# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 23:09:42 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: (3~{S},4~{R})-4-(4-methoxy-3-oxidanyl-phenyl)-3-methyl-1-(3,4,5-trimethoxyphenyl)azetidin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1O)[C@H]2[C@H](C)C(=O)N2c3cc(OC)c(OC)c(OC)c3
#
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
 84F  84F  (3~{S},4~{R})-4-(4-methoxy-3-oxidanyl-phenyl)-3-methyl-1-(3,4,5-trimethoxyphenyl)azetidin-2-one  ligand  50  27  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_84F
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
 84F  N1   N  N     0  -0.565   0.2754  -1.7768   0.2024
 84F  C2   C  C     0  -0.150  -1.0638  -1.7569   0.7971
 84F  C3   C  C     0  -0.427  -1.1932  -3.2440   0.3600
 84F  C4   C  C     0   0.541   0.2230  -3.0889  -0.1674
 84F  O5   O  O     0  -0.445   1.0349  -3.8160  -0.6866
 84F  C6   C  CR6   0   0.420   1.2482  -0.7855   0.1580
 84F  C7   C  CR16  0  -0.498   0.9874   0.4213   0.7989
 84F  C8   C  CR6   0   0.357   1.9449   1.4312   0.7662
 84F  C9   C  CR6   0   0.160   3.1514   1.2395   0.0903
 84F  C10  C  CR6   0   0.362   3.3980   0.0165  -0.5400
 84F  C11  C  CR16  0  -0.512   2.4478  -1.0014  -0.5158
 84F  C12  C  CR6   0   0.172  -2.0188  -0.7644   0.2070
 84F  C13  C  CR16  0  -0.328  -2.0985  -0.5602  -1.1601
 84F  C14  C  CR16  0  -0.368  -3.0019   0.3582  -1.6846
 84F  C15  C  CR6   0   0.310  -3.8379   1.0875  -0.8505
 84F  C16  C  CR6   0   0.293  -3.7594   0.8856   0.5379
 84F  C17  C  CR16  0  -0.439  -2.8554  -0.0312   1.0467
 84F  O18  O  OH1   0  -0.626  -4.5855   1.6189   1.3102
 84F  O19  O  O2    0  -0.465  -4.7399   2.0005  -1.2584
 84F  C20  C  CH3   0  -0.437  -4.8701   2.2332  -2.6459
 84F  O21  O  O2    0  -0.481   4.0686   2.2416   0.0334
 84F  C22  C  CH3   0  -0.409   5.0267   2.2186   1.0828
 84F  O23  O  O2    0  -0.464   4.5858  -0.0852  -1.1580
 84F  C24  C  CH3   0  -0.441   4.8884  -1.2804  -1.8509
 84F  O25  O  O2    0  -0.463   1.7888   2.6288   1.3529
 84F  C26  C  CH3   0  -0.441   0.5785   2.8940   2.0343
 84F  C29  C  CH3   0  -0.659  -1.3897  -4.2754   1.4516
 84F  H1   H  H     0   0.275  -1.0240  -1.6500   1.8853
 84F  H2   H  H     0   0.296  -1.9203  -3.3773  -0.4451
 84F  H3   H  HCR6  0   0.288   0.0465   0.5640   1.3104
 84F  H4   H  HCR6  0   0.292   2.6298  -1.9460  -1.0048
 84F  H5   H  HCR6  0   0.253  -1.4567  -1.1069  -1.8401
 84F  H6   H  HCR6  0   0.282  -3.0388   0.4968  -2.7568
 84F  H7   H  HCR6  0   0.270  -2.7964  -0.1753   2.1214
 84F  H8   H  HOH1  0   0.475  -4.4457   1.4023   2.2387
 84F  H9   H  HCH3  0   0.260  -5.6377   2.9943  -2.7615
 84F  H10  H  HCH3  0   0.228  -3.9411   2.6011  -3.0893
 84F  H11  H  HCH3  0   0.228  -5.1829   1.3341  -3.1835
 84F  H12  H  HCH3  0   0.236   5.6708   3.0862   0.9494
 84F  H13  H  HCH3  0   0.220   4.5538   2.2835   2.0658
 84F  H14  H  HCH3  0   0.221   5.6434   1.3174   1.0496
 84F  H15  H  HCH3  0   0.230   4.9165  -2.1449  -1.1831
 84F  H16  H  HCH3  0   0.231   4.1745  -1.4774  -2.6544
 84F  H17  H  HCH3  0   0.263   5.8755  -1.1423  -2.2848
 84F  H18  H  HCH3  0   0.226  -0.2836   2.8596   1.3629
 84F  H19  H  HCH3  0   0.231   0.4127   2.1985   2.8607
 84F  H20  H  HCH3  0   0.265   0.6664   3.8997   2.4375
 84F  H21  H  HCH3  0   0.248  -2.3903  -4.1976   1.8763
 84F  H22  H  HCH3  0   0.247  -1.2739  -5.2831   1.0531
 84F  H23  H  HCH3  0   0.236  -0.6681  -4.1437   2.2586

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
 84F  O18  C16  single    1.348  0.020  1.348
 84F  O19  C20  single    1.413  0.020  1.413
 84F  O19  C15  single    1.347  0.020  1.347
 84F  C16  C15  aromatic  1.405  0.020  1.405
 84F  C16  C17  aromatic  1.384  0.020  1.384
 84F  C15  C14  aromatic  1.388  0.020  1.388
 84F  C17  C12  aromatic  1.394  0.020  1.394
 84F  C14  C13  aromatic  1.391  0.020  1.391
 84F  C12  C13  aromatic  1.385  0.020  1.385
 84F  C12  C2   single    1.498  0.020  1.498
 84F  C29  C3   single    1.515  0.020  1.515
 84F  C2   C3   single    1.555  0.020  1.555
 84F  C2   N1   single    1.465  0.020  1.465
 84F  C26  O25  single    1.414  0.020  1.414
 84F  C3   C4   single    1.519  0.020  1.519
 84F  N1   C4   single    1.364  0.020  1.364
 84F  N1   C6   single    1.390  0.020  1.390
 84F  C7   C6   aromatic  1.391  0.020  1.391
 84F  C7   C8   aromatic  1.392  0.020  1.392
 84F  O25  C8   single    1.343  0.020  1.343
 84F  C4   O5   double    1.207  0.020  1.207
 84F  C6   C11  aromatic  1.393  0.020  1.393
 84F  C8   C9   aromatic  1.396  0.020  1.396
 84F  C11  C10  aromatic  1.393  0.020  1.393
 84F  C9   C10  aromatic  1.398  0.020  1.398
 84F  C9   O21  single    1.360  0.020  1.360
 84F  C10  O23  single    1.343  0.020  1.343
 84F  O21  C22  single    1.421  0.020  1.421
 84F  O23  C24  single    1.414  0.020  1.414
 84F  C2   H1   single    0.970  0.020  1.090
 84F  C3   H2   single    0.970  0.020  1.090
 84F  C7   H3   single    0.930  0.020  1.080
 84F  C11  H4   single    0.930  0.020  1.080
 84F  C13  H5   single    0.930  0.020  1.080
 84F  C14  H6   single    0.930  0.020  1.080
 84F  C17  H7   single    0.930  0.020  1.080
 84F  O18  H8   single    0.850  0.020  0.980
 84F  C20  H9   single    0.970  0.020  1.090
 84F  C20  H10  single    0.970  0.020  1.090
 84F  C20  H11  single    0.970  0.020  1.090
 84F  C22  H12  single    0.970  0.020  1.090
 84F  C22  H13  single    0.970  0.020  1.090
 84F  C22  H14  single    0.970  0.020  1.090
 84F  C24  H15  single    0.970  0.020  1.090
 84F  C24  H16  single    0.970  0.020  1.090
 84F  C24  H17  single    0.970  0.020  1.090
 84F  C26  H18  single    0.970  0.020  1.090
 84F  C26  H19  single    0.970  0.020  1.090
 84F  C26  H20  single    0.970  0.020  1.090
 84F  C29  H21  single    0.970  0.020  1.090
 84F  C29  H22  single    0.970  0.020  1.090
 84F  C29  H23  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
 84F  C6   N1   C4   134.78  3.000
 84F  C6   N1   C2   130.02  3.000
 84F  C4   N1   C2    95.05  3.000
 84F  H1   C2   C12  110.49  3.000
 84F  H1   C2   C3   112.09  3.000
 84F  C12  C2   C3   118.01  3.000
 84F  H1   C2   N1   111.82  3.000
 84F  C3   C2   N1    87.08  3.000
 84F  C12  C2   N1   115.57  3.000
 84F  H2   C3   C29  111.19  3.000
 84F  H2   C3   C4   112.14  3.000
 84F  C29  C3   C4   116.15  3.000
 84F  H2   C3   C2   112.27  3.000
 84F  C4   C3   C2    85.55  3.000
 84F  C29  C3   C2   117.34  3.000
 84F  O5   C4   C3   135.62  3.000
 84F  O5   C4   N1   132.07  3.000
 84F  C3   C4   N1    92.28  3.000
 84F  C11  C6   C7   121.25  3.000
 84F  C11  C6   N1   120.52  3.000
 84F  C7   C6   N1   118.23  3.000
 84F  H3   C7   C8   120.95  3.000
 84F  H3   C7   C6   119.73  3.000
 84F  C8   C7   C6   119.32  3.000
 84F  O25  C8   C9   115.76  3.000
 84F  C9   C8   C7   120.41  3.000
 84F  O25  C8   C7   123.84  3.000
 84F  O21  C9   C10  120.47  3.000
 84F  O21  C9   C8   120.13  3.000
 84F  C10  C9   C8   119.40  3.000
 84F  O23  C10  C11  123.80  3.000
 84F  O23  C10  C9   115.45  3.000
 84F  C11  C10  C9   120.75  3.000
 84F  H4   C11  C10  121.12  3.000
 84F  H4   C11  C6   120.01  3.000
 84F  C10  C11  C6   118.87  3.000
 84F  C17  C12  C13  118.86  3.000
 84F  C13  C12  C2   121.55  3.000
 84F  C17  C12  C2   119.59  3.000
 84F  H5   C13  C14  118.77  3.000
 84F  H5   C13  C12  120.75  3.000
 84F  C14  C13  C12  120.47  3.000
 84F  H6   C14  C15  120.52  3.000
 84F  H6   C14  C13  118.72  3.000
 84F  C15  C14  C13  120.76  3.000
 84F  O19  C15  C16  115.73  3.000
 84F  C16  C15  C14  118.99  3.000
 84F  O19  C15  C14  125.28  3.000
 84F  O18  C16  C17  123.36  3.000
 84F  C17  C16  C15  119.65  3.000
 84F  O18  C16  C15  116.98  3.000
 84F  H7   C17  C16  119.14  3.000
 84F  H7   C17  C12  119.59  3.000
 84F  C16  C17  C12  121.26  3.000
 84F  H8   O18  C16  109.93  3.000
 84F  C20  O19  C15  118.09  3.000
 84F  H11  C20  H10  108.69  3.000
 84F  H11  C20  H9   108.75  3.000
 84F  H10  C20  H9   108.74  3.000
 84F  H11  C20  O19  111.95  3.000
 84F  H10  C20  O19  112.05  3.000
 84F  H9   C20  O19  106.55  3.000
 84F  C22  O21  C9   114.33  3.000
 84F  H14  C22  H13  108.70  3.000
 84F  H14  C22  H12  108.65  3.000
 84F  H13  C22  H12  108.60  3.000
 84F  H14  C22  O21  111.80  3.000
 84F  H13  C22  O21  111.81  3.000
 84F  H12  C22  O21  107.18  3.000
 84F  C24  O23  C10  118.61  3.000
 84F  H17  C24  H16  108.82  3.000
 84F  H17  C24  H15  108.73  3.000
 84F  H16  C24  H15  108.87  3.000
 84F  H17  C24  O23  106.41  3.000
 84F  H16  C24  O23  111.89  3.000
 84F  H15  C24  O23  112.00  3.000
 84F  C26  O25  C8   118.52  3.000
 84F  H20  C26  H19  108.70  3.000
 84F  H20  C26  H18  108.70  3.000
 84F  H19  C26  H18  108.95  3.000
 84F  H20  C26  O25  106.44  3.000
 84F  H19  C26  O25  112.02  3.000
 84F  H18  C26  O25  111.91  3.000
 84F  H23  C29  H22  108.18  3.000
 84F  H23  C29  H21  108.09  3.000
 84F  H22  C29  H21  107.82  3.000
 84F  H23  C29  C3   111.42  3.000
 84F  H22  C29  C3   110.63  3.000
 84F  H21  C29  C3   110.57  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
 84F  CONST_01  C9   C8   C7   C6      0.00   0.0  0
 84F  CONST_02  C9   C10  C11  C6      0.00   0.0  0
 84F  CONST_03  C10  C11  C6   C7      0.00   0.0  0
 84F  CONST_04  C10  C9   C8   C7      0.00   0.0  0
 84F  CONST_05  C11  C6   C7   C8      0.00   0.0  0
 84F  CONST_06  C11  C10  C9   C8      0.00   0.0  0
 84F  CONST_07  C15  C16  C17  C12     0.00   0.0  0
 84F  CONST_08  C15  C14  C13  C12     0.00   0.0  0
 84F  CONST_09  C16  C15  C14  C13     0.00   0.0  0
 84F  CONST_10  C16  C17  C12  C13     0.00   0.0  0
 84F  CONST_11  C17  C16  C15  C14     0.00   0.0  0
 84F  CONST_12  C17  C12  C13  C14     0.00   0.0  0
 84F  CONST_13  C8   C7   C6   N1    180.00   0.0  0
 84F  CONST_14  C10  C11  C6   N1    180.00   0.0  0
 84F  CONST_15  C16  C17  C12  C2    180.00   0.0  0
 84F  CONST_16  C14  C13  C12  C2    180.00   0.0  0
 84F  CONST_17  C3   C4   N1   C2      0.00   0.0  0
 84F  CONST_18  C6   N1   C4   C3    180.00   0.0  0
 84F  CONST_19  O25  C8   C7   C6    180.00   0.0  0
 84F  CONST_20  O23  C10  C11  C6    180.00   0.0  0
 84F  CONST_21  O21  C9   C8   C7    180.00   0.0  0
 84F  CONST_22  O23  C10  C9   C8    180.00   0.0  0
 84F  CONST_23  O25  C8   C9   C10   180.00   0.0  0
 84F  CONST_24  O21  C9   C10  C11   180.00   0.0  0
 84F  CONST_25  O18  C16  C17  C12   180.00   0.0  0
 84F  CONST_26  O19  C15  C14  C13   180.00   0.0  0
 84F  CONST_27  O18  C16  C15  C14   180.00   0.0  0
 84F  CONST_28  O19  C15  C16  C17   180.00   0.0  0
 84F  CONST_29  O5   C4   N1   C2    180.00   0.0  0
 84F  CONST_30  C6   N1   C4   O5      0.00   0.0  0
 84F  CONST_31  H3   C7   C6   N1      0.00   0.0  0
 84F  CONST_32  H4   C11  C6   N1      0.00   0.0  0
 84F  CONST_33  H7   C17  C12  C2      0.00   0.0  0
 84F  CONST_34  H5   C13  C12  C2      0.00   0.0  0
 84F  CONST_35  H6   C14  C13  C12   180.00   0.0  0
 84F  Var_01    C7   C6   N1   C2      2.48  30.0  2
 84F  Var_02    H18  C26  O25  C8    -61.99  30.0  3
 84F  Var_03    H12  C22  O21  C9   -177.66  30.0  3
 84F  Var_04    H15  C24  O23  C10   -62.33  30.0  3
 84F  Var_05    H9   C20  O19  C15  -179.93  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
 84F  chir_01  C2  C12  C3  N1  negativ
 84F  chir_02  C3  C29  C2  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
 84F  plan-1  N1   0.020
 84F  plan-1  C6   0.020
 84F  plan-1  C7   0.020
 84F  plan-1  C8   0.020
 84F  plan-1  C9   0.020
 84F  plan-1  C10  0.020
 84F  plan-1  C11  0.020
 84F  plan-1  O21  0.020
 84F  plan-1  O23  0.020
 84F  plan-1  O25  0.020
 84F  plan-1  H3   0.020
 84F  plan-1  H4   0.020
 84F  plan-2  C2   0.020
 84F  plan-2  C12  0.020
 84F  plan-2  C13  0.020
 84F  plan-2  C14  0.020
 84F  plan-2  C15  0.020
 84F  plan-2  C16  0.020
 84F  plan-2  C17  0.020
 84F  plan-2  O18  0.020
 84F  plan-2  O19  0.020
 84F  plan-2  H5   0.020
 84F  plan-2  H6   0.020
 84F  plan-2  H7   0.020
 84F  plan-3  N1   0.020
 84F  plan-3  C2   0.020
 84F  plan-3  C3   0.020
 84F  plan-3  C4   0.020
 84F  plan-3  O5   0.020
 84F  plan-3  C6   0.020

