# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 18:47:03 2020
#   Inital geometry file: a 75 line input string
#   Ligand name: methyl ~{N}-[3-(methoxycarbonylamino)phenyl]carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)Nc1cccc(NC(=O)OC)c1
#
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
 LOK  LOK  'methyl ~{N}-[3-(methoxycarbonylamino)phenyl]carbamate'  ligand  28  16  .  2021-08-12  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LOK
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
 LOK  N1   N  NH1   0  -0.773   2.0481   0.4412   0.0433
 LOK  C4   C  CR16  0  -0.233   0.2268  -2.7790  -0.1061
 LOK  C5   C  CR16  0  -0.343   1.3084  -1.9091  -0.0710
 LOK  C6   C  CR6   0   0.413   1.0568  -0.5404  -0.0068
 LOK  C7   C  CR16  0  -0.445  -0.2585  -0.0657   0.0212
 LOK  C8   C  C     0   0.749   3.3958   0.2883  -0.0322
 LOK  C    C  CH3   0  -0.417  -5.2313   1.8523   0.0246
 LOK  O    O  O2    0  -0.476  -4.5171   0.6192   0.0198
 LOK  C1   C  C     0   0.750  -3.1873   0.6912   0.0152
 LOK  C2   C  CR6   0   0.393  -1.3285  -0.9518  -0.0171
 LOK  C3   C  CR16  0  -0.363  -1.0769  -2.3255  -0.0811
 LOK  C9   C  CH3   0  -0.417   5.4050   1.5084  -0.0000
 LOK  O1   O  O     0  -0.491  -2.5618   1.7271   0.0184
 LOK  O2   O  O     0  -0.492   3.9949  -0.7552  -0.1592
 LOK  O3   O  O2    0  -0.477   3.9813   1.4818   0.0568
 LOK  H1   H  HNH1  0   0.417   1.7162   1.3903   0.1325
 LOK  H2   H  HCR6  0   0.262   0.4125  -3.8441  -0.1538
 LOK  H3   H  HCR6  0   0.277   2.3113  -2.3007  -0.0917
 LOK  H4   H  HCR6  0   0.292  -0.4275   0.9989   0.0739
 LOK  H5   H  HNH1  0   0.417  -3.3361  -1.3196  -0.0019
 LOK  H6   H  HCH3  0   0.239  -5.0109   2.4412   0.9144
 LOK  H7   H  HCH3  0   0.239  -5.0151   2.4451  -0.8639
 LOK  H8   H  HCH3  0   0.253  -6.2834   1.5829   0.0267
 LOK  H9   H  HCR6  0   0.270  -1.8993  -3.0294  -0.1107
 LOK  H10  H  HCH3  0   0.238   5.8501   0.9337   0.8118
 LOK  H11  H  HCH3  0   0.238   5.7758   1.1331  -0.9537
 LOK  H12  H  HCH3  0   0.253   5.6845   2.5524   0.1058
 LOK  N    N  NH1   0  -0.772  -2.6676  -0.5638   0.0061

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
 LOK  C9  O3   single    1.425  0.020  1.425
 LOK  O1  C1   double    1.210  0.020  1.210
 LOK  O2  C8   double    1.210  0.020  1.210
 LOK  O3  C8   single    1.332  0.020  1.332
 LOK  C8  N1   single    1.358  0.020  1.358
 LOK  C1  N    single    1.358  0.020  1.358
 LOK  C1  O    single    1.332  0.020  1.332
 LOK  N   C2   single    1.394  0.020  1.394
 LOK  C7  C2   aromatic  1.390  0.020  1.390
 LOK  C7  C6   aromatic  1.399  0.020  1.399
 LOK  C2  C3   aromatic  1.398  0.020  1.398
 LOK  N1  C6   single    1.396  0.020  1.396
 LOK  O   C    single    1.425  0.020  1.425
 LOK  C6  C5   aromatic  1.393  0.020  1.393
 LOK  C3  C4   aromatic  1.381  0.020  1.381
 LOK  C5  C4   aromatic  1.388  0.020  1.388
 LOK  N1  H1   single    0.860  0.020  1.020
 LOK  C4  H2   single    0.930  0.020  1.080
 LOK  C5  H3   single    0.930  0.020  1.080
 LOK  C7  H4   single    0.930  0.020  1.080
 LOK  N   H5   single    0.860  0.020  1.020
 LOK  C   H6   single    0.970  0.020  1.090
 LOK  C   H7   single    0.970  0.020  1.090
 LOK  C   H8   single    0.970  0.020  1.090
 LOK  C3  H9   single    0.930  0.020  1.080
 LOK  C9  H10  single    0.970  0.020  1.090
 LOK  C9  H11  single    0.970  0.020  1.090
 LOK  C9  H12  single    0.970  0.020  1.090

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
 LOK  H1   N1  C8   115.91  3.000
 LOK  H1   N1  C6   115.52  3.000
 LOK  C8   N1  C6   128.56  3.000
 LOK  H2   C4  C3   119.09  3.000
 LOK  H2   C4  C5   118.95  3.000
 LOK  C3   C4  C5   121.96  3.000
 LOK  H3   C5  C6   121.76  3.000
 LOK  H3   C5  C4   119.81  3.000
 LOK  C6   C5  C4   118.43  3.000
 LOK  C7   C6  C5   120.28  3.000
 LOK  C5   C6  N1   124.35  3.000
 LOK  C7   C6  N1   115.37  3.000
 LOK  H4   C7  C2   120.65  3.000
 LOK  H4   C7  C6   118.88  3.000
 LOK  C2   C7  C6   120.47  3.000
 LOK  O3   C8  O2   124.19  3.000
 LOK  O3   C8  N1   109.36  3.000
 LOK  O2   C8  N1   126.46  3.000
 LOK  H8   C   H7   109.20  3.000
 LOK  H8   C   H6   109.17  3.000
 LOK  H7   C   H6   109.37  3.000
 LOK  H8   C   O    105.72  3.000
 LOK  H7   C   O    111.63  3.000
 LOK  H6   C   O    111.66  3.000
 LOK  C1   O   C    116.99  3.000
 LOK  O1   C1  O    124.22  3.000
 LOK  O    C1  N    109.40  3.000
 LOK  O1   C1  N    126.38  3.000
 LOK  C3   C2  N    116.55  3.000
 LOK  C3   C2  C7   119.29  3.000
 LOK  N    C2  C7   124.16  3.000
 LOK  H9   C3  C2   120.22  3.000
 LOK  H9   C3  C4   120.21  3.000
 LOK  C2   C3  C4   119.57  3.000
 LOK  H12  C9  H11  109.19  3.000
 LOK  H12  C9  H10  109.22  3.000
 LOK  H11  C9  H10  109.35  3.000
 LOK  H12  C9  O3   105.73  3.000
 LOK  H11  C9  O3   111.62  3.000
 LOK  H10  C9  O3   111.62  3.000
 LOK  C9   O3  C8   116.94  3.000
 LOK  H5   N   C2   115.32  3.000
 LOK  H5   N   C1   116.02  3.000
 LOK  C2   N   C1   128.65  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
 LOK  CONST_01  C7   C2  C3  C4    0.00   0.0  0
 LOK  CONST_02  C7   C6  C5  C4    0.00   0.0  0
 LOK  CONST_03  C2   C7  C6  C5    0.00   0.0  0
 LOK  CONST_04  C2   C3  C4  C5    0.00   0.0  0
 LOK  CONST_05  C3   C2  C7  C6    0.00   0.0  0
 LOK  CONST_06  C3   C4  C5  C6    0.00   0.0  0
 LOK  CONST_07  C2   C7  C6  N1  180.00   0.0  0
 LOK  CONST_08  C4   C5  C6  N1  180.00   0.0  0
 LOK  CONST_09  N    C2  C3  C4  180.00   0.0  0
 LOK  CONST_10  N    C2  C7  C6  180.00   0.0  0
 LOK  CONST_11  H4   C7  C6  C5  180.00   0.0  0
 LOK  CONST_12  H9   C3  C4  C5  180.00   0.0  0
 LOK  CONST_13  H2   C4  C5  C6  180.00   0.0  0
 LOK  CONST_14  H3   C5  C6  C7  180.00   0.0  0
 LOK  CONST_15  C8   N1  C6  C5    0.00   0.0  0
 LOK  CONST_16  C1   N   C2  C7    0.00   0.0  0
 LOK  CONST_17  C8   N1  C6  C7  180.00   0.0  0
 LOK  CONST_18  C3   C2  N   C1  180.00   0.0  0
 LOK  CONST_19  H1   N1  C6  C5  180.00   0.0  0
 LOK  CONST_20  H5   N   C2  C7  180.00   0.0  0
 LOK  CONST_21  O2   C8  N1  C6    0.00   0.0  0
 LOK  CONST_22  O3   C8  N1  C6  180.00   0.0  0
 LOK  CONST_23  C2   N   C1  O   180.00   0.0  0
 LOK  CONST_24  O1   C1  N   C2    0.00   0.0  0
 LOK  Var_01    H10  C9  O3  C8  -60.34  30.0  3
 LOK  Var_02    H6   C   O   C1  -61.44  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
 LOK  plan-1  N1  0.020
 LOK  plan-1  C4  0.020
 LOK  plan-1  C5  0.020
 LOK  plan-1  C6  0.020
 LOK  plan-1  C7  0.020
 LOK  plan-1  C2  0.020
 LOK  plan-1  C3  0.020
 LOK  plan-1  H2  0.020
 LOK  plan-1  H3  0.020
 LOK  plan-1  H4  0.020
 LOK  plan-1  H9  0.020
 LOK  plan-1  N   0.020
 LOK  plan-2  N1  0.020
 LOK  plan-2  C6  0.020
 LOK  plan-2  C8  0.020
 LOK  plan-2  H1  0.020
 LOK  plan-3  C1  0.020
 LOK  plan-3  C2  0.020
 LOK  plan-3  H5  0.020
 LOK  plan-3  N   0.020
 LOK  plan-4  O   0.020
 LOK  plan-4  C1  0.020
 LOK  plan-4  O1  0.020
 LOK  plan-4  N   0.020
 LOK  plan-5  N1  0.020
 LOK  plan-5  C8  0.020
 LOK  plan-5  O2  0.020
 LOK  plan-5  O3  0.020

