# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 13:47:06 2021
#   Inital geometry file: a 99 line input string
#   Ligand name: 2-[4-(4-chlorobenzene-1-carbonyl)phenoxy]-2-methylpropanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(Oc1ccc(cc1)C(=O)c2ccc(Cl)cc2)C(O)=O
#
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
 F5A  F5A  '2-[4-(4-chlorobenzene-1-carbonyl)phenoxy]-2-methylpropanoic acid'  ligand  37  22  .  2022-03-18  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F5A
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
 F5A  C06  C   CT    0   0.080   -5.6866  3.6710  19.7635
 F5A  C07  C   CH3   0  -0.660   -4.6068  3.8004  20.8401
 F5A  C08  C   CH3   0  -0.672   -5.7554  2.2241  19.2821
 F5A  C09  C   CR6   0   0.455   -5.9946  4.7824  17.6219
 F5A  C10  C   C     0   0.503   -6.9781  4.2090  20.3849
 F5A  C11  C   CR6   0  -0.147   -7.2934  5.4477  15.2221
 F5A  C12  C   CR16  0  -0.391   -7.2685  4.2855  17.3504
 F5A  C13  C   CR16  0  -0.384   -5.3734  5.6079  16.6775
 F5A  C14  C   CR16  0  -0.233   -7.9022  4.6263  16.1664
 F5A  C15  C   CR16  0  -0.165   -6.0074  5.9232  15.4972
 F5A  C16  C   C     0   0.368   -7.9180  5.7640  13.9185
 F5A  C17  C   CR6   0   0.004   -9.4040  5.7666  13.8052
 F5A  C18  C   CR16  0  -0.292   -9.9885  5.3730  12.6023
 F5A  C19  C   CR16  0  -0.230  -10.2219  6.2245  14.8358
 F5A  C20  C   CR16  0  -0.185  -11.3620  5.4003  12.4409
 F5A  C21  C   CR16  0  -0.256  -11.5972  6.2803  14.6786
 F5A  C22  C   CR6   0   0.020  -12.1565  5.8583  13.4829
 F5A  O02  O   O2    0  -0.452   -5.2735  4.5536  18.7311
 F5A  O03  O   O     0  -0.537   -7.3092  5.3619  20.3403
 F5A  O04  O   OH1   0  -0.412   -7.6544  3.2637  21.0226
 F5A  O05  O   O     0  -0.477   -7.2375  6.0301  12.9481
 F5A  CL1  CL  CL    0  -0.099  -13.8718  5.9059  13.2844
 F5A  H73  H   HCH3  0   0.230   -4.4913  4.8337  21.1659
 F5A  H72  H   HCH3  0   0.233   -4.8579  3.1915  21.7069
 F5A  H71  H   HCH3  0   0.249   -3.6526  3.4497  20.4474
 F5A  H83  H   HCH3  0   0.262   -5.9128  1.5484  20.1204
 F5A  H82  H   HCH3  0   0.234   -6.5398  2.0358  18.5520
 F5A  H81  H   HCH3  0   0.226   -4.8019  1.9613  18.8240
 F5A  H12  H   HCR6  0   0.289   -7.7976  3.6316  18.0272
 F5A  H13  H   HCR6  0   0.256   -4.3862  5.9983  16.8885
 F5A  H14  H   HCR6  0   0.286   -8.8821  4.2080  15.9781
 F5A  H15  H   HCR6  0   0.275   -5.5043  6.5594  14.7810
 F5A  H18  H   HCR6  0   0.272   -9.3675  5.0255  11.7872
 F5A  H19  H   HCR6  0   0.275   -9.7898  6.5690  15.7658
 F5A  H22  H   HCR6  0   0.289  -11.8098  5.0734  11.5129
 F5A  H23  H   HCR6  0   0.272  -12.2230  6.6501  15.4787
 F5A  H1   H   HOH1  0   0.514   -8.4260  3.6558  21.4574

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
 F5A  C20  C18  aromatic  1.383  0.020  1.383
 F5A  C20  C22  aromatic  1.388  0.020  1.388
 F5A  C18  C17  aromatic  1.394  0.020  1.394
 F5A  O05  C16  double    1.215  0.020  1.215
 F5A  CL1  C22  single    1.727  0.020  1.727
 F5A  C22  C21  aromatic  1.386  0.020  1.386
 F5A  C17  C16  single    1.490  0.020  1.490
 F5A  C17  C19  aromatic  1.393  0.020  1.393
 F5A  C16  C11  single    1.480  0.020  1.480
 F5A  C21  C19  aromatic  1.385  0.020  1.385
 F5A  C11  C15  aromatic  1.398  0.020  1.398
 F5A  C11  C14  aromatic  1.392  0.020  1.392
 F5A  C15  C13  aromatic  1.376  0.020  1.376
 F5A  C14  C12  aromatic  1.386  0.020  1.386
 F5A  C13  C09  aromatic  1.400  0.020  1.400
 F5A  C12  C09  aromatic  1.394  0.020  1.394
 F5A  C09  O02  single    1.343  0.020  1.343
 F5A  C08  C06  single    1.526  0.020  1.526
 F5A  O02  C06  single    1.420  0.020  1.420
 F5A  C06  C10  single    1.531  0.020  1.531
 F5A  C06  C07  single    1.530  0.020  1.530
 F5A  C10  O03  double    1.200  0.020  1.200
 F5A  C10  O04  single    1.326  0.020  1.326
 F5A  C07  H73  single    0.970  0.020  1.090
 F5A  C07  H72  single    0.970  0.020  1.090
 F5A  C07  H71  single    0.970  0.020  1.090
 F5A  C08  H83  single    0.970  0.020  1.090
 F5A  C08  H82  single    0.970  0.020  1.090
 F5A  C08  H81  single    0.970  0.020  1.090
 F5A  C12  H12  single    0.930  0.020  1.080
 F5A  C13  H13  single    0.930  0.020  1.080
 F5A  C14  H14  single    0.930  0.020  1.080
 F5A  C15  H15  single    0.930  0.020  1.080
 F5A  C18  H18  single    0.930  0.020  1.080
 F5A  C19  H19  single    0.930  0.020  1.080
 F5A  C20  H22  single    0.930  0.020  1.080
 F5A  C21  H23  single    0.930  0.020  1.080
 F5A  O04  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
 F5A  O02  C06  C10  108.80  3.000
 F5A  C10  C06  C08  115.03  3.000
 F5A  O02  C06  C08  111.91  3.000
 F5A  C10  C06  C07  106.26  3.000
 F5A  O02  C06  C07  104.70  3.000
 F5A  C08  C06  C07  109.50  3.000
 F5A  H71  C07  H72  107.99  3.000
 F5A  H71  C07  H73  108.67  3.000
 F5A  H72  C07  H73  108.47  3.000
 F5A  H71  C07  C06  109.70  3.000
 F5A  H72  C07  C06  110.50  3.000
 F5A  H73  C07  C06  111.43  3.000
 F5A  H81  C08  H82  107.87  3.000
 F5A  H81  C08  H83  107.50  3.000
 F5A  H82  C08  H83  107.77  3.000
 F5A  H81  C08  C06  108.76  3.000
 F5A  H82  C08  C06  114.09  3.000
 F5A  H83  C08  C06  110.62  3.000
 F5A  O02  C09  C13  114.81  3.000
 F5A  O02  C09  C12  126.22  3.000
 F5A  C13  C09  C12  118.97  3.000
 F5A  O04  C10  O03  124.20  3.000
 F5A  O04  C10  C06  112.02  3.000
 F5A  O03  C10  C06  123.72  3.000
 F5A  C16  C11  C15  119.27  3.000
 F5A  C15  C11  C14  118.00  3.000
 F5A  C16  C11  C14  122.63  3.000
 F5A  H12  C12  C14  117.42  3.000
 F5A  H12  C12  C09  122.80  3.000
 F5A  C14  C12  C09  119.78  3.000
 F5A  H13  C13  C15  120.31  3.000
 F5A  H13  C13  C09  119.08  3.000
 F5A  C15  C13  C09  120.62  3.000
 F5A  H14  C14  C12  117.89  3.000
 F5A  H14  C14  C11  120.42  3.000
 F5A  C12  C14  C11  121.66  3.000
 F5A  H15  C15  C13  119.22  3.000
 F5A  H15  C15  C11  119.82  3.000
 F5A  C13  C15  C11  120.96  3.000
 F5A  O05  C16  C17  119.83  3.000
 F5A  C17  C16  C11  119.23  3.000
 F5A  O05  C16  C11  120.94  3.000
 F5A  C19  C17  C18  119.01  3.000
 F5A  C19  C17  C16  121.98  3.000
 F5A  C18  C17  C16  118.90  3.000
 F5A  H18  C18  C20  119.24  3.000
 F5A  H18  C18  C17  120.00  3.000
 F5A  C20  C18  C17  120.76  3.000
 F5A  H19  C19  C21  118.76  3.000
 F5A  H19  C19  C17  120.41  3.000
 F5A  C21  C19  C17  120.80  3.000
 F5A  H22  C20  C22  120.47  3.000
 F5A  H22  C20  C18  120.36  3.000
 F5A  C22  C20  C18  119.17  3.000
 F5A  H23  C21  C22  120.61  3.000
 F5A  H23  C21  C19  120.30  3.000
 F5A  C22  C21  C19  119.10  3.000
 F5A  CL1  C22  C21  119.44  3.000
 F5A  C21  C22  C20  121.14  3.000
 F5A  CL1  C22  C20  119.42  3.000
 F5A  C09  O02  C06  123.39  3.000
 F5A  H1   O04  C10  109.49  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
 F5A  CONST_01  C11  C15  C13  C09     0.00   0.0  0
 F5A  CONST_02  C11  C14  C12  C09     0.00   0.0  0
 F5A  CONST_03  C15  C11  C14  C12     0.00   0.0  0
 F5A  CONST_04  C15  C13  C09  C12     0.00   0.0  0
 F5A  CONST_05  C14  C11  C15  C13     0.00   0.0  0
 F5A  CONST_06  C14  C12  C09  C13     0.00   0.0  0
 F5A  CONST_07  C22  C20  C18  C17     0.00   0.0  0
 F5A  CONST_08  C22  C21  C19  C17     0.00   0.0  0
 F5A  CONST_09  C21  C22  C20  C18     0.00   0.0  0
 F5A  CONST_10  C21  C19  C17  C18     0.00   0.0  0
 F5A  CONST_11  C20  C18  C17  C19     0.00   0.0  0
 F5A  CONST_12  C20  C22  C21  C19     0.00   0.0  0
 F5A  CONST_13  C16  C11  C14  C12   180.00   0.0  0
 F5A  CONST_14  C16  C11  C15  C13   180.00   0.0  0
 F5A  CONST_15  O02  C09  C12  C14   180.00   0.0  0
 F5A  CONST_16  O02  C09  C13  C15   180.00   0.0  0
 F5A  CONST_17  C20  C18  C17  C16   180.00   0.0  0
 F5A  CONST_18  C21  C19  C17  C16   180.00   0.0  0
 F5A  CONST_19  CL1  C22  C20  C18   180.00   0.0  0
 F5A  CONST_20  CL1  C22  C21  C19   180.00   0.0  0
 F5A  CONST_21  H15  C15  C13  C09   180.00   0.0  0
 F5A  CONST_22  H14  C14  C12  C09   180.00   0.0  0
 F5A  CONST_23  H13  C13  C15  C11   180.00   0.0  0
 F5A  CONST_24  H12  C12  C14  C11   180.00   0.0  0
 F5A  CONST_25  H22  C20  C18  C17   180.00   0.0  0
 F5A  CONST_26  H23  C21  C19  C17   180.00   0.0  0
 F5A  CONST_27  H19  C19  C17  C18   180.00   0.0  0
 F5A  CONST_28  H18  C18  C17  C19   180.00   0.0  0
 F5A  CONST_29  H1   O04  C10  C06   180.00   0.0  0
 F5A  Var_01    C18  C17  C16  C11  -147.01  30.0  2
 F5A  Var_02    C17  C16  C11  C14    28.34  30.0  2
 F5A  Var_03    C13  C09  O02  C06  -175.49  30.0  1
 F5A  Var_04    C10  C06  O02  C09   -63.31  30.0  3
 F5A  Var_05    O03  C10  C06  C07    88.86  30.0  3
 F5A  Var_06    H83  C08  C06  C07    55.09  30.0  3
 F5A  Var_07    H73  C07  C06  C08   176.73  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
 F5A  plan-1  C09  0.020
 F5A  plan-1  C11  0.020
 F5A  plan-1  C12  0.020
 F5A  plan-1  C13  0.020
 F5A  plan-1  C14  0.020
 F5A  plan-1  C15  0.020
 F5A  plan-1  C16  0.020
 F5A  plan-1  O02  0.020
 F5A  plan-1  H12  0.020
 F5A  plan-1  H13  0.020
 F5A  plan-1  H14  0.020
 F5A  plan-1  H15  0.020
 F5A  plan-2  C16  0.020
 F5A  plan-2  C17  0.020
 F5A  plan-2  C18  0.020
 F5A  plan-2  C19  0.020
 F5A  plan-2  C20  0.020
 F5A  plan-2  C21  0.020
 F5A  plan-2  C22  0.020
 F5A  plan-2  CL1  0.020
 F5A  plan-2  H18  0.020
 F5A  plan-2  H19  0.020
 F5A  plan-2  H22  0.020
 F5A  plan-2  H23  0.020
 F5A  plan-3  C11  0.020
 F5A  plan-3  C16  0.020
 F5A  plan-3  C17  0.020
 F5A  plan-3  O05  0.020
 F5A  plan-4  C06  0.020
 F5A  plan-4  C10  0.020
 F5A  plan-4  O03  0.020
 F5A  plan-4  O04  0.020
 F5A  plan-4  H1   0.020

