# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_Li2_btbq_2H2O
_database_code_depnum_ccdc_archive 'CCDC 1561795'
_audit_update_record             
;
2017-09-07 deposited with the CCDC.
2017-09-07 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H4 Li2 N6 O4'
_chemical_formula_sum            'C6 H4 Li2 N6 O4'
_chemical_formula_weight         238.03

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'
Li Li -0.0003 0.0001 '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/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                   3.40910(10)
_cell_length_b                   9.2113(4)
_cell_length_c                   14.3342(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.880(2)
_cell_angle_gamma                90
_cell_volume                     443.45(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4030
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      32.00

_exptl_crystal_description       'block crystal'
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.783
_exptl_crystal_F_000             240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.146
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7150
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11749
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.640
_diffrn_reflns_theta_max         32.087
_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             1544
_reflns_number_gt                1223
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Diamond 4.4'
_computing_publication_material  Word
_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)+(0.0457P)²+0.1856P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1544
_refine_ls_number_parameters     90
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0405
_refine_ls_wR_factor_ref         0.0965
_refine_ls_wR_factor_gt          0.0893
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_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
Li1 Li -0.6099(6) -0.8552(2) -0.71013(15) 0.0105(4) Uani 1 1 d . . . . .
O1 O -0.5759(2) -0.64784(9) -0.66947(6) 0.00795(19) Uani 1 1 d . . . . .
O2 O -0.0681(2) -0.93073(10) -0.65439(6) 0.00750(18) Uani 1 1 d . . . . .
N1 N -0.3330(3) -0.33721(10) -0.64724(7) 0.0057(2) Uani 1 1 d . . . . .
N2 N -0.2243(3) -0.21174(10) -0.60242(7) 0.0065(2) Uani 1 1 d . . . . .
N3 N -0.2464(3) -0.22029(11) -0.51006(7) 0.0061(2) Uani 1 1 d . . . . .
C1 C -0.4270(3) -0.42924(12) -0.58155(8) 0.0049(2) Uani 1 1 d . . . . .
C2 C -0.3738(3) -0.35565(12) -0.49523(8) 0.0051(2) Uani 1 1 d . . . . .
C3 C -0.5500(3) -0.58191(12) -0.59437(8) 0.0053(2) Uani 1 1 d . . . . .
H1 H 0.007(6) -0.899(2) -0.5975(15) 0.034(5) Uiso 1 1 d . . . . .
H2 H -0.093(6) -1.020(2) -0.6432(14) 0.030(5) 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
Li1 O1 1.995(2) . ?
Li1 O2 1.998(2) 1_455 ?
Li1 O2 2.007(2) . ?
Li1 N1 2.027(2) 2_443 ?
Li1 Li1 3.40910(11) 1_455 ?
Li1 Li1 3.40910(11) 1_655 ?
O1 C3 1.2260(13) . ?
O2 H1 0.86(2) . ?
O2 H2 0.85(2) . ?
N1 N2 1.3432(14) . ?
N1 C1 1.3459(14) . ?
N2 N3 1.3411(13) . ?
N3 C2 1.3491(15) . ?
C1 C2 1.3951(15) . ?
C1 C3 1.4700(16) . ?
C2 C3 1.4705(15) 3_444 ?

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
O1 Li1 O2 103.11(10) . 1_455 ?
O1 Li1 O2 102.26(10) . . ?
O2 Li1 O2 116.70(11) 1_455 . ?
O1 Li1 N1 101.96(10) . 2_443 ?
O2 Li1 N1 119.04(11) 1_455 2_443 ?
O2 Li1 N1 110.64(10) . 2_443 ?
O1 Li1 Li1 90.46(7) . 1_455 ?
O2 Li1 Li1 31.73(7) 1_455 1_455 ?
O2 Li1 Li1 148.43(7) . 1_455 ?
N1 Li1 Li1 94.41(7) 2_443 1_455 ?
O1 Li1 Li1 89.54(7) . 1_655 ?
O2 Li1 Li1 148.27(7) 1_455 1_655 ?
O2 Li1 Li1 31.57(7) . 1_655 ?
N1 Li1 Li1 85.59(7) 2_443 1_655 ?
Li1 Li1 Li1 180.0 1_455 1_655 ?
C3 O1 Li1 136.29(10) . . ?
Li1 O2 Li1 116.70(11) 1_655 . ?
Li1 O2 H1 97.5(14) 1_655 . ?
Li1 O2 H1 111.2(14) . . ?
Li1 O2 H2 121.8(14) 1_655 . ?
Li1 O2 H2 107.2(14) . . ?
H1 O2 H2 100(2) . . ?
N2 N1 C1 106.65(9) . . ?
N2 N1 Li1 121.58(10) . 2_453 ?
C1 N1 Li1 131.37(10) . 2_453 ?
N3 N2 N1 111.35(9) . . ?
N2 N3 C2 106.50(9) . . ?
N1 C1 C2 107.71(10) . . ?
N1 C1 C3 127.75(10) . . ?
C2 C1 C3 124.51(10) . . ?
N3 C2 C1 107.80(10) . . ?
N3 C2 C3 127.52(10) . 3_444 ?
C1 C2 C3 124.68(10) . 3_444 ?
O1 C3 C1 124.03(10) . . ?
O1 C3 C2 125.19(10) . 3_444 ?
C1 C3 C2 110.76(9) . 3_444 ?

_refine_diff_density_max         0.497
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.073


_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_Na2_btbq_4H2O
_database_code_depnum_ccdc_archive 'CCDC 1561796'
_audit_update_record             
;
2017-09-07 deposited with the CCDC.
2017-09-07 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H8 N6 Na2 O6'
_chemical_formula_sum            'C6 H8 N6 Na2 O6'
_chemical_formula_weight         306.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Na Na 0.0362 0.0249 '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           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                   10.4329(7)
_cell_length_b                   15.5499(10)
_cell_length_c                   6.8575(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.221(2)
_cell_angle_gamma                90
_cell_volume                     1094.84(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4163
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      28.26

_exptl_crystal_description       'needle-like crystal'
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.857
_exptl_crystal_F_000             624
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.226
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6590
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12452
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_av_R_equivalents  0.0557
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.377
_diffrn_reflns_theta_max         28.314
_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             1367
_reflns_number_gt                1103
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Diamond 4.4'
_computing_publication_material  Word
_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)+(0.0396P)²+1.0161P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1367
_refine_ls_number_parameters     108
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0346
_refine_ls_wR_factor_ref         0.0841
_refine_ls_wR_factor_gt          0.0787
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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
Na1 Na 0.62274(6) 0.81157(4) 0.51605(9) 0.00979(18) Uani 1 1 d . . . . .
O1 O 0.51561(11) 0.67680(7) 0.48670(15) 0.0103(3) Uani 1 1 d . . . . .
O2 O 0.77565(11) 0.74016(7) 0.75326(16) 0.0109(3) Uani 1 1 d D . . . .
O3 O 0.500000 0.87674(11) 0.750000 0.0132(4) Uani 1 2 d S T P . .
O4 O 0.500000 0.89542(10) 0.250000 0.0101(3) Uani 1 2 d S T P . .
N1 N 0.26225(12) 0.44202(8) 0.56111(18) 0.0082(3) Uani 1 1 d . . . . .
N2 N 0.20314(13) 0.51755(8) 0.57971(19) 0.0093(3) Uani 1 1 d . . . . .
N3 N 0.28255(12) 0.58444(8) 0.56109(18) 0.0082(3) Uani 1 1 d . . . . .
C1 C 0.51118(15) 0.59811(9) 0.4958(2) 0.0069(3) Uani 1 1 d . . . . .
C2 C 0.39521(14) 0.55033(9) 0.5286(2) 0.0067(3) Uani 1 1 d . . . . .
C3 C 0.38294(14) 0.46106(9) 0.5295(2) 0.0064(3) Uani 1 1 d . . . . .
H1 H 0.759(2) 0.6965(12) 0.815(3) 0.034(7) Uiso 1 1 d D . . . .
H2 H 0.827(2) 0.7697(14) 0.829(3) 0.042(7) Uiso 1 1 d D . . . .
H3 H 0.558(2) 0.9093(15) 0.815(4) 0.045(7) Uiso 1 1 d . . . . .
H4 H 0.557(2) 0.9267(15) 0.217(4) 0.040(7) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Na1 O2 2.3458(13) . ?
Na1 O1 2.3668(12) . ?
Na1 O4 2.4165(11) . ?
Na1 O2 2.4241(13) 7_666 ?
Na1 O3 2.4433(9) . ?
Na1 N1 2.4839(14) 3 ?
Na1 Na1 3.3126(12) 7_666 ?
Na1 Na1 4.0690(12) 2_655 ?
O1 C1 1.2265(18) . ?
O2 H1 0.837(16) . ?
O2 H2 0.816(16) . ?
O3 H3 0.85(2) . ?
O3 H3 0.85(2) 2_656 ?
O4 H4 0.83(2) . ?
O4 H4 0.83(2) 2_655 ?
N1 N2 1.3431(18) . ?
N1 C3 1.3480(18) . ?
N2 N3 1.3498(18) . ?
N3 C2 1.3437(19) . ?
C1 C2 1.471(2) . ?
C1 C3 1.471(2) 5_666 ?
C2 C3 1.394(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
O2 Na1 O1 83.84(4) . . ?
O2 Na1 O4 169.42(4) . . ?
O1 Na1 O4 103.57(5) . . ?
O2 Na1 O2 92.04(4) . 7_666 ?
O1 Na1 O2 84.56(4) . 7_666 ?
O4 Na1 O2 81.30(4) . 7_666 ?
O2 Na1 O3 96.44(4) . . ?
O1 Na1 O3 97.38(5) . . ?
O4 Na1 O3 90.15(3) . . ?
O2 Na1 O3 171.45(4) 7_666 . ?
O2 Na1 N1 89.36(4) . 3 ?
O1 Na1 N1 172.39(5) . 3 ?
O4 Na1 N1 82.73(4) . 3 ?
O2 Na1 N1 92.29(4) 7_666 3 ?
O3 Na1 N1 86.75(5) . 3 ?
O2 Na1 Na1 47.00(3) . 7_666 ?
O1 Na1 Na1 81.64(4) . 7_666 ?
O4 Na1 Na1 125.83(3) . 7_666 ?
O2 Na1 Na1 45.05(3) 7_666 7_666 ?
O3 Na1 Na1 143.43(4) . 7_666 ?
N1 Na1 Na1 91.22(4) 3 7_666 ?
O2 Na1 Na1 149.79(3) . 2_655 ?
O1 Na1 Na1 73.21(3) . 2_655 ?
O4 Na1 Na1 32.66(4) . 2_655 ?
O2 Na1 Na1 66.89(3) 7_666 2_655 ?
O3 Na1 Na1 105.61(2) . 2_655 ?
N1 Na1 Na1 111.92(3) 3 2_655 ?
Na1 Na1 Na1 108.95(3) 7_666 2_655 ?
C1 O1 Na1 154.22(10) . . ?
Na1 O2 Na1 87.96(4) . 7_666 ?
Na1 O2 H1 123.8(17) . . ?
Na1 O2 H1 106.2(16) 7_666 . ?
Na1 O2 H2 117.5(17) . . ?
Na1 O2 H2 110.5(18) 7_666 . ?
H1 O2 H2 108(2) . . ?
Na1 O3 Na1 130.98(8) . 2_656 ?
Na1 O3 H3 100.7(17) . . ?
Na1 O3 H3 107.9(17) 2_656 . ?
Na1 O3 H3 107.9(17) . 2_656 ?
Na1 O3 H3 100.7(17) 2_656 2_656 ?
H3 O3 H3 107(3) . 2_656 ?
Na1 O4 Na1 114.69(7) . 2_655 ?
Na1 O4 H4 102.4(17) . . ?
Na1 O4 H4 114.7(17) 2_655 . ?
Na1 O4 H4 114.7(17) . 2_655 ?
Na1 O4 H4 102.4(17) 2_655 2_655 ?
H4 O4 H4 108(3) . 2_655 ?
N2 N1 C3 106.31(12) . . ?
N2 N1 Na1 117.21(9) . 3_445 ?
C3 N1 Na1 134.66(10) . 3_445 ?
N1 N2 N3 111.40(12) . . ?
C2 N3 N2 106.33(12) . . ?
O1 C1 C2 123.45(14) . . ?
O1 C1 C3 125.59(14) . 5_666 ?
C2 C1 C3 110.94(12) . 5_666 ?
N3 C2 C3 107.97(13) . . ?
N3 C2 C1 126.41(14) . . ?
C3 C2 C1 125.62(13) . . ?
N1 C3 C2 107.97(13) . . ?
N1 C3 C1 128.60(14) . 5_666 ?
C2 C3 C1 123.41(13) . 5_666 ?

_refine_diff_density_max         0.513
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.074


_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_K2-btbq_2H2O
_database_code_depnum_ccdc_archive 'CCDC 1561797'
_audit_update_record             
;
2017-09-07 deposited with the CCDC.
2017-09-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H4 K2 N6 O4'
_chemical_formula_sum            'C6 H4 K2 N6 O4'
_chemical_formula_weight         302.35

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'
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'
K K 0.2009 0.2494 '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           9
_space_group_name_H-M_alt        'C 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'

_cell_length_a                   9.4207(5)
_cell_length_b                   18.4255(9)
_cell_length_c                   6.3412(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.193(3)
_cell_angle_gamma                90
_cell_volume                     1033.06(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9873
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      32.35

_exptl_crystal_description       'needle-like crystal'
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.944
_exptl_crystal_F_000             608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.937
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6685
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21639
_diffrn_reflns_av_unetI/netI     0.0649
_diffrn_reflns_av_R_equivalents  0.0639
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.555
_diffrn_reflns_theta_max         33.272
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3751
_reflns_number_gt                2932
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.956
_reflns_Friedel_fraction_max     0.928
_reflns_Friedel_fraction_full    0.998

_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Diamond 4.4'
_computing_publication_material  Word
_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)+(0.0372P)²+5.8409P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3751
_refine_ls_number_parameters     179
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.1222
_refine_ls_wR_factor_gt          0.1130
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.054
_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
K1 K 0.12692(13) 0.57659(6) 0.24228(18) 0.0179(2) Uani 1 1 d . . . . .
K2 K 0.37396(14) 0.74773(7) 0.5941(2) 0.0156(2) Uani 1 1 d . . . . .
O1 O 0.8346(4) 0.3865(2) 0.7006(7) 0.0153(8) Uani 1 1 d . . . . .
O2 O 0.4200(4) 0.6096(2) 0.5059(6) 0.0147(8) Uani 1 1 d . . . . .
O3 O 0.6730(5) 0.7790(2) 0.6180(7) 0.0167(8) Uani 1 1 d D . . . .
O4 O 0.0774(5) 0.7142(3) 0.5521(7) 0.0184(9) Uani 1 1 d D . . . .
N1 N 0.7560(5) 0.6321(3) 0.6714(7) 0.0134(9) Uani 1 1 d . . . . .
N2 N 0.9038(5) 0.6139(3) 0.7447(8) 0.0145(9) Uani 1 1 d . . . . .
N3 N 0.9223(5) 0.5414(3) 0.7556(8) 0.0131(9) Uani 1 1 d . . . . .
N4 N 0.3323(5) 0.4536(3) 0.4663(8) 0.0128(9) Uani 1 1 d . . . . .
N5 N 0.3512(5) 0.3807(3) 0.4732(8) 0.0161(9) Uani 1 1 d . . . . .
N6 N 0.4986(5) 0.3627(3) 0.5428(8) 0.0167(10) Uani 1 1 d . . . . .
C1 C 0.5131(5) 0.5596(3) 0.5527(8) 0.0116(10) Uani 1 1 d . . . . .
C2 C 0.6779(5) 0.5697(3) 0.6356(8) 0.0127(9) Uani 1 1 d . . . . .
C3 C 0.7812(5) 0.5128(3) 0.6876(8) 0.0097(9) Uani 1 1 d . . . . .
C4 C 0.7415(5) 0.4359(3) 0.6613(8) 0.0111(10) Uani 1 1 d . . . . .
C5 C 0.5763(5) 0.4260(3) 0.5828(8) 0.0113(9) Uani 1 1 d . . . . .
C6 C 0.4731(6) 0.4825(3) 0.5351(8) 0.0105(9) Uani 1 1 d . . . . .
H1 H 0.71(2) 0.808(8) 0.53(3) 0.16(8) Uiso 1 1 d D . . . .
H2 H 0.708(17) 0.735(4) 0.60(3) 0.13(6) Uiso 1 1 d D . . . .
H3 H 0.054(8) 0.757(3) 0.598(13) 0.03(2) Uiso 1 1 d D . . . .
H4 H 0.027(7) 0.688(3) 0.617(11) 0.017(17) 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
K1 O2 2.757(4) . ?
K1 O1 2.759(4) 2_464 ?
K1 O3 2.851(5) 4_464 ?
K1 N3 2.926(5) 2_464 ?
K1 N4 3.000(5) . ?
K1 N4 3.075(5) 2_564 ?
K1 N3 3.091(5) 1_454 ?
K1 N2 3.204(5) 1_454 ?
K1 N5 3.237(5) 2_564 ?
K1 O4 3.338(5) . ?
K1 C4 3.495(5) 2_464 ?
K1 C1 3.502(5) . ?
K2 O2 2.674(4) . ?
K2 O1 2.703(4) 3_455 ?
K2 O4 2.783(4) . ?
K2 O3 2.828(4) . ?
K2 O4 2.959(5) 4_565 ?
K2 O3 2.999(5) 4_464 ?
K2 N1 3.356(5) 4_464 ?
K2 N6 3.363(5) 2_565 ?
K2 N5 3.433(5) 2_565 ?
K2 N2 3.452(5) 4_464 ?
K2 H3 3.02(7) . ?
O1 C4 1.227(7) . ?
O2 C1 1.234(6) . ?
O3 H1 0.88(3) . ?
O3 H2 0.89(3) . ?
O4 H3 0.89(3) . ?
O4 H4 0.87(3) . ?
N1 C2 1.342(7) . ?
N1 N2 1.349(6) . ?
N2 N3 1.346(7) . ?
N3 C3 1.354(7) . ?
N4 C6 1.354(6) . ?
N4 N5 1.354(7) . ?
N5 N6 1.346(7) . ?
N6 C5 1.354(7) . ?
C1 C6 1.464(8) . ?
C1 C2 1.469(6) . ?
C2 C3 1.390(8) . ?
C3 C4 1.461(8) . ?
C4 C5 1.472(6) . ?
C5 C6 1.385(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
O2 K1 O1 139.59(13) . 2_464 ?
O2 K1 O3 75.26(12) . 4_464 ?
O1 K1 O3 89.19(13) 2_464 4_464 ?
O2 K1 N3 132.71(13) . 2_464 ?
O1 K1 N3 62.60(12) 2_464 2_464 ?
O3 K1 N3 150.01(13) 4_464 2_464 ?
O2 K1 N4 62.10(12) . . ?
O1 K1 N4 133.69(13) 2_464 . ?
O3 K1 N4 134.51(12) 4_464 . ?
N3 K1 N4 75.47(11) 2_464 . ?
O2 K1 N4 71.92(12) . 2_564 ?
O1 K1 N4 142.50(13) 2_464 2_564 ?
O3 K1 N4 79.97(13) 4_464 2_564 ?
N3 K1 N4 115.61(14) 2_464 2_564 ?
N4 K1 N4 72.71(11) . 2_564 ?
O2 K1 N3 143.18(13) . 1_454 ?
O1 K1 N3 72.43(13) 2_464 1_454 ?
O3 K1 N3 91.26(13) 4_464 1_454 ?
N3 K1 N3 71.50(11) 2_464 1_454 ?
N4 K1 N3 113.10(14) . 1_454 ?
N4 K1 N3 72.05(12) 2_564 1_454 ?
O2 K1 N2 136.80(13) . 1_454 ?
O1 K1 N2 63.84(13) 2_464 1_454 ?
O3 K1 N2 68.80(13) 4_464 1_454 ?
N3 K1 N2 88.45(13) 2_464 1_454 ?
N4 K1 N2 136.46(14) . 1_454 ?
N4 K1 N2 78.82(13) 2_564 1_454 ?
N3 K1 N2 24.61(12) 1_454 1_454 ?
O2 K1 N5 64.33(12) . 2_564 ?
O1 K1 N5 134.50(13) 2_464 2_564 ?
O3 K1 N5 55.82(12) 4_464 2_564 ?
N3 K1 N5 138.77(14) 2_464 2_564 ?
N4 K1 N5 90.08(12) . 2_564 ?
N4 K1 N5 24.60(12) 2_564 2_564 ?
N3 K1 N5 79.65(13) 1_454 2_564 ?
N2 K1 N5 75.79(12) 1_454 2_564 ?
O2 K1 O4 77.88(11) . . ?
O1 K1 O4 62.07(11) 2_464 . ?
O3 K1 O4 61.25(10) 4_464 . ?
N3 K1 O4 108.66(13) 2_464 . ?
N4 K1 O4 119.58(12) . . ?
N4 K1 O4 135.72(12) 2_564 . ?
N3 K1 O4 125.55(12) 1_454 . ?
N2 K1 O4 103.84(13) 1_454 . ?
N5 K1 O4 112.01(12) 2_564 . ?
O2 K1 C4 151.15(13) . 2_464 ?
O1 K1 C4 18.20(12) 2_464 2_464 ?
O3 K1 C4 105.68(12) 4_464 2_464 ?
N3 K1 C4 45.08(13) 2_464 2_464 ?
N4 K1 C4 119.19(13) . 2_464 ?
N4 K1 C4 136.93(12) 2_564 2_464 ?
N3 K1 C4 65.24(12) 1_454 2_464 ?
N2 K1 C4 64.81(12) 1_454 2_464 ?
N5 K1 C4 140.57(12) 2_564 2_464 ?
O4 K1 C4 77.70(11) . 2_464 ?
O2 K1 C1 18.23(12) . . ?
O1 K1 C1 152.21(13) 2_464 . ?
O3 K1 C1 90.63(13) 4_464 . ?
N3 K1 C1 118.98(13) 2_464 . ?
N4 K1 C1 44.86(13) . . ?
N4 K1 C1 64.41(12) 2_564 . ?
N3 K1 C1 135.35(13) 1_454 . ?
N2 K1 C1 140.69(13) 1_454 . ?
N5 K1 C1 65.02(12) 2_564 . ?
O4 K1 C1 93.79(12) . . ?
C4 K1 C1 154.39(13) 2_464 . ?
O2 K2 O1 177.70(14) . 3_455 ?
O2 K2 O4 89.94(14) . . ?
O1 K2 O4 90.81(14) 3_455 . ?
O2 K2 O3 88.54(13) . . ?
O1 K2 O3 90.80(12) 3_455 . ?
O4 K2 O3 177.49(15) . . ?
O2 K2 O4 109.51(13) . 4_565 ?
O1 K2 O4 68.21(12) 3_455 4_565 ?
O4 K2 O4 115.79(16) . 4_565 ?
O3 K2 O4 66.63(12) . 4_565 ?
O2 K2 O3 74.03(12) . 4_464 ?
O1 K2 O3 108.26(13) 3_455 4_464 ?
O4 K2 O3 66.63(12) . 4_464 ?
O3 K2 O3 111.01(15) . 4_464 ?
O4 K2 O3 175.38(15) 4_565 4_464 ?
O2 K2 N1 119.59(12) . 4_464 ?
O1 K2 N1 62.57(12) 3_455 4_464 ?
O4 K2 N1 91.45(13) . 4_464 ?
O3 K2 N1 87.57(12) . 4_464 ?
O4 K2 N1 123.45(13) 4_565 4_464 ?
O3 K2 N1 52.00(12) 4_464 4_464 ?
O2 K2 N6 64.30(12) . 2_565 ?
O1 K2 N6 113.52(13) 3_455 2_565 ?
O4 K2 N6 89.56(13) . 2_565 ?
O3 K2 N6 91.57(12) . 2_565 ?
O4 K2 N6 52.72(13) 4_565 2_565 ?
O3 K2 N6 131.84(13) 4_464 2_565 ?
N1 K2 N6 175.97(14) 4_464 2_565 ?
O2 K2 N5 62.88(12) . 2_565 ?
O1 K2 N5 115.48(13) 3_455 2_565 ?
O4 K2 N5 67.08(13) . 2_565 ?
O3 K2 N5 113.88(12) . 2_565 ?
O4 K2 N5 69.62(13) 4_565 2_565 ?
O3 K2 N5 114.93(12) 4_464 2_565 ?
N1 K2 N5 158.53(12) 4_464 2_565 ?
N6 K2 N5 22.81(11) 2_565 2_565 ?
O2 K2 N2 120.92(13) . 4_464 ?
O1 K2 N2 60.67(13) 3_455 4_464 ?
O4 K2 N2 113.83(13) . 4_464 ?
O3 K2 N2 65.40(12) . 4_464 ?
O4 K2 N2 106.63(13) 4_565 4_464 ?
O3 K2 N2 68.79(12) 4_464 4_464 ?
N1 K2 N2 22.81(11) 4_464 4_464 ?
N6 K2 N2 155.21(12) 2_565 4_464 ?
N5 K2 N2 175.77(14) 2_565 4_464 ?
O2 K2 K1 134.77(9) . 4_565 ?
O1 K2 K1 44.46(9) 3_455 4_565 ?
O4 K2 K1 135.27(11) . 4_565 ?
O3 K2 K1 46.36(9) . 4_565 ?
O4 K2 K1 55.75(10) 4_565 4_565 ?
O3 K2 K1 119.67(10) 4_464 4_565 ?
N1 K2 K1 69.79(8) 4_464 4_565 ?
N6 K2 K1 106.85(9) 2_565 4_565 ?
N5 K2 K1 125.37(9) 2_565 4_565 ?
N2 K2 K1 50.88(8) 4_464 4_565 ?
O2 K2 K1 41.87(8) . . ?
O1 K2 K1 139.81(9) 3_455 . ?
O4 K2 K1 54.11(10) . . ?
O3 K2 K1 123.69(10) . . ?
O4 K2 K1 140.47(10) 4_565 . ?
O3 K2 K1 44.14(9) 4_464 . ?
N1 K2 K1 95.95(9) 4_464 . ?
N6 K2 K1 87.81(9) 2_565 . ?
N5 K2 K1 71.90(9) 2_565 . ?
N2 K2 K1 112.10(9) 4_464 . ?
K1 K2 K1 161.30(5) 4_565 . ?
O2 K2 H3 106.8(8) . . ?
O1 K2 H3 73.9(8) 3_455 . ?
O4 K2 H3 17.0(8) . . ?
O3 K2 H3 164.7(8) . . ?
O4 K2 H3 106.7(13) 4_565 . ?
O3 K2 H3 74.5(14) 4_464 . ?
N1 K2 H3 85.1(15) 4_464 . ?
N6 K2 H3 94.8(15) 2_565 . ?
N5 K2 H3 74.3(15) 2_565 . ?
N2 K2 H3 105.4(14) 4_464 . ?
K1 K2 H3 118.3(8) 4_565 . ?
K1 K2 H3 70.6(8) . . ?
C4 O1 K2 143.1(4) . 3_545 ?
C4 O1 K1 117.2(3) . 2_665 ?
K2 O1 K1 92.21(13) 3_545 2_665 ?
C1 O2 K2 144.3(3) . . ?
C1 O2 K1 117.5(3) . . ?
K2 O2 K1 97.80(12) . . ?
K2 O3 K1 87.77(12) . 4_565 ?
K2 O3 K2 106.96(14) . 4_565 ?
K1 O3 K2 88.76(13) 4_565 4_565 ?
K2 O3 H1 130(10) . . ?
K1 O3 H1 74(10) 4_565 . ?
K2 O3 H1 119(10) 4_565 . ?
K2 O3 H2 102(10) . . ?
K1 O3 H2 167(10) 4_565 . ?
K2 O3 H2 80(10) 4_565 . ?
H1 O3 H2 105(10) . . ?
K2 O4 K2 109.26(15) . 4_464 ?
K2 O4 K1 83.40(12) . . ?
K2 O4 K1 77.12(11) 4_464 . ?
K2 O4 H3 97(5) . . ?
K2 O4 H3 88(5) 4_464 . ?
K1 O4 H3 164(5) . . ?
K2 O4 H4 140(5) . . ?
K2 O4 H4 109(5) 4_464 . ?
K1 O4 H4 93(5) . . ?
H3 O4 H4 96(7) . . ?
C2 N1 N2 106.6(5) . . ?
C2 N1 K2 135.4(3) . 4_565 ?
N2 N1 K2 82.6(3) . 4_565 ?
N3 N2 N1 111.4(4) . . ?
N3 N2 K1 73.0(3) . 1_656 ?
N1 N2 K1 129.9(3) . 1_656 ?
N3 N2 K2 137.6(4) . 4_565 ?
N1 N2 K2 74.6(3) . 4_565 ?
K1 N2 K2 72.40(11) 1_656 4_565 ?
N2 N3 C3 105.9(4) . . ?
N2 N3 K1 144.2(4) . 2_665 ?
C3 N3 K1 106.6(3) . 2_665 ?
N2 N3 K1 82.4(3) . 1_656 ?
C3 N3 K1 127.2(3) . 1_656 ?
K1 N3 K1 89.69(13) 2_665 1_656 ?
C6 N4 N5 106.1(5) . . ?
C6 N4 K1 104.8(3) . . ?
N5 N4 K1 145.2(3) . . ?
C6 N4 K1 128.8(3) . 2_565 ?
N5 N4 K1 84.4(3) . 2_565 ?
K1 N4 K1 88.65(13) . 2_565 ?
N6 N5 N4 111.3(5) . . ?
N6 N5 K1 132.4(4) . 2_565 ?
N4 N5 K1 71.0(3) . 2_565 ?
N6 N5 K2 75.7(3) . 2_564 ?
N4 N5 K2 134.5(4) . 2_564 ?
K1 N5 K2 138.30(16) 2_565 2_564 ?
N5 N6 C5 106.2(5) . . ?
N5 N6 K2 81.5(3) . 2_564 ?
C5 N6 K2 133.5(4) . 2_564 ?
O2 C1 C6 124.2(5) . . ?
O2 C1 C2 124.6(5) . . ?
C6 C1 C2 111.2(5) . . ?
C6 C1 K1 81.6(3) . . ?
C2 C1 K1 162.6(4) . . ?
N1 C2 C3 107.9(4) . . ?
N1 C2 C1 128.2(5) . . ?
C3 C2 C1 123.9(5) . . ?
N3 C3 C2 108.2(5) . . ?
N3 C3 C4 126.7(5) . . ?
C2 C3 C4 125.0(5) . . ?
O1 C4 C3 124.0(5) . . ?
O1 C4 C5 125.1(5) . . ?
C3 C4 C5 110.9(4) . . ?
C3 C4 K1 80.5(3) . 2_665 ?
C5 C4 K1 164.8(3) . 2_665 ?
N6 C5 C6 108.3(4) . . ?
N6 C5 C4 127.5(5) . . ?
C6 C5 C4 124.2(5) . . ?
N4 C6 C5 108.1(5) . . ?
N4 C6 C1 127.2(5) . . ?
C5 C6 C1 124.7(5) . . ?

_refine_diff_density_max         0.707
_refine_diff_density_min         -1.056
_refine_diff_density_rms         0.148


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: water'
