# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 07:39:14 2022
#   Inital geometry file: a 78 line input string
#   Ligand name: 1-[(~{E})-[3,4-bis(oxidanyl)phenyl]methylideneamino]-3-ethyl-thiourea
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNC(=S)N/N=C/c1ccc(O)c(O)c1
#
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
 A6Q  A6Q  "N-(3,4-dihydroxybenzylidene)-thiosemicarbazone"
  ligand  29  16  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A6Q
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
 A6Q  C10   C  C     0   0.423  60.3607  31.4023   -6.0831
 A6Q  N12   N  NH1   0  -0.599  60.6153  32.6928   -5.9069
 A6Q  C13   C  CH2   0  -0.288  61.7373  33.2196   -5.1576
 A6Q  C01   C  CR6   0   0.295  55.3347  34.4688  -10.5207
 A6Q  C02   C  CR6   0   0.290  56.3026  34.9420   -9.6143
 A6Q  C03   C  CR16  0  -0.417  57.0683  34.0526   -8.8909
 A6Q  C04   C  CR6   0   0.050  56.8912  32.6722   -9.0463
 A6Q  C05   C  CR16  0  -0.314  55.9301  32.2113   -9.9398
 A6Q  C06   C  CR16  0  -0.331  55.1591  33.1033  -10.6715
 A6Q  C07   C  C1    0  -0.065  57.6897  31.7025   -8.3136
 A6Q  C14   C  CH3   0  -0.656  63.0098  33.3102   -5.9851
 A6Q  N08   N  N     0  -0.223  58.6175  32.0580   -7.5172
 A6Q  N09   N  NH1   0  -0.482  59.3163  31.0963   -6.8905
 A6Q  O16   O  OH1   0  -0.620  54.5775  35.3124  -11.2428
 A6Q  S11   S  S1    0  -0.438  61.2242  30.1449   -5.3726
 A6Q  H121  H  HNH1  0   0.413  60.0449  33.3482   -6.4239
 A6Q  H131  H  HCH2  0   0.243  61.8960  32.5921   -4.2819
 A6Q  H132  H  HCH2  0   0.253  61.4448  34.2070   -4.8016
 A6Q  H031  H  HCR6  0   0.276  57.8121  34.4289   -8.1973
 A6Q  H051  H  HCR6  0   0.257  55.7803  31.1471  -10.0724
 A6Q  H061  H  HCR6  0   0.268  54.4139  32.7406  -11.3680
 A6Q  H071  H  H     0   0.252  57.4582  30.6491   -8.4873
 A6Q  H142  H  HCH3  0   0.232  63.8197  33.7237   -5.3838
 A6Q  H141  H  HCH3  0   0.227  63.3167  32.3247   -6.3344
 A6Q  H143  H  HCH3  0   0.227  62.8714  33.9561   -6.8523
 A6Q  H091  H  HNH1  0   0.410  59.1112  30.1149   -7.0429
 A6Q  H151  H  HOH1  0   0.483  57.0844  36.5414   -8.8878
 A6Q  H161  H  HOH1  0   0.474  54.8006  36.2292  -11.0397
 A6Q  O15   O  OH1   0  -0.641  56.4082  36.2854   -9.5253

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
 A6Q  O16  C01   single    1.344  0.020  1.344
 A6Q  C06  C01   aromatic  1.385  0.020  1.385
 A6Q  C06  C05   aromatic  1.388  0.020  1.388
 A6Q  C01  C02   aromatic  1.408  0.020  1.408
 A6Q  C05  C04   aromatic  1.391  0.020  1.391
 A6Q  C02  O15   single    1.351  0.020  1.351
 A6Q  C02  C03   aromatic  1.379  0.020  1.379
 A6Q  C04  C03   aromatic  1.400  0.020  1.400
 A6Q  C04  C07   single    1.454  0.020  1.454
 A6Q  C07  N08   double    1.273  0.020  1.273
 A6Q  N08  N09   single    1.344  0.020  1.344
 A6Q  C14  C13   single    1.521  0.020  1.521
 A6Q  N09  C10   single    1.355  0.020  1.355
 A6Q  N12  C10   single    1.327  0.020  1.327
 A6Q  N12  C13   single    1.448  0.020  1.448
 A6Q  C10  S11   double    1.683  0.020  1.683
 A6Q  N12  H121  single    0.860  0.020  1.020
 A6Q  C13  H131  single    0.970  0.020  1.090
 A6Q  C13  H132  single    0.970  0.020  1.090
 A6Q  C03  H031  single    0.930  0.020  1.080
 A6Q  C05  H051  single    0.930  0.020  1.080
 A6Q  C06  H061  single    0.930  0.020  1.080
 A6Q  C07  H071  single    0.930  0.020  1.080
 A6Q  C14  H142  single    0.970  0.020  1.090
 A6Q  C14  H141  single    0.970  0.020  1.090
 A6Q  C14  H143  single    0.970  0.020  1.090
 A6Q  N09  H091  single    0.860  0.020  1.020
 A6Q  O15  H151  single    0.850  0.020  0.980
 A6Q  O16  H161  single    0.850  0.020  0.980

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
 A6Q  S11   C10  N09   118.58  3.000
 A6Q  S11   C10  N12   124.90  3.000
 A6Q  N09   C10  N12   116.52  3.000
 A6Q  H121  N12  C13   117.77  3.000
 A6Q  H121  N12  C10   117.01  3.000
 A6Q  C13   N12  C10   124.82  3.000
 A6Q  H132  C13  H131  107.38  3.000
 A6Q  H132  C13  C14   110.39  3.000
 A6Q  H131  C13  C14   110.49  3.000
 A6Q  H132  C13  N12   106.89  3.000
 A6Q  H131  C13  N12   108.62  3.000
 A6Q  C14   C13  N12   112.85  3.000
 A6Q  O16   C01  C06   119.27  3.000
 A6Q  C06   C01  C02   119.25  3.000
 A6Q  O16   C01  C02   121.48  3.000
 A6Q  O15   C02  C03   124.31  3.000
 A6Q  C03   C02  C01   120.19  3.000
 A6Q  O15   C02  C01   115.50  3.000
 A6Q  H031  C03  C04   119.99  3.000
 A6Q  H031  C03  C02   119.52  3.000
 A6Q  C04   C03  C02   120.50  3.000
 A6Q  C07   C04  C05   118.82  3.000
 A6Q  C07   C04  C03   122.14  3.000
 A6Q  C05   C04  C03   119.03  3.000
 A6Q  H051  C05  C06   119.36  3.000
 A6Q  H051  C05  C04   120.00  3.000
 A6Q  C06   C05  C04   120.64  3.000
 A6Q  H061  C06  C05   120.42  3.000
 A6Q  H061  C06  C01   119.18  3.000
 A6Q  C05   C06  C01   120.39  3.000
 A6Q  H071  C07  N08   121.53  3.000
 A6Q  H071  C07  C04   116.52  3.000
 A6Q  N08   C07  C04   121.94  3.000
 A6Q  H143  C14  H141  108.46  3.000
 A6Q  H143  C14  H142  107.95  3.000
 A6Q  H141  C14  H142  108.09  3.000
 A6Q  H143  C14  C13   111.22  3.000
 A6Q  H141  C14  C13   110.88  3.000
 A6Q  H142  C14  C13   110.12  3.000
 A6Q  N09   N08  C07   118.09  3.000
 A6Q  H091  N09  N08   121.15  3.000
 A6Q  H091  N09  C10   117.64  3.000
 A6Q  N08   N09  C10   121.14  3.000
 A6Q  H161  O16  C01   110.67  3.000
 A6Q  H151  O15  C02   111.26  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
 A6Q  CONST_01  C04   C05  C06  C01     0.00   0.0  0
 A6Q  CONST_02  C04   C03  C02  C01     0.00   0.0  0
 A6Q  CONST_03  C05   C06  C01  C02     0.00   0.0  0
 A6Q  CONST_04  C05   C04  C03  C02     0.00   0.0  0
 A6Q  CONST_05  C06   C01  C02  C03     0.00   0.0  0
 A6Q  CONST_06  C06   C05  C04  C03     0.00   0.0  0
 A6Q  CONST_07  C07   C04  C03  C02   180.00   0.0  0
 A6Q  CONST_08  O16   C01  C02  C03   180.00   0.0  0
 A6Q  CONST_09  O15   C02  C03  C04   180.00   0.0  0
 A6Q  CONST_10  O16   C01  C06  C05   180.00   0.0  0
 A6Q  CONST_11  O15   C02  C01  C06   180.00   0.0  0
 A6Q  CONST_12  C07   C04  C05  C06   180.00   0.0  0
 A6Q  CONST_13  H051  C05  C06  C01   180.00   0.0  0
 A6Q  CONST_14  H031  C03  C02  C01   180.00   0.0  0
 A6Q  CONST_15  H061  C06  C01  C02   180.00   0.0  0
 A6Q  CONST_16  H051  C05  C04  C03   180.00   0.0  0
 A6Q  CONST_17  H061  C06  C05  C04   180.00   0.0  0
 A6Q  CONST_18  H031  C03  C04  C05   180.00   0.0  0
 A6Q  CONST_19  N08   N09  C10  N12     0.00   0.0  0
 A6Q  CONST_20  N09   C10  N12  C13   180.00   0.0  0
 A6Q  CONST_21  S11   C10  N12  C13     0.00   0.0  0
 A6Q  CONST_22  S11   C10  N09  N08   180.00   0.0  0
 A6Q  CONST_23  H091  N09  C10  N12   180.00   0.0  0
 A6Q  CONST_24  H121  N12  C10  N09     0.00   0.0  0
 A6Q  CONST_25  H091  N09  C10  S11     0.00   0.0  0
 A6Q  CONST_26  H121  N12  C10  S11   180.00   0.0  0
 A6Q  Var_01    N08   C07  C04  C03    -1.89  30.0  2
 A6Q  Var_02    N08   C07  C04  C05   177.45  30.0  2
 A6Q  Var_03    H071  C07  C04  C03   178.58  30.0  2
 A6Q  Var_04    H071  C07  C04  C05    -2.08  30.0  2
 A6Q  Var_05    N09   N08  C07  C04  -179.32   0.0  2
 A6Q  Var_06    C07   N08  N09  C10   176.60  30.0  2
 A6Q  Var_07    C14   C13  N12  C10    84.27  30.0  3
 A6Q  Var_08    H071  C07  N08  N09     0.19   0.0  2
 A6Q  Var_09    H131  C13  N12  C10   -38.61  30.0  3
 A6Q  Var_10    H132  C13  N12  C10  -154.18  30.0  3
 A6Q  Var_11    H142  C14  C13  N12   179.22  30.0  3
 A6Q  Var_12    H141  C14  C13  N12   -61.19  30.0  3
 A6Q  Var_13    H143  C14  C13  N12    59.58  30.0  3
 A6Q  Var_14    H091  N09  N08  C07    -0.20  30.0  3
 A6Q  Var_15    H121  N12  C13  C14   -88.20  30.0  1

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
 A6Q  plan-1  C01   0.020
 A6Q  plan-1  C02   0.020
 A6Q  plan-1  C03   0.020
 A6Q  plan-1  C04   0.020
 A6Q  plan-1  C05   0.020
 A6Q  plan-1  C06   0.020
 A6Q  plan-1  C07   0.020
 A6Q  plan-1  O16   0.020
 A6Q  plan-1  H031  0.020
 A6Q  plan-1  H051  0.020
 A6Q  plan-1  H061  0.020
 A6Q  plan-1  O15   0.020
 A6Q  plan-2  C10   0.020
 A6Q  plan-2  N12   0.020
 A6Q  plan-2  C13   0.020
 A6Q  plan-2  N08   0.020
 A6Q  plan-2  N09   0.020
 A6Q  plan-2  S11   0.020
 A6Q  plan-2  H121  0.020
 A6Q  plan-2  H091  0.020
 A6Q  plan-3  C04   0.020
 A6Q  plan-3  C07   0.020
 A6Q  plan-3  N08   0.020
 A6Q  plan-3  N09   0.020
 A6Q  plan-3  H071  0.020

