# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 03:14:18 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: (1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN[C@H]1CC[C@@H](c2ccc(Cl)c(Cl)c2)c3ccccc13
#
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
 SRE  SRE  (1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine  ligand  37  20  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_SRE
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
 SRE  CL19  CL  CL    0  -0.101  -4.9078  -0.1803   0.0296
 SRE  C16   C   CR6   0  -0.025  -3.2439   0.0932  -0.3255
 SRE  C15   C   CR6   0   0.021  -2.2469  -0.6097   0.3447
 SRE  CL20  CL  CL    0  -0.101  -2.6575  -1.7748   1.5478
 SRE  C17   C   CR16  0  -0.198  -2.8913   1.0261  -1.2862
 SRE  C18   C   CR16  0  -0.330  -1.5541   1.2536  -1.5738
 SRE  C13   C   CR6   0   0.157  -0.5502   0.5580  -0.9119
 SRE  C14   C   CR16  0  -0.255  -0.9141  -0.3764   0.0530
 SRE  C4    C   CH1   0  -0.365   0.9029   0.7715  -1.2580
 SRE  C5    C   CR6   0   0.095   1.7619   1.0397  -0.0340
 SRE  C6    C   CR16  0  -0.278   1.3108   1.9646   0.9092
 SRE  C7    C   CR16  0  -0.258   2.0866   2.3217   1.9989
 SRE  C8    C   CR16  0  -0.262   3.3497   1.7644   2.1539
 SRE  C9    C   CR16  0  -0.305   3.8086   0.8510   1.2196
 SRE  C10   C   CR6   0   0.086   3.0269   0.4672   0.1282
 SRE  C1    C   CH1   0  -0.200   3.5529  -0.5762  -0.8389
 SRE  N11   N   NH1   0  -0.579   3.3338  -1.9505  -0.3967
 SRE  C12   C   CH3   0  -0.524   4.0479  -2.3452   0.7993
 SRE  C2    C   CH2   0  -0.440   2.9328  -0.3768  -2.2158
 SRE  C3    C   CH2   0  -0.453   1.4149  -0.3839  -2.1272
 SRE  H17   H   HCR6  0   0.288  -3.6615   1.5780  -1.8073
 SRE  H18   H   HCR6  0   0.266  -1.2968   1.9895  -2.3253
 SRE  H14   H   HCR6  0   0.275  -0.1543  -0.9270   0.5944
 SRE  H4    H   HCH1  0   0.277   0.9576   1.6777  -1.8731
 SRE  H6    H   HCR6  0   0.245   0.3345   2.4181   0.7835
 SRE  H7    H   HCR6  0   0.252   1.7124   3.0405   2.7167
 SRE  H8    H   HCR6  0   0.251   3.9753   2.0477   2.9906
 SRE  H9    H   HCR6  0   0.252   4.8030   0.4340   1.3301
 SRE  H1    H   HCH1  0   0.248   4.6374  -0.4473  -0.9218
 SRE  H12   H   HCH3  0   0.221   5.1219  -2.2185   0.6470
 SRE  H12A  H   HCH3  0   0.202   3.7773  -1.7935   1.7084
 SRE  H2    H   HCH2  0   0.232   3.2730   0.5759  -2.6327
 SRE  H2A   H   HCH2  0   0.241   3.2794  -1.1639  -2.8882
 SRE  H3    H   HCH2  0   0.232   1.0660  -1.3422  -1.7310
 SRE  H3A   H   HCH2  0   0.256   0.9715  -0.2978  -3.1208
 SRE  H16   H   HNH1  0   0.342   2.3446  -2.1131  -0.2552
 SRE  H171  H   HCH3  0   0.235   3.8672  -3.4033   0.9909

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
 SRE  CL19  C16   single    1.723  0.020  1.723
 SRE  C16   C17   aromatic  1.385  0.020  1.385
 SRE  C15   C16   aromatic  1.392  0.020  1.392
 SRE  C15   C14   aromatic  1.384  0.020  1.384
 SRE  CL20  C15   single    1.724  0.020  1.724
 SRE  C17   C18   aromatic  1.387  0.020  1.387
 SRE  C17   H17   single    0.930  0.020  1.080
 SRE  C18   H18   single    0.930  0.020  1.080
 SRE  C13   C18   aromatic  1.389  0.020  1.389
 SRE  C13   C4    single    1.509  0.020  1.509
 SRE  C14   C13   aromatic  1.392  0.020  1.392
 SRE  C14   H14   single    0.930  0.020  1.080
 SRE  C4    C3    single    1.534  0.020  1.534
 SRE  C4    C5    single    1.519  0.020  1.519
 SRE  C4    H4    single    0.970  0.020  1.090
 SRE  C5    C10   aromatic  1.398  0.020  1.398
 SRE  C6    C5    aromatic  1.396  0.020  1.396
 SRE  C6    C7    aromatic  1.385  0.020  1.385
 SRE  C6    H6    single    0.930  0.020  1.080
 SRE  C7    C8    aromatic  1.389  0.020  1.389
 SRE  C7    H7    single    0.930  0.020  1.080
 SRE  C8    C9    aromatic  1.385  0.020  1.385
 SRE  C8    H8    single    0.930  0.020  1.080
 SRE  C9    H9    single    0.930  0.020  1.080
 SRE  C10   C9    aromatic  1.396  0.020  1.396
 SRE  C10   C1    single    1.517  0.020  1.517
 SRE  C1    N11   single    1.460  0.020  1.460
 SRE  C1    H1    single    0.970  0.020  1.090
 SRE  N11   C12   single    1.448  0.020  1.448
 SRE  C12   H12   single    0.970  0.020  1.090
 SRE  C12   H12A  single    0.970  0.020  1.090
 SRE  C2    C1    single    1.523  0.020  1.523
 SRE  C2    H2    single    0.970  0.020  1.090
 SRE  C2    H2A   single    0.970  0.020  1.090
 SRE  C3    C2    single    1.520  0.020  1.520
 SRE  C3    H3    single    0.970  0.020  1.090
 SRE  C3    H3A   single    0.970  0.020  1.090
 SRE  N11   H16   single    0.890  0.020  1.040
 SRE  C12   H171  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
 SRE  C17   C16  C15   119.47  3.000
 SRE  C15   C16  CL19  120.81  3.000
 SRE  C17   C16  CL19  119.72  3.000
 SRE  C14   C15  CL20  119.36  3.000
 SRE  CL20  C15  C16   120.44  3.000
 SRE  C14   C15  C16   120.20  3.000
 SRE  H17   C17  C18   120.21  3.000
 SRE  H17   C17  C16   119.79  3.000
 SRE  C18   C17  C16   120.00  3.000
 SRE  H18   C18  C13   119.95  3.000
 SRE  C13   C18  C17   121.06  3.000
 SRE  H18   C18  C17   118.99  3.000
 SRE  C4    C13  C14   120.39  3.000
 SRE  C14   C13  C18   118.53  3.000
 SRE  C4    C13  C18   121.05  3.000
 SRE  H14   C14  C13   120.29  3.000
 SRE  H14   C14  C15   118.97  3.000
 SRE  C13   C14  C15   120.74  3.000
 SRE  H4    C4   C3    106.73  3.000
 SRE  H4    C4   C5    106.13  3.000
 SRE  C3    C4   C5    113.63  3.000
 SRE  H4    C4   C13   107.08  3.000
 SRE  C5    C4   C13   112.62  3.000
 SRE  C3    C4   C13   110.18  3.000
 SRE  C10   C5   C6    119.04  3.000
 SRE  C6    C5   C4    118.59  3.000
 SRE  C10   C5   C4    122.20  3.000
 SRE  H6    C6   C7    119.21  3.000
 SRE  H6    C6   C5    119.34  3.000
 SRE  C7    C6   C5    121.44  3.000
 SRE  H7    C7   C8    120.44  3.000
 SRE  H7    C7   C6    119.97  3.000
 SRE  C8    C7   C6    119.59  3.000
 SRE  H8    C8   C9    120.17  3.000
 SRE  H8    C8   C7    120.44  3.000
 SRE  C9    C8   C7    119.38  3.000
 SRE  H9    C9   C10   119.18  3.000
 SRE  C10   C9   C8    121.54  3.000
 SRE  H9    C9   C8    119.28  3.000
 SRE  C1    C10  C9    119.56  3.000
 SRE  C1    C10  C5    121.43  3.000
 SRE  C9    C10  C5    119.00  3.000
 SRE  H1    C1   C2    108.62  3.000
 SRE  C2    C1   N11   109.62  3.000
 SRE  H1    C1   N11   106.39  3.000
 SRE  C2    C1   C10   110.20  3.000
 SRE  H1    C1   C10   108.10  3.000
 SRE  N11   C1   C10   113.72  3.000
 SRE  H16   N11  C12   108.83  3.000
 SRE  H16   N11  C1    109.88  3.000
 SRE  C12   N11  C1    115.64  3.000
 SRE  H171  C12  H12A  107.54  3.000
 SRE  H171  C12  H12   107.46  3.000
 SRE  H12A  C12  H12   107.44  3.000
 SRE  H171  C12  N11   109.14  3.000
 SRE  H12A  C12  N11   115.19  3.000
 SRE  H12   C12  N11   109.77  3.000
 SRE  H2A   C2   H2    107.12  3.000
 SRE  H2A   C2   C3    110.46  3.000
 SRE  H2    C2   C3    109.68  3.000
 SRE  C3    C2   C1    110.68  3.000
 SRE  H2A   C2   C1    109.46  3.000
 SRE  H2    C2   C1    109.37  3.000
 SRE  H3A   C3   H3    105.62  3.000
 SRE  H3A   C3   C2    110.62  3.000
 SRE  H3    C3   C2    110.09  3.000
 SRE  H3A   C3   C4    108.71  3.000
 SRE  H3    C3   C4    110.37  3.000
 SRE  C2    C3   C4    111.27  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
 SRE  CONST_01  C13  C18  C17  C16     0.00   0.0  0
 SRE  CONST_02  C13  C14  C15  C16     0.00   0.0  0
 SRE  CONST_03  C18  C17  C16  C15     0.00   0.0  0
 SRE  CONST_04  C18  C13  C14  C15     0.00   0.0  0
 SRE  CONST_05  C14  C15  C16  C17     0.00   0.0  0
 SRE  CONST_06  C14  C13  C18  C17     0.00   0.0  0
 SRE  CONST_07  C8   C9   C10  C5      0.00   0.0  0
 SRE  CONST_08  C8   C7   C6   C5      0.00   0.0  0
 SRE  CONST_09  C9   C10  C5   C6      0.00   0.0  0
 SRE  CONST_10  C9   C8   C7   C6      0.00   0.0  0
 SRE  CONST_11  C10  C5   C6   C7      0.00   0.0  0
 SRE  CONST_12  C10  C9   C8   C7      0.00   0.0  0
 SRE  CONST_13  C4   C13  C14  C15   180.00   0.0  0
 SRE  CONST_14  C4   C13  C18  C17   180.00   0.0  0
 SRE  CONST_15  C18  C17  C16  CL19  180.00   0.0  0
 SRE  CONST_16  C14  C15  C16  CL19  180.00   0.0  0
 SRE  CONST_17  C17  C16  C15  CL20  180.00   0.0  0
 SRE  CONST_18  C13  C14  C15  CL20  180.00   0.0  0
 SRE  CONST_19  H18  C18  C17  C16   180.00   0.0  0
 SRE  CONST_20  H14  C14  C15  C16   180.00   0.0  0
 SRE  CONST_21  H17  C17  C16  C15   180.00   0.0  0
 SRE  CONST_22  H6   C6   C5   C4      0.00   0.0  0
 SRE  CONST_23  H9   C9   C10  C5    180.00   0.0  0
 SRE  CONST_24  H7   C7   C6   C5    180.00   0.0  0
 SRE  CONST_25  H8   C8   C7   C6    180.00   0.0  0
 SRE  Var_01    C1   C2   C3   C4     62.25  30.0  1
 SRE  Var_02    H12  C12  N11  C1    -58.34  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
 SRE  chir_01  C4  C13  C3   C5  positiv
 SRE  chir_02  C1  N11  C10  C2  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
 SRE  plan-1  CL19  0.020
 SRE  plan-1  C16   0.020
 SRE  plan-1  C15   0.020
 SRE  plan-1  CL20  0.020
 SRE  plan-1  C17   0.020
 SRE  plan-1  C18   0.020
 SRE  plan-1  C13   0.020
 SRE  plan-1  C14   0.020
 SRE  plan-1  C4    0.020
 SRE  plan-1  H17   0.020
 SRE  plan-1  H18   0.020
 SRE  plan-1  H14   0.020
 SRE  plan-2  C4    0.020
 SRE  plan-2  C5    0.020
 SRE  plan-2  C6    0.020
 SRE  plan-2  C7    0.020
 SRE  plan-2  C8    0.020
 SRE  plan-2  C9    0.020
 SRE  plan-2  C10   0.020
 SRE  plan-2  C1    0.020
 SRE  plan-2  H6    0.020
 SRE  plan-2  H7    0.020
 SRE  plan-2  H8    0.020
 SRE  plan-2  H9    0.020

