# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 00:02:12 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  28  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  -0.604  -4.6004   0.1944  -0.2933
 KOH  C2   C   CR15   0  -0.198  -5.8008  -0.4253  -0.1040
 KOH  C3   C   CR15   0  -0.155  -5.4863  -1.6483   0.4054
 KOH  N4   N   N      0  -0.446  -4.1333  -1.7848   0.5171
 KOH  C5   C   CR5    0   0.471  -3.6188  -0.6500   0.1122
 KOH  C6   C   CR6    0  -0.037  -2.1912  -0.3426   0.0510
 KOH  C7   C   CR16   0  -0.224  -1.2677  -1.3635  -0.1205
 KOH  C8   C   CR16   0  -0.388   0.0905  -1.0990  -0.1683
 KOH  C9   C   CR16   0  -0.236  -1.7201   0.9665   0.1817
 KOH  C10  C   CR6    0  -0.182  -0.3698   1.2321   0.1153
 KOH  CL1  CL  CL     0  -0.054   0.1923   2.8524   0.3005
 KOH  C12  C   CR6    0   0.514   0.5688   0.2056  -0.0466
 KOH  O13  O   O2     0  -0.386   1.8516   0.5590  -0.0231
 KOH  C14  C   CH2    0  -0.216   2.8428  -0.4558  -0.1806
 KOH  C15  C   CH2    0  -0.597   4.1815   0.2040   0.0794
 KOH  C16  C   C      0   0.379   5.3397  -0.7751  -0.0028
 KOH  O17  O   OC    -1  -0.724   6.4596  -0.2228  -0.0255
 KOH  O18  O   O      0  -0.543   5.1344  -1.9744  -0.0170
 KOH  H1   H   HNR5   0   0.428  -4.4749   1.1279  -0.6436
 KOH  H2   H   HCR5   0   0.281  -6.7358   0.0362  -0.3655
 KOH  H3   H   HCR5   0   0.237  -6.1591  -2.4490   0.6637
 KOH  H5   H   HCR6   0   0.264  -1.6073  -2.3819  -0.2340
 KOH  H6   H   HCR6   0   0.311   0.7755  -1.9212  -0.3224
 KOH  H7   H   HCR6   0   0.266  -2.4059   1.7793   0.3713
 KOH  H8   H   HCH2   0   0.136   2.6957  -1.2482   0.5536
 KOH  H9   H   HCH2   0   0.207   2.7784  -0.8857  -1.1854
 KOH  H10  H   HCH2   0   0.281   4.3234   1.0774  -0.5605
 KOH  H11  H   HCH2   0   0.216   4.1606   0.5927   1.1022

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    1.725  0.020  1.725
 KOH  O13  C14  single    1.427  0.020  1.427
 KOH  O13  C12  single    1.331  0.020  1.331
 KOH  C14  C15  single    1.515  0.020  1.515
 KOH  C10  C12  aromatic  1.400  0.020  1.400
 KOH  C10  C9   aromatic  1.378  0.020  1.378
 KOH  C12  C8   aromatic  1.395  0.020  1.395
 KOH  C9   C6   aromatic  1.397  0.020  1.397
 KOH  C15  C16  single    1.519  0.020  1.519
 KOH  O18  C16  deloc     1.217  0.020  1.217
 KOH  C8   C7   aromatic  1.385  0.020  1.385
 KOH  C16  O17  deloc     1.249  0.020  1.249
 KOH  C6   C7   aromatic  1.387  0.020  1.387
 KOH  C6   C5   single    1.462  0.020  1.462
 KOH  N4   C5   aromatic  1.310  0.020  1.310
 KOH  N4   C3   aromatic  1.364  0.020  1.364
 KOH  C5   N1   aromatic  1.357  0.020  1.357
 KOH  C3   C2   aromatic  1.362  0.020  1.362
 KOH  N1   C2   aromatic  1.364  0.020  1.364
 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

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   126.29  3.000
 KOH  H1   N1   C2   125.47  3.000
 KOH  C5   N1   C2   108.21  3.000
 KOH  H2   C2   C3   132.65  3.000
 KOH  H2   C2   N1   122.45  3.000
 KOH  C3   C2   N1   104.87  3.000
 KOH  H3   C3   N4   121.69  3.000
 KOH  H3   C3   C2   127.81  3.000
 KOH  N4   C3   C2   110.46  3.000
 KOH  C5   N4   C3   106.11  3.000
 KOH  C6   C5   N4   125.36  3.000
 KOH  N4   C5   N1   110.32  3.000
 KOH  C6   C5   N1   124.28  3.000
 KOH  C9   C6   C7   118.46  3.000
 KOH  C7   C6   C5   120.04  3.000
 KOH  C9   C6   C5   121.49  3.000
 KOH  H5   C7   C8   119.03  3.000
 KOH  H5   C7   C6   119.86  3.000
 KOH  C8   C7   C6   121.11  3.000
 KOH  H6   C8   C12  120.43  3.000
 KOH  H6   C8   C7   118.76  3.000
 KOH  C12  C8   C7   120.80  3.000
 KOH  H7   C9   C10  119.05  3.000
 KOH  H7   C9   C6   120.49  3.000
 KOH  C10  C9   C6   120.43  3.000
 KOH  C12  C10  CL1  118.85  3.000
 KOH  C12  C10  C9   121.41  3.000
 KOH  CL1  C10  C9   119.69  3.000
 KOH  O13  C12  C10  116.70  3.000
 KOH  C10  C12  C8   117.76  3.000
 KOH  O13  C12  C8   125.49  3.000
 KOH  C14  O13  C12  118.60  3.000
 KOH  H9   C14  H8   108.95  3.000
 KOH  H9   C14  C15  112.37  3.000
 KOH  H8   C14  C15  108.67  3.000
 KOH  H9   C14  O13  109.86  3.000
 KOH  H8   C14  O13  110.41  3.000
 KOH  C15  C14  O13  106.57  3.000
 KOH  H11  C15  H10  105.43  3.000
 KOH  H11  C15  C16  107.11  3.000
 KOH  H10  C15  C16  112.64  3.000
 KOH  H11  C15  C14  107.35  3.000
 KOH  H10  C15  C14  111.25  3.000
 KOH  C16  C15  C14  112.57  3.000
 KOH  O18  C16  O17  125.94  3.000
 KOH  O17  C16  C15  113.56  3.000
 KOH  O18  C16  C15  120.49  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_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_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  Var_01    C15  C14  O13  C12  -172.32  30.0  3
 KOH  Var_02    C16  C15  C14  O13   177.87  30.0  3
 KOH  Var_03    O18  C16  C15  C14   -13.10  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

