#------------------------------------------------------------------------------
#$Date: 2019-12-26 21:28:12 +0200 (Thu, 26 Dec 2019) $
#$Revision: 246108 $
#$URL: svn://www.crystallography.net/cod/cif/2/31/17/2311794.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_2311794
loop_
_publ_author_name
'Truong, Khai Nghi'
'Merkens, Carina'
'Englert, Ulli'
_publ_section_title
;
 3-(Pyridin-4-yl)acetylacetone: a donor ligand towards mercury(II) halides
 and a versatile linker for complex materials.
;
_journal_coeditor_code           BM5094SUP1
_journal_issue                   'Pt 5'
_journal_name_full
'Acta crystallographica Section B, Structural science, crystal engineering and materials'
_journal_page_first              981
_journal_page_last               991
_journal_paper_doi               10.1107/S2052520617011118
_journal_volume                  73
_journal_year                    2017
_chemical_formula_moiety         'C20 H22 Cl2 Hg N2 O4'
_chemical_formula_sum            'C20 H22 Cl2 Hg N2 O4'
_chemical_formula_weight         625.88
_chemical_name_common            1b
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 127.1760(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   26.0002(19)
_cell_length_b                   6.4821(10)
_cell_length_c                   16.1960(16)
_cell_measurement_reflns_used    9048
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.56
_cell_measurement_theta_min      2.52
_cell_volume                     2174.9(4)
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2009)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL2013 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL2013 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS2013 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.932
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       '/w scans'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_source         microsource
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.932
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10383
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.932
_diffrn_reflns_theta_full        29.000
_diffrn_reflns_theta_max         31.559
_diffrn_reflns_theta_min         2.516
_exptl_absorpt_coefficient_mu    7.351
_exptl_absorpt_correction_T_max  0.3356
_exptl_absorpt_correction_T_min  0.2827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.911
_exptl_crystal_description       block
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.190
_refine_diff_density_max         2.217
_refine_diff_density_min         -1.876
_refine_diff_density_rms         0.130
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         3390
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0224
_refine_ls_R_factor_gt           0.0215
_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)+(0.0225P)²+1.7235P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0499
_refine_ls_wR_factor_ref         0.0502
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3285
_reflns_number_total             3390
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            bm5094sup1.cif
_cod_data_source_block           1b
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2311794
_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   0.283
_shelx_estimated_absorpt_t_max   0.336
_shelxl_version_number           2013-2
loop_
_space_group_symop_operation_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_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
Hg1 Hg 0.5000 -0.11012(2) 0.7500 0.01382(4) Uani 1 2 d S T P
Cl1 Cl 0.54198(3) -0.23528(10) 0.66363(5) 0.02135(12) Uani 1 1 d . . .
O1 O 0.29780(10) 0.8914(3) 0.29668(15) 0.0210(4) Uani 1 1 d D . .
H1O H 0.2631(18) 0.894(6) 0.301(4) 0.061(16) Uiso 1 1 d D . .
O2 O 0.21635(8) 0.8183(3) 0.32362(14) 0.0212(4) Uani 1 1 d . . .
N1 N 0.43412(10) 0.1561(3) 0.62895(15) 0.0155(4) Uani 1 1 d . . .
C1 C 0.39497(12) 0.7066(4) 0.3749(2) 0.0201(5) Uani 1 1 d . . .
H1A H 0.3881 0.6038 0.3247 0.030 Uiso 1 1 calc R U .
H1B H 0.4282 0.6571 0.4453 0.030 Uiso 1 1 calc R U .
H1C H 0.4090 0.8368 0.3635 0.030 Uiso 1 1 calc R U .
C2 C 0.33345(11) 0.7402(4) 0.36120(17) 0.0154(4) Uani 1 1 d . . .
C3 C 0.31278(11) 0.6263(3) 0.40829(17) 0.0132(4) Uani 1 1 d . . .
C4 C 0.24913(11) 0.6650(4) 0.37945(17) 0.0158(4) Uani 1 1 d . . .
C5 C 0.21865(12) 0.5199(4) 0.4110(2) 0.0202(5) Uani 1 1 d . . .
H5A H 0.2384 0.5400 0.4845 0.030 Uiso 1 1 calc R U .
H5B H 0.2254 0.3773 0.3995 0.030 Uiso 1 1 calc R U .
H5C H 0.1722 0.5481 0.3694 0.030 Uiso 1 1 calc R U .
C6 C 0.35397(10) 0.4605(3) 0.48360(17) 0.0127(4) Uani 1 1 d . . .
C7 C 0.37578(11) 0.2937(4) 0.45726(17) 0.0156(4) Uani 1 1 d . . .
H7 H 0.3631 0.2807 0.3888 0.019 Uiso 1 1 calc R U .
C8 C 0.41602(12) 0.1479(4) 0.53191(18) 0.0164(4) Uani 1 1 d . . .
H8 H 0.4314 0.0376 0.5136 0.020 Uiso 1 1 calc R U .
C9 C 0.41322(11) 0.3141(4) 0.65505(17) 0.0166(4) Uani 1 1 d . . .
H9 H 0.4260 0.3208 0.7237 0.020 Uiso 1 1 calc R U .
C10 C 0.37349(11) 0.4687(4) 0.58511(17) 0.0150(4) Uani 1 1 d . . .
H10 H 0.3597 0.5789 0.6062 0.018 Uiso 1 1 calc R U .
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'
Hg Hg -2.3894 9.2266 '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'
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
Cl1 Hg1 Cl1 140.09(3) . 2_656
Cl1 Hg1 N1 111.92(5) . 2_656
Cl1 Hg1 N1 96.90(5) 2_656 2_656
Cl1 Hg1 N1 96.90(5) . .
Cl1 Hg1 N1 111.92(5) 2_656 .
N1 Hg1 N1 87.40(10) 2_656 .
C2 O1 H1O 101(3) . .
C8 N1 C9 118.5(2) . .
C8 N1 Hg1 120.21(16) . .
C9 N1 Hg1 121.29(15) . .
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
O1 C2 C3 120.8(2) . .
O1 C2 C1 113.8(2) . .
C3 C2 C1 125.4(2) . .
C2 C3 C4 118.7(2) . .
C2 C3 C6 120.7(2) . .
C4 C3 C6 120.5(2) . .
O2 C4 C3 120.9(2) . .
O2 C4 C5 117.9(2) . .
C3 C4 C5 121.2(2) . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C10 C6 C7 117.5(2) . .
C10 C6 C3 120.5(2) . .
C7 C6 C3 122.1(2) . .
C8 C7 C6 119.4(2) . .
C8 C7 H7 120.3 . .
C6 C7 H7 120.3 . .
N1 C8 C7 122.7(2) . .
N1 C8 H8 118.6 . .
C7 C8 H8 118.6 . .
N1 C9 C10 122.4(2) . .
N1 C9 H9 118.8 . .
C10 C9 H9 118.8 . .
C9 C10 C6 119.5(2) . .
C9 C10 H10 120.2 . .
C6 C10 H10 120.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Hg1 Cl1 2.3773(6) .
Hg1 Cl1 2.3773(6) 2_656
Hg1 N1 2.387(2) 2_656
Hg1 N1 2.387(2) .
O1 C2 1.319(3) .
O1 H1O 0.949(19) .
O2 C4 1.265(3) .
N1 C8 1.342(3) .
N1 C9 1.342(3) .
C1 C2 1.493(3) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 C3 1.382(3) .
C3 C4 1.444(3) .
C3 C6 1.487(3) .
C4 C5 1.504(4) .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 C10 1.398(3) .
C6 C7 1.402(3) .
C7 C8 1.386(3) .
C7 H7 0.9500 .
C8 H8 0.9500 .
C9 C10 1.393(3) .
C9 H9 0.9500 .
C10 H10 0.9500 .
