# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 04:03:42 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: 3-(4-nitrophenoxy)propan-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCCOc1ccc(cc1)[N+]([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
 EPN  EPN  3-(4-nitrophenoxy)propan-1-ol  ligand  25  14  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EPN
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
 EPN  C1   C  CH2    0  -0.143   0.7275   0.0367   4.9086
 EPN  O17  O  OH1    0  -0.671   0.0845   0.0417   6.1631
 EPN  C2   C  CH2    0  -0.494  -0.3357   0.0324   3.8259
 EPN  C3   C  CH2    0  -0.189   0.2975   0.0297   2.4511
 EPN  O18  O  O2     0  -0.457  -0.7540   0.0211   1.4900
 EPN  C4   C  CR16   0  -0.253  -1.3483  -0.0169  -2.0495
 EPN  C5   C  CR6    0   0.226  -0.0476  -0.0130  -2.5483
 EPN  N11  N  N      1   0.328   0.1703  -0.0265  -3.9745
 EPN  O14  O  O     -1  -0.391   1.3111  -0.0200  -4.3813
 EPN  O16  O  O      0  -0.391  -0.7976  -0.0438  -4.7023
 EPN  C6   C  CR16   0  -0.251   1.0414   0.0032  -1.6894
 EPN  C7   C  CR16   0  -0.379   0.8393   0.0154  -0.3220
 EPN  C8   C  CR6    0   0.422  -0.4601   0.0110   0.1915
 EPN  C9   C  CR16   0  -0.342  -1.5502  -0.0049  -0.6890
 EPN  H11  H  HCH2   0   0.197   1.3721   0.9166   4.7843
 EPN  H12  H  HCH2   0   0.197   1.3716  -0.8446   4.7912
 EPN  H17  H  HOH1   0   0.455   0.7605   0.0438   6.8464
 EPN  H21  H  HCH2   0   0.243  -0.9702  -0.8506   3.9385
 EPN  H22  H  HCH2   0   0.243  -0.9717   0.9150   3.9335
 EPN  H31  H  HCH2   0   0.236   0.9255   0.9165   2.3135
 EPN  H32  H  HCH2   0   0.236   0.9334  -0.8525   2.3199
 EPN  H4   H  HCR6   0   0.298  -2.2016  -0.0295  -2.7117
 EPN  H6   H  HCR6   0   0.300   2.0525   0.0060  -2.0700
 EPN  H7   H  HCR6   0   0.299   1.7039   0.0279   0.3255
 EPN  H9   H  HCR6   0   0.283  -2.5563  -0.0081  -0.2908

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
 EPN  C1   O17  single    1.410  0.020  1.410
 EPN  C1   C2   single    1.517  0.020  1.517
 EPN  C1   H11  single    0.970  0.020  1.090
 EPN  C1   H12  single    0.970  0.020  1.090
 EPN  O17  H17  single    0.850  0.020  0.980
 EPN  C2   C3   single    1.514  0.020  1.514
 EPN  C2   H21  single    0.970  0.020  1.090
 EPN  C2   H22  single    0.970  0.020  1.090
 EPN  C3   O18  single    1.425  0.020  1.425
 EPN  C3   H31  single    0.970  0.020  1.090
 EPN  C3   H32  single    0.970  0.020  1.090
 EPN  O18  C8   single    1.331  0.020  1.331
 EPN  C4   C5   aromatic  1.393  0.020  1.393
 EPN  C4   C9   aromatic  1.375  0.020  1.375
 EPN  C4   H4   single    0.930  0.020  1.080
 EPN  C5   N11  single    1.443  0.020  1.443
 EPN  C5   C6   aromatic  1.387  0.020  1.387
 EPN  N11  O14  single    1.211  0.020  1.211
 EPN  N11  O16  double    1.211  0.020  1.211
 EPN  C6   C7   aromatic  1.382  0.020  1.382
 EPN  C6   H6   single    0.930  0.020  1.080
 EPN  C7   C8   aromatic  1.397  0.020  1.397
 EPN  C7   H7   single    0.930  0.020  1.080
 EPN  C8   C9   aromatic  1.401  0.020  1.401
 EPN  C9   H9   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
 EPN  H12  C1   H11  106.66  3.000
 EPN  H12  C1   C2   109.42  3.000
 EPN  H11  C1   C2   109.44  3.000
 EPN  H12  C1   O17  111.45  3.000
 EPN  H11  C1   O17  111.45  3.000
 EPN  C2   C1   O17  108.39  3.000
 EPN  H17  O17  C1   108.17  3.000
 EPN  H22  C2   H21  107.72  3.000
 EPN  H22  C2   C3   109.53  3.000
 EPN  H21  C2   C3   109.56  3.000
 EPN  H22  C2   C1   109.58  3.000
 EPN  H21  C2   C1   109.60  3.000
 EPN  C3   C2   C1   110.79  3.000
 EPN  H32  C3   H31  107.71  3.000
 EPN  H32  C3   O18  110.05  3.000
 EPN  H31  C3   O18  110.08  3.000
 EPN  H32  C3   C2   110.68  3.000
 EPN  H31  C3   C2   110.63  3.000
 EPN  O18  C3   C2   107.70  3.000
 EPN  C8   O18  C3   119.67  3.000
 EPN  H4   C4   C9   119.38  3.000
 EPN  H4   C4   C5   121.20  3.000
 EPN  C9   C4   C5   119.42  3.000
 EPN  C6   C5   N11  119.58  3.000
 EPN  C6   C5   C4   120.75  3.000
 EPN  N11  C5   C4   119.67  3.000
 EPN  O16  N11  O14  123.43  3.000
 EPN  O16  N11  C5   118.26  3.000
 EPN  O14  N11  C5   118.31  3.000
 EPN  H6   C6   C7   119.03  3.000
 EPN  H6   C6   C5   121.11  3.000
 EPN  C7   C6   C5   119.86  3.000
 EPN  H7   C7   C8   121.61  3.000
 EPN  H7   C7   C6   118.42  3.000
 EPN  C8   C7   C6   119.97  3.000
 EPN  C9   C8   C7   119.51  3.000
 EPN  C9   C8   O18  116.18  3.000
 EPN  C7   C8   O18  124.31  3.000
 EPN  H9   C9   C8   119.48  3.000
 EPN  H9   C9   C4   120.03  3.000
 EPN  C8   C9   C4   120.49  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
 EPN  CONST_01  C7   C6   C5   C4     0.00   0.0  0
 EPN  CONST_02  C7   C8   C9   C4     0.00   0.0  0
 EPN  CONST_03  C8   C9   C4   C5     0.00   0.0  0
 EPN  CONST_04  C8   C7   C6   C5     0.00   0.0  0
 EPN  CONST_05  C9   C4   C5   C6     0.00   0.0  0
 EPN  CONST_06  C9   C8   C7   C6     0.00   0.0  0
 EPN  CONST_07  C6   C7   C8   O18  180.00   0.0  0
 EPN  CONST_08  C4   C9   C8   O18  180.00   0.0  0
 EPN  CONST_09  C9   C4   C5   N11  180.00   0.0  0
 EPN  CONST_10  C7   C6   C5   N11  180.00   0.0  0
 EPN  CONST_11  H6   C6   C5   C4   180.00   0.0  0
 EPN  CONST_12  H9   C9   C4   C5   180.00   0.0  0
 EPN  CONST_13  H7   C7   C6   C5   180.00   0.0  0
 EPN  CONST_14  H4   C4   C5   C6   180.00   0.0  0
 EPN  CONST_15  O14  N11  C5   C4   180.00   0.0  0
 EPN  CONST_16  O16  N11  C5   C4     0.00   0.0  0
 EPN  CONST_17  C6   C5   N11  O14    0.00   0.0  0
 EPN  CONST_18  C6   C5   N11  O16  180.00   0.0  0
 EPN  Var_01    C7   C8   O18  C3    -0.37  30.0  2
 EPN  Var_02    H31  C3   O18  C8    59.61  30.0  1
 EPN  Var_03    O18  C3   C2   C1   179.80  30.0  3
 EPN  Var_04    C3   C2   C1   O17  179.89  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
 EPN  plan-1  O18  0.020
 EPN  plan-1  C4   0.020
 EPN  plan-1  C5   0.020
 EPN  plan-1  N11  0.020
 EPN  plan-1  C6   0.020
 EPN  plan-1  C7   0.020
 EPN  plan-1  C8   0.020
 EPN  plan-1  C9   0.020
 EPN  plan-1  H4   0.020
 EPN  plan-1  H6   0.020
 EPN  plan-1  H7   0.020
 EPN  plan-1  H9   0.020
 EPN  plan-2  C5   0.020
 EPN  plan-2  N11  0.020
 EPN  plan-2  O14  0.020
 EPN  plan-2  O16  0.020

