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#$Date: 2021-02-05 01:28:00 +0200 (Fri, 05 Feb 2021) $
#$Revision: 261742 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/01/7060193.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7060193
loop_
_publ_author_name
'Vieriu, Sabina-Mădălina'
'Someşan, Adrian-Alexandru'
'Silvestru, Cristian'
'Licarete, Emilia'
'Banciu, Manuela'
'Varga, Richard A.'
_publ_section_title
;
 Synthesis, structural characterization and in vitro antiproliferative
 effects of novel organotin(iv) compounds with nicotinate and
 isonicotinate moieties on carcinoma cells
;
_journal_issue                   2
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1020
_journal_page_last               1028
_journal_paper_doi               10.1039/D0NJ05069E
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C17 H19 N O4 Sn'
_chemical_formula_sum            'C17 H19 N O4 Sn'
_chemical_formula_weight         420.02
_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
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2020-05-15 deposited with the CCDC.	2020-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                118.128(4)
_cell_angle_beta                 98.558(4)
_cell_angle_gamma                105.645(4)
_cell_formula_units_Z            2
_cell_length_a                   8.942(2)
_cell_length_b                   10.955(2)
_cell_length_c                   11.156(3)
_cell_measurement_reflns_used    2205
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      20.55
_cell_measurement_theta_min      2.16
_cell_volume                     877.7(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8608
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.100
_diffrn_reflns_theta_max         25.100
_diffrn_reflns_theta_min         2.156
_exptl_absorpt_coefficient_mu    1.474
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_correction_T_min  0.542
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker, 2001'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_description       block
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.809
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         3126
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0393
_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/[σ²(Fo²)+(0.0500P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0920
_refine_ls_wR_factor_ref         0.0991
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2584
_reflns_number_total             3126
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj05069e2.cif
_cod_data_source_block           774r
_cod_depositor_comments
'Adding full bibliography for 7060192--7060195.cif.'
_cod_original_cell_volume        877.8(3)
_cod_database_code               7060193
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.683
_shelx_estimated_absorpt_t_max   0.757
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.41089(4) 0.73119(3) 0.18288(3) 0.05605(16) Uani 1 1 d . . . . .
C2 C 0.6074(5) 0.9878(5) 0.1566(4) 0.0504(11) Uani 1 1 d . . . . .
C1 C 0.4920(5) 0.9518(5) 0.2186(4) 0.0509(10) Uani 1 1 d . . . . .
C3 C 0.6660(5) 1.1278(5) 0.1734(5) 0.0583(12) Uani 1 1 d . . . . .
H3 H 0.743874 1.149421 0.131933 0.070 Uiso 1 1 calc R U . . .
C6 C 0.4353(6) 1.0615(5) 0.2972(5) 0.0621(12) Uani 1 1 d . . . . .
H6 H 0.357657 1.040559 0.339143 0.074 Uiso 1 1 calc R U . . .
C4 C 0.6081(6) 1.2343(6) 0.2516(5) 0.0635(13) Uani 1 1 d . . . . .
H4 H 0.645861 1.328147 0.262931 0.076 Uiso 1 1 calc R U . . .
C10 C 0.2411(6) 0.5559(6) -0.0197(5) 0.0691(13) Uani 1 1 d . . . . .
H10A H 0.257753 0.464820 -0.045675 0.104 Uiso 1 1 calc R U . . .
H10B H 0.256478 0.580783 -0.090020 0.104 Uiso 1 1 calc R U . . .
H10C H 0.131574 0.541926 -0.016094 0.104 Uiso 1 1 calc R U . . .
C7 C 0.6650(5) 0.8691(6) 0.0712(5) 0.0542(11) Uani 1 1 d . . . . .
C5 C 0.4918(6) 1.1999(6) 0.3139(5) 0.0650(13) Uani 1 1 d . . . . .
H5 H 0.452466 1.271639 0.367219 0.078 Uiso 1 1 calc R U . . .
O1 O 0.6121(4) 0.7432(4) 0.0543(4) 0.0641(9) Uani 1 1 d . . . . .
O2 O 0.7744(4) 0.9072(4) 0.0152(3) 0.0653(9) Uani 1 1 d . . . . .
O3 O 0.2580(4) 0.7834(4) 0.3117(4) 0.0656(9) Uani 1 1 d . . . . .
O4 O 0.1805(5) 0.5544(4) 0.2739(4) 0.0790(11) Uani 1 1 d . . . . .
N1 N -0.0977(6) 0.8045(6) 0.6211(5) 0.0751(12) Uani 1 1 d . . . . .
C12 C 0.1782(6) 0.6797(6) 0.3294(5) 0.0585(12) Uani 1 1 d . . . . .
C13 C 0.0808(5) 0.7242(5) 0.4299(5) 0.0524(11) Uani 1 1 d . . . . .
C14 C -0.0267(6) 0.6192(6) 0.4433(5) 0.0625(12) Uani 1 1 d . . . . .
H14 H -0.043072 0.518435 0.388003 0.075 Uiso 1 1 calc R U . . .
C15 C -0.1111(6) 0.6656(7) 0.5410(6) 0.0758(15) Uani 1 1 d . . . . .
H15 H -0.181773 0.592943 0.549835 0.091 Uiso 1 1 calc R U . . .
C17 C 0.0977(6) 0.8711(6) 0.5136(5) 0.0608(12) Uani 1 1 d . . . . .
H17 H 0.169250 0.946565 0.508613 0.073 Uiso 1 1 calc R U . . .
C16 C 0.0050(7) 0.9042(7) 0.6060(5) 0.0715(14) Uani 1 1 d . . . . .
H16 H 0.016406 1.003593 0.660898 0.086 Uiso 1 1 calc R U . . .
C11 C 0.5702(7) 0.6857(7) 0.3011(5) 0.0776(15) Uani 1 1 d . . . . .
H11A H 0.541996 0.579249 0.251969 0.116 Uiso 1 1 calc R U . . .
H11B H 0.559621 0.722133 0.394965 0.116 Uiso 1 1 calc R U . . .
H11C H 0.681456 0.735035 0.309938 0.116 Uiso 1 1 calc R U . . .
C8 C 0.8355(7) 0.7926(6) -0.0737(6) 0.0740(15) Uani 1 1 d . . . . .
H8A H 0.750249 0.692914 -0.120764 0.089 Uiso 1 1 calc R U . . .
H8B H 0.863199 0.808674 -0.147368 0.089 Uiso 1 1 calc R U . . .
C9 C 0.9830(7) 0.8041(6) 0.0191(6) 0.0813(16) Uani 1 1 d . . . . .
H9A H 1.061671 0.906162 0.074553 0.122 Uiso 1 1 calc R U . . .
H9B H 1.030741 0.739784 -0.039881 0.122 Uiso 1 1 calc R U . . .
H9C H 0.951738 0.773887 0.082726 0.122 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 Sn1 C11 119.9(2) . . ?
C10 Sn1 O3 102.58(16) . . ?
C11 Sn1 O3 100.23(16) . . ?
C10 Sn1 C1 116.50(18) . . ?
C11 Sn1 C1 117.8(2) . . ?
O3 Sn1 C1 90.99(14) . . ?
C10 Sn1 O1 85.96(15) . . ?
C11 Sn1 O1 86.38(16) . . ?
O3 Sn1 O1 164.37(12) . . ?
C1 Sn1 O1 73.43(13) . . ?
C3 C2 C1 121.9(4) . . ?
C3 C2 C7 121.2(4) . . ?
C1 C2 C7 116.9(4) . . ?
C6 C1 C2 117.4(4) . . ?
C6 C1 Sn1 124.5(3) . . ?
C2 C1 Sn1 118.0(3) . . ?
C4 C3 C2 119.6(4) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C5 C6 C1 121.2(4) . . ?
C5 C6 H6 119.4 . . ?
C1 C6 H6 119.4 . . ?
C3 C4 C5 119.3(4) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
Sn1 C10 H10A 109.5 . . ?
Sn1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
Sn1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O1 C7 O2 123.1(4) . . ?
O1 C7 C2 121.7(4) . . ?
O2 C7 C2 115.3(4) . . ?
C6 C5 C4 120.6(5) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C7 O1 Sn1 110.0(3) . . ?
C7 O2 C8 118.0(4) . . ?
C12 O3 Sn1 116.4(3) . . ?
C15 N1 C16 115.7(4) . . ?
O4 C12 O3 124.8(4) . . ?
O4 C12 C13 120.3(4) . . ?
O3 C12 C13 115.0(4) . . ?
C14 C13 C17 117.5(4) . . ?
C14 C13 C12 120.7(4) . . ?
C17 C13 C12 121.8(4) . . ?
C13 C14 C15 119.1(5) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
N1 C15 C14 124.5(5) . . ?
N1 C15 H15 117.7 . . ?
C14 C15 H15 117.7 . . ?
C13 C17 C16 118.5(5) . . ?
C13 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
N1 C16 C17 124.7(5) . . ?
N1 C16 H16 117.6 . . ?
C17 C16 H16 117.6 . . ?
Sn1 C11 H11A 109.5 . . ?
Sn1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
Sn1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C8 O2 109.7(4) . . ?
C9 C8 H8A 109.7 . . ?
O2 C8 H8A 109.7 . . ?
C9 C8 H8B 109.7 . . ?
O2 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn1 C10 2.101(5) . ?
Sn1 C11 2.112(5) . ?
Sn1 O3 2.120(3) . ?
Sn1 C1 2.142(5) . ?
Sn1 O1 2.476(3) . ?
C2 C3 1.389(6) . ?
C2 C1 1.395(6) . ?
C2 C7 1.485(6) . ?
C1 C6 1.393(6) . ?
C3 C4 1.375(6) . ?
C3 H3 0.9300 . ?
C6 C5 1.372(6) . ?
C6 H6 0.9300 . ?
C4 C5 1.399(7) . ?
C4 H4 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C7 O1 1.241(6) . ?
C7 O2 1.314(5) . ?
C5 H5 0.9300 . ?
O2 C8 1.489(6) . ?
O3 C12 1.286(6) . ?
O4 C12 1.219(6) . ?
N1 C15 1.310(7) . ?
N1 C16 1.321(7) . ?
C12 C13 1.502(6) . ?
C13 C14 1.370(6) . ?
C13 C17 1.376(6) . ?
C14 C15 1.395(7) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C17 C16 1.394(6) . ?
C17 H17 0.9300 . ?
C16 H16 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C8 C9 1.486(7) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 C2 C1 C6 0.8(6) . . . . ?
C7 C2 C1 C6 -179.1(4) . . . . ?
C3 C2 C1 Sn1 179.6(3) . . . . ?
C7 C2 C1 Sn1 -0.3(5) . . . . ?
C1 C2 C3 C4 -0.8(7) . . . . ?
C7 C2 C3 C4 179.1(4) . . . . ?
C2 C1 C6 C5 -0.5(7) . . . . ?
Sn1 C1 C6 C5 -179.2(4) . . . . ?
C2 C3 C4 C5 0.5(7) . . . . ?
C3 C2 C7 O1 -179.2(4) . . . . ?
C1 C2 C7 O1 0.7(6) . . . . ?
C3 C2 C7 O2 0.5(6) . . . . ?
C1 C2 C7 O2 -179.5(4) . . . . ?
C1 C6 C5 C4 0.2(8) . . . . ?
C3 C4 C5 C6 -0.2(8) . . . . ?
O2 C7 O1 Sn1 179.6(3) . . . . ?
C2 C7 O1 Sn1 -0.6(5) . . . . ?
O1 C7 O2 C8 0.7(7) . . . . ?
C2 C7 O2 C8 -179.0(4) . . . . ?
Sn1 O3 C12 O4 -2.7(7) . . . . ?
Sn1 O3 C12 C13 175.7(3) . . . . ?
O4 C12 C13 C14 -10.3(7) . . . . ?
O3 C12 C13 C14 171.2(4) . . . . ?
O4 C12 C13 C17 168.4(5) . . . . ?
O3 C12 C13 C17 -10.0(7) . . . . ?
C17 C13 C14 C15 -0.8(7) . . . . ?
C12 C13 C14 C15 178.0(4) . . . . ?
C16 N1 C15 C14 -0.6(8) . . . . ?
C13 C14 C15 N1 1.3(8) . . . . ?
C14 C13 C17 C16 -0.2(7) . . . . ?
C12 C13 C17 C16 -179.0(4) . . . . ?
C15 N1 C16 C17 -0.5(8) . . . . ?
C13 C17 C16 N1 0.9(8) . . . . ?
C7 O2 C8 C9 -90.4(5) . . . . ?
