# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 24 17:39:04 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: 3-[3-(2-acetamidoethyl)phenyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)NCCc1cccc(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
 QIU  QIU  '3-[3-(2-acetamidoethyl)phenyl]benzoic acid'  ligand  38  21  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_QIU
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
 QIU  N    N  NH1   0  -0.635   5.1098   0.3774  -0.4490
 QIU  C    C  CH3   0  -0.776   7.2899   1.4169  -0.4184
 QIU  O    O  O     0  -0.438  -5.7069  -1.1395  -0.5727
 QIU  C1   C  C     0   0.522   5.9994   1.0675   0.2798
 QIU  C10  C  CR16  0  -0.301  -1.5715   1.5611   0.2497
 QIU  C11  C  CR16  0  -0.226  -2.6452   2.4376   0.2386
 QIU  C12  C  CR16  0  -0.275  -3.9331   1.9680   0.0336
 QIU  C13  C  CR6   0  -0.060  -4.1416   0.6044  -0.1637
 QIU  C14  C  C     0   0.535  -5.4942   0.0355  -0.3909
 QIU  C15  C  CR16  0  -0.329  -3.0589  -0.2699  -0.1558
 QIU  C16  C  CR16  0  -0.373   0.6132  -0.3671  -0.4669
 QIU  C2   C  CH2   0  -0.229   3.8296  -0.0467   0.0753
 QIU  C3   C  CH2   0  -0.566   3.0323  -0.7791  -1.0002
 QIU  C4   C  CR6   0   0.147   1.7038  -1.2304  -0.4624
 QIU  C5   C  CR16  0  -0.318   1.5496  -2.5010   0.0845
 QIU  C6   C  CR16  0  -0.224   0.3282  -2.8934   0.6141
 QIU  C7   C  CR16  0  -0.328  -0.7503  -2.0229   0.6069
 QIU  C8   C  CR6   0   0.115  -0.6199  -0.7442   0.0644
 QIU  C9   C  CR6   0   0.109  -1.7623   0.1924   0.0510
 QIU  O1   O  OH1   0  -0.593  -6.4510   0.9517  -0.3704
 QIU  O2   O  O     0  -0.511   5.7810   1.3947   1.4400
 QIU  H3   H  HNH1  0   0.403   5.3478   0.1155  -1.3914
 QIU  H1   H  HCH3  0   0.248   7.3245   1.1007  -1.4592
 QIU  H    H  HCH3  0   0.264   7.4412   2.4955  -0.3803
 QIU  H2   H  HCH3  0   0.265   8.1235   0.9540   0.1092
 QIU  H11  H  HCR6  0   0.265  -0.5766   1.9458   0.4356
 QIU  H12  H  HCR6  0   0.269  -2.4774   3.4941   0.3988
 QIU  H13  H  HCR6  0   0.271  -4.7584   2.6656   0.0306
 QIU  H14  H  HCR6  0   0.265  -3.2299  -1.3244  -0.3301
 QIU  H15  H  HCR6  0   0.251   0.7235   0.6142  -0.9157
 QIU  H5   H  HCH2  0   0.239   3.9694  -0.7039   0.9380
 QIU  H4   H  HCH2  0   0.239   3.2636   0.8207   0.4257
 QIU  H7   H  HCH2  0   0.260   2.8866  -0.1167  -1.8570
 QIU  H6   H  HCH2  0   0.260   3.6034  -1.6417  -1.3529
 QIU  H8   H  HCR6  0   0.253   2.3876  -3.1876   0.0935
 QIU  H9   H  HCR6  0   0.258   0.2179  -3.8815   1.0418
 QIU  H10  H  HCR6  0   0.256  -1.6905  -2.3352   1.0437
 QIU  H16  H  HOH1  0   0.489  -7.3137   0.5345  -0.5129

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
 QIU  C6   C7   aromatic  1.386  0.020  1.386
 QIU  C6   C5   aromatic  1.388  0.020  1.388
 QIU  C7   C8   aromatic  1.395  0.020  1.395
 QIU  O    C14  double    1.208  0.020  1.208
 QIU  C14  O1   single    1.325  0.020  1.325
 QIU  C14  C13  single    1.485  0.020  1.485
 QIU  C13  C12  aromatic  1.394  0.020  1.394
 QIU  C13  C15  aromatic  1.392  0.020  1.392
 QIU  C12  C11  aromatic  1.386  0.020  1.386
 QIU  C15  C9   aromatic  1.392  0.020  1.392
 QIU  C11  C10  aromatic  1.386  0.020  1.386
 QIU  C9   C8   single    1.477  0.020  1.477
 QIU  C9   C10  aromatic  1.396  0.020  1.396
 QIU  C5   C4   aromatic  1.392  0.020  1.392
 QIU  C8   C16  aromatic  1.395  0.020  1.395
 QIU  C16  C4   aromatic  1.391  0.020  1.391
 QIU  C4   C3   single    1.503  0.020  1.503
 QIU  C3   C2   single    1.526  0.020  1.526
 QIU  C2   N    single    1.447  0.020  1.447
 QIU  N    C1   single    1.341  0.020  1.341
 QIU  C1   C    single    1.508  0.020  1.508
 QIU  C1   O2   double    1.225  0.020  1.225
 QIU  N    H3   single    0.860  0.020  1.020
 QIU  C    H1   single    0.970  0.020  1.090
 QIU  C    H    single    0.970  0.020  1.090
 QIU  C    H2   single    0.970  0.020  1.090
 QIU  C10  H11  single    0.930  0.020  1.080
 QIU  C11  H12  single    0.930  0.020  1.080
 QIU  C12  H13  single    0.930  0.020  1.080
 QIU  C15  H14  single    0.930  0.020  1.080
 QIU  C16  H15  single    0.930  0.020  1.080
 QIU  C2   H5   single    0.970  0.020  1.090
 QIU  C2   H4   single    0.970  0.020  1.090
 QIU  C3   H7   single    0.970  0.020  1.090
 QIU  C3   H6   single    0.970  0.020  1.090
 QIU  C5   H8   single    0.930  0.020  1.080
 QIU  C6   H9   single    0.930  0.020  1.080
 QIU  C7   H10  single    0.930  0.020  1.080
 QIU  O1   H16  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
 QIU  H3   N    C2   118.17  3.000
 QIU  H3   N    C1   119.06  3.000
 QIU  C2   N    C1   122.74  3.000
 QIU  H2   C    H    107.29  3.000
 QIU  H2   C    H1   108.38  3.000
 QIU  H    C    H1   108.45  3.000
 QIU  H2   C    C1   109.39  3.000
 QIU  H    C    C1   109.38  3.000
 QIU  H1   C    C1   113.74  3.000
 QIU  O2   C1   C    121.95  3.000
 QIU  O2   C1   N    122.26  3.000
 QIU  C    C1   N    115.79  3.000
 QIU  H11  C10  C9   119.89  3.000
 QIU  H11  C10  C11  119.24  3.000
 QIU  C9   C10  C11  120.86  3.000
 QIU  H12  C11  C12  119.80  3.000
 QIU  H12  C11  C10  119.75  3.000
 QIU  C12  C11  C10  120.45  3.000
 QIU  H13  C12  C13  121.13  3.000
 QIU  H13  C12  C11  119.43  3.000
 QIU  C13  C12  C11  119.44  3.000
 QIU  C15  C13  C14  117.96  3.000
 QIU  C15  C13  C12  119.84  3.000
 QIU  C14  C13  C12  122.20  3.000
 QIU  O1   C14  C13  112.99  3.000
 QIU  C13  C14  O    123.79  3.000
 QIU  O1   C14  O    123.22  3.000
 QIU  H14  C15  C9   119.64  3.000
 QIU  H14  C15  C13  119.22  3.000
 QIU  C9   C15  C13  121.12  3.000
 QIU  H15  C16  C8   119.48  3.000
 QIU  H15  C16  C4   118.88  3.000
 QIU  C8   C16  C4   121.62  3.000
 QIU  H4   C2   H5   106.86  3.000
 QIU  H4   C2   C3   109.64  3.000
 QIU  H5   C2   C3   109.54  3.000
 QIU  H4   C2   N    109.97  3.000
 QIU  H5   C2   N    110.42  3.000
 QIU  C3   C2   N    110.34  3.000
 QIU  H6   C3   H7   107.16  3.000
 QIU  H6   C3   C4   109.90  3.000
 QIU  H7   C3   C4   110.17  3.000
 QIU  H6   C3   C2   109.46  3.000
 QIU  H7   C3   C2   109.35  3.000
 QIU  C4   C3   C2   110.72  3.000
 QIU  C5   C4   C3   120.85  3.000
 QIU  C3   C4   C16  120.38  3.000
 QIU  C5   C4   C16  118.74  3.000
 QIU  H8   C5   C6   119.89  3.000
 QIU  H8   C5   C4   119.73  3.000
 QIU  C6   C5   C4   120.37  3.000
 QIU  H9   C6   C7   119.74  3.000
 QIU  H9   C6   C5   119.91  3.000
 QIU  C7   C6   C5   120.35  3.000
 QIU  H10  C7   C8   120.16  3.000
 QIU  H10  C7   C6   119.50  3.000
 QIU  C8   C7   C6   120.33  3.000
 QIU  C9   C8   C7   120.82  3.000
 QIU  C9   C8   C16  120.59  3.000
 QIU  C7   C8   C16  118.60  3.000
 QIU  C8   C9   C15  120.74  3.000
 QIU  C8   C9   C10  120.97  3.000
 QIU  C15  C9   C10  118.29  3.000
 QIU  H16  O1   C14  110.06  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
 QIU  CONST_01  C13  C12  C11  C10    0.00   0.0  0
 QIU  CONST_02  C13  C15  C9   C10    0.00   0.0  0
 QIU  CONST_05  C15  C13  C12  C11    0.00   0.0  0
 QIU  CONST_06  C15  C9   C10  C11    0.00   0.0  0
 QIU  CONST_07  C8   C9   C10  C11  180.00   0.0  0
 QIU  CONST_08  C9   C15  C13  C12    0.00   0.0  0
 QIU  CONST_09  C9   C10  C11  C12    0.00   0.0  0
 QIU  CONST_10  C8   C9   C15  C13  180.00   0.0  0
 QIU  CONST_13  C6   C7   C8   C16    0.00   0.0  0
 QIU  CONST_14  C6   C5   C4   C16    0.00   0.0  0
 QIU  CONST_15  C7   C6   C5   C4     0.00   0.0  0
 QIU  CONST_16  C7   C8   C16  C4     0.00   0.0  0
 QIU  CONST_17  C9   C8   C16  C4   180.00   0.0  0
 QIU  CONST_18  C8   C7   C6   C5     0.00   0.0  0
 QIU  CONST_19  C8   C16  C4   C5     0.00   0.0  0
 QIU  CONST_20  C9   C8   C7   C6   180.00   0.0  0
 QIU  CONST_21  C14  C13  C12  C11  180.00   0.0  0
 QIU  CONST_22  C9   C15  C13  C14  180.00   0.0  0
 QIU  CONST_23  C6   C5   C4   C3   180.00   0.0  0
 QIU  CONST_24  C8   C16  C4   C3   180.00   0.0  0
 QIU  CONST_25  H13  C12  C11  C10  180.00   0.0  0
 QIU  CONST_26  H14  C15  C9   C10  180.00   0.0  0
 QIU  CONST_27  H11  C10  C11  C12  180.00   0.0  0
 QIU  CONST_28  H12  C11  C12  C13  180.00   0.0  0
 QIU  CONST_29  H10  C7   C8   C16  180.00   0.0  0
 QIU  CONST_30  H8   C5   C4   C16  180.00   0.0  0
 QIU  CONST_31  H9   C6   C5   C4   180.00   0.0  0
 QIU  CONST_32  H15  C16  C4   C5   180.00   0.0  0
 QIU  CONST_33  H16  O1   C14  C13  180.00   0.0  0
 QIU  CONST_34  C2   N    C1   C    180.00   0.0  0
 QIU  CONST_35  O2   C1   N    C2     0.00   0.0  0
 QIU  CONST_36  H3   N    C1   C      0.00   0.0  0
 QIU  Var_01    C12  C13  C14  O    179.55  30.0  2
 QIU  Var_02    C2   C3   C4   C16   85.39  30.0  2
 QIU  Var_03    C4   C3   C2   N    179.68  30.0  2
 QIU  Var_04    C3   C2   N    C1   178.67  30.0  1
 QIU  Var_05    H1   C    C1   N      2.66  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
 QIU  plan-1  C10  0.020
 QIU  plan-1  C11  0.020
 QIU  plan-1  C12  0.020
 QIU  plan-1  C13  0.020
 QIU  plan-1  C14  0.020
 QIU  plan-1  C15  0.020
 QIU  plan-1  C8   0.020
 QIU  plan-1  C9   0.020
 QIU  plan-1  H11  0.020
 QIU  plan-1  H12  0.020
 QIU  plan-1  H13  0.020
 QIU  plan-1  H14  0.020
 QIU  plan-2  C16  0.020
 QIU  plan-2  C3   0.020
 QIU  plan-2  C4   0.020
 QIU  plan-2  C5   0.020
 QIU  plan-2  C6   0.020
 QIU  plan-2  C7   0.020
 QIU  plan-2  C8   0.020
 QIU  plan-2  C9   0.020
 QIU  plan-2  H15  0.020
 QIU  plan-2  H8   0.020
 QIU  plan-2  H9   0.020
 QIU  plan-2  H10  0.020
 QIU  plan-3  N    0.020
 QIU  plan-3  C    0.020
 QIU  plan-3  C1   0.020
 QIU  plan-3  C2   0.020
 QIU  plan-3  O2   0.020
 QIU  plan-3  H3   0.020
 QIU  plan-4  O    0.020
 QIU  plan-4  C13  0.020
 QIU  plan-4  C14  0.020
 QIU  plan-4  O1   0.020
 QIU  plan-4  H16  0.020

