# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 12:51:56 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  31  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 OK
;

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  -0.725   5.3000   0.8055   0.3690
 GTV  C02  C  CR6   0   0.118   3.8310   0.5913   0.1762
 GTV  C03  C  CR16  0  -0.347   2.9580   1.6785   0.1100
 GTV  C04  C  CR6   0   0.066   1.5878   1.5493  -0.0431
 GTV  C05  C  CH3   0  -0.780   0.8158   2.8393  -0.1327
 GTV  C06  C  CR66  0  -0.041   1.0245   0.2464  -0.1290
 GTV  C07  C  CR6   0   0.274  -0.3867  -0.1078  -0.2579
 GTV  C08  C  CH2   0  -0.858  -1.4607   0.9443  -0.2115
 GTV  C13  C  CR16  0  -0.571  -0.7239  -1.4062  -0.4281
 GTV  C14  C  CR6   0   0.555   0.2414  -2.4733  -0.4306
 GTV  C17  C  CR66  0   0.397   1.9275  -0.8282  -0.0981
 GTV  C18  C  CR16  0  -0.395   3.2971  -0.6751   0.0587
 GTV  O10  O  OH1   0  -0.742  -3.0786  -0.2607   1.6542
 GTV  O11  O  OH1   0  -0.735  -3.8215   1.8558   0.3685
 GTV  O12  O  O     0  -0.704  -3.8265  -0.5124  -0.7414
 GTV  O15  O  O     0  -0.439   0.0022  -3.6473  -0.5794
 GTV  O16  O  O     0  -0.462   1.5246  -2.1149  -0.2245
 GTV  P09  P  P     0   1.397  -3.1463   0.4102   0.1983
 GTV  H1   H  HCH3  0   0.258   5.5118   1.1036   1.3974
 GTV  H2   H  HCH3  0   0.251   5.8693  -0.0987   0.1611
 GTV  H3   H  HCH3  0   0.253   5.6712   1.6005  -0.2778
 GTV  H4   H  HCR6  0   0.254   3.3730   2.6776   0.1702
 GTV  H5   H  HCH3  0   0.256   0.1461   2.8753  -0.9891
 GTV  H6   H  HCH3  0   0.260   0.2277   3.0357   0.7648
 GTV  H7   H  HCH3  0   0.273   1.5115   3.6698  -0.2368
 GTV  H8   H  HCH2  0   0.311  -1.2090   1.7090   0.5210
 GTV  H9   H  HCH2  0   0.329  -1.5137   1.4558  -1.1771
 GTV  H10  H  HCR6  0   0.281  -1.7471  -1.7196  -0.5739
 GTV  H11  H  HCR6  0   0.275   3.9298  -1.5538   0.0799
 GTV  H12  H  HOH1  0   0.493  -2.7081   0.2920   2.3549
 GTV  H13  H  HOH1  0   0.498  -4.7884   1.8347   0.3988

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    1.497  0.020  1.497
 GTV  O15  C14  double    1.207  0.020  1.207
 GTV  C18  C02  aromatic  1.379  0.020  1.379
 GTV  C18  C17  aromatic  1.387  0.020  1.387
 GTV  O16  C14  single    1.348  0.020  1.348
 GTV  O16  C17  single    1.354  0.020  1.354
 GTV  C14  C13  single    1.439  0.020  1.439
 GTV  C02  C03  aromatic  1.396  0.020  1.396
 GTV  C17  C06  aromatic  1.404  0.020  1.404
 GTV  C03  C04  aromatic  1.385  0.020  1.385
 GTV  C13  C07  double    1.352  0.020  1.352
 GTV  C06  C04  aromatic  1.422  0.020  1.422
 GTV  C06  C07  single    1.461  0.020  1.461
 GTV  C04  C05  single    1.506  0.020  1.506
 GTV  C07  C08  single    1.504  0.020  1.504
 GTV  C08  P09  single    1.815  0.020  1.815
 GTV  O12  P09  double    1.482  0.020  1.482
 GTV  O11  P09  single    1.604  0.020  1.604
 GTV  P09  O10  single    1.605  0.020  1.605
 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
 GTV  O10  H12  single    0.850  0.020  0.980
 GTV  O11  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
 GTV  H3   C01  H2   108.32  3.000
 GTV  H3   C01  H1   107.08  3.000
 GTV  H2   C01  H1   107.78  3.000
 GTV  H3   C01  C02  111.23  3.000
 GTV  H2   C01  C02  111.70  3.000
 GTV  H1   C01  C02  110.54  3.000
 GTV  C18  C02  C03  117.97  3.000
 GTV  C03  C02  C01  120.55  3.000
 GTV  C18  C02  C01  121.48  3.000
 GTV  H4   C03  C04  118.11  3.000
 GTV  H4   C03  C02  118.43  3.000
 GTV  C04  C03  C02  123.46  3.000
 GTV  C06  C04  C05  125.33  3.000
 GTV  C05  C04  C03  115.71  3.000
 GTV  C06  C04  C03  118.95  3.000
 GTV  H7   C05  H6   106.61  3.000
 GTV  H7   C05  H5   107.04  3.000
 GTV  H6   C05  H5   108.05  3.000
 GTV  H7   C05  C04  109.37  3.000
 GTV  H6   C05  C04  112.44  3.000
 GTV  H5   C05  C04  113.00  3.000
 GTV  C17  C06  C07  115.96  3.000
 GTV  C07  C06  C04  127.60  3.000
 GTV  C17  C06  C04  116.44  3.000
 GTV  C13  C07  C08  119.83  3.000
 GTV  C08  C07  C06  121.17  3.000
 GTV  C13  C07  C06  119.00  3.000
 GTV  H9   C08  H8   106.06  3.000
 GTV  H9   C08  P09  106.97  3.000
 GTV  H8   C08  P09  105.63  3.000
 GTV  H9   C08  C07  109.54  3.000
 GTV  H8   C08  C07  110.31  3.000
 GTV  P09  C08  C07  117.67  3.000
 GTV  H10  C13  C14  114.84  3.000
 GTV  H10  C13  C07  122.13  3.000
 GTV  C14  C13  C07  123.03  3.000
 GTV  O16  C14  O15  117.77  3.000
 GTV  O16  C14  C13  116.17  3.000
 GTV  O15  C14  C13  126.05  3.000
 GTV  O16  C17  C18  114.15  3.000
 GTV  O16  C17  C06  122.27  3.000
 GTV  C18  C17  C06  123.58  3.000
 GTV  H11  C18  C17  119.31  3.000
 GTV  H11  C18  C02  121.14  3.000
 GTV  C17  C18  C02  119.55  3.000
 GTV  H12  O10  P09  115.78  3.000
 GTV  H13  O11  P09  113.84  3.000
 GTV  C17  O16  C14  123.37  3.000
 GTV  O12  P09  O11  115.78  3.000
 GTV  O11  P09  O10  107.35  3.000
 GTV  O12  P09  O10  109.53  3.000
 GTV  O10  P09  C08  106.78  3.000
 GTV  O11  P09  C08   98.61  3.000
 GTV  O12  P09  C08  117.79  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   175.01  30.0  1
 GTV  Var_02    C14  C13  C07  C06     2.81  30.0  1
 GTV  Var_03    O16  C14  C13  C07     1.29  30.0  1
 GTV  Var_04    C18  C17  O16  C14  -177.72  30.0  1
 GTV  Var_05    P09  C08  C07  C06  -159.18  30.0  3
 GTV  Var_06    H1   C01  C02  C03    73.80  30.0  2
 GTV  Var_07    H5   C05  C04  C03   129.15  30.0  2
 GTV  Var_08    O12  P09  C08  C07   -63.98  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

