data_2007247
_journal_name_full  'Acta Crystallographica'
_journal_year  1998
_journal_volume  C54
_journal_page_first  641
_journal_page_last  643
_publ_section_title
;
10-Chloro-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-b]quinoline and
10-Methyl-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-b]quinoline
;
loop_
_publ_author_name
  'Jayanta Kumar Ray'
  'Tapan Kumar Mahato'
  'Kandasamy Chinnakali'
  'Ibrahim Abdul Razak'
  'Hoong-Kun Fun'
_chemical_formula_sum  'C19 H17 N'
_chemical_formula_weight  259.34
_chemical_melting_point  100\%C
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  8.972(5)
_cell_length_b  12.973(4)
_cell_length_c  24.699(9)
_cell_angle_alpha  90.00
_cell_angle_beta  98.41(3)
_cell_angle_gamma  90.00
_cell_volume  2844(2)
_cell_formula_units_Z  8
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.211
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs  .0537
_refine_ls_wR_factor_obs  .1006
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  N1A  .2455(4)  .5420(3)  .0369(2)  .0511(10) Uani d . 1 . N
  C1A  .3330(7)  .6858(4)  -.1067(2)  .069(2) Uani d . 1 . C
  C2A  .1960(7)  .6342(4)  -.1038(2)  .072(2) Uani d . 1 . C
  H2A  .1222(7)  .6330(4)  -.1344(2)  .087 Uiso calc R 1 . H
  C3A  .1695(5)  .5861(4)  -.0571(2)  .0589(14) Uani d . 1 . C
  H3A  .0785(5)  .5523(4)  -.0564(2)  .071 Uiso calc R 1 . H
  C4A  .2790(6)  .5871(4)  -.0098(2)  .0510(13) Uani d . 1 . C
  C5A  .3491(5)  .5487(3)  .0810(2)  .0454(12) Uani d . 1 . C
  C6A  .3067(5)  .5036(4)  .1319(2)  .0479(13) Uani d . 1 . C
  C7A  .2452(5)  .4046(4)  .1323(2)  .0616(14) Uani d . 1 . C
  H7A  .2250(5)  .3675(4)  .0998(2)  .074 Uiso calc R 1 . H
  C8A  .2144(6)  .3618(4)  .1803(2)  .078(2) Uani d . 1 . C
  H8A  .1745(6)  .2957(4)  .1801(2)  .093 Uiso calc R 1 . H
  C9A  .2421(6)  .4157(5)  .2288(2)  .079(2) Uani d . 1 . C
  H9A  .2228(6)  .3858(5)  .2613(2)  .095 Uiso calc R 1 . H
  C10A  .2979(5)  .5133(4)  .2286(2)  .0640(15) Uani d . 1 . C
  H10A  .3138(5)  .5502(4)  .2612(2)  .077 Uiso calc R 1 . H
  C11A  .3319(5)  .5597(3)  .1809(2)  .0504(13) Uani d . 1 . C
  C12A  .3929(5)  .6684(3)  .1820(2)  .0577(14) Uani d . 1 . C
  H12A  .3768(5)  .7013(3)  .2159(2)  .069 Uiso calc R 1 . H
  H12B  .3373(5)  .7071(3)  .1521(2)  .069 Uiso calc R 1 . H
  C13A  .5599(5)  .6725(4)  .1772(2)  .0602(14) Uani d . 1 . C
  H13A  .6179(5)  .6567(4)  .2125(2)  .072 Uiso calc R 1 . H
  H13B  .5858(5)  .7418(4)  .1672(2)  .072 Uiso calc R 1 . H
  C14A  .6034(5)  .5963(3)  .1343(2)  .0552(13) Uani d . 1 . C
  H14A  .7022(5)  .6144(3)  .1257(2)  .066 Uiso calc R 1 . H
  H14B  .6097(5)  .5274(3)  .1497(2)  .066 Uiso calc R 1 . H
  C15A  .4924(5)  .5961(4)  .0824(2)  .0496(13) Uani d . 1 . C
  C16A  .5239(5)  .6387(3)  .0355(2)  .0560(14) Uani d . 1 . C
  H16A  .6179(5)  .6683(3)  .0346(2)  .067 Uiso calc R 1 . H
  C17A  .4158(6)  .6390(4)  -.0125(2)  .0517(13) Uani d . 1 . C
  C18A  .4427(6)  .6868(4)  -.0614(2)  .0637(15) Uani d . 1 . C
  H18A  .5345(6)  .7190(4)  -.0631(2)  .076 Uiso calc R 1 . H
  C19A  .3598(6)  .7380(4)  -.1599(2)  .104(2) Uani d . 1 . C
  H19A  .2721(6)  .7298(4)  -.1870(2)  .156 Uiso calc R 1 . H
  H19B  .4450(6)  .7068(4)  -.1729(2)  .156 Uiso calc R 1 . H
  H19C  .3791(6)  .8100(4)  -.1534(2)  .156 Uiso calc R 1 . H
  N1B  .1402(4)  .3248(3)  .5366(2)  .0518(11) Uani d . 1 . N
  C1B  .0499(5)  .2568(4)  .3692(2)  .0540(13) Uani d . 1 . C
  C2B  .0238(5)  .1858(4)  .4096(2)  .0563(14) Uani d . 1 . C
  H2B  -.0175(5)  .1220(4)  .3988(2)  .068 Uiso calc R 1 . H
  C3B  .0567(5)  .2067(4)  .4642(2)  .0561(14) Uani d . 1 . C
  H3B  .0405(5)  .1570(4)  .4898(2)  .067 Uiso calc R 1 . H
  C4B  .1160(5)  .3048(4)  .4817(2)  .0495(13) Uani d . 1 . C
  C5B  .1873(5)  .4186(4)  .5524(2)  .0484(13) Uani d . 1 . C
  C6B  .1997(6)  .4416(4)  .6118(2)  .0541(13) Uani d . 1 . C
  C7B  .0855(6)  .4104(4)  .6395(2)  .065(2) Uani d . 1 . C
  H7B  .0074(6)  .3705(4)  .6215(2)  .078 Uiso calc R 1 . H
  C8B  .0847(7)  .4376(5)  .6937(2)  .085(2) Uani d . 1 . C
  H8B  .0062(7)  .4171(5)  .7121(2)  .102 Uiso calc R 1 . H
  C9B  .2015(9)  .4952(5)  .7198(2)  .091(2) Uani d . 1 . C
  H9B  .2009(9)  .5151(5)  .7560(2)  .109 Uiso calc R 1 . H
  C10B  .3193(8)  .5240(4)  .6936(2)  .087(2) Uani d . 1 . C
  H10B  .3979(8)  .5626(4)  .7122(2)  .105 Uiso calc R 1 . H
  C11B  .3230(7)  .4961(4)  .6390(2)  .066(2) Uani d . 1 . C
  C12B  .4528(6)  .5213(4)  .6098(2)  .071(2) Uani d . 1 . C
  H12C  .4803(6)  .4599(4)  .5912(2)  .085 Uiso calc R 1 . H
  H12D  .5383(6)  .5401(4)  .6368(2)  .085 Uiso calc R 1 . H
  C13B  .4233(5)  .6090(4)  .5678(2)  .071(2) Uani d . 1 . C
  H13C  .4372(5)  .6748(4)  .5866(2)  .085 Uiso calc R 1 . H
  H13D  .4956(5)  .6048(4)  .5423(2)  .085 Uiso calc R 1 . H
  C14B  .2640(5)  .6035(3)  .5363(2)  .0588(14) Uani d . 1 . C
  H14C  .1937(5)  .6265(3)  .5601(2)  .071 Uiso calc R 1 . H
  H14D  .2568(5)  .6509(3)  .5056(2)  .071 Uiso calc R 1 . H
  C15B  .2172(5)  .4979(3)  .5148(2)  .0472(12) Uani d . 1 . C
  C16B  .1952(5)  .4750(3)  .4611(2)  .0513(13) Uani d . 1 . C
  H16B  .2146(5)  .5249(3)  .4360(2)  .062 Uiso calc R 1 . H
  C17B  .1435(5)  .3768(4)  .4418(2)  .0475(13) Uani d . 1 . C
  C18B  .1108(5)  .3508(4)  .3864(2)  .0523(13) Uani d . 1 . C
  H18B  .1308(5)  .3985(4)  .3603(2)  .063 Uiso calc R 1 . H
  C19B  .0106(5)  .2298(4)  .3094(2)  .075(2) Uani d . 1 . C
  H19D  -.0302(5)  .1613(4)  .3060(2)  .112 Uiso calc R 1 . H
  H19E  .0996(5)  .2332(4)  .2922(2)  .112 Uiso calc R 1 . H
  H19F  -.0628(5)  .2778(4)  .2921(2)  .112 Uiso calc R 1 . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  N1A  .050(3)  .049(3)  .056(3)  .002(2)  .011(2)  -.008(2)
  C1A  .090(5)  .060(4)  .060(4)  .011(4)  .021(4)  -.003(3)
  C2A  .085(5)  .071(4)  .057(4)  .006(4)  .001(3)  -.011(3)
  C3A  .060(4)  .063(4)  .053(3)  .010(3)  .005(3)  -.012(3)
  C4A  .046(3)  .047(3)  .060(4)  .005(3)  .007(3)  -.012(3)
  C5A  .051(3)  .038(3)  .047(3)  .005(3)  .007(3)  -.005(3)
  C6A  .041(3)  .041(3)  .060(3)  .002(3)  .004(3)  -.003(3)
  C7A  .057(4)  .055(3)  .073(4)  -.013(3)  .010(3)  -.001(3)
  C8A  .077(4)  .062(4)  .095(4)  -.023(3)  .016(4)  .011(4)
  C9A  .082(4)  .084(5)  .072(4)  -.019(4)  .015(3)  .015(4)
  C10A  .064(4)  .063(4)  .065(4)  -.008(3)  .008(3)  .004(3)
  C11A  .048(3)  .043(3)  .060(3)  -.003(3)  .010(3)  .005(3)
  C12A  .062(4)  .052(3)  .059(3)  .002(3)  .009(3)  -.007(3)
  C13A  .064(4)  .053(3)  .060(3)  -.003(3)  -.002(3)  -.005(3)
  C14A  .041(3)  .053(3)  .070(3)  .000(3)  .002(3)  .009(3)
  C15A  .045(3)  .049(3)  .054(3)  -.005(3)  .008(3)  -.001(3)
  C16A  .047(3)  .050(3)  .074(4)  -.004(3)  .017(3)  -.009(3)
  C17A  .062(4)  .045(3)  .050(3)  .010(3)  .016(3)  -.006(3)
  C18A  .069(4)  .057(3)  .068(4)  .002(3)  .020(3)  -.007(3)
  C19A  .136(6)  .106(5)  .070(4)  .010(5)  .017(4)  .022(4)
  N1B  .056(3)  .042(3)  .057(3)  -.002(2)  .005(2)  .006(2)
  C1B  .048(3)  .054(3)  .062(3)  -.001(3)  .014(3)  -.006(3)
  C2B  .048(3)  .046(3)  .075(4)  -.005(3)  .009(3)  -.005(3)
  C3B  .055(3)  .048(3)  .065(3)  -.004(3)  .007(3)  .007(3)
  C4B  .045(3)  .040(3)  .063(4)  -.002(3)  .007(3)  .003(3)
  C5B  .046(3)  .044(3)  .052(3)  .005(3)  -.002(3)  .002(3)
  C6B  .063(4)  .041(3)  .055(3)  .003(3)  -.002(3)  .008(3)
  C7B  .076(4)  .059(4)  .059(4)  .007(3)  .007(3)  .028(3)
  C8B  .103(5)  .093(5)  .059(4)  .028(4)  .015(4)  .028(4)
  C9B  .123(6)  .092(6)  .058(4)  .034(5)  .010(4)  .014(4)
  C10B  .118(6)  .063(4)  .072(5)  .015(4)  -.017(4)  .001(4)
  C11B  .073(4)  .057(4)  .063(4)  .017(4)  -.008(4)  .003(3)
  C12B  .050(4)  .064(4)  .091(4)  .001(3)  -.012(3)  -.006(3)
  C13B  .067(4)  .060(4)  .082(4)  -.010(3)  .000(3)  -.006(3)
  C14B  .071(4)  .043(3)  .063(3)  -.005(3)  .010(3)  -.001(3)
  C15B  .047(3)  .039(3)  .055(3)  -.001(3)  .006(3)  .001(3)
  C16B  .051(3)  .046(3)  .059(3)  -.006(3)  .013(3)  .011(3)
  C17B  .045(3)  .047(3)  .051(3)  -.006(3)  .009(3)  .001(3)
  C18B  .045(3)  .054(3)  .060(3)  -.009(3)  .014(3)  .007(3)
  C19B  .075(4)  .086(4)  .064(3)  -.015(4)  .013(3)  -.019(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  N1A C5A . 1.327(5) ?
  N1A C4A . 1.365(5) ?
  C1A C18A . 1.377(6) ?
  C1A C2A . 1.410(7) ?
  C1A C19A . 1.529(6) ?
  C2A C3A . 1.361(6) ?
  C3A C4A . 1.413(5) ?
  C4A C17A . 1.410(6) ?
  C5A C15A . 1.420(6) ?
  C5A C6A . 1.487(6) ?
  C6A C7A . 1.398(6) ?
  C6A C11A . 1.402(6) ?
  C7A C8A . 1.374(6) ?
  C8A C9A . 1.377(6) ?
  C9A C10A . 1.362(6) ?
  C10A C11A . 1.395(6) ?
  C11A C12A . 1.512(6) ?
  C12A C13A . 1.521(6) ?
  C13A C14A . 1.540(5) ?
  C14A C15A . 1.503(5) ?
  C15A C16A . 1.352(5) ?
  C16A C17A . 1.416(6) ?
  C17A C18A . 1.411(6) ?
  N1B C5B . 1.328(5) ?
  N1B C4B . 1.365(5) ?
  C1B C18B . 1.378(5) ?
  C1B C2B . 1.403(6) ?
  C1B C19B . 1.507(5) ?
  C2B C3B . 1.363(5) ?
  C3B C4B . 1.422(6) ?
  C4B C17B . 1.406(5) ?
  C5B C15B . 1.436(6) ?
  C5B C6B . 1.484(6) ?
  C6B C7B . 1.374(6) ?
  C6B C11B . 1.399(6) ?
  C7B C8B . 1.387(6) ?
  C8B C9B . 1.369(7) ?
  C9B C10B . 1.371(8) ?
  C10B C11B . 1.401(7) ?
  C11B C12B . 1.493(6) ?
  C12B C13B . 1.537(6) ?
  C13B C14B . 1.526(6) ?
  C14B C15B . 1.506(5) ?
  C15B C16B . 1.348(5) ?
  C16B C17B . 1.414(5) ?
  C17B C18B . 1.398(5) ?