Soft crystalline properties of 2D frameworks constructed from lithium ions and dinitriles.
Nishiguchi, Taichi; Kageyama, Kotoha; Kurihara, Takuya; Shimanaka, Nanae; Tokuda, Shun; Tsuda, Shuto; Ma, Nattapol; Horike, Satoshi; Chemical science 17 (2026) 3669–3674; doi:10.1039/d5sc06222e

data_1576599
_publ_section_title
;
 Soft crystalline properties of 2D frameworks constructed from lithium
 ions and dinitriles.
;
_journal_issue                   7
_journal_name_full               'Chemical science'
_journal_page_first              3669
_journal_page_last               3674
_journal_paper_doi               10.1039/d5sc06222e
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         'C9.999 H11.999 Li N4, F2 N O4 S2'
_chemical_formula_sum            'C10.01 H12.01 F2 Li N5 O4 S2'
_chemical_formula_weight         375.37
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2025-06-20
_audit_creation_method
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_audit_update_record
;
2025-09-25 deposited with the CCDC.	2025-12-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.8522(6)
_cell_length_b                   12.8465(6)
_cell_length_c                   5.2547(3)
_cell_measurement_reflns_used    3207
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      19.9950
_cell_measurement_theta_min      2.3430
_cell_volume                     867.58(8)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      273.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.945
_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   -107.00 -77.00   0.50    2.13    --  -18.00  45.00 174.03   60
  2  \w    -68.00 -41.00   0.50    2.13    --  -18.00  45.00  60.00   54
  3  \w    -36.00 -11.00   0.50    2.13    --  -18.00  45.00  60.00   50
  4  \w     -9.00  70.00   0.50    2.13    --  -18.00  45.00  60.00  158
  5  \w   -107.00  65.00   0.50    2.13    --  -18.00  45.00 120.00  344
  6  \w    -10.00  15.00   0.50    2.13    --  -18.00  45.00  30.00   50
  7  \w   -107.00 -81.00   0.50    2.13    --  -18.00  45.00 -17.49   52
  8  \w     14.00  71.00   0.50    2.13    --  -18.00  45.00 -17.49  114
  9  \w   -106.00  70.00   0.50    2.13    --  -18.00  45.00 179.90  352
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): fixed-chi single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0268903000
_diffrn_orient_matrix_UB_12      -0.0037799000
_diffrn_orient_matrix_UB_13      -0.1174702000
_diffrn_orient_matrix_UB_21      0.0467782000
_diffrn_orient_matrix_UB_22      -0.0111949000
_diffrn_orient_matrix_UB_23      0.0661606000
_diffrn_orient_matrix_UB_31      -0.0116345000
_diffrn_orient_matrix_UB_32      -0.0539488000
_diffrn_orient_matrix_UB_33      -0.0054457000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            14670
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.750
_diffrn_reflns_theta_min         3.170
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.350
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57499
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.092
_refine_diff_density_min         -0.097
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details
;
 Twinning involves inversion, so Flack parameter cannot be determined
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         2719
_refine_ls_number_restraints     440
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0962
_refine_ls_R_factor_gt           0.0368
_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^)+(0.0455P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0783
_refine_ls_wR_factor_ref         0.0995
_reflns_Friedel_coverage         0.664
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.879
_reflns_number_gt                1154
_reflns_number_total             2719
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc06222e2.cif
_cod_data_source_block           240325_1_kageyama_fg_1_0c
_cod_depositor_comments
'Adding full bibliography for 1576599--1576601.cif.'
_cod_original_cell_volume        867.59(8)
_cod_database_code               1576599
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'Li C10 H12 N5 O4 S2 F2'
_chemical_oxdiff_usercomment     0degC
_shelx_estimated_absorpt_t_max   0.933
_shelx_estimated_absorpt_t_min   0.887
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 1(6)
 0.37(8) 0(6) 0.13(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
3. Restrained distances
 N1-C1 = N2-C5 = N1A-C1A = N2A-C5A = N1B-C1B
 1.136 with sigma of 0.02
 N3-S1 = N3-S2
 1.642 with sigma of 0.02
 S1-F1 = S2-F2
 1.527 with sigma of 0.02
 C1-C2 = C4-C5 = C1A-C2A = C4A-C5A = C1B-C2B = C4B-C5B
 1.47 with sigma of 0.02
 C2-C3 = C3-C4 = C2A-C3A = C3A-C4A = C2B-C3B = C3B-C4B
 1.524 with sigma of 0.02
 S1-O1 = S1-O2 = S2-O3 = S2-O4
 1.428 with sigma of 0.02
 S1-S2
 2.844 with sigma of 0.04
 N1-C2 = N2-C4 = N1A-C2A = N2A-C4A = N1B-C2B
 2.606 with sigma of 0.04
 N3-F1 = N3-F2
 2.589 with sigma of 0.04
 C1-C3 = C3-C5 = C1A-C3A = C3A-C5A = C1B-C3B = C3B-C5B
 2.445 with sigma of 0.04
 C2-C4 = C2A-C4A = C2B-C4B
 2.489 with sigma of 0.04
 N3-O1 = N3-O2 = N3-O3 = N3-O4
 2.51 with sigma of 0.04
 F1-O1 = F1-O2 = F2-O3 = F2-O4
 2.414 with sigma of 0.04
 O1-O2 = O3-O4
 2.332 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
N1 \\sim N2 \\sim C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5: within 2A with sigma
of 0.04 and sigma for terminal atoms of 0.08 within 2A
N1A \\sim N2A \\sim C1A \\sim C2A \\sim C3A \\sim C4A \\sim C5A: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
N1B \\sim N2B \\sim C1B \\sim C2B \\sim C3B \\sim C4B \\sim C5B: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
Uanis(N3) \\sim Ueq, Uanis(S1) \\sim Ueq, Uanis(S2) \\sim Ueq, Uanis(O1) \\sim
Ueq, Uanis(O2) \\sim Ueq, Uanis(O3) \\sim Ueq, Uanis(O4) \\sim Ueq, Uanis(F1)
\\sim Ueq, Uanis(F2) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms
of 0.04
Uanis(N1) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C2) \\sim
Ueq, Uanis(C3) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(N1A)
\\sim Ueq, Uanis(N2A) \\sim Ueq, Uanis(C1A) \\sim Ueq, Uanis(C2A) \\sim Ueq,
Uanis(C3A) \\sim Ueq, Uanis(C4A) \\sim Ueq, Uanis(C5A) \\sim Ueq, Uanis(N1B)
\\sim Ueq, Uanis(N2B) \\sim Ueq, Uanis(C1B) \\sim Ueq, Uanis(C2B) \\sim Ueq,
Uanis(C3B) \\sim Ueq, Uanis(C4B) \\sim Ueq, Uanis(C5B) \\sim Ueq: with sigma of
0.02 and sigma for terminal atoms of 0.04
5. Rigid body (RIGU) restrains
 N1, N2, C1, C2, C3, C4, C5
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N1A, N2A, C1A, C2A, C3A, C4A, C5A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N1B, N2B, C1B, C2B, C3B, C4B, C5B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 1*[Sof(N1)+Sof(N2)+Sof(C1)+Sof(C2)+Sof(H2A)+Sof(H2B)+Sof(C3)+Sof(H3A)+
 Sof(H3B)+Sof(C4)+Sof(H4A)+Sof(H4B)+Sof(C5)]+1*[Sof(N1A)+Sof(N2A)+Sof(C1A)+
 Sof(C2A)+Sof(H2AA)+Sof(H2AB)+Sof(C3A)+Sof(H3AA)+Sof(H3AB)+Sof(C4A)+Sof(H4AA)+
 Sof(H4AB)+Sof(C5A)]+1*[Sof(N1B)+Sof(N2B)+Sof(C1B)+Sof(C2B)+Sof(H2BA)+Sof(H2BB)+
 Sof(C3B)+Sof(H3BA)+Sof(H3BB)+Sof(C4B)+Sof(H4BA)+Sof(H4BB)+Sof(C5B)]=1 with esd
 of 0.001
 Sof(N1)=Sof(N2)=Sof(C1)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3A)=Sof(H3B)=
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=FVAR(1)
 Sof(N1A)=Sof(N2A)=Sof(C1A)=Sof(C2A)=Sof(H2AA)=Sof(H2AB)=Sof(C3A)=Sof(H3AA)=
 Sof(H3AB)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(C5A)=FVAR(2)
 Sof(N1B)=Sof(N2B)=Sof(C1B)=Sof(C2B)=Sof(H2BA)=Sof(H2BB)=Sof(C3B)=Sof(H3BA)=
 Sof(H3BB)=Sof(C4B)=Sof(H4BA)=Sof(H4BB)=Sof(C5B)=FVAR(3)
 Fixed Sof: S1(0.5) S2(0.5) F1(0.5) F2(0.5) O1(0.5) O2(0.5) O3(0.5) O4(0.5)
 N3(0.5)
7.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C2A(H2AA,H2AB), C3A(H3AA,H3AB),
 C4A(H4AA,H4AB), C2B(H2BA,H2BB), C3B(H3BA,H3BB), C4B(H4BA,H4BB)
;
_shelx_res_checksum              50932
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.608
_oxdiff_exptl_absorpt_empirical_full_min 0.774