# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 20:44:33 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: 3-bromo-N-[3-(tert-butylamino)propyl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)NCCCNC(=O)c1cccc(Br)c1
#
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
 3OO  3OO  3-bromo-N-[3-(tert-butylamino)propyl]benzamide  ligand  39  18  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_3OO
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
 3OO  BR   BR  BR    0  -0.036   4.0209   2.0147   0.3721
 3OO  C12  C   CR6   0  -0.095   3.5624   0.1958   0.1569
 3OO  C11  C   CR16  0  -0.227   4.5592  -0.7303  -0.1096
 3OO  C10  C   CR16  0  -0.238   4.2105  -2.0676  -0.2437
 3OO  C9   C   CR16  0  -0.265   2.8920  -2.4703  -0.1090
 3OO  C13  C   CR16  0  -0.268   2.2352  -0.1861   0.2796
 3OO  C8   C   CR6   0  -0.028   1.8966  -1.5296   0.1381
 3OO  C7   C   C     0   0.535   0.4852  -2.0060   0.2956
 3OO  O    O   O     0  -0.487   0.2448  -3.1206   0.7388
 3OO  N1   N   NH1   0  -0.652  -0.4717  -1.1410  -0.0675
 3OO  C6   C   CH2   0  -0.242  -1.8844  -1.4428   0.0479
 3OO  C5   C   CH2   0  -0.491  -2.7093  -0.1825  -0.1497
 3OO  C4   C   CH2   0  -0.258  -4.1992  -0.4429   0.0190
 3OO  N    N   NH1   0  -0.599  -4.9293   0.8035  -0.1139
 3OO  C1   C   CT    0   0.077  -6.3927   0.7428  -0.0285
 3OO  C3   C   CH3   0  -0.645  -6.9468   0.0250  -1.2585
 3OO  C2   C   CH3   0  -0.656  -6.8974   0.0523   1.2452
 3OO  C    C   CH3   0  -0.650  -6.8814   2.1913  -0.0362
 3OO  H1   H   HCR6  0   0.286   5.5927  -0.4263  -0.2077
 3OO  H2   H   HCR6  0   0.276   4.9814  -2.7977  -0.4504
 3OO  H3   H   HCR6  0   0.268   2.6359  -3.5166  -0.2052
 3OO  H4   H   HCR6  0   0.282   1.4785   0.5532   0.5083
 3OO  H5   H   HNH1  0   0.408  -0.2150  -0.3168  -0.5874
 3OO  H6   H   HCH2  0   0.234  -2.1743  -2.2039  -0.6840
 3OO  H7   H   HCH2  0   0.239  -2.0769  -1.8627   1.0368
 3OO  H8   H   HCH2  0   0.232  -2.3886   0.5724   0.5757
 3OO  H9   H   HCH2  0   0.235  -2.5265   0.2330  -1.1448
 3OO  H10  H   HCH2  0   0.222  -4.5303  -1.1412  -0.7539
 3OO  H11  H   HCH2  0   0.194  -4.3663  -0.9473   0.9824
 3OO  H12  H   HNH1  0   0.333  -4.5990   1.4353   0.6080
 3OO  H14  H   HCH3  0   0.225  -6.6916  -1.0358  -1.2682
 3OO  H15  H   HCH3  0   0.224  -8.0355   0.0919  -1.2808
 3OO  H16  H   HCH3  0   0.224  -6.5605   0.4745  -2.1747
 3OO  H17  H   HCH3  0   0.221  -6.4691   0.5183   2.1356
 3OO  H18  H   HCH3  0   0.224  -7.9840   0.1235   1.3230
 3OO  H19  H   HCH3  0   0.225  -6.6422  -1.0084   1.2667
 3OO  H20  H   HCH3  0   0.226  -6.5353   2.7140  -0.9296
 3OO  H21  H   HCH3  0   0.224  -7.9709   2.2390  -0.0151
 3OO  H22  H   HCH3  0   0.222  -6.5120   2.7351   0.8373

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
 3OO  C10  C9   aromatic  1.385  0.020  1.385
 3OO  C10  C11  aromatic  1.389  0.020  1.389
 3OO  C9   C8   aromatic  1.392  0.020  1.392
 3OO  C11  C12  aromatic  1.386  0.020  1.386
 3OO  N1   C6   single    1.449  0.020  1.449
 3OO  N1   C7   single    1.340  0.020  1.340
 3OO  C8   C7   single    1.498  0.020  1.498
 3OO  C8   C13  aromatic  1.393  0.020  1.393
 3OO  C6   C5   single    1.519  0.020  1.519
 3OO  C7   O    double    1.223  0.020  1.223
 3OO  C12  C13  aromatic  1.386  0.020  1.386
 3OO  C12  BR   single    1.888  0.020  1.888
 3OO  C4   C5   single    1.522  0.020  1.522
 3OO  C4   N    single    1.451  0.020  1.451
 3OO  C3   C1   single    1.528  0.020  1.528
 3OO  N    C1   single    1.467  0.020  1.467
 3OO  C    C1   single    1.529  0.020  1.529
 3OO  C1   C2   single    1.534  0.020  1.534
 3OO  C11  H1   single    0.930  0.020  1.080
 3OO  C10  H2   single    0.930  0.020  1.080
 3OO  C9   H3   single    0.930  0.020  1.080
 3OO  C13  H4   single    0.930  0.020  1.080
 3OO  N1   H5   single    0.860  0.020  1.020
 3OO  C6   H6   single    0.970  0.020  1.090
 3OO  C6   H7   single    0.970  0.020  1.090
 3OO  C5   H8   single    0.970  0.020  1.090
 3OO  C5   H9   single    0.970  0.020  1.090
 3OO  C4   H10  single    0.970  0.020  1.090
 3OO  C4   H11  single    0.970  0.020  1.090
 3OO  N    H12  single    0.890  0.020  1.040
 3OO  C3   H14  single    0.970  0.020  1.090
 3OO  C3   H15  single    0.970  0.020  1.090
 3OO  C3   H16  single    0.970  0.020  1.090
 3OO  C2   H17  single    0.970  0.020  1.090
 3OO  C2   H18  single    0.970  0.020  1.090
 3OO  C2   H19  single    0.970  0.020  1.090
 3OO  C    H20  single    0.970  0.020  1.090
 3OO  C    H21  single    0.970  0.020  1.090
 3OO  C    H22  single    0.970  0.020  1.090

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
 3OO  C13  C12  C11  121.41  3.000
 3OO  C13  C12  BR   119.19  3.000
 3OO  C11  C12  BR   119.39  3.000
 3OO  H1   C11  C10  120.12  3.000
 3OO  H1   C11  C12  121.11  3.000
 3OO  C10  C11  C12  118.77  3.000
 3OO  H2   C10  C9   120.05  3.000
 3OO  H2   C10  C11  119.31  3.000
 3OO  C9   C10  C11  120.64  3.000
 3OO  H3   C9   C8   120.02  3.000
 3OO  H3   C9   C10  119.87  3.000
 3OO  C8   C9   C10  120.11  3.000
 3OO  H4   C13  C8   120.69  3.000
 3OO  H4   C13  C12  119.98  3.000
 3OO  C8   C13  C12  119.31  3.000
 3OO  C7   C8   C13  121.68  3.000
 3OO  C13  C8   C9   119.74  3.000
 3OO  C7   C8   C9   118.53  3.000
 3OO  N1   C7   O    123.09  3.000
 3OO  O    C7   C8   120.87  3.000
 3OO  N1   C7   C8   116.04  3.000
 3OO  H5   N1   C6   117.37  3.000
 3OO  H5   N1   C7   119.07  3.000
 3OO  C6   N1   C7   122.69  3.000
 3OO  H7   C6   H6   106.95  3.000
 3OO  H7   C6   C5   109.95  3.000
 3OO  H6   C6   C5   110.24  3.000
 3OO  H7   C6   N1   108.92  3.000
 3OO  H6   C6   N1   110.47  3.000
 3OO  C5   C6   N1   110.25  3.000
 3OO  H9   C5   H8   106.97  3.000
 3OO  H9   C5   C4   109.24  3.000
 3OO  H8   C5   C4   109.35  3.000
 3OO  H9   C5   C6   110.04  3.000
 3OO  H8   C5   C6   109.07  3.000
 3OO  C4   C5   C6   112.04  3.000
 3OO  H11  C4   H10  106.28  3.000
 3OO  H11  C4   N    113.43  3.000
 3OO  H10  C4   N    109.37  3.000
 3OO  H11  C4   C5   108.92  3.000
 3OO  H10  C4   C5   109.12  3.000
 3OO  N    C4   C5   109.60  3.000
 3OO  H12  N    C1   108.00  3.000
 3OO  H12  N    C4   107.82  3.000
 3OO  C1   N    C4   117.46  3.000
 3OO  C    C1   C2   108.99  3.000
 3OO  C2   C1   C3   109.73  3.000
 3OO  C    C1   C3   108.97  3.000
 3OO  C2   C1   N    113.27  3.000
 3OO  C    C1   N    106.23  3.000
 3OO  C3   C1   N    109.53  3.000
 3OO  H16  C3   H15  108.10  3.000
 3OO  H16  C3   H14  108.07  3.000
 3OO  H15  C3   H14  107.03  3.000
 3OO  H16  C3   C1   110.73  3.000
 3OO  H15  C3   C1   110.46  3.000
 3OO  H14  C3   C1   112.28  3.000
 3OO  H19  C2   H18  107.14  3.000
 3OO  H19  C2   H17  107.87  3.000
 3OO  H18  C2   H17  107.72  3.000
 3OO  H19  C2   C1   112.14  3.000
 3OO  H18  C2   C1   110.93  3.000
 3OO  H17  C2   C1   110.84  3.000
 3OO  H22  C    H21  107.47  3.000
 3OO  H22  C    H20  107.98  3.000
 3OO  H21  C    H20  108.16  3.000
 3OO  H22  C    C1   111.05  3.000
 3OO  H21  C    C1   111.14  3.000
 3OO  H20  C    C1   110.89  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
 3OO  CONST_01  C9   C10  C11  C12     0.00   0.0  0
 3OO  CONST_02  C9   C8   C13  C12     0.00   0.0  0
 3OO  CONST_03  C8   C9   C10  C11     0.00   0.0  0
 3OO  CONST_04  C8   C13  C12  C11     0.00   0.0  0
 3OO  CONST_05  C13  C8   C9   C10     0.00   0.0  0
 3OO  CONST_06  C13  C12  C11  C10     0.00   0.0  0
 3OO  CONST_07  C10  C11  C12  BR    180.00   0.0  0
 3OO  CONST_08  C8   C13  C12  BR    180.00   0.0  0
 3OO  CONST_09  C7   C8   C13  C12   180.00   0.0  0
 3OO  CONST_10  C7   C8   C9   C10   180.00   0.0  0
 3OO  CONST_11  H2   C10  C11  C12   180.00   0.0  0
 3OO  CONST_12  H3   C9   C10  C11   180.00   0.0  0
 3OO  CONST_13  H4   C13  C12  C11   180.00   0.0  0
 3OO  CONST_14  H1   C11  C10  C9    180.00   0.0  0
 3OO  CONST_15  C6   N1   C7   C8    180.00   0.0  0
 3OO  CONST_16  H5   N1   C7   C8      0.00   0.0  0
 3OO  CONST_17  C6   N1   C7   O       0.00   0.0  0
 3OO  Var_01    N1   C7   C8   C9   -150.83  30.0  2
 3OO  Var_02    C5   C6   N1   C7    167.73  30.0  3
 3OO  Var_03    C4   C5   C6   N1   -177.70  30.0  3
 3OO  Var_04    N    C4   C5   C6    177.17  30.0  1
 3OO  Var_05    C1   N    C4   C5    177.85  30.0  3
 3OO  Var_06    C3   C1   N    C4    -68.86  30.0  3
 3OO  Var_07    H14  C3   C1   N      68.45  30.0  3
 3OO  Var_08    H20  C    C1   N      57.39  30.0  3
 3OO  Var_09    H17  C2   C1   N      54.23  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
 3OO  plan-1  BR   0.020
 3OO  plan-1  C12  0.020
 3OO  plan-1  C11  0.020
 3OO  plan-1  C10  0.020
 3OO  plan-1  C9   0.020
 3OO  plan-1  C13  0.020
 3OO  plan-1  C8   0.020
 3OO  plan-1  C7   0.020
 3OO  plan-1  H1   0.020
 3OO  plan-1  H2   0.020
 3OO  plan-1  H3   0.020
 3OO  plan-1  H4   0.020
 3OO  plan-2  C8   0.020
 3OO  plan-2  C7   0.020
 3OO  plan-2  O    0.020
 3OO  plan-2  N1   0.020
 3OO  plan-2  C6   0.020
 3OO  plan-2  H5   0.020

