#------------------------------------------------------------------------------
#$Date: 2025-08-19 14:52:15 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301804 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/07/2210727.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_2210727
loop_
_publ_author_name
'Yi-Min Zhu'
'Kai-Long Zhong'
'Wen-Jie Lu'
_publ_section_title
;Bis(1,10-phenanthroline-κ²N,N')(sulfato-κ²O,O')zinc(II)
 1,2-ethenediol solvate
;
_journal_coeditor_code           NG2096
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2725
_journal_page_last               m2726
_journal_paper_doi               10.1107/S1600536806038591
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Zn (S O4) (C12 H8 N2)2] , C2 H6 O2'
_chemical_formula_moiety         'C24 H16 N4 O4 S Zn , C2 H6 O2'
_chemical_formula_sum            'C26 H22 N4 O6 S Zn'
_chemical_formula_weight         583.91
_chemical_name_systematic
;
Bis(1,10-phenanthroline-κ²N,N')(sulfato-κ²O,O')zinc(II) 1,2-ethenediol
solvate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 119.121(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.519(4)
_cell_length_b                   11.879(3)
_cell_length_c                   12.840(3)
_cell_measurement_reflns_used    3315
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.11
_cell_measurement_theta_min      3.17
_cell_volume                     2467.6(10)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1998)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART CCD 1K area-detector'
_diffrn_measurement_method       'φ and 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  0.0275
_diffrn_reflns_av_sigmaI/netI    0.0295
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8471
_diffrn_reflns_theta_full        28.30
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         2.13
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.131
_exptl_absorpt_correction_T_max  0.7971
_exptl_absorpt_correction_T_min  0.6929
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.565
_refine_diff_density_min         -0.488
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3069
_refine_ls_number_restraints     23
_refine_ls_restrained_S_all      1.127
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0375
_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)+(0.0569P)²+2.3359P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0990
_refine_ls_wR_factor_ref         0.1088
_reflns_number_gt                2505
_reflns_number_total             3069
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ng2096.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2467.6(9)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2210727
_cod_database_fobs_code          2210727
loop_
_symmetry_equiv_pos_as_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'
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_disorder_assembly
_atom_site_disorder_group
Zn Zn1 0.5000 0.69754(3) 0.7500 0.03533(14) Uani d S 1 . .
S S1 0.5000 0.46608(7) 0.7500 0.03280(19) Uani d S 1 . .
N N1 0.41770(12) 0.71617(17) 0.82176(19) 0.0365(4) Uani d . 1 . .
N N2 0.40510(13) 0.80438(16) 0.61970(19) 0.0366(4) Uani d . 1 . .
C C1 0.42447(17) 0.6718(2) 0.9214(2) 0.0443(6) Uani d . 1 . .
H H1A 0.4700 0.6267 0.9681 0.053 Uiso calc R 1 . .
C C2 0.3661(2) 0.6903(3) 0.9583(3) 0.0539(7) Uani d . 1 . .
H H2B 0.3735 0.6597 1.0296 0.065 Uiso calc R 1 . .
C C3 0.29837(18) 0.7534(3) 0.8893(3) 0.0523(7) Uani d . 1 . .
H H3A 0.2586 0.7650 0.9125 0.063 Uiso calc R 1 . .
C C4 0.28817(15) 0.8012(2) 0.7827(2) 0.0405(5) Uani d . 1 . .
C C5 0.21761(16) 0.8662(2) 0.7043(3) 0.0491(7) Uani d . 1 . .
H H5A 0.1764 0.8804 0.7242 0.059 Uiso calc R 1 . .
C C6 0.21026(16) 0.9073(2) 0.6014(3) 0.0480(7) Uani d . 1 . .
H H6A 0.1635 0.9487 0.5509 0.058 Uiso calc R 1 . .
C C7 0.27250(15) 0.8885(2) 0.5686(2) 0.0402(6) Uani d . 1 . .
C C8 0.26724(18) 0.9286(2) 0.4617(2) 0.0492(7) Uani d . 1 . .
H H8A 0.2216 0.9702 0.4084 0.059 Uiso calc R 1 . .
C C9 0.3291(2) 0.9060(2) 0.4372(3) 0.0545(7) Uani d . 1 . .
H H9A 0.3261 0.9320 0.3669 0.065 Uiso calc R 1 . .
C C10 0.39763(18) 0.8434(2) 0.5183(2) 0.0472(6) Uani d . 1 . .
H H10A 0.4396 0.8285 0.5002 0.057 Uiso calc R 1 . .
C C11 0.34339(14) 0.82595(19) 0.6446(2) 0.0328(5) Uani d . 1 . .
C C12 0.35059(14) 0.78067(19) 0.7536(2) 0.0323(5) Uani d . 1 . .
O O1 0.44878(12) 0.54324(16) 0.65041(17) 0.0524(5) Uani d . 1 . .
O O2 0.55218(14) 0.39616(19) 0.7216(2) 0.0636(6) Uani d . 1 . .
C C13 0.4674(3) 0.0892(4) 0.7690(5) 0.1030(15) Uani d DU 1 . .
H H13A 0.4303 0.0278 0.7255 0.124 Uiso calc R 1 A 1
H H13B 0.4957 0.0664 0.8521 0.124 Uiso calc R 1 A 1
O O3 0.4191(3) 0.1733(4) 0.7627(6) 0.0919(17) Uani d PDU 0.60 B 1
H H3 0.4476 0.2263 0.8024 0.138 Uiso calc PR 0.60 B 1
O O3' 0.4602(5) 0.1731(5) 0.8307(6) 0.0677(18) Uani d PDU 0.40 B 2
H H3' 0.4151 0.2034 0.7915 0.102 Uiso calc PR 0.40 B 2
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
N1 Zn1 N1 . 2_656 168.13(11) ?
N1 Zn1 N2 . 2_656 95.01(8) ?
N1 Zn1 N2 2_656 2_656 77.92(8) ?
N1 Zn1 N2 . . 77.92(8) yes
N1 Zn1 N2 2_656 . 95.01(8) ?
N2 Zn1 N2 2_656 . 107.77(11) ?
N1 Zn1 O1 . . 98.18(8) ?
N1 Zn1 O1 2_656 . 91.85(8) ?
N2 Zn1 O1 2_656 . 155.87(8) ?
N2 Zn1 O1 . . 94.74(7) ?
N1 Zn1 O1 . 2_656 91.85(8) ?
N1 Zn1 O1 2_656 2_656 98.18(8) ?
N2 Zn1 O1 2_656 2_656 94.74(7) ?
N2 Zn1 O1 . 2_656 155.87(8) ?
O1 Zn1 O1 . 2_656 64.83(10) yes
N1 Zn1 S1 . . 95.93(5) ?
N1 Zn1 S1 2_656 . 95.93(5) ?
N2 Zn1 S1 2_656 . 126.12(5) ?
N2 Zn1 S1 . . 126.12(6) ?
O1 Zn1 S1 . . 32.41(5) ?
O1 Zn1 S1 2_656 . 32.41(5) ?
O2 S1 O2 2_656 . 110.05(19) yes
O2 S1 O1 2_656 2_656 111.27(13) ?
O2 S1 O1 . 2_656 110.28(13) ?
O2 S1 O1 2_656 . 110.28(13) ?
O2 S1 O1 . . 111.27(13) ?
O1 S1 O1 2_656 . 103.55(16) yes
O2 S1 Zn1 2_656 . 124.98(10) ?
O2 S1 Zn1 . . 124.98(10) ?
O1 S1 Zn1 2_656 . 51.77(8) ?
O1 S1 Zn1 . . 51.77(8) ?
C1 N1 C12 . . 118.1(2) ?
C1 N1 Zn1 . . 128.18(17) ?
C12 N1 Zn1 . . 113.67(16) ?
C10 N2 C11 . . 118.1(2) ?
C10 N2 Zn1 . . 128.71(18) ?
C11 N2 Zn1 . . 113.06(16) ?
N1 C1 C2 . . 122.6(3) ?
N1 C1 H1A . . 118.7 ?
C2 C1 H1A . . 118.7 ?
C3 C2 C1 . . 119.3(3) ?
C3 C2 H2B . . 120.4 ?
C1 C2 H2B . . 120.4 ?
C2 C3 C4 . . 120.2(3) ?
C2 C3 H3A . . 119.9 ?
C4 C3 H3A . . 119.9 ?
C12 C4 C3 . . 116.9(2) ?
C12 C4 C5 . . 119.9(3) ?
C3 C4 C5 . . 123.2(2) ?
C6 C5 C4 . . 120.4(2) ?
C6 C5 H5A . . 119.8 ?
C4 C5 H5A . . 119.8 ?
C5 C6 C7 . . 121.4(2) ?
C5 C6 H6A . . 119.3 ?
C7 C6 H6A . . 119.3 ?
C11 C7 C8 . . 116.9(2) ?
C11 C7 C6 . . 119.6(2) ?
C8 C7 C6 . . 123.5(2) ?
C9 C8 C7 . . 119.6(3) ?
C9 C8 H8A . . 120.2 ?
C7 C8 H8A . . 120.2 ?
C8 C9 C10 . . 119.7(3) ?
C8 C9 H9A . . 120.2 ?
C10 C9 H9A . . 120.2 ?
N2 C10 C9 . . 122.7(3) ?
N2 C10 H10A . . 118.6 ?
C9 C10 H10A . . 118.6 ?
N2 C11 C7 . . 123.1(2) ?
N2 C11 C12 . . 118.0(2) ?
C7 C11 C12 . . 118.9(2) ?
N1 C12 C4 . . 122.9(2) ?
N1 C12 C11 . . 117.3(2) ?
C4 C12 C11 . . 119.7(2) ?
S1 O1 Zn1 . . 95.81(9) ?
O3 C13 O3' . . 36.9(4) ?
O3 C13 C13 . 2_656 127.4(4) yes
O3' C13 C13 . 2_656 121.7(5) ?
O3 C13 H13A . . 105.5 ?
O3' C13 H13A . . 131.6 ?
C13 C13 H13A 2_656 . 105.5 ?
O3 C13 H13B . . 105.5 ?
O3' C13 H13B . . 73.1 ?
C13 C13 H13B 2_656 . 105.5 ?
H13A C13 H13B . . 106.0 ?
C13 O3 H3 . . 109.5 ?
C13 O3' H3' . . 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 N1 . 2.142(2) yes
Zn1 N1 2_656 2.142(2) ?
Zn1 N2 2_656 2.153(2) ?
Zn1 N2 . 2.153(2) yes
Zn1 O1 . 2.171(2) yes
Zn1 O1 2_656 2.171(2) ?
Zn1 S1 . 2.7496(11) ?
S1 O2 2_656 1.449(2) ?
S1 O2 . 1.449(2) yes
S1 O1 2_656 1.4814(19) ?
S1 O1 . 1.4814(19) yes
N1 C1 . 1.332(3) ?
N1 C12 . 1.356(3) ?
N2 C10 . 1.324(3) ?
N2 C11 . 1.353(3) ?
C1 C2 . 1.393(4) ?
C1 H1A . 0.9300 ?
C2 C3 . 1.356(4) ?
C2 H2B . 0.9300 ?
C3 C4 . 1.407(4) ?
C3 H3A . 0.9300 ?
C4 C12 . 1.398(3) ?
C4 C5 . 1.427(4) ?
C5 C6 . 1.352(4) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.424(4) ?
C6 H6A . 0.9300 ?
C7 C11 . 1.408(3) ?
C7 C8 . 1.411(4) ?
C8 C9 . 1.354(4) ?
C8 H8A . 0.9300 ?
C9 C10 . 1.401(4) ?
C9 H9A . 0.9300 ?
C10 H10A . 0.9300 ?
C11 C12 . 1.444(3) ?
C13 O3 . 1.317(5) yes
C13 O3' . 1.319(5) ?
C13 C13 2_656 1.508(4) yes
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
O3 H3 . 0.8200 ?
O3' H3' . 0.8200 ?
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
O3 H3 O2 2_656 0.82 2.04 2.688(6) 135.5
O3' H3' O2 2_656 0.82 2.38 2.715(6) 105.0
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_4
_geom_torsion
N1 Zn1 S1 O2 . 2_656 6.64(13)
N1 Zn1 S1 O2 2_656 2_656 -173.36(13)
N2 Zn1 S1 O2 2_656 2_656 107.28(14)
N2 Zn1 S1 O2 . 2_656 -72.72(14)
O1 Zn1 S1 O2 . 2_656 -89.28(17)
O1 Zn1 S1 O2 2_656 2_656 90.72(17)
N1 Zn1 S1 O2 . . -173.36(13)
N1 Zn1 S1 O2 2_656 . 6.64(13)
N2 Zn1 S1 O2 2_656 . -72.72(14)
N2 Zn1 S1 O2 . . 107.28(14)
O1 Zn1 S1 O2 . . 90.72(17)
O1 Zn1 S1 O2 2_656 . -89.28(17)
N1 Zn1 S1 O1 . 2_656 -84.08(13)
N1 Zn1 S1 O1 2_656 2_656 95.92(13)
N2 Zn1 S1 O1 2_656 2_656 16.56(13)
N2 Zn1 S1 O1 . 2_656 -163.44(13)
O1 Zn1 S1 O1 . 2_656 180.0
N1 Zn1 S1 O1 . . 95.92(13)
N1 Zn1 S1 O1 2_656 . -84.08(13)
N2 Zn1 S1 O1 2_656 . -163.44(13)
N2 Zn1 S1 O1 . . 16.56(13)
O1 Zn1 S1 O1 2_656 . 180.0
N1 Zn1 N1 C1 2_656 . -126.0(2)
N2 Zn1 N1 C1 2_656 . -73.2(2)
N2 Zn1 N1 C1 . . 179.7(2)
O1 Zn1 N1 C1 . . 86.6(2)
O1 Zn1 N1 C1 2_656 . 21.8(2)
S1 Zn1 N1 C1 . . 54.0(2)
N1 Zn1 N1 C12 2_656 . 54.92(16)
N2 Zn1 N1 C12 2_656 . 107.76(17)
N2 Zn1 N1 C12 . . 0.63(16)
O1 Zn1 N1 C12 . . -92.49(17)
O1 Zn1 N1 C12 2_656 . -157.32(16)
S1 Zn1 N1 C12 . . -125.08(16)
N1 Zn1 N2 C10 . . -176.8(2)
N1 Zn1 N2 C10 2_656 . 12.8(2)
N2 Zn1 N2 C10 2_656 . 91.7(2)
O1 Zn1 N2 C10 . . -79.5(2)
O1 Zn1 N2 C10 2_656 . -110.2(3)
S1 Zn1 N2 C10 . . -88.3(2)
N1 Zn1 N2 C11 . . -1.76(16)
N1 Zn1 N2 C11 2_656 . -172.11(16)
N2 Zn1 N2 C11 2_656 . -93.20(16)
O1 Zn1 N2 C11 . . 95.61(17)
O1 Zn1 N2 C11 2_656 . 64.9(3)
S1 Zn1 N2 C11 . . 86.80(16)
C12 N1 C1 C2 . . -0.8(4)
Zn1 N1 C1 C2 . . -179.8(2)
N1 C1 C2 C3 . . 1.8(5)
C1 C2 C3 C4 . . -1.2(5)
C2 C3 C4 C12 . . -0.3(4)
C2 C3 C4 C5 . . 178.5(3)
C12 C4 C5 C6 . . 0.6(4)
C3 C4 C5 C6 . . -178.1(3)
C4 C5 C6 C7 . . -0.8(4)
C5 C6 C7 C11 . . 0.0(4)
C5 C6 C7 C8 . . 179.3(3)
C11 C7 C8 C9 . . -0.2(4)
C6 C7 C8 C9 . . -179.5(3)
C7 C8 C9 C10 . . -0.1(4)
C11 N2 C10 C9 . . 0.4(4)
Zn1 N2 C10 C9 . . 175.3(2)
C8 C9 C10 N2 . . 0.0(5)
C10 N2 C11 C7 . . -0.7(4)
Zn1 N2 C11 C7 . . -176.32(18)
C10 N2 C11 C12 . . 178.3(2)
Zn1 N2 C11 C12 . . 2.6(3)
C8 C7 C11 N2 . . 0.5(4)
C6 C7 C11 N2 . . 179.9(2)
C8 C7 C11 C12 . . -178.4(2)
C6 C7 C11 C12 . . 0.9(3)
C1 N1 C12 C4 . . -0.8(4)
Zn1 N1 C12 C4 . . 178.36(18)
C1 N1 C12 C11 . . -178.6(2)
Zn1 N1 C12 C11 . . 0.5(3)
C3 C4 C12 N1 . . 1.3(4)
C5 C4 C12 N1 . . -177.5(2)
C3 C4 C12 C11 . . 179.1(2)
C5 C4 C12 C11 . . 0.3(4)
N2 C11 C12 N1 . . -2.2(3)
C7 C11 C12 N1 . . 176.8(2)
N2 C11 C12 C4 . . 179.9(2)
C7 C11 C12 C4 . . -1.1(3)
O2 S1 O1 Zn1 2_656 . 119.13(12)
O2 S1 O1 Zn1 . . -118.45(12)
O1 S1 O1 Zn1 2_656 . 0.0
N1 Zn1 O1 S1 . . -88.19(11)
N1 Zn1 O1 S1 2_656 . 98.17(11)
N2 Zn1 O1 S1 2_656 . 34.3(3)
N2 Zn1 O1 S1 . . -166.64(11)
O1 Zn1 O1 S1 2_656 . 0.0
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139070504
