# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 01:15:24 2021
#   Inital geometry file: a 69 line input string
#   Ligand name: (2~{R},5~{S})-2-(2-chlorophenyl)-5-methyl-morpholine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1CO[C@@H](CN1)c2ccccc2Cl
#
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
 OWZ  OWZ  (2~{R},5~{S})-2-(2-chlorophenyl)-5-methyl-morpholine  ligand  28  14  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OWZ
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
 OWZ  C10  C   CR16  0  -0.196  -19.1528   -9.0291  14.5254
 OWZ  C01  C   CH3   0  -0.674  -22.1999  -16.4286  14.5572
 OWZ  C02  C   CH1   0  -0.129  -21.3426  -15.2115  14.8495
 OWZ  C04  C   CH2   0  -0.314  -21.3930  -12.8544  15.3282
 OWZ  C05  C   CH1   0   0.013  -20.4400  -12.6038  14.1520
 OWZ  C06  C   CR6   0   0.157  -19.5434  -11.4288  14.4323
 OWZ  C07  C   CR16  0  -0.327  -18.2722  -11.6154  14.9733
 OWZ  C08  C   CR16  0  -0.226  -17.4516  -10.5407  15.2808
 OWZ  C09  C   CR16  0  -0.277  -17.8899   -9.2443  15.0545
 OWZ  C11  C   CR6   0  -0.116  -19.9607  -10.1157  14.2256
 OWZ  C14  C   CH2   0  -0.158  -20.4030  -14.9069  13.6901
 OWZ  N03  N   NH1   0  -0.584  -22.1809  -14.0614  15.1684
 OWZ  O13  O   O2    0  -0.496  -19.6384  -13.7412  13.9270
 OWZ  CL1  CL  CL    0  -0.132  -21.5417   -9.7904  13.5752
 OWZ  H1   H   HCR6  0   0.279  -19.5090   -8.0237  14.3472
 OWZ  H3   H   HCH3  0   0.223  -22.8187  -16.2744  13.6701
 OWZ  H4   H   HCH3  0   0.234  -21.5830  -17.3106  14.3838
 OWZ  H5   H   HCH1  0   0.229  -20.7293  -15.4163  15.7357
 OWZ  H6   H   HCH2  0   0.231  -20.8017  -12.9359  16.2465
 OWZ  H7   H   HCH2  0   0.245  -22.0646  -12.0029  15.4521
 OWZ  H8   H   HCH1  0   0.220  -21.0451  -12.4023  13.2544
 OWZ  H9   H   HCR6  0   0.261  -17.9177  -12.6203  15.1555
 OWZ  H10  H   HCR6  0   0.262  -16.4699  -10.7197  15.6989
 OWZ  H11  H   HCR6  0   0.267  -17.2569   -8.3986  15.2877
 OWZ  H12  H   HCH2  0   0.192  -20.9913  -14.7972  12.7656
 OWZ  H13  H   HCH2  0   0.237  -19.6913  -15.7212  13.5373
 OWZ  H14  H   HNH1  0   0.340  -22.8572  -13.9245  14.4233
 OWZ  H2   H   HCH3  0   0.239  -22.8633  -16.6407  15.3959

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
 OWZ  CL1  C11  single    1.740  0.020  1.740
 OWZ  C14  O13  single    1.414  0.020  1.414
 OWZ  C14  C02  single    1.523  0.020  1.523
 OWZ  C11  C10  aromatic  1.387  0.020  1.387
 OWZ  C11  C06  aromatic  1.393  0.020  1.393
 OWZ  C10  C09  aromatic  1.386  0.020  1.386
 OWZ  O13  C05  single    1.410  0.020  1.410
 OWZ  C01  C02  single    1.517  0.020  1.517
 OWZ  C05  C06  single    1.504  0.020  1.504
 OWZ  C05  C04  single    1.534  0.020  1.534
 OWZ  C06  C07  aromatic  1.394  0.020  1.394
 OWZ  C09  C08  aromatic  1.387  0.020  1.387
 OWZ  C02  N03  single    1.458  0.020  1.458
 OWZ  C07  C08  aromatic  1.387  0.020  1.387
 OWZ  N03  C04  single    1.450  0.020  1.450
 OWZ  C10  H1   single    0.930  0.020  1.080
 OWZ  C01  H2   single    0.970  0.020  1.090
 OWZ  C01  H3   single    0.970  0.020  1.090
 OWZ  C01  H4   single    0.970  0.020  1.090
 OWZ  C02  H5   single    0.970  0.020  1.090
 OWZ  C04  H6   single    0.970  0.020  1.090
 OWZ  C04  H7   single    0.970  0.020  1.090
 OWZ  C05  H8   single    0.970  0.020  1.090
 OWZ  C07  H9   single    0.930  0.020  1.080
 OWZ  C08  H10  single    0.930  0.020  1.080
 OWZ  C09  H11  single    0.930  0.020  1.080
 OWZ  C14  H12  single    0.970  0.020  1.090
 OWZ  C14  H13  single    0.970  0.020  1.090
 OWZ  N03  H14  single    0.890  0.020  1.040

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
 OWZ  H1   C10  C11  120.06  3.000
 OWZ  H1   C10  C09  120.49  3.000
 OWZ  C11  C10  C09  119.45  3.000
 OWZ  H4   C01  H3   107.78  3.000
 OWZ  H4   C01  H2   108.02  3.000
 OWZ  H3   C01  H2   107.91  3.000
 OWZ  H4   C01  C02  111.10  3.000
 OWZ  H3   C01  C02  111.30  3.000
 OWZ  H2   C01  C02  110.59  3.000
 OWZ  H5   C02  N03  106.98  3.000
 OWZ  H5   C02  C14  107.89  3.000
 OWZ  N03  C02  C14  111.31  3.000
 OWZ  H5   C02  C01  108.77  3.000
 OWZ  N03  C02  C01  110.48  3.000
 OWZ  C14  C02  C01  111.24  3.000
 OWZ  H7   C04  H6   107.16  3.000
 OWZ  H7   C04  N03  109.12  3.000
 OWZ  H6   C04  N03  108.89  3.000
 OWZ  H7   C04  C05  109.98  3.000
 OWZ  H6   C04  C05  108.63  3.000
 OWZ  N03  C04  C05  112.89  3.000
 OWZ  H8   C05  O13  109.27  3.000
 OWZ  H8   C05  C06  109.67  3.000
 OWZ  O13  C05  C06  108.73  3.000
 OWZ  H8   C05  C04  108.27  3.000
 OWZ  C06  C05  C04  110.79  3.000
 OWZ  O13  C05  C04  110.11  3.000
 OWZ  C11  C06  C07  117.18  3.000
 OWZ  C07  C06  C05  120.75  3.000
 OWZ  C11  C06  C05  122.00  3.000
 OWZ  H9   C07  C08  119.28  3.000
 OWZ  H9   C07  C06  119.26  3.000
 OWZ  C08  C07  C06  121.46  3.000
 OWZ  H10  C08  C09  120.29  3.000
 OWZ  H10  C08  C07  119.63  3.000
 OWZ  C09  C08  C07  120.08  3.000
 OWZ  H11  C09  C08  120.70  3.000
 OWZ  H11  C09  C10  119.61  3.000
 OWZ  C08  C09  C10  119.69  3.000
 OWZ  CL1  C11  C06  120.25  3.000
 OWZ  C06  C11  C10  122.13  3.000
 OWZ  CL1  C11  C10  117.62  3.000
 OWZ  H13  C14  H12  107.75  3.000
 OWZ  H13  C14  O13  106.61  3.000
 OWZ  H12  C14  O13  110.32  3.000
 OWZ  H13  C14  C02  111.06  3.000
 OWZ  H12  C14  C02  109.23  3.000
 OWZ  O13  C14  C02  111.77  3.000
 OWZ  H14  N03  C04  109.30  3.000
 OWZ  H14  N03  C02  109.19  3.000
 OWZ  C04  N03  C02  111.60  3.000
 OWZ  C14  O13  C05  112.61  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
 OWZ  CONST_01  C07  C06  C11  C10    0.00   0.0  0
 OWZ  CONST_02  C07  C08  C09  C10    0.00   0.0  0
 OWZ  CONST_03  C09  C10  C11  C06    0.00   0.0  0
 OWZ  CONST_04  C09  C08  C07  C06    0.00   0.0  0
 OWZ  CONST_05  C11  C10  C09  C08    0.00   0.0  0
 OWZ  CONST_06  C11  C06  C07  C08    0.00   0.0  0
 OWZ  CONST_07  C05  C06  C11  C10  180.00   0.0  0
 OWZ  CONST_08  C08  C07  C06  C05  180.00   0.0  0
 OWZ  CONST_09  CL1  C11  C06  C05    0.00   0.0  0
 OWZ  CONST_10  CL1  C11  C06  C07  180.00   0.0  0
 OWZ  CONST_11  CL1  C11  C10  C09  180.00   0.0  0
 OWZ  CONST_12  H10  C08  C09  C10  180.00   0.0  0
 OWZ  CONST_13  H9   C07  C06  C05    0.00   0.0  0
 OWZ  CONST_14  H1   C10  C11  C06  180.00   0.0  0
 OWZ  CONST_15  H11  C09  C08  C07  180.00   0.0  0
 OWZ  Var_01    C05  C04  N03  C02   51.01  30.0  1
 OWZ  Var_02    H12  C14  O13  C05   63.69  30.0  1

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
 OWZ  chir_01  C02  C14  C01  N03  positiv
 OWZ  chir_02  C05  O13  C06  C04  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
 OWZ  plan-1  C10  0.020
 OWZ  plan-1  C05  0.020
 OWZ  plan-1  C06  0.020
 OWZ  plan-1  C07  0.020
 OWZ  plan-1  C08  0.020
 OWZ  plan-1  C09  0.020
 OWZ  plan-1  C11  0.020
 OWZ  plan-1  CL1  0.020
 OWZ  plan-1  H1   0.020
 OWZ  plan-1  H9   0.020
 OWZ  plan-1  H10  0.020
 OWZ  plan-1  H11  0.020

