# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 10:29:54 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: {[3-(hydrazinylcarbonyl)-4-methoxyphenyl]amino}(oxo)acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(NC(=O)C(O)=O)cc1C(=O)NN
#
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
 HAO  HAO  '{[3-(hydrazinylcarbonyl)-4-methoxyphenyl]amino}(oxo)acetic acid'  peptide  28  18  .  2022-03-18  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HAO
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
 HAO  N8    N  NH2    0  -0.639   3.7489  -3.0421   0.1244
 HAO  N9    N  NH1    0  -0.501   2.7932  -2.0672  -0.0957
 HAO  C10   C  C      0   0.501   2.6815  -0.9997   0.7150
 HAO  O11   O  O      0  -0.467   3.3983  -0.7742   1.6728
 HAO  C12   C  CR6    0  -0.161   1.5451  -0.0979   0.3368
 HAO  C13   C  CR16   0  -0.346   0.2527  -0.5927   0.3195
 HAO  C14   C  CR6    0   0.361   1.7799   1.2527   0.0508
 HAO  C15   C  CH3    0  -0.438   3.3444   2.9999  -0.2960
 HAO  O15   O  O2     0  -0.463   3.0623   1.6581   0.0496
 HAO  C17   C  CR16   0  -0.374   0.6943   2.0693  -0.2390
 HAO  C18   C  CR16   0  -0.308  -0.6026   1.5691  -0.2409
 HAO  C19   C  CR6    0   0.374  -0.8431   0.2275   0.0392
 HAO  N20   N  NH1    0  -0.728  -2.1050  -0.3647   0.0547
 HAO  C21   C  C      0   0.338  -3.3245   0.1901  -0.1157
 HAO  O22   O  O      0  -0.471  -3.5362   1.3709  -0.3299
 HAO  C23   C  C      0   0.351  -4.4711  -0.8630  -0.0069
 HAO  O24   O  O      0  -0.586  -4.1089  -2.0337   0.2157
 HAO  HN8   H  HNH2   0   0.373   3.2882  -3.9390   0.2073
 HAO  H13   H  HCR6   0   0.278   0.0870  -1.6404   0.5455
 HAO  H15   H  HCH3   0   0.230   2.9031   3.7056   0.4124
 HAO  H15A  H  HCH3   0   0.261   4.4259   3.1046  -0.2661
 HAO  H15B  H  HCH3   0   0.229   2.9933   3.2433  -1.3020
 HAO  H17   H  HCR6   0   0.285   0.8313   3.1160  -0.4731
 HAO  H18   H  HCR6   0   0.283  -1.4149   2.2405  -0.4660
 HAO  HN20  H  HNH1   0   0.405  -2.1469  -1.3614   0.2258
 HAO  O5    O  OC    -1  -0.569  -5.6114  -0.4146  -0.1533
 HAO  H9    H  HNH2   0   0.372   4.3621  -3.0887  -0.6791
 HAO  H10   H  HNH1   0   0.408   2.1893  -2.1349  -0.9027

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
 HAO  N8   N9    single    1.383  0.020  1.383
 HAO  N8   HN8   single    0.890  0.020  1.040
 HAO  C10  N9    single    1.345  0.020  1.345
 HAO  C10  C12   single    1.499  0.020  1.499
 HAO  O11  C10   double    1.217  0.020  1.217
 HAO  C12  C14   aromatic  1.400  0.020  1.400
 HAO  C13  C12   aromatic  1.384  0.020  1.384
 HAO  C13  C19   aromatic  1.397  0.020  1.397
 HAO  C13  H13   single    0.930  0.020  1.080
 HAO  C14  C17   aromatic  1.389  0.020  1.389
 HAO  C14  O15   single    1.345  0.020  1.345
 HAO  C15  H15   single    0.970  0.020  1.090
 HAO  C15  H15A  single    0.970  0.020  1.090
 HAO  C15  H15B  single    0.970  0.020  1.090
 HAO  O15  C15   single    1.414  0.020  1.414
 HAO  C17  H17   single    0.930  0.020  1.080
 HAO  C18  C17   aromatic  1.390  0.020  1.390
 HAO  C18  H18   single    0.930  0.020  1.080
 HAO  C19  C18   aromatic  1.392  0.020  1.392
 HAO  N20  C19   single    1.394  0.020  1.394
 HAO  N20  HN20  single    0.860  0.020  1.020
 HAO  C21  N20   single    1.351  0.020  1.351
 HAO  C21  O22   double    1.219  0.020  1.219
 HAO  C23  C21   single    1.561  0.020  1.561
 HAO  C23  O5    deloc     1.234  0.020  1.234
 HAO  O24  C23   deloc     1.246  0.020  1.246
 HAO  N8   H9    single    0.890  0.020  1.040
 HAO  N9   H10   single    0.860  0.020  1.020

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
 HAO  H9    N8   HN8   107.47  3.000
 HAO  H9    N8   N9    108.95  3.000
 HAO  HN8   N8   N9    108.86  3.000
 HAO  H10   N9   C10   119.01  3.000
 HAO  H10   N9   N8    119.54  3.000
 HAO  C10   N9   N8    121.40  3.000
 HAO  C12   C10  O11   122.23  3.000
 HAO  O11   C10  N9    124.91  3.000
 HAO  C12   C10  N9    112.85  3.000
 HAO  C14   C12  C13   119.92  3.000
 HAO  C13   C12  C10   119.73  3.000
 HAO  C14   C12  C10   120.31  3.000
 HAO  H13   C13  C19   119.28  3.000
 HAO  H13   C13  C12   119.04  3.000
 HAO  C19   C13  C12   121.67  3.000
 HAO  C17   C14  O15   124.60  3.000
 HAO  O15   C14  C12   116.79  3.000
 HAO  C17   C14  C12   118.59  3.000
 HAO  H15B  C15  H15A  108.88  3.000
 HAO  H15B  C15  H15   108.85  3.000
 HAO  H15A  C15  H15   108.76  3.000
 HAO  H15B  C15  O15   111.85  3.000
 HAO  H15A  C15  O15   106.45  3.000
 HAO  H15   C15  O15   111.95  3.000
 HAO  C15   O15  C14   118.46  3.000
 HAO  H17   C17  C18   117.79  3.000
 HAO  C18   C17  C14   121.20  3.000
 HAO  H17   C17  C14   121.01  3.000
 HAO  H18   C18  C19   120.82  3.000
 HAO  C19   C18  C17   120.52  3.000
 HAO  H18   C18  C17   118.65  3.000
 HAO  N20   C19  C18   124.63  3.000
 HAO  N20   C19  C13   117.28  3.000
 HAO  C18   C19  C13   118.09  3.000
 HAO  HN20  N20  C21   112.86  3.000
 HAO  C21   N20  C19   129.90  3.000
 HAO  HN20  N20  C19   117.24  3.000
 HAO  C23   C21  O22   122.58  3.000
 HAO  C23   C21  N20   112.17  3.000
 HAO  O22   C21  N20   125.24  3.000
 HAO  O5    C23  O24   129.16  3.000
 HAO  O24   C23  C21   115.66  3.000
 HAO  O5    C23  C21   115.18  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
 HAO  CONST_01  C18   C17  C14  C12     0.00   0.0  0
 HAO  CONST_02  C18   C19  C13  C12     0.00   0.0  0
 HAO  CONST_03  C17   C14  C12  C13     0.00   0.0  0
 HAO  CONST_04  C17   C18  C19  C13     0.00   0.0  0
 HAO  CONST_05  C19   C13  C12  C14     0.00   0.0  0
 HAO  CONST_06  C19   C18  C17  C14     0.00   0.0  0
 HAO  CONST_07  C17   C14  C12  C10   180.00   0.0  0
 HAO  CONST_08  C19   C13  C12  C10   180.00   0.0  0
 HAO  CONST_09  N20   C19  C13  C12   180.00   0.0  0
 HAO  CONST_10  O15   C14  C12  C13   180.00   0.0  0
 HAO  CONST_11  C18   C17  C14  O15   180.00   0.0  0
 HAO  CONST_12  N20   C19  C18  C17   180.00   0.0  0
 HAO  CONST_13  H17   C17  C14  C12   180.00   0.0  0
 HAO  CONST_14  H18   C18  C19  C13   180.00   0.0  0
 HAO  CONST_15  H13   C13  C12  C14   180.00   0.0  0
 HAO  CONST_16  C21   N20  C19  C13   180.00   0.0  0
 HAO  CONST_17  C21   N20  C19  C18     0.00   0.0  0
 HAO  CONST_18  HN20  N20  C19  C13     0.00   0.0  0
 HAO  CONST_19  C12   C10  N9   N8    180.00   0.0  0
 HAO  CONST_20  O22   C21  N20  C19     0.00   0.0  0
 HAO  CONST_21  C23   C21  N20  C19   180.00   0.0  0
 HAO  CONST_22  H10   N9   C10  C12     0.00   0.0  0
 HAO  CONST_23  O11   C10  N9   N8      0.00   0.0  0
 HAO  Var_01    C14   C12  C10  N9   -122.92  30.0  2
 HAO  Var_02    C17   C14  O15  C15    -1.39  30.0  3
 HAO  Var_03    H15   C15  O15  C14    63.10  30.0  3
 HAO  Var_04    O5    C23  C21  N20   179.96  30.0  2
 HAO  Var_05    HN8   N8   N9   C10   123.67  30.0  2

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
 HAO  plan-1  C10   0.020
 HAO  plan-1  C12   0.020
 HAO  plan-1  C13   0.020
 HAO  plan-1  C14   0.020
 HAO  plan-1  O15   0.020
 HAO  plan-1  C17   0.020
 HAO  plan-1  C18   0.020
 HAO  plan-1  C19   0.020
 HAO  plan-1  N20   0.020
 HAO  plan-1  H13   0.020
 HAO  plan-1  H17   0.020
 HAO  plan-1  H18   0.020
 HAO  plan-2  N8    0.020
 HAO  plan-2  N9    0.020
 HAO  plan-2  C10   0.020
 HAO  plan-2  O11   0.020
 HAO  plan-2  C12   0.020
 HAO  plan-2  H10   0.020
 HAO  plan-3  C19   0.020
 HAO  plan-3  N20   0.020
 HAO  plan-3  C21   0.020
 HAO  plan-3  O22   0.020
 HAO  plan-3  C23   0.020
 HAO  plan-3  HN20  0.020
 HAO  plan-4  C21   0.020
 HAO  plan-4  C23   0.020
 HAO  plan-4  O24   0.020
 HAO  plan-4  O5    0.020

