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_1570878
_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         'C37 H38 O'
_chemical_formula_sum            'C37 H38 O'
_chemical_formula_weight         498.713
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_Int_Tables_number      61
_audit_creation_date             2022-06-20
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-06-20 deposited with the CCDC.	2024-02-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.254(3)
_cell_length_b                   11.5590(16)
_cell_length_c                   38.103(5)
_cell_measurement_reflns_used    5740
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.07
_cell_measurement_theta_min      2.40
_cell_volume                     5837.5(17)
_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)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9996
_diffrn_measured_fraction_theta_max 0.9996
_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  0.0823
_diffrn_reflns_av_unetI/netI     0.0521
_diffrn_reflns_Laue_measured_fraction_full 0.9996
_diffrn_reflns_Laue_measured_fraction_max 0.9996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            44149
_diffrn_reflns_point_group_measured_fraction_full 0.9996
_diffrn_reflns_point_group_measured_fraction_max 0.9996
_diffrn_reflns_theta_full        24.9997
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.87
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6181
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0775 before and 0.0510 after correction.
The Ratio of minimum to maximum transmission is 0.8292.
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    1.135
_exptl_crystal_description       block
_exptl_crystal_F_000             2144.855
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.2772
_refine_diff_density_min         -0.2432
_refine_diff_density_rms         0.0612
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             10.8802
_refine_ls_goodness_of_fit_ref   1.0934
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    86
_refine_ls_number_parameters     413
_refine_ls_number_reflns         5126
_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      1.0885
_refine_ls_R_factor_all          0.0975
_refine_ls_R_factor_gt           0.0580
_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^)+(0.0539P)^2^+1.9776P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1279
_refine_ls_wR_factor_ref         0.1495
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              15
_reflns_limit_h_min              0
_reflns_limit_k_max              13
_reflns_limit_k_min              0
_reflns_limit_l_max              45
_reflns_limit_l_min              0
_reflns_number_gt                3355
_reflns_number_total             5126
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3sc05533g4.cif
_cod_data_source_block           Y
_cod_depositor_comments
'Adding full bibliography for 1570870--1570891.cif.'
_cod_original_cell_volume        5837.6(18)
_cod_database_code               1570878
_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
 C30-C31 \\sim C30-C31a
 with sigma of 0.02
 C30-C32 \\sim C30-C32a
 with sigma of 0.02
 C30-C33 \\sim C30-C33a
 with sigma of 0.02
3. Rigid bond restraints
 C34
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C32) \\sim Ueq, Uanis(C32a) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C33) \\sim Ueq, Uanis(C33a) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C31) \\sim Ueq, Uanis(C31a) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
5. Others
 Sof(C35a)=Sof(H35d)=Sof(H35e)=Sof(H35f)=Sof(C36a)=Sof(H36d)=Sof(H36e)=
 Sof(H36f)=Sof(C37a)=Sof(H37d)=Sof(H37e)=Sof(H37f)=Sof(H35d)=Sof(H35e)=
 Sof(H35f)=Sof(H36d)=Sof(H36e)=Sof(H36f)=Sof(H37d)=Sof(H37e)=Sof(H37f)=1-FVAR(1)
 Sof(C35)=Sof(H35a)=Sof(H35b)=Sof(H35c)=Sof(C36)=Sof(H36a)=Sof(H36b)=Sof(H36c)=
 Sof(C37)=Sof(H37a)=Sof(H37b)=Sof(H37c)=Sof(H35a)=Sof(H35b)=Sof(H35c)=Sof(H36a)=
 Sof(H36b)=Sof(H36c)=Sof(H37a)=Sof(H37b)=Sof(H37c)=FVAR(1)
 Sof(C31a)=Sof(C32a)=Sof(C33a)=Sof(H31d)=Sof(H31e)=Sof(H31f)=Sof(H32d)=
 Sof(H32e)=Sof(H32f)=Sof(H33d)=Sof(H33e)=Sof(H33f)=1-FVAR(2)
 Sof(C31)=Sof(C32)=Sof(C33)=Sof(H31a)=Sof(H31b)=Sof(H31c)=Sof(H32a)=Sof(H32b)=
 Sof(H32c)=Sof(H33a)=Sof(H33b)=Sof(H33c)=FVAR(2)
6.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C12(H12), C11(H11), C9(H9), C26(H26), C17(H17), C16(H16),
 C15(H15), C14(H14), C21(H21), C22(H22), C23(H23), C24(H24)
6.b Idealised Me refined as rotating group:
 C28(H28a,H28b,H28c), C29(H29a,H29b,H29c), C31(H31a,H31b,H31c), C32(H32a,H32b,
 H32c), C33(H33a,H33b,H33c), C35(H35a,H35b,H35c), C35a(H35d,H35e,H35f),
 C36(H36a,H36b,H36c), C36a(H36d,H36e,H36f), C37(H37a,H37b,H37c), C37a(H37d,H37e,
 H37f), C31a(H31d,H31e,H31f), C32a(H32d,H32e,H32f), C33a(H33d,H33e,H33f)
;
_olex2_submission_special_instructions 'No special instructions were received'