#------------------------------------------------------------------------------
#$Date: 2023-07-05 12:55:55 +0300 (Wed, 05 Jul 2023) $
#$Revision: 284911 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/91/1569110.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_1569110
loop_
_publ_author_name
'Gao, Mingchun'
'Ruiz, Jose M.'
'Jimenez, Emily'
'Lo, Anna'
'Laconsay, Croix J.'
'Fettinger, James C.'
'Tantillo, Dean J.'
'Shaw, Jared T.'
_publ_section_title
;
 Catalytic generation of ortho-quinone dimethides via
 donor/donor rhodium carbenes.
;
_journal_issue                   23
_journal_name_full               'Chemical science'
_journal_page_first              6443
_journal_page_last               6448
_journal_paper_doi               10.1039/d3sc00734k
_journal_volume                  14
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C23 H19 N O5'
_chemical_formula_sum            'C23 H19 N O5'
_chemical_formula_weight         389.39
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2021-05-31 deposited with the CCDC.	2023-05-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.1967(9)
_cell_length_b                   13.7962(6)
_cell_length_c                   13.8480(6)
_cell_measurement_reflns_used    9906
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      69.27
_cell_measurement_theta_min      3.20
_cell_volume                     3667.5(3)
_computing_cell_refinement       'SAINT (8.38a) (Bruker, 2017)'
_computing_data_collection       'Apex3 (2019.1) (Bruker, 2019)'
_computing_data_reduction        'SAINT (8.38a) (Bruker, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_temperature      90(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            17934
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         69.545
_diffrn_reflns_theta_min         3.203
_exptl_absorpt_coefficient_mu    0.823
_exptl_absorpt_correction_T_max  0.8116
_exptl_absorpt_correction_T_min  0.7343
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2016/2 (Sheldrick, 2016)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_description       Block
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.549
_exptl_crystal_size_mid          0.333
_exptl_crystal_size_min          0.178
_refine_diff_density_max         0.156
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details
; 
 Flack x determined using 3066 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.02(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     683
_refine_ls_number_reflns         6717
_refine_ls_number_restraints     432
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0341
_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)+(0.0642P)²+0.5555P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0903
_refine_ls_wR_factor_ref         0.0906
_reflns_Friedel_coverage         0.878
_reflns_Friedel_fraction_full    0.975
_reflns_Friedel_fraction_max     0.953
_reflns_number_gt                6644
_reflns_number_total             6717
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc00734k2.cif
_cod_data_source_block           JF2983FMI
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' 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 1569107--1569117.cif.
;
_cod_database_code               1569110
_shelx_shelxl_version_number     2017/1
_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_min   0.661
_shelx_estimated_absorpt_t_max   0.867
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, 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 0.31097(11) 0.50678(15) 0.45596(16) 0.0138(4) Uani 0.91 1 d . U P A 1
O1 O 0.25901(10) 0.45025(15) 0.41277(15) 0.0150(4) Uani 0.91 1 d . U P A 1
C2 C 0.19693(10) 0.50550(14) 0.39463(15) 0.0132(4) Uani 0.91 1 d . U P A 1
H2 H 0.210946 0.569084 0.365925 0.016 Uiso 0.91 1 calc R U P A 1
O2 O 0.34086(8) 0.56997(11) 0.38767(11) 0.0160(3) Uani 0.91 1 d . . P A 1
C3 C 0.16075(11) 0.52560(15) 0.49254(14) 0.0127(4) Uani 0.91 1 d . U P A 1
H3 H 0.120875 0.570686 0.480633 0.015 Uiso 0.91 1 calc R U P A 1
O3 O 0.36389(8) 0.44224(11) 0.48218(11) 0.0173(3) Uani 0.91 1 d . U P A 1
C4 C 0.21295(14) 0.5772(2) 0.55688(19) 0.0155(5) Uani 0.91 1 d . U P A 1
C5 C 0.28446(13) 0.56513(18) 0.53989(18) 0.0150(5) Uani 0.91 1 d . U P A 1
C6 C 0.33278(11) 0.61185(16) 0.59903(17) 0.0162(4) Uani 0.91 1 d . U P A 1
H6 H 0.381233 0.603802 0.587598 0.019 Uiso 0.91 1 calc R U P A 1
C7 C 0.31004(12) 0.67046(16) 0.67505(17) 0.0175(4) Uani 0.91 1 d . U P A 1
H7 H 0.342912 0.701779 0.715743 0.021 Uiso 0.91 1 calc R U P A 1
C8 C 0.23897(15) 0.68273(15) 0.69084(15) 0.0168(4) Uani 0.91 1 d . U P A 1
H8 H 0.223350 0.723009 0.742090 0.020 Uiso 0.91 1 calc R U P A 1
C9 C 0.19112(12) 0.63664(15) 0.63239(16) 0.0156(4) Uani 0.91 1 d . U P A 1
H9 H 0.142737 0.645528 0.643759 0.019 Uiso 0.91 1 calc R U P A 1
C10 C 0.38922(13) 0.51281(17) 0.33211(19) 0.0247(5) Uani 0.91 1 d . U P A 1
H10A H 0.433227 0.548619 0.321283 0.030 Uiso 0.91 1 calc R U P A 1
H10B H 0.369028 0.494850 0.268806 0.030 Uiso 0.91 1 calc R U P A 1
C11 C 0.40156(12) 0.42316(17) 0.39428(17) 0.0208(4) Uani 0.91 1 d . . P A 1
H11A H 0.383484 0.364287 0.361988 0.025 Uiso 0.91 1 calc R U P A 1
H11B H 0.451836 0.414297 0.407503 0.025 Uiso 0.91 1 calc R U P A 1
C12 C 0.15347(11) 0.45192(14) 0.32139(15) 0.0142(4) Uani 0.91 1 d . U P A 1
C13 C 0.09304(11) 0.49501(15) 0.28529(15) 0.0151(4) Uani 0.91 1 d . . P A 1
H13 H 0.078571 0.556070 0.309853 0.018 Uiso 0.91 1 calc R U P A 1
C14 C 0.05389(10) 0.45015(14) 0.21428(15) 0.0150(4) Uani 0.91 1 d . . P A 1
H14 H 0.013093 0.479847 0.189137 0.018 Uiso 0.91 1 calc R U P A 1
C15 C 0.07604(11) 0.36053(14) 0.18096(14) 0.0139(4) Uani 0.91 1 d . . P A 1
N15 N 0.03532(10) 0.31354(16) 0.10507(16) 0.0174(5) Uani 0.91 1 d . . P A 1
O15 O -0.01666(8) 0.35533(12) 0.07454(12) 0.0227(3) Uani 0.91 1 d . . P A 1
C16 C 0.13520(11) 0.31567(15) 0.21501(17) 0.0174(4) Uani 0.91 1 d . . P A 1
H16 H 0.149134 0.254383 0.190420 0.021 Uiso 0.91 1 calc R U P A 1
O16 O 0.05540(8) 0.23465(11) 0.07384(12) 0.0237(4) Uani 0.91 1 d . . P A 1
C17 C 0.17403(11) 0.36165(15) 0.28587(16) 0.0176(4) Uani 0.91 1 d . . P A 1
H17 H 0.214877 0.331565 0.310404 0.021 Uiso 0.91 1 calc R U P A 1
C18 C 0.13213(12) 0.43402(17) 0.54000(19) 0.0160(5) Uani 0.91 1 d . U P A 1
C19 C 0.17393(11) 0.37531(15) 0.59698(16) 0.0178(5) Uani 0.91 1 d . . P A 1
H19 H 0.220852 0.393529 0.609067 0.021 Uiso 0.91 1 calc R U P A 1
C20 C 0.14798(13) 0.29017(16) 0.63660(19) 0.0271(5) Uani 0.91 1 d . . P A 1
H20 H 0.177322 0.250330 0.675022 0.032 Uiso 0.91 1 calc R U P A 1
C21 C 0.08040(16) 0.26343(19) 0.6205(3) 0.0355(8) Uani 0.91 1 d . . P A 1
H21 H 0.062631 0.205714 0.648700 0.043 Uiso 0.91 1 calc R U P A 1
C22 C 0.03718(13) 0.32142(18) 0.5623(2) 0.0300(6) Uani 0.91 1 d . . P A 1
H22 H -0.009507 0.302464 0.549620 0.036 Uiso 0.91 1 calc R U P A 1
C23 C 0.06345(12) 0.40634(17) 0.52378(19) 0.0230(5) Uani 0.91 1 d . . P A 1
H23 H 0.034122 0.446426 0.485597 0.028 Uiso 0.91 1 calc R U P A 1
C31 C 0.18832(13) 0.9928(2) 0.68825(19) 0.0175(6) Uani 0.91 1 d . U P B 1
O31 O 0.24245(8) 0.93637(11) 0.64849(12) 0.0159(3) Uani 0.91 1 d . U P B 1
C32 C 0.30379(10) 0.99329(14) 0.63062(15) 0.0145(4) Uani 0.91 1 d . U P B 1
H32 H 0.288739 1.056100 0.601237 0.017 Uiso 0.91 1 calc R U P B 1
O32 O 0.15870(8) 1.05244(11) 0.61669(12) 0.0203(3) Uani 0.91 1 d . . P B 1
C33 C 0.33763(12) 1.01583(15) 0.72923(16) 0.0147(4) Uani 0.91 1 d . U P B 1
H33 H 0.377340 1.061404 0.718172 0.018 Uiso 0.91 1 calc R U P B 1
O33 O 0.13637(8) 0.92761(11) 0.71540(12) 0.0198(3) Uani 0.91 1 d . U P B 1
C34 C 0.28329(14) 1.06769(19) 0.79040(19) 0.0168(5) Uani 0.91 1 d . U P B 1
C35 C 0.21242(12) 1.05464(15) 0.77125(17) 0.0180(4) Uani 0.91 1 d . U P B 1
C36 C 0.16286(11) 1.10151(16) 0.82833(17) 0.0201(4) Uani 0.91 1 d . . P B 1
H36 H 0.114713 1.093404 0.814662 0.024 Uiso 0.91 1 calc R U P B 1
C37 C 0.18326(14) 1.15966(18) 0.9046(2) 0.0237(5) Uani 0.91 1 d . U P B 1
H37 H 0.149232 1.190991 0.943453 0.028 Uiso 0.91 1 calc R U P B 1
C38 C 0.25402(13) 1.17218(16) 0.92441(18) 0.0228(5) Uani 0.91 1 d . U P B 1
H38 H 0.268323 1.211875 0.976850 0.027 Uiso 0.91 1 calc R U P B 1
C39 C 0.30323(13) 1.12649(15) 0.86728(17) 0.0199(5) Uani 0.91 1 d . U P B 1
H39 H 0.351332 1.135391 0.880729 0.024 Uiso 0.91 1 calc R U P B 1
C40 C 0.10976(14) 0.99323(19) 0.5645(2) 0.0269(5) Uani 0.91 1 d . U P B 1
H40A H 0.128322 0.975715 0.500078 0.032 Uiso 0.91 1 calc R U P B 1
H40B H 0.064866 1.027531 0.556026 0.032 Uiso 0.91 1 calc R U P B 1
C41 C 0.10064(12) 0.90348(19) 0.62709(18) 0.0265(5) Uani 0.91 1 d . . P B 1
H41A H 0.050717 0.890343 0.639323 0.032 Uiso 0.91 1 calc R U P B 1
H41B H 0.121829 0.845946 0.596065 0.032 Uiso 0.91 1 calc R U P B 1
C42 C 0.34878(11) 0.94123(15) 0.55800(15) 0.0157(4) Uani 0.91 1 d . . P B 1
C43 C 0.40956(10) 0.98564(15) 0.52411(16) 0.0161(4) Uani 0.91 1 d . . P B 1
H43 H 0.424319 1.045223 0.551750 0.019 Uiso 0.91 1 calc R U P B 1
C44 C 0.44842(11) 0.94416(15) 0.45108(16) 0.0179(4) Uani 0.91 1 d . . P B 1
H44 H 0.489446 0.974818 0.427864 0.022 Uiso 0.91 1 calc R U P B 1
C45 C 0.42630(11) 0.85704(15) 0.41253(16) 0.0170(4) Uani 0.91 1 d . . P B 1
N45 N 0.46588(11) 0.81507(17) 0.33191(18) 0.0204(5) Uani 0.91 1 d . . P B 1
O45 O 0.51885(8) 0.85692(12) 0.30511(13) 0.0266(4) Uani 0.91 1 d . . P B 1
C46 C 0.36737(12) 0.80985(16) 0.44487(19) 0.0189(5) Uani 0.91 1 d . . P B 1
H46 H 0.353768 0.749428 0.417902 0.023 Uiso 0.91 1 calc R U P B 1
O46 O 0.44383(9) 0.74054(12) 0.29338(13) 0.0281(4) Uani 0.91 1 d . . P B 1
C47 C 0.32847(11) 0.85267(15) 0.51762(17) 0.0179(4) Uani 0.91 1 d . . P B 1
H47 H 0.287503 0.821491 0.540343 0.021 Uiso 0.91 1 calc R U P B 1
C48 C 0.36558(15) 0.9266(2) 0.7821(3) 0.0166(6) Uani 0.91 1 d . . P B 1
C49 C 0.32215(11) 0.87107(15) 0.84050(16) 0.0171(4) Uani 0.91 1 d . . P B 1
H49 H 0.274074 0.886740 0.845122 0.021 Uiso 0.91 1 calc R U P B 1
C50 C 0.34853(12) 0.79293(15) 0.89211(16) 0.0192(4) Uani 0.91 1 d . . P B 1
H50 H 0.318377 0.755235 0.931464 0.023 Uiso 0.91 1 calc R U P B 1
C51 C 0.41861(12) 0.76976(15) 0.88644(17) 0.0206(5) Uani 0.91 1 d . . P B 1
H51 H 0.436916 0.717241 0.922832 0.025 Uiso 0.91 1 calc R U P B 1
C52 C 0.46185(12) 0.82413(18) 0.8270(2) 0.0242(5) Uani 0.91 1 d . . P B 1
H52 H 0.509805 0.807939 0.821812 0.029 Uiso 0.91 1 calc R U P B 1
C53 C 0.43538(11) 0.90221(16) 0.77486(17) 0.0205(5) Uani 0.91 1 d . . P B 1
H53 H 0.465293 0.938895 0.734221 0.025 Uiso 0.91 1 calc R U P B 1
C101 C 0.1865(9) 0.5036(14) 0.4659(14) 0.021(2) Uiso 0.09 1 d D U P C 2
O101 O 0.2413(11) 0.4446(18) 0.421(2) 0.020(4) Uiso 0.09 1 d D U P C 2
C102 C 0.3029(11) 0.4989(18) 0.4039(16) 0.034(3) Uiso 0.09 1 d D U P C 2
H10C H 0.290056 0.562459 0.374077 0.040 Uiso 0.09 1 calc R U P C 2
O102 O 0.1602(10) 0.5570(14) 0.3884(15) 0.042(3) Uiso 0.09 1 d D U P C 2
C103 C 0.3367(11) 0.5170(17) 0.5013(15) 0.028(3) Uiso 0.09 1 d D U P C 2
H103 H 0.377354 0.560113 0.487000 0.033 Uiso 0.09 1 calc R U P C 2
O103 O 0.1389(11) 0.4339(15) 0.5038(18) 0.026(3) Uiso 0.09 1 d D U P C 2
C104 C 0.2912(10) 0.5749(19) 0.5610(15) 0.016(3) Uiso 0.09 1 d DG U P C 2
C105 C 0.2197(11) 0.5661(19) 0.5477(16) 0.015(2) Uiso 0.09 1 d DG U P C 2
C106 C 0.1741(8) 0.6139(17) 0.6093(17) 0.027(4) Uiso 0.09 1 d G U P C 2
H106 H 0.125199 0.607812 0.600238 0.032 Uiso 0.09 1 calc R U P C 2
C107 C 0.1999(12) 0.6706(13) 0.6842(14) 0.030(4) Uiso 0.09 1 d G U P C 2
H107 H 0.168643 0.703249 0.726278 0.036 Uiso 0.09 1 calc R U P C 2
C108 C 0.2714(13) 0.6794(12) 0.6974(12) 0.021(3) Uiso 0.09 1 d G U P C 2
H108 H 0.288991 0.718184 0.748611 0.025 Uiso 0.09 1 calc R U P C 2
C109 C 0.3170(9) 0.6316(16) 0.6358(15) 0.020(4) Uiso 0.09 1 d G U P C 2
H109 H 0.365897 0.637681 0.644903 0.024 Uiso 0.09 1 calc R U P C 2
C110 C 0.1140(13) 0.4917(16) 0.3368(17) 0.030(3) Uiso 0.09 1 d D U P C 2
H11C H 0.136249 0.468596 0.276560 0.036 Uiso 0.09 1 calc R U P C 2
H11D H 0.069894 0.524847 0.320144 0.036 Uiso 0.09 1 calc R U P C 2
C111 C 0.1005(13) 0.4077(17) 0.4048(19) 0.033(3) Uiso 0.09 1 d D U P C 2
H11E H 0.119388 0.346816 0.377566 0.040 Uiso 0.09 1 calc R U P C 2
H11F H 0.049852 0.399507 0.415567 0.040 Uiso 0.09 1 calc R U P C 2
C112 C 0.3487(8) 0.4442(12) 0.3361(11) 0.035(3) Uiso 0.09 1 d DG U P C 2
C113 C 0.4072(9) 0.4903(10) 0.2988(13) 0.036(3) Uiso 0.09 1 d G U P C 2
H113 H 0.421088 0.551534 0.323568 0.043 Uiso 0.09 1 calc R U P C 2
C114 C 0.4453(7) 0.4469(11) 0.2252(12) 0.036(3) Uiso 0.09 1 d DG U P C 2
H114 H 0.485250 0.478385 0.199749 0.044 Uiso 0.09 1 calc R U P C 2
C115 C 0.4249(7) 0.3573(10) 0.1890(9) 0.036(3) Uiso 0.09 1 d DG U P C 2
C116 C 0.3664(8) 0.3112(9) 0.2263(12) 0.036(3) Uiso 0.09 1 d DG U P C 2
H116 H 0.352486 0.249968 0.201475 0.043 Uiso 0.09 1 calc R U P C 2
C117 C 0.3283(7) 0.3546(12) 0.2998(12) 0.036(4) Uiso 0.09 1 d G U P C 2
H117 H 0.288323 0.323116 0.325295 0.043 Uiso 0.09 1 calc R U P C 2
N115 N 0.4663(9) 0.3156(13) 0.1121(12) 0.033(3) Uiso 0.09 1 d D U P C 2
O115 O 0.4338(12) 0.2454(16) 0.1041(19) 0.038(3) Uiso 0.09 1 d D U P C 2
O116 O 0.5154(9) 0.3552(13) 0.0822(14) 0.041(3) Uiso 0.09 1 d D U P C 2
C118 C 0.3674(8) 0.4323(10) 0.5592(13) 0.028(3) Uiso 0.09 1 d G U P C 2
C119 C 0.4363(8) 0.4044(13) 0.5457(14) 0.028(3) Uiso 0.09 1 d G U P C 2
H119 H 0.466361 0.442662 0.506713 0.034 Uiso 0.09 1 calc R U P C 2
C120 C 0.4613(7) 0.3206(14) 0.5893(17) 0.021(4) Uiso 0.09 1 d G U P C 2
H120 H 0.508337 0.301490 0.580105 0.025 Uiso 0.09 1 calc R U P C 2
C121 C 0.4173(8) 0.2646(11) 0.6464(15) 0.030(3) Uiso 0.09 1 d G U P C 2
H121 H 0.434335 0.207308 0.676155 0.036 Uiso 0.09 1 calc R U P C 2
C122 C 0.3484(8) 0.2925(11) 0.6598(13) 0.028(3) Uiso 0.09 1 d G U P C 2
H122 H 0.318357 0.254298 0.698813 0.033 Uiso 0.09 1 calc R U P C 2
C123 C 0.3235(6) 0.3764(12) 0.6162(14) 0.029(3) Uiso 0.09 1 d G U P C 2
H123 H 0.276380 0.395470 0.625422 0.034 Uiso 0.09 1 calc R U P C 2
C131 C 0.3096(9) 1.0078(13) 0.7210(14) 0.014(4) Uiso 0.09 1 d D U P D 2
O131 O 0.2590(8) 0.9484(13) 0.6805(14) 0.020(3) Uiso 0.09 1 d D U P D 2
O132 O 0.3607(12) 0.9423(17) 0.7567(18) 0.016(7) Uiso 0.09 1 d D . P D 2
C132 C 0.1946(12) 1.002(3) 0.6638(16) 0.016(4) Uiso 0.09 1 d D U P D 2
H132 H 0.207903 1.065396 0.634048 0.019 Uiso 0.09 1 calc R U P D 2
O133 O 0.3400(8) 1.0659(11) 0.6514(12) 0.022(3) Uiso 0.09 1 d D U P D 2
C133 C 0.1621(9) 1.0241(13) 0.7604(12) 0.017(3) Uiso 0.09 1 d D U P D 2
H133 H 0.122098 1.068883 0.748184 0.021 Uiso 0.09 1 calc R U P D 2
C134 C 0.2133(8) 1.0783(13) 0.8216(13) 0.020(3) Uiso 0.09 1 d DG U P D 2
C135 C 0.2843(9) 1.0651(15) 0.8072(13) 0.016(4) Uiso 0.09 1 d DG U P D 2
C136 C 0.3321(7) 1.1107(15) 0.8674(14) 0.022(4) Uiso 0.09 1 d G U P D 2
H136 H 0.380589 1.101629 0.857534 0.026 Uiso 0.09 1 calc R U P D 2
C137 C 0.3088(8) 1.1696(12) 0.9422(12) 0.025(3) Uiso 0.09 1 d G U P D 2
H137 H 0.341368 1.200803 0.983372 0.030 Uiso 0.09 1 calc R U P D 2
C138 C 0.2377(9) 1.1829(14) 0.9567(13) 0.027(3) Uiso 0.09 1 d G U P D 2
H138 H 0.221821 1.223137 1.007753 0.032 Uiso 0.09 1 calc R U P D 2
C139 C 0.1900(7) 1.1372(15) 0.8964(15) 0.025(4) Uiso 0.09 1 d G U P D 2
H139 H 0.141494 1.146297 0.906296 0.029 Uiso 0.09 1 calc R U P D 2
C140 C 0.4001(12) 0.9201(16) 0.6622(18) 0.027(5) Uiso 0.09 1 d D . P D 2
H14A H 0.450358 0.910399 0.675161 0.032 Uiso 0.09 1 calc R U P D 2
H14B H 0.381380 0.860821 0.631419 0.032 Uiso 0.09 1 calc R U P D 2
C141 C 0.3893(14) 1.0061(19) 0.598(2) 0.041(7) Uiso 0.09 1 d D . P D 2
H14C H 0.433619 1.041223 0.587395 0.049 Uiso 0.09 1 calc R U P D 2
H14D H 0.369843 0.986404 0.534969 0.049 Uiso 0.09 1 calc R U P D 2
C142 C 0.1518(8) 0.9488(12) 0.5911(11) 0.027(3) Uiso 0.09 1 d DG U P D 2
C143 C 0.0918(9) 0.9929(10) 0.5558(13) 0.026(3) Uiso 0.09 1 d G U P D 2
H143 H 0.077137 1.053463 0.581289 0.031 Uiso 0.09 1 calc R U P D 2
C144 C 0.0534(7) 0.9484(11) 0.4832(13) 0.024(2) Uiso 0.09 1 d G U P D 2
H144 H 0.012458 0.978506 0.459069 0.028 Uiso 0.09 1 calc R U P D 2
C145 C 0.0749(7) 0.8598(10) 0.4459(11) 0.026(3) Uiso 0.09 1 d DG U P D 2
C146 C 0.1348(8) 0.8157(9) 0.4811(12) 0.027(3) Uiso 0.09 1 d G U P D 2
H146 H 0.149545 0.755107 0.455645 0.032 Uiso 0.09 1 calc R U P D 2
C147 C 0.1733(7) 0.8602(11) 0.5538(11) 0.024(2) Uiso 0.09 1 d G U P D 2
H147 H 0.214224 0.830062 0.577864 0.029 Uiso 0.09 1 calc R U P D 2
N145 N 0.0346(11) 0.8147(15) 0.3712(18) 0.028(3) Uiso 0.09 1 d D U P D 2
O145 O -0.0172(8) 0.8562(12) 0.3417(13) 0.028(2) Uiso 0.09 1 d D U P D 2
O146 O 0.0579(9) 0.7396(12) 0.3419(15) 0.029(2) Uiso 0.09 1 d D U P D 2
C148 C 0.1321(7) 0.9328(9) 0.8115(11) 0.017(3) Uiso 0.09 1 d DG U P D 2
C149 C 0.1752(6) 0.8760(10) 0.8690(12) 0.017(4) Uiso 0.09 1 d G . P D 2
H149 H 0.222498 0.893866 0.878254 0.020 Uiso 0.09 1 calc R U P D 2
C150 C 0.1490(8) 0.7931(10) 0.9130(12) 0.017(6) Uiso 0.09 1 d G . P D 2
H150 H 0.178399 0.754320 0.952337 0.021 Uiso 0.09 1 calc R U P D 2
C151 C 0.0797(9) 0.7671(11) 0.8995(16) 0.033(6) Uiso 0.09 1 d G . P D 2
H151 H 0.061810 0.710405 0.929581 0.040 Uiso 0.09 1 calc R U P D 2
C152 C 0.0367(7) 0.8239(13) 0.8420(17) 0.022(4) Uiso 0.09 1 d G U P D 2
H152 H -0.010681 0.806036 0.832742 0.026 Uiso 0.09 1 calc R U P D 2
C153 C 0.0628(7) 0.9068(11) 0.7980(13) 0.018(4) Uiso 0.09 1 d G . P D 2
H153 H 0.033416 0.945583 0.758658 0.022 Uiso 0.09 1 calc R U P D 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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
_geom_angle_publ_flag
O3 C1 O1 105.88(17) . . ?
O3 C1 O2 105.81(16) . . ?
O1 C1 O2 110.37(19) . . ?
O3 C1 C5 112.73(19) . . ?
O1 C1 C5 112.80(18) . . ?
O2 C1 C5 109.01(18) . . ?
C1 O1 C2 111.72(17) . . ?
O1 C2 C12 108.46(17) . . ?
O1 C2 C3 108.30(17) . . ?
C12 C2 C3 115.40(16) . . ?
O1 C2 H2 108.2 . . ?
C12 C2 H2 108.2 . . ?
C3 C2 H2 108.2 . . ?
C1 O2 C10 106.40(16) . . ?
C4 C3 C18 111.9(2) . . ?
C4 C3 C2 107.57(17) . . ?
C18 C3 C2 112.96(17) . . ?
C4 C3 H3 108.1 . . ?
C18 C3 H3 108.1 . . ?
C2 C3 H3 108.1 . . ?
C1 O3 C11 105.17(16) . . ?
C9 C4 C5 119.4(2) . . ?
C9 C4 C3 121.2(2) . . ?
C5 C4 C3 119.5(2) . . ?
C6 C5 C4 119.8(2) . . ?
C6 C5 C1 118.4(2) . . ?
C4 C5 C1 121.7(2) . . ?
C5 C6 C7 120.1(2) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C8 C7 C6 119.7(2) . . ?
C8 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
C9 C8 C7 120.3(2) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C4 120.7(2) . . ?
C8 C9 H9 119.6 . . ?
C4 C9 H9 119.6 . . ?
O2 C10 C11 104.02(19) . . ?
O2 C10 H10A 111.0 . . ?
C11 C10 H10A 111.0 . . ?
O2 C10 H10B 111.0 . . ?
C11 C10 H10B 111.0 . . ?
H10A C10 H10B 109.0 . . ?
O3 C11 C10 104.53(17) . . ?
O3 C11 H11A 110.8 . . ?
C10 C11 H11A 110.8 . . ?
O3 C11 H11B 110.8 . . ?
C10 C11 H11B 110.8 . . ?
H11A C11 H11B 108.9 . . ?
C17 C12 C13 119.25(19) . . ?
C17 C12 C2 121.21(19) . . ?
C13 C12 C2 119.48(18) . . ?
C14 C13 C12 121.02(19) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 117.96(18) . . ?
C13 C14 H14 121.0 . . ?
C15 C14 H14 121.0 . . ?
C16 C15 C14 122.68(19) . . ?
C16 C15 N15 119.22(19) . . ?
C14 C15 N15 118.09(19) . . ?
O15 N15 O16 123.2(2) . . ?
O15 N15 C15 118.3(2) . . ?
O16 N15 C15 118.47(19) . . ?
C15 C16 C17 118.72(19) . . ?
C15 C16 H16 120.6 . . ?
C17 C16 H16 120.6 . . ?
C16 C17 C12 120.38(19) . . ?
C16 C17 H17 119.8 . . ?
C12 C17 H17 119.8 . . ?
C19 C18 C23 118.7(2) . . ?
C19 C18 C3 121.4(2) . . ?
C23 C18 C3 119.9(2) . . ?
C18 C19 C20 120.7(2) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C21 C20 C19 120.3(2) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 C22 120.0(2) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C23 C22 C21 119.2(2) . . ?
C23 C22 H22 120.4 . . ?
C21 C22 H22 120.4 . . ?
C22 C23 C18 121.1(2) . . ?
C22 C23 H23 119.5 . . ?
C18 C23 H23 119.5 . . ?
O33 C31 O32 106.14(19) . . ?
O33 C31 O31 106.1(2) . . ?
O32 C31 O31 110.2(2) . . ?
O33 C31 C35 112.3(2) . . ?
O32 C31 C35 109.3(2) . . ?
O31 C31 C35 112.6(2) . . ?
C31 O31 C32 111.70(16) . . ?
O31 C32 C42 108.90(16) . . ?
O31 C32 C33 107.61(17) . . ?
C42 C32 C33 116.42(17) . . ?
O31 C32 H32 107.9 . . ?
C42 C32 H32 107.9 . . ?
C33 C32 H32 107.9 . . ?
C31 O32 C40 106.57(17) . . ?
C34 C33 C48 110.6(2) . . ?
C34 C33 C32 107.37(19) . . ?
C48 C33 C32 114.12(19) . . ?
C34 C33 H33 108.2 . . ?
C48 C33 H33 108.2 . . ?
C32 C33 H33 108.2 . . ?
C31 O33 C41 105.10(18) . . ?
C39 C34 C35 119.2(2) . . ?
C39 C34 C33 120.7(2) . . ?
C35 C34 C33 120.0(2) . . ?
C36 C35 C34 119.8(2) . . ?
C36 C35 C31 119.1(2) . . ?
C34 C35 C31 121.2(2) . . ?
C37 C36 C35 120.6(2) . . ?
C37 C36 H36 119.7 . . ?
C35 C36 H36 119.7 . . ?
C36 C37 C38 119.8(2) . . ?
C36 C37 H37 120.1 . . ?
C38 C37 H37 120.1 . . ?
C39 C38 C37 119.7(2) . . ?
C39 C38 H38 120.2 . . ?
C37 C38 H38 120.2 . . ?
C38 C39 C34 121.0(2) . . ?
C38 C39 H39 119.5 . . ?
C34 C39 H39 119.5 . . ?
O32 C40 C41 104.5(2) . . ?
O32 C40 H40A 110.9 . . ?
C41 C40 H40A 110.9 . . ?
O32 C40 H40B 110.9 . . ?
C41 C40 H40B 110.9 . . ?
H40A C40 H40B 108.9 . . ?
O33 C41 C40 103.95(18) . . ?
O33 C41 H41A 111.0 . . ?
C40 C41 H41A 111.0 . . ?
O33 C41 H41B 111.0 . . ?
C40 C41 H41B 111.0 . . ?
H41A C41 H41B 109.0 . . ?
C43 C42 C47 118.7(2) . . ?
C43 C42 C32 119.53(19) . . ?
C47 C42 C32 121.53(19) . . ?
C44 C43 C42 121.0(2) . . ?
C44 C43 H43 119.5 . . ?
C42 C43 H43 119.5 . . ?
C43 C44 C45 118.5(2) . . ?
C43 C44 H44 120.7 . . ?
C45 C44 H44 120.7 . . ?
C46 C45 C44 122.5(2) . . ?
C46 C45 N45 119.0(2) . . ?
C44 C45 N45 118.5(2) . . ?
O45 N45 O46 123.1(2) . . ?
O45 N45 C45 118.2(2) . . ?
O46 N45 C45 118.7(2) . . ?
C45 C46 C47 118.5(2) . . ?
C45 C46 H46 120.8 . . ?
C47 C46 H46 120.8 . . ?
C46 C47 C42 120.8(2) . . ?
C46 C47 H47 119.6 . . ?
C42 C47 H47 119.6 . . ?
C53 C48 C49 119.2(3) . . ?
C53 C48 C33 120.0(3) . . ?
C49 C48 C33 120.7(2) . . ?
C50 C49 C48 120.5(2) . . ?
C50 C49 H49 119.7 . . ?
C48 C49 H49 119.7 . . ?
C51 C50 C49 120.3(2) . . ?
C51 C50 H50 119.9 . . ?
C49 C50 H50 119.9 . . ?
C50 C51 C52 119.3(2) . . ?
C50 C51 H51 120.4 . . ?
C52 C51 H51 120.4 . . ?
C51 C52 C53 120.5(2) . . ?
C51 C52 H52 119.8 . . ?
C53 C52 H52 119.8 . . ?
C48 C53 C52 120.2(2) . . ?
C48 C53 H53 119.9 . . ?
C52 C53 H53 119.9 . . ?
O102 C101 O103 114.1(16) . . ?
O102 C101 O101 103(2) . . ?
O103 C101 O101 103.9(18) . . ?
O102 C101 C105 114.4(18) . . ?
O103 C101 C105 111.5(19) . . ?
O101 C101 C105 108.5(16) . . ?
C102 O101 C101 112.1(17) . . ?
O101 C102 C112 109.3(18) . . ?
O101 C102 C103 107.0(17) . . ?
C112 C102 C103 113.0(17) . . ?
O101 C102 H10C 109.2 . . ?
C112 C102 H10C 109.2 . . ?
C103 C102 H10C 109.2 . . ?
C101 O102 C110 105.7(16) . . ?
C104 C103 C102 109.9(17) . . ?
C104 C103 C118 110.7(18) . . ?
C102 C103 C118 120.2(18) . . ?
C104 C103 H103 104.9 . . ?
C102 C103 H103 104.9 . . ?
C118 C103 H103 104.9 . . ?
C101 O103 C111 97.6(16) . . ?
C105 C104 C109 120.0 . . ?
C105 C104 C103 118.2(17) . . ?
C109 C104 C103 121.5(17) . . ?
C106 C105 C104 120.0 . . ?
C106 C105 C101 116.7(16) . . ?
C104 C105 C101 123.3(16) . . ?
C105 C106 C107 120.0 . . ?
C105 C106 H106 120.0 . . ?
C107 C106 H106 120.0 . . ?
C108 C107 C106 120.0 . . ?
C108 C107 H107 120.0 . . ?
C106 C107 H107 120.0 . . ?
C107 C108 C109 120.0 . . ?
C107 C108 H108 120.0 . . ?
C109 C108 H108 120.0 . . ?
C108 C109 C104 120.0 . . ?
C108 C109 H109 120.0 . . ?
C104 C109 H109 120.0 . . ?
O102 C110 C111 105.9(17) . . ?
O102 C110 H11C 110.6 . . ?
C111 C110 H11C 110.6 . . ?
O102 C110 H11D 110.6 . . ?
C111 C110 H11D 110.6 . . ?
H11C C110 H11D 108.7 . . ?
C110 C111 O103 106.3(15) . . ?
C110 C111 H11E 110.5 . . ?
O103 C111 H11E 110.5 . . ?
C110 C111 H11F 110.5 . . ?
O103 C111 H11F 110.5 . . ?
H11E C111 H11F 108.7 . . ?
C113 C112 C117 120.0 . . ?
C113 C112 C102 118.6(13) . . ?
C117 C112 C102 120.8(13) . . ?
C114 C113 C112 120.0 . . ?
C114 C113 H113 120.0 . . ?
C112 C113 H113 120.0 . . ?
C115 C114 C113 120.0 . . ?
C115 C114 H114 120.0 . . ?
C113 C114 H114 120.0 . . ?
C114 C115 C116 120.0 . . ?
C114 C115 N115 117.6(10) . . ?
C116 C115 N115 122.4(10) . . ?
C115 C116 C117 120.0 . . ?
C115 C116 H116 120.0 . . ?
C117 C116 H116 120.0 . . ?
C116 C117 C112 120.0 . . ?
C116 C117 H117 120.0 . . ?
C112 C117 H117 120.0 . . ?
O115 N115 O116 143(2) . . ?
O115 N115 C115 96.1(19) . . ?
O116 N115 C115 121.3(18) . . ?
C119 C118 C123 120.0 . . ?
C119 C118 C103 120.4(13) . . ?
C123 C118 C103 119.1(13) . . ?
C118 C119 C120 120.0 . . ?
C118 C119 H119 120.0 . . ?
C120 C119 H119 120.0 . . ?
C121 C120 C119 120.0 . . ?
C121 C120 H120 120.0 . . ?
C119 C120 H120 120.0 . . ?
C120 C121 C122 120.0 . . ?
C120 C121 H121 120.0 . . ?
C122 C121 H121 120.0 . . ?
C123 C122 C121 120.0 . . ?
C123 C122 H122 120.0 . . ?
C121 C122 H122 120.0 . . ?
C122 C123 C118 120.0 . . ?
C122 C123 H123 120.0 . . ?
C118 C123 H123 120.0 . . ?
O133 C131 O131 110.9(16) . . ?
O133 C131 O132 108.6(16) . . ?
O131 C131 O132 104.4(17) . . ?
O133 C131 C135 112.5(16) . . ?
O131 C131 C135 113.8(15) . . ?
O132 C131 C135 106.2(18) . . ?
C131 O131 C132 110.9(17) . . ?
C131 O132 C140 99.7(17) . . ?
O131 C132 C142 109(2) . . ?
O131 C132 C133 108.2(18) . . ?
C142 C132 C133 118.0(18) . . ?
O131 C132 H132 107.0 . . ?
C142 C132 H132 107.0 . . ?
C133 C132 H132 107.0 . . ?
C131 O133 C141 107.4(14) . . ?
C134 C133 C132 109.4(14) . . ?
C134 C133 C148 113.0(14) . . ?
C132 C133 C148 113.1(18) . . ?
C134 C133 H133 107.0 . . ?
C132 C133 H133 107.0 . . ?
C148 C133 H133 107.0 . . ?
C135 C134 C139 120.0 . . ?
C135 C134 C133 119.8(13) . . ?
C139 C134 C133 120.1(13) . . ?
C136 C135 C134 120.0 . . ?
C136 C135 C131 120.0(12) . . ?
C134 C135 C131 119.8(12) . . ?
C135 C136 C137 120.0 . . ?
C135 C136 H136 120.0 . . ?
C137 C136 H136 120.0 . . ?
C138 C137 C136 120.0 . . ?
C138 C137 H137 120.0 . . ?
C136 C137 H137 120.0 . . ?
C139 C138 C137 120.0 . . ?
C139 C138 H138 120.0 . . ?
C137 C138 H138 120.0 . . ?
C138 C139 C134 120.0 . . ?
C138 C139 H139 120.0 . . ?
C134 C139 H139 120.0 . . ?
C141 C140 O132 106.1(16) . . ?
C141 C140 H14A 110.5 . . ?
O132 C140 H14A 110.5 . . ?
C141 C140 H14B 110.5 . . ?
O132 C140 H14B 110.5 . . ?
H14A C140 H14B 108.7 . . ?
O133 C141 C140 103.9(16) . . ?
O133 C141 H14C 111.0 . . ?
C140 C141 H14C 111.0 . . ?
O133 C141 H14D 111.0 . . ?
C140 C141 H14D 111.0 . . ?
H14C C141 H14D 109.0 . . ?
C143 C142 C147 120.0 . . ?
C143 C142 C132 118.6(16) . . ?
C147 C142 C132 121.3(16) . . ?
C142 C143 C144 120.0 . . ?
C142 C143 H143 120.0 . . ?
C144 C143 H143 120.0 . . ?
C143 C144 C145 120.0 . . ?
C143 C144 H144 120.0 . . ?
C145 C144 H144 120.0 . . ?
C146 C145 C144 120.0 . . ?
C146 C145 N145 120.7(12) . . ?
C144 C145 N145 119.3(12) . . ?
C147 C146 C145 120.0 . . ?
C147 C146 H146 120.0 . . ?
C145 C146 H146 120.0 . . ?
C146 C147 C142 120.0 . . ?
C146 C147 H147 120.0 . . ?
C142 C147 H147 120.0 . . ?
O146 N145 O145 127(2) . . ?
O146 N145 C145 114.6(18) . . ?
O145 N145 C145 118.6(18) . . ?
C149 C148 C153 120.0 . . ?
C149 C148 C133 119.8(11) . . ?
C153 C148 C133 120.2(11) . . ?
C148 C149 C150 120.0 . . ?
C148 C149 H149 120.0 . . ?
C150 C149 H149 120.0 . . ?
C151 C150 C149 120.0 . . ?
C151 C150 H150 120.0 . . ?
C149 C150 H150 120.0 . . ?
C152 C151 C150 120.0 . . ?
C152 C151 H151 120.0 . . ?
C150 C151 H151 120.0 . . ?
C151 C152 C153 120.0 . . ?
C151 C152 H152 120.0 . . ?
C153 C152 H152 120.0 . . ?
C152 C153 C148 120.0 . . ?
C152 C153 H153 120.0 . . ?
C148 C153 H153 120.0 . . ?
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
C1 O3 1.399(2) . ?
C1 O1 1.400(3) . ?
C1 O2 1.408(3) . ?
C1 C5 1.503(3) . ?
O1 C2 1.437(3) . ?
C2 C12 1.507(3) . ?
C2 C3 1.548(3) . ?
C2 H2 1.0000 . ?
O2 C10 1.441(3) . ?
C3 C4 1.518(3) . ?
C3 C18 1.526(3) . ?
C3 H3 1.0000 . ?
O3 C11 1.440(3) . ?
C4 C9 1.393(3) . ?
C4 C5 1.403(3) . ?
C5 C6 1.395(3) . ?
C6 C7 1.397(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.392(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.379(3) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C11 1.526(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C17 1.396(3) . ?
C12 C13 1.396(3) . ?
C13 C14 1.384(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.377(3) . ?
C15 N15 1.461(3) . ?
N15 O15 1.228(3) . ?
N15 O16 1.233(3) . ?
C16 C17 1.386(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.387(3) . ?
C18 C23 1.391(3) . ?
C19 C20 1.389(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.367(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.407(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.383(4) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C31 O33 1.394(3) . ?
C31 O32 1.408(3) . ?
C31 O31 1.410(3) . ?
C31 C35 1.505(4) . ?
O31 C32 1.437(2) . ?
C32 C42 1.508(3) . ?
C32 C33 1.544(3) . ?
C32 H32 1.0000 . ?
O32 C40 1.440(3) . ?
C33 C34 1.522(3) . ?
C33 C48 1.530(4) . ?
C33 H33 1.0000 . ?
O33 C41 1.441(3) . ?
C34 C39 1.392(3) . ?
C34 C35 1.398(3) . ?
C35 C36 1.396(3) . ?
C36 C37 1.383(4) . ?
C36 H36 0.9500 . ?
C37 C38 1.397(4) . ?
C37 H37 0.9500 . ?
C38 C39 1.384(3) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 C41 1.522(4) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.399(3) . ?
C42 C47 1.399(3) . ?
C43 C44 1.381(3) . ?
C43 H43 0.9500 . ?
C44 C45 1.382(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.380(3) . ?
C45 N45 1.469(3) . ?
N45 O45 1.227(3) . ?
N45 O46 1.233(3) . ?
C46 C47 1.386(3) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C48 C53 1.385(4) . ?
C48 C49 1.391(4) . ?
C49 C50 1.389(3) . ?
C49 H49 0.9500 . ?
C50 C51 1.385(3) . ?
C50 H50 0.9500 . ?
C51 C52 1.389(4) . ?
C51 H51 0.9500 . ?
C52 C53 1.393(3) . ?
C52 H52 0.9500 . ?
C53 H53 0.9500 . ?
C101 O102 1.40(2) . ?
C101 O103 1.43(2) . ?
C101 O101 1.47(2) . ?
C101 C105 1.560(19) . ?
O101 C102 1.420(14) . ?
C102 C112 1.492(18) . ?
C102 C103 1.52(2) . ?
C102 H10C 1.0000 . ?
O102 C110 1.452(14) . ?
C103 C104 1.44(2) . ?
C103 C118 1.53(3) . ?
C103 H103 1.0000 . ?
O103 C111 1.60(3) . ?
C104 C105 1.3900 . ?
C104 C109 1.3900 . ?
C105 C106 1.3900 . ?
C106 C107 1.3900 . ?
C106 H106 0.9500 . ?
C107 C108 1.3900 . ?
C107 H107 0.9500 . ?
C108 C109 1.3900 . ?
C108 H108 0.9500 . ?
C109 H109 0.9500 . ?
C110 C111 1.52(2) . ?
C110 H11C 0.9900 . ?
C110 H11D 0.9900 . ?
C111 H11E 0.9900 . ?
C111 H11F 0.9900 . ?
C112 C113 1.3900 . ?
C112 C117 1.3900 . ?
C113 C114 1.3900 . ?
C113 H113 0.9500 . ?
C114 C115 1.3900 . ?
C114 H114 0.9500 . ?
C115 C116 1.3900 . ?
C115 N115 1.448(16) . ?
C116 C117 1.3900 . ?
C116 H116 0.9500 . ?
C117 H117 0.9500 . ?
N115 O115 1.16(2) . ?
N115 O116 1.165(19) . ?
C118 C119 1.3900 . ?
C118 C123 1.3900 . ?
C119 C120 1.3900 . ?
C119 H119 0.9500 . ?
C120 C121 1.3900 . ?
C120 H120 0.9500 . ?
C121 C122 1.3900 . ?
C121 H121 0.9500 . ?
C122 C123 1.3900 . ?
C122 H122 0.9500 . ?
C123 H123 0.9500 . ?
C131 O133 1.38(2) . ?
C131 O131 1.39(2) . ?
C131 O132 1.42(2) . ?
C131 C135 1.511(18) . ?
O131 C132 1.46(3) . ?
O132 C140 1.54(3) . ?
C132 C142 1.493(18) . ?
C132 C133 1.51(2) . ?
C132 H132 1.0000 . ?
O133 C141 1.46(3) . ?
C133 C134 1.498(18) . ?
C133 C148 1.555(18) . ?
C133 H133 1.0000 . ?
C134 C135 1.3900 . ?
C134 C139 1.3900 . ?
C135 C136 1.3900 . ?
C136 C137 1.3900 . ?
C136 H136 0.9500 . ?
C137 C138 1.3900 . ?
C137 H137 0.9500 . ?
C138 C139 1.3900 . ?
C138 H138 0.9500 . ?
C139 H139 0.9500 . ?
C140 C141 1.50(2) . ?
C140 H14A 0.9900 . ?
C140 H14B 0.9900 . ?
C141 H14C 0.9900 . ?
C141 H14D 0.9900 . ?
C142 C143 1.3900 . ?
C142 C147 1.3900 . ?
C143 C144 1.3900 . ?
C143 H143 0.9500 . ?
C144 C145 1.3900 . ?
C144 H144 0.9500 . ?
C145 C146 1.3900 . ?
C145 N145 1.43(2) . ?
C146 C147 1.3900 . ?
C146 H146 0.9500 . ?
C147 H147 0.9500 . ?
N145 O146 1.20(2) . ?
N145 O145 1.22(2) . ?
C148 C149 1.3900 . ?
C148 C153 1.3900 . ?
C149 C150 1.3900 . ?
C149 H149 0.9500 . ?
C150 C151 1.3900 . ?
C150 H150 0.9500 . ?
C151 C152 1.3900 . ?
C151 H151 0.9500 . ?
C152 C153 1.3900 . ?
C152 H152 0.9500 . ?
C153 H153 0.9500 . ?
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
_geom_hbond_publ_flag
C3^a H3^a O15^a 1.00 2.60 3.412(3) 138.8 2_565 yes
C33^a H33^a O45^a 1.00 2.59 3.432(3) 142.2 2_675 yes
C46^a H46^a O2^a 0.95 2.52 3.441(3) 162.4 . yes
C133^b H133^b O145^b 1.00 2.61 3.42(2) 138.9 2_575 yes
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
O3 C1 O1 C2 171.70(17) . . . . ?
O2 C1 O1 C2 -74.2(2) . . . . ?
C5 C1 O1 C2 48.0(3) . . . . ?
C1 O1 C2 C12 161.94(18) . . . . ?
C1 O1 C2 C3 -72.1(2) . . . . ?
O3 C1 O2 C10 35.2(2) . . . . ?
O1 C1 O2 C10 -79.0(2) . . . . ?
C5 C1 O2 C10 156.63(19) . . . . ?
O1 C2 C3 C4 56.8(2) . . . . ?
C12 C2 C3 C4 178.52(18) . . . . ?
O1 C2 C3 C18 -67.2(2) . . . . ?
C12 C2 C3 C18 54.5(2) . . . . ?
O1 C1 O3 C11 79.0(2) . . . . ?
O2 C1 O3 C11 -38.2(2) . . . . ?
C5 C1 O3 C11 -157.21(18) . . . . ?
C18 C3 C4 C9 -80.0(3) . . . . ?
C2 C3 C4 C9 155.3(2) . . . . ?
C18 C3 C4 C5 100.2(2) . . . . ?
C2 C3 C4 C5 -24.5(3) . . . . ?
C9 C4 C5 C6 0.6(3) . . . . ?
C3 C4 C5 C6 -179.6(3) . . . . ?
C9 C4 C5 C1 -176.3(3) . . . . ?
C3 C4 C5 C1 3.5(3) . . . . ?
O3 C1 C5 C6 49.7(3) . . . . ?
O1 C1 C5 C6 169.5(2) . . . . ?
O2 C1 C5 C6 -67.5(3) . . . . ?
O3 C1 C5 C4 -133.5(2) . . . . ?
O1 C1 C5 C4 -13.6(3) . . . . ?
O2 C1 C5 C4 109.4(2) . . . . ?
C4 C5 C6 C7 0.1(3) . . . . ?
C1 C5 C6 C7 177.0(2) . . . . ?
C5 C6 C7 C8 -0.6(3) . . . . ?
C6 C7 C8 C9 0.6(3) . . . . ?
C7 C8 C9 C4 0.0(3) . . . . ?
C5 C4 C9 C8 -0.6(3) . . . . ?
C3 C4 C9 C8 179.6(2) . . . . ?
C1 O2 C10 C11 -17.8(2) . . . . ?
C1 O3 C11 C10 25.8(2) . . . . ?
O2 C10 C11 O3 -4.8(2) . . . . ?
O1 C2 C12 C17 2.8(3) . . . . ?
C3 C2 C12 C17 -118.9(2) . . . . ?
O1 C2 C12 C13 -174.48(18) . . . . ?
C3 C2 C12 C13 63.9(2) . . . . ?
C17 C12 C13 C14 -0.8(3) . . . . ?
C2 C12 C13 C14 176.57(18) . . . . ?
C12 C13 C14 C15 0.8(3) . . . . ?
C13 C14 C15 C16 -0.6(3) . . . . ?
C13 C14 C15 N15 -179.21(19) . . . . ?
C16 C15 N15 O15 -178.9(2) . . . . ?
C14 C15 N15 O15 -0.2(3) . . . . ?
C16 C15 N15 O16 0.0(3) . . . . ?
C14 C15 N15 O16 178.71(19) . . . . ?
C14 C15 C16 C17 0.4(3) . . . . ?
N15 C15 C16 C17 178.96(19) . . . . ?
C15 C16 C17 C12 -0.3(3) . . . . ?
C13 C12 C17 C16 0.5(3) . . . . ?
C2 C12 C17 C16 -176.78(19) . . . . ?
C4 C3 C18 C19 -36.6(3) . . . . ?
C2 C3 C18 C19 85.0(3) . . . . ?
C4 C3 C18 C23 145.5(2) . . . . ?
C2 C3 C18 C23 -92.9(2) . . . . ?
C23 C18 C19 C20 0.4(3) . . . . ?
C3 C18 C19 C20 -177.4(2) . . . . ?
C18 C19 C20 C21 -0.6(4) . . . . ?
C19 C20 C21 C22 1.1(4) . . . . ?
C20 C21 C22 C23 -1.5(4) . . . . ?
C21 C22 C23 C18 1.4(4) . . . . ?
C19 C18 C23 C22 -0.9(4) . . . . ?
C3 C18 C23 C22 177.0(2) . . . . ?
O33 C31 O31 C32 -171.34(17) . . . . ?
O32 C31 O31 C32 74.2(2) . . . . ?
C35 C31 O31 C32 -48.1(3) . . . . ?
C31 O31 C32 C42 -159.93(18) . . . . ?
C31 O31 C32 C33 73.0(2) . . . . ?
O33 C31 O32 C40 -32.5(3) . . . . ?
O31 C31 O32 C40 81.9(2) . . . . ?
C35 C31 O32 C40 -153.85(19) . . . . ?
O31 C32 C33 C34 -57.3(2) . . . . ?
C42 C32 C33 C34 -179.84(17) . . . . ?
O31 C32 C33 C48 65.7(2) . . . . ?
C42 C32 C33 C48 -56.8(3) . . . . ?
O32 C31 O33 C41 38.4(2) . . . . ?
O31 C31 O33 C41 -78.8(2) . . . . ?
C35 C31 O33 C41 157.8(2) . . . . ?
C48 C33 C34 C39 77.6(3) . . . . ?
C32 C33 C34 C39 -157.3(2) . . . . ?
C48 C33 C34 C35 -100.8(3) . . . . ?
C32 C33 C34 C35 24.3(3) . . . . ?
C39 C34 C35 C36 0.9(3) . . . . ?
C33 C34 C35 C36 179.2(2) . . . . ?
C39 C34 C35 C31 179.3(2) . . . . ?
C33 C34 C35 C31 -2.3(3) . . . . ?
O33 C31 C35 C36 -49.4(3) . . . . ?
O32 C31 C35 C36 68.1(3) . . . . ?
O31 C31 C35 C36 -169.09(19) . . . . ?
O33 C31 C35 C34 132.2(2) . . . . ?
O32 C31 C35 C34 -110.3(2) . . . . ?
O31 C31 C35 C34 12.5(3) . . . . ?
C34 C35 C36 C37 -1.0(3) . . . . ?
C31 C35 C36 C37 -179.4(2) . . . . ?
C35 C36 C37 C38 0.4(3) . . . . ?
C36 C37 C38 C39 0.2(3) . . . . ?
C37 C38 C39 C34 -0.3(3) . . . . ?
C35 C34 C39 C38 -0.2(3) . . . . ?
C33 C34 C39 C38 -178.6(2) . . . . ?
C31 O32 C40 C41 13.7(3) . . . . ?
C31 O33 C41 C40 -28.5(2) . . . . ?
O32 C40 C41 O33 8.9(2) . . . . ?
O31 C32 C42 C43 175.84(18) . . . . ?
C33 C32 C42 C43 -62.3(3) . . . . ?
O31 C32 C42 C47 1.0(3) . . . . ?
C33 C32 C42 C47 122.8(2) . . . . ?
C47 C42 C43 C44 1.1(3) . . . . ?
C32 C42 C43 C44 -173.87(19) . . . . ?
C42 C43 C44 C45 -0.6(3) . . . . ?
C43 C44 C45 C46 -0.6(3) . . . . ?
C43 C44 C45 N45 177.31(19) . . . . ?
C46 C45 N45 O45 -178.7(2) . . . . ?
C44 C45 N45 O45 3.3(3) . . . . ?
C46 C45 N45 O46 2.5(3) . . . . ?
C44 C45 N45 O46 -175.5(2) . . . . ?
C44 C45 C46 C47 1.1(3) . . . . ?
N45 C45 C46 C47 -176.7(2) . . . . ?
C45 C46 C47 C42 -0.6(3) . . . . ?
C43 C42 C47 C46 -0.5(3) . . . . ?
C32 C42 C47 C46 174.4(2) . . . . ?
C34 C33 C48 C53 -142.3(3) . . . . ?
C32 C33 C48 C53 96.5(3) . . . . ?
C34 C33 C48 C49 35.4(3) . . . . ?
C32 C33 C48 C49 -85.8(3) . . . . ?
C53 C48 C49 C50 0.9(4) . . . . ?
C33 C48 C49 C50 -176.8(2) . . . . ?
C48 C49 C50 C51 0.4(3) . . . . ?
C49 C50 C51 C52 -1.4(3) . . . . ?
C50 C51 C52 C53 1.1(4) . . . . ?
C49 C48 C53 C52 -1.2(4) . . . . ?
C33 C48 C53 C52 176.5(2) . . . . ?
C51 C52 C53 C48 0.2(4) . . . . ?
O102 C101 O101 C102 77(2) . . . . ?
O103 C101 O101 C102 -163(2) . . . . ?
C105 C101 O101 C102 -44(3) . . . . ?
C101 O101 C102 C112 -165(2) . . . . ?
C101 O101 C102 C103 72(3) . . . . ?
O103 C101 O102 C110 -33(3) . . . . ?
O101 C101 O102 C110 79(2) . . . . ?
C105 C101 O102 C110 -163.0(19) . . . . ?
O101 C102 C103 C104 -63(3) . . . . ?
C112 C102 C103 C104 177(2) . . . . ?
O101 C102 C103 C118 67(2) . . . . ?
C112 C102 C103 C118 -53(2) . . . . ?
O102 C101 O103 C111 33(2) . . . . ?
O101 C101 O103 C111 -79(2) . . . . ?
C105 C101 O103 C111 164.4(18) . . . . ?
C102 C103 C104 C105 30(2) . . . . ?
C118 C103 C104 C105 -105.0(17) . . . . ?
C102 C103 C104 C109 -155.6(17) . . . . ?
C118 C103 C104 C109 69(2) . . . . ?
C109 C104 C105 C106 0.0 . . . . ?
C103 C104 C105 C106 174(2) . . . . ?
C109 C104 C105 C101 -180(2) . . . . ?
C103 C104 C105 C101 -5(2) . . . . ?
O102 C101 C105 C106 76(2) . . . . ?
O103 C101 C105 C106 -55(2) . . . . ?
O101 C101 C105 C106 -169.0(17) . . . . ?
O102 C101 C105 C104 -104(2) . . . . ?
O103 C101 C105 C104 124.6(18) . . . . ?
O101 C101 C105 C104 11(3) . . . . ?
C104 C105 C106 C107 0.0 . . . . ?
C101 C105 C106 C107 180(2) . . . . ?
C105 C106 C107 C108 0.0 . . . . ?
C106 C107 C108 C109 0.0 . . . . ?
C107 C108 C109 C104 0.0 . . . . ?
C105 C104 C109 C108 0.0 . . . . ?
C103 C104 C109 C108 -174(2) . . . . ?
C101 O102 C110 C111 15(3) . . . . ?
O102 C110 C111 O103 4(3) . . . . ?
C101 O103 C111 C110 -21(2) . . . . ?
O101 C102 C112 C113 171.1(16) . . . . ?
C103 C102 C112 C113 -70(2) . . . . ?
O101 C102 C112 C117 0(3) . . . . ?
C103 C102 C112 C117 119.4(17) . . . . ?
C117 C112 C113 C114 0.0 . . . . ?
C102 C112 C113 C114 -170.8(15) . . . . ?
C112 C113 C114 C115 0.0 . . . . ?
C113 C114 C115 C116 0.0 . . . . ?
C113 C114 C115 N115 179.7(4) . . . . ?
C114 C115 C116 C117 0.0 . . . . ?
N115 C115 C116 C117 -179.7(4) . . . . ?
C115 C116 C117 C112 0.0 . . . . ?
C113 C112 C117 C116 0.0 . . . . ?
C102 C112 C117 C116 170.6(16) . . . . ?
C114 C115 N115 O115 179.6(5) . . . . ?
C116 C115 N115 O115 -0.7(8) . . . . ?
C114 C115 N115 O116 0.7(10) . . . . ?
C116 C115 N115 O116 -179.6(7) . . . . ?
C104 C103 C118 C119 -141.0(17) . . . . ?
C102 C103 C118 C119 89(2) . . . . ?
C104 C103 C118 C123 47(2) . . . . ?
C102 C103 C118 C123 -83.0(19) . . . . ?
C123 C118 C119 C120 0.0 . . . . ?
C103 C118 C119 C120 -172.1(17) . . . . ?
C118 C119 C120 C121 0.0 . . . . ?
C119 C120 C121 C122 0.0 . . . . ?
C120 C121 C122 C123 0.0 . . . . ?
C121 C122 C123 C118 0.0 . . . . ?
C119 C118 C123 C122 0.0 . . . . ?
C103 C118 C123 C122 172.2(17) . . . . ?
O133 C131 O131 C132 -78(2) . . . . ?
O132 C131 O131 C132 164.7(19) . . . . ?
C135 C131 O131 C132 49(2) . . . . ?
O133 C131 O132 C140 -38(2) . . . . ?
O131 C131 O132 C140 80(2) . . . . ?
C135 C131 O132 C140 -159.0(17) . . . . ?
C131 O131 C132 C142 160.3(19) . . . . ?
C131 O131 C132 C133 -70(2) . . . . ?
O131 C131 O133 C141 -78(2) . . . . ?
O132 C131 O133 C141 36(2) . . . . ?
C135 C131 O133 C141 153.7(18) . . . . ?
O131 C132 C133 C134 56(3) . . . . ?
C142 C132 C133 C134 -179(2) . . . . ?
O131 C132 C133 C148 -71(2) . . . . ?
C142 C132 C133 C148 54(3) . . . . ?
C132 C133 C134 C135 -28(2) . . . . ?
C148 C133 C134 C135 99.3(16) . . . . ?
C132 C133 C134 C139 156.1(19) . . . . ?
C148 C133 C134 C139 -76.9(18) . . . . ?
C139 C134 C135 C136 0.0 . . . . ?
C133 C134 C135 C136 -176.2(17) . . . . ?
C139 C134 C135 C131 -175(2) . . . . ?
C133 C134 C135 C131 9(2) . . . . ?
O133 C131 C135 C136 -66.9(19) . . . . ?
O131 C131 C135 C136 166.0(14) . . . . ?
O132 C131 C135 C136 52(2) . . . . ?
O133 C131 C135 C134 108.0(17) . . . . ?
O131 C131 C135 C134 -19(2) . . . . ?
O132 C131 C135 C134 -133.3(17) . . . . ?
C134 C135 C136 C137 0.0 . . . . ?
C131 C135 C136 C137 175(2) . . . . ?
C135 C136 C137 C138 0.0 . . . . ?
C136 C137 C138 C139 0.0 . . . . ?
C137 C138 C139 C134 0.0 . . . . ?
C135 C134 C139 C138 0.0 . . . . ?
C133 C134 C139 C138 176.2(17) . . . . ?
C131 O132 C140 C141 26(3) . . . . ?
C131 O133 C141 C140 -17(3) . . . . ?
O132 C140 C141 O133 -6(3) . . . . ?
O131 C132 C142 C143 -172.5(15) . . . . ?
C133 C132 C142 C143 64(3) . . . . ?
O131 C132 C142 C147 3(3) . . . . ?
C133 C132 C142 C147 -121(2) . . . . ?
C147 C142 C143 C144 0.0 . . . . ?
C132 C142 C143 C144 175.5(19) . . . . ?
C142 C143 C144 C145 0.0 . . . . ?
C143 C144 C145 C146 0.0 . . . . ?
C143 C144 C145 N145 179.8(18) . . . . ?
C144 C145 C146 C147 0.0 . . . . ?
N145 C145 C146 C147 -179.8(19) . . . . ?
C145 C146 C147 C142 0.0 . . . . ?
C143 C142 C147 C146 0.0 . . . . ?
C132 C142 C147 C146 -175(2) . . . . ?
C146 C145 N145 O146 -2(3) . . . . ?
C144 C145 N145 O146 178.4(18) . . . . ?
C146 C145 N145 O145 -179.3(19) . . . . ?
C144 C145 N145 O145 1(3) . . . . ?
C134 C133 C148 C149 -38.3(18) . . . . ?
C132 C133 C148 C149 86.6(17) . . . . ?
C134 C133 C148 C153 143.2(14) . . . . ?
C132 C133 C148 C153 -91.9(17) . . . . ?
C153 C148 C149 C150 0.0 . . . . ?
C133 C148 C149 C150 -178.5(15) . . . . ?
C148 C149 C150 C151 0.0 . . . . ?
C149 C150 C151 C152 0.0 . . . . ?
C150 C151 C152 C153 0.0 . . . . ?
C151 C152 C153 C148 0.0 . . . . ?
C149 C148 C153 C152 0.0 . . . . ?
C133 C148 C153 C152 178.5(15) . . . . ?
