#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008487.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_2008487
loop_
_publ_author_name
'Chinnakali, K.'
'Fun, H.-K.'
'Mal, D.'
'Bandopadhyay, M.'
'Datta, K.'
'Nigam, G. D.'
_publ_section_title
;
 5a,6,9,9a-Tetrahydro-4-hydroxy-6,9-methano-5<i>H</i>-fluoreno[2,3-<i>b</i>]furan-5-one
 and
 5a,6,9,9a-tetrahydro-6,9-methano-4-methoxy-5<i>H</i>-fluoreno[2,3-<i>b</i>]furan-5-ol
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              774
_journal_page_last               776
_journal_volume                  55
_journal_year                    1999
_chemical_formula_sum            'C17 H16 O3'
_chemical_formula_weight         268.30
_chemical_name_systematic
;
5,5a,6,9,9a-pentahydro-5-hydroxy-6,9-methano-4-methoxyfluoreno[ 2,3-d]furan
;
_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-97
_cell_angle_alpha                73.852(8)
_cell_angle_beta                 86.554(9)
_cell_angle_gamma                78.9160(10)
_cell_formula_units_Z            4
_cell_length_a                   9.83180(10)
_cell_length_b                   9.9472(2)
_cell_length_c                   14.2471(3)
_cell_measurement_reflns_used    4108
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      1.49
_cell_volume                     1313.38(7)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL and PARST (Nardelli, 1995)'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measurement_device       'Siemens SMART CCD area-detector'
_diffrn_measurement_method       \w
_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  0.054
_diffrn_reflns_av_sigmaI/netI    0.109
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            10634
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         1.49
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.25
_refine_ls_extinction_coef       0.018(2)
_refine_ls_extinction_method     SHELXTL
_refine_ls_goodness_of_fit_ref   0.906
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         6190
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.906
_refine_ls_R_factor_all          0.142
_refine_ls_R_factor_gt           0.058
_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/[\s^2^(Fo^2^)+(0.0678P)^2^] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.159
_reflns_number_gt                2899
_reflns_number_total             6190
_reflns_threshold_expression     I>2\s(I)
_[local]_cod_data_source_file    na1407.cif
_[local]_cod_data_source_block   II
_cod_original_cell_volume        1313.38(4)
_cod_database_code               2008487
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
O1A 0.2855(2) 0.78963(16) 0.43160(13) 0.0571(5) Uani d . 1 O
O2A 0.1704(2) 0.36126(18) 0.63072(14) 0.0649(6) Uani d . 1 O
O3A 0.2329(2) 0.1336(2) 0.52764(18) 0.0934(9) Uani d . 1 O
H3AA 0.1966 0.1381 0.5803 0.140 Uiso calc R 1 H
C1A 0.3872(3) 0.5722(2) 0.38631(18) 0.0428(6) Uani d . 1 C
H1AA 0.4367 0.6180 0.3333 0.051 Uiso calc R 1 H
C2A 0.3033(3) 0.6449(2) 0.44402(17) 0.0415(6) Uani d . 1 C
C3A 0.2251(2) 0.5842(2) 0.52389(18) 0.0403(6) Uani d . 1 C
C4A 0.2344(3) 0.4361(2) 0.54881(17) 0.0410(6) Uani d . 1 C
C5A 0.3183(2) 0.3600(2) 0.49332(17) 0.0380(6) Uani d . 1 C
C6A 0.3509(3) 0.2006(2) 0.5124(2) 0.0534(7) Uani d . 1 C
H6AA 0.4106 0.1604 0.5699 0.064 Uiso calc R 1 H
C7A 0.4344(3) 0.1754(2) 0.42159(18) 0.0453(6) Uani d . 1 C
H7AA 0.5204 0.1072 0.4426 0.054 Uiso calc R 1 H
C8A 0.3621(3) 0.1302(3) 0.3451(2) 0.0535(7) Uani d . 1 C
H8AA 0.3521 0.0300 0.3629 0.064 Uiso calc R 1 H
C9A 0.2322(3) 0.2363(3) 0.3127(2) 0.0665(9) Uani d . 1 C
H9AA 0.1421 0.2206 0.3273 0.080 Uiso calc R 1 H
C10A 0.2681(3) 0.3564(3) 0.2597(2) 0.0604(8) Uani d . 1 C
H10A 0.2080 0.4398 0.2295 0.072 Uiso calc R 1 H
C11A 0.4226(3) 0.3337(2) 0.25706(18) 0.0465(6) Uani d . 1 C
H11A 0.4636 0.3998 0.2037 0.056 Uiso calc R 1 H
C12A 0.4703(2) 0.3207(2) 0.36184(17) 0.0390(6) Uani d . 1 C
H12A 0.5703 0.3185 0.3627 0.047 Uiso calc R 1 H
C13A 0.3926(2) 0.4275(2) 0.41238(17) 0.0370(5) Uani d . 1 C
C14A 0.4563(3) 0.1762(3) 0.25682(19) 0.0526(7) Uani d . 1 C
H14A 0.4265 0.1601 0.1978 0.063 Uiso calc R 1 H
H14B 0.5532 0.1341 0.2693 0.063 Uiso calc R 1 H
C15A 0.1949(3) 0.8172(3) 0.5039(2) 0.0590(8) Uani d . 1 C
H15A 0.1642 0.9078 0.5120 0.071 Uiso calc R 1 H
C16A 0.1559(3) 0.7004(3) 0.5612(2) 0.0514(7) Uani d . 1 C
H16A 0.0961 0.6949 0.6147 0.062 Uiso calc R 1 H
C17A 0.0305(3) 0.4081(4) 0.6474(2) 0.0771(10) Uani d . 1 C
H17A 0.0157 0.4025 0.7155 0.116 Uiso calc R 1 H
H17B -0.0238 0.3492 0.6288 0.116 Uiso calc R 1 H
H17C 0.0032 0.5050 0.6094 0.116 Uiso calc R 1 H
O1B -0.25358(17) 0.18239(19) 0.90957(16) 0.0639(6) Uani d . 1 O
O2B 0.15862(19) 0.02072(19) 0.75555(15) 0.0650(6) Uani d . 1 O
O3B 0.37925(17) 0.1812(2) 0.78004(13) 0.0563(5) Uani d . 1 O
H3BA 0.3162 0.2142 0.7403 0.084 Uiso calc R 1 H
C1B -0.0388(3) 0.2253(3) 0.96357(19) 0.0490(7) Uani d . 1 C
H1BA -0.0822 0.2708 1.0091 0.059 Uiso calc R 1 H
C2B -0.1112(2) 0.1714(2) 0.9075(2) 0.0450(6) Uani d . 1 C
C3B -0.0531(2) 0.1021(2) 0.83790(19) 0.0443(6) Uani d . 1 C
C4B 0.0904(2) 0.0848(2) 0.82453(18) 0.0417(6) Uani d . 1 C
C5B 0.1672(2) 0.1390(2) 0.87892(17) 0.0375(6) Uani d . 1 C
C6B 0.3226(2) 0.1317(3) 0.87496(19) 0.0459(6) Uani d . 1 C
H6BA 0.3668 0.0322 0.9022 0.055 Uiso calc R 1 H
C7B 0.3479(2) 0.2169(2) 0.94631(19) 0.0455(6) Uani d . 1 C
H7BA 0.4156 0.1575 0.9956 0.055 Uiso calc R 1 H
C8B 0.3909(3) 0.3649(3) 0.90166(19) 0.0473(6) Uani d . 1 C
H8BA 0.4880 0.3627 0.8811 0.057 Uiso calc R 1 H
C9B 0.2846(3) 0.4554(2) 0.82657(19) 0.0470(6) Uani d . 1 C
H9BA 0.2986 0.4828 0.7593 0.056 Uiso calc R 1 H
C10B 0.1681(3) 0.4890(2) 0.8734(2) 0.0482(6) Uani d . 1 C
H10B 0.0859 0.5444 0.8449 0.058 Uiso calc R 1 H
C11B 0.1926(3) 0.4214(3) 0.98077(19) 0.0506(7) Uani d . 1 C
H11B 0.1287 0.4628 1.0251 0.061 Uiso calc R 1 H
C12B 0.2073(2) 0.2568(3) 0.99715(18) 0.0461(6) Uani d . 1 C
H12B 0.2116 0.2076 1.0671 0.055 Uiso calc R 1 H
C13B 0.1032(2) 0.2074(2) 0.94792(17) 0.0408(6) Uani d . 1 C
C14B 0.3451(3) 0.4321(3) 0.9865(2) 0.0569(7) Uani d . 1 C
H14C 0.3875 0.3756 1.0482 0.068 Uiso calc R 1 H
H14D 0.3594 0.5295 0.9726 0.068 Uiso calc R 1 H
C15B -0.2820(3) 0.1206(3) 0.8399(3) 0.0682(9) Uani d . 1 C
H15B -0.3710 0.1142 0.8252 0.082 Uiso calc R 1 H
C16B -0.1682(3) 0.0709(3) 0.7955(2) 0.0590(8) Uani d . 1 C
H16B -0.1641 0.0249 0.7465 0.071 Uiso calc R 1 H
C17B 0.1398(4) -0.1124(4) 0.7577(3) 0.1264(19) Uani d . 1 C
H17D 0.2208 -0.1612 0.7318 0.190 Uiso calc R 1 H
H17E 0.0608 -0.1052 0.7189 0.190 Uiso calc R 1 H
H17F 0.1245 -0.1644 0.8239 0.190 Uiso calc R 1 H
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
O1A 0.0827(14) 0.0328(9) 0.0616(12) -0.0191(9) 0.0040(11) -0.0175(9)
O2A 0.0720(14) 0.0469(10) 0.0630(13) -0.0056(9) 0.0287(11) -0.0038(9)
O3A 0.132(2) 0.0582(12) 0.1114(19) -0.0593(14) 0.0765(17) -0.0463(13)
C1A 0.0554(16) 0.0397(13) 0.0389(13) -0.0195(12) 0.0018(12) -0.0127(11)
C2A 0.0537(15) 0.0309(12) 0.0439(14) -0.0143(11) -0.0068(13) -0.0109(11)
C3A 0.0447(14) 0.0370(13) 0.0438(14) -0.0086(11) -0.0054(12) -0.0167(11)
C4A 0.0496(15) 0.0370(13) 0.0374(13) -0.0123(11) 0.0018(12) -0.0094(11)
C5A 0.0435(13) 0.0315(12) 0.0407(13) -0.0095(10) 0.0002(12) -0.0111(10)
C6A 0.0767(19) 0.0303(13) 0.0496(16) -0.0102(13) 0.0144(15) -0.0078(11)
C7A 0.0509(15) 0.0318(12) 0.0509(15) -0.0032(11) 0.0027(13) -0.0113(11)
C8A 0.0634(18) 0.0398(14) 0.0658(18) -0.0190(13) 0.0150(16) -0.0251(13)
C9A 0.0478(17) 0.079(2) 0.092(2) -0.0207(16) 0.0024(17) -0.0503(19)
C10A 0.0635(19) 0.0595(18) 0.0629(19) 0.0036(15) -0.0210(16) -0.0303(15)
C11A 0.0613(17) 0.0417(14) 0.0396(14) -0.0161(12) 0.0037(13) -0.0124(11)
C12A 0.0385(13) 0.0391(13) 0.0412(14) -0.0101(11) 0.0007(12) -0.0122(11)
C13A 0.0400(13) 0.0346(12) 0.0397(13) -0.0106(10) -0.0027(11) -0.0125(10)
C14A 0.0577(17) 0.0535(16) 0.0534(17) -0.0108(13) 0.0036(14) -0.0260(13)
C15A 0.0703(19) 0.0388(15) 0.073(2) -0.0019(14) -0.0038(17) -0.0277(14)
C16A 0.0553(16) 0.0441(15) 0.0611(17) -0.0098(13) 0.0030(14) -0.0248(13)
C17A 0.0479(18) 0.103(2) 0.068(2) -0.0235(17) -0.0033(16) 0.0040(18)
O1B 0.0349(10) 0.0642(12) 0.0939(16) -0.0145(9) 0.0058(11) -0.0214(11)
O2B 0.0638(12) 0.0662(12) 0.0826(15) -0.0281(10) 0.0214(11) -0.0427(11)
O3B 0.0389(10) 0.0763(13) 0.0595(12) -0.0177(10) 0.0077(9) -0.0251(10)
C1B 0.0449(15) 0.0494(15) 0.0561(17) -0.0144(12) 0.0136(14) -0.0190(13)
C2B 0.0312(13) 0.0423(14) 0.0597(17) -0.0121(11) 0.0030(13) -0.0081(12)
C3B 0.0401(14) 0.0398(13) 0.0538(16) -0.0157(11) -0.0033(13) -0.0079(12)
C4B 0.0436(15) 0.0390(13) 0.0447(14) -0.0121(11) 0.0042(12) -0.0128(11)
C5B 0.0330(13) 0.0346(12) 0.0446(14) -0.0090(10) 0.0004(11) -0.0086(10)
C6B 0.0388(14) 0.0415(13) 0.0564(16) -0.0079(11) -0.0022(13) -0.0110(12)
C7B 0.0380(14) 0.0484(14) 0.0485(15) -0.0088(11) -0.0115(12) -0.0076(12)
C8B 0.0402(14) 0.0534(15) 0.0534(16) -0.0182(12) -0.0021(13) -0.0161(13)
C9B 0.0547(16) 0.0435(14) 0.0458(15) -0.0194(13) -0.0030(14) -0.0095(12)
C10B 0.0478(16) 0.0395(14) 0.0598(17) -0.0093(12) -0.0089(14) -0.0153(12)
C11B 0.0533(16) 0.0595(16) 0.0496(16) -0.0202(13) 0.0033(14) -0.0264(13)
C12B 0.0491(15) 0.0533(15) 0.0388(14) -0.0177(12) -0.0001(13) -0.0118(12)
C13B 0.0418(14) 0.0394(13) 0.0420(14) -0.0138(11) 0.0003(12) -0.0081(11)
C14B 0.0600(18) 0.0640(17) 0.0563(17) -0.0244(14) -0.0096(15) -0.0212(14)
C15B 0.0439(17) 0.0619(18) 0.102(3) -0.0199(14) -0.0127(18) -0.0179(18)
C16B 0.0490(17) 0.0566(17) 0.077(2) -0.0202(14) -0.0082(16) -0.0180(15)
C17B 0.154(4) 0.109(3) 0.170(4) -0.085(3) 0.092(4) -0.105(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'
O O 0.0106 0.0060 '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_publ_flag
C15A O1A C2A 105.68(18) ?
C4A O2A C17A 118.9(2) ?
C6A O3A H3AA 109.5 ?
C13A C1A C2A 115.5(2) ?
C13A C1A H1AA 122.3 ?
C2A C1A H1AA 122.3 ?
O1A C2A C1A 124.7(2) ?
O1A C2A C3A 109.7(2) ?
C1A C2A C3A 125.6(2) ?
C2A C3A C4A 117.2(2) ?
C2A C3A C16A 105.7(2) ?
C4A C3A C16A 137.0(2) ?
C5A C4A O2A 118.1(2) ?
C5A C4A C3A 118.6(2) ?
O2A C4A C3A 123.1(2) ?
C4A C5A C13A 121.5(2) ?
C4A C5A C6A 126.8(2) ?
C13A C5A C6A 111.5(2) ?
O3A C6A C5A 114.7(2) ?
O3A C6A C7A 111.1(2) ?
C5A C6A C7A 104.51(18) ?
O3A C6A H6AA 108.8 ?
C5A C6A H6AA 108.8 ?
C7A C6A H6AA 108.8 ?
C6A C7A C8A 118.6(2) ?
C6A C7A C12A 107.22(17) ?
C8A C7A C12A 102.53(19) ?
C6A C7A H7AA 109.4 ?
C8A C7A H7AA 109.4 ?
C12A C7A H7AA 109.4 ?
C9A C8A C14A 100.1(2) ?
C9A C8A C7A 108.8(2) ?
C14A C8A C7A 99.09(19) ?
C9A C8A H8AA 115.6 ?
C14A C8A H8AA 115.6 ?
C7A C8A H8AA 115.6 ?
C10A C9A C8A 108.0(2) ?
C10A C9A H9AA 126.0 ?
C8A C9A H9AA 126.0 ?
C9A C10A C11A 107.5(3) ?
C9A C10A H10A 126.3 ?
C11A C10A H10A 126.3 ?
C10A C11A C14A 100.1(2) ?
C10A C11A C12A 106.8(2) ?
C14A C11A C12A 100.0(2) ?
C10A C11A H11A 115.9 ?
C14A C11A H11A 115.9 ?
C12A C11A H11A 115.9 ?
C13A C12A C7A 104.95(17) ?
C13A C12A C11A 116.9(2) ?
C7A C12A C11A 102.72(18) ?
C13A C12A H12A 110.6 ?
C7A C12A H12A 110.6 ?
C11A C12A H12A 110.6 ?
C1A C13A C5A 121.5(2) ?
C1A C13A C12A 127.9(2) ?
C5A C13A C12A 110.65(18) ?
C8A C14A C11A 93.23(18) yes
C8A C14A H14A 113.1 ?
C11A C14A H14A 113.1 ?
C8A C14A H14B 113.1 ?
C11A C14A H14B 113.1 ?
H14A C14A H14B 110.5 ?
C16A C15A O1A 112.7(2) ?
C16A C15A H15A 123.6 ?
O1A C15A H15A 123.6 ?
C15A C16A C3A 106.2(2) ?
C15A C16A H16A 126.9 ?
C3A C16A H16A 126.9 ?
O2A C17A H17A 109.5 ?
O2A C17A H17B 109.5 ?
H17A C17A H17B 109.5 ?
O2A C17A H17C 109.5 ?
H17A C17A H17C 109.5 ?
H17B C17A H17C 109.5 ?
C15B O1B C2B 105.4(2) ?
C17B O2B C4B 118.8(2) ?
C6B O3B H3BA 109.5 ?
C2B C1B C13B 115.7(2) ?
C2B C1B H1BA 122.1 ?
C13B C1B H1BA 122.1 ?
C1B C2B O1B 124.7(2) ?
C1B C2B C3B 125.3(2) ?
O1B C2B C3B 110.0(2) ?
C2B C3B C4B 117.6(2) ?
C2B C3B C16B 105.3(2) ?
C4B C3B C16B 137.1(3) ?
C5B C4B O2B 118.6(2) ?
C5B C4B C3B 119.0(2) ?
O2B C4B C3B 122.3(2) ?
C4B C5B C13B 120.9(2) ?
C4B C5B C6B 127.0(2) ?
C13B C5B C6B 112.1(2) ?
O3B C6B C5B 115.3(2) ?
O3B C6B C7B 113.24(18) ?
C5B C6B C7B 103.92(19) ?
O3B C6B H6BA 108.0 ?
C5B C6B H6BA 108.0 ?
C7B C6B H6BA 108.0 ?
C6B C7B C12B 107.65(18) ?
C6B C7B C8B 117.8(2) ?
C12B C7B C8B 102.43(18) ?
C6B C7B H7BA 109.5 ?
C12B C7B H7BA 109.5 ?
C8B C7B H7BA 109.5 ?
C9B C8B C14B 99.3(2) ?
C9B C8B C7B 108.72(19) ?
C14B C8B C7B 98.97(19) ?
C9B C8B H8BA 115.8 ?
C14B C8B H8BA 115.8 ?
C7B C8B H8BA 115.8 ?
C10B C9B C8B 108.0(2) ?
C10B C9B H9BA 126.0 ?
C8B C9B H9BA 126.0 ?
C9B C10B C11B 107.7(2) ?
C9B C10B H10B 126.2 ?
C11B C10B H10B 126.2 ?
C10B C11B C14B 99.9(2) ?
C10B C11B C12B 106.6(2) ?
C14B C11B C12B 100.0(2) ?
C10B C11B H11B 116.0 ?
C14B C11B H11B 116.0 ?
C12B C11B H11B 116.0 ?
C13B C12B C7B 104.93(19) ?
C13B C12B C11B 117.0(2) ?
C7B C12B C11B 103.06(18) ?
C13B C12B H12B 110.4 ?
C7B C12B H12B 110.4 ?
C11B C12B H12B 110.4 ?
C1B C13B C5B 121.6(2) ?
C1B C13B C12B 127.4(2) ?
C5B C13B C12B 111.1(2) ?
C11B C14B C8B 94.0(2) yes
C11B C14B H14C 112.9 ?
C8B C14B H14C 112.9 ?
C11B C14B H14D 112.9 ?
C8B C14B H14D 112.9 ?
H14C C14B H14D 110.3 ?
C16B C15B O1B 112.6(3) ?
C16B C15B H15B 123.7 ?
O1B C15B H15B 123.7 ?
C15B C16B C3B 106.8(3) ?
C15B C16B H16B 126.6 ?
C3B C16B H16B 126.6 ?
O2B C17B H17D 109.5 ?
O2B C17B H17E 109.5 ?
H17D C17B H17E 109.5 ?
O2B C17B H17F 109.5 ?
H17D C17B H17F 109.5 ?
H17E C17B H17F 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1A C15A 1.372(3) yes
O1A C2A 1.378(3) yes
O2A C4A 1.386(3) yes
O2A C17A 1.393(3) yes
O3A C6A 1.423(3) yes
O3A H3AA 0.8200 ?
C1A C13A 1.374(3) ?
C1A C2A 1.378(3) ?
C1A H1AA 0.9300 ?
C2A C3A 1.393(3) ?
C3A C4A 1.402(3) ?
C3A C16A 1.441(3) ?
C4A C5A 1.376(3) ?
C5A C13A 1.403(3) ?
C5A C6A 1.506(3) ?
C6A C7A 1.544(3) ?
C6A H6AA 0.9800 ?
C7A C8A 1.544(4) ?
C7A C12A 1.554(3) ?
C7A H7AA 0.9800 ?
C8A C9A 1.497(4) ?
C8A C14A 1.534(3) ?
C8A H8AA 0.9800 ?
C9A C10A 1.324(4) yes
C9A H9AA 0.9300 ?
C10A C11A 1.492(4) ?
C10A H10A 0.9300 ?
C11A C14A 1.538(3) ?
C11A C12A 1.555(3) ?
C11A H11A 0.9800 ?
C12A C13A 1.509(3) ?
C12A H12A 0.9800 ?
C14A H14A 0.9700 ?
C14A H14B 0.9700 ?
C15A C16A 1.330(3) yes
C15A H15A 0.9300 ?
C16A H16A 0.9300 ?
C17A H17A 0.9600 ?
C17A H17B 0.9600 ?
C17A H17C 0.9600 ?
O1B C15B 1.371(4) yes
O1B C2B 1.382(3) yes
O2B C17B 1.363(3) yes
O2B C4B 1.388(3) yes
O3B C6B 1.423(3) yes
O3B H3BA 0.8200 ?
C1B C2B 1.373(3) ?
C1B C13B 1.386(3) ?
C1B H1BA 0.9300 ?
C2B C3B 1.395(3) ?
C3B C4B 1.396(3) ?
C3B C16B 1.436(4) ?
C4B C5B 1.386(3) ?
C5B C13B 1.399(3) ?
C5B C6B 1.514(3) ?
C6B C7B 1.551(3) ?
C6B H6BA 0.9800 ?
C7B C12B 1.556(3) ?
C7B C8B 1.561(3) ?
C7B H7BA 0.9800 ?
C8B C9B 1.511(3) ?
C8B C14B 1.542(3) ?
C8B H8BA 0.9800 ?
C9B C10B 1.324(3) yes
C9B H9BA 0.9300 ?
C10B C11B 1.504(4) ?
C10B H10B 0.9300 ?
C11B C14B 1.532(4) ?
C11B C12B 1.567(3) ?
C11B H11B 0.9800 ?
C12B C13B 1.500(3) ?
C12B H12B 0.9800 ?
C14B H14C 0.9700 ?
C14B H14D 0.9700 ?
C15B C16B 1.331(4) yes
C15B H15B 0.9300 ?
C16B H16B 0.9300 ?
C17B H17D 0.9600 ?
C17B H17E 0.9600 ?
C17B H17F 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O3B H3BA O2A 1_555 0.82 2.20 2.990(3) 163 yes
O3A H3AA O2A 1_555 0.82 2.48 2.978(3) 120 yes
O3A H3AA O2B 1_555 0.82 2.48 3.215(3) 149 yes
C8A H8AA O1A 1_545 0.98 2.52 3.481(3) 168 yes
C15A H15A O3A 1_565 0.93 2.54 3.349(4) 146 yes
C15B H15B O3B 1_455 0.93 2.49 3.386(4) 161 yes
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_publ_flag
C15A O1A C2A C1A -179.9(2) ?
C15A O1A C2A C3A -0.5(3) ?
C13A C1A C2A O1A 178.7(2) ?
C13A C1A C2A C3A -0.6(4) ?
O1A C2A C3A C4A -178.2(2) ?
C1A C2A C3A C4A 1.2(4) ?
O1A C2A C3A C16A 0.2(3) ?
C1A C2A C3A C16A 179.6(2) ?
C17A O2A C4A C5A -134.7(3) ?
C17A O2A C4A C3A 49.8(4) yes
C2A C3A C4A C5A -0.4(4) ?
C16A C3A C4A C5A -178.1(3) ?
C2A C3A C4A O2A 175.0(2) ?
C16A C3A C4A O2A -2.7(5) ?
O2A C4A C5A C13A -176.5(2) ?
C3A C4A C5A C13A -0.8(4) ?
O2A C4A C5A C6A -0.8(4) ?
C3A C4A C5A C6A 174.9(3) ?
C4A C5A C6A O3A 51.5(4) ?
C13A C5A C6A O3A -132.4(2) ?
C4A C5A C6A C7A 173.4(2) ?
C13A C5A C6A C7A -10.5(3) ?
O3A C6A C7A C8A 19.2(3) ?
C5A C6A C7A C8A -105.1(2) ?
O3A C6A C7A C12A 134.5(2) ?
C5A C6A C7A C12A 10.2(3) ?
C6A C7A C8A C9A 54.5(3) ?
C12A C7A C8A C9A -63.2(2) ?
C6A C7A C8A C14A 158.5(2) ?
C12A C7A C8A C14A 40.7(2) ?
C14A C8A C9A C10A -33.0(3) ?
C7A C8A C9A C10A 70.3(3) ?
C8A C9A C10A C11A -1.0(3) ?
C9A C10A C11A C14A 34.5(3) ?
C9A C10A C11A C12A -69.3(3) ?
C6A C7A C12A C13A -6.7(3) ?
C8A C7A C12A C13A 118.9(2) ?
C6A C7A C12A C11A -129.4(2) ?
C8A C7A C12A C11A -3.8(2) ?
C10A C11A C12A C13A -44.7(3) ?
C14A C11A C12A C13A -148.51(19) ?
C10A C11A C12A C7A 69.6(2) ?
C14A C11A C12A C7A -34.3(2) ?
C2A C1A C13A C5A -0.8(4) ?
C2A C1A C13A C12A 177.6(2) ?
C4A C5A C13A C1A 1.5(4) ?
C6A C5A C13A C1A -174.8(2) ?
C4A C5A C13A C12A -177.1(2) ?
C6A C5A C13A C12A 6.5(3) ?
C7A C12A C13A C1A -178.2(2) ?
C11A C12A C13A C1A -65.2(3) ?
C7A C12A C13A C5A 0.3(3) ?
C11A C12A C13A C5A 113.3(2) ?
C9A C8A C14A C11A 50.0(2) ?
C7A C8A C14A C11A -61.1(2) ?
C10A C11A C14A C8A -50.7(2) ?
C12A C11A C14A C8A 58.5(2) ?
C2A O1A C15A C16A 0.6(3) ?
O1A C15A C16A C3A -0.5(3) ?
C2A C3A C16A C15A 0.2(3) ?
C4A C3A C16A C15A 178.1(3) ?
C13B C1B C2B O1B -177.7(2) ?
C13B C1B C2B C3B 0.0(4) ?
C15B O1B C2B C1B 177.3(2) ?
C15B O1B C2B C3B -0.7(3) ?
C1B C2B C3B C4B 0.5(4) ?
O1B C2B C3B C4B 178.5(2) ?
C1B C2B C3B C16B -177.6(2) ?
O1B C2B C3B C16B 0.5(3) ?
C17B O2B C4B C5B 127.9(3) ?
C17B O2B C4B C3B -54.9(4) yes
C2B C3B C4B C5B -1.2(3) ?
C16B C3B C4B C5B 176.1(3) ?
C2B C3B C4B O2B -178.3(2) ?
C16B C3B C4B O2B -1.0(4) ?
O2B C4B C5B C13B 178.6(2) ?
C3B C4B C5B C13B 1.4(3) ?
O2B C4B C5B C6B -2.6(4) ?
C3B C4B C5B C6B -179.8(2) ?
C4B C5B C6B O3B 52.2(3) ?
C13B C5B C6B O3B -129.0(2) ?
C4B C5B C6B C7B 176.7(2) ?
C13B C5B C6B C7B -4.4(3) ?
O3B C6B C7B C12B 131.7(2) ?
C5B C6B C7B C12B 5.9(2) ?
O3B C6B C7B C8B 16.7(3) ?
C5B C6B C7B C8B -109.2(2) ?
C6B C7B C8B C9B 54.5(3) ?
C12B C7B C8B C9B -63.3(2) ?
C6B C7B C8B C14B 157.6(2) ?
C12B C7B C8B C14B 39.8(2) ?
C14B C8B C9B C10B -33.1(2) ?
C7B C8B C9B C10B 69.7(2) ?
C8B C9B C10B C11B -0.3(2) ?
C9B C10B C11B C14B 34.0(2) ?
C9B C10B C11B C12B -69.6(2) ?
C6B C7B C12B C13B -5.3(2) ?
C8B C7B C12B C13B 119.5(2) ?
C6B C7B C12B C11B -128.3(2) ?
C8B C7B C12B C11B -3.5(2) ?
C10B C11B C12B C13B -45.3(3) ?
C14B C11B C12B C13B -148.8(2) ?
C10B C11B C12B C7B 69.3(2) ?
C14B C11B C12B C7B -34.3(2) ?
C2B C1B C13B C5B 0.2(3) ?
C2B C1B C13B C12B 179.0(2) ?
C4B C5B C13B C1B -0.9(3) ?
C6B C5B C13B C1B -179.8(2) ?
C4B C5B C13B C12B -179.9(2) ?
C6B C5B C13B C12B 1.1(3) ?
C7B C12B C13B C1B -176.3(2) ?
C11B C12B C13B C1B -62.8(3) ?
C7B C12B C13B C5B 2.7(3) ?
C11B C12B C13B C5B 116.2(2) ?
C10B C11B C14B C8B -50.7(2) ?
C12B C11B C14B C8B 58.3(2) ?
C9B C8B C14B C11B 50.2(2) ?
C7B C8B C14B C11B -60.6(2) ?
C2B O1B C15B C16B 0.7(3) ?
O1B C15B C16B C3B -0.4(3) ?
C2B C3B C16B C15B -0.1(3) ?
C4B C3B C16B C15B -177.5(3) ?