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#$Date: 2016-08-07 11:37:46 +0300 (Sun, 07 Aug 2016) $
#$Revision: 185293 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/48/7224868.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_7224868
loop_
_publ_author_name
'Roy, Sandipan'
'Titi, Hatem M.'
'Goldberg, Israel'
_publ_section_title
;
 Supramolecular organic frameworks (SOFs) of
 tetrakis(4-hydroxyphenyl)porphyrin with efficient guest inclusion
;
_journal_issue                   19
_journal_name_full               CrystEngComm
_journal_page_first              3372
_journal_paper_doi               10.1039/C6CE00518G
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C44 H30 N4 O4. C12 H10 N2, 5.5(C H4 O)'
_chemical_formula_sum            'C61.5 H62 N6 O9.5'
_chemical_formula_weight         1037.17
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-03-28 deposited with the CCDC.
2016-04-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 119.674(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   32.937(4)
_cell_length_b                   6.2835(5)
_cell_length_c                   29.547(3)
_cell_measurement_reflns_used    4082
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      28.26
_cell_measurement_theta_min      1.42
_cell_volume                     5313.1(10)
_computing_cell_refinement       'Saint, Bruker-AXS'
_computing_data_collection       'Apex2, Bruker-AXS'
_computing_data_reduction        'Saint, Bruker-AXS'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_diffrn_ambient_temperature      110(2)
_diffrn_detector_area_resol_mean 1.75
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'ApexDuo, Bruker-AXS'
_diffrn_measurement_method       '1 deg. φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1648
_diffrn_reflns_av_unetI/netI     0.1113
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            24499
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.268
_diffrn_reflns_theta_min         1.423
_diffrn_source                   'ImuS micro-focus'
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, Bruker-AXS'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_description       needle
_exptl_crystal_F_000             2196
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_platon_squeeze_details
;
 Disordered crystallization solvent.
;
_refine_diff_density_max         0.507
_refine_diff_density_min         -0.553
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         6585
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.965
_refine_ls_R_factor_all          0.1047
_refine_ls_R_factor_gt           0.0645
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1667
_refine_ls_wR_factor_ref         0.1813
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4082
_reflns_number_total             6585
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce00518g2.cif
_cod_data_source_block           sn32sq
_cod_depositor_comments
'Adding full bibliography for 7224863--7224869.cif.'
_cod_original_cell_volume        5313.0(9)
_cod_database_code               7224868
_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   0.981
_shelx_estimated_absorpt_t_max   0.992
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O1 O 0.75563(4) 1.0905(2) 0.82679(5) 0.0304(3) Uani 1 1 d . .
H1 H 0.7575 0.9601 0.8472 0.046 Uiso 1 1 d R U
O2 O 0.63131(6) -0.0722(3) 0.40824(9) 0.0727(6) Uani 1 1 d . .
H2 H 0.6196 -0.1911 0.4080 0.109 Uiso 1 1 calc R U
N1 N 0.56016(5) 0.8060(2) 0.54316(5) 0.0230(3) Uani 1 1 d . .
H1A H 0.5325 0.8675 0.5280 0.028 Uiso 1 1 calc R U
N2 N 0.52206(5) 1.1973(2) 0.56178(5) 0.0231(3) Uani 1 1 d . .
N3 N 0.75962(6) 0.7763(3) 0.89198(6) 0.0338(4) Uani 1 1 d . .
C1 C 0.64050(6) 1.0422(3) 0.67649(6) 0.0231(4) Uani 1 1 d . .
C2 C 0.57292(6) 0.6441(3) 0.52177(6) 0.0225(4) Uani 1 1 d . .
C3 C 0.71771(6) 1.0695(3) 0.77805(6) 0.0239(4) Uani 1 1 d . .
C4 C 0.59656(6) 0.8595(3) 0.59170(6) 0.0230(4) Uani 1 1 d . .
C5 C 0.56891(6) 0.3930(3) 0.45492(7) 0.0244(4) Uani 1 1 d . .
C6 C 0.49867(6) 1.3693(3) 0.56609(7) 0.0234(4) Uani 1 1 d . .
C7 C 0.56331(6) 1.1874(3) 0.60882(6) 0.0243(4) Uani 1 1 d . .
C8 C 0.54648(6) 0.5594(3) 0.47144(6) 0.0227(4) Uani 1 1 d . .
C9 C 0.59819(6) 1.0298(3) 0.62312(6) 0.0227(4) Uani 1 1 d . .
C10 C 0.63429(6) 0.7168(3) 0.60189(7) 0.0242(4) Uani 1 1 d . .
H10 H 0.6640 0.7133 0.6327 0.029 Uiso 1 1 calc R U
C11 C 0.65128(6) 0.8768(3) 0.71215(6) 0.0259(4) Uani 1 1 d . .
H11 H 0.6321 0.7534 0.7020 0.031 Uiso 1 1 calc R U
C12 C 0.66976(6) 1.2210(3) 0.69260(7) 0.0249(4) Uani 1 1 d . .
H12 H 0.6636 1.3344 0.6688 0.030 Uiso 1 1 calc R U
C13 C 0.70779(6) 1.2352(3) 0.74309(7) 0.0254(4) Uani 1 1 d . .
H13 H 0.7269 1.3588 0.7535 0.030 Uiso 1 1 calc R U
C14 C 0.62008(6) 0.5876(3) 0.55977(7) 0.0254(4) Uani 1 1 d . .
H14 H 0.6382 0.4786 0.5561 0.030 Uiso 1 1 calc R U
C15 C 0.68952(6) 0.8886(3) 0.76226(7) 0.0272(4) Uani 1 1 d . .
H15 H 0.6964 0.7732 0.7857 0.033 Uiso 1 1 calc R U
C16 C 0.56606(6) 1.3606(3) 0.64254(7) 0.0291(4) Uani 1 1 d . .
H16 H 0.5910 1.3889 0.6766 0.035 Uiso 1 1 calc R U
C17 C 0.52623(6) 1.4742(3) 0.61617(7) 0.0286(4) Uani 1 1 d . .
H17 H 0.5178 1.5983 0.6280 0.034 Uiso 1 1 calc R U
C18 C 0.74429(7) 0.4765(3) 0.95301(7) 0.0315(4) Uani 1 1 d . .
C19 C 0.58281(7) 0.1966(3) 0.48026(8) 0.0320(5) Uani 1 1 d . .
H19 H 0.5779 0.1673 0.5087 0.038 Uiso 1 1 calc R U
C20 C 0.57698(7) 0.4315(3) 0.41359(8) 0.0332(5) Uani 1 1 d . .
H20 H 0.5683 0.5647 0.3961 0.040 Uiso 1 1 calc R U
C21 C 0.73576(7) 0.3280(3) 0.98577(8) 0.0347(5) Uani 1 1 d . .
H21 H 0.7075 0.3448 0.9867 0.042 Uiso 1 1 calc R U
C22 C 0.71998(7) 0.6688(4) 0.93778(7) 0.0370(5) Uani 1 1 d . .
H22 H 0.6973 0.7010 0.9478 0.044 Uiso 1 1 calc R U
C23 C 0.61062(7) 0.0824(4) 0.42285(10) 0.0417(5) Uani 1 1 d . .
C24 C 0.60371(7) 0.0433(3) 0.46448(10) 0.0422(5) Uani 1 1 d . .
H24 H 0.6133 -0.0887 0.4824 0.051 Uiso 1 1 calc R U
C25 C 0.72866(7) 0.8122(4) 0.90834(7) 0.0376(5) Uani 1 1 d . .
H25 H 0.7120 0.9429 0.8991 0.045 Uiso 1 1 calc R U
C26 C 0.77608(8) 0.4389(4) 0.93534(9) 0.0405(5) Uani 1 1 d . .
H26 H 0.7932 0.3094 0.9438 0.049 Uiso 1 1 calc R U
C27 C 0.59759(7) 0.2769(4) 0.39757(8) 0.0425(6) Uani 1 1 d . .
H27 H 0.6027 0.3051 0.3692 0.051 Uiso 1 1 calc R U
C28 C 0.78238(8) 0.5908(4) 0.90556(9) 0.0418(5) Uani 1 1 d . .
H28 H 0.8041 0.5616 0.8941 0.050 Uiso 1 1 calc R U
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'
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'
H H 0.0000 0.0000 '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
C3 O1 H1 107.9 . .
C23 O2 H2 109.5 . .
C2 N1 C4 110.70(14) . .
C2 N1 H1A 124.6 . .
C4 N1 H1A 124.6 . .
C6 N2 C7 105.07(14) . .
C28 N3 C25 116.76(18) . .
C11 C1 C12 117.76(16) . .
C11 C1 C9 120.74(16) . .
C12 C1 C9 121.49(15) . .
N1 C2 C8 126.83(16) . .
N1 C2 C14 106.41(14) . .
C8 C2 C14 126.63(17) . .
O1 C3 C13 117.87(16) . .
O1 C3 C15 122.74(16) . .
C13 C3 C15 119.38(16) . .
N1 C4 C9 127.13(16) . .
N1 C4 C10 106.36(15) . .
C9 C4 C10 126.31(16) . .
C20 C5 C19 117.97(18) . .
C20 C5 C8 120.27(17) . .
C19 C5 C8 121.76(16) . .
N2 C6 C8 126.69(16) . 5_676
N2 C6 C17 110.84(15) . .
C8 C6 C17 122.47(17) 5_676 .
N2 C7 C9 125.49(16) . .
N2 C7 C16 110.72(15) . .
C9 C7 C16 123.79(16) . .
C2 C8 C6 124.71(17) . 5_676
C2 C8 C5 117.60(15) . .
C6 C8 C5 117.54(15) 5_676 .
C4 C9 C7 125.34(15) . .
C4 C9 C1 116.53(15) . .
C7 C9 C1 118.13(15) . .
C14 C10 C4 108.07(15) . .
C14 C10 H10 126.0 . .
C4 C10 H10 126.0 . .
C15 C11 C1 121.46(17) . .
C15 C11 H11 119.3 . .
C1 C11 H11 119.3 . .
C13 C12 C1 121.07(16) . .
C13 C12 H12 119.5 . .
C1 C12 H12 119.5 . .
C3 C13 C12 120.23(17) . .
C3 C13 H13 119.9 . .
C12 C13 H13 119.9 . .
C10 C14 C2 108.43(16) . .
C10 C14 H14 125.8 . .
C2 C14 H14 125.8 . .
C11 C15 C3 120.09(17) . .
C11 C15 H15 120.0 . .
C3 C15 H15 120.0 . .
C17 C16 C7 106.75(16) . .
C17 C16 H16 126.6 . .
C7 C16 H16 126.6 . .
C16 C17 C6 106.60(17) . .
C16 C17 H17 126.7 . .
C6 C17 H17 126.7 . .
C22 C18 C26 116.18(19) . .
C22 C18 C21 119.76(17) . .
C26 C18 C21 124.06(19) . .
C24 C19 C5 121.12(19) . .
C24 C19 H19 119.4 . .
C5 C19 H19 119.4 . .
C5 C20 C27 120.8(2) . .
C5 C20 H20 119.6 . .
C27 C20 H20 119.6 . .
C21 C21 C18 125.5(2) 7_657 .
C21 C21 H21 117.3 7_657 .
C18 C21 H21 117.3 . .
C25 C22 C18 120.32(19) . .
C25 C22 H22 119.8 . .
C18 C22 H22 119.8 . .
O2 C23 C24 118.8(2) . .
O2 C23 C27 121.6(2) . .
C24 C23 C27 119.63(19) . .
C23 C24 C19 120.2(2) . .
C23 C24 H24 119.9 . .
C19 C24 H24 119.9 . .
N3 C25 C22 123.3(2) . .
N3 C25 H25 118.4 . .
C22 C25 H25 118.4 . .
C28 C26 C18 119.7(2) . .
C28 C26 H26 120.1 . .
C18 C26 H26 120.1 . .
C23 C27 C20 120.3(2) . .
C23 C27 H27 119.9 . .
C20 C27 H27 119.9 . .
N3 C28 C26 123.7(2) . .
N3 C28 H28 118.1 . .
C26 C28 H28 118.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C3 1.368(2) .
O1 H1 1.0000 .
O2 C23 1.373(3) .
O2 H2 0.8400 .
N1 C2 1.369(2) .
N1 C4 1.380(2) .
N1 H1A 0.8800 .
N2 C6 1.369(2) .
N2 C7 1.383(2) .
N3 C28 1.336(3) .
N3 C25 1.346(3) .
C1 C11 1.394(3) .
C1 C12 1.402(3) .
C1 C9 1.503(2) .
C2 C8 1.404(2) .
C2 C14 1.440(2) .
C3 C13 1.387(3) .
C3 C15 1.394(3) .
C4 C9 1.400(3) .
C4 C10 1.438(3) .
C5 C20 1.393(3) .
C5 C19 1.398(3) .
C5 C8 1.495(3) .
C6 C8 1.417(2) 5_676
C6 C17 1.455(2) .
C7 C9 1.414(3) .
C7 C16 1.448(3) .
C8 C6 1.417(2) 5_676
C10 C14 1.360(3) .
C10 H10 0.9500 .
C11 C15 1.392(2) .
C11 H11 0.9500 .
C12 C13 1.397(2) .
C12 H12 0.9500 .
C13 H13 0.9500 .
C14 H14 0.9500 .
C15 H15 0.9500 .
C16 C17 1.351(3) .
C16 H16 0.9500 .
C17 H17 0.9500 .
C18 C22 1.395(3) .
C18 C26 1.402(3) .
C18 C21 1.468(3) .
C19 C24 1.392(3) .
C19 H19 0.9500 .
C20 C27 1.396(3) .
C20 H20 0.9500 .
C21 C21 1.329(4) 7_657
C21 H21 0.9500 .
C22 C25 1.377(3) .
C22 H22 0.9500 .
C23 C24 1.379(3) .
C23 C27 1.385(3) .
C24 H24 0.9500 .
C25 H25 0.9500 .
C26 C28 1.382(3) .
C26 H26 0.9500 .
C27 H27 0.9500 .
C28 H28 0.9500 .
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
O1 H1 N3 1.00 1.73 2.715(2) 166
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
_platon_squeeze_void_content
1 0.500 0.902 0.250 327 99 '5.5 molecules of MeOH '
2 1.000 0.402 0.250 327 99 '5.5 molecules of MeOH '
3 0.500 0.087 0.750 327 99 '5.5 molecules of MeOH '
4 1.000 0.587 0.750 327 99 '5.5 molecules of MeOH '
