# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460808'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
bis(quinolinium) tetrabromocadmate(II) monohydrate
;
_chemical_name_common            
;
bis(quinolinium) tetrabromocadmate(II) monohydrate
;
_chemical_melting_point          ?
_chemical_formula_moiety         
;
2(C9 H8 N), Br4 Cd, 2(H2 O)
;
_chemical_formula_sum            'C18 H20 Br4 Cd N2 O2'
_chemical_formula_weight         728.40

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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.5712(12)
_cell_length_b                   10.2622(9)
_cell_length_c                   18.6905(18)
_cell_angle_alpha                90
_cell_angle_beta                 101.379(3)
_cell_angle_gamma                90
_cell_volume                     2363.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.047
_exptl_crystal_F_000             1384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.133
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.048
_exptl_absorpt_coefficient_mu    7.700
_shelx_estimated_absorpt_T_min   0.427
_shelx_estimated_absorpt_T_max   0.709
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4828
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            10002
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.223
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2411
_reflns_number_gt                1669
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
Water hydrogens were placed with 'CALC-OH' (Nardelli, 1999),
and refined freely.X-H hydrogen atom semi-freely refined usine
DFIX. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0369P)²+2.0971P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2411
_refine_ls_number_parameters     135
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_ref         0.0806
_refine_ls_wR_factor_gt          0.0720
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.001
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.5000 0.33853(4) 0.2500 0.04372(16) Uani 1 2 d S T P . .
Br1 Br 0.33934(4) 0.19538(5) 0.18677(3) 0.06492(19) Uani 1 1 d . . . . .
Br2 Br 0.42639(4) 0.47644(6) 0.34285(3) 0.0733(2) Uani 1 1 d . . . . .
O1 O 0.1547(4) 0.3734(6) 0.2768(2) 0.0789(11) Uani 1 1 d D . . . .
N1 N 0.4294(4) 0.1529(4) 0.5975(2) 0.0534(10) Uani 1 1 d D . . . .
C1 C 0.3679(4) 0.1217(4) 0.5302(2) 0.0440(11) Uani 1 1 d . . . . .
C6 C 0.4136(4) 0.1440(4) 0.4688(2) 0.0446(11) Uani 1 1 d . . . . .
C2 C 0.2644(4) 0.0716(5) 0.5239(3) 0.0592(14) Uani 1 1 d . . . . .
H2 H 0.2346 0.0580 0.5650 0.071 Uiso 1 1 calc R U . . .
C7 C 0.5196(4) 0.1962(5) 0.4796(3) 0.0586(13) Uani 1 1 d . . . . .
H7 H 0.5512 0.2121 0.4395 0.070 Uiso 1 1 calc R U . . .
C9 C 0.5281(5) 0.2007(5) 0.6064(3) 0.0634(14) Uani 1 1 d . . . . .
H9 H 0.5663 0.2195 0.6531 0.076 Uiso 1 1 calc R U . . .
C5 C 0.3510(5) 0.1137(5) 0.4001(3) 0.0631(14) Uani 1 1 d . . . . .
H5 H 0.3791 0.1275 0.3582 0.076 Uiso 1 1 calc R U . . .
C8 C 0.5755(5) 0.2233(5) 0.5470(3) 0.0664(14) Uani 1 1 d . . . . .
H8 H 0.6455 0.2569 0.5534 0.080 Uiso 1 1 calc R U . . .
C3 C 0.2073(5) 0.0428(5) 0.4565(3) 0.0713(16) Uani 1 1 d . . . . .
H3 H 0.1380 0.0077 0.4516 0.086 Uiso 1 1 calc R U . . .
C4 C 0.2502(5) 0.0645(5) 0.3945(3) 0.0722(16) Uani 1 1 d . . . . .
H4 H 0.2090 0.0450 0.3487 0.087 Uiso 1 1 calc R U . . .
H1N1 H 0.394(4) 0.136(5) 0.631(2) 0.09(2) Uiso 1 1 d D . . . .
H1O1 H 0.210(4) 0.329(7) 0.271(5) 0.16(4) Uiso 1 1 d D . . . .
H2O1 H 0.165(8) 0.453(4) 0.292(5) 0.19(5) Uiso 1 1 d 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 Br2 2.5504(6) 2_655 ?
Cd1 Br2 2.5504(6) . ?
Cd1 Br1 2.5869(6) 2_655 ?
Cd1 Br1 2.5870(6) . ?
O1 H1O1 0.86(2) . ?
O1 H2O1 0.86(2) . ?
N1 C9 1.314(7) . ?
N1 C1 1.377(6) . ?
N1 H1N1 0.85(2) . ?
C1 C2 1.383(7) . ?
C1 C6 1.401(6) . ?
C6 C5 1.402(6) . ?
C6 C7 1.413(7) . ?
C2 C3 1.354(7) . ?
C2 H2 0.9300 . ?
C7 C8 1.344(7) . ?
C7 H7 0.9300 . ?
C9 C8 1.379(7) . ?
C9 H9 0.9300 . ?
C5 C4 1.349(8) . ?
C5 H5 0.9300 . ?
C8 H8 0.9300 . ?
C3 C4 1.389(8) . ?
C3 H3 0.9300 . ?
C4 H4 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
Br2 Cd1 Br2 112.60(3) 2_655 . ?
Br2 Cd1 Br1 105.701(18) 2_655 2_655 ?
Br2 Cd1 Br1 111.076(19) . 2_655 ?
Br2 Cd1 Br1 111.074(19) 2_655 . ?
Br2 Cd1 Br1 105.701(18) . . ?
Br1 Cd1 Br1 110.79(3) 2_655 . ?
H1O1 O1 H2O1 118(8) . . ?
C9 N1 C1 123.3(4) . . ?
C9 N1 H1N1 127(4) . . ?
C1 N1 H1N1 110(4) . . ?
N1 C1 C2 120.9(4) . . ?
N1 C1 C6 117.6(4) . . ?
C2 C1 C6 121.5(4) . . ?
C5 C6 C1 117.9(5) . . ?
C5 C6 C7 124.0(5) . . ?
C1 C6 C7 118.2(4) . . ?
C3 C2 C1 118.5(5) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C8 C7 C6 121.1(5) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
N1 C9 C8 120.5(5) . . ?
N1 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C4 C5 C6 120.2(5) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C7 C8 C9 119.3(5) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C2 C3 C4 121.3(5) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 120.6(5) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?

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
C9 N1 C1 C2 180.0(5) . . . . ?
C9 N1 C1 C6 -0.7(6) . . . . ?
N1 C1 C6 C5 -179.3(4) . . . . ?
C2 C1 C6 C5 0.0(7) . . . . ?
N1 C1 C6 C7 0.3(6) . . . . ?
C2 C1 C6 C7 179.6(4) . . . . ?
N1 C1 C2 C3 179.9(4) . . . . ?
C6 C1 C2 C3 0.6(7) . . . . ?
C5 C6 C7 C8 180.0(5) . . . . ?
C1 C6 C7 C8 0.3(7) . . . . ?
C1 N1 C9 C8 0.5(7) . . . . ?
C1 C6 C5 C4 -0.1(7) . . . . ?
C7 C6 C5 C4 -179.7(5) . . . . ?
C6 C7 C8 C9 -0.6(8) . . . . ?
N1 C9 C8 C7 0.2(8) . . . . ?
C1 C2 C3 C4 -1.0(8) . . . . ?
C6 C5 C4 C3 -0.3(8) . . . . ?
C2 C3 C4 C5 0.9(9) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 Br2 0.93 2.93 3.815(5) 160.5 7_556
C9 H9 O1 0.93 2.55 3.356(7) 145.8 8_556
N1 H1N1 O1 0.85(2) 1.95(3) 2.773(6) 164(6) 7_556
O1 H1O1 Br1 0.86(2) 2.83(4) 3.620(5) 154(8) .
O1 H1O1 Br2 0.86(2) 3.17(8) 3.556(5) 110(6) .
O1 H2O1 Br1 0.86(2) 2.52(3) 3.371(6) 167(9) 4

_refine_diff_density_max         1.049
_refine_diff_density_min         -0.592
_refine_diff_density_rms         0.100

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460809'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
bis(phenazinium) tetrachloromercury(ii) dihydrate
;
_chemical_name_common            
'bis(phenazinium) tetrachloromercurate(ii) dihydrate'
_chemical_melting_point          .
_chemical_formula_moiety         
;
2(C12 H9 N2), Cl4 Hg, 2(H2 O)
;
_chemical_formula_sum            'C24 H22 Cl4 Hg N4 O2'
_chemical_formula_weight         740.84

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   16.448(2)
_cell_length_b                   13.1972(14)
_cell_length_c                   12.5022(14)
_cell_angle_alpha                90
_cell_angle_beta                 106.338(4)
_cell_angle_gamma                90
_cell_volume                     2604.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.890
_exptl_crystal_F_000             1432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    6.351
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5166
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            14134
_diffrn_reflns_av_unetI/netI     0.0839
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.294
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5317
_reflns_number_gt                3388
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), 
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
N-H hydrogen atom was found from the difference Fourier map, and semi-
freely refined using the DFIX command with X-H target distance obtained
from the .lst file. Water hydrogen atoms was from the difference Fourier
map, and semi-freely refined using the DFIX command as above.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0179P)²+1.2802P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5317
_refine_ls_number_parameters     334
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0990
_refine_ls_R_factor_gt           0.0447
_refine_ls_wR_factor_ref         0.0685
_refine_ls_wR_factor_gt          0.0586
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.001
_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_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
C1 C 0.2513(4) 0.6431(4) 0.6196(5) 0.0361(15) Uani 1 1 d . . . . .
C2 C 0.2720(4) 0.6558(4) 0.7353(5) 0.0434(16) Uani 1 1 d . . . . .
H2 H 0.2297 0.6592 0.7714 0.052 Uiso 1 1 calc R U . . .
C3 C 0.3545(5) 0.6629(4) 0.7937(5) 0.0527(18) Uani 1 1 d . . . . .
H3 H 0.3689 0.6723 0.8705 0.063 Uiso 1 1 calc R U . . .
C4 C 0.4193(4) 0.6562(4) 0.7400(6) 0.0508(18) Uani 1 1 d . . . . .
H4 H 0.4757 0.6600 0.7822 0.061 Uiso 1 1 calc R U . . .
C5 C 0.4009(4) 0.6446(4) 0.6286(5) 0.0460(17) Uani 1 1 d . . . . .
H5 H 0.4443 0.6414 0.5945 0.055 Uiso 1 1 calc R U . . .
C6 C 0.3160(4) 0.6375(4) 0.5641(5) 0.0337(14) Uani 1 1 d . . . . .
C7 C 0.2170(4) 0.6166(4) 0.3943(5) 0.0323(14) Uani 1 1 d . . . . .
C8 C 0.1961(4) 0.6023(4) 0.2779(5) 0.0436(16) Uani 1 1 d . . . . .
H8 H 0.2385 0.6015 0.2419 0.052 Uiso 1 1 calc R U . . .
C9 C 0.1140(5) 0.5898(4) 0.2186(5) 0.0525(18) Uani 1 1 d . . . . .
H9 H 0.1001 0.5806 0.1419 0.063 Uiso 1 1 calc R U . . .
C10 C 0.0494(4) 0.5909(4) 0.2729(6) 0.0553(19) Uani 1 1 d . . . . .
H10 H -0.0063 0.5806 0.2308 0.066 Uiso 1 1 calc R U . . .
C11 C 0.0655(4) 0.6060(4) 0.3828(5) 0.0479(17) Uani 1 1 d . . . . .
H11 H 0.0217 0.6078 0.4163 0.057 Uiso 1 1 calc R U . . .
C12 C 0.1502(4) 0.6192(4) 0.4463(5) 0.0357(15) Uani 1 1 d . . . . .
C13 C 0.3966(4) 0.3892(4) 0.6845(5) 0.0325(14) Uani 1 1 d . . . . .
C14 C 0.4198(5) 0.3953(4) 0.7998(5) 0.0466(17) Uani 1 1 d . . . . .
H14 H 0.3795 0.3900 0.8389 0.056 Uiso 1 1 calc R U . . .
C15 C 0.5023(5) 0.4089(4) 0.8538(5) 0.0510(18) Uani 1 1 d . . . . .
H15 H 0.5186 0.4143 0.9311 0.061 Uiso 1 1 calc R U . . .
C16 C 0.5644(4) 0.4152(4) 0.7970(5) 0.0482(17) Uani 1 1 d . . . . .
H16 H 0.6208 0.4247 0.8370 0.058 Uiso 1 1 calc R U . . .
C17 C 0.5434(4) 0.4078(4) 0.6850(5) 0.0455(16) Uani 1 1 d . . . . .
H17 H 0.5851 0.4117 0.6481 0.055 Uiso 1 1 calc R U . . .
C18 C 0.4576(4) 0.3939(4) 0.6239(5) 0.0345(15) Uani 1 1 d . . . . .
C19 C 0.3557(4) 0.3741(4) 0.4574(5) 0.0322(14) Uani 1 1 d . . . . .
C20 C 0.3310(4) 0.3621(4) 0.3398(5) 0.0432(16) Uani 1 1 d . . . . .
H20 H 0.3717 0.3640 0.3010 0.052 Uiso 1 1 calc R U . . .
C21 C 0.2486(5) 0.3481(4) 0.2842(5) 0.0501(17) Uani 1 1 d . . . . .
H21 H 0.2333 0.3394 0.2072 0.060 Uiso 1 1 calc R U . . .
C22 C 0.1858(4) 0.3462(4) 0.3400(6) 0.0483(17) Uani 1 1 d . . . . .
H22 H 0.1296 0.3364 0.2993 0.058 Uiso 1 1 calc R U . . .
C23 C 0.2049(4) 0.3584(4) 0.4520(5) 0.0392(15) Uani 1 1 d . . . . .
H23 H 0.1624 0.3582 0.4878 0.047 Uiso 1 1 calc R U . . .
C24 C 0.2900(4) 0.3711(4) 0.5129(5) 0.0317(14) Uani 1 1 d . . . . .
N1 N 0.1702(3) 0.6338(3) 0.5565(4) 0.0370(12) Uani 1 1 d D . . . .
N2 N 0.2981(3) 0.6248(3) 0.4540(4) 0.0348(12) Uani 1 1 d . . . . .
N3 N 0.3147(3) 0.3798(3) 0.6239(4) 0.0338(12) Uani 1 1 d D . . . .
N4 N 0.4363(3) 0.3863(3) 0.5122(4) 0.0349(12) Uani 1 1 d . . . . .
Cl1 Cl 0.35277(10) 0.13419(10) 0.54827(12) 0.0441(4) Uani 1 1 d . . . . .
Cl2 Cl 0.17427(10) 0.08368(11) 0.24134(12) 0.0477(4) Uani 1 1 d . . . . .
Cl3 Cl 0.09226(10) 0.14203(12) 0.50283(13) 0.0532(4) Uani 1 1 d . . . . .
Cl4 Cl 0.22097(11) -0.11974(11) 0.49382(13) 0.0507(4) Uani 1 1 d . . . . .
Hg1 Hg 0.21367(2) 0.06553(2) 0.45009(2) 0.04307(9) Uani 1 1 d . . . . .
O1 O -0.0312(3) 0.3352(4) 0.3733(4) 0.0661(14) Uani 1 1 d D . . . .
O2 O -0.0319(3) 0.3667(5) 0.1602(4) 0.0841(16) Uani 1 1 d D . . . .
H1O2 H -0.082(2) 0.363(6) 0.120(6) 0.101 Uiso 1 1 d D U . . .
H2O2 H 0.001(4) 0.366(6) 0.121(6) 0.101 Uiso 1 1 d D U . . .
H1O1 H -0.006(4) 0.282(3) 0.395(6) 0.101 Uiso 1 1 d D U . . .
H2O1 H -0.030(5) 0.348(5) 0.310(3) 0.101 Uiso 1 1 d D U . . .
H1N3 H 0.277(4) 0.386(5) 0.659(6) 0.101 Uiso 1 1 d D U . . .
H1N1 H 0.128(3) 0.639(5) 0.583(6) 0.101 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.351(7) . ?
C1 C2 1.400(7) . ?
C1 C6 1.425(8) . ?
C2 C3 1.351(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.413(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.348(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.406(8) . ?
C5 H5 0.9300 . ?
C6 N2 1.335(7) . ?
C7 N2 1.337(7) . ?
C7 C8 1.411(8) . ?
C7 C12 1.425(8) . ?
C8 C9 1.355(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.412(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.338(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.407(8) . ?
C11 H11 0.9300 . ?
C12 N1 1.337(7) . ?
C13 N3 1.353(7) . ?
C13 C14 1.387(7) . ?
C13 C18 1.417(7) . ?
C14 C15 1.347(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.401(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.347(8) . ?
C16 H16 0.9300 . ?
C17 C18 1.416(8) . ?
C17 H17 0.9300 . ?
C18 N4 1.345(7) . ?
C19 N4 1.321(7) . ?
C19 C20 1.419(7) . ?
C19 C24 1.440(7) . ?
C20 C21 1.351(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.401(8) . ?
C21 H21 0.9300 . ?
C22 C23 1.355(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.403(7) . ?
C23 H23 0.9300 . ?
C24 N3 1.337(7) . ?
N1 H1N1 0.86(2) . ?
N3 H1N3 0.86(2) . ?
Cl1 Hg1 2.4459(15) . ?
Cl2 Hg1 2.5173(14) . ?
Cl3 Hg1 2.4864(16) . ?
Cl4 Hg1 2.5009(14) . ?
O1 H1O1 0.82(2) . ?
O1 H2O1 0.82(2) . ?
O2 H1O2 0.83(2) . ?
O2 H2O2 0.82(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 121.8(6) . . ?
N1 C1 C6 117.4(5) . . ?
C2 C1 C6 120.8(6) . . ?
C3 C2 C1 118.8(6) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 121.1(6) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 121.1(6) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 C6 119.9(6) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
N2 C6 C5 119.7(6) . . ?
N2 C6 C1 122.0(6) . . ?
C5 C6 C1 118.3(6) . . ?
N2 C7 C8 120.1(6) . . ?
N2 C7 C12 121.3(5) . . ?
C8 C7 C12 118.6(6) . . ?
C9 C8 C7 119.7(6) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 120.3(6) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 122.4(6) . . ?
C11 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
C10 C11 C12 118.5(6) . . ?
C10 C11 H11 120.8 . . ?
C12 C11 H11 120.8 . . ?
N1 C12 C11 121.2(6) . . ?
N1 C12 C7 118.4(6) . . ?
C11 C12 C7 120.5(6) . . ?
N3 C13 C14 121.7(6) . . ?
N3 C13 C18 116.6(5) . . ?
C14 C13 C18 121.7(6) . . ?
C15 C14 C13 118.1(6) . . ?
C15 C14 H14 120.9 . . ?
C13 C14 H14 120.9 . . ?
C14 C15 C16 122.0(6) . . ?
C14 C15 H15 119.0 . . ?
C16 C15 H15 119.0 . . ?
C17 C16 C15 120.8(6) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 119.7(6) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
N4 C18 C17 119.9(6) . . ?
N4 C18 C13 122.4(6) . . ?
C17 C18 C13 117.7(6) . . ?
N4 C19 C20 120.2(5) . . ?
N4 C19 C24 122.3(5) . . ?
C20 C19 C24 117.5(6) . . ?
C21 C20 C19 120.1(6) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 C22 121.3(6) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 H21 119.3 . . ?
C23 C22 C21 121.6(6) . . ?
C23 C22 H22 119.2 . . ?
C21 C22 H22 119.2 . . ?
C22 C23 C24 118.8(6) . . ?
C22 C23 H23 120.6 . . ?
C24 C23 H23 120.6 . . ?
N3 C24 C23 122.6(6) . . ?
N3 C24 C19 116.6(6) . . ?
C23 C24 C19 120.7(5) . . ?
C12 N1 C1 122.1(5) . . ?
C12 N1 H1N1 115(5) . . ?
C1 N1 H1N1 123(5) . . ?
C6 N2 C7 118.8(5) . . ?
C24 N3 C13 123.6(5) . . ?
C24 N3 H1N3 119(5) . . ?
C13 N3 H1N3 117(5) . . ?
C19 N4 C18 118.5(5) . . ?
Cl1 Hg1 Cl3 115.10(5) . . ?
Cl1 Hg1 Cl4 105.78(5) . . ?
Cl3 Hg1 Cl4 109.37(5) . . ?
Cl1 Hg1 Cl2 114.63(5) . . ?
Cl3 Hg1 Cl2 104.15(5) . . ?
Cl4 Hg1 Cl2 107.59(5) . . ?
H1O1 O1 H2O1 111(7) . . ?
H1O2 O2 H2O2 110(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
N1 C1 C2 C3 178.9(5) . . . . ?
C6 C1 C2 C3 0.2(8) . . . . ?
C1 C2 C3 C4 -0.9(9) . . . . ?
C2 C3 C4 C5 1.3(9) . . . . ?
C3 C4 C5 C6 -0.9(9) . . . . ?
C4 C5 C6 N2 -179.2(5) . . . . ?
C4 C5 C6 C1 0.2(8) . . . . ?
N1 C1 C6 N2 0.8(7) . . . . ?
C2 C1 C6 N2 179.6(5) . . . . ?
N1 C1 C6 C5 -178.6(5) . . . . ?
C2 C1 C6 C5 0.2(7) . . . . ?
N2 C7 C8 C9 177.3(5) . . . . ?
C12 C7 C8 C9 -1.1(8) . . . . ?
C7 C8 C9 C10 -0.1(9) . . . . ?
C8 C9 C10 C11 1.4(9) . . . . ?
C9 C10 C11 C12 -1.4(9) . . . . ?
C10 C11 C12 N1 -179.5(5) . . . . ?
C10 C11 C12 C7 0.1(8) . . . . ?
N2 C7 C12 N1 2.4(8) . . . . ?
C8 C7 C12 N1 -179.3(5) . . . . ?
N2 C7 C12 C11 -177.3(5) . . . . ?
C8 C7 C12 C11 1.1(8) . . . . ?
N3 C13 C14 C15 -177.2(5) . . . . ?
C18 C13 C14 C15 1.9(8) . . . . ?
C13 C14 C15 C16 -1.1(9) . . . . ?
C14 C15 C16 C17 0.0(9) . . . . ?
C15 C16 C17 C18 0.3(8) . . . . ?
C16 C17 C18 N4 -179.9(5) . . . . ?
C16 C17 C18 C13 0.4(8) . . . . ?
N3 C13 C18 N4 -2.1(7) . . . . ?
C14 C13 C18 N4 178.8(5) . . . . ?
N3 C13 C18 C17 177.6(5) . . . . ?
C14 C13 C18 C17 -1.6(7) . . . . ?
N4 C19 C20 C21 179.0(5) . . . . ?
C24 C19 C20 C21 -0.3(8) . . . . ?
C19 C20 C21 C22 0.8(9) . . . . ?
C20 C21 C22 C23 -0.1(9) . . . . ?
C21 C22 C23 C24 -1.2(8) . . . . ?
C22 C23 C24 N3 -177.5(5) . . . . ?
C22 C23 C24 C19 1.7(8) . . . . ?
N4 C19 C24 N3 -1.0(7) . . . . ?
C20 C19 C24 N3 178.3(5) . . . . ?
N4 C19 C24 C23 179.8(5) . . . . ?
C20 C19 C24 C23 -0.9(7) . . . . ?
C11 C12 N1 C1 177.7(5) . . . . ?
C7 C12 N1 C1 -2.0(8) . . . . ?
C2 C1 N1 C12 -178.3(5) . . . . ?
C6 C1 N1 C12 0.5(7) . . . . ?
C5 C6 N2 C7 178.9(5) . . . . ?
C1 C6 N2 C7 -0.4(7) . . . . ?
C8 C7 N2 C6 -179.5(5) . . . . ?
C12 C7 N2 C6 -1.2(7) . . . . ?
C23 C24 N3 C13 178.0(5) . . . . ?
C19 C24 N3 C13 -1.2(7) . . . . ?
C14 C13 N3 C24 -178.2(5) . . . . ?
C18 C13 N3 C24 2.6(7) . . . . ?
C20 C19 N4 C18 -177.8(5) . . . . ?
C24 C19 N4 C18 1.5(7) . . . . ?
C17 C18 N4 C19 -179.6(5) . . . . ?
C13 C18 N4 C19 0.1(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 Cl4 0.93 2.87 3.592(6) 135.1 4_566
C5 H5 N4 0.93 2.69 3.618(8) 174.3 3_666
C14 H14 Cl1 0.93 2.79 3.597(6) 145.5 4_566
C17 H17 N2 0.93 2.63 3.543(8) 166.2 3_666
O2 H1O2 Cl4 0.83(2) 2.34(2) 3.169(6) 172(7) 2
O2 H2O2 Cl3 0.82(2) 2.39(2) 3.212(5) 177(8) 4_565
O1 H1O1 Cl3 0.82(2) 2.57(3) 3.375(5) 166(7) .
O1 H2O1 O2 0.82(2) 1.88(2) 2.693(7) 175(8) .
N3 H1N3 Cl2 0.86(2) 2.24(2) 3.103(5) 174(7) 4_566
N1 H1N1 O1 0.86(2) 1.85(2) 2.701(7) 172(7) 3_566

_refine_diff_density_max         0.806
_refine_diff_density_min         -0.960
_refine_diff_density_rms         0.128

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460810'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
bis(acridinium) tetrachloro-zinc(II) 
;
_chemical_name_common            
;
bis(acridinium) tetrachloro-zinc(II)
;
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C13 H10 N), Cl4 Zn'
_chemical_formula_sum            'C26 H20 Cl4 N2 Zn'
_chemical_formula_weight         567.61

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'
Cl Cl 0.1484 0.1585 '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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   13.155(13)
_cell_length_b                   10.375(11)
_cell_length_c                   18.777(17)
_cell_angle_alpha                90
_cell_angle_beta                 93.87(3)
_cell_angle_gamma                90
_cell_volume                     2557(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       fragment
_exptl_crystal_colour            yellow-green
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_F_000             1152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    1.396
_shelx_estimated_absorpt_T_min   0.758
_shelx_estimated_absorpt_T_max   0.921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5649
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
Poor crystal
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            19674
_diffrn_reflns_av_unetI/netI     0.0816
_diffrn_reflns_av_R_equivalents  0.1168
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.502
_diffrn_reflns_theta_max         25.680
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             2389
_reflns_number_gt                1466
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), 
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
X-H hydrogen placed using AFIX. Semi-free refinement resulted in
unsensical bond angle.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+82.5884P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'instrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2389
_refine_ls_number_parameters     150
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2053
_refine_ls_R_factor_gt           0.1423
_refine_ls_wR_factor_ref         0.2719
_refine_ls_wR_factor_gt          0.2463
_refine_ls_goodness_of_fit_ref   1.185
_refine_ls_restrained_S_all      1.185
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.0612(9) 0.6547(10) 0.0510(6) 0.061(3) Uani 1 1 d . . . . .
H1N1 H 0.0287 0.6710 0.0882 0.073 Uiso 1 1 calc R U . . .
Zn1 Zn 0.0000 0.8043(2) 0.2500 0.0578(7) Uani 1 2 d S T P . .
Cl1 Cl 0.1042(3) 0.6726(4) 0.32117(17) 0.0735(12) Uani 1 1 d . . . . .
Cl2 Cl 0.1042(3) 0.9222(4) 0.18035(18) 0.0771(12) Uani 1 1 d . . . . .
C7 C 0.1714(13) 0.6019(13) -0.0672(6) 0.067(4) Uani 1 1 d . . . . .
H7 H 0.2076 0.5864 -0.1072 0.081 Uiso 1 1 calc R U . . .
C6 C 0.2180(12) 0.5834(12) 0.0000(7) 0.058(4) Uani 1 1 d . . . . .
C1 C 0.1611(11) 0.6117(13) 0.0607(6) 0.058(4) Uani 1 1 d . . . . .
C8 C 0.0693(13) 0.6443(13) -0.0759(6) 0.063(4) Uani 1 1 d . . . . .
C4 C 0.3692(14) 0.5251(16) 0.0779(8) 0.081(5) Uani 1 1 d . . . . .
H4 H 0.4368 0.4991 0.0849 0.097 Uiso 1 1 calc R U . . .
C9 C 0.0112(13) 0.6729(12) -0.0159(7) 0.065(4) Uani 1 1 d . . . . .
C10 C -0.0917(13) 0.7212(15) -0.0227(8) 0.079(5) Uani 1 1 d . . . . .
H10 H -0.1270 0.7395 0.0173 0.095 Uiso 1 1 calc R U . . .
C12 C -0.0804(17) 0.7078(19) -0.1494(8) 0.109(7) Uani 1 1 d . . . . .
H12 H -0.1132 0.7182 -0.1945 0.131 Uiso 1 1 calc R U . . .
C5 C 0.3212(13) 0.5415(14) 0.0106(8) 0.076(4) Uani 1 1 d . . . . .
H5 H 0.3575 0.5246 -0.0292 0.091 Uiso 1 1 calc R U . . .
C2 C 0.2045(14) 0.5950(14) 0.1313(7) 0.074(5) Uani 1 1 d . . . . .
H2 H 0.1681 0.6120 0.1710 0.088 Uiso 1 1 calc R U . . .
C11 C -0.1347(14) 0.7391(15) -0.0890(9) 0.085(5) Uani 1 1 d . . . . .
H11 H -0.2004 0.7722 -0.0953 0.102 Uiso 1 1 calc R U . . .
C3 C 0.3048(15) 0.5519(16) 0.1376(9) 0.090(5) Uani 1 1 d . . . . .
H3 H 0.3340 0.5387 0.1836 0.108 Uiso 1 1 calc R U . . .
C13 C 0.0184(18) 0.6626(17) -0.1449(8) 0.102(6) Uani 1 1 d . . . . .
H13 H 0.0513 0.6443 -0.1860 0.122 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.388(17) . ?
N1 C9 1.390(17) . ?
N1 H1N1 0.8600 . ?
Zn1 Cl1 2.299(4) 2 ?
Zn1 Cl1 2.299(4) . ?
Zn1 Cl2 2.308(4) . ?
Zn1 Cl2 2.308(4) 2 ?
C7 C6 1.379(18) . ?
C7 C8 1.41(2) . ?
C7 H7 0.9300 . ?
C6 C5 1.43(2) . ?
C6 C1 1.435(17) . ?
C1 C2 1.418(17) . ?
C8 C13 1.43(2) . ?
C8 C9 1.434(18) . ?
C4 C5 1.38(2) . ?
C4 C3 1.48(2) . ?
C4 H4 0.9300 . ?
C9 C10 1.44(2) . ?
C10 C11 1.35(2) . ?
C10 H10 0.9300 . ?
C12 C13 1.38(3) . ?
C12 C11 1.42(2) . ?
C12 H12 0.9300 . ?
C5 H5 0.9300 . ?
C2 C3 1.39(2) . ?
C2 H2 0.9300 . ?
C11 H11 0.9300 . ?
C3 H3 0.9300 . ?
C13 H13 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
C1 N1 C9 123.2(11) . . ?
C1 N1 H1N1 118.4 . . ?
C9 N1 H1N1 118.4 . . ?
Cl1 Zn1 Cl1 107.1(2) 2 . ?
Cl1 Zn1 Cl2 109.83(15) 2 . ?
Cl1 Zn1 Cl2 106.88(16) . . ?
Cl1 Zn1 Cl2 106.88(16) 2 2 ?
Cl1 Zn1 Cl2 109.83(15) . 2 ?
Cl2 Zn1 Cl2 116.0(2) . 2 ?
C6 C7 C8 120.6(12) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C7 C6 C5 122.0(13) . . ?
C7 C6 C1 118.3(13) . . ?
C5 C6 C1 119.6(13) . . ?
N1 C1 C2 118.7(13) . . ?
N1 C1 C6 120.1(11) . . ?
C2 C1 C6 121.2(14) . . ?
C7 C8 C13 122.0(14) . . ?
C7 C8 C9 121.8(12) . . ?
C13 C8 C9 116.3(16) . . ?
C5 C4 C3 114.8(16) . . ?
C5 C4 H4 122.6 . . ?
C3 C4 H4 122.6 . . ?
N1 C9 C8 115.9(14) . . ?
N1 C9 C10 120.8(12) . . ?
C8 C9 C10 123.3(13) . . ?
C11 C10 C9 117.7(15) . . ?
C11 C10 H10 121.1 . . ?
C9 C10 H10 121.1 . . ?
C13 C12 C11 123.6(16) . . ?
C13 C12 H12 118.2 . . ?
C11 C12 H12 118.2 . . ?
C4 C5 C6 122.4(15) . . ?
C4 C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C3 C2 C1 116.1(14) . . ?
C3 C2 H2 122.0 . . ?
C1 C2 H2 122.0 . . ?
C10 C11 C12 120.3(17) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C2 C3 C4 125.8(14) . . ?
C2 C3 H3 117.1 . . ?
C4 C3 H3 117.1 . . ?
C12 C13 C8 118.8(16) . . ?
C12 C13 H13 120.6 . . ?
C8 C13 H13 120.6 . . ?

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
C8 C7 C6 C5 -179.6(13) . . . . ?
C8 C7 C6 C1 -2(2) . . . . ?
C9 N1 C1 C2 -179.3(12) . . . . ?
C9 N1 C1 C6 0(2) . . . . ?
C7 C6 C1 N1 1(2) . . . . ?
C5 C6 C1 N1 178.8(12) . . . . ?
C7 C6 C1 C2 -179.8(13) . . . . ?
C5 C6 C1 C2 -2(2) . . . . ?
C6 C7 C8 C13 -179.0(14) . . . . ?
C6 C7 C8 C9 2(2) . . . . ?
C1 N1 C9 C8 -0.1(19) . . . . ?
C1 N1 C9 C10 -178.3(13) . . . . ?
C7 C8 C9 N1 -1(2) . . . . ?
C13 C8 C9 N1 179.9(13) . . . . ?
C7 C8 C9 C10 177.4(14) . . . . ?
C13 C8 C9 C10 -2(2) . . . . ?
N1 C9 C10 C11 178.6(14) . . . . ?
C8 C9 C10 C11 1(2) . . . . ?
C3 C4 C5 C6 1(2) . . . . ?
C7 C6 C5 C4 178.7(15) . . . . ?
C1 C6 C5 C4 1(2) . . . . ?
N1 C1 C2 C3 -179.9(13) . . . . ?
C6 C1 C2 C3 1(2) . . . . ?
C9 C10 C11 C12 2(3) . . . . ?
C13 C12 C11 C10 -2(3) . . . . ?
C1 C2 C3 C4 1(2) . . . . ?
C5 C4 C3 C2 -2(3) . . . . ?
C11 C12 C13 C8 1(3) . . . . ?
C7 C8 C13 C12 -178.1(17) . . . . ?
C9 C8 C13 C12 1(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N1 Cl1 0.86 2.52 3.353(11) 162.8 2
N1 H1N1 Cl1 0.86 2.52 3.353(11) 162.8 2

_refine_diff_density_max         0.729
_refine_diff_density_min         -0.696
_refine_diff_density_rms         0.124

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460811'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
tris(acridine) diaqua-dibromo-zinc(II)
;
_chemical_name_common            
;
tris(acridine) diaqua-dibromo-zinc(II)
;
_chemical_melting_point          .

_chemical_formula_moiety         
;
 3(C13 H9 N), Br2 H4 O2 Zn
;
_chemical_formula_sum            'C39 H31 Br2 N3 O2 Zn'
_chemical_formula_weight         798.86

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.788(2)
_cell_length_b                   20.604(5)
_cell_length_c                   15.212(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.743(3)
_cell_angle_gamma                90
_cell_volume                     3358.1(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       fragment
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_F_000             1608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.254
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.156
_exptl_absorpt_coefficient_mu    3.151
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4356
_exptl_absorpt_correction_T_max  0.7450
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            18892
_diffrn_reflns_av_unetI/netI     0.0929
_diffrn_reflns_av_R_equivalents  0.0743
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.671
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6812
_reflns_number_gt                4999
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
Water hydrogens were placed from the difference Fourier and refined
semi-freely using DFIX
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w=1/[σ²(Fo²)] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6812
_refine_ls_number_parameters     440
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.0996
_refine_ls_wR_factor_gt          0.0954
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_restrained_S_all      1.128
_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_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
C1 C 0.7474(3) 0.19360(16) 0.6180(2) 0.0164(8) Uani 1 1 d . . . . .
C2 C 0.8643(4) 0.16555(18) 0.6056(3) 0.0237(9) Uani 1 1 d . . . . .
H2 H 0.9013 0.1343 0.6465 0.028 Uiso 1 1 calc R U . . .
C3 C 0.9222(4) 0.18322(19) 0.5363(3) 0.0329(11) Uani 1 1 d . . . . .
H3 H 0.9999 0.1636 0.5285 0.040 Uiso 1 1 calc R U . . .
C4 C 0.8714(4) 0.23024(19) 0.4743(3) 0.0294(10) Uani 1 1 d . . . . .
H4 H 0.9141 0.2410 0.4251 0.035 Uiso 1 1 calc R U . . .
C5 C 0.7620(4) 0.25978(18) 0.4851(3) 0.0230(9) Uani 1 1 d . . . . .
H5 H 0.7290 0.2920 0.4442 0.028 Uiso 1 1 calc R U . . .
C6 C 0.6963(3) 0.24259(16) 0.5578(2) 0.0177(8) Uani 1 1 d . . . . .
C7 C 0.5828(3) 0.26966(17) 0.5724(2) 0.0176(8) Uani 1 1 d . . . . .
H7 H 0.5472 0.3029 0.5342 0.021 Uiso 1 1 calc R U . . .
C8 C 0.5203(3) 0.24870(17) 0.6425(2) 0.0180(8) Uani 1 1 d . . . . .
C13 C 0.5773(3) 0.19788(17) 0.6973(2) 0.0176(8) Uani 1 1 d . . . . .
C12 C 0.5115(4) 0.17162(17) 0.7646(2) 0.0210(8) Uani 1 1 d . . . . .
H12 H 0.5487 0.1385 0.8023 0.025 Uiso 1 1 calc R U . . .
C11 C 0.3957(4) 0.19370(19) 0.7754(3) 0.0262(9) Uani 1 1 d . . . . .
H11 H 0.3505 0.1740 0.8183 0.031 Uiso 1 1 calc R U . . .
C10 C 0.3411(4) 0.2458(2) 0.7233(3) 0.0329(10) Uani 1 1 d . . . . .
H10 H 0.2615 0.2620 0.7333 0.039 Uiso 1 1 calc R U . . .
C9 C 0.4024(4) 0.2725(2) 0.6596(3) 0.0267(9) Uani 1 1 d . . . . .
H9 H 0.3657 0.3078 0.6257 0.032 Uiso 1 1 calc R U . . .
C14 C 0.1510(4) 0.62133(18) 0.3679(3) 0.0216(9) Uani 1 1 d . . . . .
C15 C 0.1640(4) 0.58003(19) 0.4441(3) 0.0325(10) Uani 1 1 d . . . . .
H15 H 0.2356 0.5532 0.4559 0.039 Uiso 1 1 calc R U . . .
C16 C 0.0743(5) 0.5792(2) 0.4991(3) 0.0413(12) Uani 1 1 d . . . . .
H16 H 0.0842 0.5519 0.5498 0.050 Uiso 1 1 calc R U . . .
C17 C -0.0334(5) 0.6180(3) 0.4831(3) 0.0438(13) Uani 1 1 d . . . . .
H17 H -0.0957 0.6163 0.5223 0.053 Uiso 1 1 calc R U . . .
C18 C -0.0481(4) 0.6581(2) 0.4110(3) 0.0399(12) Uani 1 1 d . . . . .
H18 H -0.1210 0.6841 0.4005 0.048 Uiso 1 1 calc R U . . .
C19 C 0.0433(4) 0.6614(2) 0.3516(3) 0.0255(9) Uani 1 1 d . . . . .
C20 C 0.0338(4) 0.70161(19) 0.2786(3) 0.0253(9) Uani 1 1 d . . . . .
H20 H -0.0371 0.7289 0.2665 0.030 Uiso 1 1 calc R U . . .
C21 C 0.1260(3) 0.70273(17) 0.2227(2) 0.0186(8) Uani 1 1 d . . . . .
C26 C 0.2300(3) 0.66041(17) 0.2424(2) 0.0193(8) Uani 1 1 d . . . . .
C25 C 0.3250(4) 0.66068(19) 0.1857(3) 0.0245(9) Uani 1 1 d . . . . .
H25 H 0.3952 0.6329 0.1974 0.029 Uiso 1 1 calc R U . . .
C24 C 0.3152(4) 0.7011(2) 0.1139(3) 0.0307(10) Uani 1 1 d . . . . .
H24 H 0.3790 0.7006 0.0758 0.037 Uiso 1 1 calc R U . . .
C23 C 0.2133(4) 0.74312(19) 0.0951(3) 0.0294(10) Uani 1 1 d . . . . .
H23 H 0.2093 0.7709 0.0450 0.035 Uiso 1 1 calc R U . . .
C22 C 0.1213(4) 0.74442(19) 0.1473(3) 0.0279(10) Uani 1 1 d . . . . .
H22 H 0.0528 0.7732 0.1341 0.034 Uiso 1 1 calc R U . . .
C27 C 0.0067(4) 0.53375(17) 0.1797(3) 0.0233(9) Uani 1 1 d . . . . .
C28 C -0.0378(4) 0.51143(19) 0.2593(3) 0.0287(10) Uani 1 1 d . . . . .
H28 H 0.0138 0.4848 0.2994 0.034 Uiso 1 1 calc R U . . .
C29 C -0.1538(4) 0.5282(2) 0.2779(3) 0.0361(11) Uani 1 1 d . . . . .
H29 H -0.1824 0.5128 0.3307 0.043 Uiso 1 1 calc R U . . .
C30 C -0.2331(4) 0.5684(2) 0.2196(3) 0.0395(12) Uani 1 1 d . . . . .
H30 H -0.3138 0.5796 0.2338 0.047 Uiso 1 1 calc R U . . .
C31 C -0.1934(4) 0.5905(2) 0.1443(3) 0.0367(11) Uani 1 1 d . . . . .
H31 H -0.2467 0.6175 0.1060 0.044 Uiso 1 1 calc R U . . .
C32 C -0.0741(4) 0.57410(18) 0.1215(3) 0.0247(9) Uani 1 1 d . . . . .
C33 C -0.0284(4) 0.59480(18) 0.0438(3) 0.0282(10) Uani 1 1 d . . . . .
H33 H -0.0785 0.6222 0.0039 0.034 Uiso 1 1 calc R U . . .
C34 C 0.0890(4) 0.57613(17) 0.0239(2) 0.0232(9) Uani 1 1 d . . . . .
C39 C 0.1623(4) 0.53612(18) 0.0873(3) 0.0239(9) Uani 1 1 d . . . . .
C38 C 0.2817(4) 0.5170(2) 0.0679(3) 0.0311(10) Uani 1 1 d . . . . .
H38 H 0.3331 0.4910 0.1091 0.037 Uiso 1 1 calc R U . . .
C37 C 0.3243(4) 0.5355(2) -0.0096(3) 0.0397(12) Uani 1 1 d . . . . .
H37 H 0.4041 0.5213 -0.0222 0.048 Uiso 1 1 calc R U . . .
C36 C 0.2514(5) 0.5753(2) -0.0712(3) 0.0371(11) Uani 1 1 d . . . . .
H36 H 0.2823 0.5882 -0.1245 0.045 Uiso 1 1 calc R U . . .
C35 C 0.1378(4) 0.5949(2) -0.0537(3) 0.0321(10) Uani 1 1 d . . . . .
H35 H 0.0894 0.6220 -0.0949 0.039 Uiso 1 1 calc R U . . .
O1 O 0.2634(3) 0.43619(13) 0.27190(19) 0.0240(6) Uani 1 1 d D . . . .
O2 O 0.4374(3) 0.54267(13) 0.33974(19) 0.0275(7) Uani 1 1 d D . . . .
H1O1 H 0.227(4) 0.4650(18) 0.237(3) 0.055(16) Uiso 1 1 d D . . . .
H2O1 H 0.248(4) 0.3992(12) 0.246(2) 0.023(11) Uiso 1 1 d D . . . .
H2O2 H 0.375(4) 0.571(2) 0.339(4) 0.09(2) Uiso 1 1 d D . . . .
H1O2 H 0.488(3) 0.5563(19) 0.3855(19) 0.036(13) Uiso 1 1 d D . . . .
N1 N 0.6887(3) 0.17264(14) 0.68600(19) 0.0163(7) Uani 1 1 d . . . . .
N2 N 0.2408(3) 0.62115(14) 0.3141(2) 0.0230(7) Uani 1 1 d . . . . .
N3 N 0.1213(3) 0.51642(14) 0.1622(2) 0.0225(7) Uani 1 1 d . . . . .
Zn1 Zn 0.41736(4) 0.44721(2) 0.35154(3) 0.02064(12) Uani 1 1 d . . . . .
Br1 Br 0.36149(4) 0.41860(2) 0.49398(3) 0.02705(12) Uani 1 1 d . . . . .
Br2 Br 0.59298(4) 0.39382(2) 0.30834(3) 0.02845(12) 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
C1 N1 1.346(4) . ?
C1 C2 1.420(5) . ?
C1 C6 1.429(5) . ?
C2 C3 1.337(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.417(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.356(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.426(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.386(5) . ?
C7 C8 1.395(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.416(5) . ?
C8 C13 1.432(5) . ?
C13 N1 1.339(5) . ?
C13 C12 1.420(5) . ?
C12 C11 1.358(5) . ?
C12 H12 0.9500 . ?
C11 C10 1.420(6) . ?
C11 H11 0.9500 . ?
C10 C9 1.353(6) . ?
C10 H10 0.9500 . ?
C9 H9 0.9500 . ?
C14 N2 1.339(5) . ?
C14 C19 1.423(5) . ?
C14 C15 1.431(5) . ?
C15 C16 1.353(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.407(7) . ?
C16 H16 0.9500 . ?
C17 C18 1.367(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.415(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.380(5) . ?
C20 C21 1.382(5) . ?
C20 H20 0.9500 . ?
C21 C26 1.425(5) . ?
C21 C22 1.428(5) . ?
C26 N2 1.352(5) . ?
C26 C25 1.415(5) . ?
C25 C24 1.368(6) . ?
C25 H25 0.9500 . ?
C24 C23 1.403(6) . ?
C24 H24 0.9500 . ?
C23 C22 1.343(6) . ?
C23 H23 0.9500 . ?
C22 H22 0.9500 . ?
C27 N3 1.343(5) . ?
C27 C28 1.431(6) . ?
C27 C32 1.433(5) . ?
C28 C29 1.359(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.423(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.348(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.413(6) . ?
C31 H31 0.9500 . ?
C32 C33 1.398(6) . ?
C33 C34 1.390(6) . ?
C33 H33 0.9500 . ?
C34 C35 1.402(6) . ?
C34 C39 1.434(5) . ?
C39 N3 1.334(5) . ?
C39 C38 1.411(6) . ?
C38 C37 1.369(6) . ?
C38 H38 0.9500 . ?
C37 C36 1.413(6) . ?
C37 H37 0.9500 . ?
C36 C35 1.346(6) . ?
C36 H36 0.9500 . ?
C35 H35 0.9500 . ?
O1 Zn1 1.950(3) . ?
O1 H1O1 0.859(19) . ?
O1 H2O1 0.864(18) . ?
O2 Zn1 1.989(3) . ?
O2 H2O2 0.884(12) . ?
O2 H1O2 0.878(14) . ?
Zn1 Br2 2.3505(7) . ?
Zn1 Br1 2.3901(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 118.5(3) . . ?
N1 C1 C6 122.6(3) . . ?
C2 C1 C6 119.0(3) . . ?
C3 C2 C1 119.9(4) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 122.1(4) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 H3 118.9 . . ?
C5 C4 C3 120.0(4) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 120.2(4) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C7 C6 C5 123.6(3) . . ?
C7 C6 C1 117.6(3) . . ?
C5 C6 C1 118.8(3) . . ?
C6 C7 C8 120.9(3) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
C7 C8 C9 124.0(3) . . ?
C7 C8 C13 117.3(3) . . ?
C9 C8 C13 118.7(3) . . ?
N1 C13 C12 118.5(3) . . ?
N1 C13 C8 122.7(3) . . ?
C12 C13 C8 118.8(3) . . ?
C11 C12 C13 120.3(4) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C11 C10 120.9(4) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C9 C10 C11 120.1(4) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C10 C9 C8 121.1(4) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
N2 C14 C19 122.0(3) . . ?
N2 C14 C15 118.9(4) . . ?
C19 C14 C15 119.1(4) . . ?
C16 C15 C14 120.0(4) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 121.5(4) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C18 C17 C16 119.8(4) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C17 C18 C19 121.1(4) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 H18 119.4 . . ?
C20 C19 C18 123.5(4) . . ?
C20 C19 C14 118.0(4) . . ?
C18 C19 C14 118.5(4) . . ?
C19 C20 C21 121.0(4) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 H20 119.5 . . ?
C20 C21 C26 117.7(3) . . ?
C20 C21 C22 122.9(4) . . ?
C26 C21 C22 119.3(3) . . ?
N2 C26 C25 119.6(4) . . ?
N2 C26 C21 121.8(3) . . ?
C25 C26 C21 118.6(4) . . ?
C24 C25 C26 119.8(4) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C25 C24 C23 121.6(4) . . ?
C25 C24 H24 119.2 . . ?
C23 C24 H24 119.2 . . ?
C22 C23 C24 120.6(4) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C23 C22 C21 120.2(4) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
N3 C27 C28 119.4(3) . . ?
N3 C27 C32 122.6(4) . . ?
C28 C27 C32 118.0(4) . . ?
C29 C28 C27 120.2(4) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C28 C29 C30 121.3(4) . . ?
C28 C29 H29 119.3 . . ?
C30 C29 H29 119.3 . . ?
C31 C30 C29 119.8(4) . . ?
C31 C30 H30 120.1 . . ?
C29 C30 H30 120.1 . . ?
C30 C31 C32 121.2(4) . . ?
C30 C31 H31 119.4 . . ?
C32 C31 H31 119.4 . . ?
C33 C32 C31 123.9(4) . . ?
C33 C32 C27 116.7(4) . . ?
C31 C32 C27 119.4(4) . . ?
C34 C33 C32 121.4(4) . . ?
C34 C33 H33 119.3 . . ?
C32 C33 H33 119.3 . . ?
C33 C34 C35 123.3(4) . . ?
C33 C34 C39 117.2(4) . . ?
C35 C34 C39 119.5(4) . . ?
N3 C39 C38 119.7(4) . . ?
N3 C39 C34 122.5(4) . . ?
C38 C39 C34 117.8(4) . . ?
C37 C38 C39 120.6(4) . . ?
C37 C38 H38 119.7 . . ?
C39 C38 H38 119.7 . . ?
C38 C37 C36 121.1(4) . . ?
C38 C37 H37 119.5 . . ?
C36 C37 H37 119.5 . . ?
C35 C36 C37 119.4(4) . . ?
C35 C36 H36 120.3 . . ?
C37 C36 H36 120.3 . . ?
C36 C35 C34 121.7(4) . . ?
C36 C35 H35 119.2 . . ?
C34 C35 H35 119.2 . . ?
Zn1 O1 H1O1 127(3) . . ?
Zn1 O1 H2O1 119(3) . . ?
H1O1 O1 H2O1 106(4) . . ?
Zn1 O2 H2O2 124(4) . . ?
Zn1 O2 H1O2 108(3) . . ?
H2O2 O2 H1O2 101(5) . . ?
C13 N1 C1 119.0(3) . . ?
C14 N2 C26 119.4(3) . . ?
C39 N3 C27 119.6(3) . . ?
O1 Zn1 O2 98.78(11) . . ?
O1 Zn1 Br2 115.29(9) . . ?
O2 Zn1 Br2 109.75(9) . . ?
O1 Zn1 Br1 104.33(9) . . ?
O2 Zn1 Br1 111.55(9) . . ?
Br2 Zn1 Br1 115.81(2) . . ?

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
N1 C1 C2 C3 177.0(4) . . . . ?
C6 C1 C2 C3 -2.7(6) . . . . ?
C1 C2 C3 C4 0.8(7) . . . . ?
C2 C3 C4 C5 1.3(7) . . . . ?
C3 C4 C5 C6 -1.4(6) . . . . ?
C4 C5 C6 C7 -178.7(4) . . . . ?
C4 C5 C6 C1 -0.5(6) . . . . ?
N1 C1 C6 C7 1.2(5) . . . . ?
C2 C1 C6 C7 -179.1(3) . . . . ?
N1 C1 C6 C5 -177.1(3) . . . . ?
C2 C1 C6 C5 2.6(5) . . . . ?
C5 C6 C7 C8 177.1(3) . . . . ?
C1 C6 C7 C8 -1.2(5) . . . . ?
C6 C7 C8 C9 -177.8(4) . . . . ?
C6 C7 C8 C13 -0.8(5) . . . . ?
C7 C8 C13 N1 3.0(5) . . . . ?
C9 C8 C13 N1 -179.8(3) . . . . ?
C7 C8 C13 C12 -174.9(3) . . . . ?
C9 C8 C13 C12 2.3(5) . . . . ?
N1 C13 C12 C11 -176.8(3) . . . . ?
C8 C13 C12 C11 1.2(5) . . . . ?
C13 C12 C11 C10 -3.7(6) . . . . ?
C12 C11 C10 C9 2.7(6) . . . . ?
C11 C10 C9 C8 1.0(6) . . . . ?
C7 C8 C9 C10 173.5(4) . . . . ?
C13 C8 C9 C10 -3.4(6) . . . . ?
N2 C14 C15 C16 -179.8(4) . . . . ?
C19 C14 C15 C16 0.4(6) . . . . ?
C14 C15 C16 C17 0.5(7) . . . . ?
C15 C16 C17 C18 -0.7(7) . . . . ?
C16 C17 C18 C19 0.0(7) . . . . ?
C17 C18 C19 C20 -179.1(4) . . . . ?
C17 C18 C19 C14 0.9(6) . . . . ?
N2 C14 C19 C20 -0.9(6) . . . . ?
C15 C14 C19 C20 179.0(4) . . . . ?
N2 C14 C19 C18 179.1(4) . . . . ?
C15 C14 C19 C18 -1.1(6) . . . . ?
C18 C19 C20 C21 -179.8(4) . . . . ?
C14 C19 C20 C21 0.2(6) . . . . ?
C19 C20 C21 C26 0.8(6) . . . . ?
C19 C20 C21 C22 -178.7(4) . . . . ?
C20 C21 C26 N2 -1.3(5) . . . . ?
C22 C21 C26 N2 178.3(3) . . . . ?
C20 C21 C26 C25 179.7(3) . . . . ?
C22 C21 C26 C25 -0.7(5) . . . . ?
N2 C26 C25 C24 -179.0(3) . . . . ?
C21 C26 C25 C24 0.0(5) . . . . ?
C26 C25 C24 C23 0.6(6) . . . . ?
C25 C24 C23 C22 -0.6(6) . . . . ?
C24 C23 C22 C21 -0.2(6) . . . . ?
C20 C21 C22 C23 -179.7(4) . . . . ?
C26 C21 C22 C23 0.8(6) . . . . ?
N3 C27 C28 C29 -179.7(4) . . . . ?
C32 C27 C28 C29 0.4(6) . . . . ?
C27 C28 C29 C30 -0.5(6) . . . . ?
C28 C29 C30 C31 0.1(7) . . . . ?
C29 C30 C31 C32 0.4(7) . . . . ?
C30 C31 C32 C33 179.2(4) . . . . ?
C30 C31 C32 C27 -0.5(6) . . . . ?
N3 C27 C32 C33 0.5(5) . . . . ?
C28 C27 C32 C33 -179.6(3) . . . . ?
N3 C27 C32 C31 -179.8(4) . . . . ?
C28 C27 C32 C31 0.1(5) . . . . ?
C31 C32 C33 C34 -178.7(4) . . . . ?
C27 C32 C33 C34 1.0(6) . . . . ?
C32 C33 C34 C35 179.0(4) . . . . ?
C32 C33 C34 C39 -1.5(5) . . . . ?
C33 C34 C39 N3 0.7(5) . . . . ?
C35 C34 C39 N3 -179.8(4) . . . . ?
C33 C34 C39 C38 -179.8(4) . . . . ?
C35 C34 C39 C38 -0.3(5) . . . . ?
N3 C39 C38 C37 178.5(4) . . . . ?
C34 C39 C38 C37 -1.0(6) . . . . ?
C39 C38 C37 C36 1.5(7) . . . . ?
C38 C37 C36 C35 -0.6(7) . . . . ?
C37 C36 C35 C34 -0.7(6) . . . . ?
C33 C34 C35 C36 -179.4(4) . . . . ?
C39 C34 C35 C36 1.2(6) . . . . ?
C12 C13 N1 C1 174.8(3) . . . . ?
C8 C13 N1 C1 -3.1(5) . . . . ?
C2 C1 N1 C13 -178.8(3) . . . . ?
C6 C1 N1 C13 0.9(5) . . . . ?
C19 C14 N2 C26 0.4(5) . . . . ?
C15 C14 N2 C26 -179.4(3) . . . . ?
C25 C26 N2 C14 179.6(3) . . . . ?
C21 C26 N2 C14 0.7(5) . . . . ?
C38 C39 N3 C27 -178.8(3) . . . . ?
C34 C39 N3 C27 0.7(5) . . . . ?
C28 C27 N3 C39 178.8(3) . . . . ?
C32 C27 N3 C39 -1.3(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 Br2 0.95 3.08 3.913(4) 147.4 4_666
C15 H15 Br1 0.95 3.11 3.975(4) 151.8 .
O1 H2O1 N1 0.864(18) 1.82(2) 2.672(4) 170(4) 4_565
O1 H1O1 N3 0.859(19) 1.85(2) 2.696(4) 168(5) .
O2 H2O2 N2 0.884(12) 1.789(18) 2.659(4) 168(6) .
O2 H1O2 Br1 0.878(14) 2.360(15) 3.234(3) 173(4) 3_666

_refine_diff_density_max         0.661
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.095

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460812'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
bis(acridinium) tetrabromo-zinc (II)
;
_chemical_name_common            
;
bis(acridinium) tetrabromo-zinc (II)
;
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C13 H10 N), Br4 Zn'
_chemical_formula_sum            'C26 H20 Br4 N2 Zn'
_chemical_formula_weight         745.45

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'
Zn Zn 0.2839 1.4301 '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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   13.1044(13)
_cell_length_b                   10.2306(9)
_cell_length_c                   19.0699(19)
_cell_angle_alpha                90
_cell_angle_beta                 92.513(3)
_cell_angle_gamma                90
_cell_volume                     2554.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.939
_exptl_crystal_F_000             1440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.249
_exptl_crystal_size_mid          0.174
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    7.237
_shelx_estimated_absorpt_T_min   0.266
_shelx_estimated_absorpt_T_max   0.714
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4813
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            38980
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_av_R_equivalents  0.0663
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.527
_diffrn_reflns_theta_max         28.009
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3064
_reflns_number_gt                2701
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
 Refined as a 2-component twin.X-H was placed using HFIX command.
Semi-free refinement yielded unsensical bond angle.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1414P)²+175.8493P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3064
_refine_ls_number_parameters     151
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0986
_refine_ls_R_factor_gt           0.0885
_refine_ls_wR_factor_ref         0.2974
_refine_ls_wR_factor_gt          0.2868
_refine_ls_goodness_of_fit_ref   1.218
_refine_ls_restrained_S_all      1.218
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C6 C 0.5664(11) 0.1439(13) 0.4253(7) 0.020(3) Uani 1 1 d . . . . .
C5 C 0.5157(13) 0.1607(15) 0.3577(8) 0.028(3) Uani 1 1 d . . . . .
H5 H 0.5502 0.1415 0.3174 0.034 Uiso 1 1 calc R U . . .
C4 C 0.4164(13) 0.2051(16) 0.3518(8) 0.031(3) Uani 1 1 d . . . . .
H4 H 0.3835 0.2147 0.3079 0.037 Uiso 1 1 calc R U . . .
Zn1 Zn 0.5000 0.6843(2) 0.2500 0.0149(4) Uani 1 2 d S T P . .
Br1 Br 0.61012(10) 0.82528(14) 0.32215(7) 0.0219(4) Uani 1 1 d . . . . .
Br2 Br 0.39510(10) 0.55800(14) 0.32354(7) 0.0225(4) Uani 1 1 d . . . . .
N1 N 0.5573(9) 0.1593(11) 0.5501(6) 0.020(2) Uani 1 1 d . . . . .
H1 H 0.5230 0.1767 0.5864 0.025 Uiso 1 1 calc R U . . .
C8 C 0.7130(10) 0.0877(12) 0.5013(7) 0.017(2) Uani 1 1 d . . . . .
C10 C 0.8555(12) 0.0325(15) 0.5794(9) 0.028(3) Uani 1 1 d . . . . .
H10 H 0.9229 0.0053 0.5868 0.034 Uiso 1 1 calc R U . . .
C9 C 0.8161(11) 0.0443(15) 0.5131(8) 0.025(3) Uani 1 1 d . . . . .
H9 H 0.8558 0.0244 0.4752 0.030 Uiso 1 1 calc R U . . .
C13 C 0.6551(11) 0.1172(12) 0.5606(7) 0.018(2) Uani 1 1 d . . . . .
C1 C 0.5106(10) 0.1754(13) 0.4855(7) 0.019(2) Uani 1 1 d . . . . .
C11 C 0.7966(13) 0.0603(15) 0.6371(9) 0.031(3) Uani 1 1 d . . . . .
H11 H 0.8259 0.0502 0.6821 0.037 Uiso 1 1 calc R U . . .
C3 C 0.3653(13) 0.2357(15) 0.4130(9) 0.032(3) Uani 1 1 d . . . . .
H3 H 0.2990 0.2680 0.4083 0.038 Uiso 1 1 calc R U . . .
C7 C 0.6666(11) 0.1020(13) 0.4342(7) 0.019(3) Uani 1 1 d . . . . .
H7 H 0.7036 0.0830 0.3949 0.023 Uiso 1 1 calc R U . . .
C2 C 0.4083(11) 0.2201(14) 0.4786(8) 0.025(3) Uani 1 1 d . . . . .
H2 H 0.3714 0.2384 0.5181 0.029 Uiso 1 1 calc R U . . .
C12 C 0.6973(12) 0.1021(15) 0.6296(7) 0.024(3) Uani 1 1 d . . . . .
H12 H 0.6591 0.1197 0.6684 0.029 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C6 C7 1.384(19) . ?
C6 C1 1.424(18) . ?
C6 C5 1.435(19) . ?
C5 C4 1.38(2) . ?
C5 H5 0.9300 . ?
C4 C3 1.41(2) . ?
C4 H4 0.9300 . ?
Zn1 Br2 2.3862(17) 2_655 ?
Zn1 Br2 2.3863(17) . ?
Zn1 Br1 2.4253(18) 2_655 ?
Zn1 Br1 2.4253(18) . ?
N1 C13 1.358(18) . ?
N1 C1 1.361(18) . ?
N1 H1 0.8600 . ?
C8 C7 1.400(19) . ?
C8 C13 1.421(17) . ?
C8 C9 1.430(19) . ?
C10 C9 1.35(2) . ?
C10 C11 1.40(2) . ?
C10 H10 0.9300 . ?
C9 H9 0.9300 . ?
C13 C12 1.413(18) . ?
C1 C2 1.418(19) . ?
C11 C12 1.37(2) . ?
C11 H11 0.9300 . ?
C3 C2 1.36(2) . ?
C3 H3 0.9300 . ?
C7 H7 0.9300 . ?
C2 H2 0.9300 . ?
C12 H12 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
C7 C6 C1 119.3(12) . . ?
C7 C6 C5 123.1(13) . . ?
C1 C6 C5 117.6(13) . . ?
C4 C5 C6 120.7(14) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C4 C3 119.2(14) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
Br2 Zn1 Br2 114.44(11) 2_655 . ?
Br2 Zn1 Br1 109.42(5) 2_655 2_655 ?
Br2 Zn1 Br1 108.16(5) . 2_655 ?
Br2 Zn1 Br1 108.16(5) 2_655 . ?
Br2 Zn1 Br1 109.42(5) . . ?
Br1 Zn1 Br1 107.01(11) 2_655 . ?
C13 N1 C1 123.7(11) . . ?
C13 N1 H1 118.1 . . ?
C1 N1 H1 118.1 . . ?
C7 C8 C13 118.6(12) . . ?
C7 C8 C9 123.1(12) . . ?
C13 C8 C9 118.3(12) . . ?
C9 C10 C11 121.1(14) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C10 C9 C8 119.7(13) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
N1 C13 C12 119.9(12) . . ?
N1 C13 C8 118.9(12) . . ?
C12 C13 C8 121.1(13) . . ?
N1 C1 C2 120.6(12) . . ?
N1 C1 C6 118.4(12) . . ?
C2 C1 C6 121.0(13) . . ?
C12 C11 C10 122.2(14) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C2 C3 C4 123.0(15) . . ?
C2 C3 H3 118.5 . . ?
C4 C3 H3 118.5 . . ?
C6 C7 C8 121.0(12) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C3 C2 C1 118.4(14) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C11 C12 C13 117.5(14) . . ?
C11 C12 H12 121.2 . . ?
C13 C12 H12 121.2 . . ?

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
C7 C6 C5 C4 -178.8(14) . . . . ?
C1 C6 C5 C4 0(2) . . . . ?
C6 C5 C4 C3 1(2) . . . . ?
C11 C10 C9 C8 1(2) . . . . ?
C7 C8 C9 C10 -179.7(14) . . . . ?
C13 C8 C9 C10 0(2) . . . . ?
C1 N1 C13 C12 -179.4(13) . . . . ?
C1 N1 C13 C8 0(2) . . . . ?
C7 C8 C13 N1 -0.6(19) . . . . ?
C9 C8 C13 N1 179.6(13) . . . . ?
C7 C8 C13 C12 178.7(13) . . . . ?
C9 C8 C13 C12 -1(2) . . . . ?
C13 N1 C1 C2 -179.8(13) . . . . ?
C13 N1 C1 C6 1(2) . . . . ?
C7 C6 C1 N1 -2(2) . . . . ?
C5 C6 C1 N1 179.6(13) . . . . ?
C7 C6 C1 C2 179.3(13) . . . . ?
C5 C6 C1 C2 1(2) . . . . ?
C9 C10 C11 C12 -1(3) . . . . ?
C5 C4 C3 C2 -2(2) . . . . ?
C1 C6 C7 C8 1(2) . . . . ?
C5 C6 C7 C8 179.6(13) . . . . ?
C13 C8 C7 C6 0.0(19) . . . . ?
C9 C8 C7 C6 179.8(13) . . . . ?
C4 C3 C2 C1 2(2) . . . . ?
N1 C1 C2 C3 179.5(14) . . . . ?
C6 C1 C2 C3 -2(2) . . . . ?
C10 C11 C12 C13 0(2) . . . . ?
N1 C13 C12 C11 -179.5(14) . . . . ?
C8 C13 C12 C11 1(2) . . . . ?

_refine_diff_density_max         4.368
_refine_diff_density_min         -2.217
_refine_diff_density_rms         0.415

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460813'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
bis(phenazinium) tetrabromomercurate(II) dihydrate
;
_chemical_name_common            
;
bis(phenazinium) tetrabromomercurate(II) dihydrate
;
_chemical_melting_point          ?
_chemical_formula_moiety         
;
2(C12 H9 N2), Br4 Hg, 2(H2 O) 
;
_chemical_formula_sum            'C24 H22 Br4 Hg N4 O2'
_chemical_formula_weight         918.68

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'
Hg Hg -2.3894 9.2266 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   16.5361(14)
_cell_length_b                   13.2372(11)
_cell_length_c                   12.7563(11)
_cell_angle_alpha                90
_cell_angle_beta                 106.250(3)
_cell_angle_gamma                90
_cell_volume                     2680.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.276
_exptl_crystal_F_000             1720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.416
_exptl_crystal_size_mid          0.211
_exptl_crystal_size_min          0.024
_exptl_absorpt_coefficient_mu    11.733
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1814
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
Poor crystal
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            41629
_diffrn_reflns_av_unetI/netI     0.0978
_diffrn_reflns_av_R_equivalents  0.1276
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.266
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5375
_reflns_number_gt                4206
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), 
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
Atoms comprising the phenazine would not refine anisotropically and
were constrained to identical anisotropic displacement parameters 
using the EADP card to prevent npd. X-H hydrogen atoms could not be found
in the difference Fourier map and were placed using using AFIX. Water 
hydrogen atoms were positionally and thermally fixed.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+227.2705P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5375
_refine_ls_number_parameters     166
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1426
_refine_ls_R_factor_gt           0.1115
_refine_ls_wR_factor_ref         0.1901
_refine_ls_wR_factor_gt          0.1800
_refine_ls_goodness_of_fit_ref   1.175
_refine_ls_restrained_S_all      1.175
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1037(12) 0.1108(13) 0.3255(15) 0.0163(10) Uani 1 1 d . . . . .
C2 C 0.0821(12) 0.1067(13) 0.2100(15) 0.0163(10) Uani 1 1 d . . . . .
H2 H 0.1233 0.1114 0.1733 0.020 Uiso 1 1 calc R U . . .
C3 C -0.0001(12) 0.0955(13) 0.1547(15) 0.0163(10) Uani 1 1 d . . . . .
H3 H -0.0153 0.0921 0.0788 0.020 Uiso 1 1 calc R U . . .
C4 C -0.0641(12) 0.0890(13) 0.2096(15) 0.0163(10) Uani 1 1 d . . . . .
H4 H -0.1202 0.0823 0.1694 0.020 Uiso 1 1 calc R U . . .
C5 C -0.0436(12) 0.0925(13) 0.3205(15) 0.0163(10) Uani 1 1 d . . . . .
H5 H -0.0855 0.0870 0.3559 0.020 Uiso 1 1 calc R U . . .
C6 C 0.0418(12) 0.1046(13) 0.3823(15) 0.0163(10) Uani 1 1 d . . . . .
C7 C 0.1408(12) 0.1223(13) 0.5465(15) 0.0163(10) Uani 1 1 d . . . . .
C8 C 0.1670(12) 0.1327(13) 0.6632(15) 0.0163(10) Uani 1 1 d . . . . .
H8 H 0.1269 0.1301 0.7018 0.020 Uiso 1 1 calc R U . . .
C9 C 0.2482(12) 0.1460(13) 0.7172(15) 0.0163(10) Uani 1 1 d . . . . .
H9 H 0.2632 0.1540 0.7927 0.020 Uiso 1 1 calc R U . . .
C10 C 0.3101(13) 0.1482(13) 0.6642(15) 0.0163(10) Uani 1 1 d . . . . .
H10 H 0.3656 0.1569 0.7057 0.020 Uiso 1 1 calc R U . . .
C11 C 0.2942(12) 0.1383(13) 0.5548(15) 0.0163(10) Uani 1 1 d . . . . .
H11 H 0.3373 0.1400 0.5211 0.020 Uiso 1 1 calc R U . . .
C12 C 0.2089(12) 0.1251(13) 0.4938(15) 0.0163(10) Uani 1 1 d . . . . .
C13 C 0.2493(12) 0.8612(13) 0.3861(15) 0.0160(10) Uani 1 1 d . . . . .
C14 C 0.2285(12) 0.8498(13) 0.2734(15) 0.0160(10) Uani 1 1 d . . . . .
H14 H 0.2706 0.8481 0.2380 0.019 Uiso 1 1 calc R U . . .
C15 C 0.1483(12) 0.8415(13) 0.2163(15) 0.0160(10) Uani 1 1 d . . . . .
H15 H 0.1358 0.8332 0.1410 0.019 Uiso 1 1 calc R U . . .
C16 C 0.0816(12) 0.8444(13) 0.2634(15) 0.0160(10) Uani 1 1 d . . . . .
H16 H 0.0263 0.8376 0.2204 0.019 Uiso 1 1 calc R U . . .
C17 C 0.0989(12) 0.8573(13) 0.3733(15) 0.0160(10) Uani 1 1 d . . . . .
H17 H 0.0547 0.8611 0.4051 0.019 Uiso 1 1 calc R U . . .
C18 C 0.1835(12) 0.8650(13) 0.4404(15) 0.0160(10) Uani 1 1 d . . . . .
C19 C 0.2815(12) 0.8840(13) 0.6071(15) 0.0160(10) Uani 1 1 d . . . . .
C20 C 0.2995(12) 0.8946(13) 0.7215(15) 0.0160(10) Uani 1 1 d . . . . .
H20 H 0.2564 0.8951 0.7553 0.019 Uiso 1 1 calc R U . . .
C21 C 0.3816(12) 0.9040(13) 0.7813(15) 0.0160(10) Uani 1 1 d . . . . .
H21 H 0.3946 0.9093 0.8569 0.019 Uiso 1 1 calc R U . . .
C22 C 0.4469(12) 0.9059(13) 0.7310(15) 0.0160(10) Uani 1 1 d . . . . .
H22 H 0.5021 0.9152 0.7736 0.019 Uiso 1 1 calc R U . . .
C23 C 0.4313(12) 0.8945(13) 0.6208(15) 0.0160(10) Uani 1 1 d . . . . .
H23 H 0.4753 0.8939 0.5885 0.019 Uiso 1 1 calc R U . . .
C24 C 0.3482(12) 0.8836(13) 0.5576(15) 0.0160(10) Uani 1 1 d . . . . .
N1 N 0.3288(10) 0.8713(11) 0.4499(12) 0.0160(10) Uani 1 1 d . . . . .
H1N H 0.3692 0.8697 0.4195 0.019 Uiso 1 1 calc R U . . .
N2 N 0.2010(10) 0.8770(11) 0.5478(12) 0.0160(10) Uani 1 1 d . . . . .
N3 N 0.1843(10) 0.1200(11) 0.3849(12) 0.0163(10) Uani 1 1 d . . . . .
H2N H 0.2224 0.1229 0.3509 0.020 Uiso 1 1 calc R U . . .
N4 N 0.0623(10) 0.1107(11) 0.4918(12) 0.0163(10) Uani 1 1 d . . . . .
O1 O 0.4683(10) 0.8449(12) 0.3822(12) 0.033(4) Uani 1 1 d . . . . .
O2 O 0.4684(11) 0.8746(14) 0.1744(15) 0.046(5) Uani 1 1 d . . . . .
Br1 Br 0.13816(12) 0.36661(14) 0.45257(14) 0.0176(4) Uani 1 1 d . . . . .
Br2 Br 0.33211(13) 0.40918(15) 0.76615(15) 0.0208(5) Uani 1 1 d . . . . .
Br3 Br 0.40949(13) 0.35310(15) 0.49203(15) 0.0227(5) Uani 1 1 d . . . . .
Br4 Br 0.27658(14) 0.62486(14) 0.50753(16) 0.0259(5) Uani 1 1 d . . . . .
H2A H 0.4444 0.8315 0.16(2) 0.050 Uiso 1 1 d . U . . .
H2B H 0.511(16) 0.863(19) 0.12(2) 0.050 Uiso 1 1 d . U . . .
Hg Hg 0.28575(5) 0.43236(5) 0.55340(6) 0.0153(2) Uani 1 1 d . . . . .
H1A H 0.4875 0.7878 0.3690 0.15(18) Uiso 1 1 d . . . . .
H1B H 0.4946 0.8901 0.3565 0.3(4) 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
C1 N3 1.34(2) . ?
C1 C6 1.41(3) . ?
C1 C2 1.42(3) . ?
C2 C3 1.35(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.43(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.36(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.42(3) . ?
C5 H5 0.9300 . ?
C6 N4 1.34(2) . ?
C7 N4 1.30(2) . ?
C7 C8 1.44(3) . ?
C7 C12 1.46(3) . ?
C8 C9 1.34(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.38(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.35(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.42(3) . ?
C11 H11 0.9300 . ?
C12 N3 1.34(2) . ?
C13 N1 1.34(2) . ?
C13 C14 1.39(3) . ?
C13 C18 1.44(3) . ?
C14 C15 1.33(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.40(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.36(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.43(3) . ?
C17 H17 0.9300 . ?
C18 N2 1.33(2) . ?
C19 N2 1.34(2) . ?
C19 C20 1.41(3) . ?
C19 C24 1.42(3) . ?
C20 C21 1.36(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.40(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.36(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.39(3) . ?
C23 H23 0.9300 . ?
C24 N1 1.33(2) . ?
N1 H1N 0.8600 . ?
N3 H2N 0.8600 . ?
O1 H1A 0.855(15) . ?
O1 H1B 0.857(16) . ?
O2 H2A 0.70(6) . ?
O2 H2B 1.1(3) . ?
Br1 Hg 2.571(2) . ?
Br2 Hg 2.6235(19) . ?
Br3 Hg 2.607(2) . ?
Br4 Hg 2.609(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 C1 C6 117.6(17) . . ?
N3 C1 C2 120.8(17) . . ?
C6 C1 C2 121.6(18) . . ?
C3 C2 C1 118.0(18) . . ?
C3 C2 H2 121.0 . . ?
C1 C2 H2 121.0 . . ?
C2 C3 C4 121.7(18) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C5 C4 C3 120.4(18) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 120.1(18) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
N4 C6 C1 121.4(17) . . ?
N4 C6 C5 120.4(17) . . ?
C1 C6 C5 118.2(17) . . ?
N4 C7 C8 122.2(17) . . ?
N4 C7 C12 122.5(17) . . ?
C8 C7 C12 115.2(17) . . ?
C9 C8 C7 120.9(18) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C8 C9 C10 121.8(18) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 H9 119.1 . . ?
C11 C10 C9 123.3(19) . . ?
C11 C10 H10 118.3 . . ?
C9 C10 H10 118.3 . . ?
C10 C11 C12 117.0(18) . . ?
C10 C11 H11 121.5 . . ?
C12 C11 H11 121.5 . . ?
N3 C12 C11 122.9(17) . . ?
N3 C12 C7 115.3(17) . . ?
C11 C12 C7 121.8(17) . . ?
N1 C13 C14 123.6(17) . . ?
N1 C13 C18 116.5(16) . . ?
C14 C13 C18 119.9(17) . . ?
C15 C14 C13 119.8(18) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C16 123.3(18) . . ?
C14 C15 H15 118.3 . . ?
C16 C15 H15 118.3 . . ?
C17 C16 C15 119.0(18) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C16 C17 C18 121.0(18) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
N2 C18 C17 121.5(17) . . ?
N2 C18 C13 121.5(17) . . ?
C17 C18 C13 117.0(16) . . ?
N2 C19 C20 118.7(17) . . ?
N2 C19 C24 121.6(17) . . ?
C20 C19 C24 119.7(17) . . ?
C21 C20 C19 118.4(18) . . ?
C21 C20 H20 120.8 . . ?
C19 C20 H20 120.8 . . ?
C20 C21 C22 121.3(18) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
C23 C22 C21 121.5(18) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C22 C23 C24 118.6(18) . . ?
C22 C23 H23 120.7 . . ?
C24 C23 H23 120.7 . . ?
N1 C24 C23 121.5(17) . . ?
N1 C24 C19 117.9(17) . . ?
C23 C24 C19 120.5(17) . . ?
C24 N1 C13 123.2(17) . . ?
C24 N1 H1N 118.4 . . ?
C13 N1 H1N 118.4 . . ?
C18 N2 C19 119.1(16) . . ?
C12 N3 C1 123.9(17) . . ?
C12 N3 H2N 118.1 . . ?
C1 N3 H2N 118.1 . . ?
C7 N4 C6 119.2(16) . . ?
H1A O1 H1B 106.6(16) . . ?
H2A O2 H2B 95(10) . . ?
Br1 Hg Br3 115.37(7) . . ?
Br1 Hg Br4 103.35(7) . . ?
Br3 Hg Br4 109.08(7) . . ?
Br1 Hg Br2 116.08(6) . . ?
Br3 Hg Br2 103.70(7) . . ?
Br4 Hg Br2 109.14(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
N3 C1 C2 C3 178.9(16) . . . . ?
C6 C1 C2 C3 -1(3) . . . . ?
C1 C2 C3 C4 1(3) . . . . ?
C2 C3 C4 C5 -1(3) . . . . ?
C3 C4 C5 C6 1(3) . . . . ?
N3 C1 C6 N4 2(3) . . . . ?
C2 C1 C6 N4 -178.5(17) . . . . ?
N3 C1 C6 C5 -178.6(16) . . . . ?
C2 C1 C6 C5 1(3) . . . . ?
C4 C5 C6 N4 178.3(16) . . . . ?
C4 C5 C6 C1 -1(3) . . . . ?
N4 C7 C8 C9 -178.9(17) . . . . ?
C12 C7 C8 C9 1(3) . . . . ?
C7 C8 C9 C10 -1(3) . . . . ?
C8 C9 C10 C11 1(3) . . . . ?
C9 C10 C11 C12 0(3) . . . . ?
C10 C11 C12 N3 176.2(17) . . . . ?
C10 C11 C12 C7 0(3) . . . . ?
N4 C7 C12 N3 3(3) . . . . ?
C8 C7 C12 N3 -177.1(16) . . . . ?
N4 C7 C12 C11 179.6(17) . . . . ?
C8 C7 C12 C11 -1(2) . . . . ?
N1 C13 C14 C15 -179.2(17) . . . . ?
C18 C13 C14 C15 -1(3) . . . . ?
C13 C14 C15 C16 1(3) . . . . ?
C14 C15 C16 C17 1(3) . . . . ?
C15 C16 C17 C18 -2(3) . . . . ?
C16 C17 C18 N2 -179.7(17) . . . . ?
C16 C17 C18 C13 2(3) . . . . ?
N1 C13 C18 N2 -1(3) . . . . ?
C14 C13 C18 N2 -179.1(17) . . . . ?
N1 C13 C18 C17 178.2(16) . . . . ?
C14 C13 C18 C17 0(3) . . . . ?
N2 C19 C20 C21 -178.5(16) . . . . ?
C24 C19 C20 C21 0(3) . . . . ?
C19 C20 C21 C22 2(3) . . . . ?
C20 C21 C22 C23 -3(3) . . . . ?
C21 C22 C23 C24 2(3) . . . . ?
C22 C23 C24 N1 -179.4(16) . . . . ?
C22 C23 C24 C19 0(3) . . . . ?
N2 C19 C24 N1 -3(3) . . . . ?
C20 C19 C24 N1 178.6(16) . . . . ?
N2 C19 C24 C23 177.7(17) . . . . ?
C20 C19 C24 C23 -1(3) . . . . ?
C23 C24 N1 C13 -179.6(17) . . . . ?
C19 C24 N1 C13 1(3) . . . . ?
C14 C13 N1 C24 179.0(17) . . . . ?
C18 C13 N1 C24 0(3) . . . . ?
C17 C18 N2 C19 -179.9(16) . . . . ?
C13 C18 N2 C19 -1(3) . . . . ?
C20 C19 N2 C18 -178.6(16) . . . . ?
C24 C19 N2 C18 3(3) . . . . ?
C11 C12 N3 C1 -177.8(17) . . . . ?
C7 C12 N3 C1 -1(2) . . . . ?
C6 C1 N3 C12 -1(3) . . . . ?
C2 C1 N3 C12 179.5(17) . . . . ?
C8 C7 N4 C6 178.0(16) . . . . ?
C12 C7 N4 C6 -2(3) . . . . ?
C1 C6 N4 C7 0(3) . . . . ?
C5 C6 N4 C7 -179.7(16) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 Br1 0.93 2.91 3.670(19) 140.0 4_565
C5 H5 N2 0.93 2.59 3.49(2) 164.9 3_566
C11 H11 Br3 0.93 3.12 3.635(18) 116.4 .
C14 H14 Br4 0.93 2.99 3.708(19) 135.1 4_575
C17 H17 N4 0.93 2.65 3.58(2) 173.7 3_566
N3 H2N Br2 0.86 2.40 3.239(16) 167.0 4_565
O2 H2A Br4 0.70(6) 2.94(12) 3.289(18) 114(8) 4_575
O2 H2B Br3 1.1(3) 2.2(3) 3.325(18) 174(19) 2_655
N1 H1N O1 0.86 1.86 2.70(2) 165.8 .
O1 H1A Br3 0.855(15) 2.798(2) 3.423(16) 131.2(10) 3_666
O1 H1B O2 0.857(16) 2.251(18) 2.68(2) 111.1(12) .

_refine_diff_density_max         3.911
_refine_diff_density_min         -2.464
_refine_diff_density_rms         0.355

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460814'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
bis(phenazine) diaqua-dichloro-zinc(II) monohydrate
;
_chemical_name_common            
;
bis(phenazine) diaqua-dichloro-zinc(II) monohydrate
;
_chemical_melting_point          .
_chemical_formula_moiety         
;
2(C12 H8 N2), Cl2 H4 O2 Zn, H2 O
;
_chemical_formula_sum            'C24 H22 Cl2 N4 O3 Zn'
_chemical_formula_weight         550.72

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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   6.94010(10)
_cell_length_b                   16.5048(3)
_cell_length_c                   20.9602(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.82(3)
_cell_angle_gamma                90
_cell_volume                     2399.67(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       fragment
_exptl_crystal_colour            green
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.280
_shelx_estimated_absorpt_T_min   0.802
_shelx_estimated_absorpt_T_max   0.939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.775
_exptl_absorpt_correction_T_max  0.886
_exptl_absorpt_process_details   'Sortav (Blessing, 1995)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'Thin slice ω and φ scans'
_diffrn_reflns_number            31320
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_av_R_equivalents  0.0898
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.303
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4937
_reflns_number_gt                4089
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Collect (Nonius B.V. 1998)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
;
 HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_structure_solution    'SIR-92 (Altomare et al. 1994)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    
;
ORTEP-3 for Windows (Farrugia, 1997),
Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
 Refined as a 2-component twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1479P)²+32.6077P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4937
_refine_ls_number_parameters     332
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1208
_refine_ls_R_factor_gt           0.1013
_refine_ls_wR_factor_ref         0.3213
_refine_ls_wR_factor_gt          0.3008
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_restrained_S_all      1.140
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1406(12) 0.6022(5) 0.3169(4) 0.0217(17) Uani 1 1 d . . . . .
C2 C 0.1448(15) 0.6743(6) 0.3550(5) 0.031(2) Uani 1 1 d . . . . .
H2 H 0.1521 0.7248 0.3355 0.037 Uiso 1 1 calc R U . . .
C3 C 0.1384(15) 0.6694(6) 0.4183(5) 0.032(2) Uani 1 1 d . . . . .
H3 H 0.1389 0.7167 0.4424 0.039 Uiso 1 1 calc R U . . .
C4 C 0.1307(14) 0.5930(6) 0.4500(5) 0.033(2) Uani 1 1 d . . . . .
H4 H 0.1305 0.5911 0.4943 0.039 Uiso 1 1 calc R U . . .
C5 C 0.1239(14) 0.5231(6) 0.4159(4) 0.0266(19) Uani 1 1 d . . . . .
H5 H 0.1197 0.4736 0.4370 0.032 Uiso 1 1 calc R U . . .
C6 C 0.1230(12) 0.5250(5) 0.3483(4) 0.0219(17) Uani 1 1 d . . . . .
C12 C 0.1392(12) 0.5375(5) 0.2188(4) 0.0228(17) Uani 1 1 d . . . . .
C7 C 0.1126(12) 0.4616(6) 0.2505(4) 0.0242(18) Uani 1 1 d . . . . .
C8 C 0.0903(15) 0.3909(6) 0.2127(5) 0.031(2) Uani 1 1 d . . . . .
H8 H 0.0710 0.3412 0.2324 0.037 Uiso 1 1 calc R U . . .
C9 C 0.0966(14) 0.3946(6) 0.1480(5) 0.032(2) Uani 1 1 d . . . . .
H9 H 0.0827 0.3476 0.1238 0.039 Uiso 1 1 calc R U . . .
C10 C 0.1246(14) 0.4708(6) 0.1169(5) 0.032(2) Uani 1 1 d . . . . .
H10 H 0.1276 0.4729 0.0726 0.038 Uiso 1 1 calc R U . . .
C11 C 0.1470(13) 0.5400(7) 0.1516(5) 0.031(2) Uani 1 1 d . . . . .
H11 H 0.1674 0.5890 0.1311 0.038 Uiso 1 1 calc R U . . .
C13 C 0.5923(12) 0.4056(5) 0.1835(4) 0.0230(17) Uani 1 1 d . . . . .
C14 C 0.5569(14) 0.3374(6) 0.1430(5) 0.033(2) Uani 1 1 d . . . . .
H14 H 0.5278 0.2872 0.1605 0.039 Uiso 1 1 calc R U . . .
C15 C 0.5662(15) 0.3462(6) 0.0783(5) 0.033(2) Uani 1 1 d . . . . .
H15 H 0.5411 0.3020 0.0518 0.040 Uiso 1 1 calc R U . . .
C16 C 0.6136(15) 0.4220(7) 0.0514(5) 0.035(2) Uani 1 1 d . . . . .
H16 H 0.6240 0.4261 0.0073 0.042 Uiso 1 1 calc R U . . .
C17 C 0.6441(14) 0.4887(6) 0.0879(5) 0.032(2) Uani 1 1 d . . . . .
H17 H 0.6738 0.5381 0.0692 0.038 Uiso 1 1 calc R U . . .
C18 C 0.6303(12) 0.4823(6) 0.1559(4) 0.0247(18) Uani 1 1 d . . . . .
C24 C 0.6125(12) 0.4628(5) 0.2836(4) 0.0235(18) Uani 1 1 d . . . . .
C19 C 0.6440(12) 0.5405(5) 0.2554(4) 0.0210(17) Uani 1 1 d . . . . .
C20 C 0.6641(13) 0.6096(6) 0.2961(5) 0.0270(19) Uani 1 1 d . . . . .
H20 H 0.6858 0.6605 0.2786 0.032 Uiso 1 1 calc R U . . .
C21 C 0.6516(14) 0.6009(7) 0.3606(5) 0.033(2) Uani 1 1 d . . . . .
H21 H 0.6641 0.6463 0.3867 0.040 Uiso 1 1 calc R U . . .
C22 C 0.6198(14) 0.5241(7) 0.3885(5) 0.033(2) Uani 1 1 d . . . . .
H22 H 0.6104 0.5196 0.4325 0.040 Uiso 1 1 calc R U . . .
C23 C 0.6028(13) 0.4565(6) 0.3510(4) 0.029(2) Uani 1 1 d . . . . .
H23 H 0.5847 0.4061 0.3698 0.035 Uiso 1 1 calc R U . . .
N1 N 0.1531(11) 0.6074(5) 0.2529(4) 0.0252(16) Uani 1 1 d . . . . .
N2 N 0.1076(11) 0.4566(5) 0.3147(3) 0.0231(15) Uani 1 1 d . . . . .
N3 N 0.5854(11) 0.3962(4) 0.2473(4) 0.0248(16) Uani 1 1 d . . . . .
N4 N 0.6574(11) 0.5490(5) 0.1918(4) 0.0258(16) Uani 1 1 d . . . . .
Cl1 Cl 0.0460(4) 0.15842(14) 0.47945(11) 0.0341(6) Uani 1 1 d . . . . .
Cl2 Cl 0.4085(4) 0.33732(15) 0.47757(11) 0.0342(6) Uani 1 1 d . . . . .
Zn1 Zn 0.20722(15) 0.25228(6) 0.42938(5) 0.0252(3) Uani 1 1 d . . . . .
O1 O 0.3522(15) 0.2017(5) 0.3595(5) 0.058(3) Uani 1 1 d D . . . .
O2 O 0.0113(12) 0.3184(5) 0.3812(4) 0.0428(19) Uani 1 1 d D . . . .
O3 O 0.7039(10) 0.2497(4) 0.3124(3) 0.0285(14) Uani 1 1 d D . . . .
H2O1 H 0.479(4) 0.206(6) 0.353(4) 0.01(2) Uiso 1 1 d D . . . .
H1O2 H -0.113(6) 0.309(8) 0.373(6) 0.05(4) Uiso 1 1 d D . . . .
H2O2 H 0.05(2) 0.365(5) 0.365(6) 0.06(4) Uiso 1 1 d D . . . .
H2O3 H 0.666(14) 0.292(4) 0.289(4) 0.02(3) Uiso 1 1 d D . . . .
H1O3 H 0.767(16) 0.209(5) 0.295(6) 0.04(3) Uiso 1 1 d D . . . .
H1O1 H 0.321(13) 0.152(2) 0.347(4) 0.02(2) Uiso 1 1 d 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
C1 N1 1.350(11) . ?
C1 C2 1.434(12) . ?
C1 C6 1.441(12) . ?
C2 C3 1.331(14) . ?
C2 H2 0.9300 . ?
C3 C4 1.427(14) . ?
C3 H3 0.9300 . ?
C4 C5 1.357(14) . ?
C4 H4 0.9300 . ?
C5 C6 1.417(12) . ?
C5 H5 0.9300 . ?
C6 N2 1.333(11) . ?
C12 N1 1.359(12) . ?
C12 C11 1.411(13) . ?
C12 C7 1.433(13) . ?
C7 N2 1.351(11) . ?
C7 C8 1.415(13) . ?
C8 C9 1.361(14) . ?
C8 H8 0.9300 . ?
C9 C10 1.431(15) . ?
C9 H9 0.9300 . ?
C10 C11 1.361(14) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C13 N3 1.349(12) . ?
C13 C18 1.421(13) . ?
C13 C14 1.427(13) . ?
C14 C15 1.367(15) . ?
C14 H14 0.9300 . ?
C15 C16 1.417(15) . ?
C15 H15 0.9300 . ?
C16 C17 1.354(15) . ?
C16 H16 0.9300 . ?
C17 C18 1.436(13) . ?
C17 H17 0.9300 . ?
C18 N4 1.343(12) . ?
C24 N3 1.346(12) . ?
C24 C23 1.421(13) . ?
C24 C19 1.431(12) . ?
C19 N4 1.348(11) . ?
C19 C20 1.427(13) . ?
C20 C21 1.365(14) . ?
C20 H20 0.9300 . ?
C21 C22 1.417(15) . ?
C21 H21 0.9300 . ?
C22 C23 1.367(15) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
Cl1 Zn1 2.197(2) . ?
Cl2 Zn1 2.203(3) . ?
Zn1 O1 1.988(8) . ?
Zn1 O2 1.994(8) . ?
O1 H2O1 0.90(2) . ?
O1 H1O1 0.89(2) . ?
O2 H1O2 0.89(2) . ?
O2 H2O2 0.89(2) . ?
O3 H2O3 0.89(2) . ?
O3 H1O3 0.89(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 120.1(8) . . ?
N1 C1 C6 121.3(8) . . ?
C2 C1 C6 118.6(8) . . ?
C3 C2 C1 120.3(9) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 121.4(9) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 120.5(9) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 120.4(9) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
N2 C6 C5 120.4(8) . . ?
N2 C6 C1 120.9(8) . . ?
C5 C6 C1 118.6(8) . . ?
N1 C12 C11 119.7(9) . . ?
N1 C12 C7 120.5(8) . . ?
C11 C12 C7 119.8(8) . . ?
N2 C7 C8 120.1(8) . . ?
N2 C7 C12 121.5(8) . . ?
C8 C7 C12 118.4(8) . . ?
C9 C8 C7 120.9(9) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C8 C9 C10 120.1(9) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C11 C10 C9 120.6(9) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C12 120.1(9) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
N3 C13 C18 121.3(8) . . ?
N3 C13 C14 119.3(8) . . ?
C18 C13 C14 119.5(8) . . ?
C15 C14 C13 119.6(9) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 120.5(9) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C17 C16 C15 121.8(9) . . ?
C17 C16 H16 119.1 . . ?
C15 C16 H16 119.1 . . ?
C16 C17 C18 119.2(10) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
N4 C18 C13 121.8(8) . . ?
N4 C18 C17 118.9(9) . . ?
C13 C18 C17 119.3(9) . . ?
N3 C24 C23 119.4(8) . . ?
N3 C24 C19 121.3(8) . . ?
C23 C24 C19 119.3(8) . . ?
N4 C19 C20 119.9(8) . . ?
N4 C19 C24 121.2(8) . . ?
C20 C19 C24 118.9(8) . . ?
C21 C20 C19 119.9(9) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C21 C22 121.3(9) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
C23 C22 C21 120.3(9) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.4(9) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C1 N1 C12 117.5(8) . . ?
C6 N2 C7 118.1(8) . . ?
C24 N3 C13 117.2(8) . . ?
C18 N4 C19 117.1(8) . . ?
O1 Zn1 O2 102.1(4) . . ?
O1 Zn1 Cl1 109.5(3) . . ?
O2 Zn1 Cl1 106.2(3) . . ?
O1 Zn1 Cl2 106.1(3) . . ?
O2 Zn1 Cl2 107.2(2) . . ?
Cl1 Zn1 Cl2 123.74(10) . . ?
Zn1 O1 H2O1 127(6) . . ?
Zn1 O1 H1O1 119(6) . . ?
H2O1 O1 H1O1 105(9) . . ?
Zn1 O2 H1O2 130(9) . . ?
Zn1 O2 H2O2 117(10) . . ?
H1O2 O2 H2O2 113(10) . . ?
H2O3 O3 H1O3 121(10) . . ?

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
N1 C1 C2 C3 -178.0(9) . . . . ?
C6 C1 C2 C3 2.0(14) . . . . ?
C1 C2 C3 C4 1.2(16) . . . . ?
C2 C3 C4 C5 -2.0(16) . . . . ?
C3 C4 C5 C6 -0.4(15) . . . . ?
C4 C5 C6 N2 -177.0(9) . . . . ?
C4 C5 C6 C1 3.5(14) . . . . ?
N1 C1 C6 N2 -3.8(13) . . . . ?
C2 C1 C6 N2 176.2(8) . . . . ?
N1 C1 C6 C5 175.7(8) . . . . ?
C2 C1 C6 C5 -4.3(12) . . . . ?
N1 C12 C7 N2 -2.4(13) . . . . ?
C11 C12 C7 N2 178.9(8) . . . . ?
N1 C12 C7 C8 177.2(8) . . . . ?
C11 C12 C7 C8 -1.5(13) . . . . ?
N2 C7 C8 C9 -179.4(9) . . . . ?
C12 C7 C8 C9 0.9(14) . . . . ?
C7 C8 C9 C10 -0.5(15) . . . . ?
C8 C9 C10 C11 0.6(15) . . . . ?
C9 C10 C11 C12 -1.2(15) . . . . ?
N1 C12 C11 C10 -177.1(9) . . . . ?
C7 C12 C11 C10 1.6(13) . . . . ?
N3 C13 C14 C15 -179.1(9) . . . . ?
C18 C13 C14 C15 2.1(14) . . . . ?
C13 C14 C15 C16 1.0(15) . . . . ?
C14 C15 C16 C17 -2.5(16) . . . . ?
C15 C16 C17 C18 0.7(15) . . . . ?
N3 C13 C18 N4 -1.3(13) . . . . ?
C14 C13 C18 N4 177.5(8) . . . . ?
N3 C13 C18 C17 177.4(8) . . . . ?
C14 C13 C18 C17 -3.8(13) . . . . ?
C16 C17 C18 N4 -178.8(9) . . . . ?
C16 C17 C18 C13 2.4(14) . . . . ?
N3 C24 C19 N4 -3.4(13) . . . . ?
C23 C24 C19 N4 178.9(8) . . . . ?
N3 C24 C19 C20 177.5(8) . . . . ?
C23 C24 C19 C20 -0.2(12) . . . . ?
N4 C19 C20 C21 -179.7(9) . . . . ?
C24 C19 C20 C21 -0.6(13) . . . . ?
C19 C20 C21 C22 0.4(14) . . . . ?
C20 C21 C22 C23 0.6(15) . . . . ?
C21 C22 C23 C24 -1.4(14) . . . . ?
N3 C24 C23 C22 -176.5(8) . . . . ?
C19 C24 C23 C22 1.2(13) . . . . ?
C2 C1 N1 C12 -177.0(8) . . . . ?
C6 C1 N1 C12 3.1(12) . . . . ?
C11 C12 N1 C1 178.6(8) . . . . ?
C7 C12 N1 C1 -0.1(12) . . . . ?
C5 C6 N2 C7 -178.3(8) . . . . ?
C1 C6 N2 C7 1.2(12) . . . . ?
C8 C7 N2 C6 -177.9(8) . . . . ?
C12 C7 N2 C6 1.8(12) . . . . ?
C23 C24 N3 C13 178.7(8) . . . . ?
C19 C24 N3 C13 1.0(12) . . . . ?
C18 C13 N3 C24 1.2(12) . . . . ?
C14 C13 N3 C24 -177.6(8) . . . . ?
C13 C18 N4 C19 -1.0(13) . . . . ?
C17 C18 N4 C19 -179.7(8) . . . . ?
C20 C19 N4 C18 -177.7(8) . . . . ?
C24 C19 N4 C18 3.2(12) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C11 H11 Cl1 0.93 2.94 3.596(10) 128.6 2
C17 H17 Cl1 0.93 2.98 3.828(11) 152.0 2_655
C23 H23 Cl2 0.93 2.84 3.599(10) 139.5 .
O1 H2O1 O3 0.90(2) 1.94(5) 2.777(11) 155(9) .
O2 H1O2 O3 0.89(2) 2.02(9) 2.779(10) 143(12) 1_455
O2 H2O2 N2 0.89(2) 1.89(4) 2.766(11) 168(14) .
O3 H2O3 N3 0.89(2) 2.00(3) 2.884(10) 171(9) .
O3 H1O3 N1 0.89(2) 2.04(4) 2.908(10) 166(12) 2_645
O1 H1O1 N4 0.89(2) 1.89(4) 2.739(11) 159(9) 2_645

_refine_diff_density_max         3.150
_refine_diff_density_min         -1.038
_refine_diff_density_rms         0.245

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460815'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
phenazindiium phenazine tetrachloro-zinc(II)
;
_chemical_name_common            
;
phenazindiium phenazine tetrachloro-zinc(II)
;
_chemical_melting_point          .
_chemical_formula_moiety         
;
2(C12 H10 N2), C12 H8 N2, Cl4 Zn
;
_chemical_formula_sum            'C36 H28 Cl4 N6 Zn'
_chemical_formula_weight         751.81

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'
Cl Cl 0.1484 0.1585 '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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   16.2283(14)
_cell_length_b                   12.5193(11)
_cell_length_c                   17.939(2)
_cell_angle_alpha                90
_cell_angle_beta                 115.769(2)
_cell_angle_gamma                90
_cell_volume                     3282.2(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_F_000             1536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.379
_exptl_crystal_size_mid          0.156
_exptl_crystal_size_min          0.108
_exptl_absorpt_coefficient_mu    1.112
_shelx_estimated_absorpt_T_min   0.678
_shelx_estimated_absorpt_T_max   0.889
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6316
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            52068
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_av_R_equivalents  0.1273
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.521
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3370
_reflns_number_gt                2903
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
X-H atoms placed from difference Fourier and refined semi-freely using
DFIX, with X-H target distance obtained from .lst file.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0393P)²+22.2478P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3370
_refine_ls_number_parameters     221
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0689
_refine_ls_R_factor_gt           0.0567
_refine_ls_wR_factor_ref         0.1394
_refine_ls_wR_factor_gt          0.1321
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.115
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn 0.0000 0.48174(5) 0.2500 0.0302(2) Uani 1 2 d S T P . .
Cl1 Cl 0.12276(8) 0.58607(8) 0.32241(6) 0.0405(3) Uani 1 1 d . . . . .
Cl2 Cl 0.03559(8) 0.37468(10) 0.16610(7) 0.0454(3) Uani 1 1 d . . . . .
N3 N 0.4486(2) 0.5477(2) 0.42155(18) 0.0230(6) Uani 1 1 d . . . . .
N2 N 0.3776(2) 0.2875(3) 0.55968(18) 0.0237(6) Uani 1 1 d D . . . .
N1 N 0.2470(2) 0.4174(3) 0.45032(18) 0.0244(7) Uani 1 1 d D . . . .
C12 C 0.2947(2) 0.3518(3) 0.4220(2) 0.0233(7) Uani 1 1 d . . . . .
C6 C 0.3321(2) 0.3560(3) 0.5887(2) 0.0227(7) Uani 1 1 d . . . . .
C1 C 0.2651(2) 0.4242(3) 0.5324(2) 0.0234(7) Uani 1 1 d . . . . .
C7 C 0.3617(2) 0.2835(3) 0.4782(2) 0.0227(7) Uani 1 1 d . . . . .
C16 C 0.4397(2) 0.5791(3) 0.4889(2) 0.0226(7) Uani 1 1 d . . . . .
C5 C 0.3517(3) 0.3609(3) 0.6729(2) 0.0280(8) Uani 1 1 d . . . . .
H5 H 0.3960 0.3167 0.7111 0.034 Uiso 1 1 calc R U . . .
C11 C 0.2769(3) 0.3509(3) 0.3381(2) 0.0288(8) Uani 1 1 d . . . . .
H11 H 0.2328 0.3960 0.3006 0.035 Uiso 1 1 calc R U . . .
C13 C 0.5085(2) 0.4693(3) 0.4317(2) 0.0217(7) Uani 1 1 d . . . . .
C2 C 0.2183(3) 0.4957(3) 0.5597(2) 0.0285(8) Uani 1 1 d . . . . .
H2 H 0.1740 0.5408 0.5223 0.034 Uiso 1 1 calc R U . . .
C14 C 0.5203(3) 0.4318(3) 0.3625(2) 0.0263(8) Uani 1 1 d . . . . .
H14 H 0.4873 0.4629 0.3108 0.032 Uiso 1 1 calc R U . . .
C17 C 0.3775(3) 0.6628(3) 0.4825(2) 0.0285(8) Uani 1 1 d . . . . .
H17 H 0.3427 0.6947 0.4316 0.034 Uiso 1 1 calc R U . . .
C3 C 0.2384(3) 0.4989(3) 0.6423(2) 0.0320(9) Uani 1 1 d . . . . .
H3 H 0.2074 0.5465 0.6609 0.038 Uiso 1 1 calc R U . . .
C8 C 0.4107(3) 0.2153(3) 0.4505(2) 0.0288(8) Uani 1 1 d . . . . .
H8 H 0.4556 0.1705 0.4875 0.035 Uiso 1 1 calc R U . . .
C9 C 0.3919(3) 0.2151(3) 0.3681(2) 0.0316(9) Uani 1 1 d . . . . .
H9 H 0.4238 0.1693 0.3492 0.038 Uiso 1 1 calc R U . . .
C18 C 0.3688(3) 0.6963(3) 0.5510(3) 0.0317(9) Uani 1 1 d . . . . .
H18 H 0.3283 0.7511 0.5464 0.038 Uiso 1 1 calc R U . . .
C15 C 0.5790(3) 0.3515(3) 0.3709(2) 0.0302(8) Uani 1 1 d . . . . .
H15 H 0.5854 0.3271 0.3247 0.036 Uiso 1 1 calc R U . . .
C10 C 0.3251(3) 0.2831(3) 0.3124(2) 0.0314(9) Uani 1 1 d . . . . .
H10 H 0.3133 0.2820 0.2568 0.038 Uiso 1 1 calc R U . . .
C4 C 0.3045(3) 0.4317(3) 0.6982(2) 0.0322(9) Uani 1 1 d . . . . .
H4 H 0.3171 0.4348 0.7539 0.039 Uiso 1 1 calc R U . . .
H1N1 H 0.208(3) 0.463(3) 0.420(3) 0.045(14) Uiso 1 1 d D . . . .
H1N2 H 0.417(2) 0.243(2) 0.590(2) 0.016(9) Uiso 1 1 d 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
Zn Cl1 2.2609(11) 2 ?
Zn Cl1 2.2610(11) . ?
Zn Cl2 2.2696(12) . ?
Zn Cl2 2.2696(12) 2 ?
N3 C16 1.336(5) . ?
N3 C13 1.337(5) . ?
N2 C7 1.371(4) . ?
N2 C6 1.374(5) . ?
N2 H1N2 0.846(18) . ?
N1 C12 1.369(5) . ?
N1 C1 1.373(5) . ?
N1 H1N1 0.851(19) . ?
C12 C11 1.403(5) . ?
C12 C7 1.405(5) . ?
C6 C5 1.403(5) . ?
C6 C1 1.406(5) . ?
C1 C2 1.394(5) . ?
C7 C8 1.397(5) . ?
C16 C17 1.426(5) . ?
C16 C13 1.436(5) 5_666 ?
C5 C4 1.370(6) . ?
C5 H5 0.9300 . ?
C11 C10 1.363(6) . ?
C11 H11 0.9300 . ?
C13 C14 1.417(5) . ?
C13 C16 1.436(5) 5_666 ?
C2 C3 1.372(5) . ?
C2 H2 0.9300 . ?
C14 C15 1.347(5) . ?
C14 H14 0.9300 . ?
C17 C18 1.361(6) . ?
C17 H17 0.9300 . ?
C3 C4 1.390(6) . ?
C3 H3 0.9300 . ?
C8 C9 1.374(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.399(6) . ?
C9 H9 0.9300 . ?
C18 C15 1.417(6) 5_666 ?
C18 H18 0.9300 . ?
C15 C18 1.417(6) 5_666 ?
C15 H15 0.9300 . ?
C10 H10 0.9300 . ?
C4 H4 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
Cl1 Zn Cl1 109.42(6) 2 . ?
Cl1 Zn Cl2 112.02(4) 2 . ?
Cl1 Zn Cl2 107.91(4) . . ?
Cl1 Zn Cl2 107.90(4) 2 2 ?
Cl1 Zn Cl2 112.02(4) . 2 ?
Cl2 Zn Cl2 107.61(7) . 2 ?
C16 N3 C13 116.8(3) . . ?
C7 N2 C6 122.9(3) . . ?
C7 N2 H1N2 114(3) . . ?
C6 N2 H1N2 123(3) . . ?
C12 N1 C1 122.9(3) . . ?
C12 N1 H1N1 123(3) . . ?
C1 N1 H1N1 114(3) . . ?
N1 C12 C11 121.1(3) . . ?
N1 C12 C7 119.0(3) . . ?
C11 C12 C7 119.9(3) . . ?
N2 C6 C5 121.9(3) . . ?
N2 C6 C1 118.8(3) . . ?
C5 C6 C1 119.3(3) . . ?
N1 C1 C2 121.4(3) . . ?
N1 C1 C6 118.1(3) . . ?
C2 C1 C6 120.4(3) . . ?
N2 C7 C8 121.9(3) . . ?
N2 C7 C12 118.1(3) . . ?
C8 C7 C12 120.0(3) . . ?
N3 C16 C17 119.7(3) . . ?
N3 C16 C13 121.7(3) . 5_666 ?
C17 C16 C13 118.6(3) . 5_666 ?
C4 C5 C6 119.1(4) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C10 C11 C12 119.1(4) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 H11 120.5 . . ?
N3 C13 C14 119.4(3) . . ?
N3 C13 C16 121.5(3) . 5_666 ?
C14 C13 C16 119.0(3) . 5_666 ?
C3 C2 C1 119.2(4) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C15 C14 C13 120.5(4) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C18 C17 C16 120.1(4) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C2 C3 C4 120.5(4) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C9 C8 C7 119.2(4) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 120.6(4) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C17 C18 C15 120.8(4) . 5_666 ?
C17 C18 H18 119.6 . . ?
C15 C18 H18 119.6 5_666 . ?
C14 C15 C18 121.0(4) . 5_666 ?
C14 C15 H15 119.5 . . ?
C18 C15 H15 119.5 5_666 . ?
C11 C10 C9 121.2(4) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C5 C4 C3 121.4(4) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?

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
C1 N1 C12 C11 -177.0(3) . . . . ?
C1 N1 C12 C7 3.8(5) . . . . ?
C7 N2 C6 C5 -178.0(3) . . . . ?
C7 N2 C6 C1 1.1(5) . . . . ?
C12 N1 C1 C2 176.7(3) . . . . ?
C12 N1 C1 C6 -3.7(5) . . . . ?
N2 C6 C1 N1 1.2(5) . . . . ?
C5 C6 C1 N1 -179.7(3) . . . . ?
N2 C6 C1 C2 -179.2(3) . . . . ?
C5 C6 C1 C2 -0.1(5) . . . . ?
C6 N2 C7 C8 178.1(3) . . . . ?
C6 N2 C7 C12 -1.0(5) . . . . ?
N1 C12 C7 N2 -1.4(5) . . . . ?
C11 C12 C7 N2 179.5(3) . . . . ?
N1 C12 C7 C8 179.5(3) . . . . ?
C11 C12 C7 C8 0.3(5) . . . . ?
C13 N3 C16 C17 179.6(3) . . . . ?
C13 N3 C16 C13 -0.4(5) . . . 5_666 ?
N2 C6 C5 C4 179.4(3) . . . . ?
C1 C6 C5 C4 0.3(5) . . . . ?
N1 C12 C11 C10 -179.0(3) . . . . ?
C7 C12 C11 C10 0.2(5) . . . . ?
C16 N3 C13 C14 179.4(3) . . . . ?
C16 N3 C13 C16 0.4(5) . . . 5_666 ?
N1 C1 C2 C3 179.5(3) . . . . ?
C6 C1 C2 C3 -0.1(5) . . . . ?
N3 C13 C14 C15 -178.7(3) . . . . ?
C16 C13 C14 C15 0.3(5) 5_666 . . . ?
N3 C16 C17 C18 -179.1(3) . . . . ?
C13 C16 C17 C18 0.8(5) 5_666 . . . ?
C1 C2 C3 C4 0.0(6) . . . . ?
N2 C7 C8 C9 -179.8(3) . . . . ?
C12 C7 C8 C9 -0.7(5) . . . . ?
C7 C8 C9 C10 0.7(6) . . . . ?
C16 C17 C18 C15 -0.2(6) . . . 5_666 ?
C13 C14 C15 C18 -0.9(6) . . . 5_666 ?
C12 C11 C10 C9 -0.3(6) . . . . ?
C8 C9 C10 C11 -0.2(6) . . . . ?
C6 C5 C4 C3 -0.4(6) . . . . ?
C2 C3 C4 C5 0.2(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C8 H8 Cl2 0.93 2.94 3.676(4) 137.0 8_556
N1 H1N1 Cl1 0.851(19) 2.29(2) 3.126(3) 167(4) .
N2 H1N2 Cl2 0.846(18) 2.333(19) 3.175(3) 174(3) 8_556

_refine_diff_density_max         1.043
_refine_diff_density_min         -0.636
_refine_diff_density_rms         0.094

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460816'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
bis(acridinium) tetrabromocadmate(II) 
;
_chemical_name_common            
;
bis(acridinium) tetrabromocadmate(II)
;
_chemical_melting_point          .
_chemical_formula_moiety         '2(C13 H10 N), Br4 Cd'
_chemical_formula_sum            'C26 H20 Br4 Cd N2'
_chemical_formula_weight         792.48

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'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.6262(4)
_cell_length_b                   10.2001(5)
_cell_length_c                   14.7243(7)
_cell_angle_alpha                97.3750(10)
_cell_angle_beta                 93.4720(10)
_cell_angle_gamma                113.2140(10)
_cell_volume                     1307.87(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.012
_exptl_crystal_F_000             756
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    6.963
_shelx_estimated_absorpt_T_min   0.402
_shelx_estimated_absorpt_T_max   0.543
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6066
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            44865
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.203
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5346
_reflns_number_gt                4295
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
X-H bonds were placed from difference Fourier and refined semi-freely
using DFIX 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0278P)²+1.3096P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5346
_refine_ls_number_parameters     306
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0293
_refine_ls_wR_factor_ref         0.0667
_refine_ls_wR_factor_gt          0.0617
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6594(4) -0.0250(4) 0.0737(2) 0.0429(8) Uani 1 1 d . . . . .
C2 C 0.6847(5) -0.1455(4) 0.0337(3) 0.0591(10) Uani 1 1 d . . . . .
H2 H 0.7649 -0.1337 -0.0011 0.071 Uiso 1 1 calc R U . . .
C3 C 0.5907(6) -0.2777(5) 0.0470(3) 0.0688(12) Uani 1 1 d . . . . .
H3 H 0.6070 -0.3575 0.0206 0.083 Uiso 1 1 calc R U . . .
C4 C 0.4705(6) -0.2992(5) 0.0985(3) 0.0726(13) Uani 1 1 d . . . . .
H4 H 0.4082 -0.3926 0.1061 0.087 Uiso 1 1 calc R U . . .
C5 C 0.4420(5) -0.1863(5) 0.1380(3) 0.0637(11) Uani 1 1 d . . . . .
H5 H 0.3605 -0.2025 0.1723 0.076 Uiso 1 1 calc R U . . .
C6 C 0.5380(4) -0.0417(4) 0.1269(2) 0.0453(8) Uani 1 1 d . . . . .
C7 C 0.5178(4) 0.0802(4) 0.1642(2) 0.0496(9) Uani 1 1 d . . . . .
H7 H 0.4389 0.0699 0.2000 0.059 Uiso 1 1 calc R U . . .
C8 C 0.6110(4) 0.2160(4) 0.1499(2) 0.0482(8) Uani 1 1 d . . . . .
C9 C 0.5912(5) 0.3426(5) 0.1853(3) 0.0675(12) Uani 1 1 d . . . . .
H9 H 0.5140 0.3363 0.2219 0.081 Uiso 1 1 calc R U . . .
C10 C 0.6841(6) 0.4724(5) 0.1662(3) 0.0747(13) Uani 1 1 d . . . . .
H10 H 0.6700 0.5549 0.1894 0.090 Uiso 1 1 calc R U . . .
C11 C 0.8013(5) 0.4838(5) 0.1117(3) 0.0733(13) Uani 1 1 d . . . . .
H11 H 0.8637 0.5741 0.0991 0.088 Uiso 1 1 calc R U . . .
C12 C 0.8259(5) 0.3668(4) 0.0770(3) 0.0635(11) Uani 1 1 d . . . . .
H12 H 0.9046 0.3763 0.0411 0.076 Uiso 1 1 calc R U . . .
C13 C 0.7310(4) 0.2305(4) 0.0959(2) 0.0458(8) Uani 1 1 d . . . . .
C14 C 0.3025(4) 0.6852(4) 0.4911(2) 0.0447(8) Uani 1 1 d . . . . .
C15 C 0.3652(4) 0.8164(4) 0.4575(3) 0.0574(10) Uani 1 1 d . . . . .
H15 H 0.3413 0.8935 0.4799 0.069 Uiso 1 1 calc R U . . .
C16 C 0.4601(5) 0.8295(5) 0.3929(3) 0.0687(12) Uani 1 1 d . . . . .
H16 H 0.5023 0.9168 0.3710 0.082 Uiso 1 1 calc R U . . .
C17 C 0.4968(5) 0.7148(5) 0.3576(3) 0.0700(12) Uani 1 1 d . . . . .
H17 H 0.5651 0.7278 0.3140 0.084 Uiso 1 1 calc R U . . .
C18 C 0.4344(5) 0.5850(5) 0.3859(3) 0.0637(11) Uani 1 1 d . . . . .
H18 H 0.4570 0.5085 0.3606 0.076 Uiso 1 1 calc R U . . .
C19 C 0.3348(4) 0.5667(4) 0.4542(2) 0.0482(9) Uani 1 1 d . . . . .
C20 C 0.2668(4) 0.4384(4) 0.4851(2) 0.0443(8) Uani 1 1 d . . . . .
H20 H 0.2872 0.3603 0.4600 0.053 Uiso 1 1 calc R U . . .
C21 C 0.1703(4) 0.4196(4) 0.5510(3) 0.0505(9) Uani 1 1 d . . . . .
C22 C 0.0982(5) 0.2867(5) 0.5821(3) 0.0699(12) Uani 1 1 d . . . . .
H22 H 0.1165 0.2069 0.5581 0.084 Uiso 1 1 calc R U . . .
C23 C 0.0018(5) 0.2754(5) 0.6475(3) 0.0758(13) Uani 1 1 d . . . . .
H23 H -0.0463 0.1871 0.6672 0.091 Uiso 1 1 calc R U . . .
C24 C -0.0261(5) 0.3940(5) 0.6853(3) 0.0692(12) Uani 1 1 d . . . . .
H24 H -0.0922 0.3834 0.7300 0.083 Uiso 1 1 calc R U . . .
C25 C 0.0410(4) 0.5233(5) 0.6582(3) 0.0578(10) Uani 1 1 d . . . . .
H25 H 0.0221 0.6018 0.6843 0.069 Uiso 1 1 calc R U . . .
C26 C 0.1394(4) 0.5385(4) 0.5902(2) 0.0457(8) Uani 1 1 d . . . . .
N1 N 0.7499(3) 0.1097(3) 0.0613(2) 0.0478(7) Uani 1 1 d D . . . .
N2 N 0.2066(4) 0.6667(3) 0.5586(2) 0.0544(8) Uani 1 1 d D . . . .
Br1 Br 0.17196(5) 0.33099(4) 0.16444(3) 0.06249(12) Uani 1 1 d . . . . .
Br2 Br -0.14584(5) 0.04838(5) 0.32025(3) 0.06715(13) Uani 1 1 d . . . . .
Br3 Br 0.32118(5) 0.14190(5) 0.36671(3) 0.06122(12) Uani 1 1 d . . . . .
Br4 Br 0.06689(5) -0.11942(4) 0.12590(3) 0.06200(12) Uani 1 1 d . . . . .
Cd1 Cd 0.09963(3) 0.10698(3) 0.24259(2) 0.04379(8) Uani 1 1 d . . . . .
H1N2 H 0.179(4) 0.738(3) 0.580(3) 0.068(13) Uiso 1 1 d D . . . .
H1N1 H 0.827(3) 0.120(4) 0.031(2) 0.050(11) Uiso 1 1 d 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
C1 N1 1.349(4) . ?
C1 C2 1.409(5) . ?
C1 C6 1.413(5) . ?
C2 C3 1.342(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.383(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.354(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.436(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.383(5) . ?
C7 C8 1.373(5) . ?
C7 H7 0.9300 . ?
C8 C13 1.413(5) . ?
C8 C9 1.417(5) . ?
C9 C10 1.351(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.401(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.350(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.405(5) . ?
C12 H12 0.9300 . ?
C13 N1 1.355(5) . ?
C14 N2 1.377(5) . ?
C14 C15 1.403(5) . ?
C14 C19 1.414(5) . ?
C15 C16 1.342(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.399(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.354(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.410(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.364(5) . ?
C20 C21 1.363(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.409(6) . ?
C21 C26 1.420(5) . ?
C22 C23 1.361(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.395(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.346(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.402(5) . ?
C25 H25 0.9300 . ?
C26 N2 1.368(5) . ?
N1 H1N1 0.863(18) . ?
N2 H1N2 0.898(19) . ?
Br1 Cd1 2.5588(5) . ?
Br2 Cd1 2.5764(5) . ?
Br3 Cd1 2.6033(5) . ?
Br4 Cd1 2.5936(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 120.7(3) . . ?
N1 C1 C6 118.2(3) . . ?
C2 C1 C6 121.1(3) . . ?
C3 C2 C1 118.7(4) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 122.2(4) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 H3 118.9 . . ?
C5 C4 C3 121.0(4) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 119.9(4) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C7 C6 C1 118.7(3) . . ?
C7 C6 C5 124.2(4) . . ?
C1 C6 C5 117.1(3) . . ?
C8 C7 C6 121.9(3) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C7 C8 C13 118.6(3) . . ?
C7 C8 C9 123.3(4) . . ?
C13 C8 C9 118.1(4) . . ?
C10 C9 C8 120.2(4) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 120.6(4) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 121.5(4) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C11 C12 C13 119.0(4) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
N1 C13 C12 121.1(4) . . ?
N1 C13 C8 118.4(3) . . ?
C12 C13 C8 120.5(3) . . ?
N2 C14 C15 121.7(3) . . ?
N2 C14 C19 118.3(3) . . ?
C15 C14 C19 120.0(4) . . ?
C16 C15 C14 119.3(4) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C17 121.4(4) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C18 C17 C16 120.9(4) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C19 119.5(4) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C20 C19 C18 122.4(3) . . ?
C20 C19 C14 118.8(3) . . ?
C18 C19 C14 118.8(4) . . ?
C21 C20 C19 122.9(3) . . ?
C21 C20 H20 118.6 . . ?
C19 C20 H20 118.6 . . ?
C20 C21 C22 123.0(4) . . ?
C20 C21 C26 119.0(3) . . ?
C22 C21 C26 118.0(4) . . ?
C23 C22 C21 119.8(4) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C22 C23 C24 121.2(4) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C25 C24 C23 121.2(4) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C24 C25 C26 119.2(4) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
N2 C26 C25 121.3(3) . . ?
N2 C26 C21 118.1(3) . . ?
C25 C26 C21 120.6(3) . . ?
C1 N1 C13 124.2(3) . . ?
C1 N1 H1N1 118(2) . . ?
C13 N1 H1N1 118(2) . . ?
C26 N2 C14 123.0(3) . . ?
C26 N2 H1N2 117(3) . . ?
C14 N2 H1N2 120(3) . . ?
Br1 Cd1 Br2 113.903(16) . . ?
Br1 Cd1 Br4 111.089(17) . . ?
Br2 Cd1 Br4 108.151(16) . . ?
Br1 Cd1 Br3 109.602(17) . . ?
Br2 Cd1 Br3 108.484(18) . . ?
Br4 Cd1 Br3 105.217(16) . . ?

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
N1 C1 C2 C3 -179.2(4) . . . . ?
C6 C1 C2 C3 0.0(5) . . . . ?
C1 C2 C3 C4 -0.1(6) . . . . ?
C2 C3 C4 C5 0.1(7) . . . . ?
C3 C4 C5 C6 -0.2(6) . . . . ?
N1 C1 C6 C7 -0.4(5) . . . . ?
C2 C1 C6 C7 -179.7(3) . . . . ?
N1 C1 C6 C5 179.2(3) . . . . ?
C2 C1 C6 C5 -0.1(5) . . . . ?
C4 C5 C6 C7 179.7(4) . . . . ?
C4 C5 C6 C1 0.2(5) . . . . ?
C1 C6 C7 C8 0.9(5) . . . . ?
C5 C6 C7 C8 -178.6(3) . . . . ?
C6 C7 C8 C13 -0.3(5) . . . . ?
C6 C7 C8 C9 178.4(3) . . . . ?
C7 C8 C9 C10 -177.8(4) . . . . ?
C13 C8 C9 C10 0.9(6) . . . . ?
C8 C9 C10 C11 -0.3(6) . . . . ?
C9 C10 C11 C12 -0.3(7) . . . . ?
C10 C11 C12 C13 0.3(6) . . . . ?
C11 C12 C13 N1 178.9(4) . . . . ?
C11 C12 C13 C8 0.3(6) . . . . ?
C7 C8 C13 N1 -0.7(5) . . . . ?
C9 C8 C13 N1 -179.6(3) . . . . ?
C7 C8 C13 C12 177.9(3) . . . . ?
C9 C8 C13 C12 -0.9(5) . . . . ?
N2 C14 C15 C16 178.9(3) . . . . ?
C19 C14 C15 C16 -2.5(5) . . . . ?
C14 C15 C16 C17 0.6(6) . . . . ?
C15 C16 C17 C18 1.8(7) . . . . ?
C16 C17 C18 C19 -2.1(6) . . . . ?
C17 C18 C19 C20 179.2(4) . . . . ?
C17 C18 C19 C14 0.2(5) . . . . ?
N2 C14 C19 C20 1.7(5) . . . . ?
C15 C14 C19 C20 -177.0(3) . . . . ?
N2 C14 C19 C18 -179.3(3) . . . . ?
C15 C14 C19 C18 2.1(5) . . . . ?
C18 C19 C20 C21 -179.9(3) . . . . ?
C14 C19 C20 C21 -0.9(5) . . . . ?
C19 C20 C21 C22 179.1(4) . . . . ?
C19 C20 C21 C26 -0.5(5) . . . . ?
C20 C21 C22 C23 -179.2(4) . . . . ?
C26 C21 C22 C23 0.3(6) . . . . ?
C21 C22 C23 C24 -0.7(7) . . . . ?
C22 C23 C24 C25 0.3(7) . . . . ?
C23 C24 C25 C26 0.6(6) . . . . ?
C24 C25 C26 N2 178.0(3) . . . . ?
C24 C25 C26 C21 -0.9(5) . . . . ?
C20 C21 C26 N2 1.1(5) . . . . ?
C22 C21 C26 N2 -178.5(3) . . . . ?
C20 C21 C26 C25 -179.9(3) . . . . ?
C22 C21 C26 C25 0.5(5) . . . . ?
C2 C1 N1 C13 178.6(3) . . . . ?
C6 C1 N1 C13 -0.7(5) . . . . ?
C12 C13 N1 C1 -177.4(3) . . . . ?
C8 C13 N1 C1 1.3(5) . . . . ?
C25 C26 N2 C14 -179.2(3) . . . . ?
C21 C26 N2 C14 -0.3(5) . . . . ?
C15 C14 N2 C26 177.5(3) . . . . ?
C19 C14 N2 C26 -1.1(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H1N2 Br2 0.898(19) 2.61(2) 3.480(3) 165(3) 2_566
N1 H1N1 Br4 0.863(18) 2.59(2) 3.353(3) 148(3) 2_655

_refine_diff_density_max         1.212
_refine_diff_density_min         -0.772
_refine_diff_density_rms         0.080

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460817'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
bis(acridinium) tetrachlorocadmate (II)
;
_chemical_name_common            
;
bis(acridinium) tetrachlorocadmate (II)
;
_chemical_melting_point          .
_chemical_formula_moiety         '2(C13 H10 N), Cd Cl4'
_chemical_formula_sum            'C26 H20 Cd Cl4 N2'
_chemical_formula_weight         614.64

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'
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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.8432(16)
_cell_length_b                   10.2106(12)
_cell_length_c                   18.821(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.326(5)
_cell_angle_gamma                90
_cell_volume                     2466.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_F_000             1224
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.278
_exptl_crystal_size_mid          0.262
_exptl_crystal_size_min          0.048
_exptl_absorpt_coefficient_mu    1.337
_shelx_estimated_absorpt_T_min   0.708
_shelx_estimated_absorpt_T_max   0.939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6609
_exptl_absorpt_correction_T_max  0.7475
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            43847
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.166
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2548
_reflns_number_gt                2485
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
 Refined as a 2-component twin. X-H hydrogen was placed using AFIX instead
of placing from difference Fourier map, which yielded, after semi-free 
refinement yielded unsensical bond angle
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0561P)²+117.2808P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2548
_refine_ls_number_parameters     151
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0781
_refine_ls_R_factor_gt           0.0765
_refine_ls_wR_factor_ref         0.2121
_refine_ls_wR_factor_gt          0.2109
_refine_ls_goodness_of_fit_ref   1.212
_refine_ls_restrained_S_all      1.212
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3447(8) 0.1144(10) 0.4369(5) 0.023(2) Uani 1 1 d . . . . .
C2 C 0.3020(9) 0.0990(11) 0.3670(6) 0.029(2) Uani 1 1 d . . . . .
H2 H 0.3419 0.1156 0.3278 0.035 Uiso 1 1 calc R U . . .
C3 C 0.2008(10) 0.0591(11) 0.3583(6) 0.033(2) Uani 1 1 d . . . . .
H3 H 0.1716 0.0507 0.3125 0.040 Uiso 1 1 calc R U . . .
C4 C 0.1402(9) 0.0309(11) 0.4158(6) 0.031(2) Uani 1 1 d . . . . .
H4 H 0.0718 0.0031 0.4077 0.038 Uiso 1 1 calc R U . . .
C5 C 0.1794(8) 0.0433(11) 0.4844(6) 0.028(2) Uani 1 1 d . . . . .
H5 H 0.1379 0.0241 0.5225 0.033 Uiso 1 1 calc R U . . .
C6 C 0.2837(8) 0.0857(9) 0.4966(5) 0.0212(19) Uani 1 1 d . . . . .
C7 C 0.3293(8) 0.0997(10) 0.5646(5) 0.023(2) Uani 1 1 d . . . . .
H7 H 0.2907 0.0800 0.6039 0.028 Uiso 1 1 calc R U . . .
C8 C 0.4315(8) 0.1425(10) 0.5747(5) 0.023(2) Uani 1 1 d . . . . .
C9 C 0.4812(10) 0.1612(10) 0.6443(5) 0.034(3) Uani 1 1 d . . . . .
H9 H 0.4453 0.1413 0.6848 0.041 Uiso 1 1 calc R U . . .
C10 C 0.5789(10) 0.2070(12) 0.6504(6) 0.037(3) Uani 1 1 d . . . . .
H10 H 0.6100 0.2183 0.6954 0.045 Uiso 1 1 calc R U . . .
C11 C 0.6360(9) 0.2389(12) 0.5897(6) 0.034(2) Uani 1 1 d . . . . .
H11 H 0.7032 0.2722 0.5953 0.041 Uiso 1 1 calc R U . . .
C12 C 0.5921(8) 0.2205(11) 0.5226(6) 0.027(2) Uani 1 1 d . . . . .
H12 H 0.6300 0.2387 0.4827 0.033 Uiso 1 1 calc R U . . .
C13 C 0.4897(8) 0.1740(10) 0.5150(5) 0.0223(18) Uani 1 1 d . . . . .
N1 N 0.4448(7) 0.1555(8) 0.4486(4) 0.0226(17) Uani 1 1 d . . . . .
H1 H 0.4817 0.1708 0.4124 0.027 Uiso 1 1 calc R U . . .
Cl1 Cl 0.60930(19) 0.1727(3) 0.32654(13) 0.0291(6) Uani 1 1 d . . . . .
Cl2 Cl 0.3886(2) 0.4431(3) 0.32668(13) 0.0302(6) Uani 1 1 d . . . . .
Cd1 Cd 0.5000 0.31881(10) 0.2500 0.0191(3) Uani 1 2 d S T P . .


_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
C1 N1 1.361(13) . ?
C1 C2 1.414(14) . ?
C1 C6 1.428(13) . ?
C2 C3 1.365(16) . ?
C2 H2 0.9300 . ?
C3 C4 1.390(16) . ?
C3 H3 0.9300 . ?
C4 C5 1.372(15) . ?
C4 H4 0.9300 . ?
C5 C6 1.418(15) . ?
C5 H5 0.9300 . ?
C6 C7 1.392(14) . ?
C7 C8 1.389(14) . ?
C7 H7 0.9300 . ?
C8 C13 1.411(13) . ?
C8 C9 1.446(14) . ?
C9 C10 1.340(18) . ?
C9 H9 0.9300 . ?
C10 C11 1.420(17) . ?
C10 H10 0.9300 . ?
C11 C12 1.374(15) . ?
C11 H11 0.9300 . ?
C12 C13 1.400(14) . ?
C12 H12 0.9300 . ?
C13 N1 1.368(12) . ?
N1 H1 0.8600 . ?
Cl1 Cd1 2.471(2) . ?
Cl2 Cd1 2.430(2) . ?
Cd1 Cl2 2.430(2) 2_655 ?
Cd1 Cl1 2.471(2) 2_655 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 120.9(9) . . ?
N1 C1 C6 118.7(9) . . ?
C2 C1 C6 120.4(10) . . ?
C3 C2 C1 118.5(10) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 121.9(10) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C5 C4 C3 121.3(10) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 C6 119.2(10) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C7 C6 C5 122.7(9) . . ?
C7 C6 C1 118.6(9) . . ?
C5 C6 C1 118.7(9) . . ?
C8 C7 C6 121.2(9) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C13 119.4(9) . . ?
C7 C8 C9 123.0(9) . . ?
C13 C8 C9 117.6(10) . . ?
C10 C9 C8 120.0(10) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C11 121.6(10) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
C12 C11 C10 120.1(11) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 119.2(10) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
N1 C13 C12 119.9(8) . . ?
N1 C13 C8 118.6(9) . . ?
C12 C13 C8 121.5(9) . . ?
C1 N1 C13 123.4(8) . . ?
C1 N1 H1 118.3 . . ?
C13 N1 H1 118.3 . . ?
Cl2 Cd1 Cl2 117.07(14) 2_655 . ?
Cl2 Cd1 Cl1 109.10(9) 2_655 . ?
Cl2 Cd1 Cl1 107.64(9) . . ?
Cl2 Cd1 Cl1 107.64(9) 2_655 2_655 ?
Cl2 Cd1 Cl1 109.09(9) . 2_655 ?
Cl1 Cd1 Cl1 105.73(13) . 2_655 ?

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
N1 C1 C2 C3 -179.1(10) . . . . ?
C6 C1 C2 C3 1.5(16) . . . . ?
C1 C2 C3 C4 -1.4(17) . . . . ?
C2 C3 C4 C5 0.7(18) . . . . ?
C3 C4 C5 C6 0.0(17) . . . . ?
C4 C5 C6 C7 -179.5(10) . . . . ?
C4 C5 C6 C1 0.1(15) . . . . ?
N1 C1 C6 C7 -0.6(14) . . . . ?
C2 C1 C6 C7 178.8(10) . . . . ?
N1 C1 C6 C5 179.7(9) . . . . ?
C2 C1 C6 C5 -0.8(15) . . . . ?
C5 C6 C7 C8 -179.5(10) . . . . ?
C1 C6 C7 C8 0.9(15) . . . . ?
C6 C7 C8 C13 0.8(15) . . . . ?
C6 C7 C8 C9 178.6(10) . . . . ?
C7 C8 C9 C10 -177.7(11) . . . . ?
C13 C8 C9 C10 0.1(16) . . . . ?
C8 C9 C10 C11 0.2(18) . . . . ?
C9 C10 C11 C12 -1.3(19) . . . . ?
C10 C11 C12 C13 1.9(17) . . . . ?
C11 C12 C13 N1 179.8(10) . . . . ?
C11 C12 C13 C8 -1.6(16) . . . . ?
C7 C8 C13 N1 -2.9(15) . . . . ?
C9 C8 C13 N1 179.2(9) . . . . ?
C7 C8 C13 C12 178.5(10) . . . . ?
C9 C8 C13 C12 0.6(15) . . . . ?
C2 C1 N1 C13 179.0(10) . . . . ?
C6 C1 N1 C13 -1.6(14) . . . . ?
C12 C13 N1 C1 -178.0(10) . . . . ?
C8 C13 N1 C1 3.4(14) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 Cl1 0.86 2.35 3.189(8) 165.8 .

_refine_diff_density_max         4.420
_refine_diff_density_min         -1.331
_refine_diff_density_rms         0.243

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460818'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
bis(quinolinium) tetracholoromercurate(II) monohydrate
;
_chemical_name_common            
;
bis(quinolinium) tetracholoromercurate(II) monohydrate
;
_chemical_melting_point          .
_chemical_formula_moiety         
;
2(C9 H8 N), Cl4 Hg, 2(H2 O)
;
_chemical_formula_sum            'C18 H20 Cl4 Hg N2 O2'
_chemical_formula_weight         638.75

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.0377(9)
_cell_length_b                   9.9002(7)
_cell_length_c                   18.3254(13)
_cell_angle_alpha                90
_cell_angle_beta                 100.720(2)
_cell_angle_gamma                90
_cell_volume                     2145.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.977
_exptl_crystal_F_000             1224
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.152
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.083
_exptl_absorpt_coefficient_mu    7.687
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5244
_exptl_absorpt_correction_T_max  0.7479
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            40959
_diffrn_reflns_av_unetI/netI     0.0110
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.262
_diffrn_reflns_theta_max         26.360
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2196
_reflns_number_gt                2148
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
Water hydrogens were placed with 'CALC-OH' (Nardelli, 1999),
and refined freely.X-H hydrogen atom semi-freely refined usine
DFIX.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0155P)²+2.1707P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2196
_refine_ls_number_parameters     135
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0127
_refine_ls_R_factor_gt           0.0119
_refine_ls_wR_factor_ref         0.0295
_refine_ls_wR_factor_gt          0.0292
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.094
_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_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
Hg1 Hg 0.5000 0.35173(2) 0.2500 0.02326(4) Uani 1 2 d S T P . .
Cl1 Cl 0.33516(4) 0.20697(5) 0.19212(3) 0.02728(10) Uani 1 1 d . . . . .
Cl2 Cl 0.42580(4) 0.47767(5) 0.34450(3) 0.03046(11) Uani 1 1 d . . . . .
C1 C 0.37230(16) 0.12281(17) 0.52991(10) 0.0195(4) Uani 1 1 d . . . . .
N1 N 0.43656(15) 0.15263(15) 0.59819(9) 0.0220(3) Uani 1 1 d D . . . .
O1 O 0.15219(14) 0.3915(2) 0.27680(8) 0.0291(3) Uani 1 1 d . . . . .
C6 C 0.41895(17) 0.14917(17) 0.46616(10) 0.0200(4) Uani 1 1 d . . . . .
C9 C 0.53966(17) 0.20320(19) 0.60666(11) 0.0249(4) Uani 1 1 d . . . . .
H9 H 0.5798 0.2213 0.6541 0.030 Uiso 1 1 calc R U . . .
C2 C 0.26309(16) 0.06933(19) 0.52430(11) 0.0252(4) Uani 1 1 d . . . . .
H2 H 0.2334 0.0521 0.5667 0.030 Uiso 1 1 calc R U . . .
C3 C 0.20127(17) 0.0431(2) 0.45550(12) 0.0294(4) Uani 1 1 d . . . . .
H3 H 0.1288 0.0078 0.4512 0.035 Uiso 1 1 calc R U . . .
C5 C 0.35190(18) 0.12002(19) 0.39593(11) 0.0248(4) Uani 1 1 d . . . . .
H5 H 0.3806 0.1359 0.3530 0.030 Uiso 1 1 calc R U . . .
C4 C 0.24570(18) 0.0689(2) 0.39087(11) 0.0290(4) Uani 1 1 d . . . . .
H4 H 0.2021 0.0508 0.3444 0.035 Uiso 1 1 calc R U . . .
C8 C 0.58873(17) 0.22959(19) 0.54511(11) 0.0253(4) Uani 1 1 d . . . . .
H8 H 0.6615 0.2649 0.5513 0.030 Uiso 1 1 calc R U . . .
C7 C 0.52920(16) 0.20329(19) 0.47560(11) 0.0229(4) Uani 1 1 d . . . . .
H7 H 0.5615 0.2211 0.4343 0.028 Uiso 1 1 calc R U . . .
H1N1 H 0.407(2) 0.139(2) 0.6363(11) 0.029(6) Uiso 1 1 d D . . . .
H1O1 H 0.165(3) 0.464(4) 0.2790(18) 0.052(10) Uiso 1 1 d . . . . .
H2O1 H 0.207(3) 0.360(3) 0.2731(19) 0.054(10) 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
Hg1 Cl2 2.4345(5) 2_655 ?
Hg1 Cl2 2.4345(5) . ?
Hg1 Cl1 2.5166(5) 2_655 ?
Hg1 Cl1 2.5166(5) . ?
C1 N1 1.375(3) . ?
C1 C2 1.403(3) . ?
C1 C6 1.411(3) . ?
N1 C9 1.320(3) . ?
N1 H1N1 0.853(17) . ?
O1 H1O1 0.73(3) . ?
O1 H2O1 0.74(4) . ?
C6 C7 1.412(3) . ?
C6 C5 1.416(3) . ?
C9 C8 1.392(3) . ?
C9 H9 0.9300 . ?
C2 C3 1.364(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.411(3) . ?
C3 H3 0.9300 . ?
C5 C4 1.362(3) . ?
C5 H5 0.9300 . ?
C4 H4 0.9300 . ?
C8 C7 1.365(3) . ?
C8 H8 0.9300 . ?
C7 H7 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
Cl2 Hg1 Cl2 118.38(3) 2_655 . ?
Cl2 Hg1 Cl1 103.099(17) 2_655 2_655 ?
Cl2 Hg1 Cl1 110.896(17) . 2_655 ?
Cl2 Hg1 Cl1 110.898(17) 2_655 . ?
Cl2 Hg1 Cl1 103.099(17) . . ?
Cl1 Hg1 Cl1 110.58(2) 2_655 . ?
N1 C1 C2 120.56(17) . . ?
N1 C1 C6 118.05(17) . . ?
C2 C1 C6 121.39(18) . . ?
C9 N1 C1 123.07(17) . . ?
C9 N1 H1N1 119.5(17) . . ?
C1 N1 H1N1 117.4(17) . . ?
H1O1 O1 H2O1 103(3) . . ?
C1 C6 C7 118.59(17) . . ?
C1 C6 C5 117.86(18) . . ?
C7 C6 C5 123.55(18) . . ?
N1 C9 C8 120.48(18) . . ?
N1 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C3 C2 C1 118.81(18) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 120.98(19) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C4 C5 C6 120.45(18) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C4 C3 120.51(18) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C7 C8 C9 119.48(18) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C8 C7 C6 120.33(18) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?

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
C2 C1 N1 C9 -179.92(17) . . . . ?
C6 C1 N1 C9 -0.7(3) . . . . ?
N1 C1 C6 C7 0.6(2) . . . . ?
C2 C1 C6 C7 179.86(16) . . . . ?
N1 C1 C6 C5 -179.17(16) . . . . ?
C2 C1 C6 C5 0.1(3) . . . . ?
C1 N1 C9 C8 0.2(3) . . . . ?
N1 C1 C2 C3 178.94(17) . . . . ?
C6 C1 C2 C3 -0.3(3) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C1 C6 C5 C4 0.3(3) . . . . ?
C7 C6 C5 C4 -179.46(18) . . . . ?
C6 C5 C4 C3 -0.5(3) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
N1 C9 C8 C7 0.3(3) . . . . ?
C9 C8 C7 C6 -0.3(3) . . . . ?
C1 C6 C7 C8 -0.2(3) . . . . ?
C5 C6 C7 C8 179.63(18) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C9 H9 O1 0.93 2.52 3.296(2) 141.5 8_556
C2 H2 Cl2 0.93 2.75 3.6334(19) 158.9 7_556
N1 H1N1 O1 0.853(17) 1.885(17) 2.737(2) 177(3) 7_556
O1 H1O1 Cl1 0.73(3) 2.46(3) 3.173(2) 164(3) 4
O1 H2O1 Cl1 0.74(4) 2.78(4) 3.4450(19) 150(3) .
O1 H2O1 Cl2 0.74(4) 2.95(4) 3.4051(17) 122(3) .

_refine_diff_density_max         0.676
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.061

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460819'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
tris(acridine) aqua-diiodo-O-ipropanol-zinc(II)
;
_chemical_name_common            
;
tris(acridine) aqua-diiodo-O-ipropanol-zinc(II)
;
_chemical_melting_point          .
_chemical_formula_moiety         
;
3(C13 H9 N), C3 H10 I2 O2 Zn
;
_chemical_formula_sum            'C42 H37 I2 N3 O2 Zn'
_chemical_formula_weight         934.91

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'
Zn Zn 0.2839 1.4301 '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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.4956(3)
_cell_length_b                   21.8349(7)
_cell_length_c                   15.5772(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.7720(10)
_cell_angle_gamma                90
_cell_volume                     3901.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_F_000             1848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.448
_exptl_crystal_size_mid          0.306
_exptl_crystal_size_min          0.224
_exptl_absorpt_coefficient_mu    2.250
_shelx_estimated_absorpt_T_min   0.432
_shelx_estimated_absorpt_T_max   0.633
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5554
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            96261
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.275
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7976
_reflns_number_gt                6053
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
Water and hydroxyl hydrogen atoms were placed from the difference
Fourier map and refined semi-freely using DFIX
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0381P)²+4.3803P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7976
_refine_ls_number_parameters     465
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.0951
_refine_ls_wR_factor_gt          0.0847
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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_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
C1 C 0.5397(4) 0.47251(17) 0.3762(2) 0.0653(10) Uani 1 1 d . . . . .
C2 C 0.4402(4) 0.4985(2) 0.3312(3) 0.0811(12) Uani 1 1 d . . . . .
H2 H 0.4495 0.5264 0.2869 0.097 Uiso 1 1 calc R U . . .
C3 C 0.3321(5) 0.4829(3) 0.3525(4) 0.0974(15) Uani 1 1 d . . . . .
H3 H 0.2675 0.5004 0.3230 0.117 Uiso 1 1 calc R U . . .
C4 C 0.3160(5) 0.4402(3) 0.4193(4) 0.1051(18) Uani 1 1 d . . . . .
H4 H 0.2411 0.4297 0.4331 0.126 Uiso 1 1 calc R U . . .
C5 C 0.4077(6) 0.4152(2) 0.4623(4) 0.1007(17) Uani 1 1 d . . . . .
H5 H 0.3956 0.3874 0.5061 0.121 Uiso 1 1 calc R U . . .
C6 C 0.5231(4) 0.42966(19) 0.4433(3) 0.0763(12) Uani 1 1 d . . . . .
C7 C 0.6218(5) 0.4056(2) 0.4855(3) 0.0889(15) Uani 1 1 d . . . . .
H7 H 0.6134 0.3776 0.5297 0.107 Uiso 1 1 calc R U . . .
C8 C 0.7324(5) 0.42140(18) 0.4646(3) 0.0752(11) Uani 1 1 d . . . . .
C9 C 0.8365(6) 0.3980(2) 0.5062(3) 0.0977(16) Uani 1 1 d . . . . .
H9 H 0.8320 0.3698 0.5506 0.117 Uiso 1 1 calc R U . . .
C10 C 0.9413(6) 0.4158(3) 0.4824(4) 0.1044(17) Uani 1 1 d . . . . .
H10 H 1.0087 0.3993 0.5096 0.125 Uiso 1 1 calc R U . . .
C11 C 0.9495(5) 0.4589(2) 0.4170(3) 0.0880(13) Uani 1 1 d . . . . .
H11 H 1.0226 0.4715 0.4018 0.106 Uiso 1 1 calc R U . . .
C12 C 0.8530(4) 0.4825(2) 0.3754(3) 0.0738(11) Uani 1 1 d . . . . .
H12 H 0.8605 0.5109 0.3315 0.089 Uiso 1 1 calc R U . . .
C13 C 0.7407(4) 0.46470(16) 0.3976(2) 0.0628(9) Uani 1 1 d . . . . .
C14 C 0.6714(4) 0.37164(17) 0.2153(2) 0.0668(10) Uani 1 1 d . . . . .
C15 C 0.5601(4) 0.3906(2) 0.1826(3) 0.0839(13) Uani 1 1 d . . . . .
H15 H 0.5537 0.4218 0.1420 0.101 Uiso 1 1 calc R U . . .
C16 C 0.4626(5) 0.3643(3) 0.2092(4) 0.1029(17) Uani 1 1 d . . . . .
H16 H 0.3901 0.3773 0.1862 0.124 Uiso 1 1 calc R U . . .
C17 C 0.4688(6) 0.3182(3) 0.2700(4) 0.117(2) Uani 1 1 d . . . . .
H17 H 0.4003 0.3014 0.2882 0.141 Uiso 1 1 calc R U . . .
C18 C 0.5713(7) 0.2974(2) 0.3030(4) 0.1060(18) Uani 1 1 d . . . . .
H18 H 0.5737 0.2660 0.3434 0.127 Uiso 1 1 calc R U . . .
C19 C 0.6780(5) 0.32332(19) 0.2764(3) 0.0788(12) Uani 1 1 d . . . . .
C20 C 0.7856(6) 0.30478(19) 0.3077(3) 0.0896(15) Uani 1 1 d . . . . .
H20 H 0.7920 0.2731 0.3475 0.107 Uiso 1 1 calc R U . . .
C21 C 0.8853(5) 0.33205(18) 0.2814(3) 0.0766(12) Uani 1 1 d . . . . .
C22 C 0.9980(6) 0.3154(3) 0.3132(4) 0.1015(17) Uani 1 1 d . . . . .
H22 H 1.0072 0.2841 0.3535 0.122 Uiso 1 1 calc R U . . .
C23 C 1.0909(6) 0.3433(3) 0.2870(4) 0.110(2) Uani 1 1 d . . . . .
H23 H 1.1645 0.3310 0.3087 0.132 Uiso 1 1 calc R U . . .
C24 C 1.0809(5) 0.3915(3) 0.2265(4) 0.1036(17) Uani 1 1 d . . . . .
H24 H 1.1476 0.4106 0.2091 0.124 Uiso 1 1 calc R U . . .
C25 C 0.9723(4) 0.4102(2) 0.1931(3) 0.0835(12) Uani 1 1 d . . . . .
H25 H 0.9657 0.4420 0.1534 0.100 Uiso 1 1 calc R U . . .
C26 C 0.8719(4) 0.38087(17) 0.2199(2) 0.0661(10) Uani 1 1 d . . . . .
C27 C 0.3318(3) 0.28930(16) 0.6215(2) 0.0608(9) Uani 1 1 d . . . . .
C28 C 0.2105(4) 0.2982(2) 0.6174(3) 0.0783(11) Uani 1 1 d . . . . .
H28 H 0.1776 0.3249 0.6555 0.094 Uiso 1 1 calc R U . . .
C29 C 0.1406(5) 0.2672(2) 0.5568(4) 0.0999(16) Uani 1 1 d . . . . .
H29 H 0.0602 0.2724 0.5547 0.120 Uiso 1 1 calc R U . . .
C30 C 0.1904(6) 0.2277(3) 0.4983(4) 0.1105(19) Uani 1 1 d . . . . .
H30 H 0.1421 0.2076 0.4571 0.133 Uiso 1 1 calc R U . . .
C31 C 0.3045(6) 0.2183(2) 0.5002(3) 0.1017(16) Uani 1 1 d . . . . .
H31 H 0.3346 0.1916 0.4608 0.122 Uiso 1 1 calc R U . . .
C32 C 0.3814(4) 0.24844(17) 0.5616(2) 0.0723(11) Uani 1 1 d . . . . .
C33 C 0.5008(5) 0.24026(19) 0.5680(3) 0.0786(12) Uani 1 1 d . . . . .
H33 H 0.5345 0.2139 0.5298 0.094 Uiso 1 1 calc R U . . .
C34 C 0.5708(4) 0.27014(18) 0.6292(3) 0.0686(10) Uani 1 1 d . . . . .
C35 C 0.6961(4) 0.2642(2) 0.6388(3) 0.0875(14) Uani 1 1 d . . . . .
H35 H 0.7343 0.2381 0.6028 0.105 Uiso 1 1 calc R U . . .
C36 C 0.7574(4) 0.2963(3) 0.6999(4) 0.0959(15) Uani 1 1 d . . . . .
H36 H 0.8383 0.2932 0.7043 0.115 Uiso 1 1 calc R U . . .
C37 C 0.7027(4) 0.3341(2) 0.7566(3) 0.0879(13) Uani 1 1 d . . . . .
H37 H 0.7474 0.3547 0.7993 0.105 Uiso 1 1 calc R U . . .
C38 C 0.5858(3) 0.34128(19) 0.7508(3) 0.0724(11) Uani 1 1 d . . . . .
H38 H 0.5511 0.3670 0.7893 0.087 Uiso 1 1 calc R U . . .
C39 C 0.5150(3) 0.30992(16) 0.6863(2) 0.0580(8) Uani 1 1 d . . . . .
C40 C 0.7553(6) 0.4768(2) 0.0003(3) 0.1021(17) Uani 1 1 d . . . . .
H40 H 0.7958 0.4375 0.0080 0.122 Uiso 1 1 calc R U . . .
C41 C 0.6472(7) 0.4615(4) -0.0439(4) 0.185(4) Uani 1 1 d . . . . .
H41A H 0.6165 0.4251 -0.0192 0.278 Uiso 1 1 calc R U . . .
H41B H 0.6590 0.4544 -0.1035 0.278 Uiso 1 1 calc R U . . .
H41C H 0.5931 0.4946 -0.0389 0.278 Uiso 1 1 calc R U . . .
C42 C 0.8335(6) 0.5138(4) -0.0441(4) 0.157(3) Uani 1 1 d . . . . .
H42A H 0.9033 0.5205 -0.0080 0.235 Uiso 1 1 calc R U . . .
H42B H 0.7973 0.5524 -0.0584 0.235 Uiso 1 1 calc R U . . .
H42C H 0.8528 0.4933 -0.0958 0.235 Uiso 1 1 calc R U . . .
N1 N 0.6464(3) 0.48908(14) 0.35474(18) 0.0618(8) Uani 1 1 d . . . . .
N2 N 0.7667(3) 0.39965(13) 0.1881(2) 0.0636(8) Uani 1 1 d . . . . .
N3 N 0.3992(3) 0.31952(13) 0.68144(18) 0.0570(7) Uani 1 1 d . . . . .
Zn1 Zn 0.75750(4) 0.58260(2) 0.13297(2) 0.05398(11) Uani 1 1 d . . . . .
I1 I 0.64563(3) 0.65958(2) 0.03538(2) 0.07850(11) Uani 1 1 d . . . . .
I2 I 0.97016(3) 0.60678(2) 0.17962(3) 0.09720(13) Uani 1 1 d . . . . .
O1 O 0.6663(2) 0.57625(12) 0.23480(16) 0.0633(6) Uani 1 1 d D . . . .
O2 O 0.7406(3) 0.49753(11) 0.08661(16) 0.0660(7) Uani 1 1 d D . . . .
H1O1 H 0.653(4) 0.6112(13) 0.261(3) 0.092(15) Uiso 1 1 d D . . . .
H2O1 H 0.666(4) 0.5468(16) 0.273(2) 0.104(17) Uiso 1 1 d D . . . .
H1O2 H 0.744(5) 0.4640(15) 0.119(3) 0.118(19) Uiso 1 1 d 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
C1 N1 1.343(5) . ?
C1 C2 1.420(6) . ?
C1 C6 1.425(5) . ?
C2 C3 1.351(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.418(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.328(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.414(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.377(7) . ?
C7 C8 1.377(7) . ?
C7 H7 0.9300 . ?
C8 C13 1.416(5) . ?
C8 C9 1.419(7) . ?
C9 C10 1.341(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.395(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.350(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.413(6) . ?
C12 H12 0.9300 . ?
C13 N1 1.346(5) . ?
C14 N2 1.348(5) . ?
C14 C15 1.408(6) . ?
C14 C19 1.420(6) . ?
C15 C16 1.349(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.379(9) . ?
C16 H16 0.9300 . ?
C17 C18 1.334(9) . ?
C17 H17 0.9300 . ?
C18 C19 1.436(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.361(7) . ?
C20 C21 1.377(7) . ?
C20 H20 0.9300 . ?
C21 C22 1.405(7) . ?
C21 C26 1.435(6) . ?
C22 C23 1.317(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.412(8) . ?
C23 H23 0.9300 . ?
C24 C25 1.383(7) . ?
C24 H24 0.9300 . ?
C25 C26 1.407(6) . ?
C25 H25 0.9300 . ?
C26 N2 1.341(5) . ?
C27 N3 1.346(5) . ?
C27 C28 1.405(6) . ?
C27 C32 1.437(5) . ?
C28 C29 1.376(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.403(8) . ?
C29 H29 0.9300 . ?
C30 C31 1.326(8) . ?
C30 H30 0.9300 . ?
C31 C32 1.420(7) . ?
C31 H31 0.9300 . ?
C32 C33 1.381(6) . ?
C33 C34 1.372(6) . ?
C33 H33 0.9300 . ?
C34 C39 1.425(5) . ?
C34 C35 1.444(6) . ?
C35 C36 1.344(7) . ?
C35 H35 0.9300 . ?
C36 C37 1.388(7) . ?
C36 H36 0.9300 . ?
C37 C38 1.350(6) . ?
C37 H37 0.9300 . ?
C38 C39 1.426(6) . ?
C38 H38 0.9300 . ?
C39 N3 1.345(5) . ?
C40 C41 1.420(8) . ?
C40 C42 1.421(8) . ?
C40 O2 1.438(5) . ?
C40 H40 0.9800 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
Zn1 O1 1.963(2) . ?
Zn1 O2 1.998(2) . ?
Zn1 I1 2.5559(5) . ?
Zn1 I2 2.5592(5) . ?
O1 H1O1 0.886(19) . ?
O1 H2O1 0.880(19) . ?
O2 H1O2 0.886(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 119.2(4) . . ?
N1 C1 C6 121.9(4) . . ?
C2 C1 C6 118.9(4) . . ?
C3 C2 C1 120.0(5) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 120.9(5) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 120.1(5) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 121.9(5) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C7 C6 C5 124.7(5) . . ?
C7 C6 C1 117.1(4) . . ?
C5 C6 C1 118.2(5) . . ?
C6 C7 C8 122.4(4) . . ?
C6 C7 H7 118.8 . . ?
C8 C7 H7 118.8 . . ?
C7 C8 C13 116.8(4) . . ?
C7 C8 C9 124.5(4) . . ?
C13 C8 C9 118.7(5) . . ?
C10 C9 C8 121.1(5) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C9 C10 C11 120.1(5) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C12 C11 C10 121.1(5) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 120.8(4) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
N1 C13 C12 119.3(3) . . ?
N1 C13 C8 122.6(4) . . ?
C12 C13 C8 118.2(4) . . ?
N2 C14 C15 119.5(4) . . ?
N2 C14 C19 122.7(4) . . ?
C15 C14 C19 117.9(4) . . ?
C16 C15 C14 121.2(5) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C15 C16 C17 121.0(6) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C18 C17 C16 121.1(6) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C17 C18 C19 120.3(5) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C20 C19 C14 117.9(4) . . ?
C20 C19 C18 123.6(5) . . ?
C14 C19 C18 118.5(5) . . ?
C19 C20 C21 121.3(4) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C20 C21 C22 123.3(5) . . ?
C20 C21 C26 117.7(4) . . ?
C22 C21 C26 118.9(5) . . ?
C23 C22 C21 121.2(6) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C22 C23 C24 121.3(6) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C25 C24 C23 120.2(6) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 119.4(5) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 H25 120.3 . . ?
N2 C26 C25 119.3(4) . . ?
N2 C26 C21 121.9(4) . . ?
C25 C26 C21 118.9(4) . . ?
N3 C27 C28 119.2(4) . . ?
N3 C27 C32 121.3(4) . . ?
C28 C27 C32 119.4(4) . . ?
C29 C28 C27 119.8(5) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C28 C29 C30 120.2(5) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C31 C30 C29 121.6(5) . . ?
C31 C30 H30 119.2 . . ?
C29 C30 H30 119.2 . . ?
C30 C31 C32 121.1(5) . . ?
C30 C31 H31 119.5 . . ?
C32 C31 H31 119.5 . . ?
C33 C32 C31 124.1(4) . . ?
C33 C32 C27 117.9(4) . . ?
C31 C32 C27 117.9(5) . . ?
C34 C33 C32 121.6(4) . . ?
C34 C33 H33 119.2 . . ?
C32 C33 H33 119.2 . . ?
C33 C34 C39 117.1(4) . . ?
C33 C34 C35 124.4(4) . . ?
C39 C34 C35 118.5(4) . . ?
C36 C35 C34 120.0(4) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C35 C36 C37 121.5(5) . . ?
C35 C36 H36 119.3 . . ?
C37 C36 H36 119.3 . . ?
C38 C37 C36 121.1(5) . . ?
C38 C37 H37 119.4 . . ?
C36 C37 H37 119.4 . . ?
C37 C38 C39 120.7(4) . . ?
C37 C38 H38 119.6 . . ?
C39 C38 H38 119.6 . . ?
N3 C39 C34 123.0(4) . . ?
N3 C39 C38 118.8(3) . . ?
C34 C39 C38 118.2(4) . . ?
C41 C40 C42 117.3(6) . . ?
C41 C40 O2 112.0(5) . . ?
C42 C40 O2 113.2(4) . . ?
C41 C40 H40 104.2 . . ?
C42 C40 H40 104.2 . . ?
O2 C40 H40 104.2 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C1 N1 C13 119.3(3) . . ?
C26 N2 C14 118.5(3) . . ?
C39 N3 C27 119.0(3) . . ?
O1 Zn1 O2 100.49(11) . . ?
O1 Zn1 I1 104.63(8) . . ?
O2 Zn1 I1 111.30(8) . . ?
O1 Zn1 I2 109.65(9) . . ?
O2 Zn1 I2 111.27(9) . . ?
I1 Zn1 I2 117.845(19) . . ?
Zn1 O1 H1O1 116(3) . . ?
Zn1 O1 H2O1 129(3) . . ?
H1O1 O1 H2O1 108(4) . . ?
C40 O2 Zn1 128.0(3) . . ?
C40 O2 H1O2 105(3) . . ?
Zn1 O2 H1O2 124(3) . . ?

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
N1 C1 C2 C3 -179.3(4) . . . . ?
C6 C1 C2 C3 0.5(6) . . . . ?
C1 C2 C3 C4 -0.5(7) . . . . ?
C2 C3 C4 C5 0.4(8) . . . . ?
C3 C4 C5 C6 -0.3(8) . . . . ?
C4 C5 C6 C7 179.8(5) . . . . ?
C4 C5 C6 C1 0.3(7) . . . . ?
N1 C1 C6 C7 -0.2(6) . . . . ?
C2 C1 C6 C7 -179.9(4) . . . . ?
N1 C1 C6 C5 179.4(4) . . . . ?
C2 C1 C6 C5 -0.3(6) . . . . ?
C5 C6 C7 C8 -179.8(4) . . . . ?
C1 C6 C7 C8 -0.2(6) . . . . ?
C6 C7 C8 C13 0.8(6) . . . . ?
C6 C7 C8 C9 179.9(4) . . . . ?
C7 C8 C9 C10 -179.7(5) . . . . ?
C13 C8 C9 C10 -0.6(7) . . . . ?
C8 C9 C10 C11 1.3(8) . . . . ?
C9 C10 C11 C12 -1.3(8) . . . . ?
C10 C11 C12 C13 0.7(7) . . . . ?
C11 C12 C13 N1 -179.9(4) . . . . ?
C11 C12 C13 C8 -0.1(6) . . . . ?
C7 C8 C13 N1 -1.0(6) . . . . ?
C9 C8 C13 N1 179.8(4) . . . . ?
C7 C8 C13 C12 179.2(4) . . . . ?
C9 C8 C13 C12 0.0(6) . . . . ?
N2 C14 C15 C16 -179.0(4) . . . . ?
C19 C14 C15 C16 0.8(6) . . . . ?
C14 C15 C16 C17 0.6(8) . . . . ?
C15 C16 C17 C18 -1.4(9) . . . . ?
C16 C17 C18 C19 0.8(9) . . . . ?
N2 C14 C19 C20 -0.5(6) . . . . ?
C15 C14 C19 C20 179.6(4) . . . . ?
N2 C14 C19 C18 178.5(4) . . . . ?
C15 C14 C19 C18 -1.4(6) . . . . ?
C17 C18 C19 C20 179.6(5) . . . . ?
C17 C18 C19 C14 0.6(7) . . . . ?
C14 C19 C20 C21 0.3(6) . . . . ?
C18 C19 C20 C21 -178.6(4) . . . . ?
C19 C20 C21 C22 178.6(4) . . . . ?
C19 C20 C21 C26 0.1(6) . . . . ?
C20 C21 C22 C23 -179.1(5) . . . . ?
C26 C21 C22 C23 -0.7(7) . . . . ?
C21 C22 C23 C24 0.7(8) . . . . ?
C22 C23 C24 C25 -0.3(8) . . . . ?
C23 C24 C25 C26 -0.1(7) . . . . ?
C24 C25 C26 N2 179.3(4) . . . . ?
C24 C25 C26 C21 0.0(6) . . . . ?
C20 C21 C26 N2 -0.3(6) . . . . ?
C22 C21 C26 N2 -178.9(4) . . . . ?
C20 C21 C26 C25 178.9(4) . . . . ?
C22 C21 C26 C25 0.3(6) . . . . ?
N3 C27 C28 C29 -179.5(4) . . . . ?
C32 C27 C28 C29 0.7(6) . . . . ?
C27 C28 C29 C30 -1.2(7) . . . . ?
C28 C29 C30 C31 1.1(9) . . . . ?
C29 C30 C31 C32 -0.5(9) . . . . ?
C30 C31 C32 C33 179.2(5) . . . . ?
C30 C31 C32 C27 0.1(7) . . . . ?
N3 C27 C32 C33 0.9(5) . . . . ?
C28 C27 C32 C33 -179.3(4) . . . . ?
N3 C27 C32 C31 -179.9(4) . . . . ?
C28 C27 C32 C31 -0.2(6) . . . . ?
C31 C32 C33 C34 -179.3(4) . . . . ?
C27 C32 C33 C34 -0.2(6) . . . . ?
C32 C33 C34 C39 0.2(6) . . . . ?
C32 C33 C34 C35 -179.3(4) . . . . ?
C33 C34 C35 C36 178.7(4) . . . . ?
C39 C34 C35 C36 -0.8(6) . . . . ?
C34 C35 C36 C37 2.1(7) . . . . ?
C35 C36 C37 C38 -1.9(8) . . . . ?
C36 C37 C38 C39 0.3(7) . . . . ?
C33 C34 C39 N3 -0.9(5) . . . . ?
C35 C34 C39 N3 178.6(3) . . . . ?
C33 C34 C39 C38 179.7(3) . . . . ?
C35 C34 C39 C38 -0.8(5) . . . . ?
C37 C38 C39 N3 -178.4(4) . . . . ?
C37 C38 C39 C34 1.0(6) . . . . ?
C2 C1 N1 C13 179.7(3) . . . . ?
C6 C1 N1 C13 -0.1(5) . . . . ?
C12 C13 N1 C1 -179.5(3) . . . . ?
C8 C13 N1 C1 0.7(5) . . . . ?
C25 C26 N2 C14 -179.0(3) . . . . ?
C21 C26 N2 C14 0.2(5) . . . . ?
C15 C14 N2 C26 -179.9(3) . . . . ?
C19 C14 N2 C26 0.3(5) . . . . ?
C34 C39 N3 C27 1.6(5) . . . . ?
C38 C39 N3 C27 -179.0(3) . . . . ?
C28 C27 N3 C39 178.6(3) . . . . ?
C32 C27 N3 C39 -1.6(5) . . . . ?
C41 C40 O2 Zn1 -107.9(6) . . . . ?
C42 C40 O2 Zn1 27.4(8) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C42 H42B I1 0.96 3.32 4.085(8) 138.6 .
C42 H42C I2 0.96 3.31 4.136(7) 145.1 3_765
O1 H1O1 N3 0.886(19) 1.87(2) 2.753(4) 171(4) 3_666
O1 H2O1 N1 0.880(19) 1.81(2) 2.687(4) 172(5) .
O2 H1O2 N2 0.886(19) 1.78(2) 2.663(4) 173(5) .

_refine_diff_density_max         1.572
_refine_diff_density_min         -1.127
_refine_diff_density_rms         0.060

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460820'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
phenazinium bis(phenazine) aqua-tribromo-zinc(II) monohydrate ethanol solvate
;
_chemical_name_common            
;
phenazinium bis(phenazine) aqua-tribromo-zinc(II) monohydrate ethanol solvate
;
_chemical_melting_point          .
_chemical_formula_moiety         
;
C12 H9 N2, C12 H8 N2, Br3 H2 O Zn, C2 H6 O, H2 O
;
_chemical_formula_sum            'C26 H27 Br3 N4 O3 Zn'
_chemical_formula_weight         748.61

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'
Zn Zn 0.2839 1.4301 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7519(3)
_cell_length_b                   10.0771(4)
_cell_length_c                   18.7817(7)
_cell_angle_alpha                93.9740(10)
_cell_angle_beta                 99.5510(10)
_cell_angle_gamma                104.5440(10)
_cell_volume                     1390.97(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       fragment
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.787
_exptl_crystal_F_000             740
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.239
_exptl_crystal_size_mid          0.167
_exptl_crystal_size_min          0.116
_exptl_absorpt_coefficient_mu    5.227
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5722
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            62920
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_av_R_equivalents  0.1050
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.259
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5694
_reflns_number_gt                5277
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
x-H hydrogen atoms were placed from the difference Fourier and refined
semi-freely using DFIX using target values from the .lst.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0333P)²+0.5944P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5694
_refine_ls_number_parameters     358
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0237
_refine_ls_wR_factor_ref         0.0634
_refine_ls_wR_factor_gt          0.0624
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.051
_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_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
C1 C 0.4619(3) 0.1442(2) 0.41921(10) 0.0189(4) Uani 1 1 d . . . . .
C2 C 0.6021(3) 0.2613(2) 0.41431(11) 0.0243(4) Uani 1 1 d . . . . .
H2 H 0.6562 0.2679 0.3736 0.029 Uiso 1 1 calc R U . . .
C3 C 0.6563(3) 0.3642(2) 0.47015(12) 0.0279(5) Uani 1 1 d . . . . .
H3 H 0.7492 0.4415 0.4674 0.034 Uiso 1 1 calc R U . . .
C4 C 0.5756(3) 0.3573(2) 0.53272(11) 0.0262(4) Uani 1 1 d . . . . .
H4 H 0.6150 0.4303 0.5698 0.031 Uiso 1 1 calc R U . . .
C5 C 0.4414(3) 0.2450(2) 0.53903(10) 0.0230(4) Uani 1 1 d . . . . .
H5 H 0.3901 0.2413 0.5805 0.028 Uiso 1 1 calc R U . . .
C6 C 0.3790(3) 0.1333(2) 0.48255(10) 0.0183(4) Uani 1 1 d . . . . .
C7 C 0.1909(3) -0.0805(2) 0.43414(10) 0.0188(4) Uani 1 1 d . . . . .
C8 C 0.0515(3) -0.1990(2) 0.43941(11) 0.0250(4) Uani 1 1 d . . . . .
H8 H -0.0020 -0.2047 0.4803 0.030 Uiso 1 1 calc R U . . .
C9 C -0.0040(3) -0.3048(2) 0.38421(12) 0.0292(5) Uani 1 1 d . . . . .
H9 H -0.0959 -0.3823 0.3877 0.035 Uiso 1 1 calc R U . . .
C10 C 0.0771(3) -0.2979(2) 0.32145(12) 0.0288(5) Uani 1 1 d . . . . .
H10 H 0.0386 -0.3718 0.2849 0.035 Uiso 1 1 calc R U . . .
C11 C 0.2097(3) -0.1856(2) 0.31394(11) 0.0244(4) Uani 1 1 d . . . . .
H11 H 0.2608 -0.1818 0.2724 0.029 Uiso 1 1 calc R U . . .
C12 C 0.2687(3) -0.0748(2) 0.37015(10) 0.0183(4) Uani 1 1 d . . . . .
C13 C -0.0793(3) 0.3717(2) 0.01482(10) 0.0178(4) Uani 1 1 d . . . . .
C14 C -0.1659(3) 0.2347(2) 0.02660(11) 0.0236(4) Uani 1 1 d . . . . .
H14 H -0.1391 0.2041 0.0717 0.028 Uiso 1 1 calc R U . . .
C15 C -0.2877(3) 0.1493(2) -0.02832(12) 0.0272(4) Uani 1 1 d . . . . .
H15 H -0.3438 0.0599 -0.0205 0.033 Uiso 1 1 calc R U . . .
C16 C 0.1227(3) 0.5836(2) 0.05511(10) 0.0178(4) Uani 1 1 d . . . . .
C17 C 0.2533(3) 0.6765(2) 0.11062(11) 0.0240(4) Uani 1 1 d . . . . .
H17 H 0.2852 0.6482 0.1559 0.029 Uiso 1 1 calc R U . . .
C18 C 0.3312(3) 0.8063(2) 0.09740(12) 0.0279(5) Uani 1 1 d . . . . .
H18 H 0.4143 0.8673 0.1342 0.034 Uiso 1 1 calc R U . . .
C19 C 0.5936(3) 0.6316(2) -0.00389(10) 0.0179(4) Uani 1 1 d . . . . .
C20 C 0.6982(3) 0.7692(2) -0.00431(11) 0.0229(4) Uani 1 1 d . . . . .
H20 H 0.6844 0.8128 -0.0461 0.027 Uiso 1 1 calc R U . . .
C21 C 0.8181(3) 0.8373(2) 0.05613(12) 0.0258(4) Uani 1 1 d . . . . .
H21 H 0.8865 0.9271 0.0552 0.031 Uiso 1 1 calc R U . . .
C22 C 0.8404(3) 0.7726(2) 0.12110(11) 0.0249(4) Uani 1 1 d . . . . .
H22 H 0.9219 0.8212 0.1622 0.030 Uiso 1 1 calc R U . . .
C23 C 0.7439(3) 0.6411(2) 0.12342(11) 0.0231(4) Uani 1 1 d . . . . .
H23 H 0.7598 0.6002 0.1660 0.028 Uiso 1 1 calc R U . . .
C24 C 0.6189(3) 0.5656(2) 0.06122(10) 0.0182(4) Uani 1 1 d . . . . .
C25 C 0.7317(3) 0.0349(2) 0.24685(11) 0.0234(4) Uani 1 1 d . . . . .
H25A H 0.8179 0.1246 0.2615 0.028 Uiso 1 1 calc R U . . .
H25B H 0.7427 0.0022 0.1984 0.028 Uiso 1 1 calc R U . . .
C26 C 0.7719(3) -0.0644(3) 0.29897(14) 0.0355(5) Uani 1 1 d . . . . .
H26A H 0.8929 -0.0726 0.2995 0.053 Uiso 1 1 calc R U . . .
H26B H 0.7618 -0.0312 0.3468 0.053 Uiso 1 1 calc R U . . .
H26C H 0.6868 -0.1532 0.2839 0.053 Uiso 1 1 calc R U . . .
N1 N 0.4018(2) 0.03830(17) 0.36618(9) 0.0188(3) Uani 1 1 d D . . . .
N2 N 0.2483(2) 0.02252(17) 0.48918(8) 0.0197(3) Uani 1 1 d . . . . .
N3 N 0.0421(2) 0.45616(17) 0.06868(8) 0.0191(3) Uani 1 1 d . . . . .
N4 N 0.4743(2) 0.56554(17) -0.06350(9) 0.0193(3) Uani 1 1 d . . . . .
Zn Zn 0.18957(3) 0.33693(2) 0.27035(2) 0.01775(7) Uani 1 1 d . . . . .
Br1 Br 0.46833(3) 0.51414(2) 0.28126(2) 0.02397(6) Uani 1 1 d . . . . .
Br2 Br 0.17597(3) 0.12990(2) 0.19685(2) 0.02345(6) Uani 1 1 d . . . . .
Br3 Br 0.08525(3) 0.31125(2) 0.38139(2) 0.02665(7) Uani 1 1 d . . . . .
O1 O 0.00656(19) 0.41418(14) 0.20905(7) 0.0193(3) Uani 1 1 d D . . . .
O2 O 0.6418(2) 0.30807(15) 0.18813(8) 0.0237(3) Uani 1 1 d D . . . .
O3 O 0.5515(2) 0.04601(16) 0.24656(7) 0.0233(3) Uani 1 1 d D . . . .
H1O1 H 0.019(4) 0.421(3) 0.1651(10) 0.041(8) Uiso 1 1 d D . . . .
H1O2 H 0.595(4) 0.350(3) 0.2184(13) 0.041(8) Uiso 1 1 d D . . . .
H1O3 H 0.534(5) 0.113(3) 0.2223(16) 0.064(10) Uiso 1 1 d D . . . .
H2O1 H -0.107(2) 0.377(3) 0.2053(14) 0.036(7) Uiso 1 1 d D . . . .
H1N1 H 0.448(4) 0.043(3) 0.3274(12) 0.042(8) Uiso 1 1 d D . . . .
H2O2 H 0.600(5) 0.331(4) 0.1473(13) 0.070(11) Uiso 1 1 d 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
C1 N1 1.341(3) . ?
C1 C2 1.409(3) . ?
C1 C6 1.441(3) . ?
C2 C3 1.354(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.418(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.358(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.420(3) . ?
C5 H5 0.9300 . ?
C6 N2 1.334(3) . ?
C7 N2 1.345(3) . ?
C7 C8 1.417(3) . ?
C7 C12 1.430(3) . ?
C8 C9 1.366(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.423(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.358(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.411(3) . ?
C11 H11 0.9300 . ?
C12 N1 1.347(3) . ?
C13 N3 1.340(3) . ?
C13 C14 1.425(3) . ?
C13 C16 1.433(3) 2_565 ?
C14 C15 1.357(3) . ?
C14 H14 0.9300 . ?
C15 C18 1.417(3) 2_565 ?
C15 H15 0.9300 . ?
C16 N3 1.341(3) . ?
C16 C17 1.424(3) . ?
C16 C13 1.433(3) 2_565 ?
C17 C18 1.355(3) . ?
C17 H17 0.9300 . ?
C18 C15 1.417(3) 2_565 ?
C18 H18 0.9300 . ?
C19 N4 1.340(3) . ?
C19 C20 1.421(3) . ?
C19 C24 1.441(3) . ?
C20 C21 1.359(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.429(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.356(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.419(3) . ?
C23 H23 0.9300 . ?
C24 N4 1.344(3) 2_665 ?
C25 O3 1.429(2) . ?
C25 C26 1.499(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
N1 H1N1 0.863(17) . ?
N4 C24 1.344(3) 2_665 ?
Zn O1 2.0201(13) . ?
Zn Br3 2.3664(3) . ?
Zn Br2 2.3898(3) . ?
Zn Br1 2.4010(3) . ?
O1 H1O1 0.851(17) . ?
O1 H2O1 0.856(17) . ?
O2 H1O2 0.866(17) . ?
O2 H2O2 0.851(18) . ?
O3 H1O3 0.865(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 121.90(18) . . ?
N1 C1 C6 117.30(18) . . ?
C2 C1 C6 120.79(18) . . ?
C3 C2 C1 118.62(19) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 121.9(2) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C5 C4 C3 120.62(19) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 120.26(19) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
N2 C6 C5 120.15(17) . . ?
N2 C6 C1 122.04(18) . . ?
C5 C6 C1 117.80(19) . . ?
N2 C7 C8 119.77(18) . . ?
N2 C7 C12 121.70(19) . . ?
C8 C7 C12 118.53(18) . . ?
C9 C8 C7 119.7(2) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 120.8(2) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C11 C10 C9 121.3(2) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 118.88(19) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 H11 120.6 . . ?
N1 C12 C11 121.48(18) . . ?
N1 C12 C7 117.77(17) . . ?
C11 C12 C7 120.74(19) . . ?
N3 C13 C14 119.88(17) . . ?
N3 C13 C16 120.97(18) . 2_565 ?
C14 C13 C16 119.15(18) . 2_565 ?
C15 C14 C13 119.62(19) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C18 121.3(2) . 2_565 ?
C14 C15 H15 119.4 . . ?
C18 C15 H15 119.4 2_565 . ?
N3 C16 C17 119.98(17) . . ?
N3 C16 C13 120.95(18) . 2_565 ?
C17 C16 C13 119.07(18) . 2_565 ?
C18 C17 C16 119.91(19) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C15 121.0(2) . 2_565 ?
C17 C18 H18 119.5 . . ?
C15 C18 H18 119.5 2_565 . ?
N4 C19 C20 119.93(17) . . ?
N4 C19 C24 121.19(18) . . ?
C20 C19 C24 118.88(18) . . ?
C21 C20 C19 120.27(18) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 C22 120.79(19) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C23 C22 C21 120.63(19) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 120.43(18) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
N4 C24 C23 120.16(17) 2_665 . ?
N4 C24 C19 120.86(18) 2_665 . ?
C23 C24 C19 118.98(18) . . ?
O3 C25 C26 108.89(17) . . ?
O3 C25 H25A 109.9 . . ?
C26 C25 H25A 109.9 . . ?
O3 C25 H25B 109.9 . . ?
C26 C25 H25B 109.9 . . ?
H25A C25 H25B 108.3 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C1 N1 C12 122.69(17) . . ?
C1 N1 H1N1 119(2) . . ?
C12 N1 H1N1 118(2) . . ?
C6 N2 C7 118.48(17) . . ?
C13 N3 C16 118.07(16) . . ?
C19 N4 C24 117.94(16) . 2_665 ?
O1 Zn Br3 104.36(4) . . ?
O1 Zn Br2 102.50(4) . . ?
Br3 Zn Br2 116.873(11) . . ?
O1 Zn Br1 103.17(4) . . ?
Br3 Zn Br1 113.373(11) . . ?
Br2 Zn Br1 114.262(11) . . ?
Zn O1 H1O1 115.8(19) . . ?
Zn O1 H2O1 120.0(18) . . ?
H1O1 O1 H2O1 103(3) . . ?
H1O2 O2 H2O2 103(3) . . ?
C25 O3 H1O3 109(2) . . ?

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
N1 C1 C2 C3 -179.76(19) . . . . ?
C6 C1 C2 C3 -0.5(3) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C2 C3 C4 C5 0.9(3) . . . . ?
C3 C4 C5 C6 -0.5(3) . . . . ?
C4 C5 C6 N2 179.35(18) . . . . ?
C4 C5 C6 C1 -0.3(3) . . . . ?
N1 C1 C6 N2 0.5(3) . . . . ?
C2 C1 C6 N2 -178.79(18) . . . . ?
N1 C1 C6 C5 -179.88(16) . . . . ?
C2 C1 C6 C5 0.9(3) . . . . ?
N2 C7 C8 C9 -178.57(18) . . . . ?
C12 C7 C8 C9 0.6(3) . . . . ?
C7 C8 C9 C10 0.3(3) . . . . ?
C8 C9 C10 C11 -1.0(3) . . . . ?
C9 C10 C11 C12 0.8(3) . . . . ?
C10 C11 C12 N1 178.94(18) . . . . ?
C10 C11 C12 C7 0.2(3) . . . . ?
N2 C7 C12 N1 -0.5(3) . . . . ?
C8 C7 C12 N1 -179.66(17) . . . . ?
N2 C7 C12 C11 178.30(17) . . . . ?
C8 C7 C12 C11 -0.8(3) . . . . ?
N3 C13 C14 C15 -179.49(19) . . . . ?
C16 C13 C14 C15 -0.1(3) 2_565 . . . ?
C13 C14 C15 C18 -0.1(3) . . . 2_565 ?
N3 C16 C17 C18 -178.34(19) . . . . ?
C13 C16 C17 C18 1.7(3) 2_565 . . . ?
C16 C17 C18 C15 -1.5(3) . . . 2_565 ?
N4 C19 C20 C21 179.36(19) . . . . ?
C24 C19 C20 C21 -0.8(3) . . . . ?
C19 C20 C21 C22 -0.4(3) . . . . ?
C20 C21 C22 C23 0.9(3) . . . . ?
C21 C22 C23 C24 0.0(3) . . . . ?
C22 C23 C24 N4 178.94(19) . . . 2_665 ?
C22 C23 C24 C19 -1.2(3) . . . . ?
N4 C19 C24 N4 1.3(3) . . . 2_665 ?
C20 C19 C24 N4 -178.53(17) . . . 2_665 ?
N4 C19 C24 C23 -178.57(18) . . . . ?
C20 C19 C24 C23 1.6(3) . . . . ?
C2 C1 N1 C12 179.59(18) . . . . ?
C6 C1 N1 C12 0.3(3) . . . . ?
C11 C12 N1 C1 -179.12(17) . . . . ?
C7 C12 N1 C1 -0.3(3) . . . . ?
C5 C6 N2 C7 179.09(17) . . . . ?
C1 C6 N2 C7 -1.3(3) . . . . ?
C8 C7 N2 C6 -179.59(17) . . . . ?
C12 C7 N2 C6 1.3(3) . . . . ?
C14 C13 N3 C16 179.02(17) . . . . ?
C16 C13 N3 C16 -0.3(3) 2_565 . . . ?
C17 C16 N3 C13 -179.65(18) . . . . ?
C13 C16 N3 C13 0.3(3) 2_565 . . . ?
C20 C19 N4 C24 178.56(17) . . . 2_665 ?
C24 C19 N4 C24 -1.3(3) . . . 2_665 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C8 H8 Br3 0.93 2.99 3.852(2) 155.8 2_556
C17 H17 Br1 0.93 3.11 4.006(2) 162.1 .
C25 H25A Br3 0.97 2.97 3.814(2) 146.4 1_655
N1 H1N1 O3 0.863(17) 1.830(17) 2.692(2) 177(3) .
O1 H1O1 N3 0.851(17) 1.899(18) 2.746(2) 173(3) .
O2 H1O2 Br1 0.866(17) 2.452(19) 3.2951(16) 165(2) .
O3 H1O3 Br2 0.865(18) 2.79(3) 3.2409(14) 114(3) .
O3 H1O3 O2 0.865(18) 2.12(2) 2.898(2) 149(3) .
O1 H2O1 O2 0.856(17) 1.859(18) 2.711(2) 173(3) 1_455
O2 H2O2 N4 0.851(18) 2.03(2) 2.864(2) 165(3) 2_665

_refine_diff_density_max         0.744
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.094

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460821'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
bis(phenazinium) tetrabromocadmate(II) dihydrate
;
_chemical_name_common            
;
bis(phenazinium) tetrabromocadmate(II) dihydrate
;
_chemical_melting_point          .
_chemical_formula_moiety         
;
2(C12 H9 N2), Br4 Cd, 2(H2 O)
;
_chemical_formula_sum            'C24 H21 Br4 Cd N4 O2'
_chemical_formula_weight         829.49

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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   16.6930(15)
_cell_length_b                   13.4439(12)
_cell_length_c                   12.7863(11)
_cell_angle_alpha                90
_cell_angle_beta                 106.754(2)
_cell_angle_gamma                90
_cell_volume                     2747.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.005
_exptl_crystal_F_000             1588
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.224
_exptl_crystal_size_mid          0.104
_exptl_crystal_size_min          0.047
_exptl_absorpt_coefficient_mu    6.640
_shelx_estimated_absorpt_T_min   0.318
_shelx_estimated_absorpt_T_max   0.745
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4797
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            195792
_diffrn_reflns_av_unetI/netI     0.0518
_diffrn_reflns_av_R_equivalents  0.1749
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.250
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5605
_reflns_number_gt                3744
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
X-H hydrogen atoms were placed using AFIX, after placement restraints
were removed and DFIX were used to allow semi-free refinement.
Water hydrogen atoms were placed using 'CALC-OH' (Nardelli,1999),
and refined freely. Sensical placements were fixed.
Unsensical placements were removed and placed
from the difference fourier map.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0261P)²+42.4785P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5605
_refine_ls_number_parameters     319
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1288
_refine_ls_R_factor_gt           0.0755
_refine_ls_wR_factor_ref         0.1569
_refine_ls_wR_factor_gt          0.1331
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_restrained_S_all      1.126
_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_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
C12 C 1.1542(6) 0.6179(8) -0.0537(8) 0.037(2) Uani 1 1 d . . . . .
C11 C 1.0709(8) 0.6074(10) -0.1165(11) 0.063(4) Uani 1 1 d . . . . .
H11 H 1.0275 0.6094 -0.0845 0.076 Uiso 1 1 calc R U . . .
C10 C 1.0556(8) 0.5944(11) -0.2243(11) 0.071(4) Uani 1 1 d . . . . .
H10 H 1.0005 0.5857 -0.2664 0.086 Uiso 1 1 calc R U . . .
C9 C 1.1187(8) 0.5932(9) -0.2765(11) 0.061(3) Uani 1 1 d . . . . .
H9 H 1.1052 0.5848 -0.3517 0.074 Uiso 1 1 calc R U . . .
C8 C 1.1993(7) 0.6043(8) -0.2164(9) 0.047(3) Uani 1 1 d . . . . .
H8 H 1.2414 0.6041 -0.2508 0.056 Uiso 1 1 calc R U . . .
C7 C 1.2200(7) 0.6161(8) -0.1033(9) 0.040(2) Uani 1 1 d . . . . .
C6 C 1.3191(6) 0.6354(7) 0.0633(9) 0.040(2) Uani 1 1 d . . . . .
C5 C 1.4045(7) 0.6430(8) 0.1261(9) 0.050(3) Uani 1 1 d . . . . .
C4 C 1.4219(8) 0.6540(9) 0.2355(11) 0.062(3) Uani 1 1 d . . . . .
H4 H 1.4774 0.6574 0.2780 0.074 Uiso 1 1 calc R U . . .
C3 C 1.3565(9) 0.6604(9) 0.2873(10) 0.062(3) Uani 1 1 d . . . . .
H3 H 1.3706 0.6701 0.3624 0.075 Uiso 1 1 calc R U . . .
C2 C 1.2759(8) 0.6530(9) 0.2306(10) 0.056(3) Uani 1 1 d . . . . .
H2 H 1.2344 0.6560 0.2660 0.067 Uiso 1 1 calc R U . . .
C1 C 1.2548(7) 0.6405(7) 0.1177(9) 0.040(2) Uani 1 1 d . . . . .
C24 C 0.7068(6) 0.6273(7) 0.9931(8) 0.039(2) Uani 1 1 d . . . . .
C23 C 0.7915(7) 0.6391(8) 1.0535(10) 0.049(3) Uani 1 1 d . . . . .
H23 H 0.8334 0.6401 1.0189 0.059 Uiso 1 1 calc R U . . .
C22 C 0.8100(8) 0.6489(9) 1.1629(10) 0.059(3) Uani 1 1 d . . . . .
H22 H 0.8656 0.6568 1.2037 0.071 Uiso 1 1 calc R U . . .
C21 C 0.7474(8) 0.6475(9) 1.2172(10) 0.056(3) Uani 1 1 d . . . . .
H21 H 0.7625 0.6562 1.2925 0.067 Uiso 1 1 calc R U . . .
C20 C 0.6659(7) 0.6338(8) 1.1619(9) 0.048(3) Uani 1 1 d . . . . .
H20 H 0.6255 0.6308 1.1989 0.057 Uiso 1 1 calc R U . . .
C19 C 0.6431(6) 0.6240(8) 1.0469(8) 0.036(2) Uani 1 1 d . . . . .
C18 C 0.5416(6) 0.6058(8) 0.8823(8) 0.040(2) Uani 1 1 d . . . . .
C17 C 0.4577(7) 0.5948(8) 0.8207(9) 0.047(3) Uani 1 1 d . . . . .
H17 H 0.4164 0.5924 0.8564 0.056 Uiso 1 1 calc R U . . .
C16 C 0.4356(7) 0.5876(9) 0.7107(10) 0.057(3) Uani 1 1 d . . . . .
H16 H 0.3799 0.5779 0.6715 0.068 Uiso 1 1 calc R U . . .
C15 C 0.4976(8) 0.5948(9) 0.6553(9) 0.057(3) Uani 1 1 d . . . . .
H15 H 0.4816 0.5919 0.5795 0.068 Uiso 1 1 calc R U . . .
C14 C 0.5794(8) 0.6058(9) 0.7100(9) 0.054(3) Uani 1 1 d . . . . .
H14 H 0.6195 0.6098 0.6726 0.065 Uiso 1 1 calc R U . . .
C13 C 0.6027(7) 0.6111(8) 0.8248(8) 0.041(2) Uani 1 1 d . . . . .
N1 N 1.1758(5) 0.6307(7) 0.0548(8) 0.043(2) Uani 1 1 d D . . . .
H1N1 H 1.138(5) 0.635(8) 0.088(8) 0.052 Uiso 1 1 d D U . . .
N2 N 1.3006(6) 0.6239(7) -0.0445(7) 0.044(2) Uani 1 1 d . . . . .
N3 N 0.6832(5) 0.6198(7) 0.8838(7) 0.039(2) Uani 1 1 d D . . . .
H1N3 H 0.716(5) 0.632(8) 0.844(7) 0.047 Uiso 1 1 d D U . . .
N4 N 0.5632(5) 0.6119(6) 0.9914(6) 0.038(2) Uani 1 1 d . . . . .
Br1 Br 0.64454(7) 0.63130(9) 0.45637(9) 0.0499(3) Uani 1 1 d . . . . .
Br2 Br 0.83043(7) 0.58739(9) 0.76735(9) 0.0482(3) Uani 1 1 d . . . . .
Br3 Br 0.91015(7) 0.64725(10) 0.49485(10) 0.0571(3) Uani 1 1 d . . . . .
Br4 Br 0.78239(10) 0.37655(10) 0.50997(12) 0.0720(4) Uani 1 1 d . . . . .
Cd1 Cd 0.79128(5) 0.56436(6) 0.55553(6) 0.0438(2) Uani 1 1 d . . . . .
O1 O 1.0389(6) 0.6582(8) 0.1272(9) 0.096(4) Uani 1 1 d . . . . .
O2 O 1.0283 0.6269 0.3245 0.147(6) Uani 1 1 d . . . . .
H1O1 H 1.0225 0.7190 0.1052 0.100 Uiso 1 1 d . U . . .
H1O2 H 1.0128 0.6596 0.3721 0.100 Uiso 1 1 d . U . . .
H2O1 H 1.0413 0.6479 0.1959 0.100 Uiso 1 1 d . U . . .
H2O2 H 1.0469 0.5703 0.3516 0.100 Uiso 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C12 N1 1.341(13) . ?
C12 C11 1.398(15) . ?
C12 C7 1.417(13) . ?
C11 C10 1.338(18) . ?
C11 H11 0.9300 . ?
C10 C9 1.400(17) . ?
C10 H10 0.9300 . ?
C9 C8 1.352(16) . ?
C9 H9 0.9300 . ?
C8 C7 1.396(14) . ?
C8 H8 0.9300 . ?
C7 N2 1.343(13) . ?
C6 N2 1.332(13) . ?
C6 C5 1.422(15) . ?
C6 C1 1.439(14) . ?
C5 C4 1.353(16) . ?
C4 C3 1.433(17) . ?
C4 H4 0.9300 . ?
C3 C2 1.336(17) . ?
C3 H3 0.9300 . ?
C2 C1 1.394(15) . ?
C2 H2 0.9300 . ?
C1 N1 1.339(13) . ?
C24 N3 1.342(13) . ?
C24 C23 1.410(15) . ?
C24 C19 1.424(13) . ?
C23 C22 1.348(16) . ?
C23 H23 0.9300 . ?
C22 C21 1.412(17) . ?
C22 H22 0.9300 . ?
C21 C20 1.352(16) . ?
C21 H21 0.9300 . ?
C20 C19 1.415(14) . ?
C20 H20 0.9300 . ?
C19 N4 1.328(12) . ?
C18 N4 1.339(12) . ?
C18 C17 1.404(15) . ?
C18 C13 1.420(14) . ?
C17 C16 1.350(16) . ?
C17 H17 0.9300 . ?
C16 C15 1.415(16) . ?
C16 H16 0.9300 . ?
C15 C14 1.351(16) . ?
C15 H15 0.9300 . ?
C14 C13 1.407(15) . ?
C14 H14 0.9300 . ?
C13 N3 1.343(13) . ?
N1 H1N1 0.86(2) . ?
N3 H1N3 0.86(2) . ?
Br1 Cd1 2.5744(14) . ?
Br2 Cd1 2.6149(13) . ?
Br3 Cd1 2.5824(14) . ?
Br4 Cd1 2.5859(15) . ?
O1 H1O1 0.883(10) . ?
O1 H2O1 0.877(10) . ?
O2 H1O2 0.84848(5) . ?
O2 H2O2 0.85693(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C12 C11 122.2(10) . . ?
N1 C12 C7 117.0(9) . . ?
C11 C12 C7 120.8(10) . . ?
C10 C11 C12 117.9(11) . . ?
C10 C11 H11 121.0 . . ?
C12 C11 H11 121.0 . . ?
C11 C10 C9 123.1(12) . . ?
C11 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
C8 C9 C10 119.3(12) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C9 C8 C7 120.6(11) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
N2 C7 C8 119.8(9) . . ?
N2 C7 C12 121.9(9) . . ?
C8 C7 C12 118.3(10) . . ?
N2 C6 C5 119.2(9) . . ?
N2 C6 C1 121.5(10) . . ?
C5 C6 C1 119.3(10) . . ?
C4 C5 C6 118.2(11) . . ?
C5 C4 C3 121.3(12) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C2 C3 C4 121.8(12) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C3 C2 C1 118.9(12) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
N1 C1 C2 123.0(10) . . ?
N1 C1 C6 116.6(9) . . ?
C2 C1 C6 120.4(10) . . ?
N3 C24 C23 121.8(9) . . ?
N3 C24 C19 117.7(9) . . ?
C23 C24 C19 120.6(10) . . ?
C22 C23 C24 118.3(10) . . ?
C22 C23 H23 120.9 . . ?
C24 C23 H23 120.9 . . ?
C23 C22 C21 121.8(11) . . ?
C23 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C20 C21 C22 121.4(11) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 H21 119.3 . . ?
C21 C20 C19 119.0(10) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
N4 C19 C20 119.6(9) . . ?
N4 C19 C24 121.4(9) . . ?
C20 C19 C24 119.0(9) . . ?
N4 C18 C17 121.1(9) . . ?
N4 C18 C13 121.2(9) . . ?
C17 C18 C13 117.7(10) . . ?
C16 C17 C18 121.3(10) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
C17 C16 C15 119.8(11) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C14 C15 C16 121.6(11) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C15 C14 C13 118.7(11) . . ?
C15 C14 H14 120.7 . . ?
C13 C14 H14 120.7 . . ?
N3 C13 C14 121.4(10) . . ?
N3 C13 C18 117.7(9) . . ?
C14 C13 C18 120.9(10) . . ?
C1 N1 C12 123.9(9) . . ?
C1 N1 H1N1 116(7) . . ?
C12 N1 H1N1 120(7) . . ?
C6 N2 C7 119.0(9) . . ?
C13 N3 C24 122.5(9) . . ?
C13 N3 H1N3 112(7) . . ?
C24 N3 H1N3 124(7) . . ?
C19 N4 C18 119.4(8) . . ?
Br1 Cd1 Br3 113.93(5) . . ?
Br1 Cd1 Br4 104.22(5) . . ?
Br3 Cd1 Br4 110.66(5) . . ?
Br1 Cd1 Br2 112.76(5) . . ?
Br3 Cd1 Br2 106.01(5) . . ?
Br4 Cd1 Br2 109.26(5) . . ?
H1O1 O1 H2O1 112.6(12) . . ?
H1O2 O2 H2O2 108.666(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
N1 C12 C11 C10 -179.6(12) . . . . ?
C7 C12 C11 C10 0.8(19) . . . . ?
C12 C11 C10 C9 -2(2) . . . . ?
C11 C10 C9 C8 1(2) . . . . ?
C10 C9 C8 C7 0.6(19) . . . . ?
C9 C8 C7 N2 177.9(11) . . . . ?
C9 C8 C7 C12 -1.2(17) . . . . ?
N1 C12 C7 N2 1.9(15) . . . . ?
C11 C12 C7 N2 -178.6(11) . . . . ?
N1 C12 C7 C8 -179.1(10) . . . . ?
C11 C12 C7 C8 0.5(16) . . . . ?
N2 C6 C5 C4 -179.6(10) . . . . ?
C1 C6 C5 C4 0.6(16) . . . . ?
C6 C5 C4 C3 -1.6(18) . . . . ?
C5 C4 C3 C2 2(2) . . . . ?
C4 C3 C2 C1 -1.3(19) . . . . ?
C3 C2 C1 N1 178.8(11) . . . . ?
C3 C2 C1 C6 0.3(17) . . . . ?
N2 C6 C1 N1 1.6(15) . . . . ?
C5 C6 C1 N1 -178.5(10) . . . . ?
N2 C6 C1 C2 -179.8(10) . . . . ?
C5 C6 C1 C2 0.1(15) . . . . ?
N3 C24 C23 C22 178.2(11) . . . . ?
C19 C24 C23 C22 -1.2(16) . . . . ?
C24 C23 C22 C21 0.1(18) . . . . ?
C23 C22 C21 C20 2(2) . . . . ?
C22 C21 C20 C19 -2.1(18) . . . . ?
C21 C20 C19 N4 -179.0(10) . . . . ?
C21 C20 C19 C24 0.9(16) . . . . ?
N3 C24 C19 N4 1.3(15) . . . . ?
C23 C24 C19 N4 -179.3(10) . . . . ?
N3 C24 C19 C20 -178.7(10) . . . . ?
C23 C24 C19 C20 0.7(15) . . . . ?
N4 C18 C17 C16 -179.3(11) . . . . ?
C13 C18 C17 C16 1.2(16) . . . . ?
C18 C17 C16 C15 -2.3(18) . . . . ?
C17 C16 C15 C14 2.0(19) . . . . ?
C16 C15 C14 C13 -0.6(19) . . . . ?
C15 C14 C13 N3 178.5(11) . . . . ?
C15 C14 C13 C18 -0.5(17) . . . . ?
N4 C18 C13 N3 1.7(15) . . . . ?
C17 C18 C13 N3 -178.8(10) . . . . ?
N4 C18 C13 C14 -179.2(10) . . . . ?
C17 C18 C13 C14 0.2(16) . . . . ?
C2 C1 N1 C12 -179.4(10) . . . . ?
C6 C1 N1 C12 -0.9(15) . . . . ?
C11 C12 N1 C1 179.7(11) . . . . ?
C7 C12 N1 C1 -0.8(15) . . . . ?
C5 C6 N2 C7 179.6(10) . . . . ?
C1 C6 N2 C7 -0.6(15) . . . . ?
C8 C7 N2 C6 179.8(10) . . . . ?
C12 C7 N2 C6 -1.2(15) . . . . ?
C14 C13 N3 C24 178.4(10) . . . . ?
C18 C13 N3 C24 -2.6(15) . . . . ?
C23 C24 N3 C13 -178.3(10) . . . . ?
C19 C24 N3 C13 1.1(15) . . . . ?
C20 C19 N4 C18 177.9(10) . . . . ?
C24 C19 N4 C18 -2.1(15) . . . . ?
C17 C18 N4 C19 -178.9(10) . . . . ?
C13 C18 N4 C19 0.6(15) . . . . ?

_refine_diff_density_max         4.241
_refine_diff_density_min         -2.128
_refine_diff_density_rms         0.169

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460822'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
tris(acridine) aqua-O-etanol-diiodo-zinc(II)
;
_chemical_name_common            
;
tris(acridine) aqua-O-etanol-diiodo-zinc(II)
;
_chemical_melting_point          .
_chemical_formula_moiety         
;
3(C13 H9 N), C2 H8 I2 O2 Zn
;
_chemical_formula_sum            'C41 H35 I2 N3 O2 Zn'
_chemical_formula_weight         920.89

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.2134(5)
_cell_length_b                   21.5564(11)
_cell_length_c                   15.1841(8)
_cell_angle_alpha                90
_cell_angle_beta                 92.675(2)
_cell_angle_gamma                90
_cell_volume                     3666.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       fragment
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_F_000             1816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.295
_exptl_crystal_size_mid          0.268
_exptl_crystal_size_min          0.053
_exptl_absorpt_coefficient_mu    2.393
_shelx_estimated_absorpt_T_min   0.539
_shelx_estimated_absorpt_T_max   0.884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.544
_exptl_absorpt_correction_T_max  0.7481
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            113425
_diffrn_reflns_av_unetI/netI     0.0176
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.889
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7469
_reflns_number_gt                6987
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
Water and hydroxyl hydrogens were placed from the difference Fourier
and refined semi-freely using DFIX
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0545P)²+2.8804P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7469
_refine_ls_number_parameters     455
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0231
_refine_ls_R_factor_gt           0.0211
_refine_ls_wR_factor_ref         0.0617
_refine_ls_wR_factor_gt          0.0591
_refine_ls_goodness_of_fit_ref   0.824
_refine_ls_restrained_S_all      0.824
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.30099(15) 0.36137(8) 0.28297(11) 0.0162(3) Uani 1 1 d . . . . .
C2 C 0.41970(15) 0.37479(8) 0.31378(12) 0.0207(4) Uani 1 1 d . . . . .
H2 H 0.4335 0.4041 0.3581 0.025 Uiso 1 1 calc R U . . .
C3 C 0.51388(17) 0.34475(9) 0.27840(13) 0.0258(4) Uani 1 1 d . . . . .
H3 H 0.5912 0.3537 0.2993 0.031 Uiso 1 1 calc R U . . .
C4 C 0.49530(17) 0.30032(10) 0.21051(13) 0.0272(4) Uani 1 1 d . . . . .
H4 H 0.5605 0.2810 0.1866 0.033 Uiso 1 1 calc R U . . .
C5 C 0.38315(18) 0.28570(9) 0.18005(12) 0.0240(4) Uani 1 1 d . . . . .
H5 H 0.3720 0.2560 0.1360 0.029 Uiso 1 1 calc R U . . .
C6 C 0.28206(16) 0.31560(8) 0.21512(11) 0.0178(3) Uani 1 1 d . . . . .
C7 C 0.16525(16) 0.30273(8) 0.18606(11) 0.0189(3) Uani 1 1 d . . . . .
H7 H 0.1506 0.2733 0.1421 0.023 Uiso 1 1 calc R U . . .
C8 C 0.07033(15) 0.33341(8) 0.22221(11) 0.0171(3) Uani 1 1 d . . . . .
C9 C -0.05077(16) 0.32258(8) 0.19400(12) 0.0215(4) Uani 1 1 d . . . . .
H9 H -0.0684 0.2937 0.1499 0.026 Uiso 1 1 calc R U . . .
C10 C -0.14092(17) 0.35407(9) 0.23087(13) 0.0239(4) Uani 1 1 d . . . . .
H10 H -0.2196 0.3468 0.2116 0.029 Uiso 1 1 calc R U . . .
C11 C -0.11507(18) 0.39801(9) 0.29870(14) 0.0261(4) Uani 1 1 d . . . . .
H11 H -0.1775 0.4190 0.3239 0.031 Uiso 1 1 calc R U . . .
C12 C -0.00046(16) 0.41012(9) 0.32761(12) 0.0219(4) Uani 1 1 d . . . . .
H12 H 0.0146 0.4391 0.3721 0.026 Uiso 1 1 calc R U . . .
C13 C 0.09651(15) 0.37828(8) 0.28965(11) 0.0162(3) Uani 1 1 d . . . . .
C14 C 0.22646(19) 0.47555(9) 0.50706(12) 0.0263(4) Uani 1 1 d . . . . .
H14A H 0.1819 0.4370 0.5079 0.032 Uiso 1 1 calc R U . . .
H14B H 0.1770 0.5080 0.5304 0.032 Uiso 1 1 calc R U . . .
C15 C 0.3381(2) 0.46916(12) 0.56428(15) 0.0433(6) Uani 1 1 d . . . . .
H15A H 0.3833 0.4343 0.5449 0.065 Uiso 1 1 calc R U . . .
H15B H 0.3177 0.4629 0.6243 0.065 Uiso 1 1 calc R U . . .
H15C H 0.3851 0.5062 0.5603 0.065 Uiso 1 1 calc R U . . .
C16 C 0.43668(15) 0.46790(8) 0.12074(11) 0.0159(3) Uani 1 1 d . . . . .
C17 C 0.54046(16) 0.49169(9) 0.16757(12) 0.0207(4) Uani 1 1 d . . . . .
H17 H 0.5321 0.5184 0.2149 0.025 Uiso 1 1 calc R U . . .
C18 C 0.65118(16) 0.47538(9) 0.14313(13) 0.0240(4) Uani 1 1 d . . . . .
H18 H 0.7180 0.4912 0.1740 0.029 Uiso 1 1 calc R U . . .
C19 C 0.66637(17) 0.43449(9) 0.07123(13) 0.0254(4) Uani 1 1 d . . . . .
H19 H 0.7429 0.4237 0.0556 0.030 Uiso 1 1 calc R U . . .
C20 C 0.57000(17) 0.41098(9) 0.02506(13) 0.0230(4) Uani 1 1 d . . . . .
H20 H 0.5810 0.3845 -0.0222 0.028 Uiso 1 1 calc R U . . .
C21 C 0.45212(16) 0.42655(8) 0.04854(11) 0.0179(3) Uani 1 1 d . . . . .
C22 C 0.35011(17) 0.40349(8) 0.00412(12) 0.0194(3) Uani 1 1 d . . . . .
H22 H 0.3575 0.3770 -0.0437 0.023 Uiso 1 1 calc R U . . .
C23 C 0.23698(16) 0.41980(8) 0.03078(11) 0.0172(3) Uani 1 1 d . . . . .
C24 C 0.12910(17) 0.39623(8) -0.01035(12) 0.0215(4) Uani 1 1 d . . . . .
H24 H 0.1326 0.3688 -0.0574 0.026 Uiso 1 1 calc R U . . .
C25 C 0.02113(17) 0.41372(9) 0.01881(12) 0.0223(4) Uani 1 1 d . . . . .
H25 H -0.0486 0.3977 -0.0078 0.027 Uiso 1 1 calc R U . . .
C26 C 0.01478(16) 0.45630(8) 0.08976(12) 0.0203(3) Uani 1 1 d . . . . .
H26 H -0.0595 0.4683 0.1085 0.024 Uiso 1 1 calc R U . . .
C27 C 0.11498(15) 0.47985(8) 0.13081(11) 0.0173(3) Uani 1 1 d . . . . .
H27 H 0.1087 0.5078 0.1771 0.021 Uiso 1 1 calc R U . . .
C28 C 0.23007(15) 0.46184(7) 0.10315(10) 0.0147(3) Uani 1 1 d . . . . .
C29 C 0.31758(15) 0.71313(8) 0.12304(11) 0.0159(3) Uani 1 1 d . . . . .
C30 C 0.19099(16) 0.70560(8) 0.11981(12) 0.0197(3) Uani 1 1 d . . . . .
H30 H 0.1559 0.6785 0.1586 0.024 Uiso 1 1 calc R U . . .
C31 C 0.12145(17) 0.73816(9) 0.05995(13) 0.0243(4) Uani 1 1 d . . . . .
H31 H 0.0389 0.7335 0.0590 0.029 Uiso 1 1 calc R U . . .
C32 C 0.17345(19) 0.77922(9) -0.00131(13) 0.0271(4) Uani 1 1 d . . . . .
H32 H 0.1247 0.8007 -0.0421 0.032 Uiso 1 1 calc R U . . .
C33 C 0.29341(19) 0.78713(8) -0.00044(12) 0.0244(4) Uani 1 1 d . . . . .
H33 H 0.3264 0.8139 -0.0407 0.029 Uiso 1 1 calc R U . . .
C34 C 0.36963(17) 0.75464(8) 0.06198(11) 0.0189(3) Uani 1 1 d . . . . .
C35 C 0.49363(17) 0.76193(8) 0.06650(12) 0.0201(3) Uani 1 1 d . . . . .
H35 H 0.5298 0.7884 0.0274 0.024 Uiso 1 1 calc R U . . .
C36 C 0.56278(15) 0.72962(8) 0.12947(11) 0.0180(3) Uani 1 1 d . . . . .
C37 C 0.69002(16) 0.73443(8) 0.13742(13) 0.0226(4) Uani 1 1 d . . . . .
H37 H 0.7297 0.7606 0.0998 0.027 Uiso 1 1 calc R U . . .
C38 C 0.75337(16) 0.70113(9) 0.19937(13) 0.0248(4) Uani 1 1 d . . . . .
H38 H 0.8362 0.7040 0.2031 0.030 Uiso 1 1 calc R U . . .
C39 C 0.69414(17) 0.66186(9) 0.25868(13) 0.0236(4) Uani 1 1 d . . . . .
H39 H 0.7386 0.6400 0.3015 0.028 Uiso 1 1 calc R U . . .
C40 C 0.57316(16) 0.65592(8) 0.25346(12) 0.0188(3) Uani 1 1 d . . . . .
H40 H 0.5357 0.6301 0.2927 0.023 Uiso 1 1 calc R U . . .
C41 C 0.50351(15) 0.68907(8) 0.18810(11) 0.0154(3) Uani 1 1 d . . . . .
N1 N 0.20920(13) 0.39183(7) 0.31811(9) 0.0162(3) Uani 1 1 d . . . . .
N2 N 0.32795(13) 0.48502(7) 0.14610(9) 0.0162(3) Uani 1 1 d . . . . .
N3 N 0.38370(12) 0.68095(6) 0.18363(9) 0.0146(3) Uani 1 1 d . . . . .
O1 O 0.25284(11) 0.49038(6) 0.41756(8) 0.0189(2) Uani 1 1 d D . . . .
O2 O 0.31769(12) 0.57463(6) 0.26495(8) 0.0192(3) Uani 1 1 d D . . . .
Zn1 Zn 0.23040(2) 0.57688(2) 0.37296(2) 0.01458(6) Uani 1 1 d . . . . .
I1 I 0.34571(2) 0.64936(2) 0.47927(2) 0.02307(5) Uani 1 1 d . . . . .
I2 I 0.00911(2) 0.60016(2) 0.33781(2) 0.02865(5) Uani 1 1 d . . . . .
H2O2 H 0.311(3) 0.5447(11) 0.2288(17) 0.055(9) Uiso 1 1 d D . . . .
H1O2 H 0.335(3) 0.6087(11) 0.239(2) 0.058(9) Uiso 1 1 d D . . . .
H1O1 H 0.239(3) 0.4571(11) 0.3858(18) 0.057(9) Uiso 1 1 d 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
C1 N1 1.351(2) . ?
C1 C2 1.420(2) . ?
C1 C6 1.435(2) . ?
C2 C3 1.370(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.415(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.357(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.428(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.390(3) . ?
C7 C8 1.388(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.424(2) . ?
C8 C13 1.429(2) . ?
C9 C10 1.360(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.419(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.364(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.430(2) . ?
C12 H12 0.9300 . ?
C13 N1 1.348(2) . ?
C14 O1 1.440(2) . ?
C14 C15 1.497(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 N2 1.347(2) . ?
C16 C21 1.430(2) . ?
C16 C17 1.430(2) . ?
C17 C18 1.359(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.420(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.358(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.425(2) . ?
C20 H20 0.9300 . ?
C21 C22 1.392(3) . ?
C22 C23 1.395(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.429(2) . ?
C23 C28 1.429(2) . ?
C24 C25 1.362(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.420(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.358(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.429(2) . ?
C27 H27 0.9300 . ?
C28 N2 1.346(2) . ?
C29 N3 1.347(2) . ?
C29 C30 1.427(2) . ?
C29 C34 1.432(2) . ?
C30 C31 1.364(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.428(3) . ?
C31 H31 0.9300 . ?
C32 C33 1.355(3) . ?
C32 H32 0.9300 . ?
C33 C34 1.430(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.398(3) . ?
C35 C36 1.390(3) . ?
C35 H35 0.9300 . ?
C36 C37 1.430(2) . ?
C36 C41 1.433(2) . ?
C37 C38 1.357(3) . ?
C37 H37 0.9300 . ?
C38 C39 1.423(3) . ?
C38 H38 0.9300 . ?
C39 C40 1.361(3) . ?
C39 H39 0.9300 . ?
C40 C41 1.426(2) . ?
C40 H40 0.9300 . ?
C41 N3 1.353(2) . ?
O1 Zn1 1.9957(12) . ?
O1 H1O1 0.874(18) . ?
O2 Zn1 1.9493(12) . ?
O2 H2O2 0.847(18) . ?
O2 H1O2 0.861(18) . ?
Zn1 I1 2.5542(2) . ?
Zn1 I2 2.5634(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 119.37(16) . . ?
N1 C1 C6 121.84(16) . . ?
C2 C1 C6 118.79(16) . . ?
C3 C2 C1 120.17(17) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 121.04(18) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 120.54(17) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 120.47(18) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C7 C6 C5 122.95(17) . . ?
C7 C6 C1 118.07(15) . . ?
C5 C6 C1 118.98(16) . . ?
C8 C7 C6 120.52(16) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 122.76(16) . . ?
C7 C8 C13 118.05(16) . . ?
C9 C8 C13 119.18(16) . . ?
C10 C9 C8 120.74(17) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 120.10(17) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C12 C11 C10 121.25(18) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 120.09(17) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
N1 C13 C12 119.07(16) . . ?
N1 C13 C8 122.30(15) . . ?
C12 C13 C8 118.63(16) . . ?
O1 C14 C15 111.40(18) . . ?
O1 C14 H14A 109.3 . . ?
C15 C14 H14A 109.3 . . ?
O1 C14 H14B 109.3 . . ?
C15 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C16 C21 122.24(16) . . ?
N2 C16 C17 119.08(15) . . ?
C21 C16 C17 118.68(16) . . ?
C18 C17 C16 120.27(17) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 120.98(17) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C20 C19 C18 120.49(17) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 120.52(17) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C22 C21 C20 123.05(16) . . ?
C22 C21 C16 117.90(16) . . ?
C20 C21 C16 119.05(16) . . ?
C21 C22 C23 120.48(16) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C22 C23 C24 123.13(16) . . ?
C22 C23 C28 117.76(16) . . ?
C24 C23 C28 119.11(16) . . ?
C25 C24 C23 120.46(17) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C24 C25 C26 120.17(17) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C27 C26 C25 121.36(16) . . ?
C27 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
C26 C27 C28 120.18(16) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
N2 C28 C23 122.38(15) . . ?
N2 C28 C27 118.92(15) . . ?
C23 C28 C27 118.70(15) . . ?
N3 C29 C30 118.67(15) . . ?
N3 C29 C34 122.41(15) . . ?
C30 C29 C34 118.91(16) . . ?
C31 C30 C29 120.07(17) . . ?
C31 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
C30 C31 C32 120.98(18) . . ?
C30 C31 H31 119.5 . . ?
C32 C31 H31 119.5 . . ?
C33 C32 C31 120.46(17) . . ?
C33 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C32 C33 C34 120.47(18) . . ?
C32 C33 H33 119.8 . . ?
C34 C33 H33 119.8 . . ?
C35 C34 C33 122.68(17) . . ?
C35 C34 C29 118.22(16) . . ?
C33 C34 C29 119.09(17) . . ?
C36 C35 C34 119.95(16) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C35 C36 C37 122.97(16) . . ?
C35 C36 C41 118.23(16) . . ?
C37 C36 C41 118.79(16) . . ?
C38 C37 C36 120.53(17) . . ?
C38 C37 H37 119.7 . . ?
C36 C37 H37 119.7 . . ?
C37 C38 C39 120.57(17) . . ?
C37 C38 H38 119.7 . . ?
C39 C38 H38 119.7 . . ?
C40 C39 C38 120.83(18) . . ?
C40 C39 H39 119.6 . . ?
C38 C39 H39 119.6 . . ?
C39 C40 C41 120.36(17) . . ?
C39 C40 H40 119.8 . . ?
C41 C40 H40 119.8 . . ?
N3 C41 C40 118.71(15) . . ?
N3 C41 C36 122.39(16) . . ?
C40 C41 C36 118.89(15) . . ?
C13 N1 C1 119.20(15) . . ?
C16 N2 C28 119.22(14) . . ?
C29 N3 C41 118.77(14) . . ?
C14 O1 Zn1 119.96(11) . . ?
C14 O1 H1O1 107(2) . . ?
Zn1 O1 H1O1 124(2) . . ?
Zn1 O2 H2O2 122(2) . . ?
Zn1 O2 H1O2 120(2) . . ?
H2O2 O2 H1O2 111(3) . . ?
O2 Zn1 O1 101.65(5) . . ?
O2 Zn1 I1 106.72(4) . . ?
O1 Zn1 I1 107.76(4) . . ?
O2 Zn1 I2 110.42(4) . . ?
O1 Zn1 I2 111.04(4) . . ?
I1 Zn1 I2 117.930(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
N1 C1 C2 C3 -179.45(16) . . . . ?
C6 C1 C2 C3 0.6(2) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C2 C3 C4 C5 -1.2(3) . . . . ?
C3 C4 C5 C6 0.9(3) . . . . ?
C4 C5 C6 C7 179.60(17) . . . . ?
C4 C5 C6 C1 0.1(3) . . . . ?
N1 C1 C6 C7 -0.4(2) . . . . ?
C2 C1 C6 C7 179.61(15) . . . . ?
N1 C1 C6 C5 179.21(15) . . . . ?
C2 C1 C6 C5 -0.8(2) . . . . ?
C5 C6 C7 C8 -179.70(16) . . . . ?
C1 C6 C7 C8 -0.2(2) . . . . ?
C6 C7 C8 C9 179.11(16) . . . . ?
C6 C7 C8 C13 0.0(2) . . . . ?
C7 C8 C9 C10 -179.51(17) . . . . ?
C13 C8 C9 C10 -0.4(3) . . . . ?
C8 C9 C10 C11 -0.4(3) . . . . ?
C9 C10 C11 C12 0.7(3) . . . . ?
C10 C11 C12 C13 -0.1(3) . . . . ?
C11 C12 C13 N1 178.77(17) . . . . ?
C11 C12 C13 C8 -0.8(3) . . . . ?
C7 C8 C13 N1 0.6(2) . . . . ?
C9 C8 C13 N1 -178.49(15) . . . . ?
C7 C8 C13 C12 -179.86(16) . . . . ?
C9 C8 C13 C12 1.0(2) . . . . ?
N2 C16 C17 C18 -179.73(17) . . . . ?
C21 C16 C17 C18 0.4(3) . . . . ?
C16 C17 C18 C19 -0.2(3) . . . . ?
C17 C18 C19 C20 0.3(3) . . . . ?
C18 C19 C20 C21 -0.6(3) . . . . ?
C19 C20 C21 C22 -179.46(18) . . . . ?
C19 C20 C21 C16 0.8(3) . . . . ?
N2 C16 C21 C22 -0.3(2) . . . . ?
C17 C16 C21 C22 179.54(16) . . . . ?
N2 C16 C21 C20 179.45(16) . . . . ?
C17 C16 C21 C20 -0.7(2) . . . . ?
C20 C21 C22 C23 179.23(17) . . . . ?
C16 C21 C22 C23 -1.0(3) . . . . ?
C21 C22 C23 C24 -178.04(17) . . . . ?
C21 C22 C23 C28 1.6(3) . . . . ?
C22 C23 C24 C25 179.79(17) . . . . ?
C28 C23 C24 C25 0.2(3) . . . . ?
C23 C24 C25 C26 0.9(3) . . . . ?
C24 C25 C26 C27 -0.9(3) . . . . ?
C25 C26 C27 C28 -0.2(3) . . . . ?
C22 C23 C28 N2 -0.9(2) . . . . ?
C24 C23 C28 N2 178.76(15) . . . . ?
C22 C23 C28 C27 179.17(15) . . . . ?
C24 C23 C28 C27 -1.2(2) . . . . ?
C26 C27 C28 N2 -178.77(16) . . . . ?
C26 C27 C28 C23 1.2(2) . . . . ?
N3 C29 C30 C31 179.15(16) . . . . ?
C34 C29 C30 C31 -0.7(2) . . . . ?
C29 C30 C31 C32 1.2(3) . . . . ?
C30 C31 C32 C33 -0.7(3) . . . . ?
C31 C32 C33 C34 -0.2(3) . . . . ?
C32 C33 C34 C35 -178.97(17) . . . . ?
C32 C33 C34 C29 0.6(3) . . . . ?
N3 C29 C34 C35 -0.4(2) . . . . ?
C30 C29 C34 C35 179.44(15) . . . . ?
N3 C29 C34 C33 179.97(15) . . . . ?
C30 C29 C34 C33 -0.2(2) . . . . ?
C33 C34 C35 C36 179.16(16) . . . . ?
C29 C34 C35 C36 -0.4(2) . . . . ?
C34 C35 C36 C37 179.48(16) . . . . ?
C34 C35 C36 C41 0.4(2) . . . . ?
C35 C36 C37 C38 -179.07(17) . . . . ?
C41 C36 C37 C38 0.0(3) . . . . ?
C36 C37 C38 C39 -1.3(3) . . . . ?
C37 C38 C39 C40 1.3(3) . . . . ?
C38 C39 C40 C41 0.1(3) . . . . ?
C39 C40 C41 N3 178.54(16) . . . . ?
C39 C40 C41 C36 -1.3(2) . . . . ?
C35 C36 C41 N3 0.6(2) . . . . ?
C37 C36 C41 N3 -178.59(15) . . . . ?
C35 C36 C41 C40 -179.57(15) . . . . ?
C37 C36 C41 C40 1.3(2) . . . . ?
C12 C13 N1 C1 179.36(15) . . . . ?
C8 C13 N1 C1 -1.1(2) . . . . ?
C2 C1 N1 C13 -178.98(15) . . . . ?
C6 C1 N1 C13 1.0(2) . . . . ?
C21 C16 N2 C28 1.0(2) . . . . ?
C17 C16 N2 C28 -178.84(15) . . . . ?
C23 C28 N2 C16 -0.4(2) . . . . ?
C27 C28 N2 C16 179.55(15) . . . . ?
C30 C29 N3 C41 -178.54(15) . . . . ?
C34 C29 N3 C41 1.3(2) . . . . ?
C40 C41 N3 C29 178.74(15) . . . . ?
C36 C41 N3 C29 -1.4(2) . . . . ?
C15 C14 O1 Zn1 -103.59(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C15 H15C I1 0.96 3.34 4.095(2) 136.7 .
O1 H1O1 N1 0.874(18) 1.765(18) 2.6391(19) 178(3) .
O2 H2O2 N2 0.847(18) 1.814(18) 2.6497(18) 168(3) .
O2 H1O2 N3 0.861(18) 1.863(18) 2.7222(18) 176(3) .

_refine_diff_density_max         1.037
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.094

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1460823'
_audit_update_record             
;
2016-03-09 deposited with the CCDC.
2016-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
bis(phenazine) diaqua-dibromo-zinc(II) monohydrate
;
_chemical_name_common            
;
bis(phenazine) diaqua-dibromo-zinc(II) monohydrate
;
_chemical_melting_point          .
_chemical_formula_moiety         
;
2(C12 H8 N2), Br2 H4 O2 Zn, H2 O 
;
_chemical_formula_sum            'C24 H22 Br2 N4 O3 Zn'
_chemical_formula_weight         639.64

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'
Zn Zn 0.2839 1.4301 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   6.9170(7)
_cell_length_b                   16.4068(15)
_cell_length_c                   21.562(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.213(2)
_cell_angle_gamma                90
_cell_volume                     2445.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.738
_exptl_crystal_F_000             1272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.376
_exptl_crystal_size_mid          0.287
_exptl_crystal_size_min          0.066
_exptl_absorpt_coefficient_mu    4.307
_shelx_estimated_absorpt_T_min   0.294
_shelx_estimated_absorpt_T_max   0.764
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4721
_exptl_absorpt_correction_T_max  0.7485
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            108310
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_av_R_equivalents  0.0695
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.262
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5010
_reflns_number_gt                4547
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0401P)²+22.0083P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5010
_refine_ls_number_parameters     332
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1246
_refine_ls_wR_factor_gt          0.1189
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.8398(8) 0.2963(3) 0.3571(2) 0.0399(13) Uani 1 1 d . . . . .
O2 O 0.4990(7) 0.1812(3) 0.3794(2) 0.0324(11) Uani 1 1 d . . . . .
O3 O 0.1929(6) 0.2501(3) 0.31026(18) 0.0223(8) Uani 1 1 d . . . . .
C1 C 0.3815(7) 0.4741(3) 0.1534(2) 0.0169(10) Uani 1 1 d . . . . .
C2 C 0.3884(8) 0.4760(4) 0.0874(2) 0.0216(11) Uani 1 1 d . . . . .
H2 H 0.4018 0.5253 0.0668 0.026 Uiso 1 1 calc R U . . .
C3 C 0.3753(9) 0.4054(4) 0.0550(3) 0.0271(12) Uani 1 1 d . . . . .
H3 H 0.3779 0.4069 0.0120 0.033 Uiso 1 1 calc R U . . .
C4 C 0.3575(8) 0.3296(4) 0.0853(3) 0.0257(12) Uani 1 1 d . . . . .
H4 H 0.3542 0.2819 0.0620 0.031 Uiso 1 1 calc R U . . .
C5 C 0.3454(8) 0.3254(3) 0.1478(3) 0.0233(11) Uani 1 1 d . . . . .
H5 H 0.3307 0.2752 0.1670 0.028 Uiso 1 1 calc R U . . .
C6 C 0.3553(7) 0.3983(3) 0.1841(2) 0.0163(10) Uani 1 1 d . . . . .
C7 C 0.3585(7) 0.4633(3) 0.2781(2) 0.0180(10) Uani 1 1 d . . . . .
C8 C 0.3492(8) 0.4618(4) 0.3439(2) 0.0229(11) Uani 1 1 d . . . . .
H8 H 0.3234 0.4131 0.3640 0.027 Uiso 1 1 calc R U . . .
C9 C 0.3779(8) 0.5309(4) 0.3774(3) 0.0250(12) Uani 1 1 d . . . . .
H9 H 0.3741 0.5290 0.4204 0.030 Uiso 1 1 calc R U . . .
C10 C 0.4138(8) 0.6062(4) 0.3474(3) 0.0264(12) Uani 1 1 d . . . . .
H10 H 0.4336 0.6531 0.3711 0.032 Uiso 1 1 calc R U . . .
C11 C 0.4194(8) 0.6106(3) 0.2845(3) 0.0218(11) Uani 1 1 d . . . . .
H11 H 0.4399 0.6605 0.2653 0.026 Uiso 1 1 calc R U . . .
C12 C 0.3938(7) 0.5390(3) 0.2481(2) 0.0172(10) Uani 1 1 d . . . . .
C13 C 0.8727(7) 0.5153(3) 0.3425(2) 0.0170(10) Uani 1 1 d . . . . .
C14 C 0.8620(8) 0.5089(4) 0.4086(2) 0.0228(11) Uani 1 1 d . . . . .
H14 H 0.8307 0.4595 0.4268 0.027 Uiso 1 1 calc R U . . .
C15 C 0.8980(9) 0.5754(4) 0.4440(3) 0.0279(13) Uani 1 1 d . . . . .
H15 H 0.8902 0.5710 0.4868 0.033 Uiso 1 1 calc R U . . .
C16 C 0.9473(8) 0.6520(4) 0.4179(3) 0.0271(12) Uani 1 1 d . . . . .
H16 H 0.9749 0.6963 0.4437 0.032 Uiso 1 1 calc R U . . .
C17 C 0.9540(8) 0.6602(3) 0.3554(3) 0.0237(11) Uani 1 1 d . . . . .
H17 H 0.9839 0.7106 0.3385 0.028 Uiso 1 1 calc R U . . .
C18 C 0.9158(7) 0.5929(3) 0.3157(2) 0.0177(10) Uani 1 1 d . . . . .
C19 C 0.8922(7) 0.5360(3) 0.2188(2) 0.0171(10) Uani 1 1 d . . . . .
C20 C 0.9029(8) 0.5422(3) 0.1531(2) 0.0218(11) Uani 1 1 d . . . . .
H20 H 0.9243 0.5925 0.1348 0.026 Uiso 1 1 calc R U . . .
C21 C 0.8814(8) 0.4741(4) 0.1173(2) 0.0249(12) Uani 1 1 d . . . . .
H21 H 0.8908 0.4784 0.0745 0.030 Uiso 1 1 calc R U . . .
C22 C 0.8455(8) 0.3974(4) 0.1435(3) 0.0242(12) Uani 1 1 d . . . . .
H22 H 0.8324 0.3520 0.1179 0.029 Uiso 1 1 calc R U . . .
C23 C 0.8295(8) 0.3888(3) 0.2060(3) 0.0202(11) Uani 1 1 d . . . . .
H23 H 0.8014 0.3381 0.2228 0.024 Uiso 1 1 calc R U . . .
C24 C 0.8561(7) 0.4576(3) 0.2456(2) 0.0161(10) Uani 1 1 d . . . . .
N1 N 0.4018(6) 0.5440(3) 0.1854(2) 0.0178(9) Uani 1 1 d . . . . .
N2 N 0.3400(6) 0.3936(3) 0.2458(2) 0.0175(9) Uani 1 1 d . . . . .
N3 N 0.8429(6) 0.4491(3) 0.3073(2) 0.0170(9) Uani 1 1 d . . . . .
N4 N 0.9209(6) 0.6024(3) 0.2540(2) 0.0190(9) Uani 1 1 d . . . . .
Zn1 Zn 0.69741(9) 0.24686(4) 0.42621(3) 0.01828(15) Uani 1 1 d . . . . .
Br1 Br 0.91381(9) 0.15847(4) 0.47776(2) 0.02649(15) Uani 1 1 d . . . . .
Br2 Br 0.52955(9) 0.34611(3) 0.47990(2) 0.02627(15) Uani 1 1 d . . . . .
H1O1 H 0.814(12) 0.347(5) 0.347(4) 0.05(2) Uiso 1 1 d . . . . .
H1O2 H 0.406(11) 0.199(4) 0.363(3) 0.022(17) Uiso 1 1 d . . . . .
H1O3 H 0.145(11) 0.215(5) 0.285(3) 0.04(2) Uiso 1 1 d . . . . .
H2O1 H 0.927(12) 0.278(5) 0.350(4) 0.04(2) Uiso 1 1 d . . . . .
H2O2 H 0.534(16) 0.146(7) 0.355(5) 0.09(4) Uiso 1 1 d . . . . .
H2O3 H 0.236(11) 0.287(5) 0.291(3) 0.04(2) 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
O1 Zn1 1.990(4) . ?
O1 H1O1 0.87(9) . ?
O1 H2O1 0.70(8) . ?
O2 Zn1 1.989(4) . ?
O2 H1O2 0.78(7) . ?
O2 H2O2 0.83(11) . ?
O3 H1O3 0.85(8) . ?
O3 H2O3 0.81(8) . ?
C1 N1 1.343(7) . ?
C1 C6 1.423(7) . ?
C1 C2 1.426(7) . ?
C2 C3 1.353(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.412(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.355(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.429(7) . ?
C5 H5 0.9300 . ?
C6 N2 1.341(7) . ?
C7 N2 1.343(7) . ?
C7 C8 1.423(7) . ?
C7 C12 1.426(7) . ?
C8 C9 1.355(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.420(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.361(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.420(7) . ?
C11 H11 0.9300 . ?
C12 N1 1.356(7) . ?
C13 N3 1.338(7) . ?
C13 C18 1.433(7) . ?
C13 C14 1.434(7) . ?
C14 C15 1.348(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.424(9) . ?
C15 H15 0.9300 . ?
C16 C17 1.357(8) . ?
C16 H16 0.9300 . ?
C17 C18 1.416(7) . ?
C17 H17 0.9300 . ?
C18 N4 1.341(7) . ?
C19 N4 1.339(7) . ?
C19 C20 1.424(7) . ?
C19 C24 1.435(7) . ?
C20 C21 1.364(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.405(9) . ?
C21 H21 0.9300 . ?
C22 C23 1.366(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.422(7) . ?
C23 H23 0.9300 . ?
C24 N3 1.345(7) . ?
Zn1 Br2 2.3332(8) . ?
Zn1 Br1 2.3347(8) . ?

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
Zn1 O1 H1O1 118(5) . . ?
Zn1 O1 H2O1 116(7) . . ?
H1O1 O1 H2O1 122(9) . . ?
Zn1 O2 H1O2 125(5) . . ?
Zn1 O2 H2O2 120(8) . . ?
H1O2 O2 H2O2 103(9) . . ?
H1O3 O3 H2O3 109(7) . . ?
N1 C1 C6 121.3(5) . . ?
N1 C1 C2 119.2(5) . . ?
C6 C1 C2 119.5(5) . . ?
C3 C2 C1 119.5(5) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 121.4(5) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 121.0(5) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 119.9(5) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
N2 C6 C1 121.8(5) . . ?
N2 C6 C5 119.4(5) . . ?
C1 C6 C5 118.8(5) . . ?
N2 C7 C8 119.6(5) . . ?
N2 C7 C12 121.5(5) . . ?
C8 C7 C12 118.9(5) . . ?
C9 C8 C7 120.4(5) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 120.6(5) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C11 C10 C9 120.8(5) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 119.9(5) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
N1 C12 C11 119.4(5) . . ?
N1 C12 C7 121.2(5) . . ?
C11 C12 C7 119.3(5) . . ?
N3 C13 C18 121.5(5) . . ?
N3 C13 C14 119.5(5) . . ?
C18 C13 C14 119.0(5) . . ?
C15 C14 C13 119.2(5) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C14 C15 C16 122.2(5) . . ?
C14 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C17 C16 C15 119.8(5) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 120.6(5) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
N4 C18 C17 119.8(5) . . ?
N4 C18 C13 121.1(5) . . ?
C17 C18 C13 119.1(5) . . ?
N4 C19 C20 119.6(5) . . ?
N4 C19 C24 121.6(5) . . ?
C20 C19 C24 118.7(5) . . ?
C21 C20 C19 119.7(5) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 C22 121.5(5) . . ?
C20 C21 H21 119.2 . . ?
C22 C21 H21 119.2 . . ?
C23 C22 C21 120.8(5) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C22 C23 C24 119.8(5) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
N3 C24 C23 119.9(5) . . ?
N3 C24 C19 120.8(5) . . ?
C23 C24 C19 119.4(5) . . ?
C1 N1 C12 117.0(4) . . ?
C6 N2 C7 117.1(4) . . ?
C13 N3 C24 117.5(4) . . ?
C19 N4 C18 117.4(5) . . ?
O2 Zn1 O1 101.1(2) . . ?
O2 Zn1 Br2 106.44(15) . . ?
O1 Zn1 Br2 110.92(15) . . ?
O2 Zn1 Br1 108.79(14) . . ?
O1 Zn1 Br1 106.43(16) . . ?
Br2 Zn1 Br1 121.30(3) . . ?

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
N1 C1 C2 C3 177.5(5) . . . . ?
C6 C1 C2 C3 -1.8(8) . . . . ?
C1 C2 C3 C4 -0.9(9) . . . . ?
C2 C3 C4 C5 2.6(9) . . . . ?
C3 C4 C5 C6 -1.5(9) . . . . ?
N1 C1 C6 N2 3.4(8) . . . . ?
C2 C1 C6 N2 -177.3(5) . . . . ?
N1 C1 C6 C5 -176.5(5) . . . . ?
C2 C1 C6 C5 2.8(7) . . . . ?
C4 C5 C6 N2 178.9(5) . . . . ?
C4 C5 C6 C1 -1.2(8) . . . . ?
N2 C7 C8 C9 176.5(5) . . . . ?
C12 C7 C8 C9 -1.5(8) . . . . ?
C7 C8 C9 C10 1.3(8) . . . . ?
C8 C9 C10 C11 0.2(9) . . . . ?
C9 C10 C11 C12 -1.5(8) . . . . ?
C10 C11 C12 N1 -179.3(5) . . . . ?
C10 C11 C12 C7 1.3(8) . . . . ?
N2 C7 C12 N1 2.9(7) . . . . ?
C8 C7 C12 N1 -179.2(5) . . . . ?
N2 C7 C12 C11 -177.7(5) . . . . ?
C8 C7 C12 C11 0.2(7) . . . . ?
N3 C13 C14 C15 178.0(5) . . . . ?
C18 C13 C14 C15 -1.8(8) . . . . ?
C13 C14 C15 C16 -0.3(9) . . . . ?
C14 C15 C16 C17 1.9(9) . . . . ?
C15 C16 C17 C18 -1.2(8) . . . . ?
C16 C17 C18 N4 179.2(5) . . . . ?
C16 C17 C18 C13 -0.9(8) . . . . ?
N3 C13 C18 N4 2.4(8) . . . . ?
C14 C13 C18 N4 -177.7(5) . . . . ?
N3 C13 C18 C17 -177.4(5) . . . . ?
C14 C13 C18 C17 2.4(7) . . . . ?
N4 C19 C20 C21 177.4(5) . . . . ?
C24 C19 C20 C21 -0.9(8) . . . . ?
C19 C20 C21 C22 1.1(8) . . . . ?
C20 C21 C22 C23 0.4(9) . . . . ?
C21 C22 C23 C24 -2.2(8) . . . . ?
C22 C23 C24 N3 -179.2(5) . . . . ?
C22 C23 C24 C19 2.3(8) . . . . ?
N4 C19 C24 N3 2.5(8) . . . . ?
C20 C19 C24 N3 -179.3(5) . . . . ?
N4 C19 C24 C23 -179.1(5) . . . . ?
C20 C19 C24 C23 -0.8(7) . . . . ?
C6 C1 N1 C12 -0.8(7) . . . . ?
C2 C1 N1 C12 179.9(5) . . . . ?
C11 C12 N1 C1 178.4(5) . . . . ?
C7 C12 N1 C1 -2.2(7) . . . . ?
C1 C6 N2 C7 -2.7(7) . . . . ?
C5 C6 N2 C7 177.2(5) . . . . ?
C8 C7 N2 C6 -178.2(5) . . . . ?
C12 C7 N2 C6 -0.3(7) . . . . ?
C18 C13 N3 C24 0.5(7) . . . . ?
C14 C13 N3 C24 -179.4(5) . . . . ?
C23 C24 N3 C13 178.8(5) . . . . ?
C19 C24 N3 C13 -2.8(7) . . . . ?
C20 C19 N4 C18 -177.8(5) . . . . ?
C24 C19 N4 C18 0.4(7) . . . . ?
C17 C18 N4 C19 177.1(5) . . . . ?
C13 C18 N4 C19 -2.7(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C8 H8 Br2 0.93 3.04 3.672(6) 127.0 .
C14 H14 Br2 0.93 3.05 3.881(6) 149.8 .
C20 H20 Br1 0.93 2.92 3.672(5) 139.1 2_755
O1 H1O1 N3 0.87(9) 1.90(9) 2.728(6) 158(8) .
O2 H1O2 O3 0.78(7) 2.01(7) 2.783(6) 171(7) .
O3 H1O3 N4 0.85(8) 2.08(8) 2.887(6) 160(7) 2_645
O1 H2O1 O3 0.70(8) 2.11(8) 2.784(7) 164(9) 1_655
O2 H2O2 N1 0.83(11) 1.94(12) 2.751(6) 165(11) 2_645
O3 H2O3 N2 0.81(8) 2.13(8) 2.936(6) 174(7) .

_refine_diff_density_max         1.307
_refine_diff_density_min         -0.909
_refine_diff_density_rms         0.201

_shelxl_version_number           2014-3

