# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 08:24:18 2022
#   Inital geometry file: a 110 line input string
#   Ligand name: 5-{5-[2-chloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(CCCCCOc2ccc(cc2Cl)C3=NCCO3)on1
#
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
 W33  W33  5-{5-[2-chloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole  ligand  45  24  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_W33
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
 W33  O1    O   O     0  -0.351  -0.2655   0.9588   7.0070
 W33  N2    N   N     0  -0.189  -0.7393   0.7223   8.2675
 W33  C3    C   CR5   0   0.255  -0.2337  -0.4179   8.6410
 W33  C31   C   CH3   0  -0.734  -0.5334  -0.9953   9.9779
 W33  C4    C   CR15  0  -0.531   0.5912  -0.9608   7.6206
 W33  C5    C   CR5   0   0.469   0.5287  -0.0468   6.6241
 W33  C1C   C   CH2   0  -0.535   1.1348   0.0193   5.2713
 W33  C2C   C   CH2   0  -0.425   0.1036   0.0126   4.1403
 W33  C3C   C   CH2   0  -0.435   0.7724   0.0121   2.7722
 W33  C4C   C   CH2   0  -0.457  -0.2391   0.0228   1.6323
 W33  C5C   C   CH2   0  -0.177   0.4551  -0.0162   0.2884
 W33  O1B   O   O2    0  -0.453  -0.5427   0.0124  -0.7284
 W33  C1B   C   CR6   0   0.472  -0.1686  -0.0045  -2.0064
 W33  C2B   C   CR16  0  -0.382   1.1479  -0.0731  -2.4543
 W33  C3B   C   CR16  0  -0.259   1.4328  -0.0869  -3.8112
 W33  C4B   C   CR6   0  -0.035   0.4134  -0.0316  -4.7540
 W33  C5B   C   CR16  0  -0.225  -0.9092   0.0384  -4.3141
 W33  C6B   C   CR6   0  -0.145  -1.1899   0.0510  -2.9673
 W33  CL1   CL  CL    0  -0.106  -2.8300   0.1363  -2.4300
 W33  C2A   C   CR5   0   0.491   0.6859  -0.0461  -6.1927
 W33  N3A   N   N     0  -0.450  -0.1875   0.0088  -7.1078
 W33  C4A   C   CH2   0  -0.365   0.5210  -0.0321  -8.3776
 W33  C5A   C   CH2   0  -0.214   2.0071  -0.1398  -7.9893
 W33  O1A   O   O     0  -0.482   1.9776  -0.1252  -6.5524
 W33  H311  H   HCH3  0   0.258   0.3825  -1.1156  10.5564
 W33  H312  H   HCH3  0   0.255  -1.2149  -0.3584  10.5384
 W33  H313  H   HCH3  0   0.258  -0.9859  -1.9819   9.8772
 W33  H4    H   HCR5  0   0.273   1.1410  -1.8868   7.6352
 W33  H1C1  H   HCH2  0   0.264   1.7575   0.9158   5.1936
 W33  H1C2  H   HCH2  0   0.264   1.8053  -0.8354   5.1665
 W33  H2C1  H   HCH2  0   0.234  -0.5364  -0.8692   4.2364
 W33  H2C2  H   HCH2  0   0.234  -0.5503   0.8844   4.2280
 W33  H3C1  H   HCH2  0   0.227   1.4308   0.8828   2.6873
 W33  H3C2  H   HCH2  0   0.226   1.4166  -0.8689   2.6847
 W33  H4C1  H   HCH2  0   0.235  -0.9064  -0.8386   1.7236
 W33  H4C2  H   HCH2  0   0.236  -0.8605   0.9201   1.6992
 W33  H5C1  H   HCH2  0   0.232   1.1277   0.8416   0.1778
 W33  H5C2  H   HCH2  0   0.231   1.0580  -0.9267   0.1989
 W33  H2B   H   HCR6  0   0.297   1.9690  -0.1169  -1.7532
 W33  H3B   H   HCR6  0   0.269   2.4680  -0.1421  -4.1179
 W33  H5B   H   HCR6  0   0.280  -1.7166   0.0817  -5.0324
 W33  H4A1  H   HCH2  0   0.248   0.1850  -0.8838  -8.9725
 W33  H4A2  H   HCH2  0   0.248   0.3074   0.8668  -8.9598
 W33  H5A1  H   HCH2  0   0.248   2.4730  -1.0681  -8.3203
 W33  H5A2  H   HCH2  0   0.248   2.6089   0.6999  -8.3364

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
 W33  O1   N2    aromatic  1.367  0.020  1.367
 W33  O1   C5    aromatic  1.337  0.020  1.337
 W33  N2   C3    aromatic  1.302  0.020  1.302
 W33  C3   C31   single    1.487  0.020  1.487
 W33  C3   C4    aromatic  1.420  0.020  1.420
 W33  C31  H311  single    0.970  0.020  1.090
 W33  C31  H312  single    0.970  0.020  1.090
 W33  C31  H313  single    0.970  0.020  1.090
 W33  C4   C5    aromatic  1.354  0.020  1.354
 W33  C4   H4    single    0.930  0.020  1.080
 W33  C5   C1C   single    1.484  0.020  1.484
 W33  C1C  C2C   single    1.530  0.020  1.530
 W33  C1C  H1C1  single    0.970  0.020  1.090
 W33  C1C  H1C2  single    0.970  0.020  1.090
 W33  C2C  C3C   single    1.523  0.020  1.523
 W33  C2C  H2C1  single    0.970  0.020  1.090
 W33  C2C  H2C2  single    0.970  0.020  1.090
 W33  C3C  C4C   single    1.524  0.020  1.524
 W33  C3C  H3C1  single    0.970  0.020  1.090
 W33  C3C  H3C2  single    0.970  0.020  1.090
 W33  C4C  C5C   single    1.513  0.020  1.513
 W33  C4C  H4C1  single    0.970  0.020  1.090
 W33  C4C  H4C2  single    0.970  0.020  1.090
 W33  C5C  O1B   single    1.425  0.020  1.425
 W33  C5C  H5C1  single    0.970  0.020  1.090
 W33  C5C  H5C2  single    0.970  0.020  1.090
 W33  O1B  C1B   single    1.332  0.020  1.332
 W33  C1B  C2B   aromatic  1.392  0.020  1.392
 W33  C1B  C6B   aromatic  1.403  0.020  1.403
 W33  C2B  C3B   aromatic  1.387  0.020  1.387
 W33  C2B  H2B   single    0.930  0.020  1.080
 W33  C3B  C4B   aromatic  1.390  0.020  1.390
 W33  C3B  H3B   single    0.930  0.020  1.080
 W33  C4B  C5B   aromatic  1.396  0.020  1.396
 W33  C4B  C2A   single    1.464  0.020  1.464
 W33  C5B  C6B   aromatic  1.376  0.020  1.376
 W33  C5B  H5B   single    0.930  0.020  1.080
 W33  C6B  CL1   single    1.728  0.020  1.728
 W33  C2A  N3A   double    1.266  0.020  1.266
 W33  C2A  O1A   single    1.343  0.020  1.343
 W33  N3A  C4A   single    1.455  0.020  1.455
 W33  C4A  C5A   single    1.540  0.020  1.540
 W33  C4A  H4A1  single    0.970  0.020  1.090
 W33  C4A  H4A2  single    0.970  0.020  1.090
 W33  C5A  O1A   single    1.437  0.020  1.437
 W33  C5A  H5A1  single    0.970  0.020  1.090
 W33  C5A  H5A2  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
 W33  C5    O1   N2    109.86  3.000
 W33  C3    N2   O1    106.34  3.000
 W33  C4    C3   C31   127.94  3.000
 W33  C4    C3   N2    110.75  3.000
 W33  C31   C3   N2    121.32  3.000
 W33  H313  C31  H312  108.50  3.000
 W33  H313  C31  H311  107.33  3.000
 W33  H312  C31  H311  108.51  3.000
 W33  H313  C31  C3    110.61  3.000
 W33  H312  C31  C3    111.23  3.000
 W33  H311  C31  C3    110.53  3.000
 W33  H4    C4   C5    127.89  3.000
 W33  H4    C4   C3    127.99  3.000
 W33  C5    C4   C3    104.12  3.000
 W33  C1C   C5   C4    133.03  3.000
 W33  C1C   C5   O1    118.04  3.000
 W33  C4    C5   O1    108.93  3.000
 W33  H1C2  C1C  H1C1  106.57  3.000
 W33  H1C2  C1C  C2C   109.85  3.000
 W33  H1C1  C1C  C2C   109.54  3.000
 W33  H1C2  C1C  C5    107.68  3.000
 W33  H1C1  C1C  C5    109.49  3.000
 W33  C2C   C1C  C5    113.47  3.000
 W33  H2C2  C2C  H2C1  106.60  3.000
 W33  H2C2  C2C  C3C   109.57  3.000
 W33  H2C1  C2C  C3C   109.61  3.000
 W33  H2C2  C2C  C1C   109.89  3.000
 W33  H2C1  C2C  C1C   109.44  3.000
 W33  C3C   C2C  C1C   111.59  3.000
 W33  H3C2  C3C  H3C1  106.25  3.000
 W33  H3C2  C3C  C4C   109.66  3.000
 W33  H3C1  C3C  C4C   109.60  3.000
 W33  H3C2  C3C  C2C   109.30  3.000
 W33  H3C1  C3C  C2C   109.48  3.000
 W33  C4C   C3C  C2C   112.37  3.000
 W33  H4C2  C4C  H4C1  107.13  3.000
 W33  H4C2  C4C  C5C   109.65  3.000
 W33  H4C1  C4C  C5C   109.50  3.000
 W33  H4C2  C4C  C3C   109.70  3.000
 W33  H4C1  C4C  C3C   109.70  3.000
 W33  C5C   C4C  C3C   111.08  3.000
 W33  H5C2  C5C  H5C1  107.73  3.000
 W33  H5C2  C5C  O1B   110.11  3.000
 W33  H5C1  C5C  O1B   110.01  3.000
 W33  H5C2  C5C  C4C   110.27  3.000
 W33  H5C1  C5C  C4C   110.55  3.000
 W33  O1B   C5C  C4C   108.18  3.000
 W33  C1B   O1B  C5C   119.20  3.000
 W33  C6B   C1B  C2B   118.02  3.000
 W33  C6B   C1B  O1B   116.88  3.000
 W33  C2B   C1B  O1B   125.09  3.000
 W33  H2B   C2B  C3B   118.58  3.000
 W33  H2B   C2B  C1B   120.79  3.000
 W33  C3B   C2B  C1B   120.64  3.000
 W33  H3B   C3B  C4B   120.79  3.000
 W33  H3B   C3B  C2B   118.35  3.000
 W33  C4B   C3B  C2B   120.85  3.000
 W33  C2A   C4B  C5B   119.11  3.000
 W33  C2A   C4B  C3B   121.98  3.000
 W33  C5B   C4B  C3B   118.90  3.000
 W33  H5B   C5B  C6B   119.84  3.000
 W33  H5B   C5B  C4B   120.01  3.000
 W33  C6B   C5B  C4B   120.15  3.000
 W33  CL1   C6B  C5B   119.90  3.000
 W33  CL1   C6B  C1B   118.67  3.000
 W33  C5B   C6B  C1B   121.43  3.000
 W33  O1A   C2A  N3A   118.19  3.000
 W33  O1A   C2A  C4B   116.28  3.000
 W33  N3A   C2A  C4B   125.54  3.000
 W33  C4A   N3A  C2A   107.08  3.000
 W33  H4A2  C4A  H4A1  106.94  3.000
 W33  H4A2  C4A  C5A   112.38  3.000
 W33  H4A1  C4A  C5A   112.32  3.000
 W33  H4A2  C4A  N3A   110.30  3.000
 W33  H4A1  C4A  N3A   110.34  3.000
 W33  C5A   C4A  N3A   104.59  3.000
 W33  H5A2  C5A  H5A1  108.87  3.000
 W33  H5A2  C5A  O1A   108.77  3.000
 W33  H5A1  C5A  O1A   108.72  3.000
 W33  H5A2  C5A  C4A   113.50  3.000
 W33  H5A1  C5A  C4A   113.30  3.000
 W33  O1A   C5A  C4A   103.39  3.000
 W33  C5A   O1A  C2A   106.74  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
 W33  CONST_01  C4    C3   N2   O1      0.00   0.0  0
 W33  CONST_02  C3    C4   C5   O1      0.00   0.0  0
 W33  CONST_03  C4    C5   O1   N2      0.00   0.0  0
 W33  CONST_04  C5    C4   C3   N2      0.00   0.0  0
 W33  CONST_05  C5    O1   N2   C3      0.00   0.0  0
 W33  CONST_06  C4B   C3B  C2B  C1B     0.00   0.0  0
 W33  CONST_07  C4B   C5B  C6B  C1B     0.00   0.0  0
 W33  CONST_08  C5B   C6B  C1B  C2B     0.00   0.0  0
 W33  CONST_09  C5B   C4B  C3B  C2B     0.00   0.0  0
 W33  CONST_10  C6B   C1B  C2B  C3B     0.00   0.0  0
 W33  CONST_11  C6B   C5B  C4B  C3B     0.00   0.0  0
 W33  CONST_12  C2A   C4B  C3B  C2B   180.00   0.0  0
 W33  CONST_13  C2A   C4B  C5B  C6B   180.00   0.0  0
 W33  CONST_14  C31   C3   N2   O1    180.00   0.0  0
 W33  CONST_15  C1C   C5   O1   N2    180.00   0.0  0
 W33  CONST_16  C1C   C5   C4   C3    180.00   0.0  0
 W33  CONST_17  C5    C4   C3   C31   180.00   0.0  0
 W33  CONST_18  C3B   C2B  C1B  O1B   180.00   0.0  0
 W33  CONST_19  C5B   C6B  C1B  O1B   180.00   0.0  0
 W33  CONST_20  CL1   C6B  C1B  C2B   180.00   0.0  0
 W33  CONST_21  CL1   C6B  C5B  C4B   180.00   0.0  0
 W33  CONST_22  H4    C4   C5   O1    180.00   0.0  0
 W33  CONST_23  H3B   C3B  C2B  C1B   180.00   0.0  0
 W33  CONST_24  H5B   C5B  C6B  C1B   180.00   0.0  0
 W33  CONST_25  H2B   C2B  C3B  C4B   180.00   0.0  0
 W33  Var_01    N3A   C2A  C4B  C3B  -179.59  30.0  2
 W33  Var_02    C5A   C4A  N3A  C2A     0.63  30.0  1
 W33  Var_03    C4A   C5A  O1A  C2A     0.91  30.0  1
 W33  Var_04    O1A   C5A  C4A  N3A    -0.93  30.0  1
 W33  Var_05    C2C   C1C  C5   O1    -62.60  30.0  2
 W33  Var_06    C2B   C1B  O1B  C5C     1.22  30.0  2
 W33  Var_07    H311  C31  C3   N2   -119.42  30.0  2
 W33  Var_08    C3C   C2C  C1C  C5   -177.19  30.0  3
 W33  Var_09    H5C1  C5C  O1B  C1B    58.69  30.0  2
 W33  Var_10    C4C   C3C  C2C  C1C  -179.30  30.0  3
 W33  Var_11    C5C   C4C  C3C  C2C  -178.45  30.0  3
 W33  Var_12    O1B   C5C  C4C  C3C  -179.30  30.0  3

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
 W33  plan-1  O1   0.020
 W33  plan-1  N2   0.020
 W33  plan-1  C3   0.020
 W33  plan-1  C31  0.020
 W33  plan-1  C4   0.020
 W33  plan-1  C5   0.020
 W33  plan-1  C1C  0.020
 W33  plan-1  H4   0.020
 W33  plan-2  O1B  0.020
 W33  plan-2  C1B  0.020
 W33  plan-2  C2B  0.020
 W33  plan-2  C3B  0.020
 W33  plan-2  C4B  0.020
 W33  plan-2  C5B  0.020
 W33  plan-2  C6B  0.020
 W33  plan-2  CL1  0.020
 W33  plan-2  C2A  0.020
 W33  plan-2  H2B  0.020
 W33  plan-2  H3B  0.020
 W33  plan-2  H5B  0.020

