# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 14:51:17 2022
#   Inital geometry file: a 69 line input string
#   Ligand name: 6-methyl-2-oxidanylidene-chromene-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc2OC(=O)C(=Cc2c1)C(O)=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
 SH8  SH8  '6-methyl-2-oxidanylidene-chromene-3-carboxylic acid'  ligand  22  15  .  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_SH8
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
 SH8  O5   O  OC    -1  -0.585  -15.7253  -15.9740  53.0665
 SH8  C16  C  C      0   0.403  -16.2963  -14.8740  52.9625
 SH8  O4   O  O      0  -0.574  -17.3099  -14.5967  52.3030
 SH8  C15  C  CR6    0  -0.334  -15.7024  -13.7451  53.8080
 SH8  C23  C  CR6    0   0.526  -15.8096  -12.3483  53.3926
 SH8  O6   O  O      0  -0.409  -16.1993  -11.9274  52.3353
 SH8  C14  C  CR16   0  -0.174  -15.0865  -14.0305  54.9746
 SH8  C13  C  CR66   0   0.047  -14.6264  -13.0107  55.8690
 SH8  C1   C  CR66   0   0.353  -14.8237  -11.6904  55.4814
 SH8  O1   O  O      0  -0.469  -15.3844  -11.4038  54.2871
 SH8  C12  C  CR16   0  -0.374  -14.0178  -13.2711  57.1027
 SH8  C4   C  CR6    0   0.104  -13.6205  -12.2441  57.9383
 SH8  C3   C  CR16   0  -0.291  -13.8500  -10.9256  57.5188
 SH8  C2   C  CR16   0  -0.308  -14.4444  -10.6387  56.3049
 SH8  C5   C  CH3    0  -0.721  -12.9607  -12.5161  59.2584
 SH8  H2   H  HCR6   0   0.273  -14.9557  -15.0661  55.2654
 SH8  H3   H  HCR6   0   0.260  -13.8633  -14.3031  57.3970
 SH8  H4   H  HCR6   0   0.260  -13.5513  -10.1058  58.1613
 SH8  H5   H  HCR6   0   0.275  -14.6114   -9.6148  55.9960
 SH8  H6   H  HCH3   0   0.247  -11.9619  -12.0788  59.2979
 SH8  H7   H  HCH3   0   0.247  -13.5316  -12.0859  60.0824
 SH8  H8   H  HCH3   0   0.247  -12.8631  -13.5849  59.4422

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
 SH8  O6   C23  double    1.203  0.020  1.203
 SH8  O4   C16  deloc     1.241  0.020  1.241
 SH8  O5   C16  deloc     1.244  0.020  1.244
 SH8  C16  C15  single    1.530  0.020  1.530
 SH8  C23  C15  single    1.461  0.020  1.461
 SH8  C23  O1   single    1.369  0.020  1.369
 SH8  C15  C14  double    1.350  0.020  1.350
 SH8  O1   C1   single    1.350  0.020  1.350
 SH8  C14  C13  single    1.432  0.020  1.432
 SH8  C1   C13  aromatic  1.390  0.020  1.390
 SH8  C1   C2   aromatic  1.389  0.020  1.389
 SH8  C13  C12  aromatic  1.400  0.020  1.400
 SH8  C2   C3   aromatic  1.382  0.020  1.382
 SH8  C12  C4   aromatic  1.382  0.020  1.382
 SH8  C3   C4   aromatic  1.403  0.020  1.403
 SH8  C4   C5   single    1.501  0.020  1.501
 SH8  C14  H2   single    0.930  0.020  1.080
 SH8  C12  H3   single    0.930  0.020  1.080
 SH8  C3   H4   single    0.930  0.020  1.080
 SH8  C2   H5   single    0.930  0.020  1.080
 SH8  C5   H6   single    0.970  0.020  1.090
 SH8  C5   H7   single    0.970  0.020  1.090
 SH8  C5   H8   single    0.970  0.020  1.090

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
 SH8  C15  C16  O4   116.48  3.000
 SH8  C15  C16  O5   115.35  3.000
 SH8  O4   C16  O5   128.11  3.000
 SH8  C14  C15  C23  118.77  3.000
 SH8  C14  C15  C16  119.91  3.000
 SH8  C23  C15  C16  121.31  3.000
 SH8  O1   C23  O6   115.70  3.000
 SH8  O1   C23  C15  116.82  3.000
 SH8  O6   C23  C15  127.45  3.000
 SH8  H2   C14  C13  118.30  3.000
 SH8  H2   C14  C15  119.28  3.000
 SH8  C13  C14  C15  122.40  3.000
 SH8  C12  C13  C1   118.95  3.000
 SH8  C12  C13  C14  123.88  3.000
 SH8  C1   C13  C14  117.16  3.000
 SH8  C2   C1   O1   118.51  3.000
 SH8  C2   C1   C13  121.01  3.000
 SH8  O1   C1   C13  120.48  3.000
 SH8  C1   O1   C23  124.10  3.000
 SH8  H3   C12  C4   120.14  3.000
 SH8  H3   C12  C13  118.57  3.000
 SH8  C4   C12  C13  121.29  3.000
 SH8  C5   C4   C3   120.36  3.000
 SH8  C5   C4   C12  121.56  3.000
 SH8  C3   C4   C12  118.07  3.000
 SH8  H4   C3   C2   118.85  3.000
 SH8  H4   C3   C4   119.26  3.000
 SH8  C2   C3   C4   121.89  3.000
 SH8  H5   C2   C3   120.89  3.000
 SH8  H5   C2   C1   120.34  3.000
 SH8  C3   C2   C1   118.77  3.000
 SH8  H8   C5   H7   107.85  3.000
 SH8  H8   C5   H6   107.78  3.000
 SH8  H7   C5   H6   107.08  3.000
 SH8  H8   C5   C4   111.46  3.000
 SH8  H7   C5   C4   111.28  3.000
 SH8  H6   C5   C4   111.20  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
 SH8  CONST_01  C3   C2   C1   C13    0.00   0.0  0
 SH8  CONST_02  C3   C4   C12  C13    0.00   0.0  0
 SH8  CONST_03  C4   C12  C13  C1     0.00   0.0  0
 SH8  CONST_04  C4   C3   C2   C1     0.00   0.0  0
 SH8  CONST_05  C2   C1   C13  C12    0.00   0.0  0
 SH8  CONST_06  C2   C3   C4   C12    0.00   0.0  0
 SH8  CONST_07  C5   C4   C12  C13  180.00   0.0  0
 SH8  CONST_08  C5   C4   C3   C2   180.00   0.0  0
 SH8  CONST_09  H3   C12  C13  C14    0.00   0.0  0
 SH8  CONST_10  H5   C2   C1   C13  180.00   0.0  0
 SH8  CONST_11  H4   C3   C2   C1   180.00   0.0  0
 SH8  Var_01    C1   C13  C14  C15   -0.79  30.0  1
 SH8  Var_02    C13  C14  C15  C23    4.95  30.0  1
 SH8  Var_03    C13  C1   O1   C23    0.90  30.0  1
 SH8  Var_04    O1   C23  C15  C14   -6.08  30.0  1
 SH8  Var_05    C23  C15  C16  O5   151.79  30.0  2
 SH8  Var_06    H6   C5   C4   C12  119.70  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
 SH8  plan-1  O5   0.020
 SH8  plan-1  C16  0.020
 SH8  plan-1  O4   0.020
 SH8  plan-1  C15  0.020
 SH8  plan-2  C14  0.020
 SH8  plan-2  C13  0.020
 SH8  plan-2  C1   0.020
 SH8  plan-2  O1   0.020
 SH8  plan-2  C12  0.020
 SH8  plan-2  C4   0.020
 SH8  plan-2  C3   0.020
 SH8  plan-2  C2   0.020
 SH8  plan-2  C5   0.020
 SH8  plan-2  H3   0.020
 SH8  plan-2  H4   0.020
 SH8  plan-2  H5   0.020
 SH8  plan-3  C15  0.020
 SH8  plan-3  C23  0.020
 SH8  plan-3  O6   0.020
 SH8  plan-3  O1   0.020

