# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_ny135nc2c
_database_code_depnum_ccdc_archive 'CCDC 1410608'
_audit_update_record             
;
2015-09-08 deposited with the CCDC.
2015-09-11 downloaded from the CCDC.
;
_audit_creation_date             2015-09-08
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.08.17 svn.r3210 for OlexSys, GUI svn.r5083)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C32 H24 N20 O8 Zn2'
_chemical_formula_sum            'C32 H24 N20 O8 Zn2'
_chemical_formula_weight         947.45
_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'
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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   19.841(9)
_cell_length_b                   14.971(7)
_cell_length_c                   6.892(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.590(10)
_cell_angle_gamma                90
_cell_volume                     2045.1(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1355
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.99
_cell_measurement_theta_min      2.05
_shelx_estimated_absorpt_T_max   0.855
_shelx_estimated_absorpt_T_min   0.797
_exptl_absorpt_coefficient_mu    1.247
_exptl_absorpt_correction_T_max  0.8546
_exptl_absorpt_correction_T_min  0.7975
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0714
_diffrn_reflns_av_unetI/netI     0.0912
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            5598
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.993
_diffrn_reflns_theta_min         2.055
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1355
_reflns_number_total             2019
_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       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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    'Bruker SHELXTL'
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     142
_refine_ls_number_reflns         2019
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0796
_refine_ls_R_factor_gt           0.0488
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0290P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0846
_refine_ls_wR_factor_ref         0.0935
_refine_special_details          SQUEEZE
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.000 -0.024 183 9 ' '
2 1.000 0.500 -0.092 183 9 ' '
_platon_squeeze_details          
;
;

_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C4(H4), C5(H5)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 1.0000 0.92791(4) 0.2500 0.0270(2) Uani 1 2 d S T P . .
N1 N 0.86312(15) 0.8008(2) 0.3565(5) 0.0441(9) Uani 1 1 d . . . . .
H1 H 0.8313 0.7663 0.3917 0.053 Uiso 1 1 calc R . . . .
N2 N 0.93848(13) 0.91498(19) 0.4829(4) 0.0269(7) Uani 1 1 d . . . . .
N3 N 0.93244(14) 0.97251(18) 0.6305(4) 0.0269(7) Uani 1 1 d . . . . .
N4 N 0.87545(15) 0.9589(2) 0.7133(5) 0.0389(9) Uani 1 1 d . . . . .
N5 N 0.84250(15) 0.8928(2) 0.6220(5) 0.0433(9) Uani 1 1 d . . . . .
O1 O 0.77308(14) 0.6794(2) 0.2894(4) 0.0627(10) Uani 1 1 d . . . . .
H1A H 0.7377 0.6517 0.2967 0.094 Uiso 1 1 calc GR . . . .
O2 O 0.93801(12) 0.82354(17) 0.1280(4) 0.0407(7) Uani 1 1 d . . . . .
C1 C 0.79751(19) 0.6673(3) 0.1140(6) 0.0400(10) Uani 1 1 d . . . . .
C2 C 0.7668(2) 0.6083(3) -0.0170(7) 0.0534(12) Uani 1 1 d . . . . .
H2 H 0.7281 0.5779 0.0161 0.064 Uiso 1 1 calc R . . . .
C3 C 0.7927(3) 0.5945(3) -0.1927(7) 0.0701(15) Uani 1 1 d . . . . .
H3 H 0.7714 0.5548 -0.2793 0.084 Uiso 1 1 calc R . . . .
C4 C 0.8500(3) 0.6385(3) -0.2451(7) 0.0784(17) Uani 1 1 d . . . . .
H4 H 0.8680 0.6278 -0.3651 0.094 Uiso 1 1 calc R . . . .
C5 C 0.8802(2) 0.6988(3) -0.1170(7) 0.0614(14) Uani 1 1 d . . . . .
H5 H 0.9185 0.7294 -0.1526 0.074 Uiso 1 1 calc R . . . .
C6 C 0.85480(18) 0.7143(2) 0.0623(6) 0.0333(9) Uani 1 1 d . . . . .
C7 C 0.88212(18) 0.8685(2) 0.4834(6) 0.0329(9) Uani 1 1 d . . . . .
C8 C 0.88911(18) 0.7831(3) 0.1832(6) 0.0346(9) 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
Zn1 N2 2.069(3) 2_755 ?
Zn1 N2 2.069(3) . ?
Zn1 N3 2.144(3) 6_575 ?
Zn1 N3 2.144(3) 5_776 ?
Zn1 O2 2.137(3) 2_755 ?
Zn1 O2 2.137(3) . ?
N1 H1 0.8600 . ?
N1 C7 1.380(4) . ?
N1 C8 1.349(5) . ?
N2 N3 1.343(4) . ?
N2 C7 1.317(4) . ?
N3 Zn1 2.144(3) 5_776 ?
N3 N4 1.306(4) . ?
N4 N5 1.329(4) . ?
N5 C7 1.315(4) . ?
O1 H1A 0.8200 . ?
O1 C1 1.335(4) . ?
O2 C8 1.219(4) . ?
C1 C2 1.385(5) . ?
C1 C6 1.396(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.352(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.381(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.376(5) . ?
C6 C8 1.473(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
N2 Zn1 N2 169.26(16) 2_755 . ?
N2 Zn1 N3 98.49(10) 2_755 6_575 ?
N2 Zn1 N3 89.00(11) . 6_575 ?
N2 Zn1 N3 89.00(11) 2_755 5_776 ?
N2 Zn1 N3 98.49(10) . 5_776 ?
N2 Zn1 O2 83.54(10) 2_755 2_755 ?
N2 Zn1 O2 88.60(10) 2_755 . ?
N2 Zn1 O2 88.61(10) . 2_755 ?
N2 Zn1 O2 83.54(10) . . ?
N3 Zn1 N3 91.91(15) 5_776 6_575 ?
O2 Zn1 N3 91.06(10) . 6_575 ?
O2 Zn1 N3 91.06(10) 2_755 5_776 ?
O2 Zn1 N3 176.43(11) . 5_776 ?
O2 Zn1 N3 176.43(11) 2_755 6_575 ?
O2 Zn1 O2 86.04(15) 2_755 . ?
C7 N1 H1 116.5 . . ?
C8 N1 H1 116.5 . . ?
C8 N1 C7 127.0(3) . . ?
N3 N2 Zn1 127.1(2) . . ?
C7 N2 Zn1 125.6(2) . . ?
C7 N2 N3 103.4(3) . . ?
N2 N3 Zn1 131.4(2) . 5_776 ?
N4 N3 Zn1 118.6(2) . 5_776 ?
N4 N3 N2 109.9(3) . . ?
N3 N4 N5 109.0(3) . . ?
C7 N5 N4 104.6(3) . . ?
C1 O1 H1A 109.5 . . ?
C8 O2 Zn1 133.8(3) . . ?
O1 C1 C2 120.7(4) . . ?
O1 C1 C6 119.7(4) . . ?
C2 C1 C6 119.6(4) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.5(4) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.9(4) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 119.1(5) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.2(4) . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C8 124.7(4) . . ?
C5 C6 C1 118.7(4) . . ?
C5 C6 C8 116.6(3) . . ?
N2 C7 N1 126.4(3) . . ?
N5 C7 N1 120.5(3) . . ?
N5 C7 N2 113.0(3) . . ?
N1 C8 C6 117.0(3) . . ?
O2 C8 N1 121.3(4) . . ?
O2 C8 C6 121.7(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_13-1-cc2
_database_code_depnum_ccdc_archive 'CCDC 1410609'
_audit_update_record             
;
2015-08-30 deposited with the CCDC.
2015-09-11 downloaded from the CCDC.
;
_audit_creation_date             2015-08-30
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.08.17 svn.r3210 for OlexSys, GUI svn.r5083)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '0.5(C32 H24 Cd2 N20 O8)'
_chemical_formula_sum            'C16 H12 Cd N10 O4'
_chemical_formula_weight         520.76
_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'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   21.091(9)
_cell_length_b                   14.402(7)
_cell_length_c                   7.062(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.230(10)
_cell_angle_gamma                90
_cell_volume                     2141.7(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2376
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.60
_cell_measurement_theta_min      1.93
_shelx_estimated_absorpt_T_max   0.883
_shelx_estimated_absorpt_T_min   0.848
_exptl_absorpt_coefficient_mu    1.064
_exptl_absorpt_correction_T_max  0.8829
_exptl_absorpt_correction_T_min  0.8482
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_unetI/netI     0.0382
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6837
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.598
_diffrn_reflns_theta_min         1.934
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2376
_reflns_number_total             2667
_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       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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    'Bruker SHELXTL'
_refine_diff_density_max         0.488
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     142
_refine_ls_number_reflns         2667
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0284
_refine_ls_restrained_S_all      1.113
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0255P)²+2.9712P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0727
_refine_ls_wR_factor_ref         0.0750
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All N(H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C4(H4), C5(H5), C6(H6)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 1.0000 0.42047(2) 0.7500 0.02690(9) Uani 1 2 d S T P . .
N1 N 0.86001(12) 0.29141(18) 0.8625(3) 0.0436(6) Uani 1 1 d . . . . .
H1 H 0.8284 0.2586 0.8957 0.065 Uiso 1 1 calc R . . . .
N2 N 0.93535(10) 0.40466(15) 0.9914(3) 0.0299(5) Uani 1 1 d . . . . .
N3 N 0.93085(10) 0.46536(16) 1.1336(3) 0.0326(5) Uani 1 1 d . . . . .
N4 N 0.87664(12) 0.45566(19) 1.2110(4) 0.0426(6) Uani 1 1 d . . . . .
N5 N 0.84384(12) 0.3891(2) 1.1198(4) 0.0450(7) Uani 1 1 d . . . . .
O1 O 0.76877(11) 0.17484(19) 0.7975(3) 0.0579(7) Uani 1 1 d . . . . .
H1A H 0.7347 0.1483 0.8062 0.087 Uiso 1 1 calc GR . . . .
O2 O 0.93172(10) 0.30501(15) 0.6404(3) 0.0474(6) Uani 1 1 d . . . . .
C1 C 0.84613(15) 0.2025(2) 0.5750(4) 0.0394(7) Uani 1 1 d . . . . .
C2 C 0.78964(15) 0.1609(2) 0.6247(4) 0.0408(7) Uani 1 1 d . . . . .
C3 C 0.75604(18) 0.1052(2) 0.4947(5) 0.0507(8) Uani 1 1 d . . . . .
H3 H 0.7179 0.0784 0.5263 0.061 Uiso 1 1 calc R . . . .
C4 C 0.7785(2) 0.0896(3) 0.3211(5) 0.0658(11) Uani 1 1 d . . . . .
H4 H 0.7553 0.0526 0.2344 0.079 Uiso 1 1 calc R . . . .
C5 C 0.8354(2) 0.1279(3) 0.2711(5) 0.0735(13) Uani 1 1 d . . . . .
H5 H 0.8512 0.1152 0.1536 0.088 Uiso 1 1 calc R . . . .
C6 C 0.86804(18) 0.1847(3) 0.3981(5) 0.0567(9) Uani 1 1 d . . . . .
H6 H 0.9058 0.2119 0.3642 0.068 Uiso 1 1 calc R . . . .
C7 C 0.88337(14) 0.2699(2) 0.6948(4) 0.0374(6) Uani 1 1 d . . . . .
C8 C 0.88079(13) 0.3598(2) 0.9870(4) 0.0338(6) 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 N2 2.253(2) 2_756 ?
Cd1 N2 2.253(2) . ?
Cd1 N3 2.318(2) 6_565 ?
Cd1 N3 2.318(2) 5_767 ?
Cd1 O2 2.305(2) 2_756 ?
Cd1 O2 2.305(2) . ?
N1 H1 0.8600 . ?
N1 C7 1.344(4) . ?
N1 C8 1.375(3) . ?
N2 N3 1.339(3) . ?
N2 C8 1.319(3) . ?
N3 Cd1 2.317(2) 5_767 ?
N3 N4 1.302(3) . ?
N4 N5 1.327(3) . ?
N5 C8 1.322(4) . ?
O1 H1A 0.8200 . ?
O1 C2 1.336(3) . ?
O2 C7 1.219(3) . ?
C1 C2 1.396(4) . ?
C1 C6 1.381(4) . ?
C1 C7 1.483(4) . ?
C2 C3 1.384(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.357(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.371(5) . ?
C6 H6 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
N2 Cd1 N2 168.40(11) 2_756 . ?
N2 Cd1 N3 101.47(8) 2_756 6_565 ?
N2 Cd1 N3 86.82(8) . 6_565 ?
N2 Cd1 N3 86.82(8) 2_756 5_767 ?
N2 Cd1 N3 101.48(8) . 5_767 ?
N2 Cd1 O2 77.76(8) 2_756 2_756 ?
N2 Cd1 O2 93.80(8) 2_756 . ?
N2 Cd1 O2 93.80(8) . 2_756 ?
N2 Cd1 O2 77.76(8) . . ?
N3 Cd1 N3 89.62(12) 5_767 6_565 ?
O2 Cd1 N3 91.37(9) . 6_565 ?
O2 Cd1 N3 91.37(9) 2_756 5_767 ?
O2 Cd1 N3 178.71(8) . 5_767 ?
O2 Cd1 N3 178.71(8) 2_756 6_565 ?
O2 Cd1 O2 87.65(13) 2_756 . ?
C7 N1 H1 116.3 . . ?
C7 N1 C8 127.5(2) . . ?
C8 N1 H1 116.3 . . ?
N3 N2 Cd1 124.95(16) . . ?
C8 N2 Cd1 126.61(18) . . ?
C8 N2 N3 103.8(2) . . ?
N2 N3 Cd1 131.26(16) . 5_767 ?
N4 N3 Cd1 118.50(18) . 5_767 ?
N4 N3 N2 110.2(2) . . ?
N3 N4 N5 108.7(2) . . ?
C8 N5 N4 105.2(2) . . ?
C2 O1 H1A 109.5 . . ?
C7 O2 Cd1 135.29(19) . . ?
C2 C1 C7 124.7(3) . . ?
C6 C1 C2 118.8(3) . . ?
C6 C1 C7 116.4(3) . . ?
O1 C2 C1 119.6(3) . . ?
O1 C2 C3 120.7(3) . . ?
C3 C2 C1 119.6(3) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(3) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.1(3) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 120.6 . . ?
C6 C5 C4 118.8(3) . . ?
C6 C5 H5 120.6 . . ?
C1 C6 H6 119.3 . . ?
C5 C6 C1 121.4(3) . . ?
C5 C6 H6 119.3 . . ?
N1 C7 C1 116.4(2) . . ?
O2 C7 N1 122.5(3) . . ?
O2 C7 C1 121.1(3) . . ?
N2 C8 N1 127.7(3) . . ?
N2 C8 N5 112.1(2) . . ?
N5 C8 N1 120.2(2) . . ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.032 218 24 ' '
2 0.500 0.500 -0.043 218 24 ' '
3 0.000 0.308 0.250 6 0 ' '
4 0.500 0.808 0.250 6 0 ' '
5 0.500 0.192 0.750 5 0 ' '
6 0.000 0.692 0.750 5 0 ' '
_platon_squeeze_details          
;
;

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_ny13-5kmono
_database_code_depnum_ccdc_archive 'CCDC 1410610'
_audit_update_record             
;
2015-08-30 deposited with the CCDC.
2015-09-11 downloaded from the CCDC.
;
_audit_creation_date             2015-08-30
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.08.17 svn.r3210 for OlexSys, GUI svn.r5083)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C32 H24 Mn2 N20 O8)'
_chemical_formula_sum            'C64 H48 Mn4 N40 O16'
_chemical_formula_weight         1853.18
_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'
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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   20.377(5)
_cell_length_b                   14.889(4)
_cell_length_c                   7.071(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.480(10)
_cell_angle_gamma                90
_cell_volume                     2141.3(10)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.27
_cell_measurement_theta_min      2.00
_shelx_estimated_absorpt_T_max   0.907
_shelx_estimated_absorpt_T_min   0.868
_exptl_absorpt_coefficient_mu    0.661
_exptl_absorpt_correction_T_max  0.9074
_exptl_absorpt_correction_T_min  0.8683
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             940
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0492
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6551
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.273
_diffrn_reflns_theta_min         2.003
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1860
_reflns_number_total             2605
_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       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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    'Bruker SHELXTL'
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2605
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0389
_refine_ls_restrained_S_all      1.027
_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)+(0.0573P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0981
_refine_ls_wR_factor_ref         0.1067
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6)
2.b Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.5000 0.42257(3) 0.2500 0.02692(15) Uani 1 2 d S T P . .
N1 N 0.36054(10) 0.29760(13) 0.3640(2) 0.0423(5) Uani 1 1 d . . . . .
N2 N 0.43673(7) 0.41111(10) 0.4913(2) 0.0279(4) Uani 1 1 d . . . . .
N3 N 0.43122(7) 0.47049(11) 0.6333(2) 0.0295(4) Uani 1 1 d . . . . .
N4 N 0.37501(8) 0.45933(13) 0.7101(2) 0.0405(4) Uani 1 1 d . . . . .
N5 N 0.34183(9) 0.39334(13) 0.6191(2) 0.0433(5) Uani 1 1 d . . . . .
O1 O 0.43357(7) 0.31815(10) 0.14109(19) 0.0423(4) Uani 1 1 d . . . . .
O2 O 0.27248(8) 0.17479(13) 0.2995(2) 0.0579(5) Uani 1 1 d . . . . .
H2 H 0.2347 0.1560 0.3015 0.087 Uiso 1 1 calc GR . . . .
C1 C 0.34971(10) 0.21173(14) 0.0745(3) 0.0352(5) Uani 1 1 d . . . . .
C2 C 0.29406(10) 0.16382(15) 0.1245(3) 0.0374(5) Uani 1 1 d . . . . .
C3 C 0.26183(12) 0.10691(15) -0.0052(3) 0.0458(6) Uani 1 1 d . . . . .
H3 H 0.2243 0.0765 0.0276 0.055 Uiso 1 1 calc R . . . .
C4 C 0.28473(15) 0.09521(18) -0.1804(4) 0.0620(8) Uani 1 1 d . . . . .
H4 H 0.2628 0.0567 -0.2664 0.074 Uiso 1 1 calc R . . . .
C5 C 0.34045(16) 0.1402(2) -0.2316(3) 0.0722(9) Uani 1 1 d . . . . .
H5 H 0.3563 0.1314 -0.3509 0.087 Uiso 1 1 calc R . . . .
C6 C 0.37212(13) 0.19770(17) -0.1053(3) 0.0522(6) Uani 1 1 d . . . . .
H6 H 0.4094 0.2280 -0.1404 0.063 Uiso 1 1 calc R . . . .
C7 C 0.38488(9) 0.27940(14) 0.1947(3) 0.0330(5) Uani 1 1 d . . . . .
C8 C 0.38060(9) 0.36599(14) 0.4865(3) 0.0330(5) Uani 1 1 d . . . . .
H1 H 0.3228(14) 0.2754(19) 0.382(4) 0.073(9) 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
Mn1 N2 2.2065(16) 2_655 ?
Mn1 N2 2.2065(16) . ?
Mn1 N3 2.2449(15) 6_565 ?
Mn1 N3 2.2449(15) 5_666 ?
Mn1 O1 2.1716(14) 2_655 ?
Mn1 O1 2.1716(14) . ?
N1 C7 1.350(3) . ?
N1 C8 1.383(2) . ?
N1 H1 0.85(3) . ?
N2 N3 1.348(2) . ?
N2 C8 1.325(2) . ?
N3 Mn1 2.2450(15) 5_666 ?
N3 N4 1.307(2) . ?
N4 N5 1.335(2) . ?
N5 C8 1.326(3) . ?
O1 C7 1.228(2) . ?
O2 H2 0.8200 . ?
O2 C2 1.348(2) . ?
C1 C2 1.403(3) . ?
C1 C6 1.392(3) . ?
C1 C7 1.475(3) . ?
C2 C3 1.385(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.362(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.385(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.370(3) . ?
C6 H6 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
N2 Mn1 N2 171.13(8) . 2_655 ?
N2 Mn1 N3 87.59(6) 2_655 5_666 ?
N2 Mn1 N3 98.73(6) 2_655 6_565 ?
N2 Mn1 N3 98.73(6) . 5_666 ?
N2 Mn1 N3 87.58(6) . 6_565 ?
N3 Mn1 N3 89.65(8) 5_666 6_565 ?
O1 Mn1 N2 80.67(5) . . ?
O1 Mn1 N2 92.94(6) . 2_655 ?
O1 Mn1 N2 80.67(5) 2_655 2_655 ?
O1 Mn1 N2 92.94(6) 2_655 . ?
O1 Mn1 N3 179.17(5) 2_655 6_565 ?
O1 Mn1 N3 90.90(6) 2_655 5_666 ?
O1 Mn1 N3 179.17(5) . 5_666 ?
O1 Mn1 N3 90.90(6) . 6_565 ?
O1 Mn1 O1 88.56(9) . 2_655 ?
C7 N1 C8 126.35(18) . . ?
C7 N1 H1 115.9(18) . . ?
C8 N1 H1 115.2(18) . . ?
N3 N2 Mn1 127.20(12) . . ?
C8 N2 Mn1 124.30(12) . . ?
C8 N2 N3 103.92(15) . . ?
N2 N3 Mn1 131.34(12) . 5_666 ?
N4 N3 Mn1 118.73(12) . 5_666 ?
N4 N3 N2 109.92(14) . . ?
N3 N4 N5 108.92(15) . . ?
C8 N5 N4 105.10(16) . . ?
C7 O1 Mn1 136.48(13) . . ?
C2 O2 H2 109.5 . . ?
C2 C1 C7 125.01(18) . . ?
C6 C1 C2 117.94(18) . . ?
C6 C1 C7 116.99(19) . . ?
O2 C2 C1 118.90(17) . . ?
O2 C2 C3 120.9(2) . . ?
C3 C2 C1 120.17(19) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(2) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.5(2) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.5(2) . . ?
C6 C5 H5 120.2 . . ?
C1 C6 H6 119.3 . . ?
C5 C6 C1 121.4(2) . . ?
C5 C6 H6 119.3 . . ?
N1 C7 C1 117.13(18) . . ?
O1 C7 N1 121.77(18) . . ?
O1 C7 C1 121.09(18) . . ?
N2 C8 N1 127.67(18) . . ?
N2 C8 N5 112.13(17) . . ?
N5 C8 N1 120.20(18) . . ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.000 -0.010 221 24 ' '
2 1.000 0.500 -0.049 221 24 ' '
_platon_squeeze_details          
;
;

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       'Magnetic properties'
