#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:56:49 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180364 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/33/7203390.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_7203390
loop_
_publ_author_name
'Brown, Philip O.'
'Enright, Gary D.'
'Ripmeester, John A.'
_publ_section_title
;
 Resorcinarene configuration and inclusion behaviour: Isolation of a
 guest free form of pyrogall[4]arene
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              381
_journal_paper_doi               10.1039/b603883b
_journal_volume                  8
_journal_year                    2006
_chemical_formula_moiety         'C32 H32 O12'
_chemical_formula_sum            'C16 H16 O6'
_chemical_formula_weight         304.29
_chemical_name_common            rctt-methylpyrogall(4)arene
_chemical_name_systematic        rctt-methylpyrogall[4]arene
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                106.968(4)
_cell_angle_beta                 104.650(4)
_cell_angle_gamma                104.616(4)
_cell_formula_units_Z            2
_cell_length_a                   8.8592(17)
_cell_length_b                   9.3271(18)
_cell_length_c                   9.4416(18)
_cell_measurement_temperature    173(2)
_cell_volume                     675.6(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'CCD area detector'
_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  0.0234
_diffrn_reflns_av_sigmaI/netI    0.0392
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7490
_diffrn_reflns_theta_full        29.59
_diffrn_reflns_theta_max         29.59
_diffrn_reflns_theta_min         2.41
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_T_max  0.9908
_exptl_absorpt_correction_T_min  0.9773
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         3722
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      0.997
_refine_ls_R_factor_all          0.0706
_refine_ls_R_factor_gt           0.0465
_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)+(0.0782P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1174
_refine_ls_wR_factor_ref         0.1286
_reflns_number_gt                2656
_reflns_number_total             3722
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b603883b.txt
_cod_data_source_block           POB58
_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.

'_exptl_absorpt_correction_type' value 'multiscan' changed to
'multi-scan' 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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7203390
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.36771(14) 0.68238(15) 0.32328(15) 0.0219(2) Uani 1 1 d D . .
O2 O -0.15371(15) 0.52606(14) 0.40331(14) 0.0265(3) Uani 1 1 d . . .
O3 O 0.13857(14) 0.58104(15) 0.34933(14) 0.0264(3) Uani 1 1 d . . .
O4 O 0.42130(15) 1.09558(15) 0.44990(13) 0.0227(3) Uani 1 1 d D . .
O5 O 0.52426(15) 1.37376(14) 0.39440(14) 0.0258(3) Uani 1 1 d . . .
O6 O 0.44893(15) 1.36993(15) 0.09860(15) 0.0264(3) Uani 1 1 d D . .
C7 C -0.11548(18) 0.63341(18) 0.33349(17) 0.0189(3) Uani 1 1 d . . .
C8 C -0.17871(17) 0.82048(18) 0.21724(16) 0.0181(3) Uani 1 1 d . . .
C9 C 0.29843(17) 0.93964(18) 0.16744(17) 0.0177(3) Uani 1 1 d . . .
C10 C 0.31541(17) 1.08236(18) -0.01311(17) 0.0178(3) Uani 1 1 d . . .
C11 C -0.22050(17) 0.71405(18) 0.29038(16) 0.0178(3) Uani 1 1 d . . .
C12 C 0.26826(17) 0.94201(18) 0.01538(17) 0.0186(3) Uani 1 1 d . . .
C13 C 0.23952(18) 0.78518(18) 0.19405(17) 0.0179(3) Uani 1 1 d . . .
C14 C 0.43238(18) 1.22764(18) 0.27004(17) 0.0195(3) Uani 1 1 d . . .
C15 C 0.38160(17) 1.08548(18) 0.29440(16) 0.0185(3) Uani 1 1 d . . .
C16 C 0.03437(18) 0.66020(18) 0.30563(16) 0.0191(3) Uani 1 1 d . . .
C17 C 0.07982(17) 0.76582(17) 0.23241(16) 0.0176(3) Uani 1 1 d . . .
C18 C -0.28817(18) 0.91689(18) 0.17854(17) 0.0186(3) Uani 1 1 d . . .
C19 C -0.02891(18) 0.84356(18) 0.18927(17) 0.0190(3) Uani 1 1 d . . .
C20 C 0.39655(18) 1.22700(18) 0.11767(17) 0.0192(3) Uani 1 1 d . . .
C21 C 0.2158(2) 0.63652(19) 0.0554(2) 0.0242(3) Uani 1 1 d . . .
C22 C -0.2148(2) 1.0837(2) 0.30895(19) 0.0251(3) Uani 1 1 d . . .
H13 H 0.319(2) 0.789(2) 0.287(2) 0.017(4) Uiso 1 1 d . . .
H12 H 0.208(2) 0.839(2) -0.077(2) 0.022(4) Uiso 1 1 d . . .
H21B H 0.307(3) 0.642(2) 0.029(2) 0.029(5) Uiso 1 1 d . . .
H22A H -0.104(3) 1.136(2) 0.310(2) 0.030(5) Uiso 1 1 d . . .
H19 H 0.006(2) 0.917(2) 0.138(2) 0.025(5) Uiso 1 1 d . . .
H21C H 0.193(2) 0.545(2) 0.082(2) 0.029(5) Uiso 1 1 d . . .
H22C H -0.209(2) 1.076(2) 0.410(2) 0.033(5) Uiso 1 1 d . . .
H21A H 0.120(2) 0.612(2) -0.038(2) 0.030(5) Uiso 1 1 d . . .
H18 H -0.397(2) 0.860(2) 0.176(2) 0.024(5) Uiso 1 1 d . . .
H22B H -0.286(2) 1.147(2) 0.287(2) 0.032(5) Uiso 1 1 d . . .
H03 H 0.099(3) 0.525(3) 0.398(3) 0.066(8) Uiso 1 1 d . . .
H02 H -0.257(3) 0.500(3) 0.389(3) 0.050(7) Uiso 1 1 d . . .
H05 H 0.557(3) 1.360(3) 0.466(3) 0.053(8) Uiso 1 1 d . . .
H4A H 0.401(5) 1.155(4) 0.503(4) 0.029(5) Uiso 0.56(3) 1 d PD . .
H4B H 0.456(5) 1.037(5) 0.469(5) 0.029(5) Uiso 0.44(3) 1 d PD . .
H1A H -0.431(4) 0.600(3) 0.273(4) 0.029(5) Uiso 0.55(3) 1 d PD . .
H1B H -0.375(6) 0.739(5) 0.393(4) 0.029(5) Uiso 0.45(3) 1 d PD . .
H6A H 0.489(5) 1.436(4) 0.182(3) 0.029(5) Uiso 0.51(3) 1 d PD . .
H6B H 0.393(4) 1.354(5) 0.015(3) 0.029(5) Uiso 0.49(3) 1 d PD . .
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'
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
_geom_angle_publ_flag
C11 O1 H1A 114(3) . . ?
C11 O1 H1B 121(4) . . ?
H1A O1 H1B 124(5) . . ?
C7 O2 H02 108.1(16) . . ?
C16 O3 H03 109.6(19) . . ?
C15 O4 H4A 117(3) . . ?
C15 O4 H4B 117(4) . . ?
H4A O4 H4B 127(5) . . ?
C14 O5 H05 109(2) . . ?
C20 O6 H6A 107(3) . . ?
C20 O6 H6B 105(3) . . ?
H6A O6 H6B 140(4) . . ?
O2 C7 C11 122.34(13) . . ?
O2 C7 C16 117.61(13) . . ?
C11 C7 C16 120.05(13) . . ?
C11 C8 C19 117.96(13) . . ?
C11 C8 C18 120.99(13) . . ?
C19 C8 C18 120.93(12) . . ?
C15 C9 C12 117.24(13) . . ?
C15 C9 C13 120.82(12) . . ?
C12 C9 C13 121.92(13) . . ?
C12 C10 C20 117.75(13) . . ?
C12 C10 C18 122.91(13) . 2_575 ?
C20 C10 C18 119.30(12) . 2_575 ?
C7 C11 C8 120.72(13) . . ?
C7 C11 O1 116.88(12) . . ?
C8 C11 O1 122.40(13) . . ?
C10 C12 C9 123.32(14) . . ?
C10 C12 H12 118.3(10) . . ?
C9 C12 H12 118.4(10) . . ?
C9 C13 C17 111.60(12) . . ?
C9 C13 C21 113.10(12) . . ?
C17 C13 C21 110.11(12) . . ?
C9 C13 H13 109.9(10) . . ?
C17 C13 H13 103.8(10) . . ?
C21 C13 H13 107.8(10) . . ?
O5 C14 C20 117.19(13) . . ?
O5 C14 C15 122.11(13) . . ?
C20 C14 C15 120.67(13) . . ?
C9 C15 O4 121.70(13) . . ?
C9 C15 C14 120.87(13) . . ?
O4 C15 C14 117.41(13) . . ?
O3 C16 C7 119.94(13) . . ?
O3 C16 C17 119.39(13) . . ?
C7 C16 C17 120.67(13) . . ?
C19 C17 C16 117.87(13) . . ?
C19 C17 C13 122.46(12) . . ?
C16 C17 C13 119.58(13) . . ?
C10 C18 C22 113.82(12) 2_575 . ?
C10 C18 C8 112.05(12) 2_575 . ?
C22 C18 C8 108.94(12) . . ?
C10 C18 H18 105.4(10) 2_575 . ?
C22 C18 H18 109.9(11) . . ?
C8 C18 H18 106.3(11) . . ?
C8 C19 C17 122.72(13) . . ?
C8 C19 H19 121.1(11) . . ?
C17 C19 H19 116.2(11) . . ?
O6 C20 C14 118.90(13) . . ?
O6 C20 C10 120.93(13) . . ?
C14 C20 C10 120.11(13) . . ?
C13 C21 H21B 113.6(13) . . ?
C13 C21 H21C 110.2(12) . . ?
H21B C21 H21C 105.1(16) . . ?
C13 C21 H21A 112.3(12) . . ?
H21B C21 H21A 109.7(16) . . ?
H21C C21 H21A 105.4(16) . . ?
C18 C22 H22A 108.0(12) . . ?
C18 C22 H22C 110.1(12) . . ?
H22A C22 H22C 110.8(16) . . ?
C18 C22 H22B 110.0(11) . . ?
H22A C22 H22B 109.3(16) . . ?
H22C C22 H22B 108.7(16) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C11 1.3959(18) . ?
O1 H1A 0.75(2) . ?
O1 H1B 0.74(2) . ?
O2 C7 1.3707(17) . ?
O2 H02 0.85(3) . ?
O3 C16 1.3772(18) . ?
O3 H03 0.86(3) . ?
O4 C15 1.3891(17) . ?
O4 H4A 0.73(2) . ?
O4 H4B 0.73(2) . ?
O5 C14 1.3861(18) . ?
O5 H05 0.73(3) . ?
O6 C20 1.3767(18) . ?
O6 H6A 0.76(2) . ?
O6 H6B 0.76(2) . ?
C7 C11 1.392(2) . ?
C7 C16 1.393(2) . ?
C8 C11 1.3940(19) . ?
C8 C19 1.394(2) . ?
C8 C18 1.528(2) . ?
C9 C15 1.388(2) . ?
C9 C12 1.400(2) . ?
C9 C13 1.5196(19) . ?
C10 C12 1.3953(19) . ?
C10 C20 1.397(2) . ?
C10 C18 1.5214(19) 2_575 ?
C12 H12 0.989(18) . ?
C13 C17 1.528(2) . ?
C13 C21 1.528(2) . ?
C13 H13 0.964(17) . ?
C14 C20 1.391(2) . ?
C14 C15 1.394(2) . ?
C16 C17 1.3959(19) . ?
C17 C19 1.395(2) . ?
C18 C10 1.5214(19) 2_575 ?
C18 C22 1.525(2) . ?
C18 H18 0.970(19) . ?
C19 H19 0.986(19) . ?
C21 H21B 0.90(2) . ?
C21 H21C 0.95(2) . ?
C21 H21A 0.98(2) . ?
C22 H22A 0.98(2) . ?
C22 H22C 0.96(2) . ?
C22 H22B 0.99(2) . ?
