# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 04:27:24 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: (2Z)-2-hydroxy-4-(naphthalen-2-yl)-4-oxobut-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)\C(O)=C\C(=O)c1ccc2ccccc2c1
#
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
 C0V  C0V  '(2Z)-2-hydroxy-4-(naphthalen-2-yl)-4-oxobut-2-enoic acid'  ligand  27  18  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C0V
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
 C0V  C10  C  CR16   0  -0.250  -0.6572   1.2310  -0.2992
 C0V  C13  C  CR16   0  -0.275  -4.3673   1.4136  -0.0679
 C0V  C15  C  CR16   0  -0.191  -5.2265  -0.8281   0.1789
 C0V  C17  C  CR66   0   0.110  -2.8409  -0.4928  -0.0197
 C0V  C02  C  C      0   0.368   4.5214   0.6182   0.3623
 C0V  C04  C  C      0   0.227   3.3525  -0.3196   0.0102
 C0V  C06  C  C1     0  -0.489   2.0588   0.0735   0.0480
 C0V  C09  C  CR6    0  -0.072  -0.4399  -0.1663  -0.2038
 C0V  C11  C  CR16   0  -0.240  -1.9214   1.7488  -0.2659
 C0V  C12  C  CR66   0   0.033  -3.0479   0.9073  -0.1188
 C0V  C14  C  CR16   0  -0.278  -5.4313   0.5654   0.0776
 C0V  C16  C  CR16   0  -0.331  -3.9615  -1.3452   0.1306
 C0V  C18  C  CR16   0  -0.307  -1.5261  -0.9996  -0.0771
 C0V  O01  O  O      0  -0.556   4.2805   1.7729   0.7122
 C0V  O03  O  OC    -1  -0.697   5.6259   0.0416   0.2375
 C0V  O05  O  OH1    0  -0.525   3.7735  -1.5185  -0.3280
 C0V  O08  O  O      0  -0.393   1.0358  -1.9689  -0.5254
 C0V  H1   H  HCR6   0   0.232   0.1767   1.9080  -0.4231
 C0V  H2   H  HCR6   0   0.260  -4.5225   2.4829  -0.1448
 C0V  H3   H  HCR6   0   0.267  -6.0776  -1.4860   0.2947
 C0V  H4   H  H      0   0.287   1.8918   1.0950   0.3525
 C0V  H6   H  HCR6   0   0.261  -2.0703   2.8183  -0.3526
 C0V  H7   H  HCR6   0   0.224  -6.4383   0.9602   0.1160
 C0V  H8   H  HCR6   0   0.236  -3.8027  -2.4141   0.2067
 C0V  H9   H  HCR6   0   0.265  -1.3818  -2.0710  -0.0083
 C0V  H5   H  HOH1   0   0.457   4.7557  -1.4239  -0.2497
 C0V  C07  C  C      0   0.378   0.9273  -0.7793  -0.2549

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
 C0V  C16  C15  aromatic  1.367  0.020  1.367
 C0V  C16  C17  aromatic  1.416  0.020  1.416
 C0V  C15  C14  aromatic  1.412  0.020  1.412
 C0V  O08  C07  double    1.225  0.020  1.225
 C0V  C18  C17  aromatic  1.410  0.020  1.410
 C0V  C18  C09  aromatic  1.375  0.020  1.375
 C0V  C17  C12  aromatic  1.419  0.020  1.419
 C0V  C14  C13  aromatic  1.368  0.020  1.368
 C0V  O05  C04  single    1.315  0.020  1.315
 C0V  C07  C09  single    1.499  0.020  1.499
 C0V  C07  C06  single    1.449  0.020  1.449
 C0V  C09  C10  aromatic  1.417  0.020  1.417
 C0V  C12  C13  aromatic  1.414  0.020  1.414
 C0V  C12  C11  aromatic  1.414  0.020  1.414
 C0V  C04  C06  double    1.353  0.020  1.353
 C0V  C04  C02  single    1.539  0.020  1.539
 C0V  C10  C11  aromatic  1.366  0.020  1.366
 C0V  O01  C02  deloc     1.230  0.020  1.230
 C0V  C02  O03  deloc     1.252  0.020  1.252
 C0V  C10  H1   single    0.930  0.020  1.080
 C0V  C13  H2   single    0.930  0.020  1.080
 C0V  C15  H3   single    0.930  0.020  1.080
 C0V  C06  H4   single    0.930  0.020  1.080
 C0V  C11  H6   single    0.930  0.020  1.080
 C0V  C14  H7   single    0.930  0.020  1.080
 C0V  C16  H8   single    0.930  0.020  1.080
 C0V  C18  H9   single    0.930  0.020  1.080
 C0V  O05  H5   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
 C0V  H1   C10  C11  118.62  3.000
 C0V  H1   C10  C09  120.45  3.000
 C0V  C11  C10  C09  120.92  3.000
 C0V  H2   C13  C14  120.53  3.000
 C0V  H2   C13  C12  118.98  3.000
 C0V  C14  C13  C12  120.49  3.000
 C0V  H3   C15  C16  120.10  3.000
 C0V  H3   C15  C14  119.58  3.000
 C0V  C16  C15  C14  120.32  3.000
 C0V  C18  C17  C16  121.72  3.000
 C0V  C18  C17  C12  119.20  3.000
 C0V  C16  C17  C12  119.08  3.000
 C0V  O03  C02  O01  129.29  3.000
 C0V  O03  C02  C04  111.49  3.000
 C0V  O01  C02  C04  119.22  3.000
 C0V  O05  C04  C06  125.34  3.000
 C0V  C06  C04  C02  122.87  3.000
 C0V  O05  C04  C02  111.79  3.000
 C0V  H4   C06  C07  119.70  3.000
 C0V  H4   C06  C04  115.54  3.000
 C0V  C07  C06  C04  124.75  3.000
 C0V  C18  C09  C07  118.41  3.000
 C0V  C07  C09  C10  122.72  3.000
 C0V  C18  C09  C10  118.86  3.000
 C0V  H6   C11  C12  119.10  3.000
 C0V  H6   C11  C10  119.96  3.000
 C0V  C12  C11  C10  120.94  3.000
 C0V  C11  C12  C17  118.58  3.000
 C0V  C11  C12  C13  122.28  3.000
 C0V  C17  C12  C13  119.14  3.000
 C0V  H7   C14  C15  119.50  3.000
 C0V  H7   C14  C13  120.07  3.000
 C0V  C15  C14  C13  120.43  3.000
 C0V  H8   C16  C17  119.04  3.000
 C0V  H8   C16  C15  120.42  3.000
 C0V  C17  C16  C15  120.54  3.000
 C0V  H9   C18  C09  120.01  3.000
 C0V  H9   C18  C17  118.50  3.000
 C0V  C09  C18  C17  121.50  3.000
 C0V  H5   O05  C04  102.13  3.000
 C0V  O08  C07  C09  119.04  3.000
 C0V  C09  C07  C06  117.67  3.000
 C0V  O08  C07  C06  123.28  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
 C0V  CONST_01  C17  C18  C09  C10     0.00   0.0  0
 C0V  CONST_02  C17  C12  C11  C10     0.00   0.0  0
 C0V  CONST_03  C13  C12  C11  C10   180.00   0.0  0
 C0V  CONST_04  C16  C15  C14  C13     0.00   0.0  0
 C0V  CONST_05  C16  C17  C12  C13     0.00   0.0  0
 C0V  CONST_06  C18  C17  C12  C13   180.00   0.0  0
 C0V  CONST_07  C18  C17  C16  C15   180.00   0.0  0
 C0V  CONST_08  C12  C17  C16  C15     0.00   0.0  0
 C0V  CONST_09  C12  C13  C14  C15     0.00   0.0  0
 C0V  CONST_10  C14  C15  C16  C17     0.00   0.0  0
 C0V  CONST_11  C14  C13  C12  C17     0.00   0.0  0
 C0V  CONST_12  C16  C17  C18  C09   180.00   0.0  0
 C0V  CONST_13  C12  C17  C18  C09     0.00   0.0  0
 C0V  CONST_14  C12  C11  C10  C09     0.00   0.0  0
 C0V  CONST_15  C16  C17  C12  C11   180.00   0.0  0
 C0V  CONST_16  C18  C17  C12  C11     0.00   0.0  0
 C0V  CONST_17  C14  C13  C12  C11   180.00   0.0  0
 C0V  CONST_18  C18  C09  C10  C11     0.00   0.0  0
 C0V  CONST_19  C07  C09  C18  C17   180.00   0.0  0
 C0V  CONST_20  C11  C10  C09  C07   180.00   0.0  0
 C0V  CONST_21  H9   C18  C09  C10   180.00   0.0  0
 C0V  CONST_22  H3   C15  C14  C13   180.00   0.0  0
 C0V  CONST_23  H6   C11  C12  C13     0.00   0.0  0
 C0V  CONST_24  H2   C13  C14  C15   180.00   0.0  0
 C0V  CONST_25  H8   C16  C17  C12   180.00   0.0  0
 C0V  CONST_26  H7   C14  C13  C12   180.00   0.0  0
 C0V  CONST_27  H1   C10  C11  C12   180.00   0.0  0
 C0V  Var_01    O08  C07  C09  C10  -160.62  30.0  2
 C0V  Var_02    C09  C07  C06  C04  -178.16  30.0  2
 C0V  Var_03    C07  C06  C04  C02  -179.01   0.0  2
 C0V  Var_04    O01  C02  C04  C06     1.01  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
 C0V  plan-1  C10  0.020
 C0V  plan-1  C13  0.020
 C0V  plan-1  C15  0.020
 C0V  plan-1  C17  0.020
 C0V  plan-1  C09  0.020
 C0V  plan-1  C11  0.020
 C0V  plan-1  C12  0.020
 C0V  plan-1  C14  0.020
 C0V  plan-1  C16  0.020
 C0V  plan-1  C18  0.020
 C0V  plan-1  H1   0.020
 C0V  plan-1  H2   0.020
 C0V  plan-1  H3   0.020
 C0V  plan-1  H6   0.020
 C0V  plan-1  H7   0.020
 C0V  plan-1  H8   0.020
 C0V  plan-1  H9   0.020
 C0V  plan-1  C07  0.020
 C0V  plan-2  C06  0.020
 C0V  plan-2  C09  0.020
 C0V  plan-2  O08  0.020
 C0V  plan-2  C07  0.020
 C0V  plan-3  C02  0.020
 C0V  plan-3  C04  0.020
 C0V  plan-3  O01  0.020
 C0V  plan-3  O03  0.020
 C0V  plan-4  C02  0.020
 C0V  plan-4  C04  0.020
 C0V  plan-4  C06  0.020
 C0V  plan-4  O05  0.020
 C0V  plan-4  H4   0.020
 C0V  plan-4  C07  0.020

