), C45(H45), C34(H34), C35(H35),
 C36(H36), C37(H37), C26(H26), C29(H29), C28(H28), C27(H27), C48(H48), C51(H51),
  C50(H50), C49(H49), C40(H40), C43(H43), C42(H42), C41(H41), C13A(H13A),
 C11A(H11A), C6A(H6A), C2A(H2A), C45A(H45A), C31A(H31A), C40A(H40A), C43A(H43A),
  C42A(H42A), C41A(H41A), C48A(H48A), C51A(H51A), C50A(H50A), C49A(H49A),
 C26A(H26A), C27A(H27A), C28A(H28A), C29A(H29A), C34A(H34A), C35A(H35A),
 C36A(H36A), C37A(H37A)
5.b Idealised Me refined as rotating group:
 C21(H21a,H21b,H21c), C19(H19a,H19b,H19c), C18(H18a,H18b,H18c), C15(H15a,H15b,
 H15c), C22(H22a,H22b,H22c), C17(H17a,H17b,H17c), C16(H16a,H16b,H16c), C23(H23a,
 H23b,H23c), C18A(H18d,H18e,H18f), C19A(H19d,H19e,H19f), C16A(H16d,H16e,H16f),
 C15A(H15d,H15e,H15f), C17A(H17d,H17e,H17f), C22A(H22d,H22e,H22f), C21A(H21d,
 H21e,H21f), C23A(H23d,H23e,H23f), C21B(H21g,H21h,H21i), C23B(H23g,H23h,H23i),
 C22B(H22g,H22h,H22i), C0AA(H0Aa,H0Ab,H0Ac), C1AA(H1Aa,H1Ab,H1Ac), C2AA(H2Aa,
 H2Ab,H2Ac), C3AA(H3Aa,H3Ab,H3Ac), C4AA(H4Aa,H4Ab,H4Ac), C5AA(H5Aa,H5Ab,H5Ac)
;
_olex2_submission_special_instructions 'No special instructions were received'