# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May 30 04:39:41 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: 2-hydroxybenzyl 2-methylphenyl hydrogen (S)-phosphate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccccc1O[P](O)(=O)OCc2ccccc2O
#
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
 TQV  TQV  '2-hydroxybenzyl 2-methylphenyl hydrogen (S)-phosphate'  ligand  35  20  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TQV
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
 TQV  P     P  P     0   1.455   0.6443  -1.0077   0.2095
 TQV  C1    C  CR6   0   0.315   2.9543   0.0221  -0.4308
 TQV  C2    C  CR16  0  -0.300   3.6574  -1.0045  -1.0408
 TQV  O1P   O  O2    0  -0.582  -0.7438  -0.3463  -0.1920
 TQV  C3    C  CR16  0  -0.269   5.0431  -1.0146  -0.9681
 TQV  O2P   O  O2    0  -0.601   1.5733   0.0713  -0.5345
 TQV  C4    C  CR16  0  -0.244   5.7067  -0.0003  -0.2939
 TQV  C5    C  CR16  0  -0.300   4.9819   1.0239   0.2994
 TQV  C6    C  CR6   0   0.028   3.5904   1.0586   0.2484
 TQV  C7    C  CH3   0  -0.717   2.8161   2.1711   0.8898
 TQV  C8    C  CH2   0  -0.167  -1.9660  -1.0421   0.0674
 TQV  C9    C  CR6   0  -0.079  -3.1091  -0.0690   0.0101
 TQV  O3P   O  O     0  -0.683   0.8516  -2.4231  -0.1367
 TQV  O4P   O  OH1   0  -0.730   0.8493  -0.7951   1.7765
 TQV  C10   C  CR16  0  -0.284  -2.9488   1.2858  -0.2446
 TQV  C11   C  CR16  0  -0.271  -4.0437   2.1417  -0.2910
 TQV  C12   C  CR16  0  -0.253  -5.3173   1.6380  -0.0807
 TQV  C13   C  CR16  0  -0.374  -5.4989   0.2865   0.1777
 TQV  C14   C  CR6   0   0.342  -4.4007  -0.5637   0.2236
 TQV  O15   O  OH1   0  -0.628  -4.5112  -1.8848   0.4730
 TQV  H2    H  HCR6  0   0.276   3.1308  -1.7824  -1.5771
 TQV  H3    H  HCR6  0   0.264   5.5973  -1.8142  -1.4412
 TQV  H4    H  HCR6  0   0.260   6.7871  -0.0001  -0.2351
 TQV  H5    H  HCR6  0   0.258   5.5042   1.8195   0.8167
 TQV  H7    H  HCH3  0   0.238   2.2451   1.8245   1.7532
 TQV  H7A   H  HCH3  0   0.254   3.4891   2.9492   1.2452
 TQV  H7B   H  HCH3  0   0.253   2.1104   2.6307   0.1979
 TQV  H8    H  HCH2  0   0.266  -2.0909  -1.8311  -0.6783
 TQV  H8A   H  HCH2  0   0.255  -1.9335  -1.5235   1.0501
 TQV  H10   H  HCR6  0   0.257  -1.9591   1.6886  -0.4102
 TQV  H11   H  HCR6  0   0.253  -3.8958   3.1947  -0.4894
 TQV  H12   H  HCR6  0   0.260  -6.1776   2.2934  -0.1163
 TQV  H13   H  HCR6  0   0.271  -6.4950  -0.1075   0.3459
 TQV  HO15  H  HOH1  0   0.479  -5.4324  -2.1282   0.6178
 TQV  H4P   H  HOH1  0   0.500   0.6220   0.0748   2.1312

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
 TQV  P    O1P   single    1.589  0.020  1.589
 TQV  P    O2P   single    1.606  0.020  1.606
 TQV  P    O3P   double    1.472  0.020  1.472
 TQV  P    O4P   single    1.595  0.020  1.595
 TQV  C1   C2    aromatic  1.386  0.020  1.386
 TQV  C1   O2P   single    1.386  0.020  1.386
 TQV  C1   C6    aromatic  1.393  0.020  1.393
 TQV  C2   C3    aromatic  1.388  0.020  1.388
 TQV  O1P  C8    single    1.430  0.020  1.430
 TQV  C3   C4    aromatic  1.387  0.020  1.387
 TQV  C4   C5    aromatic  1.388  0.020  1.388
 TQV  C5   C6    aromatic  1.393  0.020  1.393
 TQV  C6   C7    single    1.499  0.020  1.499
 TQV  C8   C9    single    1.502  0.020  1.502
 TQV  C9   C10   aromatic  1.388  0.020  1.388
 TQV  C9   C14   aromatic  1.399  0.020  1.399
 TQV  C10  C11   aromatic  1.390  0.020  1.390
 TQV  C11  C12   aromatic  1.386  0.020  1.386
 TQV  C12  C13   aromatic  1.388  0.020  1.388
 TQV  C13  C14   aromatic  1.390  0.020  1.390
 TQV  C14  O15   single    1.349  0.020  1.349
 TQV  C2   H2    single    0.930  0.020  1.080
 TQV  C3   H3    single    0.930  0.020  1.080
 TQV  C4   H4    single    0.930  0.020  1.080
 TQV  C5   H5    single    0.930  0.020  1.080
 TQV  C7   H7    single    0.970  0.020  1.090
 TQV  C7   H7A   single    0.970  0.020  1.090
 TQV  C7   H7B   single    0.970  0.020  1.090
 TQV  C8   H8    single    0.970  0.020  1.090
 TQV  C8   H8A   single    0.970  0.020  1.090
 TQV  C10  H10   single    0.930  0.020  1.080
 TQV  C11  H11   single    0.930  0.020  1.080
 TQV  C12  H12   single    0.930  0.020  1.080
 TQV  C13  H13   single    0.930  0.020  1.080
 TQV  O15  HO15  single    0.850  0.020  0.980
 TQV  O4P  H4P   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
 TQV  O4P   P    O3P  109.95  3.000
 TQV  O4P   P    O2P  106.93  3.000
 TQV  O3P   P    O2P  117.09  3.000
 TQV  O4P   P    O1P  107.77  3.000
 TQV  O3P   P    O1P  117.64  3.000
 TQV  O2P   P    O1P   96.24  3.000
 TQV  C6    C1   O2P  117.72  3.000
 TQV  C6    C1   C2   122.29  3.000
 TQV  O2P   C1   C2   119.93  3.000
 TQV  H2    C2   C3   120.46  3.000
 TQV  H2    C2   C1   120.27  3.000
 TQV  C3    C2   C1   119.27  3.000
 TQV  C8    O1P  P    119.88  3.000
 TQV  H3    C3   C4   120.53  3.000
 TQV  H3    C3   C2   119.61  3.000
 TQV  C4    C3   C2   119.86  3.000
 TQV  C1    O2P  P    121.19  3.000
 TQV  H4    C4   C5   119.87  3.000
 TQV  H4    C4   C3   120.28  3.000
 TQV  C5    C4   C3   119.84  3.000
 TQV  H5    C5   C6   118.74  3.000
 TQV  H5    C5   C4   119.62  3.000
 TQV  C6    C5   C4   121.63  3.000
 TQV  C7    C6   C5   121.25  3.000
 TQV  C7    C6   C1   121.66  3.000
 TQV  C5    C6   C1   117.10  3.000
 TQV  H7B   C7   H7A  107.82  3.000
 TQV  H7B   C7   H7   107.29  3.000
 TQV  H7A   C7   H7   106.99  3.000
 TQV  H7B   C7   C6   112.07  3.000
 TQV  H7A   C7   C6   110.54  3.000
 TQV  H7    C7   C6   111.89  3.000
 TQV  H8A   C8   H8   107.36  3.000
 TQV  H8A   C8   C9   109.98  3.000
 TQV  H8    C8   C9   110.77  3.000
 TQV  H8A   C8   O1P  110.57  3.000
 TQV  H8    C8   O1P  108.98  3.000
 TQV  C9    C8   O1P  109.16  3.000
 TQV  C14   C9   C10  118.67  3.000
 TQV  C14   C9   C8   117.86  3.000
 TQV  C10   C9   C8   123.47  3.000
 TQV  H4P   O4P  P    116.76  3.000
 TQV  H10   C10  C11  119.10  3.000
 TQV  H10   C10  C9   119.83  3.000
 TQV  C11   C10  C9   121.07  3.000
 TQV  H11   C11  C12  120.49  3.000
 TQV  H11   C11  C10  119.85  3.000
 TQV  C12   C11  C10  119.66  3.000
 TQV  H12   C12  C13  119.46  3.000
 TQV  H12   C12  C11  120.37  3.000
 TQV  C13   C12  C11  120.17  3.000
 TQV  H13   C13  C14  119.90  3.000
 TQV  H13   C13  C12  120.19  3.000
 TQV  C14   C13  C12  119.90  3.000
 TQV  O15   C14  C13  122.72  3.000
 TQV  O15   C14  C9   116.75  3.000
 TQV  C13   C14  C9   120.53  3.000
 TQV  HO15  O15  C14  110.70  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
 TQV  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 TQV  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 TQV  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 TQV  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 TQV  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 TQV  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 TQV  CONST_07  C12  C11  C10  C9     0.00   0.0  0
 TQV  CONST_08  C12  C13  C14  C9     0.00   0.0  0
 TQV  CONST_09  C13  C14  C9   C10    0.00   0.0  0
 TQV  CONST_10  C13  C12  C11  C10    0.00   0.0  0
 TQV  CONST_11  C14  C9   C10  C11    0.00   0.0  0
 TQV  CONST_12  C14  C13  C12  C11    0.00   0.0  0
 TQV  CONST_13  C7   C6   C1   C2   180.00   0.0  0
 TQV  CONST_14  O2P  C1   C2   C3   180.00   0.0  0
 TQV  CONST_15  C5   C6   C1   O2P  180.00   0.0  0
 TQV  CONST_16  C7   C6   C5   C4   180.00   0.0  0
 TQV  CONST_17  C11  C10  C9   C8   180.00   0.0  0
 TQV  CONST_18  C13  C14  C9   C8   180.00   0.0  0
 TQV  CONST_19  O15  C14  C9   C10  180.00   0.0  0
 TQV  CONST_20  O15  C14  C13  C12  180.00   0.0  0
 TQV  CONST_21  H3   C3   C2   C1   180.00   0.0  0
 TQV  CONST_22  H5   C5   C6   C1   180.00   0.0  0
 TQV  CONST_23  H4   C4   C3   C2   180.00   0.0  0
 TQV  CONST_24  H2   C2   C3   C4   180.00   0.0  0
 TQV  CONST_25  H11  C11  C10  C9   180.00   0.0  0
 TQV  CONST_26  H13  C13  C14  C9   180.00   0.0  0
 TQV  CONST_27  H12  C12  C11  C10  180.00   0.0  0
 TQV  CONST_28  H10  C10  C11  C12  180.00   0.0  0
 TQV  Var_01    C2   C1   O2P  P     69.59  30.0  2
 TQV  Var_02    C10  C9   C8   O1P   -0.61  30.0  2
 TQV  Var_03    H7   C7   C6   C1    68.84  30.0  2
 TQV  Var_04    C9   C8   O1P  P    162.32  30.0  3
 TQV  Var_05    O1P  P    O2P  C1   175.59  30.0  1

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 TQV  chir_01  P  O2P  O3P  O4P  both

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
 TQV  plan-1  C1   0.020
 TQV  plan-1  C2   0.020
 TQV  plan-1  C3   0.020
 TQV  plan-1  O2P  0.020
 TQV  plan-1  C4   0.020
 TQV  plan-1  C5   0.020
 TQV  plan-1  C6   0.020
 TQV  plan-1  C7   0.020
 TQV  plan-1  H2   0.020
 TQV  plan-1  H3   0.020
 TQV  plan-1  H4   0.020
 TQV  plan-1  H5   0.020
 TQV  plan-2  C8   0.020
 TQV  plan-2  C9   0.020
 TQV  plan-2  C10  0.020
 TQV  plan-2  C11  0.020
 TQV  plan-2  C12  0.020
 TQV  plan-2  C13  0.020
 TQV  plan-2  C14  0.020
 TQV  plan-2  O15  0.020
 TQV  plan-2  H10  0.020
 TQV  plan-2  H11  0.020
 TQV  plan-2  H12  0.020
 TQV  plan-2  H13  0.020

