#------------------------------------------------------------------------------
#$Date: 2019-10-28 05:21:48 +0200 (Mon, 28 Oct 2019) $
#$Revision: 219698 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/45/4514513.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_4514513
loop_
_publ_author_name
'Han, Xue'
'Xu, Ya-Xin'
'Yang, Jin'
'Xu, Xianxiu'
'Li, Cheng-Peng'
'Ma, Jian-Fang'
_publ_section_title
;
 Metal-Assembled, Resorcin[4]arene-Based Molecular Trimer for Efficient
 Removal of Toxic Dichromate Pollutants and Knoevenagel Condensation
 Reaction.
;
_journal_issue                   17
_journal_name_full               'ACS applied materials & interfaces'
_journal_page_first              15591
_journal_page_last               15597
_journal_paper_doi               10.1021/acsami.9b02068
_journal_volume                  11
_journal_year                    2019
_chemical_formula_moiety         'C153 H171 Cd3 N45 O54'
_chemical_formula_sum            'C153 H171 Cd3 N45 O54'
_chemical_formula_weight         3841.54
_space_group_crystal_system      hexagonal
_space_group_IT_number           194
_space_group_name_Hall           '-P 6c 2c'
_space_group_name_H-M_alt        'P 63/m m c'
_symmetry_space_group_name_Hall  '-P 6c 2c'
_symmetry_space_group_name_H-M   'P 63/m m c'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   29.1910(11)
_cell_length_b                   29.1910(11)
_cell_length_c                   12.9618(7)
_cell_measurement_reflns_used    4922
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      29.2235
_cell_measurement_theta_min      2.7855
_cell_volume                     9565.2(7)
_computing_cell_refinement       CrysAlis
_computing_data_collection       'CrysAlis (Oxford Diffraction, 2006)'
_computing_data_reduction        CrysAlis
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 10.2375
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0921
_diffrn_reflns_av_unetI/netI     0.0579
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            42626
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.288
_diffrn_reflns_theta_min         2.791
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.419
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79198
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis (Oxford Diffraction, 2006) 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3960
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.150
_refine_diff_density_max         1.007
_refine_diff_density_min         -0.592
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         4487
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.1431
_refine_ls_R_factor_gt           0.0804
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1524P)²+4.8002P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2409
_refine_ls_wR_factor_ref         0.2804
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2328
_reflns_number_total             4487
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            am9b02068_si_002.cif
_cod_data_source_block           compound-1
_cod_original_cell_volume        9565.2(9)
_cod_database_code               4514513
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.917
_shelx_estimated_absorpt_t_max   0.940
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x-y, z'
'-x+y, -x, z'
'x-y, x, z+1/2'
'y, -x+y, z+1/2'
'x-y, -y, -z'
'-x, -x+y, -z'
'y, x, -z'
'-y, -x, -z+1/2'
'x, x-y, -z+1/2'
'-x+y, y, -z+1/2'
'-x, -y, -z'
'x, y, -z-1/2'
'y, -x+y, -z'
'x-y, x, -z'
'-x+y, -x, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, y, z'
'x, x-y, z'
'-y, -x, z'
'y, x, z-1/2'
'-x, -x+y, z-1/2'
'x-y, -y, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cd1 Cd 0.57491(2) 0.42509(2) 0.2500 0.0762(4) Uani 1 4 d S T P
C1 C 0.80943(16) 0.74747(16) 0.3926(3) 0.0458(9) Uani 1 1 d . . .
H1 H 0.8357 0.7796 0.3660 0.055 Uiso 1 1 calc R U .
C2 C 0.76001(16) 0.72223(17) 0.3449(3) 0.0486(10) Uani 1 1 d . . .
C3 C 0.72211(16) 0.67512(17) 0.3860(3) 0.0498(10) Uani 1 1 d . . .
C4 C 0.73093(17) 0.65324(17) 0.4744(3) 0.0525(10) Uani 1 1 d . . .
C5 C 0.78032(17) 0.67963(17) 0.5183(3) 0.0511(10) Uani 1 1 d . . .
C6 C 0.82099(16) 0.72634(16) 0.4787(3) 0.0455(9) Uani 1 1 d . . .
C7 C 0.7482(3) 0.7449(2) 0.2500 0.0513(14) Uani 1 2 d S T P
H7 H 0.7100 0.7320 0.2500 0.062 Uiso 1 2 calc R U P
C8 C 0.7765(3) 0.8060(3) 0.2500 0.0660(18) Uani 1 2 d S T P
C9 C 0.87602(12) 0.7520(2) 0.5255(4) 0.0488(14) Uani 1 2 d S T P
H9 H 0.8715 0.7430 0.5990 0.059 Uiso 1 2 calc R U P
C10 C 0.90665(12) 0.8133(2) 0.5186(6) 0.0644(18) Uani 1 2 d S T P
C11 C 0.81407(14) 0.6281(3) 0.5968(5) 0.0609(16) Uani 1 2 d S T P
H11A H 0.8000 0.6001 0.6478 0.073 Uiso 1 2 calc R U P
H11B H 0.8059 0.6118 0.5291 0.073 Uiso 1 2 calc R U P
C12 C 0.6661(3) 0.6197(3) 0.2500 0.0653(18) Uani 1 2 d S T P
H12A H 0.6925 0.6087 0.2500 0.078 Uiso 1 2 calc R U P
H12B H 0.6316 0.5879 0.2500 0.078 Uiso 1 2 calc R U P
C13 C 0.6866(2) 0.60376(18) 0.5237(4) 0.0650(13) Uani 1 1 d . . .
H13A H 0.6970 0.6002 0.5931 0.078 Uiso 1 1 calc R U .
H13B H 0.6553 0.6071 0.5288 0.078 Uiso 1 1 calc R U .
C14 C 0.6288(2) 0.5223(2) 0.4179(5) 0.0762(15) Uani 1 1 d . . .
H14 H 0.5983 0.5250 0.4188 0.091 Uiso 1 1 calc R U .
C15 C 0.6830(3) 0.4982(3) 0.3890(7) 0.128(3) Uani 1 1 d . . .
H15 H 0.6983 0.4793 0.3624 0.153 Uiso 1 1 calc R U .
O1 O 0.78900(13) 0.65883(12) 0.6083(2) 0.0598(8) Uani 1 1 d . . .
O2 O 0.67158(11) 0.64802(13) 0.3420(2) 0.0625(9) Uani 1 1 d . . .
O1W O 0.52381(13) 0.47619(13) 0.2500 0.0651(17) Uani 1 4 d S T P
O2W O 0.6211(2) 0.3789(2) 0.2500 0.133(4) Uani 1 4 d S T P
N1 N 0.67422(16) 0.55646(17) 0.4643(3) 0.0693(11) Uani 1 1 d . . .
N2 N 0.7092(2) 0.5407(2) 0.4478(6) 0.123(2) Uani 1 1 d . . .
N3 N 0.63284(17) 0.48488(16) 0.3712(4) 0.0790(13) Uani 1 1 d . . .
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'
Cd Cd -0.8075 1.2024 '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
N3 Cd1 N3 177.7(2) . 10_665
N3 Cd1 N3 95.1(2) . 21_665
N3 Cd1 N3 84.8(2) 10_665 21_665
N3 Cd1 N3 84.8(2) . 14_556
N3 Cd1 N3 95.1(2) 10_665 14_556
N3 Cd1 N3 177.7(2) 21_665 14_556
N3 Cd1 O2W 91.16(12) . .
N3 Cd1 O2W 91.16(12) 10_665 .
N3 Cd1 O2W 91.16(12) 21_665 .
N3 Cd1 O2W 91.16(12) 14_556 .
N3 Cd1 O1W 88.84(12) . .
N3 Cd1 O1W 88.84(12) 10_665 .
N3 Cd1 O1W 88.84(12) 21_665 .
N3 Cd1 O1W 88.84(12) 14_556 .
O2W Cd1 O1W 180.0 . .
C2 C1 C6 122.4(4) . .
C2 C1 H1 118.8 . .
C6 C1 H1 118.8 . .
C3 C2 C1 117.4(4) . .
C3 C2 C7 120.5(4) . .
C1 C2 C7 122.0(4) . .
C2 C3 C4 122.5(4) . .
C2 C3 O2 120.1(4) . .
C4 C3 O2 117.4(4) . .
C5 C4 C3 117.7(4) . .
C5 C4 C13 121.0(4) . .
C3 C4 C13 121.1(4) . .
C4 C5 C6 122.8(4) . .
C4 C5 O1 118.1(4) . .
C6 C5 O1 119.1(4) . .
C5 C6 C1 117.0(4) . .
C5 C6 C9 120.9(4) . .
C1 C6 C9 122.1(4) . .
C2 C7 C2 108.3(5) 14_556 .
C2 C7 C8 113.4(3) 14_556 .
C2 C7 C8 113.4(3) . .
C2 C7 H7 107.1 14_556 .
C2 C7 H7 107.1 . .
C8 C7 H7 107.1 . .
C6 C9 C6 108.4(4) . 19_655
C6 C9 C10 113.8(3) . .
C6 C9 C10 113.9(3) 19_655 .
C6 C9 H9 106.8 . .
C6 C9 H9 106.8 19_655 .
C10 C9 H9 106.8 . .
O1 C11 O1 112.4(5) 19_655 .
O1 C11 H11A 109.1 19_655 .
O1 C11 H11A 109.1 . .
O1 C11 H11B 109.1 19_655 .
O1 C11 H11B 109.1 . .
H11A C11 H11B 107.9 . .
O2 C12 O2 114.9(6) 14_556 .
O2 C12 H12A 108.5 14_556 .
O2 C12 H12A 108.5 . .
O2 C12 H12B 108.5 14_556 .
O2 C12 H12B 108.5 . .
H12A C12 H12B 107.5 . .
N1 C13 C4 111.6(4) . .
N1 C13 H13A 109.3 . .
C4 C13 H13A 109.3 . .
N1 C13 H13B 109.3 . .
C4 C13 H13B 109.3 . .
H13A C13 H13B 108.0 . .
N3 C14 N1 111.1(5) . .
N3 C14 H14 124.4 . .
N1 C14 H14 124.4 . .
N2 C15 N3 114.0(6) . .
N2 C15 H15 123.0 . .
N3 C15 H15 123.0 . .
C5 O1 C11 116.7(4) . .
C3 O2 C12 116.9(4) . .
N2 N1 C14 108.4(5) . .
N2 N1 C13 122.8(4) . .
C14 N1 C13 128.8(5) . .
C15 N2 N1 103.5(5) . .
C14 N3 C15 102.9(5) . .
C14 N3 Cd1 127.2(4) . .
C15 N3 Cd1 127.9(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cd1 N3 2.328(5) .
Cd1 N3 2.328(5) 10_665
Cd1 N3 2.328(5) 21_665
Cd1 N3 2.328(5) 14_556
Cd1 O2W 2.337(11) .
Cd1 O1W 2.584(7) .
C1 C2 1.394(6) .
C1 C6 1.396(6) .
C1 H1 0.9300 .
C2 C3 1.371(6) .
C2 C7 1.517(5) .
C3 C4 1.396(6) .
C3 O2 1.400(5) .
C4 C5 1.373(6) .
C4 C13 1.516(6) .
C5 C6 1.383(6) .
C5 O1 1.396(5) .
C6 C9 1.519(5) .
C7 C2 1.517(5) 14_556
C7 C8 1.546(9) .
C7 H7 0.9800 .
C9 C6 1.519(5) 19_655
C9 C10 1.551(8) .
C9 H9 0.9800 .
C11 O1 1.420(5) 19_655
C11 O1 1.420(5) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 O2 1.414(5) 14_556
C12 O2 1.414(5) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 N1 1.460(6) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 N3 1.306(7) .
C14 N1 1.339(7) .
C14 H14 0.9300 .
C15 N2 1.325(8) .
C15 N3 1.335(8) .
C15 H15 0.9300 .
N1 N2 1.331(6) .
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
C6 C1 C2 C3 0.3(6) . .
C6 C1 C2 C7 -178.7(4) . .
C1 C2 C3 C4 2.2(6) . .
C7 C2 C3 C4 -178.8(4) . .
C1 C2 C3 O2 179.6(4) . .
C7 C2 C3 O2 -1.4(6) . .
C2 C3 C4 C5 -2.4(6) . .
O2 C3 C4 C5 -179.8(4) . .
C2 C3 C4 C13 174.2(4) . .
O2 C3 C4 C13 -3.3(6) . .
C3 C4 C5 C6 0.0(6) . .
C13 C4 C5 C6 -176.6(4) . .
C3 C4 C5 O1 178.2(3) . .
C13 C4 C5 O1 1.6(6) . .
C4 C5 C6 C1 2.4(6) . .
O1 C5 C6 C1 -175.8(3) . .
C4 C5 C6 C9 -175.6(4) . .
O1 C5 C6 C9 6.2(6) . .
C2 C1 C6 C5 -2.5(6) . .
C2 C1 C6 C9 175.5(4) . .
C3 C2 C7 C2 -87.4(5) . 14_556
C1 C2 C7 C2 91.5(5) . 14_556
C3 C2 C7 C8 145.8(5) . .
C1 C2 C7 C8 -35.2(6) . .
C5 C6 C9 C6 84.2(5) . 19_655
C1 C6 C9 C6 -93.7(5) . 19_655
C5 C6 C9 C10 -148.0(4) . .
C1 C6 C9 C10 34.0(6) . .
C5 C4 C13 N1 -108.6(5) . .
C3 C4 C13 N1 75.0(6) . .
C4 C5 O1 C11 98.7(5) . .
C6 C5 O1 C11 -83.0(5) . .
O1 C11 O1 C5 93.0(6) 19_655 .
C2 C3 O2 C12 77.3(6) . .
C4 C3 O2 C12 -105.2(5) . .
O2 C12 O2 C3 -93.1(6) 14_556 .
N3 C14 N1 N2 -0.3(7) . .
N3 C14 N1 C13 179.5(5) . .
C4 C13 N1 N2 61.4(7) . .
C4 C13 N1 C14 -118.3(6) . .
N3 C15 N2 N1 -2.8(10) . .
C14 N1 N2 C15 1.8(8) . .
C13 N1 N2 C15 -178.0(6) . .
N1 C14 N3 C15 -1.3(8) . .
N1 C14 N3 Cd1 -166.0(3) . .
N2 C15 N3 C14 2.6(10) . .
N2 C15 N3 Cd1 167.1(5) . .
