# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 16:33:16 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: 2-(1-methylpiperidin-4-ylidene)tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-6-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCC(CC1)=C2c3ccccc3C=Cc4cc(O)ccc24
#
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
 C7N  C7N  2-(1-methylpiperidin-4-ylidene)tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-6-ol  ligand  44  23  .  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_C7N
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
 C7N  C1   C  CR16  0  -0.306   0.8959   3.8202   0.1942
 C7N  C2   C  CR6   0   0.094   0.8340   2.4592   0.5161
 C7N  C3   C  C1    0  -0.309   1.6842   1.9643   1.5938
 C7N  C4   C  C1    0  -0.312   2.2641   0.7573   1.6941
 C7N  C5   C  CR6   0   0.113   2.1836  -0.3484   0.7447
 C7N  C6   C  CR16  0  -0.399   3.3027  -1.1743   0.6108
 C7N  C7   C  CR6   0   0.361   3.3221  -2.2070  -0.3159
 C7N  C9   C  CR16  0  -0.384   2.2035  -2.4295  -1.1170
 C7N  C10  C  CR16  0  -0.280   1.0839  -1.6299  -0.9648
 C7N  C11  C  CR6   0   0.003   1.0407  -0.5990  -0.0299
 C7N  C12  C  C     0  -0.096  -0.1855   0.2064   0.1624
 C7N  C13  C  C     0   0.124  -1.3335  -0.3041   0.6286
 C7N  C14  C  CH2   0  -0.505  -1.5374  -1.7463   0.9875
 C7N  C15  C  CH2   0  -0.273  -2.6871  -2.3230   0.1634
 C7N  C18  C  CH2   0  -0.271  -3.7224  -0.1608  -0.0039
 C7N  C19  C  CH2   0  -0.505  -2.6009   0.4784   0.8120
 C7N  C20  C  CR6   0   0.021  -0.0326   1.6301  -0.2122
 C7N  C21  C  CR16  0  -0.291  -0.7491   2.1645  -1.2825
 C7N  C22  C  CR16  0  -0.255  -0.6531   3.5074  -1.6100
 C7N  C23  C  CR16  0  -0.254   0.1667   4.3426  -0.8589
 C7N  N16  N  NT    0  -0.412  -3.9017  -1.5546   0.3502
 C7N  O8   O  OH1   0  -0.634   4.4406  -2.9550  -0.4058
 C7N  H1   H  HCR6  0   0.254   1.5423   4.4697   0.7725
 C7N  H2   H  H     0   0.256   1.9538   2.6983   2.3461
 C7N  H3   H  H     0   0.257   2.9541   0.6142   2.5188
 C7N  H4   H  HCR6  0   0.260   4.1771  -0.9956   1.2268
 C7N  H5   H  HCR6  0   0.272   2.2017  -3.2287  -1.8493
 C7N  H6   H  HCR6  0   0.255   0.2134  -1.8204  -1.5810
 C7N  H7   H  HCH2  0   0.252  -0.6444  -2.3506   0.8383
 C7N  H8   H  HCH2  0   0.241  -1.8019  -1.8156   2.0483
 C7N  H9   H  HCH2  0   0.190  -2.3834  -2.3590  -0.8989
 C7N  H10  H  HCH2  0   0.237  -2.8751  -3.3548   0.4716
 C7N  H11  H  HCH3  0   0.232  -5.1667  -3.1725  -0.0256
 C7N  H12  H  HCH3  0   0.231  -5.9325  -1.5880  -0.1348
 C7N  H13  H  HCH3  0   0.191  -4.8883  -2.1553  -1.4470
 C7N  H14  H  HCH2  0   0.236  -4.6588   0.3702   0.1848
 C7N  H15  H  HCH2  0   0.190  -3.4963  -0.0367  -1.0786
 C7N  H16  H  HCH2  0   0.242  -2.8817   0.4537   1.8703
 C7N  H17  H  HCH2  0   0.252  -2.4953   1.5250   0.5309
 C7N  H18  H  HCR6  0   0.251  -1.3998   1.5129  -1.8531
 C7N  H19  H  HCR6  0   0.257  -1.2230   3.9042  -2.4402
 C7N  H20  H  HCR6  0   0.257   0.2399   5.3955  -1.0978
 C7N  H22  H  HOH1  0   0.474   4.3385  -3.6293  -1.0865
 C7N  C17  C  CH3   0  -0.515  -5.0183  -2.1424  -0.3533

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
 C7N  C17  N16  single    1.445  0.020  1.445
 C7N  C3   C4   double    1.343  0.020  1.343
 C7N  C3   C2   single    1.459  0.020  1.459
 C7N  C4   C5   single    1.460  0.020  1.460
 C7N  C15  N16  single    1.449  0.020  1.449
 C7N  C15  C14  single    1.528  0.020  1.528
 C7N  C1   C2   aromatic  1.400  0.020  1.400
 C7N  C1   C23  aromatic  1.383  0.020  1.383
 C7N  C2   C20  aromatic  1.403  0.020  1.403
 C7N  N16  C18  single    1.449  0.020  1.449
 C7N  C18  C19  single    1.527  0.020  1.527
 C7N  C23  C22  aromatic  1.391  0.020  1.391
 C7N  C14  C13  single    1.500  0.020  1.500
 C7N  C5   C6   aromatic  1.397  0.020  1.397
 C7N  C5   C11  aromatic  1.403  0.020  1.403
 C7N  C20  C12  single    1.480  0.020  1.480
 C7N  C20  C21  aromatic  1.394  0.020  1.394
 C7N  C13  C12  double    1.340  0.020  1.340
 C7N  C13  C19  single    1.501  0.020  1.501
 C7N  C12  C11  single    1.480  0.020  1.480
 C7N  C6   C7   aromatic  1.388  0.020  1.388
 C7N  C22  C21  aromatic  1.386  0.020  1.386
 C7N  C11  C10  aromatic  1.392  0.020  1.392
 C7N  C7   O8   single    1.349  0.020  1.349
 C7N  C7   C9   aromatic  1.394  0.020  1.394
 C7N  C10  C9   aromatic  1.384  0.020  1.384
 C7N  C1   H1   single    0.930  0.020  1.080
 C7N  C3   H2   single    0.930  0.020  1.080
 C7N  C4   H3   single    0.930  0.020  1.080
 C7N  C6   H4   single    0.930  0.020  1.080
 C7N  C9   H5   single    0.930  0.020  1.080
 C7N  C10  H6   single    0.930  0.020  1.080
 C7N  C14  H7   single    0.970  0.020  1.090
 C7N  C14  H8   single    0.970  0.020  1.090
 C7N  C15  H9   single    0.970  0.020  1.090
 C7N  C15  H10  single    0.970  0.020  1.090
 C7N  C17  H11  single    0.970  0.020  1.090
 C7N  C17  H12  single    0.970  0.020  1.090
 C7N  C17  H13  single    0.970  0.020  1.090
 C7N  C18  H14  single    0.970  0.020  1.090
 C7N  C18  H15  single    0.970  0.020  1.090
 C7N  C19  H16  single    0.970  0.020  1.090
 C7N  C19  H17  single    0.970  0.020  1.090
 C7N  C21  H18  single    0.930  0.020  1.080
 C7N  C22  H19  single    0.930  0.020  1.080
 C7N  C23  H20  single    0.930  0.020  1.080
 C7N  O8   H22  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
 C7N  H1   C1   C23  119.63  3.000
 C7N  H1   C1   C2   119.10  3.000
 C7N  C23  C1   C2   121.25  3.000
 C7N  C20  C2   C3   122.88  3.000
 C7N  C20  C2   C1   118.85  3.000
 C7N  C3   C2   C1   118.28  3.000
 C7N  H2   C3   C4   116.67  3.000
 C7N  H2   C3   C2   115.31  3.000
 C7N  C4   C3   C2   127.71  3.000
 C7N  H3   C4   C5   115.44  3.000
 C7N  H3   C4   C3   116.75  3.000
 C7N  C5   C4   C3   127.48  3.000
 C7N  C11  C5   C6   119.60  3.000
 C7N  C11  C5   C4   122.63  3.000
 C7N  C6   C5   C4   117.76  3.000
 C7N  H4   C6   C7   119.38  3.000
 C7N  H4   C6   C5   119.61  3.000
 C7N  C7   C6   C5   121.00  3.000
 C7N  O8   C7   C9   122.60  3.000
 C7N  C9   C7   C6   119.43  3.000
 C7N  O8   C7   C6   117.96  3.000
 C7N  H5   C9   C10  119.92  3.000
 C7N  H5   C9   C7   120.49  3.000
 C7N  C10  C9   C7   119.59  3.000
 C7N  H6   C10  C11  119.15  3.000
 C7N  H6   C10  C9   119.07  3.000
 C7N  C11  C10  C9   121.78  3.000
 C7N  C12  C11  C10  121.07  3.000
 C7N  C10  C11  C5   118.53  3.000
 C7N  C12  C11  C5   120.40  3.000
 C7N  C20  C12  C13  122.89  3.000
 C7N  C13  C12  C11  123.21  3.000
 C7N  C20  C12  C11  113.89  3.000
 C7N  C19  C13  C14  110.94  3.000
 C7N  C19  C13  C12  124.56  3.000
 C7N  C14  C13  C12  124.47  3.000
 C7N  H8   C14  H7   107.20  3.000
 C7N  H8   C14  C15  108.47  3.000
 C7N  H7   C14  C15  109.50  3.000
 C7N  H8   C14  C13  108.99  3.000
 C7N  H7   C14  C13  112.92  3.000
 C7N  C15  C14  C13  109.65  3.000
 C7N  H10  C15  H9   106.71  3.000
 C7N  H10  C15  N16  108.66  3.000
 C7N  H9   C15  N16  111.79  3.000
 C7N  H10  C15  C14  109.49  3.000
 C7N  H9   C15  C14  108.90  3.000
 C7N  N16  C15  C14  111.17  3.000
 C7N  H15  C18  H14  106.77  3.000
 C7N  H15  C18  N16  111.77  3.000
 C7N  H14  C18  N16  108.61  3.000
 C7N  H15  C18  C19  108.80  3.000
 C7N  H14  C18  C19  109.49  3.000
 C7N  N16  C18  C19  111.28  3.000
 C7N  H17  C19  H16  107.22  3.000
 C7N  H17  C19  C18  109.61  3.000
 C7N  H16  C19  C18  108.57  3.000
 C7N  H17  C19  C13  112.82  3.000
 C7N  H16  C19  C13  108.83  3.000
 C7N  C18  C19  C13  109.67  3.000
 C7N  C21  C20  C12  120.65  3.000
 C7N  C21  C20  C2   119.29  3.000
 C7N  C12  C20  C2   120.05  3.000
 C7N  H18  C21  C22  120.01  3.000
 C7N  H18  C21  C20  118.84  3.000
 C7N  C22  C21  C20  121.15  3.000
 C7N  H19  C22  C23  120.30  3.000
 C7N  H19  C22  C21  120.01  3.000
 C7N  C23  C22  C21  119.69  3.000
 C7N  H20  C23  C22  120.33  3.000
 C7N  H20  C23  C1   119.99  3.000
 C7N  C22  C23  C1   119.68  3.000
 C7N  C18  N16  C17  111.59  3.000
 C7N  C18  N16  C15  112.01  3.000
 C7N  C17  N16  C15  111.67  3.000
 C7N  H22  O8   C7   110.33  3.000
 C7N  H13  C17  H12  107.68  3.000
 C7N  H13  C17  H11  107.65  3.000
 C7N  H12  C17  H11  107.79  3.000
 C7N  H13  C17  N16  113.40  3.000
 C7N  H12  C17  N16  110.08  3.000
 C7N  H11  C17  N16  110.06  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
 C7N  CONST_01  C21  C22  C23  C1      0.00   0.0  0
 C7N  CONST_02  C22  C23  C1   C2      0.00   0.0  0
 C7N  CONST_03  C9   C7   C6   C5      0.00   0.0  0
 C7N  CONST_04  C10  C9   C7   C6      0.00   0.0  0
 C7N  CONST_05  C11  C10  C9   C7      0.00   0.0  0
 C7N  CONST_06  C23  C22  C21  C20     0.00   0.0  0
 C7N  CONST_07  O8   C7   C6   C5    180.00   0.0  0
 C7N  CONST_08  O8   C7   C9   C10   180.00   0.0  0
 C7N  CONST_09  H19  C22  C23  C1    180.00   0.0  0
 C7N  CONST_10  H20  C23  C1   C2    180.00   0.0  0
 C7N  CONST_11  H5   C9   C7   C6    180.00   0.0  0
 C7N  CONST_12  H6   C10  C9   C7    180.00   0.0  0
 C7N  CONST_13  H4   C6   C7   C9    180.00   0.0  0
 C7N  CONST_14  H1   C1   C23  C22   180.00   0.0  0
 C7N  CONST_15  H18  C21  C22  C23   180.00   0.0  0
 C7N  Var_01    C15  C14  C13  C12  -121.93  30.0  1
 C7N  Var_02    C18  C19  C13  C12   122.07  30.0  1
 C7N  Var_03    N16  C15  C14  C13   -56.37  30.0  1
 C7N  Var_04    N16  C18  C19  C13    56.10  30.0  1
 C7N  Var_05    C18  N16  C15  C14    57.87  30.0  1
 C7N  Var_06    C19  C18  N16  C15   -57.77  30.0  1
 C7N  Var_07    H11  C17  N16  C15    57.07  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
 C7N  plan-1  C1   0.020
 C7N  plan-1  C2   0.020
 C7N  plan-1  C3   0.020
 C7N  plan-1  C12  0.020
 C7N  plan-1  C20  0.020
 C7N  plan-1  C21  0.020
 C7N  plan-1  C22  0.020
 C7N  plan-1  C23  0.020
 C7N  plan-1  H1   0.020
 C7N  plan-1  H18  0.020
 C7N  plan-1  H19  0.020
 C7N  plan-1  H20  0.020
 C7N  plan-2  C4   0.020
 C7N  plan-2  C5   0.020
 C7N  plan-2  C6   0.020
 C7N  plan-2  C7   0.020
 C7N  plan-2  C9   0.020
 C7N  plan-2  C10  0.020
 C7N  plan-2  C11  0.020
 C7N  plan-2  C12  0.020
 C7N  plan-2  O8   0.020
 C7N  plan-2  H4   0.020
 C7N  plan-2  H5   0.020
 C7N  plan-2  H6   0.020

