#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:36:45 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178787 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/41/4104138.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_4104138
loop_
_publ_author_name
'Cristian D. Ene'
'Augustin M. Madalan'
'Catalin Maxim'
'Bogdan Jurca'
'Narcis Avarvari'
'Marius Andruh'
_publ_section_title
;
 Constructing Robust Channel Structures by Packing Metallacalixarenes:
 Reversible Single-Crystal-to-Single-Crystal Dehydration
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4586
_journal_page_last               4587
_journal_paper_doi               10.1021/ja900416e
_journal_volume                  131
_journal_year                    2009
_chemical_formula_sum            'C60 H80 Cu4 N8 O32'
_chemical_formula_weight         1679.48
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           104
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4 -2n'
_symmetry_space_group_name_H-M   'P 4 n c'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   17.4666(7)
_cell_length_b                   17.4666(7)
_cell_length_c                   14.7514(6)
_cell_measurement_reflns_used    63357
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      33.57
_cell_measurement_theta_min      2.32
_cell_volume                     4500.4(3)
_computing_cell_refinement       X-Area
_computing_data_collection       X-Area
_computing_data_reduction        X-Area
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'STOE-IPDS II'
_diffrn_measurement_method       'omega 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  0.0873
_diffrn_reflns_av_sigmaI/netI    0.0451
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            62582
_diffrn_reflns_theta_full        33.54
_diffrn_reflns_theta_max         33.54
_diffrn_reflns_theta_min         2.61
_exptl_absorpt_coefficient_mu    1.007
_exptl_absorpt_correction_T_max  0.7875
_exptl_absorpt_correction_T_min  0.6110
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1736
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.634
_refine_diff_density_min         -0.753
_refine_diff_density_rms         0.072
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         8681
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.1004
_refine_ls_R_factor_gt           0.0749
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0645P)²+3.3997P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1591
_refine_ls_wR_factor_ref         0.1720
_reflns_number_gt                6580
_reflns_number_total             8681
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja900416e_si_002.cif
_cod_data_source_block           4e2_b
_cod_depositor_comments
;
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_database_code               4104138
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'
'-y+1/2, -x+1/2, z+1/2'
'y, -x, z'
'-y, x, z'
'y+1/2, x+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
C1 C 1.3264(2) -0.0372(2) -0.6644(3) 0.0344(7) Uani 1 1 d .
C2 C 1.3334(2) 0.0377(2) -0.7138(2) 0.0330(6) Uani 1 1 d .
C3 C 1.3837(2) 0.0450(2) -0.7856(2) 0.0329(7) Uani 1 1 d .
H3A H 1.4118 0.0030 -0.8055 0.040 Uiso 1 1 calc R
C4 C 1.3921(2) 0.1164(2) -0.8282(2) 0.0329(6) Uani 1 1 d .
C5 C 1.4491(2) 0.1263(2) -0.9017(3) 0.0346(8) Uani 1 1 d .
C6 C 1.3509(2) 0.1789(2) -0.7971(3) 0.0364(7) Uani 1 1 d .
H6 H 1.3570 0.2262 -0.8251 0.044 Uiso 1 1 calc R
C7 C 1.3003(2) 0.1717(2) -0.7241(2) 0.0340(7) Uani 1 1 d .
C8 C 1.2913(2) 0.1006(2) -0.6835(2) 0.0342(7) Uani 1 1 d .
H8 H 1.2570 0.0948 -0.6357 0.041 Uiso 1 1 calc R
C9 C 1.2597(2) 0.2409(2) -0.6883(2) 0.0383(7) Uani 1 1 d .
C10 C 1.4813(4) -0.2276(5) -0.6670(6) 0.094(3) Uani 1 1 d .
H10A H 1.4733 -0.2002 -0.7226 0.141 Uiso 1 1 calc R
H10B H 1.4544 -0.2755 -0.6692 0.141 Uiso 1 1 calc R
H10C H 1.5350 -0.2370 -0.6588 0.141 Uiso 1 1 calc R
C11 C 1.4913(3) -0.1082(3) -0.5901(6) 0.0780(19) Uani 1 1 d .
H11A H 1.4833 -0.0827 -0.6469 0.117 Uiso 1 1 calc R
H11B H 1.5452 -0.1160 -0.5807 0.117 Uiso 1 1 calc R
H11C H 1.4711 -0.0774 -0.5418 0.117 Uiso 1 1 calc R
C12 C 1.4646(5) -0.2256(8) -0.5059(6) 0.122(4) Uani 1 1 d .
H12A H 1.4710 -0.2793 -0.5207 0.147 Uiso 1 1 calc R
H12B H 1.5117 -0.2081 -0.4778 0.147 Uiso 1 1 calc R
C13 C 1.4059(5) -0.2186(10) -0.4442(6) 0.160(6) Uani 1 1 d .
H13A H 1.4122 -0.1704 -0.4124 0.192 Uiso 1 1 calc R
H13B H 1.4110 -0.2592 -0.3998 0.192 Uiso 1 1 calc R
C14 C 1.2797(6) -0.1721(5) -0.4252(5) 0.103(3) Uani 1 1 d .
H14A H 1.2288 -0.1721 -0.4498 0.155 Uiso 1 1 calc R
H14B H 1.2995 -0.1208 -0.4254 0.155 Uiso 1 1 calc R
H14C H 1.2785 -0.1911 -0.3642 0.155 Uiso 1 1 calc R
C15 C 1.2955(5) -0.3003(4) -0.4792(4) 0.082(2) Uani 1 1 d .
H15A H 1.2464 -0.2997 -0.5083 0.123 Uiso 1 1 calc R
H15B H 1.2897 -0.3169 -0.4175 0.123 Uiso 1 1 calc R
H15C H 1.3290 -0.3348 -0.5107 0.123 Uiso 1 1 calc R
Cu1 Cu 1.33736(2) -0.17598(2) -0.60637(5) 0.03656(11) Uani 1 1 d .
N1 N 1.4525(2) -0.1820(2) -0.5911(3) 0.0544(10) Uani 1 1 d .
N2 N 1.3290(3) -0.2212(3) -0.4806(3) 0.0645(13) Uani 1 1 d .
O1 O 1.34589(19) -0.09780(15) -0.70495(19) 0.0427(6) Uani 1 1 d .
O2 O 1.3037(2) -0.03785(17) -0.58382(17) 0.0449(7) Uani 1 1 d .
O3 O 1.4335(2) 0.1820(2) -0.9581(2) 0.0615(10) Uani 1 1 d .
H3 H 1.4669 0.1843 -0.9971 0.092 Uiso 1 1 calc R
O4 O 1.5057(2) 0.0865(3) -0.9085(3) 0.0755(13) Uani 1 1 d .
O5 O 1.2837(2) 0.30542(18) -0.7077(2) 0.0506(8) Uani 1 1 d .
O6 O 1.23006(18) -0.20203(18) -0.6369(2) 0.0474(7) Uani 1 1 d .
O11W O 1.0000 0.0000 -1.028(5) 0.58(5) Uani 1 4 d S
O12W O 1.117(2) 0.016(6) -0.717(5) 0.60(6) Uani 0.54 1 d P
O13W O 1.124(3) -0.073(3) -0.726(5) 0.36(3) Uani 0.46 1 d P
O14W O 1.1388(17) 0.034(2) -0.855(3) 0.418(18) Uani 0.75 1 d P
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'
Cu Cu 0.3201 1.2651 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2 C1 O1 121.8(4) . .
O2 C1 C2 119.6(3) . .
O1 C1 C2 118.6(3) . .
C3 C2 C8 120.5(4) . .
C3 C2 C1 120.2(3) . .
C8 C2 C1 119.2(3) . .
C2 C3 C4 119.4(4) . .
C2 C3 H3A 120.3 . .
C4 C3 H3A 120.3 . .
C6 C4 C3 119.8(3) . .
C6 C4 C5 120.0(3) . .
C3 C4 C5 120.0(3) . .
O4 C5 O3 122.9(4) . .
O4 C5 C4 122.8(4) . .
O3 C5 C4 114.3(3) . .
C4 C6 C7 120.8(4) . .
C4 C6 H6 119.6 . .
C7 C6 H6 119.6 . .
C8 C7 C6 119.0(3) . .
C8 C7 C9 121.1(3) . .
C6 C7 C9 119.9(3) . .
C7 C8 C2 120.4(3) . .
C7 C8 H8 119.8 . .
C2 C8 H8 119.8 . .
O5 C9 O6 122.8(4) . 7_645
O5 C9 C7 119.5(4) . .
O6 C9 C7 117.6(4) 7_645 .
O5 C9 Cu1 72.6(2) . 7_645
O6 C9 Cu1 50.23(19) 7_645 7_645
C7 C9 Cu1 167.6(3) . 7_645
N1 C10 H10A 109.5 . .
N1 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
N1 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
N1 C11 H11A 109.5 . .
N1 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
N1 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C13 C12 N1 114.1(8) . .
C13 C12 H12A 108.7 . .
N1 C12 H12A 108.7 . .
C13 C12 H12B 108.7 . .
N1 C12 H12B 108.7 . .
H12A C12 H12B 107.6 . .
C12 C13 N2 116.3(7) . .
C12 C13 H13A 108.2 . .
N2 C13 H13A 108.2 . .
C12 C13 H13B 108.2 . .
N2 C13 H13B 108.2 . .
H13A C13 H13B 107.4 . .
N2 C14 H14A 109.5 . .
N2 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
N2 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
N2 C15 H15A 109.5 . .
N2 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
N2 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
O6 Cu1 O1 93.57(14) . .
O6 Cu1 N2 92.88(16) . .
O1 Cu1 N2 159.93(18) . .
O6 Cu1 N1 162.28(16) . .
O1 Cu1 N1 92.40(16) . .
N2 Cu1 N1 87.12(19) . .
O6 Cu1 C9 29.66(13) . 6_665
O1 Cu1 C9 95.53(12) . 6_665
N2 Cu1 C9 99.44(15) . 6_665
N1 Cu1 C9 132.99(16) . 6_665
C11 N1 C10 109.3(5) . .
C11 N1 C12 112.2(7) . .
C10 N1 C12 108.6(7) . .
C11 N1 Cu1 114.7(4) . .
C10 N1 Cu1 106.5(4) . .
C12 N1 Cu1 105.2(4) . .
C13 N2 C14 108.7(8) . .
C13 N2 C15 112.7(8) . .
C14 N2 C15 107.6(5) . .
C13 N2 Cu1 105.1(4) . .
C14 N2 Cu1 109.0(5) . .
C15 N2 Cu1 113.6(4) . .
C1 O1 Cu1 102.0(2) . .
C5 O3 H3 109.5 . .
C9 O6 Cu1 100.1(3) 6_665 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O2 1.253(5) .
C1 O1 1.263(5) .
C1 C2 1.502(5) .
C2 C3 1.383(5) .
C2 C8 1.394(5) .
C3 C4 1.404(6) .
C3 H3A 0.9300 .
C4 C6 1.385(5) .
C4 C5 1.482(5) .
C5 O4 1.212(5) .
C5 O3 1.310(5) .
C6 C7 1.399(5) .
C6 H6 0.9300 .
C7 C8 1.388(5) .
C7 C9 1.499(5) .
C8 H8 0.9300 .
C9 O5 1.236(5) .
C9 O6 1.275(5) 7_645
C9 Cu1 2.536(4) 7_645
C10 N1 1.462(8) .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C11 N1 1.456(6) .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C12 C13 1.377(13) .
C12 N1 1.486(9) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 N2 1.447(9) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 N2 1.465(10) .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 N2 1.500(8) .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
Cu1 O6 1.980(3) .
Cu1 O1 2.000(3) .
Cu1 N2 2.022(4) .
Cu1 N1 2.026(4) .
Cu1 C9 2.536(4) 6_665
O3 H3 0.8200 .
O6 C9 1.275(5) 6_665
O12W O13W 1.57(9) .
