#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:33:29 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179383 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/80/4328005.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_4328005
loop_
_publ_author_name
'Thomas Zöller'
'Christina Dietz'
'Ljuba Iovkova-Berends'
'Olga Karsten'
'Gerrit Bradtmöller'
'Ann-Kristin Wiegand'
'Yu Wang'
'Viatcheslav Jouikov'
'Klaus Jurkschat'
_publ_contact_author_address
;
    Lehrstuhl für Anorganische Chemie II
    Technische Universiät Dortmund
    44221 Dortmund
    Deutschland
;
_publ_contact_author_email       klaus.jurkschat@tu-dortmund.de
_publ_contact_author_name        'Klaus Jurkschat'
_publ_section_title
;
 Novel Stannatranes of the Type N(CH2CMe2O)3SnX (X = OR, SR, OC(O)R,
 SP(S)Ph2, Halogen). Synthesis, Molecular Structures, and Electrochemical
 Properties
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1041
_journal_page_last               1056
_journal_paper_doi               10.1021/ic202179e
_journal_volume                  51
_journal_year                    2012
_chemical_formula_moiety         'C34 H64 N2 O8 Si2 Sn2'
_chemical_formula_sum            'C34 H64 N2 O8 Si2 Sn2'
_chemical_formula_weight         922.43
_chemical_name_systematic
;
1,4-Bis((2,8,9-trioxa-5-aza-3,3,7,7,10,10-hexamethyl-1-
stannatricyclo[3.3.3.01.5] undecane-1-yloxy)dimethylsilyl)benzene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 101.728(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.3120(3)
_cell_length_b                   18.8886(7)
_cell_length_c                   13.7460(5)
_cell_measurement_reflns_used    8183
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.1499
_cell_measurement_theta_min      2.4976
_cell_volume                     2113.10(14)
_computing_cell_refinement
'CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55''
_computing_data_collection
'CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55''
_computing_data_reduction
'CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55''
_computing_molecular_graphics    'SHELXP-97 (Sheldrick, 1997)'
_computing_publication_material  'enCIFer Version 1.3'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Xcalibur2 CCD Diffractometer'
_diffrn_measurement_method       'ω und ψ 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  0.0272
_diffrn_reflns_av_sigmaI/netI    0.0329
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12431
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.50
_exptl_absorpt_coefficient_mu    1.284
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86019
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_description       plate
_exptl_crystal_F_000             948
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.935
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         3920
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.935
_refine_ls_R_factor_all          0.0284
_refine_ls_R_factor_gt           0.0211
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0276P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0484
_refine_ls_wR_factor_ref         0.0492
_reflns_number_gt                3202
_reflns_number_total             3920
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic202179e_si_001_01.cif
_cod_data_source_block           1470
_cod_original_cell_volume        2113.10(13)
_cod_database_code               4328005
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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 0.706593(17) 0.316048(8) 0.810140(10) 0.01908(6) Uani 1 1 d .
Si1 Si 0.80806(7) 0.44366(3) 0.67324(4) 0.01967(14) Uani 1 1 d .
N1 N 0.6186(2) 0.26197(10) 0.93623(13) 0.0268(5) Uani 1 1 d .
O1 O 0.52410(18) 0.38008(8) 0.82050(11) 0.0285(4) Uani 1 1 d .
O2 O 0.65415(19) 0.22332(8) 0.74591(11) 0.0266(4) Uani 1 1 d .
O3 O 0.91303(18) 0.32140(9) 0.91022(11) 0.0303(4) Uani 1 1 d .
C11 C 0.4008(3) 0.35159(14) 0.86728(17) 0.0309(6) Uani 1 1 d .
C12 C 0.4823(3) 0.30605(14) 0.95714(18) 0.0331(6) Uani 1 1 d .
H12A H 0.5242 0.3369 1.0129 0.040 Uiso 1 1 calc R
H12B H 0.4000 0.2755 0.9760 0.040 Uiso 1 1 calc R
C13 C 0.3140(3) 0.41313(16) 0.9048(2) 0.0464(7) Uani 1 1 d .
H13A H 0.2712 0.4443 0.8505 0.070 Uiso 1 1 calc R
H13B H 0.3903 0.4385 0.9544 0.070 Uiso 1 1 calc R
H13C H 0.2253 0.3957 0.9332 0.070 Uiso 1 1 calc R
C14 C 0.2786(3) 0.30910(15) 0.7908(2) 0.0442(7) Uani 1 1 d .
H14A H 0.2275 0.3398 0.7378 0.066 Uiso 1 1 calc R
H14B H 0.1960 0.2890 0.8222 0.066 Uiso 1 1 calc R
H14C H 0.3357 0.2718 0.7645 0.066 Uiso 1 1 calc R
C21 C 0.6479(3) 0.16617(13) 0.81269(18) 0.0331(6) Uani 1 1 d .
C22 C 0.5647(3) 0.19063(13) 0.89757(19) 0.0353(6) Uani 1 1 d .
H22A H 0.4466 0.1911 0.8736 0.042 Uiso 1 1 calc R
H22B H 0.5891 0.1567 0.9516 0.042 Uiso 1 1 calc R
C23 C 0.5409(4) 0.10925(15) 0.7550(2) 0.0532(8) Uani 1 1 d .
H23A H 0.5930 0.0910 0.7040 0.080 Uiso 1 1 calc R
H23B H 0.4360 0.1290 0.7252 0.080 Uiso 1 1 calc R
H23C H 0.5257 0.0716 0.7992 0.080 Uiso 1 1 calc R
C24 C 0.8214(3) 0.13864(15) 0.84934(19) 0.0443(7) Uani 1 1 d .
H24A H 0.8896 0.1761 0.8820 0.066 Uiso 1 1 calc R
H24B H 0.8647 0.1219 0.7939 0.066 Uiso 1 1 calc R
H24C H 0.8195 0.1005 0.8952 0.066 Uiso 1 1 calc R
C31 C 0.8892(3) 0.31833(15) 1.01025(17) 0.0369(7) Uani 1 1 d .
C32 C 0.7630(3) 0.26083(15) 1.01932(17) 0.0361(7) Uani 1 1 d .
H32A H 0.8156 0.2148 1.0215 0.043 Uiso 1 1 calc R
H32B H 0.7263 0.2673 1.0814 0.043 Uiso 1 1 calc R
C33 C 0.8422(3) 0.39143(16) 1.04046(18) 0.0461(7) Uani 1 1 d .
H33A H 0.9276 0.4245 1.0347 0.069 Uiso 1 1 calc R
H33B H 0.8280 0.3903 1.1080 0.069 Uiso 1 1 calc R
H33C H 0.7413 0.4059 0.9978 0.069 Uiso 1 1 calc R
C34 C 1.0532(3) 0.29594(18) 1.0759(2) 0.0586(10) Uani 1 1 d .
H34A H 1.1343 0.3318 1.0739 0.088 Uiso 1 1 calc R
H34B H 1.0886 0.2521 1.0518 0.088 Uiso 1 1 calc R
H34C H 1.0395 0.2899 1.1430 0.088 Uiso 1 1 calc R
O4 O 0.77433(17) 0.36182(8) 0.69853(10) 0.0225(4) Uani 1 1 d .
C41 C 0.8301(3) 0.49979(13) 0.78576(17) 0.0338(6) Uani 1 1 d .
H41A H 0.9211 0.4832 0.8351 0.051 Uiso 1 1 calc R
H41B H 0.7313 0.4973 0.8115 0.051 Uiso 1 1 calc R
H41C H 0.8495 0.5479 0.7689 0.051 Uiso 1 1 calc R
C42 C 0.9992(3) 0.44785(13) 0.62344(17) 0.0300(6) Uani 1 1 d .
H42A H 1.0926 0.4417 0.6768 0.045 Uiso 1 1 calc R
H42B H 1.0061 0.4930 0.5926 0.045 Uiso 1 1 calc R
H42C H 0.9979 0.4110 0.5752 0.045 Uiso 1 1 calc R
C43 C 0.6338(3) 0.47567(12) 0.57456(15) 0.0188(5) Uani 1 1 d .
C44 C 0.4749(2) 0.44902(12) 0.56690(16) 0.0217(5) Uani 1 1 d .
H44A H 0.4553 0.4146 0.6115 0.026 Uiso 1 1 calc R
C45 C 0.6538(3) 0.52709(12) 0.50597(16) 0.0219(5) Uani 1 1 d .
H45A H 0.7578 0.5463 0.5091 0.026 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'
Si Si 0.0817 0.0704 '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
O4 Sn1 O1 97.77(6) .
O4 Sn1 O2 96.61(6) .
O1 Sn1 O2 118.38(7) .
O4 Sn1 O3 100.22(6) .
O1 Sn1 O3 119.50(7) .
O2 Sn1 O3 116.12(7) .
O4 Sn1 N1 177.86(6) .
O1 Sn1 N1 81.25(7) .
O2 Sn1 N1 82.25(7) .
O3 Sn1 N1 81.91(7) .
O4 Si1 C41 111.01(10) .
O4 Si1 C42 108.55(10) .
C41 Si1 C42 109.67(12) .
O4 Si1 C43 108.74(9) .
C41 Si1 C43 110.53(10) .
C42 Si1 C43 108.26(10) .
C32 N1 C12 113.02(19) .
C32 N1 C22 113.69(19) .
C12 N1 C22 113.15(19) .
C32 N1 Sn1 105.10(14) .
C12 N1 Sn1 105.94(13) .
C22 N1 Sn1 104.91(13) .
C11 O1 Sn1 115.93(14) .
C21 O2 Sn1 114.75(14) .
C31 O3 Sn1 113.45(13) .
O1 C11 C13 107.5(2) .
O1 C11 C14 109.0(2) .
C13 C11 C14 109.9(2) .
O1 C11 C12 109.44(18) .
C13 C11 C12 108.5(2) .
C14 C11 C12 112.3(2) .
N1 C12 C11 112.76(18) .
N1 C12 H12A 109.0 .
C11 C12 H12A 109.0 .
N1 C12 H12B 109.0 .
C11 C12 H12B 109.0 .
H12A C12 H12B 107.8 .
C11 C13 H13A 109.5 .
C11 C13 H13B 109.5 .
H13A C13 H13B 109.5 .
C11 C13 H13C 109.5 .
H13A C13 H13C 109.5 .
H13B C13 H13C 109.5 .
C11 C14 H14A 109.5 .
C11 C14 H14B 109.5 .
H14A C14 H14B 109.5 .
C11 C14 H14C 109.5 .
H14A C14 H14C 109.5 .
H14B C14 H14C 109.5 .
O2 C21 C23 107.2(2) .
O2 C21 C24 108.5(2) .
C23 C21 C24 110.4(2) .
O2 C21 C22 109.9(2) .
C23 C21 C22 107.6(2) .
C24 C21 C22 113.1(2) .
N1 C22 C21 113.18(19) .
N1 C22 H22A 108.9 .
C21 C22 H22A 108.9 .
N1 C22 H22B 108.9 .
C21 C22 H22B 108.9 .
H22A C22 H22B 107.8 .
C21 C23 H23A 109.5 .
C21 C23 H23B 109.5 .
H23A C23 H23B 109.5 .
C21 C23 H23C 109.5 .
H23A C23 H23C 109.5 .
H23B C23 H23C 109.5 .
C21 C24 H24A 109.5 .
C21 C24 H24B 109.5 .
H24A C24 H24B 109.5 .
C21 C24 H24C 109.5 .
H24A C24 H24C 109.5 .
H24B C24 H24C 109.5 .
O3 C31 C33 108.7(2) .
O3 C31 C32 109.7(2) .
C33 C31 C32 113.9(2) .
O3 C31 C34 107.3(2) .
C33 C31 C34 109.7(2) .
C32 C31 C34 107.3(2) .
N1 C32 C31 112.85(19) .
N1 C32 H32A 109.0 .
C31 C32 H32A 109.0 .
N1 C32 H32B 109.0 .
C31 C32 H32B 109.0 .
H32A C32 H32B 107.8 .
C31 C33 H33A 109.5 .
C31 C33 H33B 109.5 .
H33A C33 H33B 109.5 .
C31 C33 H33C 109.5 .
H33A C33 H33C 109.5 .
H33B C33 H33C 109.5 .
C31 C34 H34A 109.5 .
C31 C34 H34B 109.5 .
H34A C34 H34B 109.5 .
C31 C34 H34C 109.5 .
H34A C34 H34C 109.5 .
H34B C34 H34C 109.5 .
Si1 O4 Sn1 133.20(9) .
Si1 C41 H41A 109.5 .
Si1 C41 H41B 109.5 .
H41A C41 H41B 109.5 .
Si1 C41 H41C 109.5 .
H41A C41 H41C 109.5 .
H41B C41 H41C 109.5 .
Si1 C42 H42A 109.5 .
Si1 C42 H42B 109.5 .
H42A C42 H42B 109.5 .
Si1 C42 H42C 109.5 .
H42A C42 H42C 109.5 .
H42B C42 H42C 109.5 .
C45 C43 C44 116.3(2) .
C45 C43 Si1 122.46(16) .
C44 C43 Si1 121.23(17) .
C45 C44 C43 121.1(2) 3_666
C45 C44 H44A 119.4 3_666
C43 C44 H44A 119.4 .
C44 C45 C43 122.6(2) 3_666
C44 C45 H45A 118.7 3_666
C43 C45 H45A 118.7 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 O4 1.9415(14) .
Sn1 O1 1.9677(15) .
Sn1 O2 1.9700(15) .
Sn1 O3 1.9717(15) .
Sn1 N1 2.2578(18) .
Si1 O4 1.6213(16) .
Si1 C41 1.853(2) .
Si1 C42 1.855(2) .
Si1 C43 1.872(2) .
N1 C32 1.479(3) .
N1 C12 1.480(3) .
N1 C22 1.484(3) .
O1 C11 1.422(3) .
O2 C21 1.425(3) .
O3 C31 1.430(3) .
C11 C13 1.513(3) .
C11 C14 1.532(3) .
C11 C12 1.544(3) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C21 C23 1.513(4) .
C21 C24 1.519(3) .
C21 C22 1.543(3) .
C22 H22A 0.9700 .
C22 H22B 0.9700 .
C23 H23A 0.9600 .
C23 H23B 0.9600 .
C23 H23C 0.9600 .
C24 H24A 0.9600 .
C24 H24B 0.9600 .
C24 H24C 0.9600 .
C31 C33 1.516(4) .
C31 C32 1.532(4) .
C31 C34 1.533(3) .
C32 H32A 0.9700 .
C32 H32B 0.9700 .
C33 H33A 0.9600 .
C33 H33B 0.9600 .
C33 H33C 0.9600 .
C34 H34A 0.9600 .
C34 H34B 0.9600 .
C34 H34C 0.9600 .
C41 H41A 0.9600 .
C41 H41B 0.9600 .
C41 H41C 0.9600 .
C42 H42A 0.9600 .
C42 H42B 0.9600 .
C42 H42C 0.9600 .
C43 C45 1.387(3) .
C43 C44 1.397(3) .
C44 C45 1.384(3) 3_666
C44 H44A 0.9300 .
C45 C44 1.384(3) 3_666
C45 H45A 0.9300 .
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_4
O4 Sn1 N1 C32 175(12) .
O1 Sn1 N1 C32 -122.25(15) .
O2 Sn1 N1 C32 117.33(15) .
O3 Sn1 N1 C32 -0.58(15) .
O4 Sn1 N1 C12 -65.0(18) .
O1 Sn1 N1 C12 -2.36(15) .
O2 Sn1 N1 C12 -122.78(16) .
O3 Sn1 N1 C12 119.31(16) .
O4 Sn1 N1 C22 54.9(18) .
O1 Sn1 N1 C22 117.58(15) .
O2 Sn1 N1 C22 -2.84(14) .
O3 Sn1 N1 C22 -120.75(15) .
O4 Sn1 O1 C11 156.69(15) .
O2 Sn1 O1 C11 54.82(16) .
O3 Sn1 O1 C11 -96.88(15) .
N1 Sn1 O1 C11 -21.39(15) .
O4 Sn1 O2 C21 160.94(15) .
O1 Sn1 O2 C21 -96.52(16) .
O3 Sn1 O2 C21 56.12(17) .
N1 Sn1 O2 C21 -20.89(15) .
O4 Sn1 O3 C31 156.28(16) .
O1 Sn1 O3 C31 51.22(18) .
O2 Sn1 O3 C31 -101.10(16) .
N1 Sn1 O3 C31 -23.89(16) .
Sn1 O1 C11 C13 157.68(15) .
Sn1 O1 C11 C14 -83.2(2) .
Sn1 O1 C11 C12 40.0(2) .
C32 N1 C12 C11 137.9(2) .
C22 N1 C12 C11 -91.1(2) .
Sn1 N1 C12 C11 23.3(2) .
O1 C11 C12 N1 -41.2(3) .
C13 C11 C12 N1 -158.3(2) .
C14 C11 C12 N1 80.0(3) .
Sn1 O2 C21 C23 156.55(17) .
Sn1 O2 C21 C24 -84.3(2) .
Sn1 O2 C21 C22 39.9(2) .
C32 N1 C22 C21 -90.2(2) .
C12 N1 C22 C21 139.1(2) .
Sn1 N1 C22 C21 24.1(2) .
O2 C21 C22 N1 -42.3(3) .
C23 C21 C22 N1 -158.7(2) .
C24 C21 C22 N1 79.1(3) .
Sn1 O3 C31 C33 -81.7(2) .
Sn1 O3 C31 C32 43.4(2) .
Sn1 O3 C31 C34 159.74(18) .
C12 N1 C32 C31 -91.9(2) .
C22 N1 C32 C31 137.3(2) .
Sn1 N1 C32 C31 23.1(2) .
O3 C31 C32 N1 -43.9(3) .
C33 C31 C32 N1 78.2(3) .
C34 C31 C32 N1 -160.1(2) .
C41 Si1 O4 Sn1 15.78(15) .
C42 Si1 O4 Sn1 136.40(12) .
C43 Si1 O4 Sn1 -106.02(12) .
O1 Sn1 O4 Si1 46.89(13) .
O2 Sn1 O4 Si1 166.81(12) .
O3 Sn1 O4 Si1 -75.08(12) .
N1 Sn1 O4 Si1 109.3(18) .
O4 Si1 C43 C45 -149.84(18) .
C41 Si1 C43 C45 88.1(2) .
C42 Si1 C43 C45 -32.1(2) .
O4 Si1 C43 C44 30.7(2) .
C41 Si1 C43 C44 -91.4(2) .
C42 Si1 C43 C44 148.51(18) .
C45 C43 C44 C45 0.4(4) 3_666
Si1 C43 C44 C45 179.83(16) 3_666
C44 C43 C45 C44 -0.4(4) 3_666
Si1 C43 C45 C44 -179.83(17) 3_666
