A pair of chiral organic-inorganic hybrid tin compounds showing reversible phase transition and enhanced SHG properties.
Jiang, Ting; Zou, Mingjun; Wu, Yaozhen; Zhou, Jie; Yin, Xin; Guo, Wenjing; Wei, Zhenhong; Cai, Hu; Dalton transactions (Cambridge, England : 2003) 54 (2025) 14559–14565; doi:10.1039/d5dt01839k

data_1575699
_publ_section_title
;
 A pair of chiral organic-inorganic hybrid tin compounds showing
 reversible phase transition and enhanced SHG properties.
;
_journal_issue                   38
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14559
_journal_page_last               14565
_journal_paper_doi               10.1039/d5dt01839k
_journal_volume                  54
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C4 H12 N2, Cl6 Sn'
_chemical_formula_sum            'C4 H12 Cl6 N2 Sn'
_chemical_formula_weight         419.55
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-07-28
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7308)
;
_audit_update_record
;
2025-07-31 deposited with the CCDC.	2025-09-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.1240(2)
_cell_length_b                   8.1604(3)
_cell_length_c                   22.7400(6)
_cell_measurement_reflns_used    9049
_cell_measurement_temperature    300.00(10)
_cell_measurement_theta_max      30.6500
_cell_measurement_theta_min      3.0690
_cell_volume                     1321.98(7)
_computing_cell_refinement       'CrysAlisPro 1.171.43.111a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.111a 64-bit (release 27-02-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.111a (Rigaku OD, 2024)'
_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    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.847
_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    -18.00  43.00   0.50    0.05    --    5.26  79.00 -21.00  122
  2  \w     -8.00  74.00   0.50    0.05    --    5.26  38.00-120.00  164
  3  \w    -17.00  28.00   0.50    0.05    --   -4.99 -99.00 -60.00   90
  4  \w    -67.00  18.00   0.50    0.05    --    5.26 -42.00  28.00  170
  5  \w     -9.00  37.00   0.50    0.05    --    5.26 -99.00 150.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0129053000
_diffrn_orient_matrix_UB_12      0.0087951000
_diffrn_orient_matrix_UB_13      0.0307662000
_diffrn_orient_matrix_UB_21      -0.0511656000
_diffrn_orient_matrix_UB_22      -0.0733489000
_diffrn_orient_matrix_UB_23      0.0048101000
_diffrn_orient_matrix_UB_31      0.0844375000
_diffrn_orient_matrix_UB_32      -0.0457921000
_diffrn_orient_matrix_UB_33      -0.0017976000
_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  0.0291
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.847
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            15064
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.816
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.906
_diffrn_reflns_theta_min         2.996
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.108
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93223
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.111a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.108
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.543
_refine_diff_density_rms         0.088
_refine_ls_abs_structure_details
;
 Flack x determined using 1105 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(3)
_refine_ls_extinction_coef       0.0139(4)
_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   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         3419
_refine_ls_number_restraints     235
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0227
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0195P)^2^+0.1452P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0456
_refine_ls_wR_factor_ref         0.0475
_reflns_Friedel_coverage         0.673
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.774
_reflns_number_gt                3026
_reflns_number_total             3419
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt01839k2.cif
_cod_data_source_block           jt_0417_rt_auto
_cod_depositor_comments
'Adding full bibliography for 1575699--1575702.cif.'
_cod_database_code               1575699
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N Sn Cl'
_shelx_estimated_absorpt_t_max   0.812
_shelx_estimated_absorpt_t_min   0.746
_diffrn_oxdiff_ac3_digest_hkl    41ea2ee5c69f058e0df205be07dbfee6290776
_diffrn_oxdiff_digest_hkl
;
43f1e111da3d6baf0aea0aad33188e3e1d2e5f
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H) groups, All N(H,H,H) groups
2. Restrained distances
 N2-C3 \\sim N2A-C3A
 with sigma of 0.02
 N2-C4 \\sim N2A-C4A
 with sigma of 0.02
 C3-C4 \\sim C3A-C4A
 with sigma of 0.04
 C1-C2 \\sim C1-C2A
 with sigma of 0.02
 C1-C4 \\sim C1-C4A
 with sigma of 0.02
 C1-C3 \\sim C1-C3A
 with sigma of 0.04
 C2-C3 \\sim C2A-C3A
 with sigma of 0.02
 N2-C1 \\sim N2A-C1
 with sigma of 0.04
 N2-C2 \\sim N2A-C2A
 with sigma of 0.04
 C2A-C1 \\sim C2-C1 \\sim C3A-C2A \\sim C3-C2 \\sim N2A-C3A \\sim N2-C3 \\sim
N2A-C4A \\sim N2-C4 \\sim C4A-C1
 \\sim C4-C1
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C1 \\sim N1 \\sim C2 \\sim C4 \\sim C4A \\sim C2A \\sim C3 \\sim N2 \\sim N2A
\\sim C3A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
Uanis(C1) \\sim Ueq, Uanis(N1) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C4) \\sim
Ueq, Uanis(C4A) \\sim Ueq, Uanis(C2A) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(N2)
\\sim Ueq, Uanis(N2A) \\sim Ueq, Uanis(C3A) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
4. Others
 Sof(H1BB)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(C2A)=Sof(H2AA)=Sof(H2AB)=Sof(C3A)=
 Sof(H3AA)=Sof(H3AB)=Sof(N2A)=Sof(H2AC)=Sof(H2AD)=1-FVAR(1)
 Sof(N2)=Sof(H2A)=Sof(H2B)=Sof(H1AA)=Sof(C2)=Sof(H2C)=Sof(H2D)=Sof(C3)=
 Sof(H3A)=Sof(H3B)=Sof(C4)=Sof(H4A)=Sof(H4B)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C1(H1AA), C1(H1BB)
5.b Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), C2(H2C,H2D), C3(H3A,H3B), C4(H4A,H4B), C4A(H4AA,H4AB), C2A(H2AA,
 H2AB), C3A(H3AA,H3AB), N2A(H2AC,H2AD)
5.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C)
;
_shelx_res_checksum              22912
_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 1.119
_oxdiff_exptl_absorpt_empirical_full_min 0.950