# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 16:41:37 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 4,16-dimethoxy-10-methyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1,3,5,7,9(17),13,15-heptaene-5,15-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2c(cc1O)cc3N(C)CCc4cc(O)c(OC)c2c34
#
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
 GHT  GHT  4,16-dimethoxy-10-methyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1,3,5,7,9(17),13,15-heptaene-5,15-diol  ligand  43  24  .  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_GHT
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
 GHT  C10  C  CH3   0  -0.535   3.3203  -2.9419  -1.1399
 GHT  C11  C  C     0  -0.333   4.0498  -1.4871   0.6792
 GHT  C12  C  C     0  -0.521   4.2072  -0.1257   0.0285
 GHT  C13  C  CR66  0   0.095   2.8961   0.6039   0.0762
 GHT  C01  C  CH3   0  -0.435  -4.7135   1.3506   0.4120
 GHT  C03  C  CR6   0   0.345  -3.2136  -0.4819   0.1965
 GHT  C04  C  CR16  0  -0.519  -2.0929   0.3085   0.2273
 GHT  C05  C  CR66  0   0.091  -0.7910  -0.2335   0.0990
 GHT  C06  C  CR66  0   0.081  -0.6885  -1.6377  -0.0104
 GHT  C07  C  CR16  0  -0.440   0.5804  -2.2756  -0.0222
 GHT  C08  C  CR66  0   0.287   1.7348  -1.5676   0.0558
 GHT  N09  N  NR6   0  -0.513   2.9665  -2.2454   0.0860
 GHT  C14  C  CR16  0  -0.483   2.8735   1.9763   0.0916
 GHT  C15  C  CR6   0   0.320   1.6593   2.6629   0.0773
 GHT  C16  C  CR6   0   0.164   0.4596   1.9670   0.0611
 GHT  O17  O  O2    0  -0.494  -0.6751   2.7230   0.0017
 GHT  C18  C  CH3   0  -0.423  -1.0762   3.0558  -1.3223
 GHT  C19  C  CR66  0   0.062   0.4324   0.5530   0.0912
 GHT  C20  C  C     0  -0.011   1.6871  -0.1260   0.0907
 GHT  O21  O  OH1   0  -0.623   1.5984   4.0074   0.0676
 GHT  C22  C  CR16  0  -0.431  -1.8503  -2.4352  -0.0482
 GHT  C23  C  CR6   0   0.289  -3.0995  -1.8840   0.0407
 GHT  O24  O  OH1   0  -0.628  -4.1898  -2.6700  -0.0039
 GHT  H1   H  HCH3  0   0.236   4.1917  -3.5716  -0.9604
 GHT  H2   H  HCH3  0   0.247   2.5050  -3.5911  -1.4532
 GHT  H3   H  HCH3  0   0.211   3.5517  -2.2694  -1.9760
 GHT  H4   H  H     0   0.249   4.9668  -2.0722   0.6025
 GHT  H5   H  H     0   0.245   3.8458  -1.3567   1.7463
 GHT  H6   H  H     0   0.256   4.9830   0.4552   0.5310
 GHT  H7   H  H     0   0.255   4.5302  -0.2402  -1.0120
 GHT  H8   H  HCH3  0   0.266  -5.7904   1.4851   0.4689
 GHT  H9   H  HCH3  0   0.231  -4.2567   1.7699   1.3119
 GHT  H10  H  HCH3  0   0.228  -4.3351   1.8882  -0.4620
 GHT  H11  H  HCR6  0   0.295  -2.2112   1.3662   0.3822
 GHT  H12  H  HCR6  0   0.248   0.6151  -3.3586  -0.0537
 GHT  H13  H  HCR6  0   0.269   3.8050   2.5336   0.0992
 GHT  H14  H  HCH3  0   0.237  -0.3009   3.6137  -1.8519
 GHT  H15  H  HCH3  0   0.223  -1.3280   2.1644  -1.9032
 GHT  H16  H  HCH3  0   0.240  -1.9629   3.6825  -1.2423
 GHT  H17  H  HOH1  0   0.476   2.4884   4.3756   0.0430
 GHT  H18  H  HCR6  0   0.260  -1.7485  -3.5100  -0.1414
 GHT  H19  H  HOH1  0   0.474  -4.9894  -2.1338   0.0656
 GHT  O02  O  O2    0  -0.492  -4.4854  -0.0398   0.3072

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
 GHT  C11  C12  single    1.517  0.020  1.517
 GHT  C11  N09  single    1.449  0.020  1.449
 GHT  C10  N09  single    1.454  0.020  1.454
 GHT  C12  C13  single    1.501  0.020  1.501
 GHT  N09  C08  single    1.406  0.020  1.406
 GHT  C13  C14  aromatic  1.373  0.020  1.373
 GHT  C13  C20  aromatic  1.412  0.020  1.412
 GHT  C08  C20  aromatic  1.443  0.020  1.443
 GHT  C08  C07  aromatic  1.357  0.020  1.357
 GHT  C14  C15  aromatic  1.395  0.020  1.395
 GHT  C20  C19  aromatic  1.427  0.020  1.427
 GHT  C07  C06  aromatic  1.420  0.020  1.420
 GHT  C15  O21  single    1.346  0.020  1.346
 GHT  C15  C16  aromatic  1.387  0.020  1.387
 GHT  C19  C16  aromatic  1.415  0.020  1.415
 GHT  C19  C05  aromatic  1.454  0.020  1.454
 GHT  C06  C05  aromatic  1.412  0.020  1.412
 GHT  C06  C22  aromatic  1.410  0.020  1.410
 GHT  C16  O17  single    1.365  0.020  1.365
 GHT  C05  C04  aromatic  1.416  0.020  1.416
 GHT  C22  C23  aromatic  1.368  0.020  1.368
 GHT  O17  C18  single    1.423  0.020  1.423
 GHT  C04  C03  aromatic  1.372  0.020  1.372
 GHT  C23  C03  aromatic  1.415  0.020  1.415
 GHT  C23  O24  single    1.345  0.020  1.345
 GHT  C03  O02  single    1.351  0.020  1.351
 GHT  O02  C01  single    1.413  0.020  1.413
 GHT  C10  H1   single    0.970  0.020  1.090
 GHT  C10  H2   single    0.970  0.020  1.090
 GHT  C10  H3   single    0.970  0.020  1.090
 GHT  C11  H4   single    0.970  0.020  1.090
 GHT  C11  H5   single    0.970  0.020  1.090
 GHT  C12  H6   single    0.970  0.020  1.090
 GHT  C12  H7   single    0.970  0.020  1.090
 GHT  C01  H8   single    0.970  0.020  1.090
 GHT  C01  H9   single    0.970  0.020  1.090
 GHT  C01  H10  single    0.970  0.020  1.090
 GHT  C04  H11  single    0.930  0.020  1.080
 GHT  C07  H12  single    0.930  0.020  1.080
 GHT  C14  H13  single    0.930  0.020  1.080
 GHT  C18  H14  single    0.970  0.020  1.090
 GHT  C18  H15  single    0.970  0.020  1.090
 GHT  C18  H16  single    0.970  0.020  1.090
 GHT  O21  H17  single    0.850  0.020  0.980
 GHT  C22  H18  single    0.930  0.020  1.080
 GHT  O24  H19  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
 GHT  H3   C10  H2   107.71  3.000
 GHT  H3   C10  H1   108.11  3.000
 GHT  H2   C10  H1   107.56  3.000
 GHT  H3   C10  N09  113.58  3.000
 GHT  H2   C10  N09  110.26  3.000
 GHT  H1   C10  N09  109.42  3.000
 GHT  H5   C11  H4   106.82  3.000
 GHT  H5   C11  N09  108.80  3.000
 GHT  H4   C11  N09  108.61  3.000
 GHT  H5   C11  C12  109.31  3.000
 GHT  H4   C11  C12  111.35  3.000
 GHT  N09  C11  C12  111.81  3.000
 GHT  H7   C12  H6   106.46  3.000
 GHT  H7   C12  C13  109.78  3.000
 GHT  H6   C12  C13  110.33  3.000
 GHT  H7   C12  C11  110.13  3.000
 GHT  H6   C12  C11  110.73  3.000
 GHT  C13  C12  C11  109.38  3.000
 GHT  C20  C13  C14  120.16  3.000
 GHT  C20  C13  C12  119.79  3.000
 GHT  C14  C13  C12  120.04  3.000
 GHT  H10  C01  H9   108.95  3.000
 GHT  H10  C01  H8   108.90  3.000
 GHT  H9   C01  H8   108.88  3.000
 GHT  H10  C01  O02  111.63  3.000
 GHT  H9   C01  O02  111.79  3.000
 GHT  H8   C01  O02  106.60  3.000
 GHT  C23  C03  C04  120.49  3.000
 GHT  C23  C03  O02  114.15  3.000
 GHT  C04  C03  O02  125.36  3.000
 GHT  H11  C04  C05  119.38  3.000
 GHT  H11  C04  C03  118.69  3.000
 GHT  C05  C04  C03  121.91  3.000
 GHT  C19  C05  C06  118.44  3.000
 GHT  C06  C05  C04  117.03  3.000
 GHT  C19  C05  C04  124.53  3.000
 GHT  C22  C06  C07  118.82  3.000
 GHT  C22  C06  C05  120.32  3.000
 GHT  C07  C06  C05  120.81  3.000
 GHT  H12  C07  C08  119.73  3.000
 GHT  H12  C07  C06  118.53  3.000
 GHT  C08  C07  C06  121.70  3.000
 GHT  C20  C08  N09  120.67  3.000
 GHT  C20  C08  C07  119.65  3.000
 GHT  N09  C08  C07  119.68  3.000
 GHT  C08  N09  C11  114.29  3.000
 GHT  C08  N09  C10  115.22  3.000
 GHT  C11  N09  C10  114.45  3.000
 GHT  H13  C14  C15  119.62  3.000
 GHT  H13  C14  C13  119.95  3.000
 GHT  C15  C14  C13  120.42  3.000
 GHT  O21  C15  C16  117.51  3.000
 GHT  C16  C15  C14  120.40  3.000
 GHT  O21  C15  C14  122.08  3.000
 GHT  C19  C16  O17  122.59  3.000
 GHT  O17  C16  C15  116.22  3.000
 GHT  C19  C16  C15  121.19  3.000
 GHT  C18  O17  C16  113.86  3.000
 GHT  H16  C18  H15  108.72  3.000
 GHT  H16  C18  H14  108.65  3.000
 GHT  H15  C18  H14  108.80  3.000
 GHT  H16  C18  O17  107.21  3.000
 GHT  H15  C18  O17  111.63  3.000
 GHT  H14  C18  O17  111.75  3.000
 GHT  C20  C19  C16  117.31  3.000
 GHT  C16  C19  C05  123.84  3.000
 GHT  C20  C19  C05  118.84  3.000
 GHT  C19  C20  C08  120.31  3.000
 GHT  C19  C20  C13  120.46  3.000
 GHT  C08  C20  C13  119.19  3.000
 GHT  H17  O21  C15  109.88  3.000
 GHT  H18  C22  C23  119.40  3.000
 GHT  H18  C22  C06  119.08  3.000
 GHT  C23  C22  C06  121.52  3.000
 GHT  O24  C23  C22  120.17  3.000
 GHT  O24  C23  C03  121.15  3.000
 GHT  C22  C23  C03  118.67  3.000
 GHT  H19  O24  C23  110.16  3.000
 GHT  C03  O02  C01  118.69  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
 GHT  CONST_01  C16  C15  C14  C13    0.00   0.0  0
 GHT  CONST_02  C07  C08  C20  C13  180.00   0.0  0
 GHT  CONST_03  C16  C19  C20  C13    0.00   0.0  0
 GHT  CONST_04  C05  C19  C20  C13  180.00   0.0  0
 GHT  CONST_05  C19  C05  C04  C03  180.00   0.0  0
 GHT  CONST_06  C06  C05  C04  C03    0.00   0.0  0
 GHT  CONST_07  C06  C22  C23  C03    0.00   0.0  0
 GHT  CONST_08  C20  C19  C05  C04  180.00   0.0  0
 GHT  CONST_09  C16  C19  C05  C04    0.00   0.0  0
 GHT  CONST_10  C07  C06  C05  C04  180.00   0.0  0
 GHT  CONST_11  C22  C06  C05  C04    0.00   0.0  0
 GHT  CONST_12  C22  C23  C03  C04    0.00   0.0  0
 GHT  CONST_13  C08  C20  C19  C05    0.00   0.0  0
 GHT  CONST_14  C15  C16  C19  C05  180.00   0.0  0
 GHT  CONST_15  C08  C07  C06  C05    0.00   0.0  0
 GHT  CONST_16  C23  C22  C06  C05    0.00   0.0  0
 GHT  CONST_17  C23  C03  C04  C05    0.00   0.0  0
 GHT  CONST_18  C20  C08  C07  C06    0.00   0.0  0
 GHT  CONST_19  C20  C19  C05  C06    0.00   0.0  0
 GHT  CONST_20  C16  C19  C05  C06  180.00   0.0  0
 GHT  CONST_21  C19  C20  C08  C07    0.00   0.0  0
 GHT  CONST_22  C19  C05  C06  C07    0.00   0.0  0
 GHT  CONST_23  C23  C22  C06  C07  180.00   0.0  0
 GHT  CONST_24  C14  C13  C20  C08  180.00   0.0  0
 GHT  CONST_25  C16  C19  C20  C08  180.00   0.0  0
 GHT  CONST_26  C22  C06  C07  C08  180.00   0.0  0
 GHT  CONST_27  C19  C20  C13  C14    0.00   0.0  0
 GHT  CONST_28  C19  C16  C15  C14    0.00   0.0  0
 GHT  CONST_29  C20  C13  C14  C15    0.00   0.0  0
 GHT  CONST_30  C20  C19  C16  C15    0.00   0.0  0
 GHT  CONST_31  C22  C06  C05  C19  180.00   0.0  0
 GHT  CONST_32  O21  C15  C14  C13  180.00   0.0  0
 GHT  CONST_33  C05  C04  C03  O02  180.00   0.0  0
 GHT  CONST_34  C22  C23  C03  O02  180.00   0.0  0
 GHT  CONST_35  O24  C23  C03  C04  180.00   0.0  0
 GHT  CONST_36  O17  C16  C19  C05    0.00   0.0  0
 GHT  CONST_37  O24  C23  C22  C06  180.00   0.0  0
 GHT  CONST_38  O17  C16  C15  C14  180.00   0.0  0
 GHT  CONST_39  C20  C19  C16  O17  180.00   0.0  0
 GHT  CONST_40  O21  C15  C16  C19  180.00   0.0  0
 GHT  CONST_41  H13  C14  C13  C12    0.00   0.0  0
 GHT  CONST_42  H18  C22  C23  C03  180.00   0.0  0
 GHT  CONST_43  H12  C07  C06  C05  180.00   0.0  0
 GHT  CONST_44  H11  C04  C05  C06  180.00   0.0  0
 GHT  Var_01    C14  C13  C12  C11  152.53  30.0  1
 GHT  Var_02    C20  C08  N09  C11   23.73  30.0  1
 GHT  Var_03    C08  N09  C11  C12  -53.48  30.0  1
 GHT  Var_04    N09  C11  C12  C13   54.48  30.0  1
 GHT  Var_05    C04  C03  O02  C01    2.64  30.0  1
 GHT  Var_06    C19  C16  O17  C18  -92.25  30.0  2
 GHT  Var_07    H1   C10  N09  C11   54.35  30.0  3
 GHT  Var_08    H8   C01  O02  C03  178.84  30.0  3
 GHT  Var_09    H14  C18  O17  C16  -59.11  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
 GHT  plan-1  C12  0.020
 GHT  plan-1  C13  0.020
 GHT  plan-1  C03  0.020
 GHT  plan-1  C04  0.020
 GHT  plan-1  C05  0.020
 GHT  plan-1  C06  0.020
 GHT  plan-1  C07  0.020
 GHT  plan-1  C08  0.020
 GHT  plan-1  N09  0.020
 GHT  plan-1  C14  0.020
 GHT  plan-1  C15  0.020
 GHT  plan-1  C16  0.020
 GHT  plan-1  O17  0.020
 GHT  plan-1  C19  0.020
 GHT  plan-1  C20  0.020
 GHT  plan-1  O21  0.020
 GHT  plan-1  C22  0.020
 GHT  plan-1  C23  0.020
 GHT  plan-1  O24  0.020
 GHT  plan-1  H11  0.020
 GHT  plan-1  H12  0.020
 GHT  plan-1  H13  0.020
 GHT  plan-1  H18  0.020
 GHT  plan-1  O02  0.020

