# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Feb 15 17:45:58 2020
#
#   Ligand name: (2S)-2-({2-deoxy-2-[(hydroxycarbamoyl)amino]-alpha-D-glucopyranosyl}oxy)butanedioic acid
#   Random seed: 3628800
#   SMILES string: OC[C@H]1O[C@H](O[C@@H](CC(O)=O)C(O)=O)[C@H](NC(=O)NO)[C@@H](O)[C@@H]1O
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
RWI        RWI '(2S)-2-({2-deoxy-2-[(hydroxycarbamoyl)amino]-alpha-D-glucopyranosyl}oxy)butanedioic acid' ligand 40 24 .
2020-02-15 2020-02-15
;
CIF prepared directly in eLBOW
;
#
data_comp_RWI
#
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
RWI         O7     O   O      0    .      -1.4765   -0.6400    3.3069
RWI         C7     C   C      0    .      -0.2961   -0.7407    3.2998
RWI         N8     N   NH1    0    .       0.4368   -0.7746    4.5523
RWI         O2     O   OH1    0    .      -0.2469   -0.6272    5.7700
RWI         N2     N   NH1    0    .       0.4140   -0.8647    2.0400
RWI         C2     C   CH1    0    .      -0.3421   -0.8655    0.7550
RWI         C3     C   CH1    0    .      -0.3022   -2.2295    0.1774
RWI         O3     O   OH1    0    .      -1.0510   -3.1341    1.0512
RWI         C4     C   CH1    0    .      -0.8959   -2.2758   -1.1801
RWI         O4     O   OH1    0    .      -0.6810   -3.5837   -1.7362
RWI         C5     C   CH1    0    .      -0.2759   -1.2333   -2.1147
RWI         C6     C   CH2    0    .      -1.0275   -1.2327   -3.4053
RWI         O6     O   OH1    0    .      -0.5105   -2.2256   -4.2471
RWI         O5     O   O2     0    .      -0.3163    0.1263   -1.5365
RWI         C1     C   CH1    0    .       0.2770    0.1747   -0.1834
RWI         O1     O   O2     0    .       0.0775    1.4207    0.3434
RWI         C9     C   CH1    0    .       0.6545    2.4515   -0.4057
RWI         C10    C   C      0    .       2.0876    2.6842    0.0678
RWI         O13    O   O      0    .       2.3230    2.8811    1.2888
RWI         O14    O   OC    -1    .       3.0347    2.6704   -0.7616
RWI         C11    C   CH2    0    .      -0.1572    3.7316   -0.2200
RWI         C12    C   C      0    .       0.5791    4.9003   -0.8713
RWI         O16    O   OC    -1    .       0.3102    5.2322   -2.0556
RWI         O15    O   O      0    .       1.4551    5.5316   -0.2240
RWI         H1     H   HNH1   0    .       1.4269   -0.9205    4.5489
RWI         H2     H   HOH1   0    .       0.3762   -0.5926    6.4788
RWI         H3     H   HNH1   0    .       1.4100   -0.9640    2.0346
RWI         H4     H   HCH1   0    .      -1.3735   -0.5955    0.9467
RWI         H5     H   HCH1   0    .       0.7288   -2.5574    0.1214
RWI         H6     H   HOH1   0    .      -0.5994   -3.9613    1.1091
RWI         H7     H   HCH1   0    .      -1.9605   -2.0899   -1.1041
RWI         H8     H   HOH1   0    .      -1.5048   -4.0422   -1.7899
RWI         H9     H   HCH1   0    .       0.7564   -1.5027   -2.3033
RWI         H10    H   HCH2   0    .      -2.0763   -1.4318   -3.2130
RWI         H11    H   HCH2   0    .      -0.9249   -0.2642   -3.8830
RWI         H12    H   HOH1   0    .      -0.9170   -2.1607   -5.0971
RWI         H13    H   HCH1   0    .       1.3411   -0.0135   -0.2610
RWI         H14    H   HCH1   0    .       0.6606    2.1766   -1.4535
RWI         H16    H   HCH2   0    .      -0.2837    3.9291    0.8391
RWI         H17    H   HCH2   0    .      -1.1304    3.6133   -0.6846
#
loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
RWI   O2      N8    single        1.404 0.020     1.404
RWI   O15     C12   deloc         1.259 0.020     1.259
RWI   O16     C12   deloc         1.259 0.020     1.259
RWI   C12     C11   single        1.527 0.020     1.527
RWI   N8      C7    single        1.452 0.020     1.452
RWI   O7      C7    double        1.185 0.020     1.185
RWI   C7      N2    single        1.452 0.020     1.452
RWI   C11     C9    single        1.527 0.020     1.527
RWI   N2      C2    single        1.491 0.020     1.491
RWI   C9      O1    single        1.399 0.020     1.399
RWI   C9      C10   single        1.527 0.020     1.527
RWI   C1      O1    single        1.367 0.020     1.367
RWI   C1      C2    single        1.532 0.020     1.532
RWI   C1      O5    single        1.478 0.020     1.478
RWI   C2      C3    single        1.482 0.020     1.482
RWI   O5      C5    single        1.478 0.020     1.478
RWI   C10     O13   deloc         1.259 0.020     1.259
RWI   C10     O14   deloc         1.259 0.020     1.259
RWI   C3      O3    single        1.464 0.020     1.464
RWI   C3      C4    single        1.482 0.020     1.482
RWI   C5      C4    single        1.531 0.020     1.531
RWI   C5      C6    single        1.494 0.020     1.494
RWI   C4      O4    single        1.437 0.020     1.437
RWI   O6      C6    single        1.401 0.020     1.401
RWI   N8      H1    single        0.860 0.020     1.020
RWI   O2      H2    single        0.850 0.020     0.980
RWI   N2      H3    single        0.860 0.020     1.020
RWI   C2      H4    single        0.970 0.020     1.090
RWI   C3      H5    single        0.970 0.020     1.090
RWI   O3      H6    single        0.850 0.020     0.980
RWI   C4      H7    single        0.970 0.020     1.090
RWI   O4      H8    single        0.850 0.020     0.980
RWI   C5      H9    single        0.970 0.020     1.090
RWI   C6      H10   single        0.970 0.020     1.090
RWI   C6      H11   single        0.970 0.020     1.090
RWI   O6      H12   single        0.850 0.020     0.980
RWI   C1      H13   single        0.970 0.020     1.090
RWI   C9      H14   single        0.970 0.020     1.090
RWI   C11     H16   single        0.970 0.020     1.090
RWI   C11     H17   single        0.970 0.020     1.090
#
loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
RWI   N2      C7      N8          119.99 3.000
RWI   N2      C7      O7          119.99 3.000
RWI   N8      C7      O7          119.99 3.000
RWI   H1      N8      O2          120.00 3.000
RWI   H1      N8      C7          120.00 3.000
RWI   O2      N8      C7          120.00 3.000
RWI   H2      O2      N8          109.47 3.000
RWI   H3      N2      C2          120.00 3.000
RWI   H3      N2      C7          120.00 3.000
RWI   C2      N2      C7          120.00 3.000
RWI   H4      C2      C1          108.91 3.000
RWI   H4      C2      C3          108.91 3.000
RWI   C1      C2      C3          112.05 3.000
RWI   H4      C2      N2          109.28 3.000
RWI   C3      C2      N2          108.83 3.000
RWI   C1      C2      N2          108.83 3.000
RWI   H5      C3      C4          108.93 3.000
RWI   H5      C3      O3          109.31 3.000
RWI   C4      C3      O3          108.81 3.000
RWI   H5      C3      C2          108.93 3.000
RWI   C4      C3      C2          112.02 3.000
RWI   O3      C3      C2          108.81 3.000
RWI   H6      O3      C3          109.47 3.000
RWI   H7      C4      C5          108.90 3.000
RWI   H7      C4      O4          109.28 3.000
RWI   C5      C4      O4          108.83 3.000
RWI   H7      C4      C3          108.90 3.000
RWI   O4      C4      C3          108.83 3.000
RWI   C5      C4      C3          112.05 3.000
RWI   H8      O4      C4          109.47 3.000
RWI   H9      C5      O5          108.83 3.000
RWI   H9      C5      C6          109.22 3.000
RWI   O5      C5      C6          108.90 3.000
RWI   H9      C5      C4          108.83 3.000
RWI   C6      C5      C4          108.90 3.000
RWI   O5      C5      C4          112.12 3.000
RWI   H11     C6      H10         109.47 3.000
RWI   H11     C6      O6          109.47 3.000
RWI   H10     C6      O6          109.47 3.000
RWI   H11     C6      C5          109.47 3.000
RWI   H10     C6      C5          109.47 3.000
RWI   O6      C6      C5          109.47 3.000
RWI   H12     O6      C6          109.47 3.000
RWI   C1      O5      C5          112.16 3.000
RWI   H13     C1      O1          109.22 3.000
RWI   H13     C1      O5          108.84 3.000
RWI   O1      C1      O5          108.90 3.000
RWI   H13     C1      C2          108.84 3.000
RWI   O5      C1      C2          112.11 3.000
RWI   O1      C1      C2          108.89 3.000
RWI   C9      O1      C1          113.89 3.000
RWI   H14     C9      C11         109.47 3.000
RWI   H14     C9      C10         109.47 3.000
RWI   C11     C9      C10         109.47 3.000
RWI   H14     C9      O1          109.47 3.000
RWI   C10     C9      O1          109.47 3.000
RWI   C11     C9      O1          109.47 3.000
RWI   O14     C10     O13         120.00 3.000
RWI   O14     C10     C9          120.00 3.000
RWI   O13     C10     C9          120.00 3.000
RWI   H17     C11     H16         109.47 3.000
RWI   H17     C11     C12         109.47 3.000
RWI   H16     C11     C12         109.47 3.000
RWI   H17     C11     C9          109.47 3.000
RWI   H16     C11     C9          109.47 3.000
RWI   C12     C11     C9          109.47 3.000
RWI   O15     C12     O16         120.00 3.000
RWI   O16     C12     C11         120.00 3.000
RWI   O15     C12     C11         120.00 3.000
#
loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
RWI CONST_01       C2      N2      C7      O7           -0.00   0.0 0
RWI CONST_02       C2      N2      C7      N8          178.41   0.0 0
RWI CONST_03       O2      N8      C7      O7           -2.88   0.0 0
RWI CONST_04       N2      C7      N8      O2          178.70   0.0 0
RWI CONST_05       H1      N8      C7      O7          175.94   0.0 0
RWI CONST_06       H3      N2      C7      O7         -179.06   0.0 0
RWI Var_01         O15     C12     C11     C9          -86.24  30.0 2
#
loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
RWI chir_01   C2      N2      C1      C3    negativ
RWI chir_02   C3      O3      C2      C4    positiv
RWI chir_03   C4      O4      C5      C3    positiv
RWI chir_04   C5      O5      C4      C6    negativ
RWI chir_05   C1      O1      O5      C2    positiv
RWI chir_06   C9      O1      C11     C10   negativ
#
loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
RWI plan-1     O7 0.020
RWI plan-1     C7 0.020
RWI plan-1     N8 0.020
RWI plan-1     O2 0.020
RWI plan-1     N2 0.020
RWI plan-1     C2 0.020
RWI plan-1     H1 0.020
RWI plan-1     H3 0.020
RWI plan-2     C9 0.020
RWI plan-2    C10 0.020
RWI plan-2    O13 0.020
RWI plan-2    O14 0.020
RWI plan-3    C11 0.020
RWI plan-3    C12 0.020
RWI plan-3    O16 0.020
RWI plan-3    O15 0.020
