# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 14:34:00 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: (4bS,6S)-6-methoxy-1,4,6,7,9,10,12,13-octahydro-3H,5H-pyrano[4',3':3,4]pyrido[2,1-i]indol-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO[C@H]1CC=C2CCN3CCC4=C(CC(=O)OC4)[C@]23C1
#
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
 IZN  IZN  (4bS,6S)-6-methoxy-1,4,6,7,9,10,12,13-octahydro-3H,5H-pyrano[4',3':3,4]pyrido[2,1-i]indol-3-one  ligand  41  20  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_IZN
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
 IZN  N1    N  NR6   0  -0.439  -0.7080  -1.7319   0.1862
 IZN  C1    C  C     0  -0.334   0.0648  -2.6475  -0.6245
 IZN  C2    C  C     0  -0.527   1.5733  -2.4713  -0.4588
 IZN  C3    C  C1    0  -0.338  -1.7379   1.4069   1.1689
 IZN  C4    C  CR6   0   0.019  -0.4625  -0.3236  -0.1165
 IZN  C5    C  CH2   0  -0.467  -1.1909   0.1653  -1.3899
 IZN  C6    C  CH1   0   0.031  -2.4920   0.9025  -1.1285
 IZN  C7    C  CH2   0  -0.527  -2.2440   2.0151  -0.1044
 IZN  C8    C  C     0   0.184  -0.9556   0.3365   1.1478
 IZN  C9    C  CH2   0  -0.526  -0.5448  -0.5494   2.2788
 IZN  C10   C  CH2   0  -0.270  -0.5800  -1.9451   1.6345
 IZN  C11   C  CR6   0   0.139   1.0246  -0.0487  -0.2704
 IZN  C12   C  CR6   0  -0.030   1.9235  -1.0193  -0.3974
 IZN  C13   C  CH2   0  -0.205   3.3680  -0.6524  -0.5124
 IZN  C14   C  C     0   0.566   2.8605   1.5507   0.2954
 IZN  C15   C  CH2   0  -0.678   1.5029   1.3743  -0.3263
 IZN  O1    O  O     0  -0.445   3.2132   2.5535   0.8632
 IZN  O2    O  O2    0  -0.433   3.7110   0.5364   0.2061
 IZN  O3    O  O2    0  -0.478  -3.4449  -0.0429  -0.7015
 IZN  C16   C  CH3   0  -0.401  -4.7226   0.4807  -0.4543
 IZN  H11C  H  H     0   0.247  -0.2283  -3.6716  -0.3849
 IZN  H12C  H  H     0   0.240  -0.2019  -2.4914  -1.6738
 IZN  H101  H  HCH2  0   0.229  -1.4321  -2.5254   1.9989
 IZN  H102  H  HCH2  0   0.218   0.3204  -2.5089   1.8976
 IZN  H21C  H  H     0   0.247   1.9439  -2.9774   0.4393
 IZN  H22C  H  H     0   0.257   2.0951  -2.9455  -1.2966
 IZN  H3    H  H     0   0.237  -2.0936   1.7990   2.1161
 IZN  H71C  H  HCH2  0   0.253  -3.1494   2.5959   0.0811
 IZN  H72C  H  HCH2  0   0.252  -1.5294   2.7231  -0.5390
 IZN  H51C  H  HCH2  0   0.246  -0.5470   0.8535  -1.9430
 IZN  H52C  H  HCH2  0   0.258  -1.3619  -0.6808  -2.0603
 IZN  H6    H  HCH1  0   0.218  -2.8289   1.3634  -2.0704
 IZN  H91C  H  HCH2  0   0.248   0.4668  -0.3145   2.6204
 IZN  H92C  H  HCH2  0   0.256  -1.2076  -0.4622   3.1395
 IZN  H15   H  HCH2  0   0.305   1.5775   1.7112  -1.3690
 IZN  H151  H  HCH2  0   0.290   0.8153   2.0603   0.1693
 IZN  H13   H  HCH2  0   0.264   4.0008  -1.4365  -0.0949
 IZN  H131  H  HCH2  0   0.256   3.6576  -0.5261  -1.5613
 IZN  H161  H  HCH3  0   0.200  -5.0829   1.1052  -1.2816
 IZN  H162  H  HCH3  0   0.233  -5.4085  -0.3585  -0.3394
 IZN  H163  H  HCH3  0   0.204  -4.7674   1.0784   0.4630

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
 IZN  N1   C1    single  1.447  0.020  1.447
 IZN  N1   C4    single  1.461  0.020  1.461
 IZN  N1   C10   single  1.470  0.020  1.470
 IZN  C1   C2    single  1.528  0.020  1.528
 IZN  C2   C12   single  1.495  0.020  1.495
 IZN  C3   C7    single  1.499  0.020  1.499
 IZN  C3   C8    double  1.326  0.020  1.326
 IZN  C4   C5    single  1.546  0.020  1.546
 IZN  C4   C8    single  1.509  0.020  1.509
 IZN  C4   C11   single  1.520  0.020  1.520
 IZN  C5   C6    single  1.518  0.020  1.518
 IZN  C6   C7    single  1.532  0.020  1.532
 IZN  C6   O3    single  1.409  0.020  1.409
 IZN  C8   C9    single  1.494  0.020  1.494
 IZN  C9   C10   single  1.538  0.020  1.538
 IZN  C11  C12   double  1.329  0.020  1.329
 IZN  C11  C15   single  1.502  0.020  1.502
 IZN  C12  C13   single  1.495  0.020  1.495
 IZN  C13  O2    single  1.431  0.020  1.431
 IZN  C14  C15   single  1.504  0.020  1.504
 IZN  C14  O1    double  1.205  0.020  1.205
 IZN  C14  O2    single  1.327  0.020  1.327
 IZN  C16  O3    single  1.403  0.020  1.403
 IZN  C1   H11C  single  0.970  0.020  1.090
 IZN  C1   H12C  single  0.970  0.020  1.090
 IZN  C10  H101  single  0.970  0.020  1.090
 IZN  C10  H102  single  0.970  0.020  1.090
 IZN  C2   H21C  single  0.970  0.020  1.090
 IZN  C2   H22C  single  0.970  0.020  1.090
 IZN  C3   H3    single  0.930  0.020  1.080
 IZN  C7   H71C  single  0.970  0.020  1.090
 IZN  C7   H72C  single  0.970  0.020  1.090
 IZN  C5   H51C  single  0.970  0.020  1.090
 IZN  C5   H52C  single  0.970  0.020  1.090
 IZN  C6   H6    single  0.970  0.020  1.090
 IZN  C9   H91C  single  0.970  0.020  1.090
 IZN  C9   H92C  single  0.970  0.020  1.090
 IZN  C15  H15   single  0.970  0.020  1.090
 IZN  C15  H151  single  0.970  0.020  1.090
 IZN  C13  H13   single  0.970  0.020  1.090
 IZN  C13  H131  single  0.970  0.020  1.090
 IZN  C16  H161  single  0.970  0.020  1.090
 IZN  C16  H162  single  0.970  0.020  1.090
 IZN  C16  H163  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
 IZN  C10   N1   C4    109.23  3.000
 IZN  C10   N1   C1    114.45  3.000
 IZN  C4    N1   C1    113.84  3.000
 IZN  H12C  C1   H11C  106.19  3.000
 IZN  H12C  C1   C2    109.17  3.000
 IZN  H11C  C1   C2    110.45  3.000
 IZN  H12C  C1   N1    108.48  3.000
 IZN  H11C  C1   N1    109.10  3.000
 IZN  C2    C1   N1    113.19  3.000
 IZN  H22C  C2   H21C  105.43  3.000
 IZN  H22C  C2   C12   109.91  3.000
 IZN  H21C  C2   C12   109.62  3.000
 IZN  H22C  C2   C1    109.73  3.000
 IZN  H21C  C2   C1    111.69  3.000
 IZN  C12   C2   C1    110.35  3.000
 IZN  H3    C3   C8    119.94  3.000
 IZN  H3    C3   C7    118.95  3.000
 IZN  C8    C3   C7    120.88  3.000
 IZN  C11   C4   C8    108.99  3.000
 IZN  C11   C4   C5    108.68  3.000
 IZN  C8    C4   C5    113.43  3.000
 IZN  C11   C4   N1    111.08  3.000
 IZN  C8    C4   N1    101.13  3.000
 IZN  C5    C4   N1    113.34  3.000
 IZN  H52C  C5   H51C  105.62  3.000
 IZN  H52C  C5   C6    110.33  3.000
 IZN  H51C  C5   C6    106.64  3.000
 IZN  H52C  C5   C4    109.52  3.000
 IZN  H51C  C5   C4    109.78  3.000
 IZN  C6    C5   C4    114.55  3.000
 IZN  H6    C6   O3    109.46  3.000
 IZN  H6    C6   C7    108.49  3.000
 IZN  O3    C6   C7    113.21  3.000
 IZN  H6    C6   C5    108.55  3.000
 IZN  O3    C6   C5    107.82  3.000
 IZN  C7    C6   C5    109.21  3.000
 IZN  H72C  C7   H71C  105.34  3.000
 IZN  H72C  C7   C6    108.04  3.000
 IZN  H71C  C7   C6    111.45  3.000
 IZN  H72C  C7   C3    112.26  3.000
 IZN  H71C  C7   C3    110.58  3.000
 IZN  C6    C7   C3    109.13  3.000
 IZN  C9    C8   C4    106.56  3.000
 IZN  C9    C8   C3    128.96  3.000
 IZN  C4    C8   C3    124.00  3.000
 IZN  H92C  C9   H91C  107.39  3.000
 IZN  H92C  C9   C10   112.93  3.000
 IZN  H91C  C9   C10   110.31  3.000
 IZN  H92C  C9   C8    112.53  3.000
 IZN  H91C  C9   C8    111.32  3.000
 IZN  C10   C9   C8    102.39  3.000
 IZN  H102  C10  H101  106.72  3.000
 IZN  H102  C10  C9    110.37  3.000
 IZN  H101  C10  C9    111.10  3.000
 IZN  H102  C10  N1    112.54  3.000
 IZN  H101  C10  N1    109.72  3.000
 IZN  C9    C10  N1    106.46  3.000
 IZN  C15   C11  C12   118.22  3.000
 IZN  C15   C11  C4    119.11  3.000
 IZN  C12   C11  C4    122.64  3.000
 IZN  C13   C12  C11   118.80  3.000
 IZN  C13   C12  C2    117.49  3.000
 IZN  C11   C12  C2    123.70  3.000
 IZN  H131  C13  H13   107.22  3.000
 IZN  H131  C13  O2    108.76  3.000
 IZN  H13   C13  O2    105.43  3.000
 IZN  H131  C13  C12   110.94  3.000
 IZN  H13   C13  C12   110.78  3.000
 IZN  O2    C13  C12   113.38  3.000
 IZN  O2    C14  O1    118.70  3.000
 IZN  O2    C14  C15   117.47  3.000
 IZN  O1    C14  C15   123.82  3.000
 IZN  H151  C15  H15   106.35  3.000
 IZN  H151  C15  C14   107.92  3.000
 IZN  H15   C15  C14   107.17  3.000
 IZN  H151  C15  C11   112.23  3.000
 IZN  H15   C15  C11   110.33  3.000
 IZN  C14   C15  C11   112.53  3.000
 IZN  C14   O2   C13   121.02  3.000
 IZN  C16   O3   C6    114.78  3.000
 IZN  H163  C16  H162  107.81  3.000
 IZN  H163  C16  H161  107.90  3.000
 IZN  H162  C16  H161  108.12  3.000
 IZN  H163  C16  O3    112.85  3.000
 IZN  H162  C16  O3    107.72  3.000
 IZN  H161  C16  O3    112.25  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
 IZN  Var_01  C12   C2   C1   N1    -41.09  30.0  1
 IZN  Var_02  C8    C9   C10  N1     11.83  30.0  1
 IZN  Var_03  C9    C10  N1   C1    141.14  30.0  1
 IZN  Var_04  C11   C12  C2   C1     10.79  30.0  1
 IZN  Var_05  C4    N1   C1   C2     60.53  30.0  1
 IZN  Var_06  C4    C11  C12  C2      2.57  30.0  1
 IZN  Var_07  O2    C13  C12  C2   -149.37  30.0  1
 IZN  Var_08  C10   C9   C8   C3    141.09  30.0  1
 IZN  Var_09  C7    C3   C8   C4      2.61  30.0  1
 IZN  Var_10  C14   C15  C11  C4    146.93  30.0  1
 IZN  Var_11  C8    C3   C7   C6     34.35  30.0  1
 IZN  Var_12  O2    C14  C15  C11    32.08  30.0  1
 IZN  Var_13  C15   C14  O2   C13     3.00  30.0  1
 IZN  Var_14  H161  C16  O3   C6     49.38  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 IZN  chir_01  C4  C5  C8  C11  positiv
 IZN  chir_02  C6  O3  C5  C7   positiv

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
 IZN  plan-1  C14  0.020
 IZN  plan-1  C15  0.020
 IZN  plan-1  O1   0.020
 IZN  plan-1  O2   0.020

