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_1570879
_publ_section_title
;
 Controllable &#x3c0;-&#x3c0; coupling of intramolecular dimer models in
 aggregated states.
;
_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, C H2 Br2'
_chemical_formula_sum            'C52 H48 Br2 O'
_chemical_formula_weight         848.767
_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
_atom_sites_solution_primary     direct
_audit_creation_date             2021-12-14
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2022-06-20 deposited with the CCDC.	2024-02-01 downloaded from the CCDC.
;
_cell_angle_alpha                93.844(9)
_cell_angle_beta                 114.095(9)
_cell_angle_gamma                108.298(9)
_cell_formula_units_Z            2
_cell_length_a                   12.795(9)
_cell_length_b                   13.079(9)
_cell_length_c                   14.955(10)
_cell_measurement_reflns_used    1206
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      20.64
_cell_measurement_theta_min      2.77
_cell_volume                     2113(3)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_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      296.15
_diffrn_measured_fraction_theta_full 0.9882
_diffrn_measured_fraction_theta_max 0.9882
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1067
_diffrn_reflns_av_unetI/netI     0.2191
_diffrn_reflns_Laue_measured_fraction_full 0.9882
_diffrn_reflns_Laue_measured_fraction_max 0.9882
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16640
_diffrn_reflns_point_group_measured_fraction_full 0.9882
_diffrn_reflns_point_group_measured_fraction_max 0.9882
_diffrn_reflns_theta_full        25.0270
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.68
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.955
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.3725
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1269 before and 0.0605 after correction.
The Ratio of minimum to maximum transmission is 0.4997.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_description       needle
_exptl_crystal_F_000             875.508
_exptl_crystal_preparation       'solvent evaporation'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.0356
_refine_diff_density_min         -0.8903
_refine_diff_density_rms         0.1594
_refine_ls_d_res_high            0.8400
_refine_ls_d_res_low             12.0990
_refine_ls_goodness_of_fit_ref   0.9525
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    98
_refine_ls_number_parameters     551
_refine_ls_number_reflns         7384
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      0.9508
_refine_ls_R_factor_all          0.2441
_refine_ls_R_factor_gt           0.0907
_refine_ls_shift/su_max          0.0027
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1485P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2321
_refine_ls_wR_factor_ref         0.3248
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -15
_reflns_limit_k_max              15
_reflns_limit_k_min              -15
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                2454
_reflns_number_total             7384
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3sc05533g4.cif
_cod_data_source_block           mo_210513a_0m
_cod_depositor_comments
'Adding full bibliography for 1570870--1570891.cif.'
_cod_original_cell_volume        2113(2)
_cod_database_code               1570879
_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
 C52-Br1 = C52-Br2 = C52a-Br2a = C52a-Br1a
 1.94 with sigma of 0.02
 Br1-Br2 \\sim Br1a-Br2a
 with sigma of 0.04
 C44-C46 \\sim C44-C46a
 with sigma of 0.02
 C44-C47 \\sim C44-C47a
 with sigma of 0.02
 C44-C45 \\sim C44-C45a
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C47) \\sim Ueq, Uanis(C47a) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C45a) = Uanis(C45)
Uanis(C46a) = Uanis(C46)
4. Others
 Sof(Br1a)=Sof(C52a)=Sof(H52c)=Sof(H52d)=Sof(Br2a)=1-FVAR(1)
 Sof(Br1)=Sof(C52)=Sof(H52a)=Sof(H52b)=Sof(Br2)=FVAR(1)
 Sof(C45a)=Sof(H45d)=Sof(H45e)=Sof(H45f)=Sof(C46a)=Sof(H46d)=Sof(H46e)=
 Sof(H46f)=Sof(C47a)=Sof(H47d)=Sof(H47e)=Sof(H47f)=1-FVAR(2)
 Sof(C46)=Sof(H46a)=Sof(H46b)=Sof(H46c)=Sof(C47)=Sof(H47a)=Sof(H47b)=Sof(H47c)=
 Sof(C45)=Sof(H45a)=Sof(H45b)=Sof(H45c)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C52(H52a,H52b), C52a(H52c,H52d)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C9(H9), C11(H11), C15(H15), C16(H16), C17(H17), C18(H18),
 C22(H22), C23(H23), C24(H24), C25(H25), C27(H27), C29(H29), C30(H30), C31(H31),
  C32(H32), C36(H36), C37(H37), C38(H38), C39(H39), C41(H41)
5.c Idealised Me refined as rotating group:
 C42(H42a,H42b,H42c), C43(H43a,H43b,H43c), C46(H46a,H46b,H46c), C47(H47a,H47b,
 H47c), C49(H49a,H49b,H49c), C50(H50a,H50b,H50c), C51(H51a,H51b,H51c), C45(H45a,
 H45b,H45c), C45a(H45d,H45e,H45f), C46a(H46d,H46e,H46f), C47a(H47d,H47e,H47f)
;
_olex2_submission_special_instructions 'No special instructions were received'