#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/89/2008956.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2008956
loop_
_publ_author_name
'Ng, Seik Weng'
_publ_section_title
;
 2,2'-Iminodipyridinium(1+) dichlorotriphenylstannate and
 2,2'-iminodipyridinium(1+) tricyclohexylbis(trifluoroacetato)stannate
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              IUC9900098
_journal_paper_doi               10.1107/S0108270199098923
_journal_volume                  55
_journal_year                    1999
_chemical_formula_iupac          '(C10 H10 N3) [Sn (C2 F3 O2) (C6 H11)3]'
_chemical_formula_moiety         '[C10 H10 N3] +, [(C6 H11)3 (C2 F3 O2) Sn] +'
_chemical_formula_sum            'C32 H43 F6 N3 O4 Sn'
_chemical_formula_weight         766.38
_chemical_name_systematic
;
 2,2'-Iminodipyridinium(1+) bis(trifluoroacetato)tricyclohexylstannate
;
_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'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.678(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.8548(8)
_cell_length_b                   10.9063(7)
_cell_length_c                   17.591(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      13.0
_cell_measurement_theta_min      12.0
_cell_volume                     3565.9(5)
_computing_cell_refinement       'CELDIM (Enraf-Nonius, 1988)'
_computing_data_collection       'CAD-4/PC (Kretschmar, 1994)'
_computing_data_reduction        'XCAD4 (Harms, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω
_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  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0299
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            6439
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         2.17
_diffrn_standards_decay_%        3
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.786
_exptl_absorpt_correction_T_max  0.675
_exptl_absorpt_correction_T_min  0.621
_exptl_absorpt_correction_type   '\y scan'
_exptl_absorpt_process_details
'(North et al., 1968) in WinGX (Farrugia, 1998)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1568
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.54
_exptl_crystal_size_min          0.50
_refine_diff_density_max         0.725
_refine_diff_density_min         -0.852
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    'constr, U(H) = 1.5U~eq~(C,N).'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3121
_refine_ls_number_restraints     77
_refine_ls_restrained_S_all      1.146
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0587
_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)+(0.1148P)²+5.3386P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1732
_reflns_number_gt                2685
_reflns_number_total             3121
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            qa0153.cif
_cod_data_source_block           ipt178
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        3565.8(4)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2008956
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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Sn1 0.5000 0.19190(4) 0.2500 0.0578(3) Uani d S 1 . . Sn
F1 0.5290(7) 0.1850(10) -0.0611(7) 0.124(2) Uani d PD 0.50 A -1 F
F2 0.4192(5) 0.1790(10) -0.0296(6) 0.124(2) Uani d PD 0.50 A -1 F
F3 0.4756(6) 0.3470(10) -0.0262(6) 0.124(2) Uani d PD 0.50 A -1 F
F1' 0.5340(10) 0.234(2) -0.0598(9) 0.202(5) Uani d PD 0.50 A -2 F
F2' 0.4690(10) 0.0910(10) -0.0286(8) 0.202(5) Uani d PD 0.50 A -2 F
F3' 0.4221(8) 0.264(2) -0.0392(9) 0.202(5) Uani d PD 0.50 A -2 F
O1 0.4771(3) 0.1964(5) 0.1167(3) 0.092(2) Uani d . 1 A . O
O2 0.5830(3) 0.2377(9) 0.0854(4) 0.115(2) Uani d . 1 A . O
N1 0.7007(5) 0.2440(10) 0.0153(6) 0.076(3) Uani d PD 0.50 C -3 N
N2 0.8062(8) 0.1420(10) 0.0069(6) 0.098(4) Uani d PGD 0.50 C -3 N
N2' 0.7806(7) 0.3760(10) -0.0318(7) 0.092(4) Uani d PGD 0.50 C -3 N
C1 0.4022(3) 0.0898(5) 0.2450(4) 0.072(2) Uani d D 1 B . C
C2 0.3352(3) 0.1665(6) 0.2183(7) 0.106(3) Uani d D 1 . . C
C3 0.2660(4) 0.0936(8) 0.2178(8) 0.139(4) Uani d D 1 B . C
C4 0.2660(4) -0.0257(9) 0.1768(6) 0.121(3) Uani d D 1 . . C
C5 0.3309(4) -0.1015(7) 0.2106(9) 0.170(6) Uani d D 1 B . C
C6 0.4002(4) -0.0292(7) 0.2037(9) 0.157(6) Uani d D 1 . . C
C7 0.5000 0.3860(8) 0.2500 0.119(5) Uani d SDU 1 B -3 C
C8 0.4419(9) 0.4560(10) 0.2810(10) 0.136(6) Uani d PDU 0.50 B -3 C
C9 0.4302(6) 0.5810(10) 0.237(2) 0.159(6) Uani d PDU 0.50 B -3 C
C10 0.5000 0.6540(10) 0.2500 0.170(7) Uani d SDU 1 B -3 C
C9' 0.5578(9) 0.5810(10) 0.2190(10) 0.159(6) Uani d PD 0.50 B -3 C
C8' 0.5706(5) 0.4570(10) 0.264(2) 0.136(6) Uani d PD 0.50 B -3 C
C11 0.5185(4) 0.2153(6) 0.0717(4) 0.079(2) Uiso d D 1 . . C
C12' 0.4868(5) 0.2180(10) -0.0108(6) 0.141(5) Uani d PD 0.50 A -2 C
C12 0.4868(5) 0.2180(10) -0.0108(6) 0.141(5) Uani d PD 0.50 A -1 C
C13 0.7370(7) 0.1460(10) 0.0244(6) 0.098(4) Uani d PGD 0.50 C -3 C
C14 0.7071(6) 0.043(2) 0.0524(7) 0.098(4) Uani d PGD 0.50 C -3 C
C15 0.7464(8) -0.0660(10) 0.0628(7) 0.098(4) Uani d PGD 0.50 C -3 C
C16 0.8155(8) -0.0700(10) 0.0453(7) 0.098(4) Uani d PGD 0.50 C -3 C
C17 0.8454(6) 0.0330(10) 0.0173(7) 0.098(4) Uani d PGD 0.50 C -3 C
C13' 0.7141(8) 0.3548(9) -0.0101(6) 0.092(4) Uani d PGD 0.50 C -3 C
C14' 0.6637(6) 0.4490(10) -0.0146(7) 0.092(4) Uani d PGD 0.50 C -3 C
C15' 0.6798(7) 0.5640(10) -0.0407(7) 0.092(4) Uani d PGD 0.50 C -3 C
C16' 0.7463(8) 0.5854(8) -0.0624(6) 0.092(4) Uani d PGD 0.50 C -3 C
C17' 0.7967(6) 0.4920(10) -0.0580(6) 0.092(4) Uani d PGD 0.50 C -3 C
H1 0.4000 0.0684 0.2987 0.107 Uiso calc R 1 . . H
H2A 0.3353 0.2367 0.2522 0.159 Uiso calc R 1 B . H
H2B 0.3364 0.1969 0.1667 0.159 Uiso calc R 1 . . H
H3A 0.2596 0.0785 0.2706 0.209 Uiso calc R 1 . . H
H3B 0.2254 0.1422 0.1932 0.209 Uiso calc R 1 . . H
H4A 0.2666 -0.0110 0.1225 0.182 Uiso calc R 1 B . H
H4B 0.2224 -0.0706 0.1811 0.182 Uiso calc R 1 . . H
H5A 0.3305 -0.1786 0.1830 0.254 Uiso calc R 1 . . H
H5B 0.3295 -0.1193 0.2643 0.254 Uiso calc R 1 . . H
H6A 0.4420 -0.0776 0.2253 0.236 Uiso calc R 1 B . H
H6B 0.4023 -0.0146 0.1498 0.236 Uiso calc R 1 . . H
H7 0.4852 0.4012 0.1947 0.179 Uiso calc PR 0.50 B -3 H
H8A 0.4563 0.4709 0.3357 0.204 Uiso calc PR 0.50 B -3 H
H8B 0.3976 0.4095 0.2732 0.204 Uiso calc PR 0.50 B -3 H
H9A 0.4151 0.5664 0.1821 0.238 Uiso calc PR 0.50 B -3 H
H9B 0.3927 0.6278 0.2554 0.238 Uiso calc PR 0.50 B -3 H
H10A 0.5150 0.6684 0.3047 0.255 Uiso calc PR 0.50 B -3 H
H10B 0.4929 0.7322 0.2241 0.255 Uiso calc PR 0.50 B -3 H
H9'1 0.6022 0.6278 0.2247 0.238 Uiso calc PR 0.50 B -3 H
H9'2 0.5425 0.5649 0.1640 0.238 Uiso calc PR 0.50 B -3 H
H8'1 0.6081 0.4100 0.2457 0.204 Uiso calc PR 0.50 B -3 H
H8'2 0.5854 0.4726 0.3185 0.204 Uiso calc PR 0.50 B -3 H
H1A 0.6588 0.2373 0.0281 0.114 Uiso calc PR 0.50 C -3 H
H14 0.6609 0.0458 0.0641 0.148 Uiso calc PR 0.50 C -3 H
H15 0.7264 -0.1350 0.0815 0.148 Uiso calc PR 0.50 C -3 H
H16 0.8418 -0.1428 0.0522 0.148 Uiso calc PR 0.50 C -3 H
H17 0.8917 0.0303 0.0056 0.148 Uiso calc PR 0.50 C -3 H
H2 0.8247 0.2059 -0.0105 0.148 Uiso calc PR 0.50 C -3 H
H14' 0.6193 0.4344 0.0000 0.137 Uiso calc PR 0.50 C -3 H
H15' 0.6461 0.6268 -0.0437 0.137 Uiso calc PR 0.50 C -3 H
H16' 0.7570 0.6626 -0.0799 0.137 Uiso calc PR 0.50 C -3 H
H17' 0.8411 0.5059 -0.0725 0.137 Uiso calc PR 0.50 C -3 H
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'
F F 0.0171 0.0103 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Sn1 C7 . . 121.3(2) yes
C1 Sn1 C1 . 2_655 117.4(3) yes
C1 Sn1 O1 . . 87.5(2) yes
C1 Sn1 O1 . 2_655 93.7(2) yes
C1 Sn1 C7 2_655 . 121.3(2) yes
C1 Sn1 O1 2_655 . 93.7(2) yes
C1 Sn1 O1 2_655 2_655 87.5(2) yes
C7 Sn1 O1 . . 88.80(10) yes
C7 Sn1 O1 . 2_655 88.80(10) yes
O1 Sn1 O1 . 2_655 177.5(3) yes
F2 C12 F1 . . 114.0(10) no
F2 C12 F3 . . 99.3(9) no
F1 C12 F3 . . 102.7(9) no
F2 C12 C11 . . 116.8(8) no
F1 C12 C11 . . 117.3(9) no
F3 C12 C11 . . 103.0(8) no
C11 O1 Sn1 . . 129.1(5) no
C6 C1 C2 . . 112.2(6) no
C6 C1 Sn1 . . 115.1(4) no
C2 C1 Sn1 . . 113.1(4) no
C3 C2 C1 . . 112.4(6) no
C4 C3 C2 . . 112.8(7) no
C3 C4 C5 . . 110.7(7) no
C4 C5 C6 . . 109.3(7) no
C1 C6 C5 . . 111.0(7) no
C8 C7 C8' . . 110.6(9) no
C8 C7 Sn1 . . 120.5(5) no
C8' C7 Sn1 . . 120.5(5) no
C7 C8 C9 . . 108.0(10) no
C10 C9 C8 . . 109.0(10) no
C9 C10 C9' . . 109.0(10) no
C10 C9' C8' . . 109.0(10) no
C7 C8' C9' . . 108.0(10) no
O1 C11 O2 . . 129.1(7) no
O1 C11 C12 . . 116.3(7) no
O2 C11 C12 . . 114.5(7) no
C13 N1 C13' . . 133.0(10) no
N1 C13 C14 . . 119.0(10) no
N1 C13 N2 . . 121.0(10) no
C14 C13 N2 . . 120.0 no
C13 C14 C15 . . 120.0 no
C14 C15 C16 . . 120.0 no
C17 C16 C15 . . 120.0 no
C16 C17 N2 . . 120.0 no
C17 N2 C13 . . 120.0 no
N1 C13' C14' . . 122.0(10) no
N1 C13' N2' . . 119.0(10) no
C14' C13' N2' . . 120.0 no
C13' C14' C15' . . 120.0 no
C16' C15' C14' . . 120.0 no
C17' C16' C15' . . 120.0 no
C16' C17' N2' . . 120.0 no
C17' N2' C13' . . 120.0 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Sn1 C1 . 2.143(5) yes
Sn1 C1 2_655 2.143(5) yes
Sn1 C7 . 2.117(9) yes
Sn1 O1 . 2.313(5) yes
Sn1 O1 2_655 2.313(5) yes
C12 F1 . 1.334(9) no
C12 F2 . 1.331(9) no
C12 F3 . 1.440(9) no
C12 C11 . 1.480(10) no
O1 C11 . 1.219(9) no
O2 C11 . 1.223(9) no
C1 C6 . 1.486(8) no
C1 C2 . 1.523(7) no
C2 C3 . 1.527(8) no
C3 C4 . 1.488(8) no
C4 C5 . 1.514(8) no
C5 C6 . 1.548(8) no
C7 C8 . 1.510(10) no
C7 C8' . 1.520(10) no
C8 C9 . 1.560(10) no
C9 C10 . 1.520(10) no
C10 C9' . 1.530(10) no
C9' C8' . 1.570(10) no
N1 C13 . 1.260(10) no
N1 C13' . 1.330(10) no
C13 C14 . 1.3900 no
C13 N2 . 1.3900 no
C14 C15 . 1.3900 no
C15 C16 . 1.3900 no
C16 C17 . 1.3900 no
C17 N2 . 1.3900 no
C13' C14' . 1.3900 no
C13' N2' . 1.3900 no
C14' C15' . 1.3900 no
C15' C16' . 1.3900 no
C16' C17' . 1.3900 no
C17' N2' . 1.3900 no
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_publ_flag
N1 H1A O2 0.86 1.88 2.720(10) 162 no
