# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 17:53:52 2020
#   Inital geometry file: a 77 line input string
#   Ligand name: (2R)-N,N-dimethyl-4-[(1-methyl-1H-imidazol-2-yl)oxy]butan-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](CCOc1nccn1C)N(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
 XRS  XRS  (2R)-N,N-dimethyl-4-[(1-methyl-1H-imidazol-2-yl)oxy]butan-2-amine  ligand  33  14  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_XRS
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
 XRS  C10   C  CR5   0   0.703   2.0403  -0.1809   0.0028
 XRS  N13   N  N     0  -0.509   2.0869  -1.4829   0.0162
 XRS  C9    C  CR15  0  -0.214   3.4245  -1.7819  -0.1020
 XRS  C8    C  CR15  0  -0.118   4.1615  -0.6439  -0.1842
 XRS  N12   N  NR5   0  -0.474   3.2542   0.3928  -0.1227
 XRS  O14   O  O2    0  -0.480   0.9733   0.5988   0.1021
 XRS  C6    C  CH2   0  -0.144  -0.2924  -0.0547   0.2193
 XRS  C5    C  CH2   0  -0.478  -1.3538   1.0225   0.2486
 XRS  C4    C  CH1   0  -0.089  -2.7331   0.4625   0.5965
 XRS  N11   N  NT    0  -0.407  -3.0630  -0.6912  -0.2355
 XRS  C3    C  CH3   0  -0.675  -3.7753   1.5834   0.5956
 XRS  C2    C  CH3   0  -0.518  -4.1214  -1.5030   0.3208
 XRS  C1    C  CH3   0  -0.527  -3.3079  -0.3814  -1.6268
 XRS  C7    C  CH3   0  -0.525   3.5460   1.8081  -0.1208
 XRS  H9    H  HCR5  0   0.246   3.7752  -2.8018  -0.1240
 XRS  H8    H  HCR5  0   0.283   5.2193  -0.4691  -0.2862
 XRS  H71C  H  HCH3  0   0.255   3.4806   2.2246   0.8837
 XRS  H72C  H  HCH3  0   0.262   4.5544   1.9595  -0.4948
 XRS  H73C  H  HCH3  0   0.259   2.8571   2.3424  -0.7708
 XRS  H61C  H  HCH2  0   0.229  -0.4361  -0.7377  -0.6193
 XRS  H62C  H  HCH2  0   0.219  -0.3174  -0.6502   1.1375
 XRS  H51C  H  HCH2  0   0.244  -1.0970   1.7671   1.0069
 XRS  H52C  H  HCH2  0   0.230  -1.3763   1.5539  -0.7080
 XRS  H4    H  HCH1  0   0.229  -2.6673   0.0734   1.6191
 XRS  H31C  H  HCH3  0   0.233  -4.7752   1.2091   0.8186
 XRS  H32C  H  HCH3  0   0.232  -3.5314   2.3276   1.3550
 XRS  H33C  H  HCH3  0   0.220  -3.8154   2.0995  -0.3652
 XRS  H21C  H  HCH3  0   0.192  -5.1044  -1.0093   0.3502
 XRS  H22C  H  HCH3  0   0.231  -4.2358  -2.4140  -0.2696
 XRS  H23C  H  HCH3  0   0.230  -3.8690  -1.7994   1.3405
 XRS  H11C  H  HCH3  0   0.232  -2.4637   0.1556  -2.0612
 XRS  H12C  H  HCH3  0   0.233  -3.4211  -1.3094  -2.1896
 XRS  H13C  H  HCH3  0   0.199  -4.2125   0.2193  -1.8014

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
 XRS  C10  N13   aromatic  1.303  0.020  1.303
 XRS  C10  N12   aromatic  1.348  0.020  1.348
 XRS  C10  O14   single    1.325  0.020  1.325
 XRS  N13  C9    aromatic  1.376  0.020  1.376
 XRS  C9   C8    aromatic  1.358  0.020  1.358
 XRS  C8   N12   aromatic  1.379  0.020  1.379
 XRS  N12  C7    single    1.445  0.020  1.445
 XRS  O14  C6    single    1.429  0.020  1.429
 XRS  C6   C5    single    1.513  0.020  1.513
 XRS  C5   C4    single    1.529  0.020  1.529
 XRS  C4   N11   single    1.460  0.020  1.460
 XRS  C4   C3    single    1.531  0.020  1.531
 XRS  N11  C2    single    1.445  0.020  1.445
 XRS  N11  C1    single    1.446  0.020  1.446
 XRS  C9   H9    single    0.930  0.020  1.080
 XRS  C8   H8    single    0.930  0.020  1.080
 XRS  C7   H71C  single    0.970  0.020  1.090
 XRS  C7   H72C  single    0.970  0.020  1.090
 XRS  C7   H73C  single    0.970  0.020  1.090
 XRS  C6   H61C  single    0.970  0.020  1.090
 XRS  C6   H62C  single    0.970  0.020  1.090
 XRS  C5   H51C  single    0.970  0.020  1.090
 XRS  C5   H52C  single    0.970  0.020  1.090
 XRS  C4   H4    single    0.970  0.020  1.090
 XRS  C3   H31C  single    0.970  0.020  1.090
 XRS  C3   H32C  single    0.970  0.020  1.090
 XRS  C3   H33C  single    0.970  0.020  1.090
 XRS  C2   H21C  single    0.970  0.020  1.090
 XRS  C2   H22C  single    0.970  0.020  1.090
 XRS  C2   H23C  single    0.970  0.020  1.090
 XRS  C1   H11C  single    0.970  0.020  1.090
 XRS  C1   H12C  single    0.970  0.020  1.090
 XRS  C1   H13C  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
 XRS  O14   C10  N12   118.78  3.000
 XRS  O14   C10  N13   128.02  3.000
 XRS  N12   C10  N13   113.20  3.000
 XRS  C9    N13  C10   104.54  3.000
 XRS  H9    C9   C8    127.92  3.000
 XRS  H9    C9   N13   121.56  3.000
 XRS  C8    C9   N13   110.53  3.000
 XRS  H8    C8   N12   121.90  3.000
 XRS  H8    C8   C9    132.42  3.000
 XRS  N12   C8   C9    105.68  3.000
 XRS  C7    N12  C8    127.12  3.000
 XRS  C7    N12  C10   126.75  3.000
 XRS  C8    N12  C10   106.06  3.000
 XRS  C6    O14  C10   116.75  3.000
 XRS  H62C  C6   H61C  107.53  3.000
 XRS  H62C  C6   C5    110.80  3.000
 XRS  H61C  C6   C5    111.61  3.000
 XRS  H62C  C6   O14   109.74  3.000
 XRS  H61C  C6   O14   109.87  3.000
 XRS  C5    C6   O14   107.30  3.000
 XRS  H52C  C5   H51C  106.28  3.000
 XRS  H52C  C5   C4    110.99  3.000
 XRS  H51C  C5   C4    107.67  3.000
 XRS  H52C  C5   C6    110.08  3.000
 XRS  H51C  C5   C6    109.49  3.000
 XRS  C4    C5   C6    112.13  3.000
 XRS  H4    C4   C3    107.54  3.000
 XRS  H4    C4   N11   105.35  3.000
 XRS  C3    C4   N11   115.12  3.000
 XRS  H4    C4   C5    106.74  3.000
 XRS  C3    C4   C5    110.24  3.000
 XRS  N11   C4   C5    111.32  3.000
 XRS  C1    N11  C2    111.51  3.000
 XRS  C1    N11  C4    114.66  3.000
 XRS  C2    N11  C4    112.95  3.000
 XRS  H33C  C3   H32C  107.37  3.000
 XRS  H33C  C3   H31C  107.97  3.000
 XRS  H32C  C3   H31C  107.26  3.000
 XRS  H33C  C3   C4    111.83  3.000
 XRS  H32C  C3   C4    110.30  3.000
 XRS  H31C  C3   C4    111.89  3.000
 XRS  H23C  C2   H22C  107.64  3.000
 XRS  H23C  C2   H21C  107.66  3.000
 XRS  H22C  C2   H21C  107.17  3.000
 XRS  H23C  C2   N11   110.05  3.000
 XRS  H22C  C2   N11   109.72  3.000
 XRS  H21C  C2   N11   114.35  3.000
 XRS  H13C  C1   H12C  107.29  3.000
 XRS  H13C  C1   H11C  107.72  3.000
 XRS  H12C  C1   H11C  107.07  3.000
 XRS  H13C  C1   N11   114.14  3.000
 XRS  H12C  C1   N11   109.37  3.000
 XRS  H11C  C1   N11   110.95  3.000
 XRS  H73C  C7   H72C  108.29  3.000
 XRS  H73C  C7   H71C  108.99  3.000
 XRS  H72C  C7   H71C  108.66  3.000
 XRS  H73C  C7   N12   110.64  3.000
 XRS  H72C  C7   N12   108.88  3.000
 XRS  H71C  C7   N12   111.32  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
 XRS  CONST_01  C8    C9   N13  C10     0.00   0.0  0
 XRS  CONST_02  C9    C8   N12  C10     0.00   0.0  0
 XRS  CONST_03  C8    N12  C10  N13     0.00   0.0  0
 XRS  CONST_04  N12   C8   C9   N13     0.00   0.0  0
 XRS  CONST_05  N12   C10  N13  C9      0.00   0.0  0
 XRS  CONST_06  C7    N12  C10  N13   180.00   0.0  0
 XRS  CONST_07  O14   C10  N13  C9    180.00   0.0  0
 XRS  CONST_08  C7    N12  C8   C9    180.00   0.0  0
 XRS  CONST_09  O14   C10  N12  C8    180.00   0.0  0
 XRS  CONST_10  H9    C9   N13  C10   180.00   0.0  0
 XRS  CONST_11  H8    C8   N12  C10   180.00   0.0  0
 XRS  Var_01    H71C  C7   N12  C10    74.88  30.0  2
 XRS  Var_02    C5    C6   O14  C10  -177.25  30.0  3
 XRS  Var_03    C4    C5   C6   O14  -170.83  30.0  3
 XRS  Var_04    H21C  C2   N11  C4     66.93  30.0  3
 XRS  Var_05    H11C  C1   N11  C4     55.06  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
 XRS  chir_01  C4  C5  N11  C3  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
 XRS  plan-1  C10  0.020
 XRS  plan-1  N13  0.020
 XRS  plan-1  C9   0.020
 XRS  plan-1  C8   0.020
 XRS  plan-1  N12  0.020
 XRS  plan-1  O14  0.020
 XRS  plan-1  C7   0.020
 XRS  plan-1  H9   0.020
 XRS  plan-1  H8   0.020

