# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 08:35:35 2022
#   Inital geometry file: a 62 line input string
#   Ligand name: (2E)-3-(2,4-dichlorophenyl)-N-hydroxyprop-2-enamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ONC(=O)\C=C\c1ccc(Cl)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
 GB4  GB4  (2E)-3-(2,4-dichlorophenyl)-N-hydroxyprop-2-enamide  ligand  21  14  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GB4
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
 GB4  O12   O   O     0  -0.474  -2.4409   0.6811   4.6677
 GB4  C11   C   C     0   0.542  -2.6742   0.0369   3.6585
 GB4  N13   N   NH1   0  -0.391  -3.9196  -0.2584   3.2345
 GB4  O14   O   OH1   0  -0.539  -4.9867  -0.0061   4.0378
 GB4  C10   C   C1    0  -0.405  -1.6307  -0.4800   2.7428
 GB4  C9    C   C1    0  -0.230  -0.3391  -0.2685   3.0041
 GB4  C1    C   CR6   0   0.227   0.7727  -0.7103   2.1662
 GB4  C6    C   CR6   0  -0.119   2.0697  -0.8429   2.6730
 GB4  CL8   CL  CL    0  -0.106   2.4003  -0.5162   4.3400
 GB4  C5    C   CR16  0  -0.144   3.1325  -1.2546   1.8848
 GB4  C2    C   CR16  0  -0.337   0.5933  -1.0031   0.8103
 GB4  C3    C   CR16  0  -0.178   1.6333  -1.4163   0.0010
 GB4  C4    C   CR6   0  -0.062   2.9011  -1.5388   0.5503
 GB4  CL7   CL  CL    0  -0.104   4.2186  -2.0463  -0.4426
 GB4  HN13  H   HNH1  0   0.418  -4.0965  -0.9165   2.4885
 GB4  HO14  H   HOH1  0   0.480  -5.3660   0.8274   3.7293
 GB4  H10   H   H     0   0.279  -1.9513  -1.0386   1.8704
 GB4  H9    H   H     0   0.270  -0.0873   0.2698   3.9103
 GB4  H5    H   HCR6  0   0.306   4.1223  -1.3527   2.3078
 GB4  H2    H   HCR6  0   0.277  -0.3871  -0.8871   0.3681
 GB4  H3    H   HCR6  0   0.291   1.4601  -1.6299  -1.0443

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
 GB4  O12  C11   double    1.220  0.020  1.220
 GB4  C11  C10   single    1.481  0.020  1.481
 GB4  C11  N13   single    1.348  0.020  1.348
 GB4  N13  O14   single    1.359  0.020  1.359
 GB4  N13  HN13  single    0.860  0.020  1.020
 GB4  O14  HO14  single    0.850  0.020  0.980
 GB4  C10  C9    double    1.335  0.020  1.335
 GB4  C10  H10   single    0.930  0.020  1.080
 GB4  C9   C1    single    1.461  0.020  1.461
 GB4  C9   H9    single    0.930  0.020  1.080
 GB4  C1   C6    aromatic  1.399  0.020  1.399
 GB4  C1   C2    aromatic  1.399  0.020  1.399
 GB4  C6   CL8   single    1.731  0.020  1.731
 GB4  C6   C5    aromatic  1.386  0.020  1.386
 GB4  C5   C4    aromatic  1.384  0.020  1.384
 GB4  C5   H5    single    0.930  0.020  1.080
 GB4  C2   C3    aromatic  1.381  0.020  1.381
 GB4  C2   H2    single    0.930  0.020  1.080
 GB4  C3   C4    aromatic  1.387  0.020  1.387
 GB4  C3   H3    single    0.930  0.020  1.080
 GB4  C4   CL7   single    1.726  0.020  1.726

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
 GB4  C10   C11  N13  112.33  3.000
 GB4  N13   C11  O12  123.54  3.000
 GB4  C10   C11  O12  124.12  3.000
 GB4  HN13  N13  O14  114.83  3.000
 GB4  HN13  N13  C11  122.44  3.000
 GB4  O14   N13  C11  119.91  3.000
 GB4  HO14  O14  N13  106.23  3.000
 GB4  H10   C10  C9   121.69  3.000
 GB4  H10   C10  C11  117.95  3.000
 GB4  C9    C10  C11  120.36  3.000
 GB4  H9    C9   C1   116.94  3.000
 GB4  H9    C9   C10  117.86  3.000
 GB4  C1    C9   C10  125.20  3.000
 GB4  C2    C1   C6   116.77  3.000
 GB4  C2    C1   C9   121.45  3.000
 GB4  C6    C1   C9   121.78  3.000
 GB4  C5    C6   CL8  117.22  3.000
 GB4  C5    C6   C1   122.22  3.000
 GB4  CL8   C6   C1   120.55  3.000
 GB4  H5    C5   C4   120.79  3.000
 GB4  H5    C5   C6   120.44  3.000
 GB4  C4    C5   C6   118.77  3.000
 GB4  H2    C2   C3   118.37  3.000
 GB4  H2    C2   C1   119.34  3.000
 GB4  C3    C2   C1   122.28  3.000
 GB4  H3    C3   C4   120.79  3.000
 GB4  H3    C3   C2   120.35  3.000
 GB4  C4    C3   C2   118.86  3.000
 GB4  CL7   C4   C3   119.72  3.000
 GB4  CL7   C4   C5   119.18  3.000
 GB4  C3    C4   C5   121.10  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
 GB4  CONST_01  C4    C5   C6   C1      0.00   0.0  0
 GB4  CONST_02  C4    C3   C2   C1      0.00   0.0  0
 GB4  CONST_03  C3    C2   C1   C6      0.00   0.0  0
 GB4  CONST_04  C3    C4   C5   C6      0.00   0.0  0
 GB4  CONST_05  C2    C1   C6   C5      0.00   0.0  0
 GB4  CONST_06  C2    C3   C4   C5      0.00   0.0  0
 GB4  CONST_07  C5    C6   C1   C9    180.00   0.0  0
 GB4  CONST_08  C3    C2   C1   C9    180.00   0.0  0
 GB4  CONST_09  CL7   C4   C5   C6    180.00   0.0  0
 GB4  CONST_10  C2    C1   C6   CL8   180.00   0.0  0
 GB4  CONST_11  C4    C5   C6   CL8   180.00   0.0  0
 GB4  CONST_12  CL7   C4   C3   C2    180.00   0.0  0
 GB4  CONST_13  H5    C5   C6   C1    180.00   0.0  0
 GB4  CONST_14  H3    C3   C2   C1    180.00   0.0  0
 GB4  CONST_15  H2    C2   C1   C6    180.00   0.0  0
 GB4  CONST_16  O14   N13  C11  O12     0.00   0.0  0
 GB4  CONST_17  C10   C11  N13  O14   180.00   0.0  0
 GB4  CONST_18  HN13  N13  C11  O12   180.00   0.0  0
 GB4  Var_01    C6    C1   C9   C10  -159.27  30.0  2
 GB4  Var_02    C1    C9   C10  C11  -178.98   0.0  2
 GB4  Var_03    C9    C10  C11  O12     0.90  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
 GB4  plan-1  C9    0.020
 GB4  plan-1  C1    0.020
 GB4  plan-1  C6    0.020
 GB4  plan-1  CL8   0.020
 GB4  plan-1  C5    0.020
 GB4  plan-1  C2    0.020
 GB4  plan-1  C3    0.020
 GB4  plan-1  C4    0.020
 GB4  plan-1  CL7   0.020
 GB4  plan-1  H5    0.020
 GB4  plan-1  H2    0.020
 GB4  plan-1  H3    0.020
 GB4  plan-2  O12   0.020
 GB4  plan-2  C11   0.020
 GB4  plan-2  N13   0.020
 GB4  plan-2  O14   0.020
 GB4  plan-2  C10   0.020
 GB4  plan-2  HN13  0.020
 GB4  plan-3  C11   0.020
 GB4  plan-3  C10   0.020
 GB4  plan-3  C9    0.020
 GB4  plan-3  C1    0.020
 GB4  plan-3  H10   0.020
 GB4  plan-3  H9    0.020

