# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
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data_mo_20211026_0m
_database_code_depnum_ccdc_archive 'CCDC 2117393'
loop_
_audit_author_name
_audit_author_address
'Qing Ma'
;Institute of Chemical Materials, China Academy of Engineering Physics
China
;
_audit_update_record             
;
2021-10-23 deposited with the CCDC.	2022-03-08 downloaded from the CCDC.
;
_audit_creation_date             2021-07-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H6 O S, C5 H3 N11 O3, H2 O'
_chemical_formula_sum            'C7 H11 N11 O5 S'
_chemical_formula_weight         361.33
_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'
S S 0.1246 0.1234 '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                   5.5300(8)
_cell_length_b                   17.308(3)
_cell_length_c                   29.896(4)
_cell_angle_alpha                85.857(6)
_cell_angle_beta                 86.344(4)
_cell_angle_gamma                88.325(5)
_cell_volume                     2847.3(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2531
_cell_measurement_temperature    170
_cell_measurement_theta_max      24.424
_cell_measurement_theta_min      2.503
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.967
_exptl_absorpt_coefficient_mu    0.280
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6873
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1147 before and 0.0632 after correction. The Ratio of minimum to maximum transmission is 0.9223. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0977
_diffrn_reflns_av_unetI/netI     0.1345
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            29326
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_min         2.053
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5158
_reflns_number_total             10458
_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       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_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         0.749
_refine_diff_density_min         -0.850
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     886
_refine_ls_number_reflns         10458
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1831
_refine_ls_R_factor_gt           0.0864
_refine_ls_restrained_S_all      1.024
_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)+(0.0889P)²+6.5574P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1894
_refine_ls_wR_factor_ref         0.2458
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 H30-H13A
 2.2 with sigma of 0.02
3.a Free rotating group:
 O5(H5A,H5B), O4(H4A,H4B), O20(H20A,H20B), O13(H13A,H13B)
3.b Rotating group:
 N16(H16A,H16B)
3.c Aromatic/amide H refined with riding coordinates:
 N14(H14), N4(H4), N30(H30), N37(H37)
3.d X=CH2 refined with riding coordinates:
 N38(H38A,H38B), N10(H10A,H10B), N29(H29A,H29B)
3.e Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C), C27(H27A,H27B,H27C), C23(H23A,H23B,H23C), C28(H28A,H28B,H28C), C21(H21A,
 H21B,H21C)
;
_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
S001 S 0.4151(3) 0.55474(10) 0.56326(6) 0.0352(4) Uani 1 1 d . . . . .
S002 S 0.5447(4) 0.06507(12) 0.93415(7) 0.0500(5) Uani 1 1 d . . . . .
S003 S 0.1396(4) 0.60431(14) 0.07660(8) 0.0647(7) Uani 1 1 d . . . . .
S004 S 0.8475(4) 0.10691(14) 0.41245(8) 0.0647(7) Uani 1 1 d . . . . .
O19 O 1.0198(8) 0.8989(2) 0.69705(16) 0.0353(11) Uani 1 1 d . . . . .
O12 O 0.3938(8) 0.2846(3) 0.76778(17) 0.0384(12) Uani 1 1 d . . . . .
O6 O 0.5460(8) 0.5711(3) 0.60432(15) 0.0357(11) Uani 1 1 d . . . . .
O3 O 0.5523(8) 0.7853(2) 0.71196(16) 0.0374(12) Uani 1 1 d . . . . .
O7 O 0.0020(9) 0.3925(3) 0.81631(16) 0.0414(12) Uani 1 1 d . . . . .
O9 O -0.0663(9) 0.4459(3) 0.55961(16) 0.0414(12) Uani 1 1 d . . . . .
O2 O 0.8591(9) 0.7799(3) 0.94519(17) 0.0487(14) Uani 1 1 d . . . . .
N9 N 0.4280(9) 0.7182(3) 0.83905(19) 0.0304(13) Uani 1 1 d . . . . .
O8 O -0.3503(9) 0.3697(3) 0.58786(17) 0.0479(14) Uani 1 1 d . . . . .
N16 N 0.4177(9) 0.5285(3) 0.69398(18) 0.0266(12) Uani 1 1 d . . . . .
H16A H 0.356696 0.561720 0.673672 0.032 Uiso 1 1 d GR . . . .
H16B H 0.480954 0.554555 0.714476 0.032 Uiso 1 1 d GR . . . .
N19 N 0.0838(9) 0.4541(3) 0.68783(18) 0.0256(12) Uani 1 1 d . . . . .
O15 O 0.4174(9) 0.0805(3) 0.89104(16) 0.0467(13) Uani 1 1 d . . . . .
N39 N 0.8950(9) 0.9520(3) 0.82157(18) 0.0282(13) Uani 1 1 d . . . . .
N44 N 0.9800(9) 0.9153(3) 0.73651(19) 0.0282(13) Uani 1 1 d . . . . .
O5 O 0.5498(10) 0.7327(3) 0.61697(18) 0.0528(14) Uani 1 1 d . . . . .
H5A H 0.676128 0.740837 0.631724 0.079 Uiso 1 1 d G . . . .
H5B H 0.600689 0.739144 0.588855 0.079 Uiso 1 1 d G . . . .
N6 N 0.6620(9) 0.7899(3) 0.78107(19) 0.0308(13) Uani 1 1 d . . . . .
O16 O 1.0491(9) 0.9522(3) 0.94920(17) 0.0467(13) Uani 1 1 d . . . . .
N21 N -0.2224(9) 0.3836(3) 0.67246(19) 0.0296(13) Uani 1 1 d . . . . .
N38 N 0.5562(9) 1.0288(3) 0.80704(19) 0.0293(13) Uani 1 1 d . . . . .
H38A H 0.544753 1.039344 0.835468 0.035 Uiso 1 1 calc R . . . .
H38B H 0.450041 1.049045 0.788566 0.035 Uiso 1 1 calc R . . . .
N17 N 0.0253(10) 0.4118(3) 0.7750(2) 0.0322(13) Uani 1 1 d . . . . .
N7 N 0.7385(9) 0.7820(3) 0.8589(2) 0.0330(13) Uani 1 1 d . . . . .
N22 N -0.1776(10) 0.4115(3) 0.5915(2) 0.0330(13) Uani 1 1 d . . . . .
O1 O 0.5578(9) 0.7070(3) 0.96766(17) 0.0515(14) Uani 1 1 d . . . . .
N5 N 0.5127(9) 0.7637(3) 0.7529(2) 0.0326(13) Uani 1 1 d . . . . .
N34 N 0.4294(9) 1.0351(3) 0.72042(18) 0.0296(13) Uani 1 1 d . . . . .
N42 N 1.2167(9) 0.8853(3) 0.8431(2) 0.0326(14) Uani 1 1 d . . . . .
N15 N 0.5586(9) 0.5322(3) 0.77943(18) 0.0302(13) Uani 1 1 d . . . . .
O10 O 0.0774(9) 0.2695(3) 0.53566(18) 0.0522(14) Uani 1 1 d . . . . .
N10 N 0.0973(9) 0.6458(3) 0.82710(19) 0.0306(13) Uani 1 1 d . . . . .
H10A H 0.084146 0.632903 0.856159 0.037 Uiso 1 1 calc R . . . .
H10B H -0.005613 0.627962 0.809317 0.037 Uiso 1 1 calc R . . . .
N23 N 0.4396(10) 0.2635(3) 0.7290(2) 0.0325(13) Uani 1 1 d . . . . .
N20 N 0.0814(10) 0.4632(3) 0.64218(18) 0.0292(13) Uani 1 1 d . . . . .
N18 N -0.1336(9) 0.3843(3) 0.74902(19) 0.0311(13) Uani 1 1 d . . . . .
N1 N -0.0220(9) 0.6468(3) 0.74106(19) 0.0320(13) Uani 1 1 d . . . . .
N43 N 1.1389(9) 0.8876(3) 0.76619(19) 0.0303(13) Uani 1 1 d . . . . .
O17 O 1.3405(9) 0.8727(3) 0.92954(18) 0.0522(14) Uani 1 1 d . . . . .
N26 N 0.5340(10) 0.2171(3) 0.6470(2) 0.0350(14) Uani 1 1 d . . . . .
N40 N 0.8936(9) 0.9631(3) 0.86595(18) 0.0299(13) Uani 1 1 d . . . . .
O11 O 0.3967(10) 0.1991(3) 0.51946(19) 0.0570(15) Uani 1 1 d . . . . .
N35 N 0.3308(10) 1.0504(3) 0.6805(2) 0.0346(14) Uani 1 1 d . . . . .
N24 N 0.2865(9) 0.2887(3) 0.6981(2) 0.0324(13) Uani 1 1 d . . . . .
O4 O 0.0281(11) 0.6035(4) 0.9220(2) 0.0656(17) Uani 1 1 d . . . . .
H4A H -0.026071 0.639000 0.939511 0.098 Uiso 1 1 d G . . . .
H4B H 0.184611 0.603147 0.923826 0.098 Uiso 1 1 d G . . . .
N27 N 0.5351(10) 0.1986(3) 0.6020(2) 0.0367(14) Uani 1 1 d . . . . .
N8 N 0.4261(10) 0.7022(3) 0.88439(19) 0.0340(14) Uani 1 1 d . . . . .
N12 N 0.6572(10) 0.5486(3) 0.81789(19) 0.0359(14) Uani 1 1 d . . . . .
O20 O 0.9428(10) 0.1014(3) 0.5733(2) 0.0592(15) Uani 1 1 d . . . . .
H20A H 0.794324 0.113493 0.567036 0.089 Uiso 1 1 d G . . . .
H20B H 0.955650 0.051647 0.570726 0.089 Uiso 1 1 d G . . . .
N13 N 0.5391(10) 0.5152(3) 0.8525(2) 0.0363(14) Uani 1 1 d . . . . .
N14 N 0.3607(10) 0.4771(3) 0.83644(19) 0.0346(14) Uani 1 1 d . . . . .
H14 H 0.252875 0.449331 0.852886 0.042 Uiso 1 1 calc R . . . .
O18 O 1.0718(10) 0.0556(3) 0.40442(18) 0.0554(15) Uani 1 1 d . . . . .
N25 N 0.2087(10) 0.2780(3) 0.6213(2) 0.0352(14) Uani 1 1 d . . . . .
N2 N -0.1191(10) 0.6373(3) 0.7015(2) 0.0358(14) Uani 1 1 d . . . . .
N4 N 0.1796(10) 0.7110(3) 0.6870(2) 0.0386(15) Uani 1 1 d . . . . .
H4 H 0.288804 0.740731 0.672293 0.046 Uiso 1 1 calc R . . . .
O14 O -0.0795(9) 0.5538(3) 0.08755(17) 0.0530(14) Uani 1 1 d . . . . .
N41 N 1.1642(10) 0.9152(3) 0.9217(2) 0.0373(14) Uani 1 1 d . . . . .
N30 N 0.7713(10) 0.2091(3) 0.7992(2) 0.0413(15) Uani 1 1 d . . . . .
H30 H 0.656771 0.238698 0.811344 0.050 Uiso 1 1 calc DR . . . .
N37 N 0.6367(10) 0.9771(3) 0.6693(2) 0.0355(14) Uani 1 1 d . . . . .
H37 H 0.748972 0.948118 0.656014 0.043 Uiso 1 1 calc R . . . .
N11 N 0.6819(11) 0.7436(3) 0.9385(2) 0.0388(15) Uani 1 1 d . . . . .
N36 N 0.4565(10) 1.0156(3) 0.6489(2) 0.0390(15) Uani 1 1 d . . . . .
N28 N 0.2627(12) 0.2348(3) 0.5454(2) 0.0432(16) Uani 1 1 d . . . . .
N3 N 0.0034(10) 0.6763(3) 0.6685(2) 0.0400(15) Uani 1 1 d . . . . .
N33 N 0.9876(10) 0.1455(3) 0.7506(2) 0.0411(15) Uani 1 1 d . . . . .
C8 C 0.2489(10) 0.4830(3) 0.7138(2) 0.0238(14) Uani 1 1 d . . . . .
N29 N 0.8754(10) 0.1453(3) 0.6641(2) 0.0382(14) Uani 1 1 d . . . . .
H29A H 0.889341 0.132171 0.636194 0.046 Uiso 1 1 calc R . . . .
H29B H 0.982124 0.127776 0.683259 0.046 Uiso 1 1 calc R . . . .
N32 N 1.0844(11) 0.1348(3) 0.7923(2) 0.0416(15) Uani 1 1 d . . . . .
C7 C 0.2149(11) 0.4606(3) 0.7597(2) 0.0267(15) Uani 1 1 d . . . . .
C9 C -0.0974(10) 0.4054(3) 0.7056(2) 0.0252(15) Uani 1 1 d . . . . .
C4 C 0.3183(11) 0.7170(3) 0.7653(2) 0.0291(15) Uani 1 1 d . . . . .
C2 C 0.6151(11) 0.7660(3) 0.8241(2) 0.0313(16) Uani 1 1 d . . . . .
O13 O 0.3910(11) 0.2451(4) 0.8652(2) 0.0769(19) Uani 1 1 d . . . . .
H13A H 0.466299 0.287249 0.869384 0.115 Uiso 1 1 d DG . . . .
H13B H 0.238146 0.257494 0.869674 0.115 Uiso 1 1 d G . . . .
C18 C 0.6203(11) 0.9891(3) 0.7126(2) 0.0270(15) Uani 1 1 d . . . . .
C6 C 0.3704(11) 0.4876(3) 0.7917(2) 0.0274(15) Uani 1 1 d . . . . .
C17 C 0.7800(11) 0.9622(3) 0.7479(2) 0.0267(15) Uani 1 1 d . . . . .
C3 C 0.2705(11) 0.6915(3) 0.8103(2) 0.0301(16) Uani 1 1 d . . . . .
C19 C 1.0900(11) 0.9061(3) 0.8082(2) 0.0286(15) Uani 1 1 d . . . . .
C16 C 0.7312(11) 0.9830(3) 0.7923(2) 0.0285(15) Uani 1 1 d . . . . .
C5 C 0.1651(12) 0.6937(4) 0.7314(2) 0.0313(16) Uani 1 1 d . . . . .
N31 N 0.9547(11) 0.1733(4) 0.8208(2) 0.0474(16) Uani 1 1 d . . . . .
C14 C 0.6413(11) 0.2163(3) 0.7206(2) 0.0306(16) Uani 1 1 d . . . . .
C11 C 0.3397(11) 0.2639(3) 0.6573(3) 0.0321(17) Uani 1 1 d . . . . .
C10 C -0.1041(11) 0.4200(3) 0.6368(2) 0.0297(16) Uani 1 1 d . . . . .
C20 C 1.0887(12) 0.9213(4) 0.8755(2) 0.0313(16) Uani 1 1 d . . . . .
C12 C 0.3345(12) 0.2377(4) 0.5909(3) 0.0372(18) Uani 1 1 d . . . . .
C1 C 0.6171(12) 0.7421(4) 0.8925(2) 0.0340(17) Uani 1 1 d . . . . .
C15 C 0.7926(12) 0.1922(4) 0.7565(3) 0.0365(17) Uani 1 1 d . . . . .
C13 C 0.6947(11) 0.1913(3) 0.6774(3) 0.0322(17) Uani 1 1 d . . . . .
C25 C 0.1527(13) 0.6169(4) 0.5632(3) 0.048(2) Uani 1 1 d . . . . .
H25A H 0.029982 0.596236 0.585630 0.072 Uiso 1 1 calc GR . . . .
H25B H 0.087338 0.619897 0.533372 0.072 Uiso 1 1 calc GR . . . .
H25C H 0.196287 0.668811 0.570478 0.072 Uiso 1 1 calc GR . . . .
C26 C 0.5823(13) 0.6040(5) 0.5178(2) 0.048(2) Uani 1 1 d . . . . .
H26A H 0.610608 0.657095 0.525154 0.072 Uiso 1 1 calc GR . . . .
H26B H 0.490386 0.605225 0.490755 0.072 Uiso 1 1 calc GR . . . .
H26C H 0.738172 0.576825 0.512289 0.072 Uiso 1 1 calc GR . . . .
C22 C 0.7943(15) 0.1250(5) 0.9300(3) 0.063(2) Uani 1 1 d . . . . .
H22A H 0.920683 0.104097 0.909435 0.094 Uiso 1 1 calc GR . . . .
H22B H 0.857412 0.127456 0.959750 0.094 Uiso 1 1 calc GR . . . .
H22C H 0.745027 0.177178 0.918497 0.094 Uiso 1 1 calc GR . . . .
C24 C 0.9338(17) 0.1697(5) 0.4499(4) 0.086(3) Uani 1 1 d . . . . .
H24A H 1.064713 0.201786 0.435844 0.128 Uiso 1 1 calc GR . . . .
H24B H 0.990882 0.140189 0.476582 0.128 Uiso 1 1 calc GR . . . .
H24C H 0.795092 0.203009 0.458708 0.128 Uiso 1 1 calc GR . . . .
C27 C 0.3388(16) 0.5521(6) 0.0395(3) 0.080(3) Uani 1 1 d . . . . .
H27A H 0.250949 0.538482 0.013836 0.120 Uiso 1 1 calc GR . . . .
H27B H 0.398629 0.504677 0.055551 0.120 Uiso 1 1 calc GR . . . .
H27C H 0.476038 0.584431 0.028765 0.120 Uiso 1 1 calc GR . . . .
C23 C 0.6476(17) 0.0502(6) 0.4506(3) 0.082(3) Uani 1 1 d . . . . .
H23A H 0.719877 0.041322 0.479659 0.124 Uiso 1 1 calc GR . . . .
H23B H 0.622096 0.000308 0.438283 0.124 Uiso 1 1 calc GR . . . .
H23C H 0.491720 0.078029 0.454614 0.124 Uiso 1 1 calc GR . . . .
C28 C 0.0303(16) 0.6682(6) 0.0410(4) 0.091(4) Uani 1 1 d . . . . .
H28A H -0.112588 0.693816 0.054975 0.137 Uiso 1 1 calc GR . . . .
H28B H -0.016136 0.642809 0.014656 0.137 Uiso 1 1 calc GR . . . .
H28C H 0.153070 0.706765 0.031640 0.137 Uiso 1 1 calc GR . . . .
C21 C 0.3677(16) 0.1151(6) 0.9749(3) 0.073(3) Uani 1 1 d . . . . .
H21A H 0.357258 0.170331 0.965079 0.110 Uiso 1 1 calc GR . . . .
H21B H 0.443483 0.108682 1.003693 0.110 Uiso 1 1 calc GR . . . .
H21C H 0.204476 0.094046 0.978332 0.110 Uiso 1 1 calc GR . . . .


_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
S001 O6 1.512(5) . ?
S001 C25 1.781(7) . ?
S001 C26 1.774(7) . ?
S002 O15 1.511(5) . ?
S002 C22 1.744(9) . ?
S002 C21 1.772(8) . ?
S003 O14 1.520(5) . ?
S003 C27 1.786(10) . ?
S003 C28 1.611(11) . ?
S004 O18 1.521(5) . ?
S004 C24 1.714(10) . ?
S004 C23 1.796(10) . ?
O19 N44 1.238(7) . ?
O12 N23 1.250(7) . ?
O3 N5 1.262(7) . ?
O7 N17 1.256(7) . ?
O9 N22 1.227(7) . ?
O2 N11 1.215(7) . ?
N9 N8 1.363(7) . ?
N9 C2 1.376(8) . ?
N9 C3 1.374(8) . ?
O8 N22 1.229(7) . ?
N16 H16A 0.8820 . ?
N16 H16B 0.8824 . ?
N16 C8 1.322(7) . ?
N19 N20 1.363(7) . ?
N19 C8 1.364(8) . ?
N19 C9 1.384(8) . ?
N39 N40 1.354(7) . ?
N39 C19 1.377(8) . ?
N39 C16 1.371(8) . ?
N44 N43 1.342(7) . ?
N44 C17 1.391(7) . ?
O5 H5A 0.8702 . ?
O5 H5B 0.8696 . ?
N6 N5 1.327(7) . ?
N6 C2 1.333(8) . ?
O16 N41 1.215(7) . ?
N21 C9 1.326(8) . ?
N21 C10 1.342(8) . ?
N38 H38A 0.8800 . ?
N38 H38B 0.8800 . ?
N38 C16 1.308(8) . ?
N17 N18 1.330(7) . ?
N17 C7 1.399(8) . ?
N7 C2 1.329(9) . ?
N7 C1 1.334(8) . ?
N22 C10 1.457(9) . ?
O1 N11 1.226(7) . ?
N5 C4 1.379(8) . ?
N34 N35 1.348(7) . ?
N34 C18 1.323(8) . ?
N42 C19 1.317(8) . ?
N42 C20 1.341(8) . ?
N15 N12 1.355(7) . ?
N15 C6 1.331(8) . ?
O10 N28 1.213(7) . ?
N10 H10A 0.8800 . ?
N10 H10B 0.8800 . ?
N10 C3 1.312(8) . ?
N23 N24 1.333(7) . ?
N23 C14 1.383(8) . ?
N20 C10 1.312(8) . ?
N18 C9 1.327(8) . ?
N1 N2 1.353(8) . ?
N1 C5 1.338(8) . ?
N43 C19 1.328(8) . ?
O17 N41 1.228(7) . ?
N26 N27 1.406(8) . ?
N26 C11 1.359(8) . ?
N26 C13 1.355(8) . ?
N40 C20 1.316(8) . ?
O11 N28 1.225(8) . ?
N35 N36 1.309(8) . ?
N24 C11 1.336(9) . ?
O4 H4A 0.8697 . ?
O4 H4B 0.8702 . ?
N27 C12 1.330(8) . ?
N8 C1 1.324(8) . ?
N12 N13 1.297(7) . ?
O20 H20A 0.8698 . ?
O20 H20B 0.8705 . ?
N13 N14 1.335(7) . ?
N14 H14 0.8800 . ?
N14 C6 1.335(8) . ?
N25 C11 1.338(9) . ?
N25 C12 1.334(9) . ?
N2 N3 1.316(8) . ?
N4 H4 0.8800 . ?
N4 N3 1.329(7) . ?
N4 C5 1.338(8) . ?
N41 C20 1.465(9) . ?
N30 H30 0.8800 . ?
N30 N31 1.349(8) . ?
N30 C15 1.328(9) . ?
N37 H37 0.8800 . ?
N37 N36 1.338(7) . ?
N37 C18 1.323(8) . ?
N11 C1 1.443(9) . ?
N28 C12 1.446(9) . ?
N33 N32 1.384(8) . ?
N33 C15 1.339(9) . ?
C8 C7 1.401(9) . ?
N29 H29A 0.8800 . ?
N29 H29B 0.8800 . ?
N29 C13 1.317(8) . ?
N32 N31 1.290(8) . ?
C7 C6 1.435(9) . ?
C4 C3 1.397(9) . ?
C4 C5 1.447(9) . ?
O13 H13A 0.8700 . ?
O13 H13B 0.8701 . ?
C18 C17 1.459(9) . ?
C17 C16 1.408(9) . ?
C14 C15 1.432(9) . ?
C14 C13 1.404(10) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 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
O6 S001 C25 106.3(3) . . ?
O6 S001 C26 104.6(3) . . ?
C26 S001 C25 97.4(4) . . ?
O15 S002 C22 106.6(4) . . ?
O15 S002 C21 105.3(4) . . ?
C22 S002 C21 97.4(5) . . ?
O14 S003 C27 105.9(4) . . ?
O14 S003 C28 100.4(4) . . ?
C28 S003 C27 99.7(5) . . ?
O18 S004 C24 103.9(4) . . ?
O18 S004 C23 105.5(4) . . ?
C24 S004 C23 97.5(5) . . ?
N8 N9 C2 111.1(5) . . ?
N8 N9 C3 126.9(5) . . ?
C3 N9 C2 122.0(6) . . ?
H16A N16 H16B 108.7 . . ?
C8 N16 H16A 111.3 . . ?
C8 N16 H16B 108.9 . . ?
N20 N19 C8 126.7(5) . . ?
N20 N19 C9 110.9(5) . . ?
C8 N19 C9 122.3(5) . . ?
N40 N39 C19 111.2(5) . . ?
N40 N39 C16 126.1(5) . . ?
C16 N39 C19 122.6(6) . . ?
O19 N44 N43 117.2(5) . . ?
O19 N44 C17 119.5(5) . . ?
N43 N44 C17 123.3(6) . . ?
H5A O5 H5B 104.5 . . ?
N5 N6 C2 114.6(5) . . ?
C9 N21 C10 100.9(5) . . ?
H38A N38 H38B 120.0 . . ?
C16 N38 H38A 120.0 . . ?
C16 N38 H38B 120.0 . . ?
O7 N17 N18 117.2(5) . . ?
O7 N17 C7 117.9(5) . . ?
N18 N17 C7 124.9(6) . . ?
C2 N7 C1 101.3(5) . . ?
O9 N22 O8 124.1(6) . . ?
O9 N22 C10 119.0(5) . . ?
O8 N22 C10 116.9(6) . . ?
O3 N5 N6 116.1(5) . . ?
O3 N5 C4 118.7(6) . . ?
N6 N5 C4 125.1(6) . . ?
C18 N34 N35 106.1(5) . . ?
C19 N42 C20 100.7(5) . . ?
C6 N15 N12 106.3(5) . . ?
H10A N10 H10B 120.0 . . ?
C3 N10 H10A 120.0 . . ?
C3 N10 H10B 120.0 . . ?
O12 N23 N24 116.5(5) . . ?
O12 N23 C14 119.1(6) . . ?
N24 N23 C14 124.4(6) . . ?
C10 N20 N19 98.8(5) . . ?
C9 N18 N17 114.5(5) . . ?
C5 N1 N2 106.0(5) . . ?
C19 N43 N44 115.5(5) . . ?
C11 N26 N27 110.3(6) . . ?
C13 N26 N27 126.6(6) . . ?
C13 N26 C11 123.1(6) . . ?
C20 N40 N39 98.5(5) . . ?
N36 N35 N34 110.5(5) . . ?
N23 N24 C11 114.7(6) . . ?
H4A O4 H4B 104.5 . . ?
C12 N27 N26 98.3(6) . . ?
C1 N8 N9 98.7(5) . . ?
N13 N12 N15 110.6(5) . . ?
H20A O20 H20B 104.5 . . ?
N12 N13 N14 106.1(5) . . ?
N13 N14 H14 125.0 . . ?
N13 N14 C6 109.9(5) . . ?
C6 N14 H14 125.0 . . ?
C12 N25 C11 101.5(6) . . ?
N3 N2 N1 110.2(5) . . ?
N3 N4 H4 125.3 . . ?
N3 N4 C5 109.5(6) . . ?
C5 N4 H4 125.3 . . ?
O16 N41 O17 125.1(6) . . ?
O16 N41 C20 118.0(6) . . ?
O17 N41 C20 116.9(6) . . ?
N31 N30 H30 125.7 . . ?
C15 N30 H30 125.7 . . ?
C15 N30 N31 108.6(6) . . ?
N36 N37 H37 125.2 . . ?
C18 N37 H37 125.2 . . ?
C18 N37 N36 109.7(5) . . ?
O2 N11 O1 124.8(6) . . ?
O2 N11 C1 117.3(6) . . ?
O1 N11 C1 117.9(6) . . ?
N35 N36 N37 105.6(5) . . ?
O10 N28 O11 125.2(7) . . ?
O10 N28 C12 117.3(6) . . ?
O11 N28 C12 117.4(6) . . ?
N2 N3 N4 106.6(6) . . ?
C15 N33 N32 105.7(6) . . ?
N16 C8 N19 118.3(6) . . ?
N16 C8 C7 127.4(6) . . ?
N19 C8 C7 114.3(5) . . ?
H29A N29 H29B 120.0 . . ?
C13 N29 H29A 120.0 . . ?
C13 N29 H29B 120.0 . . ?
N31 N32 N33 109.3(6) . . ?
N17 C7 C8 119.7(6) . . ?
N17 C7 C6 119.1(6) . . ?
C8 C7 C6 121.1(5) . . ?
N21 C9 N19 109.0(6) . . ?
N21 C9 N18 126.8(6) . . ?
N18 C9 N19 124.2(6) . . ?
N5 C4 C3 120.2(6) . . ?
N5 C4 C5 119.9(6) . . ?
C3 C4 C5 120.0(6) . . ?
N6 C2 N9 123.9(6) . . ?
N7 C2 N9 109.0(6) . . ?
N7 C2 N6 127.1(6) . . ?
H13A O13 H13B 104.5 . . ?
N34 C18 N37 108.1(5) . . ?
N34 C18 C17 122.2(6) . . ?
N37 C18 C17 129.6(6) . . ?
N15 C6 N14 107.1(6) . . ?
N15 C6 C7 122.4(6) . . ?
N14 C6 C7 130.5(6) . . ?
N44 C17 C18 118.4(6) . . ?
N44 C17 C16 121.0(6) . . ?
C16 C17 C18 120.5(6) . . ?
N9 C3 C4 114.2(6) . . ?
N10 C3 N9 118.4(6) . . ?
N10 C3 C4 127.4(6) . . ?
N42 C19 N39 109.4(6) . . ?
N42 C19 N43 126.8(6) . . ?
N43 C19 N39 123.9(6) . . ?
N39 C16 C17 113.6(6) . . ?
N38 C16 N39 119.1(6) . . ?
N38 C16 C17 127.2(6) . . ?
N1 C5 C4 122.7(6) . . ?
N4 C5 N1 107.8(6) . . ?
N4 C5 C4 129.5(6) . . ?
N32 N31 N30 107.9(6) . . ?
N23 C14 C15 119.7(7) . . ?
N23 C14 C13 120.1(6) . . ?
C13 C14 C15 120.3(6) . . ?
N24 C11 N26 123.7(6) . . ?
N24 C11 N25 126.2(6) . . ?
N25 C11 N26 110.0(6) . . ?
N21 C10 N22 120.7(5) . . ?
N20 C10 N21 120.3(6) . . ?
N20 C10 N22 119.0(6) . . ?
N42 C20 N41 120.7(6) . . ?
N40 C20 N42 120.2(6) . . ?
N40 C20 N41 119.1(6) . . ?
N27 C12 N25 119.9(7) . . ?
N27 C12 N28 117.6(7) . . ?
N25 C12 N28 122.5(6) . . ?
N7 C1 N11 121.8(6) . . ?
N8 C1 N7 119.9(7) . . ?
N8 C1 N11 118.3(6) . . ?
N30 C15 N33 108.5(6) . . ?
N30 C15 C14 129.2(7) . . ?
N33 C15 C14 122.4(7) . . ?
N26 C13 C14 114.0(6) . . ?
N29 C13 N26 118.3(7) . . ?
N29 C13 C14 127.6(6) . . ?
S001 C25 H25A 109.5 . . ?
S001 C25 H25B 109.5 . . ?
S001 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
S001 C26 H26A 109.5 . . ?
S001 C26 H26B 109.5 . . ?
S001 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
S002 C22 H22A 109.5 . . ?
S002 C22 H22B 109.5 . . ?
S002 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
S004 C24 H24A 109.5 . . ?
S004 C24 H24B 109.5 . . ?
S004 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
S003 C27 H27A 109.5 . . ?
S003 C27 H27B 109.5 . . ?
S003 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
S004 C23 H23A 109.5 . . ?
S004 C23 H23B 109.5 . . ?
S004 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
S003 C28 H28A 109.5 . . ?
S003 C28 H28B 109.5 . . ?
S003 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
S002 C21 H21A 109.5 . . ?
S002 C21 H21B 109.5 . . ?
S002 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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_mo_20211037_0m
_database_code_depnum_ccdc_archive 'CCDC 2117394'
loop_
_audit_author_name
_audit_author_address
'Qing Ma'
;Institute of Chemical Materials, China Academy of Engineering Physics
China
;
_audit_update_record             
;
2021-10-23 deposited with the CCDC.	2022-03-08 downloaded from the CCDC.
;
_audit_creation_date             2021-07-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(H2 O), 2(C3 H7 N O), 2(C5 H3 N11 O2.5)'
_chemical_formula_sum            'C16 H24 N24 O9'
_chemical_formula_weight         696.59
_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                   6.7298(3)
_cell_length_b                   6.9801(4)
_cell_length_c                   15.5552(7)
_cell_angle_alpha                77.956(2)
_cell_angle_beta                 82.164(2)
_cell_angle_gamma                89.214(2)
_cell_volume                     707.86(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3558
_cell_measurement_temperature    115
_cell_measurement_theta_max      26.387
_cell_measurement_theta_min      2.703
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6912
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0884 before and 0.0540 after correction. The Ratio of minimum to maximum transmission is 0.9273. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8216
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.435
_diffrn_reflns_theta_min         2.703
_diffrn_ambient_temperature      115.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2408
_reflns_number_total             2889
_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       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_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         0.265
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         2889
_refine_ls_number_restraints     210
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0491
_refine_ls_restrained_S_all      1.059
_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)+(0.0408P)²+0.5744P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1134
_refine_ls_wR_factor_ref         0.1219
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
4. Others
 Fixed Sof: O1(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C8(H8)
5.b X=CH2 refined with riding coordinates:
 N5(H5A,H5B)
5.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C)
;
_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
O2 O 0.4189(2) 0.3451(2) 0.73290(11) 0.0264(4) Uani 1 1 d . U . . .
O5 O 0.4400(2) 0.7186(2) 1.11176(10) 0.0299(4) Uani 1 1 d . U . . .
O3 O 1.0197(2) 0.1539(3) 0.86785(11) 0.0324(4) Uani 1 1 d . U . . .
O4 O 1.0171(2) 0.4714(3) 0.84815(11) 0.0344(4) Uani 1 1 d . U . . .
N8 N 0.8381(2) 0.2465(2) 0.63139(11) 0.0181(4) Uani 1 1 d . U . . .
N5 N 0.8062(2) -0.0466(2) 0.58632(11) 0.0189(4) Uani 1 1 d . U . . .
H5A H 0.842198 -0.109424 0.636855 0.023 Uiso 1 1 calc R . . . .
H5B H 0.778116 -0.112243 0.546842 0.023 Uiso 1 1 calc R . . . .
N4 N 0.6454(3) 0.2917(3) 0.34127(11) 0.0192(4) Uani 1 1 d . U . . .
N1 N 0.6984(3) 0.0012(3) 0.41666(11) 0.0207(4) Uani 1 1 d . U . . .
N9 N 0.8967(2) 0.1666(3) 0.71180(11) 0.0208(4) Uani 1 1 d . U . . .
N2 N 0.6498(3) -0.0098(3) 0.33600(11) 0.0218(4) Uani 1 1 d . U . . .
N10 N 0.8858(3) 0.5037(3) 0.68851(12) 0.0237(4) Uani 1 1 d . U . . .
N6 N 0.7357(3) 0.4671(3) 0.48341(12) 0.0218(4) Uani 1 1 d . U . . .
N3 N 0.6177(3) 0.1641(3) 0.29022(11) 0.0219(4) Uani 1 1 d . U . . .
N12 N 0.5147(3) 0.7616(3) 0.96175(12) 0.0238(4) Uani 1 1 d . U . . .
N7 N 0.7791(3) 0.5610(3) 0.54466(12) 0.0242(4) Uani 1 1 d . U . . .
N11 N 0.9910(3) 0.3174(3) 0.82568(12) 0.0259(4) Uani 1 1 d . U . . .
C3 C 0.7943(3) 0.1457(3) 0.56977(13) 0.0169(4) Uani 1 1 d . U . . .
C2 C 0.7416(3) 0.2696(3) 0.49297(13) 0.0179(4) Uani 1 1 d . U . . .
C4 C 0.8311(3) 0.4470(3) 0.61826(14) 0.0208(4) Uani 1 1 d . U . . .
C1 C 0.6947(3) 0.1911(3) 0.41838(13) 0.0175(4) Uani 1 1 d . U . . .
C5 C 0.9209(3) 0.3308(3) 0.73966(14) 0.0224(5) Uani 1 1 d . U . . .
C8 C 0.5615(3) 0.7431(3) 1.04279(15) 0.0254(5) Uani 1 1 d . U . . .
H8 H 0.699763 0.749008 1.048736 0.030 Uiso 1 1 calc R . . . .
C6 C 0.6675(4) 0.7916(4) 0.88397(16) 0.0335(6) Uani 1 1 d . U . . .
H6A H 0.648249 0.918942 0.845517 0.050 Uiso 1 1 calc GR . . . .
H6B H 0.656023 0.687416 0.851268 0.050 Uiso 1 1 calc GR . . . .
H6C H 0.800768 0.788691 0.902849 0.050 Uiso 1 1 calc GR . . . .
C7 C 0.3067(4) 0.7558(4) 0.94616(16) 0.0350(6) Uani 1 1 d . U . . .
H7A H 0.219964 0.717606 1.003065 0.053 Uiso 1 1 calc GR . . . .
H7B H 0.291250 0.660265 0.909391 0.053 Uiso 1 1 calc GR . . . .
H7C H 0.268920 0.885740 0.915537 0.053 Uiso 1 1 calc GR . . . .
O1 O 0.6927(6) 0.5766(6) 0.4219(2) 0.0446(9) Uani 0.5 1 d . U P A 1
H4 H 0.630(4) 0.425(5) 0.3199(19) 0.044(8) Uiso 1 1 d . . . . .
H2A H 0.460(4) 0.322(4) 0.786(2) 0.044(8) Uiso 1 1 d . . . . .
H2B H 0.394(5) 0.245(5) 0.717(2) 0.054(10) 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
O2 H2A 0.89(3) . ?
O2 H2B 0.82(4) . ?
O5 C8 1.240(3) . ?
O3 N11 1.219(3) . ?
O4 N11 1.220(2) . ?
N8 N9 1.367(2) . ?
N8 C3 1.366(3) . ?
N8 C4 1.372(3) . ?
N5 H5A 0.8800 . ?
N5 H5B 0.8800 . ?
N5 C3 1.316(3) . ?
N4 N3 1.341(2) . ?
N4 C1 1.339(3) . ?
N4 H4 0.93(3) . ?
N1 N2 1.357(2) . ?
N1 C1 1.331(3) . ?
N9 C5 1.327(3) . ?
N2 N3 1.304(2) . ?
N10 C4 1.334(3) . ?
N10 C5 1.337(3) . ?
N6 N7 1.329(2) . ?
N6 C2 1.355(3) . ?
N6 O1 1.160(4) . ?
N12 C8 1.321(3) . ?
N12 C6 1.458(3) . ?
N12 C7 1.455(3) . ?
N7 C4 1.337(3) . ?
N11 C5 1.463(3) . ?
C3 C2 1.406(3) . ?
C2 C1 1.455(3) . ?
C8 H8 0.9500 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 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
H2A O2 H2B 112(3) . . ?
N9 N8 C4 111.14(16) . . ?
C3 N8 N9 126.03(17) . . ?
C3 N8 C4 122.82(17) . . ?
H5A N5 H5B 120.0 . . ?
C3 N5 H5A 120.0 . . ?
C3 N5 H5B 120.0 . . ?
N3 N4 H4 119.8(18) . . ?
C1 N4 N3 108.31(17) . . ?
C1 N4 H4 131.9(18) . . ?
C1 N1 N2 105.33(16) . . ?
C5 N9 N8 98.61(17) . . ?
N3 N2 N1 110.79(16) . . ?
C4 N10 C5 100.96(17) . . ?
N7 N6 C2 123.64(18) . . ?
O1 N6 N7 110.8(2) . . ?
O1 N6 C2 125.5(3) . . ?
N2 N3 N4 106.72(16) . . ?
C8 N12 C6 121.89(19) . . ?
C8 N12 C7 121.14(19) . . ?
C7 N12 C6 116.97(18) . . ?
N6 N7 C4 115.36(17) . . ?
O3 N11 O4 126.03(19) . . ?
O3 N11 C5 117.16(18) . . ?
O4 N11 C5 116.80(19) . . ?
N8 C3 C2 112.58(17) . . ?
N5 C3 N8 119.63(18) . . ?
N5 C3 C2 127.79(18) . . ?
N6 C2 C3 122.37(18) . . ?
N6 C2 C1 116.50(18) . . ?
C3 C2 C1 121.12(18) . . ?
N10 C4 N8 109.30(18) . . ?
N10 C4 N7 127.46(19) . . ?
N7 C4 N8 123.23(19) . . ?
N4 C1 C2 127.37(19) . . ?
N1 C1 N4 108.85(17) . . ?
N1 C1 C2 123.77(18) . . ?
N9 C5 N10 119.98(19) . . ?
N9 C5 N11 118.49(19) . . ?
N10 C5 N11 121.51(19) . . ?
O5 C8 N12 125.4(2) . . ?
O5 C8 H8 117.3 . . ?
N12 C8 H8 117.3 . . ?
N12 C6 H6A 109.5 . . ?
N12 C6 H6B 109.5 . . ?
N12 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N12 C7 H7A 109.5 . . ?
N12 C7 H7B 109.5 . . ?
N12 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
