#------------------------------------------------------------------------------
#$Date: 2019-03-03 22:49:21 +0200 (Sun, 03 Mar 2019) $
#$Revision: 213935 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/14/2021453.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_2021453
loop_
_publ_author_name
'Hajiashrafi, Taraneh'
'Zekriazadeh, Roghayeh'
'Flanagan, Keith J.'
'Kia, Farnoush'
'Bauzá, Antonio'
'Frontera, Antonio'
'Senge, Mathias O.'
_publ_section_title
;
 The role of π--π stacking and hydrogen-bonding interactions in the
 assembly of a series of isostructural group IIB coordination compounds
;
_journal_coeditor_code           SK3704
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              178
_journal_page_last               188
_journal_paper_doi               10.1107/S2053229618018314
_journal_volume                  75
_journal_year                    2019
_chemical_formula_iupac          '[Hg I2 (C28 H26 N2 O4)]'
_chemical_formula_moiety         'C28 H26 Hg I2 N2 O4'
_chemical_formula_sum            'C28 H26 Hg I2 N2 O4'
_chemical_formula_weight         908.90
_chemical_name_systematic
Diiodidobis(2-{(E)-[(2-methoxyphenyl)azaniumylidene]methyl}phenolato-κO)mercury(II)
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                98.7770(10)
_cell_angle_beta                 100.2960(10)
_cell_angle_gamma                109.3960(10)
_cell_formula_units_Z            2
_cell_length_a                   9.2783(14)
_cell_length_b                   10.0060(15)
_cell_length_c                   16.695(3)
_cell_measurement_reflns_used    9897
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      54.938
_cell_measurement_theta_min      4.433
_cell_volume                     1400.4(4)
_computing_cell_refinement
;
SAINT (Bruker, 2015)
;
_computing_data_collection
;
APEX3 (Bruker, 2016)
;
_computing_data_reduction
;
SAINT (Bruker, 2015)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015a)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015b)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker APEXII area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEXII area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.071
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11185
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.531
_diffrn_reflns_theta_min         2.216
_diffrn_source                   'standard sealed X-ray tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    7.736
_exptl_absorpt_correction_T_max  0.745553
_exptl_absorpt_correction_T_min  0.441235
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(TWINABS; Bruker, 2012)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.155
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             852
_exptl_crystal_size_max          0.379
_exptl_crystal_size_mid          0.194
_exptl_crystal_size_min          0.132
_refine_diff_density_max         1.476
_refine_diff_density_min         -1.776
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         11185
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0322
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0782P)²+0.6965P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0978
_refine_ls_wR_factor_ref         0.1124
_reflns_number_gt                10132
_reflns_number_total             11185
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            sk3704sup1.cif
_cod_data_source_block           Compound_6
_cod_depositor_comments
'Adding full bibliography for 2021448--2021453.cif.'
_cod_database_code               2021453
_cod_database_fobs_code          2021453
_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   0.158
_shelx_estimated_absorpt_t_max   0.428
loop_
_space_group_symop_operation_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_occupancy
C C1A 0.6673(8) 0.6731(7) 0.1093(4) 0.0127(13) Uani d 1
C C1B 0.8585(8) 0.9260(7) 0.3661(4) 0.0125(13) Uani d 1
C C2A 0.6036(9) 0.7737(8) 0.1421(4) 0.0174(14) Uani d 1
H H2A 0.6028 0.7890 0.1996 0.021 Uiso calc 1
C C2B 0.9490(8) 0.9298(8) 0.3052(4) 0.0149(13) Uani d 1
H H2B 0.9249 0.8450 0.2630 0.018 Uiso calc 1
C C3A 0.5431(8) 0.8495(8) 0.0928(4) 0.0169(15) Uani d 1
H H3A 0.5022 0.9168 0.1171 0.020 Uiso calc 1
C C3B 1.0718(8) 1.0564(8) 0.3071(4) 0.0152(14) Uani d 1
H H3B 1.1330 1.0555 0.2672 0.018 Uiso calc 1
C C4A 0.5396(9) 0.8304(8) 0.0060(5) 0.0190(16) Uani d 1
H H4A 0.4963 0.8832 -0.0274 0.023 Uiso calc 1
C C4B 1.1086(9) 1.1864(8) 0.3666(5) 0.0171(16) Uani d 1
H H4B 1.1906 1.2730 0.3654 0.020 Uiso calc 1
C C5A 0.5999(9) 0.7349(8) -0.0278(4) 0.0180(15) Uani d 1
H H5A 0.5998 0.7224 -0.0854 0.022 Uiso calc 1
C C5B 1.0261(8) 1.1863(7) 0.4251(4) 0.0142(14) Uani d 1
H H5B 1.0525 1.2735 0.4659 0.017 Uiso calc 1
C C6A 0.6634(8) 0.6528(8) 0.0212(4) 0.0143(14) Uani d 1
C C6B 0.9001(8) 1.0591(7) 0.4277(4) 0.0135(13) Uani d 1
C C7A 0.7163(8) 0.5513(7) -0.0189(4) 0.0134(13) Uani d 1
H H7A 0.7096 0.5419 -0.0770 0.016 Uiso calc 1
C C7B 0.8215(8) 1.0664(7) 0.4921(4) 0.0124(13) Uani d 1
H H7B 0.8552 1.1565 0.5315 0.015 Uiso calc 1
C C8A 0.8298(8) 0.3650(8) -0.0185(4) 0.0156(14) Uani d 1
C C8B 0.6225(8) 0.9598(8) 0.5647(4) 0.0129(13) Uani d 1
C C9A 0.8442(8) 0.3500(8) -0.1012(4) 0.0165(14) Uani d 1
H H9A 0.8185 0.4122 -0.1340 0.020 Uiso calc 1
C C9B 0.6492(8) 1.0855(8) 0.6224(4) 0.0165(14) Uani d 1
H H9B 0.7256 1.1750 0.6203 0.020 Uiso calc 1
C C10A 0.8962(9) 0.2439(9) -0.1351(5) 0.0247(17) Uani d 1
H H10A 0.9060 0.2333 -0.1912 0.030 Uiso calc 1
C C10B 0.5643(9) 1.0816(8) 0.6839(4) 0.0179(15) Uani d 1
H H10B 0.5808 1.1681 0.7230 0.022 Uiso calc 1
C C11A 0.9336(10) 0.1536(9) -0.0865(5) 0.0259(18) Uani d 1
H H11A 0.9694 0.0815 -0.1099 0.031 Uiso calc 1
C C11B 0.4558(9) 0.9494(8) 0.6866(4) 0.0179(15) Uani d 1
H H11B 0.4002 0.9453 0.7293 0.022 Uiso calc 1
C C12A 0.9197(9) 0.1665(9) -0.0045(5) 0.0225(16) Uani d 1
H H12A 0.9452 0.1034 0.0278 0.027 Uiso calc 1
C C12B 0.4262(9) 0.8216(8) 0.6279(5) 0.0183(15) Uani d 1
H H12B 0.3498 0.7323 0.6303 0.022 Uiso calc 1
C C13A 0.8680(8) 0.2727(8) 0.0302(5) 0.0156(14) Uani d 1
C C13B 0.5088(8) 0.8260(8) 0.5663(4) 0.0150(14) Uani d 1
C C14A 0.8940(10) 0.2095(8) 0.1624(5) 0.0227(17) Uani d 1
H H14A 0.8269 0.1069 0.1389 0.034 Uiso calc 1
H H14B 0.8797 0.2400 0.2182 0.034 Uiso calc 1
H H14C 1.0046 0.2219 0.1667 0.034 Uiso calc 1
C C14B 0.3629(9) 0.5751(8) 0.5007(5) 0.0227(16) Uani d 1
H H14D 0.2643 0.5922 0.4983 0.034 Uiso calc 1
H H14E 0.3874 0.5375 0.5502 0.034 Uiso calc 1
H H14F 0.3513 0.5040 0.4503 0.034 Uiso calc 1
Hg Hg1 0.69274(3) 0.57222(3) 0.28950(2) 0.01351(9) Uani d 1
I I1 0.38080(6) 0.46487(6) 0.26379(3) 0.01957(13) Uani d 1
I I2 0.95749(6) 0.53212(5) 0.34679(3) 0.01950(13) Uani d 1
N N1A 0.7749(7) 0.4679(6) 0.0195(4) 0.0150(12) Uani d 1
H H1A 0.7800 0.4773 0.0734 0.018 Uiso calc 1
N N1B 0.7048(7) 0.9565(6) 0.5009(4) 0.0136(11) Uani d 1
H H1B 0.6748 0.8735 0.4641 0.016 Uiso calc 1
O O1A 0.7251(6) 0.5993(5) 0.1535(3) 0.0156(10) Uani d 1
O O1B 0.7437(6) 0.8100(5) 0.3671(3) 0.0162(10) Uani d 1
O O2A 0.8515(7) 0.2962(6) 0.1094(3) 0.0223(12) Uani d 1
O O2B 0.4891(6) 0.7101(5) 0.5057(3) 0.0186(11) Uani d 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'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
C2A C1A C6A 116.8(6)
O1A C1A C2A 123.4(6)
O1A C1A C6A 119.8(6)
C2B C1B C6B 116.9(6)
O1B C1B C2B 122.7(6)
O1B C1B C6B 120.5(6)
C1A C2A H2A 119.3
C3A C2A C1A 121.5(7)
C3A C2A H2A 119.3
C1B C2B H2B 119.7
C3B C2B C1B 120.5(7)
C3B C2B H2B 119.7
C2A C3A H3A 119.1
C2A C3A C4A 121.9(7)
C4A C3A H3A 119.1
C2B C3B H3B 119.1
C2B C3B C4B 121.8(7)
C4B C3B H3B 119.1
C3A C4A H4A 120.8
C5A C4A C3A 118.4(7)
C5A C4A H4A 120.8
C3B C4B H4B 120.5
C5B C4B C3B 119.1(7)
C5B C4B H4B 120.5
C4A C5A H5A 119.2
C4A C5A C6A 121.6(7)
C6A C5A H5A 119.2
C4B C5B H5B 119.0
C4B C5B C6B 122.0(7)
C6B C5B H5B 119.0
C5A C6A C1A 119.8(6)
C7A C6A C1A 121.8(6)
C7A C6A C5A 118.4(6)
C5B C6B C1B 119.7(6)
C7B C6B C1B 121.6(6)
C7B C6B C5B 118.7(6)
C6A C7A H7A 118.1
N1A C7A C6A 123.8(6)
N1A C7A H7A 118.1
C6B C7B H7B 118.0
N1B C7B C6B 124.1(6)
N1B C7B H7B 118.0
C9A C8A C13A 120.0(7)
C9A C8A N1A 123.2(6)
C13A C8A N1A 116.8(6)
C9B C8B C13B 120.7(6)
C9B C8B N1B 123.1(6)
C13B C8B N1B 116.2(6)
C8A C9A H9A 120.0
C10A C9A C8A 120.0(7)
C10A C9A H9A 120.0
C8B C9B H9B 119.8
C8B C9B C10B 120.4(7)
C10B C9B H9B 119.8
C9A C10A H10A 120.2
C11A C10A C9A 119.5(7)
C11A C10A H10A 120.2
C9B C10B H10B 120.6
C11B C10B C9B 118.7(7)
C11B C10B H10B 120.6
C10A C11A H11A 119.3
C10A C11A C12A 121.4(7)
C12A C11A H11A 119.3
C10B C11B H11B 119.3
C10B C11B C12B 121.5(7)
C12B C11B H11B 119.3
C11A C12A H12A 120.2
C11A C12A C13A 119.5(7)
C13A C12A H12A 120.2
C11B C12B H12B 120.1
C13B C12B C11B 119.7(7)
C13B C12B H12B 120.1
C12A C13A C8A 119.6(7)
O2A C13A C8A 115.7(6)
O2A C13A C12A 124.7(7)
C12B C13B C8B 118.9(7)
O2B C13B C8B 116.1(6)
O2B C13B C12B 125.0(7)
H14A C14A H14B 109.5
H14A C14A H14C 109.5
H14B C14A H14C 109.5
O2A C14A H14A 109.5
O2A C14A H14B 109.5
O2A C14A H14C 109.5
H14D C14B H14E 109.5
H14D C14B H14F 109.5
H14E C14B H14F 109.5
O2B C14B H14D 109.5
O2B C14B H14E 109.5
O2B C14B H14F 109.5
I2 Hg1 I1 145.097(18)
O1A Hg1 I1 102.05(12)
O1A Hg1 I2 98.69(12)
O1B Hg1 I1 98.64(12)
O1B Hg1 I2 102.36(13)
O1B Hg1 O1A 105.74(16)
C7A N1A C8A 125.4(6)
C7A N1A H1A 117.3
C8A N1A H1A 117.3
C7B N1B C8B 125.7(6)
C7B N1B H1B 117.2
C8B N1B H1B 117.2
C1A O1A Hg1 125.7(4)
C1B O1B Hg1 124.7(4)
C13A O2A C14A 118.1(6)
C13B O2B C14B 117.2(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1A C2A 1.417(10)
C1A C6A 1.446(9)
C1A O1A 1.290(8)
C1B C2B 1.427(9)
C1B C6B 1.442(9)
C1B O1B 1.294(8)
C2A H2A 0.9500
C2A C3A 1.370(10)
C2B H2B 0.9500
C2B C3B 1.385(10)
C3A H3A 0.9500
C3A C4A 1.426(11)
C3B H3B 0.9500
C3B C4B 1.409(11)
C4A H4A 0.9500
C4A C5A 1.359(11)
C4B H4B 0.9500
C4B C5B 1.343(10)
C5A H5A 0.9500
C5A C6A 1.430(9)
C5B H5B 0.9500
C5B C6B 1.427(9)
C6A C7A 1.401(10)
C6B C7B 1.408(10)
C7A H7A 0.9500
C7A N1A 1.320(9)
C7B H7B 0.9500
C7B N1B 1.312(9)
C8A C9A 1.400(10)
C8A C13A 1.408(10)
C8A N1A 1.410(9)
C8B C9B 1.382(10)
C8B C13B 1.411(10)
C8B N1B 1.418(9)
C9A H9A 0.9500
C9A C10A 1.391(11)
C9B H9B 0.9500
C9B C10B 1.398(10)
C10A H10A 0.9500
C10A C11A 1.388(12)
C10B H10B 0.9500
C10B C11B 1.384(10)
C11A H11A 0.9500
C11A C12A 1.390(12)
C11B H11B 0.9500
C11B C12B 1.400(11)
C12A H12A 0.9500
C12A C13A 1.395(10)
C12B H12B 0.9500
C12B C13B 1.386(10)
C13A O2A 1.352(9)
C13B O2B 1.355(8)
C14A H14A 0.9800
C14A H14B 0.9800
C14A H14C 0.9800
C14A O2A 1.424(8)
C14B H14D 0.9800
C14B H14E 0.9800
C14B H14F 0.9800
C14B O2B 1.443(8)
Hg1 I1 2.6580(7)
Hg1 I2 2.6536(7)
Hg1 O1A 2.387(5)
Hg1 O1B 2.378(5)
N1A H1A 0.8800
N1B H1B 0.8800
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1A H1A O1A 0.88 1.92 2.611(8) 134
N1B H1B O1B 0.88 1.94 2.629(7) 134
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
C1A C2A C3A C4A 0.6(11)
C1A C6A C7A N1A -0.8(11)
C1B C2B C3B C4B -2.3(10)
C1B C6B C7B N1B -1.2(10)
C2A C1A C6A C5A 1.2(10)
C2A C1A C6A C7A -177.0(6)
C2A C1A O1A Hg1 13.7(9)
C2A C3A C4A C5A -0.6(11)
C2B C1B C6B C5B 0.4(9)
C2B C1B C6B C7B -178.1(6)
C2B C1B O1B Hg1 13.4(9)
C2B C3B C4B C5B 2.6(11)
C3A C4A C5A C6A 1.0(11)
C3B C4B C5B C6B -1.4(11)
C4A C5A C6A C1A -1.3(11)
C4A C5A C6A C7A 176.9(7)
C4B C5B C6B C1B -0.1(10)
C4B C5B C6B C7B 178.5(7)
C5A C6A C7A N1A -179.0(7)
C5B C6B C7B N1B -179.7(6)
C6A C1A C2A C3A -0.8(10)
C6A C1A O1A Hg1 -165.2(5)
C6A C7A N1A C8A -179.7(6)
C6B C1B C2B C3B 0.8(10)
C6B C1B O1B Hg1 -166.9(5)
C6B C7B N1B C8B -179.7(6)
C8A C9A C10A C11A -0.1(11)
C8A C13A O2A C14A -177.7(6)
C8B C9B C10B C11B 1.3(11)
C8B C13B O2B C14B -174.0(6)
C9A C8A C13A C12A -0.1(10)
C9A C8A C13A O2A 179.5(6)
C9A C8A N1A C7A 7.1(11)
C9A C10A C11A C12A 0.2(12)
C9B C8B C13B C12B -1.3(10)
C9B C8B C13B O2B 178.4(6)
C9B C8B N1B C7B 5.1(10)
C9B C10B C11B C12B -2.1(11)
C10A C11A C12A C13A -0.4(12)
C10B C11B C12B C13B 1.2(11)
C11A C12A C13A C8A 0.3(11)
C11A C12A C13A O2A -179.3(7)
C11B C12B C13B C8B 0.5(10)
C11B C12B C13B O2B -179.2(7)
C12A C13A O2A C14A 1.9(11)
C12B C13B O2B C14B 5.8(10)
C13A C8A C9A C10A 0.0(11)
C13A C8A N1A C7A -171.6(7)
C13B C8B C9B C10B 0.4(11)
C13B C8B N1B C7B -175.2(6)
N1A C8A C9A C10A -178.6(7)
N1A C8A C13A C12A 178.6(7)
N1A C8A C13A O2A -1.8(9)
N1B C8B C9B C10B -179.9(6)
N1B C8B C13B C12B 179.0(6)
N1B C8B C13B O2B -1.3(9)
O1A C1A C2A C3A -179.8(7)
O1A C1A C6A C5A -179.8(6)
O1A C1A C6A C7A 2.1(10)
O1B C1B C2B C3B -179.4(6)
O1B C1B C6B C5B -179.4(6)
O1B C1B C6B C7B 2.1(10)
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5281(14)
2 0.4719(14)
