# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 11:50:21 2022
#   Inital geometry file: a 84 line input string
#   Ligand name: 4-(2-chloranyl-5-methoxy-benzimidazol-1-yl)benzaldehyde
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2n(c(Cl)nc2c1)c3ccc(C=O)cc3
#
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
 UON  UON  4-(2-chloranyl-5-methoxy-benzimidazol-1-yl)benzaldehyde  ligand  31  20  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_UON
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
 UON  C10  C   CR16  0  -0.392  -16.5025  -24.2682  -2.0457
 UON  C11  C   CR6   0   0.385  -15.4060  -23.9208  -2.8552
 UON  C13  C   CH3   0  -0.436  -15.7550  -25.7937  -4.2800
 UON  C14  C   CR16  0  -0.431  -14.6385  -22.7970  -2.5695
 UON  C15  C   CR56  0   0.169  -14.9860  -22.0353  -1.4615
 UON  C17  C   CR5   0   0.367  -15.1118  -20.5785   0.0609
 UON  C03  C   CR6   0  -0.007  -18.9200  -21.2949   3.4415
 UON  C04  C   CR16  0  -0.275  -18.8719  -20.2637   2.5089
 UON  C05  C   CR16  0  -0.247  -17.9565  -20.2996   1.4703
 UON  C06  C   CR6   0   0.291  -17.0774  -21.3695   1.3822
 UON  C08  C   CR56  0   0.324  -16.0772  -22.3986  -0.6618
 UON  C09  C   CR16  0  -0.275  -16.8526  -23.5086  -0.9399
 UON  C19  C   CR16  0  -0.249  -17.1146  -22.4071   2.3090
 UON  C20  C   CR16  0  -0.264  -18.0390  -22.3700   3.3346
 UON  N07  N   NR5   0  -0.622  -16.1436  -21.4282   0.3244
 UON  N16  N   N     0  -0.439  -14.4021  -20.8863  -0.9720
 UON  O12  O   O2    0  -0.473  -15.0312  -24.6296  -3.9412
 UON  CL1  CL  CL    0  -0.056  -14.8065  -19.2483   1.0691
 UON  H1   H   HCR6  0   0.283  -17.1012  -25.1392  -2.2719
 UON  H2   H   HCH3  0   0.258  -15.2793  -26.2046  -5.1673
 UON  H3   H   HCH3  0   0.226  -15.7224  -26.5448  -3.4860
 UON  H4   H   HCH3  0   0.226  -16.8005  -25.5750  -4.5140
 UON  H5   H   HCR6  0   0.265  -13.7979  -22.5247  -3.1950
 UON  H6   H   H     0   0.203  -20.5566  -20.3309   4.5065
 UON  H9   H   HCR6  0   0.281  -19.5592  -19.4300   2.5880
 UON  H10  H   HCR6  0   0.289  -17.9322  -19.5087   0.7326
 UON  H11  H   HCR6  0   0.279  -17.7017  -23.7900  -0.3315
 UON  H12  H   HCR6  0   0.288  -16.4172  -23.2308   2.2282
 UON  H13  H   HCR6  0   0.277  -18.0697  -23.1739   4.0581
 UON  O1   O   O     0  -0.367  -20.0283  -22.0593   5.3972
 UON  C02  C   C1    0   0.121  -19.9100  -21.2258   4.5320

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
 UON  C13  O12  single    1.412  0.020  1.412
 UON  O12  C11  single    1.350  0.020  1.350
 UON  C11  C14  aromatic  1.391  0.020  1.391
 UON  C11  C10  aromatic  1.406  0.020  1.406
 UON  C14  C15  aromatic  1.389  0.020  1.389
 UON  C10  C09  aromatic  1.387  0.020  1.387
 UON  C15  N16  aromatic  1.379  0.020  1.379
 UON  C15  C08  aromatic  1.401  0.020  1.401
 UON  C09  C08  aromatic  1.382  0.020  1.382
 UON  N16  C17  aromatic  1.290  0.020  1.290
 UON  C08  N07  aromatic  1.385  0.020  1.385
 UON  C17  N07  aromatic  1.362  0.020  1.362
 UON  C17  CL1  single    1.697  0.020  1.697
 UON  N07  C06  single    1.412  0.020  1.412
 UON  C05  C06  aromatic  1.388  0.020  1.388
 UON  C05  C04  aromatic  1.385  0.020  1.385
 UON  C06  C19  aromatic  1.392  0.020  1.392
 UON  C04  C03  aromatic  1.391  0.020  1.391
 UON  C19  C20  aromatic  1.381  0.020  1.381
 UON  C03  C20  aromatic  1.394  0.020  1.394
 UON  C03  C02  single    1.474  0.020  1.474
 UON  C10  H1   single    0.930  0.020  1.080
 UON  C13  H2   single    0.970  0.020  1.090
 UON  C13  H3   single    0.970  0.020  1.090
 UON  C13  H4   single    0.970  0.020  1.090
 UON  C14  H5   single    0.930  0.020  1.080
 UON  C02  H6   single    0.930  0.020  1.080
 UON  C04  H9   single    0.930  0.020  1.080
 UON  C05  H10  single    0.930  0.020  1.080
 UON  C09  H11  single    0.930  0.020  1.080
 UON  C19  H12  single    0.930  0.020  1.080
 UON  C20  H13  single    0.930  0.020  1.080
 UON  C02  O1   double    1.207  0.020  1.207

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
 UON  H1   C10  C09  117.94  3.000
 UON  H1   C10  C11  120.69  3.000
 UON  C09  C10  C11  121.37  3.000
 UON  O12  C11  C14  115.87  3.000
 UON  C14  C11  C10  120.78  3.000
 UON  O12  C11  C10  123.35  3.000
 UON  H4   C13  H3   108.74  3.000
 UON  H4   C13  H2   108.62  3.000
 UON  H3   C13  H2   108.66  3.000
 UON  H4   C13  O12  112.12  3.000
 UON  H3   C13  O12  112.14  3.000
 UON  H2   C13  O12  106.44  3.000
 UON  H5   C14  C15  121.16  3.000
 UON  H5   C14  C11  120.87  3.000
 UON  C15  C14  C11  117.97  3.000
 UON  N16  C15  C08  110.08  3.000
 UON  C08  C15  C14  120.54  3.000
 UON  N16  C15  C14  129.37  3.000
 UON  CL1  C17  N16  124.31  3.000
 UON  CL1  C17  N07  120.68  3.000
 UON  N16  C17  N07  115.00  3.000
 UON  C20  C03  C04  119.89  3.000
 UON  C20  C03  C02  121.15  3.000
 UON  C04  C03  C02  118.96  3.000
 UON  H9   C04  C05  119.61  3.000
 UON  H9   C04  C03  119.97  3.000
 UON  C05  C04  C03  120.43  3.000
 UON  H10  C05  C06  120.41  3.000
 UON  H10  C05  C04  120.49  3.000
 UON  C06  C05  C04  119.10  3.000
 UON  N07  C06  C19  119.05  3.000
 UON  C19  C06  C05  121.04  3.000
 UON  N07  C06  C05  119.90  3.000
 UON  N07  C08  C09  132.76  3.000
 UON  N07  C08  C15  105.19  3.000
 UON  C09  C08  C15  122.03  3.000
 UON  H11  C09  C08  122.41  3.000
 UON  H11  C09  C10  120.28  3.000
 UON  C08  C09  C10  117.31  3.000
 UON  H12  C19  C20  120.47  3.000
 UON  H12  C19  C06  120.03  3.000
 UON  C20  C19  C06  119.49  3.000
 UON  H13  C20  C19  119.71  3.000
 UON  H13  C20  C03  120.25  3.000
 UON  C19  C20  C03  120.04  3.000
 UON  C08  N07  C06  126.44  3.000
 UON  C06  N07  C17  128.30  3.000
 UON  C08  N07  C17  105.24  3.000
 UON  C17  N16  C15  104.48  3.000
 UON  C13  O12  C11  118.92  3.000
 UON  O1   C02  H6   121.24  3.000
 UON  O1   C02  C03  124.30  3.000
 UON  H6   C02  C03  114.46  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
 UON  CONST_01  C15  C14  C11  C10     0.00   0.0  0
 UON  CONST_02  C15  C08  C09  C10     0.00   0.0  0
 UON  CONST_03  N07  C08  C09  C10   180.00   0.0  0
 UON  CONST_04  N16  C15  C14  C11   180.00   0.0  0
 UON  CONST_05  C08  C15  C14  C11     0.00   0.0  0
 UON  CONST_06  C08  C09  C10  C11     0.00   0.0  0
 UON  CONST_07  C09  C10  C11  C14     0.00   0.0  0
 UON  CONST_08  C17  N16  C15  C14   180.00   0.0  0
 UON  CONST_09  C09  C08  C15  C14     0.00   0.0  0
 UON  CONST_10  N07  C08  C15  C14   180.00   0.0  0
 UON  CONST_11  N07  C17  N16  C15     0.00   0.0  0
 UON  CONST_12  C17  N07  C08  C15     0.00   0.0  0
 UON  CONST_13  C06  N07  C08  C15   180.00   0.0  0
 UON  CONST_14  C08  C15  N16  C17     0.00   0.0  0
 UON  CONST_15  C09  C08  N07  C17   180.00   0.0  0
 UON  CONST_18  C06  C05  C04  C03     0.00   0.0  0
 UON  CONST_19  C06  C19  C20  C03     0.00   0.0  0
 UON  CONST_20  N07  C06  C05  C04   180.00   0.0  0
 UON  CONST_21  C19  C06  C05  C04     0.00   0.0  0
 UON  CONST_22  C19  C20  C03  C04     0.00   0.0  0
 UON  CONST_24  C20  C19  C06  C05     0.00   0.0  0
 UON  CONST_25  C20  C03  C04  C05     0.00   0.0  0
 UON  CONST_26  C09  C08  N07  C06     0.00   0.0  0
 UON  CONST_27  N16  C17  N07  C06   180.00   0.0  0
 UON  CONST_28  N16  C17  N07  C08     0.00   0.0  0
 UON  CONST_30  N16  C15  C08  C09   180.00   0.0  0
 UON  CONST_31  N07  C06  C19  C20   180.00   0.0  0
 UON  CONST_32  N16  C15  C08  N07     0.00   0.0  0
 UON  CONST_33  O12  C11  C14  C15   180.00   0.0  0
 UON  CONST_34  CL1  C17  N16  C15   180.00   0.0  0
 UON  CONST_35  C05  C04  C03  C02   180.00   0.0  0
 UON  CONST_36  C19  C20  C03  C02   180.00   0.0  0
 UON  CONST_37  CL1  C17  N07  C06     0.00   0.0  0
 UON  CONST_38  CL1  C17  N07  C08   180.00   0.0  0
 UON  CONST_39  O12  C11  C10  C09   180.00   0.0  0
 UON  CONST_40  H5   C14  C11  C10   180.00   0.0  0
 UON  CONST_41  H11  C09  C10  C11   180.00   0.0  0
 UON  CONST_42  H1   C10  C11  C14   180.00   0.0  0
 UON  CONST_43  H10  C05  C04  C03   180.00   0.0  0
 UON  CONST_44  H12  C19  C20  C03   180.00   0.0  0
 UON  CONST_45  H13  C20  C03  C04   180.00   0.0  0
 UON  CONST_46  H9   C04  C05  C06   180.00   0.0  0
 UON  Var_01    C14  C11  O12  C13   179.14  30.0  2
 UON  Var_02    O1   C02  C03  C04  -179.36  30.0  2
 UON  Var_03    H2   C13  O12  C11  -179.35  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
 UON  plan-1  C03  0.020
 UON  plan-1  C04  0.020
 UON  plan-1  C05  0.020
 UON  plan-1  C06  0.020
 UON  plan-1  C19  0.020
 UON  plan-1  C20  0.020
 UON  plan-1  N07  0.020
 UON  plan-1  H9   0.020
 UON  plan-1  H10  0.020
 UON  plan-1  H12  0.020
 UON  plan-1  H13  0.020
 UON  plan-1  C02  0.020
 UON  plan-2  C10  0.020
 UON  plan-2  C11  0.020
 UON  plan-2  C14  0.020
 UON  plan-2  C15  0.020
 UON  plan-2  C17  0.020
 UON  plan-2  C06  0.020
 UON  plan-2  C08  0.020
 UON  plan-2  C09  0.020
 UON  plan-2  N07  0.020
 UON  plan-2  N16  0.020
 UON  plan-2  O12  0.020
 UON  plan-2  CL1  0.020
 UON  plan-2  H1   0.020
 UON  plan-2  H5   0.020
 UON  plan-2  H11  0.020
 UON  plan-3  C03  0.020
 UON  plan-3  H6   0.020
 UON  plan-3  O1   0.020
 UON  plan-3  C02  0.020

