#------------------------------------------------------------------------------
#$Date: 2016-03-26 23:02:33 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180527 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/96/7219670.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_7219670
loop_
_publ_author_name
'Katzsch, Felix'
'Weber, Edwin'
_publ_section_title
;
 Crystalline inclusion properties of new pyridine and thiophene modified
 wheel-and-axle diol hosts
;
_journal_issue                   13
_journal_name_full               CrystEngComm
_journal_page_first              2737
_journal_paper_doi               10.1039/C5CE00180C
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C28 H22 N4 O2, C4 H8 O2'
_chemical_formula_sum            'C32 H30 N4 O4'
_chemical_formula_weight         534.60
_chemical_name_systematic        1,4-Bis[di(pyrid-2-yl)hydroxymethyl]benzene
_chemical_properties_physical    'Air-sensitive, Heat-sensitive'
_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
_audit_update_record
;
2014-08-22 deposited with the CCDC.
2015-02-25 downloaded from the CCDC.
;
_cell_angle_alpha                94.1790(10)
_cell_angle_beta                 107.2500(10)
_cell_angle_gamma                108.9430(10)
_cell_formula_units_Z            1
_cell_length_a                   8.0741(2)
_cell_length_b                   8.8856(2)
_cell_length_c                   10.7962(3)
_cell_measurement_reflns_used    7997
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.07
_cell_measurement_theta_min      2.84
_cell_volume                     687.28(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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  0.0231
_diffrn_reflns_av_sigmaI/netI    0.0144
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14885
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.01
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.9940
_exptl_absorpt_correction_T_min  0.9596
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             282
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: 1,4-dioxane'
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2425
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0333
_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)+(0.0429P)²+0.2390P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0854
_refine_ls_wR_factor_ref         0.0880
_reflns_number_gt                2179
_reflns_number_total             2425
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c5ce00180c3.cif
_cod_data_source_block           feka_83_tricp
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3086 2015-02-26 13:12:21Z robertas 

 Adding full bibliography for 7219669--7219676.cif.
;
_cod_original_sg_symbol_H-M      'P-1   '
_cod_database_code               7219670
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 0.07735(11) 0.45409(10) 0.83862(8) 0.0167(2) Uani 1 1 d .
H1 H 0.0476 0.4695 0.9054 0.025 Uiso 1 1 calc R
N1 N -0.21702(14) 0.49159(12) 0.86694(10) 0.0175(2) Uani 1 1 d .
N2 N -0.30772(16) 0.09649(14) 0.68552(12) 0.0293(3) Uani 1 1 d .
C1 C -0.24642(16) 0.42235(14) 0.74504(11) 0.0149(3) Uani 1 1 d .
C2 C -0.41054(17) 0.39292(15) 0.64115(12) 0.0190(3) Uani 1 1 d .
H2 H -0.4277 0.3423 0.5553 0.023 Uiso 1 1 calc R
C3 C -0.54815(17) 0.43831(16) 0.66453(12) 0.0206(3) Uani 1 1 d .
H3 H -0.6619 0.4185 0.5953 0.025 Uiso 1 1 calc R
C4 C -0.51789(18) 0.51302(16) 0.79026(12) 0.0218(3) Uani 1 1 d .
H4 H -0.6093 0.5471 0.8090 0.026 Uiso 1 1 calc R
C5 C -0.35149(17) 0.53682(16) 0.88788(12) 0.0211(3) Uani 1 1 d .
H5 H -0.3309 0.5878 0.9744 0.025 Uiso 1 1 calc R
C6 C -0.13266(16) 0.19272(14) 0.71323(11) 0.0164(3) Uani 1 1 d .
C7 C 0.0102(2) 0.13387(17) 0.73027(17) 0.0344(4) Uani 1 1 d .
H7 H 0.1348 0.2061 0.7501 0.041 Uiso 1 1 calc R
C8 C -0.0305(2) -0.03050(18) 0.71807(17) 0.0381(4) Uani 1 1 d .
H8 H 0.0652 -0.0735 0.7280 0.046 Uiso 1 1 calc R
C9 C -0.2117(2) -0.13159(16) 0.69125(14) 0.0288(3) Uani 1 1 d .
H9 H -0.2442 -0.2455 0.6832 0.035 Uiso 1 1 calc R
C10 C -0.3435(2) -0.06310(17) 0.67663(17) 0.0360(4) Uani 1 1 d .
H10 H -0.4685 -0.1328 0.6590 0.043 Uiso 1 1 calc R
C11 C -0.08621(16) 0.37617(14) 0.72690(11) 0.0149(3) Uani 1 1 d .
C12 C -0.10618(16) 0.33808(14) 0.48472(11) 0.0157(3) Uani 1 1 d .
H12 H -0.1794 0.2268 0.4734 0.019 Uiso 1 1 calc R
C13 C -0.04128(15) 0.43783(14) 0.60772(11) 0.0138(3) Uani 1 1 d .
C14 C 0.06508(16) 0.60040(14) 0.62158(11) 0.0154(3) Uani 1 1 d .
H14 H 0.1101 0.6702 0.7048 0.018 Uiso 1 1 calc R
O1G O 0.36515(13) 0.92507(11) 0.87425(9) 0.0295(2) Uani 1 1 d .
C1G C 0.3446(2) 0.86790(18) 0.99105(14) 0.0328(3) Uani 1 1 d .
H1G1 H 0.2755 0.7494 0.9696 0.039 Uiso 1 1 calc R
H1G2 H 0.2719 0.9199 1.0257 0.039 Uiso 1 1 calc R
C2G C 0.4682(2) 1.09452(16) 0.90541(14) 0.0287(3) Uani 1 1 d .
H2G1 H 0.3983 1.1517 0.9381 0.034 Uiso 1 1 calc R
H2G2 H 0.4852 1.1335 0.8248 0.034 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'
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
C11 O1 H1 109.5 . .
C1 N1 C5 117.74(10) . .
C6 N2 C10 117.39(12) . .
N1 C1 C2 122.56(11) . .
N1 C1 C11 115.27(10) . .
C2 C1 C11 122.17(10) . .
C3 C2 C1 119.01(11) . .
C3 C2 H2 120.5 . .
C1 C2 H2 120.5 . .
C2 C3 C4 118.97(11) . .
C2 C3 H3 120.5 . .
C4 C3 H3 120.5 . .
C5 C4 C3 118.29(11) . .
C5 C4 H4 120.9 . .
C3 C4 H4 120.9 . .
N1 C5 C4 123.41(11) . .
N1 C5 H5 118.3 . .
C4 C5 H5 118.3 . .
N2 C6 C7 122.33(12) . .
N2 C6 C11 118.78(10) . .
C7 C6 C11 118.89(11) . .
C8 C7 C6 119.19(13) . .
C8 C7 H7 120.4 . .
C6 C7 H7 120.4 . .
C9 C8 C7 118.99(13) . .
C9 C8 H8 120.5 . .
C7 C8 H8 120.5 . .
C10 C9 C8 117.89(13) . .
C10 C9 H9 121.1 . .
C8 C9 H9 121.1 . .
N2 C10 C9 124.19(13) . .
N2 C10 H10 117.9 . .
C9 C10 H10 117.9 . .
O1 C11 C13 106.56(9) . .
O1 C11 C6 108.07(9) . .
C13 C11 C6 111.36(9) . .
O1 C11 C1 109.62(9) . .
C13 C11 C1 109.86(9) . .
C6 C11 C1 111.23(9) . .
C14 C12 C13 120.67(11) 2_566 .
C14 C12 H12 119.7 2_566 .
C13 C12 H12 119.7 . .
C14 C13 C12 118.56(11) . .
C14 C13 C11 118.93(10) . .
C12 C13 C11 122.50(10) . .
C12 C14 C13 120.77(11) 2_566 .
C12 C14 H14 119.6 2_566 .
C13 C14 H14 119.6 . .
C2G O1G C1G 109.61(10) . .
O1G C1G C2G 110.67(12) . 2_677
O1G C1G H1G1 109.5 . .
C2G C1G H1G1 109.5 2_677 .
O1G C1G H1G2 109.5 . .
C2G C1G H1G2 109.5 2_677 .
H1G1 C1G H1G2 108.1 . .
O1G C2G C1G 110.56(11) . 2_677
O1G C2G H2G1 109.5 . .
C1G C2G H2G1 109.5 2_677 .
O1G C2G H2G2 109.5 . .
C1G C2G H2G2 109.5 2_677 .
H2G1 C2G H2G2 108.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C11 1.4206(14) .
O1 H1 0.8400 .
N1 C1 1.3300(16) .
N1 C5 1.3442(16) .
N2 C6 1.3213(17) .
N2 C10 1.3421(18) .
C1 C2 1.3903(17) .
C1 C11 1.5373(16) .
C2 C3 1.3796(17) .
C2 H2 0.9500 .
C3 C4 1.3819(18) .
C3 H3 0.9500 .
C4 C5 1.3798(18) .
C4 H4 0.9500 .
C5 H5 0.9500 .
C6 C7 1.3846(18) .
C6 C11 1.5346(16) .
C7 C8 1.376(2) .
C7 H7 0.9500 .
C8 C9 1.374(2) .
C8 H8 0.9500 .
C9 C10 1.365(2) .
C9 H9 0.9500 .
C10 H10 0.9500 .
C11 C13 1.5290(16) .
C12 C14 1.3876(17) 2_566
C12 C13 1.3921(17) .
C12 H12 0.9500 .
C13 C14 1.3905(17) .
C14 C12 1.3876(17) 2_566
C14 H14 0.9500 .
O1G C2G 1.4210(16) .
O1G C1G 1.4277(17) .
C1G C2G 1.503(2) 2_677
C1G H1G1 0.9900 .
C1G H1G2 0.9900 .
C2G C1G 1.503(2) 2_677
C2G H2G1 0.9900 .
C2G H2G2 0.9900 .
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 N1 0.84 2.13 2.6047(12) 115.6 .
O1 H1 N1 0.84 2.37 2.9844(13) 130.7 2_567
C4 H4 O1 0.95 2.52 3.3418(15) 144.9 1_455
C5 H5 O1 0.95 2.56 3.0980(15) 116.1 2_567
C8 H8 O1G 0.95 2.47 3.3054(17) 146.3 1_545
C14 H14 O1G 0.95 2.62 3.4683(15) 149.3 .
C1G H1G1 O1 0.99 2.61 3.5701(17) 162.2 .
C2G H2G2 N2 0.99 2.63 3.3824(19) 132.4 1_665
C3 H3 Cg3 0.95 2.96 3.7898(12) 146.7 1_455
C9 H9 Cg1 0.95 2.77 3.6362(13) 151.6 1_545
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_1
_geom_torsion_site_symmetry_4
C5 N1 C1 C2 -1.32(17) . .
C5 N1 C1 C11 178.95(10) . .
N1 C1 C2 C3 0.58(18) . .
C11 C1 C2 C3 -179.71(11) . .
C1 C2 C3 C4 0.60(18) . .
C2 C3 C4 C5 -0.98(18) . .
C1 N1 C5 C4 0.91(18) . .
C3 C4 C5 N1 0.2(2) . .
C10 N2 C6 C7 1.3(2) . .
C10 N2 C6 C11 -178.78(12) . .
N2 C6 C7 C8 0.0(2) . .
C11 C6 C7 C8 -179.96(13) . .
C6 C7 C8 C9 -1.0(2) . .
C7 C8 C9 C10 0.7(2) . .
C6 N2 C10 C9 -1.6(2) . .
C8 C9 C10 N2 0.7(2) . .
N2 C6 C11 O1 136.90(11) . .
C7 C6 C11 O1 -43.14(15) . .
N2 C6 C11 C13 -106.39(12) . .
C7 C6 C11 C13 73.57(14) . .
N2 C6 C11 C1 16.52(15) . .
C7 C6 C11 C1 -163.51(12) . .
N1 C1 C11 O1 -14.28(14) . .
C2 C1 C11 O1 165.99(10) . .
N1 C1 C11 C13 -131.05(11) . .
C2 C1 C11 C13 49.22(15) . .
N1 C1 C11 C6 105.18(11) . .
C2 C1 C11 C6 -74.55(13) . .
C14 C12 C13 C14 0.19(18) 2_566 .
C14 C12 C13 C11 178.78(10) 2_566 .
O1 C11 C13 C14 -39.73(13) . .
C6 C11 C13 C14 -157.35(10) . .
C1 C11 C13 C14 78.95(13) . .
O1 C11 C13 C12 141.69(10) . .
C6 C11 C13 C12 24.06(14) . .
C1 C11 C13 C12 -99.64(12) . .
C12 C13 C14 C12 -0.19(18) . 2_566
C11 C13 C14 C12 -178.83(10) . 2_566
C2G O1G C1G C2G -57.81(16) . 2_677
C1G O1G C2G C1G 57.74(17) . 2_677
