# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_mcg1711
_database_code_depnum_ccdc_archive 'CCDC 1906137'
loop_
_audit_author_name
_audit_author_address
'Dale C. Swenson'
;University of Iowa
United States of America
;
_audit_update_record             
;
2019-03-27 deposited with the CCDC.	2020-05-07 downloaded from the CCDC.
;
_audit_creation_date             2019-03-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        Isocoumarin-DPN
_chemical_formula_moiety         
'2(C10 H6 O4), 2(C10 H5 O4), C20 H16 N2, 3(C H3 N O2)'
_chemical_formula_sum            'C63 H47 N5 O22'
_chemical_formula_weight         1226.05
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.7033(14)
_cell_length_b                   14.2585(14)
_cell_length_c                   15.6635(16)
_cell_angle_alpha                104.701(5)
_cell_angle_beta                 100.957(5)
_cell_angle_gamma                99.729(5)
_cell_volume                     2829.3(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10912
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      26.02
_cell_measurement_theta_min      1
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.959
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'HKL Scalepack (Otwinowski & Minor, 1997)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1272
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'slow evaporation from nitromethane-ethanol (v:v 4:1)'
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   0.985
_exptl_transmission_factor_min   0.934
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20617
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.033
_diffrn_reflns_theta_min         2.318
_diffrn_ambient_temperature      190.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Nonius KappaCCD detector'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7939
_reflns_number_total             11116
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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)'
_refine_diff_density_max         0.656
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     824
_refine_ls_number_reflns         11116
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      1.021
_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)+(0.0822P)²+0.8634P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1357
_refine_ls_wR_factor_ref         0.1537
_refine_special_details          
'All nonhydrogen atoms were identified from the difference Fourier map within several refinement steps. Hydrogen atoms associated with carbon atoms were refined in geometrically constrained positions with isotropic thermal parameter. some reflections were omitted due to beamstop shadowing.'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00N(H00N), C00V(H00V), C00W(H00W), C00Z(H00Z), C011(H011), C016(H016),
 C019(H019), C01A(H01A), C01D(H01D), C01G(H01G), C01I(H01I), C01J(H01J),
 C01K(H01K), C01M(H01M), C01N(H01N), C01P(H01P), C01R(H01R), C01S(H01S),
 C01T(H01T), C01U(H01U), C01V(H01V), C01X(H01X), C01Y(H01Y), C01Z(H01Z),
 C020(H020), C021(H021), C024(H024), C026(H026), C027(H027), C028(H028),
 C02A(H02A), C02B(H02B), C02C(H02C), C02D(H02D)
2.b Idealised Me refined as rotating group:
 C02E(H02E,H02F,H02G), C02F(H02H,H02I,H02J), C02G(H02K,H02L,H02M)
2.c Idealised tetrahedral OH refined as rotating group:
 O004(H004), O00D(H00D)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O001 O 0.44584(9) 0.50742(9) 1.09297(8) 0.0365(3) Uani 1 1 d . . . . .
O002 O -0.06056(10) 0.77888(9) 0.51533(9) 0.0397(3) Uani 1 1 d . . . . .
O003 O 0.61348(10) 0.62419(9) 0.75825(8) 0.0378(3) Uani 1 1 d . . . . .
O004 O 0.57392(10) 0.63737(10) 1.23321(10) 0.0448(4) Uani 1 1 d . . . . .
H004 H 0.616352 0.683492 1.274908 0.067 Uiso 1 1 calc GR . . . .
O005 O 0.41454(11) 0.35623(10) 0.99824(10) 0.0458(3) Uani 1 1 d . . . . .
O006 O -0.20303(11) 0.64588(10) 0.38314(10) 0.0492(4) Uani 1 1 d . . . . .
O007 O 0.47883(11) 0.75091(10) 1.23654(10) 0.0510(4) Uani 1 1 d . . . . .
O008 O 0.56921(12) 0.38838(10) 0.59904(9) 0.0496(4) Uani 1 1 d . . . . .
O009 O 0.47743(12) 0.50470(11) 0.61396(9) 0.0498(4) Uani 1 1 d . . . . .
O00A O 0.65884(12) 0.77516(10) 0.85409(10) 0.0529(4) Uani 1 1 d . . . . .
O00B O -0.11036(11) 0.62579(10) 0.65728(10) 0.0488(4) Uani 1 1 d . . . . .
O00C O -0.28745(12) 0.76076(11) 0.35566(11) 0.0560(4) Uani 1 1 d . . . . .
O00D O -0.35108(12) 0.61490(11) 0.52330(10) 0.0536(4) Uani 1 1 d . . . . .
H00D H -0.390411 0.571205 0.477528 0.080 Uiso 1 1 calc GR . . . .
O00E O 0.08167(12) 0.80378(12) 0.61966(10) 0.0546(4) Uani 1 1 d . . . . .
O00F O -0.25060(13) 0.50551(11) 0.51285(11) 0.0584(4) Uani 1 1 d . . . . .
N00G N 0.29672(13) 0.54248(12) 0.71606(12) 0.0407(4) Uani 1 1 d . . . . .
N00H N 0.43060(14) 0.71223(13) 0.56630(12) 0.0460(4) Uani 1 1 d . . . . .
O00I O 0.03779(13) 0.64449(14) 0.75076(13) 0.0703(5) Uani 1 1 d . . . . .
O00J O 0.63789(17) 1.01520(14) 0.50963(14) 0.0828(6) Uani 1 1 d . . . . .
C00K C 0.36060(14) 0.92595(13) 0.85817(13) 0.0361(4) Uani 1 1 d . . . . .
N00L N 0.60776(17) 0.93658(16) 0.52240(15) 0.0624(5) Uani 1 1 d . . . . .
C00M C 0.38818(15) 0.85521(13) 0.69810(12) 0.0350(4) Uani 1 1 d . . . . .
C00N C 0.25786(14) 0.70006(13) 0.74788(13) 0.0350(4) Uani 1 1 d . . . . .
H00N H 0.215411 0.742755 0.733100 0.042 Uiso 1 1 calc R . . . .
C00O C 0.36483(15) 0.93358(13) 0.76918(13) 0.0374(4) Uani 1 1 d . . . . .
N00P N 0.08242(19) 0.64185(18) 0.38701(16) 0.0757(7) Uani 1 1 d . . . . .
C00Q C 0.36129(15) 0.83782(13) 0.88623(13) 0.0365(4) Uani 1 1 d . . . . .
C00R C 0.34145(14) 0.73587(13) 0.82340(12) 0.0322(4) Uani 1 1 d . . . . .
C00S C 0.49559(15) 0.67001(14) 1.20371(13) 0.0380(4) Uani 1 1 d . . . . .
C00T C 0.78854(14) 0.57342(14) 0.83965(13) 0.0367(4) Uani 1 1 d . . . . .
N00U N 0.80455(19) 1.2098(2) 0.81429(18) 0.0773(7) Uani 1 1 d . . . . .
C00V C 0.37654(16) 0.57342(14) 0.78761(14) 0.0402(5) Uani 1 1 d . . . . .
H00V H 0.416864 0.528441 0.800741 0.048 Uiso 1 1 calc R . . . .
C00W C 0.34357(14) 0.62247(14) 1.07290(12) 0.0353(4) Uani 1 1 d . . . . .
H00W H 0.329123 0.685927 1.094405 0.042 Uiso 1 1 calc R . . . .
C00X C 0.27941(14) 0.55201(14) 0.98959(13) 0.0350(4) Uani 1 1 d . . . . .
C00Y C 0.30263(14) 0.45853(13) 0.96098(12) 0.0345(4) Uani 1 1 d . . . . .
C00Z C 0.47349(15) 0.81594(14) 0.71641(13) 0.0364(4) Uani 1 1 d . . . . .
H00Z H 0.518196 0.838953 0.775518 0.044 Uiso 1 1 calc R . . . .
C010 C 0.77000(14) 0.66766(14) 0.87576(12) 0.0355(4) Uani 1 1 d . . . . .
C011 C 0.49313(16) 0.74422(15) 0.64941(13) 0.0417(5) Uani 1 1 d . . . . .
H011 H 0.551204 0.717279 0.662107 0.050 Uiso 1 1 calc R . . . .
C012 C 0.63354(15) 0.53286(13) 0.72170(12) 0.0352(4) Uani 1 1 d . . . . .
C013 C -0.13906(14) 0.81303(14) 0.47338(13) 0.0362(4) Uani 1 1 d . . . . .
C014 C 0.38856(14) 0.43426(13) 1.01506(13) 0.0360(4) Uani 1 1 d . . . . .
C015 C 0.35668(16) 1.01414(14) 0.92446(15) 0.0473(5) Uani 1 1 d . . . . .
C016 C 0.40093(15) 0.66973(14) 0.84243(13) 0.0367(4) Uani 1 1 d . . . . .
H016 H 0.458205 0.691599 0.893350 0.044 Uiso 1 1 calc R . . . .
C017 C 0.42250(14) 0.59925(13) 1.11960(12) 0.0336(4) Uani 1 1 d . . . . .
C018 C 0.01593(15) 0.84087(15) 0.58833(13) 0.0400(5) Uani 1 1 d . . . . .
C019 C 0.19639(15) 0.57290(16) 0.93626(13) 0.0412(5) Uani 1 1 d . . . . .
H019 H 0.179596 0.635725 0.954716 0.049 Uiso 1 1 calc R . . . .
C01A C 0.83748(16) 0.73574(16) 0.95385(14) 0.0454(5) Uani 1 1 d . . . . .
H01A H 0.824981 0.799632 0.977586 0.055 Uiso 1 1 calc R . . . .
C01B C 0.68065(15) 0.69532(14) 0.83215(13) 0.0379(4) Uani 1 1 d . . . . .
C01C C -0.21573(15) 0.73149(14) 0.39735(14) 0.0405(5) Uani 1 1 d . . . . .
C01D C 0.24393(16) 0.38800(15) 0.88028(14) 0.0429(5) Uani 1 1 d . . . . .
H01D H 0.259946 0.324929 0.860921 0.051 Uiso 1 1 calc R . . . .
C01E C 0.55328(16) 0.47009(14) 0.63786(13) 0.0393(5) Uani 1 1 d . . . . .
O01F O 0.14002(18) 0.72261(17) 0.42388(16) 0.0990(7) Uani 1 1 d . . . . .
C01G C 0.32592(16) 0.82016(16) 0.60979(14) 0.0448(5) Uani 1 1 d . . . . .
H01G H 0.267675 0.846014 0.594403 0.054 Uiso 1 1 calc R . . . .
C01H C -0.26848(17) 0.58493(15) 0.54815(14) 0.0440(5) Uani 1 1 d . . . . .
C01I C 0.35578(17) 1.02066(15) 0.74845(17) 0.0516(5) Uani 1 1 d . . . . .
H01I H 0.355705 1.023736 0.688562 0.062 Uiso 1 1 calc R . . . .
C01J C -0.20529(16) 0.75113(15) 0.66918(13) 0.0419(5) Uani 1 1 d . . . . .
H01J H -0.264759 0.772463 0.647566 0.050 Uiso 1 1 calc R . . . .
C01K C 0.23756(15) 0.60290(14) 0.69529(14) 0.0405(5) Uani 1 1 d . . . . .
H01K H 0.181027 0.578378 0.643697 0.049 Uiso 1 1 calc R . . . .
C01L C -0.07139(15) 0.97812(14) 0.57759(13) 0.0396(4) Uani 1 1 d . . . . .
C01M C 0.13913(16) 0.50242(17) 0.85710(14) 0.0471(5) Uani 1 1 d . . . . .
H01M H 0.082748 0.516906 0.821274 0.056 Uiso 1 1 calc R . . . .
C01N C 0.71660(15) 0.50671(14) 0.75847(13) 0.0384(4) Uani 1 1 d . . . . .
H01N H 0.728710 0.443617 0.731095 0.046 Uiso 1 1 calc R . . . .
C01O C 0.00853(15) 0.94425(14) 0.62085(13) 0.0395(4) Uani 1 1 d . . . . .
C01P C -0.14574(15) 0.90739(14) 0.50007(14) 0.0400(5) Uani 1 1 d . . . . .
H01P H -0.199747 0.928560 0.467992 0.048 Uiso 1 1 calc R . . . .
C01Q C -0.19456(15) 0.66065(15) 0.62846(13) 0.0402(4) Uani 1 1 d . . . . .
C01R C 0.16291(17) 0.41029(16) 0.82904(14) 0.0478(5) Uani 1 1 d . . . . .
H01R H 0.122925 0.362442 0.774105 0.057 Uiso 1 1 calc R . . . .
C01S C 0.93977(17) 0.61655(18) 0.96115(15) 0.0520(6) Uani 1 1 d . . . . .
H01S H 0.997607 0.598768 0.991350 0.062 Uiso 1 1 calc R . . . .
C01T C 0.34909(18) 0.74851(17) 0.54557(14) 0.0498(5) Uani 1 1 d . . . . .
H01T H 0.306511 0.724421 0.485539 0.060 Uiso 1 1 calc R . . . .
C01U C 0.37174(19) 0.84405(16) 0.97681(14) 0.0531(6) Uani 1 1 d . . . . .
H01U H 0.377860 0.786587 0.995682 0.064 Uiso 1 1 calc R . . . .
C01V C 0.3629(2) 1.01450(18) 1.01563(16) 0.0622(7) Uani 1 1 d . . . . .
H01V H 0.359409 1.073128 1.059188 0.075 Uiso 1 1 calc R . . . .
C01W C -0.12646(17) 0.81688(16) 0.74627(14) 0.0452(5) Uani 1 1 d . . . . .
C01X C 0.92204(17) 0.70988(18) 0.99619(15) 0.0534(6) Uani 1 1 d . . . . .
H01X H 0.968073 0.755840 1.049241 0.064 Uiso 1 1 calc R . . . .
C01Y C 0.87548(16) 0.54921(17) 0.88368(15) 0.0471(5) Uani 1 1 d . . . . .
H01Y H 0.889983 0.486244 0.859977 0.057 Uiso 1 1 calc R . . . .
C01Z C 0.08179(17) 1.00891(17) 0.69781(14) 0.0505(5) Uani 1 1 d . . . . .
H01Z H 0.135986 0.985970 0.727465 0.061 Uiso 1 1 calc R . . . .
C020 C 0.34672(19) 1.10452(16) 0.8132(2) 0.0602(7) Uani 1 1 d . . . . .
H020 H 0.338904 1.163028 0.796754 0.072 Uiso 1 1 calc R . . . .
C021 C -0.00514(19) 1.13939(17) 0.68659(17) 0.0597(6) Uani 1 1 d . . . . .
H021 H -0.009577 1.206527 0.709527 0.072 Uiso 1 1 calc R . . . .
C022 C -0.04046(17) 0.78209(16) 0.77575(14) 0.0475(5) Uani 1 1 d . . . . .
O023 O 0.8572(2) 1.2907(2) 0.8475(2) 0.1323(11) Uani 1 1 d . . . . .
C024 C 0.34913(18) 1.10200(15) 0.89940(19) 0.0590(7) Uani 1 1 d . . . . .
H024 H 0.345713 1.159973 0.943776 0.071 Uiso 1 1 calc R . . . .
C025 C -0.03177(17) 0.68229(17) 0.73062(16) 0.0500(5) Uani 1 1 d . . . . .
C026 C -0.07753(17) 1.07673(15) 0.61094(16) 0.0503(5) Uani 1 1 d . . . . .
H026 H -0.131217 1.100659 0.581773 0.060 Uiso 1 1 calc R . . . .
C027 C 0.3736(2) 0.93256(19) 1.04190(16) 0.0678(7) Uani 1 1 d . . . . .
H027 H 0.382365 0.935162 1.104157 0.081 Uiso 1 1 calc R . . . .
C028 C -0.1326(2) 0.91286(17) 0.79155(16) 0.0587(6) Uani 1 1 d . . . . .
H028 H -0.190965 0.937272 0.772936 0.070 Uiso 1 1 calc R . . . .
O029 O 0.6299(3) 0.9226(2) 0.59592(16) 0.1303(11) Uani 1 1 d . . . . .
C02A C 0.07398(19) 1.10580(18) 0.72961(16) 0.0589(6) Uani 1 1 d . . . . .
H02A H 0.123243 1.150118 0.781527 0.071 Uiso 1 1 calc R . . . .
C02B C 0.0393(2) 0.8433(2) 0.84923(17) 0.0642(7) Uani 1 1 d . . . . .
H02B H 0.097767 0.819605 0.869077 0.077 Uiso 1 1 calc R . . . .
C02C C -0.0536(2) 0.9717(2) 0.86324(18) 0.0716(8) Uani 1 1 d . . . . .
H02C H -0.057885 1.037071 0.893595 0.086 Uiso 1 1 calc R . . . .
C02D C 0.0321(2) 0.9379(2) 0.89223(18) 0.0740(8) Uani 1 1 d . . . . .
H02D H 0.085876 0.980008 0.941779 0.089 Uiso 1 1 calc R . . . .
C02E C 0.5475(2) 0.8526(2) 0.4456(2) 0.0791(9) Uani 1 1 d . . . . .
H02E H 0.563869 0.860963 0.389330 0.119 Uiso 1 1 calc GR . . . .
H02F H 0.474688 0.849599 0.441315 0.119 Uiso 1 1 calc GR . . . .
H02G H 0.563356 0.790704 0.454400 0.119 Uiso 1 1 calc GR . . . .
C02F C 0.0373(3) 0.5869(2) 0.4422(3) 0.0924(10) Uani 1 1 d . . . . .
H02H H 0.068272 0.621522 0.506802 0.139 Uiso 1 1 calc GR . . . .
H02I H 0.049813 0.519655 0.427354 0.139 Uiso 1 1 calc GR . . . .
H02J H -0.036380 0.582642 0.429478 0.139 Uiso 1 1 calc GR . . . .
C02G C 0.7331(2) 1.1865(3) 0.7260(2) 0.0968(12) Uani 1 1 d . . . . .
H02K H 0.671009 1.209261 0.734286 0.145 Uiso 1 1 calc GR . . . .
H02L H 0.715567 1.114329 0.696885 0.145 Uiso 1 1 calc GR . . . .
H02M H 0.764657 1.220146 0.687337 0.145 Uiso 1 1 calc GR . . . .
O02H O 0.8061(3) 1.1495(3) 0.8518(3) 0.1736(16) Uani 1 1 d . . . . .
O02I O 0.0590(3) 0.6098(2) 0.30565(19) 0.1732(16) Uani 1 1 d . . . . .
H00G H 0.2778(18) 0.4784(19) 0.6826(16) 0.060(7) Uiso 1 1 d . . . . .
H00H H 0.442(2) 0.662(2) 0.5175(19) 0.076(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O001 C014 1.381(2) . ?
O001 C017 1.381(2) . ?
O002 C013 1.377(2) . ?
O002 C018 1.381(2) . ?
O003 C012 1.379(2) . ?
O003 C01B 1.378(2) . ?
O004 H004 0.8400 . ?
O004 C00S 1.293(2) . ?
O005 C014 1.206(2) . ?
O006 C01C 1.232(2) . ?
O007 C00S 1.217(2) . ?
O008 C01E 1.246(2) . ?
O009 C01E 1.258(2) . ?
O00A C01B 1.208(2) . ?
O00B C01Q 1.375(2) . ?
O00B C025 1.377(3) . ?
O00C C01C 1.265(2) . ?
O00D H00D 0.8400 . ?
O00D C01H 1.302(3) . ?
O00E C018 1.207(2) . ?
O00F C01H 1.215(2) . ?
N00G C00V 1.329(3) . ?
N00G C01K 1.335(3) . ?
N00G H00G 0.90(3) . ?
N00H C011 1.334(3) . ?
N00H C01T 1.328(3) . ?
N00H H00H 0.96(3) . ?
O00I C025 1.202(3) . ?
O00J N00L 1.207(3) . ?
C00K C00O 1.437(3) . ?
C00K C00Q 1.434(3) . ?
C00K C015 1.429(3) . ?
N00L O029 1.209(3) . ?
N00L C02E 1.456(3) . ?
C00M C00O 1.488(3) . ?
C00M C00Z 1.392(3) . ?
C00M C01G 1.395(3) . ?
C00N H00N 0.9500 . ?
C00N C00R 1.397(3) . ?
C00N C01K 1.371(3) . ?
C00O C01I 1.380(3) . ?
N00P O01F 1.210(3) . ?
N00P C02F 1.458(4) . ?
N00P O02I 1.198(3) . ?
C00Q C00R 1.481(2) . ?
C00Q C01U 1.377(3) . ?
C00R C016 1.397(3) . ?
C00S C017 1.496(3) . ?
C00T C010 1.405(3) . ?
C00T C01N 1.444(3) . ?
C00T C01Y 1.401(3) . ?
N00U O023 1.181(3) . ?
N00U C02G 1.458(4) . ?
N00U O02H 1.159(4) . ?
C00V H00V 0.9500 . ?
C00V C016 1.368(3) . ?
C00W H00W 0.9500 . ?
C00W C00X 1.444(3) . ?
C00W C017 1.326(3) . ?
C00X C00Y 1.405(3) . ?
C00X C019 1.400(3) . ?
C00Y C014 1.460(3) . ?
C00Y C01D 1.397(3) . ?
C00Z H00Z 0.9500 . ?
C00Z C011 1.369(3) . ?
C010 C01A 1.399(3) . ?
C010 C01B 1.450(3) . ?
C011 H011 0.9500 . ?
C012 C01E 1.502(3) . ?
C012 C01N 1.330(3) . ?
C013 C01C 1.511(3) . ?
C013 C01P 1.328(3) . ?
C015 C01V 1.413(3) . ?
C015 C024 1.419(3) . ?
C016 H016 0.9500 . ?
C018 C01O 1.460(3) . ?
C019 H019 0.9500 . ?
C019 C01M 1.376(3) . ?
C01A H01A 0.9500 . ?
C01A C01X 1.377(3) . ?
C01D H01D 0.9500 . ?
C01D C01R 1.374(3) . ?
C01G H01G 0.9500 . ?
C01G C01T 1.366(3) . ?
C01H C01Q 1.494(3) . ?
C01I H01I 0.9500 . ?
C01I C020 1.399(3) . ?
C01J H01J 0.9500 . ?
C01J C01Q 1.332(3) . ?
C01J C01W 1.446(3) . ?
C01K H01K 0.9500 . ?
C01L C01O 1.398(3) . ?
C01L C01P 1.446(3) . ?
C01L C026 1.393(3) . ?
C01M H01M 0.9500 . ?
C01M C01R 1.390(3) . ?
C01N H01N 0.9500 . ?
C01O C01Z 1.405(3) . ?
C01P H01P 0.9500 . ?
C01R H01R 0.9500 . ?
C01S H01S 0.9500 . ?
C01S C01X 1.386(3) . ?
C01S C01Y 1.374(3) . ?
C01T H01T 0.9500 . ?
C01U H01U 0.9500 . ?
C01U C027 1.400(3) . ?
C01V H01V 0.9500 . ?
C01V C027 1.355(4) . ?
C01W C022 1.398(3) . ?
C01W C028 1.397(3) . ?
C01X H01X 0.9500 . ?
C01Y H01Y 0.9500 . ?
C01Z H01Z 0.9500 . ?
C01Z C02A 1.374(3) . ?
C020 H020 0.9500 . ?
C020 C024 1.354(4) . ?
C021 H021 0.9500 . ?
C021 C026 1.379(3) . ?
C021 C02A 1.386(4) . ?
C022 C025 1.455(3) . ?
C022 C02B 1.404(3) . ?
C024 H024 0.9500 . ?
C026 H026 0.9500 . ?
C027 H027 0.9500 . ?
C028 H028 0.9500 . ?
C028 C02C 1.375(4) . ?
C02A H02A 0.9500 . ?
C02B H02B 0.9500 . ?
C02B C02D 1.375(4) . ?
C02C H02C 0.9500 . ?
C02C C02D 1.385(4) . ?
C02D H02D 0.9500 . ?
C02E H02E 0.9800 . ?
C02E H02F 0.9800 . ?
C02E H02G 0.9800 . ?
C02F H02H 0.9800 . ?
C02F H02I 0.9800 . ?
C02F H02J 0.9800 . ?
C02G H02K 0.9800 . ?
C02G H02L 0.9800 . ?
C02G H02M 0.9800 . ?

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
C017 O001 C014 121.74(14) . . ?
C013 O002 C018 121.85(15) . . ?
C01B O003 C012 121.94(15) . . ?
C00S O004 H004 109.5 . . ?
C01Q O00B C025 121.96(16) . . ?
C01H O00D H00D 109.5 . . ?
C00V N00G C01K 121.91(17) . . ?
C00V N00G H00G 120.5(15) . . ?
C01K N00G H00G 117.4(16) . . ?
C011 N00H H00H 122.6(17) . . ?
C01T N00H C011 121.92(18) . . ?
C01T N00H H00H 115.5(17) . . ?
C00Q C00K C00O 125.48(16) . . ?
C015 C00K C00O 117.07(18) . . ?
C015 C00K C00Q 117.44(18) . . ?
O00J N00L O029 122.7(2) . . ?
O00J N00L C02E 119.2(2) . . ?
O029 N00L C02E 117.9(2) . . ?
C00Z C00M C00O 121.56(17) . . ?
C00Z C00M C01G 117.68(17) . . ?
C01G C00M C00O 120.74(17) . . ?
C00R C00N H00N 120.2 . . ?
C01K C00N H00N 120.2 . . ?
C01K C00N C00R 119.52(18) . . ?
C00K C00O C00M 123.71(16) . . ?
C01I C00O C00K 119.94(18) . . ?
C01I C00O C00M 116.12(18) . . ?
O01F N00P C02F 119.4(3) . . ?
O02I N00P O01F 120.1(3) . . ?
O02I N00P C02F 120.5(3) . . ?
C00K C00Q C00R 124.70(17) . . ?
C01U C00Q C00K 119.48(17) . . ?
C01U C00Q C00R 115.54(18) . . ?
C00N C00R C00Q 121.24(17) . . ?
C016 C00R C00N 117.89(16) . . ?
C016 C00R C00Q 120.64(17) . . ?
O004 C00S C017 114.12(16) . . ?
O007 C00S O004 126.33(18) . . ?
O007 C00S C017 119.52(17) . . ?
C010 C00T C01N 117.89(17) . . ?
C01Y C00T C010 118.61(18) . . ?
C01Y C00T C01N 123.51(18) . . ?
O023 N00U C02G 119.3(3) . . ?
O02H N00U O023 121.3(4) . . ?
O02H N00U C02G 119.3(3) . . ?
N00G C00V H00V 119.8 . . ?
N00G C00V C016 120.33(18) . . ?
C016 C00V H00V 119.8 . . ?
C00X C00W H00W 119.8 . . ?
C017 C00W H00W 119.8 . . ?
C017 C00W C00X 120.48(17) . . ?
C00Y C00X C00W 117.88(17) . . ?
C019 C00X C00W 123.16(18) . . ?
C019 C00X C00Y 118.95(18) . . ?
C00X C00Y C014 120.36(17) . . ?
C01D C00Y C00X 120.30(18) . . ?
C01D C00Y C014 119.35(17) . . ?
C00M C00Z H00Z 119.9 . . ?
C011 C00Z C00M 120.16(18) . . ?
C011 C00Z H00Z 119.9 . . ?
C00T C010 C01B 120.18(17) . . ?
C01A C010 C00T 120.45(18) . . ?
C01A C010 C01B 119.37(17) . . ?
N00H C011 C00Z 119.92(19) . . ?
N00H C011 H011 120.0 . . ?
C00Z C011 H011 120.0 . . ?
O003 C012 C01E 112.70(16) . . ?
C01N C012 O003 121.79(17) . . ?
C01N C012 C01E 125.51(17) . . ?
O002 C013 C01C 112.62(15) . . ?
C01P C013 O002 122.31(17) . . ?
C01P C013 C01C 125.05(18) . . ?
O001 C014 C00Y 117.12(16) . . ?
O005 C014 O001 116.64(17) . . ?
O005 C014 C00Y 126.24(17) . . ?
C01V C015 C00K 119.9(2) . . ?
C01V C015 C024 119.9(2) . . ?
C024 C015 C00K 120.1(2) . . ?
C00R C016 H016 120.1 . . ?
C00V C016 C00R 119.89(18) . . ?
C00V C016 H016 120.1 . . ?
O001 C017 C00S 113.97(15) . . ?
C00W C017 O001 122.40(16) . . ?
C00W C017 C00S 123.61(17) . . ?
O002 C018 C01O 116.89(17) . . ?
O00E C018 O002 116.63(18) . . ?
O00E C018 C01O 126.47(18) . . ?
C00X C019 H019 120.0 . . ?
C01M C019 C00X 119.99(19) . . ?
C01M C019 H019 120.0 . . ?
C010 C01A H01A 120.1 . . ?
C01X C01A C010 119.8(2) . . ?
C01X C01A H01A 120.1 . . ?
O003 C01B C010 117.41(16) . . ?
O00A C01B O003 116.18(17) . . ?
O00A C01B C010 126.41(18) . . ?
O006 C01C O00C 127.50(18) . . ?
O006 C01C C013 118.18(18) . . ?
O00C C01C C013 114.31(17) . . ?
C00Y C01D H01D 120.2 . . ?
C01R C01D C00Y 119.68(19) . . ?
C01R C01D H01D 120.2 . . ?
O008 C01E O009 126.67(18) . . ?
O008 C01E C012 115.94(19) . . ?
O009 C01E C012 117.39(16) . . ?
C00M C01G H01G 120.1 . . ?
C01T C01G C00M 119.71(19) . . ?
C01T C01G H01G 120.1 . . ?
O00D C01H C01Q 111.90(17) . . ?
O00F C01H O00D 126.1(2) . . ?
O00F C01H C01Q 121.9(2) . . ?
C00O C01I H01I 119.1 . . ?
C00O C01I C020 121.8(2) . . ?
C020 C01I H01I 119.1 . . ?
C01Q C01J H01J 120.0 . . ?
C01Q C01J C01W 120.0(2) . . ?
C01W C01J H01J 120.0 . . ?
N00G C01K C00N 120.45(18) . . ?
N00G C01K H01K 119.8 . . ?
C00N C01K H01K 119.8 . . ?
C01O C01L C01P 117.70(17) . . ?
C026 C01L C01O 119.53(18) . . ?
C026 C01L C01P 122.77(19) . . ?
C019 C01M H01M 119.7 . . ?
C019 C01M C01R 120.7(2) . . ?
C01R C01M H01M 119.7 . . ?
C00T C01N H01N 119.7 . . ?
C012 C01N C00T 120.58(17) . . ?
C012 C01N H01N 119.7 . . ?
C01L C01O C018 120.73(17) . . ?
C01L C01O C01Z 120.31(19) . . ?
C01Z C01O C018 118.94(19) . . ?
C013 C01P C01L 120.47(19) . . ?
C013 C01P H01P 119.8 . . ?
C01L C01P H01P 119.8 . . ?
O00B C01Q C01H 111.31(17) . . ?
C01J C01Q O00B 122.38(18) . . ?
C01J C01Q C01H 126.31(19) . . ?
C01D C01R C01M 120.38(19) . . ?
C01D C01R H01R 119.8 . . ?
C01M C01R H01R 119.8 . . ?
C01X C01S H01S 119.3 . . ?
C01Y C01S H01S 119.3 . . ?
C01Y C01S C01X 121.4(2) . . ?
N00H C01T C01G 120.6(2) . . ?
N00H C01T H01T 119.7 . . ?
C01G C01T H01T 119.7 . . ?
C00Q C01U H01U 119.0 . . ?
C00Q C01U C027 121.9(2) . . ?
C027 C01U H01U 119.0 . . ?
C015 C01V H01V 119.5 . . ?
C027 C01V C015 121.03(19) . . ?
C027 C01V H01V 119.5 . . ?
C022 C01W C01J 117.90(19) . . ?
C028 C01W C01J 122.9(2) . . ?
C028 C01W C022 119.2(2) . . ?
C01A C01X C01S 119.8(2) . . ?
C01A C01X H01X 120.1 . . ?
C01S C01X H01X 120.1 . . ?
C00T C01Y H01Y 120.0 . . ?
C01S C01Y C00T 120.0(2) . . ?
C01S C01Y H01Y 120.0 . . ?
C01O C01Z H01Z 120.4 . . ?
C02A C01Z C01O 119.1(2) . . ?
C02A C01Z H01Z 120.4 . . ?
C01I C020 H020 120.1 . . ?
C024 C020 C01I 119.7(2) . . ?
C024 C020 H020 120.1 . . ?
C026 C021 H021 119.5 . . ?
C026 C021 C02A 120.9(2) . . ?
C02A C021 H021 119.5 . . ?
C01W C022 C025 120.70(19) . . ?
C01W C022 C02B 120.4(2) . . ?
C02B C022 C025 118.9(2) . . ?
C015 C024 H024 119.5 . . ?
C020 C024 C015 121.0(2) . . ?
C020 C024 H024 119.5 . . ?
O00B C025 C022 117.00(19) . . ?
O00I C025 O00B 116.7(2) . . ?
O00I C025 C022 126.3(2) . . ?
C01L C026 H026 120.2 . . ?
C021 C026 C01L 119.6(2) . . ?
C021 C026 H026 120.2 . . ?
C01U C027 H027 120.2 . . ?
C01V C027 C01U 119.6(2) . . ?
C01V C027 H027 120.2 . . ?
C01W C028 H028 120.2 . . ?
C02C C028 C01W 119.5(3) . . ?
C02C C028 H028 120.2 . . ?
C01Z C02A C021 120.6(2) . . ?
C01Z C02A H02A 119.7 . . ?
C021 C02A H02A 119.7 . . ?
C022 C02B H02B 120.3 . . ?
C02D C02B C022 119.4(3) . . ?
C02D C02B H02B 120.3 . . ?
C028 C02C H02C 119.2 . . ?
C028 C02C C02D 121.5(3) . . ?
C02D C02C H02C 119.2 . . ?
C02B C02D C02C 120.0(2) . . ?
C02B C02D H02D 120.0 . . ?
C02C C02D H02D 120.0 . . ?
N00L C02E H02E 109.5 . . ?
N00L C02E H02F 109.5 . . ?
N00L C02E H02G 109.5 . . ?
H02E C02E H02F 109.5 . . ?
H02E C02E H02G 109.5 . . ?
H02F C02E H02G 109.5 . . ?
N00P C02F H02H 109.5 . . ?
N00P C02F H02I 109.5 . . ?
N00P C02F H02J 109.5 . . ?
H02H C02F H02I 109.5 . . ?
H02H C02F H02J 109.5 . . ?
H02I C02F H02J 109.5 . . ?
N00U C02G H02K 109.5 . . ?
N00U C02G H02L 109.5 . . ?
N00U C02G H02M 109.5 . . ?
H02K C02G H02L 109.5 . . ?
H02K C02G H02M 109.5 . . ?
H02L C02G H02M 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mcg18171
_database_code_depnum_ccdc_archive 'CCDC 1906139'
loop_
_audit_author_name
_audit_author_address
'Dale C. Swenson'
;University of Iowa
United States of America
;
_audit_update_record             
;
2019-03-27 deposited with the CCDC.	2020-05-07 downloaded from the CCDC.
;
_audit_creation_date             2019-03-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        Isocoumarin-3-acid-DAPN
_chemical_formula_moiety         'C20 H11 O8, C10 H5 O4, C10 H6 O4, C24 H16 N2'
_chemical_formula_sum            'C64 H38 N2 O16'
_chemical_formula_weight         1090.96
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8579(9)
_cell_length_b                   15.7231(16)
_cell_length_c                   20.017(2)
_cell_angle_alpha                110.471(5)
_cell_angle_beta                 93.635(5)
_cell_angle_gamma                106.238(5)
_cell_volume                     2467.0(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6389
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      52.13
_cell_measurement_theta_min      4.801
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0609 before and 0.0523 after correction. The Ratio of minimum to maximum transmission is 0.9349. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light orange'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1128
_exptl_crystal_recrystallization_method 'slow evaporation-from methanol'
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   0.7454
_exptl_transmission_factor_min   0.6969
_diffrn_reflns_av_R_equivalents  0.0558
_diffrn_reflns_av_unetI/netI     0.0793
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_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       17
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            38303
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.467
_diffrn_reflns_theta_min         2.208
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker Neditonius APEX II Kappa'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5890
_reflns_number_total             10085
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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)'
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     752
_refine_ls_number_reflns         10085
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1144
_refine_ls_R_factor_gt           0.0524
_refine_ls_restrained_S_all      1.020
_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)+(0.0560P)²+0.4880P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1112
_refine_ls_wR_factor_ref         0.1325
_refine_special_details          
'All nonhydrogen atoms were identified from the difference Fourier map within several refinement steps. Hydrogen atoms associated with carbon atoms were refined in geometrically constrained positions with isotropic thermal parameter. some reflections were omitted due to beamstop shadowing.'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00Y(H00Y), C010(H010), C011(H011), C012(H012), C013(H013), C014(H014),
 C018(H018), C01A(H01A), C01B(H01B), C01D(H01D), C01E(H01E), C01F(H01F),
 C01G(H01G), C01H(H01H), C01I(H01I), C01J(H01J), C01K(H01K), C01L(H01L),
 C01P(H01P), C01S(H01S), C01T(H01T), C01U(H01U), C01V(H01V), C01W(H01W),
 C01X(H01X), C01Y(H01Y), C021(H021), C022(H022), C023(H023), C025(H025),
 C027(H027), C028(H028), C029(H029), C02A(H02A)
2.b Idealised tetrahedral OH refined as rotating group:
 O00A(H00A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O001 O 0.52966(18) 0.99391(11) 0.62791(7) 0.0233(4) Uani 1 1 d . . . . .
O002 O 1.09579(18) 1.08054(11) 0.71429(7) 0.0233(4) Uani 1 1 d . . . . .
O003 O 0.6489(2) 0.95951(12) 0.51070(8) 0.0268(4) Uani 1 1 d . . . . .
O004 O 1.2305(2) 1.06275(11) 0.59894(8) 0.0273(4) Uani 1 1 d . . . . .
O005 O 0.4416(2) 0.82598(11) 0.44775(8) 0.0298(4) Uani 1 1 d . . . . .
O006 O 1.1199(2) 1.16544(12) 0.83060(8) 0.0331(5) Uani 1 1 d . . . . .
O007 O 1.0399(2) 0.92342(12) 0.53223(8) 0.0335(5) Uani 1 1 d . . . . .
O008 O 0.5585(2) 1.09872(12) 0.73880(8) 0.0342(5) Uani 1 1 d . . . . .
O009 O 1.3852(2) 0.62152(12) 0.44252(9) 0.0319(4) Uani 1 1 d . . . . .
O00A O 0.8656(2) 0.44151(13) 0.27742(9) 0.0385(5) Uani 1 1 d . . . . .
H00A H 0.946064 0.477137 0.309800 0.058 Uiso 1 1 calc GR . . . .
O00B O 1.1008(2) 0.55577(13) 0.36783(9) 0.0391(5) Uani 1 1 d . . . . .
O00C O 1.0446(2) 0.38325(13) 0.21743(9) 0.0430(5) Uani 1 1 d . . . . .
O00D O 0.8104(2) 0.24579(13) 0.11304(9) 0.0424(5) Uani 1 1 d . . . . .
N00E N 1.0651(2) 0.82066(15) 0.40144(11) 0.0256(5) Uani 1 1 d . . . . .
O00F O 0.9923(2) 0.59370(15) 0.46811(10) 0.0522(6) Uani 1 1 d . . . . .
O00G O 1.6402(2) 0.65747(16) 0.43585(10) 0.0529(6) Uani 1 1 d . . . . .
N00H N 0.4734(3) 0.70614(16) 0.31325(11) 0.0294(6) Uani 1 1 d . . . . .
O00I O 0.7485(3) 0.11715(15) 0.01214(11) 0.0625(7) Uani 1 1 d . . . . .
C00J C 1.0191(3) 0.99970(16) 0.65233(11) 0.0209(6) Uani 1 1 d . . . . .
C00K C 0.8987(3) 1.02031(17) 0.77973(11) 0.0215(5) Uani 1 1 d . . . . .
C00L C 0.5135(3) 0.58125(16) 0.18663(11) 0.0195(5) Uani 1 1 d . . . . .
C00M C 0.6356(3) 0.39438(16) 0.01813(11) 0.0195(5) Uani 1 1 d . . . . .
C00N C 1.0421(3) 1.09379(17) 0.77948(12) 0.0240(6) Uani 1 1 d . . . . .
C00O C 0.7968(3) 0.39433(15) 0.01916(11) 0.0182(5) Uani 1 1 d . . . . .
C00P C 0.4465(3) 0.90789(16) 0.57161(11) 0.0206(5) Uani 1 1 d . . . . .
C00Q C 0.8280(3) 0.32192(16) -0.04012(11) 0.0204(5) Uani 1 1 d . . . . .
C00R C 0.5446(3) 0.51539(16) 0.12319(11) 0.0213(6) Uani 1 1 d . . . . .
C00S C 0.4840(3) 1.02001(18) 0.69477(12) 0.0240(6) Uani 1 1 d . . . . .
C00T C 0.5902(3) 0.46245(16) 0.07525(12) 0.0212(5) Uani 1 1 d . . . . .
C00U C 0.9301(3) 0.46169(16) 0.07395(11) 0.0217(6) Uani 1 1 d . . . . .
C00V C 0.3519(3) 0.94892(17) 0.70579(12) 0.0219(6) Uani 1 1 d . . . . .
C00W C 0.9234(3) 0.53670(17) 0.13979(12) 0.0227(6) Uani 1 1 d . . . . .
C00X C 0.8214(3) 0.93982(16) 0.71579(12) 0.0219(6) Uani 1 1 d . . . . .
C00Y C 0.3919(3) 0.55103(17) 0.22235(11) 0.0235(6) Uani 1 1 d . . . . .
H00Y H 0.321551 0.486785 0.202669 0.028 Uiso 1 1 calc R . . . .
C00Z C 0.9864(3) 0.67571(17) 0.26831(11) 0.0218(6) Uani 1 1 d . . . . .
C010 C 0.8879(3) 0.93255(17) 0.65137(12) 0.0239(6) Uani 1 1 d . . . . .
H010 H 0.837475 0.879048 0.607462 0.029 Uiso 1 1 calc R . . . .
C011 C 0.5166(3) 0.32657(16) -0.03841(11) 0.0248(6) Uani 1 1 d . . . . .
H011 H 0.409909 0.327744 -0.038360 0.030 Uiso 1 1 calc R . . . .
C012 C 0.7008(3) 0.25406(17) -0.09611(12) 0.0252(6) Uani 1 1 d . . . . .
H012 H 0.722363 0.205812 -0.134892 0.030 Uiso 1 1 calc R . . . .
C013 C 0.6099(3) 0.67723(16) 0.21564(11) 0.0228(6) Uani 1 1 d . . . . .
H013 H 0.690552 0.700095 0.191185 0.027 Uiso 1 1 calc R . . . .
C014 C 1.1172(3) 0.75853(17) 0.28411(12) 0.0241(6) Uani 1 1 d . . . . .
H014 H 1.179944 0.764883 0.248302 0.029 Uiso 1 1 calc R . . . .
C015 C 0.9494(3) 0.59996(17) 0.19799(12) 0.0254(6) Uani 1 1 d . . . . .
C016 C 1.1021(3) 0.99486(18) 0.58911(12) 0.0239(6) Uani 1 1 d . . . . .
C017 C 0.5155(3) 0.89522(17) 0.50364(12) 0.0230(6) Uani 1 1 d . . . . .
C018 C 1.1540(3) 0.83039(17) 0.35160(12) 0.0245(6) Uani 1 1 d . . . . .
H018 H 1.242485 0.886889 0.362813 0.029 Uiso 1 1 calc R . . . .
C019 C 0.2714(3) 0.86119(17) 0.64848(12) 0.0232(6) Uani 1 1 d . . . . .
C01A C 0.5491(3) 0.25597(17) -0.09594(12) 0.0261(6) Uani 1 1 d . . . . .
H01A H 0.465438 0.209997 -0.134380 0.031 Uiso 1 1 calc R . . . .
C01B C 0.9398(3) 0.74261(18) 0.38882(12) 0.0267(6) Uani 1 1 d . . . . .
H01B H 0.879737 0.738475 0.425899 0.032 Uiso 1 1 calc R . . . .
C01C C 1.5683(3) 0.62803(17) 0.54004(13) 0.0275(6) Uani 1 1 d . . . . .
C01D C 0.3225(3) 0.84418(17) 0.57922(12) 0.0245(6) Uani 1 1 d . . . . .
H01D H 0.266490 0.786770 0.538846 0.029 Uiso 1 1 calc R . . . .
C01E C 0.3099(3) 0.96856(18) 0.77447(12) 0.0276(6) Uani 1 1 d . . . . .
H01E H 0.364653 1.028205 0.813035 0.033 Uiso 1 1 calc R . . . .
C01F C 0.5878(3) 0.73819(18) 0.27949(12) 0.0267(6) Uani 1 1 d . . . . .
H01F H 0.653919 0.803420 0.299775 0.032 Uiso 1 1 calc R . . . .
C01G C 0.8980(3) 0.66830(17) 0.32202(12) 0.0257(6) Uani 1 1 d . . . . .
H01G H 0.809539 0.612459 0.312746 0.031 Uiso 1 1 calc R . . . .
C01H C 0.8401(3) 1.02958(18) 0.84428(12) 0.0277(6) Uani 1 1 d . . . . .
H01H H 0.892745 1.083690 0.887532 0.033 Uiso 1 1 calc R . . . .
C01I C 0.9850(3) 0.31895(18) -0.04288(12) 0.0284(6) Uani 1 1 d . . . . .
H01I H 1.004089 0.269678 -0.081753 0.034 Uiso 1 1 calc R . . . .
C01J C 0.6857(3) 0.87064(18) 0.71784(13) 0.0273(6) Uani 1 1 d . . . . .
H01J H 0.631811 0.816270 0.674945 0.033 Uiso 1 1 calc R . . . .
C01K C 0.1477(3) 0.79438(18) 0.66138(13) 0.0308(6) Uani 1 1 d . . . . .
H01K H 0.090957 0.734767 0.623156 0.037 Uiso 1 1 calc R . . . .
C01L C 1.0817(3) 0.45715(18) 0.06735(12) 0.0291(6) Uani 1 1 d . . . . .
H01L H 1.169757 0.503864 0.103180 0.035 Uiso 1 1 calc R . . . .
C01M C 1.4412(3) 0.61067(17) 0.57702(13) 0.0287(6) Uani 1 1 d . . . . .
C01N C 1.2611(3) 0.60321(17) 0.47937(13) 0.0285(6) Uani 1 1 d . . . . .
C01O C 0.9089(4) 0.38368(19) 0.22333(13) 0.0332(7) Uani 1 1 d . . . . .
C01P C 0.6292(3) 0.88056(18) 0.78163(13) 0.0318(6) Uani 1 1 d . . . . .
H01P H 0.536905 0.832665 0.782474 0.038 Uiso 1 1 calc R . . . .
C01Q C 0.7691(4) 0.31499(18) 0.16573(13) 0.0322(7) Uani 1 1 d . . . . .
C01R C 1.1036(3) 0.58313(18) 0.43586(14) 0.0313(6) Uani 1 1 d . . . . .
C01S C 0.1074(3) 0.81471(19) 0.72949(14) 0.0331(7) Uani 1 1 d . . . . .
H01S H 0.022994 0.768900 0.737697 0.040 Uiso 1 1 calc R . . . .
C01T C 0.3751(3) 0.61572(19) 0.28670(12) 0.0291(6) Uani 1 1 d . . . . .
H01T H 0.293860 0.595921 0.311988 0.035 Uiso 1 1 calc R . . . .
C01U C 0.1888(3) 0.90107(18) 0.78589(13) 0.0316(6) Uani 1 1 d . . . . .
H01U H 0.160952 0.913785 0.832644 0.038 Uiso 1 1 calc R . . . .
C01V C 0.7057(3) 0.95989(19) 0.84489(13) 0.0339(7) Uani 1 1 d . . . . .
H01V H 0.665342 0.966072 0.888594 0.041 Uiso 1 1 calc R . . . .
C01W C 1.2848(3) 0.59953(17) 0.54437(13) 0.0303(6) Uani 1 1 d . . . . .
H01W H 1.197758 0.589464 0.569204 0.036 Uiso 1 1 calc R . . . .
C01X C 0.6211(4) 0.31832(19) 0.16390(13) 0.0354(7) Uani 1 1 d . . . . .
H01X H 0.597441 0.367057 0.201421 0.042 Uiso 1 1 calc R . . . .
C01Y C 1.1094(3) 0.38540(19) 0.00913(13) 0.0331(7) Uani 1 1 d . . . . .
H01Y H 1.214947 0.383285 0.006095 0.040 Uiso 1 1 calc R . . . .
C01Z C 1.5408(3) 0.63752(19) 0.47098(14) 0.0336(7) Uani 1 1 d . . . . .
C020 C 0.4942(4) 0.24701(19) 0.10415(14) 0.0380(7) Uani 1 1 d . . . . .
C021 C 1.7206(3) 0.63255(18) 0.56712(14) 0.0346(7) Uani 1 1 d . . . . .
H021 H 1.805703 0.643614 0.541409 0.042 Uiso 1 1 calc R . . . .
C022 C 1.4717(4) 0.60080(19) 0.64322(13) 0.0384(7) Uani 1 1 d . . . . .
H022 H 1.388002 0.590304 0.669768 0.046 Uiso 1 1 calc R . . . .
C023 C 1.6229(4) 0.60634(19) 0.66956(15) 0.0412(7) Uani 1 1 d . . . . .
H023 H 1.642925 0.600115 0.714537 0.049 Uiso 1 1 calc R . . . .
C024 C 0.6985(4) 0.1747(2) 0.05459(15) 0.0441(8) Uani 1 1 d . . . . .
C025 C 1.7464(3) 0.62084(18) 0.63148(14) 0.0381(7) Uani 1 1 d . . . . .
H025 H 1.849430 0.622732 0.649805 0.046 Uiso 1 1 calc R . . . .
C026 C 0.5365(4) 0.17551(19) 0.05101(13) 0.0401(8) Uani 1 1 d . . . . .
C027 C 0.3373(4) 0.2470(2) 0.09937(15) 0.0464(8) Uani 1 1 d . . . . .
H027 H 0.308617 0.294820 0.135516 0.056 Uiso 1 1 calc R . . . .
C028 C 0.4175(4) 0.1050(2) -0.00742(15) 0.0518(9) Uani 1 1 d . . . . .
H028 H 0.444512 0.056811 -0.044002 0.062 Uiso 1 1 calc R . . . .
C029 C 0.2218(4) 0.1764(2) 0.04118(16) 0.0558(9) Uani 1 1 d . . . . .
H029 H 0.114295 0.176329 0.037424 0.067 Uiso 1 1 calc R . . . .
C02A C 0.2638(5) 0.1059(2) -0.01140(16) 0.0563(9) Uani 1 1 d . . . . .
H02A H 0.184158 0.057831 -0.050642 0.068 Uiso 1 1 calc R . . . .
H003 H 0.706(4) 0.954(2) 0.4643(19) 0.095(12) Uiso 1 1 d . . . . .
H00H H 0.466(3) 0.743(2) 0.3546(16) 0.060(10) Uiso 1 1 d . . . . .
H00E H 1.086(3) 0.868(2) 0.4449(15) 0.053(9) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O001 C00P 1.383(3) . ?
O001 C00S 1.378(3) . ?
O002 C00J 1.387(2) . ?
O002 C00N 1.384(3) . ?
O003 C017 1.284(3) . ?
O003 H003 1.07(4) . ?
O004 C016 1.272(3) . ?
O005 C017 1.234(3) . ?
O006 C00N 1.209(3) . ?
O007 C016 1.241(3) . ?
O008 C00S 1.204(3) . ?
O009 C01N 1.382(3) . ?
O009 C01Z 1.376(3) . ?
O00A H00A 0.8400 . ?
O00A C01O 1.306(3) . ?
O00B C01R 1.273(3) . ?
O00C C01O 1.217(3) . ?
O00D C01Q 1.378(3) . ?
O00D C024 1.386(3) . ?
N00E C018 1.333(3) . ?
N00E C01B 1.337(3) . ?
N00E H00E 0.89(3) . ?
O00F C01R 1.230(3) . ?
O00G C01Z 1.202(3) . ?
N00H C01F 1.333(3) . ?
N00H C01T 1.335(3) . ?
N00H H00H 0.85(3) . ?
O00I C024 1.212(3) . ?
C00J C010 1.327(3) . ?
C00J C016 1.493(3) . ?
C00K C00N 1.460(3) . ?
C00K C00X 1.407(3) . ?
C00K C01H 1.398(3) . ?
C00L C00R 1.430(3) . ?
C00L C00Y 1.395(3) . ?
C00L C013 1.396(3) . ?
C00M C00O 1.427(3) . ?
C00M C00T 1.435(3) . ?
C00M C011 1.381(3) . ?
C00O C00Q 1.433(3) . ?
C00O C00U 1.429(3) . ?
C00P C017 1.500(3) . ?
C00P C01D 1.321(3) . ?
C00Q C012 1.412(3) . ?
C00Q C01I 1.409(3) . ?
C00R C00T 1.206(3) . ?
C00S C00V 1.464(3) . ?
C00U C00W 1.447(3) . ?
C00U C01L 1.377(3) . ?
C00V C019 1.402(3) . ?
C00V C01E 1.398(3) . ?
C00W C015 1.195(3) . ?
C00X C010 1.433(3) . ?
C00X C01J 1.391(3) . ?
C00Y H00Y 0.9500 . ?
C00Y C01T 1.381(3) . ?
C00Z C014 1.400(3) . ?
C00Z C015 1.434(3) . ?
C00Z C01G 1.388(3) . ?
C010 H010 0.9500 . ?
C011 H011 0.9500 . ?
C011 C01A 1.403(3) . ?
C012 H012 0.9500 . ?
C012 C01A 1.353(3) . ?
C013 H013 0.9500 . ?
C013 C01F 1.368(3) . ?
C014 H014 0.9500 . ?
C014 C018 1.371(3) . ?
C018 H018 0.9500 . ?
C019 C01D 1.444(3) . ?
C019 C01K 1.398(3) . ?
C01A H01A 0.9500 . ?
C01B H01B 0.9500 . ?
C01B C01G 1.376(3) . ?
C01C C01M 1.402(3) . ?
C01C C01Z 1.454(4) . ?
C01C C021 1.394(4) . ?
C01D H01D 0.9500 . ?
C01E H01E 0.9500 . ?
C01E C01U 1.376(3) . ?
C01F H01F 0.9500 . ?
C01G H01G 0.9500 . ?
C01H H01H 0.9500 . ?
C01H C01V 1.378(3) . ?
C01I H01I 0.9500 . ?
C01I C01Y 1.356(3) . ?
C01J H01J 0.9500 . ?
C01J C01P 1.375(3) . ?
C01K H01K 0.9500 . ?
C01K C01S 1.381(3) . ?
C01L H01L 0.9500 . ?
C01L C01Y 1.401(3) . ?
C01M C01W 1.430(4) . ?
C01M C022 1.406(3) . ?
C01N C01R 1.488(4) . ?
C01N C01W 1.329(3) . ?
C01O C01Q 1.493(4) . ?
C01P H01P 0.9500 . ?
C01P C01V 1.390(3) . ?
C01Q C01X 1.325(4) . ?
C01S H01S 0.9500 . ?
C01S C01U 1.384(3) . ?
C01T H01T 0.9500 . ?
C01U H01U 0.9500 . ?
C01V H01V 0.9500 . ?
C01W H01W 0.9500 . ?
C01X H01X 0.9500 . ?
C01X C020 1.462(4) . ?
C01Y H01Y 0.9500 . ?
C020 C026 1.409(4) . ?
C020 C027 1.388(4) . ?
C021 H021 0.9500 . ?
C021 C025 1.378(4) . ?
C022 H022 0.9500 . ?
C022 C023 1.376(4) . ?
C023 H023 0.9500 . ?
C023 C025 1.385(4) . ?
C024 C026 1.436(4) . ?
C025 H025 0.9500 . ?
C026 C028 1.411(4) . ?
C027 H027 0.9500 . ?
C027 C029 1.395(4) . ?
C028 H028 0.9500 . ?
C028 C02A 1.364(4) . ?
C029 H029 0.9500 . ?
C029 C02A 1.392(4) . ?
C02A H02A 0.9500 . ?

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
C00S O001 C00P 121.82(18) . . ?
C00N O002 C00J 121.40(18) . . ?
C017 O003 H003 118.7(18) . . ?
C01Z O009 C01N 122.1(2) . . ?
C01O O00A H00A 109.5 . . ?
C01Q O00D C024 121.7(2) . . ?
C018 N00E C01B 122.8(2) . . ?
C018 N00E H00E 120.5(19) . . ?
C01B N00E H00E 116.7(18) . . ?
C01F N00H C01T 122.6(2) . . ?
C01F N00H H00H 119(2) . . ?
C01T N00H H00H 118(2) . . ?
O002 C00J C016 113.4(2) . . ?
C010 C00J O002 122.3(2) . . ?
C010 C00J C016 124.3(2) . . ?
C00X C00K C00N 120.3(2) . . ?
C01H C00K C00N 119.6(2) . . ?
C01H C00K C00X 120.1(2) . . ?
C00Y C00L C00R 121.4(2) . . ?
C00Y C00L C013 118.7(2) . . ?
C013 C00L C00R 119.9(2) . . ?
C00O C00M C00T 122.2(2) . . ?
C011 C00M C00O 120.2(2) . . ?
C011 C00M C00T 117.6(2) . . ?
O002 C00N C00K 117.15(19) . . ?
O006 C00N O002 116.1(2) . . ?
O006 C00N C00K 126.7(2) . . ?
C00M C00O C00Q 117.37(19) . . ?
C00M C00O C00U 125.2(2) . . ?
C00U C00O C00Q 117.4(2) . . ?
O001 C00P C017 112.7(2) . . ?
C01D C00P O001 122.3(2) . . ?
C01D C00P C017 125.0(2) . . ?
C012 C00Q C00O 119.7(2) . . ?
C01I C00Q C00O 120.1(2) . . ?
C01I C00Q C012 120.1(2) . . ?
C00T C00R C00L 171.2(2) . . ?
O001 C00S C00V 116.94(19) . . ?
O008 C00S O001 116.7(2) . . ?
O008 C00S C00V 126.3(2) . . ?
C00R C00T C00M 176.2(3) . . ?
C00O C00U C00W 126.1(2) . . ?
C01L C00U C00O 120.0(2) . . ?
C01L C00U C00W 113.9(2) . . ?
C019 C00V C00S 120.2(2) . . ?
C01E C00V C00S 119.2(2) . . ?
C01E C00V C019 120.6(2) . . ?
C015 C00W C00U 166.6(3) . . ?
C00K C00X C010 118.0(2) . . ?
C01J C00X C00K 119.0(2) . . ?
C01J C00X C010 123.0(2) . . ?
C00L C00Y H00Y 120.4 . . ?
C01T C00Y C00L 119.2(2) . . ?
C01T C00Y H00Y 120.4 . . ?
C014 C00Z C015 119.5(2) . . ?
C01G C00Z C014 118.8(2) . . ?
C01G C00Z C015 121.7(2) . . ?
C00J C010 C00X 120.8(2) . . ?
C00J C010 H010 119.6 . . ?
C00X C010 H010 119.6 . . ?
C00M C011 H011 119.2 . . ?
C00M C011 C01A 121.7(2) . . ?
C01A C011 H011 119.2 . . ?
C00Q C012 H012 119.1 . . ?
C01A C012 C00Q 121.7(2) . . ?
C01A C012 H012 119.1 . . ?
C00L C013 H013 120.2 . . ?
C01F C013 C00L 119.6(2) . . ?
C01F C013 H013 120.2 . . ?
C00Z C014 H014 120.2 . . ?
C018 C014 C00Z 119.5(2) . . ?
C018 C014 H014 120.2 . . ?
C00W C015 C00Z 177.9(3) . . ?
O004 C016 C00J 117.29(19) . . ?
O007 C016 O004 126.4(2) . . ?
O007 C016 C00J 116.3(2) . . ?
O003 C017 C00P 114.9(2) . . ?
O005 C017 O003 126.8(2) . . ?
O005 C017 C00P 118.4(2) . . ?
N00E C018 C014 119.7(2) . . ?
N00E C018 H018 120.1 . . ?
C014 C018 H018 120.1 . . ?
C00V C019 C01D 118.1(2) . . ?
C01K C019 C00V 118.6(2) . . ?
C01K C019 C01D 123.4(2) . . ?
C011 C01A H01A 120.4 . . ?
C012 C01A C011 119.3(2) . . ?
C012 C01A H01A 120.4 . . ?
N00E C01B H01B 120.1 . . ?
N00E C01B C01G 119.8(2) . . ?
C01G C01B H01B 120.1 . . ?
C01M C01C C01Z 120.0(2) . . ?
C021 C01C C01M 120.9(2) . . ?
C021 C01C C01Z 119.1(2) . . ?
C00P C01D C019 120.5(2) . . ?
C00P C01D H01D 119.8 . . ?
C019 C01D H01D 119.8 . . ?
C00V C01E H01E 120.2 . . ?
C01U C01E C00V 119.7(2) . . ?
C01U C01E H01E 120.2 . . ?
N00H C01F C013 120.0(2) . . ?
N00H C01F H01F 120.0 . . ?
C013 C01F H01F 120.0 . . ?
C00Z C01G H01G 120.3 . . ?
C01B C01G C00Z 119.4(2) . . ?
C01B C01G H01G 120.3 . . ?
C00K C01H H01H 120.1 . . ?
C01V C01H C00K 119.7(2) . . ?
C01V C01H H01H 120.1 . . ?
C00Q C01I H01I 119.5 . . ?
C01Y C01I C00Q 121.0(2) . . ?
C01Y C01I H01I 119.5 . . ?
C00X C01J H01J 119.8 . . ?
C01P C01J C00X 120.4(2) . . ?
C01P C01J H01J 119.8 . . ?
C019 C01K H01K 119.9 . . ?
C01S C01K C019 120.2(2) . . ?
C01S C01K H01K 119.9 . . ?
C00U C01L H01L 119.2 . . ?
C00U C01L C01Y 121.7(2) . . ?
C01Y C01L H01L 119.2 . . ?
C01C C01M C01W 118.7(2) . . ?
C01C C01M C022 118.5(3) . . ?
C022 C01M C01W 122.7(2) . . ?
O009 C01N C01R 112.0(2) . . ?
C01W C01N O009 122.0(2) . . ?
C01W C01N C01R 125.9(2) . . ?
O00A C01O C01Q 111.8(3) . . ?
O00C C01O O00A 126.6(2) . . ?
O00C C01O C01Q 121.6(3) . . ?
C01J C01P H01P 119.6 . . ?
C01J C01P C01V 120.7(2) . . ?
C01V C01P H01P 119.6 . . ?
O00D C01Q C01O 112.2(3) . . ?
C01X C01Q O00D 122.6(2) . . ?
C01X C01Q C01O 125.2(3) . . ?
O00B C01R C01N 114.4(2) . . ?
O00F C01R O00B 127.4(3) . . ?
O00F C01R C01N 118.1(2) . . ?
C01K C01S H01S 119.6 . . ?
C01K C01S C01U 120.7(2) . . ?
C01U C01S H01S 119.6 . . ?
N00H C01T C00Y 119.8(2) . . ?
N00H C01T H01T 120.1 . . ?
C00Y C01T H01T 120.1 . . ?
C01E C01U C01S 120.2(2) . . ?
C01E C01U H01U 119.9 . . ?
C01S C01U H01U 119.9 . . ?
C01H C01V C01P 120.1(2) . . ?
C01H C01V H01V 120.0 . . ?
C01P C01V H01V 120.0 . . ?
C01M C01W H01W 119.9 . . ?
C01N C01W C01M 120.1(2) . . ?
C01N C01W H01W 119.9 . . ?
C01Q C01X H01X 120.0 . . ?
C01Q C01X C020 120.0(3) . . ?
C020 C01X H01X 120.0 . . ?
C01I C01Y C01L 119.8(2) . . ?
C01I C01Y H01Y 120.1 . . ?
C01L C01Y H01Y 120.1 . . ?
O009 C01Z C01C 116.9(2) . . ?
O00G C01Z O009 116.5(2) . . ?
O00G C01Z C01C 126.6(3) . . ?
C026 C020 C01X 117.2(3) . . ?
C027 C020 C01X 122.6(3) . . ?
C027 C020 C026 120.3(3) . . ?
C01C C021 H021 120.3 . . ?
C025 C021 C01C 119.4(3) . . ?
C025 C021 H021 120.3 . . ?
C01M C022 H022 120.0 . . ?
C023 C022 C01M 120.0(3) . . ?
C023 C022 H022 120.0 . . ?
C022 C023 H023 119.5 . . ?
C022 C023 C025 121.0(3) . . ?
C025 C023 H023 119.5 . . ?
O00D C024 C026 117.3(3) . . ?
O00I C024 O00D 115.8(3) . . ?
O00I C024 C026 126.9(3) . . ?
C021 C025 C023 120.3(3) . . ?
C021 C025 H025 119.9 . . ?
C023 C025 H025 119.9 . . ?
C020 C026 C024 121.2(3) . . ?
C020 C026 C028 119.0(3) . . ?
C028 C026 C024 119.8(3) . . ?
C020 C027 H027 120.2 . . ?
C020 C027 C029 119.6(3) . . ?
C029 C027 H027 120.2 . . ?
C026 C028 H028 120.0 . . ?
C02A C028 C026 120.0(3) . . ?
C02A C028 H028 120.0 . . ?
C027 C029 H029 120.0 . . ?
C02A C029 C027 120.1(3) . . ?
C02A C029 H029 120.0 . . ?
C028 C02A C029 121.0(3) . . ?
C028 C02A H02A 119.5 . . ?
C029 C02A H02A 119.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_isodepn_0m
_database_code_depnum_ccdc_archive 'CCDC 1906138'
loop_
_audit_author_name
_audit_author_address
'Dale C. Swenson'
;University of Iowa
United States of America
;
_audit_update_record             
;
2019-03-27 deposited with the CCDC.	2020-05-07 downloaded from the CCDC.
;
_audit_creation_date             2019-03-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        Isocoumarin-3-aqcid.DEPN
_chemical_formula_moiety         '2(C20 H11 O8), C24 H20 N2'
_chemical_formula_sum            'C64 H42 N2 O16'
_chemical_formula_weight         1094.99
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.4167(5)
_cell_length_b                   28.6453(15)
_cell_length_c                   20.8697(12)
_cell_angle_alpha                90
_cell_angle_beta                 100.155(5)
_cell_angle_gamma                90
_cell_volume                     4952.8(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9623
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      148.7
_cell_measurement_theta_min      9.135
_shelx_estimated_absorpt_T_max   0.966
_shelx_estimated_absorpt_T_min   0.894
_exptl_absorpt_coefficient_mu    0.888
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0978 before and 0.0821 after correction. The Ratio of minimum to maximum transmission is 0.8619. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             2272
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'slow evaporation from nitromethane/methanol (v:v 4:1)'
_exptl_crystal_size_max          0.129
_exptl_crystal_size_mid          0.071
_exptl_crystal_size_min          0.039
_exptl_transmission_factor_max   0.7427
_exptl_transmission_factor_min   0.6401
_diffrn_reflns_av_R_equivalents  0.0846
_diffrn_reflns_av_unetI/netI     0.0543
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            60014
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.241
_diffrn_reflns_theta_min         2.647
_diffrn_ambient_temperature      100.02
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 VENTURE ?-geometry diffractometer'
_diffrn_measurement_method       'Area detector phi/chi scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6833
_reflns_number_total             9044
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    ?
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     752
_refine_ls_number_reflns         9044
_refine_ls_number_restraints     633
_refine_ls_R_factor_all          0.0790
_refine_ls_R_factor_gt           0.0589
_refine_ls_restrained_S_all      1.003
_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)+(0.1049P)²+1.6353P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1595
_refine_ls_wR_factor_ref         0.1752
_refine_special_details          
'All nonhydrogen atoms were identified from the difference Fourier map within several refinement'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All N(H) groups, All O(H) groups
2. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C4(H4), C5(H5), C6(H6), C7(H7),
 C9(H9), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C4(H4), C5(H5), C6(H6), C7(H7),
  C9(H9), C2(H2A), C3(H3), C4(H4), C6(H6), C7(H7), C8(H8), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22),
  C23(H23), C24(H24)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
H2 H 0.750(8) 0.505(2) 0.520(4) 0.12(2) Uiso 1 1 d . . . . .
O1_1 O 0.2552(2) 0.30472(7) 0.61541(9) 0.0299(4) Uani 1 1 d . U . . .
O2_1 O 0.4586(2) 0.30086(7) 0.72865(9) 0.0311(4) Uani 1 1 d . U . . .
O3_1 O 0.2705(2) 0.33139(7) 0.77988(9) 0.0343(4) Uani 1 1 d . U . . .
O4_1 O 0.2236(2) 0.29950(8) 0.50872(9) 0.0371(4) Uani 1 1 d . U . . .
C1_1 C 0.1912(3) 0.30787(9) 0.67172(12) 0.0276(5) Uani 1 1 d . U . . .
C2_1 C 0.1586(3) 0.29954(9) 0.55562(13) 0.0294(5) Uani 1 1 d . U . . .
C3_1 C -0.0163(3) 0.29518(9) 0.55447(13) 0.0281(5) Uani 1 1 d . U . . .
C4_1 C -0.1186(3) 0.28699(9) 0.49533(13) 0.0317(5) Uani 1 1 d . U . . .
H4_1 H -0.075548 0.283162 0.456540 0.038 Uiso 1 1 calc R . . . .
C5_1 C -0.2838(3) 0.28450(10) 0.49367(14) 0.0356(6) Uani 1 1 d . U . . .
H5_1 H -0.354230 0.278742 0.453616 0.043 Uiso 1 1 calc R . . . .
C6_1 C -0.3472(3) 0.29043(10) 0.55074(15) 0.0348(6) Uani 1 1 d . U . . .
H6_1 H -0.460726 0.289635 0.548858 0.042 Uiso 1 1 calc R . . . .
C7_1 C -0.2474(3) 0.29736(9) 0.60935(13) 0.0311(5) Uani 1 1 d . U . . .
H7_1 H -0.291598 0.300875 0.647933 0.037 Uiso 1 1 calc R . . . .
C8_1 C -0.0793(3) 0.29925(9) 0.61216(13) 0.0281(5) Uani 1 1 d . U . . .
C9_1 C 0.0323(3) 0.30550(9) 0.67226(12) 0.0275(5) Uani 1 1 d . U . . .
H9_1 H -0.006523 0.307925 0.712212 0.033 Uiso 1 1 calc R . . . .
C10_1 C 0.3160(3) 0.31391(9) 0.73240(12) 0.0271(5) Uani 1 1 d . U . . .
O1_2 O 0.5692(2) 0.43179(7) 0.36036(9) 0.0327(4) Uani 1 1 d . U . . .
O2_2 O 0.6778(3) 0.48061(7) 0.46437(9) 0.0381(4) Uani 1 1 d . U . . .
O3_2 O 0.6018(3) 0.42632(8) 0.53043(9) 0.0453(5) Uani 1 1 d . U . . .
O4_2 O 0.5524(3) 0.42800(7) 0.25425(9) 0.0378(4) Uani 1 1 d . U . . .
C1_2 C 0.5390(3) 0.41364(10) 0.41833(12) 0.0313(5) Uani 1 1 d . U . . .
C2_2 C 0.5154(3) 0.41018(9) 0.30167(12) 0.0312(5) Uani 1 1 d . U . . .
C3_2 C 0.4188(3) 0.36772(9) 0.30302(12) 0.0299(5) Uani 1 1 d . U . . .
C4_2 C 0.3608(4) 0.34443(10) 0.24491(13) 0.0336(6) Uani 1 1 d . U . . .
H4_2 H 0.381668 0.356422 0.204763 0.040 Uiso 1 1 calc R . . . .
C5_2 C 0.2734(4) 0.30403(10) 0.24609(14) 0.0375(6) Uani 1 1 d . U . . .
H5_2 H 0.233383 0.288220 0.206514 0.045 Uiso 1 1 calc R . . . .
C6_2 C 0.2429(4) 0.28601(10) 0.30470(14) 0.0373(6) Uani 1 1 d . U . . .
H6_2 H 0.182904 0.257935 0.304806 0.045 Uiso 1 1 calc R . . . .
C7_2 C 0.2993(4) 0.30869(10) 0.36275(14) 0.0353(6) Uani 1 1 d . U . . .
H7_2 H 0.277379 0.296400 0.402566 0.042 Uiso 1 1 calc R . . . .
C8_2 C 0.3891(3) 0.34988(9) 0.36255(13) 0.0300(5) Uani 1 1 d . U . . .
C9_2 C 0.4536(3) 0.37493(9) 0.42131(12) 0.0321(6) Uani 1 1 d . U . . .
H9_2 H 0.435116 0.363738 0.462205 0.039 Uiso 1 1 calc R . . . .
C10_2 C 0.6117(4) 0.44216(10) 0.47596(13) 0.0344(6) Uani 1 1 d . U . . .
O1_3 O 0.9105(2) 0.56591(6) 0.67106(9) 0.0316(4) Uani 1 1 d . U . . .
O2_3 O 0.7978(2) 0.52238(7) 0.56379(9) 0.0360(4) Uani 1 1 d . U . . .
O3_3 O 0.9330(3) 0.56778(7) 0.50432(9) 0.0414(5) Uani 1 1 d . U . . .
O4_3 O 0.9187(3) 0.56661(7) 0.77745(9) 0.0403(5) Uani 1 1 d . U . . .
C1_3 C 0.9602(3) 0.58289(9) 0.61611(12) 0.0302(5) Uani 1 1 d . U . . .
C2_3 C 0.9622(3) 0.58547(9) 0.73181(12) 0.0307(5) Uani 1 1 d . U . . .
C3_3 C 1.0642(3) 0.62688(9) 0.73482(12) 0.0278(5) Uani 1 1 d . U . . .
C4_3 C 1.1101(3) 0.64920(9) 0.79464(13) 0.0307(5) Uani 1 1 d . U . . .
H4_3 H 1.076161 0.637279 0.832500 0.037 Uiso 1 1 calc R . . . .
C5_3 C 1.2050(3) 0.68862(10) 0.79847(13) 0.0340(6) Uani 1 1 d . U . . .
H5_3 H 1.235723 0.704145 0.838982 0.041 Uiso 1 1 calc R . . . .
C6_3 C 1.2558(3) 0.70573(10) 0.74293(14) 0.0355(6) Uani 1 1 d . U . . .
H6_3 H 1.322676 0.732652 0.746070 0.043 Uiso 1 1 calc R . . . .
C7_3 C 1.2103(3) 0.68406(10) 0.68331(14) 0.0348(6) Uani 1 1 d . U . . .
H7_3 H 1.245605 0.696175 0.645818 0.042 Uiso 1 1 calc R . . . .
C8_3 C 1.1121(3) 0.64422(9) 0.67818(12) 0.0296(5) Uani 1 1 d . U . . .
C9_3 C 1.0574(3) 0.61999(10) 0.61761(12) 0.0311(5) Uani 1 1 d . U . . .
H9_3 H 1.090549 0.630393 0.578784 0.037 Uiso 1 1 calc R . . . .
C10_3 C 0.8927(3) 0.55606(9) 0.55593(12) 0.0311(5) Uani 1 1 d . U . . .
O1_4 O 0.8407(2) 0.32358(7) 0.94705(8) 0.0289(4) Uani 1 1 d . U . . .
O2_4 O 0.6370(2) 0.30747(7) 0.83675(9) 0.0323(4) Uani 1 1 d . U . . .
H2_4 H 0.559(5) 0.3040(13) 0.784(2) 0.048 Uiso 1 1 d R . . . .
O3_4 O 0.8168(2) 0.33391(7) 0.77801(9) 0.0358(4) Uani 1 1 d . U . . .
O4_4 O 0.8766(2) 0.32669(7) 1.05419(9) 0.0345(4) Uani 1 1 d . U . . .
C1_4 C 0.9023(3) 0.32297(9) 0.89024(12) 0.0270(5) Uani 1 1 d . U . . .
C2_4 C 0.9402(3) 0.32378(9) 1.00670(12) 0.0288(5) Uani 1 1 d . U . . .
C3_4 C 1.1147(3) 0.32001(9) 1.00740(12) 0.0281(5) Uani 1 1 d . U . . .
C4_4 C 1.2198(3) 0.31704(10) 1.06685(13) 0.0326(6) Uani 1 1 d . U . . .
H4_4 H 1.178516 0.317507 1.106373 0.039 Uiso 1 1 calc R . . . .
C5_4 C 1.3837(3) 0.31343(10) 1.06828(15) 0.0358(6) Uani 1 1 d . U . . .
H5_4 H 1.455059 0.311042 1.108828 0.043 Uiso 1 1 calc R . . . .
C6_4 C 1.4454(3) 0.31326(10) 1.01015(14) 0.0339(6) Uani 1 1 d . U . . .
H6_4 H 1.558612 0.311379 1.011496 0.041 Uiso 1 1 calc R . . . .
C7_4 C 1.3424(3) 0.31582(9) 0.95094(14) 0.0310(5) Uani 1 1 d . U . . .
H7_4 H 1.384687 0.315375 0.911629 0.037 Uiso 1 1 calc R . . . .
C8_4 C 1.1753(3) 0.31908(9) 0.94890(13) 0.0279(5) Uani 1 1 d . U . . .
C9_4 C 1.0609(3) 0.32172(9) 0.88905(12) 0.0282(5) Uani 1 1 d . U . . .
H9_4 H 1.097827 0.322583 0.848603 0.034 Uiso 1 1 calc R . . . .
C10_4 C 0.7779(3) 0.32232(9) 0.82940(12) 0.0284(5) Uani 1 1 d . U . . .
N1_5 N 0.8993(3) 0.54580(8) 0.37822(11) 0.0339(5) Uani 1 1 d . U . . .
H1_5 H 0.892(5) 0.5454(14) 0.422(2) 0.051 Uiso 1 1 d R . . . .
N2_5 N 0.4003(3) 0.55547(8) 0.34570(11) 0.0329(5) Uani 1 1 d . U . . .
H2_5 H 0.405(5) 0.5566(13) 0.392(2) 0.049 Uiso 1 1 d R . . . .
C1_5 C 0.7987(3) 0.55355(9) 0.06054(12) 0.0285(5) Uani 1 1 d . U . . .
C2_5 C 0.9368(3) 0.55235(10) 0.03364(13) 0.0319(5) Uani 1 1 d . U . . .
H2A_5 H 1.038133 0.548193 0.061371 0.038 Uiso 1 1 calc R . . . .
C3_5 C 0.9319(3) 0.55713(10) -0.03398(13) 0.0322(6) Uani 1 1 d . U . . .
H3_5 H 1.029072 0.556457 -0.051198 0.039 Uiso 1 1 calc R . . . .
C4_5 C 0.7876(3) 0.56272(9) -0.07450(12) 0.0306(5) Uani 1 1 d . U . . .
H4_5 H 0.784436 0.565023 -0.120117 0.037 Uiso 1 1 calc R . . . .
C5_5 C 0.6422(3) 0.56513(9) -0.04940(12) 0.0276(5) Uani 1 1 d . U . . .
C6_5 C 0.4928(3) 0.57075(10) -0.09216(12) 0.0319(5) Uani 1 1 d . U . . .
H6_5 H 0.490224 0.571619 -0.137839 0.038 Uiso 1 1 calc R . . . .
C7_5 C 0.3527(3) 0.57492(10) -0.06824(13) 0.0350(6) Uani 1 1 d . U . . .
H7_5 H 0.252703 0.577823 -0.097297 0.042 Uiso 1 1 calc R . . . .
C8_5 C 0.3561(3) 0.57493(10) -0.00062(13) 0.0324(6) Uani 1 1 d . U . . .
H8_5 H 0.258151 0.579083 0.015395 0.039 Uiso 1 1 calc R . . . .
C9_5 C 0.4975(3) 0.56909(9) 0.04284(12) 0.0286(5) Uani 1 1 d . U . . .
C10_5 C 0.6465(3) 0.56229(9) 0.01927(12) 0.0262(5) Uani 1 1 d . U . . .
C11_5 C 0.8087(3) 0.54301(9) 0.13023(12) 0.0292(5) Uani 1 1 d . U . . .
H11_5 H 0.733362 0.521208 0.141670 0.035 Uiso 1 1 calc R . . . .
C12_5 C 0.9145(3) 0.56149(9) 0.17850(12) 0.0301(5) Uani 1 1 d . U . . .
H12_5 H 0.996650 0.581091 0.167447 0.036 Uiso 1 1 calc R . . . .
C13_5 C 0.9120(3) 0.55341(9) 0.24791(12) 0.0294(5) Uani 1 1 d . U . . .
C14_5 C 1.0042(3) 0.58235(10) 0.29395(13) 0.0334(6) Uani 1 1 d . U . . .
H14_5 H 1.073309 0.605130 0.280404 0.040 Uiso 1 1 calc R . . . .
C15_5 C 0.9952(3) 0.57804(10) 0.35839(13) 0.0345(6) Uani 1 1 d . U . . .
H15_5 H 1.057515 0.598056 0.389377 0.041 Uiso 1 1 calc R . . . .
C16_5 C 0.8115(3) 0.51641(10) 0.33618(13) 0.0327(6) Uani 1 1 d . U . . .
H16_5 H 0.745832 0.493501 0.351618 0.039 Uiso 1 1 calc R . . . .
C17_5 C 0.8161(3) 0.51930(9) 0.27105(13) 0.0306(5) Uani 1 1 d . U . . .
H17_5 H 0.754457 0.498232 0.241443 0.037 Uiso 1 1 calc R . . . .
C18_5 C 0.4932(3) 0.57428(9) 0.11279(12) 0.0280(5) Uani 1 1 d . U . . .
H18_5 H 0.564352 0.596147 0.137161 0.034 Uiso 1 1 calc R . . . .
C19_5 C 0.3941(3) 0.54976(9) 0.14383(12) 0.0272(5) Uani 1 1 d . U . . .
H19_5 H 0.319516 0.529022 0.118921 0.033 Uiso 1 1 calc R . . . .
C20_5 C 0.3942(3) 0.55306(9) 0.21392(12) 0.0271(5) Uani 1 1 d . U . . .
C21_5 C 0.4663(3) 0.59018(10) 0.25170(13) 0.0303(5) Uani 1 1 d . U . . .
H21_5 H 0.515026 0.614958 0.231922 0.036 Uiso 1 1 calc R . . . .
C22_5 C 0.4664(3) 0.59075(10) 0.31731(13) 0.0324(6) Uani 1 1 d . U . . .
H22_5 H 0.513623 0.616284 0.342867 0.039 Uiso 1 1 calc R . . . .
C23_5 C 0.3283(3) 0.51945(10) 0.31139(13) 0.0327(6) Uani 1 1 d . U . . .
H23_5 H 0.281548 0.495089 0.332753 0.039 Uiso 1 1 calc R . . . .
C24_5 C 0.3222(3) 0.51777(9) 0.24500(13) 0.0303(5) Uani 1 1 d . U . . .
H24_5 H 0.268959 0.492619 0.220399 0.036 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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_1 C1_1 1.379(3) . ?
O1_1 C2_1 1.372(3) . ?
O2_1 C10_1 1.272(3) . ?
O2_1 H2_4 1.31(4) . ?
O3_1 C10_1 1.230(3) . ?
O4_1 C2_1 1.203(3) . ?
C1_1 C9_1 1.341(4) . ?
C1_1 C10_1 1.506(4) . ?
C2_1 C3_1 1.473(4) . ?
C3_1 C4_1 1.395(4) . ?
C3_1 C8_1 1.403(4) . ?
C4_1 H4_1 0.9500 . ?
C4_1 C5_1 1.386(4) . ?
C5_1 H5_1 0.9500 . ?
C5_1 C6_1 1.398(4) . ?
C6_1 H6_1 0.9500 . ?
C6_1 C7_1 1.371(4) . ?
C7_1 H7_1 0.9500 . ?
C7_1 C8_1 1.406(4) . ?
C8_1 C9_1 1.440(4) . ?
C9_1 H9_1 0.9500 . ?
O1_2 C1_2 1.381(3) . ?
O1_2 C2_2 1.376(3) . ?
O2_2 H2 1.39(7) . ?
O2_2 C10_2 1.276(4) . ?
O3_2 C10_2 1.240(4) . ?
O4_2 C2_2 1.202(3) . ?
C1_2 C9_2 1.329(4) . ?
C1_2 C10_2 1.493(4) . ?
C2_2 C3_2 1.466(4) . ?
C3_2 C4_2 1.395(4) . ?
C3_2 C8_2 1.406(4) . ?
C4_2 H4_2 0.9500 . ?
C4_2 C5_2 1.374(4) . ?
C5_2 H5_2 0.9500 . ?
C5_2 C6_2 1.393(4) . ?
C6_2 H6_2 0.9500 . ?
C6_2 C7_2 1.383(4) . ?
C7_2 H7_2 0.9500 . ?
C7_2 C8_2 1.401(4) . ?
C8_2 C9_2 1.442(4) . ?
C9_2 H9_2 0.9500 . ?
O1_3 C1_3 1.377(3) . ?
O1_3 C2_3 1.384(3) . ?
O2_3 H2 1.06(7) . ?
O2_3 C10_3 1.281(4) . ?
O3_3 C10_3 1.231(3) . ?
O4_3 C2_3 1.207(3) . ?
C1_3 C9_3 1.338(4) . ?
C1_3 C10_3 1.496(4) . ?
C2_3 C3_3 1.459(4) . ?
C3_3 C4_3 1.395(4) . ?
C3_3 C8_3 1.405(4) . ?
C4_3 H4_3 0.9500 . ?
C4_3 C5_3 1.377(4) . ?
C5_3 H5_3 0.9500 . ?
C5_3 C6_3 1.394(4) . ?
C6_3 H6_3 0.9500 . ?
C6_3 C7_3 1.383(4) . ?
C7_3 H7_3 0.9500 . ?
C7_3 C8_3 1.402(4) . ?
C8_3 C9_3 1.445(4) . ?
C9_3 H9_3 0.9500 . ?
O1_4 C1_4 1.375(3) . ?
O1_4 C2_4 1.372(3) . ?
O2_4 H2_4 1.18(4) . ?
O2_4 C10_4 1.294(3) . ?
O3_4 C10_4 1.221(3) . ?
O4_4 C2_4 1.209(3) . ?
C1_4 C9_4 1.340(4) . ?
C1_4 C10_4 1.497(4) . ?
C2_4 C3_4 1.470(4) . ?
C3_4 C4_4 1.394(4) . ?
C3_4 C8_4 1.404(4) . ?
C4_4 H4_4 0.9500 . ?
C4_4 C5_4 1.378(4) . ?
C5_4 H5_4 0.9500 . ?
C5_4 C6_4 1.401(4) . ?
C6_4 H6_4 0.9500 . ?
C6_4 C7_4 1.380(4) . ?
C7_4 H7_4 0.9500 . ?
C7_4 C8_4 1.403(4) . ?
C8_4 C9_4 1.438(4) . ?
C9_4 H9_4 0.9500 . ?
N1_5 H1_5 0.94(4) . ?
N1_5 C15_5 1.339(4) . ?
N1_5 C16_5 1.340(4) . ?
N2_5 H2_5 0.95(4) . ?
N2_5 C22_5 1.341(4) . ?
N2_5 C23_5 1.338(4) . ?
C1_5 C2_5 1.377(4) . ?
C1_5 C10_5 1.434(4) . ?
C1_5 C11_5 1.473(4) . ?
C2_5 H2A_5 0.9500 . ?
C2_5 C3_5 1.411(4) . ?
C3_5 H3_5 0.9500 . ?
C3_5 C4_5 1.362(4) . ?
C4_5 H4_5 0.9500 . ?
C4_5 C5_5 1.415(4) . ?
C5_5 C6_5 1.417(4) . ?
C5_5 C10_5 1.429(3) . ?
C6_5 H6_5 0.9500 . ?
C6_5 C7_5 1.365(4) . ?
C7_5 H7_5 0.9500 . ?
C7_5 C8_5 1.407(4) . ?
C8_5 H8_5 0.9500 . ?
C8_5 C9_5 1.373(4) . ?
C9_5 C10_5 1.439(4) . ?
C9_5 C18_5 1.474(4) . ?
C11_5 H11_5 0.9500 . ?
C11_5 C12_5 1.331(4) . ?
C12_5 H12_5 0.9500 . ?
C12_5 C13_5 1.471(4) . ?
C13_5 C14_5 1.396(4) . ?
C13_5 C17_5 1.406(4) . ?
C14_5 H14_5 0.9500 . ?
C14_5 C15_5 1.366(4) . ?
C15_5 H15_5 0.9500 . ?
C16_5 H16_5 0.9500 . ?
C16_5 C17_5 1.369(4) . ?
C17_5 H17_5 0.9500 . ?
C18_5 H18_5 0.9500 . ?
C18_5 C19_5 1.341(4) . ?
C19_5 H19_5 0.9500 . ?
C19_5 C20_5 1.466(3) . ?
C20_5 C21_5 1.397(4) . ?
C20_5 C24_5 1.396(4) . ?
C21_5 H21_5 0.9500 . ?
C21_5 C22_5 1.369(4) . ?
C22_5 H22_5 0.9500 . ?
C23_5 H23_5 0.9500 . ?
C23_5 C24_5 1.378(4) . ?
C24_5 H24_5 0.9500 . ?

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
C2_1 O1_1 C1_1 121.6(2) . . ?
C10_1 O2_1 H2_4 113.1(17) . . ?
O1_1 C1_1 C10_1 113.9(2) . . ?
C9_1 C1_1 O1_1 122.9(2) . . ?
C9_1 C1_1 C10_1 123.2(2) . . ?
O1_1 C2_1 C3_1 117.0(2) . . ?
O4_1 C2_1 O1_1 117.3(2) . . ?
O4_1 C2_1 C3_1 125.7(2) . . ?
C4_1 C3_1 C2_1 119.2(2) . . ?
C4_1 C3_1 C8_1 120.4(2) . . ?
C8_1 C3_1 C2_1 120.4(2) . . ?
C3_1 C4_1 H4_1 120.3 . . ?
C5_1 C4_1 C3_1 119.4(3) . . ?
C5_1 C4_1 H4_1 120.3 . . ?
C4_1 C5_1 H5_1 119.9 . . ?
C4_1 C5_1 C6_1 120.2(3) . . ?
C6_1 C5_1 H5_1 119.9 . . ?
C5_1 C6_1 H6_1 119.6 . . ?
C7_1 C6_1 C5_1 120.8(3) . . ?
C7_1 C6_1 H6_1 119.6 . . ?
C6_1 C7_1 H7_1 120.1 . . ?
C6_1 C7_1 C8_1 119.8(3) . . ?
C8_1 C7_1 H7_1 120.1 . . ?
C3_1 C8_1 C7_1 119.4(2) . . ?
C3_1 C8_1 C9_1 118.1(2) . . ?
C7_1 C8_1 C9_1 122.6(2) . . ?
C1_1 C9_1 C8_1 119.8(2) . . ?
C1_1 C9_1 H9_1 120.1 . . ?
C8_1 C9_1 H9_1 120.1 . . ?
O2_1 C10_1 C1_1 116.1(2) . . ?
O3_1 C10_1 O2_1 126.9(2) . . ?
O3_1 C10_1 C1_1 117.0(2) . . ?
C2_2 O1_2 C1_2 121.9(2) . . ?
C10_2 O2_2 H2 115(3) . . ?
O1_2 C1_2 C10_2 112.8(2) . . ?
C9_2 C1_2 O1_2 122.7(2) . . ?
C9_2 C1_2 C10_2 124.6(2) . . ?
O1_2 C2_2 C3_2 116.9(2) . . ?
O4_2 C2_2 O1_2 116.7(2) . . ?
O4_2 C2_2 C3_2 126.4(2) . . ?
C4_2 C3_2 C2_2 119.4(2) . . ?
C4_2 C3_2 C8_2 120.3(3) . . ?
C8_2 C3_2 C2_2 120.3(2) . . ?
C3_2 C4_2 H4_2 120.2 . . ?
C5_2 C4_2 C3_2 119.6(3) . . ?
C5_2 C4_2 H4_2 120.2 . . ?
C4_2 C5_2 H5_2 119.7 . . ?
C4_2 C5_2 C6_2 120.7(3) . . ?
C6_2 C5_2 H5_2 119.7 . . ?
C5_2 C6_2 H6_2 119.7 . . ?
C7_2 C6_2 C5_2 120.5(3) . . ?
C7_2 C6_2 H6_2 119.7 . . ?
C6_2 C7_2 H7_2 120.2 . . ?
C6_2 C7_2 C8_2 119.7(3) . . ?
C8_2 C7_2 H7_2 120.2 . . ?
C3_2 C8_2 C9_2 118.1(2) . . ?
C7_2 C8_2 C3_2 119.2(2) . . ?
C7_2 C8_2 C9_2 122.6(2) . . ?
C1_2 C9_2 C8_2 120.1(2) . . ?
C1_2 C9_2 H9_2 120.0 . . ?
C8_2 C9_2 H9_2 120.0 . . ?
O2_2 C10_2 C1_2 116.7(2) . . ?
O3_2 C10_2 O2_2 126.2(3) . . ?
O3_2 C10_2 C1_2 117.0(3) . . ?
C1_3 O1_3 C2_3 121.8(2) . . ?
C10_3 O2_3 H2 113(4) . . ?
O1_3 C1_3 C10_3 113.0(2) . . ?
C9_3 C1_3 O1_3 122.4(2) . . ?
C9_3 C1_3 C10_3 124.6(2) . . ?
O1_3 C2_3 C3_3 117.1(2) . . ?
O4_3 C2_3 O1_3 116.8(2) . . ?
O4_3 C2_3 C3_3 126.0(2) . . ?
C4_3 C3_3 C2_3 118.6(2) . . ?
C4_3 C3_3 C8_3 121.0(2) . . ?
C8_3 C3_3 C2_3 120.3(2) . . ?
C3_3 C4_3 H4_3 120.2 . . ?
C5_3 C4_3 C3_3 119.6(2) . . ?
C5_3 C4_3 H4_3 120.2 . . ?
C4_3 C5_3 H5_3 120.0 . . ?
C4_3 C5_3 C6_3 120.0(3) . . ?
C6_3 C5_3 H5_3 120.0 . . ?
C5_3 C6_3 H6_3 119.5 . . ?
C7_3 C6_3 C5_3 120.9(3) . . ?
C7_3 C6_3 H6_3 119.5 . . ?
C6_3 C7_3 H7_3 120.0 . . ?
C6_3 C7_3 C8_3 120.0(3) . . ?
C8_3 C7_3 H7_3 120.0 . . ?
C3_3 C8_3 C9_3 118.2(2) . . ?
C7_3 C8_3 C3_3 118.4(2) . . ?
C7_3 C8_3 C9_3 123.4(2) . . ?
C1_3 C9_3 C8_3 120.1(2) . . ?
C1_3 C9_3 H9_3 120.0 . . ?
C8_3 C9_3 H9_3 120.0 . . ?
O2_3 C10_3 C1_3 115.6(2) . . ?
O3_3 C10_3 O2_3 126.2(2) . . ?
O3_3 C10_3 C1_3 118.2(2) . . ?
C2_4 O1_4 C1_4 121.32(19) . . ?
C10_4 O2_4 H2_4 106.9(19) . . ?
O1_4 C1_4 C10_4 114.7(2) . . ?
C9_4 C1_4 O1_4 123.0(2) . . ?
C9_4 C1_4 C10_4 122.3(2) . . ?
O1_4 C2_4 C3_4 117.2(2) . . ?
O4_4 C2_4 O1_4 117.2(2) . . ?
O4_4 C2_4 C3_4 125.6(2) . . ?
C4_4 C3_4 C2_4 119.3(2) . . ?
C4_4 C3_4 C8_4 120.1(2) . . ?
C8_4 C3_4 C2_4 120.6(2) . . ?
C3_4 C4_4 H4_4 120.0 . . ?
C5_4 C4_4 C3_4 120.0(3) . . ?
C5_4 C4_4 H4_4 120.0 . . ?
C4_4 C5_4 H5_4 119.9 . . ?
C4_4 C5_4 C6_4 120.2(3) . . ?
C6_4 C5_4 H5_4 119.9 . . ?
C5_4 C6_4 H6_4 119.8 . . ?
C7_4 C6_4 C5_4 120.3(2) . . ?
C7_4 C6_4 H6_4 119.8 . . ?
C6_4 C7_4 H7_4 120.1 . . ?
C6_4 C7_4 C8_4 119.9(3) . . ?
C8_4 C7_4 H7_4 120.1 . . ?
C3_4 C8_4 C9_4 117.6(2) . . ?
C7_4 C8_4 C3_4 119.4(2) . . ?
C7_4 C8_4 C9_4 123.0(2) . . ?
C1_4 C9_4 C8_4 120.1(2) . . ?
C1_4 C9_4 H9_4 119.9 . . ?
C8_4 C9_4 H9_4 119.9 . . ?
O2_4 C10_4 C1_4 115.0(2) . . ?
O3_4 C10_4 O2_4 125.9(2) . . ?
O3_4 C10_4 C1_4 119.1(2) . . ?
C15_5 N1_5 H1_5 117(2) . . ?
C15_5 N1_5 C16_5 121.6(2) . . ?
C16_5 N1_5 H1_5 121(2) . . ?
C22_5 N2_5 H2_5 118(2) . . ?
C23_5 N2_5 H2_5 120(2) . . ?
C23_5 N2_5 C22_5 121.9(2) . . ?
C2_5 C1_5 C10_5 119.2(2) . . ?
C2_5 C1_5 C11_5 119.5(2) . . ?
C10_5 C1_5 C11_5 121.2(2) . . ?
C1_5 C2_5 H2A_5 119.1 . . ?
C1_5 C2_5 C3_5 121.8(2) . . ?
C3_5 C2_5 H2A_5 119.1 . . ?
C2_5 C3_5 H3_5 120.1 . . ?
C4_5 C3_5 C2_5 119.9(2) . . ?
C4_5 C3_5 H3_5 120.1 . . ?
C3_5 C4_5 H4_5 119.6 . . ?
C3_5 C4_5 C5_5 120.7(2) . . ?
C5_5 C4_5 H4_5 119.6 . . ?
C4_5 C5_5 C6_5 120.1(2) . . ?
C4_5 C5_5 C10_5 119.8(2) . . ?
C6_5 C5_5 C10_5 120.1(2) . . ?
C5_5 C6_5 H6_5 119.7 . . ?
C7_5 C6_5 C5_5 120.5(2) . . ?
C7_5 C6_5 H6_5 119.7 . . ?
C6_5 C7_5 H7_5 120.0 . . ?
C6_5 C7_5 C8_5 120.1(3) . . ?
C8_5 C7_5 H7_5 120.0 . . ?
C7_5 C8_5 H8_5 119.2 . . ?
C9_5 C8_5 C7_5 121.7(3) . . ?
C9_5 C8_5 H8_5 119.2 . . ?
C8_5 C9_5 C10_5 119.8(2) . . ?
C8_5 C9_5 C18_5 118.2(2) . . ?
C10_5 C9_5 C18_5 121.8(2) . . ?
C1_5 C10_5 C9_5 124.0(2) . . ?
C5_5 C10_5 C1_5 118.3(2) . . ?
C5_5 C10_5 C9_5 117.7(2) . . ?
C1_5 C11_5 H11_5 117.3 . . ?
C12_5 C11_5 C1_5 125.4(2) . . ?
C12_5 C11_5 H11_5 117.3 . . ?
C11_5 C12_5 H12_5 118.0 . . ?
C11_5 C12_5 C13_5 124.0(2) . . ?
C13_5 C12_5 H12_5 118.0 . . ?
C14_5 C13_5 C12_5 118.8(2) . . ?
C14_5 C13_5 C17_5 117.3(2) . . ?
C17_5 C13_5 C12_5 123.8(2) . . ?
C13_5 C14_5 H14_5 119.9 . . ?
C15_5 C14_5 C13_5 120.2(3) . . ?
C15_5 C14_5 H14_5 119.9 . . ?
N1_5 C15_5 C14_5 120.5(3) . . ?
N1_5 C15_5 H15_5 119.7 . . ?
C14_5 C15_5 H15_5 119.7 . . ?
N1_5 C16_5 H16_5 119.9 . . ?
N1_5 C16_5 C17_5 120.2(3) . . ?
C17_5 C16_5 H16_5 119.9 . . ?
C13_5 C17_5 H17_5 119.9 . . ?
C16_5 C17_5 C13_5 120.1(3) . . ?
C16_5 C17_5 H17_5 119.9 . . ?
C9_5 C18_5 H18_5 118.3 . . ?
C19_5 C18_5 C9_5 123.5(2) . . ?
C19_5 C18_5 H18_5 118.3 . . ?
C18_5 C19_5 H19_5 118.1 . . ?
C18_5 C19_5 C20_5 123.9(2) . . ?
C20_5 C19_5 H19_5 118.1 . . ?
C21_5 C20_5 C19_5 122.4(2) . . ?
C24_5 C20_5 C19_5 119.6(2) . . ?
C24_5 C20_5 C21_5 118.0(2) . . ?
C20_5 C21_5 H21_5 120.1 . . ?
C22_5 C21_5 C20_5 119.8(2) . . ?
C22_5 C21_5 H21_5 120.1 . . ?
N2_5 C22_5 C21_5 120.4(2) . . ?
N2_5 C22_5 H22_5 119.8 . . ?
C21_5 C22_5 H22_5 119.8 . . ?
N2_5 C23_5 H23_5 120.1 . . ?
N2_5 C23_5 C24_5 119.9(2) . . ?
C24_5 C23_5 H23_5 120.1 . . ?
C20_5 C24_5 H24_5 120.0 . . ?
C23_5 C24_5 C20_5 120.0(2) . . ?
C23_5 C24_5 H24_5 120.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT355_isodepn_0m          
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PROBLEM: Long   O-H (X0.82,N0.98A)  O2_4     - H2_4     .       1.18 Ang.  
RESPONSE: Hydrogen bonding between carboxylic acid-carboxylate system. 
Long O-H represents a strong H-bond with the H-atom in its refined position.
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# end Validation Reply Form
