From centrosymmetric (C<sub>4</sub>H<sub>8</sub>N<sub>5</sub>)(SbF<sub>4</sub>) to polar (C<sub>4</sub>H<sub>7</sub>N<sub>4</sub>O)(SbF<sub>4</sub>): a new UV nonlinear optical material achieved by functional group modulation.
Wang, Zhi-Xiang; Hu, Chun-Li; Sun, Chuan-Fu; Mao, Jiang-Gao; Kong, Fang; Chemical science 17 (2026) 6586–6592; doi:10.1039/d5sc09256f

data_1577005
_publ_section_title
;
 From centrosymmetric
 (C<sub>4</sub>H<sub>8</sub>N<sub>5</sub>)(SbF<sub>4</sub>) to polar
 (C<sub>4</sub>H<sub>7</sub>N<sub>4</sub>O)(SbF<sub>4</sub>): a new UV
 nonlinear optical material achieved by functional group modulation.
;
_journal_issue                   13
_journal_name_full               'Chemical science'
_journal_page_first              6586
_journal_page_last               6592
_journal_paper_doi               10.1039/d5sc09256f
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         'F4 Sb, C4 H8 N5'
_chemical_formula_sum            'C4 H8 F4 N5 Sb'
_chemical_formula_weight         323.90
_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     iterative
_audit_creation_date             2025-05-07
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2025-07-21 deposited with the CCDC.	2026-02-02 downloaded from the CCDC.
;
_cell_angle_alpha                68.330(5)
_cell_angle_beta                 77.847(5)
_cell_angle_gamma                85.276(5)
_cell_formula_units_Z            2
_cell_length_a                   5.0998(3)
_cell_length_b                   9.4607(5)
_cell_length_c                   10.3378(6)
_cell_measurement_reflns_used    6009
_cell_measurement_temperature    294.21(10)
_cell_measurement_theta_max      29.4910
_cell_measurement_theta_min      4.0090
_cell_volume                     453.13(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.21(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3468
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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     22.00  54.00   1.00    1.00    --    9.18  56.00 172.00   32
  2  \w     -5.00  21.00   1.00    1.00    --    9.18 -56.00  30.00   26
  3  \w    -34.00  59.00   1.00    1.00    --   -9.33  56.00 172.00   93
  4  \w    -78.00   6.00   1.00    1.00    --   -9.33 -56.00  30.00   84
  5  \w    -59.00  34.00   1.00    1.00    --    9.18 -55.00 -13.36   93
  6  \w    -11.00  74.00   1.00    1.00    --    9.18  38.00 -30.00   85
  7  \w    -20.00  46.00   1.00    1.00    --    9.18 -99.00 -90.00   66
  8  \w     43.00  68.00   1.00    1.00    --    9.18-134.00  -8.77   25
  9  \w    -76.00 -49.00   1.00    1.00    --   -9.33 145.00 -18.85   27
 10  \w    -20.00  23.00   1.00    1.00    --   -9.33 -99.00 -60.00   43
 11  \w    -84.00 -42.00   1.00    1.00    --   -9.33 156.00  81.85   42
 12  \w    -50.00   3.00   1.00    1.00    --   -9.33 -38.00 150.00   53
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1392137000
_diffrn_orient_matrix_UB_12      -0.0169853000
_diffrn_orient_matrix_UB_13      -0.0099077000
_diffrn_orient_matrix_UB_21      -0.0270661000
_diffrn_orient_matrix_UB_22      -0.0750801000
_diffrn_orient_matrix_UB_23      0.0494315000
_diffrn_orient_matrix_UB_31      -0.0113554000
_diffrn_orient_matrix_UB_32      -0.0241483000
_diffrn_orient_matrix_UB_33      -0.0558883000
_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  0.0454
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8512
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.316
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.079
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.10634
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    2.374
_exptl_crystal_description       blky
_exptl_crystal_F_000             308
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       0.055(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         1850
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0217
_refine_ls_R_factor_gt           0.0203
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0268P)^2^+0.0243P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0497
_refine_ls_wR_factor_ref         0.0504
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1761
_reflns_number_total             1850
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc09256f2.cif
_cod_data_source_block           1
_cod_database_code               1577005
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_olex2_refinement_description
;
1.a Aromatic/amide H refined with riding coordinates:
 N5(H5)
1.b X=CH2 refined with riding coordinates:
 N4(H4A,H4B), N2(H2A,H2B)
1.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_shelx_res_checksum              16745
_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 5.978
_oxdiff_exptl_absorpt_empirical_full_min 0.557