#------------------------------------------------------------------------------
#$Date: 2020-09-06 13:20:46 +0300 (Sun, 06 Sep 2020) $
#$Revision: 256172 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/76/7157621.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_7157621
loop_
_publ_author_name
'He, Huan'
'Cao, Ruiyuan'
'Cao, Ruidi'
'Liu, Xiao-Yu'
'Li, Wei'
'Yu, Di'
'Li, Yuexiang'
'Liu, Miaomiao'
'Wu, Yanmei'
'Wu, Pingzhou'
'Yang, Jin-Song'
'Yan, Yunzheng'
'Yang, Jingjing'
'Zheng, Zhi-Bing'
'Zhong, Wu'
'Qin, Yong'
_publ_section_title
;
 A light- and heat-driven glycal diazidation approach to nitrogenous
 carbohydrate derivatives with antiviral activity.
;
_journal_issue                   31
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              6155
_journal_page_last               6161
_journal_paper_doi               10.1039/d0ob01172j
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C40 H35 N7 O12'
_chemical_formula_sum            'C40 H35 N7 O12'
_chemical_formula_weight         805.75
_space_group_crystal_system      trigonal
_space_group_IT_number           152
_space_group_name_Hall           'P 31 2"'
_space_group_name_H-M_alt        'P 31 2 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-01-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-03-24 deposited with the CCDC.	2020-07-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   19.7672(8)
_cell_length_b                   19.7672(8)
_cell_length_c                   23.6968(12)
_cell_measurement_reflns_used    5847
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.1160
_cell_measurement_theta_min      3.2860
_cell_volume                     8018.8(6)
_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, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0874
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -87.00  -59.70   0.7000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.8106  178.0000  150.0000 39

#__ type_ start__ end____ width___ exp.time_
  2 omega  -70.00   53.90   0.7000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.8106    0.0000  120.0000 177

#__ type_ start__ end____ width___ exp.time_
  3 omega  -42.00   11.20   0.7000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.8106   19.0000   30.0000 76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0175588000
_diffrn_orient_matrix_UB_12      -0.0392682000
_diffrn_orient_matrix_UB_13      -0.0093801000
_diffrn_orient_matrix_UB_21      -0.0297968000
_diffrn_orient_matrix_UB_22      -0.0110978000
_diffrn_orient_matrix_UB_23      0.0205728000
_diffrn_orient_matrix_UB_31      -0.0228102000
_diffrn_orient_matrix_UB_32      0.0071383000
_diffrn_orient_matrix_UB_33      -0.0196121000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0489
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            34678
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         2.936
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71243
_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.
;
_exptl_crystal_density_diffrn    1.001
_exptl_crystal_F_000             2520
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.073
_refine_ls_abs_structure_details
;
 Flack x determined using 1764 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.8(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     536
_refine_ls_number_reflns         10925
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.1515
_refine_ls_R_factor_gt           0.0819
_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)+(0.1419P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2096
_refine_ls_wR_factor_ref         0.2662
_reflns_Friedel_coverage         0.838
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                5441
_reflns_number_total             10925
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ob01172j2.cif
_cod_data_source_block           190510_s5_hh_0405b
_cod_depositor_comments
'Adding full bibliography for 7157620--7157628.cif.'
_cod_original_cell_volume        8018.8(8)
_cod_database_code               7157621
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         c12h12n2o3
_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.
;
_shelx_estimated_absorpt_t_max   0.981
_shelx_estimated_absorpt_t_min   0.974
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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
2. Uiso/Uaniso restraints and constraints
Uanis(O2) = Uanis(O2A)
Uanis(C37) = Uanis(C36)
3. Others
 Sof(O2A)=1-FVAR(1)
 Sof(O2)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C17(H17), C25(H25)
4.b Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B)
4.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C20(H20), C21(H21),
 C22(H22), C23(H23), C24(H24), C28(H28), C29(H29), C30(H30), C31(H31), C32(H32),
  C36(H36), C37(H37), C38(H38), C39(H39), C40(H40)
4.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C16(H16A,H16B,H16C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'
'y, x, -z'
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
O1 O 0.3941(2) 0.7464(2) 0.37247(15) 0.0752(10) Uani 1 1 d . . . . .
O3 O 0.4112(3) 0.9019(3) 0.3700(2) 0.1086(15) Uani 1 1 d . . . . .
O4 O 0.5518(2) 0.8674(2) 0.24610(15) 0.0805(11) Uani 1 1 d . . . . .
O5 O 0.6151(3) 0.9961(3) 0.2570(2) 0.1039(14) Uani 1 1 d . . . . .
O6 O 0.6568(3) 0.7914(4) 0.3243(3) 0.148(2) Uani 1 1 d . . . . .
O7 O 0.4704(2) 0.6727(2) 0.41206(15) 0.0753(10) Uani 1 1 d . . . . .
O8 O 0.5828(3) 0.6882(3) 0.4475(2) 0.1157(16) Uani 1 1 d . . . . .
O9 O 0.4406(2) 0.7991(2) 0.50529(16) 0.0790(10) Uani 1 1 d . . . . .
O10 O 0.3144(3) 0.7506(3) 0.5270(2) 0.1052(14) Uani 1 1 d . . . . .
O11 O 0.5015(3) 0.7059(3) 0.5528(2) 0.0987(13) Uani 1 1 d . . . . .
O12 O 0.4642(4) 0.7427(5) 0.6292(3) 0.164(3) Uani 1 1 d . . . . .
N1 N 0.2935(3) 0.7142(4) 0.3089(3) 0.1007(16) Uani 1 1 d . . . . .
N2 N 0.2459(4) 0.6731(5) 0.3478(3) 0.115(2) Uani 1 1 d . . . . .
N3 N 0.1994(5) 0.6292(6) 0.3775(4) 0.167(4) Uani 1 1 d . . . . .
N4 N 0.3999(4) 0.8493(3) 0.2407(3) 0.0974(15) Uani 1 1 d . . . . .
N5 N 0.3620(4) 0.8116(4) 0.2009(3) 0.114(2) Uani 1 1 d . . . . .
N6 N 0.3264(7) 0.7833(6) 0.1630(4) 0.176(4) Uani 1 1 d . . . . .
N7 N 0.6086(3) 0.8640(3) 0.3597(2) 0.0751(12) Uani 1 1 d . . . . .
H7 H 0.621(3) 0.908(4) 0.378(2) 0.084(18) Uiso 1 1 d . . . . .
C1 C 0.3671(3) 0.7777(3) 0.3308(3) 0.0789(15) Uani 1 1 d . . . . .
C2 C 0.4219(3) 0.8057(3) 0.2801(2) 0.0747(14) Uani 1 1 d . . . . .
H2 H 0.4162 0.7597 0.2603 0.090 Uiso 1 1 calc R . . . .
C3 C 0.5067(3) 0.8560(3) 0.2970(2) 0.0745(15) Uani 1 1 d . . . . .
H3 H 0.5161 0.9063 0.3116 0.089 Uiso 1 1 calc R . . . .
C4 C 0.5286(3) 0.8147(3) 0.3406(2) 0.0695(14) Uani 1 1 d . . . . .
H4 H 0.5235 0.7670 0.3239 0.083 Uiso 1 1 calc R . . . .
C5 C 0.4737(3) 0.7926(3) 0.3909(2) 0.0693(14) Uani 1 1 d . . . . .
H5 H 0.4803 0.8407 0.4079 0.083 Uiso 1 1 calc R . . . .
C6 C 0.3513(5) 0.8382(5) 0.3579(3) 0.097(2) Uani 1 1 d . . . . .
C7 C 0.3997(7) 0.9595(5) 0.4035(4) 0.138(3) Uani 1 1 d . . . . .
H7A H 0.4463 0.9925 0.4246 0.206 Uiso 1 1 calc GR . . . .
H7B H 0.3567 0.9321 0.4291 0.206 Uiso 1 1 calc GR . . . .
H7C H 0.3888 0.9909 0.3784 0.206 Uiso 1 1 calc GR . . . .
C8 C 0.6022(3) 0.9392(3) 0.2297(2) 0.0739(15) Uani 1 1 d . . . . .
C9 C 0.6392(3) 0.9427(3) 0.1754(2) 0.0773(15) Uani 1 1 d . . . . .
C10 C 0.6148(5) 0.8793(4) 0.1420(3) 0.106(2) Uani 1 1 d . . . . .
H10 H 0.5746 0.8312 0.1543 0.127 Uiso 1 1 calc R . . . .
C11 C 0.6484(6) 0.8849(6) 0.0900(4) 0.139(3) Uani 1 1 d . . . . .
H11 H 0.6315 0.8409 0.0674 0.167 Uiso 1 1 calc R . . . .
C12 C 0.7076(6) 0.9569(7) 0.0719(4) 0.142(3) Uani 1 1 d . . . . .
H12 H 0.7314 0.9612 0.0372 0.170 Uiso 1 1 calc R . . . .
C13 C 0.7309(5) 1.0208(5) 0.1040(4) 0.116(3) Uani 1 1 d . . . . .
H13 H 0.7703 1.0691 0.0913 0.140 Uiso 1 1 calc R . . . .
C14 C 0.6969(4) 1.0149(4) 0.1553(3) 0.0939(18) Uani 1 1 d . . . . .
H14 H 0.7124 1.0595 0.1770 0.113 Uiso 1 1 calc R . . . .
C15 C 0.6661(4) 0.8483(4) 0.3501(3) 0.098(2) Uani 1 1 d . . . . .
C16 C 0.7425(5) 0.9029(5) 0.3759(5) 0.138(3) Uani 1 1 d . . . . .
H16A H 0.7409 0.9470 0.3913 0.207 Uiso 1 1 calc GR . . . .
H16B H 0.7827 0.9205 0.3477 0.207 Uiso 1 1 calc GR . . . .
H16C H 0.7536 0.8767 0.4055 0.207 Uiso 1 1 calc GR . . . .
C17 C 0.4835(3) 0.7456(3) 0.4360(2) 0.0696(14) Uani 1 1 d . . . . .
H17 H 0.5366 0.7746 0.4513 0.084 Uiso 1 1 calc R . . . .
C18 C 0.5226(4) 0.6487(4) 0.4222(3) 0.0821(16) Uani 1 1 d . . . . .
C19 C 0.4964(4) 0.5706(4) 0.4004(2) 0.0815(16) Uani 1 1 d . . . . .
C20 C 0.4309(4) 0.5323(4) 0.3670(3) 0.0917(18) Uani 1 1 d . . . . .
H20 H 0.4020 0.5561 0.3579 0.110 Uiso 1 1 calc R . . . .
C21 C 0.4084(5) 0.4584(5) 0.3471(4) 0.118(3) Uani 1 1 d . . . . .
H21 H 0.3647 0.4329 0.3240 0.142 Uiso 1 1 calc R . . . .
C22 C 0.4497(6) 0.4222(6) 0.3611(5) 0.136(3) Uani 1 1 d . . . . .
H22 H 0.4348 0.3727 0.3474 0.164 Uiso 1 1 calc R . . . .
C23 C 0.5135(7) 0.4605(7) 0.3959(4) 0.141(3) Uani 1 1 d . . . . .
H23 H 0.5408 0.4356 0.4068 0.169 Uiso 1 1 calc R . . . .
C24 C 0.5374(5) 0.5336(5) 0.4147(3) 0.105(2) Uani 1 1 d . . . . .
H24 H 0.5816 0.5590 0.4374 0.126 Uiso 1 1 calc R . . . .
C25 C 0.4246(3) 0.7250(3) 0.4835(2) 0.0761(15) Uani 1 1 d . . . . .
H25 H 0.3722 0.6994 0.4669 0.091 Uiso 1 1 calc R . . . .
C26 C 0.3799(4) 0.8048(4) 0.5260(2) 0.0809(16) Uani 1 1 d . . . . .
C27 C 0.4057(4) 0.8867(4) 0.5451(2) 0.0800(16) Uani 1 1 d . . . . .
C28 C 0.3513(4) 0.8989(4) 0.5714(3) 0.098(2) Uani 1 1 d . . . . .
H28 H 0.3009 0.8575 0.5769 0.117 Uiso 1 1 calc R . . . .
C29 C 0.3712(5) 0.9724(5) 0.5898(4) 0.118(2) Uani 1 1 d . . . . .
H29 H 0.3342 0.9809 0.6078 0.142 Uiso 1 1 calc R . . . .
C30 C 0.4450(6) 1.0329(5) 0.5818(4) 0.121(3) Uani 1 1 d . . . . .
H30 H 0.4584 1.0827 0.5942 0.145 Uiso 1 1 calc R . . . .
C31 C 0.4999(5) 1.0208(5) 0.5554(4) 0.117(3) Uani 1 1 d . . . . .
H31 H 0.5502 1.0622 0.5496 0.141 Uiso 1 1 calc R . . . .
C32 C 0.4795(4) 0.9468(4) 0.5376(3) 0.0949(19) Uani 1 1 d . . . . .
H32 H 0.5166 0.9380 0.5203 0.114 Uiso 1 1 calc R . . . .
C33 C 0.4259(4) 0.6730(4) 0.5288(3) 0.097(2) Uani 1 1 d . . . . .
H33A H 0.3884 0.6660 0.5580 0.116 Uiso 1 1 calc R . . . .
H33B H 0.4109 0.6221 0.5131 0.116 Uiso 1 1 calc R . . . .
C34 C 0.5152(6) 0.7378(4) 0.6037(4) 0.113(2) Uani 1 1 d . . . . .
C35 C 0.5966(7) 0.7662(5) 0.6221(4) 0.115(3) Uani 1 1 d . . . . .
C36 C 0.6177(9) 0.7997(7) 0.6748(6) 0.187(4) Uani 1 1 d . . . . .
H36 H 0.5834 0.8079 0.6966 0.224 Uiso 1 1 calc R . . . .
C37 C 0.6901(10) 0.8202(8) 0.6940(6) 0.187(4) Uani 1 1 d . . . . .
H37 H 0.7039 0.8384 0.7308 0.224 Uiso 1 1 calc R . . . .
C38 C 0.7436(11) 0.8146(12) 0.6596(10) 0.227(8) Uani 1 1 d . . . . .
H38 H 0.7941 0.8320 0.6725 0.272 Uiso 1 1 calc R . . . .
C39 C 0.7228(9) 0.7845(9) 0.6087(8) 0.198(6) Uani 1 1 d . . . . .
H39 H 0.7588 0.7811 0.5854 0.238 Uiso 1 1 calc R . . . .
C40 C 0.6486(7) 0.7585(6) 0.5900(5) 0.135(3) Uani 1 1 d . . . . .
H40 H 0.6336 0.7352 0.5547 0.162 Uiso 1 1 calc R . . . .
O2 O 0.2837(7) 0.8265(6) 0.3629(8) 0.170(6) Uani 0.74(2) 1 d . . P A 1
O2A O 0.310(2) 0.824(2) 0.398(3) 0.170(6) Uani 0.26(2) 1 d . . P A 2
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C5 118.1(4) . . ?
C6 O3 C7 117.2(7) . . ?
C8 O4 C3 119.2(4) . . ?
C18 O7 C17 119.3(4) . . ?
C26 O9 C25 117.7(5) . . ?
C34 O11 C33 120.1(6) . . ?
N2 N1 C1 113.1(5) . . ?
N3 N2 N1 171.4(8) . . ?
N5 N4 C2 114.1(5) . . ?
N6 N5 N4 173.0(9) . . ?
C4 N7 H7 119(4) . . ?
C15 N7 H7 117(4) . . ?
C15 N7 C4 123.8(5) . . ?
O1 C1 N1 107.7(5) . . ?
O1 C1 C2 110.8(5) . . ?
O1 C1 C6 108.8(5) . . ?
N1 C1 C2 104.7(5) . . ?
N1 C1 C6 108.6(6) . . ?
C6 C1 C2 115.8(5) . . ?
N4 C2 C1 110.3(5) . . ?
N4 C2 H2 108.1 . . ?
N4 C2 C3 109.7(5) . . ?
C1 C2 H2 108.1 . . ?
C3 C2 C1 112.5(5) . . ?
C3 C2 H2 108.1 . . ?
O4 C3 C2 106.0(4) . . ?
O4 C3 H3 110.3 . . ?
O4 C3 C4 109.5(4) . . ?
C2 C3 H3 110.3 . . ?
C4 C3 C2 110.5(4) . . ?
C4 C3 H3 110.3 . . ?
N7 C4 C3 111.2(4) . . ?
N7 C4 H4 108.9 . . ?
N7 C4 C5 109.2(4) . . ?
C3 C4 H4 108.9 . . ?
C3 C4 C5 109.6(5) . . ?
C5 C4 H4 108.9 . . ?
O1 C5 C4 110.1(4) . . ?
O1 C5 H5 108.3 . . ?
O1 C5 C17 105.3(4) . . ?
C4 C5 H5 108.3 . . ?
C17 C5 C4 116.3(5) . . ?
C17 C5 H5 108.3 . . ?
O3 C6 C1 115.0(7) . . ?
O2 C6 O3 123.5(8) . . ?
O2 C6 C1 121.3(8) . . ?
O2A C6 O3 104.2(19) . . ?
O2A C6 C1 122.2(19) . . ?
O3 C7 H7A 109.5 . . ?
O3 C7 H7B 109.5 . . ?
O3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O4 C8 C9 113.6(5) . . ?
O5 C8 O4 122.5(5) . . ?
O5 C8 C9 123.8(5) . . ?
C10 C9 C8 122.1(6) . . ?
C10 C9 C14 118.8(6) . . ?
C14 C9 C8 118.9(6) . . ?
C9 C10 H10 119.5 . . ?
C9 C10 C11 121.0(7) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 120.5 . . ?
C10 C11 C12 119.0(8) . . ?
C12 C11 H11 120.5 . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.6(8) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.1(7) . . ?
C14 C13 H13 120.0 . . ?
C9 C14 H14 119.8 . . ?
C13 C14 C9 120.5(7) . . ?
C13 C14 H14 119.8 . . ?
O6 C15 N7 123.3(6) . . ?
O6 C15 C16 120.8(7) . . ?
N7 C15 C16 115.8(7) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O7 C17 C5 109.0(4) . . ?
O7 C17 H17 109.6 . . ?
O7 C17 C25 107.0(4) . . ?
C5 C17 H17 109.6 . . ?
C5 C17 C25 112.1(5) . . ?
C25 C17 H17 109.6 . . ?
O7 C18 C19 112.3(5) . . ?
O8 C18 O7 122.7(6) . . ?
O8 C18 C19 125.1(6) . . ?
C20 C19 C18 121.7(6) . . ?
C20 C19 C24 119.4(6) . . ?
C24 C19 C18 119.0(6) . . ?
C19 C20 H20 120.2 . . ?
C19 C20 C21 119.7(7) . . ?
C21 C20 H20 120.2 . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.6(8) . . ?
C22 C21 H21 119.7 . . ?
C21 C22 H22 120.6 . . ?
C21 C22 C23 118.8(8) . . ?
C23 C22 H22 120.6 . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.3(8) . . ?
C24 C23 H23 119.4 . . ?
C19 C24 H24 119.9 . . ?
C23 C24 C19 120.2(7) . . ?
C23 C24 H24 119.9 . . ?
O9 C25 C17 104.2(4) . . ?
O9 C25 H25 108.1 . . ?
O9 C25 C33 111.9(5) . . ?
C17 C25 H25 108.1 . . ?
C33 C25 C17 116.1(5) . . ?
C33 C25 H25 108.1 . . ?
O9 C26 C27 111.2(5) . . ?
O10 C26 O9 122.7(6) . . ?
O10 C26 C27 126.1(6) . . ?
C28 C27 C26 117.1(6) . . ?
C32 C27 C26 122.8(6) . . ?
C32 C27 C28 120.1(6) . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 119.9(7) . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 119.9(7) . . ?
C30 C29 H29 120.0 . . ?
C29 C30 H30 119.8 . . ?
C29 C30 C31 120.3(8) . . ?
C31 C30 H30 119.8 . . ?
C30 C31 H31 120.4 . . ?
C30 C31 C32 119.3(7) . . ?
C32 C31 H31 120.4 . . ?
C27 C32 C31 120.4(6) . . ?
C27 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
O11 C33 C25 110.4(5) . . ?
O11 C33 H33A 109.6 . . ?
O11 C33 H33B 109.6 . . ?
C25 C33 H33A 109.6 . . ?
C25 C33 H33B 109.6 . . ?
H33A C33 H33B 108.1 . . ?
O11 C34 C35 112.0(8) . . ?
O12 C34 O11 120.5(9) . . ?
O12 C34 C35 127.5(9) . . ?
C36 C35 C34 117.4(11) . . ?
C40 C35 C34 122.4(9) . . ?
C40 C35 C36 120.1(11) . . ?
C35 C36 H36 121.0 . . ?
C37 C36 C35 118.0(15) . . ?
C37 C36 H36 121.0 . . ?
C36 C37 H37 119.6 . . ?
C36 C37 C38 120.9(14) . . ?
C38 C37 H37 119.6 . . ?
C37 C38 H38 120.1 . . ?
C39 C38 C37 119.8(17) . . ?
C39 C38 H38 120.1 . . ?
C38 C39 H39 119.9 . . ?
C38 C39 C40 120.1(17) . . ?
C40 C39 H39 119.9 . . ?
C35 C40 C39 120.7(12) . . ?
C35 C40 H40 119.6 . . ?
C39 C40 H40 119.6 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.406(7) . ?
O1 C5 1.435(7) . ?
O3 C6 1.258(8) . ?
O3 C7 1.496(9) . ?
O4 C3 1.448(6) . ?
O4 C8 1.320(6) . ?
O5 C8 1.210(7) . ?
O6 C15 1.211(8) . ?
O7 C17 1.446(6) . ?
O7 C18 1.356(7) . ?
O8 C18 1.207(7) . ?
O9 C25 1.431(7) . ?
O9 C26 1.351(7) . ?
O10 C26 1.199(7) . ?
O11 C33 1.416(8) . ?
O11 C34 1.326(9) . ?
O12 C34 1.220(10) . ?
N1 N2 1.276(10) . ?
N1 C1 1.461(8) . ?
N2 N3 1.139(10) . ?
N4 N5 1.204(9) . ?
N4 C2 1.475(8) . ?
N5 N6 1.106(9) . ?
N7 H7 0.89(7) . ?
N7 C4 1.454(7) . ?
N7 C15 1.339(9) . ?
C1 C2 1.524(8) . ?
C1 C6 1.520(10) . ?
C2 H2 0.9800 . ?
C2 C3 1.514(8) . ?
C3 H3 0.9800 . ?
C3 C4 1.510(8) . ?
C4 H4 0.9800 . ?
C4 C5 1.520(7) . ?
C5 H5 0.9800 . ?
C5 C17 1.492(8) . ?
C6 O2 1.242(14) . ?
C6 O2A 1.20(5) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.466(8) . ?
C9 C10 1.351(9) . ?
C9 C14 1.391(9) . ?
C10 H10 0.9300 . ?
C10 C11 1.377(11) . ?
C11 H11 0.9300 . ?
C11 C12 1.384(12) . ?
C12 H12 0.9300 . ?
C12 C13 1.342(12) . ?
C13 H13 0.9300 . ?
C13 C14 1.366(10) . ?
C14 H14 0.9300 . ?
C15 C16 1.481(11) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17 0.9800 . ?
C17 C25 1.522(8) . ?
C18 C19 1.456(9) . ?
C19 C20 1.376(9) . ?
C19 C24 1.377(9) . ?
C20 H20 0.9300 . ?
C20 C21 1.380(10) . ?
C21 H21 0.9300 . ?
C21 C22 1.367(12) . ?
C22 H22 0.9300 . ?
C22 C23 1.375(13) . ?
C23 H23 0.9300 . ?
C23 C24 1.352(12) . ?
C24 H24 0.9300 . ?
C25 H25 0.9800 . ?
C25 C33 1.496(9) . ?
C26 C27 1.503(9) . ?
C27 C28 1.364(9) . ?
C27 C32 1.357(9) . ?
C28 H28 0.9300 . ?
C28 C29 1.373(11) . ?
C29 H29 0.9300 . ?
C29 C30 1.360(12) . ?
C30 H30 0.9300 . ?
C30 C31 1.372(11) . ?
C31 H31 0.9300 . ?
C31 C32 1.374(10) . ?
C32 H32 0.9300 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.481(13) . ?
C35 C36 1.376(14) . ?
C35 C40 1.347(13) . ?
C36 H36 0.9300 . ?
C36 C37 1.355(19) . ?
C37 H37 0.9300 . ?
C37 C38 1.38(2) . ?
C38 H38 0.9300 . ?
C38 C39 1.32(2) . ?
C39 H39 0.9300 . ?
C39 C40 1.363(15) . ?
C40 H40 0.9300 . ?
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
_geom_torsion_publ_flag
O1 C1 C2 N4 -171.2(4) . . . . ?
O1 C1 C2 C3 -48.4(6) . . . . ?
O1 C1 C6 O3 74.3(7) . . . . ?
O1 C1 C6 O2 -111.3(13) . . . . ?
O1 C1 C6 O2A -54(3) . . . . ?
O1 C5 C17 O7 61.7(5) . . . . ?
O1 C5 C17 C25 -56.5(5) . . . . ?
O4 C3 C4 N7 66.9(5) . . . . ?
O4 C3 C4 C5 -172.2(4) . . . . ?
O4 C8 C9 C10 9.5(9) . . . . ?
O4 C8 C9 C14 -176.2(6) . . . . ?
O5 C8 C9 C10 -169.5(7) . . . . ?
O5 C8 C9 C14 4.8(9) . . . . ?
O7 C17 C25 O9 180.0(4) . . . . ?
O7 C17 C25 C33 56.4(6) . . . . ?
O7 C18 C19 C20 8.1(8) . . . . ?
O7 C18 C19 C24 -170.4(6) . . . . ?
O8 C18 C19 C20 -173.2(7) . . . . ?
O8 C18 C19 C24 8.2(10) . . . . ?
O9 C25 C33 O11 -63.5(7) . . . . ?
O9 C26 C27 C28 -174.5(5) . . . . ?
O9 C26 C27 C32 4.8(8) . . . . ?
O10 C26 C27 C28 7.4(9) . . . . ?
O10 C26 C27 C32 -173.4(7) . . . . ?
O11 C34 C35 C36 -179.2(8) . . . . ?
O11 C34 C35 C40 -0.9(11) . . . . ?
O12 C34 C35 C36 2.7(13) . . . . ?
O12 C34 C35 C40 -179.0(10) . . . . ?
N1 C1 C2 N4 72.9(6) . . . . ?
N1 C1 C2 C3 -164.3(5) . . . . ?
N1 C1 C6 O3 -168.7(6) . . . . ?
N1 C1 C6 O2 5.6(14) . . . . ?
N1 C1 C6 O2A 63(3) . . . . ?
N2 N1 C1 O1 48.2(7) . . . . ?
N2 N1 C1 C2 166.2(6) . . . . ?
N2 N1 C1 C6 -69.5(7) . . . . ?
N4 C2 C3 O4 -65.7(6) . . . . ?
N4 C2 C3 C4 175.7(4) . . . . ?
N5 N4 C2 C1 -99.5(7) . . . . ?
N5 N4 C2 C3 136.1(6) . . . . ?
N7 C4 C5 O1 177.7(4) . . . . ?
N7 C4 C5 C17 -62.6(6) . . . . ?
C1 O1 C5 C4 -55.9(6) . . . . ?
C1 O1 C5 C17 177.9(4) . . . . ?
C1 C2 C3 O4 171.1(5) . . . . ?
C1 C2 C3 C4 52.6(6) . . . . ?
C2 C1 C6 O3 -51.3(8) . . . . ?
C2 C1 C6 O2 123.0(13) . . . . ?
C2 C1 C6 O2A -179(3) . . . . ?
C2 C3 C4 N7 -176.7(4) . . . . ?
C2 C3 C4 C5 -55.8(6) . . . . ?
C3 O4 C8 O5 3.7(8) . . . . ?
C3 O4 C8 C9 -175.3(5) . . . . ?
C3 C4 C5 O1 55.7(6) . . . . ?
C3 C4 C5 C17 175.3(5) . . . . ?
C4 N7 C15 O6 0.2(12) . . . . ?
C4 N7 C15 C16 -176.4(7) . . . . ?
C4 C5 C17 O7 -60.5(6) . . . . ?
C4 C5 C17 C25 -178.7(5) . . . . ?
C5 O1 C1 N1 165.5(5) . . . . ?
C5 O1 C1 C2 51.5(6) . . . . ?
C5 O1 C1 C6 -77.0(6) . . . . ?
C5 C17 C25 O9 -60.7(6) . . . . ?
C5 C17 C25 C33 175.7(5) . . . . ?
C6 C1 C2 N4 -46.6(7) . . . . ?
C6 C1 C2 C3 76.2(7) . . . . ?
C7 O3 C6 C1 -172.2(6) . . . . ?
C7 O3 C6 O2 13.7(16) . . . . ?
C7 O3 C6 O2A -36(3) . . . . ?
C8 O4 C3 C2 125.4(5) . . . . ?
C8 O4 C3 C4 -115.4(5) . . . . ?
C8 C9 C10 C11 177.2(8) . . . . ?
C8 C9 C14 C13 -177.9(7) . . . . ?
C9 C10 C11 C12 -0.6(15) . . . . ?
C10 C9 C14 C13 -3.4(11) . . . . ?
C10 C11 C12 C13 -1.3(17) . . . . ?
C11 C12 C13 C14 0.8(16) . . . . ?
C12 C13 C14 C9 1.6(13) . . . . ?
C14 C9 C10 C11 2.8(12) . . . . ?
C15 N7 C4 C3 -113.9(6) . . . . ?
C15 N7 C4 C5 125.0(6) . . . . ?
C17 O7 C18 O8 -5.1(8) . . . . ?
C17 O7 C18 C19 173.6(5) . . . . ?
C17 C25 C33 O11 56.0(7) . . . . ?
C18 O7 C17 C5 131.4(5) . . . . ?
C18 O7 C17 C25 -107.3(5) . . . . ?
C18 C19 C20 C21 179.8(7) . . . . ?
C18 C19 C24 C23 178.8(8) . . . . ?
C19 C20 C21 C22 1.2(12) . . . . ?
C20 C19 C24 C23 0.2(11) . . . . ?
C20 C21 C22 C23 0.7(14) . . . . ?
C21 C22 C23 C24 -2.3(16) . . . . ?
C22 C23 C24 C19 1.8(15) . . . . ?
C24 C19 C20 C21 -1.7(10) . . . . ?
C25 O9 C26 O10 0.4(8) . . . . ?
C25 O9 C26 C27 -177.8(5) . . . . ?
C26 O9 C25 C17 147.7(5) . . . . ?
C26 O9 C25 C33 -86.0(6) . . . . ?
C26 C27 C28 C29 -180.0(7) . . . . ?
C26 C27 C32 C31 179.4(7) . . . . ?
C27 C28 C29 C30 0.0(12) . . . . ?
C28 C27 C32 C31 -1.3(11) . . . . ?
C28 C29 C30 C31 -0.1(14) . . . . ?
C29 C30 C31 C32 -0.5(14) . . . . ?
C30 C31 C32 C27 1.2(12) . . . . ?
C32 C27 C28 C29 0.7(11) . . . . ?
C33 O11 C34 O12 -3.8(11) . . . . ?
C33 O11 C34 C35 177.9(6) . . . . ?
C34 O11 C33 C25 105.9(7) . . . . ?
C34 C35 C36 C37 174.8(10) . . . . ?
C34 C35 C40 C39 -179.1(10) . . . . ?
C35 C36 C37 C38 6(2) . . . . ?
C36 C35 C40 C39 -0.9(16) . . . . ?
C36 C37 C38 C39 -4(3) . . . . ?
C37 C38 C39 C40 0(3) . . . . ?
C38 C39 C40 C35 3(2) . . . . ?
C40 C35 C36 C37 -3.5(16) . . . . ?
