#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/09/2230953.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_2230953
loop_
_publ_author_name
'Zhang, Yan-wei'
'Wang, Yan-fei'
_publ_section_title
;
 Dimethylammonium bis(4-methylmorpholin-4-ium) tetrachloridozincate
;
_journal_coeditor_code           ZK2013
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1009
_journal_paper_doi               10.1107/S1600536811025049
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '(C2 H8 N) (C5 H12 N O) [Zn Cl4]'
_chemical_formula_moiety         'C2 H8 N +, C5 H12 O N +, Zn Cl4 -'
_chemical_formula_sum            'C7 H20 Cl4 N2 O Zn'
_chemical_formula_weight         355.42
_chemical_name_systematic
;
Dimethylammonium bis(4-methylmorpholin-4-ium) tetrachloridozincate
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.272(4)
_cell_length_b                   10.220(2)
_cell_length_c                   7.3727(15)
_cell_measurement_reflns_used    1851
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.41
_cell_volume                     1527.5(5)
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 13.6612
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku Mercury2'
_diffrn_measurement_method       'CCD profile fitting'
_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  0.0310
_diffrn_reflns_av_sigmaI/netI    0.0169
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            15010
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.41
_exptl_absorpt_coefficient_mu    2.288
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.910
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2005)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.421
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     86
_refine_ls_number_reflns         1851
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.144
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0303
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0307P)²+0.7198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0703
_refine_ls_wR_factor_ref         0.0723
_reflns_number_gt                1655
_reflns_number_total             1851
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            zk2013.cif
_cod_data_source_block           I
_cod_database_code               2230953
_cod_database_fobs_code          2230953
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'
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 0.141654(15) 0.2500 0.85173(4) 0.03264(11) Uani d S 1 2 . .
N N1 -0.04000(12) 0.2500 0.6307(3) 0.0340(5) Uani d S 1 2 . .
H H1C -0.0015(17) 0.2500 0.663(4) 0.041 Uiso d S 1 2 . .
Cl Cl2 0.25325(4) 0.2500 0.84857(11) 0.0495(2) Uani d S 1 2 . .
O O1 -0.09518(12) 0.2500 0.9876(3) 0.0541(6) Uani d S 1 2 . .
Cl Cl3 0.10112(4) 0.2500 1.13530(10) 0.0585(3) Uani d S 1 2 . .
Cl Cl1 0.10455(3) 0.07882(5) 0.68372(8) 0.04847(16) Uani d . 1 1 . .
C C2 -0.06975(11) 0.1302(2) 0.7135(3) 0.0402(5) Uani d . 1 1 . .
H H2A -0.0472 0.0530 0.6686 0.048 Uiso calc R 1 1 . .
H H2B -0.1159 0.1240 0.6795 0.048 Uiso calc R 1 1 . .
C C1 -0.06386(13) 0.1363(2) 0.9169(3) 0.0507(6) Uani d . 1 1 . .
H H1A -0.0839 0.0590 0.9695 0.061 Uiso calc R 1 1 . .
H H1B -0.0176 0.1370 0.9506 0.061 Uiso calc R 1 1 . .
C C3 -0.0450(2) 0.2500 0.4300(4) 0.0532(9) Uani d S 1 2 . .
H H3A -0.0240 0.3267 0.3821 0.080 Uiso d R 1 1 . .
H H3B -0.0907 0.2500 0.3961 0.080 Uiso d SR 1 2 . .
N N2 0.22432(15) 0.2500 0.4099(4) 0.0492(7) Uani d S 1 2 . .
H H2C 0.2277(19) 0.2500 0.525(5) 0.059 Uiso d S 1 2 . .
H H2D 0.184(2) 0.2500 0.370(5) 0.059 Uiso d S 1 2 . .
C C4 0.25540(16) 0.1297(3) 0.3477(4) 0.0701(8) Uani d . 1 1 . .
H H4A 0.2331 0.0559 0.3998 0.105 Uiso calc R 1 1 . .
H H4B 0.3008 0.1289 0.3844 0.105 Uiso calc R 1 1 . .
H H4C 0.2528 0.1249 0.2178 0.105 Uiso calc R 1 1 . .
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'
O O 0.0106 0.0060 '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'
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
_geom_angle_publ_flag
Cl3 Zn1 Cl2 . . 112.05(3) ?
Cl3 Zn1 Cl1 . . 112.73(2) ?
Cl2 Zn1 Cl1 . . 108.99(2) ?
Cl3 Zn1 Cl1 . 7_565 112.73(2) ?
Cl2 Zn1 Cl1 . 7_565 108.99(2) ?
Cl1 Zn1 Cl1 . 7_565 100.72(4) ?
C3 N1 C2 . . 112.33(16) ?
C3 N1 C2 . 7_565 112.33(16) ?
C2 N1 C2 . 7_565 109.9(2) ?
C3 N1 H1C . . 111(2) ?
C2 N1 H1C . . 105.6(12) ?
C2 N1 H1C 7_565 . 105.6(12) ?
C1 O1 C1 . 7_565 109.5(2) ?
N1 C2 C1 . . 109.96(19) ?
N1 C2 H2A . . 109.7 ?
C1 C2 H2A . . 109.7 ?
N1 C2 H2B . . 109.7 ?
C1 C2 H2B . . 109.7 ?
H2A C2 H2B . . 108.2 ?
O1 C1 C2 . . 111.3(2) ?
O1 C1 H1A . . 109.4 ?
C2 C1 H1A . . 109.4 ?
O1 C1 H1B . . 109.4 ?
C2 C1 H1B . . 109.4 ?
H1A C1 H1B . . 108.0 ?
N1 C3 H3A . . 109.7 ?
N1 C3 H3B . . 109.1 ?
H3A C3 H3B . . 109.5 ?
C4 N2 C4 . 7_565 115.3(3) ?
C4 N2 H2C . . 106.2(13) ?
C4 N2 H2C 7_565 . 106.2(13) ?
C4 N2 H2D . . 107.4(12) ?
C4 N2 H2D 7_565 . 107.4(12) ?
H2C N2 H2D . . 115(4) ?
N2 C4 H4A . . 109.5 ?
N2 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
N2 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 Cl3 . 2.2464(9) ?
Zn1 Cl2 . 2.2625(9) ?
Zn1 Cl1 . 2.2717(6) ?
Zn1 Cl1 7_565 2.2717(6) ?
N1 C3 . 1.483(4) ?
N1 C2 . 1.495(2) ?
N1 C2 7_565 1.495(2) ?
N1 H1C . 0.81(3) ?
O1 C1 . 1.423(3) ?
O1 C1 7_565 1.423(3) ?
C2 C1 . 1.505(3) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9700 ?
C3 H3A . 0.9597 ?
C3 H3B . 0.9597 ?
N2 C4 . 1.456(3) ?
N2 C4 7_565 1.456(3) ?
N2 H2C . 0.85(4) ?
N2 H2D . 0.86(4) ?
C4 H4A . 0.9600 ?
C4 H4B . 0.9600 ?
C4 H4C . 0.9600 ?
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
N1 H1C Cl1 7_565 0.81(3) 2.78(3) 3.435(2) 139.3(8)
N2 H2D Cl3 1_554 0.86(4) 2.42(4) 3.215(3) 154(3)
N1 H1C Cl1 . 0.81(3) 2.78(3) 3.435(2) 139.3(8)
N2 H2C Cl2 . 0.85(4) 2.44(4) 3.287(3) 172(4)
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 N1 C2 C1 . . . . -179.4(2) ?
C2 N1 C2 C1 7_565 . . . -53.6(3) ?
C1 O1 C1 C2 7_565 . . . -61.7(3) ?
N1 C2 C1 O1 . . . . 58.1(3) ?
