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#$Date: 2016-03-22 11:00:39 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178881 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/10/4111085.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_4111085
loop_
_publ_author_name
'Eric Block'
'Evgeny V. Dikarev'
'Richard S. Glass'
'Jin Jin'
'Bo Li'
'Xiaojie Li'
'Shao-Zhong Zhang'
_publ_section_title
;
 Synthesis, Structure, and Chemistry of New, Mixed Group 14 and 16
 Heterocycles: Nucleophile-Induced Ring Contraction of Mesocyclic
 Dications
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14949
_journal_page_last               14961
_journal_paper_doi               10.1021/ja065037j
_journal_volume                  128
_journal_year                    2006
_chemical_formula_moiety         'Se2 (C H2)4 (Sn (C H3)2)2'
_chemical_formula_sum            'C8 H20 Se2 Sn2'
_chemical_formula_weight         511.54
_chemical_name_systematic
; 
 3,3,7,7-Tetramethyl-1,5-diselena-3,7-distannocane  
;
_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                 91.984(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.097(2)
_cell_length_b                   11.189(3)
_cell_length_c                   7.0389(16)
_cell_measurement_reflns_used    3553
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.05
_cell_measurement_theta_min      2.89
_cell_volume                     716.0(3)
_computing_cell_refinement       'SMART, SAINT'
_computing_data_collection       SMART
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXP-93 (Sheldrick, 1993)'
_computing_publication_material  'SHELXCIF-93 (Sheldrick, 1993)'
_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_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       '0.3 deg wide ω exposures'
_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  0.0321
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            4956
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.24
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count na
_diffrn_standards_interval_time  na
_diffrn_standards_number         'none (area detector data)'
_exptl_absorpt_coefficient_mu    8.532
_exptl_absorpt_correction_T_max  0.8479
_exptl_absorpt_correction_T_min  0.2674
_exptl_absorpt_correction_type   'multi-scan (SADABS)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.373
_exptl_crystal_density_method    none
_exptl_crystal_description       needle
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         2.212
_refine_diff_density_min         -1.029
_refine_diff_density_rms         0.253
_refine_ls_extinction_coef       noref
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1261
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0325
_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)+(0.0580P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0801
_refine_ls_wR_factor_ref         0.0833
_reflns_number_gt                1100
_reflns_number_total             1261
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja065037jsi20060721_015648.cif
_cod_data_source_block           Se2Sn2C8H20_27c
_cod_database_code               4111085
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 0.76568(4) 0.51772(3) 0.29397(5) 0.02657(18) Uani 1 1 d .
Se1 Se 1.12656(6) 0.44577(6) 0.23166(8) 0.0349(2) Uani 1 1 d .
C1 C 0.9890(6) 0.5744(5) 0.2857(8) 0.0276(12) Uani 1 1 d .
C2 C 0.7115(7) 0.5079(5) 0.5925(9) 0.0333(13) Uani 1 1 d .
C3 C 0.6252(6) 0.6488(6) 0.1634(9) 0.0403(14) Uani 1 1 d .
H3A H 0.5852 0.7004 0.2616 0.060 Uiso 1 1 calc R
H3B H 0.5444 0.6089 0.0930 0.060 Uiso 1 1 calc R
H3C H 0.6816 0.6973 0.0758 0.060 Uiso 1 1 calc R
C4 C 0.7356(6) 0.3435(6) 0.1737(8) 0.0388(14) Uani 1 1 d .
H4A H 0.6366 0.3146 0.1996 0.058 Uiso 1 1 calc R
H4B H 0.8088 0.2887 0.2303 0.058 Uiso 1 1 calc R
H4C H 0.7476 0.3475 0.0360 0.058 Uiso 1 1 calc R
H1A H 0.994(6) 0.633(5) 0.189(8) 0.034(16) Uiso 1 1 d .
H1B H 1.019(8) 0.602(7) 0.407(12) 0.07(2) Uiso 1 1 d .
H2A H 0.635(8) 0.569(7) 0.610(11) 0.07(2) Uiso 1 1 d .
H2B H 0.658(8) 0.425(7) 0.609(10) 0.07(2) Uiso 1 1 d .
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 0.0296(3) 0.0257(3) 0.0241(3) 0.00121(14) -0.00378(16) -0.00045(14)
Se1 0.0366(4) 0.0466(4) 0.0215(3) -0.0067(2) -0.0002(2) 0.0027(3)
C1 0.028(3) 0.030(3) 0.026(3) 0.005(3) 0.002(2) 0.000(2)
C2 0.034(3) 0.037(3) 0.029(3) 0.000(3) -0.001(3) -0.004(3)
C3 0.041(3) 0.044(4) 0.036(3) 0.008(3) 0.002(3) 0.011(3)
C4 0.041(3) 0.035(4) 0.040(3) -0.010(3) -0.007(3) -0.002(3)
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'
Se Se -0.0929 2.2259 '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
_geom_angle_publ_flag
C1 Sn1 C3 109.9(2) . . y
C1 Sn1 C4 111.7(2) . . y
C3 Sn1 C4 112.9(2) . . y
C1 Sn1 C2 106.8(2) . . y
C3 Sn1 C2 107.4(2) . . y
C4 Sn1 C2 107.8(2) . . y
C1 Se1 C2 98.9(3) . 3_766 y
C1 Se1 Se1 46.48(17) . 3_766 y
C2 Se1 Se1 78.5(2) 3_766 3_766 y
Se1 C1 Sn1 113.8(3) . . y
Se1 C1 H1A 109(3) . . n
Sn1 C1 H1A 107(3) . . n
Se1 C1 H1B 104(5) . . n
Sn1 C1 H1B 109(5) . . n
H1A C1 H1B 114(6) . . n
Se1 C2 Sn1 113.9(3) 3_766 . y
Se1 C2 H2A 105(4) 3_766 . y
Sn1 C2 H2A 106(5) . . n
Se1 C2 H2B 120(4) 3_766 . n
Sn1 C2 H2B 106(4) . . n
H2A C2 H2B 106(7) . . n
Sn1 C3 H3A 109.5 . . n
Sn1 C3 H3B 109.5 . . n
H3A C3 H3B 109.5 . . n
Sn1 C3 H3C 109.5 . . n
H3A C3 H3C 109.5 . . n
H3B C3 H3C 109.5 . . n
Sn1 C4 H4A 109.5 . . n
Sn1 C4 H4B 109.5 . . n
H4A C4 H4B 109.5 . . n
Sn1 C4 H4C 109.5 . . n
H4A C4 H4C 109.5 . . n
H4B C4 H4C 109.5 . . n
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn1 C1 2.131(5) . y
Sn1 C3 2.132(6) . y
Sn1 C4 2.139(6) . y
Sn1 C2 2.177(6) . y
Se1 C1 1.953(6) . y
Se1 C2 1.961(6) 3_766 y
Se1 Se1 4.6526(14) 3_766 y
C1 H1A 0.95(6) . n
C1 H1B 0.94(9) . n
C2 Se1 1.961(6) 3_766 y
C2 H2A 0.99(8) . n
C2 H2B 1.05(8) . n
C3 H3A 0.9800 . n
C3 H3B 0.9800 . n
C3 H3C 0.9800 . n
C4 H4A 0.9800 . n
C4 H4B 0.9800 . n
C4 H4C 0.9800 . n
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
_geom_torsion_publ_flag
C2 Se1 C1 Sn1 -140.3(3) 3_766 . y
Se1 Se1 C1 Sn1 -75.5(2) 3_766 . y
C3 Sn1 C1 Se1 -140.5(3) . . n
C4 Sn1 C1 Se1 -14.3(4) . . n
C2 Sn1 C1 Se1 103.3(3) . . y
C1 Sn1 C2 Se1 1.0(4) . 3_766 y
C3 Sn1 C2 Se1 -116.9(3) . 3_766 n
C4 Sn1 C2 Se1 121.1(3) . 3_766 n
