Formation of sandwich, macrocyclic and box supramolecular assemblies that were controlled by the distance of two oxygen atoms in hydrogen bonding donors
Zeng, Fei; Tang, Lin-Li; Liao, Juan; Ding, Man-Hua; Ou, Guang-Chuan; CrystEngComm 23 (2021) 4901–4904; doi:10.1039/D1CE00644D

data_7243044
_publ_section_title
;
 Formation of sandwich, macrocyclic and box supramolecular assemblies that
 were controlled by the distance of two oxygen atoms in hydrogen bonding
 donors
;
_journal_issue                   28
_journal_name_full               CrystEngComm
_journal_page_first              4901
_journal_page_last               4904
_journal_paper_doi               10.1039/D1CE00644D
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C28 H16 N2, C3 H3 O'
_chemical_formula_sum            'C31 H19 N2 O'
_chemical_formula_weight         435.48
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-06-07
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-06-10 deposited with the CCDC.	2021-06-14 downloaded from the CCDC.
;
_cell_angle_alpha                107.813(5)
_cell_angle_beta                 96.028(6)
_cell_angle_gamma                91.195(6)
_cell_formula_units_Z            2
_cell_length_a                   8.459(4)
_cell_length_b                   10.258(5)
_cell_length_c                   13.519(7)
_cell_measurement_reflns_used    3279
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      26.456
_cell_measurement_theta_min      2.425
_cell_volume                     1108.9(9)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.972
_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  0.0386
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12581
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.431
_diffrn_reflns_theta_min         1.593
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5833
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0667 before and 0.0476 after correction.
The Ratio of minimum to maximum transmission is 0.7823.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_description       block
_exptl_crystal_F_000             454
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.173
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         4922
_refine_ls_number_restraints     16
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0483
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0795P)^2^+0.0340P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1319
_refine_ls_wR_factor_ref         0.1471
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3398
_reflns_number_total             4922
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ce00644d2.cif
_cod_data_source_block           1907271_0m
_cod_depositor_comments
'Adding full bibliography for 7243044--7243046.cif.'
_cod_original_cell_volume        1108.9(10)
_cod_database_code               7243044
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.980
_shelx_estimated_absorpt_t_min   0.965
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2. Rigid bond restraints
 O2, C31
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.005
 O1, C29
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.005
 C5, N1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 N2, C26
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3. Uiso/Uaniso restraints and constraints
Uanis(O1) \\sim Ueq, Uanis(O2) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 Sof(H29)=Sof(O2)=Sof(H2A)=1-FVAR(1)
 Sof(H31)=Sof(O1)=Sof(H1A)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C16(H16), C13(H13), C31(H31), C29(H29), C11(H11), C20(H20), C18(H18),
 C30(H30), C2(H2), C25(H25), C4(H4), C10(H10), C9(H9), C19(H19), C28(H28),
 C5(H5), C27(H27), C26(H26), C1(H1)
5.b Idealised tetrahedral OH refined as rotating group:
 O2(H2A), O1(H1A)
;
_shelx_res_checksum              99129
_olex2_submission_special_instructions 'No special instructions were received'