# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 03:59:57 2021
#   Inital geometry file: a 95 line input string
#   Ligand name: 2-(4-hydroxyphenyl)-~{N}-[(2~{S})-2-methyl-4-oxidanyl-1-oxidanylidene-pent-4-en-2-yl]ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@](CC(O)=C)(NC(=O)Cc1ccc(O)cc1)C=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
 ODZ  ODZ  2-(4-hydroxyphenyl)-~{N}-[(2~{S})-2-methyl-4-oxidanyl-1-oxidanylidene-pent-4-en-2-yl]ethanamide  ligand  36  19  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ODZ
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
 ODZ  C1   C  C     0   0.396   -6.2079  2.1020  17.4418
 ODZ  O1   O  OH1   0  -0.633  -12.6629  2.3708  14.4819
 ODZ  C2   C  CH2   0  -0.559   -5.6895  3.4507  17.0414
 ODZ  C3   C  CT    0   0.008   -5.8579  4.5345  18.1242
 ODZ  C5   C  CH2   0  -0.655   -9.5622  5.3629  18.1485
 ODZ  C6   C  CR6   0   0.101  -10.4138  4.5661  17.1967
 ODZ  C7   C  CR16  0  -0.284  -10.9229  5.1391  16.0338
 ODZ  C8   C  CR16  0  -0.326  -11.6736  4.3995  15.1351
 ODZ  C9   C  CR6   0   0.342  -11.9286  3.0524  15.3848
 ODZ  C10  C  CR16  0  -0.372  -11.4284  2.4667  16.5440
 ODZ  C12  C  C1    0   0.192   -5.3141  5.8706  17.6338
 ODZ  C13  C  CH3   0  -0.700   -5.0698  4.2365  19.4054
 ODZ  O    O  OH1   0  -0.634   -5.4043  1.3317  18.2192
 ODZ  C    C  C2    0  -0.660   -7.4152  1.6569  17.0969
 ODZ  N    N  NH1   0  -0.635   -7.2446  4.7238  18.4958
 ODZ  O2   O  O     0  -0.482   -7.7653  5.8837  16.6474
 ODZ  C11  C  CR16  0  -0.270  -10.6792  3.2224  17.4339
 ODZ  H1   H  HOH1  0   0.473  -12.7721  1.4552  14.7617
 ODZ  H2   H  HCH2  0   0.270   -4.6314  3.3831  16.7719
 ODZ  H3   H  HCH2  0   0.275   -6.2133  3.7760  16.1432
 ODZ  H4   H  HCH2  0   0.291   -9.8897  6.4044  18.1712
 ODZ  H5   H  HCH2  0   0.277   -9.6610  4.9762  19.1640
 ODZ  H6   H  HCR6  0   0.251  -10.7359  6.1854  15.8247
 ODZ  H7   H  HCR6  0   0.262  -12.0672  4.8636  14.2392
 ODZ  H8   H  HCR6  0   0.270  -11.6227  1.4214  16.7567
 ODZ  H9   H  H     0   0.215   -5.6597  6.7334  18.2334
 ODZ  H10  H  HCH3  0   0.263   -5.1222  5.0800  20.0948
 ODZ  H11  H  HCH3  0   0.266   -5.4739  3.3657  19.9221
 ODZ  H12  H  HCH3  0   0.259   -4.0207  4.0460  19.1825
 ODZ  H13  H  HOH1  0   0.469   -4.5044  1.6728  18.2196
 ODZ  H14  H  H     0   0.235   -7.7760  0.6840  17.4044
 ODZ  H15  H  H     0   0.243   -8.0741  2.2714  16.5024
 ODZ  H16  H  HNH1  0   0.406   -7.5872  4.2472  19.3147
 ODZ  H17  H  HCR6  0   0.254  -10.2954  2.7469  18.3288
 ODZ  C4   C  C     0   0.566   -8.1183  5.3524  17.6915
 ODZ  O3   O  O     0  -0.373   -4.4928  5.9917  16.7645

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
 ODZ  O1   C9   single    1.349  0.020  1.349
 ODZ  C8   C9   aromatic  1.394  0.020  1.394
 ODZ  C8   C7   aromatic  1.385  0.020  1.385
 ODZ  C9   C10  aromatic  1.392  0.020  1.392
 ODZ  C    C1   double    1.332  0.020  1.332
 ODZ  C7   C6   aromatic  1.393  0.020  1.393
 ODZ  O2   C4   double    1.224  0.020  1.224
 ODZ  C10  C11  aromatic  1.387  0.020  1.387
 ODZ  C2   C1   single    1.499  0.020  1.499
 ODZ  C2   C3   single    1.541  0.020  1.541
 ODZ  O3   C12  double    1.202  0.020  1.202
 ODZ  C1   O    single    1.358  0.020  1.358
 ODZ  C6   C11  aromatic  1.390  0.020  1.390
 ODZ  C6   C5   single    1.505  0.020  1.505
 ODZ  C4   C5   single    1.515  0.020  1.515
 ODZ  C4   N    single    1.344  0.020  1.344
 ODZ  C12  C3   single    1.524  0.020  1.524
 ODZ  C3   N    single    1.448  0.020  1.448
 ODZ  C3   C13  single    1.533  0.020  1.533
 ODZ  O1   H1   single    0.850  0.020  0.980
 ODZ  C2   H2   single    0.970  0.020  1.090
 ODZ  C2   H3   single    0.970  0.020  1.090
 ODZ  C5   H4   single    0.970  0.020  1.090
 ODZ  C5   H5   single    0.970  0.020  1.090
 ODZ  C7   H6   single    0.930  0.020  1.080
 ODZ  C8   H7   single    0.930  0.020  1.080
 ODZ  C10  H8   single    0.930  0.020  1.080
 ODZ  C12  H9   single    0.930  0.020  1.080
 ODZ  C13  H10  single    0.970  0.020  1.090
 ODZ  C13  H11  single    0.970  0.020  1.090
 ODZ  C13  H12  single    0.970  0.020  1.090
 ODZ  O    H13  single    0.850  0.020  0.980
 ODZ  C    H14  single    0.930  0.020  1.080
 ODZ  C    H15  single    0.930  0.020  1.080
 ODZ  N    H16  single    0.860  0.020  1.020
 ODZ  C11  H17  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
 ODZ  C    C1   O    119.68  3.000
 ODZ  O    C1   C2   117.30  3.000
 ODZ  C    C1   C2   123.00  3.000
 ODZ  H1   O1   C9   110.33  3.000
 ODZ  H3   C2   H2   106.28  3.000
 ODZ  H3   C2   C3   108.46  3.000
 ODZ  H2   C2   C3   108.79  3.000
 ODZ  H3   C2   C1   108.82  3.000
 ODZ  H2   C2   C1   110.16  3.000
 ODZ  C3   C2   C1   114.02  3.000
 ODZ  N    C3   C13  107.65  3.000
 ODZ  C13  C3   C12  104.83  3.000
 ODZ  N    C3   C12  108.04  3.000
 ODZ  C13  C3   C2   113.22  3.000
 ODZ  N    C3   C2   112.14  3.000
 ODZ  C12  C3   C2   110.58  3.000
 ODZ  H5   C5   H4   106.95  3.000
 ODZ  H5   C5   C6   110.47  3.000
 ODZ  H4   C5   C6   110.39  3.000
 ODZ  H5   C5   C4   111.39  3.000
 ODZ  H4   C5   C4   107.39  3.000
 ODZ  C6   C5   C4   110.17  3.000
 ODZ  C11  C6   C7   118.06  3.000
 ODZ  C11  C6   C5   120.79  3.000
 ODZ  C7   C6   C5   121.13  3.000
 ODZ  H6   C7   C8   118.96  3.000
 ODZ  H6   C7   C6   119.70  3.000
 ODZ  C8   C7   C6   121.34  3.000
 ODZ  H7   C8   C9   119.73  3.000
 ODZ  H7   C8   C7   120.32  3.000
 ODZ  C9   C8   C7   119.94  3.000
 ODZ  C10  C9   C8   119.36  3.000
 ODZ  C10  C9   O1   122.72  3.000
 ODZ  C8   C9   O1   117.92  3.000
 ODZ  H8   C10  C11  119.75  3.000
 ODZ  H8   C10  C9   120.31  3.000
 ODZ  C11  C10  C9   119.94  3.000
 ODZ  H9   C12  O3   121.80  3.000
 ODZ  H9   C12  C3   113.46  3.000
 ODZ  O3   C12  C3   124.40  3.000
 ODZ  H12  C13  H11  108.32  3.000
 ODZ  H12  C13  H10  108.11  3.000
 ODZ  H11  C13  H10  107.48  3.000
 ODZ  H12  C13  C3   110.98  3.000
 ODZ  H11  C13  C3   111.15  3.000
 ODZ  H10  C13  C3   110.68  3.000
 ODZ  H13  O    C1   110.64  3.000
 ODZ  H15  C    H14  117.70  3.000
 ODZ  H15  C    C1   120.37  3.000
 ODZ  H14  C    C1   121.93  3.000
 ODZ  H16  N    C4   119.12  3.000
 ODZ  H16  N    C3   118.19  3.000
 ODZ  C4   N    C3   122.03  3.000
 ODZ  H17  C11  C10  118.81  3.000
 ODZ  H17  C11  C6   119.83  3.000
 ODZ  C10  C11  C6   121.36  3.000
 ODZ  O2   C4   N    121.76  3.000
 ODZ  N    C4   C5   116.27  3.000
 ODZ  O2   C4   C5   121.97  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
 ODZ  CONST_01  C9   C8   C7   C6     0.00   0.0  0
 ODZ  CONST_02  C9   C10  C11  C6     0.00   0.0  0
 ODZ  CONST_03  C10  C9   C8   C7     0.00   0.0  0
 ODZ  CONST_04  C10  C11  C6   C7     0.00   0.0  0
 ODZ  CONST_05  C11  C10  C9   C8     0.00   0.0  0
 ODZ  CONST_06  C11  C6   C7   C8     0.00   0.0  0
 ODZ  CONST_07  C7   C8   C9   O1   180.00   0.0  0
 ODZ  CONST_08  C11  C10  C9   O1   180.00   0.0  0
 ODZ  CONST_09  C8   C7   C6   C5   180.00   0.0  0
 ODZ  CONST_10  C10  C11  C6   C5   180.00   0.0  0
 ODZ  CONST_11  H7   C8   C7   C6   180.00   0.0  0
 ODZ  CONST_12  H8   C10  C11  C6   180.00   0.0  0
 ODZ  CONST_13  H17  C11  C6   C7   180.00   0.0  0
 ODZ  CONST_14  H6   C7   C8   C9   180.00   0.0  0
 ODZ  CONST_15  O2   C4   N    C3     0.00   0.0  0
 ODZ  CONST_16  C5   C4   N    C3   180.00   0.0  0
 ODZ  CONST_17  H16  N    C4   C5     0.00   0.0  0
 ODZ  Var_01    C7   C6   C5   C4   -84.37  30.0  3
 ODZ  Var_02    O2   C4   C5   C6    65.59  30.0  2
 ODZ  Var_03    C    C1   C2   C3    97.20  30.0  3
 ODZ  Var_04    H14  C    C1   C2  -179.34   0.0  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
 ODZ  chir_01  C3  C12  N  C13  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
 ODZ  plan-1  O1   0.020
 ODZ  plan-1  C5   0.020
 ODZ  plan-1  C6   0.020
 ODZ  plan-1  C7   0.020
 ODZ  plan-1  C8   0.020
 ODZ  plan-1  C9   0.020
 ODZ  plan-1  C10  0.020
 ODZ  plan-1  C11  0.020
 ODZ  plan-1  H6   0.020
 ODZ  plan-1  H7   0.020
 ODZ  plan-1  H8   0.020
 ODZ  plan-1  H17  0.020
 ODZ  plan-2  C3   0.020
 ODZ  plan-2  C5   0.020
 ODZ  plan-2  N    0.020
 ODZ  plan-2  O2   0.020
 ODZ  plan-2  H16  0.020
 ODZ  plan-2  C4   0.020
 ODZ  plan-3  C1   0.020
 ODZ  plan-3  C2   0.020
 ODZ  plan-3  O    0.020
 ODZ  plan-3  C    0.020
 ODZ  plan-3  H14  0.020
 ODZ  plan-3  H15  0.020
 ODZ  plan-4  C3   0.020
 ODZ  plan-4  C12  0.020
 ODZ  plan-4  H9   0.020
 ODZ  plan-4  O3   0.020

