# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 16:18:41 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: 4-amino-N-(4-chlorobenzyl)-1,2,5-oxadiazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nonc1C(=O)NCc2ccc(Cl)cc2
#
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
 4FM  4FM  4-amino-N-(4-chlorobenzyl)-1,2,5-oxadiazole-3-carboxamide  ligand  26  17  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4FM
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
 4FM  C5  C   CR16  0  -0.298  -1.5382  -0.8050  -0.9288
 4FM  C9  C   CR16  0  -0.308  -2.5098  -0.5233   1.2412
 4FM  C6  C   CR16  0  -0.197  -2.6302  -0.1801  -1.5089
 4FM  C8  C   CR16  0  -0.197  -3.6122   0.1059   0.6779
 4FM  C4  C   CR6   0   0.139  -1.4635  -0.9834   0.4510
 4FM  C7  C   CR6   0  -0.051  -3.6598   0.2718  -0.6958
 4FM  C1  C   CR5   0   0.048   2.9438   0.1858   0.3017
 4FM  C   C   CR5   0   0.378   4.1358   0.3109  -0.4864
 4FM  C2  C   C     0   0.581   1.8626  -0.8180   0.1553
 4FM  C3  C   CH2   0  -0.400  -0.2590  -1.6387   1.0779
 4FM  N2  N   N     0  -0.105   2.9445   1.1361   1.1775
 4FM  N1  N   N     0  -0.188   4.7918   1.3439  -0.0353
 4FM  N   N   NH2   0  -0.841   4.5630  -0.4955  -1.4757
 4FM  N3  N   NH1   0  -0.625   0.9006  -0.7694   1.0804
 4FM  O1  O   O     0  -0.478   1.9099  -1.6162  -0.7707
 4FM  O   O   O     0  -0.209   4.0464   1.8378   0.9898
 4FM  CL  CL  CL    0  -0.129  -5.0299   1.0544  -1.4147
 4FM  H5  H   HCR6  0   0.264  -0.7378  -1.1620  -1.5651
 4FM  H8  H   HCR6  0   0.266  -2.4725  -0.6536   2.3160
 4FM  H6  H   HCR6  0   0.281  -2.6793  -0.0506  -2.5816
 4FM  H7  H   HCR6  0   0.281  -4.4159   0.4667   1.3054
 4FM  H4  H   HCH2  0   0.284  -0.4753  -1.9082   2.1113
 4FM  H3  H   HCH2  0   0.278  -0.0027  -2.5575   0.5528
 4FM  H1  H   HNH2  0   0.407   3.8736  -1.0865  -1.9081
 4FM  H   H   HNH2  0   0.403   5.2803  -0.1420  -2.0870
 4FM  H2  H   HNH1  0   0.417   0.9371  -0.0455   1.7818

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
 4FM  CL  C7  single    1.734  0.020  1.734
 4FM  C7  C8  aromatic  1.384  0.020  1.384
 4FM  C7  C6  aromatic  1.388  0.020  1.388
 4FM  C8  C9  aromatic  1.389  0.020  1.389
 4FM  C6  C5  aromatic  1.385  0.020  1.385
 4FM  C9  C4  aromatic  1.390  0.020  1.390
 4FM  C5  C4  aromatic  1.393  0.020  1.393
 4FM  C4  C3  single    1.508  0.020  1.508
 4FM  C3  N3  single    1.449  0.020  1.449
 4FM  N3  C2  single    1.335  0.020  1.335
 4FM  N2  C1  aromatic  1.292  0.020  1.292
 4FM  N2  O   aromatic  1.320  0.020  1.320
 4FM  C2  C1  single    1.483  0.020  1.483
 4FM  C2  O1  double    1.224  0.020  1.224
 4FM  C1  C   aromatic  1.434  0.020  1.434
 4FM  O   N1  aromatic  1.360  0.020  1.360
 4FM  C   N1  aromatic  1.304  0.020  1.304
 4FM  C   N   single    1.346  0.020  1.346
 4FM  C5  H5  single    0.930  0.020  1.080
 4FM  C9  H8  single    0.930  0.020  1.080
 4FM  C6  H6  single    0.930  0.020  1.080
 4FM  C8  H7  single    0.930  0.020  1.080
 4FM  C3  H4  single    0.970  0.020  1.090
 4FM  C3  H3  single    0.970  0.020  1.090
 4FM  N   H1  single    0.890  0.020  1.040
 4FM  N   H   single    0.860  0.020  1.020
 4FM  N3  H2  single    0.860  0.020  1.020

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
 4FM  H5  C5  C4  120.00  3.000
 4FM  H5  C5  C6  119.03  3.000
 4FM  C4  C5  C6  120.97  3.000
 4FM  H8  C9  C4  119.89  3.000
 4FM  H8  C9  C8  118.97  3.000
 4FM  C4  C9  C8  121.14  3.000
 4FM  H6  C6  C7  120.56  3.000
 4FM  H6  C6  C5  120.34  3.000
 4FM  C7  C6  C5  119.10  3.000
 4FM  H7  C8  C7  120.67  3.000
 4FM  H7  C8  C9  120.38  3.000
 4FM  C7  C8  C9  118.95  3.000
 4FM  C3  C4  C9  120.60  3.000
 4FM  C3  C4  C5  120.68  3.000
 4FM  C9  C4  C5  118.71  3.000
 4FM  CL  C7  C8  119.51  3.000
 4FM  C8  C7  C6  121.12  3.000
 4FM  CL  C7  C6  119.36  3.000
 4FM  N2  C1  C2  124.41  3.000
 4FM  C2  C1  C   127.65  3.000
 4FM  N2  C1  C   107.93  3.000
 4FM  N   C   N1  124.69  3.000
 4FM  N   C   C1  127.98  3.000
 4FM  N1  C   C1  107.28  3.000
 4FM  O1  C2  N3  125.16  3.000
 4FM  O1  C2  C1  119.22  3.000
 4FM  N3  C2  C1  115.61  3.000
 4FM  H3  C3  H4  107.18  3.000
 4FM  H3  C3  N3  108.58  3.000
 4FM  H4  C3  N3  107.79  3.000
 4FM  H3  C3  C4  110.75  3.000
 4FM  H4  C3  C4  110.07  3.000
 4FM  N3  C3  C4  112.28  3.000
 4FM  O   N2  C1  107.16  3.000
 4FM  O   N1  C   105.82  3.000
 4FM  H   N   H1  115.72  3.000
 4FM  H   N   C   117.52  3.000
 4FM  H1  N   C   116.77  3.000
 4FM  H2  N3  C3  117.43  3.000
 4FM  H2  N3  C2  118.80  3.000
 4FM  C3  N3  C2  123.60  3.000
 4FM  N1  O   N2  111.82  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
 4FM  CONST_01  C8  C7  C6  C5    0.00   0.0  0
 4FM  CONST_02  C8  C9  C4  C5    0.00   0.0  0
 4FM  CONST_03  C6  C7  C8  C9    0.00   0.0  0
 4FM  CONST_04  C6  C5  C4  C9    0.00   0.0  0
 4FM  CONST_05  C7  C8  C9  C4    0.00   0.0  0
 4FM  CONST_06  C7  C6  C5  C4    0.00   0.0  0
 4FM  CONST_07  N1  O   N2  C1    0.00   0.0  0
 4FM  CONST_08  O   N1  C   C1    0.00   0.0  0
 4FM  CONST_09  O   N2  C1  C     0.00   0.0  0
 4FM  CONST_10  N2  O   N1  C     0.00   0.0  0
 4FM  CONST_11  N1  C   C1  N2    0.00   0.0  0
 4FM  CONST_12  CL  C7  C6  C5  180.00   0.0  0
 4FM  CONST_13  CL  C7  C8  C9  180.00   0.0  0
 4FM  CONST_14  C3  C4  C5  C6  180.00   0.0  0
 4FM  CONST_15  C3  C4  C9  C8  180.00   0.0  0
 4FM  CONST_16  O   N2  C1  C2  180.00   0.0  0
 4FM  CONST_17  N1  C   C1  C2  180.00   0.0  0
 4FM  CONST_18  N   C   C1  N2  180.00   0.0  0
 4FM  CONST_19  O   N1  C   N   180.00   0.0  0
 4FM  CONST_20  H8  C9  C4  C5  180.00   0.0  0
 4FM  CONST_21  H5  C5  C4  C9  180.00   0.0  0
 4FM  CONST_22  H7  C8  C7  C6  180.00   0.0  0
 4FM  CONST_23  H6  C6  C7  C8  180.00   0.0  0
 4FM  CONST_26  C3  N3  C2  C1  180.00   0.0  0
 4FM  CONST_27  H2  N3  C2  C1    0.00   0.0  0
 4FM  CONST_28  O1  C2  N3  C3    0.00   0.0  0
 4FM  Var_01    N3  C3  C4  C5   73.53  30.0  2
 4FM  Var_02    N3  C2  C1  C   175.66  30.0  2
 4FM  Var_03    C2  N3  C3  C4  -96.96  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
 4FM  plan-1  C1  0.020
 4FM  plan-1  C   0.020
 4FM  plan-1  C2  0.020
 4FM  plan-1  N2  0.020
 4FM  plan-1  N1  0.020
 4FM  plan-1  N   0.020
 4FM  plan-1  O   0.020
 4FM  plan-2  C5  0.020
 4FM  plan-2  C9  0.020
 4FM  plan-2  C6  0.020
 4FM  plan-2  C8  0.020
 4FM  plan-2  C4  0.020
 4FM  plan-2  C7  0.020
 4FM  plan-2  C3  0.020
 4FM  plan-2  CL  0.020
 4FM  plan-2  H5  0.020
 4FM  plan-2  H8  0.020
 4FM  plan-2  H6  0.020
 4FM  plan-2  H7  0.020
 4FM  plan-3  C1  0.020
 4FM  plan-3  C2  0.020
 4FM  plan-3  C3  0.020
 4FM  plan-3  N3  0.020
 4FM  plan-3  O1  0.020
 4FM  plan-3  H2  0.020
 4FM  plan-4  C   0.020
 4FM  plan-4  N   0.020
 4FM  plan-4  H1  0.020
 4FM  plan-4  H   0.020

