#------------------------------------------------------------------------------
#$Date: 2016-02-20 01:53:41 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/13/2101384.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2101384
loop_
_publ_author_name
'Doi, M.'
'In, Y.'
'Nishino, T.'
'Ishida, T.'
'Inoue, M.'
'Shibuya, H.'
'Ohashi, K.'
'Narita, N.'
'Kitagawa, I.'
_publ_section_title
;
 Structural properties of synthetic ionophore GL₂E₄
 diastereomers, 18-membered cyclic lactone tetraepoxides, by X-ray
 crystal analyses: possible relation between crystal structure and
 Ca²⁺-transportation ability
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              1045
_journal_page_last               1050
_journal_paper_doi               10.1107/S0108768195004678
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C20 H28 O8'
_chemical_formula_weight         396.42
_chemical_name_common            GL2E4-4
_chemical_name_systematic        GL2E4-2-1
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL
_cell_angle_alpha                107.76(3)
_cell_angle_beta                 91.13(3)
_cell_angle_gamma                100.56(3)
_cell_formula_units_Z            1
_cell_length_a                   10.649(4)
_cell_length_b                   8.559(4)
_cell_length_c                   5.734(2)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.5
_cell_measurement_theta_min      20.7
_cell_volume                     487.7(4)
_computing_cell_refinement       'IBM PC/AT'
_computing_data_collection       'IBM PC/AT'
_computing_data_reduction        'IBM PC/AT'
_computing_molecular_graphics    'VAXstation 3100'
_computing_publication_material  'VAXstation 3100'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'RIGAKU AFC-5'
_diffrn_measurement_method       2θ-ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotated anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0080
_diffrn_reflns_av_sigmaI/netI    0.0112
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            1793
_diffrn_reflns_theta_max         65.12
_diffrn_reflns_theta_min         4.24
_diffrn_standards_decay_%        0.978
_diffrn_standards_interval_count 100
_diffrn_standards_number         4
_exptl_absorpt_coefficient_mu    0.871
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            clear
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_F_000             212
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.259
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.065
_refine_ls_goodness_of_fit_obs   1.091
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         1669
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_restrained_S_obs      1.091
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_obs          0.0463
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0668P)²+0.1889P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1245
_refine_ls_wR_factor_obs         0.1231
_reflns_number_observed          1563
_reflns_number_total             1669
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            as0679.cif
_cod_data_source_block           GL2E4-4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' tag value 'no' was replaced with
'none' value.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0668P)^2^+0.1889P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0668P)^2^+0.1889P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        487.7(3)
_cod_database_code               2101384
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0515(8) 0.0788(10) 0.0378(7) -0.0013(7) -0.0051(6) 0.0164(7)
C1 0.0392(9) 0.0415(9) 0.0343(9) 0.0088(7) 0.0030(7) 0.0094(7)
C2 0.0371(9) 0.0421(9) 0.0353(8) 0.0090(7) 0.0070(7) 0.0126(7)
C2M 0.0397(10) 0.0503(11) 0.0714(13) 0.0127(8) 0.0059(9) 0.0245(10)
O23 0.0586(8) 0.0568(8) 0.0385(7) 0.0100(6) 0.0143(6) 0.0162(6)
C3 0.0415(9) 0.0464(10) 0.0399(9) 0.0116(7) 0.0070(7) 0.0171(7)
C4 0.0382(9) 0.0426(10) 0.0574(11) 0.0070(7) 0.0124(8) 0.0193(8)
C5 0.0356(9) 0.0451(10) 0.0528(11) 0.0065(7) -0.0015(8) 0.0172(8)
C6 0.0340(8) 0.0389(9) 0.0351(9) 0.0029(7) -0.0017(6) 0.0114(7)
C6M 0.0452(10) 0.0409(10) 0.0596(12) 0.0080(8) 0.0085(8) 0.0208(8)
O67 0.0461(7) 0.0562(8) 0.0347(7) 0.0038(6) -0.0036(5) 0.0125(6)
C7 0.0392(9) 0.0412(9) 0.0348(9) 0.0024(7) 0.0006(7) 0.0139(7)
C8 0.0386(10) 0.0519(10) 0.0420(10) 0.0014(8) 0.0035(7) 0.0207(8)
O8 0.0376(7) 0.0643(8) 0.0346(7) -0.0050(6) 0.0006(5) 0.0140(6)
loop_
_atom_site_label
_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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
O1 0.45712(13) 0.7396(2) 1.0589(2) 0.0585(4) Uani d . 1 O
C1 0.3821(2) 0.6808(2) 0.8825(3) 0.0388(4) Uani d . 1 C
C2 0.2483(2) 0.5832(2) 0.8720(3) 0.0378(4) Uani d . 1 C
C2M 0.1463(2) 0.6530(2) 0.7738(4) 0.0520(5) Uani d . 1 C
H2M1 0.1549(9) 0.6385(17) 0.6025(8) 0.078 Uiso calc R 1 H
H2M2 0.1558(9) 0.7701(5) 0.8622(19) 0.078 Uiso calc R 1 H
H2M3 0.0632(2) 0.5950(13) 0.794(3) 0.078 Uiso calc R 1 H
O23 0.22025(13) 0.5293(2) 1.0813(2) 0.0511(4) Uani d . 1 O
C3 0.2337(2) 0.4054(2) 0.8525(3) 0.0414(4) Uani d . 1 C
H3 0.3137(2) 0.3635(2) 0.8444(3) 0.050 Uiso calc R 1 H
C4 0.1177(2) 0.2785(2) 0.7223(4) 0.0453(5) Uani d . 1 C
H4A 0.0422(2) 0.3277(2) 0.7559(4) 0.054 Uiso calc R 1 H
H4B 0.1078(2) 0.1840(2) 0.7847(4) 0.054 Uiso calc R 1 H
C5 0.1279(2) 0.2172(2) 0.4445(3) 0.0444(4) Uani d . 1 C
H5A 0.0494(2) 0.1391(2) 0.3674(3) 0.053 Uiso calc R 1 H
H5B 0.1352(2) 0.3120(2) 0.3830(3) 0.053 Uiso calc R 1 H
C6 0.2398(2) 0.1329(2) 0.3694(3) 0.0367(4) Uani d . 1 C
C6M 0.2431(2) -0.0187(2) 0.4477(4) 0.0474(5) Uani d . 1 C
H6M1 0.1609(4) -0.0929(9) 0.406(2) 0.071 Uiso calc R 1 H
H6M2 0.2631(14) 0.0153(3) 0.6221(5) 0.071 Uiso calc R 1 H
H6M3 0.3073(10) -0.0753(10) 0.365(2) 0.071 Uiso calc R 1 H
O67 0.26984(12) 0.1177(2) 0.1184(2) 0.0470(4) Uani d . 1 O
C7 0.3585(2) 0.2298(2) 0.3172(3) 0.0387(4) Uani d . 1 C
H7 0.3610(2) 0.3495(2) 0.3486(3) 0.046 Uiso calc R 1 H
C8 0.4838(2) 0.1822(2) 0.3527(3) 0.0438(4) Uani d . 1 C
H8A 0.4896(2) 0.1665(2) 0.5128(3) 0.053 Uiso calc R 1 H
H8B 0.4852(2) 0.0756(2) 0.2302(3) 0.053 Uiso calc R 1 H
O8 0.59518(12) 0.3020(2) 0.3362(2) 0.0479(4) Uani d . 1 O
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O1 C1 O8 . 2_666 123.9(2)
O1 C1 C2 . . 126.6(2)
O8 C1 C2 2_666 . 109.55(14)
O23 C2 C3 . . 59.64(11)
O23 C2 C1 . . 114.85(14)
C3 C2 C1 . . 117.44(15)
O23 C2 C2M . . 116.49(15)
C3 C2 C2M . . 123.0(2)
C1 C2 C2M . . 114.01(15)
C2 O23 C3 . . 61.57(11)
O23 C3 C2 . . 58.80(11)
O23 C3 C4 . . 118.7(2)
C2 C3 C4 . . 122.0(2)
C3 C4 C5 . . 111.63(15)
C6 C5 C4 . . 114.08(15)
O67 C6 C7 . . 59.00(11)
O67 C6 C6M . . 115.59(15)
C7 C6 C6M . . 120.3(2)
O67 C6 C5 . . 113.36(14)
C7 C6 C5 . . 119.3(2)
C6M C6 C5 . . 115.9(2)
C7 O67 C6 . . 61.06(11)
O67 C7 C6 . . 59.94(11)
O67 C7 C8 . . 117.3(2)
C6 C7 C8 . . 119.9(2)
O8 C8 C7 . . 114.8(2)
C1 O8 C8 2_666 . 118.17(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O1 C1 . 1.194(2)
C1 O8 2_666 1.328(2)
C1 C2 . 1.504(3)
C2 O23 . 1.430(2)
C2 C3 . 1.470(3)
C2 C2M . 1.508(3)
O23 C3 . 1.442(2)
C3 C4 . 1.497(3)
C4 C5 . 1.530(3)
C5 C6 . 1.507(2)
C6 O67 . 1.453(2)
C6 C7 . 1.469(2)
C6 C6M . 1.502(2)
O67 C7 . 1.439(2)
C7 C8 . 1.492(3)
C8 O8 . 1.444(2)
O8 C1 2_666 1.328(2)
