# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 21:34:55 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: 3-({1-[(carbamimidamidooxy)methyl]cyclopropyl}methoxy)-5-methylphenyl 2-(methylsulfonyl)benzenesulfonate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(OCC2(CC2)CONC(N)=N)cc(O[S](=O)(=O)c3ccccc3[S](C)(=O)=O)c1
#
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
 81A  81A  '3-({1-[(carbamimidamidooxy)methyl]cyclopropyl}methoxy)-5-methylphenyl 2-(methylsulfonyl)benzenesulfonate'  ligand  57  32  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_81A
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
 81A  S     S  S     0   1.206   0.1839  -0.3439  -5.4243
 81A  O4    O  OS    0  -0.657   1.3290  -0.6882  -6.2631
 81A  O5    O  OS    0  -0.640  -0.8139   0.5548  -5.9822
 81A  C16   C  CH3   0  -0.804  -0.5397  -1.8860  -4.9191
 81A  C26   C  CR6   0  -0.191   0.1712   0.9587  -2.8455
 81A  C25   C  CR16  0  -0.202   0.8491   1.6565  -1.8560
 81A  C24   C  CR16  0  -0.221   2.2235   1.8335  -1.9310
 81A  C23   C  CR16  0  -0.213   2.9239   1.2927  -2.9886
 81A  C28   C  CR16  0  -0.224   2.2504   0.6005  -3.9879
 81A  C27   C  CR6   0  -0.190   0.8764   0.4242  -3.9364
 81A  C2    C  CR6   0   0.118   1.3577  -1.7975   0.3022
 81A  C2A   C  CH3   0  -0.722   2.7400  -2.3635   0.1638
 81A  C6    C  CR6   0   0.350  -0.6818  -1.0455  -0.6899
 81A  C1    C  CR16  0  -0.357   0.5829  -1.5723  -0.8380
 81A  C3    C  CR16  0  -0.398   0.8349  -1.4871   1.5465
 81A  C5    C  CR16  0  -0.438  -1.2337  -0.7376   0.5444
 81A  C4    C  CR6   0   0.397  -0.4600  -0.9763   1.6761
 81A  O8    O  OC2   0  -0.598  -1.4460  -0.8444  -1.8359
 81A  O21   O  OS    0  -0.600  -2.3407   0.4477  -3.6527
 81A  O22   O  OS    0  -0.601  -1.9646   1.5790  -1.4582
 81A  O7    O  O2    0  -0.453  -0.8832  -0.7493   2.9276
 81A  C10   C  CH2   0  -0.181  -2.0331   0.0522   3.1262
 81A  C14   C  CT    0  -0.104  -2.1731   0.3368   4.5935
 81A  CEA   C  CH2   0  -0.492  -3.5575   0.7111   5.0421
 81A  CEB   C  CH2   0  -0.467  -2.9836  -0.6148   5.4242
 81A  C15   C  CH2   0  -0.125  -1.0138   1.0280   5.2592
 81A  O16   O  O2    0  -0.384  -0.0422   0.0521   5.6050
 81A  N10   N  NH1   0  -0.386   1.0309   0.6568   6.2202
 81A  C17   C  C     0   0.520   2.2645   0.3836   5.6355
 81A  N11   N  N     0  -0.649   2.3594  -0.1087   4.4655
 81A  N12   N  NH2   0  -0.837   3.2947   0.7086   6.4912
 81A  H161  H  HCH3  0   0.325  -0.8010  -2.4064  -5.8405
 81A  H162  H  HCH3  0   0.300   0.2076  -2.4586  -4.3743
 81A  H163  H  HCH3  0   0.297  -1.4307  -1.7377  -4.3218
 81A  H25   H  HCR6  0   0.310   0.3153   2.0617  -1.0091
 81A  H24   H  HCR6  0   0.293   2.7331   2.3816  -1.1513
 81A  H23   H  HCR6  0   0.291   3.9967   1.4083  -3.0552
 81A  H28   H  HCR6  0   0.309   2.8131   0.2002  -4.8180
 81A  H21A  H  HCH3  0   0.253   2.7019  -3.4166  -0.1200
 81A  H22A  H  HCH3  0   0.245   3.3050  -1.8432  -0.6101
 81A  H23A  H  HCH3  0   0.247   3.2984  -2.2928   1.0958
 81A  H1    H  HCR6  0   0.259   0.9693  -1.8048  -1.8228
 81A  H3    H  HCR6  0   0.273   1.4277  -1.6061   2.4459
 81A  H5    H  HCR6  0   0.295  -2.2394  -0.3462   0.6054
 81A  H101  H  HCH2  0   0.232  -1.9324   0.9912   2.5670
 81A  H102  H  HCH2  0   0.227  -2.9324  -0.4561   2.7580
 81A  H141  H  HCH2  0   0.258  -4.3413   0.7376   4.2948
 81A  H142  H  HCH2  0   0.260  -3.6539   1.4734   5.8047
 81A  H143  H  HCH2  0   0.256  -3.3725  -1.5012   4.9386
 81A  H144  H  HCH2  0   0.257  -2.6877  -0.7683   6.4543
 81A  H151  H  HCH2  0   0.216  -0.5799   1.7839   4.5948
 81A  H152  H  HCH2  0   0.213  -1.3605   1.5432   6.1630
 81A  HE    H  HNH1  0   0.385   1.0044   0.4551   7.2139
 81A  HH12  H  H     0   0.316   3.3329  -0.1607   4.1873
 81A  HH21  H  HNH2  0   0.391   4.1981   0.8023   6.0552
 81A  HH22  H  HNH2  0   0.387   3.1174   1.4548   7.1470
 81A  S20   S  S     0   1.445  -1.5397   0.6459  -2.4738

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
 81A  S    O4    double    1.461  0.020  1.461
 81A  S    O5    double    1.454  0.020  1.454
 81A  S    C16   single    1.777  0.020  1.777
 81A  S    C27   single    1.812  0.020  1.812
 81A  C16  H161  single    0.970  0.020  1.090
 81A  C16  H162  single    0.970  0.020  1.090
 81A  C16  H163  single    0.970  0.020  1.090
 81A  C26  C25   aromatic  1.388  0.020  1.388
 81A  C26  C27   aromatic  1.405  0.020  1.405
 81A  C26  S20   single    1.779  0.020  1.779
 81A  C25  C24   aromatic  1.388  0.020  1.388
 81A  C25  H25   single    0.930  0.020  1.080
 81A  C24  C23   aromatic  1.379  0.020  1.379
 81A  C24  H24   single    0.930  0.020  1.080
 81A  C23  C28   aromatic  1.390  0.020  1.390
 81A  C23  H23   single    0.930  0.020  1.080
 81A  C28  C27   aromatic  1.386  0.020  1.386
 81A  C28  H28   single    0.930  0.020  1.080
 81A  C2   C2A   single    1.500  0.020  1.500
 81A  C2   C1    aromatic  1.397  0.020  1.397
 81A  C2   C3    aromatic  1.385  0.020  1.385
 81A  C2A  H21A  single    0.970  0.020  1.090
 81A  C2A  H22A  single    0.970  0.020  1.090
 81A  C2A  H23A  single    0.970  0.020  1.090
 81A  C6   C1    aromatic  1.378  0.020  1.378
 81A  C6   C5    aromatic  1.387  0.020  1.387
 81A  C6   O8    single    1.392  0.020  1.392
 81A  C1   H1    single    0.930  0.020  1.080
 81A  C3   C4    aromatic  1.398  0.020  1.398
 81A  C3   H3    single    0.930  0.020  1.080
 81A  C5   C4    aromatic  1.392  0.020  1.392
 81A  C5   H5    single    0.930  0.020  1.080
 81A  C4   O7    single    1.341  0.020  1.341
 81A  O8   S20   single    1.624  0.020  1.624
 81A  S20  O21   deloc     1.439  0.020  1.439
 81A  S20  O22   deloc     1.443  0.020  1.443
 81A  O7   C10   single    1.416  0.020  1.416
 81A  C10  C14   single    1.501  0.020  1.501
 81A  C10  H101  single    0.970  0.020  1.090
 81A  C10  H102  single    0.970  0.020  1.090
 81A  C14  CEA   single    1.503  0.020  1.503
 81A  C14  CEB   single    1.501  0.020  1.501
 81A  C14  C15   single    1.505  0.020  1.505
 81A  CEA  CEB   single    1.494  0.020  1.494
 81A  CEA  H141  single    0.970  0.020  1.090
 81A  CEA  H142  single    0.970  0.020  1.090
 81A  CEB  H143  single    0.970  0.020  1.090
 81A  CEB  H144  single    0.970  0.020  1.090
 81A  C15  O16   single    1.420  0.020  1.420
 81A  C15  H151  single    0.970  0.020  1.090
 81A  C15  H152  single    0.970  0.020  1.090
 81A  O16  N10   single    1.377  0.020  1.377
 81A  N10  C17   single    1.392  0.020  1.392
 81A  N10  HE    single    0.890  0.020  1.040
 81A  C17  N11   double    1.273  0.020  1.273
 81A  C17  N12   single    1.378  0.020  1.378
 81A  N11  HH12  single    0.890  0.020  1.040
 81A  N12  HH21  single    0.890  0.020  1.040
 81A  N12  HH22  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
 81A  C27   S    C16   106.86  3.000
 81A  C27   S    O5    108.38  3.000
 81A  C16   S    O5    111.47  3.000
 81A  C27   S    O4    105.78  3.000
 81A  C16   S    O4    106.14  3.000
 81A  O5    S    O4    117.60  3.000
 81A  H163  C16  H162  111.17  3.000
 81A  H163  C16  H161  109.54  3.000
 81A  H162  C16  H161  109.68  3.000
 81A  H163  C16  S     111.91  3.000
 81A  H162  C16  S     108.63  3.000
 81A  H161  C16  S     105.76  3.000
 81A  S20   C26  C27   125.33  3.000
 81A  S20   C26  C25   114.17  3.000
 81A  C27   C26  C25   119.99  3.000
 81A  H25   C25  C24   118.94  3.000
 81A  H25   C25  C26   120.42  3.000
 81A  C24   C25  C26   120.63  3.000
 81A  H24   C24  C23   120.84  3.000
 81A  H24   C24  C25   119.52  3.000
 81A  C23   C24  C25   119.63  3.000
 81A  H23   C23  C28   119.33  3.000
 81A  H23   C23  C24   120.62  3.000
 81A  C28   C23  C24   120.04  3.000
 81A  H28   C28  C27   119.87  3.000
 81A  H28   C28  C23   119.00  3.000
 81A  C27   C28  C23   121.13  3.000
 81A  C28   C27  C26   118.56  3.000
 81A  C28   C27  S     113.71  3.000
 81A  C26   C27  S     127.38  3.000
 81A  C3    C2   C1    119.20  3.000
 81A  C3    C2   C2A   121.02  3.000
 81A  C1    C2   C2A   119.78  3.000
 81A  H23A  C2A  H22A  108.10  3.000
 81A  H23A  C2A  H21A  107.65  3.000
 81A  H22A  C2A  H21A  107.09  3.000
 81A  H23A  C2A  C2    111.66  3.000
 81A  H22A  C2A  C2    111.28  3.000
 81A  H21A  C2A  C2    110.85  3.000
 81A  O8    C6   C5    118.83  3.000
 81A  O8    C6   C1    118.07  3.000
 81A  C5    C6   C1    123.08  3.000
 81A  H1    C1   C6    120.47  3.000
 81A  H1    C1   C2    120.64  3.000
 81A  C6    C1   C2    118.88  3.000
 81A  H3    C3   C4    118.02  3.000
 81A  H3    C3   C2    120.97  3.000
 81A  C4    C3   C2    120.99  3.000
 81A  H5    C5   C4    122.25  3.000
 81A  H5    C5   C6    120.06  3.000
 81A  C4    C5   C6    117.68  3.000
 81A  O7    C4   C5    123.69  3.000
 81A  O7    C4   C3    116.16  3.000
 81A  C5    C4   C3    120.15  3.000
 81A  S20   O8   C6    119.19  3.000
 81A  C10   O7   C4    118.90  3.000
 81A  H102  C10  H101  107.49  3.000
 81A  H102  C10  C14   109.85  3.000
 81A  H101  C10  C14   110.15  3.000
 81A  H102  C10  O7    110.89  3.000
 81A  H101  C10  O7    109.78  3.000
 81A  C14   C10  O7    108.68  3.000
 81A  C15   C14  CEB   117.54  3.000
 81A  C15   C14  CEA   117.60  3.000
 81A  CEB   C14  CEA    59.68  3.000
 81A  C15   C14  C10   116.59  3.000
 81A  CEB   C14  C10   118.11  3.000
 81A  CEA   C14  C10   115.15  3.000
 81A  H142  CEA  H141  113.85  3.000
 81A  H142  CEA  CEB   118.60  3.000
 81A  H141  CEA  CEB   118.43  3.000
 81A  H142  CEA  C14   117.88  3.000
 81A  H141  CEA  C14   117.82  3.000
 81A  CEB   CEA  C14    60.10  3.000
 81A  H144  CEB  H143  114.12  3.000
 81A  H144  CEB  CEA   118.30  3.000
 81A  H143  CEB  CEA   118.27  3.000
 81A  H144  CEB  C14   117.97  3.000
 81A  H143  CEB  C14   117.69  3.000
 81A  CEA   CEB  C14    60.22  3.000
 81A  H152  C15  H151  107.50  3.000
 81A  H152  C15  O16   109.79  3.000
 81A  H151  C15  O16   110.53  3.000
 81A  H152  C15  C14   109.69  3.000
 81A  H151  C15  C14   110.71  3.000
 81A  O16   C15  C14   108.61  3.000
 81A  N10   O16  C15   109.90  3.000
 81A  HE    N10  C17   113.30  3.000
 81A  HE    N10  O16   109.27  3.000
 81A  C17   N10  O16   114.63  3.000
 81A  N12   C17  N11   127.32  3.000
 81A  N12   C17  N10   110.81  3.000
 81A  N11   C17  N10   121.87  3.000
 81A  HH12  N11  C17   110.10  3.000
 81A  HH22  N12  HH21  111.72  3.000
 81A  HH22  N12  C17   116.52  3.000
 81A  HH21  N12  C17   115.05  3.000
 81A  O22   S20  O21   120.12  3.000
 81A  O22   S20  O8    109.51  3.000
 81A  O21   S20  O8    103.15  3.000
 81A  O22   S20  C26   108.45  3.000
 81A  O21   S20  C26   112.86  3.000
 81A  O8    S20  C26   100.83  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
 81A  CONST_01  C23   C24  C25  C26     0.00   0.0  0
 81A  CONST_02  C23   C28  C27  C26     0.00   0.0  0
 81A  CONST_03  C28   C27  C26  C25     0.00   0.0  0
 81A  CONST_04  C28   C23  C24  C25     0.00   0.0  0
 81A  CONST_05  C27   C26  C25  C24     0.00   0.0  0
 81A  CONST_06  C27   C28  C23  C24     0.00   0.0  0
 81A  CONST_07  C5    C6   C1   C2      0.00   0.0  0
 81A  CONST_08  C5    C4   C3   C2      0.00   0.0  0
 81A  CONST_09  C3    C2   C1   C6      0.00   0.0  0
 81A  CONST_10  C3    C4   C5   C6      0.00   0.0  0
 81A  CONST_11  C4    C3   C2   C1      0.00   0.0  0
 81A  CONST_12  C4    C5   C6   C1      0.00   0.0  0
 81A  CONST_13  C25   C26  C27  S     180.00   0.0  0
 81A  CONST_14  C23   C28  C27  S     180.00   0.0  0
 81A  CONST_15  S20   C26  C25  C24   180.00   0.0  0
 81A  CONST_16  S20   C26  C27  C28   180.00   0.0  0
 81A  CONST_17  O8    C6   C1   C2    180.00   0.0  0
 81A  CONST_18  O7    C4   C3   C2    180.00   0.0  0
 81A  CONST_19  C6    C1   C2   C2A   180.00   0.0  0
 81A  CONST_20  C4    C3   C2   C2A   180.00   0.0  0
 81A  CONST_21  O7    C4   C5   C6    180.00   0.0  0
 81A  CONST_22  O8    C6   C5   C4    180.00   0.0  0
 81A  CONST_23  H24   C24  C25  C26   180.00   0.0  0
 81A  CONST_24  H28   C28  C27  C26   180.00   0.0  0
 81A  CONST_25  H23   C23  C24  C25   180.00   0.0  0
 81A  CONST_26  H25   C25  C24  C23   180.00   0.0  0
 81A  CONST_27  H3    C3   C2   C1    180.00   0.0  0
 81A  CONST_28  H5    C5   C6   C1    180.00   0.0  0
 81A  CONST_29  H1    C1   C2   C3    180.00   0.0  0
 81A  CONST_32  HH12  N11  C17  N10   180.00   0.0  0
 81A  Var_01    CEB   CEA  C14  C10   109.17  30.0  1
 81A  Var_02    H143  CEB  CEA  C14  -107.46  30.0  1
 81A  Var_03    C26   C27  S    O4    178.09  30.0  2
 81A  Var_04    O8    S20  C26  C25   -94.88  30.0  2
 81A  Var_05    C14   C10  O7   C4   -171.08  30.0  3
 81A  Var_06    CEA   C14  C10  O7   -158.01  30.0  3
 81A  Var_07    O16   C15  C14  CEA   133.78  30.0  3
 81A  Var_08    H21A  C2A  C2   C1    -71.84  30.0  2
 81A  Var_09    H161  C16  S    C27  -170.86  30.0  3
 81A  Var_10    C17   N10  O16  C15  -125.56  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
 81A  chir_01  C14  CEA  CEB  C15  both

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
 81A  plan-1  S     0.020
 81A  plan-1  C26   0.020
 81A  plan-1  C25   0.020
 81A  plan-1  C24   0.020
 81A  plan-1  C23   0.020
 81A  plan-1  C28   0.020
 81A  plan-1  C27   0.020
 81A  plan-1  H25   0.020
 81A  plan-1  H24   0.020
 81A  plan-1  H23   0.020
 81A  plan-1  H28   0.020
 81A  plan-1  S20   0.020
 81A  plan-2  C2    0.020
 81A  plan-2  C2A   0.020
 81A  plan-2  C6    0.020
 81A  plan-2  C1    0.020
 81A  plan-2  C3    0.020
 81A  plan-2  C5    0.020
 81A  plan-2  C4    0.020
 81A  plan-2  O8    0.020
 81A  plan-2  O7    0.020
 81A  plan-2  H1    0.020
 81A  plan-2  H3    0.020
 81A  plan-2  H5    0.020
 81A  plan-3  O16   0.020
 81A  plan-3  N10   0.020
 81A  plan-3  C17   0.020
 81A  plan-3  N11   0.020
 81A  plan-3  N12   0.020
 81A  plan-3  HE    0.020
 81A  plan-3  HH12  0.020
 81A  plan-3  HH21  0.020
 81A  plan-3  HH22  0.020

