# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2018

####################################################################### 
# 
# 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_added_by_encifer
_database_code_depnum_ccdc_archive 'CCDC 1866301'
_audit_update_record             
;
2018-09-06 deposited with the CCDC.
2018-12-27 downloaded from the CCDC.
;
_iucr_compatibility_tag          ?


#==============================================================================

#data_Compound_[Cu(BPZNH2)]

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_formula_moiety         'C8.7 H11.3 Cu1 N5.9 O0.9'
_chemical_formula_structural     'Cu (C6H3N5H2) (C3H7NO)0.9'
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C8.7 H11.3 Cu1 N5.9 O0.9'
_chemical_formula_weight         276.46
_chemical_melting_point          ?
_chemical_compound_source        ?

loop_
_atom_type_symbol
_atom_type_description
#   _atom_type_scat_dispersion_real
#   _atom_type_scat_dispersion_imag
_atom_type_scat_source

C C 'International Tables for Crystallography (Vol. IV)'
H H 'International Tables for Crystallography (Vol. IV)'
Cu Cu 'International Tables for Crystallography (Vol. IV)'
N N 'International Tables for Crystallography (Vol. IV)'
O O 'International Tables for Crystallography (Vol. IV)'

#==============================================================================

# 1.5. POWDER SPECIMEN AND CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        Imma
_space_group_name_Hall           ?

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

_cell_length_a                   15.2776(10)
_cell_length_b                   7.20969(54)
_cell_length_c                   9.65271(62)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1063.21(13)

_cell_formula_units_Z            4
_cell_measurement_temperature    298

_pd_calibration_special_details  
; ?
;
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.750
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             564

# The next three fields give the specimen dimensions in mm.  The equatorial 
# plane contains the incident and diffracted beam.
_pd_spec_size_axial              15 # perpendicular to 
# equatorial plane

_pd_spec_size_equat              20 # parallel to 
# scattering vector 
# in transmission

_pd_spec_size_thick              0.1 # parallel to 
# scattering vector 
# in reflection                              

# The next five fields are character fields that describe the specimen.

_pd_spec_mounting                
;
 packed powder pellet
;
_pd_spec_mount_mode              reflection # options are 'reflection' 
# or 'transmission'

_pd_spec_shape                   flat_sheet # options are 'cylinder',
# 'flat_sheet' or 'irregular'

_pd_char_particle_morphology     ?
_pd_char_colour                  brown # use ICDD colour descriptions    



# The next four fields are normally only needed for transmission experiments.
_exptl_absorpt_coefficient_mu    ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

#==============================================================================

# 1.6. EXPERIMENTAL DATA

_exptl_special_details           
; ?
;

# This following item is used to identify the equipment used to record the
# powder pattern when the diffractogram was measured at a laboratory
# other than the authors' home institution, e.g. when neutron or synchrotron
# radiation is used.

_pd_instr_location               
; ?
;

_diffrn_ambient_temperature      298
_diffrn_source_target            Cu
_diffrn_source_type              'sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker AXS D8 Advance'
_diffrn_detector_type            'Bruker Lynxeye linear PSD'
_pd_meas_scan_method             step # options are 'step', 'cont',
# 'tof', 'fixed' or
# 'disp' (= dispersive)
_pd_meas_special_details         
;  ?
;

# The following six items are used for angular dispersive measurements only.

loop_
_diffrn_radiation_type
'Cu K\a'
_diffrn_radiation_wavelength     CuK\a~1~
_diffrn_radiation_monochromator  'Nickel filter'

# The following four items give details of the measured (not processed)
# powder pattern.  Angles are in degrees.

_pd_meas_number_of_points        5001
_pd_meas_2theta_range_min        5
_pd_meas_2theta_range_max        105
_pd_meas_2theta_range_inc        0.02

# The following three items are used for time-of-flight measurements only.

_pd_instr_dist_src/spec          ?
_pd_instr_dist_spec/detc         ?
_pd_meas_2theta_fixed            ?

# The following fields are used to identify the programs used.

_computing_data_collection       'Bruker XRD Commander'
_computing_cell_refinement       'TOPAS-Academic V6'
_computing_data_reduction        ?
_computing_structure_solution    'TOPAS-Academic V6'
_computing_structure_refinement  'TOPAS-Academic V6'
_computing_molecular_graphics    ?
_computing_publication_material  ?

#==============================================================================

# 1.7. REFINEMENT DATA                                                                                                            

# Use the next field to give any special details about the fitting of the
# powder pattern.



# The next three items are given as text         
_pd_proc_ls_profile_function     'fundamental parameters approach'
_pd_proc_ls_background_function  'Chebyshev polynomial'
_pd_proc_ls_pref_orient_corr     ?
_pd_proc_ls_prof_R_factor        0.013
_pd_proc_ls_prof_wR_factor       0.018
_pd_proc_ls_prof_wR_expected     0.005

_refine_special_details          
; 
?                                                                                             
;

_refine_ls_structure_factor_coef Inet
_refine_ls_matrix_type           fullcycle
_refine_ls_weighting_scheme      ? # 1/[Y~i~]
_refine_ls_hydrogen_treatment    fixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_parameters     40
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
# The following item is 'CHI squared'
_refine_ls_goodness_of_fit_all   ?

_refine_ls_restrained_S_all      ?
_refine_ls_restrained_S_obs      ?
_refine_ls_shift/su_max          .01
_refine_ls_shift/su_mean         ?


# The following four items apply to angular dispersive measurements.
# 2theta minimum, maximum and increment (in degrees) are for the 
# intensities used in the refinement.
_pd_proc_2theta_range_min        8
_pd_proc_2theta_range_max        105
_pd_proc_2theta_range_inc        0.02

loop_
_pd_proc_wavelength
1.540562
1.544390

_pd_block_diffractogram_id       ? # The id used for the block
# containing the powder 
# pattern profile (section 11).

# Give appropriate details in the next two text fields.
_pd_proc_info_excluded_regions   ?
_pd_proc_info_data_reduction     ?


#==============================================================================

# 1.8. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_symmetry_multiplicity
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_B_iso_or_equiv

Cu Cu 4 0 0 0 1 0.42(10)
C2 C 8 0.2109546 0.25 0.2073118 1 2.42(10)
C1 C 16 0.1675107 0.4039996 0.1598147 1 2.42(10)
N1 N 16 0.09682737 0.3448509 0.08253689 1 2.42(10)
N3 N 16 0.1916421 0.5952743 0.1861975 0.25 2.42(10)
H3a H 16 0.2495888 0.6269959 0.2495504 0.25 2.42(10)
H3b H 16 0.1520019 0.7086577 0.1428591 0.25 2.42(10)
H1 H 16 0.1833209 0.5293175 0.1771 0.75 2.42(10)
O3 O 4 0.5 0.75 0.2715307 0.9501(44) 2.42(31)
C6 C 16 0.5161605 0.6830791 0.154839 0.2375(11) 2.42(31)
N4 N 16 0.4588939 0.7230625 0.03882965 0.2375(11) 2.42(31)
C5 C 16 0.3828811 0.8406741 0.05818275 0.2375(11) 2.42(31)
H6 H 16 0.5738253 0.5938565 0.1401573 0.2375(11) 2.42(31)
H51 H 16 0.3741978 0.9295792 -0.0334031 0.2375(11) 2.42(31)
H52 H 16 0.3243626 0.7537952 0.07222996 0.2375(11) 2.42(31)
H53 H 16 0.3923364 0.9279972 0.1504239 0.2375(11) 2.42(31)
C4 C 16 0.47764 0.6454342 -0.09653278 0.2375(11) 2.42(31)
H41 H 16 0.4858193 0.7583806 -0.1720446 0.2375(11) 2.42(31)
H42 H 16 0.5382146 0.5632414 -0.09143678 0.2375(11) 2.42(31)
H43 H 16 0.4231276 0.5557065 -0.1289516 0.2375(11) 2.42(31)
####################################################################### 
# 
# 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_added_by_encifer_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1866303'
_audit_update_record             
;
2018-09-06 deposited with the CCDC.
2018-12-27 downloaded from the CCDC.
;
_iucr_compatibility_tag          ?


#==============================================================================

#data_Compound_[Cu(BPZNH2)]

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_formula_moiety         'C8.4 H10.6 Ni1 N5.8 O0.8'
_chemical_formula_structural     'Ni (C6H3N5H2) (C3H7NO)0.8'
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C8.4 H10.6 Ni1 N5.8 O0.8'
_chemical_formula_weight         264.30
_chemical_melting_point          ?
_chemical_compound_source        ?

loop_
_atom_type_symbol
_atom_type_description
#   _atom_type_scat_dispersion_real
#   _atom_type_scat_dispersion_imag
_atom_type_scat_source

C C 'International Tables for Crystallography (Vol. IV)'
H H 'International Tables for Crystallography (Vol. IV)'
Ni Ni 'International Tables for Crystallography (Vol. IV)'
N N 'International Tables for Crystallography (Vol. IV)'
O O 'International Tables for Crystallography (Vol. IV)'

#==============================================================================

# 1.5. POWDER SPECIMEN AND CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        Imma
_space_group_name_Hall           ?

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

_cell_length_a                   14.9282(19)
_cell_length_b                   6.91409(97)
_cell_length_c                   9.6033(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     991.20(23)

_cell_formula_units_Z            4
_cell_measurement_temperature    298

_pd_calibration_special_details  
; ?
;
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.730
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             544

# The next three fields give the specimen dimensions in mm.  The equatorial 
# plane contains the incident and diffracted beam.
_pd_spec_size_axial              15 # perpendicular to 
# equatorial plane

_pd_spec_size_equat              20 # parallel to 
# scattering vector 
# in transmission

_pd_spec_size_thick              0.1 # parallel to 
# scattering vector 
# in reflection                              

# The next five fields are character fields that describe the specimen.

_pd_spec_mounting                
;
 packed powder pellet
;
_pd_spec_mount_mode              reflection # options are 'reflection' 
# or 'transmission'

_pd_spec_shape                   flat_sheet # options are 'cylinder',
# 'flat_sheet' or 'irregular'

_pd_char_particle_morphology     ?
_pd_char_colour                  reddish # use ICDD colour descriptions    



# The next four fields are normally only needed for transmission experiments.
_exptl_absorpt_coefficient_mu    ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

#==============================================================================

# 1.6. EXPERIMENTAL DATA

_exptl_special_details           
; ?
;

# This following item is used to identify the equipment used to record the
# powder pattern when the diffractogram was measured at a laboratory
# other than the authors' home institution, e.g. when neutron or synchrotron
# radiation is used.

_pd_instr_location               
; ?
;

_diffrn_ambient_temperature      298
_diffrn_source_target            Cu
_diffrn_source_type              'sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker AXS D8 Advance'
_diffrn_detector_type            'Bruker Lynxeye linear PSD'
_pd_meas_scan_method             step # options are 'step', 'cont',
# 'tof', 'fixed' or
# 'disp' (= dispersive)
_pd_meas_special_details         
;  ?
;

# The following six items are used for angular dispersive measurements only.

loop_
_diffrn_radiation_type
'Cu K\a'
_diffrn_radiation_wavelength     CuK\a~1~
_diffrn_radiation_monochromator  'Nickel filter'

# The following four items give details of the measured (not processed)
# powder pattern.  Angles are in degrees.

_pd_meas_number_of_points        5001
_pd_meas_2theta_range_min        5
_pd_meas_2theta_range_max        105
_pd_meas_2theta_range_inc        0.02

# The following three items are used for time-of-flight measurements only.

_pd_instr_dist_src/spec          ?
_pd_instr_dist_spec/detc         ?
_pd_meas_2theta_fixed            ?

# The following fields are used to identify the programs used.

_computing_data_collection       'Bruker XRD Commander'
_computing_cell_refinement       'TOPAS-Academic V6'
_computing_data_reduction        ?
_computing_structure_solution    'TOPAS-Academic V6'
_computing_structure_refinement  'TOPAS-Academic V6'
_computing_molecular_graphics    ?
_computing_publication_material  ?

#==============================================================================

# 1.7. REFINEMENT DATA                                                                                                            

# Use the next field to give any special details about the fitting of the
# powder pattern.



# The next three items are given as text         
_pd_proc_ls_profile_function     'fundamental parameters approach'
_pd_proc_ls_background_function  'Chebyshev polynomial'
_pd_proc_ls_pref_orient_corr     ?
_pd_proc_ls_prof_R_factor        0.009
_pd_proc_ls_prof_wR_factor       0.012
_pd_proc_ls_prof_wR_expected     0.004

_refine_special_details          
; 
?                                                                                             
;

_refine_ls_structure_factor_coef Inet
_refine_ls_matrix_type           fullcycle
_refine_ls_weighting_scheme      ? # 1/[Y~i~]
_refine_ls_hydrogen_treatment    fixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_parameters     39
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
# The following item is 'CHI squared'
_refine_ls_goodness_of_fit_all   ?

_refine_ls_restrained_S_all      ?
_refine_ls_restrained_S_obs      ?
_refine_ls_shift/su_max          .01
_refine_ls_shift/su_mean         ?


# The following four items apply to angular dispersive measurements.
# 2theta minimum, maximum and increment (in degrees) are for the 
# intensities used in the refinement.
_pd_proc_2theta_range_min        8
_pd_proc_2theta_range_max        105
_pd_proc_2theta_range_inc        0.02

loop_
_pd_proc_wavelength
1.540562
1.544390

_pd_block_diffractogram_id       ? # The id used for the block
# containing the powder 
# pattern profile (section 11).

# Give appropriate details in the next two text fields.
_pd_proc_info_excluded_regions   ?
_pd_proc_info_data_reduction     ?


#==============================================================================

# 1.8. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_symmetry_multiplicity
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_B_iso_or_equiv

Ni Ni 4 0 0 0 1 0.010(77)
C2 C 8 0.2109845 0.25 0.2077177 1 2.010(77)
C1 C 16 0.1664111 0.4114737 0.159412 1 2.010(77)
N1 N 16 0.09428969 0.3497962 0.08125169 1 2.010(77)
N3 N 16 0.190524 0.6067995 0.1855439 0.25 2.010(77)
H3a H 16 0.241587 0.6353667 0.2408825 0.25 2.010(77)
H3b H 16 0.1555928 0.708908 0.1476878 0.25 2.010(77)
H1 H 16 0.1825429 0.5421494 0.1768946 0.75 2.010(77)
N4 N 8 0 0.11678 0.47836 0.3584(30) 9.0(14)
C4 C 16 -0.03848103 -0.02432717 0.3840277 0.1792(15) 9.0(14)
C5 C 16 0.09554497 0.1543753 0.4758661 0.1792(15) 9.0(14)
C6 C 16 -0.05706393 0.2202919 0.5751862 0.1792(15) 9.0(14)
O3 O 16 -0.02389063 0.341936 0.6565072 0.1792(15) 9.0(14)
H6 H 16 -0.1295463 0.1917714 0.5770782 0.1792(15) 9.0(14)
H51 H 16 0.1274124 0.06290038 0.3963114 0.1792(15) 9.0(14)
H52 H 16 0.1073526 0.3075389 0.4509016 0.1792(15) 9.0(14)
H53 H 16 0.1244553 0.1212476 0.5784906 0.1792(15) 9.0(14)
H41 H 16 0.01479452 -0.08741687 0.3192309 0.1792(15) 9.0(14)
H42 H 16 -0.07125647 -0.1394963 0.4444354 0.1792(15) 9.0(14)
####################################################################### 
# 
# 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_added_by_encifer_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1866304'
_audit_update_record             
;
2018-09-06 deposited with the CCDC.
2018-12-27 downloaded from the CCDC.
;
_iucr_compatibility_tag          ?


#==============================================================================

#data_Compound_[Zn(BPZNH2)]

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_formula_moiety         'C8.7 H11.3 N5.9 O0.9 Zn1'
_chemical_formula_structural     'Zn (C6H3N5H2) (C3H7NO)0.9'
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C8.7 H11.3 N5.9 O0.9 Zn1'
_chemical_formula_weight         278.30
_chemical_melting_point          ?
_chemical_compound_source        ?

loop_
_atom_type_symbol
_atom_type_description
#   _atom_type_scat_dispersion_real
#   _atom_type_scat_dispersion_imag
_atom_type_scat_source

C C 'International Tables for Crystallography (Vol. IV)'
H H 'International Tables for Crystallography (Vol. IV)'
N N 'International Tables for Crystallography (Vol. IV)'
O O 'International Tables for Crystallography (Vol. IV)'
Zn Zn 'International Tables for Crystallography (Vol. IV)'

#==============================================================================

# 1.5. POWDER SPECIMEN AND CRYSTAL DATA

_space_group_crystal_system      tetragonal
_space_group_name_H-M_alt        P42/mmc
_space_group_name_Hall           ?

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

_cell_length_a                   8.95349(17)
_cell_length_b                   8.95349(17)
_cell_length_c                   7.24405(20)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     580.719(28)

_cell_formula_units_Z            2
_cell_measurement_temperature    298

_pd_calibration_special_details  
; ?
;
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             284

# The next three fields give the specimen dimensions in mm.  The equatorial 
# plane contains the incident and diffracted beam.
_pd_spec_size_axial              15 # perpendicular to 
# equatorial plane

_pd_spec_size_equat              20 # parallel to 
# scattering vector 
# in transmission

_pd_spec_size_thick              0.1 # parallel to 
# scattering vector 
# in reflection                              

# The next five fields are character fields that describe the specimen.

_pd_spec_mounting                
;
 packed powder pellet
;
_pd_spec_mount_mode              reflection # options are 'reflection' 
# or 'transmission'

_pd_spec_shape                   flat_sheet # options are 'cylinder',
# 'flat_sheet' or 'irregular'

_pd_char_particle_morphology     ?
_pd_char_colour                  white # use ICDD colour descriptions    



# The next four fields are normally only needed for transmission experiments.
_exptl_absorpt_coefficient_mu    ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

#==============================================================================

# 1.6. EXPERIMENTAL DATA

_exptl_special_details           
; ?
;

# This following item is used to identify the equipment used to record the
# powder pattern when the diffractogram was measured at a laboratory
# other than the authors' home institution, e.g. when neutron or synchrotron
# radiation is used.

_pd_instr_location               
; ?
;

_diffrn_ambient_temperature      298
_diffrn_source_target            Cu
_diffrn_source_type              'sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker AXS D8 Advance'
_diffrn_detector_type            'Bruker Lynxeye linear PSD'
_pd_meas_scan_method             step # options are 'step', 'cont',
# 'tof', 'fixed' or
# 'disp' (= dispersive)
_pd_meas_special_details         
;  ?
;

# The following six items are used for angular dispersive measurements only.

loop_
_diffrn_radiation_type
'Cu K\a'
_diffrn_radiation_wavelength     CuK\a~1~
_diffrn_radiation_monochromator  'Nickel filter'

# The following four items give details of the measured (not processed)
# powder pattern.  Angles are in degrees.

_pd_meas_number_of_points        5001
_pd_meas_2theta_range_min        5
_pd_meas_2theta_range_max        105
_pd_meas_2theta_range_inc        0.02

# The following three items are used for time-of-flight measurements only.

_pd_instr_dist_src/spec          ?
_pd_instr_dist_spec/detc         ?
_pd_meas_2theta_fixed            ?

# The following fields are used to identify the programs used.

_computing_data_collection       'Bruker XRD Commander'
_computing_cell_refinement       'TOPAS-Academic V6'
_computing_data_reduction        ?
_computing_structure_solution    'TOPAS-Academic V6'
_computing_structure_refinement  'TOPAS-Academic V6'
_computing_molecular_graphics    ?
_computing_publication_material  ?

#==============================================================================

# 1.7. REFINEMENT DATA                                                                                                            

# Use the next field to give any special details about the fitting of the
# powder pattern.



# The next three items are given as text         
_pd_proc_ls_profile_function     'fundamental parameters approach'
_pd_proc_ls_background_function  'Chebyshev polynomial'
_pd_proc_ls_pref_orient_corr     ?
_pd_proc_ls_prof_R_factor        0.054
_pd_proc_ls_prof_wR_factor       0.073
_pd_proc_ls_prof_wR_expected     0.008

_refine_special_details          
; 
?                                                                                             
;

_refine_ls_structure_factor_coef Inet
_refine_ls_matrix_type           fullcycle
_refine_ls_weighting_scheme      ? # 1/[Y~i~]
_refine_ls_hydrogen_treatment    fixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_parameters     40
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
# The following item is 'CHI squared'
_refine_ls_goodness_of_fit_all   ?

_refine_ls_restrained_S_all      ?
_refine_ls_restrained_S_obs      ?
_refine_ls_shift/su_max          .01
_refine_ls_shift/su_mean         ?


# The following four items apply to angular dispersive measurements.
# 2theta minimum, maximum and increment (in degrees) are for the 
# intensities used in the refinement.
_pd_proc_2theta_range_min        8
_pd_proc_2theta_range_max        105
_pd_proc_2theta_range_inc        0.02

loop_
_pd_proc_wavelength
1.540562
1.544390

_pd_block_diffractogram_id       ? # The id used for the block
# containing the powder 
# pattern profile (section 11).

# Give appropriate details in the next two text fields.
_pd_proc_info_excluded_regions   ?
_pd_proc_info_data_reduction     ?


#==============================================================================

# 1.8. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_symmetry_multiplicity
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_B_iso_or_equiv

Zn1 Zn 2 0 0 0.25 1 0.10(10)
C2 C 4 0.5792987 0 0.5 1 2.10(10)
C1 C 8 0.6688613 0 0.347638 1 2.10(10)
N1 N 8 0.8146285 0 0.4061773 1 2.10(10)
N3a N 8 0.619852 0 0.1612091 0.25 2.10(10)
H1a H 8 0.5160667 0 0.1339432 0.25 2.10(10)
H1b H 8 0.6908493 0 0.06375157 0.25 2.10(10)
H1 H 8 0.6360734 0 0.2229145 0.75 2.10(10)
N4 N 4 0.5 -0.38104 0 0.4532(47) 8.9(14)
C4 C 16 0.5975867 -0.3454293 -0.1535594 0.1133(12) 8.9(14)
C5 C 16 0.5482056 -0.4862984 0.1399663 0.1133(12) 8.9(14)
C6 C 16 0.3542077 -0.3113923 0.01359317 0.1133(12) 8.9(14)
O3 O 16 0.3126511 -0.2206523 -0.1070674 0.1133(12) 8.9(14)
H6 H 16 0.2902715 -0.3347235 0.1142011 0.1133(12) 8.9(14)
H51 H 16 0.6627948 -0.4592016 0.1832953 0.1133(12) 8.9(14)
H52 H 16 0.4730804 -0.4794739 0.2598211 0.1133(12) 8.9(14)
H53 H 16 0.5453635 -0.6001845 0.0831146 0.1133(12) 8.9(14)
H41 H 16 0.6427879 -0.4492314 -0.2125227 0.1133(12) 8.9(14)
H42 H 16 0.534005 -0.2851373 -0.2599981 0.1133(12) 8.9(14)
H43 H 16 0.6901037 -0.2748657 -0.1048164 0.1133(12) 8.9(14)
####################################################################### 
# 
# 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_H2BPZNH2
_database_code_depnum_ccdc_archive 'CCDC 1866302'
_audit_update_record             
;
2018-09-06 deposited with the CCDC.
2018-12-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H7 N5'
_chemical_formula_weight         149.17

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P c'
_space_group_name_Hall           'P -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'

_cell_length_a                   8.1099(9)
_cell_length_b                   4.5429(4)
_cell_length_c                   9.3940(12)
_cell_angle_alpha                90
_cell_angle_beta                 107.583(13)
_cell_angle_gamma                90
_cell_volume                     329.93(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    2608
_cell_measurement_theta_min      2.635
_cell_measurement_theta_max      27.861

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_F_000             156
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.104
_shelx_estimated_absorpt_T_min   0.971
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8508
_exptl_absorpt_correction_T_max  0.8982
_exptl_absorpt_process_details   
'X-RED (Stoe & Cie, 2001) and X-SHAPE (Stoe & Cie, 1999)'
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe Image Plate Diffraction System'
_diffrn_measurement_method       'φ oscillation scans'

_diffrn_reflns_number            2608
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.635
_diffrn_reflns_theta_max         27.861
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.902
_diffrn_reflns_point_group_measured_fraction_full 0.916
_reflns_number_total             1416
_reflns_number_gt                1029
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.808
_reflns_Friedel_fraction_max     0.809
_reflns_Friedel_fraction_full    0.839

_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       'IPDS Software (Stoe & Cie, 2000)'
_computing_cell_refinement       'IPDS Software (Stoe & Cie, 2000)'
_computing_data_reduction        'IPDS Software (Stoe & Cie, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Diamond 2.1e (Brandenburg, 1999)'
_computing_publication_material  'WinGX 1.70.01 (Farrugia, 1999)'

#------------------------------- Refinement data-----------------------#


_refine_special_details          
;
The structure may be solved in the monoclinic space group P21/c
and refined to the final convergence values: R1 [I > 2 (I)] = 0.051,
wR2 (all data) = 0.133, GoF = 1.16. In this space group,
the asymmetric unit contains half a bipyrazole molecule.
The center of mass of the molecule resides on an inversion center
and the amino group is disordered over two positions
with 0.50:0.50 occupancies imposed by symmetry.
Refinement of the crystal structure can be improved in the space group Pc,
where the occupancies of the disordered amino group are refined to ~0.77:0.23
leading to similar isotropic U values for the two components of the disorder.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0635P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 408 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -1.4(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1416
_refine_ls_number_parameters     104
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0937
_refine_ls_wR_factor_gt          0.0887
_refine_ls_goodness_of_fit_ref   0.916
_refine_ls_restrained_S_all      0.915
_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 -0.2179(4) -0.0123(10) 0.4662(4) 0.0293(8) Uani 1 1 d . . . A 1
H1N H -0.2781 -0.1268 0.3951 0.044 Uiso 1 1 calc R U . A 1
N2 N -0.2893(5) 0.1829(8) 0.5428(4) 0.0309(10) Uani 1 1 d . . . A 1
N3 N 0.4081(4) 0.5020(10) 0.8655(4) 0.0315(9) Uani 1 1 d . . . A 1
H2N H 0.4708 0.6159 0.9355 0.047 Uiso 1 1 calc R U . A 1
N4 N 0.4733(4) 0.3147(9) 0.7881(4) 0.0297(10) Uani 1 1 d . . . A 1
N5 N -0.1729(7) 0.5086(12) 0.7394(6) 0.0293(11) Uani 0.77 1 d . . P A 1
H3N H -0.1157 0.6648 0.7403 0.044 Uiso 1 1 d R U . A 1
H4N H -0.2827 0.5607 0.7237 0.044 Uiso 1 1 d R U . A 1
C1 C -0.0457(5) -0.0054(11) 0.5137(5) 0.0280(10) Uani 1 1 d . . . A 1
H1 H 0.0282 -0.1216 0.4768 0.034 Uiso 1 1 calc R U . A 1
C2 C 0.0060(5) 0.2006(9) 0.6260(5) 0.0201(9) Uani 1 1 d . . . A 1
C3 C -0.1532(5) 0.3135(8) 0.6385(4) 0.0242(10) Uani 1 1 d . . . A 1
C4 C 0.2339(4) 0.4953(12) 0.8233(5) 0.0282(9) Uani 1 1 d . . . A 1
H4 H 0.1618 0.6101 0.8629 0.034 Uiso 1 1 calc R U . A 1
C5 C 0.1809(5) 0.2876(10) 0.7106(5) 0.0246(10) Uani 1 1 d . . . A 1
C6 C 0.3360(5) 0.1870(9) 0.6933(4) 0.0277(11) Uani 1 1 d . . . A 1
H6 H 0.3428 0.0448 0.6226 0.033 Uiso 1 1 calc R U . A 1
N5A N 0.364(2) -0.009(4) 0.5912(19) 0.030(4) Uiso 0.23 1 d . . P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.332(4) . ?
N1 N2 1.375(6) . ?
N1 H1N 0.8700 . ?
N2 C3 1.334(5) . ?
N3 N4 1.329(5) . ?
N3 C4 1.348(4) . ?
N3 H2N 0.8700 . ?
N4 C6 1.331(5) . ?
N5 C3 1.342(6) . ?
N5 H3N 0.8462 . ?
N5 H4N 0.8898 . ?
C1 C2 1.377(7) . ?
C1 H1 0.9400 . ?
C2 C3 1.426(5) . ?
C2 C5 1.456(3) . ?
C4 C5 1.385(7) . ?
C4 H4 0.9400 . ?
C5 C6 1.393(6) . ?
C6 H6 0.9400 . ?

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 N2 112.0(4) . . ?
C1 N1 H1N 124.0 . . ?
N2 N1 H1N 124.0 . . ?
C3 N2 N1 104.2(4) . . ?
N4 N3 C4 112.3(4) . . ?
N4 N3 H2N 123.8 . . ?
C4 N3 H2N 123.8 . . ?
N3 N4 C6 104.7(3) . . ?
C3 N5 H3N 112.3 . . ?
C3 N5 H4N 112.7 . . ?
H3N N5 H4N 107.3 . . ?
N1 C1 C2 108.6(4) . . ?
N1 C1 H1 125.7 . . ?
C2 C1 H1 125.7 . . ?
C1 C2 C3 103.5(3) . . ?
C1 C2 C5 128.6(3) . . ?
C3 C2 C5 127.9(3) . . ?
N2 C3 N5 121.3(4) . . ?
N2 C3 C2 111.7(3) . . ?
N5 C3 C2 126.8(4) . . ?
N3 C4 C5 107.2(4) . . ?
N3 C4 H4 126.4 . . ?
C5 C4 H4 126.4 . . ?
C4 C5 C6 103.3(4) . . ?
C4 C5 C2 128.9(3) . . ?
C6 C5 C2 127.7(3) . . ?
N4 C6 C5 112.4(4) . . ?
N4 C6 H6 123.8 . . ?
C5 C6 H6 123.8 . . ?

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
C1 N1 N2 C3 0.8(4) . . . . ?
C4 N3 N4 C6 0.4(5) . . . . ?
N2 N1 C1 C2 -0.3(5) . . . . ?
N1 C1 C2 C3 -0.3(5) . . . . ?
N1 C1 C2 C5 -179.3(3) . . . . ?
N1 N2 C3 N5 -176.1(4) . . . . ?
N1 N2 C3 C2 -1.0(4) . . . . ?
C1 C2 C3 N2 0.8(5) . . . . ?
C5 C2 C3 N2 179.8(3) . . . . ?
C1 C2 C3 N5 175.5(5) . . . . ?
C5 C2 C3 N5 -5.4(6) . . . . ?
N4 N3 C4 C5 0.3(5) . . . . ?
N3 C4 C5 C6 -0.9(5) . . . . ?
N3 C4 C5 C2 -178.9(3) . . . . ?
C1 C2 C5 C4 179.7(7) . . . . ?
C3 C2 C5 C4 0.9(5) . . . . ?
C1 C2 C5 C6 2.2(5) . . . . ?
C3 C2 C5 C6 -176.6(6) . . . . ?
N3 N4 C6 C5 -1.0(5) . . . . ?
C4 C5 C6 N4 1.2(5) . . . . ?
C2 C5 C6 N4 179.3(3) . . . . ?

_refine_diff_density_max         0.273
_refine_diff_density_min         -0.161
_refine_diff_density_rms         0.040



