# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:13:37 2022
#   Inital geometry file: a 89 line input string
#   Ligand name: [2-amino-3-(4-bromobenzoyl)phenyl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1c(CC(O)=O)cccc1C(=O)c2ccc(Br)cc2
#
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
 27R  27R  '[2-amino-3-(4-bromobenzoyl)phenyl]acetic acid'  ligand  31  20  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_27R
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
 27R  C4   C   CR6    0  -0.112   2.8494   0.2383   0.2534
 27R  C5   C   CR16   0  -0.220   2.8907  -0.9949   0.8896
 27R  C6   C   CR16   0  -0.260   1.7638  -1.7991   0.8633
 27R  C7   C   CR6    0  -0.093  -1.9070  -1.7534  -0.1634
 27R  C8   C   CR16   0  -0.302  -2.6337  -2.4263  -1.1512
 27R  C10  C   CR16   0  -0.327  -4.3268  -0.7507  -1.0471
 27R  C13  C   C      0   0.423  -3.2874   2.4445   0.1271
 27R  O2   O   O      0  -0.586  -2.5470   2.3308  -0.8645
 27R  O1   O   OC    -1  -0.622  -3.4326   3.4524   0.8475
 27R  C11  C   CR6    0   0.140  -3.6554  -0.0723  -0.0476
 27R  C9   C   CR16   0  -0.269  -3.8417  -1.9360  -1.5975
 27R  C14  C   CR6    0   0.258  -2.4422  -0.6023   0.4451
 27R  N    N   NH2    0  -0.849  -1.7996   0.0261   1.4794
 27R  C1   C   CR6    0  -0.054   0.5962  -1.3753   0.2313
 27R  BR   BR  BR     0  -0.030   4.3816   1.3360   0.2661
 27R  C3   C   CR16   0  -0.220   1.7023   0.6795  -0.3913
 27R  C2   C   CR16   0  -0.245   0.5758  -0.1269  -0.3892
 27R  H1   H   HCR6   0   0.284   3.7840  -1.3337   1.3963
 27R  H2   H   HCR6   0   0.273   1.7969  -2.7643   1.3513
 27R  H3   H   HCR6   0   0.253  -2.2180  -3.3248  -1.5895
 27R  H4   H   HCR6   0   0.245  -5.2630  -0.3411  -1.4091
 27R  H6   H   HCH2   0   0.234  -4.3107   1.1826   1.5811
 27R  H7   H   HCH2   0   0.264  -5.1703   1.4069   0.0883
 27R  H8   H   HCR6   0   0.245  -4.3945  -2.4504  -2.3717
 27R  H9   H   HNH2   0   0.385  -1.1717  -0.5183   2.0455
 27R  H10  H   HNH2   0   0.390  -2.3467   0.6624   2.0344
 27R  H11  H   HCR6   0   0.284   1.6760   1.6389  -0.8899
 27R  H12  H   HCR6   0   0.279  -0.3193   0.2315  -0.8815
 27R  C    C   C      0   0.349  -0.5713  -2.3013   0.1696
 27R  C12  C   CH2    0  -0.723  -4.1710   1.2214   0.4951
 27R  O    O   O      0  -0.394  -0.3989  -3.4979   0.3088

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
 27R  C3   C2   aromatic  1.385  0.020  1.385
 27R  C3   C4   aromatic  1.388  0.020  1.388
 27R  C2   C1   aromatic  1.394  0.020  1.394
 27R  O    C    double    1.217  0.020  1.217
 27R  BR   C4   single    1.885  0.020  1.885
 27R  C4   C5   aromatic  1.388  0.020  1.388
 27R  C1   C    single    1.491  0.020  1.491
 27R  C1   C6   aromatic  1.394  0.020  1.394
 27R  C    C7   single    1.482  0.020  1.482
 27R  C5   C6   aromatic  1.385  0.020  1.385
 27R  N    C14  single    1.370  0.020  1.370
 27R  C7   C14  aromatic  1.408  0.020  1.408
 27R  C7   C8   aromatic  1.399  0.020  1.399
 27R  C14  C11  aromatic  1.413  0.020  1.413
 27R  C8   C9   aromatic  1.378  0.020  1.378
 27R  C11  C12  single    1.495  0.020  1.495
 27R  C11  C10  aromatic  1.382  0.020  1.382
 27R  C12  C13  single    1.553  0.020  1.553
 27R  C13  O2   deloc     1.243  0.020  1.243
 27R  C13  O1   deloc     1.247  0.020  1.247
 27R  C9   C10  aromatic  1.394  0.020  1.394
 27R  C5   H1   single    0.930  0.020  1.080
 27R  C6   H2   single    0.930  0.020  1.080
 27R  C8   H3   single    0.930  0.020  1.080
 27R  C10  H4   single    0.930  0.020  1.080
 27R  C12  H6   single    0.970  0.020  1.090
 27R  C12  H7   single    0.970  0.020  1.090
 27R  C9   H8   single    0.930  0.020  1.080
 27R  N    H9   single    0.890  0.020  1.040
 27R  N    H10  single    0.890  0.020  1.040
 27R  C3   H11  single    0.930  0.020  1.080
 27R  C2   H12  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
 27R  C3   C4   BR   119.33  3.000
 27R  BR   C4   C5   119.35  3.000
 27R  C3   C4   C5   121.32  3.000
 27R  H1   C5   C6   119.95  3.000
 27R  H1   C5   C4   121.17  3.000
 27R  C6   C5   C4   118.88  3.000
 27R  H2   C6   C1   120.09  3.000
 27R  H2   C6   C5   118.99  3.000
 27R  C1   C6   C5   120.92  3.000
 27R  C    C7   C14  123.23  3.000
 27R  C14  C7   C8   120.07  3.000
 27R  C    C7   C8   116.69  3.000
 27R  H3   C8   C9   120.05  3.000
 27R  H3   C8   C7   119.05  3.000
 27R  C9   C8   C7   120.86  3.000
 27R  H4   C10  C9   119.34  3.000
 27R  H4   C10  C11  118.40  3.000
 27R  C9   C10  C11  122.27  3.000
 27R  C12  C13  O1   115.67  3.000
 27R  O1   C13  O2   127.17  3.000
 27R  C12  C13  O2   117.13  3.000
 27R  C14  C11  C12  119.64  3.000
 27R  C12  C11  C10  121.32  3.000
 27R  C14  C11  C10  119.03  3.000
 27R  H8   C9   C10  120.61  3.000
 27R  H8   C9   C8   120.71  3.000
 27R  C10  C9   C8   118.67  3.000
 27R  N    C14  C11  119.59  3.000
 27R  C11  C14  C7   118.86  3.000
 27R  N    C14  C7   121.54  3.000
 27R  H10  N    H9   111.80  3.000
 27R  H10  N    C14  116.84  3.000
 27R  H9   N    C14  118.00  3.000
 27R  C2   C1   C    121.74  3.000
 27R  C    C1   C6   119.06  3.000
 27R  C2   C1   C6   119.10  3.000
 27R  H11  C3   C2   119.82  3.000
 27R  H11  C3   C4   121.08  3.000
 27R  C2   C3   C4   119.10  3.000
 27R  H12  C2   C3   118.61  3.000
 27R  H12  C2   C1   120.72  3.000
 27R  C3   C2   C1   120.66  3.000
 27R  C1   C    O    119.66  3.000
 27R  C1   C    C7   119.04  3.000
 27R  O    C    C7   121.14  3.000
 27R  H7   C12  H6   104.95  3.000
 27R  H7   C12  C11  109.07  3.000
 27R  H6   C12  C11  111.91  3.000
 27R  H7   C12  C13  107.33  3.000
 27R  H6   C12  C13  109.59  3.000
 27R  C11  C12  C13  113.54  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
 27R  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 27R  CONST_02  C1   C6   C5   C4      0.00   0.0  0
 27R  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 27R  CONST_04  C2   C1   C6   C5      0.00   0.0  0
 27R  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 27R  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 27R  CONST_07  C10  C11  C14  C7      0.00   0.0  0
 27R  CONST_08  C10  C9   C8   C7      0.00   0.0  0
 27R  CONST_09  C11  C14  C7   C8      0.00   0.0  0
 27R  CONST_10  C11  C10  C9   C8      0.00   0.0  0
 27R  CONST_11  C14  C7   C8   C9      0.00   0.0  0
 27R  CONST_12  C14  C11  C10  C9      0.00   0.0  0
 27R  CONST_13  C    C1   C6   C5    180.00   0.0  0
 27R  CONST_14  BR   C4   C5   C6    180.00   0.0  0
 27R  CONST_15  C12  C11  C14  C7    180.00   0.0  0
 27R  CONST_16  N    C14  C7   C8    180.00   0.0  0
 27R  CONST_17  N    C14  C11  C10   180.00   0.0  0
 27R  CONST_18  C9   C10  C11  C12   180.00   0.0  0
 27R  CONST_19  C    C7   C14  C11   180.00   0.0  0
 27R  CONST_20  C    C7   C8   C9    180.00   0.0  0
 27R  CONST_21  C3   C2   C1   C     180.00   0.0  0
 27R  CONST_22  C2   C3   C4   BR    180.00   0.0  0
 27R  CONST_23  H12  C2   C3   C4    180.00   0.0  0
 27R  CONST_24  H2   C6   C5   C4    180.00   0.0  0
 27R  CONST_25  H11  C3   C4   C5    180.00   0.0  0
 27R  CONST_26  H8   C9   C8   C7    180.00   0.0  0
 27R  CONST_27  H4   C10  C9   C8    180.00   0.0  0
 27R  CONST_28  H3   C8   C9   C10   180.00   0.0  0
 27R  CONST_29  H1   C5   C6   C1    180.00   0.0  0
 27R  Var_01    C7   C    C1   C6    163.80  30.0  2
 27R  Var_02    C1   C    C7   C8    131.40  30.0  2
 27R  Var_03    C13  C12  C11  C10  -111.26  30.0  2
 27R  Var_04    C11  C12  C13  O2     22.00  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
 27R  plan-1  C7   0.020
 27R  plan-1  C8   0.020
 27R  plan-1  C10  0.020
 27R  plan-1  C11  0.020
 27R  plan-1  C9   0.020
 27R  plan-1  C14  0.020
 27R  plan-1  N    0.020
 27R  plan-1  H3   0.020
 27R  plan-1  H4   0.020
 27R  plan-1  H8   0.020
 27R  plan-1  C    0.020
 27R  plan-1  C12  0.020
 27R  plan-2  C4   0.020
 27R  plan-2  C5   0.020
 27R  plan-2  C6   0.020
 27R  plan-2  C1   0.020
 27R  plan-2  BR   0.020
 27R  plan-2  C3   0.020
 27R  plan-2  C2   0.020
 27R  plan-2  H1   0.020
 27R  plan-2  H2   0.020
 27R  plan-2  H11  0.020
 27R  plan-2  H12  0.020
 27R  plan-2  C    0.020
 27R  plan-3  C14  0.020
 27R  plan-3  N    0.020
 27R  plan-3  H9   0.020
 27R  plan-3  H10  0.020
 27R  plan-4  C7   0.020
 27R  plan-4  C1   0.020
 27R  plan-4  C    0.020
 27R  plan-4  O    0.020
 27R  plan-5  C13  0.020
 27R  plan-5  O2   0.020
 27R  plan-5  O1   0.020
 27R  plan-5  C12  0.020

