#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:36:45 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178787 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/41/4104141.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_4104141
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 O26'
_chemical_formula_weight         1583.48
_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                   17.267(2)
_cell_length_b                   17.267(2)
_cell_length_c                   14.680(3)
_cell_measurement_reflns_used    54640
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      32.66
_cell_measurement_theta_min      2.36
_cell_volume                     4376.8(11)
_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 0.978
_diffrn_measured_fraction_theta_max 0.978
_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  0.0585
_diffrn_reflns_av_sigmaI/netI    0.0403
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            43941
_diffrn_reflns_theta_full        33.51
_diffrn_reflns_theta_max         33.51
_diffrn_reflns_theta_min         2.64
_exptl_absorpt_coefficient_mu    1.026
_exptl_absorpt_correction_T_max  0.7164
_exptl_absorpt_correction_T_min  0.6709
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1640
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.666
_refine_diff_density_min         -0.609
_refine_diff_density_rms         0.110
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.04(2)
_refine_ls_extinction_coef       0.0127(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     224
_refine_ls_number_reflns         8134
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.1016
_refine_ls_R_factor_gt           0.0767
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1147P)²+2.7485P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1919
_refine_ls_wR_factor_ref         0.2101
_reflns_number_gt                6088
_reflns_number_total             8134
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja900416e_si_005.cif
_cod_data_source_block           4e2h
_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_original_cell_volume        4377.0(12)
_cod_database_code               4104141
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-y, x, z'
'y, -x, z'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'-y+1/2, -x+1/2, z+1/2'
'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 1.3289(3) -0.0412(2) -0.6652(3) 0.0343(8) Uani 1 1 d .
C2 C 1.3354(2) 0.0345(2) -0.7152(3) 0.0338(7) Uani 1 1 d .
C3 C 1.3864(2) 0.0427(2) -0.7870(3) 0.0327(8) Uani 1 1 d .
H3A H 1.4152 0.0003 -0.8068 0.039 Uiso 1 1 calc R
C4 C 1.3950(2) 0.1143(2) -0.8302(3) 0.0322(7) Uani 1 1 d .
C5 C 1.4519(3) 0.1256(3) -0.9033(3) 0.0363(9) Uani 1 1 d .
C6 C 1.3539(2) 0.1777(2) -0.7979(3) 0.0350(8) Uani 1 1 d .
H6 H 1.3608 0.2258 -0.8251 0.042 Uiso 1 1 calc R
C7 C 1.3026(3) 0.1704(2) -0.7253(3) 0.0344(7) Uani 1 1 d .
C8 C 1.2927(2) 0.0979(2) -0.6849(3) 0.0340(7) Uani 1 1 d .
H8 H 1.2575 0.0919 -0.6375 0.041 Uiso 1 1 calc R
C9 C 1.2625(3) 0.2402(3) -0.6875(3) 0.0393(9) Uani 1 1 d .
C10 C 1.4859(5) -0.2407(5) -0.6676(7) 0.092(3) Uani 1 1 d .
H10A H 1.4786 -0.2144 -0.7245 0.138 Uiso 1 1 calc R
H10B H 1.4583 -0.2889 -0.6684 0.138 Uiso 1 1 calc R
H10C H 1.5401 -0.2504 -0.6583 0.138 Uiso 1 1 calc R
C11 C 1.4961(4) -0.1151(4) -0.5930(8) 0.085(2) Uani 1 1 d .
H11A H 1.4870 -0.0908 -0.6509 0.128 Uiso 1 1 calc R
H11B H 1.5506 -0.1237 -0.5853 0.128 Uiso 1 1 calc R
H11C H 1.4774 -0.0821 -0.5452 0.128 Uiso 1 1 calc R
C12 C 1.4661(5) -0.2330(8) -0.5039(7) 0.113(4) Uani 1 1 d .
H12A H 1.4732 -0.2873 -0.5188 0.135 Uiso 1 1 calc R
H12B H 1.5136 -0.2151 -0.4756 0.135 Uiso 1 1 calc R
C13 C 1.4084(6) -0.2276(10) -0.4418(6) 0.143(6) Uani 1 1 d .
H13A H 1.4158 -0.1804 -0.4069 0.172 Uiso 1 1 calc R
H13B H 1.4127 -0.2708 -0.3999 0.172 Uiso 1 1 calc R
C14 C 1.2788(7) -0.1760(5) -0.4266(6) 0.089(3) Uani 1 1 d .
H14A H 1.2278 -0.1769 -0.4525 0.134 Uiso 1 1 calc R
H14B H 1.2987 -0.1241 -0.4280 0.134 Uiso 1 1 calc R
H14C H 1.2766 -0.1938 -0.3647 0.134 Uiso 1 1 calc R
C15 C 1.2955(6) -0.3070(4) -0.4779(5) 0.075(2) Uani 1 1 d .
H15A H 1.2459 -0.3062 -0.5075 0.112 Uiso 1 1 calc R
H15B H 1.2893 -0.3235 -0.4159 0.112 Uiso 1 1 calc R
H15C H 1.3292 -0.3423 -0.5092 0.112 Uiso 1 1 calc R
Cu1 Cu 1.33976(3) -0.18073(3) -0.60568(5) 0.03555(14) Uani 1 1 d .
N1 N 1.4550(2) -0.1898(3) -0.5896(4) 0.0536(11) Uani 1 1 d .
N2 N 1.3302(3) -0.2271(3) -0.4797(3) 0.0567(12) Uani 1 1 d .
O1 O 1.3502(2) -0.10204(17) -0.7051(2) 0.0429(7) Uani 1 1 d .
O2 O 1.3042(2) -0.04133(19) -0.5854(2) 0.0446(8) Uani 1 1 d .
O3 O 1.4360(3) 0.1810(3) -0.9610(3) 0.0611(11) Uani 1 1 d .
H3 H 1.4698 0.1830 -1.0001 0.092 Uiso 1 1 calc R
O4 O 1.5098(3) 0.0853(3) -0.9111(4) 0.0741(15) Uani 1 1 d .
O5 O 1.2896(2) 0.3058(2) -0.7059(3) 0.0495(8) Uani 1 1 d .
O6 O 1.23013(19) -0.2037(2) -0.6372(2) 0.0447(8) Uani 1 1 d .
O11W O 1.5000 -0.5000 -0.5423(9) 0.082(3) Uani 1 4 d S
O12W O 1.0000 0.0000 -0.5164(8) 0.083(3) Uani 1 4 d S
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 122.4(4) . .
O2 C1 C2 119.1(4) . .
O1 C1 C2 118.5(4) . .
C3 C2 C8 120.1(4) . .
C3 C2 C1 120.6(4) . .
C8 C2 C1 119.3(4) . .
C2 C3 C4 120.3(4) . .
C2 C3 H3A 119.9 . .
C4 C3 H3A 119.9 . .
C6 C4 C3 119.2(4) . .
C6 C4 C5 119.2(4) . .
C3 C4 C5 121.3(4) . .
O4 C5 O3 121.8(4) . .
O4 C5 C4 122.7(4) . .
O3 C5 C4 115.5(4) . .
C4 C6 C7 121.1(4) . .
C4 C6 H6 119.4 . .
C7 C6 H6 119.4 . .
C6 C7 C8 118.9(4) . .
C6 C7 C9 120.4(4) . .
C8 C7 C9 120.5(4) . .
C2 C8 C7 120.3(4) . .
C2 C8 H8 119.8 . .
C7 C8 H8 119.8 . .
O5 C9 O6 123.2(4) . 3_645
O5 C9 C7 118.3(4) . .
O6 C9 C7 118.5(4) 3_645 .
O5 C9 Cu1 72.3(2) . 3_645
O6 C9 Cu1 50.9(2) 3_645 3_645
C7 C9 Cu1 169.2(3) . 3_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 116.4(9) . .
C13 C12 H12A 108.2 . .
N1 C12 H12A 108.2 . .
C13 C12 H12B 108.2 . .
N1 C12 H12B 108.2 . .
H12A C12 H12B 107.3 . .
C12 C13 N2 115.1(8) . .
C12 C13 H13A 108.5 . .
N2 C13 H13A 108.5 . .
C12 C13 H13B 108.5 . .
N2 C13 H13B 108.5 . .
H13A C13 H13B 107.5 . .
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 92.93(15) . .
O6 Cu1 N1 162.59(18) . .
O1 Cu1 N1 92.83(18) . .
O6 Cu1 N2 93.22(17) . .
O1 Cu1 N2 160.51(19) . .
N1 Cu1 N2 86.7(2) . .
O6 Cu1 C9 29.61(15) . 4_665
O1 Cu1 C9 95.39(15) . 4_665
N1 Cu1 C9 133.29(19) . 4_665
N2 Cu1 C9 99.07(17) . 4_665
C11 N1 C12 114.2(8) . .
C11 N1 C10 107.9(6) . .
C12 N1 C10 107.5(7) . .
C11 N1 Cu1 113.8(4) . .
C12 N1 Cu1 105.5(4) . .
C10 N1 Cu1 107.5(4) . .
C13 N2 C14 111.0(9) . .
C13 N2 C15 110.8(8) . .
C14 N2 C15 107.5(6) . .
C13 N2 Cu1 105.9(4) . .
C14 N2 Cu1 107.2(5) . .
C15 N2 Cu1 114.3(4) . .
C1 O1 Cu1 101.6(3) . .
C5 O3 H3 109.5 . .
C9 O6 Cu1 99.5(3) 4_665 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O2 1.246(5) .
C1 O1 1.258(5) .
C1 C2 1.502(6) .
C2 C3 1.382(6) .
C2 C8 1.393(6) .
C3 C4 1.398(6) .
C3 H3A 0.9300 .
C4 C6 1.388(5) .
C4 C5 1.467(6) .
C5 O4 1.224(6) .
C5 O3 1.308(6) .
C6 C7 1.391(6) .
C6 H6 0.9300 .
C7 C8 1.395(6) .
C7 C9 1.496(6) .
C8 H8 0.9300 .
C9 O5 1.256(6) .
C9 O6 1.267(6) 3_645
C9 Cu1 2.528(4) 3_645
C10 N1 1.538(9) .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C11 N1 1.473(8) .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C12 C13 1.353(15) .
C12 N1 1.476(11) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 N2 1.461(10) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 N2 1.473(10) .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 N2 1.504(8) .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
Cu1 O6 1.989(3) .
Cu1 O1 2.002(3) .
Cu1 N1 2.010(4) .
Cu1 N2 2.022(5) .
Cu1 C9 2.528(4) 4_665
O3 H3 0.8200 .
O6 C9 1.267(6) 4_665
