# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 19:30:03 2020
#   Inital geometry file: a 73 line input string
#   Ligand name: [3-chloranyl-4-(3-fluorophenyl)phenyl]methanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCc1ccc(c(Cl)c1)c2cccc(F)c2
#
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
 AWE  AWE  '[3-chloranyl-4-(3-fluorophenyl)phenyl]methanamine'  ligand  27  16  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_AWE
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
 AWE  C1   C   CR6   0   0.066  -3.0163  -0.6345  -0.3123
 AWE  C2   C   CR16  0  -0.282  -2.1593  -1.5594  -0.8998
 AWE  C3   C   CR16  0  -0.294  -0.7883  -1.3681  -0.8774
 AWE  C4   C   CR6   0   0.139  -0.2149  -0.2530  -0.2670
 AWE  C5   C   CR6   0  -0.104  -1.0876   0.6552   0.3305
 AWE  C6   C   CR16  0  -0.229  -2.4617   0.4754   0.3145
 AWE  C11  C   CR6   0   0.542   3.4273  -0.9590   0.2302
 AWE  C10  C   CR16  0  -0.418   4.0457   0.1415  -0.3282
 AWE  C9   C   CR16  0  -0.228   3.2416   1.1369  -0.8683
 AWE  C8   C   CR16  0  -0.295   1.8600   1.0268  -0.8400
 AWE  C12  C   CR16  0  -0.453   2.0534  -1.0986   0.2698
 AWE  C7   C   CR6   0   0.077   1.2551  -0.0924  -0.2692
 AWE  CL   CL  CL    0  -0.130  -0.4645   2.0422   1.1703
 AWE  C    C   CH2   0  -0.334  -4.5108  -0.8232  -0.3785
 AWE  N    N   NH2   0  -0.794  -5.1859  -0.2698   0.7799
 AWE  H1   H   HCR6  0   0.256  -2.5645  -2.4414  -1.3804
 AWE  H2   H   HCR6  0   0.262  -0.1416  -2.0962  -1.3508
 AWE  H3   H   HCR6  0   0.271  -3.1074   1.1931   0.8025
 AWE  H4   H   HCR6  0   0.281   5.1247   0.2201  -0.3445
 AWE  H5   H   HCR6  0   0.271   3.7021   2.0055  -1.3191
 AWE  H6   H   HCR6  0   0.260   1.2520   1.8078  -1.2762
 AWE  H7   H   HCR6  0   0.277   1.6101  -1.9756   0.7244
 AWE  H8   H   HCH2  0   0.248  -4.8810  -0.2994  -1.2647
 AWE  H9   H   HCH2  0   0.221  -4.7175  -1.8873  -0.5532
 AWE  H10  H   HNH2  0   0.357  -6.1854  -0.2923   0.6270
 AWE  H11  H   HNH2  0   0.347  -5.0114  -0.8559   1.5866
 AWE  F    F   F     0  -0.315   4.1865  -1.9323   0.7595

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
 AWE  N    C    single    1.451  0.020  1.451
 AWE  C    C1   single    1.508  0.020  1.508
 AWE  C6   C1   aromatic  1.390  0.020  1.390
 AWE  C6   C5   aromatic  1.386  0.020  1.386
 AWE  C1   C2   aromatic  1.391  0.020  1.391
 AWE  CL   C5   single    1.737  0.020  1.737
 AWE  C5   C4   aromatic  1.394  0.020  1.394
 AWE  C2   C3   aromatic  1.384  0.020  1.384
 AWE  C8   C9   aromatic  1.386  0.020  1.386
 AWE  C8   C7   aromatic  1.394  0.020  1.394
 AWE  C4   C3   aromatic  1.395  0.020  1.395
 AWE  C4   C7   single    1.479  0.020  1.479
 AWE  C9   C10  aromatic  1.389  0.020  1.389
 AWE  C7   C12  aromatic  1.393  0.020  1.393
 AWE  C10  C11  aromatic  1.380  0.020  1.380
 AWE  C12  C11  aromatic  1.382  0.020  1.382
 AWE  C11  F    single    1.343  0.020  1.343
 AWE  C2   H1   single    0.930  0.020  1.080
 AWE  C3   H2   single    0.930  0.020  1.080
 AWE  C6   H3   single    0.930  0.020  1.080
 AWE  C10  H4   single    0.930  0.020  1.080
 AWE  C9   H5   single    0.930  0.020  1.080
 AWE  C8   H6   single    0.930  0.020  1.080
 AWE  C12  H7   single    0.930  0.020  1.080
 AWE  C    H8   single    0.970  0.020  1.090
 AWE  C    H9   single    0.970  0.020  1.090
 AWE  N    H10  single    0.890  0.020  1.040
 AWE  N    H11  single    0.890  0.020  1.040

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
 AWE  C    C1   C6   121.01  3.000
 AWE  C6   C1   C2   118.39  3.000
 AWE  C    C1   C2   120.59  3.000
 AWE  H1   C2   C3   119.36  3.000
 AWE  H1   C2   C1   119.89  3.000
 AWE  C3   C2   C1   120.76  3.000
 AWE  H2   C3   C4   118.91  3.000
 AWE  H2   C3   C2   119.43  3.000
 AWE  C4   C3   C2   121.65  3.000
 AWE  C7   C4   C5   123.51  3.000
 AWE  C7   C4   C3   119.67  3.000
 AWE  C5   C4   C3   116.82  3.000
 AWE  CL   C5   C6   117.70  3.000
 AWE  CL   C5   C4   120.19  3.000
 AWE  C6   C5   C4   122.08  3.000
 AWE  H3   C6   C5   120.03  3.000
 AWE  H3   C6   C1   119.67  3.000
 AWE  C5   C6   C1   120.29  3.000
 AWE  C12  C11  C10  122.53  3.000
 AWE  C12  C11  F    118.52  3.000
 AWE  C10  C11  F    118.95  3.000
 AWE  H4   C10  C9   121.29  3.000
 AWE  H4   C10  C11  120.71  3.000
 AWE  C9   C10  C11  117.99  3.000
 AWE  H5   C9   C8   119.78  3.000
 AWE  H5   C9   C10  119.42  3.000
 AWE  C8   C9   C10  120.80  3.000
 AWE  H6   C8   C7   120.05  3.000
 AWE  H6   C8   C9   119.64  3.000
 AWE  C7   C8   C9   120.30  3.000
 AWE  H7   C12  C7   120.86  3.000
 AWE  H7   C12  C11  120.07  3.000
 AWE  C7   C12  C11  119.06  3.000
 AWE  C12  C7   C8   119.32  3.000
 AWE  C12  C7   C4   119.38  3.000
 AWE  C8   C7   C4   121.27  3.000
 AWE  H9   C    H8   105.75  3.000
 AWE  H9   C    N    114.16  3.000
 AWE  H8   C    N    107.86  3.000
 AWE  H9   C    C1   108.35  3.000
 AWE  H8   C    C1   108.12  3.000
 AWE  N    C    C1   112.24  3.000
 AWE  H11  N    H10  106.13  3.000
 AWE  H11  N    C    109.59  3.000
 AWE  H10  N    C    109.31  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
 AWE  CONST_01  C4   C5   C6   C1     0.00   0.0  0
 AWE  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 AWE  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 AWE  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 AWE  CONST_05  C7   C4   C3   C2   180.00   0.0  0
 AWE  CONST_06  C6   C1   C2   C3     0.00   0.0  0
 AWE  CONST_07  C6   C5   C4   C3     0.00   0.0  0
 AWE  CONST_10  C9   C8   C7   C4   180.00   0.0  0
 AWE  CONST_11  C11  C12  C7   C4   180.00   0.0  0
 AWE  CONST_14  C7   C4   C5   C6   180.00   0.0  0
 AWE  CONST_15  C8   C9   C10  C11    0.00   0.0  0
 AWE  CONST_16  C8   C7   C12  C11    0.00   0.0  0
 AWE  CONST_17  C7   C8   C9   C10    0.00   0.0  0
 AWE  CONST_18  C7   C12  C11  C10    0.00   0.0  0
 AWE  CONST_19  C12  C7   C8   C9     0.00   0.0  0
 AWE  CONST_20  C12  C11  C10  C9     0.00   0.0  0
 AWE  CONST_21  CL   C5   C6   C1   180.00   0.0  0
 AWE  CONST_22  C    C1   C2   C3   180.00   0.0  0
 AWE  CONST_23  CL   C5   C4   C3   180.00   0.0  0
 AWE  CONST_24  C    C1   C6   C5   180.00   0.0  0
 AWE  CONST_25  C9   C10  C11  F    180.00   0.0  0
 AWE  CONST_26  C7   C12  C11  F    180.00   0.0  0
 AWE  CONST_27  CL   C5   C4   C7     0.00   0.0  0
 AWE  CONST_28  H2   C3   C2   C1   180.00   0.0  0
 AWE  CONST_29  H3   C6   C1   C2   180.00   0.0  0
 AWE  CONST_30  H1   C2   C3   C4   180.00   0.0  0
 AWE  CONST_31  H6   C8   C7   C4     0.00   0.0  0
 AWE  CONST_32  H7   C12  C7   C4     0.00   0.0  0
 AWE  CONST_33  H5   C9   C10  C11  180.00   0.0  0
 AWE  CONST_34  H4   C10  C9   C8   180.00   0.0  0
 AWE  Var_01    N    C    C1   C2   149.30  30.0  2
 AWE  Var_02    H10  N    C    C1   171.43  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
 AWE  plan-1  C1   0.020
 AWE  plan-1  C2   0.020
 AWE  plan-1  C3   0.020
 AWE  plan-1  C4   0.020
 AWE  plan-1  C5   0.020
 AWE  plan-1  C6   0.020
 AWE  plan-1  C7   0.020
 AWE  plan-1  CL   0.020
 AWE  plan-1  C    0.020
 AWE  plan-1  H1   0.020
 AWE  plan-1  H2   0.020
 AWE  plan-1  H3   0.020
 AWE  plan-2  C4   0.020
 AWE  plan-2  C11  0.020
 AWE  plan-2  C10  0.020
 AWE  plan-2  C9   0.020
 AWE  plan-2  C8   0.020
 AWE  plan-2  C12  0.020
 AWE  plan-2  C7   0.020
 AWE  plan-2  H4   0.020
 AWE  plan-2  H5   0.020
 AWE  plan-2  H6   0.020
 AWE  plan-2  H7   0.020
 AWE  plan-2  F    0.020

