# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 23:08:18 2020
#   Inital geometry file: a 75 line input string
#   Ligand name: 2-bromoethyl (4-amino-2-formylphenyl)acetate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc(CC(=O)OCCBr)c(C=O)c1
#
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
 IBR  IBR  '2-bromoethyl (4-amino-2-formylphenyl)acetate'  ligand  28  16  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_IBR
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
 IBR  C'    C   C1    0   0.107  -2.0588   0.1781   2.7151
 IBR  O'    O   O     0  -0.382  -2.9469  -0.1891   3.4503
 IBR  C1'   C   CR6   0   0.133   0.3540   0.4740   2.1276
 IBR  C2'   C   CR6   0  -0.050  -0.6297   0.1785   3.0796
 IBR  C3'   C   CR16  0  -0.339  -0.2869  -0.1253   4.3946
 IBR  C4'   C   CR6   0   0.316   1.0433  -0.1408   4.8120
 IBR  C5'   C   CR16  0  -0.298   2.0251   0.1543   3.8575
 IBR  C6'   C   CR16  0  -0.293   1.6784   0.4507   2.5519
 IBR  N     N   NH2   0  -0.860   1.3856  -0.4847   6.0995
 IBR  C1    C   C     0   0.617  -0.3974  -0.4028  -0.1082
 IBR  O11   O   O2    0  -0.447  -0.4254  -0.1243  -1.4047
 IBR  O12   O   O     0  -0.436  -0.7107  -1.4692   0.3539
 IBR  C1E   C   CH2   0  -0.536  -0.8705  -0.5841  -3.6908
 IBR  C2E   C   CH2   0  -0.171  -0.8517  -1.1498  -2.2990
 IBR  BR    BR  BR    0  -0.136   0.9198  -0.0381  -4.2802
 IBR  H'    H   H     0   0.193  -2.3046   0.5572   1.7113
 IBR  H3'   H   HCR6  0   0.265  -1.0718  -0.3439   5.1092
 IBR  H5'   H   HCR6  0   0.267   3.0702   0.1517   4.1439
 IBR  H6'   H   HCR6  0   0.259   2.4668   0.6717   1.8423
 IBR  HN1   H   HNH2  0   0.382   2.2795  -0.1492   6.4209
 IBR  HN2   H   HNH2  0   0.382   0.6673  -0.3569   6.7941
 IBR  H21   H   HCH2  0   0.311  -0.7128   1.5727   0.5888
 IBR  H22   H   HCH2  0   0.314   0.9419   1.2151   0.2154
 IBR  HE11  H   HCH2  0   0.307  -1.2198  -1.3449  -4.3864
 IBR  HE12  H   HCH2  0   0.302  -1.5139   0.2910  -3.7679
 IBR  HE21  H   HCH2  0   0.258  -0.1943  -2.0183  -2.2316
 IBR  HE22  H   HCH2  0   0.269  -1.8683  -1.4720  -2.0552
 IBR  C2    C   CH2   0  -0.733   0.0527   0.7967   0.6922

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
 IBR  C'   O'    double    1.210  0.020  1.210
 IBR  C'   C2'   single    1.475  0.020  1.475
 IBR  C'   H'    single    0.930  0.020  1.080
 IBR  C1'  C2'   aromatic  1.400  0.020  1.400
 IBR  C1'  C6'   aromatic  1.391  0.020  1.391
 IBR  C1'  C2    single    1.502  0.020  1.502
 IBR  C2'  C3'   aromatic  1.392  0.020  1.392
 IBR  C3'  C4'   aromatic  1.394  0.020  1.394
 IBR  C3'  H3'   single    0.930  0.020  1.080
 IBR  C4'  C5'   aromatic  1.401  0.020  1.401
 IBR  C4'  N     single    1.376  0.020  1.376
 IBR  C5'  C6'   aromatic  1.383  0.020  1.383
 IBR  C5'  H5'   single    0.930  0.020  1.080
 IBR  C6'  H6'   single    0.930  0.020  1.080
 IBR  N    HN1   single    0.890  0.020  1.040
 IBR  N    HN2   single    0.890  0.020  1.040
 IBR  C1   C2    single    1.511  0.020  1.511
 IBR  C1   O11   single    1.326  0.020  1.326
 IBR  C1   O12   double    1.204  0.020  1.204
 IBR  C2   H21   single    0.970  0.020  1.090
 IBR  C2   H22   single    0.970  0.020  1.090
 IBR  O11  C2E   single    1.426  0.020  1.426
 IBR  C1E  C2E   single    1.502  0.020  1.502
 IBR  C1E  BR    single    1.962  0.020  1.962
 IBR  C1E  HE11  single    0.970  0.020  1.090
 IBR  C1E  HE12  single    0.970  0.020  1.090
 IBR  C2E  HE21  single    0.970  0.020  1.090
 IBR  C2E  HE22  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
 IBR  H'    C'   C2'   116.21  3.000
 IBR  H'    C'   O'    119.65  3.000
 IBR  C2'   C'   O'    124.13  3.000
 IBR  C2    C1'  C6'   119.09  3.000
 IBR  C2    C1'  C2'   123.65  3.000
 IBR  C6'   C1'  C2'   117.26  3.000
 IBR  C3'   C2'  C1'   121.00  3.000
 IBR  C3'   C2'  C'    118.15  3.000
 IBR  C1'   C2'  C'    120.85  3.000
 IBR  H3'   C3'  C4'   119.43  3.000
 IBR  H3'   C3'  C2'   119.24  3.000
 IBR  C4'   C3'  C2'   121.33  3.000
 IBR  N     C4'  C5'   121.06  3.000
 IBR  N     C4'  C3'   121.35  3.000
 IBR  C5'   C4'  C3'   117.54  3.000
 IBR  H5'   C5'  C6'   119.46  3.000
 IBR  H5'   C5'  C4'   119.70  3.000
 IBR  C6'   C5'  C4'   120.84  3.000
 IBR  H6'   C6'  C5'   118.66  3.000
 IBR  H6'   C6'  C1'   119.32  3.000
 IBR  C5'   C6'  C1'   122.03  3.000
 IBR  HN2   N    HN1   111.74  3.000
 IBR  HN2   N    C4'   115.86  3.000
 IBR  HN1   N    C4'   115.85  3.000
 IBR  O12   C1   O11   123.77  3.000
 IBR  O12   C1   C2    125.28  3.000
 IBR  O11   C1   C2    110.94  3.000
 IBR  C2E   O11  C1    117.92  3.000
 IBR  HE12  C1E  HE11  109.08  3.000
 IBR  HE12  C1E  BR    107.11  3.000
 IBR  HE11  C1E  BR    107.18  3.000
 IBR  HE12  C1E  C2E   112.06  3.000
 IBR  HE11  C1E  C2E   109.44  3.000
 IBR  BR    C1E  C2E   111.82  3.000
 IBR  HE22  C2E  HE21  108.16  3.000
 IBR  HE22  C2E  C1E   107.80  3.000
 IBR  HE21  C2E  C1E   111.37  3.000
 IBR  HE22  C2E  O11   110.48  3.000
 IBR  HE21  C2E  O11   110.70  3.000
 IBR  C1E   C2E  O11   108.29  3.000
 IBR  H22   C2   H21   104.85  3.000
 IBR  H22   C2   C1    108.39  3.000
 IBR  H21   C2   C1    107.72  3.000
 IBR  H22   C2   C1'   109.65  3.000
 IBR  H21   C2   C1'   112.51  3.000
 IBR  C1    C2   C1'   113.31  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
 IBR  CONST_01  C4'  C3'  C2'  C1'     0.00   0.0  0
 IBR  CONST_02  C4'  C5'  C6'  C1'     0.00   0.0  0
 IBR  CONST_03  C5'  C6'  C1'  C2'     0.00   0.0  0
 IBR  CONST_04  C5'  C4'  C3'  C2'     0.00   0.0  0
 IBR  CONST_05  C6'  C1'  C2'  C3'     0.00   0.0  0
 IBR  CONST_06  C6'  C5'  C4'  C3'     0.00   0.0  0
 IBR  CONST_07  C6'  C1'  C2'  C'    180.00   0.0  0
 IBR  CONST_08  C4'  C3'  C2'  C'    180.00   0.0  0
 IBR  CONST_09  N    C4'  C3'  C2'   180.00   0.0  0
 IBR  CONST_10  C2   C1'  C2'  C3'   180.00   0.0  0
 IBR  CONST_11  C2   C1'  C6'  C5'   180.00   0.0  0
 IBR  CONST_12  N    C4'  C5'  C6'   180.00   0.0  0
 IBR  CONST_13  H3'  C3'  C2'  C1'   180.00   0.0  0
 IBR  CONST_14  H5'  C5'  C6'  C1'   180.00   0.0  0
 IBR  CONST_15  H6'  C6'  C1'  C2'   180.00   0.0  0
 IBR  Var_01    C1'  C2'  C'   O'    172.72  30.0  2
 IBR  Var_02    C1   C2   C1'  C2'   -72.03  30.0  2
 IBR  Var_03    O11  C1   C2   C1'  -169.09  30.0  1
 IBR  Var_04    C1E  C2E  O11  C1    177.05  30.0  3
 IBR  Var_05    BR   C1E  C2E  O11    62.93  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
 IBR  plan-1  C'   0.020
 IBR  plan-1  C1'  0.020
 IBR  plan-1  C2'  0.020
 IBR  plan-1  C3'  0.020
 IBR  plan-1  C4'  0.020
 IBR  plan-1  C5'  0.020
 IBR  plan-1  C6'  0.020
 IBR  plan-1  N    0.020
 IBR  plan-1  H3'  0.020
 IBR  plan-1  H5'  0.020
 IBR  plan-1  H6'  0.020
 IBR  plan-1  C2   0.020
 IBR  plan-2  C4'  0.020
 IBR  plan-2  N    0.020
 IBR  plan-2  HN1  0.020
 IBR  plan-2  HN2  0.020
 IBR  plan-3  C'   0.020
 IBR  plan-3  O'   0.020
 IBR  plan-3  C2'  0.020
 IBR  plan-3  H'   0.020
 IBR  plan-4  C1   0.020
 IBR  plan-4  O11  0.020
 IBR  plan-4  O12  0.020
 IBR  plan-4  C2   0.020

