# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 12:59:14 2020
#   Inital geometry file: a 74 line input string
#   Ligand name: [1-(4-ethoxy-4-oxobutanoyl)hydrazino]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)CCC(=O)N(N)CC(O)=O
#
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
 AA1  AA1  '[1-(4-ethoxy-4-oxobutanoyl)hydrazino]acetic acid'  ligand  29  15  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AA1
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
 AA1  N3    N  NH2   0  -0.625  -2.1442  -2.0183   0.2600
 AA1  C4    C  C     0   0.598  -0.9907   0.0942   0.5358
 AA1  O5    O  O     0  -0.474  -1.0459   1.2949   0.7337
 AA1  N6    N  NT    0  -0.352  -2.1006  -0.6863   0.6395
 AA1  C7    C  CH2   0  -0.395  -3.3772  -0.0688   0.8546
 AA1  C8    C  C     0   0.543  -3.9742   0.4308  -0.4434
 AA1  O9    O  O     0  -0.426  -3.4549   0.3153  -1.5207
 AA1  O10   O  OH1   0  -0.576  -5.1526   1.0062  -0.2418
 AA1  C11   C  CH2   0  -0.580   0.2981  -0.6152   0.1828
 AA1  C12   C  CH2   0  -0.559   1.4867   0.3240   0.2502
 AA1  C15   C  C     0   0.613   2.7689  -0.3395  -0.1780
 AA1  O16   O  O     0  -0.449   2.8516  -1.4287  -0.6880
 AA1  O17   O  O2    0  -0.456   3.8124   0.4418   0.0612
 AA1  C18   C  CH2   0  -0.165   5.1107  -0.0150  -0.3420
 AA1  C19   C  CH3   0  -0.662   6.1122   1.0436   0.0498
 AA1  H3N1  H  HNH2  0   0.358  -1.8465  -2.1444  -0.6983
 AA1  H3N2  H  HNH2  0   0.363  -1.5717  -2.5887   0.8665
 AA1  H7C1  H  HCH2  0   0.292  -4.0507  -0.8016   1.2993
 AA1  H7C2  H  HCH2  0   0.287  -3.2983   0.7584   1.5602
 AA1  H10   H  HOH1  0   0.457  -5.5197   1.3009  -1.0855
 AA1  H111  H  HCH2  0   0.263   0.2131  -1.0413  -0.8207
 AA1  H112  H  HCH2  0   0.259   0.4516  -1.4637   0.8534
 AA1  H121  H  HCH2  0   0.272   1.6137   0.7225   1.2583
 AA1  H122  H  HCH2  0   0.280   1.3304   1.1922  -0.3950
 AA1  H181  H  HCH2  0   0.223   5.1237  -0.1825  -1.4210
 AA1  H182  H  HCH2  0   0.224   5.3392  -0.9645   0.1460
 AA1  H191  H  HCH3  0   0.227   5.8955   1.9982  -0.4288
 AA1  H192  H  HCH3  0   0.231   6.1338   1.1935   1.1285
 AA1  H193  H  HCH3  0   0.229   7.1076   0.7307  -0.2618

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
 AA1  N3   N6    single  1.386  0.020  1.386
 AA1  N3   H3N1  single  0.890  0.020  1.040
 AA1  N3   H3N2  single  0.890  0.020  1.040
 AA1  C4   O5    double  1.218  0.020  1.218
 AA1  C4   N6    single  1.361  0.020  1.361
 AA1  C4   C11   single  1.513  0.020  1.513
 AA1  N6   C7    single  1.434  0.020  1.434
 AA1  C7   C8    single  1.513  0.020  1.513
 AA1  C7   H7C1  single  0.970  0.020  1.090
 AA1  C7   H7C2  single  0.970  0.020  1.090
 AA1  C8   O9    double  1.201  0.020  1.201
 AA1  C8   O10   single  1.327  0.020  1.327
 AA1  O10  H10   single  0.850  0.020  0.980
 AA1  C11  C12   single  1.516  0.020  1.516
 AA1  C11  H111  single  0.970  0.020  1.090
 AA1  C11  H112  single  0.970  0.020  1.090
 AA1  C12  C15   single  1.506  0.020  1.506
 AA1  C12  H121  single  0.970  0.020  1.090
 AA1  C12  H122  single  0.970  0.020  1.090
 AA1  C15  O16   double  1.206  0.020  1.206
 AA1  C15  O17   single  1.325  0.020  1.325
 AA1  O17  C18   single  1.434  0.020  1.434
 AA1  C18  C19   single  1.509  0.020  1.509
 AA1  C18  H181  single  0.970  0.020  1.090
 AA1  C18  H182  single  0.970  0.020  1.090
 AA1  C19  H191  single  0.970  0.020  1.090
 AA1  C19  H192  single  0.970  0.020  1.090
 AA1  C19  H193  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
 AA1  H3N2  N3   H3N1  109.37  3.000
 AA1  H3N2  N3   N6    111.13  3.000
 AA1  H3N1  N3   N6    111.72  3.000
 AA1  C11   C4   N6    116.34  3.000
 AA1  C11   C4   O5    122.60  3.000
 AA1  N6    C4   O5    121.06  3.000
 AA1  C7    N6   C4    119.37  3.000
 AA1  C7    N6   N3    115.27  3.000
 AA1  C4    N6   N3    123.79  3.000
 AA1  H7C2  C7   H7C1  106.91  3.000
 AA1  H7C2  C7   C8    109.46  3.000
 AA1  H7C1  C7   C8    109.15  3.000
 AA1  H7C2  C7   N6    111.06  3.000
 AA1  H7C1  C7   N6    108.76  3.000
 AA1  C8    C7   N6    111.38  3.000
 AA1  O10   C8   O9    124.18  3.000
 AA1  O10   C8   C7    111.30  3.000
 AA1  O9    C8   C7    124.53  3.000
 AA1  H10   O10  C8    109.71  3.000
 AA1  H112  C11  H111  105.76  3.000
 AA1  H112  C11  C12   110.10  3.000
 AA1  H111  C11  C12   110.05  3.000
 AA1  H112  C11  C4    109.92  3.000
 AA1  H111  C11  C4    109.31  3.000
 AA1  C12   C11  C4    111.53  3.000
 AA1  H122  C12  H121  105.78  3.000
 AA1  H122  C12  C15   107.69  3.000
 AA1  H121  C12  C15   108.93  3.000
 AA1  H122  C12  C11   110.72  3.000
 AA1  H121  C12  C11   111.00  3.000
 AA1  C15   C12  C11   112.45  3.000
 AA1  O17   C15  O16   123.71  3.000
 AA1  O17   C15  C12   111.06  3.000
 AA1  O16   C15  C12   125.22  3.000
 AA1  C18   O17  C15   118.31  3.000
 AA1  H182  C18  H181  107.80  3.000
 AA1  H182  C18  C19   110.80  3.000
 AA1  H181  C18  C19   110.87  3.000
 AA1  H182  C18  O17   109.93  3.000
 AA1  H181  C18  O17   109.72  3.000
 AA1  C19   C18  O17   107.72  3.000
 AA1  H193  C19  H192  107.74  3.000
 AA1  H193  C19  H191  107.92  3.000
 AA1  H192  C19  H191  108.56  3.000
 AA1  H193  C19  C18   109.32  3.000
 AA1  H192  C19  C18   111.52  3.000
 AA1  H191  C19  C18   111.63  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
 AA1  CONST_01  O5    C4   N6   N3    180.00   0.0  0
 AA1  CONST_02  C11   C4   N6   N3      0.00   0.0  0
 AA1  CONST_03  C7    N6   C4   O5      0.00   0.0  0
 AA1  CONST_04  C11   C4   N6   C7    180.00   0.0  0
 AA1  CONST_05  H10   O10  C8   C7    180.00   0.0  0
 AA1  Var_01    C8    C7   N6   N3    -84.17  30.0  3
 AA1  Var_02    C15   C12  C11  C4   -176.54  30.0  3
 AA1  Var_03    C12   C11  C4   O5      5.69  30.0  3
 AA1  Var_04    O9    C8   C7   N6      0.69  30.0  3
 AA1  Var_05    O16   C15  C12  C11     9.37  30.0  3
 AA1  Var_06    C19   C18  O17  C15  -179.61  30.0  3
 AA1  Var_07    H3N1  N3   N6   C4    -54.67  30.0  2
 AA1  Var_08    H191  C19  C18  O17   -59.62  30.0  3

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
 AA1  plan-1  N3   0.020
 AA1  plan-1  C4   0.020
 AA1  plan-1  O5   0.020
 AA1  plan-1  N6   0.020
 AA1  plan-1  C7   0.020
 AA1  plan-1  C11  0.020
 AA1  plan-2  C7   0.020
 AA1  plan-2  C8   0.020
 AA1  plan-2  O9   0.020
 AA1  plan-2  O10  0.020
 AA1  plan-2  H10  0.020
 AA1  plan-3  C12  0.020
 AA1  plan-3  C15  0.020
 AA1  plan-3  O16  0.020
 AA1  plan-3  O17  0.020

