#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:26:17 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179377 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/74/4327428.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4327428
loop_
_publ_author_name
'Tara J. Burchell'
'Dana J. Eisler'
'Richard J. Puddephatt'
_publ_section_title
;
 Self-Assembly Using Dynamic Coordination Chemistry and Hydrogen Bonding:
 Mercury(II) Macrocycles, Polymers and Sheets
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5550
_journal_page_last               5557
_journal_paper_doi               10.1021/ic049500+
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C25 H32 Hg I2 N4 O4.25'
_chemical_formula_weight         910.94
_chemical_name_systematic
; 
 ? 
;
_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           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.43(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   26.824(5)
_cell_length_b                   10.116(2)
_cell_length_c                   24.316(5)
_cell_measurement_temperature    150(2)
_cell_volume                     6295(2)
_computing_cell_refinement       'Nonius DENZO'
_computing_data_collection       'Nonius COLLECT'
_computing_data_reduction        'Nonius DENZO'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'nonius Kappa CCD'
_diffrn_measurement_method       'phiω scans'
_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  0.104
_diffrn_reflns_av_sigmaI/netI    0.0988
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            31596
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         2.63
_exptl_absorpt_coefficient_mu    6.886
_exptl_absorpt_correction_T_max  0.5459
_exptl_absorpt_correction_T_min  0.2676
_exptl_absorpt_correction_type   integration
_exptl_crystal_density_diffrn    1.922
_exptl_crystal_F_000             3440
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.918
_refine_diff_density_min         -1.557
_refine_diff_density_rms         0.199
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     330
_refine_ls_number_reflns         7214
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      0.996
_refine_ls_R_factor_all          0.1176
_refine_ls_R_factor_gt           0.0554
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0736P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1275
_refine_ls_wR_factor_ref         0.1502
_reflns_number_gt                4215
_reflns_number_total             7214
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0495002Bsi20040416_110705_7.cif
_cod_data_source_block           6c
_cod_database_code               4327428
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_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0.627968(14) 0.98316(4) 0.026387(16) 0.04307(14) Uani 1 1 d . . .
I1 I 0.61344(2) 1.12151(7) -0.07018(3) 0.0503(2) Uani 1 1 d . . .
I2 I 0.65754(3) 0.97785(6) 0.14106(3) 0.04891(19) Uani 1 1 d . . .
N1 N 0.5490(3) 0.8512(7) 0.0067(3) 0.0399(18) Uani 1 1 d . . .
C1 C 0.5122(4) 0.8624(10) -0.0421(4) 0.052(3) Uani 1 1 d . . .
H1A H 0.5162 0.9267 -0.0690 0.063 Uiso 1 1 calc R . .
C2 C 0.4661(4) 0.7825(10) -0.0571(4) 0.053(3) Uani 1 1 d . . .
H2A H 0.4399 0.7940 -0.0930 0.064 Uiso 1 1 calc R . .
C3 C 0.4605(3) 0.6884(9) -0.0184(4) 0.039(2) Uani 1 1 d . . .
C4 C 0.5007(3) 0.6778(9) 0.0327(4) 0.040(2) Uani 1 1 d . . .
H4A H 0.4984 0.6142 0.0606 0.048 Uiso 1 1 calc R . .
C5 C 0.5443(3) 0.7590(9) 0.0437(4) 0.042(2) Uani 1 1 d . . .
H5A H 0.5716 0.7483 0.0789 0.051 Uiso 1 1 calc R . .
C6 C 0.4136(3) 0.5995(9) -0.0303(4) 0.041(2) Uani 1 1 d . . .
H6A H 0.4253 0.5069 -0.0310 0.050 Uiso 1 1 calc R . .
H6B H 0.3983 0.6077 0.0019 0.050 Uiso 1 1 calc R . .
N2 N 0.3730(3) 0.6266(8) -0.0839(3) 0.0432(19) Uani 1 1 d . . .
H2B H 0.3476 0.6815 -0.0838 0.052 Uiso 1 1 calc R . .
C7 C 0.3733(3) 0.5695(10) -0.1339(4) 0.042(2) Uani 1 1 d . . .
O1 O 0.4085(3) 0.4971(6) -0.1371(3) 0.058(2) Uani 1 1 d . . .
C8 C 0.3263(3) 0.6102(10) -0.1864(4) 0.043(2) Uani 1 1 d . . .
H8A H 0.3205 0.7066 -0.1852 0.051 Uiso 1 1 calc R . .
H8B H 0.3346 0.5899 -0.2226 0.051 Uiso 1 1 calc R . .
C9 C 0.2780(3) 0.5395(10) -0.1863(4) 0.044(2) Uani 1 1 d . . .
C10 C 0.2795(3) 0.4001(10) -0.1899(4) 0.044(2) Uani 1 1 d . . .
H10A H 0.3107 0.3573 -0.1909 0.053 Uiso 1 1 calc R . .
C11 C 0.2348(4) 0.3242(11) -0.1920(4) 0.050(3) Uani 1 1 d . . .
H11A H 0.2354 0.2306 -0.1947 0.060 Uiso 1 1 calc R . .
C12 C 0.1905(4) 0.3890(11) -0.1901(4) 0.053(3) Uani 1 1 d . . .
H12A H 0.1604 0.3388 -0.1911 0.064 Uiso 1 1 calc R . .
C13 C 0.1883(4) 0.5252(9) -0.1867(4) 0.045(2) Uani 1 1 d . . .
H13A H 0.1566 0.5666 -0.1864 0.054 Uiso 1 1 calc R . .
C14 C 0.2316(3) 0.6018(9) -0.1838(4) 0.041(2) Uani 1 1 d . . .
C15 C 0.7259(4) 0.2486(10) -0.1771(4) 0.047(3) Uani 1 1 d . . .
H15A H 0.6891 0.2743 -0.1958 0.057 Uiso 1 1 calc R . .
H15B H 0.7479 0.2958 -0.1970 0.057 Uiso 1 1 calc R . .
C16 C 0.7420(3) 0.2908(9) -0.1138(4) 0.038(2) Uani 1 1 d . . .
O2 O 0.7819(2) 0.2430(6) -0.0789(3) 0.0485(17) Uani 1 1 d . . .
N3 N 0.7126(3) 0.3777(7) -0.0973(3) 0.0389(18) Uani 1 1 d . . .
H3A H 0.6858 0.4146 -0.1228 0.047 Uiso 1 1 calc R . .
C17 C 0.7252(3) 0.4114(9) -0.0372(4) 0.038(2) Uani 1 1 d . . .
H17A H 0.7636 0.4087 -0.0200 0.046 Uiso 1 1 calc R . .
H17B H 0.7101 0.3434 -0.0176 0.046 Uiso 1 1 calc R . .
C18 C 0.7057(3) 0.5456(10) -0.0255(4) 0.041(2) Uani 1 1 d . . .
C19 C 0.6902(4) 0.6447(10) -0.0662(4) 0.054(3) Uani 1 1 d . . .
H19A H 0.6917 0.6315 -0.1044 0.065 Uiso 1 1 calc R . .
C20 C 0.6722(4) 0.7666(10) -0.0501(5) 0.054(3) Uani 1 1 d . . .
H20A H 0.6621 0.8348 -0.0782 0.065 Uiso 1 1 calc R . .
C21 C 0.6839(3) 0.6930(9) 0.0417(4) 0.043(2) Uani 1 1 d . . .
H21A H 0.6814 0.7076 0.0794 0.052 Uiso 1 1 calc R . .
C22 C 0.7030(3) 0.5720(9) 0.0290(4) 0.045(2) Uani 1 1 d . . .
H22A H 0.7143 0.5072 0.0584 0.054 Uiso 1 1 calc R . .
N4 N 0.6689(3) 0.7889(7) 0.0023(3) 0.0377(17) Uani 1 1 d . . .
C50 C 0.4403(5) 0.2518(13) -0.2117(6) 0.096(4) Uiso 0.50 1 d PD A 1
H50A H 0.4749 0.2918 -0.1957 0.144 Uiso 0.50 1 calc PR A 1
H50B H 0.4406 0.1932 -0.2438 0.144 Uiso 0.50 1 calc PR A 1
H50C H 0.4314 0.2005 -0.1818 0.144 Uiso 0.50 1 calc PR A 1
O50 O 0.4045(6) 0.3474(16) -0.2310(7) 0.074(5) Uiso 0.50 1 d PD A 1
H50 H 0.4042 0.3976 -0.2036 0.112 Uiso 0.50 1 calc PR A 1
C50A C 0.4403(5) 0.2518(13) -0.2117(6) 0.096(4) Uiso 0.50 1 d PD B 2
H50D H 0.4772 0.2373 -0.1910 0.144 Uiso 0.50 1 calc PR B 2
H50E H 0.4307 0.2006 -0.2476 0.144 Uiso 0.50 1 calc PR B 2
H50F H 0.4188 0.2233 -0.1876 0.144 Uiso 0.50 1 calc PR B 2
O50A O 0.4316(6) 0.3872(13) -0.2247(6) 0.064(4) Uiso 0.50 1 d PD B 2
H50G H 0.4241 0.4254 -0.1976 0.096 Uiso 0.50 1 calc PR B 2
O51 O 0.6133(3) 0.4709(9) -0.1687(4) 0.090(3) Uani 1 1 d D . .
H51D H 0.6015 0.4469 -0.2032 0.135 Uiso 1 1 calc R . .
C51 C 0.5717(5) 0.4867(13) -0.1451(6) 0.089(4) Uani 1 1 d D . .
H51A H 0.5752 0.4226 -0.1140 0.134 Uiso 1 1 calc R . .
H51B H 0.5385 0.4721 -0.1752 0.134 Uiso 1 1 calc R . .
H51C H 0.5724 0.5765 -0.1298 0.134 Uiso 1 1 calc R . .
O100 O 0.0373(14) 0.371(4) -0.2163(14) 0.092(12) Uiso 0.25 1 d PD C -1
C101 C -0.0118(19) 0.363(6) -0.214(2) 0.085(16) Uiso 0.25 1 d PD C -1
H100 H -0.0248 0.4519 -0.2075 0.102 Uiso 0.25 1 calc PR C -1
H101 H -0.0134 0.3050 -0.1816 0.102 Uiso 0.25 1 calc PR C -1
C102 C -0.0434(15) 0.309(7) -0.269(3) 0.11(2) Uiso 0.25 1 d PD C -1
H102 H -0.0480 0.2122 -0.2658 0.132 Uiso 0.25 1 calc PR C -1
H103 H -0.0782 0.3515 -0.2815 0.132 Uiso 0.25 1 calc PR C -1
C103 C -0.0128(18) 0.340(5) -0.3072(13) 0.075(15) Uiso 0.25 1 d PD C -1
H104 H -0.0220 0.4280 -0.3248 0.090 Uiso 0.25 1 calc PR C -1
H105 H -0.0184 0.2728 -0.3382 0.090 Uiso 0.25 1 calc PR C -1
C104 C 0.0408(13) 0.337(6) -0.270(2) 0.078(15) Uiso 0.25 1 d PD C -1
H106 H 0.0560 0.2474 -0.2686 0.094 Uiso 0.25 1 calc PR C -1
H107 H 0.0627 0.4008 -0.2827 0.094 Uiso 0.25 1 calc PR C -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'
I I -0.4742 1.8119 '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'
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
N4 Hg1 N1 86.4(2) . .
N4 Hg1 I1 99.87(18) . .
N1 Hg1 I1 103.12(18) . .
N4 Hg1 I2 102.94(18) . .
N1 Hg1 I2 99.44(18) . .
I1 Hg1 I2 148.70(3) . .
C1 N1 C5 118.6(8) . .
C1 N1 Hg1 120.7(6) . .
C5 N1 Hg1 120.5(6) . .
N1 C1 C2 123.0(10) . .
C3 C2 C1 118.6(9) . .
C2 C3 C4 116.9(9) . .
C2 C3 C6 122.5(9) . .
C4 C3 C6 120.6(8) . .
C3 C4 C5 120.8(9) . .
N1 C5 C4 122.1(9) . .
N2 C6 C3 114.8(8) . .
C7 N2 C6 121.5(7) . .
O1 C7 N2 122.1(8) . .
O1 C7 C8 124.0(9) . .
N2 C7 C8 113.8(8) . .
C9 C8 C7 111.4(8) . .
C14 C9 C10 119.3(9) . .
C14 C9 C8 124.6(9) . .
C10 C9 C8 116.2(8) . .
C11 C10 C9 120.4(8) . .
C12 C11 C10 118.3(10) . .
C11 C12 C13 122.2(10) . .
C14 C13 C12 120.8(9) . .
C13 C14 C9 119.0(9) . .
C13 C14 C15 116.7(8) . 3_455
C9 C14 C15 124.3(9) . 3_455
C14 C15 C16 112.2(7) 3_545 .
O2 C16 N3 121.3(8) . .
O2 C16 C15 120.1(8) . .
N3 C16 C15 118.6(8) . .
C16 N3 C17 119.2(7) . .
N3 C17 C18 114.6(7) . .
C22 C18 C19 117.3(9) . .
C22 C18 C17 118.5(8) . .
C19 C18 C17 124.2(9) . .
C18 C19 C20 119.1(9) . .
N4 C20 C19 122.6(9) . .
N4 C21 C22 121.9(9) . .
C18 C22 C21 120.8(9) . .
C20 N4 C21 118.3(8) . .
C20 N4 Hg1 122.7(6) . .
C21 N4 Hg1 118.6(6) . .
C101 O100 C104 112(2) . .
O100 C101 C102 107(2) . .
C103 C102 C101 103(2) . .
C102 C103 C104 103(2) . .
O100 C104 C103 105(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Hg1 N4 2.408(7) .
Hg1 N1 2.427(7) .
Hg1 I1 2.6601(9) .
Hg1 I2 2.6613(10) .
N1 C1 1.302(11) .
N1 C5 1.329(11) .
C1 C2 1.430(13) .
C2 C3 1.379(13) .
C3 C4 1.383(12) .
C3 C6 1.503(12) .
C4 C5 1.389(12) .
C6 N2 1.452(11) .
N2 C7 1.347(11) .
C7 O1 1.217(10) .
C7 C8 1.558(12) .
C8 C9 1.481(12) .
C9 C14 1.413(12) .
C9 C10 1.414(13) .
C10 C11 1.410(12) .
C11 C12 1.370(12) .
C12 C13 1.382(13) .
C13 C14 1.380(12) .
C14 C15 1.506(13) 3_455
C15 C14 1.506(13) 3_545
C15 C16 1.531(12) .
C16 O2 1.248(10) .
C16 N3 1.318(10) .
N3 C17 1.439(10) .
C17 C18 1.512(12) .
C18 C22 1.375(12) .
C18 C19 1.382(13) .
C19 C20 1.422(13) .
C20 N4 1.323(11) .
C21 N4 1.338(11) .
C21 C22 1.397(12) .
C50 O50 1.344(15) .
O51 C51 1.409(12) .
O100 C101 1.338(19) .
O100 C104 1.371(19) .
C101 C102 1.457(19) .
C102 C103 1.453(19) .
C103 C104 1.456(19) .
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
_geom_hbond_site_symmetry_A
N2 H2B O2 0.88 1.91 2.749(9) 159.6 3_455
N3 H3A O51 0.88 2.01 2.869(11) 164.1 .
O50 H50 O1 0.84 1.88 2.715(18) 173.9 .
O50A H50G O1 0.84 1.80 2.636(16) 176.3 .
O51 H51D O50A 0.84 1.81 2.649(17) 172.2 2_654
O51 H51D O50 0.84 1.85 2.653(17) 158.2 2_654
