# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 07:46:12 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 4-(5-oxo-1,5-dihydro-2H-[1]benzopyrano[3,4-c]pyridine-3(4H)-carbonyl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(cc1)C(=O)N2CCC3=C(C2)C(=O)Oc4ccccc34
#
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
 BQF  BQF  '4-(5-oxo-1,5-dihydro-2H-[1]benzopyrano[3,4-c]pyridine-3(4H)-carbonyl)benzoic acid'  ligand  40  26  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BQF
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
 BQF  C16  C  C      0   0.400  -5.8755  -1.1301   0.4348
 BQF  C18  C  CR6    0  -0.015   3.7521   0.0603   0.3022
 BQF  C20  C  C1     0  -0.242   5.9077   0.2480   1.3780
 BQF  C21  C  C1     0  -0.260   6.0815  -1.1318   1.2778
 BQF  C22  C  C1     0  -0.318   5.1053  -1.9219   0.7001
 BQF  C15  C  CR16   0  -0.281  -3.9264   0.1642   1.4186
 BQF  C13  C  CR6    0  -0.087  -2.2049   1.1306   0.0402
 BQF  C12  C  CR16   0  -0.246  -2.8555   0.6394  -1.0892
 BQF  C11  C  CR16   0  -0.279  -4.0355  -0.0764  -0.9592
 BQF  C9   C  C      0   0.531  -0.9971   2.0005  -0.0754
 BQF  C3   C  CR6    0   0.263   2.5192   0.6037  -0.2253
 BQF  C4   C  CH2    0  -0.523   2.2848   2.0828  -0.2145
 BQF  C2   C  CR6    0  -0.269   1.5908  -0.2374  -0.7338
 BQF  C1   C  CR6    0  -0.096  -4.5839  -0.3308   0.2948
 BQF  C6   C  CH2    0  -0.328   0.2496   0.2109  -1.2517
 BQF  C5   C  CH2    0  -0.339   1.1368   2.4554  -1.1363
 BQF  O4   O  O      0  -0.590  -6.3063  -1.2900   1.5921
 BQF  O3   O  OC    -1  -0.590  -6.3832  -1.5530  -0.6207
 BQF  C14  C  CR16   0  -0.261  -2.7580   0.8992   1.2963
 BQF  O2   O  O      0  -0.477  -0.9559   3.0682   0.5188
 BQF  N1   N  NT     0  -0.462  -0.0014   1.5907  -0.8987
 BQF  C7   C  CR6    0   0.555   1.8426  -1.6643  -0.8188
 BQF  O1   O  O      0  -0.426   1.0819  -2.4711  -1.2960
 BQF  O5   O  O      0  -0.462   3.0165  -2.1234  -0.3342
 BQF  C17  C  CR6    0   0.359   3.9512  -1.3170   0.2224
 BQF  C19  C  C1     0  -0.334   4.7565   0.8358   0.8940
 BQF  H3   H  H      0   0.284   5.2291  -2.9938   0.6174
 BQF  H4   H  HCR6   0   0.248  -4.3391  -0.0241   2.4004
 BQF  H5   H  HCR6   0   0.261  -2.4528   0.8295  -2.0769
 BQF  H6   H  HCR6   0   0.249  -4.5378  -0.4417  -1.8448
 BQF  H7   H  HCH2   0   0.281   2.0807   2.4137   0.8082
 BQF  H8   H  HCH2   0   0.275   3.1884   2.6054  -0.5351
 BQF  H9   H  HCH2   0   0.276   0.2066   0.0803  -2.3384
 BQF  H10  H  HCH2   0   0.290  -0.5231  -0.4298  -0.8309
 BQF  H11  H  HCH2   0   0.278   0.8519   3.4945  -0.9997
 BQF  H12  H  HCH2   0   0.268   1.4414   2.3301  -2.1785
 BQF  H14  H  HCR6   0   0.255  -2.2674   1.2823   2.1822
 BQF  H15  H  H      0   0.272   4.6303   1.9067   0.9792
 BQF  H1   H  H      0   0.268   6.6753   0.8581   1.8339
 BQF  H2   H  H      0   0.274   6.9842  -1.5926   1.6553

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
 BQF  C21  C20  aromatic  1.394  0.020  1.394
 BQF  C21  C22  aromatic  1.382  0.020  1.382
 BQF  C20  C19  aromatic  1.380  0.020  1.380
 BQF  C22  C17  aromatic  1.388  0.020  1.388
 BQF  C19  C18  aromatic  1.400  0.020  1.400
 BQF  C17  C18  aromatic  1.394  0.020  1.394
 BQF  C17  O5   single    1.354  0.020  1.354
 BQF  C18  C3   single    1.447  0.020  1.447
 BQF  O5   C7   single    1.350  0.020  1.350
 BQF  C7   O1   double    1.207  0.020  1.207
 BQF  C7   C2   single    1.451  0.020  1.451
 BQF  C3   C2   double    1.352  0.020  1.352
 BQF  C3   C4   single    1.498  0.020  1.498
 BQF  C2   C6   single    1.506  0.020  1.506
 BQF  C4   C5   single    1.519  0.020  1.519
 BQF  C6   N1   single    1.446  0.020  1.446
 BQF  C5   N1   single    1.449  0.020  1.449
 BQF  N1   C9   single    1.355  0.020  1.355
 BQF  C14  C15  aromatic  1.386  0.020  1.386
 BQF  C14  C13  aromatic  1.392  0.020  1.392
 BQF  C9   O2   double    1.223  0.020  1.223
 BQF  C9   C13  single    1.493  0.020  1.493
 BQF  C15  C1   aromatic  1.393  0.020  1.393
 BQF  C13  C12  aromatic  1.393  0.020  1.393
 BQF  O4   C16  deloc     1.245  0.020  1.245
 BQF  C1   C16  single    1.525  0.020  1.525
 BQF  C1   C11  aromatic  1.392  0.020  1.392
 BQF  C12  C11  aromatic  1.386  0.020  1.386
 BQF  C16  O3   deloc     1.245  0.020  1.245
 BQF  C20  H1   single    0.930  0.020  1.080
 BQF  C21  H2   single    0.930  0.020  1.080
 BQF  C22  H3   single    0.930  0.020  1.080
 BQF  C15  H4   single    0.930  0.020  1.080
 BQF  C12  H5   single    0.930  0.020  1.080
 BQF  C11  H6   single    0.930  0.020  1.080
 BQF  C4   H7   single    0.970  0.020  1.090
 BQF  C4   H8   single    0.970  0.020  1.090
 BQF  C6   H9   single    0.970  0.020  1.090
 BQF  C6   H10  single    0.970  0.020  1.090
 BQF  C5   H11  single    0.970  0.020  1.090
 BQF  C5   H12  single    0.970  0.020  1.090
 BQF  C14  H14  single    0.930  0.020  1.080
 BQF  C19  H15  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
 BQF  O3   C16  O4   127.09  3.000
 BQF  O3   C16  C1   116.45  3.000
 BQF  O4   C16  C1   116.46  3.000
 BQF  C19  C18  C17  117.97  3.000
 BQF  C17  C18  C3   118.16  3.000
 BQF  C19  C18  C3   123.87  3.000
 BQF  H1   C20  C19  119.98  3.000
 BQF  H1   C20  C21  120.01  3.000
 BQF  C19  C20  C21  120.01  3.000
 BQF  H2   C21  C22  119.45  3.000
 BQF  H2   C21  C20  120.04  3.000
 BQF  C22  C21  C20  120.51  3.000
 BQF  H3   C22  C17  120.03  3.000
 BQF  H3   C22  C21  121.15  3.000
 BQF  C17  C22  C21  118.81  3.000
 BQF  H4   C15  C14  119.62  3.000
 BQF  H4   C15  C1   119.36  3.000
 BQF  C14  C15  C1   121.02  3.000
 BQF  C14  C13  C9   119.22  3.000
 BQF  C9   C13  C12  121.37  3.000
 BQF  C14  C13  C12  119.18  3.000
 BQF  H5   C12  C11  119.51  3.000
 BQF  H5   C12  C13  120.24  3.000
 BQF  C11  C12  C13  120.24  3.000
 BQF  H6   C11  C1   119.53  3.000
 BQF  H6   C11  C12  119.53  3.000
 BQF  C1   C11  C12  120.94  3.000
 BQF  N1   C9   O2   122.31  3.000
 BQF  O2   C9   C13  119.90  3.000
 BQF  N1   C9   C13  117.72  3.000
 BQF  C2   C3   C4   120.64  3.000
 BQF  C4   C3   C18  120.11  3.000
 BQF  C2   C3   C18  119.25  3.000
 BQF  H8   C4   H7   106.50  3.000
 BQF  H8   C4   C5   109.26  3.000
 BQF  H7   C4   C5   110.61  3.000
 BQF  H8   C4   C3   109.94  3.000
 BQF  H7   C4   C3   109.55  3.000
 BQF  C5   C4   C3   110.87  3.000
 BQF  C7   C2   C6   115.28  3.000
 BQF  C6   C2   C3   123.76  3.000
 BQF  C7   C2   C3   120.96  3.000
 BQF  C11  C1   C15  118.41  3.000
 BQF  C11  C1   C16  120.80  3.000
 BQF  C15  C1   C16  120.79  3.000
 BQF  H10  C6   H9   106.59  3.000
 BQF  H10  C6   N1   110.12  3.000
 BQF  H9   C6   N1   110.43  3.000
 BQF  H10  C6   C2   108.91  3.000
 BQF  H9   C6   C2   109.92  3.000
 BQF  N1   C6   C2   110.77  3.000
 BQF  H12  C5   H11  107.62  3.000
 BQF  H12  C5   N1   107.87  3.000
 BQF  H11  C5   N1   110.13  3.000
 BQF  H12  C5   C4   109.88  3.000
 BQF  H11  C5   C4   110.90  3.000
 BQF  N1   C5   C4   110.36  3.000
 BQF  H14  C14  C13  119.97  3.000
 BQF  H14  C14  C15  119.84  3.000
 BQF  C13  C14  C15  120.19  3.000
 BQF  C5   N1   C6   113.14  3.000
 BQF  C5   N1   C9   119.75  3.000
 BQF  C6   N1   C9   124.35  3.000
 BQF  O5   C7   O1   117.54  3.000
 BQF  O1   C7   C2   124.81  3.000
 BQF  O5   C7   C2   117.65  3.000
 BQF  C17  O5   C7   123.03  3.000
 BQF  O5   C17  C22  117.12  3.000
 BQF  O5   C17  C18  120.89  3.000
 BQF  C22  C17  C18  121.98  3.000
 BQF  H15  C19  C20  119.43  3.000
 BQF  H15  C19  C18  119.87  3.000
 BQF  C20  C19  C18  120.70  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
 BQF  CONST_01  C21  C20  C19  C18    0.00   0.0  0
 BQF  CONST_02  C21  C22  C17  C18    0.00   0.0  0
 BQF  CONST_03  C17  C22  C21  C20    0.00   0.0  0
 BQF  CONST_04  C17  C18  C19  C20    0.00   0.0  0
 BQF  CONST_05  C19  C20  C21  C22    0.00   0.0  0
 BQF  CONST_06  C19  C18  C17  C22    0.00   0.0  0
 BQF  CONST_07  C12  C13  C14  C15    0.00   0.0  0
 BQF  CONST_08  C12  C11  C1   C15    0.00   0.0  0
 BQF  CONST_09  C1   C15  C14  C13    0.00   0.0  0
 BQF  CONST_10  C1   C11  C12  C13    0.00   0.0  0
 BQF  CONST_11  C14  C15  C1   C11    0.00   0.0  0
 BQF  CONST_12  C14  C13  C12  C11    0.00   0.0  0
 BQF  CONST_13  C14  C15  C1   C16  180.00   0.0  0
 BQF  CONST_14  C12  C11  C1   C16  180.00   0.0  0
 BQF  CONST_15  C9   C13  C14  C15  180.00   0.0  0
 BQF  CONST_16  C9   C13  C12  C11  180.00   0.0  0
 BQF  CONST_18  C5   N1   C9   C13  180.00   0.0  0
 BQF  CONST_19  H1   C20  C19  C18  180.00   0.0  0
 BQF  CONST_20  H3   C22  C17  C18  180.00   0.0  0
 BQF  CONST_21  H15  C19  C20  C21  180.00   0.0  0
 BQF  CONST_22  H6   C11  C1   C15  180.00   0.0  0
 BQF  CONST_23  H4   C15  C14  C13  180.00   0.0  0
 BQF  CONST_24  H14  C14  C13  C12  180.00   0.0  0
 BQF  CONST_25  H5   C12  C11  C1   180.00   0.0  0
 BQF  CONST_26  H2   C21  C22  C17  180.00   0.0  0
 BQF  CONST_28  O2   C9   N1   C5     0.00   0.0  0
 BQF  Var_01    C7   C2   C3   C18   -3.14  30.0  1
 BQF  Var_02    C5   C4   C3   C18  164.47  30.0  1
 BQF  Var_03    O5   C7   C2   C3     2.04  30.0  1
 BQF  Var_04    N1   C6   C2   C3   -10.93  30.0  1
 BQF  Var_05    N1   C5   C4   C3    47.74  30.0  1
 BQF  Var_06    C19  C18  C3   C4     2.84  30.0  1
 BQF  Var_07    C6   N1   C5   C4   -65.77  30.0  1
 BQF  Var_08    C5   N1   C6   C2    45.29  30.0  1
 BQF  Var_09    N1   C9   C13  C12  -48.77  30.0  3
 BQF  Var_10    O4   C16  C1   C15    1.08  30.0  2

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
 BQF  plan-1  C16  0.020
 BQF  plan-1  C15  0.020
 BQF  plan-1  C13  0.020
 BQF  plan-1  C12  0.020
 BQF  plan-1  C11  0.020
 BQF  plan-1  C9   0.020
 BQF  plan-1  C1   0.020
 BQF  plan-1  C14  0.020
 BQF  plan-1  H4   0.020
 BQF  plan-1  H5   0.020
 BQF  plan-1  H6   0.020
 BQF  plan-1  H14  0.020
 BQF  plan-2  C18  0.020
 BQF  plan-2  C20  0.020
 BQF  plan-2  C21  0.020
 BQF  plan-2  C22  0.020
 BQF  plan-2  C3   0.020
 BQF  plan-2  O5   0.020
 BQF  plan-2  C17  0.020
 BQF  plan-2  C19  0.020
 BQF  plan-2  H3   0.020
 BQF  plan-2  H15  0.020
 BQF  plan-2  H1   0.020
 BQF  plan-2  H2   0.020
 BQF  plan-3  C13  0.020
 BQF  plan-3  C9   0.020
 BQF  plan-3  C6   0.020
 BQF  plan-3  C5   0.020
 BQF  plan-3  O2   0.020
 BQF  plan-3  N1   0.020
 BQF  plan-4  C16  0.020
 BQF  plan-4  C1   0.020
 BQF  plan-4  O4   0.020
 BQF  plan-4  O3   0.020
 BQF  plan-5  C2   0.020
 BQF  plan-5  C7   0.020
 BQF  plan-5  O1   0.020
 BQF  plan-5  O5   0.020

