# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 08:56:04 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 7-hydroxy-6-methoxy-3-[2-(2-methoxyethoxy)ethyl]-4,8-dimethyl-2H-chromen-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCOCCC1=C(C)c2cc(OC)c(O)c(C)c2OC1=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
 31J  31J  7-hydroxy-6-methoxy-3-[2-(2-methoxyethoxy)ethyl]-4,8-dimethyl-2H-chromen-2-one  ligand  45  23  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_31J
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
 31J  C21  C  CR66  0   0.337  -2.0179  -0.9530   0.0466
 31J  C23  C  CR6   0   0.535   0.2463  -1.5951   0.4194
 31J  C01  C  CH3   0  -0.395   8.2472  -0.2739   0.1650
 31J  O02  O  O2    0  -0.484   6.9005  -0.3372  -0.2267
 31J  C03  C  CH2   0  -0.169   6.4209   0.8936  -0.7031
 31J  C04  C  CH2   0  -0.171   4.9791   0.7546  -1.1190
 31J  O05  O  O2    0  -0.487   4.1802   0.4949   0.0082
 31J  C06  C  CH2   0  -0.113   2.8247   0.3187  -0.3154
 31J  C07  C  CH2   0  -0.563   2.0408   0.0586   0.9631
 31J  C08  C  CR6   0  -0.232   0.5933  -0.2052   0.6603
 31J  C09  C  CR6   0   0.217  -0.3590   0.7601   0.5523
 31J  C10  C  CH3   0  -0.771  -0.0630   2.2131   0.7425
 31J  C11  C  CR66  0   0.000  -1.7209   0.3894   0.2395
 31J  C12  C  CR16  0  -0.506  -2.7645   1.3229   0.1224
 31J  C13  C  CR6   0   0.344  -4.0396   0.9012  -0.1652
 31J  O14  O  O2    0  -0.494  -5.1213   1.6961  -0.2971
 31J  C15  C  CH3   0  -0.435  -4.9600   3.0902  -0.1200
 31J  C16  C  CR6   0   0.257  -4.3085  -0.4735  -0.3506
 31J  O17  O  OH1   0  -0.611  -5.5557  -0.8859  -0.6201
 31J  C18  C  CR6   0  -0.114  -3.2994  -1.4190  -0.2579
 31J  C19  C  CH3   0  -0.703  -3.5879  -2.8783  -0.4538
 31J  O22  O  O     0  -0.464  -1.0448  -1.8864   0.1465
 31J  O24  O  O     0  -0.440   1.0181  -2.5267   0.4419
 31J  H1   H  HCH3  0   0.203   8.4063   0.4389   0.9834
 31J  H2   H  HCH3  0   0.233   8.5464  -1.2636   0.5086
 31J  H3   H  HCH3  0   0.203   8.9043   0.0183  -0.6633
 31J  H4   H  HCH2  0   0.204   6.5168   1.6780   0.0617
 31J  H5   H  HCH2  0   0.206   6.9963   1.2315  -1.5767
 31J  H6   H  HCH2  0   0.207   4.6739   1.6877  -1.6127
 31J  H7   H  HCH2  0   0.205   4.8797  -0.0478  -1.8639
 31J  H8   H  HCH2  0   0.201   2.4247   1.2101  -0.8210
 31J  H9   H  HCH2  0   0.206   2.6970  -0.5234  -1.0101
 31J  H10  H  HCH2  0   0.262   2.4697  -0.8017   1.4786
 31J  H11  H  HCH2  0   0.257   2.1479   0.9086   1.6375
 31J  H12  H  HCH3  0   0.271   0.9805   2.4077   0.9655
 31J  H13  H  HCH3  0   0.267  -0.3196   2.7742  -0.1574
 31J  H14  H  HCH3  0   0.268  -0.6615   2.6238   1.5573
 31J  H15  H  HCR6  0   0.296  -2.5581   2.3736   0.2652
 31J  H16  H  HCH3  0   0.267  -5.9403   3.5361  -0.2641
 31J  H17  H  HCH3  0   0.233  -4.6039   3.3288   0.8850
 31J  H18  H  HCH3  0   0.234  -4.2675   3.5121  -0.8523
 31J  H19  H  HOH1  0   0.479  -6.1500  -0.1275  -0.6897
 31J  H20  H  HCH3  0   0.255  -3.8761  -3.3521   0.4870
 31J  H21  H  HCH3  0   0.252  -4.4031  -3.0314  -1.1578
 31J  H22  H  HCH3  0   0.252  -2.7217  -3.4143  -0.8350

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
 31J  C03  C04  single    1.507  0.020  1.507
 31J  C03  O02  single    1.404  0.020  1.404
 31J  C04  O05  single    1.406  0.020  1.406
 31J  C01  O02  single    1.404  0.020  1.404
 31J  C06  O05  single    1.405  0.020  1.405
 31J  C06  C07  single    1.522  0.020  1.522
 31J  C07  C08  single    1.502  0.020  1.502
 31J  O24  C23  double    1.210  0.020  1.210
 31J  C08  C23  single    1.453  0.020  1.453
 31J  C08  C09  double    1.360  0.020  1.360
 31J  C23  O22  single    1.351  0.020  1.351
 31J  C10  C09  single    1.495  0.020  1.495
 31J  C09  C11  single    1.446  0.020  1.446
 31J  O22  C21  single    1.352  0.020  1.352
 31J  C11  C21  aromatic  1.388  0.020  1.388
 31J  C11  C12  aromatic  1.405  0.020  1.405
 31J  C21  C18  aromatic  1.397  0.020  1.397
 31J  C12  C13  aromatic  1.373  0.020  1.373
 31J  C18  C19  single    1.500  0.020  1.500
 31J  C18  C16  aromatic  1.386  0.020  1.386
 31J  C13  C16  aromatic  1.413  0.020  1.413
 31J  C13  O14  single    1.349  0.020  1.349
 31J  C16  O17  single    1.341  0.020  1.341
 31J  C15  O14  single    1.414  0.020  1.414
 31J  C01  H1   single    0.970  0.020  1.090
 31J  C01  H2   single    0.970  0.020  1.090
 31J  C01  H3   single    0.970  0.020  1.090
 31J  C03  H4   single    0.970  0.020  1.090
 31J  C03  H5   single    0.970  0.020  1.090
 31J  C04  H6   single    0.970  0.020  1.090
 31J  C04  H7   single    0.970  0.020  1.090
 31J  C06  H8   single    0.970  0.020  1.090
 31J  C06  H9   single    0.970  0.020  1.090
 31J  C07  H10  single    0.970  0.020  1.090
 31J  C07  H11  single    0.970  0.020  1.090
 31J  C10  H12  single    0.970  0.020  1.090
 31J  C10  H13  single    0.970  0.020  1.090
 31J  C10  H14  single    0.970  0.020  1.090
 31J  C12  H15  single    0.930  0.020  1.080
 31J  C15  H16  single    0.970  0.020  1.090
 31J  C15  H17  single    0.970  0.020  1.090
 31J  C15  H18  single    0.970  0.020  1.090
 31J  O17  H19  single    0.850  0.020  0.980
 31J  C19  H20  single    0.970  0.020  1.090
 31J  C19  H21  single    0.970  0.020  1.090
 31J  C19  H22  single    0.970  0.020  1.090

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
 31J  O22  C21  C18  116.48  3.000
 31J  C18  C21  C11  123.30  3.000
 31J  O22  C21  C11  120.22  3.000
 31J  O24  C23  O22  116.56  3.000
 31J  O22  C23  C08  117.90  3.000
 31J  O24  C23  C08  125.54  3.000
 31J  H3   C01  H2   108.39  3.000
 31J  H3   C01  H1   107.66  3.000
 31J  H2   C01  H1   108.37  3.000
 31J  H3   C01  O02  112.08  3.000
 31J  H2   C01  O02  108.09  3.000
 31J  H1   C01  O02  112.13  3.000
 31J  C03  O02  C01  112.51  3.000
 31J  H5   C03  H4   106.72  3.000
 31J  H5   C03  C04  108.04  3.000
 31J  H4   C03  C04  109.95  3.000
 31J  H5   C03  O02  111.11  3.000
 31J  H4   C03  O02  111.07  3.000
 31J  C04  C03  O02  109.85  3.000
 31J  H7   C04  H6   106.87  3.000
 31J  H7   C04  O05  110.92  3.000
 31J  H6   C04  O05  111.05  3.000
 31J  H7   C04  C03  109.93  3.000
 31J  H6   C04  C03  108.15  3.000
 31J  O05  C04  C03  109.84  3.000
 31J  C06  O05  C04  112.76  3.000
 31J  H9   C06  H8   106.74  3.000
 31J  H9   C06  C07  109.88  3.000
 31J  H8   C06  C07  109.71  3.000
 31J  H9   C06  O05  110.73  3.000
 31J  H8   C06  O05  110.80  3.000
 31J  C07  C06  O05  108.96  3.000
 31J  H11  C07  H10  106.50  3.000
 31J  H11  C07  C08  110.87  3.000
 31J  H10  C07  C08  109.61  3.000
 31J  H11  C07  C06  109.61  3.000
 31J  H10  C07  C06  109.22  3.000
 31J  C08  C07  C06  110.92  3.000
 31J  C09  C08  C07  124.47  3.000
 31J  C09  C08  C23  119.91  3.000
 31J  C07  C08  C23  115.57  3.000
 31J  C11  C09  C10  117.60  3.000
 31J  C11  C09  C08  119.65  3.000
 31J  C10  C09  C08  122.76  3.000
 31J  H14  C10  H13  107.06  3.000
 31J  H14  C10  H12  107.85  3.000
 31J  H13  C10  H12  107.67  3.000
 31J  H14  C10  C09  110.62  3.000
 31J  H13  C10  C09  110.39  3.000
 31J  H12  C10  C09  113.01  3.000
 31J  C12  C11  C09  123.18  3.000
 31J  C12  C11  C21  118.16  3.000
 31J  C09  C11  C21  118.66  3.000
 31J  H15  C12  C13  120.25  3.000
 31J  H15  C12  C11  119.56  3.000
 31J  C13  C12  C11  120.20  3.000
 31J  C16  C13  O14  114.07  3.000
 31J  O14  C13  C12  125.74  3.000
 31J  C16  C13  C12  120.19  3.000
 31J  C15  O14  C13  118.50  3.000
 31J  H18  C15  H17  109.00  3.000
 31J  H18  C15  H16  108.93  3.000
 31J  H17  C15  H16  109.05  3.000
 31J  H18  C15  O14  111.65  3.000
 31J  H17  C15  O14  111.57  3.000
 31J  H16  C15  O14  106.56  3.000
 31J  C18  C16  O17  118.74  3.000
 31J  O17  C16  C13  120.17  3.000
 31J  C18  C16  C13  121.09  3.000
 31J  H19  O17  C16  110.20  3.000
 31J  C19  C18  C16  120.98  3.000
 31J  C16  C18  C21  117.05  3.000
 31J  C19  C18  C21  121.95  3.000
 31J  H22  C19  H21  107.50  3.000
 31J  H22  C19  H20  107.36  3.000
 31J  H21  C19  H20  107.37  3.000
 31J  H22  C19  C18  111.84  3.000
 31J  H21  C19  C18  111.43  3.000
 31J  H20  C19  C18  111.12  3.000
 31J  C23  O22  C21  123.62  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
 31J  CONST_01  C13  C12  C11  C21     0.00   0.0  0
 31J  CONST_02  C13  C16  C18  C21     0.00   0.0  0
 31J  CONST_03  C16  C18  C21  C11     0.00   0.0  0
 31J  CONST_04  C16  C13  C12  C11     0.00   0.0  0
 31J  CONST_05  C18  C21  C11  C12     0.00   0.0  0
 31J  CONST_06  C18  C16  C13  C12     0.00   0.0  0
 31J  CONST_07  O17  C16  C18  C21   180.00   0.0  0
 31J  CONST_08  C19  C18  C21  C11   180.00   0.0  0
 31J  CONST_09  O14  C13  C12  C11   180.00   0.0  0
 31J  CONST_10  O17  C16  C13  C12   180.00   0.0  0
 31J  CONST_11  C19  C18  C16  C13   180.00   0.0  0
 31J  CONST_12  C18  C16  C13  O14   180.00   0.0  0
 31J  CONST_13  O22  C21  C18  C19     0.00   0.0  0
 31J  CONST_14  H15  C12  C11  C21   180.00   0.0  0
 31J  Var_01    C08  C23  O22  C21     2.07  30.0  1
 31J  Var_02    C08  C09  C11  C21    -0.49  30.0  1
 31J  Var_03    C11  C09  C08  C23     1.96  30.0  1
 31J  Var_04    C11  C21  O22  C23    -0.62  30.0  1
 31J  Var_05    O22  C23  C08  C09    -2.73  30.0  1
 31J  Var_06    C06  C07  C08  C23    89.53  30.0  1
 31J  Var_07    C16  C13  O14  C15   179.52  30.0  2
 31J  Var_08    H20  C19  C18  C21    90.61  30.0  2
 31J  Var_09    H12  C10  C09  C08     0.40  30.0  3
 31J  Var_10    C08  C07  C06  O05  -177.15  30.0  3
 31J  Var_11    H16  C15  O14  C13  -179.78  30.0  3
 31J  Var_12    C04  C03  O02  C01   179.41  30.0  1
 31J  Var_13    O05  C04  C03  O02    66.34  30.0  3
 31J  Var_14    C07  C06  O05  C04  -179.41  30.0  1
 31J  Var_15    H1   C01  O02  C03    61.29  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
 31J  plan-1  C23  0.020
 31J  plan-1  C08  0.020
 31J  plan-1  O22  0.020
 31J  plan-1  O24  0.020
 31J  plan-2  C21  0.020
 31J  plan-2  C09  0.020
 31J  plan-2  C11  0.020
 31J  plan-2  C12  0.020
 31J  plan-2  C13  0.020
 31J  plan-2  O14  0.020
 31J  plan-2  C16  0.020
 31J  plan-2  O17  0.020
 31J  plan-2  C18  0.020
 31J  plan-2  C19  0.020
 31J  plan-2  O22  0.020
 31J  plan-2  H15  0.020

