# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 15:21:56 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: 5-chloranyl-2-methoxy-~{N}-(2-methylpropyl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(Cl)cc1C(=O)NCC(C)C
#
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
 HR8  HR8  5-chloranyl-2-methoxy-~{N}-(2-methylpropyl)benzamide  ligand  32  16  .  2021-08-11  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HR8
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
 HR8  N1   N   NH1   0  -0.612  -1.6478   0.5583  -0.7380
 HR8  C4   C   CR16  0  -0.198   3.3391   0.3274  -0.4556
 HR8  C5   C   CR6   0  -0.058   2.6332   1.0188  -1.4217
 HR8  C6   C   CR16  0  -0.203   1.2767   0.7901  -1.6011
 HR8  C7   C   CR6   0  -0.175   0.6269  -0.1484  -0.8171
 HR8  C8   C   C     0   0.511  -0.8241  -0.4498  -1.0543
 HR8  C10  C   CH1   0  -0.245  -3.8039   0.2950   0.4795
 HR8  C1   C   CH3   0  -0.440   1.2661  -2.4303   1.9370
 HR8  C2   C   CR6   0   0.394   1.3305  -0.8523   0.1681
 HR8  C3   C   CR16  0  -0.386   2.6886  -0.6038   0.3434
 HR8  CL1  CL  CL    0  -0.134   3.4432   2.1838  -2.4184
 HR8  O2   O   O     0  -0.480  -1.1820  -1.5210  -1.5182
 HR8  C9   C   CH2   0  -0.266  -3.0883   0.5087  -0.8554
 HR8  C11  C   CH3   0  -0.657  -5.3106   0.3745   0.2584
 HR8  C12  C   CH3   0  -0.653  -3.4144  -1.0234   1.1367
 HR8  H1   H   HNH1  0   0.405  -1.2478   1.3802  -0.3138
 HR8  H2   H   HCR6  0   0.286   4.3955   0.5076  -0.3102
 HR8  H3   H   HCR6  0   0.287   0.7268   1.3336  -2.3589
 HR8  H4   H   HCH1  0   0.222  -3.5157   1.1135   1.1493
 HR8  H5   H   HCH3  0   0.234   2.0652  -3.0660   1.5485
 HR8  H6   H   HCH3  0   0.233   1.6802  -1.7601   2.6943
 HR8  H7   H   HCH3  0   0.264   0.5097  -3.0587   2.3994
 HR8  H8   H   HCR6  0   0.294   3.2636  -1.1201   1.0994
 HR8  H9   H   HCH2  0   0.249  -3.4222   1.4478  -1.3028
 HR8  H10  H   HCH2  0   0.239  -3.3481  -0.2894  -1.5516
 HR8  H11  H   HCH3  0   0.231  -5.8531   0.2532   1.1966
 HR8  H12  H   HCH3  0   0.227  -5.6029   1.3342  -0.1713
 HR8  H13  H   HCH3  0   0.217  -5.6484  -0.4111  -0.4218
 HR8  H14  H   HCH3  0   0.228  -2.3414  -1.0901   1.3200
 HR8  H15  H   HCH3  0   0.227  -3.9167  -1.1366   2.0987
 HR8  H16  H   HCH3  0   0.214  -3.7012  -1.8725   0.5121
 HR8  O1   O   O2    0  -0.458   0.6150  -1.7161   0.9025

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
 HR8  CL1  C5   single    1.734  0.020  1.734
 HR8  C4   C5   aromatic  1.382  0.020  1.382
 HR8  C4   C3   aromatic  1.389  0.020  1.389
 HR8  C5   C6   aromatic  1.387  0.020  1.387
 HR8  C3   C2   aromatic  1.392  0.020  1.392
 HR8  C6   C7   aromatic  1.385  0.020  1.385
 HR8  C2   C7   aromatic  1.400  0.020  1.400
 HR8  C2   O1   single    1.341  0.020  1.341
 HR8  C7   C8   single    1.501  0.020  1.501
 HR8  C1   O1   single    1.416  0.020  1.416
 HR8  C8   O2   double    1.221  0.020  1.221
 HR8  C8   N1   single    1.340  0.020  1.340
 HR8  N1   C9   single    1.446  0.020  1.446
 HR8  C9   C10  single    1.530  0.020  1.530
 HR8  C11  C10  single    1.525  0.020  1.525
 HR8  C10  C12  single    1.524  0.020  1.524
 HR8  N1   H1   single    0.860  0.020  1.020
 HR8  C4   H2   single    0.930  0.020  1.080
 HR8  C6   H3   single    0.930  0.020  1.080
 HR8  C10  H4   single    0.970  0.020  1.090
 HR8  C1   H5   single    0.970  0.020  1.090
 HR8  C1   H6   single    0.970  0.020  1.090
 HR8  C1   H7   single    0.970  0.020  1.090
 HR8  C3   H8   single    0.930  0.020  1.080
 HR8  C9   H9   single    0.970  0.020  1.090
 HR8  C9   H10  single    0.970  0.020  1.090
 HR8  C11  H11  single    0.970  0.020  1.090
 HR8  C11  H12  single    0.970  0.020  1.090
 HR8  C11  H13  single    0.970  0.020  1.090
 HR8  C12  H14  single    0.970  0.020  1.090
 HR8  C12  H15  single    0.970  0.020  1.090
 HR8  C12  H16  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
 HR8  H1   N1   C9   117.23  3.000
 HR8  H1   N1   C8   117.98  3.000
 HR8  C9   N1   C8   124.57  3.000
 HR8  H2   C4   C3   119.47  3.000
 HR8  H2   C4   C5   120.63  3.000
 HR8  C3   C4   C5   119.89  3.000
 HR8  CL1  C5   C6   119.55  3.000
 HR8  C6   C5   C4   120.49  3.000
 HR8  CL1  C5   C4   119.96  3.000
 HR8  H3   C6   C7   119.88  3.000
 HR8  H3   C6   C5   120.29  3.000
 HR8  C7   C6   C5   119.82  3.000
 HR8  C2   C7   C8   119.74  3.000
 HR8  C8   C7   C6   120.02  3.000
 HR8  C2   C7   C6   120.21  3.000
 HR8  O2   C8   C7   121.31  3.000
 HR8  O2   C8   N1   124.73  3.000
 HR8  C7   C8   N1   113.95  3.000
 HR8  H4   C10  C12  108.38  3.000
 HR8  H4   C10  C11  108.02  3.000
 HR8  C12  C10  C11  111.11  3.000
 HR8  H4   C10  C9   107.82  3.000
 HR8  C12  C10  C9   112.19  3.000
 HR8  C11  C10  C9   109.17  3.000
 HR8  H7   C1   H6   108.88  3.000
 HR8  H7   C1   H5   108.91  3.000
 HR8  H6   C1   H5   109.03  3.000
 HR8  H7   C1   O1   106.41  3.000
 HR8  H6   C1   O1   111.79  3.000
 HR8  H5   C1   O1   111.72  3.000
 HR8  C3   C2   O1   124.53  3.000
 HR8  O1   C2   C7   116.17  3.000
 HR8  C3   C2   C7   119.29  3.000
 HR8  H8   C3   C2   121.45  3.000
 HR8  H8   C3   C4   118.26  3.000
 HR8  C2   C3   C4   120.29  3.000
 HR8  H10  C9   H9   107.15  3.000
 HR8  H10  C9   C10  110.09  3.000
 HR8  H9   C9   C10  109.54  3.000
 HR8  H10  C9   N1   108.32  3.000
 HR8  H9   C9   N1   107.95  3.000
 HR8  C10  C9   N1   113.58  3.000
 HR8  H13  C11  H12  107.72  3.000
 HR8  H13  C11  H11  107.56  3.000
 HR8  H12  C11  H11  107.65  3.000
 HR8  H13  C11  C10  110.99  3.000
 HR8  H12  C11  C10  111.57  3.000
 HR8  H11  C11  C10  111.16  3.000
 HR8  H16  C12  H15  107.62  3.000
 HR8  H16  C12  H14  107.87  3.000
 HR8  H15  C12  H14  107.36  3.000
 HR8  H16  C12  C10  111.02  3.000
 HR8  H15  C12  C10  110.63  3.000
 HR8  H14  C12  C10  112.14  3.000
 HR8  C2   O1   C1   118.68  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
 HR8  CONST_01  C7   C6   C5   C4     0.00   0.0  0
 HR8  CONST_02  C7   C2   C3   C4     0.00   0.0  0
 HR8  CONST_03  C2   C3   C4   C5     0.00   0.0  0
 HR8  CONST_04  C2   C7   C6   C5     0.00   0.0  0
 HR8  CONST_05  C3   C4   C5   C6     0.00   0.0  0
 HR8  CONST_06  C3   C2   C7   C6     0.00   0.0  0
 HR8  CONST_07  O1   C2   C3   C4   180.00   0.0  0
 HR8  CONST_08  C8   C7   C6   C5   180.00   0.0  0
 HR8  CONST_09  O1   C2   C7   C6   180.00   0.0  0
 HR8  CONST_10  CL1  C5   C6   C7   180.00   0.0  0
 HR8  CONST_11  C3   C2   C7   C8   180.00   0.0  0
 HR8  CONST_12  CL1  C5   C4   C3   180.00   0.0  0
 HR8  CONST_13  H3   C6   C5   C4   180.00   0.0  0
 HR8  CONST_14  H8   C3   C4   C5   180.00   0.0  0
 HR8  CONST_15  H2   C4   C5   C6   180.00   0.0  0
 HR8  CONST_16  C9   N1   C8   C7   180.00   0.0  0
 HR8  CONST_17  H1   N1   C8   C7     0.00   0.0  0
 HR8  CONST_18  C9   N1   C8   O2     0.00   0.0  0
 HR8  Var_01    C6   C7   C8   N1   -68.43  30.0  2
 HR8  Var_02    C3   C2   O1   C1     0.31  30.0  2
 HR8  Var_03    H5   C1   O1   C2   -61.58  30.0  3
 HR8  Var_04    C11  C10  C9   N1   175.34  30.0  3
 HR8  Var_05    C10  C9   N1   C8   102.36  30.0  3
 HR8  Var_06    H11  C11  C10  C9  -178.45  30.0  3
 HR8  Var_07    H14  C12  C10  C9    58.55  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
 HR8  plan-1  C4   0.020
 HR8  plan-1  C5   0.020
 HR8  plan-1  C6   0.020
 HR8  plan-1  C7   0.020
 HR8  plan-1  C8   0.020
 HR8  plan-1  C2   0.020
 HR8  plan-1  C3   0.020
 HR8  plan-1  CL1  0.020
 HR8  plan-1  H2   0.020
 HR8  plan-1  H3   0.020
 HR8  plan-1  H8   0.020
 HR8  plan-1  O1   0.020
 HR8  plan-2  N1   0.020
 HR8  plan-2  C7   0.020
 HR8  plan-2  C8   0.020
 HR8  plan-2  O2   0.020
 HR8  plan-2  C9   0.020
 HR8  plan-2  H1   0.020

