# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 23:47:36 2022
#   Inital geometry file: a 69 line input string
#   Ligand name: 2-[acetyl(methyl)amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C(C)=O)c1ccccc1C(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
 LGR  LGR  "2-[acetyl(methyl)amino]benzoic acid"  ligand  24  14  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_LGR
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
 LGR  N1   N  NT     0  -0.503  46.5406   8.2918  85.2227
 LGR  C4   C  CR6    0   0.219  46.2038   7.7039  86.4729
 LGR  C5   C  CR16   0  -0.245  47.2254   7.1900  87.2650
 LGR  C6   C  CR16   0  -0.278  46.9401   6.6108  88.4918
 LGR  C7   C  CR16   0  -0.239  45.6194   6.5230  88.9136
 LGR  C8   C  CR16   0  -0.312  44.6015   7.0135  88.1096
 LGR  C1   C  CH3    0  -0.521  46.9967   9.6702  85.2064
 LGR  C2   C  C      0   0.481  46.3859   7.6391  84.0475
 LGR  O1   O  O      0  -0.493  46.6427   8.1859  82.9836
 LGR  C3   C  CH3    0  -0.793  45.8919   6.2125  84.1118
 LGR  C9   C  CR6    0  -0.015  44.8758   7.6369  86.8933
 LGR  O2   O  OC    -1  -0.575  43.8231   9.4154  85.7674
 LGR  O3   O  O      0  -0.589  42.8143   7.4190  85.7908
 LGR  H1   H  HCR6   0   0.254  48.2475   7.2417  86.9096
 LGR  H2   H  HCR6   0   0.253  47.7406   6.2218  89.1073
 LGR  H3   H  HCR6   0   0.250  45.3824   6.0628  89.8645
 LGR  H4   H  HCR6   0   0.248  43.5739   6.9261  88.4407
 LGR  H5   H  HCH3   0   0.241  47.0186  10.0416  86.2266
 LGR  H6   H  HCH3   0   0.232  48.0007   9.7542  84.7894
 LGR  H7   H  HCH3   0   0.238  46.3251  10.3038  84.6286
 LGR  H8   H  HCH3   0   0.259  45.9498   5.7698  83.1206
 LGR  H9   H  HCH3   0   0.259  46.4777   5.6058  84.8021
 LGR  H10  H  HCH3   0   0.264  44.8552   6.1712  84.4478
 LGR  C10  C  C      0   0.365  43.7341   8.2123  86.0664

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
 LGR  O1   C2   double    1.223  0.020  1.223
 LGR  C2   C3   single    1.511  0.020  1.511
 LGR  C2   N1   single    1.353  0.020  1.353
 LGR  C1   N1   single    1.452  0.020  1.452
 LGR  N1   C4   single    1.422  0.020  1.422
 LGR  O3   C10  deloc     1.245  0.020  1.245
 LGR  O2   C10  deloc     1.243  0.020  1.243
 LGR  C10  C9   single    1.523  0.020  1.523
 LGR  C4   C9   aromatic  1.395  0.020  1.395
 LGR  C4   C5   aromatic  1.391  0.020  1.391
 LGR  C9   C8   aromatic  1.394  0.020  1.394
 LGR  C5   C6   aromatic  1.386  0.020  1.386
 LGR  C8   C7   aromatic  1.387  0.020  1.387
 LGR  C6   C7   aromatic  1.389  0.020  1.389
 LGR  C5   H1   single    0.930  0.020  1.080
 LGR  C6   H2   single    0.930  0.020  1.080
 LGR  C7   H3   single    0.930  0.020  1.080
 LGR  C8   H4   single    0.930  0.020  1.080
 LGR  C1   H5   single    0.970  0.020  1.090
 LGR  C1   H6   single    0.970  0.020  1.090
 LGR  C1   H7   single    0.970  0.020  1.090
 LGR  C3   H8   single    0.970  0.020  1.090
 LGR  C3   H9   single    0.970  0.020  1.090
 LGR  C3   H10  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
 LGR  C2   N1   C1  118.95  3.000
 LGR  C1   N1   C4  118.48  3.000
 LGR  C2   N1   C4  122.48  3.000
 LGR  C9   C4   C5  120.66  3.000
 LGR  C5   C4   N1  118.65  3.000
 LGR  C9   C4   N1  120.69  3.000
 LGR  H1   C5   C6  120.30  3.000
 LGR  H1   C5   C4  119.23  3.000
 LGR  C6   C5   C4  120.47  3.000
 LGR  H2   C6   C7  120.52  3.000
 LGR  H2   C6   C5  120.09  3.000
 LGR  C7   C6   C5  119.39  3.000
 LGR  H3   C7   C8  119.92  3.000
 LGR  H3   C7   C6  120.11  3.000
 LGR  C8   C7   C6  119.97  3.000
 LGR  H4   C8   C9  119.31  3.000
 LGR  H4   C8   C7  119.38  3.000
 LGR  C9   C8   C7  121.30  3.000
 LGR  H7   C1   H6  108.67  3.000
 LGR  H7   C1   H5  108.17  3.000
 LGR  H6   C1   H5  108.32  3.000
 LGR  H7   C1   N1  111.38  3.000
 LGR  H6   C1   N1  111.51  3.000
 LGR  H5   C1   N1  108.69  3.000
 LGR  C3   C2   O1  121.84  3.000
 LGR  C3   C2   N1  117.12  3.000
 LGR  O1   C2   N1  121.04  3.000
 LGR  H10  C3   H9  107.15  3.000
 LGR  H10  C3   H8  108.43  3.000
 LGR  H9   C3   H8  108.79  3.000
 LGR  H10  C3   C2  111.08  3.000
 LGR  H9   C3   C2  112.13  3.000
 LGR  H8   C3   C2  109.16  3.000
 LGR  C10  C9   C8  119.69  3.000
 LGR  C8   C9   C4  118.15  3.000
 LGR  C10  C9   C4  122.15  3.000
 LGR  O3   C10  O2  128.04  3.000
 LGR  O2   C10  C9  116.28  3.000
 LGR  O3   C10  C9  115.67  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
 LGR  CONST_01  C7   C8   C9  C4     0.00   0.0  0
 LGR  CONST_02  C7   C6   C5  C4     0.00   0.0  0
 LGR  CONST_03  C8   C9   C4  C5     0.00   0.0  0
 LGR  CONST_04  C8   C7   C6  C5     0.00   0.0  0
 LGR  CONST_05  C9   C4   C5  C6     0.00   0.0  0
 LGR  CONST_06  C9   C8   C7  C6     0.00   0.0  0
 LGR  CONST_07  C8   C9   C4  N1   180.00   0.0  0
 LGR  CONST_08  C6   C5   C4  N1   180.00   0.0  0
 LGR  CONST_09  C10  C9   C4  C5   180.00   0.0  0
 LGR  CONST_10  C10  C9   C8  C7   180.00   0.0  0
 LGR  CONST_11  H4   C8   C9  C4   180.00   0.0  0
 LGR  CONST_12  H2   C6   C5  C4   180.00   0.0  0
 LGR  CONST_13  H3   C7   C6  C5   180.00   0.0  0
 LGR  CONST_14  H4   C8   C7  C6   180.00   0.0  0
 LGR  CONST_15  H1   C5   C6  C7   180.00   0.0  0
 LGR  CONST_16  H2   C6   C7  C8   180.00   0.0  0
 LGR  CONST_17  H1   C5   C4  C9   180.00   0.0  0
 LGR  CONST_18  H3   C7   C8  C9   180.00   0.0  0
 LGR  CONST_23  O1   C2   N1  C4   180.00   0.0  0
 LGR  CONST_24  C3   C2   N1  C4     0.00   0.0  0
 LGR  CONST_25  O1   C2   N1  C1     0.00   0.0  0
 LGR  CONST_26  C3   C2   N1  C1   180.00   0.0  0
 LGR  Var_01    O3   C10  C9  C4   124.90  30.0  2
 LGR  Var_02    O2   C10  C9  C4   -56.14  30.0  2
 LGR  Var_03    O3   C10  C9  C8   -54.78  30.0  2
 LGR  Var_04    O2   C10  C9  C8   124.18  30.0  2
 LGR  Var_05    H5   C1   N1  C4     0.86  30.0  3
 LGR  Var_06    H6   C1   N1  C4   120.20  30.0  3
 LGR  Var_07    H7   C1   N1  C4  -118.22  30.0  3
 LGR  Var_08    H8   C3   C2  N1  -172.00  30.0  3
 LGR  Var_09    H9   C3   C2  N1   -51.38  30.0  3
 LGR  Var_10    H10  C3   C2  N1    68.49  30.0  3
 LGR  Var_11    H5   C1   N1  C2   177.48  30.0  3
 LGR  Var_12    H6   C1   N1  C2   -63.19  30.0  3
 LGR  Var_13    H7   C1   N1  C2    58.40  30.0  3
 LGR  Var_14    H8   C3   C2  O1     7.70  30.0  3
 LGR  Var_15    H9   C3   C2  O1   128.32  30.0  3
 LGR  Var_16    H10  C3   C2  O1  -111.81  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
 LGR  plan-1  N1   0.020
 LGR  plan-1  C4   0.020
 LGR  plan-1  C5   0.020
 LGR  plan-1  C6   0.020
 LGR  plan-1  C7   0.020
 LGR  plan-1  C8   0.020
 LGR  plan-1  C9   0.020
 LGR  plan-1  H1   0.020
 LGR  plan-1  H2   0.020
 LGR  plan-1  H3   0.020
 LGR  plan-1  H4   0.020
 LGR  plan-1  C10  0.020
 LGR  plan-2  N1   0.020
 LGR  plan-2  C4   0.020
 LGR  plan-2  C1   0.020
 LGR  plan-2  C2   0.020
 LGR  plan-2  O1   0.020
 LGR  plan-2  C3   0.020
 LGR  plan-3  C9   0.020
 LGR  plan-3  O2   0.020
 LGR  plan-3  O3   0.020
 LGR  plan-3  C10  0.020

