# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 16:07:19 2022
#   Inital geometry file: a 99 line input string
#   Ligand name: 2-(cyclooctylamino)-3,5,6-tris(fluoranyl)benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[S](=O)(=O)c1c(F)c(F)cc(F)c1NC2CCCCCCC2
#
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
 OQW  OQW  2-(cyclooctylamino)-3,5,6-tris(fluoranyl)benzenesulfonamide  ligand  41  22  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OQW
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
 OQW  C6   C  CR6   0   0.400  16.4167   6.5076  15.0059
 OQW  C4   C  CR6   0   0.466  15.9231   5.3681  15.5916
 OQW  C3   C  CR6   0  -0.506  16.2475   4.0993  15.1053
 OQW  O1   O  OS    0  -0.644  16.1563   2.5310  17.2134
 OQW  C8   C  CR16  0  -0.556  17.3048   6.4062  13.9552
 OQW  C11  C  CR6   0   0.236  17.1940   3.9538  14.0627
 OQW  C13  C  CH1   0  -0.095  17.6933   2.3937  12.1816
 OQW  C14  C  CH2   0  -0.440  18.2894   0.9848  12.1190
 OQW  C9   C  CR6   0   0.529  17.6851   5.1591  13.5303
 OQW  C15  C  CH2   0  -0.448  18.1995   0.2614  10.7826
 OQW  C16  C  CH2   0  -0.424  18.9644   0.8647   9.6100
 OQW  C17  C  CH2   0  -0.453  18.4989   2.2307   9.0982
 OQW  C20  C  CH2   0  -0.460  16.3055   2.5123  11.5237
 OQW  C19  C  CH2   0  -0.432  16.2977   3.1428  10.1295
 OQW  C18  C  CH2   0  -0.435  16.9785   2.4038   8.9765
 OQW  O22  O  OS    0  -0.634  14.0121   3.1310  16.0474
 OQW  S2   S  S     0   1.385  15.4172   2.7758  15.9893
 OQW  N21  N  NC2   0  -0.910  15.6218   1.4438  15.0457
 OQW  F10  F  F     0  -0.305  18.6216   5.0972  12.5746
 OQW  F7   F  F     0  -0.299  16.0608   7.7038  15.4786
 OQW  F5   F  F     0  -0.289  15.1305   5.5016  16.6540
 OQW  N12  N  NH1   0  -0.671  17.6789   2.7504  13.6124
 OQW  H1   H  HCR6  0   0.322  17.7295   7.2926  13.5009
 OQW  H2   H  HCH1  0   0.251  18.3750   3.0740  11.6779
 OQW  H3   H  HCH2  0   0.220  17.7684   0.3637  12.8573
 OQW  H4   H  HCH2  0   0.231  19.3329   1.0331  12.4437
 OQW  H5   H  HCH2  0   0.221  17.1500   0.1251  10.5079
 OQW  H6   H  HCH2  0   0.234  18.5818  -0.7507  10.9406
 OQW  H7   H  HCH2  0   0.218  18.8931   0.1533   8.7819
 OQW  H8   H  HCH2  0   0.215  20.0277   0.9218   9.8631
 OQW  H9   H  HCH2  0   0.231  18.9517   2.3756   8.1142
 OQW  H10  H  HCH2  0   0.220  18.9111   3.0337   9.7140
 OQW  H11  H  HCH2  0   0.237  15.6762   3.1501  12.1513
 OQW  H12  H  HCH2  0   0.228  15.8017   1.5404  11.5078
 OQW  H13  H  HCH2  0   0.212  16.7440   4.1406  10.2076
 OQW  H14  H  HCH2  0   0.225  15.2534   3.3085   9.8502
 OQW  H15  H  HCH2  0   0.227  16.7662   2.9792   8.0720
 OQW  H16  H  HCH2  0   0.217  16.4992   1.4325   8.8168
 OQW  H17  H  HNC2  0   0.436  15.8118   0.6106  15.5931
 OQW  H18  H  HNC2  0   0.432  14.8818   1.2984  14.3665
 OQW  H19  H  HNH1  0   0.404  17.2926   1.9824  14.1455

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
 OQW  C18  C17  single    1.535  0.020  1.535
 OQW  C18  C19  single    1.529  0.020  1.529
 OQW  C17  C16  single    1.531  0.020  1.531
 OQW  C16  C15  single    1.525  0.020  1.525
 OQW  C19  C20  single    1.530  0.020  1.530
 OQW  C15  C14  single    1.522  0.020  1.522
 OQW  C20  C13  single    1.540  0.020  1.540
 OQW  C14  C13  single    1.531  0.020  1.531
 OQW  C13  N12  single    1.475  0.020  1.475
 OQW  F10  C9   single    1.339  0.020  1.339
 OQW  C9   C8   aromatic  1.371  0.020  1.371
 OQW  C9   C11  aromatic  1.406  0.020  1.406
 OQW  N12  C11  single    1.373  0.020  1.373
 OQW  C8   C6   aromatic  1.380  0.020  1.380
 OQW  C11  C3   aromatic  1.416  0.020  1.416
 OQW  C6   F7   single    1.335  0.020  1.335
 OQW  C6   C4   aromatic  1.373  0.020  1.373
 OQW  C3   C4   aromatic  1.397  0.020  1.397
 OQW  C3   S2   single    1.795  0.020  1.795
 OQW  N21  S2   single    1.645  0.020  1.645
 OQW  C4   F5   single    1.332  0.020  1.332
 OQW  O22  S2   double    1.450  0.020  1.450
 OQW  S2   O1   double    1.451  0.020  1.451
 OQW  C8   H1   single    0.930  0.020  1.080
 OQW  C13  H2   single    0.970  0.020  1.090
 OQW  C14  H3   single    0.970  0.020  1.090
 OQW  C14  H4   single    0.970  0.020  1.090
 OQW  C15  H5   single    0.970  0.020  1.090
 OQW  C15  H6   single    0.970  0.020  1.090
 OQW  C16  H7   single    0.970  0.020  1.090
 OQW  C16  H8   single    0.970  0.020  1.090
 OQW  C17  H9   single    0.970  0.020  1.090
 OQW  C17  H10  single    0.970  0.020  1.090
 OQW  C20  H11  single    0.970  0.020  1.090
 OQW  C20  H12  single    0.970  0.020  1.090
 OQW  C19  H13  single    0.970  0.020  1.090
 OQW  C19  H14  single    0.970  0.020  1.090
 OQW  C18  H15  single    0.970  0.020  1.090
 OQW  C18  H16  single    0.970  0.020  1.090
 OQW  N21  H17  single    0.890  0.020  1.040
 OQW  N21  H18  single    0.890  0.020  1.040
 OQW  N12  H19  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
 OQW  F7   C6   C8   120.49  3.000
 OQW  F7   C6   C4   119.80  3.000
 OQW  C8   C6   C4   119.69  3.000
 OQW  F5   C4   C3   120.45  3.000
 OQW  F5   C4   C6   118.10  3.000
 OQW  C3   C4   C6   121.45  3.000
 OQW  S2   C3   C11  126.59  3.000
 OQW  S2   C3   C4   113.00  3.000
 OQW  C11  C3   C4   120.33  3.000
 OQW  H1   C8   C9   120.38  3.000
 OQW  H1   C8   C6   120.79  3.000
 OQW  C9   C8   C6   118.78  3.000
 OQW  N12  C11  C9   120.24  3.000
 OQW  N12  C11  C3   124.58  3.000
 OQW  C9   C11  C3   115.10  3.000
 OQW  H2   C13  N12  107.72  3.000
 OQW  H2   C13  C20  108.60  3.000
 OQW  N12  C13  C20  112.77  3.000
 OQW  H2   C13  C14  108.23  3.000
 OQW  N12  C13  C14  105.43  3.000
 OQW  C20  C13  C14  113.84  3.000
 OQW  H4   C14  H3   106.17  3.000
 OQW  H4   C14  C15  109.75  3.000
 OQW  H3   C14  C15  107.09  3.000
 OQW  H4   C14  C13  108.58  3.000
 OQW  H3   C14  C13  107.98  3.000
 OQW  C15  C14  C13  116.75  3.000
 OQW  F10  C9   C11  118.34  3.000
 OQW  C11  C9   C8   124.43  3.000
 OQW  F10  C9   C8   117.19  3.000
 OQW  H6   C15  H5   104.87  3.000
 OQW  H6   C15  C16  107.58  3.000
 OQW  H5   C15  C16  109.74  3.000
 OQW  H6   C15  C14  107.00  3.000
 OQW  H5   C15  C14  109.67  3.000
 OQW  C16  C15  C14  117.23  3.000
 OQW  H8   C16  H7   105.80  3.000
 OQW  H8   C16  C17  109.03  3.000
 OQW  H7   C16  C17  107.90  3.000
 OQW  H8   C16  C15  109.28  3.000
 OQW  H7   C16  C15  106.98  3.000
 OQW  C17  C16  C15  117.23  3.000
 OQW  H10  C17  H9   104.70  3.000
 OQW  H10  C17  C18  109.60  3.000
 OQW  H9   C17  C18  108.91  3.000
 OQW  H10  C17  C16  110.64  3.000
 OQW  H9   C17  C16  107.05  3.000
 OQW  C18  C17  C16  115.36  3.000
 OQW  H12  C20  H11  105.14  3.000
 OQW  H12  C20  C19  110.50  3.000
 OQW  H11  C20  C19  106.23  3.000
 OQW  H12  C20  C13  110.64  3.000
 OQW  H11  C20  C13  108.55  3.000
 OQW  C19  C20  C13  115.18  3.000
 OQW  H14  C19  H13  105.61  3.000
 OQW  H14  C19  C18  107.81  3.000
 OQW  H13  C19  C18  108.21  3.000
 OQW  H14  C19  C20  107.45  3.000
 OQW  H13  C19  C20  107.95  3.000
 OQW  C18  C19  C20  119.05  3.000
 OQW  H16  C18  H15  105.14  3.000
 OQW  H16  C18  C19  110.10  3.000
 OQW  H15  C18  C19  106.44  3.000
 OQW  H16  C18  C17  110.19  3.000
 OQW  H15  C18  C17  108.51  3.000
 OQW  C19  C18  C17  115.83  3.000
 OQW  N21  S2   O22  109.98  3.000
 OQW  O22  S2   O1   120.07  3.000
 OQW  N21  S2   O1   106.50  3.000
 OQW  O1   S2   C3   107.71  3.000
 OQW  O22  S2   C3   106.70  3.000
 OQW  N21  S2   C3   104.89  3.000
 OQW  H18  N21  H17  112.33  3.000
 OQW  H18  N21  S2   114.15  3.000
 OQW  H17  N21  S2   112.25  3.000
 OQW  H19  N12  C13  109.35  3.000
 OQW  H19  N12  C11  110.96  3.000
 OQW  C13  N12  C11  122.24  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
 OQW  CONST_01  C11  C9   C8   C6     0.00   0.0  0
 OQW  CONST_02  C11  C3   C4   C6     0.00   0.0  0
 OQW  CONST_03  C9   C8   C6   C4     0.00   0.0  0
 OQW  CONST_04  C9   C11  C3   C4     0.00   0.0  0
 OQW  CONST_05  C8   C9   C11  C3     0.00   0.0  0
 OQW  CONST_06  C8   C6   C4   C3     0.00   0.0  0
 OQW  CONST_07  F10  C9   C8   C6   180.00   0.0  0
 OQW  CONST_08  S2   C3   C4   C6   180.00   0.0  0
 OQW  CONST_09  N12  C11  C3   C4   180.00   0.0  0
 OQW  CONST_10  F10  C9   C11  C3   180.00   0.0  0
 OQW  CONST_11  F7   C6   C4   C3   180.00   0.0  0
 OQW  CONST_12  N12  C11  C9   C8   180.00   0.0  0
 OQW  CONST_13  F5   C4   C6   C8   180.00   0.0  0
 OQW  CONST_14  F5   C4   C3   C11  180.00   0.0  0
 OQW  CONST_15  F7   C6   C8   C9   180.00   0.0  0
 OQW  CONST_16  S2   C3   C11  C9   180.00   0.0  0
 OQW  CONST_19  H1   C8   C6   C4   180.00   0.0  0
 OQW  CONST_20  H19  N12  C11  C3     0.00   0.0  0
 OQW  Var_01    N21  S2   C3   C4   166.09  30.0  2
 OQW  Var_02    H17  N21  S2   C3   140.18  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
 OQW  chir_01  C13  C20  C14  N12  positiv

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
 OQW  plan-1  C6   0.020
 OQW  plan-1  C4   0.020
 OQW  plan-1  C3   0.020
 OQW  plan-1  C8   0.020
 OQW  plan-1  C11  0.020
 OQW  plan-1  C9   0.020
 OQW  plan-1  S2   0.020
 OQW  plan-1  F10  0.020
 OQW  plan-1  F7   0.020
 OQW  plan-1  F5   0.020
 OQW  plan-1  N12  0.020
 OQW  plan-1  H1   0.020
 OQW  plan-2  C11  0.020
 OQW  plan-2  C13  0.020
 OQW  plan-2  N12  0.020
 OQW  plan-2  H19  0.020

