# Electronic Supplementary Material (ESI) for Faraday Discussions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_ilb3631_tmr-1_0m
_database_code_depnum_ccdc_archive 'CCDC 2013011'
loop_
_audit_author_name
_audit_author_address
'Lee Brammer'
;University of Sheffield
United Kingdom
;
_audit_update_record             
;
2020-06-29 deposited with the CCDC.	2020-08-17 downloaded from the CCDC.
;
_audit_creation_date             2020-05-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            SHF-81
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C48 H18 Cd3 N6 O36), 2(C2 H8 N)'
_chemical_formula_sum            'C20 H22 Cd N4 O12'
_chemical_formula_weight         622.81
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      trigonal
_space_group_IT_number           152
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'
'y, x, -z'

_cell_length_a                   13.7702(3)
_cell_length_b                   13.7702(3)
_cell_length_c                   13.2048(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2168.42(11)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    5844
_cell_measurement_temperature    195
_cell_measurement_theta_max      25.613
_cell_measurement_theta_min      2.301
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.815
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0948 before and 0.0721 after correction. The Ratio of minimum to maximum transmission is 0.7997. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange-yellow
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             942
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1104
_diffrn_reflns_av_unetI/netI     0.0725
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            24159
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.106
_diffrn_reflns_theta_min         1.542
_diffrn_ambient_temperature      195
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.781
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2413
_reflns_number_total             3203
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.520
_refine_diff_density_min         -1.123
_refine_diff_density_rms         0.130
_refine_ls_abs_structure_details 
;
 Flack x determined using 825 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         3203
_refine_ls_number_restraints     125
_refine_ls_R_factor_all          0.0946
_refine_ls_R_factor_gt           0.0629
_refine_ls_restrained_S_all      1.040
_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)+(0.1065P)²+0.3538P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1522
_refine_ls_wR_factor_ref         0.1714
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.501(4)
 0.499(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B)
4.b Me refined with riding coordinates:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
4.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7)
4.d Fitted hexagon refined as free rotating group:
 C2(C3,C4,C5,C6,C7)
;
_atom_sites_solution_hydrogens   geom
_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 -0.52866(11) 0.000000 -0.166667 0.0423(4) Uani 1 2 d S TU P . .
O1 O -0.6122(12) -0.1489(9) -0.0429(7) 0.056(3) Uani 1 1 d . U . . .
C1 C -0.5283(19) -0.1408(16) -0.0333(13) 0.062(4) Uani 1 1 d . U . . .
O2 O -0.451(2) -0.099(2) -0.0843(18) 0.154(11) Uani 1 1 d . U . . .
C2 C -0.5102(10) -0.2028(12) 0.0601(7) 0.052(4) Uani 1 1 d . U . . .
C3 C -0.5831(12) -0.2312(15) 0.1418(8) 0.079(7) Uani 1 1 d G U . . .
H3 H -0.645761 -0.220171 0.138010 0.095 Uiso 1 1 calc R . . . .
C4 C -0.5642(16) -0.2758(19) 0.2291(7) 0.154(17) Uani 1 1 d G U . . .
H4 H -0.614037 -0.295224 0.284957 0.185 Uiso 1 1 calc R . . . .
C5 C -0.4725(16) -0.2920(16) 0.2347(8) 0.102(8) Uani 1 1 d G U . . .
C6 C -0.3996(11) -0.2636(13) 0.1530(11) 0.079(6) Uani 1 1 d G U . . .
C7 C -0.4185(10) -0.2190(13) 0.0657(9) 0.093(8) Uani 1 1 d G U . . .
H7 H -0.368647 -0.199626 0.009820 0.112 Uiso 1 1 calc R . . . .
N1 N -0.310(2) -0.290(2) 0.142(2) 0.139(11) Uani 1 1 d . U . . .
O6 O -0.331(2) -0.379(2) 0.164(2) 0.158(9) Uani 1 1 d . U . . .
O5 O -0.211(2) -0.206(4) 0.109(3) 0.29(2) Uani 1 1 d . U . . .
C8 C -0.484(4) -0.359(3) 0.3299(15) 0.135(8) Uani 1 1 d . U . . .
O3 O -0.372(3) -0.309(2) 0.3732(16) 0.197(12) Uani 1 1 d . U . . .
O4 O -0.563(3) -0.441(3) 0.3633(12) 0.171(11) Uani 1 1 d . U . . .
C9 C -0.066(4) -0.257(3) 0.272(3) 0.191(18) Uani 1 1 d . U . . .
H9A H -0.102040 -0.268664 0.205870 0.286 Uiso 1 1 calc R . . . .
H9B H -0.052012 -0.186131 0.300994 0.286 Uiso 1 1 calc R . . . .
H9C H 0.005882 -0.255771 0.263785 0.286 Uiso 1 1 calc R . . . .
N2 N -0.154(2) -0.369(3) 0.3539(12) 0.146(11) Uani 1 1 d . U . . .
H2A H -0.220245 -0.369790 0.357074 0.175 Uiso 1 1 calc R . . . .
H2B H -0.167409 -0.433346 0.323115 0.175 Uiso 1 1 calc R . . . .
C10 C -0.118(3) -0.374(7) 0.464(2) 0.35(5) Uani 1 1 d . U . . .
H10A H -0.177660 -0.441017 0.497567 0.518 Uiso 1 1 calc R . . . .
H10B H -0.048710 -0.376603 0.464013 0.518 Uiso 1 1 calc R . . . .
H10C H -0.106604 -0.306962 0.501222 0.518 Uiso 1 1 calc 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 O1 2.416(9) 4_554 ?
Cd1 O1 2.416(9) . ?
Cd1 C1 2.621(19) 4_554 ?
Cd1 C1 2.621(19) . ?
Cd1 O2 2.372(15) . ?
Cd1 O2 2.372(15) 4_554 ?
Cd1 O3 2.57(3) 5_455 ?
Cd1 O3 2.57(3) 2_454 ?
Cd1 O4 2.350(18) 5_455 ?
Cd1 O4 2.350(18) 2_454 ?
O1 C1 1.11(2) . ?
C1 O2 1.14(3) . ?
C1 C2 1.59(2) . ?
C2 C3 1.3900 . ?
C2 C7 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C5 C6 1.3900 . ?
C5 C8 1.52(3) . ?
C6 C7 1.3900 . ?
C6 N1 1.45(3) . ?
N1 O6 1.15(3) . ?
N1 O5 1.35(4) . ?
C8 O3 1.46(5) . ?
C8 O4 1.19(5) . ?
C9 N2 1.77(5) . ?
N2 C10 1.55(3) . ?

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
O1 Cd1 O1 174.1(8) 4_554 . ?
O1 Cd1 C1 25.1(5) 4_554 4_554 ?
O1 Cd1 C1 160.8(7) . 4_554 ?
O1 Cd1 C1 160.8(7) 4_554 . ?
O1 Cd1 C1 25.1(5) . . ?
O1 Cd1 O3 74.7(6) 4_554 2_454 ?
O1 Cd1 O3 101.0(7) . 2_454 ?
O1 Cd1 O3 101.0(7) 4_554 5_455 ?
O1 Cd1 O3 74.7(6) . 5_455 ?
C1 Cd1 C1 136.3(10) 4_554 . ?
O2 Cd1 O1 135.5(6) . 4_554 ?
O2 Cd1 O1 50.4(6) 4_554 4_554 ?
O2 Cd1 O1 50.4(6) . . ?
O2 Cd1 O1 135.5(6) 4_554 . ?
O2 Cd1 C1 110.6(7) 4_554 . ?
O2 Cd1 C1 25.8(7) . . ?
O2 Cd1 C1 110.6(7) . 4_554 ?
O2 Cd1 C1 25.8(7) 4_554 4_554 ?
O2 Cd1 O2 85.1(9) 4_554 . ?
O2 Cd1 O3 111.3(7) . 5_455 ?
O2 Cd1 O3 132.2(11) . 2_454 ?
O2 Cd1 O3 111.3(7) 4_554 2_454 ?
O2 Cd1 O3 132.2(11) 4_554 5_455 ?
O3 Cd1 C1 90.5(7) 5_455 . ?
O3 Cd1 C1 90.5(7) 2_454 4_554 ?
O3 Cd1 C1 120.8(8) 2_454 . ?
O3 Cd1 C1 120.8(8) 5_455 4_554 ?
O3 Cd1 O3 90.9(12) 2_454 5_455 ?
O4 Cd1 O1 94.4(5) 5_455 4_554 ?
O4 Cd1 O1 94.4(5) 2_454 . ?
O4 Cd1 O1 86.6(5) 2_454 4_554 ?
O4 Cd1 O1 86.6(5) 5_455 . ?
O4 Cd1 C1 93.2(6) 5_455 4_554 ?
O4 Cd1 C1 79.1(7) 5_455 . ?
O4 Cd1 C1 79.1(7) 2_454 4_554 ?
O4 Cd1 C1 93.2(6) 2_454 . ?
O4 Cd1 O2 79.7(12) 2_454 4_554 ?
O4 Cd1 O2 79.7(12) 5_455 . ?
O4 Cd1 O2 85.1(10) 5_455 4_554 ?
O4 Cd1 O2 85.1(10) 2_454 . ?
O4 Cd1 O3 56.5(10) 2_454 2_454 ?
O4 Cd1 O3 143.5(12) 5_455 2_454 ?
O4 Cd1 O3 143.5(12) 2_454 5_455 ?
O4 Cd1 O3 56.5(10) 5_455 5_455 ?
O4 Cd1 O4 159.3(17) 2_454 5_455 ?
C1 O1 Cd1 87.8(11) . . ?
O1 C1 Cd1 67.1(11) . . ?
O1 C1 O2 130(2) . . ?
O1 C1 C2 118.0(17) . . ?
O2 C1 Cd1 64.8(11) . . ?
O2 C1 C2 112.0(19) . . ?
C2 C1 Cd1 167.9(12) . . ?
C1 O2 Cd1 89.4(14) . . ?
C3 C2 C1 118.0(10) . . ?
C3 C2 C7 120.0 . . ?
C7 C2 C1 121.8(10) . . ?
C4 C3 C2 120.0 . . ?
C5 C4 C3 120.0 . . ?
C4 C5 C6 120.0 . . ?
C4 C5 C8 108.3(16) . . ?
C6 C5 C8 130.9(14) . . ?
C5 C6 N1 126.2(14) . . ?
C7 C6 C5 120.0 . . ?
C7 C6 N1 113.2(14) . . ?
C6 C7 C2 120.0 . . ?
O6 N1 C6 117(3) . . ?
O6 N1 O5 127(3) . . ?
O5 N1 C6 117(3) . . ?
O3 C8 C5 106(3) . . ?
O4 C8 C5 131(3) . . ?
O4 C8 O3 123(2) . . ?
C8 O3 Cd1 82(2) . 3_445 ?
C8 O4 Cd1 98(2) . 3_445 ?
C10 N2 C9 121(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.501(4)
2 0.499(4)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMF'
####################################################################### 
# 
# 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_1barco2_rt_2_
_database_code_depnum_ccdc_archive 'CCDC 2013014'
loop_
_audit_author_name
_audit_author_address
'Lee Brammer'
;University of Sheffield
United Kingdom
;
_audit_update_record             
;
2020-06-29 deposited with the CCDC.	2020-08-17 downloaded from the CCDC.
;
_audit_creation_date             2018-06-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            SHF-81
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C48 H18 Cd3 N6 O36), 2(C2 H8 N)'
_chemical_formula_sum            'C20 H22 Cd N4 O12'
_chemical_formula_weight         622.81
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cd O12 N4 C20 H22'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0010 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8690 1.1630 '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      trigonal
_space_group_IT_number           152
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'
'y, x, -z'

_cell_length_a                   13.9775(9)
_cell_length_b                   13.9775(9)
_cell_length_c                   13.0994(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2216.4(3)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    4864
_cell_measurement_temperature    298
_cell_measurement_theta_max      24.2030
_cell_measurement_theta_min      1.6270
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.739
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56381
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             942
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0668
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            31828
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         29.946
_diffrn_reflns_theta_min         1.507
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000  -80.0000 325

#__ type_ start__ end____ width___ exp.time_
  2 phi    -80.00   40.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000   45.0000     -     300

#__ type_ start__ end____ width___ exp.time_
  3 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000   40.0000 325

#__ type_ start__ end____ width___ exp.time_
  4 phi     40.00  160.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000   45.0000     -     300

#__ type_ start__ end____ width___ exp.time_
  5 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000  160.0000 325

#__ type_ start__ end____ width___ exp.time_
  6 phi    -90.00  150.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000    0.0000     -     600
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_measurement_method       'ω and π scans'
_diffrn_orient_matrix_UB_11      0.0095903000
_diffrn_orient_matrix_UB_12      0.0353978000
_diffrn_orient_matrix_UB_13      -0.0402301000
_diffrn_orient_matrix_UB_21      0.0492373000
_diffrn_orient_matrix_UB_22      0.0016221000
_diffrn_orient_matrix_UB_23      -0.0098814000
_diffrn_orient_matrix_UB_31      -0.0268983000
_diffrn_orient_matrix_UB_32      -0.0445035000
_diffrn_orient_matrix_UB_33      -0.0323735000
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.807
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2514
_reflns_number_total             4713
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.95
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.780
_refine_diff_density_min         -1.531
_refine_diff_density_rms         0.127
_refine_ls_abs_structure_details 
;
 Flack x determined using 852 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         4713
_refine_ls_number_restraints     129
_refine_ls_R_factor_all          0.1196
_refine_ls_R_factor_gt           0.0661
_refine_ls_restrained_S_all      1.033
_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)+(0.1230P)²+0.2100P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1688
_refine_ls_wR_factor_ref         0.2159
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.512(4) 0.488(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C4(H4)
4.c Fitted hexagon refined as free rotating group:
 C3(C2,C7,C6,C5,C4)
4.d Idealised Me refined with riding coordinates:
 C10(H10A,H10B,H10C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_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 0.46925(12) 0.46925(12) 0.0000 0.0816(4) Uani 1 2 d S TU P . .
O1 O 0.428(2) 0.554(2) 0.1292(14) 0.162(7) Uani 1 1 d . U . . .
C1 C 0.345(2) 0.469(2) 0.1642(16) 0.126(6) Uani 1 1 d . U . . .
O2 O 0.3087(16) 0.3729(19) 0.1223(12) 0.147(5) Uani 1 1 d . U . . .
C3 C 0.2779(14) 0.5684(12) 0.2673(8) 0.130(8) Uani 1 1 d . U . . .
H3 H 0.2998 0.6183 0.2134 0.156 Uiso 1 1 calc R . . . .
C2 C 0.2951(13) 0.4788(12) 0.2624(8) 0.100(4) Uani 1 1 d G U . . .
C7 C 0.2624(13) 0.4043(11) 0.3431(10) 0.118(6) Uani 1 1 d G U . . .
C6 C 0.2125(14) 0.4195(11) 0.4285(9) 0.145(9) Uani 1 1 d G U . . .
H6 H 0.1907 0.3697 0.4825 0.174 Uiso 1 1 calc R . . . .
C5 C 0.1954(12) 0.5092(10) 0.4334(7) 0.094(4) Uani 1 1 d G U . . .
C4 C 0.2281(12) 0.5836(10) 0.3528(8) 0.111(6) Uani 1 1 d G U . . .
H4 H 0.2166 0.6436 0.3560 0.133 Uiso 1 1 calc R . . . .
C8 C 0.1410(16) 0.5274(18) 0.5233(14) 0.103(5) Uani 1 1 d . U . . .
O3 O 0.1457(12) 0.6134(13) 0.5379(8) 0.114(4) Uani 1 1 d . U . . .
O4 O 0.0867(19) 0.4490(17) 0.5777(13) 0.152(6) Uani 1 1 d . U . . .
N1 N 0.277(3) 0.313(3) 0.346(2) 0.205(12) Uani 1 1 d . U . . .
O6 O 0.384(3) 0.341(3) 0.333(3) 0.245(13) Uani 1 1 d . U . . .
O5 O 0.225(5) 0.235(4) 0.410(3) 0.38(3) Uani 1 1 d . U . . .
N2 N -0.157(2) 0.231(2) 0.484(2) 0.190(10) Uani 1 1 d . U . . .
H2A H -0.2302 0.1876 0.4878 0.228 Uiso 1 1 calc R . . . .
H2B H -0.1384 0.2966 0.5108 0.228 Uiso 1 1 calc R . . . .
C10 C -0.095(4) 0.176(5) 0.540(3) 0.237(18) Uani 1 1 d . U . . .
H10A H -0.1154 0.1062 0.5087 0.355 Uiso 1 1 calc R . . . .
H10B H -0.1146 0.1651 0.6107 0.355 Uiso 1 1 calc R . . . .
H10C H -0.0162 0.2240 0.5336 0.355 Uiso 1 1 calc R . . . .
C9 C -0.122(3) 0.241(4) 0.387(3) 0.229(17) Uani 1 1 d . U . . .
H9A H -0.0431 0.2894 0.3847 0.344 Uiso 1 1 calc R . . . .
H9B H -0.1570 0.2713 0.3456 0.344 Uiso 1 1 calc R . . . .
H9C H -0.1397 0.1697 0.3610 0.344 Uiso 1 1 calc 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 O1 2.299(18) . ?
Cd1 O1 2.299(18) 6 ?
Cd1 C1 2.76(2) . ?
Cd1 C1 2.76(2) 6 ?
Cd1 O2 2.529(18) 6 ?
Cd1 O2 2.529(18) . ?
Cd1 C8 2.740(17) 4_665 ?
Cd1 C8 2.740(17) 2_664 ?
Cd1 O3 2.445(11) 2_664 ?
Cd1 O3 2.445(11) 4_665 ?
Cd1 O4 2.350(15) 4_665 ?
Cd1 O4 2.350(15) 2_664 ?
O1 C1 1.26(4) . ?
C1 O2 1.29(3) . ?
C1 C2 1.51(2) . ?
C3 C2 1.3900 . ?
C3 C4 1.3900 . ?
C2 C7 1.3900 . ?
C7 C6 1.3900 . ?
C7 N1 1.40(3) . ?
C6 C5 1.3900 . ?
C5 C4 1.3900 . ?
C5 C8 1.490(18) . ?
C8 Cd1 2.740(17) 3_565 ?
C8 O3 1.19(3) . ?
C8 O4 1.21(3) . ?
O3 Cd1 2.445(11) 3_565 ?
O4 Cd1 2.350(15) 3_565 ?
N1 O6 1.34(4) . ?
N1 O5 1.27(5) . ?
N2 C10 1.60(7) . ?
N2 C9 1.35(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cd1 O1 164.8(13) . 6 ?
O1 Cd1 C1 167.1(9) 6 . ?
O1 Cd1 C1 167.1(9) . 6 ?
O1 Cd1 C1 27.0(8) 6 6 ?
O1 Cd1 C1 27.0(8) . . ?
O1 Cd1 O2 54.8(8) 6 6 ?
O1 Cd1 O2 139.9(8) 6 . ?
O1 Cd1 O2 54.8(8) . . ?
O1 Cd1 O2 139.9(8) . 6 ?
O1 Cd1 C8 92.3(7) . 2_664 ?
O1 Cd1 C8 92.3(7) 6 4_665 ?
O1 Cd1 C8 81.9(7) 6 2_664 ?
O1 Cd1 C8 81.9(7) . 4_665 ?
O1 Cd1 O3 92.1(6) . 2_664 ?
O1 Cd1 O3 88.8(6) 6 2_664 ?
O1 Cd1 O3 88.8(6) . 4_665 ?
O1 Cd1 O3 92.1(6) 6 4_665 ?
O1 Cd1 O4 80.4(9) 6 2_664 ?
O1 Cd1 O4 88.3(9) 6 4_665 ?
O1 Cd1 O4 80.4(9) . 4_665 ?
O1 Cd1 O4 88.3(9) . 2_664 ?
C1 Cd1 C1 143.2(13) 6 . ?
O2 Cd1 C1 115.9(8) . 6 ?
O2 Cd1 C1 27.8(7) 6 6 ?
O2 Cd1 C1 27.8(7) . . ?
O2 Cd1 C1 115.9(8) 6 . ?
O2 Cd1 O2 89.5(9) 6 . ?
O2 Cd1 C8 91.4(7) 6 2_664 ?
O2 Cd1 C8 91.4(7) . 4_665 ?
O2 Cd1 C8 120.7(6) . 2_664 ?
O2 Cd1 C8 120.7(6) 6 4_665 ?
C8 Cd1 C1 108.4(7) 2_664 . ?
C8 Cd1 C1 108.4(7) 4_665 6 ?
C8 Cd1 C1 85.5(7) 4_665 . ?
C8 Cd1 C1 85.5(7) 2_664 6 ?
C8 Cd1 C8 135.7(10) 4_665 2_664 ?
O3 Cd1 C1 97.5(6) 2_664 . ?
O3 Cd1 C1 97.5(6) 4_665 6 ?
O3 Cd1 C1 80.5(7) 2_664 6 ?
O3 Cd1 C1 80.5(7) 4_665 . ?
O3 Cd1 O2 75.2(6) 4_665 . ?
O3 Cd1 O2 75.2(6) 2_664 6 ?
O3 Cd1 O2 100.1(6) 4_665 6 ?
O3 Cd1 O2 100.1(6) 2_664 . ?
O3 Cd1 C8 25.7(6) 2_664 2_664 ?
O3 Cd1 C8 160.7(7) 2_664 4_665 ?
O3 Cd1 C8 25.7(6) 4_665 4_665 ?
O3 Cd1 C8 160.7(7) 4_665 2_664 ?
O3 Cd1 O3 173.6(9) 2_664 4_665 ?
O4 Cd1 C1 112.3(9) 4_665 6 ?
O4 Cd1 C1 112.3(9) 2_664 . ?
O4 Cd1 C1 95.2(8) 2_664 6 ?
O4 Cd1 C1 95.2(8) 4_665 . ?
O4 Cd1 O2 110.6(6) 2_664 6 ?
O4 Cd1 O2 110.6(6) 4_665 . ?
O4 Cd1 O2 134.9(7) 2_664 . ?
O4 Cd1 O2 134.9(7) 4_665 6 ?
O4 Cd1 C8 109.7(7) 4_665 2_664 ?
O4 Cd1 C8 26.0(7) 4_665 4_665 ?
O4 Cd1 C8 109.7(7) 2_664 4_665 ?
O4 Cd1 C8 26.0(7) 2_664 2_664 ?
O4 Cd1 O3 134.9(6) 4_665 2_664 ?
O4 Cd1 O3 51.5(6) 4_665 4_665 ?
O4 Cd1 O3 51.5(6) 2_664 2_664 ?
O4 Cd1 O3 134.9(6) 2_664 4_665 ?
O4 Cd1 O4 83.8(9) 4_665 2_664 ?
C1 O1 Cd1 97.2(16) . . ?
O1 C1 Cd1 55.8(11) . . ?
O1 C1 O2 121.9(19) . . ?
O1 C1 C2 118(2) . . ?
O2 C1 Cd1 66.1(12) . . ?
O2 C1 C2 120(2) . . ?
C2 C1 Cd1 170.9(18) . . ?
C1 O2 Cd1 86.0(15) . . ?
C2 C3 C4 120.0 . . ?
C3 C2 C1 115.0(12) . . ?
C7 C2 C1 124.9(12) . . ?
C7 C2 C3 120.0 . . ?
C2 C7 N1 124.2(15) . . ?
C6 C7 C2 120.0 . . ?
C6 C7 N1 115.8(15) . . ?
C7 C6 C5 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 C8 121.5(12) . . ?
C4 C5 C8 118.5(12) . . ?
C5 C4 C3 120.0 . . ?
C5 C8 Cd1 167.7(13) . 3_565 ?
O3 C8 Cd1 63.1(9) . 3_565 ?
O3 C8 C5 121.7(17) . . ?
O3 C8 O4 121.1(16) . . ?
O4 C8 Cd1 58.6(10) . 3_565 ?
O4 C8 C5 117.1(19) . . ?
C8 O3 Cd1 91.2(11) . 3_565 ?
C8 O4 Cd1 95.4(14) . 3_565 ?
O6 N1 C7 112(3) . . ?
O5 N1 C7 121(3) . . ?
O5 N1 O6 115(4) . . ?
C9 N2 C10 103(4) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.512(4)
2 0.488(4)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMF'
####################################################################### 
# 
# 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_ilb3211_tmr_sq-3
_database_code_depnum_ccdc_archive 'CCDC 2013016'
loop_
_audit_author_name
_audit_author_address
'Lee Brammer'
;University of Sheffield
United Kingdom
;
_audit_update_record             
;
2020-08-16 deposited with the CCDC.	2020-08-17 downloaded from the CCDC.
;
_audit_creation_date             2020-08-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C48 H18 Cd3 N6 O36), 2(C2 H8 N)'
_chemical_formula_sum            'C20 H22 Cd N4 O12'
_chemical_formula_weight         622.81
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      trigonal
_space_group_IT_number           154
_space_group_name_H-M_alt        'P 32 2 1'
_space_group_name_Hall           'P 32 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'x-y, -y, -z+1/3'
'-x, -x+y, -z+2/3'
'y, x, -z'

_cell_length_a                   14.8922(7)
_cell_length_b                   14.8922(7)
_cell_length_c                   12.7663(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2452.0(3)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    4120
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      21.88
_cell_measurement_theta_min      2.24
_shelx_estimated_absorpt_T_max   0.869
_shelx_estimated_absorpt_T_min   0.714
_exptl_absorpt_coefficient_mu    0.721
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0602 before and 0.0521 after correction. The Ratio of minimum to maximum transmission is 0.9054. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             942
_exptl_crystal_size_max          0.5
_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  0.0514
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_Laue_measured_fraction_full 0.998
_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       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18166
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.014
_diffrn_reflns_theta_max         25.014
_diffrn_reflns_theta_min         1.579
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.782
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2367
_reflns_number_total             2896
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.632
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.105
_refine_ls_abs_structure_details 
;
 Flack x determined using 954 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.005(18)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         2896
_refine_ls_number_restraints     275
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0449
_refine_ls_restrained_S_all      1.175
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0790P)²+1.2665P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1174
_refine_ls_wR_factor_ref         0.1389
_refine_special_details          
'Refined as a 2-component twin.,Twin,SQUEEZE,disorder'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.518(10)
 0.482(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 N1-O5
 1.226 with sigma of 0.02
 N1-C1
 3.13 with sigma of 0.01
 N1-O1
 2.739 with sigma of 0.01
 O5-N1
 1.2 with sigma of 0.02
 N1-O6
 1.2 with sigma of 0.02
 O6-O5
 2.2 with sigma of 0.02
 O6-C3
 2.3 with sigma of 0.02
 O5-C3
 2.3 with sigma of 0.02
 N1-C3
 1.45 with sigma of 0.02
 C5-C8
 1.4 with sigma of 0.02
 C9-N2
 1.4 with sigma of 0.02
 C10-N2
 1.4 with sigma of 0.02
 C9-C10
 2.3 with sigma of 0.02
4. Restrained planarity
 O1, N1, C1, C2, C3
 with sigma of 0.1
 O5, O6, N1, C3
 with sigma of 0.1
5. Rigid bond restraints
 O5, O6, N1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C9, N2, C10
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O4, C8, O3, C5, C4, C3, C2, C7, C6, C1, O1, O2, Cd1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
6. Uiso/Uaniso restraints and constraints
O5 \\sim O6 \\sim N1: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
C9 \\sim N2 \\sim C10: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
O3 \\sim C8 \\sim O4 \\sim C5 \\sim C4 \\sim C3 \\sim C2 \\sim C7 \\sim C6
\\sim C1 \\sim O2 \\sim O1 \\sim Cd1: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08
7. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
8.a Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B)
8.b Me refined with riding coordinates:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
8.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C6(H6), C4(H4)
8.d Fitted hexagon refined as free rotating group:
 C3(C2,C7,C6,C5,C4)
;
_atom_sites_solution_hydrogens   geom
_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 0.4997(2) 0.4997(2) 0.000000 0.0407(3) Uani 1 2 d S TU P . .
O1 O 0.4201(17) 0.3430(13) 0.1130(18) 0.129(8) Uani 1 1 d D U . . .
O2 O 0.5935(17) 0.4385(17) 0.1191(15) 0.096(5) Uani 1 1 d . U . . .
O3 O 0.5901(15) 0.1362(14) 0.5377(15) 0.086(5) Uani 1 1 d . U . . .
O4 O 0.4252(14) 0.0689(11) 0.5569(14) 0.080(4) Uani 1 1 d . U . . .
O5 O 0.291(3) 0.124(3) 0.155(3) 0.35(2) Uani 1 1 d D U . . .
O6 O 0.2368(19) 0.175(3) 0.2907(19) 0.312(19) Uani 1 1 d D U . . .
N1 N 0.3067(14) 0.1714(13) 0.2389(15) 0.155(9) Uani 1 1 d D U . . .
C1 C 0.4971(15) 0.3702(13) 0.1525(15) 0.068(5) Uani 1 1 d D U . . .
C3 C 0.4070(8) 0.2219(16) 0.2851(14) 0.104(7) Uani 1 1 d D U . . .
C2 C 0.4985(13) 0.3043(13) 0.2465(11) 0.081(7) Uani 1 1 d G U . . .
C7 C 0.5923(9) 0.3319(13) 0.2950(15) 0.074(5) Uani 1 1 d G U . . .
H7 H 0.653513 0.387104 0.269268 0.088 Uiso 1 1 calc R . . . .
C6 C 0.5947(8) 0.2771(15) 0.3821(14) 0.064(4) Uani 1 1 d G U . . .
H6 H 0.657555 0.295584 0.414532 0.076 Uiso 1 1 calc R . . . .
C5 C 0.5033(13) 0.1947(13) 0.4206(10) 0.063(5) Uani 1 1 d DG U . . .
C4 C 0.4094(8) 0.1670(13) 0.3721(14) 0.089(6) Uani 1 1 d G U . . .
H4 H 0.348234 0.111873 0.397862 0.106 Uiso 1 1 calc R . . . .
C8 C 0.5174(19) 0.1386(17) 0.5130(18) 0.075(6) Uani 1 1 d D U . . .
N2 N 0.188(2) 0.364(3) 0.096(4) 0.251(17) Uani 1 1 d D U . . .
H2A H 0.194095 0.418520 0.062000 0.301 Uiso 1 1 calc R . . . .
H2B H 0.246853 0.362014 0.087635 0.301 Uiso 1 1 calc R . . . .
C9 C 0.167(3) 0.368(2) 0.207(4) 0.24(2) Uani 1 1 d D U . . .
H9A H 0.222747 0.429464 0.237499 0.358 Uiso 1 1 calc R . . . .
H9B H 0.103409 0.369222 0.214169 0.358 Uiso 1 1 calc R . . . .
H9C H 0.160569 0.308002 0.241943 0.358 Uiso 1 1 calc R . . . .
C10 C 0.100(5) 0.269(4) 0.056(4) 0.40(4) Uani 1 1 d D U . . .
H10A H 0.110026 0.261506 -0.016740 0.595 Uiso 1 1 calc R . . . .
H10B H 0.095179 0.210467 0.094010 0.595 Uiso 1 1 calc R . . . .
H10C H 0.038019 0.271687 0.066236 0.595 Uiso 1 1 calc 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 O1 2.484(16) . ?
Cd1 O1 2.484(16) 6 ?
Cd1 O2 2.523(17) . ?
Cd1 O2 2.523(17) 6 ?
Cd1 O3 2.430(17) 5_665 ?
Cd1 O3 2.430(17) 3_664 ?
Cd1 O4 2.327(14) 3_664 ?
Cd1 O4 2.327(14) 5_665 ?
Cd1 C1 2.727(19) 6 ?
Cd1 C1 2.727(19) . ?
O1 C1 1.13(3) . ?
O2 C1 1.35(2) . ?
O3 C8 1.14(3) . ?
O4 C8 1.36(3) . ?
O5 N1 1.233(17) . ?
O6 N1 1.25(2) . ?
N1 C3 1.421(18) . ?
C1 C2 1.56(2) . ?
C3 C2 1.3900 . ?
C3 C4 1.3900 . ?
C2 C7 1.3900 . ?
C7 C6 1.3900 . ?
C6 C5 1.3900 . ?
C5 C4 1.3900 . ?
C5 C8 1.52(2) . ?
N2 C9 1.46(2) . ?
N2 C10 1.45(3) . ?

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
O1 Cd1 O1 89.8(11) . 6 ?
O1 Cd1 O2 53.2(7) . . ?
O1 Cd1 O2 137.3(7) . 6 ?
O1 Cd1 O2 137.3(7) 6 . ?
O1 Cd1 O2 53.2(7) 6 6 ?
O1 Cd1 C1 24.4(6) 6 6 ?
O1 Cd1 C1 24.4(6) . . ?
O1 Cd1 C1 113.5(7) 6 . ?
O1 Cd1 C1 113.5(7) . 6 ?
O2 Cd1 O2 169.0(10) 6 . ?
O2 Cd1 C1 29.4(6) 6 6 ?
O2 Cd1 C1 29.4(6) . . ?
O2 Cd1 C1 160.1(7) . 6 ?
O2 Cd1 C1 160.1(7) 6 . ?
O3 Cd1 O1 78.6(7) 3_664 6 ?
O3 Cd1 O1 78.6(7) 5_665 . ?
O3 Cd1 O1 90.6(7) 5_665 6 ?
O3 Cd1 O1 90.6(7) 3_664 . ?
O3 Cd1 O2 100.2(4) 5_665 . ?
O3 Cd1 O2 81.3(4) 5_665 6 ?
O3 Cd1 O2 81.3(4) 3_664 . ?
O3 Cd1 O2 100.2(4) 3_664 6 ?
O3 Cd1 O3 164.7(9) 3_664 5_665 ?
O3 Cd1 C1 84.4(7) 5_665 . ?
O3 Cd1 C1 90.1(6) 5_665 6 ?
O3 Cd1 C1 84.4(7) 3_664 6 ?
O3 Cd1 C1 90.1(6) 3_664 . ?
O4 Cd1 O1 107.5(4) 5_665 . ?
O4 Cd1 O1 133.9(5) 3_664 . ?
O4 Cd1 O1 133.9(5) 5_665 6 ?
O4 Cd1 O1 107.5(4) 3_664 6 ?
O4 Cd1 O2 89.6(6) 3_664 . ?
O4 Cd1 O2 82.7(7) 3_664 6 ?
O4 Cd1 O2 89.6(6) 5_665 6 ?
O4 Cd1 O2 82.7(7) 5_665 . ?
O4 Cd1 O3 53.8(6) 3_664 3_664 ?
O4 Cd1 O3 141.0(7) 5_665 3_664 ?
O4 Cd1 O3 141.0(7) 3_664 5_665 ?
O4 Cd1 O3 53.8(6) 5_665 5_665 ?
O4 Cd1 O4 90.9(10) 5_665 3_664 ?
O4 Cd1 C1 117.0(5) 5_665 6 ?
O4 Cd1 C1 117.0(5) 3_664 . ?
O4 Cd1 C1 93.0(6) 3_664 6 ?
O4 Cd1 C1 93.0(6) 5_665 . ?
C1 Cd1 C1 137.7(8) . 6 ?
C1 O1 Cd1 90.0(11) . . ?
C1 O2 Cd1 83.7(12) . . ?
C8 O3 Cd1 94.5(15) . 2_655 ?
C8 O4 Cd1 93.4(12) . 2_655 ?
O5 N1 O6 123(2) . . ?
O5 N1 C3 121(2) . . ?
O6 N1 C3 115.7(18) . . ?
O1 C1 Cd1 65.6(10) . . ?
O1 C1 O2 129.7(17) . . ?
O1 C1 C2 116.7(13) . . ?
O2 C1 Cd1 66.9(10) . . ?
O2 C1 C2 112.0(17) . . ?
C2 C1 Cd1 174.9(11) . . ?
C2 C3 N1 128.8(13) . . ?
C2 C3 C4 120.0 . . ?
C4 C3 N1 110.5(14) . . ?
C3 C2 C1 120.9(14) . . ?
C7 C2 C1 119.0(14) . . ?
C7 C2 C3 120.0 . . ?
C6 C7 C2 120.0 . . ?
C7 C6 C5 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 C8 114.6(15) . . ?
C4 C5 C8 125.3(15) . . ?
C5 C4 C3 120.0 . . ?
O3 C8 O4 118.2(18) . . ?
O3 C8 C5 129(2) . . ?
O4 C8 C5 112.0(18) . . ?
C10 N2 C9 106(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.518(10)
2 0.482(10)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMF'
####################################################################### 
# 
# 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_ilb3556_tmr_sq
_database_code_depnum_ccdc_archive 'CCDC 2013023'
loop_
_audit_author_name
_audit_author_address
'Lee Brammer'
;University of Sheffield
United Kingdom
;
_audit_update_record             
;
2020-06-29 deposited with the CCDC.	2020-08-17 downloaded from the CCDC.
;
_audit_creation_date             2020-05-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            SHF-81-DMF
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C48 H18 Cd3 N6 O36)'
_chemical_formula_sum            'C16 H6 Cd N2 O12'
_chemical_formula_weight         530.63
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
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      trigonal
_space_group_IT_number           152
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'
'y, x, -z'

_cell_length_a                   14.9689(4)
_cell_length_b                   14.9689(4)
_cell_length_c                   12.6934(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2463.14(15)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    9693
_cell_measurement_temperature    170.0
_cell_measurement_theta_max      66.49
_cell_measurement_theta_min      3.41
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.717
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.3578
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1281 before and 0.0804 after correction. The Ratio of minimum to maximum transmission is 0.4753.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.073
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             780
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 1.001
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            33600
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.657
_diffrn_reflns_theta_max         66.657
_diffrn_reflns_theta_min         3.409
_diffrn_ambient_temperature      170
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.001
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.781
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                2561
_reflns_number_total             2915
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.510
_refine_diff_density_rms         0.070
_refine_ls_abs_structure_details 
;
 Flack x determined using 1096 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.053(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         2915
_refine_ls_number_restraints     134
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0338
_refine_ls_restrained_S_all      1.078
_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)+(0.0743P)²+1.2660P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1004
_refine_ls_wR_factor_ref         0.1096
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.517(10)
 0.483(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Restrained distances
 O4-O3
 2.25 with sigma of 0.02
 O4-C8
 1.25 with sigma of 0.02
 C8-O3
 1.25 with sigma of 0.02
 C8-C5
 1.4 with sigma of 0.02
4. Restrained planarity
 N1, C7, C2, C6
 with sigma of 0.1
5. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
6. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08
7. Rigid body (RIGU) restrains
 Cd1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
8.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C4(H4), C3(H3)
8.b Fitted hexagon refined as free rotating group:
 C2(C7,C6,C5,C4,C3)
;
_atom_sites_solution_hydrogens   geom
_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 -0.50022(13) -0.50022(13) 0.000000 0.0425(2) Uani 1 2 d S TU P . .
O2 O -0.5775(12) -0.6440(12) -0.1145(11) 0.114(5) Uani 1 1 d . U . . .
O1 O -0.4101(11) -0.5598(11) -0.1181(10) 0.088(3) Uani 1 1 d . U . . .
C1 C -0.5025(15) -0.6321(14) -0.1561(13) 0.073(4) Uani 1 1 d . U . . .
C2 C -0.4977(9) -0.6963(10) -0.2439(9) 0.077(4) Uani 1 1 d . U . . .
C7 C -0.5891(6) -0.7781(12) -0.2820(12) 0.110(6) Uani 1 1 d G U . . .
C6 C -0.5876(6) -0.8336(11) -0.3691(12) 0.100(5) Uani 1 1 d G U . . .
H6 H -0.650120 -0.889517 -0.395185 0.120 Uiso 1 1 calc R . . . .
C5 C -0.4946(9) -0.8073(11) -0.4181(9) 0.077(4) Uani 1 1 d DG U . . .
C4 C -0.4031(6) -0.7255(12) -0.3800(11) 0.072(4) Uani 1 1 d G U . . .
H4 H -0.339511 -0.707501 -0.413434 0.087 Uiso 1 1 calc R . . . .
C3 C -0.4046(6) -0.6700(10) -0.2929(11) 0.076(4) Uani 1 1 d G U . . .
H3 H -0.342109 -0.614097 -0.266790 0.091 Uiso 1 1 calc R . . . .
O3 O -0.5719(11) -0.9261(9) -0.5563(11) 0.092(4) Uani 1 1 d D U . . .
O4 O -0.4057(12) -0.8617(13) -0.5326(11) 0.102(5) Uani 1 1 d D U . . .
C8 C -0.4844(13) -0.8655(16) -0.5148(15) 0.078(5) Uani 1 1 d D U . . .
O5 O -0.701(3) -0.867(2) -0.144(3) 0.328(17) Uani 1 1 d . U . . .
O6 O -0.750(2) -0.813(3) -0.275(2) 0.326(15) Uani 1 1 d . U . . .
N1 N -0.6806(16) -0.8201(18) -0.2362(17) 0.154(7) 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 O2 2.365(13) 6 ?
Cd1 O2 2.365(13) . ?
Cd1 O1 2.463(10) . ?
Cd1 O1 2.463(10) 6 ?
Cd1 O3 2.355(12) 3_545 ?
Cd1 O3 2.355(12) 5_454 ?
Cd1 O4 2.500(14) 5_454 ?
Cd1 O4 2.500(14) 3_545 ?
Cd1 C8 2.713(17) 3_545 ?
Cd1 C8 2.713(17) 5_454 ?
O2 C1 1.17(2) . ?
O1 C1 1.349(19) . ?
C1 C2 1.497(15) . ?
C2 C7 1.3900 . ?
C2 C3 1.3900 . ?
C7 C6 1.3900 . ?
C7 N1 1.32(2) . ?
C6 C5 1.3900 . ?
C5 C4 1.3900 . ?
C5 C8 1.556(16) . ?
C4 C3 1.3900 . ?
O3 C8 1.277(16) . ?
O4 C8 1.173(16) . ?
O5 N1 1.33(3) . ?
O6 N1 1.20(3) . ?

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
O2 Cd1 O2 91.2(7) 6 . ?
O2 Cd1 O1 53.4(5) 6 6 ?
O2 Cd1 O1 136.6(5) 6 . ?
O2 Cd1 O1 136.6(5) . 6 ?
O2 Cd1 O1 53.4(5) . . ?
O2 Cd1 O4 74.8(5) . 5_454 ?
O2 Cd1 O4 93.0(6) 6 5_454 ?
O2 Cd1 O4 74.8(5) 6 3_545 ?
O2 Cd1 O4 93.0(6) . 3_545 ?
O2 Cd1 C8 113.7(6) . 3_545 ?
O2 Cd1 C8 89.9(7) 6 3_545 ?
O2 Cd1 C8 113.7(6) 6 5_454 ?
O2 Cd1 C8 89.9(7) . 5_454 ?
O1 Cd1 O1 169.3(7) . 6 ?
O1 Cd1 O4 82.1(3) . 3_545 ?
O1 Cd1 O4 99.5(3) 6 3_545 ?
O1 Cd1 O4 99.5(3) . 5_454 ?
O1 Cd1 O4 82.1(3) 6 5_454 ?
O1 Cd1 C8 92.7(6) . 5_454 ?
O1 Cd1 C8 84.2(6) . 3_545 ?
O1 Cd1 C8 92.7(6) 6 3_545 ?
O1 Cd1 C8 84.2(6) 6 5_454 ?
O3 Cd1 O2 134.6(4) 3_545 . ?
O3 Cd1 O2 134.6(4) 5_454 6 ?
O3 Cd1 O2 105.5(3) 5_454 . ?
O3 Cd1 O2 105.5(3) 3_545 6 ?
O3 Cd1 O1 88.7(5) 5_454 6 ?
O3 Cd1 O1 83.9(5) 5_454 . ?
O3 Cd1 O1 83.9(5) 3_545 6 ?
O3 Cd1 O1 88.7(5) 3_545 . ?
O3 Cd1 O3 92.2(7) 3_545 5_454 ?
O3 Cd1 O4 143.2(5) 5_454 3_545 ?
O3 Cd1 O4 53.6(4) 5_454 5_454 ?
O3 Cd1 O4 53.6(4) 3_545 3_545 ?
O3 Cd1 O4 143.2(5) 3_545 5_454 ?
O3 Cd1 C8 28.1(4) 3_545 3_545 ?
O3 Cd1 C8 119.0(7) 5_454 3_545 ?
O3 Cd1 C8 28.1(4) 5_454 5_454 ?
O3 Cd1 C8 119.0(7) 3_545 5_454 ?
O4 Cd1 O4 162.8(6) 5_454 3_545 ?
O4 Cd1 C8 170.9(6) 3_545 5_454 ?
O4 Cd1 C8 25.6(3) 5_454 5_454 ?
O4 Cd1 C8 25.6(3) 3_545 3_545 ?
O4 Cd1 C8 170.9(6) 5_454 3_545 ?
C8 Cd1 C8 146.7(8) 3_545 5_454 ?
C1 O2 Cd1 98.2(12) . . ?
C1 O1 Cd1 88.9(9) . . ?
O2 C1 O1 118.8(13) . . ?
O2 C1 C2 126.0(17) . . ?
O1 C1 C2 114.9(14) . . ?
C7 C2 C1 118.8(12) . . ?
C7 C2 C3 120.0 . . ?
C3 C2 C1 120.9(12) . . ?
C6 C7 C2 120.0 . . ?
N1 C7 C2 126.6(12) . . ?
N1 C7 C6 112.9(13) . . ?
C5 C6 C7 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 C8 124.0(11) . . ?
C4 C5 C8 116.0(11) . . ?
C3 C4 C5 120.0 . . ?
C4 C3 C2 120.0 . . ?
C8 O3 Cd1 91.8(10) . 2_444 ?
C8 O4 Cd1 87.4(12) . 2_444 ?
C5 C8 Cd1 168.6(12) . 2_444 ?
O3 C8 Cd1 60.2(9) . 2_444 ?
O3 C8 C5 111.8(14) . . ?
O4 C8 Cd1 67.0(11) . 2_444 ?
O4 C8 C5 120.1(15) . . ?
O4 C8 O3 127.1(17) . . ?
C7 N1 O5 123(2) . . ?
O6 N1 C7 121(3) . . ?
O6 N1 O5 116(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.517(10)
2 0.483(10)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMF'
####################################################################### 
# 
# 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_ilb3654_1_tmr-r_0m_sq
_database_code_depnum_ccdc_archive 'CCDC 2013021'
loop_
_audit_author_name
_audit_author_address
'Lee Brammer'
;University of Sheffield
United Kingdom
;
_audit_update_record             
;
2020-06-29 deposited with the CCDC.	2020-08-17 downloaded from the CCDC.
;
_audit_creation_date             2020-05-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            SHF-81-DMF
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C48 H18 Cd3 N6 O36), 2(C2 H8 N)'
_chemical_formula_sum            'C20 H22 Cd N4 O12'
_chemical_formula_weight         622.81
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
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      trigonal
_space_group_IT_number           154
_space_group_name_H-M_alt        'P 32 2 1'
_space_group_name_Hall           'P 32 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'x-y, -y, -z+1/3'
'-x, -x+y, -z+2/3'
'y, x, -z'

_cell_length_a                   15.0465(5)
_cell_length_b                   15.0465(5)
_cell_length_c                   12.6619(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2482.56(18)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    9776
_cell_measurement_temperature    195.0
_cell_measurement_theta_max      66.700
_cell_measurement_theta_min      3.392
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.758
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.3719
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1325 before and 0.0668 after correction. The Ratio of minimum to maximum transmission is 0.4940. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             942
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            41893
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        66.694
_diffrn_reflns_theta_max         66.694
_diffrn_reflns_theta_min         3.392
_diffrn_ambient_temperature      195
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.789
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                2723
_reflns_number_total             2919
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.550
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.086
_refine_ls_abs_structure_details 
;
 Flack x determined using 1172 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.028(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.176
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         2919
_refine_ls_number_restraints     162
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0345
_refine_ls_restrained_S_all      1.212
_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)+(0.0737P)²+0.4675P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0971
_refine_ls_wR_factor_ref         0.1054
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.512(9)
 0.488(9)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 N2-C10
 1.416 with sigma of 0.02
 N2-C9
 1.416 with sigma of 0.02
 C10-C9
 2.417 with sigma of 0.02
 O6-N1
 1.2 with sigma of 0.02
 N1-O5
 1.2 with sigma of 0.02
 O5-O6
 2.2 with sigma of 0.02
 C2-C1
 1.5 with sigma of 0.02
 O1-C1
 1.25 with sigma of 0.02
 O2-C1
 1.25 with sigma of 0.02
 O3-C8
 1.25 with sigma of 0.02
 C8-O4
 1.25 with sigma of 0.02
 O2-O1
 2.25 with sigma of 0.02
 O4-O3
 2.25 with sigma of 0.02
 C1-C2
 1.4 with sigma of 0.02
4. Restrained planarity
 N1, C3, C4, C5
 with sigma of 0.1
 O5, O6, N1, C4
 with sigma of 0.1
5. Rigid bond restraints
 C10, N2, C9
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O6, N1, O5
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
6. Uiso/Uaniso restraints and constraints
C10 \\sim N2 \\sim C9: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
O6 \\sim N1 \\sim O5: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
7. Rigid body (RIGU) restrains
 Cd1, O1, O2, C1, C2, C3, C7, C4, C6, N1, C5, O5, O6, C8, O3, O4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
8.a Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B)
8.b Me refined with riding coordinates:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
8.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C7(H7)
8.d Fitted hexagon refined as free rotating group:
 C2(C3,C4,C5,C6,C7)
;
_atom_sites_solution_hydrogens   geom
_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 1.000000 0.49979(10) -0.166667 0.0433(2) Uani 1 2 d S TU P . .
O1 O 0.9286(8) 0.5722(9) -0.0543(8) 0.089(3) Uani 1 1 d D U . . .
O2 O 0.8628(10) 0.4079(11) -0.0359(11) 0.103(4) Uani 1 1 d D U . . .
O3 O 0.6477(11) 0.5740(9) 0.3904(11) 0.123(5) Uani 1 1 d D U . . .
O4 O 0.5595(9) 0.4093(10) 0.3786(8) 0.094(3) Uani 1 1 d D U . . .
O5 O 0.8768(18) 0.709(2) 0.343(2) 0.292(13) Uani 1 1 d D U . . .
O6 O 0.786(3) 0.735(2) 0.227(2) 0.41(2) Uani 1 1 d D U . . .
N1 N 0.8216(12) 0.6845(13) 0.2654(14) 0.142(5) Uani 1 1 d D U . . .
C1 C 0.8624(12) 0.4853(12) -0.0160(13) 0.078(4) Uani 1 1 d D U . . .
C2 C 0.8062(8) 0.4932(8) 0.0826(7) 0.083(4) Uani 1 1 d D U . . .
C3 C 0.8319(10) 0.5861(5) 0.1305(9) 0.106(5) Uani 1 1 d G U . . .
H3 H 0.887259 0.648193 0.103842 0.127 Uiso 1 1 calc R . . . .
C4 C 0.7766(11) 0.5882(5) 0.2175(9) 0.114(6) Uani 1 1 d G U . . .
C5 C 0.6956(8) 0.4974(7) 0.2565(7) 0.076(4) Uani 1 1 d G U . . .
C6 C 0.6699(7) 0.4045(5) 0.2087(9) 0.080(4) Uani 1 1 d G U . . .
H6 H 0.614498 0.342410 0.235352 0.096 Uiso 1 1 calc R . . . .
C7 C 0.7252(9) 0.4024(5) 0.1217(9) 0.064(3) Uani 1 1 d G U . . .
H7 H 0.707597 0.338834 0.088977 0.077 Uiso 1 1 calc R . . . .
C8 C 0.6271(12) 0.4998(11) 0.3423(12) 0.076(4) Uani 1 1 d D U . . .
N2 N 0.811(3) 0.6127(15) -0.313(3) 0.264(17) Uani 1 1 d D U . A -1
H2A H 0.828530 0.562730 -0.310481 0.317 Uiso 1 1 calc R . . A -1
H2B H 0.746353 0.584719 -0.287030 0.317 Uiso 1 1 calc R . . A -1
C9 C 0.877(3) 0.691(2) -0.241(2) 0.232(13) Uani 1 1 d D U . A -1
H9A H 0.870180 0.662128 -0.170342 0.347 Uiso 1 1 calc R . . A -1
H9B H 0.948745 0.721116 -0.264622 0.347 Uiso 1 1 calc R . . A -1
H9C H 0.858754 0.745195 -0.238940 0.347 Uiso 1 1 calc R . . A -1
C10 C 0.808(2) 0.635(2) -0.418(2) 0.233(15) Uani 1 1 d D U . A -1
H10A H 0.758446 0.571969 -0.454759 0.349 Uiso 1 1 calc R . . A -1
H10B H 0.785728 0.685915 -0.423474 0.349 Uiso 1 1 calc R . . A -1
H10C H 0.875719 0.661835 -0.449156 0.349 Uiso 1 1 calc R . . A -1


_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 O1 2.353(12) 5_764 ?
Cd1 O1 2.353(12) . ?
Cd1 O2 2.461(13) . ?
Cd1 O2 2.461(13) 5_764 ?
Cd1 O3 2.370(13) 3_664 ?
Cd1 O3 2.370(13) 4_665 ?
Cd1 O4 2.499(11) 4_665 ?
Cd1 O4 2.499(11) 3_664 ?
Cd1 C1 2.743(14) 5_764 ?
Cd1 C1 2.743(14) . ?
O1 C1 1.279(14) . ?
O2 C1 1.194(15) . ?
O3 C8 1.170(15) . ?
O4 C8 1.309(15) . ?
O5 N1 1.221(19) . ?
O6 N1 1.224(19) . ?
N1 C4 1.394(17) . ?
C1 C2 1.545(14) . ?
C2 C3 1.3900 . ?
C2 C7 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C5 C6 1.3900 . ?
C5 C8 1.510(12) . ?
C6 C7 1.3900 . ?
N2 C9 1.43(2) . ?
N2 C10 1.37(2) . ?

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
O1 Cd1 O1 92.5(6) 5_764 . ?
O1 Cd1 O2 142.4(4) 5_764 . ?
O1 Cd1 O2 53.5(4) 5_764 5_764 ?
O1 Cd1 O2 53.5(4) . . ?
O1 Cd1 O2 142.4(4) . 5_764 ?
O1 Cd1 O3 132.8(3) 5_764 4_665 ?
O1 Cd1 O3 106.9(3) 5_764 3_664 ?
O1 Cd1 O3 132.8(3) . 3_664 ?
O1 Cd1 O3 106.9(3) . 4_665 ?
O1 Cd1 O4 89.8(4) 5_764 4_665 ?
O1 Cd1 O4 82.6(4) . 4_665 ?
O1 Cd1 O4 82.6(4) 5_764 3_664 ?
O1 Cd1 O4 89.8(4) . 3_664 ?
O1 Cd1 C1 118.2(5) . 5_764 ?
O1 Cd1 C1 27.7(3) . . ?
O1 Cd1 C1 118.2(5) 5_764 . ?
O1 Cd1 C1 27.7(3) 5_764 5_764 ?
O2 Cd1 O2 163.6(6) 5_764 . ?
O2 Cd1 O4 99.7(3) 5_764 3_664 ?
O2 Cd1 O4 81.9(3) 5_764 4_665 ?
O2 Cd1 O4 99.7(3) . 4_665 ?
O2 Cd1 O4 81.9(3) . 3_664 ?
O2 Cd1 C1 170.1(5) . 5_764 ?
O2 Cd1 C1 25.8(3) 5_764 5_764 ?
O2 Cd1 C1 170.1(5) 5_764 . ?
O2 Cd1 C1 25.8(3) . . ?
O3 Cd1 O2 78.5(5) 4_665 . ?
O3 Cd1 O2 90.0(5) 4_665 5_764 ?
O3 Cd1 O2 90.0(5) 3_664 . ?
O3 Cd1 O2 78.5(5) 3_664 5_764 ?
O3 Cd1 O3 90.8(6) 3_664 4_665 ?
O3 Cd1 O4 138.0(4) 3_664 4_665 ?
O3 Cd1 O4 138.0(4) 4_665 3_664 ?
O3 Cd1 O4 52.4(3) 3_664 3_664 ?
O3 Cd1 O4 52.4(3) 4_665 4_665 ?
O3 Cd1 C1 110.6(5) 3_664 . ?
O3 Cd1 C1 110.6(5) 4_665 5_764 ?
O3 Cd1 C1 93.8(6) 3_664 5_764 ?
O3 Cd1 C1 93.8(6) 4_665 . ?
O4 Cd1 O4 169.1(5) 3_664 4_665 ?
O4 Cd1 C1 83.5(5) 3_664 . ?
O4 Cd1 C1 93.2(5) 3_664 5_764 ?
O4 Cd1 C1 93.2(5) 4_665 . ?
O4 Cd1 C1 83.5(5) 4_665 5_764 ?
C1 Cd1 C1 145.3(7) 5_764 . ?
C1 O1 Cd1 93.4(9) . . ?
C1 O2 Cd1 90.4(10) . . ?
C8 O3 Cd1 96.8(10) . 2_655 ?
C8 O4 Cd1 87.2(7) . 2_655 ?
O5 N1 O6 125(2) . . ?
O5 N1 C4 124.5(18) . . ?
O6 N1 C4 109.4(18) . . ?
O1 C1 Cd1 58.9(8) . . ?
O1 C1 C2 113.8(13) . . ?
O2 C1 Cd1 63.8(9) . . ?
O2 C1 O1 122.3(14) . . ?
O2 C1 C2 121.1(14) . . ?
C2 C1 Cd1 167.4(10) . . ?
C3 C2 C1 122.8(10) . . ?
C3 C2 C7 120.0 . . ?
C7 C2 C1 117.1(10) . . ?
C2 C3 C4 120.0 . . ?
C3 C4 N1 112.6(10) . . ?
C3 C4 C5 120.0 . . ?
C5 C4 N1 126.7(9) . . ?
C4 C5 C8 120.4(9) . . ?
C6 C5 C4 120.0 . . ?
C6 C5 C8 119.2(9) . . ?
C5 C6 C7 120.0 . . ?
C6 C7 C2 120.0 . . ?
O3 C8 O4 120.5(12) . . ?
O3 C8 C5 122.6(14) . . ?
O4 C8 C5 114.4(11) . . ?
C10 N2 C9 121(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.512(9)
2 0.488(9)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMF'
####################################################################### 
# 
# 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_5barco2_rt_2_
_database_code_depnum_ccdc_archive 'CCDC 2013017'
loop_
_audit_author_name
_audit_author_address
'Lee Brammer'
;University of Sheffield
United Kingdom
;
_audit_update_record             
;
2020-06-29 deposited with the CCDC.	2020-08-17 downloaded from the CCDC.
;
_audit_creation_date             2018-06-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            SHF-81
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C48 H18 Cd3 N6 O36), 2(C2 H8 N)'
_chemical_formula_sum            'C20 H22 Cd N4 O12'
_chemical_formula_weight         622.81
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cd O12 N4 C20 H22'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0010 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8690 1.1630 '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      trigonal
_space_group_IT_number           152
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'
'y, x, -z'

_cell_length_a                   14.0982(10)
_cell_length_b                   14.0982(10)
_cell_length_c                   13.0538(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2247.0(3)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    4578
_cell_measurement_temperature    298
_cell_measurement_theta_max      24.0200
_cell_measurement_theta_min      1.6130
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.729
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72359
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             942
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0729
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            32158
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         29.942
_diffrn_reflns_theta_min         1.512
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000  -80.0000 325

#__ type_ start__ end____ width___ exp.time_
  2 phi    -80.00   40.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000   45.0000     -     300

#__ type_ start__ end____ width___ exp.time_
  3 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000   40.0000 325

#__ type_ start__ end____ width___ exp.time_
  4 phi     40.00  160.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000   45.0000     -     300

#__ type_ start__ end____ width___ exp.time_
  5 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000  160.0000 325

#__ type_ start__ end____ width___ exp.time_
  6 phi    -90.00  150.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000    0.0000     -     600
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_measurement_method       'ω and π scans'
_diffrn_orient_matrix_UB_11      0.0095306000
_diffrn_orient_matrix_UB_12      0.0352778000
_diffrn_orient_matrix_UB_13      -0.0402233000
_diffrn_orient_matrix_UB_21      0.0487168000
_diffrn_orient_matrix_UB_22      0.0014978000
_diffrn_orient_matrix_UB_23      -0.0101231000
_diffrn_orient_matrix_UB_31      -0.0268297000
_diffrn_orient_matrix_UB_32      -0.0440037000
_diffrn_orient_matrix_UB_33      -0.0325970000
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.806
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2359
_reflns_number_total             4766
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.95
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.901
_refine_diff_density_min         -1.477
_refine_diff_density_rms         0.118
_refine_ls_abs_structure_details 
;
 Flack x determined using 777 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         4766
_refine_ls_number_restraints     129
_refine_ls_R_factor_all          0.1373
_refine_ls_R_factor_gt           0.0748
_refine_ls_restrained_S_all      1.033
_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)+(0.1370P)²+0.2490P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1914
_refine_ls_wR_factor_ref         0.2451
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.512(5) 0.488(5)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B)
4.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C4(H4), C3(H3)
4.c Fitted hexagon refined as free rotating group:
 C2(C7,C6,C5,C4,C3)
4.d Idealised Me refined with riding coordinates:
 C10(H10A,H10B,H10C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_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 0.47128(14) 0.47128(14) 0.0000 0.0860(5) Uani 1 2 d S TU P . .
O1 O 0.429(2) 0.559(2) 0.1290(17) 0.167(8) Uani 1 1 d . U . . .
O2 O 0.3128(17) 0.378(2) 0.1212(14) 0.151(6) Uani 1 1 d . U . . .
C1 C 0.349(2) 0.474(3) 0.1631(18) 0.122(6) Uani 1 1 d . U . . .
C2 C 0.2986(15) 0.4834(13) 0.2606(11) 0.109(5) Uani 1 1 d . U . . .
C7 C 0.2623(16) 0.4063(13) 0.3389(13) 0.134(8) Uani 1 1 d G U . . .
C6 C 0.2106(16) 0.4190(12) 0.4242(11) 0.145(9) Uani 1 1 d G U . . .
H6 H 0.1864 0.3674 0.4766 0.174 Uiso 1 1 calc R . . . .
C5 C 0.1952(13) 0.5087(12) 0.4311(9) 0.097(4) Uani 1 1 d G U . . .
C4 C 0.2315(13) 0.5858(11) 0.3528(10) 0.116(6) Uani 1 1 d G U . . .
H4 H 0.2212 0.6459 0.3575 0.139 Uiso 1 1 calc R . . . .
C3 C 0.2832(14) 0.5732(13) 0.2676(9) 0.133(9) Uani 1 1 d G U . . .
H3 H 0.3075 0.6248 0.2152 0.160 Uiso 1 1 calc R . . . .
O4 O 0.084(2) 0.446(2) 0.5747(15) 0.156(7) Uani 1 1 d . U . . .
O3 O 0.1425(13) 0.6109(15) 0.5363(9) 0.118(4) Uani 1 1 d . U . . .
C8 C 0.1404(19) 0.526(2) 0.5225(16) 0.108(5) Uani 1 1 d . U . . .
N2 N -0.161(2) 0.229(3) 0.486(3) 0.200(12) Uani 1 1 d . U . . .
H2A H -0.2326 0.1826 0.4922 0.240 Uiso 1 1 calc R . . . .
H2B H -0.1447 0.2934 0.5132 0.240 Uiso 1 1 calc R . . . .
C10 C -0.086(5) 0.178(7) 0.540(4) 0.28(3) Uani 1 1 d . U . . .
H10A H -0.0890 0.1214 0.4969 0.420 Uiso 1 1 calc R . . . .
H10B H -0.1149 0.1485 0.6062 0.420 Uiso 1 1 calc R . . . .
H10C H -0.0111 0.2357 0.5467 0.420 Uiso 1 1 calc R . . . .
N1 N 0.272(4) 0.314(3) 0.343(3) 0.232(13) Uani 1 1 d . U . . .
O6 O 0.380(4) 0.342(3) 0.337(3) 0.250(14) Uani 1 1 d . U . . .
O5 O 0.227(6) 0.248(5) 0.430(3) 0.38(3) Uani 1 1 d . U . . .
C9 C -0.129(3) 0.238(6) 0.394(3) 0.26(2) Uani 1 1 d . U . . .
H9A H -0.0578 0.3020 0.3879 0.390 Uiso 1 1 calc R . . . .
H9B H -0.1796 0.2454 0.3504 0.390 Uiso 1 1 calc R . . . .
H9C H -0.1253 0.1744 0.3753 0.390 Uiso 1 1 calc 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 O1 2.332(19) 6 ?
Cd1 O1 2.332(19) . ?
Cd1 O2 2.507(19) 6 ?
Cd1 O2 2.507(19) . ?
Cd1 C1 2.76(2) 6 ?
Cd1 C1 2.76(2) . ?
Cd1 O4 2.359(18) 2_664 ?
Cd1 O4 2.359(18) 4_665 ?
Cd1 O3 2.439(13) 2_664 ?
Cd1 O3 2.439(13) 4_665 ?
Cd1 C8 2.74(2) 4_665 ?
Cd1 C8 2.74(2) 2_664 ?
O1 C1 1.25(4) . ?
O2 C1 1.31(4) . ?
C1 C2 1.49(2) . ?
C2 C7 1.3900 . ?
C2 C3 1.3900 . ?
C7 C6 1.3900 . ?
C7 N1 1.38(3) . ?
C6 C5 1.3900 . ?
C5 C4 1.3900 . ?
C5 C8 1.51(2) . ?
C4 C3 1.3900 . ?
O4 Cd1 2.359(18) 3_565 ?
O4 C8 1.21(3) . ?
O3 Cd1 2.439(13) 3_565 ?
O3 C8 1.19(3) . ?
C8 Cd1 2.74(2) 3_565 ?
N2 C10 1.70(9) . ?
N2 C9 1.27(5) . ?
N1 O6 1.36(5) . ?
N1 O5 1.40(5) . ?

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
O1 Cd1 O1 164.2(14) 6 . ?
O1 Cd1 O2 55.0(8) . . ?
O1 Cd1 O2 55.0(8) 6 6 ?
O1 Cd1 O2 140.2(9) 6 . ?
O1 Cd1 O2 140.2(9) . 6 ?
O1 Cd1 C1 167.7(10) 6 . ?
O1 Cd1 C1 167.7(10) . 6 ?
O1 Cd1 C1 26.8(9) 6 6 ?
O1 Cd1 C1 26.8(9) . . ?
O1 Cd1 O4 88.3(10) 6 4_665 ?
O1 Cd1 O4 88.3(10) . 2_664 ?
O1 Cd1 O4 79.9(10) . 4_665 ?
O1 Cd1 O4 79.9(10) 6 2_664 ?
O1 Cd1 O3 89.4(7) . 4_665 ?
O1 Cd1 O3 91.6(7) . 2_664 ?
O1 Cd1 O3 91.6(7) 6 4_665 ?
O1 Cd1 O3 89.4(7) 6 2_664 ?
O1 Cd1 C8 82.9(8) 6 2_664 ?
O1 Cd1 C8 91.2(8) 6 4_665 ?
O1 Cd1 C8 91.2(8) . 2_664 ?
O1 Cd1 C8 82.9(8) . 4_665 ?
O2 Cd1 O2 89.9(10) 6 . ?
O2 Cd1 C1 28.2(8) . . ?
O2 Cd1 C1 116.6(9) . 6 ?
O2 Cd1 C1 116.6(9) 6 . ?
O2 Cd1 C1 28.2(8) 6 6 ?
O2 Cd1 C8 91.7(8) . 4_665 ?
O2 Cd1 C8 91.7(8) 6 2_664 ?
O2 Cd1 C8 119.9(7) . 2_664 ?
O2 Cd1 C8 119.9(7) 6 4_665 ?
C1 Cd1 C1 144.3(13) 6 . ?
O4 Cd1 O2 135.2(8) 2_664 . ?
O4 Cd1 O2 110.1(7) 2_664 6 ?
O4 Cd1 O2 110.1(7) 4_665 . ?
O4 Cd1 O2 135.2(8) 4_665 6 ?
O4 Cd1 C1 94.4(8) 4_665 . ?
O4 Cd1 C1 112.3(9) 2_664 . ?
O4 Cd1 C1 112.3(9) 4_665 6 ?
O4 Cd1 C1 94.4(8) 2_664 6 ?
O4 Cd1 O4 84.0(10) 4_665 2_664 ?
O4 Cd1 O3 51.8(8) 2_664 2_664 ?
O4 Cd1 O3 51.8(8) 4_665 4_665 ?
O4 Cd1 O3 135.4(7) 2_664 4_665 ?
O4 Cd1 O3 135.4(7) 4_665 2_664 ?
O4 Cd1 C8 26.2(8) 2_664 2_664 ?
O4 Cd1 C8 26.2(8) 4_665 4_665 ?
O4 Cd1 C8 110.1(8) 2_664 4_665 ?
O4 Cd1 C8 110.1(8) 4_665 2_664 ?
O3 Cd1 O2 75.0(6) 4_665 . ?
O3 Cd1 O2 99.7(7) 4_665 6 ?
O3 Cd1 O2 99.7(7) 2_664 . ?
O3 Cd1 O2 75.0(6) 2_664 6 ?
O3 Cd1 C1 80.7(7) 2_664 6 ?
O3 Cd1 C1 97.0(6) 2_664 . ?
O3 Cd1 C1 97.0(6) 4_665 6 ?
O3 Cd1 C1 80.7(7) 4_665 . ?
O3 Cd1 O3 172.7(10) 2_664 4_665 ?
O3 Cd1 C8 25.7(7) 2_664 2_664 ?
O3 Cd1 C8 161.5(8) 4_665 2_664 ?
O3 Cd1 C8 161.5(8) 2_664 4_665 ?
O3 Cd1 C8 25.7(7) 4_665 4_665 ?
C8 Cd1 C1 107.2(7) 2_664 . ?
C8 Cd1 C1 86.1(7) 2_664 6 ?
C8 Cd1 C1 107.2(7) 4_665 6 ?
C8 Cd1 C1 86.1(7) 4_665 . ?
C8 Cd1 C8 136.3(12) 4_665 2_664 ?
C1 O1 Cd1 96.0(17) . . ?
C1 O2 Cd1 86.6(16) . . ?
O1 C1 Cd1 57.3(12) . . ?
O1 C1 O2 122(2) . . ?
O1 C1 C2 118(2) . . ?
O2 C1 Cd1 65.2(12) . . ?
O2 C1 C2 120(2) . . ?
C2 C1 Cd1 170.9(17) . . ?
C7 C2 C1 124.4(13) . . ?
C7 C2 C3 120.0 . . ?
C3 C2 C1 115.5(13) . . ?
C2 C7 C6 120.0 . . ?
N1 C7 C2 126.7(19) . . ?
N1 C7 C6 113.3(19) . . ?
C5 C6 C7 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 C8 121.9(13) . . ?
C4 C5 C8 118.1(13) . . ?
C3 C4 C5 120.0 . . ?
C4 C3 C2 120.0 . . ?
C8 O4 Cd1 94.8(16) . 3_565 ?
C8 O3 Cd1 91.6(13) . 3_565 ?
C5 C8 Cd1 167.7(15) . 3_565 ?
O4 C8 Cd1 59.0(12) . 3_565 ?
O4 C8 C5 116(2) . . ?
O3 C8 Cd1 62.7(11) . 3_565 ?
O3 C8 C5 122(2) . . ?
O3 C8 O4 121.5(19) . . ?
C9 N2 C10 100(4) . . ?
C7 N1 O5 116(4) . . ?
O6 N1 C7 110(4) . . ?
O6 N1 O5 108(5) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.512(5)
2 0.488(5)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMF'
####################################################################### 
# 
# 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_ilb3559_tmr-r_0m
_database_code_depnum_ccdc_archive 'CCDC 2013018'
loop_
_audit_author_name
_audit_author_address
'Lee Brammer'
;University of Sheffield
United Kingdom
;
_audit_update_record             
;
2020-06-29 deposited with the CCDC.	2020-08-17 downloaded from the CCDC.
;
_audit_creation_date             2020-05-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            SHF-81
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C48 H18 Cd3 N6 O36), 2(C2 H8 N)'
_chemical_formula_sum            'C20 H22 Cd N4 O12'
_chemical_formula_weight         622.81
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
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      trigonal
_space_group_IT_number           152
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'
'y, x, -z'

_cell_length_a                   13.6191(13)
_cell_length_b                   13.6191(13)
_cell_length_c                   13.2288(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2124.9(5)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    9356
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      66.680
_cell_measurement_theta_min      3.341
_shelx_estimated_absorpt_T_max   0.377
_shelx_estimated_absorpt_T_min   0.196
_exptl_absorpt_coefficient_mu    6.728
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5723
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0985 before and 0.0788 after correction. The Ratio of minimum to maximum transmission is 0.7602. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             942
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0511
_diffrn_reflns_av_unetI/netI     0.0125
_diffrn_reflns_Laue_measured_fraction_full 1.001
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            71934
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.675
_diffrn_reflns_theta_max         66.675
_diffrn_reflns_theta_min         3.341
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.001
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.762
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                2507
_reflns_number_total             2516
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.598
_refine_diff_density_min         -0.991
_refine_diff_density_rms         0.123
_refine_ls_abs_structure_details 
;
 Flack x determined using 1082 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.031(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.165
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     132
_refine_ls_number_reflns         2516
_refine_ls_number_restraints     50
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0484
_refine_ls_restrained_S_all      1.184
_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)+(0.0617P)²+9.5605P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1377
_refine_ls_wR_factor_ref         0.1381
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.497(4)
 0.503(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 C8B-O
 1.2 with sigma of 0.02
 C8A-O7AA
 1.2 with sigma of 0.02
 C8A-O6AA
 1.2 with sigma of 0.02
 O7AA-O6AA
 2.03 with sigma of 0.02
 C8B-O9AA
 1.2 with sigma of 0.02
 O9AA-O
 2 with sigma of 0.02
 C8B-C5B
 1.5 with sigma of 0.02
 O8AA-O4AA
 2.2 with sigma of 0.02
 O8AA-N0AA
 1.22 with sigma of 0.02
 N0AA-O4AA
 1.22 with sigma of 0.02
 C4A-O8AA
 2.3 with sigma of 0.02
 O5AA-O3AA
 2.2 with sigma of 0.02
 O5AA-N1AA
 1.22 with sigma of 0.02
 N1AA-O3AA
 1.22 with sigma of 0.02
 C10B-C9B
 2.3 with sigma of 0.02
 N2AA-C10B
 1.3 with sigma of 0.02
 N2AA-C9B
 1.3 with sigma of 0.02
 C10A-C9A
 2.3 with sigma of 0.02
 C9A-N
 1.3 with sigma of 0.02
 N-C10A
 1.3 with sigma of 0.02
4. Restrained planarity
 C1, C3A, C4A, C8A, N1AA, C2B, C5B, C6B, C7B
 with sigma of 0.1
5. Rigid bond restraints
 O6AA, O7AA, C8A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O2AA, C1, O0AA
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O3AA, O5AA, N1AA
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
6. Uiso/Uaniso restraints and constraints
O6AA \\sim O7AA \\sim C8A: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08
O2AA \\sim C1 \\sim O0AA: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
O3AA \\sim O5AA \\sim N1AA: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08
7. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
8. Others
 Sof(O9AA)=Sof(O)=Sof(O3AA)=Sof(O5AA)=Sof(N1AA)=Sof(C2B)=Sof(C3B)=Sof(H3B)=
 Sof(C4B)=Sof(C5B)=Sof(C6B)=Sof(H6B)=Sof(C7B)=Sof(H7B)=Sof(C8B)=1-FVAR(1)
 Sof(O6AA)=Sof(O7AA)=Sof(O4AA)=Sof(O8AA)=Sof(N0AA)=Sof(C5A)=Sof(C6A)=Sof(H6A)=
 Sof(C7A)=Sof(H7A)=Sof(C2A)=Sof(C3A)=Sof(H3A)=Sof(C4A)=Sof(C8A)=FVAR(1)
 Sof(O1AA)=1-FVAR(2)
 Sof(O0AA)=FVAR(2)
 Sof(C10B)=Sof(H10D)=Sof(H10E)=Sof(H10F)=Sof(C9B)=Sof(H9BA)=Sof(H9BB)=
 Sof(H9BC)=Sof(N2AA)=Sof(H2AA)=Sof(H2AB)=1-FVAR(3)
 Sof(N)=Sof(HA)=Sof(HB)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=Sof(H9AC)=Sof(C10A)=
 Sof(H10A)=Sof(H10B)=Sof(H10C)=FVAR(3)
9.a Secondary CH2 refined with riding coordinates:
 N(HA,HB), N2AA(H2AA,H2AB)
9.b Me refined with riding coordinates:
 C9A(H9AA,H9AB,H9AC), C10B(H10D,H10E,H10F), C10A(H10A,H10B,H10C), C9B(H9BA,
 H9BB,H9BC)
9.c Aromatic/amide H refined with riding coordinates:
 C6A(H6A), C7A(H7A), C3A(H3A), C3B(H3B), C6B(H6B), C7B(H7B)
9.d Fitted hexagon refined as free rotating group:
 C5A(C6A,C7A,C2A,C3A,C4A), C2B(C3B,C4B,C5B,C6B,C7B)
;
_atom_sites_solution_hydrogens   geom
_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
Cd Cd -0.46894(10) -0.46894(10) 0.000000 0.0328(3) Uani 1 2 d S TU P A .
O2AA O -0.3797(9) -0.5255(11) -0.1261(7) 0.046(2) Uani 1 1 d . U . . .
C1 C -0.4777(14) -0.6186(15) -0.1387(13) 0.048(4) Uani 1 1 d . U . . .
O0AA O -0.5677(15) -0.6331(15) -0.1049(16) 0.043(7) Uiso 0.56(4) 1 d . U . A 1
O6AA O -0.4348(14) -0.8838(16) -0.5263(15) 0.051(5) Uiso 0.576(17) 1 d D U . A
1
O7AA O -0.6004(16) -0.9148(18) -0.5500(13) 0.042(5) Uiso 0.576(17) 1 d D U . A
1
O4AA O -0.794(2) -0.959(2) -0.331(3) 0.107(10) Uiso 0.576(17) 1 d D U . A 1
O8AA O -0.694(3) -1.0459(19) -0.339(3) 0.097(10) Uiso 0.576(17) 1 d D U . A 1
N0AA N -0.703(3) -0.958(3) -0.340(4) 0.105(12) Uiso 0.576(17) 1 d D U . A 1
C5A C -0.5057(15) -0.8131(13) -0.4042(11) 0.035(6) Uiso 0.576(17) 1 d . U . A 1
C6A C -0.4047(15) -0.7126(15) -0.3873(12) 0.047(6) Uiso 0.576(17) 1 d G U . A 1
H6A H -0.345465 -0.686143 -0.435843 0.057 Uiso 0.576(17) 1 calc R . . A 1
C7A C -0.3903(14) -0.6510(14) -0.2994(14) 0.048(7) Uiso 0.576(17) 1 d G U . A 1
H7A H -0.321288 -0.582358 -0.287815 0.057 Uiso 0.576(17) 1 calc R . . A 1
C2A C -0.4770(16) -0.6898(16) -0.2283(11) 0.073(17) Uiso 0.576(17) 1 d G U . A
1
C3A C -0.5781(14) -0.7902(16) -0.2452(13) 0.044(7) Uiso 0.576(17) 1 d G U . A 1
H3A H -0.637305 -0.816693 -0.196673 0.052 Uiso 0.576(17) 1 calc R . . A 1
C4A C -0.5924(13) -0.8518(12) -0.3332(16) 0.050(7) Uiso 0.576(17) 1 d DG U . A
1
C8A C -0.5159(18) -0.880(2) -0.502(2) 0.044(6) Uiso 0.576(17) 1 d D U . A 1
O1AA O -0.5323(19) -0.6597(18) -0.0609(17) 0.034(7) Uiso 0.44(4) 1 d . U . A 2
O9AA O -0.521(2) -0.877(3) -0.551(3) 0.074(11) Uiso 0.424(17) 1 d D U . A 2
O O -0.6900(16) -0.9634(18) -0.5122(19) 0.047(7) Uiso 0.424(17) 1 d D U . A 2
O3AA O -0.789(2) -1.020(2) -0.246(2) 0.057(8) Uiso 0.424(17) 1 d D U . A 2
O5AA O -0.667(3) -1.064(3) -0.309(3) 0.080(9) Uiso 0.424(17) 1 d D U . A 2
N1AA N -0.697(2) -0.996(3) -0.285(2) 0.039(6) Uiso 0.424(17) 1 d D U . A 2
C2B C -0.4914(18) -0.6931(16) -0.2214(11) 0.020(9) Uiso 0.424(17) 1 d . U . A 2
C3B C -0.5770(18) -0.8057(17) -0.2144(13) 0.039(8) Uiso 0.424(17) 1 d G U . A 2
H3B H -0.613818 -0.835323 -0.151574 0.046 Uiso 0.424(17) 1 calc R . . A 2
C4B C -0.6086(17) -0.8751(14) -0.2993(17) 0.042(9) Uiso 0.424(17) 1 d G U . A 2
C5B C -0.555(2) -0.8318(17) -0.3912(13) 0.045(9) Uiso 0.424(17) 1 d DG U . A 2
C6B C -0.469(2) -0.7192(18) -0.3982(11) 0.036(7) Uiso 0.424(17) 1 d G U . A 2
H6B H -0.432230 -0.689634 -0.461009 0.043 Uiso 0.424(17) 1 calc R . . A 2
C7B C -0.4375(18) -0.6498(13) -0.3133(14) 0.030(7) Uiso 0.424(17) 1 d G U . A 2
H7B H -0.378972 -0.572865 -0.318102 0.036 Uiso 0.424(17) 1 calc R . . A 2
C8B C -0.593(2) -0.894(3) -0.491(2) 0.063(11) Uiso 0.424(17) 1 d D U . A 2
N N -0.147(3) -0.391(3) -0.139(2) 0.060(8) Uiso 0.52(4) 1 d D U . B 1
HA H -0.219533 -0.439253 -0.159640 0.072 Uiso 0.52(4) 1 calc R . . B 1
HB H -0.100270 -0.396997 -0.184591 0.072 Uiso 0.52(4) 1 calc R . . B 1
C9A C -0.130(5) -0.285(4) -0.146(4) 0.11(2) Uiso 0.52(4) 1 d D U . B 1
H9AA H -0.144221 -0.270771 -0.215510 0.163 Uiso 0.52(4) 1 calc R . . B 1
H9AB H -0.182026 -0.277236 -0.100035 0.163 Uiso 0.52(4) 1 calc R . . B 1
H9AC H -0.051666 -0.231048 -0.127307 0.163 Uiso 0.52(4) 1 calc R . . B 1
C10B C -0.115(4) -0.326(4) -0.054(2) 0.072(14) Uiso 0.48(4) 1 d D U . B 2
H10D H -0.173264 -0.386257 -0.012307 0.107 Uiso 0.48(4) 1 calc R . . B 2
H10E H -0.042050 -0.322860 -0.043019 0.107 Uiso 0.48(4) 1 calc R . . B 2
H10F H -0.107360 -0.252857 -0.034402 0.107 Uiso 0.48(4) 1 calc R . . B 2
C10A C -0.132(5) -0.426(4) -0.050(3) 0.099(17) Uiso 0.52(4) 1 d D U . B 1
H10A H -0.147393 -0.504438 -0.056265 0.148 Uiso 0.52(4) 1 calc R . . B 1
H10B H -0.053667 -0.377255 -0.027733 0.148 Uiso 0.52(4) 1 calc R . . B 1
H10C H -0.184027 -0.423442 -0.000461 0.148 Uiso 0.52(4) 1 calc R . . B 1
C9B C -0.079(3) -0.278(4) -0.222(2) 0.077(12) Uiso 0.48(4) 1 d D U . B 2
H9BA H -0.116051 -0.308556 -0.287510 0.116 Uiso 0.48(4) 1 calc R . . B 2
H9BB H -0.070043 -0.202276 -0.212665 0.116 Uiso 0.48(4) 1 calc R . . B 2
H9BC H -0.004733 -0.272279 -0.221282 0.116 Uiso 0.48(4) 1 calc R . . B 2
N2AA N -0.143(2) -0.346(3) -0.149(2) 0.043(9) Uiso 0.48(4) 1 d D U . B 2
H2AA H -0.212086 -0.351611 -0.154686 0.052 Uiso 0.48(4) 1 calc R . . B 2
H2AB H -0.152552 -0.415424 -0.162541 0.052 Uiso 0.48(4) 1 calc R . . B 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
Cd O2AA 2.406(9) 6 ?
Cd O2AA 2.406(9) . ?
Cd O0AA 2.393(18) . ?
Cd O0AA 2.393(18) 6 ?
Cd O6AA 2.365(19) 5_454 ?
Cd O6AA 2.365(19) 3_545 ?
Cd O7AA 2.390(17) 5_454 ?
Cd O7AA 2.390(17) 3_545 ?
Cd O1AA 2.43(2) . ?
Cd O1AA 2.43(2) 6 ?
Cd O9AA 2.23(4) 3_545 ?
Cd O9AA 2.23(4) 5_454 ?
O2AA C1 1.31(2) . ?
C1 O0AA 1.22(3) . ?
C1 C2A 1.53(2) . ?
C1 O1AA 1.23(3) . ?
C1 C2B 1.44(2) . ?
O6AA C8A 1.18(2) . ?
O7AA C8A 1.19(2) . ?
O4AA N0AA 1.23(2) . ?
O8AA N0AA 1.27(2) . ?
N0AA C4A 1.48(3) . ?
C5A C6A 1.3900 . ?
C5A C4A 1.3900 . ?
C5A C8A 1.55(3) . ?
C6A C7A 1.3900 . ?
C7A C2A 1.3900 . ?
C2A C3A 1.3900 . ?
C3A C4A 1.3900 . ?
O9AA C8B 1.18(2) . ?
O C8B 1.21(2) . ?
O3AA N1AA 1.25(2) . ?
O5AA N1AA 1.22(2) . ?
N1AA C4B 1.49(4) . ?
C2B C3B 1.3900 . ?
C2B C7B 1.3900 . ?
C3B C4B 1.3900 . ?
C4B C5B 1.3900 . ?
C5B C6B 1.3900 . ?
C5B C8B 1.52(2) . ?
C6B C7B 1.3900 . ?
N C9A 1.34(2) . ?
N C10A 1.33(2) . ?
C10B N2AA 1.30(2) . ?
C9B N2AA 1.32(2) . ?

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
O2AA Cd O2AA 169.4(6) . 6 ?
O2AA Cd O1AA 137.6(6) . 6 ?
O2AA Cd O1AA 52.7(6) 6 6 ?
O2AA Cd O1AA 52.7(6) . . ?
O2AA Cd O1AA 137.6(6) 6 . ?
O0AA Cd O2AA 134.6(6) . 6 ?
O0AA Cd O2AA 55.7(5) 6 6 ?
O0AA Cd O2AA 55.7(5) . . ?
O0AA Cd O2AA 134.6(6) 6 . ?
O0AA Cd O0AA 83.1(9) 6 . ?
O0AA Cd O1AA 81.9(7) . 6 ?
O0AA Cd O1AA 22.4(6) 6 6 ?
O6AA Cd O2AA 83.7(5) 5_454 . ?
O6AA Cd O2AA 83.7(5) 3_545 6 ?
O6AA Cd O2AA 98.7(5) 5_454 6 ?
O6AA Cd O2AA 98.7(5) 3_545 . ?
O6AA Cd O0AA 64.4(7) 3_545 6 ?
O6AA Cd O0AA 95.9(7) 3_545 . ?
O6AA Cd O0AA 64.4(7) 5_454 . ?
O6AA Cd O0AA 95.9(7) 5_454 6 ?
O6AA Cd O6AA 154.6(8) 5_454 3_545 ?
O6AA Cd O7AA 152.9(7) 5_454 3_545 ?
O6AA Cd O7AA 52.4(5) 5_454 5_454 ?
O6AA Cd O7AA 52.4(5) 3_545 3_545 ?
O6AA Cd O7AA 152.9(7) 3_545 5_454 ?
O6AA Cd O1AA 75.2(7) 5_454 6 ?
O6AA Cd O1AA 86.7(7) 3_545 6 ?
O7AA Cd O2AA 95.1(5) 3_545 . ?
O7AA Cd O2AA 78.1(6) 5_454 . ?
O7AA Cd O2AA 95.1(5) 5_454 6 ?
O7AA Cd O2AA 78.1(6) 3_545 6 ?
O7AA Cd O0AA 135.7(7) 3_545 . ?
O7AA Cd O0AA 103.8(6) 5_454 . ?
O7AA Cd O0AA 103.8(6) 3_545 6 ?
O7AA Cd O0AA 135.7(7) 5_454 6 ?
O7AA Cd O7AA 100.8(9) 3_545 5_454 ?
O7AA Cd O1AA 120.0(7) 3_545 6 ?
O7AA Cd O1AA 114.1(8) 5_454 6 ?
O1AA Cd O1AA 89.2(10) 6 . ?
O9AA Cd O2AA 89.1(10) 5_454 6 ?
O9AA Cd O2AA 87.6(10) 5_454 . ?
O9AA Cd O2AA 87.6(10) 3_545 6 ?
O9AA Cd O2AA 89.1(10) 3_545 . ?
O9AA Cd O0AA 115.3(8) 5_454 6 ?
O9AA Cd O0AA 92.7(11) 3_545 6 ?
O9AA Cd O6AA 31.9(10) 5_454 5_454 ?
O9AA Cd O6AA 171.2(12) 3_545 5_454 ?
O9AA Cd O7AA 22.9(8) 5_454 5_454 ?
O9AA Cd O7AA 121.1(11) 3_545 5_454 ?
O9AA Cd O1AA 113.6(12) 3_545 6 ?
O9AA Cd O1AA 93.0(9) 5_454 6 ?
O9AA Cd O1AA 113.6(12) 5_454 . ?
O9AA Cd O1AA 93.0(9) 3_545 . ?
O9AA Cd O9AA 143.0(17) 3_545 5_454 ?
C1 O2AA Cd 88.0(9) . . ?
O2AA C1 Cd 62.9(8) . . ?
O2AA C1 C2A 112.6(14) . . ?
O2AA C1 C2B 119.2(15) . . ?
O0AA C1 Cd 62.4(11) . . ?
O0AA C1 O2AA 124.1(16) . . ?
O0AA C1 C2A 120.2(17) . . ?
C2A C1 Cd 171.9(12) . . ?
O1AA C1 Cd 64.1(12) . . ?
O1AA C1 O2AA 115.1(18) . . ?
O1AA C1 C2B 118.7(18) . . ?
C2B C1 Cd 171.8(13) . . ?
C1 O0AA Cd 90.7(12) . . ?
C8A O6AA Cd 91.6(15) . 2_444 ?
C8A O7AA Cd 90.2(16) . 2_444 ?
O4AA N0AA O8AA 124(3) . . ?
O4AA N0AA C4A 122(3) . . ?
O8AA N0AA C4A 112(2) . . ?
C6A C5A C4A 120.0 . . ?
C6A C5A C8A 117.8(14) . . ?
C4A C5A C8A 122.1(14) . . ?
C7A C6A C5A 120.0 . . ?
C6A C7A C2A 120.0 . . ?
C7A C2A C1 123.7(14) . . ?
C3A C2A C1 115.5(13) . . ?
C3A C2A C7A 120.0 . . ?
C4A C3A C2A 120.0 . . ?
C5A C4A N0AA 126(2) . . ?
C3A C4A N0AA 114(2) . . ?
C3A C4A C5A 120.0 . . ?
O6AA C8A Cd 62.3(14) . 2_444 ?
O6AA C8A O7AA 125(3) . . ?
O6AA C8A C5A 117(2) . . ?
O7AA C8A Cd 63.5(14) . 2_444 ?
O7AA C8A C5A 118.0(19) . . ?
C5A C8A Cd 177.9(16) . 2_444 ?
C1 O1AA Cd 88.9(14) . . ?
C8B O9AA Cd 126(3) . 2_444 ?
O3AA N1AA C4B 119(3) . . ?
O5AA N1AA O3AA 126(3) . . ?
O5AA N1AA C4B 115(3) . . ?
C3B C2B C1 118.0(15) . . ?
C3B C2B C7B 120.0 . . ?
C7B C2B C1 120.7(15) . . ?
C2B C3B C4B 120.0 . . ?
C3B C4B N1AA 117.0(18) . . ?
C5B C4B N1AA 123.0(17) . . ?
C5B C4B C3B 120.0 . . ?
C4B C5B C8B 125(2) . . ?
C6B C5B C4B 120.0 . . ?
C6B C5B C8B 115(2) . . ?
C5B C6B C7B 120.0 . . ?
C6B C7B C2B 120.0 . . ?
O9AA C8B O 118(3) . . ?
O9AA C8B C5B 117(3) . . ?
O C8B C5B 125(3) . . ?
C10A N C9A 118(3) . . ?
C10B N2AA C9B 123(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.497(4)
2 0.503(4)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMF'
####################################################################### 
# 
# 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_20barco2_rt_tmr
_database_code_depnum_ccdc_archive 'CCDC 2013013'
loop_
_audit_author_name
_audit_author_address
'Lee Brammer'
;University of Sheffield
United Kingdom
;
_audit_update_record             
;
2020-06-29 deposited with the CCDC.	2020-08-17 downloaded from the CCDC.
;
_audit_creation_date             2020-05-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            SHF-81
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C48 H18 Cd3 N6 O36), 2(C2 H8 N)'
_chemical_formula_sum            'C20 H22 Cd N4 O12'
_chemical_formula_weight         622.81
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cd O12 N4 C20 H22'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0010 '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 -0.8690 1.1630 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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      trigonal
_space_group_IT_number           152
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'
'y, x, -z'

_cell_length_a                   14.366(3)
_cell_length_b                   14.366(3)
_cell_length_c                   12.8607(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2298.5(8)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    2107
_cell_measurement_temperature    298
_cell_measurement_theta_max      19.8090
_cell_measurement_theta_min      2.1790
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.713
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.24810
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             942
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1260
_diffrn_reflns_av_unetI/netI     0.0506
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14756
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        20.146
_diffrn_reflns_theta_max         20.146
_diffrn_reflns_theta_min         2.208
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000  -80.0000 325

#__ type_ start__ end____ width___ exp.time_
  2 phi    -80.00   40.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000   45.0000     -     300

#__ type_ start__ end____ width___ exp.time_
  3 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000   40.0000 325

#__ type_ start__ end____ width___ exp.time_
  4 phi     40.00  160.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000   45.0000     -     300

#__ type_ start__ end____ width___ exp.time_
  5 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000  160.0000 325

#__ type_ start__ end____ width___ exp.time_
  6 phi    -90.00  150.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000    0.0000     -     600
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_measurement_method       'ω and π scans'
_diffrn_orient_matrix_UB_11      -0.0254307000
_diffrn_orient_matrix_UB_12      0.0098247000
_diffrn_orient_matrix_UB_13      -0.0403196000
_diffrn_orient_matrix_UB_21      0.0466822000
_diffrn_orient_matrix_UB_22      0.0472800000
_diffrn_orient_matrix_UB_23      -0.0107834000
_diffrn_orient_matrix_UB_31      0.0157185000
_diffrn_orient_matrix_UB_32      -0.0270863000
_diffrn_orient_matrix_UB_33      -0.0334450000
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.739
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                1130
_reflns_number_total             1607
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     20.15
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.850
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.142
_refine_ls_abs_structure_details 
;
 Flack x determined using 358 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.05(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         1607
_refine_ls_number_restraints     179
_refine_ls_R_factor_all          0.1752
_refine_ls_R_factor_gt           0.1232
_refine_ls_restrained_S_all      1.172
_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)+(0.1314P)²+23.6460P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3099
_refine_ls_wR_factor_ref         0.3602
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H4(0.287) H6(0.22) H7(0.213) H2A(0.45) H2B(0.45) H9A(0.658)
 H9B(0.658) H9C(0.658) H10A(0.554) H10B(0.554) H10C(0.554)
 Fixed X: Cd1(0) H4(-0.198103) H6(-0.427235) H7(-0.324089) H2A(-0.132146) H2B(-
 0.227438) H9A(-0.21414) H9B(-0.102481) H9C(-0.207537) H10A(-0.114777) H10B(-
 0.140587) H10C(-0.03553)
 Fixed Y: H4(0.634987) H6(0.34166) H7(0.353911) H2A(0.283731) H2B(0.183465)
 H9A(0.292366) H9B(0.307682) H9C(0.197143) H10A(0.161687) H10B(0.109052)
 H10C(0.219592)
 Fixed Z: Cd1(0.166667) H4(-0.285581) H6(-0.19272) H7(-0.048996) H2A(0.055927)
 H2B(0.039414) H9A(-0.06879) H9B(-0.102606) H9C(-0.12081) H10A(0.111737)
 H10B(0.000986) H10C(0.019191)
;
_atom_sites_solution_hydrogens   geom
_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 0.000000 0.5202(5) 0.166667 0.136(3) Uani 1 2 d S TU P . .
O1 O -0.062(5) 0.602(4) 0.048(3) 0.199(17) Uani 1 1 d D U . . .
C1 C -0.130(6) 0.524(5) 0.007(6) 0.188(19) Uani 1 1 d D U . . .
C2 C -0.199(4) 0.502(4) -0.081(3) 0.20(2) Uani 1 1 d D U . . .
C3 C -0.162(4) 0.586(4) -0.152(4) 0.27(3) Uani 1 1 d DG U . . .
C4 C -0.223(4) 0.579(4) -0.238(3) 0.24(3) Uani 1 1 d DG U . . .
H4 H -0.198103 0.634987 -0.285581 0.287 Uiso 1 1 calc R . . . .
C5 C -0.323(4) 0.487(4) -0.253(3) 0.162(17) Uani 1 1 d DG U . . .
C6 C -0.361(3) 0.403(4) -0.183(3) 0.183(18) Uani 1 1 d G U . . .
H6 H -0.427235 0.341660 -0.192720 0.220 Uiso 1 1 calc R U . . .
C7 C -0.299(4) 0.410(4) -0.096(3) 0.177(18) Uani 1 1 d G U . . .
H7 H -0.324089 0.353911 -0.048996 0.213 Uiso 1 1 calc R U . . .
O4 O -0.377(4) 0.551(4) -0.400(4) 0.210(19) Uani 1 1 d D U . . .
C8 C -0.378(5) 0.477(5) -0.351(4) 0.163(17) Uani 1 1 d D U . . .
O3 O -0.464(5) 0.397(4) -0.364(3) 0.193(19) Uani 1 1 d D U . . .
O2 O -0.130(5) 0.442(4) 0.027(4) 0.22(2) Uani 1 1 d D U . . .
O6 O 0.007(5) 0.733(7) -0.163(7) 0.49(6) Uani 1 1 d D U . A -1
N1 N -0.080(4) 0.697(4) -0.121(5) 0.37(4) Uani 1 1 d D U . . .
O5 O -0.115(7) 0.746(6) -0.071(8) 0.46(5) Uani 1 1 d D U . . .
N2 N -0.161(7) 0.225(9) 0.016(7) 0.38(5) Uani 1 1 d D U . . .
H2A H -0.132146 0.283731 0.055927 0.450 Uiso 1 1 calc R . . . .
H2B H -0.227438 0.183465 0.039414 0.450 Uiso 1 1 calc R . . . .
C9 C -0.172(9) 0.258(10) -0.075(9) 0.44(7) Uani 1 1 d D U . . .
H9A H -0.214140 0.292366 -0.068790 0.658 Uiso 1 1 calc R . . . .
H9B H -0.102481 0.307682 -0.102606 0.658 Uiso 1 1 calc R . . . .
H9C H -0.207537 0.197143 -0.120810 0.658 Uiso 1 1 calc R . . . .
C10 C -0.110(8) 0.176(9) 0.038(8) 0.37(5) Uani 1 1 d D U . . .
H10A H -0.114777 0.161687 0.111737 0.554 Uiso 1 1 calc R . . . .
H10B H -0.140587 0.109052 0.000986 0.554 Uiso 1 1 calc R . . . .
H10C H -0.035530 0.219592 0.019191 0.554 Uiso 1 1 calc 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 O1 2.35(4) 5 ?
Cd1 O1 2.35(4) . ?
Cd1 O4 2.21(5) 3_455 ?
Cd1 O4 2.21(5) 4_664 ?
Cd1 O3 2.47(5) 3_455 ?
Cd1 O3 2.47(5) 4_664 ?
Cd1 O2 2.43(4) 5 ?
Cd1 O2 2.43(4) . ?
O1 C1 1.18(3) . ?
C1 C2 1.43(3) . ?
C1 O2 1.21(2) . ?
C2 C3 1.3900 . ?
C2 C7 1.3900 . ?
C3 C4 1.3900 . ?
C3 N1 1.49(2) . ?
C4 C5 1.3900 . ?
C5 C6 1.3900 . ?
C5 C8 1.46(3) . ?
C6 C7 1.3900 . ?
O4 C8 1.23(3) . ?
C8 O3 1.20(3) . ?
O6 N1 1.217(19) . ?
N1 O5 1.218(19) . ?
N2 C9 1.30(3) . ?
N2 C10 1.29(3) . ?

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
O1 Cd1 O1 93(2) 5 . ?
O1 Cd1 O3 73.6(18) 5 3_455 ?
O1 Cd1 O3 100.0(18) . 3_455 ?
O1 Cd1 O3 100.0(18) 5 4_664 ?
O1 Cd1 O3 73.6(18) . 4_664 ?
O1 Cd1 O2 139(3) . 5 ?
O1 Cd1 O2 139(3) 5 . ?
O1 Cd1 O2 49.9(8) . . ?
O1 Cd1 O2 49.9(8) 5 5 ?
O4 Cd1 O1 137(2) 4_664 5 ?
O4 Cd1 O1 103.7(16) 4_664 . ?
O4 Cd1 O1 103.7(16) 3_455 5 ?
O4 Cd1 O1 137(2) 3_455 . ?
O4 Cd1 O4 91(2) 3_455 4_664 ?
O4 Cd1 O3 49.9(8) 3_455 3_455 ?
O4 Cd1 O3 49.9(8) 4_664 4_664 ?
O4 Cd1 O3 139(2) 4_664 3_455 ?
O4 Cd1 O3 139(2) 3_455 4_664 ?
O4 Cd1 O2 77(2) 4_664 . ?
O4 Cd1 O2 96(2) 4_664 5 ?
O4 Cd1 O2 77(2) 3_455 5 ?
O4 Cd1 O2 96(2) 3_455 . ?
O3 Cd1 O3 171(3) 3_455 4_664 ?
O2 Cd1 O3 94(2) 5 4_664 ?
O2 Cd1 O3 94(2) . 3_455 ?
O2 Cd1 O3 87.2(19) 5 3_455 ?
O2 Cd1 O3 87.2(19) . 4_664 ?
O2 Cd1 O2 171(3) 5 . ?
C1 O1 Cd1 99(2) . . ?
O1 C1 C2 136(5) . . ?
O1 C1 O2 115(3) . . ?
O2 C1 C2 107(4) . . ?
C3 C2 C1 113(4) . . ?
C3 C2 C7 120.0 . . ?
C7 C2 C1 126(4) . . ?
C2 C3 C4 120.0 . . ?
C2 C3 N1 121(2) . . ?
C4 C3 N1 115(2) . . ?
C5 C4 C3 120.0 . . ?
C4 C5 C8 118(4) . . ?
C6 C5 C4 120.0 . . ?
C6 C5 C8 121(4) . . ?
C5 C6 C7 120.0 . . ?
C6 C7 C2 120.0 . . ?
C8 O4 Cd1 106(3) . 2_564 ?
O4 C8 C5 125(5) . . ?
O3 C8 C5 117(5) . . ?
O3 C8 O4 110(3) . . ?
C8 O3 Cd1 93(2) . 2_564 ?
C1 O2 Cd1 95(2) . . ?
O6 N1 C3 115(2) . . ?
O6 N1 O5 128(3) . . ?
O5 N1 C3 115(2) . . ?
C10 N2 C9 127(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.497(16)
2 0.503(16)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMF'
####################################################################### 
# 
# 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_10barco2_rt_2_
_database_code_depnum_ccdc_archive 'CCDC 2013019'
loop_
_audit_author_name
_audit_author_address
'Lee Brammer'
;University of Sheffield
United Kingdom
;
_audit_update_record             
;
2020-06-29 deposited with the CCDC.	2020-08-17 downloaded from the CCDC.
;
_audit_creation_date             2018-06-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            SHF-81
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C48 H18 Cd3 N6 O36), 2(C2 H8 N)'
_chemical_formula_sum            'C20 H22 Cd N4 O12'
_chemical_formula_weight         622.81
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cd O12 N4 C20 H22'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0010 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8690 1.1630 '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      trigonal
_space_group_IT_number           152
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'
'y, x, -z'

_cell_length_a                   14.2180(12)
_cell_length_b                   14.2180(12)
_cell_length_c                   13.0014(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2276.1(4)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    4195
_cell_measurement_temperature    298
_cell_measurement_theta_max      23.3650
_cell_measurement_theta_min      1.5980
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.720
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45571
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             942
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0830
_diffrn_reflns_av_unetI/netI     0.0580
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            32634
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         29.942
_diffrn_reflns_theta_min         1.603
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000  -80.0000 325

#__ type_ start__ end____ width___ exp.time_
  2 phi    -80.00   40.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000   45.0000     -     300

#__ type_ start__ end____ width___ exp.time_
  3 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000   40.0000 325

#__ type_ start__ end____ width___ exp.time_
  4 phi     40.00  160.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000   45.0000     -     300

#__ type_ start__ end____ width___ exp.time_
  5 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000  160.0000 325

#__ type_ start__ end____ width___ exp.time_
  6 phi    -90.00  150.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000    0.0000     -     600
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_measurement_method       'ω and π scans'
_diffrn_orient_matrix_UB_11      0.0094306000
_diffrn_orient_matrix_UB_12      0.0350972000
_diffrn_orient_matrix_UB_13      -0.0402819000
_diffrn_orient_matrix_UB_21      0.0482292000
_diffrn_orient_matrix_UB_22      0.0014062000
_diffrn_orient_matrix_UB_23      -0.0103575000
_diffrn_orient_matrix_UB_31      -0.0267681000
_diffrn_orient_matrix_UB_32      -0.0435531000
_diffrn_orient_matrix_UB_33      -0.0327867000
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.809
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2206
_reflns_number_total             4844
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.95
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.056
_refine_diff_density_min         -1.734
_refine_diff_density_rms         0.137
_refine_ls_abs_structure_details 
;
 Flack x determined using 705 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         4844
_refine_ls_number_restraints     129
_refine_ls_R_factor_all          0.1620
_refine_ls_R_factor_gt           0.0851
_refine_ls_restrained_S_all      1.024
_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)+(0.1630P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2157
_refine_ls_wR_factor_ref         0.2857
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.492(6) 0.508(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B)
4.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C6(H6), C4(H4)
4.c Fitted hexagon refined as free rotating group:
 C2(C7,C6,C5,C4,C3)
4.d Idealised Me refined with riding coordinates:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_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 0.52604(16) 0.52604(16) 0.0000 0.0895(6) Uani 1 2 d S TU P . .
C1 C 0.523(3) 0.647(2) -0.161(2) 0.124(6) Uani 1 1 d . U . . .
O2 O 0.437(3) 0.568(3) -0.129(2) 0.187(12) Uani 1 1 d . U . . .
C2 C 0.5129(16) 0.6985(17) -0.2590(13) 0.117(6) Uani 1 1 d . U . . .
C7 C 0.4233(14) 0.7128(16) -0.2673(11) 0.134(10) Uani 1 1 d G U . . .
H7 H 0.3706 0.6866 -0.2161 0.160 Uiso 1 1 calc R . . . .
C6 C 0.4126(13) 0.7661(15) -0.3522(11) 0.118(7) Uani 1 1 d G U . . .
H6 H 0.3526 0.7757 -0.3577 0.142 Uiso 1 1 calc R . . . .
C5 C 0.4914(14) 0.8053(14) -0.4287(10) 0.100(5) Uani 1 1 d G U . . .
C4 C 0.5810(15) 0.7911(19) -0.4204(14) 0.159(13) Uani 1 1 d G U . . .
H4 H 0.6337 0.8173 -0.4716 0.191 Uiso 1 1 calc R . . . .
C3 C 0.5917(15) 0.738(2) -0.3356(17) 0.147(10) Uani 1 1 d G U . . .
O1 O 0.618(3) 0.686(2) -0.1199(17) 0.161(7) Uani 1 1 d . U . . .
O4 O 0.3923(18) 0.8595(15) -0.5355(11) 0.125(5) Uani 1 1 d . U . . .
O3 O 0.557(2) 0.922(2) -0.5712(16) 0.160(8) Uani 1 1 d . U . . .
C8 C 0.473(3) 0.856(2) -0.5203(18) 0.116(6) Uani 1 1 d . U . . .
N2 N 0.226(3) 0.390(4) -0.179(3) 0.206(13) Uani 1 1 d . U . . .
H2A H 0.1811 0.4161 -0.1718 0.247 Uiso 1 1 calc R . . . .
H2B H 0.2923 0.4381 -0.1572 0.247 Uiso 1 1 calc R . . . .
N1 N 0.684(3) 0.728(4) -0.346(3) 0.225(14) Uani 1 1 d . U . . .
C9 C 0.226(7) 0.356(6) -0.267(4) 0.27(3) Uani 1 1 d . U . . .
H9A H 0.2786 0.3336 -0.2721 0.408 Uiso 1 1 calc R . . . .
H9B H 0.2426 0.4133 -0.3163 0.408 Uiso 1 1 calc R . . . .
H9C H 0.1549 0.2958 -0.2823 0.408 Uiso 1 1 calc R . . . .
C10 C 0.179(8) 0.267(8) -0.128(4) 0.31(4) Uani 1 1 d . U . . .
H10A H 0.1149 0.2153 -0.1652 0.459 Uiso 1 1 calc R . . . .
H10B H 0.1601 0.2680 -0.0573 0.459 Uiso 1 1 calc R . . . .
H10C H 0.2331 0.2460 -0.1327 0.459 Uiso 1 1 calc R . . . .
O6 O 0.656(3) 0.618(4) -0.335(4) 0.243(15) Uani 1 1 d . U . . .
O5 O 0.750(5) 0.770(6) -0.439(3) 0.35(3) 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 C1 2.72(3) . ?
Cd1 C1 2.72(3) 6 ?
Cd1 O2 2.34(2) 6 ?
Cd1 O2 2.34(2) . ?
Cd1 O1 2.52(2) 6 ?
Cd1 O1 2.52(2) . ?
Cd1 O4 2.435(15) 3_565 ?
Cd1 O4 2.435(15) 5_654 ?
Cd1 O3 2.34(2) 3_565 ?
Cd1 O3 2.34(2) 5_654 ?
C1 O2 1.25(4) . ?
C1 C2 1.52(3) . ?
C1 O1 1.29(4) . ?
C2 C7 1.3900 . ?
C2 C3 1.3900 . ?
C7 C6 1.3900 . ?
C6 C5 1.3900 . ?
C5 C4 1.3900 . ?
C5 C8 1.48(3) . ?
C4 C3 1.3900 . ?
C3 N1 1.39(4) . ?
O4 Cd1 2.435(15) 2_664 ?
O4 C8 1.20(4) . ?
O3 Cd1 2.34(2) 2_664 ?
O3 C8 1.28(4) . ?
N2 C9 1.24(6) . ?
N2 C10 1.67(10) . ?
N1 O6 1.42(6) . ?
N1 O5 1.47(5) . ?
O5 O5 1.65(8) 6_554 ?

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
C1 Cd1 C1 144.0(15) 6 . ?
O2 Cd1 C1 167.7(13) 6 . ?
O2 Cd1 C1 167.7(13) . 6 ?
O2 Cd1 C1 27.2(10) 6 6 ?
O2 Cd1 C1 27.2(10) . . ?
O2 Cd1 O2 163.6(18) 6 . ?
O2 Cd1 O1 55.4(11) . . ?
O2 Cd1 O1 140.4(11) . 6 ?
O2 Cd1 O1 140.4(11) 6 . ?
O2 Cd1 O1 55.4(11) 6 6 ?
O2 Cd1 O4 91.3(9) 6 5_654 ?
O2 Cd1 O4 91.3(9) . 3_565 ?
O2 Cd1 O4 89.8(9) . 5_654 ?
O2 Cd1 O4 89.8(9) 6 3_565 ?
O2 Cd1 O3 78.3(12) . 5_654 ?
O2 Cd1 O3 78.3(12) 6 3_565 ?
O2 Cd1 O3 89.5(11) 6 5_654 ?
O2 Cd1 O3 89.5(12) . 3_565 ?
O1 Cd1 C1 116.2(10) . 6 ?
O1 Cd1 C1 116.2(10) 6 . ?
O1 Cd1 C1 28.2(9) 6 6 ?
O1 Cd1 C1 28.2(9) . . ?
O1 Cd1 O1 89.2(12) . 6 ?
O4 Cd1 C1 80.9(8) 5_654 . ?
O4 Cd1 C1 96.7(7) 5_654 6 ?
O4 Cd1 C1 96.7(7) 3_565 . ?
O4 Cd1 C1 80.9(8) 3_565 6 ?
O4 Cd1 O1 98.6(9) 3_565 . ?
O4 Cd1 O1 98.6(9) 5_654 6 ?
O4 Cd1 O1 75.8(8) 5_654 . ?
O4 Cd1 O1 75.8(8) 3_565 6 ?
O4 Cd1 O4 172.4(12) 3_565 5_654 ?
O3 Cd1 C1 93.0(9) 3_565 6 ?
O3 Cd1 C1 93.0(9) 5_654 . ?
O3 Cd1 C1 113.9(10) 5_654 6 ?
O3 Cd1 C1 113.9(10) 3_565 . ?
O3 Cd1 O1 109.7(8) 3_565 6 ?
O3 Cd1 O1 109.7(8) 5_654 . ?
O3 Cd1 O1 136.1(10) 3_565 . ?
O3 Cd1 O1 136.1(10) 5_654 6 ?
O3 Cd1 O4 52.2(9) 5_654 5_654 ?
O3 Cd1 O4 135.4(8) 3_565 5_654 ?
O3 Cd1 O4 52.2(9) 3_565 3_565 ?
O3 Cd1 O4 135.4(8) 5_654 3_565 ?
O3 Cd1 O3 84.1(12) 5_654 3_565 ?
O2 C1 Cd1 59.3(15) . . ?
O2 C1 C2 116(3) . . ?
O2 C1 O1 126(3) . . ?
C2 C1 Cd1 171.3(19) . . ?
O1 C1 Cd1 67.2(15) . . ?
O1 C1 C2 118(3) . . ?
C1 O2 Cd1 93(2) . . ?
C7 C2 C1 116.8(16) . . ?
C7 C2 C3 120.0 . . ?
C3 C2 C1 123.1(16) . . ?
C2 C7 C6 120.0 . . ?
C5 C6 C7 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 C8 118.1(16) . . ?
C4 C5 C8 121.8(16) . . ?
C3 C4 C5 120.0 . . ?
C2 C3 N1 130(2) . . ?
C4 C3 C2 120.0 . . ?
C4 C3 N1 110(2) . . ?
C1 O1 Cd1 84.6(19) . . ?
C8 O4 Cd1 94.4(15) . 2_664 ?
C8 O3 Cd1 96.6(19) . 2_664 ?
O4 C8 C5 124(2) . . ?
O4 C8 O3 117(2) . . ?
O3 C8 C5 117(3) . . ?
C9 N2 C10 92(5) . . ?
C3 N1 O6 110(4) . . ?
C3 N1 O5 119(4) . . ?
O6 N1 O5 108(5) . . ?
N1 O5 O5 148(4) . 6_554 ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.492(6)
2 0.508(6)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMF'
####################################################################### 
# 
# 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_40barco2_rt_tmr-3_sq
_database_code_depnum_ccdc_archive 'CCDC 2013015'
loop_
_audit_author_name
_audit_author_address
'Lee Brammer'
;University of Sheffield
United Kingdom
;
_audit_update_record             
;
2020-06-29 deposited with the CCDC.	2020-08-17 downloaded from the CCDC.
;
_audit_creation_date             2020-05-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            SHF-81
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C48 H18 Cd3 N6 O36)'
_chemical_formula_sum            'C16 H6 Cd N2 O12'
_chemical_formula_weight         530.63
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cd O12 N4 C20 H22'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0010 '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 -0.8690 1.1630 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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      trigonal
_space_group_IT_number           152
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'
'y, x, -z'

_cell_length_a                   14.515(3)
_cell_length_b                   14.515(3)
_cell_length_c                   12.8247(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2340.0(9)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    2101
_cell_measurement_temperature    298
_cell_measurement_theta_max      19.5740
_cell_measurement_theta_min      2.1830
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.689
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30235
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.130
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             780
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1075
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            15010
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        20.145
_diffrn_reflns_theta_max         20.145
_diffrn_reflns_theta_min         2.199
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000  -80.0000 325

#__ type_ start__ end____ width___ exp.time_
  2 phi    -80.00   40.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000   45.0000     -     300

#__ type_ start__ end____ width___ exp.time_
  3 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000   40.0000 325

#__ type_ start__ end____ width___ exp.time_
  4 phi     40.00  160.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000   45.0000     -     300

#__ type_ start__ end____ width___ exp.time_
  5 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000  160.0000 325

#__ type_ start__ end____ width___ exp.time_
  6 phi    -90.00  150.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000    0.0000     -     600
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_measurement_method       'ω and π scans'
_diffrn_orient_matrix_UB_11      -0.0251937000
_diffrn_orient_matrix_UB_12      0.0102249000
_diffrn_orient_matrix_UB_13      -0.0400604000
_diffrn_orient_matrix_UB_21      0.0465368000
_diffrn_orient_matrix_UB_22      0.0463015000
_diffrn_orient_matrix_UB_23      -0.0112413000
_diffrn_orient_matrix_UB_31      0.0143847000
_diffrn_orient_matrix_UB_32      -0.0275291000
_diffrn_orient_matrix_UB_33      -0.0338321000
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.744
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                1151
_reflns_number_total             1645
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     20.15
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.608
_refine_diff_density_min         -0.878
_refine_diff_density_rms         0.118
_refine_ls_abs_structure_details 
;
 Flack x determined using 396 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         1645
_refine_ls_number_restraints     281
_refine_ls_R_factor_all          0.1539
_refine_ls_R_factor_gt           0.1069
_refine_ls_restrained_S_all      1.054
_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)+(0.1464P)²+17.5502P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2728
_refine_ls_wR_factor_ref         0.3258
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H4(0.248) H3(0.264) H7(0.309)
 Fixed X: H4(0.318366) H3(0.24047) H7(0.155834)
 Fixed Y: H4(0.641964) H3(0.658912) H7(0.359154)
 Fixed Z: Cd1(0) H4(0.212074) H3(0.363379) H7(0.443348)
;
_atom_sites_solution_hydrogens   geom
_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 0.4861(5) 0.4861(5) 0.000000 0.143(3) Uani 1 2 d S TU P . .
O1 O 0.435(4) 0.566(3) 0.140(3) 0.198(18) Uani 1 1 d D U . . .
O2 O 0.341(3) 0.409(3) 0.121(3) 0.196(15) Uani 1 1 d D U . . .
O3 O 0.079(4) 0.450(4) 0.563(3) 0.233(18) Uani 1 1 d D U . . .
O4 O 0.143(4) 0.605(4) 0.530(2) 0.187(15) Uani 1 1 d D U . . .
O5 O 0.143(5) 0.229(4) 0.264(6) 0.40(3) Uani 1 1 d D U . . .
O6 O 0.308(6) 0.299(4) 0.319(9) 0.43(4) Uani 1 1 d D U . . .
N1 N 0.232(4) 0.306(3) 0.285(5) 0.32(2) Uani 1 1 d D U . . .
C1 C 0.144(3) 0.523(4) 0.512(3) 0.174(15) Uani 1 1 d D U . . .
C5 C 0.284(3) 0.490(3) 0.237(2) 0.207(15) Uani 1 1 d D U . . .
C4 C 0.286(3) 0.585(3) 0.258(3) 0.207(15) Uani 1 1 d G U . . .
H4 H 0.318366 0.641964 0.212074 0.248 Uiso 1 1 calc R U . . .
C3 C 0.239(3) 0.595(3) 0.349(3) 0.220(15) Uani 1 1 d G U . . .
H3 H 0.240470 0.658912 0.363379 0.264 Uiso 1 1 calc R U . . .
C2 C 0.190(2) 0.511(3) 0.418(2) 0.209(16) Uani 1 1 d DG U . . .
C7 C 0.188(3) 0.416(3) 0.397(3) 0.26(2) Uani 1 1 d DG U . . .
H7 H 0.155834 0.359154 0.443348 0.309 Uiso 1 1 calc R . . . .
C6 C 0.235(3) 0.406(3) 0.306(3) 0.262(18) Uani 1 1 d DG U . . .
C8 C 0.351(4) 0.489(4) 0.159(5) 0.182(16) Uani 1 1 d 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 O1 2.44(4) 6 ?
Cd1 O1 2.44(4) . ?
Cd1 O2 2.39(3) . ?
Cd1 O2 2.39(3) 6 ?
Cd1 O3 2.23(4) 2_664 ?
Cd1 O3 2.23(4) 4_665 ?
Cd1 O4 2.52(4) 4_665 ?
Cd1 O4 2.52(4) 2_664 ?
O1 C8 1.20(3) . ?
O2 C8 1.210(19) . ?
O3 C1 1.20(2) . ?
O4 C1 1.22(3) . ?
O5 N1 1.24(2) . ?
O6 N1 1.24(3) . ?
N1 C6 1.446(17) . ?
C1 C2 1.43(2) . ?
C5 C4 1.3900 . ?
C5 C6 1.3900 . ?
C5 C8 1.40(2) . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C2 C7 1.3900 . ?
C7 C6 1.3900 . ?

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
O1 Cd1 O1 170(2) 6 . ?
O1 Cd1 O4 92.1(13) . 2_664 ?
O1 Cd1 O4 88.9(13) . 4_665 ?
O1 Cd1 O4 88.9(13) 6 2_664 ?
O1 Cd1 O4 92.1(13) 6 4_665 ?
O2 Cd1 O1 140.5(18) 6 . ?
O2 Cd1 O1 48.8(7) . . ?
O2 Cd1 O1 140.5(18) . 6 ?
O2 Cd1 O1 48.8(7) 6 6 ?
O2 Cd1 O2 95.4(19) 6 . ?
O2 Cd1 O4 97.0(15) 6 4_665 ?
O2 Cd1 O4 74.3(14) . 4_665 ?
O2 Cd1 O4 97.0(15) . 2_664 ?
O2 Cd1 O4 74.3(14) 6 2_664 ?
O3 Cd1 O1 94.7(19) 2_664 . ?
O3 Cd1 O1 94.7(19) 4_665 6 ?
O3 Cd1 O1 78.8(18) 2_664 6 ?
O3 Cd1 O1 78.8(18) 4_665 . ?
O3 Cd1 O2 132.9(17) 2_664 . ?
O3 Cd1 O2 132.9(17) 4_665 6 ?
O3 Cd1 O2 102.8(14) 4_665 . ?
O3 Cd1 O2 102.8(14) 2_664 6 ?
O3 Cd1 O3 96(2) 4_665 2_664 ?
O3 Cd1 O4 143(2) 4_665 2_664 ?
O3 Cd1 O4 49.2(7) 2_664 2_664 ?
O3 Cd1 O4 49.2(7) 4_665 4_665 ?
O3 Cd1 O4 143(2) 2_664 4_665 ?
O4 Cd1 O4 167(2) 2_664 4_665 ?
C8 O1 Cd1 97(2) . . ?
C8 O2 Cd1 99(2) . . ?
C1 O3 Cd1 107(3) . 3_565 ?
C1 O4 Cd1 92(2) . 3_565 ?
O5 N1 C6 116(3) . . ?
O6 N1 O5 125(3) . . ?
O6 N1 C6 115(3) . . ?
O3 C1 O4 111(2) . . ?
O3 C1 C2 124(4) . . ?
O4 C1 C2 122(4) . . ?
C4 C5 C6 120.0 . . ?
C4 C5 C8 119(3) . . ?
C6 C5 C8 120(3) . . ?
C3 C4 C5 120.0 . . ?
C4 C3 C2 120.0 . . ?
C3 C2 C1 119(3) . . ?
C3 C2 C7 120.0 . . ?
C7 C2 C1 121(3) . . ?
C6 C7 C2 120.0 . . ?
C5 C6 N1 120.9(15) . . ?
C7 C6 N1 119.1(15) . . ?
C7 C6 C5 120.0 . . ?
O1 C8 O2 112(3) . . ?
O1 C8 C5 122(4) . . ?
O2 C8 C5 124(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.50(3)
2 0.50(3)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMF'
####################################################################### 
# 
# 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_vac_rt_2_
_database_code_depnum_ccdc_archive 'CCDC 2013012'
loop_
_audit_author_name
_audit_author_address
'Lee Brammer'
;University of Sheffield
United Kingdom
;
_audit_update_record             
;
2020-06-29 deposited with the CCDC.	2020-08-17 downloaded from the CCDC.
;
_audit_creation_date             2018-06-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            SHF-81
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C48 H18 Cd3 N6 O36), 2(C2 H8 N)'
_chemical_formula_sum            'C20 H22 Cd N4 O12'
_chemical_formula_weight         622.81
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cd N4 O12 C20 H22'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0010 '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 -0.8690 1.1630 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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      trigonal
_space_group_IT_number           152
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'
'y, x, -z'

_cell_length_a                   13.9484(7)
_cell_length_b                   13.9484(7)
_cell_length_c                   13.1157(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2209.9(2)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    5934
_cell_measurement_temperature    298
_cell_measurement_theta_max      25.3640
_cell_measurement_theta_min      2.2160
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.741
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69233
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             942
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            31932
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         29.940
_diffrn_reflns_theta_min         1.505
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000  -80.0000 325

#__ type_ start__ end____ width___ exp.time_
  2 phi    -80.00   40.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000   45.0000     -     300

#__ type_ start__ end____ width___ exp.time_
  3 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000   40.0000 325

#__ type_ start__ end____ width___ exp.time_
  4 phi     40.00  160.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000   45.0000     -     300

#__ type_ start__ end____ width___ exp.time_
  5 omega  -92.00   38.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
    -       30.0000   45.0000  160.0000 325

#__ type_ start__ end____ width___ exp.time_
  6 phi    -90.00  150.00   0.4000    0.1970
omega____ theta____ kappa____ phi______ frames
  38.0000   30.0000    0.0000     -     600
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_measurement_method       'ω and π scans'
_diffrn_orient_matrix_UB_11      0.0094200000
_diffrn_orient_matrix_UB_12      0.0351714000
_diffrn_orient_matrix_UB_13      -0.0403947000
_diffrn_orient_matrix_UB_21      0.0494923000
_diffrn_orient_matrix_UB_22      0.0018844000
_diffrn_orient_matrix_UB_23      -0.0096965000
_diffrn_orient_matrix_UB_31      -0.0267532000
_diffrn_orient_matrix_UB_32      -0.0448059000
_diffrn_orient_matrix_UB_33      -0.0321381000
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_source                   synchrotron
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.806
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2982
_reflns_number_total             4705
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.95
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.616
_refine_diff_density_min         -1.584
_refine_diff_density_rms         0.082
_refine_ls_abs_structure_details 
;
 Flack x determined using 1028 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.011(19)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         4705
_refine_ls_number_restraints     129
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0542
_refine_ls_restrained_S_all      1.014
_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)+(0.1050P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1402
_refine_ls_wR_factor_ref         0.1676
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.510(3) 0.490(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6)
4.c Fitted hexagon refined as free rotating group:
 C2(C3,C4,C5,C6,C7)
4.d Idealised Me refined with riding coordinates:
 C10(H10A,H10B,H10C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_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 0.47065(8) 0.47065(8) 0.0000 0.0732(3) Uani 1 2 d S TU P . .
O2 O 0.4320(16) 0.5538(16) 0.1316(10) 0.151(5) Uani 1 1 d . U . . .
O1 O 0.3113(12) 0.3771(15) 0.1228(9) 0.137(4) Uani 1 1 d . U . . .
C1 C 0.3480(17) 0.4675(18) 0.1652(11) 0.117(4) Uani 1 1 d . U . . .
C2 C 0.2978(10) 0.4800(9) 0.2636(6) 0.097(3) Uani 1 1 d . U . . .
C3 C 0.2799(11) 0.5694(9) 0.2686(6) 0.123(6) Uani 1 1 d G U . . .
H3 H 0.3016 0.6194 0.2148 0.148 Uiso 1 1 calc R . . . .
C4 C 0.2296(9) 0.5841(8) 0.3540(6) 0.104(4) Uani 1 1 d G U . . .
H4 H 0.2177 0.6439 0.3574 0.125 Uiso 1 1 calc R . . . .
C5 C 0.1972(9) 0.5094(8) 0.4344(5) 0.085(3) Uani 1 1 d G U . . .
C6 C 0.2150(10) 0.4200(8) 0.4294(7) 0.125(6) Uani 1 1 d G U . . .
H6 H 0.1933 0.3700 0.4832 0.150 Uiso 1 1 calc R . . . .
C7 C 0.2653(10) 0.4053(8) 0.3440(7) 0.106(4) Uani 1 1 d G U . . .
O3 O 0.1465(9) 0.6139(10) 0.5404(7) 0.106(3) Uani 1 1 d . U . . .
O4 O 0.0876(14) 0.4468(13) 0.5778(11) 0.143(5) Uani 1 1 d . U . . .
C8 C 0.1424(12) 0.5273(14) 0.5248(10) 0.093(3) Uani 1 1 d . U . . .
N1 N 0.278(2) 0.3115(19) 0.3468(19) 0.187(9) Uani 1 1 d . U . . .
O5 O 0.384(2) 0.339(2) 0.3291(19) 0.212(8) Uani 1 1 d . U . . .
O6 O 0.214(4) 0.226(3) 0.394(3) 0.36(2) Uani 1 1 d . U . . .
N2 N 0.2316(19) 0.8428(18) 0.5194(18) 0.171(7) Uani 1 1 d . U . . .
H2A H 0.1921 0.7694 0.5146 0.206 Uiso 1 1 calc R . . . .
H2B H 0.2986 0.8658 0.4934 0.206 Uiso 1 1 calc R . . . .
C10 C 0.239(4) 0.878(2) 0.623(3) 0.208(13) Uani 1 1 d . U . . .
H10A H 0.2751 0.8467 0.6630 0.312 Uiso 1 1 calc R . . . .
H10B H 0.1664 0.8524 0.6497 0.312 Uiso 1 1 calc R . . . .
H10C H 0.2817 0.9569 0.6266 0.312 Uiso 1 1 calc R . . . .
C9 C 0.175(4) 0.895(3) 0.465(2) 0.218(14) Uani 1 1 d . U . . .
H9A H 0.2201 0.9741 0.4695 0.327 Uiso 1 1 calc R . . . .
H9B H 0.1046 0.8712 0.4954 0.327 Uiso 1 1 calc R . . . .
H9C H 0.1657 0.8732 0.3945 0.327 Uiso 1 1 calc 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 O2 2.289(13) 6 ?
Cd1 O2 2.289(13) . ?
Cd1 O1 2.518(14) 6 ?
Cd1 O1 2.518(14) . ?
Cd1 C1 2.747(14) 6 ?
Cd1 C1 2.747(14) . ?
Cd1 O3 2.429(9) 4_665 ?
Cd1 O3 2.429(9) 2_664 ?
Cd1 O4 2.363(11) 2_664 ?
Cd1 O4 2.363(11) 4_665 ?
Cd1 C8 2.732(13) 4_665 ?
Cd1 C8 2.732(13) 2_664 ?
O2 C1 1.27(3) . ?
O1 C1 1.23(2) . ?
C1 C2 1.520(14) . ?
C2 C3 1.3900 . ?
C2 C7 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C5 C6 1.3900 . ?
C5 C8 1.498(14) . ?
C6 C7 1.3900 . ?
C7 N1 1.40(2) . ?
O3 Cd1 2.429(9) 3_565 ?
O3 C8 1.20(2) . ?
O4 Cd1 2.363(11) 3_565 ?
O4 C8 1.21(2) . ?
C8 Cd1 2.732(13) 3_565 ?
N1 O5 1.35(3) . ?
N1 O6 1.24(4) . ?
N2 C10 1.43(3) . ?
N2 C9 1.49(5) . ?

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
O2 Cd1 O2 164.4(10) 6 . ?
O2 Cd1 O1 53.8(6) . . ?
O2 Cd1 O1 141.3(7) . 6 ?
O2 Cd1 O1 141.3(7) 6 . ?
O2 Cd1 O1 53.8(6) 6 6 ?
O2 Cd1 C1 27.2(7) . . ?
O2 Cd1 C1 167.4(7) . 6 ?
O2 Cd1 C1 167.4(7) 6 . ?
O2 Cd1 C1 27.2(7) 6 6 ?
O2 Cd1 O3 93.1(5) 6 4_665 ?
O2 Cd1 O3 93.1(5) . 2_664 ?
O2 Cd1 O3 87.9(5) . 4_665 ?
O2 Cd1 O3 87.9(5) 6 2_664 ?
O2 Cd1 O4 89.0(7) 6 4_665 ?
O2 Cd1 O4 89.0(7) . 2_664 ?
O2 Cd1 O4 79.3(7) 6 2_664 ?
O2 Cd1 O4 79.3(7) . 4_665 ?
O2 Cd1 C8 93.3(5) 6 4_665 ?
O2 Cd1 C8 80.8(5) 6 2_664 ?
O2 Cd1 C8 93.3(5) . 2_664 ?
O2 Cd1 C8 80.8(5) . 4_665 ?
O1 Cd1 O1 91.1(7) 6 . ?
O1 Cd1 C1 26.6(6) . . ?
O1 Cd1 C1 26.6(6) 6 6 ?
O1 Cd1 C1 116.5(6) 6 . ?
O1 Cd1 C1 116.5(6) . 6 ?
O1 Cd1 C8 119.9(5) . 2_664 ?
O1 Cd1 C8 91.4(5) 6 2_664 ?
O1 Cd1 C8 119.9(5) 6 4_665 ?
O1 Cd1 C8 91.4(5) . 4_665 ?
C1 Cd1 C1 142.8(9) 6 . ?
O3 Cd1 O1 75.4(4) 4_665 . ?
O3 Cd1 O1 99.2(5) 4_665 6 ?
O3 Cd1 O1 75.4(4) 2_664 6 ?
O3 Cd1 O1 99.2(5) 2_664 . ?
O3 Cd1 C1 97.7(5) 2_664 . ?
O3 Cd1 C1 79.9(5) 4_665 . ?
O3 Cd1 C1 97.7(5) 4_665 6 ?
O3 Cd1 C1 79.9(5) 2_664 6 ?
O3 Cd1 O3 172.6(6) 2_664 4_665 ?
O3 Cd1 C8 26.0(4) 4_665 4_665 ?
O3 Cd1 C8 161.3(5) 2_664 4_665 ?
O3 Cd1 C8 26.0(4) 2_664 2_664 ?
O3 Cd1 C8 161.3(5) 4_665 2_664 ?
O4 Cd1 O1 134.2(6) 4_665 6 ?
O4 Cd1 O1 134.2(6) 2_664 . ?
O4 Cd1 O1 110.4(5) 2_664 6 ?
O4 Cd1 O1 110.4(5) 4_665 . ?
O4 Cd1 C1 113.0(6) 2_664 . ?
O4 Cd1 C1 94.9(6) 2_664 6 ?
O4 Cd1 C1 113.0(6) 4_665 6 ?
O4 Cd1 C1 94.9(6) 4_665 . ?
O4 Cd1 O3 135.3(4) 4_665 2_664 ?
O4 Cd1 O3 52.1(5) 4_665 4_665 ?
O4 Cd1 O3 52.1(5) 2_664 2_664 ?
O4 Cd1 O3 135.3(4) 2_664 4_665 ?
O4 Cd1 O4 83.5(6) 4_665 2_664 ?
O4 Cd1 C8 109.8(5) 4_665 2_664 ?
O4 Cd1 C8 26.3(5) 4_665 4_665 ?
O4 Cd1 C8 109.8(5) 2_664 4_665 ?
O4 Cd1 C8 26.3(5) 2_664 2_664 ?
C8 Cd1 C1 85.0(5) 4_665 . ?
C8 Cd1 C1 109.0(5) 2_664 . ?
C8 Cd1 C1 109.0(5) 4_665 6 ?
C8 Cd1 C1 85.0(5) 2_664 6 ?
C8 Cd1 C8 136.1(8) 4_665 2_664 ?
C1 O2 Cd1 97.0(12) . . ?
C1 O1 Cd1 87.2(12) . . ?
O2 C1 Cd1 55.8(8) . . ?
O2 C1 C2 116.5(16) . . ?
O1 C1 Cd1 66.2(9) . . ?
O1 C1 O2 122.0(13) . . ?
O1 C1 C2 121.4(17) . . ?
C2 C1 Cd1 170.8(13) . . ?
C3 C2 C1 116.2(9) . . ?
C3 C2 C7 120.0 . . ?
C7 C2 C1 123.7(9) . . ?
C2 C3 C4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C4 C5 C8 118.5(8) . . ?
C6 C5 C4 120.0 . . ?
C6 C5 C8 121.5(8) . . ?
C5 C6 C7 120.0 . . ?
C2 C7 N1 124.9(12) . . ?
C6 C7 C2 120.0 . . ?
C6 C7 N1 115.1(12) . . ?
C8 O3 Cd1 91.3(8) . 3_565 ?
C8 O4 Cd1 94.1(10) . 3_565 ?
C5 C8 Cd1 167.2(10) . 3_565 ?
O3 C8 Cd1 62.7(7) . 3_565 ?
O3 C8 C5 122.2(13) . . ?
O3 C8 O4 121.7(12) . . ?
O4 C8 Cd1 59.6(8) . 3_565 ?
O4 C8 C5 115.9(14) . . ?
O5 N1 C7 111(2) . . ?
O6 N1 C7 123(2) . . ?
O6 N1 O5 121(3) . . ?
C10 N2 C9 105(3) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.510(3)
2 0.490(3)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMF'
####################################################################### 
# 
# 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_ilb3558_tmr_sq
_database_code_depnum_ccdc_archive 'CCDC 2013020'
loop_
_audit_author_name
_audit_author_address
'Lee Brammer'
;University of Sheffield
United Kingdom
;
_audit_update_record             
;
2020-06-29 deposited with the CCDC.	2020-08-17 downloaded from the CCDC.
;
_audit_creation_date             2020-05-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            SHF-81-DMF
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C48 H18 Cd3 N6 O36)'
_chemical_formula_sum            'C16 H6 Cd N2 O12'
_chemical_formula_weight         530.63
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
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      trigonal
_space_group_IT_number           152
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'
'y, x, -z'

_cell_length_a                   14.8744(10)
_cell_length_b                   14.8744(10)
_cell_length_c                   12.7248(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2438.1(4)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    9692
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      66.55
_cell_measurement_theta_min      3.43
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.775
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.3594
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1281 before and 0.0844 after correction. The Ratio of minimum to maximum transmission is 0.4774.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.084
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             780
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0587
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            32861
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.660
_diffrn_reflns_theta_max         66.660
_diffrn_reflns_theta_min         3.431
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.780
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                2518
_reflns_number_total             2877
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.068
_refine_ls_abs_structure_details 
;
 Flack x determined using 1069 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.074(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         2877
_refine_ls_number_restraints     120
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0335
_refine_ls_restrained_S_all      1.076
_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)+(0.0608P)²+2.1129P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0950
_refine_ls_wR_factor_ref         0.1047
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.514(10)
 0.486(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Restrained distances
 O7-O2
 2.25 with sigma of 0.02
 O2-C7
 1.25 with sigma of 0.02
 O7-C7
 1.25 with sigma of 0.02
 C7-C6
 1.4 with sigma of 0.02
4. Restrained planarity
 N6, C0AA, C4, C8
 with sigma of 0.1
 O11, N6, O13, C0AA
 with sigma of 0.1
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C8(H8), C19(H19)
6.b Fitted hexagon refined as free rotating group:
 C17(C4,C0AA,C8,C6,C19)
;
_atom_sites_solution_hydrogens   geom
_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 -0.49969(15) -0.49969(15) 0.000000 0.0429(2) Uani 1 2 d S TU P . .
C5 C -0.4980(14) -0.3683(12) -0.1557(13) 0.067(4) Uani 1 1 d . U . . .
O0AA O -0.5898(12) -0.4402(12) -0.1183(12) 0.090(4) Uani 1 1 d . U . . .
C17 C -0.5958(6) -0.3300(11) -0.2921(13) 0.076(5) Uani 1 1 d . U . . .
H17 H -0.658658 -0.386364 -0.266233 0.091 Uiso 1 1 calc R . . . .
C4 C -0.5023(10) -0.3027(12) -0.2425(10) 0.075(4) Uani 1 1 d G U . . .
C0AA C -0.4103(6) -0.2202(13) -0.2804(12) 0.113(6) Uani 1 1 d G U . . .
C8 C -0.4117(7) -0.1650(11) -0.3679(12) 0.104(6) Uani 1 1 d G U . . .
H8 H -0.348764 -0.108671 -0.393761 0.124 Uiso 1 1 calc R . . . .
C6 C -0.5051(10) -0.1923(11) -0.4175(9) 0.075(4) Uani 1 1 d DG U . . .
C19 C -0.5972(6) -0.2748(12) -0.3796(12) 0.071(4) Uani 1 1 d G U . . .
H19 H -0.661048 -0.293421 -0.413552 0.085 Uiso 1 1 calc R . . . .
O1 O -0.4219(13) -0.3532(13) -0.1127(11) 0.115(6) Uani 1 1 d . U . . .
O2 O -0.4264(12) -0.0733(9) -0.5567(11) 0.092(4) Uani 1 1 d D U . . .
C7 C -0.5146(14) -0.1347(16) -0.5145(15) 0.080(6) Uani 1 1 d D U . . .
O7 O -0.5935(12) -0.1381(13) -0.5341(12) 0.096(5) Uani 1 1 d D U . . .
N6 N -0.3165(17) -0.1772(15) -0.2348(16) 0.150(7) Uani 1 1 d . U . . .
O11 O -0.246(3) -0.182(3) -0.276(2) 0.342(18) Uani 1 1 d . U . . .
O13 O -0.300(3) -0.134(3) -0.142(3) 0.36(2) 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 O0AA 2.456(12) 6 ?
Cd1 O0AA 2.456(12) . ?
Cd1 O1 2.371(13) . ?
Cd1 O1 2.371(13) 6 ?
Cd1 O2 2.356(13) 5_444 ?
Cd1 O2 2.356(13) 3_445 ?
Cd1 C7 2.718(17) 3_445 ?
Cd1 C7 2.718(17) 5_444 ?
Cd1 O7 2.478(15) 5_444 ?
Cd1 O7 2.478(15) 3_445 ?
C5 O0AA 1.33(2) . ?
C5 C4 1.496(15) . ?
C5 O1 1.17(2) . ?
C17 C4 1.3900 . ?
C17 C19 1.3900 . ?
C4 C0AA 1.3900 . ?
C0AA C8 1.3900 . ?
C0AA N6 1.34(2) . ?
C8 C6 1.3900 . ?
C6 C19 1.3900 . ?
C6 C7 1.548(17) . ?
O2 C7 1.283(17) . ?
C7 O7 1.176(16) . ?
N6 O11 1.21(3) . ?
N6 O13 1.31(3) . ?

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
O0AA Cd1 O0AA 169.4(7) 6 . ?
O0AA Cd1 C7 92.2(6) 6 3_445 ?
O0AA Cd1 C7 84.8(6) . 3_445 ?
O0AA Cd1 C7 84.8(6) 6 5_444 ?
O0AA Cd1 C7 92.2(6) . 5_444 ?
O0AA Cd1 O7 82.4(3) . 3_445 ?
O0AA Cd1 O7 99.2(3) . 5_444 ?
O0AA Cd1 O7 99.2(3) 6 3_445 ?
O0AA Cd1 O7 82.4(3) 6 5_444 ?
O1 Cd1 O0AA 53.3(5) . . ?
O1 Cd1 O0AA 53.3(5) 6 6 ?
O1 Cd1 O0AA 136.8(6) . 6 ?
O1 Cd1 O0AA 136.8(6) 6 . ?
O1 Cd1 O1 90.6(8) . 6 ?
O1 Cd1 C7 90.7(7) . 5_444 ?
O1 Cd1 C7 113.4(6) . 3_445 ?
O1 Cd1 C7 90.7(7) 6 3_445 ?
O1 Cd1 C7 113.4(6) 6 5_444 ?
O1 Cd1 O7 75.8(5) 6 3_445 ?
O1 Cd1 O7 92.4(6) . 3_445 ?
O1 Cd1 O7 75.7(5) . 5_444 ?
O1 Cd1 O7 92.4(6) 6 5_444 ?
O2 Cd1 O0AA 89.1(5) 5_444 6 ?
O2 Cd1 O0AA 89.1(5) 3_445 . ?
O2 Cd1 O0AA 83.4(5) 5_444 . ?
O2 Cd1 O0AA 83.4(5) 3_445 6 ?
O2 Cd1 O1 106.3(3) 3_445 6 ?
O2 Cd1 O1 106.3(3) 5_444 . ?
O2 Cd1 O1 134.5(4) 5_444 6 ?
O2 Cd1 O1 134.5(4) 3_445 . ?
O2 Cd1 O2 91.5(7) 5_444 3_445 ?
O2 Cd1 C7 118.4(7) 5_444 3_445 ?
O2 Cd1 C7 28.2(4) 3_445 3_445 ?
O2 Cd1 C7 28.2(4) 5_444 5_444 ?
O2 Cd1 C7 118.4(7) 3_445 5_444 ?
O2 Cd1 O7 53.8(4) 3_445 3_445 ?
O2 Cd1 O7 142.5(5) 3_445 5_444 ?
O2 Cd1 O7 53.8(4) 5_444 5_444 ?
O2 Cd1 O7 142.5(5) 5_444 3_445 ?
C7 Cd1 C7 146.2(8) 5_444 3_445 ?
O7 Cd1 C7 170.3(6) 5_444 3_445 ?
O7 Cd1 C7 25.6(4) 3_445 3_445 ?
O7 Cd1 C7 170.3(6) 3_445 5_444 ?
O7 Cd1 C7 25.6(4) 5_444 5_444 ?
O7 Cd1 O7 163.3(7) 3_445 5_444 ?
O0AA C5 C4 115.3(14) . . ?
O1 C5 O0AA 119.4(14) . . ?
O1 C5 C4 124.8(17) . . ?
C5 O0AA Cd1 89.0(10) . . ?
C4 C17 C19 120.0 . . ?
C17 C4 C5 120.5(12) . . ?
C0AA C4 C5 119.2(12) . . ?
C0AA C4 C17 120.0 . . ?
C4 C0AA C8 120.0 . . ?
N6 C0AA C4 127.0(13) . . ?
N6 C0AA C8 112.6(13) . . ?
C0AA C8 C6 120.0 . . ?
C8 C6 C7 123.7(12) . . ?
C19 C6 C8 120.0 . . ?
C19 C6 C7 116.3(12) . . ?
C6 C19 C17 120.0 . . ?
C5 O1 Cd1 97.2(12) . . ?
C7 O2 Cd1 91.8(11) . 2_454 ?
C6 C7 Cd1 168.7(12) . 2_454 ?
O2 C7 Cd1 60.1(9) . 2_454 ?
O2 C7 C6 112.6(15) . . ?
O7 C7 Cd1 65.7(11) . 2_454 ?
O7 C7 C6 120.7(16) . . ?
O7 C7 O2 125.8(17) . . ?
C7 O7 Cd1 88.6(12) . 2_454 ?
O11 N6 C0AA 121(3) . . ?
O11 N6 O13 118(3) . . ?
O13 N6 C0AA 121(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.514(10)
2 0.486(10)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMF'
####################################################################### 
# 
# 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_ilb3557_tmr_sq
_database_code_depnum_ccdc_archive 'CCDC 2013022'
loop_
_audit_author_name
_audit_author_address
'Lee Brammer'
;University of Sheffield
United Kingdom
;
_audit_update_record             
;
2020-06-29 deposited with the CCDC.	2020-08-17 downloaded from the CCDC.
;
_audit_creation_date             2020-05-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            SHF-81-DMF
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C48 H18 Cd3 N6 O36)'
_chemical_formula_sum            'C16 H6 Cd N2 O12'
_chemical_formula_weight         530.63
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
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      trigonal
_space_group_IT_number           152
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'
'y, x, -z'

_cell_length_a                   14.9210(5)
_cell_length_b                   14.9210(5)
_cell_length_c                   12.7118(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2450.94(19)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    9874
_cell_measurement_temperature    140.0
_cell_measurement_theta_max      66.51
_cell_measurement_theta_min      3.42
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.745
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.3693
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1234 before and 0.0819 after correction. The Ratio of minimum to maximum transmission is 0.4906.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.079
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             780
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0574
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            30993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.705
_diffrn_reflns_theta_max         66.705
_diffrn_reflns_theta_min         3.420
_diffrn_ambient_temperature      140
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.781
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                2549
_reflns_number_total             2901
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 
;
 Flack x determined using 1082 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.066(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         2901
_refine_ls_number_restraints     122
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0336
_refine_ls_restrained_S_all      1.083
_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)+(0.0686P)²+1.3020P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.1063
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.517(10)
 0.483(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Restrained distances
 N1-C7
 1.336 with sigma of 0.01
 N1-O6
 1.251 with sigma of 0.01
 C5-C8
 1.4 with sigma of 0.02
 C8-O3
 1.25 with sigma of 0.02
 O4-C8
 1.25 with sigma of 0.02
 O3-O4
 2.25 with sigma of 0.02
4. Restrained planarity
 N1, C7, C2, C6
 with sigma of 0.1
 O5, N1, O6, C7
 with sigma of 0.1
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C4(H4)
6.b Fitted hexagon refined as free rotating group:
 C3(C2,C7,C6,C5,C4)
;
_atom_sites_solution_hydrogens   geom
_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
Cd2 Cd -0.50035(14) -0.50035(14) 0.000000 0.0428(2) Uani 1 2 d S TU P . .
C1 C -0.5023(14) -0.6311(12) -0.1550(12) 0.068(4) Uani 1 1 d . U . . .
O1 O -0.4104(13) -0.5600(12) -0.1179(11) 0.091(4) Uani 1 1 d . U . . .
C3 C -0.4049(6) -0.6707(10) -0.2917(12) 0.070(4) Uani 1 1 d . U . . .
H3 H -0.342235 -0.614555 -0.265522 0.084 Uiso 1 1 calc R . . . .
C2 C -0.4982(10) -0.6977(11) -0.2424(9) 0.077(4) Uani 1 1 d G U . . .
C7 C -0.5899(6) -0.7798(13) -0.2807(12) 0.112(6) Uani 1 1 d DG U . . .
C6 C -0.5882(6) -0.8349(11) -0.3681(12) 0.103(6) Uani 1 1 d G U . . .
H6 H -0.650846 -0.891003 -0.394256 0.123 Uiso 1 1 calc R . . . .
C5 C -0.4949(10) -0.8078(11) -0.4173(9) 0.075(4) Uani 1 1 d DG U . . .
C4 C -0.4032(6) -0.7257(12) -0.3791(12) 0.074(5) Uani 1 1 d G U . . .
H4 H -0.339399 -0.707253 -0.412744 0.088 Uiso 1 1 calc R . . . .
O2 O -0.5773(12) -0.6458(13) -0.1139(11) 0.110(5) Uani 1 1 d . U . . .
O3 O -0.5734(11) -0.9274(10) -0.5565(12) 0.093(4) Uani 1 1 d D U . . .
O4 O -0.4069(12) -0.8620(13) -0.5332(11) 0.097(5) Uani 1 1 d D U . . .
C8 C -0.4839(13) -0.8646(15) -0.5141(15) 0.080(5) Uani 1 1 d D U . . .
O5 O -0.754(3) -0.822(3) -0.274(2) 0.38(2) Uani 1 1 d . U . . .
O6 O -0.697(3) -0.863(3) -0.144(2) 0.38(2) Uani 1 1 d D U . . .
N1 N -0.6842(11) -0.8224(13) -0.2348(13) 0.157(8) Uani 1 1 d 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
Cd2 O1 2.457(12) . ?
Cd2 O1 2.457(12) 6 ?
Cd2 O2 2.374(14) 6 ?
Cd2 O2 2.374(14) . ?
Cd2 O3 2.353(13) 5_454 ?
Cd2 O3 2.353(13) 3_545 ?
Cd2 O4 2.487(15) 3_545 ?
Cd2 O4 2.487(15) 5_454 ?
Cd2 C8 2.725(17) 5_454 ?
Cd2 C8 2.725(17) 3_545 ?
C1 O1 1.33(2) . ?
C1 C2 1.512(15) . ?
C1 O2 1.15(2) . ?
C3 C2 1.3900 . ?
C3 C4 1.3900 . ?
C2 C7 1.3900 . ?
C7 C6 1.3900 . ?
C7 N1 1.353(12) . ?
C6 C5 1.3900 . ?
C5 C4 1.3900 . ?
C5 C8 1.547(17) . ?
O3 C8 1.305(16) . ?
O4 C8 1.156(16) . ?
O5 N1 1.15(3) . ?
O6 N1 1.269(13) . ?

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
O1 Cd2 O1 169.5(8) . 6 ?
O1 Cd2 O4 82.2(3) 6 5_454 ?
O1 Cd2 O4 82.2(3) . 3_545 ?
O1 Cd2 O4 99.3(3) . 5_454 ?
O1 Cd2 O4 99.3(3) 6 3_545 ?
O1 Cd2 C8 84.4(6) 6 5_454 ?
O1 Cd2 C8 84.4(6) . 3_545 ?
O1 Cd2 C8 92.6(6) . 5_454 ?
O1 Cd2 C8 92.6(6) 6 3_545 ?
O2 Cd2 O1 136.9(5) 6 . ?
O2 Cd2 O1 53.0(5) 6 6 ?
O2 Cd2 O1 136.9(5) . 6 ?
O2 Cd2 O1 53.0(5) . . ?
O2 Cd2 O2 91.3(7) . 6 ?
O2 Cd2 O4 92.8(6) . 3_545 ?
O2 Cd2 O4 75.6(5) . 5_454 ?
O2 Cd2 O4 92.8(6) 6 5_454 ?
O2 Cd2 O4 75.6(5) 6 3_545 ?
O2 Cd2 C8 113.2(5) 6 5_454 ?
O2 Cd2 C8 90.3(7) . 5_454 ?
O2 Cd2 C8 90.3(7) 6 3_545 ?
O2 Cd2 C8 113.2(5) . 3_545 ?
O3 Cd2 O1 83.5(5) 3_545 6 ?
O3 Cd2 O1 89.2(5) 5_454 6 ?
O3 Cd2 O1 83.5(5) 5_454 . ?
O3 Cd2 O1 89.2(5) 3_545 . ?
O3 Cd2 O2 134.6(3) 5_454 6 ?
O3 Cd2 O2 105.9(3) 5_454 . ?
O3 Cd2 O2 134.6(3) 3_545 . ?
O3 Cd2 O2 105.9(3) 3_545 6 ?
O3 Cd2 O3 91.5(7) 3_545 5_454 ?
O3 Cd2 O4 142.3(5) 3_545 5_454 ?
O3 Cd2 O4 53.7(4) 5_454 5_454 ?
O3 Cd2 O4 142.3(5) 5_454 3_545 ?
O3 Cd2 O4 53.7(4) 3_545 3_545 ?
O3 Cd2 C8 118.7(7) 5_454 3_545 ?
O3 Cd2 C8 118.7(7) 3_545 5_454 ?
O3 Cd2 C8 28.6(4) 3_545 3_545 ?
O3 Cd2 C8 28.6(4) 5_454 5_454 ?
O4 Cd2 O4 163.7(7) 5_454 3_545 ?
O4 Cd2 C8 25.1(3) 5_454 5_454 ?
O4 Cd2 C8 170.6(6) 5_454 3_545 ?
O4 Cd2 C8 170.6(6) 3_545 5_454 ?
O4 Cd2 C8 25.1(3) 3_545 3_545 ?
C8 Cd2 C8 146.9(8) 3_545 5_454 ?
O1 C1 C2 114.8(14) . . ?
O2 C1 O1 120.4(14) . . ?
O2 C1 C2 124.2(17) . . ?
C1 O1 Cd2 88.4(10) . . ?
C2 C3 C4 120.0 . . ?
C3 C2 C1 120.2(12) . . ?
C7 C2 C1 119.4(12) . . ?
C7 C2 C3 120.0 . . ?
C2 C7 C6 120.0 . . ?
N1 C7 C2 126.7(12) . . ?
N1 C7 C6 112.9(12) . . ?
C5 C6 C7 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 C8 124.3(11) . . ?
C4 C5 C8 115.7(11) . . ?
C5 C4 C3 120.0 . . ?
C1 O2 Cd2 97.1(12) . . ?
C8 O3 Cd2 91.8(10) . 2_444 ?
C8 O4 Cd2 89.1(12) . 2_444 ?
C5 C8 Cd2 167.9(12) . 2_444 ?
O3 C8 Cd2 59.7(9) . 2_444 ?
O3 C8 C5 111.9(15) . . ?
O4 C8 Cd2 65.9(11) . 2_444 ?
O4 C8 C5 121.6(16) . . ?
O4 C8 O3 125.5(17) . . ?
O5 N1 C7 123(3) . . ?
O5 N1 O6 118(2) . . ?
O6 N1 C7 119(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.517(10)
2 0.483(10)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMF'
