Organotin(IV) derivatives of amide-based carboxylates: Synthesis, spectroscopic characterization, single crystal studies and antimicrobial, antioxidant, cytotoxic, anti-leishmanial, hemolytic, noncancerous, anticancer activities
Ahmad, Iftikhar; Zia-ur-Rehman,; Waseem, Amir; Tariq, Muhammad; MacBeth, Cora; Bacsa, John; Venkataraman, Deepak; Rajakumar, Augustine; Ullah, Nazif; Tabassum, Saira; Inorganica Chimica Acta 505 (2020) 119433–; doi:10.1016/j.ica.2020.119433

data_1565213
_publ_section_title
;
 Organotin(IV) derivatives of amide-based carboxylates: Synthesis,
 spectroscopic characterization, single crystal studies and antimicrobial,
 antioxidant, cytotoxic, anti-leishmanial, hemolytic, noncancerous,
 anticancer activities
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119433
_journal_paper_doi               10.1016/j.ica.2020.119433
_journal_volume                  505
_journal_year                    2020
_chemical_formula_moiety         'C15 H15 F6 N O3 Sn'
_chemical_formula_sum            'C15 H15 F6 N O3 Sn'
_chemical_formula_weight         489.97
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 112.868(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.3177(5)
_cell_length_b                   10.9589(3)
_cell_length_c                   22.7379(7)
_cell_measurement_reflns_used    13287
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.9560
_cell_measurement_theta_min      4.2080
_cell_volume                     3516.9(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 HyPix
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.989
_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    -11.00  15.00   0.50    1.00    --  -47.95  85.00  29.00   52
  2  \w    -66.00 -33.00   0.50    4.00    --  -86.25  38.00  60.00   66
  3  \w    -73.00 -18.00   0.50    1.00    --  -47.95  85.00  29.00  110
  4  \w    -74.00 -21.00   0.50    4.00    --  -86.25  85.00  29.00  106
  5  \w    -86.00 -46.00   0.50    4.00    --  -86.25  57.00  30.00   80
  6  \w   -110.00 -73.00   0.50    4.00    --  -86.25 -19.00 150.00   74
  7  \w    -96.00 -71.00   0.50    4.00    --  -86.25 -57.00 120.00   50
  8  \w   -136.00 -83.00   0.50    4.00    --  -86.25 -99.00 -30.00  106
  9  \w   -120.00 -31.00   0.50    1.00    --  -47.95 -77.00-120.00  178
 10  \w    -18.00  43.00   0.50    1.00    --   47.95 -85.00 -89.00  122
 11  \w     31.00 128.00   0.50    4.00    --  101.28 -85.00 -89.00  194
 12  \w     57.00  87.00   0.50    4.00    --  101.28 -57.00-180.00   60
 13  \w     44.00  76.00   0.50    4.00    --  101.28 -19.00-150.00   64
 14  \w     32.00 112.00   0.50    4.00    --  101.28 -19.00-120.00  160
 15  \w     63.00 119.00   0.50    1.00    --   47.95  38.00   0.00  112
 16  \w     98.00 153.00   0.50    4.00    --  101.28  85.00  29.00  110
 17  \w    127.00 165.00   0.50    4.00    --  101.28  57.00 120.00   76
 18  \w     86.00 124.00   0.50    4.00    --  101.28  57.00 120.00   76
 19  \w     30.00  81.00   0.50    4.00    --  101.28 -57.00  30.00  102
 20  \w     51.00 105.00   0.50    4.00    --  101.28 -77.00 120.00  108
 21  \w     32.00  85.00   0.50    4.00    --  101.28 -57.00  60.00  106
 22  \w    -21.00  51.00   0.50    1.00    --   47.95 -38.00   0.00  144
 23  \w   -142.00-117.00   0.50    4.00    --  -86.25 -85.00 -89.00   50
 24  \w   -148.00 -92.00   0.50    4.00    --  -86.25 -99.00-120.00  112
 25  \w   -158.00 -85.00   0.50    4.00    --  -86.25 -57.00 -30.00  146
 26  \w   -155.00 -90.00   0.50    4.00    --  -86.25 -57.00   0.00  130
 27  \w   -132.00-106.00   0.50    4.00    --  -86.25 -99.00 -60.00   52
 28  \w   -150.00-108.00   0.50    4.00    --  -86.25 -57.00 120.00   84
;
_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      0.0553450000
_diffrn_orient_matrix_UB_12      0.1079156000
_diffrn_orient_matrix_UB_13      0.0410234000
_diffrn_orient_matrix_UB_21      -0.0030761000
_diffrn_orient_matrix_UB_22      -0.0619055000
_diffrn_orient_matrix_UB_23      0.0599824000
_diffrn_orient_matrix_UB_31      0.0939754000
_diffrn_orient_matrix_UB_32      -0.0656661000
_diffrn_orient_matrix_UB_33      0.0109037000
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0889
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            16612
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.220
_diffrn_reflns_theta_min         5.042
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    12.291
_exptl_absorpt_correction_T_max  0.743
_exptl_absorpt_correction_T_min  0.013
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.851
_exptl_crystal_description       prism
_exptl_crystal_F_000             1920
_exptl_crystal_recrystallization_method
'The material was recrystallised from --- by as supplied'
_exptl_crystal_size_max          0.442
_exptl_crystal_size_mid          0.391
_exptl_crystal_size_min          0.204
_refine_diff_density_max         3.563
_refine_diff_density_min         -1.187
_refine_diff_density_rms         0.190
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         3197
_refine_ls_number_restraints     129
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0584
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1175P)^2^+7.0448P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1561
_refine_ls_wR_factor_ref         0.1572
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3091
_reflns_number_total             3197
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ICA-2020-505-119433.cif
_cod_data_source_block           i-c-19
_cod_database_code               1565213
_chemical_oxdiff_formula         'C120 H120 F48 N8 O24 Sn8'
_diffrn_oxdiff_ac3_digest_frames
;
016298a6eca8cebf9f7b8969a15555b8f5028306af3
;
_diffrn_oxdiff_ac3_digest_hkl
;
01b03c7bca26f99e58cc976488f9fc9814e7d1
;
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F3-C11 \\sim F1-C11 \\sim F2-C11
 with sigma of 0.002
 F5-C12 \\sim F6-C12 \\sim F4-C12
 with sigma of 0.002
3. Rigid body (RIGU) restrains
 O1, C1, O2, C2
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C2, C3, C4, O3, N1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N1, C5
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C5, N1, C6, C7, C11, C8, C9, C10, C12
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 F3, C11, F1, C11, F2, C11
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C6(H6), C8(H8), C2(H2), C10(H10), C3(H3)
4.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C)
;