#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006251.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_2006251
_journal_name_full 'Acta Crystallographica Section C'
_journal_year 1997
_journal_volume 53
_journal_page_first 811
_journal_page_last 814
_publ_section_title
;
p-Nitrophenyl \a-D-Mannopyranoside Ethanol Solvate
;
_space_group_IT_number           4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_[local]_cod_cif_authors_sg_H-M  'P 21'
loop_
_publ_author_name
 'Agianian, Bogos'
 'Perrakis, Anastassis'
 'Kanellopoulos, Panagiotis N.'
 'Sheldrick, Bernard'
 'Hamodrakas, Stavros J.'
_chemical_name_common \a-PNM
_chemical_formula_moiety 'C12 H15 N O8, C2 H6 O1'
_chemical_formula_sum 'C14 H21 N O9'
_chemical_formula_weight 347.32
_symmetry_cell_setting Monoclinic
loop_
_symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, y+1/2, -z'
_cell_length_a 7.290(3)
_cell_length_b 7.926(3)
_cell_length_c 14.654(4)
_cell_angle_alpha 90.00
_cell_angle_beta 92.94(7)
_cell_angle_gamma 90.00
_cell_volume 845.6(5)
_cell_formula_units_Z 2
_cell_measurement_temperature 293(2)
_exptl_crystal_density_diffrn 1.364
_exptl_crystal_density_meas 1.33
_diffrn_ambient_temperature 293(2)
_refine_ls_R_factor_obs  .0647
_refine_ls_wR_factor_obs  .1702
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_disorder_group
_atom_site_type_symbol
 O1  .3072(4)  .9136(4)  .2154(2)  .0354(8) Uani d U 1 . O
 O2  .1559(4)  .5929(4)  .3664(2)  .0380(8) Uani d U 1 . O
 H2A  .1103(4)  .6127(4)  .4153(2)  .046 Uiso calc R 1 . H
 O3  -.1315(4)  .8203(4)  .3844(2)  .0337(7) Uani d U 1 . O
 H3A  -.1176(6)  .7868(8)  .4372(5)  .040 Uiso calc R 1 . H
 O4  .0751(4) 1.1110(4)  .4598(2)  .0389(8) Uani d U 1 . O
 H4A  .0732(8) 1.1822(10)  .4128(6)  .047 Uiso calc R 1 . H
 O5  .4325(4)  .8472(4)  .3614(2)  .0285(7) Uani d U 1 . O
 O6  .6577(4) 1.0710(5)  .4663(2)  .0422(8) Uani d U 1 . O
 H6A  .6679(6) 1.0579(4)  .4112(4)  .051 Uiso calc R 1 . H
 O7  .9947(7)  .9597(13)  -.0209(4)  .138(3) Uani d U 1 . O
 O8  .7974(8) 1.0870(11)  -.1056(4)  .111(2) Uani d U 1 . O
 N1  .8392(7) 1.0171(10)  -.0360(3)  .081(2) Uani d U 1 . N
 C1  .3308(6)  .7896(6)  .2851(3)  .0296(9) Uani d U 1 . C
 H1  .3936(6)  .6919(6)  .2602(3)  .028(3) Uiso calc R 1 . H
 C2  .1372(6)  .7360(6)  .3093(3)  .0292(9) Uani d U 1 . C
 H21  .0670(6)  .7043(6)  .2530(3)  .028(3) Uiso calc R 1 . H
 C3  .0405(5)  .8806(5)  .3540(3)  .0268(9) Uani d U 1 . C
 H31  .0161(5)  .9692(5)  .3083(3)  .028(3) Uiso calc R 1 . H
 C4  .1576(5)  .9552(5)  .4338(3)  .0248(9) Uani d U 1 . C
 H41  .1601(5)  .8766(5)  .4855(3)  .028(3) Uiso calc R 1 . H
 C5  .3553(5)  .9898(5)  .4065(3)  .0252(9) Uani d U 1 . C
 H51  .3564(5) 1.0885(5)  .3663(3)  .028(3) Uiso calc R 1 . H
 C6  .4777(5) 1.0213(6)  .4898(3)  .0338(10) Uani d U 1 . C
 H61  .4247(5) 1.1091(6)  .5262(3)  .028(3) Uiso calc R 1 . H
 H62  .4861(5)  .9194(6)  .5265(3)  .028(3) Uiso calc R 1 . H
 C7  .4479(6)  .9372(6)  .1583(3)  .0353(10) Uani d U 1 . C
 C8  .4015(7) 1.0274(8)  .0793(3)  .0486(13) Uani d U 1 . C
 H8  .2833(7) 1.0700(8)  .0694(3)  .028(3) Uiso calc R 1 . H
 C9  .5313(7) 1.0534(8)  .0158(4)  .0554(15) Uani d U 1 . C
 H9  .5012(7) 1.1124(8)  -.0377(4)  .028(3) Uiso calc R 1 . H
 C10  .7075(7)  .9907(8)  .0326(3)  .0489(13) Uani d U 1 . C
 C11  .7558(7)  .9059(8)  .1111(3)  .0470(13) Uani d U 1 . C
 H11  .8753(7)  .8666(8)  .1211(3)  .028(3) Uiso calc R 1 . H
 C12  .6254(6)  .8776(7)  .1770(3)  .0396(11) Uani d U 1 . C
 H12  .6568(6)  .8210(7)  .2312(3)  .028(3) Uiso calc R 1 . H
 O50  -.048(3)  .321(2)  .3270(10)
 .063(2) Uiso d PD  .43(2) 1 O
 C51  -.178(4)  .282(2)  .261(2)  .081(4) Uiso d PD  .43(2) 1 C
 C52  -.305(3)  .425(3)  .232(2)  .097(5) Uiso d PD  .43(2) 1 C
 O60  .013(4)  .308(3)  .299(2)  .063(2) Uiso d PD  .23(2) 2 O
 C61  -.130(4)  .318(6)  .237(2)  .081(4) Uiso d PD  .23(2) 2 C
 C62  -.312(4)  .384(7)  .273(4)  .097(5) Uiso d PD  .23(2) 2 C
 O70  -.096(3)  .352(2)  .3460(10)
 .063(2) Uiso d PD  .35(2) 3 O
 C71  -.242(4)  .311(4)  .289(2)  .081(4) Uiso d PD  .35(2) 3 C
 C72  -.261(4)  .395(4)  .198(2)  .097(5) Uiso d PD  .35(2) 3 C
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  .025(2)  .048(2)  .034(2)  .0031(14)  .0092(12)  .0073(14)
 O2  .035(2)  .039(2)  .041(2)  .0004(14)  .0047(14)  .0043(14)
 O3  .0106(13)  .047(2)  .043(2)  -.0049(12)  .0020(11)  .003(2)
 O4  .024(2)  .041(2)  .052(2)  .0063(13)  .0079(13)  -.0112(15)
 O5  .0158(13)  .038(2)  .0321(15)  .0037(12)  .0037(11)  -.0036(12)
 O6  .017(2)  .056(2)  .054(2)  -.0064(14)  .0034(13)  -.006(2)
 O7  .035(2)  .294(10)  .088(4)  .017(4)  .021(2)  .062(5)
 O8  .079(3)  .191(7)  .066(3)  .020(4)  .033(3)  .064(4)
 N1  .050(3)  .142(6)  .051(3)  -.001(3)  .018(2)  .031(4)
 C1  .025(2)  .037(2)  .027(2)  .003(2)  .006(2)  -.001(2)
 C2  .022(2)  .037(2)  .029(2)  -.001(2)  -.001(2)  .001(2)
 C3  .010(2)  .038(2)  .032(2)  -.005(2)  .000(2)  .004(2)
 C4  .015(2)  .031(2)  .029(2)  .003(2)  .005(2)  .000(2)
 C5  .013(2)  .033(2)  .030(2)  .000(2)  .007(2)  .001(2)
 C6  .014(2)  .045(3)  .043(2)  -.008(2)  .003(2)  -.005(2)
 C7  .029(2)  .044(3)  .034(2)  -.004(2)  .003(2)  .002(2)
 C8  .033(3)  .076(4)  .037(3)  .007(3)  .005(2)  .018(3)
 C9  .040(3)  .080(4)  .046(3)  .001(3)  .000(2)  .031(3)
 C10  .035(2)  .074(4)  .038(2)  -.012(3)  .008(2)  .010(3)
 C11  .025(2)  .078(4)  .038(2)  -.011(3)  .005(2)  .002(3)
 C12  .027(2)  .061(3)  .032(2)  .000(2)  .003(2)  .006(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
 O1 C7 . 1.369(6) yes
 O1 C1 . 1.422(5) yes
 O2 C2 . 1.412(6) yes
 O2 H2A .  .82 ?
 O3 C3 . 1.434(5) yes
 O3 H3A .  .82 ?
 O4 C4 . 1.434(5) yes
 O4 H4A .  .890(3) ?
 O5 C1 . 1.387(5) yes
 O5 C5 . 1.438(5) yes
 O6 C6 . 1.429(5) yes
 O6 H6A .  .822(3) ?
 O7 N1 . 1.231(8) yes
 O8 N1 . 1.188(7) yes
 N1 C10 . 1.440(7) yes
 C1 C2 . 1.533(6) yes
 C1 H1 .  .98 ?
 C2 C3 . 1.512(6) yes
 C2 H21 .  .98 ?
 C3 C4 . 1.530(6) yes
 C3 H31 .  .98 ?
 C4 C5 . 1.540(5) yes
 C4 H41 .  .98 ?
 C5 C6 . 1.496(6) yes
 C5 H51 .  .98 ?
 C6 H61 .  .97 ?
 C6 H62 .  .97 ?
 C7 C8 . 1.387(6) no
 C7 C12 . 1.392(7) no
 C8 C9 . 1.376(8) no
 C8 H8 .  .93 ?
 C9 C10 . 1.388(8) no
 C9 H9 .  .93 ?
 C10 C11 . 1.363(7) no
 C11 C12 . 1.408(7) no
 C11 H11 .  .93 ?
 C12 H12 .  .93 ?
 O50 C51 . 1.36(2) ?
 C51 C52 . 1.51(2) ?
 O60 C61 . 1.35(2) ?
 C61 C62 . 1.54(3) ?
 O70 C71 . 1.35(2) ?
 C71 C72 . 1.49(2) ?