# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May 30 07:27:18 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: [(6,7-dimethyl-2-oxo-2H-1-benzopyran-4-yl)methyl]phosphonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc2OC(=O)C=C(C[P](O)(O)=O)c2cc1C
#
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
 TWB  TWB  '[(6,7-dimethyl-2-oxo-2H-1-benzopyran-4-yl)methyl]phosphonic acid'  ligand  31  18  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TWB
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
 TWB  C01  C  CH3   0  -0.735   5.2055   0.3836   0.0404
 TWB  C02  C  CR6   0   0.062   3.7130   0.2699   0.0103
 TWB  C03  C  CR16  0  -0.373   3.1138  -0.9783  -0.0113
 TWB  C04  C  CR66  0   0.376   1.7323  -1.0912  -0.0429
 TWB  C06  C  CR6   0   0.558  -0.1119  -2.5854  -0.1212
 TWB  C08  C  CR16  0  -0.578  -0.9907  -1.4361  -0.1371
 TWB  C09  C  CR6   0   0.304  -0.5230  -0.1710  -0.0926
 TWB  C10  C  CH2   0  -0.858  -1.3944   1.0493  -0.1026
 TWB  C15  C  CR66  0  -0.016   0.9113   0.0323  -0.0499
 TWB  C16  C  CR16  0  -0.383   1.5338   1.2873  -0.0282
 TWB  C17  C  CR6   0   0.098   2.9078   1.4271   0.0012
 TWB  C18  C  CH3   0  -0.734   3.5353   2.7892   0.0240
 TWB  O05  O  O     0  -0.463   1.2180  -2.3439  -0.0683
 TWB  O07  O  O     0  -0.436  -0.4682  -3.7381  -0.1487
 TWB  O12  O  OH1   0  -0.746  -3.4841   0.1476   1.4410
 TWB  O13  O  OH1   0  -0.735  -3.6439   2.3408   0.0834
 TWB  O14  O  O     0  -0.707  -3.8106  -0.0163  -1.0528
 TWB  P11  P  P     0   1.399  -3.1851   0.8062   0.0085
 TWB  H1   H  HCH3  0   0.252   5.5441   0.9182   0.9300
 TWB  H2   H  HCH3  0   0.258   5.6792  -0.5962   0.0373
 TWB  H3   H  HCH3  0   0.252   5.5769   0.9400  -0.8223
 TWB  H4   H  HCR6  0   0.275   3.7211  -1.8753  -0.0060
 TWB  H5   H  HCR6  0   0.280  -2.0432  -1.6695  -0.2026
 TWB  H6   H  HCH2  0   0.317  -1.1003   1.7119   0.7164
 TWB  H7   H  HCH2  0   0.328  -1.2015   1.6156  -1.0192
 TWB  H8   H  HCR6  0   0.265   0.9231   2.1812  -0.0377
 TWB  H9   H  HCH3  0   0.247   4.2015   2.9378  -0.8282
 TWB  H10  H  HCH3  0   0.255   2.7803   3.5730  -0.0029
 TWB  H11  H  HCH3  0   0.248   4.1372   2.9364   0.9231
 TWB  H12  H  HOH1  0   0.493  -3.1609   0.6390   2.2078
 TWB  H13  H  HOH1  0   0.499  -4.5997   2.4729   0.0099

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
 TWB  O07  C06  double    1.207  0.020  1.207
 TWB  O05  C06  single    1.353  0.020  1.353
 TWB  O05  C04  single    1.354  0.020  1.354
 TWB  C01  C02  single    1.497  0.020  1.497
 TWB  C03  C04  aromatic  1.386  0.020  1.386
 TWB  C03  C02  aromatic  1.385  0.020  1.385
 TWB  C06  C08  single    1.447  0.020  1.447
 TWB  C04  C15  aromatic  1.392  0.020  1.392
 TWB  C02  C17  aromatic  1.410  0.020  1.410
 TWB  C08  C09  double    1.350  0.020  1.350
 TWB  C15  C09  single    1.449  0.020  1.449
 TWB  C15  C16  aromatic  1.401  0.020  1.401
 TWB  C17  C16  aromatic  1.381  0.020  1.381
 TWB  C17  C18  single    1.500  0.020  1.500
 TWB  C09  C10  single    1.500  0.020  1.500
 TWB  C10  P11  single    1.811  0.020  1.811
 TWB  O14  P11  double    1.481  0.020  1.481
 TWB  O13  P11  single    1.604  0.020  1.604
 TWB  P11  O12  single    1.605  0.020  1.605
 TWB  C01  H1   single    0.970  0.020  1.090
 TWB  C01  H2   single    0.970  0.020  1.090
 TWB  C01  H3   single    0.970  0.020  1.090
 TWB  C03  H4   single    0.930  0.020  1.080
 TWB  C08  H5   single    0.930  0.020  1.080
 TWB  C10  H6   single    0.970  0.020  1.090
 TWB  C10  H7   single    0.970  0.020  1.090
 TWB  C16  H8   single    0.930  0.020  1.080
 TWB  C18  H9   single    0.970  0.020  1.090
 TWB  C18  H10  single    0.970  0.020  1.090
 TWB  C18  H11  single    0.970  0.020  1.090
 TWB  O12  H12  single    0.850  0.020  0.980
 TWB  O13  H13  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
 TWB  H3   C01  H2   107.97  3.000
 TWB  H3   C01  H1   106.79  3.000
 TWB  H2   C01  H1   107.95  3.000
 TWB  H3   C01  C02  111.22  3.000
 TWB  H2   C01  C02  111.44  3.000
 TWB  H1   C01  C02  111.27  3.000
 TWB  C17  C02  C03  119.52  3.000
 TWB  C17  C02  C01  120.48  3.000
 TWB  C03  C02  C01  120.00  3.000
 TWB  H4   C03  C04  119.43  3.000
 TWB  H4   C03  C02  120.25  3.000
 TWB  C04  C03  C02  120.32  3.000
 TWB  O05  C04  C15  121.51  3.000
 TWB  C15  C04  C03  121.49  3.000
 TWB  O05  C04  C03  117.01  3.000
 TWB  O07  C06  O05  117.50  3.000
 TWB  O05  C06  C08  117.11  3.000
 TWB  O07  C06  C08  125.39  3.000
 TWB  H5   C08  C09  122.84  3.000
 TWB  H5   C08  C06  114.89  3.000
 TWB  C09  C08  C06  122.26  3.000
 TWB  C15  C09  C10  117.46  3.000
 TWB  C10  C09  C08  124.14  3.000
 TWB  C15  C09  C08  118.39  3.000
 TWB  H7   C10  H6   105.44  3.000
 TWB  H7   C10  P11  107.17  3.000
 TWB  H6   C10  P11  107.54  3.000
 TWB  H7   C10  C09  108.92  3.000
 TWB  H6   C10  C09  109.37  3.000
 TWB  P11  C10  C09  117.72  3.000
 TWB  C16  C15  C09  124.46  3.000
 TWB  C16  C15  C04  117.45  3.000
 TWB  C09  C15  C04  118.09  3.000
 TWB  H8   C16  C17  118.53  3.000
 TWB  H8   C16  C15  119.26  3.000
 TWB  C17  C16  C15  122.21  3.000
 TWB  C18  C17  C16  120.56  3.000
 TWB  C18  C17  C02  120.43  3.000
 TWB  C16  C17  C02  119.02  3.000
 TWB  H11  C18  H10  107.79  3.000
 TWB  H11  C18  H9   106.74  3.000
 TWB  H10  C18  H9   107.81  3.000
 TWB  H11  C18  C17  111.44  3.000
 TWB  H10  C18  C17  111.31  3.000
 TWB  H9   C18  C17  111.53  3.000
 TWB  C06  O05  C04  122.63  3.000
 TWB  H12  O12  P11  115.93  3.000
 TWB  H13  O13  P11  114.18  3.000
 TWB  O14  P11  O13  116.37  3.000
 TWB  O13  P11  O12  107.32  3.000
 TWB  O14  P11  O12  109.46  3.000
 TWB  O12  P11  C10  107.10  3.000
 TWB  O13  P11  C10   99.05  3.000
 TWB  O14  P11  C10  116.63  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
 TWB  CONST_01  C15  C04  C03  C02     0.00   0.0  0
 TWB  CONST_02  C15  C16  C17  C02     0.00   0.0  0
 TWB  CONST_03  C16  C15  C04  C03     0.00   0.0  0
 TWB  CONST_04  C16  C17  C02  C03     0.00   0.0  0
 TWB  CONST_05  C17  C02  C03  C04     0.00   0.0  0
 TWB  CONST_06  C17  C16  C15  C04     0.00   0.0  0
 TWB  CONST_07  C04  C03  C02  C01   180.00   0.0  0
 TWB  CONST_08  C16  C17  C02  C01   180.00   0.0  0
 TWB  CONST_09  C18  C17  C02  C03   180.00   0.0  0
 TWB  CONST_10  C18  C17  C16  C15   180.00   0.0  0
 TWB  CONST_11  H8   C16  C17  C02   180.00   0.0  0
 TWB  CONST_12  H4   C03  C04  C15   180.00   0.0  0
 TWB  Var_01    C08  C06  O05  C04    -0.60  30.0  1
 TWB  Var_02    C08  C09  C15  C04    -0.66  30.0  1
 TWB  Var_03    C15  C04  O05  C06     0.97  30.0  1
 TWB  Var_04    C15  C09  C08  C06     1.04  30.0  1
 TWB  Var_05    O05  C06  C08  C09    -0.44  30.0  1
 TWB  Var_06    P11  C10  C09  C08     6.72  30.0  3
 TWB  Var_07    H9   C18  C17  C02    58.62  30.0  2
 TWB  Var_08    H1   C01  C02  C03  -120.28  30.0  2
 TWB  Var_09    O14  P11  C10  C09   -58.78  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
 TWB  plan-1  C06  0.020
 TWB  plan-1  C08  0.020
 TWB  plan-1  O05  0.020
 TWB  plan-1  O07  0.020
 TWB  plan-2  C01  0.020
 TWB  plan-2  C02  0.020
 TWB  plan-2  C03  0.020
 TWB  plan-2  C04  0.020
 TWB  plan-2  C09  0.020
 TWB  plan-2  C15  0.020
 TWB  plan-2  C16  0.020
 TWB  plan-2  C17  0.020
 TWB  plan-2  C18  0.020
 TWB  plan-2  O05  0.020
 TWB  plan-2  H4   0.020
 TWB  plan-2  H8   0.020

