# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 04:53:32 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: (3~{S})-~{N}-~{tert}-butyl-1,2,3,4-tetrahydroisoquinoline-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)NC(=O)[C@@H]1Cc2ccccc2CN1
#
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
 6S4  6S4  (3~{S})-~{N}-~{tert}-butyl-1,2,3,4-tetrahydroisoquinoline-3-carboxamide  ligand  37  17  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_6S4
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
 6S4  C4   C  C     0   0.565  -1.4709   0.5164   0.2822
 6S4  C5   C  CR16  0  -0.229  -0.0416   0.4658  -0.2431
 6S4  C6   C  C     0  -0.496   0.7175  -0.6590   0.4691
 6S4  N1   N  NR16  0  -0.580   0.5846   1.7592  -0.0523
 6S4  C7   C  CR66  0   0.085   2.2003  -0.5793   0.2110
 6S4  C8   C  CR16  0  -0.302   3.0160  -1.6762   0.4880
 6S4  C9   C  CR16  0  -0.259   4.3849  -1.6210   0.2834
 6S4  C10  C  CR16  0  -0.262   4.9603  -0.4551  -0.2098
 6S4  C11  C  CR16  0  -0.288   4.1560   0.6371  -0.4914
 6S4  C12  C  CR66  0   0.031   2.7788   0.5896  -0.2824
 6S4  C13  C  C     0  -0.360   1.9187   1.7879  -0.6149
 6S4  O    O  O     0  -0.500  -1.7252   1.1071   1.3242
 6S4  N    N  NH1   0  -0.652  -2.3641  -0.1581  -0.4512
 6S4  C1   C  CT    0   0.098  -3.7815  -0.3778  -0.1355
 6S4  C3   C  CH3   0  -0.641  -4.5347   0.9512  -0.0834
 6S4  C2   C  CH3   0  -0.679  -4.3421  -1.2321  -1.2716
 6S4  C    C  CH3   0  -0.642  -3.9315  -1.1361   1.1837
 6S4  H1   H  HCR6  0   0.262  -0.0466   0.2577  -1.3190
 6S4  H2   H  H     0   0.255   0.5366  -0.5844   1.5471
 6S4  H3   H  H     0   0.255   0.3361  -1.6348   0.1575
 6S4  H4   H  HNR6  0   0.347   0.6287   1.9594   0.9403
 6S4  H6   H  HCR6  0   0.244   2.5666  -2.5855   0.8709
 6S4  H7   H  HCR6  0   0.251   5.0015  -2.4817   0.5090
 6S4  H8   H  HCR6  0   0.251   6.0293  -0.3988  -0.3708
 6S4  H9   H  HCR6  0   0.245   4.6018   1.5477  -0.8766
 6S4  H10  H  H     0   0.244   1.8392   1.8729  -1.7046
 6S4  H11  H  H     0   0.254   2.4126   2.7021  -0.2798
 6S4  H12  H  HNH1  0   0.402  -2.0227  -0.5895  -1.2957
 6S4  H13  H  HCH3  0   0.227  -4.4323   1.4955  -1.0236
 6S4  H14  H  HCH3  0   0.226  -5.5975   0.7700   0.0855
 6S4  H15  H  HCH3  0   0.239  -4.1737   1.5885   0.7212
 6S4  H16  H  HCH3  0   0.238  -3.8340  -2.1968  -1.3308
 6S4  H17  H  HCH3  0   0.242  -5.4027  -1.4223  -1.1094
 6S4  H18  H  HCH3  0   0.238  -4.2360  -0.7292  -2.2349
 6S4  H19  H  HCH3  0   0.239  -3.5793  -0.5531   2.0325
 6S4  H20  H  HCH3  0   0.226  -4.9817  -1.3756   1.3562
 6S4  H21  H  HCH3  0   0.227  -3.3721  -2.0726   1.1555

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
 6S4  C11  C10  aromatic  1.385  0.020  1.385
 6S4  C11  C12  aromatic  1.394  0.020  1.394
 6S4  C10  C9   aromatic  1.391  0.020  1.391
 6S4  C13  C12  single    1.512  0.020  1.512
 6S4  C13  N1   single    1.448  0.020  1.448
 6S4  C12  C7   aromatic  1.394  0.020  1.394
 6S4  C9   C8   aromatic  1.385  0.020  1.385
 6S4  C5   N1   single    1.450  0.020  1.450
 6S4  C5   C6   single    1.533  0.020  1.533
 6S4  C5   C4   single    1.524  0.020  1.524
 6S4  C7   C8   aromatic  1.395  0.020  1.395
 6S4  C7   C6   single    1.507  0.020  1.507
 6S4  C    C1   single    1.529  0.020  1.529
 6S4  N    C4   single    1.338  0.020  1.338
 6S4  N    C1   single    1.469  0.020  1.469
 6S4  C4   O    double    1.225  0.020  1.225
 6S4  C2   C1   single    1.528  0.020  1.528
 6S4  C1   C3   single    1.528  0.020  1.528
 6S4  C5   H1   single    0.970  0.020  1.090
 6S4  C6   H2   single    0.970  0.020  1.090
 6S4  C6   H3   single    0.970  0.020  1.090
 6S4  N1   H4   single    0.890  0.020  1.040
 6S4  C8   H6   single    0.930  0.020  1.080
 6S4  C9   H7   single    0.930  0.020  1.080
 6S4  C10  H8   single    0.930  0.020  1.080
 6S4  C11  H9   single    0.930  0.020  1.080
 6S4  C13  H10  single    0.970  0.020  1.090
 6S4  C13  H11  single    0.970  0.020  1.090
 6S4  N    H12  single    0.860  0.020  1.020
 6S4  C3   H13  single    0.970  0.020  1.090
 6S4  C3   H14  single    0.970  0.020  1.090
 6S4  C3   H15  single    0.970  0.020  1.090
 6S4  C2   H16  single    0.970  0.020  1.090
 6S4  C2   H17  single    0.970  0.020  1.090
 6S4  C2   H18  single    0.970  0.020  1.090
 6S4  C    H19  single    0.970  0.020  1.090
 6S4  C    H20  single    0.970  0.020  1.090
 6S4  C    H21  single    0.970  0.020  1.090

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
 6S4  N    C4   O    124.81  3.000
 6S4  O    C4   C5   120.28  3.000
 6S4  N    C4   C5   114.87  3.000
 6S4  H1   C5   N1   107.50  3.000
 6S4  H1   C5   C6   108.61  3.000
 6S4  N1   C5   C6   112.32  3.000
 6S4  H1   C5   C4   109.91  3.000
 6S4  C6   C5   C4   109.19  3.000
 6S4  N1   C5   C4   109.28  3.000
 6S4  H3   C6   H2   106.48  3.000
 6S4  H3   C6   C7   109.98  3.000
 6S4  H2   C6   C7   109.11  3.000
 6S4  H3   C6   C5   110.48  3.000
 6S4  H2   C6   C5   109.00  3.000
 6S4  C7   C6   C5   111.65  3.000
 6S4  H4   N1   C13  109.66  3.000
 6S4  H4   N1   C5   108.91  3.000
 6S4  C13  N1   C5   111.37  3.000
 6S4  C12  C7   C8   119.14  3.000
 6S4  C8   C7   C6   119.98  3.000
 6S4  C12  C7   C6   120.87  3.000
 6S4  H6   C8   C9   119.69  3.000
 6S4  H6   C8   C7   119.16  3.000
 6S4  C9   C8   C7   121.15  3.000
 6S4  H7   C9   C10  120.32  3.000
 6S4  H7   C9   C8   120.03  3.000
 6S4  C10  C9   C8   119.65  3.000
 6S4  H8   C10  C11  120.14  3.000
 6S4  H8   C10  C9   120.32  3.000
 6S4  C11  C10  C9   119.53  3.000
 6S4  H9   C11  C12  119.21  3.000
 6S4  H9   C11  C10  119.71  3.000
 6S4  C12  C11  C10  121.09  3.000
 6S4  C13  C12  C11  120.14  3.000
 6S4  C13  C12  C7   120.40  3.000
 6S4  C11  C12  C7   119.44  3.000
 6S4  H11  C13  H10  105.85  3.000
 6S4  H11  C13  C12  109.80  3.000
 6S4  H10  C13  C12  108.75  3.000
 6S4  H11  C13  N1   108.31  3.000
 6S4  H10  C13  N1   108.73  3.000
 6S4  C12  C13  N1   115.02  3.000
 6S4  H12  N    C1   116.29  3.000
 6S4  H12  N    C4   116.67  3.000
 6S4  C1   N    C4   127.00  3.000
 6S4  C    C1   C2   109.16  3.000
 6S4  C2   C1   C3   109.31  3.000
 6S4  C    C1   C3   110.70  3.000
 6S4  C3   C1   N    110.66  3.000
 6S4  C2   C1   N    106.14  3.000
 6S4  C    C1   N    110.75  3.000
 6S4  H15  C3   H14  107.81  3.000
 6S4  H15  C3   H13  108.29  3.000
 6S4  H14  C3   H13  107.91  3.000
 6S4  H15  C3   C1   111.78  3.000
 6S4  H14  C3   C1   109.93  3.000
 6S4  H13  C3   C1   110.98  3.000
 6S4  H18  C2   H17  107.84  3.000
 6S4  H18  C2   H16  108.29  3.000
 6S4  H17  C2   H16  107.87  3.000
 6S4  H18  C2   C1   111.27  3.000
 6S4  H17  C2   C1   110.12  3.000
 6S4  H16  C2   C1   111.32  3.000
 6S4  H21  C    H20  108.01  3.000
 6S4  H21  C    H19  108.30  3.000
 6S4  H20  C    H19  107.81  3.000
 6S4  H21  C    C1   110.67  3.000
 6S4  H20  C    C1   109.86  3.000
 6S4  H19  C    C1   112.05  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
 6S4  CONST_01  C10  C11  C12  C7     0.00   0.0  0
 6S4  CONST_02  C10  C9   C8   C7     0.00   0.0  0
 6S4  CONST_03  C11  C10  C9   C8     0.00   0.0  0
 6S4  CONST_04  C11  C12  C7   C8     0.00   0.0  0
 6S4  CONST_05  C12  C11  C10  C9     0.00   0.0  0
 6S4  CONST_06  C12  C7   C8   C9     0.00   0.0  0
 6S4  CONST_07  H6   C8   C7   C6     0.00   0.0  0
 6S4  CONST_08  H9   C11  C12  C7   180.00   0.0  0
 6S4  CONST_09  H7   C9   C8   C7   180.00   0.0  0
 6S4  CONST_10  H8   C10  C9   C8   180.00   0.0  0
 6S4  CONST_11  C1   N    C4   C5   180.00   0.0  0
 6S4  CONST_12  H12  N    C4   C5     0.00   0.0  0
 6S4  CONST_13  C1   N    C4   O      0.00   0.0  0
 6S4  Var_01    C12  C13  N1   C5   -45.97  30.0  1
 6S4  Var_02    C12  C7   C6   C5    16.87  30.0  1
 6S4  Var_03    C11  C12  C13  N1  -164.97  30.0  1
 6S4  Var_04    C    C1   N    C4   -60.25  30.0  3
 6S4  Var_05    H19  C    C1   N     65.61  30.0  3
 6S4  Var_06    H16  C2   C1   N     61.31  30.0  3
 6S4  Var_07    H13  C3   C1   N     56.93  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
 6S4  chir_01  C5  N1  C6  C4  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
 6S4  plan-1  C4   0.020
 6S4  plan-1  C5   0.020
 6S4  plan-1  O    0.020
 6S4  plan-1  N    0.020
 6S4  plan-1  C1   0.020
 6S4  plan-1  H12  0.020
 6S4  plan-2  C6   0.020
 6S4  plan-2  C7   0.020
 6S4  plan-2  C8   0.020
 6S4  plan-2  C9   0.020
 6S4  plan-2  C10  0.020
 6S4  plan-2  C11  0.020
 6S4  plan-2  C12  0.020
 6S4  plan-2  C13  0.020
 6S4  plan-2  H6   0.020
 6S4  plan-2  H7   0.020
 6S4  plan-2  H8   0.020
 6S4  plan-2  H9   0.020

