# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 15:31:37 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 7-ethoxy-6-methoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1cc2CN(CCc2cc1OC)C=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
 AH3  AH3  7-ethoxy-6-methoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde  ligand  34  17  .  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_AH3
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
 AH3  C4   C  CR16  0  -0.419   0.5492   1.0499   0.1649
 AH3  C5   C  CR6   0   0.026  -0.7208   0.4664   0.2350
 AH3  C6   C  CR6   0   0.068  -0.8522  -0.9090   0.1633
 AH3  C11  C  CH2   0  -0.188   3.1460   2.1549   0.0122
 AH3  C7   C  CH2   0  -0.314  -1.9160   1.3666   0.4276
 AH3  C8   C  CH2   0  -0.331  -3.2329  -0.6399   0.8665
 AH3  C9   C  CH2   0  -0.489  -2.2035  -1.5708   0.2455
 AH3  C10  C  CH3   0  -0.437   2.6399  -3.2158  -0.3009
 AH3  C12  C  CH3   0  -0.680   4.6293   2.4208  -0.0877
 AH3  N1   N  NT    0  -0.415  -3.1544   0.6540   0.2200
 AH3  C3   C  CR6   0   0.321   1.6845   0.2784   0.0130
 AH3  C1   C  CR16  0  -0.436   0.2976  -1.6930   0.0062
 AH3  C2   C  CR6   0   0.306   1.5540  -1.1251  -0.0710
 AH3  O1   O  O2    0  -0.466   2.7056  -1.8075  -0.2200
 AH3  O2   O  O2    0  -0.468   2.9420   0.7519  -0.0661
 AH3  O3   O  O     0  -0.495  -5.1422   0.5324  -0.8856
 AH3  H1   H  HCR6  0   0.276   0.6251   2.1282   0.2289
 AH3  H2   H  HCH2  0   0.222   2.7514   2.5435   0.9577
 AH3  H3   H  HCH2  0   0.223   2.6126   2.6612  -0.8000
 AH3  H4   H  HCH2  0   0.261  -1.8977   1.7913   1.4379
 AH3  H5   H  HCH2  0   0.266  -1.8718   2.2083  -0.2662
 AH3  H6   H  HCH2  0   0.269  -4.2404  -1.0355   0.7654
 AH3  H7   H  HCH2  0   0.256  -3.0322  -0.5077   1.9335
 AH3  H8   H  HCH2  0   0.253  -2.5397  -1.8632  -0.7540
 AH3  H9   H  HCH2  0   0.253  -2.1393  -2.4897   0.8326
 AH3  H10  H  HCH3  0   0.259   3.6625  -3.5668  -0.4155
 AH3  H11  H  HCH3  0   0.227   2.2153  -3.6595   0.6040
 AH3  H12  H  HCH3  0   0.227   2.0557  -3.5510  -1.1625
 AH3  H13  H  HCH3  0   0.234   5.1757   1.9489   0.7291
 AH3  H14  H  HCH3  0   0.234   5.0367   2.0630  -1.0334
 AH3  H15  H  HCH3  0   0.237   4.8068   3.4944  -0.0319
 AH3  H16  H  H     0   0.193  -3.8240   2.0670  -1.0754
 AH3  H17  H  HCR6  0   0.275   0.1810  -2.7680  -0.0499
 AH3  C13  C  C1    0   0.255  -4.0939   1.0985  -0.6257

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
 AH3  C12  C11  single    1.510  0.020  1.510
 AH3  C11  O2   single    1.420  0.020  1.420
 AH3  O2   C3   single    1.346  0.020  1.346
 AH3  O1   C10  single    1.412  0.020  1.412
 AH3  O1   C2   single    1.347  0.020  1.347
 AH3  C3   C2   aromatic  1.412  0.020  1.412
 AH3  C3   C4   aromatic  1.381  0.020  1.381
 AH3  C2   C1   aromatic  1.381  0.020  1.381
 AH3  C4   C5   aromatic  1.399  0.020  1.399
 AH3  C1   C6   aromatic  1.400  0.020  1.400
 AH3  C5   C6   aromatic  1.384  0.020  1.384
 AH3  C5   C7   single    1.509  0.020  1.509
 AH3  C6   C9   single    1.507  0.020  1.507
 AH3  C7   N1   single    1.444  0.020  1.444
 AH3  C9   C8   single    1.520  0.020  1.520
 AH3  N1   C8   single    1.449  0.020  1.449
 AH3  N1   C13  single    1.340  0.020  1.340
 AH3  O3   C13  double    1.220  0.020  1.220
 AH3  C4   H1   single    0.930  0.020  1.080
 AH3  C11  H2   single    0.970  0.020  1.090
 AH3  C11  H3   single    0.970  0.020  1.090
 AH3  C7   H4   single    0.970  0.020  1.090
 AH3  C7   H5   single    0.970  0.020  1.090
 AH3  C8   H6   single    0.970  0.020  1.090
 AH3  C8   H7   single    0.970  0.020  1.090
 AH3  C9   H8   single    0.970  0.020  1.090
 AH3  C9   H9   single    0.970  0.020  1.090
 AH3  C10  H10  single    0.970  0.020  1.090
 AH3  C10  H11  single    0.970  0.020  1.090
 AH3  C10  H12  single    0.970  0.020  1.090
 AH3  C12  H13  single    0.970  0.020  1.090
 AH3  C12  H14  single    0.970  0.020  1.090
 AH3  C12  H15  single    0.970  0.020  1.090
 AH3  C13  H16  single    0.930  0.020  1.080
 AH3  C1   H17  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
 AH3  H1   C4   C3   120.34  3.000
 AH3  H1   C4   C5   118.42  3.000
 AH3  C3   C4   C5   121.24  3.000
 AH3  C7   C5   C6   121.64  3.000
 AH3  C7   C5   C4   118.47  3.000
 AH3  C6   C5   C4   119.87  3.000
 AH3  C1   C6   C9   119.77  3.000
 AH3  C9   C6   C5   121.26  3.000
 AH3  C1   C6   C5   118.97  3.000
 AH3  H3   C11  H2   107.48  3.000
 AH3  H3   C11  O2   110.23  3.000
 AH3  H2   C11  O2   110.26  3.000
 AH3  H3   C11  C12  110.35  3.000
 AH3  H2   C11  C12  110.39  3.000
 AH3  O2   C11  C12  108.14  3.000
 AH3  H5   C7   H4   106.64  3.000
 AH3  H5   C7   N1   108.90  3.000
 AH3  H4   C7   N1   109.76  3.000
 AH3  H5   C7   C5   110.29  3.000
 AH3  H4   C7   C5   109.61  3.000
 AH3  N1   C7   C5   111.52  3.000
 AH3  H7   C8   H6   107.74  3.000
 AH3  H7   C8   N1   108.51  3.000
 AH3  H6   C8   N1   109.50  3.000
 AH3  H7   C8   C9   110.38  3.000
 AH3  H6   C8   C9   111.51  3.000
 AH3  N1   C8   C9   109.14  3.000
 AH3  H9   C9   H8   106.52  3.000
 AH3  H9   C9   C8   109.59  3.000
 AH3  H8   C9   C8   109.18  3.000
 AH3  H9   C9   C6   110.24  3.000
 AH3  H8   C9   C6   110.06  3.000
 AH3  C8   C9   C6   111.13  3.000
 AH3  H12  C10  H11  108.67  3.000
 AH3  H12  C10  H10  108.69  3.000
 AH3  H11  C10  H10  108.75  3.000
 AH3  H12  C10  O1   112.07  3.000
 AH3  H11  C10  O1   112.04  3.000
 AH3  H10  C10  O1   106.51  3.000
 AH3  H15  C12  H14  107.87  3.000
 AH3  H15  C12  H13  107.84  3.000
 AH3  H14  C12  H13  108.70  3.000
 AH3  H15  C12  C11  109.28  3.000
 AH3  H14  C12  C11  111.51  3.000
 AH3  H13  C12  C11  111.50  3.000
 AH3  C13  N1   C8   122.69  3.000
 AH3  C13  N1   C7   121.90  3.000
 AH3  C8   N1   C7   115.03  3.000
 AH3  O2   C3   C2   115.63  3.000
 AH3  C2   C3   C4   119.06  3.000
 AH3  O2   C3   C4   125.31  3.000
 AH3  H17  C1   C2   120.22  3.000
 AH3  H17  C1   C6   118.25  3.000
 AH3  C2   C1   C6   121.53  3.000
 AH3  O1   C2   C1   125.15  3.000
 AH3  C1   C2   C3   119.31  3.000
 AH3  O1   C2   C3   115.54  3.000
 AH3  C2   O1   C10  118.15  3.000
 AH3  C3   O2   C11  118.59  3.000
 AH3  H16  C13  O3   122.13  3.000
 AH3  H16  C13  N1   112.19  3.000
 AH3  O3   C13  N1   125.68  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
 AH3  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 AH3  CONST_02  C1   C6   C5   C4      0.00   0.0  0
 AH3  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 AH3  CONST_04  C2   C1   C6   C5      0.00   0.0  0
 AH3  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 AH3  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 AH3  CONST_07  O1   C2   C3   C4    180.00   0.0  0
 AH3  CONST_08  O2   C3   C4   C5    180.00   0.0  0
 AH3  CONST_09  O1   C2   C1   C6    180.00   0.0  0
 AH3  CONST_10  O2   C3   C2   C1    180.00   0.0  0
 AH3  CONST_11  H17  C1   C6   C5    180.00   0.0  0
 AH3  CONST_12  H1   C4   C5   C6    180.00   0.0  0
 AH3  CONST_13  O3   C13  N1   C7    180.00   0.0  0
 AH3  CONST_14  O3   C13  N1   C8      0.00   0.0  0
 AH3  Var_01    N1   C7   C5   C4    168.78  30.0  1
 AH3  Var_02    C8   C9   C6   C5    -19.28  30.0  1
 AH3  Var_03    C8   N1   C7   C5     45.74  30.0  1
 AH3  Var_04    N1   C8   C9   C6     48.54  30.0  1
 AH3  Var_05    C9   C8   N1   C7    -65.23  30.0  1
 AH3  Var_06    C2   C3   O2   C11  -179.96  30.0  2
 AH3  Var_07    C3   C2   O1   C10   179.58  30.0  2
 AH3  Var_08    H2   C11  O2   C3     58.68  30.0  1
 AH3  Var_09    H10  C10  O1   C2   -179.89  30.0  3
 AH3  Var_10    H13  C12  C11  O2    -61.01  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
 AH3  plan-1  C7   0.020
 AH3  plan-1  C8   0.020
 AH3  plan-1  N1   0.020
 AH3  plan-1  O3   0.020
 AH3  plan-1  H16  0.020
 AH3  plan-1  C13  0.020
 AH3  plan-2  C4   0.020
 AH3  plan-2  C5   0.020
 AH3  plan-2  C6   0.020
 AH3  plan-2  C7   0.020
 AH3  plan-2  C9   0.020
 AH3  plan-2  C3   0.020
 AH3  plan-2  C1   0.020
 AH3  plan-2  C2   0.020
 AH3  plan-2  O1   0.020
 AH3  plan-2  O2   0.020
 AH3  plan-2  H1   0.020
 AH3  plan-2  H17  0.020

