Unprecedented Water-Controlled Rotator–Stator Conversion of Supramolecular Rotor in Crystals
Huang, Rui-Kang; Xiao, Zhi-Feng; Liu, De-Xuan; Zhang, Wei-Xiong; Chen, Xiao-Ming; Chemical Communications  (2019) –; doi:10.1039/C9CC03267C

data_7123478
_publ_section_title
;
 Unprecedented Water-Controlled Rotator--Stator Conversion of
 Supramolecular Rotor in Crystals
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC03267C
_journal_year                    2019
_chemical_formula_moiety         'B F4, C12 H24 O6, 0.5(H2 O), C12 H12 N3'
_chemical_formula_sum            'C24 H37 B F4 N3 O6.5'
_chemical_formula_weight         558.37
_chemical_name_systematic        AABZ18C6BF4H2O
_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_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2019-02-01
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-02-22 deposited with the CCDC.    2019-05-16 downloaded from the CCDC.
;
_cell_angle_alpha                85.905(3)
_cell_angle_beta                 66.150(3)
_cell_angle_gamma                79.132(3)
_cell_formula_units_Z            8
_cell_length_a                   16.6990(5)
_cell_length_b                   18.1887(7)
_cell_length_c                   20.4536(6)
_cell_measurement_reflns_used    28168
_cell_measurement_temperature    103(2)
_cell_measurement_theta_max      77.2830
_cell_measurement_theta_min      2.3640
_cell_volume                     5579.9(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      103(2)
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0470
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20034
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.999
_diffrn_reflns_theta_min         2.362
_exptl_absorpt_coefficient_mu    0.962
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_description       block
_exptl_crystal_F_000             2360
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_refine_diff_density_max         0.783
_refine_diff_density_min         -0.802
_refine_diff_density_rms         0.113
_refine_ls_extinction_coef       0.00051(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1808
_refine_ls_number_reflns         20034
_refine_ls_number_restraints     2587
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.1219
_refine_ls_R_factor_gt           0.1151
_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^)+(0.1351P)^2^+23.7810P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3258
_refine_ls_wR_factor_ref         0.3327
_reflns_Friedel_coverage         0.000
_reflns_number_gt                17936
_reflns_number_total             20034
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc03267c2.cif
_cod_data_source_block           1wlt
_cod_original_formula_sum        'C24 H37 B F4 N3 O6.50'
_cod_database_code               7123478
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.717(3)
 0.283(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
3. Restrained distances
 O1D-C2D = C1D-C12D = O4D-C8D = O2D-C1D = O2D-C4D = O3D-C3D = O2F-C4F
 2.4 with sigma of 0.08
 C7C-C8C \\sim C9D-C10D \\sim C9C-C10C \\sim C12D-C11D \\sim C11C-C12C \\sim
C2D-C1D \\sim C2C-C1C ~
 C3D-C4D \\sim C3C-C4C \\sim C6D-C5D \\sim C5C-C6C \\sim C7D-C8D \\sim C1F-C2F
\\sim C2E-C1E \\sim C4F-C3F
 \\sim C3E-C4E \\sim C5F-C6F \\sim C5E-C6E \\sim C7F-C8F \\sim C7E-C8E \\sim
C9F-C10F \\sim C9E-C10E \\sim C11F-
 C12F \\sim C11E-C12E
 with sigma of 0.04
 O1F-C12F \\sim O6E-C11E \\sim O6E-C10E \\sim O6F-C11F \\sim O6F-C10F \\sim
O5E-C9E \\sim O5E-C8E ~
 O5F-C9F \\sim O5F-C8F \\sim O4E-C7E \\sim O4F-C7F \\sim O4E-C6E \\sim O4F-C6F
\\sim O3E-C5E \\sim O3E-C4E
 \\sim O3F-C5F \\sim O3F-C4F \\sim O2E-C3E \\sim O2F-C3F \\sim O2E-C2E \\sim
O2F-C2F \\sim O1E-C1E \\sim O1E-
 C12E \\sim O1F-C1F \\sim O5D-C8D \\sim O4C-C7C \\sim O4C-C6C \\sim O4D-C7D
\\sim O4D-C6D \\sim O3C-C5C ~
 O3C-C4C \\sim O3D-C5D \\sim O3D-C4D \\sim O2C-C3C \\sim O2C-C2C \\sim O2D-C2D
\\sim O2D-C3D \\sim O1C-C1C
 \\sim O1C-C12C \\sim O1D-C1D \\sim O1D-C12D \\sim O6C-C11C \\sim O6C-C10C
\\sim O6D-C11D \\sim O6D-C10D ~
 O5C-C9C \\sim O5C-C8C \\sim O5D-C9D
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
O1C \\sim O2C \\sim O3C \\sim O4C \\sim O5C \\sim O6C \\sim C1C \\sim C2C \\sim
C3C \\sim C4C \\sim C5C \\sim C6C \\sim C7C \\sim C8C \\sim C9C \\sim C10C
\\sim C11C \\sim C12C \\sim O1E \\sim O2E \\sim O3E \\sim O4E \\sim O5E \\sim
O6E \\sim C1E \\sim C2E \\sim C3E \\sim C4E \\sim C5E \\sim C6E \\sim C7E \\sim
C8E \\sim C9E \\sim C10E \\sim C11E \\sim C12E \\sim O1D \\sim O1F \\sim O2D
\\sim O2F \\sim O3D \\sim O3F \\sim O4D \\sim O4F \\sim O5D \\sim O5F \\sim O6D
\\sim O6F \\sim C1D \\sim C1F \\sim C2D \\sim C2F \\sim C3D \\sim C3F \\sim C4D
\\sim C4F \\sim C5D \\sim C5F \\sim C6D \\sim C6F \\sim C7D \\sim C7F \\sim C8D
\\sim C8F \\sim C9D \\sim C9F \\sim C10D \\sim C10F \\sim C11D \\sim C11F \\sim
C12D \\sim C12F: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
F1E \\sim F2E \\sim F3E \\sim F4E \\sim F1F \\sim F2F \\sim F3F \\sim F4F:
within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
F1C \\sim F2C \\sim F3C \\sim F4C \\sim F1D \\sim F2D \\sim F3D \\sim F4D:
within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(F3F) \\sim Ueq, Uanis(C10F) \\sim Ueq, Uanis(O1D) \\sim Ueq, Uanis(B1F)
\\sim Ueq, Uanis(F3F) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
5. Others
 Sof(O1D)=Sof(O2D)=Sof(O3D)=Sof(O4D)=Sof(O5D)=Sof(O6D)=Sof(C1D)=Sof(H1DA)=
 Sof(H1DB)=Sof(C2D)=Sof(H2DA)=Sof(H2DB)=Sof(C3D)=Sof(H3DA)=Sof(H3DB)=Sof(C4D)=
 Sof(H4DA)=Sof(H4DB)=Sof(C5D)=Sof(H5DA)=Sof(H5DB)=Sof(C6D)=Sof(H6DA)=Sof(H6DB)=
 Sof(C7D)=Sof(H7DA)=Sof(H7DB)=Sof(C8D)=Sof(H8DA)=Sof(H8DB)=Sof(C9D)=Sof(H9DA)=
 Sof(H9DB)=Sof(C10D)=Sof(H10I)=Sof(H10J)=Sof(C11D)=Sof(H11I)=Sof(H11J)=
 Sof(C12D)=Sof(H12I)=Sof(H12J)=1-FVAR(1)
 Sof(O1C)=Sof(O2C)=Sof(O3C)=Sof(O4C)=Sof(O5C)=Sof(O6C)=Sof(C1C)=Sof(H1CA)=
 Sof(H1CB)=Sof(C2C)=Sof(H2CA)=Sof(H2CB)=Sof(C3C)=Sof(H3CA)=Sof(H3CB)=Sof(C4C)=
 Sof(H4CA)=Sof(H4CB)=Sof(C5C)=Sof(H5CA)=Sof(H5CB)=Sof(C6C)=Sof(H6CA)=Sof(H6CB)=
 Sof(C7C)=Sof(H7CA)=Sof(H7CB)=Sof(C8C)=Sof(H8CA)=Sof(H8CB)=Sof(C9C)=Sof(H9CA)=
 Sof(H9CB)=Sof(C10C)=Sof(H10E)=Sof(H10F)=Sof(C11C)=Sof(H11E)=Sof(H11F)=
 Sof(C12C)=Sof(H12E)=Sof(H12F)=FVAR(1)
 Sof(O1F)=Sof(O2F)=Sof(O3F)=Sof(O4F)=Sof(O5F)=Sof(O6F)=Sof(C1F)=Sof(H1FA)=
 Sof(H1FB)=Sof(C2F)=Sof(H2FA)=Sof(H2FB)=Sof(C3F)=Sof(H3FA)=Sof(H3FB)=Sof(C4F)=
 Sof(H4FA)=Sof(H4FB)=Sof(C5F)=Sof(H5FA)=Sof(H5FB)=Sof(C6F)=Sof(H6FA)=Sof(H6FB)=
 Sof(C7F)=Sof(H7FA)=Sof(H7FB)=Sof(C8F)=Sof(H8FA)=Sof(H8FB)=Sof(C9F)=Sof(H9FA)=
 Sof(H9FB)=Sof(C10F)=Sof(H10K)=Sof(H10L)=Sof(C11F)=Sof(H11K)=Sof(H11L)=
 Sof(C12F)=Sof(H12K)=Sof(H12L)=1-FVAR(2)
 Sof(O1E)=Sof(O2E)=Sof(O3E)=Sof(O4E)=Sof(O5E)=Sof(O6E)=Sof(C1E)=Sof(H1EA)=
 Sof(H1EB)=Sof(C2E)=Sof(H2EA)=Sof(H2EB)=Sof(C3E)=Sof(H3EA)=Sof(H3EB)=Sof(C4E)=
 Sof(H4EA)=Sof(H4EB)=Sof(C5E)=Sof(H5EA)=Sof(H5EB)=Sof(C6E)=Sof(H6EA)=Sof(H6EB)=
 Sof(C7E)=Sof(H7EA)=Sof(H7EB)=Sof(C8E)=Sof(H8EA)=Sof(H8EB)=Sof(C9E)=Sof(H9EA)=
 Sof(H9EB)=Sof(C10E)=Sof(H10G)=Sof(H10H)=Sof(C11E)=Sof(H11G)=Sof(H11H)=
 Sof(C12E)=Sof(H12G)=Sof(H12H)=FVAR(2)
 Sof(F1F)=Sof(F2F)=Sof(F3F)=Sof(F4F)=Sof(B1F)=1-FVAR(3)
 Sof(F1E)=Sof(F2E)=Sof(F3E)=Sof(F4E)=Sof(B1E)=FVAR(3)
 Sof(F1D)=Sof(F2D)=Sof(F3D)=Sof(F4D)=1-FVAR(4)
 Sof(F1C)=Sof(F2C)=Sof(F3C)=Sof(F4C)=FVAR(4)
6.a Free rotating group:
 O7AE(H7AC,H7AD), O7BC(H7BC,H7BD)
6.b Secondary CH2 refined with riding coordinates:
 C1A(H1AA,H1AB), C2A(H2AA,H2AB), C3A(H3AA,H3AB), C4A(H4AA,H4AB), C5A(H5AA,
 H5AB), C6A(H6AA,H6AB), C7A(H7AA,H7AB), C8A(H8AA,H8AB), C9A(H9AA,H9AB),
 C10A(H10A,H10B), C11A(H11A,H11B), C12A(H12A,H12B), C1B(H1BA,H1BB), C2B(H2BA,
 H2BB), C3B(H3BA,H3BB), C4B(H4BA,H4BB), C5B(H5BA,H5BB), C6B(H6BA,H6BB),
 C7B(H7BA,H7BB), C8B(H8BA,H8BB), C9B(H9BA,H9BB), C10B(H10C,H10D), C11B(H11C,
 H11D), C12B(H12C,H12D), C1C(H1CA,H1CB), C2C(H2CA,H2CB), C3C(H3CA,H3CB),
 C4C(H4CA,H4CB), C5C(H5CA,H5CB), C6C(H6CA,H6CB), C7C(H7CA,H7CB), C8C(H8CA,H8CB),
  C9C(H9CA,H9CB), C10C(H10E,H10F), C11C(H11E,H11F), C12C(H12E,H12F), C1E(H1EA,
 H1EB), C2E(H2EA,H2EB), C3E(H3EA,H3EB), C4E(H4EA,H4EB), C5E(H5EA,H5EB),
 C6E(H6EA,H6EB), C7E(H7EA,H7EB), C8E(H8EA,H8EB), C9E(H9EA,H9EB), C10E(H10G,
 H10H), C11E(H11G,H11H), C12E(H12G,H12H), C1D(H1DA,H1DB), C1F(H1FA,H1FB),
 C2D(H2DA,H2DB), C2F(H2FA,H2FB), C3D(H3DA,H3DB), C3F(H3FA,H3FB), C4D(H4DA,H4DB),
  C4F(H4FA,H4FB), C5D(H5DA,H5DB), C5F(H5FA,H5FB), C6D(H6DA,H6DB), C6F(H6FA,
 H6FB), C7D(H7DA,H7DB), C7F(H7FA,H7FB), C8D(H8DA,H8DB), C8F(H8FA,H8FB),
 C9D(H9DA,H9DB), C9F(H9FA,H9FB), C10D(H10I,H10J), C10F(H10K,H10L), C11D(H11I,
 H11J), C11F(H11K,H11L), C12D(H12I,H12J), C12F(H12K,H12L)
6.c Aromatic/amide H refined with riding coordinates:
 C14A(H14A), C15A(H15A), C17A(H17A), C18A(H18A), C20A(H20A), C21A(H21A),
 C22A(H22A), C23A(H23A), C24A(H24A), C14B(H14B), C15B(H15B), C17B(H17B),
 C18B(H18B), C20B(H20B), C21B(H21B), C22B(H22B), C23B(H23B), C24B(H24B),
 C14C(H14C), C15C(H15C), C17C(H17C), C18C(H18C), C20C(H20C), C21C(H21C),
 C22C(H22C), C23C(H23C), C24C(H24C), C14E(H14E), C15E(H15E), C17E(H17E),
 C18E(H18E), C20E(H20E), C21E(H21E), C22E(H22E), C23E(H23E), C24E(H24E)
6.d Idealised Me refined as rotating group:
 N1A(H1AC,H1AD,H1AE), N1B(H1BC,H1BD,H1BE), N1C(H1CC,H1CD,H1CE), N1E(H1EC,H1ED,
 H1EE)
;
_shelx_res_checksum              11690
_olex2_submission_special_instructions 'No special instructions were received'