# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 10:47:27 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)CCCN1c2ccccc2CCc3ccc(Cl)cc13
#
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
 CXX  CXX  3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine  ligand  45  22  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CXX
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
 CXX  C1    C   CR16  0  -0.266   2.1313  -0.7744  -0.4211
 CXX  C2    C   CR6   0  -0.057   3.5028  -0.8339  -0.2697
 CXX  C3    C   CR16  0  -0.230   4.1630  -0.0004   0.6135
 CXX  C4    C   CR16  0  -0.308   3.3973   0.8883   1.3486
 CXX  C5    C   CH2   0  -0.487   1.3436   1.9707   2.1704
 CXX  C6    C   CH2   0  -0.514  -0.1800   1.9999   2.2056
 CXX  C8    C   CR16  0  -0.246  -1.8570   3.7994  -0.6964
 CXX  C9    C   CR16  0  -0.278  -1.7666   2.8307  -1.6867
 CXX  C10   C   CR16  0  -0.266  -1.1567   1.6144  -1.4140
 CXX  C11   C   CR6   0   0.247  -0.6456   1.3558  -0.1450
 CXX  C13   C   CR6   0   0.086   2.0098   0.9711   1.2501
 CXX  C14   C   CR6   0   0.263   1.3617   0.1166   0.3388
 CXX  C17   C   CH2   0  -0.252  -2.7798  -2.4285  -0.4786
 CXX  C18   C   CH3   0  -0.528  -5.0350  -1.7749   0.0849
 CXX  C7    C   CR16  0  -0.348  -1.3440   3.5396   0.5673
 CXX  C12   C   CR6   0   0.108  -0.7490   2.3173   0.8607
 CXX  C16   C   CH2   0  -0.462  -2.1177  -1.2049   0.1427
 CXX  C19   C   CH3   0  -0.519  -4.5194  -4.0559  -0.3690
 CXX  N1    N   NT    0  -0.597  -0.0326   0.1179   0.1682
 CXX  N2    N   NT    0  -0.406  -4.0237  -2.8064   0.1648
 CXX  CL2   CL  CL    0  -0.138   4.4098  -1.9621  -1.2292
 CXX  H1    H   HCR6  0   0.286   1.6575  -1.4166  -1.1505
 CXX  H3    H   HCR6  0   0.272   5.2360  -0.0438   0.7370
 CXX  H4    H   HCR6  0   0.259   3.9014   1.5391   2.0539
 CXX  H51   H   HCH2  0   0.252   1.6986   2.9712   1.9051
 CXX  H61   H   HCH2  0   0.249  -0.5653   1.0399   2.5577
 CXX  H8    H   HCR6  0   0.252  -2.3287   4.7506  -0.9061
 CXX  H9    H   HCR6  0   0.255  -2.1637   3.0223  -2.6751
 CXX  H10   H   HCR6  0   0.255  -1.0817   0.8672  -2.1945
 CXX  H171  H   HCH2  0   0.186  -2.9179  -2.2495  -1.5605
 CXX  H172  H   HCH2  0   0.225  -2.0965  -3.2800  -0.3965
 CXX  H181  H   HCH3  0   0.189  -5.2935  -1.4976  -0.9497
 CXX  H182  H   HCH3  0   0.234  -5.9481  -2.1179   0.5732
 CXX  H183  H   HCH3  0   0.237  -4.7136  -0.8712   0.6024
 CXX  H7    H   HCR6  0   0.247  -1.4215   4.2914   1.3441
 CXX  H151  H   HCH2  0   0.259  -0.1189  -1.9414   0.0596
 CXX  H152  H   HCH2  0   0.220  -0.6312  -1.1695  -1.4264
 CXX  H161  H   HCH2  0   0.240  -2.6734  -0.3016  -0.1168
 CXX  H162  H   HCH2  0   0.232  -2.1335  -1.2911   1.2325
 CXX  H191  H   HCH3  0   0.231  -3.7673  -4.8382  -0.2545
 CXX  H192  H   HCH3  0   0.232  -5.4104  -4.3687   0.1775
 CXX  H193  H   HCH3  0   0.189  -4.7856  -4.0008  -1.4366
 CXX  H52   H   HCH2  0   0.258   1.7129   1.7874   3.1830
 CXX  H62   H   HCH2  0   0.254  -0.4884   2.7533   2.9322
 CXX  C15   C   CH2   0  -0.317  -0.6752  -1.0877  -0.3309

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
 CXX  C1   C14   aromatic  1.401  0.020  1.401
 CXX  C1   C2    aromatic  1.381  0.020  1.381
 CXX  C1   H1    single    0.930  0.020  1.080
 CXX  C2   CL2   single    1.737  0.020  1.737
 CXX  C2   C3    aromatic  1.382  0.020  1.382
 CXX  C3   C4    aromatic  1.384  0.020  1.384
 CXX  C3   H3    single    0.930  0.020  1.080
 CXX  C4   C13   aromatic  1.393  0.020  1.393
 CXX  C4   H4    single    0.930  0.020  1.080
 CXX  C5   C13   single    1.513  0.020  1.513
 CXX  C5   C6    single    1.524  0.020  1.524
 CXX  C5   H51   single    0.970  0.020  1.090
 CXX  C6   C12   single    1.494  0.020  1.494
 CXX  C6   H61   single    0.970  0.020  1.090
 CXX  C8   C9    aromatic  1.388  0.020  1.388
 CXX  C8   C7    aromatic  1.388  0.020  1.388
 CXX  C8   H8    single    0.930  0.020  1.080
 CXX  C9   C10   aromatic  1.388  0.020  1.388
 CXX  C9   H9    single    0.930  0.020  1.080
 CXX  C10  C11   aromatic  1.392  0.020  1.392
 CXX  C10  H10   single    0.930  0.020  1.080
 CXX  C11  N1    single    1.416  0.020  1.416
 CXX  C11  C12   aromatic  1.395  0.020  1.395
 CXX  C13  C14   aromatic  1.407  0.020  1.407
 CXX  C14  N1    single    1.405  0.020  1.405
 CXX  C17  N2    single    1.451  0.020  1.451
 CXX  C17  C16   single    1.524  0.020  1.524
 CXX  C17  H171  single    0.970  0.020  1.090
 CXX  C17  H172  single    0.970  0.020  1.090
 CXX  C18  N2    single    1.447  0.020  1.447
 CXX  C18  H181  single    0.970  0.020  1.090
 CXX  C18  H182  single    0.970  0.020  1.090
 CXX  C18  H183  single    0.970  0.020  1.090
 CXX  C7   C12   aromatic  1.391  0.020  1.391
 CXX  C7   H7    single    0.930  0.020  1.080
 CXX  C15  C16   single    1.523  0.020  1.523
 CXX  C15  N1    single    1.454  0.020  1.454
 CXX  C15  H151  single    0.970  0.020  1.090
 CXX  C15  H152  single    0.970  0.020  1.090
 CXX  C16  H161  single    0.970  0.020  1.090
 CXX  C16  H162  single    0.970  0.020  1.090
 CXX  C19  N2    single    1.446  0.020  1.446
 CXX  C19  H191  single    0.970  0.020  1.090
 CXX  C19  H192  single    0.970  0.020  1.090
 CXX  C19  H193  single    0.970  0.020  1.090
 CXX  C5   H52   single    0.970  0.020  1.090
 CXX  C6   H62   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
 CXX  H1    C1   C14   120.19  3.000
 CXX  H1    C1   C2    118.92  3.000
 CXX  C14   C1   C2    120.89  3.000
 CXX  CL2   C2   C3    119.69  3.000
 CXX  C3    C2   C1    121.22  3.000
 CXX  CL2   C2   C1    119.09  3.000
 CXX  H3    C3   C4    120.94  3.000
 CXX  H3    C3   C2    121.53  3.000
 CXX  C4    C3   C2    117.53  3.000
 CXX  H4    C4   C13   118.25  3.000
 CXX  H4    C4   C3    118.27  3.000
 CXX  C13   C4   C3    123.46  3.000
 CXX  H52   C5   H51   105.56  3.000
 CXX  H52   C5   C13   107.69  3.000
 CXX  H51   C5   C13   108.28  3.000
 CXX  H52   C5   C6    108.63  3.000
 CXX  H51   C5   C6    108.20  3.000
 CXX  C13   C5   C6    117.82  3.000
 CXX  H62   C6   H61   107.00  3.000
 CXX  H62   C6   C12   110.18  3.000
 CXX  H61   C6   C12   110.02  3.000
 CXX  H62   C6   C5    108.13  3.000
 CXX  H61   C6   C5    110.06  3.000
 CXX  C12   C6   C5    111.34  3.000
 CXX  H8    C8   C7    120.12  3.000
 CXX  H8    C8   C9    120.23  3.000
 CXX  C7    C8   C9    119.65  3.000
 CXX  H9    C9   C10   119.73  3.000
 CXX  H9    C9   C8    120.27  3.000
 CXX  C10   C9   C8    120.00  3.000
 CXX  H10   C10  C11   120.21  3.000
 CXX  H10   C10  C9    119.57  3.000
 CXX  C11   C10  C9    120.22  3.000
 CXX  N1    C11  C12   118.36  3.000
 CXX  C12   C11  C10   120.11  3.000
 CXX  N1    C11  C10   121.52  3.000
 CXX  C14   C13  C5    126.31  3.000
 CXX  C14   C13  C4    117.92  3.000
 CXX  C5    C13  C4    115.76  3.000
 CXX  N1    C14  C13   122.36  3.000
 CXX  N1    C14  C1    118.68  3.000
 CXX  C13   C14  C1    118.96  3.000
 CXX  H172  C17  H171  106.10  3.000
 CXX  H172  C17  N2    107.41  3.000
 CXX  H171  C17  N2    111.67  3.000
 CXX  H172  C17  C16   108.83  3.000
 CXX  H171  C17  C16   108.87  3.000
 CXX  N2    C17  C16   113.64  3.000
 CXX  H183  C18  H182  107.16  3.000
 CXX  H183  C18  H181  107.83  3.000
 CXX  H182  C18  H181  107.64  3.000
 CXX  H183  C18  N2    111.03  3.000
 CXX  H182  C18  N2    109.65  3.000
 CXX  H181  C18  N2    113.28  3.000
 CXX  H7    C7   C12   119.28  3.000
 CXX  H7    C7   C8    119.75  3.000
 CXX  C12   C7   C8    120.97  3.000
 CXX  C7    C12  C11   119.04  3.000
 CXX  C7    C12  C6    122.64  3.000
 CXX  C11   C12  C6    118.30  3.000
 CXX  H162  C16  H161  107.14  3.000
 CXX  H162  C16  C15   109.26  3.000
 CXX  H161  C16  C15   110.15  3.000
 CXX  H162  C16  C17   109.69  3.000
 CXX  H161  C16  C17   110.26  3.000
 CXX  C15   C16  C17   110.28  3.000
 CXX  H193  C19  H192  107.60  3.000
 CXX  H193  C19  H191  107.70  3.000
 CXX  H192  C19  H191  107.75  3.000
 CXX  H193  C19  N2    113.41  3.000
 CXX  H192  C19  N2    110.04  3.000
 CXX  H191  C19  N2    110.15  3.000
 CXX  C15   N1   C14   118.65  3.000
 CXX  C15   N1   C11   117.22  3.000
 CXX  C14   N1   C11   117.21  3.000
 CXX  C19   N2   C18   110.85  3.000
 CXX  C19   N2   C17   110.81  3.000
 CXX  C18   N2   C17   112.90  3.000
 CXX  H152  C15  H151  106.14  3.000
 CXX  H152  C15  N1    112.70  3.000
 CXX  H151  C15  N1    107.48  3.000
 CXX  H152  C15  C16   110.01  3.000
 CXX  H151  C15  C16   108.14  3.000
 CXX  N1    C15  C16   112.06  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
 CXX  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 CXX  CONST_02  C13   C4   C3   C2     0.00   0.0  0
 CXX  CONST_03  C14   C1   C2   C3     0.00   0.0  0
 CXX  CONST_04  C11   C10  C9   C8     0.00   0.0  0
 CXX  CONST_05  C12   C7   C8   C9     0.00   0.0  0
 CXX  CONST_06  C7    C8   C9   C10    0.00   0.0  0
 CXX  CONST_07  CL2   C2   C3   C4   180.00   0.0  0
 CXX  CONST_08  CL2   C2   C1   C14  180.00   0.0  0
 CXX  CONST_09  H3    C3   C2   C1   180.00   0.0  0
 CXX  CONST_10  H4    C4   C3   C2   180.00   0.0  0
 CXX  CONST_11  H1    C1   C2   C3   180.00   0.0  0
 CXX  CONST_12  H10   C10  C9   C8   180.00   0.0  0
 CXX  CONST_13  H7    C7   C8   C9   180.00   0.0  0
 CXX  CONST_14  H8    C8   C9   C10  180.00   0.0  0
 CXX  CONST_15  H9    C9   C10  C11  180.00   0.0  0
 CXX  Var_01    N1    C15  C16  C17  176.15  30.0  1
 CXX  Var_02    C16   C17  N2   C18   61.53  30.0  1
 CXX  Var_03    N2    C17  C16  C15  165.35  30.0  1
 CXX  Var_04    H181  C18  N2   C17   59.08  30.0  3
 CXX  Var_05    H191  C19  N2   C17   56.84  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
 CXX  plan-1  C1   0.020
 CXX  plan-1  C2   0.020
 CXX  plan-1  C3   0.020
 CXX  plan-1  C4   0.020
 CXX  plan-1  C5   0.020
 CXX  plan-1  C13  0.020
 CXX  plan-1  C14  0.020
 CXX  plan-1  N1   0.020
 CXX  plan-1  CL2  0.020
 CXX  plan-1  H1   0.020
 CXX  plan-1  H3   0.020
 CXX  plan-1  H4   0.020
 CXX  plan-2  C6   0.020
 CXX  plan-2  C8   0.020
 CXX  plan-2  C9   0.020
 CXX  plan-2  C10  0.020
 CXX  plan-2  C11  0.020
 CXX  plan-2  C7   0.020
 CXX  plan-2  C12  0.020
 CXX  plan-2  N1   0.020
 CXX  plan-2  H8   0.020
 CXX  plan-2  H9   0.020
 CXX  plan-2  H10  0.020
 CXX  plan-2  H7   0.020

