# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 07:13:41 2020
#   Inital geometry file: a 74 line input string
#   Ligand name: ~{N}-[4-[(5~{R})-4,5-dihydro-1,2-oxazol-5-yl]phenyl]ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Nc1ccc(cc1)[C@H]2CC=NO2
#
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
 D8N  D8N  ~{N}-[4-[(5~{R})-4,5-dihydro-1,2-oxazol-5-yl]phenyl]ethanamide  ligand  27  15  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_D8N
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
 D8N  C01   C  CH2   0  -0.576  -3.3767   0.4691  -1.1821
 D8N  C02   C  CR15  0  -0.050  -2.5743   0.8106   0.0824
 D8N  C05   C  CR15  0  -0.074  -4.3990  -0.4512  -0.6099
 D8N  C06   C  CR6   0   0.121  -1.1178   0.4586   0.0274
 D8N  C07   C  CR16  0  -0.307  -0.1440   1.4363   0.1601
 D8N  C08   C  CR16  0  -0.301   1.2122   1.1385   0.0994
 D8N  C09   C  CR6   0   0.362   1.6185  -0.1808  -0.0922
 D8N  C10   C  CR16  0  -0.336   0.6396  -1.1739  -0.2182
 D8N  C11   C  CR16  0  -0.278  -0.7026  -0.8590  -0.1583
 D8N  C13   C  C     0   0.513   4.0923   0.1260  -0.0795
 D8N  C15   C  CH3   0  -0.783   5.3548  -0.6925  -0.1723
 D8N  N04   N  N     0  -0.086  -4.2801  -0.6608   0.6319
 D8N  N12   N  NH1   0  -0.735   2.9481  -0.6014  -0.1694
 D8N  O03   O  O     0  -0.413  -3.2144   0.0417   1.1317
 D8N  O14   O  O     0  -0.472   4.1181   1.3332   0.0841
 D8N  H012  H  HCH2  0   0.292  -3.8335   1.3474  -1.6392
 D8N  H011  H  HCH2  0   0.283  -2.7837  -0.0251  -1.9550
 D8N  H021  H  HCR5  0   0.267  -2.6871   1.8683   0.3344
 D8N  H071  H  HCR6  0   0.257  -0.4387   2.4674   0.3161
 D8N  H081  H  HCR6  0   0.282   1.9317   1.9325   0.2051
 D8N  H101  H  HCR6  0   0.271   0.9374  -2.2056  -0.3659
 D8N  H111  H  HCR6  0   0.257  -1.4279  -1.6573  -0.2615
 D8N  H152  H  HCH3  0   0.276   5.7999  -0.7718   0.8209
 D8N  H151  H  HCH3  0   0.255   5.1986  -1.7002  -0.5527
 D8N  H153  H  HCH3  0   0.270   6.0732  -0.1838  -0.8125
 D8N  H121  H  HNH1  0   0.416   3.0664  -1.5938  -0.3031
 D8N  H1    H  HCR5  0   0.288  -5.1900  -0.9402  -1.1610

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
 D8N  C01  C05   single    1.490  0.020  1.490
 D8N  C01  C02   single    1.536  0.020  1.536
 D8N  C05  N04   double    1.265  0.020  1.265
 D8N  C11  C10   aromatic  1.380  0.020  1.380
 D8N  C11  C06   aromatic  1.394  0.020  1.394
 D8N  C02  C06   single    1.499  0.020  1.499
 D8N  C02  O03   single    1.450  0.020  1.450
 D8N  C10  C09   aromatic  1.400  0.020  1.400
 D8N  C06  C07   aromatic  1.386  0.020  1.386
 D8N  N04  O03   single    1.371  0.020  1.371
 D8N  C09  N12   single    1.397  0.020  1.397
 D8N  C09  C08   aromatic  1.394  0.020  1.394
 D8N  C07  C08   aromatic  1.390  0.020  1.390
 D8N  N12  C13   single    1.359  0.020  1.359
 D8N  C13  O14   double    1.219  0.020  1.219
 D8N  C13  C15   single    1.507  0.020  1.507
 D8N  C01  H012  single    0.970  0.020  1.090
 D8N  C01  H011  single    0.970  0.020  1.090
 D8N  C02  H021  single    0.970  0.020  1.090
 D8N  C07  H071  single    0.930  0.020  1.080
 D8N  C08  H081  single    0.930  0.020  1.080
 D8N  C10  H101  single    0.930  0.020  1.080
 D8N  C11  H111  single    0.930  0.020  1.080
 D8N  C15  H152  single    0.970  0.020  1.090
 D8N  C15  H151  single    0.970  0.020  1.090
 D8N  C15  H153  single    0.970  0.020  1.090
 D8N  N12  H121  single    0.860  0.020  1.020
 D8N  C05  H1    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
 D8N  H011  C01  H012  107.17  3.000
 D8N  H011  C01  C05   111.40  3.000
 D8N  H012  C01  C05   111.79  3.000
 D8N  H011  C01  C02   113.55  3.000
 D8N  H012  C01  C02   112.63  3.000
 D8N  C05   C01  C02   100.34  3.000
 D8N  H021  C02  O03   107.51  3.000
 D8N  H021  C02  C06   109.62  3.000
 D8N  O03   C02  C06   109.32  3.000
 D8N  H021  C02  C01   110.55  3.000
 D8N  O03   C02  C01   104.32  3.000
 D8N  C06   C02  C01   115.15  3.000
 D8N  H1    C05  N04   119.62  3.000
 D8N  H1    C05  C01   125.86  3.000
 D8N  N04   C05  C01   114.52  3.000
 D8N  C11   C06  C07   118.05  3.000
 D8N  C07   C06  C02   120.88  3.000
 D8N  C11   C06  C02   121.07  3.000
 D8N  H071  C07  C08   118.39  3.000
 D8N  H071  C07  C06   119.60  3.000
 D8N  C08   C07  C06   122.01  3.000
 D8N  H081  C08  C09   121.11  3.000
 D8N  H081  C08  C07   119.32  3.000
 D8N  C09   C08  C07   119.56  3.000
 D8N  N12   C09  C10   116.55  3.000
 D8N  N12   C09  C08   124.76  3.000
 D8N  C10   C09  C08   118.68  3.000
 D8N  H101  C10  C11   119.36  3.000
 D8N  H101  C10  C09   119.69  3.000
 D8N  C11   C10  C09   120.95  3.000
 D8N  H111  C11  C10   118.61  3.000
 D8N  H111  C11  C06   120.65  3.000
 D8N  C10   C11  C06   120.74  3.000
 D8N  O14   C13  N12   123.85  3.000
 D8N  O14   C13  C15   121.90  3.000
 D8N  N12   C13  C15   114.24  3.000
 D8N  H153  C15  H151  108.78  3.000
 D8N  H153  C15  H152  107.46  3.000
 D8N  H151  C15  H152  108.02  3.000
 D8N  H153  C15  C13   109.59  3.000
 D8N  H151  C15  C13   113.83  3.000
 D8N  H152  C15  C13   108.97  3.000
 D8N  O03   N04  C05   110.25  3.000
 D8N  H121  N12  C13   115.90  3.000
 D8N  H121  N12  C09   114.54  3.000
 D8N  C13   N12  C09   129.55  3.000
 D8N  N04   O03  C02   110.56  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
 D8N  CONST_01  C09   C10  C11  C06     0.00   0.0  0
 D8N  CONST_02  C09   C08  C07  C06     0.00   0.0  0
 D8N  CONST_03  C10   C11  C06  C07     0.00   0.0  0
 D8N  CONST_04  C10   C09  C08  C07     0.00   0.0  0
 D8N  CONST_05  C11   C10  C09  C08     0.00   0.0  0
 D8N  CONST_06  C11   C06  C07  C08     0.00   0.0  0
 D8N  CONST_07  C10   C11  C06  C02   180.00   0.0  0
 D8N  CONST_08  C08   C07  C06  C02   180.00   0.0  0
 D8N  CONST_09  N12   C09  C08  C07   180.00   0.0  0
 D8N  CONST_10  N12   C09  C10  C11   180.00   0.0  0
 D8N  CONST_11  H111  C11  C06  C02     0.00   0.0  0
 D8N  CONST_12  H071  C07  C06  C02     0.00   0.0  0
 D8N  CONST_13  H101  C10  C11  C06   180.00   0.0  0
 D8N  CONST_14  H081  C08  C07  C06   180.00   0.0  0
 D8N  CONST_15  C13   N12  C09  C08     0.00   0.0  0
 D8N  CONST_16  C13   N12  C09  C10   180.00   0.0  0
 D8N  CONST_17  H121  N12  C09  C08   180.00   0.0  0
 D8N  CONST_18  O14   C13  N12  C09     0.00   0.0  0
 D8N  CONST_19  C15   C13  N12  C09   180.00   0.0  0
 D8N  Var_01    N04   C05  C01  C02    -1.00  30.0  1
 D8N  Var_02    H152  C15  C13  N12  -105.56  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
 D8N  chir_01  C02  C01  C06  O03  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
 D8N  plan-1  C02   0.020
 D8N  plan-1  C06   0.020
 D8N  plan-1  C07   0.020
 D8N  plan-1  C08   0.020
 D8N  plan-1  C09   0.020
 D8N  plan-1  C10   0.020
 D8N  plan-1  C11   0.020
 D8N  plan-1  N12   0.020
 D8N  plan-1  H071  0.020
 D8N  plan-1  H081  0.020
 D8N  plan-1  H101  0.020
 D8N  plan-1  H111  0.020
 D8N  plan-2  C09   0.020
 D8N  plan-2  C13   0.020
 D8N  plan-2  C15   0.020
 D8N  plan-2  N12   0.020
 D8N  plan-2  O14   0.020
 D8N  plan-2  H121  0.020

