# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 08:30:03 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: {2-[(4-bromo-2-fluorobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)COc1cc(Cl)ccc1C(=O)NCc2ccc(Br)cc2F
#
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
 388  388  '{2-[(4-bromo-2-fluorobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid'  ligand  35  24  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_388
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
 388  C1    C   CH2    0  -0.378  3.6997  -2.4252  -3.5054
 388  N10   N   NH1    0  -0.666  3.5450  -2.1488  -2.0964
 388  C11   C   C      0   0.525  2.5531  -1.3627  -1.6674
 388  O12   O   O      0  -0.495  1.7457  -0.8483  -2.4365
 388  C2    C   CR6    0  -0.075  4.2143  -1.2427  -4.2861
 388  C7    C   CR6    0   0.539  5.4966  -0.7532  -4.0905
 388  F9    F   F      0  -0.302  6.2888  -1.3621  -3.1973
 388  C6    C   CR16   0  -0.376  6.0103   0.3316  -4.7745
 388  C5    C   CR6    0  -0.109  5.1918   0.9553  -5.7044
 388  BR8   BR  BR     0  -0.036  5.8569   2.4392  -6.6599
 388  C4    C   CR16   0  -0.235  3.9023   0.5069  -5.9429
 388  C3    C   CR16   0  -0.269  3.4310  -0.5835  -5.2249
 388  C8    C   CR6    0  -0.141  2.4675  -1.0555  -0.1996
 388  C9    C   CR16   0  -0.274  1.9303   0.1829   0.1435
 388  C10   C   CR16   0  -0.233  1.8071   0.5957   1.4582
 388  C12   C   CR6    0  -0.029  2.2058  -0.2783   2.4562
 388  CL1   CL  CL     0  -0.119  2.0467   0.1944   4.1140
 388  C14   C   CR16   0  -0.316  2.7134  -1.5312   2.1652
 388  C15   C   CR6    0   0.388  2.8533  -1.9221   0.8334
 388  O20   O   O2     0  -0.477  3.2905  -3.1423   0.4997
 388  C21   C   CH2    0  -0.337  4.3160  -3.7834   1.2444
 388  C22   C   C      0   0.422  5.4908  -4.1668   0.3291
 388  O24   O   O      0  -0.573  5.5326  -3.6531  -0.8074
 388  O23   O   OC    -1  -0.596  6.3152  -4.9389   0.8409
 388  H11   H   HCH2   0   0.262  2.7532  -2.7491  -3.9412
 388  H12   H   HCH2   0   0.270  4.3904  -3.2640  -3.5916
 388  HN10  H   HNH1   0   0.444  4.2164  -2.6045  -1.4667
 388  H6    H   HCR6   0   0.298  7.0207   0.6658  -4.5791
 388  H4    H   HCR6   0   0.281  3.2642   0.9930  -6.6677
 388  H3    H   HCR6   0   0.271  2.4223  -0.9322  -5.4034
 388  H9    H   HCR6   0   0.270  1.6161   0.8536  -0.6446
 388  H10   H   HCR6   0   0.279  1.4053   1.5699   1.6977
 388  H14   H   HCR6   0   0.299  2.9743  -2.2085   2.9676
 388  H211  H   HCH2   0   0.244  4.7036  -3.1336   2.0359
 388  H212  H   HCH2   0   0.244  3.9032  -4.6716   1.7274

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
 388  C1   C2    single    1.508  0.020  1.508
 388  C1   N10   single    1.444  0.020  1.444
 388  C1   H11   single    0.970  0.020  1.090
 388  C1   H12   single    0.970  0.020  1.090
 388  N10  C11   single    1.336  0.020  1.336
 388  N10  HN10  single    0.860  0.020  1.020
 388  C11  O12   double    1.228  0.020  1.228
 388  C11  C8    single    1.502  0.020  1.502
 388  C2   C7    aromatic  1.386  0.020  1.386
 388  C2   C3    aromatic  1.389  0.020  1.389
 388  C7   C6    aromatic  1.381  0.020  1.381
 388  C7   F9    single    1.340  0.020  1.340
 388  C6   C5    aromatic  1.387  0.020  1.387
 388  C6   H6    single    0.930  0.020  1.080
 388  C5   BR8   single    1.886  0.020  1.886
 388  C5   C4    aromatic  1.386  0.020  1.386
 388  C4   C3    aromatic  1.388  0.020  1.388
 388  C4   H4    single    0.930  0.020  1.080
 388  C3   H3    single    0.930  0.020  1.080
 388  C8   C9    aromatic  1.393  0.020  1.393
 388  C8   C15   aromatic  1.402  0.020  1.402
 388  C9   C10   aromatic  1.383  0.020  1.383
 388  C9   H9    single    0.930  0.020  1.080
 388  C10  C12   aromatic  1.385  0.020  1.385
 388  C10  H10   single    0.930  0.020  1.080
 388  C12  C14   aromatic  1.383  0.020  1.383
 388  C12  CL1   single    1.731  0.020  1.731
 388  C14  C15   aromatic  1.395  0.020  1.395
 388  C14  H14   single    0.930  0.020  1.080
 388  C15  O20   single    1.338  0.020  1.338
 388  O20  C21   single    1.420  0.020  1.420
 388  C21  C22   single    1.538  0.020  1.538
 388  C21  H211  single    0.970  0.020  1.090
 388  C21  H212  single    0.970  0.020  1.090
 388  C22  O24   deloc     1.248  0.020  1.248
 388  C22  O23   deloc     1.240  0.020  1.240

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
 388  H12   C1   H11   106.84  3.000
 388  H12   C1   C2    110.27  3.000
 388  H11   C1   C2    108.79  3.000
 388  H12   C1   N10   107.00  3.000
 388  H11   C1   N10   110.70  3.000
 388  C2    C1   N10   113.06  3.000
 388  HN10  N10  C11   123.32  3.000
 388  HN10  N10  C1    116.31  3.000
 388  C11   N10  C1    120.35  3.000
 388  C8    C11  O12   119.27  3.000
 388  C8    C11  N10   118.45  3.000
 388  O12   C11  N10   122.23  3.000
 388  C3    C2   C7    116.70  3.000
 388  C3    C2   C1    121.99  3.000
 388  C7    C2   C1    121.31  3.000
 388  C6    C7   F9    117.84  3.000
 388  F9    C7   C2    118.70  3.000
 388  C6    C7   C2    123.46  3.000
 388  H6    C6   C5    122.23  3.000
 388  H6    C6   C7    120.02  3.000
 388  C5    C6   C7    117.75  3.000
 388  C4    C5   BR8   119.70  3.000
 388  C4    C5   C6    121.26  3.000
 388  BR8   C5   C6    119.03  3.000
 388  H4    C4   C3    119.97  3.000
 388  H4    C4   C5    121.27  3.000
 388  C3    C4   C5    118.76  3.000
 388  H3    C3   C4    118.97  3.000
 388  H3    C3   C2    118.97  3.000
 388  C4    C3   C2    122.07  3.000
 388  C15   C8   C9    118.30  3.000
 388  C15   C8   C11   125.29  3.000
 388  C9    C8   C11   116.40  3.000
 388  H9    C9   C10   118.79  3.000
 388  H9    C9   C8    118.94  3.000
 388  C10   C9   C8    122.26  3.000
 388  H10   C10  C12   121.08  3.000
 388  H10   C10  C9    120.84  3.000
 388  C12   C10  C9    118.08  3.000
 388  C14   C12  CL1   118.86  3.000
 388  CL1   C12  C10   119.42  3.000
 388  C14   C12  C10   121.72  3.000
 388  H14   C14  C15   120.56  3.000
 388  H14   C14  C12   119.98  3.000
 388  C15   C14  C12   119.45  3.000
 388  O20   C15  C14   121.76  3.000
 388  O20   C15  C8    118.00  3.000
 388  C14   C15  C8    120.16  3.000
 388  C21   O20  C15   121.10  3.000
 388  H212  C21  H211  107.27  3.000
 388  H212  C21  C22   110.44  3.000
 388  H211  C21  C22   107.93  3.000
 388  H212  C21  O20   109.03  3.000
 388  H211  C21  O20   111.51  3.000
 388  C22   C21  O20   110.61  3.000
 388  O23   C22  O24   127.58  3.000
 388  O23   C22  C21   114.67  3.000
 388  O24   C22  C21   117.72  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
 388  CONST_01  C5    C6   C7   C2      0.00   0.0  0
 388  CONST_02  C5    C4   C3   C2      0.00   0.0  0
 388  CONST_03  C4    C3   C2   C7      0.00   0.0  0
 388  CONST_04  C4    C5   C6   C7      0.00   0.0  0
 388  CONST_05  C3    C2   C7   C6      0.00   0.0  0
 388  CONST_06  C3    C4   C5   C6      0.00   0.0  0
 388  CONST_07  C12   C10  C9   C8      0.00   0.0  0
 388  CONST_08  C12   C14  C15  C8      0.00   0.0  0
 388  CONST_09  C14   C15  C8   C9      0.00   0.0  0
 388  CONST_10  C14   C12  C10  C9      0.00   0.0  0
 388  CONST_11  C15   C8   C9   C10     0.00   0.0  0
 388  CONST_12  C15   C14  C12  C10     0.00   0.0  0
 388  CONST_13  C6    C7   C2   C1    180.00   0.0  0
 388  CONST_14  C4    C3   C2   C1    180.00   0.0  0
 388  CONST_15  C10   C9   C8   C11   180.00   0.0  0
 388  CONST_16  C14   C15  C8   C11   180.00   0.0  0
 388  CONST_17  BR8   C5   C6   C7    180.00   0.0  0
 388  CONST_18  C3    C2   C7   F9    180.00   0.0  0
 388  CONST_19  C5    C6   C7   F9    180.00   0.0  0
 388  CONST_20  C3    C4   C5   BR8   180.00   0.0  0
 388  CONST_21  O20   C15  C8   C9    180.00   0.0  0
 388  CONST_22  CL1   C12  C10  C9    180.00   0.0  0
 388  CONST_23  O20   C15  C14  C12   180.00   0.0  0
 388  CONST_24  C15   C14  C12  CL1   180.00   0.0  0
 388  CONST_25  H6    C6   C7   C2    180.00   0.0  0
 388  CONST_26  H4    C4   C3   C2    180.00   0.0  0
 388  CONST_27  H3    C3   C2   C7    180.00   0.0  0
 388  CONST_28  H10   C10  C9   C8    180.00   0.0  0
 388  CONST_29  H14   C14  C15  C8    180.00   0.0  0
 388  CONST_30  H9    C9   C10  C12   180.00   0.0  0
 388  CONST_31  C8    C11  N10  C1    180.00   0.0  0
 388  CONST_32  HN10  N10  C11  C8      0.00   0.0  0
 388  CONST_33  O12   C11  N10  C1      0.00   0.0  0
 388  Var_01    C7    C2   C1   N10    66.80  30.0  2
 388  Var_02    C9    C8   C11  N10   149.21  30.0  2
 388  Var_03    C2    C1   N10  C11    72.43  30.0  2
 388  Var_04    C22   C21  O20  C15  -123.59  30.0  3
 388  Var_05    O24   C22  C21  O20    14.33  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
 388  plan-1  C1    0.020
 388  plan-1  C2    0.020
 388  plan-1  C7    0.020
 388  plan-1  F9    0.020
 388  plan-1  C6    0.020
 388  plan-1  C5    0.020
 388  plan-1  BR8   0.020
 388  plan-1  C4    0.020
 388  plan-1  C3    0.020
 388  plan-1  H6    0.020
 388  plan-1  H4    0.020
 388  plan-1  H3    0.020
 388  plan-2  C11   0.020
 388  plan-2  C8    0.020
 388  plan-2  C9    0.020
 388  plan-2  C10   0.020
 388  plan-2  C12   0.020
 388  plan-2  CL1   0.020
 388  plan-2  C14   0.020
 388  plan-2  C15   0.020
 388  plan-2  O20   0.020
 388  plan-2  H9    0.020
 388  plan-2  H10   0.020
 388  plan-2  H14   0.020
 388  plan-3  C1    0.020
 388  plan-3  N10   0.020
 388  plan-3  C11   0.020
 388  plan-3  O12   0.020
 388  plan-3  C8    0.020
 388  plan-3  HN10  0.020
 388  plan-4  C21   0.020
 388  plan-4  C22   0.020
 388  plan-4  O24   0.020
 388  plan-4  O23   0.020

