#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:26:17 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179377 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/74/4327425.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_4327425
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            'C44 H44 Hg2 I4 N8 O6'
_chemical_formula_weight         1689.65
_chemical_name_systematic
; 
 ? 
;
_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   geom
_atom_sites_solution_primary     Patterson
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                104.646(2)
_cell_angle_beta                 103.340(2)
_cell_angle_gamma                109.6300(10)
_cell_formula_units_Z            1
_cell_length_a                   9.3375(2)
_cell_length_b                   12.1949(3)
_cell_length_c                   13.2506(4)
_cell_measurement_temperature    150(2)
_cell_volume                     1289.84(6)
_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 0.987
_diffrn_measured_fraction_theta_max 0.987
_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  0.080
_diffrn_reflns_av_sigmaI/netI    0.0741
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19088
_diffrn_reflns_theta_full        27.63
_diffrn_reflns_theta_max         27.63
_diffrn_reflns_theta_min         2.84
_exptl_absorpt_coefficient_mu    8.389
_exptl_absorpt_correction_T_max  0.4085
_exptl_absorpt_correction_T_min  0.3136
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.175
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         3.379
_refine_diff_density_min         -2.168
_refine_diff_density_rms         0.245
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     288
_refine_ls_number_reflns         5932
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0661
_refine_ls_R_factor_gt           0.0489
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0812P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1274
_refine_ls_wR_factor_ref         0.1389
_reflns_number_gt                4697
_reflns_number_total             5932
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0495002Bsi20040416_110705_4.cif
_cod_data_source_block           4c
_cod_database_code               4327425
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 2.01584(4) 1.16633(2) 0.44163(2) 0.03691(12) Uani 1 1 d . . .
I1 I 1.93672(8) 1.27223(5) 0.60738(4) 0.05400(18) Uani 1 1 d . . .
I2 I 2.23637(7) 1.11775(5) 0.36693(5) 0.04846(16) Uani 1 1 d . . .
N1 N 1.7770(7) 0.9692(5) 0.3441(5) 0.0310(12) Uani 1 1 d . . .
C1 C 1.6366(11) 0.9475(7) 0.3635(7) 0.0428(19) Uani 1 1 d . . .
H1A H 1.6302 1.0119 0.4177 0.051 Uiso 1 1 calc R . .
C2 C 1.5021(10) 0.8360(7) 0.3083(7) 0.0390(17) Uani 1 1 d . . .
H2A H 1.4059 0.8239 0.3254 0.047 Uiso 1 1 calc R . .
C3 C 1.5071(8) 0.7402(6) 0.2267(5) 0.0264(13) Uani 1 1 d . . .
C4 C 1.6524(10) 0.7641(7) 0.2087(7) 0.0407(18) Uani 1 1 d . . .
H4A H 1.6625 0.7022 0.1543 0.049 Uiso 1 1 calc R . .
C5 C 1.7839(10) 0.8782(7) 0.2698(7) 0.0398(18) Uani 1 1 d . . .
H5A H 1.8836 0.8912 0.2575 0.048 Uiso 1 1 calc R . .
C6 C 1.3580(8) 0.6215(6) 0.1675(5) 0.0267(13) Uani 1 1 d . . .
O1 O 1.2277(6) 0.6147(5) 0.1717(5) 0.0403(12) Uani 1 1 d . . .
N2 N 1.3821(7) 0.5238(5) 0.1116(5) 0.0286(12) Uani 1 1 d . . .
H2B H 1.4812 0.5365 0.1130 0.034 Uiso 1 1 calc R . .
C7 C 1.2560(8) 0.4007(6) 0.0502(6) 0.0262(13) Uani 1 1 d . . .
C8 C 1.2659(9) 0.3035(7) 0.0840(6) 0.0332(15) Uani 1 1 d . . .
H8A H 1.3563 0.3205 0.1457 0.040 Uiso 1 1 calc R . .
C9 C 1.1493(10) 0.1852(7) 0.0309(7) 0.0372(17) Uani 1 1 d . . .
H9A H 1.1599 0.1197 0.0540 0.045 Uiso 1 1 calc R . .
C10 C 1.0137(9) 0.1601(6) -0.0577(6) 0.0353(16) Uani 1 1 d . . .
H10A H 0.9285 0.0785 -0.0923 0.042 Uiso 1 1 calc R . .
C11 C 1.0036(9) 0.2551(6) -0.0951(6) 0.0291(14) Uani 1 1 d . . .
H11A H 0.9126 0.2375 -0.1567 0.035 Uiso 1 1 calc R . .
C12 C 1.1249(8) 0.3749(6) -0.0434(5) 0.0243(13) Uani 1 1 d . . .
N3 N 1.1098(7) 0.4679(5) -0.0859(5) 0.0246(11) Uani 1 1 d . . .
H3A H 1.0244 0.4843 -0.0884 0.030 Uiso 1 1 calc R . .
C13 C 1.2222(8) 0.5321(6) -0.1226(6) 0.0273(14) Uani 1 1 d . . .
O2 O 1.3542(6) 0.5281(5) -0.1094(5) 0.0356(12) Uani 1 1 d . . .
C14 C 1.1739(8) 0.6091(6) -0.1841(6) 0.0262(13) Uani 1 1 d . . .
C15 C 1.2487(11) 0.6359(8) -0.2591(8) 0.047(2) Uani 1 1 d . . .
H15A H 1.3303 0.6085 -0.2686 0.057 Uiso 1 1 calc R . .
C16 C 1.2035(11) 0.7028(9) -0.3198(8) 0.050(2) Uani 1 1 d . . .
H16A H 1.2557 0.7202 -0.3712 0.060 Uiso 1 1 calc R . .
N4 N 1.0904(8) 0.7445(6) -0.3102(5) 0.0343(13) Uani 1 1 d . . .
C17 C 1.0205(11) 0.7191(8) -0.2379(7) 0.0403(18) Uani 1 1 d . . .
H17A H 0.9380 0.7466 -0.2311 0.048 Uiso 1 1 calc R . .
C18 C 1.0598(10) 0.6547(7) -0.1710(7) 0.0375(18) Uani 1 1 d . . .
H18A H 1.0095 0.6423 -0.1176 0.045 Uiso 1 1 calc R . .
O50 O 1.477(3) 0.539(2) -0.3926(18) 0.104(6) Uiso 0.50 1 d PD A -1
C51 C 1.574(3) 0.476(2) -0.402(2) 0.075(6) Uiso 0.50 1 d PD A -1
H51A H 1.5136 0.3876 -0.4110 0.089 Uiso 0.50 1 calc PR A -1
H51B H 1.6717 0.5143 -0.3339 0.089 Uiso 0.50 1 calc PR A -1
C52 C 1.622(6) 0.483(6) -0.503(3) 0.10(2) Uiso 0.50 1 d PD A -1
H52A H 1.7301 0.5513 -0.4816 0.125 Uiso 0.50 1 calc PR A -1
H52B H 1.6221 0.4032 -0.5450 0.125 Uiso 0.50 1 calc PR A -1
C53 C 1.493(4) 0.508(3) -0.570(2) 0.088(8) Uiso 0.50 1 d PD A -1
H53A H 1.4219 0.4345 -0.6387 0.106 Uiso 0.50 1 calc PR A -1
H53B H 1.5417 0.5805 -0.5910 0.106 Uiso 0.50 1 calc PR A -1
C54 C 1.397(5) 0.535(5) -0.495(2) 0.071(12) Uiso 0.50 1 d PD A -1
H54A H 1.3912 0.6158 -0.4898 0.085 Uiso 0.50 1 calc PR A -1
H54B H 1.2854 0.4686 -0.5260 0.085 Uiso 0.50 1 calc PR A -1
O60A O 1.340(4) -0.013(4) 0.008(4) 0.091(14) Uiso 0.20 1 d PD B -2
C61A C 1.445(3) -0.037(3) 0.084(2) 0.077(7) Uiso 0.20 1 d PD B -2
H61A H 1.3875 -0.1198 0.0869 0.093 Uiso 0.20 1 calc PR B -2
H61B H 1.4836 0.0269 0.1586 0.093 Uiso 0.20 1 calc PR B -2
C62A C 1.583(4) -0.034(3) 0.047(3) 0.079(10) Uiso 0.20 1 d PD B -2
H62A H 1.5792 -0.1186 0.0185 0.095 Uiso 0.20 1 calc PR B -2
H62B H 1.6876 0.0215 0.1076 0.095 Uiso 0.20 1 calc PR B -2
C63A C 1.558(4) 0.017(3) -0.045(3) 0.109(11) Uiso 0.20 1 d PD B -2
H63A H 1.6609 0.0797 -0.0405 0.130 Uiso 0.20 1 calc PR B -2
H63B H 1.5076 -0.0507 -0.1187 0.130 Uiso 0.20 1 calc PR B -2
C64A C 1.447(3) 0.073(3) -0.022(2) 0.071(8) Uiso 0.20 1 d PD B -2
H64A H 1.5064 0.1555 0.0398 0.085 Uiso 0.20 1 calc PR B -2
H64B H 1.3897 0.0845 -0.0887 0.085 Uiso 0.20 1 calc PR B -2
O60B O 1.399(4) 0.054(3) 0.068(2) 0.082(8) Uiso 0.30 1 d PD C -3
C61B C 1.445(3) -0.037(3) 0.084(2) 0.077(7) Uiso 0.30 1 d PD C -3
H61C H 1.3521 -0.1194 0.0415 0.093 Uiso 0.30 1 calc PR C -3
H61D H 1.4752 -0.0253 0.1634 0.093 Uiso 0.30 1 calc PR C -3
C62B C 1.583(4) -0.034(3) 0.047(3) 0.079(10) Uiso 0.30 1 d PD C -3
H62C H 1.5792 -0.1186 0.0185 0.095 Uiso 0.30 1 calc PR C -3
H62D H 1.6876 0.0215 0.1076 0.095 Uiso 0.30 1 calc PR C -3
C63B C 1.558(4) 0.017(3) -0.045(3) 0.109(11) Uiso 0.30 1 d PD C -3
H63C H 1.6609 0.0797 -0.0405 0.130 Uiso 0.30 1 calc PR C -3
H63D H 1.5076 -0.0507 -0.1187 0.130 Uiso 0.30 1 calc PR C -3
C64B C 1.447(3) 0.073(3) -0.022(2) 0.071(8) Uiso 0.30 1 d PD C -3
H64C H 1.5013 0.1644 -0.0050 0.085 Uiso 0.30 1 calc PR C -3
H64D H 1.3496 0.0381 -0.0893 0.085 Uiso 0.30 1 calc PR C -3
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
N1 Hg1 N4 90.3(2) . 2_875
N1 Hg1 I1 101.26(13) . .
N4 Hg1 I1 97.18(14) 2_875 .
N1 Hg1 I2 102.18(13) . .
N4 Hg1 I2 101.47(13) 2_875 .
I1 Hg1 I2 149.78(3) . .
C5 N1 C1 117.7(7) . .
C5 N1 Hg1 119.3(5) . .
C1 N1 Hg1 123.0(5) . .
N1 C1 C2 122.7(7) . .
C1 C2 C3 119.8(7) . .
C4 C3 C2 116.4(7) . .
C4 C3 C6 125.4(6) . .
C2 C3 C6 118.2(6) . .
C3 C4 C5 120.3(7) . .
N1 C5 C4 123.0(7) . .
O1 C6 N2 123.7(7) . .
O1 C6 C3 121.6(6) . .
N2 C6 C3 114.6(6) . .
C6 N2 C7 123.9(6) . .
C8 C7 C12 119.2(6) . .
C8 C7 N2 118.4(7) . .
C12 C7 N2 122.4(6) . .
C9 C8 C7 121.5(7) . .
C8 C9 C10 119.7(6) . .
C11 C10 C9 119.8(7) . .
C12 C11 C10 120.6(7) . .
C11 C12 C7 119.1(6) . .
C11 C12 N3 118.3(6) . .
C7 C12 N3 122.6(6) . .
C13 N3 C12 122.2(6) . .
O2 C13 N3 123.7(6) . .
O2 C13 C14 120.9(5) . .
N3 C13 C14 115.4(6) . .
C18 C14 C15 117.9(6) . .
C18 C14 C13 124.4(5) . .
C15 C14 C13 117.6(6) . .
C16 C15 C14 119.3(7) . .
N4 C16 C15 123.4(6) . .
C17 N4 C16 116.8(6) . .
C17 N4 Hg1 120.8(5) . 2_875
C16 N4 Hg1 121.7(5) . 2_875
N4 C17 C18 124.2(7) . .
C14 C18 C17 118.3(6) . .
C54 O50 C51 110(3) . .
O50 C51 C52 107(3) . .
C53 C52 C51 103(3) . .
C52 C53 C54 106(2) . .
O50 C54 C53 107(2) . .
C64A O60A C61A 102(3) . .
O60A C61A C62A 108(3) . .
C61A C62A C63A 102(2) . .
C64A C63A C62A 102.4(18) . .
O60A C64A C63A 103(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Hg1 N1 2.433(6) .
Hg1 N4 2.467(6) 2_875
Hg1 I1 2.6444(6) .
Hg1 I2 2.6523(6) .
N1 C5 1.316(9) .
N1 C1 1.346(10) .
C1 C2 1.374(11) .
C2 C3 1.399(9) .
C3 C4 1.379(10) .
C3 C6 1.489(10) .
C4 C5 1.386(11) .
C6 O1 1.206(8) .
C6 N2 1.354(8) .
N2 C7 1.433(9) .
C7 C8 1.392(9) .
C7 C12 1.406(10) .
C8 C9 1.357(10) .
C9 C10 1.395(11) .
C10 C11 1.393(9) .
C11 C12 1.382(9) .
C12 N3 1.420(7) .
N3 C13 1.351(8) .
C13 O2 1.223(8) .
C13 C14 1.500(9) .
C14 C18 1.381(10) .
C14 C15 1.383(9) .
C15 C16 1.377(11) .
C16 N4 1.334(10) .
N4 C17 1.321(9) .
N4 Hg1 2.467(6) 2_875
C17 C18 1.391(10) .
O50 C54 1.37(2) .
O50 C51 1.38(2) .
C51 C52 1.53(3) .
C52 C53 1.49(3) .
C53 C54 1.53(2) .
O60A C64A 1.40(3) .
O60A C61A 1.40(3) .
C61A C62A 1.475(18) .
C62A C63A 1.500(19) .
C63A C64A 1.466(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 1.95 2.745(7) 148.9 2_865
N3 H3A O1 0.88 2.11 2.806(8) 135.9 2_765
