# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 10:40:36 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: 7-(4-chloro-2-hydroxyphenoxy)-4-methyl-2H-chromen-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=CC(=O)Oc2cc(Oc3ccc(Cl)cc3O)ccc12
#
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
 CHJ  CHJ  7-(4-chloro-2-hydroxyphenoxy)-4-methyl-2H-chromen-2-one  ligand  32  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 PERFECT
;

data_comp_CHJ
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
 CHJ  C1   C   CR16  0  -0.327  -0.3994   0.6537  -0.4765
 CHJ  C2   C   CR6   0   0.388  -0.3446  -0.3072   0.5353
 CHJ  O13  O   O2    0  -0.495   0.8094  -0.7226   1.1096
 CHJ  C14  C   CR6   0   0.237   2.0093  -0.3264   0.5785
 CHJ  C15  C   CR6   0   0.326   2.4793  -0.9434  -0.5847
 CHJ  O20  O   OH1   0  -0.609   1.6899  -1.8602  -1.1582
 CHJ  C16  C   CR16  0  -0.342   3.7223  -0.5773  -1.0872
 CHJ  C17  C   CR6   0  -0.029   4.4681   0.3849  -0.4233
 CHJ  CL1  CL  CL    0  -0.121   6.0162   0.8234  -1.0642
 CHJ  C18  C   CR16  0  -0.244   4.0116   0.9971   0.7308
 CHJ  C19  C   CR16  0  -0.309   2.7659   0.6317   1.2233
 CHJ  C3   C   CR16  0  -0.415  -1.5051  -0.8820   1.0308
 CHJ  C4   C   CR66  0   0.396  -2.7216  -0.4875   0.5024
 CHJ  C5   C   CR66  0  -0.047  -2.8162   0.4643  -0.5161
 CHJ  C6   C   CR16  0  -0.322  -1.6253   1.0230  -0.9879
 CHJ  C7   C   CR6   0   0.272  -4.1289   0.8066  -1.0112
 CHJ  C12  C   CH3   0  -0.750  -4.2743   1.8107  -2.1044
 CHJ  C8   C   CR16  0  -0.554  -5.2038   0.1976  -0.4646
 CHJ  C9   C   CR6   0   0.549  -5.0840  -0.7775   0.5920
 CHJ  O10  O   O     0  -0.438  -5.9946  -1.3574   1.1312
 CHJ  O11  O   O     0  -0.469  -3.8260  -1.0709   1.0184
 CHJ  H1   H   HCR6  0   0.287   0.4982   1.1177  -0.8614
 CHJ  H2   H   HOH1  0   0.486   2.0915  -2.2014  -1.9660
 CHJ  H3   H   HCR6  0   0.301   4.1025  -1.0446  -1.9874
 CHJ  H4   H   HCR6  0   0.284   4.6043   1.7447   1.2380
 CHJ  H5   H   HCR6  0   0.287   2.3830   1.0940   2.1240
 CHJ  H6   H   HCR6  0   0.294  -1.4616  -1.6248   1.8171
 CHJ  H7   H   HCR6  0   0.279  -1.6551   1.7667  -1.7721
 CHJ  H8   H   HCH3  0   0.266  -3.7262   1.4967  -2.9942
 CHJ  H9   H   HCH3  0   0.270  -5.3176   1.9486  -2.3782
 CHJ  H10  H   HCH3  0   0.266  -3.8682   2.7771  -1.8016
 CHJ  H11  H   HCR6  0   0.281  -6.2070   0.4187  -0.8022

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
 CHJ  C12  C7   single    1.491  0.020  1.491
 CHJ  O20  C15  single    1.339  0.020  1.339
 CHJ  C6   C1   aromatic  1.379  0.020  1.379
 CHJ  C6   C5   aromatic  1.398  0.020  1.398
 CHJ  C16  C15  aromatic  1.390  0.020  1.390
 CHJ  C16  C17  aromatic  1.387  0.020  1.387
 CHJ  C1   C2   aromatic  1.396  0.020  1.396
 CHJ  C15  C14  aromatic  1.398  0.020  1.398
 CHJ  C7   C5   single    1.444  0.020  1.444
 CHJ  C7   C8   double    1.351  0.020  1.351
 CHJ  CL1  C17  single    1.732  0.020  1.732
 CHJ  C5   C4   aromatic  1.397  0.020  1.397
 CHJ  C17  C18  aromatic  1.384  0.020  1.384
 CHJ  C8   C9   single    1.443  0.020  1.443
 CHJ  C2   O13  single    1.354  0.020  1.354
 CHJ  C2   C3   aromatic  1.387  0.020  1.387
 CHJ  C14  O13  single    1.371  0.020  1.371
 CHJ  C14  C19  aromatic  1.381  0.020  1.381
 CHJ  C18  C19  aromatic  1.389  0.020  1.389
 CHJ  C4   C3   aromatic  1.384  0.020  1.384
 CHJ  C4   O11  single    1.351  0.020  1.351
 CHJ  C9   O11  single    1.360  0.020  1.360
 CHJ  C9   O10  double    1.207  0.020  1.207
 CHJ  C1   H1   single    0.930  0.020  1.080
 CHJ  O20  H2   single    0.850  0.020  0.980
 CHJ  C16  H3   single    0.930  0.020  1.080
 CHJ  C18  H4   single    0.930  0.020  1.080
 CHJ  C19  H5   single    0.930  0.020  1.080
 CHJ  C3   H6   single    0.930  0.020  1.080
 CHJ  C6   H7   single    0.930  0.020  1.080
 CHJ  C12  H8   single    0.970  0.020  1.090
 CHJ  C12  H9   single    0.970  0.020  1.090
 CHJ  C12  H10  single    0.970  0.020  1.090
 CHJ  C8   H11  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
 CHJ  H1   C1   C6   119.42  3.000
 CHJ  H1   C1   C2   121.37  3.000
 CHJ  C6   C1   C2   119.21  3.000
 CHJ  C3   C2   O13  115.75  3.000
 CHJ  C3   C2   C1   120.75  3.000
 CHJ  O13  C2   C1   123.49  3.000
 CHJ  C14  O13  C2   119.54  3.000
 CHJ  C19  C14  C15  120.70  3.000
 CHJ  C19  C14  O13  119.95  3.000
 CHJ  C15  C14  O13  119.28  3.000
 CHJ  C16  C15  O20  123.56  3.000
 CHJ  C16  C15  C14  119.03  3.000
 CHJ  O20  C15  C14  117.41  3.000
 CHJ  H2   O20  C15  110.82  3.000
 CHJ  H3   C16  C17  120.56  3.000
 CHJ  H3   C16  C15  120.05  3.000
 CHJ  C17  C16  C15  119.39  3.000
 CHJ  C18  C17  CL1  119.43  3.000
 CHJ  C18  C17  C16  121.93  3.000
 CHJ  CL1  C17  C16  118.64  3.000
 CHJ  H4   C18  C19  120.51  3.000
 CHJ  H4   C18  C17  121.11  3.000
 CHJ  C19  C18  C17  118.38  3.000
 CHJ  H5   C19  C18  120.01  3.000
 CHJ  H5   C19  C14  119.42  3.000
 CHJ  C18  C19  C14  120.57  3.000
 CHJ  H6   C3   C4   120.56  3.000
 CHJ  H6   C3   C2   120.69  3.000
 CHJ  C4   C3   C2   118.76  3.000
 CHJ  O11  C4   C5   121.13  3.000
 CHJ  O11  C4   C3   116.72  3.000
 CHJ  C5   C4   C3   122.15  3.000
 CHJ  C7   C5   C6   124.34  3.000
 CHJ  C7   C5   C4   118.23  3.000
 CHJ  C6   C5   C4   117.43  3.000
 CHJ  H7   C6   C5   119.76  3.000
 CHJ  H7   C6   C1   118.55  3.000
 CHJ  C5   C6   C1   121.70  3.000
 CHJ  C8   C7   C12  121.50  3.000
 CHJ  C8   C7   C5   118.53  3.000
 CHJ  C12  C7   C5   119.97  3.000
 CHJ  H10  C12  H9   108.34  3.000
 CHJ  H10  C12  H8   107.11  3.000
 CHJ  H9   C12  H8   108.25  3.000
 CHJ  H10  C12  C7   110.89  3.000
 CHJ  H9   C12  C7   111.31  3.000
 CHJ  H8   C12  C7   110.79  3.000
 CHJ  H11  C8   C9   116.35  3.000
 CHJ  H11  C8   C7   121.31  3.000
 CHJ  C9   C8   C7   122.34  3.000
 CHJ  O11  C9   O10  117.01  3.000
 CHJ  O10  C9   C8   126.11  3.000
 CHJ  O11  C9   C8   116.88  3.000
 CHJ  C9   O11  C4   122.89  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
 CHJ  CONST_01  C4   C5   C6   C1     0.00   0.0  0
 CHJ  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 CHJ  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 CHJ  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 CHJ  CONST_05  C17  C16  C15  C14    0.00   0.0  0
 CHJ  CONST_06  C17  C18  C19  C14    0.00   0.0  0
 CHJ  CONST_07  C18  C17  C16  C15    0.00   0.0  0
 CHJ  CONST_08  C18  C19  C14  C15    0.00   0.0  0
 CHJ  CONST_09  C19  C14  C15  C16    0.00   0.0  0
 CHJ  CONST_10  C19  C18  C17  C16    0.00   0.0  0
 CHJ  CONST_11  C6   C1   C2   C3     0.00   0.0  0
 CHJ  CONST_12  C6   C5   C4   C3     0.00   0.0  0
 CHJ  CONST_13  C6   C1   C2   O13  180.00   0.0  0
 CHJ  CONST_14  C4   C3   C2   O13  180.00   0.0  0
 CHJ  CONST_15  C16  C15  C14  O13  180.00   0.0  0
 CHJ  CONST_16  C18  C19  C14  O13  180.00   0.0  0
 CHJ  CONST_17  CL1  C17  C16  C15  180.00   0.0  0
 CHJ  CONST_18  C17  C16  C15  O20  180.00   0.0  0
 CHJ  CONST_19  C19  C14  C15  O20  180.00   0.0  0
 CHJ  CONST_20  C19  C18  C17  CL1  180.00   0.0  0
 CHJ  CONST_21  H6   C3   C2   C1   180.00   0.0  0
 CHJ  CONST_22  H7   C6   C1   C2   180.00   0.0  0
 CHJ  CONST_23  H3   C16  C15  C14  180.00   0.0  0
 CHJ  CONST_24  H4   C18  C19  C14  180.00   0.0  0
 CHJ  CONST_25  H5   C19  C14  C15  180.00   0.0  0
 CHJ  CONST_26  H1   C1   C2   C3   180.00   0.0  0
 CHJ  Var_01    C8   C7   C5   C4     0.31  30.0  1
 CHJ  Var_02    C8   C9   O11  C4     0.40  30.0  1
 CHJ  Var_03    C9   C8   C7   C5     0.03  30.0  1
 CHJ  Var_04    O11  C9   C8   C7    -0.38  30.0  1
 CHJ  Var_05    C15  C14  O13  C2   -76.89  30.0  3
 CHJ  Var_06    C3   C2   O13  C14  172.40  30.0  3
 CHJ  Var_07    H8   C12  C7   C5    58.55  30.0  3

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
 CHJ  plan-1  O13  0.020
 CHJ  plan-1  C14  0.020
 CHJ  plan-1  C15  0.020
 CHJ  plan-1  O20  0.020
 CHJ  plan-1  C16  0.020
 CHJ  plan-1  C17  0.020
 CHJ  plan-1  CL1  0.020
 CHJ  plan-1  C18  0.020
 CHJ  plan-1  C19  0.020
 CHJ  plan-1  H3   0.020
 CHJ  plan-1  H4   0.020
 CHJ  plan-1  H5   0.020
 CHJ  plan-2  C1   0.020
 CHJ  plan-2  C2   0.020
 CHJ  plan-2  O13  0.020
 CHJ  plan-2  C3   0.020
 CHJ  plan-2  C4   0.020
 CHJ  plan-2  C5   0.020
 CHJ  plan-2  C6   0.020
 CHJ  plan-2  C7   0.020
 CHJ  plan-2  O11  0.020
 CHJ  plan-2  H1   0.020
 CHJ  plan-2  H6   0.020
 CHJ  plan-2  H7   0.020
 CHJ  plan-3  C8   0.020
 CHJ  plan-3  C9   0.020
 CHJ  plan-3  O10  0.020
 CHJ  plan-3  O11  0.020

