# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 18:30:27 2020
#   Inital geometry file: a 52 line input string
#   Ligand name: (3-chloro-4-fluorophenoxy)acetaldehyde
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(OCC=O)cc1Cl
#
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
 DUG  DUG  (3-chloro-4-fluorophenoxy)acetaldehyde  ligand  18  12  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DUG
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
 DUG  F    F   F     0  -0.294  -3.1596   1.4079  -0.1023
 DUG  C02  C   CR6   0   0.597  -1.9015   0.9670  -0.0349
 DUG  C03  C   CR6   0  -0.203  -1.6599  -0.3968   0.0482
 DUG  CL   CL  CL    0  -0.079  -2.9888  -1.4884   0.0610
 DUG  C05  C   CR16  0  -0.286  -0.3641  -0.8668   0.1209
 DUG  C06  C   CR6   0   0.401   0.7033   0.0309   0.1114
 DUG  O07  O   O2    0  -0.473   1.9297  -0.5204   0.1859
 DUG  C08  C   CH2   0  -0.265   3.0581   0.3154   0.1819
 DUG  C09  C   C1    0   0.172   4.2722  -0.5757   0.2630
 DUG  O10  O   O     0  -0.354   5.3888  -0.1595   0.1237
 DUG  C11  C   CR16  0  -0.341   0.4552   1.3965   0.0279
 DUG  C12  C   CR16  0  -0.382  -0.8535   1.8572  -0.0452
 DUG  H1   H   HCR6  0   0.276  -0.1740  -1.9296   0.1851
 DUG  H2   H   HCH2  0   0.255   3.1213   0.9290  -0.7242
 DUG  H3   H   HCH2  0   0.256   3.0701   0.9941   1.0451
 DUG  H4   H   H     0   0.193   4.0609  -1.6385   0.4751
 DUG  H5   H   HCR6  0   0.264   1.2569   2.1207   0.0172
 DUG  H6   H   HCR6  0   0.263  -1.0555   2.9179  -0.1096

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
 DUG  F    C02  single    1.335  0.020  1.335
 DUG  C02  C12  aromatic  1.375  0.020  1.375
 DUG  C02  C03  aromatic  1.388  0.020  1.388
 DUG  C12  C11  aromatic  1.389  0.020  1.389
 DUG  CL   C03  single    1.720  0.020  1.720
 DUG  C03  C05  aromatic  1.380  0.020  1.380
 DUG  C11  C06  aromatic  1.391  0.020  1.391
 DUG  C05  C06  aromatic  1.395  0.020  1.395
 DUG  C06  O07  single    1.347  0.020  1.347
 DUG  O07  C08  single    1.404  0.020  1.404
 DUG  C08  C09  single    1.508  0.020  1.508
 DUG  C09  O10  double    1.200  0.020  1.200
 DUG  C05  H1   single    0.930  0.020  1.080
 DUG  C08  H2   single    0.970  0.020  1.090
 DUG  C08  H3   single    0.970  0.020  1.090
 DUG  C09  H4   single    0.930  0.020  1.080
 DUG  C11  H5   single    0.930  0.020  1.080
 DUG  C12  H6   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
 DUG  C12  C02  C03  120.27  3.000
 DUG  C03  C02  F    119.46  3.000
 DUG  C12  C02  F    120.27  3.000
 DUG  C05  C03  CL   120.59  3.000
 DUG  C05  C03  C02  120.09  3.000
 DUG  CL   C03  C02  119.33  3.000
 DUG  H1   C05  C06  119.89  3.000
 DUG  H1   C05  C03  120.18  3.000
 DUG  C06  C05  C03  119.93  3.000
 DUG  C11  C06  O07  124.60  3.000
 DUG  O07  C06  C05  115.67  3.000
 DUG  C11  C06  C05  119.73  3.000
 DUG  C08  O07  C06  119.21  3.000
 DUG  H3   C08  H2   107.64  3.000
 DUG  H3   C08  C09  108.30  3.000
 DUG  H2   C08  C09  109.20  3.000
 DUG  H3   C08  O07  111.98  3.000
 DUG  H2   C08  O07  112.45  3.000
 DUG  C09  C08  O07  107.17  3.000
 DUG  H4   C09  O10  122.30  3.000
 DUG  H4   C09  C08  115.15  3.000
 DUG  O10  C09  C08  122.55  3.000
 DUG  H5   C11  C12  118.44  3.000
 DUG  H5   C11  C06  121.77  3.000
 DUG  C12  C11  C06  119.79  3.000
 DUG  H6   C12  C11  120.28  3.000
 DUG  H6   C12  C02  119.54  3.000
 DUG  C11  C12  C02  120.19  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
 DUG  CONST_01  C06  C11  C12  C02     0.00   0.0  0
 DUG  CONST_02  C06  C05  C03  C02     0.00   0.0  0
 DUG  CONST_03  C11  C12  C02  C03     0.00   0.0  0
 DUG  CONST_04  C11  C06  C05  C03     0.00   0.0  0
 DUG  CONST_05  C12  C02  C03  C05     0.00   0.0  0
 DUG  CONST_06  C12  C11  C06  C05     0.00   0.0  0
 DUG  CONST_07  C11  C12  C02  F     180.00   0.0  0
 DUG  CONST_08  C05  C03  C02  F     180.00   0.0  0
 DUG  CONST_09  O07  C06  C05  C03   180.00   0.0  0
 DUG  CONST_10  C12  C02  C03  CL    180.00   0.0  0
 DUG  CONST_11  C06  C05  C03  CL    180.00   0.0  0
 DUG  CONST_12  C12  C11  C06  O07   180.00   0.0  0
 DUG  CONST_13  H5   C11  C12  C02   180.00   0.0  0
 DUG  CONST_14  H1   C05  C03  C02   180.00   0.0  0
 DUG  CONST_15  H6   C12  C02  C03   180.00   0.0  0
 DUG  Var_01    C11  C06  O07  C08     0.03  30.0  3
 DUG  Var_02    C09  C08  O07  C06  -179.55  30.0  3
 DUG  Var_03    O10  C09  C08  O07   171.20  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
 DUG  plan-1  F    0.020
 DUG  plan-1  C02  0.020
 DUG  plan-1  C03  0.020
 DUG  plan-1  CL   0.020
 DUG  plan-1  C05  0.020
 DUG  plan-1  C06  0.020
 DUG  plan-1  O07  0.020
 DUG  plan-1  C11  0.020
 DUG  plan-1  C12  0.020
 DUG  plan-1  H1   0.020
 DUG  plan-1  H5   0.020
 DUG  plan-1  H6   0.020
 DUG  plan-2  C08  0.020
 DUG  plan-2  C09  0.020
 DUG  plan-2  O10  0.020
 DUG  plan-2  H4   0.020

