# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 16:00:00 2022
#   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  36  22  .  2022-03-18  2022-03-18
;
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   0.078   -5.7115  3.7378  19.7949
 F5A  C07  C   CH3    0  -0.668   -4.6565  3.9585  20.8755
 F5A  C08  C   CH3    0  -0.659   -5.7531  2.2600  19.4277
 F5A  C09  C   CR6    0   0.410   -5.9519  4.7452  17.5894
 F5A  C10  C   C      0   0.399   -7.0595  4.3146  20.3335
 F5A  C11  C   CR6    0  -0.062   -7.2723  5.3961  15.1880
 F5A  C12  C   CR16   0  -0.355   -7.2368  4.2571  17.3317
 F5A  C13  C   CR16   0  -0.352   -5.3316  5.5475  16.6183
 F5A  C14  C   CR16   0  -0.278   -7.8790  4.5919  16.1521
 F5A  C15  C   CR16   0  -0.250   -5.9736  5.8537  15.4409
 F5A  C16  C   C      0   0.351   -7.9145  5.7188  13.9008
 F5A  C17  C   CR6    0  -0.026   -9.4034  5.7288  13.8060
 F5A  C18  C   CR16   0  -0.277  -10.0044  5.3312  12.6125
 F5A  C19  C   CR16   0  -0.286  -10.2060  6.2062  14.8398
 F5A  C20  C   CR16   0  -0.200  -11.3788  5.3800  12.4595
 F5A  C21  C   CR16   0  -0.195  -11.5823  6.2825  14.6922
 F5A  C22  C   CR6    0  -0.041  -12.1564  5.8611  13.5035
 F5A  O02  O   O2     0  -0.478   -5.2264  4.5101  18.6786
 F5A  O03  O   O      0  -0.585   -7.1721  5.5513  20.3022
 F5A  O04  O   OC    -1  -0.583   -7.8658  3.4838  20.7901
 F5A  O05  O   O      0  -0.396   -7.2529  5.9841  12.9133
 F5A  CL1  CL  CL     0  -0.115  -13.8736  5.9410  13.3151
 F5A  H73  H   HCH3   0   0.235   -4.5623  5.0151  21.1260
 F5A  H72  H   HCH3   0   0.230   -4.9371  3.4197  21.7807
 F5A  H71  H   HCH3   0   0.231   -3.6811  3.5880  20.5543
 F5A  H83  H   HCH3   0   0.233   -5.9753  1.6653  20.3113
 F5A  H82  H   HCH3   0   0.233   -6.5036  2.0175  18.6770
 F5A  H81  H   HCH3   0   0.221   -4.7813  1.9394  19.0476
 F5A  H12  H   HCR6   0   0.278   -7.7576  3.6211  18.0317
 F5A  H13  H   HCR6   0   0.261   -4.3365  5.9290  16.8107
 F5A  H14  H   HCR6   0   0.270   -8.8679  4.1864  15.9802
 F5A  H15  H   HCR6   0   0.258   -5.4691  6.4751  14.7123
 F5A  H18  H   HCR6   0   0.271   -9.3971  4.9647  11.7953
 F5A  H19  H   HCR6   0   0.281   -9.7631  6.5485  15.7658
 F5A  H22  H   HCR6   0   0.284  -11.8379  5.0523  11.5369
 F5A  H23  H   HCR6   0   0.285  -12.1957  6.6681  15.4950

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  1.384  0.020  1.384
 F5A  C20  C22  aromatic  1.388  0.020  1.388
 F5A  C18  C17  aromatic  1.394  0.020  1.394
 F5A  O05  C16  double    1.218  0.020  1.218
 F5A  CL1  C22  single    1.729  0.020  1.729
 F5A  C22  C21  aromatic  1.386  0.020  1.386
 F5A  C17  C16  single    1.492  0.020  1.492
 F5A  C17  C19  aromatic  1.393  0.020  1.393
 F5A  C16  C11  single    1.474  0.020  1.474
 F5A  C21  C19  aromatic  1.386  0.020  1.386
 F5A  C11  C15  aromatic  1.400  0.020  1.400
 F5A  C11  C14  aromatic  1.394  0.020  1.394
 F5A  C15  C13  aromatic  1.376  0.020  1.376
 F5A  C14  C12  aromatic  1.384  0.020  1.384
 F5A  C13  C09  aromatic  1.404  0.020  1.404
 F5A  C12  C09  aromatic  1.398  0.020  1.398
 F5A  C09  O02  single    1.330  0.020  1.330
 F5A  C08  C06  single    1.523  0.020  1.523
 F5A  O02  C06  single    1.442  0.020  1.442
 F5A  C06  C10  single    1.562  0.020  1.562
 F5A  C06  C07  single    1.526  0.020  1.526
 F5A  C10  O03  deloc     1.242  0.020  1.242
 F5A  C10  O04  deloc     1.244  0.020  1.244
 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

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  111.07  3.000
 F5A  C10  C06  C08  114.70  3.000
 F5A  O02  C06  C08  110.02  3.000
 F5A  C10  C06  C07  107.40  3.000
 F5A  O02  C06  C07  103.78  3.000
 F5A  C08  C06  C07  109.26  3.000
 F5A  H71  C07  H72  107.85  3.000
 F5A  H71  C07  H73  108.62  3.000
 F5A  H72  C07  H73  108.09  3.000
 F5A  H71  C07  C06  111.11  3.000
 F5A  H72  C07  C06  109.79  3.000
 F5A  H73  C07  C06  111.26  3.000
 F5A  H81  C08  H82  107.95  3.000
 F5A  H81  C08  H83  107.71  3.000
 F5A  H82  C08  H83  107.30  3.000
 F5A  H81  C08  C06  110.15  3.000
 F5A  H82  C08  C06  113.64  3.000
 F5A  H83  C08  C06  109.88  3.000
 F5A  O02  C09  C13  115.25  3.000
 F5A  O02  C09  C12  126.20  3.000
 F5A  C13  C09  C12  118.55  3.000
 F5A  O04  C10  O03  127.96  3.000
 F5A  O04  C10  C06  116.05  3.000
 F5A  O03  C10  C06  115.93  3.000
 F5A  C16  C11  C15  119.36  3.000
 F5A  C15  C11  C14  117.86  3.000
 F5A  C16  C11  C14  122.71  3.000
 F5A  H12  C12  C14  118.11  3.000
 F5A  H12  C12  C09  121.96  3.000
 F5A  C14  C12  C09  119.93  3.000
 F5A  H13  C13  C15  120.17  3.000
 F5A  H13  C13  C09  118.97  3.000
 F5A  C15  C13  C09  120.86  3.000
 F5A  H14  C14  C12  117.94  3.000
 F5A  H14  C14  C11  120.24  3.000
 F5A  C12  C14  C11  121.79  3.000
 F5A  H15  C15  C13  119.10  3.000
 F5A  H15  C15  C11  119.90  3.000
 F5A  C13  C15  C11  120.99  3.000
 F5A  O05  C16  C17  119.29  3.000
 F5A  C17  C16  C11  119.45  3.000
 F5A  O05  C16  C11  121.26  3.000
 F5A  C19  C17  C18  118.98  3.000
 F5A  C19  C17  C16  122.01  3.000
 F5A  C18  C17  C16  118.86  3.000
 F5A  H18  C18  C20  119.07  3.000
 F5A  H18  C18  C17  120.08  3.000
 F5A  C20  C18  C17  120.85  3.000
 F5A  H19  C19  C21  118.69  3.000
 F5A  H19  C19  C17  120.50  3.000
 F5A  C21  C19  C17  120.79  3.000
 F5A  H22  C20  C22  120.59  3.000
 F5A  H22  C20  C18  120.35  3.000
 F5A  C22  C20  C18  119.05  3.000
 F5A  H23  C21  C22  120.68  3.000
 F5A  H23  C21  C19  120.25  3.000
 F5A  C22  C21  C19  119.07  3.000
 F5A  CL1  C22  C21  119.39  3.000
 F5A  C21  C22  C20  121.24  3.000
 F5A  CL1  C22  C20  119.37  3.000
 F5A  C09  O02  C06  123.06  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  Var_01    C18  C17  C16  C11  -146.44  30.0  2
 F5A  Var_02    C17  C16  C11  C14    27.12  30.0  2
 F5A  Var_03    C13  C09  O02  C06   178.32  30.0  2
 F5A  Var_04    C10  C06  O02  C09   -54.89  30.0  3
 F5A  Var_05    O03  C10  C06  C07    76.93  30.0  3
 F5A  Var_06    H83  C08  C06  C07    58.27  30.0  3
 F5A  Var_07    H73  C07  C06  C08   177.01  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

