# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 22:47:55 2020
#   Inital geometry file: a 68 line input string
#   Ligand name: N-cyclobutyl-N-cyclopentylformamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=CN(C1CCCC1)C2CCC2
#
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
 CCB  CCB  N-cyclobutyl-N-cyclopentylformamide  ligand  29  12  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_CCB
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
 CCB  N1    N  NT    0  -0.435  -0.5956  -0.0338   0.3411
 CCB  C2    C  C1    0   0.241  -1.8977   0.0144   0.0199
 CCB  O3    O  O     0  -0.497  -2.8342   0.0903   0.7999
 CCB  C5    C  CH1   0  -0.099   0.4004  -0.1114  -0.7228
 CCB  C6    C  C     0  -0.084  -0.1634   0.0314   1.7169
 CCB  C7    C  CH2   0  -0.441   0.4795   1.1490  -1.6001
 CCB  C8    C  CH2   0  -0.447   1.0209   0.6330  -2.9272
 CCB  C9    C  CH2   0  -0.445   0.2557  -0.6770  -3.1145
 CCB  C10   C  CH2   0  -0.463   0.2291  -1.2975  -1.7118
 CCB  C20   C  C     0  -0.455   0.9109   1.0487   2.1459
 CCB  C21   C  C     0  -0.454   1.4191  -0.0095   3.1456
 CCB  C22   C  C     0  -0.451   0.7085  -1.0912   2.3083
 CCB  H2    H  H     0   0.196  -2.0641  -0.0236  -1.0678
 CCB  H5    H  HCH1  0   0.267   1.3622  -0.2332  -0.2257
 CCB  H6    H  H     0   0.265  -1.0513   0.1614   2.3331
 CCB  H71   H  HCH2  0   0.228  -0.5209   1.5655  -1.7505
 CCB  H72   H  HCH2  0   0.245   1.0898   1.9291  -1.1420
 CCB  H81   H  HCH2  0   0.223   2.0937   0.4349  -2.8468
 CCB  H82   H  HCH2  0   0.238   0.8798   1.3377  -3.7475
 CCB  H91   H  HCH2  0   0.237   0.7060  -1.3364  -3.8570
 CCB  H92   H  HCH2  0   0.224  -0.7613  -0.4577  -3.4521
 CCB  H101  H  HCH2  0   0.247   1.0603  -1.9927  -1.5870
 CCB  H102  H  HCH2  0   0.244  -0.6813  -1.8682  -1.5254
 CCB  H201  H  H     0   0.235   1.6478   1.2293   1.3612
 CCB  H202  H  H     0   0.241   0.5665   2.0092   2.5291
 CCB  H211  H  H     0   0.233   0.9651   0.1082   4.1297
 CCB  H212  H  H     0   0.237   2.4972  -0.1016   3.2687
 CCB  H221  H  H     0   0.241   0.1953  -1.9012   2.8265
 CCB  H222  H  H     0   0.233   1.3823  -1.5246   1.5664

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
 CCB  N1   C2    single  1.342  0.020  1.342
 CCB  N1   C5    single  1.459  0.020  1.459
 CCB  N1   C6    single  1.444  0.020  1.444
 CCB  C2   O3    double  1.221  0.020  1.221
 CCB  C2   H2    single  0.930  0.020  1.080
 CCB  C5   C7    single  1.538  0.020  1.538
 CCB  C5   C10   single  1.554  0.020  1.554
 CCB  C5   H5    single  0.970  0.020  1.090
 CCB  C6   C20   single  1.540  0.020  1.540
 CCB  C6   C22   single  1.540  0.020  1.540
 CCB  C6   H6    single  0.970  0.020  1.090
 CCB  C7   C8    single  1.523  0.020  1.523
 CCB  C7   H71   single  0.970  0.020  1.090
 CCB  C7   H72   single  0.970  0.020  1.090
 CCB  C8   C9    single  1.529  0.020  1.529
 CCB  C8   H81   single  0.970  0.020  1.090
 CCB  C8   H82   single  0.970  0.020  1.090
 CCB  C9   C10   single  1.534  0.020  1.534
 CCB  C9   H91   single  0.970  0.020  1.090
 CCB  C9   H92   single  0.970  0.020  1.090
 CCB  C10  H101  single  0.970  0.020  1.090
 CCB  C10  H102  single  0.970  0.020  1.090
 CCB  C20  C21   single  1.542  0.020  1.542
 CCB  C20  H201  single  0.970  0.020  1.090
 CCB  C20  H202  single  0.970  0.020  1.090
 CCB  C21  C22   single  1.541  0.020  1.541
 CCB  C21  H211  single  0.970  0.020  1.090
 CCB  C21  H212  single  0.970  0.020  1.090
 CCB  C22  H221  single  0.970  0.020  1.090
 CCB  C22  H222  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
 CCB  C6    N1   C5    119.53  3.000
 CCB  C6    N1   C2    121.13  3.000
 CCB  C5    N1   C2    119.32  3.000
 CCB  H2    C2   O3    121.15  3.000
 CCB  H2    C2   N1    112.45  3.000
 CCB  O3    C2   N1    126.40  3.000
 CCB  H5    C5   C10   107.60  3.000
 CCB  H5    C5   C7    107.85  3.000
 CCB  C10   C5   C7    105.56  3.000
 CCB  H5    C5   N1    106.01  3.000
 CCB  C10   C5   N1    115.43  3.000
 CCB  C7    C5   N1    114.04  3.000
 CCB  H6    C6   C22   109.36  3.000
 CCB  H6    C6   C20   109.41  3.000
 CCB  C22   C6   C20    88.83  3.000
 CCB  H6    C6   N1    107.50  3.000
 CCB  C22   C6   N1    120.18  3.000
 CCB  C20   C6   N1    120.27  3.000
 CCB  H72   C7   H71   107.28  3.000
 CCB  H72   C7   C8    114.14  3.000
 CCB  H71   C7   C8    109.52  3.000
 CCB  H72   C7   C5    112.04  3.000
 CCB  H71   C7   C5    110.09  3.000
 CCB  C8    C7   C5    103.75  3.000
 CCB  H82   C8   H81   107.40  3.000
 CCB  H82   C8   C9    113.38  3.000
 CCB  H81   C8   C9    110.16  3.000
 CCB  H82   C8   C7    112.99  3.000
 CCB  H81   C8   C7    110.23  3.000
 CCB  C9    C8   C7    102.66  3.000
 CCB  H92   C9   H91   107.17  3.000
 CCB  H92   C9   C10   110.31  3.000
 CCB  H91   C9   C10   112.65  3.000
 CCB  H92   C9   C8    109.35  3.000
 CCB  H91   C9   C8    113.27  3.000
 CCB  C10   C9   C8    104.08  3.000
 CCB  H102  C10  H101  106.44  3.000
 CCB  H102  C10  C9    112.49  3.000
 CCB  H101  C10  C9    110.44  3.000
 CCB  H102  C10  C5    112.50  3.000
 CCB  H101  C10  C5    109.25  3.000
 CCB  C9    C10  C5    105.74  3.000
 CCB  H202  C20  H201  108.68  3.000
 CCB  H202  C20  C21   118.75  3.000
 CCB  H201  C20  C21   110.93  3.000
 CCB  H202  C20  C6    117.35  3.000
 CCB  H201  C20  C6    112.33  3.000
 CCB  C21   C20  C6     87.55  3.000
 CCB  H212  C21  H211  108.63  3.000
 CCB  H212  C21  C22   117.28  3.000
 CCB  H211  C21  C22   111.97  3.000
 CCB  H212  C21  C20   117.23  3.000
 CCB  H211  C21  C20   111.96  3.000
 CCB  C22   C21  C20    88.71  3.000
 CCB  H222  C22  H221  108.58  3.000
 CCB  H222  C22  C21   111.29  3.000
 CCB  H221  C22  C21   118.71  3.000
 CCB  H222  C22  C6    112.21  3.000
 CCB  H221  C22  C6    117.25  3.000
 CCB  C21   C22  C6     87.60  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
 CCB  CONST_01  C5   N1   C2   O3  180.00   0.0  0
 CCB  CONST_02  C6   N1   C2   O3    0.00   0.0  0
 CCB  Var_01    C9   C8   C7   C5   41.45  30.0  1
 CCB  Var_02    C8   C9   C10  C5   23.92  30.0  1
 CCB  Var_03    C22  C21  C20  C6   20.24  30.0  1
 CCB  Var_04    C10  C9   C8   C7  -40.55  30.0  1

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
 CCB  chir_01  C5  N1  C7   C10  positiv
 CCB  chir_02  C6  N1  C22  C20  negativ

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
 CCB  plan-1  N1  0.020
 CCB  plan-1  C2  0.020
 CCB  plan-1  O3  0.020
 CCB  plan-1  C5  0.020
 CCB  plan-1  C6  0.020
 CCB  plan-1  H2  0.020

