# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 21:24:21 2021
#   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  23  15  .  2022-03-23  2022-11-17
;
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  OH1   0  -0.598  -15.7725  -15.9683  53.2667
 SH8  C16  C  C     0   0.553  -16.1611  -14.7598  52.8770
 SH8  O4   O  O     0  -0.422  -16.8133  -14.5668  51.8827
 SH8  C15  C  CR6   0  -0.352  -15.6987  -13.7046  53.8091
 SH8  C23  C  CR6   0   0.565  -15.9258  -12.3050  53.4546
 SH8  O6   O  O     0  -0.399  -16.4421  -11.8798  52.4578
 SH8  C14  C  CR16  0  -0.126  -15.0794  -14.0122  54.9765
 SH8  C13  C  CR66  0   0.050  -14.6452  -13.0004  55.8799
 SH8  C1   C  CR66  0   0.370  -14.8806  -11.6771  55.5196
 SH8  O1   O  O     0  -0.462  -15.4954  -11.3812  54.3562
 SH8  C12  C  CR16  0  -0.361  -14.0037  -13.2758  57.0959
 SH8  C4   C  CR6   0   0.105  -13.6018  -12.2558  57.9345
 SH8  C3   C  CR16  0  -0.280  -13.8601  -10.9343  57.5366
 SH8  C2   C  CR16  0  -0.304  -14.4911  -10.6329  56.3456
 SH8  C5   C  CH3   0  -0.721  -12.8965  -12.5321  59.2287
 SH8  H1   H  HOH1  0   0.491  -16.0983  -16.6334  52.6425
 SH8  H2   H  HCR6  0   0.305  -14.9033  -15.0436  55.2532
 SH8  H3   H  HCR6  0   0.271  -13.8273  -14.3095  57.3689
 SH8  H4   H  HCR6  0   0.272  -13.5568  -10.1199  58.1835
 SH8  H5   H  HCR6  0   0.288  -14.6791   -9.6071  56.0584
 SH8  H6   H  HCH3  0   0.254  -11.8554  -12.2087  59.1818
 SH8  H7   H  HCH3  0   0.251  -13.3628  -11.9972  60.0563
 SH8  H8   H  HCH3  0   0.250  -12.9025  -13.5943  59.4670

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    1.200  0.020  1.200
 SH8  O4   C16  double    1.205  0.020  1.205
 SH8  O5   C16  single    1.328  0.020  1.328
 SH8  C16  C15  single    1.482  0.020  1.482
 SH8  C23  C15  single    1.462  0.020  1.462
 SH8  C23  O1   single    1.361  0.020  1.361
 SH8  C15  C14  double    1.357  0.020  1.357
 SH8  O1   C1   single    1.349  0.020  1.349
 SH8  C14  C13  single    1.424  0.020  1.424
 SH8  C1   C13  aromatic  1.392  0.020  1.392
 SH8  C1   C2   aromatic  1.387  0.020  1.387
 SH8  C13  C12  aromatic  1.402  0.020  1.402
 SH8  C2   C3   aromatic  1.381  0.020  1.381
 SH8  C12  C4   aromatic  1.380  0.020  1.380
 SH8  C3   C4   aromatic  1.404  0.020  1.404
 SH8  C4   C5   single    1.500  0.020  1.500
 SH8  O5   H1   single    0.850  0.020  0.980
 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  H1   O5   C16  109.72  3.000
 SH8  C15  C16  O4   125.03  3.000
 SH8  C15  C16  O5   111.85  3.000
 SH8  O4   C16  O5   123.12  3.000
 SH8  C14  C15  C23  119.78  3.000
 SH8  C14  C15  C16  121.48  3.000
 SH8  C23  C15  C16  118.74  3.000
 SH8  O1   C23  O6   116.47  3.000
 SH8  O1   C23  C15  116.12  3.000
 SH8  O6   C23  C15  127.41  3.000
 SH8  H2   C14  C13  117.73  3.000
 SH8  H2   C14  C15  120.68  3.000
 SH8  C13  C14  C15  121.59  3.000
 SH8  C12  C13  C1   119.25  3.000
 SH8  C12  C13  C14  123.38  3.000
 SH8  C1   C13  C14  117.38  3.000
 SH8  C2   C1   O1   118.45  3.000
 SH8  C2   C1   C13  120.95  3.000
 SH8  O1   C1   C13  120.60  3.000
 SH8  C1   O1   C23  124.52  3.000
 SH8  H3   C12  C4   120.30  3.000
 SH8  H3   C12  C13  118.70  3.000
 SH8  C4   C12  C13  121.00  3.000
 SH8  C5   C4   C3   120.30  3.000
 SH8  C5   C4   C12  121.68  3.000
 SH8  C3   C4   C12  118.02  3.000
 SH8  H4   C3   C2   118.61  3.000
 SH8  H4   C3   C4   119.13  3.000
 SH8  C2   C3   C4   122.26  3.000
 SH8  H5   C2   C3   121.02  3.000
 SH8  H5   C2   C1   120.46  3.000
 SH8  C3   C2   C1   118.52  3.000
 SH8  H8   C5   H7   108.08  3.000
 SH8  H8   C5   H6   107.69  3.000
 SH8  H7   C5   H6   107.18  3.000
 SH8  H8   C5   C4   111.47  3.000
 SH8  H7   C5   C4   111.32  3.000
 SH8  H6   C5   C4   110.92  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  CONST_12  H1   O5   C16  C15  180.00   0.0  0
 SH8  Var_01    C1   C13  C14  C15   -0.00  30.0  1
 SH8  Var_02    C13  C14  C15  C23    0.32  30.0  1
 SH8  Var_03    C13  C1   O1   C23   -0.18  30.0  1
 SH8  Var_04    O1   C23  C15  C14   -0.55  30.0  1
 SH8  Var_05    C23  C15  C16  O5   173.89  30.0  2
 SH8  Var_06    H6   C5   C4   C12  110.87  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-1  H1   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

