# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 15:52:42 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: tert-butyl [(1R)-2-methyl-1-(1,3,4-oxadiazol-2-yl)propyl]carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@@H](NC(=O)OC(C)(C)C)c1ocnn1
#
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
 OX6  OX6  'tert-butyl [(1R)-2-methyl-1-(1,3,4-oxadiazol-2-yl)propyl]carbamate'  ligand  36  17  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_OX6
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
 OX6  C1    C  CR15  0   0.135  -2.6994  -1.1847  -1.8832
 OX6  O12   O  O     0  -0.511   1.1775   0.1380  -1.4714
 OX6  O9    O  O2    0  -0.499   2.4119  -0.0636   0.4238
 OX6  C10   C  CT    0   0.185   3.5514  -0.7484  -0.1675
 OX6  C14   C  CH3   0  -0.659   4.5102  -0.8921   1.0078
 OX6  C13   C  CH3   0  -0.670   3.1416  -2.1248  -0.6756
 OX6  C11   C  CH3   0  -0.672   4.2013   0.0947  -1.2582
 OX6  N7    N  NH1   0  -0.671   0.4026   0.8361   0.5280
 OX6  C6    C  CH1   0  -0.119  -0.8873   1.1992  -0.0006
 OX6  C15   C  CH1   0  -0.282  -1.7352   1.8717   1.0946
 OX6  C17   C  CH3   0  -0.656  -1.0716   3.1578   1.5779
 OX6  C16   C  CH3   0  -0.668  -3.1474   2.1626   0.5979
 OX6  C3    C  CR5   0   0.474  -1.5745  -0.0135  -0.5506
 OX6  O2    O  O     0  -0.384  -2.1934   0.0476  -1.7385
 OX6  N5    N  N     0  -0.297  -2.4242  -1.9396  -0.8866
 OX6  N4    N  N     0  -0.300  -1.6906  -1.1733  -0.0131
 OX6  H1    H  HCR5  0   0.317  -3.2597  -1.4198  -2.7739
 OX6  H141  H  HCH3  0   0.238   4.0627  -1.4683   1.8188
 OX6  H142  H  HCH3  0   0.232   5.4118  -1.4129   0.6863
 OX6  H143  H  HCH3  0   0.238   4.8083   0.0825   1.3972
 OX6  H131  H  HCH3  0   0.246   2.4660  -2.0713  -1.5265
 OX6  H132  H  HCH3  0   0.236   4.0310  -2.6699  -0.9946
 OX6  H133  H  HCH3  0   0.236   2.6643  -2.7064   0.1146
 OX6  H111  H  HCH3  0   0.236   4.4324   1.0959  -0.8909
 OX6  H112  H  HCH3  0   0.235   5.1417  -0.3737  -1.5504
 OX6  H113  H  HCH3  0   0.247   3.5813   0.1814  -2.1469
 OX6  HN7   H  HNH1  0   0.406   0.5190   0.7862   1.5283
 OX6  H6    H  HCH1  0   0.283  -0.7620   1.9137  -0.8209
 OX6  H15   H  HCH1  0   0.249  -1.8030   1.1679   1.9317
 OX6  H171  H  HCH3  0   0.227  -0.9997   3.8857   0.7669
 OX6  H172  H  HCH3  0   0.242  -1.6671   3.6056   2.3737
 OX6  H173  H  HCH3  0   0.236  -0.0687   2.9955   1.9718
 OX6  H161  H  HCH3  0   0.239  -3.7015   1.2579   0.3451
 OX6  H162  H  HCH3  0   0.247  -3.7139   2.6760   1.3745
 OX6  H163  H  HCH3  0   0.230  -3.1315   2.8095  -0.2818
 OX6  C8    C  C     0   0.775   1.3371   0.2777  -0.2758

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
 OX6  C1   N5    aromatic  1.280  0.020  1.280
 OX6  C1   O2    aromatic  1.340  0.020  1.340
 OX6  C1   H1    single    0.930  0.020  1.080
 OX6  O12  C8    double    1.214  0.020  1.214
 OX6  C8   O9    single    1.327  0.020  1.327
 OX6  C8   N7    single    1.353  0.020  1.353
 OX6  O9   C10   single    1.455  0.020  1.455
 OX6  C10  C11   single    1.524  0.020  1.524
 OX6  C10  C13   single    1.523  0.020  1.523
 OX6  C10  C14   single    1.524  0.020  1.524
 OX6  C14  H141  single    0.970  0.020  1.090
 OX6  C14  H142  single    0.970  0.020  1.090
 OX6  C14  H143  single    0.970  0.020  1.090
 OX6  C13  H131  single    0.970  0.020  1.090
 OX6  C13  H132  single    0.970  0.020  1.090
 OX6  C13  H133  single    0.970  0.020  1.090
 OX6  C11  H111  single    0.970  0.020  1.090
 OX6  C11  H112  single    0.970  0.020  1.090
 OX6  C11  H113  single    0.970  0.020  1.090
 OX6  N7   C6    single    1.441  0.020  1.441
 OX6  N7   HN7   single    0.860  0.020  1.020
 OX6  C6   C3    single    1.498  0.020  1.498
 OX6  C6   C15   single    1.540  0.020  1.540
 OX6  C6   H6    single    0.970  0.020  1.090
 OX6  C15  C16   single    1.525  0.020  1.525
 OX6  C15  C17   single    1.526  0.020  1.526
 OX6  C15  H15   single    0.970  0.020  1.090
 OX6  C17  H171  single    0.970  0.020  1.090
 OX6  C17  H172  single    0.970  0.020  1.090
 OX6  C17  H173  single    0.970  0.020  1.090
 OX6  C16  H161  single    0.970  0.020  1.090
 OX6  C16  H162  single    0.970  0.020  1.090
 OX6  C16  H163  single    0.970  0.020  1.090
 OX6  C3   N4    aromatic  1.284  0.020  1.284
 OX6  C3   O2    aromatic  1.341  0.020  1.341
 OX6  N5   N4    aromatic  1.374  0.020  1.374

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
 OX6  H1    C1   N5    128.77  3.000
 OX6  H1    C1   O2    119.08  3.000
 OX6  N5    C1   O2    112.15  3.000
 OX6  C10   O9   C8    122.76  3.000
 OX6  C11   C10  C13   112.07  3.000
 OX6  C13   C10  C14   109.96  3.000
 OX6  C11   C10  C14   109.63  3.000
 OX6  C14   C10  O9    102.93  3.000
 OX6  C13   C10  O9    110.50  3.000
 OX6  C11   C10  O9    111.37  3.000
 OX6  H143  C14  H142  107.83  3.000
 OX6  H143  C14  H141  108.58  3.000
 OX6  H142  C14  H141  107.84  3.000
 OX6  H143  C14  C10   111.29  3.000
 OX6  H142  C14  C10   109.77  3.000
 OX6  H141  C14  C10   111.42  3.000
 OX6  H133  C13  H132  107.58  3.000
 OX6  H133  C13  H131  108.72  3.000
 OX6  H132  C13  H131  107.60  3.000
 OX6  H133  C13  C10   110.96  3.000
 OX6  H132  C13  C10   109.25  3.000
 OX6  H131  C13  C10   112.55  3.000
 OX6  H113  C11  H112  107.88  3.000
 OX6  H113  C11  H111  108.84  3.000
 OX6  H112  C11  H111  107.56  3.000
 OX6  H113  C11  C10   112.71  3.000
 OX6  H112  C11  C10   108.77  3.000
 OX6  H111  C11  C10   110.91  3.000
 OX6  HN7   N7   C6    118.68  3.000
 OX6  HN7   N7   C8    119.29  3.000
 OX6  C6    N7   C8    120.29  3.000
 OX6  H6    C6   C3    107.79  3.000
 OX6  H6    C6   C15   108.11  3.000
 OX6  C3    C6   C15   111.22  3.000
 OX6  H6    C6   N7    109.69  3.000
 OX6  C15   C6   N7    110.01  3.000
 OX6  C3    C6   N7    109.96  3.000
 OX6  H15   C15  C16   108.30  3.000
 OX6  H15   C15  C17   109.05  3.000
 OX6  C16   C15  C17   110.19  3.000
 OX6  H15   C15  C6    107.27  3.000
 OX6  C17   C15  C6    110.73  3.000
 OX6  C16   C15  C6    111.20  3.000
 OX6  H173  C17  H172  107.46  3.000
 OX6  H173  C17  H171  107.88  3.000
 OX6  H172  C17  H171  107.72  3.000
 OX6  H173  C17  C15   112.90  3.000
 OX6  H172  C17  C15   109.87  3.000
 OX6  H171  C17  C15   110.81  3.000
 OX6  H163  C16  H162  107.61  3.000
 OX6  H163  C16  H161  108.18  3.000
 OX6  H162  C16  H161  106.97  3.000
 OX6  H163  C16  C15   111.22  3.000
 OX6  H162  C16  C15   109.83  3.000
 OX6  H161  C16  C15   112.81  3.000
 OX6  N4    C3   O2    111.74  3.000
 OX6  O2    C3   C6    120.00  3.000
 OX6  N4    C3   C6    128.24  3.000
 OX6  C3    O2   C1    103.18  3.000
 OX6  N4    N5   C1    106.31  3.000
 OX6  N5    N4   C3    106.61  3.000
 OX6  N7    C8   O9    110.63  3.000
 OX6  N7    C8   O12   122.79  3.000
 OX6  O9    C8   O12   126.58  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
 OX6  CONST_01  C3    N4   N5   C1     0.00   0.0  0
 OX6  CONST_02  N4    C3   O2   C1     0.00   0.0  0
 OX6  CONST_03  N5    C1   O2   C3     0.00   0.0  0
 OX6  CONST_04  N4    N5   C1   O2     0.00   0.0  0
 OX6  CONST_05  N5    N4   C3   O2     0.00   0.0  0
 OX6  CONST_06  C6    C3   O2   C1   180.00   0.0  0
 OX6  CONST_07  N5    N4   C3   C6   180.00   0.0  0
 OX6  CONST_08  H1    C1   O2   C3   180.00   0.0  0
 OX6  Var_01    C6    N7   C8   O12    4.94  30.0  2
 OX6  Var_02    C11   C10  O9   C8    61.69  30.0  3
 OX6  Var_03    N7    C8   O9   C10  176.78  30.0  1
 OX6  Var_04    H111  C11  C10  O9    52.23  30.0  3
 OX6  Var_05    H131  C13  C10  O9    67.86  30.0  3
 OX6  Var_06    H141  C14  C10  O9    59.80  30.0  3
 OX6  Var_07    H161  C16  C15  C6    63.19  30.0  3
 OX6  Var_08    H171  C17  C15  C6    62.83  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
 OX6  chir_01  C6  N7  C3  C15  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
 OX6  plan-1  C1   0.020
 OX6  plan-1  C6   0.020
 OX6  plan-1  C3   0.020
 OX6  plan-1  O2   0.020
 OX6  plan-1  N5   0.020
 OX6  plan-1  N4   0.020
 OX6  plan-1  H1   0.020
 OX6  plan-2  O12  0.020
 OX6  plan-2  O9   0.020
 OX6  plan-2  N7   0.020
 OX6  plan-2  C8   0.020

