# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 21:00:12 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: (5Z)-3-(4-chlorophenyl)-4-hydroxy-5-(naphthalen-1-ylmethylidene)furan-2(5H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC/1=C(C(=O)OC/1=C/c2cccc3ccccc23)c4ccc(Cl)cc4
#
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
 973  973  (5Z)-3-(4-chlorophenyl)-4-hydroxy-5-(naphthalen-1-ylmethylidene)furan-2(5H)-one  ligand  38  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_973
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
 973  C1   C   CR16  0  -0.259   6.6875  -1.7072   0.7168
 973  C2   C   CR16  0  -0.246   5.4698  -2.4056   0.6036
 973  C3   C   CR16  0  -0.331   4.3206  -1.7516   0.2471
 973  C4   C   CR66  0   0.098   4.3267  -0.3632  -0.0265
 973  C5   C   CR66  0   0.114   5.5547   0.3399   0.1007
 973  C6   C   CR16  0  -0.305   6.7246  -0.3622   0.4736
 973  C7   C   CR16  0  -0.319   5.5902   1.7323  -0.1400
 973  C8   C   CR16  0  -0.243   4.4544   2.4035  -0.4970
 973  C9   C   CR16  0  -0.316   3.2364   1.7156  -0.6316
 973  C10  C   CR6   0   0.118   3.1514   0.3586  -0.4061
 973  C11  C   C1    0  -0.452   1.8939  -0.3589  -0.5981
 973  C12  C   CR5   0   0.378   0.6703   0.0725  -0.2817
 973  C13  C   CR5   0   0.275  -0.6103  -0.5929  -0.4794
 973  C14  C   CR5   0  -0.234  -1.5914   0.2039   0.0131
 973  C15  C   CR5   0   0.527  -0.9315   1.3920   0.5304
 973  O1   O   O     0  -0.404  -1.3725   2.3798   1.0493
 973  O2   O   O     0  -0.477   0.4184   1.2628   0.3311
 973  C16  C   CR6   0   0.137  -3.0329  -0.0233   0.0536
 973  C17  C   CR16  0  -0.312  -3.7895   0.3845   1.1544
 973  C18  C   CR16  0  -0.193  -5.1571   0.1692   1.2013
 973  C19  C   CR6   0  -0.054  -5.7817  -0.4615   0.1370
 973  C20  C   CR16  0  -0.192  -5.0570  -0.8753  -0.9693
 973  C21  C   CR16  0  -0.318  -3.6901  -0.6529  -1.0058
 973  CL1  CL  CL    0  -0.126  -7.4912  -0.7349   0.1901
 973  O3   O   OH1   0  -0.570  -0.7825  -1.7756  -1.0287
 973  H1   H   HCR6  0   0.262   7.5875  -2.2357   1.0015
 973  H2   H   HCR6  0   0.264   5.4404  -3.4683   0.8052
 973  H3   H   HCR6  0   0.250   3.3990  -2.3157   0.1911
 973  H6   H   HCR6  0   0.260   7.6535   0.1876   0.5665
 973  H7   H   HCR6  0   0.262   6.5313   2.2592  -0.0405
 973  H8   H   HCR6  0   0.265   4.4855   3.4677  -0.6880
 973  H9   H   HCR6  0   0.264   2.3648   2.2681  -0.9531
 973  H11  H   H     0   0.282   1.9581  -1.3455  -1.0429
 973  H17  H   HCR6  0   0.265  -3.3134   0.8624   1.9990
 973  H18  H   HCR6  0   0.283  -5.7260   0.4889   2.0635
 973  H20  H   HCR6  0   0.283  -5.5488  -1.3593  -1.8018
 973  H21  H   HCR6  0   0.265  -3.1413  -0.9647  -1.8838
 973  HO3  H   HOH1  0   0.501   0.0459  -2.1835  -1.3095

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
 973  C1   C2   aromatic  1.408  0.020  1.408
 973  C1   C6   aromatic  1.367  0.020  1.367
 973  C1   H1   single    0.930  0.020  1.080
 973  C2   C3   aromatic  1.369  0.020  1.369
 973  C2   H2   single    0.930  0.020  1.080
 973  C3   C4   aromatic  1.415  0.020  1.415
 973  C3   H3   single    0.930  0.020  1.080
 973  C4   C10  aromatic  1.430  0.020  1.430
 973  C4   C5   aromatic  1.421  0.020  1.421
 973  C5   C7   aromatic  1.413  0.020  1.413
 973  C5   C6   aromatic  1.414  0.020  1.414
 973  C6   H6   single    0.930  0.020  1.080
 973  C7   C8   aromatic  1.367  0.020  1.367
 973  C7   H7   single    0.930  0.020  1.080
 973  C8   C9   aromatic  1.405  0.020  1.405
 973  C8   H8   single    0.930  0.020  1.080
 973  C9   C10  aromatic  1.378  0.020  1.378
 973  C9   H9   single    0.930  0.020  1.080
 973  C10  C11  single    1.460  0.020  1.460
 973  C11  C12  double    1.335  0.020  1.335
 973  C11  H11  single    0.930  0.020  1.080
 973  C12  C13  single    1.457  0.020  1.457
 973  C12  O2   single    1.362  0.020  1.362
 973  C13  O3   single    1.315  0.020  1.315
 973  C13  C14  double    1.357  0.020  1.357
 973  C14  C16  single    1.460  0.020  1.460
 973  C14  C15  single    1.454  0.020  1.454
 973  C15  O2   single    1.371  0.020  1.371
 973  C15  O1   double    1.200  0.020  1.200
 973  C16  C17  aromatic  1.397  0.020  1.397
 973  C16  C21  aromatic  1.397  0.020  1.397
 973  C17  C18  aromatic  1.385  0.020  1.385
 973  C17  H17  single    0.930  0.020  1.080
 973  C18  C19  aromatic  1.386  0.020  1.386
 973  C18  H18  single    0.930  0.020  1.080
 973  C19  CL1  single    1.732  0.020  1.732
 973  C19  C20  aromatic  1.386  0.020  1.386
 973  C20  C21  aromatic  1.385  0.020  1.385
 973  C20  H20  single    0.930  0.020  1.080
 973  C21  H21  single    0.930  0.020  1.080
 973  O3   HO3  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
 973  H1   C1   C6   120.32  3.000
 973  H1   C1   C2   119.88  3.000
 973  C6   C1   C2   119.80  3.000
 973  H2   C2   C3   119.65  3.000
 973  H2   C2   C1   119.71  3.000
 973  C3   C2   C1   120.64  3.000
 973  H3   C3   C4   120.34  3.000
 973  H3   C3   C2   118.63  3.000
 973  C4   C3   C2   121.02  3.000
 973  C10  C4   C5   118.96  3.000
 973  C5   C4   C3   118.16  3.000
 973  C10  C4   C3   122.88  3.000
 973  C7   C5   C6   120.87  3.000
 973  C6   C5   C4   119.52  3.000
 973  C7   C5   C4   119.60  3.000
 973  H6   C6   C5   118.67  3.000
 973  H6   C6   C1   120.48  3.000
 973  C5   C6   C1   120.85  3.000
 973  H7   C7   C8   120.47  3.000
 973  H7   C7   C5   119.04  3.000
 973  C8   C7   C5   120.49  3.000
 973  H8   C8   C9   119.31  3.000
 973  H8   C8   C7   120.36  3.000
 973  C9   C8   C7   120.33  3.000
 973  H9   C9   C10  120.14  3.000
 973  H9   C9   C8   118.50  3.000
 973  C10  C9   C8   121.32  3.000
 973  C11  C10  C9   121.02  3.000
 973  C11  C10  C4   119.63  3.000
 973  C9   C10  C4   119.31  3.000
 973  H11  C11  C12  116.45  3.000
 973  H11  C11  C10  116.75  3.000
 973  C12  C11  C10  126.81  3.000
 973  O2   C12  C13  107.31  3.000
 973  O2   C12  C11  123.94  3.000
 973  C13  C12  C11  128.74  3.000
 973  O3   C13  C14  125.81  3.000
 973  C14  C13  C12  108.56  3.000
 973  O3   C13  C12  125.63  3.000
 973  C16  C14  C15  124.43  3.000
 973  C15  C14  C13  106.31  3.000
 973  C16  C14  C13  129.26  3.000
 973  O2   C15  O1   120.16  3.000
 973  O1   C15  C14  131.28  3.000
 973  O2   C15  C14  108.56  3.000
 973  C15  O2   C12  109.26  3.000
 973  C21  C16  C17  118.33  3.000
 973  C21  C16  C14  120.92  3.000
 973  C17  C16  C14  120.75  3.000
 973  H17  C17  C18  118.50  3.000
 973  H17  C17  C16  120.43  3.000
 973  C18  C17  C16  121.07  3.000
 973  H18  C18  C19  120.65  3.000
 973  H18  C18  C17  120.03  3.000
 973  C19  C18  C17  119.32  3.000
 973  CL1  C19  C20  119.57  3.000
 973  C20  C19  C18  120.89  3.000
 973  CL1  C19  C18  119.54  3.000
 973  H20  C20  C21  120.03  3.000
 973  H20  C20  C19  120.69  3.000
 973  C21  C20  C19  119.28  3.000
 973  H21  C21  C20  118.41  3.000
 973  H21  C21  C16  120.47  3.000
 973  C20  C21  C16  121.11  3.000
 973  HO3  O3   C13  112.90  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
 973  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 973  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 973  CONST_03  C7   C5   C6   C1   180.00   0.0  0
 973  CONST_04  C5   C6   C1   C2     0.00   0.0  0
 973  CONST_05  C10  C4   C3   C2   180.00   0.0  0
 973  CONST_06  C5   C4   C3   C2     0.00   0.0  0
 973  CONST_07  C6   C1   C2   C3     0.00   0.0  0
 973  CONST_08  C9   C10  C4   C3   180.00   0.0  0
 973  CONST_09  C7   C5   C4   C3   180.00   0.0  0
 973  CONST_10  C6   C5   C4   C3     0.00   0.0  0
 973  CONST_11  C8   C9   C10  C4     0.00   0.0  0
 973  CONST_12  C8   C7   C5   C4     0.00   0.0  0
 973  CONST_13  C9   C10  C4   C5     0.00   0.0  0
 973  CONST_14  C9   C8   C7   C5     0.00   0.0  0
 973  CONST_15  C10  C4   C5   C6   180.00   0.0  0
 973  CONST_16  C8   C7   C5   C6   180.00   0.0  0
 973  CONST_17  C10  C4   C5   C7     0.00   0.0  0
 973  CONST_18  C10  C9   C8   C7     0.00   0.0  0
 973  CONST_19  C19  C18  C17  C16    0.00   0.0  0
 973  CONST_20  C19  C20  C21  C16    0.00   0.0  0
 973  CONST_21  C20  C21  C16  C17    0.00   0.0  0
 973  CONST_22  C20  C19  C18  C17    0.00   0.0  0
 973  CONST_23  C21  C16  C17  C18    0.00   0.0  0
 973  CONST_24  C21  C20  C19  C18    0.00   0.0  0
 973  CONST_25  C18  C17  C16  C14  180.00   0.0  0
 973  CONST_26  C20  C21  C16  C14  180.00   0.0  0
 973  CONST_27  C11  C10  C4   C3     0.00   0.0  0
 973  CONST_28  C11  C10  C4   C5   180.00   0.0  0
 973  CONST_29  C11  C10  C9   C8   180.00   0.0  0
 973  CONST_30  CL1  C19  C18  C17  180.00   0.0  0
 973  CONST_31  CL1  C19  C20  C21  180.00   0.0  0
 973  CONST_32  H3   C3   C2   C1   180.00   0.0  0
 973  CONST_33  H6   C6   C1   C2   180.00   0.0  0
 973  CONST_34  H1   C1   C2   C3   180.00   0.0  0
 973  CONST_35  H2   C2   C3   C4   180.00   0.0  0
 973  CONST_36  H9   C9   C10  C4   180.00   0.0  0
 973  CONST_37  H7   C7   C5   C4   180.00   0.0  0
 973  CONST_38  H8   C8   C7   C5   180.00   0.0  0
 973  CONST_39  H17  C17  C16  C14    0.00   0.0  0
 973  CONST_40  H21  C21  C16  C14    0.00   0.0  0
 973  CONST_41  H18  C18  C17  C16  180.00   0.0  0
 973  CONST_42  H20  C20  C21  C16  180.00   0.0  0
 973  Var_01    C17  C16  C14  C13  142.22  30.0  2
 973  Var_02    C12  C11  C10  C4   143.12  30.0  2
 973  Var_03    C13  C12  C11  C10  178.57  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
 973  plan-1  C11  0.020
 973  plan-1  C12  0.020
 973  plan-1  C13  0.020
 973  plan-1  C14  0.020
 973  plan-1  C15  0.020
 973  plan-1  O1   0.020
 973  plan-1  O2   0.020
 973  plan-1  C16  0.020
 973  plan-1  O3   0.020
 973  plan-2  C14  0.020
 973  plan-2  C16  0.020
 973  plan-2  C17  0.020
 973  plan-2  C18  0.020
 973  plan-2  C19  0.020
 973  plan-2  C20  0.020
 973  plan-2  C21  0.020
 973  plan-2  CL1  0.020
 973  plan-2  H17  0.020
 973  plan-2  H18  0.020
 973  plan-2  H20  0.020
 973  plan-2  H21  0.020
 973  plan-3  C1   0.020
 973  plan-3  C2   0.020
 973  plan-3  C3   0.020
 973  plan-3  C4   0.020
 973  plan-3  C5   0.020
 973  plan-3  C6   0.020
 973  plan-3  C7   0.020
 973  plan-3  C8   0.020
 973  plan-3  C9   0.020
 973  plan-3  C10  0.020
 973  plan-3  C11  0.020
 973  plan-3  H1   0.020
 973  plan-3  H2   0.020
 973  plan-3  H3   0.020
 973  plan-3  H6   0.020
 973  plan-3  H7   0.020
 973  plan-3  H8   0.020
 973  plan-3  H9   0.020

