# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 16:16:13 2020
#   Inital geometry file: a 59 line input string
#   Ligand name: 5,7-dichloro-4-hydroxyquinoline-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(O)c2c(Cl)cc(Cl)cc2n1
#
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
 DK1  DK1  '5,7-dichloro-4-hydroxyquinoline-2-carboxylic acid'  ligand  20  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 OK
;

data_comp_DK1
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
 DK1  O1   O   OC    -1  -0.581   2.1696  -0.0470   3.8963
 DK1  C2   C   C      0   0.393   0.9348  -0.0139   3.7994
 DK1  O2   O   O      0  -0.581   0.0939  -0.0038   4.7174
 DK1  C1   C   CR6    0   0.030   0.3602   0.0189   2.3750
 DK1  N1   N   N      0  -0.460   1.2012   0.0010   1.3691
 DK1  C10  C   CR66   0   0.156   0.7090   0.0277   0.1172
 DK1  C9   C   CR16   0  -0.246   1.6685   0.0043  -0.9229
 DK1  C8   C   CR6    0  -0.058   1.2679   0.0265  -2.2228
 DK1  CL2  CL  CL     0  -0.105   2.4317  -0.0022  -3.4979
 DK1  C7   C   CR16   0  -0.158  -0.0929   0.0729  -2.5654
 DK1  C6   C   CR6    0  -0.101  -1.0275   0.0964  -1.5697
 DK1  CL1  CL  CL     0  -0.117  -2.6841   0.1519  -2.1052
 DK1  C5   C   CR66   0   0.060  -0.6851   0.0758  -0.1922
 DK1  C4   C   CR6    0   0.444  -1.5701   0.0966   0.9311
 DK1  O3   O   OH1    0  -0.603  -2.9003   0.1429   0.8635
 DK1  C3   C   CR16   0  -0.409  -1.0267   0.0662   2.1937
 DK1  H9   H   HCR6   0   0.288   2.7139  -0.0323  -0.6493
 DK1  H7   H   HCR6   0   0.309  -0.3947   0.0897  -3.6031
 DK1  HO3  H   HOH1   0   0.467  -3.2327   0.1728  -0.0422
 DK1  H3   H   HCR6   0   0.272  -1.6821   0.0798   3.0527

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
 DK1  O1   C2   deloc     1.239  0.020  1.239
 DK1  C2   O2   deloc     1.245  0.020  1.245
 DK1  C2   C1   single    1.536  0.020  1.536
 DK1  C1   N1   aromatic  1.311  0.020  1.311
 DK1  C1   C3   aromatic  1.400  0.020  1.400
 DK1  N1   C10  aromatic  1.345  0.020  1.345
 DK1  C10  C9   aromatic  1.415  0.020  1.415
 DK1  C10  C5   aromatic  1.429  0.020  1.429
 DK1  C9   C8   aromatic  1.360  0.020  1.360
 DK1  C9   H9   single    0.930  0.020  1.080
 DK1  C8   CL2  single    1.727  0.020  1.727
 DK1  C8   C7   aromatic  1.404  0.020  1.404
 DK1  C7   C6   aromatic  1.366  0.020  1.366
 DK1  C7   H7   single    0.930  0.020  1.080
 DK1  C6   CL1  single    1.742  0.020  1.742
 DK1  C6   C5   aromatic  1.420  0.020  1.420
 DK1  C5   C4   aromatic  1.430  0.020  1.430
 DK1  C4   O3   single    1.333  0.020  1.333
 DK1  C4   C3   aromatic  1.375  0.020  1.375
 DK1  O3   HO3  single    0.850  0.020  0.980
 DK1  C3   H3   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
 DK1  C1   C2   O2   115.52  3.000
 DK1  C1   C2   O1   116.48  3.000
 DK1  O2   C2   O1   128.00  3.000
 DK1  C3   C1   N1   122.46  3.000
 DK1  C3   C1   C2   119.44  3.000
 DK1  N1   C1   C2   118.10  3.000
 DK1  C10  N1   C1   118.61  3.000
 DK1  C5   C10  C9   120.19  3.000
 DK1  C5   C10  N1   123.99  3.000
 DK1  C9   C10  N1   115.82  3.000
 DK1  H9   C9   C8   121.81  3.000
 DK1  H9   C9   C10  118.04  3.000
 DK1  C8   C9   C10  120.15  3.000
 DK1  C7   C8   CL2  118.27  3.000
 DK1  C7   C8   C9   121.28  3.000
 DK1  CL2  C8   C9   120.45  3.000
 DK1  H7   C7   C6   120.57  3.000
 DK1  H7   C7   C8   120.36  3.000
 DK1  C6   C7   C8   119.07  3.000
 DK1  C5   C6   CL1  121.88  3.000
 DK1  C5   C6   C7   122.82  3.000
 DK1  CL1  C6   C7   115.29  3.000
 DK1  C4   C5   C6   127.78  3.000
 DK1  C4   C5   C10  115.73  3.000
 DK1  C6   C5   C10  116.48  3.000
 DK1  C3   C4   O3   116.22  3.000
 DK1  C3   C4   C5   118.45  3.000
 DK1  O3   C4   C5   125.33  3.000
 DK1  HO3  O3   C4   113.10  3.000
 DK1  H3   C3   C4   119.34  3.000
 DK1  H3   C3   C1   119.90  3.000
 DK1  C4   C3   C1   120.76  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
 DK1  CONST_01  C9   C10  N1   C1   180.00   0.0  0
 DK1  CONST_02  C5   C10  N1   C1     0.00   0.0  0
 DK1  CONST_03  C5   C4   C3   C1     0.00   0.0  0
 DK1  CONST_04  C4   C3   C1   N1     0.00   0.0  0
 DK1  CONST_05  C8   C9   C10  N1   180.00   0.0  0
 DK1  CONST_06  C6   C5   C10  N1   180.00   0.0  0
 DK1  CONST_07  C4   C5   C10  N1     0.00   0.0  0
 DK1  CONST_08  C3   C1   N1   C10    0.00   0.0  0
 DK1  CONST_09  C7   C8   C9   C10    0.00   0.0  0
 DK1  CONST_10  C7   C6   C5   C10    0.00   0.0  0
 DK1  CONST_11  C3   C4   C5   C10    0.00   0.0  0
 DK1  CONST_12  C6   C5   C10  C9     0.00   0.0  0
 DK1  CONST_13  C4   C5   C10  C9   180.00   0.0  0
 DK1  CONST_14  C6   C7   C8   C9     0.00   0.0  0
 DK1  CONST_15  C5   C10  C9   C8     0.00   0.0  0
 DK1  CONST_16  C5   C6   C7   C8     0.00   0.0  0
 DK1  CONST_17  C4   C5   C6   C7   180.00   0.0  0
 DK1  CONST_18  C3   C4   C5   C6   180.00   0.0  0
 DK1  CONST_19  C10  N1   C1   C2   180.00   0.0  0
 DK1  CONST_20  C4   C3   C1   C2   180.00   0.0  0
 DK1  CONST_21  O3   C4   C3   C1   180.00   0.0  0
 DK1  CONST_22  CL2  C8   C9   C10  180.00   0.0  0
 DK1  CONST_23  CL1  C6   C5   C10  180.00   0.0  0
 DK1  CONST_24  O3   C4   C5   C10  180.00   0.0  0
 DK1  CONST_25  CL1  C6   C7   C8   180.00   0.0  0
 DK1  CONST_26  C6   C7   C8   CL2  180.00   0.0  0
 DK1  CONST_27  O3   C4   C5   C6     0.00   0.0  0
 DK1  CONST_28  C4   C5   C6   CL1    0.00   0.0  0
 DK1  CONST_29  H3   C3   C1   N1   180.00   0.0  0
 DK1  CONST_30  H9   C9   C10  N1     0.00   0.0  0
 DK1  CONST_31  H7   C7   C8   C9   180.00   0.0  0
 DK1  Var_01    N1   C1   C2   O1     0.43  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
 DK1  plan-1  C2   0.020
 DK1  plan-1  C1   0.020
 DK1  plan-1  N1   0.020
 DK1  plan-1  C10  0.020
 DK1  plan-1  C9   0.020
 DK1  plan-1  C8   0.020
 DK1  plan-1  CL2  0.020
 DK1  plan-1  C7   0.020
 DK1  plan-1  C6   0.020
 DK1  plan-1  CL1  0.020
 DK1  plan-1  C5   0.020
 DK1  plan-1  C4   0.020
 DK1  plan-1  O3   0.020
 DK1  plan-1  C3   0.020
 DK1  plan-1  H9   0.020
 DK1  plan-1  H7   0.020
 DK1  plan-1  H3   0.020
 DK1  plan-2  O1   0.020
 DK1  plan-2  C2   0.020
 DK1  plan-2  O2   0.020
 DK1  plan-2  C1   0.020

