#------------------------------------------------------------------------------
#$Date: 2022-09-14 21:32:59 +0300 (Wed, 14 Sep 2022) $
#$Revision: 277840 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/10/4021042.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_4021042
loop_
_publ_author_name
'Roland Messer'
'Andrea Schmitz'
'Luzia Moesch'
'Robert Häner'
_publ_section_title
;
 Elaboration of D-(-)-Ribose into a Tricyclic, Natural Product-like Scaffold
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8558
_journal_page_last               8560
_journal_paper_doi               10.1021/jo048351+
_journal_volume                  69
_journal_year                    2004
_chemical_formula_moiety         'C17 H24 O7'
_chemical_formula_sum            'C17 H24 O7'
_chemical_formula_weight         340.36
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.8763(4)
_cell_length_b                   12.9060(15)
_cell_length_c                   27.491(2)
_cell_measurement_temperature    153(2)
_cell_volume                     1730.1(3)
_diffrn_ambient_temperature      153(2)
_exptl_crystal_density_diffrn    1.307
_cod_database_code               4021042
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
O1 O 1.0698(4) 0.16086(11) 0.16726(6) 0.0393(4) Uani 1 1 d . . .
O2 O 0.7940(5) 0.01676(12) 0.14965(6) 0.0582(6) Uani 1 1 d . . .
O3 O 1.1075(4) 0.17557(11) 0.05970(6) 0.0388(4) Uani 1 1 d . . .
O4 O 1.2236(4) 0.32101(12) 0.02172(5) 0.0399(4) Uani 1 1 d . . .
O5 O 1.1198(3) 0.33100(11) 0.15422(5) 0.0369(4) Uani 1 1 d . . .
O6 O 0.7184(5) 0.35963(13) 0.22177(6) 0.0525(5) Uani 1 1 d . . .
O7 O 0.6159(4) 0.19070(12) 0.21875(6) 0.0451(4) Uani 1 1 d . . .
C1 C 0.9174(5) 0.25180(15) 0.15849(8) 0.0341(5) Uani 1 1 d . . .
C2 C 1.0021(6) 0.08164(18) 0.13300(9) 0.0448(7) Uani 1 1 d . . .
H2A H 1.1683 0.0409 0.1236 0.054 Uiso 1 1 calc R . .
C3 C 0.8680(11) -0.0399(2) 0.19252(11) 0.0809(12) Uani 1 1 d . . .
H3A H 0.9084 0.0088 0.2189 0.121 Uiso 1 1 calc R . .
H3B H 1.0306 -0.0822 0.1858 0.121 Uiso 1 1 calc R . .
H3C H 0.7156 -0.0850 0.2021 0.121 Uiso 1 1 calc R . .
C4 C 0.8851(6) 0.13836(16) 0.08971(8) 0.0373(6) Uani 1 1 d . . .
H4A H 0.7512 0.0952 0.0710 0.045 Uiso 1 1 calc R . .
C5 C 0.7531(5) 0.23559(15) 0.11148(7) 0.0335(5) Uani 1 1 d . . .
H5A H 0.5521 0.2270 0.1175 0.040 Uiso 1 1 calc R . .
C6 C 0.8154(5) 0.31931(16) 0.07387(7) 0.0319(5) Uani 1 1 d . . .
H6A H 0.6600 0.3243 0.0503 0.038 Uiso 1 1 calc R . .
C7 C 1.0668(5) 0.27747(17) 0.04821(8) 0.0336(5) Uani 1 1 d . . .
C8 C 0.8706(5) 0.42487(16) 0.09565(8) 0.0349(5) Uani 1 1 d . . .
C9 C 1.0263(6) 0.42602(16) 0.13523(9) 0.0375(6) Uani 1 1 d . . .
C10 C 1.1411(7) 0.51474(17) 0.16304(9) 0.0501(7) Uani 1 1 d . . .
H10A H 1.3408 0.5075 0.1653 0.075 Uiso 1 1 calc R . .
H10B H 1.0622 0.5156 0.1958 0.075 Uiso 1 1 calc R . .
H10C H 1.0961 0.5797 0.1464 0.075 Uiso 1 1 calc R . .
C11 C 0.7412(6) 0.27588(17) 0.20332(8) 0.0378(5) Uani 1 1 d . . .
C12 C 0.4301(7) 0.2036(2) 0.25914(9) 0.0547(8) Uani 1 1 d . . .
H12C H 0.3419 0.1372 0.2665 0.082 Uiso 1 1 calc R . .
H12B H 0.2899 0.2549 0.2507 0.082 Uiso 1 1 calc R . .
H12A H 0.5325 0.2275 0.2877 0.082 Uiso 1 1 calc R . .
C13 C 0.7527(6) 0.51721(16) 0.06971(8) 0.0418(6) Uani 1 1 d . . .
H13A H 0.7840 0.5799 0.0897 0.050 Uiso 1 1 calc R . .
H13B H 0.5522 0.5078 0.0663 0.050 Uiso 1 1 calc R . .
C14 C 0.8776(6) 0.53406(17) 0.01939(8) 0.0412(6) Uani 1 1 d . . .
H14A H 1.0755 0.5491 0.0233 0.049 Uiso 1 1 calc R . .
H14B H 0.8611 0.4689 0.0006 0.049 Uiso 1 1 calc R . .
C15 C 0.7478(7) 0.62082(18) -0.00969(9) 0.0455(6) Uani 1 1 d . . .
H15A H 0.5519 0.6043 -0.0151 0.055 Uiso 1 1 calc R . .
H15B H 0.7567 0.6856 0.0095 0.055 Uiso 1 1 calc R . .
C16 C 0.8843(7) 0.63860(18) -0.05822(9) 0.0473(6) Uani 1 1 d . . .
H16A H 0.8843 0.5726 -0.0766 0.057 Uiso 1 1 calc R . .
H16B H 1.0778 0.6584 -0.0525 0.057 Uiso 1 1 calc R . .
C17 C 0.7489(9) 0.7216(2) -0.08922(10) 0.0647(9) Uani 1 1 d . . .
H17C H 0.8479 0.7282 -0.1201 0.097 Uiso 1 1 calc R . .
H17B H 0.7534 0.7879 -0.0719 0.097 Uiso 1 1 calc R . .
H17A H 0.5581 0.7021 -0.0957 0.097 Uiso 1 1 calc R . .
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
O1 C1 1.410(3) . ?
O1 C2 1.429(3) . ?
O2 C2 1.393(4) . ?
O2 C3 1.433(3) . ?
O3 C7 1.367(3) . ?
O3 C4 1.445(3) . ?
O4 C7 1.196(3) . ?
O5 C9 1.409(3) . ?
O5 C1 1.426(3) . ?
O6 C11 1.199(3) . ?
O7 C11 1.327(3) . ?
O7 C12 1.442(3) . ?
C1 C5 1.535(3) . ?
C1 C11 1.534(3) . ?
C2 C4 1.509(3) . ?
C2 H2A 1.0000 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.532(3) . ?
C4 H4A 1.0000 . ?
C5 C6 1.526(3) . ?
C5 H5A 1.0000 . ?
C6 C8 1.512(3) . ?
C6 C7 1.514(3) . ?
C6 H6A 1.0000 . ?
C8 C9 1.327(4) . ?
C8 C13 1.503(3) . ?
C9 C10 1.486(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C12 H12C 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12A 0.9800 . ?
C13 C14 1.527(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.514(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.509(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.519(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17C 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17A 0.9800 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9511684
