# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 11 21:56:56 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: 3-[2-chloranyl-4-(1~{H}-imidazol-2-yl)phenoxy]propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCOc1ccc(cc1Cl)c2[nH]ccn2
#
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
 KOH  KOH  '3-[2-chloranyl-4-(1~{H}-imidazol-2-yl)phenoxy]propanoic acid'  ligand  29  18  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_KOH
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
 KOH  N1   N   NR15  0  -0.637  -4.6527   0.2952  -0.0092
 KOH  C2   C   CR15  0  -0.104  -5.8561  -0.3443  -0.0004
 KOH  C3   C   CR15  0  -0.211  -5.5519  -1.6761   0.0229
 KOH  N4   N   N     0  -0.456  -4.2008  -1.8498   0.0276
 KOH  C5   C   CR5   0   0.465  -3.6785  -0.6441   0.0080
 KOH  C6   C   CR6   0   0.018  -2.2487  -0.3507   0.0053
 KOH  C7   C   CR16  0  -0.277  -1.3289  -1.3957  -0.0024
 KOH  C8   C   CR16  0  -0.373   0.0345  -1.1548  -0.0038
 KOH  C9   C   CR16  0  -0.256  -1.7612   0.9564   0.0121
 KOH  C10  C   CR6   0  -0.145  -0.4021   1.1957   0.0107
 KOH  CL1  CL  CL    0  -0.105   0.1799   2.8230   0.0200
 KOH  C12  C   CR6   0   0.460   0.5251   0.1487   0.0030
 KOH  O13  O   O2    0  -0.457   1.8190   0.4847   0.0028
 KOH  C14  C   CH2   0  -0.172   2.7953  -0.5463   0.0020
 KOH  C15  C   CH2   0  -0.613   4.1440   0.1415   0.0042
 KOH  C16  C   C     0   0.555   5.2764  -0.8456   0.0044
 KOH  O17  O   OH1   0  -0.591   6.4559  -0.2391  -0.0003
 KOH  O18  O   O     0  -0.443   5.1449  -2.0443   0.0079
 KOH  H1   H   HNR5  0   0.424  -4.5357   1.2956  -0.0284
 KOH  H2   H   HCR5  0   0.287  -6.7912   0.1889  -0.0098
 KOH  H3   H   HCR5  0   0.252  -6.2345  -2.5113   0.0369
 KOH  H5   H   HCR6  0   0.263  -1.6824  -2.4177  -0.0074
 KOH  H6   H   HCR6  0   0.295   0.7086  -1.9998  -0.0104
 KOH  H7   H   HCR6  0   0.265  -2.4290   1.8079   0.0194
 KOH  H8   H   HCH2  0   0.243   2.6815  -1.1812   0.8856
 KOH  H9   H   HCH2  0   0.243   2.6835  -1.1777  -0.8843
 KOH  H10  H   HCH2  0   0.295   4.2454   0.7899  -0.8706
 KOH  H11  H   HCH2  0   0.296   4.2431   0.7893   0.8798
 KOH  H12  H   HOH1  0   0.482   7.1680  -0.8962  -0.0040

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
 KOH  CL1  C10  single    1.728  0.020  1.728
 KOH  O13  C14  single    1.420  0.020  1.420
 KOH  O13  C12  single    1.337  0.020  1.337
 KOH  C14  C15  single    1.514  0.020  1.514
 KOH  C10  C12  aromatic  1.398  0.020  1.398
 KOH  C10  C9   aromatic  1.380  0.020  1.380
 KOH  C12  C8   aromatic  1.393  0.020  1.393
 KOH  C9   C6   aromatic  1.395  0.020  1.395
 KOH  C15  C16  single    1.502  0.020  1.502
 KOH  O18  C16  double    1.206  0.020  1.206
 KOH  C8   C7   aromatic  1.384  0.020  1.384
 KOH  C16  O17  single    1.326  0.020  1.326
 KOH  C6   C7   aromatic  1.392  0.020  1.392
 KOH  C6   C5   single    1.460  0.020  1.460
 KOH  N4   C5   aromatic  1.314  0.020  1.314
 KOH  N4   C3   aromatic  1.362  0.020  1.362
 KOH  C5   N1   aromatic  1.353  0.020  1.353
 KOH  C3   C2   aromatic  1.366  0.020  1.366
 KOH  N1   C2   aromatic  1.363  0.020  1.363
 KOH  N1   H1   single    0.860  0.020  1.020
 KOH  C2   H2   single    0.930  0.020  1.080
 KOH  C3   H3   single    0.930  0.020  1.080
 KOH  C7   H5   single    0.930  0.020  1.080
 KOH  C8   H6   single    0.930  0.020  1.080
 KOH  C9   H7   single    0.930  0.020  1.080
 KOH  C14  H8   single    0.970  0.020  1.090
 KOH  C14  H9   single    0.970  0.020  1.090
 KOH  C15  H10  single    0.970  0.020  1.090
 KOH  C15  H11  single    0.970  0.020  1.090
 KOH  O17  H12  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
 KOH  H1   N1   C5   127.29  3.000
 KOH  H1   N1   C2   124.66  3.000
 KOH  C5   N1   C2   108.05  3.000
 KOH  H2   C2   C3   132.56  3.000
 KOH  H2   C2   N1   122.32  3.000
 KOH  C3   C2   N1   105.12  3.000
 KOH  H3   C3   N4   121.92  3.000
 KOH  H3   C3   C2   127.88  3.000
 KOH  N4   C3   C2   110.19  3.000
 KOH  C5   N4   C3   106.09  3.000
 KOH  C6   C5   N4   125.02  3.000
 KOH  N4   C5   N1   110.54  3.000
 KOH  C6   C5   N1   124.44  3.000
 KOH  C9   C6   C7   118.20  3.000
 KOH  C7   C6   C5   119.75  3.000
 KOH  C9   C6   C5   122.05  3.000
 KOH  H5   C7   C8   119.10  3.000
 KOH  H5   C7   C6   119.57  3.000
 KOH  C8   C7   C6   121.33  3.000
 KOH  H6   C8   C12  120.79  3.000
 KOH  H6   C8   C7   118.56  3.000
 KOH  C12  C8   C7   120.64  3.000
 KOH  H7   C9   C10  118.12  3.000
 KOH  H7   C9   C6   121.45  3.000
 KOH  C10  C9   C6   120.44  3.000
 KOH  C12  C10  CL1  118.79  3.000
 KOH  C12  C10  C9   121.54  3.000
 KOH  CL1  C10  C9   119.66  3.000
 KOH  O13  C12  C10  116.97  3.000
 KOH  C10  C12  C8   117.85  3.000
 KOH  O13  C12  C8   125.18  3.000
 KOH  C14  O13  C12  118.89  3.000
 KOH  H9   C14  H8   107.98  3.000
 KOH  H9   C14  C15  110.76  3.000
 KOH  H8   C14  C15  110.80  3.000
 KOH  H9   C14  O13  110.44  3.000
 KOH  H8   C14  O13  110.45  3.000
 KOH  C15  C14  O13  106.42  3.000
 KOH  H11  C15  H10  106.31  3.000
 KOH  H11  C15  C16  108.71  3.000
 KOH  H10  C15  C16  108.65  3.000
 KOH  H11  C15  C14  110.55  3.000
 KOH  H10  C15  C14  110.53  3.000
 KOH  C16  C15  C14  111.90  3.000
 KOH  O18  C16  O17  123.47  3.000
 KOH  O17  C16  C15  111.71  3.000
 KOH  O18  C16  C15  124.82  3.000
 KOH  H12  O17  C16  110.09  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
 KOH  CONST_01  C9   C6   C5   N1      0.00   0.0  0
 KOH  CONST_02  C7   C6   C5   N1    180.00   0.0  0
 KOH  CONST_03  C3   N4   C5   N1      0.00   0.0  0
 KOH  CONST_04  N4   C3   C2   N1      0.00   0.0  0
 KOH  CONST_05  C5   N4   C3   C2      0.00   0.0  0
 KOH  CONST_06  C6   C5   N1   C2    180.00   0.0  0
 KOH  CONST_07  N4   C5   N1   C2      0.00   0.0  0
 KOH  CONST_08  C6   C5   N4   C3    180.00   0.0  0
 KOH  CONST_09  C5   N1   C2   C3      0.00   0.0  0
 KOH  CONST_10  C9   C6   C5   N4    180.00   0.0  0
 KOH  CONST_11  C7   C6   C5   N4      0.00   0.0  0
 KOH  CONST_12  C10  C9   C6   C5    180.00   0.0  0
 KOH  CONST_13  C8   C7   C6   C5    180.00   0.0  0
 KOH  CONST_14  C12  C10  C9   C6      0.00   0.0  0
 KOH  CONST_15  C12  C8   C7   C6      0.00   0.0  0
 KOH  CONST_16  C10  C12  C8   C7      0.00   0.0  0
 KOH  CONST_17  C10  C9   C6   C7      0.00   0.0  0
 KOH  CONST_18  C9   C10  C12  C8      0.00   0.0  0
 KOH  CONST_19  C9   C6   C7   C8      0.00   0.0  0
 KOH  CONST_20  CL1  C10  C9   C6    180.00   0.0  0
 KOH  CONST_21  O13  C12  C8   C7    180.00   0.0  0
 KOH  CONST_22  CL1  C10  C12  C8    180.00   0.0  0
 KOH  CONST_23  O13  C12  C10  C9    180.00   0.0  0
 KOH  CONST_24  H3   C3   C2   N1    180.00   0.0  0
 KOH  CONST_25  H1   N1   C2   C3    180.00   0.0  0
 KOH  CONST_26  H2   C2   C3   N4    180.00   0.0  0
 KOH  CONST_27  H7   C9   C6   C5      0.00   0.0  0
 KOH  CONST_28  H5   C7   C6   C5      0.00   0.0  0
 KOH  CONST_29  H6   C8   C7   C6    180.00   0.0  0
 KOH  CONST_30  H12  O17  C16  C15   180.00   0.0  0
 KOH  Var_01    C15  C14  O13  C12  -179.91  30.0  3
 KOH  Var_02    C16  C15  C14  O13   179.96  30.0  3
 KOH  Var_03    O18  C16  C15  C14    -0.28  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
 KOH  plan-1  N1   0.020
 KOH  plan-1  C2   0.020
 KOH  plan-1  C3   0.020
 KOH  plan-1  N4   0.020
 KOH  plan-1  C5   0.020
 KOH  plan-1  C6   0.020
 KOH  plan-1  H1   0.020
 KOH  plan-1  H2   0.020
 KOH  plan-1  H3   0.020
 KOH  plan-2  C5   0.020
 KOH  plan-2  C6   0.020
 KOH  plan-2  C7   0.020
 KOH  plan-2  C8   0.020
 KOH  plan-2  C9   0.020
 KOH  plan-2  C10  0.020
 KOH  plan-2  CL1  0.020
 KOH  plan-2  C12  0.020
 KOH  plan-2  O13  0.020
 KOH  plan-2  H5   0.020
 KOH  plan-2  H6   0.020
 KOH  plan-2  H7   0.020
 KOH  plan-3  C15  0.020
 KOH  plan-3  C16  0.020
 KOH  plan-3  O17  0.020
 KOH  plan-3  O18  0.020
 KOH  plan-3  H12  0.020

