# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 11:37:03 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: N-[4-(3-chloranyl-4-cyano-phenoxy)cyclohexyl]-1,1,1-tris(fluoranyl)methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)(F)[S](=O)(=O)N[C@H]1CC[C@@H](CC1)Oc2ccc(C#N)c(Cl)c2
#
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
 XI1  XI1  N-[4-(3-chloranyl-4-cyano-phenoxy)cyclohexyl]-1,1,1-tris(fluoranyl)methanesulfonamide  ligand  38  24  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_XI1
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
 XI1  F1    F   F     0  -0.279  -5.1708  -1.9463  -0.2069
 XI1  C2    C   CT    0   0.845  -5.1783  -0.7391  -0.7482
 XI1  F3    F   F     0  -0.282  -4.3311  -0.7165  -1.7680
 XI1  F4    F   F     0  -0.280  -6.3965  -0.4630  -1.1870
 XI1  S5    S   S     0   1.277  -4.6733   0.5173   0.5023
 XI1  O6    O   OS    0  -0.630  -4.6842   1.7704  -0.2221
 XI1  O7    O   OS    0  -0.632  -5.5300   0.2797   1.6426
 XI1  N8    N   NC1   0  -0.769  -3.1703   0.0779   0.8577
 XI1  C9    C   CH1   0  -0.064  -1.9732   0.6389   0.2289
 XI1  C11   C   CH2   0  -0.436  -1.4453   1.8440   0.9996
 XI1  C12   C   CH2   0  -0.467  -0.1617   2.3770   0.3728
 XI1  C13   C   CH1   0   0.033   0.8890   1.2825   0.2905
 XI1  C15   C   CH2   0  -0.487   0.3671   0.0884  -0.4989
 XI1  C16   C   CH2   0  -0.445  -0.9143  -0.4525   0.1265
 XI1  O17   O   O2    0  -0.476   2.0329   1.8633  -0.3432
 XI1  C18   C   CR6   0   0.421   3.2318   1.2882  -0.2805
 XI1  C19   C   CR16  0  -0.339   4.2476   1.9111  -1.0175
 XI1  C20   C   CR16  0  -0.237   5.5209   1.3947  -1.0150
 XI1  C21   C   CR6   0   0.048   5.8248   0.2436  -0.2802
 XI1  C22   C   CSP   0   0.045   7.1416  -0.2891  -0.2938
 XI1  N23   N   NS    0  -0.246   8.2161  -0.7060  -0.3194
 XI1  C24   C   CR6   0  -0.036   4.8076  -0.3624   0.4549
 XI1  CL25  CL  CL    0  -0.081   5.1530  -1.7778   1.3726
 XI1  C26   C   CR16  0  -0.321   3.5213   0.1426   0.4640
 XI1  H8    H   HNC1  0   0.438  -3.0615  -0.4359   1.7242
 XI1  H9    H   HCH1  0   0.266  -2.2425   0.9529  -0.7824
 XI1  H111  H   HCH2  0   0.258  -2.1998   2.6319   1.0221
 XI1  H112  H   HCH2  0   0.235  -1.2624   1.5494   2.0381
 XI1  H161  H   HCH2  0   0.239  -0.6992  -0.8470   1.1258
 XI1  H162  H   HCH2  0   0.264  -1.2924  -1.2852  -0.4689
 XI1  H121  H   HCH2  0   0.240  -0.3703   2.7549  -0.6334
 XI1  H122  H   HCH2  0   0.260   0.2150   3.2154   0.9619
 XI1  H13   H   HCH1  0   0.241   1.1491   0.9742   1.3106
 XI1  H151  H   HCH2  0   0.246   0.1747   0.4038  -1.5290
 XI1  H152  H   HCH2  0   0.264   1.1076  -0.7125  -0.5459
 XI1  H19   H   HCR6  0   0.286   4.0220   2.8012  -1.5888
 XI1  H26   H   HCR6  0   0.310   2.7704  -0.3635   1.0523
 XI1  H20   H   HCR6  0   0.292   6.2986   1.8787  -1.5895

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
 XI1  F1   C2    single    1.323  0.020  1.323
 XI1  C2   F3    single    1.326  0.020  1.326
 XI1  C2   F4    single    1.324  0.020  1.324
 XI1  C2   S5    single    1.843  0.020  1.843
 XI1  S5   O6    double    1.447  0.020  1.447
 XI1  S5   O7    double    1.446  0.020  1.446
 XI1  S5   N8    single    1.606  0.020  1.606
 XI1  N8   C9    single    1.464  0.020  1.464
 XI1  C9   C11   single    1.525  0.020  1.525
 XI1  C9   C16   single    1.524  0.020  1.524
 XI1  C11  C12   single    1.525  0.020  1.525
 XI1  C12  C13   single    1.519  0.020  1.519
 XI1  C13  C15   single    1.524  0.020  1.524
 XI1  C13  O17   single    1.431  0.020  1.431
 XI1  C15  C16   single    1.525  0.020  1.525
 XI1  O17  C18   single    1.331  0.020  1.331
 XI1  C18  C19   aromatic  1.401  0.020  1.401
 XI1  C18  C26   aromatic  1.397  0.020  1.397
 XI1  C19  C20   aromatic  1.374  0.020  1.374
 XI1  C20  C21   aromatic  1.399  0.020  1.399
 XI1  C21  C22   single    1.421  0.020  1.421
 XI1  C21  C24   aromatic  1.394  0.020  1.394
 XI1  C22  N23   triple    1.153  0.020  1.153
 XI1  C24  CL25  single    1.722  0.020  1.722
 XI1  C24  C26   aromatic  1.382  0.020  1.382
 XI1  N8   H8    single    0.860  0.020  1.020
 XI1  C9   H9    single    0.970  0.020  1.090
 XI1  C11  H111  single    0.970  0.020  1.090
 XI1  C11  H112  single    0.970  0.020  1.090
 XI1  C16  H161  single    0.970  0.020  1.090
 XI1  C16  H162  single    0.970  0.020  1.090
 XI1  C12  H121  single    0.970  0.020  1.090
 XI1  C12  H122  single    0.970  0.020  1.090
 XI1  C13  H13   single    0.970  0.020  1.090
 XI1  C15  H151  single    0.970  0.020  1.090
 XI1  C15  H152  single    0.970  0.020  1.090
 XI1  C19  H19   single    0.930  0.020  1.080
 XI1  C26  H26   single    0.930  0.020  1.080
 XI1  C20  H20   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
 XI1  S5    C2   F4    109.56  3.000
 XI1  S5    C2   F3    109.58  3.000
 XI1  F4    C2   F3    109.24  3.000
 XI1  S5    C2   F1    110.05  3.000
 XI1  F4    C2   F1    109.34  3.000
 XI1  F3    C2   F1    109.07  3.000
 XI1  N8    S5   O7    109.58  3.000
 XI1  N8    S5   O6    110.77  3.000
 XI1  O7    S5   O6    122.17  3.000
 XI1  N8    S5   C2    102.71  3.000
 XI1  O7    S5   C2    105.11  3.000
 XI1  O6    S5   C2    104.39  3.000
 XI1  H8    N8   C9    118.29  3.000
 XI1  H8    N8   S5    115.37  3.000
 XI1  C9    N8   S5    124.44  3.000
 XI1  H9    C9   C16   108.35  3.000
 XI1  H9    C9   C11   109.03  3.000
 XI1  C16   C9   C11   111.06  3.000
 XI1  H9    C9   N8    107.83  3.000
 XI1  C16   C9   N8    108.82  3.000
 XI1  C11   C9   N8    111.64  3.000
 XI1  H112  C11  H111  106.88  3.000
 XI1  H112  C11  C12   110.08  3.000
 XI1  H111  C11  C12   109.77  3.000
 XI1  H112  C11  C9    108.94  3.000
 XI1  H111  C11  C9    109.98  3.000
 XI1  C12   C11  C9    111.10  3.000
 XI1  H122  C12  H121  107.25  3.000
 XI1  H122  C12  C13   110.11  3.000
 XI1  H121  C12  C13   109.30  3.000
 XI1  H122  C12  C11   109.70  3.000
 XI1  H121  C12  C11   109.76  3.000
 XI1  C13   C12  C11   110.65  3.000
 XI1  H13   C13  O17   109.65  3.000
 XI1  H13   C13  C15   110.04  3.000
 XI1  O17   C13  C15   111.25  3.000
 XI1  H13   C13  C12   108.43  3.000
 XI1  O17   C13  C12   106.53  3.000
 XI1  C15   C13  C12   110.84  3.000
 XI1  H152  C15  H151  106.87  3.000
 XI1  H152  C15  C16   109.11  3.000
 XI1  H151  C15  C16   109.90  3.000
 XI1  H152  C15  C13   111.41  3.000
 XI1  H151  C15  C13   108.78  3.000
 XI1  C16   C15  C13   110.69  3.000
 XI1  H162  C16  H161  106.91  3.000
 XI1  H162  C16  C15   109.76  3.000
 XI1  H161  C16  C15   109.67  3.000
 XI1  H162  C16  C9    110.02  3.000
 XI1  H161  C16  C9    109.45  3.000
 XI1  C15   C16  C9    110.94  3.000
 XI1  C18   O17  C13   121.59  3.000
 XI1  C26   C18  C19   119.66  3.000
 XI1  C26   C18  O17   124.48  3.000
 XI1  C19   C18  O17   115.86  3.000
 XI1  H19   C19  C20   120.24  3.000
 XI1  H19   C19  C18   119.50  3.000
 XI1  C20   C19  C18   120.26  3.000
 XI1  H20   C20  C21   119.41  3.000
 XI1  H20   C20  C19   119.82  3.000
 XI1  C21   C20  C19   120.76  3.000
 XI1  C24   C21  C22   121.23  3.000
 XI1  C24   C21  C20   118.44  3.000
 XI1  C22   C21  C20   120.33  3.000
 XI1  N23   C22  C21   180.00  3.000
 XI1  C26   C24  CL25  118.92  3.000
 XI1  C26   C24  C21   121.60  3.000
 XI1  CL25  C24  C21   119.48  3.000
 XI1  H26   C26  C24   118.66  3.000
 XI1  H26   C26  C18   122.06  3.000
 XI1  C24   C26  C18   119.29  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
 XI1  CONST_01  C21   C20  C19  C18    0.00   0.0  0
 XI1  CONST_02  C21   C24  C26  C18    0.00   0.0  0
 XI1  CONST_03  C24   C26  C18  C19    0.00   0.0  0
 XI1  CONST_04  C24   C21  C20  C19    0.00   0.0  0
 XI1  CONST_05  C26   C18  C19  C20    0.00   0.0  0
 XI1  CONST_06  C26   C24  C21  C20    0.00   0.0  0
 XI1  CONST_07  C20   C19  C18  O17  180.00   0.0  0
 XI1  CONST_08  C24   C26  C18  O17  180.00   0.0  0
 XI1  CONST_09  CL25  C24  C26  C18  180.00   0.0  0
 XI1  CONST_10  C22   C21  C20  C19  180.00   0.0  0
 XI1  CONST_11  CL25  C24  C21  C20  180.00   0.0  0
 XI1  CONST_12  C26   C24  C21  C22  180.00   0.0  0
 XI1  CONST_13  H20   C20  C19  C18  180.00   0.0  0
 XI1  CONST_14  H26   C26  C18  C19  180.00   0.0  0
 XI1  CONST_15  H19   C19  C20  C21  180.00   0.0  0
 XI1  Var_01    C13   C12  C11  C9   -56.31  30.0  1
 XI1  Var_02    C13   C15  C16  C9    56.33  30.0  1
 XI1  Var_03    C19   C18  O17  C13  175.88  30.0  2
 XI1  Var_04    C9    N8   S5   C2    94.94  30.0  3
 XI1  Var_05    O6    S5   C2   F1   178.33  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
 XI1  chir_01  C9   N8   C11  C16  negativ
 XI1  chir_02  C13  O17  C12  C15  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
 XI1  plan-1  O17   0.020
 XI1  plan-1  C18   0.020
 XI1  plan-1  C19   0.020
 XI1  plan-1  C20   0.020
 XI1  plan-1  C21   0.020
 XI1  plan-1  C22   0.020
 XI1  plan-1  N23   0.020
 XI1  plan-1  C24   0.020
 XI1  plan-1  CL25  0.020
 XI1  plan-1  C26   0.020
 XI1  plan-1  H19   0.020
 XI1  plan-1  H26   0.020
 XI1  plan-1  H20   0.020

