# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_99239
_database_code_depnum_ccdc_archive 'CCDC 1980561'
loop_
_audit_author_name
_audit_author_address
'Zehui Wu'
;Capital Medical University
China
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2020-05-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97

_chemical_formula_sum            'C14 H23 F N2 O4'
_chemical_formula_weight         302.34

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21 '
_symmetry_Int_Tables_number      19
_chemical_absolute_configuration syn

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

_cell_length_a                   5.33170(10)
_cell_length_b                   10.0576(3)
_cell_length_c                   30.0104(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1609.28(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9813
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.33
_cell_measurement_theta_min      2.44
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_crystal_description       plate
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             648
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2007)'
_exptl_absorpt_correction_T_min  0.7064
_exptl_absorpt_correction_T_max  0.7452
_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'CCD Area Detector'
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_reflns_number            39657
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0136
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         1.36
_diffrn_reflns_theta_max         25.37
_reflns_number_total             2968
_reflns_number_gt                2797
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0288P)²+0.3182P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(6)
_refine_ls_number_reflns         2968
_refine_ls_number_parameters     197
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0252
_refine_ls_wR_factor_ref         0.0607
_refine_ls_wR_factor_gt          0.0595
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8389(3) 0.17852(14) 0.03725(5) 0.0253(3) Uani 1 1 d . . .
C2 C 0.8234(3) 0.25457(13) 0.07943(4) 0.0189(3) Uani 1 1 d . . .
H2 H 0.8719 0.3472 0.0741 0.025 Uiso 1 1 calc R . .
C3 C 0.5620(2) 0.24979(12) 0.09902(4) 0.0161(3) Uani 1 1 d . . .
H3a H 0.5233 0.1587 0.1071 0.021 Uiso 1 1 calc R . .
H3b H 0.4427 0.2772 0.0764 0.021 Uiso 1 1 calc R . .
C4 C 0.5289(2) 0.33879(12) 0.14036(4) 0.0147(3) Uani 1 1 d . . .
H4 H 0.3539 0.3299 0.1499 0.020 Uiso 1 1 calc R . .
C5 C 0.6919(2) 0.29757(12) 0.17968(4) 0.0138(3) Uani 1 1 d . . .
C6 C 0.3740(2) 0.55286(12) 0.11597(4) 0.0153(3) Uani 1 1 d . . .
C7 C 0.2806(2) 0.77500(13) 0.08729(4) 0.0167(3) Uani 1 1 d . . .
C8 C 0.1391(3) 0.72289(14) 0.04704(4) 0.0228(3) Uani 1 1 d . . .
H8a H 0.2519 0.6740 0.0282 0.034 Uiso 1 1 calc R . .
H8b H 0.0700 0.7962 0.0307 0.034 Uiso 1 1 calc R . .
H8c H 0.0060 0.6655 0.0568 0.034 Uiso 1 1 calc R . .
C9 C 0.4565(3) 0.88653(13) 0.07365(5) 0.0239(3) Uani 1 1 d . . .
H9a H 0.5520 0.9149 0.0990 0.036 Uiso 1 1 calc R . .
H9b H 0.3603 0.9600 0.0624 0.036 Uiso 1 1 calc R . .
H9c H 0.5682 0.8553 0.0509 0.036 Uiso 1 1 calc R . .
C10 C 0.1086(3) 0.82034(14) 0.12436(4) 0.0223(3) Uani 1 1 d . . .
H10a H -0.0029 0.7492 0.1323 0.033 Uiso 1 1 calc R . .
H10b H 0.0126 0.8955 0.1145 0.033 Uiso 1 1 calc R . .
H10c H 0.2069 0.8451 0.1499 0.033 Uiso 1 1 calc R . .
C11 C 0.7944(2) 0.09957(13) 0.22433(4) 0.0152(3) Uani 1 1 d . . .
C12 C 1.0732(2) 0.10867(14) 0.21520(5) 0.0186(3) Uani 1 1 d . . .
H12a H 1.1068 0.0793 0.1854 0.028 Uiso 1 1 calc R . .
H12b H 1.1623 0.0533 0.2359 0.028 Uiso 1 1 calc R . .
H12c H 1.1273 0.1992 0.2185 0.028 Uiso 1 1 calc R . .
C13 C 0.7059(3) -0.04328(13) 0.21971(5) 0.0193(3) Uani 1 1 d . . .
H13a H 0.5283 -0.0474 0.2248 0.029 Uiso 1 1 calc R . .
H13b H 0.7907 -0.0978 0.2412 0.029 Uiso 1 1 calc R . .
H13c H 0.7429 -0.0749 0.1903 0.029 Uiso 1 1 calc R . .
C14 C 0.7266(3) 0.15624(14) 0.26953(4) 0.0207(3) Uani 1 1 d . . .
H14a H 0.7819 0.2469 0.2713 0.031 Uiso 1 1 calc R . .
H14b H 0.8068 0.1050 0.2925 0.031 Uiso 1 1 calc R . .
H14c H 0.5480 0.1527 0.2735 0.031 Uiso 1 1 calc R . .
N1 N 0.8506(3) 0.11896(14) 0.00507(4) 0.0414(4) Uani 1 1 d . . .
N2 N 0.5687(2) 0.47709(10) 0.12976(3) 0.0159(2) Uani 1 1 d . . .
H2a H 0.7158 0.5113 0.1322 0.021 Uiso 1 1 calc R . .
O1 O 0.15768(17) 0.51509(9) 0.11433(3) 0.0184(2) Uani 1 1 d . . .
O2 O 0.45668(16) 0.67453(8) 0.10467(3) 0.01736(19) Uani 1 1 d . . .
O3 O 0.83022(18) 0.37186(9) 0.19927(3) 0.0200(2) Uani 1 1 d . . .
O4 O 0.65151(16) 0.16966(8) 0.18879(3) 0.01432(19) Uani 1 1 d . . .
F1 F 0.99360(14) 0.19537(8) 0.10882(3) 0.02547(19) Uani 1 1 d . . .


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 N1 1.1381(19) . ?
C1 C2 1.4812(19) . ?
C2 F1 1.3985(15) . ?
C2 C3 1.5135(18) . ?
C3 C4 1.5398(17) . ?
C4 N2 1.4425(16) . ?
C4 C5 1.5229(17) . ?
C5 O3 1.2034(15) . ?
C5 O4 1.3327(15) . ?
C6 O1 1.2152(16) . ?
C6 O2 1.3442(15) . ?
C6 N2 1.3526(16) . ?
C7 O2 1.4746(15) . ?
C7 C10 1.5122(18) . ?
C7 C8 1.5175(18) . ?
C7 C9 1.5182(19) . ?
C11 O4 1.4881(14) . ?
C11 C12 1.5144(18) . ?
C11 C14 1.5154(18) . ?
C11 C13 1.5185(18) . ?

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
N1 C1 C2 179.33(15) . . ?
F1 C2 C1 106.44(11) . . ?
F1 C2 C3 109.81(10) . . ?
C1 C2 C3 111.52(11) . . ?
C2 C3 C4 113.58(10) . . ?
N2 C4 C5 110.46(10) . . ?
N2 C4 C3 111.48(10) . . ?
C5 C4 C3 113.61(10) . . ?
O3 C5 O4 126.72(11) . . ?
O3 C5 C4 124.01(11) . . ?
O4 C5 C4 109.26(10) . . ?
O1 C6 O2 125.86(12) . . ?
O1 C6 N2 124.37(12) . . ?
O2 C6 N2 109.78(10) . . ?
O2 C7 C10 109.42(10) . . ?
O2 C7 C8 111.18(10) . . ?
C10 C7 C8 112.84(11) . . ?
O2 C7 C9 102.04(10) . . ?
C10 C7 C9 110.49(11) . . ?
C8 C7 C9 110.34(11) . . ?
O4 C11 C12 110.14(10) . . ?
O4 C11 C14 109.95(10) . . ?
C12 C11 C14 111.93(11) . . ?
O4 C11 C13 102.94(10) . . ?
C12 C11 C13 110.22(11) . . ?
C14 C11 C13 111.31(11) . . ?
C6 N2 C4 119.87(11) . . ?
C6 O2 C7 120.28(10) . . ?
C5 O4 C11 121.45(9) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2a O1 0.86 2.42 3.1974(14) 151.3 1_655

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.37
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.158
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.030
####################################################################### 
# 
# 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_99240
_database_code_depnum_ccdc_archive 'CCDC 1980562'
loop_
_audit_author_name
_audit_author_address
'Zehui Wu'
;Capital Medical University
China
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2020-05-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97

_chemical_formula_sum            'C21 H30 N2 O7 S'
_chemical_formula_weight         454.53

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21 '
_symmetry_Int_Tables_number      19
_chemical_absolute_configuration syn

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

_cell_length_a                   5.9695(2)
_cell_length_b                   10.9627(3)
_cell_length_c                   36.0572(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2359.65(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9994
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.39
_cell_measurement_theta_min      2.17
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.02
_exptl_crystal_description       plate
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968
_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2007)'
_exptl_absorpt_correction_T_min  0.6775
_exptl_absorpt_correction_T_max  0.7452
_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'CCD Area Detector'
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_reflns_number            33855
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_sigmaI/netI    0.0299
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         1.13
_diffrn_reflns_theta_max         25.42
_reflns_number_total             4341
_reflns_number_gt                4016
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0314P)²+1.2540P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.07(8)
_refine_ls_number_reflns         4341
_refine_ls_number_parameters     288
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.0890
_refine_ls_wR_factor_gt          0.0868
_refine_ls_goodness_of_fit_ref   1.185
_refine_ls_restrained_S_all      1.185
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4172(4) 0.2571(2) 0.37396(6) 0.0176(5) Uani 1 1 d . . .
C2 C 0.3140(4) 0.3805(2) 0.37229(6) 0.0142(5) Uani 1 1 d . . .
H2 H 0.3903 0.4354 0.3896 0.019 Uiso 1 1 calc R . .
C3 C 0.3161(4) 0.4349(2) 0.33351(7) 0.0140(5) Uani 1 1 d . . .
H3a H 0.2062 0.5000 0.3323 0.019 Uiso 1 1 calc R . .
H3b H 0.2723 0.3726 0.3158 0.019 Uiso 1 1 calc R . .
C4 C 0.5462(4) 0.4859(2) 0.32238(6) 0.0142(5) Uani 1 1 d . . .
H4 H 0.5311 0.5179 0.2971 0.019 Uiso 1 1 calc R . .
C5 C 0.6241(4) 0.5909(2) 0.34658(6) 0.0143(5) Uani 1 1 d . . .
C6 C 0.7432(4) 0.3203(2) 0.29170(7) 0.0155(5) Uani 1 1 d . . .
C7 C 0.9762(4) 0.1491(2) 0.27034(6) 0.0192(5) Uani 1 1 d . . .
C8 C 0.7779(5) 0.0657(3) 0.26521(9) 0.0307(7) Uani 1 1 d . . .
H8a H 0.7248 0.0392 0.2890 0.046 Uiso 1 1 calc R . .
H8b H 0.8220 -0.0039 0.2508 0.046 Uiso 1 1 calc R . .
H8c H 0.6606 0.1087 0.2525 0.046 Uiso 1 1 calc R . .
C9 C 1.1640(5) 0.0829(3) 0.28987(8) 0.0305(7) Uani 1 1 d . . .
H9a H 1.2885 0.1373 0.2931 0.046 Uiso 1 1 calc R . .
H9b H 1.2100 0.0142 0.2752 0.046 Uiso 1 1 calc R . .
H9c H 1.1129 0.0551 0.3137 0.046 Uiso 1 1 calc R . .
C10 C 1.0550(6) 0.2051(3) 0.23445(8) 0.0388(8) Uani 1 1 d . . .
H10a H 0.9355 0.2517 0.2236 0.058 Uiso 1 1 calc R . .
H10b H 1.0994 0.1417 0.2176 0.058 Uiso 1 1 calc R . .
H10c H 1.1803 0.2577 0.2392 0.058 Uiso 1 1 calc R . .
C11 C 0.4827(5) 0.7820(2) 0.37319(7) 0.0247(6) Uani 1 1 d . . .
C12 C 0.5746(5) 0.7606(3) 0.41155(8) 0.0385(8) Uani 1 1 d . . .
H12a H 0.4866 0.6995 0.4238 0.058 Uiso 1 1 calc R . .
H12b H 0.5686 0.8352 0.4255 0.058 Uiso 1 1 calc R . .
H12c H 0.7271 0.7335 0.4098 0.058 Uiso 1 1 calc R . .
C13 C 0.6264(5) 0.8622(2) 0.34895(9) 0.0371(8) Uani 1 1 d . . .
H13a H 0.7751 0.8292 0.3477 0.056 Uiso 1 1 calc R . .
H13b H 0.6320 0.9429 0.3593 0.056 Uiso 1 1 calc R . .
H13c H 0.5635 0.8657 0.3245 0.056 Uiso 1 1 calc R . .
C14 C 0.2440(5) 0.8298(3) 0.37509(9) 0.0346(7) Uani 1 1 d . . .
H14a H 0.1834 0.8352 0.3505 0.052 Uiso 1 1 calc R . .
H14b H 0.2437 0.9092 0.3863 0.052 Uiso 1 1 calc R . .
H14c H 0.1542 0.7752 0.3896 0.052 Uiso 1 1 calc R . .
C15 C 0.0723(4) 0.2417(2) 0.44504(7) 0.0186(5) Uani 1 1 d . . .
C16 C 0.2767(4) 0.2259(2) 0.46291(7) 0.0200(5) Uani 1 1 d . . .
H16 H 0.3787 0.2897 0.4648 0.027 Uiso 1 1 calc R . .
C17 C 0.3242(4) 0.1121(3) 0.47786(7) 0.0236(6) Uani 1 1 d . . .
H17 H 0.4613 0.1001 0.4895 0.031 Uiso 1 1 calc R . .
C18 C 0.1747(5) 0.0164(2) 0.47600(7) 0.0251(6) Uani 1 1 d . . .
C19 C -0.0281(5) 0.0360(3) 0.45750(8) 0.0303(7) Uani 1 1 d . . .
H19 H -0.1308 -0.0275 0.4557 0.040 Uiso 1 1 calc R . .
C20 C -0.0796(4) 0.1472(2) 0.44183(7) 0.0247(6) Uani 1 1 d . . .
H20 H -0.2143 0.1584 0.4293 0.033 Uiso 1 1 calc R . .
C21 C 0.2234(5) -0.1048(3) 0.49386(8) 0.0381(7) Uani 1 1 d . . .
H21a H 0.3819 -0.1130 0.4976 0.057 Uiso 1 1 calc R . .
H21b H 0.1715 -0.1693 0.4780 0.057 Uiso 1 1 calc R . .
H21c H 0.1480 -0.1095 0.5173 0.057 Uiso 1 1 calc R . .
N1 N 0.4913(4) 0.16157(19) 0.37542(6) 0.0281(5) Uani 1 1 d . . .
N2 N 0.7206(3) 0.39461(18) 0.32135(5) 0.0161(4) Uani 1 1 d . . .
H2a H 0.8110 0.3875 0.3398 0.021 Uiso 1 1 calc R . .
O1 O 0.6224(3) 0.32233(15) 0.26491(5) 0.0208(4) Uani 1 1 d . . .
O2 O 0.9207(3) 0.24629(15) 0.29720(5) 0.0188(4) Uani 1 1 d . . .
O3 O 0.8144(3) 0.60465(15) 0.35662(5) 0.0190(4) Uani 1 1 d . . .
O4 O 0.4510(3) 0.66398(15) 0.35400(5) 0.0184(4) Uani 1 1 d . . .
O5 O 0.0782(2) 0.36782(15) 0.38274(4) 0.0165(4) Uani 1 1 d . . .
O6 O 0.1446(3) 0.47560(16) 0.44149(5) 0.0231(4) Uani 1 1 d . . .
O7 O -0.2297(3) 0.39761(16) 0.42310(5) 0.0235(4) Uani 1 1 d . . .
S1 S 0.00798(10) 0.38350(5) 0.425200(15) 0.01749(14) Uani 1 1 d . . .


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 N1 1.138(3) . ?
C1 C2 1.487(3) . ?
C2 O5 1.464(3) . ?
C2 C3 1.521(3) . ?
C3 C4 1.536(3) . ?
C4 N2 1.445(3) . ?
C4 C5 1.517(3) . ?
C5 O3 1.202(3) . ?
C5 O4 1.334(3) . ?
C6 O1 1.206(3) . ?
C6 O2 1.349(3) . ?
C6 N2 1.351(3) . ?
C7 O2 1.478(3) . ?
C7 C8 1.507(4) . ?
C7 C10 1.508(4) . ?
C7 C9 1.510(4) . ?
C11 O4 1.479(3) . ?
C11 C12 1.506(4) . ?
C11 C13 1.508(4) . ?
C11 C14 1.520(4) . ?
C15 C20 1.382(3) . ?
C15 C16 1.391(3) . ?
C15 S1 1.754(3) . ?
C16 C17 1.388(4) . ?
C17 C18 1.380(4) . ?
C18 C19 1.399(4) . ?
C18 C21 1.505(4) . ?
C19 C20 1.378(4) . ?
O5 S1 1.5965(16) . ?
O6 S1 1.4248(18) . ?
O7 S1 1.4291(17) . ?

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
N1 C1 C2 178.4(3) . . ?
O5 C2 C1 107.57(19) . . ?
O5 C2 C3 106.37(17) . . ?
C1 C2 C3 113.01(19) . . ?
C2 C3 C4 112.97(19) . . ?
N2 C4 C5 108.63(18) . . ?
N2 C4 C3 113.52(18) . . ?
C5 C4 C3 113.57(19) . . ?
O3 C5 O4 126.6(2) . . ?
O3 C5 C4 123.9(2) . . ?
O4 C5 C4 109.49(19) . . ?
O1 C6 O2 126.8(2) . . ?
O1 C6 N2 124.3(2) . . ?
O2 C6 N2 108.9(2) . . ?
O2 C7 C8 110.0(2) . . ?
O2 C7 C10 109.78(19) . . ?
C8 C7 C10 112.8(2) . . ?
O2 C7 C9 101.96(19) . . ?
C8 C7 C9 110.4(2) . . ?
C10 C7 C9 111.4(2) . . ?
O4 C11 C12 109.9(2) . . ?
O4 C11 C13 108.2(2) . . ?
C12 C11 C13 114.6(3) . . ?
O4 C11 C14 101.7(2) . . ?
C12 C11 C14 110.7(2) . . ?
C13 C11 C14 111.0(2) . . ?
C20 C15 C16 121.4(2) . . ?
C20 C15 S1 119.13(19) . . ?
C16 C15 S1 119.46(19) . . ?
C17 C16 C15 118.1(2) . . ?
C18 C17 C16 122.2(2) . . ?
C17 C18 C19 117.8(2) . . ?
C17 C18 C21 121.7(3) . . ?
C19 C18 C21 120.5(3) . . ?
C20 C19 C18 121.7(3) . . ?
C19 C20 C15 118.8(2) . . ?
C6 N2 C4 120.7(2) . . ?
C6 O2 C7 120.88(18) . . ?
C5 O4 C11 121.34(18) . . ?
C2 O5 S1 119.29(14) . . ?
O6 S1 O7 120.90(11) . . ?
O6 S1 O5 108.74(10) . . ?
O7 S1 O5 102.80(10) . . ?
O6 S1 C15 109.54(11) . . ?
O7 S1 C15 109.57(11) . . ?
O5 S1 C15 103.78(10) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2a O5 0.86 2.23 3.089(2) 173.2 1_655

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.42
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.047
