# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 10:12:26 2020
#   Inital geometry file: a 65 line input string
#   Ligand name: (2R)-4-phenylbutan-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](N)CCc1ccccc1
#
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
 4DD  4DD  (2R)-4-phenylbutan-2-amine  ligand  26  11  .  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_4DD
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
 4DD  C1   C  CH1   0  -0.100   2.9185  -0.2860   0.1005
 4DD  C2   C  CH2   0  -0.407   1.4463  -0.2440  -0.3248
 4DD  C3   C  CH2   0  -0.519   0.4919   0.1239   0.8130
 4DD  N    N  NH2   0  -0.791   3.4381   0.9731   0.6228
 4DD  C    C  CH3   0  -0.653   3.7970  -0.7422  -1.0562
 4DD  C4   C  CR6   0   0.143  -0.9471   0.0691   0.3827
 4DD  C5   C  CR16  0  -0.310  -1.5280   1.1382  -0.2976
 4DD  C6   C  CR16  0  -0.240  -2.8450   1.0767  -0.7328
 4DD  C7   C  CR16  0  -0.276  -3.6068  -0.0602  -0.4930
 4DD  C8   C  CR16  0  -0.239  -3.0401  -1.1319   0.1842
 4DD  C9   C  CR16  0  -0.318  -1.7212  -1.0658   0.6149
 4DD  H1   H  HCH1  0   0.215   3.0096  -1.0237   0.9065
 4DD  H2   H  HCH2  0   0.216   1.3285   0.4726  -1.1467
 4DD  H3   H  HCH2  0   0.221   1.1609  -1.2224  -0.7235
 4DD  H4   H  HCH2  0   0.238   0.6498  -0.5621   1.6503
 4DD  H5   H  HCH2  0   0.232   0.7233   1.1281   1.1776
 4DD  H6   H  HNH2  0   0.333   3.3104   1.7021  -0.0712
 4DD  H7   H  HNH2  0   0.347   2.9028   1.2655   1.4309
 4DD  H9   H  HCH3  0   0.214   3.7659  -0.0210  -1.8772
 4DD  H10  H  HCH3  0   0.228   4.8360  -0.8419  -0.7408
 4DD  H11  H  HCH3  0   0.223   3.4685  -1.7049  -1.4496
 4DD  H12  H  HCR6  0   0.244  -0.9428   2.0312  -0.4873
 4DD  H13  H  HCR6  0   0.252  -3.2778   1.9195  -1.2568
 4DD  H14  H  HCR6  0   0.252  -4.6345  -0.1100  -0.8289
 4DD  H15  H  HCR6  0   0.252  -3.6262  -2.0208   0.3806
 4DD  H16  H  HCR6  0   0.244  -1.2873  -1.9064   1.1447

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
 4DD  C   C1   single    1.522  0.020  1.522
 4DD  N   C1   single    1.459  0.020  1.459
 4DD  C1  C2   single    1.533  0.020  1.533
 4DD  C2  C3   single    1.530  0.020  1.530
 4DD  C3  C4   single    1.503  0.020  1.503
 4DD  C4  C9   aromatic  1.393  0.020  1.393
 4DD  C4  C5   aromatic  1.394  0.020  1.394
 4DD  C9  C8   aromatic  1.389  0.020  1.389
 4DD  C5  C6   aromatic  1.388  0.020  1.388
 4DD  C8  C7   aromatic  1.389  0.020  1.389
 4DD  C6  C7   aromatic  1.389  0.020  1.389
 4DD  C1  H1   single    0.970  0.020  1.090
 4DD  C2  H2   single    0.970  0.020  1.090
 4DD  C2  H3   single    0.970  0.020  1.090
 4DD  C3  H4   single    0.970  0.020  1.090
 4DD  C3  H5   single    0.970  0.020  1.090
 4DD  N   H6   single    0.890  0.020  1.040
 4DD  N   H7   single    0.890  0.020  1.040
 4DD  C   H9   single    0.970  0.020  1.090
 4DD  C   H10  single    0.970  0.020  1.090
 4DD  C   H11  single    0.970  0.020  1.090
 4DD  C5  H12  single    0.930  0.020  1.080
 4DD  C6  H13  single    0.930  0.020  1.080
 4DD  C7  H14  single    0.930  0.020  1.080
 4DD  C8  H15  single    0.930  0.020  1.080
 4DD  C9  H16  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
 4DD  H1   C1  C    108.00  3.000
 4DD  H1   C1  N    106.73  3.000
 4DD  C    C1  N    108.97  3.000
 4DD  H1   C1  C2   107.59  3.000
 4DD  N    C1  C2   114.69  3.000
 4DD  C    C1  C2   110.58  3.000
 4DD  H3   C2  H2   106.45  3.000
 4DD  H3   C2  C3   108.86  3.000
 4DD  H2   C2  C3   109.46  3.000
 4DD  H3   C2  C1   109.09  3.000
 4DD  H2   C2  C1   109.21  3.000
 4DD  C3   C2  C1   113.54  3.000
 4DD  H5   C3  H4   106.87  3.000
 4DD  H5   C3  C4   109.37  3.000
 4DD  H4   C3  C4   109.54  3.000
 4DD  H5   C3  C2   109.69  3.000
 4DD  H4   C3  C2   109.17  3.000
 4DD  C4   C3  C2   112.06  3.000
 4DD  H7   N   H6   105.78  3.000
 4DD  H7   N   C1   110.29  3.000
 4DD  H6   N   C1   109.29  3.000
 4DD  H11  C   H10  108.10  3.000
 4DD  H11  C   H9   107.63  3.000
 4DD  H10  C   H9   107.74  3.000
 4DD  H11  C   C1   111.39  3.000
 4DD  H10  C   C1   110.94  3.000
 4DD  H9   C   C1   110.89  3.000
 4DD  C9   C4  C5   118.33  3.000
 4DD  C5   C4  C3   120.71  3.000
 4DD  C9   C4  C3   120.92  3.000
 4DD  H12  C5  C6   119.57  3.000
 4DD  H12  C5  C4   119.48  3.000
 4DD  C6   C5  C4   120.95  3.000
 4DD  H13  C6  C7   120.09  3.000
 4DD  H13  C6  C5   119.77  3.000
 4DD  C7   C6  C5   120.15  3.000
 4DD  H14  C7  C8   120.22  3.000
 4DD  H14  C7  C6   120.31  3.000
 4DD  C8   C7  C6   119.47  3.000
 4DD  H15  C8  C9   119.80  3.000
 4DD  H15  C8  C7   120.07  3.000
 4DD  C9   C8  C7   120.13  3.000
 4DD  H16  C9  C8   119.64  3.000
 4DD  H16  C9  C4   119.38  3.000
 4DD  C8   C9  C4   120.97  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
 4DD  CONST_01  C7   C8  C9  C4     0.00   0.0  0
 4DD  CONST_02  C7   C6  C5  C4     0.00   0.0  0
 4DD  CONST_03  C8   C9  C4  C5     0.00   0.0  0
 4DD  CONST_04  C8   C7  C6  C5     0.00   0.0  0
 4DD  CONST_05  C9   C4  C5  C6     0.00   0.0  0
 4DD  CONST_06  C9   C8  C7  C6     0.00   0.0  0
 4DD  CONST_07  C8   C9  C4  C3   180.00   0.0  0
 4DD  CONST_08  C6   C5  C4  C3   180.00   0.0  0
 4DD  CONST_09  H15  C8  C9  C4   180.00   0.0  0
 4DD  CONST_10  H13  C6  C5  C4   180.00   0.0  0
 4DD  CONST_11  H16  C9  C4  C5   180.00   0.0  0
 4DD  CONST_12  H14  C7  C6  C5   180.00   0.0  0
 4DD  CONST_13  H12  C5  C6  C7   180.00   0.0  0
 4DD  Var_01    C9   C4  C3  C2    95.89  30.0  2
 4DD  Var_02    C4   C3  C2  C1  -176.32  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 4DD  chir_01  C1  C  N  C2  negativ

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
 4DD  plan-1  C3   0.020
 4DD  plan-1  C4   0.020
 4DD  plan-1  C5   0.020
 4DD  plan-1  C6   0.020
 4DD  plan-1  C7   0.020
 4DD  plan-1  C8   0.020
 4DD  plan-1  C9   0.020
 4DD  plan-1  H12  0.020
 4DD  plan-1  H13  0.020
 4DD  plan-1  H14  0.020
 4DD  plan-1  H15  0.020
 4DD  plan-1  H16  0.020

