# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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. 
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data_1
_database_code_depnum_ccdc_archive 'CCDC 1586364'
_audit_update_record             
;
2018-12-26 deposited with the CCDC.
2019-01-28 downloaded from the CCDC.
;
_audit_creation_date             2018-05-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H20 Br2 Cd N2 O4, 2(H2 O)'
_chemical_formula_sum            'C26 H24 Br2 Cd N2 O6'
_chemical_formula_weight         732.69
_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'
Br Br -0.2901 2.4595 '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'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.729(7)
_cell_length_b                   11.895(6)
_cell_length_c                   16.192(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.350(10)
_cell_angle_gamma                90
_cell_volume                     2593(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6579
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.97
_cell_measurement_theta_min      2.47
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.970
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.877
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_unetI/netI     0.0516
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17409
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.309
_diffrn_reflns_theta_min         1.513
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4636
_reflns_number_total             5834
_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    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         1.909
_refine_diff_density_min         -3.107
_refine_diff_density_rms         0.205
_refine_ls_extinction_coef       0.0018(6)
_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   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         5834
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0689
_refine_ls_restrained_S_all      1.053
_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)+(0.1365P)²+13.0399P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2138
_refine_ls_wR_factor_ref         0.2257
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All O(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 H2Wb-O2W
 0.84 with sigma of 0.01
3.a Riding coordinates:
 O2W(H2Wa), O1W(H1Wa), O1W(H1Wb)
3.b Riding coordinates and stretchable bonds:
 O1W(H2Wb)
3.c Secondary CH2 refined with riding coordinates:
 C3(H3a,H3b), C18(H18a,H18b)
3.d Aromatic/amide H refined with riding coordinates:
 C19(H19), C16(H16), C20(H20), C21(H21), C26(H26), C22(H22), C5(H5), C25(H25),
 C13(H13), C1(H1), C2(H2), C15(H15), C8(H8), C6(H6), C14(H14), C7(H7)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 -0.31217(4) -0.33030(4) 0.55286(3) 0.0343(2) Uani 1 1 d . . . . .
Br1 Br -0.33357(8) -0.36415(10) 0.70725(6) 0.0615(3) Uani 1 1 d . . . . .
Br2 Br -0.30606(9) -0.52695(8) 0.48679(5) 0.0587(3) Uani 1 1 d . . . . .
O1 O -0.1766(4) -0.2272(5) 0.5925(4) 0.0525(15) Uani 1 1 d . . . . .
O4 O -0.3792(4) -0.2174(5) 0.4308(4) 0.0519(14) Uani 1 1 d . . . . .
O3 O -0.4644(5) -0.2411(5) 0.5296(4) 0.0503(14) Uani 1 1 d . . . . .
N2 N -0.4853(4) 0.1316(5) 0.2346(3) 0.0289(11) Uani 1 1 d . . . . .
N1 N -0.0240(4) 0.1102(5) 0.7576(4) 0.0362(13) Uani 1 1 d . . . . .
O2 O -0.0960(5) -0.3170(6) 0.5083(5) 0.071(2) Uani 1 1 d . . . . .
C9 C -0.0175(5) -0.1620(6) 0.5850(4) 0.0325(13) Uani 1 1 d . . . . .
C17 C -0.5915(5) 0.0170(5) 0.3092(4) 0.0296(13) Uani 1 1 d . . . . .
C24 C -0.2062(5) 0.2884(5) 0.2499(4) 0.0298(12) Uani 1 1 d . . . . .
C19 C -0.4478(5) 0.1964(6) 0.3026(4) 0.0316(13) Uani 1 1 d . . . . .
H19 H -0.4842 0.2062 0.3448 0.038 Uiso 1 1 calc R . . . .
C23 C -0.3037(5) 0.2347(5) 0.2458(4) 0.0275(12) Uani 1 1 d . . . . .
C16 C -0.5206(5) -0.0589(6) 0.3472(4) 0.0302(13) Uani 1 1 d . . . . .
H16 H -0.4657 -0.0734 0.3232 0.036 Uiso 1 1 calc R . . . .
C12 C -0.5303(5) -0.1134(5) 0.4205(4) 0.0299(13) Uani 1 1 d . . . . .
C20 C -0.3587(5) 0.2466(6) 0.3096(4) 0.0321(13) Uani 1 1 d . . . . .
H20 H -0.3334 0.2895 0.3570 0.039 Uiso 1 1 calc R . . . .
C21 C -0.4359(5) 0.1193(5) 0.1723(4) 0.0318(13) Uani 1 1 d . . . . .
H21 H -0.4627 0.0752 0.1259 0.038 Uiso 1 1 calc R . . . .
C26 C -0.1414(5) 0.2527(6) 0.1986(5) 0.0390(15) Uani 1 1 d . . . . .
H26 H -0.1601 0.1943 0.1606 0.047 Uiso 1 1 calc R . . . .
C11 C -0.4524(5) -0.1957(6) 0.4623(4) 0.0347(14) Uani 1 1 d . . . . .
C22 C -0.3459(6) 0.1709(6) 0.1755(4) 0.0344(14) Uani 1 1 d . . . . .
H22 H -0.3130 0.1633 0.1308 0.041 Uiso 1 1 calc R . . . .
C5 C -0.0149(5) -0.0922(6) 0.6538(4) 0.0326(14) Uani 1 1 d . . . . .
H5 H -0.0670 -0.0940 0.6828 0.039 Uiso 1 1 calc R . . . .
C10 C -0.1039(5) -0.2425(6) 0.5593(4) 0.0368(15) Uani 1 1 d . . . . .
C4 C 0.0648(5) -0.0192(6) 0.6805(5) 0.0336(14) Uani 1 1 d . . . . .
C25 C -0.1745(6) 0.3765(6) 0.3064(5) 0.0393(16) Uani 1 1 d . . . . .
H25 H -0.2149 0.4015 0.3425 0.047 Uiso 1 1 calc R . . . .
C3 C 0.0717(5) 0.0522(7) 0.7573(5) 0.0416(16) Uani 1 1 d . . . . .
H3A H 0.0889 0.0056 0.8071 0.050 Uiso 1 1 calc R . . . .
H3B H 0.1239 0.1077 0.7588 0.050 Uiso 1 1 calc R . . . .
C18 C -0.5841(5) 0.0762(7) 0.2287(4) 0.0384(16) Uani 1 1 d . . . . .
H18A H -0.5941 0.0223 0.1828 0.046 Uiso 1 1 calc R . . . .
H18B H -0.6361 0.1324 0.2162 0.046 Uiso 1 1 calc R . . . .
C13 C -0.6138(6) -0.0909(7) 0.4554(5) 0.0422(16) Uani 1 1 d . . . . .
H13 H -0.6215 -0.1276 0.5044 0.051 Uiso 1 1 calc R . . . .
C1 C -0.0513(6) 0.1976(7) 0.7037(5) 0.0405(16) Uani 1 1 d . . . . .
H1 H -0.0081 0.2233 0.6703 0.049 Uiso 1 1 calc R . . . .
C2 C -0.0839(6) 0.0745(6) 0.8082(5) 0.0393(15) Uani 1 1 d . . . . .
H2 H -0.0636 0.0154 0.8452 0.047 Uiso 1 1 calc R . . . .
C15 C -0.6730(5) 0.0391(6) 0.3461(5) 0.0354(14) Uani 1 1 d . . . . .
H15 H -0.7204 0.0913 0.3216 0.042 Uiso 1 1 calc R . . . .
C8 C 0.0607(7) -0.1611(7) 0.5429(5) 0.0460(18) Uani 1 1 d . . . . .
H8 H 0.0608 -0.2092 0.4976 0.055 Uiso 1 1 calc R . . . .
C6 C 0.1427(6) -0.0184(7) 0.6364(6) 0.0447(18) Uani 1 1 d . . . . .
H6 H 0.1967 0.0291 0.6533 0.054 Uiso 1 1 calc R . . . .
C14 C -0.6837(6) -0.0159(8) 0.4185(6) 0.0475(19) Uani 1 1 d . . . . .
H14 H -0.7388 -0.0017 0.4422 0.057 Uiso 1 1 calc R . . . .
C7 C 0.1395(7) -0.0869(8) 0.5690(6) 0.060(2) Uani 1 1 d . . . . .
H7 H 0.1911 -0.0845 0.5395 0.072 Uiso 1 1 calc R . . . .
O2W O 0.0530(5) -0.4109(6) 0.4378(4) 0.0602(16) Uani 1 1 d D . . . .
H2WA H 0.1071 -0.4378 0.4652 0.090 Uiso 1 1 d R . . . .
O1W O -0.1555(5) -0.3072(7) 0.3253(5) 0.075(2) Uani 1 1 d . . . . .
H1WA H -0.2104 -0.2800 0.2996 0.112 Uiso 1 1 d R . . . .
H2WB H 0.0043(5) -0.3952(7) 0.4700(5) 0.090 Uiso 1 1 d DGR . . . .
H1WB H -0.1641 -0.3034 0.3755 0.090 Uiso 1 1 d R . . . .


_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 Br1 2.6052(16) . ?
Cd1 Br2 2.5805(15) . ?
Cd1 O1 2.216(5) . ?
Cd1 O4 2.416(6) . ?
Cd1 O3 2.308(6) . ?
Cd1 C11 2.703(7) . ?
O1 C10 1.237(9) . ?
O4 C11 1.240(9) . ?
O3 C11 1.255(9) . ?
N2 C19 1.359(9) . ?
N2 C21 1.331(9) . ?
N2 C18 1.494(9) . ?
N1 C3 1.485(9) . ?
N1 C1 1.361(10) . ?
N1 C2 1.339(9) . ?
O2 C10 1.231(10) . ?
C9 C5 1.384(10) . ?
C9 C10 1.517(10) . ?
C9 C8 1.381(10) . ?
C17 C16 1.380(10) . ?
C17 C18 1.503(9) . ?
C17 C15 1.393(9) . ?
C24 C23 1.473(9) . ?
C24 C26 1.397(9) . ?
C24 C25 1.402(10) . ?
C19 H19 0.9300 . ?
C19 C20 1.347(10) . ?
C23 C20 1.402(9) . ?
C23 C22 1.396(9) . ?
C16 H16 0.9300 . ?
C16 C12 1.381(9) . ?
C12 C11 1.509(9) . ?
C12 C13 1.401(10) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.371(10) . ?
C26 H26 0.9300 . ?
C26 C1 1.360(10) 4_565 ?
C22 H22 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.397(10) . ?
C4 C3 1.493(10) . ?
C4 C6 1.397(9) . ?
C25 H25 0.9300 . ?
C25 C2 1.369(10) 4_565 ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C13 H13 0.9300 . ?
C13 C14 1.359(12) . ?
C1 C26 1.360(10) 4_566 ?
C1 H1 0.9300 . ?
C2 C25 1.369(10) 4_566 ?
C2 H2 0.9300 . ?
C15 H15 0.9300 . ?
C15 C14 1.375(11) . ?
C8 H8 0.9300 . ?
C8 C7 1.395(13) . ?
C6 H6 0.9300 . ?
C6 C7 1.356(12) . ?
C14 H14 0.9300 . ?
C7 H7 0.9300 . ?
O2W H2WA 0.8502 . ?
O2W H2WB 0.944(7) . ?
O1W H1WA 0.8499 . ?
O1W H1WB 0.8459 . ?

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
Br1 Cd1 C11 114.16(16) . . ?
Br2 Cd1 Br1 106.07(4) . . ?
Br2 Cd1 C11 112.93(15) . . ?
O1 Cd1 Br1 93.13(18) . . ?
O1 Cd1 Br2 121.85(16) . . ?
O1 Cd1 O4 95.3(2) . . ?
O1 Cd1 O3 118.4(2) . . ?
O1 Cd1 C11 107.3(2) . . ?
O4 Cd1 Br1 140.71(14) . . ?
O4 Cd1 Br2 101.70(16) . . ?
O4 Cd1 C11 27.3(2) . . ?
O3 Cd1 Br1 87.61(14) . . ?
O3 Cd1 Br2 116.82(17) . . ?
O3 Cd1 O4 54.83(19) . . ?
O3 Cd1 C11 27.6(2) . . ?
C10 O1 Cd1 119.8(5) . . ?
C11 O4 Cd1 89.3(4) . . ?
C11 O3 Cd1 94.0(5) . . ?
C19 N2 C18 119.8(5) . . ?
C21 N2 C19 120.6(6) . . ?
C21 N2 C18 119.6(6) . . ?
C1 N1 C3 119.0(6) . . ?
C2 N1 C3 120.3(7) . . ?
C2 N1 C1 120.6(6) . . ?
C5 C9 C10 119.7(6) . . ?
C8 C9 C5 119.6(7) . . ?
C8 C9 C10 120.7(7) . . ?
C16 C17 C18 122.1(6) . . ?
C16 C17 C15 119.2(6) . . ?
C15 C17 C18 118.7(6) . . ?
C26 C24 C23 121.4(6) . . ?
C26 C24 C25 117.6(6) . . ?
C25 C24 C23 121.0(6) . . ?
N2 C19 H19 119.6 . . ?
C20 C19 N2 120.8(6) . . ?
C20 C19 H19 119.6 . . ?
C20 C23 C24 122.7(6) . . ?
C22 C23 C24 120.1(6) . . ?
C22 C23 C20 117.3(6) . . ?
C17 C16 H16 119.6 . . ?
C17 C16 C12 120.7(6) . . ?
C12 C16 H16 119.6 . . ?
C16 C12 C11 120.7(6) . . ?
C16 C12 C13 118.8(6) . . ?
C13 C12 C11 120.5(6) . . ?
C19 C20 C23 120.4(6) . . ?
C19 C20 H20 119.8 . . ?
C23 C20 H20 119.8 . . ?
N2 C21 H21 119.6 . . ?
N2 C21 C22 120.8(6) . . ?
C22 C21 H21 119.6 . . ?
C24 C26 H26 119.7 . . ?
C1 C26 C24 120.7(7) 4_565 . ?
C1 C26 H26 119.7 4_565 . ?
O4 C11 Cd1 63.4(4) . . ?
O4 C11 O3 121.5(7) . . ?
O4 C11 C12 120.7(6) . . ?
O3 C11 Cd1 58.4(4) . . ?
O3 C11 C12 117.8(7) . . ?
C12 C11 Cd1 173.8(5) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 C23 120.1(6) . . ?
C21 C22 H22 119.9 . . ?
C9 C5 H5 119.5 . . ?
C9 C5 C4 121.1(6) . . ?
C4 C5 H5 119.5 . . ?
O1 C10 C9 116.2(6) . . ?
O2 C10 O1 125.6(7) . . ?
O2 C10 C9 118.1(7) . . ?
C5 C4 C3 121.9(6) . . ?
C5 C4 C6 118.6(7) . . ?
C6 C4 C3 119.5(7) . . ?
C24 C25 H25 120.1 . . ?
C2 C25 C24 119.7(7) 4_565 . ?
C2 C25 H25 120.1 4_565 . ?
N1 C3 C4 110.8(6) . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
N2 C18 C17 111.5(5) . . ?
N2 C18 H18A 109.3 . . ?
N2 C18 H18B 109.3 . . ?
C17 C18 H18A 109.3 . . ?
C17 C18 H18B 109.3 . . ?
H18A C18 H18B 108.0 . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.7(7) . . ?
C14 C13 H13 119.7 . . ?
N1 C1 H1 119.9 . . ?
C26 C1 N1 120.2(6) 4_566 . ?
C26 C1 H1 119.9 4_566 . ?
N1 C2 C25 121.1(7) . 4_566 ?
N1 C2 H2 119.4 . . ?
C25 C2 H2 119.4 4_566 . ?
C17 C15 H15 119.8 . . ?
C14 C15 C17 120.3(7) . . ?
C14 C15 H15 119.8 . . ?
C9 C8 H8 120.4 . . ?
C9 C8 C7 119.1(7) . . ?
C7 C8 H8 120.4 . . ?
C4 C6 H6 120.0 . . ?
C7 C6 C4 120.0(7) . . ?
C7 C6 H6 120.0 . . ?
C13 C14 C15 120.2(7) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C8 C7 H7 119.2 . . ?
C6 C7 C8 121.6(7) . . ?
C6 C7 H7 119.2 . . ?
H2WA O2W H2WB 115.3 . . ?
H1WA O1W H1WB 99.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cd1 O1 C10 O2 -5.3(12) . . . . ?
Cd1 O1 C10 C9 175.2(5) . . . . ?
Cd1 O4 C11 O3 -5.5(7) . . . . ?
Cd1 O4 C11 C12 174.6(6) . . . . ?
Cd1 O3 C11 O4 5.7(8) . . . . ?
Cd1 O3 C11 C12 -174.3(5) . . . . ?
N2 C19 C20 C23 1.3(10) . . . . ?
N2 C21 C22 C23 1.8(10) . . . . ?
C9 C5 C4 C3 -176.6(7) . . . . ?
C9 C5 C4 C6 -0.4(11) . . . . ?
C9 C8 C7 C6 2.1(15) . . . . ?
C17 C16 C12 C11 -179.6(6) . . . . ?
C17 C16 C12 C13 0.3(10) . . . . ?
C17 C15 C14 C13 1.1(12) . . . . ?
C24 C23 C20 C19 179.5(6) . . . . ?
C24 C23 C22 C21 178.9(6) . . . . ?
C19 N2 C21 C22 0.5(10) . . . . ?
C19 N2 C18 C17 -48.1(9) . . . . ?
C23 C24 C26 C1 -179.4(7) . . . 4_565 ?
C23 C24 C25 C2 -179.4(7) . . . 4_565 ?
C16 C17 C18 N2 -51.9(9) . . . . ?
C16 C17 C15 C14 -1.4(11) . . . . ?
C16 C12 C11 O4 -1.3(10) . . . . ?
C16 C12 C11 O3 178.7(6) . . . . ?
C16 C12 C13 C14 -0.6(11) . . . . ?
C12 C13 C14 C15 -0.1(13) . . . . ?
C20 C23 C22 C21 -2.5(10) . . . . ?
C21 N2 C19 C20 -2.1(10) . . . . ?
C21 N2 C18 C17 133.6(6) . . . . ?
C26 C24 C23 C20 162.7(7) . . . . ?
C26 C24 C23 C22 -18.8(10) . . . . ?
C26 C24 C25 C2 1.5(11) . . . 4_565 ?
C11 C12 C13 C14 179.3(7) . . . . ?
C22 C23 C20 C19 1.0(10) . . . . ?
C5 C9 C10 O1 12.5(10) . . . . ?
C5 C9 C10 O2 -167.1(8) . . . . ?
C5 C9 C8 C7 -2.0(12) . . . . ?
C5 C4 C3 N1 -47.3(10) . . . . ?
C5 C4 C6 C7 0.5(12) . . . . ?
C10 C9 C5 C4 178.4(6) . . . . ?
C10 C9 C8 C7 -179.1(8) . . . . ?
C4 C6 C7 C8 -1.4(15) . . . . ?
C25 C24 C23 C20 -16.4(10) . . . . ?
C25 C24 C23 C22 162.1(7) . . . . ?
C25 C24 C26 C1 -0.2(11) . . . 4_565 ?
C3 N1 C1 C26 175.6(7) . . . 4_566 ?
C3 N1 C2 C25 -176.8(7) . . . 4_566 ?
C3 C4 C6 C7 176.8(9) . . . . ?
C18 N2 C19 C20 179.6(6) . . . . ?
C18 N2 C21 C22 178.8(6) . . . . ?
C18 C17 C16 C12 -178.9(6) . . . . ?
C18 C17 C15 C14 178.2(7) . . . . ?
C13 C12 C11 O4 178.8(7) . . . . ?
C13 C12 C11 O3 -1.2(10) . . . . ?
C1 N1 C3 C4 -73.2(9) . . . . ?
C1 N1 C2 C25 1.0(11) . . . 4_566 ?
C2 N1 C3 C4 104.6(8) . . . . ?
C2 N1 C1 C26 -2.3(11) . . . 4_566 ?
C15 C17 C16 C12 0.6(10) . . . . ?
C15 C17 C18 N2 128.5(7) . . . . ?
C8 C9 C5 C4 1.2(11) . . . . ?
C8 C9 C10 O1 -170.4(8) . . . . ?
C8 C9 C10 O2 10.1(11) . . . . ?
C6 C4 C3 N1 136.5(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'



# start Validation Reply Form
_vrf_PLAT972_1                   
;
PROBLEM: Check Calcd Resid. Dens.  0.45A   From Br1            -3.30 eA-3  
RESPONSE: Because of the fourier truncation error around the Br atom 
in the structure.
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1810868'
_audit_update_record             
;
2018-12-26 deposited with the CCDC.
2019-01-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H20 Cd N4 O4 S2'
_chemical_formula_sum            'C28 H20 Cd N4 O4 S2'
_chemical_formula_weight         653.00

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   21.974(6)
_cell_length_b                   10.015(2)
_cell_length_c                   13.444(4)
_cell_angle_alpha                90
_cell_angle_beta                 115.916(8)
_cell_angle_gamma                90
_cell_volume                     2661.3(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    287(2)
_cell_measurement_reflns_used    4119
_cell_measurement_theta_min      2.280
_cell_measurement_theta_max      25.721

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.630
_exptl_crystal_F_000             1312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    1.020
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      287(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11810
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.087
_diffrn_reflns_theta_max         25.800
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2558
_reflns_number_gt                2049
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXL'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXL'
_computing_publication_material  'Bruker SHELXL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0508P)²+14.4580P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2558
_refine_ls_number_parameters     177
_refine_ls_number_restraints     90
_refine_ls_R_factor_all          0.0755
_refine_ls_R_factor_gt           0.0560
_refine_ls_wR_factor_ref         0.1421
_refine_ls_wR_factor_gt          0.1294
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_restrained_S_all      1.218
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.500000 0.43637(6) 0.750000 0.0528(2) Uani 1 2 d S T P . .
S1 S 0.63728(11) 0.79252(19) 0.96900(19) 0.0851(6) Uani 1 1 d . . . . .
O1 O 0.40143(19) 0.3765(4) 0.7752(3) 0.0581(10) Uani 1 1 d . . . . .
O2 O 0.4231(2) 0.2726(5) 0.6515(4) 0.0727(12) Uani 1 1 d . . . . .
N1 N 0.5475(4) 0.5826(6) 0.8862(6) 0.098(2) Uani 1 1 d . . . . .
N2 N 0.1207(2) 0.2689(5) 0.6668(4) 0.0563(11) Uani 1 1 d . U . . .
C1 C 0.5843(3) 0.6707(7) 0.9170(5) 0.0637(16) Uani 1 1 d . . . . .
C2 C 0.3864(3) 0.2942(5) 0.6984(4) 0.0476(12) Uani 1 1 d . . . . .
C3 C 0.3224(2) 0.2123(4) 0.6628(4) 0.0407(11) Uani 1 1 d . . . . .
C4 C 0.2798(3) 0.2281(5) 0.7128(4) 0.0452(12) Uani 1 1 d . . . . .
H4 H 0.290157 0.291715 0.768189 0.054 Uiso 1 1 calc R U . . .
C5 C 0.3063(3) 0.1181(6) 0.5789(4) 0.0528(13) Uani 1 1 d . . . . .
H5 H 0.334201 0.107286 0.543757 0.063 Uiso 1 1 calc R U . . .
C6 C 0.2491(3) 0.0410(5) 0.5481(5) 0.0580(15) Uani 1 1 d . . . . .
H6 H 0.238527 -0.022337 0.492371 0.070 Uiso 1 1 calc R U . . .
C7 C 0.2075(3) 0.0571(5) 0.5992(5) 0.0568(15) Uani 1 1 d . . . . .
H7 H 0.169095 0.004211 0.577959 0.068 Uiso 1 1 calc R U . . .
C8 C 0.2222(3) 0.1515(5) 0.6823(4) 0.0466(12) Uani 1 1 d . . . . .
C9 C 0.1752(3) 0.1721(7) 0.7341(5) 0.0617(16) Uani 1 1 d . . . . .
H9A H 0.200113 0.206355 0.808560 0.074 Uiso 1 1 calc R U . . .
H9B H 0.155016 0.087521 0.738575 0.074 Uiso 1 1 calc R U . . .
C10 C 0.1264(4) 0.3908(8) 0.6944(6) 0.100(2) Uani 1 1 d . U . . .
H10 H 0.162393 0.418031 0.759718 0.120 Uiso 1 1 calc R U . . .
C11 C 0.0808(4) 0.4817(8) 0.6301(6) 0.102(2) Uani 1 1 d . U . . .
H11 H 0.087685 0.570662 0.652001 0.123 Uiso 1 1 calc R U . . .
C12 C 0.0695(3) 0.2267(8) 0.5756(5) 0.0774(17) Uani 1 1 d . U . . .
H12 H 0.065854 0.136825 0.556536 0.093 Uiso 1 1 calc R U . . .
C13 C 0.0218(3) 0.3151(8) 0.5093(5) 0.0772(17) Uani 1 1 d . U . . .
H13 H -0.014017 0.284101 0.445306 0.093 Uiso 1 1 calc R U . . .
C14 C 0.0252(3) 0.4504(6) 0.5347(4) 0.0597(13) Uani 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 N1 2.217(6) . ?
Cd1 N1 2.218(6) 2_656 ?
Cd1 O2 2.312(4) . ?
Cd1 O2 2.312(4) 2_656 ?
Cd1 O1 2.410(4) . ?
Cd1 O1 2.410(4) 2_656 ?
Cd1 C2 2.688(5) . ?
Cd1 C2 2.688(5) 2_656 ?
S1 C1 1.619(7) . ?
O1 C2 1.248(6) . ?
O2 C2 1.241(7) . ?
N1 C1 1.145(8) . ?
N2 C10 1.266(9) . ?
N2 C12 1.320(7) . ?
N2 C9 1.498(8) . ?
C2 C3 1.513(7) . ?
C3 C4 1.379(8) . ?
C3 C5 1.392(7) . ?
C4 C8 1.381(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.377(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.370(9) . ?
C6 H6 0.9300 . ?
C7 C8 1.390(8) . ?
C7 H7 0.9300 . ?
C8 C9 1.491(8) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.349(11) . ?
C10 H10 0.9300 . ?
C11 C14 1.367(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.363(10) . ?
C12 H12 0.9300 . ?
C13 C14 1.391(9) . ?
C13 H13 0.9300 . ?
C14 C14 1.477(13) 5_566 ?

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
N1 Cd1 N1 97.3(4) . 2_656 ?
N1 Cd1 O2 154.7(2) . . ?
N1 Cd1 O2 91.9(2) 2_656 . ?
N1 Cd1 O2 91.9(2) . 2_656 ?
N1 Cd1 O2 154.7(2) 2_656 2_656 ?
O2 Cd1 O2 89.6(2) . 2_656 ?
N1 Cd1 O1 100.1(2) . . ?
N1 Cd1 O1 98.8(2) 2_656 . ?
O2 Cd1 O1 55.06(14) . . ?
O2 Cd1 O1 102.67(15) 2_656 . ?
N1 Cd1 O1 98.8(2) . 2_656 ?
N1 Cd1 O1 100.1(2) 2_656 2_656 ?
O2 Cd1 O1 102.67(15) . 2_656 ?
O2 Cd1 O1 55.06(14) 2_656 2_656 ?
O1 Cd1 O1 151.2(2) . 2_656 ?
N1 Cd1 C2 127.7(2) . . ?
N1 Cd1 C2 95.1(2) 2_656 . ?
O2 Cd1 C2 27.45(16) . . ?
O2 Cd1 C2 97.79(15) 2_656 . ?
O1 Cd1 C2 27.65(15) . . ?
O1 Cd1 C2 128.47(16) 2_656 . ?
N1 Cd1 C2 95.1(2) . 2_656 ?
N1 Cd1 C2 127.7(2) 2_656 2_656 ?
O2 Cd1 C2 97.79(15) . 2_656 ?
O2 Cd1 C2 27.45(16) 2_656 2_656 ?
O1 Cd1 C2 128.47(16) . 2_656 ?
O1 Cd1 C2 27.65(15) 2_656 2_656 ?
C2 Cd1 C2 116.0(2) . 2_656 ?
C2 O1 Cd1 88.7(3) . . ?
C2 O2 Cd1 93.4(3) . . ?
C1 N1 Cd1 144.1(7) . . ?
C10 N2 C12 121.0(6) . . ?
C10 N2 C9 119.8(5) . . ?
C12 N2 C9 119.1(6) . . ?
N1 C1 S1 176.1(7) . . ?
O2 C2 O1 122.7(5) . . ?
O2 C2 C3 117.7(5) . . ?
O1 C2 C3 119.5(5) . . ?
O2 C2 Cd1 59.1(3) . . ?
O1 C2 Cd1 63.7(3) . . ?
C3 C2 Cd1 176.6(4) . . ?
C4 C3 C5 119.0(5) . . ?
C4 C3 C2 121.2(5) . . ?
C5 C3 C2 119.7(5) . . ?
C3 C4 C8 121.5(5) . . ?
C3 C4 H4 119.3 . . ?
C8 C4 H4 119.3 . . ?
C6 C5 C3 120.0(6) . . ?
C6 C5 H5 120.0 . . ?
C3 C5 H5 120.0 . . ?
C7 C6 C5 120.2(5) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C6 C7 C8 120.8(5) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
C4 C8 C7 118.4(5) . . ?
C4 C8 C9 121.2(5) . . ?
C7 C8 C9 120.4(5) . . ?
C8 C9 N2 109.9(4) . . ?
C8 C9 H9A 109.7 . . ?
N2 C9 H9A 109.7 . . ?
C8 C9 H9B 109.7 . . ?
N2 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
N2 C10 C11 120.8(6) . . ?
N2 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C10 C11 C14 123.7(7) . . ?
C10 C11 H11 118.1 . . ?
C14 C11 H11 118.1 . . ?
N2 C12 C13 119.9(7) . . ?
N2 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 C14 121.9(6) . . ?
C12 C13 H13 119.0 . . ?
C14 C13 H13 119.0 . . ?
C11 C14 C13 112.5(6) . . ?
C11 C14 C14 123.7(8) . 5_566 ?
C13 C14 C14 123.8(6) . 5_566 ?

_refine_diff_density_max         1.277
_refine_diff_density_min         -0.735
_refine_diff_density_rms         0.096

