# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 20:25:41 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: 2-sulfanyl-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC1=CC=C2C(=CC1=O)[C@H](CCc3cc(OC)c(OC)c(OC)c23)NC(=O)CS
#
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
 CN2  CN2  2-sulfanyl-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide  ligand  55  30  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CN2
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
 CN2  O4    O  O     0  -0.464  -2.0819  -1.2931   1.9258
 CN2  C12   C  C     0   0.570  -2.4339  -0.2266   2.3986
 CN2  C13   C  CH2   0  -0.689  -3.3841  -0.1408   3.5742
 CN2  S1    S  S2    0  -0.222  -3.7991  -1.8274   4.0945
 CN2  N1    N  NH1   0  -0.651  -2.0212   0.9639   1.9280
 CN2  C11   C  CH1   0  -0.130  -1.1418   1.0795   0.7936
 CN2  C14   C  C     0   0.145   0.3183   0.7432   1.0892
 CN2  C15   C  C     0  -0.448   0.7393   0.8631   2.3775
 CN2  C10   C  CH2   0  -0.430  -1.2628   2.4909   0.2057
 CN2  C9    C  CH2   0  -0.560  -0.2557   2.7592  -0.9188
 CN2  C8    C  CR6   0   0.126  -0.1608   1.5874  -1.8533
 CN2  C7    C  CR16  0  -0.478  -0.7248   1.6418  -3.1217
 CN2  C5    C  CR6   0   0.330  -0.7053   0.5286  -3.9559
 CN2  C3    C  CR6   0   0.199  -0.1456  -0.6679  -3.4897
 CN2  C1    C  CR6   0   0.268   0.4310  -0.7132  -2.2251
 CN2  O1    O  O2    0  -0.478   0.9726  -1.8867  -1.8091
 CN2  C2    C  CH3   0  -0.419   0.0978  -2.6694  -1.0073
 CN2  O2    O  O2    0  -0.480  -0.1960  -1.7841  -4.2602
 CN2  C4    C  CH3   0  -0.409   0.9419  -1.9753  -5.0899
 CN2  O3    O  O2    0  -0.460  -1.2126   0.4933  -5.1975
 CN2  C6    C  CH3   0  -0.440  -1.8155   1.6641  -5.7135
 CN2  C22   C  CR6   0  -0.118   0.4433   0.4142  -1.3963
 CN2  C21   C  C     0   0.064   1.0941   0.3795  -0.0599
 CN2  C20   C  C     0  -0.249   2.4127   0.0254  -0.0259
 CN2  C19   C  C     0  -0.404   3.3293  -0.0984   1.0417
 CN2  C17   C  C     0   0.303   3.1913   0.1554   2.3750
 CN2  C16   C  C     0   0.346   1.9914   0.6625   3.0658
 CN2  O5    O  OC    0  -0.466   2.0659   0.9008   4.2693
 CN2  O6    O  O2    0  -0.430   4.1808  -0.0125   3.2461
 CN2  C18   C  CH3   0  -0.449   5.4413  -0.4897   2.8098
 CN2  H131  H  HCH2  0   0.306  -2.9158   0.4089   4.3921
 CN2  H132  H  HCH2  0   0.308  -4.2825   0.4054   3.2818
 CN2  HS1   H  HSH1  0   0.221  -4.5805  -1.4610   5.1171
 CN2  HN1   H  HNH1  0   0.411  -2.3349   1.8069   2.3836
 CN2  H11   H  HCH1  0   0.282  -1.4912   0.3684   0.0414
 CN2  H15   H  H     0   0.252  -0.0236   1.1737   3.0834
 CN2  H101  H  HCH2  0   0.260  -2.2818   2.6145  -0.1679
 CN2  H102  H  HCH2  0   0.251  -1.1136   3.2313   0.9970
 CN2  H91   H  HCH2  0   0.271  -0.5578   3.6583  -1.4559
 CN2  H92   H  HCH2  0   0.259   0.7257   2.9711  -0.4869
 CN2  H7    H  HCR6  0   0.278  -1.1737   2.5705  -3.4488
 CN2  H21   H  HCH3  0   0.241   0.6378  -3.5721  -0.7290
 CN2  H22   H  HCH3  0   0.226  -0.2010  -2.1422  -0.0969
 CN2  H23   H  HCH3  0   0.225  -0.8032  -2.9505  -1.5583
 CN2  H41   H  HCH3  0   0.238   0.7968  -2.9135  -5.6227
 CN2  H42   H  HCH3  0   0.222   1.0499  -1.1704  -5.8213
 CN2  H43   H  HCH3  0   0.222   1.8617  -2.0439  -4.5046
 CN2  H61   H  HCH3  0   0.263  -2.1480   1.4209  -6.7194
 CN2  H62   H  HCH3  0   0.231  -2.6814   1.9717  -5.1220
 CN2  H63   H  HCH3  0   0.231  -1.1109   2.4978  -5.7675
 CN2  H20   H  H     0   0.274   2.8604  -0.2004  -0.9853
 CN2  H19   H  H     0   0.300   4.3025  -0.4377   0.7119
 CN2  H181  H  HCH3  0   0.271   6.0646  -0.5524   3.6972
 CN2  H182  H  HCH3  0   0.240   5.3648  -1.4813   2.3580
 CN2  H183  H  HCH3  0   0.240   5.9058   0.1938   2.0954

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
 CN2  O4   C12   double    1.219  0.020  1.219
 CN2  C12  C13   single    1.514  0.020  1.514
 CN2  C12  N1    single    1.345  0.020  1.345
 CN2  C13  S1    single    1.813  0.020  1.813
 CN2  C13  H131  single    0.970  0.020  1.090
 CN2  C13  H132  single    0.970  0.020  1.090
 CN2  S1   HS1   single    1.200  0.020  1.300
 CN2  N1   C11   single    1.440  0.020  1.440
 CN2  N1   HN1   single    0.860  0.020  1.020
 CN2  C11  C14   single    1.527  0.020  1.527
 CN2  C11  C10   single    1.534  0.020  1.534
 CN2  C11  H11   single    0.970  0.020  1.090
 CN2  C14  C15   aromatic  1.361  0.020  1.361
 CN2  C14  C21   aromatic  1.433  0.020  1.433
 CN2  C15  C16   aromatic  1.443  0.020  1.443
 CN2  C15  H15   single    0.930  0.020  1.080
 CN2  C10  C9    single    1.533  0.020  1.533
 CN2  C10  H101  single    0.970  0.020  1.090
 CN2  C10  H102  single    0.970  0.020  1.090
 CN2  C9   C8    single    1.502  0.020  1.502
 CN2  C9   H91   single    0.970  0.020  1.090
 CN2  C9   H92   single    0.970  0.020  1.090
 CN2  C8   C7    aromatic  1.389  0.020  1.389
 CN2  C8   C22   aromatic  1.396  0.020  1.396
 CN2  C7   C5    aromatic  1.391  0.020  1.391
 CN2  C7   H7    single    0.930  0.020  1.080
 CN2  C5   C3    aromatic  1.401  0.020  1.401
 CN2  C5   O3    single    1.342  0.020  1.342
 CN2  C3   C1    aromatic  1.391  0.020  1.391
 CN2  C3   O2    single    1.357  0.020  1.357
 CN2  C1   O1    single    1.358  0.020  1.358
 CN2  C1   C22   aromatic  1.399  0.020  1.399
 CN2  O1   C2    single    1.422  0.020  1.422
 CN2  C2   H21   single    0.970  0.020  1.090
 CN2  C2   H22   single    0.970  0.020  1.090
 CN2  C2   H23   single    0.970  0.020  1.090
 CN2  O2   C4    single    1.421  0.020  1.421
 CN2  C4   H41   single    0.970  0.020  1.090
 CN2  C4   H42   single    0.970  0.020  1.090
 CN2  C4   H43   single    0.970  0.020  1.090
 CN2  O3   C6    single    1.414  0.020  1.414
 CN2  C6   H61   single    0.970  0.020  1.090
 CN2  C6   H62   single    0.970  0.020  1.090
 CN2  C6   H63   single    0.970  0.020  1.090
 CN2  C22  C21   aromatic  1.487  0.020  1.487
 CN2  C21  C20   aromatic  1.366  0.020  1.366
 CN2  C20  C19   aromatic  1.413  0.020  1.413
 CN2  C20  H20   single    0.930  0.020  1.080
 CN2  C19  C17   aromatic  1.364  0.020  1.364
 CN2  C19  H19   single    0.930  0.020  1.080
 CN2  C17  C16   aromatic  1.475  0.020  1.475
 CN2  C17  O6    single    1.329  0.020  1.329
 CN2  C16  O5    double    1.229  0.020  1.229
 CN2  O6   C18   single    1.417  0.020  1.417
 CN2  C18  H181  single    0.970  0.020  1.090
 CN2  C18  H182  single    0.970  0.020  1.090
 CN2  C18  H183  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
 CN2  N1    C12  C13   114.47  3.000
 CN2  N1    C12  O4    123.38  3.000
 CN2  C13   C12  O4    122.15  3.000
 CN2  H132  C13  H131  107.58  3.000
 CN2  H132  C13  S1    110.74  3.000
 CN2  H131  C13  S1    110.60  3.000
 CN2  H132  C13  C12   109.69  3.000
 CN2  H131  C13  C12   109.95  3.000
 CN2  S1    C13  C12   108.29  3.000
 CN2  HS1   S1   C13    95.63  3.000
 CN2  HN1   N1   C11   118.61  3.000
 CN2  HN1   N1   C12   119.11  3.000
 CN2  C11   N1   C12   122.28  3.000
 CN2  H11   C11  C10   108.05  3.000
 CN2  H11   C11  C14   107.20  3.000
 CN2  C10   C11  C14   110.62  3.000
 CN2  H11   C11  N1    107.15  3.000
 CN2  C10   C11  N1    109.13  3.000
 CN2  C14   C11  N1    114.44  3.000
 CN2  C21   C14  C15   127.88  3.000
 CN2  C21   C14  C11   114.72  3.000
 CN2  C15   C14  C11   117.36  3.000
 CN2  H15   C15  C16   109.86  3.000
 CN2  H15   C15  C14   115.07  3.000
 CN2  C16   C15  C14   135.07  3.000
 CN2  H102  C10  H101  107.34  3.000
 CN2  H102  C10  C9    108.82  3.000
 CN2  H101  C10  C9    110.00  3.000
 CN2  H102  C10  C11   109.56  3.000
 CN2  H101  C10  C11   107.99  3.000
 CN2  C9    C10  C11   112.98  3.000
 CN2  H92   C9   H91   106.48  3.000
 CN2  H92   C9   C8    109.90  3.000
 CN2  H91   C9   C8    110.76  3.000
 CN2  H92   C9   C10   109.50  3.000
 CN2  H91   C9   C10   108.88  3.000
 CN2  C8    C9   C10   111.19  3.000
 CN2  C22   C8   C7    120.48  3.000
 CN2  C22   C8   C9    118.64  3.000
 CN2  C7    C8   C9    120.80  3.000
 CN2  H7    C7   C5    120.75  3.000
 CN2  H7    C7   C8    118.55  3.000
 CN2  C5    C7   C8    120.70  3.000
 CN2  O3    C5   C3    115.89  3.000
 CN2  O3    C5   C7    124.79  3.000
 CN2  C3    C5   C7    119.31  3.000
 CN2  O2    C3   C1    120.32  3.000
 CN2  O2    C3   C5    119.92  3.000
 CN2  C1    C3   C5    119.74  3.000
 CN2  C22   C1   O1    120.76  3.000
 CN2  C22   C1   C3    121.07  3.000
 CN2  O1    C1   C3    118.17  3.000
 CN2  C2    O1   C1    113.78  3.000
 CN2  H23   C2   H22   108.57  3.000
 CN2  H23   C2   H21   108.95  3.000
 CN2  H22   C2   H21   108.82  3.000
 CN2  H23   C2   O1    111.39  3.000
 CN2  H22   C2   O1    111.85  3.000
 CN2  H21   C2   O1    107.20  3.000
 CN2  C4    O2   C3    114.35  3.000
 CN2  H43   C4   H42   108.76  3.000
 CN2  H43   C4   H41   108.68  3.000
 CN2  H42   C4   H41   108.68  3.000
 CN2  H43   C4   O2    111.71  3.000
 CN2  H42   C4   O2    111.76  3.000
 CN2  H41   C4   O2    107.15  3.000
 CN2  C6    O3   C5    118.49  3.000
 CN2  H63   C6   H62   108.84  3.000
 CN2  H63   C6   H61   108.80  3.000
 CN2  H62   C6   H61   108.75  3.000
 CN2  H63   C6   O3    112.01  3.000
 CN2  H62   C6   O3    111.91  3.000
 CN2  H61   C6   O3    106.42  3.000
 CN2  C21   C22  C1    121.16  3.000
 CN2  C21   C22  C8    120.20  3.000
 CN2  C1    C22  C8    118.64  3.000
 CN2  C20   C21  C22   116.81  3.000
 CN2  C20   C21  C14   124.64  3.000
 CN2  C22   C21  C14   118.53  3.000
 CN2  H20   C20  C19   112.53  3.000
 CN2  H20   C20  C21   115.55  3.000
 CN2  C19   C20  C21   131.92  3.000
 CN2  H19   C19  C17   116.56  3.000
 CN2  H19   C19  C20   112.38  3.000
 CN2  C17   C19  C20   131.05  3.000
 CN2  O6    C17  C16   110.01  3.000
 CN2  O6    C17  C19   122.81  3.000
 CN2  C16   C17  C19   127.17  3.000
 CN2  O5    C16  C17   118.43  3.000
 CN2  O5    C16  C15   119.52  3.000
 CN2  C17   C16  C15   122.04  3.000
 CN2  C18   O6   C17   120.20  3.000
 CN2  H183  C18  H182  109.11  3.000
 CN2  H183  C18  H181  109.05  3.000
 CN2  H182  C18  H181  109.00  3.000
 CN2  H183  C18  O6    111.66  3.000
 CN2  H182  C18  O6    111.77  3.000
 CN2  H181  C18  O6    106.17  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
 CN2  CONST_01  C17   C16  C15  C14     0.00   0.0  0
 CN2  CONST_02  C19   C17  C16  C15     0.00   0.0  0
 CN2  CONST_03  C3    C5   C7   C8      0.00   0.0  0
 CN2  CONST_04  C1    C3   C5   C7      0.00   0.0  0
 CN2  CONST_05  C22   C1   C3   C5      0.00   0.0  0
 CN2  CONST_06  C17   C19  C20  C21     0.00   0.0  0
 CN2  CONST_07  C16   C17  C19  C20     0.00   0.0  0
 CN2  CONST_08  O5    C16  C15  C14   180.00   0.0  0
 CN2  CONST_09  O6    C17  C16  C15   180.00   0.0  0
 CN2  CONST_10  O3    C5   C7   C8    180.00   0.0  0
 CN2  CONST_11  O2    C3   C5   C7    180.00   0.0  0
 CN2  CONST_12  O1    C1   C3   C5    180.00   0.0  0
 CN2  CONST_13  O3    C5   C3   C1    180.00   0.0  0
 CN2  CONST_14  C22   C1   C3   O2    180.00   0.0  0
 CN2  CONST_15  O6    C17  C19  C20   180.00   0.0  0
 CN2  CONST_16  O5    C16  C17  C19   180.00   0.0  0
 CN2  CONST_17  H7    C7   C5   C3    180.00   0.0  0
 CN2  CONST_18  H19   C19  C20  C21   180.00   0.0  0
 CN2  CONST_19  H20   C20  C19  C17   180.00   0.0  0
 CN2  CONST_20  H15   C15  C16  C17   180.00   0.0  0
 CN2  CONST_21  C11   N1   C12  O4      0.00   0.0  0
 CN2  CONST_22  C11   N1   C12  C13   180.00   0.0  0
 CN2  CONST_23  HN1   N1   C12  O4    180.00   0.0  0
 CN2  Var_01    C22   C1   O1   C2     83.34  30.0  2
 CN2  Var_02    H61   C6   O3   C5    179.64  30.0  3
 CN2  Var_03    H41   C4   O2   C3    177.90  30.0  3
 CN2  Var_04    H21   C2   O1   C1   -179.51  30.0  3
 CN2  Var_05    H181  C18  O6   C17  -179.24  30.0  3
 CN2  Var_06    S1    C13  C12  O4      1.45  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
 CN2  chir_01  C11  N1  C14  C10  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
 CN2  plan-1  O4   0.020
 CN2  plan-1  C12  0.020
 CN2  plan-1  C13  0.020
 CN2  plan-1  N1   0.020
 CN2  plan-1  C11  0.020
 CN2  plan-1  HN1  0.020
 CN2  plan-2  C9   0.020
 CN2  plan-2  C8   0.020
 CN2  plan-2  C7   0.020
 CN2  plan-2  C5   0.020
 CN2  plan-2  C3   0.020
 CN2  plan-2  C1   0.020
 CN2  plan-2  O1   0.020
 CN2  plan-2  O2   0.020
 CN2  plan-2  O3   0.020
 CN2  plan-2  C22  0.020
 CN2  plan-2  C21  0.020
 CN2  plan-2  H7   0.020
 CN2  plan-3  C15  0.020
 CN2  plan-3  C17  0.020
 CN2  plan-3  C16  0.020
 CN2  plan-3  O5   0.020

