# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 07:19:34 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: 2-[4-chloro-2-(phenylcarbonyl)phenoxy]-N-phenylacetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(OCC(=O)Nc2ccccc2)c(c1)C(=O)c3ccccc3
#
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
 GFA  GFA  2-[4-chloro-2-(phenylcarbonyl)phenoxy]-N-phenylacetamide  ligand  42  26  .  2021-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GFA
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
 GFA  O2    O   O2    0  -0.464  -0.6751   0.9329   1.0578
 GFA  CL1   CL  CL    0  -0.124  -6.0839   1.9295  -0.9158
 GFA  O3    O   O     0  -0.442   1.6809  -0.1348   1.6469
 GFA  O1    O   O     0  -0.381  -3.0499  -1.9692   1.3937
 GFA  N1    N   NH1   0  -0.747   2.6098   0.7961  -0.2173
 GFA  C12   C   CR16  0  -0.346  -2.2974   2.4949   0.2070
 GFA  C8    C   CR6   0  -0.150  -2.7672   0.1341   0.3885
 GFA  C9    C   CR16  0  -0.228  -4.0724   0.3650  -0.0307
 GFA  C6    C   CR6   0   0.007  -1.0794  -1.7694   0.1155
 GFA  C7    C   C     0   0.369  -2.3447  -1.2644   0.7023
 GFA  C13   C   CR6   0   0.377  -1.8874   1.2082   0.5380
 GFA  C1    C   CR16  0  -0.265  -0.4147  -2.8254   0.7358
 GFA  C10   C   CR6   0  -0.050  -4.4676   1.6491  -0.3594
 GFA  C21   C   CR16  0  -0.299   4.1752  -1.0125   0.3743
 GFA  C14   C   CH2   0  -0.318   0.4499   1.5585   0.4847
 GFA  C16   C   CR6   0   0.366   3.8632   0.1769  -0.2841
 GFA  C4    C   CR16  0  -0.237   0.6182  -1.7250  -1.5962
 GFA  C15   C   C     0   0.534   1.6352   0.6296   0.7081
 GFA  C11   C   CR16  0  -0.199  -3.5864   2.7145  -0.2504
 GFA  C20   C   CR16  0  -0.251   5.4428  -1.5617   0.2311
 GFA  C17   C   CR16  0  -0.339   4.8299   0.7860  -1.0869
 GFA  C5    C   CR16  0  -0.292  -0.5592  -1.2288  -1.0595
 GFA  C18   C   CR16  0  -0.248   6.0874   0.2232  -1.2256
 GFA  C3    C   CR16  0  -0.239   1.2896  -2.7595  -0.9580
 GFA  C19   C   CR16  0  -0.270   6.4059  -0.9542  -0.5611
 GFA  C2    C   CR16  0  -0.238   0.7700  -3.3100   0.2069
 GFA  HN1   H   HNH1  0   0.416   2.4485   1.5022  -0.9199
 GFA  H12   H   HCR6  0   0.294  -1.6253   3.3361   0.3183
 GFA  H9    H   HCR6  0   0.290  -4.7615  -0.4632  -0.1315
 GFA  H1    H   HCR6  0   0.261  -0.8117  -3.2543   1.6468
 GFA  H21   H   HCR6  0   0.281   3.4428  -1.5184   0.9812
 GFA  H14   H   HCH2  0   0.259   0.2963   1.7506  -0.5820
 GFA  H14A  H   HCH2  0   0.288   0.6622   2.5203   0.9666
 GFA  H4    H   HCR6  0   0.262   1.0127  -1.3012  -2.5099
 GFA  H11   H   HCR6  0   0.292  -3.9018   3.7166  -0.5064
 GFA  H20   H   HCR6  0   0.258   5.6717  -2.4861   0.7457
 GFA  H17   H   HCR6  0   0.269   4.5940   1.7092  -1.6035
 GFA  H5    H   HCR6  0   0.264  -1.0805  -0.4295  -1.5724
 GFA  H18   H   HCR6  0   0.260   6.8201   0.7117  -1.8544
 GFA  H3    H   HCR6  0   0.262   2.2175  -3.1358  -1.3685
 GFA  H19   H   HCR6  0   0.255   7.3896  -1.3926  -0.6633
 GFA  H2    H   HCR6  0   0.261   1.2923  -4.1165   0.7045

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
 GFA  O2   C13   single    1.347  0.020  1.347
 GFA  O2   C14   single    1.409  0.020  1.409
 GFA  CL1  C10   single    1.732  0.020  1.732
 GFA  O3   C15   double    1.212  0.020  1.212
 GFA  O1   C7    double    1.213  0.020  1.213
 GFA  N1   C16   single    1.400  0.020  1.400
 GFA  N1   C15   single    1.354  0.020  1.354
 GFA  C12  C13   aromatic  1.390  0.020  1.390
 GFA  C12  C11   aromatic  1.385  0.020  1.385
 GFA  C8   C9    aromatic  1.390  0.020  1.390
 GFA  C8   C7    single    1.494  0.020  1.494
 GFA  C8   C13   aromatic  1.396  0.020  1.396
 GFA  C9   C10   aromatic  1.383  0.020  1.383
 GFA  C6   C7    single    1.483  0.020  1.483
 GFA  C6   C1    aromatic  1.394  0.020  1.394
 GFA  C6   C5    aromatic  1.394  0.020  1.394
 GFA  C1   C2    aromatic  1.385  0.020  1.385
 GFA  C10  C11   aromatic  1.387  0.020  1.387
 GFA  C21  C16   aromatic  1.395  0.020  1.395
 GFA  C21  C20   aromatic  1.389  0.020  1.389
 GFA  C14  C15   single    1.522  0.020  1.522
 GFA  C16  C17   aromatic  1.396  0.020  1.396
 GFA  C4   C5    aromatic  1.386  0.020  1.386
 GFA  C4   C3    aromatic  1.389  0.020  1.389
 GFA  C20  C19   aromatic  1.387  0.020  1.387
 GFA  C17  C18   aromatic  1.385  0.020  1.385
 GFA  C18  C19   aromatic  1.389  0.020  1.389
 GFA  C3   C2    aromatic  1.389  0.020  1.389
 GFA  N1   HN1   single    0.860  0.020  1.020
 GFA  C12  H12   single    0.930  0.020  1.080
 GFA  C9   H9    single    0.930  0.020  1.080
 GFA  C1   H1    single    0.930  0.020  1.080
 GFA  C21  H21   single    0.930  0.020  1.080
 GFA  C14  H14   single    0.970  0.020  1.090
 GFA  C14  H14A  single    0.970  0.020  1.090
 GFA  C4   H4    single    0.930  0.020  1.080
 GFA  C11  H11   single    0.930  0.020  1.080
 GFA  C20  H20   single    0.930  0.020  1.080
 GFA  C17  H17   single    0.930  0.020  1.080
 GFA  C5   H5    single    0.930  0.020  1.080
 GFA  C18  H18   single    0.930  0.020  1.080
 GFA  C3   H3    single    0.930  0.020  1.080
 GFA  C19  H19   single    0.930  0.020  1.080
 GFA  C2   H2    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
 GFA  C14   O2   C13  118.08  3.000
 GFA  HN1   N1   C15  116.54  3.000
 GFA  HN1   N1   C16  114.80  3.000
 GFA  C15   N1   C16  128.52  3.000
 GFA  H12   C12  C11  119.24  3.000
 GFA  H12   C12  C13  120.77  3.000
 GFA  C11   C12  C13  119.98  3.000
 GFA  C13   C8   C7   121.28  3.000
 GFA  C13   C8   C9   119.74  3.000
 GFA  C7    C8   C9   118.96  3.000
 GFA  H9    C9   C10  120.43  3.000
 GFA  H9    C9   C8   119.93  3.000
 GFA  C10   C9   C8   119.61  3.000
 GFA  C5    C6   C1   119.41  3.000
 GFA  C5    C6   C7   121.31  3.000
 GFA  C1    C6   C7   119.26  3.000
 GFA  C6    C7   C8   118.47  3.000
 GFA  C6    C7   O1   121.56  3.000
 GFA  C8    C7   O1   119.94  3.000
 GFA  C8    C13  C12  120.04  3.000
 GFA  C8    C13  O2   116.81  3.000
 GFA  C12   C13  O2   123.10  3.000
 GFA  H1    C1   C2   119.77  3.000
 GFA  H1    C1   C6   120.00  3.000
 GFA  C2    C1   C6   120.21  3.000
 GFA  C11   C10  C9   120.86  3.000
 GFA  C11   C10  CL1  119.59  3.000
 GFA  C9    C10  CL1  119.55  3.000
 GFA  H21   C21  C20  119.53  3.000
 GFA  H21   C21  C16  120.95  3.000
 GFA  C20   C21  C16  119.52  3.000
 GFA  H14A  C14  H14  107.55  3.000
 GFA  H14A  C14  C15  108.66  3.000
 GFA  H14   C14  C15  111.05  3.000
 GFA  H14A  C14  O2   111.42  3.000
 GFA  H14   C14  O2   111.24  3.000
 GFA  C15   C14  O2   106.92  3.000
 GFA  C17   C16  C21  119.24  3.000
 GFA  C17   C16  N1   117.03  3.000
 GFA  C21   C16  N1   123.71  3.000
 GFA  H4    C4   C3   120.25  3.000
 GFA  H4    C4   C5   119.78  3.000
 GFA  C3    C4   C5   119.97  3.000
 GFA  C14   C15  N1   112.64  3.000
 GFA  C14   C15  O3   121.87  3.000
 GFA  N1    C15  O3   125.45  3.000
 GFA  H11   C11  C10  120.53  3.000
 GFA  H11   C11  C12  119.77  3.000
 GFA  C10   C11  C12  119.70  3.000
 GFA  H20   C20  C19  119.91  3.000
 GFA  H20   C20  C21  118.80  3.000
 GFA  C19   C20  C21  121.29  3.000
 GFA  H17   C17  C18  119.75  3.000
 GFA  H17   C17  C16  119.66  3.000
 GFA  C18   C17  C16  120.59  3.000
 GFA  H5    C5   C4   119.31  3.000
 GFA  H5    C5   C6   120.37  3.000
 GFA  C4    C5   C6   120.31  3.000
 GFA  H18   C18  C19  120.36  3.000
 GFA  H18   C18  C17  119.32  3.000
 GFA  C19   C18  C17  120.33  3.000
 GFA  H3    C3   C2   120.07  3.000
 GFA  H3    C3   C4   119.95  3.000
 GFA  C2    C3   C4   119.98  3.000
 GFA  H19   C19  C18  120.46  3.000
 GFA  H19   C19  C20  120.51  3.000
 GFA  C18   C19  C20  119.03  3.000
 GFA  H2    C2   C3   120.03  3.000
 GFA  H2    C2   C1   119.87  3.000
 GFA  C3    C2   C1   120.10  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
 GFA  CONST_01  C9   C8   C13  C12     0.00   0.0  0
 GFA  CONST_02  C9   C10  C11  C12     0.00   0.0  0
 GFA  CONST_03  C11  C10  C9   C8      0.00   0.0  0
 GFA  CONST_04  C11  C12  C13  C8      0.00   0.0  0
 GFA  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 GFA  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 GFA  CONST_07  C10  C11  C12  C13     0.00   0.0  0
 GFA  CONST_08  C10  C9   C8   C13     0.00   0.0  0
 GFA  CONST_09  C4   C5   C6   C1      0.00   0.0  0
 GFA  CONST_10  C4   C3   C2   C1      0.00   0.0  0
 GFA  CONST_11  C18  C17  C16  C21     0.00   0.0  0
 GFA  CONST_12  C18  C19  C20  C21     0.00   0.0  0
 GFA  CONST_13  C19  C20  C21  C16     0.00   0.0  0
 GFA  CONST_14  C19  C18  C17  C16     0.00   0.0  0
 GFA  CONST_15  C17  C16  C21  C20     0.00   0.0  0
 GFA  CONST_16  C17  C18  C19  C20     0.00   0.0  0
 GFA  CONST_17  C2   C1   C6   C5      0.00   0.0  0
 GFA  CONST_18  C2   C3   C4   C5      0.00   0.0  0
 GFA  CONST_19  C11  C12  C13  O2    180.00   0.0  0
 GFA  CONST_20  C9   C8   C13  O2    180.00   0.0  0
 GFA  CONST_21  C8   C9   C10  CL1   180.00   0.0  0
 GFA  CONST_22  C12  C11  C10  CL1   180.00   0.0  0
 GFA  CONST_23  C20  C21  C16  N1    180.00   0.0  0
 GFA  CONST_24  C18  C17  C16  N1    180.00   0.0  0
 GFA  CONST_25  C7   C8   C13  C12   180.00   0.0  0
 GFA  CONST_26  C10  C9   C8   C7    180.00   0.0  0
 GFA  CONST_27  C2   C1   C6   C7    180.00   0.0  0
 GFA  CONST_28  C4   C5   C6   C7    180.00   0.0  0
 GFA  CONST_29  H12  C12  C13  C8    180.00   0.0  0
 GFA  CONST_30  H11  C11  C10  C9    180.00   0.0  0
 GFA  CONST_31  H2   C2   C1   C6    180.00   0.0  0
 GFA  CONST_32  H4   C4   C5   C6    180.00   0.0  0
 GFA  CONST_33  H9   C9   C8   C13   180.00   0.0  0
 GFA  CONST_34  H5   C5   C6   C1    180.00   0.0  0
 GFA  CONST_35  H3   C3   C2   C1    180.00   0.0  0
 GFA  CONST_36  H17  C17  C16  C21   180.00   0.0  0
 GFA  CONST_37  H19  C19  C20  C21   180.00   0.0  0
 GFA  CONST_38  H20  C20  C21  C16   180.00   0.0  0
 GFA  CONST_39  H18  C18  C17  C16   180.00   0.0  0
 GFA  CONST_40  H21  C21  C16  C17   180.00   0.0  0
 GFA  CONST_41  H1   C1   C6   C5    180.00   0.0  0
 GFA  CONST_45  C16  N1   C15  O3      0.00   0.0  0
 GFA  CONST_46  C16  N1   C15  C14   180.00   0.0  0
 GFA  Var_01    C1   C6   C7   C8    156.75  30.0  2
 GFA  Var_02    C6   C7   C8   C9    131.26  30.0  2
 GFA  Var_03    C15  C14  O2   C13  -151.92  30.0  3
 GFA  Var_04    O3   C15  C14  O2    -27.77  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
 GFA  plan-1  O2   0.020
 GFA  plan-1  CL1  0.020
 GFA  plan-1  C12  0.020
 GFA  plan-1  C8   0.020
 GFA  plan-1  C9   0.020
 GFA  plan-1  C7   0.020
 GFA  plan-1  C13  0.020
 GFA  plan-1  C10  0.020
 GFA  plan-1  C11  0.020
 GFA  plan-1  H12  0.020
 GFA  plan-1  H9   0.020
 GFA  plan-1  H11  0.020
 GFA  plan-2  C6   0.020
 GFA  plan-2  C7   0.020
 GFA  plan-2  C1   0.020
 GFA  plan-2  C4   0.020
 GFA  plan-2  C5   0.020
 GFA  plan-2  C3   0.020
 GFA  plan-2  C2   0.020
 GFA  plan-2  H1   0.020
 GFA  plan-2  H4   0.020
 GFA  plan-2  H5   0.020
 GFA  plan-2  H3   0.020
 GFA  plan-2  H2   0.020
 GFA  plan-3  N1   0.020
 GFA  plan-3  C21  0.020
 GFA  plan-3  C16  0.020
 GFA  plan-3  C20  0.020
 GFA  plan-3  C17  0.020
 GFA  plan-3  C18  0.020
 GFA  plan-3  C19  0.020
 GFA  plan-3  H21  0.020
 GFA  plan-3  H20  0.020
 GFA  plan-3  H17  0.020
 GFA  plan-3  H18  0.020
 GFA  plan-3  H19  0.020
 GFA  plan-4  O3   0.020
 GFA  plan-4  N1   0.020
 GFA  plan-4  C14  0.020
 GFA  plan-4  C16  0.020
 GFA  plan-4  C15  0.020
 GFA  plan-4  HN1  0.020
 GFA  plan-5  O1   0.020
 GFA  plan-5  C8   0.020
 GFA  plan-5  C6   0.020
 GFA  plan-5  C7   0.020

