#------------------------------------------------------------------------------
#$Date: 2023-11-06 10:19:38 +0200 (Mon, 06 Nov 2023) $
#$Revision: 287407 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/95/7159579.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_7159579
loop_
_publ_author_name
'Li, Yu'
'Wang, Mei'
'Ma, Rongrong'
'Niu, Rui'
'Wang, Haodong'
'Zhang, Yantu'
'Lin, Jun-Bing'
_publ_section_title
;
 Organocatalytic allylic alkylation of alkyne-substituted MBH carbonates:
 access to quaternary carbon-containing 1,4-enynes.
;
_journal_issue                   41
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              8263
_journal_page_last               8266
_journal_paper_doi               10.1039/d3ob01317k
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C19 H21 N O8'
_chemical_formula_sum            'C19 H21 N O8'
_chemical_formula_weight         391.37
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-12-23
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-12-26 deposited with the CCDC.	2023-10-02 downloaded from the CCDC.
;
_cell_angle_alpha                102.672(11)
_cell_angle_beta                 97.280(12)
_cell_angle_gamma                94.451(7)
_cell_formula_units_Z            8
_cell_length_a                   9.065(2)
_cell_length_b                   14.720(3)
_cell_length_c                   31.665(9)
_cell_measurement_reflns_used    8047
_cell_measurement_temperature    193
_cell_measurement_theta_max      27.01
_cell_measurement_theta_min      2.46
_cell_volume                     4064.8(17)
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2019)'
_computing_data_collection       'APEX4 V2022.1-1 (Bruker, 2022)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      193
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON 100'
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE TXS PHOTON 100'
_diffrn_measurement_method       'ω and φ shutterless scans'
_diffrn_measurement_specimen_support 'nylon loop'
_diffrn_radiation_monochromator  'Helios Multi-layer Optic'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0775
_diffrn_reflns_av_unetI/netI     0.1307
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            34644
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.599
_diffrn_reflns_theta_min         1.712
_diffrn_source                   TXS
_diffrn_source_current           40.0
_diffrn_source_power             2.0
_diffrn_source_type              'Rotaing Anode'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.4887
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1300 before and 0.0923 after correction.
The Ratio of minimum to maximum transmission is 0.6555.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_description       block
_exptl_crystal_F_000             1648
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1066
_refine_ls_number_reflns         18223
_refine_ls_number_restraints     76
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.1931
_refine_ls_R_factor_gt           0.1110
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1555P)²+2.7208P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2854
_refine_ls_wR_factor_ref         0.3516
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8959
_reflns_number_total             18223
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob01317k2.cif
_cod_data_source_block           a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7159578--7159579.cif.
;
_cod_original_cell_volume        4064.9(18)
_cod_database_code               7159579
_shelx_shelxl_version_number     2019/2
_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   0.990
_shelx_estimated_absorpt_t_min   0.987
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.677(3)
 0.323(3)
2. 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
3. Restrained distances
 O18-C41 \\sim O18A-C41
 with sigma of 0.02
 O18-C40 \\sim O18A-C40A
 with sigma of 0.02
 O9-C24 \\sim O9A-C24
 with sigma of 0.02
 O9A-C20A \\sim O9-C20
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
O9A \\sim C20A \\sim O9 \\sim C20: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
O18A \\sim O18 \\sim C40A \\sim C40: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
5. Others
 Sof(O18A)=Sof(C40A)=Sof(H40D)=Sof(H40E)=Sof(H40F)=1-FVAR(1)
 Sof(O18)=Sof(C40)=Sof(H40A)=Sof(H40B)=Sof(H40C)=FVAR(1)
 Sof(O9A)=Sof(C20A)=Sof(H20A)=Sof(H20B)=Sof(H20C)=1-FVAR(2)
 Sof(O9)=Sof(C20)=Sof(H20D)=Sof(H20E)=Sof(H20F)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C50(H50A,H50B), C31(H31A,H31B), C69(H69A,H69B), C52(H52A,
 H52B), C33(H33A,H33B), C14(H14A,H14B), C71(H71A,H71B)
6.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C44(H44), C27(H27), C63(H63), C3(H3), C61(H61), C46(H46), C65(H65),
 C5(H5), C42(H42), C23(H23), C25(H25)
6.c X=CH2 refined with riding coordinates:
 C55(H55A,H55B), C36(H36A,H36B), C17(H17A,H17B), C74(H74A,H74B)
6.d Idealised Me refined as rotating group:
 C53(H53A,H53B,H53C), C39(H39A,H39B,H39C), C72(H72A,H72B,H72C), C15(H15A,H15B,
 H15C), C21(H21A,H21B,H21C), C59(H59A,H59B,H59C), C34(H34A,H34B,H34C), C58(H58A,
 H58B,H58C), C1(H1A,H1B,H1C), C19(H19A,H19B,H19C), C8(H8A,H8B,H8C), C38(H38A,
 H38B,H38C), C76(H76A,H76B,H76C), C57(H57A,H57B,H57C), C40(H40A,H40B,H40C),
 C40A(H40D,H40E,H40F), C20A(H20A,H20B,H20C), C20(H20D,H20E,H20F)
;
_olex2_submission_special_instructions 'No special instructions were received'
_site                            XU
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
O4 O -0.0894(5) 0.1862(3) 0.83240(16) 0.0463(12) Uani 1 1 d . . . . .
O27 O 0.6576(5) 0.9666(3) 0.72986(16) 0.0498(12) Uani 1 1 d . . . . .
O3 O -0.0716(5) 0.2384(3) 0.77180(15) 0.0498(12) Uani 1 1 d . . . . .
O20 O 0.0830(5) 0.3554(3) 0.66333(19) 0.0559(13) Uani 1 1 d . . . . .
O28 O 0.5756(5) 0.8544(3) 0.66954(16) 0.0495(12) Uani 1 1 d . . . . .
O21 O 0.3797(7) 0.3216(4) 0.72349(19) 0.0638(15) Uani 1 1 d . . . . .
O5 O 0.1680(6) 0.0942(3) 0.78385(17) 0.0576(14) Uani 1 1 d . . . . .
O29 O 0.8835(7) 0.8075(4) 0.7165(2) 0.0657(15) Uani 1 1 d . . . . .
O12 O 0.4269(5) 0.6928(4) 0.8378(2) 0.0604(15) Uani 1 1 d . . . . .
O6 O 0.2964(5) 0.0503(3) 0.84051(18) 0.0570(13) Uani 1 1 d . . . . .
O19 O 0.1499(6) 0.4773(4) 0.7209(2) 0.0734(18) Uani 1 1 d . . . . .
O13 O 0.6534(7) 0.5948(4) 0.7789(2) 0.0695(17) Uani 1 1 d . . . . .
O25 O 0.1846(5) 1.0497(4) 0.53099(18) 0.0699(17) Uani 1 1 d . . . . .
O7 O 0.4712(6) 0.2960(5) 0.8233(2) 0.0828(19) Uani 1 1 d . . . . .
N2 N 0.3768(8) 0.3499(5) 0.8180(2) 0.0586(17) Uani 1 1 d . . . . .
O1 O -0.3495(6) 0.5194(4) 0.96855(19) 0.0703(16) Uani 1 1 d . . . . .
O11 O 0.4339(6) 0.7532(4) 0.7793(2) 0.0660(16) Uani 1 1 d . . . . .
O24 O 0.5867(7) 0.6166(4) 0.6805(2) 0.0790(19) Uani 1 1 d . . . . .
O17 O -0.0004(6) 0.7071(3) 0.51416(16) 0.0634(14) Uani 1 1 d . . . . .
O30 O 0.9509(7) 0.7092(4) 0.6585(3) 0.088(2) Uani 1 1 d . . . . .
C13 C -0.0210(7) 0.2294(4) 0.8073(2) 0.0394(15) Uani 1 1 d . . . . .
O22 O 0.4651(7) 0.2134(4) 0.67384(17) 0.0632(15) Uani 1 1 d . . . . .
O14 O 0.8003(6) 0.5395(4) 0.8278(2) 0.0755(19) Uani 1 1 d . . . . .
O23 O 0.6547(6) 0.4803(4) 0.6825(2) 0.0781(19) Uani 1 1 d . . . . .
O10 O 0.4876(6) 1.1914(4) 0.98521(17) 0.0690(15) Uani 1 1 d . . . . .
O2 O 0.1288(6) 0.6982(4) 1.00504(17) 0.0732(16) Uani 1 1 d . . . . .
N4 N 1.0614(6) 1.0314(5) 0.6849(2) 0.0512(15) Uani 1 1 d . . . . .
O26 O 0.6277(6) 1.1887(4) 0.49506(17) 0.0780(17) Uani 1 1 d . . . . .
O8 O 0.4003(8) 0.4356(4) 0.8285(2) 0.087(2) Uani 1 1 d . . . . .
N3 N 0.5666(6) 0.5381(5) 0.6862(2) 0.0553(16) Uani 1 1 d . . . . .
C70 C 0.6729(7) 0.9214(4) 0.6936(2) 0.0370(14) Uani 1 1 d . . . . .
O16 O 0.9844(6) 0.7935(5) 0.8173(2) 0.0802(19) Uani 1 1 d . . . . .
O15 O 0.9194(8) 0.9341(5) 0.8194(2) 0.089(2) Uani 1 1 d . . . . .
O32 O 1.1489(6) 0.9741(5) 0.6812(2) 0.087(2) Uani 1 1 d . . . . .
O31 O 1.0753(8) 1.1052(5) 0.6751(2) 0.087(2) Uani 1 1 d . . . . .
C11 C 0.1380(6) 0.2743(4) 0.8319(2) 0.0341(13) Uani 1 1 d . . . . .
C56 C 0.4076(7) 0.2939(5) 0.6872(3) 0.0451(16) Uani 1 1 d . . . . .
C68 C 0.8055(7) 0.9430(4) 0.6701(2) 0.0398(15) Uani 1 1 d . . . . .
C10 C 0.1022(7) 0.3539(4) 0.8656(2) 0.0411(15) Uani 1 1 d . . . . .
C48 C 0.2788(7) 0.4816(5) 0.6289(3) 0.0534(19) Uani 1 1 d . . . . .
C62 C 0.3359(8) 1.0678(5) 0.5402(2) 0.0504(16) Uani 1 1 d . . . . .
C28 C 0.6571(8) 0.9131(5) 0.9025(3) 0.0546(19) Uani 1 1 d . . . . .
C73 C 0.8641(7) 0.8504(5) 0.6479(2) 0.0470(17) Uani 1 1 d . . . . .
C16 C 0.2159(7) 0.2029(5) 0.8531(2) 0.0410(15) Uani 1 1 d . . . . .
C29 C 0.6541(8) 0.8516(4) 0.8705(3) 0.0531(19) Uani 1 1 d . . . . .
C54 C 0.3832(7) 0.3471(4) 0.6518(2) 0.0392(15) Uani 1 1 d . . . . .
C67 C 0.7418(8) 0.9919(5) 0.6369(2) 0.0454(16) Uani 1 1 d . . . . .
N1 N 0.8915(7) 0.8477(5) 0.8121(2) 0.0639(19) Uani 1 1 d . . . . .
C18 C 0.2260(7) 0.1115(5) 0.8218(2) 0.0429(15) Uani 1 1 d . . . . .
C51 C 0.1739(8) 0.4256(5) 0.6881(3) 0.0497(18) Uani 1 1 d . . . . .
C47 C 0.2461(8) 0.5102(4) 0.5964(2) 0.0507(17) Uani 1 1 d . . . . .
C35 C 0.7367(7) 0.6941(4) 0.8482(3) 0.0466(17) Uani 1 1 d . . . . .
C9 C 0.0630(7) 0.4150(5) 0.8908(2) 0.0486(16) Uani 1 1 d . . . . .
C2 C -0.2032(8) 0.5299(5) 0.9599(2) 0.0558(18) Uani 1 1 d . . . . .
C37 C 0.7269(8) 0.6054(5) 0.8147(3) 0.0510(18) Uani 1 1 d . . . . .
C12 C 0.2207(7) 0.3071(5) 0.7985(2) 0.0441(16) Uani 1 1 d . . . . .
H12A H 0.224921 0.253256 0.773807 0.053 Uiso 1 1 calc R U . . .
H12B H 0.165575 0.353887 0.786772 0.053 Uiso 1 1 calc R U . . .
C7 C -0.1487(7) 0.4677(5) 0.9279(2) 0.0532(17) Uani 1 1 d . . . . .
H7 H -0.211766 0.415504 0.909705 0.064 Uiso 1 1 calc R U . . .
C49 C 0.3193(7) 0.4407(4) 0.6672(3) 0.0463(17) Uani 1 1 d . . . . .
C6 C 0.0021(7) 0.4830(5) 0.9228(2) 0.0485(16) Uani 1 1 d . . . . .
C50 C 0.4270(7) 0.5128(5) 0.7038(3) 0.0525(19) Uani 1 1 d . . . . .
H50A H 0.377322 0.569716 0.713509 0.063 Uiso 1 1 calc R U . . .
H50B H 0.452361 0.485264 0.729268 0.063 Uiso 1 1 calc R U . . .
C44 C 0.1231(8) 0.6109(5) 0.5547(2) 0.0508(18) Uani 1 1 d . . . . .
H44 H 0.085427 0.641752 0.580081 0.061 Uiso 1 1 calc R U . . .
C66 C 0.6751(8) 1.0245(5) 0.6100(2) 0.0505(17) Uani 1 1 d . . . . .
C27 C 0.5731(8) 1.0575(5) 0.9466(2) 0.0479(17) Uani 1 1 d . . . . .
H27 H 0.509203 1.064592 0.921610 0.057 Uiso 1 1 calc R U . . .
C31 C 0.7292(7) 0.8077(5) 0.7969(3) 0.0478(17) Uani 1 1 d . . . . .
H31A H 0.723132 0.754726 0.771060 0.057 Uiso 1 1 calc R U . . .
H31B H 0.671312 0.856377 0.787884 0.057 Uiso 1 1 calc R U . . .
C63 C 0.4242(7) 1.0401(5) 0.57314(19) 0.0492(16) Uani 1 1 d . . . . .
H63 H 0.380008 1.007436 0.591941 0.059 Uiso 1 1 calc R U . . .
C64 C 0.5817(7) 1.0615(5) 0.57828(19) 0.0481(16) Uani 1 1 d . . . . .
C30 C 0.6603(7) 0.7735(4) 0.8333(2) 0.0444(16) Uani 1 1 d . . . . .
C45 C 0.2130(7) 0.5393(4) 0.5563(2) 0.0500(17) Uani 1 1 d . . . . .
C3 C -0.1142(8) 0.6083(5) 0.9867(2) 0.0559(18) Uani 1 1 d . . . . .
H3 H -0.154854 0.650685 1.008213 0.067 Uiso 1 1 calc R U . . .
C69 C 0.9274(7) 1.0076(4) 0.7050(2) 0.0405(15) Uani 1 1 d . . . . .
H69A H 0.886192 1.065897 0.718078 0.049 Uiso 1 1 calc R U . . .
H69B H 0.957260 0.975591 0.728672 0.049 Uiso 1 1 calc R U . . .
C75 C 0.9005(8) 0.7883(5) 0.6786(3) 0.058(2) Uani 1 1 d . . . . .
C61 C 0.4008(8) 1.1195(5) 0.5139(2) 0.0563(18) Uani 1 1 d . . . . .
H61 H 0.339402 1.139296 0.491808 0.068 Uiso 1 1 calc R U . . .
C32 C 0.4929(8) 0.7376(5) 0.8125(3) 0.0507(18) Uani 1 1 d . . . . .
C22 C 0.5790(7) 1.1198(5) 0.9850(2) 0.0464(16) Uani 1 1 d . . . . .
C4 C 0.0362(9) 0.6231(5) 0.9812(2) 0.058(2) Uani 1 1 d . . . . .
C46 C 0.2691(9) 0.4939(5) 0.5191(3) 0.068(2) Uani 1 1 d . . . . .
H46 H 0.330726 0.445109 0.520878 0.082 Uiso 1 1 calc R U . . .
C65 C 0.6441(8) 1.1100(6) 0.5520(2) 0.0544(19) Uani 1 1 d . . . . .
H65 H 0.749845 1.122524 0.555144 0.065 Uiso 1 1 calc R U . . .
C5 C 0.0915(8) 0.5618(5) 0.9499(2) 0.0499(17) Uani 1 1 d . . . . .
H5 H 0.193326 0.572492 0.946290 0.060 Uiso 1 1 calc R U . . .
C55 C 0.4110(9) 0.3128(5) 0.6126(2) 0.0549(19) Uani 1 1 d . . . . .
H55A H 0.447336 0.253294 0.605903 0.066 Uiso 1 1 calc R U . . .
H55B H 0.395067 0.347267 0.590661 0.066 Uiso 1 1 calc R U . . .
C52 C -0.0556(8) 0.3344(6) 0.6794(3) 0.064(2) Uani 1 1 d . . . . .
H52A H -0.101637 0.392715 0.689335 0.076 Uiso 1 1 calc R U . . .
H52B H -0.036193 0.304550 0.704373 0.076 Uiso 1 1 calc R U . . .
C26 C 0.6616(7) 0.9810(4) 0.9429(2) 0.0508(16) Uani 1 1 d . . . . .
C36 C 0.8101(9) 0.7035(5) 0.8881(3) 0.064(2) Uani 1 1 d . . . . .
H36A H 0.857506 0.652699 0.895632 0.077 Uiso 1 1 calc R U . . .
H36B H 0.815225 0.760969 0.909204 0.077 Uiso 1 1 calc R U . . .
C17 C 0.2751(9) 0.2224(7) 0.8952(2) 0.071(2) Uani 1 1 d . . . . .
H17A H 0.326777 0.177387 0.906726 0.085 Uiso 1 1 calc R U . . .
H17B H 0.265627 0.281241 0.913668 0.085 Uiso 1 1 calc R U . . .
C33 C 0.2682(8) 0.6570(6) 0.8208(3) 0.065(2) Uani 1 1 d . . . . .
H33A H 0.213474 0.705840 0.810746 0.078 Uiso 1 1 calc R U . . .
H33B H 0.260666 0.601555 0.796067 0.078 Uiso 1 1 calc R U . . .
C60 C 0.5529(8) 1.1418(6) 0.5200(2) 0.0532(19) Uani 1 1 d . . . . .
C43 C 0.0879(9) 0.6375(5) 0.5136(3) 0.0549(19) Uani 1 1 d . . . . .
C74 C 0.8754(10) 0.8271(7) 0.6069(3) 0.083(3) Uani 1 1 d . . . . .
H74A H 0.907970 0.768381 0.594960 0.099 Uiso 1 1 calc R U . . .
H74B H 0.851082 0.868650 0.588587 0.099 Uiso 1 1 calc R U . . .
C42 C 0.1440(8) 0.5917(5) 0.4773(2) 0.0602(19) Uani 1 1 d . . . . .
H42 H 0.120551 0.609294 0.450333 0.072 Uiso 1 1 calc R U . . .
C14 C -0.2462(8) 0.1500(6) 0.8151(3) 0.058(2) Uani 1 1 d . . . . .
H14A H -0.251950 0.094742 0.790432 0.069 Uiso 1 1 calc R U . . .
H14B H -0.300279 0.198692 0.804669 0.069 Uiso 1 1 calc R U . . .
C53 C -0.1586(9) 0.2689(6) 0.6423(3) 0.071(3) Uani 1 1 d . . . . .
H53A H -0.175524 0.298719 0.617540 0.106 Uiso 1 1 calc R U . . .
H53B H -0.254304 0.254357 0.651954 0.106 Uiso 1 1 calc R U . . .
H53C H -0.112905 0.210882 0.633141 0.106 Uiso 1 1 calc R U . . .
C41 C 0.2360(9) 0.5191(6) 0.4795(3) 0.071(2) Uani 1 1 d D . . . .
C71 C 0.4404(8) 0.8320(6) 0.6869(3) 0.058(2) Uani 1 1 d . . . . .
H71A H 0.398307 0.889994 0.699880 0.069 Uiso 1 1 calc R U . . .
H71B H 0.461806 0.796552 0.709739 0.069 Uiso 1 1 calc R U . . .
C23 C 0.6707(8) 1.1136(6) 1.0228(2) 0.065(2) Uani 1 1 d . . . . .
H23 H 0.675495 1.158781 1.049611 0.078 Uiso 1 1 calc R U . . .
C24 C 0.7556(9) 1.0373(7) 1.0193(3) 0.074(2) Uani 1 1 d D . . . .
C39 C -0.0329(10) 0.7390(7) 0.4740(3) 0.078(3) Uani 1 1 d . . . . .
H39A H -0.084374 0.686806 0.450709 0.116 Uiso 1 1 calc R U . . .
H39B H 0.060747 0.761829 0.465517 0.116 Uiso 1 1 calc R U . . .
H39C H -0.097136 0.789744 0.478764 0.116 Uiso 1 1 calc R U . . .
C25 C 0.7541(8) 0.9725(6) 0.9797(3) 0.066(2) Uani 1 1 d . . . . .
H25 H 0.816124 0.923080 0.978058 0.079 Uiso 1 1 calc R U . . .
C72 C 0.3305(9) 0.7727(6) 0.6484(3) 0.070(2) Uani 1 1 d . . . . .
H72A H 0.297684 0.811706 0.628324 0.105 Uiso 1 1 calc R U . . .
H72B H 0.243567 0.747097 0.659237 0.105 Uiso 1 1 calc R U . . .
H72C H 0.379683 0.721137 0.632852 0.105 Uiso 1 1 calc R U . . .
C15 C -0.3116(10) 0.1240(7) 0.8516(3) 0.090(3) Uani 1 1 d . . . . .
H15A H -0.417031 0.099796 0.841855 0.134 Uiso 1 1 calc R U . . .
H15B H -0.304029 0.179286 0.875895 0.134 Uiso 1 1 calc R U . . .
H15C H -0.257206 0.075618 0.861484 0.134 Uiso 1 1 calc R U . . .
C21 C 0.4942(13) 1.2589(6) 1.0243(3) 0.093(3) Uani 1 1 d . . . . .
H21A H 0.432274 1.308244 1.019231 0.139 Uiso 1 1 calc R U . . .
H21B H 0.597994 1.286169 1.034680 0.139 Uiso 1 1 calc R U . . .
H21C H 0.456824 1.229503 1.046386 0.139 Uiso 1 1 calc R U . . .
C59 C 0.5381(12) 1.2286(7) 0.4641(3) 0.089(3) Uani 1 1 d . . . . .
H59A H 0.475682 1.178264 0.442206 0.133 Uiso 1 1 calc R U . . .
H59B H 0.603885 1.263665 0.449584 0.133 Uiso 1 1 calc R U . . .
H59C H 0.473972 1.270883 0.479609 0.133 Uiso 1 1 calc R U . . .
C34 C 0.2076(10) 0.6315(7) 0.8584(4) 0.089(3) Uani 1 1 d . . . . .
H34A H 0.102329 0.606000 0.849478 0.133 Uiso 1 1 calc R U . . .
H34B H 0.215433 0.687330 0.882371 0.133 Uiso 1 1 calc R U . . .
H34C H 0.264837 0.584253 0.868258 0.133 Uiso 1 1 calc R U . . .
C58 C 0.1126(9) 0.9982(8) 0.5565(3) 0.090(3) Uani 1 1 d . . . . .
H58A H 0.004107 0.992534 0.547555 0.135 Uiso 1 1 calc R U . . .
H58B H 0.137033 1.030639 0.587451 0.135 Uiso 1 1 calc R U . . .
H58C H 0.146400 0.935654 0.552290 0.135 Uiso 1 1 calc R U . . .
C1 C -0.4469(10) 0.4390(7) 0.9425(3) 0.095(3) Uani 1 1 d . . . . .
H1A H -0.461952 0.443502 0.911845 0.142 Uiso 1 1 calc R U . . .
H1B H -0.543553 0.437154 0.953220 0.142 Uiso 1 1 calc R U . . .
H1C H -0.401144 0.381698 0.944693 0.142 Uiso 1 1 calc R U . . .
C19 C 0.3060(10) -0.0411(5) 0.8123(4) 0.090(3) Uani 1 1 d . . . . .
H19A H 0.333184 -0.032910 0.784252 0.135 Uiso 1 1 calc R U . . .
H19B H 0.208988 -0.079069 0.807178 0.135 Uiso 1 1 calc R U . . .
H19C H 0.382389 -0.072778 0.826435 0.135 Uiso 1 1 calc R U . . .
C8 C 0.0704(10) 0.7662(6) 1.0355(3) 0.079(3) Uani 1 1 d . . . . .
H8A H -0.010998 0.792188 1.020175 0.119 Uiso 1 1 calc R U . . .
H8B H 0.149720 0.816554 1.049912 0.119 Uiso 1 1 calc R U . . .
H8C H 0.032019 0.737011 1.057487 0.119 Uiso 1 1 calc R U . . .
C38 C 0.7882(13) 0.4505(6) 0.7952(4) 0.101(4) Uani 1 1 d . . . . .
H38A H 0.812569 0.462491 0.767451 0.152 Uiso 1 1 calc R U . . .
H38B H 0.685908 0.419594 0.790643 0.152 Uiso 1 1 calc R U . . .
H38C H 0.858225 0.409915 0.805581 0.152 Uiso 1 1 calc R U . . .
O9 O 0.833(2) 1.0519(10) 1.0637(4) 0.084(4) Uani 0.437(12) 1 d D U P A 1
O18 O 0.2669(16) 0.4852(8) 0.4362(4) 0.075(3) Uani 0.528(13) 1 d D U P B 1
C76 C 0.9871(11) 0.6446(6) 0.6866(5) 0.113(5) Uani 1 1 d . . . . .
H76A H 1.035896 0.593383 0.670627 0.170 Uiso 1 1 calc R U . . .
H76B H 0.894897 0.618898 0.694875 0.170 Uiso 1 1 calc R U . . .
H76C H 1.054593 0.678248 0.712962 0.170 Uiso 1 1 calc R U . . .
C57 C 0.4878(11) 0.1557(6) 0.7055(3) 0.076(3) Uani 1 1 d . . . . .
H57A H 0.530595 0.098963 0.692333 0.115 Uiso 1 1 calc R U . . .
H57B H 0.391608 0.138147 0.714260 0.115 Uiso 1 1 calc R U . . .
H57C H 0.556426 0.191035 0.731355 0.115 Uiso 1 1 calc R U . . .
O18A O 0.3142(18) 0.4589(11) 0.4532(4) 0.080(4) Uani 0.472(13) 1 d D U P B 2
C40 C 0.3456(18) 0.4030(10) 0.4323(5) 0.065(4) Uani 0.528(13) 1 d D U P B 1
H40A H 0.359174 0.379982 0.401736 0.098 Uiso 0.528(13) 1 calc R U P B 1
H40B H 0.287501 0.354165 0.441833 0.098 Uiso 0.528(13) 1 calc R U P B 1
H40C H 0.443606 0.418864 0.450722 0.098 Uiso 0.528(13) 1 calc R U P B 1
C40A C 0.284(3) 0.4770(15) 0.4105(6) 0.079(5) Uani 0.472(13) 1 d D U P B 2
H40D H 0.308159 0.423954 0.388691 0.119 Uiso 0.472(13) 1 calc R U P B 2
H40E H 0.346221 0.533936 0.409461 0.119 Uiso 0.472(13) 1 calc R U P B 2
H40F H 0.178453 0.485627 0.404085 0.119 Uiso 0.472(13) 1 calc R U P B 2
O9A O 0.8549(15) 1.0021(9) 1.0480(4) 0.085(3) Uani 0.563(12) 1 d D U P A 2
C20A C 0.872(2) 1.0685(12) 1.0890(5) 0.095(5) Uani 0.563(12) 1 d D U P A 2
H20A H 0.919694 1.128403 1.086116 0.143 Uiso 0.563(12) 1 calc R U P A 2
H20B H 0.933835 1.045441 1.111176 0.143 Uiso 0.563(12) 1 calc R U P A 2
H20C H 0.773062 1.077374 1.097832 0.143 Uiso 0.563(12) 1 calc R U P A 2
C20 C 0.902(2) 0.9714(13) 1.0699(6) 0.079(5) Uani 0.437(12) 1 d D U P A 1
H20D H 0.949408 0.946259 1.044214 0.119 Uiso 0.437(12) 1 calc R U P A 1
H20E H 0.826709 0.923716 1.073702 0.119 Uiso 0.437(12) 1 calc R U P A 1
H20F H 0.978532 0.988749 1.095962 0.119 Uiso 0.437(12) 1 calc R U P A 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O4 C14 114.8(5) . . ?
C51 O20 C52 115.9(6) . . ?
C70 O28 C71 117.8(6) . . ?
C32 O12 C33 114.1(6) . . ?
C18 O6 C19 116.6(6) . . ?
C62 O25 C58 117.6(6) . . ?
O7 N2 C12 117.3(6) . . ?
O8 N2 O7 124.8(7) . . ?
O8 N2 C12 117.8(7) . . ?
C2 O1 C1 117.5(6) . . ?
C43 O17 C39 117.5(7) . . ?
C75 O30 C76 114.9(8) . . ?
O4 C13 C11 109.4(5) . . ?
O3 C13 O4 126.6(6) . . ?
O3 C13 C11 123.9(6) . . ?
C56 O22 C57 116.6(6) . . ?
C37 O14 C38 115.0(7) . . ?
C22 O10 C21 117.9(6) . . ?
C4 O2 C8 118.8(6) . . ?
O32 N4 C69 115.6(7) . . ?
O31 N4 O32 125.6(8) . . ?
O31 N4 C69 118.7(7) . . ?
C60 O26 C59 116.9(7) . . ?
O24 N3 C50 117.6(7) . . ?
O23 N3 O24 125.8(7) . . ?
O23 N3 C50 116.3(6) . . ?
O27 C70 O28 124.3(6) . . ?
O27 C70 C68 123.0(6) . . ?
O28 C70 C68 112.5(6) . . ?
C10 C11 C13 102.5(5) . . ?
C10 C11 C16 111.2(5) . . ?
C10 C11 C12 112.2(5) . . ?
C16 C11 C13 109.8(5) . . ?
C12 C11 C13 106.5(5) . . ?
C12 C11 C16 113.8(5) . . ?
O21 C56 O22 123.8(7) . . ?
O21 C56 C54 123.3(6) . . ?
O22 C56 C54 112.8(6) . . ?
C70 C68 C73 110.2(5) . . ?
C70 C68 C69 107.2(5) . . ?
C67 C68 C70 104.2(5) . . ?
C67 C68 C73 110.8(6) . . ?
C67 C68 C69 111.9(5) . . ?
C69 C68 C73 112.0(5) . . ?
C9 C10 C11 175.0(7) . . ?
C47 C48 C49 176.5(7) . . ?
O25 C62 C63 124.7(6) . . ?
O25 C62 C61 115.0(6) . . ?
C63 C62 C61 120.3(6) . . ?
C29 C28 C26 175.2(7) . . ?
C75 C73 C68 113.3(7) . . ?
C74 C73 C68 123.9(8) . . ?
C74 C73 C75 122.7(8) . . ?
C18 C16 C11 114.1(5) . . ?
C17 C16 C11 122.6(7) . . ?
C17 C16 C18 123.2(7) . . ?
C28 C29 C30 175.4(8) . . ?
C56 C54 C49 113.1(6) . . ?
C55 C54 C56 121.0(6) . . ?
C55 C54 C49 125.9(6) . . ?
C66 C67 C68 172.1(7) . . ?
O16 N1 O15 124.8(7) . . ?
O16 N1 C31 118.3(6) . . ?
O15 N1 C31 116.9(6) . . ?
O5 C18 O6 124.1(7) . . ?
O5 C18 C16 122.2(6) . . ?
O6 C18 C16 113.6(6) . . ?
O20 C51 C49 110.8(7) . . ?
O19 C51 O20 126.6(7) . . ?
O19 C51 C49 122.5(7) . . ?
C48 C47 C45 176.0(8) . . ?
C37 C35 C30 115.8(6) . . ?
C36 C35 C37 121.2(6) . . ?
C36 C35 C30 123.1(7) . . ?
C10 C9 C6 173.8(7) . . ?
O1 C2 C3 114.6(6) . . ?
C7 C2 O1 123.1(6) . . ?
C7 C2 C3 122.3(7) . . ?
O13 C37 O14 124.1(7) . . ?
O13 C37 C35 121.4(6) . . ?
O14 C37 C35 114.5(7) . . ?
N2 C12 C11 111.5(5) . . ?
N2 C12 H12A 109.3 . . ?
N2 C12 H12B 109.3 . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 108.0 . . ?
C2 C7 H7 120.7 . . ?
C2 C7 C6 118.5(6) . . ?
C6 C7 H7 120.7 . . ?
C48 C49 C54 109.3(6) . . ?
C48 C49 C51 107.8(5) . . ?
C48 C49 C50 110.4(5) . . ?
C54 C49 C51 110.9(5) . . ?
C54 C49 C50 113.6(6) . . ?
C50 C49 C51 104.5(6) . . ?
C7 C6 C9 119.0(6) . . ?
C7 C6 C5 119.1(6) . . ?
C5 C6 C9 121.9(6) . . ?
N3 C50 C49 109.3(6) . . ?
N3 C50 H50A 109.8 . . ?
N3 C50 H50B 109.8 . . ?
C49 C50 H50A 109.8 . . ?
C49 C50 H50B 109.8 . . ?
H50A C50 H50B 108.3 . . ?
C45 C44 H44 120.7 . . ?
C45 C44 C43 118.5(8) . . ?
C43 C44 H44 120.7 . . ?
C67 C66 C64 175.1(8) . . ?
C22 C27 H27 119.6 . . ?
C22 C27 C26 120.9(6) . . ?
C26 C27 H27 119.6 . . ?
N1 C31 H31A 109.4 . . ?
N1 C31 H31B 109.4 . . ?
N1 C31 C30 111.2(6) . . ?
H31A C31 H31B 108.0 . . ?
C30 C31 H31A 109.4 . . ?
C30 C31 H31B 109.4 . . ?
C62 C63 H63 120.6 . . ?
C62 C63 C64 118.8(6) . . ?
C64 C63 H63 120.6 . . ?
C63 C64 C66 118.7(6) . . ?
C65 C64 C66 120.7(6) . . ?
C65 C64 C63 120.4(6) . . ?
C29 C30 C35 111.1(6) . . ?
C29 C30 C31 111.0(6) . . ?
C29 C30 C32 106.0(6) . . ?
C35 C30 C31 113.9(6) . . ?
C35 C30 C32 109.8(5) . . ?
C31 C30 C32 104.4(6) . . ?
C44 C45 C47 119.4(7) . . ?
C44 C45 C46 121.0(7) . . ?
C46 C45 C47 119.6(6) . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.7(6) . . ?
C4 C3 H3 120.6 . . ?
N4 C69 C68 110.7(5) . . ?
N4 C69 H69A 109.5 . . ?
N4 C69 H69B 109.5 . . ?
C68 C69 H69A 109.5 . . ?
C68 C69 H69B 109.5 . . ?
H69A C69 H69B 108.1 . . ?
O29 C75 O30 124.7(9) . . ?
O29 C75 C73 123.2(7) . . ?
O30 C75 C73 112.0(9) . . ?
C62 C61 H61 119.8 . . ?
C60 C61 C62 120.3(6) . . ?
C60 C61 H61 119.8 . . ?
O12 C32 C30 110.6(6) . . ?
O11 C32 O12 125.4(7) . . ?
O11 C32 C30 123.9(7) . . ?
O10 C22 C23 121.2(7) . . ?
C27 C22 O10 116.4(6) . . ?
C27 C22 C23 122.4(7) . . ?
O2 C4 C3 122.5(7) . . ?
O2 C4 C5 118.0(7) . . ?
C5 C4 C3 119.5(6) . . ?
C45 C46 H46 119.6 . . ?
C41 C46 C45 120.8(7) . . ?
C41 C46 H46 119.6 . . ?
C64 C65 H65 119.8 . . ?
C64 C65 C60 120.3(7) . . ?
C60 C65 H65 119.8 . . ?
C6 C5 H5 119.1 . . ?
C4 C5 C6 121.9(7) . . ?
C4 C5 H5 119.1 . . ?
C54 C55 H55A 120.0 . . ?
C54 C55 H55B 120.0 . . ?
H55A C55 H55B 120.0 . . ?
O20 C52 H52A 110.2 . . ?
O20 C52 H52B 110.2 . . ?
O20 C52 C53 107.5(7) . . ?
H52A C52 H52B 108.5 . . ?
C53 C52 H52A 110.2 . . ?
C53 C52 H52B 110.2 . . ?
C27 C26 C28 122.1(6) . . ?
C25 C26 C28 119.4(6) . . ?
C25 C26 C27 118.5(7) . . ?
C35 C36 H36A 120.0 . . ?
C35 C36 H36B 120.0 . . ?
H36A C36 H36B 120.0 . . ?
C16 C17 H17A 120.0 . . ?
C16 C17 H17B 120.0 . . ?
H17A C17 H17B 120.0 . . ?
O12 C33 H33A 110.8 . . ?
O12 C33 H33B 110.8 . . ?
H33A C33 H33B 108.9 . . ?
C34 C33 O12 104.6(7) . . ?
C34 C33 H33A 110.8 . . ?
C34 C33 H33B 110.8 . . ?
O26 C60 C61 124.9(7) . . ?
O26 C60 C65 115.3(6) . . ?
C61 C60 C65 119.7(7) . . ?
O17 C43 C44 115.7(7) . . ?
O17 C43 C42 124.8(7) . . ?
C42 C43 C44 119.6(7) . . ?
C73 C74 H74A 120.0 . . ?
C73 C74 H74B 120.0 . . ?
H74A C74 H74B 120.0 . . ?
C43 C42 H42 119.4 . . ?
C43 C42 C41 121.3(8) . . ?
C41 C42 H42 119.4 . . ?
O4 C14 H14A 110.5 . . ?
O4 C14 H14B 110.5 . . ?
O4 C14 C15 106.2(6) . . ?
H14A C14 H14B 108.7 . . ?
C15 C14 H14A 110.5 . . ?
C15 C14 H14B 110.5 . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C46 C41 C42 118.9(8) . . ?
C46 C41 O18 134.9(9) . . ?
C42 C41 O18 106.1(9) . . ?
O18A C41 C46 100.9(9) . . ?
O18A C41 C42 140.2(10) . . ?
O28 C71 H71A 110.4 . . ?
O28 C71 H71B 110.4 . . ?
O28 C71 C72 106.5(7) . . ?
H71A C71 H71B 108.6 . . ?
C72 C71 H71A 110.4 . . ?
C72 C71 H71B 110.4 . . ?
C22 C23 H23 121.7 . . ?
C22 C23 C24 116.6(8) . . ?
C24 C23 H23 121.7 . . ?
C23 C24 O9 101.7(9) . . ?
C23 C24 O9A 136.0(9) . . ?
C25 C24 C23 122.3(7) . . ?
C25 C24 O9 136.0(9) . . ?
C25 C24 O9A 101.8(8) . . ?
O17 C39 H39A 109.5 . . ?
O17 C39 H39B 109.5 . . ?
O17 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C26 C25 C24 119.3(7) . . ?
C26 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
C71 C72 H72A 109.5 . . ?
C71 C72 H72B 109.5 . . ?
C71 C72 H72C 109.5 . . ?
H72A C72 H72B 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O10 C21 H21A 109.5 . . ?
O10 C21 H21B 109.5 . . ?
O10 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O26 C59 H59A 109.5 . . ?
O26 C59 H59B 109.5 . . ?
O26 C59 H59C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O25 C58 H58A 109.5 . . ?
O25 C58 H58B 109.5 . . ?
O25 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O6 C19 H19A 109.5 . . ?
O6 C19 H19B 109.5 . . ?
O6 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O2 C8 H8A 109.5 . . ?
O2 C8 H8B 109.5 . . ?
O2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O14 C38 H38A 109.5 . . ?
O14 C38 H38B 109.5 . . ?
O14 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C20 O9 C24 111.0(13) . . ?
C41 O18 C40 112.4(12) . . ?
O30 C76 H76A 109.5 . . ?
O30 C76 H76B 109.5 . . ?
O30 C76 H76C 109.5 . . ?
H76A C76 H76B 109.5 . . ?
H76A C76 H76C 109.5 . . ?
H76B C76 H76C 109.5 . . ?
O22 C57 H57A 109.5 . . ?
O22 C57 H57B 109.5 . . ?
O22 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C41 O18A C40A 105.9(14) . . ?
O18 C40 H40A 109.5 . . ?
O18 C40 H40B 109.5 . . ?
O18 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
O18A C40A H40D 109.5 . . ?
O18A C40A H40E 109.5 . . ?
O18A C40A H40F 109.5 . . ?
H40D C40A H40E 109.5 . . ?
H40D C40A H40F 109.5 . . ?
H40E C40A H40F 109.5 . . ?
C24 O9A C20A 105.5(11) . . ?
O9A C20A H20A 109.5 . . ?
O9A C20A H20B 109.5 . . ?
O9A C20A H20C 109.5 . . ?
H20A C20A H20B 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
O9 C20 H20D 109.5 . . ?
O9 C20 H20E 109.5 . . ?
O9 C20 H20F 109.5 . . ?
H20D C20 H20E 109.5 . . ?
H20D C20 H20F 109.5 . . ?
H20E C20 H20F 109.5 . . ?
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
O4 C13 1.307(8) . ?
O4 C14 1.470(7) . ?
O27 C70 1.225(8) . ?
O3 C13 1.198(7) . ?
O20 C51 1.307(9) . ?
O20 C52 1.450(9) . ?
O28 C70 1.302(7) . ?
O28 C71 1.449(9) . ?
O21 C56 1.199(9) . ?
O5 C18 1.212(8) . ?
O29 C75 1.203(10) . ?
O12 C32 1.314(9) . ?
O12 C33 1.484(8) . ?
O6 C18 1.341(8) . ?
O6 C19 1.459(10) . ?
O19 C51 1.202(9) . ?
O13 C37 1.210(9) . ?
O25 C62 1.358(8) . ?
O25 C58 1.407(9) . ?
O7 N2 1.231(9) . ?
N2 O8 1.227(8) . ?
N2 C12 1.500(9) . ?
O1 C2 1.393(9) . ?
O1 C1 1.445(9) . ?
O11 C32 1.194(9) . ?
O24 N3 1.213(8) . ?
O17 C43 1.347(9) . ?
O17 C39 1.453(8) . ?
O30 C75 1.341(10) . ?
O30 C76 1.465(12) . ?
C13 C11 1.569(8) . ?
O22 C56 1.337(8) . ?
O22 C57 1.457(9) . ?
O14 C37 1.328(8) . ?
O14 C38 1.467(10) . ?
O23 N3 1.209(8) . ?
O10 C22 1.389(9) . ?
O10 C21 1.399(9) . ?
O2 C4 1.351(8) . ?
O2 C8 1.414(9) . ?
N4 O32 1.199(8) . ?
N4 O31 1.196(8) . ?
N4 C69 1.494(9) . ?
O26 C60 1.363(9) . ?
O26 C59 1.445(10) . ?
N3 C50 1.498(9) . ?
C70 C68 1.539(9) . ?
O16 N1 1.224(8) . ?
O15 N1 1.242(8) . ?
C11 C10 1.488(8) . ?
C11 C16 1.536(9) . ?
C11 C12 1.511(9) . ?
C56 C54 1.504(9) . ?
C68 C73 1.556(9) . ?
C68 C67 1.484(9) . ?
C68 C69 1.553(8) . ?
C10 C9 1.175(9) . ?
C48 C47 1.207(10) . ?
C48 C49 1.484(11) . ?
C62 C63 1.387(9) . ?
C62 C61 1.394(10) . ?
C28 C29 1.198(10) . ?
C28 C26 1.436(10) . ?
C73 C75 1.498(11) . ?
C73 C74 1.287(11) . ?
C16 C18 1.503(10) . ?
C16 C17 1.332(10) . ?
C29 C30 1.465(10) . ?
C54 C49 1.539(9) . ?
C54 C55 1.298(10) . ?
C67 C66 1.190(9) . ?
N1 C31 1.519(9) . ?
C51 C49 1.570(10) . ?
C47 C45 1.433(10) . ?
C35 C37 1.479(10) . ?
C35 C30 1.534(9) . ?
C35 C36 1.325(11) . ?
C9 C6 1.454(9) . ?
C2 C7 1.378(9) . ?
C2 C3 1.398(9) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C7 H7 0.9500 . ?
C7 C6 1.403(9) . ?
C49 C50 1.561(9) . ?
C6 C5 1.408(9) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C44 H44 0.9500 . ?
C44 C45 1.387(10) . ?
C44 C43 1.444(10) . ?
C66 C64 1.455(9) . ?
C27 H27 0.9500 . ?
C27 C22 1.344(10) . ?
C27 C26 1.425(10) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C30 1.537(10) . ?
C63 H63 0.9500 . ?
C63 C64 1.419(9) . ?
C64 C65 1.357(10) . ?
C30 C32 1.576(10) . ?
C45 C46 1.397(11) . ?
C3 H3 0.9500 . ?
C3 C4 1.403(11) . ?
C69 H69A 0.9900 . ?
C69 H69B 0.9900 . ?
C61 H61 0.9500 . ?
C61 C60 1.372(10) . ?
C22 C23 1.394(9) . ?
C4 C5 1.360(10) . ?
C46 H46 0.9500 . ?
C46 C41 1.387(12) . ?
C65 H65 0.9500 . ?
C65 C60 1.409(9) . ?
C5 H5 0.9500 . ?
C55 H55A 0.9500 . ?
C55 H55B 0.9500 . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C52 C53 1.506(10) . ?
C26 C25 1.380(10) . ?
C36 H36A 0.9500 . ?
C36 H36B 0.9500 . ?
C17 H17A 0.9500 . ?
C17 H17B 0.9500 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.480(12) . ?
C43 C42 1.376(11) . ?
C74 H74A 0.9500 . ?
C74 H74B 0.9500 . ?
C42 H42 0.9500 . ?
C42 C41 1.413(12) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.473(12) . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C41 O18 1.422(13) . ?
C41 O18A 1.380(14) . ?
C71 H71A 0.9900 . ?
C71 H71B 0.9900 . ?
C71 C72 1.527(10) . ?
C23 H23 0.9500 . ?
C23 C24 1.402(13) . ?
C24 C25 1.397(12) . ?
C24 O9 1.453(13) . ?
C24 O9A 1.407(11) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C25 H25 0.9500 . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
O9 C20 1.423(16) . ?
O18 C40 1.442(14) . ?
C76 H76A 0.9800 . ?
C76 H76B 0.9800 . ?
C76 H76C 0.9800 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
O18A C40A 1.432(17) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C40A H40D 0.9800 . ?
C40A H40E 0.9800 . ?
C40A H40F 0.9800 . ?
O9A C20A 1.425(16) . ?
C20A H20A 0.9800 . ?
C20A H20B 0.9800 . ?
C20A H20C 0.9800 . ?
C20 H20D 0.9800 . ?
C20 H20E 0.9800 . ?
C20 H20F 0.9800 . ?
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
O4 C13 C11 C10 -72.2(6) . . . . ?
O4 C13 C11 C16 46.1(7) . . . . ?
O4 C13 C11 C12 169.8(5) . . . . ?
O27 C70 C68 C73 138.1(6) . . . . ?
O27 C70 C68 C67 -102.9(6) . . . . ?
O27 C70 C68 C69 15.9(8) . . . . ?
O3 C13 C11 C10 104.4(7) . . . . ?
O3 C13 C11 C16 -137.3(7) . . . . ?
O3 C13 C11 C12 -13.5(9) . . . . ?
O20 C51 C49 C48 72.7(7) . . . . ?
O20 C51 C49 C54 -47.0(8) . . . . ?
O20 C51 C49 C50 -169.9(6) . . . . ?
O28 C70 C68 C73 -46.0(7) . . . . ?
O28 C70 C68 C67 72.9(6) . . . . ?
O28 C70 C68 C69 -168.2(5) . . . . ?
O21 C56 C54 C49 0.2(10) . . . . ?
O21 C56 C54 C55 -177.9(8) . . . . ?
O19 C51 C49 C48 -102.7(8) . . . . ?
O19 C51 C49 C54 137.6(7) . . . . ?
O19 C51 C49 C50 14.7(9) . . . . ?
O25 C62 C63 C64 178.2(7) . . . . ?
O25 C62 C61 C60 -179.7(7) . . . . ?
O7 N2 C12 C11 78.0(8) . . . . ?
O1 C2 C7 C6 -177.9(7) . . . . ?
O1 C2 C3 C4 178.2(7) . . . . ?
O24 N3 C50 C49 110.1(8) . . . . ?
O17 C43 C42 C41 -179.9(7) . . . . ?
C13 O4 C14 C15 -167.4(7) . . . . ?
C13 C11 C16 C18 54.9(7) . . . . ?
C13 C11 C16 C17 -128.1(7) . . . . ?
C13 C11 C12 N2 -178.8(5) . . . . ?
O22 C56 C54 C49 -179.1(6) . . . . ?
O22 C56 C54 C55 2.8(10) . . . . ?
O23 N3 C50 C49 -75.6(8) . . . . ?
O10 C22 C23 C24 178.4(7) . . . . ?
O2 C4 C5 C6 -178.3(7) . . . . ?
O8 N2 C12 C11 -100.5(8) . . . . ?
C70 O28 C71 C72 164.7(6) . . . . ?
C70 C68 C73 C75 -53.3(7) . . . . ?
C70 C68 C73 C74 124.2(8) . . . . ?
C70 C68 C69 N4 179.5(5) . . . . ?
O16 N1 C31 C30 71.4(9) . . . . ?
O15 N1 C31 C30 -107.0(8) . . . . ?
O32 N4 C69 C68 -83.0(7) . . . . ?
O31 N4 C69 C68 99.0(8) . . . . ?
C11 C16 C18 O5 -4.9(9) . . . . ?
C11 C16 C18 O6 178.9(5) . . . . ?
C56 C54 C49 C48 -172.0(5) . . . . ?
C56 C54 C49 C51 -53.2(8) . . . . ?
C56 C54 C49 C50 64.2(8) . . . . ?
C68 C73 C75 O29 1.3(10) . . . . ?
C68 C73 C75 O30 -180.0(6) . . . . ?
C10 C11 C16 C18 167.7(5) . . . . ?
C10 C11 C16 C17 -15.3(9) . . . . ?
C10 C11 C12 N2 69.8(7) . . . . ?
C48 C49 C50 N3 -60.2(8) . . . . ?
C62 C63 C64 C66 -174.0(6) . . . . ?
C62 C63 C64 C65 1.4(10) . . . . ?
C62 C61 C60 O26 177.3(7) . . . . ?
C62 C61 C60 C65 1.9(12) . . . . ?
C28 C26 C25 C24 -178.4(7) . . . . ?
C73 C68 C69 N4 58.5(8) . . . . ?
C16 C11 C12 N2 -57.6(7) . . . . ?
C29 C30 C32 O12 -72.5(7) . . . . ?
C29 C30 C32 O11 104.5(9) . . . . ?
C54 C49 C50 N3 63.0(8) . . . . ?
C67 C68 C73 C75 -168.2(6) . . . . ?
C67 C68 C73 C74 9.4(10) . . . . ?
C67 C68 C69 N4 -66.7(7) . . . . ?
N1 C31 C30 C29 64.5(7) . . . . ?
N1 C31 C30 C35 -61.9(8) . . . . ?
N1 C31 C30 C32 178.3(5) . . . . ?
C51 O20 C52 C53 166.6(6) . . . . ?
C51 C49 C50 N3 -175.9(6) . . . . ?
C47 C45 C46 C41 178.5(7) . . . . ?
C35 C30 C32 O12 47.6(8) . . . . ?
C35 C30 C32 O11 -135.3(8) . . . . ?
C9 C6 C5 C4 -176.9(7) . . . . ?
C2 C7 C6 C9 176.5(7) . . . . ?
C2 C7 C6 C5 -0.9(11) . . . . ?
C2 C3 C4 O2 178.5(7) . . . . ?
C2 C3 C4 C5 0.5(12) . . . . ?
C37 C35 C30 C29 170.2(6) . . . . ?
C37 C35 C30 C31 -63.5(8) . . . . ?
C37 C35 C30 C32 53.1(8) . . . . ?
C12 C11 C16 C18 -64.4(7) . . . . ?
C12 C11 C16 C17 112.6(8) . . . . ?
C7 C2 C3 C4 -1.0(12) . . . . ?
C7 C6 C5 C4 0.5(11) . . . . ?
C44 C45 C46 C41 -0.1(10) . . . . ?
C44 C43 C42 C41 -0.1(11) . . . . ?
C66 C64 C65 C60 177.0(7) . . . . ?
C27 C22 C23 C24 -1.3(11) . . . . ?
C27 C26 C25 C24 1.5(11) . . . . ?
C31 C30 C32 O12 170.1(6) . . . . ?
C31 C30 C32 O11 -12.9(9) . . . . ?
C63 C62 C61 C60 1.3(11) . . . . ?
C63 C64 C65 C60 1.7(11) . . . . ?
C64 C65 C60 O26 -179.2(7) . . . . ?
C64 C65 C60 C61 -3.4(12) . . . . ?
C30 C35 C37 O13 -5.3(10) . . . . ?
C30 C35 C37 O14 176.8(6) . . . . ?
C45 C44 C43 O17 179.7(6) . . . . ?
C45 C44 C43 C42 -0.1(10) . . . . ?
C45 C46 C41 C42 -0.1(11) . . . . ?
C45 C46 C41 O18 -176.0(11) . . . . ?
C45 C46 C41 O18A 179.1(9) . . . . ?
C3 C2 C7 C6 1.1(12) . . . . ?
C3 C4 C5 C6 -0.3(12) . . . . ?
C69 C68 C73 C75 66.0(7) . . . . ?
C69 C68 C73 C74 -116.4(8) . . . . ?
C61 C62 C63 C64 -2.9(10) . . . . ?
C32 O12 C33 C34 -166.2(7) . . . . ?
C22 C27 C26 C28 179.7(7) . . . . ?
C22 C27 C26 C25 -0.3(11) . . . . ?
C22 C23 C24 C25 2.6(12) . . . . ?
C22 C23 C24 O9 -179.0(10) . . . . ?
C22 C23 C24 O9A -177.1(12) . . . . ?
C46 C41 O18 C40 3.2(19) . . . . ?
C46 C41 O18A C40A 178.4(13) . . . . ?
C55 C54 C49 C48 5.9(9) . . . . ?
C55 C54 C49 C51 124.7(8) . . . . ?
C55 C54 C49 C50 -117.8(8) . . . . ?
C52 O20 C51 O19 -5.0(11) . . . . ?
C52 O20 C51 C49 179.8(6) . . . . ?
C26 C27 C22 O10 -179.5(6) . . . . ?
C26 C27 C22 C23 0.2(12) . . . . ?
C36 C35 C37 O13 176.0(8) . . . . ?
C36 C35 C37 O14 -1.9(11) . . . . ?
C36 C35 C30 C29 -11.1(10) . . . . ?
C36 C35 C30 C31 115.2(8) . . . . ?
C36 C35 C30 C32 -128.1(8) . . . . ?
C17 C16 C18 O5 178.1(8) . . . . ?
C17 C16 C18 O6 1.9(10) . . . . ?
C33 O12 C32 O11 2.8(11) . . . . ?
C33 O12 C32 C30 179.7(6) . . . . ?
C43 C44 C45 C47 -178.4(6) . . . . ?
C43 C44 C45 C46 0.2(10) . . . . ?
C43 C42 C41 C46 0.2(11) . . . . ?
C43 C42 C41 O18 177.2(9) . . . . ?
C43 C42 C41 O18A -178.6(14) . . . . ?
C74 C73 C75 O29 -176.3(8) . . . . ?
C74 C73 C75 O30 2.5(11) . . . . ?
C42 C41 O18 C40 -173.1(11) . . . . ?
C42 C41 O18A C40A -3(2) . . . . ?
C14 O4 C13 O3 -3.1(10) . . . . ?
C14 O4 C13 C11 173.4(5) . . . . ?
C71 O28 C70 O27 0.0(9) . . . . ?
C71 O28 C70 C68 -175.8(5) . . . . ?
C23 C24 C25 C26 -2.8(13) . . . . ?
C23 C24 O9 C20 167.8(15) . . . . ?
C23 C24 O9A C20A -4(2) . . . . ?
C39 O17 C43 C44 177.3(6) . . . . ?
C39 O17 C43 C42 -3.0(11) . . . . ?
C25 C24 O9 C20 -14(3) . . . . ?
C25 C24 O9A C20A 175.8(13) . . . . ?
C21 O10 C22 C27 -178.2(7) . . . . ?
C21 O10 C22 C23 2.1(11) . . . . ?
C59 O26 C60 C61 8.9(12) . . . . ?
C59 O26 C60 C65 -175.5(7) . . . . ?
C58 O25 C62 C63 -0.7(12) . . . . ?
C58 O25 C62 C61 -179.7(8) . . . . ?
C1 O1 C2 C7 0.1(12) . . . . ?
C1 O1 C2 C3 -179.0(7) . . . . ?
C19 O6 C18 O5 2.0(10) . . . . ?
C19 O6 C18 C16 178.1(6) . . . . ?
C8 O2 C4 C3 -2.5(12) . . . . ?
C8 O2 C4 C5 175.5(8) . . . . ?
C38 O14 C37 O13 0.7(13) . . . . ?
C38 O14 C37 C35 178.6(8) . . . . ?
O9 C24 C25 C26 179.5(14) . . . . ?
C76 O30 C75 O29 -0.5(11) . . . . ?
C76 O30 C75 C73 -179.3(6) . . . . ?
C57 O22 C56 O21 2.7(11) . . . . ?
C57 O22 C56 C54 -178.0(7) . . . . ?
O9A C24 C25 C26 177.0(9) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.677(3)
2 0.323(3)
