#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/71/1507175.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_1507175
loop_
_publ_author_name
'Ma, Yingjie'
'Chi, Xiaodong'
'Yan, Xuzhou'
'Liu, Jiyong'
'Yao, Yong'
'Chen, Weixiang'
'Huang, Feihe'
'Hou, Jun-Li'
_publ_section_title
;
 per-Hydroxylated Pillar[6]arene: Synthesis, X-ray Crystal Structure, and
 Host-Guest Complexation.
;
_journal_issue                   6
_journal_name_full               'Organic letters'
_journal_page_first              1532
_journal_page_last               1535
_journal_paper_doi               10.1021/ol300263z
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C42 H36 O12, C12 H14 N2, 2(C3 H6 O)'
_chemical_formula_sum            'C60 H62 N2 O14'
_chemical_formula_weight         1035.12
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                114.819(5)
_cell_angle_beta                 91.582(4)
_cell_angle_gamma                108.480(5)
_cell_formula_units_Z            1
_cell_length_a                   10.5343(6)
_cell_length_b                   11.7677(8)
_cell_length_c                   13.5796(6)
_cell_measurement_reflns_used    3685
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      29.5268
_cell_measurement_theta_min      3.1536
_cell_volume                     1423.66(17)
_computing_cell_refinement       'CrysAlis PRO (Agilent Technologies, 2011)'
_computing_data_collection       'CrysAlis PRO'
_computing_data_reduction        'CrysAlis PRO'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  OLEX2
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      140(2)
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω 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  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0475
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8692
_diffrn_reflns_theta_full        24.71
_diffrn_reflns_theta_max         24.71
_diffrn_reflns_theta_min         3.16
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.9780
_exptl_absorpt_correction_T_min  0.9706
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis PRO (Agilent Technologies, 2011) 
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             548
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.26
_platon_squeeze_details          ' ?'
_refine_diff_density_max         0.674
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         4827
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.118
_refine_ls_R_factor_all          0.0881
_refine_ls_R_factor_gt           0.0712
_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)+(0.1479P)²+0.2480P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2222
_refine_ls_wR_factor_ref         0.2380
_reflns_number_gt                3480
_reflns_number_total             4827
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol300263z_si_002.cif
_cod_data_source_block           111219_myj
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1423.66(14)
_cod_database_code               1507175
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
O1 O 0.9555(2) 0.8627(2) 0.54597(19) 0.0370(6) Uani 1 1 d D
O2 O 0.5338(2) 0.9179(2) 0.34142(18) 0.0348(6) Uani 1 1 d D
O4 O 0.5529(2) 0.2378(2) -0.00523(19) 0.0369(6) Uani 1 1 d D
O5 O 0.3810(2) 0.6538(2) 0.23638(19) 0.0359(6) Uani 1 1 d D
O6 O 0.4676(2) 0.0861(2) 0.11341(18) 0.0323(5) Uani 1 1 d D
O7 O -0.0390(2) 0.0235(3) 0.2325(2) 0.0409(6) Uani 1 1 d D
N1 N 0.6537(3) 0.2675(3) 0.3614(2) 0.0406(7) Uani 1 1 d .
C1 C 0.8494(3) 0.8725(3) 0.4921(2) 0.0286(7) Uani 1 1 d .
C2 C 0.7958(3) 0.9689(3) 0.5538(2) 0.0275(7) Uani 1 1 d .
C3 C 0.6890(3) 0.9787(3) 0.5004(2) 0.0272(7) Uani 1 1 d .
H3 H 0.6506 1.0409 0.5408 0.033 Uiso 1 1 calc R
C4 C 0.6373(3) 0.8983(3) 0.3882(2) 0.0266(7) Uani 1 1 d .
C5 C 0.6950(3) 0.8058(3) 0.3259(2) 0.0257(7) Uani 1 1 d .
C6 C 0.7994(3) 0.7924(3) 0.3800(2) 0.0271(7) Uani 1 1 d .
H6A H 0.8363 0.7284 0.3402 0.033 Uiso 1 1 calc R
C7 C 0.6514(3) 0.7259(3) 0.2011(2) 0.0285(7) Uani 1 1 d .
H7A H 0.6060 0.7708 0.1750 0.034 Uiso 1 1 calc R
H7B H 0.7325 0.7272 0.1687 0.034 Uiso 1 1 calc R
C8 C 0.5577(3) 0.5814(3) 0.1596(2) 0.0253(7) Uani 1 1 d .
C9 C 0.4232(3) 0.5496(3) 0.1763(2) 0.0259(7) Uani 1 1 d .
C10 C 0.3357(3) 0.4167(3) 0.1320(2) 0.0279(7) Uani 1 1 d .
H10 H 0.2467 0.3973 0.1444 0.034 Uiso 1 1 calc R
C11 C 0.3781(3) 0.3117(3) 0.0693(2) 0.0270(7) Uani 1 1 d .
C12 C 0.5121(3) 0.3427(3) 0.0547(2) 0.0274(7) Uani 1 1 d .
C13 C 0.6006(3) 0.4766(3) 0.1001(2) 0.0283(7) Uani 1 1 d .
H13 H 0.6905 0.4957 0.0901 0.034 Uiso 1 1 calc R
C14 C 0.2787(3) 0.1672(3) 0.0168(2) 0.0302(7) Uani 1 1 d .
H14A H 0.1942 0.1625 -0.0180 0.036 Uiso 1 1 calc R
H14B H 0.3163 0.1119 -0.0404 0.036 Uiso 1 1 calc R
C15 C 0.2481(3) 0.1113(3) 0.0985(2) 0.0262(7) Uani 1 1 d .
C16 C 0.1233(3) 0.0942(3) 0.1332(2) 0.0298(7) Uani 1 1 d .
H16 H 0.0604 0.1195 0.1062 0.036 Uiso 1 1 calc R
C17 C 0.0898(3) 0.0411(3) 0.2065(2) 0.0280(7) Uani 1 1 d .
C18 C 0.1821(3) 0.0028(3) 0.2484(2) 0.0260(7) Uani 1 1 d .
C19 C 0.3077(3) 0.0207(3) 0.2153(2) 0.0246(6) Uani 1 1 d .
H19 H 0.3706 -0.0040 0.2430 0.029 Uiso 1 1 calc R
C20 C 0.3418(3) 0.0746(3) 0.1421(2) 0.0245(6) Uani 1 1 d .
C21 C 0.1473(3) -0.0623(3) 0.3251(2) 0.0298(7) Uani 1 1 d .
H21A H 0.0490 -0.1009 0.3154 0.036 Uiso 1 1 calc R
H21B H 0.1812 -0.1354 0.3030 0.036 Uiso 1 1 calc R
C22 C 0.7245(4) 0.1742(4) 0.3067(3) 0.0466(9) Uani 1 1 d .
H22A H 0.7207 0.1189 0.3430 0.070 Uiso 1 1 calc R
H22B H 0.8179 0.2246 0.3109 0.070 Uiso 1 1 calc R
H22C H 0.6810 0.1184 0.2306 0.070 Uiso 1 1 calc R
C23 C 0.6458(5) 0.3548(5) 0.3261(4) 0.0656(13) Uani 1 1 d .
H23 H 0.6830 0.3548 0.2648 0.079 Uiso 1 1 calc R
C24 C 0.5839(5) 0.4454(5) 0.3779(4) 0.0661(13) Uani 1 1 d .
H24 H 0.5779 0.5040 0.3502 0.079 Uiso 1 1 calc R
C25 C 0.5312(4) 0.4498(4) 0.4700(3) 0.0425(9) Uani 1 1 d .
C26 C 0.5266(7) 0.3470(6) 0.4945(5) 0.090(2) Uani 1 1 d .
H26 H 0.4800 0.3371 0.5494 0.108 Uiso 1 1 calc R
C27 C 0.5883(7) 0.2591(6) 0.4408(5) 0.088(2) Uani 1 1 d .
H27 H 0.5843 0.1915 0.4606 0.105 Uiso 1 1 calc R
O3 O 0.7935(2) 0.3226(2) -0.0620(2) 0.0400(6) Uani 1 1 d .
H5 H 0.2807 0.6188 0.2251 0.048 Uiso 1 1 d RD
C29 C 0.8813(4) 0.2484(4) 0.0529(3) 0.0435(9) Uani 1 1 d .
H29A H 0.7982 0.2459 0.0808 0.065 Uiso 1 1 calc R
H29B H 0.9575 0.3036 0.1131 0.065 Uiso 1 1 calc R
H29C H 0.8822 0.1589 0.0166 0.065 Uiso 1 1 calc R
C28 C 0.8906(3) 0.3056(3) -0.0276(3) 0.0343(7) Uani 1 1 d .
C30 C 1.0222(3) 0.3383(3) -0.0660(3) 0.0410(8) Uani 1 1 d .
H30A H 1.0127 0.3658 -0.1222 0.061 Uiso 1 1 calc R
H30B H 1.0472 0.2604 -0.0956 0.061 Uiso 1 1 calc R
H30C H 1.0917 0.4099 -0.0049 0.061 Uiso 1 1 calc R
H6 H 0.480(5) 0.121(4) 0.069(3) 0.061(13) Uiso 1 1 d D
H2 H 0.485(4) 0.838(3) 0.297(3) 0.067(15) Uiso 1 1 d D
H1 H 0.989(5) 0.808(4) 0.506(3) 0.071(15) Uiso 1 1 d D
H4 H 0.633(3) 0.267(5) -0.018(4) 0.067(14) Uiso 1 1 d D
H7 H -0.041(6) 0.051(5) 0.301(2) 0.095(19) Uiso 1 1 d 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'
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
C1 O1 H1 116(3) . .
C4 O2 H2 101(3) . .
C12 O4 H4 110(3) . .
C9 O5 H5 108.7 . .
C20 O6 H6 110(3) . .
C17 O7 H7 115(4) . .
C27 N1 C23 118.4(4) . .
C27 N1 C22 120.7(3) . .
C23 N1 C22 120.7(3) . .
O1 C1 C6 121.7(3) . .
O1 C1 C2 117.7(3) . .
C6 C1 C2 120.6(3) . .
C3 C2 C1 117.9(3) . .
C3 C2 C21 120.2(3) . 2_666
C1 C2 C21 121.8(3) . 2_666
C2 C3 C4 122.0(3) . .
C2 C3 H3 119.0 . .
C4 C3 H3 119.0 . .
O2 C4 C3 118.0(3) . .
O2 C4 C5 122.1(3) . .
C3 C4 C5 119.8(3) . .
C6 C5 C4 118.4(3) . .
C6 C5 C7 120.0(3) . .
C4 C5 C7 121.6(3) . .
C1 C6 C5 121.2(3) . .
C1 C6 H6A 119.4 . .
C5 C6 H6A 119.4 . .
C8 C7 C5 115.2(2) . .
C8 C7 H7A 108.5 . .
C5 C7 H7A 108.5 . .
C8 C7 H7B 108.5 . .
C5 C7 H7B 108.5 . .
H7A C7 H7B 107.5 . .
C13 C8 C9 117.9(3) . .
C13 C8 C7 121.2(3) . .
C9 C8 C7 120.9(3) . .
O5 C9 C10 121.7(3) . .
O5 C9 C8 118.0(3) . .
C10 C9 C8 120.4(3) . .
C9 C10 C11 121.5(3) . .
C9 C10 H10 119.3 . .
C11 C10 H10 119.3 . .
C12 C11 C10 118.3(3) . .
C12 C11 C14 121.1(3) . .
C10 C11 C14 120.6(3) . .
O4 C12 C11 117.5(3) . .
O4 C12 C13 122.3(3) . .
C11 C12 C13 120.2(3) . .
C8 C13 C12 121.7(3) . .
C8 C13 H13 119.2 . .
C12 C13 H13 119.2 . .
C15 C14 C11 113.0(2) . .
C15 C14 H14A 109.0 . .
C11 C14 H14A 109.0 . .
C15 C14 H14B 109.0 . .
C11 C14 H14B 109.0 . .
H14A C14 H14B 107.8 . .
C16 C15 C20 117.6(3) . .
C16 C15 C14 120.1(3) . .
C20 C15 C14 122.3(3) . .
C17 C16 C15 122.2(3) . .
C17 C16 H16 118.9 . .
C15 C16 H16 118.9 . .
C16 C17 O7 117.7(3) . .
C16 C17 C18 120.0(3) . .
O7 C17 C18 122.3(3) . .
C19 C18 C17 118.3(3) . .
C19 C18 C21 119.6(3) . .
C17 C18 C21 122.0(3) . .
C20 C19 C18 121.7(3) . .
C20 C19 H19 119.1 . .
C18 C19 H19 119.1 . .
O6 C20 C19 117.1(3) . .
O6 C20 C15 122.8(2) . .
C19 C20 C15 120.1(3) . .
C2 C21 C18 115.0(2) 2_666 .
C2 C21 H21A 108.5 2_666 .
C18 C21 H21A 108.5 . .
C2 C21 H21B 108.5 2_666 .
C18 C21 H21B 108.5 . .
H21A C21 H21B 107.5 . .
N1 C22 H22A 109.5 . .
N1 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
N1 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
N1 C23 C24 121.7(4) . .
N1 C23 H23 119.1 . .
C24 C23 H23 119.1 . .
C25 C24 C23 120.3(4) . .
C25 C24 H24 119.8 . .
C23 C24 H24 119.8 . .
C24 C25 C26 115.3(4) . .
C24 C25 C25 121.4(4) . 2_666
C26 C25 C25 122.8(4) . 2_666
C27 C26 C25 121.6(4) . .
C27 C26 H26 119.2 . .
C25 C26 H26 119.2 . .
N1 C27 C26 121.5(4) . .
N1 C27 H27 119.3 . .
C26 C27 H27 119.3 . .
C28 C29 H29A 109.5 . .
C28 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C28 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
O3 C28 C30 121.1(3) . .
O3 C28 C29 121.5(3) . .
C30 C28 C29 117.4(3) . .
C28 C30 H30A 109.5 . .
C28 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C28 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.380(4) .
O1 H1 0.84(2) .
O2 C4 1.375(4) .
O2 H2 0.838(19) .
O4 C12 1.372(4) .
O4 H4 0.859(19) .
O5 C9 1.376(4) .
O5 H5 0.9856 .
O6 C20 1.373(4) .
O6 H6 0.854(19) .
O7 C17 1.384(4) .
O7 H7 0.86(2) .
N1 C27 1.317(5) .
N1 C23 1.325(5) .
N1 C22 1.476(5) .
C1 C6 1.385(4) .
C1 C2 1.394(5) .
C2 C3 1.383(4) .
C2 C21 1.511(4) 2_666
C3 C4 1.389(4) .
C3 H3 0.9300 .
C4 C5 1.394(4) .
C5 C6 1.392(4) .
C5 C7 1.521(4) .
C6 H6A 0.9300 .
C7 C8 1.512(4) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 C13 1.383(4) .
C8 C9 1.397(4) .
C9 C10 1.387(4) .
C10 C11 1.392(4) .
C10 H10 0.9300 .
C11 C12 1.384(4) .
C11 C14 1.520(4) .
C12 C13 1.398(4) .
C13 H13 0.9300 .
C14 C15 1.505(4) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 C16 1.392(4) .
C15 C20 1.401(4) .
C16 C17 1.382(4) .
C16 H16 0.9300 .
C17 C18 1.391(4) .
C18 C19 1.391(4) .
C18 C21 1.524(4) .
C19 C20 1.387(4) .
C19 H19 0.9300 .
C21 C2 1.511(4) 2_666
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C22 H22A 0.9600 .
C22 H22B 0.9600 .
C22 H22C 0.9600 .
C23 C24 1.375(6) .
C23 H23 0.9300 .
C24 C25 1.371(5) .
C24 H24 0.9300 .
C25 C26 1.371(6) .
C25 C25 1.485(8) 2_666
C26 C27 1.357(7) .
C26 H26 0.9300 .
C27 H27 0.9300 .
O3 C28 1.220(4) .
C29 C28 1.497(5) .
C29 H29A 0.9600 .
C29 H29B 0.9600 .
C29 H29C 0.9600 .
C28 C30 1.488(5) .
C30 H30A 0.9600 .
C30 H30B 0.9600 .
C30 H30C 0.9600 .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.500 0.500 200.4 21.8
