# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_1_alpha
_database_code_depnum_ccdc_archive 'CCDC 1886374'
loop_
_audit_author_name
_audit_author_address
'one alpha' 'Sun Yat Sen University'
_audit_update_record             
;
2019-05-03 deposited with the CCDC.	2019-08-30 downloaded from the CCDC.
;
_audit_creation_date             2019-05-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cd Cl3, C5 H12 N O'
_chemical_formula_sum            'C5 H12 Cd Cl3 N O'
_chemical_formula_weight         320.91
_chemical_absolute_configuration ad
_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   10.1144(3)
_cell_length_b                   14.5189(5)
_cell_length_c                   6.7661(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     993.60(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7207
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      31.7155
_cell_measurement_theta_min      2.0135
_shelx_estimated_absorpt_T_max   0.590
_shelx_estimated_absorpt_T_min   0.385
_exptl_absorpt_coefficient_mu    2.951
_exptl_absorpt_correction_T_max  0.5898
_exptl_absorpt_correction_T_min  0.3848
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.40t (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.145
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0685
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            6118
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.955
_diffrn_reflns_theta_min         2.454
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  multiwire
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.690
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                1932
_reflns_number_total             1950
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.201
_refine_diff_density_min         -1.024
_refine_diff_density_rms         0.228
_refine_ls_abs_structure_details 
;
 Flack x determined using 757 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(7)
_refine_ls_extinction_coef       0.024(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.173
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         1950
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0400
_refine_ls_restrained_S_all      1.173
_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)+(0.0738P)²+0.2843P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0929
_refine_ls_wR_factor_ref         0.1033
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C4(H4a,H4b), N1(H1a,H1b), C1(H1c,H1d), C5(H5a,H5b), C3(H3a,H3b)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.24220(4) 0.50080(2) 0.53171(5) 0.0237(2) Uani 1 1 d . . . . .
C4 C 0.8315(7) 0.3276(4) 0.6019(9) 0.0391(14) Uani 1 1 d . . . . .
H4A H 0.8557 0.3893 0.5602 0.047 Uiso 1 1 calc R . . . .
H4B H 0.8796 0.2842 0.5201 0.047 Uiso 1 1 calc R . . . .
N1 N 0.6126(5) 0.3772(3) 0.7080(8) 0.0329(11) Uani 1 1 d . . . . .
H1A H 0.5261 0.3709 0.6880 0.039 Uiso 1 1 calc R . . . .
H1B H 0.6344 0.4351 0.6797 0.039 Uiso 1 1 calc R . . . .
O1 O 0.8107(5) 0.4686(3) 0.9270(9) 0.0430(11) Uani 1 1 d . . . . .
H1 H 0.8795 0.4761 0.8649 0.064 Uiso 1 1 calc GR . . . .
C2 C 0.7884(7) 0.3729(4) 0.9550(8) 0.0337(12) Uani 1 1 d . . . . .
H2 H 0.8092 0.3568 1.0922 0.040 Uiso 1 1 calc R . . . .
C1 C 0.6427(7) 0.3585(5) 0.9201(9) 0.0398(14) Uani 1 1 d . . . . .
H1C H 0.6186 0.2956 0.9530 0.048 Uiso 1 1 calc R . . . .
H1D H 0.5920 0.3997 1.0037 0.048 Uiso 1 1 calc R . . . .
C5 C 0.6852(7) 0.3139(4) 0.5725(9) 0.0374(14) Uani 1 1 d . . . . .
H5A H 0.6616 0.3270 0.4365 0.045 Uiso 1 1 calc R . . . .
H5B H 0.6616 0.2505 0.6011 0.045 Uiso 1 1 calc R . . . .
C3 C 0.8710(6) 0.3140(4) 0.8187(11) 0.0374(14) Uani 1 1 d . . . . .
H3A H 0.8601 0.2497 0.8541 0.045 Uiso 1 1 calc R . . . .
H3B H 0.9635 0.3298 0.8351 0.045 Uiso 1 1 calc R . . . .
Cl3 Cl 0.07974(15) 0.42656(9) 0.27369(19) 0.0288(3) Uani 1 1 d . . . . .
Cl2 Cl 0.27259(16) 0.35971(8) 0.78006(16) 0.0281(3) Uani 1 1 d . . . . .
Cl1 Cl 0.42549(15) 0.43647(9) 0.29284(19) 0.0285(3) Uani 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cd1 0.0262(3) 0.0330(3) 0.0120(3) 0.00010(11) 0.00012(10) 0.00367(13)
C4 0.039(4) 0.035(3) 0.043(3) -0.006(3) 0.018(3) 0.005(3)
N1 0.023(2) 0.031(2) 0.045(3) -0.004(2) 0.001(2) 0.0001(18)
O1 0.036(2) 0.037(2) 0.056(3) -0.011(2) 0.000(3) -0.0027(19)
C2 0.037(3) 0.038(3) 0.026(2) 0.001(2) -0.001(2) -0.003(3)
C1 0.033(3) 0.051(3) 0.036(3) 0.000(3) 0.013(3) -0.006(3)
C5 0.052(4) 0.028(2) 0.032(3) -0.007(2) -0.006(3) 0.005(3)
C3 0.028(3) 0.030(2) 0.055(4) -0.001(3) 0.001(3) 0.007(2)
Cl3 0.0270(7) 0.0356(6) 0.0237(6) 0.0029(5) -0.0010(5) -0.0072(6)
Cl2 0.0394(6) 0.0235(5) 0.0215(6) -0.0002(4) -0.0007(6) 0.0011(5)
Cl1 0.0264(7) 0.0402(7) 0.0190(6) -0.0033(5) -0.0009(5) 0.0097(5)

_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 3.38679(10) 2_565 ?
Cd1 Cd1 3.38682(11) 2_564 ?
Cd1 Cl3 2.6287(14) . ?
Cd1 Cl3 2.6526(14) 2_565 ?
Cd1 Cl2 2.6501(12) 2_564 ?
Cd1 Cl2 2.6672(12) . ?
Cd1 Cl1 2.6308(14) . ?
Cd1 Cl1 2.6130(14) 2_565 ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.506(11) . ?
C4 C3 1.533(10) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 C1 1.492(8) . ?
N1 C5 1.491(7) . ?
O1 H1 0.8200 . ?
O1 C2 1.421(7) . ?
C2 H2 0.9800 . ?
C2 C1 1.506(9) . ?
C2 C3 1.510(8) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
Cl3 Cd1 2.6526(14) 2_564 ?
Cl2 Cd1 2.6501(12) 2_565 ?
Cl1 Cd1 2.6131(14) 2_564 ?

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 174.61(3) 2_565 2_564 ?
Cl3 Cd1 Cd1 125.99(4) 2_565 2_564 ?
Cl3 Cd1 Cd1 49.80(3) 2_565 2_565 ?
Cl3 Cd1 Cd1 50.42(3) . 2_564 ?
Cl3 Cd1 Cd1 133.61(4) . 2_565 ?
Cl3 Cd1 Cl3 175.85(4) . 2_565 ?
Cl3 Cd1 Cl2 100.11(4) . . ?
Cl3 Cd1 Cl2 81.45(4) . 2_564 ?
Cl3 Cd1 Cl2 80.69(4) 2_565 . ?
Cl3 Cd1 Cl1 83.51(5) . . ?
Cl2 Cd1 Cd1 130.51(3) 2_564 2_565 ?
Cl2 Cd1 Cd1 50.21(3) . 2_565 ?
Cl2 Cd1 Cd1 128.22(3) . 2_564 ?
Cl2 Cd1 Cd1 50.66(3) 2_564 2_564 ?
Cl2 Cd1 Cl3 97.53(4) 2_564 2_565 ?
Cl2 Cd1 Cl2 176.55(2) 2_564 . ?
Cl1 Cd1 Cd1 50.00(3) 2_565 2_565 ?
Cl1 Cd1 Cd1 135.07(4) 2_565 2_564 ?
Cl1 Cd1 Cd1 49.54(3) . 2_564 ?
Cl1 Cd1 Cd1 125.34(4) . 2_565 ?
Cl1 Cd1 Cl3 100.73(6) 2_565 . ?
Cl1 Cd1 Cl3 83.38(5) 2_565 2_565 ?
Cl1 Cd1 Cl3 92.40(5) . 2_565 ?
Cl1 Cd1 Cl2 97.55(4) 2_565 2_564 ?
Cl1 Cd1 Cl2 91.90(4) . . ?
Cl1 Cd1 Cl2 85.21(4) 2_565 . ?
Cl1 Cd1 Cl2 85.20(4) . 2_564 ?
Cl1 Cd1 Cl1 175.22(5) 2_565 . ?
H4A C4 H4B 108.0 . . ?
C5 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
C5 C4 C3 111.4(5) . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H1A N1 H1B 107.9 . . ?
C1 N1 H1A 109.2 . . ?
C1 N1 H1B 109.2 . . ?
C5 N1 H1A 109.2 . . ?
C5 N1 H1B 109.2 . . ?
C5 N1 C1 112.2(5) . . ?
C2 O1 H1 109.5 . . ?
O1 C2 H2 109.0 . . ?
O1 C2 C1 105.7(5) . . ?
O1 C2 C3 112.6(5) . . ?
C1 C2 H2 109.0 . . ?
C1 C2 C3 111.5(5) . . ?
C3 C2 H2 109.0 . . ?
N1 C1 C2 109.0(5) . . ?
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 . . ?
C4 C5 H5A 109.9 . . ?
C4 C5 H5B 109.9 . . ?
N1 C5 C4 108.7(5) . . ?
N1 C5 H5A 109.9 . . ?
N1 C5 H5B 109.9 . . ?
H5A C5 H5B 108.3 . . ?
C4 C3 H3A 109.3 . . ?
C4 C3 H3B 109.3 . . ?
C2 C3 C4 111.6(5) . . ?
C2 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
Cd1 Cl3 Cd1 79.77(4) . 2_564 ?
Cd1 Cl2 Cd1 79.13(3) 2_565 . ?
Cd1 Cl1 Cd1 80.46(4) 2_564 . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A Cl2 0.89 2.64 3.483(5) 157.5 .
N1 H1B O1 0.89 2.28 3.038(7) 143.3 2_664
O1 H1 Cl1 0.82 2.40 3.137(5) 150.8 2_665

_iucr_refine_instructions_details 
;

    1_alpha.res created by SHELXL-2014/7

TITL 19_e.res in P2(1)2(1)2(1)
REM transformed to space group : P212121
REM Old TITL 19 in P2(1)2(1)2(1)
REM SHELXT solution in P2(1)2(1)2(1)
REM R1 0.278, Rweak 0.019, Alpha 0.106, Orientation as input
REM Flack x = -0.425 ( 1.394 ) from Parsons' quotients
REM Formula found by SHELXT: C9 O1 Cl3 Cd
CELL 0.71073 10.1144 14.5189 6.7661 90 90 90
ZERR 4 0.0003 0.0005 0.0002 0 0 0
LATT -1
SYMM 0.5-X,-Y,0.5+Z
SYMM 0.5+X,0.5-Y,-Z
SYMM -X,0.5+Y,0.5-Z
SFAC C H Cd Cl N O
UNIT 20 48 4 12 4 4
EQIV $1 1.5-X,1-Y,-0.5+Z
EQIV $2 1.5-X,1-Y,0.5+Z
 
L.S. 20
PLAN  20
SIZE 0.4 0.2 0.2
TEMP 25(2)
HTAB N1 Cl2
HTAB N1 O1_$1
HTAB O1 Cl1_$2
BOND $H
LIST 6
HTAB
fmap 2
acta
OMIT -3 52
OMIT 5 4 -3
OMIT 7 5 2
REM <olex2.extras>
REM <HklSrc "%.\\1_alpha.hkl">
REM </olex2.extras>
 
WGHT    0.073800    0.284300
EXTI    0.023730
FVAR       0.51634
CD1   3    0.242204    0.500798    0.531712    11.00000    0.02623    0.03296 =
         0.01196    0.00010    0.00012    0.00367
C4    1    0.831530    0.327634    0.601866    11.00000    0.03898    0.03543 =
         0.04302   -0.00562    0.01767    0.00502
AFIX  23
H4A   2    0.855657    0.389316    0.560239    11.00000   -1.20000
H4B   2    0.879633    0.284175    0.520101    11.00000   -1.20000
AFIX   0
N1    5    0.612619    0.377176    0.707990    11.00000    0.02279    0.03069 =
         0.04518   -0.00359    0.00101    0.00008
AFIX  23
H1A   2    0.526106    0.370948    0.688020    11.00000   -1.20000
H1B   2    0.634420    0.435084    0.679713    11.00000   -1.20000
AFIX   0
O1    6    0.810712    0.468602    0.926961    11.00000    0.03591    0.03684 =
         0.05614   -0.01060   -0.00033   -0.00272
AFIX 147
H1    2    0.879496    0.476103    0.864864    11.00000   -1.50000
AFIX   0
C2    1    0.788369    0.372861    0.955038    11.00000    0.03735    0.03817 =
         0.02568    0.00072   -0.00078   -0.00264
AFIX  13
H2    2    0.809164    0.356791    1.092235    11.00000   -1.20000
AFIX   0
C1    1    0.642724    0.358470    0.920125    11.00000    0.03280    0.05117 =
         0.03551   -0.00042    0.01342   -0.00638
AFIX  23
H1C   2    0.618627    0.295640    0.952960    11.00000   -1.20000
H1D   2    0.592004    0.399699    1.003655    11.00000   -1.20000
AFIX   0
C5    1    0.685210    0.313872    0.572546    11.00000    0.05175    0.02814 =
         0.03228   -0.00704   -0.00649    0.00487
AFIX  23
H5A   2    0.661573    0.326969    0.436479    11.00000   -1.20000
H5B   2    0.661630    0.250497    0.601124    11.00000   -1.20000
AFIX   0
C3    1    0.870984    0.314024    0.818679    11.00000    0.02753    0.02999 =
         0.05471   -0.00070    0.00062    0.00727
AFIX  23
H3A   2    0.860066    0.249731    0.854072    11.00000   -1.20000
H3B   2    0.963533    0.329771    0.835132    11.00000   -1.20000
AFIX   0
CL3   4    0.079740    0.426558    0.273691    11.00000    0.02700    0.03559 =
         0.02368    0.00290   -0.00103   -0.00723
CL2   4    0.272586    0.359710    0.780061    11.00000    0.03936    0.02354 =
         0.02145   -0.00023   -0.00070    0.00105
CL1   4    0.425487    0.436470    0.292842    11.00000    0.02640    0.04017 =
         0.01898   -0.00329   -0.00093    0.00972
HKLF 4
 
REM  19_e.res in P2(1)2(1)2(1)
REM R1 =  0.0400 for    1932 Fo > 4sig(Fo)  and  0.0424 for all    1950 data
REM    102 parameters refined using      0 restraints
 
END  
     
WGHT      0.0738      0.2843 

REM Instructions for potential hydrogen bonds
HTAB N1 Cl2
HTAB N1 O1_$1
HTAB O1 Cl1_$2
EQIV $3 x, y, z+1
HTAB C1 Cl1_$3
EQIV $4 x+1/2, -y+1/2, -z+1
HTAB C5 Cl3_$4
HTAB C3 Cl1_$4

REM Highest difference peak  1.201,  deepest hole -1.024,  1-sigma level  0.228
Q1    1   0.2410  0.5010  0.4011  11.00000  0.05    1.20
Q2    1   0.2427  0.5003  0.6592  11.00000  0.05    0.92
Q3    1   0.7448  0.5394  0.8280  11.00000  0.05    0.63
Q4    1   0.4378  0.4345  0.1716  11.00000  0.05    0.58
Q5    1   0.2563  0.3449  0.6653  11.00000  0.05    0.58
Q6    1   0.0741  0.4246  0.1222  11.00000  0.05    0.55
Q7    1   0.8612  0.2670  1.2287  11.00000  0.05    0.55
Q8    1   0.6328  0.2642  0.7204  11.00000  0.05    0.54
Q9    1   0.9435  0.3157  0.8004  11.00000  0.05    0.54
Q10   1   0.6438  0.2651  0.2333  11.00000  0.05    0.52
Q11   1   0.2377  0.3502  0.7799  11.00000  0.05    0.50
Q12   1   0.6208  0.3211  1.0421  11.00000  0.05    0.49
Q13   1   0.7491  0.4793  0.8529  11.00000  0.05    0.49
Q14   1   0.5672  0.3220  0.7841  11.00000  0.05    0.49
Q15   1   0.7503  0.5047  1.0919  11.00000  0.05    0.49
Q16   1   0.6214  0.3581  0.7810  11.00000  0.05    0.46
Q17   1   0.8639  0.5008  0.9414  11.00000  0.05    0.46
Q18   1   0.8756  0.2637  0.7418  11.00000  0.05    0.46
Q19   1   0.7569  0.1473  0.7161  11.00000  0.05    0.44
Q20   1   0.4582  0.3130  0.6459  11.00000  0.05    0.43

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0400 for 1932 Fo > 4sig(Fo) and 0.0424 for all 7716 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 1.20, deepest hole -1.02
  REM Mean Shift 0, Max Shift 0.001.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0424
  REM R1_gt = 0.0400
  REM wR_ref = 0.1033
  REM GOOF = 1.173
  REM Shift_max = 0.001
  REM Shift_mean = 0
  REM Reflections_all = 7716
  REM Reflections_gt = 1932
  REM Parameters = n/a
  REM Hole = -1.02
  REM Peak = 1.20
  REM Flack = -0.01(7)

  
;
_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_2_delta
_database_code_depnum_ccdc_archive 'CCDC 1901973'
loop_
_audit_author_name
_audit_author_address
'one delta two delta'
;Sun Yat-Sen University
China
;
_audit_update_record             
;
2019-03-08 deposited with the CCDC.	2019-08-30 downloaded from the CCDC.
;
_audit_creation_date             2019-02-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        2_delta
_chemical_formula_moiety         '0.5(Cd2 Cl6), 1(C5 H12 N O)'
_chemical_formula_sum            'C5 H12 Cd Cl3 N O'
_chemical_formula_weight         320.91
_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 0.0181 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'
Cd Cd 0.1185 4.6533 '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'
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      hexagonal
_space_group_IT_number           182
_space_group_name_H-M_alt        'P 63 2 2'
_space_group_name_Hall           'P 6c 2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x-y, x, z+1/2'
'-y, x-y, z'
'-x, -y, z+1/2'
'-x+y, -x, z'
'y, -x+y, z+1/2'
'x-y, -y, -z'
'-x, -x+y, -z'
'y, x, -z'
'-y, -x, -z+1/2'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/2'

_cell_length_a                   9.4477(8)
_cell_length_b                   9.4477(8)
_cell_length_c                   6.7395(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     520.97(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    932
_cell_measurement_temperature    450(2)
_cell_measurement_theta_max      46.8630
_cell_measurement_theta_min      8.4320
_shelx_estimated_absorpt_T_max   0.089
_shelx_estimated_absorpt_T_min   0.038
_exptl_absorpt_coefficient_mu    23.477
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.09421
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.046
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             312
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0636
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            1798
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        47.518
_diffrn_reflns_theta_max         47.518
_diffrn_reflns_theta_min         5.407
_diffrn_ambient_temperature      450(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.364
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                135
_reflns_number_total             165
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details 
;
 Flack x determined using 29 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.208
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     71
_refine_ls_number_reflns         165
_refine_ls_number_restraints     98
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0307
_refine_ls_restrained_S_all      0.871
_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)+(0.0523P)²+0.4710P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0796
_refine_ls_wR_factor_ref         0.0857
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O1-C2
 1.43 with sigma of 0.01
 C1-N1 = C2-C1 = C3-C2 = N1-C5 = C4-C3 = C4-C5
 1.5 with sigma of 0.01
 C5-C1 = C1-C3 = C3-C5 = N1-C4 = C4-C2 = C2-N1
 2.52 with sigma of 0.02
 C1-O1 \\sim C3-O1
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C5 \\sim N1 \\sim C1 \\sim C4 \\sim C2 \\sim C3 \\sim O1: within 2A with sigma
of 0.04 and sigma for terminal atoms of 0.08
Uanis(C3) \\sim Ueq, Uanis(N1) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C1) \\sim
Ueq, Uanis(C4) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(O1) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: N1(0.16667) H1a(0.16667) H1b(0.16667) C4(0.16667) H4a(0.16667)
 H4b(0.16667) O1(0.16667) H1(0.16667) C2(0.16667) H2(0.16667) C3(0.16667)
 H3a(0.16667) H3b(0.16667) C5(0.16667) H5a(0.16667) H5b(0.16667) C1(0.16667)
 H1c(0.16667) H1d(0.16667)
5.a Riding coordinates:
 C4(H4a,H4b), O1(H1), C2(H2), C3(H3a,H3b), C5(H5a,H5b), C1(H1c,H1d)
5.b Secondary CH2 refined with riding coordinates:
 N1(H1a,H1b)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 1.0000 1.0000 0.5000 0.1197(14) Uani 1 6 d S T P . .
Cl1 Cl 0.8760(3) 0.7520(6) 0.2500 0.143(2) Uani 1 2 d S T P . .
N1 N 0.437(15) 0.624(17) 0.393(18) 0.21(4) Uani 0.1667 1 d D U . A -1
H1A H 0.4616 0.5670 0.3086 0.247 Uiso 0.1667 1 calc R . . A -1
H1B H 0.4926 0.6368 0.5042 0.247 Uiso 0.1667 1 calc R . . A -1
C4 C 0.148(11) 0.532(15) 0.28(3) 0.20(4) Uani 0.1667 1 d D U . A -1
H4A H 0.1679 0.4813 0.1823 0.246 Uiso 0.1667 1 d R . . A -1
H4B H 0.0577 0.4583 0.3409 0.246 Uiso 0.1667 1 d R . . A -1
O1 O 0.389(9) 0.656(13) 0.031(11) 0.15(3) Uani 0.1667 1 d D U . A -1
H1 H 0.3771 0.6460 -0.0891 0.228 Uiso 0.1667 1 d R . . A -1
C2 C 0.386(10) 0.787(11) 0.14(2) 0.21(4) Uani 0.1667 1 d D U . A -1
H2 H 0.3599 0.8699 0.0934 0.247 Uiso 0.1667 1 d R . . A -1
C3 C 0.206(10) 0.694(14) 0.18(2) 0.20(4) Uani 0.1667 1 d D U . A -1
H3A H 0.1508 0.7240 0.2765 0.237 Uiso 0.1667 1 d R . . A -1
H3B H 0.1338 0.6458 0.0674 0.237 Uiso 0.1667 1 d R . . A -1
C5 C 0.258(17) 0.529(18) 0.438(18) 0.21(4) Uani 0.1667 1 d D U . A -1
H5A H 0.2838 0.4442 0.4648 0.258 Uiso 0.1667 1 d R . . A -1
H5B H 0.2238 0.5554 0.5611 0.258 Uiso 0.1667 1 d R . . A -1
C1 C 0.492(12) 0.790(15) 0.30(2) 0.20(4) Uani 0.1667 1 d D U . A -1
H1C H 0.4503 0.8213 0.4175 0.246 Uiso 0.1667 1 d R . . A -1
H1D H 0.5893 0.8859 0.2577 0.246 Uiso 0.1667 1 d R . . A -1

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 0.1534(19) 0.1534(19) 0.0522(15) 0.000 0.000 0.0767(9)
Cl1 0.193(4) 0.141(4) 0.078(3) 0.000 -0.001(7) 0.070(2)
N1 0.21(4) 0.21(4) 0.20(4) 0.001(17) -0.004(17) 0.10(2)
C4 0.20(4) 0.20(4) 0.21(4) 0.000(17) 0.001(17) 0.10(2)
O1 0.16(5) 0.14(4) 0.13(3) 0.02(3) -0.01(3) 0.05(3)
C2 0.21(4) 0.21(4) 0.20(4) 0.002(17) 0.000(17) 0.10(2)
C3 0.20(4) 0.20(4) 0.20(4) 0.003(17) -0.002(17) 0.10(2)
C5 0.22(4) 0.21(4) 0.21(4) 0.001(17) 0.000(17) 0.10(2)
C1 0.20(4) 0.21(4) 0.21(4) 0.001(17) -0.003(17) 0.10(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 3.3697(2) 2_655 ?
Cd1 Cd1 3.3697(2) 2_654 ?
Cd1 Cl1 2.638(4) 5_675 ?
Cd1 Cl1 2.638(4) 4_775 ?
Cd1 Cl1 2.638(4) 3_765 ?
Cd1 Cl1 2.638(4) . ?
Cd1 Cl1 2.638(4) 2_655 ?
Cd1 Cl1 2.638(4) 6_565 ?
Cl1 Cd1 2.638(4) 2_654 ?
N1 C5 1.501(18) . ?
N1 C1 1.504(18) . ?
C4 C3 1.499(18) . ?
C4 C5 1.498(18) . ?
O1 C2 1.432(18) . ?
C2 C3 1.502(18) . ?
C2 C1 1.504(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cd1 Cd1 Cd1 180.0 2_654 2_655 ?
Cl1 Cd1 Cd1 50.30(7) 3_765 2_654 ?
Cl1 Cd1 Cd1 129.70(7) 3_765 2_655 ?
Cl1 Cd1 Cd1 50.30(7) 6_565 2_655 ?
Cl1 Cd1 Cd1 129.70(7) . 2_655 ?
Cl1 Cd1 Cd1 129.70(7) 5_675 2_655 ?
Cl1 Cd1 Cd1 50.30(7) 2_655 2_655 ?
Cl1 Cd1 Cd1 50.30(7) . 2_654 ?
Cl1 Cd1 Cd1 129.70(7) 4_775 2_654 ?
Cl1 Cd1 Cd1 129.70(7) 6_565 2_654 ?
Cl1 Cd1 Cd1 50.30(7) 5_675 2_654 ?
Cl1 Cd1 Cd1 50.30(7) 4_775 2_655 ?
Cl1 Cd1 Cd1 129.70(7) 2_655 2_654 ?
Cl1 Cd1 Cl1 180.0 . 4_775 ?
Cl1 Cd1 Cl1 83.57(11) 5_675 3_765 ?
Cl1 Cd1 Cl1 96.43(11) 2_655 3_765 ?
Cl1 Cd1 Cl1 96.43(10) 4_775 5_675 ?
Cl1 Cd1 Cl1 180.0 5_675 2_655 ?
Cl1 Cd1 Cl1 83.57(11) 4_775 2_655 ?
Cl1 Cd1 Cl1 83.57(11) 2_655 6_565 ?
Cl1 Cd1 Cl1 96.43(11) . 6_565 ?
Cl1 Cd1 Cl1 96.43(11) 4_775 3_765 ?
Cl1 Cd1 Cl1 96.43(10) . 2_655 ?
Cl1 Cd1 Cl1 83.57(10) . 5_675 ?
Cl1 Cd1 Cl1 83.57(11) 4_775 6_565 ?
Cl1 Cd1 Cl1 180.0 6_565 3_765 ?
Cl1 Cd1 Cl1 96.43(11) 5_675 6_565 ?
Cl1 Cd1 Cl1 83.57(11) . 3_765 ?
Cd1 Cl1 Cd1 79.40(14) . 2_654 ?
C5 N1 C1 114(3) . . ?
C5 C4 C3 116(3) . . ?
O1 C2 C3 95(4) . . ?
O1 C2 C1 95(4) . . ?
C3 C2 C1 114(3) . . ?
C4 C3 C2 115(3) . . ?
C4 C5 N1 116(3) . . ?
N1 C1 C2 114(3) . . ?

_iucr_refine_instructions_details 
;

    2_delta.res created by SHELXL-2014/7

TITL 1_delta in P6322 #182
REM reset to P6322 #182
CELL 1.54184 9.447749 9.447749 6.739491 90 90 120
ZERR 2 0.000848 0.000848 0.000478 0 0 0
LATT -1
SYMM -Y+X,+X,0.5+Z
SYMM -Y,+X-Y,+Z
SYMM -X,-Y,0.5+Z
SYMM +Y-X,-X,+Z
SYMM +Y,-X+Y,0.5+Z
SYMM -Y+X,-Y,-Z
SYMM -X,-X+Y,-Z
SYMM +Y,+X,-Z
SYMM -Y,-X,0.5-Z
SYMM +Y-X,+Y,0.5-Z
SYMM +X,+X-Y,0.5-Z
SFAC C H Cd Cl N O
UNIT 10 24 2 6 2 2
DFIX 1.43 0.01 O1 C2
DFIX 1.5 0.01 C1 N1 C2 C1 C3 C2 N1 C5 C4 C3 C4 C5
DFIX 2.52 C5 C1 C1 C3 C3 C5 N1 C4 C4 C2 C2 N1
SADI C1 O1 C3 O1
SIMU C5 N1 C1 C4 C2 C3 O1
ISOR 0.01 0.02 C3 N1 C5 C1 C4 C2 O1
 
L.S. 99
PLAN  2
SIZE 0.2 0.2 0.4
TEMP 177(2)
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\2_delta.hkl">
REM </olex2.extras>
 
WGHT    0.052300    0.471000
FVAR       9.98484
CD1   3    1.000000    1.000000    0.500000    10.16667    0.15341    0.15341 =
         0.05218    0.00000    0.00000    0.07671
CL1   4    0.875984    0.751967    0.250000    10.50000    0.19274    0.14058 =
         0.07840    0.00000   -0.00115    0.07029
PART -1
N1    5    0.437113    0.624301    0.392632    10.16667    0.20620    0.20767 =
         0.20492    0.00098   -0.00383    0.10411
AFIX  23
H1A   2    0.461558    0.567027    0.308565    10.16667   -1.20000
H1B   2    0.492609    0.636827    0.504186    10.16667   -1.20000
AFIX   0
C4    1    0.147729    0.532000    0.279647    10.16667    0.20217    0.20377 =
         0.20608   -0.00015    0.00103    0.09993
AFIX   3
H4A   2    0.167879    0.481310    0.182267    10.16667   -1.20000
H4B   2    0.057659    0.458260    0.340927    10.16667   -1.20000
AFIX   0
O1    6    0.388552    0.655833    0.031406    10.16667    0.15828    0.13944 =
         0.13098    0.02141   -0.00769    0.05464
AFIX   3
H1    2    0.377112    0.646003   -0.089064    10.16667   -1.50000
AFIX   0
C2    1    0.386241    0.786855    0.135302    10.16667    0.20592    0.20581 =
         0.20236    0.00223   -0.00016    0.10053
AFIX   3
H2    2    0.359881    0.869945    0.093422    10.16667   -1.20000
AFIX   0
C3    1    0.206354    0.693561    0.179592    10.16667    0.19835    0.19923 =
         0.20046    0.00276   -0.00188    0.10302
AFIX   3
H3A   2    0.150764    0.723971    0.276503    10.16667   -1.20000
H3B   2    0.133784    0.645761    0.067352    10.16667   -1.20000
AFIX   0
C5    1    0.257621    0.528969    0.437670    10.16667    0.21511    0.21325 =
         0.21221    0.00083    0.00025    0.10459
AFIX   3
H5A   2    0.283781    0.444169    0.464850    10.16667   -1.20000
H5B   2    0.223791    0.555359    0.561100    10.16667   -1.20000
AFIX   0
C1    1    0.491752    0.790016    0.304392    10.16667    0.20192    0.20557 =
         0.20506    0.00135   -0.00266    0.10080
AFIX   3
H1C   2    0.450342    0.821256    0.417512    10.16667   -1.20000
H1D   2    0.589332    0.885866    0.257652    10.16667   -1.20000
AFIX   0
HKLF 4
 
REM  1_delta in P6322 #182
REM R1 =  0.0307 for     135 Fo > 4sig(Fo)  and  0.0369 for all     165 data
REM     71 parameters refined using     98 restraints
 
END  
     
WGHT      0.0523      0.4710 

REM Highest difference peak  0.234,  deepest hole -0.367,  1-sigma level  0.064
Q1    1   0.9648  0.9296  0.2500  10.50000  0.05    0.23
Q2    1   0.9149  0.9574  0.2500  10.50000  0.05    0.23

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0307 for 135 Fo > 4sig(Fo) and 0.0369 for all 1810 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.23, deepest hole -0.37
  REM Mean Shift 0, Max Shift 0.000.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0369
  REM R1_gt = 0.0307
  REM wR_ref = 0.0857
  REM GOOF = 1.208
  REM Shift_max = 0.000
  REM Shift_mean = 0
  REM Reflections_all = 1810
  REM Reflections_gt = 135
  REM Parameters = n/a
  REM Hole = -0.37
  REM Peak = 0.23
  REM Flack = -0.3(4)

  
;
_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_2_beta
_database_code_depnum_ccdc_archive 'CCDC 1886377'
loop_
_audit_author_name
_audit_author_address
'two beta'
;Sun Yat Sen University
China
;
_audit_update_record             
;
2019-05-03 deposited with the CCDC.	2019-08-30 downloaded from the CCDC.
;
_audit_creation_date             2019-03-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cd Cl3, C5 H12 N O'
_chemical_formula_sum            'C5 H12 Cd Cl3 N O'
_chemical_formula_weight         320.91
_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   9.2835(3)
_cell_length_b                   15.4731(5)
_cell_length_c                   6.7890(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     975.20(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7039
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      31.6680
_cell_measurement_theta_min      2.2290
_shelx_estimated_absorpt_T_max   0.585
_shelx_estimated_absorpt_T_min   0.379
_exptl_absorpt_coefficient_mu    3.007
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41187
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.40t (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.186
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0779
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            8071
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.957
_diffrn_reflns_theta_min         2.559
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.684
_reflns_Friedel_fraction_full    0.979
_reflns_Friedel_fraction_max     0.961
_reflns_number_gt                2166
_reflns_number_total             2295
_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    ?
_refine_diff_density_max         1.490
_refine_diff_density_min         -1.258
_refine_diff_density_rms         0.305
_refine_ls_abs_structure_details 
;
 Flack x determined using 773 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.09(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         2295
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0668
_refine_ls_R_factor_gt           0.0561
_refine_ls_restrained_S_all      1.132
_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)+(0.1275P)²+2.6198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1538
_refine_ls_wR_factor_ref         0.1936
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B), N1(H1A,H1B), C3(H3A,H3B), C1(H1C,H1D)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.24893(8) 0.49791(4) 0.53068(11) 0.0291(3) Uani 1 1 d . . . . .
Cl2 Cl 0.2350(3) 0.36785(15) 0.7825(4) 0.0375(6) Uani 1 1 d . . . . .
Cl1 Cl 0.4174(3) 0.4216(2) 0.2809(4) 0.0440(7) Uani 1 1 d . . . . .
Cl3 Cl 0.0488(2) 0.44975(19) 0.2794(4) 0.0366(6) Uani 1 1 d . . . . .
C4 C 0.7404(16) 0.3304(13) 0.550(2) 0.067(4) Uani 1 1 d . . . . .
H4A H 0.7199 0.3514 0.4184 0.080 Uiso 1 1 calc R . . . .
H4B H 0.8205 0.2902 0.5411 0.080 Uiso 1 1 calc R . . . .
C5 C 0.6149(15) 0.2856(10) 0.626(2) 0.053(3) Uani 1 1 d . . . . .
H5A H 0.5328 0.3243 0.6248 0.064 Uiso 1 1 calc R . . . .
H5B H 0.5927 0.2367 0.5422 0.064 Uiso 1 1 calc R . . . .
O1 O 0.9166(10) 0.3129(7) 0.9045(19) 0.066(3) Uani 1 1 d . . . . .
H1 H 0.9861 0.3298 0.8407 0.100 Uiso 1 1 calc GR . . . .
N1 N 0.6389(14) 0.2554(9) 0.8256(18) 0.058(3) Uani 1 1 d . . . . .
H1A H 0.7128 0.2188 0.8276 0.069 Uiso 1 1 calc R . . . .
H1B H 0.5611 0.2275 0.8686 0.069 Uiso 1 1 calc R . . . .
C3 C 0.7827(18) 0.4063(11) 0.682(3) 0.071(5) Uani 1 1 d . . . . .
H3A H 0.8714 0.4323 0.6351 0.085 Uiso 1 1 calc R . . . .
H3B H 0.7077 0.4500 0.6804 0.085 Uiso 1 1 calc R . . . .
C1 C 0.6695(17) 0.3297(10) 0.9557(19) 0.054(3) Uani 1 1 d . . . . .
H1C H 0.6824 0.3100 1.0902 0.064 Uiso 1 1 calc R . . . .
H1D H 0.5897 0.3701 0.9527 0.064 Uiso 1 1 calc R . . . .
C2 C 0.8025(17) 0.3722(9) 0.885(2) 0.059(4) Uani 1 1 d . . . . .
H2 H 0.8224 0.4213 0.9716 0.070 Uiso 1 1 calc R . . . .

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 0.0380(5) 0.0374(5) 0.0120(5) -0.00075(19) 0.00023(18) 0.0018(3)
Cl2 0.0559(14) 0.0324(10) 0.0242(11) 0.0013(8) 0.0024(11) -0.0053(10)
Cl1 0.0493(13) 0.0616(16) 0.0211(11) 0.0031(11) 0.0036(11) 0.0271(12)
Cl3 0.0339(10) 0.0532(13) 0.0228(10) 0.0002(11) -0.0007(9) -0.0099(10)
C4 0.052(8) 0.096(12) 0.052(9) 0.011(8) 0.000(7) 0.009(9)
C5 0.051(6) 0.058(7) 0.051(8) 0.004(6) -0.003(6) 0.005(6)
O1 0.048(5) 0.073(6) 0.078(8) 0.002(6) -0.021(5) -0.002(5)
N1 0.058(6) 0.071(7) 0.044(6) -0.003(6) 0.003(5) -0.027(6)
C3 0.073(9) 0.058(8) 0.082(12) 0.027(8) 0.018(9) 0.012(7)
C1 0.062(8) 0.068(8) 0.031(6) -0.008(6) 0.010(6) 0.014(7)
C2 0.068(8) 0.050(7) 0.058(9) -0.003(6) -0.019(7) -0.010(6)

_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 3.39519(15) 2_564 ?
Cd1 Cd1 3.39516(15) 2_565 ?
Cd1 Cl2 2.644(2) . ?
Cd1 Cl2 2.679(2) 2_564 ?
Cd1 Cl1 2.592(3) . ?
Cd1 Cl1 2.612(3) 2_565 ?
Cd1 Cl3 2.630(2) . ?
Cd1 Cl3 2.652(2) 2_565 ?
Cl2 Cd1 2.679(2) 2_565 ?
Cl1 Cd1 2.612(3) 2_564 ?
Cl3 Cd1 2.652(2) 2_564 ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.45(2) . ?
C4 C3 1.53(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 N1 1.448(18) . ?
O1 H1 0.8200 . ?
O1 C2 1.408(18) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 C1 1.477(18) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.49(2) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C1 C2 1.48(2) . ?
C2 H2 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cd1 Cd1 Cd1 177.71(4) 2_565 2_564 ?
Cl2 Cd1 Cd1 131.41(6) . 2_564 ?
Cl2 Cd1 Cd1 49.91(5) 2_564 2_564 ?
Cl2 Cd1 Cd1 127.86(6) 2_564 2_565 ?
Cl2 Cd1 Cd1 50.82(5) . 2_565 ?
Cl2 Cd1 Cl2 178.64(8) . 2_564 ?
Cl2 Cd1 Cl3 81.67(8) . 2_565 ?
Cl1 Cd1 Cd1 131.25(7) . 2_565 ?
Cl1 Cd1 Cd1 49.53(6) . 2_564 ?
Cl1 Cd1 Cd1 49.01(6) 2_565 2_565 ?
Cl1 Cd1 Cd1 130.14(6) 2_565 2_564 ?
Cl1 Cd1 Cl2 96.06(8) . . ?
Cl1 Cd1 Cl2 85.05(9) 2_565 . ?
Cl1 Cd1 Cl2 84.74(8) . 2_564 ?
Cl1 Cd1 Cl2 94.13(9) 2_565 2_564 ?
Cl1 Cd1 Cl1 178.57(3) . 2_565 ?
Cl1 Cd1 Cl3 97.39(9) . 2_565 ?
Cl1 Cd1 Cl3 81.87(9) 2_565 2_565 ?
Cl1 Cd1 Cl3 82.69(9) . . ?
Cl1 Cd1 Cl3 98.01(9) 2_565 . ?
Cl3 Cd1 Cd1 128.81(6) 2_565 2_564 ?
Cl3 Cd1 Cd1 131.15(6) . 2_565 ?
Cl3 Cd1 Cd1 49.71(5) 2_565 2_565 ?
Cl3 Cd1 Cd1 50.29(5) . 2_564 ?
Cl3 Cd1 Cl2 97.15(8) 2_565 2_564 ?
Cl3 Cd1 Cl2 99.75(8) . . ?
Cl3 Cd1 Cl2 81.43(8) . 2_564 ?
Cl3 Cd1 Cl3 178.56(6) . 2_565 ?
Cd1 Cl2 Cd1 79.27(7) . 2_565 ?
Cd1 Cl1 Cd1 81.46(7) . 2_564 ?
Cd1 Cl3 Cd1 80.00(6) . 2_564 ?
H4A C4 H4B 108.0 . . ?
C5 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
C5 C4 C3 111.3(14) . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
C4 C5 H5A 109.4 . . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
N1 C5 C4 111.4(13) . . ?
N1 C5 H5A 109.4 . . ?
N1 C5 H5B 109.4 . . ?
C2 O1 H1 109.5 . . ?
C5 N1 H1A 109.7 . . ?
C5 N1 H1B 109.7 . . ?
C5 N1 C1 109.7(12) . . ?
H1A N1 H1B 108.2 . . ?
C1 N1 H1A 109.7 . . ?
C1 N1 H1B 109.7 . . ?
C4 C3 H3A 110.2 . . ?
C4 C3 H3B 110.2 . . ?
H3A C3 H3B 108.5 . . ?
C2 C3 C4 107.5(13) . . ?
C2 C3 H3A 110.2 . . ?
C2 C3 H3B 110.2 . . ?
N1 C1 H1C 110.1 . . ?
N1 C1 H1D 110.1 . . ?
N1 C1 C2 108.2(11) . . ?
H1C C1 H1D 108.4 . . ?
C2 C1 H1C 110.1 . . ?
C2 C1 H1D 110.1 . . ?
O1 C2 C3 114.4(15) . . ?
O1 C2 C1 107.8(12) . . ?
O1 C2 H2 107.8 . . ?
C3 C2 H2 107.8 . . ?
C1 C2 C3 110.9(13) . . ?
C1 C2 H2 107.8 . . ?


loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 Cl2 0.82 2.42 3.186(8) 156.4 1_655
N1 H1B O1 0.90 2.13 2.955(12) 152.4 3_457

_iucr_refine_instructions_details 
;
TITL hwh_1804012_mo_b.res in P2(1)2(1)2(1)
REM transformed to space group : P212121
REM transformed to space group :
CELL 0.71073 9.2835 15.4731 6.789 90 90 90
ZERR 4 0.0003 0.0005 0.0003 0 0 0
LATT -1
SYMM 0.5-X,-Y,0.5+Z
SYMM 0.5+X,0.5-Y,-Z
SYMM -X,0.5+Y,0.5-Z
SFAC C H Cd Cl N O
UNIT 20 48 4 12 4 4
EQIV $1 1+X,+Y,+Z
EQIV $2 -0.5+X,0.5-Y,2-Z
 
L.S. 99
PLAN  1
SIZE 0.2 0.2 0.4
TEMP 25(2)
HTAB O1 Cl2_$1
HTAB N1 O1_$2
BOND $H
HTAB
LIST 6
fmap 2
acta
MERG 2
OMIT -3 56
OMIT 3 7 4
OMIT 2 7 4
OMIT 5 7 2
OMIT 4 1 -4
OMIT 4 2 -4
OMIT 3 6 4
OMIT -4 1 4
OMIT -4 2 4
REM <olex2.extras>
REM <HklSrc "%.\\2_beta.hkl">
REM </olex2.extras>
 
WGHT    0.127800    2.606700
FVAR       0.48019
CD1   3    0.248926    0.497905    0.530682    11.00000    0.03805    0.03737 =
         0.01201   -0.00075    0.00023    0.00185
CL2   4    0.235037    0.367855    0.782522    11.00000    0.05588    0.03243 =
         0.02424    0.00134    0.00239   -0.00531
CL1   4    0.417382    0.421561    0.280905    11.00000    0.04928    0.06156 =
         0.02114    0.00312    0.00361    0.02709
CL3   4    0.048817    0.449755    0.279447    11.00000    0.03388    0.05321 =
         0.02276    0.00025   -0.00069   -0.00993
C4    1    0.740450    0.330354    0.549963    11.00000    0.05191    0.09641 =
         0.05208    0.01072   -0.00023    0.00869
AFIX  23
H4A   2    0.719876    0.351418    0.418366    11.00000   -1.20000
H4B   2    0.820487    0.290242    0.541135    11.00000   -1.20000
AFIX   0
C5    1    0.614852    0.285552    0.626460    11.00000    0.05077    0.05772 =
         0.05147    0.00433   -0.00349    0.00445
AFIX  23
H5A   2    0.532754    0.324323    0.624801    11.00000   -1.20000
H5B   2    0.592713    0.236681    0.542252    11.00000   -1.20000
AFIX   0
O1    6    0.916597    0.312873    0.904473    11.00000    0.04790    0.07301 =
         0.07825    0.00184   -0.02102   -0.00155
AFIX 147
H1    2    0.986130    0.329798    0.840754    11.00000   -1.50000
AFIX   0
N1    5    0.638869    0.255350    0.825646    11.00000    0.05793    0.07120 =
         0.04387   -0.00258    0.00252   -0.02687
AFIX  23
H1A   2    0.713679    0.218365    0.827585    11.00000   -1.20000
H1B   2    0.560264    0.227141    0.869087    11.00000   -1.20000
AFIX   0
C3    1    0.782702    0.406318    0.681846    11.00000    0.07275    0.05771 =
         0.08190    0.02670    0.01822    0.01214
AFIX  23
H3A   2    0.871416    0.432329    0.635116    11.00000   -1.20000
H3B   2    0.707715    0.449969    0.680403    11.00000   -1.20000
AFIX   0
C1    1    0.669488    0.329651    0.955663    11.00000    0.06179    0.06799 =
         0.03099   -0.00804    0.01039    0.01369
AFIX  23
H1C   2    0.682385    0.310036    1.090215    11.00000   -1.20000
H1D   2    0.589702    0.370109    0.952701    11.00000   -1.20000
AFIX   0
C2    1    0.802505    0.372234    0.884656    11.00000    0.06830    0.04962 =
         0.05816   -0.00276   -0.01892   -0.01019
AFIX  13
H2    2    0.822418    0.421353    0.971623    11.00000   -1.20000
HKLF 4
 
REM  hwh_1804012_mo_b.res in P2(1)2(1)2(1)
REM R1 =  0.0561 for   2166 Fo > 4sig(Fo)  and  0.0668 for all   2295 data
REM    101 parameters refined using      0 restraints
 
END  
     
WGHT      0.1278      2.6054 
REM Highest difference peak  1.491,  deepest hole -1.258,  1-sigma level  0.305
Q1    1   0.2400  0.5382  0.4947  11.00000  0.05    1.49

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0561 for 2166 Fo > 4sig(Fo) and 0.0668 for all 8856 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 1.49, deepest hole -1.26
  REM Mean Shift 0, Max Shift 0.000.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0668
  REM R1_gt = 0.0561
  REM wR_ref = 0.1937
  REM GOOF = 1.131
  REM Shift_max = 0.000
  REM Shift_mean = 0
  REM Reflections_all = 8856
  REM Reflections_gt = 2166
  REM Parameters = n/a
  REM Hole = -1.26
  REM Peak = 1.49
  REM Flack = 0.10(14)

  
;
_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_2_alpha
_database_code_depnum_ccdc_archive 'CCDC 1886376'
loop_
_audit_author_name
_audit_author_address
'two alpha'
;Sun Yat Sen University
China
;
_audit_update_record             
;
2019-05-03 deposited with the CCDC.	2019-08-30 downloaded from the CCDC.
;
_audit_creation_date             2019-03-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'Cd Cl3, C5 H12 N O'
_chemical_formula_sum            'C5 H12 Cd Cl3 N O'
_chemical_formula_weight         320.91
_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'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 '-x, y+1/2, -z+1/2'
4 'x+1/2, -y+1/2, -z'

_cell_length_a                   10.1085(3)
_cell_length_b                   14.5205(4)
_cell_length_c                   6.7609(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     992.37(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5349
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      31.7180
_cell_measurement_theta_min      3.0050
_exptl_absorpt_coefficient_mu    2.955
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.45783
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.40t (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.148
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            4760
_diffrn_reflns_theta_full        25.97
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         2.46
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD plate'
_diffrn_measurement_method       ?
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1871
_reflns_number_total             1931
_reflns_threshold_expression     >2sigma(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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.583
_refine_diff_density_min         -0.864
_refine_diff_density_rms         0.219
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(4)
_refine_ls_extinction_coef       0.0260(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         1931
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0286
_refine_ls_restrained_S_all      1.105
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0519P)²+0.3802P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0731
_refine_ls_wR_factor_ref         0.0760
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), N1(H1B,H1A), C1(H1D,H1C), C5(H5A,H5B), C3(H3A,H3B)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Cd1 Cd 0.25781(3) 0.500800(15) 0.53175(3) 0.02527(13) Uani 1 d . . .
Cl3 Cl 0.07435(9) 0.43655(6) 0.29319(12) 0.0299(2) Uani 1 d . . .
Cl1 Cl 0.42051(9) 0.42676(6) 0.27372(13) 0.0300(2) Uani 1 d . . .
Cl2 Cl 0.22730(10) 0.35970(5) 0.78015(11) 0.0297(2) Uani 1 d . . .
C4 C 0.6685(4) 0.3270(3) 0.6027(6) 0.0417(10) Uani 1 d . . .
H4A H 0.6207 0.2830 0.5216 0.050 Uiso 1 calc . . R
H4B H 0.6436 0.3884 0.5600 0.050 Uiso 1 calc . . R
N1 N 0.8879(3) 0.3771(2) 0.7078(5) 0.0337(7) Uani 1 d . . .
H1B H 0.9753 0.3704 0.6875 0.040 Uiso 1 calc . . R
H1A H 0.8662 0.4358 0.6799 0.040 Uiso 1 calc . . R
O1 O 0.6899(3) 0.46887(17) 0.9269(5) 0.0434(7) Uani 1 d . . .
H1 H 0.6224 0.4765 0.8618 0.065 Uiso 1 calc . . GR
C2 C 0.7119(4) 0.3726(3) 0.9554(5) 0.0348(8) Uani 1 d . . .
H2 H 0.6911 0.3564 1.0926 0.042 Uiso 1 calc . . R
C1 C 0.8572(5) 0.3576(3) 0.9193(6) 0.0421(10) Uani 1 d . . .
H1D H 0.9085 0.3981 1.0038 0.051 Uiso 1 calc . . R
H1C H 0.8806 0.2945 0.9507 0.051 Uiso 1 calc . . R
C5 C 0.8141(5) 0.3140(2) 0.5724(6) 0.0382(9) Uani 1 d . . .
H5A H 0.8381 0.2506 0.5999 0.046 Uiso 1 calc . . R
H5B H 0.8370 0.3275 0.4362 0.046 Uiso 1 calc . . R
C3 C 0.6287(4) 0.3142(3) 0.8180(7) 0.0388(9) Uani 1 d . . .
H3A H 0.5363 0.3306 0.8338 0.047 Uiso 1 calc . . R
H3B H 0.6385 0.2499 0.8538 0.047 Uiso 1 calc . . R

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 0.02711(19) 0.03408(19) 0.01462(19) 0.00004(8) -0.00024(7) -0.00381(10)
Cl3 0.0262(4) 0.0424(4) 0.0211(4) -0.0037(3) 0.0011(3) -0.0093(4)
Cl1 0.0280(4) 0.0366(4) 0.0254(4) 0.0032(4) 0.0012(3) 0.0074(4)
Cl2 0.0405(5) 0.0247(3) 0.0239(4) 0.0000(3) -0.0002(4) -0.0006(3)
C4 0.040(2) 0.0375(19) 0.048(2) -0.0068(19) -0.018(2) -0.0038(18)
N1 0.0236(16) 0.0312(14) 0.0463(18) -0.0013(14) 0.0013(14) -0.0014(12)
O1 0.0400(17) 0.0330(13) 0.0573(18) -0.0114(13) -0.0034(16) 0.0032(12)
C2 0.037(2) 0.040(2) 0.0279(17) 0.0003(15) 0.0010(15) 0.0017(17)
C1 0.036(2) 0.054(2) 0.0362(19) -0.003(2) -0.0135(19) 0.007(2)
C5 0.052(3) 0.0303(17) 0.0327(17) -0.0050(16) 0.0045(18) -0.0017(17)
C3 0.0279(19) 0.0292(17) 0.059(3) -0.0022(18) 0.001(2) -0.0059(15)

_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 3.38421(10) 2_565 ?
Cd1 Cd1 3.38421(10) 2_564 ?
Cd1 Cl3 2.6135(9) 2_565 ?
Cd1 Cl3 2.6289(9) . ?
Cd1 Cl1 2.6518(9) 2_565 ?
Cd1 Cl1 2.6275(9) . ?
Cd1 Cl2 2.6493(8) 2_564 ?
Cd1 Cl2 2.6670(8) . ?
Cl3 Cd1 2.6135(9) 2_564 ?
Cl1 Cd1 2.6518(9) 2_564 ?
Cl2 Cd1 2.6493(8) 2_565 ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.498(7) . ?
C4 C3 1.521(6) . ?
N1 H1B 0.9000 . ?
N1 H1A 0.9000 . ?
N1 C1 1.490(5) . ?
N1 C5 1.494(5) . ?
O1 H1 0.8200 . ?
O1 C2 1.429(4) . ?
C2 H2 0.9800 . ?
C2 C1 1.505(6) . ?
C2 C3 1.513(6) . ?
C1 H1D 0.9700 . ?
C1 H1C 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 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
Cd1 Cd1 Cd1 174.596(19) 2_564 2_565 ?
Cl3 Cd1 Cd1 125.28(2) . 2_565 ?
Cl3 Cd1 Cd1 135.09(2) 2_565 2_564 ?
Cl3 Cd1 Cd1 49.993(19) 2_565 2_565 ?
Cl3 Cd1 Cd1 49.595(19) . 2_564 ?
Cl3 Cd1 Cl3 175.15(3) 2_565 . ?
Cl3 Cd1 Cl1 83.45(3) 2_565 2_565 ?
Cl3 Cd1 Cl1 92.28(3) . 2_565 ?
Cl3 Cd1 Cl1 100.67(4) 2_565 . ?
Cl3 Cd1 Cl2 91.84(3) . . ?
Cl3 Cd1 Cl2 85.22(3) 2_565 . ?
Cl3 Cd1 Cl2 97.54(3) 2_565 2_564 ?
Cl3 Cd1 Cl2 85.27(3) . 2_564 ?
Cl1 Cd1 Cd1 133.60(2) . 2_565 ?
Cl1 Cd1 Cd1 50.446(19) . 2_564 ?
Cl1 Cd1 Cd1 49.817(19) 2_565 2_565 ?
Cl1 Cd1 Cd1 125.96(2) 2_565 2_564 ?
Cl1 Cd1 Cl3 83.63(3) . . ?
Cl1 Cd1 Cl1 175.84(3) . 2_565 ?
Cl1 Cd1 Cl2 81.43(3) . 2_564 ?
Cl1 Cd1 Cl2 100.14(3) . . ?
Cl1 Cd1 Cl2 80.66(3) 2_565 . ?
Cl2 Cd1 Cd1 50.695(17) 2_564 2_564 ?
Cl2 Cd1 Cd1 128.194(19) . 2_564 ?
Cl2 Cd1 Cd1 50.233(17) . 2_565 ?
Cl2 Cd1 Cd1 130.49(2) 2_564 2_565 ?
Cl2 Cd1 Cl1 97.55(3) 2_564 2_565 ?
Cl2 Cd1 Cl2 176.550(14) 2_564 . ?
Cd1 Cl3 Cd1 80.41(3) 2_564 . ?
Cd1 Cl1 Cd1 79.74(2) . 2_564 ?
Cd1 Cl2 Cd1 79.07(2) 2_565 . ?
H4A C4 H4B 107.9 . . ?
C5 C4 H4A 109.2 . . ?
C5 C4 H4B 109.2 . . ?
C5 C4 C3 112.0(4) . . ?
C3 C4 H4A 109.2 . . ?
C3 C4 H4B 109.2 . . ?
H1B N1 H1A 108.0 . . ?
C1 N1 H1B 109.3 . . ?
C1 N1 H1A 109.3 . . ?
C1 N1 C5 111.6(3) . . ?
C5 N1 H1B 109.3 . . ?
C5 N1 H1A 109.3 . . ?
C2 O1 H1 109.5 . . ?
O1 C2 H2 109.2 . . ?
O1 C2 C1 105.7(4) . . ?
O1 C2 C3 112.3(3) . . ?
C1 C2 H2 109.2 . . ?
C1 C2 C3 111.2(3) . . ?
C3 C2 H2 109.2 . . ?
N1 C1 C2 109.3(3) . . ?
N1 C1 H1D 109.8 . . ?
N1 C1 H1C 109.8 . . ?
C2 C1 H1D 109.8 . . ?
C2 C1 H1C 109.8 . . ?
H1D C1 H1C 108.3 . . ?
C4 C5 H5A 109.8 . . ?
C4 C5 H5B 109.8 . . ?
N1 C5 C4 109.3(3) . . ?
N1 C5 H5A 109.8 . . ?
N1 C5 H5B 109.8 . . ?
H5A C5 H5B 108.3 . . ?
C4 C3 H3A 109.3 . . ?
C4 C3 H3B 109.3 . . ?
C2 C3 C4 111.8(3) . . ?
C2 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
H3A C3 H3B 107.9 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A Cl2 0.90 2.63 3.475(3) 157.2 1_655
N1 H1B O1 0.90 2.27 3.038(4) 142.7 2_664
O1 H1 Cl3 0.82 2.40 3.137(3) 149.8 2_565

_iucr_refine_instructions_details 
;
TITL 19_b.res in P2(1)2(1)2(1)
REM transformed to space group :
REM Old TITL 19 in P2(1)2(1)2(1)
REM SHELXT solution in P2(1)2(1)2(1)
REM R1 0.130, Rweak 0.010, Alpha 0.010, Orientation as input
REM Flack x = -9.990 ( 0.809 ) from Parsons' quotients
REM Formula found by SHELXT: C2 O2 Cl3 Cd
CELL 0.71073 10.1085 14.5205 6.7609 90 90 90
ZERR 4 0.0003 0.0004 0.0002 0 0 0
LATT -1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,0.5-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C H Cd Cl N O
UNIT 20 48 4 12 4 4
 
L.S. 30
PLAN  50
SIZE 0.2 0.2 0.4
TEMP 25(2)
BOND $H
LIST 6
fmap 2
acta
OMIT -3 52
OMIT 2 8 4
OMIT 12 0 0
OMIT 1 9 3
OMIT 1 8 4
OMIT 2 11 1
OMIT 0 10 3
OMIT 0 9 3
REM <olex2.extras>
REM <HklSrc "%.\\new.hkl">
REM </olex2.extras>
 
WGHT    0.051900    0.380200
EXTI    0.025959
FVAR       0.54442
CD1   3    0.257807    0.500800    0.531749    11.00000    0.02711    0.03408 =
         0.01462    0.00004   -0.00024   -0.00381
CL3   4    0.074345    0.436546    0.293186    11.00000    0.02617    0.04238 =
         0.02114   -0.00370    0.00108   -0.00926
CL1   4    0.420508    0.426759    0.273724    11.00000    0.02803    0.03661 =
         0.02539    0.00324    0.00116    0.00740
CL2   4    0.227303    0.359704    0.780150    11.00000    0.04053    0.02467 =
         0.02387    0.00002   -0.00019   -0.00061
C4    1    0.668454    0.326994    0.602702    11.00000    0.03979    0.03746 =
         0.04781   -0.00678   -0.01830   -0.00382
AFIX  23
H4A   2    0.620719    0.283044    0.521580    11.00000   -1.20000
H4B   2    0.643621    0.388376    0.559969    11.00000   -1.20000
AFIX   0
N1    5    0.887853    0.377083    0.707833    11.00000    0.02360    0.03121 =
         0.04628   -0.00130    0.00128   -0.00138
AFIX  23
H1B   2    0.975314    0.370405    0.687460    11.00000   -1.20000
H1A   2    0.866245    0.435788    0.679903    11.00000   -1.20000
AFIX   0
O1    6    0.689934    0.468866    0.926926    11.00000    0.04004    0.03301 =
         0.05729   -0.01139   -0.00341    0.00323
AFIX 147
H1    2    0.622362    0.476465    0.861835    11.00000   -1.50000
AFIX   0
C2    1    0.711893    0.372587    0.955362    11.00000    0.03691    0.03967 =
         0.02790    0.00029    0.00096    0.00168
AFIX  13
H2    2    0.691109    0.356448    1.092635    11.00000   -1.20000
AFIX   0
C1    1    0.857218    0.357615    0.919299    11.00000    0.03627    0.05393 =
         0.03621   -0.00316   -0.01350    0.00670
AFIX  23
H1D   2    0.908521    0.398107    1.003782    11.00000   -1.20000
H1C   2    0.880610    0.294505    0.950748    11.00000   -1.20000
AFIX   0
C5    1    0.814071    0.314042    0.572431    11.00000    0.05164    0.03029 =
         0.03265   -0.00495    0.00454   -0.00168
AFIX  23
H5A   2    0.838109    0.250646    0.599883    11.00000   -1.20000
H5B   2    0.836992    0.327519    0.436152    11.00000   -1.20000
AFIX   0
C3    1    0.628681    0.314177    0.817965    11.00000    0.02789    0.02916 =
         0.05922   -0.00221    0.00084   -0.00593
AFIX  23
H3A   2    0.536277    0.330621    0.833763    11.00000   -1.20000
H3B   2    0.638474    0.249851    0.853789    11.00000   -1.20000
HKLF 4
 
REM  19_b.res in P2(1)2(1)2(1)
REM R1 =  0.0286 for   1871 Fo > 4sig(Fo)  and  0.0359 for all   1931 data
REM    102 parameters refined using      0 restraints
 
END  
     
WGHT      0.0519      0.3802 
REM Highest difference peak  0.583,  deepest hole -0.864,  1-sigma level  0.219
Q1    1   0.2613  0.5003  0.6596  11.00000  0.05    0.58
Q2    1   0.2670  0.5011  0.3978  11.00000  0.05    0.57
Q3    1   0.0610  0.4337  0.4036  11.00000  0.05    0.53
Q4    1   0.5201  0.2640  0.3806  11.00000  0.05    0.48
Q5    1   0.5012  0.2579  0.7465  11.00000  0.05    0.45
Q6    1   0.0675  0.4254  0.1860  11.00000  0.05    0.44
Q7    1   1.0034  0.4563  0.7186  11.00000  0.05    0.43
Q8    1   0.4398  0.4371  0.1253  11.00000  0.05    0.43
Q9    1   0.0009  0.4535  0.3399  11.00000  0.05    0.43
Q10   1   0.9226  0.2869  1.0590  11.00000  0.05    0.42
Q11   1  -0.0008  0.4649  0.2246  11.00000  0.05    0.42
Q12   1   1.0045  0.2337  0.9731  11.00000  0.05    0.42
Q13   1   0.4698  0.4226  0.8627  11.00000  0.05    0.42
Q14   1   0.9458  0.3751  0.9139  11.00000  0.05    0.41
Q15   1   0.4213  0.4268  0.3759  11.00000  0.05    0.41
Q16   1   0.5031  0.4140  0.3030  11.00000  0.05    0.41
Q17   1   0.9441  0.1967  0.9714  11.00000  0.05    0.41
Q18   1   0.5467  0.3350  0.7207  11.00000  0.05    0.41
Q19   1   0.0795  0.4273  0.0464  11.00000  0.05    0.41
Q20   1   0.5717  0.2036  0.4694  11.00000  0.05    0.41
Q21   1   1.0113  0.2363  0.8460  11.00000  0.05    0.41
Q22   1   0.8811  0.3625  0.8106  11.00000  0.05    0.40
Q23   1   0.9439  0.2746  0.3729  11.00000  0.05    0.40
Q24   1   0.4403  0.4454  0.5580  11.00000  0.05    0.39
Q25   1   0.5041  0.3191  0.4501  11.00000  0.05    0.39
Q26   1   1.0610  0.4210  0.5584  11.00000  0.05    0.39
Q27   1   0.9665  0.2695  1.1315  11.00000  0.05    0.39
Q28   1   0.5205  0.3343  0.8977  11.00000  0.05    0.39
Q29   1   0.5908  0.2980  0.5318  11.00000  0.05    0.38
Q30   1   0.5397  0.3645  0.4010  11.00000  0.05    0.38
Q31   1   1.0036  0.3238  0.9364  11.00000  0.05    0.38
Q32   1   1.0012  0.2552  0.7378  11.00000  0.05    0.38
Q33   1   0.9956  0.3231  0.4186  11.00000  0.05    0.38
Q34   1   0.9190  0.2723  0.7215  11.00000  0.05    0.38
Q35   1   0.5469  0.3344  1.2469  11.00000  0.05    0.38
Q36   1   0.9140  0.2966  0.5168  11.00000  0.05    0.37
Q37   1   1.0021  0.3213  1.0534  11.00000  0.05    0.37
Q38   1   0.4918  0.2421  0.6020  11.00000  0.05    0.37
Q39   1   0.5548  0.2780  0.8748  11.00000  0.05    0.37
Q40   1   0.5755  0.4733  0.9632  11.00000  0.05    0.36
Q41   1   0.9243  0.2780  0.8728  11.00000  0.05    0.35
Q42   1   0.5962  0.2928  1.0283  11.00000  0.05    0.35
Q43   1   1.0098  0.4463  0.8704  11.00000  0.05    0.35
Q44   1   0.9613  0.3462  1.2208  11.00000  0.05    0.34
Q45   1   0.9749  0.3532  0.5612  11.00000  0.05    0.34
Q46   1   0.5156  0.3143  0.5905  11.00000  0.05    0.34
Q47   1   0.9559  0.3351  0.7430  11.00000  0.05    0.34
Q48   1   0.9276  0.2055  0.4783  11.00000  0.05    0.34
Q49   1   0.9355  0.3783  0.6428  11.00000  0.05    0.34
Q50   1   0.5850  0.1978  0.9764  11.00000  0.05    0.34

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0286 for 1871 Fo > 4sig(Fo) and 0.0359 for all 5999 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.58, deepest hole -0.86
  REM Mean Shift 0, Max Shift -0.001.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0359
  REM R1_gt = 0.0286
  REM wR_ref = 0.0760
  REM GOOF = 1.105
  REM Shift_max = -0.001
  REM Shift_mean = 0
  REM Reflections_all = 5999
  REM Reflections_gt = 1871
  REM Parameters = n/a
  REM Hole = -0.86
  REM Peak = 0.58
  REM Flack = -0.03(4)

  
;
_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_1_delta
_database_code_depnum_ccdc_archive 'CCDC 1901972'
loop_
_audit_author_name
_audit_author_address
'one delta two delta'
;Sun Yat-Sen University
China
;
_audit_update_record             
;
2019-03-08 deposited with the CCDC.	2019-08-30 downloaded from the CCDC.
;
_audit_creation_date             2019-02-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        1_delta
_chemical_formula_moiety         '0.5(Cd2 Cl6), 1(C5 H12 N O)'
_chemical_formula_sum            'C5 H12 Cd Cl3 N O'
_chemical_formula_weight         320.90
_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 0.0181 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'
Cd Cd 0.1185 4.6533 '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'
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'

_space_group_crystal_system      hexagonal
_space_group_IT_number           182
_space_group_name_H-M_alt        'P 63 2 2'
_space_group_name_Hall           'P 6c 2c'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 'x-y, x, z+1/2'
3 '-y, x-y, z'
4 '-x, -y, z+1/2'
5 '-x+y, -x, z'
6 'y, -x+y, z+1/2'
7 'x-y, -y, -z'
8 '-x, -x+y, -z'
9 'y, x, -z'
10 '-y, -x, -z+1/2'
11 '-x+y, y, -z+1/2'
12 'x, x-y, -z+1/2'

_cell_length_a                   9.481(4)
_cell_length_b                   9.481(4)
_cell_length_c                   6.7549(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     525.8(3)
_cell_formula_units_Z            2.00004
_cell_measurement_reflns_used    625
_cell_measurement_temperature    450(2)
_cell_measurement_theta_max      52.6170
_cell_measurement_theta_min      5.4020
_exptl_absorpt_coefficient_mu    23.261
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40925
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.027
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             312
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0681
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            2090
_diffrn_reflns_theta_full        62.31
_diffrn_reflns_theta_max         62.31
_diffrn_reflns_theta_min         5.39
_diffrn_ambient_temperature      450(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.005
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       ?
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed tube'
_diffrn_special_details          ?
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                168
_reflns_number_total             285
_reflns_threshold_expression     >2sigma(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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(7)
_refine_ls_extinction_coef       0.0012(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     72
_refine_ls_number_reflns         285
_refine_ls_number_restraints     98
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0408
_refine_ls_restrained_S_all      0.915
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0505P)²+0.5217P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.1197
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 C1-N1 = C2-C1 = C3-C2 = N1-C5 = C4-C3 = C4-C5
 1.5 with sigma of 0.01
 C5-C1 = C1-C3 = C3-C5 = N1-C4 = C4-C2 = C2-N1
 2.52 with sigma of 0.02
 O1-C2
 1.43 with sigma of 0.01
 C1-O1 \\sim C3-O1
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C5 \\sim N1 \\sim C1 \\sim C4 \\sim C2 \\sim C3 \\sim O1: within 2A with sigma
of 0.04 and sigma for terminal atoms of 0.08
Uanis(C3) \\sim Ueq, Uanis(N1) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C1) \\sim
Ueq, Uanis(C4) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(O1) \\sim Ueq: with sigma
of 0.1 and sigma for terminal atoms of 0.2
4. Others
 Fixed Sof: N1(0.16667) H1a(0.16667) H1b(0.16667) C4(0.16667) H4a(0.16667)
 H4b(0.16667) O1(0.16667) H1(0.16667) C2(0.16667) H2(0.16667) C3(0.16667)
 H3a(0.16667) H3b(0.16667) C5(0.16667) H5a(0.16667) H5b(0.16667) C1(0.16667)
 H1c(0.16667) H1d(0.16667)
5.a Riding coordinates:
 C4(H4a,H4b), O1(H1), C2(H2), C3(H3a,H3b), C5(H5a,H5b), C1(H1c,H1d)
5.b Secondary CH2 refined with riding coordinates:
 N1(H1a,H1b)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cd1 Cd 0.0000 0.0000 0.5000 0.1252(9) Uani 1 d . . 6 S T P
Cl1 Cl 0.1239(2) 0.2479(4) 0.7500 0.1474(15) Uani 1 d . . 2 S T P
N1 N 0.477(5) 0.706(7) 0.414(7) 0.16(2) Uani 0.17 d A -1 1 D U .
H1A H 0.5397 0.7905 0.3335 0.189 Uiso 0.17 calc A -1 1 R . .
H1B H 0.5308 0.7228 0.5290 0.189 Uiso 0.17 calc A -1 1 R . .
C4 C 0.200(4) 0.637(7) 0.285(11) 0.116(18) Uani 0.17 d A -1 1 D U .
H4A H 0.2204 0.7082 0.1877 0.139 Uiso 0.17 d A -1 1 R . .
H4B H 0.1102 0.6210 0.3463 0.139 Uiso 0.17 d A -1 1 R . .
O1 O 0.415(4) 0.651(7) 0.060(10) 0.16(3) Uani 0.17 d A -1 1 D U .
H1 H 0.4031 0.6492 -0.0603 0.244 Uiso 0.17 d A -1 1 R . .
C2 C 0.342(6) 0.493(6) 0.148(7) 0.14(2) Uani 0.17 d A -1 1 D U .
H2 H 0.3159 0.3836 0.1065 0.173 Uiso 0.17 d A -1 1 R . .
C3 C 0.184(4) 0.489(5) 0.186(8) 0.13(2) Uani 0.17 d A -1 1 D U .
H3A H 0.1287 0.4027 0.2830 0.162 Uiso 0.17 d A -1 1 R . .
H3B H 0.1118 0.4640 0.0739 0.162 Uiso 0.17 d A -1 1 R . .
C5 C 0.320(6) 0.704(7) 0.452(8) 0.118(18) Uani 0.17 d A -1 1 D U .
H5A H 0.3466 0.8147 0.4788 0.142 Uiso 0.17 d A -1 1 R . .
H5B H 0.2866 0.6436 0.5750 0.142 Uiso 0.17 d A -1 1 R . .
C1 C 0.457(8) 0.553(8) 0.321(7) 0.141(17) Uani 0.17 d A -1 1 D U .
H1C H 0.4156 0.4806 0.4343 0.169 Uiso 0.17 d A -1 1 R . .
H1D H 0.5546 0.5550 0.2744 0.169 Uiso 0.17 d A -1 1 R . .

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 0.1637(13) 0.1637(13) 0.0481(9) 0.000 0.000 0.0819(6)
Cl1 0.200(3) 0.151(3) 0.0757(17) 0.000 -0.011(5) 0.0754(14)
N1 0.14(3) 0.17(4) 0.18(3) -0.04(3) -0.01(3) 0.09(3)
C4 0.068(19) 0.15(4) 0.16(3) -0.03(3) -0.01(3) 0.079(19)
O1 0.07(3) 0.17(5) 0.19(4) 0.00(4) -0.03(3) 0.01(3)
C2 0.12(3) 0.15(3) 0.15(3) -0.01(3) -0.03(3) 0.06(3)
C3 0.09(3) 0.15(4) 0.13(3) -0.04(3) 0.00(3) 0.04(3)
C5 0.09(3) 0.16(4) 0.17(3) -0.03(3) -0.02(3) 0.10(2)
C1 0.14(3) 0.15(3) 0.16(3) -0.01(3) -0.02(3) 0.09(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 3.3775(8) 2_554 ?
Cd1 Cd1 3.3774(8) 2 ?
Cd1 Cl1 2.645(3) 5 ?
Cd1 Cl1 2.645(3) 4_554 ?
Cd1 Cl1 2.645(3) 6_554 ?
Cd1 Cl1 2.645(3) . ?
Cd1 Cl1 2.645(3) 3 ?
Cd1 Cl1 2.645(3) 2_554 ?
Cl1 Cd1 2.645(3) 2 ?
N1 C5 1.500(10) . ?
N1 C1 1.498(10) . ?
C4 C3 1.497(10) . ?
C4 C5 1.497(10) . ?
O1 C2 1.428(10) . ?
C2 C3 1.499(10) . ?
C2 C1 1.500(10) . ?

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 180.0 2 2_554 ?
Cl1 Cd1 Cd1 129.68(5) 6_554 2 ?
Cl1 Cd1 Cd1 50.32(5) 6_554 2_554 ?
Cl1 Cd1 Cd1 50.32(5) 2_554 2_554 ?
Cl1 Cd1 Cd1 129.68(5) . 2_554 ?
Cl1 Cd1 Cd1 129.68(5) 5 2_554 ?
Cl1 Cd1 Cd1 129.68(5) 3 2_554 ?
Cl1 Cd1 Cd1 50.32(5) . 2 ?
Cl1 Cd1 Cd1 129.68(5) 4_554 2 ?
Cl1 Cd1 Cd1 129.68(5) 2_554 2 ?
Cl1 Cd1 Cd1 50.32(5) 5 2 ?
Cl1 Cd1 Cd1 50.32(5) 4_554 2_554 ?
Cl1 Cd1 Cd1 50.32(5) 3 2 ?
Cl1 Cd1 Cl1 180.00(12) . 4_554 ?
Cl1 Cd1 Cl1 96.41(7) 5 6_554 ?
Cl1 Cd1 Cl1 180.00(12) 3 6_554 ?
Cl1 Cd1 Cl1 96.41(7) 4_554 5 ?
Cl1 Cd1 Cl1 83.59(7) 5 3 ?
Cl1 Cd1 Cl1 96.41(7) 4_554 3 ?
Cl1 Cd1 Cl1 96.41(7) 3 2_554 ?
Cl1 Cd1 Cl1 96.41(7) . 2_554 ?
Cl1 Cd1 Cl1 83.59(7) 4_554 6_554 ?
Cl1 Cd1 Cl1 83.59(7) . 3 ?
Cl1 Cd1 Cl1 83.59(7) . 5 ?
Cl1 Cd1 Cl1 83.59(7) 4_554 2_554 ?
Cl1 Cd1 Cl1 83.59(7) 2_554 6_554 ?
Cl1 Cd1 Cl1 180.0 5 2_554 ?
Cl1 Cd1 Cl1 96.41(7) . 6_554 ?
Cd1 Cl1 Cd1 79.37(9) . 2 ?
C1 N1 C5 114.2(15) . . ?
C3 C4 C5 115.4(15) . . ?
O1 C2 C3 93(2) . . ?
O1 C2 C1 93(2) . . ?
C3 C2 C1 113.7(15) . . ?
C4 C3 C2 114.9(14) . . ?
C4 C5 N1 114.7(15) . . ?
N1 C1 C2 114.2(15) . . ?

_iucr_refine_instructions_details 
;
TITL 1_delta in P6322 #182
REM reset to P6322 #182
CELL 1.54184 9.4806 9.4806 6.7549 90 90 120
ZERR 2.00004 0.0038 0.0038 0.0015 0 0 0
LATT -1
SYMM -Y+X,+X,0.5+Z
SYMM -Y,+X-Y,+Z
SYMM -X,-Y,0.5+Z
SYMM +Y-X,-X,+Z
SYMM +Y,-X+Y,0.5+Z
SYMM -Y+X,-Y,-Z
SYMM -X,-X+Y,-Z
SYMM +Y,+X,-Z
SYMM -Y,-X,0.5-Z
SYMM +Y-X,+Y,0.5-Z
SYMM +X,+X-Y,0.5-Z
SFAC C H Cd Cl N O
UNIT 10 24 2 6 2 2
DFIX 1.5 0.01 C1 N1 C2 C1 C3 C2 N1 C5 C4 C3 C4 C5
DFIX 2.52 C5 C1 C1 C3 C3 C5 N1 C4 C4 C2 C2 N1
DFIX 1.43 0.01 O1 C2
SADI C1 O1 C3 O1
SIMU C5 N1 C1 C4 C2 C3 O1
ISOR C3 N1 C5 C1 C4 C2 O1
 
L.S. 99
PLAN  2
SIZE 0.2 0.2 0.4
TEMP 450(2)
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\1_delta.hkl">
REM </olex2.extras>
 
WGHT    0.050500    0.521700
EXTI    0.001223
FVAR       1.08275
CD1   3    0.000000    0.000000    0.500000    10.16667    0.16373    0.16373 =
         0.04810    0.00000    0.00000    0.08186
CL1   4    0.123940    0.247880    0.750000    10.50000    0.19961    0.15074 =
         0.07569    0.00000   -0.01059    0.07537
PART -1
N1    5    0.477395    0.706023    0.413515    10.16667    0.14172    0.16505 =
         0.17902   -0.03558   -0.00985    0.08758
AFIX  23
H1A   2    0.539707    0.790548    0.333483    10.16667   -1.20000
H1B   2    0.530821    0.722759    0.529009    10.16667   -1.20000
AFIX   0
C4    1    0.200295    0.637365    0.285066    10.16667    0.06767    0.15418 =
         0.15645   -0.02699   -0.01252    0.07903
AFIX   3
H4A   2    0.220445    0.708205    0.187686    10.16667   -1.20000
H4B   2    0.110225    0.621045    0.346346    10.16667   -1.20000
AFIX   0
O1    6    0.414508    0.650859    0.060129    10.16667    0.06957    0.16519 =
         0.18507    0.00226   -0.02764    0.00730
AFIX   3
H1    2    0.403078    0.649249   -0.060331    10.16667   -1.50000
AFIX   0
C2    1    0.342256    0.493047    0.148393    10.16667    0.12244    0.15000 =
         0.14936   -0.01382   -0.02796    0.06021
AFIX   3
H2    2    0.315906    0.383587    0.106533    10.16667   -1.20000
AFIX   0
C3    1    0.184335    0.488739    0.186134    10.16667    0.09478    0.14991 =
         0.13070   -0.04255    0.00380    0.03963
AFIX   3
H3A   2    0.128745    0.402749    0.283044    10.16667   -1.20000
H3B   2    0.111765    0.463979    0.073894    10.16667   -1.20000
AFIX   0
C5    1    0.320431    0.703777    0.451628    10.16667    0.08745    0.15605 =
         0.16744   -0.02948   -0.01527    0.10360
AFIX   3
H5A   2    0.346611    0.814747    0.478798    10.16667   -1.20000
H5B   2    0.286611    0.643567    0.575048    10.16667   -1.20000
AFIX   0
C1    1    0.457001    0.553259    0.321162    10.16667    0.13553    0.14858 =
         0.16023   -0.01204   -0.02329    0.08766
AFIX   3
H1C   2    0.415581    0.480599    0.434282    10.16667   -1.20000
H1D   2    0.554591    0.554989    0.274412    10.16667   -1.20000
HKLF 4
 
REM  1_delta in P6322 #182
REM R1 =  0.0408 for    168 Fo > 4sig(Fo)  and  0.0675 for all    285 data
REM     72 parameters refined using     98 restraints
 
END  
     
WGHT      0.0507      0.5018 
REM Highest difference peak  0.444,  deepest hole -0.304,  1-sigma level  0.059
Q1    1   0.1186  0.2373  0.2500  10.50000  0.05    0.44
Q2    1   0.3333  0.6667  0.2500  10.16667  0.05    0.19

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0408 for 168 Fo > 4sig(Fo) and 0.0675 for all 2099 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.44, deepest hole -0.30
  REM Mean Shift 0, Max Shift 0.000.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0675
  REM R1_gt = 0.0408
  REM wR_ref = 0.1197
  REM GOOF = 1.078
  REM Shift_max = 0.000
  REM Shift_mean = 0
  REM Reflections_all = 2099
  REM Reflections_gt = 168
  REM Parameters = n/a
  REM Hole = -0.30
  REM Peak = 0.44
  REM Flack = 0.1(7)

  
;
_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_1_beta
_database_code_depnum_ccdc_archive 'CCDC 1886375'
loop_
_audit_author_name
_audit_author_address
'one beta'
;Sun Yat Sen University
China
;
_audit_update_record             
;
2019-05-03 deposited with the CCDC.	2019-08-30 downloaded from the CCDC.
;
_audit_creation_date             2019-03-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'Cd Cl3, C5 H12 N O'
_chemical_formula_sum            'C5 H12 Cd Cl3 N O'
_chemical_formula_weight         320.91
_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'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y+1/2, -z+1/2'

_cell_length_a                   9.3179(6)
_cell_length_b                   15.5432(12)
_cell_length_c                   6.8068(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     985.83(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13295
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.00
_exptl_absorpt_coefficient_mu    2.975
_exptl_absorpt_correction_T_max  0.588
_exptl_absorpt_correction_T_min  0.382
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.162
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            13016
_diffrn_reflns_theta_full        27.43
_diffrn_reflns_theta_max         27.43
_diffrn_reflns_theta_min         3.27
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       ?
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_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.
;
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2161
_reflns_number_total             2235
_reflns_threshold_expression     >2sigma(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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.064
_refine_diff_density_min         -0.777
_refine_diff_density_rms         0.107
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(6)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         2235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0298
_refine_ls_restrained_S_all      1.138
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0424P)²+0.5049P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0783
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), N1(H1A,H1B), C3(H3A,H3B), C1(H1C,H1D), C5(H5A,H5B)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Cd1 Cd 0.25110(3) 0.497847(14) 0.53079(4) 0.03295(11) Uani 1 d . . .
Cl1 Cl 0.45154(9) 0.44966(6) 0.27956(14) 0.0401(2) Uani 1 d . . .
Cl2 Cl 0.26553(10) 0.36819(5) 0.78236(13) 0.0408(2) Uani 1 d . . .
Cl3 Cl 0.08292(11) 0.42108(7) 0.28073(15) 0.0486(3) Uani 1 d . . .
O1 O 0.5837(3) 0.3128(2) 0.9024(6) 0.0674(9) Uani 1 d . . .
H1 H 0.5113 0.3334 0.8524 0.101 Uiso 1 calc . . GR
C4 C 0.7576(6) 0.3320(4) 0.5490(7) 0.0653(13) Uani 1 d . . .
H4A H 0.6771 0.2927 0.5406 0.078 Uiso 1 calc . . R
H4B H 0.7764 0.3542 0.4183 0.078 Uiso 1 calc . . R
N1 N 0.8619(4) 0.2545(3) 0.8217(6) 0.0595(10) Uani 1 d . . .
H1A H 0.9403 0.2262 0.8637 0.071 Uiso 1 calc . . R
H1B H 0.7876 0.2175 0.8227 0.071 Uiso 1 calc . . R
C3 C 0.7202(6) 0.4052(4) 0.6840(8) 0.0689(14) Uani 1 d . . .
H3A H 0.7965 0.4476 0.6819 0.083 Uiso 1 calc . . R
H3B H 0.6327 0.4327 0.6391 0.083 Uiso 1 calc . . R
C2 C 0.7001(5) 0.3733(3) 0.8862(8) 0.0577(12) Uani 1 d . . .
H2 H 0.6812 0.4223 0.9731 0.069 Uiso 1 calc . . R
C1 C 0.8310(6) 0.3272(3) 0.9568(6) 0.0576(12) Uani 1 d . . .
H1C H 0.9120 0.3665 0.9597 0.069 Uiso 1 calc . . R
H1D H 0.8154 0.3057 1.0888 0.069 Uiso 1 calc . . R
C5 C 0.8857(5) 0.2852(3) 0.6209(7) 0.0570(12) Uani 1 d . . .
H5A H 0.9053 0.2367 0.5354 0.068 Uiso 1 calc . . R
H5B H 0.9684 0.3231 0.6183 0.068 Uiso 1 calc . . R

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 0.04234(17) 0.03983(16) 0.01668(15) -0.00082(8) -0.00021(7) -0.00150(11)
Cl1 0.0377(4) 0.0556(5) 0.0269(4) -0.0012(4) -0.0003(3) 0.0087(4)
Cl2 0.0589(5) 0.0358(4) 0.0277(4) 0.0001(3) -0.0031(4) 0.0057(4)
Cl3 0.0523(5) 0.0682(6) 0.0252(4) 0.0035(4) -0.0040(4) -0.0283(5)
O1 0.0498(18) 0.078(2) 0.075(2) -0.001(2) 0.0149(18) -0.0032(17)
C4 0.058(3) 0.089(4) 0.050(3) 0.008(2) -0.001(3) -0.006(3)
N1 0.059(2) 0.062(2) 0.057(3) 0.009(2) 0.0007(19) 0.0167(18)
C3 0.067(3) 0.066(3) 0.074(4) 0.025(3) -0.014(3) 0.003(2)
C2 0.066(3) 0.046(2) 0.061(3) -0.010(2) 0.012(2) 0.006(2)
C1 0.078(3) 0.064(3) 0.031(2) -0.003(2) -0.014(2) -0.009(3)
C5 0.059(3) 0.063(3) 0.049(3) 0.000(2) 0.011(2) 0.007(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 3.4041(3) 2_564 ?
Cd1 Cd1 3.4041(3) 2_565 ?
Cd1 Cl1 2.6407(9) . ?
Cd1 Cl1 2.6643(9) 2_565 ?
Cd1 Cl2 2.6479(9) . ?
Cd1 Cl2 2.6868(9) 2_564 ?
Cd1 Cl3 2.6032(9) . ?
Cd1 Cl3 2.6219(10) 2_565 ?
Cl1 Cd1 2.6643(9) 2_564 ?
Cl2 Cd1 2.6868(9) 2_565 ?
Cl3 Cd1 2.6219(10) 2_564 ?
O1 H1 0.8200 . ?
O1 C2 1.440(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C3 1.503(8) . ?
C4 C5 1.481(7) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
N1 C1 1.486(6) . ?
N1 C5 1.464(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.475(7) . ?
C2 H2 0.9800 . ?
C2 C1 1.493(7) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
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
Cd1 Cd1 Cd1 177.643(15) 2_564 2_565 ?
Cl1 Cd1 Cd1 49.78(2) 2_565 2_565 ?
Cl1 Cd1 Cd1 128.69(2) 2_565 2_564 ?
Cl1 Cd1 Cd1 131.09(2) . 2_565 ?
Cl1 Cd1 Cd1 50.39(2) . 2_564 ?
Cl1 Cd1 Cl1 178.53(2) . 2_565 ?
Cl1 Cd1 Cl2 81.55(3) . 2_564 ?
Cl1 Cd1 Cl2 99.61(3) . . ?
Cl1 Cd1 Cl2 97.00(3) 2_565 2_564 ?
Cl2 Cd1 Cd1 50.856(19) . 2_565 ?
Cl2 Cd1 Cd1 49.847(19) 2_564 2_564 ?
Cl2 Cd1 Cd1 127.85(2) 2_564 2_565 ?
Cl2 Cd1 Cd1 131.44(2) . 2_564 ?
Cl2 Cd1 Cl1 81.84(3) . 2_565 ?
Cl2 Cd1 Cl2 178.67(3) . 2_564 ?
Cl3 Cd1 Cd1 49.11(2) 2_565 2_565 ?
Cl3 Cd1 Cd1 131.23(2) . 2_565 ?
Cl3 Cd1 Cd1 130.01(2) 2_565 2_564 ?
Cl3 Cd1 Cd1 49.58(2) . 2_564 ?
Cl3 Cd1 Cl1 81.86(3) 2_565 2_565 ?
Cl3 Cd1 Cl1 97.43(3) . 2_565 ?
Cl3 Cd1 Cl1 98.01(3) 2_565 . ?
Cl3 Cd1 Cl1 82.67(3) . . ?
Cl3 Cd1 Cl2 94.01(3) 2_565 2_564 ?
Cl3 Cd1 Cl2 96.00(3) . . ?
Cl3 Cd1 Cl2 85.19(3) 2_565 . ?
Cl3 Cd1 Cl2 84.78(3) . 2_564 ?
Cl3 Cd1 Cl3 178.520(13) . 2_565 ?
Cd1 Cl1 Cd1 79.83(2) . 2_564 ?
Cd1 Cl2 Cd1 79.30(2) . 2_565 ?
Cd1 Cl3 Cd1 81.31(2) . 2_564 ?
C2 O1 H1 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C5 C4 C3 110.9(4) . . ?
H1A N1 H1B 108.0 . . ?
C1 N1 H1A 109.4 . . ?
C1 N1 H1B 109.4 . . ?
C5 N1 H1A 109.4 . . ?
C5 N1 H1B 109.4 . . ?
C5 N1 C1 111.1(4) . . ?
C4 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C2 C3 C4 110.3(4) . . ?
C2 C3 H3A 109.6 . . ?
C2 C3 H3B 109.6 . . ?
O1 C2 C3 112.7(5) . . ?
O1 C2 H2 109.0 . . ?
O1 C2 C1 106.2(4) . . ?
C3 C2 H2 109.0 . . ?
C3 C2 C1 110.9(4) . . ?
C1 C2 H2 109.0 . . ?
N1 C1 C2 108.9(4) . . ?
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 . . ?
C4 C5 H5A 109.6 . . ?
C4 C5 H5B 109.6 . . ?
N1 C5 C4 110.3(4) . . ?
N1 C5 H5A 109.6 . . ?
N1 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 Cl2 0.82 2.40 3.193(4) 162.6 .
N1 H1A O1 0.90 2.16 2.982(5) 150.7 3_557

_iucr_refine_instructions_details 
;
TITL 19_b.res in P2(1)2(1)2(1)
REM transformed to space group : P212121
REM Old TITL 19_a.res in Pnma
REM SHELXT solution in P2(1)2(1)2(1)
REM R1 0.115, Rweak 0.008, Alpha 0.026, Orientation as input
REM Flack x = 0.056 ( 0.027 ) from Parsons' quotients
REM Formula found by SHELXT: C6 N Cl3 Cd
CELL 0.71073 9.3179 15.5432 6.8068 90 90 90
ZERR 4 0.0006 0.0012 0.0005 0 0 0
LATT -1
SYMM 0.5-X,-Y,0.5+Z
SYMM 0.5+X,0.5-Y,-Z
SYMM -X,0.5+Y,0.5-Z
SFAC C H Cd Cl N O
UNIT 20 48 4 12 4 4
 
L.S. 10
PLAN  20
SIZE 0.2 0.2 0.4
TEMP 25(2)
BOND $H
LIST 6
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\new.hkl">
REM </olex2.extras>
 
WGHT    0.042400    0.504900
FVAR       0.49189
CD1   3    0.251102    0.497847    0.530787    11.00000    0.04234    0.03983 =
         0.01668   -0.00082   -0.00021   -0.00150
CL1   4    0.451537    0.449656    0.279564    11.00000    0.03772    0.05557 =
         0.02687   -0.00123   -0.00030    0.00870
CL2   4    0.265527    0.368192    0.782356    11.00000    0.05890    0.03579 =
         0.02770    0.00012   -0.00307    0.00566
CL3   4    0.082917    0.421085    0.280733    11.00000    0.05232    0.06817 =
         0.02519    0.00345   -0.00404   -0.02827
O1    6    0.583652    0.312828    0.902411    11.00000    0.04980    0.07775 =
         0.07464   -0.00080    0.01489   -0.00318
AFIX 147
H1    2    0.511324    0.333386    0.852358    11.00000   -1.50000
AFIX   0
C4    1    0.757644    0.332012    0.548988    11.00000    0.05784    0.08861 =
         0.04959    0.00814   -0.00123   -0.00646
AFIX  23
H4A   2    0.677067    0.292670    0.540611    11.00000   -1.20000
H4B   2    0.776377    0.354234    0.418316    11.00000   -1.20000
AFIX   0
N1    5    0.861863    0.254505    0.821654    11.00000    0.05884    0.06230 =
         0.05749    0.00944    0.00074    0.01667
AFIX  23
H1A   2    0.940323    0.226189    0.863674    11.00000   -1.20000
H1B   2    0.787586    0.217494    0.822741    11.00000   -1.20000
AFIX   0
C3    1    0.720223    0.405156    0.684039    11.00000    0.06683    0.06622 =
         0.07357    0.02455   -0.01377    0.00267
AFIX  23
H3A   2    0.796500    0.447615    0.681920    11.00000   -1.20000
H3B   2    0.632734    0.432663    0.639110    11.00000   -1.20000
AFIX   0
C2    1    0.700117    0.373284    0.886212    11.00000    0.06625    0.04591 =
         0.06107   -0.00969    0.01209    0.00551
AFIX  13
H2    2    0.681184    0.422262    0.973094    11.00000   -1.20000
AFIX   0
C1    1    0.831015    0.327246    0.956791    11.00000    0.07785    0.06398 =
         0.03089   -0.00263   -0.01437   -0.00852
AFIX  23
H1C   2    0.911963    0.366464    0.959726    11.00000   -1.20000
H1D   2    0.815383    0.305741    1.088845    11.00000   -1.20000
AFIX   0
C5    1    0.885708    0.285184    0.620945    11.00000    0.05949    0.06256 =
         0.04901    0.00028    0.01079    0.00709
AFIX  23
H5A   2    0.905338    0.236672    0.535421    11.00000   -1.20000
H5B   2    0.968398    0.323078    0.618325    11.00000   -1.20000
HKLF 4
 
REM  19_b.res in P2(1)2(1)2(1)
REM R1 =  0.0298 for   2161 Fo > 4sig(Fo)  and  0.0307 for all   2235 data
REM    101 parameters refined using      0 restraints
 
END  
     
WGHT      0.0424      0.5049 
REM Highest difference peak  1.064,  deepest hole -0.777,  1-sigma level  0.107
Q1    1   0.2517  0.4618  0.5974  11.00000  0.05    1.06
Q2    1   0.2517  0.5305  0.5980  11.00000  0.05    0.96
Q3    1   0.2489  0.5331  0.4658  11.00000  0.05    0.87
Q4    1   0.9301  0.3209  0.8674  11.00000  0.05    0.44
Q5    1   0.3965  0.4167  0.2756  11.00000  0.05    0.43
Q6    1   0.0587  0.4608  0.3367  11.00000  0.05    0.43
Q7    1   0.0590  0.4621  0.2238  11.00000  0.05    0.39
Q8    1   0.7623  0.1237  0.7189  11.00000  0.05    0.39
Q9    1   0.2561  0.4132  0.7161  11.00000  0.05    0.39
Q10   1   0.9237  0.3028  0.7470  11.00000  0.05    0.31
Q11   1   0.1009  0.3681  0.3705  11.00000  0.05    0.27
Q12   1   0.6698  0.3291  0.8032  11.00000  0.05    0.26
Q13   1   0.0871  0.4175  0.7872  11.00000  0.05    0.26
Q14   1   0.6210  0.2591  0.5994  11.00000  0.05    0.26
Q15   1   0.4433  0.4988  0.3734  11.00000  0.05    0.25
Q16   1   0.6097  0.2565  0.8412  11.00000  0.05    0.23
Q17   1   0.0907  0.3626  0.1850  11.00000  0.05    0.23
Q18   1   0.5125  0.4368  0.2778  11.00000  0.05    0.23
Q19   1   0.4244  0.4229  0.7879  11.00000  0.05    0.22
Q20   1   0.0680  0.5017  0.4366  11.00000  0.05    0.22

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0298 for 2161 Fo > 4sig(Fo) and 0.0307 for all 13071 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 1.06, deepest hole -0.78
  REM Mean Shift 0, Max Shift 0.001.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0307
  REM R1_gt = 0.0298
  REM wR_ref = 0.0783
  REM GOOF = 1.138
  REM Shift_max = 0.001
  REM Shift_mean = 0
  REM Reflections_all = 13071
  REM Reflections_gt = 2161
  REM Parameters = n/a
  REM Hole = -0.78
  REM Peak = 1.06
  REM Flack = 0.03(6)

  
;
_olex2_submission_special_instructions 'No special instructions were received'
