#------------------------------------------------------------------------------
#$Date: 2022-12-07 11:55:48 +0200 (Wed, 07 Dec 2022) $
#$Revision: 279773 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/63/8106358.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8106358
loop_
_publ_author_name
'Gao, Fu Lei'
'Wang, Ying Lei'
'Chen, Bing'
'Liu, Wei Xiao'
'Liu, Ya Jing'
_publ_section_title
;
 Crystal structure of 1,4-bis(2-azidoethyl)piperazine-1,4-diium
 dichloride, C8H18N8Cl2
;
_journal_issue                   5
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              949
_journal_page_last               950
_journal_paper_doi               10.1515/ncrs-2018-0139
_journal_volume                  233
_journal_year                    2018
_chemical_formula_sum            'C8 H18 Cl2 N8'
_chemical_formula_weight         297.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 101.240(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.5246(3)
_cell_length_b                   7.7090(4)
_cell_length_c                   13.9243(6)
_cell_measurement_reflns_used    4222
_cell_measurement_temperature    302(2)
_cell_measurement_theta_max      28.21
_cell_measurement_theta_min      3.03
_cell_volume                     686.93(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      302(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7168
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.373
_diffrn_reflns_theta_min         2.983
_exptl_absorpt_coefficient_mu    0.471
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_description       block
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.130
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       0.030(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     87
_refine_ls_number_reflns         1725
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0320
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0557P)²+0.3492P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0812
_refine_ls_wR_factor_ref         0.0878
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1358
_reflns_number_total             1725
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2018-0139_suppl.cif
_cod_data_source_block           1_0m
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               8106358
_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.
;
_shelx_estimated_absorpt_t_min   0.933
_shelx_estimated_absorpt_t_max   0.941
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9038(2) 0.20754(19) 0.67112(11) 0.0326(3) Uani 1 1 d . . . . .
H1A H 0.8031 0.2265 0.7129 0.039 Uiso 1 1 calc R U . . .
H1B H 0.9586 0.0907 0.6823 0.039 Uiso 1 1 calc R U . . .
C2 C 0.7997(2) 0.22910(18) 0.56512(11) 0.0310(3) Uani 1 1 d . . . . .
H2A H 0.9052 0.2232 0.5249 0.037 Uiso 1 1 calc R U . . .
H2B H 0.7032 0.1338 0.5464 0.037 Uiso 1 1 calc R U . . .
C3 C 0.4870(2) 0.40154(18) 0.58663(10) 0.0276(3) Uani 1 1 d . . . . .
H3A H 0.5227 0.3867 0.6571 0.033 Uiso 1 1 calc R U . . .
H3B H 0.3969 0.3062 0.5597 0.033 Uiso 1 1 calc R U . . .
C4 C 0.3724(2) 0.57071(18) 0.56301(9) 0.0276(3) Uani 1 1 d . . . . .
H4A H 0.2455 0.5692 0.5895 0.033 Uiso 1 1 calc R U . . .
H4B H 0.4592 0.6651 0.5940 0.033 Uiso 1 1 calc R U . . .
Cl1 Cl 0.88140(5) 0.74563(4) 0.62576(2) 0.03553(14) Uani 1 1 d . . . . .
N1 N 1.1073(3) 0.4964(2) 0.84005(12) 0.0563(4) Uani 1 1 d . . . . .
N2 N 1.0842(2) 0.41570(16) 0.77156(10) 0.0371(3) Uani 1 1 d . . . . .
N3 N 1.0760(2) 0.33517(18) 0.69452(10) 0.0398(3) Uani 1 1 d . . . . .
N4 N 0.68245(17) 0.39803(14) 0.54507(8) 0.0241(3) Uani 1 1 d . . . . .
H4 H 0.761(2) 0.487(2) 0.5706(11) 0.031(4) Uiso 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
N3 C1 C2 108.64(12) . .
N3 C1 H1A 110.0 . .
C2 C1 H1A 110.0 . .
N3 C1 H1B 110.0 . .
C2 C1 H1B 110.0 . .
H1A C1 H1B 108.3 . .
N4 C2 C1 113.06(11) . .
N4 C2 H2A 109.0 . .
C1 C2 H2A 109.0 . .
N4 C2 H2B 109.0 . .
C1 C2 H2B 109.0 . .
H2A C2 H2B 107.8 . .
N4 C3 C4 110.76(10) . .
N4 C3 H3A 109.5 . .
C4 C3 H3A 109.5 . .
N4 C3 H3B 109.5 . .
C4 C3 H3B 109.5 . .
H3A C3 H3B 108.1 . .
N4 C4 C3 111.70(11) 3_666 .
N4 C4 H4A 109.3 3_666 .
C3 C4 H4A 109.3 . .
N4 C4 H4B 109.3 3_666 .
C3 C4 H4B 109.3 . .
H4A C4 H4B 107.9 . .
N1 N2 N3 173.75(16) . .
N2 N3 C1 115.39(12) . .
C4 N4 C3 109.29(10) 3_666 .
C4 N4 C2 109.77(10) 3_666 .
C3 N4 C2 112.50(10) . .
C4 N4 H4 106.5(10) 3_666 .
C3 N4 H4 107.5(10) . .
C2 N4 H4 111.0(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N3 1.481(2) .
C1 C2 1.509(2) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C2 N4 1.5085(17) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 N4 1.4999(16) .
C3 C4 1.5074(19) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 N4 1.4970(17) 3_666
C4 H4A 0.9700 .
C4 H4B 0.9700 .
N1 N2 1.1240(19) .
N2 N3 1.2315(18) .
N4 C4 1.4969(17) 3_666
N4 H4 0.889(16) .
