#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:06:31 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179613 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/77/4507779.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_4507779
loop_
_publ_author_name
'Daszkiewicz, Marek'
_publ_section_title
;
 Elementary Graph-Set Descriptors in Crystal Structure Comparison of
 2-Methyl-4-Nitroanilinium Hexachloridostannate(IV), Bromide and Two
 Noncentrosymmertic Chlorides. X-Ray, Vibrational and Theoretical Studies
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2277
_journal_paper_doi               10.1021/cg301733r
_journal_volume                  13
_journal_year                    2013
_chemical_formula_moiety         '2(C7 H9 N2 O2), Cl6 Sn, H2 O'
_chemical_formula_sum            'C14 H20 Cl6 N4 O5 Sn'
_chemical_formula_weight         655.73
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.435(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.5392(3)
_cell_length_b                   9.2956(2)
_cell_length_c                   20.6018(4)
_cell_measurement_reflns_used    2448
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.82
_cell_volume                     2368.85(9)
_computing_cell_refinement       'CrysAlis 1.171.32.6'
_computing_data_collection       'CrysAlis 1.171.32.6'
_computing_data_reduction        'CrysAlis 1.171.32.6'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean '1024x1024 with blocks 2x2, 33.133pixel/mm'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'KUMA KM-4 with area CCD detector'
_diffrn_measurement_method       ω-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  0.0191
_diffrn_reflns_av_sigmaI/netI    0.0125
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            15073
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.82
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.789
_exptl_absorpt_correction_T_max  0.725
_exptl_absorpt_correction_T_min  0.606
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'CrysAlis 1.171.32.6'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.839
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.604
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       0.00156(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     144
_refine_ls_number_reflns         2705
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0245
_refine_ls_R_factor_gt           0.0206
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0282P)²+2.0394P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0529
_refine_ls_wR_factor_ref         0.0543
_reflns_number_gt                2448
_reflns_number_total             2705
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg301733r_si_003.cif
_cod_data_source_block           m881
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.3.1 from 2005-06-27.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4507779
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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 0.5000 0.613782(18) 0.2500 0.02895(8) Uani 1 2 d S
Cl1 Cl 0.42255(5) 0.43100(7) 0.17412(3) 0.05645(17) Uani 1 1 d .
Cl2 Cl 0.41646(5) 0.79839(7) 0.17576(3) 0.06126(18) Uani 1 1 d .
Cl3 Cl 0.66465(4) 0.61199(6) 0.19947(2) 0.04111(12) Uani 1 1 d .
C1 C 0.64394(15) 0.1522(2) 0.12423(10) 0.0338(4) Uani 1 1 d .
C2 C 0.63238(15) 0.2100(2) 0.06117(10) 0.0352(4) Uani 1 1 d .
C3 C 0.63072(17) 0.1121(2) 0.00989(10) 0.0379(4) Uani 1 1 d .
H3 H 0.6235 0.1447 -0.0333 0.045 Uiso 1 1 calc R
C4 C 0.63973(15) -0.0338(2) 0.02313(10) 0.0357(4) Uani 1 1 d .
C5 C 0.65030(17) -0.0887(2) 0.08581(11) 0.0397(5) Uani 1 1 d .
H5 H 0.6558 -0.1873 0.0934 0.048 Uiso 1 1 calc R
C6 C 0.65248(17) 0.0070(2) 0.13706(10) 0.0396(4) Uani 1 1 d .
H6 H 0.6597 -0.0263 0.1801 0.047 Uiso 1 1 calc R
N1 N 0.64790(15) 0.2488(2) 0.18132(9) 0.0427(4) Uani 1 1 d .
H1A H 0.7153 0.2530 0.2030 0.064 Uiso 1 1 calc R
H1B H 0.6044 0.2152 0.2079 0.064 Uiso 1 1 calc R
H1C H 0.6264 0.3364 0.1675 0.064 Uiso 1 1 calc R
C7 C 0.6208(2) 0.3691(2) 0.04782(13) 0.0493(6) Uani 1 1 d .
H7A H 0.5558 0.4034 0.0615 0.074 Uiso 1 1 calc R
H7B H 0.6173 0.3865 0.0016 0.074 Uiso 1 1 calc R
H7C H 0.6819 0.4188 0.0719 0.074 Uiso 1 1 calc R
N2 N 0.63638(15) -0.1353(2) -0.03208(9) 0.0444(4) Uani 1 1 d .
O1 O 0.6397(2) -0.0863(2) -0.08641(9) 0.0729(6) Uani 1 1 d .
O2 O 0.63016(15) -0.26354(19) -0.02057(9) 0.0601(5) Uani 1 1 d .
O3W O 0.4633(4) 0.1086(3) 0.2300(2) 0.0673(13) Uani 0.50 1 d P
H1W3 H 0.5000 0.0490 0.2500 0.101 Uiso 1 2 d S
H2W3 H 0.4716 0.1714 0.2042 0.101 Uiso 0.50 1 d P
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
Cl1 Sn1 Cl1 90.02(4) . 2_655
Cl1 Sn1 Cl2 177.90(2) . 2_655
Cl1 Sn1 Cl2 90.19(3) 2_655 2_655
Cl1 Sn1 Cl2 90.19(3) . .
Cl1 Sn1 Cl2 177.90(2) 2_655 .
Cl2 Sn1 Cl2 89.67(4) 2_655 .
Cl1 Sn1 Cl3 89.864(19) . .
Cl1 Sn1 Cl3 89.588(19) 2_655 .
Cl2 Sn1 Cl3 88.046(19) 2_655 .
Cl2 Sn1 Cl3 92.504(19) . .
Cl1 Sn1 Cl3 89.588(19) . 2_655
Cl1 Sn1 Cl3 89.864(19) 2_655 2_655
Cl2 Sn1 Cl3 92.504(19) 2_655 2_655
Cl2 Sn1 Cl3 88.046(19) . 2_655
Cl3 Sn1 Cl3 179.23(3) . 2_655
C6 C1 C2 123.44(19) . .
C6 C1 N1 116.91(17) . .
C2 C1 N1 119.65(18) . .
C1 C2 C3 116.25(18) . .
C1 C2 C7 122.79(19) . .
C3 C2 C7 120.96(19) . .
C4 C3 C2 120.03(19) . .
C4 C3 H3 120.0 . .
C2 C3 H3 120.0 . .
C5 C4 C3 122.78(19) . .
C5 C4 N2 118.25(19) . .
C3 C4 N2 118.96(18) . .
C4 C5 C6 117.81(19) . .
C4 C5 H5 121.1 . .
C6 C5 H5 121.1 . .
C1 C6 C5 119.69(19) . .
C1 C6 H6 120.2 . .
C5 C6 H6 120.2 . .
C1 N1 H1A 109.5 . .
C1 N1 H1B 109.5 . .
H1A N1 H1B 109.5 . .
C1 N1 H1C 109.5 . .
H1A N1 H1C 109.5 . .
H1B N1 H1C 109.5 . .
C2 C7 H7A 109.5 . .
C2 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C2 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
O1 N2 O2 123.9(2) . .
O1 N2 C4 118.03(19) . .
O2 N2 C4 118.05(19) . .
H1W3 O3W H2W3 136.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 Cl1 2.4034(5) .
Sn1 Cl1 2.4034(5) 2_655
Sn1 Cl2 2.4200(6) 2_655
Sn1 Cl2 2.4200(6) .
Sn1 Cl3 2.4599(5) .
Sn1 Cl3 2.4599(5) 2_655
C1 C6 1.376(3) .
C1 C2 1.391(3) .
C1 N1 1.474(2) .
C2 C3 1.392(3) .
C2 C7 1.507(3) .
C3 C4 1.384(3) .
C3 H3 0.9300 .
C4 C5 1.375(3) .
C4 N2 1.473(3) .
C5 C6 1.378(3) .
C5 H5 0.9300 .
C6 H6 0.9300 .
N1 H1A 0.8900 .
N1 H1B 0.8900 .
N1 H1C 0.8900 .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
N2 O1 1.216(3) .
N2 O2 1.220(2) .
O3W H1W3 0.7915 .
O3W H2W3 0.8078 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A Cl3 0.89 2.65 3.3586(19) 137.2 4_645
N1 H1A Cl2 0.89 2.71 3.4195(19) 138.0 3_545
N1 H1B O3W 0.89 2.14 2.970(4) 154.7 .
N1 H1B O3W 0.89 1.92 2.796(4) 166.4 2_655
N1 H1C Cl3 0.89 2.67 3.3997(19) 140.1 .
N1 H1C Cl1 0.89 2.73 3.2770(18) 121.1 .
O3W H2W3 Cl1 0.81 2.54 3.221(3) 142.6 .
O3W H1W3 Cl2 0.79 2.89 3.661(4) 166.0 2_645
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
C6 C1 C2 C3 -0.6(3)
N1 C1 C2 C3 179.19(17)
C6 C1 C2 C7 178.7(2)
N1 C1 C2 C7 -1.5(3)
C1 C2 C3 C4 0.3(3)
C7 C2 C3 C4 -179.0(2)
C2 C3 C4 C5 0.1(3)
C2 C3 C4 N2 179.25(18)
C3 C4 C5 C6 -0.4(3)
N2 C4 C5 C6 -179.49(18)
C2 C1 C6 C5 0.4(3)
N1 C1 C6 C5 -179.43(18)
C4 C5 C6 C1 0.1(3)
C5 C4 N2 O1 -171.6(2)
C3 C4 N2 O1 9.2(3)
C5 C4 N2 O2 8.6(3)
C3 C4 N2 O2 -170.6(2)
