# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 14:28:47 2020
#   Inital geometry file: a 67 line input string
#   Ligand name: 5-chloro-2-(4-chlorophenoxy)phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(Cl)ccc1Oc2ccc(Cl)cc2
#
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
 DCN  DCN  5-chloro-2-(4-chlorophenoxy)phenol  ligand  24  16  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_DCN
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
 DCN  C1    C   CR16  0  -0.307   0.7018  -0.7441   3.1486
 DCN  C2    C   CR6   0  -0.031  -0.6442  -0.5848   3.4276
 DCN  C6    C   CR6   0   0.319   1.2309  -0.1731   1.9951
 DCN  C5    C   CR6   0   0.199   0.3897   0.5554   1.1527
 DCN  C4    C   CR16  0  -0.300  -0.9512   0.7125   1.4542
 DCN  C3    C   CR16  0  -0.241  -1.4856   0.1411   2.5982
 DCN  C11   C   CR6   0  -0.055   0.3909  -0.4392  -3.7328
 DCN  C10   C   CR16  0  -0.203   0.9479   0.8200  -3.5621
 DCN  C9    C   CR16  0  -0.326   1.1129   1.3257  -2.2845
 DCN  C8    C   CR6   0   0.367   0.7244   0.5714  -1.1832
 DCN  C12   C   CR16  0  -0.201   0.0009  -1.1929  -2.6397
 DCN  C13   C   CR16  0  -0.333   0.1679  -0.6884  -1.3569
 DCN  O7    O   O2    0  -0.516   0.9428   1.1398   0.0407
 DCN  CL14  CL  CL    0  -0.122  -1.2893  -1.3089   4.8631
 DCN  O17   O   OH1   0  -0.615   2.5349  -0.3480   1.7384
 DCN  H1    H   HCR6  0   0.294   1.3460  -1.3099   3.8086
 DCN  H4    H   HCR6  0   0.292  -1.5853   1.2890   0.7926
 DCN  H3    H   HCR6  0   0.284  -2.5332   0.2621   2.8335
 DCN  H10   H   HCR6  0   0.285   1.2489   1.4101  -4.4170
 DCN  H9    H   HCR6  0   0.284   1.5456   2.3076  -2.1429
 DCN  H12   H   HCR6  0   0.287  -0.4329  -2.1744  -2.7736
 DCN  H13   H   HCR6  0   0.290  -0.1419  -1.2918  -0.5139
 DCN  H17   H   HOH1  0   0.480   2.8091   0.1781   0.9771
 DCN  CL15  CL  CL    0  -0.132   0.1812  -1.0730  -5.3329

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
 DCN  C1   C2    aromatic  1.384  0.020  1.384
 DCN  C1   C6    aromatic  1.392  0.020  1.392
 DCN  C1   H1    single    0.930  0.020  1.080
 DCN  C2   C3    aromatic  1.387  0.020  1.387
 DCN  C2   CL14  single    1.732  0.020  1.732
 DCN  C6   C5    aromatic  1.396  0.020  1.396
 DCN  C6   O17   single    1.340  0.020  1.340
 DCN  C5   C4    aromatic  1.383  0.020  1.383
 DCN  C5   O7    single    1.373  0.020  1.373
 DCN  C4   C3    aromatic  1.386  0.020  1.386
 DCN  C4   H4    single    0.930  0.020  1.080
 DCN  C3   H3    single    0.930  0.020  1.080
 DCN  C11  C10   aromatic  1.387  0.020  1.387
 DCN  C11  C12   aromatic  1.384  0.020  1.384
 DCN  C11  CL15  single    1.734  0.020  1.734
 DCN  C10  C9    aromatic  1.384  0.020  1.384
 DCN  C10  H10   single    0.930  0.020  1.080
 DCN  C9   C8    aromatic  1.390  0.020  1.390
 DCN  C9   H9    single    0.930  0.020  1.080
 DCN  C8   C13   aromatic  1.388  0.020  1.388
 DCN  C8   O7    single    1.367  0.020  1.367
 DCN  C12  C13   aromatic  1.388  0.020  1.388
 DCN  C12  H12   single    0.930  0.020  1.080
 DCN  C13  H13   single    0.930  0.020  1.080
 DCN  O17  H17   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
 DCN  H1    C1   C6   119.59  3.000
 DCN  H1    C1   C2   121.09  3.000
 DCN  C6    C1   C2   119.32  3.000
 DCN  CL14  C2   C3   119.24  3.000
 DCN  CL14  C2   C1   118.76  3.000
 DCN  C3    C2   C1   122.00  3.000
 DCN  O17   C6   C5   122.61  3.000
 DCN  O17   C6   C1   118.36  3.000
 DCN  C5    C6   C1   119.03  3.000
 DCN  O7    C5   C4   121.25  3.000
 DCN  O7    C5   C6   117.93  3.000
 DCN  C4    C5   C6   120.80  3.000
 DCN  H4    C4   C3   119.88  3.000
 DCN  H4    C4   C5   119.67  3.000
 DCN  C3    C4   C5   120.45  3.000
 DCN  H3    C3   C4   120.49  3.000
 DCN  H3    C3   C2   121.11  3.000
 DCN  C4    C3   C2   118.40  3.000
 DCN  CL15  C11  C12  119.72  3.000
 DCN  CL15  C11  C10  119.60  3.000
 DCN  C12   C11  C10  120.68  3.000
 DCN  H10   C10  C9   119.82  3.000
 DCN  H10   C10  C11  120.64  3.000
 DCN  C9    C10  C11  119.54  3.000
 DCN  H9    C9   C8   120.02  3.000
 DCN  H9    C9   C10  120.00  3.000
 DCN  C8    C9   C10  119.98  3.000
 DCN  O7    C8   C13  123.60  3.000
 DCN  O7    C8   C9   116.04  3.000
 DCN  C13   C8   C9   120.35  3.000
 DCN  H12   C12  C13  119.50  3.000
 DCN  H12   C12  C11  120.63  3.000
 DCN  C13   C12  C11  119.87  3.000
 DCN  H13   C13  C12  118.87  3.000
 DCN  H13   C13  C8   121.56  3.000
 DCN  C12   C13  C8   119.57  3.000
 DCN  C8    O7   C5   118.94  3.000
 DCN  H17   O17  C6   110.87  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
 DCN  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 DCN  CONST_02  C4    C5   C6   C1     0.00   0.0  0
 DCN  CONST_03  C5    C6   C1   C2     0.00   0.0  0
 DCN  CONST_04  C5    C4   C3   C2     0.00   0.0  0
 DCN  CONST_05  C3    C2   C1   C6     0.00   0.0  0
 DCN  CONST_06  C3    C4   C5   C6     0.00   0.0  0
 DCN  CONST_07  C8    C9   C10  C11    0.00   0.0  0
 DCN  CONST_08  C8    C13  C12  C11    0.00   0.0  0
 DCN  CONST_09  C13   C12  C11  C10    0.00   0.0  0
 DCN  CONST_10  C13   C8   C9   C10    0.00   0.0  0
 DCN  CONST_11  C12   C11  C10  C9     0.00   0.0  0
 DCN  CONST_12  C12   C13  C8   C9     0.00   0.0  0
 DCN  CONST_13  O7    C5   C6   C1   180.00   0.0  0
 DCN  CONST_14  O17   C6   C1   C2   180.00   0.0  0
 DCN  CONST_15  CL14  C2   C1   C6   180.00   0.0  0
 DCN  CONST_16  O17   C6   C5   C4   180.00   0.0  0
 DCN  CONST_17  CL14  C2   C3   C4   180.00   0.0  0
 DCN  CONST_18  O7    C5   C4   C3   180.00   0.0  0
 DCN  CONST_19  O7    C8   C9   C10  180.00   0.0  0
 DCN  CONST_20  CL15  C11  C10  C9   180.00   0.0  0
 DCN  CONST_21  O7    C8   C13  C12  180.00   0.0  0
 DCN  CONST_22  CL15  C11  C12  C13  180.00   0.0  0
 DCN  CONST_23  H3    C3   C2   C1   180.00   0.0  0
 DCN  CONST_24  H4    C4   C3   C2   180.00   0.0  0
 DCN  CONST_25  H1    C1   C6   C5   180.00   0.0  0
 DCN  CONST_26  H9    C9   C10  C11  180.00   0.0  0
 DCN  CONST_27  H13   C13  C12  C11  180.00   0.0  0
 DCN  CONST_28  H12   C12  C11  C10  180.00   0.0  0
 DCN  CONST_29  H10   C10  C9   C8   180.00   0.0  0
 DCN  Var_01    C9    C8   O7   C5   169.44  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
 DCN  plan-1  C1    0.020
 DCN  plan-1  C2    0.020
 DCN  plan-1  C6    0.020
 DCN  plan-1  C5    0.020
 DCN  plan-1  C4    0.020
 DCN  plan-1  C3    0.020
 DCN  plan-1  O7    0.020
 DCN  plan-1  CL14  0.020
 DCN  plan-1  O17   0.020
 DCN  plan-1  H1    0.020
 DCN  plan-1  H4    0.020
 DCN  plan-1  H3    0.020
 DCN  plan-2  C11   0.020
 DCN  plan-2  C10   0.020
 DCN  plan-2  C9    0.020
 DCN  plan-2  C8    0.020
 DCN  plan-2  C12   0.020
 DCN  plan-2  C13   0.020
 DCN  plan-2  O7    0.020
 DCN  plan-2  H10   0.020
 DCN  plan-2  H9    0.020
 DCN  plan-2  H12   0.020
 DCN  plan-2  H13   0.020
 DCN  plan-2  CL15  0.020

