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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/7/06/01/7060194.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_7060194
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      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_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                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.6366(11)
_cell_length_b                   11.8098(11)
_cell_length_c                   25.255(2)
_cell_measurement_reflns_used    4200
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      21.14
_cell_measurement_theta_min      2.38
_cell_volume                     3470.7(5)
_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 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            31704
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.089
_diffrn_reflns_theta_max         25.089
_diffrn_reflns_theta_min         2.380
_exptl_absorpt_coefficient_mu    1.491
_exptl_absorpt_correction_T_max  0.881
_exptl_absorpt_correction_T_min  0.643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker, 2001.'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_description       block
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.204
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3084
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0389
_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)+(0.0508P)²+2.9294P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.1068
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2309
_reflns_number_total             3084
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj05069e2.cif
_cod_data_source_block           789r
_cod_depositor_comments
'Adding full bibliography for 7060192--7060195.cif.'
_cod_original_cell_volume        3470.7(6)
_cod_database_code               7060194
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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 0.20126(3) 0.77952(3) 0.30678(2) 0.04550(15) Uani 1 1 d . . . . .
C7 C 0.1496(5) 0.7809(4) 0.43638(18) 0.0543(12) Uani 1 1 d . . . . .
H7 H 0.105117 0.746282 0.465094 0.065 Uiso 1 1 calc R U . . .
C3 C -0.0021(4) 0.9269(4) 0.43672(18) 0.0505(11) Uani 1 1 d . . . . .
H3 H -0.009729 0.913053 0.472796 0.061 Uiso 1 1 calc R U . . .
C1 C 0.0890(4) 0.8832(3) 0.35318(16) 0.0436(10) Uani 1 1 d . . . . .
C5 C -0.0583(4) 1.0276(4) 0.35963(19) 0.0549(12) Uani 1 1 d . . . . .
H5 H -0.103280 1.082465 0.343246 0.066 Uiso 1 1 calc R U . . .
C2 C 0.0770(4) 0.8651(3) 0.40759(16) 0.0438(10) Uani 1 1 d . . . . .
C6 C 0.0195(4) 0.9658(4) 0.33024(18) 0.0517(11) Uani 1 1 d . . . . .
H6 H 0.025708 0.979694 0.294104 0.062 Uiso 1 1 calc R U . . .
C8 C 0.2870(5) 0.6462(5) 0.4291(2) 0.0754(17) Uani 1 1 d . . . . .
H8A H 0.346005 0.622618 0.404309 0.090 Uiso 1 1 calc R U . . .
H8B H 0.263108 0.581269 0.449917 0.090 Uiso 1 1 calc R U . . .
C4 C -0.0695(4) 1.0083(4) 0.4133(2) 0.0582(13) Uani 1 1 d . . . . .
H4 H -0.121902 1.049619 0.433334 0.070 Uiso 1 1 calc R U . . .
O1 O 0.1910(3) 0.6960(3) 0.40193(14) 0.0614(9) Uani 1 1 d . . . . .
O2 O 0.2494(4) 0.8316(3) 0.45697(16) 0.0841(12) Uani 1 1 d . . . . .
C9 C 0.3301(6) 0.7419(5) 0.4647(3) 0.089(2) Uani 1 1 d . . . . .
H9A H 0.331478 0.718211 0.501468 0.106 Uiso 1 1 calc R U . . .
H9B H 0.406728 0.765396 0.454393 0.106 Uiso 1 1 calc R U . . .
C12 C 0.2025(4) 0.8344(5) 0.19384(17) 0.0508(12) Uani 1 1 d . . . . .
C11 C 0.3834(4) 0.7970(4) 0.3142(2) 0.0608(14) Uani 1 1 d . . . . .
H11A H 0.414292 0.827705 0.282069 0.091 Uiso 1 1 calc R U . . .
H11B H 0.417021 0.724091 0.320849 0.091 Uiso 1 1 calc R U . . .
H11C H 0.400602 0.846898 0.343165 0.091 Uiso 1 1 calc R U . . .
C10 C 0.1337(6) 0.6190(4) 0.2866(2) 0.0773(17) Uani 1 1 d . . . . .
H10A H 0.066054 0.628604 0.265308 0.116 Uiso 1 1 calc R U . . .
H10B H 0.114340 0.578405 0.318290 0.116 Uiso 1 1 calc R U . . .
H10C H 0.190117 0.576983 0.266971 0.116 Uiso 1 1 calc R U . . .
O3 O 0.1714(3) 0.8780(3) 0.23898(12) 0.0572(8) Uani 1 1 d . . . . .
O4 O 0.2551(5) 0.7453(4) 0.18997(14) 0.0816(12) Uani 1 1 d . . . . .
C13 C 0.1660(4) 0.9010(4) 0.14652(18) 0.0508(11) Uani 1 1 d . . . . .
C14 C 0.1370(4) 1.0143(4) 0.14898(19) 0.0570(12) Uani 1 1 d . . . . .
H14 H 0.139000 1.052662 0.181131 0.068 Uiso 1 1 calc R U . . .
C17 C 0.1612(6) 0.8500(5) 0.0971(2) 0.0790(17) Uani 1 1 d . . . . .
H17 H 0.183016 0.774429 0.094586 0.095 Uiso 1 1 calc R U . . .
N1 N 0.1275(5) 0.9022(5) 0.05296(18) 0.0933(17) Uani 1 1 d . . . . .
C15 C 0.1051(5) 1.0697(5) 0.1036(2) 0.0730(15) Uani 1 1 d . . . . .
H15 H 0.086439 1.146233 0.104230 0.088 Uiso 1 1 calc R U . . .
C16 C 0.1014(6) 1.0103(6) 0.0576(2) 0.092(2) Uani 1 1 d . . . . .
H16 H 0.078785 1.048681 0.027213 0.110 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
O3 Sn1 C10 103.81(18) . . ?
O3 Sn1 C11 100.51(15) . . ?
C10 Sn1 C11 118.4(2) . . ?
O3 Sn1 C1 91.65(14) . . ?
C10 Sn1 C1 114.7(2) . . ?
C11 Sn1 C1 120.11(18) . . ?
O2 C7 O1 104.4(4) . . ?
O2 C7 C2 111.3(4) . . ?
O1 C7 C2 111.4(4) . . ?
C4 C3 C2 121.3(4) . . ?
C6 C1 C2 117.2(4) . . ?
C6 C1 Sn1 121.8(3) . . ?
C2 C1 Sn1 120.8(3) . . ?
C6 C5 C4 120.2(4) . . ?
C3 C2 C1 120.5(4) . . ?
C3 C2 C7 117.9(4) . . ?
C1 C2 C7 121.6(4) . . ?
C5 C6 C1 121.9(4) . . ?
O1 C8 C9 103.5(4) . . ?
C3 C4 C5 118.9(4) . . ?
C7 O1 C8 105.2(4) . . ?
C7 O2 C9 106.1(4) . . ?
O2 C9 C8 104.6(5) . . ?
O4 C12 O3 123.4(4) . . ?
O4 C12 C13 122.2(4) . . ?
O3 C12 C13 114.4(5) . . ?
C12 O3 Sn1 116.7(3) . . ?
C14 C13 C17 116.8(5) . . ?
C14 C13 C12 123.0(4) . . ?
C17 C13 C12 120.2(5) . . ?
C15 C14 C13 119.3(5) . . ?
N1 C17 C13 124.3(6) . . ?
C16 N1 C17 116.2(5) . . ?
C16 C15 C14 118.5(6) . . ?
N1 C16 C15 124.8(6) . . ?
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 O3 2.099(3) . ?
Sn1 C10 2.115(5) . ?
Sn1 C11 2.138(5) . ?
Sn1 C1 2.139(4) . ?
C7 O2 1.406(7) . ?
C7 O1 1.412(5) . ?
C7 C2 1.493(6) . ?
C3 C4 1.373(6) . ?
C3 C2 1.386(6) . ?
C1 C6 1.394(6) . ?
C1 C2 1.398(6) . ?
C5 C6 1.379(6) . ?
C5 C4 1.382(6) . ?
C8 O1 1.437(6) . ?
C8 C9 1.529(9) . ?
O2 C9 1.429(7) . ?
C12 O4 1.221(7) . ?
C12 O3 1.302(5) . ?
C12 C13 1.493(7) . ?
C13 C14 1.381(6) . ?
C13 C17 1.387(7) . ?
C14 C15 1.372(6) . ?
C17 N1 1.332(7) . ?
N1 C16 1.318(8) . ?
C15 C16 1.356(7) . ?
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
C4 C3 C2 C1 -0.9(7) . . . . ?
C4 C3 C2 C7 178.0(4) . . . . ?
C6 C1 C2 C3 0.6(6) . . . . ?
Sn1 C1 C2 C3 -175.2(3) . . . . ?
C6 C1 C2 C7 -178.3(4) . . . . ?
Sn1 C1 C2 C7 6.0(6) . . . . ?
O2 C7 C2 C3 -87.1(5) . . . . ?
O1 C7 C2 C3 156.8(4) . . . . ?
O2 C7 C2 C1 91.8(5) . . . . ?
O1 C7 C2 C1 -24.3(6) . . . . ?
C4 C5 C6 C1 -0.3(7) . . . . ?
C2 C1 C6 C5 0.0(6) . . . . ?
Sn1 C1 C6 C5 175.7(3) . . . . ?
C2 C3 C4 C5 0.5(7) . . . . ?
C6 C5 C4 C3 0.1(7) . . . . ?
O2 C7 O1 C8 40.7(5) . . . . ?
C2 C7 O1 C8 160.9(4) . . . . ?
C9 C8 O1 C7 -27.0(6) . . . . ?
O1 C7 O2 C9 -37.8(5) . . . . ?
C2 C7 O2 C9 -158.1(5) . . . . ?
C7 O2 C9 C8 20.1(7) . . . . ?
O1 C8 C9 O2 4.3(7) . . . . ?
O4 C12 O3 Sn1 -6.0(7) . . . . ?
C13 C12 O3 Sn1 172.6(3) . . . . ?
O4 C12 C13 C14 -160.9(5) . . . . ?
O3 C12 C13 C14 20.5(7) . . . . ?
O4 C12 C13 C17 18.4(8) . . . . ?
O3 C12 C13 C17 -160.2(5) . . . . ?
C17 C13 C14 C15 0.2(7) . . . . ?
C12 C13 C14 C15 179.5(4) . . . . ?
C14 C13 C17 N1 -2.1(8) . . . . ?
C12 C13 C17 N1 178.6(5) . . . . ?
C13 C17 N1 C16 2.4(10) . . . . ?
C13 C14 C15 C16 1.1(8) . . . . ?
C17 N1 C16 C15 -1.0(11) . . . . ?
C14 C15 C16 N1 -0.7(10) . . . . ?
