data_2010278
_journal_name_full  'Acta Crystallographica'
_journal_year  1994
_journal_volume  C50
_journal_page_first  2011
_journal_page_last  2013
loop_
_publ_author_name
  'Sivaraman, J.'
  'Subramanian, K.'
  'Velmurugan, D.'
  'Subramanian, E.'
  'Ramakrishanan, V.T.'
_chemical_formula_moiety  'C21 H23 N1 O2'
_chemical_formula_sum  'C21 H23 N1 O2'
_chemical_formula_weight  321.4
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_cell_length_a  9.1080(10)
_cell_length_b  11.405(2)
_cell_length_c  17.482(2)
_cell_angle_alpha  90.
_cell_angle_beta  102.80(10)
_cell_angle_gamma  90.
_cell_volume  1770.8(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  293
_exptl_crystal_density_diffrn  1.206
_exptl_crystal_density_meas  1.210
_refine_ls_R_factor_obs  0.066
_refine_ls_wR_factor_obs  0.069
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
  C(1) 1.0415(3) .2023(2) -.05240(10)
  C(2) 1.1861(5) .1736(5) -.0749(2)
  C(3) 1.2797(5) .0868(4) -.0332(2)
  C(4) 1.2906(3) .0839(2) .0540(2)
  C(4)a 1.1670(2) .1343(2) .08330(10)
  O(4) 1.3982(2) .0373(2) .09870(10)
  C(5) 1.1770(3) .1307(2) .17020(10)
  C(5)' 1.2732(3) .2301(3) .2113(2)
  C(5)a 1.0204(3) .1363(2) .18540(10)
  C(6) .9911(3) .0814(3) .25570(10)
  O(6) 1.0896(3) .0275(3) .30080(10)
  C(7) .8353(3) .0910(3) .2708(2)
  C(8) .7615(3) .2046(4) .2398(2)
  C(9) .7577(3) .2182(3) .15340(10)
  C(9)a .9079(2) .1934(2) .13530(10)
  N(10) .9278(2) .2296(2) .06180(10)
  C(10)a 1.0508(3) .1884(2) .03420(10)
  C(11) .8151(2) .3021(2) .01230(10)
  C(12) .6948(3) .2511(2) -.03850(10)
  C(13) .5891(3) .3230(3) -.08700(10)
  C(14) .6026(3) .4435(2) -.08430(10)
  C(14)' .4891(4) .5199(3) -.1377(2)
  C(15) .7244(3) .4923(2) -.03270(10)
  C(16) .8305(3) .4220(2) .01660(10)
  H(1)a 0.963(4) 0.154(3) -.073(2)
  H(1)b 1.016(4) .281(3) -.071(2)
  H(2)a 1.269(4) .250(3) -.060(2)
  H(2)b 1.156(3) .158(3) -.138(2)
  H(3)a 1.218(4) .003(3) -.059(2)
  H(3)b 1.380(4) .073(3) -.044(2)
  H(5) 1.2190(10)
  .050(2) .1870(10)
  H(5)'a 1.284(4) .234(3) .268(2)
  H(5)'b 1.228(3) .315(3) .180(2)
  H(5)'c 1.381(3) .234(2) .196(2)
  H(7)a .838(3) .070(2) .3330(10)
  H(7)b .781(4) .031(3) .243(2)
  H(8)a .663(4) .208(3) .246(2)
  H(8)b .830(4) .269(3) .269(2)
  H(9)a .732(3) .304(2) .1350(10)
  H(9)b .677(2) .164(2) .1170(10)
  H(12) .678(3) .166(2) -.0460(10)
  H(13) .497(3) .275(3) -.127(2)
  H(14)a .400(4) .475(3) -.164(2)
  H(14)b .536(4) .560(3) -.177(2)
  H(14)c .460(4) .590(3) -.103(2)
  H(15) .750(4) .583(3) -.029(2)
  H(16) .912(4) .467(3) .051(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
  C(1) C(2) 1.492(6) yes
  C(1) C(10)a 1.506(3) yes
  C(2) C(3) 1.401(6) yes
  C(3) C(4) 1.506(5) yes
  C(4) C(4)a 1.455(4) yes
  C(4) O(4) 1.231(3) yes
  C(4)a C(5) 1.502(3) yes
  C(4)a C(10)a 1.355(3) yes
  C(5) C(5)' 1.513(4) yes
  C(5) C(5)a 1.509(4) yes
  C(5)a C(6) 1.456(3) yes
  C(5)a C(9)a 1.358(3) yes
  C(6) O(6) 1.221(4) yes
  C(6) C(7) 1.504(4) yes
  C(7) C(8) 1.504(5) yes
  C(8) C(9) 1.511(4) yes
  C(9) C(9)a 1.498(3) yes
  C(9)a N(10) 1.399(3) yes
  N(10) C(10)a 1.396(3) yes
  N(10) C(11) 1.447(3) yes
  C(11) C(12) 1.377(3) yes
  C(11) C(16) 1.375(3) yes
  C(12) C(13) 1.399(3) yes
  C(13) C(14) 1.380(4) yes
  C(14) C(14)' 1.507(4) yes
  C(14) C(15) 1.382(3) yes
  C(15) C(16) 1.397(3) yes
  C(1) H(1)a 0.91(3) no
  C(1) H(1)b 0.97(4) no
  C(2) H(2)a 1.14(4) no
  C(2) H(2)b 1.09(3) no
  C(3) H(3)a 1.15(3) no
  C(3) H(3)b 0.99(4) no
  C(5) H(5) 1.02(2) no
  C(5)' H(5)'a 0.98(3) no
  C(5)' H(5)'b 1.14(3) no
  C(5)' H(5)'c 1.07(3) no
  C(7) H(7)a 1.10(3) no
  C(7) H(7)b 0.92(3) no
  C(8) H(8)a 0.93(3) no
  C(8) H(8)b 1.02(3) no
  C(9) H(9)a 1.04(3) no
  C(9) H(9)b 1.06(2) no
  C(12) H(12) 0.98(3) no
  C(13) H(13) 1.10(3) no
  C(14)' H(14)a 0.98(4) no
  C(14)' H(14)b 0.99(4) no
  C(14)' H(14)c 1.07(4) no
  C(15) H(15) 1.06(3) no
  C(16) H(16) 0.99(3) no