# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 05:47:42 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: 3-chloro-2'-cyano-5'-(1H-1,2,4-triazol-1-ylmethyl)biphenyl-4-yl sulfamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[S](=O)(=O)Oc1ccc(cc1Cl)c2cc(Cn3cncn3)ccc2C#N
#
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
 MS4  MS4  '3-chloro-2'-cyano-5'-(1H-1,2,4-triazol-1-ylmethyl)biphenyl-4-yl sulfamate'  ligand  38  26  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MS4
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
 MS4  S2    S   S     0   1.565  -4.9428  -0.7697  -0.3583
 MS4  O1    O   OS    0  -0.622  -6.0078  -1.5000   0.2724
 MS4  O2    O   OS    0  -0.625  -4.7749   0.6516  -0.1992
 MS4  O3    O   OC2   0  -0.581  -3.6077  -1.4995   0.2704
 MS4  N1    N   NC2   0  -0.887  -4.9501  -1.0928  -1.9404
 MS4  N3    N   N     0  -0.461   5.5007  -2.8697   0.9473
 MS4  N4    N   N     0  -0.252   5.6877  -0.6395   0.8922
 MS4  N5    N   NR5   0  -0.254   5.2488  -1.0998  -0.2823
 MS4  N6    N   NS    0  -0.236  -0.3608   3.9240   0.0321
 MS4  C1    C   CR15  0   0.006   5.8277  -1.7343   1.6002
 MS4  C2    C   CR15  0   0.115   5.1380  -2.4301  -0.2362
 MS4  C3    C   CR6   0   0.162   3.7698   0.6910  -1.0276
 MS4  C4    C   CR16  0  -0.302   3.9406   2.0635  -0.9109
 MS4  C5    C   CR16  0  -0.215   2.8615   2.8744  -0.6065
 MS4  C6    C   CR6   0  -0.026   1.6039   2.3104  -0.4058
 MS4  C7    C   CR6   0   0.176   1.4141   0.9232  -0.5032
 MS4  C8    C   CR16  0  -0.338   2.5117   0.1359  -0.8219
 MS4  C9    C   CSP   0   0.005   0.5053   3.1874  -0.1544
 MS4  C12   C   CR16  0  -0.251  -0.6467   0.5590   0.8514
 MS4  C13   C   CR6   0  -0.092  -1.8863  -0.0291   1.0285
 MS4  C14   C   CR6   0   0.382  -2.3937  -0.8950   0.0661
 MS4  C15   C   CR16  0  -0.306  -1.6532  -1.1780  -1.0691
 MS4  C16   C   CR16  0  -0.280  -0.4159  -0.5835  -1.2512
 MS4  CAO   C   CH2   0  -0.391   4.9355  -0.1985  -1.3679
 MS4  CAV   C   CR6   0   0.021   0.0921   0.2979  -0.3004
 MS4  H11N  H   HNC2  0   0.437  -4.3099  -0.5555  -2.5126
 MS4  H12N  H   HNC2  0   0.438  -5.0115  -2.0715  -2.1958
 MS4  H1    H   HCR5  0   0.274   6.1797  -1.7145   2.6205
 MS4  H2    H   HCR5  0   0.307   4.7994  -3.0226  -1.0727
 MS4  HAO1  H   HCH2  0   0.300   5.8197   0.3939  -1.6004
 MS4  HAO2  H   HCH2  0   0.302   4.7093  -0.8102  -2.2412
 MS4  H4    H   HCR6  0   0.279   4.9161   2.5059  -1.0656
 MS4  H8    H   HCR6  0   0.273   2.3806  -0.9373  -0.8994
 MS4  H5    H   HCR6  0   0.289   2.9885   3.9455  -0.5319
 MS4  H12   H   HCR6  0   0.296  -0.2527   1.2039   1.6256
 MS4  H15   H   HCR6  0   0.294  -2.0392  -1.8702  -1.8062
 MS4  H16   H   HCR6  0   0.279   0.1481  -0.8007  -2.1486
 MS4  CL    CL  CL    0  -0.082  -2.7863   0.2758   2.4625

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
 MS4  S2   O1    deloc     1.437  0.020  1.437
 MS4  S2   O2    deloc     1.440  0.020  1.440
 MS4  S2   O3    single    1.646  0.020  1.646
 MS4  S2   N1    single    1.615  0.020  1.615
 MS4  O3   C14   single    1.372  0.020  1.372
 MS4  N3   C1    aromatic  1.350  0.020  1.350
 MS4  N3   C2    aromatic  1.314  0.020  1.314
 MS4  N4   N5    aromatic  1.336  0.020  1.336
 MS4  N4   C1    aromatic  1.311  0.020  1.311
 MS4  N5   C2    aromatic  1.336  0.020  1.336
 MS4  N5   CAO   single    1.445  0.020  1.445
 MS4  N6   C9    triple    1.152  0.020  1.152
 MS4  C3   C4    aromatic  1.388  0.020  1.388
 MS4  C3   C8    aromatic  1.390  0.020  1.390
 MS4  C3   CAO   single    1.505  0.020  1.505
 MS4  C4   C5    aromatic  1.384  0.020  1.384
 MS4  C5   C6    aromatic  1.393  0.020  1.393
 MS4  C6   C7    aromatic  1.404  0.020  1.404
 MS4  C6   C9    single    1.428  0.020  1.428
 MS4  C7   C8    aromatic  1.388  0.020  1.388
 MS4  C7   CAV   single    1.476  0.020  1.476
 MS4  CL   C13   single    1.720  0.020  1.720
 MS4  C12  C13   aromatic  1.383  0.020  1.383
 MS4  C12  CAV   aromatic  1.393  0.020  1.393
 MS4  C13  C14   aromatic  1.391  0.020  1.391
 MS4  C14  C15   aromatic  1.385  0.020  1.385
 MS4  C15  C16   aromatic  1.385  0.020  1.385
 MS4  C16  CAV   aromatic  1.392  0.020  1.392
 MS4  N1   H11N  single    0.890  0.020  1.040
 MS4  N1   H12N  single    0.890  0.020  1.040
 MS4  C1   H1    single    0.930  0.020  1.080
 MS4  C2   H2    single    0.930  0.020  1.080
 MS4  CAO  HAO1  single    0.970  0.020  1.090
 MS4  CAO  HAO2  single    0.970  0.020  1.090
 MS4  C4   H4    single    0.930  0.020  1.080
 MS4  C8   H8    single    0.930  0.020  1.080
 MS4  C5   H5    single    0.930  0.020  1.080
 MS4  C12  H12   single    0.930  0.020  1.080
 MS4  C15  H15   single    0.930  0.020  1.080
 MS4  C16  H16   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
 MS4  N1    S2   O3    106.80  3.000
 MS4  N1    S2   O2    107.83  3.000
 MS4  O3    S2   O2    107.51  3.000
 MS4  N1    S2   O1    108.96  3.000
 MS4  O3    S2   O1    102.01  3.000
 MS4  O2    S2   O1    122.65  3.000
 MS4  C14   O3   S2    117.75  3.000
 MS4  H12N  N1   H11N  114.09  3.000
 MS4  H12N  N1   S2    116.13  3.000
 MS4  H11N  N1   S2    116.39  3.000
 MS4  C2    N3   C1    102.78  3.000
 MS4  C1    N4   N5    102.84  3.000
 MS4  CAO   N5   C2    128.97  3.000
 MS4  CAO   N5   N4    121.12  3.000
 MS4  C2    N5   N4    109.89  3.000
 MS4  H1    C1   N4    121.99  3.000
 MS4  H1    C1   N3    123.48  3.000
 MS4  N4    C1   N3    114.53  3.000
 MS4  H2    C2   N5    123.09  3.000
 MS4  H2    C2   N3    126.95  3.000
 MS4  N5    C2   N3    109.96  3.000
 MS4  CAO   C3   C8    119.89  3.000
 MS4  CAO   C3   C4    120.53  3.000
 MS4  C8    C3   C4    119.58  3.000
 MS4  H4    C4   C5    119.66  3.000
 MS4  H4    C4   C3    120.20  3.000
 MS4  C5    C4   C3    120.13  3.000
 MS4  H5    C5   C6    119.82  3.000
 MS4  H5    C5   C4    120.27  3.000
 MS4  C6    C5   C4    119.91  3.000
 MS4  C9    C6   C7    121.01  3.000
 MS4  C9    C6   C5    118.13  3.000
 MS4  C7    C6   C5    120.82  3.000
 MS4  CAV   C7   C8    119.97  3.000
 MS4  CAV   C7   C6    122.02  3.000
 MS4  C8    C7   C6    118.01  3.000
 MS4  H8    C8   C7    118.84  3.000
 MS4  H8    C8   C3    119.61  3.000
 MS4  C7    C8   C3    121.54  3.000
 MS4  C6    C9   N6    180.00  3.000
 MS4  H12   C12  CAV   120.68  3.000
 MS4  H12   C12  C13   119.22  3.000
 MS4  CAV   C12  C13   120.09  3.000
 MS4  C14   C13  C12   120.21  3.000
 MS4  C14   C13  CL    119.76  3.000
 MS4  C12   C13  CL    120.01  3.000
 MS4  C15   C14  C13   119.97  3.000
 MS4  C15   C14  O3    120.36  3.000
 MS4  C13   C14  O3    119.63  3.000
 MS4  H15   C15  C16   120.24  3.000
 MS4  H15   C15  C14   119.89  3.000
 MS4  C16   C15  C14   119.86  3.000
 MS4  H16   C16  CAV   120.21  3.000
 MS4  H16   C16  C15   119.25  3.000
 MS4  CAV   C16  C15   120.53  3.000
 MS4  HAO2  CAO  HAO1  107.61  3.000
 MS4  HAO2  CAO  C3    110.62  3.000
 MS4  HAO1  CAO  C3    110.82  3.000
 MS4  HAO2  CAO  N5    107.27  3.000
 MS4  HAO1  CAO  N5    108.87  3.000
 MS4  C3    CAO  N5    111.50  3.000
 MS4  C16   CAV  C12   119.32  3.000
 MS4  C16   CAV  C7    120.07  3.000
 MS4  C12   CAV  C7    120.60  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
 MS4  CONST_01  N5    N4   C1   N3     0.00   0.0  0
 MS4  CONST_02  N4    N5   C2   N3     0.00   0.0  0
 MS4  CONST_03  C2    N3   C1   N4     0.00   0.0  0
 MS4  CONST_04  C1    N3   C2   N5     0.00   0.0  0
 MS4  CONST_05  C2    N5   N4   C1     0.00   0.0  0
 MS4  CONST_06  C6    C5   C4   C3     0.00   0.0  0
 MS4  CONST_07  C6    C7   C8   C3     0.00   0.0  0
 MS4  CONST_08  CAV   C7   C8   C3   180.00   0.0  0
 MS4  CONST_09  C7    C8   C3   C4     0.00   0.0  0
 MS4  CONST_10  C7    C6   C5   C4     0.00   0.0  0
 MS4  CONST_11  C8    C3   C4   C5     0.00   0.0  0
 MS4  CONST_12  C8    C7   C6   C5     0.00   0.0  0
 MS4  CONST_13  CAV   C7   C6   C5   180.00   0.0  0
 MS4  CONST_16  C13   C12  CAV  C7   180.00   0.0  0
 MS4  CONST_17  C15   C16  CAV  C7   180.00   0.0  0
 MS4  CONST_20  C15   C14  C13  C12    0.00   0.0  0
 MS4  CONST_21  C15   C16  CAV  C12    0.00   0.0  0
 MS4  CONST_22  C16   CAV  C12  C13    0.00   0.0  0
 MS4  CONST_23  C16   C15  C14  C13    0.00   0.0  0
 MS4  CONST_24  CAV   C12  C13  C14    0.00   0.0  0
 MS4  CONST_25  CAV   C16  C15  C14    0.00   0.0  0
 MS4  CONST_26  C12   C13  C14  O3   180.00   0.0  0
 MS4  CONST_27  C16   C15  C14  O3   180.00   0.0  0
 MS4  CONST_28  CAO   N5   C2   N3   180.00   0.0  0
 MS4  CONST_29  CAO   N5   N4   C1   180.00   0.0  0
 MS4  CONST_30  C9    C6   C5   C4   180.00   0.0  0
 MS4  CONST_31  CAO   C3   C4   C5   180.00   0.0  0
 MS4  CONST_32  CAO   C3   C8   C7   180.00   0.0  0
 MS4  CONST_33  C9    C6   C7   C8   180.00   0.0  0
 MS4  CONST_34  CAV   C7   C6   C9     0.00   0.0  0
 MS4  CONST_35  CAV   C12  C13  CL   180.00   0.0  0
 MS4  CONST_36  C15   C14  C13  CL   180.00   0.0  0
 MS4  CONST_37  H2    C2   N5   N4   180.00   0.0  0
 MS4  CONST_38  H1    C1   N4   N5   180.00   0.0  0
 MS4  CONST_39  H5    C5   C4   C3   180.00   0.0  0
 MS4  CONST_40  H8    C8   C3   C4   180.00   0.0  0
 MS4  CONST_41  H4    C4   C5   C6   180.00   0.0  0
 MS4  CONST_42  H12   C12  CAV  C7     0.00   0.0  0
 MS4  CONST_43  H16   C16  CAV  C7     0.00   0.0  0
 MS4  CONST_44  H15   C15  C14  C13  180.00   0.0  0
 MS4  Var_01    C3    CAO  N5   N4   -64.94  30.0  2
 MS4  Var_02    C4    C3   CAO  N5   115.15  30.0  2
 MS4  Var_03    C13   C14  O3   S2    94.02  30.0  2
 MS4  Var_04    H11N  N1   S2   O1   173.32  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
 MS4  plan-1  N3   0.020
 MS4  plan-1  N4   0.020
 MS4  plan-1  N5   0.020
 MS4  plan-1  C1   0.020
 MS4  plan-1  C2   0.020
 MS4  plan-1  CAO  0.020
 MS4  plan-1  H1   0.020
 MS4  plan-1  H2   0.020
 MS4  plan-2  N6   0.020
 MS4  plan-2  C3   0.020
 MS4  plan-2  C4   0.020
 MS4  plan-2  C5   0.020
 MS4  plan-2  C6   0.020
 MS4  plan-2  C7   0.020
 MS4  plan-2  C8   0.020
 MS4  plan-2  C9   0.020
 MS4  plan-2  CAO  0.020
 MS4  plan-2  CAV  0.020
 MS4  plan-2  H4   0.020
 MS4  plan-2  H8   0.020
 MS4  plan-2  H5   0.020
 MS4  plan-3  O3   0.020
 MS4  plan-3  C7   0.020
 MS4  plan-3  C12  0.020
 MS4  plan-3  C13  0.020
 MS4  plan-3  C14  0.020
 MS4  plan-3  C15  0.020
 MS4  plan-3  C16  0.020
 MS4  plan-3  CAV  0.020
 MS4  plan-3  H12  0.020
 MS4  plan-3  H15  0.020
 MS4  plan-3  H16  0.020
 MS4  plan-3  CL   0.020

