# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 04:34:57 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 3-benzyl-4-methyl-2-oxo-2H-1-benzopyran-7-yl methanesulfonate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=C(Cc2ccccc2)C(=O)Oc3cc(O[S](C)(=O)=O)ccc13
#
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
 6ZU  6ZU  '3-benzyl-4-methyl-2-oxo-2H-1-benzopyran-7-yl methanesulfonate'  ligand  40  24  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6ZU
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
 6ZU  C2   C  CR66  0   0.380  -0.6055  -0.0351   1.1623
 6ZU  C4   C  CR16  0  -0.331  -1.0418   1.8329  -0.2619
 6ZU  C5   C  CR16  0  -0.282  -2.3907   1.5480  -0.2352
 6ZU  C6   C  CR6   0   0.327  -2.8320   0.4565   0.5057
 6ZU  C8   C  CR6   0   0.537   1.5685  -0.6499   1.8949
 6ZU  O7   O  O     0  -0.462   0.2264  -0.8319   1.8609
 6ZU  C9   C  CR6   0  -0.192   2.1237   0.4822   1.1637
 6ZU  C18  C  CH2   0  -0.618   3.6175   0.6620   1.2449
 6ZU  C19  C  CR6   0   0.151   4.3508   0.1804   0.0141
 6ZU  C24  C  CR16  0  -0.330   5.2682   1.0061  -0.6286
 6ZU  C23  C  CR16  0  -0.241   5.9582   0.5690  -1.7531
 6ZU  C22  C  CR16  0  -0.272   5.7378  -0.7061  -2.2531
 6ZU  C21  C  CR16  0  -0.238   4.8263  -1.5404  -1.6169
 6ZU  C20  C  CR16  0  -0.290   4.1405  -1.1009  -0.4941
 6ZU  C10  C  CR6   0   0.230   1.3109   1.2983   0.4468
 6ZU  C16  C  CH3   0  -0.765   1.8209   2.4560  -0.3460
 6ZU  C3   C  CR66  0  -0.005  -0.1166   1.0459   0.4341
 6ZU  C1   C  CR16  0  -0.383  -1.9569  -0.3454   1.2096
 6ZU  O11  O  OC2   0  -0.599  -4.1820   0.1868   0.5964
 6ZU  S12  S  S     0   1.397  -4.9248  -0.6310  -0.6106
 6ZU  O13  O  OS    0  -0.625  -6.3248  -0.4679  -0.3032
 6ZU  O14  O  OS    0  -0.626  -4.3960  -0.1771  -1.8773
 6ZU  C15  C  CH3   0  -0.808  -4.4181  -2.2991  -0.3129
 6ZU  H1   H  HCR6  0   0.282  -0.7029   2.6871  -0.8309
 6ZU  H2   H  HCR6  0   0.290  -3.0932   2.1745  -0.7662
 6ZU  H3   H  HCH2  0   0.278   3.8510   1.7136   1.4186
 6ZU  H4   H  HCH2  0   0.288   3.9955   0.1293   2.1181
 6ZU  H5   H  HCR6  0   0.252   5.4488   2.0050  -0.2483
 6ZU  H6   H  HCR6  0   0.255   6.6666   1.2285  -2.2379
 6ZU  H7   H  HCR6  0   0.255   6.2704  -1.0486  -3.1309
 6ZU  H8   H  HCR6  0   0.255   4.6498  -2.5394  -1.9946
 6ZU  H9   H  HCR6  0   0.248   3.4394  -1.7704  -0.0109
 6ZU  H10  H  HCH3  0   0.272   1.6080   2.3118  -1.4069
 6ZU  H11  H  HCH3  0   0.270   1.3275   3.3799  -0.0413
 6ZU  H12  H  HCH3  0   0.273   2.8912   2.5997  -0.2449
 6ZU  H13  H  HCR6  0   0.306  -2.3086  -1.1849   1.7957
 6ZU  H14  H  HCH3  0   0.313  -4.7209  -2.5925   0.6889
 6ZU  H15  H  HCH3  0   0.326  -4.9199  -2.9201  -1.0535
 6ZU  H16  H  HCH3  0   0.305  -3.3412  -2.3854  -0.4373
 6ZU  O17  O  O     0  -0.424   2.2037  -1.4532   2.5330

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
 6ZU  O14  S12  deloc     1.446  0.020  1.446
 6ZU  O13  S12  deloc     1.443  0.020  1.443
 6ZU  C5   C4   aromatic  1.379  0.020  1.379
 6ZU  C5   C6   aromatic  1.391  0.020  1.391
 6ZU  S12  O11  single    1.636  0.020  1.636
 6ZU  S12  C15  single    1.769  0.020  1.769
 6ZU  C4   C3   aromatic  1.400  0.020  1.400
 6ZU  C16  C10  single    1.493  0.020  1.493
 6ZU  O11  C6   single    1.380  0.020  1.380
 6ZU  C21  C22  aromatic  1.390  0.020  1.390
 6ZU  C21  C20  aromatic  1.387  0.020  1.387
 6ZU  C6   C1   aromatic  1.380  0.020  1.380
 6ZU  C22  C23  aromatic  1.387  0.020  1.387
 6ZU  C3   C10  single    1.450  0.020  1.450
 6ZU  C3   C2   aromatic  1.392  0.020  1.392
 6ZU  C20  C19  aromatic  1.394  0.020  1.394
 6ZU  C10  C9   double    1.357  0.020  1.357
 6ZU  C23  C24  aromatic  1.390  0.020  1.390
 6ZU  C1   C2   aromatic  1.387  0.020  1.387
 6ZU  C2   O7   single    1.347  0.020  1.347
 6ZU  C19  C24  aromatic  1.392  0.020  1.392
 6ZU  C19  C18  single    1.511  0.020  1.511
 6ZU  C9   C18  single    1.507  0.020  1.507
 6ZU  C9   C8   single    1.458  0.020  1.458
 6ZU  O7   C8   single    1.355  0.020  1.355
 6ZU  C8   O17  double    1.207  0.020  1.207
 6ZU  C4   H1   single    0.930  0.020  1.080
 6ZU  C5   H2   single    0.930  0.020  1.080
 6ZU  C18  H3   single    0.970  0.020  1.090
 6ZU  C18  H4   single    0.970  0.020  1.090
 6ZU  C24  H5   single    0.930  0.020  1.080
 6ZU  C23  H6   single    0.930  0.020  1.080
 6ZU  C22  H7   single    0.930  0.020  1.080
 6ZU  C21  H8   single    0.930  0.020  1.080
 6ZU  C20  H9   single    0.930  0.020  1.080
 6ZU  C16  H10  single    0.970  0.020  1.090
 6ZU  C16  H11  single    0.970  0.020  1.090
 6ZU  C16  H12  single    0.970  0.020  1.090
 6ZU  C1   H13  single    0.930  0.020  1.080
 6ZU  C15  H14  single    0.970  0.020  1.090
 6ZU  C15  H15  single    0.970  0.020  1.090
 6ZU  C15  H16  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
 6ZU  C1   C2   C3   122.25  3.000
 6ZU  C1   C2   O7   116.84  3.000
 6ZU  C3   C2   O7   120.91  3.000
 6ZU  H1   C4   C3   119.92  3.000
 6ZU  H1   C4   C5   118.70  3.000
 6ZU  C3   C4   C5   121.38  3.000
 6ZU  H2   C5   C6   120.68  3.000
 6ZU  H2   C5   C4   120.44  3.000
 6ZU  C6   C5   C4   118.87  3.000
 6ZU  O11  C6   C1   118.26  3.000
 6ZU  C1   C6   C5   121.76  3.000
 6ZU  O11  C6   C5   119.92  3.000
 6ZU  C9   C8   O7   117.97  3.000
 6ZU  O7   C8   O17  116.45  3.000
 6ZU  C9   C8   O17  125.58  3.000
 6ZU  C8   O7   C2   123.05  3.000
 6ZU  C10  C9   C18  123.41  3.000
 6ZU  C18  C9   C8   116.31  3.000
 6ZU  C10  C9   C8   120.27  3.000
 6ZU  H4   C18  H3   105.61  3.000
 6ZU  H4   C18  C19  109.16  3.000
 6ZU  H3   C18  C19  109.45  3.000
 6ZU  H4   C18  C9   109.18  3.000
 6ZU  H3   C18  C9   109.62  3.000
 6ZU  C19  C18  C9   113.52  3.000
 6ZU  C20  C19  C24  118.45  3.000
 6ZU  C24  C19  C18  120.46  3.000
 6ZU  C20  C19  C18  121.09  3.000
 6ZU  H5   C24  C23  119.41  3.000
 6ZU  H5   C24  C19  119.64  3.000
 6ZU  C23  C24  C19  120.96  3.000
 6ZU  H6   C23  C22  120.16  3.000
 6ZU  H6   C23  C24  119.71  3.000
 6ZU  C22  C23  C24  120.12  3.000
 6ZU  H7   C22  C21  120.26  3.000
 6ZU  H7   C22  C23  120.33  3.000
 6ZU  C21  C22  C23  119.40  3.000
 6ZU  H8   C21  C20  119.62  3.000
 6ZU  H8   C21  C22  120.08  3.000
 6ZU  C20  C21  C22  120.30  3.000
 6ZU  H9   C20  C21  119.03  3.000
 6ZU  H9   C20  C19  120.20  3.000
 6ZU  C21  C20  C19  120.77  3.000
 6ZU  C3   C10  C16  117.82  3.000
 6ZU  C3   C10  C9   119.33  3.000
 6ZU  C16  C10  C9   122.85  3.000
 6ZU  H12  C16  H11  107.94  3.000
 6ZU  H12  C16  H10  107.49  3.000
 6ZU  H11  C16  H10  107.17  3.000
 6ZU  H12  C16  C10  112.97  3.000
 6ZU  H11  C16  C10  110.73  3.000
 6ZU  H10  C16  C10  110.31  3.000
 6ZU  C10  C3   C4   123.87  3.000
 6ZU  C10  C3   C2   118.45  3.000
 6ZU  C4   C3   C2   117.68  3.000
 6ZU  H13  C1   C6   121.38  3.000
 6ZU  H13  C1   C2   120.55  3.000
 6ZU  C6   C1   C2   118.06  3.000
 6ZU  S12  O11  C6   119.56  3.000
 6ZU  C15  S12  O14  109.81  3.000
 6ZU  C15  S12  O13  110.41  3.000
 6ZU  O14  S12  O13  120.41  3.000
 6ZU  C15  S12  O11  102.55  3.000
 6ZU  O13  S12  O11  103.11  3.000
 6ZU  O14  S12  O11  108.87  3.000
 6ZU  H16  C15  H15  109.47  3.000
 6ZU  H16  C15  H14  111.09  3.000
 6ZU  H15  C15  H14  110.15  3.000
 6ZU  H16  C15  S12  109.83  3.000
 6ZU  H15  C15  S12  106.94  3.000
 6ZU  H14  C15  S12  109.27  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
 6ZU  CONST_01  C5   C4   C3   C2     0.00   0.0  0
 6ZU  CONST_02  C5   C6   C1   C2     0.00   0.0  0
 6ZU  CONST_03  C1   C6   C5   C4     0.00   0.0  0
 6ZU  CONST_04  C1   C2   C3   C4     0.00   0.0  0
 6ZU  CONST_05  C3   C4   C5   C6     0.00   0.0  0
 6ZU  CONST_06  C3   C2   C1   C6     0.00   0.0  0
 6ZU  CONST_07  C22  C21  C20  C19    0.00   0.0  0
 6ZU  CONST_08  C22  C23  C24  C19    0.00   0.0  0
 6ZU  CONST_09  C21  C22  C23  C24    0.00   0.0  0
 6ZU  CONST_10  C21  C20  C19  C24    0.00   0.0  0
 6ZU  CONST_11  C20  C21  C22  C23    0.00   0.0  0
 6ZU  CONST_12  C20  C19  C24  C23    0.00   0.0  0
 6ZU  CONST_13  O11  C6   C1   C2   180.00   0.0  0
 6ZU  CONST_14  O11  C6   C5   C4   180.00   0.0  0
 6ZU  CONST_15  C21  C20  C19  C18  180.00   0.0  0
 6ZU  CONST_16  C23  C24  C19  C18  180.00   0.0  0
 6ZU  CONST_17  H1   C4   C3   C2   180.00   0.0  0
 6ZU  CONST_18  H13  C1   C6   C5   180.00   0.0  0
 6ZU  CONST_19  H8   C21  C20  C19  180.00   0.0  0
 6ZU  CONST_20  H6   C23  C24  C19  180.00   0.0  0
 6ZU  CONST_21  H7   C22  C23  C24  180.00   0.0  0
 6ZU  CONST_22  H9   C20  C19  C24  180.00   0.0  0
 6ZU  CONST_23  H5   C24  C23  C22  180.00   0.0  0
 6ZU  CONST_24  H2   C5   C4   C3   180.00   0.0  0
 6ZU  Var_01    C9   C10  C3   C2    -0.11  30.0  1
 6ZU  Var_02    C9   C8   O7   C2     1.48  30.0  1
 6ZU  Var_03    C3   C10  C9   C8     1.03  30.0  1
 6ZU  Var_04    C3   C2   O7   C8    -0.58  30.0  1
 6ZU  Var_05    C10  C9   C8   O7    -1.71  30.0  1
 6ZU  Var_06    C19  C18  C9   C8   101.86  30.0  3
 6ZU  Var_07    C20  C19  C18  C9   -51.86  30.0  2
 6ZU  Var_08    H10  C16  C10  C9   117.41  30.0  3
 6ZU  Var_09    O14  S12  O11  C6   -39.36  30.0  2
 6ZU  Var_10    H14  C15  S12  O11   57.86  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
 6ZU  plan-1  C18  0.020
 6ZU  plan-1  C19  0.020
 6ZU  plan-1  C24  0.020
 6ZU  plan-1  C23  0.020
 6ZU  plan-1  C22  0.020
 6ZU  plan-1  C21  0.020
 6ZU  plan-1  C20  0.020
 6ZU  plan-1  H5   0.020
 6ZU  plan-1  H6   0.020
 6ZU  plan-1  H7   0.020
 6ZU  plan-1  H8   0.020
 6ZU  plan-1  H9   0.020
 6ZU  plan-2  C2   0.020
 6ZU  plan-2  C4   0.020
 6ZU  plan-2  C5   0.020
 6ZU  plan-2  C6   0.020
 6ZU  plan-2  O7   0.020
 6ZU  plan-2  C10  0.020
 6ZU  plan-2  C3   0.020
 6ZU  plan-2  C1   0.020
 6ZU  plan-2  O11  0.020
 6ZU  plan-2  H1   0.020
 6ZU  plan-2  H2   0.020
 6ZU  plan-2  H13  0.020
 6ZU  plan-3  C8   0.020
 6ZU  plan-3  O7   0.020
 6ZU  plan-3  C9   0.020
 6ZU  plan-3  O17  0.020

