#------------------------------------------------------------------------------
#$Date: 2008-11-20 21:58:43 +0200 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2009809.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2009809
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1994
_journal_volume 50
_journal_page_first  907
_journal_page_last  910
_publ_section_title
;
N-[2-(7-Methoxy-1-naphthyl)ethyl]acetamide, a Potent
Melatonin Analog
;
loop_
_publ_author_name
  'Tinant, Bernard'
  'Declercq, Jean-Paul'
  'Poupaert, Jacques H.'
  'Yous, Said'
  'Lesieur, Daniel'
_chemical_formula_moiety  'C15 H17 N O2'
_chemical_formula_sum  'C15 H17 N O2'
_chemical_formula_weight  243.30
_symmetry_cell_setting  'orthorhombic'
_symmetry_space_group_name_H-M  'P c a 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, z+1/2'
  '-x+1/2, y, z+1/2'
  'x+1/2, -y, z'
_cell_length_a  31.501(4)
_cell_length_b  9.5280(10)
_cell_length_c  17.906(2)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  5374.3(11)
_cell_formula_units_Z  16
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.203
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs  0.0571
_refine_ls_wR_factor_obs  0.1251
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
  C1'_1 0.8788(2) 0.9266(6) 0.4821 0.066(2) Uani d . 1 . C
  C2'_1 0.9027(2) 0.8070(7) 0.4909(5) 0.083(2) Uani d . 1 . C
  H2'_1 0.8898(2) 0.7194(7) 0.4880(5) 0.105(2) Uiso calc R 1 . H
  C3'_1 0.9460(2) 0.8166(9) 0.5041(5) 0.094(2) Uani d . 1 . C
  H3'_1 0.9621(2) 0.7351(9) 0.5078(5) 0.105(2) Uiso calc R 1 . H
  C4'_1 0.9649(2) 0.9414(9) 0.5116(5) 0.092(2) Uani d . 1 . C
  H4'_1 0.9938(2) 0.9450(9) 0.5219(5) 0.105(2) Uiso calc R 1 . H
  C4'A_1 0.9422(2) 1.0667(8) 0.5044(4) 0.073(2) Uani d . 1 . C
  C5'_1 0.9604(2) 1.2015(8) 0.5112(5) 0.086(2) Uani d . 1 . C
  H5'_1 0.9891(2) 1.2084(8) 0.5227(5) 0.105(2) Uiso calc R 1 . H
  C6'_1 0.9381(2) 1.3198(8) 0.5019(5) 0.088(2) Uani d . 1 . C
  H6'_1 0.9515(2) 1.4064(8) 0.5058(5) 0.105(2) Uiso calc R 1 . H
  C7'_1 0.8945(2) 1.3131(7) 0.4861(4) 0.0653(14) Uani d . 1 . C
  C8'_1 0.8753(2) 1.1869(6) 0.4800(4) 0.0643(15) Uani d . 1 . C
  H8'_1 0.8464(2) 1.1832(6) 0.4697(4) 0.105(2) Uiso calc R 1 . H
  C8'A_1 0.8982(2) 1.0605(6) 0.4889(4) 0.0589(13) Uani d . 1 . C
  O9_1 0.87520(13) 1.4412(4) 0.4789(4) 0.0807(12) Uani d . 1 . O
  C10_1 0.8311(2) 1.4390(6) 0.4601(5) 0.093(2) Uani d . 1 . C
  H10A_1 0.8207(2) 1.5334(6) 0.4564(5) 0.105(2) Uiso calc R 1 . H
  H10B_1 0.8156(2) 1.3898(6) 0.4981(5) 0.105(2) Uiso calc R 1 . H
  H10C_1 0.8273(2) 1.3922(6) 0.4130(5) 0.105(2) Uiso calc R 1 . H
  C1_1 0.7402(2) 1.0474(7) 0.5443(5) 0.076(2) Uani d . 1 . C
  N2_1 0.76229(13) 0.9309(5) 0.5428(4) 0.0712(14) Uani d . 1 . N
  C3_1 0.8082(2) 0.9325(6) 0.5478(5) 0.073(2) Uani d . 1 . C
  H3A_1 0.8172(2) 0.8579(6) 0.5811(5) 0.105(2) Uiso calc R 1 . H
  H3B_1 0.8170(2) 1.0209(6) 0.5697(5) 0.105(2) Uiso calc R 1 . H
  C4_1 0.8306(2) 0.9139(6) 0.4723(5) 0.072(2) Uani d . 1 . C
  H4A_1 0.8237(2) 0.8226(6) 0.4517(5) 0.105(2) Uiso calc R 1 . H
  H4B_1 0.8207(2) 0.9850(6) 0.4377(5) 0.105(2) Uiso calc R 1 . H
  O5_1 0.75583(15) 1.1639(4) 0.5478(5) 0.1022(15) Uani d . 1 . O
  C6_1 0.6929(2) 1.0266(7) 0.5454(6) 0.103(2) Uani d . 1 . C
  H6A_1 0.6866(2) 0.9283(7) 0.5422(6) 0.105(2) Uiso calc R 1 . H
  H6B_1 0.6804(2) 1.0747(7) 0.5037(6) 0.105(2) Uiso calc R 1 . H
  H6C_1 0.6815(2) 1.0638(7) 0.5910(6) 0.105(2) Uiso calc R 1 . H
  H2_1 0.751(2)  0.849(6)  0.535(4)  0.105(2) Uiso d . 1 . H
  C1'_2 0.6974(2) 0.3849(6) 0.3080(5) 0.0612(14) Uani d . 1 . C
  C2'_2 0.6944(2) 0.2531(7) 0.2790(5) 0.081(2) Uani d . 1 . C
  H2'_2 0.7085(2) 0.1801(7) 0.3030(5) 0.105(2) Uiso calc R 1 . H
  C3'_2 0.6710(2) 0.2234(8) 0.2147(6) 0.100(2) Uani d . 1 . C
  H3'_2 0.6690(2) 0.1320(8) 0.1967(6) 0.105(2) Uiso calc R 1 . H
  C4'_2 0.6516(2) 0.3292(9) 0.1795(5) 0.087(2) Uani d . 1 . C
  H4'_2 0.6368(2) 0.3107(9) 0.1356(5) 0.105(2) Uiso calc R 1 . H
  C4'A_2 0.6529(2) 0.4676(7) 0.2067(5) 0.070(2) Uani d . 1 . C
  C5'_2 0.6329(2) 0.5788(10) 0.1707(5) 0.091(2) Uani d . 1 . C
  H5'_2 0.6183(2) 0.5610(10) 0.1267(5) 0.105(2) Uiso calc R 1 . H
  C6'_2 0.6339(2) 0.7103(10) 0.1967(5) 0.096(2) Uani d . 1 . C
  H6'_2 0.6198(2) 0.7817(10) 0.1713(5) 0.105(2) Uiso calc R 1 . H
  C7'_2 0.6564(2) 0.7396(7) 0.2629(5) 0.085(2) Uani d . 1 . C
  C8'_2 0.6775(2) 0.6357(6) 0.3002(5) 0.068(2) Uani d . 1 . C
  H8'_2 0.6923(2) 0.6560(6) 0.3439(5) 0.105(2) Uiso calc R 1 . H
  C8'A_2 0.67659(15) 0.4975(6) 0.2723(4) 0.0558(14) Uani d . 1 . C
  O9_2 0.6540(2) 0.8732(5) 0.2862(5) 0.125(2) Uani d . 1 . O
  C10_2 0.6706(3) 0.9070(7) 0.3570(6) 0.132(3) Uani d . 1 . C
  H10A_2 0.6667(3) 1.0054(7) 0.3664(6) 0.105(2) Uiso calc R 1 . H
  H10B_2 0.7003(3) 0.8850(7) 0.3583(6) 0.105(2) Uiso calc R 1 . H
  H10C_2 0.6560(3) 0.8537(7) 0.3947(6) 0.105(2) Uiso calc R 1 . H
  C1_2 0.7296(2) 0.5539(7) 0.5418(5) 0.065(2) Uani d . 1 . C
  N2_2 0.71674(15) 0.4319(5) 0.5161(4) 0.0630(13) Uani d . 1 . N
  C3_2 0.6931(2) 0.4191(6) 0.4467(4) 0.0649(15) Uani d . 1 . C
  H3A_2 0.6749(2) 0.5005(6) 0.4410(4) 0.105(2) Uiso calc R 1 . H
  H3B_2 0.6751(2) 0.3367(6) 0.4492(4) 0.105(2) Uiso calc R 1 . H
  C4_2 0.7219(2) 0.4076(6) 0.3792(4) 0.067(2) Uani d . 1 . C
  H4A_2 0.7385(2) 0.4928(6) 0.3747(4) 0.105(2) Uiso calc R 1 . H
  H4B_2 0.7414(2) 0.3300(6) 0.3864(4) 0.105(2) Uiso calc R 1 . H
  O5_2 0.72237(12) 0.6646(5) 0.5090(4) 0.0885(14) Uani d . 1 . O
  C6_2 0.7536(2) 0.5486(7) 0.6138(5) 0.098(2) Uani d . 1 . C
  H6A_2 0.7559(2) 0.4530(7) 0.6302(5) 0.105(2) Uiso calc R 1 . H
  H6B_2 0.7389(2) 0.6027(7) 0.6509(5) 0.105(2) Uiso calc R 1 . H
  H6C_2 0.7815(2) 0.5868(7) 0.6065(5) 0.105(2) Uiso calc R 1 . H
  H2_2 0.7263(18) 0.354(7)  0.534(4)  0.105(2) Uiso d . 1 . H
  C1'_3 0.5649(2) 0.4155(6) 0.4611(5) 0.072(2) Uani d . 1 . C
  C2'_3 0.5770(2) 0.2924(7) 0.4956(5) 0.094(2) Uani d . 1 . C
  H2'_3 0.5688(2) 0.2065(7) 0.4755(5) 0.105(2) Uiso calc R 1 . H
  C3'_3 0.6016(2) 0.2962(9) 0.5610(6) 0.093(2) Uani d . 1 . C
  H3'_3 0.6103(2) 0.2127(9) 0.5831(6) 0.105(2) Uiso calc R 1 . H
  C4'_3 0.6125(2) 0.4173(11) 0.5914(5) 0.096(2) Uani d . 1 . C
  H4'_3 0.6275(2) 0.4172(11) 0.6360(5) 0.105(2) Uiso calc R 1 . H
  C4'A_3 0.6019(2) 0.5461(9) 0.5581(5) 0.074(2) Uani d . 1 . C
  C5'_3 0.6120(2) 0.6787(10) 0.5897(5) 0.088(2) Uani d . 1 . C
  H5'_3 0.6267(2) 0.6814(10) 0.6347(5) 0.105(2) Uiso calc R 1 . H
  C6'_3 0.6011(2) 0.7988(8) 0.5576(5) 0.087(2) Uani d . 1 . C
  H6'_3 0.6085(2) 0.8836(8) 0.5798(5) 0.105(2) Uiso calc R 1 . H
  C7'_3 0.5784(2) 0.7976(8) 0.4901(5) 0.077(2) Uani d . 1 . C
  C8'_3 0.5672(2) 0.6745(6) 0.4571(5) 0.0653(15) Uani d . 1 . C
  H8'_3 0.5523(2) 0.6751(6) 0.4122(5) 0.105(2) Uiso calc R 1 . H
  C8'A_3 0.5779(2) 0.5471(7) 0.4908(5) 0.0639(14) Uani d . 1 . C
  O9_3 0.56913(15) 0.9285(4) 0.4620(4) 0.0962(13) Uani d . 1 . O
  C10_3 0.5486(3) 0.9323(7) 0.3904(5) 0.113(3) Uani d . 1 . C
  H10A_3 0.5436(3) 1.0281(7) 0.3763(5) 0.105(2) Uiso calc R 1 . H
  H10B_3 0.5220(3) 0.8835(7) 0.3933(5) 0.105(2) Uiso calc R 1 . H
  H10C_3 0.5664(3) 0.8880(7) 0.3539(5) 0.105(2) Uiso calc R 1 . H
  C1_3 0.5227(2) 0.5643(6) 0.2276(4) 0.0596(15) Uani d . 1 . C
  N2_3 0.5377(2) 0.4439(5) 0.2528(4) 0.0724(13) Uani d . 1 . N
  C3_3 0.5647(2) 0.4355(6) 0.3220(5) 0.073(2) Uani d . 1 . C
  H3A_3 0.5806(2) 0.5221(6) 0.3279(5) 0.105(2) Uiso calc R 1 . H
  H3B_3 0.5849(2) 0.3591(6) 0.3170(5) 0.105(2) Uiso calc R 1 . H
  C4_3 0.5372(2) 0.4114(6) 0.3900(4) 0.077(2) Uani d . 1 . C
  H4A_3 0.5233(2) 0.3209(6) 0.3862(4) 0.105(2) Uiso calc R 1 . H
  H4B_3 0.5155(2) 0.4834(6) 0.3928(4) 0.105(2) Uiso calc R 1 . H
  O5_3 0.52864(12) 0.6772(4) 0.2586(4) 0.0829(12) Uani d . 1 . O
  C6_3 0.4990(2) 0.5529(7) 0.1554(5) 0.088(2) Uani d . 1 . C
  H6A_3 0.4978(2) 0.4563(7) 0.1403(5) 0.105(2) Uiso calc R 1 . H
  H6B_3 0.5134(2) 0.6066(7) 0.1177(5) 0.105(2) Uiso calc R 1 . H
  H6C_3 0.4707(2) 0.5884(7) 0.1618(5) 0.105(2) Uiso calc R 1 . H
  H2_3 0.5247(18) 0.353(7)  0.229(4)  0.105(2) Uiso d . 1 . H
  C1'_4 0.3792(2) -0.0534(7) 0.2801(4) 0.074(2) Uani d . 1 . C
  C2'_4 0.3556(2) -0.1724(7) 0.2706(5) 0.097(2) Uani d . 1 . C
  H2'_4 0.3687(2) -0.2599(7) 0.2730(5) 0.105(2) Uiso calc R 1 . H
  C3'_4 0.3107(2) -0.1628(9) 0.2572(6) 0.112(3) Uani d . 1 . C
  H3'_4 0.2949(2) -0.2438(9) 0.2487(6) 0.105(2) Uiso calc R 1 . H
  C4'_4 0.2918(2) -0.0383(9) 0.2569(5) 0.099(2) Uani d . 1 . C
  H4'_4 0.2626(2) -0.0338(9) 0.2497(5) 0.105(2) Uiso calc R 1 . H
  C4'A_4 0.3145(2) 0.0858(8) 0.2671(5) 0.078(2) Uani d . 1 . C
  C5'_4 0.2950(2) 0.2205(9) 0.2683(5) 0.090(2) Uani d . 1 . C
  H5'_4 0.2659(2) 0.2266(9) 0.2607(5) 0.105(2) Uiso calc R 1 . H
  C6'_4 0.3167(2) 0.3375(8) 0.2796(5) 0.089(2) Uani d . 1 . C
  H6'_4 0.3027(2) 0.4233(8) 0.2811(5) 0.105(2) Uiso calc R 1 . H
  C7'_4 0.3608(2) 0.3323(7) 0.2895(4) 0.070(2) Uani d . 1 . C
  C8'_4 0.3816(2) 0.2067(6) 0.2898(4) 0.070(2) Uani d . 1 . C
  H8'_4 0.4109(2) 0.2050(6) 0.2972(4) 0.105(2) Uiso calc R 1 . H
  C8'A_4 0.3594(2) 0.0785(7) 0.2791(4) 0.068(2) Uani d . 1 . C
  O9_4 0.38048(14) 0.4589(4) 0.2990(4) 0.0915(13) Uani d . 1 . O
  C10_4 0.4249(2) 0.4576(7) 0.3140(6) 0.105(2) Uani d . 1 . C
  H10A_4 0.4349(2) 0.5522(7) 0.3195(6) 0.105(2) Uiso calc R 1 . H
  H10B_4 0.4396(2) 0.4132(7) 0.2733(6) 0.105(2) Uiso calc R 1 . H
  H10C_4 0.4302(2) 0.4065(7) 0.3592(6) 0.105(2) Uiso calc R 1 . H
  C1_4 0.5163(2) 0.0671(6) 0.2128(4) 0.0641(15) Uani d . 1 . C
  N2_4 0.49416(15) -0.0482(5) 0.2174(4) 0.0683(13) Uani d . 1 . N
  C3_4 0.4481(2) -0.0484(6) 0.2152(5) 0.071(2) Uani d . 1 . C
  H3A_4 0.4389(2) -0.1229(6) 0.1820(5) 0.105(2) Uiso calc R 1 . H
  H3B_4 0.4386(2) 0.0398(6) 0.1938(5) 0.105(2) Uiso calc R 1 . H
  C4_4 0.4263(2) -0.0680(6) 0.2905(4) 0.075(2) Uani d . 1 . C
  H4A_4 0.4329(2) -0.1601(6) 0.3104(4) 0.105(2) Uiso calc R 1 . H
  H4B_4 0.4364(2) 0.0021(6) 0.3255(4) 0.105(2) Uiso calc R 1 . H
  O5_4 0.49997(13) 0.1838(4) 0.2106(4) 0.0933(14) Uani d . 1 . O
  C6_4 0.5641(2) 0.0524(7) 0.2085(5) 0.086(2) Uani d . 1 . C
  H6A_4 0.5717(2) -0.0451(7) 0.2110(5) 0.105(2) Uiso calc R 1 . H
  H6B_4 0.5769(2) 0.1016(7) 0.2495(5) 0.105(2) Uiso calc R 1 . H
  H6C_4 0.5741(2) 0.0914(7) 0.1623(5) 0.105(2) Uiso calc R 1 . H
  H2_4 0.504(2)  -0.140(7)  0.220(4)  0.105(2) Uiso d . 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
  C1'_1 0.073(4) 0.078(4) 0.048(3) 0.008(3) 0.005(3) -0.010(3)
  C2'_1 0.086(5) 0.080(5) 0.082(5) 0.014(4) 0.015(4) -0.002(4)
  C3'_1 0.095(6) 0.104(6) 0.085(5) 0.032(5) 0.014(4) 0.008(5)
  C4'_1 0.066(4) 0.132(6) 0.079(5) 0.027(5) -0.001(4) 0.011(5)
  C4'A_1 0.055(4) 0.105(5) 0.059(4) 0.004(4) 0.006(3) 0.006(4)
  C5'_1 0.059(4) 0.122(6) 0.077(4) -0.009(4) 0.005(3) -0.009(4)
  C6'_1 0.071(4) 0.102(5) 0.089(5) -0.026(4) 0.010(4) -0.021(4)
  C7'_1 0.060(4) 0.077(4) 0.058(4) -0.008(3) 0.007(3) -0.008(3)
  C8'_1 0.057(3) 0.078(4) 0.058(4) -0.013(3) 0.005(3) -0.009(3)
  C8'A_1 0.062(3) 0.072(4) 0.043(3) 0.005(3) 0.014(3) -0.005(3)
  O9_1 0.079(3) 0.066(3) 0.097(3) -0.010(2) 0.009(2) -0.006(2)
  C10_1 0.082(5) 0.080(4) 0.118(6) 0.005(3) 0.014(4) 0.011(4)
  C1_1 0.080(5) 0.059(4) 0.088(5) -0.002(4) -0.021(4) 0.002(4)
  N2_1 0.055(3) 0.056(3) 0.102(4) 0.001(2) -0.003(3) -0.005(3)
  C3_1 0.069(4) 0.078(4) 0.072(4) -0.001(3) -0.001(3) -0.006(4)
  C4_1 0.070(4) 0.067(4) 0.078(4) -0.006(3) -0.005(3) -0.008(3)
  O5_1 0.090(3) 0.061(2) 0.155(4) 0.004(2) -0.029(3) -0.003(3)
  C6_1 0.066(4) 0.113(5) 0.129(6) 0.010(4) -0.004(4) -0.014(5)
  C1'_2 0.050(3) 0.075(4) 0.059(4) 0.003(3) 0.006(3) -0.002(3)
  C2'_2 0.081(4) 0.082(4) 0.080(5) 0.006(3) 0.014(4) -0.012(4)
  C3'_2 0.108(6) 0.099(6) 0.094(6) -0.017(5) 0.020(5) -0.031(5)
  C4'_2 0.078(4) 0.119(6) 0.066(4) -0.013(4) 0.013(4) -0.007(5)
  C4'A_2 0.047(3) 0.100(5) 0.061(4) 0.011(3) 0.014(3) 0.009(4)
  C5'_2 0.064(4) 0.145(7) 0.062(4) 0.017(5) 0.006(3) 0.008(5)
  C6'_2 0.087(5) 0.127(7) 0.073(5) 0.042(5) 0.017(4) 0.033(5)
  C7'_2 0.091(5) 0.071(4) 0.092(6) 0.022(4) 0.022(4) 0.019(4)
  C8'_2 0.063(3) 0.080(4) 0.062(4) -0.002(3) 0.007(3) 0.006(4)
  C8'A_2 0.044(3) 0.073(4) 0.051(3) -0.001(3) 0.012(3) 0.001(3)
  O9_2 0.178(5) 0.085(4) 0.111(4) 0.028(3) 0.027(4) 0.025(3)
  C10_2 0.182(9) 0.082(5) 0.133(8) 0.005(5) 0.028(7) -0.009(5)
  C1_2 0.049(3) 0.071(4) 0.076(4) 0.002(3) 0.005(3) -0.014(4)
  N2_2 0.064(3) 0.062(3) 0.064(3) -0.002(3) -0.007(2) 0.001(3)
  C3_2 0.056(3) 0.080(4) 0.058(4) -0.004(3) 0.000(3) 0.004(3)
  C4_2 0.048(3) 0.078(4) 0.076(4) 0.013(3) -0.004(3) 0.001(3)
  O5_2 0.081(3) 0.064(3) 0.121(4) 0.005(2) -0.016(3) -0.004(3)
  C6_2 0.093(5) 0.127(5) 0.074(4) -0.001(4) -0.012(4) -0.025(4)
  C1'_3 0.071(4) 0.081(5) 0.066(4) 0.005(3) 0.003(3) 0.010(4)
  C2'_3 0.098(5) 0.088(5) 0.094(5) 0.022(4) 0.025(5) 0.022(4)
  C3'_3 0.083(5) 0.109(6) 0.088(6) 0.033(5) 0.022(5) 0.043(5)
  C4'_3 0.073(5) 0.148(8) 0.068(5) 0.018(5) 0.016(4) 0.025(6)
  C4'A_3 0.050(3) 0.119(6) 0.053(4) 0.014(4) 0.012(3) 0.005(4)
  C5'_3 0.068(4) 0.147(7) 0.048(4) 0.006(5) 0.000(3) -0.011(5)
  C6'_3 0.077(4) 0.114(6) 0.070(5) -0.018(4) 0.004(4) -0.023(4)
  C7'_3 0.072(4) 0.093(5) 0.067(4) -0.001(4) 0.015(3) -0.009(4)
  C8'_3 0.063(3) 0.067(4) 0.065(4) 0.003(3) -0.002(3) -0.014(3)
  C8'A_3 0.057(3) 0.080(4) 0.054(4) 0.005(3) 0.000(3) -0.002(3)
  O9_3 0.126(4) 0.077(3) 0.085(3) -0.008(3) 0.010(3) -0.016(3)
  C10_3 0.195(8) 0.073(5) 0.072(5) 0.009(5) 0.012(5) 0.001(4)
  C1_3 0.054(3) 0.060(4) 0.064(4) 0.001(3) -0.001(3) 0.002(4)
  N2_3 0.090(3) 0.055(3) 0.073(3) -0.010(3) -0.017(3) -0.001(3)
  C3_3 0.062(3) 0.071(4) 0.086(4) 0.004(3) 0.003(3) -0.005(3)
  C4_3 0.066(4) 0.072(4) 0.093(5) -0.012(3) 0.020(4) -0.007(3)
  O5_3 0.090(3) 0.057(2) 0.102(3) 0.009(2) -0.006(2) -0.012(2)
  C6_3 0.083(4) 0.096(5) 0.085(5) -0.004(4) -0.004(4) 0.002(4)
  C1'_4 0.063(4) 0.079(4) 0.078(5) -0.005(3) 0.009(3) 0.017(4)
  C2'_4 0.097(5) 0.089(5) 0.104(5) -0.009(4) 0.008(5) 0.012(4)
  C3'_4 0.093(6) 0.121(7) 0.123(7) -0.037(5) 0.003(5) 0.000(6)
  C4'_4 0.076(5) 0.120(6) 0.101(6) -0.015(5) 0.004(4) 0.011(5)
  C4'A_4 0.058(4) 0.109(6) 0.067(4) -0.008(4) -0.001(3) 0.026(4)
  C5'_4 0.053(4) 0.130(6) 0.085(5) 0.015(4) -0.004(4) 0.017(5)
  C6'_4 0.072(5) 0.117(6) 0.079(5) 0.028(4) 0.011(4) 0.004(4)
  C7'_4 0.078(4) 0.078(4) 0.054(4) 0.011(4) 0.014(3) -0.004(3)
  C8'_4 0.063(3) 0.092(4) 0.054(4) 0.003(3) 0.012(3) 0.005(3)
  C8'A_4 0.057(3) 0.089(5) 0.057(4) 0.003(3) -0.001(3) 0.018(3)
  O9_4 0.099(3) 0.076(3) 0.100(3) 0.014(3) 0.018(3) -0.007(3)
  C10_4 0.085(5) 0.089(5) 0.141(7) -0.005(4) 0.018(5) -0.006(5)
  C1_4 0.076(4) 0.052(4) 0.064(4) 0.004(3) -0.007(3) 0.000(3)
  N2_4 0.063(3) 0.059(3) 0.082(3) 0.005(3) 0.001(3) -0.002(3)
  C3_4 0.057(3) 0.078(4) 0.077(4) 0.002(3) -0.002(3) -0.005(3)
  C4_4 0.072(4) 0.078(4) 0.076(4) 0.008(3) 0.004(3) 0.006(3)
  O5_4 0.097(3) 0.058(3) 0.125(4) 0.004(2) -0.025(3) -0.001(3)
  C6_4 0.067(4) 0.107(5) 0.083(4) -0.005(3) -0.004(3) 0.005(4)
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
  C1'_1 C2'_1 . 1.376(7) yes
  C1'_1 C8'A_1 . 1.420(7) yes
  C1'_1 C4_1 . 1.532(7) yes
  C2'_1 C3'_1 . 1.386(9) yes
  C2'_1 H2'_1 . 0.93 ?
  C3'_1 C4'_1 . 1.336(9) yes
  C3'_1 H3'_1 . 0.93 ?
  C4'_1 C4'A_1 . 1.398(8) yes
  C4'_1 H4'_1 . 0.93 ?
  C4'A_1 C5'_1 . 1.412(8) yes
  C4'A_1 C8'A_1 . 1.415(7) yes
  C5'_1 C6'_1 . 1.338(8) yes
  C5'_1 H5'_1 . 0.93 ?
  C6'_1 C7'_1 . 1.404(8) yes
  C6'_1 H6'_1 . 0.93 ?
  C7'_1 C8'_1 . 1.350(7) yes
  C7'_1 O9_1 . 1.370(6) yes
  C8'_1 C8'A_1 . 1.412(7) yes
  C8'_1 H8'_1 . 0.93 ?
  O9_1 C10_1 . 1.431(7) yes
  C10_1 H10A_1 . 0.96 ?
  C10_1 H10B_1 . 0.96 ?
  C10_1 H10C_1 . 0.96 ?
  C1_1 O5_1 . 1.216(6) yes
  C1_1 N2_1 . 1.310(6) yes
  C1_1 C6_1 . 1.504(8) yes
  N2_1 C3_1 . 1.448(6) yes
  N2_1 H2_1 . 0.87(6) ?
  C3_1 C4_1 . 1.536(8) yes
  C3_1 H3A_1 . 0.97 ?
  C3_1 H3B_1 . 0.97 ?
  C4_1 H4A_1 . 0.97 ?
  C4_1 H4B_1 . 0.97 ?
  C6_1 H6A_1 . 0.96 ?
  C6_1 H6B_1 . 0.96 ?
  C6_1 H6C_1 . 0.96 ?
  C1'_2 C2'_2 . 1.362(8) yes
  C1'_2 C8'A_2 . 1.410(7) yes
  C1'_2 C4_2 . 1.505(8) yes
  C2'_2 C3'_2 . 1.397(9) yes
  C2'_2 H2'_2 . 0.93 ?
  C3'_2 C4'_2 . 1.337(9) yes
  C3'_2 H3'_2 . 0.93 ?
  C4'_2 C4'A_2 . 1.407(8) yes
  C4'_2 H4'_2 . 0.93 ?
  C4'A_2 C5'_2 . 1.390(9) yes
  C4'A_2 C8'A_2 . 1.420(8) yes
  C5'_2 C6'_2 . 1.336(10) yes
  C5'_2 H5'_2 . 0.93 ?
  C6'_2 C7'_2 . 1.411(10) yes
  C6'_2 H6'_2 . 0.93 ?
  C7'_2 O9_2 . 1.341(7) yes
  C7'_2 C8'_2 . 1.366(8) yes
  C8'_2 C8'A_2 . 1.409(8) yes
  C8'_2 H8'_2 . 0.93 ?
  O9_2 C10_2 . 1.409(10) yes
  C10_2 H10A_2 . 0.96 ?
  C10_2 H10B_2 . 0.96 ?
  C10_2 H10C_2 . 0.96 ?
  C1_2 O5_2 . 1.228(7) yes
  C1_2 N2_2 . 1.314(7) yes
  C1_2 C6_2 . 1.496(9) yes
  N2_2 C3_2 . 1.453(7) yes
  N2_2 H2_2 . 0.87(6) ?
  C3_2 C4_2 . 1.516(7) yes
  C3_2 H3A_2 . 0.97 ?
  C3_2 H3B_2 . 0.97 ?
  C4_2 H4A_2 . 0.97 ?
  C4_2 H4B_2 . 0.97 ?
  C6_2 H6A_2 . 0.96 ?
  C6_2 H6B_2 . 0.96 ?
  C6_2 H6C_2 . 0.96 ?
  C1'_3 C2'_3 . 1.380(8) yes
  C1'_3 C8'A_3 . 1.422(8) yes
  C1'_3 C4_3 . 1.543(8) yes
  C2'_3 C3'_3 . 1.405(10) yes
  C2'_3 H2'_3 . 0.93 ?
  C3'_3 C4'_3 . 1.321(9) yes
  C3'_3 H3'_3 . 0.93 ?
  C4'_3 C4'A_3 . 1.404(10) yes
  C4'_3 H4'_3 . 0.93 ?
  C4'A_3 C5'_3 . 1.420(9) yes
  C4'A_3 C8'A_3 . 1.423(8) yes
  C5'_3 C6'_3 . 1.325(9) yes
  C5'_3 H5'_3 . 0.93 ?
  C6'_3 C7'_3 . 1.406(9) yes
  C6'_3 H6'_3 . 0.93 ?
  C7'_3 C8'_3 . 1.360(8) yes
  C7'_3 O9_3 . 1.377(7) yes
  C8'_3 C8'A_3 . 1.397(8) yes
  C8'_3 H8'_3 . 0.93 ?
  O9_3 C10_3 . 1.436(8) yes
  C10_3 H10A_3 . 0.96 ?
  C10_3 H10B_3 . 0.96 ?
  C10_3 H10C_3 . 0.96 ?
  C1_3 O5_3 . 1.226(6) yes
  C1_3 N2_3 . 1.321(6) yes
  C1_3 C6_3 . 1.496(8) yes
  N2_3 C3_3 . 1.504(7) yes
  N2_3 H2_3 . 1.05(6) ?
  C3_3 C4_3 . 1.512(8) yes
  C3_3 H3A_3 . 0.97 ?
  C3_3 H3B_3 . 0.97 ?
  C4_3 H4A_3 . 0.97 ?
  C4_3 H4B_3 . 0.97 ?
  C6_3 H6A_3 . 0.96 ?
  C6_3 H6B_3 . 0.96 ?
  C6_3 H6C_3 . 0.96 ?
  C1'_4 C2'_4 . 1.366(8) yes
  C1'_4 C8'A_4 . 1.403(7) yes
  C1'_4 C4_4 . 1.500(7) yes
  C2'_4 C3'_4 . 1.438(9) yes
  C2'_4 H2'_4 . 0.93 ?
  C3'_4 C4'_4 . 1.327(10) yes
  C3'_4 H3'_4 . 0.93 ?
  C4'_4 C4'A_4 . 1.394(9) yes
  C4'_4 H4'_4 . 0.93 ?
  C4'A_4 C5'_4 . 1.422(9) yes
  C4'A_4 C8'A_4 . 1.433(7) yes
  C5'_4 C6'_4 . 1.324(9) yes
  C5'_4 H5'_4 . 0.93 ?
  C6'_4 C7'_4 . 1.399(8) yes
  C6'_4 H6'_4 . 0.93 ?
  C7'_4 C8'_4 . 1.366(7) yes
  C7'_4 O9_4 . 1.367(7) yes
  C8'_4 C8'A_4 . 1.420(7) yes
  C8'_4 H8'_4 . 0.93 ?
  O9_4 C10_4 . 1.426(7) yes
  C10_4 H10A_4 . 0.96 ?
  C10_4 H10B_4 . 0.96 ?
  C10_4 H10C_4 . 0.96 ?
  C1_4 O5_4 . 1.226(6) yes
  C1_4 N2_4 . 1.305(6) yes
  C1_4 C6_4 . 1.514(8) yes
  N2_4 C3_4 . 1.452(7) yes
  N2_4 H2_4 . 0.92(6) ?
  C3_4 C4_4 . 1.524(8) yes
  C3_4 H3A_4 . 0.97 ?
  C3_4 H3B_4 . 0.97 ?
  C4_4 H4A_4 . 0.97 ?
  C4_4 H4B_4 . 0.97 ?
  C6_4 H6A_4 . 0.96 ?
  C6_4 H6B_4 . 0.96 ?
  C6_4 H6C_4 . 0.96 ?