# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 16:05:31 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: [(5,7-dimethyl-2-oxo-2H-1-benzopyran-4-yl)methyl]phosphonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(C)c2C(=CC(=O)Oc2c1)C[P](O)(O)=O
#
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
 GTV  GTV  '[(5,7-dimethyl-2-oxo-2H-1-benzopyran-4-yl)methyl]phosphonic acid'  ligand  29  18  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GTV
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
 GTV  C01  C  CH3    0  -0.727   5.3311   0.8376  -0.4042
 GTV  C02  C  C      0   0.113   3.8592   0.6318  -0.2141
 GTV  C03  C  C1     0  -0.348   3.0087   1.7214  -0.0186
 GTV  C04  C  C      0   0.054   1.6411   1.5956   0.1657
 GTV  C05  C  CH3    0  -0.762   0.8924   2.8737   0.4366
 GTV  C06  C  CR6    0  -0.064   1.0544   0.3014   0.1395
 GTV  C07  C  CR6    0   0.267  -0.3682  -0.0288   0.2451
 GTV  C08  C  CH2    0  -0.850  -1.4590   0.9943   0.1925
 GTV  C13  C  CR16   0  -0.578  -0.7122  -1.3358   0.3690
 GTV  C14  C  CR6    0   0.538   0.2332  -2.4089   0.3175
 GTV  C17  C  CR6    0   0.391   1.9401  -0.7792   0.0101
 GTV  C18  C  C1     0  -0.399   3.3075  -0.6323  -0.1829
 GTV  O10  O  OP    -1  -0.887  -3.7058  -0.5795   0.4128
 GTV  O11  O  OP    -1  -0.893  -3.9008   1.8135  -0.4909
 GTV  O12  O  O      0  -0.893  -2.8161  -0.0183  -1.9355
 GTV  O15  O  O      0  -0.461  -0.0040  -3.5915   0.4329
 GTV  O16  O  O      0  -0.469   1.5205  -2.0645   0.0709
 GTV  P09  P  P      0   1.193  -3.1289   0.4896  -0.5278
 GTV  H1   H  HCH3   0   0.254   5.7956   1.1893   0.5189
 GTV  H2   H  HCH3   0   0.249   5.8308  -0.0846  -0.6963
 GTV  H3   H  HCH3   0   0.250   5.5288   1.5891  -1.1691
 GTV  H4   H  H      0   0.247   3.4386   2.7164   0.0035
 GTV  H5   H  HCH3   0   0.254   0.3293   3.2185  -0.4311
 GTV  H6   H  HCH3   0   0.253   0.1908   2.7764   1.2615
 GTV  H7   H  HCH3   0   0.258   1.6005   3.6605   0.6922
 GTV  H8   H  HCH2   0   0.237  -1.6230   1.3823   1.2052
 GTV  H9   H  HCH2   0   0.231  -1.1319   1.8492  -0.3946
 GTV  H10  H  HCR6   0   0.275  -1.7563  -1.6024   0.4736
 GTV  H11  H  H      0   0.267   3.9249  -1.5154  -0.2953

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
 GTV  C01  C02  single    1.498  0.020  1.498
 GTV  O15  C14  double    1.212  0.020  1.212
 GTV  C18  C02  aromatic  1.380  0.020  1.380
 GTV  C18  C17  aromatic  1.389  0.020  1.389
 GTV  O16  C14  single    1.355  0.020  1.355
 GTV  O16  C17  single    1.353  0.020  1.353
 GTV  C14  C13  single    1.431  0.020  1.431
 GTV  C02  C03  aromatic  1.396  0.020  1.396
 GTV  C17  C06  aromatic  1.403  0.020  1.403
 GTV  C03  C04  aromatic  1.386  0.020  1.386
 GTV  C13  C07  double    1.357  0.020  1.357
 GTV  C06  C04  aromatic  1.421  0.020  1.421
 GTV  C06  C07  single    1.464  0.020  1.464
 GTV  C04  C05  single    1.506  0.020  1.506
 GTV  C07  C08  single    1.496  0.020  1.496
 GTV  C08  P09  single    1.887  0.020  1.887
 GTV  O12  P09  deloc     1.529  0.020  1.529
 GTV  O11  P09  deloc     1.533  0.020  1.533
 GTV  P09  O10  deloc     1.536  0.020  1.536
 GTV  C01  H1   single    0.970  0.020  1.090
 GTV  C01  H2   single    0.970  0.020  1.090
 GTV  C01  H3   single    0.970  0.020  1.090
 GTV  C03  H4   single    0.930  0.020  1.080
 GTV  C05  H5   single    0.970  0.020  1.090
 GTV  C05  H6   single    0.970  0.020  1.090
 GTV  C05  H7   single    0.970  0.020  1.090
 GTV  C08  H8   single    0.970  0.020  1.090
 GTV  C08  H9   single    0.970  0.020  1.090
 GTV  C13  H10  single    0.930  0.020  1.080
 GTV  C18  H11  single    0.930  0.020  1.080

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
 GTV  H3   C01  H2   108.20  3.000
 GTV  H3   C01  H1   107.10  3.000
 GTV  H2   C01  H1   107.73  3.000
 GTV  H3   C01  C02  111.21  3.000
 GTV  H2   C01  C02  111.63  3.000
 GTV  H1   C01  C02  110.80  3.000
 GTV  C18  C02  C03  117.93  3.000
 GTV  C03  C02  C01  120.60  3.000
 GTV  C18  C02  C01  121.44  3.000
 GTV  H4   C03  C04  118.16  3.000
 GTV  H4   C03  C02  118.53  3.000
 GTV  C04  C03  C02  123.30  3.000
 GTV  C06  C04  C05  124.82  3.000
 GTV  C05  C04  C03  115.95  3.000
 GTV  C06  C04  C03  119.18  3.000
 GTV  H7   C05  H6   107.83  3.000
 GTV  H7   C05  H5   107.11  3.000
 GTV  H6   C05  H5   107.38  3.000
 GTV  H7   C05  C04  109.40  3.000
 GTV  H6   C05  C04  112.42  3.000
 GTV  H5   C05  C04  112.46  3.000
 GTV  C17  C06  C07  116.51  3.000
 GTV  C07  C06  C04  127.23  3.000
 GTV  C17  C06  C04  116.26  3.000
 GTV  C13  C07  C08  118.48  3.000
 GTV  C08  C07  C06  123.47  3.000
 GTV  C13  C07  C06  118.03  3.000
 GTV  H9   C08  H8   105.39  3.000
 GTV  H9   C08  P09  105.68  3.000
 GTV  H8   C08  P09  108.34  3.000
 GTV  H9   C08  C07  109.71  3.000
 GTV  H8   C08  C07  108.56  3.000
 GTV  P09  C08  C07  118.40  3.000
 GTV  H10  C13  C14  117.13  3.000
 GTV  H10  C13  C07  119.36  3.000
 GTV  C14  C13  C07  123.46  3.000
 GTV  O16  C14  O15  116.83  3.000
 GTV  O16  C14  C13  116.33  3.000
 GTV  O15  C14  C13  126.81  3.000
 GTV  O16  C17  C18  114.33  3.000
 GTV  O16  C17  C06  122.10  3.000
 GTV  C18  C17  C06  123.57  3.000
 GTV  H11  C18  C17  119.30  3.000
 GTV  H11  C18  C02  121.10  3.000
 GTV  C17  C18  C02  119.59  3.000
 GTV  C17  O16  C14  122.96  3.000
 GTV  O12  P09  O11  114.34  3.000
 GTV  O11  P09  O10  113.40  3.000
 GTV  O12  P09  O10  114.17  3.000
 GTV  O10  P09  C08  106.54  3.000
 GTV  O11  P09  C08  101.85  3.000
 GTV  O12  P09  C08  105.02  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
 GTV  CONST_01  C06  C17  C18  C02     0.00   0.0  0
 GTV  CONST_02  C06  C04  C03  C02     0.00   0.0  0
 GTV  CONST_03  C17  C18  C02  C03     0.00   0.0  0
 GTV  CONST_04  C17  C06  C04  C03     0.00   0.0  0
 GTV  CONST_05  C18  C02  C03  C04     0.00   0.0  0
 GTV  CONST_06  C18  C17  C06  C04     0.00   0.0  0
 GTV  CONST_07  C17  C18  C02  C01   180.00   0.0  0
 GTV  CONST_08  C04  C03  C02  C01   180.00   0.0  0
 GTV  CONST_09  C05  C04  C03  C02   180.00   0.0  0
 GTV  CONST_10  C17  C06  C04  C05   180.00   0.0  0
 GTV  CONST_11  C07  C06  C04  C05     0.00   0.0  0
 GTV  CONST_12  H11  C18  C02  C03   180.00   0.0  0
 GTV  CONST_13  H4   C03  C04  C06   180.00   0.0  0
 GTV  Var_01    C13  C07  C06  C04  -171.78  30.0  1
 GTV  Var_02    C14  C13  C07  C06    -4.06  30.0  1
 GTV  Var_03    O16  C14  C13  C07    -3.02  30.0  1
 GTV  Var_04    C18  C17  O16  C14   176.77  30.0  1
 GTV  Var_05    P09  C08  C07  C06   149.17  30.0  3
 GTV  Var_06    H1   C01  C02  C03    68.77  30.0  2
 GTV  Var_07    H5   C05  C04  C03   104.49  30.0  2
 GTV  Var_08    O12  P09  C08  C07   -56.64  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
 GTV  plan-1  C13  0.020
 GTV  plan-1  C14  0.020
 GTV  plan-1  O15  0.020
 GTV  plan-1  O16  0.020
 GTV  plan-2  C01  0.020
 GTV  plan-2  C02  0.020
 GTV  plan-2  C03  0.020
 GTV  plan-2  C04  0.020
 GTV  plan-2  C05  0.020
 GTV  plan-2  C06  0.020
 GTV  plan-2  C07  0.020
 GTV  plan-2  C17  0.020
 GTV  plan-2  C18  0.020
 GTV  plan-2  O16  0.020
 GTV  plan-2  H4   0.020
 GTV  plan-2  H11  0.020

