#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/55/1515516.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_1515516
loop_
_publ_author_name
'Serpell, Christopher J.'
'Cookson, James'
'Thompson, Amber L.'
'Beer, Paul D.'
_publ_section_title
;
 A dual-functional tetrakis-imidazolium macrocycle for supramolecular
 assembly
;
_journal_issue                   3
_journal_name_full               'Chemical Science'
_journal_page_first              494
_journal_paper_doi               10.1039/c0sc00511h
_journal_volume                  2
_journal_year                    2011
_chemical_formula_moiety         'C28 H12 Co4 O14'
_chemical_formula_sum            'C28 H12 Co4 O14'
_chemical_formula_weight         808.13
_chemical_melting_point          ?
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             08-12-15
_audit_creation_method           CRYSTALS_ver_12.86
_cell_angle_alpha                90
_cell_angle_beta                 94.1530(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.6916(2)
_cell_length_b                   13.8803(3)
_cell_length_c                   10.9660(3)
_cell_measurement_reflns_used    3304
_cell_measurement_temperature    150
_cell_measurement_theta_max      27
_cell_measurement_theta_min      5
_cell_volume                     1471.30(6)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1997-2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_device_type  Area
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.030
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            15310
_diffrn_reflns_theta_full        26.088
_diffrn_reflns_theta_max         27.461
_diffrn_reflns_theta_min         5.141
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.287
_exptl_absorpt_correction_T_max  0.78
_exptl_absorpt_correction_T_min  0.67
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            clear_dark_red
_exptl_crystal_density_diffrn    1.824
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.82
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.40
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9888
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3330
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0278
_refine_ls_R_factor_gt           0.0229
_refine_ls_shift/su_max          0.001202
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
Method= Modified Sheldrick
w=1/[σ²(F²) + ( 0.02P)² + 1.12P]
,where P=(max(Fo²,0) + 2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0565
_refine_ls_wR_factor_gt          0.0540
_refine_ls_wR_factor_ref         0.0565
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              18
_reflns_limit_k_min              0
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                2969
_reflns_number_total             3330
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   1.49
_oxford_diffrn_Wilson_scale      2.31
_oxford_refine_ls_r_factor_ref   0.0278
_oxford_refine_ls_scale          0.6344(9)
_oxford_reflns_number_all        3330
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_oxford_structure_analysis_title 032CJS08
_cod_data_source_file            c0sc00511h.txt
_cod_data_source_block           11II
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/n '
_cod_database_code               1515516
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,-y+1/2,z+1/2
-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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
Co1 Co 0.04064(2) 0.234708(16) 0.73201(2) 0.0204 1.0000 Uani .
Co2 Co 0.08216(2) 0.365162(16) 0.88413(2) 0.0214 1.0000 Uani .
C3 C 0.21678(16) 0.28569(12) 0.80314(15) 0.0213 1.0000 Uani .
C4 C 0.15538(17) 0.23335(12) 0.88625(16) 0.0240 1.0000 Uani .
C5 C 0.35553(16) 0.30809(12) 0.76255(15) 0.0223 1.0000 Uani .
O6 O 0.34070(11) 0.37298(8) 0.66073(10) 0.0215 1.0000 Uani .
C7 C 0.46039(16) 0.41271(11) 0.62336(14) 0.0182 1.0000 Uani .
C8 C 0.59012(16) 0.39509(12) 0.67696(15) 0.0208 1.0000 Uani .
C9 C 0.70583(16) 0.44162(12) 0.63248(15) 0.0206 1.0000 Uani .
C10 C 0.69258(15) 0.50345(11) 0.53532(14) 0.0192 1.0000 Uani .
C11 C 0.55937(15) 0.52268(11) 0.47827(14) 0.0165 1.0000 Uani .
C12 C -0.0747(2) 0.35231(14) 0.96347(18) 0.0340 1.0000 Uani .
O13 O -0.17167(17) 0.34060(12) 1.01394(16) 0.0537 1.0000 Uani .
C14 C 0.06675(18) 0.46908(13) 0.78305(17) 0.0276 1.0000 Uani .
O15 O 0.06178(17) 0.53355(11) 0.72003(14) 0.0461 1.0000 Uani .
C16 C 0.1946(2) 0.41623(14) 1.00405(17) 0.0319 1.0000 Uani .
O17 O 0.26785(17) 0.44751(12) 1.07952(14) 0.0486 1.0000 Uani .
C18 C -0.13555(18) 0.20914(12) 0.76915(17) 0.0266 1.0000 Uani .
O19 O -0.24564(13) 0.19493(10) 0.79349(14) 0.0392 1.0000 Uani .
C20 C 0.02532(17) 0.29872(13) 0.58658(16) 0.0269 1.0000 Uani .
O21 O 0.01784(16) 0.33721(12) 0.49527(13) 0.0448 1.0000 Uani .
C22 C 0.08379(18) 0.11660(13) 0.67954(17) 0.0276 1.0000 Uani .
O23 O 0.11048(15) 0.04151(10) 0.64793(14) 0.0414 1.0000 Uani .
H41 H 0.1772 0.1862 0.9511 0.0297 1.0000 Uiso R
H52 H 0.4110 0.3393 0.8316 0.0260 1.0000 Uiso R
H51 H 0.4018 0.2490 0.7385 0.0273 1.0000 Uiso R
H81 H 0.6025 0.3514 0.7436 0.0258 1.0000 Uiso R
H91 H 0.7938 0.4298 0.6718 0.0240 1.0000 Uiso R
H101 H 0.7738 0.5338 0.5064 0.0237 1.0000 Uiso R
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692
1.0118 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Co2 . Co1 C3 . 51.12(5) yes
Co2 . Co1 C4 . 50.93(5) yes
C3 . Co1 C4 . 40.00(7) yes
Co2 . Co1 C18 . 95.81(6) yes
C3 . Co1 C18 . 141.92(8) yes
C4 . Co1 C18 . 106.78(8) yes
Co2 . Co1 C20 . 103.42(6) yes
C3 . Co1 C20 . 100.71(7) yes
C4 . Co1 C20 . 140.06(7) yes
C18 . Co1 C20 . 105.83(8) yes
Co2 . Co1 C22 . 148.55(6) yes
C3 . Co1 C22 . 103.94(7) yes
C4 . Co1 C22 . 97.89(8) yes
C18 . Co1 C22 . 97.92(8) yes
C20 . Co1 C22 . 99.83(8) yes
Co1 . Co2 C3 . 50.71(5) yes
Co1 . Co2 C4 . 50.71(5) yes
C3 . Co2 C4 . 39.81(7) yes
Co1 . Co2 C12 . 98.65(6) yes
C3 . Co2 C12 . 140.08(8) yes
C4 . Co2 C12 . 102.56(8) yes
Co1 . Co2 C14 . 99.63(6) yes
C3 . Co2 C14 . 101.38(7) yes
C4 . Co2 C14 . 139.51(8) yes
C12 . Co2 C14 . 109.61(8) yes
Co1 . Co2 C16 . 147.62(6) yes
C3 . Co2 C16 . 99.50(8) yes
C4 . Co2 C16 . 99.21(8) yes
C12 . Co2 C16 . 99.96(9) yes
C14 . Co2 C16 . 98.76(8) yes
Co2 . C3 Co1 . 78.17(6) yes
Co2 . C3 C4 . 69.82(10) yes
Co1 . C3 C4 . 69.95(10) yes
Co2 . C3 C5 . 131.63(12) yes
Co1 . C3 C5 . 137.86(12) yes
C4 . C3 C5 . 141.03(15) yes
C3 . C4 Co2 . 70.37(10) yes
C3 . C4 Co1 . 70.05(10) yes
Co2 . C4 Co1 . 78.36(6) yes
C3 . C4 H41 . 140.8 no
Co2 . C4 H41 . 133.8 no
Co1 . C4 H41 . 135.6 no
C3 . C5 O6 . 108.92(13) yes
C3 . C5 H52 . 108.4 no
O6 . C5 H52 . 109.7 no
C3 . C5 H51 . 110.4 no
O6 . C5 H51 . 109.7 no
H52 . C5 H51 . 109.7 no
C5 . O6 C7 . 116.45(12) yes
C11 2_666 C7 O6 . 114.54(13) yes
C11 2_666 C7 C8 . 120.80(14) yes
O6 . C7 C8 . 124.65(14) yes
C7 . C8 C9 . 119.82(14) yes
C7 . C8 H81 . 120.3 no
C9 . C8 H81 . 119.9 no
C8 . C9 C10 . 121.64(14) yes
C8 . C9 H91 . 118.6 no
C10 . C9 H91 . 119.8 no
C9 . C10 C11 . 119.54(14) yes
C9 . C10 H101 . 119.8 no
C11 . C10 H101 . 120.7 no
C7 2_666 C11 C11 2_666 118.13(17) yes
C7 2_666 C11 C10 . 121.80(14) yes
C11 2_666 C11 C10 . 120.07(17) yes
Co2 . C12 O13 . 177.35(18) yes
Co2 . C14 O15 . 177.72(17) yes
Co2 . C16 O17 . 178.70(18) yes
Co1 . C18 O19 . 178.62(16) yes
Co1 . C20 O21 . 178.53(17) yes
Co1 . C22 O23 . 179.03(16) yes
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
Co1 Co2 . 2.4751(3) yes
Co1 C3 . 1.9571(16) yes
Co1 C4 . 1.9559(17) yes
Co1 C18 . 1.8188(18) yes
Co1 C20 . 1.8222(18) yes
Co1 C22 . 1.7967(19) yes
Co2 C3 . 1.9687(16) yes
Co2 C4 . 1.9619(17) yes
Co2 C12 . 1.8139(19) yes
Co2 C14 . 1.8187(18) yes
Co2 C16 . 1.792(2) yes
C3 C4 . 1.338(2) yes
C3 C5 . 1.480(2) yes
C4 H41 . 0.978 no
C5 O6 . 1.4337(19) yes
C5 H52 . 0.995 no
C5 H51 . 0.980 no
O6 C7 . 1.3735(18) yes
C7 C11 2_666 1.433(2) yes
C7 C8 . 1.371(2) yes
C8 C9 . 1.411(2) yes
C8 H81 . 0.950 no
C9 C10 . 1.367(2) yes
C9 H91 . 0.941 no
C10 C11 . 1.419(2) yes
C10 H101 . 0.966 no
C11 C11 2_666 1.424(3) yes
C12 O13 . 1.137(2) yes
C14 O15 . 1.129(2) yes
C16 O17 . 1.137(2) yes
C18 O19 . 1.136(2) yes
C20 O21 . 1.133(2) yes
C22 O23 . 1.134(2) yes
