# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 03:09:21 2021
#   Inital geometry file: a 91 line input string
#   Ligand name: N-benzyl-2-(cyclohex-1-en-1-yl)ethan-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C1CCC(=CC1)CCNCc2ccccc2
#
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
 NO4  NO4  N-benzyl-2-(cyclohex-1-en-1-yl)ethan-1-amine  ligand  37  16  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_NO4
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
 NO4  C10   C  CR16  0  -0.272   9.0909  -11.9863  -74.0769
 NO4  C12   C  CR16  0  -0.313  10.2306  -13.8146  -73.0053
 NO4  C13   C  CH2   0  -0.483  15.0323  -13.3966  -68.2781
 NO4  C16   C  CH2   0  -0.463  14.0706  -16.1037  -67.5112
 NO4  C01   C  C1    0  -0.294  13.7877  -15.4674  -68.8395
 NO4  C02   C  C     0   0.117  14.1990  -14.2493  -69.1986
 NO4  C03   C  CH2   0  -0.517  13.8160  -13.6439  -70.5177
 NO4  C04   C  CH2   0  -0.312  12.7911  -12.5085  -70.3630
 NO4  C06   C  CH2   0  -0.355  10.7302  -13.8070  -70.5334
 NO4  C07   C  CR6   0   0.102  10.1724  -13.1631  -71.7782
 NO4  C08   C  CR16  0  -0.279   9.5706  -11.9069  -71.7178
 NO4  C09   C  CR16  0  -0.243   9.0329  -11.3237  -72.8554
 NO4  C11   C  CR16  0  -0.242   9.6922  -13.2344  -74.1487
 NO4  C14   C  CH2   0  -0.439  15.6186  -14.1815  -67.1102
 NO4  C15   C  CH2   0  -0.440  14.5679  -15.0902  -66.4875
 NO4  N05   N  NH1   0  -0.584  11.5274  -12.8792  -69.7552
 NO4  H101  H  HCR6  0   0.252   8.6741  -11.5297  -74.9654
 NO4  H121  H  HCR6  0   0.245  10.7067  -14.7863  -73.0713
 NO4  H132  H  HCH2  0   0.233  14.4251  -12.5658  -67.8988
 NO4  H161  H  HCH2  0   0.233  13.1683  -16.6022  -67.1455
 NO4  H162  H  HCH2  0   0.227  14.8121  -16.9013  -67.6386
 NO4  H011  H  H     0   0.221  13.2050  -16.0511  -69.5476
 NO4  H032  H  HCH2  0   0.232  13.4161  -14.4145  -71.1822
 NO4  H031  H  HCH2  0   0.232  14.7017  -13.2336  -71.0149
 NO4  H041  H  HCH2  0   0.231  13.2282  -11.7037  -69.7659
 NO4  H042  H  HCH2  0   0.235  12.5890  -12.0756  -71.3464
 NO4  H062  H  HCH2  0   0.251   9.8991  -14.1339  -69.9017
 NO4  H061  H  HCH2  0   0.210  11.2646  -14.7244  -70.8213
 NO4  H081  H  HCR6  0   0.244   9.5326  -11.3823  -70.7710
 NO4  H091  H  HCR6  0   0.251   8.5664  -10.3486  -72.7907
 NO4  H111  H  HCR6  0   0.252   9.7526  -13.7559  -75.0956
 NO4  H141  H  HCH2  0   0.216  16.4571  -14.7900  -67.4640
 NO4  H142  H  HCH2  0   0.229  16.0281  -13.4934  -66.3673
 NO4  H151  H  HCH2  0   0.215  13.7266  -14.4842  -66.1365
 NO4  H152  H  HCH2  0   0.228  14.9709  -15.6046  -65.6125
 NO4  H051  H  HNH1  0   0.349  11.6980  -13.2817  -68.8419
 NO4  H131  H  HCH2  0   0.233  15.8351  -12.9255  -68.8546

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
 NO4  C10  C09   aromatic  1.391  0.020  1.391
 NO4  C10  C11   aromatic  1.387  0.020  1.387
 NO4  C09  C08   aromatic  1.387  0.020  1.387
 NO4  C11  C12   aromatic  1.391  0.020  1.391
 NO4  C08  C07   aromatic  1.394  0.020  1.394
 NO4  C12  C07   aromatic  1.391  0.020  1.391
 NO4  C07  C06   single    1.508  0.020  1.508
 NO4  C04  C03   single    1.537  0.020  1.537
 NO4  C04  N05   single    1.450  0.020  1.450
 NO4  C06  N05   single    1.450  0.020  1.450
 NO4  C03  C02   single    1.501  0.020  1.501
 NO4  C01  C02   double    1.335  0.020  1.335
 NO4  C01  C16   single    1.500  0.020  1.500
 NO4  C02  C13   single    1.506  0.020  1.506
 NO4  C16  C15   single    1.524  0.020  1.524
 NO4  C13  C14   single    1.524  0.020  1.524
 NO4  C15  C14   single    1.522  0.020  1.522
 NO4  C10  H101  single    0.930  0.020  1.080
 NO4  C12  H121  single    0.930  0.020  1.080
 NO4  C13  H131  single    0.970  0.020  1.090
 NO4  C13  H132  single    0.970  0.020  1.090
 NO4  C16  H161  single    0.970  0.020  1.090
 NO4  C16  H162  single    0.970  0.020  1.090
 NO4  C01  H011  single    0.930  0.020  1.080
 NO4  C03  H032  single    0.970  0.020  1.090
 NO4  C03  H031  single    0.970  0.020  1.090
 NO4  C04  H041  single    0.970  0.020  1.090
 NO4  C04  H042  single    0.970  0.020  1.090
 NO4  C06  H062  single    0.970  0.020  1.090
 NO4  C06  H061  single    0.970  0.020  1.090
 NO4  C08  H081  single    0.930  0.020  1.080
 NO4  C09  H091  single    0.930  0.020  1.080
 NO4  C11  H111  single    0.930  0.020  1.080
 NO4  C14  H141  single    0.970  0.020  1.090
 NO4  C14  H142  single    0.970  0.020  1.090
 NO4  C15  H151  single    0.970  0.020  1.090
 NO4  C15  H152  single    0.970  0.020  1.090
 NO4  N05  H051  single    0.890  0.020  1.040

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
 NO4  H101  C10  C11   120.26  3.000
 NO4  H101  C10  C09   120.26  3.000
 NO4  C11   C10  C09   119.48  3.000
 NO4  H121  C12  C11   119.60  3.000
 NO4  H121  C12  C07   119.48  3.000
 NO4  C11   C12  C07   120.92  3.000
 NO4  H132  C13  H131  105.20  3.000
 NO4  H132  C13  C14   109.76  3.000
 NO4  H131  C13  C14   110.05  3.000
 NO4  H132  C13  C02   109.51  3.000
 NO4  H131  C13  C02   109.11  3.000
 NO4  C14   C13  C02   112.92  3.000
 NO4  H162  C16  H161  105.37  3.000
 NO4  H162  C16  C15   109.95  3.000
 NO4  H161  C16  C15   110.35  3.000
 NO4  H162  C16  C01   109.47  3.000
 NO4  H161  C16  C01   109.51  3.000
 NO4  C15   C16  C01   111.98  3.000
 NO4  H011  C01  C02   118.68  3.000
 NO4  H011  C01  C16   116.75  3.000
 NO4  C02   C01  C16   124.57  3.000
 NO4  C03   C02  C01   121.73  3.000
 NO4  C01   C02  C13   121.51  3.000
 NO4  C03   C02  C13   116.74  3.000
 NO4  H031  C03  H032  106.49  3.000
 NO4  H031  C03  C04   107.95  3.000
 NO4  H032  C03  C04   109.75  3.000
 NO4  H031  C03  C02   110.10  3.000
 NO4  H032  C03  C02   110.06  3.000
 NO4  C04   C03  C02   112.30  3.000
 NO4  H042  C04  H041  105.89  3.000
 NO4  H042  C04  N05   108.49  3.000
 NO4  H041  C04  N05   107.91  3.000
 NO4  H042  C04  C03   108.97  3.000
 NO4  H041  C04  C03   109.39  3.000
 NO4  N05   C04  C03   115.74  3.000
 NO4  H061  C06  H062  105.72  3.000
 NO4  H061  C06  N05   114.02  3.000
 NO4  H062  C06  N05   107.40  3.000
 NO4  H061  C06  C07   108.64  3.000
 NO4  H062  C06  C07   108.86  3.000
 NO4  N05   C06  C07   111.91  3.000
 NO4  C08   C07  C06   120.56  3.000
 NO4  C06   C07  C12   120.85  3.000
 NO4  C08   C07  C12   118.58  3.000
 NO4  H081  C08  C09   119.98  3.000
 NO4  H081  C08  C07   119.30  3.000
 NO4  C09   C08  C07   120.71  3.000
 NO4  H091  C09  C08   119.78  3.000
 NO4  H091  C09  C10   119.96  3.000
 NO4  C08   C09  C10   120.26  3.000
 NO4  H111  C11  C12   119.77  3.000
 NO4  H111  C11  C10   120.18  3.000
 NO4  C12   C11  C10   120.05  3.000
 NO4  H142  C14  H141  106.43  3.000
 NO4  H142  C14  C15   110.89  3.000
 NO4  H141  C14  C15   109.21  3.000
 NO4  H142  C14  C13   109.93  3.000
 NO4  H141  C14  C13   109.46  3.000
 NO4  C15   C14  C13   110.81  3.000
 NO4  H152  C15  H151  106.71  3.000
 NO4  H152  C15  C14   110.75  3.000
 NO4  H151  C15  C14   109.34  3.000
 NO4  H152  C15  C16   110.20  3.000
 NO4  H151  C15  C16   109.43  3.000
 NO4  C14   C15  C16   110.33  3.000
 NO4  H051  N05  C06   108.81  3.000
 NO4  H051  N05  C04   109.44  3.000
 NO4  C06   N05  C04   114.69  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
 NO4  CONST_01  C07   C08  C09  C10    0.00   0.0  0
 NO4  CONST_02  C07   C12  C11  C10    0.00   0.0  0
 NO4  CONST_03  C09   C10  C11  C12    0.00   0.0  0
 NO4  CONST_04  C09   C08  C07  C12    0.00   0.0  0
 NO4  CONST_05  C11   C10  C09  C08    0.00   0.0  0
 NO4  CONST_06  C11   C12  C07  C08    0.00   0.0  0
 NO4  CONST_07  C09   C08  C07  C06  180.00   0.0  0
 NO4  CONST_08  C11   C12  C07  C06  180.00   0.0  0
 NO4  CONST_09  H081  C08  C09  C10  180.00   0.0  0
 NO4  CONST_10  H121  C12  C11  C10  180.00   0.0  0
 NO4  CONST_11  H101  C10  C11  C12  180.00   0.0  0
 NO4  CONST_12  H091  C09  C08  C07  180.00   0.0  0
 NO4  CONST_13  H111  C11  C12  C07  180.00   0.0  0
 NO4  Var_01    C16   C01  C02  C13    1.28  30.0  1
 NO4  Var_02    C16   C15  C14  C13   61.28  30.0  1
 NO4  Var_03    C14   C13  C02  C01   14.27  30.0  1
 NO4  Var_04    C14   C15  C16  C01  -44.95  30.0  1
 NO4  Var_05    C15   C16  C01  C02   14.58  30.0  1
 NO4  Var_06    C15   C14  C13  C02  -45.06  30.0  1
 NO4  Var_07    N05   C06  C07  C12  134.59  30.0  2
 NO4  Var_08    C04   C03  C02  C13  -70.08  30.0  3
 NO4  Var_09    N05   C04  C03  C02  -60.22  30.0  1
 NO4  Var_10    C07   C06  N05  C04  -69.98  30.0  1
 NO4  Var_11    C06   N05  C04  C03  -65.35  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
 NO4  plan-1  C10   0.020
 NO4  plan-1  C12   0.020
 NO4  plan-1  C06   0.020
 NO4  plan-1  C07   0.020
 NO4  plan-1  C08   0.020
 NO4  plan-1  C09   0.020
 NO4  plan-1  C11   0.020
 NO4  plan-1  H101  0.020
 NO4  plan-1  H121  0.020
 NO4  plan-1  H081  0.020
 NO4  plan-1  H091  0.020
 NO4  plan-1  H111  0.020

