# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 17:23:25 2022
#   Inital geometry file: a 92 line input string
#   Ligand name: prop-2-en-1-yl 7-O-carbamoyl-L-glycero-alpha-D-manno-heptopyranoside
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)OC[C@H](O)[C@H]1O[C@H](OCC=C)[C@@H](O)[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
 291  291  'prop-2-en-1-yl 7-O-carbamoyl-L-glycero-alpha-D-manno-heptopyranoside'  D-saccharide  39  20  .  2019-10-31  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_291
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
 291  C1    C  CH1   0   0.259  28.0266  -13.4108   8.4703
 291  C2    C  CH1   0  -0.043  27.3612  -14.1382   9.6411
 291  C3    C  CH1   0  -0.010  27.5821  -13.3655  10.9383
 291  C4    C  CH1   0   0.041  29.0685  -13.0644  11.1364
 291  C5    C  CH1   0  -0.011  29.5967  -12.3327   9.9046
 291  C6    C  CH1   0  -0.025  31.0946  -12.0411   9.9640
 291  C7    C  CH2   0  -0.198  31.5146  -11.2115   8.7540
 291  O1    O  O2    0  -0.501  27.2753  -12.2728   8.2044
 291  O2    O  OH1   0  -0.673  27.9348  -15.4139   9.8153
 291  O3    O  OH1   0  -0.665  27.0397  -14.0409  12.0481
 291  O4    O  OH1   0  -0.673  29.2791  -12.2365  12.2535
 291  O5    O  O2    0  -0.510  29.3674  -13.1170   8.7454
 291  O6    O  OH1   0  -0.654  31.8734  -13.1983  10.1223
 291  O7    O  O2    0  -0.479  32.8731  -10.8119   8.8703
 291  C8    C  C     0   0.709  33.8173  -11.5729   8.2977
 291  N1    N  NH2   0  -0.828  35.0403  -11.0888   8.5726
 291  O8    O  O     0  -0.513  33.5940  -12.5404   7.6007
 291  C9    C  CH2   0  -0.202  27.6418  -11.5757   7.0239
 291  C10   C  C1    0  -0.200  26.4905  -10.7252   6.6003
 291  C11   C  C2    0  -0.517  26.5765   -9.4182   6.3889
 291  H1    H  HCH1  0   0.237  28.0587  -14.0669   7.5881
 291  H2    H  HCH1  0   0.242  26.2851  -14.2127   9.4410
 291  H3    H  HCH1  0   0.244  27.0459  -12.4133  10.8700
 291  H4    H  HCH1  0   0.208  29.6142  -14.0131  11.2423
 291  H5    H  HCH1  0   0.230  29.0748  -11.3668   9.8301
 291  H6    H  HCH1  0   0.253  31.2698  -11.4356  10.8574
 291  H71   H  HCH2  0   0.242  31.3424  -11.7435   7.8175
 291  H72   H  HCH2  0   0.250  30.9306  -10.2899   8.7289
 291  HO2   H  HOH1  0   0.461  27.5486  -16.0226   9.1783
 291  HO3   H  HOH1  0   0.442  27.3609  -14.9503  12.0233
 291  HO4   H  HOH1  0   0.450  28.9002  -12.6748  13.0227
 291  HO6   H  HOH1  0   0.442  31.7740  -13.7513   9.3392
 291  HN1   H  HNH2  0   0.403  35.1790  -10.3410   9.2303
 291  HN1A  H  HNH2  0   0.405  35.8496  -11.5993   8.2658
 291  H9    H  HCH2  0   0.228  28.5331  -10.9586   7.1836
 291  H9A   H  HCH2  0   0.220  27.8804  -12.2941   6.2273
 291  H10   H  H     0   0.250  25.5489  -11.2401   6.4343
 291  H11   H  H     0   0.243  25.7264   -8.8425   6.0475
 291  H11A  H  H     0   0.241  27.5013   -8.8753   6.5450

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
 291  O1   C1    single  1.389  0.020  1.389
 291  C1   O5    single  1.400  0.020  1.400
 291  C1   C2    single  1.531  0.020  1.531
 291  C1   H1    single  0.970  0.020  1.090
 291  C2   O2    single  1.410  0.020  1.410
 291  C2   C3    single  1.526  0.020  1.526
 291  C2   H2    single  0.970  0.020  1.090
 291  C3   C4    single  1.529  0.020  1.529
 291  C3   O3    single  1.408  0.020  1.408
 291  C3   H3    single  0.970  0.020  1.090
 291  C5   C4    single  1.527  0.020  1.527
 291  C4   O4    single  1.406  0.020  1.406
 291  C4   H4    single  0.970  0.020  1.090
 291  O5   C5    single  1.418  0.020  1.418
 291  C5   C6    single  1.527  0.020  1.527
 291  C5   H5    single  0.970  0.020  1.090
 291  C7   C6    single  1.526  0.020  1.526
 291  C6   O6    single  1.404  0.020  1.404
 291  C6   H6    single  0.970  0.020  1.090
 291  C7   O7    single  1.421  0.020  1.421
 291  C7   H71   single  0.970  0.020  1.090
 291  C7   H72   single  0.970  0.020  1.090
 291  C9   O1    single  1.419  0.020  1.419
 291  O2   HO2   single  0.850  0.020  0.980
 291  O3   HO3   single  0.850  0.020  0.980
 291  O4   HO4   single  0.850  0.020  0.980
 291  O6   HO6   single  0.850  0.020  0.980
 291  C8   O7    single  1.341  0.020  1.341
 291  O8   C8    double  1.213  0.020  1.213
 291  C8   N1    single  1.344  0.020  1.344
 291  N1   HN1   single  0.860  0.020  1.020
 291  N1   HN1A  single  0.860  0.020  1.020
 291  C10  C9    single  1.493  0.020  1.493
 291  C9   H9    single  0.970  0.020  1.090
 291  C9   H9A   single  0.970  0.020  1.090
 291  C11  C10   double  1.327  0.020  1.327
 291  C10  H10   single  0.930  0.020  1.080
 291  C11  H11   single  0.930  0.020  1.080
 291  C11  H11A  single  0.930  0.020  1.080

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
 291  H1    C1   O5   104.76  3.000
 291  H1    C1   O1   110.55  3.000
 291  O5    C1   O1   112.56  3.000
 291  H1    C1   C2   110.04  3.000
 291  O5    C1   C2   111.45  3.000
 291  O1    C1   C2   107.49  3.000
 291  H2    C2   O2   111.11  3.000
 291  H2    C2   C3   109.36  3.000
 291  O2    C2   C3   107.12  3.000
 291  H2    C2   C1   108.61  3.000
 291  C3    C2   C1   110.29  3.000
 291  O2    C2   C1   110.35  3.000
 291  H3    C3   O3   106.12  3.000
 291  H3    C3   C4   108.23  3.000
 291  O3    C3   C4   111.52  3.000
 291  H3    C3   C2   108.45  3.000
 291  O3    C3   C2   111.81  3.000
 291  C4    C3   C2   110.52  3.000
 291  H4    C4   O4   110.93  3.000
 291  H4    C4   C5   108.63  3.000
 291  O4    C4   C5   107.87  3.000
 291  H4    C4   C3   108.96  3.000
 291  O4    C4   C3   111.37  3.000
 291  C5    C4   C3   109.03  3.000
 291  H5    C5   O5   110.69  3.000
 291  H5    C5   C6   107.47  3.000
 291  O5    C5   C6   107.22  3.000
 291  H5    C5   C4   108.13  3.000
 291  C6    C5   C4   113.54  3.000
 291  O5    C5   C4   109.78  3.000
 291  H6    C6   O6   105.98  3.000
 291  H6    C6   C7   107.62  3.000
 291  O6    C6   C7   112.63  3.000
 291  H6    C6   C5   107.14  3.000
 291  O6    C6   C5   113.03  3.000
 291  C7    C6   C5   110.06  3.000
 291  H72   C7   H71  107.92  3.000
 291  H72   C7   O7   106.02  3.000
 291  H71   C7   O7   111.00  3.000
 291  H72   C7   C6   109.27  3.000
 291  H71   C7   C6   111.85  3.000
 291  O7    C7   C6   110.56  3.000
 291  C9    O1   C1   114.96  3.000
 291  HO2   O2   C2   109.11  3.000
 291  HO3   O3   C3   107.68  3.000
 291  HO4   O4   C4   107.92  3.000
 291  C5    O5   C1   115.57  3.000
 291  HO6   O6   C6   108.91  3.000
 291  C8    O7   C7   118.60  3.000
 291  O8    C8   N1   124.92  3.000
 291  N1    C8   O7   110.43  3.000
 291  O8    C8   O7   124.63  3.000
 291  HN1A  N1   HN1  117.81  3.000
 291  HN1A  N1   C8   119.17  3.000
 291  HN1   N1   C8   121.82  3.000
 291  H9A   C9   H9   107.29  3.000
 291  H9A   C9   C10  109.53  3.000
 291  H9    C9   C10  110.35  3.000
 291  H9A   C9   O1   109.75  3.000
 291  H9    C9   O1   111.43  3.000
 291  C10   C9   O1   108.47  3.000
 291  H10   C10  C11  119.93  3.000
 291  H10   C10  C9   116.22  3.000
 291  C11   C10  C9   123.82  3.000
 291  H11A  C11  H11  116.70  3.000
 291  H11A  C11  C10  121.72  3.000
 291  H11   C11  C10  121.57  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
 291  Var_01  C10  C9   O1   C1  159.30  30.0  1
 291  Var_02  O8   C8   O7   C7    5.37  30.0  1
 291  Var_03  C11  C10  C9   O1  125.43  30.0  2
 291  Var_04  H11  C11  C10  C9  177.74   0.0  2
 291  Var_05  HN1  N1   C8   O7    8.15  30.0  2
 291  Var_06  H71  C7   O7   C8  -30.85  30.0  1

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
 291  chir_01  C1  O1  O5  C2  negativ
 291  chir_02  C2  O2  C1  C3  positiv
 291  chir_03  C3  O3  C2  C4  positiv
 291  chir_04  C4  O4  C5  C3  positiv
 291  chir_05  C5  O5  C6  C4  positiv
 291  chir_06  C6  O6  C5  C7  positiv

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
 291  plan-1  O7    0.020
 291  plan-1  C8    0.020
 291  plan-1  N1    0.020
 291  plan-1  O8    0.020
 291  plan-2  C9    0.020
 291  plan-2  C10   0.020
 291  plan-2  C11   0.020
 291  plan-2  H10   0.020
 291  plan-2  H11   0.020
 291  plan-2  H11A  0.020

