# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 17:13:11 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: 2-[3-chloro-5-(3-chloro-5-cyanophenoxy)phenoxy]-N-(2-chloro-4-sulfamoylphenyl)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[S](=O)(=O)c1ccc(NC(=O)COc2cc(Cl)cc(Oc3cc(Cl)cc(c3)C#N)c2)c(Cl)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
 M14  M14  2-[3-chloro-5-(3-chloro-5-cyanophenoxy)phenoxy]-N-(2-chloro-4-sulfamoylphenyl)acetamide  ligand  47  33  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_M14
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
 M14  C     C   CR6   0   0.481   3.7948   0.3631  -0.2384
 M14  C1    C   CR16  0  -0.312   3.9696  -1.0218  -0.2039
 M14  C2    C   CR16  0  -0.219   5.2373  -1.5776  -0.1945
 M14  C3    C   CR6   0  -0.235   6.3520  -0.7594  -0.2246
 M14  C4    C   CR16  0  -0.167   6.2141   0.6206  -0.2614
 M14  C5    C   CR6   0  -0.134   4.9495   1.1664  -0.2695
 M14  C6    C   CR6   0   0.386  -4.5135   1.5251   0.1254
 M14  C7    C   CR16  0  -0.313  -4.5695   2.9122   0.0002
 M14  C8    C   CR6   0  -0.012  -3.3779   3.5906  -0.1382
 M14  C9    C   CR16  0  -0.353  -2.1433   2.9535  -0.1622
 M14  C10   C   CR6   0   0.411  -2.1242   1.5698  -0.0361
 M14  C11   C   CR16  0  -0.436  -3.3096   0.8460   0.1098
 M14  C12   C   CR6   0  -0.025  -5.9120  -2.5293  -0.8942
 M14  C13   C   CR16  0  -0.231  -5.8044  -1.1478  -0.9190
 M14  C14   C   CR6   0   0.313  -5.7727  -0.4583   0.2846
 M14  C15   C   CR16  0  -0.284  -5.8380  -1.1187   1.4979
 M14  C16   C   CR6   0   0.005  -5.9482  -2.5067   1.4892
 M14  C17   C   CR16  0  -0.205  -5.9839  -3.2275   0.2989
 M14  CL1   CL  CL    0  -0.112  -3.4140   5.3138  -0.2948
 M14  O19   O   O2    0  -0.460  -1.0002   0.8317  -0.0437
 M14  C20   C   CH2   0  -0.321   0.2293   1.4881  -0.1717
 M14  C21   C   C     0   0.528   1.3170   0.4288  -0.1502
 M14  N     N   NH1   0  -0.754   2.5588   0.9859  -0.2450
 M14  O22   O   O     0  -0.423   1.0844  -0.7530  -0.0614
 M14  S     S   S     0   1.364   7.9770  -1.4517  -0.1908
 M14  N23   N   NC2   0  -0.886   8.4705  -1.1773  -1.7415
 M14  O24   O   OS    0  -0.663   8.8342  -0.6290   0.6495
 M14  O25   O   OS    0  -0.647   7.8460  -2.8666   0.1258
 M14  CL2   CL  CL    0  -0.090   4.8004   2.8914  -0.3124
 M14  C27   C   CSP   0   0.070  -6.0238  -3.2099   2.7303
 M14  N28   N   NS    0  -0.236  -6.0832  -3.7776   3.7302
 M14  H1    H   HCR6  0   0.307   3.1165  -1.6775  -0.1825
 M14  H2    H   HCR6  0   0.292   5.3364  -2.6534  -0.1641
 M14  H4    H   HCR6  0   0.309   7.0768   1.2726  -0.2833
 M14  H7    H   HCR6  0   0.295  -5.5187   3.4297   0.0132
 M14  H9    H   HCR6  0   0.305  -1.2418   3.5375  -0.2764
 M14  H11   H   HCR6  0   0.295  -3.2539  -0.2300   0.2094
 M14  H13   H   HCR6  0   0.316  -5.7520  -0.6107  -1.8572
 M14  H15   H   HCR6  0   0.307  -5.8096  -0.5669   2.4279
 M14  H17   H   HCR6  0   0.310  -6.0682  -4.3048   0.3091
 M14  H20   H   HCH2  0   0.283   0.2950   2.0502  -1.1116
 M14  H20A  H   HCH2  0   0.281   0.3976   2.1971   0.6481
 M14  HN    H   HNH1  0   0.421   2.5834   1.9949  -0.2999
 M14  HN23  H   HNC2  0   0.417   8.0272  -1.7967  -2.4127
 M14  HN2A  H   HNC2  0   0.421   9.4814  -1.2353  -1.8259
 M14  O     O   O2    0  -0.507  -5.7169   0.9059   0.2737
 M14  CL    CL  CL    0  -0.091  -5.9591  -3.3974  -2.3829

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
 M14  C    C1    aromatic  1.396  0.020  1.396
 M14  C    C5    aromatic  1.407  0.020  1.407
 M14  C    N     single    1.384  0.020  1.384
 M14  C1   C2    aromatic  1.384  0.020  1.384
 M14  C2   C3    aromatic  1.383  0.020  1.383
 M14  C3   C4    aromatic  1.387  0.020  1.387
 M14  C3   S     single    1.767  0.020  1.767
 M14  C4   C5    aromatic  1.377  0.020  1.377
 M14  C5   CL2   single    1.732  0.020  1.732
 M14  C6   C7    aromatic  1.394  0.020  1.394
 M14  C6   C11   aromatic  1.382  0.020  1.382
 M14  C6   O     single    1.361  0.020  1.361
 M14  C7   C8    aromatic  1.378  0.020  1.378
 M14  C8   C9    aromatic  1.389  0.020  1.389
 M14  C8   CL1   single    1.731  0.020  1.731
 M14  C9   C10   aromatic  1.390  0.020  1.390
 M14  C10  C11   aromatic  1.397  0.020  1.397
 M14  C10  O19   single    1.345  0.020  1.345
 M14  C12  C13   aromatic  1.386  0.020  1.386
 M14  C12  C17   aromatic  1.384  0.020  1.384
 M14  C12  CL    single    1.724  0.020  1.724
 M14  C13  C14   aromatic  1.387  0.020  1.387
 M14  C14  C15   aromatic  1.383  0.020  1.383
 M14  C14  O     single    1.365  0.020  1.365
 M14  C15  C16   aromatic  1.392  0.020  1.392
 M14  C16  C17   aromatic  1.392  0.020  1.392
 M14  C16  C27   single    1.428  0.020  1.428
 M14  O19  C20   single    1.400  0.020  1.400
 M14  C20  C21   single    1.519  0.020  1.519
 M14  C21  N     single    1.364  0.020  1.364
 M14  C21  O22   double    1.208  0.020  1.208
 M14  S    N23   single    1.650  0.020  1.650
 M14  S    O24   double    1.455  0.020  1.455
 M14  S    O25   double    1.456  0.020  1.456
 M14  C27  N28   triple    1.151  0.020  1.151
 M14  C1   H1    single    0.930  0.020  1.080
 M14  C2   H2    single    0.930  0.020  1.080
 M14  C4   H4    single    0.930  0.020  1.080
 M14  C7   H7    single    0.930  0.020  1.080
 M14  C9   H9    single    0.930  0.020  1.080
 M14  C11  H11   single    0.930  0.020  1.080
 M14  C13  H13   single    0.930  0.020  1.080
 M14  C15  H15   single    0.930  0.020  1.080
 M14  C17  H17   single    0.930  0.020  1.080
 M14  C20  H20   single    0.970  0.020  1.090
 M14  C20  H20A  single    0.970  0.020  1.090
 M14  N    HN    single    0.860  0.020  1.020
 M14  N23  HN23  single    0.890  0.020  1.040
 M14  N23  HN2A  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
 M14  N     C    C5    118.42  3.000
 M14  N     C    C1    123.93  3.000
 M14  C5    C    C1    117.65  3.000
 M14  H1    C1   C2    118.76  3.000
 M14  H1    C1   C     120.37  3.000
 M14  C2    C1   C     120.87  3.000
 M14  H2    C2   C3    121.03  3.000
 M14  H2    C2   C1    118.94  3.000
 M14  C3    C2   C1    120.03  3.000
 M14  S     C3   C4    118.80  3.000
 M14  S     C3   C2    120.60  3.000
 M14  C4    C3   C2    120.59  3.000
 M14  H4    C4   C5    119.56  3.000
 M14  H4    C4   C3    121.39  3.000
 M14  C5    C4   C3    119.05  3.000
 M14  CL2   C5   C4    118.29  3.000
 M14  CL2   C5   C     119.91  3.000
 M14  C4    C5   C     121.81  3.000
 M14  O     C6   C11   123.20  3.000
 M14  O     C6   C7    115.27  3.000
 M14  C11   C6   C7    121.53  3.000
 M14  H7    C7   C8    121.65  3.000
 M14  H7    C7   C6    120.70  3.000
 M14  C8    C7   C6    117.65  3.000
 M14  CL1   C8   C9    118.26  3.000
 M14  CL1   C8   C7    118.76  3.000
 M14  C9    C8   C7    122.98  3.000
 M14  H9    C9   C10   122.45  3.000
 M14  H9    C9   C8    119.70  3.000
 M14  C10   C9   C8    117.85  3.000
 M14  O19   C10  C11   115.19  3.000
 M14  O19   C10  C9    123.88  3.000
 M14  C11   C10  C9    120.93  3.000
 M14  H11   C11  C10   118.77  3.000
 M14  H11   C11  C6    122.17  3.000
 M14  C10   C11  C6    119.06  3.000
 M14  CL    C12  C17   119.27  3.000
 M14  CL    C12  C13   119.25  3.000
 M14  C17   C12  C13   121.48  3.000
 M14  H13   C13  C14   120.28  3.000
 M14  H13   C13  C12   120.93  3.000
 M14  C14   C13  C12   118.79  3.000
 M14  O     C14  C15   119.08  3.000
 M14  O     C14  C13   119.37  3.000
 M14  C15   C14  C13   121.52  3.000
 M14  H15   C15  C16   121.06  3.000
 M14  H15   C15  C14   120.63  3.000
 M14  C16   C15  C14   118.31  3.000
 M14  C27   C16  C17   119.12  3.000
 M14  C27   C16  C15   119.31  3.000
 M14  C17   C16  C15   121.57  3.000
 M14  H17   C17  C16   120.67  3.000
 M14  H17   C17  C12   121.00  3.000
 M14  C16   C17  C12   118.33  3.000
 M14  C20   O19  C10   118.52  3.000
 M14  H20A  C20  H20   107.46  3.000
 M14  H20A  C20  C21   109.29  3.000
 M14  H20   C20  C21   109.06  3.000
 M14  H20A  C20  O19   111.69  3.000
 M14  H20   C20  O19   111.79  3.000
 M14  C21   C20  O19   107.51  3.000
 M14  O22   C21  N     125.45  3.000
 M14  O22   C21  C20   123.07  3.000
 M14  N     C21  C20   111.48  3.000
 M14  HN    N    C21   115.69  3.000
 M14  HN    N    C     115.32  3.000
 M14  C21   N    C     128.96  3.000
 M14  O25   S    O24   118.48  3.000
 M14  O25   S    N23   113.13  3.000
 M14  O24   S    N23   105.81  3.000
 M14  O25   S    C3    107.60  3.000
 M14  O24   S    C3    109.35  3.000
 M14  N23   S    C3    101.07  3.000
 M14  HN2A  N23  HN23  110.16  3.000
 M14  HN2A  N23  S     111.48  3.000
 M14  HN23  N23  S     112.90  3.000
 M14  N28   C27  C16   180.00  3.000
 M14  C14   O    C6    119.44  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
 M14  CONST_01  C3    C2   C1   C       0.00   0.0  0
 M14  CONST_02  C3    C4   C5   C       0.00   0.0  0
 M14  CONST_03  C4    C5   C    C1      0.00   0.0  0
 M14  CONST_04  C4    C3   C2   C1      0.00   0.0  0
 M14  CONST_05  C5    C    C1   C2      0.00   0.0  0
 M14  CONST_06  C5    C4   C3   C2      0.00   0.0  0
 M14  CONST_07  C9    C8   C7   C6      0.00   0.0  0
 M14  CONST_08  C9    C10  C11  C6      0.00   0.0  0
 M14  CONST_09  C10   C11  C6   C7      0.00   0.0  0
 M14  CONST_10  C10   C9   C8   C7      0.00   0.0  0
 M14  CONST_11  C11   C6   C7   C8      0.00   0.0  0
 M14  CONST_12  C11   C10  C9   C8      0.00   0.0  0
 M14  CONST_13  C15   C14  C13  C12     0.00   0.0  0
 M14  CONST_14  C15   C16  C17  C12     0.00   0.0  0
 M14  CONST_15  C16   C17  C12  C13     0.00   0.0  0
 M14  CONST_16  C16   C15  C14  C13     0.00   0.0  0
 M14  CONST_17  C17   C12  C13  C14     0.00   0.0  0
 M14  CONST_18  C17   C16  C15  C14     0.00   0.0  0
 M14  CONST_19  CL2   C5   C    C1    180.00   0.0  0
 M14  CONST_20  S     C3   C2   C1    180.00   0.0  0
 M14  CONST_21  N     C    C1   C2    180.00   0.0  0
 M14  CONST_22  CL2   C5   C4   C3    180.00   0.0  0
 M14  CONST_23  N     C    C5   C4    180.00   0.0  0
 M14  CONST_24  S     C3   C4   C5    180.00   0.0  0
 M14  CONST_25  CL1   C8   C7   C6    180.00   0.0  0
 M14  CONST_26  O19   C10  C11  C6    180.00   0.0  0
 M14  CONST_27  O     C6   C7   C8    180.00   0.0  0
 M14  CONST_28  O19   C10  C9   C8    180.00   0.0  0
 M14  CONST_29  CL1   C8   C9   C10   180.00   0.0  0
 M14  CONST_30  O     C6   C11  C10   180.00   0.0  0
 M14  CONST_31  O     C14  C13  C12   180.00   0.0  0
 M14  CONST_32  C27   C16  C17  C12   180.00   0.0  0
 M14  CONST_33  CL    C12  C13  C14   180.00   0.0  0
 M14  CONST_34  C27   C16  C15  C14   180.00   0.0  0
 M14  CONST_35  O     C14  C15  C16   180.00   0.0  0
 M14  CONST_36  CL    C12  C17  C16   180.00   0.0  0
 M14  CONST_37  H2    C2   C1   C     180.00   0.0  0
 M14  CONST_38  H4    C4   C5   C     180.00   0.0  0
 M14  CONST_39  H1    C1   C2   C3    180.00   0.0  0
 M14  CONST_40  H11   C11  C6   C7    180.00   0.0  0
 M14  CONST_41  H9    C9   C8   C7    180.00   0.0  0
 M14  CONST_42  H7    C7   C8   C9    180.00   0.0  0
 M14  CONST_43  H17   C17  C12  C13   180.00   0.0  0
 M14  CONST_44  H15   C15  C14  C13   180.00   0.0  0
 M14  CONST_45  H13   C13  C14  C15   180.00   0.0  0
 M14  CONST_46  C21   N    C    C1      0.00   0.0  0
 M14  CONST_47  C21   N    C    C5    180.00   0.0  0
 M14  CONST_48  HN    N    C    C1    180.00   0.0  0
 M14  CONST_49  C20   C21  N    C     180.00   0.0  0
 M14  CONST_50  O22   C21  N    C       0.00   0.0  0
 M14  Var_01    C13   C14  O    C6    -83.24  30.0  2
 M14  Var_02    N23   S    C3   C2    108.08  30.0  2
 M14  Var_03    C21   C20  O19  C10   179.97  30.0  3
 M14  Var_04    HN23  N23  S    C3    -73.95  30.0  3
 M14  Var_05    N     C21  C20  O19  -178.84  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
 M14  plan-1  C    0.020
 M14  plan-1  C1   0.020
 M14  plan-1  C2   0.020
 M14  plan-1  C3   0.020
 M14  plan-1  C4   0.020
 M14  plan-1  C5   0.020
 M14  plan-1  N    0.020
 M14  plan-1  S    0.020
 M14  plan-1  CL2  0.020
 M14  plan-1  H1   0.020
 M14  plan-1  H2   0.020
 M14  plan-1  H4   0.020
 M14  plan-2  C6   0.020
 M14  plan-2  C7   0.020
 M14  plan-2  C8   0.020
 M14  plan-2  C9   0.020
 M14  plan-2  C10  0.020
 M14  plan-2  C11  0.020
 M14  plan-2  CL1  0.020
 M14  plan-2  O19  0.020
 M14  plan-2  H7   0.020
 M14  plan-2  H9   0.020
 M14  plan-2  H11  0.020
 M14  plan-2  O    0.020
 M14  plan-3  C12  0.020
 M14  plan-3  C13  0.020
 M14  plan-3  C14  0.020
 M14  plan-3  C15  0.020
 M14  plan-3  C16  0.020
 M14  plan-3  C17  0.020
 M14  plan-3  C27  0.020
 M14  plan-3  N28  0.020
 M14  plan-3  H13  0.020
 M14  plan-3  H15  0.020
 M14  plan-3  H17  0.020
 M14  plan-3  O    0.020
 M14  plan-3  CL   0.020
 M14  plan-4  C    0.020
 M14  plan-4  C20  0.020
 M14  plan-4  C21  0.020
 M14  plan-4  N    0.020
 M14  plan-4  O22  0.020
 M14  plan-4  HN   0.020

