Rotisserie-like motion enables guest transport in a nonporous organic crystal involving a diboron host.
Campillo-Alvarado, Gonzalo; Vargas-Olvera, Eva C; Swenson, Dale C.; Morales-Rojas, Hugo; Höpfl, Herbert; MacGillivray, Leonard R.; Chemical communications (Cambridge, England) 62 (2026) 4519–4522; doi:10.1039/d5cc05394c

data_7135458
_publ_section_title
;
 Rotisserie-like motion enables guest transport in a nonporous organic
 crystal involving a diboron host.
;
_journal_issue                   15
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4519
_journal_page_last               4522
_journal_paper_doi               10.1039/d5cc05394c
_journal_volume                  62
_journal_year                    2026
_chemical_formula_moiety         'C34 H22 B2 F4 N4 O4, 0.5(C6 H6)'
_chemical_formula_sum            'C37 H25 B2 F4 N4 O4'
_chemical_formula_weight         687.23
_chemical_name_systematic
'2,4-difluorophenylboronic acid catechol ester adduct of 4,4,'-azopyridine'
_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     direct
_audit_creation_date             2020-04-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-04-23 deposited with the CCDC.	2026-01-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.945(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.6124(13)
_cell_length_b                   15.3927(15)
_cell_length_c                   17.4936(17)
_cell_measurement_reflns_used    4422
_cell_measurement_temperature    190.15
_cell_measurement_theta_max      22.22
_cell_measurement_theta_min      2.4215
_cell_volume                     3265.5(6)
_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 (Sheldrick, 2015)'
_diffrn_ambient_temperature      190.15
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker Nonius APEX II Kappa'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0594
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            35911
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.410
_diffrn_reflns_theta_min         2.675
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7084
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0570 before and 0.0498 after correction.
The Ratio of minimum to maximum transmission is 0.9504.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_description       prism
_exptl_crystal_F_000             1412
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.558
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     475
_refine_ls_number_reflns         6620
_refine_ls_number_restraints     511
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.1303
_refine_ls_R_factor_gt           0.0719
_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^)+(0.0941P)^2^+4.3237P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1799
_refine_ls_wR_factor_ref         0.2171
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3916
_reflns_number_total             6620
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc05394c2.cif
_cod_data_source_block           I
_cod_database_code               7135458
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.992
_shelx_estimated_absorpt_t_min   0.980
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C35-C36 \\sim C36-C37 \\sim C37-C38 \\sim C38-C39 \\sim C39-C40 \\sim C40-C35
 with sigma of 0.02
 C35-C39 \\sim C35-C39 \\sim C38-C36 \\sim C38-C40 \\sim C40-C36 \\sim C39-C37
 with sigma of 0.04
3. Restrained planarity
 C35, C36, C37, C38, C39, C40
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C35 \\sim C36 \\sim C37 \\sim C38 \\sim C39 \\sim C40: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
5. Rigid body (RIGU) restrains
 C35, C36, C37, C38, C39, C40
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
 C37, C38, C39, C40, C36, C35
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
6. Others
 Fixed Sof: C38(0.5) H38(0.5) C39(0.5) H39(0.5) C40(0.5) H40(0.5) C35(0.5)
 H35(0.5) C36(0.5) H36(0.5) C37(0.5) H37(0.5)
7.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C31(H31), C22(H22), C34(H34), C12(H12), C16(H16),
 C17(H17), C33(H33), C21(H21), C18(H18), C28(H28), C19(H19), C9(H9), C6(H6),
 C3(H3), C4(H4), C25(H25), C5(H5), C11(H11), C26(H26), C27(H27), C38(H38),
 C39(H39), C40(H40), C35(H35), C36(H36), C37(H37)
7.b Fitted hexagon refined as free rotating group:
 C38(C39,C40,C35,C36,C37)
;
_shelx_res_checksum              76740
_shelx_hkl_checksum              35775
_olex2_submission_original_sample_id I-190
_olex2_submission_special_instructions 'No special instructions were received'