# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 16:50:34 2021
#   Inital geometry file: a 84 line input string
#   Ligand name: ~{N}-(2-hydroxyphenyl)-2-phenoxy-ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccccc1NC(=O)COc2ccccc2
#
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
 N0H  N0H  ~{N}-(2-hydroxyphenyl)-2-phenoxy-ethanamide  ligand  31  18  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_N0H
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
 N0H  N1   N  NH1   0  -0.686  27.5460   2.7264  101.3010
 N0H  C4   C  CR6   0   0.393  30.8216   0.9857  103.3034
 N0H  C5   C  CR16  0  -0.366  31.2183   1.2228  101.9903
 N0H  C6   C  CR16  0  -0.242  32.5736   1.2767  101.6822
 N0H  C7   C  CH2   0  -0.346  28.5103   1.0384  102.7713
 N0H  C8   C  C     0   0.473  28.3269   2.5015  102.3779
 N0H  C10  C  CR16  0  -0.256  27.3314   1.3467   99.3097
 N0H  C13  C  CR16  0  -0.381  25.0020   0.2220  100.3047
 N0H  C1   C  CR16  0  -0.282  33.5371   1.0996  102.6621
 N0H  C2   C  CR16  0  -0.240  33.1319   0.8655  103.9721
 N0H  C3   C  CR16  0  -0.348  31.7871   0.8074  104.2946
 N0H  O1   O  O2    0  -0.469  29.5354   0.8899  103.7125
 N0H  O2   O  O     0  -0.463  28.8575   3.3978  103.0062
 N0H  C9   C  CR6   0   0.166  26.8589   1.7371  100.5561
 N0H  C11  C  CR16  0  -0.283  26.6528   0.4016   98.5560
 N0H  C12  C  CR16  0  -0.239  25.4878  -0.1585   99.0635
 N0H  C14  C  CR6   0   0.357  25.6787   1.1779  101.0580
 N0H  O3   O  OH1   0  -0.618  25.2571   1.5920  102.2642
 N0H  H1   H  HNH1  0   0.404  27.3993   3.6950  101.0487
 N0H  H2   H  HCR6  0   0.265  30.5034   1.3663  101.1911
 N0H  H3   H  HCR6  0   0.260  32.8686   1.4643  100.6579
 N0H  H4   H  HCH2  0   0.311  27.5976   0.6915  103.2611
 N0H  H5   H  HCH2  0   0.261  28.6596   0.3981  101.8954
 N0H  H6   H  HCR6  0   0.268  28.2433   1.7969   98.9375
 N0H  H7   H  HCR6  0   0.278  24.0887  -0.2192  100.6870
 N0H  H8   H  HCR6  0   0.253  34.5888   1.1437  102.4130
 N0H  H9   H  HCR6  0   0.258  33.8696   0.7243  104.7515
 N0H  H10  H  HCR6  0   0.263  31.4743   0.6218  105.3147
 N0H  H11  H  HCR6  0   0.260  27.0288   0.1053   97.5865
 N0H  H12  H  HCR6  0   0.266  24.9473  -0.8999   98.4899
 N0H  H13  H  HOH1  0   0.480  24.4585   1.1178  102.5228

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
 N0H  C11  C10  aromatic  1.386  0.020  1.386
 N0H  C11  C12  aromatic  1.389  0.020  1.389
 N0H  C10  C9   aromatic  1.389  0.020  1.389
 N0H  C12  C13  aromatic  1.386  0.020  1.386
 N0H  C9   N1   single    1.416  0.020  1.416
 N0H  C9   C14  aromatic  1.399  0.020  1.399
 N0H  C13  C14  aromatic  1.393  0.020  1.393
 N0H  N1   C8   single    1.349  0.020  1.349
 N0H  C14  O3   single    1.343  0.020  1.343
 N0H  C7   C8   single    1.526  0.020  1.526
 N0H  C7   O1   single    1.399  0.020  1.399
 N0H  C8   O2   double    1.216  0.020  1.216
 N0H  C5   C6   aromatic  1.391  0.020  1.391
 N0H  C5   C4   aromatic  1.392  0.020  1.392
 N0H  C6   C1   aromatic  1.386  0.020  1.386
 N0H  O1   C4   single    1.353  0.020  1.353
 N0H  C4   C3   aromatic  1.395  0.020  1.395
 N0H  C1   C2   aromatic  1.391  0.020  1.391
 N0H  C3   C2   aromatic  1.384  0.020  1.384
 N0H  N1   H1   single    0.860  0.020  1.020
 N0H  C5   H2   single    0.930  0.020  1.080
 N0H  C6   H3   single    0.930  0.020  1.080
 N0H  C7   H4   single    0.970  0.020  1.090
 N0H  C7   H5   single    0.970  0.020  1.090
 N0H  C10  H6   single    0.930  0.020  1.080
 N0H  C13  H7   single    0.930  0.020  1.080
 N0H  C1   H8   single    0.930  0.020  1.080
 N0H  C2   H9   single    0.930  0.020  1.080
 N0H  C3   H10  single    0.930  0.020  1.080
 N0H  C11  H11  single    0.930  0.020  1.080
 N0H  C12  H12  single    0.930  0.020  1.080
 N0H  O3   H13  single    0.850  0.020  0.980

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
 N0H  H1   N1   C9   117.86  3.000
 N0H  H1   N1   C8   116.27  3.000
 N0H  C9   N1   C8   125.75  3.000
 N0H  O1   C4   C3   115.72  3.000
 N0H  C3   C4   C5   119.65  3.000
 N0H  O1   C4   C5   124.62  3.000
 N0H  H2   C5   C6   118.36  3.000
 N0H  H2   C5   C4   122.08  3.000
 N0H  C6   C5   C4   119.56  3.000
 N0H  H3   C6   C1   120.13  3.000
 N0H  H3   C6   C5   118.81  3.000
 N0H  C1   C6   C5   121.06  3.000
 N0H  H5   C7   H4   106.67  3.000
 N0H  H5   C7   O1   112.08  3.000
 N0H  H4   C7   O1   106.07  3.000
 N0H  H5   C7   C8   111.76  3.000
 N0H  H4   C7   C8   108.64  3.000
 N0H  O1   C7   C8   111.29  3.000
 N0H  O2   C8   C7   121.39  3.000
 N0H  O2   C8   N1   122.82  3.000
 N0H  C7   C8   N1   115.79  3.000
 N0H  H6   C10  C11  120.58  3.000
 N0H  H6   C10  C9   118.56  3.000
 N0H  C11  C10  C9   120.86  3.000
 N0H  H7   C13  C14  119.87  3.000
 N0H  H7   C13  C12  119.96  3.000
 N0H  C14  C13  C12  120.17  3.000
 N0H  H8   C1   C2   120.46  3.000
 N0H  H8   C1   C6   120.53  3.000
 N0H  C2   C1   C6   119.01  3.000
 N0H  H9   C2   C3   119.27  3.000
 N0H  H9   C2   C1   120.10  3.000
 N0H  C3   C2   C1   120.63  3.000
 N0H  H10  C3   C2   120.49  3.000
 N0H  H10  C3   C4   119.41  3.000
 N0H  C2   C3   C4   120.10  3.000
 N0H  C7   O1   C4   119.04  3.000
 N0H  C14  C9   C10  119.77  3.000
 N0H  C14  C9   N1   119.98  3.000
 N0H  C10  C9   N1   120.22  3.000
 N0H  H11  C11  C12  120.59  3.000
 N0H  H11  C11  C10  120.27  3.000
 N0H  C12  C11  C10  119.14  3.000
 N0H  H12  C12  C11  120.11  3.000
 N0H  H12  C12  C13  119.19  3.000
 N0H  C11  C12  C13  120.70  3.000
 N0H  O3   C14  C9   117.63  3.000
 N0H  O3   C14  C13  123.02  3.000
 N0H  C9   C14  C13  119.35  3.000
 N0H  H13  O3   C14  110.44  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
 N0H  CONST_01  C1   C6   C5   C4      0.00   0.0  0
 N0H  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 N0H  CONST_03  C2   C1   C6   C5      0.00   0.0  0
 N0H  CONST_04  C2   C3   C4   C5      0.00   0.0  0
 N0H  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 N0H  CONST_06  C3   C2   C1   C6      0.00   0.0  0
 N0H  CONST_07  C13  C12  C11  C10     0.00   0.0  0
 N0H  CONST_08  C13  C14  C9   C10     0.00   0.0  0
 N0H  CONST_09  C12  C11  C10  C9      0.00   0.0  0
 N0H  CONST_10  C12  C13  C14  C9      0.00   0.0  0
 N0H  CONST_11  C14  C9   C10  C11     0.00   0.0  0
 N0H  CONST_12  C14  C13  C12  C11     0.00   0.0  0
 N0H  CONST_13  C11  C10  C9   N1    180.00   0.0  0
 N0H  CONST_14  C13  C14  C9   N1    180.00   0.0  0
 N0H  CONST_15  O1   C4   C5   C6    180.00   0.0  0
 N0H  CONST_16  O3   C14  C9   C10   180.00   0.0  0
 N0H  CONST_17  O1   C4   C3   C2    180.00   0.0  0
 N0H  CONST_18  O3   C14  C13  C12   180.00   0.0  0
 N0H  CONST_19  H3   C6   C5   C4    180.00   0.0  0
 N0H  CONST_20  H9   C2   C3   C4    180.00   0.0  0
 N0H  CONST_21  H8   C1   C6   C5    180.00   0.0  0
 N0H  CONST_22  H10  C3   C4   C5    180.00   0.0  0
 N0H  CONST_23  H12  C12  C11  C10   180.00   0.0  0
 N0H  CONST_24  H11  C11  C12  C13   180.00   0.0  0
 N0H  CONST_25  H2   C5   C6   C1    180.00   0.0  0
 N0H  CONST_26  H7   C13  C14  C9    180.00   0.0  0
 N0H  CONST_27  H6   C10  C11  C12   180.00   0.0  0
 N0H  CONST_31  C9   N1   C8   C7      0.00   0.0  0
 N0H  CONST_32  C9   N1   C8   O2    180.00   0.0  0
 N0H  Var_01    C3   C4   O1   C7   -179.11  30.0  2
 N0H  Var_02    C8   C7   O1   C4    -75.22  30.0  1
 N0H  Var_03    O1   C7   C8   N1    167.96  30.0  1

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
 N0H  plan-1  C4   0.020
 N0H  plan-1  C5   0.020
 N0H  plan-1  C6   0.020
 N0H  plan-1  C1   0.020
 N0H  plan-1  C2   0.020
 N0H  plan-1  C3   0.020
 N0H  plan-1  O1   0.020
 N0H  plan-1  H2   0.020
 N0H  plan-1  H3   0.020
 N0H  plan-1  H8   0.020
 N0H  plan-1  H9   0.020
 N0H  plan-1  H10  0.020
 N0H  plan-2  N1   0.020
 N0H  plan-2  C10  0.020
 N0H  plan-2  C13  0.020
 N0H  plan-2  C9   0.020
 N0H  plan-2  C11  0.020
 N0H  plan-2  C12  0.020
 N0H  plan-2  C14  0.020
 N0H  plan-2  O3   0.020
 N0H  plan-2  H6   0.020
 N0H  plan-2  H7   0.020
 N0H  plan-2  H11  0.020
 N0H  plan-2  H12  0.020
 N0H  plan-3  N1   0.020
 N0H  plan-3  C7   0.020
 N0H  plan-3  C8   0.020
 N0H  plan-3  O2   0.020
 N0H  plan-3  C9   0.020
 N0H  plan-3  H1   0.020

