# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 23:12:21 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: 4-azanyl-~{N}-(3-chloranyl-4-fluoranyl-phenyl)-~{N}'-oxidanyl-1,2,5-oxadiazole-3-carboximidamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nonc1C(/Nc2ccc(F)c(Cl)c2)=N\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
 IUU  IUU  4-azanyl-~{N}-(3-chloranyl-4-fluoranyl-phenyl)-~{N}'-oxidanyl-1,2,5-oxadiazole-3-carboximidamide  ligand  25  18  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_IUU
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
 IUU  FAR  F   F     0  -0.299  -4.8648  -1.2366  -0.0400
 IUU  CAL  C   CR6   0   0.583  -3.5410  -1.0842  -0.1496
 IUU  CAM  C   CR6   0  -0.213  -2.9659   0.1389   0.1303
 IUU  CL   CL  CL    0  -0.091  -3.9730   1.4516   0.6147
 IUU  CAK  C   CR16  0  -0.401  -2.7508  -2.1462  -0.5449
 IUU  CAJ  C   CR16  0  -0.337  -1.3855  -1.9756  -0.6543
 IUU  CAI  C   CR6   0   0.372  -0.7866  -0.7414  -0.3721
 IUU  CAN  C   CR16  0  -0.280  -1.5952   0.3262   0.0186
 IUU  NAH  N   NH1   0  -0.769   0.5949  -0.6758  -0.4873
 IUU  CAG  C   C     0   0.419   1.4434   0.3954  -0.3528
 IUU  NAO  N   N     0  -0.183   1.0091   1.5812  -0.1771
 IUU  OAP  O   OH1   0  -0.552   2.0034   2.5039  -0.0064
 IUU  CAA  C   CR5   0   0.109   2.8648   0.0068  -0.3883
 IUU  CAB  C   CR5   0   0.343   3.5162  -1.0247   0.3671
 IUU  NAF  N   NH2   0  -0.839   2.9477  -1.8909   1.2380
 IUU  NAC  N   N     0  -0.175   4.7687  -1.0322   0.0169
 IUU  OAD  O   O     0  -0.215   4.8955  -0.0606  -0.9225
 IUU  NAE  N   N     0  -0.086   3.7481   0.5610  -1.1510
 IUU  H1   H   HCR6  0   0.294  -3.2019  -3.1041  -0.7674
 IUU  H2   H   HCR6  0   0.286  -0.7753  -2.8159  -0.9611
 IUU  H3   H   HCR6  0   0.314  -1.1758   1.2955   0.2317
 IUU  H4   H   HNH1  0   0.427   1.0243  -1.5183  -0.8370
 IUU  H5   H   HOH1  0   0.480   1.5247   3.3258   0.1428
 IUU  H6   H   HNH2  0   0.406   2.1452  -1.5580   1.7477
 IUU  H7   H   HNH2  0   0.406   3.5831  -2.4246   1.8106

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
 IUU  OAD  NAC  aromatic  1.357  0.020  1.357
 IUU  OAD  NAE  aromatic  1.325  0.020  1.325
 IUU  NAC  CAB  aromatic  1.301  0.020  1.301
 IUU  NAE  CAA  aromatic  1.292  0.020  1.292
 IUU  CAB  CAA  aromatic  1.435  0.020  1.435
 IUU  CAB  NAF  single    1.354  0.020  1.354
 IUU  CAA  CAG  single    1.474  0.020  1.474
 IUU  OAP  NAO  single    1.367  0.020  1.367
 IUU  CAG  NAO  double    1.275  0.020  1.275
 IUU  CAG  NAH  single    1.373  0.020  1.373
 IUU  NAH  CAI  single    1.388  0.020  1.388
 IUU  CAI  CAJ  aromatic  1.401  0.020  1.401
 IUU  CAI  CAN  aromatic  1.395  0.020  1.395
 IUU  CAJ  CAK  aromatic  1.380  0.020  1.380
 IUU  CAN  CAM  aromatic  1.388  0.020  1.388
 IUU  CAK  CAL  aromatic  1.381  0.020  1.381
 IUU  CAM  CAL  aromatic  1.380  0.020  1.380
 IUU  CAM  CL   single    1.724  0.020  1.724
 IUU  CAL  FAR  single    1.337  0.020  1.337
 IUU  CAK  H1   single    0.930  0.020  1.080
 IUU  CAJ  H2   single    0.930  0.020  1.080
 IUU  CAN  H3   single    0.930  0.020  1.080
 IUU  NAH  H4   single    0.860  0.020  1.020
 IUU  OAP  H5   single    0.850  0.020  0.980
 IUU  NAF  H6   single    0.890  0.020  1.040
 IUU  NAF  H7   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
 IUU  CAK  CAL  CAM  120.06  3.000
 IUU  CAM  CAL  FAR  119.80  3.000
 IUU  CAK  CAL  FAR  120.14  3.000
 IUU  CAN  CAM  CL   119.79  3.000
 IUU  CL   CAM  CAL  119.23  3.000
 IUU  CAN  CAM  CAL  120.98  3.000
 IUU  H1   CAK  CAJ  120.37  3.000
 IUU  H1   CAK  CAL  120.06  3.000
 IUU  CAJ  CAK  CAL  119.57  3.000
 IUU  H2   CAJ  CAI  120.00  3.000
 IUU  H2   CAJ  CAK  118.94  3.000
 IUU  CAI  CAJ  CAK  121.06  3.000
 IUU  NAH  CAI  CAN  124.33  3.000
 IUU  CAN  CAI  CAJ  118.88  3.000
 IUU  NAH  CAI  CAJ  116.78  3.000
 IUU  H3   CAN  CAI  121.21  3.000
 IUU  H3   CAN  CAM  119.34  3.000
 IUU  CAI  CAN  CAM  119.45  3.000
 IUU  H4   NAH  CAG  115.01  3.000
 IUU  H4   NAH  CAI  114.41  3.000
 IUU  CAG  NAH  CAI  130.08  3.000
 IUU  CAA  CAG  NAO  125.24  3.000
 IUU  NAO  CAG  NAH  121.91  3.000
 IUU  CAA  CAG  NAH  112.82  3.000
 IUU  OAP  NAO  CAG  113.40  3.000
 IUU  H5   OAP  NAO  103.52  3.000
 IUU  NAE  CAA  CAB  107.98  3.000
 IUU  CAB  CAA  CAG  127.93  3.000
 IUU  NAE  CAA  CAG  124.09  3.000
 IUU  NAC  CAB  NAF  125.03  3.000
 IUU  NAF  CAB  CAA  127.46  3.000
 IUU  NAC  CAB  CAA  107.44  3.000
 IUU  H7   NAF  H6   112.94  3.000
 IUU  H7   NAF  CAB  116.08  3.000
 IUU  H6   NAF  CAB  116.65  3.000
 IUU  OAD  NAC  CAB  105.79  3.000
 IUU  NAE  OAD  NAC  111.98  3.000
 IUU  OAD  NAE  CAA  106.81  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
 IUU  CONST_01  CAI  CAJ  CAK  CAL    0.00   0.0  0
 IUU  CONST_02  CAI  CAN  CAM  CAL    0.00   0.0  0
 IUU  CONST_03  CAJ  CAI  CAN  CAM    0.00   0.0  0
 IUU  CONST_04  CAJ  CAK  CAL  CAM    0.00   0.0  0
 IUU  CONST_05  CAN  CAI  CAJ  CAK    0.00   0.0  0
 IUU  CONST_06  CAN  CAM  CAL  CAK    0.00   0.0  0
 IUU  CONST_07  NAC  OAD  NAE  CAA    0.00   0.0  0
 IUU  CONST_08  OAD  NAC  CAB  CAA    0.00   0.0  0
 IUU  CONST_09  NAE  OAD  NAC  CAB    0.00   0.0  0
 IUU  CONST_10  OAD  NAE  CAA  CAB    0.00   0.0  0
 IUU  CONST_11  NAE  CAA  CAB  NAC    0.00   0.0  0
 IUU  CONST_12  CAJ  CAK  CAL  FAR  180.00   0.0  0
 IUU  CONST_13  CAN  CAM  CAL  FAR  180.00   0.0  0
 IUU  CONST_14  NAH  CAI  CAN  CAM  180.00   0.0  0
 IUU  CONST_15  CAI  CAN  CAM  CL   180.00   0.0  0
 IUU  CONST_16  CAK  CAL  CAM  CL   180.00   0.0  0
 IUU  CONST_17  NAH  CAI  CAJ  CAK  180.00   0.0  0
 IUU  CONST_18  OAD  NAE  CAA  CAG  180.00   0.0  0
 IUU  CONST_19  NAC  CAB  CAA  CAG  180.00   0.0  0
 IUU  CONST_20  OAD  NAC  CAB  NAF  180.00   0.0  0
 IUU  CONST_21  NAE  CAA  CAB  NAF  180.00   0.0  0
 IUU  CONST_22  H2   CAJ  CAK  CAL  180.00   0.0  0
 IUU  CONST_23  H3   CAN  CAM  CAL  180.00   0.0  0
 IUU  CONST_24  H1   CAK  CAL  CAM  180.00   0.0  0
 IUU  CONST_25  CAG  NAH  CAI  CAJ  180.00   0.0  0
 IUU  CONST_26  CAA  CAG  NAH  CAI  180.00   0.0  0
 IUU  CONST_27  CAG  NAH  CAI  CAN    0.00   0.0  0
 IUU  CONST_28  H4   NAH  CAI  CAJ    0.00   0.0  0
 IUU  CONST_30  H7   NAF  CAB  CAA  180.00   0.0  0
 IUU  CONST_31  NAO  CAG  NAH  CAI    0.00   0.0  0
 IUU  CONST_32  CAA  CAG  NAO  OAP    0.00   0.0  0
 IUU  CONST_33  OAP  NAO  CAG  NAH  180.00   0.0  0
 IUU  Var_01    NAE  CAA  CAG  NAH  129.14  30.0  2

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
 IUU  plan-1  CAG  0.020
 IUU  plan-1  CAA  0.020
 IUU  plan-1  CAB  0.020
 IUU  plan-1  NAF  0.020
 IUU  plan-1  NAC  0.020
 IUU  plan-1  OAD  0.020
 IUU  plan-1  NAE  0.020
 IUU  plan-2  FAR  0.020
 IUU  plan-2  CAL  0.020
 IUU  plan-2  CAM  0.020
 IUU  plan-2  CL   0.020
 IUU  plan-2  CAK  0.020
 IUU  plan-2  CAJ  0.020
 IUU  plan-2  CAI  0.020
 IUU  plan-2  CAN  0.020
 IUU  plan-2  NAH  0.020
 IUU  plan-2  H1   0.020
 IUU  plan-2  H2   0.020
 IUU  plan-2  H3   0.020
 IUU  plan-3  CAI  0.020
 IUU  plan-3  NAH  0.020
 IUU  plan-3  CAG  0.020
 IUU  plan-3  NAO  0.020
 IUU  plan-3  OAP  0.020
 IUU  plan-3  CAA  0.020
 IUU  plan-3  H4   0.020
 IUU  plan-4  CAB  0.020
 IUU  plan-4  NAF  0.020
 IUU  plan-4  H6   0.020
 IUU  plan-4  H7   0.020

