# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 23:41:07 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: N-[2-(cyclohexyloxy)-4-nitrophenyl]methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[S](=O)(=O)Nc1ccc(cc1OC2CCCCC2)[N+]([O-])=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
 NS4  NS4  N-[2-(cyclohexyloxy)-4-nitrophenyl]methanesulfonamide  ligand  39  21  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NS4
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
 NS4  C1    C  CR6    0   0.311  -1.1568  -0.2003  -0.2726
 NS4  N1    N  NC1    0  -0.861  -1.7207   1.0621  -0.3907
 NS4  O1    O  OS     0  -0.649  -3.3347   2.9236  -0.2572
 NS4  S1    S  S      0   1.347  -3.2901   1.4898  -0.0436
 NS4  C2    C  CR6    0   0.389   0.2575  -0.2600  -0.2686
 NS4  N2    N  N      1   0.325   0.8091  -3.9075   0.1059
 NS4  O2    O  OS     0  -0.646  -4.1806   0.6267  -0.7989
 NS4  C3    C  CR16   0  -0.416   0.8936  -1.4784  -0.1479
 NS4  O3    O  O      0  -0.386   2.0197  -3.9129   0.1039
 NS4  C4    C  CR6    0   0.266   0.1300  -2.6376  -0.0338
 NS4  O4    O  O     -1  -0.385   0.1353  -4.9063   0.2199
 NS4  C5    C  CR16   0  -0.289  -1.2497  -2.6018  -0.0475
 NS4  O5    O  O2     0  -0.505   0.8675   0.9257  -0.4019
 NS4  C6    C  CR16   0  -0.323  -1.8867  -1.3784  -0.1760
 NS4  C7    C  CH3    0  -0.793  -3.4928   1.1446   1.6846
 NS4  C8    C  CH1    0   0.037   2.2952   1.0330  -0.3697
 NS4  C9    C  CH2    0  -0.471   2.8256   0.9502   1.0553
 NS4  C10   C  CH2    0  -0.442   4.3408   1.1412   1.0660
 NS4  C11   C  CH2    0  -0.432   4.7372   2.4585   0.4077
 NS4  C12   C  CH2    0  -0.446   4.1683   2.5603  -1.0037
 NS4  C13   C  CH2    0  -0.449   2.6546   2.3605  -1.0146
 NS4  HN1   H  HNC1   0   0.436  -1.0755   1.8433  -0.3611
 NS4  H3    H  HCR6   0   0.316   1.9708  -1.5447  -0.1397
 NS4  H5    H  HCR6   0   0.299  -1.8435  -3.4993   0.0355
 NS4  H6    H  HCR6   0   0.298  -2.9651  -1.3674  -0.2115
 NS4  H7    H  HCH3   0   0.304  -2.8018   1.7645   2.2501
 NS4  H7A   H  HCH3   0   0.316  -4.5214   1.3874   1.9471
 NS4  H7B   H  HCH3   0   0.295  -3.3047   0.0909   1.8796
 NS4  H8    H  HCH1   0   0.233   2.7302   0.2288  -0.9772
 NS4  H9    H  HCH2   0   0.233   2.3484   1.7333   1.6535
 NS4  H9A   H  HCH2   0   0.248   2.5655  -0.0055   1.5168
 NS4  H10   H  HCH2   0   0.239   4.7052   1.1007   2.0943
 NS4  H10A  H  HCH2   0   0.220   4.8154   0.3088   0.5358
 NS4  H11   H  HCH2   0   0.215   4.3595   3.2914   1.0100
 NS4  H11A  H  HCH2   0   0.234   5.8247   2.5576   0.3840
 NS4  H12   H  HCH2   0   0.239   4.4099   3.5305  -1.4423
 NS4  H12A  H  HCH2   0   0.220   4.6392   1.8064  -1.6432
 NS4  H13   H  HCH2   0   0.245   2.2771   2.3908  -2.0393
 NS4  H13A  H  HCH2   0   0.228   2.1712   3.1734  -0.4632

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
 NS4  C1   C6    aromatic  1.389  0.020  1.389
 NS4  C1   C2    aromatic  1.416  0.020  1.416
 NS4  N1   C1    single    1.388  0.020  1.388
 NS4  N1   HN1   single    0.890  0.020  1.040
 NS4  S1   N1    single    1.663  0.020  1.663
 NS4  S1   O1    double    1.450  0.020  1.450
 NS4  S1   O2    double    1.452  0.020  1.452
 NS4  C2   C3    aromatic  1.380  0.020  1.380
 NS4  N2   O3    double    1.211  0.020  1.211
 NS4  N2   O4    single    1.210  0.020  1.210
 NS4  C3   C4    aromatic  1.393  0.020  1.393
 NS4  C3   H3    single    0.930  0.020  1.080
 NS4  C4   N2    single    1.447  0.020  1.447
 NS4  C5   C4    aromatic  1.380  0.020  1.380
 NS4  C5   H5    single    0.930  0.020  1.080
 NS4  O5   C2    single    1.340  0.020  1.340
 NS4  C6   C5    aromatic  1.385  0.020  1.385
 NS4  C6   H6    single    0.930  0.020  1.080
 NS4  C7   S1    single    1.774  0.020  1.774
 NS4  C7   H7    single    0.970  0.020  1.090
 NS4  C7   H7A   single    0.970  0.020  1.090
 NS4  C7   H7B   single    0.970  0.020  1.090
 NS4  C8   O5    single    1.432  0.020  1.432
 NS4  C8   C13   single    1.519  0.020  1.519
 NS4  C8   H8    single    0.970  0.020  1.090
 NS4  C9   C8    single    1.523  0.020  1.523
 NS4  C9   C10   single    1.527  0.020  1.527
 NS4  C9   H9    single    0.970  0.020  1.090
 NS4  C9   H9A   single    0.970  0.020  1.090
 NS4  C10  C11   single    1.525  0.020  1.525
 NS4  C10  H10   single    0.970  0.020  1.090
 NS4  C10  H10A  single    0.970  0.020  1.090
 NS4  C11  C12   single    1.525  0.020  1.525
 NS4  C11  H11   single    0.970  0.020  1.090
 NS4  C11  H11A  single    0.970  0.020  1.090
 NS4  C12  H12   single    0.970  0.020  1.090
 NS4  C12  H12A  single    0.970  0.020  1.090
 NS4  C13  C12   single    1.527  0.020  1.527
 NS4  C13  H13   single    0.970  0.020  1.090
 NS4  C13  H13A  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
 NS4  C6    C1   C2   119.27  3.000
 NS4  C2    C1   N1   116.40  3.000
 NS4  C6    C1   N1   124.32  3.000
 NS4  HN1   N1   S1   113.35  3.000
 NS4  S1    N1   C1   126.84  3.000
 NS4  HN1   N1   C1   116.10  3.000
 NS4  C7    S1   O2   108.72  3.000
 NS4  C7    S1   O1   109.41  3.000
 NS4  O2    S1   O1   119.48  3.000
 NS4  C7    S1   N1   105.14  3.000
 NS4  O2    S1   N1   108.50  3.000
 NS4  O1    S1   N1   104.63  3.000
 NS4  O5    C2   C3   125.46  3.000
 NS4  O5    C2   C1   114.66  3.000
 NS4  C3    C2   C1   119.87  3.000
 NS4  O4    N2   C4   118.17  3.000
 NS4  C4    N2   O3   118.24  3.000
 NS4  O4    N2   O3   123.59  3.000
 NS4  H3    C3   C4   119.70  3.000
 NS4  H3    C3   C2   121.00  3.000
 NS4  C4    C3   C2   119.30  3.000
 NS4  C5    C4   C3   121.71  3.000
 NS4  C5    C4   N2   119.54  3.000
 NS4  C3    C4   N2   118.75  3.000
 NS4  H5    C5   C6   119.24  3.000
 NS4  C6    C5   C4   118.92  3.000
 NS4  H5    C5   C4   121.84  3.000
 NS4  C8    O5   C2   121.19  3.000
 NS4  H6    C6   C5   118.14  3.000
 NS4  H6    C6   C1   120.94  3.000
 NS4  C5    C6   C1   120.91  3.000
 NS4  H7B   C7   H7A  109.64  3.000
 NS4  H7B   C7   H7   110.44  3.000
 NS4  H7A   C7   H7   110.35  3.000
 NS4  H7B   C7   S1   110.08  3.000
 NS4  H7A   C7   S1   107.42  3.000
 NS4  H7    C7   S1   108.86  3.000
 NS4  H8    C8   C13  108.15  3.000
 NS4  H8    C8   C9   109.88  3.000
 NS4  C13   C8   C9   111.25  3.000
 NS4  C9    C8   O5   111.36  3.000
 NS4  H8    C8   O5   109.13  3.000
 NS4  C13   C8   O5   106.97  3.000
 NS4  H9A   C9   H9   106.92  3.000
 NS4  H9A   C9   C10  110.04  3.000
 NS4  H9    C9   C10  109.82  3.000
 NS4  H9A   C9   C8   111.10  3.000
 NS4  H9    C9   C8   108.69  3.000
 NS4  C10   C9   C8   110.20  3.000
 NS4  H10A  C10  H10  106.45  3.000
 NS4  H10A  C10  C11  109.56  3.000
 NS4  H10   C10  C11  110.61  3.000
 NS4  H10A  C10  C9   109.35  3.000
 NS4  H10   C10  C9   109.46  3.000
 NS4  C11   C10  C9   111.28  3.000
 NS4  H11A  C11  H11  106.64  3.000
 NS4  H11A  C11  C12  110.20  3.000
 NS4  H11   C11  C12  109.24  3.000
 NS4  H11A  C11  C10  110.28  3.000
 NS4  H11   C11  C10  109.26  3.000
 NS4  C12   C11  C10  111.11  3.000
 NS4  H12A  C12  H12  106.39  3.000
 NS4  H12A  C12  C13  109.40  3.000
 NS4  H12   C12  C13  109.44  3.000
 NS4  C13   C12  C11  111.57  3.000
 NS4  H12A  C12  C11  109.52  3.000
 NS4  H12   C12  C11  110.39  3.000
 NS4  H13A  C13  H13  107.41  3.000
 NS4  H13A  C13  C12  109.69  3.000
 NS4  H13   C13  C12  110.22  3.000
 NS4  H13A  C13  C8   109.31  3.000
 NS4  H13   C13  C8   109.93  3.000
 NS4  C12   C13  C8   110.24  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
 NS4  CONST_01  C4   C5   C6   C1     0.00   0.0  0
 NS4  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 NS4  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 NS4  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 NS4  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 NS4  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 NS4  CONST_07  C5   C6   C1   N1   180.00   0.0  0
 NS4  CONST_08  C3   C2   C1   N1   180.00   0.0  0
 NS4  CONST_09  N2   C4   C3   C2   180.00   0.0  0
 NS4  CONST_10  C6   C5   C4   N2   180.00   0.0  0
 NS4  CONST_11  O5   C2   C3   C4   180.00   0.0  0
 NS4  CONST_12  C6   C1   C2   O5   180.00   0.0  0
 NS4  CONST_13  H5   C5   C6   C1   180.00   0.0  0
 NS4  CONST_14  H3   C3   C2   C1   180.00   0.0  0
 NS4  CONST_15  H6   C6   C1   C2   180.00   0.0  0
 NS4  CONST_18  O3   N2   C4   C3     0.00   0.0  0
 NS4  CONST_19  O4   N2   C4   C3   180.00   0.0  0
 NS4  CONST_20  C5   C4   N2   O3   180.00   0.0  0
 NS4  CONST_21  C5   C4   N2   O4     0.00   0.0  0
 NS4  CONST_22  HN1  N1   C1   C2     0.00   0.0  0
 NS4  Var_01    C11  C12  C13  C8   -55.82  30.0  1
 NS4  Var_02    C11  C10  C9   C8    56.26  30.0  1
 NS4  Var_03    C12  C11  C10  C9   -54.97  30.0  1
 NS4  Var_04    C13  C12  C11  C10   54.80  30.0  1
 NS4  Var_05    O1   S1   N1   C1   176.62  30.0  2
 NS4  Var_06    H7   C7   S1   N1    61.99  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
 NS4  chir_01  C8  O5  C13  C9  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
 NS4  plan-1  C1   0.020
 NS4  plan-1  N1   0.020
 NS4  plan-1  C2   0.020
 NS4  plan-1  N2   0.020
 NS4  plan-1  C3   0.020
 NS4  plan-1  C4   0.020
 NS4  plan-1  C5   0.020
 NS4  plan-1  O5   0.020
 NS4  plan-1  C6   0.020
 NS4  plan-1  H3   0.020
 NS4  plan-1  H5   0.020
 NS4  plan-1  H6   0.020
 NS4  plan-2  C1   0.020
 NS4  plan-2  N1   0.020
 NS4  plan-2  S1   0.020
 NS4  plan-2  HN1  0.020
 NS4  plan-3  N2   0.020
 NS4  plan-3  O3   0.020
 NS4  plan-3  C4   0.020
 NS4  plan-3  O4   0.020

