# Electronic Supplementary Material (ESI) for RSC Mechanochemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_TACA_NA_1-1_salt
_database_code_depnum_ccdc_archive 'CCDC 2291739'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2023-08-30 deposited with the CCDC.	2024-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H5 O6, C6 H7 N2 O, H2 O'
_chemical_formula_sum            'C12 H14 N2 O8'
_chemical_formula_weight         314.25

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   12.9786(15)
_cell_length_b                   5.1427(6)
_cell_length_c                   20.843(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.570(3)
_cell_angle_gamma                90
_cell_volume                     1357.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5807
_cell_measurement_theta_min      4.01
_cell_measurement_theta_max      26.78

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_F_000             656
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.131
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.972
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9970
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         4.277
_diffrn_reflns_theta_max         26.840
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.942
_diffrn_reflns_point_group_measured_fraction_full 0.954
_reflns_number_total             2752
_reflns_number_gt                2665
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.907
_reflns_Friedel_fraction_max     0.897
_reflns_Friedel_fraction_full    0.919

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0428P)²+0.2376P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1217 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.2(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2752
_refine_ls_number_parameters     227
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0290
_refine_ls_R_factor_gt           0.0279
_refine_ls_wR_factor_ref         0.0691
_refine_ls_wR_factor_gt          0.0682
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.25317(15) 0.1816(4) 0.33096(9) 0.0274(4) Uani 1 1 d . . . . .
C2 C 0.29568(16) 0.3397(4) 0.38362(9) 0.0312(4) Uani 1 1 d . . . . .
H2 H 0.276165 0.314746 0.423548 0.037 Uiso 1 1 calc R U . . .
C3 C 0.39420(17) 0.5718(4) 0.32165(10) 0.0357(5) Uani 1 1 d . . . . .
H3 H 0.441490 0.705194 0.319000 0.043 Uiso 1 1 calc R U . . .
C4 C 0.35522(19) 0.4203(5) 0.26728(11) 0.0404(5) Uani 1 1 d . . . . .
H4 H 0.376151 0.449851 0.227980 0.049 Uiso 1 1 calc R U . . .
C5 C 0.28449(19) 0.2234(4) 0.27192(9) 0.0366(5) Uani 1 1 d . . . . .
H5 H 0.257864 0.119079 0.235655 0.044 Uiso 1 1 calc R U . . .
C6 C 0.17606(16) -0.0341(4) 0.33464(9) 0.0296(4) Uani 1 1 d . . . . .
C7 C 0.53386(17) 1.1166(4) 0.67303(10) 0.0340(4) Uani 1 1 d . . . . .
C8 C 0.60519(16) 0.9347(4) 0.64797(9) 0.0295(4) Uani 1 1 d . . . . .
H8 H 0.641502 0.814385 0.677843 0.035 Uiso 1 1 calc R U . . .
C9 C 0.62260(16) 0.9258(4) 0.58734(9) 0.0275(4) Uani 1 1 d . . . . .
C10 C 0.69723(15) 0.7225(4) 0.57223(9) 0.0290(4) Uani 1 1 d . . . . .
C11 C 0.57693(19) 1.0997(4) 0.53020(9) 0.0332(4) Uani 1 1 d . . . . .
H11A H 0.634122 1.190981 0.516731 0.040 Uiso 1 1 calc R U . . .
H11B H 0.532289 1.228822 0.544520 0.040 Uiso 1 1 calc R U . . .
C12 C 0.51217(16) 0.9548(4) 0.47088(9) 0.0291(4) Uani 1 1 d . . . . .
H1A H 0.178(3) 0.012(6) 0.4264(16) 0.059(9) Uiso 1 1 d . . . . .
H2A H 0.559(3) 0.936(6) 0.7501(15) 0.049(8) Uiso 1 1 d . . . . .
H4A H 0.781(3) 0.468(7) 0.6125(16) 0.056(9) Uiso 1 1 d . . . . .
H7A H 0.399(3) 0.630(8) 0.4178(17) 0.075(11) Uiso 1 1 d . . . . .
H8A H 0.892(3) 0.243(7) 0.558(2) 0.079(12) Uiso 1 1 d . . . . .
H1B H 0.106(2) -0.199(6) 0.3931(13) 0.036(6) Uiso 1 1 d . . . . .
H8B H 0.895(3) 0.102(8) 0.6099(19) 0.067(10) Uiso 1 1 d . . . . .
N1 N 0.14871(17) -0.0749(4) 0.39086(9) 0.0412(5) Uani 1 1 d . . . . .
N2 N 0.36433(14) 0.5280(3) 0.37832(8) 0.0319(4) Uani 1 1 d . . . . .
O1 O 0.14319(15) -0.1675(3) 0.28512(8) 0.0470(4) Uani 1 1 d . . . . .
O2 O 0.52036(14) 1.0640(3) 0.73297(8) 0.0454(4) Uani 1 1 d . . . . .
O3 O 0.48988(16) 1.3022(3) 0.64383(9) 0.0527(5) Uani 1 1 d . . . . .
O4 O 0.74234(14) 0.5779(4) 0.62230(7) 0.0449(4) Uani 1 1 d . . . . .
O5 O 0.71316(14) 0.6965(3) 0.51752(7) 0.0422(4) Uani 1 1 d . . . . .
O6 O 0.45220(14) 0.7731(3) 0.48321(7) 0.0432(4) Uani 1 1 d . . . . .
O7 O 0.51738(14) 1.0182(3) 0.41477(7) 0.0431(4) Uani 1 1 d . . . . .
O8 O 0.85741(14) 0.2128(4) 0.58842(9) 0.0447(4) Uani 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
C1 C2 1.381(3) . ?
C1 C5 1.394(3) . ?
C1 C6 1.507(3) . ?
C2 N2 1.336(3) . ?
C2 H2 0.9300 . ?
C3 N2 1.340(3) . ?
C3 C4 1.378(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(3) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 O1 1.235(2) . ?
C6 N1 1.313(3) . ?
C7 O3 1.207(3) . ?
C7 O2 1.327(3) . ?
C7 C8 1.488(3) . ?
C8 C9 1.332(3) . ?
C8 H8 0.9300 . ?
C9 C11 1.504(3) . ?
C9 C10 1.504(3) . ?
C10 O5 1.210(2) . ?
C10 O4 1.311(2) . ?
C11 C12 1.529(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 O7 1.230(2) . ?
C12 O6 1.278(2) . ?
N1 H1A 0.88(3) . ?
N1 H1B 0.86(3) . ?
N2 H7A 1.00(4) . ?
O2 H2A 0.86(3) . ?
O4 H4A 0.81(4) . ?
O8 H8A 0.87(4) . ?
O8 H8B 0.82(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
C2 C1 C5 117.91(18) . . ?
C2 C1 C6 123.21(16) . . ?
C5 C1 C6 118.87(17) . . ?
N2 C2 C1 121.27(17) . . ?
N2 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
N2 C3 C4 120.33(19) . . ?
N2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 119.14(18) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C4 C5 C1 119.98(18) . . ?
C4 C5 H5 120.0 . . ?
C1 C5 H5 120.0 . . ?
O1 C6 N1 123.1(2) . . ?
O1 C6 C1 118.59(17) . . ?
N1 C6 C1 118.32(18) . . ?
O3 C7 O2 119.4(2) . . ?
O3 C7 C8 125.60(19) . . ?
O2 C7 C8 114.97(18) . . ?
C9 C8 C7 126.97(18) . . ?
C9 C8 H8 116.5 . . ?
C7 C8 H8 116.5 . . ?
C8 C9 C11 127.71(19) . . ?
C8 C9 C10 118.19(16) . . ?
C11 C9 C10 114.10(17) . . ?
O5 C10 O4 123.30(19) . . ?
O5 C10 C9 121.62(18) . . ?
O4 C10 C9 115.08(16) . . ?
C9 C11 C12 113.76(16) . . ?
C9 C11 H11A 108.8 . . ?
C12 C11 H11A 108.8 . . ?
C9 C11 H11B 108.8 . . ?
C12 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
O7 C12 O6 123.18(18) . . ?
O7 C12 C11 120.34(17) . . ?
O6 C12 C11 116.46(16) . . ?
C6 N1 H1A 121(2) . . ?
C6 N1 H1B 118.3(19) . . ?
H1A N1 H1B 120(3) . . ?
C2 N2 C3 121.38(18) . . ?
C2 N2 H7A 120(2) . . ?
C3 N2 H7A 118(2) . . ?
C7 O2 H2A 111(2) . . ?
C10 O4 H4A 113(2) . . ?
H8A O8 H8B 100(3) . . ?

_refine_diff_density_max         0.145
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.046



####################################################################### 
# 
# 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_TACA-NA-1-1-salt
_database_code_depnum_ccdc_archive 'CCDC 2355242'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2024-05-14 deposited with the CCDC.	2024-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
'Trans-aconitic acid nicotinamide monohydrate salt'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H5 O6, C6 H7 N2 O, H2 O'
_chemical_formula_sum            'C12 H14 N2 O8'
_chemical_formula_weight         314.25

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'
O O 0.0492 0.0322 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   12.8183(3)
_cell_length_b                   5.1324(2)
_cell_length_c                   20.7423(6)
_cell_angle_alpha                90
_cell_angle_beta                 103.769(3)
_cell_angle_gamma                90
_cell_volume                     1325.39(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3290
_cell_measurement_theta_min      2.2060
_cell_measurement_theta_max      76.1950

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_F_000             656
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    1.167
_shelx_estimated_absorpt_T_min   0.826
_shelx_estimated_absorpt_T_max   0.902
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.77860
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.42.88a (Rigaku Oxford Diffraction, 2023)'
_exptl_absorpt_special_details   'SCALE3 ABSPACK scaling algorithm'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3701
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.389
_diffrn_reflns_theta_max         77.289
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.679
_diffrn_reflns_point_group_measured_fraction_full 0.739
_reflns_number_total             1920
_reflns_number_gt                1913
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.447
_reflns_Friedel_fraction_max     0.420
_reflns_Friedel_fraction_full    0.480

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.42.88a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.88a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.88a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0428P)²+0.5911P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0027(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 586 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(12)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1920
_refine_ls_number_parameters     228
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0275
_refine_ls_wR_factor_ref         0.0727
_refine_ls_wR_factor_gt          0.0727
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.85852(14) -0.1660(3) 0.71580(9) 0.0223(4) Uani 1 1 d . . . . .
N1 N 0.85243(16) -0.0681(4) 0.60883(10) 0.0195(4) Uani 1 1 d . . . . .
C1 C 0.74734(17) 0.1874(5) 0.66946(11) 0.0161(5) Uani 1 1 d . . . . .
H1A H 0.900(3) -0.216(7) 0.6036(18) 0.036(9) Uiso 1 1 d . . . . .
H1B H 0.825(3) 0.025(6) 0.5712(17) 0.025(8) Uiso 1 1 d . . . . .
O2 O 0.48054(13) 1.0682(4) 0.26673(9) 0.0215(4) Uani 1 1 d . . . . .
N2 N 0.63703(14) 0.5403(4) 0.62216(10) 0.0167(4) Uani 1 1 d . . . . .
C2 C 0.70662(18) 0.3510(5) 0.61652(12) 0.0172(5) Uani 1 1 d . . . . .
H2 H 0.727936 0.329432 0.576005 0.021 Uiso 1 1 calc R U . . .
H2A H 0.447(3) 0.937(7) 0.2498(18) 0.034(9) Uiso 1 1 d . . . . .
H2B H 0.603(3) 0.656(7) 0.5785(17) 0.030(8) Uiso 1 1 d . . . . .
O3 O 0.50815(14) 1.3190(3) 0.35544(9) 0.0249(4) Uani 1 1 d . . . . .
C3 C 0.60564(17) 0.5792(5) 0.67875(12) 0.0186(5) Uani 1 1 d . . . . .
H3 H 0.557254 0.716782 0.681371 0.022 Uiso 1 1 calc R U . . .
O4 O 0.25344(14) 0.5922(4) 0.37636(9) 0.0224(4) Uani 1 1 d . . . . .
C4 C 0.64307(18) 0.4209(5) 0.73310(12) 0.0200(5) Uani 1 1 d . . . . .
H4 H 0.620464 0.447259 0.773034 0.024 Uiso 1 1 calc R U . . .
H4A H 0.216(3) 0.481(7) 0.3860(19) 0.035(9) Uiso 1 1 d . . . . .
O5 O 0.28682(13) 0.7111(3) 0.48288(8) 0.0208(4) Uani 1 1 d . . . . .
C5 C 0.71474(18) 0.2216(5) 0.72828(12) 0.0189(5) Uani 1 1 d . . . . .
H5 H 0.741200 0.109567 0.764998 0.023 Uiso 1 1 calc R U . . .
O6 O 0.55091(13) 0.7909(3) 0.51667(8) 0.0210(4) Uani 1 1 d . . . . .
C6 C 0.82511(18) -0.0303(4) 0.66570(12) 0.0171(5) Uani 1 1 d . . . . .
O7 O 0.48510(13) 1.0321(3) 0.58635(8) 0.0213(4) Uani 1 1 d . . . . .
C7 C 0.46524(18) 1.1280(5) 0.32616(12) 0.0186(5) Uani 1 1 d . . . . .
O8 O 0.14214(14) 0.2266(4) 0.41203(10) 0.0223(4) Uani 1 1 d . . . . .
C8 C 0.39276(18) 0.9463(4) 0.35120(12) 0.0172(5) Uani 1 1 d . . . . .
H8 H 0.355339 0.820579 0.320678 0.021 Uiso 1 1 calc R U . . .
H8A H 0.113(3) 0.245(8) 0.445(2) 0.047(11) Uiso 1 1 d . . . . .
H8B H 0.113(3) 0.102(9) 0.392(2) 0.044(11) Uiso 1 1 d . . . . .
C9 C 0.37524(18) 0.9426(4) 0.41215(12) 0.0166(5) Uani 1 1 d . . . . .
C10 C 0.30035(17) 0.7376(4) 0.42720(11) 0.0161(5) Uani 1 1 d . . . . .
C11 C 0.42211(18) 1.1179(5) 0.46977(12) 0.0181(5) Uani 1 1 d . . . . .
H11A H 0.362978 1.210258 0.483354 0.022 Uiso 1 1 calc R U . . .
H11B H 0.467815 1.250608 0.455340 0.022 Uiso 1 1 calc R U . . .
C12 C 0.48908(18) 0.9718(4) 0.52954(11) 0.0161(4) Uani 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
O1 C6 1.240(3) . ?
N1 C6 1.322(3) . ?
C1 C2 1.382(3) . ?
C1 C5 1.392(3) . ?
C1 C6 1.512(3) . ?
O2 C7 1.329(3) . ?
N2 C2 1.343(3) . ?
N2 C3 1.343(3) . ?
O3 C7 1.214(3) . ?
C3 C4 1.380(3) . ?
O4 C10 1.315(3) . ?
C4 C5 1.394(3) . ?
O5 C10 1.216(3) . ?
O6 C12 1.289(3) . ?
O7 C12 1.231(3) . ?
C7 C8 1.494(3) . ?
C8 C9 1.336(3) . ?
C9 C11 1.502(3) . ?
C9 C10 1.506(3) . ?
C11 C12 1.526(3) . ?

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 C1 C5 119.0(2) . . ?
C2 C1 C6 122.5(2) . . ?
C5 C1 C6 118.5(2) . . ?
C2 N2 C3 121.8(2) . . ?
N2 C2 C1 120.2(2) . . ?
N2 C3 C4 120.6(2) . . ?
C3 C4 C5 118.7(2) . . ?
C1 C5 C4 119.7(2) . . ?
O1 C6 N1 123.6(2) . . ?
O1 C6 C1 118.2(2) . . ?
N1 C6 C1 118.2(2) . . ?
O3 C7 O2 120.1(2) . . ?
O3 C7 C8 125.1(2) . . ?
O2 C7 C8 114.8(2) . . ?
C9 C8 C7 126.6(2) . . ?
C8 C9 C11 128.2(2) . . ?
C8 C9 C10 117.7(2) . . ?
C11 C9 C10 114.0(2) . . ?
O5 C10 O4 123.9(2) . . ?
O5 C10 C9 121.1(2) . . ?
O4 C10 C9 115.01(19) . . ?
C9 C11 C12 113.13(19) . . ?
O7 C12 O6 123.2(2) . . ?
O7 C12 C11 120.7(2) . . ?
O6 C12 C11 116.1(2) . . ?

_refine_diff_density_max         0.163
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.040



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_TACA_NA_1_2_Form-1
_database_code_depnum_ccdc_archive 'CCDC 2291740'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2023-08-30 deposited with the CCDC.	2024-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C6 H6 O6), 4(C6 H6 N2 O), H2 O'
_chemical_formula_sum            'C36 H38 N8 O17'
_chemical_formula_weight         854.74

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.0306(9)
_cell_length_b                   14.977(3)
_cell_length_c                   26.812(5)
_cell_angle_alpha                84.727(5)
_cell_angle_beta                 87.615(5)
_cell_angle_gamma                87.464(5)
_cell_volume                     2008.2(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9995
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      25.39

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_F_000             892
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.114
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.984
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            60538
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.955
_diffrn_reflns_theta_max         26.649
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             8337
_reflns_number_gt                5906
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0800P)²+0.3181P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8337
_refine_ls_number_parameters     614
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0501
_refine_ls_wR_factor_ref         0.1509
_refine_ls_wR_factor_gt          0.1336
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
O8 O -0.0950(3) 0.02365(9) 0.67417(5) 0.0470(3) Uani 1 1 d . . . . .
O6 O 0.5198(3) 0.29402(11) 0.65291(6) 0.0596(4) Uani 1 1 d . . . . .
O14 O 0.2162(3) 0.74179(11) 0.88555(6) 0.0611(4) Uani 1 1 d . . . . .
O11 O 0.7775(3) 0.65524(12) 0.71189(5) 0.0618(4) Uani 1 1 d . . . . .
O9 O -0.0714(3) 0.22072(11) 0.72633(5) 0.0630(4) Uani 1 1 d . . . . .
O1 O -0.0983(3) 0.42415(11) 0.57407(6) 0.0681(5) Uani 1 1 d . . . . .
O12 O 0.4468(3) 0.59329(12) 0.75720(6) 0.0690(5) Uani 1 1 d . . . . .
N8 N 0.5323(3) 0.91940(10) 0.65531(6) 0.0423(4) Uani 1 1 d . . . . .
O7 O -0.1420(3) 0.08347(11) 0.59580(5) 0.0650(4) Uani 1 1 d . . . . .
O13 O 0.3545(3) 0.79592(11) 0.80916(6) 0.0649(4) Uani 1 1 d . . . . .
O2 O 0.9279(3) 0.21956(12) 0.85519(6) 0.0692(5) Uani 1 1 d . . . . .
O5 O 0.5616(4) 0.29989(13) 0.56973(6) 0.0730(5) Uani 1 1 d . . . . .
O10 O 0.2102(3) 0.15674(13) 0.78107(6) 0.0712(5) Uani 1 1 d . . . . .
O4 O -0.0833(3) 0.84302(13) 0.53997(6) 0.0688(5) Uani 1 1 d . . . . .
O17 O 0.1955(4) 0.42982(13) 0.76582(7) 0.0690(5) Uani 1 1 d . . . . .
N2 N 0.5420(3) 0.60747(12) 0.63334(6) 0.0501(4) Uani 1 1 d . . . . .
O16 O 0.8572(4) 0.50640(13) 0.93264(6) 0.0784(6) Uani 1 1 d . . . . .
O15 O 0.8916(4) 0.49066(12) 0.85128(6) 0.0775(5) Uani 1 1 d . . . . .
O3 O 0.2765(3) 0.92703(12) 0.98118(6) 0.0742(5) Uani 1 1 d . . . . .
N1 N -0.0334(4) 0.40936(13) 0.65691(7) 0.0540(4) Uani 1 1 d . . . . .
N6 N 0.8682(3) 0.88107(12) 0.87516(7) 0.0530(4) Uani 1 1 d . . . . .
N3 N 0.6393(4) 0.30146(14) 0.80673(7) 0.0594(5) Uani 1 1 d . . . . .
N4 N 0.2435(4) 0.38394(13) 0.93857(7) 0.0625(5) Uani 1 1 d . . . . .
C20 C 0.4452(3) 0.91740(12) 0.60885(7) 0.0399(4) Uani 1 1 d . . . . .
H20 H 0.521268 0.954620 0.582949 0.048 Uiso 1 1 calc R U . . .
C27 C 0.1828(3) 0.14126(12) 0.64563(7) 0.0365(4) Uani 1 1 d . . . . .
N5 N 0.1331(4) 1.05732(14) 0.94087(10) 0.0662(5) Uani 1 1 d . . . . .
N7 N 0.3231(4) 0.87845(16) 0.50838(8) 0.0648(6) Uani 1 1 d . . . . .
C28 C -0.0338(3) 0.07984(12) 0.63581(7) 0.0392(4) Uani 1 1 d . . . . .
C29 C 0.2965(3) 0.13010(12) 0.69718(6) 0.0370(4) Uani 1 1 d . . . . .
H29A H 0.318523 0.066599 0.707757 0.044 Uiso 1 1 calc R U . . .
H29B H 0.471073 0.155456 0.695493 0.044 Uiso 1 1 calc R U . . .
C26 C 0.2584(4) 0.20087(13) 0.60859(7) 0.0431(4) Uani 1 1 d . . . . .
H26 H 0.180066 0.200011 0.577834 0.052 Uiso 1 1 calc R U . . .
C6 C 0.0181(4) 0.44560(13) 0.61077(7) 0.0453(4) Uani 1 1 d . . . . .
C1 C 0.2207(4) 0.51556(12) 0.60243(7) 0.0415(4) Uani 1 1 d . . . . .
C19 C 0.2461(3) 0.86188(12) 0.59799(7) 0.0400(4) Uani 1 1 d . . . . .
C30 C 0.1245(3) 0.17418(12) 0.73527(6) 0.0382(4) Uani 1 1 d . . . . .
C25 C 0.4598(4) 0.26870(13) 0.61316(7) 0.0447(4) Uani 1 1 d . . . . .
C21 C 0.4256(4) 0.86550(13) 0.69260(7) 0.0467(4) Uani 1 1 d . . . . .
H21 H 0.487565 0.866648 0.724722 0.056 Uiso 1 1 calc R U . . .
C3 C 0.5874(4) 0.64395(14) 0.58680(8) 0.0524(5) Uani 1 1 d . . . . .
H3 H 0.713180 0.687802 0.581282 0.063 Uiso 1 1 calc R U . . .
C32 C 0.7702(4) 0.66972(14) 0.79844(7) 0.0451(4) Uani 1 1 d . . . . .
H32A H 0.820089 0.731149 0.789611 0.054 Uiso 1 1 calc R U . . .
H32B H 0.931079 0.634078 0.806432 0.054 Uiso 1 1 calc R U . . .
C31 C 0.6480(4) 0.63504(13) 0.75405(7) 0.0435(4) Uani 1 1 d . . . . .
C2 C 0.3612(4) 0.54493(14) 0.64064(7) 0.0478(5) Uani 1 1 d . . . . .
H2 H 0.327429 0.519627 0.673156 0.057 Uiso 1 1 calc R U . . .
C34 C 0.3732(4) 0.74144(14) 0.84435(8) 0.0471(5) Uani 1 1 d . . . . .
C7 C 0.5845(4) 0.29832(13) 0.89755(7) 0.0487(5) Uani 1 1 d . . . . .
C23 C 0.1356(4) 0.80777(14) 0.63774(8) 0.0483(5) Uani 1 1 d . . . . .
H23 H -0.001757 0.770758 0.632184 0.058 Uiso 1 1 calc R U . . .
C14 C 0.6850(4) 0.90070(14) 0.91018(8) 0.0515(5) Uani 1 1 d . . . . .
H14 H 0.681491 0.864913 0.940421 0.062 Uiso 1 1 calc R U . . .
C22 C 0.2282(4) 0.80864(14) 0.68516(8) 0.0509(5) Uani 1 1 d . . . . .
H22 H 0.158219 0.771359 0.711678 0.061 Uiso 1 1 calc R U . . .
C12 C 0.7279(4) 0.27102(14) 0.85084(8) 0.0508(5) Uani 1 1 d . . . . .
C13 C 0.4987(4) 0.97177(14) 0.90399(8) 0.0490(5) Uani 1 1 d . . . . .
C24 C 0.1478(4) 0.86058(14) 0.54603(8) 0.0480(5) Uani 1 1 d . . . . .
C15 C 0.8738(4) 0.93304(16) 0.83182(9) 0.0578(5) Uani 1 1 d . . . . .
H15 H 1.001597 0.919910 0.807204 0.069 Uiso 1 1 calc R U . . .
C8 C 0.3680(4) 0.35852(15) 0.89690(8) 0.0557(5) Uani 1 1 d . . . . .
H8 H 0.306220 0.382392 0.866067 0.067 Uiso 1 1 calc R U . . .
C33 C 0.5834(4) 0.66673(14) 0.84441(7) 0.0486(5) Uani 1 1 d . . . . .
C18 C 0.2952(4) 0.98406(15) 0.94511(8) 0.0535(5) Uani 1 1 d . . . . .
C11 C 0.6700(5) 0.26359(15) 0.94407(8) 0.0610(6) Uani 1 1 d . . . . .
H11 H 0.815093 0.222934 0.946201 0.073 Uiso 1 1 calc R U . . .
C17 C 0.5096(4) 1.02463(16) 0.85878(9) 0.0629(6) Uani 1 1 d . . . . .
H17 H 0.389733 1.073223 0.853162 0.075 Uiso 1 1 calc R U . . .
C5 C 0.2711(5) 0.55480(16) 0.55437(8) 0.0600(6) Uani 1 1 d . . . . .
H5 H 0.180181 0.537387 0.527593 0.072 Uiso 1 1 calc R U . . .
C35 C 0.5924(4) 0.60499(15) 0.88267(8) 0.0555(5) Uani 1 1 d . . . . .
H35 H 0.465067 0.608887 0.908625 0.067 Uiso 1 1 calc R U . . .
C36 C 0.7971(5) 0.52843(15) 0.88679(9) 0.0594(6) Uani 1 1 d . . . . .
C16 C 0.6983(5) 1.00519(17) 0.82212(9) 0.0672(6) Uani 1 1 d . . . . .
H16 H 0.706788 1.039964 0.791564 0.081 Uiso 1 1 calc R U . . .
C9 C 0.3296(5) 0.34922(17) 0.98290(8) 0.0660(6) Uani 1 1 d . . . . .
H9 H 0.242452 0.366681 1.011919 0.079 Uiso 1 1 calc R U . . .
C4 C 0.4564(5) 0.61958(17) 0.54662(8) 0.0674(7) Uani 1 1 d . . . . .
H4 H 0.492763 0.646603 0.514581 0.081 Uiso 1 1 calc R U . . .
C10 C 0.5414(5) 0.28889(17) 0.98723(8) 0.0686(7) Uani 1 1 d . . . . .
H10 H 0.597247 0.265503 1.018581 0.082 Uiso 1 1 calc R U . . .
H1A H -0.147(6) 0.364(2) 0.6624(10) 0.081(8) Uiso 1 1 d . . . . .
H3A H 0.713(5) 0.2818(17) 0.7769(10) 0.072(7) Uiso 1 1 d . . . . .
H7A H 0.501(7) 0.880(2) 0.5148(12) 0.097(9) Uiso 1 1 d . . . . .
H11A H 0.686(6) 0.6316(19) 0.6844(12) 0.092(9) Uiso 1 1 d . . . . .
H3B H 0.496(5) 0.3348(17) 0.8027(9) 0.064(7) Uiso 1 1 d . . . . .
H7B H 0.276(6) 0.8793(18) 0.4779(11) 0.077(8) Uiso 1 1 d . . . . .
H16A H 0.994(7) 0.461(2) 0.9354(12) 0.108(10) Uiso 1 1 d . . . . .
H5A H 0.143(6) 1.096(2) 0.9133(12) 0.092(10) Uiso 1 1 d . . . . .
H14A H 0.102(5) 0.7908(18) 0.8818(10) 0.076(8) Uiso 1 1 d . . . . .
H8A H -0.259(6) -0.015(2) 0.6644(11) 0.099(9) Uiso 1 1 d . . . . .
H17A H 0.055(9) 0.441(3) 0.7899(17) 0.151(16) Uiso 1 1 d . . . . .
H1B H 0.056(5) 0.4192(18) 0.6821(11) 0.074(8) Uiso 1 1 d . . . . .
H17B H 0.286(7) 0.478(2) 0.7627(13) 0.105(12) Uiso 1 1 d . . . . .
H10A H 0.110(7) 0.184(2) 0.8049(13) 0.109(11) Uiso 1 1 d . . . . .
H5B H -0.005(7) 1.061(2) 0.9675(12) 0.101(10) Uiso 1 1 d . . . . .
H5C H 0.672(7) 0.342(2) 0.5746(13) 0.109(11) 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
O8 C28 1.303(2) . ?
O8 H8A 1.09(3) . ?
O6 C25 1.217(2) . ?
O14 C34 1.332(2) . ?
O14 H14A 0.91(3) . ?
O11 C31 1.299(2) . ?
O11 H11A 0.99(3) . ?
O9 C30 1.201(2) . ?
O1 C6 1.240(2) . ?
O12 C31 1.209(2) . ?
N8 C21 1.336(2) . ?
N8 C20 1.341(2) . ?
O7 C28 1.219(2) . ?
O13 C34 1.193(2) . ?
O2 C12 1.243(2) . ?
O5 C25 1.307(2) . ?
O5 H5C 0.88(4) . ?
O10 C30 1.318(2) . ?
O10 H10A 0.91(4) . ?
O4 C24 1.224(2) . ?
O17 H17A 0.95(5) . ?
O17 H17B 0.87(4) . ?
N2 C3 1.330(3) . ?
N2 C2 1.331(3) . ?
O16 C36 1.288(3) . ?
O16 H16A 0.95(4) . ?
O15 C36 1.221(3) . ?
O3 C18 1.233(3) . ?
N1 C6 1.324(3) . ?
N1 H1A 0.91(3) . ?
N1 H1B 0.85(3) . ?
N6 C14 1.331(3) . ?
N6 C15 1.338(3) . ?
N3 C12 1.316(3) . ?
N3 H3A 0.94(3) . ?
N3 H3B 0.86(3) . ?
N4 C9 1.334(3) . ?
N4 C8 1.336(3) . ?
C20 C19 1.387(2) . ?
C20 H20 0.9300 . ?
C27 C26 1.328(3) . ?
C27 C28 1.504(2) . ?
C27 C29 1.510(2) . ?
N5 C18 1.337(3) . ?
N5 H5A 0.90(3) . ?
N5 H5B 0.98(4) . ?
N7 C24 1.329(3) . ?
N7 H7A 0.92(3) . ?
N7 H7B 0.86(3) . ?
C29 C30 1.492(2) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C26 C25 1.482(3) . ?
C26 H26 0.9300 . ?
C6 C1 1.490(3) . ?
C1 C2 1.383(3) . ?
C1 C5 1.385(3) . ?
C19 C23 1.390(3) . ?
C19 C24 1.500(3) . ?
C21 C22 1.369(3) . ?
C21 H21 0.9300 . ?
C3 C4 1.371(3) . ?
C3 H3 0.9300 . ?
C32 C31 1.506(3) . ?
C32 C33 1.517(3) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C2 H2 0.9300 . ?
C34 C33 1.505(3) . ?
C7 C8 1.383(3) . ?
C7 C11 1.384(3) . ?
C7 C12 1.500(3) . ?
C23 C22 1.374(3) . ?
C23 H23 0.9300 . ?
C14 C13 1.390(3) . ?
C14 H14 0.9300 . ?
C22 H22 0.9300 . ?
C13 C17 1.386(3) . ?
C13 C18 1.491(3) . ?
C15 C16 1.378(3) . ?
C15 H15 0.9300 . ?
C8 H8 0.9300 . ?
C33 C35 1.317(3) . ?
C11 C10 1.378(3) . ?
C11 H11 0.9300 . ?
C17 C16 1.379(3) . ?
C17 H17 0.9300 . ?
C5 C4 1.371(3) . ?
C5 H5 0.9300 . ?
C35 C36 1.506(3) . ?
C35 H35 0.9300 . ?
C16 H16 0.9300 . ?
C9 C10 1.368(3) . ?
C9 H9 0.9300 . ?
C4 H4 0.9300 . ?
C10 H10 0.9300 . ?

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
C28 O8 H8A 108.4(16) . . ?
C34 O14 H14A 107.9(17) . . ?
C31 O11 H11A 109.6(18) . . ?
C21 N8 C20 119.08(16) . . ?
C25 O5 H5C 108(2) . . ?
C30 O10 H10A 114(2) . . ?
H17A O17 H17B 105(3) . . ?
C3 N2 C2 117.92(17) . . ?
C36 O16 H16A 112(2) . . ?
C6 N1 H1A 120.3(18) . . ?
C6 N1 H1B 123.6(19) . . ?
H1A N1 H1B 115(3) . . ?
C14 N6 C15 118.07(17) . . ?
C12 N3 H3A 122.1(15) . . ?
C12 N3 H3B 123.7(17) . . ?
H3A N3 H3B 114(2) . . ?
C9 N4 C8 118.76(18) . . ?
N8 C20 C19 122.42(17) . . ?
N8 C20 H20 118.8 . . ?
C19 C20 H20 118.8 . . ?
C26 C27 C28 117.75(16) . . ?
C26 C27 C29 125.27(16) . . ?
C28 C27 C29 116.98(15) . . ?
C18 N5 H5A 121(2) . . ?
C18 N5 H5B 115.3(19) . . ?
H5A N5 H5B 124(3) . . ?
C24 N7 H7A 119.6(19) . . ?
C24 N7 H7B 120.4(19) . . ?
H7A N7 H7B 119(3) . . ?
O7 C28 O8 123.81(17) . . ?
O7 C28 C27 122.66(17) . . ?
O8 C28 C27 113.53(15) . . ?
C30 C29 C27 112.78(13) . . ?
C30 C29 H29A 109.0 . . ?
C27 C29 H29A 109.0 . . ?
C30 C29 H29B 109.0 . . ?
C27 C29 H29B 109.0 . . ?
H29A C29 H29B 107.8 . . ?
C27 C26 C25 124.14(17) . . ?
C27 C26 H26 117.9 . . ?
C25 C26 H26 117.9 . . ?
O1 C6 N1 122.43(19) . . ?
O1 C6 C1 118.43(17) . . ?
N1 C6 C1 119.14(18) . . ?
C2 C1 C5 117.46(18) . . ?
C2 C1 C6 123.29(17) . . ?
C5 C1 C6 119.24(17) . . ?
C20 C19 C23 117.13(17) . . ?
C20 C19 C24 122.16(17) . . ?
C23 C19 C24 120.69(17) . . ?
O9 C30 O10 122.32(17) . . ?
O9 C30 C29 125.07(16) . . ?
O10 C30 C29 112.61(15) . . ?
O6 C25 O5 123.63(18) . . ?
O6 C25 C26 123.75(18) . . ?
O5 C25 C26 112.61(17) . . ?
N8 C21 C22 122.28(18) . . ?
N8 C21 H21 118.9 . . ?
C22 C21 H21 118.9 . . ?
N2 C3 C4 122.74(19) . . ?
N2 C3 H3 118.6 . . ?
C4 C3 H3 118.6 . . ?
C31 C32 C33 112.70(15) . . ?
C31 C32 H32A 109.1 . . ?
C33 C32 H32A 109.1 . . ?
C31 C32 H32B 109.1 . . ?
C33 C32 H32B 109.1 . . ?
H32A C32 H32B 107.8 . . ?
O12 C31 O11 123.14(18) . . ?
O12 C31 C32 123.28(17) . . ?
O11 C31 C32 113.57(16) . . ?
N2 C2 C1 123.45(18) . . ?
N2 C2 H2 118.3 . . ?
C1 C2 H2 118.3 . . ?
O13 C34 O14 123.76(19) . . ?
O13 C34 C33 120.67(19) . . ?
O14 C34 C33 115.57(18) . . ?
C8 C7 C11 117.01(18) . . ?
C8 C7 C12 123.05(18) . . ?
C11 C7 C12 119.93(18) . . ?
C22 C23 C19 120.41(17) . . ?
C22 C23 H23 119.8 . . ?
C19 C23 H23 119.8 . . ?
N6 C14 C13 123.56(19) . . ?
N6 C14 H14 118.2 . . ?
C13 C14 H14 118.2 . . ?
C21 C22 C23 118.65(18) . . ?
C21 C22 H22 120.7 . . ?
C23 C22 H22 120.7 . . ?
O2 C12 N3 121.93(19) . . ?
O2 C12 C7 118.42(18) . . ?
N3 C12 C7 119.64(18) . . ?
C17 C13 C14 117.1(2) . . ?
C17 C13 C18 124.43(18) . . ?
C14 C13 C18 118.40(18) . . ?
O4 C24 N7 123.3(2) . . ?
O4 C24 C19 119.99(18) . . ?
N7 C24 C19 116.73(17) . . ?
N6 C15 C16 122.8(2) . . ?
N6 C15 H15 118.6 . . ?
C16 C15 H15 118.6 . . ?
N4 C8 C7 122.95(19) . . ?
N4 C8 H8 118.5 . . ?
C7 C8 H8 118.5 . . ?
C35 C33 C34 119.58(19) . . ?
C35 C33 C32 125.29(19) . . ?
C34 C33 C32 115.12(18) . . ?
O3 C18 N5 121.9(2) . . ?
O3 C18 C13 120.28(18) . . ?
N5 C18 C13 117.9(2) . . ?
C10 C11 C7 120.42(19) . . ?
C10 C11 H11 119.8 . . ?
C7 C11 H11 119.8 . . ?
C16 C17 C13 120.03(19) . . ?
C16 C17 H17 120.0 . . ?
C13 C17 H17 120.0 . . ?
C4 C5 C1 119.36(19) . . ?
C4 C5 H5 120.3 . . ?
C1 C5 H5 120.3 . . ?
C33 C35 C36 123.8(2) . . ?
C33 C35 H35 118.1 . . ?
C36 C35 H35 118.1 . . ?
O15 C36 O16 123.9(2) . . ?
O15 C36 C35 124.4(2) . . ?
O16 C36 C35 111.67(19) . . ?
C15 C16 C17 118.4(2) . . ?
C15 C16 H16 120.8 . . ?
C17 C16 H16 120.8 . . ?
N4 C9 C10 122.4(2) . . ?
N4 C9 H9 118.8 . . ?
C10 C9 H9 118.8 . . ?
C3 C4 C5 119.1(2) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C9 C10 C11 118.4(2) . . ?
C9 C10 H10 120.8 . . ?
C11 C10 H10 120.8 . . ?

_refine_diff_density_max         0.534
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.058



####################################################################### 
# 
# 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_TACA_NA_1_2_Form-2
_database_code_depnum_ccdc_archive 'CCDC 2291741'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2023-08-30 deposited with the CCDC.	2024-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C6 H6 O6), 4(C6 H6 N2 O), H2 O'
_chemical_formula_sum            'C36 H38 N8 O17'
_chemical_formula_weight         854.74

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.0668(7)
_cell_length_b                   17.993(3)
_cell_length_c                   22.139(3)
_cell_angle_alpha                92.134(5)
_cell_angle_beta                 93.962(4)
_cell_angle_gamma                94.232(4)
_cell_volume                     2006.2(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9993
_cell_measurement_theta_min      3.66
_cell_measurement_theta_max      26.62

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_F_000             892
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.114
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.984
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            74875
_diffrn_reflns_av_unetI/netI     0.0574
_diffrn_reflns_av_R_equivalents  0.0828
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.769
_diffrn_reflns_theta_max         29.577
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             10939
_reflns_number_gt                6550
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0922P)²+0.2787P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10939
_refine_ls_number_parameters     614
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1109
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_ref         0.1841
_refine_ls_wR_factor_gt          0.1552
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.7856(4) 0.11685(12) 0.18257(9) 0.0440(5) Uani 1 1 d . . . . .
C2 C 0.5787(4) 0.16745(11) 0.20129(9) 0.0415(4) Uani 1 1 d . . . . .
C3 C 0.5228(4) 0.17035(12) 0.25887(9) 0.0447(5) Uani 1 1 d . . . . .
H3 H 0.613906 0.140574 0.285291 0.054 Uiso 1 1 calc R U . . .
C4 C 0.3248(4) 0.21769(11) 0.28456(10) 0.0441(5) Uani 1 1 d . . . . .
C5 C 0.4458(4) 0.20981(12) 0.15100(9) 0.0453(5) Uani 1 1 d . . . . .
H5A H 0.438101 0.180058 0.113380 0.054 Uiso 1 1 calc R U . . .
H5B H 0.265140 0.217092 0.160420 0.054 Uiso 1 1 calc R U . . .
C6 C 0.5887(4) 0.28443(12) 0.14230(9) 0.0452(5) Uani 1 1 d . . . . .
C7 C 0.3043(4) 0.76427(13) 0.33530(10) 0.0506(5) Uani 1 1 d . . . . .
C8 C 0.0792(4) 0.71739(11) 0.30104(9) 0.0423(4) Uani 1 1 d . . . . .
C9 C 0.0359(4) 0.72909(12) 0.24241(10) 0.0498(5) Uani 1 1 d . . . . .
H9 H 0.145846 0.765632 0.226072 0.060 Uiso 1 1 calc R U . . .
C10 C -0.1736(4) 0.68863(12) 0.20078(10) 0.0504(5) Uani 1 1 d . . . . .
C11 C -0.0753(3) 0.66104(11) 0.33600(9) 0.0398(4) Uani 1 1 d . . . . .
H11A H -0.109772 0.683731 0.374820 0.048 Uiso 1 1 calc R U . . .
H11B H -0.245011 0.647319 0.313930 0.048 Uiso 1 1 calc R U . . .
C12 C 0.0665(4) 0.59184(11) 0.34661(9) 0.0392(4) Uani 1 1 d . . . . .
C13 C 0.0116(4) 0.55916(12) 0.08162(10) 0.0480(5) Uani 1 1 d . . . . .
C14 C 0.2375(4) 0.59754(13) 0.10893(11) 0.0537(5) Uani 1 1 d . . . . .
H14 H 0.322312 0.577176 0.142322 0.064 Uiso 1 1 calc R U . . .
C15 C 0.2188(5) 0.69146(15) 0.04170(12) 0.0638(6) Uani 1 1 d . . . . .
H15 H 0.289931 0.736288 0.027880 0.077 Uiso 1 1 calc R U . . .
C16 C -0.0073(5) 0.65757(15) 0.01195(12) 0.0655(7) Uani 1 1 d . . . . .
H16 H -0.087924 0.679226 -0.021335 0.079 Uiso 1 1 calc R U . . .
C17 C -0.1135(5) 0.59102(14) 0.03202(11) 0.0571(6) Uani 1 1 d . . . . .
H17 H -0.267545 0.567522 0.012572 0.069 Uiso 1 1 calc R U . . .
C18 C -0.0992(4) 0.48635(13) 0.10388(10) 0.0516(5) Uani 1 1 d . . . . .
C19 C 0.6148(3) 0.36466(10) 0.40659(8) 0.0364(4) Uani 1 1 d . . . . .
C20 C 0.4316(4) 0.41351(12) 0.38675(9) 0.0445(5) Uani 1 1 d . . . . .
H20 H 0.422215 0.425329 0.346162 0.053 Uiso 1 1 calc R U . . .
C21 C 0.2835(4) 0.42736(11) 0.48178(10) 0.0449(5) Uani 1 1 d . . . . .
H21 H 0.170081 0.448980 0.507399 0.054 Uiso 1 1 calc R U . . .
C22 C 0.4585(4) 0.37957(12) 0.50588(9) 0.0443(5) Uani 1 1 d . . . . .
H22 H 0.463951 0.369262 0.546778 0.053 Uiso 1 1 calc R U . . .
C23 C 0.6257(4) 0.34734(11) 0.46769(9) 0.0415(4) Uani 1 1 d . . . . .
H23 H 0.744788 0.314321 0.482507 0.050 Uiso 1 1 calc R U . . .
C24 C 0.7964(4) 0.32933(11) 0.36559(9) 0.0397(4) Uani 1 1 d . . . . .
C25 C 0.0904(4) 0.92895(10) 0.42851(8) 0.0380(4) Uani 1 1 d . . . . .
C26 C -0.1360(4) 0.88357(11) 0.41064(9) 0.0413(4) Uani 1 1 d . . . . .
H26 H -0.228240 0.892712 0.374224 0.050 Uiso 1 1 calc R U . . .
C27 C -0.0973(4) 0.81477(12) 0.49591(10) 0.0479(5) Uani 1 1 d . . . . .
H27 H -0.163336 0.776687 0.519245 0.058 Uiso 1 1 calc R U . . .
C28 C 0.1314(5) 0.85620(12) 0.51686(10) 0.0522(5) Uani 1 1 d . . . . .
H28 H 0.219776 0.845856 0.553457 0.063 Uiso 1 1 calc R U . . .
C29 C 0.2280(4) 0.91342(12) 0.48273(9) 0.0473(5) Uani 1 1 d . . . . .
H29 H 0.384266 0.941507 0.495858 0.057 Uiso 1 1 calc R U . . .
C30 C 0.1898(4) 0.99140(11) 0.39092(9) 0.0421(4) Uani 1 1 d . . . . .
C31 C 0.4070(4) 0.92664(11) 0.10039(9) 0.0437(4) Uani 1 1 d . . . . .
C32 C 0.2353(4) 0.97504(12) 0.12351(10) 0.0479(5) Uani 1 1 d . . . . .
H32 H 0.120310 0.997800 0.096716 0.057 Uiso 1 1 calc R U . . .
C33 C 0.3912(5) 0.95696(14) 0.22186(11) 0.0569(6) Uani 1 1 d . . . . .
H33 H 0.383903 0.966603 0.263244 0.068 Uiso 1 1 calc R U . . .
C34 C 0.5692(5) 0.90872(14) 0.20244(11) 0.0594(6) Uani 1 1 d . . . . .
H34 H 0.680781 0.886300 0.230224 0.071 Uiso 1 1 calc R U . . .
C35 C 0.5792(4) 0.89424(13) 0.14128(10) 0.0522(5) Uani 1 1 d . . . . .
H35 H 0.701245 0.862732 0.127310 0.063 Uiso 1 1 calc R U . . .
C36 C 0.4186(4) 0.90964(13) 0.03385(10) 0.0511(5) Uani 1 1 d . . . . .
H1A H 1.051(7) 0.047(2) 0.2071(16) 0.115(12) Uiso 1 1 d . . . . .
H2A H -0.018(5) 0.4031(17) 0.1576(12) 0.073(8) Uiso 1 1 d . . . . .
H3A H 0.136(6) 0.2327(18) 0.3550(14) 0.088(9) Uiso 1 1 d . . . . .
H4A H 0.924(5) 0.3323(14) 0.2855(11) 0.058(7) Uiso 1 1 d . . . . .
H6A H 0.056(5) 1.0619(15) 0.3378(11) 0.057(7) Uiso 1 1 d . . . . .
H7A H 0.507(6) 0.7791(17) 0.4134(14) 0.088(9) Uiso 1 1 d . . . . .
H8A H 0.200(5) 0.9009(16) -0.0391(14) 0.072(8) Uiso 1 1 d . . . . .
H10A H -0.397(7) 0.701(2) 0.1299(15) 0.106(11) Uiso 1 1 d . . . . .
H17A H 0.669(9) 0.513(3) 0.2341(19) 0.127(15) Uiso 1 1 d . . . . .
H2B H 0.210(7) 0.4685(18) 0.1575(14) 0.086(9) Uiso 1 1 d . . . . .
H4B H 0.728(5) 0.3912(15) 0.2960(11) 0.061(7) Uiso 1 1 d . . . . .
H6B H -0.177(6) 1.0145(15) 0.3627(12) 0.070(8) Uiso 1 1 d . . . . .
H8B H 0.036(7) 0.9094(18) 0.0165(14) 0.089(10) Uiso 1 1 d . . . . .
H17B H 0.454(12) 0.506(3) 0.274(3) 0.18(2) Uiso 1 1 d . . . . .
H6C H 0.551(7) 0.369(2) 0.0948(15) 0.100(11) Uiso 1 1 d . . . . .
H11C H 0.072(8) 0.511(2) 0.3962(16) 0.119(12) Uiso 1 1 d . . . . .
N1 N 0.3409(4) 0.66240(11) 0.08993(9) 0.0579(5) Uani 1 1 d . . . . .
N2 N 0.0461(5) 0.45095(14) 0.14369(12) 0.0725(7) Uani 1 1 d . . . . .
N3 N 0.2680(3) 0.44432(10) 0.42345(8) 0.0468(4) Uani 1 1 d . . . . .
N4 N 0.8161(4) 0.35378(12) 0.31042(8) 0.0498(4) Uani 1 1 d . . . . .
N5 N -0.2294(3) 0.82724(10) 0.44288(8) 0.0454(4) Uani 1 1 d . . . . .
N6 N 0.0060(4) 1.02566(12) 0.35882(9) 0.0540(5) Uani 1 1 d . . . . .
N7 N 0.2288(4) 0.99036(11) 0.18340(8) 0.0522(4) Uani 1 1 d . . . . .
N8 N 0.1926(4) 0.90567(14) -0.00022(11) 0.0640(6) Uani 1 1 d . . . . .
O1 O 0.9123(3) 0.08385(9) 0.22598(7) 0.0558(4) Uani 1 1 d . . . . .
O2 O 0.8305(4) 0.10889(12) 0.12993(7) 0.0726(5) Uani 1 1 d . . . . .
O3 O 0.2539(3) 0.19505(10) 0.33710(7) 0.0606(4) Uani 1 1 d . . . . .
O4 O 0.2440(3) 0.27191(9) 0.26003(7) 0.0583(4) Uani 1 1 d . . . . .
O5 O 0.7923(3) 0.30793(10) 0.17010(8) 0.0723(5) Uani 1 1 d . . . . .
O6 O 0.4687(4) 0.32334(11) 0.10072(9) 0.0730(6) Uani 1 1 d . . . . .
O7 O 0.3459(3) 0.74665(8) 0.39189(7) 0.0497(4) Uani 1 1 d . . . . .
O8 O 0.4333(5) 0.81283(14) 0.31237(9) 0.1104(10) Uani 1 1 d . . . . .
O9 O -0.2656(4) 0.62514(10) 0.20759(8) 0.0706(5) Uani 1 1 d . . . . .
O10 O -0.2415(4) 0.72787(9) 0.15444(8) 0.0651(5) Uani 1 1 d . . . . .
O11 O -0.0350(3) 0.55047(10) 0.38811(8) 0.0624(5) Uani 1 1 d . . . . .
O12 O 0.2557(3) 0.57538(10) 0.32048(9) 0.0708(5) Uani 1 1 d . . . . .
O13 O -0.3251(3) 0.46090(10) 0.08503(9) 0.0697(5) Uani 1 1 d . . . . .
O14 O 0.9245(3) 0.27786(9) 0.38576(7) 0.0563(4) Uani 1 1 d . . . . .
O15 O 0.4291(3) 1.00885(9) 0.39012(8) 0.0606(4) Uani 1 1 d . . . . .
O16 O 0.6294(3) 0.89816(14) 0.01281(9) 0.0823(6) Uani 1 1 d . . . . .
O17 O 0.5363(5) 0.48060(11) 0.24444(10) 0.0729(5) Uani 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
C1 O2 1.208(2) . ?
C1 O1 1.305(2) . ?
C1 C2 1.508(3) . ?
C2 C3 1.325(3) . ?
C2 C5 1.520(3) . ?
C3 C4 1.491(3) . ?
C3 H3 0.9300 . ?
C4 O4 1.217(2) . ?
C4 O3 1.311(3) . ?
C5 C6 1.503(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 O5 1.204(2) . ?
C6 O6 1.319(2) . ?
C7 O8 1.201(3) . ?
C7 O7 1.311(2) . ?
C7 C8 1.509(3) . ?
C8 C9 1.329(3) . ?
C8 C11 1.505(3) . ?
C9 C10 1.486(3) . ?
C9 H9 0.9300 . ?
C10 O9 1.220(3) . ?
C10 O10 1.308(3) . ?
C11 C12 1.501(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 O12 1.203(2) . ?
C12 O11 1.313(2) . ?
C13 C14 1.382(3) . ?
C13 C17 1.393(3) . ?
C13 C18 1.501(3) . ?
C14 N1 1.338(3) . ?
C14 H14 0.9300 . ?
C15 N1 1.340(3) . ?
C15 C16 1.371(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.378(4) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 O13 1.239(3) . ?
C18 N2 1.321(3) . ?
C19 C20 1.386(3) . ?
C19 C23 1.398(3) . ?
C19 C24 1.494(3) . ?
C20 N3 1.335(3) . ?
C20 H20 0.9300 . ?
C21 N3 1.336(3) . ?
C21 C22 1.375(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.380(3) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 O14 1.248(2) . ?
C24 N4 1.321(3) . ?
C25 C26 1.383(3) . ?
C25 C29 1.394(3) . ?
C25 C30 1.501(3) . ?
C26 N5 1.338(3) . ?
C26 H26 0.9300 . ?
C27 N5 1.345(3) . ?
C27 C28 1.373(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.380(3) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 O15 1.231(2) . ?
C30 N6 1.333(3) . ?
C31 C32 1.385(3) . ?
C31 C35 1.388(3) . ?
C31 C36 1.499(3) . ?
C32 N7 1.347(3) . ?
C32 H32 0.9300 . ?
C33 N7 1.333(3) . ?
C33 C34 1.376(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.374(3) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C36 O16 1.223(3) . ?
C36 N8 1.323(3) . ?
N2 H2A 0.97(3) . ?
N2 H2B 0.90(3) . ?
N4 H4A 0.90(3) . ?
N4 H4B 0.89(3) . ?
N6 H6A 0.85(3) . ?
N6 H6B 0.94(3) . ?
N8 H8A 0.87(3) . ?
N8 H8B 0.90(3) . ?
O1 H1A 1.10(4) . ?
O3 H3A 1.02(3) . ?
O6 H6C 0.91(4) . ?
O7 H7A 1.04(3) . ?
O10 H10A 1.01(4) . ?
O11 H11C 0.94(4) . ?
O17 H17A 0.90(5) . ?
O17 H17B 0.91(6) . ?

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
O2 C1 O1 122.91(19) . . ?
O2 C1 C2 120.61(19) . . ?
O1 C1 C2 116.48(17) . . ?
C3 C2 C1 118.48(18) . . ?
C3 C2 C5 125.41(18) . . ?
C1 C2 C5 116.09(17) . . ?
C2 C3 C4 125.00(18) . . ?
C2 C3 H3 117.5 . . ?
C4 C3 H3 117.5 . . ?
O4 C4 O3 124.31(19) . . ?
O4 C4 C3 123.64(19) . . ?
O3 C4 C3 112.03(17) . . ?
C6 C5 C2 112.77(16) . . ?
C6 C5 H5A 109.0 . . ?
C2 C5 H5A 109.0 . . ?
C6 C5 H5B 109.0 . . ?
C2 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
O5 C6 O6 122.0(2) . . ?
O5 C6 C5 124.55(18) . . ?
O6 C6 C5 113.44(17) . . ?
O8 C7 O7 123.5(2) . . ?
O8 C7 C8 122.7(2) . . ?
O7 C7 C8 113.74(18) . . ?
C9 C8 C11 125.60(18) . . ?
C9 C8 C7 117.08(18) . . ?
C11 C8 C7 117.32(17) . . ?
C8 C9 C10 125.41(19) . . ?
C8 C9 H9 117.3 . . ?
C10 C9 H9 117.3 . . ?
O9 C10 O10 123.6(2) . . ?
O9 C10 C9 124.21(19) . . ?
O10 C10 C9 112.16(18) . . ?
C12 C11 C8 113.00(15) . . ?
C12 C11 H11A 109.0 . . ?
C8 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C8 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
O12 C12 O11 122.59(18) . . ?
O12 C12 C11 124.18(18) . . ?
O11 C12 C11 113.22(16) . . ?
C14 C13 C17 117.2(2) . . ?
C14 C13 C18 122.33(19) . . ?
C17 C13 C18 120.44(19) . . ?
N1 C14 C13 123.6(2) . . ?
N1 C14 H14 118.2 . . ?
C13 C14 H14 118.2 . . ?
N1 C15 C16 122.4(2) . . ?
N1 C15 H15 118.8 . . ?
C16 C15 H15 118.8 . . ?
C15 C16 C17 119.1(2) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C16 C17 C13 119.6(2) . . ?
C16 C17 H17 120.2 . . ?
C13 C17 H17 120.2 . . ?
O13 C18 N2 121.3(2) . . ?
O13 C18 C13 119.59(19) . . ?
N2 C18 C13 119.1(2) . . ?
C20 C19 C23 117.85(17) . . ?
C20 C19 C24 123.01(17) . . ?
C23 C19 C24 119.13(16) . . ?
N3 C20 C19 122.77(18) . . ?
N3 C20 H20 118.6 . . ?
C19 C20 H20 118.6 . . ?
N3 C21 C22 123.38(18) . . ?
N3 C21 H21 118.3 . . ?
C22 C21 H21 118.3 . . ?
C21 C22 C23 118.16(18) . . ?
C21 C22 H22 120.9 . . ?
C23 C22 H22 120.9 . . ?
C22 C23 C19 119.55(17) . . ?
C22 C23 H23 120.2 . . ?
C19 C23 H23 120.2 . . ?
O14 C24 N4 123.07(18) . . ?
O14 C24 C19 117.64(17) . . ?
N4 C24 C19 119.29(17) . . ?
C26 C25 C29 117.19(18) . . ?
C26 C25 C30 122.03(17) . . ?
C29 C25 C30 120.76(17) . . ?
N5 C26 C25 123.61(17) . . ?
N5 C26 H26 118.2 . . ?
C25 C26 H26 118.2 . . ?
N5 C27 C28 122.45(19) . . ?
N5 C27 H27 118.8 . . ?
C28 C27 H27 118.8 . . ?
C27 C28 C29 118.93(19) . . ?
C27 C28 H28 120.5 . . ?
C29 C28 H28 120.5 . . ?
C28 C29 C25 119.74(18) . . ?
C28 C29 H29 120.1 . . ?
C25 C29 H29 120.1 . . ?
O15 C30 N6 122.8(2) . . ?
O15 C30 C25 120.81(17) . . ?
N6 C30 C25 116.40(18) . . ?
C32 C31 C35 117.63(19) . . ?
C32 C31 C36 123.04(18) . . ?
C35 C31 C36 119.31(18) . . ?
N7 C32 C31 122.42(19) . . ?
N7 C32 H32 118.8 . . ?
C31 C32 H32 118.8 . . ?
N7 C33 C34 122.3(2) . . ?
N7 C33 H33 118.9 . . ?
C34 C33 H33 118.9 . . ?
C35 C34 C33 118.8(2) . . ?
C35 C34 H34 120.6 . . ?
C33 C34 H34 120.6 . . ?
C34 C35 C31 120.0(2) . . ?
C34 C35 H35 120.0 . . ?
C31 C35 H35 120.0 . . ?
O16 C36 N8 122.0(2) . . ?
O16 C36 C31 120.5(2) . . ?
N8 C36 C31 117.45(19) . . ?
C14 N1 C15 118.1(2) . . ?
C18 N2 H2A 120.7(16) . . ?
C18 N2 H2B 122(2) . . ?
H2A N2 H2B 117(3) . . ?
C20 N3 C21 118.29(16) . . ?
C24 N4 H4A 119.5(15) . . ?
C24 N4 H4B 123.5(16) . . ?
H4A N4 H4B 117(2) . . ?
C26 N5 C27 118.03(17) . . ?
C30 N6 H6A 118.6(17) . . ?
C30 N6 H6B 121.5(16) . . ?
H6A N6 H6B 119(2) . . ?
C33 N7 C32 118.80(19) . . ?
C36 N8 H8A 117.7(19) . . ?
C36 N8 H8B 121(2) . . ?
H8A N8 H8B 121(3) . . ?
C1 O1 H1A 110.2(18) . . ?
C4 O3 H3A 108.8(17) . . ?
C6 O6 H6C 115(2) . . ?
C7 O7 H7A 111.2(16) . . ?
C10 O10 H10A 109.3(19) . . ?
C12 O11 H11C 110(2) . . ?
H17A O17 H17B 105(4) . . ?

_refine_diff_density_max         0.468
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.070



