#------------------------------------------------------------------------------
#$Date: 2015-10-20 17:00:12 +0300 (Tue, 20 Oct 2015) $
#$Revision: 169190 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/79/7117950.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_7117950
loop_
_publ_author_name
'Giovanna Parisi'
'Emanuela Capitanelli'
'Antonella Pierro'
'Giuseppe Romanazzi'
'Guy J. Clarkson'
'Leonardo Degennaro'
'Renzo Luisi'
_publ_section_title
;
 Easy access to constrained peptidomimetics and 2,2-disubstituted
 azetidines by the unexpected reactivity profile of alpha-lithiated
 N-Boc-azetidines
;
_journal_name_full               Chem.Commun.
_journal_page_first              15588
_journal_paper_doi               10.1039/C5cc06323J
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C27 H34 N2 O4'
_chemical_formula_sum            'C27 H34 N2 O4'
_chemical_formula_weight         450.56
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   other
_atom_sites_solution_primary     direct
_audit_creation_date             2015-06-15
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3151 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-07-13 deposited with the CCDC.
2015-08-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.221(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.0556(2)
_cell_length_b                   23.0371(5)
_cell_length_c                   10.8204(3)
_cell_measurement_reflns_used    7889
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      78.0570
_cell_measurement_theta_min      3.8160
_cell_volume                     2406.78(10)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.2833
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details
;
  1 omega -107.00  -13.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -57.0000 -120.0000 94

  2 omega  -64.00   30.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   57.0000   30.0000 94

  3 omega   35.00  109.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -95.0000    0.0000 74

  4 omega   41.00   91.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -30.0000 -120.0000 50

  5 omega   41.00   91.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -30.0000  -30.0000 50

  6 omega   41.00   91.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -30.0000  120.0000 50

  7 omega  100.00  178.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  111.0000    0.0000 78

  8 omega   93.00  178.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   30.0000   90.0000 85

  9 omega  100.00  178.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  111.0000   30.0000 78

 10 omega   13.00  115.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       43.3790   77.0000   30.0000 102

 11 omega  -25.00   69.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       43.3790  -57.0000  120.0000 94

 12 omega   93.00  173.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   30.0000  -60.0000 80

 13 omega   46.00   98.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -45.0000   30.0000 52

 14 omega   41.00  116.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000 -111.0000 -180.0000 75

 15 omega   93.00  178.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   30.0000 -180.0000 85

 16 omega  -50.00   33.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000  -60.0000 83

 17 omega   18.00  112.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       43.3790   57.0000  150.0000 94

 18 omega   74.00   94.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   15.0000   30.0000 20
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0857872000
_diffrn_orient_matrix_UB_12      0.0321517000
_diffrn_orient_matrix_UB_13      0.1210362000
_diffrn_orient_matrix_UB_21      -0.1345391000
_diffrn_orient_matrix_UB_22      0.0210321000
_diffrn_orient_matrix_UB_23      0.0273178000
_diffrn_orient_matrix_UB_31      -0.0013005000
_diffrn_orient_matrix_UB_32      -0.0546782000
_diffrn_orient_matrix_UB_33      0.0813154000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_laue_measured_fraction_full 1.000
_diffrn_reflns_laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            19755
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.932
_diffrn_reflns_theta_min         3.838
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.667
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82476
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         5102
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0406
_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)+(0.0553P)²+0.4731P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1049
_refine_ls_wR_factor_ref         0.1136
_reflns_Friedel_coverage         0.000
_reflns_friedel_fraction_full    .
_reflns_friedel_fraction_max     .
_reflns_number_gt                4150
_reflns_number_total             5102
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5cc06323j2.cif
_cod_data_source_block           sua1
_cod_database_code               7117950
_chemical_oxdiff_formula         'C20 H20 N2 O2 '
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C19(H19A,H19B), C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C23(H23), C24(H24),
 C25(H25), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C29(H29A,H29B,H29C),
 C30(H30A,H30B,H30C)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.67027(16) 0.62760(7) -0.00458(17) 0.0433(4) Uani 1 1 d . . . . .
H1A H 0.6129 0.6088 -0.0826 0.065 Uiso 1 1 calc GR . . . .
H1B H 0.7675 0.6267 -0.0051 0.065 Uiso 1 1 calc GR . . . .
H1C H 0.6406 0.6680 -0.0019 0.065 Uiso 1 1 calc GR . . . .
C2 C 0.65435(14) 0.59548(6) 0.11324(15) 0.0349(3) Uani 1 1 d . . . . .
C3 C 0.69536(16) 0.53214(7) 0.11154(16) 0.0397(3) Uani 1 1 d . . . . .
H3A H 0.6847 0.5127 0.1888 0.060 Uiso 1 1 calc GR . . . .
H3B H 0.7921 0.5296 0.1099 0.060 Uiso 1 1 calc GR . . . .
H3C H 0.6357 0.5132 0.0348 0.060 Uiso 1 1 calc GR . . . .
C4 C 0.73130(16) 0.62679(7) 0.23578(17) 0.0435(4) Uani 1 1 d . . . . .
H4A H 0.6881 0.6647 0.2392 0.065 Uiso 1 1 calc GR . . . .
H4B H 0.8282 0.6323 0.2367 0.065 Uiso 1 1 calc GR . . . .
H4C H 0.7272 0.6036 0.3106 0.065 Uiso 1 1 calc GR . . . .
O5 O 0.50283(10) 0.59874(4) 0.09378(10) 0.0350(2) Uani 1 1 d . . . . .
C6 C 0.44514(14) 0.57585(6) 0.18051(13) 0.0316(3) Uani 1 1 d . . . . .
O6 O 0.50425(10) 0.55535(5) 0.28459(10) 0.0380(2) Uani 1 1 d . . . . .
N7 N 0.30446(12) 0.57756(5) 0.13251(11) 0.0309(2) Uani 1 1 d . . . . .
C8 C 0.22062(15) 0.61319(7) 0.02625(14) 0.0358(3) Uani 1 1 d . . . . .
H8A H 0.2013 0.5944 -0.0592 0.043 Uiso 1 1 calc R . . . .
H8B H 0.2562 0.6531 0.0239 0.043 Uiso 1 1 calc R . . . .
C9 C 0.10071(14) 0.60876(6) 0.08845(14) 0.0340(3) Uani 1 1 d . . . . .
H9A H 0.0258 0.5821 0.0432 0.041 Uiso 1 1 calc R . . . .
H9B H 0.0629 0.6468 0.1047 0.041 Uiso 1 1 calc R . . . .
C10 C 0.20559(13) 0.58142(6) 0.21042(13) 0.0290(3) Uani 1 1 d . . . . .
C11 C 0.15791(13) 0.52473(6) 0.25320(13) 0.0302(3) Uani 1 1 d . . . . .
C12 C 0.21293(15) 0.47187(6) 0.23092(15) 0.0373(3) Uani 1 1 d . . . . .
H12 H 0.2854 0.4708 0.1904 0.045 Uiso 1 1 calc R . . . .
C13 C 0.16260(18) 0.42039(7) 0.26765(17) 0.0453(4) Uani 1 1 d . . . . .
H13 H 0.2005 0.3843 0.2516 0.054 Uiso 1 1 calc R . . . .
C14 C 0.05757(17) 0.42140(7) 0.32749(17) 0.0452(4) Uani 1 1 d . . . . .
H14 H 0.0249 0.3863 0.3545 0.054 Uiso 1 1 calc R . . . .
C15 C 0.00076(16) 0.47387(7) 0.34763(16) 0.0421(3) Uani 1 1 d . . . . .
H15 H -0.0726 0.4747 0.3871 0.051 Uiso 1 1 calc R . . . .
C16 C 0.04988(14) 0.52536(7) 0.31080(14) 0.0359(3) Uani 1 1 d . . . . .
H16 H 0.0098 0.5612 0.3248 0.043 Uiso 1 1 calc R . . . .
C17 C 0.25522(13) 0.62832(6) 0.31562(13) 0.0286(3) Uani 1 1 d . . . . .
O17 O 0.25852(10) 0.67917(4) 0.27901(9) 0.0331(2) Uani 1 1 d . . . . .
N18 N 0.28941(11) 0.61381(5) 0.44023(11) 0.0284(2) Uani 1 1 d . . . . .
C19 C 0.33914(14) 0.55939(6) 0.51145(13) 0.0319(3) Uani 1 1 d . . . . .
H19A H 0.4138 0.5398 0.4841 0.038 Uiso 1 1 calc R . . . .
H19B H 0.2641 0.5319 0.5133 0.038 Uiso 1 1 calc R . . . .
C20 C 0.39141(15) 0.59540(6) 0.63542(13) 0.0331(3) Uani 1 1 d . . . . .
H20A H 0.4933 0.5947 0.6718 0.040 Uiso 1 1 calc R . . . .
H20B H 0.3445 0.5861 0.7021 0.040 Uiso 1 1 calc R . . . .
C21 C 0.33592(14) 0.65172(6) 0.55774(13) 0.0299(3) Uani 1 1 d . . . . .
C22 C 0.21343(14) 0.67964(6) 0.59235(13) 0.0309(3) Uani 1 1 d . . . . .
C23 C 0.09703(15) 0.69863(6) 0.49831(14) 0.0352(3) Uani 1 1 d . . . . .
H23 H 0.0921 0.6934 0.4101 0.042 Uiso 1 1 calc R . . . .
C24 C -0.01234(17) 0.72523(7) 0.53157(16) 0.0409(3) Uani 1 1 d . . . . .
H24 H -0.0913 0.7378 0.4660 0.049 Uiso 1 1 calc R . . . .
C25 C -0.00690(17) 0.73349(7) 0.65951(17) 0.0428(4) Uani 1 1 d . . . . .
H25 H -0.0810 0.7522 0.6821 0.051 Uiso 1 1 calc R . . . .
C26 C 0.10774(18) 0.71417(7) 0.75432(16) 0.0416(3) Uani 1 1 d . . . . .
H26 H 0.1119 0.7194 0.8424 0.050 Uiso 1 1 calc R . . . .
C27 C 0.21646(16) 0.68729(6) 0.72128(14) 0.0369(3) Uani 1 1 d . . . . .
H27 H 0.2941 0.6739 0.7872 0.044 Uiso 1 1 calc R . . . .
O28 O 0.39188(11) 0.74732(4) 0.48198(11) 0.0381(2) Uani 1 1 d . . . . .
C28 C 0.45105(14) 0.69731(6) 0.55445(14) 0.0339(3) Uani 1 1 d . . . . .
C29 C 0.55991(15) 0.67076(7) 0.49670(16) 0.0411(3) Uani 1 1 d . . . . .
H29A H 0.5179 0.6626 0.4052 0.062 Uiso 1 1 calc GR . . . .
H29B H 0.5948 0.6346 0.5418 0.062 Uiso 1 1 calc GR . . . .
H29C H 0.6367 0.6981 0.5061 0.062 Uiso 1 1 calc GR . . . .
C30 C 0.51855(17) 0.71977(7) 0.68928(16) 0.0441(4) Uani 1 1 d . . . . .
H30A H 0.5922 0.7473 0.6869 0.066 Uiso 1 1 calc GR . . . .
H30B H 0.5581 0.6872 0.7458 0.066 Uiso 1 1 calc GR . . . .
H30C H 0.4489 0.7394 0.7222 0.066 Uiso 1 1 calc GR . . . .
H28 H 0.341(2) 0.7326(10) 0.406(2) 0.066 Uiso 1 1 d R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
H1A C1 H1B 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
C3 C2 C1 111.41(13) . .
C3 C2 C4 113.18(13) . .
C4 C2 C1 110.71(13) . .
O5 C2 C1 101.61(11) . .
O5 C2 C3 108.63(11) . .
O5 C2 C4 110.69(11) . .
C2 C3 H3A 109.5 . .
C2 C3 H3B 109.5 . .
C2 C3 H3C 109.5 . .
H3A C3 H3B 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
C2 C4 H4A 109.5 . .
C2 C4 H4B 109.5 . .
C2 C4 H4C 109.5 . .
H4A C4 H4B 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
C6 O5 C2 120.63(11) . .
O5 C6 N7 109.11(12) . .
O6 C6 O5 127.38(13) . .
O6 C6 N7 123.49(13) . .
C6 N7 C8 128.34(12) . .
C6 N7 C10 125.23(11) . .
C8 N7 C10 94.73(10) . .
N7 C8 H8A 113.9 . .
N7 C8 H8B 113.9 . .
N7 C8 C9 88.23(10) . .
H8A C8 H8B 111.1 . .
C9 C8 H8A 113.9 . .
C9 C8 H8B 113.9 . .
C8 C9 H9A 113.9 . .
C8 C9 H9B 113.9 . .
C8 C9 C10 88.28(10) . .
H9A C9 H9B 111.1 . .
C10 C9 H9A 113.9 . .
C10 C9 H9B 113.9 . .
N7 C10 C9 86.88(10) . .
N7 C10 C11 116.50(11) . .
N7 C10 C17 109.40(10) . .
C11 C10 C9 114.10(11) . .
C11 C10 C17 116.34(11) . .
C17 C10 C9 109.91(11) . .
C12 C11 C10 122.07(12) . .
C12 C11 C16 119.02(13) . .
C16 C11 C10 118.82(12) . .
C11 C12 H12 119.8 . .
C11 C12 C13 120.32(14) . .
C13 C12 H12 119.8 . .
C12 C13 H13 119.8 . .
C14 C13 C12 120.35(15) . .
C14 C13 H13 119.8 . .
C13 C14 H14 120.3 . .
C15 C14 C13 119.48(15) . .
C15 C14 H14 120.3 . .
C14 C15 H15 119.7 . .
C14 C15 C16 120.53(15) . .
C16 C15 H15 119.7 . .
C11 C16 H16 119.9 . .
C15 C16 C11 120.27(14) . .
C15 C16 H16 119.9 . .
O17 C17 C10 117.16(12) . .
O17 C17 N18 122.40(12) . .
N18 C17 C10 120.42(11) . .
C17 N18 C19 133.58(11) . .
C17 N18 C21 129.66(11) . .
C19 N18 C21 94.10(10) . .
N18 C19 H19A 113.8 . .
N18 C19 H19B 113.8 . .
N18 C19 C20 88.90(10) . .
H19A C19 H19B 111.1 . .
C20 C19 H19A 113.8 . .
C20 C19 H19B 113.8 . .
C19 C20 H20A 113.7 . .
C19 C20 H20B 113.7 . .
C19 C20 C21 89.71(10) . .
H20A C20 H20B 110.9 . .
C21 C20 H20A 113.7 . .
C21 C20 H20B 113.7 . .
N18 C21 C20 87.28(10) . .
N18 C21 C22 111.73(10) . .
N18 C21 C28 115.20(11) . .
C20 C21 C28 114.38(11) . .
C22 C21 C20 114.17(11) . .
C22 C21 C28 111.98(11) . .
C23 C22 C21 121.69(12) . .
C23 C22 C27 118.04(13) . .
C27 C22 C21 120.26(13) . .
C22 C23 H23 119.5 . .
C22 C23 C24 120.94(14) . .
C24 C23 H23 119.5 . .
C23 C24 H24 119.8 . .
C25 C24 C23 120.42(15) . .
C25 C24 H24 119.8 . .
C24 C25 H25 120.4 . .
C24 C25 C26 119.29(14) . .
C26 C25 H25 120.4 . .
C25 C26 H26 119.8 . .
C25 C26 C27 120.34(15) . .
C27 C26 H26 119.8 . .
C22 C27 H27 119.5 . .
C26 C27 C22 120.95(15) . .
C26 C27 H27 119.5 . .
C28 O28 H28 103.9(15) . .
O28 C28 C21 110.82(11) . .
O28 C28 C29 109.52(12) . .
O28 C28 C30 105.00(12) . .
C29 C28 C21 110.95(12) . .
C30 C28 C21 109.92(12) . .
C30 C28 C29 110.47(13) . .
C28 C29 H29A 109.5 . .
C28 C29 H29B 109.5 . .
C28 C29 H29C 109.5 . .
H29A C29 H29B 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C28 C30 H30A 109.5 . .
C28 C30 H30B 109.5 . .
C28 C30 H30C 109.5 . .
H30A C30 H30B 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C1 C2 1.521(2) .
C2 C3 1.518(2) .
C2 C4 1.518(2) .
C2 O5 1.4806(15) .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
O5 C6 1.3415(17) .
C6 O6 1.2127(18) .
C6 N7 1.3645(17) .
N7 C8 1.4714(18) .
N7 C10 1.4750(17) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C8 C9 1.540(2) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C9 C10 1.5726(18) .
C10 C11 1.5078(19) .
C10 C17 1.5475(18) .
C11 C12 1.386(2) .
C11 C16 1.3953(19) .
C12 H12 0.9500 .
C12 C13 1.390(2) .
C13 H13 0.9500 .
C13 C14 1.385(2) .
C14 H14 0.9500 .
C14 C15 1.380(2) .
C15 H15 0.9500 .
C15 C16 1.386(2) .
C16 H16 0.9500 .
C17 O17 1.2400(17) .
C17 N18 1.3375(17) .
N18 C19 1.4834(17) .
N18 C21 1.5053(17) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C19 C20 1.5394(19) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C20 C21 1.5619(18) .
C21 C22 1.5260(19) .
C21 C28 1.5708(19) .
C22 C23 1.390(2) .
C22 C27 1.398(2) .
C23 H23 0.9500 .
C23 C24 1.391(2) .
C24 H24 0.9500 .
C24 C25 1.383(2) .
C25 H25 0.9500 .
C25 C26 1.385(2) .
C26 H26 0.9500 .
C26 C27 1.387(2) .
C27 H27 0.9500 .
O28 C28 1.4267(17) .
O28 H28 0.91(2) .
C28 C29 1.531(2) .
C28 C30 1.518(2) .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O28 H28 O17 0.91(2) 1.86(2) 2.7279(15) 160(2) .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C1 C2 O5 C6 -178.65(12) . . . .
C2 O5 C6 O6 6.6(2) . . . .
C2 O5 C6 N7 -171.95(11) . . . .
C3 C2 O5 C6 63.80(16) . . . .
C4 C2 O5 C6 -61.04(17) . . . .
O5 C6 N7 C8 -18.31(19) . . . .
O5 C6 N7 C10 -151.71(12) . . . .
C6 N7 C8 C9 -154.23(14) . . . .
C6 N7 C10 C9 155.68(13) . . . .
C6 N7 C10 C11 -88.86(16) . . . .
C6 N7 C10 C17 45.66(17) . . . .
O6 C6 N7 C8 163.09(14) . . . .
O6 C6 N7 C10 29.7(2) . . . .
N7 C8 C9 C10 10.07(10) . . . .
N7 C10 C11 C12 5.66(18) . . . .
N7 C10 C11 C16 -170.82(12) . . . .
N7 C10 C17 O17 64.62(15) . . . .
N7 C10 C17 N18 -116.94(13) . . . .
C8 N7 C10 C9 10.56(11) . . . .
C8 N7 C10 C11 126.01(12) . . . .
C8 N7 C10 C17 -99.46(12) . . . .
C8 C9 C10 N7 -10.05(10) . . . .
C8 C9 C10 C11 -127.77(12) . . . .
C8 C9 C10 C17 99.46(12) . . . .
C9 C10 C11 C12 104.66(15) . . . .
C9 C10 C11 C16 -71.82(16) . . . .
C9 C10 C17 O17 -29.17(16) . . . .
C9 C10 C17 N18 149.27(12) . . . .
C10 N7 C8 C9 -10.78(11) . . . .
C10 C11 C12 C13 -177.62(14) . . . .
C10 C11 C16 C15 178.02(13) . . . .
C10 C17 N18 C19 25.4(2) . . . .
C10 C17 N18 C21 -178.11(11) . . . .
C11 C10 C17 O17 -160.78(11) . . . .
C11 C10 C17 N18 17.66(17) . . . .
C11 C12 C13 C14 -0.4(2) . . . .
C12 C11 C16 C15 1.4(2) . . . .
C12 C13 C14 C15 1.6(3) . . . .
C13 C14 C15 C16 -1.3(2) . . . .
C14 C15 C16 C11 -0.2(2) . . . .
C16 C11 C12 C13 -1.1(2) . . . .
C17 C10 C11 C12 -125.71(14) . . . .
C17 C10 C11 C16 57.80(16) . . . .
C17 N18 C19 C20 161.30(14) . . . .
C17 N18 C21 C20 -162.40(13) . . . .
C17 N18 C21 C22 82.62(16) . . . .
C17 N18 C21 C28 -46.65(18) . . . .
O17 C17 N18 C19 -156.24(13) . . . .
O17 C17 N18 C21 0.2(2) . . . .
N18 C19 C20 C21 0.74(10) . . . .
N18 C21 C22 C23 -37.19(17) . . . .
N18 C21 C22 C27 143.44(12) . . . .
N18 C21 C28 O28 81.12(14) . . . .
N18 C21 C28 C29 -40.78(16) . . . .
N18 C21 C28 C30 -163.26(12) . . . .
C19 N18 C21 C20 0.76(10) . . . .
C19 N18 C21 C22 -114.23(11) . . . .
C19 N18 C21 C28 116.51(12) . . . .
C19 C20 C21 N18 -0.73(10) . . . .
C19 C20 C21 C22 111.91(12) . . . .
C19 C20 C21 C28 -117.25(12) . . . .
C20 C21 C22 C23 -134.25(13) . . . .
C20 C21 C22 C27 46.38(17) . . . .
C20 C21 C28 O28 -179.92(11) . . . .
C20 C21 C28 C29 58.18(16) . . . .
C20 C21 C28 C30 -64.30(16) . . . .
C21 N18 C19 C20 -0.77(10) . . . .
C21 C22 C23 C24 -178.47(13) . . . .
C21 C22 C27 C26 178.04(13) . . . .
C22 C21 C28 O28 -48.02(15) . . . .
C22 C21 C28 C29 -169.92(12) . . . .
C22 C21 C28 C30 67.60(15) . . . .
C22 C23 C24 C25 0.3(2) . . . .
C23 C22 C27 C26 -1.4(2) . . . .
C23 C24 C25 C26 -1.0(2) . . . .
C24 C25 C26 C27 0.6(2) . . . .
C25 C26 C27 C22 0.6(2) . . . .
C27 C22 C23 C24 0.9(2) . . . .
C28 C21 C22 C23 93.74(15) . . . .
C28 C21 C22 C27 -85.63(15) . . . .
