Derivatives of penta-, hexa-, and hepta-coordinated tin with Schiff bases and 1,10-phenanthroline: structure, redox and optoelectronic properties
Krylova, Irina V.; Labutskaya, Liliya D.; Markova, Mariya O.; Balycheva, Victoriya A.; Shangin, Pavel G.; Akyeva, Anna Ya.; Golovina, Victoriya V.; Minyaev, Mikhail E.; Lalov, Andrey V.; Pechennikov, Valery M.; Novikov, Vasiliy T.; Egorov, Mikhail P.; Syroeshkin, Mikhail A.; New Journal of Chemistry 47 (2023) 11890–11902; doi:10.1039/D3NJ01993D

data_7062506
_publ_section_title
;
 Derivatives of penta-, hexa-, and hepta-coordinated tin with Schiff bases
 and 1,10-phenanthroline: structure, redox and optoelectronic properties
;
_journal_issue                   25
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              11890
_journal_page_last               11902
_journal_paper_doi               10.1039/D3NJ01993D
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C24 H25 N5 O S Sn, C12 H8 N2, C H4 O'
_chemical_formula_sum            'C37 H37 N7 O2 S Sn'
_chemical_formula_weight         762.48
_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   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2023-02-10
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2023-02-10 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_cell_angle_alpha                107.1063(5)
_cell_angle_beta                 90.6022(6)
_cell_angle_gamma                91.1542(5)
_cell_formula_units_Z            2
_cell_length_a                   10.43938(8)
_cell_length_b                   10.61993(6)
_cell_length_c                   15.96529(10)
_cell_measurement_reflns_used    39461
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      77.5280
_cell_measurement_theta_min      2.8730
_cell_volume                     1691.10(2)
_computing_cell_refinement       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.67a (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  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(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 0.993
_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    -70.00  23.10   0.35    0.20    --  -48.70  75.00-140.00  266
  2  \w   -120.00 -29.00   0.35    0.20    --  -48.70 -75.00  91.00  260
  3  \w    -22.00  69.00   0.35    0.20    --   48.70 -75.00  91.00  260
  4  \w     28.00 119.00   0.35    0.20    --   48.70  75.00-140.00  260
  5  \w   -158.00 -66.30   0.35    0.50    --  -86.25 -75.00  91.00  262
  6  \w    -98.00 -14.00   0.35    0.50    --  -86.25  75.00-140.00  240
  7  \w     36.00  97.25   0.35    0.50    --  107.75 -75.00  91.00  175
  8  \w     87.00 178.00   0.35    0.50    --  107.75  75.00-140.00  260
  9  \w    -86.00 -13.90   0.35    0.20    --  -48.70 125.00 -30.00  206
 10  \w    -26.00  25.10   0.35    0.20    --  -48.70  19.00 -30.00  146
 11  \w   -118.00 -74.25   0.35    0.20    --  -48.70-125.00-180.00  125
 12  \w    -25.00  25.05   0.35    0.20    --   48.70 -19.00  90.00  143
 13  \w    -25.00  25.05   0.35    0.20    --   48.70 -19.00 150.00  143
 14  \w     36.00 103.90   0.35    0.50    --  107.75 -95.00-120.00  194
 15  \w     38.00 104.85   0.35    0.50    --  107.75 -96.00-135.88  191
 16  \w     39.00 109.70   0.35    0.50    --  107.75-125.00  30.00  202
 17  \w     36.00 134.00   0.35    0.50    --  107.75 -87.00  14.38  280
 18  \w     38.00 105.90   0.35    0.50    --  107.75-100.00 -57.90  194
 19  \w     97.00 177.15   0.35    0.50    --  107.75  15.00-150.00  229
 20  \w     95.00 175.85   0.35    0.50    --  107.75 125.00 -30.00  231
 21  \w     39.00 105.85   0.35    0.50    --  107.75-106.00 172.44  191
 22  \w     86.00 177.00   0.35    0.50    --  107.75  77.00 150.00  260
 23  \w     36.00 103.90   0.35    0.50    --  107.75 -95.00 -90.00  194
 24  \w     36.00 163.05   0.35    0.50    --  107.75   0.00-150.00  363
 25  \w     75.00 108.25   0.35    0.50    --  107.75-125.00-180.00   95
 26  \w     48.00  96.30   0.35    0.50    --  107.75-125.00 120.00  138
 27  \w     54.00  80.25   0.35    0.50    --  107.75 -77.00 150.00   75
 28  \w     53.00  98.85   0.35    0.50    --  107.75-125.00 -60.00  131
 29  \w     66.00 104.15   0.35    0.50    --  107.75 -77.00  30.00  109
 30  \w     39.00  72.25   0.35    0.50    --  107.75-109.00 142.47   95
 31  \w     82.00 107.20   0.35    0.50    --  107.75-109.00 142.47   72
 32  \w     39.00 103.05   0.35    0.50    --  107.75 -95.00  90.00  183
 33  \w     85.00 116.85   0.35    0.50    --  107.75-133.00  24.02   91
 34  \w     42.00  69.30   0.35    0.50    --  107.75 -61.00 -30.00   78
 35  \w     65.00 110.15   0.35    0.50    --  107.75-125.00 150.00  129
 36  \w     53.00  79.25   0.35    0.50    --  107.75-140.00 105.66   75
 37  \w     54.00 108.25   0.35    0.50    --  107.75-112.00-153.73  155
 38  \w     95.00 140.15   0.35    0.50    --  107.75 125.00  90.00  129
 39  \w     99.00 158.85   0.35    0.50    --  107.75  30.00 -60.00  171
 40  \w     60.00 121.25   0.35    0.50    --  107.75-140.00 119.93  175
 41  \w    113.00 174.25   0.35    0.50    --  107.75  30.00-150.00  175
 42  \w     89.00 140.10   0.35    0.50    --  107.75  77.00 -30.00  146
 43  \w     87.00 136.00   0.35    0.50    --  107.75  77.00 120.00  140
 44  \w     46.00  73.30   0.35    0.50    --  107.75 -95.00 -60.00   78
 45  \w     36.00  65.75   0.35    0.50    --  107.75 -61.00-180.00   85
 46  \w     37.00  68.15   0.35    0.50    --  107.75 -61.00-150.00   89
 47  \w     41.00  70.05   0.35    0.50    --  107.75 -61.00   0.00   83
 48  \w    129.00 158.75   0.35    0.50    --  107.75 125.00   0.00   85
 49  \w     90.00 121.85   0.35    0.50    --  107.75-140.00 105.66   91
 50  \w    129.00 160.85   0.35    0.50    --  107.75 125.00-150.00   91
 51  \w    115.00 176.25   0.35    0.50    --  107.75  61.00 120.00  175
 52  \w     56.00  82.25   0.35    0.50    --  107.75 -86.00   8.22   75
 53  \w     40.00  66.25   0.35    0.50    --  107.75 -87.00 -42.53   75
 54  \w     90.00 128.85   0.35    0.50    --  107.75 -87.00 -42.53  111
 55  \w     62.00  87.20   0.35    0.50    --  107.75 -77.00-180.00   72
 56  \w     37.00  66.75   0.35    0.50    --  107.75 -61.00 -60.00   85
 57  \w     74.85 106.00   0.35    0.50    --  107.75 -94.00 -38.67   89
 58  \w     70.00 110.25   0.35    0.50    --  107.75-125.00 -30.00  115
 59  \w    132.00 158.25   0.35    0.50    --  107.75  86.00 -50.70   75
 60  \w     81.00 109.00   0.35    0.50    --  107.75-136.00-117.90   80
 61  \w    103.00 132.75   0.35    0.50    --  107.75  45.00-180.00   85
 62  \w    141.00 165.85   0.35    0.50    --  107.75  45.00-180.00   71
 63  \w     98.00 175.00   0.35    0.50    --  107.75  45.00-120.00  220
 64  \w    120.00 171.10   0.35    0.50    --  107.75  45.00  30.00  146
 65  \w    127.00 162.00   0.35    0.50    --  107.75  45.00 120.00  100
 66  \w    124.00 174.05   0.35    0.50    --  107.75  15.00 -90.00  143
 67  \w    136.00 162.25   0.35    0.50    --  107.75 125.00 -60.00   75
 68  \w    148.00 174.25   0.35    0.50    --  107.75  45.00 -60.00   75
 69  \w    129.00 162.25   0.35    0.50    --  107.75 125.00 150.00   95
 70  \w     93.00 144.10   0.35    0.50    --  107.75  61.00  60.00  146
 71  \w     87.00 128.30   0.35    0.50    --  107.75  77.00 -60.00  118
 72  \w     52.00  78.25   0.35    0.50    --  107.75 -79.00-155.56   75
 73  \w     97.00 135.15   0.35    0.50    --  107.75  45.00 -60.00  109
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0166438000
_diffrn_orient_matrix_UB_12      -0.0614265000
_diffrn_orient_matrix_UB_13      0.0755426000
_diffrn_orient_matrix_UB_21      0.1329621000
_diffrn_orient_matrix_UB_22      -0.0487723000
_diffrn_orient_matrix_UB_23      -0.0343332000
_diffrn_orient_matrix_UB_31      0.0619429000
_diffrn_orient_matrix_UB_32      0.1299930000
_diffrn_orient_matrix_UB_33      0.0575383000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            42518
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.730
_diffrn_reflns_theta_min         2.896
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.947
_exptl_absorpt_correction_T_max  0.951
_exptl_absorpt_correction_T_min  0.021
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.67a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             780
_exptl_crystal_size_max          0.672
_exptl_crystal_size_mid          0.271
_exptl_crystal_size_min          0.176
_refine_diff_density_max         1.573
_refine_diff_density_min         -1.834
_refine_diff_density_rms         0.114
_refine_ls_extinction_coef       0.0014(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   1.079
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     456
_refine_ls_number_reflns         7168
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0421
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0852P)^2^+0.8182P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1129
_refine_ls_wR_factor_ref         0.1130
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7158
_reflns_number_total             7168
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3nj01993d2.cif
_cod_data_source_block           3
_cod_depositor_comments
'Adding full bibliography for 7062503--7062507.cif.'
_cod_database_code               7062506
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C24H24N4OSSn
_chemical_oxdiff_usercomment     669059
_shelx_estimated_absorpt_t_max   0.374
_shelx_estimated_absorpt_t_min   0.089
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C12A-C11A \\sim C12B-C11B
 with sigma of 0.003
 C11A-Sn1 \\sim C11B-Sn1
 with sigma of 0.003
 N1-H1A \\sim N1-H1B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C12A) = Uanis(C12B)
Uanis(C11A) = Uanis(C11B)
4. Others
 Sof(C11B)=Sof(H11C)=Sof(H11D)=Sof(C12B)=Sof(H12D)=Sof(H12E)=Sof(H12F)=1-FVAR(1)
 Sof(C11A)=Sof(H11A)=Sof(H11B)=Sof(C12A)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C11A(H11A,H11B), C11B(H11C,H11D)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C6(H6), C7(H7), C8(H8), C13(H13), C14(H14), C15(H15),
 C18(H18), C19(H19), C20(H20), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27),
  C30(H30), C31(H31), C32(H32), C35(H35), C36(H36)
5.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12A(H12A,H12B,H12C), C12B(H12D,H12E,H12F), C37(H37A,
 H37B,H37C)
;
_shelx_res_checksum              69460
_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 1.808
_oxdiff_exptl_absorpt_empirical_full_min 0.667