# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 11:17:10 2022
#   Inital geometry file: a 115 line input string
#   Ligand name: (6Z)-13-chloro-14,16-dihydroxy-2-methyl-3,4,5,8,9,10-hexahydro-2-benzazacyclotetradecine-1,11(2H,12H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCC\C=C/CCCC(=O)Cc2c(Cl)c(O)cc(O)c2C1=O
#
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
 L4V  L4V  (6Z)-13-chloro-14,16-dihydroxy-2-methyl-3,4,5,8,9,10-hexahydro-2-benzazacyclotetradecine-1,11(2H,12H)-dione  ligand  46  24  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_L4V
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
 L4V  C1    C   C     0   0.491   0.3400  -1.5124  -0.8433
 L4V  C2    C   CR6   0  -0.277  -1.0222  -1.1691  -0.3123
 L4V  C3    C   CR6   0   0.413  -2.0614  -2.0857  -0.4520
 L4V  C4    C   CR16  0  -0.541  -3.3514  -1.7508  -0.0672
 L4V  C5    C   CR6   0   0.454  -3.6147  -0.4892   0.4522
 L4V  C6    C   CR6   0  -0.267  -2.5701   0.4241   0.5890
 L4V  C7    C   CR6   0   0.325  -1.2738   0.0950   0.2129
 L4V  C8    C   CH2   0  -0.738  -0.1536   1.0743   0.3716
 L4V  C9    C   C     0   0.424  -0.0983   2.1181  -0.7262
 L4V  C10   C   CH2   0  -0.552   1.0359   3.1114  -0.6592
 L4V  C11   C   CH2   0  -0.471   2.4347   2.4690  -0.6304
 L4V  C12   C   CH2   0  -0.512   3.0069   2.2361   0.7724
 L4V  C13   C   C1    0  -0.217   4.3862   1.6484   0.7180
 L4V  C14   C   C1    0  -0.203   4.6968   0.3529   0.7595
 L4V  C15   C   CH2   0  -0.506   3.7327  -0.7908   0.8529
 L4V  C16   C   CH2   0  -0.435   3.4901  -1.4166  -0.5243
 L4V  O2    O   O     0  -0.480   0.6623  -1.1386  -1.9645
 L4V  O3    O   OH1   0  -0.620  -1.7459  -3.2893  -0.9586
 L4V  O4    O   OH1   0  -0.610  -4.8391  -0.1071   0.8330
 L4V  CL1   CL  CL    0  -0.111  -2.9306   1.9904   1.2321
 L4V  C17   C   CH2   0  -0.315   2.4898  -2.5669  -0.5291
 L4V  O5    O   O     0  -0.384  -0.9276   2.1502  -1.6037
 L4V  N     N   NT    0  -0.422   1.1664  -2.1998  -0.0380
 L4V  H4    H   HCR6  0   0.296  -4.1579  -2.4689  -0.1715
 L4V  H3    H   HOH1  0   0.483  -2.5246  -3.8554  -1.0117
 L4V  HA    H   HOH1  0   0.485  -5.4783  -0.8117   0.6736
 L4V  H81C  H   HCH2  0   0.312  -0.2087   1.5946   1.3324
 L4V  H82C  H   HCH2  0   0.292   0.8064   0.5540   0.3992
 L4V  H101  H   HCH2  0   0.269   0.9434   3.7706  -1.5227
 L4V  H102  H   HCH2  0   0.267   0.8982   3.7363   0.2306
 L4V  H111  H   HCH2  0   0.244   2.4251   1.5279  -1.1895
 L4V  H112  H   HCH2  0   0.260   3.1170   3.1236  -1.1759
 L4V  H121  H   HCH2  0   0.246   3.0418   3.1966   1.2941
 L4V  H122  H   HCH2  0   0.240   2.3408   1.6018   1.3597
 L4V  H13   H   H     0   0.236   5.1966   2.3601   0.5926
 L4V  H14   H   H     0   0.235   5.7442   0.0791   0.6662
 L4V  H151  H   HCH2  0   0.239   4.1305  -1.5540   1.5284
 L4V  H152  H   HCH2  0   0.229   2.7858  -0.4583   1.2859
 L4V  H161  H   HCH2  0   0.240   3.1621  -0.6432  -1.2208
 L4V  H162  H   HCH2  0   0.238   4.4353  -1.7998  -0.9188
 L4V  H171  H   HCH2  0   0.257   2.4057  -2.9705  -1.5397
 L4V  H172  H   HCH2  0   0.252   2.8525  -3.3783   0.1038
 L4V  H181  H   HCH3  0   0.263  -0.0959  -2.2072   1.6412
 L4V  H182  H   HCH3  0   0.249   0.5628  -3.7893   1.2070
 L4V  H183  H   HCH3  0   0.253   1.5905  -2.5730   1.9718
 L4V  C18   C   CH3   0  -0.531   0.7809  -2.7209   1.2592

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
 L4V  C1   C2    single    1.502  0.020  1.502
 L4V  C1   O2    double    1.225  0.020  1.225
 L4V  C1   N     single    1.343  0.020  1.343
 L4V  C2   C3    single    1.393  0.020  1.393
 L4V  C2   C7    aromatic  1.392  0.020  1.392
 L4V  C3   C4    aromatic  1.387  0.020  1.387
 L4V  C3   O3    single    1.343  0.020  1.343
 L4V  C4   C5    aromatic  1.389  0.020  1.389
 L4V  C5   C6    aromatic  1.394  0.020  1.394
 L4V  C5   O4    single    1.338  0.020  1.338
 L4V  C6   C7    single    1.389  0.020  1.389
 L4V  C6   CL1   single    1.731  0.020  1.731
 L4V  C7   C8    single    1.496  0.020  1.496
 L4V  C8   C9    single    1.516  0.020  1.516
 L4V  C9   C10   single    1.509  0.020  1.509
 L4V  C9   O5    double    1.208  0.020  1.208
 L4V  C10  C11   single    1.540  0.020  1.540
 L4V  C11  C12   single    1.533  0.020  1.533
 L4V  C12  C13   single    1.500  0.020  1.500
 L4V  C13  C14   double    1.333  0.020  1.333
 L4V  C14  C15   single    1.499  0.020  1.499
 L4V  C15  C16   single    1.532  0.020  1.532
 L4V  C16  C17   single    1.524  0.020  1.524
 L4V  C18  N     single    1.450  0.020  1.450
 L4V  C17  N     single    1.459  0.020  1.459
 L4V  C4   H4    single    0.930  0.020  1.080
 L4V  O3   H3    single    0.850  0.020  0.980
 L4V  O4   HA    single    0.850  0.020  0.980
 L4V  C8   H81C  single    0.970  0.020  1.090
 L4V  C8   H82C  single    0.970  0.020  1.090
 L4V  C10  H101  single    0.970  0.020  1.090
 L4V  C10  H102  single    0.970  0.020  1.090
 L4V  C11  H111  single    0.970  0.020  1.090
 L4V  C11  H112  single    0.970  0.020  1.090
 L4V  C12  H121  single    0.970  0.020  1.090
 L4V  C12  H122  single    0.970  0.020  1.090
 L4V  C13  H13   single    0.930  0.020  1.080
 L4V  C14  H14   single    0.930  0.020  1.080
 L4V  C15  H151  single    0.970  0.020  1.090
 L4V  C15  H152  single    0.970  0.020  1.090
 L4V  C16  H161  single    0.970  0.020  1.090
 L4V  C16  H162  single    0.970  0.020  1.090
 L4V  C17  H171  single    0.970  0.020  1.090
 L4V  C17  H172  single    0.970  0.020  1.090
 L4V  C18  H181  single    0.970  0.020  1.090
 L4V  C18  H182  single    0.970  0.020  1.090
 L4V  C18  H183  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
 L4V  N     C1   O2    122.89  3.000
 L4V  N     C1   C2    117.58  3.000
 L4V  O2    C1   C2    119.51  3.000
 L4V  C7    C2   C3    120.05  3.000
 L4V  C7    C2   C1    120.33  3.000
 L4V  C3    C2   C1    119.40  3.000
 L4V  O3    C3   C4    122.63  3.000
 L4V  O3    C3   C2    116.89  3.000
 L4V  C4    C3   C2    120.47  3.000
 L4V  H4    C4   C5    119.74  3.000
 L4V  H4    C4   C3    120.32  3.000
 L4V  C5    C4   C3    119.94  3.000
 L4V  O4    C5   C6    118.08  3.000
 L4V  O4    C5   C4    122.62  3.000
 L4V  C6    C5   C4    119.30  3.000
 L4V  CL1   C6   C7    120.61  3.000
 L4V  CL1   C6   C5    118.24  3.000
 L4V  C7    C6   C5    121.15  3.000
 L4V  C8    C7   C6    120.98  3.000
 L4V  C8    C7   C2    119.95  3.000
 L4V  C6    C7   C2    119.07  3.000
 L4V  H82C  C8   H81C  104.39  3.000
 L4V  H82C  C8   C9    108.32  3.000
 L4V  H81C  C8   C9    108.09  3.000
 L4V  H82C  C8   C7    110.42  3.000
 L4V  H81C  C8   C7    111.51  3.000
 L4V  C9    C8   C7    113.65  3.000
 L4V  O5    C9   C10   122.06  3.000
 L4V  O5    C9   C8    121.29  3.000
 L4V  C10   C9   C8    116.65  3.000
 L4V  H102  C10  H101  106.72  3.000
 L4V  H102  C10  C11   109.69  3.000
 L4V  H101  C10  C11   110.13  3.000
 L4V  H102  C10  C9    108.47  3.000
 L4V  H101  C10  C9    107.40  3.000
 L4V  C11   C10  C9    114.14  3.000
 L4V  H112  C11  H111  105.41  3.000
 L4V  H112  C11  C12   108.37  3.000
 L4V  H111  C11  C12   109.88  3.000
 L4V  H112  C11  C10   107.95  3.000
 L4V  H111  C11  C10   109.95  3.000
 L4V  C12   C11  C10   114.81  3.000
 L4V  H122  C12  H121  105.85  3.000
 L4V  H122  C12  C13   110.67  3.000
 L4V  H121  C12  C13   109.40  3.000
 L4V  H122  C12  C11   110.67  3.000
 L4V  H121  C12  C11   108.36  3.000
 L4V  C13   C12  C11   111.69  3.000
 L4V  H13   C13  C14   117.82  3.000
 L4V  H13   C13  C12   115.69  3.000
 L4V  C14   C13  C12   126.44  3.000
 L4V  H14   C14  C15   115.67  3.000
 L4V  H14   C14  C13   117.83  3.000
 L4V  C15   C14  C13   126.42  3.000
 L4V  H152  C15  H151  106.41  3.000
 L4V  H152  C15  C16   110.08  3.000
 L4V  H151  C15  C16   109.13  3.000
 L4V  H152  C15  C14   110.48  3.000
 L4V  H151  C15  C14   109.68  3.000
 L4V  C16   C15  C14   110.95  3.000
 L4V  H162  C16  H161  106.13  3.000
 L4V  H162  C16  C17   107.55  3.000
 L4V  H161  C16  C17   109.60  3.000
 L4V  H162  C16  C15   109.31  3.000
 L4V  H161  C16  C15   109.38  3.000
 L4V  C17   C16  C15   114.52  3.000
 L4V  H3    O3   C3    110.92  3.000
 L4V  HA    O4   C5    110.54  3.000
 L4V  H172  C17  H171  106.72  3.000
 L4V  H172  C17  N     107.06  3.000
 L4V  H171  C17  N     109.57  3.000
 L4V  H172  C17  C16   109.95  3.000
 L4V  H171  C17  C16   109.43  3.000
 L4V  N     C17  C16   113.85  3.000
 L4V  C17   N    C18   116.87  3.000
 L4V  C17   N    C1    119.02  3.000
 L4V  C18   N    C1    123.83  3.000
 L4V  H183  C18  H182  108.23  3.000
 L4V  H183  C18  H181  107.82  3.000
 L4V  H182  C18  H181  108.58  3.000
 L4V  H183  C18  N     109.82  3.000
 L4V  H182  C18  N     111.22  3.000
 L4V  H181  C18  N     111.06  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
 L4V  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 L4V  CONST_02  C5    C6   C7   C2      0.00   0.0  0
 L4V  CONST_03  C6    C7   C2   C3      0.00   0.0  0
 L4V  CONST_04  C6    C5   C4   C3      0.00   0.0  0
 L4V  CONST_05  C7    C2   C3   C4      0.00   0.0  0
 L4V  CONST_06  C7    C6   C5   C4      0.00   0.0  0
 L4V  CONST_07  C17   N    C1   C2    180.00   0.0  0
 L4V  CONST_08  O3    C3   C2   C1      0.00   0.0  0
 L4V  CONST_09  CL1   C6   C7   C2    180.00   0.0  0
 L4V  CONST_10  O4    C5   C4   C3    180.00   0.0  0
 L4V  CONST_11  CL1   C6   C5   C4    180.00   0.0  0
 L4V  CONST_12  O3    C3   C4   C5    180.00   0.0  0
 L4V  CONST_13  O3    C3   C2   C7    180.00   0.0  0
 L4V  CONST_14  O4    C5   C6   C7    180.00   0.0  0
 L4V  CONST_15  CL1   C6   C7   C8      0.00   0.0  0
 L4V  CONST_16  C18   N    C1   C2      0.00   0.0  0
 L4V  CONST_17  C17   N    C1   O2      0.00   0.0  0
 L4V  CONST_18  H4    C4   C3   C2    180.00   0.0  0
 L4V  CONST_19  O2    C1   N    C18   180.00   0.0  0
 L4V  Var_01    C15   C14  C13  C12     0.78   0.0  0
 L4V  Var_02    C16   C17  N    C1     77.23  30.0  1
 L4V  Var_03    C9    C8   C7   C2    100.54  30.0  1
 L4V  Var_04    N     C1   C2   C3    -86.67  30.0  1
 L4V  Var_05    C10   C9   C8   C7   -177.91  30.0  1
 L4V  Var_06    C11   C10  C9   C8     56.42  30.0  1
 L4V  Var_07    C12   C11  C10  C9    -93.43  30.0  1
 L4V  Var_08    C13   C12  C11  C10  -178.22  30.0  1
 L4V  Var_09    C14   C13  C12  C11   -93.35  30.0  1
 L4V  Var_10    C16   C15  C14  C13    99.18  30.0  1
 L4V  Var_11    C17   C16  C15  C14  -178.42  30.0  1
 L4V  Var_12    N     C17  C16  C15    58.91  30.0  1
 L4V  Var_13    H13   C13  C14  C15  -176.56   0.0  0
 L4V  Var_14    H181  C18  N    C1    -20.06  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
 L4V  plan-1  C1   0.020
 L4V  plan-1  C2   0.020
 L4V  plan-1  C3   0.020
 L4V  plan-1  C4   0.020
 L4V  plan-1  C5   0.020
 L4V  plan-1  C6   0.020
 L4V  plan-1  C7   0.020
 L4V  plan-1  C8   0.020
 L4V  plan-1  O3   0.020
 L4V  plan-1  O4   0.020
 L4V  plan-1  CL1  0.020
 L4V  plan-1  H4   0.020
 L4V  plan-2  C1   0.020
 L4V  plan-2  C2   0.020
 L4V  plan-2  O2   0.020
 L4V  plan-2  C17  0.020
 L4V  plan-2  N    0.020
 L4V  plan-2  C18  0.020
 L4V  plan-3  C8   0.020
 L4V  plan-3  C9   0.020
 L4V  plan-3  C10  0.020
 L4V  plan-3  O5   0.020
 L4V  plan-4  C12  0.020
 L4V  plan-4  C13  0.020
 L4V  plan-4  C14  0.020
 L4V  plan-4  C15  0.020
 L4V  plan-4  H13  0.020
 L4V  plan-4  H14  0.020

