# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 23 10:01:19 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: (1R,4aS,7S,8aR)-1,4a-dimethyl-7-(prop-1-en-2-yl)decahydroquinolinium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[NH+]1CCC[C@]2(C)CC[C@@H](C[C@@H]12)C(C)=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
 1SS  1SS  (1R,4aS,7S,8aR)-1,4a-dimethyl-7-(prop-1-en-2-yl)decahydroquinolinium  ligand  41  15  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_1SS
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
 1SS  C1   C  CH2   0  -0.316   2.6795   0.8464  -0.7813
 1SS  C2   C  CH2   0  -0.476   3.0153  -0.6264  -0.8556
 1SS  C3   C  CH2   0  -0.415   1.7575  -1.4659  -1.0063
 1SS  C4   C  CT    0  -0.107   0.7453  -1.1791   0.1078
 1SS  C5   C  CH1   0  -0.052   0.4165   0.3273   0.1031
 1SS  C6   C  CH2   0  -0.408  -0.5608  -1.9293  -0.1948
 1SS  C7   C  CH2   0  -0.467  -1.7179  -1.5498   0.7250
 1SS  C8   C  CH1   0  -0.292  -1.9681  -0.0433   0.7726
 1SS  C9   C  CH2   0  -0.497  -0.6569   0.6801   1.1222
 1SS  C10  C  CH3   0  -0.553   1.4310   2.6035   0.3561
 1SS  C11  C  CH3   0  -0.689   1.3064  -1.6521   1.4554
 1SS  C12  C  C     0   0.167  -2.6264   0.5528  -0.4576
 1SS  C13  C  CH3   0  -0.730  -2.8050   2.0458  -0.4433
 1SS  C14  C  C2    0  -0.596  -3.0867  -0.1667  -1.4796
 1SS  N1   N  NT1   1  -0.535   1.6759   1.1412   0.2928
 1SS  H1   H  HCH2  0   0.304   3.5600   1.4476  -0.5645
 1SS  H2   H  HCH2  0   0.289   2.2374   1.2003  -1.7133
 1SS  H3   H  HCH2  0   0.278   3.6749  -0.7640  -1.7136
 1SS  H4   H  HCH2  0   0.254   3.5913  -0.9264   0.0223
 1SS  H5   H  HCH2  0   0.239   1.2971  -1.2482  -1.9755
 1SS  H6   H  HCH2  0   0.253   2.0095  -2.5288  -1.0086
 1SS  H7   H  HCH1  0   0.290   0.0645   0.6007  -0.8991
 1SS  H8   H  HCH2  0   0.234  -0.8383  -1.7421  -1.2358
 1SS  H9   H  HCH2  0   0.244  -0.3664  -3.0027  -0.1192
 1SS  H10  H  HCH2  0   0.248  -2.6229  -2.0804   0.4225
 1SS  H11  H  HCH2  0   0.244  -1.5085  -1.8911   1.7423
 1SS  H12  H  HCH1  0   0.268  -2.6558   0.1613   1.6024
 1SS  H13  H  HCH2  0   0.268  -0.3361   0.3878   2.1250
 1SS  H14  H  HCH2  0   0.277  -0.8392   1.7524   1.1630
 1SS  H15  H  HCH3  0   0.288   0.8521   2.9060  -0.5130
 1SS  H16  H  HCH3  0   0.298   0.9049   2.8552   1.2698
 1SS  H17  H  HCH3  0   0.299   2.3895   3.1142   0.3535
 1SS  H18  H  HCH3  0   0.233   2.1898  -1.1034   1.7872
 1SS  H19  H  HCH3  0   0.254   0.5768  -1.5957   2.2613
 1SS  H20  H  HCH3  0   0.255   1.6092  -2.6965   1.3686
 1SS  H21  H  HCH3  0   0.234  -1.8582   2.5726  -0.5866
 1SS  H22  H  HCH3  0   0.250  -3.4785   2.3721  -1.2345
 1SS  H23  H  HCH3  0   0.241  -3.2095   2.3887   0.5119
 1SS  H24  H  H     0   0.236  -3.5936   0.3109  -2.3093
 1SS  H25  H  H     0   0.234  -2.9877  -1.2419  -1.5411
 1SS  H26  H  HNT1  0   0.456   2.0932   0.8732   1.1860

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
 1SS  C2   C1   single  1.512  0.020  1.512
 1SS  C2   C3   single  1.520  0.020  1.520
 1SS  C1   N1   single  1.499  0.020  1.499
 1SS  C3   C4   single  1.532  0.020  1.532
 1SS  N1   C10  single  1.484  0.020  1.484
 1SS  N1   C5   single  1.511  0.020  1.511
 1SS  C11  C4   single  1.535  0.020  1.535
 1SS  C4   C5   single  1.542  0.020  1.542
 1SS  C4   C6   single  1.536  0.020  1.536
 1SS  C5   C9   single  1.522  0.020  1.522
 1SS  C6   C7   single  1.526  0.020  1.526
 1SS  C9   C8   single  1.538  0.020  1.538
 1SS  C7   C8   single  1.528  0.020  1.528
 1SS  C8   C12  single  1.517  0.020  1.517
 1SS  C14  C12  double  1.332  0.020  1.332
 1SS  C12  C13  single  1.504  0.020  1.504
 1SS  C1   H1   single  0.970  0.020  1.090
 1SS  C1   H2   single  0.970  0.020  1.090
 1SS  C2   H3   single  0.970  0.020  1.090
 1SS  C2   H4   single  0.970  0.020  1.090
 1SS  C3   H5   single  0.970  0.020  1.090
 1SS  C3   H6   single  0.970  0.020  1.090
 1SS  C5   H7   single  0.970  0.020  1.090
 1SS  C6   H8   single  0.970  0.020  1.090
 1SS  C6   H9   single  0.970  0.020  1.090
 1SS  C7   H10  single  0.970  0.020  1.090
 1SS  C7   H11  single  0.970  0.020  1.090
 1SS  C8   H12  single  0.970  0.020  1.090
 1SS  C9   H13  single  0.970  0.020  1.090
 1SS  C9   H14  single  0.970  0.020  1.090
 1SS  C10  H15  single  0.970  0.020  1.090
 1SS  C10  H16  single  0.970  0.020  1.090
 1SS  C10  H17  single  0.970  0.020  1.090
 1SS  C11  H18  single  0.970  0.020  1.090
 1SS  C11  H19  single  0.970  0.020  1.090
 1SS  C11  H20  single  0.970  0.020  1.090
 1SS  C13  H21  single  0.970  0.020  1.090
 1SS  C13  H22  single  0.970  0.020  1.090
 1SS  C13  H23  single  0.970  0.020  1.090
 1SS  C14  H24  single  0.930  0.020  1.080
 1SS  C14  H25  single  0.930  0.020  1.080
 1SS  N1   H26  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
 1SS  H2   C1   H1   108.61  3.000
 1SS  H2   C1   N1   106.09  3.000
 1SS  H1   C1   N1   106.88  3.000
 1SS  H2   C1   C2   111.34  3.000
 1SS  H1   C1   C2   111.60  3.000
 1SS  N1   C1   C2   112.04  3.000
 1SS  H4   C2   H3   106.18  3.000
 1SS  H4   C2   C3   111.38  3.000
 1SS  H3   C2   C3   110.65  3.000
 1SS  H4   C2   C1   110.19  3.000
 1SS  H3   C2   C1   107.20  3.000
 1SS  C3   C2   C1   111.04  3.000
 1SS  H6   C3   H5   106.78  3.000
 1SS  H6   C3   C4   109.64  3.000
 1SS  H5   C3   C4   109.19  3.000
 1SS  H6   C3   C2   110.29  3.000
 1SS  H5   C3   C2   109.03  3.000
 1SS  C4   C3   C2   111.79  3.000
 1SS  C11  C4   C6   109.47  3.000
 1SS  C6   C4   C5   107.17  3.000
 1SS  C11  C4   C5   112.45  3.000
 1SS  C6   C4   C3   109.08  3.000
 1SS  C5   C4   C3   108.76  3.000
 1SS  C11  C4   C3   109.83  3.000
 1SS  H7   C5   N1   104.35  3.000
 1SS  H7   C5   C9   109.13  3.000
 1SS  N1   C5   C9   112.26  3.000
 1SS  H7   C5   C4   108.35  3.000
 1SS  C9   C5   C4   112.02  3.000
 1SS  N1   C5   C4   110.37  3.000
 1SS  H9   C6   H8   106.20  3.000
 1SS  H9   C6   C7   109.71  3.000
 1SS  H8   C6   C7   109.81  3.000
 1SS  H9   C6   C4   108.33  3.000
 1SS  H8   C6   C4   108.64  3.000
 1SS  C7   C6   C4   113.85  3.000
 1SS  H11  C7   H10  105.36  3.000
 1SS  H11  C7   C8   108.08  3.000
 1SS  H10  C7   C8   110.62  3.000
 1SS  H11  C7   C6   109.75  3.000
 1SS  H10  C7   C6   109.91  3.000
 1SS  C8   C7   C6   112.84  3.000
 1SS  H12  C8   C12  105.55  3.000
 1SS  H12  C8   C9   105.95  3.000
 1SS  C12  C8   C9   111.68  3.000
 1SS  H12  C8   C7   108.07  3.000
 1SS  C12  C8   C7   115.67  3.000
 1SS  C9   C8   C7   109.35  3.000
 1SS  H14  C9   H13  106.16  3.000
 1SS  H14  C9   C8   109.22  3.000
 1SS  H13  C9   C8   109.46  3.000
 1SS  H14  C9   C5   111.82  3.000
 1SS  H13  C9   C5   110.21  3.000
 1SS  C8   C9   C5   109.89  3.000
 1SS  H17  C10  H16  108.73  3.000
 1SS  H17  C10  H15  109.71  3.000
 1SS  H16  C10  H15  110.54  3.000
 1SS  H17  C10  N1   108.51  3.000
 1SS  H16  C10  N1   110.17  3.000
 1SS  H15  C10  N1   109.14  3.000
 1SS  H20  C11  H19  107.13  3.000
 1SS  H20  C11  H18  106.31  3.000
 1SS  H19  C11  H18  106.94  3.000
 1SS  H20  C11  C4   109.07  3.000
 1SS  H19  C11  C4   112.90  3.000
 1SS  H18  C11  C4   114.07  3.000
 1SS  C14  C12  C13  120.17  3.000
 1SS  C13  C12  C8   115.72  3.000
 1SS  C14  C12  C8   124.04  3.000
 1SS  H23  C13  H22  108.19  3.000
 1SS  H23  C13  H21  106.50  3.000
 1SS  H22  C13  H21  107.22  3.000
 1SS  H23  C13  C12  111.34  3.000
 1SS  H22  C13  C12  111.35  3.000
 1SS  H21  C13  C12  111.99  3.000
 1SS  H25  C14  H24  115.95  3.000
 1SS  H25  C14  C12  123.30  3.000
 1SS  H24  C14  C12  120.75  3.000
 1SS  H26  N1   C10  106.78  3.000
 1SS  H26  N1   C5   107.98  3.000
 1SS  C10  N1   C5   113.48  3.000
 1SS  H26  N1   C1   107.54  3.000
 1SS  C5   N1   C1   111.22  3.000
 1SS  C10  N1   C1   109.56  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
 1SS  Var_01  C4   C3   C2   C1  -54.93  30.0  1
 1SS  Var_02  N1   C1   C2   C3   53.95  30.0  1
 1SS  Var_03  C8   C7   C6   C4   53.16  30.0  1
 1SS  Var_04  H24  C14  C12  C8  176.84   0.0  2
 1SS  Var_05  H21  C13  C12  C8   73.12  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
 1SS  chir_01  C4  C3  C5   C6   negativ
 1SS  chir_02  C5  N1  C4   C9   negativ
 1SS  chir_03  C8  C9  C7   C12  positiv
 1SS  chir_04  N1  C5  C10  C1   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
 1SS  plan-1  C8   0.020
 1SS  plan-1  C12  0.020
 1SS  plan-1  C13  0.020
 1SS  plan-1  C14  0.020
 1SS  plan-1  H24  0.020
 1SS  plan-1  H25  0.020

