# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 00:52:08 2022
#   Inital geometry file: a 123 line input string
#   Ligand name: 2-[(1~{S},5~{S},6~{R})-10-[3,5-bis(chloranyl)phenyl]sulfonyl-5-ethenyl-2-oxidanylidene-3,10-diazabicyclo[4.3.1]decan-3-yl]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CN1C[C@H](C=C)[C@H]2CCC[C@H](N2[S](=O)(=O)c3cc(Cl)cc(Cl)c3)C1=O
#
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
 RRZ  RRZ  "2-[(1~{S},5~{S},6~{R})-10-[3,5-bis(chloranyl)phenyl]sulfonyl-5-ethenyl-2-oxidanylidene-3,10-diazabicyclo[4.3.1]decan-3-yl]ethanoic acid"  ligand  47  28  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RRZ
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
 RRZ  C2   C   C1     0  -0.161   8.2180  -17.5926  -19.6477
 RRZ  N2   N   N      0  -0.608   8.8884  -14.3961  -17.9524
 RRZ  C3   C   CH1    0  -0.335   9.0854  -16.7132  -18.7814
 RRZ  C5   C   CH2    0  -0.469  12.5378  -15.7551  -19.7864
 RRZ  C4   C   CH2    0  -0.256  10.1023  -16.0276  -19.6925
 RRZ  C1   C   C2     0  -0.528   7.0776  -17.2622  -20.2419
 RRZ  N1   N   NT     0  -0.446  11.3131  -15.5650  -19.0324
 RRZ  C6   C   C      0   0.416  12.8201  -14.6201  -20.8020
 RRZ  O1   O   O      0  -0.607  13.8518  -14.7827  -21.4784
 RRZ  O2   O   OC    -1  -0.586  12.0141  -13.6741  -20.8486
 RRZ  C7   C   C      0   0.571  11.3857  -14.7639  -17.9555
 RRZ  O3   O   O      0  -0.506  12.4598  -14.4123  -17.4782
 RRZ  C8   C   CH1    0  -0.221  10.1484  -14.2119  -17.2457
 RRZ  C9   C   CH2    0  -0.426  10.0425  -14.7113  -15.8016
 RRZ  C10  C   CH2    0  -0.464   9.4966  -16.1290  -15.7285
 RRZ  C11  C   CH2    0  -0.426   8.1656  -16.2254  -16.4644
 RRZ  C12  C   CH1    0  -0.092   8.2818  -15.7300  -17.9045
 RRZ  S1   S   S      0   1.378   7.8787  -13.1103  -18.1475
 RRZ  O4   O   OS     0  -0.636   8.6681  -11.8993  -17.9984
 RRZ  O5   O   OS     0  -0.631   6.6657  -13.2585  -17.3579
 RRZ  C13  C   CR6    0  -0.199   7.4052  -13.2500  -19.8575
 RRZ  C14  C   CR16   0  -0.191   8.3906  -13.1096  -20.8248
 RRZ  C15  C   CR6    0  -0.046   8.0133  -13.2253  -22.1503
 RRZ  CL1  CL  CL     0  -0.090   9.2089  -13.0987  -23.3857
 RRZ  C16  C   CR16   0  -0.149   6.6935  -13.4547  -22.5158
 RRZ  C17  C   CR6    0  -0.033   5.7413  -13.5748  -21.5190
 RRZ  CL2  CL  CL     0  -0.091   4.0995  -13.8718  -21.9538
 RRZ  C18  C   CR16   0  -0.198   6.0779  -13.4734  -20.1770
 RRZ  H1   H   H      0   0.254   8.6295  -18.5784  -19.8416
 RRZ  H2   H   HCH1   0   0.267   9.6518  -17.3830  -18.1281
 RRZ  H3   H   HCH2   0   0.247  12.4719  -16.7059  -20.3192
 RRZ  H4   H   HCH2   0   0.258  13.3838  -15.8456  -19.1063
 RRZ  H5   H   HCH2   0   0.256   9.6235  -15.2379  -20.2731
 RRZ  H6   H   HCH2   0   0.260  10.4310  -16.7692  -20.4206
 RRZ  H7   H   H      0   0.246   6.5683  -17.9642  -20.8887
 RRZ  H8   H   H      0   0.238   6.6031  -16.2956  -20.1258
 RRZ  H10  H   HCH1   0   0.312  10.3522  -13.1422  -17.2135
 RRZ  H11  H   HCH2   0   0.253  11.0157  -14.6359  -15.3173
 RRZ  H12  H   HCH2   0   0.241   9.3697  -14.0347  -15.2668
 RRZ  H13  H   HCH2   0   0.251   9.3637  -16.4215  -14.6857
 RRZ  H14  H   HCH2   0   0.232  10.2220  -16.8324  -16.1490
 RRZ  H15  H   HCH2   0   0.241   7.4160  -15.6251  -15.9433
 RRZ  H16  H   HCH2   0   0.248   7.7985  -17.2542  -16.4773
 RRZ  H17  H   HCH1   0   0.275   7.2764  -15.6434  -18.3145
 RRZ  H18  H   HCR6   0   0.325   9.4285  -12.9460  -20.5608
 RRZ  H19  H   HCR6   0   0.313   6.4179  -13.5435  -23.5576
 RRZ  H20  H   HCR6   0   0.312   5.3238  -13.5782  -19.4097

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
 RRZ  CL1  C15  single    1.724  0.020  1.724
 RRZ  C16  C15  aromatic  1.389  0.020  1.389
 RRZ  C16  C17  aromatic  1.384  0.020  1.384
 RRZ  CL2  C17  single    1.724  0.020  1.724
 RRZ  C15  C14  aromatic  1.383  0.020  1.383
 RRZ  C17  C18  aromatic  1.387  0.020  1.387
 RRZ  O1   C6   deloc     1.244  0.020  1.244
 RRZ  O2   C6   deloc     1.244  0.020  1.244
 RRZ  C6   C5   single    1.549  0.020  1.549
 RRZ  C14  C13  aromatic  1.388  0.020  1.388
 RRZ  C1   C2   double    1.328  0.020  1.328
 RRZ  C18  C13  aromatic  1.383  0.020  1.383
 RRZ  C13  S1   single    1.780  0.020  1.780
 RRZ  C2   C3   single    1.509  0.020  1.509
 RRZ  C4   N1   single    1.455  0.020  1.455
 RRZ  C4   C3   single    1.528  0.020  1.528
 RRZ  C5   N1   single    1.451  0.020  1.451
 RRZ  N1   C7   single    1.344  0.020  1.344
 RRZ  C3   C12  single    1.543  0.020  1.543
 RRZ  S1   N2   single    1.646  0.020  1.646
 RRZ  S1   O4   double    1.453  0.020  1.453
 RRZ  S1   O5   double    1.455  0.020  1.455
 RRZ  C7   O3   double    1.227  0.020  1.227
 RRZ  C7   C8   single    1.529  0.020  1.529
 RRZ  N2   C12  single    1.466  0.020  1.466
 RRZ  N2   C8   single    1.456  0.020  1.456
 RRZ  C12  C11  single    1.527  0.020  1.527
 RRZ  C8   C9   single    1.532  0.020  1.532
 RRZ  C11  C10  single    1.524  0.020  1.524
 RRZ  C9   C10  single    1.521  0.020  1.521
 RRZ  C2   H1   single    0.930  0.020  1.080
 RRZ  C3   H2   single    0.970  0.020  1.090
 RRZ  C5   H3   single    0.970  0.020  1.090
 RRZ  C5   H4   single    0.970  0.020  1.090
 RRZ  C4   H5   single    0.970  0.020  1.090
 RRZ  C4   H6   single    0.970  0.020  1.090
 RRZ  C1   H7   single    0.930  0.020  1.080
 RRZ  C1   H8   single    0.930  0.020  1.080
 RRZ  C8   H10  single    0.970  0.020  1.090
 RRZ  C9   H11  single    0.970  0.020  1.090
 RRZ  C9   H12  single    0.970  0.020  1.090
 RRZ  C10  H13  single    0.970  0.020  1.090
 RRZ  C10  H14  single    0.970  0.020  1.090
 RRZ  C11  H15  single    0.970  0.020  1.090
 RRZ  C11  H16  single    0.970  0.020  1.090
 RRZ  C12  H17  single    0.970  0.020  1.090
 RRZ  C14  H18  single    0.930  0.020  1.080
 RRZ  C16  H19  single    0.930  0.020  1.080
 RRZ  C18  H20  single    0.930  0.020  1.080

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
 RRZ  H1   C2   C1   118.14  3.000
 RRZ  H1   C2   C3   114.45  3.000
 RRZ  C1   C2   C3   127.28  3.000
 RRZ  S1   N2   C12  117.43  3.000
 RRZ  C12  N2   C8   117.20  3.000
 RRZ  S1   N2   C8   119.29  3.000
 RRZ  H2   C3   C12  108.69  3.000
 RRZ  H2   C3   C4   106.64  3.000
 RRZ  C12  C3   C4   113.55  3.000
 RRZ  H2   C3   C2   106.49  3.000
 RRZ  C12  C3   C2   113.47  3.000
 RRZ  C4   C3   C2   107.57  3.000
 RRZ  H4   C5   H3   106.21  3.000
 RRZ  H4   C5   C6   109.19  3.000
 RRZ  H3   C5   C6   109.22  3.000
 RRZ  H4   C5   N1   110.00  3.000
 RRZ  H3   C5   N1   108.47  3.000
 RRZ  C6   C5   N1   113.49  3.000
 RRZ  H6   C4   H5   105.62  3.000
 RRZ  H6   C4   N1   105.58  3.000
 RRZ  H5   C4   N1   112.13  3.000
 RRZ  H6   C4   C3   107.08  3.000
 RRZ  H5   C4   C3   110.49  3.000
 RRZ  N1   C4   C3   115.22  3.000
 RRZ  H8   C1   H7   115.91  3.000
 RRZ  H8   C1   C2   123.40  3.000
 RRZ  H7   C1   C2   120.69  3.000
 RRZ  C7   N1   C4   126.73  3.000
 RRZ  C7   N1   C5   116.68  3.000
 RRZ  C4   N1   C5   115.16  3.000
 RRZ  O2   C6   O1   128.05  3.000
 RRZ  O2   C6   C5   117.63  3.000
 RRZ  O1   C6   C5   114.32  3.000
 RRZ  C8   C7   O3   115.11  3.000
 RRZ  C8   C7   N1   122.90  3.000
 RRZ  O3   C7   N1   121.99  3.000
 RRZ  H10  C8   C9   107.77  3.000
 RRZ  H10  C8   C7   102.52  3.000
 RRZ  C9   C8   C7   112.07  3.000
 RRZ  H10  C8   N2   107.48  3.000
 RRZ  C9   C8   N2   110.89  3.000
 RRZ  C7   C8   N2   115.41  3.000
 RRZ  H12  C9   H11  106.81  3.000
 RRZ  H12  C9   C10  109.41  3.000
 RRZ  H11  C9   C10  111.33  3.000
 RRZ  H12  C9   C8   107.57  3.000
 RRZ  H11  C9   C8   109.56  3.000
 RRZ  C10  C9   C8   111.96  3.000
 RRZ  H14  C10  H13  106.00  3.000
 RRZ  H14  C10  C11  110.66  3.000
 RRZ  H13  C10  C11  109.76  3.000
 RRZ  H14  C10  C9   110.04  3.000
 RRZ  H13  C10  C9   109.85  3.000
 RRZ  C11  C10  C9   110.44  3.000
 RRZ  H16  C11  H15  107.01  3.000
 RRZ  H16  C11  C12  108.65  3.000
 RRZ  H15  C11  C12  108.89  3.000
 RRZ  H16  C11  C10  111.02  3.000
 RRZ  H15  C11  C10  109.52  3.000
 RRZ  C12  C11  C10  111.61  3.000
 RRZ  H17  C12  C11  108.09  3.000
 RRZ  H17  C12  C3   108.50  3.000
 RRZ  C11  C12  C3   111.64  3.000
 RRZ  H17  C12  N2   107.29  3.000
 RRZ  C11  C12  N2   110.94  3.000
 RRZ  C3   C12  N2   110.22  3.000
 RRZ  C13  S1   O5   106.95  3.000
 RRZ  O5   S1   O4   118.82  3.000
 RRZ  C13  S1   O4   107.97  3.000
 RRZ  O5   S1   N2   111.56  3.000
 RRZ  O4   S1   N2   107.79  3.000
 RRZ  C13  S1   N2   102.45  3.000
 RRZ  C18  C13  C14  122.45  3.000
 RRZ  C18  C13  S1   119.33  3.000
 RRZ  C14  C13  S1   118.21  3.000
 RRZ  H18  C14  C15  120.50  3.000
 RRZ  H18  C14  C13  121.71  3.000
 RRZ  C15  C14  C13  117.76  3.000
 RRZ  C16  C15  CL1  118.86  3.000
 RRZ  C16  C15  C14  121.69  3.000
 RRZ  CL1  C15  C14  119.44  3.000
 RRZ  H19  C16  C17  120.77  3.000
 RRZ  H19  C16  C15  120.63  3.000
 RRZ  C17  C16  C15  118.61  3.000
 RRZ  C18  C17  CL2  119.18  3.000
 RRZ  C18  C17  C16  121.57  3.000
 RRZ  CL2  C17  C16  119.24  3.000
 RRZ  H20  C18  C17  120.69  3.000
 RRZ  H20  C18  C13  121.40  3.000
 RRZ  C17  C18  C13  117.91  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
 RRZ  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 RRZ  CONST_02  C16  C17  C18  C13     0.00   0.0  0
 RRZ  CONST_03  C17  C16  C15  C14     0.00   0.0  0
 RRZ  CONST_04  C17  C18  C13  C14     0.00   0.0  0
 RRZ  CONST_05  C18  C17  C16  C15     0.00   0.0  0
 RRZ  CONST_06  C18  C13  C14  C15     0.00   0.0  0
 RRZ  CONST_07  C8   C7   N1   C4      0.00   0.0  0
 RRZ  CONST_08  C15  C14  C13  S1    180.00   0.0  0
 RRZ  CONST_09  C17  C18  C13  S1    180.00   0.0  0
 RRZ  CONST_10  CL1  C15  C14  C13   180.00   0.0  0
 RRZ  CONST_11  CL2  C17  C18  C13   180.00   0.0  0
 RRZ  CONST_12  CL2  C17  C16  C15   180.00   0.0  0
 RRZ  CONST_13  C17  C16  C15  CL1   180.00   0.0  0
 RRZ  CONST_14  C8   C7   N1   C5    180.00   0.0  0
 RRZ  CONST_15  O3   C7   N1   C4    180.00   0.0  0
 RRZ  CONST_16  H19  C16  C15  C14   180.00   0.0  0
 RRZ  CONST_17  H20  C18  C13  C14   180.00   0.0  0
 RRZ  CONST_18  H18  C14  C15  C16   180.00   0.0  0
 RRZ  CONST_19  H20  C18  C17  C16   180.00   0.0  0
 RRZ  CONST_20  H19  C16  C17  C18   180.00   0.0  0
 RRZ  CONST_21  H18  C14  C13  C18   180.00   0.0  0
 RRZ  CONST_22  O3   C7   N1   C5      0.00   0.0  0
 RRZ  Var_01    C7   N1   C4   C3    -53.69  30.0  3
 RRZ  Var_02    C11  C10  C9   C8    -54.48  30.0  1
 RRZ  Var_03    C12  C11  C10  C9     54.69  30.0  1
 RRZ  Var_04    C14  C13  S1   N2    -64.11  30.0  2
 RRZ  Var_05    C18  C13  S1   N2    116.81  30.0  2
 RRZ  Var_06    C5   N1   C4   C3    140.51  30.0  3
 RRZ  Var_07    C13  S1   N2   C8    134.87  30.0  2
 RRZ  Var_08    C13  S1   N2   C12   -73.27  30.0  2
 RRZ  Var_09    H5   C4   N1   C7     73.84  30.0  3
 RRZ  Var_10    H6   C4   N1   C7   -171.63  30.0  3
 RRZ  Var_11    H13  C10  C9   C8   -175.69  30.0  1
 RRZ  Var_12    H14  C10  C9   C8     67.98  30.0  1
 RRZ  Var_13    H15  C11  C10  C9    -65.97  30.0  1
 RRZ  Var_14    H16  C11  C10  C9    176.08  30.0  1
 RRZ  Var_15    H11  C9   C10  C11  -177.50  30.0  1
 RRZ  Var_16    H12  C9   C10  C11    64.67  30.0  1
 RRZ  Var_17    H13  C10  C11  C12   175.95  30.0  1
 RRZ  Var_18    H14  C10  C11  C12   -67.41  30.0  1
 RRZ  Var_19    C6   C5   N1   C4     84.31  30.0  1
 RRZ  Var_20    C7   N1   C5   C6    -82.98  30.0  3
 RRZ  Var_21    O4   S1   N2   C8     21.13  30.0  2
 RRZ  Var_22    O5   S1   N2   C8   -111.03  30.0  2
 RRZ  Var_23    O4   S1   N2   C12   172.98  30.0  2
 RRZ  Var_24    O5   S1   N2   C12    40.83  30.0  2
 RRZ  Var_25    C14  C13  S1   O4     49.51  30.0  2
 RRZ  Var_26    C18  C13  S1   O4   -129.58  30.0  2
 RRZ  Var_27    C14  C13  S1   O5    178.46  30.0  2
 RRZ  Var_28    C18  C13  S1   O5     -0.62  30.0  2
 RRZ  Var_29    H5   C4   N1   C5    -91.96  30.0  3
 RRZ  Var_30    H6   C4   N1   C5     22.57  30.0  3
 RRZ  Var_31    H3   C5   N1   C4    -37.26  30.0  1
 RRZ  Var_32    H4   C5   N1   C4   -153.03  30.0  1
 RRZ  Var_33    H3   C5   N1   C7    155.45  30.0  1
 RRZ  Var_34    H4   C5   N1   C7     39.68  30.0  1
 RRZ  Var_35    O1   C6   C5   N1   -178.48  30.0  2
 RRZ  Var_36    O2   C6   C5   N1      1.58  30.0  2
 RRZ  Var_37    H7   C1   C2   C3    176.51   0.0  2
 RRZ  Var_38    H8   C1   C2   C3     -3.05   0.0  2
 RRZ  Var_39    H3   C5   C6   O1    -57.33  30.0  3
 RRZ  Var_40    H4   C5   C6   O1     58.41  30.0  3
 RRZ  Var_41    H3   C5   C6   O2    122.73  30.0  3
 RRZ  Var_42    H4   C5   C6   O2   -121.53  30.0  3
 RRZ  Var_43    H7   C1   C2   H1      0.90   0.0  2
 RRZ  Var_44    H8   C1   C2   H1   -178.65   0.0  2

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
 RRZ  chir_01  C3   C2  C4  C12  negativ
 RRZ  chir_02  C8   N2  C9  C7   negativ
 RRZ  chir_03  C12  N2  C3  C11  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
 RRZ  plan-1  S1   0.020
 RRZ  plan-1  C13  0.020
 RRZ  plan-1  C14  0.020
 RRZ  plan-1  C15  0.020
 RRZ  plan-1  CL1  0.020
 RRZ  plan-1  C16  0.020
 RRZ  plan-1  C17  0.020
 RRZ  plan-1  CL2  0.020
 RRZ  plan-1  C18  0.020
 RRZ  plan-1  H18  0.020
 RRZ  plan-1  H19  0.020
 RRZ  plan-1  H20  0.020
 RRZ  plan-2  C5   0.020
 RRZ  plan-2  C4   0.020
 RRZ  plan-2  N1   0.020
 RRZ  plan-2  C7   0.020
 RRZ  plan-2  O3   0.020
 RRZ  plan-2  C8   0.020
 RRZ  plan-3  C5   0.020
 RRZ  plan-3  C6   0.020
 RRZ  plan-3  O1   0.020
 RRZ  plan-3  O2   0.020
 RRZ  plan-4  C2   0.020
 RRZ  plan-4  C3   0.020
 RRZ  plan-4  C1   0.020
 RRZ  plan-4  H1   0.020
 RRZ  plan-4  H7   0.020
 RRZ  plan-4  H8   0.020

