# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 15:22:08 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  32  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   0.399  -4.2169  -0.5294  -0.8541
 AV4  C11  C  C1     0  -0.305  -3.1436   1.5646   0.0973
 AV4  C12  C  C1     0  -0.231  -2.0405   2.2625   0.5681
 AV4  C13  C  C1     0  -0.320  -0.7960   1.6518   0.6225
 AV4  C14  C  CR16   0  -0.425   1.8278   0.3712  -0.0774
 AV4  C2   C  CR6    0   0.416   3.1060  -0.2128  -0.0293
 AV4  C4   C  CR16   0  -0.227   2.0360  -2.2657   0.6916
 AV4  C5   C  CR16   0  -0.356   0.7848  -1.6730   0.6524
 AV4  C7   C  C      0   0.099  -0.6402   0.3288   0.2061
 AV4  C6   C  CR6    0   0.112   0.6803  -0.3353   0.2652
 AV4  C8   C  C1     0  -0.360  -1.7611  -0.3566  -0.2624
 AV4  C    C  CH3    0  -0.542   5.4992  -0.1859  -0.4883
 AV4  C1   C  CH3    0  -0.531   4.3221   1.9256  -0.2487
 AV4  C3   C  CR16   0  -0.378   3.1837  -1.5599   0.3646
 AV4  C9   C  C      0  -0.080  -3.0139   0.2442  -0.3252
 AV4  O    O  OC    -1  -0.594  -5.3024   0.0808  -0.8843
 AV4  O1   O  O      0  -0.592  -4.0110  -1.7056  -1.2102
 AV4  H10  H  H      0   0.243  -4.1124   2.0446   0.0588
 AV4  H11  H  H      0   0.249  -2.1507   3.2864   0.9027
 AV4  H12  H  H      0   0.248   0.0536   2.1997   1.0119
 AV4  H13  H  HCR6   0   0.255   1.7150   1.3874  -0.4319
 AV4  H7   H  HCR6   0   0.249   2.1306  -3.2988   1.0026
 AV4  H8   H  HCR6   0   0.242  -0.0952  -2.2327   0.9415
 AV4  H9   H  H      0   0.239  -1.6573  -1.3786  -0.6043
 AV4  H    H  HCH3   0   0.222   5.9260  -0.4486   0.4877
 AV4  H1   H  HCH3   0   0.243   5.4190  -1.0976  -1.0813
 AV4  H2   H  HCH3   0   0.255   6.2084   0.4666  -0.9955
 AV4  H4   H  HCH3   0   0.248   3.3821   2.3598   0.0774
 AV4  H3   H  HCH3   0   0.234   5.0743   2.1920   0.5000
 AV4  H5   H  HCH3   0   0.234   4.6037   2.4046  -1.1893
 AV4  H6   H  HCR6   0   0.263   4.1384  -2.0620   0.4393
 AV4  N    N  NT     0  -0.507   4.2296   0.4898  -0.3933

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  1.386  0.020  1.386
 AV4  C3   C2   aromatic  1.406  0.020  1.406
 AV4  C1   N    single    1.446  0.020  1.446
 AV4  N    C2   single    1.374  0.020  1.374
 AV4  N    C    single    1.441  0.020  1.441
 AV4  C4   C5   aromatic  1.385  0.020  1.385
 AV4  C2   C14  aromatic  1.406  0.020  1.406
 AV4  O1   C10  deloc     1.246  0.020  1.246
 AV4  C5   C6   aromatic  1.397  0.020  1.397
 AV4  C14  C6   aromatic  1.390  0.020  1.390
 AV4  C10  O    deloc     1.246  0.020  1.246
 AV4  C10  C9   single    1.525  0.020  1.525
 AV4  C6   C7   single    1.479  0.020  1.479
 AV4  C8   C9   aromatic  1.391  0.020  1.391
 AV4  C8   C7   aromatic  1.395  0.020  1.395
 AV4  C9   C11  aromatic  1.392  0.020  1.392
 AV4  C7   C13  aromatic  1.396  0.020  1.396
 AV4  C11  C12  aromatic  1.388  0.020  1.388
 AV4  C13  C12  aromatic  1.387  0.020  1.387
 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

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    126.83  3.000
 AV4  O    C10  C9   116.57  3.000
 AV4  O1   C10  C9   116.60  3.000
 AV4  H10  C11  C9   119.56  3.000
 AV4  H10  C11  C12  120.05  3.000
 AV4  C9   C11  C12  120.39  3.000
 AV4  H11  C12  C13  119.70  3.000
 AV4  H11  C12  C11  119.97  3.000
 AV4  C13  C12  C11  120.33  3.000
 AV4  H12  C13  C7   119.94  3.000
 AV4  H12  C13  C12  119.67  3.000
 AV4  C7   C13  C12  120.38  3.000
 AV4  H13  C14  C6   118.16  3.000
 AV4  H13  C14  C2   119.73  3.000
 AV4  C6   C14  C2   122.05  3.000
 AV4  N    C2   C3   121.27  3.000
 AV4  N    C2   C14  121.45  3.000
 AV4  C3   C2   C14  117.25  3.000
 AV4  H7   C4   C3   118.75  3.000
 AV4  H7   C4   C5   119.68  3.000
 AV4  C3   C4   C5   121.55  3.000
 AV4  H8   C5   C6   120.57  3.000
 AV4  H8   C5   C4   120.38  3.000
 AV4  C6   C5   C4   119.03  3.000
 AV4  C8   C7   C6   120.68  3.000
 AV4  C8   C7   C13  118.44  3.000
 AV4  C6   C7   C13  120.88  3.000
 AV4  C7   C6   C5   120.52  3.000
 AV4  C7   C6   C14  119.92  3.000
 AV4  C5   C6   C14  119.56  3.000
 AV4  H9   C8   C9   118.68  3.000
 AV4  H9   C8   C7   119.53  3.000
 AV4  C9   C8   C7   121.78  3.000
 AV4  H2   C    H1   107.19  3.000
 AV4  H2   C    H    107.73  3.000
 AV4  H1   C    H    108.19  3.000
 AV4  H2   C    N    108.87  3.000
 AV4  H1   C    N    111.28  3.000
 AV4  H    C    N    113.35  3.000
 AV4  H5   C1   H3   107.77  3.000
 AV4  H5   C1   H4   107.84  3.000
 AV4  H3   C1   H4   106.99  3.000
 AV4  H5   C1   N    111.46  3.000
 AV4  H3   C1   N    110.74  3.000
 AV4  H4   C1   N    111.83  3.000
 AV4  H6   C3   C4   118.57  3.000
 AV4  H6   C3   C2   120.87  3.000
 AV4  C4   C3   C2   120.55  3.000
 AV4  C8   C9   C11  118.67  3.000
 AV4  C11  C9   C10  120.85  3.000
 AV4  C8   C9   C10  120.47  3.000
 AV4  C1   N    C    114.56  3.000
 AV4  C    N    C2   119.87  3.000
 AV4  C1   N    C2   122.24  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_34  C    N    C2   C14   180.00   0.0  0
 AV4  CONST_35  C3   C2   N    C       0.00   0.0  0
 AV4  Var_01    O1   C10  C9   C11  -179.98  30.0  2
 AV4  Var_02    H4   C1   N    C2     -5.67  30.0  3
 AV4  Var_03    H    C    N    C2    -72.66  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

