# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 08:59:56 2022
#   Inital geometry file: a 118 line input string
#   Ligand name: 3,3-bis(3-chloro-4-hydroxyphenyl)-1H,3H-benzo[de]isochromen-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1Cl)C2(OC(=O)c3cccc4cccc2c34)c5ccc(O)c(Cl)c5
#
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
 A15  A15  3,3-bis(3-chloro-4-hydroxyphenyl)-1H,3H-benzo[de]isochromen-1-one  ligand  44  30  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A15
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
 A15  C1   C   CR6   0   0.550  -1.7485   1.9801  -0.5286
 A15  C2   C   CR66  0  -0.203  -2.4186   0.9428  -1.3296
 A15  C3   C   CR16  0  -0.283  -3.3949   1.2890  -2.2328
 A15  C4   C   CR16  0  -0.251  -4.1494   0.2923  -2.8729
 A15  C5   C   CR16  0  -0.303  -3.9484  -1.0297  -2.5709
 A15  C6   C   CR66  0   0.108  -2.9528  -1.4197  -1.6477
 A15  C7   C   CR16  0  -0.323  -2.7213  -2.7716  -1.3055
 A15  C8   C   CR16  0  -0.242  -1.7369  -3.0968  -0.4139
 A15  C9   C   CR16  0  -0.301  -0.9160  -2.0956   0.1454
 A15  C10  C   CR66  0   0.030  -1.1060  -0.7787  -0.1776
 A15  C11  C   C     0   0.202  -2.1548  -0.4178  -1.0487
 A15  C12  C   CR6   0   0.126  -0.1525   0.3180   0.2354
 A15  C13  C   CR6   0   0.050   0.9196   0.5443  -0.8260
 A15  C14  C   CR16  0  -0.240   1.1541  -0.3540  -1.8543
 A15  C15  C   CR6   0  -0.157   2.1482  -0.1056  -2.7879
 A15  C16  C   CR6   0   0.415   2.9338   1.0424  -2.7304
 A15  C17  C   CR16  0  -0.332   2.6944   1.9409  -1.6903
 A15  C18  C   CR16  0  -0.243   1.7087   1.6946  -0.7576
 A15  C19  C   CR6   0   0.047   0.4454   0.0400   1.6022
 A15  C20  C   CR16  0  -0.228  -0.3524   0.1905   2.7315
 A15  C21  C   CR6   0  -0.157   0.1521  -0.1041   3.9828
 A15  C22  C   CR6   0   0.414   1.4582  -0.5699   4.1555
 A15  C23  C   CR16  0  -0.333   2.2437  -0.7293   3.0195
 A15  C24  C   CR16  0  -0.267   1.7445  -0.4246   1.7640
 A15  O1   O   O     0  -0.472  -0.8600   1.5657   0.3825
 A15  O2   O   O     0  -0.412  -2.0126   3.1536  -0.5789
 A15  O3   O   OH1   0  -0.607   3.8992   1.3332  -3.6081
 A15  O4   O   OH1   0  -0.607   1.9879  -0.8690   5.3466
 A15  CL1  CL  CL    0  -0.109   2.4227  -1.2434  -4.0676
 A15  CL2  CL  CL    0  -0.109  -0.8483   0.1046   5.3851
 A15  H3   H   HCR6  0   0.278  -3.6031   2.3307  -2.4369
 A15  H4   H   HCR6  0   0.274  -4.9115   0.5764  -3.5854
 A15  H5   H   HCR6  0   0.273  -4.5564  -1.7927  -3.0409
 A15  H7   H   HCR6  0   0.268  -3.3352  -3.5426  -1.7542
 A15  H8   H   HCR6  0   0.270  -1.5662  -4.1299  -0.1434
 A15  H9   H   HCR6  0   0.269  -0.1157  -2.3844   0.8149
 A15  H14  H   HCR6  0   0.280   0.5719  -1.2606  -1.9469
 A15  H17  H   HCR6  0   0.281   3.2966   2.8380  -1.6247
 A15  H18  H   HCR6  0   0.271   1.5608   2.4132   0.0377
 A15  H20  H   HCR6  0   0.284  -1.3754   0.5330   2.6479
 A15  H23  H   HCR6  0   0.280   3.2578  -1.0918   3.1282
 A15  H24  H   HCR6  0   0.266   2.3906  -0.5597   0.9075
 A15  HO3  H   HOH1  0   0.472   3.9867   0.6459  -4.2816
 A15  HO4  H   HOH1  0   0.472   1.3536  -0.7254   6.0609

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
 A15  C1   C2   single    1.472  0.020  1.472
 A15  C1   O1   single    1.338  0.020  1.338
 A15  C1   O2   double    1.204  0.020  1.204
 A15  C2   C3   aromatic  1.374  0.020  1.374
 A15  C2   C11  aromatic  1.414  0.020  1.414
 A15  C3   C4   aromatic  1.404  0.020  1.404
 A15  C3   H3   single    0.930  0.020  1.080
 A15  C4   C5   aromatic  1.371  0.020  1.371
 A15  C4   H4   single    0.930  0.020  1.080
 A15  C5   C6   aromatic  1.413  0.020  1.413
 A15  C5   H5   single    0.930  0.020  1.080
 A15  C6   C7   aromatic  1.414  0.020  1.414
 A15  C6   C11  aromatic  1.414  0.020  1.414
 A15  C7   C8   aromatic  1.367  0.020  1.367
 A15  C7   H7   single    0.930  0.020  1.080
 A15  C8   C9   aromatic  1.410  0.020  1.410
 A15  C8   H8   single    0.930  0.020  1.080
 A15  C9   C10  aromatic  1.369  0.020  1.369
 A15  C9   H9   single    0.930  0.020  1.080
 A15  C10  C11  aromatic  1.410  0.020  1.410
 A15  C10  C12  single    1.511  0.020  1.511
 A15  C12  C13  single    1.526  0.020  1.526
 A15  C12  C19  single    1.518  0.020  1.518
 A15  C12  O1   single    1.442  0.020  1.442
 A15  C13  C14  aromatic  1.385  0.020  1.385
 A15  C13  C18  aromatic  1.397  0.020  1.397
 A15  C14  C15  aromatic  1.386  0.020  1.386
 A15  C14  H14  single    0.930  0.020  1.080
 A15  C15  C16  aromatic  1.392  0.020  1.392
 A15  C15  CL1  single    1.734  0.020  1.734
 A15  C16  C17  aromatic  1.395  0.020  1.395
 A15  C16  O3   single    1.337  0.020  1.337
 A15  C17  C18  aromatic  1.379  0.020  1.379
 A15  C17  H17  single    0.930  0.020  1.080
 A15  C18  H18  single    0.930  0.020  1.080
 A15  C19  C20  aromatic  1.391  0.020  1.391
 A15  C19  C24  aromatic  1.389  0.020  1.389
 A15  C20  C21  aromatic  1.381  0.020  1.381
 A15  C20  H20  single    0.930  0.020  1.080
 A15  C21  C22  aromatic  1.397  0.020  1.397
 A15  C21  CL2  single    1.735  0.020  1.735
 A15  C22  C23  aromatic  1.390  0.020  1.390
 A15  C22  O4   single    1.337  0.020  1.337
 A15  C23  C24  aromatic  1.385  0.020  1.385
 A15  C23  H23  single    0.930  0.020  1.080
 A15  C24  H24  single    0.930  0.020  1.080
 A15  O3   HO3  single    0.850  0.020  0.980
 A15  O4   HO4  single    0.850  0.020  0.980

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
 A15  O2   C1   O1   118.42  3.000
 A15  O2   C1   C2   124.35  3.000
 A15  O1   C1   C2   117.03  3.000
 A15  C11  C2   C3   120.36  3.000
 A15  C11  C2   C1   119.01  3.000
 A15  C3   C2   C1   120.23  3.000
 A15  H3   C3   C4   119.61  3.000
 A15  H3   C3   C2   120.22  3.000
 A15  C4   C3   C2   120.15  3.000
 A15  H4   C4   C5   120.13  3.000
 A15  H4   C4   C3   119.50  3.000
 A15  C5   C4   C3   120.35  3.000
 A15  H5   C5   C6   119.00  3.000
 A15  H5   C5   C4   120.10  3.000
 A15  C6   C5   C4   120.90  3.000
 A15  C11  C6   C7   118.86  3.000
 A15  C11  C6   C5   118.62  3.000
 A15  C7   C6   C5   122.52  3.000
 A15  H7   C7   C8   120.59  3.000
 A15  H7   C7   C6   119.20  3.000
 A15  C8   C7   C6   120.21  3.000
 A15  H8   C8   C9   119.15  3.000
 A15  H8   C8   C7   120.25  3.000
 A15  C9   C8   C7   120.58  3.000
 A15  H9   C9   C10  120.33  3.000
 A15  H9   C9   C8   119.09  3.000
 A15  C10  C9   C8   120.56  3.000
 A15  C12  C10  C11  116.90  3.000
 A15  C12  C10  C9   123.10  3.000
 A15  C11  C10  C9   119.67  3.000
 A15  C10  C11  C6   120.00  3.000
 A15  C10  C11  C2   120.50  3.000
 A15  C6   C11  C2   119.49  3.000
 A15  O1   C12  C19  105.07  3.000
 A15  O1   C12  C13  106.71  3.000
 A15  C19  C12  C13  112.14  3.000
 A15  O1   C12  C10  110.27  3.000
 A15  C19  C12  C10  111.22  3.000
 A15  C13  C12  C10  111.16  3.000
 A15  C18  C13  C14  118.34  3.000
 A15  C18  C13  C12  119.02  3.000
 A15  C14  C13  C12  122.63  3.000
 A15  H14  C14  C15  118.60  3.000
 A15  H14  C14  C13  121.07  3.000
 A15  C15  C14  C13  120.34  3.000
 A15  CL1  C15  C16  118.83  3.000
 A15  CL1  C15  C14  119.53  3.000
 A15  C16  C15  C14  121.64  3.000
 A15  O3   C16  C17  118.25  3.000
 A15  O3   C16  C15  124.04  3.000
 A15  C17  C16  C15  117.71  3.000
 A15  H17  C17  C18  120.30  3.000
 A15  H17  C17  C16  118.91  3.000
 A15  C18  C17  C16  120.79  3.000
 A15  H18  C18  C17  118.43  3.000
 A15  H18  C18  C13  120.39  3.000
 A15  C17  C18  C13  121.18  3.000
 A15  C24  C19  C20  118.56  3.000
 A15  C24  C19  C12  122.32  3.000
 A15  C20  C19  C12  119.04  3.000
 A15  H20  C20  C21  118.88  3.000
 A15  H20  C20  C19  120.92  3.000
 A15  C21  C20  C19  120.20  3.000
 A15  CL2  C21  C22  118.62  3.000
 A15  CL2  C21  C20  119.73  3.000
 A15  C22  C21  C20  121.64  3.000
 A15  O4   C22  C23  118.57  3.000
 A15  O4   C22  C21  123.70  3.000
 A15  C23  C22  C21  117.73  3.000
 A15  H23  C23  C24  120.16  3.000
 A15  H23  C23  C22  119.06  3.000
 A15  C24  C23  C22  120.79  3.000
 A15  H24  C24  C23  118.37  3.000
 A15  H24  C24  C19  120.55  3.000
 A15  C23  C24  C19  121.08  3.000
 A15  C12  O1   C1   121.62  3.000
 A15  HO3  O3   C16  111.62  3.000
 A15  HO4  O4   C22  111.42  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
 A15  CONST_01  C5   C4   C3   C2     0.00   0.0  0
 A15  CONST_02  C5   C6   C11  C2     0.00   0.0  0
 A15  CONST_03  C7   C6   C11  C2   180.00   0.0  0
 A15  CONST_04  C9   C10  C11  C2   180.00   0.0  0
 A15  CONST_05  C6   C11  C2   C3     0.00   0.0  0
 A15  CONST_06  C10  C11  C2   C3   180.00   0.0  0
 A15  CONST_07  C6   C5   C4   C3     0.00   0.0  0
 A15  CONST_08  C11  C2   C3   C4     0.00   0.0  0
 A15  CONST_09  C7   C6   C5   C4   180.00   0.0  0
 A15  CONST_10  C11  C6   C5   C4     0.00   0.0  0
 A15  CONST_11  C8   C7   C6   C5   180.00   0.0  0
 A15  CONST_12  C10  C11  C6   C5   180.00   0.0  0
 A15  CONST_13  C9   C8   C7   C6     0.00   0.0  0
 A15  CONST_14  C9   C10  C11  C6     0.00   0.0  0
 A15  CONST_15  C10  C11  C6   C7     0.00   0.0  0
 A15  CONST_16  C10  C9   C8   C7     0.00   0.0  0
 A15  CONST_17  C11  C6   C7   C8     0.00   0.0  0
 A15  CONST_18  C11  C10  C9   C8     0.00   0.0  0
 A15  CONST_19  C16  C15  C14  C13    0.00   0.0  0
 A15  CONST_20  C16  C17  C18  C13    0.00   0.0  0
 A15  CONST_21  C17  C18  C13  C14    0.00   0.0  0
 A15  CONST_22  C17  C16  C15  C14    0.00   0.0  0
 A15  CONST_23  C18  C13  C14  C15    0.00   0.0  0
 A15  CONST_24  C18  C17  C16  C15    0.00   0.0  0
 A15  CONST_25  C22  C21  C20  C19    0.00   0.0  0
 A15  CONST_26  C22  C23  C24  C19    0.00   0.0  0
 A15  CONST_27  C23  C24  C19  C20    0.00   0.0  0
 A15  CONST_28  C23  C22  C21  C20    0.00   0.0  0
 A15  CONST_29  C24  C19  C20  C21    0.00   0.0  0
 A15  CONST_30  C24  C23  C22  C21    0.00   0.0  0
 A15  CONST_31  C15  C14  C13  C12  180.00   0.0  0
 A15  CONST_32  C17  C18  C13  C12  180.00   0.0  0
 A15  CONST_33  C21  C20  C19  C12  180.00   0.0  0
 A15  CONST_34  C23  C24  C19  C12  180.00   0.0  0
 A15  CONST_35  CL1  C15  C14  C13  180.00   0.0  0
 A15  CONST_36  O3   C16  C15  C14  180.00   0.0  0
 A15  CONST_37  CL1  C15  C16  C17  180.00   0.0  0
 A15  CONST_38  O3   C16  C17  C18  180.00   0.0  0
 A15  CONST_39  CL2  C21  C20  C19  180.00   0.0  0
 A15  CONST_40  O4   C22  C21  C20  180.00   0.0  0
 A15  CONST_41  CL2  C21  C22  C23  180.00   0.0  0
 A15  CONST_42  O4   C22  C23  C24  180.00   0.0  0
 A15  CONST_43  H3   C3   C2   C1     0.00   0.0  0
 A15  CONST_44  H4   C4   C3   C2   180.00   0.0  0
 A15  CONST_45  H5   C5   C4   C3   180.00   0.0  0
 A15  CONST_46  H7   C7   C6   C5     0.00   0.0  0
 A15  CONST_47  H8   C8   C7   C6   180.00   0.0  0
 A15  CONST_48  H9   C9   C8   C7   180.00   0.0  0
 A15  CONST_49  H14  C14  C13  C12    0.00   0.0  0
 A15  CONST_50  H18  C18  C13  C12    0.00   0.0  0
 A15  CONST_51  H20  C20  C19  C12    0.00   0.0  0
 A15  CONST_52  H24  C24  C19  C12    0.00   0.0  0
 A15  CONST_53  H17  C17  C18  C13  180.00   0.0  0
 A15  CONST_54  H23  C23  C24  C19  180.00   0.0  0
 A15  Var_01    C10  C12  O1   C1   -45.30  30.0  1
 A15  Var_02    O1   C1   C2   C3   176.46  30.0  1
 A15  Var_03    C14  C13  C12  C10  -14.18  30.0  2
 A15  Var_04    C20  C19  C12  C10  -73.08  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
 A15  plan-1  C12  0.020
 A15  plan-1  C13  0.020
 A15  plan-1  C14  0.020
 A15  plan-1  C15  0.020
 A15  plan-1  C16  0.020
 A15  plan-1  C17  0.020
 A15  plan-1  C18  0.020
 A15  plan-1  O3   0.020
 A15  plan-1  CL1  0.020
 A15  plan-1  H14  0.020
 A15  plan-1  H17  0.020
 A15  plan-1  H18  0.020
 A15  plan-2  C12  0.020
 A15  plan-2  C19  0.020
 A15  plan-2  C20  0.020
 A15  plan-2  C21  0.020
 A15  plan-2  C22  0.020
 A15  plan-2  C23  0.020
 A15  plan-2  C24  0.020
 A15  plan-2  O4   0.020
 A15  plan-2  CL2  0.020
 A15  plan-2  H20  0.020
 A15  plan-2  H23  0.020
 A15  plan-2  H24  0.020
 A15  plan-3  C1   0.020
 A15  plan-3  C2   0.020
 A15  plan-3  C3   0.020
 A15  plan-3  C4   0.020
 A15  plan-3  C5   0.020
 A15  plan-3  C6   0.020
 A15  plan-3  C7   0.020
 A15  plan-3  C8   0.020
 A15  plan-3  C9   0.020
 A15  plan-3  C10  0.020
 A15  plan-3  C11  0.020
 A15  plan-3  C12  0.020
 A15  plan-3  H3   0.020
 A15  plan-3  H4   0.020
 A15  plan-3  H5   0.020
 A15  plan-3  H7   0.020
 A15  plan-3  H8   0.020
 A15  plan-3  H9   0.020
 A15  plan-4  C1   0.020
 A15  plan-4  C2   0.020
 A15  plan-4  O1   0.020
 A15  plan-4  O2   0.020

