#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:39:36 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179121 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/83/4308322.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_4308322
loop_
_publ_author_name
'Marina A. Petrukhina'
'Colin Henck'
'Bo Li'
'Eric Block'
'Jin Jin'
'Shao-Zhong Zhang'
'Rodolphe Clerac'
_publ_section_title
;
Spirocyclic Sulfur and Selenium Ligands as Molecular Rigid Rods in
Coordination of Transition Metal Centers
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              77
_journal_page_last               84
_journal_paper_doi               10.1021/ic040102g
_journal_volume                  44
_journal_year                    2005
_chemical_formula_moiety         'S Se C5 H8'
_chemical_formula_sum            'C5 H8 S Se'
_chemical_formula_weight         179.13
_chemical_melting_point          318
_chemical_name_systematic
;
  2-thia-6-selenaspiro[3.3]heptane
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 109.1230(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.8538(5)
_cell_length_b                   19.4846(18)
_cell_length_c                   5.8579(5)
_cell_measurement_reflns_used    4719
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.20
_cell_measurement_theta_min      3.14
_cell_volume                     631.28(10)
_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 0.951
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device_type  'Brucker 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  0.0210
_diffrn_reflns_av_sigmaI/netI    0.0179
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            5332
_diffrn_reflns_theta_full        28.29
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         2.09
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count na
_diffrn_standards_interval_time  na
_diffrn_standards_number         'none (area dectector data)'
_exptl_absorpt_coefficient_mu    6.149
_exptl_absorpt_correction_T_max  0.4395
_exptl_absorpt_correction_T_min  0.1455
_exptl_absorpt_correction_type   'multi-scan (SADABS)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.885
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       block
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.426
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       0.037(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     116
_refine_ls_number_reflns         1486
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0197
_refine_ls_R_factor_gt           0.0186
_refine_ls_shift/su_max          0.031
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0332P)²+0.1178P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0512
_refine_ls_wR_factor_ref         0.0516
_reflns_number_gt                1417
_reflns_number_total             1486
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic040102g_3.cif
_cod_data_source_block           '[SSeC5H8]_(3)'
_cod_database_code               4308322
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.3106(7) 0.69704(13) 0.9770(5) 0.0277(5) Uani 0.5953(10) 1 d P . .
S1 S 0.292(3) 0.6982(4) 0.9781(17) 0.0223(10) Uani 0.4047(10) 1 d P . .
Se2 Se -0.3450(4) 0.57397(17) 0.4040(6) 0.0290(8) Uani 0.4047(10) 1 d P . .
S2 S -0.3465(6) 0.5764(3) 0.4061(8) 0.0215(10) Uani 0.5953(10) 1 d P . .
C1 C 0.0339(3) 0.65127(8) 1.0213(3) 0.0252(3) Uani 1 1 d . . .
C2 C 0.2247(3) 0.62173(9) 0.7510(3) 0.0276(3) Uani 1 1 d . . .
H2A H 0.078(4) 0.6189(10) 1.155(3) 0.032(5) Uiso 1 1 d . . .
H2B H -0.083(4) 0.6807(10) 1.042(3) 0.029(5) Uiso 1 1 d . . .
C3 C -0.0289(2) 0.61823(7) 0.7715(2) 0.0187(3) Uani 1 1 d . . .
H3A H 0.318(4) 0.5867(12) 0.821(4) 0.043(6) Uiso 1 1 d . . .
H3B H 0.239(4) 0.6299(10) 0.596(4) 0.034(5) Uiso 1 1 d . . .
C4 C -0.1557(3) 0.54798(7) 0.7236(3) 0.0266(3) Uani 1 1 d . . .
H4A H -0.258(4) 0.5406(10) 0.824(4) 0.039(5) Uiso 1 1 d . . .
H4B H -0.055(4) 0.5082(11) 0.734(4) 0.039(5) Uiso 1 1 d . . .
C5 C -0.2152(3) 0.65750(7) 0.5645(3) 0.0248(3) Uani 1 1 d . . .
H5A H -0.337(4) 0.6825(11) 0.615(4) 0.035(5) Uiso 1 1 d . . .
H5B H -0.154(4) 0.6889(10) 0.474(4) 0.034(5) 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
Se1 0.0250(7) 0.0298(7) 0.0246(6) 0.0004(4) 0.0031(3) -0.0086(4)
S1 0.0239(17) 0.0198(18) 0.0215(17) -0.0071(12) 0.0052(12) -0.0044(10)
Se2 0.0318(12) 0.0208(9) 0.0304(13) -0.0060(6) 0.0050(8) -0.0033(6)
S2 0.0135(14) 0.0300(18) 0.0183(16) -0.0034(10) 0.0014(10) -0.0036(9)
C1 0.0321(7) 0.0253(7) 0.0197(7) -0.0008(5) 0.0103(6) 0.0013(6)
C2 0.0207(7) 0.0361(8) 0.0269(7) -0.0054(6) 0.0089(6) -0.0007(6)
C3 0.0192(6) 0.0184(6) 0.0185(6) 0.0005(5) 0.0064(5) 0.0006(5)
C4 0.0293(7) 0.0188(7) 0.0301(7) 0.0020(5) 0.0076(6) -0.0011(6)
C5 0.0254(7) 0.0209(7) 0.0243(7) 0.0025(5) 0.0031(6) 0.0010(6)
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'
S S 0.1246 0.1234 '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'
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
C2 Se1 C1 72.59(12) . . y
C1 S1 C2 74.0(3) . . y
C4 Se2 C5 74.51(13) . . y
C5 S2 C4 75.36(17) . . y
C3 C1 S1 91.6(3) . . y
C3 C1 Se1 90.85(11) . . y
S1 C1 Se1 2.2(4) . . y
C3 C1 H2A 114.5(11) . . n
S1 C1 H2A 114.7(12) . . n
Se1 C1 H2A 113.2(12) . . n
C3 C1 H2B 115.3(12) . . n
S1 C1 H2B 112.4(13) . . n
Se1 C1 H2B 114.5(12) . . n
H2A C1 H2B 107.9(16) . . n
C3 C2 Se1 91.25(15) . . y
C3 C2 S1 88.0(4) . . y
Se1 C2 S1 3.3(6) . . y
C3 C2 H3A 113.2(15) . . n
Se1 C2 H3A 106.6(15) . . n
S1 C2 H3A 108.5(16) . . n
C3 C2 H3B 118.3(12) . . n
Se1 C2 H3B 116.2(12) . . n
S1 C2 H3B 117.4(13) . . n
H3A C2 H3B 109.8(19) . . n
C1 C3 C2 96.96(11) . . y
C1 C3 C4 119.95(12) . . y
C2 C3 C4 116.63(12) . . y
C1 C3 C5 115.46(11) . . y
C2 C3 C5 111.75(12) . . y
C4 C3 C5 97.09(11) . . y
C3 C4 Se2 91.90(13) . . y
C3 C4 S2 90.72(17) . . y
Se2 C4 S2 1.5(3) . . y
C3 C4 H4A 112.0(12) . . n
Se2 C4 H4A 110.9(13) . . n
S2 C4 H4A 110.5(13) . . n
C3 C4 H4B 117.2(13) . . n
Se2 C4 H4B 114.9(12) . . n
S2 C4 H4B 116.3(12) . . n
H4A C4 H4B 109.1(17) . . n
C3 C5 S2 92.36(16) . . y
C3 C5 Se2 91.67(13) . . y
S2 C5 Se2 0.8(2) . . y
C3 C5 H5A 114.0(12) . . n
S2 C5 H5A 110.2(12) . . n
Se2 C5 H5A 110.9(12) . . n
C3 C5 H5B 117.2(13) . . n
S2 C5 H5B 115.9(12) . . n
Se2 C5 H5B 115.9(12) . . n
H5A C5 H5B 106.8(17) . . 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
Se1 C2 1.929(3) . y
Se1 C1 1.940(4) . y
S1 C1 1.852(14) . y
S1 C2 1.950(7) . y
Se2 C4 1.906(3) . y
Se2 C5 1.909(4) . y
S2 C5 1.865(5) . y
S2 C4 1.912(5) . y
C1 C3 1.5293(19) . y
C1 H2A 0.971(19) . n
C1 H2B 0.93(2) . n
C2 C3 1.530(2) . y
C2 H3A 0.89(2) . n
C2 H3B 0.95(2) . n
C3 C4 1.5384(19) . y
C3 C5 1.5424(19) . y
C4 H4A 0.98(2) . n
C4 H4B 0.96(2) . n
C5 H5A 0.99(2) . n
C5 H5B 0.95(2) . n
