# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 22:21:45 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 3-[3-(dimethylamino)phenyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1cccc(c1)c2cccc(c2)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
 AV4  AV4  '3-[3-(dimethylamino)phenyl]benzoic acid'  ligand  33  18  .  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_AV4
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
 AV4  C10  C  C     0   0.534  -4.1467  -0.4592  -0.7735
 AV4  C11  C  CR16  0  -0.276  -3.1269   1.5875   0.2874
 AV4  C12  C  CR16  0  -0.226  -2.0101   2.2420   0.7831
 AV4  C13  C  CR16  0  -0.300  -0.7719   1.6182   0.7829
 AV4  C14  C  CR16  0  -0.434   1.8417   0.3638  -0.0173
 AV4  C2   C  CR6   0   0.422   3.1126  -0.2400  -0.0174
 AV4  C4   C  CR16  0  -0.226   2.0301  -2.3125   0.6268
 AV4  C5   C  CR16  0  -0.358   0.7821  -1.7080   0.6165
 AV4  C7   C  CR6   0   0.102  -0.6232   0.3224   0.2855
 AV4  C6   C  CR6   0   0.116   0.6913  -0.3546   0.2937
 AV4  C8   C  CR16  0  -0.327  -1.7498  -0.3260  -0.2123
 AV4  C    C  CH3   0  -0.536   5.5301  -0.1617  -0.2651
 AV4  C1   C  CH3   0  -0.538   4.1486   1.8920  -0.5669
 AV4  C3   C  CR16  0  -0.369   3.1800  -1.6058   0.3208
 AV4  C9   C  CR6   0  -0.061  -2.9954   0.2946  -0.2159
 AV4  O    O  OH1   0  -0.594  -5.2855   0.2160  -0.7154
 AV4  O1   O  O     0  -0.438  -4.0616  -1.5729  -1.2336
 AV4  H10  H  HCR6  0   0.269  -4.0849   2.0882   0.3008
 AV4  H11  H  HCR6  0   0.267  -2.1082   3.2428   1.1819
 AV4  H12  H  HCR6  0   0.263   0.0844   2.1379   1.1945
 AV4  H13  H  HCR6  0   0.265   1.7388   1.4064  -0.2865
 AV4  H7   H  HCR6  0   0.252   2.1162  -3.3597   0.8885
 AV4  H8   H  HCR6  0   0.244  -0.1012  -2.2730   0.8846
 AV4  H9   H  HCR6  0   0.263  -1.6541  -1.3249  -0.6183
 AV4  H    H  HCH3  0   0.229   5.7763  -0.4984   0.7472
 AV4  H1   H  HCH3  0   0.235   5.5995  -1.0274  -0.9288
 AV4  H2   H  HCH3  0   0.255   6.2938   0.5468  -0.5734
 AV4  H4   H  HCH3  0   0.229   3.7780   2.4343   0.3092
 AV4  H3   H  HCH3  0   0.257   5.1361   2.2792  -0.8011
 AV4  H5   H  HCH3  0   0.235   3.4967   2.1350  -1.4102
 AV4  H6   H  HCR6  0   0.266   4.1282  -2.1236   0.3526
 AV4  H14  H  HOH1  0   0.488  -6.0030  -0.3131  -1.0949
 AV4  N    N  NT    0  -0.510   4.2346   0.4695  -0.3411

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
 AV4  C3   C4   aromatic  1.384  0.020  1.384
 AV4  C3   C2   aromatic  1.409  0.020  1.409
 AV4  C1   N    single    1.443  0.020  1.443
 AV4  N    C2   single    1.366  0.020  1.366
 AV4  N    C    single    1.443  0.020  1.443
 AV4  C4   C5   aromatic  1.387  0.020  1.387
 AV4  C2   C14  aromatic  1.407  0.020  1.407
 AV4  O1   C10  double    1.208  0.020  1.208
 AV4  C5   C6   aromatic  1.394  0.020  1.394
 AV4  C14  C6   aromatic  1.392  0.020  1.392
 AV4  C10  O    single    1.325  0.020  1.325
 AV4  C10  C9   single    1.485  0.020  1.485
 AV4  C6   C7   single    1.479  0.020  1.479
 AV4  C8   C9   aromatic  1.392  0.020  1.392
 AV4  C8   C7   aromatic  1.392  0.020  1.392
 AV4  C9   C11  aromatic  1.394  0.020  1.394
 AV4  C7   C13  aromatic  1.396  0.020  1.396
 AV4  C11  C12  aromatic  1.386  0.020  1.386
 AV4  C13  C12  aromatic  1.386  0.020  1.386
 AV4  C11  H10  single    0.930  0.020  1.080
 AV4  C12  H11  single    0.930  0.020  1.080
 AV4  C13  H12  single    0.930  0.020  1.080
 AV4  C14  H13  single    0.930  0.020  1.080
 AV4  C4   H7   single    0.930  0.020  1.080
 AV4  C5   H8   single    0.930  0.020  1.080
 AV4  C8   H9   single    0.930  0.020  1.080
 AV4  C    H    single    0.970  0.020  1.090
 AV4  C    H1   single    0.970  0.020  1.090
 AV4  C    H2   single    0.970  0.020  1.090
 AV4  C1   H4   single    0.970  0.020  1.090
 AV4  C1   H3   single    0.970  0.020  1.090
 AV4  C1   H5   single    0.970  0.020  1.090
 AV4  C3   H6   single    0.930  0.020  1.080
 AV4  O    H14  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
 AV4  O1   C10  O    123.16  3.000
 AV4  O    C10  C9   113.03  3.000
 AV4  O1   C10  C9   123.81  3.000
 AV4  H10  C11  C9   121.18  3.000
 AV4  H10  C11  C12  119.40  3.000
 AV4  C9   C11  C12  119.42  3.000
 AV4  H11  C12  C13  119.82  3.000
 AV4  H11  C12  C11  119.71  3.000
 AV4  C13  C12  C11  120.47  3.000
 AV4  H12  C13  C7   119.78  3.000
 AV4  H12  C13  C12  119.35  3.000
 AV4  C7   C13  C12  120.85  3.000
 AV4  H13  C14  C6   118.33  3.000
 AV4  H13  C14  C2   119.97  3.000
 AV4  C6   C14  C2   121.68  3.000
 AV4  N    C2   C3   121.41  3.000
 AV4  N    C2   C14  121.25  3.000
 AV4  C3   C2   C14  117.34  3.000
 AV4  H7   C4   C3   118.76  3.000
 AV4  H7   C4   C5   119.67  3.000
 AV4  C3   C4   C5   121.57  3.000
 AV4  H8   C5   C6   120.73  3.000
 AV4  H8   C5   C4   120.34  3.000
 AV4  C6   C5   C4   118.91  3.000
 AV4  C8   C7   C6   120.54  3.000
 AV4  C8   C7   C13  118.27  3.000
 AV4  C6   C7   C13  121.18  3.000
 AV4  C7   C6   C5   120.24  3.000
 AV4  C7   C6   C14  119.82  3.000
 AV4  C5   C6   C14  119.94  3.000
 AV4  H9   C8   C9   119.32  3.000
 AV4  H9   C8   C7   119.51  3.000
 AV4  C9   C8   C7   121.17  3.000
 AV4  H2   C    H1   107.43  3.000
 AV4  H2   C    H    107.75  3.000
 AV4  H1   C    H    107.67  3.000
 AV4  H2   C    N    109.32  3.000
 AV4  H1   C    N    111.81  3.000
 AV4  H    C    N    112.65  3.000
 AV4  H5   C1   H3   107.26  3.000
 AV4  H5   C1   H4   107.78  3.000
 AV4  H3   C1   H4   107.68  3.000
 AV4  H5   C1   N    112.04  3.000
 AV4  H3   C1   N    109.32  3.000
 AV4  H4   C1   N    112.53  3.000
 AV4  H6   C3   C4   118.54  3.000
 AV4  H6   C3   C2   120.90  3.000
 AV4  C4   C3   C2   120.56  3.000
 AV4  C8   C9   C11  119.82  3.000
 AV4  C11  C9   C10  122.24  3.000
 AV4  C8   C9   C10  117.94  3.000
 AV4  H14  O    C10  109.93  3.000
 AV4  C1   N    C    119.54  3.000
 AV4  C    N    C2   119.83  3.000
 AV4  C1   N    C2   120.01  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
 AV4  CONST_01  C7   C8   C9   C11    0.00   0.0  0
 AV4  CONST_02  C7   C13  C12  C11    0.00   0.0  0
 AV4  CONST_03  C8   C9   C11  C12    0.00   0.0  0
 AV4  CONST_04  C6   C7   C13  C12  180.00   0.0  0
 AV4  CONST_05  C8   C7   C13  C12    0.00   0.0  0
 AV4  CONST_08  C9   C8   C7   C13    0.00   0.0  0
 AV4  CONST_09  C9   C11  C12  C13    0.00   0.0  0
 AV4  CONST_10  C4   C3   C2   C14    0.00   0.0  0
 AV4  CONST_11  C4   C5   C6   C14    0.00   0.0  0
 AV4  CONST_13  C5   C4   C3   C2     0.00   0.0  0
 AV4  CONST_14  C5   C6   C14  C2     0.00   0.0  0
 AV4  CONST_15  C7   C6   C14  C2   180.00   0.0  0
 AV4  CONST_16  C7   C6   C5   C4   180.00   0.0  0
 AV4  CONST_18  C3   C4   C5   C6     0.00   0.0  0
 AV4  CONST_19  C3   C2   C14  C6     0.00   0.0  0
 AV4  CONST_20  C9   C8   C7   C6   180.00   0.0  0
 AV4  CONST_21  C7   C8   C9   C10  180.00   0.0  0
 AV4  CONST_22  C12  C11  C9   C10  180.00   0.0  0
 AV4  CONST_23  N    C2   C3   C4   180.00   0.0  0
 AV4  CONST_24  N    C2   C14  C6   180.00   0.0  0
 AV4  CONST_25  H9   C8   C9   C11  180.00   0.0  0
 AV4  CONST_26  H12  C13  C12  C11  180.00   0.0  0
 AV4  CONST_27  H10  C11  C12  C13  180.00   0.0  0
 AV4  CONST_28  H6   C3   C2   C14  180.00   0.0  0
 AV4  CONST_29  H8   C5   C6   C14  180.00   0.0  0
 AV4  CONST_30  H7   C4   C3   C2   180.00   0.0  0
 AV4  CONST_31  H13  C14  C6   C5   180.00   0.0  0
 AV4  CONST_32  H11  C12  C13  C7   180.00   0.0  0
 AV4  CONST_33  C1   N    C2   C14    0.00   0.0  0
 AV4  CONST_34  C    N    C2   C14  180.00   0.0  0
 AV4  CONST_35  C3   C2   N    C      0.00   0.0  0
 AV4  CONST_36  C3   C2   N    C1   180.00   0.0  0
 AV4  CONST_37  H14  O    C10  C9   180.00   0.0  0
 AV4  Var_01    O1   C10  C9   C11  178.94  30.0  3
 AV4  Var_02    H4   C1   N    C2    59.84  30.0  3
 AV4  Var_03    H    C    N    C2   -61.20  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
 AV4  plan-1  C10  0.020
 AV4  plan-1  C11  0.020
 AV4  plan-1  C12  0.020
 AV4  plan-1  C13  0.020
 AV4  plan-1  C7   0.020
 AV4  plan-1  C6   0.020
 AV4  plan-1  C8   0.020
 AV4  plan-1  C9   0.020
 AV4  plan-1  H10  0.020
 AV4  plan-1  H11  0.020
 AV4  plan-1  H12  0.020
 AV4  plan-1  H9   0.020
 AV4  plan-2  C14  0.020
 AV4  plan-2  C2   0.020
 AV4  plan-2  C4   0.020
 AV4  plan-2  C5   0.020
 AV4  plan-2  C7   0.020
 AV4  plan-2  C6   0.020
 AV4  plan-2  C3   0.020
 AV4  plan-2  H13  0.020
 AV4  plan-2  H7   0.020
 AV4  plan-2  H8   0.020
 AV4  plan-2  H6   0.020
 AV4  plan-2  N    0.020
 AV4  plan-3  C2   0.020
 AV4  plan-3  C    0.020
 AV4  plan-3  C1   0.020
 AV4  plan-3  N    0.020
 AV4  plan-4  C10  0.020
 AV4  plan-4  C9   0.020
 AV4  plan-4  O    0.020
 AV4  plan-4  O1   0.020
 AV4  plan-4  H14  0.020

