# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 15:50:47 2020
#   Inital geometry file: a 65 line input string
#   Ligand name: 4-(methylamino)benzene-1,2-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1ccc(C(O)=O)c(c1)C(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
 K8D  K8D  '4-(methylamino)benzene-1,2-dicarboxylic acid'  ligand  21  14  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_K8D
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
 K8D  C10  C  CR6    0  -0.029   0.2653  -0.5579  -0.0087
 K8D  C01  C  CH3    0  -0.531  -4.5379   0.3885   0.0146
 K8D  C03  C  CR6    0   0.357  -2.1183  -0.0261  -0.1203
 K8D  C04  C  CR16   0  -0.358  -1.7957   1.3334  -0.0313
 K8D  C05  C  CR16   0  -0.278  -0.4673   1.7189   0.0592
 K8D  C06  C  CR6    0  -0.166   0.5834   0.8063   0.0792
 K8D  C07  C  C      0   0.374   2.0005   1.3051   0.2585
 K8D  C11  C  C      0   0.361   1.3015  -1.6664  -0.0910
 K8D  C14  C  CR16   0  -0.387  -1.0630  -0.9500  -0.0992
 K8D  N02  N  NH1    0  -0.679  -3.4114  -0.4667  -0.2555
 K8D  O08  O  O      0  -0.595   2.8444   0.4802   0.6607
 K8D  O09  O  OC    -1  -0.614   2.2131   2.5135   0.0142
 K8D  O12  O  OC    -1  -0.623   1.4006  -2.4140   0.9003
 K8D  O13  O  O      0  -0.618   1.8790  -1.7857  -1.1873
 K8D  H1   H  HCH3   0   0.228  -4.6033   1.2023  -0.7099
 K8D  H2   H  HCH3   0   0.252  -5.4491  -0.1987  -0.0726
 K8D  H3   H  HCH3   0   0.215  -4.5170   0.8360   1.0152
 K8D  H4   H  HCR6   0   0.248  -2.5696   2.0897  -0.0315
 K8D  H5   H  HCR6   0   0.230  -0.2402   2.7755   0.1293
 K8D  H6   H  HCR6   0   0.235  -1.3019  -2.0075  -0.1690
 K8D  H7   H  HNH1   0   0.376  -3.5544  -1.4397  -0.0425

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
 K8D  O13  C11  deloc     1.245  0.020  1.245
 K8D  C01  N02  single    1.440  0.020  1.440
 K8D  O08  C07  deloc     1.247  0.020  1.247
 K8D  C11  C10  single    1.520  0.020  1.520
 K8D  C11  O12  deloc     1.246  0.020  1.246
 K8D  C10  C14  aromatic  1.388  0.020  1.388
 K8D  C10  C06  aromatic  1.404  0.020  1.404
 K8D  C14  C03  aromatic  1.403  0.020  1.403
 K8D  C07  C06  single    1.513  0.020  1.513
 K8D  C07  O09  deloc     1.251  0.020  1.251
 K8D  C06  C05  aromatic  1.392  0.020  1.392
 K8D  C03  N02  single    1.373  0.020  1.373
 K8D  C03  C04  aromatic  1.400  0.020  1.400
 K8D  C05  C04  aromatic  1.386  0.020  1.386
 K8D  C01  H1   single    0.970  0.020  1.090
 K8D  C01  H2   single    0.970  0.020  1.090
 K8D  C01  H3   single    0.970  0.020  1.090
 K8D  C04  H4   single    0.930  0.020  1.080
 K8D  C05  H5   single    0.930  0.020  1.080
 K8D  C14  H6   single    0.930  0.020  1.080
 K8D  N02  H7   single    0.890  0.020  1.040

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
 K8D  C14  C10  C11  116.29  3.000
 K8D  C14  C10  C06  119.70  3.000
 K8D  C11  C10  C06  123.91  3.000
 K8D  H3   C01  H2   108.03  3.000
 K8D  H3   C01  H1   107.61  3.000
 K8D  H2   C01  H1   107.40  3.000
 K8D  H3   C01  N02  113.50  3.000
 K8D  H2   C01  N02  108.65  3.000
 K8D  H1   C01  N02  111.42  3.000
 K8D  N02  C03  C14  119.92  3.000
 K8D  N02  C03  C04  122.34  3.000
 K8D  C14  C03  C04  117.73  3.000
 K8D  H4   C04  C05  119.40  3.000
 K8D  H4   C04  C03  120.92  3.000
 K8D  C05  C04  C03  119.67  3.000
 K8D  H5   C05  C06  118.71  3.000
 K8D  H5   C05  C04  118.46  3.000
 K8D  C06  C05  C04  122.82  3.000
 K8D  C07  C06  C05  119.51  3.000
 K8D  C05  C06  C10  117.73  3.000
 K8D  C07  C06  C10  122.69  3.000
 K8D  O09  C07  O08  125.95  3.000
 K8D  O09  C07  C06  117.03  3.000
 K8D  O08  C07  C06  117.01  3.000
 K8D  O13  C11  O12  127.33  3.000
 K8D  O12  C11  C10  116.68  3.000
 K8D  O13  C11  C10  115.72  3.000
 K8D  H6   C14  C03  118.34  3.000
 K8D  H6   C14  C10  119.32  3.000
 K8D  C03  C14  C10  122.34  3.000
 K8D  H7   N02  C03  115.04  3.000
 K8D  H7   N02  C01  115.05  3.000
 K8D  C03  N02  C01  121.86  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
 K8D  CONST_01  C04  C03  C14  C10    0.00   0.0  0
 K8D  CONST_02  C04  C05  C06  C10    0.00   0.0  0
 K8D  CONST_03  C06  C10  C14  C03    0.00   0.0  0
 K8D  CONST_04  C06  C05  C04  C03    0.00   0.0  0
 K8D  CONST_05  C14  C10  C06  C05    0.00   0.0  0
 K8D  CONST_06  C14  C03  C04  C05    0.00   0.0  0
 K8D  CONST_07  N02  C03  C14  C10  180.00   0.0  0
 K8D  CONST_08  C11  C10  C14  C03  180.00   0.0  0
 K8D  CONST_09  C07  C06  C05  C04  180.00   0.0  0
 K8D  CONST_10  C11  C10  C06  C05  180.00   0.0  0
 K8D  CONST_11  N02  C03  C04  C05  180.00   0.0  0
 K8D  CONST_12  C14  C10  C06  C07  180.00   0.0  0
 K8D  CONST_13  H5   C05  C06  C10  180.00   0.0  0
 K8D  CONST_14  H6   C14  C03  C04  180.00   0.0  0
 K8D  CONST_15  H4   C04  C05  C06  180.00   0.0  0
 K8D  CONST_16  C14  C03  N02  C01  180.00   0.0  0
 K8D  Var_01    O08  C07  C06  C10  -17.59  30.0  2
 K8D  Var_02    O13  C11  C10  C06  -74.57  30.0  3
 K8D  Var_03    H1   C01  N02  C03   66.90  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
 K8D  plan-1  C10  0.020
 K8D  plan-1  C03  0.020
 K8D  plan-1  C04  0.020
 K8D  plan-1  C05  0.020
 K8D  plan-1  C06  0.020
 K8D  plan-1  C07  0.020
 K8D  plan-1  C11  0.020
 K8D  plan-1  C14  0.020
 K8D  plan-1  N02  0.020
 K8D  plan-1  H4   0.020
 K8D  plan-1  H5   0.020
 K8D  plan-1  H6   0.020
 K8D  plan-2  C01  0.020
 K8D  plan-2  C03  0.020
 K8D  plan-2  N02  0.020
 K8D  plan-2  H7   0.020
 K8D  plan-3  C06  0.020
 K8D  plan-3  C07  0.020
 K8D  plan-3  O08  0.020
 K8D  plan-3  O09  0.020
 K8D  plan-4  C10  0.020
 K8D  plan-4  C11  0.020
 K8D  plan-4  O12  0.020
 K8D  plan-4  O13  0.020

