# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 21:33:08 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: ~{N}-[3,4-bis(oxidanyl)-9,10-bis(oxidanylidene)anthracen-2-yl]-4-(dimethylamino)benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1ccc(cc1)[S](=O)(=O)Nc2cc3C(=O)c4ccccc4C(=O)c3c(O)c2O
#
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
 HKB  HKB  ~{N}-[3,4-bis(oxidanyl)-9,10-bis(oxidanylidene)anthracen-2-yl]-4-(dimethylamino)benzenesulfonamide  ligand  49  31  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HKB
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
 HKB  C01  C  CR16  0  -0.233  -6.1458  -1.9097   0.3968
 HKB  C02  C  CR16  0  -0.229  -6.1770  -1.2424   1.6153
 HKB  C03  C  CR16  0  -0.271  -5.1355  -0.4028   1.9759
 HKB  C04  C  CR66  0  -0.024  -4.0534  -0.2231   1.1213
 HKB  C05  C  CR66  0  -0.007  -4.0220  -0.8971  -0.1046
 HKB  C06  C  CR16  0  -0.269  -5.0717  -1.7387  -0.4608
 HKB  C07  C  CR6   0   0.318  -2.9510   0.6835   1.5287
 HKB  C08  C  CR66  0  -0.057  -1.8198   0.8482   0.5961
 HKB  C09  C  CR66  0  -0.182  -1.7971   0.1664  -0.6367
 HKB  C10  C  CR6   0   0.397  -2.8853  -0.7271  -1.0297
 HKB  O01  O  O     0  -0.441  -2.8573  -1.3231  -2.1032
 HKB  O02  O  O     0  -0.379  -2.9856   1.2660   2.5945
 HKB  C11  C  CR16  0  -0.325  -0.7814   1.6889   0.9387
 HKB  C12  C  CR6   0   0.183   0.3011   1.8609   0.0788
 HKB  C13  C  CR6   0   0.324   0.3405   1.1967  -1.1412
 HKB  C14  C  CR6   0   0.292  -0.7222   0.3485  -1.5067
 HKB  O03  O  OH1   0  -0.626  -0.6037  -0.2527  -2.6870
 HKB  O04  O  OH1   0  -0.600   1.3868   1.3843  -1.9437
 HKB  N01  N  NC1   0  -0.781   1.3735   2.6956   0.4572
 HKB  S    S  S     0   1.349   2.4878   2.0338   1.5376
 HKB  O05  O  OS    0  -0.655   3.5815   2.9904   1.5591
 HKB  O    O  OS    0  -0.645   1.7471   1.7433   2.7528
 HKB  C15  C  CR6   0  -0.257   3.0163   0.5289   0.8301
 HKB  C16  C  CR16  0  -0.203   4.0604   0.5231  -0.0915
 HKB  C17  C  CR16  0  -0.350   4.4206  -0.6432  -0.7254
 HKB  C18  C  CR6   0   0.420   3.7343  -1.8544  -0.4751
 HKB  C19  C  CR16  0  -0.347   2.6814  -1.8224   0.4672
 HKB  C20  C  CR16  0  -0.207   2.3299  -0.6518   1.1020
 HKB  N    N  NT    0  -0.498   4.0737  -2.9986  -1.1122
 HKB  C21  C  CH3   0  -0.541   5.1469  -3.0028  -2.0820
 HKB  C    C  CH3   0  -0.541   3.3584  -4.2246  -0.8348
 HKB  H1   H  HCR6  0   0.278  -6.9599  -2.5643   0.1163
 HKB  H2   H  HCR6  0   0.279  -7.0142  -1.3772   2.2868
 HKB  H3   H  HCR6  0   0.274  -5.1633   0.1152   2.9246
 HKB  H4   H  HCR6  0   0.275  -5.0492  -2.2609  -1.4074
 HKB  H5   H  HCR6  0   0.277  -0.8022   2.2333   1.8716
 HKB  H6   H  HOH1  0   0.493  -1.3912  -0.8304  -2.8126
 HKB  H7   H  HOH1  0   0.489   1.3121   0.8585  -2.7511
 HKB  H8   H  HNC1  0   0.417   1.8584   3.1266  -0.3246
 HKB  H9   H  HCR6  0   0.275   4.6056   1.4300  -0.3186
 HKB  H10  H  HCR6  0   0.279   5.2416  -0.6075  -1.4260
 HKB  H11  H  HCR6  0   0.279   2.1275  -2.7177   0.7096
 HKB  H12  H  HCR6  0   0.278   1.5170  -0.6697   1.8155
 HKB  H13  H  HCH3  0   0.242   6.1060  -2.7279  -1.6358
 HKB  H14  H  HCH3  0   0.262   5.2494  -4.0011  -2.4960
 HKB  H15  H  HCH3  0   0.242   4.9501  -2.3184  -2.9107
 HKB  H16  H  HCH3  0   0.241   2.2908  -4.1307  -1.0486
 HKB  H17  H  HCH3  0   0.262   3.7522  -5.0187  -1.4621
 HKB  H18  H  HCH3  0   0.242   3.4689  -4.5377   0.2067

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
 HKB  O05  S    double    1.453  0.020  1.453
 HKB  O    S    double    1.453  0.020  1.453
 HKB  S    N01  single    1.687  0.020  1.687
 HKB  S    C15  single    1.745  0.020  1.745
 HKB  N01  C12  single    1.411  0.020  1.411
 HKB  C20  C15  aromatic  1.392  0.020  1.392
 HKB  C20  C19  aromatic  1.377  0.020  1.377
 HKB  C15  C16  aromatic  1.393  0.020  1.393
 HKB  C19  C18  aromatic  1.413  0.020  1.413
 HKB  C16  C17  aromatic  1.375  0.020  1.375
 HKB  C12  C11  aromatic  1.393  0.020  1.393
 HKB  C12  C13  aromatic  1.390  0.020  1.390
 HKB  O04  C13  single    1.332  0.020  1.332
 HKB  C18  C17  aromatic  1.415  0.020  1.415
 HKB  C18  N    single    1.353  0.020  1.353
 HKB  C11  C08  aromatic  1.379  0.020  1.379
 HKB  C13  C14  aromatic  1.408  0.020  1.408
 HKB  C    N    single    1.446  0.020  1.446
 HKB  N    C21  single    1.446  0.020  1.446
 HKB  O02  C07  double    1.215  0.020  1.215
 HKB  C08  C07  single    1.475  0.020  1.475
 HKB  C08  C09  aromatic  1.409  0.020  1.409
 HKB  C14  C09  aromatic  1.395  0.020  1.395
 HKB  C14  O03  single    1.330  0.020  1.330
 HKB  C07  C04  single    1.484  0.020  1.484
 HKB  C09  C10  single    1.462  0.020  1.462
 HKB  C04  C03  aromatic  1.391  0.020  1.391
 HKB  C04  C05  aromatic  1.399  0.020  1.399
 HKB  C10  C05  single    1.475  0.020  1.475
 HKB  C10  O01  double    1.228  0.020  1.228
 HKB  C03  C02  aromatic  1.386  0.020  1.386
 HKB  C05  C06  aromatic  1.392  0.020  1.392
 HKB  C02  C01  aromatic  1.390  0.020  1.390
 HKB  C06  C01  aromatic  1.385  0.020  1.385
 HKB  C01  H1   single    0.930  0.020  1.080
 HKB  C02  H2   single    0.930  0.020  1.080
 HKB  C03  H3   single    0.930  0.020  1.080
 HKB  C06  H4   single    0.930  0.020  1.080
 HKB  C11  H5   single    0.930  0.020  1.080
 HKB  O03  H6   single    0.850  0.020  0.980
 HKB  O04  H7   single    0.850  0.020  0.980
 HKB  N01  H8   single    0.890  0.020  1.040
 HKB  C16  H9   single    0.930  0.020  1.080
 HKB  C17  H10  single    0.930  0.020  1.080
 HKB  C19  H11  single    0.930  0.020  1.080
 HKB  C20  H12  single    0.930  0.020  1.080
 HKB  C21  H13  single    0.970  0.020  1.090
 HKB  C21  H14  single    0.970  0.020  1.090
 HKB  C21  H15  single    0.970  0.020  1.090
 HKB  C    H16  single    0.970  0.020  1.090
 HKB  C    H17  single    0.970  0.020  1.090
 HKB  C    H18  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
 HKB  H1   C01  C06  119.86  3.000
 HKB  H1   C01  C02  120.08  3.000
 HKB  C06  C01  C02  120.07  3.000
 HKB  H2   C02  C03  119.72  3.000
 HKB  H2   C02  C01  120.13  3.000
 HKB  C03  C02  C01  120.16  3.000
 HKB  H3   C03  C04  119.82  3.000
 HKB  H3   C03  C02  119.96  3.000
 HKB  C04  C03  C02  120.22  3.000
 HKB  C07  C04  C05  121.20  3.000
 HKB  C05  C04  C03  119.58  3.000
 HKB  C07  C04  C03  119.22  3.000
 HKB  C10  C05  C06  119.36  3.000
 HKB  C06  C05  C04  119.90  3.000
 HKB  C10  C05  C04  120.74  3.000
 HKB  H4   C06  C05  120.02  3.000
 HKB  H4   C06  C01  119.91  3.000
 HKB  C05  C06  C01  120.07  3.000
 HKB  O02  C07  C08  121.52  3.000
 HKB  C08  C07  C04  117.65  3.000
 HKB  O02  C07  C04  120.83  3.000
 HKB  C11  C08  C09  120.01  3.000
 HKB  C09  C08  C07  120.76  3.000
 HKB  C11  C08  C07  119.23  3.000
 HKB  C14  C09  C10  119.06  3.000
 HKB  C10  C09  C08  121.26  3.000
 HKB  C14  C09  C08  119.67  3.000
 HKB  O01  C10  C09  120.97  3.000
 HKB  O01  C10  C05  120.65  3.000
 HKB  C09  C10  C05  118.38  3.000
 HKB  H5   C11  C12  119.06  3.000
 HKB  H5   C11  C08  120.47  3.000
 HKB  C12  C11  C08  120.46  3.000
 HKB  N01  C12  C13  119.78  3.000
 HKB  C13  C12  C11  120.33  3.000
 HKB  N01  C12  C11  119.88  3.000
 HKB  O04  C13  C14  121.43  3.000
 HKB  C14  C13  C12  119.63  3.000
 HKB  O04  C13  C12  118.94  3.000
 HKB  O03  C14  C13  115.81  3.000
 HKB  O03  C14  C09  124.28  3.000
 HKB  C13  C14  C09  119.89  3.000
 HKB  H6   O03  C14  107.89  3.000
 HKB  H7   O04  C13  111.47  3.000
 HKB  H8   N01  S    110.12  3.000
 HKB  H8   N01  C12  114.05  3.000
 HKB  S    N01  C12  116.22  3.000
 HKB  C15  S    O    108.74  3.000
 HKB  C15  S    O05  110.23  3.000
 HKB  O    S    O05  120.20  3.000
 HKB  C15  S    N01  106.18  3.000
 HKB  O    S    N01  106.10  3.000
 HKB  O05  S    N01  104.38  3.000
 HKB  C20  C15  C16  119.69  3.000
 HKB  C16  C15  S    119.93  3.000
 HKB  C20  C15  S    120.18  3.000
 HKB  H9   C16  C17  118.81  3.000
 HKB  H9   C16  C15  120.87  3.000
 HKB  C17  C16  C15  120.32  3.000
 HKB  H10  C17  C18  120.80  3.000
 HKB  H10  C17  C16  118.04  3.000
 HKB  C18  C17  C16  121.16  3.000
 HKB  N    C18  C19  121.34  3.000
 HKB  N    C18  C17  121.27  3.000
 HKB  C19  C18  C17  117.39  3.000
 HKB  H11  C19  C20  118.04  3.000
 HKB  H11  C19  C18  120.85  3.000
 HKB  C20  C19  C18  121.11  3.000
 HKB  H12  C20  C19  118.80  3.000
 HKB  H12  C20  C15  120.88  3.000
 HKB  C19  C20  C15  120.32  3.000
 HKB  C    N    C21  119.55  3.000
 HKB  C21  N    C18  120.29  3.000
 HKB  C    N    C18  120.16  3.000
 HKB  H15  C21  H14  107.69  3.000
 HKB  H15  C21  H13  108.07  3.000
 HKB  H14  C21  H13  107.71  3.000
 HKB  H15  C21  N    111.90  3.000
 HKB  H14  C21  N    109.17  3.000
 HKB  H13  C21  N    112.12  3.000
 HKB  H18  C    H17  107.71  3.000
 HKB  H18  C    H16  108.04  3.000
 HKB  H17  C    H16  107.70  3.000
 HKB  H18  C    N    112.06  3.000
 HKB  H17  C    N    109.25  3.000
 HKB  H16  C    N    111.89  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
 HKB  CONST_01  C04  C03  C02  C01    0.00   0.0  0
 HKB  CONST_02  C04  C05  C06  C01    0.00   0.0  0
 HKB  CONST_03  C05  C04  C03  C02    0.00   0.0  0
 HKB  CONST_04  C05  C06  C01  C02    0.00   0.0  0
 HKB  CONST_05  C06  C05  C04  C03    0.00   0.0  0
 HKB  CONST_06  C06  C01  C02  C03    0.00   0.0  0
 HKB  CONST_07  C13  C12  C11  C08    0.00   0.0  0
 HKB  CONST_08  C13  C14  C09  C08    0.00   0.0  0
 HKB  CONST_09  C12  C11  C08  C09    0.00   0.0  0
 HKB  CONST_10  C12  C13  C14  C09    0.00   0.0  0
 HKB  CONST_11  C14  C13  C12  C11    0.00   0.0  0
 HKB  CONST_12  C14  C09  C08  C11    0.00   0.0  0
 HKB  CONST_13  C18  C19  C20  C15    0.00   0.0  0
 HKB  CONST_14  C18  C17  C16  C15    0.00   0.0  0
 HKB  CONST_15  C19  C20  C15  C16    0.00   0.0  0
 HKB  CONST_16  C19  C18  C17  C16    0.00   0.0  0
 HKB  CONST_17  C20  C15  C16  C17    0.00   0.0  0
 HKB  CONST_18  C20  C19  C18  C17    0.00   0.0  0
 HKB  CONST_19  N01  C12  C11  C08  180.00   0.0  0
 HKB  CONST_20  O03  C14  C09  C08  180.00   0.0  0
 HKB  CONST_21  O04  C13  C14  C09  180.00   0.0  0
 HKB  CONST_22  O03  C14  C09  C10    0.00   0.0  0
 HKB  CONST_23  O04  C13  C12  C11  180.00   0.0  0
 HKB  CONST_24  O03  C14  C13  C12  180.00   0.0  0
 HKB  CONST_25  N01  C12  C13  C14  180.00   0.0  0
 HKB  CONST_26  C19  C20  C15  S    180.00   0.0  0
 HKB  CONST_27  C17  C16  C15  S    180.00   0.0  0
 HKB  CONST_28  N    C18  C17  C16  180.00   0.0  0
 HKB  CONST_29  N    C18  C19  C20  180.00   0.0  0
 HKB  CONST_30  H3   C03  C02  C01  180.00   0.0  0
 HKB  CONST_31  H4   C06  C01  C02  180.00   0.0  0
 HKB  CONST_32  H1   C01  C02  C03  180.00   0.0  0
 HKB  CONST_33  H2   C02  C03  C04  180.00   0.0  0
 HKB  CONST_34  H5   C11  C08  C07    0.00   0.0  0
 HKB  CONST_35  H11  C19  C20  C15  180.00   0.0  0
 HKB  CONST_36  H10  C17  C16  C15  180.00   0.0  0
 HKB  CONST_37  H12  C20  C15  C16  180.00   0.0  0
 HKB  CONST_38  H9   C16  C17  C18  180.00   0.0  0
 HKB  CONST_41  C    N    C18  C17  180.00   0.0  0
 HKB  CONST_42  C21  N    C18  C17    0.00   0.0  0
 HKB  CONST_43  C    N    C18  C19    0.00   0.0  0
 HKB  CONST_44  C21  N    C18  C19  180.00   0.0  0
 HKB  Var_01    C15  S    N01  C12   53.55  30.0  2
 HKB  Var_02    C20  C15  S    N01  -89.44  30.0  2
 HKB  Var_03    H16  C    N    C18   59.02  30.0  3
 HKB  Var_04    H13  C21  N    C18   62.06  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
 HKB  plan-1  S    0.020
 HKB  plan-1  C15  0.020
 HKB  plan-1  C16  0.020
 HKB  plan-1  C17  0.020
 HKB  plan-1  C18  0.020
 HKB  plan-1  C19  0.020
 HKB  plan-1  C20  0.020
 HKB  plan-1  N    0.020
 HKB  plan-1  H9   0.020
 HKB  plan-1  H10  0.020
 HKB  plan-1  H11  0.020
 HKB  plan-1  H12  0.020
 HKB  plan-2  C01  0.020
 HKB  plan-2  C02  0.020
 HKB  plan-2  C03  0.020
 HKB  plan-2  C04  0.020
 HKB  plan-2  C05  0.020
 HKB  plan-2  C06  0.020
 HKB  plan-2  C07  0.020
 HKB  plan-2  C08  0.020
 HKB  plan-2  C09  0.020
 HKB  plan-2  C10  0.020
 HKB  plan-2  O01  0.020
 HKB  plan-2  O02  0.020
 HKB  plan-2  C11  0.020
 HKB  plan-2  C12  0.020
 HKB  plan-2  C13  0.020
 HKB  plan-2  C14  0.020
 HKB  plan-2  O03  0.020
 HKB  plan-2  O04  0.020
 HKB  plan-2  N01  0.020
 HKB  plan-2  H1   0.020
 HKB  plan-2  H2   0.020
 HKB  plan-2  H3   0.020
 HKB  plan-2  H4   0.020
 HKB  plan-2  H5   0.020
 HKB  plan-3  C12  0.020
 HKB  plan-3  N01  0.020
 HKB  plan-3  S    0.020
 HKB  plan-3  H8   0.020
 HKB  plan-4  C18  0.020
 HKB  plan-4  N    0.020
 HKB  plan-4  C21  0.020
 HKB  plan-4  C    0.020

