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_1577004
_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 H7 N4 O'
_chemical_formula_sum            'C4 H7 F4 N4 O Sb'
_chemical_formula_weight         324.89
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yc'
_space_group_name_H-M_alt        'P 1 c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2024-12-24
_audit_creation_method
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_audit_update_record
;
2025-07-21 deposited with the CCDC.	2026-02-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.104(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.4719(5)
_cell_length_b                   4.6982(2)
_cell_length_c                   9.1703(4)
_cell_measurement_reflns_used    94
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      26.9270
_cell_measurement_theta_min      8.8470
_cell_volume                     454.61(4)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.785
_diffrn_measurement_device_type  'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.785
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3418
_diffrn_reflns_point_group_measured_fraction_full 0.804
_diffrn_reflns_point_group_measured_fraction_max 0.595
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.779
_diffrn_reflns_theta_min         1.930
_exptl_absorpt_coefficient_mu    3.074
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47738
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.373
_exptl_crystal_description       plate
_exptl_crystal_F_000             308
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.446
_refine_diff_density_min         -0.795
_refine_diff_density_rms         0.091
_refine_ls_abs_structure_details
;
 Flack x determined using 521 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1558
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0171
_refine_ls_R_factor_gt           0.0170
_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^)+(0.0199P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0395
_refine_ls_wR_factor_ref         0.0396
_reflns_Friedel_coverage         0.511
_reflns_Friedel_fraction_full    0.609
_reflns_Friedel_fraction_max     0.403
_reflns_number_gt                1547
_reflns_number_total             1558
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc09256f2.cif
_cod_data_source_block           c4n4h7osbf4
_cod_database_code               1577004
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.502
_shelx_estimated_absorpt_t_min   0.449
_olex2_refinement_description
;
1.a X=CH2 refined with riding coordinates:
 N4(H4A,H4B)
1.b Idealised Me refined as rotating group:
 C4(H4C,H4D,H4E)
;
_shelx_res_checksum              9598
_olex2_submission_special_instructions 'No special instructions were received'