# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 18:05:01 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: [3-chloranyl-4-(2-methylphenyl)phenyl]methanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccccc1c2ccc(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
 A4N  A4N  '[3-chloranyl-4-(2-methylphenyl)phenyl]methanamine'  ligand  30  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_A4N
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
 A4N  CL   CL  CL    0  -0.132   0.0119  -1.7455  -1.4105
 A4N  C13  C   CR6   0  -0.098   0.7777  -0.4774  -0.5028
 A4N  C12  C   CR16  0  -0.234   2.1598  -0.4878  -0.4005
 A4N  C10  C   CR6   0   0.062   2.8121   0.5167   0.3047
 A4N  C11  C   CH2   0  -0.332   4.3113   0.5056   0.4681
 A4N  N    N   NH2   0  -0.795   4.9826  -0.1699  -0.6256
 A4N  C9   C   CR16  0  -0.280   2.0475   1.5255   0.8831
 A4N  C8   C   CR16  0  -0.293   0.6664   1.5185   0.7752
 A4N  C7   C   CR6   0   0.110  -0.0047   0.5129   0.0826
 A4N  C6   C   CR6   0   0.039  -1.4834   0.5384  -0.0257
 A4N  C1   C   CR6   0   0.081  -2.2761  -0.2926   0.7773
 A4N  C    C   CH3   0  -0.742  -1.6568  -1.2425   1.7605
 A4N  C5   C   CR16  0  -0.274  -2.0822   1.4266  -0.9136
 A4N  C4   C   CR16  0  -0.262  -3.4640   1.4979  -1.0266
 A4N  C3   C   CR16  0  -0.249  -4.2547   0.6736  -0.2404
 A4N  C2   C   CR16  0  -0.299  -3.6603  -0.2083   0.6524
 A4N  H1   H   HCR6  0   0.270   2.7362  -1.2700  -0.8754
 A4N  H2   H   HCH2  0   0.219   4.6476   1.5378   0.6326
 A4N  H3   H   HCH2  0   0.248   4.5497  -0.0328   1.3903
 A4N  H4   H   HNH2  0   0.346   4.9549   0.4108  -1.4543
 A4N  H5   H   HNH2  0   0.358   5.9608  -0.2855  -0.3964
 A4N  H7   H   HCR6  0   0.253   2.5355   2.3294   1.4210
 A4N  H8   H   HCR6  0   0.256   0.0884   2.3111   1.2336
 A4N  H9   H   HCH3  0   0.246  -0.9986  -0.7238   2.4593
 A4N  H10  H   HCH3  0   0.250  -2.4187  -1.7597   2.3420
 A4N  H11  H   HCH3  0   0.242  -1.0548  -2.0018   1.2590
 A4N  H12  H   HCR6  0   0.249  -1.4558   2.0659  -1.5237
 A4N  H13  H   HCR6  0   0.254  -3.9169   2.1918  -1.7230
 A4N  H14  H   HCR6  0   0.255  -5.3337   0.7180  -0.3165
 A4N  H15  H   HCR6  0   0.249  -4.2859  -0.8424   1.2692

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
 A4N  C2   C3   aromatic  1.389  0.020  1.389
 A4N  C2   C1   aromatic  1.392  0.020  1.392
 A4N  C    C1   single    1.501  0.020  1.501
 A4N  C3   C4   aromatic  1.387  0.020  1.387
 A4N  C1   C6   aromatic  1.401  0.020  1.401
 A4N  C4   C5   aromatic  1.388  0.020  1.388
 A4N  C6   C5   aromatic  1.391  0.020  1.391
 A4N  C6   C7   single    1.483  0.020  1.483
 A4N  CL   C13  single    1.737  0.020  1.737
 A4N  C7   C13  aromatic  1.391  0.020  1.391
 A4N  C7   C8   aromatic  1.393  0.020  1.393
 A4N  C13  C12  aromatic  1.386  0.020  1.386
 A4N  C8   C9   aromatic  1.385  0.020  1.385
 A4N  C12  C10  aromatic  1.390  0.020  1.390
 A4N  C9   C10  aromatic  1.392  0.020  1.392
 A4N  C10  C11  single    1.508  0.020  1.508
 A4N  N    C11  single    1.450  0.020  1.450
 A4N  C12  H1   single    0.930  0.020  1.080
 A4N  C11  H2   single    0.970  0.020  1.090
 A4N  C11  H3   single    0.970  0.020  1.090
 A4N  N    H4   single    0.890  0.020  1.040
 A4N  N    H5   single    0.890  0.020  1.040
 A4N  C9   H7   single    0.930  0.020  1.080
 A4N  C8   H8   single    0.930  0.020  1.080
 A4N  C    H9   single    0.970  0.020  1.090
 A4N  C    H10  single    0.970  0.020  1.090
 A4N  C    H11  single    0.970  0.020  1.090
 A4N  C5   H12  single    0.930  0.020  1.080
 A4N  C4   H13  single    0.930  0.020  1.080
 A4N  C3   H14  single    0.930  0.020  1.080
 A4N  C2   H15  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
 A4N  C7   C13  C12  122.35  3.000
 A4N  C12  C13  CL   118.21  3.000
 A4N  C7   C13  CL   119.43  3.000
 A4N  H1   C12  C10  119.70  3.000
 A4N  H1   C12  C13  120.29  3.000
 A4N  C10  C12  C13  120.01  3.000
 A4N  C9   C10  C11  120.43  3.000
 A4N  C11  C10  C12  121.08  3.000
 A4N  C9   C10  C12  118.48  3.000
 A4N  H3   C11  H2   105.63  3.000
 A4N  H3   C11  N    107.80  3.000
 A4N  H2   C11  N    114.14  3.000
 A4N  H3   C11  C10  108.15  3.000
 A4N  H2   C11  C10  108.29  3.000
 A4N  N    C11  C10  112.45  3.000
 A4N  H5   N    H4   106.12  3.000
 A4N  H5   N    C11  109.27  3.000
 A4N  H4   N    C11  109.72  3.000
 A4N  H7   C9   C8   119.44  3.000
 A4N  H7   C9   C10  119.78  3.000
 A4N  C8   C9   C10  120.78  3.000
 A4N  H8   C8   C7   118.79  3.000
 A4N  H8   C8   C9   119.71  3.000
 A4N  C7   C8   C9   121.50  3.000
 A4N  C6   C7   C8   120.28  3.000
 A4N  C8   C7   C13  116.87  3.000
 A4N  C6   C7   C13  122.84  3.000
 A4N  C5   C6   C1   120.05  3.000
 A4N  C5   C6   C7   119.12  3.000
 A4N  C1   C6   C7   120.80  3.000
 A4N  C2   C1   C    120.48  3.000
 A4N  C    C1   C6   121.15  3.000
 A4N  C2   C1   C6   118.36  3.000
 A4N  H11  C    H10  107.51  3.000
 A4N  H11  C    H9   107.00  3.000
 A4N  H10  C    H9   107.81  3.000
 A4N  H11  C    C1   111.53  3.000
 A4N  H10  C    C1   111.20  3.000
 A4N  H9   C    C1   111.57  3.000
 A4N  H12  C5   C4   119.96  3.000
 A4N  H12  C5   C6   119.16  3.000
 A4N  C4   C5   C6   120.87  3.000
 A4N  H13  C4   C3   120.48  3.000
 A4N  H13  C4   C5   120.12  3.000
 A4N  C3   C4   C5   119.40  3.000
 A4N  H14  C3   C2   119.86  3.000
 A4N  H14  C3   C4   120.27  3.000
 A4N  C2   C3   C4   119.87  3.000
 A4N  H15  C2   C3   119.38  3.000
 A4N  H15  C2   C1   119.18  3.000
 A4N  C3   C2   C1   121.45  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
 A4N  CONST_03  C9   C8   C7   C13    0.00   0.0  0
 A4N  CONST_04  C9   C10  C12  C13    0.00   0.0  0
 A4N  CONST_05  C6   C7   C13  C12  180.00   0.0  0
 A4N  CONST_06  C8   C7   C13  C12    0.00   0.0  0
 A4N  CONST_07  C8   C9   C10  C12    0.00   0.0  0
 A4N  CONST_08  C7   C13  C12  C10    0.00   0.0  0
 A4N  CONST_09  C7   C8   C9   C10    0.00   0.0  0
 A4N  CONST_10  C6   C7   C8   C9   180.00   0.0  0
 A4N  CONST_13  C2   C1   C6   C7   180.00   0.0  0
 A4N  CONST_14  C4   C5   C6   C7   180.00   0.0  0
 A4N  CONST_15  C3   C2   C1   C6     0.00   0.0  0
 A4N  CONST_16  C3   C4   C5   C6     0.00   0.0  0
 A4N  CONST_17  C4   C3   C2   C1     0.00   0.0  0
 A4N  CONST_18  C4   C5   C6   C1     0.00   0.0  0
 A4N  CONST_19  C2   C3   C4   C5     0.00   0.0  0
 A4N  CONST_20  C2   C1   C6   C5     0.00   0.0  0
 A4N  CONST_21  C6   C7   C13  CL     0.00   0.0  0
 A4N  CONST_22  C8   C7   C13  CL   180.00   0.0  0
 A4N  CONST_23  C10  C12  C13  CL   180.00   0.0  0
 A4N  CONST_24  C11  C10  C12  C13  180.00   0.0  0
 A4N  CONST_25  C8   C9   C10  C11  180.00   0.0  0
 A4N  CONST_26  C    C1   C6   C7     0.00   0.0  0
 A4N  CONST_27  C3   C2   C1   C    180.00   0.0  0
 A4N  CONST_28  C5   C6   C1   C    180.00   0.0  0
 A4N  CONST_29  H8   C8   C7   C13  180.00   0.0  0
 A4N  CONST_30  H7   C9   C10  C12  180.00   0.0  0
 A4N  CONST_31  H1   C12  C10  C9   180.00   0.0  0
 A4N  CONST_32  H12  C5   C6   C7     0.00   0.0  0
 A4N  CONST_33  H15  C2   C1   C6   180.00   0.0  0
 A4N  CONST_34  H13  C4   C5   C6   180.00   0.0  0
 A4N  CONST_35  H14  C3   C2   C1   180.00   0.0  0
 A4N  Var_01    N    C11  C10  C12   27.96  30.0  2
 A4N  Var_02    H9   C    C1   C6    55.89  30.0  2
 A4N  Var_03    H4   N    C11  C10   73.37  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
 A4N  plan-1  CL   0.020
 A4N  plan-1  C13  0.020
 A4N  plan-1  C12  0.020
 A4N  plan-1  C10  0.020
 A4N  plan-1  C11  0.020
 A4N  plan-1  C9   0.020
 A4N  plan-1  C8   0.020
 A4N  plan-1  C7   0.020
 A4N  plan-1  C6   0.020
 A4N  plan-1  H1   0.020
 A4N  plan-1  H7   0.020
 A4N  plan-1  H8   0.020
 A4N  plan-2  C7   0.020
 A4N  plan-2  C6   0.020
 A4N  plan-2  C1   0.020
 A4N  plan-2  C    0.020
 A4N  plan-2  C5   0.020
 A4N  plan-2  C4   0.020
 A4N  plan-2  C3   0.020
 A4N  plan-2  C2   0.020
 A4N  plan-2  H12  0.020
 A4N  plan-2  H13  0.020
 A4N  plan-2  H14  0.020
 A4N  plan-2  H15  0.020

