#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:37:24 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179589 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/54/4505421.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_4505421
loop_
_publ_author_name
'Ma, Bao-Qing'
'Coppens, Philip'
_publ_section_title
;
 Variable Conformation of Benzophenone in a Series of Resorcinarene-Based
 Supramolecular Frameworks
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1377
_journal_paper_doi               10.1021/cg0499562
_journal_volume                  4
_journal_year                    2004
_chemical_formula_sum            'C75 H76 N8 O10'
_chemical_formula_weight         1249.44
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 114.671(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   26.4564(18)
_cell_length_b                   15.230(2)
_cell_length_c                   17.4736(16)
_cell_measurement_temperature    90(1)
_cell_volume                     6398.0(11)
_computing_cell_refinement       SMART
_computing_data_collection       SMART
_computing_data_reduction        SAINT
_computing_molecular_graphics    XP
_computing_publication_material  XCIF
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90(1)
_diffrn_measured_fraction_theta_full 0.870
_diffrn_measured_fraction_theta_max 0.870
_diffrn_measurement_device_type  'SMART CCD 1000'
_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  0.0557
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            26494
_diffrn_reflns_theta_full        30.94
_diffrn_reflns_theta_max         30.94
_diffrn_reflns_theta_min         1.58
_exptl_absorpt_coefficient_mu    0.087
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2648
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.122
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       0.0045(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     563
_refine_ls_number_reflns         8821
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.1104
_refine_ls_R_factor_gt           0.0810
_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)+(0.1660P)²+5.4257P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2347
_refine_ls_wR_factor_ref         0.2675
_reflns_number_gt                6025
_reflns_number_total             8821
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg0499562si20040122_042144.cif
_cod_data_source_block           c2c
_cod_original_cell_volume        6398.1(11)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4505421
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+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
O1 O 0.33391(7) 0.23793(11) 0.48632(9) 0.0314(4) Uani 1 1 d .
O2 O 0.30644(7) 0.22445(12) 0.74057(11) 0.0348(4) Uani 1 1 d .
H2 H 0.2955(17) 0.280(3) 0.721(3) 0.069(11) Uiso 1 1 d .
O3 O 0.38443(8) 0.24871(13) 0.89772(13) 0.0409(4) Uani 1 1 d .
H3 H 0.3620(16) 0.230(3) 0.850(3) 0.058(10) Uiso 1 1 d .
O4 O 0.57751(8) 0.24706(15) 1.05071(13) 0.0510(6) Uani 1 1 d .
H4 H 0.6099(17) 0.232(3) 1.040(2) 0.065(11) Uiso 1 1 d .
O5 O 0.0829(4) 0.9479(5) 0.2191(9) 0.167(5) Uani 0.50 1 d P
O6 O -0.0545(6) 1.0591(10) -0.0731(8) 0.220(8) Uani 0.50 1 d P
N1 N 0.21672(10) 1.10831(14) 0.28363(14) 0.0407(5) Uani 1 1 d .
N2 N 0.31461(10) 0.40910(14) 0.49149(14) 0.0428(5) Uani 1 1 d .
N3 N 0.26151(7) 0.80614(12) 0.39464(11) 0.0264(4) Uani 1 1 d .
N4 N 0.26438(7) 0.71514(12) 0.40572(11) 0.0273(4) Uani 1 1 d .
C1 C 0.40904(10) -0.01329(15) 0.53730(13) 0.0295(5) Uani 1 1 d .
C2 C 0.40645(9) 0.08745(14) 0.53252(12) 0.0252(4) Uani 1 1 d .
H2A H 0.3838(11) 0.1039(17) 0.4693(17) 0.031(7) Uiso 1 1 d .
C3 C 0.38002(8) 0.12619(13) 0.58797(12) 0.0234(4) Uani 1 1 d .
C4 C 0.34517(9) 0.19938(14) 0.56336(13) 0.0263(4) Uani 1 1 d .
C5 C 0.32076(10) 0.23282(15) 0.61366(14) 0.0294(4) Uani 1 1 d .
H5A H 0.2935(12) 0.282(2) 0.5939(18) 0.039(7) Uiso 1 1 d .
C6 C 0.33198(9) 0.19446(14) 0.69152(13) 0.0274(4) Uani 1 1 d .
C7 C 0.36770(8) 0.12290(13) 0.71980(12) 0.0240(4) Uani 1 1 d .
C8 C 0.39069(8) 0.09057(14) 0.66700(12) 0.0232(4) Uani 1 1 d .
H8A H 0.4147(10) 0.0435(16) 0.6865(15) 0.018(5) Uiso 1 1 d .
C9 C 0.38253(9) 0.08396(14) 0.80693(12) 0.0249(4) Uani 1 1 d .
H9A H 0.3522(11) 0.1005(18) 0.8223(17) 0.030(7) Uiso 1 1 d .
C10 C 0.38535(10) -0.01642(14) 0.80703(14) 0.0297(5) Uani 1 1 d .
H10A H 0.3488(12) -0.0396(19) 0.7705(18) 0.033(7) Uiso 1 1 d .
H10C H 0.4137(12) -0.0425(19) 0.7832(18) 0.037(7) Uiso 1 1 d .
H10B H 0.3938(11) -0.0383(18) 0.8643(18) 0.032(7) Uiso 1 1 d .
C11 C 0.43513(9) 0.12722(13) 0.87084(12) 0.0247(4) Uani 1 1 d .
C12 C 0.43291(10) 0.20534(15) 0.91206(14) 0.0314(5) Uani 1 1 d .
C13 C 0.48116(11) 0.24228(17) 0.97167(16) 0.0385(6) Uani 1 1 d .
H13A H 0.4799(13) 0.298(2) 0.998(2) 0.049(8) Uiso 1 1 d .
C14 C 0.53242(10) 0.20567(17) 0.98997(15) 0.0352(5) Uani 1 1 d .
C15 C 0.53714(9) 0.12871(14) 0.94871(12) 0.0250(4) Uani 1 1 d .
C16 C 0.48793(9) 0.09237(13) 0.89036(12) 0.0232(4) Uani 1 1 d .
H16A H 0.4894(9) 0.0467(17) 0.8605(15) 0.020(5) Uiso 1 1 d .
C17 C 0.18507(18) 1.0549(2) 0.22364(18) 0.0625(10) Uani 1 1 d .
H17A H 0.1675(17) 1.077(3) 0.177(3) 0.073(12) Uiso 1 1 d .
C18 C 0.18612(17) 0.9642(2) 0.23229(18) 0.0593(9) Uani 1 1 d .
H18A H 0.1702(15) 0.937(3) 0.194(2) 0.059(10) Uiso 1 1 d .
C19 C 0.22261(9) 0.92662(15) 0.30733(13) 0.0294(5) Uani 1 1 d .
C20 C 0.25709(10) 0.98341(16) 0.36881(17) 0.0368(5) Uani 1 1 d .
H20A H 0.2856(13) 0.961(2) 0.425(2) 0.047(8) Uiso 1 1 d .
C21 C 0.25296(11) 1.07253(18) 0.35427(19) 0.0395(6) Uani 1 1 d .
H21A H 0.2704(14) 1.107(2) 0.388(2) 0.047(9) Uiso 1 1 d .
C22 C 0.22581(8) 0.83026(14) 0.32157(13) 0.0267(4) Uani 1 1 d .
C23 C 0.18841(11) 0.77214(18) 0.25196(15) 0.0368(5) Uani 1 1 d .
H23B H 0.1480(15) 0.785(2) 0.238(2) 0.054(9) Uiso 1 1 d .
H23A H 0.1960(19) 0.709(3) 0.267(3) 0.087(14) Uiso 1 1 d .
H23C H 0.1955(12) 0.7800(19) 0.1980(18) 0.035(7) Uiso 1 1 d .
C24 C 0.30331(9) 0.68907(14) 0.47572(13) 0.0263(4) Uani 1 1 d .
C25 C 0.34399(10) 0.74580(17) 0.54339(14) 0.0307(5) Uani 1 1 d .
H25C H 0.3341(13) 0.807(2) 0.536(2) 0.048(8) Uiso 1 1 d .
H25B H 0.3519(15) 0.724(2) 0.599(2) 0.061(10) Uiso 1 1 d .
H25A H 0.3750(14) 0.746(2) 0.541(2) 0.040(8) Uiso 1 1 d .
C26 C 0.30713(9) 0.59223(15) 0.48475(14) 0.0301(5) Uani 1 1 d .
C27 C 0.26210(12) 0.53989(18) 0.43620(18) 0.0442(6) Uani 1 1 d .
H27A H 0.2252(13) 0.565(2) 0.396(2) 0.048(8) Uiso 1 1 d .
C28 C 0.26715(14) 0.45007(19) 0.44214(19) 0.0484(7) Uani 1 1 d .
H28A H 0.2373(15) 0.413(2) 0.415(2) 0.055(9) Uiso 1 1 d .
C29 C 0.35588(14) 0.4591(2) 0.5408(2) 0.0556(8) Uani 1 1 d .
H29A H 0.386(2) 0.426(4) 0.570(3) 0.102(16) Uiso 1 1 d .
C30 C 0.35423(13) 0.5499(2) 0.5403(2) 0.0486(7) Uani 1 1 d .
H30A H 0.3834(16) 0.580(3) 0.563(2) 0.062(10) Uiso 1 1 d .
C31 C 0.0195(3) 0.6868(6) 0.2562(6) 0.070(2) Uani 0.50 1 d P
C31' C 0.0025(4) 0.7100(6) 0.1915(6) 0.070(2) Uani 0.50 1 d P
C32 C 0.0228(2) 0.7771(7) 0.1945(4) 0.129(3) Uani 1 1 d .
C33 C 0.0110(3) 0.8503(4) 0.2236(6) 0.144(3) Uani 1 1 d .
C34 C 0.0439(3) 0.9497(6) 0.2356(6) 0.076(2) Uani 0.50 1 d P
C35 C 0.0259(2) 1.0386(3) 0.2500(3) 0.0910(14) Uani 1 1 d .
C36 C 0.0513(2) 1.1156(4) 0.2493(4) 0.0939(15) Uani 1 1 d .
C37 C 0.0250(2) 1.1947(3) 0.2513(4) 0.0899(14) Uani 1 1 d .
C38 C -0.0249(3) 1.0084(5) -0.0022(6) 0.130(2) Uani 1 1 d .
H1A H 0.3749(14) -0.039(2) 0.520(2) 0.047(8) Uiso 1 1 d .
H1 H 0.3268(13) 0.293(2) 0.487(2) 0.047(9) Uiso 1 1 d .
H1C H 0.4237(14) -0.037(2) 0.495(2) 0.056(9) Uiso 1 1 d .
H1B H 0.4323(11) -0.0396(17) 0.5957(17) 0.028(6) Uiso 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'
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
C17 N1 C21 117.4(2) . .
C29 N2 C28 116.7(2) . .
C22 N3 N4 113.34(18) . .
C24 N4 N3 114.36(18) . .
C15 C2 C3 111.72(16) 2_656 .
C15 C2 C1 112.50(18) 2_656 .
C3 C2 C1 111.86(16) . .
C4 C3 C8 116.71(18) . .
C4 C3 C2 122.05(17) . .
C8 C3 C2 121.23(18) . .
O1 C4 C5 119.55(19) . .
O1 C4 C3 119.06(18) . .
C5 C4 C3 121.38(18) . .
C4 C5 C6 119.9(2) . .
O2 C6 C7 118.53(18) . .
O2 C6 C5 120.7(2) . .
C7 C6 C5 120.75(18) . .
C8 C7 C6 117.54(18) . .
C8 C7 C9 121.57(18) . .
C6 C7 C9 120.85(17) . .
C7 C8 C3 123.65(19) . .
C11 C9 C7 109.84(16) . .
C11 C9 C10 113.71(18) . .
C7 C9 C10 112.44(17) . .
C16 C11 C12 116.6(2) . .
C16 C11 C9 121.94(18) . .
C12 C11 C9 121.41(19) . .
O3 C12 C13 116.1(2) . .
O3 C12 C11 123.4(2) . .
C13 C12 C11 120.4(2) . .
C14 C13 C12 121.3(2) . .
O4 C14 C13 116.6(2) . .
O4 C14 C15 122.9(2) . .
C13 C14 C15 120.5(2) . .
C16 C15 C14 116.79(19) . .
C16 C15 C2 121.81(18) . 2_656
C14 C15 C2 121.40(19) . 2_656
C15 C16 C11 124.24(19) . .
N1 C17 C18 123.5(3) . .
C19 C18 C17 119.2(3) . .
C20 C19 C18 116.7(2) . .
C20 C19 C22 121.0(2) . .
C18 C19 C22 122.3(2) . .
C21 C20 C19 119.8(2) . .
N1 C21 C20 123.3(3) . .
N3 C22 C19 114.58(19) . .
N3 C22 C23 127.0(2) . .
C19 C22 C23 118.45(19) . .
N4 C24 C26 113.53(19) . .
N4 C24 C25 126.7(2) . .
C26 C24 C25 119.71(19) . .
C30 C26 C27 117.0(2) . .
C30 C26 C24 122.8(2) . .
C27 C26 C24 120.2(2) . .
C28 C27 C26 119.6(3) . .
N2 C28 C27 123.1(3) . .
N2 C29 C30 124.0(3) . .
C26 C30 C29 119.3(3) . .
C31 C31 C31' 80.0(12) 2 .
C31 C31 C31' 54.1(9) 2 2
C31' C31 C31' 121.4(10) . 2
C31 C31 C32 100.6(8) 2 .
C31' C31 C32 38.6(6) . .
C31' C31 C32 111.1(7) 2 .
C31 C31' C32 105.1(10) . .
C31 C31' C31 45.9(8) . 2
C32 C31' C31 122.8(10) . 2
C31' C32 C33 126.3(7) . .
C31' C32 C31 36.3(7) . .
C33 C32 C31 110.1(5) . .
C33 C33 C32 122.1(5) 2 .
C33 C33 C34 105.8(6) 2 .
C32 C33 C34 127.3(6) . .
O5 C34 C35 115.7(8) . .
O5 C34 C33 113.6(7) . .
C35 C34 C33 129.9(5) . .
C36 C35 C35 120.0(3) . 2
C36 C35 C34 126.2(5) . .
C35 C35 C34 112.9(4) 2 .
C35 C36 C37 119.5(4) . .
C37 C37 C36 120.4(3) 2 .
C38 C38 O6 109.8(12) 5_575 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C4 1.382(2) .
O2 C6 1.372(2) .
O3 C12 1.370(3) .
O4 C14 1.375(3) .
O5 C34 1.182(9) .
O6 C38 1.391(14) .
N1 C17 1.315(4) .
N1 C21 1.324(4) .
N2 C29 1.315(4) .
N2 C28 1.344(4) .
N3 C22 1.285(3) .
N3 N4 1.397(3) .
N4 C24 1.290(3) .
C1 C2 1.537(3) .
C2 C15 1.524(3) 2_656
C2 C3 1.530(3) .
C3 C4 1.395(3) .
C3 C8 1.398(3) .
C4 C5 1.387(3) .
C5 C6 1.394(3) .
C6 C7 1.391(3) .
C7 C8 1.390(3) .
C7 C9 1.525(3) .
C9 C11 1.523(3) .
C9 C10 1.531(3) .
C11 C16 1.397(3) .
C11 C12 1.405(3) .
C12 C13 1.386(3) .
C13 C14 1.375(3) .
C14 C15 1.409(3) .
C15 C16 1.390(3) .
C15 C2 1.524(3) 2_656
C17 C18 1.388(5) .
C18 C19 1.386(4) .
C19 C20 1.384(3) .
C19 C22 1.485(3) .
C20 C21 1.377(4) .
C22 C23 1.496(3) .
C24 C26 1.482(3) .
C24 C25 1.497(3) .
C26 C30 1.379(4) .
C26 C27 1.390(3) .
C27 C28 1.374(4) .
C29 C30 1.383(4) .
C31 C31 0.964(15) 2
C31 C31' 1.086(12) .
C31 C31' 1.321(12) 2
C31 C32 1.772(13) .
C31' C32 1.145(11) .
C31' C31 1.321(12) 2
C32 C33 1.315(10) .
C33 C33 1.281(12) 2
C33 C34 1.714(11) .
C34 C35 1.490(9) .
C35 C36 1.355(7) .
C35 C35 1.373(10) 2
C36 C37 1.399(7) .
C37 C37 1.307(9) 2
C38 C38 1.314(13) 5_575
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 N2 0.86(4) 1.81(4) 2.665(3) 177(4) .
O2 H2 N1 0.91(4) 1.73(4) 2.612(3) 163(4) 7_566
O3 H3 O2 0.84(4) 1.87(4) 2.684(3) 163(4) .
O4 H4 O1 0.98(4) 1.73(4) 2.683(3) 163(3) 2_656
