#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:43:26 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179986 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/80/7028016.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7028016
loop_
_publ_author_name
'Steed, Jonathan W.'
'McCool, Brian J.'
'Junk, Peter C.'
_publ_section_title
;
 Hydrogen bonded polymers and oligomers from metal salts and 18-crown-6
;
_journal_issue                   20
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              3417
_journal_paper_doi               10.1039/a805492d
_journal_year                    1998
_chemical_formula_sum            'C18 H42 Cl2 Cu O20'
_chemical_formula_weight         712.96
_chemical_name_systematic
; 
 ? 
;
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 111.827(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.8287(17)
_cell_length_b                   19.219(3)
_cell_length_c                   13.9886(17)
_cell_measurement_reflns_used    n/a
_cell_measurement_temperature    103(2)
_cell_measurement_theta_max      n/a
_cell_measurement_theta_min      n/a
_cell_volume                     2952.1(7)
_computing_cell_refinement       Denzo-SMN
_computing_data_reduction        Denzo-SMN
_computing_molecular_graphics    RES2INS
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      103(2)
_diffrn_measured_fraction_theta_full 0.859
_diffrn_measured_fraction_theta_max 0.859
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       '2o phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.057
_diffrn_reflns_av_sigmaI/netI    0.0986
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19780
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.72
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count n/a
_diffrn_standards_interval_time  n/a
_diffrn_standards_number         n/a
_exptl_absorpt_coefficient_mu    1.005
_exptl_absorpt_correction_type   Scalepack
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1492
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.568
_refine_diff_density_min         -0.752
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     389
_refine_ls_number_reflns         4612
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0519
_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)+(0.0000P)²+3.5740P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1320
_refine_ls_wR_factor_ref         0.1390
_reflns_number_gt                3981
_reflns_number_total             4612
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d805492sup1.cif
_cod_data_source_block           cuclo18
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+3.5740P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+3.5740P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2952.2(7)
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7028016
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.49438(4) 0.02151(2) 0.24484(3) 0.02228(16) Uani 1 d . . .
Cl1 Cl 0.97467(9) 0.17065(5) 0.46235(7) 0.0336(2) Uani 1 d . . .
Cl2 Cl 0.96749(8) 0.14928(4) -0.08627(7) 0.0270(2) Uani 1 d . . .
O1 O 0.5328(2) 0.04391(12) 0.12392(18) 0.0257(5) Uani 1 d . . .
H12 H 0.6149 0.0184 0.1387 0.031 Uiso 1 d R . .
H11 H 0.5604 0.0901 0.1386 0.031 Uiso 1 d R . .
O2 O 0.4663(2) -0.00090(12) 0.36827(18) 0.0261(5) Uani 1 d . . .
H22 H 0.4141 0.0162 0.3856 0.031 Uiso 1 d R . .
H21 H 0.4605 -0.0429 0.3829 0.031 Uiso 1 d R . .
O3 O 0.6540(2) 0.05733(13) 0.33469(19) 0.0307(6) Uani 1 d . . .
H32 H 0.6608 0.0632 0.3930 0.037 Uiso 1 d R . .
H31 H 0.7167 0.0704 0.3164 0.037 Uiso 1 d R . .
O4 O 0.9132(3) 0.10609(15) 0.4269(2) 0.0437(8) Uani 1 d . . .
O5 O 1.0729(3) 0.15966(18) 0.5591(3) 0.0664(12) Uani 1 d . . .
O6 O 1.0194(3) 0.19501(16) 0.3850(3) 0.0577(10) Uani 1 d . . .
O7 O 0.8897(3) 0.22077(16) 0.4731(2) 0.0452(8) Uani 1 d . . .
O8 O 0.9395(3) 0.08146(15) -0.1329(3) 0.0488(8) Uani 1 d . . .
O9 O 0.9599(3) 0.14820(15) 0.0143(2) 0.0393(7) Uani 1 d . . .
O10 O 1.0884(3) 0.16980(15) -0.0764(2) 0.0379(7) Uani 1 d . . .
O11 O 0.8803(3) 0.19852(15) -0.1499(2) 0.0448(8) Uani 1 d . . .
O1A O 0.3284(2) -0.01564(12) 0.15222(19) 0.0265(6) Uani 1 d . . .
O2A O 0.3674(2) 0.12289(12) 0.20893(19) 0.0266(6) Uani 1 d . . .
O3A O 0.5796(2) 0.18050(12) 0.1647(2) 0.0298(6) Uani 1 d . . .
O4A O 0.7771(3) 0.09656(13) 0.2001(2) 0.0326(6) Uani 1 d . . .
O5A O 0.7338(3) -0.03969(15) 0.1614(3) 0.0569(10) Uani 1 d . . .
O6A O 0.5328(2) -0.10107(13) 0.2124(2) 0.0311(6) Uani 1 d . . .
C1A C 0.2431(4) 0.03686(18) 0.0922(3) 0.0314(9) Uani 1 d . . .
H1A2 H 0.1602 0.0170 0.0609 0.038 Uiso 1 calc R . .
H1A1 H 0.2680 0.0546 0.0365 0.038 Uiso 1 calc R . .
C2A C 0.2454(3) 0.09424(19) 0.1654(3) 0.0309(9) Uani 1 d . . .
H2A2 H 0.1870 0.1311 0.1286 0.037 Uiso 1 calc R . .
H2A1 H 0.2211 0.0759 0.2211 0.037 Uiso 1 calc R . .
C3A C 0.3754(4) 0.18831(18) 0.1617(3) 0.0306(9) Uani 1 d . . .
H3A2 H 0.3184 0.2220 0.1731 0.037 Uiso 1 calc R . .
H3A1 H 0.3513 0.1817 0.0866 0.037 Uiso 1 calc R . .
C4A C 0.5026(4) 0.21677(18) 0.2061(3) 0.0304(8) Uani 1 d . . .
H4A2 H 0.5016 0.2669 0.1897 0.037 Uiso 1 calc R . .
H4A1 H 0.5350 0.2117 0.2819 0.037 Uiso 1 calc R . .
C5A C 0.7003(4) 0.20888(19) 0.2050(3) 0.0335(9) Uani 1 d . . .
H5A2 H 0.7318 0.2083 0.2812 0.040 Uiso 1 calc R . .
H5A1 H 0.6990 0.2577 0.1822 0.040 Uiso 1 calc R . .
C6A C 0.7814(4) 0.16637(19) 0.1673(3) 0.0356(9) Uani 1 d . . .
H6A2 H 0.7526 0.1685 0.0913 0.043 Uiso 1 calc R . .
H6A1 H 0.8659 0.1843 0.1964 0.043 Uiso 1 calc R . .
C7A C 0.8708(4) 0.0533(2) 0.1910(3) 0.0392(10) Uani 1 d . . .
H7A2 H 0.9519 0.0716 0.2345 0.047 Uiso 1 calc R . .
H7A1 H 0.8653 0.0522 0.1187 0.047 Uiso 1 calc R . .
C8A C 0.8541(5) -0.0168(3) 0.2249(4) 0.0522(14) Uani 1 d . . .
H8A2 H 0.9159 -0.0489 0.2175 0.063 Uiso 1 calc R . .
H8A1 H 0.8632 -0.0161 0.2981 0.063 Uiso 1 calc R . .
C9A C 0.7326(8) -0.1090(3) 0.2012(7) 0.032(2) Uani 0.634(14) d P A 1
H9A2 H 0.7586 -0.1082 0.2771 0.038 Uiso 0.634(14) calc PR A 1
H9A1 H 0.7873 -0.1403 0.1822 0.038 Uiso 0.634(14) calc PR A 1
C10A C 0.6035(7) -0.1320(3) 0.1521(7) 0.030(2) Uani 0.634(14) d P A 1
H10B H 0.5988 -0.1834 0.1527 0.036 Uiso 0.634(14) calc PR A 1
H10A H 0.5689 -0.1160 0.0797 0.036 Uiso 0.634(14) calc PR A 1
C11A C 0.4127(3) -0.12888(18) 0.1649(3) 0.0292(8) Uani 1 d . . .
H11B H 0.3797 -0.1407 0.2184 0.035 Uiso 1 calc R . .
H11A H 0.4154 -0.1720 0.1271 0.035 Uiso 1 calc R . .
C12A C 0.3312(3) -0.07625(17) 0.0915(3) 0.0272(8) Uani 1 d . . .
H12B H 0.3637 -0.0638 0.0380 0.033 Uiso 1 calc R . .
H12A H 0.2482 -0.0954 0.0572 0.033 Uiso 1 calc R . .
O1B O 0.2884(2) -0.06811(12) 0.45739(19) 0.0270(6) Uani 1 d . . .
O2B O 0.4858(2) -0.13605(12) 0.42566(19) 0.0286(6) Uani 1 d . . .
O3B O 0.6987(2) -0.07452(12) 0.5863(2) 0.0294(6) Uani 1 d . . .
C1B C 0.2805(4) -0.13675(18) 0.4142(3) 0.0319(9) Uani 1 d . . .
H1B2 H 0.2563 -0.1337 0.3386 0.038 Uiso 1 calc R . .
H1B1 H 0.2184 -0.1644 0.4292 0.038 Uiso 1 calc R . .
C2B C 0.4032(4) -0.17111(19) 0.4612(3) 0.0334(9) Uani 1 d . . .
H2B2 H 0.4324 -0.1685 0.5373 0.040 Uiso 1 calc R . .
H2B1 H 0.3971 -0.2207 0.4410 0.040 Uiso 1 calc R . .
C3B C 0.6061(4) -0.16648(19) 0.4612(3) 0.0334(9) Uani 1 d . . .
H3B2 H 0.6490 -0.1503 0.4165 0.040 Uiso 1 calc R . .
H3B1 H 0.5984 -0.2177 0.4546 0.040 Uiso 1 calc R . .
C4B C 0.6811(4) -0.14839(18) 0.5707(3) 0.0344(9) Uani 1 d . . .
H4B2 H 0.6403 -0.1665 0.6158 0.041 Uiso 1 calc R . .
H4B1 H 0.7615 -0.1714 0.5907 0.041 Uiso 1 calc R . .
C5B C 0.7938(4) -0.0462(2) 0.5585(3) 0.0326(9) Uani 1 d . . .
H5B2 H 0.7692 -0.0468 0.4827 0.039 Uiso 1 calc R . .
H5B1 H 0.8686 -0.0745 0.5890 0.039 Uiso 1 calc R . .
C6B C 0.8178(4) 0.02706(18) 0.5976(3) 0.0301(8) Uani 1 d . . .
H6B2 H 0.8345 0.0282 0.6724 0.036 Uiso 1 calc R . .
H6B1 H 0.8896 0.0460 0.5862 0.036 Uiso 1 calc R . .
C9C C 0.6749(14) -0.1164(5) 0.1338(12) 0.030(4) Uani 0.366(14) d P A 2
H9C1 H 0.6033 -0.1161 0.0682 0.036 Uiso 0.366(14) calc PR A 2
H9C2 H 0.7353 -0.1504 0.1286 0.036 Uiso 0.366(14) calc PR A 2
C10C C 0.6380(11) -0.1332(5) 0.2239(11) 0.028(3) Uani 0.366(14) d P A 2
H10C H 0.6281 -0.1841 0.2280 0.033 Uiso 0.366(14) calc PR A 2
H10D H 0.7026 -0.1177 0.2888 0.033 Uiso 0.366(14) calc PR A 2
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'
O O 0.0106 0.0060 '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'
Cu Cu 0.3201 1.2651 '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
O2 Cu1 O1 176.75(10) . .
O2 Cu1 O3 87.12(11) . .
O1 Cu1 O3 89.94(11) . .
O2 Cu1 O1A 92.59(10) . .
O1 Cu1 O1A 90.35(10) . .
O3 Cu1 O1A 179.69(11) . .
O2 Cu1 O2A 93.80(10) . .
O1 Cu1 O2A 88.22(10) . .
O3 Cu1 O2A 103.17(10) . .
O1A Cu1 O2A 76.75(9) . .
O4 Cl1 O5 109.2(2) . .
O4 Cl1 O7 109.4(2) . .
O5 Cl1 O7 110.61(19) . .
O4 Cl1 O6 107.6(2) . .
O5 Cl1 O6 111.1(3) . .
O7 Cl1 O6 109.0(2) . .
O11 Cl2 O8 108.9(2) . .
O11 Cl2 O10 109.72(18) . .
O8 Cl2 O10 110.15(19) . .
O11 Cl2 O9 108.81(19) . .
O8 Cl2 O9 109.96(18) . .
O10 Cl2 O9 109.28(17) . .
C12A O1A C1A 112.5(3) . .
C12A O1A Cu1 115.3(2) . .
C1A O1A Cu1 114.9(2) . .
C3A O2A C2A 111.4(3) . .
C3A O2A Cu1 131.5(2) . .
C2A O2A Cu1 103.16(18) . .
C4A O3A C5A 110.3(3) . .
C6A O4A C7A 113.4(3) . .
C8A O5A C9A 101.1(5) . .
C8A O5A C9C 131.8(6) . .
C9A O5A C9C 35.5(5) . .
C10C O6A C11A 126.9(6) . .
C10C O6A C10A 37.5(5) . .
C11A O6A C10A 104.7(4) . .
O1A C1A C2A 106.5(3) . .
O2A C2A C1A 109.2(3) . .
O2A C3A C4A 110.8(3) . .
O3A C4A C3A 110.3(3) . .
O3A C5A C6A 109.2(3) . .
O4A C6A C5A 107.2(3) . .
O4A C7A C8A 107.7(4) . .
O5A C8A C7A 107.6(3) . .
O5A C9A C10A 104.5(6) . .
C9A C10A O6A 108.1(6) . .
O6A C11A C12A 109.8(3) . .
O1A C12A C11A 106.7(3) . .
C1B O1B C6B 111.7(3) . 3_656
C2B O2B C3B 113.9(3) . .
C5B O3B C4B 114.7(3) . .
O1B C1B C2B 108.5(3) . .
O2B C2B C1B 108.4(3) . .
O2B C3B C4B 113.0(3) . .
O3B C4B C3B 112.4(3) . .
O3B C5B C6B 108.7(3) . .
O1B C6B C5B 108.1(3) 3_656 .
C10C C9C O5A 103.2(9) . .
O6A C10C C9C 110.1(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 1.924(3) .
Cu1 O1 1.956(2) .
Cu1 O3 1.963(3) .
Cu1 O1A 2.038(3) .
Cu1 O2A 2.397(2) .
Cl1 O4 1.430(3) .
Cl1 O5 1.434(3) .
Cl1 O7 1.440(3) .
Cl1 O6 1.448(4) .
Cl2 O11 1.438(3) .
Cl2 O8 1.440(3) .
Cl2 O10 1.440(3) .
Cl2 O9 1.443(3) .
O1A C12A 1.449(4) .
O1A C1A 1.452(4) .
O2A C3A 1.440(4) .
O2A C2A 1.450(4) .
O3A C4A 1.430(5) .
O3A C5A 1.434(5) .
O4A C6A 1.425(5) .
O4A C7A 1.429(5) .
O5A C8A 1.438(7) .
O5A C9A 1.446(6) .
O5A C9C 1.615(11) .
O6A C10C 1.344(11) .
O6A C11A 1.429(4) .
O6A C10A 1.514(8) .
C1A C2A 1.498(5) .
C3A C4A 1.502(5) .
C5A C6A 1.497(6) .
C7A C8A 1.466(7) .
C9A C10A 1.489(12) .
C11A C12A 1.507(5) .
O1B C1B 1.439(4) .
O1B C6B 1.440(4) 3_656
O2B C2B 1.421(5) .
O2B C3B 1.445(5) .
O3B C5B 1.428(5) .
O3B C4B 1.440(4) .
C1B C2B 1.505(6) .
C3B C4B 1.497(6) .
C5B C6B 1.499(5) .
C6B O1B 1.440(4) 3_656
C9C C10C 1.51(2) .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O2 Cu1 O1A C12A -114.6(2) . .
O1 Cu1 O1A C12A 64.0(2) . .
O3 Cu1 O1A C12A -133(17) . .
O2A Cu1 O1A C12A 152.1(2) . .
O2 Cu1 O1A C1A 112.1(2) . .
O1 Cu1 O1A C1A -69.3(3) . .
O3 Cu1 O1A C1A 94(17) . .
O2A Cu1 O1A C1A 18.8(2) . .
O2 Cu1 O2A C3A 146.9(3) . .
O1 Cu1 O2A C3A -30.5(3) . .
O3 Cu1 O2A C3A 59.0(3) . .
O1A Cu1 O2A C3A -121.3(3) . .
O2 Cu1 O2A C2A -78.1(2) . .
O1 Cu1 O2A C2A 104.4(2) . .
O3 Cu1 O2A C2A -166.0(2) . .
O1A Cu1 O2A C2A 13.7(2) . .
C12A O1A C1A C2A 177.3(3) . .
Cu1 O1A C1A C2A -48.1(4) . .
C3A O2A C2A C1A 103.0(3) . .
Cu1 O2A C2A C1A -42.4(3) . .
O1A C1A C2A O2A 60.9(4) . .
C2A O2A C3A C4A -179.0(3) . .
Cu1 O2A C3A C4A -46.7(4) . .
C5A O3A C4A C3A 178.5(3) . .
O2A C3A C4A O3A 76.6(4) . .
C4A O3A C5A C6A 175.4(3) . .
C7A O4A C6A C5A -166.2(3) . .
O3A C5A C6A O4A -58.0(4) . .
C6A O4A C7A C8A -178.7(4) . .
C9A O5A C8A C7A 178.3(4) . .
C9C O5A C8A C7A 157.9(7) . .
O4A C7A C8A O5A 57.9(4) . .
C8A O5A C9A C10A 170.5(5) . .
C9C O5A C9A C10A -36.1(9) . .
O5A C9A C10A O6A -81.4(7) . .
C10C O6A C10A C9A -43.9(8) . .
C11A O6A C10A C9A -176.4(5) . .
C10C O6A C11A C12A -133.2(8) . .
C10A O6A C11A C12A -99.1(4) . .
C1A O1A C12A C11A -174.3(3) . .
Cu1 O1A C12A C11A 51.2(3) . .
O6A C11A C12A O1A -61.1(4) . .
C6B O1B C1B C2B 168.9(3) 3_656 .
C3B O2B C2B C1B -176.9(3) . .
O1B C1B C2B O2B -68.2(4) . .
C2B O2B C3B C4B -77.4(4) . .
C5B O3B C4B C3B -81.5(4) . .
O2B C3B C4B O3B -59.8(5) . .
C4B O3B C5B C6B -169.1(3) . .
O3B C5B C6B O1B -66.2(4) . 3_656
C8A O5A C9C C10C 84.1(10) . .
C9A O5A C9C C10C 47.9(9) . .
C11A O6A C10C C9C 92.4(9) . .
C10A O6A C10C C9C 29.4(8) . .
O5A C9C C10C O6A 79.2(12) . .
