# Electronic Supplementary Material (ESI) for Chemical Science.
# 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_nle595
_database_code_depnum_ccdc_archive 'CCDC 1043174'
_audit_update_record             
;
2015-11-17 deposited with the CCDC.
2016-02-24 downloaded from the CCDC.
;

_audit_creation_date             2013-10-02T16:07:55-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
"N,N'-dimethyl-3,3'-biquinoxalinium bis tetrafluoroborate"
_chemical_formula_moiety         'C18 H16 N4, 2(B F4)'
_chemical_formula_sum            'C18 H16 B2 F8 N4'
_chemical_formula_weight         461.97
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5470(8)
_cell_length_b                   7.8860(7)
_cell_length_c                   8.9920(9)
_cell_angle_alpha                66.005(7)
_cell_angle_beta                 85.305(8)
_cell_angle_gamma                83.508(8)
_cell_volume                     485.40(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    180
_cell_measurement_reflns_used    4025
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      25.03
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow/off-white
_exptl_crystal_size_max          0.302
_exptl_crystal_size_mid          0.289
_exptl_crystal_size_min          0.105
_exptl_crystal_density_diffrn    1.58
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             234
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      180
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 145 frames, detector distance = 130 mm
;
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_number            3711
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.48
_diffrn_reflns_theta_max         25.63
_diffrn_reflns_theta_full        25.63
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_reflns_number_total             1789
_reflns_number_gt                1527
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0715P)²+0.2406P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_number_reflns         1789
_refine_ls_number_parameters     177
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.1251
_refine_ls_wR_factor_gt          0.1188
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.26
_refine_diff_density_rms         0.044

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7115(3) -0.2930(3) 0.4468(2) 0.0337(4) Uani 1 1 d . . .
C2 C 0.5979(2) -0.0109(2) 0.2151(2) 0.0246(4) Uani 1 1 d . . .
C3 C 0.4307(2) -0.0139(3) 0.2961(2) 0.0322(4) Uani 1 1 d . . .
C4 C 0.3008(2) 0.1249(3) 0.2224(3) 0.0371(5) Uani 1 1 d . . .
C5 C 0.3324(2) 0.2692(3) 0.0698(3) 0.0364(4) Uani 1 1 d . . .
C6 C 0.4940(2) 0.2731(3) -0.0114(2) 0.0320(4) Uani 1 1 d . . .
C7 C 0.6315(2) 0.1312(2) 0.0598(2) 0.0251(4) Uani 1 1 d . . .
C8 C 0.9141(2) 0.0002(2) 0.04548(19) 0.0227(4) Uani 1 1 d . . .
C9 C 0.8895(2) -0.1421(2) 0.20168(19) 0.0233(4) Uani 1 1 d . . .
B1 B 0.8342(3) 0.3164(3) 0.3474(2) 0.0293(4) Uani 1 1 d . . .
N1 N 0.73608(18) -0.14577(18) 0.28217(16) 0.0234(3) Uani 1 1 d . . .
N2 N 0.78954(18) 0.13481(18) -0.02350(16) 0.0248(3) Uani 1 1 d . . .
F1 F 0.65476(15) 0.37483(18) 0.32377(15) 0.0486(4) Uani 1 1 d . . .
F2 F 0.93782(19) 0.44967(19) 0.24214(18) 0.0641(4) Uani 1 1 d . . .
F3 F 0.86943(18) 0.28790(19) 0.50577(15) 0.0549(4) Uani 1 1 d . . .
F4 F 0.87023(17) 0.15088(18) 0.3311(2) 0.0592(4) Uani 1 1 d . . .
H1A H 0.824(4) -0.361(4) 0.473(3) 0.049(6) Uiso 1 1 d . . .
H1B H 0.617(3) -0.370(3) 0.445(3) 0.041(6) Uiso 1 1 d . . .
H1C H 0.681(3) -0.234(3) 0.520(3) 0.046(6) Uiso 1 1 d . . .
H3 H 0.408(3) -0.113(4) 0.396(3) 0.047(6) Uiso 1 1 d . . .
H4 H 0.187(3) 0.129(3) 0.276(3) 0.045(6) Uiso 1 1 d . . .
H5 H 0.250(4) 0.363(4) 0.020(3) 0.055(7) Uiso 1 1 d . . .
H6 H 0.519(3) 0.369(3) -0.114(3) 0.033(5) Uiso 1 1 d . . .
H9 H 0.972(3) -0.227(3) 0.249(3) 0.034(5) Uiso 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 1.477(2) . ?
C2 N1 1.383(2) . ?
C2 C3 1.402(2) . ?
C2 C7 1.415(2) . ?
C3 C4 1.368(3) . ?
C4 C5 1.404(3) . ?
C5 C6 1.366(3) . ?
C6 C7 1.415(2) . ?
C7 N2 1.352(2) . ?
C8 N2 1.315(2) . ?
C8 C9 1.410(2) . ?
C8 C8 1.476(3) 2_755 ?
C9 N1 1.311(2) . ?
B1 F4 1.366(2) . ?
B1 F2 1.366(2) . ?
B1 F1 1.385(2) . ?
B1 F3 1.392(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 C2 C3 121.85(16) . . ?
N1 C2 C7 117.25(14) . . ?
C3 C2 C7 120.89(15) . . ?
C4 C3 C2 118.49(18) . . ?
C3 C4 C5 121.52(17) . . ?
C6 C5 C4 120.68(17) . . ?
C5 C6 C7 119.62(18) . . ?
N2 C7 C6 118.93(16) . . ?
N2 C7 C2 122.29(14) . . ?
C6 C7 C2 118.78(15) . . ?
N2 C8 C9 122.66(15) . . ?
N2 C8 C8 118.12(18) . 2_755 ?
C9 C8 C8 119.22(17) . 2_755 ?
N1 C9 C8 119.83(14) . . ?
F4 B1 F2 111.85(16) . . ?
F4 B1 F1 109.38(16) . . ?
F2 B1 F1 110.75(16) . . ?
F4 B1 F3 108.47(16) . . ?
F2 B1 F3 108.34(16) . . ?
F1 B1 F3 107.93(15) . . ?
C9 N1 C2 120.48(14) . . ?
C9 N1 C1 119.81(14) . . ?
C2 N1 C1 119.70(14) . . ?
C8 N2 C7 117.44(14) . . ?

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 C2 C3 C4 179.66(14) . . . . ?
C7 C2 C3 C4 -0.7(2) . . . . ?
C2 C3 C4 C5 -0.6(3) . . . . ?
C3 C4 C5 C6 1.3(3) . . . . ?
C4 C5 C6 C7 -0.7(3) . . . . ?
C5 C6 C7 N2 178.64(15) . . . . ?
C5 C6 C7 C2 -0.6(2) . . . . ?
N1 C2 C7 N2 1.8(2) . . . . ?
C3 C2 C7 N2 -177.93(14) . . . . ?
N1 C2 C7 C6 -179.08(14) . . . . ?
C3 C2 C7 C6 1.2(2) . . . . ?
N2 C8 C9 N1 1.6(2) . . . . ?
C8 C8 C9 N1 -178.41(16) 2_755 . . . ?
C8 C9 N1 C2 -0.1(2) . . . . ?
C8 C9 N1 C1 -178.97(14) . . . . ?
C3 C2 N1 C9 178.17(14) . . . . ?
C7 C2 N1 C9 -1.5(2) . . . . ?
C3 C2 N1 C1 -2.9(2) . . . . ?
C7 C2 N1 C1 177.40(14) . . . . ?
C9 C8 N2 C7 -1.4(2) . . . . ?
C8 C8 N2 C7 178.65(15) 2_755 . . . ?
C6 C7 N2 C8 -179.48(14) . . . . ?
C2 C7 N2 C8 -0.3(2) . . . . ?

_chemical_name_common            
'[MBqn2+](BF4)2 Methylbiquinoxen bis tetrafluoroborate'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: water'
####################################################################### 
# 
# 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 1043175'
_audit_update_record             
;
2015-11-17 deposited with the CCDC.
2016-02-24 downloaded from the CCDC.
;

_audit_creation_date             2014-04-02T09:54:01-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
'4,4?-dimethyl-1?,4?-dihydro-[2,2?-biquinoxalin]-4-ium  tetrafluoroborate'
_chemical_formula_moiety         'C18 H17 N4, B F4'
_chemical_formula_sum            'C18 H17 B F4 N4'
_chemical_formula_weight         376.16
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_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                   7.1330(9)
_cell_length_b                   20.0360(16)
_cell_length_c                   11.5260(13)
_cell_angle_alpha                90
_cell_angle_beta                 99.454(9)
_cell_angle_gamma                90
_cell_volume                     1624.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    6528
_cell_measurement_theta_min      2.03
_cell_measurement_theta_max      27.96
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.373
_exptl_crystal_size_mid          0.209
_exptl_crystal_size_min          0.102
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             776
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.125
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_detector                 'image plate ( 34 cm diameter )'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   'sealed X-ray tube, 12 x 0.4 mm fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'planar graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm, multiple pinhole'
_diffrn_ambient_temperature      180
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 225 frames, detector distance = 114.7 mm
;
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_number            13289
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.033
_diffrn_reflns_theta_max         27.363
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_reflns_number_total             3650
_reflns_number_gt                2273
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   difmap

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0693P)²+0.0544P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.026(3)
_refine_ls_number_reflns         3650
_refine_ls_number_parameters     313
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1263
_refine_ls_wR_factor_gt          0.1077
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.038

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4325(3) 0.07247(11) -0.37690(17) 0.0507(4) Uani 1 d . .
C2 C 0.5211(2) 0.15325(9) -0.21295(15) 0.0439(4) Uani 1 d . .
C3 C 0.4537(3) 0.20641(10) -0.28581(18) 0.0510(4) Uani 1 d . .
C4 C 0.4581(3) 0.26961(10) -0.24006(18) 0.0554(5) Uani 1 d . .
C5 C 0.5298(3) 0.28081(10) -0.12119(19) 0.0550(5) Uani 1 d . .
C6 C 0.5958(3) 0.22881(10) -0.04867(18) 0.0504(4) Uani 1 d . .
C7 C 0.5961(2) 0.16338(9) -0.09282(15) 0.0438(4) Uani 1 d . .
C8 C 0.6716(2) 0.05177(9) -0.06628(15) 0.0431(4) Uani 1 d . .
C9 C 0.5919(2) 0.03879(10) -0.18465(16) 0.0449(4) Uani 1 d . .
C10 C 0.8597(3) -0.18202(10) 0.0096(2) 0.0530(5) Uani 1 d . .
C11 C 0.9246(2) -0.09686(9) 0.16743(16) 0.0449(4) Uani 1 d . .
C12 C 1.0114(3) -0.14394(10) 0.24596(17) 0.0491(4) Uani 1 d . .
C13 C 1.0928(3) -0.12512(11) 0.35950(17) 0.0525(4) Uani 1 d . .
C14 C 1.0891(3) -0.05906(11) 0.39285(18) 0.0538(5) Uani 1 d . .
C15 C 1.0018(3) -0.01130(11) 0.31510(16) 0.0501(4) Uani 1 d . .
C16 C 0.9154(2) -0.02985(9) 0.20283(15) 0.0449(4) Uani 1 d . .
C17 C 0.7521(2) -0.00093(9) 0.00870(15) 0.0439(4) Uani 1 d . .
C18 C 0.7668(2) -0.06577(9) -0.02519(16) 0.0447(4) Uani 1 d . .
B1 B 0.5161(3) 0.13969(11) 0.32139(19) 0.0521(5) Uani 1 d . .
N1 N 0.5185(2) 0.08744(7) -0.25435(13) 0.0445(3) Uani 1 d . .
N2 N 0.6704(2) 0.11314(7) -0.01941(13) 0.0449(3) Uani 1 d . .
N3 N 0.8434(2) -0.11369(7) 0.05017(13) 0.0460(4) Uani 1 d . .
N4 N 0.8203(2) 0.01624(9) 0.12485(13) 0.0498(4) Uani 1 d . .
F1 F 0.4834(2) 0.18456(7) 0.23033(11) 0.0762(4) Uani 1 d . .
F2 F 0.3585(2) 0.09815(6) 0.31858(13) 0.0750(4) Uani 1 d . .
F3 F 0.6711(2) 0.09996(7) 0.30918(13) 0.0769(4) Uani 1 d . .
F4 F 0.5500(2) 0.17284(6) 0.42707(10) 0.0669(4) Uani 1 d . .
H1A H 0.502(3) 0.0969(10) -0.4316(18) 0.048(5) Uiso 1 d . .
H1B H 0.296(4) 0.0871(11) -0.392(2) 0.064(6) Uiso 1 d . .
H1C H 0.445(3) 0.0235(13) -0.389(2) 0.067(6) Uiso 1 d . .
H3 H 0.406(3) 0.2002(11) -0.368(2) 0.062(6) Uiso 1 d . .
H4 H 0.405(4) 0.3081(13) -0.288(2) 0.074(7) Uiso 1 d . .
H5 H 0.529(3) 0.3262(13) -0.092(2) 0.068(6) Uiso 1 d . .
H6 H 0.644(3) 0.2348(11) 0.0368(19) 0.055(5) Uiso 1 d . .
H8 H 0.798(3) 0.0570(12) 0.1449(19) 0.056(6) Uiso 1 d . .
H9 H 0.590(3) -0.0036(11) -0.2216(17) 0.049(5) Uiso 1 d . .
H10A H 0.998(3) -0.1939(10) 0.0122(18) 0.056(6) Uiso 1 d . .
H10B H 0.794(4) -0.1848(13) -0.074(2) 0.076(7) Uiso 1 d . .
H10C H 0.804(3) -0.2138(13) 0.060(2) 0.071(7) Uiso 1 d . .
H12 H 1.017(3) -0.1879(12) 0.221(2) 0.058(6) Uiso 1 d . .
H13 H 1.150(3) -0.1594(12) 0.415(2) 0.066(6) Uiso 1 d . .
H14 H 1.143(3) -0.0458(11) 0.472(2) 0.065(6) Uiso 1 d . .
H15 H 0.991(3) 0.0368(12) 0.3354(19) 0.060(6) Uiso 1 d . .
H18 H 0.721(3) -0.0830(10) -0.1061(19) 0.047(5) Uiso 1 d . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 1.475(2) . ?
C2 C3 1.392(3) . ?
C2 N1 1.401(2) . ?
C2 C7 1.415(2) . ?
C3 C4 1.370(3) . ?
C4 C5 1.400(3) . ?
C5 C6 1.370(3) . ?
C6 C7 1.406(3) . ?
C7 N2 1.365(2) . ?
C8 N2 1.344(2) . ?
C8 C9 1.413(3) . ?
C8 C17 1.424(2) . ?
C9 N1 1.316(2) . ?
C10 N3 1.458(2) . ?
C11 C12 1.381(3) . ?
C11 C16 1.408(3) . ?
C11 N3 1.421(2) . ?
C12 C13 1.394(3) . ?
C13 C14 1.380(3) . ?
C14 C15 1.387(3) . ?
C15 C16 1.389(3) . ?
C16 N4 1.386(2) . ?
C17 C18 1.366(3) . ?
C17 N4 1.390(2) . ?
C18 N3 1.349(2) . ?
B1 F1 1.373(3) . ?
B1 F4 1.374(2) . ?
B1 F3 1.389(3) . ?
B1 F2 1.395(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 C2 N1 122.05(16) . . ?
C3 C2 C7 121.21(17) . . ?
N1 C2 C7 116.74(15) . . ?
C4 C3 C2 119.42(19) . . ?
C3 C4 C5 120.43(19) . . ?
C6 C5 C4 120.60(19) . . ?
C5 C6 C7 120.59(18) . . ?
N2 C7 C6 119.12(16) . . ?
N2 C7 C2 123.15(16) . . ?
C6 C7 C2 117.72(16) . . ?
N2 C8 C9 121.89(16) . . ?
N2 C8 C17 117.59(15) . . ?
C9 C8 C17 120.50(16) . . ?
N1 C9 C8 120.65(17) . . ?
C12 C11 C16 119.89(17) . . ?
C12 C11 N3 122.02(17) . . ?
C16 C11 N3 118.09(15) . . ?
C11 C12 C13 120.23(19) . . ?
C14 C13 C12 119.79(19) . . ?
C13 C14 C15 120.60(19) . . ?
C14 C15 C16 120.04(19) . . ?
N4 C16 C15 121.37(17) . . ?
N4 C16 C11 119.25(16) . . ?
C15 C16 C11 119.37(17) . . ?
C18 C17 N4 118.67(17) . . ?
C18 C17 C8 125.03(16) . . ?
N4 C17 C8 116.31(16) . . ?
N3 C18 C17 122.35(17) . . ?
F1 B1 F4 110.15(17) . . ?
F1 B1 F3 109.65(18) . . ?
F4 B1 F3 109.86(18) . . ?
F1 B1 F2 109.76(18) . . ?
F4 B1 F2 109.46(17) . . ?
F3 B1 F2 107.93(17) . . ?
C9 N1 C2 120.49(15) . . ?
C9 N1 C1 119.68(16) . . ?
C2 N1 C1 119.83(15) . . ?
C8 N2 C7 116.95(15) . . ?
C18 N3 C11 120.16(15) . . ?
C18 N3 C10 120.48(16) . . ?
C11 N3 C10 119.12(15) . . ?
C16 N4 C17 121.06(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 C2 C3 C4 179.32(17) . . . . ?
C7 C2 C3 C4 -0.7(3) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
C4 C5 C6 C7 1.2(3) . . . . ?
C5 C6 C7 N2 177.17(17) . . . . ?
C5 C6 C7 C2 -1.8(3) . . . . ?
C3 C2 C7 N2 -177.36(16) . . . . ?
N1 C2 C7 N2 2.6(2) . . . . ?
C3 C2 C7 C6 1.6(2) . . . . ?
N1 C2 C7 C6 -178.48(15) . . . . ?
N2 C8 C9 N1 2.1(3) . . . . ?
C17 C8 C9 N1 -179.58(15) . . . . ?
C16 C11 C12 C13 -1.1(3) . . . . ?
N3 C11 C12 C13 178.68(16) . . . . ?
C11 C12 C13 C14 -1.0(3) . . . . ?
C12 C13 C14 C15 1.2(3) . . . . ?
C13 C14 C15 C16 0.6(3) . . . . ?
C14 C15 C16 N4 177.31(17) . . . . ?
C14 C15 C16 C11 -2.7(3) . . . . ?
C12 C11 C16 N4 -177.05(16) . . . . ?
N3 C11 C16 N4 3.1(2) . . . . ?
C12 C11 C16 C15 2.9(2) . . . . ?
N3 C11 C16 C15 -176.87(16) . . . . ?
N2 C8 C17 C18 -179.09(17) . . . . ?
C9 C8 C17 C18 2.5(3) . . . . ?
N2 C8 C17 N4 0.8(2) . . . . ?
C9 C8 C17 N4 -177.56(16) . . . . ?
N4 C17 C18 N3 0.6(3) . . . . ?
C8 C17 C18 N3 -179.50(15) . . . . ?
C8 C9 N1 C2 1.2(2) . . . . ?
C8 C9 N1 C1 -178.73(16) . . . . ?
C3 C2 N1 C9 176.59(17) . . . . ?
C7 C2 N1 C9 -3.3(2) . . . . ?
C3 C2 N1 C1 -3.5(2) . . . . ?
C7 C2 N1 C1 176.55(15) . . . . ?
C9 C8 N2 C7 -2.9(2) . . . . ?
C17 C8 N2 C7 178.79(14) . . . . ?
C6 C7 N2 C8 -178.45(15) . . . . ?
C2 C7 N2 C8 0.5(2) . . . . ?
C17 C18 N3 C11 -4.5(3) . . . . ?
C17 C18 N3 C10 -178.75(17) . . . . ?
C12 C11 N3 C18 -177.29(16) . . . . ?
C16 C11 N3 C18 2.5(2) . . . . ?
C12 C11 N3 C10 -2.9(2) . . . . ?
C16 C11 N3 C10 176.87(16) . . . . ?
C15 C16 N4 C17 172.93(16) . . . . ?
C11 C16 N4 C17 -7.1(2) . . . . ?
C18 C17 N4 C16 5.3(3) . . . . ?
C8 C17 N4 C16 -174.62(15) . . . . ?


# END of CIF
_chemical_name_common            
'direduced monoprotonated Methylbiquinoxen cation tetrafluoroborate; [MBqn0-H+]BF4 '
_exptl_crystal_recrystallization_method 
'Solvothermal reaction under inert atmosphere'
####################################################################### 
# 
# 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 1437399'
_audit_update_record             
;
2015-11-17 deposited with the CCDC.
2016-02-24 downloaded from the CCDC.
;

_audit_creation_date             2015-10-17T11:23:23-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        'dichloromethylbiquinoxencadmium (II)'
_chemical_formula_moiety         'C18 H16 Cd1 Cl2 N4'
_chemical_formula_sum            'C18 H16 Cd Cl2 N4'
_chemical_formula_weight         471.65
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.4683(5)
_cell_length_b                   10.4739(7)
_cell_length_c                   11.3249(8)
_cell_angle_alpha                80.150(6)
_cell_angle_beta                 82.274(5)
_cell_angle_gamma                81.982(6)
_cell_volume                     858.70(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    7200
_cell_measurement_theta_min      1.83
_cell_measurement_theta_max      27.9
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.192
_exptl_crystal_size_mid          0.107
_exptl_crystal_size_min          0.06
_exptl_crystal_density_diffrn    1.824
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             468
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.591
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'X-Area (Stoe & Cie, 2001)'
_exptl_absorpt_correction_T_min  0.8063
_exptl_absorpt_correction_T_max  0.9126
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0537
-3 1 8 0.0541
-3 1 -11 0.0635
1 0 -7 0.0526
4 -1 0 0.0869
0 -7 -1 0.0285
-2 9 1 0.0307
-6 -5 -2 0.1054
5 6 2 0.0794

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      180
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 178 frames, detector distance = 115 mm
;
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_number            7501
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.837
_diffrn_reflns_theta_max         27.334
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.98
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.98
_diffrn_reflns_point_group_measured_fraction_max 0.974
_reflns_number_total             3800
_reflns_number_gt                3386
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   difmap

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0367P)²+0.5917P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.0304(17)
_refine_ls_number_reflns         3800
_refine_ls_number_parameters     291
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0329
_refine_ls_R_factor_gt           0.0266
_refine_ls_wR_factor_ref         0.0673
_refine_ls_wR_factor_gt          0.0648
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.731
_refine_diff_density_rms         0.075

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2302(5) 0.4143(3) 1.3764(3) 0.0347(6) Uani 1 d . .
C9 C 0.1727(3) 0.2750(3) 1.2318(2) 0.0261(5) Uani 1 d . .
C8 C 0.1411(4) 0.1723(3) 1.3255(3) 0.0325(6) Uani 1 d . .
C7 C 0.1003(4) 0.0558(3) 1.2996(3) 0.0352(6) Uani 1 d . .
C6 C 0.0886(4) 0.0413(3) 1.1811(3) 0.0338(6) Uani 1 d . .
C5 C 0.1175(4) 0.1433(3) 1.0882(3) 0.0300(5) Uani 1 d . .
C4 C 0.1619(3) 0.2619(3) 1.1114(2) 0.0251(5) Uani 1 d . .
C3 C 0.2355(3) 0.4741(2) 1.0432(2) 0.0234(5) Uani 1 d . .
C2 C 0.2457(4) 0.4908(3) 1.1611(2) 0.0248(5) Uani 1 d . .
C10 C 0.3908(4) 0.9161(3) 0.8897(3) 0.0325(6) Uani 1 d . .
C11 C 0.3380(3) 0.7710(3) 0.7497(2) 0.0253(5) Uani 1 d . .
C12 C 0.3698(4) 0.8676(3) 0.6513(3) 0.0317(6) Uani 1 d . .
C13 C 0.3551(4) 0.8432(3) 0.5366(3) 0.0381(7) Uani 1 d . .
C14 C 0.3076(4) 0.7250(3) 0.5195(3) 0.0374(7) Uani 1 d . .
C15 C 0.2781(4) 0.6285(3) 0.6172(2) 0.0320(6) Uani 1 d . .
C16 C 0.2929(3) 0.6489(3) 0.7344(2) 0.0254(5) Uani 1 d . .
C17 C 0.2713(3) 0.5769(2) 0.9430(2) 0.0233(5) Uani 1 d . .
C18 C 0.3131(3) 0.6957(3) 0.9613(2) 0.0248(5) Uani 1 d . .
N1 N 0.2164(3) 0.3947(2) 1.25321(19) 0.0267(4) Uani 1 d . .
N2 N 0.1949(3) 0.3604(2) 1.01650(18) 0.0243(4) Uani 1 d . .
N3 N 0.3490(3) 0.7906(2) 0.86829(19) 0.0249(4) Uani 1 d . .
N4 N 0.2627(3) 0.5506(2) 0.82986(18) 0.0245(4) Uani 1 d . .
Cl1 Cl 0.54105(9) 0.21802(7) 0.78743(6) 0.03162(15) Uani 1 d . .
Cl2 Cl 0.04612(10) 0.28044(8) 0.69530(7) 0.03828(17) Uani 1 d . .
Cd1 Cd 0.24185(3) 0.34293(2) 0.82070(2) 0.02606(9) Uani 1 d . .
H1A H 0.253(6) 0.493(5) 1.374(4) 0.049(11) Uiso 1 d . .
H1B H 0.312(5) 0.355(4) 1.411(3) 0.040(9) Uiso 1 d . .
H1C H 0.122(7) 0.407(5) 1.420(4) 0.060(13) Uiso 1 d . .
H3 H 0.154(5) 0.188(4) 1.403(4) 0.040(9) Uiso 1 d . .
H4 H 0.069(5) -0.020(4) 1.368(3) 0.041(9) Uiso 1 d . .
H5 H 0.053(6) -0.038(4) 1.155(4) 0.052(11) Uiso 1 d . .
H6 H 0.116(5) 0.130(3) 1.010(3) 0.030(8) Uiso 1 d . .
H9 H 0.275(4) 0.562(3) 1.175(3) 0.028(8) Uiso 1 d . .
H10A H 0.504(5) 0.935(4) 0.849(3) 0.036(9) Uiso 1 d . .
H10B H 0.383(5) 0.911(3) 0.971(3) 0.032(8) Uiso 1 d . .
H10C H 0.295(5) 0.985(4) 0.862(3) 0.040(9) Uiso 1 d . .
H12 H 0.408(4) 0.951(3) 0.662(3) 0.027(8) Uiso 1 d . .
H13 H 0.377(7) 0.905(5) 0.476(4) 0.065(13) Uiso 1 d . .
H14 H 0.295(5) 0.711(4) 0.444(4) 0.044(10) Uiso 1 d . .
H15 H 0.256(6) 0.544(4) 0.611(4) 0.049(11) Uiso 1 d . .
H18 H 0.325(4) 0.718(3) 1.038(3) 0.030(8) Uiso 1 d . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 1.463(3) . ?
C9 C8 1.396(4) . ?
C9 N1 1.406(3) . ?
C9 C4 1.408(4) . ?
C8 C7 1.385(4) . ?
C7 C6 1.392(5) . ?
C6 C5 1.383(4) . ?
C5 C4 1.405(4) . ?
C4 N2 1.378(3) . ?
C3 N2 1.360(3) . ?
C3 C2 1.389(3) . ?
C3 C17 1.449(3) . ?
C2 N1 1.338(3) . ?
C10 N3 1.459(3) . ?
C11 C12 1.390(3) . ?
C11 N3 1.408(3) . ?
C11 C16 1.410(4) . ?
C12 C13 1.386(4) . ?
C13 C14 1.386(5) . ?
C14 C15 1.382(4) . ?
C15 C16 1.401(4) . ?
C16 N4 1.378(3) . ?
C17 N4 1.367(3) . ?
C17 C18 1.380(4) . ?
C18 N3 1.345(3) . ?
N2 Cd1 2.233(2) . ?
N4 Cd1 2.224(2) . ?
Cl1 Cd1 2.4441(7) . ?
Cl2 Cd1 2.3927(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
C8 C9 N1 121.9(2) . . ?
C8 C9 C4 120.8(3) . . ?
N1 C9 C4 117.3(2) . . ?
C7 C8 C9 119.7(3) . . ?
C8 C7 C6 120.3(3) . . ?
C5 C6 C7 120.2(3) . . ?
C6 C5 C4 120.8(3) . . ?
N2 C4 C5 119.4(2) . . ?
N2 C4 C9 122.4(2) . . ?
C5 C4 C9 118.2(2) . . ?
N2 C3 C2 121.7(2) . . ?
N2 C3 C17 117.1(2) . . ?
C2 C3 C17 121.1(2) . . ?
N1 C2 C3 121.0(2) . . ?
C12 C11 N3 121.7(2) . . ?
C12 C11 C16 121.0(2) . . ?
N3 C11 C16 117.3(2) . . ?
C13 C12 C11 119.1(3) . . ?
C14 C13 C12 120.9(3) . . ?
C15 C14 C13 119.9(3) . . ?
C14 C15 C16 120.9(3) . . ?
N4 C16 C15 119.4(2) . . ?
N4 C16 C11 122.5(2) . . ?
C15 C16 C11 118.1(2) . . ?
N4 C17 C18 121.7(2) . . ?
N4 C17 C3 117.1(2) . . ?
C18 C17 C3 121.2(2) . . ?
N3 C18 C17 121.3(2) . . ?
C2 N1 C9 120.1(2) . . ?
C2 N1 C1 119.9(2) . . ?
C9 N1 C1 120.0(2) . . ?
C3 N2 C4 117.4(2) . . ?
C3 N2 Cd1 114.70(15) . . ?
C4 N2 Cd1 126.76(17) . . ?
C18 N3 C11 119.8(2) . . ?
C18 N3 C10 120.4(2) . . ?
C11 N3 C10 119.6(2) . . ?
C17 N4 C16 117.3(2) . . ?
C17 N4 Cd1 114.84(16) . . ?
C16 N4 Cd1 127.15(17) . . ?
N4 Cd1 N2 74.32(8) . . ?
N4 Cd1 Cl2 122.34(6) . . ?
N2 Cd1 Cl2 129.85(6) . . ?
N4 Cd1 Cl1 111.92(6) . . ?
N2 Cd1 Cl1 106.63(6) . . ?
Cl2 Cd1 Cl1 107.98(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 C9 C8 C7 -179.4(3) . . . . ?
C4 C9 C8 C7 0.5(4) . . . . ?
C9 C8 C7 C6 -0.7(4) . . . . ?
C8 C7 C6 C5 -0.1(4) . . . . ?
C7 C6 C5 C4 1.1(4) . . . . ?
C6 C5 C4 N2 178.2(3) . . . . ?
C6 C5 C4 C9 -1.2(4) . . . . ?
C8 C9 C4 N2 -179.0(2) . . . . ?
N1 C9 C4 N2 0.9(4) . . . . ?
C8 C9 C4 C5 0.4(4) . . . . ?
N1 C9 C4 C5 -179.7(2) . . . . ?
N2 C3 C2 N1 0.2(4) . . . . ?
C17 C3 C2 N1 -178.6(2) . . . . ?
N3 C11 C12 C13 -179.3(3) . . . . ?
C16 C11 C12 C13 0.6(4) . . . . ?
C11 C12 C13 C14 0.6(5) . . . . ?
C12 C13 C14 C15 -1.4(5) . . . . ?
C13 C14 C15 C16 0.9(5) . . . . ?
C14 C15 C16 N4 -180.0(3) . . . . ?
C14 C15 C16 C11 0.3(4) . . . . ?
C12 C11 C16 N4 179.2(3) . . . . ?
N3 C11 C16 N4 -0.8(4) . . . . ?
C12 C11 C16 C15 -1.1(4) . . . . ?
N3 C11 C16 C15 178.9(3) . . . . ?
N2 C3 C17 N4 -0.5(3) . . . . ?
C2 C3 C17 N4 178.3(2) . . . . ?
N2 C3 C17 C18 179.8(2) . . . . ?
C2 C3 C17 C18 -1.3(4) . . . . ?
N4 C17 C18 N3 -0.7(4) . . . . ?
C3 C17 C18 N3 179.0(2) . . . . ?
C3 C2 N1 C9 -0.6(4) . . . . ?
C3 C2 N1 C1 179.3(3) . . . . ?
C8 C9 N1 C2 180.0(3) . . . . ?
C4 C9 N1 C2 0.1(4) . . . . ?
C8 C9 N1 C1 0.1(4) . . . . ?
C4 C9 N1 C1 -179.8(3) . . . . ?
C2 C3 N2 C4 0.7(4) . . . . ?
C17 C3 N2 C4 179.6(2) . . . . ?
C2 C3 N2 Cd1 -168.1(2) . . . . ?
C17 C3 N2 Cd1 10.7(3) . . . . ?
C5 C4 N2 C3 179.3(2) . . . . ?
C9 C4 N2 C3 -1.3(4) . . . . ?
C5 C4 N2 Cd1 -13.4(3) . . . . ?
C9 C4 N2 Cd1 166.00(19) . . . . ?
C17 C18 N3 C11 2.2(4) . . . . ?
C17 C18 N3 C10 179.3(2) . . . . ?
C12 C11 N3 C18 178.5(3) . . . . ?
C16 C11 N3 C18 -1.5(4) . . . . ?
C12 C11 N3 C10 1.4(4) . . . . ?
C16 C11 N3 C10 -178.5(2) . . . . ?
C18 C17 N4 C16 -1.6(4) . . . . ?
C3 C17 N4 C16 178.7(2) . . . . ?
C18 C17 N4 Cd1 169.6(2) . . . . ?
C3 C17 N4 Cd1 -10.1(3) . . . . ?
C15 C16 N4 C17 -177.3(3) . . . . ?
C11 C16 N4 C17 2.3(4) . . . . ?
C15 C16 N4 Cd1 12.7(4) . . . . ?
C11 C16 N4 Cd1 -167.66(19) . . . . ?

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
C10 H10A Cl1 0.94(4) 2.97(4) 3.463(3) 115(3) 1_565
C10 H10B Cl1 0.91(4) 2.92(4) 3.761(3) 154(3) 2_667
C18 H18 Cl1 0.96(3) 2.55(3) 3.476(3) 162(3) 2_667


# END of CIF
_chemical_name_common            '[CdCl2(MBqn)]'
_exptl_crystal_recrystallization_method 
'Solvothermal reaction under inert atmosphere'
