# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2207039'
loop_
_audit_author_name
_audit_author_address
'Xu Haiping'
;School of Chemistry, Sichuan University
China
;
_audit_update_record             
;
2022-09-13 deposited with the CCDC.	2022-12-16 downloaded from the CCDC.
;
_audit_creation_date             2022-03-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H14 Cd Cl3 N O'
_chemical_formula_sum            'C5 H14 Cd Cl3 N O'
_chemical_formula_weight         322.92
_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'
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           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
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                   16.8879(4)
_cell_length_b                   8.1763(2)
_cell_length_c                   7.7975(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1076.68(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9243
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.3630
_cell_measurement_theta_min      2.4100
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.724
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.992
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             632
_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  0.0307
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.885
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            12304
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.819
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.804
_diffrn_reflns_theta_min         2.412
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.885
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.738
_reflns_Friedel_fraction_full    0.981
_reflns_Friedel_fraction_max     0.745
_reflns_number_gt                2651
_reflns_number_total             2763
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 
;
 Flack x determined using 1092 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.004(19)
_refine_ls_extinction_coef       0.0090(3)
_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   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     107
_refine_ls_number_reflns         2763
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0189
_refine_ls_R_factor_gt           0.0175
_refine_ls_restrained_S_all      1.058
_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)+(0.0120P)²+0.0604P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0339
_refine_ls_wR_factor_ref         0.0343
_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, All O(H) groups
2. Restrained distances
 O1-H1
 0.85 with sigma of 0.01
 C1-H1
 1.890383 with sigma of 0.02
 Cd1-H1
 2.922576 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C1(H1B,H1A), C2(H2A,H2B)
3.b Idealised Me refined as rotating group:
 C3(H3B,H3C,H3A), C4(H4C,H4B,H4A), C5(H5C,H5B,H5A)
;
_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 0.49035(2) 0.48356(2) 0.40035(6) 0.02637(7) Uani 1 1 d D . . . .
Cl1 Cl 0.40115(5) 0.23698(9) 0.45806(9) 0.03586(18) Uani 1 1 d . . . . .
Cl2 Cl 0.42460(4) 0.65027(9) 0.65292(11) 0.03109(16) Uani 1 1 d . . . . .
Cl3 Cl 0.59688(4) 0.41196(9) 0.63827(10) 0.03096(16) Uani 1 1 d . . . . .
O1 O 0.56321(13) 0.7253(2) 0.3349(3) 0.0310(5) Uani 1 1 d D . . . .
H1 H 0.5770(19) 0.726(3) 0.227(2) 0.047 Uiso 1 1 d DR . . . .
N1 N 0.68058(15) 0.9500(3) 0.5155(3) 0.0265(5) Uani 1 1 d . . . . .
C1 C 0.54566(17) 0.8921(3) 0.3770(4) 0.0297(7) Uani 1 1 d D . . . .
H1B H 0.489379 0.903064 0.399007 0.036 Uiso 1 1 calc R . . . .
H1A H 0.558874 0.961539 0.280303 0.036 Uiso 1 1 calc R . . . .
C2 C 0.59127(17) 0.9476(4) 0.5323(4) 0.0270(6) Uani 1 1 d . . . . .
H2A H 0.577519 0.876600 0.627432 0.032 Uiso 1 1 calc R . . . .
H2B H 0.573743 1.057031 0.561728 0.032 Uiso 1 1 calc R . . . .
C3 C 0.7134(2) 1.0360(4) 0.6692(5) 0.0442(9) Uani 1 1 d . . . . .
H3B H 0.770172 1.034940 0.664153 0.066 Uiso 1 1 calc GR . . . .
H3C H 0.696089 0.981235 0.771413 0.066 Uiso 1 1 calc GR . . . .
H3A H 0.694925 1.147054 0.670507 0.066 Uiso 1 1 calc GR . . . .
C4 C 0.7058(2) 1.0392(5) 0.3581(5) 0.0575(12) Uani 1 1 d . . . . .
H4C H 0.680334 1.144118 0.354557 0.086 Uiso 1 1 calc GR . . . .
H4B H 0.691112 0.977105 0.258608 0.086 Uiso 1 1 calc GR . . . .
H4A H 0.762192 1.053841 0.359833 0.086 Uiso 1 1 calc GR . . . .
C5 C 0.7140(2) 0.7809(4) 0.5157(5) 0.0479(9) Uani 1 1 d . . . . .
H5C H 0.698774 0.725695 0.412121 0.072 Uiso 1 1 calc GR . . . .
H5B H 0.694002 0.721809 0.612862 0.072 Uiso 1 1 calc GR . . . .
H5A H 0.770704 0.786408 0.522112 0.072 Uiso 1 1 calc GR . . . .

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 0.02971(11) 0.02851(10) 0.02089(10) -0.00037(15) 0.00057(17) -0.00235(7)
Cl1 0.0447(5) 0.0365(4) 0.0264(4) -0.0011(3) -0.0026(3) -0.0125(3)
Cl2 0.0302(4) 0.0364(3) 0.0267(3) -0.0014(3) -0.0001(3) 0.0075(3)
Cl3 0.0293(4) 0.0356(3) 0.0280(4) -0.0017(3) -0.0006(3) 0.0051(3)
O1 0.0401(13) 0.0305(10) 0.0226(10) -0.0028(8) 0.0004(9) -0.0079(9)
N1 0.0255(13) 0.0266(11) 0.0276(13) 0.0002(10) -0.0009(10) -0.0006(10)
C1 0.0282(14) 0.0302(12) 0.0308(19) 0.0010(12) -0.0063(14) 0.0010(10)
C2 0.0235(15) 0.0283(13) 0.0293(15) -0.0025(11) 0.0010(12) 0.0011(11)
C3 0.040(2) 0.0440(18) 0.049(2) -0.0139(16) -0.0121(17) -0.0054(14)
C4 0.037(2) 0.086(3) 0.050(3) 0.029(2) 0.0050(17) -0.0116(19)
C5 0.0334(19) 0.0374(16) 0.073(3) -0.0151(16) -0.0134(18) 0.0110(14)

_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 2.5566(7) . ?
Cd1 Cl2 2.6424(9) 2_664 ?
Cd1 Cl2 2.6400(9) . ?
Cd1 Cl3 2.6497(9) . ?
Cd1 Cl3 2.6601(9) 2_664 ?
Cd1 O1 2.3838(19) . ?
O1 C1 1.433(3) . ?
N1 C2 1.514(4) . ?
N1 C3 1.495(4) . ?
N1 C4 1.490(4) . ?
N1 C5 1.494(4) . ?
C1 C2 1.505(4) . ?

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 Cl2 91.61(3) . . ?
Cl1 Cd1 Cl2 97.02(3) . 2_664 ?
Cl1 Cd1 Cl3 93.57(3) . 2_664 ?
Cl1 Cd1 Cl3 95.89(3) . . ?
Cl2 Cd1 Cl2 170.783(9) . 2_664 ?
Cl2 Cd1 Cl3 82.71(3) 2_664 2_664 ?
Cl2 Cd1 Cl3 100.04(2) . 2_664 ?
Cl2 Cd1 Cl3 82.96(3) . . ?
Cl2 Cd1 Cl3 92.90(2) 2_664 . ?
Cl3 Cd1 Cl3 170.005(18) . 2_664 ?
O1 Cd1 Cl1 174.73(6) . . ?
O1 Cd1 Cl2 84.63(5) . 2_664 ?
O1 Cd1 Cl2 87.06(5) . . ?
O1 Cd1 Cl3 89.01(6) . . ?
O1 Cd1 Cl3 81.66(6) . 2_664 ?
Cd1 Cl2 Cd1 95.87(2) . 2_665 ?
Cd1 Cl3 Cd1 95.22(2) . 2_665 ?
C1 O1 Cd1 129.27(17) . . ?
C3 N1 C2 107.8(2) . . ?
C4 N1 C2 111.2(3) . . ?
C4 N1 C3 108.9(3) . . ?
C4 N1 C5 110.2(3) . . ?
C5 N1 C2 111.4(2) . . ?
C5 N1 C3 107.1(2) . . ?
O1 C1 C2 111.4(2) . . ?
C1 C2 N1 116.4(2) . . ?

_shelx_res_file                  
;
TITL 2_a.res in Pna2(1)
    2.res
    created by SHELXL-2018/3 at 15:00:02 on 24-Mar-2022
REM Old TITL 2 in Pna2(1)
REM SHELXT solution in Pna2(1): R1 0.055, Rweak 0.008, Alpha 0.006
REM <I/s> 0.700 for 128 systematic absences, Orientation as input
REM Flack x = 0.016 ( 0.018 ) from 940 Parsons' quotients
REM Formula found by SHELXT: C5 N O Cl3 Cd
CELL 0.71073 16.8879 8.1763 7.7975 90 90 90
ZERR 4 0.0004 0.0002 0.0002 0 0 0
LATT -1
SYMM -X,-Y,0.5+Z
SYMM 0.5+X,0.5-Y,+Z
SYMM 0.5-X,0.5+Y,0.5+Z
SFAC C H Cd Cl N O
UNIT 20 56 4 12 4 4
DFIX 0.85 0.01 O1 H1
DANG 1.890383 0.02 C1 H1
DANG 2.922576 0.02 Cd1 H1

L.S. 30
PLAN  20
BOND
list 4
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\2.hkl">
REM </olex2.extras>

WGHT    0.012000    0.060400
EXTI    0.008989
FVAR       0.55135
CD1   3    0.490352    0.483555    0.400350    11.00000    0.02971    0.02851 =
         0.02089   -0.00037    0.00057   -0.00235
CL1   4    0.401155    0.236978    0.458059    11.00000    0.04469    0.03653 =
         0.02636   -0.00115   -0.00260   -0.01246
CL2   4    0.424599    0.650267    0.652920    11.00000    0.03018    0.03641 =
         0.02669   -0.00143   -0.00011    0.00752
CL3   4    0.596883    0.411959    0.638270    11.00000    0.02930    0.03558 =
         0.02799   -0.00168   -0.00063    0.00510
O1    6    0.563212    0.725335    0.334888    11.00000    0.04006    0.03050 =
         0.02258   -0.00279    0.00038   -0.00793
H1    2    0.577025    0.725534    0.226876    11.00000   -1.50000
N1    5    0.680577    0.950011    0.515545    11.00000    0.02549    0.02658 =
         0.02756    0.00022   -0.00090   -0.00056
C1    1    0.545661    0.892082    0.377008    11.00000    0.02822    0.03021 =
         0.03077    0.00099   -0.00629    0.00100
AFIX  23
H1B   2    0.489379    0.903064    0.399007    11.00000   -1.20000
H1A   2    0.558874    0.961539    0.280303    11.00000   -1.20000
AFIX   0
C2    1    0.591267    0.947590    0.532313    11.00000    0.02347    0.02828 =
         0.02928   -0.00250    0.00105    0.00106
AFIX  23
H2A   2    0.577519    0.876600    0.627432    11.00000   -1.20000
H2B   2    0.573743    1.057031    0.561728    11.00000   -1.20000
AFIX   0
C3    1    0.713376    1.036006    0.669151    11.00000    0.04011    0.04395 =
         0.04857   -0.01392   -0.01207   -0.00540
AFIX 137
H3B   2    0.770172    1.034940    0.664153    11.00000   -1.50000
H3C   2    0.696089    0.981235    0.771413    11.00000   -1.50000
H3A   2    0.694925    1.147054    0.670507    11.00000   -1.50000
AFIX   0
C4    1    0.705796    1.039198    0.358142    11.00000    0.03675    0.08610 =
         0.04954    0.02941    0.00503   -0.01162
AFIX 137
H4C   2    0.680334    1.144118    0.354557    11.00000   -1.50000
H4B   2    0.691112    0.977105    0.258608    11.00000   -1.50000
H4A   2    0.762192    1.053841    0.359833    11.00000   -1.50000
AFIX   0
C5    1    0.714000    0.780873    0.515672    11.00000    0.03344    0.03739 =
         0.07289   -0.01507   -0.01337    0.01100
AFIX 137
H5C   2    0.698774    0.725695    0.412121    11.00000   -1.50000
H5B   2    0.694002    0.721809    0.612862    11.00000   -1.50000
H5A   2    0.770704    0.786408    0.522112    11.00000   -1.50000
AFIX   0
HKLF 4




REM  2_a.res in Pna2(1)
REM wR2 = 0.0343, GooF = S = 1.051, Restrained GooF = 1.058 for all data
REM R1 = 0.0175 for 2651 Fo > 4sig(Fo) and 0.0189 for all 2763 data
REM 107 parameters refined using 4 restraints

END

WGHT      0.0120      0.0604

REM Highest difference peak  0.280,  deepest hole -0.225,  1-sigma level  0.059
Q1    1   0.5172  0.5167  0.5409  11.00000  0.05    0.28
Q2    1   0.5162  0.5194  0.2625  11.00000  0.05    0.27
Q3    1   0.4817  0.3009  0.4026  11.00000  0.05    0.24
Q4    1   0.5749  0.9407  0.4352  11.00000  0.05    0.22
Q5    1   0.4568  0.6021  0.7751  11.00000  0.05    0.21
Q6    1   0.5621  0.4931  0.4764  11.00000  0.05    0.21
Q7    1   0.5053  0.4209  0.3258  11.00000  0.05    0.21
Q8    1   0.4016  0.1353  0.3814  11.00000  0.05    0.21
Q9    1   0.3646  0.7143  0.5715  11.00000  0.05    0.20
Q10   1   0.5952  0.6038  0.6487  11.00000  0.05    0.20
Q11   1   0.3984  0.7780  0.6969  11.00000  0.05    0.20
Q12   1   0.4253  0.7664  0.8004  11.00000  0.05    0.19
Q13   1   0.5619  0.4928  0.3284  11.00000  0.05    0.19
Q14   1   0.4823  0.5965  0.5231  11.00000  0.05    0.19
Q15   1   0.6354  0.6761  0.1343  11.00000  0.05    0.19
Q16   1   0.7588  0.9859  0.6938  11.00000  0.05    0.19
Q17   1   0.5946  0.5377  0.2134  11.00000  0.05    0.19
Q18   1   0.6763  0.6996  0.4072  11.00000  0.05    0.19
Q19   1   0.5807  0.5630  0.7391  11.00000  0.05    0.19
Q20   1   0.5210  1.1135  0.3795  11.00000  0.05    0.18
;
_shelx_res_checksum              90480
_olex2_submission_special_instructions 'No special instructions were received'
