Enhancing switchable dielectric property for crystalline supramolecular rotor compounds by adding polar components.
Huang, Rui-Kang; Chen, Xiao-Xian; Xiao, Zhi-Feng; Liu, De-Xuan; Zhang, Wei-Xiong; Chen, Xiao-Ming; Chemical communications (Cambridge, England) 56 (2020) 4114–4117; doi:10.1039/d0cc01026j

data_7126153
_publ_section_title
;
 Enhancing switchable dielectric property for crystalline supramolecular
 rotor compounds by adding polar components.
;
_journal_issue                   29
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4114
_journal_page_last               4117
_journal_paper_doi               10.1039/d0cc01026j
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C7 H9 N2 O3, C12 H24 O6, C F3 O3 S'
_chemical_formula_sum            'C20 H33 F3 N2 O12 S'
_chemical_formula_weight         582.54
_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     dual
_audit_creation_date             2019-11-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-02-07 deposited with the CCDC.	2020-03-05 downloaded from the CCDC.
;
_cell_angle_alpha                90.0
_cell_angle_beta                 98.440(2)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   10.0129(3)
_cell_length_b                   18.4433(5)
_cell_length_c                   14.9448(3)
_cell_measurement_reflns_used    11255
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      77.0930
_cell_measurement_theta_min      2.3740
_cell_volume                     2729.98(12)
_computing_cell_refinement       'CrysAlisPro 1.171.38.40t (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.40t (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.40t (Rigaku OD, 2015)'
_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      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -78.00 -18.00   1.00   12.00    --  -32.00 -72.00-108.00   60
  2  \w    -47.00  15.00   1.00   12.00    --  -32.00  72.00-180.00   62
  3  \w    -47.00  15.00   1.00   12.00    --  -32.00  72.00-108.00   62
  4  \w    -78.00 -18.00   1.00   12.00    --  -32.00 -72.00 -36.00   60
  5  \w    -78.00 -18.00   1.00   12.00    --  -32.00 -72.00-180.00   60
  6  \w    -78.00 -18.00   1.00   12.00    --  -32.00 -72.00 108.00   60
  7  \w    -78.00 -18.00   1.00   12.00    --  -32.00 -72.00  36.00   60
  8  \w    -35.00  26.00   1.00   12.00    --  -32.00   0.00  36.00   61
  9  \w    -47.00  14.00   1.00   12.00    --  -32.00  72.00  36.00   61
 10  \w   -200.00 -47.00   1.00   50.00    -- -110.00   0.00-108.00  153
 11  \w   -125.00 -20.00   1.00   50.00    -- -110.00  72.00-108.00  105
 12  \w   -106.00 -46.00   1.00   50.00    -- -110.00  72.00  36.00   60
 13  \w   -113.00 -52.00   1.00   50.00    -- -110.00  72.00 -36.00   61
 14  \w    -80.00 -20.00   1.00   50.00    -- -110.00  72.00 108.00   60
 15  \w   -171.00-111.00   1.00   50.00    -- -110.00 -72.00-180.00   60
 16  \w   -200.00 -96.00   1.00   50.00    -- -110.00 -72.00-108.00  104
 17  \w   -173.00 -96.00   1.00   50.00    -- -110.00 -72.00 -36.00   77
 18  \w   -125.00 -61.00   1.00   50.00    -- -110.00  72.00-180.00   64
 19  \w   -200.00-139.00   1.00   50.00    -- -110.00 -72.00  36.00   61
 20  \w   -183.00-123.00   1.00   50.00    -- -110.00   0.00 -36.00   60
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0431366000
_diffrn_orient_matrix_UB_12      0.0432392000
_diffrn_orient_matrix_UB_13      0.0876200000
_diffrn_orient_matrix_UB_21      -0.0151799000
_diffrn_orient_matrix_UB_22      0.0712492000
_diffrn_orient_matrix_UB_23      -0.0543506000
_diffrn_orient_matrix_UB_31      -0.1487101000
_diffrn_orient_matrix_UB_32      0.0053935000
_diffrn_orient_matrix_UB_33      0.0150062000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            21559
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        70.987
_diffrn_reflns_theta_max         70.987
_diffrn_reflns_theta_min         3.832
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.799
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57209
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.40t (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_description       block
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     581
_refine_ls_number_reflns         5199
_refine_ls_number_restraints     234
_refine_ls_restrained_S_all      1.122
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0685
_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^)+(0.1271P)^2^+0.4206P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2038
_refine_ls_wR_factor_ref         0.2110
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4383
_reflns_number_total             5199
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc01026j2.cif
_cod_data_source_block           25mna18c6so3cf3_rt
_cod_depositor_comments
'Adding full bibliography for 7126151--7126154.cif.'
_cod_original_cell_volume        2729.98(13)
_cod_database_code               7126153
_shelx_shelxl_version_number     2014/7
_cell_oxdiff_angle_alpha         89.9928(19)
_cell_oxdiff_angle_beta          98.418(2)
_cell_oxdiff_angle_gamma         89.921(3)
_cell_oxdiff_length_a            10.0097(3)
_cell_oxdiff_length_b            18.4460(6)
_cell_oxdiff_length_c            14.9465(3)
_cell_oxdiff_measurement_reflns_used 11255
_cell_oxdiff_volume              2729.98(13)
_shelx_estimated_absorpt_t_max   0.715
_shelx_estimated_absorpt_t_min   0.614
_reflns_odcompleteness_completeness 94.18
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     78.42
_olex2_refinement_description
;
1. 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 C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C11A \\sim C1 \\sim C12A \\sim C2 \\sim C1A \\sim C3 \\sim C2A \\sim C4 \\sim
C3A \\sim C4A \\sim C5 \\sim C6 \\sim C5A \\sim C6A \\sim C8 \\sim C7A \\sim C9
\\sim C8A \\sim C10 \\sim C9A \\sim C11 \\sim C10A \\sim C12: within 1.7A with
sigma of 0.03 and sigma for terminal atoms of 0.06
O10 \\sim O11A \\sim O12 \\sim O10A \\sim O12A \\sim O11: within 1.7A with
sigma of 0.02 and sigma for terminal atoms of 0.04
F2A \\sim F1 \\sim F3A \\sim F2 \\sim F1A \\sim F3: within 1.7A with sigma of
0.01 and sigma for terminal atoms of 0.02
C20A \\sim C20: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
3. Others
 Sof(F3A)=Sof(F1A)=Sof(F2A)=Sof(O11A)=Sof(O12A)=Sof(O10A)=Sof(S1A)=Sof(C20A)=1-
 FVAR(1)
 Sof(F3)=Sof(O11)=Sof(F1)=Sof(F2)=Sof(S1)=Sof(O12)=Sof(C20)=Sof(O10)=FVAR(1)
 Sof(C8A)=Sof(H8Aa)=Sof(H8Ab)=Sof(O1A)=Sof(C1A)=Sof(H1Aa)=Sof(H1Ab)=Sof(C12A)=
 Sof(H12c)=Sof(H12d)=Sof(C2A)=Sof(H2Aa)=Sof(H2Ab)=Sof(C11A)=Sof(H11c)=Sof(H11d)=
 Sof(O2A)=Sof(O6A)=Sof(C3A)=Sof(H3Aa)=Sof(H3Ab)=Sof(C10A)=Sof(H10c)=Sof(H10d)=
 Sof(C4A)=Sof(H4Aa)=Sof(H4Ab)=Sof(C9A)=Sof(H9Aa)=Sof(H9Ab)=Sof(O3A)=Sof(O5A)=
 Sof(C5A)=Sof(H5Aa)=Sof(H5Ab)=Sof(C6A)=Sof(H6Aa)=Sof(H6Ab)=Sof(C7A)=Sof(H7Aa)=
 Sof(H7Ab)=Sof(O4A)=1-FVAR(2)
 Sof(O1)=Sof(O5)=Sof(O2)=Sof(O4)=Sof(O6)=Sof(C9)=Sof(H9a)=Sof(H9b)=Sof(O3)=
 Sof(C7)=Sof(H7a)=Sof(H7b)=Sof(C1)=Sof(H1a)=Sof(H1b)=Sof(C12)=Sof(H12a)=
 Sof(H12b)=Sof(C2)=Sof(H2a)=Sof(H2b)=Sof(C8)=Sof(H8a)=Sof(H8b)=Sof(C5)=Sof(H5a)=
 Sof(H5b)=Sof(C3)=Sof(H3a)=Sof(H3b)=Sof(C11)=Sof(H11a)=Sof(H11b)=Sof(C6)=
 Sof(H6a)=Sof(H6b)=Sof(C4)=Sof(H4a)=Sof(H4b)=Sof(C10)=Sof(H10a)=Sof(H10b)=
 FVAR(2)
4.a Secondary CH2 refined with riding coordinates:
 C9(H9a,H9b), C7(H7a,H7b), C1(H1a,H1b), C12(H12a,H12b), C2(H2a,H2b), C8(H8a,
 H8b), C5(H5a,H5b), C3(H3a,H3b), C11(H11a,H11b), C6(H6a,H6b), C4(H4a,H4b),
 C10(H10a,H10b), C8A(H8Aa,H8Ab), C1A(H1Aa,H1Ab), C12A(H12c,H12d), C2A(H2Aa,
 H2Ab), C11A(H11c,H11d), C3A(H3Aa,H3Ab), C10A(H10c,H10d), C4A(H4Aa,H4Ab),
 C9A(H9Aa,H9Ab), C5A(H5Aa,H5Ab), C6A(H6Aa,H6Ab), C7A(H7Aa,H7Ab)
4.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C16(H16), C14(H14)
4.c Idealised Me refined as rotating group:
 N1(H1c,H1d,H1e), C19(H19a,H19b,H19c)
;
_shelx_res_checksum              17672
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.961
_oxdiff_exptl_absorpt_empirical_full_min 0.485