#------------------------------------------------------------------------------
#$Date: 2025-08-19 15:49:58 +0100 (Tue, 19 Aug 2025) $
#$Revision: 301806 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/88/2238858.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2238858
loop_
_publ_author_name
'Akhtar, Muhammad'
'Fettouhi, Mohammed'
'Ahmed, Maqsood'
'Khan, Islam Ullah'
'Ahmad, Saeed'
_publ_section_title
;
N,N,N',N'-Tetramethylethylenediammonium
tetrachloridozincate
;
_journal_issue 12
_journal_name_full 'Acta Crystallographica Section E'
_journal_page_first m642
_journal_paper_doi 10.1107/S1600536813029802
_journal_volume 69
_journal_year 2013
_chemical_formula_iupac '(C6 H18 N2) [Zn Cl4]'
_chemical_formula_moiety 'C6 H18 N2 2+, Zn Cl4 2-'
_chemical_formula_sum 'C6 H18 Cl4 N2 Zn'
_chemical_formula_weight 325.42
_chemical_name_systematic
;
N,N,N',N'-Tetramethylethylenediammonium
tetrachloridozincate
;
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 72.78(3)
_cell_angle_beta 87.44(3)
_cell_angle_gamma 69.42(3)
_cell_formula_units_Z 2
_cell_length_a 6.893(4)
_cell_length_b 8.257(6)
_cell_length_c 13.330(10)
_cell_measurement_reflns_used 162
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 25.57
_cell_measurement_theta_min 3.16
_cell_volume 676.9(8)
_computing_cell_refinement 'SAINT (Bruker, 2007)'
_computing_data_collection 'APEX2 (Bruker, 2007)'
_computing_data_reduction 'SAINT (Bruker, 2007)'
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012) and Mercury (Macrae et al.,
2008)
;
_computing_publication_material 'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type 'Bruker SMART APEX area-detector'
_diffrn_measurement_method \w
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0413
_diffrn_reflns_av_sigmaI/netI 0.0472
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 9
_diffrn_reflns_limit_k_min -9
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -15
_diffrn_reflns_number 9440
_diffrn_reflns_theta_full 25.57
_diffrn_reflns_theta_max 25.57
_diffrn_reflns_theta_min 3.16
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 2.568
_exptl_absorpt_correction_T_max 0.821
_exptl_absorpt_correction_T_min 0.194
_exptl_absorpt_correction_type analytical
_exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.596
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description needle
_exptl_crystal_F_000 332
_exptl_crystal_size_max 0.95
_exptl_crystal_size_mid 0.44
_exptl_crystal_size_min 0.08
_refine_diff_density_max 0.400
_refine_diff_density_min -0.538
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.048
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 154
_refine_ls_number_reflns 2466
_refine_ls_number_restraints 6
_refine_ls_restrained_S_all 1.046
_refine_ls_R_factor_all 0.0551
_refine_ls_R_factor_gt 0.0309
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0336P)^2^+0.0660P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0675
_refine_ls_wR_factor_ref 0.0749
_reflns_number_gt 1806
_reflns_number_total 2466
_reflns_threshold_expression I>2sigma(I)
_iucr_refine_instructions_details
;
TITL I in space group P-1
CELL 0.71073 6.8930 8.2570 13.3300 72.780 87.440 69.420
ZERR 2.00 0.0040 0.0060 0.0100 0.030 0.030 0.030
LATT 1
SFAC C H Cl N Zn
UNIT 12 36 8 4 2
MERG 2
OMIT 0 0 1
OMIT -1 5 11
OMIT 1 7 7
L.S. 15
ACTA
BOND $H
FMAP 2
PLAN 10
SIZE 0.95 0.44 0.08
EQIV $1 x, y, z-1
HTAB N2 Cl1
HTAB N1 Cl3_$1
HTAB
exyz n1 n1'
eadp n1 n1'
dfix 1.496 0.002 n1 c2 n1 c2'
dfix 1.480 0.002 n1 c1 n1 c1' n1 c3 n1 c3'
WGHT 0.033600 0.066000
FVAR 0.283060 0.780010
PART 1
Zn1 5 0.084868 0.890988 0.746351 11.000000 0.032500 0.033220 =
0.031900 -0.009350 0.002690 -0.009860
Cl1 3 0.289559 0.665415 0.679786 11.000000 0.044850 0.038930 =
0.039530 -0.016520 0.008690 -0.012100
Cl2 3 -0.071728 0.757546 0.879036 11.000000 0.061690 0.073560 =
0.058930 -0.009190 0.025750 -0.033100
Cl3 3 0.303456 0.982815 0.816539 11.000000 0.066040 0.053200 =
0.044960 -0.010810 -0.008440 -0.033500
Cl4 3 -0.127773 1.133023 0.621359 11.000000 0.045210 0.044640 =
0.055550 0.000180 -0.011360 -0.006810
N2 4 0.623347 0.746587 0.522408 11.000000 0.029470 0.026170 =
0.049340 -0.016050 0.010330 -0.010760
AFIX 13
H2N 2 0.508002 0.727427 0.551001 11.000000 -1.200000
AFIX 0
C1 1 0.178176 0.726568 0.118205 21.000000 0.075260 0.091390 =
0.067700 -0.033140 0.025350 -0.017070
AFIX 137
H1A 2 0.228822 0.659160 0.189822 21.000000 -1.500000
H1B 2 0.077495 0.684627 0.097389 21.000000 -1.500000
H1C 2 0.114634 0.853051 0.112305 21.000000 -1.500000
AFIX 0
N1 4 0.353340 0.700143 0.048954 10.500000 0.057180 0.031650 =
0.031990 -0.008260 -0.001480 -0.005460
H1N 2 0.301078 0.772567 -0.011229 11.000000 0.066710
C2 1 0.424102 0.510507 0.042353 21.000000 0.041240 0.030280 =
0.044510 -0.011600 0.003700 -0.017120
AFIX 23
H2A 2 0.305300 0.483153 0.026396 21.000000 -1.200000
H2B 2 0.490119 0.425832 0.109588 21.000000 -1.200000
AFIX 0
C3 1 0.516534 0.756215 0.081059 21.000000 0.095680 0.055200 =
0.053780 -0.016070 -0.002810 -0.041750
AFIX 137
H3A 2 0.454666 0.875865 0.088075 21.000000 -1.500000
H3B 2 0.616699 0.756341 0.028658 21.000000 -1.500000
H3C 2 0.584119 0.672819 0.147274 21.000000 -1.500000
PART 2
AFIX 0
C1' 1 0.209868 0.654674 0.129151 -21.000000 0.061830 0.132280 =
0.081180 -0.062040 0.025360 -0.050370
AFIX 33
H1'1 2 0.097679 0.763496 0.129897 -21.000000 -1.500000
H1'2 2 0.283507 0.598106 0.197171 -21.000000 -1.500000
H1'3 2 0.155363 0.572927 0.112402 -21.000000 -1.500000
AFIX 0
N1' 4 0.353340 0.700143 0.048954 10.500000 0.057180 0.031650 =
0.031990 -0.008260 -0.001480 -0.005460
C2' 1 0.533673 0.545205 0.033455 -21.000000 0.059230 0.028850 =
0.039400 -0.014250 -0.018120 -0.015060
AFIX 23
H2'1 2 0.591795 0.457946 0.101287 -21.000000 -1.200000
H2'2 2 0.640724 0.589383 -0.000114 -21.000000 -1.200000
AFIX 0
C3' 1 0.453646 0.799152 0.092191 -21.000000 0.080580 0.123070 =
0.076770 -0.020450 0.005240 -0.067550
AFIX 33
H3'1 2 0.348925 0.900668 0.106919 -21.000000 -1.500000
H3'2 2 0.542172 0.841617 0.041748 -21.000000 -1.500000
H3'3 2 0.534903 0.719392 0.155952 -21.000000 -1.500000
PART 1
AFIX 0
C4 1 0.785480 0.679460 0.609336 11.000000 0.054050 0.048610 =
0.054310 -0.010530 -0.011090 -0.005880
AFIX 137
H4A 2 0.821026 0.551028 0.640098 11.000000 -1.500000
H4B 2 0.733735 0.739280 0.661933 11.000000 -1.500000
H4C 2 0.906642 0.704615 0.582254 11.000000 -1.500000
AFIX 0
C5 1 0.689083 0.642850 0.446328 11.000000 0.050320 0.045470 =
0.067420 -0.032950 0.008890 -0.009680
AFIX 137
H5A 2 0.803118 0.669008 0.410083 11.000000 -1.500000
H5B 2 0.575185 0.676378 0.396349 11.000000 -1.500000
H5C 2 0.731806 0.515526 0.482949 11.000000 -1.500000
AFIX 0
C6 1 0.563171 0.945632 0.466662 11.000000 0.041060 0.029640 =
0.045840 -0.011790 0.010320 -0.011460
AFIX 23
H6A 2 0.687374 0.975312 0.449912 11.000000 -1.200000
H6B 2 0.483994 0.975610 0.401171 11.000000 -1.200000
PART 0
AFIX 0
HKLF 4
END
;
_cod_data_source_file gk2591.cif
_cod_data_source_block I
_cod_original_formula_sum 'C6 H18 Cl4 N2 Zn1'
_cod_database_code 2238858
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn1 0.08487(5) 0.89099(5) 0.74635(3) 0.03316(14) Uani d . 1 1 A 1
Cl Cl1 0.28956(12) 0.66541(11) 0.67979(6) 0.0410(2) Uani d . 1 1 A 1
Cl Cl2 -0.07173(14) 0.75755(15) 0.87904(8) 0.0654(3) Uani d . 1 1 A 1
Cl Cl3 0.30346(14) 0.98281(13) 0.81654(7) 0.0518(3) Uani d . 1 1 A 1
Cl Cl4 -0.12777(13) 1.13302(12) 0.62136(8) 0.0541(3) Uani d . 1 1 A 1
N N2 0.6233(4) 0.7466(3) 0.5224(2) 0.0339(6) Uani d . 1 1 B 1
H H2N 0.5080 0.7274 0.5510 0.041 Uiso calc R 1 1 B 1
C C1 0.178(2) 0.727(2) 0.1182(13) 0.080(4) Uani d PD 0.780(17) 1 C 1
H H1A 0.2288 0.6592 0.1898 0.120 Uiso calc PR 0.780(17) 1 C 1
H H1B 0.0775 0.6846 0.0974 0.120 Uiso calc PR 0.780(17) 1 C 1
H H1C 0.1146 0.8531 0.1123 0.120 Uiso calc PR 0.780(17) 1 C 1
N N1 0.3533(4) 0.7001(4) 0.0490(2) 0.0433(8) Uani d PD 0.50 1 C 1
H H1N 0.301(6) 0.773(5) -0.011(3) 0.067(13) Uiso d . 1 1 D 1
C C2 0.4241(11) 0.5105(4) 0.0424(4) 0.0374(19) Uani d PD 0.780(17) 1 . 1
H H2A 0.3053 0.4832 0.0264 0.045 Uiso calc PR 0.780(17) 1 C 1
H H2B 0.4901 0.4258 0.1096 0.045 Uiso calc PR 0.780(17) 1 C 1
C C3 0.5165(17) 0.756(2) 0.0811(17) 0.064(3) Uani d PD 0.780(17) 1 C 1
H H3A 0.4547 0.8759 0.0881 0.096 Uiso calc PR 0.780(17) 1 C 1
H H3B 0.6167 0.7563 0.0287 0.096 Uiso calc PR 0.780(17) 1 C 1
H H3C 0.5841 0.6728 0.1473 0.096 Uiso calc PR 0.780(17) 1 C 1
C C1' 0.210(7) 0.655(7) 0.129(4) 0.081(15) Uani d PD 0.220(17) 1 C 2
H H1'1 0.0977 0.7635 0.1299 0.121 Uiso calc PR 0.220(17) 1 C 2
H H1'2 0.2835 0.5981 0.1972 0.121 Uiso calc PR 0.220(17) 1 C 2
H H1'3 0.1554 0.5729 0.1124 0.121 Uiso calc PR 0.220(17) 1 C 2
N N1' 0.3533(4) 0.7001(4) 0.0490(2) 0.0433(8) Uani d P 0.50 1 C 2
C C2' 0.534(3) 0.545(2) 0.0335(14) 0.041(7) Uani d PD 0.220(17) 1 . 2
H H2'1 0.5918 0.4579 0.1013 0.049 Uiso calc PR 0.220(17) 1 C 2
H H2'2 0.6407 0.5894 -0.0001 0.049 Uiso calc PR 0.220(17) 1 C 2
C C3' 0.454(8) 0.799(10) 0.092(7) 0.087(18) Uani d PD 0.220(17) 1 C 2
H H3'1 0.3489 0.9006 0.1069 0.130 Uiso calc PR 0.220(17) 1 C 2
H H3'2 0.5422 0.8416 0.0418 0.130 Uiso calc PR 0.220(17) 1 C 2
H H3'3 0.5349 0.7194 0.1560 0.130 Uiso calc PR 0.220(17) 1 C 2
C C4 0.7855(5) 0.6795(5) 0.6093(3) 0.0564(11) Uani d . 1 1 B 1
H H4A 0.8210 0.5510 0.6401 0.085 Uiso calc R 1 1 B 1
H H4B 0.7337 0.7393 0.6619 0.085 Uiso calc R 1 1 B 1
H H4C 0.9066 0.7046 0.5823 0.085 Uiso calc R 1 1 B 1
C C5 0.6891(5) 0.6428(5) 0.4463(3) 0.0529(10) Uani d . 1 1 B 1
H H5A 0.8031 0.6690 0.4101 0.079 Uiso calc R 1 1 B 1
H H5B 0.5752 0.6764 0.3963 0.079 Uiso calc R 1 1 B 1
H H5C 0.7318 0.5155 0.4829 0.079 Uiso calc R 1 1 B 1
C C6 0.5632(5) 0.9456(4) 0.4667(3) 0.0393(8) Uani d . 1 1 . 1
H H6A 0.6874 0.9753 0.4499 0.047 Uiso calc R 1 1 . 1
H H6B 0.4840 0.9756 0.4012 0.047 Uiso calc R 1 1 . 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Zn1 0.0325(2) 0.0332(2) 0.0319(2) -0.00986(16) 0.00269(15) -0.00935(18)
Cl1 0.0448(5) 0.0389(5) 0.0395(5) -0.0121(4) 0.0087(4) -0.0165(4)
Cl2 0.0617(6) 0.0736(7) 0.0589(7) -0.0331(5) 0.0258(5) -0.0092(6)
Cl3 0.0660(6) 0.0532(6) 0.0450(6) -0.0335(5) -0.0084(4) -0.0108(5)
Cl4 0.0452(5) 0.0446(6) 0.0555(6) -0.0068(4) -0.0114(4) 0.0002(5)
N2 0.0295(13) 0.0262(15) 0.0493(18) -0.0108(11) 0.0103(12) -0.0161(14)
C1 0.075(5) 0.091(8) 0.068(6) -0.017(6) 0.025(4) -0.033(6)
N1 0.0572(19) 0.0316(18) 0.0320(18) -0.0055(14) -0.0015(15) -0.0083(16)
C2 0.041(3) 0.030(3) 0.045(3) -0.017(2) 0.004(3) -0.012(2)
C3 0.096(8) 0.055(5) 0.054(6) -0.042(6) -0.003(6) -0.016(4)
C1' 0.06(2) 0.13(5) 0.08(3) -0.05(2) 0.025(19) -0.06(3)
N1' 0.0572(19) 0.0316(18) 0.0320(18) -0.0055(14) -0.0015(15) -0.0083(16)
C2' 0.059(13) 0.029(10) 0.039(12) -0.015(9) -0.018(10) -0.014(9)
C3' 0.08(2) 0.12(5) 0.08(3) -0.07(3) 0.01(3) -0.02(3)
C4 0.054(2) 0.049(2) 0.054(3) -0.0059(18) -0.0111(19) -0.011(2)
C5 0.050(2) 0.045(2) 0.067(3) -0.0097(18) 0.0089(19) -0.033(2)
C6 0.0411(18) 0.0296(19) 0.046(2) -0.0115(14) 0.0103(15) -0.0118(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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
Cl2 Zn1 Cl3 . . 107.45(6)
Cl2 Zn1 Cl4 . . 115.80(6)
Cl3 Zn1 Cl4 . . 108.07(6)
Cl2 Zn1 Cl1 . . 105.93(7)
Cl3 Zn1 Cl1 . . 106.21(6)
Cl4 Zn1 Cl1 . . 112.86(7)
C5 N2 C4 . . 110.7(3)
C5 N2 C6 . . 110.0(3)
C4 N2 C6 . . 113.4(3)
C5 N2 H2N . . 107.5
C4 N2 H2N . . 107.5
C6 N2 H2N . . 107.5
C3 N1 C1 . . 111.3(11)
C3 N1 C2 . . 115.7(6)
C1 N1 C2 . . 108.9(7)
C3 N1 H1N . . 107(3)
C1 N1 H1N . . 105(3)
C2 N1 H1N . . 108(3)
N1 C2 C2 . 2_665 110.0(5)
N1 C2 H2A . . 109.7
C2 C2 H2A 2_665 . 109.7
N1 C2 H2B . . 109.7
C2 C2 H2B 2_665 . 109.7
H2A C2 H2B . . 108.2
H1'1 C1' H1'2 . . 109.5
H1'1 C1' H1'3 . . 109.5
H1'2 C1' H1'3 . . 109.5
C2' C2' H2'1 2_665 . 109.6
C2' C2' H2'2 2_665 . 109.6
H2'1 C2' H2'2 . . 108.1
H3'1 C3' H3'2 . . 109.5
H3'1 C3' H3'3 . . 109.5
H3'2 C3' H3'3 . . 109.5
C6 C6 N2 2_676 . 110.7(3)
C6 C6 H6A 2_676 . 109.5
N2 C6 H6A . . 109.5
C6 C6 H6B 2_676 . 109.5
N2 C6 H6B . . 109.5
H6A C6 H6B . . 108.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Zn1 Cl2 . 2.2404(15)
Zn1 Cl3 . 2.2516(13)
Zn1 Cl4 . 2.2596(17)
Zn1 Cl1 . 2.2949(16)
N2 C5 . 1.472(4)
N2 C4 . 1.483(4)
N2 C6 . 1.500(4)
N2 H2N . 0.9100
C1 N1 . 1.481(2)
C1 H1A . 0.9600
C1 H1B . 0.9600
C1 H1C . 0.9600
N1 C3 . 1.480(2)
N1 C2 . 1.496(2)
N1 H1N . 0.85(4)
C2 C2 2_665 1.511(13)
C2 H2A . 0.9700
C2 H2B . 0.9700
C3 H3A . 0.9600
C3 H3B . 0.9600
C3 H3C . 0.9600
C1' H1'1 . 0.9600
C1' H1'2 . 0.9600
C1' H1'3 . 0.9600
C2' C2' 2_665 1.50(5)
C2' H2'1 . 0.9700
C2' H2'2 . 0.9700
C3' H3'1 . 0.9600
C3' H3'2 . 0.9600
C3' H3'3 . 0.9600
C4 H4A . 0.9600
C4 H4B . 0.9600
C4 H4C . 0.9600
C5 H5A . 0.9600
C5 H5B . 0.9600
C5 H5C . 0.9600
C6 C6 2_676 1.486(6)
C6 H6A . 0.9700
C6 H6B . 0.9700
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N2 H2N Cl1 . 0.91 2.30 3.157(3) 158
N1 H1N Cl3 1_554 0.85(4) 2.44(4) 3.227(4) 155(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139086207