#------------------------------------------------------------------------------
#$Date: 2015-10-20 17:00:12 +0300 (Tue, 20 Oct 2015) $
#$Revision: 169190 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/79/7117949.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_7117949
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
_chemical_name_systematic
;
 ?
;
_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             2014-09-14
_audit_creation_method
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_audit_update_record
;
2015-07-13 deposited with the CCDC.
2015-08-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.495(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.0493(5)
_cell_length_b                   6.6839(2)
_cell_length_c                   24.3241(10)
_cell_measurement_reflns_used    1555
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      76.7400
_cell_measurement_theta_min      3.7820
_cell_volume                     2405.78(15)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_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    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      180(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1417
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details
;
  1 omega  -66.00  -33.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109   57.0000   90.0000 33

  2 omega  -50.00   32.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109   38.0000 -150.0000 82

  3 omega    6.00   31.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109   57.0000   90.0000 25

  4 omega  -47.00   33.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109   38.0000  -30.0000 80

  5 omega  -45.00  -19.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109   38.0000  -60.0000 26

  6 omega   41.00   78.00   1.0000   82.5000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -45.0000  -90.0000 37

  7 omega   48.00   96.00   1.0000   82.5000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -45.0000  120.0000 48

  8 omega   38.00   70.00   1.0000   82.5000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -30.0000   90.0000 32

  9 omega  109.00  178.00   1.0000   82.5000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   45.0000 -180.0000 69

 10 omega   88.00  178.00   1.0000   82.5000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   45.0000 -120.0000 90

 11 omega   62.00   93.00   1.0000   82.5000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -45.0000  -60.0000 31

 12 omega   85.00  178.00   1.0000   82.5000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   61.0000  120.0000 93
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0389974000
_diffrn_orient_matrix_UB_12      0.1635886000
_diffrn_orient_matrix_UB_13      -0.0334208000
_diffrn_orient_matrix_UB_21      -0.0925397000
_diffrn_orient_matrix_UB_22      0.0211217000
_diffrn_orient_matrix_UB_23      -0.0388812000
_diffrn_orient_matrix_UB_31      -0.0275443000
_diffrn_orient_matrix_UB_32      0.1608767000
_diffrn_orient_matrix_UB_33      0.0390019000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_av_unetI/netI     0.0780
_diffrn_reflns_laue_measured_fraction_full 0.997
_diffrn_reflns_laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            8764
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.079
_diffrn_reflns_theta_min         3.788
_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  0.96420
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
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    1.244
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         4971
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0503
_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)+(0.0291P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1049
_refine_ls_wR_factor_ref         0.1218
_reflns_Friedel_coverage         0.000
_reflns_friedel_fraction_full    .
_reflns_friedel_fraction_max     .
_reflns_number_gt                3321
_reflns_number_total             4971
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5cc06323j2.cif
_cod_data_source_block           vn1
_cod_original_cell_volume        2405.77(16)
_cod_database_code               7117949
_shelxl_version_number           2013-4
_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 99.08
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.42
_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)
;
_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 0.03970(16) 0.4391(4) 0.32492(11) 0.0475(6) Uani 1 1 d . . . . .
H1A H 0.0345 0.2949 0.3177 0.071 Uiso 1 1 calc GR . . . .
H1B H 0.0011 0.5114 0.2945 0.071 Uiso 1 1 calc GR . . . .
H1C H 0.0205 0.4694 0.3604 0.071 Uiso 1 1 calc GR . . . .
C2 C 0.13727(16) 0.5037(4) 0.32813(10) 0.0400(5) Uani 1 1 d . . . . .
C3 C 0.1682(2) 0.4630(5) 0.27290(11) 0.0565(7) Uani 1 1 d . . . . .
H3A H 0.1307 0.5397 0.2430 0.085 Uiso 1 1 calc GR . . . .
H3B H 0.1622 0.3199 0.2642 0.085 Uiso 1 1 calc GR . . . .
H3C H 0.2315 0.5032 0.2759 0.085 Uiso 1 1 calc GR . . . .
C4 C 0.1517(2) 0.7218(4) 0.34522(13) 0.0574(7) Uani 1 1 d . . . . .
H4A H 0.1332 0.7429 0.3814 0.086 Uiso 1 1 calc GR . . . .
H4B H 0.1155 0.8073 0.3169 0.086 Uiso 1 1 calc GR . . . .
H4C H 0.2158 0.7558 0.3484 0.086 Uiso 1 1 calc GR . . . .
O5 O 0.19778(10) 0.3752(3) 0.36723(7) 0.0387(4) Uani 1 1 d . . . . .
C6 C 0.18622(14) 0.3580(3) 0.42128(9) 0.0316(4) Uani 1 1 d . . . . .
O6 O 0.13425(10) 0.4546(2) 0.44316(7) 0.0377(4) Uani 1 1 d . . . . .
N7 N 0.23967(13) 0.2078(3) 0.44545(8) 0.0336(4) Uani 1 1 d . . . . .
C8 C 0.31520(15) 0.1018(3) 0.42836(10) 0.0348(5) Uani 1 1 d . . . . .
H8A H 0.3651 0.1903 0.4219 0.042 Uiso 1 1 calc R . . . .
H8B H 0.2970 0.0090 0.3966 0.042 Uiso 1 1 calc R . . . .
C9 C 0.33201(15) -0.0011(3) 0.48607(9) 0.0342(5) Uani 1 1 d . . . . .
H9A H 0.3946 0.0131 0.5069 0.041 Uiso 1 1 calc R . . . .
H9B H 0.3120 -0.1423 0.4852 0.041 Uiso 1 1 calc R . . . .
C10 C 0.26337(14) 0.1499(3) 0.50472(9) 0.0302(4) Uani 1 1 d . . . . .
C11 C 0.18495(14) 0.0733(3) 0.53010(9) 0.0311(4) Uani 1 1 d . . . . .
C12 C 0.15826(15) -0.1268(3) 0.52611(10) 0.0380(5) Uani 1 1 d . . . . .
H12 H 0.1918 -0.2214 0.5091 0.046 Uiso 1 1 calc R . . . .
C13 C 0.08257(16) -0.1879(4) 0.54713(11) 0.0449(6) Uani 1 1 d . . . . .
H13 H 0.0646 -0.3242 0.5441 0.054 Uiso 1 1 calc R . . . .
C14 C 0.03348(16) -0.0527(4) 0.57224(11) 0.0457(6) Uani 1 1 d . . . . .
H14 H -0.0180 -0.0956 0.5866 0.055 Uiso 1 1 calc R . . . .
C15 C 0.05979(16) 0.1469(4) 0.57639(11) 0.0444(6) Uani 1 1 d . . . . .
H15 H 0.0261 0.2411 0.5935 0.053 Uiso 1 1 calc R . . . .
C16 C 0.13507(15) 0.2081(3) 0.55564(10) 0.0381(5) Uani 1 1 d . . . . .
H16 H 0.1530 0.3445 0.5589 0.046 Uiso 1 1 calc R . . . .
C17 C 0.31681(13) 0.3189(3) 0.53952(9) 0.0279(4) Uani 1 1 d . . . . .
O17 O 0.32764(10) 0.4840(2) 0.51880(6) 0.0321(3) Uani 1 1 d . . . . .
N18 N 0.35373(11) 0.2675(2) 0.59184(7) 0.0275(3) Uani 1 1 d . . . . .
C19 C 0.35601(16) 0.0757(3) 0.62228(10) 0.0352(5) Uani 1 1 d . . . . .
H19A H 0.3698 -0.0415 0.6004 0.042 Uiso 1 1 calc R . . . .
H19B H 0.3019 0.0511 0.6391 0.042 Uiso 1 1 calc R . . . .
C20 C 0.43788(15) 0.1552(3) 0.66395(10) 0.0356(5) Uani 1 1 d . . . . .
H20A H 0.4962 0.0956 0.6592 0.043 Uiso 1 1 calc R . . . .
H20B H 0.4302 0.1491 0.7035 0.043 Uiso 1 1 calc R . . . .
C21 C 0.41982(13) 0.3671(3) 0.63684(9) 0.0278(4) Uani 1 1 d . . . . .
C22 C 0.37250(14) 0.5034(3) 0.67250(9) 0.0291(4) Uani 1 1 d . . . . .
C23 C 0.40833(16) 0.5281(3) 0.72923(10) 0.0381(5) Uani 1 1 d . . . . .
H23 H 0.4629 0.4621 0.7450 0.046 Uiso 1 1 calc R . . . .
C24 C 0.36512(18) 0.6479(4) 0.76285(10) 0.0437(5) Uani 1 1 d . . . . .
H24 H 0.3910 0.6652 0.8012 0.052 Uiso 1 1 calc R . . . .
C25 C 0.28498(18) 0.7420(3) 0.74106(11) 0.0427(6) Uani 1 1 d . . . . .
H25 H 0.2552 0.8226 0.7643 0.051 Uiso 1 1 calc R . . . .
C26 C 0.24824(16) 0.7178(3) 0.68496(10) 0.0379(5) Uani 1 1 d . . . . .
H26 H 0.1930 0.7822 0.6697 0.046 Uiso 1 1 calc R . . . .
C27 C 0.29177(14) 0.5998(3) 0.65082(9) 0.0309(4) Uani 1 1 d . . . . .
H27 H 0.2661 0.5849 0.6124 0.037 Uiso 1 1 calc R . . . .
C28 C 0.50017(14) 0.4712(3) 0.61569(9) 0.0331(4) Uani 1 1 d . . . . .
O28 O 0.47062(10) 0.6568(2) 0.58929(7) 0.0343(3) Uani 1 1 d . . . . .
C29 C 0.53870(16) 0.3392(4) 0.57410(11) 0.0447(6) Uani 1 1 d . . . . .
H29A H 0.4923 0.3173 0.5408 0.067 Uiso 1 1 calc GR . . . .
H29B H 0.5574 0.2102 0.5916 0.067 Uiso 1 1 calc GR . . . .
H29C H 0.5910 0.4058 0.5634 0.067 Uiso 1 1 calc GR . . . .
C30 C 0.57414(15) 0.5248(4) 0.66505(11) 0.0478(6) Uani 1 1 d . . . . .
H30A H 0.5901 0.4062 0.6884 0.072 Uiso 1 1 calc GR . . . .
H30B H 0.5523 0.6302 0.6872 0.072 Uiso 1 1 calc GR . . . .
H30C H 0.6276 0.5726 0.6512 0.072 Uiso 1 1 calc GR . . . .
H28 H 0.425(2) 0.629(5) 0.5617(14) 0.072 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 . .
C1 C2 C3 110.6(2) . .
C1 C2 C4 112.0(2) . .
C4 C2 C3 111.1(2) . .
O5 C2 C1 110.3(2) . .
O5 C2 C3 102.3(2) . .
O5 C2 C4 110.1(2) . .
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 120.08(18) . .
O6 C6 O5 125.9(2) . .
O6 C6 N7 125.9(2) . .
N7 C6 O5 108.17(18) . .
C6 N7 C8 131.88(19) . .
C6 N7 C10 129.76(19) . .
C8 N7 C10 95.10(16) . .
N7 C8 H8A 114.0 . .
N7 C8 H8B 114.0 . .
N7 C8 C9 87.96(16) . .
H8A C8 H8B 111.2 . .
C9 C8 H8A 114.0 . .
C9 C8 H8B 114.0 . .
C8 C9 H9A 114.0 . .
C8 C9 H9B 114.0 . .
C8 C9 C10 88.21(15) . .
H9A C9 H9B 111.2 . .
C10 C9 H9A 114.0 . .
C10 C9 H9B 114.0 . .
N7 C10 C9 86.60(15) . .
N7 C10 C11 114.79(17) . .
N7 C10 C17 110.69(17) . .
C11 C10 C9 120.16(17) . .
C11 C10 C17 112.92(17) . .
C17 C10 C9 108.90(16) . .
C12 C11 C10 122.1(2) . .
C16 C11 C10 119.14(19) . .
C16 C11 C12 118.7(2) . .
C11 C12 H12 120.0 . .
C13 C12 C11 120.0(2) . .
C13 C12 H12 120.0 . .
C12 C13 H13 119.6 . .
C14 C13 C12 120.7(2) . .
C14 C13 H13 119.6 . .
C13 C14 H14 120.2 . .
C13 C14 C15 119.5(2) . .
C15 C14 H14 120.2 . .
C14 C15 H15 120.0 . .
C16 C15 C14 119.9(2) . .
C16 C15 H15 120.0 . .
C11 C16 H16 119.5 . .
C15 C16 C11 121.1(2) . .
C15 C16 H16 119.5 . .
O17 C17 C10 121.53(19) . .
O17 C17 N18 123.7(2) . .
N18 C17 C10 114.71(17) . .
C17 N18 C19 131.84(18) . .
C17 N18 C21 133.51(17) . .
C19 N18 C21 93.88(15) . .
N18 C19 H19A 113.9 . .
N18 C19 H19B 113.9 . .
N18 C19 C20 88.46(16) . .
H19A C19 H19B 111.1 . .
C20 C19 H19A 113.9 . .
C20 C19 H19B 113.9 . .
C19 C20 H20A 113.9 . .
C19 C20 H20B 113.9 . .
C19 C20 C21 88.76(15) . .
H20A C20 H20B 111.1 . .
C21 C20 H20A 113.9 . .
C21 C20 H20B 113.9 . .
N18 C21 C20 86.95(15) . .
N18 C21 C22 111.48(16) . .
N18 C21 C28 114.14(17) . .
C22 C21 C20 111.42(17) . .
C22 C21 C28 113.10(17) . .
C28 C21 C20 117.16(17) . .
C23 C22 C21 119.83(19) . .
C27 C22 C21 121.89(19) . .
C27 C22 C23 118.2(2) . .
C22 C23 H23 119.6 . .
C24 C23 C22 120.8(2) . .
C24 C23 H23 119.6 . .
C23 C24 H24 119.7 . .
C25 C24 C23 120.5(2) . .
C25 C24 H24 119.7 . .
C24 C25 H25 120.3 . .
C24 C25 C26 119.4(2) . .
C26 C25 H25 120.3 . .
C25 C26 H26 119.8 . .
C25 C26 C27 120.5(2) . .
C27 C26 H26 119.8 . .
C22 C27 C26 120.6(2) . .
C22 C27 H27 119.7 . .
C26 C27 H27 119.7 . .
O28 C28 C21 109.77(16) . .
O28 C28 C29 109.08(18) . .
O28 C28 C30 105.82(19) . .
C29 C28 C21 111.70(19) . .
C30 C28 C21 110.10(18) . .
C30 C28 C29 110.21(19) . .
C28 O28 H28 107(2) . .
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 1.519(3) .
C2 C3 1.524(4) .
C2 C4 1.521(3) .
C2 O5 1.468(3) .
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 1.362(3) .
C6 O6 1.210(3) .
C6 N7 1.352(3) .
N7 C8 1.462(3) .
N7 C10 1.473(3) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C8 C9 1.542(3) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C9 C10 1.569(3) .
C10 C11 1.517(3) .
C10 C17 1.546(3) .
C11 C12 1.395(3) .
C11 C16 1.390(3) .
C12 H12 0.9500 .
C12 C13 1.392(3) .
C13 H13 0.9500 .
C13 C14 1.378(4) .
C14 H14 0.9500 .
C14 C15 1.390(4) .
C15 H15 0.9500 .
C15 C16 1.383(3) .
C16 H16 0.9500 .
C17 O17 1.236(3) .
C17 N18 1.337(3) .
N18 C19 1.478(3) .
N18 C21 1.495(3) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C19 C20 1.540(3) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C20 C21 1.565(3) .
C21 C22 1.521(3) .
C21 C28 1.561(3) .
C22 C23 1.397(3) .
C22 C27 1.391(3) .
C23 H23 0.9500 .
C23 C24 1.388(3) .
C24 H24 0.9500 .
C24 C25 1.378(4) .
C25 H25 0.9500 .
C25 C26 1.385(3) .
C26 H26 0.9500 .
C26 C27 1.393(3) .
C27 H27 0.9500 .
C28 O28 1.430(3) .
C28 C29 1.533(3) .
C28 C30 1.524(3) .
O28 H28 0.88(3) .
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 0.88(3) 1.91(3) 2.750(2) 159(3) .
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 -57.1(3) . . . .
C2 O5 C6 O6 -7.2(3) . . . .
C2 O5 C6 N7 169.86(18) . . . .
C3 C2 O5 C6 -174.8(2) . . . .
C4 C2 O5 C6 67.0(3) . . . .
O5 C6 N7 C8 14.7(3) . . . .
O5 C6 N7 C10 169.0(2) . . . .
C6 N7 C8 C9 171.9(2) . . . .
C6 N7 C10 C9 -172.4(2) . . . .
C6 N7 C10 C11 65.8(3) . . . .
C6 N7 C10 C17 -63.4(3) . . . .
O6 C6 N7 C8 -168.2(2) . . . .
O6 C6 N7 C10 -13.9(4) . . . .
N7 C8 C9 C10 -10.71(16) . . . .
N7 C10 C11 C12 86.0(3) . . . .
N7 C10 C11 C16 -90.7(2) . . . .
N7 C10 C17 O17 6.7(3) . . . .
N7 C10 C17 N18 -169.66(16) . . . .
C8 N7 C10 C9 -11.28(16) . . . .
C8 N7 C10 C11 -133.08(18) . . . .
C8 N7 C10 C17 97.65(18) . . . .
C8 C9 C10 N7 10.65(16) . . . .
C8 C9 C10 C11 127.5(2) . . . .
C8 C9 C10 C17 -100.06(18) . . . .
C9 C10 C11 C12 -15.1(3) . . . .
C9 C10 C11 C16 168.2(2) . . . .
C9 C10 C17 O17 100.3(2) . . . .
C9 C10 C17 N18 -76.1(2) . . . .
C10 N7 C8 C9 11.47(17) . . . .
C10 C11 C12 C13 -176.2(2) . . . .
C10 C11 C16 C15 176.1(2) . . . .
C10 C17 N18 C19 2.7(3) . . . .
C10 C17 N18 C21 169.96(18) . . . .
C11 C10 C17 O17 -123.5(2) . . . .
C11 C10 C17 N18 60.1(2) . . . .
C11 C12 C13 C14 -0.3(4) . . . .
C12 C11 C16 C15 -0.6(4) . . . .
C12 C13 C14 C15 0.2(4) . . . .
C13 C14 C15 C16 -0.3(4) . . . .
C14 C15 C16 C11 0.5(4) . . . .
C16 C11 C12 C13 0.5(3) . . . .
C17 C10 C11 C12 -145.9(2) . . . .
C17 C10 C11 C16 37.5(3) . . . .
C17 N18 C19 C20 159.9(2) . . . .
C17 N18 C21 C20 -159.8(2) . . . .
C17 N18 C21 C22 88.3(3) . . . .
C17 N18 C21 C28 -41.3(3) . . . .
O17 C17 N18 C19 -173.6(2) . . . .
O17 C17 N18 C21 -6.4(3) . . . .
N18 C19 C20 C21 10.34(16) . . . .
N18 C21 C22 C23 147.35(18) . . . .
N18 C21 C22 C27 -30.1(3) . . . .
N18 C21 C28 O28 77.1(2) . . . .
N18 C21 C28 C29 -44.0(2) . . . .
N18 C21 C28 C30 -166.82(18) . . . .
C19 N18 C21 C20 10.69(16) . . . .
C19 N18 C21 C22 -101.15(18) . . . .
C19 N18 C21 C28 129.18(18) . . . .
C19 C20 C21 N18 -10.23(16) . . . .
C19 C20 C21 C22 101.66(19) . . . .
C19 C20 C21 C28 -125.89(19) . . . .
C20 C21 C22 C23 52.0(2) . . . .
C20 C21 C22 C27 -125.4(2) . . . .
C20 C21 C28 O28 176.54(17) . . . .
C20 C21 C28 C29 55.4(3) . . . .
C20 C21 C28 C30 -67.4(2) . . . .
C21 N18 C19 C20 -10.85(16) . . . .
C21 C22 C23 C24 -178.5(2) . . . .
C21 C22 C27 C26 177.62(19) . . . .
C22 C21 C28 O28 -51.8(2) . . . .
C22 C21 C28 C29 -172.88(18) . . . .
C22 C21 C28 C30 64.3(2) . . . .
C22 C23 C24 C25 1.2(4) . . . .
C23 C22 C27 C26 0.1(3) . . . .
C23 C24 C25 C26 -0.7(4) . . . .
C24 C25 C26 C27 0.0(3) . . . .
C25 C26 C27 C22 0.4(3) . . . .
C27 C22 C23 C24 -0.9(3) . . . .
C28 C21 C22 C23 -82.4(2) . . . .
C28 C21 C22 C27 100.1(2) . . . .
