# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 14:23:48 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: tert-butyl [(1S)-1-(4-bromophenyl)-2-(hydroxyamino)-2-oxoethyl]carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)OC(=O)N[C@H](C(=O)NO)c1ccc(Br)cc1
#
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
 4S9  4S9  'tert-butyl [(1S)-1-(4-bromophenyl)-2-(hydroxyamino)-2-oxoethyl]carbamate'  ligand  37  20  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4S9
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
 4S9  C4   C   CR6   0   0.094   0.7430   0.1960   0.2274
 4S9  C5   C   CH1   0  -0.235  -0.6632   0.6145   0.5835
 4S9  C6   C   C     0   0.780  -2.9355  -0.1480   0.2960
 4S9  C11  C   C     0   0.536  -0.9211   1.9952  -0.0359
 4S9  C7   C   CT    0   0.184  -5.0868  -1.2601   0.0017
 4S9  C8   C   CH3   0  -0.674  -5.5128  -1.1632   1.4623
 4S9  C9   C   CH3   0  -0.659  -5.4172  -2.6451  -0.5390
 4S9  C10  C   CH3   0  -0.669  -5.7551  -0.1960  -0.8597
 4S9  C12  C   CR16  0  -0.271   1.0982  -0.0785  -1.0909
 4S9  C13  C   CR16  0  -0.211   2.3952  -0.4460  -1.4128
 4S9  N1   N   NH1   0  -0.670  -1.6142  -0.3397   0.0821
 4S9  N2   N   NH1   0  -0.367  -0.7324   2.9934   0.8364
 4S9  C3   C   CR16  0  -0.308   1.7098   0.0987   1.2199
 4S9  BR1  BR  BR    0  -0.040   5.1127  -1.0335  -0.8357
 4S9  C1   C   CR6   0  -0.120   3.3444  -0.5345  -0.4040
 4S9  C2   C   CR16  0  -0.210   3.0141  -0.2644   0.9145
 4S9  O1   O   O2    0  -0.500  -3.6389  -1.1902  -0.1292
 4S9  O2   O   O     0  -0.513  -3.3777   0.8616   0.8061
 4S9  O3   O   O     0  -0.462  -1.2071   2.1462  -1.2061
 4S9  O4   O   OH1   0  -0.540  -0.7170   4.2853   0.4142
 4S9  H1   H   HCH1  0   0.292  -0.7329   0.6858   1.6752
 4S9  H2   H   HCH3  0   0.236  -6.5723  -1.4096   1.5399
 4S9  H3   H   HCH3  0   0.236  -4.9639  -1.8778   2.0778
 4S9  H4   H   HCH3  0   0.248  -5.3719  -0.1671   1.8748
 4S9  H5   H   HCH3  0   0.238  -5.1022  -2.7535  -1.5778
 4S9  H6   H   HCH3  0   0.238  -4.9393  -3.4289   0.0504
 4S9  H7   H   HCH3  0   0.232  -6.4944  -2.8054  -0.4994
 4S9  H8   H   HCH3  0   0.236  -5.4515  -0.2906  -1.9036
 4S9  H9   H   HCH3  0   0.235  -6.8369  -0.3294  -0.8180
 4S9  H10  H   HCH3  0   0.246  -5.5313   0.8134  -0.5219
 4S9  H11  H   HCR6  0   0.274   0.3656  -0.0028  -1.8835
 4S9  H12  H   HCR6  0   0.284   2.6535  -0.6542  -2.4421
 4S9  H13  H   HNH1  0   0.408  -1.2832  -1.2390  -0.2293
 4S9  H14  H   HNH1  0   0.418  -0.4912   2.8503   1.8062
 4S9  H15  H   HCR6  0   0.271   1.4497   0.3015   2.2514
 4S9  H16  H   HCR6  0   0.284   3.7503  -0.3366   1.7033
 4S9  H17  H   HOH1  0   0.479  -1.6188   4.6180   0.5177

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
 4S9  C9   C7   single    1.523  0.020  1.523
 4S9  C8   C7   single    1.525  0.020  1.525
 4S9  C7   C10  single    1.523  0.020  1.523
 4S9  C7   O1   single    1.456  0.020  1.456
 4S9  O4   N2   single    1.359  0.020  1.359
 4S9  O1   C6   single    1.327  0.020  1.327
 4S9  N2   C11  single    1.339  0.020  1.339
 4S9  O3   C11  double    1.214  0.020  1.214
 4S9  O2   C6   double    1.214  0.020  1.214
 4S9  C11  C5   single    1.535  0.020  1.535
 4S9  C6   N1   single    1.352  0.020  1.352
 4S9  N1   C5   single    1.437  0.020  1.437
 4S9  C5   C4   single    1.510  0.020  1.510
 4S9  C4   C3   aromatic  1.389  0.020  1.389
 4S9  C4   C12  aromatic  1.393  0.020  1.393
 4S9  C3   C2   aromatic  1.388  0.020  1.388
 4S9  C12  C13  aromatic  1.386  0.020  1.386
 4S9  C2   C1   aromatic  1.386  0.020  1.386
 4S9  C13  C1   aromatic  1.388  0.020  1.388
 4S9  C1   BR1  single    1.887  0.020  1.887
 4S9  C5   H1   single    0.970  0.020  1.090
 4S9  C8   H2   single    0.970  0.020  1.090
 4S9  C8   H3   single    0.970  0.020  1.090
 4S9  C8   H4   single    0.970  0.020  1.090
 4S9  C9   H5   single    0.970  0.020  1.090
 4S9  C9   H6   single    0.970  0.020  1.090
 4S9  C9   H7   single    0.970  0.020  1.090
 4S9  C10  H8   single    0.970  0.020  1.090
 4S9  C10  H9   single    0.970  0.020  1.090
 4S9  C10  H10  single    0.970  0.020  1.090
 4S9  C12  H11  single    0.930  0.020  1.080
 4S9  C13  H12  single    0.930  0.020  1.080
 4S9  N1   H13  single    0.860  0.020  1.020
 4S9  N2   H14  single    0.860  0.020  1.020
 4S9  C3   H15  single    0.930  0.020  1.080
 4S9  C2   H16  single    0.930  0.020  1.080
 4S9  O4   H17  single    0.850  0.020  0.980

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
 4S9  C3   C4   C12  119.02  3.000
 4S9  C12  C4   C5   121.03  3.000
 4S9  C3   C4   C5   119.95  3.000
 4S9  H1   C5   N1   110.39  3.000
 4S9  H1   C5   C11  109.43  3.000
 4S9  N1   C5   C11  110.19  3.000
 4S9  H1   C5   C4   108.19  3.000
 4S9  N1   C5   C4   110.48  3.000
 4S9  C11  C5   C4   108.10  3.000
 4S9  O2   C6   O1   126.47  3.000
 4S9  O2   C6   N1   122.69  3.000
 4S9  O1   C6   N1   110.84  3.000
 4S9  O3   C11  N2   124.64  3.000
 4S9  O3   C11  C5   122.71  3.000
 4S9  N2   C11  C5   112.58  3.000
 4S9  O1   C7   C10  110.61  3.000
 4S9  O1   C7   C9   103.15  3.000
 4S9  C10  C7   C9   109.83  3.000
 4S9  O1   C7   C8   111.17  3.000
 4S9  C10  C7   C8   112.01  3.000
 4S9  C9   C7   C8   109.71  3.000
 4S9  H4   C8   H3   108.71  3.000
 4S9  H4   C8   H2   107.82  3.000
 4S9  H3   C8   H2   107.49  3.000
 4S9  H4   C8   C7   112.67  3.000
 4S9  H3   C8   C7   110.99  3.000
 4S9  H2   C8   C7   108.98  3.000
 4S9  H7   C9   H6   107.92  3.000
 4S9  H7   C9   H5   107.78  3.000
 4S9  H6   C9   H5   108.46  3.000
 4S9  H7   C9   C7   109.59  3.000
 4S9  H6   C9   C7   111.50  3.000
 4S9  H5   C9   C7   111.45  3.000
 4S9  H10  C10  H9   107.81  3.000
 4S9  H10  C10  H8   108.68  3.000
 4S9  H9   C10  H8   107.57  3.000
 4S9  H10  C10  C7   112.48  3.000
 4S9  H9   C10  C7   109.15  3.000
 4S9  H8   C10  C7   110.99  3.000
 4S9  H11  C12  C13  118.82  3.000
 4S9  H11  C12  C4   120.46  3.000
 4S9  C13  C12  C4   120.72  3.000
 4S9  H12  C13  C1   121.08  3.000
 4S9  H12  C13  C12  119.71  3.000
 4S9  C1   C13  C12  119.21  3.000
 4S9  H13  N1   C6   119.77  3.000
 4S9  H13  N1   C5   118.88  3.000
 4S9  C6   N1   C5   119.81  3.000
 4S9  H14  N2   O4   115.49  3.000
 4S9  H14  N2   C11  123.63  3.000
 4S9  O4   N2   C11  120.52  3.000
 4S9  H15  C3   C2   118.97  3.000
 4S9  H15  C3   C4   120.02  3.000
 4S9  C2   C3   C4   121.01  3.000
 4S9  C2   C1   BR1  119.50  3.000
 4S9  BR1  C1   C13  119.43  3.000
 4S9  C2   C1   C13  121.07  3.000
 4S9  H16  C2   C1   121.25  3.000
 4S9  H16  C2   C3   119.78  3.000
 4S9  C1   C2   C3   118.97  3.000
 4S9  C7   O1   C6   122.41  3.000
 4S9  H17  O4   N2   106.46  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
 4S9  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 4S9  CONST_02  C1   C13  C12  C4      0.00   0.0  0
 4S9  CONST_03  C2   C3   C4   C12     0.00   0.0  0
 4S9  CONST_04  C2   C1   C13  C12     0.00   0.0  0
 4S9  CONST_05  C3   C4   C12  C13     0.00   0.0  0
 4S9  CONST_06  C3   C2   C1   C13     0.00   0.0  0
 4S9  CONST_07  C2   C3   C4   C5    180.00   0.0  0
 4S9  CONST_08  C13  C12  C4   C5    180.00   0.0  0
 4S9  CONST_09  BR1  C1   C13  C12   180.00   0.0  0
 4S9  CONST_10  BR1  C1   C2   C3    180.00   0.0  0
 4S9  CONST_11  H16  C2   C3   C4    180.00   0.0  0
 4S9  CONST_12  H12  C13  C12  C4    180.00   0.0  0
 4S9  CONST_13  H15  C3   C4   C12   180.00   0.0  0
 4S9  CONST_14  H11  C12  C4   C3    180.00   0.0  0
 4S9  CONST_15  O4   N2   C11  C5    180.00   0.0  0
 4S9  CONST_16  O4   N2   C11  O3      0.00   0.0  0
 4S9  CONST_17  H14  N2   C11  C5      0.00   0.0  0
 4S9  Var_01    O1   C6   N1   C5   -174.16  30.0  2
 4S9  Var_02    C9   C7   O1   C6   -176.78  30.0  3
 4S9  Var_03    H5   C9   C7   C8   -178.66  30.0  3
 4S9  Var_04    H8   C10  C7   C8   -179.07  30.0  3
 4S9  Var_05    H2   C8   C7   C9    -55.77  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
 4S9  chir_01  C5  C11  N1  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
 4S9  plan-1  C4   0.020
 4S9  plan-1  C5   0.020
 4S9  plan-1  C12  0.020
 4S9  plan-1  C13  0.020
 4S9  plan-1  C3   0.020
 4S9  plan-1  BR1  0.020
 4S9  plan-1  C1   0.020
 4S9  plan-1  C2   0.020
 4S9  plan-1  H11  0.020
 4S9  plan-1  H12  0.020
 4S9  plan-1  H15  0.020
 4S9  plan-1  H16  0.020
 4S9  plan-2  C5   0.020
 4S9  plan-2  C11  0.020
 4S9  plan-2  N2   0.020
 4S9  plan-2  O3   0.020
 4S9  plan-2  O4   0.020
 4S9  plan-2  H14  0.020
 4S9  plan-3  C6   0.020
 4S9  plan-3  N1   0.020
 4S9  plan-3  O1   0.020
 4S9  plan-3  O2   0.020

