#------------------------------------------------------------------------------
#$Date: 2016-03-23 21:07:05 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179440 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/37/4333790.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_4333790
loop_
_publ_author_name
'Matthew Currie'
'Julien Estager'
'Peter Licence'
'Shuang Men'
'Peter Nockemann'
'Kenneth R. Seddon'
'Małgorzata Swadźba-Kwaśny'
'Cécile Terrade'
_publ_contact_author_name
;
;
_publ_section_title
;
 Chlorostannate(II) Ionic Liquids: Speciation, Lewis Acidity, and
 Oxidative Stability
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1710
_journal_page_last               1721
_journal_paper_doi               10.1021/ic300241p
_journal_volume                  52
_journal_year                    2013
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C6 H11 N2, Cl3 Sn'
_chemical_formula_sum            'C6 H11 Cl3 N2 Sn'
_chemical_formula_weight         336.21
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2011-12-06
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.333(3)
_cell_length_b                   9.134(4)
_cell_length_c                   14.611(7)
_cell_measurement_reflns_used    6619
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.53
_cell_measurement_theta_min      2.81
_cell_volume                     1112.1(8)
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type
;
Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support Mitegen
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           'MO K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6619
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         2.81
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.5
_diffrn_source_voltage           45.0
_exptl_absorpt_coefficient_mu    2.971
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.783
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.008
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.940
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.107
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         2537
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.996
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0274
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0139P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0424
_refine_ls_wR_factor_ref         0.0440
_reflns_number_gt                2344
_reflns_number_total             2537
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic300241p_si_001_1.cif
_cod_data_source_block           2011ncs0210a
_cod_database_code               4333790
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, 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 0.16551(2) 0.75686(2) 0.501158(16) 0.01318(6) Uani 1 1 d .
Cl2 Cl 0.35190(11) 0.71184(9) 0.63869(5) 0.01708(19) Uani 1 1 d .
Cl3 Cl -0.02278(11) 0.56060(9) 0.56481(5) 0.01683(19) Uani 1 1 d .
Cl4 Cl 0.29862(10) 0.56723(10) 0.40304(6) 0.0196(2) Uani 1 1 d .
N001 N 0.1754(3) 0.2205(3) 0.69160(17) 0.0130(6) Uani 1 1 d .
N002 N 0.4238(3) 0.2601(3) 0.65642(17) 0.0132(6) Uani 1 1 d .
C003 C 0.2827(4) 0.3239(4) 0.6721(2) 0.0151(8) Uani 1 1 d .
H003 H 0.2625 0.4240 0.6697 0.018 Uiso 1 1 calc R
C004 C 0.4059(5) 0.1119(4) 0.6658(2) 0.0187(9) Uani 1 1 d .
H004 H 0.4854 0.0414 0.6583 0.022 Uiso 1 1 calc R
C005 C 0.2513(4) 0.0876(4) 0.6880(2) 0.0162(8) Uani 1 1 d .
H005 H 0.2045 -0.0032 0.6988 0.019 Uiso 1 1 calc R
C006 C 0.5729(4) 0.3360(4) 0.6306(2) 0.0181(8) Uani 1 1 d .
H00A H 0.6604 0.3010 0.6685 0.022 Uiso 1 1 calc R
H00B H 0.5608 0.4402 0.6414 0.022 Uiso 1 1 calc R
C007 C 0.0067(4) 0.2453(4) 0.7140(2) 0.0177(7) Uani 1 1 d .
H00C H -0.0242 0.3416 0.6945 0.027 Uiso 1 1 calc R
H00D H -0.0082 0.2368 0.7790 0.027 Uiso 1 1 calc R
H00E H -0.0584 0.1738 0.6834 0.027 Uiso 1 1 calc R
C008 C 0.6130(4) 0.3099(4) 0.5304(2) 0.0201(9) Uani 1 1 d .
H00F H 0.6251 0.2067 0.5197 0.030 Uiso 1 1 calc R
H00G H 0.7113 0.3591 0.5154 0.030 Uiso 1 1 calc R
H00H H 0.5279 0.3472 0.4928 0.030 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sn1 0.01205(11) 0.01167(11) 0.01582(10) 0.00027(12) -0.00051(11) 0.00041(11)
Cl2 0.0185(4) 0.0171(4) 0.0157(4) 0.0005(4) -0.0020(4) -0.0008(4)
Cl3 0.0154(4) 0.0136(4) 0.0215(4) 0.0009(4) 0.0004(4) -0.0010(4)
Cl4 0.0202(5) 0.0171(4) 0.0215(4) -0.0041(4) 0.0034(4) -0.0013(4)
N001 0.0142(14) 0.0139(15) 0.0109(13) 0.0013(12) 0.0013(12) 0.0001(15)
N002 0.0132(14) 0.0152(15) 0.0110(12) -0.0016(14) 0.0004(11) -0.0024(15)
C003 0.022(2) 0.0122(18) 0.0113(17) -0.0012(15) -0.0038(16) -0.0032(16)
C004 0.023(2) 0.014(2) 0.0186(19) 0.0019(16) -0.0008(16) 0.0051(17)
C005 0.023(2) 0.0095(18) 0.0157(18) 0.0055(16) 0.0025(16) 0.0017(17)
C006 0.0121(19) 0.020(2) 0.0222(19) -0.0014(17) -0.0005(16) -0.0042(15)
C007 0.0139(17) 0.0199(18) 0.0194(16) -0.0035(18) 0.0019(14) 0.003(2)
C008 0.024(2) 0.0175(18) 0.0184(17) 0.0026(15) 0.0029(15) -0.0039(17)
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'
Cl Cl 0.1484 0.1585 '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'
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
Cl3 Sn1 Cl2 88.53(4)
Cl4 Sn1 Cl2 93.96(4)
Cl4 Sn1 Cl3 89.72(4)
C003 N001 C005 108.0(3)
C003 N001 C007 125.7(3)
C005 N001 C007 126.2(3)
C003 N002 C004 108.6(3)
C003 N002 C006 125.7(3)
C004 N002 C006 125.7(3)
N002 C003 N001 108.6(3)
C005 C004 N002 106.9(3)
C004 C005 N001 107.8(3)
N002 C006 C008 111.0(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Sn1 Cl2 2.5728(12)
Sn1 Cl3 2.5573(11)
Sn1 Cl4 2.5071(11)
N001 C003 1.332(4)
N001 C005 1.370(4)
N001 C007 1.461(4)
N002 C003 1.331(4)
N002 C004 1.369(5)
N002 C006 1.472(4)
C004 C005 1.346(5)
C006 C008 1.521(4)
