# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 11:31:08 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: 2,5-dihydro-1~{H}-isothiochromeno[4,3-c]pyrazol-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1NNC2=C1SCc3ccccc23
#
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
 8N5  8N5  2,5-dihydro-1~{H}-isothiochromeno[4,3-c]pyrazol-3-one  ligand  22  14  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8N5
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
 8N5  C4  C  CR6   0   0.074  -1.5259  -0.7289   0.2372
 8N5  C5  C  CR16  0  -0.292  -2.8965  -0.9219   0.1327
 8N5  C6  C  CH2   0  -0.656  -0.6248  -1.8673   0.6340
 8N5  N1  N  NR15  0  -0.501   2.4265   1.6248   0.2516
 8N5  C7  C  CR5   0  -0.509   1.3372  -0.2800  -0.0909
 8N5  C8  C  CR5   0   0.477   0.4336   0.7233   0.0669
 8N5  C9  C  CR5   0   0.544   2.6613   0.2990  -0.0297
 8N5  O   O  O     0  -0.500   3.7634  -0.2079  -0.1937
 8N5  N   N  NR15  0  -0.515   1.0826   1.9204   0.1838
 8N5  C3  C  CR6   0   0.091  -1.0074   0.5612   0.0393
 8N5  C2  C  CR16  0  -0.285  -1.8623   1.6232  -0.2476
 8N5  C1  C  CR16  0  -0.254  -3.2299   1.4159  -0.3309
 8N5  S   S  S2    0   0.061   0.8950  -1.9413  -0.3633
 8N5  C   C  CR16  0  -0.241  -3.7465   0.1413  -0.1450
 8N5  H1  H  HCR6  0   0.263  -3.3075  -1.9127   0.2818
 8N5  H2  H  HCH2  0   0.298  -0.3392  -1.7777   1.6850
 8N5  H3  H  HCH2  0   0.303  -1.1294  -2.8240   0.5047
 8N5  H4  H  HNR5  0   0.424   3.0716   2.3621   0.0062
 8N5  H6  H  HCR6  0   0.264  -1.4575   2.6115  -0.4266
 8N5  H7  H  HCR6  0   0.266  -3.8881   2.2453  -0.5521
 8N5  H8  H  HCR6  0   0.266  -4.8128  -0.0282  -0.2165
 8N5  H5  H  HNR5  0   0.420   0.7689   2.5816   0.8846

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
 8N5  S   C6  single    1.819  0.020  1.819
 8N5  S   C7  single    1.741  0.020  1.741
 8N5  C6  C4  single    1.505  0.020  1.505
 8N5  O   C9  double    1.224  0.020  1.224
 8N5  C7  C9  single    1.446  0.020  1.446
 8N5  C7  C8  double    1.359  0.020  1.359
 8N5  C9  N1  single    1.376  0.020  1.376
 8N5  C4  C5  aromatic  1.388  0.020  1.388
 8N5  C4  C3  aromatic  1.404  0.020  1.404
 8N5  C5  C   aromatic  1.389  0.020  1.389
 8N5  C8  C3  single    1.450  0.020  1.450
 8N5  C8  N   single    1.367  0.020  1.367
 8N5  N1  N   single    1.378  0.020  1.378
 8N5  C3  C2  aromatic  1.393  0.020  1.393
 8N5  C   C1  aromatic  1.388  0.020  1.388
 8N5  C2  C1  aromatic  1.386  0.020  1.386
 8N5  C5  H1  single    0.930  0.020  1.080
 8N5  C6  H2  single    0.970  0.020  1.090
 8N5  C6  H3  single    0.970  0.020  1.090
 8N5  N1  H4  single    0.890  0.020  1.040
 8N5  C2  H6  single    0.930  0.020  1.080
 8N5  C1  H7  single    0.930  0.020  1.080
 8N5  C   H8  single    0.930  0.020  1.080
 8N5  N   H5  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
 8N5  C3  C4  C6  120.72  3.000
 8N5  C3  C4  C5  118.79  3.000
 8N5  C6  C4  C5  120.39  3.000
 8N5  H1  C5  C   119.70  3.000
 8N5  H1  C5  C4  119.45  3.000
 8N5  C   C5  C4  120.85  3.000
 8N5  H3  C6  H2  107.89  3.000
 8N5  H3  C6  S   106.63  3.000
 8N5  H2  C6  S   108.19  3.000
 8N5  H3  C6  C4  110.83  3.000
 8N5  H2  C6  C4  110.37  3.000
 8N5  S   C6  C4  112.73  3.000
 8N5  H4  N1  N   117.04  3.000
 8N5  H4  N1  C9  123.02  3.000
 8N5  N   N1  C9  111.30  3.000
 8N5  S   C7  C9  128.41  3.000
 8N5  C9  C7  C8  107.95  3.000
 8N5  S   C7  C8  123.62  3.000
 8N5  C3  C8  N   124.84  3.000
 8N5  N   C8  C7  109.92  3.000
 8N5  C3  C8  C7  125.15  3.000
 8N5  O   C9  C7  130.75  3.000
 8N5  C7  C9  N1  103.78  3.000
 8N5  O   C9  N1  125.46  3.000
 8N5  H5  N   C8  118.93  3.000
 8N5  H5  N   N1  114.07  3.000
 8N5  C8  N   N1  106.23  3.000
 8N5  C2  C3  C8  121.89  3.000
 8N5  C2  C3  C4  120.18  3.000
 8N5  C8  C3  C4  117.83  3.000
 8N5  H6  C2  C1  119.71  3.000
 8N5  H6  C2  C3  120.02  3.000
 8N5  C1  C2  C3  120.26  3.000
 8N5  H7  C1  C   120.34  3.000
 8N5  H7  C1  C2  119.87  3.000
 8N5  C   C1  C2  119.79  3.000
 8N5  C7  S   C6   95.03  3.000
 8N5  H8  C   C1  120.12  3.000
 8N5  H8  C   C5  119.75  3.000
 8N5  C1  C   C5  120.12  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
 8N5  CONST_01  C1  C   C5  C4    0.00   0.0  0
 8N5  CONST_02  C1  C2  C3  C4    0.00   0.0  0
 8N5  CONST_03  C2  C3  C4  C5    0.00   0.0  0
 8N5  CONST_04  C2  C1  C   C5    0.00   0.0  0
 8N5  CONST_05  C   C5  C4  C3    0.00   0.0  0
 8N5  CONST_06  C   C1  C2  C3    0.00   0.0  0
 8N5  CONST_07  N   N1  C9  C7    0.00   0.0  0
 8N5  CONST_08  N   N1  C9  O   180.00   0.0  0
 8N5  CONST_09  H8  C   C5  C4  180.00   0.0  0
 8N5  CONST_10  H6  C2  C3  C4  180.00   0.0  0
 8N5  CONST_11  H7  C1  C   C5  180.00   0.0  0
 8N5  CONST_12  H1  C5  C4  C6    0.00   0.0  0
 8N5  Var_01    C7  C8  C3  C4   18.69  30.0  1
 8N5  Var_02    S   C6  C4  C5  137.06  30.0  1
 8N5  Var_03    C9  C7  S   C6  149.25  30.0  1

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
 8N5  plan-1  C4  0.020
 8N5  plan-1  C5  0.020
 8N5  plan-1  C6  0.020
 8N5  plan-1  C8  0.020
 8N5  plan-1  C3  0.020
 8N5  plan-1  C2  0.020
 8N5  plan-1  C1  0.020
 8N5  plan-1  C   0.020
 8N5  plan-1  H1  0.020
 8N5  plan-1  H6  0.020
 8N5  plan-1  H7  0.020
 8N5  plan-1  H8  0.020
 8N5  plan-2  N1  0.020
 8N5  plan-2  C7  0.020
 8N5  plan-2  C8  0.020
 8N5  plan-2  C9  0.020
 8N5  plan-2  O   0.020
 8N5  plan-2  N   0.020
 8N5  plan-2  C3  0.020
 8N5  plan-2  S   0.020
 8N5  plan-2  H4  0.020
 8N5  plan-2  H5  0.020

