# 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 2022

####################################################################### 
# 
# 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_t
_database_code_depnum_ccdc_archive 'CCDC 2103617'
loop_
_audit_author_name
_audit_author_address
'Zhenhong Wei'
;Nanchang University
China
;
_audit_update_record             
;
2021-08-17 deposited with the CCDC.	2022-06-28 downloaded from the CCDC.
;
_audit_creation_date             2021-08-09
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C7 H15 N2, Cl O4'
_chemical_formula_sum            'C7 H15 Cl N2 O4'
_chemical_formula_weight         226.66
_chemical_absolute_configuration unk
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'

_cell_length_a                   6.7331(3)
_cell_length_b                   8.6522(3)
_cell_length_c                   8.8761(3)
_cell_angle_alpha                77.838(3)
_cell_angle_beta                 88.700(3)
_cell_angle_gamma                81.931(3)
_cell_volume                     500.47(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4598
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.1500
_cell_measurement_theta_min      2.3740
_exptl_absorpt_coefficient_mu    0.374
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             240
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5249
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.35
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2420
_reflns_number_total             3508
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.396
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.23(13)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.274
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         2899
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0716
_refine_ls_R_factor_gt           0.0628
_refine_ls_restrained_S_all      1.276
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1009P)²+0.0357P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1660
_refine_ls_wR_factor_ref         0.1762
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H2(0.052) H1A(0.052) H1B(0.052) H2A(0.052) H2B(0.052) H3A(0.064)
 H3B(0.064) H4A(0.053) H4B(0.053) H5(0.056) H6A(0.051) H6B(0.051) H7A(0.051)
 H7B(0.051) H8A(0.065) H8B(0.065) H9A(0.061) H9B(0.061) H10A(0.058) H10B(0.058)
 H11A(0.053) H11B(0.053) H12A(0.052) H12B(0.052) H13A(0.064) H13B(0.064)
 H14(0.05)
 Fixed X: H1A(-0.0757) H1B(0.1401) H2A(0.4011) H2B(0.3963) H3A(0.5528)
 H3B(0.4776) H4A(0.0539) H4B(0.24) H5(0.3611) H6A(0.0868) H6B(-0.0843) H7A(-
 0.0623) H7B(-0.1167) H8A(-0.3961) H8B(-0.3277) H9A(-0.2444) H9B(-0.2458)
 H10A(0.02) H10B(0.2356) H11A(-0.0809) H11B(0.1062) H12A(0.2501) H12B(0.0841)
 H13A(0.2739) H13B(0.2185) H14(-0.1999)
 Fixed Y: H1A(0.2467) H1B(0.2269) H2A(0.1917) H2B(0.3081) H3A(0.4517)
 H3B(0.371) H4A(0.6941) H4B(0.6449) H5(0.6561) H6A(0.4605) H6B(0.4942)
 H7A(0.4282) H7B(0.5189) H8A(-0.0542) H8B(0.0295) H9A(0.0946) H9B(0.209)
 H10A(0.1695) H10B(0.1471) H11A(-0.2549) H11B(-0.3071) H12A(-0.1009) H12B(-
 0.0695) H13A(-0.1215) H13B(-0.0286) H14(-0.2553)
 Fixed Z: H1A(0.8777) H1B(0.8083) H2A(0.9896) H2B(1.1037) H3A(0.919)
 H3B(0.7925) H4A(0.9104) H4B(1.0213) H5(0.7837) H6A(1.1528) H6B(1.0284)
 H7A(0.6444) H7B(0.7781) H8A(0.3137) H8B(0.4404) H9A(0.1305) H9B(0.2461)
 H10A(0.4219) H10B(0.3534) H11A(0.2128) H11B(0.3234) H12A(0.2068) H12B(0.0788)
 H13A(0.4544) H13B(0.5861) H14(0.458)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
Cl1 Cl 0.54305(18) 0.47838(15) 0.38927(15) 0.0529(5) Uani 1 1 d . . .
Cl2 Cl 0.61577(18) 0.91849(14) 0.84490(14) 0.0532(5) Uani 1 1 d . . .
O1 O 0.7457(12) 0.4120(13) 0.4173(14) 0.142(4) Uani 1 1 d . . .
O2 O 0.3823(13) 0.3880(12) 0.4132(12) 0.132(3) Uani 1 1 d . . .
O3 O 0.4940(11) 0.6148(8) 0.4564(12) 0.108(3) Uani 1 1 d . . .
O4 O 0.5323(16) 0.5386(17) 0.2293(9) 0.182(6) Uani 1 1 d . . .
O5 O 0.4426(15) 1.0018(14) 0.7858(13) 0.185(7) Uani 1 1 d . . .
O6 O 0.6040(18) 0.8946(12) 1.0011(10) 0.154(4) Uani 1 1 d . . .
O7 O 0.7509(16) 1.0195(10) 0.7907(12) 0.146(4) Uani 1 1 d . . .
O8 O 0.6563(11) 0.7934(9) 0.7710(10) 0.104(3) Uani 1 1 d . . .
N1 N 0.1307(9) 0.3198(7) 1.0009(7) 0.0366(13) Uani 1 1 d . . .
N2 N 0.1603(9) 0.5465(7) 0.6915(7) 0.0436(16) Uani 1 1 d D . .
H2 H 0.271(8) 0.511(7) 0.623(5) 0.052 Uiso 1 1 d D . .
C1 C 0.0439(13) 0.2979(8) 0.8538(8) 0.0434(18) Uani 1 1 d . . .
H1A H -0.0757 0.2467 0.8777 0.052 Uiso 1 1 calc R . .
H1B H 0.1401 0.2269 0.8083 0.052 Uiso 1 1 calc R . .
C2 C 0.3505(10) 0.2983(9) 1.0037(8) 0.0431(18) Uani 1 1 d . . .
H2A H 0.4011 0.1917 0.9896 0.052 Uiso 1 1 calc R . .
H2B H 0.3963 0.3081 1.1037 0.052 Uiso 1 1 calc R . .
C3 C 0.4354(10) 0.4202(10) 0.8788(10) 0.053(2) Uani 1 1 d . . .
H3A H 0.5528 0.4517 0.9190 0.064 Uiso 1 1 calc R . .
H3B H 0.4776 0.3710 0.7925 0.064 Uiso 1 1 calc R . .
C4 C 0.1581(12) 0.6071(8) 0.9520(9) 0.0439(18) Uani 1 1 d . . .
H4A H 0.0539 0.6941 0.9104 0.053 Uiso 1 1 calc R . .
H4B H 0.2400 0.6449 1.0213 0.053 Uiso 1 1 calc R . .
C5 C 0.2860(12) 0.5668(9) 0.8223(9) 0.0466(19) Uani 1 1 d D . .
H5 H 0.3611 0.6561 0.7837 0.056 Uiso 1 1 calc R . .
C6 C 0.0598(12) 0.4704(8) 1.0441(8) 0.0427(18) Uani 1 1 d . . .
H6A H 0.0868 0.4605 1.1528 0.051 Uiso 1 1 calc R . .
H6B H -0.0843 0.4942 1.0284 0.051 Uiso 1 1 calc R . .
C7 C -0.0103(12) 0.4528(8) 0.7363(9) 0.0428(19) Uani 1 1 d . . .
H7A H -0.0623 0.4282 0.6444 0.051 Uiso 1 1 calc R . .
H7B H -0.1167 0.5189 0.7781 0.051 Uiso 1 1 calc R . .
N3 N 0.0286(9) 0.0812(6) 0.2297(7) 0.0373(13) Uani 1 1 d . . .
N4 N 0.0062(10) -0.1486(8) 0.5419(7) 0.0444(15) Uani 1 1 d D . .
C8 C -0.2815(11) -0.0200(10) 0.3551(10) 0.054(2) Uani 1 1 d . . .
H8A H -0.3961 -0.0542 0.3137 0.065 Uiso 1 1 calc R . .
H8B H -0.3277 0.0295 0.4404 0.065 Uiso 1 1 calc R . .
C9 C -0.1964(11) 0.1028(9) 0.2303(10) 0.051(2) Uani 1 1 d . . .
H9A H -0.2444 0.0946 0.1305 0.061 Uiso 1 1 calc R . .
H9B H -0.2458 0.2090 0.2461 0.061 Uiso 1 1 calc R . .
C10 C 0.1148(13) 0.0975(9) 0.3765(10) 0.0480(19) Uani 1 1 d . . .
H10A H 0.0200 0.1695 0.4219 0.058 Uiso 1 1 calc R . .
H10B H 0.2356 0.1471 0.3534 0.058 Uiso 1 1 calc R . .
C11 C 0.0041(12) -0.2187(8) 0.2813(9) 0.0439(18) Uani 1 1 d . . .
H11A H -0.0809 -0.2549 0.2128 0.053 Uiso 1 1 calc R . .
H11B H 0.1062 -0.3071 0.3234 0.053 Uiso 1 1 calc R . .
C12 C 0.1066(12) -0.0778(8) 0.1879(9) 0.0431(18) Uani 1 1 d . . .
H12A H 0.2501 -0.1009 0.2068 0.052 Uiso 1 1 calc R . .
H12B H 0.0841 -0.0695 0.0788 0.052 Uiso 1 1 calc R . .
C13 C 0.1666(13) -0.0552(11) 0.4950(9) 0.053(2) Uani 1 1 d . . .
H13A H 0.2739 -0.1215 0.4544 0.064 Uiso 1 1 calc R . .
H13B H 0.2185 -0.0286 0.5861 0.064 Uiso 1 1 calc R . .
C14 C -0.1247(11) -0.1671(9) 0.4150(9) 0.0415(16) Uani 1 1 d . . .
H14 H -0.1999 -0.2553 0.4580 0.050 Uiso 1 1 calc R . .
H4C H -0.061(7) -0.092(6) 0.605(5) 0.024(11) Uiso 1 1 d . . .
H4D H 0.078(11) -0.259(6) 0.603(8) 0.069(18) Uiso 1 1 d D . .
H1 H 0.094(7) 0.237(6) 1.074(5) 0.037(12) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl1 0.0464(10) 0.0590(13) 0.0594(12) -0.0289(9) -0.0067(8) -0.0026(9)
Cl2 0.0467(11) 0.0604(13) 0.0590(12) -0.0275(10) -0.0012(8) -0.0065(9)
O1 0.057(3) 0.172(8) 0.228(9) -0.142(7) -0.038(4) 0.039(4)
O2 0.100(5) 0.129(6) 0.200(9) -0.075(6) -0.024(5) -0.060(5)
O3 0.062(4) 0.076(4) 0.210(9) -0.086(5) 0.034(5) -0.016(3)
O4 0.149(8) 0.322(14) 0.053(4) 0.040(6) -0.041(4) -0.066(8)
O5 0.154(9) 0.203(9) 0.207(10) -0.140(9) -0.146(8) 0.116(8)
O6 0.240(12) 0.147(7) 0.086(6) -0.061(5) 0.014(6) -0.010(7)
O7 0.206(10) 0.099(6) 0.175(8) -0.079(6) 0.095(7) -0.103(6)
O8 0.083(5) 0.113(6) 0.155(7) -0.102(5) 0.055(5) -0.044(4)
N1 0.035(3) 0.034(3) 0.038(3) -0.002(2) -0.004(2) -0.004(2)
N2 0.041(4) 0.042(3) 0.045(4) -0.004(3) 0.007(3) -0.006(3)
C1 0.051(5) 0.040(4) 0.044(4) -0.014(3) -0.008(3) -0.014(3)
C2 0.036(4) 0.044(4) 0.047(4) -0.003(3) -0.010(3) -0.007(3)
C3 0.025(4) 0.066(5) 0.063(5) -0.004(4) 0.008(3) -0.001(3)
C4 0.052(4) 0.031(3) 0.050(4) -0.016(3) -0.015(3) 0.001(3)
C5 0.052(5) 0.040(4) 0.047(4) 0.002(3) 0.003(3) -0.020(3)
C6 0.052(5) 0.044(4) 0.032(4) -0.008(3) 0.008(3) -0.008(3)
C7 0.051(5) 0.028(3) 0.048(5) 0.001(3) -0.013(3) -0.011(3)
N3 0.042(3) 0.029(3) 0.041(3) -0.007(2) -0.001(3) -0.006(2)
N4 0.054(4) 0.049(4) 0.030(3) -0.005(3) -0.005(3) -0.011(3)
C8 0.038(4) 0.065(5) 0.059(5) -0.008(4) -0.007(4) -0.008(4)
C9 0.045(5) 0.040(4) 0.062(5) -0.009(4) -0.005(4) 0.010(3)
C10 0.049(5) 0.043(4) 0.055(5) -0.011(4) -0.005(4) -0.012(3)
C11 0.053(4) 0.033(4) 0.049(4) -0.010(3) 0.004(3) -0.015(3)
C12 0.044(4) 0.040(4) 0.045(4) -0.014(3) 0.000(3) 0.005(3)
C13 0.046(5) 0.076(6) 0.043(5) -0.020(4) -0.011(3) -0.015(4)
C14 0.030(4) 0.047(4) 0.047(4) -0.005(3) -0.004(3) -0.010(3)

_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
Cl1 O1 1.410(7) . ?
Cl1 O2 1.409(8) . ?
Cl1 O3 1.426(7) . ?
Cl1 O4 1.405(8) . ?
Cl2 O5 1.336(7) . ?
Cl2 O6 1.360(9) . ?
Cl2 O7 1.360(8) . ?
Cl2 O8 1.372(7) . ?
N1 C1 1.501(10) . ?
N1 C2 1.465(9) . ?
N1 C6 1.449(9) . ?
N1 H1 0.92(4) . ?
N2 H2 1.01(4) . ?
N2 C5 1.506(10) . ?
N2 C7 1.497(9) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C7 1.519(9) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.522(10) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C5 1.506(11) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.492(12) . ?
C4 C6 1.514(11) . ?
C5 H5 0.9800 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
N3 C9 1.500(10) . ?
N3 C10 1.480(11) . ?
N3 C12 1.519(9) . ?
N4 C13 1.441(10) . ?
N4 C14 1.494(10) . ?
N4 H4C 0.89(5) . ?
N4 H4D 1.05(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.526(11) . ?
C8 C14 1.543(11) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C13 1.508(11) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.560(10) . ?
C11 C14 1.559(11) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14 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
O1 Cl1 O2 123.8(7) . . ?
O1 Cl1 O3 111.0(5) . . ?
O2 Cl1 O3 108.7(5) . . ?
O4 Cl1 O1 104.4(7) . . ?
O4 Cl1 O2 101.9(6) . . ?
O4 Cl1 O3 105.1(8) . . ?
O5 Cl2 O6 107.9(7) . . ?
O5 Cl2 O7 102.6(8) . . ?
O5 Cl2 O8 106.4(6) . . ?
O6 Cl2 O7 110.6(7) . . ?
O6 Cl2 O8 121.7(6) . . ?
O7 Cl2 O8 106.0(5) . . ?
C1 N1 H1 104(3) . . ?
C2 N1 C1 113.6(6) . . ?
C2 N1 H1 106(3) . . ?
C6 N1 C1 115.2(6) . . ?
C6 N1 C2 107.9(6) . . ?
C6 N1 H1 110(3) . . ?
C5 N2 H2 99(3) . . ?
C7 N2 H2 121(3) . . ?
C7 N2 C5 115.9(6) . . ?
N1 C1 H1A 108.8 . . ?
N1 C1 H1B 108.8 . . ?
N1 C1 C7 113.7(6) . . ?
H1A C1 H1B 107.7 . . ?
C7 C1 H1A 108.8 . . ?
C7 C1 H1B 108.8 . . ?
N1 C2 H2A 109.2 . . ?
N1 C2 H2B 109.2 . . ?
N1 C2 C3 112.1(6) . . ?
H2A C2 H2B 107.9 . . ?
C3 C2 H2A 109.2 . . ?
C3 C2 H2B 109.2 . . ?
C2 C3 H3A 109.1 . . ?
C2 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
C5 C3 C2 112.7(6) . . ?
C5 C3 H3A 109.1 . . ?
C5 C3 H3B 109.1 . . ?
H4A C4 H4B 107.5 . . ?
C5 C4 H4A 108.6 . . ?
C5 C4 H4B 108.6 . . ?
C5 C4 C6 114.8(6) . . ?
C6 C4 H4A 108.6 . . ?
C6 C4 H4B 108.6 . . ?
N2 C5 H5 107.9 . . ?
C3 C5 N2 111.4(7) . . ?
C3 C5 H5 107.9 . . ?
C4 C5 N2 111.3(7) . . ?
C4 C5 C3 110.4(6) . . ?
C4 C5 H5 107.9 . . ?
N1 C6 C4 112.5(6) . . ?
N1 C6 H6A 109.1 . . ?
N1 C6 H6B 109.1 . . ?
C4 C6 H6A 109.1 . . ?
C4 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
N2 C7 C1 114.5(6) . . ?
N2 C7 H7A 108.6 . . ?
N2 C7 H7B 108.6 . . ?
C1 C7 H7A 108.6 . . ?
C1 C7 H7B 108.6 . . ?
H7A C7 H7B 107.6 . . ?
C9 N3 C12 109.3(6) . . ?
C10 N3 C9 112.6(6) . . ?
C10 N3 C12 112.2(6) . . ?
C13 N4 C14 115.7(6) . . ?
C13 N4 H4C 100(3) . . ?
C13 N4 H4D 105(4) . . ?
C14 N4 H4C 112(3) . . ?
C14 N4 H4D 112(5) . . ?
H4C N4 H4D 112(5) . . ?
H8A C8 H8B 107.9 . . ?
C9 C8 H8A 109.2 . . ?
C9 C8 H8B 109.2 . . ?
C9 C8 C14 112.1(6) . . ?
C14 C8 H8A 109.2 . . ?
C14 C8 H8B 109.2 . . ?
N3 C9 C8 112.9(6) . . ?
N3 C9 H9A 109.0 . . ?
N3 C9 H9B 109.0 . . ?
C8 C9 H9A 109.0 . . ?
C8 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
N3 C10 H10A 108.3 . . ?
N3 C10 H10B 108.3 . . ?
N3 C10 C13 116.0(6) . . ?
H10A C10 H10B 107.4 . . ?
C13 C10 H10A 108.3 . . ?
C13 C10 H10B 108.3 . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C14 C11 H11A 109.4 . . ?
C14 C11 H11B 109.4 . . ?
C14 C11 C12 111.3(6) . . ?
N3 C12 C11 112.9(7) . . ?
N3 C12 H12A 109.0 . . ?
N3 C12 H12B 109.0 . . ?
C11 C12 H12A 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
N4 C13 C10 116.6(6) . . ?
N4 C13 H13A 108.1 . . ?
N4 C13 H13B 108.1 . . ?
C10 C13 H13A 108.1 . . ?
C10 C13 H13B 108.1 . . ?
H13A C13 H13B 107.3 . . ?
N4 C14 C8 114.2(7) . . ?
N4 C14 C11 110.8(6) . . ?
N4 C14 H14 106.6 . . ?
C8 C14 C11 111.5(7) . . ?
C8 C14 H14 106.6 . . ?
C11 C14 H14 106.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C7 N2 57.1(9) . . . . ?
N1 C2 C3 C5 21.4(10) . . . . ?
C1 N1 C2 C3 62.1(8) . . . . ?
C1 N1 C6 C4 -77.5(9) . . . . ?
C2 N1 C1 C7 -94.8(8) . . . . ?
C2 N1 C6 C4 50.6(8) . . . . ?
C2 C3 C5 N2 -88.4(9) . . . . ?
C2 C3 C5 C4 35.8(10) . . . . ?
C5 N2 C7 C1 -46.5(9) . . . . ?
C5 C4 C6 N1 7.8(10) . . . . ?
C6 N1 C1 C7 30.4(9) . . . . ?
C6 N1 C2 C3 -66.9(8) . . . . ?
C6 C4 C5 N2 72.4(8) . . . . ?
C6 C4 C5 C3 -51.9(9) . . . . ?
C7 N2 C5 C3 80.0(8) . . . . ?
C7 N2 C5 C4 -43.7(9) . . . . ?
N3 C10 C13 N4 -56.7(10) . . . . ?
C9 N3 C10 C13 92.8(8) . . . . ?
C9 N3 C12 C11 -47.8(8) . . . . ?
C9 C8 C14 N4 86.1(9) . . . . ?
C9 C8 C14 C11 -40.5(9) . . . . ?
C10 N3 C9 C8 -60.7(9) . . . . ?
C10 N3 C12 C11 77.8(8) . . . . ?
C12 N3 C9 C8 64.8(9) . . . . ?
C12 N3 C10 C13 -31.0(10) . . . . ?
C12 C11 C14 N4 -72.8(8) . . . . ?
C12 C11 C14 C8 55.6(9) . . . . ?
C13 N4 C14 C8 -78.2(9) . . . . ?
C13 N4 C14 C11 48.8(9) . . . . ?
C14 N4 C13 C10 43.6(10) . . . . ?
C14 C8 C9 N3 -18.6(10) . . . . ?
C14 C11 C12 N3 -10.3(9) . . . . ?

_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_bak5
_database_code_depnum_ccdc_archive 'CCDC 2103709'
loop_
_audit_author_name
_audit_author_address
'Zhenhong Wei'
;Nanchang University
China
;
_audit_update_record             
;
2021-08-17 deposited with the CCDC.	2022-06-28 downloaded from the CCDC.
;
_audit_creation_date             2021-08-10
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'Cl0.29 O24, 2(C16)'
_chemical_formula_sum            'C32 Cl0.29 O24'
_chemical_formula_weight         778.6
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      cubic
_space_group_IT_number           221
_space_group_name_H-M_alt        'P m -3 m'
_space_group_name_Hall           '-P 4 2 3'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, z'
3 '-x, y, -z'
4 'x, -y, -z'
5 'z, x, y'
6 'z, -x, -y'
7 '-z, -x, y'
8 '-z, x, -y'
9 'y, z, x'
10 '-y, z, -x'
11 'y, -z, -x'
12 '-y, -z, x'
13 'y, x, -z'
14 '-y, -x, -z'
15 'y, -x, z'
16 '-y, x, z'
17 'x, z, -y'
18 '-x, z, y'
19 '-x, -z, -y'
20 'x, -z, y'
21 'z, y, -x'
22 'z, -y, x'
23 '-z, y, x'
24 '-z, -y, -x'
25 '-x, -y, -z'
26 'x, y, -z'
27 'x, -y, z'
28 '-x, y, z'
29 '-z, -x, -y'
30 '-z, x, y'
31 'z, x, -y'
32 'z, -x, y'
33 '-y, -z, -x'
34 'y, -z, x'
35 '-y, z, x'
36 'y, z, -x'
37 '-y, -x, z'
38 'y, x, z'
39 '-y, x, -z'
40 'y, -x, -z'
41 '-x, -z, y'
42 'x, -z, -y'
43 'x, z, y'
44 '-x, z, -y'
45 '-z, -y, x'
46 '-z, y, -x'
47 'z, -y, -x'
48 'z, y, x'

_cell_length_a                   6.3959(10)
_cell_length_b                   6.3959(10)
_cell_length_c                   6.3959(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     261.64(12)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4598
_cell_measurement_temperature    438(2)
_cell_measurement_theta_max      27.1500
_cell_measurement_theta_min      2.3740
_exptl_absorpt_coefficient_mu    0.514
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    4.942
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             388.9
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.3041
_diffrn_reflns_av_unetI/netI     0.1690
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            1524
_diffrn_reflns_theta_full        31.41
_diffrn_reflns_theta_max         31.41
_diffrn_reflns_theta_min         3.19
_diffrn_ambient_temperature      438(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.942
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       ?
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                43
_reflns_number_total             119
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.781
_refine_diff_density_min         -1.689
_refine_diff_density_rms         0.603
_refine_ls_extinction_coef       0.00(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   2.523
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     18
_refine_ls_number_reflns         113
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.4057
_refine_ls_R_factor_gt           0.2769
_refine_ls_restrained_S_all      2.523
_refine_ls_shift/su_max          0.530
_refine_ls_shift/su_mean         0.124
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.5924
_refine_ls_wR_factor_ref         0.6276
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Others
 Fixed Sof: Cl1(0.006042) C2(0.166667) O1(0.5) C1(0.5)
 Fixed U12: Cl1(0)
 Fixed U13: Cl1(0)
 Fixed U23: Cl1(0)
 Fixed X: Cl1(0.5)
 Fixed Y: Cl1(0.5)
 Fixed Z: Cl1(0.5)
;
_atom_sites_solution_hydrogens   none
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
Cl1 Cl 0.5000 0.5000 0.5000 0.059(13) Uani 0.29 48 d SP . .
C2 C 0.111(7) 0.111(7) 0.111(7) 0.131(18) Uani 1 6 d S . .
O1 O 0.359(10) 0.404(4) 0.404(4) 0.24(5) Uani 1 2 d S . .
C1 C 0.309(9) 0.009(11) 0.009(11) 0.30(4) Uani 1 2 d S . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl1 0.059(13) 0.059(13) 0.059(13) 0.000 0.000 0.000
C2 0.131(18) 0.131(18) 0.131(18) 0.010(18) 0.010(18) 0.010(18)
O1 0.15(3) 0.28(9) 0.28(9) -0.13(7) 0.038(7) 0.038(7)
C1 0.17(3) 0.36(4) 0.36(4) 0.03(10) -0.15(4) -0.15(4)

_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
Cl1 O1 1.25(5) 33_666 ?
Cl1 O1 1.25(5) 10_656 ?
Cl1 O1 1.25(5) 11_566 ?
Cl1 O1 1.25(5) 29_666 ?
Cl1 O1 1.25(5) 34_565 ?
Cl1 O1 1.25(5) 25_666 ?
Cl1 O1 1.25(5) 6_566 ?
Cl1 O1 1.25(5) . ?
Cl1 O1 1.25(5) 4_566 ?
Cl1 O1 1.25(5) 9 ?
Cl1 O1 1.25(5) 5 ?
Cl1 O1 1.25(5) 7_665 ?
C2 C1 1.56(10) . ?
C2 C1 1.62(4) 30 ?
C2 C1 1.62(4) 26 ?
C2 C1 1.56(10) 9 ?
C2 C1 1.61(4) 27 ?
C2 C1 1.56(10) 5 ?
C2 C1 1.62(4) 34 ?
C2 C1 1.62(4) 35 ?
C2 C1 1.62(4) 31 ?
O1 O1 0.41(10) 9 ?
O1 O1 1.29(4) 31_556 ?
O1 O1 1.23(5) 27_565 ?
O1 O1 0.41(10) 5 ?
O1 O1 1.73(8) 4_566 ?
O1 O1 1.22(5) 26_556 ?
O1 O1 1.29(4) 34_565 ?
C1 C2 1.61(4) 27 ?
C1 C2 1.62(4) 26 ?
C1 C1 0.2(2) 4 ?
C1 C1 2.70(17) 5 ?
C1 C1 2.70(17) 9 ?
C1 C1 2.71(17) 34 ?
C1 C1 0.14(14) 26 ?
C1 C1 2.71(17) 31 ?
C1 C1 0.12(14) 27 ?

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
O1 Cl1 O1 19(4) 33_666 29_666 ?
O1 Cl1 O1 76.0(13) 4_566 34_565 ?
O1 Cl1 O1 88(5) . 4_566 ?
O1 Cl1 O1 19(4) 33_666 25_666 ?
O1 Cl1 O1 103.9(13) 9 7_665 ?
O1 Cl1 O1 19(4) 29_666 25_666 ?
O1 Cl1 O1 117.8(13) 25_666 34_565 ?
O1 Cl1 O1 161(4) 33_666 . ?
O1 Cl1 O1 76.1(13) 33_666 7_665 ?
O1 Cl1 O1 161(4) 29_666 . ?
O1 Cl1 O1 117.8(13) 10_656 7_665 ?
O1 Cl1 O1 180(2) 25_666 . ?
O1 Cl1 O1 104.0(13) 10_656 4_566 ?
O1 Cl1 O1 180.000(6) 33_666 9 ?
O1 Cl1 O1 92(5) 11_566 34_565 ?
O1 Cl1 O1 161(4) 29_666 9 ?
O1 Cl1 O1 88(5) 11_566 10_656 ?
O1 Cl1 O1 161(4) 25_666 9 ?
O1 Cl1 O1 62.2(13) 25_666 7_665 ?
O1 Cl1 O1 19(4) . 9 ?
O1 Cl1 O1 104.0(13) 11_566 7_665 ?
O1 Cl1 O1 161(4) 33_666 5 ?
O1 Cl1 O1 76.0(13) 29_666 4_566 ?
O1 Cl1 O1 180.000(4) 29_666 5 ?
O1 Cl1 O1 19(4) 11_566 4_566 ?
O1 Cl1 O1 161(4) 25_666 5 ?
O1 Cl1 O1 121(3) 33_666 34_565 ?
O1 Cl1 O1 19(4) . 5 ?
O1 Cl1 O1 59(3) 9 34_565 ?
O1 Cl1 O1 19(4) 9 5 ?
O1 Cl1 O1 180.000(4) 10_656 34_565 ?
O1 Cl1 O1 59(3) 33_666 11_566 ?
O1 Cl1 O1 104.0(13) 5 10_656 ?
O1 Cl1 O1 62.2(13) 29_666 11_566 ?
O1 Cl1 O1 103.9(13) 6_566 10_656 ?
O1 Cl1 O1 76.1(13) 25_666 11_566 ?
O1 Cl1 O1 59(3) 29_666 7_665 ?
O1 Cl1 O1 103.9(13) . 11_566 ?
O1 Cl1 O1 117.8(13) . 7_665 ?
O1 Cl1 O1 121(3) 9 11_566 ?
O1 Cl1 O1 121(3) 5 7_665 ?
O1 Cl1 O1 117.8(13) 5 11_566 ?
O1 Cl1 O1 88(5) 6_566 7_665 ?
O1 Cl1 O1 62.2(13) 33_666 6_566 ?
O1 Cl1 O1 76.1(13) 33_666 4_566 ?
O1 Cl1 O1 59(3) 29_666 6_566 ?
O1 Cl1 O1 92(5) 25_666 4_566 ?
O1 Cl1 O1 76.0(13) 25_666 6_566 ?
O1 Cl1 O1 103.9(13) 9 4_566 ?
O1 Cl1 O1 104.0(13) . 6_566 ?
O1 Cl1 O1 19(4) 6_566 4_566 ?
O1 Cl1 O1 117.8(13) 9 6_566 ?
O1 Cl1 O1 103.9(13) 7_665 4_566 ?
O1 Cl1 O1 121(3) 5 6_566 ?
O1 Cl1 O1 104.0(13) 29_666 34_565 ?
O1 Cl1 O1 19(4) 11_566 6_566 ?
O1 Cl1 O1 62.2(13) . 34_565 ?
O1 Cl1 O1 59(3) 33_666 10_656 ?
O1 Cl1 O1 76.0(13) 5 34_565 ?
O1 Cl1 O1 76.0(13) 29_666 10_656 ?
O1 Cl1 O1 76.1(13) 6_566 34_565 ?
O1 Cl1 O1 62.2(13) 25_666 10_656 ?
O1 Cl1 O1 62.2(13) 7_665 34_565 ?
O1 Cl1 O1 117.8(13) . 10_656 ?
O1 Cl1 O1 121(3) 9 10_656 ?
O1 Cl1 O1 104.0(13) 5 4_566 ?
C1 C2 C1 120.06(11) . 9 ?
C1 C2 C1 113(7) 27 34 ?
C1 C2 C1 119.7(6) 30 26 ?
C1 C2 C1 120.06(11) . 5 ?
C1 C2 C1 5(5) . 26 ?
C1 C2 C1 119.85(10) 9 5 ?
C1 C2 C1 5(5) 9 34 ?
C1 C2 C1 123(4) . 35 ?
C1 C2 C1 7(7) 30 31 ?
C1 C2 C1 4(5) 9 35 ?
C1 C2 C1 116(4) 5 26 ?
C1 C2 C1 117(4) 5 35 ?
C1 C2 C1 113(7) 31 26 ?
C1 C2 C1 124(4) . 30 ?
C1 C2 C1 7(7) 35 34 ?
C1 C2 C1 116(4) 9 30 ?
C1 C2 C1 119.7(6) 26 34 ?
C1 C2 C1 5(5) 5 30 ?
C1 C2 C1 119.8(5) 27 31 ?
C1 C2 C1 113(7) 35 30 ?
C1 C2 C1 124(4) 9 26 ?
C1 C2 C1 4(5) . 27 ?
C1 C2 C1 126(7) 35 26 ?
C1 C2 C1 117(4) 9 27 ?
C1 C2 C1 7(7) 27 26 ?
C1 C2 C1 123(4) 5 27 ?
C1 C2 C1 116(4) . 34 ?
C1 C2 C1 119.8(5) 35 27 ?
C1 C2 C1 123(4) 5 34 ?
C1 C2 C1 126(7) 30 27 ?
C1 C2 C1 119.5(6) 30 34 ?
C1 C2 C1 117(4) . 31 ?
C1 C2 C1 126(7) 31 34 ?
C1 C2 C1 123(4) 9 31 ?
C1 C2 C1 119.6(5) 35 31 ?
C1 C2 C1 4(5) 5 31 ?
Cl1 O1 O1 58.9(6) . 31_556 ?
Cl1 O1 O1 58.9(6) . 34_565 ?
Cl1 O1 O1 46(3) . 4_566 ?
O1 O1 Cl1 60.7(15) 26_556 . ?
O1 O1 Cl1 81(2) 9 . ?
O1 O1 Cl1 81(2) 5 . ?
O1 O1 Cl1 60.6(15) 27_565 . ?
O1 O1 O1 90.23(6) 5 26_556 ?
O1 O1 O1 121(4) 9 31_556 ?
O1 O1 O1 59(4) 31_556 4_566 ?
O1 O1 O1 89.77(8) 9 27_565 ?
O1 O1 O1 18(5) 26_556 31_556 ?
O1 O1 O1 103(3) 27_565 31_556 ?
O1 O1 O1 60.000(19) 9 5 ?
O1 O1 O1 112(4) 34_565 31_556 ?
O1 O1 O1 72(5) 5 31_556 ?
O1 O1 O1 120.13(2) 5 4_566 ?
O1 O1 O1 135.159(9) 9 26_556 ?
O1 O1 O1 134.84(11) 5 27_565 ?
O1 O1 O1 90.000(12) 26_556 27_565 ?
O1 O1 O1 119.86(7) 9 4_566 ?
O1 O1 O1 71(5) 9 34_565 ?
O1 O1 O1 45.075(3) 26_556 4_566 ?
O1 O1 O1 121(4) 5 34_565 ?
O1 O1 O1 59(4) 34_565 4_566 ?
O1 O1 O1 103(3) 26_556 34_565 ?
O1 O1 O1 18(5) 27_565 34_565 ?
O1 O1 O1 44.925(4) 27_565 4_566 ?
C2 C1 C2 53(4) . 26 ?
C2 C1 C2 53(4) . 27 ?
C2 C1 C2 77(6) 26 27 ?
C2 C1 C1 31.1(10) 26 31 ?
C2 C1 C1 126(3) . 4 ?
C2 C1 C1 30.9(10) 27 34 ?
C2 C1 C1 33(4) 26 5 ?
C2 C1 C1 33(3) . 34 ?
C2 C1 C1 78(4) 27 5 ?
C2 C1 C1 30.00(5) . 9 ?
C2 C1 C1 79(5) 26 34 ?
C2 C1 C1 79(5) 27 31 ?
C2 C1 C1 32(3) . 31 ?
C2 C1 C1 34(4) 27 9 ?
C2 C1 C1 30.00(5) . 5 ?
C2 C1 C1 78(4) 26 9 ?
C1 C1 C2 113(3) 26 27 ?
C1 C1 C2 61(4) 27 27 ?
C1 C1 C2 114(2) 26 . ?
C1 C1 C2 115(2) 27 . ?
C1 C1 C2 61(4) 26 26 ?
C1 C1 C2 114(3) 27 26 ?
C1 C1 C1 87(3) 27 34 ?
C1 C1 C1 135.10(18) 27 31 ?
C1 C1 C1 65(5) 34 31 ?
C1 C1 C1 134.77(19) 26 34 ?
C1 C1 C1 134.834(13) 26 9 ?
C1 C1 C1 90.23(4) 27 9 ?
C1 C1 C1 3(3) 5 31 ?
C1 C1 C1 120(5) 4 34 ?
C1 C1 C1 87(3) 26 31 ?
C1 C1 C1 135.164(18) 27 5 ?
C1 C1 C1 90.0(3) 27 26 ?
C1 C1 C1 89.767(5) 26 5 ?
C1 C1 C1 62(3) 9 31 ?
C1 C1 C1 3(3) 9 34 ?
C1 C1 C1 60.0 9 5 ?
C1 C1 C1 62(3) 5 34 ?

_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_t_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2128181'
loop_
_audit_author_name
_audit_author_address
'Zhenhong Wei'
;Nanchang University
China
;
_audit_update_record             
;
2021-12-13 deposited with the CCDC.	2022-06-28 downloaded from the CCDC.
;
_audit_creation_date             2021-12-13
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'O4 Re, 2(C7)'
_chemical_formula_sum            'C14 O4 Re'
_chemical_formula_weight         418.35
_chemical_absolute_configuration unk
_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'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           111
_space_group_name_H-M_alt        'P -4 2 m'
_space_group_name_Hall           'P -4 2'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, z'
3 'y, -x, -z'
4 '-y, x, -z'
5 '-x, y, -z'
6 'x, -y, -z'
7 '-y, -x, z'
8 'y, x, z'

_cell_length_a                   6.8907(5)
_cell_length_b                   6.8907(5)
_cell_length_c                   5.8523(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     277.88(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2659
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      2.80
_exptl_absorpt_coefficient_mu    10.937
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4204
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2014/3 (Bruker,2014/3) was used for absorption correction.
wR2(int) was 0.1239 before and 0.0377 after correction.
The Ratio of minimum to maximum transmission is 0.5638.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.5
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             191
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            1655
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.96
_diffrn_ambient_temperature      413(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                212
_reflns_number_total             314
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.512
_refine_diff_density_rms         0.126
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.5(3)
_refine_ls_extinction_coef       0.004(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.325
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     16
_refine_ls_number_reflns         314
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0417
_refine_ls_restrained_S_all      1.325
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0497P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1025
_refine_ls_wR_factor_ref         0.1081
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Others
 Fixed Sof: Re1(0.125) C2(0.25) O2(0.25) O1(0.25) C3(0.5)
 Fixed U12: Re1(0)
 Fixed U13: Re1(0)
 Fixed U23: Re1(0)
 Fixed X: Re1(0.5) C2(0) O2(0.5) O1(0.5) C3(0)
 Fixed Y: Re1(0.5) C2(0) O2(0.5)
 Fixed Z: Re1(0) O1(0) C3(0.5)
;
_atom_sites_solution_hydrogens   none
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
Re1 Re 0.5000 0.5000 0.0000 0.1482(8) Uani 1 8 d S . .
C2 C 0.0000 0.0000 0.250(5) 0.179(8) Uiso 1 4 d S . .
C1 C -0.053(6) 0.183(4) 0.307(4) 0.263(13) Uiso 1 1 d . . .
O2 O 0.5000 0.5000 0.234(14) 0.40(3) Uiso 1 4 d S . .
O1 O 0.5000 0.258(9) 0.0000 0.285(18) Uiso 0.50 2 d SP . .
C3 C 0.0000 0.289(13) 0.5000 0.44(4) Uiso 1 2 d S . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Re1 0.1433(8) 0.1433(8) 0.1581(12) 0.000 0.000 0.000

_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
Re1 O2 1.37(8) . ?
Re1 O2 1.37(8) 3_565 ?
Re1 O1 1.67(6) 4_655 ?
Re1 O1 1.67(6) . ?
Re1 O1 1.67(6) 3_565 ?
Re1 O1 1.67(6) 2_665 ?
C2 C1 1.36(3) . ?
C2 C1 1.36(3) 7 ?
C2 C1 1.36(3) 8 ?
C2 C1 1.36(3) 2 ?
C1 C1 1.27(7) 7 ?
C1 C3 1.39(5) . ?
C3 C1 1.39(5) 5_556 ?

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 Re1 O2 179.999(3) . 3_565 ?
O2 Re1 O1 90.0 3_565 . ?
O2 Re1 O1 90.000(8) . 4_655 ?
O2 Re1 O1 90.000(8) . 3_565 ?
O2 Re1 O1 90.0 3_565 2_665 ?
O2 Re1 O1 90.001(8) 3_565 3_565 ?
O2 Re1 O1 89.999(8) 3_565 4_655 ?
O2 Re1 O1 90.0 . . ?
O2 Re1 O1 90.0 . 2_665 ?
O1 Re1 O1 179.999(7) . 2_665 ?
O1 Re1 O1 90.001(5) 3_565 2_665 ?
O1 Re1 O1 90.0 . 4_655 ?
O1 Re1 O1 89.999(9) 2_665 4_655 ?
O1 Re1 O1 90.000(5) 3_565 . ?
O1 Re1 O1 180.0 3_565 4_655 ?
C1 C2 C1 151(4) 2 . ?
C1 C2 C1 151(4) 8 7 ?
C1 C2 C1 116(3) 2 7 ?
C1 C2 C1 56(3) 2 8 ?
C1 C2 C1 116(3) . 8 ?
C1 C2 C1 56(3) . 7 ?
C1 C1 C2 62.1(16) 7 . ?
C1 C1 C3 124(2) 7 . ?
C3 C1 C2 128(4) . . ?
C1 C3 C1 117(7) 5_556 . ?

_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_t_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2128180'
loop_
_audit_author_name
_audit_author_address
'Zhenhong Wei'
;Nanchang University
China
;
_audit_update_record             
;
2021-12-13 deposited with the CCDC.	2022-06-28 downloaded from the CCDC.
;
_audit_creation_date             2021-12-13
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C14 H30 N4, 2(O4 Re)'
_chemical_formula_sum            'C14 H30 N4 O8 Re2'
_chemical_formula_weight         754.84
_chemical_absolute_configuration ?
_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'
Re Re -1.0185 7.2310 '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      orthorhombic
_space_group_IT_number           41
_space_group_name_H-M_alt        'A b a 2'
_space_group_name_Hall           'A 2 -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, z+1/2'

_cell_length_a                   13.725(2)
_cell_length_b                   13.750(2)
_cell_length_c                   10.9708(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2070.4(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2659
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      2.80
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    11.731
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4204
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2014/3 (Bruker,2014/3) was used for absorption correction.
wR2(int) was 0.1239 before and 0.0377 after correction.
The Ratio of minimum to maximum transmission is 0.5638.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.422
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5922
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.561
_diffrn_reflns_theta_min         2.801
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.899
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                1921
_reflns_number_total             2395
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.303
_refine_diff_density_min         -1.001
_refine_diff_density_rms         0.187
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_refine_ls_extinction_coef       0.00016(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.139
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         2194
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0298
_refine_ls_restrained_S_all      1.139
_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)+(0.0088P)²+35.7523P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0666
_refine_ls_wR_factor_ref         0.0715
_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C1(H1)
1.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C4(H4A,H4B), C2(H2A,H2B), C3(H3A,H3B), C7(H7A,H7B), C5(H5A,H5B),
 N2(H2C,H2D)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Re1 Re 0.23681(3) 0.03398(3) 0.04345(11) 0.03004(17) Uani 1 1 d . . . . .
O3 O 0.1180(7) 0.0327(8) -0.0040(11) 0.060(4) Uani 1 1 d . . . . .
O2 O 0.3130(10) 0.0530(12) -0.0731(13) 0.073(4) Uani 1 1 d . . . . .
O1 O 0.2512(8) 0.1278(10) 0.1490(12) 0.060(3) Uani 1 1 d . . . . .
O4 O 0.2672(11) -0.0721(11) 0.1134(15) 0.088(5) Uani 1 1 d . . . . .
N1 N 0.4701(8) 0.2640(10) 0.4400(11) 0.035(3) Uani 1 1 d . . . . .
C1 C 0.4831(10) 0.3540(10) 0.2193(12) 0.029(3) Uani 1 1 d . . . . .
H1 H 0.473561 0.395894 0.148007 0.034 Uiso 1 1 calc R U . . .
C6 C 0.5604(13) 0.1881(11) 0.2612(11) 0.038(4) Uani 1 1 d . . . . .
H6A H 0.616531 0.147363 0.244243 0.045 Uiso 1 1 calc R U . . .
H6B H 0.502629 0.153198 0.235024 0.045 Uiso 1 1 calc R U . . .
C4 C 0.4973(10) 0.3716(10) 0.4526(12) 0.032(3) Uani 1 1 d . . . . .
H4A H 0.444393 0.405897 0.492408 0.038 Uiso 1 1 calc R U . . .
H4B H 0.554580 0.377252 0.503927 0.038 Uiso 1 1 calc R U . . .
C2 C 0.3908(10) 0.3093(11) 0.2495(15) 0.036(3) Uani 1 1 d . . . . .
H2A H 0.374989 0.263031 0.185738 0.043 Uiso 1 1 calc R U . . .
H2B H 0.341075 0.359461 0.247904 0.043 Uiso 1 1 calc R U . . .
C3 C 0.3839(12) 0.2573(12) 0.3703(15) 0.038(4) Uani 1 1 d . . . . .
H3A H 0.330445 0.284723 0.416773 0.046 Uiso 1 1 calc R U . . .
H3B H 0.369365 0.189292 0.355724 0.046 Uiso 1 1 calc R U . . .
C7 C 0.5542(11) 0.2071(10) 0.4005(14) 0.035(3) Uani 1 1 d . . . . .
H7A H 0.552858 0.144961 0.442200 0.042 Uiso 1 1 calc R U . . .
H7B H 0.612915 0.240775 0.425787 0.042 Uiso 1 1 calc R U . . .
C5 C 0.5181(11) 0.4196(10) 0.3296(14) 0.038(3) Uani 1 1 d . . . . .
H5A H 0.587470 0.431498 0.322226 0.046 Uiso 1 1 calc R U . . .
H5B H 0.484972 0.481892 0.326075 0.046 Uiso 1 1 calc R U . . .
N2 N 0.5688(11) 0.2801(9) 0.1905(13) 0.038(3) Uani 1 1 d . . . . .
H2C H 0.568421 0.266263 0.111273 0.046 Uiso 1 1 calc R U . . .
H2D H 0.625500 0.308266 0.207825 0.046 Uiso 1 1 calc R U . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Re1 0.0223(2) 0.0310(2) 0.0368(3) -0.0003(7) 0.0010(12) 0.00555(16)
O3 0.028(5) 0.047(6) 0.105(13) -0.003(6) -0.019(5) 0.001(4)
O2 0.055(8) 0.112(13) 0.053(8) -0.002(8) 0.003(6) 0.010(8)
O1 0.034(6) 0.078(9) 0.067(8) -0.031(7) -0.015(6) 0.004(6)
O4 0.090(11) 0.063(9) 0.111(12) 0.035(8) 0.008(9) 0.039(8)
N1 0.022(6) 0.051(8) 0.032(7) 0.017(6) 0.016(5) 0.016(6)
C1 0.032(7) 0.032(7) 0.023(7) 0.009(6) 0.006(5) 0.012(6)
C6 0.062(10) 0.035(8) 0.017(8) 0.002(6) -0.006(7) 0.015(7)
C4 0.033(7) 0.034(7) 0.029(8) -0.004(6) -0.001(6) -0.004(6)
C2 0.030(7) 0.032(8) 0.045(10) -0.003(7) 0.005(7) -0.004(6)
C3 0.030(8) 0.038(9) 0.046(10) 0.016(8) -0.004(7) -0.004(7)
C7 0.041(8) 0.019(7) 0.045(9) 0.011(7) -0.007(7) 0.001(6)
C5 0.037(8) 0.034(8) 0.044(9) -0.002(7) 0.007(7) 0.000(6)
N2 0.049(8) 0.032(7) 0.033(8) -0.008(6) 0.006(6) -0.020(7)

_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
Re1 O3 1.713(10) . ?
Re1 O2 1.672(14) . ?
Re1 O1 1.745(12) . ?
Re1 O4 1.700(13) . ?
N1 C4 1.533(19) . ?
N1 C3 1.411(19) . ?
N1 C7 1.460(19) . ?
C1 H1 0.9800 . ?
C1 C2 1.447(18) . ?
C1 C5 1.58(2) . ?
C1 N2 1.587(19) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.55(2) . ?
C6 N2 1.488(18) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.53(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.51(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
N2 H2C 0.8900 . ?
N2 H2D 0.8900 . ?

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
O3 Re1 O1 108.5(5) . . ?
O2 Re1 O3 111.4(6) . . ?
O2 Re1 O1 108.7(7) . . ?
O2 Re1 O4 109.0(8) . . ?
O4 Re1 O3 111.2(7) . . ?
O4 Re1 O1 107.9(8) . . ?
C3 N1 C4 108.4(12) . . ?
C3 N1 C7 117.9(15) . . ?
C7 N1 C4 110.5(11) . . ?
C2 C1 H1 108.4 . . ?
C2 C1 C5 109.4(12) . . ?
C2 C1 N2 115.0(12) . . ?
C5 C1 H1 108.4 . . ?
C5 C1 N2 107.0(11) . . ?
N2 C1 H1 108.4 . . ?
H6A C6 H6B 107.9 . . ?
C7 C6 H6A 109.2 . . ?
C7 C6 H6B 109.2 . . ?
N2 C6 H6A 109.2 . . ?
N2 C6 H6B 109.2 . . ?
N2 C6 C7 111.9(12) . . ?
N1 C4 H4A 109.1 . . ?
N1 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
C5 C4 N1 112.5(11) . . ?
C5 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
C1 C2 H2A 108.0 . . ?
C1 C2 H2B 108.0 . . ?
C1 C2 C3 117.2(13) . . ?
H2A C2 H2B 107.2 . . ?
C3 C2 H2A 108.0 . . ?
C3 C2 H2B 108.0 . . ?
N1 C3 C2 113.2(13) . . ?
N1 C3 H3A 108.9 . . ?
N1 C3 H3B 108.9 . . ?
C2 C3 H3A 108.9 . . ?
C2 C3 H3B 108.9 . . ?
H3A C3 H3B 107.8 . . ?
N1 C7 C6 115.2(12) . . ?
N1 C7 H7A 108.5 . . ?
N1 C7 H7B 108.5 . . ?
C6 C7 H7A 108.5 . . ?
C6 C7 H7B 108.5 . . ?
H7A C7 H7B 107.5 . . ?
C1 C5 H5A 109.2 . . ?
C1 C5 H5B 109.2 . . ?
C4 C5 C1 111.8(11) . . ?
C4 C5 H5A 109.2 . . ?
C4 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C1 N2 H2C 109.1 . . ?
C1 N2 H2D 109.1 . . ?
C6 N2 C1 112.6(11) . . ?
C6 N2 H2C 109.1 . . ?
C6 N2 H2D 109.1 . . ?
H2C N2 H2D 107.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C4 C5 C1 13.1(16) . . . . ?
C1 C2 C3 N1 3(2) . . . . ?
C4 N1 C3 C2 53.6(17) . . . . ?
C4 N1 C7 C6 -96.0(15) . . . . ?
C2 C1 C5 C4 39.8(16) . . . . ?
C2 C1 N2 C6 -31.9(18) . . . . ?
C3 N1 C4 C5 -61.8(15) . . . . ?
C3 N1 C7 C6 29.4(19) . . . . ?
C7 N1 C4 C5 68.8(15) . . . . ?
C7 N1 C3 C2 -72.8(18) . . . . ?
C7 C6 N2 C1 -55.3(18) . . . . ?
C5 C1 C2 C3 -50.4(17) . . . . ?
C5 C1 N2 C6 89.8(14) . . . . ?
N2 C1 C2 C3 70.0(17) . . . . ?
N2 C1 C5 C4 -85.4(14) . . . . ?
N2 C6 C7 N1 61.7(19) . . . . ?

_shelx_res_file                  
;
TITL t in Aba2
    t.res
    created by SHELXL-2017/1 at 11:20:39 on 28-Sep-2021
CELL 0.71073 13.7254 13.7497 10.9708 90 90 90
ZERR 22 0.0021 0.0021 0.0017 0 0 0
LATT -5
SYMM -X,-Y,+Z
SYMM 0.5+X,0.5-Y,+Z
SYMM 0.5-X,0.5+Y,+Z
SFAC C H N O Re
UNIT 22 22 22 22 22

L.S. 4
PLAN  1
TEMP 23
CONF
BOND $h
fmap 2
acta
MORE -1
TWIN -1 0 0 0 -1 0 0 0 -1 2
REM <olex2.extras>
REM <HklSrc "%.\\t.hkl">
REM </olex2.extras>

WGHT    0.008800   35.752300
EXTI    0.000162
FVAR       0.05027
RE1   5    0.236806    0.033984    0.043450    11.00000    0.02230    0.03105 =
         0.03678   -0.00033    0.00103    0.00555
O3    4    0.117952    0.032660   -0.004026    11.00000    0.02825    0.04669 =
         0.10547   -0.00338   -0.01923    0.00078
O2    4    0.312996    0.052991   -0.073073    11.00000    0.05512    0.11178 =
         0.05295   -0.00232    0.00271    0.00993
O1    4    0.251169    0.127828    0.148951    11.00000    0.03354    0.07844 =
         0.06710   -0.03075   -0.01503    0.00416
O4    4    0.267220   -0.072057    0.113429    11.00000    0.09028    0.06297 =
         0.11142    0.03516    0.00800    0.03909
N1    3    0.470085    0.263974    0.439958    11.00000    0.02160    0.05145 =
         0.03161    0.01700    0.01579    0.01618
C1    1    0.483053    0.354034    0.219323    11.00000    0.03156    0.03196 =
         0.02253    0.00911    0.00581    0.01164
AFIX  13
H1    2    0.473561    0.395894    0.148007    11.00000   -1.20000
AFIX   0
C6    1    0.560409    0.188059    0.261160    11.00000    0.06165    0.03457 =
         0.01711    0.00199   -0.00558    0.01497
AFIX  23
H6A   2    0.616531    0.147363    0.244243    11.00000   -1.20000
H6B   2    0.502629    0.153198    0.235024    11.00000   -1.20000
AFIX   0
C4    1    0.497326    0.371618    0.452579    11.00000    0.03260    0.03411 =
         0.02916   -0.00425   -0.00130   -0.00373
AFIX  23
H4A   2    0.444393    0.405897    0.492408    11.00000   -1.20000
H4B   2    0.554580    0.377252    0.503927    11.00000   -1.20000
AFIX   0
C2    1    0.390752    0.309300    0.249502    11.00000    0.03032    0.03218 =
         0.04471   -0.00295    0.00543   -0.00412
AFIX  23
H2A   2    0.374989    0.263031    0.185738    11.00000   -1.20000
H2B   2    0.341075    0.359461    0.247904    11.00000   -1.20000
AFIX   0
C3    1    0.383945    0.257333    0.370308    11.00000    0.02965    0.03790 =
         0.04646    0.01636   -0.00424   -0.00447
AFIX  23
H3A   2    0.330445    0.284723    0.416773    11.00000   -1.20000
H3B   2    0.369365    0.189292    0.355724    11.00000   -1.20000
AFIX   0
C7    1    0.554187    0.207136    0.400456    11.00000    0.04125    0.01901 =
         0.04497    0.01100   -0.00682    0.00090
AFIX  23
H7A   2    0.552858    0.144961    0.442200    11.00000   -1.20000
H7B   2    0.612915    0.240775    0.425787    11.00000   -1.20000
AFIX   0
C5    1    0.518060    0.419619    0.329645    11.00000    0.03660    0.03372 =
         0.04443   -0.00208    0.00657    0.00033
AFIX  23
H5A   2    0.587470    0.431498    0.322226    11.00000   -1.20000
H5B   2    0.484972    0.481892    0.326075    11.00000   -1.20000
AFIX   0
N2    3    0.568792    0.280072    0.190528    11.00000    0.04936    0.03220 =
         0.03313   -0.00830    0.00552   -0.02038
AFIX  23
H2C   2    0.568421    0.266263    0.111273    11.00000   -1.20000
H2D   2    0.625500    0.308266    0.207825    11.00000   -1.20000
AFIX   0
HKLF 4




REM  t in Aba2
REM R1 =  0.0298 for    1921 Fo > 4sig(Fo)  and  0.0378 for all    2194 data
REM    128 parameters refined using      1 restraints

END

WGHT      0.0089     35.7375

REM Highest difference peak  1.303,  deepest hole -1.001,  1-sigma level  0.187
Q1    1   0.2929  0.0334  0.0430  11.00000  0.05    1.30
;
_shelx_res_checksum              59148
_olex2_submission_special_instructions 'No special instructions were received'
