# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 02:13:54 2021
#   Inital geometry file: a 116 line input string
#   Ligand name: (6-methoxy-2-methyl-7-oxidanyl-1-benzofuran-3-yl)-(3,4,5-trimethoxyphenyl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2c(oc(C)c2C(=O)c3cc(OC)c(OC)c(OC)c3)c1O
#
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
 DO6  DO6  (6-methoxy-2-methyl-7-oxidanyl-1-benzofuran-3-yl)-(3,4,5-trimethoxyphenyl)methanone  ligand  47  27  .  2022-03-18  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DO6
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
 DO6  C3   C  CR16  0  -0.449  16.3097  67.5969  40.5992
 DO6  C5   C  CR16  0  -0.455  17.9351  67.4021  38.8133
 DO6  C12  C  CH3   0  -0.440  18.4364  66.7214  36.1367
 DO6  C9   C  CH3   0  -0.411  13.9733  67.4942  36.8580
 DO6  C13  C  C     0   0.310  18.6955  68.1703  41.0404
 DO6  C15  C  CR5   0  -0.147  18.5756  67.8965  42.4780
 DO6  C16  C  CR56  0   0.060  18.0426  66.7234  43.1428
 DO6  C17  C  CR56  0   0.317  18.2386  66.9714  44.4986
 DO6  C1   C  CR6   0   0.186  15.6124  66.8812  38.4035
 DO6  C2   C  CR6   0   0.356  15.3002  67.1982  39.7288
 DO6  C4   C  CR6   0   0.001  17.6169  67.6915  40.1367
 DO6  C6   C  CR6   0   0.346  16.9317  66.9874  37.9460
 DO6  O7   O  O2    0  -0.478  14.6425  66.4522  37.5612
 DO6  O8   O  O2    0  -0.462  14.0067  67.0796  40.0672
 DO6  C10  C  CH3   0  -0.441  13.6409  67.3092  41.4144
 DO6  O11  O  O2    0  -0.462  17.1229  66.6600  36.6588
 DO6  O14  O  O     0  -0.398  19.6508  68.7788  40.5927
 DO6  O18  O  O     0  -0.448  18.8206  68.1816  44.6831
 DO6  C19  C  CR5   0   0.371  19.0332  68.7208  43.4637
 DO6  C20  C  CR16  0  -0.389  17.4848  65.5073  42.7615
 DO6  C21  C  CR16  0  -0.385  17.1349  64.6005  43.7513
 DO6  C22  C  CR6   0   0.290  17.3341  64.8792  45.1068
 DO6  C23  C  CR6   0   0.155  17.9039  66.0917  45.5106
 DO6  O24  O  O2    0  -0.490  17.0201  64.0474  46.1258
 DO6  C25  C  CH3   0  -0.432  16.5063  62.7665  45.8208
 DO6  O26  O  OH1   0  -0.617  18.1371  66.4189  46.7935
 DO6  C27  C  CH3   0  -0.752  19.6661  70.0567  43.4478
 DO6  H1   H  HCR6  0   0.293  16.0901  67.8550  41.6254
 DO6  H2   H  HCR6  0   0.286  18.9606  67.4914  38.4824
 DO6  H3   H  HCH3  0   0.263  18.3692  66.4023  35.0997
 DO6  H4   H  HCH3  0   0.231  18.8405  67.7364  36.1661
 DO6  H5   H  HCH3  0   0.231  19.1182  66.0522  36.6677
 DO6  H6   H  HCH3  0   0.241  13.2557  67.0197  36.1918
 DO6  H7   H  HCH3  0   0.225  13.4361  68.1584  37.5383
 DO6  H8   H  HCH3  0   0.225  14.6684  68.0878  36.2604
 DO6  H9   H  HCH3  0   0.265  12.5693  67.1373  41.4750
 DO6  H10  H  HCH3  0   0.228  14.1459  66.6203  42.0970
 DO6  H11  H  HCH3  0   0.232  13.8492  68.3353  41.7273
 DO6  H12  H  HCR6  0   0.255  17.3213  65.2549  41.7240
 DO6  H13  H  HCR6  0   0.285  16.7014  63.6559  43.4526
 DO6  H14  H  HCH3  0   0.263  16.3590  62.2576  46.7699
 DO6  H15  H  HCH3  0   0.231  15.5466  62.8274  45.3014
 DO6  H16  H  HCH3  0   0.231  17.2029  62.1857  45.2110
 DO6  H17  H  HOH1  0   0.478  17.8549  65.7005  47.3730
 DO6  H18  H  HCH3  0   0.265  19.2129  70.7059  44.1972
 DO6  H19  H  HCH3  0   0.271  20.7314  69.9821  43.6762
 DO6  H20  H  HCH3  0   0.266  19.5675  70.5243  42.4734

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
 DO6  C12  O11  single    1.415  0.020  1.415
 DO6  O11  C6   single    1.342  0.020  1.342
 DO6  C9   O7   single    1.424  0.020  1.424
 DO6  O7   C1   single    1.354  0.020  1.354
 DO6  C6   C1   aromatic  1.400  0.020  1.400
 DO6  C6   C5   aromatic  1.390  0.020  1.390
 DO6  C1   C2   aromatic  1.398  0.020  1.398
 DO6  C5   C4   aromatic  1.392  0.020  1.392
 DO6  C2   O8   single    1.342  0.020  1.342
 DO6  C2   C3   aromatic  1.391  0.020  1.391
 DO6  C4   C3   aromatic  1.390  0.020  1.390
 DO6  C4   C13  single    1.486  0.020  1.486
 DO6  O8   C10  single    1.415  0.020  1.415
 DO6  O14  C13  double    1.218  0.020  1.218
 DO6  C13  C15  single    1.468  0.020  1.468
 DO6  C15  C16  aromatic  1.450  0.020  1.450
 DO6  C15  C19  aromatic  1.364  0.020  1.364
 DO6  C20  C16  aromatic  1.391  0.020  1.391
 DO6  C20  C21  aromatic  1.387  0.020  1.387
 DO6  C16  C17  aromatic  1.392  0.020  1.392
 DO6  C27  C19  single    1.478  0.020  1.478
 DO6  C19  O18  aromatic  1.350  0.020  1.350
 DO6  C21  C22  aromatic  1.398  0.020  1.398
 DO6  C17  O18  aromatic  1.356  0.020  1.356
 DO6  C17  C23  aromatic  1.382  0.020  1.382
 DO6  C22  C23  aromatic  1.399  0.020  1.399
 DO6  C22  O24  single    1.352  0.020  1.352
 DO6  C23  O26  single    1.344  0.020  1.344
 DO6  C25  O24  single    1.413  0.020  1.413
 DO6  C3   H1   single    0.930  0.020  1.080
 DO6  C5   H2   single    0.930  0.020  1.080
 DO6  C12  H3   single    0.970  0.020  1.090
 DO6  C12  H4   single    0.970  0.020  1.090
 DO6  C12  H5   single    0.970  0.020  1.090
 DO6  C9   H6   single    0.970  0.020  1.090
 DO6  C9   H7   single    0.970  0.020  1.090
 DO6  C9   H8   single    0.970  0.020  1.090
 DO6  C10  H9   single    0.970  0.020  1.090
 DO6  C10  H10  single    0.970  0.020  1.090
 DO6  C10  H11  single    0.970  0.020  1.090
 DO6  C20  H12  single    0.930  0.020  1.080
 DO6  C21  H13  single    0.930  0.020  1.080
 DO6  C25  H14  single    0.970  0.020  1.090
 DO6  C25  H15  single    0.970  0.020  1.090
 DO6  C25  H16  single    0.970  0.020  1.090
 DO6  O26  H17  single    0.850  0.020  0.980
 DO6  C27  H18  single    0.970  0.020  1.090
 DO6  C27  H19  single    0.970  0.020  1.090
 DO6  C27  H20  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
 DO6  H1   C3   C4   119.40  3.000
 DO6  H1   C3   C2   121.01  3.000
 DO6  C4   C3   C2   119.58  3.000
 DO6  H2   C5   C6   121.23  3.000
 DO6  H2   C5   C4   119.39  3.000
 DO6  C6   C5   C4   119.37  3.000
 DO6  H5   C12  H4   108.96  3.000
 DO6  H5   C12  H3   108.80  3.000
 DO6  H4   C12  H3   108.74  3.000
 DO6  H5   C12  O11  111.92  3.000
 DO6  H4   C12  O11  111.94  3.000
 DO6  H3   C12  O11  106.37  3.000
 DO6  H8   C9   H7   108.87  3.000
 DO6  H8   C9   H6   108.77  3.000
 DO6  H7   C9   H6   108.80  3.000
 DO6  H8   C9   O7   111.64  3.000
 DO6  H7   C9   O7   111.63  3.000
 DO6  H6   C9   O7   107.05  3.000
 DO6  O14  C13  C4   120.44  3.000
 DO6  O14  C13  C15  121.14  3.000
 DO6  C4   C13  C15  118.42  3.000
 DO6  C19  C15  C16  106.32  3.000
 DO6  C19  C15  C13  124.57  3.000
 DO6  C16  C15  C13  129.03  3.000
 DO6  C20  C16  C17  118.63  3.000
 DO6  C17  C16  C15  104.51  3.000
 DO6  C20  C16  C15  136.80  3.000
 DO6  C23  C17  O18  124.93  3.000
 DO6  C23  C17  C16  124.45  3.000
 DO6  O18  C17  C16  110.61  3.000
 DO6  O7   C1   C6   119.70  3.000
 DO6  C6   C1   C2   120.19  3.000
 DO6  O7   C1   C2   120.10  3.000
 DO6  O8   C2   C1   115.74  3.000
 DO6  O8   C2   C3   124.52  3.000
 DO6  C1   C2   C3   119.74  3.000
 DO6  C13  C4   C5   118.64  3.000
 DO6  C13  C4   C3   120.14  3.000
 DO6  C5   C4   C3   121.16  3.000
 DO6  O11  C6   C1   115.41  3.000
 DO6  C1   C6   C5   119.93  3.000
 DO6  O11  C6   C5   124.65  3.000
 DO6  C1   O7   C9   114.32  3.000
 DO6  C10  O8   C2   118.36  3.000
 DO6  H11  C10  H10  108.95  3.000
 DO6  H11  C10  H9   108.69  3.000
 DO6  H10  C10  H9   108.72  3.000
 DO6  H11  C10  O8   112.07  3.000
 DO6  H10  C10  O8   111.89  3.000
 DO6  H9   C10  O8   106.40  3.000
 DO6  C6   O11  C12  118.41  3.000
 DO6  C19  O18  C17  107.53  3.000
 DO6  C27  C19  O18  115.97  3.000
 DO6  O18  C19  C15  111.01  3.000
 DO6  C27  C19  C15  133.00  3.000
 DO6  H12  C20  C21  119.63  3.000
 DO6  H12  C20  C16  121.88  3.000
 DO6  C21  C20  C16  118.49  3.000
 DO6  H13  C21  C22  119.94  3.000
 DO6  H13  C21  C20  118.35  3.000
 DO6  C22  C21  C20  121.71  3.000
 DO6  O24  C22  C23  114.21  3.000
 DO6  O24  C22  C21  125.09  3.000
 DO6  C23  C22  C21  120.70  3.000
 DO6  O26  C23  C22  123.84  3.000
 DO6  O26  C23  C17  120.12  3.000
 DO6  C22  C23  C17  116.04  3.000
 DO6  C25  O24  C22  118.63  3.000
 DO6  H16  C25  H15  108.92  3.000
 DO6  H16  C25  H14  108.95  3.000
 DO6  H15  C25  H14  108.79  3.000
 DO6  H16  C25  O24  111.73  3.000
 DO6  H15  C25  O24  111.79  3.000
 DO6  H14  C25  O24  106.56  3.000
 DO6  H17  O26  C23  109.95  3.000
 DO6  H20  C27  H19  107.81  3.000
 DO6  H20  C27  H18  108.83  3.000
 DO6  H19  C27  H18  107.61  3.000
 DO6  H20  C27  C19  111.10  3.000
 DO6  H19  C27  C19  110.71  3.000
 DO6  H18  C27  C19  110.65  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
 DO6  CONST_01  C6   C1   C2   C3      0.00   0.0  0
 DO6  CONST_02  C6   C5   C4   C3      0.00   0.0  0
 DO6  CONST_03  C2   C1   C6   C5      0.00   0.0  0
 DO6  CONST_04  C2   C3   C4   C5      0.00   0.0  0
 DO6  CONST_05  C21  C20  C16  C15   180.00   0.0  0
 DO6  CONST_06  O18  C17  C16  C15     0.00   0.0  0
 DO6  CONST_07  C23  C17  C16  C15   180.00   0.0  0
 DO6  CONST_08  C17  O18  C19  C15     0.00   0.0  0
 DO6  CONST_09  O18  C19  C15  C16     0.00   0.0  0
 DO6  CONST_10  C22  C21  C20  C16     0.00   0.0  0
 DO6  CONST_11  C19  O18  C17  C16     0.00   0.0  0
 DO6  CONST_12  C22  C23  C17  C16     0.00   0.0  0
 DO6  CONST_13  C19  C15  C16  C17     0.00   0.0  0
 DO6  CONST_14  C21  C20  C16  C17     0.00   0.0  0
 DO6  CONST_15  C21  C22  C23  C17     0.00   0.0  0
 DO6  CONST_16  C4   C5   C6   C1      0.00   0.0  0
 DO6  CONST_17  C4   C3   C2   C1      0.00   0.0  0
 DO6  CONST_18  C20  C16  C17  O18   180.00   0.0  0
 DO6  CONST_19  C22  C23  C17  O18   180.00   0.0  0
 DO6  CONST_20  C20  C16  C15  C19   180.00   0.0  0
 DO6  CONST_21  C23  C17  O18  C19   180.00   0.0  0
 DO6  CONST_22  C23  C17  C16  C20     0.00   0.0  0
 DO6  CONST_23  C23  C22  C21  C20     0.00   0.0  0
 DO6  CONST_24  O7   C1   C2   C3    180.00   0.0  0
 DO6  CONST_25  O7   C1   C6   C5    180.00   0.0  0
 DO6  CONST_26  C6   C5   C4   C13   180.00   0.0  0
 DO6  CONST_27  C2   C3   C4   C13   180.00   0.0  0
 DO6  CONST_28  C20  C16  C15  C13     0.00   0.0  0
 DO6  CONST_29  C17  C16  C15  C13   180.00   0.0  0
 DO6  CONST_30  O18  C19  C15  C13   180.00   0.0  0
 DO6  CONST_31  C27  C19  C15  C16   180.00   0.0  0
 DO6  CONST_32  O26  C23  C17  C16   180.00   0.0  0
 DO6  CONST_33  C27  C19  O18  C17   180.00   0.0  0
 DO6  CONST_34  O24  C22  C23  C17   180.00   0.0  0
 DO6  CONST_35  O11  C6   C1   C2    180.00   0.0  0
 DO6  CONST_36  O11  C6   C5   C4    180.00   0.0  0
 DO6  CONST_37  O8   C2   C3   C4    180.00   0.0  0
 DO6  CONST_38  O8   C2   C1   C6    180.00   0.0  0
 DO6  CONST_39  O26  C23  C17  O18     0.00   0.0  0
 DO6  CONST_40  O24  C22  C21  C20   180.00   0.0  0
 DO6  CONST_41  O26  C23  C22  C21   180.00   0.0  0
 DO6  CONST_42  H2   C5   C4   C3    180.00   0.0  0
 DO6  CONST_43  H1   C3   C4   C5    180.00   0.0  0
 DO6  CONST_44  H12  C20  C16  C15     0.00   0.0  0
 DO6  CONST_45  H13  C21  C20  C16   180.00   0.0  0
 DO6  Var_01    C15  C13  C4   C3     30.65  30.0  2
 DO6  Var_02    C4   C13  C15  C16    36.61  30.0  2
 DO6  Var_03    C1   C6   O11  C12  -178.88  30.0  2
 DO6  Var_04    C6   C1   O7   C9    -91.58  30.0  2
 DO6  Var_05    H18  C27  C19  C15   134.14  30.0  2
 DO6  Var_06    H6   C9   O7   C1    177.66  30.0  3
 DO6  Var_07    H9   C10  O8   C2   -178.53  30.0  3
 DO6  Var_08    H3   C12  O11  C6    178.92  30.0  3
 DO6  Var_09    H14  C25  O24  C22   177.98  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
 DO6  plan-1  C3   0.020
 DO6  plan-1  C5   0.020
 DO6  plan-1  C13  0.020
 DO6  plan-1  C1   0.020
 DO6  plan-1  C2   0.020
 DO6  plan-1  C4   0.020
 DO6  plan-1  C6   0.020
 DO6  plan-1  O7   0.020
 DO6  plan-1  O8   0.020
 DO6  plan-1  O11  0.020
 DO6  plan-1  H1   0.020
 DO6  plan-1  H2   0.020
 DO6  plan-2  C13  0.020
 DO6  plan-2  C15  0.020
 DO6  plan-2  C16  0.020
 DO6  plan-2  C17  0.020
 DO6  plan-2  O18  0.020
 DO6  plan-2  C19  0.020
 DO6  plan-2  C20  0.020
 DO6  plan-2  C21  0.020
 DO6  plan-2  C22  0.020
 DO6  plan-2  C23  0.020
 DO6  plan-2  O24  0.020
 DO6  plan-2  O26  0.020
 DO6  plan-2  C27  0.020
 DO6  plan-2  H12  0.020
 DO6  plan-2  H13  0.020
 DO6  plan-3  C13  0.020
 DO6  plan-3  C15  0.020
 DO6  plan-3  C4   0.020
 DO6  plan-3  O14  0.020

