# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 11:34:49 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 3-(4-chloro-2-hydroxyphenoxy)-7-hydroxy-2H-chromen-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc2C=C(Oc3ccc(Cl)cc3O)C(=O)Oc2c1
#
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
 CHV  CHV  3-(4-chloro-2-hydroxyphenoxy)-7-hydroxy-2H-chromen-2-one  ligand  30  21  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_CHV
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
 CHV  C1   C   CR6   0   0.518  -0.7147  -0.6620   1.0475
 CHV  O11  O   O     0  -0.415   0.0805  -0.7813   1.9429
 CHV  C2   C   CR6   0   0.116  -0.4695  -1.0133  -0.3436
 CHV  O13  O   O2    0  -0.516   0.7504  -1.5490  -0.6261
 CHV  C14  C   CR6   0   0.242   1.8424  -0.7253  -0.4665
 CHV  C15  C   CR6   0   0.320   2.8896  -1.2150   0.3174
 CHV  O20  O   OH1   0  -0.618   2.8238  -2.4004   0.9392
 CHV  C16  C   CR16  0  -0.309   4.0433  -0.4529   0.4523
 CHV  C17  C   CR6   0  -0.035   4.1196   0.7815  -0.1730
 CHV  CL1  CL  CL    0  -0.127   5.5636   1.7223   0.0146
 CHV  C18  C   CR16  0  -0.237   3.0780   1.2814  -0.9356
 CHV  C19  C   CR16  0  -0.314   1.9327   0.5097  -1.0782
 CHV  C3   C   CR16  0  -0.203  -1.4217  -0.8731  -1.2813
 CHV  C4   C   CR66  0  -0.012  -2.7101  -0.3722  -0.9176
 CHV  C5   C   CR66  0   0.399  -2.9272  -0.0235   0.4150
 CHV  O6   O   O     0  -0.460  -1.9403  -0.1663   1.3323
 CHV  C7   C   CR16  0  -0.459  -4.1406   0.4718   0.8607
 CHV  C8   C   CR6   0   0.377  -5.1730   0.6276  -0.0565
 CHV  O12  O   OH1   0  -0.615  -6.3763   1.0961   0.2923
 CHV  C9   C   CR16  0  -0.335  -4.9816   0.2890  -1.4046
 CHV  C10  C   CR16  0  -0.298  -3.7676  -0.2025  -1.8198
 CHV  H1   H   HOH1  0   0.474   1.9391  -2.7761   0.8483
 CHV  H2   H   HCR6  0   0.292   4.8604  -0.8236   1.0569
 CHV  H3   H   HCR6  0   0.282   3.1502   2.2454  -1.4181
 CHV  H4   H   HCR6  0   0.287   1.1131   0.8783  -1.6826
 CHV  H5   H   HCR6  0   0.305  -1.2240  -1.1499  -2.3100
 CHV  H6   H   HCR6  0   0.301  -4.2737   0.7258   1.9058
 CHV  H7   H   HOH1  0   0.483  -6.4086   1.3013   1.2340
 CHV  H8   H   HCR6  0   0.280  -5.7936   0.4164  -2.1080
 CHV  H9   H   HCR6  0   0.278  -3.6205  -0.4642  -2.8597

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
 CHV  C9   C10  aromatic  1.374  0.020  1.374
 CHV  C9   C8   aromatic  1.403  0.020  1.403
 CHV  C10  C4   aromatic  1.400  0.020  1.400
 CHV  O12  C8   single    1.338  0.020  1.338
 CHV  C8   C7   aromatic  1.390  0.020  1.390
 CHV  O20  C15  single    1.340  0.020  1.340
 CHV  C16  C15  aromatic  1.389  0.020  1.389
 CHV  C16  C17  aromatic  1.386  0.020  1.386
 CHV  C4   C3   single    1.429  0.020  1.429
 CHV  C4   C5   aromatic  1.394  0.020  1.394
 CHV  C15  C14  aromatic  1.397  0.020  1.397
 CHV  CL1  C17  single    1.734  0.020  1.734
 CHV  C3   C2   double    1.344  0.020  1.344
 CHV  C7   C5   aromatic  1.384  0.020  1.384
 CHV  C17  C18  aromatic  1.384  0.020  1.384
 CHV  C5   O6   single    1.355  0.020  1.355
 CHV  C14  O13  single    1.377  0.020  1.377
 CHV  C14  C19  aromatic  1.381  0.020  1.381
 CHV  C2   O13  single    1.362  0.020  1.362
 CHV  C2   C1   single    1.456  0.020  1.456
 CHV  C18  C19  aromatic  1.388  0.020  1.388
 CHV  O6   C1   single    1.352  0.020  1.352
 CHV  C1   O11  double    1.203  0.020  1.203
 CHV  O20  H1   single    0.850  0.020  0.980
 CHV  C16  H2   single    0.930  0.020  1.080
 CHV  C18  H3   single    0.930  0.020  1.080
 CHV  C19  H4   single    0.930  0.020  1.080
 CHV  C3   H5   single    0.930  0.020  1.080
 CHV  C7   H6   single    0.930  0.020  1.080
 CHV  O12  H7   single    0.850  0.020  0.980
 CHV  C9   H8   single    0.930  0.020  1.080
 CHV  C10  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
 CHV  O6   C1   C2   116.25  3.000
 CHV  O6   C1   O11  118.58  3.000
 CHV  C2   C1   O11  125.16  3.000
 CHV  C3   C2   O13  122.07  3.000
 CHV  O13  C2   C1   116.36  3.000
 CHV  C3   C2   C1   121.50  3.000
 CHV  C14  O13  C2   116.81  3.000
 CHV  C19  C14  C15  120.87  3.000
 CHV  C19  C14  O13  122.36  3.000
 CHV  C15  C14  O13  116.74  3.000
 CHV  C16  C15  O20  118.75  3.000
 CHV  C16  C15  C14  119.00  3.000
 CHV  O20  C15  C14  122.25  3.000
 CHV  H1   O20  C15  110.22  3.000
 CHV  H2   C16  C17  121.05  3.000
 CHV  H2   C16  C15  119.57  3.000
 CHV  C17  C16  C15  119.38  3.000
 CHV  C18  C17  CL1  119.37  3.000
 CHV  C18  C17  C16  121.92  3.000
 CHV  CL1  C17  C16  118.71  3.000
 CHV  H3   C18  C19  120.34  3.000
 CHV  H3   C18  C17  121.19  3.000
 CHV  C19  C18  C17  118.46  3.000
 CHV  H4   C19  C18  119.50  3.000
 CHV  H4   C19  C14  120.14  3.000
 CHV  C18  C19  C14  120.36  3.000
 CHV  H5   C3   C4   119.71  3.000
 CHV  H5   C3   C2   120.44  3.000
 CHV  C4   C3   C2   119.85  3.000
 CHV  C10  C4   C5   117.89  3.000
 CHV  C5   C4   C3   118.11  3.000
 CHV  C10  C4   C3   124.00  3.000
 CHV  C7   C5   O6   117.27  3.000
 CHV  O6   C5   C4   120.48  3.000
 CHV  C7   C5   C4   122.25  3.000
 CHV  C5   O6   C1   123.79  3.000
 CHV  H6   C7   C8   121.26  3.000
 CHV  H6   C7   C5   120.13  3.000
 CHV  C8   C7   C5   118.61  3.000
 CHV  C9   C8   O12  117.25  3.000
 CHV  O12  C8   C7   122.38  3.000
 CHV  C9   C8   C7   120.38  3.000
 CHV  H7   O12  C8   111.06  3.000
 CHV  H8   C9   C10  120.58  3.000
 CHV  H8   C9   C8   119.60  3.000
 CHV  C10  C9   C8   119.82  3.000
 CHV  H9   C10  C9   119.80  3.000
 CHV  H9   C10  C4   119.15  3.000
 CHV  C9   C10  C4   121.06  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
 CHV  CONST_01  C17  C16  C15  C14     0.00   0.0  0
 CHV  CONST_02  C17  C18  C19  C14     0.00   0.0  0
 CHV  CONST_03  C18  C17  C16  C15     0.00   0.0  0
 CHV  CONST_04  C18  C19  C14  C15     0.00   0.0  0
 CHV  CONST_05  C19  C14  C15  C16     0.00   0.0  0
 CHV  CONST_06  C19  C18  C17  C16     0.00   0.0  0
 CHV  CONST_07  C8   C9   C10  C4      0.00   0.0  0
 CHV  CONST_08  C8   C7   C5   C4      0.00   0.0  0
 CHV  CONST_09  C9   C10  C4   C5      0.00   0.0  0
 CHV  CONST_10  C9   C8   C7   C5      0.00   0.0  0
 CHV  CONST_11  C10  C9   C8   C7      0.00   0.0  0
 CHV  CONST_12  C10  C4   C5   C7      0.00   0.0  0
 CHV  CONST_13  C16  C15  C14  O13   180.00   0.0  0
 CHV  CONST_14  C18  C19  C14  O13   180.00   0.0  0
 CHV  CONST_15  CL1  C17  C16  C15   180.00   0.0  0
 CHV  CONST_16  C17  C16  C15  O20   180.00   0.0  0
 CHV  CONST_17  C19  C14  C15  O20   180.00   0.0  0
 CHV  CONST_18  C19  C18  C17  CL1   180.00   0.0  0
 CHV  CONST_19  O12  C8   C7   C5    180.00   0.0  0
 CHV  CONST_20  C10  C9   C8   O12   180.00   0.0  0
 CHV  CONST_21  H2   C16  C15  C14   180.00   0.0  0
 CHV  CONST_22  H3   C18  C19  C14   180.00   0.0  0
 CHV  CONST_23  H4   C19  C14  C15   180.00   0.0  0
 CHV  CONST_24  H9   C10  C4   C3      0.00   0.0  0
 CHV  CONST_25  H8   C9   C10  C4    180.00   0.0  0
 CHV  CONST_26  H6   C7   C5   C4    180.00   0.0  0
 CHV  Var_01    C4   C3   C2   C1     -0.17  30.0  1
 CHV  Var_02    C4   C5   O6   C1     -1.14  30.0  1
 CHV  Var_03    C10  C4   C3   C2   -179.42  30.0  1
 CHV  Var_04    O6   C1   C2   C3     -1.20  30.0  1
 CHV  Var_05    C15  C14  O13  C2    127.94  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
 CHV  plan-1  O13  0.020
 CHV  plan-1  C14  0.020
 CHV  plan-1  C15  0.020
 CHV  plan-1  O20  0.020
 CHV  plan-1  C16  0.020
 CHV  plan-1  C17  0.020
 CHV  plan-1  CL1  0.020
 CHV  plan-1  C18  0.020
 CHV  plan-1  C19  0.020
 CHV  plan-1  H2   0.020
 CHV  plan-1  H3   0.020
 CHV  plan-1  H4   0.020
 CHV  plan-2  C3   0.020
 CHV  plan-2  C4   0.020
 CHV  plan-2  C5   0.020
 CHV  plan-2  O6   0.020
 CHV  plan-2  C7   0.020
 CHV  plan-2  C8   0.020
 CHV  plan-2  O12  0.020
 CHV  plan-2  C9   0.020
 CHV  plan-2  C10  0.020
 CHV  plan-2  H6   0.020
 CHV  plan-2  H8   0.020
 CHV  plan-2  H9   0.020
 CHV  plan-3  C1   0.020
 CHV  plan-3  O11  0.020
 CHV  plan-3  C2   0.020
 CHV  plan-3  O6   0.020

