# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 25 10:31:26 2022
#   Inital geometry file: a 85 line input string
#   Ligand name: 4-(3-phenylpropyl)aniline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc(CCCc2ccccc2)cc1
#
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
 Y8M  Y8M  4-(3-phenylpropyl)aniline  ligand  33  16  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_Y8M
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
 Y8M  C10  C  CR16  0  -0.316  -37.0864  25.1421  -10.8662
 Y8M  C13  C  CR16  0  -0.239  -38.6973  26.7795  -12.4113
 Y8M  C15  C  CR16  0  -0.299  -33.1967  22.4648  -12.9198
 Y8M  C02  C  CR6   0   0.278  -32.1895  22.3089  -10.7237
 Y8M  C03  C  CR16  0  -0.308  -32.8006  23.5242  -10.4028
 Y8M  C04  C  CR16  0  -0.308  -33.5916  24.1866  -11.3307
 Y8M  C05  C  CR6   0   0.104  -33.8124  23.6764  -12.6065
 Y8M  C06  C  CH2   0  -0.502  -34.6910  24.3815  -13.6049
 Y8M  C07  C  CH2   0  -0.433  -35.9824  23.6246  -13.9238
 Y8M  C08  C  CH2   0  -0.502  -36.9158  23.4385  -12.7255
 Y8M  C09  C  CR6   0   0.132  -37.4217  24.7363  -12.1552
 Y8M  C11  C  CR16  0  -0.238  -37.5440  26.3505  -10.3531
 Y8M  C12  C  CR16  0  -0.274  -38.3490  27.1755  -11.1253
 Y8M  C14  C  CR16  0  -0.306  -38.2376  25.5725  -12.9179
 Y8M  C16  C  CR16  0  -0.307  -32.4031  21.7906  -12.0071
 Y8M  H1   H  HCR6  0   0.245  -36.4588  24.5045  -10.2547
 Y8M  H2   H  HCR6  0   0.249  -39.3304  27.4126  -13.0203
 Y8M  H3   H  HCR6  0   0.239  -33.3394  22.0325  -13.9045
 Y8M  H4   H  HCR6  0   0.247  -32.6542  23.9536   -9.4182
 Y8M  H5   H  HCR6  0   0.240  -34.0507  25.1273  -11.0484
 Y8M  H6   H  HCH2  0   0.239  -34.1426  24.5280  -14.5400
 Y8M  H7   H  HCH2  0   0.234  -34.9336  25.3817  -13.2363
 Y8M  H8   H  HCH2  0   0.229  -36.5149  24.1518  -14.7198
 Y8M  H9   H  HCH2  0   0.230  -35.7340  22.6401  -14.3300
 Y8M  H10  H  HCH2  0   0.246  -37.7652  22.8272  -13.0437
 Y8M  H11  H  HCH2  0   0.238  -36.4044  22.8698  -11.9456
 Y8M  H12  H  HCR6  0   0.249  -37.2700  26.6454   -9.3479
 Y8M  H13  H  HCR6  0   0.250  -38.7059  28.1174  -10.7288
 Y8M  H14  H  HCR6  0   0.245  -38.5182  25.2750  -13.9221
 Y8M  H15  H  HCR6  0   0.247  -31.9382  20.8524  -12.2887
 Y8M  H16  H  HNH2  0   0.373  -31.5219  21.8833   -8.8563
 Y8M  H17  H  HNH2  0   0.373  -31.2539  20.6758   -9.9672
 Y8M  N01  N  NH2   0  -0.859  -31.3530  21.6689   -9.8266

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
 Y8M  C07  C06  single    1.530  0.020  1.530
 Y8M  C07  C08  single    1.530  0.020  1.530
 Y8M  C06  C05  single    1.505  0.020  1.505
 Y8M  C14  C13  aromatic  1.387  0.020  1.387
 Y8M  C14  C09  aromatic  1.395  0.020  1.395
 Y8M  C15  C05  aromatic  1.395  0.020  1.395
 Y8M  C15  C16  aromatic  1.385  0.020  1.385
 Y8M  C13  C12  aromatic  1.390  0.020  1.390
 Y8M  C08  C09  single    1.505  0.020  1.505
 Y8M  C05  C04  aromatic  1.392  0.020  1.392
 Y8M  C16  C02  aromatic  1.400  0.020  1.400
 Y8M  C09  C10  aromatic  1.392  0.020  1.392
 Y8M  C12  C11  aromatic  1.387  0.020  1.387
 Y8M  C04  C03  aromatic  1.388  0.020  1.388
 Y8M  C02  C03  aromatic  1.398  0.020  1.398
 Y8M  C02  N01  single    1.384  0.020  1.384
 Y8M  C10  C11  aromatic  1.390  0.020  1.390
 Y8M  C10  H1   single    0.930  0.020  1.080
 Y8M  C13  H2   single    0.930  0.020  1.080
 Y8M  C15  H3   single    0.930  0.020  1.080
 Y8M  C03  H4   single    0.930  0.020  1.080
 Y8M  C04  H5   single    0.930  0.020  1.080
 Y8M  C06  H6   single    0.970  0.020  1.090
 Y8M  C06  H7   single    0.970  0.020  1.090
 Y8M  C07  H8   single    0.970  0.020  1.090
 Y8M  C07  H9   single    0.970  0.020  1.090
 Y8M  C08  H10  single    0.970  0.020  1.090
 Y8M  C08  H11  single    0.970  0.020  1.090
 Y8M  C11  H12  single    0.930  0.020  1.080
 Y8M  C12  H13  single    0.930  0.020  1.080
 Y8M  C14  H14  single    0.930  0.020  1.080
 Y8M  C16  H15  single    0.930  0.020  1.080
 Y8M  N01  H16  single    0.890  0.020  1.040
 Y8M  N01  H17  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
 Y8M  H1   C10  C11  119.59  3.000
 Y8M  H1   C10  C09  119.36  3.000
 Y8M  C11  C10  C09  121.05  3.000
 Y8M  H2   C13  C14  119.81  3.000
 Y8M  H2   C13  C12  120.02  3.000
 Y8M  C14  C13  C12  120.17  3.000
 Y8M  H3   C15  C16  118.67  3.000
 Y8M  H3   C15  C05  119.48  3.000
 Y8M  C16  C15  C05  121.86  3.000
 Y8M  N01  C02  C16  121.01  3.000
 Y8M  N01  C02  C03  121.18  3.000
 Y8M  C16  C02  C03  117.74  3.000
 Y8M  H4   C03  C04  119.68  3.000
 Y8M  H4   C03  C02  119.60  3.000
 Y8M  C04  C03  C02  120.72  3.000
 Y8M  H5   C04  C05  119.31  3.000
 Y8M  H5   C04  C03  118.79  3.000
 Y8M  C05  C04  C03  121.90  3.000
 Y8M  C06  C05  C04  121.93  3.000
 Y8M  C04  C05  C15  117.03  3.000
 Y8M  C06  C05  C15  121.03  3.000
 Y8M  H7   C06  H6   106.08  3.000
 Y8M  H7   C06  C07  109.60  3.000
 Y8M  H6   C06  C07  108.13  3.000
 Y8M  H7   C06  C05  109.54  3.000
 Y8M  H6   C06  C05  109.70  3.000
 Y8M  C07  C06  C05  113.52  3.000
 Y8M  H9   C07  H8   105.92  3.000
 Y8M  H9   C07  C08  108.66  3.000
 Y8M  H8   C07  C08  109.37  3.000
 Y8M  H9   C07  C06  109.33  3.000
 Y8M  H8   C07  C06  108.92  3.000
 Y8M  C08  C07  C06  114.31  3.000
 Y8M  H11  C08  H10  106.28  3.000
 Y8M  H11  C08  C09  109.61  3.000
 Y8M  H10  C08  C09  109.34  3.000
 Y8M  H11  C08  C07  109.68  3.000
 Y8M  H10  C08  C07  108.29  3.000
 Y8M  C09  C08  C07  113.38  3.000
 Y8M  C14  C09  C08  120.41  3.000
 Y8M  C08  C09  C10  121.42  3.000
 Y8M  C14  C09  C10  118.18  3.000
 Y8M  H12  C11  C12  120.11  3.000
 Y8M  H12  C11  C10  119.74  3.000
 Y8M  C12  C11  C10  120.16  3.000
 Y8M  H13  C12  C11  120.32  3.000
 Y8M  H13  C12  C13  120.28  3.000
 Y8M  C11  C12  C13  119.40  3.000
 Y8M  H14  C14  C09  119.55  3.000
 Y8M  H14  C14  C13  119.41  3.000
 Y8M  C09  C14  C13  121.04  3.000
 Y8M  H15  C16  C02  119.53  3.000
 Y8M  H15  C16  C15  119.72  3.000
 Y8M  C02  C16  C15  120.75  3.000
 Y8M  H17  N01  H16  111.13  3.000
 Y8M  H17  N01  C02  115.14  3.000
 Y8M  H16  N01  C02  115.11  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
 Y8M  CONST_01  C13  C14  C09  C10     0.00   0.0  0
 Y8M  CONST_02  C13  C12  C11  C10     0.00   0.0  0
 Y8M  CONST_03  C03  C04  C05  C15     0.00   0.0  0
 Y8M  CONST_04  C03  C02  C16  C15     0.00   0.0  0
 Y8M  CONST_05  C05  C15  C16  C02     0.00   0.0  0
 Y8M  CONST_06  C05  C04  C03  C02     0.00   0.0  0
 Y8M  CONST_07  C16  C15  C05  C04     0.00   0.0  0
 Y8M  CONST_08  C16  C02  C03  C04     0.00   0.0  0
 Y8M  CONST_09  C12  C13  C14  C09     0.00   0.0  0
 Y8M  CONST_10  C12  C11  C10  C09     0.00   0.0  0
 Y8M  CONST_11  C14  C13  C12  C11     0.00   0.0  0
 Y8M  CONST_12  C14  C09  C10  C11     0.00   0.0  0
 Y8M  CONST_13  C08  C09  C14  C13   180.00   0.0  0
 Y8M  CONST_14  N01  C02  C16  C15   180.00   0.0  0
 Y8M  CONST_15  C06  C05  C04  C03   180.00   0.0  0
 Y8M  CONST_16  N01  C02  C03  C04   180.00   0.0  0
 Y8M  CONST_17  C16  C15  C05  C06   180.00   0.0  0
 Y8M  CONST_18  C11  C10  C09  C08   180.00   0.0  0
 Y8M  CONST_19  H14  C14  C09  C10   180.00   0.0  0
 Y8M  CONST_20  H13  C12  C11  C10   180.00   0.0  0
 Y8M  CONST_21  H12  C11  C12  C13   180.00   0.0  0
 Y8M  CONST_22  H5   C04  C05  C15   180.00   0.0  0
 Y8M  CONST_23  H3   C15  C16  C02   180.00   0.0  0
 Y8M  CONST_24  H15  C16  C02  C03   180.00   0.0  0
 Y8M  CONST_25  H4   C03  C04  C05   180.00   0.0  0
 Y8M  CONST_26  H2   C13  C14  C09   180.00   0.0  0
 Y8M  CONST_27  H1   C10  C11  C12   180.00   0.0  0
 Y8M  Var_01    C07  C08  C09  C10  -115.37  30.0  2
 Y8M  Var_02    C07  C06  C05  C15    66.79  30.0  3
 Y8M  Var_03    C08  C07  C06  C05    62.60  30.0  1
 Y8M  Var_04    C09  C08  C07  C06    62.58  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
 Y8M  plan-1  C15  0.020
 Y8M  plan-1  C02  0.020
 Y8M  plan-1  C03  0.020
 Y8M  plan-1  C04  0.020
 Y8M  plan-1  C05  0.020
 Y8M  plan-1  C06  0.020
 Y8M  plan-1  C16  0.020
 Y8M  plan-1  H3   0.020
 Y8M  plan-1  H4   0.020
 Y8M  plan-1  H5   0.020
 Y8M  plan-1  H15  0.020
 Y8M  plan-1  N01  0.020
 Y8M  plan-2  C10  0.020
 Y8M  plan-2  C13  0.020
 Y8M  plan-2  C08  0.020
 Y8M  plan-2  C09  0.020
 Y8M  plan-2  C11  0.020
 Y8M  plan-2  C12  0.020
 Y8M  plan-2  C14  0.020
 Y8M  plan-2  H1   0.020
 Y8M  plan-2  H2   0.020
 Y8M  plan-2  H12  0.020
 Y8M  plan-2  H13  0.020
 Y8M  plan-2  H14  0.020
 Y8M  plan-3  C02  0.020
 Y8M  plan-3  H16  0.020
 Y8M  plan-3  H17  0.020
 Y8M  plan-3  N01  0.020

