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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/7/06/01/7060192.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_7060192
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_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-2018/3
_audit_update_record
;
2020-07-06 deposited with the CCDC.	2020-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                104.291(4)
_cell_angle_beta                 107.472(4)
_cell_angle_gamma                91.291(4)
_cell_formula_units_Z            2
_cell_length_a                   9.142(2)
_cell_length_b                   9.455(2)
_cell_length_c                   11.142(3)
_cell_measurement_reflns_used    3259
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      23.02
_cell_measurement_theta_min      2.23
_cell_volume                     885.3(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    'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0340
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8642
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.988
_exptl_absorpt_coefficient_mu    1.461
_exptl_absorpt_correction_T_max  0.7789
_exptl_absorpt_correction_T_min  0.7115
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker, 2001.'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_description       block
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.774
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3118
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0327
_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/[σ²(Fo²)+(0.0385P)²+0.3363P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0808
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2821
_reflns_number_total             3118
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj05069e2.cif
_cod_data_source_block           776r
_cod_depositor_comments
'Adding full bibliography for 7060192--7060195.cif.'
_cod_original_cell_volume        885.3(3)
_cod_database_code               7060192
_shelx_shelxl_version_number     2018/3
_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   0.712
_shelx_estimated_absorpt_t_max   0.779
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 0.19911(3) 0.35982(3) 0.78238(2) 0.04892(12) Uani 1 1 d . . . . .
C1 C 0.2600(4) 0.5733(4) 0.7688(3) 0.0468(8) Uani 1 1 d . . . . .
C12 C 0.4816(4) 0.2429(4) 0.7396(4) 0.0552(9) Uani 1 1 d . . . . .
C7 C -0.0179(4) 0.6287(4) 0.7293(4) 0.0509(9) Uani 1 1 d . . . . .
H7 H -0.047861 0.694706 0.798772 0.061 Uiso 1 1 calc R U . . .
C2 C 0.1477(4) 0.6699(4) 0.7466(4) 0.0476(8) Uani 1 1 d . . . . .
C16 C 0.7794(5) -0.0180(5) 0.7046(5) 0.0672(11) Uani 1 1 d . . . . .
H16 H 0.807096 -0.077567 0.636692 0.081 Uiso 1 1 calc R U . . .
C3 C 0.1878(5) 0.8104(5) 0.7425(5) 0.0672(11) Uani 1 1 d . . . . .
H3 H 0.112682 0.874475 0.728033 0.081 Uiso 1 1 calc R U . . .
C6 C 0.4104(5) 0.6222(5) 0.7865(4) 0.0644(11) Uani 1 1 d . . . . .
H6 H 0.486680 0.559327 0.801550 0.077 Uiso 1 1 calc R U . . .
C11 C 0.1646(6) 0.3535(6) 0.9607(5) 0.0823(14) Uani 1 1 d . . . . .
H11A H 0.216809 0.276045 0.991347 0.123 Uiso 1 1 calc R U . . .
H11B H 0.056248 0.335896 0.947271 0.123 Uiso 1 1 calc R U . . .
H11C H 0.204970 0.445590 1.024418 0.123 Uiso 1 1 calc R U . . .
C10 C 0.0838(5) 0.1836(4) 0.6190(4) 0.0684(11) Uani 1 1 d . . . . .
H10A H 0.148437 0.105240 0.613281 0.103 Uiso 1 1 calc R U . . .
H10B H 0.061301 0.216402 0.541037 0.103 Uiso 1 1 calc R U . . .
H10C H -0.010609 0.149306 0.628575 0.103 Uiso 1 1 calc R U . . .
C14 C 0.6912(5) 0.1489(4) 0.8982(4) 0.0615(10) Uani 1 1 d . . . . .
H14 H 0.663178 0.203957 0.967915 0.074 Uiso 1 1 calc R U . . .
C13 C 0.6151(4) 0.1533(4) 0.7723(4) 0.0509(9) Uani 1 1 d . . . . .
C15 C 0.8099(5) 0.0611(5) 0.9188(4) 0.0716(12) Uani 1 1 d . . . . .
H15 H 0.861579 0.060339 1.004322 0.086 Uiso 1 1 calc R U . . .
C8 C -0.1969(5) 0.4304(6) 0.6433(8) 0.115(2) Uani 1 1 d . . . . .
H8A H -0.264511 0.405031 0.689051 0.138 Uiso 1 1 calc R U . . .
H8B H -0.193880 0.344023 0.576046 0.138 Uiso 1 1 calc R U . . .
C17 C 0.6619(5) 0.0687(4) 0.6728(4) 0.0579(10) Uani 1 1 d . . . . .
H17 H 0.615353 0.070234 0.586657 0.069 Uiso 1 1 calc R U . . .
C9 C -0.2520(6) 0.5484(6) 0.5862(5) 0.0849(15) Uani 1 1 d . . . . .
H9A H -0.305971 0.511584 0.493412 0.102 Uiso 1 1 calc R U . . .
H9B H -0.320204 0.602219 0.628339 0.102 Uiso 1 1 calc R U . . .
C4 C 0.3383(6) 0.8551(5) 0.7596(6) 0.0848(15) Uani 1 1 d . . . . .
H4 H 0.364479 0.949172 0.755877 0.102 Uiso 1 1 calc R U . . .
C5 C 0.4503(5) 0.7621(5) 0.7822(5) 0.0815(14) Uani 1 1 d . . . . .
H5 H 0.552321 0.793114 0.794576 0.098 Uiso 1 1 calc R U . . .
O1 O -0.0449(3) 0.4818(3) 0.7327(3) 0.0627(7) Uani 1 1 d . . . . .
O2 O -0.1132(3) 0.6381(4) 0.6096(3) 0.0797(9) Uani 1 1 d . . . . .
N1 N 0.8553(4) -0.0220(4) 0.8251(4) 0.0748(10) Uani 1 1 d . . . . .
O3 O 0.4203(3) 0.2855(3) 0.8323(3) 0.0619(7) Uani 1 1 d . . . . .
O4 O 0.4359(4) 0.2667(4) 0.6332(3) 0.0784(9) Uani 1 1 d . . . . .
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 O3 99.25(15) . . ?
C10 Sn1 C11 115.8(2) . . ?
O3 Sn1 C11 93.77(15) . . ?
C10 Sn1 C1 123.70(16) . . ?
O3 Sn1 C1 99.75(12) . . ?
C11 Sn1 C1 115.13(18) . . ?
C10 Sn1 O1 87.00(14) . . ?
O3 Sn1 O1 172.37(10) . . ?
C11 Sn1 O1 87.37(14) . . ?
C1 Sn1 O1 73.00(11) . . ?
C6 C1 C2 118.2(3) . . ?
C6 C1 Sn1 121.7(3) . . ?
C2 C1 Sn1 120.1(3) . . ?
O4 C12 O3 124.9(4) . . ?
O4 C12 C13 120.8(4) . . ?
O3 C12 C13 114.3(4) . . ?
O2 C7 O1 105.8(3) . . ?
O2 C7 C2 111.4(3) . . ?
O1 C7 C2 112.1(3) . . ?
O2 C7 H7 109.1 . . ?
O1 C7 H7 109.1 . . ?
C2 C7 H7 109.1 . . ?
C3 C2 C1 120.3(4) . . ?
C3 C2 C7 117.4(3) . . ?
C1 C2 C7 122.3(3) . . ?
N1 C16 C17 124.4(4) . . ?
N1 C16 H16 117.8 . . ?
C17 C16 H16 117.8 . . ?
C4 C3 C2 120.1(4) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C6 C1 121.5(4) . . ?
C5 C6 H6 119.2 . . ?
C1 C6 H6 119.2 . . ?
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 . . ?
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 . . ?
C13 C14 C15 118.5(4) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 H14 120.7 . . ?
C14 C13 C17 118.0(3) . . ?
C14 C13 C12 122.5(4) . . ?
C17 C13 C12 119.5(4) . . ?
N1 C15 C14 124.5(4) . . ?
N1 C15 H15 117.8 . . ?
C14 C15 H15 117.8 . . ?
O1 C8 C9 106.9(4) . . ?
O1 C8 H8A 110.3 . . ?
C9 C8 H8A 110.3 . . ?
O1 C8 H8B 110.3 . . ?
C9 C8 H8B 110.3 . . ?
H8A C8 H8B 108.6 . . ?
C16 C17 C13 118.4(4) . . ?
C16 C17 H17 120.8 . . ?
C13 C17 H17 120.8 . . ?
O2 C9 C8 103.0(4) . . ?
O2 C9 H9A 111.2 . . ?
C8 C9 H9A 111.2 . . ?
O2 C9 H9B 111.2 . . ?
C8 C9 H9B 111.2 . . ?
H9A C9 H9B 109.1 . . ?
C5 C4 C3 120.5(4) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 119.5(4) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C7 O1 C8 105.4(3) . . ?
C7 O1 Sn1 112.3(2) . . ?
C8 O1 Sn1 132.3(3) . . ?
C7 O2 C9 105.1(3) . . ?
C15 N1 C16 116.1(4) . . ?
C12 O3 Sn1 117.7(2) . . ?
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 2.114(4) . ?
Sn1 O3 2.115(3) . ?
Sn1 C11 2.118(4) . ?
Sn1 C1 2.135(4) . ?
Sn1 O1 2.510(3) . ?
C1 C6 1.381(5) . ?
C1 C2 1.396(5) . ?
C12 O4 1.213(5) . ?
C12 O3 1.302(5) . ?
C12 C13 1.507(5) . ?
C7 O2 1.382(4) . ?
C7 O1 1.417(4) . ?
C7 C2 1.497(5) . ?
C7 H7 0.9800 . ?
C2 C3 1.386(5) . ?
C16 N1 1.325(6) . ?
C16 C17 1.380(6) . ?
C16 H16 0.9300 . ?
C3 C4 1.373(6) . ?
C3 H3 0.9300 . ?
C6 C5 1.380(6) . ?
C6 H6 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C14 C13 1.378(5) . ?
C14 C15 1.380(5) . ?
C14 H14 0.9300 . ?
C13 C17 1.383(5) . ?
C15 N1 1.322(6) . ?
C15 H15 0.9300 . ?
C8 O1 1.435(6) . ?
C8 C9 1.445(7) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C17 H17 0.9300 . ?
C9 O2 1.429(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C4 C5 1.371(7) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
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
C6 C1 C2 C3 0.1(6) . . . . ?
Sn1 C1 C2 C3 177.7(3) . . . . ?
C6 C1 C2 C7 -178.6(4) . . . . ?
Sn1 C1 C2 C7 -1.0(5) . . . . ?
O2 C7 C2 C3 60.4(5) . . . . ?
O1 C7 C2 C3 178.8(4) . . . . ?
O2 C7 C2 C1 -120.9(4) . . . . ?
O1 C7 C2 C1 -2.5(5) . . . . ?
C1 C2 C3 C4 0.3(7) . . . . ?
C7 C2 C3 C4 179.0(4) . . . . ?
C2 C1 C6 C5 -0.1(7) . . . . ?
Sn1 C1 C6 C5 -177.7(4) . . . . ?
C15 C14 C13 C17 0.2(6) . . . . ?
C15 C14 C13 C12 178.5(4) . . . . ?
O4 C12 C13 C14 166.1(4) . . . . ?
O3 C12 C13 C14 -16.1(5) . . . . ?
O4 C12 C13 C17 -15.6(6) . . . . ?
O3 C12 C13 C17 162.2(4) . . . . ?
C13 C14 C15 N1 -1.1(7) . . . . ?
N1 C16 C17 C13 -2.7(7) . . . . ?
C14 C13 C17 C16 1.5(6) . . . . ?
C12 C13 C17 C16 -176.8(4) . . . . ?
O1 C8 C9 O2 19.6(7) . . . . ?
C2 C3 C4 C5 -0.6(8) . . . . ?
C3 C4 C5 C6 0.6(8) . . . . ?
C1 C6 C5 C4 -0.2(8) . . . . ?
O2 C7 O1 C8 -24.3(5) . . . . ?
C2 C7 O1 C8 -146.0(4) . . . . ?
O2 C7 O1 Sn1 125.8(3) . . . . ?
C2 C7 O1 Sn1 4.2(4) . . . . ?
C9 C8 O1 C7 2.3(6) . . . . ?
C9 C8 O1 Sn1 -139.3(4) . . . . ?
O1 C7 O2 C9 37.4(4) . . . . ?
C2 C7 O2 C9 159.5(4) . . . . ?
C8 C9 O2 C7 -34.9(6) . . . . ?
C14 C15 N1 C16 0.1(7) . . . . ?
C17 C16 N1 C15 1.8(7) . . . . ?
O4 C12 O3 Sn1 14.1(6) . . . . ?
C13 C12 O3 Sn1 -163.6(2) . . . . ?
