# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 05:42:20 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: N-methyl-N-[(1R)-1-methyl-2-phenylethyl]prop-2-en-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](Cc1ccccc1)N(C)CC=C
#
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
 DPK  DPK  N-methyl-N-[(1R)-1-methyl-2-phenylethyl]prop-2-en-1-amine  ligand  33  14  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_DPK
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
 DPK  C12   C  C2    0  -0.532   3.6694   2.2332   0.0268
 DPK  C11   C  C1    0  -0.159   2.4836   1.6617  -0.1435
 DPK  C10   C  CH2   0  -0.343   2.2735   0.2097  -0.4432
 DPK  N9    N  NT    0  -0.403   1.3464  -0.3964   0.4927
 DPK  C9N   C  CH3   0  -0.523   1.9311  -0.5452   1.8062
 DPK  C8    C  CH1   0  -0.075   0.7025  -1.6127   0.0135
 DPK  C8C   C  CH3   0  -0.680   1.6627  -2.6890  -0.4984
 DPK  C7    C  CH2   0  -0.529  -0.3682  -1.3051  -1.0446
 DPK  C1    C  CR6   0   0.179  -1.4382  -0.3812  -0.5426
 DPK  C6    C  CR16  0  -0.308  -1.3593   0.9942  -0.7469
 DPK  C5    C  CR16  0  -0.244  -2.3380   1.8479  -0.2562
 DPK  C4    C  CR16  0  -0.277  -3.4157   1.3374   0.4568
 DPK  C3    C  CR16  0  -0.241  -3.5065  -0.0321   0.6688
 DPK  C2    C  CR16  0  -0.317  -2.5256  -0.8805   0.1714
 DPK  H121  H  H     0   0.232   4.5883   1.6591  -0.0181
 DPK  H122  H  H     0   0.237   3.7681   3.2946   0.2141
 DPK  H11   H  H     0   0.239   1.5817   2.2645  -0.0818
 DPK  H101  H  HCH2  0   0.212   3.2486  -0.3036  -0.4749
 DPK  H102  H  HCH2  0   0.244   1.8560   0.1295  -1.4511
 DPK  H9N1  H  HCH3  0   0.234   2.2759   0.4215   2.1749
 DPK  H9N2  H  HCH3  0   0.230   1.1828  -0.9165   2.5078
 DPK  H9N3  H  HCH3  0   0.191   2.7933  -1.2300   1.8396
 DPK  H8    H  HCH1  0   0.232   0.1710  -2.0261   0.8771
 DPK  H8C1  H  HCH3  0   0.234   2.4624  -2.8845   0.2174
 DPK  H8C2  H  HCH3  0   0.233   1.1308  -3.6270  -0.6619
 DPK  H8C3  H  HCH3  0   0.221   2.1238  -2.4035  -1.4462
 DPK  H7C1  H  HCH2  0   0.239   0.0946  -0.8913  -1.9453
 DPK  H7C2  H  HCH2  0   0.248  -0.8138  -2.2565  -1.3477
 DPK  H6    H  HCR6  0   0.235  -0.5247   1.4035  -1.3033
 DPK  H5    H  HCR6  0   0.250  -2.2588   2.9136  -0.4304
 DPK  H4    H  HCR6  0   0.250  -4.1809   2.0006   0.8396
 DPK  H3    H  HCR6  0   0.250  -4.3452  -0.4425   1.2168
 DPK  H2    H  HCR6  0   0.242  -2.6102  -1.9488   0.3375

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
 DPK  C12  C11   double    1.327  0.020  1.327
 DPK  C12  H121  single    0.930  0.020  1.080
 DPK  C12  H122  single    0.930  0.020  1.080
 DPK  C11  C10   single    1.497  0.020  1.497
 DPK  C11  H11   single    0.930  0.020  1.080
 DPK  C10  N9    single    1.450  0.020  1.450
 DPK  C10  H101  single    0.970  0.020  1.090
 DPK  C10  H102  single    0.970  0.020  1.090
 DPK  N9   C9N   single    1.445  0.020  1.445
 DPK  N9   C8    single    1.457  0.020  1.457
 DPK  C9N  H9N1  single    0.970  0.020  1.090
 DPK  C9N  H9N2  single    0.970  0.020  1.090
 DPK  C9N  H9N3  single    0.970  0.020  1.090
 DPK  C8   C8C   single    1.531  0.020  1.531
 DPK  C8   C7    single    1.536  0.020  1.536
 DPK  C8   H8    single    0.970  0.020  1.090
 DPK  C8C  H8C1  single    0.970  0.020  1.090
 DPK  C8C  H8C2  single    0.970  0.020  1.090
 DPK  C8C  H8C3  single    0.970  0.020  1.090
 DPK  C7   C1    single    1.500  0.020  1.500
 DPK  C7   H7C1  single    0.970  0.020  1.090
 DPK  C7   H7C2  single    0.970  0.020  1.090
 DPK  C1   C6    aromatic  1.393  0.020  1.393
 DPK  C1   C2    aromatic  1.393  0.020  1.393
 DPK  C6   C5    aromatic  1.388  0.020  1.388
 DPK  C6   H6    single    0.930  0.020  1.080
 DPK  C5   C4    aromatic  1.389  0.020  1.389
 DPK  C5   H5    single    0.930  0.020  1.080
 DPK  C4   C3    aromatic  1.389  0.020  1.389
 DPK  C4   H4    single    0.930  0.020  1.080
 DPK  C3   C2    aromatic  1.389  0.020  1.389
 DPK  C3   H3    single    0.930  0.020  1.080
 DPK  C2   H2    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
 DPK  H122  C12  H121  116.69  3.000
 DPK  H122  C12  C11   121.73  3.000
 DPK  H121  C12  C11   121.59  3.000
 DPK  H11   C11  C10   115.65  3.000
 DPK  H11   C11  C12   119.70  3.000
 DPK  C10   C11  C12   124.64  3.000
 DPK  H102  C10  H101  106.08  3.000
 DPK  H102  C10  N9    108.66  3.000
 DPK  H101  C10  N9    112.92  3.000
 DPK  H102  C10  C11   108.00  3.000
 DPK  H101  C10  C11   109.46  3.000
 DPK  N9    C10  C11   111.45  3.000
 DPK  C8    N9   C9N   113.06  3.000
 DPK  C8    N9   C10   114.78  3.000
 DPK  C9N   N9   C10   111.77  3.000
 DPK  H9N3  C9N  H9N2  107.81  3.000
 DPK  H9N3  C9N  H9N1  107.05  3.000
 DPK  H9N2  C9N  H9N1  107.53  3.000
 DPK  H9N3  C9N  N9    114.09  3.000
 DPK  H9N2  C9N  N9    110.00  3.000
 DPK  H9N1  C9N  N9    110.11  3.000
 DPK  H8    C8   C7    106.29  3.000
 DPK  H8    C8   C8C   107.62  3.000
 DPK  C7    C8   C8C   110.34  3.000
 DPK  H8    C8   N9    105.68  3.000
 DPK  C7    C8   N9    111.55  3.000
 DPK  C8C   C8   N9    114.82  3.000
 DPK  H8C3  C8C  H8C2  107.50  3.000
 DPK  H8C3  C8C  H8C1  107.87  3.000
 DPK  H8C2  C8C  H8C1  107.56  3.000
 DPK  H8C3  C8C  C8    111.80  3.000
 DPK  H8C2  C8C  C8    110.43  3.000
 DPK  H8C1  C8C  C8    111.50  3.000
 DPK  H7C2  C7   H7C1  105.86  3.000
 DPK  H7C2  C7   C1    109.76  3.000
 DPK  H7C1  C7   C1    110.14  3.000
 DPK  H7C2  C7   C8    107.50  3.000
 DPK  H7C1  C7   C8    110.36  3.000
 DPK  C1    C7   C8    112.95  3.000
 DPK  C2    C1   C6    118.24  3.000
 DPK  C2    C1   C7    120.49  3.000
 DPK  C6    C1   C7    121.25  3.000
 DPK  H6    C6   C5    119.50  3.000
 DPK  H6    C6   C1    119.48  3.000
 DPK  C5    C6   C1    121.03  3.000
 DPK  H5    C5   C4    120.07  3.000
 DPK  H5    C5   C6    119.78  3.000
 DPK  C4    C5   C6    120.15  3.000
 DPK  H4    C4   C3    120.26  3.000
 DPK  H4    C4   C5    120.31  3.000
 DPK  C3    C4   C5    119.43  3.000
 DPK  H3    C3   C2    119.79  3.000
 DPK  H3    C3   C4    120.11  3.000
 DPK  C2    C3   C4    120.10  3.000
 DPK  H2    C2   C3    119.46  3.000
 DPK  H2    C2   C1    119.50  3.000
 DPK  C3    C2   C1    121.05  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
 DPK  CONST_01  C4    C5   C6   C1     0.00   0.0  0
 DPK  CONST_02  C4    C3   C2   C1     0.00   0.0  0
 DPK  CONST_03  C3    C2   C1   C6     0.00   0.0  0
 DPK  CONST_04  C3    C4   C5   C6     0.00   0.0  0
 DPK  CONST_05  C2    C1   C6   C5     0.00   0.0  0
 DPK  CONST_06  C2    C3   C4   C5     0.00   0.0  0
 DPK  CONST_07  C5    C6   C1   C7   180.00   0.0  0
 DPK  CONST_08  C3    C2   C1   C7   180.00   0.0  0
 DPK  CONST_09  H5    C5   C6   C1   180.00   0.0  0
 DPK  CONST_10  H3    C3   C2   C1   180.00   0.0  0
 DPK  CONST_11  H2    C2   C1   C6   180.00   0.0  0
 DPK  CONST_12  H4    C4   C5   C6   180.00   0.0  0
 DPK  CONST_13  H6    C6   C5   C4   180.00   0.0  0
 DPK  Var_01    C6    C1   C7   C8    94.15  30.0  2
 DPK  Var_02    N9    C10  C11  C12  126.97  30.0  3
 DPK  Var_03    C9N   N9   C10  C11  -71.48  30.0  3
 DPK  Var_04    H121  C12  C11  C10   -1.59   0.0  2
 DPK  Var_05    H9N1  C9N  N9   C10   56.45  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
 DPK  chir_01  C8  N9  C8C  C7  positiv

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
 DPK  plan-1  C7    0.020
 DPK  plan-1  C1    0.020
 DPK  plan-1  C6    0.020
 DPK  plan-1  C5    0.020
 DPK  plan-1  C4    0.020
 DPK  plan-1  C3    0.020
 DPK  plan-1  C2    0.020
 DPK  plan-1  H6    0.020
 DPK  plan-1  H5    0.020
 DPK  plan-1  H4    0.020
 DPK  plan-1  H3    0.020
 DPK  plan-1  H2    0.020
 DPK  plan-2  C12   0.020
 DPK  plan-2  C11   0.020
 DPK  plan-2  C10   0.020
 DPK  plan-2  H121  0.020
 DPK  plan-2  H122  0.020
 DPK  plan-2  H11   0.020

