# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 18:22:41 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: [3-chloranyl-4-(2-ethylphenyl)phenyl]methanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1ccccc1c2ccc(CN)cc2Cl
#
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
 A4Q  A4Q  '[3-chloranyl-4-(2-ethylphenyl)phenyl]methanamine'  ligand  33  17  .  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_A4Q
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
 A4Q  C7   C   CR6   0   0.023   1.3793   0.6016   0.1318
 A4Q  C8   C   CR6   0   0.105  -0.0943   0.5309  -0.0240
 A4Q  C12  C   CH2   0  -0.328  -4.3981   0.4069  -0.5131
 A4Q  C11  C   CR6   0   0.060  -2.9042   0.4609  -0.3141
 A4Q  C10  C   CR16  0  -0.282  -2.1314   1.3594  -1.0443
 A4Q  C9   C   CR16  0  -0.288  -0.7540   1.3880  -0.9022
 A4Q  N    N   NH2   0  -0.796  -5.0936  -0.1322   0.6392
 A4Q  C2   C   CR6   0   0.111   2.2239  -0.3478  -0.4569
 A4Q  C3   C   CR16  0  -0.305   3.5990  -0.2131  -0.2788
 A4Q  C4   C   CR16  0  -0.248   4.1365   0.8312   0.4602
 A4Q  C5   C   CR16  0  -0.262   3.2945   1.7712   1.0360
 A4Q  C6   C   CR16  0  -0.271   1.9224   1.6507   0.8692
 A4Q  C1   C   CH2   0  -0.521   1.6925  -1.4602  -1.3194
 A4Q  C    C   CH3   0  -0.655   1.4730  -1.0127  -2.7639
 A4Q  CL   CL  CL    0  -0.131  -0.1337  -1.4194   1.8521
 A4Q  C14  C   CR6   0  -0.096  -0.8856  -0.3462   0.7119
 A4Q  C13  C   CR16  0  -0.239  -2.2642  -0.3938   0.5757
 A4Q  H1   H   HCH2  0   0.220  -4.7419   1.4042  -0.8176
 A4Q  H2   H   HCH2  0   0.248  -4.6027  -0.2498  -1.3639
 A4Q  H3   H   HCR6  0   0.253  -2.6095   2.0472  -1.7319
 A4Q  H4   H   HCR6  0   0.258  -0.1684   2.0926  -1.4797
 A4Q  H5   H   HNH2  0   0.346  -5.0785   0.5421   1.3940
 A4Q  H6   H   HNH2  0   0.358  -6.0680  -0.2701   0.4062
 A4Q  H8   H   HCR6  0   0.247   4.2607  -0.9434  -0.7307
 A4Q  H9   H   HCR6  0   0.254   5.2089   0.9095   0.5851
 A4Q  H10  H   HCR6  0   0.255   3.7004   2.5917   1.6130
 A4Q  H11  H   HCR6  0   0.248   1.2605   2.3783   1.3230
 A4Q  H12  H   HCH2  0   0.244   2.3997  -2.2924  -1.3050
 A4Q  H13  H   HCH2  0   0.239   0.7560  -1.8489  -0.9162
 A4Q  H14  H   HCH3  0   0.228   0.7533  -0.1952  -2.8218
 A4Q  H15  H   HCH3  0   0.226   2.4047  -0.6690  -3.2148
 A4Q  H16  H   HCH3  0   0.232   1.0920  -1.8356  -3.3700
 A4Q  H17  H   HCR6  0   0.270  -2.8473  -1.0879   1.1654

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
 A4Q  C    C1   single    1.528  0.020  1.528
 A4Q  C1   C2   single    1.505  0.020  1.505
 A4Q  C3   C2   aromatic  1.393  0.020  1.393
 A4Q  C3   C4   aromatic  1.388  0.020  1.388
 A4Q  C2   C7   aromatic  1.400  0.020  1.400
 A4Q  C4   C5   aromatic  1.387  0.020  1.387
 A4Q  C9   C10  aromatic  1.385  0.020  1.385
 A4Q  C9   C8   aromatic  1.393  0.020  1.393
 A4Q  C10  C11  aromatic  1.392  0.020  1.392
 A4Q  C7   C8   single    1.484  0.020  1.484
 A4Q  C7   C6   aromatic  1.393  0.020  1.393
 A4Q  C8   C14  aromatic  1.392  0.020  1.392
 A4Q  C5   C6   aromatic  1.387  0.020  1.387
 A4Q  C11  C12  single    1.508  0.020  1.508
 A4Q  C11  C13  aromatic  1.390  0.020  1.390
 A4Q  C12  N    single    1.450  0.020  1.450
 A4Q  C14  C13  aromatic  1.386  0.020  1.386
 A4Q  C14  CL   single    1.737  0.020  1.737
 A4Q  C12  H1   single    0.970  0.020  1.090
 A4Q  C12  H2   single    0.970  0.020  1.090
 A4Q  C10  H3   single    0.930  0.020  1.080
 A4Q  C9   H4   single    0.930  0.020  1.080
 A4Q  N    H5   single    0.890  0.020  1.040
 A4Q  N    H6   single    0.890  0.020  1.040
 A4Q  C3   H8   single    0.930  0.020  1.080
 A4Q  C4   H9   single    0.930  0.020  1.080
 A4Q  C5   H10  single    0.930  0.020  1.080
 A4Q  C6   H11  single    0.930  0.020  1.080
 A4Q  C1   H12  single    0.970  0.020  1.090
 A4Q  C1   H13  single    0.970  0.020  1.090
 A4Q  C    H14  single    0.970  0.020  1.090
 A4Q  C    H15  single    0.970  0.020  1.090
 A4Q  C    H16  single    0.970  0.020  1.090
 A4Q  C13  H17  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
 A4Q  C6   C7   C2   119.87  3.000
 A4Q  C6   C7   C8   118.62  3.000
 A4Q  C2   C7   C8   121.51  3.000
 A4Q  C14  C8   C9   116.86  3.000
 A4Q  C14  C8   C7   122.64  3.000
 A4Q  C9   C8   C7   120.47  3.000
 A4Q  H2   C12  H1   105.72  3.000
 A4Q  H2   C12  N    107.77  3.000
 A4Q  H1   C12  N    114.08  3.000
 A4Q  H2   C12  C11  108.02  3.000
 A4Q  H1   C12  C11  108.31  3.000
 A4Q  N    C12  C11  112.56  3.000
 A4Q  C13  C11  C10  118.49  3.000
 A4Q  C13  C11  C12  121.24  3.000
 A4Q  C10  C11  C12  120.26  3.000
 A4Q  H3   C10  C9   119.38  3.000
 A4Q  H3   C10  C11  119.84  3.000
 A4Q  C9   C10  C11  120.78  3.000
 A4Q  H4   C9   C10  119.77  3.000
 A4Q  H4   C9   C8   118.71  3.000
 A4Q  C10  C9   C8   121.52  3.000
 A4Q  H6   N    H5   106.08  3.000
 A4Q  H6   N    C12  109.25  3.000
 A4Q  H5   N    C12  109.74  3.000
 A4Q  C1   C2   C3   119.56  3.000
 A4Q  C3   C2   C7   118.43  3.000
 A4Q  C1   C2   C7   121.95  3.000
 A4Q  H8   C3   C4   119.51  3.000
 A4Q  H8   C3   C2   118.95  3.000
 A4Q  C4   C3   C2   121.54  3.000
 A4Q  H9   C4   C5   120.30  3.000
 A4Q  H9   C4   C3   119.97  3.000
 A4Q  C5   C4   C3   119.73  3.000
 A4Q  H10  C5   C6   120.06  3.000
 A4Q  H10  C5   C4   120.50  3.000
 A4Q  C6   C5   C4   119.44  3.000
 A4Q  H11  C6   C5   119.71  3.000
 A4Q  H11  C6   C7   119.31  3.000
 A4Q  C5   C6   C7   120.98  3.000
 A4Q  H13  C1   H12  106.23  3.000
 A4Q  H13  C1   C    109.29  3.000
 A4Q  H12  C1   C    109.18  3.000
 A4Q  H13  C1   C2   110.77  3.000
 A4Q  H12  C1   C2   109.10  3.000
 A4Q  C    C1   C2   112.09  3.000
 A4Q  H16  C    H15  107.84  3.000
 A4Q  H16  C    H14  107.79  3.000
 A4Q  H15  C    H14  107.79  3.000
 A4Q  H16  C    C1   110.76  3.000
 A4Q  H15  C    C1   111.12  3.000
 A4Q  H14  C    C1   111.38  3.000
 A4Q  C13  C14  CL   118.28  3.000
 A4Q  CL   C14  C8   119.36  3.000
 A4Q  C13  C14  C8   122.35  3.000
 A4Q  H17  C13  C14  120.31  3.000
 A4Q  H17  C13  C11  119.70  3.000
 A4Q  C14  C13  C11  119.99  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
 A4Q  CONST_01  C4   C3   C2   C7      0.00   0.0  0
 A4Q  CONST_02  C10  C9   C8   C7    180.00   0.0  0
 A4Q  CONST_03  C13  C14  C8   C7    180.00   0.0  0
 A4Q  CONST_04  C4   C5   C6   C7      0.00   0.0  0
 A4Q  CONST_05  C11  C10  C9   C8      0.00   0.0  0
 A4Q  CONST_06  C3   C2   C7   C8    180.00   0.0  0
 A4Q  CONST_07  C5   C6   C7   C8    180.00   0.0  0
 A4Q  CONST_08  C11  C13  C14  C8      0.00   0.0  0
 A4Q  CONST_09  C14  C8   C9   C10     0.00   0.0  0
 A4Q  CONST_10  C14  C13  C11  C10     0.00   0.0  0
 A4Q  CONST_11  C13  C11  C10  C9      0.00   0.0  0
 A4Q  CONST_14  C13  C14  C8   C9      0.00   0.0  0
 A4Q  CONST_15  C5   C4   C3   C2      0.00   0.0  0
 A4Q  CONST_17  C5   C6   C7   C2      0.00   0.0  0
 A4Q  CONST_18  C6   C7   C2   C3      0.00   0.0  0
 A4Q  CONST_19  C6   C5   C4   C3      0.00   0.0  0
 A4Q  CONST_21  CL   C14  C8   C7      0.00   0.0  0
 A4Q  CONST_22  C1   C2   C7   C8      0.00   0.0  0
 A4Q  CONST_23  C9   C10  C11  C12   180.00   0.0  0
 A4Q  CONST_24  C14  C13  C11  C12   180.00   0.0  0
 A4Q  CONST_25  CL   C14  C13  C11   180.00   0.0  0
 A4Q  CONST_26  CL   C14  C8   C9    180.00   0.0  0
 A4Q  CONST_27  C1   C2   C3   C4    180.00   0.0  0
 A4Q  CONST_28  C1   C2   C7   C6    180.00   0.0  0
 A4Q  CONST_29  H8   C3   C2   C7    180.00   0.0  0
 A4Q  CONST_30  H4   C9   C8   C7      0.00   0.0  0
 A4Q  CONST_31  H10  C5   C6   C7    180.00   0.0  0
 A4Q  CONST_32  H3   C10  C9   C8    180.00   0.0  0
 A4Q  CONST_33  H11  C6   C7   C8      0.00   0.0  0
 A4Q  CONST_34  H17  C13  C14  C8    180.00   0.0  0
 A4Q  CONST_35  H9   C4   C3   C2    180.00   0.0  0
 A4Q  Var_01    C    C1   C2   C7     83.66  30.0  1
 A4Q  Var_02    N    C12  C11  C10  -156.21  30.0  2
 A4Q  Var_03    H5   N    C12  C11    72.14  30.0  3
 A4Q  Var_04    H14  C    C1   C2    -60.28  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
 A4Q  plan-1  C7   0.020
 A4Q  plan-1  C8   0.020
 A4Q  plan-1  C12  0.020
 A4Q  plan-1  C11  0.020
 A4Q  plan-1  C10  0.020
 A4Q  plan-1  C9   0.020
 A4Q  plan-1  CL   0.020
 A4Q  plan-1  C14  0.020
 A4Q  plan-1  C13  0.020
 A4Q  plan-1  H3   0.020
 A4Q  plan-1  H4   0.020
 A4Q  plan-1  H17  0.020
 A4Q  plan-2  C7   0.020
 A4Q  plan-2  C8   0.020
 A4Q  plan-2  C2   0.020
 A4Q  plan-2  C3   0.020
 A4Q  plan-2  C4   0.020
 A4Q  plan-2  C5   0.020
 A4Q  plan-2  C6   0.020
 A4Q  plan-2  C1   0.020
 A4Q  plan-2  H8   0.020
 A4Q  plan-2  H9   0.020
 A4Q  plan-2  H10  0.020
 A4Q  plan-2  H11  0.020

