#------------------------------------------------------------------------------
#$Date: 2025-08-22 14:50:14 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301863 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/90/7209078.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_7209078
loop_
_publ_author_name
'Klien, Henrik'
'Seichter, Wilhelm'
'Weber, Edwin'
_publ_section_title
;
 Crystalline inclusion compounds of new elongated bisfluorenol hosts with
 protic guest molecules
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              586
_journal_paper_doi               10.1039/c2ce26518d
_journal_volume                  15
_journal_year                    2013
_chemical_formula_moiety         'C44 H30 O2, 2(C4 H10 O)'
_chemical_formula_sum            'C52 H50 O4'
_chemical_formula_weight         738.92
_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                93.415(1)
_cell_angle_beta                 100.351(1)
_cell_angle_gamma                110.989(1)
_cell_formula_units_Z            1
_cell_length_a                   8.9750(2)
_cell_length_b                   10.0343(2)
_cell_length_c                   12.5415(3)
_cell_measurement_reflns_used    9936
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      34.55
_cell_measurement_theta_min      2.49
_cell_volume                     1027.87(4)
_computing_cell_refinement       'SAINT-NT (Sheldrick, 2008)'
_computing_data_collection       'Kappa APEX 2 (Bruker-AXS)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'ORTEP-3 (Farrugia)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and 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  0.0259
_diffrn_reflns_av_sigmaI/netI    0.0217
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            24430
_diffrn_reflns_theta_full        29.10
_diffrn_reflns_theta_max         29.10
_diffrn_reflns_theta_min         2.19
_diffrn_standards_decay_%        <1%
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.194
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             394
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         5518
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0659
_refine_ls_R_factor_gt           0.0557
_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)+(0.0769P)²+0.7634P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1476
_refine_ls_wR_factor_ref         0.1575
_reflns_number_gt                4662
_reflns_number_total             5518
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce26518d.txt
_cod_data_source_block           klien_14_0m
_cod_database_code               7209078
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 0.95972(13) 0.03301(12) 0.36411(8) 0.0222(2) Uani 1 1 d .
H1 H 0.9493 0.0843 0.4155 0.033 Uiso 1 1 calc R
C1 C 0.83938(17) -0.09308(14) 0.18353(11) 0.0172(3) Uani 1 1 d .
C2 C 0.96291(18) -0.10019(16) 0.13465(13) 0.0222(3) Uani 1 1 d .
H2 H 1.0689 -0.0264 0.1536 0.027 Uiso 1 1 calc R
C3 C 0.9284(2) -0.21854(17) 0.05672(14) 0.0273(3) Uani 1 1 d .
H3 H 1.0113 -0.2251 0.0216 0.033 Uiso 1 1 calc R
C4 C 0.7734(2) -0.32674(16) 0.03017(14) 0.0270(3) Uani 1 1 d .
H4 H 0.7514 -0.4059 -0.0238 0.032 Uiso 1 1 calc R
C5 C 0.65024(19) -0.32112(15) 0.08116(13) 0.0231(3) Uani 1 1 d .
H5 H 0.5452 -0.3963 0.0637 0.028 Uiso 1 1 calc R
C6 C 0.68399(17) -0.20308(14) 0.15822(12) 0.0180(3) Uani 1 1 d .
C7 C 0.57903(17) -0.16383(14) 0.22061(11) 0.0175(3) Uani 1 1 d .
C8 C 0.41540(18) -0.23444(16) 0.22219(13) 0.0227(3) Uani 1 1 d .
H8 H 0.3529 -0.3249 0.1787 0.027 Uiso 1 1 calc R
C9 C 0.34447(19) -0.16993(17) 0.28880(13) 0.0258(3) Uani 1 1 d .
H9 H 0.2324 -0.2166 0.2904 0.031 Uiso 1 1 calc R
C10 C 0.43610(19) -0.03798(17) 0.35293(13) 0.0248(3) Uani 1 1 d .
H10 H 0.3863 0.0039 0.3986 0.030 Uiso 1 1 calc R
C11 C 0.60074(18) 0.03375(16) 0.35093(11) 0.0207(3) Uani 1 1 d .
H11 H 0.6633 0.1241 0.3946 0.025 Uiso 1 1 calc R
C12 C 0.67038(16) -0.02968(14) 0.28399(11) 0.0167(3) Uani 1 1 d .
C13 C 0.84549(16) 0.02655(14) 0.26673(11) 0.0160(3) Uani 1 1 d .
C14 C 0.89588(15) 0.17461(14) 0.22638(11) 0.0153(2) Uani 1 1 d .
C15 C 1.04492(16) 0.28235(15) 0.27866(12) 0.0191(3) Uani 1 1 d .
H15 H 1.1147 0.2609 0.3356 0.023 Uiso 1 1 calc R
C16 C 1.09311(17) 0.42048(15) 0.24886(12) 0.0217(3) Uani 1 1 d .
H16 H 1.1952 0.4920 0.2853 0.026 Uiso 1 1 calc R
C17 C 0.99330(18) 0.45381(15) 0.16669(13) 0.0222(3) Uani 1 1 d .
H17 H 1.0245 0.5487 0.1475 0.027 Uiso 1 1 calc R
C18 C 0.84638(17) 0.34682(15) 0.11225(12) 0.0199(3) Uani 1 1 d .
H18 H 0.7779 0.3695 0.0552 0.024 Uiso 1 1 calc R
C19 C 0.79699(15) 0.20661(14) 0.13942(11) 0.0152(2) Uani 1 1 d .
C20 C 0.64322(16) 0.09775(14) 0.06973(10) 0.0146(2) Uani 1 1 d .
C21 C 0.49070(16) 0.09508(14) 0.08129(11) 0.0160(3) Uani 1 1 d .
H21 H 0.4836 0.1604 0.1364 0.019 Uiso 1 1 calc R
C22 C 0.65096(16) 0.00237(14) -0.01286(11) 0.0162(3) Uani 1 1 d .
H22 H 0.7543 0.0042 -0.0223 0.019 Uiso 1 1 calc R
O1A O 1.03776(16) 0.81716(12) 0.44708(10) 0.0301(3) Uani 1 1 d .
H1A H 0.9955 0.8610 0.4038 0.045 Uiso 1 1 calc R
C1A C 0.9543(3) 0.6677(2) 0.4170(3) 0.0667(9) Uani 1 1 d .
H1A1 H 0.9989 0.6187 0.4733 0.080 Uiso 1 1 calc R
H1A2 H 0.9803 0.6406 0.3474 0.080 Uiso 1 1 calc R
C2A C 0.7755(2) 0.61015(18) 0.40284(14) 0.0298(3) Uani 1 1 d .
H2A1 H 0.7307 0.6593 0.3468 0.036 Uiso 1 1 calc R
H2A2 H 0.7492 0.6363 0.4725 0.036 Uiso 1 1 calc R
C3A C 0.6890(3) 0.4521(2) 0.3704(3) 0.0640(8) Uani 1 1 d .
H3A1 H 0.7200 0.4259 0.3026 0.077 Uiso 1 1 calc R
H3A2 H 0.7315 0.4037 0.4280 0.077 Uiso 1 1 calc R
C4A C 0.5112(3) 0.3913(3) 0.3513(3) 0.0629(8) Uani 1 1 d .
H4A1 H 0.4764 0.4227 0.4148 0.094 Uiso 1 1 calc R
H4A2 H 0.4725 0.2859 0.3402 0.094 Uiso 1 1 calc R
H4A3 H 0.4650 0.4245 0.2861 0.094 Uiso 1 1 calc R
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
C13 O1 H1 109.5 .
C2 C1 C6 121.23(13) .
C2 C1 C13 128.00(13) .
C6 C1 C13 110.77(12) .
C1 C2 C3 118.40(14) .
C1 C2 H2 120.8 .
C3 C2 H2 120.8 .
C4 C3 C2 120.46(14) .
C4 C3 H3 119.8 .
C2 C3 H3 119.8 .
C5 C4 C3 121.11(14) .
C5 C4 H4 119.4 .
C3 C4 H4 119.4 .
C4 C5 C6 118.54(14) .
C4 C5 H5 120.7 .
C6 C5 H5 120.7 .
C5 C6 C1 120.24(13) .
C5 C6 C7 131.05(13) .
C1 C6 C7 108.65(12) .
C8 C7 C12 120.50(13) .
C8 C7 C6 130.84(13) .
C12 C7 C6 108.63(12) .
C7 C8 C9 118.69(14) .
C7 C8 H8 120.7 .
C9 C8 H8 120.7 .
C10 C9 C8 120.67(14) .
C10 C9 H9 119.7 .
C8 C9 H9 119.7 .
C9 C10 C11 120.72(14) .
C9 C10 H10 119.6 .
C11 C10 H10 119.6 .
C12 C11 C10 118.53(14) .
C12 C11 H11 120.7 .
C10 C11 H11 120.7 .
C11 C12 C7 120.89(13) .
C11 C12 C13 128.61(13) .
C7 C12 C13 110.51(12) .
O1 C13 C1 107.98(11) .
O1 C13 C12 111.34(11) .
C1 C13 C12 101.44(10) .
O1 C13 C14 109.34(11) .
C1 C13 C14 113.20(11) .
C12 C13 C14 113.27(11) .
C15 C14 C19 118.60(12) .
C15 C14 C13 118.84(12) .
C19 C14 C13 122.55(11) .
C16 C15 C14 121.25(13) .
C16 C15 H15 119.4 .
C14 C15 H15 119.4 .
C17 C16 C15 120.24(13) .
C17 C16 H16 119.9 .
C15 C16 H16 119.9 .
C16 C17 C18 119.13(13) .
C16 C17 H17 120.4 .
C18 C17 H17 120.4 .
C17 C18 C19 121.58(13) .
C17 C18 H18 119.2 .
C19 C18 H18 119.2 .
C18 C19 C14 119.10(12) .
C18 C19 C20 116.89(12) .
C14 C19 C20 123.97(12) .
C21 C20 C22 118.84(12) .
C21 C20 C19 120.97(12) .
C22 C20 C19 120.08(12) .
C22 C21 C20 120.43(12) 2_655
C22 C21 H21 119.8 2_655
C20 C21 H21 119.8 .
C21 C22 C20 120.72(12) 2_655
C21 C22 H22 119.6 2_655
C20 C22 H22 119.6 .
C1A O1A H1A 109.5 .
O1A C1A C2A 117.56(16) .
O1A C1A H1A1 107.9 .
C2A C1A H1A1 107.9 .
O1A C1A H1A2 107.9 .
C2A C1A H1A2 107.9 .
H1A1 C1A H1A2 107.2 .
C1A C2A C3A 116.92(16) .
C1A C2A H2A1 108.1 .
C3A C2A H2A1 108.1 .
C1A C2A H2A2 108.1 .
C3A C2A H2A2 108.1 .
H2A1 C2A H2A2 107.3 .
C4A C3A C2A 118.68(19) .
C4A C3A H3A1 107.6 .
C2A C3A H3A1 107.6 .
C4A C3A H3A2 107.6 .
C2A C3A H3A2 107.6 .
H3A1 C3A H3A2 107.1 .
C3A C4A H4A1 109.5 .
C3A C4A H4A2 109.5 .
H4A1 C4A H4A2 109.5 .
C3A C4A H4A3 109.5 .
H4A1 C4A H4A3 109.5 .
H4A2 C4A H4A3 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C13 1.4282(16) .
O1 H1 0.8400 .
C1 C2 1.3806(19) .
C1 C6 1.4002(19) .
C1 C13 1.5217(18) .
C2 C3 1.397(2) .
C2 H2 0.9500 .
C3 C4 1.390(2) .
C3 H3 0.9500 .
C4 C5 1.389(2) .
C4 H4 0.9500 .
C5 C6 1.389(2) .
C5 H5 0.9500 .
C6 C7 1.4658(19) .
C7 C8 1.3877(19) .
C7 C12 1.4014(19) .
C8 C9 1.394(2) .
C8 H8 0.9500 .
C9 C10 1.390(2) .
C9 H9 0.9500 .
C10 C11 1.398(2) .
C10 H10 0.9500 .
C11 C12 1.3821(19) .
C11 H11 0.9500 .
C12 C13 1.5287(19) .
C13 C14 1.5357(18) .
C14 C15 1.3973(18) .
C14 C19 1.4065(18) .
C15 C16 1.392(2) .
C15 H15 0.9500 .
C16 C17 1.378(2) .
C16 H16 0.9500 .
C17 C18 1.3902(19) .
C17 H17 0.9500 .
C18 C19 1.3987(19) .
C18 H18 0.9500 .
C19 C20 1.4949(17) .
C20 C21 1.3933(18) .
C20 C22 1.3961(18) .
C21 C22 1.3879(18) 2_655
C21 H21 0.9500 .
C22 C21 1.3879(18) 2_655
C22 H22 0.9500 .
O1A C1A 1.407(2) .
O1A H1A 0.8400 .
C1A C2A 1.470(3) .
C1A H1A1 0.9900 .
C1A H1A2 0.9900 .
C2A C3A 1.487(3) .
C2A H2A1 0.9900 .
C2A H2A2 0.9900 .
C3A C4A 1.457(3) .
C3A H3A1 0.9900 .
C3A H3A2 0.9900 .
C4A H4A1 0.9800 .
C4A H4A2 0.9800 .
C4A H4A3 0.9800 .
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_4
C6 C1 C2 C3 1.6(2) .
C13 C1 C2 C3 -177.54(14) .
C1 C2 C3 C4 -0.6(2) .
C2 C3 C4 C5 -0.9(3) .
C3 C4 C5 C6 1.3(2) .
C4 C5 C6 C1 -0.2(2) .
C4 C5 C6 C7 176.62(15) .
C2 C1 C6 C5 -1.2(2) .
C13 C1 C6 C5 178.04(13) .
C2 C1 C6 C7 -178.73(13) .
C13 C1 C6 C7 0.56(15) .
C5 C6 C7 C8 1.1(3) .
C1 C6 C7 C8 178.26(14) .
C5 C6 C7 C12 -177.06(15) .
C1 C6 C7 C12 0.06(16) .
C12 C7 C8 C9 -0.6(2) .
C6 C7 C8 C9 -178.65(14) .
C7 C8 C9 C10 -0.4(2) .
C8 C9 C10 C11 0.8(2) .
C9 C10 C11 C12 -0.2(2) .
C10 C11 C12 C7 -0.9(2) .
C10 C11 C12 C13 179.56(13) .
C8 C7 C12 C11 1.3(2) .
C6 C7 C12 C11 179.73(12) .
C8 C7 C12 C13 -179.07(12) .
C6 C7 C12 C13 -0.65(15) .
C2 C1 C13 O1 -64.53(18) .
C6 C1 C13 O1 116.24(12) .
C2 C1 C13 C12 178.34(14) .
C6 C1 C13 C12 -0.89(14) .
C2 C1 C13 C14 56.66(18) .
C6 C1 C13 C14 -122.57(12) .
C11 C12 C13 O1 65.85(18) .
C7 C12 C13 O1 -113.73(13) .
C11 C12 C13 C1 -179.50(14) .
C7 C12 C13 C1 0.92(14) .
C11 C12 C13 C14 -57.87(18) .
C7 C12 C13 C14 122.55(12) .
O1 C13 C14 C15 6.88(17) .
C1 C13 C14 C15 -113.54(14) .
C12 C13 C14 C15 131.69(13) .
O1 C13 C14 C19 -172.45(12) .
C1 C13 C14 C19 67.14(16) .
C12 C13 C14 C19 -47.64(17) .
C19 C14 C15 C16 2.4(2) .
C13 C14 C15 C16 -176.94(12) .
C14 C15 C16 C17 0.2(2) .
C15 C16 C17 C18 -1.7(2) .
C16 C17 C18 C19 0.5(2) .
C17 C18 C19 C14 2.2(2) .
C17 C18 C19 C20 -175.36(13) .
C15 C14 C19 C18 -3.57(19) .
C13 C14 C19 C18 175.76(12) .
C15 C14 C19 C20 173.79(13) .
C13 C14 C19 C20 -6.9(2) .
C18 C19 C20 C21 -76.59(17) .
C14 C19 C20 C21 106.00(16) .
C18 C19 C20 C22 99.51(15) .
C14 C19 C20 C22 -77.91(17) .
C22 C20 C21 C22 1.0(2) 2_655
C19 C20 C21 C22 177.15(12) 2_655
C21 C20 C22 C21 -1.0(2) 2_655
C19 C20 C22 C21 -177.18(12) 2_655
O1A C1A C2A C3A 179.6(2) .
C1A C2A C3A C4A -177.6(3) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139196715
