# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 08:21:54 2020
#   Inital geometry file: a 75 line input string
#   Ligand name: ethyl-[(4-nitrophenyl)methoxy]phosphinic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[P](O)(=O)OCc1ccc(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
 8EU  8EU  'ethyl-[(4-nitrophenyl)methoxy]phosphinic acid'  ligand  28  16  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8EU
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
 8EU  C5   C  CR16   0  -0.282   1.2040  -1.2504  -0.3297
 8EU  C6   C  CR16   0  -0.252   2.5053  -1.2496   0.1410
 8EU  N1   N  N      1   0.331   4.5900  -0.0468   0.6088
 8EU  C4   C  CR6    0   0.102   0.6210  -0.0853  -0.8181
 8EU  C3   C  CR16   0  -0.278   1.3597   1.0933  -0.8264
 8EU  O3   O  O      0  -0.718  -3.8752   0.3017  -1.4735
 8EU  C2   C  CR16   0  -0.253   2.6625   1.1165  -0.3604
 8EU  C7   C  CH2    0  -0.244  -0.8016  -0.0910  -1.2903
 8EU  C8   C  CH2    0  -0.727  -3.7786   0.7352   1.2904
 8EU  C1   C  CR6    0   0.245   3.2186  -0.0602   0.1192
 8EU  C9   C  CH3    0  -0.675  -5.2658   0.4921   1.5351
 8EU  O1   O  O      0  -0.376   5.2078   0.9890   0.5364
 8EU  O4   O  OH1    0  -0.750  -3.3631  -1.6675   0.0080
 8EU  P1   P  P      0   1.378  -3.2043  -0.0789  -0.2067
 8EU  O5   O  O2     0  -0.591  -1.6207   0.2198  -0.1552
 8EU  O2   O  O     -1  -0.376   5.0413  -1.0716   1.0625
 8EU  H1   H  HCR6   0   0.275   0.6415  -2.1753  -0.3242
 8EU  H2   H  HCR6   0   0.300   2.9456  -2.1638   0.5102
 8EU  H3   H  HCR6   0   0.278   0.9186   2.0068  -1.2035
 8EU  H4   H  HCR6   0   0.300   3.2249   2.0384  -0.3737
 8EU  H5   H  HCH2   0   0.261  -0.9532   0.6569  -2.0700
 8EU  H6   H  HCH2   0   0.255  -1.0566  -1.0703  -1.7027
 8EU  H7   H  HCH2   0   0.288  -3.5780   1.8025   1.1756
 8EU  H8   H  HCH2   0   0.285  -3.1830   0.3912   2.1389
 8EU  H9   H  HCH3   0   0.238  -5.4806  -0.5628   1.7006
 8EU  H10  H  HCH3   0   0.255  -5.5892   1.0392   2.4192
 8EU  H11  H  HCH3   0   0.240  -5.8707   0.8331   0.6955
 8EU  H12  H  HOH1   0   0.490  -2.9746  -2.0209   0.8190

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
 8EU  O2  N1   single    1.208  0.020  1.208
 8EU  C2  C3   aromatic  1.384  0.020  1.384
 8EU  C2  C1   aromatic  1.387  0.020  1.387
 8EU  N1  C1   single    1.456  0.020  1.456
 8EU  N1  O1   double    1.208  0.020  1.208
 8EU  C3  C4   aromatic  1.391  0.020  1.391
 8EU  C1  C6   aromatic  1.387  0.020  1.387
 8EU  O3  P1   double    1.483  0.020  1.483
 8EU  C4  C7   single    1.499  0.020  1.499
 8EU  C4  C5   aromatic  1.391  0.020  1.391
 8EU  C6  C5   aromatic  1.384  0.020  1.384
 8EU  P1  O4   single    1.611  0.020  1.611
 8EU  P1  O5   single    1.612  0.020  1.612
 8EU  P1  C8   single    1.798  0.020  1.798
 8EU  C7  O5   single    1.434  0.020  1.434
 8EU  C9  C8   single    1.527  0.020  1.527
 8EU  C5  H1   single    0.930  0.020  1.080
 8EU  C6  H2   single    0.930  0.020  1.080
 8EU  C3  H3   single    0.930  0.020  1.080
 8EU  C2  H4   single    0.930  0.020  1.080
 8EU  C7  H5   single    0.970  0.020  1.090
 8EU  C7  H6   single    0.970  0.020  1.090
 8EU  C8  H7   single    0.970  0.020  1.090
 8EU  C8  H8   single    0.970  0.020  1.090
 8EU  C9  H9   single    0.970  0.020  1.090
 8EU  C9  H10  single    0.970  0.020  1.090
 8EU  C9  H11  single    0.970  0.020  1.090
 8EU  O4  H12  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
 8EU  H1   C5  C4   119.97  3.000
 8EU  H1   C5  C6   119.17  3.000
 8EU  C4   C5  C6   120.86  3.000
 8EU  H2   C6  C1   121.45  3.000
 8EU  H2   C6  C5   119.95  3.000
 8EU  C1   C6  C5   118.61  3.000
 8EU  O2   N1  O1   123.97  3.000
 8EU  O1   N1  C1   117.99  3.000
 8EU  O2   N1  C1   118.05  3.000
 8EU  C7   C4  C3   120.36  3.000
 8EU  C7   C4  C5   120.34  3.000
 8EU  C3   C4  C5   119.28  3.000
 8EU  H3   C3  C2   119.14  3.000
 8EU  H3   C3  C4   120.05  3.000
 8EU  C2   C3  C4   120.81  3.000
 8EU  H4   C2  C1   121.31  3.000
 8EU  H4   C2  C3   120.03  3.000
 8EU  C1   C2  C3   118.66  3.000
 8EU  H6   C7  H5   108.19  3.000
 8EU  H6   C7  O5   111.08  3.000
 8EU  H5   C7  O5   109.74  3.000
 8EU  H6   C7  C4   110.11  3.000
 8EU  H5   C7  C4   110.76  3.000
 8EU  O5   C7  C4   106.97  3.000
 8EU  H8   C8  H7   106.81  3.000
 8EU  H8   C8  P1   109.27  3.000
 8EU  H7   C8  P1   107.24  3.000
 8EU  H8   C8  C9   110.89  3.000
 8EU  H7   C8  C9   110.57  3.000
 8EU  P1   C8  C9   111.87  3.000
 8EU  C2   C1  N1   119.08  3.000
 8EU  N1   C1  C6   119.14  3.000
 8EU  C2   C1  C6   121.78  3.000
 8EU  H11  C9  H10  107.67  3.000
 8EU  H11  C9  H9   108.10  3.000
 8EU  H10  C9  H9   107.74  3.000
 8EU  H11  C9  C8   111.56  3.000
 8EU  H10  C9  C8   109.85  3.000
 8EU  H9   C9  C8   111.76  3.000
 8EU  H12  O4  P1   115.66  3.000
 8EU  O5   P1  O4   105.97  3.000
 8EU  O5   P1  C8   101.72  3.000
 8EU  O4   P1  C8   107.70  3.000
 8EU  C8   P1  O3   116.77  3.000
 8EU  O5   P1  O3   115.09  3.000
 8EU  O4   P1  O3   108.81  3.000
 8EU  P1   O5  C7   119.71  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
 8EU  CONST_01  C2  C3  C4  C5    0.00   0.0  0
 8EU  CONST_02  C2  C1  C6  C5    0.00   0.0  0
 8EU  CONST_03  C3  C2  C1  C6    0.00   0.0  0
 8EU  CONST_04  C3  C4  C5  C6    0.00   0.0  0
 8EU  CONST_05  C1  C2  C3  C4    0.00   0.0  0
 8EU  CONST_06  C1  C6  C5  C4    0.00   0.0  0
 8EU  CONST_07  N1  C1  C6  C5  180.00   0.0  0
 8EU  CONST_08  C7  C4  C5  C6  180.00   0.0  0
 8EU  CONST_09  C3  C2  C1  N1  180.00   0.0  0
 8EU  CONST_10  C7  C4  C3  C2  180.00   0.0  0
 8EU  CONST_11  H3  C3  C4  C5  180.00   0.0  0
 8EU  CONST_12  H4  C2  C1  C6  180.00   0.0  0
 8EU  CONST_13  H2  C6  C5  C4  180.00   0.0  0
 8EU  CONST_14  H1  C5  C4  C3  180.00   0.0  0
 8EU  CONST_15  O2  N1  C1  C6    0.00   0.0  0
 8EU  CONST_16  O1  N1  C1  C6  180.00   0.0  0
 8EU  CONST_17  O2  N1  C1  C2  180.00   0.0  0
 8EU  CONST_18  O1  N1  C1  C2    0.00   0.0  0
 8EU  Var_01    O5  C7  C4  C5   89.69  30.0  2
 8EU  Var_02    C9  C8  P1  O3   58.68  30.0  3
 8EU  Var_03    O4  P1  O5  C7   76.97  30.0  1
 8EU  Var_04    H9  C9  C8  P1   63.32  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
 8EU  chir_01  P1  O4  O5  C8  both

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
 8EU  plan-1  C5  0.020
 8EU  plan-1  C6  0.020
 8EU  plan-1  N1  0.020
 8EU  plan-1  C4  0.020
 8EU  plan-1  C3  0.020
 8EU  plan-1  C2  0.020
 8EU  plan-1  C7  0.020
 8EU  plan-1  C1  0.020
 8EU  plan-1  H1  0.020
 8EU  plan-1  H2  0.020
 8EU  plan-1  H3  0.020
 8EU  plan-1  H4  0.020
 8EU  plan-2  N1  0.020
 8EU  plan-2  C1  0.020
 8EU  plan-2  O1  0.020
 8EU  plan-2  O2  0.020

