#------------------------------------------------------------------------------
#$Date: 2016-03-22 12:11:15 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178939 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/68/4116875.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_4116875
loop_
_publ_author_name
'Leo A. Paquette'
'David G. Bolin'
'Marshall Stepanian'
'Bruce M. Branan'
'Uppuluri V. Mallavadhani'
'Jinsung Tae'
'Shawn W. E. Eisenberg'
'Robin D. Rogers'
_publ_section_title
;
 Intramolecular Oxymercuration of Stereoisomeric Cyclohexyl-Belted
 Poly(spirotetrahydrofuranyl) Platforms
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11603
_journal_page_last               11615
_journal_paper_doi               10.1021/ja981756p
_journal_volume                  120
_journal_year                    1998
_chemical_formula_structural     'LAP207 (II-DGB-194)'
_chemical_formula_sum            'C21 H31 Cl Hg O5'
_chemical_formula_weight         599.50
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 103.375(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.1663(2)
_cell_length_b                   16.0242(4)
_cell_length_c                   14.9673(4)
_cell_measurement_reflns_used    6371
_cell_measurement_temperature    293(2)
_cell_volume                     2138.81(9)
_computing_cell_refinement       'Siemens SAINT'
_computing_data_collection       'Siemens SAINT'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens SMART CCD'
_diffrn_measurement_method       'area detector'
_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  0.0411
_diffrn_reflns_av_sigmaI/netI    0.0557
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13280
_diffrn_reflns_theta_max         27.81
_diffrn_reflns_theta_min         1.89
_exptl_absorpt_coefficient_mu    7.350
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.65
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.862
_exptl_crystal_description       fragment
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.849
_refine_diff_density_min         -0.724
_refine_diff_density_rms         0.106
_refine_ls_extinction_coef       0.00101(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.053
_refine_ls_goodness_of_fit_obs   1.124
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         4968
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_restrained_S_obs      1.124
_refine_ls_R_factor_all          0.0768
_refine_ls_R_factor_obs          0.0446
_refine_ls_shift/esd_max         -0.004
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme      '0.0162, 3.7945'
_refine_ls_wR_factor_all         0.0789
_refine_ls_wR_factor_obs         0.0701
_reflns_number_observed          3513
_reflns_number_total             4969
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ja981756p_04.cif
_cod_data_source_block           34
_cod_database_code               4116875
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
Hg Hg -0.89283(3) -0.10881(2) -0.42108(2) 0.04989(10) Uani 1 d .
Cl Cl -0.7863(3) -0.1962(2) -0.51238(14) 0.1018(8) Uani 1 d .
O1 O -0.9480(5) 0.0619(2) -0.2064(3) 0.0554(11) Uani 1 d .
O2 O -0.7260(4) -0.1202(2) -0.2393(3) 0.0467(10) Uani 1 d .
O3 O -0.8669(4) -0.1996(2) -0.1218(3) 0.0488(10) Uani 1 d .
O4 O -0.9784(4) -0.2099(2) -0.3050(2) 0.0421(9) Uani 1 d .
O5 O -1.2079(4) -0.1195(2) -0.4036(3) 0.0560(11) Uani 1 d .
C1 C -0.9955(6) -0.0312(3) -0.3402(3) 0.0356(12) Uani 1 d .
H1A H -1.0393(6) 0.0166(3) -0.3777(3) 0.043 Uiso 1 calc R
C2 C -0.8784(6) 0.0017(3) -0.2568(4) 0.0383(13) Uani 1 d .
C3 C -0.8148(6) -0.0708(3) -0.1902(4) 0.0393(13) Uani 1 d .
C4 C -0.9406(6) -0.1269(3) -0.1668(3) 0.0352(12) Uani 1 d .
C5 C -1.0580(5) -0.1566(3) -0.2535(4) 0.0355(12) Uani 1 d .
C6 C -1.1236(6) -0.0824(3) -0.3173(4) 0.0362(12) Uani 1 d .
C7 C -0.6998(7) -0.0410(4) -0.1024(4) 0.064(2) Uani 1 d .
H7A H -0.6993(7) 0.0194(4) -0.0985(4) 0.077 Uiso 1 calc R
H7B H -0.7254(7) -0.0635(4) -0.0478(4) 0.077 Uiso 1 calc R
C8 C -0.5497(9) -0.0724(6) -0.1105(7) 0.113(4) Uani 1 d .
H8A H -0.4915(9) -0.0280(6) -0.1293(7) 0.135 Uiso 1 calc R
H8B H -0.4940(9) -0.0949(6) -0.0524(7) 0.135 Uiso 1 calc R
C9 C -0.5826(7) -0.1379(5) -0.1804(6) 0.083(3) Uani 1 d .
H9A H -0.5062(7) -0.1388(5) -0.2157(6) 0.099 Uiso 1 calc R
H9B H -0.5842(7) -0.1920(5) -0.1516(6) 0.099 Uiso 1 calc R
C10 C -1.0151(8) -0.0847(4) -0.0947(4) 0.059(2) Uani 1 d .
H10A H -0.9794(8) -0.0278(4) -0.0829(4) 0.071 Uiso 1 calc R
H10B H -1.1233(8) -0.0836(4) -0.1166(4) 0.071 Uiso 1 calc R
C11 C -0.9698(11) -0.1375(5) -0.0073(5) 0.089(3) Uani 1 d .
H11A H -0.8928(11) -0.1097(5) 0.0383(5) 0.107 Uiso 1 calc R
H11B H -1.0556(11) -0.1481(5) 0.0187(5) 0.107 Uiso 1 calc R
C12 C -0.9119(9) -0.2167(5) -0.0382(5) 0.076(2) Uani 1 d .
H12A H -0.8271(9) -0.2368(5) 0.0083(5) 0.092 Uiso 1 calc R
H12B H -0.9895(9) -0.2591(5) -0.0485(5) 0.092 Uiso 1 calc R
C13 C -1.1811(7) -0.2153(4) -0.2337(5) 0.064(2) Uani 1 d .
H13A H -1.1844(7) -0.2126(4) -0.1695(5) 0.077 Uiso 1 calc R
H13B H -1.2787(7) -0.2001(4) -0.2710(5) 0.077 Uiso 1 calc R
C14 C -1.1358(11) -0.3024(4) -0.2587(7) 0.097(3) Uani 1 d .
H14A H -1.0743(11) -0.3301(4) -0.2055(7) 0.117 Uiso 1 calc R
H14B H -1.2235(11) -0.3364(4) -0.2830(7) 0.117 Uiso 1 calc R
C15 C -1.0514(8) -0.2875(4) -0.3281(6) 0.075(2) Uani 1 d .
H15A H -0.9787(8) -0.3316(4) -0.3275(6) 0.090 Uiso 1 calc R
H15B H -1.1179(8) -0.2850(4) -0.3887(6) 0.090 Uiso 1 calc R
C16 C -1.2367(6) -0.0288(4) -0.2839(4) 0.051(2) Uani 1 d .
H16A H -1.1894(6) 0.0204(4) -0.2521(4) 0.061 Uiso 1 calc R
H16B H -1.2846(6) -0.0600(4) -0.2430(4) 0.061 Uiso 1 calc R
C17 C -1.3491(8) -0.0052(5) -0.3719(6) 0.083(2) Uani 1 d .
H17A H -1.4494(8) -0.0011(5) -0.3615(6) 0.100 Uiso 1 calc R
H17B H -1.3227(8) 0.0478(5) -0.3953(6) 0.100 Uiso 1 calc R
C18 C -1.3401(9) -0.0730(5) -0.4363(6) 0.104(3) Uani 1 d .
H18A H -1.4269(9) -0.1091(5) -0.4427(6) 0.125 Uiso 1 calc R
H18B H -1.3400(9) -0.0499(5) -0.4962(6) 0.125 Uiso 1 calc R
C19 C -0.7572(7) 0.0507(4) -0.2885(5) 0.055(2) Uani 1 d .
H19A H -0.6643(7) 0.0510(4) -0.2417(5) 0.066 Uiso 1 calc R
H19B H -0.7386(7) 0.0275(4) -0.3447(5) 0.066 Uiso 1 calc R
C20 C -0.8220(10) 0.1366(5) -0.3042(7) 0.099(3) Uani 1 d .
H20A H -0.8802(10) 0.1430(5) -0.3668(7) 0.119 Uiso 1 calc R
H20B H -0.7436(10) 0.1786(5) -0.2921(7) 0.119 Uiso 1 calc R
C21 C -0.9209(10) 0.1432(4) -0.2366(6) 0.088(3) Uani 1 d .
H21A H -0.8720(10) 0.1771(4) -0.1845(6) 0.106 Uiso 1 calc R
H21B H -1.0151(10) 0.1696(4) -0.2657(6) 0.106 Uiso 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'
O O 0.0106 0.0060 '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'
Hg Hg -2.3894 9.2266 '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
C1 Hg Cl 178.30(15)
C1 Hg O4 75.1(2)
Cl Hg O4 104.35(10)
C21 O1 C2 108.1(5)
C9 O2 C3 109.8(5)
C12 O3 C4 111.5(5)
C15 O4 C5 112.3(5)
C15 O4 Hg 125.2(4)
C5 O4 Hg 104.5(3)
C18 O5 C6 109.0(5)
C6 C1 C2 115.3(4)
C6 C1 Hg 106.3(3)
C2 C1 Hg 110.4(3)
O1 C2 C19 105.0(4)
O1 C2 C1 109.9(4)
C19 C2 C1 110.2(5)
O1 C2 C3 107.8(4)
C19 C2 C3 113.1(5)
C1 C2 C3 110.6(4)
O2 C3 C2 104.7(4)
O2 C3 C7 104.2(4)
C2 C3 C7 113.1(4)
O2 C3 C4 109.1(4)
C2 C3 C4 112.8(4)
C7 C3 C4 112.1(5)
O3 C4 C5 107.7(4)
O3 C4 C10 105.2(4)
C5 C4 C10 112.4(5)
O3 C4 C3 106.3(4)
C5 C4 C3 113.1(4)
C10 C4 C3 111.6(4)
O4 C5 C13 102.8(4)
O4 C5 C4 106.6(4)
C13 C5 C4 114.8(5)
O4 C5 C6 107.1(4)
C13 C5 C6 112.7(4)
C4 C5 C6 111.9(4)
O5 C6 C16 105.0(4)
O5 C6 C1 107.1(4)
C16 C6 C1 112.8(4)
O5 C6 C5 106.3(4)
C16 C6 C5 115.3(5)
C1 C6 C5 109.7(4)
C8 C7 C3 106.5(6)
C9 C8 C7 104.9(6)
O2 C9 C8 107.9(6)
C11 C10 C4 105.9(5)
C12 C11 C10 104.6(5)
O3 C12 C11 107.6(5)
C14 C13 C5 104.9(6)
C15 C14 C13 104.2(6)
O4 C15 C14 105.6(6)
C6 C16 C17 103.4(5)
C18 C17 C16 104.8(5)
O5 C18 C17 109.7(6)
C20 C19 C2 103.4(5)
C19 C20 C21 103.7(6)
O1 C21 C20 109.0(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Hg C1 2.103(5)
Hg Cl 2.324(2)
Hg O4 2.625(4)
O1 C21 1.420(8)
O1 C2 1.459(7)
O2 C9 1.431(7)
O2 C3 1.452(7)
O3 C12 1.432(8)
O3 C4 1.433(6)
O4 C15 1.416(7)
O4 C5 1.455(6)
O5 C18 1.411(8)
O5 C6 1.469(6)
C1 C6 1.535(7)
C1 C2 1.540(7)
C2 C19 1.523(7)
C2 C3 1.554(7)
C3 C7 1.557(7)
C3 C4 1.565(7)
C4 C5 1.557(7)
C4 C10 1.558(8)
C5 C13 1.549(7)
C5 C6 1.556(7)
C6 C16 1.518(7)
C7 C8 1.497(11)
C8 C9 1.463(11)
C10 C11 1.533(9)
C11 C12 1.490(10)
C13 C14 1.527(10)
C14 C15 1.452(11)
C16 C17 1.520(9)
C17 C18 1.467(10)
C19 C20 1.496(10)
C20 C21 1.511(12)
