# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_x3
_database_code_depnum_ccdc_archive 'CCDC 2221777'
loop_
_audit_author_name
_audit_author_address
'Chuanying Shen'
;Qufu Normal University 
China
;
_audit_update_record             
;
2022-11-24 deposited with the CCDC.	2023-03-10 downloaded from the CCDC.
;
_audit_creation_date             2022-07-01
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        C4H11CdCl4N
_chemical_formula_moiety         'Cd Cl3, C4 H11 Cl N'
_chemical_formula_sum            'C4 H11 Cd Cl4 N'
_chemical_formula_weight         327.34
_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'
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'

_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           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   9.4797(10)
_cell_length_b                   15.7695(16)
_cell_length_c                   6.7960(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.474(4)
_cell_angle_gamma                90
_cell_volume                     1012.84(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5615
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      28.26
_cell_measurement_theta_min      3.79
_shelx_estimated_absorpt_T_max   0.744
_shelx_estimated_absorpt_T_min   0.704
_exptl_absorpt_coefficient_mu    3.145
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5677
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0895 before and 0.0438 after correction.
The Ratio of minimum to maximum transmission is 0.7613.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.147
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8278
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.315
_diffrn_reflns_theta_min         3.788
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_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             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.929
_reflns_Friedel_fraction_full    0.981
_reflns_Friedel_fraction_max     0.935
_reflns_number_gt                2202
_reflns_number_total             2431
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.105
_refine_ls_abs_structure_details 
;
 Flack x determined using 976 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(2)
_refine_ls_extinction_coef       0.0094(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     95
_refine_ls_number_reflns         2431
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0223
_refine_ls_R_factor_gt           0.0180
_refine_ls_restrained_S_all      1.070
_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)+(0.0159P)²+0.2160P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0387
_refine_ls_wR_factor_ref         0.0401
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C4(H4A,H4B,H4C), C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   geom
_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 0.72645(10) 0.49910(2) 0.15517(14) 0.02853(9) Uani 1 1 d . . . . .
Cl2 Cl 0.91661(10) 0.43742(8) -0.07048(14) 0.0356(3) Uani 1 1 d . . . . .
Cl3 Cl 0.72343(17) 0.62852(5) -0.0913(2) 0.03842(19) Uani 1 1 d . . . . .
Cl1 Cl 0.54663(11) 0.56740(9) 0.38037(14) 0.0406(3) Uani 1 1 d . . . . .
Cl4 Cl 0.29148(15) 0.64251(8) 0.6152(2) 0.0574(3) Uani 1 1 d . . . . .
N1 N 0.2044(4) 0.66941(19) 0.9767(5) 0.0300(7) Uani 1 1 d . . . . .
C2 C 0.3385(5) 0.7153(4) 1.0392(7) 0.0488(12) Uani 1 1 d . . . . .
H2A H 0.415125 0.691070 0.973777 0.073 Uiso 1 1 calc R U . . .
H2B H 0.357831 0.710151 1.179445 0.073 Uiso 1 1 calc R U . . .
H2C H 0.328624 0.774119 1.004425 0.073 Uiso 1 1 calc R U . . .
C1 C 0.1637(6) 0.6834(3) 0.7628(7) 0.0476(12) Uani 1 1 d . . . . .
H1A H 0.152533 0.743700 0.737961 0.057 Uiso 1 1 calc R U . . .
H1B H 0.073438 0.656204 0.727589 0.057 Uiso 1 1 calc R U . . .
C4 C 0.2224(6) 0.5782(3) 1.0295(9) 0.0578(13) Uani 1 1 d . . . . .
H4A H 0.297350 0.554471 0.959883 0.087 Uiso 1 1 calc R U . . .
H4B H 0.135937 0.548331 0.993529 0.087 Uiso 1 1 calc R U . . .
H4C H 0.245391 0.573017 1.169029 0.087 Uiso 1 1 calc R U . . .
C3 C 0.0859(5) 0.7060(3) 1.0847(8) 0.0505(11) Uani 1 1 d . . . . .
H3A H 0.109058 0.701645 1.224343 0.076 Uiso 1 1 calc R U . . .
H3B H 0.000314 0.675109 1.049564 0.076 Uiso 1 1 calc R U . . .
H3C H 0.072655 0.764495 1.048976 0.076 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
Cd1 0.03451(13) 0.03319(13) 0.01791(11) -0.00034(8) 0.00220(8) 0.00151(9)
Cl2 0.0334(6) 0.0432(7) 0.0303(7) 0.0007(5) 0.0022(5) 0.0085(5)
Cl3 0.0579(5) 0.0284(4) 0.0285(4) 0.0033(6) 0.0008(3) 0.0027(7)
Cl1 0.0375(7) 0.0570(8) 0.0274(7) 0.0002(6) 0.0025(5) 0.0184(6)
Cl4 0.0621(7) 0.0683(8) 0.0439(7) -0.0085(6) 0.0162(6) 0.0036(6)
N1 0.0294(16) 0.0280(16) 0.0323(17) -0.0027(12) 0.0011(13) -0.0051(13)
C2 0.042(3) 0.055(3) 0.049(3) -0.010(2) -0.002(2) -0.014(2)
C1 0.043(3) 0.059(3) 0.040(3) -0.006(2) -0.001(2) 0.008(2)
C4 0.069(3) 0.035(2) 0.069(4) 0.005(2) 0.005(3) -0.004(2)
C3 0.040(2) 0.060(3) 0.052(3) -0.008(2) 0.013(2) 0.001(2)

_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 Cd1 3.3981(4) 2_565 ?
Cd1 Cd1 3.3981(4) 2_564 ?
Cd1 Cl2 2.6417(14) . ?
Cd1 Cl2 2.6839(15) 2_565 ?
Cd1 Cl3 2.6391(12) . ?
Cd1 Cl3 2.6508(13) 2_565 ?
Cd1 Cl1 2.6451(16) 2_564 ?
Cd1 Cl1 2.6106(14) . ?
Cl4 C1 1.755(5) . ?
N1 C2 1.495(5) . ?
N1 C1 1.491(6) . ?
N1 C4 1.489(5) . ?
N1 C3 1.503(6) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?

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
Cd1 Cd1 Cd1 179.04(2) 2_565 2_564 ?
Cl2 Cd1 Cd1 50.90(3) . 2_564 ?
Cl2 Cd1 Cd1 129.73(3) 2_565 2_564 ?
Cl2 Cd1 Cd1 49.81(3) 2_565 2_565 ?
Cl2 Cd1 Cd1 129.55(3) . 2_565 ?
Cl2 Cd1 Cl2 95.10(5) . 2_565 ?
Cl2 Cd1 Cl3 98.06(4) . 2_565 ?
Cl2 Cd1 Cl1 82.85(4) . 2_564 ?
Cl3 Cd1 Cd1 128.86(4) . 2_565 ?
Cl3 Cd1 Cd1 131.08(3) 2_565 2_564 ?
Cl3 Cd1 Cd1 49.88(3) 2_565 2_565 ?
Cl3 Cd1 Cd1 50.18(3) . 2_564 ?
Cl3 Cd1 Cl2 97.24(4) . 2_565 ?
Cl3 Cd1 Cl2 83.70(5) . . ?
Cl3 Cd1 Cl2 82.67(5) 2_565 2_565 ?
Cl3 Cd1 Cl3 178.24(7) . 2_565 ?
Cl3 Cd1 Cl1 83.33(5) . 2_564 ?
Cl1 Cd1 Cd1 49.27(3) 2_564 2_564 ?
Cl1 Cd1 Cd1 50.16(4) . 2_565 ?
Cl1 Cd1 Cd1 131.23(3) 2_564 2_565 ?
Cl1 Cd1 Cd1 129.33(4) . 2_564 ?
Cl1 Cd1 Cl2 176.95(6) . . ?
Cl1 Cd1 Cl2 177.80(6) 2_564 2_565 ?
Cl1 Cd1 Cl2 82.69(4) . 2_565 ?
Cl1 Cd1 Cl3 83.77(5) . 2_565 ?
Cl1 Cd1 Cl3 94.47(4) . . ?
Cl1 Cd1 Cl3 96.83(5) 2_564 2_565 ?
Cl1 Cd1 Cl1 99.39(6) . 2_564 ?
Cd1 Cl2 Cd1 79.29(4) . 2_564 ?
Cd1 Cl3 Cd1 79.94(2) . 2_564 ?
Cd1 Cl1 Cd1 80.56(4) . 2_565 ?
C2 N1 C3 109.1(3) . . ?
C1 N1 C2 110.8(3) . . ?
C1 N1 C3 105.8(4) . . ?
C4 N1 C2 108.7(4) . . ?
C4 N1 C1 113.2(3) . . ?
C4 N1 C3 109.2(4) . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
Cl4 C1 H1A 109.3 . . ?
Cl4 C1 H1B 109.3 . . ?
N1 C1 Cl4 111.4(3) . . ?
N1 C1 H1A 109.3 . . ?
N1 C1 H1B 109.3 . . ?
H1A C1 H1B 108.0 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?

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
C2 N1 C1 Cl4 62.7(4) . . . . ?
C4 N1 C1 Cl4 -59.6(5) . . . . ?
C3 N1 C1 Cl4 -179.2(3) . . . . ?

_shelx_res_file                  
;
TITL x3_a.res in Cc
    x3.res
    created by SHELXL-2018/3 at 10:48:47 on 01-Jul-2022
REM Old TITL x3 in Cc
REM SHELXT solution in Cc: R1 0.084, Rweak 0.006, Alpha 0.015
REM <I/s> 0.790 for 38 systematic absences, Orientation as input
REM Flack x = 0.065 ( 0.021 ) from 896 Parsons' quotients
REM Formula found by SHELXT: C5 Cl4 Cd
CELL 0.71073 9.4797 15.7695 6.796 90 94.474 90
ZERR 4 0.001 0.0016 0.0008 0 0.004 0
LATT -7
SYMM +X,-Y,0.5+Z
SFAC C H Cd Cl N
UNIT 16 44 4 16 4

L.S. 30
PLAN  6
SIZE 0.1 0.11 0.12
TEMP 0
CONF
list 4
MORE -1
BOND $H
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\x3.hkl">
REM </olex2.extras>

WGHT    0.015900    0.216000
EXTI    0.009423
FVAR       0.48266
CD1   3    0.726451    0.499102    0.155170    11.00000    0.03451    0.03319 =
         0.01791   -0.00034    0.00220    0.00151
CL2   4    0.916607    0.437420   -0.070481    11.00000    0.03336    0.04315 =
         0.03029    0.00070    0.00219    0.00847
CL3   4    0.723435    0.628521   -0.091334    11.00000    0.05790    0.02841 =
         0.02853    0.00333    0.00076    0.00270
CL1   4    0.546632    0.567397    0.380371    11.00000    0.03749    0.05696 =
         0.02738    0.00018    0.00251    0.01844
CL4   4    0.291482    0.642510    0.615152    11.00000    0.06207    0.06828 =
         0.04385   -0.00850    0.01623    0.00356
N1    5    0.204363    0.669406    0.976700    11.00000    0.02942    0.02802 =
         0.03229   -0.00265    0.00109   -0.00512
C2    1    0.338492    0.715294    1.039179    11.00000    0.04224    0.05465 =
         0.04851   -0.00963   -0.00199   -0.01402
AFIX 137
H2A   2    0.415125    0.691070    0.973777    11.00000   -1.50000
H2B   2    0.357831    0.710151    1.179445    11.00000   -1.50000
H2C   2    0.328624    0.774119    1.004425    11.00000   -1.50000
AFIX   0
C1    1    0.163663    0.683406    0.762806    11.00000    0.04293    0.05930 =
         0.03978   -0.00591   -0.00127    0.00790
AFIX  23
H1A   2    0.152533    0.743700    0.737961    11.00000   -1.20000
H1B   2    0.073438    0.656204    0.727589    11.00000   -1.20000
AFIX   0
C4    1    0.222358    0.578209    1.029471    11.00000    0.06900    0.03545 =
         0.06876    0.00534    0.00494   -0.00434
AFIX 137
H4A   2    0.297350    0.554471    0.959883    11.00000   -1.50000
H4B   2    0.135937    0.548331    0.993529    11.00000   -1.50000
H4C   2    0.245391    0.573017    1.169029    11.00000   -1.50000
AFIX   0
C3    1    0.085891    0.705968    1.084651    11.00000    0.04045    0.06034 =
         0.05225   -0.00780    0.01317    0.00100
AFIX 137
H3A   2    0.109058    0.701645    1.224343    11.00000   -1.50000
H3B   2    0.000314    0.675109    1.049564    11.00000   -1.50000
H3C   2    0.072655    0.764495    1.048976    11.00000   -1.50000
AFIX   0
HKLF 4




REM  x3_a.res in Cc
REM wR2 = 0.0401, GooF = S = 1.070, Restrained GooF = 1.070 for all data
REM R1 = 0.0180 for 2202 Fo > 4sig(Fo) and 0.0223 for all 2431 data
REM 95 parameters refined using 2 restraints

END

WGHT      0.0141      0.1296

REM Highest difference peak  0.386,  deepest hole -0.442,  1-sigma level  0.105
Q1    1   0.2179  0.7149  0.6190  11.00000  0.05    0.39
Q2    1   0.2262  0.8395  0.6720  11.00000  0.05    0.30
Q3    1   0.1617  0.5231  1.0901  11.00000  0.05    0.29
Q4    1   0.2287  0.8650  0.8753  11.00000  0.05    0.29
Q5    1   0.3024  0.8463  1.1278  11.00000  0.05    0.28
Q6    1   0.2263  0.7966  0.7422  11.00000  0.05    0.26
;
_shelx_res_checksum              36918
_olex2_submission_special_instructions 'No special instructions were received'
