#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/78/2017837.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_2017837
loop_
_publ_author_name
'Sanabria, Carlos M.'
'Gómez, Sandra L.'
'Palma, Alirio'
'Cobo, Justo'
'Glidewell, Christopher'
_publ_section_title
;
 Four 1-naphthyl-substituted tetrahydro-1,4-epoxy-1-benzazepines:
 hydrogen-bonded structures in one, two and three dimensions
;
_journal_coeditor_code           GG3246
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o540
_journal_page_last               o546
_journal_paper_doi               10.1107/S0108270110038230
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C20 H17 N O'
_chemical_formula_moiety         'C20 H17 N O'
_chemical_formula_sum            'C20 H17 N O'
_chemical_formula_weight         287.35
_chemical_name_systematic
;
(2S*,4R*)-2-exo-(1-Naphthyl)-2,3,4,5-tetrahydro-
1H-1,4-epoxy-1-benzazepine
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 95.39(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.974(4)
_cell_length_b                   7.1817(8)
_cell_length_c                   22.718(9)
_cell_measurement_reflns_used    3589
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.37
_cell_volume                     1457.7(9)
_computing_cell_refinement       'DIRAX/LSQ (Duisenberg et al., 2000)'
_computing_data_collection       'COLLECT (Nonius, 1999)'
_computing_data_reduction        'EVALCCD (Duisenberg et al., 2003)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2005)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0511
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            20821
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.37
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.274
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         3589
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.144
_refine_ls_R_factor_all          0.0602
_refine_ls_R_factor_gt           0.0459
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0359P)²+0.5587P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0927
_refine_ls_wR_factor_ref         0.0986
_reflns_number_gt                3064
_reflns_number_total             3589
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gg3246.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2017837
_cod_database_fobs_code          2017837
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N11 0.3423(2) 0.4475(3) 0.07890(9) 0.0166(5) Uani d . 1 . .
C C12 0.4368(3) 0.4073(4) 0.13436(11) 0.0150(5) Uani d . 1 . .
H H12 0.3735 0.4095 0.1683 0.018 Uiso calc R 1 . .
C C13 0.4935(3) 0.2063(4) 0.12554(12) 0.0179(6) Uani d . 1 . .
H H13A 0.6033 0.1980 0.1349 0.021 Uiso calc R 1 . .
H H13B 0.4441 0.1167 0.1505 0.021 Uiso calc R 1 . .
C C14 0.4495(3) 0.1705(4) 0.05996(11) 0.0183(6) Uani d . 1 . .
H H14 0.5334 0.1086 0.0415 0.022 Uiso calc R 1 . .
C C15 0.3058(3) 0.0619(4) 0.04667(12) 0.0190(6) Uani d . 1 . .
H H15A 0.2955 0.0234 0.0046 0.023 Uiso calc R 1 . .
H H15B 0.3085 -0.0518 0.0714 0.023 Uiso calc R 1 . .
C C15a 0.1745(3) 0.1798(4) 0.05915(11) 0.0174(6) Uani d . 1 . .
C C16 0.0292(3) 0.1124(4) 0.05410(12) 0.0200(6) Uani d . 1 . .
H H16 0.0100 -0.0106 0.0399 0.024 Uiso calc R 1 . .
C C17 -0.0879(3) 0.2206(4) 0.06929(12) 0.0228(6) Uani d . 1 . .
H H17 -0.1869 0.1725 0.0652 0.027 Uiso calc R 1 . .
C C18 -0.0612(3) 0.3999(4) 0.09057(12) 0.0220(6) Uani d . 1 . .
H H18 -0.1410 0.4726 0.1030 0.026 Uiso calc R 1 . .
C C19 0.0808(3) 0.4714(4) 0.09355(11) 0.0200(6) Uani d . 1 . .
H H19 0.0990 0.5956 0.1067 0.024 Uiso calc R 1 . .
C C19a 0.1970(3) 0.3633(4) 0.07757(11) 0.0157(5) Uani d . 1 . .
O O114 0.4234(2) 0.3547(3) 0.03570(8) 0.0181(4) Uani d . 1 . .
C C121 0.5591(3) 0.5510(4) 0.14434(11) 0.0160(5) Uani d . 1 . .
C C122 0.5836(3) 0.6756(4) 0.10117(12) 0.0174(6) Uani d . 1 . .
H H122 0.5221 0.6716 0.0648 0.021 Uiso calc R 1 . .
C C123 0.6970(3) 0.8094(4) 0.10896(12) 0.0194(6) Uani d . 1 . .
H H123 0.7140 0.8916 0.0775 0.023 Uiso calc R 1 . .
C C124 0.7827(3) 0.8224(4) 0.16129(12) 0.0211(6) Uani d . 1 . .
H H124 0.8568 0.9169 0.1668 0.025 Uiso calc R 1 . .
C C125 0.7626(3) 0.6972(4) 0.20730(12) 0.0184(6) Uani d . 1 . .
C C126 0.8508(3) 0.7083(4) 0.26199(13) 0.0247(7) Uani d . 1 . .
H H126 0.9249 0.8026 0.2678 0.030 Uiso calc R 1 . .
C C127 0.8318(3) 0.5866(5) 0.30637(12) 0.0257(7) Uani d . 1 . .
H H127 0.8931 0.5950 0.3427 0.031 Uiso calc R 1 . .
C C128 0.7216(3) 0.4489(5) 0.29844(12) 0.0234(6) Uani d . 1 . .
H H128 0.7081 0.3646 0.3297 0.028 Uiso calc R 1 . .
C C129 0.6334(3) 0.4340(4) 0.24654(12) 0.0201(6) Uani d . 1 . .
H H129 0.5594 0.3391 0.2420 0.024 Uiso calc R 1 . .
C C130 0.6506(3) 0.5582(4) 0.19935(11) 0.0157(5) Uani d . 1 . .
N N21 0.6826(2) 0.0780(3) 0.41048(9) 0.0179(5) Uani d . 1 . .
C C22 0.5817(3) -0.0150(4) 0.36486(11) 0.0170(6) Uani d . 1 . .
H H22 0.6403 -0.0583 0.3321 0.020 Uiso calc R 1 . .
C C23 0.5237(3) -0.1866(4) 0.39770(12) 0.0202(6) Uani d . 1 . .
H H23A 0.4136 -0.1983 0.3903 0.024 Uiso calc R 1 . .
H H23B 0.5709 -0.3029 0.3852 0.024 Uiso calc R 1 . .
C C24 0.5703(3) -0.1441(5) 0.46245(12) 0.0227(6) Uani d . 1 . .
H H24 0.4864 -0.1699 0.4873 0.027 Uiso calc R 1 . .
C C25 0.7106(3) -0.2452(5) 0.48618(13) 0.0239(6) Uani d . 1 . .
H H25A 0.7293 -0.2243 0.5293 0.029 Uiso calc R 1 . .
H H25B 0.6983 -0.3806 0.4792 0.029 Uiso calc R 1 . .
C C25a 0.8409(3) -0.1743(4) 0.45562(11) 0.0198(6) Uani d . 1 . .
C C26 0.9804(3) -0.2585(4) 0.46314(12) 0.0215(6) Uani d . 1 . .
H H26 0.9949 -0.3634 0.4885 0.026 Uiso calc R 1 . .
C C27 1.0980(3) -0.1927(5) 0.43451(12) 0.0245(7) Uani d . 1 . .
H H27 1.1933 -0.2510 0.4405 0.029 Uiso calc R 1 . .
C C28 1.0775(3) -0.0422(5) 0.39710(12) 0.0243(6) Uani d . 1 . .
H H28 1.1582 0.0020 0.3767 0.029 Uiso calc R 1 . .
C C29 0.9405(3) 0.0444(4) 0.38918(12) 0.0224(6) Uani d . 1 . .
H H29 0.9265 0.1482 0.3633 0.027 Uiso calc R 1 . .
C C29a 0.8234(3) -0.0196(4) 0.41879(11) 0.0185(6) Uani d . 1 . .
O O214 0.6063(2) 0.0523(3) 0.46288(8) 0.0216(4) Uani d . 1 . .
C C221 0.4559(3) 0.1097(4) 0.33997(12) 0.0168(6) Uani d . 1 . .
C C222 0.4260(3) 0.2766(4) 0.36491(12) 0.0202(6) Uani d . 1 . .
H H222 0.4867 0.3176 0.3989 0.024 Uiso calc R 1 . .
C C223 0.3072(3) 0.3891(4) 0.34129(13) 0.0227(6) Uani d . 1 . .
H H223 0.2878 0.5040 0.3598 0.027 Uiso calc R 1 . .
C C224 0.2202(3) 0.3358(4) 0.29256(12) 0.0222(6) Uani d . 1 . .
H H224 0.1416 0.4146 0.2765 0.027 Uiso calc R 1 . .
C C225 0.2453(3) 0.1635(4) 0.26527(12) 0.0180(6) Uani d . 1 . .
C C226 0.1544(3) 0.1027(4) 0.21496(12) 0.0204(6) Uani d . 1 . .
H H226 0.0756 0.1802 0.1983 0.024 Uiso calc R 1 . .
C C227 0.1780(3) -0.0653(4) 0.18995(12) 0.0218(6) Uani d . 1 . .
H H227 0.1153 -0.1051 0.1563 0.026 Uiso calc R 1 . .
C C228 0.2941(3) -0.1793(5) 0.21368(12) 0.0249(6) Uani d . 1 . .
H H228 0.3098 -0.2967 0.1960 0.030 Uiso calc R 1 . .
C C229 0.3854(3) -0.1248(4) 0.26182(12) 0.0205(6) Uani d . 1 . .
H H229 0.4642 -0.2043 0.2772 0.025 Uiso calc R 1 . .
C C230 0.3644(3) 0.0483(4) 0.28916(11) 0.0164(5) Uani d . 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C19a N11 O114 . . 107.9(2) ?
C19a N11 C12 . . 112.5(2) ?
O114 N11 C12 . . 101.75(18) ?
N11 C12 C121 . . 110.2(2) ?
N11 C12 C13 . . 103.9(2) ?
C121 C12 C13 . . 114.4(2) ?
N11 C12 H12 . . 109.4 ?
C121 C12 H12 . . 109.4 ?
C13 C12 H12 . . 109.4 ?
C14 C13 C12 . . 103.0(2) ?
C14 C13 H13A . . 111.2 ?
C12 C13 H13A . . 111.2 ?
C14 C13 H13B . . 111.2 ?
C12 C13 H13B . . 111.2 ?
H13A C13 H13B . . 109.1 ?
O114 C14 C15 . . 106.9(2) ?
O114 C14 C13 . . 103.6(2) ?
C15 C14 C13 . . 114.8(2) ?
O114 C14 H14 . . 110.4 ?
C15 C14 H14 . . 110.4 ?
C13 C14 H14 . . 110.4 ?
C15a C15 C14 . . 110.0(2) ?
C15a C15 H15A . . 109.7 ?
C14 C15 H15A . . 109.7 ?
C15a C15 H15B . . 109.7 ?
C14 C15 H15B . . 109.7 ?
H15A C15 H15B . . 108.2 ?
C16 C15a C19a . . 117.7(3) ?
C16 C15a C15 . . 122.5(3) ?
C19a C15a C15 . . 119.8(2) ?
C17 C16 C15a . . 121.1(3) ?
C17 C16 H16 . . 119.5 ?
C15a C16 H16 . . 119.5 ?
C16 C17 C18 . . 120.0(3) ?
C16 C17 H17 . . 120.0 ?
C18 C17 H17 . . 120.0 ?
C19 C18 C17 . . 119.6(3) ?
C19 C18 H18 . . 120.2 ?
C17 C18 H18 . . 120.2 ?
C18 C19 C19a . . 120.1(3) ?
C18 C19 H19 . . 120.0 ?
C19a C19 H19 . . 120.0 ?
C19 C19a C15a . . 121.4(3) ?
C19 C19a N11 . . 117.8(3) ?
C15a C19a N11 . . 120.8(2) ?
N11 O114 C14 . . 103.81(18) ?
C122 C121 C130 . . 119.2(2) ?
C122 C121 C12 . . 120.4(2) ?
C130 C121 C12 . . 120.4(2) ?
C121 C122 C123 . . 121.7(2) ?
C121 C122 H122 . . 119.1 ?
C123 C122 H122 . . 119.1 ?
C124 C123 C122 . . 120.2(3) ?
C124 C123 H123 . . 119.9 ?
C122 C123 H123 . . 119.9 ?
C123 C124 C125 . . 120.4(3) ?
C123 C124 H124 . . 119.8 ?
C125 C124 H124 . . 119.8 ?
C124 C125 C126 . . 121.3(3) ?
C124 C125 C130 . . 119.7(2) ?
C126 C125 C130 . . 119.0(3) ?
C127 C126 C125 . . 121.2(3) ?
C127 C126 H126 . . 119.4 ?
C125 C126 H126 . . 119.4 ?
C126 C127 C128 . . 119.8(3) ?
C126 C127 H127 . . 120.1 ?
C128 C127 H127 . . 120.1 ?
C129 C128 C127 . . 120.9(3) ?
C129 C128 H128 . . 119.5 ?
C127 C128 H128 . . 119.5 ?
C128 C129 C130 . . 120.7(3) ?
C128 C129 H129 . . 119.6 ?
C130 C129 H129 . . 119.6 ?
C129 C130 C125 . . 118.4(2) ?
C129 C130 C121 . . 123.0(2) ?
C125 C130 C121 . . 118.6(2) ?
O214 N21 C29a . . 107.9(2) ?
O214 N21 C22 . . 102.43(19) ?
C29a N21 C22 . . 110.2(2) ?
N21 C22 C221 . . 112.6(2) ?
N21 C22 C23 . . 103.5(2) ?
C221 C22 C23 . . 112.2(2) ?
N21 C22 H22 . . 109.5 ?
C221 C22 H22 . . 109.5 ?
C23 C22 H22 . . 109.5 ?
C24 C23 C22 . . 103.4(2) ?
C24 C23 H23A . . 111.1 ?
C22 C23 H23A . . 111.1 ?
C24 C23 H23B . . 111.1 ?
C22 C23 H23B . . 111.1 ?
H23A C23 H23B . . 109.1 ?
O214 C24 C25 . . 106.7(2) ?
O214 C24 C23 . . 104.1(2) ?
C25 C24 C23 . . 113.1(3) ?
O214 C24 H24 . . 110.9 ?
C25 C24 H24 . . 110.9 ?
C23 C24 H24 . . 110.9 ?
C25a C25 C24 . . 109.3(2) ?
C25a C25 H25A . . 109.8 ?
C24 C25 H25A . . 109.8 ?
C25a C25 H25B . . 109.8 ?
C24 C25 H25B . . 109.8 ?
H25A C25 H25B . . 108.3 ?
C26 C25a C29a . . 118.2(3) ?
C26 C25a C25 . . 121.8(3) ?
C29a C25a C25 . . 120.0(2) ?
C27 C26 C25a . . 121.1(3) ?
C27 C26 H26 . . 119.5 ?
C25a C26 H26 . . 119.5 ?
C26 C27 C28 . . 119.8(3) ?
C26 C27 H27 . . 120.1 ?
C28 C27 H27 . . 120.1 ?
C29 C28 C27 . . 120.1(3) ?
C29 C28 H28 . . 119.9 ?
C27 C28 H28 . . 119.9 ?
C28 C29 C29a . . 119.9(3) ?
C28 C29 H29 . . 120.0 ?
C29a C29 H29 . . 120.0 ?
C29 C29a C25a . . 120.8(3) ?
C29 C29a N21 . . 118.2(3) ?
C25a C29a N21 . . 121.0(2) ?
N21 O214 C24 . . 104.1(2) ?
C222 C221 C230 . . 119.2(3) ?
C222 C221 C22 . . 122.4(2) ?
C230 C221 C22 . . 118.3(2) ?
C221 C222 C223 . . 121.3(3) ?
C221 C222 H222 . . 119.4 ?
C223 C222 H222 . . 119.4 ?
C224 C223 C222 . . 120.7(3) ?
C224 C223 H223 . . 119.6 ?
C222 C223 H223 . . 119.6 ?
C223 C224 C225 . . 120.4(3) ?
C223 C224 H224 . . 119.8 ?
C225 C224 H224 . . 119.8 ?
C226 C225 C224 . . 121.6(3) ?
C226 C225 C230 . . 119.2(3) ?
C224 C225 C230 . . 119.3(2) ?
C227 C226 C225 . . 120.9(3) ?
C227 C226 H226 . . 119.6 ?
C225 C226 H226 . . 119.6 ?
C226 C227 C228 . . 120.0(3) ?
C226 C227 H227 . . 120.0 ?
C228 C227 H227 . . 120.0 ?
C229 C228 C227 . . 120.9(3) ?
C229 C228 H228 . . 119.5 ?
C227 C228 H228 . . 119.5 ?
C228 C229 C230 . . 120.8(3) ?
C228 C229 H229 . . 119.6 ?
C230 C229 H229 . . 119.6 ?
C229 C230 C225 . . 118.2(2) ?
C229 C230 C221 . . 122.7(2) ?
C225 C230 C221 . . 119.1(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
N11 C19a . 1.434(3) ?
N11 O114 . 1.439(3) ?
N11 C12 . 1.480(3) ?
C12 C121 . 1.508(4) ?
C12 C13 . 1.549(4) ?
C12 H12 . 1.0000 ?
C13 C14 . 1.527(4) ?
C13 H13A . 0.9900 ?
C13 H13B . 0.9900 ?
C14 O114 . 1.444(3) ?
C14 C15 . 1.513(4) ?
C14 H14 . 1.0000 ?
C15 C15a . 1.500(4) ?
C15 H15A . 0.9900 ?
C15 H15B . 0.9900 ?
C15a C16 . 1.386(4) ?
C15a C19a . 1.392(4) ?
C16 C17 . 1.376(4) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.388(4) ?
C17 H17 . 0.9500 ?
C18 C19 . 1.370(4) ?
C18 H18 . 0.9500 ?
C19 C19a . 1.376(4) ?
C19 H19 . 0.9500 ?
C121 C122 . 1.361(4) ?
C121 C130 . 1.430(4) ?
C122 C123 . 1.399(4) ?
C122 H122 . 0.9500 ?
C123 C124 . 1.357(4) ?
C123 H123 . 0.9500 ?
C124 C125 . 1.403(4) ?
C124 H124 . 0.9500 ?
C125 C126 . 1.411(4) ?
C125 C130 . 1.416(4) ?
C126 C127 . 1.357(4) ?
C126 H126 . 0.9500 ?
C127 C128 . 1.398(4) ?
C127 H127 . 0.9500 ?
C128 C129 . 1.361(4) ?
C128 H128 . 0.9500 ?
C129 C130 . 1.414(4) ?
C129 H129 . 0.9500 ?
N21 O214 . 1.440(3) ?
N21 C29a . 1.442(3) ?
N21 C22 . 1.471(3) ?
C22 C221 . 1.509(4) ?
C22 C23 . 1.555(4) ?
C22 H22 . 1.0000 ?
C23 C24 . 1.522(4) ?
C23 H23A . 0.9900 ?
C23 H23B . 0.9900 ?
C24 O214 . 1.447(4) ?
C24 C25 . 1.509(4) ?
C24 H24 . 1.0000 ?
C25 C25a . 1.504(4) ?
C25 H25A . 0.9900 ?
C25 H25B . 0.9900 ?
C25a C26 . 1.386(4) ?
C25a C29a . 1.391(4) ?
C26 C27 . 1.375(4) ?
C26 H26 . 0.9500 ?
C27 C28 . 1.377(4) ?
C27 H27 . 0.9500 ?
C28 C29 . 1.375(4) ?
C28 H28 . 0.9500 ?
C29 C29a . 1.379(4) ?
C29 H29 . 0.9500 ?
C221 C222 . 1.364(4) ?
C221 C230 . 1.422(4) ?
C222 C223 . 1.403(4) ?
C222 H222 . 0.9500 ?
C223 C224 . 1.349(4) ?
C223 H223 . 0.9500 ?
C224 C225 . 1.411(4) ?
C224 H224 . 0.9500 ?
C225 C226 . 1.409(4) ?
C225 C230 . 1.419(4) ?
C226 C227 . 1.359(4) ?
C226 H226 . 0.9500 ?
C227 C228 . 1.393(4) ?
C227 H227 . 0.9500 ?
C228 C229 . 1.361(4) ?
C228 H228 . 0.9500 ?
C229 C230 . 1.410(4) ?
C229 H229 . 0.9500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C14 H14 O114 2_645 1.00 2.58 3.411(4) 140 no
C24 H24 O214 2_646 1.00 2.48 3.263(4) 135 no
C16 H16 Cg1 2_545 0.95 2.96 3.736(3) 139 no
C26 H26 Cg2 2_746 0.95 2.61 3.550(3) 170 no
C18 H18 Cg3 1_455 0.95 2.61 3.553(3) 170 no
C28 H28 Cg4 1_655 0.95 2.72 3.634(4) 163 no
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C19a N11 C12 C121 . . . . -158.4(2) ?
O114 N11 C12 C121 . . . . 86.4(2) ?
C19a N11 C12 C13 . . . . 78.5(2) ?
O114 N11 C12 C13 . . . . -36.7(2) ?
N11 C12 C13 C14 . . . . 11.4(2) ?
C121 C12 C13 C14 . . . . -108.9(2) ?
C12 C13 C14 O114 . . . . 18.0(2) ?
C12 C13 C14 C15 . . . . -98.3(3) ?
O114 C14 C15 C15a . . . . -44.0(3) ?
C13 C14 C15 C15a . . . . 70.3(3) ?
C14 C15 C15a C16 . . . . -176.2(2) ?
C14 C15 C15a C19a . . . . 2.6(3) ?
C19a C15a C16 C17 . . . . -2.8(4) ?
C15 C15a C16 C17 . . . . 176.0(2) ?
C15a C16 C17 C18 . . . . -0.6(4) ?
C16 C17 C18 C19 . . . . 3.2(4) ?
C17 C18 C19 C19a . . . . -2.4(4) ?
C18 C19 C19a C15a . . . . -1.1(4) ?
C18 C19 C19a N11 . . . . 177.2(2) ?
C16 C15a C19a C19 . . . . 3.7(4) ?
C15 C15a C19a C19 . . . . -175.2(2) ?
C16 C15a C19a N11 . . . . -174.6(2) ?
C15 C15a C19a N11 . . . . 6.6(4) ?
O114 N11 C19a C19 . . . . -151.9(2) ?
C12 N11 C19a C19 . . . . 96.7(3) ?
O114 N11 C19a C15a . . . . 26.4(3) ?
C12 N11 C19a C15a . . . . -85.0(3) ?
C19a N11 O114 C14 . . . . -68.6(2) ?
C12 N11 O114 C14 . . . . 49.9(2) ?
C15 C14 O114 N11 . . . . 79.4(2) ?
C13 C14 O114 N11 . . . . -42.2(2) ?
N11 C12 C121 C122 . . . . -9.4(3) ?
C13 C12 C121 C122 . . . . 107.2(3) ?
N11 C12 C121 C130 . . . . 170.4(2) ?
C13 C12 C121 C130 . . . . -72.9(3) ?
C130 C121 C122 C123 . . . . 0.7(4) ?
C12 C121 C122 C123 . . . . -179.5(2) ?
C121 C122 C123 C124 . . . . -2.4(4) ?
C122 C123 C124 C125 . . . . 2.5(4) ?
C123 C124 C125 C126 . . . . 179.9(3) ?
C123 C124 C125 C130 . . . . -0.9(4) ?
C124 C125 C126 C127 . . . . -179.7(3) ?
C130 C125 C126 C127 . . . . 1.1(4) ?
C125 C126 C127 C128 . . . . -0.9(5) ?
C126 C127 C128 C129 . . . . 0.4(5) ?
C127 C128 C129 C130 . . . . -0.3(4) ?
C128 C129 C130 C125 . . . . 0.5(4) ?
C128 C129 C130 C121 . . . . -178.8(3) ?
C124 C125 C130 C129 . . . . 179.9(3) ?
C126 C125 C130 C129 . . . . -0.9(4) ?
C124 C125 C130 C121 . . . . -0.8(4) ?
C126 C125 C130 C121 . . . . 178.4(2) ?
C122 C121 C130 C129 . . . . -179.8(2) ?
C12 C121 C130 C129 . . . . 0.3(4) ?
C122 C121 C130 C125 . . . . 0.9(4) ?
C12 C121 C130 C125 . . . . -179.0(2) ?
O214 N21 C22 C221 . . . . 84.0(2) ?
C29a N21 C22 C221 . . . . -161.3(2) ?
O214 N21 C22 C23 . . . . -37.3(2) ?
C29a N21 C22 C23 . . . . 77.3(3) ?
N21 C22 C23 C24 . . . . 13.3(3) ?
C221 C22 C23 C24 . . . . -108.4(2) ?
C22 C23 C24 O214 . . . . 15.4(3) ?
C22 C23 C24 C25 . . . . -100.0(3) ?
O214 C24 C25 C25a . . . . -47.9(3) ?
C23 C24 C25 C25a . . . . 65.9(3) ?
C24 C25 C25a C26 . . . . -171.6(3) ?
C24 C25 C25a C29a . . . . 8.6(4) ?
C29a C25a C26 C27 . . . . -0.8(4) ?
C25 C25a C26 C27 . . . . 179.5(3) ?
C25a C26 C27 C28 . . . . -0.8(4) ?
C26 C27 C28 C29 . . . . 1.2(4) ?
C27 C28 C29 C29a . . . . 0.0(4) ?
C28 C29 C29a C25a . . . . -1.6(4) ?
C28 C29 C29a N21 . . . . 178.4(3) ?
C26 C25a C29a C29 . . . . 2.0(4) ?
C25 C25a C29a C29 . . . . -178.3(3) ?
C26 C25a C29a N21 . . . . -178.1(2) ?
C25 C25a C29a N21 . . . . 1.7(4) ?
O214 N21 C29a C29 . . . . -152.5(2) ?
C22 N21 C29a C29 . . . . 96.3(3) ?
O214 N21 C29a C25a . . . . 27.5(3) ?
C22 N21 C29a C25a . . . . -83.6(3) ?
C29a N21 O214 C24 . . . . -67.4(2) ?
C22 N21 O214 C24 . . . . 48.9(2) ?
C25 C24 O214 N21 . . . . 80.2(2) ?
C23 C24 O214 N21 . . . . -39.7(2) ?
N21 C22 C221 C222 . . . . -10.9(4) ?
C23 C22 C221 C222 . . . . 105.4(3) ?
N21 C22 C221 C230 . . . . 170.0(2) ?
C23 C22 C221 C230 . . . . -73.7(3) ?
C230 C221 C222 C223 . . . . -0.2(4) ?
C22 C221 C222 C223 . . . . -179.3(3) ?
C221 C222 C223 C224 . . . . -0.9(4) ?
C222 C223 C224 C225 . . . . 1.4(4) ?
C223 C224 C225 C226 . . . . 178.8(3) ?
C223 C224 C225 C230 . . . . -0.9(4) ?
C224 C225 C226 C227 . . . . -178.6(3) ?
C230 C225 C226 C227 . . . . 1.2(4) ?
C225 C226 C227 C228 . . . . -0.6(4) ?
C226 C227 C228 C229 . . . . -0.1(4) ?
C227 C228 C229 C230 . . . . 0.3(4) ?
C228 C229 C230 C225 . . . . 0.3(4) ?
C228 C229 C230 C221 . . . . 179.1(3) ?
C226 C225 C230 C229 . . . . -1.0(4) ?
C224 C225 C230 C229 . . . . 178.8(2) ?
C226 C225 C230 C221 . . . . -179.9(2) ?
C224 C225 C230 C221 . . . . -0.1(4) ?
C222 C221 C230 C229 . . . . -178.1(2) ?
C22 C221 C230 C229 . . . . 0.9(4) ?
C222 C221 C230 C225 . . . . 0.7(4) ?
C22 C221 C230 C225 . . . . 179.8(2) ?
