# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 12:08:53 2021
#   Inital geometry file: a 64 line input string
#   Ligand name: 2H-1-benzopyran-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)C1=Cc2ccccc2OC1
#
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
 WRJ  WRJ  2H-1-benzopyran-3-carboxamide  ligand  22  13  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_WRJ
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
 WRJ  C4  C  CR16  0  -0.308  -3.8468  14.6844   1.1335
 WRJ  C5  C  CR16  0  -0.266  -3.1227  14.6896  -0.0477
 WRJ  C6  C  CR16  0  -0.251  -3.7704  14.9675  -1.2465
 WRJ  C7  C  CR16  0  -0.349  -5.1346  15.2262  -1.2747
 WRJ  C8  C  CR66  0   0.353  -5.8547  15.2092  -0.0891
 WRJ  O1  O  O     0  -0.486  -9.4419  14.7167   3.2676
 WRJ  N   N  NH2   0  -0.817  -7.7589  15.3979   4.6086
 WRJ  C1  C  CR6   0  -0.139  -7.3499  15.0394   2.2553
 WRJ  C9  C  C     0  -0.201  -7.9851  14.9376   0.8957
 WRJ  O   O  O     0  -0.479  -7.1671  15.5191  -0.1137
 WRJ  C3  C  CR66  0   0.019  -5.2165  14.9407   1.1278
 WRJ  C2  C  CR16  0  -0.220  -6.0149  15.0046   2.3366
 WRJ  H1  H  HCR6  0   0.262  -3.3520  14.4845   2.0765
 WRJ  H2  H  HCR6  0   0.259  -2.0603  14.4879  -0.0359
 WRJ  H3  H  HCR6  0   0.264  -3.2117  14.9725  -2.1733
 WRJ  H4  H  HCR6  0   0.268  -5.6364  15.4470  -2.2081
 WRJ  H5  H  HNH2  0   0.405  -8.3568  15.4236   5.4184
 WRJ  H6  H  HNH2  0   0.413  -6.8507  15.8175   4.7033
 WRJ  H7  H  H     0   0.259  -8.9304  15.4747   0.8556
 WRJ  H8  H  H     0   0.239  -8.1876  13.8871   0.6479
 WRJ  H9  H  HCR6  0   0.269  -5.4896  15.0028   3.2849
 WRJ  C   C  C     0   0.504  -8.2709  15.0468   3.4189

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
 WRJ  C7  C6  aromatic  1.389  0.020  1.389
 WRJ  C7  C8  aromatic  1.387  0.020  1.387
 WRJ  C6  C5  aromatic  1.391  0.020  1.391
 WRJ  O   C8  single    1.349  0.020  1.349
 WRJ  O   C9  single    1.423  0.020  1.423
 WRJ  C8  C3  aromatic  1.400  0.020  1.400
 WRJ  C5  C4  aromatic  1.385  0.020  1.385
 WRJ  C9  C1  single    1.504  0.020  1.504
 WRJ  C3  C4  aromatic  1.393  0.020  1.393
 WRJ  C3  C2  single    1.450  0.020  1.450
 WRJ  C1  C2  double    1.338  0.020  1.338
 WRJ  C1  C   single    1.484  0.020  1.484
 WRJ  O1  C   double    1.226  0.020  1.226
 WRJ  C   N   single    1.342  0.020  1.342
 WRJ  C4  H1  single    0.930  0.020  1.080
 WRJ  C5  H2  single    0.930  0.020  1.080
 WRJ  C6  H3  single    0.930  0.020  1.080
 WRJ  C7  H4  single    0.930  0.020  1.080
 WRJ  N   H5  single    0.860  0.020  1.020
 WRJ  N   H6  single    0.860  0.020  1.020
 WRJ  C9  H7  single    0.970  0.020  1.090
 WRJ  C9  H8  single    0.970  0.020  1.090
 WRJ  C2  H9  single    0.930  0.020  1.080

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
 WRJ  H1  C4  C3  119.10  3.000
 WRJ  H1  C4  C5  120.26  3.000
 WRJ  C3  C4  C5  120.63  3.000
 WRJ  H2  C5  C6  120.28  3.000
 WRJ  H2  C5  C4  120.23  3.000
 WRJ  C6  C5  C4  119.49  3.000
 WRJ  H3  C6  C7  119.26  3.000
 WRJ  H3  C6  C5  119.92  3.000
 WRJ  C7  C6  C5  120.81  3.000
 WRJ  H4  C7  C8  119.92  3.000
 WRJ  H4  C7  C6  120.73  3.000
 WRJ  C8  C7  C6  119.35  3.000
 WRJ  C3  C8  O   120.23  3.000
 WRJ  C3  C8  C7  120.57  3.000
 WRJ  O   C8  C7  119.12  3.000
 WRJ  H6  N   H5  116.76  3.000
 WRJ  H6  N   C   122.52  3.000
 WRJ  H5  N   C   119.55  3.000
 WRJ  C2  C1  C9  118.33  3.000
 WRJ  C2  C1  C   124.87  3.000
 WRJ  C9  C1  C   116.55  3.000
 WRJ  H8  C9  H7  107.68  3.000
 WRJ  H8  C9  O   109.68  3.000
 WRJ  H7  C9  O   105.75  3.000
 WRJ  H8  C9  C1  110.28  3.000
 WRJ  H7  C9  C1  111.52  3.000
 WRJ  O   C9  C1  111.75  3.000
 WRJ  C9  O   C8  116.90  3.000
 WRJ  C2  C3  C8  117.72  3.000
 WRJ  C2  C3  C4  123.08  3.000
 WRJ  C8  C3  C4  119.14  3.000
 WRJ  H9  C2  C3  117.54  3.000
 WRJ  H9  C2  C1  122.46  3.000
 WRJ  C3  C2  C1  119.99  3.000
 WRJ  C1  C   N   117.37  3.000
 WRJ  N   C   O1  122.97  3.000
 WRJ  C1  C   O1  119.65  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
 WRJ  CONST_01  C7  C6  C5  C4     0.00   0.0  0
 WRJ  CONST_02  C7  C8  C3  C4     0.00   0.0  0
 WRJ  CONST_03  C8  C7  C6  C5     0.00   0.0  0
 WRJ  CONST_04  C8  C3  C4  C5     0.00   0.0  0
 WRJ  CONST_05  C3  C8  C7  C6     0.00   0.0  0
 WRJ  CONST_06  C3  C4  C5  C6     0.00   0.0  0
 WRJ  CONST_07  H3  C6  C5  C4   180.00   0.0  0
 WRJ  CONST_08  H4  C7  C6  C5   180.00   0.0  0
 WRJ  CONST_09  H1  C4  C5  C6   180.00   0.0  0
 WRJ  CONST_10  H2  C5  C6  C7   180.00   0.0  0
 WRJ  CONST_11  H5  N   C   C1   180.00   0.0  0
 WRJ  CONST_12  H6  N   C   C1     0.00   0.0  0
 WRJ  Var_01    C1  C2  C3  C4  -169.25  30.0  1
 WRJ  Var_02    C1  C9  O   C8    45.60  30.0  1
 WRJ  Var_03    C3  C8  O   C9   -31.00  30.0  1
 WRJ  Var_04    C3  C2  C1  C9     3.16  30.0  1
 WRJ  Var_05    C2  C1  C9  O    -31.69  30.0  1
 WRJ  Var_06    C9  C1  C   O1    14.02  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
 WRJ  plan-1  O1  0.020
 WRJ  plan-1  N   0.020
 WRJ  plan-1  C1  0.020
 WRJ  plan-1  H5  0.020
 WRJ  plan-1  H6  0.020
 WRJ  plan-1  C   0.020
 WRJ  plan-2  C4  0.020
 WRJ  plan-2  C5  0.020
 WRJ  plan-2  C6  0.020
 WRJ  plan-2  C7  0.020
 WRJ  plan-2  C8  0.020
 WRJ  plan-2  O   0.020
 WRJ  plan-2  C3  0.020
 WRJ  plan-2  C2  0.020
 WRJ  plan-2  H1  0.020
 WRJ  plan-2  H2  0.020
 WRJ  plan-2  H3  0.020
 WRJ  plan-2  H4  0.020

