#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/74/1507494.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_1507494
loop_
_publ_author_name
'Xu, Jianwei'
'Lai, Yee-Hing'
'He, Chaobin'
_publ_section_title
;
 A Unique Spherical Molecular Host withD2dSymmetry. A Novel Intramolecular
 Kinetic Equilibrium in Metal Ion Complexation between Two Crown Ethers
;
_journal_issue                   22
_journal_name_full               'Organic Letters'
_journal_page_first              3911
_journal_paper_doi               10.1021/ol026780t
_journal_volume                  4
_journal_year                    2002
_chemical_formula_sum            'C48 H60 O14 S4'
_chemical_formula_weight         989.20
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 96.1580(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.09450(10)
_cell_length_b                   19.84390(10)
_cell_length_c                   18.6198(3)
_cell_measurement_reflns_used    7685
_cell_measurement_temperature    293(2)
_cell_volume                     4810.36(9)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.927
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0475
_diffrn_reflns_av_sigmaI/netI    0.0440
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            21540
_diffrn_reflns_theta_full        29.15
_diffrn_reflns_theta_max         29.15
_diffrn_reflns_theta_min         1.87
_exptl_absorpt_coefficient_mu    0.264
_exptl_absorpt_correction_T_max  0.985542
_exptl_absorpt_correction_T_min  0.816814
_exptl_absorpt_correction_type   'Sadabs (Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular rod'
_exptl_crystal_F_000             2096
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.567
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     413
_refine_ls_number_reflns         6029
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.161
_refine_ls_R_factor_all          0.1245
_refine_ls_R_factor_gt           0.0760
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0258P)²+10.0256P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1283
_refine_ls_wR_factor_ref         0.1478
_reflns_number_gt                3919
_reflns_number_total             6029
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            si_20020005460.cif
_cod_data_source_block           lyh1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               1507494
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_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
S1 S 0.5000 1.10996(5) 0.2500 0.0549(3) Uani 1 2 d S . .
S2 S 0.08971(7) 0.87025(5) 0.12064(6) 0.0655(3) Uani 1 1 d . . .
S3 S 0.4992(4) 0.65235(10) 0.23145(16) 0.0814(12) Uani 0.50 1 d P . .
O1 O 0.56582(15) 0.92836(11) 0.11907(10) 0.0470(5) Uani 1 1 d . . .
O2 O 0.41227(16) 0.84081(10) 0.06121(10) 0.0481(5) Uani 1 1 d . . .
O3 O 0.5750(2) 0.74522(12) 0.03591(12) 0.0640(6) Uani 1 1 d . . .
O4 O 0.67540(16) 0.70541(12) 0.17141(11) 0.0558(6) Uani 1 1 d . . .
O5 O 0.83232(15) 0.79758(11) 0.22142(11) 0.0487(5) Uani 1 1 d . . .
O6A O 0.7825(2) 0.89597(18) 0.09687(15) 0.0583(11) Uani 0.858(9) 1 d P A 1
O6B O 0.7691(12) 0.9469(11) 0.1255(11) 0.056(8) Uani 0.142(9) 1 d P A 2
C1 C 0.5262(3) 1.0521(2) 0.1800(2) 0.0569(9) Uani 1 1 d . . .
H1A H 0.544(3) 1.082(2) 0.143(2) 0.082(12) Uiso 1 1 d . . .
H1B H 0.586(3) 1.0264(18) 0.1949(19) 0.068(11) Uiso 1 1 d . . .
C2 C 0.4400(2) 1.00549(15) 0.15191(16) 0.0457(7) Uani 1 1 d . . .
C3 C 0.3370(3) 1.02039(17) 0.15519(19) 0.0529(8) Uani 1 1 d . . .
H3 H 0.320(2) 1.0614(17) 0.1766(18) 0.063 Uiso 1 1 d . . .
C4 C 0.2614(3) 0.97646(18) 0.12837(19) 0.0546(8) Uani 1 1 d . . .
H4 H 0.195(3) 0.9868(17) 0.1323(18) 0.065 Uiso 1 1 d . . .
C5 C 0.2838(2) 0.91497(16) 0.09842(15) 0.0457(7) Uani 1 1 d . . .
C6 C 0.3865(2) 0.89999(15) 0.09392(15) 0.0428(7) Uani 1 1 d . . .
C7 C 0.4635(2) 0.94483(15) 0.12032(15) 0.0413(7) Uani 1 1 d . . .
C8 C 0.2025(3) 0.8641(2) 0.07233(19) 0.0585(9) Uani 1 1 d . . .
H8A H 0.230(3) 0.8174(19) 0.0777(19) 0.070 Uiso 1 1 d . . .
H8B H 0.181(3) 0.8700(17) 0.022(2) 0.070 Uiso 1 1 d . . .
C9 C 0.6034(3) 0.9201(3) 0.0490(2) 0.0712(11) Uani 1 1 d . A .
H9A H 0.596(3) 0.967(2) 0.051(2) 0.085 Uiso 1 1 d . . .
H9B H 0.596(3) 0.869(2) 0.034(2) 0.085 Uiso 1 1 d . . .
C10 C 0.7141(3) 0.9375(2) 0.0559(2) 0.0605(9) Uani 1 1 d . . .
H10A H 0.740(3) 0.9390(18) 0.007(2) 0.080(11) Uiso 1 1 d . . .
H10B H 0.717(3) 0.989(2) 0.077(2) 0.108(15) Uiso 1 1 d . . .
C11 C 0.4514(3) 0.78852(17) 0.11109(18) 0.0528(8) Uani 1 1 d . . .
H11A H 0.397(3) 0.7757(17) 0.1407(18) 0.063 Uiso 1 1 d . . .
H11B H 0.510(3) 0.8074(17) 0.1416(18) 0.063 Uiso 1 1 d . . .
C12 C 0.4841(3) 0.73065(19) 0.0682(2) 0.0623(10) Uani 1 1 d . . .
H12A H 0.430(3) 0.7202(18) 0.032(2) 0.075 Uiso 1 1 d . . .
H12B H 0.492(3) 0.6917(19) 0.100(2) 0.075 Uiso 1 1 d . . .
C13 C 0.6525(3) 0.69543(18) 0.04526(18) 0.0591(9) Uani 1 1 d . . .
H13A H 0.618(3) 0.6515(19) 0.0500(19) 0.071 Uiso 1 1 d . . .
H13B H 0.687(3) 0.6951(17) 0.002(2) 0.071 Uiso 1 1 d . . .
C14 C 0.7298(3) 0.7094(2) 0.10843(17) 0.0563(9) Uani 1 1 d . . .
H14A H 0.759(3) 0.7553(19) 0.1062(18) 0.068 Uiso 1 1 d . . .
H14B H 0.784(3) 0.6775(18) 0.1102(18) 0.068 Uiso 1 1 d . . .
C15 C 0.7294(2) 0.69970(16) 0.23874(15) 0.0454(7) Uani 1 1 d . . .
C16 C 0.6983(2) 0.64795(16) 0.28271(17) 0.0489(8) Uani 1 1 d . . .
C17 C 0.7467(3) 0.64345(19) 0.35252(18) 0.0572(9) Uani 1 1 d . . .
H17 H 0.724(3) 0.6091(18) 0.3832(19) 0.069 Uiso 1 1 d . . .
C18 C 0.8238(3) 0.68687(19) 0.37732(18) 0.0570(9) Uani 1 1 d . . .
H18 H 0.856(3) 0.6826(18) 0.4221(19) 0.068 Uiso 1 1 d . . .
C19 C 0.8555(2) 0.73843(17) 0.33409(17) 0.0497(8) Uani 1 1 d . . .
C20 C 0.8045(2) 0.74549(16) 0.26455(15) 0.0440(7) Uani 1 1 d . . .
C21 C 0.7566(3) 0.85123(18) 0.21317(19) 0.0532(8) Uani 1 1 d . A .
H21A H 0.691(3) 0.8326(17) 0.1876(18) 0.064 Uiso 1 1 d . . .
H21B H 0.744(2) 0.8670(17) 0.2620(19) 0.064 Uiso 1 1 d . . .
C22 C 0.7971(4) 0.9075(2) 0.1718(2) 0.0665(10) Uani 1 1 d . . .
H22A H 0.871(3) 0.9137(16) 0.1877(17) 0.057(9) Uiso 1 1 d . . .
H22B H 0.759(3) 0.953(2) 0.178(2) 0.076(12) Uiso 1 1 d . . .
C23 C 0.9430(3) 0.7834(2) 0.3619(2) 0.0586(9) Uani 1 1 d . . .
H23A H 0.990(2) 0.7887(16) 0.3292(17) 0.055(9) Uiso 1 1 d . . .
H23B H 0.976(3) 0.7630(18) 0.405(2) 0.074(11) Uiso 1 1 d . . .
C24 C 0.6109(3) 0.60245(18) 0.2562(2) 0.0579(9) Uani 1 1 d . . .
H24A H 0.601(3) 0.569(2) 0.290(2) 0.092(14) Uiso 1 1 d . . .
H24B H 0.612(3) 0.586(2) 0.207(2) 0.095(14) Uiso 1 1 d . . .
O1S O 0.0362(4) 0.9769(4) 0.9541(4) 0.205(3) Uani 1 1 d D . .
H1S H 0.006(2) 0.9542(17) 0.9139(12) 0.050 Uiso 1 1 d D . .
H2S H -0.012(2) 0.981(2) 0.9783(16) 0.050 Uiso 1 1 d D . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
S S 0.1246 0.1234 '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'
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'
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
C1 S1 C1 100.6(3) 2_655 .
C8 S2 C23 104.20(19) . 2_655
S3 S3 C24 79.0(7) 2_655 2_655
S3 S3 C24 78.8(7) 2_655 .
C24 S3 C24 108.1(3) 2_655 .
C7 O1 C9 117.7(2) . .
C6 O2 C11 114.4(2) . .
C13 O3 C12 115.4(3) . .
C15 O4 C14 119.7(3) . .
C20 O5 C21 113.0(2) . .
C10 O6A C22 117.5(3) . .
C22 O6B C10 131.2(18) . .
C2 C1 S1 116.7(2) . .
C3 C2 C7 117.6(3) . .
C3 C2 C1 123.2(3) . .
C7 C2 C1 119.1(3) . .
C4 C3 C2 121.0(3) . .
C3 C4 C5 122.0(3) . .
C4 C5 C6 117.5(3) . .
C4 C5 C8 123.0(3) . .
C6 C5 C8 119.5(3) . .
O2 C6 C5 119.5(3) . .
O2 C6 C7 119.8(3) . .
C5 C6 C7 120.7(3) . .
O1 C7 C2 118.2(3) . .
O1 C7 C6 120.6(3) . .
C2 C7 C6 121.2(3) . .
C5 C8 S2 112.3(3) . .
O1 C9 C10 108.6(3) . .
O6A C10 O6B 48.9(9) . .
O6A C10 C9 118.5(3) . .
O6B C10 C9 120.1(7) . .
O2 C11 C12 108.1(3) . .
O3 C12 C11 111.9(3) . .
O3 C13 C14 112.6(3) . .
O4 C14 C13 106.2(3) . .
O4 C15 C20 122.5(3) . .
O4 C15 C16 116.1(3) . .
C20 C15 C16 121.2(3) . .
C17 C16 C15 117.6(3) . .
C17 C16 C24 121.7(3) . .
C15 C16 C24 120.6(3) . .
C18 C17 C16 121.5(3) . .
C17 C18 C19 121.5(3) . .
C18 C19 C20 117.8(3) . .
C18 C19 C23 120.1(3) . .
C20 C19 C23 122.1(3) . .
O5 C20 C15 120.7(3) . .
O5 C20 C19 118.9(3) . .
C15 C20 C19 120.4(3) . .
O5 C21 C22 109.1(3) . .
O6B C22 O6A 52.4(11) . .
O6B C22 C21 140.2(8) . .
O6A C22 C21 112.0(3) . .
C19 C23 S2 116.1(2) . 2_655
C16 C24 S3 102.8(3) . 2_655
C16 C24 S3 109.0(3) . .
S3 C24 S3 22.25(19) 2_655 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C1 1.797(4) 2_655
S1 C1 1.797(4) .
S2 C8 1.813(4) .
S2 C23 1.814(4) 2_655
S3 S3 0.689(6) 2_655
S3 C24 1.784(5) 2_655
S3 C24 1.785(6) .
O1 C7 1.381(3) .
O1 C9 1.452(4) .
O2 C6 1.381(3) .
O2 C11 1.449(4) .
O3 C13 1.414(4) .
O3 C12 1.419(5) .
O4 C15 1.376(3) .
O4 C14 1.438(4) .
O5 C20 1.382(3) .
O5 C21 1.452(4) .
O6A C10 1.385(4) .
O6A C22 1.406(5) .
O6B C22 1.193(17) .
O6B C10 1.426(19) .
C1 C2 1.509(4) .
C2 C3 1.388(4) .
C2 C7 1.389(4) .
C3 C4 1.373(5) .
C4 C5 1.386(5) .
C5 C6 1.389(4) .
C5 C8 1.509(4) .
C6 C7 1.394(4) .
C9 C10 1.482(5) .
C11 C12 1.488(5) .
C13 C14 1.493(5) .
C15 C20 1.386(4) .
C15 C16 1.401(4) .
C16 C17 1.387(5) .
C16 C24 1.499(5) .
C17 C18 1.369(5) .
C18 C19 1.392(5) .
C19 C20 1.399(4) .
C19 C23 1.499(5) .
C21 C22 1.486(5) .
C23 S2 1.814(4) 2_655
C24 S3 1.784(5) 2_655
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
C1 S1 C1 C2 61.7(2) 2_655 .
S1 C1 C2 C3 25.2(5) . .
S1 C1 C2 C7 -155.6(3) . .
C7 C2 C3 C4 0.3(5) . .
C1 C2 C3 C4 179.6(3) . .
C2 C3 C4 C5 1.4(5) . .
C3 C4 C5 C6 -2.3(5) . .
C3 C4 C5 C8 176.5(3) . .
C11 O2 C6 C5 -103.8(3) . .
C11 O2 C6 C7 77.9(3) . .
C4 C5 C6 O2 -176.8(3) . .
C8 C5 C6 O2 4.4(4) . .
C4 C5 C6 C7 1.5(4) . .
C8 C5 C6 C7 -177.4(3) . .
C9 O1 C7 C2 -118.3(3) . .
C9 O1 C7 C6 64.9(4) . .
C3 C2 C7 O1 -177.7(3) . .
C1 C2 C7 O1 3.0(4) . .
C3 C2 C7 C6 -1.0(4) . .
C1 C2 C7 C6 179.6(3) . .
O2 C6 C7 O1 -5.0(4) . .
C5 C6 C7 O1 176.8(2) . .
O2 C6 C7 C2 178.4(3) . .
C5 C6 C7 C2 0.1(4) . .
C4 C5 C8 S2 -28.0(4) . .
C6 C5 C8 S2 150.8(3) . .
C23 S2 C8 C5 -137.1(3) 2_655 .
C7 O1 C9 C10 151.3(3) . .
C22 O6A C10 O6B 21.6(8) . .
C22 O6A C10 C9 -84.9(5) . .
C22 O6B C10 O6A -30.8(15) . .
C22 O6B C10 C9 72(2) . .
O1 C9 C10 O6A 67.4(5) . .
O1 C9 C10 O6B 10.8(12) . .
C6 O2 C11 C12 -175.1(3) . .
C13 O3 C12 C11 131.7(3) . .
O2 C11 C12 O3 71.6(4) . .
C12 O3 C13 C14 -94.6(4) . .
C15 O4 C14 C13 164.3(3) . .
O3 C13 C14 O4 64.6(4) . .
C14 O4 C15 C20 55.5(4) . .
C14 O4 C15 C16 -129.8(3) . .
O4 C15 C16 C17 -176.0(3) . .
C20 C15 C16 C17 -1.2(4) . .
O4 C15 C16 C24 0.0(4) . .
C20 C15 C16 C24 174.8(3) . .
C15 C16 C17 C18 -1.5(5) . .
C24 C16 C17 C18 -177.4(3) . .
C16 C17 C18 C19 1.4(5) . .
C17 C18 C19 C20 1.3(5) . .
C17 C18 C19 C23 -177.5(3) . .
C21 O5 C20 C15 74.9(3) . .
C21 O5 C20 C19 -107.0(3) . .
O4 C15 C20 O5 -3.5(4) . .
C16 C15 C20 O5 -178.0(2) . .
O4 C15 C20 C19 178.4(3) . .
C16 C15 C20 C19 3.9(4) . .
C18 C19 C20 O5 178.0(3) . .
C23 C19 C20 O5 -3.3(4) . .
C18 C19 C20 C15 -3.9(4) . .
C23 C19 C20 C15 174.9(3) . .
C20 O5 C21 C22 174.9(3) . .
C10 O6B C22 O6A 28.7(14) . .
C10 O6B C22 C21 -51(3) . .
C10 O6A C22 O6B -24.8(9) . .
C10 O6A C22 C21 112.5(4) . .
O5 C21 C22 O6B 139.4(19) . .
O5 C21 C22 O6A 82.3(4) . .
C18 C19 C23 S2 -111.4(3) . 2_655
C20 C19 C23 S2 69.9(4) . 2_655
C17 C16 C24 S3 96.4(3) . 2_655
C15 C16 C24 S3 -79.4(3) . 2_655
C17 C16 C24 S3 118.7(3) . .
C15 C16 C24 S3 -57.1(4) . .
S3 S3 C24 C16 -77.2(5) 2_655 .
C24 S3 C24 C16 -151.5(3) 2_655 .
C24 S3 C24 S3 -74.3(5) 2_655 2_655
