#------------------------------------------------------------------------------
#$Date: 2016-03-26 21:59:10 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180525 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/94/7219485.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_7219485
loop_
_publ_author_name
'Arjmand, Farukh'
'Yousuf, Imtiyaz'
'Zaidi, Yusra'
'Toupet, Loic'
_publ_section_title
;
 Crystal structure determination, spectroscopic characterization and
 biological profile of a tailored ionic molecular entity, Sn(iv)
 iminodiacetic acid--piperazinediium conjugate: in vitro DNA/RNA binding
 studies, Topo I inhibition activity, cytotoxic and systemic toxicity
 studies
;
_journal_issue                   21
_journal_name_full               'RSC Adv.'
_journal_page_first              16250
_journal_paper_doi               10.1039/C4RA13718C
_journal_volume                  5
_journal_year                    2015
_chemical_formula_sum            'C8 H17 Cl4 N3 O4 Sn'
_chemical_formula_weight         479.74
_chemical_name_systematic
;
?
;
_space_group_IT_number           46
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'I 2 -2a'
_symmetry_space_group_name_H-M   'I m a 2'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2013-03-23 deposited with the CCDC.
2015-01-29 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.9718(3)
_cell_length_b                   9.8400(2)
_cell_length_c                   11.9523(3)
_cell_measurement_reflns_used    4076
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.92
_cell_volume                     1643.23(6)
_computing_cell_refinement
'CrysAlis RED, Oxford Diffraction Ltd.,Version 1.171.35.11'
_computing_data_collection
'CrysAlis CCD, Oxford Diffraction Ltd.,Version 1.171.35.11'
_computing_data_reduction
'CrysAlis RED, Oxford Diffraction Ltd.,Version 1.171.35.11'
_computing_molecular_graphics    'MERCURY 2.4.5(CCDC, 2011)'
_computing_publication_material  'WINGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-97_(Altomare & al., 1999)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 16.1852
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD Saphire 3 Xcalibur'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_sigmaI/netI    0.0312
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6402
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.92
_exptl_absorpt_coefficient_mu    2.218
_exptl_absorpt_correction_T_max  0.82193
_exptl_absorpt_correction_T_min  0.75246
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
'Alcock(1970) crystallographic computing,p271'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.939
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.247
_exptl_crystal_size_mid          0.203
_exptl_crystal_size_min          0.118
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         1852
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.0202
_refine_ls_R_factor_gt           0.0188
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0179P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0386
_refine_ls_wR_factor_ref         0.0388
_reflns_number_gt                1782
_reflns_number_total             1852
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra13718c2.cif
_cod_data_source_block           im41
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      Ima2
_cod_database_code               7219485
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y, z'
'x+1/2, -y, z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-x+1, y+1/2, z+1/2'
'x+1, -y+1/2, z+1/2'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Sn1 Sn 0.7500 0.98610(2) 0.36423(3) 0.01892(7) Uani 1 2 d S
Cl1 Cl 0.62479(6) 1.12394(8) 0.43437(7) 0.0372(2) Uani 1 1 d .
Cl2 Cl 0.7500 0.81350(11) 0.50025(9) 0.0360(3) Uani 1 2 d S
Cl3 Cl 0.7500 0.41488(9) 0.27577(10) 0.0302(2) Uani 1 2 d S
O1 O 0.65011(13) 0.87614(17) 0.27079(17) 0.0250(5) Uani 1 1 d .
O2 O 0.56205(14) 0.8701(2) 0.11760(17) 0.0276(5) Uani 1 1 d .
N1 N 0.7500 1.0994(3) 0.2035(3) 0.0177(7) Uani 1 2 d S
H1 H 0.7500 1.1921 0.2185 0.021 Uiso 1 2 calc SR
N2 N 0.57207(16) 0.6019(2) 0.2568(2) 0.0260(6) Uani 1 1 d .
H2A H 0.5904 0.6917 0.2570 0.031 Uiso 1 1 calc R
H2B H 0.6266 0.5494 0.2569 0.031 Uiso 1 1 calc R
C1 C 0.6610(2) 1.0641(3) 0.1423(3) 0.0247(7) Uani 1 1 d .
H1A H 0.6746 1.0635 0.0610 0.030 Uiso 1 1 calc R
H1B H 0.6124 1.1352 0.1566 0.030 Uiso 1 1 calc R
C2 C 0.6200(2) 0.9264(3) 0.1759(2) 0.0216(6) Uani 1 1 d .
C3 C 0.5156(2) 0.5729(2) 0.3584(4) 0.0310(7) Uani 1 1 d .
H3A H 0.4587 0.6328 0.3607 0.037 Uiso 1 1 calc R
H3B H 0.5548 0.5914 0.4257 0.037 Uiso 1 1 calc R
C4 C 0.5163(2) 0.5734(3) 0.1544(2) 0.0237(7) Uani 1 1 d .
H4A H 0.5563 0.5911 0.0876 0.028 Uiso 1 1 calc R
H4B H 0.4599 0.6342 0.1512 0.028 Uiso 1 1 calc R
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'
Cl Cl 0.1484 0.1585 '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
O1 Sn1 O1 83.82(11) . 3_655
O1 Sn1 N1 78.32(7) . .
O1 Sn1 N1 78.32(7) 3_655 .
O1 Sn1 Cl2 89.74(5) . .
O1 Sn1 Cl2 89.74(5) 3_655 .
N1 Sn1 Cl2 163.87(8) . .
O1 Sn1 Cl1 168.43(6) . 3_655
O1 Sn1 Cl1 89.56(6) 3_655 3_655
N1 Sn1 Cl1 91.08(5) . 3_655
Cl2 Sn1 Cl1 99.73(3) . 3_655
O1 Sn1 Cl1 89.56(6) . .
O1 Sn1 Cl1 168.43(6) 3_655 .
N1 Sn1 Cl1 91.08(5) . .
Cl2 Sn1 Cl1 99.73(3) . .
Cl1 Sn1 Cl1 95.30(5) 3_655 .
C2 O1 Sn1 118.86(16) . .
C1 N1 C1 113.9(3) . 3_655
C1 N1 Sn1 108.00(16) . .
C1 N1 Sn1 108.00(16) 3_655 .
C1 N1 H1 109.0 . .
C1 N1 H1 109.0 3_655 .
Sn1 N1 H1 109.0 . .
C4 N2 C3 111.2(2) . .
C4 N2 H2A 109.4 . .
C3 N2 H2A 109.4 . .
C4 N2 H2B 109.4 . .
C3 N2 H2B 109.4 . .
H2A N2 H2B 108.0 . .
N1 C1 C2 113.1(2) . .
N1 C1 H1A 109.0 . .
C2 C1 H1A 109.0 . .
N1 C1 H1B 109.0 . .
C2 C1 H1B 109.0 . .
H1A C1 H1B 107.8 . .
O2 C2 O1 123.0(3) . .
O2 C2 C1 120.6(2) . .
O1 C2 C1 116.4(2) . .
N2 C3 C3 109.92(18) . 2_665
N2 C3 H3A 109.7 . .
C3 C3 H3A 109.7 2_665 .
N2 C3 H3B 109.7 . .
C3 C3 H3B 109.7 2_665 .
H3A C3 H3B 108.2 . .
N2 C4 C4 109.86(19) . 2_665
N2 C4 H4A 109.7 . .
C4 C4 H4A 109.7 2_665 .
N2 C4 H4B 109.7 . .
C4 C4 H4B 109.7 2_665 .
H4A C4 H4B 108.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 O1 2.0894(19) .
Sn1 O1 2.0894(19) 3_655
Sn1 N1 2.222(3) .
Sn1 Cl2 2.3510(10) .
Sn1 Cl1 2.3670(8) 3_655
Sn1 Cl1 2.3670(8) .
O1 C2 1.307(3) .
O2 C2 1.204(3) .
N1 C1 1.483(3) .
N1 C1 1.483(3) 3_655
N1 H1 0.9300 .
N2 C4 1.477(3) .
N2 C3 1.476(5) .
N2 H2A 0.9200 .
N2 H2B 0.9200 .
C1 C2 1.525(4) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C3 C3 1.498(5) 2_665
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 C4 1.515(5) 2_665
C4 H4A 0.9900 .
C4 H4B 0.9900 .
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_4
O1 Sn1 O1 C2 -89.92(18) 3_655 .
N1 Sn1 O1 C2 -10.61(18) . .
Cl2 Sn1 O1 C2 -179.69(18) . .
Cl1 Sn1 O1 C2 -34.5(4) 3_655 .
Cl1 Sn1 O1 C2 80.58(18) . .
O1 Sn1 N1 C1 18.78(18) . .
O1 Sn1 N1 C1 104.79(19) 3_655 .
Cl2 Sn1 N1 C1 61.79(18) . .
Cl1 Sn1 N1 C1 -165.88(18) 3_655 .
Cl1 Sn1 N1 C1 -70.55(18) . .
O1 Sn1 N1 C1 -104.79(19) . 3_655
O1 Sn1 N1 C1 -18.78(18) 3_655 3_655
Cl2 Sn1 N1 C1 -61.79(18) . 3_655
Cl1 Sn1 N1 C1 70.55(18) 3_655 3_655
Cl1 Sn1 N1 C1 165.88(18) . 3_655
C1 N1 C1 C2 95.3(3) 3_655 .
Sn1 N1 C1 C2 -24.6(3) . .
Sn1 O1 C2 O2 -179.4(2) . .
Sn1 O1 C2 C1 -0.5(3) . .
N1 C1 C2 O2 -163.0(3) . .
N1 C1 C2 O1 18.1(4) . .
C4 N2 C3 C3 58.5(3) . 2_665
C3 N2 C4 C4 -57.7(3) . 2_665
