# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_1204-1
_database_code_depnum_ccdc_archive 'CCDC 2057656'
loop_
_audit_author_name
_audit_author_address
'xiaomeng liu'
;TIPC
China
;
_audit_update_record             
;
2021-01-21 deposited with the CCDC.	2021-11-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H27 N21 O12'
_chemical_formula_weight         693.57

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                   9.9296(5)
_cell_length_b                   10.4028(4)
_cell_length_c                   13.9056(6)
_cell_angle_alpha                84.674(3)
_cell_angle_beta                 76.702(4)
_cell_angle_gamma                83.421(4)
_cell_volume                     1385.38(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7783
_cell_measurement_theta_min      3.2610
_cell_measurement_theta_max      29.7560

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_F_000             720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.143
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.64219
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23250
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.018
_diffrn_reflns_theta_max         29.715
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.890
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.890
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.890
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             7010
_reflns_number_gt                5285
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0651P)²+0.0174P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7010
_refine_ls_number_parameters     541
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0373
_refine_ls_wR_factor_ref         0.1099
_refine_ls_wR_factor_gt          0.1021
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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
O001 O 0.84267(9) 0.52749(7) 0.71079(6) 0.0355(2) Uani 1 1 d . . . . .
O002 O 0.71573(10) 0.86895(7) 0.90257(6) 0.0389(2) Uani 1 1 d . . . . .
O003 O 0.52531(9) 0.39870(7) 1.20906(6) 0.0370(2) Uani 1 1 d . . . . .
O004 O 0.67870(10) 0.50962(7) 0.96258(6) 0.0426(2) Uani 1 1 d . . . . .
O005 O 0.38055(9) 0.35635(8) 1.54346(6) 0.0390(2) Uani 1 1 d . . . . .
O006 O 0.85966(10) 0.93919(8) 0.57068(6) 0.0421(2) Uani 1 1 d . . . . .
O007 O 0.75807(11) 0.17877(8) 0.75955(6) 0.0426(2) Uani 1 1 d . . . . .
O008 O 0.61420(10) 0.10021(8) 1.09190(6) 0.0423(2) Uani 1 1 d . . . . .
O009 O 0.85171(10) 1.08817(8) 0.26195(6) 0.0458(2) Uani 1 1 d . . . . .
O00A O 0.53621(11) 0.00070(7) 1.37245(6) 0.0454(2) Uani 1 1 d . . . . .
O00B O 0.93320(11) 1.49347(8) 0.12826(6) 0.0476(2) Uani 1 1 d . . . . .
O00C O 1.04149(11) 1.15264(8) -0.06533(6) 0.0465(2) Uani 1 1 d . . . . .
N00D N 0.77297(10) 0.69818(8) 0.80522(7) 0.0288(2) Uani 1 1 d . . . . .
N00E N 0.44497(10) 0.38883(8) 1.37605(7) 0.0293(2) Uani 1 1 d . . . . .
N00F N 0.85823(10) 0.72882(8) 0.63205(7) 0.0307(2) Uani 1 1 d . . . . .
N00G N 0.63962(11) 0.30669(8) 1.02861(7) 0.0320(2) Uani 1 1 d . . . . .
N00H N 0.79231(11) 0.90359(9) 0.73582(7) 0.0314(2) Uani 1 1 d . . . . .
N00I N 0.52453(11) 0.19976(9) 1.29009(7) 0.0326(2) Uani 1 1 d . . . . .
N00J N 0.68828(11) 0.13686(9) 0.92571(7) 0.0335(2) Uani 1 1 d . . . . .
N00K N 0.72267(11) 0.34649(9) 0.85917(7) 0.0328(2) Uani 1 1 d . . . . .
N00L N 0.98747(11) 1.32449(9) 0.03131(7) 0.0327(2) Uani 1 1 d . . . . .
N00M N 0.88661(11) 1.29500(9) 0.20287(7) 0.0340(2) Uani 1 1 d . . . . .
N00N N 0.45951(11) 0.17979(9) 1.45841(7) 0.0326(2) Uani 1 1 d . . . . .
N00O N 0.94563(11) 1.12018(9) 0.09889(7) 0.0336(2) Uani 1 1 d . . . . .
N00P N 0.95403(12) 0.64164(10) 0.42424(8) 0.0384(2) Uani 1 1 d . . . . .
N00Q N 0.76115(12) 1.39181(10) 0.40361(8) 0.0391(2) Uani 1 1 d . . . . .
N00R N 0.93782(12) 0.69679(11) 0.26303(8) 0.0396(2) Uani 1 1 d . . . . .
N00S N 0.58172(13) 0.65011(10) 1.25931(8) 0.0411(3) Uani 1 1 d . . . . .
N00T N 0.81411(12) 1.18433(10) 0.46316(9) 0.0415(3) Uani 1 1 d . . . . .
N00U N 0.63449(13) 0.70800(11) 1.09281(8) 0.0431(3) Uani 1 1 d . . . . .
N00V N 0.71391(12) 1.34099(11) 0.57107(8) 0.0417(3) Uani 1 1 d . . . . .
N00W N 0.64010(14) 0.85555(10) 1.20402(9) 0.0458(3) Uani 1 1 d . . . . .
N00X N 0.87964(14) 0.84989(10) 0.37832(9) 0.0446(3) Uani 1 1 d . . . . .
C00Y C 0.49786(11) 0.33429(10) 1.29087(8) 0.0281(2) Uani 1 1 d . . . . .
C00Z C 0.75767(11) 0.82646(10) 0.81964(8) 0.0269(2) Uani 1 1 d . . . . .
C010 C 0.92402(12) 0.72981(10) 0.35529(8) 0.0302(2) Uani 1 1 d . . . . .
C011 C 0.83869(12) 0.85752(10) 0.64150(8) 0.0286(2) Uani 1 1 d . . . . .
C012 C 0.42612(11) 0.31336(10) 1.46144(8) 0.0280(2) Uani 1 1 d . . . . .
C013 C 0.99500(12) 1.19644(10) 0.01654(8) 0.0307(2) Uani 1 1 d . . . . .
C014 C 0.76332(11) 1.30576(10) 0.47938(8) 0.0298(2) Uani 1 1 d . . . . .
C015 C 0.82714(11) 0.64745(9) 0.71287(7) 0.0264(2) Uani 1 1 d . . . . .
C016 C 0.64477(12) 0.17621(10) 1.02027(8) 0.0295(2) Uani 1 1 d . . . . .
C017 C 0.68025(12) 0.39461(10) 0.95085(8) 0.0295(2) Uani 1 1 d . . . . .
C018 C 0.61937(12) 0.73750(10) 1.18637(8) 0.0305(2) Uani 1 1 d . . . . .
C019 C 0.72503(12) 0.21830(10) 0.84261(8) 0.0307(2) Uani 1 1 d . . . . .
C01A C 0.50886(12) 0.11877(10) 1.37364(8) 0.0305(2) Uani 1 1 d . . . . .
C01B C 0.89245(12) 1.16715(10) 0.19230(8) 0.0303(2) Uani 1 1 d . . . . .
C01C C 0.93395(12) 1.37506(10) 0.12361(8) 0.0311(2) Uani 1 1 d . . . . .
H00H H 0.7874(14) 0.9831(15) 0.7389(11) 0.043(4) Uiso 1 1 d . . . . .
H00D H 0.7477(15) 0.6414(15) 0.8564(12) 0.047(4) Uiso 1 1 d . . . . .
H00K H 0.7548(15) 0.3994(14) 0.8109(11) 0.044(4) Uiso 1 1 d . . . . .
H00N H 0.4504(14) 0.1296(14) 1.5123(12) 0.046(4) Uiso 1 1 d . . . . .
H00L H 1.0182(16) 1.3836(15) -0.0173(13) 0.049(4) Uiso 1 1 d . . . . .
H00V H 0.5827(17) 0.6641(16) 1.3211(13) 0.061(5) Uiso 1 1 d . . . . .
H00O H 0.9459(16) 1.0364(18) 0.0940(12) 0.056(4) Uiso 1 1 d . . . . .
H00G H 0.6070(17) 0.3375(16) 1.0904(13) 0.061(5) Uiso 1 1 d . . . . .
H00P H 0.7954(15) 1.3692(14) 0.3422(12) 0.046(4) Uiso 1 1 d . . . . .
H00J H 0.6909(16) 0.0544(17) 0.9183(12) 0.058(5) Uiso 1 1 d . . . . .
H00Q H 0.7224(17) 1.4702(17) 0.4179(12) 0.058(5) Uiso 1 1 d . . . . .
H00F H 0.8802(15) 0.8702(16) 0.4368(13) 0.051(4) Uiso 1 1 d . . . . .
H00I H 0.5631(16) 0.1680(15) 1.2301(13) 0.052(4) Uiso 1 1 d . . . . .
H00C H 0.9195(15) 0.7608(15) 0.2157(12) 0.051(4) Uiso 1 1 d . . . . .
H00A H 0.9354(15) 0.6636(14) 0.4894(12) 0.047(4) Uiso 1 1 d . . . . .
H00B H 1.0022(17) 0.5699(16) 0.4026(13) 0.060(5) Uiso 1 1 d . . . . .
H00Z H 0.6562(18) 0.9114(18) 1.1557(14) 0.071(6) Uiso 1 1 d . . . . .
H00R H 0.8368(17) 1.1609(17) 0.3990(14) 0.059(5) Uiso 1 1 d . . . . .
H00T H 0.6791(17) 1.4205(18) 0.5864(13) 0.062(5) Uiso 1 1 d . . . . .
H00E H 0.9530(16) 0.6125(18) 0.2499(13) 0.064(5) Uiso 1 1 d . . . . .
H00X H 0.6606(16) 0.7707(16) 1.0429(13) 0.057(4) Uiso 1 1 d . . . . .
H00U H 0.7308(17) 1.2874(17) 0.6173(13) 0.060(5) Uiso 1 1 d . . . . .
H00M H 0.8675(17) 0.9135(17) 0.3329(14) 0.065(5) Uiso 1 1 d . . . . .
H00Y H 0.6392(16) 0.6218(17) 1.0827(12) 0.059(5) Uiso 1 1 d . . . . .
H00W H 0.5666(15) 0.5747(16) 1.2403(12) 0.051(4) Uiso 1 1 d . . . . .
H00S H 0.8170(17) 1.1242(17) 0.5149(14) 0.064(5) Uiso 1 1 d . . . . .
H H 0.6051(18) 0.8810(17) 1.2636(15) 0.070(5) 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 C015 1.2420(12) . ?
O002 C00Z 1.2369(13) . ?
O003 C00Y 1.2550(13) . ?
O004 C017 1.2203(13) . ?
O005 C012 1.2315(13) . ?
O006 C011 1.2353(13) . ?
O007 C019 1.2221(13) . ?
O008 C016 1.2161(13) . ?
O009 C01B 1.2349(13) . ?
O00A C01A 1.2280(13) . ?
O00B C01C 1.2385(13) . ?
O00C C013 1.2342(13) . ?
N00D C00Z 1.3540(13) . ?
N00D C015 1.4000(13) . ?
N00E C00Y 1.3309(13) . ?
N00E C012 1.3489(14) . ?
N00F C015 1.3411(13) . ?
N00F C011 1.3450(13) . ?
N00G C017 1.3670(13) . ?
N00G C016 1.3671(13) . ?
N00H C00Z 1.3511(13) . ?
N00H C011 1.3965(14) . ?
N00I C01A 1.3598(13) . ?
N00I C00Y 1.3948(13) . ?
N00J C016 1.3716(13) . ?
N00J C019 1.3717(13) . ?
N00K C017 1.3698(13) . ?
N00K C019 1.3709(13) . ?
N00L C013 1.3576(14) . ?
N00L C01C 1.3978(14) . ?
N00M C01B 1.3448(14) . ?
N00M C01C 1.3454(14) . ?
N00N C01A 1.3544(13) . ?
N00N C012 1.3933(13) . ?
N00O C013 1.3576(14) . ?
N00O C01B 1.3957(14) . ?
N00P C010 1.3247(15) . ?
N00Q C014 1.3202(15) . ?
N00R C010 1.3315(14) . ?
N00S C018 1.3142(14) . ?
N00T C014 1.3250(14) . ?
N00U C018 1.3354(14) . ?
N00V C014 1.3260(15) . ?
N00W C018 1.3220(15) . ?
N00X C010 1.3192(14) . ?

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
C00Z N00D C015 123.68(9) . . ?
C00Y N00E C012 119.21(9) . . ?
C015 N00F C011 119.36(9) . . ?
C017 N00G C016 124.18(9) . . ?
C00Z N00H C011 123.92(9) . . ?
C01A N00I C00Y 123.46(9) . . ?
C016 N00J C019 124.68(9) . . ?
C017 N00K C019 123.80(9) . . ?
C013 N00L C01C 123.23(9) . . ?
C01B N00M C01C 119.48(9) . . ?
C01A N00N C012 123.87(9) . . ?
C013 N00O C01B 123.65(9) . . ?
O003 C00Y N00E 122.92(9) . . ?
O003 C00Y N00I 117.17(10) . . ?
N00E C00Y N00I 119.90(9) . . ?
O002 C00Z N00H 123.10(9) . . ?
O002 C00Z N00D 122.68(10) . . ?
N00H C00Z N00D 114.22(9) . . ?
N00X C010 N00P 119.95(11) . . ?
N00X C010 N00R 120.15(11) . . ?
N00P C010 N00R 119.90(10) . . ?
O006 C011 N00F 123.58(10) . . ?
O006 C011 N00H 117.15(9) . . ?
N00F C011 N00H 119.27(9) . . ?
O005 C012 N00E 123.32(9) . . ?
O005 C012 N00N 117.34(10) . . ?
N00E C012 N00N 119.35(9) . . ?
O00C C013 N00L 122.86(10) . . ?
O00C C013 N00O 122.46(10) . . ?
N00L C013 N00O 114.67(9) . . ?
N00Q C014 N00T 119.66(11) . . ?
N00Q C014 N00V 119.92(10) . . ?
N00T C014 N00V 120.42(11) . . ?
O001 C015 N00F 123.50(9) . . ?
O001 C015 N00D 117.15(9) . . ?
N00F C015 N00D 119.34(9) . . ?
O008 C016 N00G 122.26(10) . . ?
O008 C016 N00J 122.35(10) . . ?
N00G C016 N00J 115.38(9) . . ?
O004 C017 N00G 121.76(10) . . ?
O004 C017 N00K 121.91(10) . . ?
N00G C017 N00K 116.33(9) . . ?
N00S C018 N00W 121.08(11) . . ?
N00S C018 N00U 119.77(11) . . ?
N00W C018 N00U 119.14(11) . . ?
O007 C019 N00K 122.45(10) . . ?
O007 C019 N00J 122.06(9) . . ?
N00K C019 N00J 115.49(9) . . ?
O00A C01A N00N 122.90(10) . . ?
O00A C01A N00I 123.06(10) . . ?
N00N C01A N00I 114.04(9) . . ?
O009 C01B N00M 122.87(10) . . ?
O009 C01B N00O 117.79(10) . . ?
N00M C01B N00O 119.34(10) . . ?
O00B C01C N00M 122.87(10) . . ?
O00B C01C N00L 117.50(10) . . ?
N00M C01C N00L 119.63(9) . . ?

_refine_diff_density_max         0.158
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.049

####################################################################### 
# 
# 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_1204-1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2057657'
loop_
_audit_author_name
_audit_author_address
'xiaomeng liu'
;TIPC
China
;
_audit_update_record             
;
2021-01-21 deposited with the CCDC.	2021-11-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H8 N6 O3'
_chemical_formula_weight         188.16

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                   3.7706(2)
_cell_length_b                   9.8381(6)
_cell_length_c                   10.4914(5)
_cell_angle_alpha                87.925(4)
_cell_angle_beta                 83.172(4)
_cell_angle_gamma                79.273(5)
_cell_volume                     379.63(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2863
_cell_measurement_theta_min      3.9330
_cell_measurement_theta_max      30.0970

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.646
_exptl_crystal_F_000             196
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.140
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.62987
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5161
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.854
_diffrn_reflns_theta_max         29.713
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.864
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.864
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.864
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             1863
_reflns_number_gt                1589
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0640P)²+0.0538P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1863
_refine_ls_number_parameters     150
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0375
_refine_ls_wR_factor_ref         0.1128
_refine_ls_wR_factor_gt          0.1067
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_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
O001 O 1.1664(3) -0.08182(9) 0.84764(8) 0.0393(3) Uani 1 1 d . . . . .
O002 O 0.4219(3) 0.33072(10) 0.91668(8) 0.0450(3) Uani 1 1 d . . . . .
O003 O 0.7172(3) 0.16750(10) 0.51152(8) 0.0437(3) Uani 1 1 d . . . . .
N004 N 0.9369(3) 0.04159(10) 0.67825(8) 0.0287(2) Uani 1 1 d . . . . .
N005 N 0.7920(3) 0.12565(10) 0.88173(9) 0.0305(2) Uani 1 1 d . . . . .
N006 N -0.2820(3) 0.72703(11) 0.69321(11) 0.0360(3) Uani 1 1 d . . . . .
N007 N 0.5546(3) 0.26045(10) 0.70969(9) 0.0326(3) Uani 1 1 d . . . . .
N008 N 0.1376(3) 0.53346(13) 0.62936(11) 0.0385(3) Uani 1 1 d . . . . .
N009 N -0.0554(4) 0.56965(13) 0.84216(10) 0.0484(4) Uani 1 1 d . . . . .
C00A C 0.9771(3) 0.02175(11) 0.80509(10) 0.0270(2) Uani 1 1 d . . . . .
C00B C -0.0682(3) 0.61030(11) 0.72270(10) 0.0284(2) Uani 1 1 d . . . . .
C00C C 0.7299(3) 0.16029(12) 0.62940(10) 0.0290(3) Uani 1 1 d . . . . .
C00D C 0.5807(3) 0.24459(11) 0.83646(10) 0.0297(3) Uani 1 1 d . . . . .
H004 H 1.044(5) -0.0209(19) 0.6209(17) 0.041(4) Uiso 1 1 d . . . . .
H005 H 0.805(4) 0.1194(17) 0.9658(19) 0.041(4) Uiso 1 1 d . . . . .
H00A H -0.316(5) 0.747(2) 0.612(2) 0.057(5) Uiso 1 1 d . . . . .
H00E H 0.082(5) 0.494(2) 0.857(2) 0.057(5) Uiso 1 1 d . . . . .
H00F H -0.199(5) 0.620(2) 0.9037(19) 0.059(5) Uiso 1 1 d . . . . .
H00C H 0.263(5) 0.452(2) 0.6486(19) 0.056(5) Uiso 1 1 d . . . . .
H00B H -0.436(5) 0.7719(19) 0.7540(19) 0.048(4) Uiso 1 1 d . . . . .
H00D H 0.159(7) 0.576(2) 0.563(2) 0.082(7) 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 C00A 1.2325(13) . ?
O002 C00D 1.2360(14) . ?
O003 C00C 1.2423(14) . ?
N004 C00A 1.3602(13) . ?
N004 C00C 1.3958(13) . ?
N005 C00A 1.3560(13) . ?
N005 C00D 1.3901(13) . ?
N006 C00B 1.3242(15) . ?
N007 C00C 1.3427(15) . ?
N007 C00D 1.3465(14) . ?
N008 C00B 1.3368(15) . ?
N009 C00B 1.3053(15) . ?

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
C00A N004 C00C 123.20(9) . . ?
C00A N005 C00D 123.72(9) . . ?
C00C N007 C00D 119.38(9) . . ?
O001 C00A N005 122.36(10) . . ?
O001 C00A N004 123.08(10) . . ?
N005 C00A N004 114.56(9) . . ?
N009 C00B N006 120.64(11) . . ?
N009 C00B N008 119.61(11) . . ?
N006 C00B N008 119.75(11) . . ?
O003 C00C N007 122.96(10) . . ?
O003 C00C N004 117.38(10) . . ?
N007 C00C N004 119.66(9) . . ?
O002 C00D N007 123.25(10) . . ?
O002 C00D N005 117.29(10) . . ?
N007 C00D N005 119.46(9) . . ?

_refine_diff_density_max         0.204
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.054

