# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 18:46:18 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  36  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  -0.397   2.6064  -2.0385  -3.6475
 388  N10   N   NH1   0  -0.621   2.4299  -2.0547  -2.2101
 388  C11   C   C     0   0.509   1.9429  -1.0080  -1.5248
 388  O12   O   O     0  -0.476   1.4984  -0.0029  -2.0605
 388  C2    C   CR6   0  -0.083   3.9871  -1.5699  -4.0295
 388  C7    C   CR6   0   0.543   5.0432  -2.4545  -4.1803
 388  F9    F   F     0  -0.304   4.8165  -3.7663  -4.0301
 388  C6    C   CR16  0  -0.383   6.3326  -2.0538  -4.4757
 388  C5    C   CR6   0  -0.104   6.5708  -0.6966  -4.6198
 388  BR8   BR  BR    0  -0.029   8.3214  -0.1111  -4.9999
 388  C4    C   CR16  0  -0.230   5.5511   0.2331  -4.4812
 388  C3    C   CR16  0  -0.271   4.2724  -0.2170  -4.1901
 388  C8    C   CR6   0  -0.090   1.9137  -1.1369  -0.0317
 388  C9    C   CR16  0  -0.282   0.8042  -0.6213   0.6344
 388  C10   C   CR16  0  -0.210   0.6915  -0.6833   2.0116
 388  C12   C   CR6   0  -0.036   1.7254  -1.2519   2.7397
 388  CL1   CL  CL    0  -0.111   1.6088  -1.3371   4.4616
 388  C14   C   CR16  0  -0.269   2.8563  -1.7471   2.1148
 388  C15   C   CR6   0   0.346   2.9418  -1.6953   0.7304
 388  O20   O   O2    0  -0.490   4.0531  -2.2187   0.1400
 388  C21   C   CH2   0  -0.273   5.0347  -1.2705  -0.2151
 388  C22   C   C     0   0.509   6.1420  -1.9993  -0.9341
 388  O24   O   O     0  -0.419   6.1512  -3.1777  -1.1605
 388  O23   O   OH1   0  -0.586   7.1000  -1.1528  -1.2794
 388  H11   H   HCH2  0   0.282   1.8589  -1.3819  -4.0874
 388  H12   H   HCH2  0   0.286   2.4081  -3.0398  -4.0246
 388  HN10  H   HNH1  0   0.411   2.7951  -2.8480  -1.7082
 388  H6    H   HCR6  0   0.304   7.1167  -2.7923  -4.5801
 388  H4    H   HCR6  0   0.285   5.7376   1.2917  -4.5963
 388  H3    H   HCR6  0   0.278   3.4739   0.5059  -4.0849
 388  H9    H   HCR6  0   0.280   0.0027  -0.1719   0.0638
 388  H10   H   HCR6  0   0.288  -0.1865  -0.2936   2.5068
 388  H14   H   HCR6  0   0.296   3.6685  -2.1780   2.6853
 388  H211  H   HCH2  0   0.269   4.6372  -0.4866  -0.8711
 388  H212  H   HCH2  0   0.290   5.4431  -0.7707   0.6708
 388  HO23  H   HOH1  0   0.485   7.8111  -1.6213  -1.7411

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    1.507  0.020  1.507
 388  C1   N10   single    1.448  0.020  1.448
 388  C1   H11   single    0.970  0.020  1.090
 388  C1   H12   single    0.970  0.020  1.090
 388  N10  C11   single    1.342  0.020  1.342
 388  N10  HN10  single    0.860  0.020  1.020
 388  C11  O12   double    1.223  0.020  1.223
 388  C11  C8    single    1.499  0.020  1.499
 388  C2   C7    aromatic  1.386  0.020  1.386
 388  C2   C3    aromatic  1.392  0.020  1.392
 388  C7   C6    aromatic  1.382  0.020  1.382
 388  C7   F9    single    1.340  0.020  1.340
 388  C6   C5    aromatic  1.385  0.020  1.385
 388  C6   H6    single    0.930  0.020  1.080
 388  C5   BR8   single    1.885  0.020  1.885
 388  C5   C4    aromatic  1.387  0.020  1.387
 388  C4   C3    aromatic  1.387  0.020  1.387
 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  1.396  0.020  1.396
 388  C9   C10   aromatic  1.383  0.020  1.383
 388  C9   H9    single    0.930  0.020  1.080
 388  C10  C12   aromatic  1.386  0.020  1.386
 388  C10  H10   single    0.930  0.020  1.080
 388  C12  C14   aromatic  1.384  0.020  1.384
 388  C12  CL1   single    1.728  0.020  1.728
 388  C14  C15   aromatic  1.388  0.020  1.388
 388  C14  H14   single    0.930  0.020  1.080
 388  C15  O20   single    1.363  0.020  1.363
 388  O20  C21   single    1.410  0.020  1.410
 388  C21  C22   single    1.508  0.020  1.508
 388  C21  H211  single    0.970  0.020  1.090
 388  C21  H212  single    0.970  0.020  1.090
 388  C22  O24   double    1.200  0.020  1.200
 388  C22  O23   single    1.324  0.020  1.324
 388  O23  HO23  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
 388  H12   C1   H11   106.86  3.000
 388  H12   C1   C2    111.42  3.000
 388  H11   C1   C2    109.84  3.000
 388  H12   C1   N10   108.14  3.000
 388  H11   C1   N10   108.92  3.000
 388  C2    C1   N10   111.51  3.000
 388  HN10  N10  C11   119.42  3.000
 388  HN10  N10  C1    117.33  3.000
 388  C11   N10  C1    122.83  3.000
 388  C8    C11  O12   120.00  3.000
 388  C8    C11  N10   116.65  3.000
 388  O12   C11  N10   123.31  3.000
 388  C3    C2   C7    116.85  3.000
 388  C3    C2   C1    121.28  3.000
 388  C7    C2   C1    121.82  3.000
 388  C6    C7   F9    117.75  3.000
 388  F9    C7   C2    118.94  3.000
 388  C6    C7   C2    123.31  3.000
 388  H6    C6   C5    122.27  3.000
 388  H6    C6   C7    119.91  3.000
 388  C5    C6   C7    117.81  3.000
 388  C4    C5   BR8   119.66  3.000
 388  C4    C5   C6    121.33  3.000
 388  BR8   C5   C6    119.01  3.000
 388  H4    C4   C3    119.95  3.000
 388  H4    C4   C5    121.27  3.000
 388  C3    C4   C5    118.78  3.000
 388  H3    C3   C4    118.95  3.000
 388  H3    C3   C2    119.13  3.000
 388  C4    C3   C2    121.93  3.000
 388  C15   C8   C9    118.26  3.000
 388  C15   C8   C11   124.31  3.000
 388  C9    C8   C11   117.38  3.000
 388  H9    C9   C10   118.91  3.000
 388  H9    C9   C8    119.46  3.000
 388  C10   C9   C8    121.63  3.000
 388  H10   C10  C12   120.86  3.000
 388  H10   C10  C9    120.42  3.000
 388  C12   C10  C9    118.72  3.000
 388  C14   C12  CL1   119.18  3.000
 388  CL1   C12  C10   119.55  3.000
 388  C14   C12  C10   121.27  3.000
 388  H14   C14  C15   119.64  3.000
 388  H14   C14  C12   121.19  3.000
 388  C15   C14  C12   119.17  3.000
 388  O20   C15  C14   117.90  3.000
 388  O20   C15  C8    121.17  3.000
 388  C14   C15  C8    120.93  3.000
 388  C21   O20  C15   114.74  3.000
 388  H212  C21  H211  107.01  3.000
 388  H212  C21  C22   109.40  3.000
 388  H211  C21  C22   109.05  3.000
 388  H212  C21  O20   111.25  3.000
 388  H211  C21  O20   112.27  3.000
 388  C22   C21  O20   107.83  3.000
 388  O23   C22  O24   124.96  3.000
 388  O23   C22  C21   110.28  3.000
 388  O24   C22  C21   124.76  3.000
 388  HO23  O23  C22   110.25  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  CONST_34  HO23  O23  C22  C21   180.00   0.0  0
 388  Var_01    C7    C2   C1   N10    90.04  30.0  2
 388  Var_02    C9    C8   C11  N10  -140.83  30.0  2
 388  Var_03    C2    C1   N10  C11    91.50  30.0  1
 388  Var_04    C22   C21  O20  C15  -176.19  30.0  3
 388  Var_05    O24   C22  C21  O20     0.65  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
 388  plan-4  HO23  0.020

