# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 16:11:42 2021
#   Inital geometry file: a 93 line input string
#   Ligand name: [4-(4-cyano-3-methylphenoxy)phenyl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(Oc2ccc(CC(O)=O)cc2)ccc1C#N
#
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
 KFS  KFS  '[4-(4-cyano-3-methylphenoxy)phenyl]acetic acid'  ligand  33  20  .  2022-03-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_KFS
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
 KFS  C10   C  CR16  0  -0.267  18.9062   -8.7890   0.5659
 KFS  C13   C  CH2   0  -0.585  21.0983   -5.6960   0.4055
 KFS  C17   C  CR16  0  -0.294  21.4889   -8.0454   1.2488
 KFS  C20   C  CR16  0  -0.251  18.7096  -11.2161   4.9038
 KFS  C03   C  CR6   0  -0.085  18.4998  -12.5883   5.0134
 KFS  C04   C  CR6   0   0.363  18.5748  -13.4179   3.8820
 KFS  C05   C  CH3   0  -0.795  18.3398  -14.8924   3.9901
 KFS  C06   C  CR16  0  -0.432  18.8685  -12.8322   2.6649
 KFS  C07   C  CR6   0   0.366  19.0797  -11.4587   2.5583
 KFS  C09   C  CR6   0   0.294  19.7702   -9.7055   1.1417
 KFS  C11   C  CR16  0  -0.314  19.3502   -7.4982   0.3248
 KFS  C12   C  CR6   0   0.041  20.6434   -7.1104   0.6625
 KFS  C14   C  C     0   0.587  20.4857   -4.7624   1.4199
 KFS  C18   C  CR16  0  -0.245  21.0629   -9.3430   1.4858
 KFS  C19   C  CR16  0  -0.317  18.9984  -10.6414   3.6814
 KFS  N01   N  NS    0  -0.203  17.9619  -13.6117   7.3166
 KFS  O08   O  O2    0  -0.551  19.3440  -11.0006   1.3167
 KFS  O15   O  O     0  -0.575  19.5584   -4.0291   1.2093
 KFS  O16   O  OH1   0  -0.530  21.0850   -4.8630   2.6074
 KFS  H101  H  HCR6  0   0.263  17.9008   -9.0822   0.2949
 KFS  H132  H  HCH2  0   0.278  22.1860   -5.6313   0.4526
 KFS  H131  H  HCH2  0   0.324  20.7904   -5.3707  -0.5874
 KFS  H171  H  HCR6  0   0.247  22.4999   -7.7691   1.5189
 KFS  H201  H  HCR6  0   0.296  18.6422  -10.5874   5.7807
 KFS  H053  H  HCH3  0   0.306  19.0044  -15.3499   4.7233
 KFS  H051  H  HCH3  0   0.242  17.3169  -15.1050   4.3032
 KFS  H052  H  HCH3  0   0.228  18.5050  -15.3897   3.0372
 KFS  H061  H  HCR6  0   0.263  18.9372  -13.4454   1.7753
 KFS  H111  H  HCR6  0   0.256  18.6757   -6.7864  -0.1349
 KFS  H181  H  HCR6  0   0.284  21.7377  -10.0657   1.9266
 KFS  H191  H  HCR6  0   0.304  19.1495   -9.5732   3.6185
 KFS  H1    H  HOH1  0   0.505  20.6381   -4.2729   3.2289
 KFS  C02   C  CSP   0  -0.004  18.2035  -13.1513   6.2868

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
 KFS  C11  C10   aromatic  1.386  0.020  1.386
 KFS  C11  C12   aromatic  1.392  0.020  1.392
 KFS  C10  C09   aromatic  1.385  0.020  1.385
 KFS  O15  C14   double    1.201  0.020  1.201
 KFS  C13  C12   single    1.508  0.020  1.508
 KFS  C13  C14   single    1.509  0.020  1.509
 KFS  C12  C17   aromatic  1.390  0.020  1.390
 KFS  C09  O08   single    1.375  0.020  1.375
 KFS  C09  C18   aromatic  1.386  0.020  1.386
 KFS  O08  C07   single    1.350  0.020  1.350
 KFS  C17  C18   aromatic  1.386  0.020  1.386
 KFS  C14  O16   single    1.334  0.020  1.334
 KFS  C07  C06   aromatic  1.394  0.020  1.394
 KFS  C07  C19   aromatic  1.391  0.020  1.391
 KFS  C06  C04   aromatic  1.382  0.020  1.382
 KFS  C19  C20   aromatic  1.381  0.020  1.381
 KFS  C04  C05   single    1.497  0.020  1.497
 KFS  C04  C03   aromatic  1.405  0.020  1.405
 KFS  C20  C03   aromatic  1.392  0.020  1.392
 KFS  C03  C02   single    1.424  0.020  1.424
 KFS  C02  N01   triple    1.154  0.020  1.154
 KFS  C10  H101  single    0.930  0.020  1.080
 KFS  C13  H132  single    0.970  0.020  1.090
 KFS  C13  H131  single    0.970  0.020  1.090
 KFS  C17  H171  single    0.930  0.020  1.080
 KFS  C20  H201  single    0.930  0.020  1.080
 KFS  C05  H053  single    0.970  0.020  1.090
 KFS  C05  H051  single    0.970  0.020  1.090
 KFS  C05  H052  single    0.970  0.020  1.090
 KFS  C06  H061  single    0.930  0.020  1.080
 KFS  C11  H111  single    0.930  0.020  1.080
 KFS  C18  H181  single    0.930  0.020  1.080
 KFS  C19  H191  single    0.930  0.020  1.080
 KFS  O16  H1    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
 KFS  H101  C10  C11   120.43  3.000
 KFS  H101  C10  C09   120.30  3.000
 KFS  C11   C10  C09   119.26  3.000
 KFS  H131  C13  H132  107.67  3.000
 KFS  H131  C13  C14   108.26  3.000
 KFS  H132  C13  C14   109.83  3.000
 KFS  H131  C13  C12   110.50  3.000
 KFS  H132  C13  C12   110.43  3.000
 KFS  C14   C13  C12   110.08  3.000
 KFS  H171  C17  C18   118.91  3.000
 KFS  H171  C17  C12   120.11  3.000
 KFS  C18   C17  C12   120.98  3.000
 KFS  H201  C20  C19   119.27  3.000
 KFS  H201  C20  C03   119.99  3.000
 KFS  C19   C20  C03   120.74  3.000
 KFS  C04   C03  C02   119.86  3.000
 KFS  C02   C03  C20   119.44  3.000
 KFS  C04   C03  C20   120.69  3.000
 KFS  C06   C04  C05   120.95  3.000
 KFS  C05   C04  C03   121.00  3.000
 KFS  C06   C04  C03   118.05  3.000
 KFS  H052  C05  H051  107.75  3.000
 KFS  H052  C05  H053  107.74  3.000
 KFS  H051  C05  H053  107.26  3.000
 KFS  H052  C05  C04   111.31  3.000
 KFS  H051  C05  C04   111.10  3.000
 KFS  H053  C05  C04   111.48  3.000
 KFS  H061  C06  C07   119.06  3.000
 KFS  H061  C06  C04   119.80  3.000
 KFS  C07   C06  C04   121.14  3.000
 KFS  O08   C07  C19   123.69  3.000
 KFS  C19   C07  C06   120.55  3.000
 KFS  O08   C07  C06   115.76  3.000
 KFS  O08   C09  C18   120.27  3.000
 KFS  C18   C09  C10   120.80  3.000
 KFS  O08   C09  C10   118.88  3.000
 KFS  H111  C11  C12   119.91  3.000
 KFS  H111  C11  C10   119.10  3.000
 KFS  C12   C11  C10   120.99  3.000
 KFS  C11   C12  C17   118.69  3.000
 KFS  C17   C12  C13   121.29  3.000
 KFS  C11   C12  C13   120.02  3.000
 KFS  O16   C14  O15   123.31  3.000
 KFS  O16   C14  C13   111.68  3.000
 KFS  O15   C14  C13   124.99  3.000
 KFS  H181  C18  C09   120.52  3.000
 KFS  H181  C18  C17   120.20  3.000
 KFS  C09   C18  C17   119.28  3.000
 KFS  H191  C19  C07   121.70  3.000
 KFS  H191  C19  C20   119.47  3.000
 KFS  C07   C19  C20   118.83  3.000
 KFS  C09   O08  C07   119.85  3.000
 KFS  H1    O16  C14   108.58  3.000
 KFS  N01   C02  C03   180.00  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
 KFS  CONST_01  C17   C12  C11  C10     0.00   0.0  0
 KFS  CONST_02  C17   C18  C09  C10     0.00   0.0  0
 KFS  CONST_03  C06   C07  C19  C20     0.00   0.0  0
 KFS  CONST_04  C06   C04  C03  C20     0.00   0.0  0
 KFS  CONST_05  C07   C06  C04  C03     0.00   0.0  0
 KFS  CONST_06  C07   C19  C20  C03     0.00   0.0  0
 KFS  CONST_07  C19   C07  C06  C04     0.00   0.0  0
 KFS  CONST_08  C19   C20  C03  C04     0.00   0.0  0
 KFS  CONST_09  C12   C11  C10  C09     0.00   0.0  0
 KFS  CONST_10  C12   C17  C18  C09     0.00   0.0  0
 KFS  CONST_11  C18   C09  C10  C11     0.00   0.0  0
 KFS  CONST_12  C18   C17  C12  C11     0.00   0.0  0
 KFS  CONST_13  C13   C12  C11  C10   180.00   0.0  0
 KFS  CONST_14  C18   C17  C12  C13   180.00   0.0  0
 KFS  CONST_15  O08   C09  C18  C17   180.00   0.0  0
 KFS  CONST_16  O08   C07  C19  C20   180.00   0.0  0
 KFS  CONST_17  C05   C04  C03  C20   180.00   0.0  0
 KFS  CONST_18  C06   C04  C03  C02   180.00   0.0  0
 KFS  CONST_19  C19   C20  C03  C02   180.00   0.0  0
 KFS  CONST_20  O08   C07  C06  C04   180.00   0.0  0
 KFS  CONST_21  C07   C06  C04  C05   180.00   0.0  0
 KFS  CONST_22  O08   C09  C10  C11   180.00   0.0  0
 KFS  CONST_23  H181  C18  C09  C10   180.00   0.0  0
 KFS  CONST_24  H111  C11  C12  C17   180.00   0.0  0
 KFS  CONST_25  H061  C06  C04  C03   180.00   0.0  0
 KFS  CONST_26  H191  C19  C20  C03   180.00   0.0  0
 KFS  CONST_27  H201  C20  C03  C04   180.00   0.0  0
 KFS  CONST_28  H171  C17  C18  C09   180.00   0.0  0
 KFS  CONST_29  H101  C10  C11  C12   180.00   0.0  0
 KFS  CONST_30  H1    O16  C14  C13   180.00   0.0  0
 KFS  Var_01    C18   C09  O08  C07    73.90  30.0  2
 KFS  Var_02    C19   C07  O08  C09    10.94  30.0  2
 KFS  Var_03    C14   C13  C12  C17  -104.52  30.0  2
 KFS  Var_04    H053  C05  C04  C03   -55.67  30.0  2
 KFS  Var_05    O15   C14  C13  C12  -102.99  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
 KFS  plan-1  C20   0.020
 KFS  plan-1  C03   0.020
 KFS  plan-1  C04   0.020
 KFS  plan-1  C05   0.020
 KFS  plan-1  C06   0.020
 KFS  plan-1  C07   0.020
 KFS  plan-1  C19   0.020
 KFS  plan-1  N01   0.020
 KFS  plan-1  O08   0.020
 KFS  plan-1  H201  0.020
 KFS  plan-1  H061  0.020
 KFS  plan-1  H191  0.020
 KFS  plan-1  C02   0.020
 KFS  plan-2  C10   0.020
 KFS  plan-2  C13   0.020
 KFS  plan-2  C17   0.020
 KFS  plan-2  C09   0.020
 KFS  plan-2  C11   0.020
 KFS  plan-2  C12   0.020
 KFS  plan-2  C18   0.020
 KFS  plan-2  O08   0.020
 KFS  plan-2  H101  0.020
 KFS  plan-2  H171  0.020
 KFS  plan-2  H111  0.020
 KFS  plan-2  H181  0.020
 KFS  plan-3  C13   0.020
 KFS  plan-3  C14   0.020
 KFS  plan-3  O15   0.020
 KFS  plan-3  O16   0.020
 KFS  plan-3  H1    0.020

