# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 04:09:56 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: (5R,6R)-6-azaniumyl-5-ethoxycyclohexa-1,3-diene-1-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCO[C@@H]1C=CC=C([C@H]1[NH3+])C([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
 W81  W81  (5R,6R)-6-azaniumyl-5-ethoxycyclohexa-1,3-diene-1-carboxylate  ligand  26  13  .  2021-08-24  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_W81
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
 W81  C10   C  CH2    0  -0.152   3.1962   0.3993   0.0289
 W81  O01   O  O      0  -0.567  -3.0836   1.0874  -1.0442
 W81  O03   O  OC    -1  -0.602  -2.8559   0.6971   1.1446
 W81  C04   C  C      0  -0.065  -1.1817  -0.0908  -0.2680
 W81  C05   C  C1     0  -0.259  -0.8920  -0.7626  -1.3873
 W81  C06   C  C1     0  -0.211   0.2524  -1.6624  -1.4651
 W81  C07   C  C1     0  -0.280   1.1930  -1.6757  -0.5175
 W81  C08   C  CH1    0   0.033   1.1488  -0.6671   0.5977
 W81  O09   O  O2     0  -0.483   1.8031   0.5293   0.2400
 W81  C11   C  CH3    0  -0.687   3.7714   1.7699  -0.2450
 W81  C12   C  CH1    0  -0.255  -0.2803  -0.2408   0.9245
 W81  N13   N  NT3    1  -0.788  -0.9449  -1.2088   1.8462
 W81  H08   H  HCH1   0   0.245   1.6109  -1.0910   1.5024
 W81  H12   H  HCH1   0   0.324  -0.2281   0.6905   1.4906
 W81  H05   H  H      0   0.265  -1.5551  -0.6955  -2.2407
 W81  H06   H  H      0   0.270   0.3072  -2.3445  -2.3041
 W81  H07   H  H      0   0.277   2.0233  -2.3681  -0.5664
 W81  H10   H  HCH2   0   0.204   3.6743  -0.0446   0.9124
 W81  H10A  H  HCH2   0   0.209   3.4029  -0.2665  -0.8170
 W81  H11   H  HCH3   0   0.231   3.3200   2.2192  -1.1303
 W81  H11A  H  HCH3   0   0.230   3.6203   2.4432   0.5992
 W81  H11B  H  HCH3   0   0.233   4.8436   1.6892  -0.4217
 W81  HN13  H  HNT3   0   0.461  -1.0653  -2.1320   1.4292
 W81  HN1A  H  HNT3   0   0.467  -0.4500  -1.3264   2.7302
 W81  HN1B  H  HNT3   0   0.464  -1.8774  -0.8094   2.0339
 W81  C02   C  C      0   0.435  -2.4855   0.6448  -0.0560

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
 W81  C10  O09   single  1.415  0.020  1.415
 W81  C10  C11   single  1.511  0.020  1.511
 W81  C10  H10   single  0.970  0.020  1.090
 W81  C10  H10A  single  0.970  0.020  1.090
 W81  O01  C02   deloc   1.237  0.020  1.237
 W81  C02  O03   deloc   1.258  0.020  1.258
 W81  C02  C04   single  1.512  0.020  1.512
 W81  C04  C05   double  1.337  0.020  1.337
 W81  C04  C12   single  1.502  0.020  1.502
 W81  C05  C06   single  1.458  0.020  1.458
 W81  C05  H05   single  0.930  0.020  1.080
 W81  C06  C07   double  1.335  0.020  1.335
 W81  C06  H06   single  0.930  0.020  1.080
 W81  C07  C08   single  1.504  0.020  1.504
 W81  C07  H07   single  0.930  0.020  1.080
 W81  C08  O09   single  1.410  0.020  1.410
 W81  C08  C12   single  1.527  0.020  1.527
 W81  C08  H08   single  0.970  0.020  1.090
 W81  C11  H11   single  0.970  0.020  1.090
 W81  C11  H11A  single  0.970  0.020  1.090
 W81  C11  H11B  single  0.970  0.020  1.090
 W81  C12  N13   single  1.493  0.020  1.493
 W81  C12  H12   single  0.970  0.020  1.090
 W81  N13  HN13  single  0.890  0.020  1.040
 W81  N13  HN1A  single  0.890  0.020  1.040
 W81  N13  HN1B  single  0.890  0.020  1.040

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
 W81  H10A  C10  H10   107.05  3.000
 W81  H10A  C10  C11   109.84  3.000
 W81  H10   C10  C11   110.28  3.000
 W81  H10A  C10  O09   110.89  3.000
 W81  H10   C10  O09   110.22  3.000
 W81  C11   C10  O09   108.57  3.000
 W81  C12   C04  C05   118.97  3.000
 W81  C12   C04  C02   117.04  3.000
 W81  C05   C04  C02   123.27  3.000
 W81  H05   C05  C06   118.48  3.000
 W81  H05   C05  C04   119.73  3.000
 W81  C06   C05  C04   121.66  3.000
 W81  H06   C06  C07   120.53  3.000
 W81  H06   C06  C05   118.03  3.000
 W81  C07   C06  C05   121.42  3.000
 W81  H07   C07  C08   119.01  3.000
 W81  H07   C07  C06   120.98  3.000
 W81  C08   C07  C06   119.92  3.000
 W81  H08   C08  C12   108.94  3.000
 W81  H08   C08  O09   109.90  3.000
 W81  C12   C08  O09   104.58  3.000
 W81  H08   C08  C07   109.80  3.000
 W81  C12   C08  C07   111.93  3.000
 W81  O09   C08  C07   111.55  3.000
 W81  C08   O09  C10   114.63  3.000
 W81  H11B  C11  H11A  107.92  3.000
 W81  H11B  C11  H11   107.83  3.000
 W81  H11A  C11  H11   108.47  3.000
 W81  H11B  C11  C10   109.68  3.000
 W81  H11A  C11  C10   111.53  3.000
 W81  H11   C11  C10   111.29  3.000
 W81  H12   C12  N13   104.74  3.000
 W81  H12   C12  C08   107.74  3.000
 W81  N13   C12  C08   111.58  3.000
 W81  H12   C12  C04   110.82  3.000
 W81  N13   C12  C04   106.72  3.000
 W81  C08   C12  C04   114.81  3.000
 W81  HN1B  N13  HN1A  109.00  3.000
 W81  HN1B  N13  HN13  108.55  3.000
 W81  HN1A  N13  HN13  107.89  3.000
 W81  HN1B  N13  C12   105.29  3.000
 W81  HN1A  N13  C12   113.20  3.000
 W81  HN13  N13  C12   112.77  3.000
 W81  C04   C02  O03   114.09  3.000
 W81  C04   C02  O01   118.62  3.000
 W81  O03   C02  O01   127.26  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
 W81  Var_01  C07  C06  C05  C04   -12.20  30.0  1
 W81  Var_02  C08  C07  C06  C05    -5.38  30.0  1
 W81  Var_03  C12  C04  C05  C06     1.73  30.0  1
 W81  Var_04  C05  C04  C02  O01   -28.17  30.0  2
 W81  Var_05  C11  C10  O09  C08  -175.90  30.0  1
 W81  Var_06  H11  C11  C10  O09   -60.13  30.0  3

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
 W81  chir_01  C08  C07  O09  C12  negativ
 W81  chir_02  C12  N13  C08  C04  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
 W81  plan-1  O01  0.020
 W81  plan-1  O03  0.020
 W81  plan-1  C04  0.020
 W81  plan-1  C02  0.020

