# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 05:37:00 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: N-(cycloprop-2-en-1-yl)-5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-methylbenzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1onc(C)c1c2ccc(C)c(c2)[S](=O)(=O)NC3C=C3
#
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
 A9N  A9N  N-(cycloprop-2-en-1-yl)-5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-methylbenzenesulfonamide  ligand  37  21  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A9N
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
 A9N  O3    O  OS    0  -0.655   3.0348  -1.4202   1.8869
 A9N  S     S  S     0   1.376   2.3300  -0.2504   1.3903
 A9N  O2    O  OS    0  -0.651   1.7558   0.6897   2.3397
 A9N  N2    N  NC1   0  -0.734   3.3922   0.6061   0.4739
 A9N  C13   C  CH1   0  -0.123   2.8981   1.7953  -0.2056
 A9N  C15   C  C1    0  -0.230   3.2797   2.0201  -1.6154
 A9N  C14   C  C1    0  -0.181   2.0433   1.7032  -1.4244
 A9N  C11   C  CR6   0  -0.246   1.0169  -0.7607   0.2965
 A9N  C9    C  CR6   0   0.139   1.2381  -1.6946  -0.7232
 A9N  C10   C  CH3   0  -0.741   2.5348  -2.4125  -0.9547
 A9N  C8    C  CR16  0  -0.282   0.1595  -1.9616  -1.5627
 A9N  C7    C  CR16  0  -0.283  -1.0659  -1.3358  -1.4119
 A9N  C12   C  CR16  0  -0.310  -0.2148  -0.1457   0.4721
 A9N  C6    C  CR6   0   0.054  -1.2763  -0.4169  -0.3867
 A9N  C5    C  CR5   0  -0.177  -2.5629   0.2577  -0.2185
 A9N  C2    C  CR5   0   0.253  -3.8718  -0.3109  -0.2560
 A9N  C1    C  CH3   0  -0.753  -4.2542  -1.7309  -0.4768
 A9N  C3    C  CR5   0   0.425  -2.7951   1.5761   0.0270
 A9N  C4    C  CH3   0  -0.765  -1.9055   2.7495   0.1789
 A9N  O1    O  O     0  -0.342  -4.1088   1.7763   0.1294
 A9N  N1    N  N     0  -0.178  -4.7765   0.5979  -0.0429
 A9N  H2    H  HNC1  0   0.417   4.0290   0.0260  -0.0616
 A9N  H13   H  HCH1  0   0.262   2.7985   2.6274   0.4851
 A9N  H15   H  H     0   0.269   4.0950   2.2848  -2.2670
 A9N  H14   H  H     0   0.268   1.0579   1.5098  -1.8126
 A9N  H12   H  HCR6  0   0.285  -0.3556   0.5480   1.2893
 A9N  H101  H  HCH3  0   0.269   2.7818  -3.0738  -0.1258
 A9N  H102  H  HCH3  0   0.263   2.4700  -3.0154  -1.8575
 A9N  H103  H  HCH3  0   0.236   3.3732  -1.7294  -1.0875
 A9N  H8    H  HCR6  0   0.269   0.2893  -2.6743  -2.3671
 A9N  H7    H  HCR6  0   0.263  -1.8580  -1.5563  -2.1152
 A9N  H11C  H  HCH3  0   0.260  -3.6589  -2.3939   0.1505
 A9N  H12C  H  HCH3  0   0.268  -5.3061  -1.8869  -0.2466
 A9N  H13C  H  HCH3  0   0.262  -4.0890  -2.0267  -1.5133
 A9N  H41C  H  HCH3  0   0.280  -2.3198   3.6254  -0.3189
 A9N  H42C  H  HCH3  0   0.278  -1.7563   3.0004   1.2303
 A9N  H43C  H  HCH3  0   0.256  -0.9291   2.5425  -0.2550

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
 A9N  O3   S     double    1.453  0.020  1.453
 A9N  S    O2    double    1.454  0.020  1.454
 A9N  S    N2    single    1.644  0.020  1.644
 A9N  S    C11   single    1.784  0.020  1.784
 A9N  N2   C13   single    1.456  0.020  1.456
 A9N  C13  C15   single    1.478  0.020  1.478
 A9N  C13  C14   single    1.491  0.020  1.491
 A9N  C15  C14   double    1.291  0.020  1.291
 A9N  C11  C9    aromatic  1.400  0.020  1.400
 A9N  C11  C12   aromatic  1.388  0.020  1.388
 A9N  C9   C10   single    1.500  0.020  1.500
 A9N  C9   C8    aromatic  1.393  0.020  1.393
 A9N  C8   C7    aromatic  1.384  0.020  1.384
 A9N  C7   C6    aromatic  1.393  0.020  1.393
 A9N  C12  C6    aromatic  1.392  0.020  1.392
 A9N  C6   C5    single    1.462  0.020  1.462
 A9N  C5   C2    aromatic  1.428  0.020  1.428
 A9N  C5   C3    aromatic  1.361  0.020  1.361
 A9N  C2   C1    single    1.487  0.020  1.487
 A9N  C2   N1    aromatic  1.300  0.020  1.300
 A9N  C3   C4    single    1.480  0.020  1.480
 A9N  C3   O1    aromatic  1.333  0.020  1.333
 A9N  O1   N1    aromatic  1.365  0.020  1.365
 A9N  N2   H2    single    0.890  0.020  1.040
 A9N  C13  H13   single    0.970  0.020  1.090
 A9N  C15  H15   single    0.930  0.020  1.080
 A9N  C14  H14   single    0.930  0.020  1.080
 A9N  C12  H12   single    0.930  0.020  1.080
 A9N  C10  H101  single    0.970  0.020  1.090
 A9N  C10  H102  single    0.970  0.020  1.090
 A9N  C10  H103  single    0.970  0.020  1.090
 A9N  C8   H8    single    0.930  0.020  1.080
 A9N  C7   H7    single    0.930  0.020  1.080
 A9N  C1   H11C  single    0.970  0.020  1.090
 A9N  C1   H12C  single    0.970  0.020  1.090
 A9N  C1   H13C  single    0.970  0.020  1.090
 A9N  C4   H41C  single    0.970  0.020  1.090
 A9N  C4   H42C  single    0.970  0.020  1.090
 A9N  C4   H43C  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
 A9N  C11   S    N2    106.44  3.000
 A9N  C11   S    O2    107.14  3.000
 A9N  N2    S    O2    106.40  3.000
 A9N  C11   S    O3    109.65  3.000
 A9N  N2    S    O3    107.25  3.000
 A9N  O2    S    O3    119.26  3.000
 A9N  H2    N2   C13   115.71  3.000
 A9N  H2    N2   S     113.71  3.000
 A9N  C13   N2   S     117.80  3.000
 A9N  H13   C13  C14   120.96  3.000
 A9N  H13   C13  C15   120.93  3.000
 A9N  C14   C13  C15    51.52  3.000
 A9N  H13   C13  N2    111.11  3.000
 A9N  C14   C13  N2    121.69  3.000
 A9N  C15   C13  N2    118.80  3.000
 A9N  H15   C15  C14   151.09  3.000
 A9N  H15   C15  C13   144.12  3.000
 A9N  C14   C15  C13    64.79  3.000
 A9N  H14   C14  C15   150.18  3.000
 A9N  H14   C14  C13   146.13  3.000
 A9N  C15   C14  C13    63.69  3.000
 A9N  C12   C11  C9    121.86  3.000
 A9N  C12   C11  S     116.68  3.000
 A9N  C9    C11  S     121.41  3.000
 A9N  C8    C9   C10   118.99  3.000
 A9N  C8    C9   C11   116.39  3.000
 A9N  C10   C9   C11   124.61  3.000
 A9N  H103  C10  H102  106.98  3.000
 A9N  H103  C10  H101  107.40  3.000
 A9N  H102  C10  H101  107.99  3.000
 A9N  H103  C10  C9    112.58  3.000
 A9N  H102  C10  C9    109.99  3.000
 A9N  H101  C10  C9    111.68  3.000
 A9N  H8    C8   C7    119.00  3.000
 A9N  H8    C8   C9    118.77  3.000
 A9N  C7    C8   C9    122.23  3.000
 A9N  H7    C7   C6    120.16  3.000
 A9N  H7    C7   C8    119.02  3.000
 A9N  C6    C7   C8    120.81  3.000
 A9N  H12   C12  C6    119.48  3.000
 A9N  H12   C12  C11   119.70  3.000
 A9N  C6    C12  C11   120.82  3.000
 A9N  C5    C6   C12   120.66  3.000
 A9N  C5    C6   C7    121.46  3.000
 A9N  C12   C6   C7    117.87  3.000
 A9N  C3    C5   C2    103.54  3.000
 A9N  C3    C5   C6    128.15  3.000
 A9N  C2    C5   C6    128.31  3.000
 A9N  N1    C2   C1    120.86  3.000
 A9N  N1    C2   C5    110.81  3.000
 A9N  C1    C2   C5    128.32  3.000
 A9N  H13C  C1   H12C  107.98  3.000
 A9N  H13C  C1   H11C  107.42  3.000
 A9N  H12C  C1   H11C  108.61  3.000
 A9N  H13C  C1   C2    111.17  3.000
 A9N  H12C  C1   C2    110.74  3.000
 A9N  H11C  C1   C2    110.79  3.000
 A9N  O1    C3   C4    117.74  3.000
 A9N  O1    C3   C5    109.12  3.000
 A9N  C4    C3   C5    133.14  3.000
 A9N  H43C  C4   H42C  107.77  3.000
 A9N  H43C  C4   H41C  108.18  3.000
 A9N  H42C  C4   H41C  107.90  3.000
 A9N  H43C  C4   C3    110.33  3.000
 A9N  H42C  C4   C3    111.30  3.000
 A9N  H41C  C4   C3    111.21  3.000
 A9N  N1    O1   C3    110.04  3.000
 A9N  O1    N1   C2    106.48  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
 A9N  CONST_01  C7    C8   C9   C11     0.00   0.0  0
 A9N  CONST_02  C7    C6   C12  C11     0.00   0.0  0
 A9N  CONST_03  C5    C6   C12  C11   180.00   0.0  0
 A9N  CONST_04  C6    C12  C11  C9      0.00   0.0  0
 A9N  CONST_05  C6    C7   C8   C9      0.00   0.0  0
 A9N  CONST_06  C12   C11  C9   C8      0.00   0.0  0
 A9N  CONST_07  C12   C6   C7   C8      0.00   0.0  0
 A9N  CONST_08  C5    C6   C7   C8    180.00   0.0  0
 A9N  CONST_13  N1    C2   C5   C6    180.00   0.0  0
 A9N  CONST_14  O1    C3   C5   C6    180.00   0.0  0
 A9N  CONST_15  O1    N1   C2   C5      0.00   0.0  0
 A9N  CONST_16  N1    O1   C3   C5      0.00   0.0  0
 A9N  CONST_17  O1    C3   C5   C2      0.00   0.0  0
 A9N  CONST_18  C3    O1   N1   C2      0.00   0.0  0
 A9N  CONST_19  N1    C2   C5   C3      0.00   0.0  0
 A9N  CONST_20  C8    C9   C11  S     180.00   0.0  0
 A9N  CONST_21  C6    C12  C11  S     180.00   0.0  0
 A9N  CONST_22  C12   C11  C9   C10   180.00   0.0  0
 A9N  CONST_23  C7    C8   C9   C10   180.00   0.0  0
 A9N  CONST_24  C1    C2   C5   C6      0.00   0.0  0
 A9N  CONST_25  C4    C3   C5   C6      0.00   0.0  0
 A9N  CONST_26  C4    C3   C5   C2    180.00   0.0  0
 A9N  CONST_27  C3    C5   C2   C1    180.00   0.0  0
 A9N  CONST_28  O1    N1   C2   C1    180.00   0.0  0
 A9N  CONST_29  N1    O1   C3   C4    180.00   0.0  0
 A9N  CONST_30  H8    C8   C9   C11   180.00   0.0  0
 A9N  CONST_31  H12   C12  C11  C9    180.00   0.0  0
 A9N  CONST_32  H7    C7   C8   C9    180.00   0.0  0
 A9N  Var_01    C14   C15  C13  N2    109.20  30.0  1
 A9N  Var_02    H14   C14  C15  C13   179.13  30.0  1
 A9N  Var_03    C9    C11  S    O3    -47.80  30.0  2
 A9N  Var_04    C15   C13  N2   S    -135.55  30.0  3
 A9N  Var_05    C11   S    N2   C13    59.21  30.0  1
 A9N  Var_06    H101  C10  C9   C11    64.99  30.0  2
 A9N  Var_07    H11C  C1   C2   C5     47.68  30.0  2
 A9N  Var_08    H41C  C4   C3   C5    139.07  30.0  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
 A9N  chir_01  C13  N2  C15  C14  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
 A9N  plan-1  C6   0.020
 A9N  plan-1  C5   0.020
 A9N  plan-1  C2   0.020
 A9N  plan-1  C1   0.020
 A9N  plan-1  C3   0.020
 A9N  plan-1  C4   0.020
 A9N  plan-1  O1   0.020
 A9N  plan-1  N1   0.020
 A9N  plan-2  S    0.020
 A9N  plan-2  C11  0.020
 A9N  plan-2  C9   0.020
 A9N  plan-2  C10  0.020
 A9N  plan-2  C8   0.020
 A9N  plan-2  C7   0.020
 A9N  plan-2  C12  0.020
 A9N  plan-2  C6   0.020
 A9N  plan-2  C5   0.020
 A9N  plan-2  H12  0.020
 A9N  plan-2  H8   0.020
 A9N  plan-2  H7   0.020

