# Supplementary Information (SI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

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

data_whj7_auto
_database_code_depnum_ccdc_archive 'CCDC 2359935'
loop_
_audit_author_name
_audit_author_address
'Guojun Zhou'
;Shanxi Normal University
China
;
_audit_update_record             
;
2024-06-02 deposited with the CCDC.	2024-09-11 downloaded from the CCDC.
;
_audit_creation_date             2024-03-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl4 H2 Mn O, C5 H14 N2'
_chemical_formula_sum            'C5 H16 Cl4 Mn N2 O'
_chemical_formula_weight         316.94
_chemical_absolute_configuration rm
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N Mn Cl'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.30990(10)
_cell_length_b                   6.76790(10)
_cell_length_c                   9.68630(10)
_cell_angle_alpha                90
_cell_angle_beta                 97.6200(10)
_cell_angle_gamma                90
_cell_volume                     604.929(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8894
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      76.0160
_cell_measurement_theta_min      4.6210
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    16.752
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46098
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.108a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear pinkish pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.740
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             322
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10652
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.074
_diffrn_reflns_theta_min         4.606
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.00  14.00   0.50    0.50    --    0.00 -65.00 129.00   58
  2  ω     80.00 105.00   0.50    0.60    --  101.00 -65.00 129.00   50
  3  ω     75.00 128.00   0.50    0.60    --  101.00  65.00 -94.00  106
  4  ω     14.00  75.00   0.50    0.60    --  101.00 -65.00 129.00  122
  5  ω     56.00  81.00   0.50    0.50    --    0.00  19.00 120.00   50
  6  ω    -28.00  26.00   0.50    0.50    --    0.00  19.00 -60.00  108
  7  ω     33.00  83.00   0.50    0.50    --    0.00  19.00 -60.00  100
  8  ω    -28.00  48.00   0.50    0.50    --    0.00  19.00 120.00  152
  9  ω     43.00  88.00   0.50    0.50    --    0.00  37.00 150.00   90
 10  ω    -30.00  28.00   0.50    0.50    --    0.00  82.00 -30.00  116
 11  ω    -16.00  43.00   0.50    0.50    --    0.00  37.00-120.00  118
 12  ω     50.00  79.00   0.50    0.50    --    0.00  65.00 -94.00   58
 13  ω    -33.00  38.00   0.50    0.50    --    0.00  82.00 150.00  142
 14  ω     77.00 113.00   0.50    0.60    --  101.00  57.00 150.00   72
 15  ω    164.00 190.00   0.50    0.60    --  101.00  57.00   0.00   52
 16  ω     77.00 103.00   0.50    0.60    --  101.00  57.00   0.00   52
 17  ω     74.00 100.00   0.50    0.60    --  101.00  65.00-113.19   52
 18  ω     78.00 103.00   0.50    0.60    --  101.00  57.00 -30.00   50
 19  ω    125.00 151.00   0.50    0.60    --  101.00  59.00-136.21   52
 20  ω     12.00 129.00   0.50    0.60    --  101.00 -82.00 -60.00  234
 21  ω     74.00 100.00   0.50    0.60    --  101.00  67.00  89.36   52
 22  ω     80.00 145.00   0.50    0.60    --  101.00  47.00  95.28  130
 23  ω    136.00 189.00   0.50    0.60    --  101.00  71.00 153.50  106
 24  ω     13.00 133.00   0.50    0.60    --  101.00 -82.00 120.00  240
 25  ω     80.00 124.00   0.50    0.60    --  101.00  58.00   9.33   88
 26  ω     12.00 119.00   0.50    0.60    --  101.00 -77.00-150.00  214
 27  ω     76.00 103.00   0.50    0.60    --  101.00  59.00-136.21   54
 28  ω     73.00 103.00   0.50    0.60    --  101.00  71.00 153.50   60
 29  ω     74.00 100.00   0.50    0.60    --  101.00  67.00  34.07   52
 30  ω     79.00 104.00   0.50    0.60    --  101.00  49.00-155.20   50
 31  ω     79.00 104.00   0.50    0.60    --  101.00  57.00-150.00   50
 32  ω     80.00 174.00   0.50    0.60    --  101.00  34.00 -10.33  188
 33  ω     76.00 112.00   0.50    0.60    --  101.00  77.00  30.00   72
 34  ω     79.00 105.00   0.50    0.60    --  101.00  58.00  18.34   52
 35  ω     78.00 173.00   0.50    0.60    --  101.00  60.00  30.08  190
 36  ω     80.00 111.00   0.50    0.60    --  101.00  37.00 -30.00   62
 37  ω     91.00 130.00   0.50    0.60    --  101.00 -82.00 -30.00   78
 38  ω     78.00 104.00   0.50    0.60    --  101.00  67.00-107.95   52
 39  ω     76.00 102.00   0.50    0.60    --  101.00  77.00-150.00   52
 40  ω    130.00 183.00   0.50    0.60    --  101.00  77.00-150.00  106
 41  ω     17.00  72.00   0.50    0.60    --  101.00 -82.00 -30.00  110
 42  ω    144.00 169.00   0.50    0.60    --  101.00  57.00 150.00   50
 43  ω     80.00 129.00   0.50    0.60    --  101.00  37.00  90.00   98
 44  ω     86.00 186.00   0.50    0.60    --  101.00  37.00-180.00  200
 45  ω     81.00 106.00   0.50    0.60    --  101.00  37.00-150.00   50
 46  ω     81.00 107.00   0.50    0.60    --  101.00  37.00 -90.00   52
 47  ω     76.00 107.00   0.50    0.60    --  101.00  77.00 -90.00   62
 48  ω     77.00 141.00   0.50    0.60    --  101.00  57.00 120.00  128
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0628960000
_diffrn_orient_matrix_UB_12      0.1495703000
_diffrn_orient_matrix_UB_13      -0.1117840000
_diffrn_orient_matrix_UB_21      0.1539142000
_diffrn_orient_matrix_UB_22      0.0445553000
_diffrn_orient_matrix_UB_23      -0.0335971000
_diffrn_orient_matrix_UB_31      -0.0154028000
_diffrn_orient_matrix_UB_32      -0.1657152000
_diffrn_orient_matrix_UB_33      -0.1100587000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.815
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.961
_reflns_number_gt                2439
_reflns_number_total             2472
_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       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 
;
 Flack x determined using 1072 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.004(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         2472
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0237
_refine_ls_R_factor_gt           0.0234
_refine_ls_restrained_S_all      1.107
_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)+(0.0421P)²+0.1127P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0632
_refine_ls_wR_factor_ref         0.0633
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Rotating group:
 O1(H1F,H1G)
1.b Ternary CH refined with riding coordinates:
 C2(H2)
1.c Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), C3(H3A,H3B), C1(H1D,H1E), C4(H4A,H4B), C5(H5A,H5B)
1.d Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C)
;
_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
Mn1 Mn 0.46824(5) 0.35979(7) 0.31214(5) 0.02247(13) Uani 1 1 d . . . . .
Cl2 Cl 0.47280(8) 0.17801(10) 0.54410(7) 0.02706(17) Uani 1 1 d . . . . .
Cl4 Cl 0.20120(8) 0.41115(12) 0.31729(8) 0.02997(18) Uani 1 1 d . . . . .
Cl3 Cl 0.42044(8) 0.06287(12) 0.15384(8) 0.03117(19) Uani 1 1 d . . . . .
Cl1 Cl 0.74349(8) 0.33041(12) 0.31253(8) 0.03071(17) Uani 1 1 d . . . . .
O1 O 0.4506(3) 0.5667(4) 0.1336(2) 0.0349(5) Uani 1 1 d . . . . .
H1F H 0.422275 0.687389 0.131486 0.052 Uiso 1 1 d R U . . .
H1G H 0.470421 0.544087 0.051105 0.052 Uiso 1 1 d R U . . .
N1 N -0.2023(3) 0.3772(4) 0.6444(3) 0.0307(6) Uani 1 1 d . . . . .
H1A H -0.265280 0.452552 0.681758 0.037 Uiso 1 1 calc R U . . .
H1B H -0.218412 0.250776 0.662365 0.037 Uiso 1 1 calc R U . . .
H1C H -0.212823 0.395907 0.552616 0.037 Uiso 1 1 calc R U . . .
N2 N 0.2047(3) 0.3615(5) 0.6940(3) 0.0321(6) Uani 1 1 d . . . . .
H2A H 0.221794 0.488975 0.680413 0.039 Uiso 1 1 calc R U . . .
H2B H 0.266731 0.291503 0.651356 0.039 Uiso 1 1 calc R U . . .
C2 C -0.0516(3) 0.4315(5) 0.7053(3) 0.0240(6) Uani 1 1 d . . . . .
H2 H -0.036462 0.572570 0.689617 0.029 Uiso 1 1 calc R U . . .
C3 C -0.0310(3) 0.3915(6) 0.8609(3) 0.0341(8) Uani 1 1 d . . . . .
H3A H -0.053502 0.254449 0.877986 0.041 Uiso 1 1 calc R U . . .
H3B H -0.096221 0.474170 0.905802 0.041 Uiso 1 1 calc R U . . .
C1 C 0.0537(3) 0.3133(5) 0.6315(3) 0.0280(6) Uani 1 1 d . . . . .
H1D H 0.035828 0.173110 0.641273 0.034 Uiso 1 1 calc R U . . .
H1E H 0.040564 0.345377 0.533059 0.034 Uiso 1 1 calc R U . . .
C4 C 0.1251(4) 0.4355(6) 0.9211(3) 0.0357(8) Uani 1 1 d . . . . .
H4A H 0.144215 0.575384 0.911715 0.043 Uiso 1 1 calc R U . . .
H4B H 0.139521 0.403015 1.019462 0.043 Uiso 1 1 calc R U . . .
C5 C 0.2297(4) 0.3180(6) 0.8473(4) 0.0375(8) Uani 1 1 d . . . . .
H5A H 0.328466 0.352179 0.884596 0.045 Uiso 1 1 calc R U . . .
H5B H 0.216188 0.177971 0.862598 0.045 Uiso 1 1 calc R U . . .


_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
Mn1 Cl2 2.5570(8) . ?
Mn1 Cl2 2.5838(8) 2_656 ?
Mn1 Cl4 2.5174(8) . ?
Mn1 Cl3 2.5311(9) . ?
Mn1 Cl1 2.5697(8) . ?
Mn1 O1 2.214(2) . ?
O1 H1F 0.8580 . ?
O1 H1G 0.8576 . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C2 1.493(4) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 C1 1.491(4) . ?
N2 C5 1.501(5) . ?
C2 H2 0.9800 . ?
C2 C3 1.518(4) . ?
C2 C1 1.516(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.522(5) . ?
C1 H1D 0.9700 . ?
C1 H1E 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.509(5) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?

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
Cl2 Mn1 Cl2 87.128(16) . 2_656 ?
Cl2 Mn1 Cl1 93.50(3) . . ?
Cl4 Mn1 Cl2 87.16(3) . . ?
Cl4 Mn1 Cl2 90.80(3) . 2_656 ?
Cl4 Mn1 Cl3 91.54(3) . . ?
Cl4 Mn1 Cl1 176.30(4) . . ?
Cl3 Mn1 Cl2 174.86(3) . 2_656 ?
Cl3 Mn1 Cl2 97.55(3) . . ?
Cl3 Mn1 Cl1 91.98(3) . . ?
Cl1 Mn1 Cl2 85.60(3) . 2_656 ?
O1 Mn1 Cl2 83.24(7) . 2_656 ?
O1 Mn1 Cl2 168.93(7) . . ?
O1 Mn1 Cl4 87.53(7) . . ?
O1 Mn1 Cl3 92.29(7) . . ?
O1 Mn1 Cl1 91.19(7) . . ?
Mn1 Cl2 Mn1 148.45(3) . 2_646 ?
Mn1 O1 H1F 127.7 . . ?
Mn1 O1 H1G 127.8 . . ?
H1F O1 H1G 104.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
H2A N2 H2B 107.9 . . ?
C1 N2 H2A 109.2 . . ?
C1 N2 H2B 109.2 . . ?
C1 N2 C5 111.9(2) . . ?
C5 N2 H2A 109.2 . . ?
C5 N2 H2B 109.2 . . ?
N1 C2 H2 109.0 . . ?
N1 C2 C3 109.7(3) . . ?
N1 C2 C1 108.4(2) . . ?
C3 C2 H2 109.0 . . ?
C1 C2 H2 109.0 . . ?
C1 C2 C3 111.7(3) . . ?
C2 C3 H3A 109.8 . . ?
C2 C3 H3B 109.8 . . ?
C2 C3 C4 109.5(3) . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 H3A 109.8 . . ?
C4 C3 H3B 109.8 . . ?
N2 C1 C2 109.1(2) . . ?
N2 C1 H1D 109.9 . . ?
N2 C1 H1E 109.9 . . ?
C2 C1 H1D 109.9 . . ?
C2 C1 H1E 109.9 . . ?
H1D C1 H1E 108.3 . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C5 C4 C3 111.1(3) . . ?
C5 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
N2 C5 C4 109.9(3) . . ?
N2 C5 H5A 109.7 . . ?
N2 C5 H5B 109.7 . . ?
C4 C5 H5A 109.7 . . ?
C4 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?

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 C2 C3 C4 176.7(3) . . . . ?
N1 C2 C1 N2 -178.4(2) . . . . ?
C2 C3 C4 C5 -56.0(4) . . . . ?
C3 C2 C1 N2 -57.4(4) . . . . ?
C3 C4 C5 N2 57.0(4) . . . . ?
C1 N2 C5 C4 -58.8(4) . . . . ?
C1 C2 C3 C4 56.4(4) . . . . ?
C5 N2 C1 C2 58.4(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.351
_oxdiff_exptl_absorpt_empirical_full_min 0.648
####################################################################### 
# 
# 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_whj5_auto
_database_code_depnum_ccdc_archive 'CCDC 2359937'
loop_
_audit_author_name
_audit_author_address
'Guojun Zhou'
;Shanxi Normal University
China
;
_audit_update_record             
;
2024-06-02 deposited with the CCDC.	2024-09-11 downloaded from the CCDC.
;
_audit_creation_date             2024-03-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl4 H2 Mn O, C5 H14 N2'
_chemical_formula_sum            'C5 H16 Cl4 Mn N2 O'
_chemical_formula_weight         316.94
_chemical_absolute_configuration rm
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N Mn Cl'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.31370(10)
_cell_length_b                   6.76590(10)
_cell_length_c                   9.68740(10)
_cell_angle_alpha                90
_cell_angle_beta                 97.6310(10)
_cell_angle_gamma                90
_cell_volume                     605.051(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9525
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      75.9880
_cell_measurement_theta_min      6.2010
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    16.749
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.17555
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.108a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear pinkish pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.740
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             322
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10009
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.352
_diffrn_reflns_theta_min         6.194
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     38.00  64.00   0.50    0.50    --    0.00  58.00  -9.00   52
  2  ω    -25.00  22.00   0.50    0.50    --    0.00  58.00  -9.00   94
  3  ω     38.00 118.00   0.50    0.50    --  101.00 -58.00-149.00  160
  4  ω     76.00 102.00   0.50    0.50    --  101.00  58.00  -9.00   52
  5  ω    -41.00  27.00   0.50    0.50    --    0.00 -19.00   0.00  136
  6  ω    -39.00  20.00   0.50    0.50    --    0.00 -37.00-150.00  118
  7  ω    -19.00  31.00   0.50    0.50    --    0.00  37.00 120.00  100
  8  ω    -27.00  27.00   0.50    0.50    --    0.00 -19.00 150.00  108
  9  ω    -33.00  13.00   0.50    0.50    --    0.00  82.00-150.00   92
 10  ω     43.00  84.00   0.50    0.50    --    0.00  37.00 120.00   82
 11  ω    -17.00  13.00   0.50    0.50    --    0.00  77.00-120.00   60
 12  ω    -20.00  14.00   0.50    0.50    --    0.00  57.00 -90.00   68
 13  ω    -89.00 -47.00   0.50    0.50    --    0.00 -19.00   0.00   84
 14  ω    -69.00 -43.00   0.50    0.50    --    0.00 -19.00 150.00   52
 15  ω    -56.00 -31.00   0.50    0.50    --    0.00 -58.00-149.00   50
 16  ω     40.00  68.00   0.50    0.50    --    0.00  57.00 -90.00   56
 17  ω     17.00  75.00   0.50    0.50    --  101.00 -82.00  90.00  116
 18  ω    146.00 172.00   0.50    0.50    --  101.00  70.00 -57.77   52
 19  ω     91.00 134.00   0.50    0.50    --  101.00 -82.00  30.00   86
 20  ω     73.00 101.00   0.50    0.50    --  101.00  70.00 -57.77   56
 21  ω    132.00 159.00   0.50    0.50    --  101.00  37.00 150.00   54
 22  ω     17.00  83.00   0.50    0.50    --  101.00 -82.00  30.00  132
 23  ω    125.00 156.00   0.50    0.50    --  101.00  77.00-180.00   62
 24  ω    122.00 148.00   0.50    0.50    --  101.00  57.00 -60.00   52
 25  ω     77.00 119.00   0.50    0.50    --  101.00  57.00 -60.00   84
 26  ω     86.00 111.00   0.50    0.50    --  101.00  37.00 150.00   50
 27  ω     13.00 133.00   0.50    0.50    --  101.00 -82.00   0.00  240
 28  ω     77.00 116.00   0.50    0.50    --  101.00  57.00-180.00   78
 29  ω     77.00 190.00   0.50    0.50    --  101.00  57.00   0.00  226
 30  ω     78.00 189.00   0.50    0.50    --  101.00  51.00-126.27  222
 31  ω     76.00 101.00   0.50    0.50    --  101.00  77.00  60.00   50
 32  ω     79.00 142.00   0.50    0.50    --  101.00  46.00-149.39  126
 33  ω     76.00 101.00   0.50    0.50    --  101.00  63.00 101.53   50
 34  ω     77.00 104.00   0.50    0.50    --  101.00  57.00-120.00   54
 35  ω    137.00 188.00   0.50    0.50    --  101.00  57.00 -90.00  102
 36  ω     75.00 104.00   0.50    0.50    --  101.00  61.00  48.02   58
 37  ω     79.00 104.00   0.50    0.50    --  101.00  57.00 150.00   50
 38  ω     87.00 113.00   0.50    0.50    --  101.00  37.00-180.00   52
 39  ω    147.00 173.00   0.50    0.50    --  101.00  57.00  30.00   52
 40  ω     73.00  99.00   0.50    0.50    --  101.00  69.00   6.99   52
 41  ω     81.00 121.00   0.50    0.50    --  101.00  40.00 -80.18   80
 42  ω     78.00 103.00   0.50    0.50    --  101.00  57.00 120.00   50
 43  ω     12.00 124.00   0.50    0.50    --  101.00 -82.00-150.00  224
 44  ω     80.00 126.00   0.50    0.50    --  101.00  37.00 120.00   92
 45  ω    133.00 158.00   0.50    0.50    --  101.00  37.00 120.00   50
 46  ω     77.00 102.00   0.50    0.50    --  101.00  55.00 -65.10   50
 47  ω     82.00 128.00   0.50    0.50    --  101.00  82.00  30.00   92
 48  ω     89.00 119.00   0.50    0.50    --  101.00 -82.00  90.00   60
 49  ω     80.00 168.00   0.50    0.50    --  101.00  37.00  90.00  176
 50  ω     78.00 106.00   0.50    0.50    --  101.00  67.00 -46.45   56
 51  ω     80.00 112.00   0.50    0.50    --  101.00  57.00  30.00   64
 52  ω     78.00 104.00   0.50    0.50    --  101.00  57.00 -90.00   52
 53  ω     88.00 124.00   0.50    0.50    --  101.00  37.00   0.00   72
 54  ω     76.00 102.00   0.50    0.50    --  101.00  77.00-180.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0893130000
_diffrn_orient_matrix_UB_12      -0.1917832000
_diffrn_orient_matrix_UB_13      0.0202186000
_diffrn_orient_matrix_UB_21      -0.1091421000
_diffrn_orient_matrix_UB_22      -0.1036338000
_diffrn_orient_matrix_UB_23      -0.1098952000
_diffrn_orient_matrix_UB_31      0.0892286000
_diffrn_orient_matrix_UB_32      0.0656247000
_diffrn_orient_matrix_UB_33      -0.1151496000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.816
_reflns_Friedel_fraction_full    0.983
_reflns_Friedel_fraction_max     0.950
_reflns_number_gt                2423
_reflns_number_total             2443
_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       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.920
_refine_diff_density_min         -0.690
_refine_diff_density_rms         0.108
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.010(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         2443
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0387
_refine_ls_restrained_S_all      1.049
_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)+(0.0852P)²+0.1243P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1006
_refine_ls_wR_factor_ref         0.1008
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Rotating group:
 O1(H1F,H1G)
1.b Ternary CH refined with riding coordinates:
 C2(H2)
1.c Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), C1(H1D,H1E), C5(H5A,H5B), C3(H3A,H3B), C4(H4A,H4B)
1.d Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C)
;
_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
Mn1 Mn 0.53173(7) 0.64105(9) 0.68789(7) 0.0186(2) Uani 1 1 d . . . . .
Cl2 Cl 0.52719(10) 0.82289(13) 0.45575(10) 0.0234(2) Uani 1 1 d . . . . .
Cl3 Cl 0.57962(11) 0.93822(16) 0.84621(10) 0.0272(3) Uani 1 1 d . . . . .
Cl4 Cl 0.79855(10) 0.58974(16) 0.68266(11) 0.0261(3) Uani 1 1 d . . . . .
Cl1 Cl 0.25625(10) 0.67041(17) 0.68708(11) 0.0268(3) Uani 1 1 d . . . . .
N2 N 0.7956(4) 0.6397(6) 0.3066(4) 0.0295(8) Uani 1 1 d . . . . .
H2A H 0.733855 0.709765 0.349519 0.035 Uiso 1 1 calc R U . . .
H2B H 0.778624 0.512209 0.320369 0.035 Uiso 1 1 calc R U . . .
N1 N 1.2020(4) 0.6240(6) 0.3554(4) 0.0264(8) Uani 1 1 d . . . . .
H1A H 1.213435 0.601501 0.446673 0.032 Uiso 1 1 calc R U . . .
H1B H 1.217014 0.751559 0.339835 0.032 Uiso 1 1 calc R U . . .
H1C H 1.265326 0.551681 0.315995 0.032 Uiso 1 1 calc R U . . .
C2 C 1.0515(4) 0.5692(6) 0.2942(4) 0.0208(8) Uani 1 1 d . . . . .
H2 H 1.036412 0.428085 0.309882 0.025 Uiso 1 1 calc R U . . .
C1 C 0.9464(4) 0.6879(7) 0.3685(4) 0.0234(8) Uani 1 1 d . . . . .
H1D H 0.960026 0.655892 0.466945 0.028 Uiso 1 1 calc R U . . .
H1E H 0.964342 0.828065 0.358555 0.028 Uiso 1 1 calc R U . . .
C5 C 0.7698(5) 0.6831(8) 0.1532(5) 0.0336(10) Uani 1 1 d . . . . .
H5A H 0.783269 0.823147 0.137622 0.040 Uiso 1 1 calc R U . . .
H5B H 0.671112 0.648696 0.116161 0.040 Uiso 1 1 calc R U . . .
C3 C 1.0308(5) 0.6094(8) 0.1389(4) 0.0299(10) Uani 1 1 d . . . . .
H3A H 1.096097 0.526973 0.093812 0.036 Uiso 1 1 calc R U . . .
H3B H 1.053002 0.746587 0.121778 0.036 Uiso 1 1 calc R U . . .
C4 C 0.8748(5) 0.5648(8) 0.0791(5) 0.0328(10) Uani 1 1 d . . . . .
H4A H 0.860171 0.596710 -0.019367 0.039 Uiso 1 1 calc R U . . .
H4B H 0.855959 0.424865 0.088896 0.039 Uiso 1 1 calc R U . . .
O1 O 0.5496(4) 0.4349(5) 0.8661(3) 0.0304(7) Uani 1 1 d . . . . .
H1F H 0.533695 0.459330 0.950280 0.046 Uiso 1 1 d R U . . .
H1G H 0.574098 0.311751 0.867380 0.046 Uiso 1 1 d R U . . .


_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
Mn1 Cl2 2.5824(10) 2_646 ?
Mn1 Cl2 2.5588(12) . ?
Mn1 Cl3 2.5322(11) . ?
Mn1 Cl4 2.5163(11) . ?
Mn1 Cl1 2.5724(11) . ?
Mn1 O1 2.209(3) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 C1 1.488(5) . ?
N2 C5 1.503(6) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C2 1.495(5) . ?
C2 H2 0.9800 . ?
C2 C1 1.519(5) . ?
C2 C3 1.516(6) . ?
C1 H1D 0.9700 . ?
C1 H1E 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C4 1.516(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.521(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
O1 H1F 0.8637 . ?
O1 H1G 0.8635 . ?

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
Cl2 Mn1 Cl2 87.12(2) . 2_646 ?
Cl2 Mn1 Cl1 93.44(4) . . ?
Cl3 Mn1 Cl2 97.56(4) . . ?
Cl3 Mn1 Cl2 174.87(4) . 2_646 ?
Cl3 Mn1 Cl1 92.06(4) . . ?
Cl4 Mn1 Cl2 87.12(4) . . ?
Cl4 Mn1 Cl2 90.80(4) . 2_646 ?
Cl4 Mn1 Cl3 91.53(4) . . ?
Cl4 Mn1 Cl1 176.26(5) . . ?
Cl1 Mn1 Cl2 85.54(4) . 2_646 ?
O1 Mn1 Cl2 83.30(9) . 2_646 ?
O1 Mn1 Cl2 168.94(10) . . ?
O1 Mn1 Cl3 92.24(9) . . ?
O1 Mn1 Cl4 87.51(9) . . ?
O1 Mn1 Cl1 91.30(9) . . ?
Mn1 Cl2 Mn1 148.42(4) . 2_656 ?
H2A N2 H2B 107.9 . . ?
C1 N2 H2A 109.2 . . ?
C1 N2 H2B 109.2 . . ?
C1 N2 C5 111.9(3) . . ?
C5 N2 H2A 109.2 . . ?
C5 N2 H2B 109.2 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
N1 C2 H2 109.1 . . ?
N1 C2 C1 108.1(3) . . ?
N1 C2 C3 109.7(4) . . ?
C1 C2 H2 109.1 . . ?
C3 C2 H2 109.1 . . ?
C3 C2 C1 111.8(3) . . ?
N2 C1 C2 109.1(3) . . ?
N2 C1 H1D 109.9 . . ?
N2 C1 H1E 109.9 . . ?
C2 C1 H1D 109.9 . . ?
C2 C1 H1E 109.9 . . ?
H1D C1 H1E 108.3 . . ?
N2 C5 H5A 109.7 . . ?
N2 C5 H5B 109.7 . . ?
N2 C5 C4 109.7(4) . . ?
H5A C5 H5B 108.2 . . ?
C4 C5 H5A 109.7 . . ?
C4 C5 H5B 109.7 . . ?
C2 C3 H3A 109.8 . . ?
C2 C3 H3B 109.8 . . ?
C2 C3 C4 109.3(4) . . ?
H3A C3 H3B 108.3 . . ?
C4 C3 H3A 109.8 . . ?
C4 C3 H3B 109.8 . . ?
C5 C4 C3 111.0(4) . . ?
C5 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
Mn1 O1 H1F 127.8 . . ?
Mn1 O1 H1G 127.8 . . ?
H1F O1 H1G 104.5 . . ?

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
N2 C5 C4 C3 -57.1(5) . . . . ?
N1 C2 C1 N2 178.5(3) . . . . ?
N1 C2 C3 C4 -176.6(4) . . . . ?
C2 C3 C4 C5 56.3(6) . . . . ?
C1 N2 C5 C4 58.8(5) . . . . ?
C1 C2 C3 C4 -56.7(5) . . . . ?
C5 N2 C1 C2 -58.5(5) . . . . ?
C3 C2 C1 N2 57.6(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.997
_oxdiff_exptl_absorpt_empirical_full_min 0.476
####################################################################### 
# 
# 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_test20230607j2_0m
_database_code_depnum_ccdc_archive 'CCDC 2359938'
loop_
_audit_author_name
_audit_author_address
'Guojun Zhou'
;Shanxi Normal University
China
;
_audit_update_record             
;
2024-06-02 deposited with the CCDC.	2024-09-11 downloaded from the CCDC.
;
_audit_creation_date             2024-03-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cd Cl4, H2 O, C5 H14 N2'
_chemical_formula_sum            'C5 H16 Cd Cl4 N2 O'
_chemical_formula_weight         374.40
_chemical_absolute_configuration rm
_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'
Cd Cd -0.8075 1.2024 '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'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.8315(4)
_cell_length_b                   14.1609(11)
_cell_length_c                   15.1674(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1252.51(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6476
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.155
_cell_measurement_theta_min      2.686
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.565
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6873
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.985
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             736
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17943
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.559
_diffrn_reflns_theta_min         3.047
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.711
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                2381
_reflns_number_total             2891
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.311
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 
;
 Flack x determined using 845 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.024(17)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     122
_refine_ls_number_reflns         2891
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0282
_refine_ls_restrained_S_all      1.028
_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)+(0.0160P)²+0.2635P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0424
_refine_ls_wR_factor_ref         0.0455
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Free rotating group:
 O1(H1E,H1F)
1.b Ternary CH refined with riding coordinates:
 C2(H2)
1.c Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), C1(H1C,H1D), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B)
1.d Idealised Me refined as rotating group:
 N2(H2A,H2B,H2C)
;
_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
Cd1 Cd 0.20074(6) 0.65371(2) 0.52647(2) 0.03537(10) Uani 1 1 d . . . . .
Cl1 Cl 0.19802(18) 0.83413(6) 0.47633(6) 0.0285(2) Uani 1 1 d . . . . .
Cl4 Cl 0.19117(19) 0.71711(7) 0.68355(6) 0.0273(2) Uani 1 1 d . . . . .
Cl2 Cl 0.1926(2) 0.60643(7) 0.36534(6) 0.0301(2) Uani 1 1 d . . . . .
Cl3 Cl 0.2141(2) 0.48433(8) 0.58014(8) 0.0429(3) Uani 1 1 d . . . . .
O1 O 0.7275(6) 0.3953(2) 0.6235(2) 0.0461(9) Uani 1 1 d G . . . .
H1E H 0.610866 0.427147 0.607870 0.069 Uiso 1 1 d G U . . .
H1F H 0.840816 0.425170 0.602028 0.069 Uiso 1 1 d G U . . .
N2 N 0.8078(6) 0.4412(2) 0.8035(2) 0.0272(8) Uani 1 1 d . . . . .
H2A H 0.797555 0.422156 0.747735 0.033 Uiso 1 1 calc R U . . .
H2B H 0.679404 0.426268 0.832017 0.033 Uiso 1 1 calc R U . . .
H2C H 0.926382 0.412827 0.829298 0.033 Uiso 1 1 calc R U . . .
N1 N 0.6884(7) 0.6945(2) 0.7528(2) 0.0291(8) Uani 1 1 d . . . . .
H1A H 0.821499 0.708750 0.727360 0.035 Uiso 1 1 calc R U . . .
H1B H 0.577361 0.721299 0.721286 0.035 Uiso 1 1 calc R U . . .
C2 C 0.8413(7) 0.5450(3) 0.8061(2) 0.0225(10) Uani 1 1 d . . . . .
H2 H 0.990549 0.559660 0.779686 0.027 Uiso 1 1 calc R U . . .
C1 C 0.6573(8) 0.5908(3) 0.7513(3) 0.0281(11) Uani 1 1 d . . . . .
H1C H 0.666078 0.568066 0.691032 0.034 Uiso 1 1 calc R U . . .
H1D H 0.507465 0.574676 0.774606 0.034 Uiso 1 1 calc R U . . .
C3 C 0.8402(8) 0.5807(3) 0.8994(3) 0.0336(12) Uani 1 1 d . . . . .
H3A H 0.965446 0.552317 0.932067 0.040 Uiso 1 1 calc R U . . .
H3B H 0.697476 0.563360 0.927918 0.040 Uiso 1 1 calc R U . . .
C4 C 0.8662(9) 0.6877(3) 0.8994(3) 0.0418(14) Uani 1 1 d . . . . .
H4A H 0.853824 0.710968 0.959341 0.050 Uiso 1 1 calc R U . . .
H4B H 1.017140 0.704231 0.877366 0.050 Uiso 1 1 calc R U . . .
C5 C 0.6854(9) 0.7347(3) 0.8428(3) 0.0422(12) Uani 1 1 d . . . . .
H5A H 0.535421 0.725205 0.868956 0.051 Uiso 1 1 calc R U . . .
H5B H 0.714497 0.802030 0.839969 0.051 Uiso 1 1 calc R U . . .


_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
Cd1 Cl1 2.6658(10) . ?
Cd1 Cl1 2.9053(11) 4_566 ?
Cd1 Cl1 2.9370(11) 4_466 ?
Cd1 Cl4 2.5466(10) . ?
Cd1 Cl2 2.5344(10) . ?
Cd1 Cl3 2.5342(11) . ?
O1 H1E 0.8499 . ?
O1 H1F 0.8498 . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C2 1.483(5) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 C1 1.480(5) . ?
N1 C5 1.478(5) . ?
C2 H2 0.9800 . ?
C2 C1 1.505(5) . ?
C2 C3 1.504(5) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.522(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.513(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?

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
Cl1 Cd1 Cl1 173.04(4) 4_566 4_466 ?
Cl1 Cd1 Cl1 86.20(3) . 4_466 ?
Cl1 Cd1 Cl1 86.85(3) . 4_566 ?
Cl4 Cd1 Cl1 85.92(3) . . ?
Cl4 Cd1 Cl1 88.34(3) . 4_466 ?
Cl4 Cd1 Cl1 90.84(3) . 4_566 ?
Cl2 Cd1 Cl1 88.74(3) . . ?
Cl2 Cd1 Cl1 89.02(3) . 4_466 ?
Cl2 Cd1 Cl1 91.16(3) . 4_566 ?
Cl2 Cd1 Cl4 174.19(4) . . ?
Cl3 Cd1 Cl1 177.41(4) . . ?
Cl3 Cd1 Cl1 91.72(4) . 4_566 ?
Cl3 Cd1 Cl1 95.22(4) . 4_466 ?
Cl3 Cd1 Cl4 91.94(4) . . ?
Cl3 Cd1 Cl2 93.45(4) . . ?
Cd1 Cl1 Cd1 93.12(3) . 4_566 ?
Cd1 Cl1 Cd1 93.84(3) . 4_466 ?
Cd1 Cl1 Cd1 173.04(4) 4_466 4_566 ?
H1E O1 H1F 104.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C2 N2 H2A 109.5 . . ?
C2 N2 H2B 109.5 . . ?
C2 N2 H2C 109.5 . . ?
H1A N1 H1B 107.7 . . ?
C1 N1 H1A 108.9 . . ?
C1 N1 H1B 108.9 . . ?
C5 N1 H1A 108.9 . . ?
C5 N1 H1B 108.9 . . ?
C5 N1 C1 113.3(3) . . ?
N2 C2 H2 108.5 . . ?
N2 C2 C1 108.6(3) . . ?
N2 C2 C3 111.0(3) . . ?
C1 C2 H2 108.5 . . ?
C3 C2 H2 108.5 . . ?
C3 C2 C1 111.8(4) . . ?
N1 C1 C2 109.4(4) . . ?
N1 C1 H1C 109.8 . . ?
N1 C1 H1D 109.8 . . ?
C2 C1 H1C 109.8 . . ?
C2 C1 H1D 109.8 . . ?
H1C C1 H1D 108.2 . . ?
C2 C3 H3A 109.8 . . ?
C2 C3 H3B 109.8 . . ?
C2 C3 C4 109.6(3) . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 H3A 109.8 . . ?
C4 C3 H3B 109.8 . . ?
C3 C4 H4A 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 108.0 . . ?
C5 C4 C3 111.6(4) . . ?
C5 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
N1 C5 C4 110.3(4) . . ?
N1 C5 H5A 109.6 . . ?
N1 C5 H5B 109.6 . . ?
C4 C5 H5A 109.6 . . ?
C4 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?

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
N2 C2 C1 N1 -179.9(3) . . . . ?
N2 C2 C3 C4 -178.0(4) . . . . ?
C2 C3 C4 C5 54.7(5) . . . . ?
C1 N1 C5 C4 56.3(6) . . . . ?
C1 C2 C3 C4 -56.5(5) . . . . ?
C3 C2 C1 N1 57.4(5) . . . . ?
C3 C4 C5 N1 -54.3(5) . . . . ?
C5 N1 C1 C2 -57.4(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_test20230607j6_0m
_database_code_depnum_ccdc_archive 'CCDC 2359936'
loop_
_audit_author_name
_audit_author_address
'Guojun Zhou'
;Shanxi Normal University
China
;
_audit_update_record             
;
2024-06-02 deposited with the CCDC.	2024-09-11 downloaded from the CCDC.
;
_audit_creation_date             2024-03-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cd Cl4, H2 O, C5 H14 N2'
_chemical_formula_sum            'C5 H16 Cd Cl4 N2 O'
_chemical_formula_weight         374.40
_chemical_absolute_configuration rm
_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'
Cd Cd -0.8075 1.2024 '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'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.8283(4)
_cell_length_b                   14.1608(10)
_cell_length_c                   15.1852(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1253.29(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9940
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.689
_cell_measurement_theta_min      2.683
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.563
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.3386
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.984
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             736
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0627
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17682
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.699
_diffrn_reflns_theta_min         2.877
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.702
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                2435
_reflns_number_total             2652
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.331
_refine_diff_density_min         -1.282
_refine_diff_density_rms         0.108
_refine_ls_abs_structure_details 
;
 Flack x determined using 944 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.004(18)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     122
_refine_ls_number_reflns         2652
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0282
_refine_ls_restrained_S_all      1.055
_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)+(0.0343P)²+0.1177P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0650
_refine_ls_wR_factor_ref         0.0668
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Free rotating group:
 O1(H1E,H1F)
1.b Ternary CH refined with riding coordinates:
 C2(H2)
1.c Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), C1(H1C,H1D), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B)
1.d Idealised Me refined as rotating group:
 N2(H2A,H2B,H2C)
;
_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
Cd1 Cd 0.79950(7) 0.34617(2) 0.47350(2) 0.03402(13) Uani 1 1 d . . . . .
Cl1 Cl 0.80216(19) 0.16595(6) 0.52358(7) 0.0271(2) Uani 1 1 d . . . . .
Cl4 Cl 0.80896(19) 0.28293(7) 0.31624(7) 0.0261(2) Uani 1 1 d . . . . .
Cl2 Cl 0.80743(19) 0.39346(7) 0.63471(7) 0.0287(2) Uani 1 1 d . . . . .
Cl3 Cl 0.7862(2) 0.51560(8) 0.41992(10) 0.0418(3) Uani 1 1 d . . . . .
O1 O 0.2725(6) 0.6045(3) 0.3759(2) 0.0439(9) Uani 1 1 d G . . . .
H1E H 0.380528 0.573704 0.400150 0.066 Uiso 1 1 d G U . . .
H1F H 0.150568 0.579229 0.395618 0.066 Uiso 1 1 d G U . . .
N2 N 0.1926(7) 0.5587(2) 0.1967(3) 0.0257(8) Uani 1 1 d . . . . .
H2A H 0.320005 0.573409 0.167488 0.031 Uiso 1 1 calc R U . . .
H2B H 0.205338 0.577608 0.252388 0.031 Uiso 1 1 calc R U . . .
H2C H 0.073191 0.587321 0.171730 0.031 Uiso 1 1 calc R U . . .
N1 N 0.3112(7) 0.3054(2) 0.2470(2) 0.0281(8) Uani 1 1 d . . . . .
H1A H 0.422267 0.278474 0.278385 0.034 Uiso 1 1 calc R U . . .
H1B H 0.177959 0.291118 0.272364 0.034 Uiso 1 1 calc R U . . .
C2 C 0.1576(6) 0.4545(3) 0.1942(3) 0.0196(9) Uani 1 1 d . . . . .
H2 H 0.008434 0.439786 0.220657 0.024 Uiso 1 1 calc R U . . .
C1 C 0.3427(7) 0.4096(3) 0.2486(3) 0.0256(10) Uani 1 1 d . . . . .
H1C H 0.492150 0.425873 0.224997 0.031 Uiso 1 1 calc R U . . .
H1D H 0.334339 0.432411 0.308784 0.031 Uiso 1 1 calc R U . . .
C3 C 0.1592(9) 0.4197(3) 0.1011(3) 0.0337(12) Uani 1 1 d . . . . .
H3A H 0.301923 0.437544 0.072746 0.040 Uiso 1 1 calc R U . . .
H3B H 0.033679 0.448132 0.068612 0.040 Uiso 1 1 calc R U . . .
C4 C 0.1341(10) 0.3117(3) 0.1004(3) 0.0415(13) Uani 1 1 d . . . . .
H4A H -0.016922 0.294574 0.122024 0.050 Uiso 1 1 calc R U . . .
H4B H 0.148138 0.288633 0.040524 0.050 Uiso 1 1 calc R U . . .
C5 C 0.3141(9) 0.2659(3) 0.1571(3) 0.0402(12) Uani 1 1 d . . . . .
H5A H 0.286531 0.198385 0.159707 0.048 Uiso 1 1 calc R U . . .
H5B H 0.464134 0.275839 0.130990 0.048 Uiso 1 1 calc R U . . .


_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
Cd1 Cl1 2.6629(10) . ?
Cd1 Cl1 2.9040(12) 4_456 ?
Cd1 Cl1 2.9350(12) 4_556 ?
Cd1 Cl4 2.5510(11) . ?
Cd1 Cl2 2.5385(11) . ?
Cd1 Cl3 2.5347(11) . ?
O1 H1E 0.8498 . ?
O1 H1F 0.8502 . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C2 1.490(5) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 C1 1.487(5) . ?
N1 C5 1.476(6) . ?
C2 H2 0.9800 . ?
C2 C1 1.501(5) . ?
C2 C3 1.498(6) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.537(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.503(7) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?

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
Cl1 Cd1 Cl1 173.04(4) 4_456 4_556 ?
Cl1 Cd1 Cl1 86.21(3) . 4_556 ?
Cl1 Cd1 Cl1 86.84(3) . 4_456 ?
Cl4 Cd1 Cl1 86.03(3) . . ?
Cl4 Cd1 Cl1 88.40(3) . 4_556 ?
Cl4 Cd1 Cl1 90.87(3) . 4_456 ?
Cl2 Cd1 Cl1 88.70(3) . . ?
Cl2 Cd1 Cl1 89.01(3) . 4_556 ?
Cl2 Cd1 Cl1 91.09(3) . 4_456 ?
Cl2 Cd1 Cl4 174.27(3) . . ?
Cl3 Cd1 Cl1 177.43(4) . . ?
Cl3 Cd1 Cl1 91.74(4) . 4_456 ?
Cl3 Cd1 Cl1 95.21(4) . 4_556 ?
Cl3 Cd1 Cl4 91.86(4) . . ?
Cl3 Cd1 Cl2 93.46(4) . . ?
Cd1 Cl1 Cd1 93.13(3) . 4_456 ?
Cd1 Cl1 Cd1 93.83(3) . 4_556 ?
Cd1 Cl1 Cd1 173.04(4) 4_556 4_456 ?
H1E O1 H1F 104.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C2 N2 H2A 109.5 . . ?
C2 N2 H2B 109.5 . . ?
C2 N2 H2C 109.5 . . ?
H1A N1 H1B 107.8 . . ?
C1 N1 H1A 109.0 . . ?
C1 N1 H1B 109.0 . . ?
C5 N1 H1A 109.0 . . ?
C5 N1 H1B 109.0 . . ?
C5 N1 C1 113.0(3) . . ?
N2 C2 H2 108.8 . . ?
N2 C2 C1 107.9(3) . . ?
N2 C2 C3 110.4(3) . . ?
C1 C2 H2 108.8 . . ?
C3 C2 H2 108.8 . . ?
C3 C2 C1 112.1(3) . . ?
N1 C1 C2 108.8(3) . . ?
N1 C1 H1C 109.9 . . ?
N1 C1 H1D 109.9 . . ?
C2 C1 H1C 109.9 . . ?
C2 C1 H1D 109.9 . . ?
H1C C1 H1D 108.3 . . ?
C2 C3 H3A 109.8 . . ?
C2 C3 H3B 109.8 . . ?
C2 C3 C4 109.5(4) . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 H3A 109.8 . . ?
C4 C3 H3B 109.8 . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C5 C4 C3 111.1(4) . . ?
C5 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
N1 C5 C4 110.9(4) . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 108.0 . . ?

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
N2 C2 C1 N1 -179.9(3) . . . . ?
N2 C2 C3 C4 177.4(4) . . . . ?
C2 C3 C4 C5 -54.3(6) . . . . ?
C1 N1 C5 C4 -56.8(6) . . . . ?
C1 C2 C3 C4 57.0(5) . . . . ?
C3 C2 C1 N1 -58.1(5) . . . . ?
C3 C4 C5 N1 54.2(6) . . . . ?
C5 N1 C1 C2 57.7(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
