# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1435491'
_audit_update_record             
;
2015-11-06 deposited with the CCDC.
2016-08-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H15 Cd Cl2 N3 O'
_chemical_formula_sum            'C19 H15 Cd Cl2 N3 O'
_chemical_formula_weight         484.64

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_HALL  '-P 2ybc'

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

_cell_length_a                   7.0414(17)
_cell_length_b                   16.004(4)
_cell_length_c                   16.841(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.670(3)
_cell_angle_gamma                90.00
_cell_volume                     1876.1(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7293
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.18

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            WHITE
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.716
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             960
_exptl_absorpt_coefficient_mu    1.462
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7298
_exptl_absorpt_correction_T_max  0.7489
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13126
_diffrn_reflns_av_R_equivalents  0.0180
_diffrn_reflns_av_sigmaI/netI    0.0160
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.77
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3299
_reflns_number_gt                2949
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0750P)²+0.0024P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3299
_refine_ls_number_parameters     235
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0265
_refine_ls_R_factor_gt           0.0220
_refine_ls_wR_factor_ref         0.0926
_refine_ls_wR_factor_gt          0.0806
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.26954(3) 0.464000(12) 0.037595(11) 0.03925(12) Uani 1 1 d . . .
Cl1 Cl -0.03821(11) 0.53990(4) 0.09249(4) 0.0439(2) Uani 1 1 d . . .
Cl2 Cl 0.43862(10) 0.60505(4) 0.02107(5) 0.04734(19) Uani 1 1 d . . .
C19 C 0.5733(5) 0.46352(18) 0.1987(2) 0.0506(8) Uani 1 1 d . . .
H19 H 0.6314 0.5026 0.1693 0.061 Uiso 1 1 calc R . .
C11 C 0.1173(4) 0.25950(16) 0.05444(16) 0.0389(6) Uani 1 1 d . . .
C1 C 0.2685(4) -0.10304(16) -0.07216(17) 0.0372(6) Uani 1 1 d . . .
C10 C 0.0508(4) 0.24681(17) -0.02634(17) 0.0458(7) Uani 1 1 d . . .
H10 H -0.0114 0.2899 -0.0570 0.055 Uiso 1 1 calc R . .
C18 C 0.6665(5) 0.4402(3) 0.2728(2) 0.0651(10) Uani 1 1 d . . .
H18 H 0.7851 0.4630 0.2934 0.078 Uiso 1 1 calc R . .
C12 C 0.2089(4) 0.19555(18) 0.09912(17) 0.0441(6) Uani 1 1 d . . .
H12 H 0.2550 0.2038 0.1533 0.053 Uiso 1 1 calc R . .
C13 C 0.2331(4) 0.11830(17) 0.06372(19) 0.0440(6) Uani 1 1 d . . .
H13 H 0.2937 0.0751 0.0947 0.053 Uiso 1 1 calc R . .
C15 C 0.3172(4) 0.37706(16) 0.20900(15) 0.0392(6) Uani 1 1 d . . .
C8 C 0.1680(4) 0.10530(17) -0.01661(18) 0.0414(6) Uani 1 1 d . . .
C7 C 0.1935(5) 0.02568(17) -0.0557(2) 0.0448(6) Uani 1 1 d U . .
C9 C 0.0764(4) 0.17050(17) -0.06170(18) 0.0464(7) Uani 1 1 d . . .
H9 H 0.0321 0.1627 -0.1161 0.056 Uiso 1 1 calc R . .
C6 C 0.1982(4) -0.06901(18) -0.14564(18) 0.0435(6) Uani 1 1 d U . .
C2 C 0.3279(4) -0.18456(18) -0.06380(18) 0.0455(7) Uani 1 1 d . . .
H2 H 0.3737 -0.2073 -0.0138 0.055 Uiso 1 1 calc R . .
C14 C 0.1172(4) 0.34981(19) 0.17477(17) 0.0455(6) Uani 1 1 d . . .
H14A H 0.0902 0.2970 0.1990 0.055 Uiso 1 1 calc R . .
H14B H 0.0265 0.3907 0.1891 0.055 Uiso 1 1 calc R . .
C16 C 0.4056(5) 0.3501(2) 0.28366(17) 0.0555(8) Uani 1 1 d . . .
H16 H 0.3464 0.3103 0.3119 0.067 Uiso 1 1 calc R . .
C3 C 0.3163(4) -0.23114(18) -0.13316(18) 0.0497(7) Uani 1 1 d . . .
H3 H 0.3554 -0.2867 -0.1303 0.060 Uiso 1 1 calc R . .
C4 C 0.2466(5) -0.1959(2) -0.2078(2) 0.0587(8) Uani 1 1 d . . .
H4 H 0.2409 -0.2287 -0.2537 0.070 Uiso 1 1 calc R . .
C17 C 0.5804(6) 0.3822(3) 0.31571(19) 0.0672(10) Uani 1 1 d . . .
H17 H 0.6402 0.3650 0.3661 0.081 Uiso 1 1 calc R . .
C5 C 0.1864(5) -0.1144(2) -0.21532(19) 0.0582(8) Uani 1 1 d . . .
H5 H 0.1400 -0.0911 -0.2651 0.070 Uiso 1 1 calc R . .
O1 O 0.2668(3) -0.04115(12) -0.01407(15) 0.0491(5) Uani 1 1 d . . .
N1 N 0.1487(4) 0.01409(14) -0.13293(15) 0.0454(5) Uani 1 1 d U . .
N2 N 0.0875(3) 0.34002(13) 0.08680(14) 0.0428(5) Uani 1 1 d . . .
H2A H -0.0390 0.3515 0.0707 0.051 Uiso 1 1 calc R . .
N3 N 0.4028(3) 0.43257(15) 0.16707(13) 0.0399(5) Uani 1 1 d . . .


_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 N3 2.296(2) . ?
Cd1 Cl1 2.5260(9) 3_565 ?
Cd1 N2 2.566(2) . ?
Cd1 Cl2 2.5866(9) . ?
Cd1 Cl2 2.6519(8) 3_665 ?
Cd1 Cl1 2.7622(9) . ?
Cl1 Cd1 2.5260(9) 3_565 ?
Cl2 Cd1 2.6519(8) 3_665 ?
C19 N3 1.333(4) . ?
C19 C18 1.370(5) . ?
C19 H19 0.9300 . ?
C11 C12 1.372(4) . ?
C11 C10 1.385(4) . ?
C11 N2 1.427(3) . ?
C1 C2 1.371(4) . ?
C1 C6 1.374(4) . ?
C1 O1 1.394(3) . ?
C10 C9 1.382(4) . ?
C10 H10 0.9300 . ?
C18 C17 1.372(6) . ?
C18 H18 0.9300 . ?
C12 C13 1.394(4) . ?
C12 H12 0.9300 . ?
C13 C8 1.377(4) . ?
C13 H13 0.9300 . ?
C15 N3 1.334(4) . ?
C15 C16 1.385(4) . ?
C15 C14 1.504(4) . ?
C8 C9 1.391(4) . ?
C8 C7 1.457(4) . ?
C7 N1 1.305(4) . ?
C7 O1 1.339(4) . ?
C9 H9 0.9300 . ?
C6 C5 1.372(4) . ?
C6 N1 1.399(4) . ?
C2 C3 1.378(4) . ?
C2 H2 0.9300 . ?
C14 N2 1.473(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C16 C17 1.368(5) . ?
C16 H16 0.9300 . ?
C3 C4 1.397(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.372(4) . ?
C4 H4 0.9300 . ?
C17 H17 0.9300 . ?
C5 H5 0.9300 . ?
N2 H2A 0.9100 . ?

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
N3 Cd1 Cl1 159.40(6) . 3_565 ?
N3 Cd1 N2 71.12(8) . . ?
Cl1 Cd1 N2 88.44(6) 3_565 . ?
N3 Cd1 Cl2 99.47(6) . . ?
Cl1 Cd1 Cl2 100.10(3) 3_565 . ?
N2 Cd1 Cl2 165.89(5) . . ?
N3 Cd1 Cl2 91.95(6) . 3_665 ?
Cl1 Cd1 Cl2 95.81(3) 3_565 3_665 ?
N2 Cd1 Cl2 104.53(5) . 3_665 ?
Cl2 Cd1 Cl2 85.90(3) . 3_665 ?
N3 Cd1 Cl1 90.42(6) . . ?
Cl1 Cd1 Cl1 82.26(3) 3_565 . ?
N2 Cd1 Cl1 77.10(5) . . ?
Cl2 Cd1 Cl1 92.83(3) . . ?
Cl2 Cd1 Cl1 177.47(2) 3_665 . ?
Cd1 Cl1 Cd1 97.74(3) 3_565 . ?
Cd1 Cl2 Cd1 94.10(3) . 3_665 ?
N3 C19 C18 122.8(3) . . ?
N3 C19 H19 118.6 . . ?
C18 C19 H19 118.6 . . ?
C12 C11 C10 119.4(3) . . ?
C12 C11 N2 123.2(3) . . ?
C10 C11 N2 117.4(2) . . ?
C2 C1 C6 122.2(3) . . ?
C2 C1 O1 129.7(3) . . ?
C6 C1 O1 108.1(2) . . ?
C9 C10 C11 120.4(3) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C19 C18 C17 118.3(3) . . ?
C19 C18 H18 120.8 . . ?
C17 C18 H18 120.8 . . ?
C11 C12 C13 120.3(3) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C8 C13 C12 120.7(3) . . ?
C8 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
N3 C15 C16 120.8(3) . . ?
N3 C15 C14 117.5(2) . . ?
C16 C15 C14 121.6(3) . . ?
C13 C8 C9 118.8(3) . . ?
C13 C8 C7 122.0(3) . . ?
C9 C8 C7 119.2(3) . . ?
N1 C7 O1 115.1(3) . . ?
N1 C7 C8 123.1(3) . . ?
O1 C7 C8 121.7(3) . . ?
C10 C9 C8 120.5(3) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C5 C6 C1 121.9(3) . . ?
C5 C6 N1 130.5(3) . . ?
C1 C6 N1 107.6(2) . . ?
C1 C2 C3 116.7(3) . . ?
C1 C2 H2 121.6 . . ?
C3 C2 H2 121.6 . . ?
N2 C14 C15 113.5(2) . . ?
N2 C14 H14A 108.9 . . ?
C15 C14 H14A 108.9 . . ?
N2 C14 H14B 108.9 . . ?
C15 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C17 C16 C15 119.7(3) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C2 C3 C4 120.8(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 121.9(3) . . ?
C5 C4 H4 119.0 . . ?
C3 C4 H4 119.0 . . ?
C16 C17 C18 119.3(3) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C6 C5 C4 116.5(3) . . ?
C6 C5 H5 121.7 . . ?
C4 C5 H5 121.7 . . ?
C7 O1 C1 104.1(3) . . ?
C7 N1 C6 105.0(2) . . ?
C11 N2 C14 118.3(2) . . ?
C11 N2 Cd1 117.74(16) . . ?
C14 N2 Cd1 103.91(16) . . ?
C11 N2 H2A 105.2 . . ?
C14 N2 H2A 105.2 . . ?
Cd1 N2 H2A 105.2 . . ?
C19 N3 C15 119.1(2) . . ?
C19 N3 Cd1 120.8(2) . . ?
C15 N3 Cd1 119.75(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 Cd1 Cl1 Cd1 -160.68(6) . . . 3_565 ?
Cl1 Cd1 Cl1 Cd1 0.0 3_565 . . 3_565 ?
N2 Cd1 Cl1 Cd1 -90.17(6) . . . 3_565 ?
Cl2 Cd1 Cl1 Cd1 99.82(3) . . . 3_565 ?
Cl2 Cd1 Cl1 Cd1 40.2(5) 3_665 . . 3_565 ?
N3 Cd1 Cl2 Cd1 91.29(6) . . . 3_665 ?
Cl1 Cd1 Cl2 Cd1 -95.18(3) 3_565 . . 3_665 ?
N2 Cd1 Cl2 Cd1 138.3(2) . . . 3_665 ?
Cl2 Cd1 Cl2 Cd1 0.0 3_665 . . 3_665 ?
Cl1 Cd1 Cl2 Cd1 -177.81(2) . . . 3_665 ?
C12 C11 C10 C9 0.0(4) . . . . ?
N2 C11 C10 C9 179.4(2) . . . . ?
N3 C19 C18 C17 0.3(5) . . . . ?
C10 C11 C12 C13 -0.6(4) . . . . ?
N2 C11 C12 C13 179.9(2) . . . . ?
C11 C12 C13 C8 0.9(4) . . . . ?
C12 C13 C8 C9 -0.5(4) . . . . ?
C12 C13 C8 C7 179.1(3) . . . . ?
C13 C8 C7 N1 -173.7(3) . . . . ?
C9 C8 C7 N1 5.9(4) . . . . ?
C13 C8 C7 O1 5.8(4) . . . . ?
C9 C8 C7 O1 -174.6(3) . . . . ?
C11 C10 C9 C8 0.4(4) . . . . ?
C13 C8 C9 C10 -0.2(4) . . . . ?
C7 C8 C9 C10 -179.8(3) . . . . ?
C2 C1 C6 C5 -1.2(4) . . . . ?
O1 C1 C6 C5 178.4(3) . . . . ?
C2 C1 C6 N1 179.2(3) . . . . ?
O1 C1 C6 N1 -1.2(3) . . . . ?
C6 C1 C2 C3 0.9(4) . . . . ?
O1 C1 C2 C3 -178.6(3) . . . . ?
N3 C15 C14 N2 38.2(3) . . . . ?
C16 C15 C14 N2 -145.9(3) . . . . ?
N3 C15 C16 C17 1.7(4) . . . . ?
C14 C15 C16 C17 -174.1(3) . . . . ?
C1 C2 C3 C4 -0.2(4) . . . . ?
C2 C3 C4 C5 -0.3(5) . . . . ?
C15 C16 C17 C18 -0.7(5) . . . . ?
C19 C18 C17 C16 -0.2(5) . . . . ?
C1 C6 C5 C4 0.7(5) . . . . ?
N1 C6 C5 C4 -179.8(3) . . . . ?
C3 C4 C5 C6 0.0(5) . . . . ?
N1 C7 O1 C1 -0.1(3) . . . . ?
C8 C7 O1 C1 -179.6(3) . . . . ?
C2 C1 O1 C7 -179.6(3) . . . . ?
C6 C1 O1 C7 0.8(3) . . . . ?
O1 C7 N1 C6 -0.6(3) . . . . ?
C8 C7 N1 C6 178.9(3) . . . . ?
C5 C6 N1 C7 -178.5(3) . . . . ?
C1 C6 N1 C7 1.1(3) . . . . ?
C12 C11 N2 C14 -13.8(4) . . . . ?
C10 C11 N2 C14 166.7(2) . . . . ?
C12 C11 N2 Cd1 112.4(2) . . . . ?
C10 C11 N2 Cd1 -67.0(3) . . . . ?
C15 C14 N2 C11 92.6(3) . . . . ?
C15 C14 N2 Cd1 -40.1(3) . . . . ?
N3 Cd1 N2 C11 -107.6(2) . . . . ?
Cl1 Cd1 N2 C11 75.05(18) 3_565 . . . ?
Cl2 Cd1 N2 C11 -157.26(17) . . . . ?
Cl2 Cd1 N2 C11 -20.54(19) 3_665 . . . ?
Cl1 Cd1 N2 C11 157.47(19) . . . . ?
N3 Cd1 N2 C14 25.36(16) . . . . ?
Cl1 Cd1 N2 C14 -152.00(16) 3_565 . . . ?
Cl2 Cd1 N2 C14 -24.3(3) . . . . ?
Cl2 Cd1 N2 C14 112.40(16) 3_665 . . . ?
Cl1 Cd1 N2 C14 -69.59(16) . . . . ?
C18 C19 N3 C15 0.6(4) . . . . ?
C18 C19 N3 Cd1 -173.6(2) . . . . ?
C16 C15 N3 C19 -1.6(4) . . . . ?
C14 C15 N3 C19 174.3(3) . . . . ?
C16 C15 N3 Cd1 172.7(2) . . . . ?
C14 C15 N3 Cd1 -11.5(3) . . . . ?
Cl1 Cd1 N3 C19 173.27(15) 3_565 . . . ?
N2 Cd1 N3 C19 165.8(2) . . . . ?
Cl2 Cd1 N3 C19 -25.1(2) . . . . ?
Cl2 Cd1 N3 C19 61.1(2) 3_665 . . . ?
Cl1 Cd1 N3 C19 -118.0(2) . . . . ?
Cl1 Cd1 N3 C15 -0.8(3) 3_565 . . . ?
N2 Cd1 N3 C15 -8.36(19) . . . . ?
Cl2 Cd1 N3 C15 160.77(19) . . . . ?
Cl2 Cd1 N3 C15 -113.1(2) 3_665 . . . ?
Cl1 Cd1 N3 C15 67.8(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.061
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1435493'
_audit_update_record             
;
2015-11-06 deposited with the CCDC.
2016-08-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H38 Cd2 I4 N6 O4'
_chemical_formula_sum            'C40 H38 Cd2 I4 N6 O4'
_chemical_formula_weight         1399.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.051(5)
_cell_length_b                   9.426(5)
_cell_length_c                   15.226(5)
_cell_angle_alpha                85.016(5)
_cell_angle_beta                 77.951(5)
_cell_angle_gamma                62.098(5)
_cell_volume                     1122.6(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6668
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.11

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            YELLOW
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.070
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             660
_exptl_absorpt_coefficient_mu    3.742
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.4798
_exptl_absorpt_correction_T_max  0.5071
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7858
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_sigmaI/netI    0.0317
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.37
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3888
_reflns_number_gt                3658
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3888
_refine_ls_number_parameters     255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.1069
_refine_ls_wR_factor_gt          0.1034
_refine_ls_goodness_of_fit_ref   0.932
_refine_ls_restrained_S_all      0.932
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.64945(4) 1.09099(3) 0.420032(17) 0.04717(13) Uani 1 1 d . . .
Cd1 Cd 0.56272(3) 0.85488(3) 0.388016(18) 0.03671(13) Uani 1 1 d . . .
I2 I 0.31715(4) 0.90274(4) 0.295876(19) 0.05428(14) Uani 1 1 d . . .
O1 O 0.6907(3) 1.2689(3) -0.04702(17) 0.0392(6) Uani 1 1 d . . .
N3 N 0.7574(4) 0.6028(3) 0.4263(2) 0.0356(6) Uani 1 1 d . . .
C12 C 0.9274(5) 0.9198(4) 0.1925(2) 0.0369(8) Uani 1 1 d . . .
H12 H 1.0025 0.8863 0.2322 0.044 Uiso 1 1 calc R . .
N2 N 0.8133(4) 0.7348(3) 0.25886(19) 0.0339(6) Uani 1 1 d . . .
H2 H 0.8013 0.6599 0.2314 0.041 Uiso 1 1 calc R . .
O2 O 0.7899(6) 0.4688(4) 0.1991(2) 0.0715(11) Uani 1 1 d . . .
H2A H 0.8615 0.4100 0.1580 0.107 Uiso 1 1 calc R . .
C14 C 0.9541(5) 0.6495(4) 0.3068(3) 0.0400(8) Uani 1 1 d . . .
H14A H 0.9725 0.7262 0.3356 0.048 Uiso 1 1 calc R . .
H14B H 1.0575 0.5853 0.2646 0.048 Uiso 1 1 calc R . .
C11 C 0.8237(4) 0.8471(4) 0.1932(2) 0.0330(7) Uani 1 1 d . . .
C20 C 0.7421(7) 0.3770(6) 0.2644(3) 0.0610(12) Uani 1 1 d . . .
H20A H 0.8412 0.2957 0.2849 0.091 Uiso 1 1 calc R . .
H20B H 0.6890 0.3270 0.2391 0.091 Uiso 1 1 calc R . .
H20C H 0.6633 0.4449 0.3140 0.091 Uiso 1 1 calc R . .
C15 C 0.9141(5) 0.5421(4) 0.3768(2) 0.0385(8) Uani 1 1 d . . .
N1 N 0.8436(4) 1.3350(4) 0.0263(2) 0.0411(7) Uani 1 1 d . . .
C10 C 0.7197(5) 0.8923(4) 0.1290(3) 0.0385(8) Uani 1 1 d . . .
H10 H 0.6561 0.8395 0.1259 0.046 Uiso 1 1 calc R . .
C7 C 0.7870(5) 1.2335(4) 0.0188(2) 0.0365(7) Uani 1 1 d . . .
C13 C 0.9190(5) 1.0415(4) 0.1330(2) 0.0363(7) Uani 1 1 d . . .
H13 H 0.9887 1.0891 0.1329 0.044 Uiso 1 1 calc R . .
C9 C 0.7111(5) 1.0141(4) 0.0704(2) 0.0387(8) Uani 1 1 d . . .
H9 H 0.6405 1.0440 0.0285 0.046 Uiso 1 1 calc R . .
C8 C 0.8072(5) 1.0935(4) 0.0732(2) 0.0349(7) Uani 1 1 d . . .
C3 C 0.7157(6) 1.6809(5) -0.1310(3) 0.0569(12) Uani 1 1 d . . .
H3 H 0.7257 1.7733 -0.1491 0.068 Uiso 1 1 calc R . .
C6 C 0.6882(5) 1.4086(4) -0.0839(3) 0.0378(8) Uani 1 1 d . . .
C5 C 0.6057(5) 1.4977(5) -0.1511(3) 0.0493(10) Uani 1 1 d . . .
H5 H 0.5440 1.4669 -0.1800 0.059 Uiso 1 1 calc R . .
C4 C 0.6214(5) 1.6366(5) -0.1727(3) 0.0537(11) Uani 1 1 d . . .
H4 H 0.5664 1.7025 -0.2170 0.064 Uiso 1 1 calc R . .
C1 C 0.7797(5) 1.4503(4) -0.0404(3) 0.0395(8) Uani 1 1 d . . .
C19 C 0.7181(6) 0.5120(5) 0.4896(3) 0.0455(9) Uani 1 1 d . . .
H19 H 0.6089 0.5553 0.5243 0.055 Uiso 1 1 calc R . .
C17 C 0.9938(7) 0.2938(5) 0.4550(3) 0.0566(11) Uani 1 1 d . . .
H17 H 1.0737 0.1892 0.4640 0.068 Uiso 1 1 calc R . .
C2 C 0.7953(6) 1.5900(5) -0.0627(3) 0.0490(10) Uani 1 1 d . . .
H2B H 0.8562 1.6205 -0.0331 0.059 Uiso 1 1 calc R . .
C16 C 1.0364(6) 0.3878(5) 0.3904(3) 0.0478(9) Uani 1 1 d . . .
H16 H 1.1460 0.3478 0.3564 0.057 Uiso 1 1 calc R . .
C18 C 0.8333(6) 0.3562(5) 0.5055(3) 0.0534(11) Uani 1 1 d . . .
H18 H 0.8020 0.2954 0.5496 0.064 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
I1 Cd1 2.7911(12) . ?
I1 Cd1 3.0804(10) 2_676 ?
Cd1 N3 2.316(3) . ?
Cd1 N2 2.532(3) . ?
Cd1 I2 2.7139(12) . ?
Cd1 I1 3.0804(10) 2_676 ?
O1 C6 1.378(4) . ?
O1 C7 1.382(5) . ?
N3 C15 1.333(5) . ?
N3 C19 1.336(5) . ?
C12 C13 1.381(5) . ?
C12 C11 1.396(5) . ?
C12 H12 0.9300 . ?
N2 C11 1.414(4) . ?
N2 C14 1.460(5) . ?
N2 H2 0.9100 . ?
O2 C20 1.395(6) . ?
O2 H2A 0.8200 . ?
C14 C15 1.512(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C11 C10 1.400(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C15 C16 1.386(5) . ?
N1 C7 1.301(5) . ?
N1 C1 1.420(5) . ?
C10 C9 1.374(5) . ?
C10 H10 0.9300 . ?
C7 C8 1.452(5) . ?
C13 C8 1.391(5) . ?
C13 H13 0.9300 . ?
C9 C8 1.395(5) . ?
C9 H9 0.9300 . ?
C3 C4 1.383(7) . ?
C3 C2 1.384(7) . ?
C3 H3 0.9300 . ?
C6 C1 1.362(6) . ?
C6 C5 1.377(6) . ?
C5 C4 1.386(6) . ?
C5 H5 0.9300 . ?
C4 H4 0.9300 . ?
C1 C2 1.394(5) . ?
C19 C18 1.383(6) . ?
C19 H19 0.9300 . ?
C17 C18 1.364(7) . ?
C17 C16 1.382(6) . ?
C17 H17 0.9300 . ?
C2 H2B 0.9300 . ?
C16 H16 0.9300 . ?
C18 H18 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cd1 I1 Cd1 90.73(2) . 2_676 ?
N3 Cd1 N2 70.20(10) . . ?
N3 Cd1 I2 123.15(8) . . ?
N2 Cd1 I2 96.91(8) . . ?
N3 Cd1 I1 111.54(9) . . ?
N2 Cd1 I1 92.20(7) . . ?
I2 Cd1 I1 124.42(2) . . ?
N3 Cd1 I1 90.59(8) . 2_676 ?
N2 Cd1 I1 159.86(7) . 2_676 ?
I2 Cd1 I1 98.80(4) . 2_676 ?
I1 Cd1 I1 89.27(2) . 2_676 ?
C6 O1 C7 103.8(3) . . ?
C15 N3 C19 119.1(3) . . ?
C15 N3 Cd1 116.8(2) . . ?
C19 N3 Cd1 123.9(3) . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C11 N2 C14 118.3(3) . . ?
C11 N2 Cd1 114.1(2) . . ?
C14 N2 Cd1 101.3(2) . . ?
C11 N2 H2 107.5 . . ?
C14 N2 H2 107.5 . . ?
Cd1 N2 H2 107.5 . . ?
C20 O2 H2A 109.5 . . ?
N2 C14 C15 109.9(3) . . ?
N2 C14 H14A 109.7 . . ?
C15 C14 H14A 109.7 . . ?
N2 C14 H14B 109.7 . . ?
C15 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
C12 C11 C10 118.9(3) . . ?
C12 C11 N2 122.6(3) . . ?
C10 C11 N2 118.4(3) . . ?
O2 C20 H20A 109.5 . . ?
O2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N3 C15 C16 121.2(3) . . ?
N3 C15 C14 117.4(3) . . ?
C16 C15 C14 121.5(4) . . ?
C7 N1 C1 103.5(3) . . ?
C9 C10 C11 120.4(3) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
N1 C7 O1 115.1(3) . . ?
N1 C7 C8 127.9(4) . . ?
O1 C7 C8 117.0(3) . . ?
C12 C13 C8 120.7(3) . . ?
C12 C13 H13 119.6 . . ?
C8 C13 H13 119.6 . . ?
C10 C9 C8 120.7(3) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C13 C8 C9 118.9(3) . . ?
C13 C8 C7 119.3(3) . . ?
C9 C8 C7 121.7(3) . . ?
C4 C3 C2 121.1(4) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C1 C6 C5 123.9(4) . . ?
C1 C6 O1 108.3(3) . . ?
C5 C6 O1 127.8(4) . . ?
C6 C5 C4 115.1(4) . . ?
C6 C5 H5 122.5 . . ?
C4 C5 H5 122.5 . . ?
C3 C4 C5 122.5(4) . . ?
C3 C4 H4 118.7 . . ?
C5 C4 H4 118.7 . . ?
C6 C1 C2 120.7(4) . . ?
C6 C1 N1 109.2(3) . . ?
C2 C1 N1 130.0(4) . . ?
N3 C19 C18 122.6(4) . . ?
N3 C19 H19 118.7 . . ?
C18 C19 H19 118.7 . . ?
C18 C17 C16 119.3(4) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C3 C2 C1 116.8(4) . . ?
C3 C2 H2B 121.6 . . ?
C1 C2 H2B 121.6 . . ?
C17 C16 C15 119.4(4) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C17 C18 C19 118.4(4) . . ?
C17 C18 H18 120.8 . . ?
C19 C18 H18 120.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cd1 I1 Cd1 N3 -90.35(8) 2_676 . . . ?
Cd1 I1 Cd1 N2 -159.90(7) 2_676 . . . ?
Cd1 I1 Cd1 I2 100.18(3) 2_676 . . . ?
Cd1 I1 Cd1 I1 0.0 2_676 . . 2_676 ?
N2 Cd1 N3 C15 17.4(3) . . . . ?
I2 Cd1 N3 C15 102.7(3) . . . . ?
I1 Cd1 N3 C15 -67.0(3) . . . . ?
I1 Cd1 N3 C15 -156.4(3) 2_676 . . . ?
N2 Cd1 N3 C19 -157.4(3) . . . . ?
I2 Cd1 N3 C19 -72.1(3) . . . . ?
I1 Cd1 N3 C19 118.3(3) . . . . ?
I1 Cd1 N3 C19 28.8(3) 2_676 . . . ?
N3 Cd1 N2 C11 -164.7(3) . . . . ?
I2 Cd1 N2 C11 72.5(2) . . . . ?
I1 Cd1 N2 C11 -52.6(2) . . . . ?
I1 Cd1 N2 C11 -146.41(19) 2_676 . . . ?
N3 Cd1 N2 C14 -36.4(2) . . . . ?
I2 Cd1 N2 C14 -159.23(19) . . . . ?
I1 Cd1 N2 C14 75.7(2) . . . . ?
I1 Cd1 N2 C14 -18.2(3) 2_676 . . . ?
C11 N2 C14 C15 177.2(3) . . . . ?
Cd1 N2 C14 C15 51.7(3) . . . . ?
C13 C12 C11 C10 4.1(5) . . . . ?
C13 C12 C11 N2 -172.9(3) . . . . ?
C14 N2 C11 C12 -22.2(5) . . . . ?
Cd1 N2 C11 C12 96.8(3) . . . . ?
C14 N2 C11 C10 160.8(3) . . . . ?
Cd1 N2 C11 C10 -80.2(3) . . . . ?
C19 N3 C15 C16 -0.5(6) . . . . ?
Cd1 N3 C15 C16 -175.5(3) . . . . ?
C19 N3 C15 C14 -179.2(4) . . . . ?
Cd1 N3 C15 C14 5.8(4) . . . . ?
N2 C14 C15 N3 -43.4(5) . . . . ?
N2 C14 C15 C16 137.9(4) . . . . ?
C12 C11 C10 C9 -4.5(5) . . . . ?
N2 C11 C10 C9 172.5(3) . . . . ?
C1 N1 C7 O1 0.1(4) . . . . ?
C1 N1 C7 C8 -177.2(3) . . . . ?
C6 O1 C7 N1 -0.1(4) . . . . ?
C6 O1 C7 C8 177.5(3) . . . . ?
C11 C12 C13 C8 0.1(6) . . . . ?
C11 C10 C9 C8 0.8(6) . . . . ?
C12 C13 C8 C9 -3.9(5) . . . . ?
C12 C13 C8 C7 172.9(3) . . . . ?
C10 C9 C8 C13 3.4(5) . . . . ?
C10 C9 C8 C7 -173.3(3) . . . . ?
N1 C7 C8 C13 -10.3(6) . . . . ?
O1 C7 C8 C13 172.4(3) . . . . ?
N1 C7 C8 C9 166.4(4) . . . . ?
O1 C7 C8 C9 -10.9(5) . . . . ?
C7 O1 C6 C1 0.0(4) . . . . ?
C7 O1 C6 C5 -178.3(4) . . . . ?
C1 C6 C5 C4 -0.1(6) . . . . ?
O1 C6 C5 C4 178.0(4) . . . . ?
C2 C3 C4 C5 -2.2(7) . . . . ?
C6 C5 C4 C3 1.2(6) . . . . ?
C5 C6 C1 C2 -0.1(6) . . . . ?
O1 C6 C1 C2 -178.5(3) . . . . ?
C5 C6 C1 N1 178.4(4) . . . . ?
O1 C6 C1 N1 0.1(4) . . . . ?
C7 N1 C1 C6 -0.1(4) . . . . ?
C7 N1 C1 C2 178.3(4) . . . . ?
C15 N3 C19 C18 -0.6(6) . . . . ?
Cd1 N3 C19 C18 174.0(3) . . . . ?
C4 C3 C2 C1 1.9(7) . . . . ?
C6 C1 C2 C3 -0.8(6) . . . . ?
N1 C1 C2 C3 -179.0(4) . . . . ?
C18 C17 C16 C15 -1.5(7) . . . . ?
N3 C15 C16 C17 1.5(6) . . . . ?
C14 C15 C16 C17 -179.8(4) . . . . ?
C16 C17 C18 C19 0.4(7) . . . . ?
N3 C19 C18 C17 0.7(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.632
_refine_diff_density_min         -1.765
_refine_diff_density_rms         0.197
####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1435494'
_audit_update_record             
;
2015-11-06 deposited with the CCDC.
2016-08-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H15 Br2 Cd N3 O'
_chemical_formula_weight         573.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.3599(10)
_cell_length_b                   8.8756(12)
_cell_length_c                   15.374(2)
_cell_angle_alpha                78.3570(10)
_cell_angle_beta                 80.819(2)
_cell_angle_gamma                81.586(2)
_cell_volume                     964.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4265
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      26.90

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.976
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             552
_exptl_absorpt_coefficient_mu    5.289
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.2998
_exptl_absorpt_correction_T_max  0.4177
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6712
_diffrn_reflns_av_R_equivalents  0.0159
_diffrn_reflns_av_sigmaI/netI    0.0229
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.36
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3345
_reflns_number_gt                2912
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0355P)²+0.3587P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3345
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0215
_refine_ls_wR_factor_ref         0.0662
_refine_ls_wR_factor_gt          0.0630
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.46827(4) 0.96681(4) -0.11567(2) 0.04032(10) Uani 1 1 d . . .
C1 C 0.2885(5) 1.2010(4) 0.5711(2) 0.0479(8) Uani 1 1 d . . .
Cd1 Cd 0.24890(3) 0.93300(2) 0.044470(14) 0.03645(9) Uani 1 1 d . . .
N1 N 0.1694(4) 1.3160(4) 0.44324(19) 0.0548(8) Uani 1 1 d . . .
O1 O 0.2580(3) 1.0863(3) 0.52787(15) 0.0507(6) Uani 1 1 d . . .
Br2 Br 0.02868(4) 1.20010(4) 0.02081(2) 0.04152(10) Uani 1 1 d . . .
C2 C 0.3556(5) 1.1850(5) 0.6512(2) 0.0571(10) Uani 1 1 d . . .
H2 H 0.3881 1.0886 0.6855 0.069 Uiso 1 1 calc R . .
N2 N 0.0414(4) 0.8468(3) 0.19181(18) 0.0440(7) Uani 1 1 d . . .
H2A H -0.0777 0.8778 0.1811 0.053 Uiso 1 1 calc R . .
C3 C 0.3715(5) 1.3213(6) 0.6774(3) 0.0627(11) Uani 1 1 d . . .
H3 H 0.4155 1.3169 0.7314 0.075 Uiso 1 1 calc R . .
N3 N 0.3596(3) 0.6860(3) 0.10609(16) 0.0363(6) Uani 1 1 d . . .
C4 C 0.3246(6) 1.4638(6) 0.6266(3) 0.0663(11) Uani 1 1 d . . .
H4 H 0.3410 1.5524 0.6465 0.080 Uiso 1 1 calc R . .
C5 C 0.2535(6) 1.4795(5) 0.5465(3) 0.0683(11) Uani 1 1 d . . .
H5 H 0.2197 1.5762 0.5129 0.082 Uiso 1 1 calc R . .
C6 C 0.2354(5) 1.3425(5) 0.5192(2) 0.0528(9) Uani 1 1 d . . .
C7 C 0.1857(5) 1.1670(5) 0.4522(2) 0.0497(9) Uani 1 1 d . . .
C8 C 0.1400(5) 1.0785(4) 0.3911(2) 0.0455(8) Uani 1 1 d . . .
C9 C 0.0346(5) 1.1529(4) 0.3232(2) 0.0516(9) Uani 1 1 d . . .
H9 H -0.0116 1.2569 0.3201 0.062 Uiso 1 1 calc R . .
C10 C -0.0008(5) 1.0734(4) 0.2612(2) 0.0477(8) Uani 1 1 d . . .
H10 H -0.0733 1.1241 0.2173 0.057 Uiso 1 1 calc R . .
C11 C 0.0687(4) 0.9192(4) 0.2625(2) 0.0423(8) Uani 1 1 d . . .
C12 C 0.1695(5) 0.8429(4) 0.3313(2) 0.0476(8) Uani 1 1 d . . .
H12 H 0.2137 0.7384 0.3350 0.057 Uiso 1 1 calc R . .
C13 C 0.2037(5) 0.9240(4) 0.3946(2) 0.0487(9) Uani 1 1 d . . .
H13 H 0.2712 0.8725 0.4403 0.058 Uiso 1 1 calc R . .
C14 C 0.0661(5) 0.6769(4) 0.2057(2) 0.0506(9) Uani 1 1 d . . .
H14A H -0.0169 0.6437 0.1722 0.061 Uiso 1 1 calc R . .
H14B H 0.0310 0.6364 0.2687 0.061 Uiso 1 1 calc R . .
C15 C 0.2620(4) 0.6083(4) 0.1776(2) 0.0393(7) Uani 1 1 d . . .
C16 C 0.3334(6) 0.4651(4) 0.2219(3) 0.0571(10) Uani 1 1 d . . .
H16 H 0.2655 0.4132 0.2725 0.069 Uiso 1 1 calc R . .
C17 C 0.5071(6) 0.4012(4) 0.1895(3) 0.0650(11) Uani 1 1 d . . .
H17 H 0.5561 0.3042 0.2175 0.078 Uiso 1 1 calc R . .
C18 C 0.6070(6) 0.4802(4) 0.1163(3) 0.0576(10) Uani 1 1 d . . .
H18 H 0.7243 0.4385 0.0938 0.069 Uiso 1 1 calc R . .
C19 C 0.5294(5) 0.6231(4) 0.0769(2) 0.0453(8) Uani 1 1 d . . .
H19 H 0.5978 0.6785 0.0279 0.054 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
Br1 Cd1 2.7080(5) . ?
Br1 Cd1 2.8255(5) 2_675 ?
C1 C2 1.372(5) . ?
C1 C6 1.385(5) . ?
C1 O1 1.385(4) . ?
Cd1 N3 2.292(2) . ?
Cd1 N2 2.567(3) . ?
Cd1 Br2 2.6636(5) . ?
Cd1 Br1 2.8255(5) 2_675 ?
Cd1 Br2 2.9010(5) 2_575 ?
N1 C7 1.291(5) . ?
N1 C6 1.407(5) . ?
O1 C7 1.378(4) . ?
Br2 Cd1 2.9010(5) 2_575 ?
C2 C3 1.375(6) . ?
C2 H2 0.9300 . ?
N2 C11 1.422(4) . ?
N2 C14 1.467(4) . ?
N2 H2A 0.9100 . ?
C3 C4 1.374(6) . ?
C3 H3 0.9300 . ?
N3 C15 1.336(4) . ?
N3 C19 1.339(4) . ?
C4 C5 1.386(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.394(6) . ?
C5 H5 0.9300 . ?
C7 C8 1.446(5) . ?
C8 C13 1.377(5) . ?
C8 C9 1.399(5) . ?
C9 C10 1.371(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.387(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.394(5) . ?
C12 C13 1.394(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.512(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.388(5) . ?
C16 C17 1.379(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.366(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.375(5) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cd1 Br1 Cd1 92.422(14) . 2_675 ?
C2 C1 C6 123.9(4) . . ?
C2 C1 O1 128.5(4) . . ?
C6 C1 O1 107.5(3) . . ?
N3 Cd1 N2 71.22(9) . . ?
N3 Cd1 Br2 160.03(6) . . ?
N2 Cd1 Br2 88.90(6) . . ?
N3 Cd1 Br1 100.08(6) . . ?
N2 Cd1 Br1 168.85(6) . . ?
Br2 Cd1 Br1 99.400(13) . . ?
N3 Cd1 Br1 86.78(6) . 2_675 ?
N2 Cd1 Br1 98.64(6) . 2_675 ?
Br2 Cd1 Br1 98.389(15) . 2_675 ?
Br1 Cd1 Br1 87.578(14) . 2_675 ?
N3 Cd1 Br2 87.68(6) . 2_575 ?
N2 Cd1 Br2 79.44(6) . 2_575 ?
Br2 Cd1 Br2 86.796(15) . 2_575 ?
Br1 Cd1 Br2 93.509(14) . 2_575 ?
Br1 Cd1 Br2 174.464(11) 2_675 2_575 ?
C7 N1 C6 104.5(3) . . ?
C7 O1 C1 103.9(3) . . ?
Cd1 Br2 Cd1 93.203(15) . 2_575 ?
C1 C2 C3 115.4(4) . . ?
C1 C2 H2 122.3 . . ?
C3 C2 H2 122.3 . . ?
C11 N2 C14 118.4(3) . . ?
C11 N2 Cd1 113.07(19) . . ?
C14 N2 Cd1 104.90(18) . . ?
C11 N2 H2A 106.6 . . ?
C14 N2 H2A 106.6 . . ?
Cd1 N2 H2A 106.6 . . ?
C4 C3 C2 122.4(4) . . ?
C4 C3 H3 118.8 . . ?
C2 C3 H3 118.8 . . ?
C15 N3 C19 118.9(3) . . ?
C15 N3 Cd1 120.0(2) . . ?
C19 N3 Cd1 120.8(2) . . ?
C3 C4 C5 122.1(4) . . ?
C3 C4 H4 119.0 . . ?
C5 C4 H4 119.0 . . ?
C4 C5 C6 116.4(4) . . ?
C4 C5 H5 121.8 . . ?
C6 C5 H5 121.8 . . ?
C1 C6 C5 119.9(4) . . ?
C1 C6 N1 108.8(3) . . ?
C5 C6 N1 131.4(4) . . ?
N1 C7 O1 115.3(3) . . ?
N1 C7 C8 127.0(3) . . ?
O1 C7 C8 117.7(3) . . ?
C13 C8 C9 118.4(3) . . ?
C13 C8 C7 122.2(3) . . ?
C9 C8 C7 119.4(3) . . ?
C10 C9 C8 120.3(3) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 121.6(3) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
C10 C11 C12 118.5(3) . . ?
C10 C11 N2 119.0(3) . . ?
C12 C11 N2 122.5(3) . . ?
C13 C12 C11 119.7(3) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C8 C13 C12 121.5(3) . . ?
C8 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
N2 C14 C15 113.8(3) . . ?
N2 C14 H14A 108.8 . . ?
C15 C14 H14A 108.8 . . ?
N2 C14 H14B 108.8 . . ?
C15 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
N3 C15 C16 121.4(3) . . ?
N3 C15 C14 117.9(3) . . ?
C16 C15 C14 120.6(3) . . ?
C17 C16 C15 118.7(4) . . ?
C17 C16 H16 120.7 . . ?
C15 C16 H16 120.7 . . ?
C18 C17 C16 120.0(3) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 118.2(4) . . ?
C17 C18 H18 120.9 . . ?
C19 C18 H18 120.9 . . ?
N3 C19 C18 122.8(3) . . ?
N3 C19 H19 118.6 . . ?
C18 C19 H19 118.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cd1 Br1 Cd1 N3 -86.30(6) 2_675 . . . ?
Cd1 Br1 Cd1 N2 -124.2(3) 2_675 . . . ?
Cd1 Br1 Cd1 Br2 98.107(15) 2_675 . . . ?
Cd1 Br1 Cd1 Br1 0.0 2_675 . . 2_675 ?
Cd1 Br1 Cd1 Br2 -174.564(11) 2_675 . . 2_575 ?
C2 C1 O1 C7 178.4(3) . . . . ?
C6 C1 O1 C7 -0.6(3) . . . . ?
N3 Cd1 Br2 Cd1 -74.19(19) . . . 2_575 ?
N2 Cd1 Br2 Cd1 -79.48(6) . . . 2_575 ?
Br1 Cd1 Br2 Cd1 93.031(15) . . . 2_575 ?
Br1 Cd1 Br2 Cd1 -178.051(11) 2_675 . . 2_575 ?
Br2 Cd1 Br2 Cd1 0.0 2_575 . . 2_575 ?
C6 C1 C2 C3 -1.3(5) . . . . ?
O1 C1 C2 C3 179.9(3) . . . . ?
N3 Cd1 N2 C11 106.4(2) . . . . ?
Br2 Cd1 N2 C11 -75.5(2) . . . . ?
Br1 Cd1 N2 C11 146.1(3) . . . . ?
Br1 Cd1 N2 C11 22.8(2) 2_675 . . . ?
Br2 Cd1 N2 C11 -162.5(2) 2_575 . . . ?
N3 Cd1 N2 C14 -24.0(2) . . . . ?
Br2 Cd1 N2 C14 154.1(2) . . . . ?
Br1 Cd1 N2 C14 15.8(5) . . . . ?
Br1 Cd1 N2 C14 -107.6(2) 2_675 . . . ?
Br2 Cd1 N2 C14 67.2(2) 2_575 . . . ?
C1 C2 C3 C4 -0.4(5) . . . . ?
N2 Cd1 N3 C15 8.1(2) . . . . ?
Br2 Cd1 N3 C15 2.5(4) . . . . ?
Br1 Cd1 N3 C15 -164.6(2) . . . . ?
Br1 Cd1 N3 C15 108.4(2) 2_675 . . . ?
Br2 Cd1 N3 C15 -71.5(2) 2_575 . . . ?
N2 Cd1 N3 C19 -165.4(3) . . . . ?
Br2 Cd1 N3 C19 -170.98(17) . . . . ?
Br1 Cd1 N3 C19 21.8(2) . . . . ?
Br1 Cd1 N3 C19 -65.1(2) 2_675 . . . ?
Br2 Cd1 N3 C19 115.0(2) 2_575 . . . ?
C2 C3 C4 C5 1.7(6) . . . . ?
C3 C4 C5 C6 -1.3(6) . . . . ?
C2 C1 C6 C5 1.7(6) . . . . ?
O1 C1 C6 C5 -179.2(3) . . . . ?
C2 C1 C6 N1 -178.5(3) . . . . ?
O1 C1 C6 N1 0.6(4) . . . . ?
C4 C5 C6 C1 -0.4(6) . . . . ?
C4 C5 C6 N1 179.9(4) . . . . ?
C7 N1 C6 C1 -0.3(4) . . . . ?
C7 N1 C6 C5 179.5(4) . . . . ?
C6 N1 C7 O1 -0.1(4) . . . . ?
C6 N1 C7 C8 -178.9(3) . . . . ?
C1 O1 C7 N1 0.5(4) . . . . ?
C1 O1 C7 C8 179.3(3) . . . . ?
N1 C7 C8 C13 163.5(4) . . . . ?
O1 C7 C8 C13 -15.2(5) . . . . ?
N1 C7 C8 C9 -13.5(5) . . . . ?
O1 C7 C8 C9 167.8(3) . . . . ?
C13 C8 C9 C10 -1.0(5) . . . . ?
C7 C8 C9 C10 176.1(3) . . . . ?
C8 C9 C10 C11 -1.3(5) . . . . ?
C9 C10 C11 C12 3.0(5) . . . . ?
C9 C10 C11 N2 -174.4(3) . . . . ?
C14 N2 C11 C10 -162.7(3) . . . . ?
Cd1 N2 C11 C10 74.1(3) . . . . ?
C14 N2 C11 C12 20.0(4) . . . . ?
Cd1 N2 C11 C12 -103.2(3) . . . . ?
C10 C11 C12 C13 -2.4(5) . . . . ?
N2 C11 C12 C13 174.9(3) . . . . ?
C9 C8 C13 C12 1.6(5) . . . . ?
C7 C8 C13 C12 -175.4(3) . . . . ?
C11 C12 C13 C8 0.1(5) . . . . ?
C11 N2 C14 C15 -89.9(3) . . . . ?
Cd1 N2 C14 C15 37.3(3) . . . . ?
C19 N3 C15 C16 0.3(5) . . . . ?
Cd1 N3 C15 C16 -173.4(2) . . . . ?
C19 N3 C15 C14 -176.2(3) . . . . ?
Cd1 N3 C15 C14 10.1(4) . . . . ?
N2 C14 C15 N3 -35.1(4) . . . . ?
N2 C14 C15 C16 148.3(3) . . . . ?
N3 C15 C16 C17 -1.6(5) . . . . ?
C14 C15 C16 C17 174.8(3) . . . . ?
C15 C16 C17 C18 1.5(6) . . . . ?
C16 C17 C18 C19 0.0(6) . . . . ?
C15 N3 C19 C18 1.3(5) . . . . ?
Cd1 N3 C19 C18 174.9(3) . . . . ?
C17 C18 C19 N3 -1.4(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.099
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1435495'
_audit_update_record             
;
2015-11-06 deposited with the CCDC.
2016-08-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H15 Cd N5 O S2'
_chemical_formula_sum            'C21 H15 Cd N5 O S2'
_chemical_formula_weight         529.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   8.313(5)
_cell_length_b                   27.927(5)
_cell_length_c                   9.630(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 110.883(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     2088.8(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7238
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      27.09

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.685
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1056
_exptl_absorpt_coefficient_mu    1.269
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7590
_exptl_absorpt_correction_T_max  0.7765
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14665
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_sigmaI/netI    0.0233
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.46
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3680
_reflns_number_gt                3233
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0257P)²+0.8192P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3680
_refine_ls_number_parameters     275
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0272
_refine_ls_R_factor_gt           0.0219
_refine_ls_wR_factor_ref         0.0565
_refine_ls_wR_factor_gt          0.0537
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.63828(2) 0.207493(6) 0.838452(18) 0.03342(7) Uani 1 1 d . . .
S2 S 0.33275(9) 0.28421(2) 1.11513(8) 0.04187(16) Uani 1 1 d . . .
S1 S 0.73741(14) 0.20196(3) 0.37266(8) 0.0629(2) Uani 1 1 d . . .
C19 C 1.0120(3) 0.19318(9) 1.0991(3) 0.0424(6) Uani 1 1 d . . .
H19 H 1.0328 0.2226 1.0634 0.051 Uiso 1 1 calc R . .
C3 C 0.7926(4) -0.08504(10) 0.0751(3) 0.0526(7) Uani 1 1 d . . .
H3 H 0.7801 -0.0943 -0.0209 0.063 Uiso 1 1 calc R . .
N1 N 0.6855(3) 0.00957(6) 0.2985(2) 0.0355(4) Uani 1 1 d U . .
C4 C 0.8807(4) -0.11486(11) 0.1926(3) 0.0542(7) Uani 1 1 d . . .
H4 H 0.9242 -0.1437 0.1731 0.065 Uiso 1 1 calc R . .
N2 N 0.5767(3) 0.11909(7) 0.8548(2) 0.0318(4) Uani 1 1 d . . .
O1 O 0.8357(2) -0.03844(6) 0.48764(19) 0.0444(4) Uani 1 1 d . . .
N3 N 0.8575(3) 0.17265(7) 1.0353(2) 0.0341(4) Uani 1 1 d . . .
C21 C 0.4091(3) 0.24179(9) 1.0370(2) 0.0355(5) Uani 1 1 d . . .
C20 C 0.7600(3) 0.19868(8) 0.5493(3) 0.0372(6) Uani 1 1 d . . .
C11 C 0.6234(3) 0.08874(7) 0.7564(2) 0.0304(5) Uani 1 1 d . . .
C10 C 0.7471(3) 0.05303(8) 0.8051(3) 0.0372(5) Uani 1 1 d . . .
H10 H 0.8040 0.0481 0.9063 0.045 Uiso 1 1 calc R . .
C6 C 0.8361(3) -0.05936(9) 0.3576(3) 0.0373(5) Uani 1 1 d . . .
C12 C 0.5436(3) 0.09639(8) 0.6036(3) 0.0380(6) Uani 1 1 d . . .
H12 H 0.4615 0.1205 0.5699 0.046 Uiso 1 1 calc R . .
N5 N 0.4640(3) 0.21153(8) 0.9849(3) 0.0494(6) Uani 1 1 d . . .
C14 C 0.6481(3) 0.10979(8) 1.0150(2) 0.0346(5) Uani 1 1 d . . .
H14A H 0.6521 0.0755 1.0320 0.042 Uiso 1 1 calc R . .
H14B H 0.5730 0.1237 1.0615 0.042 Uiso 1 1 calc R . .
C8 C 0.7052(3) 0.03210(8) 0.5510(3) 0.0353(5) Uani 1 1 d . . .
N4 N 0.7770(3) 0.19624(8) 0.6727(2) 0.0453(5) Uani 1 1 d . . .
C7 C 0.7419(3) 0.00204(8) 0.4417(3) 0.0387(5) Uani 1 1 d U . .
C9 C 0.7858(3) 0.02475(9) 0.7028(3) 0.0393(6) Uani 1 1 d . . .
H9 H 0.8670 0.0005 0.7364 0.047 Uiso 1 1 calc R . .
C1 C 0.7450(3) -0.02971(8) 0.2408(3) 0.0370(6) Uani 1 1 d . . .
C15 C 0.8273(3) 0.13037(8) 1.0864(2) 0.0311(5) Uani 1 1 d . . .
C13 C 0.5844(3) 0.06897(8) 0.5029(3) 0.0387(6) Uani 1 1 d . . .
H13 H 0.5313 0.0750 0.4017 0.046 Uiso 1 1 calc R . .
C2 C 0.7226(4) -0.04189(10) 0.0959(3) 0.0466(6) Uani 1 1 d . . .
H2A H 0.6636 -0.0221 0.0164 0.056 Uiso 1 1 calc R . .
C16 C 0.9510(3) 0.10768(9) 1.2044(3) 0.0400(6) Uani 1 1 d . . .
H16 H 0.9277 0.0784 1.2391 0.048 Uiso 1 1 calc R . .
C5 C 0.9057(4) -0.10282(10) 0.3384(3) 0.0480(7) Uani 1 1 d . . .
H5 H 0.9651 -0.1226 0.4179 0.058 Uiso 1 1 calc R . .
C17 C 1.1095(4) 0.12923(10) 1.2694(3) 0.0487(7) Uani 1 1 d . . .
H17 H 1.1942 0.1147 1.3490 0.058 Uiso 1 1 calc R . .
C18 C 1.1412(4) 0.17230(10) 1.2159(3) 0.0490(7) Uani 1 1 d . . .
H18 H 1.2478 0.1871 1.2576 0.059 Uiso 1 1 calc R . .
H2 H 0.476(3) 0.1217(8) 0.828(3) 0.028(7) Uiso 1 1 d . . .


_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 N4 2.300(2) . ?
Cd1 N3 2.323(2) . ?
Cd1 N5 2.357(3) . ?
Cd1 N2 2.537(2) . ?
Cd1 S1 2.6434(8) 4_566 ?
Cd1 S2 2.6899(13) 4_565 ?
S2 C21 1.647(3) . ?
S2 Cd1 2.6899(13) 4_566 ?
S1 C20 1.646(3) . ?
S1 Cd1 2.6434(8) 4_565 ?
C19 N3 1.339(3) . ?
C19 C18 1.377(4) . ?
C19 H19 0.9300 . ?
C3 C2 1.383(4) . ?
C3 C4 1.386(4) . ?
C3 H3 0.9300 . ?
N1 C7 1.306(3) . ?
N1 C1 1.397(3) . ?
C4 C5 1.385(4) . ?
C4 H4 0.9300 . ?
N2 C11 1.425(3) . ?
N2 C14 1.465(3) . ?
N2 H2 0.79(2) . ?
O1 C7 1.355(3) . ?
O1 C6 1.383(3) . ?
N3 C15 1.337(3) . ?
C21 N5 1.157(3) . ?
C20 N4 1.148(3) . ?
C11 C10 1.388(3) . ?
C11 C12 1.398(3) . ?
C10 C9 1.386(3) . ?
C10 H10 0.9300 . ?
C6 C1 1.384(4) . ?
C6 C5 1.385(3) . ?
C12 C13 1.370(3) . ?
C12 H12 0.9300 . ?
C14 C15 1.514(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C8 C9 1.390(3) . ?
C8 C13 1.397(3) . ?
C8 C7 1.461(3) . ?
C9 H9 0.9300 . ?
C1 C2 1.383(4) . ?
C15 C16 1.385(3) . ?
C13 H13 0.9300 . ?
C2 H2A 0.9300 . ?
C16 C17 1.379(4) . ?
C16 H16 0.9300 . ?
C5 H5 0.9300 . ?
C17 C18 1.371(4) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?

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
N4 Cd1 N3 93.88(9) . . ?
N4 Cd1 N5 171.47(8) . . ?
N3 Cd1 N5 90.14(9) . . ?
N4 Cd1 N2 94.15(7) . . ?
N3 Cd1 N2 70.04(7) . . ?
N5 Cd1 N2 80.14(7) . . ?
N4 Cd1 S1 90.35(6) . 4_566 ?
N3 Cd1 S1 100.37(5) . 4_566 ?
N5 Cd1 S1 96.34(6) . 4_566 ?
N2 Cd1 S1 169.64(5) . 4_566 ?
N4 Cd1 S2 91.20(8) . 4_565 ?
N3 Cd1 S2 158.56(5) . 4_565 ?
N5 Cd1 S2 82.40(8) . 4_565 ?
N2 Cd1 S2 88.83(5) . 4_565 ?
S1 Cd1 S2 100.42(3) 4_566 4_565 ?
C21 S2 Cd1 91.11(9) . 4_566 ?
C20 S1 Cd1 95.61(8) . 4_565 ?
N3 C19 C18 122.3(2) . . ?
N3 C19 H19 118.8 . . ?
C18 C19 H19 118.8 . . ?
C2 C3 C4 122.2(3) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 H3 118.9 . . ?
C7 N1 C1 104.4(2) . . ?
C5 C4 C3 121.8(3) . . ?
C5 C4 H4 119.1 . . ?
C3 C4 H4 119.1 . . ?
C11 N2 C14 119.4(2) . . ?
C11 N2 Cd1 115.38(14) . . ?
C14 N2 Cd1 102.89(13) . . ?
C11 N2 H2 110.2(17) . . ?
C14 N2 H2 110.4(17) . . ?
Cd1 N2 H2 95.9(17) . . ?
C7 O1 C6 104.11(19) . . ?
C15 N3 C19 118.9(2) . . ?
C15 N3 Cd1 118.35(15) . . ?
C19 N3 Cd1 122.71(16) . . ?
N5 C21 S2 178.6(2) . . ?
N4 C20 S1 179.5(3) . . ?
C10 C11 C12 118.8(2) . . ?
C10 C11 N2 123.2(2) . . ?
C12 C11 N2 118.0(2) . . ?
C9 C10 C11 120.0(2) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
O1 C6 C1 107.8(2) . . ?
O1 C6 C5 128.8(2) . . ?
C1 C6 C5 123.3(2) . . ?
C13 C12 C11 121.0(2) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C21 N5 Cd1 135.7(2) . . ?
N2 C14 C15 111.97(19) . . ?
N2 C14 H14A 109.2 . . ?
C15 C14 H14A 109.2 . . ?
N2 C14 H14B 109.2 . . ?
C15 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C9 C8 C13 118.5(2) . . ?
C9 C8 C7 121.8(2) . . ?
C13 C8 C7 119.7(2) . . ?
C20 N4 Cd1 143.5(2) . . ?
N1 C7 O1 115.3(2) . . ?
N1 C7 C8 125.4(2) . . ?
O1 C7 C8 119.2(2) . . ?
C10 C9 C8 121.1(2) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C2 C1 C6 120.7(2) . . ?
C2 C1 N1 130.9(2) . . ?
C6 C1 N1 108.4(2) . . ?
N3 C15 C16 121.6(2) . . ?
N3 C15 C14 116.8(2) . . ?
C16 C15 C14 121.4(2) . . ?
C12 C13 C8 120.5(2) . . ?
C12 C13 H13 119.8 . . ?
C8 C13 H13 119.8 . . ?
C3 C2 C1 116.6(3) . . ?
C3 C2 H2A 121.7 . . ?
C1 C2 H2A 121.7 . . ?
C17 C16 C15 118.9(2) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C6 C5 C4 115.4(3) . . ?
C6 C5 H5 122.3 . . ?
C4 C5 H5 122.3 . . ?
C18 C17 C16 119.5(2) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C17 C18 C19 118.7(2) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C3 C4 C5 -0.8(4) . . . . ?
N4 Cd1 N2 C11 -5.46(17) . . . . ?
N3 Cd1 N2 C11 -98.09(17) . . . . ?
N5 Cd1 N2 C11 168.15(17) . . . . ?
S1 Cd1 N2 C11 -120.9(3) 4_566 . . . ?
S2 Cd1 N2 C11 85.66(16) 4_565 . . . ?
N4 Cd1 N2 C14 126.29(16) . . . . ?
N3 Cd1 N2 C14 33.67(14) . . . . ?
N5 Cd1 N2 C14 -60.10(16) . . . . ?
S1 Cd1 N2 C14 10.8(4) 4_566 . . . ?
S2 Cd1 N2 C14 -142.59(15) 4_565 . . . ?
C18 C19 N3 C15 -0.1(4) . . . . ?
C18 C19 N3 Cd1 179.9(2) . . . . ?
N4 Cd1 N3 C15 -110.60(17) . . . . ?
N5 Cd1 N3 C15 61.86(17) . . . . ?
N2 Cd1 N3 C15 -17.59(15) . . . . ?
S1 Cd1 N3 C15 158.33(15) 4_566 . . . ?
S2 Cd1 N3 C15 -7.3(3) 4_565 . . . ?
N4 Cd1 N3 C19 69.4(2) . . . . ?
N5 Cd1 N3 C19 -118.1(2) . . . . ?
N2 Cd1 N3 C19 162.4(2) . . . . ?
S1 Cd1 N3 C19 -21.7(2) 4_566 . . . ?
S2 Cd1 N3 C19 172.70(14) 4_565 . . . ?
Cd1 S2 C21 N5 49(10) 4_566 . . . ?
Cd1 S1 C20 N4 -130(31) 4_565 . . . ?
C14 N2 C11 C10 -6.4(3) . . . . ?
Cd1 N2 C11 C10 117.0(2) . . . . ?
C14 N2 C11 C12 175.4(2) . . . . ?
Cd1 N2 C11 C12 -61.2(2) . . . . ?
C12 C11 C10 C9 -1.9(4) . . . . ?
N2 C11 C10 C9 179.9(2) . . . . ?
C7 O1 C6 C1 1.1(3) . . . . ?
C7 O1 C6 C5 -176.3(3) . . . . ?
C10 C11 C12 C13 0.7(4) . . . . ?
N2 C11 C12 C13 179.0(2) . . . . ?
S2 C21 N5 Cd1 -129(10) . . . . ?
N4 Cd1 N5 C21 -129.4(5) . . . . ?
N3 Cd1 N5 C21 112.5(3) . . . . ?
N2 Cd1 N5 C21 -177.8(3) . . . . ?
S1 Cd1 N5 C21 12.0(3) 4_566 . . . ?
S2 Cd1 N5 C21 -87.7(3) 4_565 . . . ?
C11 N2 C14 C15 81.9(3) . . . . ?
Cd1 N2 C14 C15 -47.4(2) . . . . ?
S1 C20 N4 Cd1 -175(100) . . . . ?
N3 Cd1 N4 C20 171.0(3) . . . . ?
N5 Cd1 N4 C20 53.1(7) . . . . ?
N2 Cd1 N4 C20 100.8(3) . . . . ?
S1 Cd1 N4 C20 -88.6(3) 4_566 . . . ?
S2 Cd1 N4 C20 11.8(3) 4_565 . . . ?
C1 N1 C7 O1 0.6(3) . . . . ?
C1 N1 C7 C8 -176.5(2) . . . . ?
C6 O1 C7 N1 -1.1(3) . . . . ?
C6 O1 C7 C8 176.2(2) . . . . ?
C9 C8 C7 N1 -172.6(2) . . . . ?
C13 C8 C7 N1 8.2(4) . . . . ?
C9 C8 C7 O1 10.5(4) . . . . ?
C13 C8 C7 O1 -168.7(2) . . . . ?
C11 C10 C9 C8 1.4(4) . . . . ?
C13 C8 C9 C10 0.4(4) . . . . ?
C7 C8 C9 C10 -178.8(2) . . . . ?
O1 C6 C1 C2 -179.4(2) . . . . ?
C5 C6 C1 C2 -1.8(4) . . . . ?
O1 C6 C1 N1 -0.8(3) . . . . ?
C5 C6 C1 N1 176.7(2) . . . . ?
C7 N1 C1 C2 178.5(3) . . . . ?
C7 N1 C1 C6 0.2(3) . . . . ?
C19 N3 C15 C16 0.7(3) . . . . ?
Cd1 N3 C15 C16 -179.29(17) . . . . ?
C19 N3 C15 C14 177.3(2) . . . . ?
Cd1 N3 C15 C14 -2.7(3) . . . . ?
N2 C14 C15 N3 37.7(3) . . . . ?
N2 C14 C15 C16 -145.7(2) . . . . ?
C11 C12 C13 C8 1.1(4) . . . . ?
C9 C8 C13 C12 -1.6(4) . . . . ?
C7 C8 C13 C12 177.6(2) . . . . ?
C4 C3 C2 C1 0.1(4) . . . . ?
C6 C1 C2 C3 1.2(4) . . . . ?
N1 C1 C2 C3 -177.0(2) . . . . ?
N3 C15 C16 C17 -0.6(4) . . . . ?
C14 C15 C16 C17 -177.0(2) . . . . ?
O1 C6 C5 C4 178.0(2) . . . . ?
C1 C6 C5 C4 1.0(4) . . . . ?
C3 C4 C5 C6 0.3(4) . . . . ?
C15 C16 C17 C18 -0.2(4) . . . . ?
C16 C17 C18 C19 0.9(4) . . . . ?
N3 C19 C18 C17 -0.7(4) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.052
