# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 10:28:28 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: 3,5-bis(3-acetamidophenyl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Nc1cccc(c1)c2cc(cc(c2)c3cccc(NC(C)=O)c3)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
 F1C  F1C  '3,5-bis(3-acetamidophenyl)benzoic acid'  ligand  49  29  .  2021-08-09  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_F1C
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
 F1C  N1   N  NH1   0  -0.737  -5.8210  -0.0621  -0.7839
 F1C  C2   C  CR16  0  -0.341   1.2044   1.4281   1.0165
 F1C  O2   O  O     0  -0.469  -7.5720  -1.5126  -0.6928
 F1C  C4   C  CR6   0   0.105   2.4924  -0.6660   0.5862
 F1C  C5   C  CR16  0  -0.326   2.6411  -1.9531   1.1028
 F1C  C7   C  CR16  0  -0.324   4.9216  -2.0299   0.2952
 F1C  C6   C  CR16  0  -0.231   3.8476  -2.6148   0.9520
 F1C  C8   C  CR6   0   0.404   4.7820  -0.7427  -0.2261
 F1C  C1   C  CR6   0  -0.041  -0.0005   2.1070   1.1608
 F1C  C10  C  CH3   0  -0.785   7.8631   0.5912  -1.9465
 F1C  C11  C  CR16  0  -0.423   3.5648  -0.0765  -0.0725
 F1C  C12  C  CR16  0  -0.371   0.0019  -0.6028   0.6136
 F1C  C13  C  CR6   0   0.133  -1.2146   0.0594   0.7581
 F1C  C14  C  CR6   0   0.107  -2.4883  -0.6769   0.6234
 F1C  C15  C  CR16  0  -0.328  -2.6185  -1.9712   1.1274
 F1C  C16  C  CR16  0  -0.230  -3.8251  -2.6368   0.9973
 F1C  C17  C  CR16  0  -0.326  -4.9181  -2.0490   0.3755
 F1C  C18  C  CR6   0   0.408  -4.7979  -0.7546  -0.1328
 F1C  C19  C  C     0   0.508  -7.1006  -0.4446  -1.0391
 F1C  C20  C  CH3   0  -0.787  -7.8896   0.5691  -1.8289
 F1C  C21  C  CR16  0  -0.426  -3.5793  -0.0853  -0.0023
 F1C  C22  C  CR16  0  -0.345  -1.2057   1.4246   1.0328
 F1C  C3   C  CR6   0   0.131   1.2180   0.0649   0.7410
 F1C  C9   C  C     0   0.516   7.0808  -0.4029  -1.1267
 F1C  N    N  NH1   0  -0.742   5.7824  -0.0584  -0.9212
 F1C  O    O  O     0  -0.435   1.0775   4.1744   1.6293
 F1C  O1   O  O     0  -0.472   7.5867  -1.4277  -0.7041
 F1C  O3   O  OH1   0  -0.593  -1.1498   4.1113   1.5650
 F1C  H13  H  HNH1  0   0.417  -5.5605   0.8506  -1.1253
 F1C  H    H  HCR6  0   0.267   2.1364   1.9640   1.1404
 F1C  H1   H  HCR6  0   0.256   1.8294  -2.4262   1.6401
 F1C  H3   H  HCR6  0   0.283   5.8449  -2.5752   0.1959
 F1C  H2   H  HCR6  0   0.262   3.9665  -3.6101   1.3599
 F1C  H5   H  HCH3  0   0.255   7.3271   1.5160  -2.1493
 F1C  H6   H  HCH3  0   0.272   8.7923   0.8323  -1.4324
 F1C  H7   H  HCH3  0   0.275   8.1280   0.1343  -2.9006
 F1C  H8   H  HCR6  0   0.271   3.4496   0.9159  -0.4945
 F1C  H9   H  HCR6  0   0.268   0.0028  -1.6557   0.3603
 F1C  H10  H  HCR6  0   0.256  -1.7922  -2.4465   1.6399
 F1C  H11  H  HCR6  0   0.262  -3.9295  -3.6375   1.3960
 F1C  H12  H  HCR6  0   0.283  -5.8414  -2.5973   0.2951
 F1C  H14  H  HCH3  0   0.259  -7.6003   1.5955  -1.6082
 F1C  H15  H  HCH3  0   0.278  -7.7276   0.4011  -2.8954
 F1C  H16  H  HCH3  0   0.268  -8.9513   0.4504  -1.6277
 F1C  H17  H  HCR6  0   0.271  -3.4796   0.9122  -0.4163
 F1C  H18  H  HCR6  0   0.270  -2.1447   1.9440   1.1682
 F1C  H4   H  HNH1  0   0.416   5.4960   0.8274  -1.3087
 F1C  H19  H  HOH1  0   0.490  -1.0662   5.0547   1.7693
 F1C  C    C  C     0   0.540   0.0503   3.5589   1.4745

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
 F1C  O    C    double    1.207  0.020  1.207
 F1C  O3   C    single    1.324  0.020  1.324
 F1C  C    C1   single    1.486  0.020  1.486
 F1C  C1   C2   aromatic  1.390  0.020  1.390
 F1C  C1   C22  aromatic  1.391  0.020  1.391
 F1C  C2   C3   aromatic  1.391  0.020  1.391
 F1C  C22  C13  aromatic  1.393  0.020  1.393
 F1C  C3   C4   single    1.477  0.020  1.477
 F1C  C3   C12  aromatic  1.393  0.020  1.393
 F1C  C5   C6   aromatic  1.384  0.020  1.384
 F1C  C5   C4   aromatic  1.395  0.020  1.395
 F1C  C13  C12  aromatic  1.393  0.020  1.393
 F1C  C13  C14  single    1.477  0.020  1.477
 F1C  C6   C7   aromatic  1.388  0.020  1.388
 F1C  C4   C11  aromatic  1.390  0.020  1.390
 F1C  C15  C14  aromatic  1.395  0.020  1.395
 F1C  C15  C16  aromatic  1.384  0.020  1.384
 F1C  C7   C8   aromatic  1.396  0.020  1.396
 F1C  C11  C8   aromatic  1.396  0.020  1.396
 F1C  C14  C21  aromatic  1.390  0.020  1.390
 F1C  C8   N    single    1.397  0.020  1.397
 F1C  C16  C17  aromatic  1.388  0.020  1.388
 F1C  C21  C18  aromatic  1.396  0.020  1.396
 F1C  N    C9   single    1.359  0.020  1.359
 F1C  O1   C9   double    1.218  0.020  1.218
 F1C  C17  C18  aromatic  1.396  0.020  1.396
 F1C  C9   C10  single    1.507  0.020  1.507
 F1C  C18  N1   single    1.397  0.020  1.397
 F1C  N1   C19  single    1.360  0.020  1.360
 F1C  C19  O2   double    1.218  0.020  1.218
 F1C  C19  C20  single    1.508  0.020  1.508
 F1C  N1   H13  single    0.860  0.020  1.020
 F1C  C2   H    single    0.930  0.020  1.080
 F1C  C5   H1   single    0.930  0.020  1.080
 F1C  C7   H3   single    0.930  0.020  1.080
 F1C  C6   H2   single    0.930  0.020  1.080
 F1C  C10  H5   single    0.970  0.020  1.090
 F1C  C10  H6   single    0.970  0.020  1.090
 F1C  C10  H7   single    0.970  0.020  1.090
 F1C  C11  H8   single    0.930  0.020  1.080
 F1C  C12  H9   single    0.930  0.020  1.080
 F1C  C15  H10  single    0.930  0.020  1.080
 F1C  C16  H11  single    0.930  0.020  1.080
 F1C  C17  H12  single    0.930  0.020  1.080
 F1C  C20  H14  single    0.970  0.020  1.090
 F1C  C20  H15  single    0.970  0.020  1.090
 F1C  C20  H16  single    0.970  0.020  1.090
 F1C  C21  H17  single    0.930  0.020  1.080
 F1C  C22  H18  single    0.930  0.020  1.080
 F1C  N    H4   single    0.860  0.020  1.020
 F1C  O3   H19  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
 F1C  H13  N1   C19  115.72  3.000
 F1C  H13  N1   C18  114.67  3.000
 F1C  C19  N1   C18  129.60  3.000
 F1C  H    C2   C3   119.97  3.000
 F1C  H    C2   C1   119.52  3.000
 F1C  C3   C2   C1   120.50  3.000
 F1C  C3   C4   C11  120.36  3.000
 F1C  C11  C4   C5   118.99  3.000
 F1C  C3   C4   C5   120.65  3.000
 F1C  H1   C5   C6   119.92  3.000
 F1C  H1   C5   C4   120.48  3.000
 F1C  C6   C5   C4   119.58  3.000
 F1C  H3   C7   C8   121.22  3.000
 F1C  H3   C7   C6   119.58  3.000
 F1C  C8   C7   C6   119.20  3.000
 F1C  H2   C6   C7   118.74  3.000
 F1C  H2   C6   C5   119.62  3.000
 F1C  C7   C6   C5   121.64  3.000
 F1C  N    C8   C11  116.44  3.000
 F1C  N    C8   C7   124.46  3.000
 F1C  C11  C8   C7   119.09  3.000
 F1C  C22  C1   C    121.89  3.000
 F1C  C22  C1   C2   120.12  3.000
 F1C  C    C1   C2   117.98  3.000
 F1C  H7   C10  H6   107.38  3.000
 F1C  H7   C10  H5   108.23  3.000
 F1C  H6   C10  H5   108.67  3.000
 F1C  H7   C10  C9   109.00  3.000
 F1C  H6   C10  C9   109.39  3.000
 F1C  H5   C10  C9   113.97  3.000
 F1C  H8   C11  C8   119.11  3.000
 F1C  H8   C11  C4   119.38  3.000
 F1C  C8   C11  C4   121.50  3.000
 F1C  H9   C12  C3   119.12  3.000
 F1C  H9   C12  C13  119.17  3.000
 F1C  C3   C12  C13  121.68  3.000
 F1C  C22  C13  C14  120.80  3.000
 F1C  C14  C13  C12  120.44  3.000
 F1C  C22  C13  C12  118.76  3.000
 F1C  C21  C14  C15  118.97  3.000
 F1C  C21  C14  C13  120.37  3.000
 F1C  C15  C14  C13  120.66  3.000
 F1C  H10  C15  C16  119.93  3.000
 F1C  H10  C15  C14  120.48  3.000
 F1C  C16  C15  C14  119.57  3.000
 F1C  H11  C16  C17  118.72  3.000
 F1C  H11  C16  C15  119.61  3.000
 F1C  C17  C16  C15  121.66  3.000
 F1C  H12  C17  C18  121.25  3.000
 F1C  H12  C17  C16  119.54  3.000
 F1C  C18  C17  C16  119.21  3.000
 F1C  C21  C18  C17  119.05  3.000
 F1C  C17  C18  N1   124.51  3.000
 F1C  C21  C18  N1   116.43  3.000
 F1C  C20  C19  O2   122.41  3.000
 F1C  C20  C19  N1   113.68  3.000
 F1C  O2   C19  N1   123.89  3.000
 F1C  H16  C20  H15  107.99  3.000
 F1C  H16  C20  H14  108.96  3.000
 F1C  H15  C20  H14  107.67  3.000
 F1C  H16  C20  C19  109.92  3.000
 F1C  H15  C20  C19  109.30  3.000
 F1C  H14  C20  C19  112.86  3.000
 F1C  H17  C21  C18  119.04  3.000
 F1C  H17  C21  C14  119.42  3.000
 F1C  C18  C21  C14  121.53  3.000
 F1C  H18  C22  C13  119.34  3.000
 F1C  H18  C22  C1   120.34  3.000
 F1C  C13  C22  C1   120.31  3.000
 F1C  C12  C3   C4   120.42  3.000
 F1C  C12  C3   C2   118.64  3.000
 F1C  C4   C3   C2   120.94  3.000
 F1C  O1   C9   N    123.88  3.000
 F1C  O1   C9   C10  121.86  3.000
 F1C  N    C9   C10  114.26  3.000
 F1C  H4   N    C9   115.85  3.000
 F1C  H4   N    C8   114.71  3.000
 F1C  C9   N    C8   129.43  3.000
 F1C  H19  O3   C    110.02  3.000
 F1C  O3   C    O    123.34  3.000
 F1C  O3   C    C1   113.01  3.000
 F1C  O    C    C1   123.65  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
 F1C  CONST_01  C13  C22  C1   C2     0.00   0.0  0
 F1C  CONST_04  C13  C12  C3   C2     0.00   0.0  0
 F1C  CONST_05  C1   C2   C3   C4   180.00   0.0  0
 F1C  CONST_06  C13  C12  C3   C4   180.00   0.0  0
 F1C  CONST_07  C7   C6   C5   C4     0.00   0.0  0
 F1C  CONST_08  C7   C8   C11  C4     0.00   0.0  0
 F1C  CONST_09  C8   C7   C6   C5     0.00   0.0  0
 F1C  CONST_11  C8   C11  C4   C5     0.00   0.0  0
 F1C  CONST_12  C3   C4   C5   C6   180.00   0.0  0
 F1C  CONST_13  C11  C4   C5   C6     0.00   0.0  0
 F1C  CONST_14  C11  C8   C7   C6     0.00   0.0  0
 F1C  CONST_15  C3   C4   C11  C8   180.00   0.0  0
 F1C  CONST_16  C12  C3   C2   C1     0.00   0.0  0
 F1C  CONST_17  C12  C13  C22  C1     0.00   0.0  0
 F1C  CONST_18  C14  C13  C22  C1   180.00   0.0  0
 F1C  CONST_22  C16  C15  C14  C13  180.00   0.0  0
 F1C  CONST_23  C18  C21  C14  C13  180.00   0.0  0
 F1C  CONST_24  C3   C12  C13  C14  180.00   0.0  0
 F1C  CONST_25  C17  C16  C15  C14    0.00   0.0  0
 F1C  CONST_26  C17  C18  C21  C14    0.00   0.0  0
 F1C  CONST_28  C18  C21  C14  C15    0.00   0.0  0
 F1C  CONST_29  C18  C17  C16  C15    0.00   0.0  0
 F1C  CONST_30  C21  C14  C15  C16    0.00   0.0  0
 F1C  CONST_31  C21  C18  C17  C16    0.00   0.0  0
 F1C  CONST_33  C3   C2   C1   C22    0.00   0.0  0
 F1C  CONST_34  C3   C12  C13  C22    0.00   0.0  0
 F1C  CONST_35  C14  C21  C18  N1   180.00   0.0  0
 F1C  CONST_36  C16  C17  C18  N1   180.00   0.0  0
 F1C  CONST_37  N    C8   C11  C4   180.00   0.0  0
 F1C  CONST_38  N    C8   C7   C6   180.00   0.0  0
 F1C  CONST_39  C3   C2   C1   C    180.00   0.0  0
 F1C  CONST_40  C13  C22  C1   C    180.00   0.0  0
 F1C  CONST_41  H18  C22  C1   C2   180.00   0.0  0
 F1C  CONST_42  H9   C12  C3   C2   180.00   0.0  0
 F1C  CONST_43  H    C2   C3   C4     0.00   0.0  0
 F1C  CONST_44  H2   C6   C5   C4   180.00   0.0  0
 F1C  CONST_45  H3   C7   C6   C5   180.00   0.0  0
 F1C  CONST_46  H8   C11  C4   C5   180.00   0.0  0
 F1C  CONST_47  H1   C5   C6   C7   180.00   0.0  0
 F1C  CONST_48  H10  C15  C14  C13    0.00   0.0  0
 F1C  CONST_49  H17  C21  C14  C13    0.00   0.0  0
 F1C  CONST_50  H11  C16  C15  C14  180.00   0.0  0
 F1C  CONST_51  H12  C17  C16  C15  180.00   0.0  0
 F1C  CONST_52  C9   N    C8   C7     0.00   0.0  0
 F1C  CONST_53  C9   N    C8   C11  180.00   0.0  0
 F1C  CONST_54  C19  N1   C18  C17    0.00   0.0  0
 F1C  CONST_55  C21  C18  N1   C19  180.00   0.0  0
 F1C  CONST_56  H4   N    C8   C7   180.00   0.0  0
 F1C  CONST_57  H13  N1   C18  C17  180.00   0.0  0
 F1C  CONST_58  C18  N1   C19  O2     0.00   0.0  0
 F1C  CONST_59  O1   C9   N    C8     0.00   0.0  0
 F1C  CONST_60  C10  C9   N    C8   180.00   0.0  0
 F1C  CONST_61  C20  C19  N1   C18  180.00   0.0  0
 F1C  CONST_62  H19  O3   C    C1   180.00   0.0  0
 F1C  Var_01    O    C    C1   C2    -1.11  30.0  3
 F1C  Var_02    H14  C20  C19  N1   -32.82  30.0  3
 F1C  Var_03    H5   C10  C9   N      8.01  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
 F1C  plan-1  C4   0.020
 F1C  plan-1  C5   0.020
 F1C  plan-1  C7   0.020
 F1C  plan-1  C6   0.020
 F1C  plan-1  C8   0.020
 F1C  plan-1  C11  0.020
 F1C  plan-1  C3   0.020
 F1C  plan-1  N    0.020
 F1C  plan-1  H1   0.020
 F1C  plan-1  H3   0.020
 F1C  plan-1  H2   0.020
 F1C  plan-1  H8   0.020
 F1C  plan-2  C1   0.020
 F1C  plan-2  O    0.020
 F1C  plan-2  O3   0.020
 F1C  plan-2  H19  0.020
 F1C  plan-2  C    0.020
 F1C  plan-3  C2   0.020
 F1C  plan-3  C4   0.020
 F1C  plan-3  C1   0.020
 F1C  plan-3  C12  0.020
 F1C  plan-3  C13  0.020
 F1C  plan-3  C14  0.020
 F1C  plan-3  C22  0.020
 F1C  plan-3  C3   0.020
 F1C  plan-3  H    0.020
 F1C  plan-3  H9   0.020
 F1C  plan-3  H18  0.020
 F1C  plan-3  C    0.020
 F1C  plan-4  N1   0.020
 F1C  plan-4  C13  0.020
 F1C  plan-4  C14  0.020
 F1C  plan-4  C15  0.020
 F1C  plan-4  C16  0.020
 F1C  plan-4  C17  0.020
 F1C  plan-4  C18  0.020
 F1C  plan-4  C21  0.020
 F1C  plan-4  H10  0.020
 F1C  plan-4  H11  0.020
 F1C  plan-4  H12  0.020
 F1C  plan-4  H17  0.020
 F1C  plan-5  N1   0.020
 F1C  plan-5  O2   0.020
 F1C  plan-5  C18  0.020
 F1C  plan-5  C19  0.020
 F1C  plan-5  C20  0.020
 F1C  plan-5  H13  0.020
 F1C  plan-6  C8   0.020
 F1C  plan-6  C10  0.020
 F1C  plan-6  C9   0.020
 F1C  plan-6  N    0.020
 F1C  plan-6  O1   0.020
 F1C  plan-6  H4   0.020

