#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/51/2215115.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_2215115
loop_
_publ_author_name
'Genther, Dane J.'
'Squattrito, Philip J.'
'Kirschbaum, Kristin'
'Pinkerton, A. Alan'
_publ_section_title
;
 Hexaaquazinc(II) 3-ammonionaphthalene-1,5-disulfonate tetrahydrate
;
_journal_coeditor_code           HB2484
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2262
_journal_page_last               m2262
_journal_paper_doi               10.1107/S1600536807036938
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Zn1 (H2 O1)6] (C10 H8 N1 O6 S2)2 , 4H2 O'
_chemical_formula_moiety         'H12 O6 Zn 2+ , 2C10 H8 N O6 S2 - , 4H2 O'
_chemical_formula_sum            'C20 H36 N2 O22 S4 Zn'
_chemical_formula_weight         850.12
_chemical_name_systematic
;
Hexaaquazinc(II) 3-ammonionaphthalene-1,5-disulfonate tetrahydrate
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                114.4970(10)
_cell_angle_beta                 101.5630(10)
_cell_angle_gamma                90.8890(10)
_cell_formula_units_Z            1
_cell_length_a                   5.4294(2)
_cell_length_b                   12.7411(5)
_cell_length_c                   12.9537(6)
_cell_measurement_reflns_used    6586
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      34.4
_cell_measurement_theta_min      3.0
_cell_volume                     793.98(6)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL and local programs'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 2001)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measurement_device_type  'Bruker SMART 6000 CCD area-detector'
_diffrn_measurement_method       ω
_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  0.0257
_diffrn_reflns_av_sigmaI/netI    0.0274
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17231
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         34.48
_diffrn_reflns_theta_min         1.77
_exptl_absorpt_coefficient_mu    1.133
_exptl_absorpt_correction_T_max  0.890
_exptl_absorpt_correction_T_min  0.757
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.778
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       pyramidal
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.206
_refine_diff_density_min         -1.026
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         6235
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      0.948
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0384
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0664P)²+0.8611P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1051
_refine_ls_wR_factor_ref         0.1073
_reflns_number_gt                5724
_reflns_number_total             6235
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb2484.cif
_cod_data_source_block           I
_cod_original_cell_volume        793.97(6)
_cod_database_code               2215115
_cod_database_fobs_code          2215115
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
Zn Zn1 0.0000 0.0000 0.0000 0.01329(6) Uani d S 1
O O7 -0.2667(2) -0.12300(10) -0.00440(10) 0.01655(19) Uani d D 1
H H9 -0.347(5) -0.168(2) -0.0698(16) 0.025 Uiso d D 1
H H10 -0.227(5) -0.154(2) 0.037(2) 0.025 Uiso d D 1
O O8 -0.0542(2) 0.10549(11) 0.16894(10) 0.0191(2) Uani d D 1
H H11 -0.166(4) 0.148(2) 0.181(2) 0.029 Uiso d D 1
H H12 0.062(4) 0.148(2) 0.220(2) 0.029 Uiso d D 1
O O9 0.3033(2) -0.05209(12) 0.08378(12) 0.0214(2) Uani d D 1
H H13 0.433(4) -0.066(2) 0.060(2) 0.032 Uiso d D 1
H H14 0.275(6) -0.090(2) 0.119(2) 0.032 Uiso d D 1
S S1 0.53398(6) 0.32440(3) 0.32236(3) 0.01257(7) Uani d . 1
O O1 0.5772(2) 0.25319(10) 0.20550(10) 0.0174(2) Uani d . 1
O O2 0.3014(2) 0.28147(10) 0.33812(10) 0.0182(2) Uani d . 1
O O3 0.7536(2) 0.34056(10) 0.41396(11) 0.0197(2) Uani d . 1
S S2 0.01825(7) 0.76440(3) 0.20463(3) 0.01679(8) Uani d . 1
O O4 0.2443(2) 0.80350(13) 0.18042(14) 0.0272(3) Uani d . 1
O O5 -0.2114(2) 0.75525(12) 0.12018(12) 0.0237(2) Uani d . 1
O O6 0.0005(3) 0.83525(11) 0.32527(11) 0.0236(2) Uani d . 1
N N1 0.8696(3) 0.75553(12) 0.48044(12) 0.0181(2) Uani d . 1
H H6 0.931(5) 0.779(2) 0.441(2) 0.022 Uiso d . 1
H H7 0.975(5) 0.731(2) 0.523(2) 0.022 Uiso d . 1
H H8 0.810(5) 0.811(2) 0.524(2) 0.022 Uiso d . 1
C C1 0.4944(3) 0.46453(12) 0.32637(12) 0.0129(2) Uani d . 1
C C2 0.6842(3) 0.55153(12) 0.39906(12) 0.0140(2) Uani d . 1
H H1 0.823(5) 0.537(2) 0.442(2) 0.017 Uiso d . 1
C C3 0.6666(3) 0.66315(12) 0.40379(12) 0.0143(2) Uani d . 1
C C4 0.4673(3) 0.68879(12) 0.33900(13) 0.0150(2) Uani d . 1
H H2 0.453(5) 0.762(2) 0.342(2) 0.018 Uiso d . 1
C C5 0.0526(3) 0.62251(13) 0.19425(13) 0.0149(2) Uani d . 1
C C6 -0.1367(3) 0.53564(14) 0.12033(14) 0.0182(3) Uani d . 1
H H3 -0.266(5) 0.556(2) 0.080(2) 0.022 Uiso d . 1
C C7 -0.1215(3) 0.42251(14) 0.11220(14) 0.0185(3) Uani d . 1
H H4 -0.257(5) 0.358(2) 0.055(2) 0.022 Uiso d . 1
C C8 0.0801(3) 0.39811(13) 0.17860(13) 0.0159(2) Uani d . 1
H H5 0.083(5) 0.321(2) 0.171(2) 0.019 Uiso d . 1
C C9 0.2798(3) 0.48562(12) 0.25578(12) 0.0129(2) Uani d . 1
C C10 0.2676(3) 0.60071(12) 0.26362(12) 0.0133(2) Uani d . 1
O O10 -0.2280(5) 0.04341(18) 0.3472(2) 0.0540(5) Uani d D 1
H H15 -0.171(8) -0.028(2) 0.338(4) 0.081 Uiso d D 1
H H16 -0.233(9) 0.036(4) 0.273(2) 0.081 Uiso d D 1
O O11A 0.5941(15) 0.9487(4) 0.5787(5) 0.091(3) Uani d P 0.628(15)
O O11B 0.687(2) 0.9475(6) 0.5944(16) 0.136(7) Uani d P 0.372(15)
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'
S S 0.1246 0.1234 '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
O9 Zn1 O9 . 2 180.0 ?
O9 Zn1 O7 . . 94.77(5) n
O9 Zn1 O7 2 . 85.24(5) ?
O9 Zn1 O7 . 2 85.24(5) ?
O9 Zn1 O7 2 2 94.76(5) ?
O7 Zn1 O7 . 2 180.0 ?
O9 Zn1 O8 . 2 93.93(5) ?
O9 Zn1 O8 2 2 86.07(5) ?
O7 Zn1 O8 . 2 93.91(5) ?
O7 Zn1 O8 2 2 86.09(5) ?
O9 Zn1 O8 . . 86.07(5) n
O9 Zn1 O8 2 . 93.93(5) ?
O7 Zn1 O8 . . 86.08(5) n
O7 Zn1 O8 2 . 93.92(5) ?
O8 Zn1 O8 2 . 180.0 ?
Zn1 O7 H9 . . 115.4(19) ?
Zn1 O7 H10 . . 118(2) ?
H9 O7 H10 . . 113(3) ?
Zn1 O8 H11 . . 124(2) ?
Zn1 O8 H12 . . 121(2) ?
H11 O8 H12 . . 99(3) ?
Zn1 O9 H13 . . 122(2) ?
Zn1 O9 H14 . . 118(2) ?
H13 O9 H14 . . 113(3) ?
O3 S1 O2 . . 114.10(7) ?
O3 S1 O1 . . 112.15(7) ?
O2 S1 O1 . . 111.45(7) ?
O3 S1 C1 . . 105.83(7) ?
O2 S1 C1 . . 107.51(7) ?
O1 S1 C1 . . 105.11(7) ?
O5 S2 O4 . . 113.19(8) ?
O5 S2 O6 . . 112.69(8) ?
O4 S2 O6 . . 111.13(9) ?
O5 S2 C5 . . 106.45(7) ?
O4 S2 C5 . . 107.12(8) ?
O6 S2 C5 . . 105.70(7) ?
C3 N1 H6 . . 108.6(19) ?
C3 N1 H7 . . 110.0(17) ?
H6 N1 H7 . . 115(3) ?
C3 N1 H8 . . 109.7(18) ?
H6 N1 H8 . . 106(3) ?
H7 N1 H8 . . 108(2) ?
C2 C1 C9 . . 121.35(13) ?
C2 C1 S1 . . 116.45(10) ?
C9 C1 S1 . . 122.18(10) ?
C1 C2 C3 . . 119.06(13) ?
C1 C2 H1 . . 121.1(15) ?
C3 C2 H1 . . 119.8(15) ?
C4 C3 C2 . . 122.40(13) ?
C4 C3 N1 . . 118.54(13) ?
C2 C3 N1 . . 119.06(13) ?
C3 C4 C10 . . 119.75(13) ?
C3 C4 H2 . . 123.3(15) ?
C10 C4 H2 . . 116.9(15) ?
C6 C5 C10 . . 121.47(13) ?
C6 C5 S2 . . 117.93(11) ?
C10 C5 S2 . . 120.57(11) ?
C5 C6 C7 . . 119.90(14) ?
C5 C6 H3 . . 116.4(17) ?
C7 C6 H3 . . 123.7(17) ?
C8 C7 C6 . . 120.54(14) ?
C8 C7 H4 . . 119.9(15) ?
C6 C7 H4 . . 119.6(15) ?
C7 C8 C9 . . 121.15(14) ?
C7 C8 H5 . . 118.2(15) ?
C9 C8 H5 . . 120.7(15) ?
C8 C9 C10 . . 118.74(13) ?
C8 C9 C1 . . 123.30(13) ?
C10 C9 C1 . . 117.96(12) ?
C4 C10 C5 . . 122.34(13) ?
C4 C10 C9 . . 119.47(13) ?
C5 C10 C9 . . 118.19(13) ?
H15 O10 H16 . . 97(4) ?
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 O9 . 2.0605(12) yes
Zn1 O9 2 2.0605(12) ?
Zn1 O7 . 2.0925(11) yes
Zn1 O7 2 2.0926(11) ?
Zn1 O8 . 2.1244(12) yes
Zn1 O8 2 2.1244(12) ?
O7 H9 . 0.823(17) ?
O7 H10 . 0.794(17) ?
O8 H11 . 0.817(17) ?
O8 H12 . 0.811(17) ?
O9 H13 . 0.814(17) ?
O9 H14 . 0.812(17) ?
S1 O3 . 1.4471(11) n
S1 O2 . 1.4526(12) n
S1 O1 . 1.4764(12) n
S1 C1 . 1.7820(14) n
S2 O5 . 1.4520(13) n
S2 O4 . 1.4554(13) n
S2 O6 . 1.4694(14) n
S2 C5 . 1.7721(15) n
N1 C3 . 1.4621(19) n
N1 H6 . 0.80(3) ?
N1 H7 . 0.86(3) ?
N1 H8 . 0.82(3) ?
C1 C2 . 1.3739(19) ?
C1 C9 . 1.4328(19) ?
C2 C3 . 1.404(2) ?
C2 H1 . 0.91(2) ?
C3 C4 . 1.363(2) ?
C4 C10 . 1.420(2) ?
C4 H2 . 0.92(2) ?
C5 C6 . 1.375(2) ?
C5 C10 . 1.4297(19) ?
C6 C7 . 1.406(2) ?
C6 H3 . 0.89(3) ?
C7 C8 . 1.375(2) ?
C7 H4 . 1.01(3) ?
C8 C9 . 1.422(2) ?
C8 H5 . 0.94(2) ?
C9 C10 . 1.431(2) ?
O10 H15 . 0.93(4) ?
O10 H16 . 0.92(3) ?
O11A O11B . 0.510(15) ?
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
_geom_hbond_publ_flag
O7 H9 O1 2 0.823(17) 1.824(17) 2.6360(16) 169(3) yes
O7 H10 O5 1_545 0.794(17) 1.868(18) 2.6452(16) 166(3) yes
O8 H11 O1 1_455 0.816(17) 1.928(17) 2.7439(16) 177(3) yes
O8 H12 O2 . 0.811(17) 1.971(18) 2.7662(17) 166(3) yes
O9 H13 O7 1_655 0.814(17) 1.994(18) 2.8015(17) 172(3) yes
O9 H14 O4 1_545 0.812(17) 1.865(18) 2.6660(17) 169(3) yes
N1 H6 O6 1_655 0.80(3) 2.01(3) 2.7966(19) 166(3) yes
N1 H7 O3 2_766 0.86(3) 1.97(3) 2.8107(18) 166(2) yes
N1 H8 O11A . 0.82(3) 2.08(3) 2.863(6) 160(3) yes
O10 H15 O6 1_545 0.93(4) 1.95(2) 2.876(2) 171(4) yes
O10 H16 O8 . 0.92(3) 2.24(3) 3.036(3) 144(4) yes
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
O3 S1 C1 C2 7.97(13)
O2 S1 C1 C2 130.29(12)
O1 S1 C1 C2 -110.88(12)
O3 S1 C1 C9 -173.49(12)
O2 S1 C1 C9 -51.18(13)
O1 S1 C1 C9 67.66(13)
C9 C1 C2 C3 -0.1(2)
S1 C1 C2 C3 178.47(11)
C1 C2 C3 C4 0.2(2)
C1 C2 C3 N1 -179.51(13)
C2 C3 C4 C10 0.2(2)
N1 C3 C4 C10 179.88(14)
O5 S2 C5 C6 -4.21(15)
O4 S2 C5 C6 -125.58(13)
O6 S2 C5 C6 115.84(13)
O5 S2 C5 C10 177.62(12)
O4 S2 C5 C10 56.25(14)
O6 S2 C5 C10 -62.33(13)
C10 C5 C6 C7 0.3(2)
S2 C5 C6 C7 -177.90(12)
C5 C6 C7 C8 0.7(2)
C6 C7 C8 C9 -0.9(2)
C7 C8 C9 C10 0.1(2)
C7 C8 C9 C1 -179.69(14)
C2 C1 C9 C8 179.43(14)
S1 C1 C9 C8 1.0(2)
C2 C1 C9 C10 -0.4(2)
S1 C1 C9 C10 -178.83(11)
C3 C4 C10 C5 179.46(14)
C3 C4 C10 C9 -0.7(2)
C6 C5 C10 C4 178.88(15)
S2 C5 C10 C4 -3.0(2)
C6 C5 C10 C9 -1.0(2)
S2 C5 C10 C9 177.09(11)
C8 C9 C10 C4 -179.08(13)
C1 C9 C10 C4 0.7(2)
C8 C9 C10 C5 0.8(2)
C1 C9 C10 C5 -179.38(12)
