# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 23:01:21 2020
#   Inital geometry file: a 56 line input string
#   Ligand name: methyl 2-amino-4-chlorobenzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1ccc(Cl)cc1N
#
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
 MS9  MS9  'methyl 2-amino-4-chlorobenzoate'  ligand  20  12  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MS9
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
 MS9  CL1   CL  CL    0  -0.120  -3.7444  -0.4012  -0.0155
 MS9  C2    C   CR6   0  -0.027  -2.0205  -0.2418  -0.0033
 MS9  C3    C   CR16  0  -0.299  -1.4718   1.0155   0.0008
 MS9  C5    C   CR6   0   0.372  -0.0707   1.1869   0.0124
 MS9  C6    C   CR6   0  -0.177   0.7430   0.0230   0.0077
 MS9  C7    C   CR16  0  -0.279   0.1284  -1.2363   0.0047
 MS9  C9    C   CR16  0  -0.245  -1.2383  -1.3957   0.0017
 MS9  C11   C   C     0   0.628   2.2089   0.1344  -0.0026
 MS9  O12   O   O     0  -0.476   2.8237   1.1826   0.0086
 MS9  O13   O   O2    0  -0.460   2.8209  -1.0414  -0.0301
 MS9  C14   C   CH3   0  -0.420   4.2473  -1.0443  -0.0484
 MS9  N18   N   NH2   0  -0.867   0.4183   2.4400   0.0428
 MS9  H3    H   HCR6  0   0.285  -2.1082   1.8910  -0.0006
 MS9  H7    H   HCR6  0   0.272   0.7438  -2.1246   0.0046
 MS9  H9    H   HCR6  0   0.275  -1.6861  -2.3788   0.0015
 MS9  H14   H   HCH3  0   0.252   4.5401  -2.0895  -0.0791
 MS9  H14A  H   HCH3  0   0.239   4.6361  -0.5342  -0.9291
 MS9  H14B  H   HCH3  0   0.239   4.6596  -0.5803   0.8474
 MS9  HN18  H   HNH2  0   0.399  -0.2030   3.2206  -0.0756
 MS9  HN1A  H   HNH2  0   0.409   1.4070   2.5992  -0.0379

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
 MS9  C2   CL1   single    1.731  0.020  1.731
 MS9  C9   C2    aromatic  1.394  0.020  1.394
 MS9  C2   C3    aromatic  1.372  0.020  1.372
 MS9  C3   C5    aromatic  1.412  0.020  1.412
 MS9  C3   H3    single    0.930  0.020  1.080
 MS9  C6   C5    aromatic  1.420  0.020  1.420
 MS9  C5   N18   single    1.345  0.020  1.345
 MS9  C7   C6    aromatic  1.401  0.020  1.401
 MS9  C6   C11   single    1.470  0.020  1.470
 MS9  C9   C7    aromatic  1.376  0.020  1.376
 MS9  C7   H7    single    0.930  0.020  1.080
 MS9  C9   H9    single    0.930  0.020  1.080
 MS9  O13  C11   single    1.326  0.020  1.326
 MS9  C11  O12   double    1.215  0.020  1.215
 MS9  C14  O13   single    1.427  0.020  1.427
 MS9  C14  H14   single    0.970  0.020  1.090
 MS9  C14  H14A  single    0.970  0.020  1.090
 MS9  C14  H14B  single    0.970  0.020  1.090
 MS9  N18  HN18  single    0.860  0.020  1.020
 MS9  N18  HN1A  single    0.860  0.020  1.020

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
 MS9  C9    C2   C3    122.29  3.000
 MS9  C3    C2   CL1   118.86  3.000
 MS9  C9    C2   CL1   118.85  3.000
 MS9  H3    C3   C5    119.04  3.000
 MS9  H3    C3   C2    120.41  3.000
 MS9  C5    C3   C2    120.55  3.000
 MS9  N18   C5   C6    123.72  3.000
 MS9  N18   C5   C3    118.29  3.000
 MS9  C6    C5   C3    117.98  3.000
 MS9  C11   C6   C7    120.36  3.000
 MS9  C11   C6   C5    120.62  3.000
 MS9  C7    C6   C5    119.03  3.000
 MS9  H7    C7   C9    118.06  3.000
 MS9  H7    C7   C6    119.27  3.000
 MS9  C9    C7   C6    122.67  3.000
 MS9  H9    C9   C7    121.14  3.000
 MS9  H9    C9   C2    121.37  3.000
 MS9  C7    C9   C2    117.48  3.000
 MS9  O13   C11  O12   122.11  3.000
 MS9  O12   C11  C6    124.73  3.000
 MS9  O13   C11  C6    113.16  3.000
 MS9  C14   O13  C11   117.62  3.000
 MS9  H14B  C14  H14A  109.28  3.000
 MS9  H14B  C14  H14   109.33  3.000
 MS9  H14A  C14  H14   109.36  3.000
 MS9  H14B  C14  O13   111.52  3.000
 MS9  H14A  C14  O13   111.48  3.000
 MS9  H14   C14  O13   105.78  3.000
 MS9  HN1A  N18  HN18  118.42  3.000
 MS9  HN1A  N18  C5    120.23  3.000
 MS9  HN18  N18  C5    119.75  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
 MS9  CONST_01  C6    C7   C9   C2      0.00   0.0  0
 MS9  CONST_02  C6    C5   C3   C2      0.00   0.0  0
 MS9  CONST_03  C7    C9   C2   C3      0.00   0.0  0
 MS9  CONST_04  C7    C6   C5   C3      0.00   0.0  0
 MS9  CONST_05  C9    C2   C3   C5      0.00   0.0  0
 MS9  CONST_06  C9    C7   C6   C5      0.00   0.0  0
 MS9  CONST_07  C7    C9   C2   CL1   180.00   0.0  0
 MS9  CONST_08  C5    C3   C2   CL1   180.00   0.0  0
 MS9  CONST_09  N18   C5   C3   C2    180.00   0.0  0
 MS9  CONST_10  C11   C6   C5   C3    180.00   0.0  0
 MS9  CONST_11  N18   C5   C6   C7    180.00   0.0  0
 MS9  CONST_12  C11   C6   C7   C9    180.00   0.0  0
 MS9  CONST_13  H7    C7   C9   C2    180.00   0.0  0
 MS9  CONST_14  H9    C9   C2   C3    180.00   0.0  0
 MS9  CONST_15  H3    C3   C5   C6    180.00   0.0  0
 MS9  CONST_16  HN18  N18  C5   C3      0.00   0.0  0
 MS9  CONST_17  HN1A  N18  C5   C3    180.00   0.0  0
 MS9  Var_01    O13   C11  C6   C5   -178.87  30.0  2
 MS9  Var_02    H14   C14  O13  C11  -179.48  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
 MS9  plan-1  CL1   0.020
 MS9  plan-1  C2    0.020
 MS9  plan-1  C3    0.020
 MS9  plan-1  C5    0.020
 MS9  plan-1  C6    0.020
 MS9  plan-1  C7    0.020
 MS9  plan-1  C9    0.020
 MS9  plan-1  C11   0.020
 MS9  plan-1  N18   0.020
 MS9  plan-1  H3    0.020
 MS9  plan-1  H7    0.020
 MS9  plan-1  H9    0.020
 MS9  plan-2  C5    0.020
 MS9  plan-2  N18   0.020
 MS9  plan-2  HN18  0.020
 MS9  plan-2  HN1A  0.020
 MS9  plan-3  C6    0.020
 MS9  plan-3  C11   0.020
 MS9  plan-3  O12   0.020
 MS9  plan-3  O13   0.020

