# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 16:39:20 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: 2-(5-chloranyl-1~{H}-benzimidazol-2-yl)-~{N}-[[3-chloranyl-4-(2-ethylphenyl)phenyl]methyl]ethanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1ccccc1c2ccc(CNCCc3[nH]c4ccc(Cl)cc4n3)cc2Cl
#
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
 AQW  AQW  2-(5-chloranyl-1~{H}-benzimidazol-2-yl)-~{N}-[[3-chloranyl-4-(2-ethylphenyl)phenyl]methyl]ethanamine  ligand  52  29  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_AQW
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
 AQW  C1   C   CH2   0  -0.523  -5.7948   1.5062   1.6376
 AQW  N1   N   NR15  0  -0.691   4.8721   1.4366   0.3897
 AQW  C2   C   CR6   0   0.113  -6.6100   0.6037   0.7516
 AQW  C3   C   CR16  0  -0.305  -7.9881   0.5200   0.9380
 AQW  C4   C   CR16  0  -0.248  -8.7875  -0.2558   0.1105
 AQW  C5   C   CR16  0  -0.262  -8.2126  -0.9665  -0.9330
 AQW  C6   C   CR16  0  -0.270  -6.8416  -0.8940  -1.1325
 AQW  C7   C   CR6   0   0.023  -6.0365  -0.1194  -0.3014
 AQW  C8   C   CR6   0   0.105  -4.5797  -0.0647  -0.5762
 AQW  C9   C   CR16  0  -0.285  -4.0915   0.7040  -1.6282
 AQW  C10  C   CR16  0  -0.293  -2.7356   0.7601  -1.9164
 AQW  C11  C   CR6   0   0.069  -1.8204   0.0407  -1.1589
 AQW  C12  C   CH2   0  -0.318  -0.3479   0.0791  -1.4695
 AQW  C13  C   CH2   0  -0.251   1.8615   0.2487  -0.5093
 AQW  C14  C   CH2   0  -0.556   2.6208   0.4505   0.8024
 AQW  C15  C   CR5   0   0.439   4.0909   0.3468   0.6050
 AQW  C16  C   CR56  0   0.341   6.1532   0.9970   0.2021
 AQW  C17  C   CR16  0  -0.306   7.3535   1.6488  -0.0459
 AQW  C18  C   CR16  0  -0.242   8.4833   0.8619  -0.1817
 AQW  C20  C   CR16  0  -0.301   7.2068  -1.1886   0.1806
 AQW  C21  C   CR56  0   0.136   6.0648  -0.4008   0.3174
 AQW  C22  C   CR16  0  -0.232  -2.2906  -0.7372  -0.1047
 AQW  C23  C   CR6   0  -0.098  -3.6467  -0.7863   0.1662
 AQW  CL1  CL  CL    0  -0.129  -4.1931  -1.7910   1.4724
 AQW  C    C   CH3   0  -0.654  -5.6018   2.8934   1.0271
 AQW  N    N   NH1   0  -0.598   0.4348   0.3096  -0.2720
 AQW  N2   N   N     0  -0.470   4.7681  -0.7716   0.5680
 AQW  C19  C   CR6   0  -0.050   8.3952  -0.5311  -0.0679
 AQW  CL   CL  CL    0  -0.140   9.8513  -1.4652  -0.2504
 AQW  H1   H   HCH2  0   0.244  -6.2989   1.6069   2.6013
 AQW  H2   H   HCH2  0   0.239  -4.8201   1.0639   1.8495
 AQW  H4   H   HCR6  0   0.247  -8.4425   1.0756   1.7505
 AQW  H5   H   HCR6  0   0.254  -9.8552  -0.3044   0.2821
 AQW  H6   H   HCR6  0   0.255  -8.8241  -1.5761  -1.5853
 AQW  H7   H   HCR6  0   0.249  -6.3850  -1.4490  -1.9430
 AQW  H8   H   HCR6  0   0.259  -4.7911   1.2775  -2.2232
 AQW  H9   H   HCR6  0   0.256  -2.3893   1.3734  -2.7394
 AQW  H10  H   HCH2  0   0.246  -0.0471  -0.8876  -1.8864
 AQW  H11  H   HCH2  0   0.222  -0.1656   0.8223  -2.2596
 AQW  H12  H   HCH2  0   0.208   2.2087   0.9836  -1.2513
 AQW  H13  H   HCH2  0   0.235   2.1034  -0.7385  -0.9119
 AQW  H14  H   HCH2  0   0.262   2.3743   1.4272   1.2264
 AQW  H15  H   HCH2  0   0.268   2.3068  -0.3073   1.5209
 AQW  H16  H   HCR6  0   0.277   7.4169   2.7251  -0.1313
 AQW  H17  H   HCR6  0   0.277   9.4400   1.3255  -0.3785
 AQW  H18  H   HCR6  0   0.276   7.1581  -2.2659   0.2634
 AQW  H19  H   HCR6  0   0.269  -1.5941  -1.3052   0.4981
 AQW  H20  H   HCH3  0   0.228  -5.0733   2.8389   0.0746
 AQW  H21  H   HCH3  0   0.225  -6.5618   3.3790   0.8477
 AQW  H22  H   HCH3  0   0.232  -5.0215   3.5314   1.6944
 AQW  H23  H   HNH1  0   0.348   0.1965   1.2203   0.1041
 AQW  H3   H   HNR5  0   0.422   4.5606   2.3956   0.3872

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
 AQW  C5   C4   aromatic  1.387  0.020  1.387
 AQW  C5   C6   aromatic  1.387  0.020  1.387
 AQW  C4   C3   aromatic  1.388  0.020  1.388
 AQW  C6   C7   aromatic  1.393  0.020  1.393
 AQW  C9   C10  aromatic  1.387  0.020  1.387
 AQW  C9   C8   aromatic  1.391  0.020  1.391
 AQW  C3   C2   aromatic  1.393  0.020  1.393
 AQW  C7   C2   aromatic  1.400  0.020  1.400
 AQW  C7   C8   single    1.484  0.020  1.484
 AQW  C10  C11  aromatic  1.389  0.020  1.389
 AQW  C2   C1   single    1.505  0.020  1.505
 AQW  C8   C23  aromatic  1.394  0.020  1.394
 AQW  C    C1   single    1.528  0.020  1.528
 AQW  C11  C12  single    1.505  0.020  1.505
 AQW  C11  C22  aromatic  1.392  0.020  1.392
 AQW  C23  C22  aromatic  1.384  0.020  1.384
 AQW  C23  CL1  single    1.736  0.020  1.736
 AQW  C12  N    single    1.449  0.020  1.449
 AQW  N    C13  single    1.448  0.020  1.448
 AQW  C14  C13  single    1.529  0.020  1.529
 AQW  C14  C15  single    1.487  0.020  1.487
 AQW  C15  N1   aromatic  1.358  0.020  1.358
 AQW  C15  N2   aromatic  1.308  0.020  1.308
 AQW  N1   C16  aromatic  1.367  0.020  1.367
 AQW  N2   C21  aromatic  1.372  0.020  1.372
 AQW  C16  C21  aromatic  1.405  0.020  1.405
 AQW  C16  C17  aromatic  1.388  0.020  1.388
 AQW  C21  C20  aromatic  1.394  0.020  1.394
 AQW  C17  C18  aromatic  1.384  0.020  1.384
 AQW  C20  C19  aromatic  1.381  0.020  1.381
 AQW  C18  C19  aromatic  1.400  0.020  1.400
 AQW  C19  CL   single    1.740  0.020  1.740
 AQW  C1   H1   single    0.970  0.020  1.090
 AQW  C1   H2   single    0.970  0.020  1.090
 AQW  N1   H3   single    0.860  0.020  1.020
 AQW  C3   H4   single    0.930  0.020  1.080
 AQW  C4   H5   single    0.930  0.020  1.080
 AQW  C5   H6   single    0.930  0.020  1.080
 AQW  C6   H7   single    0.930  0.020  1.080
 AQW  C9   H8   single    0.930  0.020  1.080
 AQW  C10  H9   single    0.930  0.020  1.080
 AQW  C12  H10  single    0.970  0.020  1.090
 AQW  C12  H11  single    0.970  0.020  1.090
 AQW  C13  H12  single    0.970  0.020  1.090
 AQW  C13  H13  single    0.970  0.020  1.090
 AQW  C14  H14  single    0.970  0.020  1.090
 AQW  C14  H15  single    0.970  0.020  1.090
 AQW  C17  H16  single    0.930  0.020  1.080
 AQW  C18  H17  single    0.930  0.020  1.080
 AQW  C20  H18  single    0.930  0.020  1.080
 AQW  C22  H19  single    0.930  0.020  1.080
 AQW  C    H20  single    0.970  0.020  1.090
 AQW  C    H21  single    0.970  0.020  1.090
 AQW  C    H22  single    0.970  0.020  1.090
 AQW  N    H23  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
 AQW  H2   C1   H1   106.16  3.000
 AQW  H2   C1   C    109.45  3.000
 AQW  H1   C1   C    109.10  3.000
 AQW  H2   C1   C2   110.80  3.000
 AQW  H1   C1   C2   108.95  3.000
 AQW  C    C1   C2   112.19  3.000
 AQW  H3   N1   C16  126.51  3.000
 AQW  H3   N1   C15  125.86  3.000
 AQW  C16  N1   C15  107.62  3.000
 AQW  C7   C2   C3   118.34  3.000
 AQW  C7   C2   C1   122.05  3.000
 AQW  C3   C2   C1   119.55  3.000
 AQW  H4   C3   C4   119.47  3.000
 AQW  H4   C3   C2   118.96  3.000
 AQW  C4   C3   C2   121.58  3.000
 AQW  H5   C4   C5   120.33  3.000
 AQW  H5   C4   C3   119.91  3.000
 AQW  C5   C4   C3   119.75  3.000
 AQW  H6   C5   C6   120.08  3.000
 AQW  H6   C5   C4   120.52  3.000
 AQW  C6   C5   C4   119.40  3.000
 AQW  H7   C6   C7   119.20  3.000
 AQW  H7   C6   C5   119.83  3.000
 AQW  C7   C6   C5   120.97  3.000
 AQW  C8   C7   C6   118.53  3.000
 AQW  C8   C7   C2   121.50  3.000
 AQW  C6   C7   C2   119.96  3.000
 AQW  C23  C8   C9   117.00  3.000
 AQW  C23  C8   C7   122.65  3.000
 AQW  C9   C8   C7   120.33  3.000
 AQW  H8   C9   C10  119.73  3.000
 AQW  H8   C9   C8   118.78  3.000
 AQW  C10  C9   C8   121.49  3.000
 AQW  H9   C10  C11  119.80  3.000
 AQW  H9   C10  C9   119.55  3.000
 AQW  C11  C10  C9   120.65  3.000
 AQW  C22  C11  C12  120.06  3.000
 AQW  C22  C11  C10  118.68  3.000
 AQW  C12  C11  C10  121.25  3.000
 AQW  H11  C12  H10  106.11  3.000
 AQW  H11  C12  N    113.36  3.000
 AQW  H10  C12  N    107.86  3.000
 AQW  H11  C12  C11  109.12  3.000
 AQW  H10  C12  C11  108.95  3.000
 AQW  N    C12  C11  111.22  3.000
 AQW  H13  C13  H12  106.55  3.000
 AQW  H13  C13  N    108.45  3.000
 AQW  H12  C13  N    113.16  3.000
 AQW  H13  C13  C14  108.98  3.000
 AQW  H12  C13  C14  109.48  3.000
 AQW  N    C13  C14  110.08  3.000
 AQW  H15  C14  H14  107.48  3.000
 AQW  H15  C14  C15  108.88  3.000
 AQW  H14  C14  C15  109.69  3.000
 AQW  H15  C14  C13  109.30  3.000
 AQW  H14  C14  C13  109.81  3.000
 AQW  C15  C14  C13  111.59  3.000
 AQW  N2   C15  C14  125.12  3.000
 AQW  N2   C15  N1   112.57  3.000
 AQW  C14  C15  N1   122.26  3.000
 AQW  C21  C16  C17  122.42  3.000
 AQW  C17  C16  N1   133.13  3.000
 AQW  C21  C16  N1   104.46  3.000
 AQW  H16  C17  C18  120.69  3.000
 AQW  H16  C17  C16  122.14  3.000
 AQW  C18  C17  C16  117.17  3.000
 AQW  H17  C18  C19  119.80  3.000
 AQW  H17  C18  C17  119.77  3.000
 AQW  C19  C18  C17  120.42  3.000
 AQW  H18  C20  C19  121.79  3.000
 AQW  H18  C20  C21  121.23  3.000
 AQW  C19  C20  C21  116.98  3.000
 AQW  N2   C21  C20  129.75  3.000
 AQW  C20  C21  C16  120.17  3.000
 AQW  N2   C21  C16  110.08  3.000
 AQW  H19  C22  C23  120.20  3.000
 AQW  H19  C22  C11  119.86  3.000
 AQW  C23  C22  C11  119.94  3.000
 AQW  CL1  C23  C22  118.44  3.000
 AQW  CL1  C23  C8   119.33  3.000
 AQW  C22  C23  C8   122.23  3.000
 AQW  H22  C    H21  107.97  3.000
 AQW  H22  C    H20  107.80  3.000
 AQW  H21  C    H20  107.76  3.000
 AQW  H22  C    C1   110.73  3.000
 AQW  H21  C    C1   111.03  3.000
 AQW  H20  C    C1   111.40  3.000
 AQW  H23  N    C13  109.28  3.000
 AQW  H23  N    C12  108.82  3.000
 AQW  C13  N    C12  112.97  3.000
 AQW  C21  N2   C15  105.27  3.000
 AQW  CL   C19  C20  118.93  3.000
 AQW  CL   C19  C18  118.22  3.000
 AQW  C20  C19  C18  122.85  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
 AQW  CONST_01  C21  N2   C15  N1      0.00   0.0  0
 AQW  CONST_02  N2   C21  C16  N1      0.00   0.0  0
 AQW  CONST_03  C20  C21  C16  N1    180.00   0.0  0
 AQW  CONST_04  C18  C17  C16  N1    180.00   0.0  0
 AQW  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 AQW  CONST_06  C5   C6   C7   C2      0.00   0.0  0
 AQW  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 AQW  CONST_10  C6   C7   C2   C3      0.00   0.0  0
 AQW  CONST_11  C8   C7   C2   C3    180.00   0.0  0
 AQW  CONST_12  C7   C6   C5   C4      0.00   0.0  0
 AQW  CONST_13  C7   C2   C3   C4      0.00   0.0  0
 AQW  CONST_14  C8   C7   C6   C5    180.00   0.0  0
 AQW  CONST_17  C10  C9   C8   C7    180.00   0.0  0
 AQW  CONST_18  C22  C23  C8   C7    180.00   0.0  0
 AQW  CONST_19  C11  C10  C9   C8      0.00   0.0  0
 AQW  CONST_20  C11  C22  C23  C8      0.00   0.0  0
 AQW  CONST_21  C22  C11  C10  C9      0.00   0.0  0
 AQW  CONST_22  C22  C23  C8   C9      0.00   0.0  0
 AQW  CONST_23  C23  C8   C9   C10     0.00   0.0  0
 AQW  CONST_24  C23  C22  C11  C10     0.00   0.0  0
 AQW  CONST_25  C21  C16  N1   C15     0.00   0.0  0
 AQW  CONST_26  C17  C16  N1   C15   180.00   0.0  0
 AQW  CONST_27  C16  C21  N2   C15     0.00   0.0  0
 AQW  CONST_28  C20  C21  N2   C15   180.00   0.0  0
 AQW  CONST_29  N2   C15  N1   C16     0.00   0.0  0
 AQW  CONST_30  C19  C20  C21  C16     0.00   0.0  0
 AQW  CONST_31  C19  C18  C17  C16     0.00   0.0  0
 AQW  CONST_32  N2   C21  C16  C17   180.00   0.0  0
 AQW  CONST_33  C20  C21  C16  C17     0.00   0.0  0
 AQW  CONST_34  C20  C19  C18  C17     0.00   0.0  0
 AQW  CONST_35  C21  C16  C17  C18     0.00   0.0  0
 AQW  CONST_36  C21  C20  C19  C18     0.00   0.0  0
 AQW  CONST_37  C19  C20  C21  N2    180.00   0.0  0
 AQW  CONST_38  C4   C3   C2   C1    180.00   0.0  0
 AQW  CONST_39  C6   C7   C2   C1    180.00   0.0  0
 AQW  CONST_40  C8   C7   C2   C1      0.00   0.0  0
 AQW  CONST_41  CL1  C23  C8   C7      0.00   0.0  0
 AQW  CONST_42  C12  C11  C10  C9    180.00   0.0  0
 AQW  CONST_43  CL1  C23  C8   C9    180.00   0.0  0
 AQW  CONST_44  CL1  C23  C22  C11   180.00   0.0  0
 AQW  CONST_45  C23  C22  C11  C12   180.00   0.0  0
 AQW  CONST_46  C16  N1   C15  C14   180.00   0.0  0
 AQW  CONST_47  C21  N2   C15  C14   180.00   0.0  0
 AQW  CONST_48  CL   C19  C18  C17   180.00   0.0  0
 AQW  CONST_49  CL   C19  C20  C21   180.00   0.0  0
 AQW  CONST_50  H16  C17  C16  N1      0.00   0.0  0
 AQW  CONST_51  H5   C4   C3   C2    180.00   0.0  0
 AQW  CONST_52  H7   C6   C7   C2    180.00   0.0  0
 AQW  CONST_53  H6   C5   C4   C3    180.00   0.0  0
 AQW  CONST_54  H4   C3   C4   C5    180.00   0.0  0
 AQW  CONST_55  H8   C9   C8   C7      0.00   0.0  0
 AQW  CONST_56  H9   C10  C9   C8    180.00   0.0  0
 AQW  CONST_57  H19  C22  C23  C8    180.00   0.0  0
 AQW  CONST_58  H18  C20  C21  C16   180.00   0.0  0
 AQW  CONST_59  H17  C18  C17  C16   180.00   0.0  0
 AQW  CONST_60  H3   N1   C16  C17     0.00   0.0  0
 AQW  Var_01    C13  C14  C15  N1     94.33  30.0  1
 AQW  Var_02    C    C1   C2   C3    -93.32  30.0  2
 AQW  Var_03    N    C12  C11  C10   132.32  30.0  2
 AQW  Var_04    C13  N    C12  C11   175.42  30.0  3
 AQW  Var_05    N    C13  C14  C15   178.01  30.0  3
 AQW  Var_06    H20  C    C1   C2    -60.89  30.0  3
 AQW  Var_07    C14  C13  N    C12  -177.98  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
 AQW  plan-1  C1   0.020
 AQW  plan-1  C2   0.020
 AQW  plan-1  C3   0.020
 AQW  plan-1  C4   0.020
 AQW  plan-1  C5   0.020
 AQW  plan-1  C6   0.020
 AQW  plan-1  C7   0.020
 AQW  plan-1  C8   0.020
 AQW  plan-1  H4   0.020
 AQW  plan-1  H5   0.020
 AQW  plan-1  H6   0.020
 AQW  plan-1  H7   0.020
 AQW  plan-2  C7   0.020
 AQW  plan-2  C8   0.020
 AQW  plan-2  C9   0.020
 AQW  plan-2  C10  0.020
 AQW  plan-2  C11  0.020
 AQW  plan-2  C12  0.020
 AQW  plan-2  C22  0.020
 AQW  plan-2  C23  0.020
 AQW  plan-2  CL1  0.020
 AQW  plan-2  H8   0.020
 AQW  plan-2  H9   0.020
 AQW  plan-2  H19  0.020
 AQW  plan-3  N1   0.020
 AQW  plan-3  C14  0.020
 AQW  plan-3  C15  0.020
 AQW  plan-3  C16  0.020
 AQW  plan-3  C17  0.020
 AQW  plan-3  C18  0.020
 AQW  plan-3  C20  0.020
 AQW  plan-3  C21  0.020
 AQW  plan-3  N2   0.020
 AQW  plan-3  C19  0.020
 AQW  plan-3  CL   0.020
 AQW  plan-3  H16  0.020
 AQW  plan-3  H17  0.020
 AQW  plan-3  H18  0.020
 AQW  plan-3  H3   0.020

