# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_feka_38_monop
_database_code_depnum_ccdc_archive 'CCDC 1020736'
_audit_update_record             
;
2014-08-22 deposited with the CCDC.
2015-02-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        1,4-Bis[di(pyrid-2-yl)hydroxymethyl]benzene
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H22 N4 O2'
_chemical_formula_sum            'C28 H22 N4 O2'
_chemical_formula_weight         446.50

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P21/c  '
_symmetry_space_group_name_Hall  '-P 2ybc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.1858(2)
_cell_length_b                   11.5886(2)
_cell_length_c                   12.1497(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.4400(10)
_cell_angle_gamma                90.00
_cell_volume                     1093.37(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9933
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      36.17

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             468
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9658
_exptl_absorpt_correction_T_max  0.9861
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            26372
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0090
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.49
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1925
_reflns_number_gt                1807
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0531P)²+0.7057P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1925
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1087
_refine_ls_wR_factor_gt          0.1071
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
N1 N 0.05625(18) 0.40728(12) 0.38885(12) 0.0274(3) Uani 1 1 d . . .
N2 N -0.23900(17) 0.67172(13) 0.22298(12) 0.0284(3) Uani 1 1 d . . .
O1 O -0.19001(15) 0.36292(9) 0.20069(10) 0.0277(3) Uani 1 1 d . . .
H1 H -0.1361 0.3310 0.2616 0.042 Uiso 1 1 calc R . .
C1 C 0.02527(19) 0.49470(13) 0.31179(13) 0.0196(3) Uani 1 1 d . . .
C2 C 0.1238(2) 0.59248(14) 0.32960(14) 0.0242(4) Uani 1 1 d . . .
H2 H 0.1002 0.6510 0.2744 0.029 Uiso 1 1 calc R . .
C3 C 0.2592(2) 0.60210(16) 0.43146(16) 0.0328(4) Uani 1 1 d . . .
H3 H 0.3274 0.6681 0.4460 0.039 Uiso 1 1 calc R . .
C4 C 0.2932(2) 0.51392(16) 0.51164(15) 0.0306(4) Uani 1 1 d . . .
H4 H 0.3843 0.5194 0.5805 0.037 Uiso 1 1 calc R . .
C5 C 0.1900(2) 0.41782(15) 0.48774(14) 0.0289(4) Uani 1 1 d . . .
H5 H 0.2129 0.3579 0.5414 0.035 Uiso 1 1 calc R . .
C6 C -0.27630(18) 0.56055(13) 0.19476(12) 0.0193(3) Uani 1 1 d . . .
C7 C -0.44158(18) 0.51825(14) 0.16081(12) 0.0208(3) Uani 1 1 d . . .
H7 H -0.4629 0.4410 0.1405 0.025 Uiso 1 1 calc R . .
C8 C -0.5744(2) 0.59150(16) 0.15724(14) 0.0303(4) Uani 1 1 d . . .
H8 H -0.6868 0.5640 0.1354 0.036 Uiso 1 1 calc R . .
C9 C -0.5410(2) 0.70618(16) 0.18616(14) 0.0320(4) Uani 1 1 d . . .
H9 H -0.6298 0.7569 0.1847 0.038 Uiso 1 1 calc R . .
C10 C -0.3722(2) 0.74384(16) 0.21743(15) 0.0311(4) Uani 1 1 d . . .
H10 H -0.3490 0.8214 0.2353 0.037 Uiso 1 1 calc R . .
C11 C -0.12780(18) 0.47690(12) 0.20017(13) 0.0193(3) Uani 1 1 d . . .
C12 C -0.06813(19) 0.59547(13) 0.03768(13) 0.0202(3) Uani 1 1 d . . .
H12 H -0.1136 0.6603 0.0625 0.024 Uiso 1 1 calc R . .
C13 C -0.06410(17) 0.49095(12) 0.09436(12) 0.0169(3) Uani 1 1 d . . .
C14 C 0.00514(18) 0.39541(13) 0.05578(13) 0.0197(3) Uani 1 1 d . . .
H14 H 0.0094 0.3247 0.0928 0.024 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

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
N1 C1 1.348(2) . ?
N1 C5 1.351(2) . ?
N2 C6 1.343(2) . ?
N2 C10 1.358(2) . ?
O1 C11 1.4164(17) . ?
O1 H1 0.8200 . ?
C1 C2 1.368(2) . ?
C1 C11 1.542(2) . ?
C2 C3 1.380(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.378(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.372(3) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.374(2) . ?
C6 C11 1.540(2) . ?
C7 C8 1.369(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.380(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.383(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C13 1.541(2) . ?
C12 C13 1.388(2) . ?
C12 C14 1.392(2) 3_565 ?
C12 H12 0.9300 . ?
C13 C14 1.391(2) . ?
C14 C12 1.392(2) 3_565 ?
C14 H14 0.9300 . ?

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
C1 N1 C5 118.11(14) . . ?
C6 N2 C10 117.61(14) . . ?
C11 O1 H1 109.5 . . ?
N1 C1 C2 122.73(15) . . ?
N1 C1 C11 115.62(13) . . ?
C2 C1 C11 121.64(13) . . ?
C1 C2 C3 118.36(15) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C4 C3 C2 119.97(16) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 118.61(16) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
N1 C5 C4 122.22(15) . . ?
N1 C5 H5 118.9 . . ?
C4 C5 H5 118.9 . . ?
N2 C6 C7 122.79(14) . . ?
N2 C6 C11 118.70(13) . . ?
C7 C6 C11 118.51(13) . . ?
C8 C7 C6 119.01(15) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C7 C8 C9 119.87(15) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C8 C9 C10 118.30(15) . . ?
C8 C9 H9 120.9 . . ?
C10 C9 H9 120.9 . . ?
N2 C10 C9 122.41(16) . . ?
N2 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
O1 C11 C6 107.89(11) . . ?
O1 C11 C13 108.62(11) . . ?
C6 C11 C13 111.63(12) . . ?
O1 C11 C1 108.31(12) . . ?
C6 C11 C1 111.36(12) . . ?
C13 C11 C1 108.93(11) . . ?
C13 C12 C14 120.94(14) . 3_565 ?
C13 C12 H12 119.5 . . ?
C14 C12 H12 119.5 3_565 . ?
C12 C13 C14 118.39(13) . . ?
C12 C13 C11 123.00(13) . . ?
C14 C13 C11 118.58(13) . . ?
C13 C14 C12 120.67(14) . 3_565 ?
C13 C14 H14 119.7 . . ?
C12 C14 H14 119.7 3_565 . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 0.3(2) . . . . ?
C5 N1 C1 C11 179.35(13) . . . . ?
N1 C1 C2 C3 -0.8(2) . . . . ?
C11 C1 C2 C3 -179.74(13) . . . . ?
C1 C2 C3 C4 0.7(2) . . . . ?
C2 C3 C4 C5 -0.1(2) . . . . ?
C1 N1 C5 C4 0.2(2) . . . . ?
C3 C4 C5 N1 -0.3(2) . . . . ?
C10 N2 C6 C7 0.2(2) . . . . ?
C10 N2 C6 C11 179.93(13) . . . . ?
N2 C6 C7 C8 -1.1(2) . . . . ?
C11 C6 C7 C8 179.10(13) . . . . ?
C6 C7 C8 C9 0.8(2) . . . . ?
C7 C8 C9 C10 0.4(2) . . . . ?
C6 N2 C10 C9 1.2(2) . . . . ?
C8 C9 C10 N2 -1.5(2) . . . . ?
N2 C6 C11 O1 163.13(13) . . . . ?
C7 C6 C11 O1 -17.11(18) . . . . ?
N2 C6 C11 C13 -77.60(16) . . . . ?
C7 C6 C11 C13 102.16(15) . . . . ?
N2 C6 C11 C1 44.39(17) . . . . ?
C7 C6 C11 C1 -135.84(14) . . . . ?
N1 C1 C11 O1 -6.24(17) . . . . ?
C2 C1 C11 O1 172.79(13) . . . . ?
N1 C1 C11 C6 112.24(14) . . . . ?
C2 C1 C11 C6 -68.73(17) . . . . ?
N1 C1 C11 C13 -124.21(13) . . . . ?
C2 C1 C11 C13 54.82(18) . . . . ?
C14 C12 C13 C14 0.2(2) 3_565 . . . ?
C14 C12 C13 C11 178.37(13) 3_565 . . . ?
O1 C11 C13 C12 150.20(13) . . . . ?
C6 C11 C13 C12 31.36(19) . . . . ?
C1 C11 C13 C12 -92.03(16) . . . . ?
O1 C11 C13 C14 -31.69(17) . . . . ?
C6 C11 C13 C14 -150.52(13) . . . . ?
C1 C11 C13 C14 86.09(15) . . . . ?
C12 C13 C14 C12 -0.2(2) . . . 3_565 ?
C11 C13 C14 C12 -178.45(13) . . . 3_565 ?

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 0.82 2.03 2.5765(18) 123.9 .
C2 H2 O1 0.93 2.55 3.2214(19) 129.0 2
C9 H9 O1 0.93 2.63 3.4572(19) 148.2 2_455
C12 H12 N2 0.93 2.48 3.130(2) 127.3 .
C8 H8 Cg3 0.93 2.68 3.5640(16) 160.0 1_455

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.046
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMSO'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_feka_83_tricp
_database_code_depnum_ccdc_archive 'CCDC 1020737'
_audit_update_record             
;
2014-08-22 deposited with the CCDC.
2015-02-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        1,4-Bis[di(pyrid-2-yl)hydroxymethyl]benzene
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H22 N4 O2, C4 H8 O2'
_chemical_formula_sum            'C32 H30 N4 O4'
_chemical_formula_weight         534.60

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0741(2)
_cell_length_b                   8.8856(2)
_cell_length_c                   10.7962(3)
_cell_angle_alpha                94.1790(10)
_cell_angle_beta                 107.2500(10)
_cell_angle_gamma                108.9430(10)
_cell_volume                     687.28(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7997
_cell_measurement_theta_min      2.84
_cell_measurement_theta_max      32.07

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             282
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9596
_exptl_absorpt_correction_T_max  0.9940
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14885
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_sigmaI/netI    0.0144
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.01
_diffrn_reflns_theta_max         24.99
_reflns_number_total             2425
_reflns_number_gt                2179
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0429P)²+0.2390P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2425
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0880
_refine_ls_wR_factor_gt          0.0854
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.07735(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 . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

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 1.4206(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_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 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_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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
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 ?

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

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.038
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 1,4-dioxane'
_chemical_properties_physical    'Air-sensitive, Heat-sensitive'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_feka_46_p-1_neu
_database_code_depnum_ccdc_archive 'CCDC 1020738'
_audit_update_record             
;
2014-08-22 deposited with the CCDC.
2015-02-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        1,4-Bis[di(pyrid-2-yl)hydroxymethyl]benzene
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H22 N4 O2'
_chemical_formula_sum            'C28 H22 N4 O2'
_chemical_formula_weight         446.50

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1184(2)
_cell_length_b                   9.9587(3)
_cell_length_c                   10.9050(3)
_cell_angle_alpha                106.597(2)
_cell_angle_beta                 108.7020(10)
_cell_angle_gamma                100.101(2)
_cell_volume                     764.91(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9904
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      34.02

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.78
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    0.969
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             234
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9528
_exptl_absorpt_correction_T_max  0.9913
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16345
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_sigmaI/netI    0.0150
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2694
_reflns_number_gt                2453
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          SQUEEZE

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0766P)²+0.1732P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2694
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.1237
_refine_ls_wR_factor_gt          0.1199
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.097
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
N1 N 0.27592(14) 0.97152(12) 0.35946(11) 0.0225(3) Uani 1 1 d . . .
N2 N 0.25001(15) 0.63534(12) 0.08626(12) 0.0287(3) Uani 1 1 d . . .
O1 O 0.58698(10) 0.97450(9) 0.33589(8) 0.0189(2) Uani 1 1 d . . .
H1 H 0.5558 0.9844 0.4036 0.028 Uiso 1 1 calc R . .
C1 C 0.26129(15) 0.92396(12) 0.22812(12) 0.0166(3) Uani 1 1 d . . .
C2 C 0.10300(16) 0.90277(13) 0.11649(12) 0.0208(3) Uani 1 1 d . . .
H2 H 0.0965 0.8678 0.0239 0.025 Uiso 1 1 calc R . .
C3 C -0.04467(16) 0.93345(13) 0.14261(13) 0.0216(3) Uani 1 1 d . . .
H3 H -0.1543 0.9201 0.0681 0.026 Uiso 1 1 calc R . .
C4 C -0.03083(17) 0.98382(14) 0.27853(13) 0.0239(3) Uani 1 1 d . . .
H4 H -0.1301 1.0060 0.2996 0.029 Uiso 1 1 calc R . .
C5 C 0.13109(18) 1.00100(16) 0.38276(13) 0.0283(3) Uani 1 1 d . . .
H5 H 0.1407 1.0356 0.4762 0.034 Uiso 1 1 calc R . .
C6 C 0.41285(16) 0.72807(13) 0.17471(12) 0.0185(3) Uani 1 1 d . . .
C7 C 0.55870(19) 0.68061(16) 0.23184(16) 0.0339(3) Uani 1 1 d . . .
H7 H 0.6741 0.7491 0.2930 0.041 Uiso 1 1 calc R . .
C8 C 0.5342(2) 0.53203(17) 0.19870(18) 0.0430(4) Uani 1 1 d . . .
H8 H 0.6326 0.4969 0.2369 0.052 Uiso 1 1 calc R . .
C9 C 0.36649(19) 0.43575(15) 0.11018(16) 0.0323(3) Uani 1 1 d . . .
H9 H 0.3456 0.3331 0.0872 0.039 Uiso 1 1 calc R . .
C10 C 0.22946(19) 0.49167(15) 0.05562(16) 0.0328(3) Uani 1 1 d . . .
H10 H 0.1138 0.4248 -0.0073 0.039 Uiso 1 1 calc R . .
C11 C 0.43313(15) 0.89295(13) 0.21002(11) 0.0164(3) Uani 1 1 d . . .
C12 C 0.41537(16) 0.85274(13) -0.03812(12) 0.0190(3) Uani 1 1 d . . .
H12 H 0.3567 0.7514 -0.0655 0.023 Uiso 1 1 calc R . .
C13 C 0.46704(14) 0.94567(12) 0.09855(12) 0.0156(3) Uani 1 1 d . . .
C14 C 0.55174(16) 1.09407(13) 0.13538(12) 0.0188(3) Uani 1 1 d . . .
H14 H 0.5874 1.1596 0.2282 0.023 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

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
N1 C1 1.3317(16) . ?
N1 C5 1.3428(16) . ?
N2 C6 1.3327(16) . ?
N2 C10 1.3394(18) . ?
O1 C11 1.4183(13) . ?
O1 H1 0.8400 . ?
C1 C2 1.3903(17) . ?
C1 C11 1.5405(15) . ?
C2 C3 1.3818(17) . ?
C2 H2 0.9500 . ?
C3 C4 1.3819(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.3788(18) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.3802(18) . ?
C6 C11 1.5411(16) . ?
C7 C8 1.380(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.369(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.372(2) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C13 1.5355(15) . ?
C12 C13 1.3888(16) . ?
C12 C14 1.3892(17) 2_675 ?
C12 H12 0.9500 . ?
C13 C14 1.3948(17) . ?
C14 C12 1.3892(17) 2_675 ?
C14 H14 0.9500 . ?

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
C1 N1 C5 117.68(10) . . ?
C6 N2 C10 117.70(11) . . ?
C11 O1 H1 109.5 . . ?
N1 C1 C2 122.60(11) . . ?
N1 C1 C11 114.56(10) . . ?
C2 C1 C11 122.84(10) . . ?
C3 C2 C1 118.84(11) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 119.13(11) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 118.12(11) . . ?
C5 C4 H4 120.9 . . ?
C3 C4 H4 120.9 . . ?
N1 C5 C4 123.63(11) . . ?
N1 C5 H5 118.2 . . ?
C4 C5 H5 118.2 . . ?
N2 C6 C7 122.32(12) . . ?
N2 C6 C11 116.92(10) . . ?
C7 C6 C11 120.76(11) . . ?
C8 C7 C6 118.91(13) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C9 C8 C7 119.31(13) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 118.18(13) . . ?
C8 C9 H9 120.9 . . ?
C10 C9 H9 120.9 . . ?
N2 C10 C9 123.56(13) . . ?
N2 C10 H10 118.2 . . ?
C9 C10 H10 118.2 . . ?
O1 C11 C13 106.28(8) . . ?
O1 C11 C1 109.28(9) . . ?
C13 C11 C1 110.59(9) . . ?
O1 C11 C6 109.37(9) . . ?
C13 C11 C6 112.03(9) . . ?
C1 C11 C6 109.22(9) . . ?
C13 C12 C14 120.90(11) . 2_675 ?
C13 C12 H12 119.5 . . ?
C14 C12 H12 119.5 2_675 . ?
C12 C13 C14 118.24(11) . . ?
C12 C13 C11 123.08(10) . . ?
C14 C13 C11 118.68(10) . . ?
C12 C14 C13 120.86(11) 2_675 . ?
C12 C14 H14 119.6 2_675 . ?
C13 C14 H14 119.6 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -0.73(18) . . . . ?
C5 N1 C1 C11 179.86(11) . . . . ?
N1 C1 C2 C3 0.61(18) . . . . ?
C11 C1 C2 C3 179.97(10) . . . . ?
C1 C2 C3 C4 -0.15(18) . . . . ?
C2 C3 C4 C5 -0.14(19) . . . . ?
C1 N1 C5 C4 0.4(2) . . . . ?
C3 C4 C5 N1 0.0(2) . . . . ?
C10 N2 C6 C7 1.44(19) . . . . ?
C10 N2 C6 C11 -179.28(11) . . . . ?
N2 C6 C7 C8 -1.5(2) . . . . ?
C11 C6 C7 C8 179.28(13) . . . . ?
C6 C7 C8 C9 0.1(2) . . . . ?
C7 C8 C9 C10 1.2(2) . . . . ?
C6 N2 C10 C9 0.0(2) . . . . ?
C8 C9 C10 N2 -1.3(2) . . . . ?
N1 C1 C11 O1 -22.90(13) . . . . ?
C2 C1 C11 O1 157.69(10) . . . . ?
N1 C1 C11 C13 -139.56(10) . . . . ?
C2 C1 C11 C13 41.03(15) . . . . ?
N1 C1 C11 C6 96.71(12) . . . . ?
C2 C1 C11 C6 -82.70(13) . . . . ?
N2 C6 C11 O1 160.29(10) . . . . ?
C7 C6 C11 O1 -20.41(15) . . . . ?
N2 C6 C11 C13 -82.14(12) . . . . ?
C7 C6 C11 C13 97.16(13) . . . . ?
N2 C6 C11 C1 40.73(13) . . . . ?
C7 C6 C11 C1 -139.97(12) . . . . ?
C14 C12 C13 C14 0.44(18) 2_675 . . . ?
C14 C12 C13 C11 179.66(10) 2_675 . . . ?
O1 C11 C13 C12 143.12(10) . . . . ?
C1 C11 C13 C12 -98.37(12) . . . . ?
C6 C11 C13 C12 23.72(14) . . . . ?
O1 C11 C13 C14 -37.66(13) . . . . ?
C1 C11 C13 C14 80.85(12) . . . . ?
C6 C11 C13 C14 -157.06(10) . . . . ?
C12 C13 C14 C12 -0.44(18) . . . 2_675 ?
C11 C13 C14 C12 -179.69(10) . . . 2_675 ?

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 2.14 2.6150(13) 115.8 .
O1 H1 N1 0.84 2.37 2.9939(13) 131.6 2_676
C4 H4 O1 0.95 2.44 3.3472(14) 160.7 1_455
C5 H5 O1 0.95 2.53 3.0959(15) 118.6 2_676
C10 H10 N2 0.95 2.70 3.5267(17) 146.2 2_565
C12 H12 N2 0.95 2.55 3.1867(16) 124.9 .
C3 H3 Cg3 0.95 2.97 3.7794(12) 143.3 1_455

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.065

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 0.015 0.500 0.500 284 49 ' '
_platon_squeeze_details          
;
;
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: toluene'
_chemical_properties_physical    'Air-sensitive, Heat-sensitive'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_feka_86_monop
_database_code_depnum_ccdc_archive 'CCDC 1020739'
_audit_update_record             
;
2014-08-22 deposited with the CCDC.
2015-02-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'1,4-Bis[di(thien-2-yl)hydroxymethyl]benzene pyrrolidine disolvate'
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H18 O2 S4, 2 (C4 H9 N)'
_chemical_formula_sum            'C32 H36 N2 O2 S4'
_chemical_formula_weight         608.87

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'
S S 0.1246 0.1234 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P21/c  '
_symmetry_space_group_name_Hall  '-P 2ybc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.8407(2)
_cell_length_b                   7.9198(2)
_cell_length_c                   17.3513(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.9680(10)
_cell_angle_gamma                90.00
_cell_volume                     1478.71(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9871
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      43.01

_exptl_crystal_description       piece
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.29
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             644
_exptl_absorpt_coefficient_mu    0.355
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8207
_exptl_absorpt_correction_T_max  0.9041
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16899
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_av_sigmaI/netI    0.0142
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.83
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2593
_reflns_number_gt                2457
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0488P)²+1.6866P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2593
_refine_ls_number_parameters     180
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.0970
_refine_ls_wR_factor_gt          0.0959
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.31634(11) 0.45666(15) 0.44637(7) 0.0117(3) Uani 1 1 d . . .
H1 H 0.3367 0.4385 0.4939 0.018 Uiso 1 1 calc R . .
S1 S 0.36527(4) 0.08753(6) 0.44264(3) 0.01722(15) Uani 1 1 d . . .
S2 S 0.23803(5) 0.57367(6) 0.29488(3) 0.02045(16) Uani 1 1 d . . .
C1 C 0.22087(16) 0.1796(2) 0.43885(10) 0.0115(4) Uani 1 1 d . . .
C2 C 0.13322(18) 0.0635(2) 0.45113(11) 0.0175(4) Uani 1 1 d . . .
H2 H 0.0478 0.0901 0.4514 0.021 Uiso 1 1 calc R . .
C3 C 0.18251(19) -0.1022(2) 0.46355(12) 0.0208(4) Uani 1 1 d . . .
H3 H 0.1337 -0.1980 0.4729 0.025 Uiso 1 1 calc R . .
C4 C 0.30648(19) -0.1079(2) 0.46059(11) 0.0193(4) Uani 1 1 d . . .
H4 H 0.3551 -0.2078 0.4676 0.023 Uiso 1 1 calc R . .
C5 C 0.18319(16) 0.3932(2) 0.33362(10) 0.0114(4) Uani 1 1 d . . .
C6 C 0.11127(16) 0.2950(2) 0.27693(10) 0.0152(3) Uani 1 1 d . . .
H6 H 0.0724 0.1908 0.2864 0.018 Uiso 1 1 calc R . .
C7 C 0.10606(16) 0.3771(2) 0.20280(10) 0.0152(3) Uani 1 1 d . . .
H7 H 0.0618 0.3319 0.1568 0.018 Uiso 1 1 calc R . .
C8 C 0.16965(18) 0.5244(3) 0.20409(11) 0.0211(4) Uani 1 1 d . . .
H8 H 0.1755 0.5923 0.1595 0.025 Uiso 1 1 calc R . .
C9 C 0.20510(15) 0.3667(2) 0.42066(10) 0.0105(3) Uani 1 1 d . . .
C10 C 0.09615(16) 0.4356(2) 0.46037(10) 0.0102(3) Uani 1 1 d . . .
C11 C -0.01109(16) 0.5034(2) 0.41975(10) 0.0125(4) Uani 1 1 d . . .
H11 H -0.0201 0.5060 0.3646 0.015 Uiso 1 1 calc R . .
C12 C 0.10482(16) 0.4326(2) 0.54099(10) 0.0132(4) Uani 1 1 d . . .
H12 H 0.1768 0.3857 0.5699 0.016 Uiso 1 1 calc R . .
N1G N 0.42299(15) 0.4495(2) 0.59433(9) 0.0181(4) Uani 1 1 d . . .
H1G H 0.499(3) 0.474(3) 0.5886(14) 0.028(6) Uiso 1 1 d . . .
C1G C 0.3751(2) 0.5937(3) 0.63696(11) 0.0230(4) Uani 1 1 d . . .
H1G1 H 0.3039 0.6477 0.6051 0.028 Uiso 1 1 calc R . .
H1G2 H 0.4410 0.6793 0.6496 0.028 Uiso 1 1 calc R . .
C2G C 0.33401(19) 0.5199(3) 0.71140(11) 0.0213(4) Uani 1 1 d . . .
H2G1 H 0.3495 0.6007 0.7550 0.026 Uiso 1 1 calc R . .
H2G2 H 0.2446 0.4903 0.7039 0.026 Uiso 1 1 calc R . .
C3G C 0.41427(17) 0.3629(3) 0.72617(11) 0.0203(4) Uani 1 1 d . . .
H3G1 H 0.3747 0.2792 0.7577 0.024 Uiso 1 1 calc R . .
H3G2 H 0.4977 0.3914 0.7527 0.024 Uiso 1 1 calc R . .
C4G C 0.42155(17) 0.2974(3) 0.64421(11) 0.0189(4) Uani 1 1 d . . .
H4G1 H 0.4980 0.2300 0.6424 0.023 Uiso 1 1 calc R . .
H4G2 H 0.3487 0.2257 0.6267 0.023 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

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 C9 1.425(2) . ?
O1 H1 0.8400 . ?
S1 C4 1.717(2) . ?
S1 C1 1.7208(17) . ?
S2 C8 1.703(2) . ?
S2 C5 1.7163(18) . ?
C1 C2 1.357(3) . ?
C1 C9 1.521(2) . ?
C2 C3 1.424(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.352(3) . ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
C5 C6 1.412(3) . ?
C5 C9 1.515(2) . ?
C6 C7 1.436(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.354(3) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C10 1.538(2) . ?
C10 C12 1.391(3) . ?
C10 C11 1.392(2) . ?
C11 C12 1.386(3) 3_566 ?
C11 H11 0.9500 . ?
C12 C11 1.386(3) 3_566 ?
C12 H12 0.9500 . ?
N1G C4G 1.484(3) . ?
N1G C1G 1.488(3) . ?
N1G H1G 0.87(3) . ?
C1G C2G 1.532(3) . ?
C1G H1G1 0.9900 . ?
C1G H1G2 0.9900 . ?
C2G C3G 1.522(3) . ?
C2G H2G1 0.9900 . ?
C2G H2G2 0.9900 . ?
C3G C4G 1.524(3) . ?
C3G H3G1 0.9900 . ?
C3G H3G2 0.9900 . ?
C4G H4G1 0.9900 . ?
C4G H4G2 0.9900 . ?

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
C9 O1 H1 109.5 . . ?
C4 S1 C1 91.89(9) . . ?
C8 S2 C5 92.22(9) . . ?
C2 C1 C9 129.00(16) . . ?
C2 C1 S1 110.98(14) . . ?
C9 C1 S1 119.98(13) . . ?
C1 C2 C3 113.02(17) . . ?
C1 C2 H2 123.5 . . ?
C3 C2 H2 123.5 . . ?
C4 C3 C2 112.45(17) . . ?
C4 C3 H3 123.8 . . ?
C2 C3 H3 123.8 . . ?
C3 C4 S1 111.67(15) . . ?
C3 C4 H4 124.2 . . ?
S1 C4 H4 124.2 . . ?
C6 C5 C9 128.68(16) . . ?
C6 C5 S2 111.96(13) . . ?
C9 C5 S2 119.07(13) . . ?
C5 C6 C7 109.45(17) . . ?
C5 C6 H6 125.3 . . ?
C7 C6 H6 125.3 . . ?
C8 C7 C6 114.25(17) . . ?
C8 C7 H7 122.9 . . ?
C6 C7 H7 122.9 . . ?
C7 C8 S2 112.11(14) . . ?
C7 C8 H8 123.9 . . ?
S2 C8 H8 123.9 . . ?
O1 C9 C5 105.51(13) . . ?
O1 C9 C1 110.66(13) . . ?
C5 C9 C1 109.99(14) . . ?
O1 C9 C10 110.45(13) . . ?
C5 C9 C10 111.20(14) . . ?
C1 C9 C10 109.01(14) . . ?
C12 C10 C11 117.77(16) . . ?
C12 C10 C9 118.88(15) . . ?
C11 C10 C9 123.35(16) . . ?
C12 C11 C10 120.61(16) 3_566 . ?
C12 C11 H11 119.7 3_566 . ?
C10 C11 H11 119.7 . . ?
C11 C12 C10 121.62(16) 3_566 . ?
C11 C12 H12 119.2 3_566 . ?
C10 C12 H12 119.2 . . ?
C4G N1G C1G 107.68(14) . . ?
C4G N1G H1G 108.8(17) . . ?
C1G N1G H1G 106.5(17) . . ?
N1G C1G C2G 106.35(16) . . ?
N1G C1G H1G1 110.5 . . ?
C2G C1G H1G1 110.5 . . ?
N1G C1G H1G2 110.5 . . ?
C2G C1G H1G2 110.5 . . ?
H1G1 C1G H1G2 108.7 . . ?
C3G C2G C1G 103.59(16) . . ?
C3G C2G H2G1 111.0 . . ?
C1G C2G H2G1 111.0 . . ?
C3G C2G H2G2 111.0 . . ?
C1G C2G H2G2 111.0 . . ?
H2G1 C2G H2G2 109.0 . . ?
C2G C3G C4G 102.35(15) . . ?
C2G C3G H3G1 111.3 . . ?
C4G C3G H3G1 111.3 . . ?
C2G C3G H3G2 111.3 . . ?
C4G C3G H3G2 111.3 . . ?
H3G1 C3G H3G2 109.2 . . ?
N1G C4G C3G 105.88(16) . . ?
N1G C4G H4G1 110.6 . . ?
C3G C4G H4G1 110.6 . . ?
N1G C4G H4G2 110.6 . . ?
C3G C4G H4G2 110.6 . . ?
H4G1 C4G H4G2 108.7 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 S1 C1 C2 0.15(15) . . . . ?
C4 S1 C1 C9 -177.84(14) . . . . ?
C9 C1 C2 C3 177.55(17) . . . . ?
S1 C1 C2 C3 -0.2(2) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C2 C3 C4 S1 0.0(2) . . . . ?
C1 S1 C4 C3 -0.06(16) . . . . ?
C8 S2 C5 C6 -0.46(14) . . . . ?
C8 S2 C5 C9 -174.82(14) . . . . ?
C9 C5 C6 C7 173.85(16) . . . . ?
S2 C5 C6 C7 0.17(18) . . . . ?
C5 C6 C7 C8 0.3(2) . . . . ?
C6 C7 C8 S2 -0.7(2) . . . . ?
C5 S2 C8 C7 0.64(15) . . . . ?
C6 C5 C9 O1 158.75(17) . . . . ?
S2 C5 C9 O1 -27.95(17) . . . . ?
C6 C5 C9 C1 39.4(2) . . . . ?
S2 C5 C9 C1 -147.32(13) . . . . ?
C6 C5 C9 C10 -81.5(2) . . . . ?
S2 C5 C9 C10 91.82(15) . . . . ?
C2 C1 C9 O1 153.26(17) . . . . ?
S1 C1 C9 O1 -29.15(19) . . . . ?
C2 C1 C9 C5 -90.6(2) . . . . ?
S1 C1 C9 C5 87.03(16) . . . . ?
C2 C1 C9 C10 31.6(2) . . . . ?
S1 C1 C9 C10 -150.80(12) . . . . ?
O1 C9 C10 C12 -58.7(2) . . . . ?
C5 C9 C10 C12 -175.45(15) . . . . ?
C1 C9 C10 C12 63.11(19) . . . . ?
O1 C9 C10 C11 120.42(17) . . . . ?
C5 C9 C10 C11 3.6(2) . . . . ?
C1 C9 C10 C11 -117.80(17) . . . . ?
C12 C10 C11 C12 0.7(3) . . . 3_566 ?
C9 C10 C11 C12 -178.37(16) . . . 3_566 ?
C11 C10 C12 C11 -0.7(3) . . . 3_566 ?
C9 C10 C12 C11 178.41(16) . . . 3_566 ?
C4G N1G C1G C2G -4.8(2) . . . . ?
N1G C1G C2G C3G 26.2(2) . . . . ?
C1G C2G C3G C4G -36.79(19) . . . . ?
C1G N1G C4G C3G -18.66(19) . . . . ?
C2G C3G C4G N1G 34.57(18) . . . . ?

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
N1G H1G O1 0.87(3) 2.23(3) 3.085(2) 171(2) 3_666
O1 H1 N1G 0.84 1.88 2.685(2) 161.0 .
C4 H4 O1 0.95 2.71 3.460(2) 136.5 1_545
C12 H12 N1G 0.95 2.70 3.464(2) 137.9 .
C2G H2G1 S2 0.99 2.96 3.729(2) 134.8 4_576
C3 H3 Cg3 0.95 2.87 3.8137(19) 176.4 1_545
C3G H3G1 Cg2 0.99 2.86 3.714(2) 144.4 4_566

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.874
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.057
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: pyrrolidine'
_chemical_properties_physical    'Air-sensitive, Heat-sensitive'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_feka_84_tricp
_database_code_depnum_ccdc_archive 'CCDC 1020740'
_audit_update_record             
;
2014-08-22 deposited with the CCDC.
2015-02-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'1,4-Bis[di(thien-2-yl)hydroxymethyl]benzene dioxane solvate'
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H18 O2 S4, C4 H8 O2'
_chemical_formula_sum            'C28 H26 O4 S4'
_chemical_formula_weight         554.73

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.91030(10)
_cell_length_b                   8.5838(2)
_cell_length_c                   11.5231(2)
_cell_angle_alpha                109.7130(10)
_cell_angle_beta                 90.6290(10)
_cell_angle_gamma                115.9310(10)
_cell_volume                     650.70(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8045
_cell_measurement_theta_min      2.76
_cell_measurement_theta_max      36.46

_exptl_crystal_description       piece
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             290
_exptl_absorpt_coefficient_mu    0.399
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8697
_exptl_absorpt_correction_T_max  0.9537
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11662
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_av_sigmaI/netI    0.0145
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.76
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2294
_reflns_number_gt                2136
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0323P)²+0.7216P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2294
_refine_ls_number_parameters     177
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0324
_refine_ls_wR_factor_ref         0.0795
_refine_ls_wR_factor_gt          0.0785
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

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 0.68504(17) 0.80321(17) 0.33086(11) 0.0147(3) Uani 1 1 d . . .
H1 H 0.6576 0.7039 0.3423 0.022 Uiso 1 1 calc R . .
S1 S 0.74392(7) 1.13528(6) 0.29751(5) 0.02085(15) Uani 1 1 d . . .
S2 S 1.08391(14) 0.86401(15) 0.39013(7) 0.0152(2) Uani 0.798(4) 1 d P A 1
C6 C 1.0468(14) 0.7090(13) 0.1490(10) 0.057(4) Uani 0.798(4) 1 d P A 1
H6 H 1.0003 0.6562 0.0612 0.068 Uiso 0.798(4) 1 calc PR A 1
S2B S 1.0505(7) 0.7048(8) 0.1398(6) 0.0110(12) Uani 0.202(4) 1 d PU A 2
C6B C 1.063(3) 0.851(3) 0.3620(17) 0.0145(4) Uani 0.202(4) 1 d PU A 2
H6B H 1.0366 0.9087 0.4405 0.017 Uiso 0.202(4) 1 calc PR A 2
C1 C 0.8468(2) 0.9971(2) 0.22305(16) 0.0151(4) Uani 1 1 d . . .
C2 C 0.9837(3) 1.0844(3) 0.16354(17) 0.0173(4) Uani 1 1 d . . .
H2 H 1.0564 1.0309 0.1169 0.021 Uiso 1 1 calc R . .
C3 C 1.0058(3) 1.2634(3) 0.17880(17) 0.0209(4) Uani 1 1 d . . .
H3 H 1.0949 1.3425 0.1432 0.025 Uiso 1 1 calc R . .
C4 C 0.8873(3) 1.3101(3) 0.24919(18) 0.0220(4) Uani 1 1 d . . .
H4 H 0.8838 1.4254 0.2694 0.026 Uiso 1 1 calc R . .
C5 C 0.9537(2) 0.7774(2) 0.24331(17) 0.0145(4) Uani 1 1 d U . .
C7 C 1.2230(3) 0.7325(3) 0.2081(2) 0.0267(5) Uani 1 1 d . . .
H7 H 1.3078 0.6960 0.1628 0.032 Uiso 1 1 calc R A 1
C8 C 1.2544(3) 0.8121(3) 0.3347(2) 0.0273(5) Uani 1 1 d . A .
H8 H 1.3636 0.8362 0.3872 0.033 Uiso 1 1 calc R B 1
C9 C 0.7791(2) 0.8036(2) 0.22514(16) 0.0140(4) Uani 1 1 d . A .
C10 C 0.6375(2) 0.6475(2) 0.10521(16) 0.0135(4) Uani 1 1 d . . .
C12 C 0.5636(2) 0.4628(2) 0.09408(16) 0.0151(4) Uani 1 1 d . . .
H12 H 0.6066 0.4358 0.1586 0.018 Uiso 1 1 calc R . .
C11 C 0.5717(2) 0.6836(2) 0.00913(16) 0.0153(4) Uani 1 1 d . . .
H11 H 0.6198 0.8089 0.0145 0.018 Uiso 1 1 calc R . .
O1G O 0.61281(18) 0.50336(18) 0.40516(12) 0.0190(3) Uani 1 1 d . . .
C2G C 0.4205(3) 0.3564(3) 0.38192(18) 0.0218(4) Uani 1 1 d . . .
H2G1 H 0.4226 0.2509 0.3980 0.026 Uiso 1 1 calc R . .
H2G2 H 0.3616 0.3098 0.2928 0.026 Uiso 1 1 calc R . .
C1G C 0.6977(3) 0.5740(3) 0.53509(17) 0.0206(4) Uani 1 1 d . . .
H1G1 H 0.8290 0.6776 0.5516 0.025 Uiso 1 1 calc R . .
H1G2 H 0.7060 0.4733 0.5544 0.025 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

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 C9 1.435(2) . ?
O1 H1 0.8400 . ?
S1 C4 1.714(2) . ?
S1 C1 1.7259(18) . ?
S2 C8 1.667(2) . ?
S2 C5 1.7085(18) . ?
C6 C5 1.426(9) . ?
C6 C7 1.444(10) . ?
C6 H6 0.9500 . ?
S2B C7 1.450(6) . ?
S2B C5 1.528(6) . ?
C6B C5 1.390(18) . ?
C6B C8 1.70(2) . ?
C6B H6B 0.9500 . ?
C1 C2 1.363(3) . ?
C1 C9 1.515(2) . ?
C2 C3 1.416(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.351(3) . ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
C5 C9 1.516(2) . ?
C7 C8 1.352(3) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C10 1.538(2) . ?
C10 C12 1.387(3) . ?
C10 C11 1.397(2) . ?
C12 C11 1.388(3) 2_665 ?
C12 H12 0.9500 . ?
C11 C12 1.388(3) 2_665 ?
C11 H11 0.9500 . ?
O1G C2G 1.436(2) . ?
O1G C1G 1.438(2) . ?
C2G C1G 1.506(3) 2_666 ?
C2G H2G1 0.9900 . ?
C2G H2G2 0.9900 . ?
C1G C2G 1.506(3) 2_666 ?
C1G H1G1 0.9900 . ?
C1G H1G2 0.9900 . ?

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
C9 O1 H1 109.5 . . ?
C4 S1 C1 91.91(9) . . ?
C8 S2 C5 92.73(10) . . ?
C5 C6 C7 109.3(7) . . ?
C5 C6 H6 125.3 . . ?
C7 C6 H6 125.3 . . ?
C7 S2B C5 103.6(4) . . ?
C5 C6B C8 104.2(12) . . ?
C5 C6B H6B 127.9 . . ?
C8 C6B H6B 127.9 . . ?
C2 C1 C9 128.08(16) . . ?
C2 C1 S1 110.78(14) . . ?
C9 C1 S1 121.11(13) . . ?
C1 C2 C3 112.73(17) . . ?
C1 C2 H2 123.6 . . ?
C3 C2 H2 123.6 . . ?
C4 C3 C2 113.12(17) . . ?
C4 C3 H3 123.4 . . ?
C2 C3 H3 123.4 . . ?
C3 C4 S1 111.46(14) . . ?
C3 C4 H4 124.3 . . ?
S1 C4 H4 124.3 . . ?
C6B C5 C6 110.6(10) . . ?
C6B C5 C9 120.9(9) . . ?
C6 C5 C9 127.7(5) . . ?
C6B C5 S2B 112.0(10) . . ?
C9 C5 S2B 126.2(3) . . ?
C6 C5 S2 111.3(5) . . ?
C9 C5 S2 120.36(13) . . ?
S2B C5 S2 112.7(3) . . ?
C8 C7 S2B 117.1(3) . . ?
C8 C7 C6 112.9(4) . . ?
C8 C7 H7 123.6 . . ?
S2B C7 H7 119.3 . . ?
C6 C7 H7 123.6 . . ?
C7 C8 S2 113.79(15) . . ?
C7 C8 C6B 102.9(6) . . ?
C7 C8 H8 123.1 . . ?
S2 C8 H8 123.1 . . ?
C6B C8 H8 134.0 . . ?
O1 C9 C1 105.53(13) . . ?
O1 C9 C5 110.65(14) . . ?
C1 C9 C5 107.98(14) . . ?
O1 C9 C10 109.34(13) . . ?
C1 C9 C10 112.55(14) . . ?
C5 C9 C10 110.68(14) . . ?
C12 C10 C11 118.12(16) . . ?
C12 C10 C9 118.87(15) . . ?
C11 C10 C9 122.92(16) . . ?
C10 C12 C11 121.56(16) . 2_665 ?
C10 C12 H12 119.2 . . ?
C11 C12 H12 119.2 2_665 . ?
C12 C11 C10 120.31(17) 2_665 . ?
C12 C11 H11 119.8 2_665 . ?
C10 C11 H11 119.8 . . ?
C2G O1G C1G 109.65(13) . . ?
O1G C2G C1G 110.81(15) . 2_666 ?
O1G C2G H2G1 109.5 . . ?
C1G C2G H2G1 109.5 2_666 . ?
O1G C2G H2G2 109.5 . . ?
C1G C2G H2G2 109.5 2_666 . ?
H2G1 C2G H2G2 108.1 . . ?
O1G C1G C2G 110.28(15) . 2_666 ?
O1G C1G H1G1 109.6 . . ?
C2G C1G H1G1 109.6 2_666 . ?
O1G C1G H1G2 109.6 . . ?
C2G C1G H1G2 109.6 2_666 . ?
H1G1 C1G H1G2 108.1 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 S1 C1 C2 -0.50(14) . . . . ?
C4 S1 C1 C9 -178.53(14) . . . . ?
C9 C1 C2 C3 178.15(16) . . . . ?
S1 C1 C2 C3 0.3(2) . . . . ?
C1 C2 C3 C4 0.2(2) . . . . ?
C2 C3 C4 S1 -0.5(2) . . . . ?
C1 S1 C4 C3 0.60(15) . . . . ?
C8 C6B C5 C6 -2.4(13) . . . . ?
C8 C6B C5 C9 -173.0(5) . . . . ?
C8 C6B C5 S2B -3.1(13) . . . . ?
C8 C6B C5 S2 122(44) . . . . ?
C7 C6 C5 C6B 1.8(11) . . . . ?
C7 C6 C5 C9 171.7(3) . . . . ?
C7 C6 C5 S2B 158(22) . . . . ?
C7 C6 C5 S2 0.7(7) . . . . ?
C7 S2B C5 C6B 2.8(10) . . . . ?
C7 S2B C5 C6 -22(22) . . . . ?
C7 S2B C5 C9 172.2(2) . . . . ?
C7 S2B C5 S2 1.7(4) . . . . ?
C8 S2 C5 C6B -57(44) . . . . ?
C8 S2 C5 C6 -0.8(4) . . . . ?
C8 S2 C5 C9 -172.54(15) . . . . ?
C8 S2 C5 S2B -1.5(3) . . . . ?
C5 S2B C7 C8 -1.3(4) . . . . ?
C5 S2B C7 C6 7(7) . . . . ?
C5 C6 C7 C8 -0.2(7) . . . . ?
C5 C6 C7 S2B -172(8) . . . . ?
S2B C7 C8 S2 0.3(3) . . . . ?
C6 C7 C8 S2 -0.4(5) . . . . ?
S2B C7 C8 C6B -0.5(8) . . . . ?
C6 C7 C8 C6B -1.2(8) . . . . ?
C5 S2 C8 C7 0.75(17) . . . . ?
C5 S2 C8 C6B 5(4) . . . . ?
C5 C6B C8 C7 2.2(12) . . . . ?
C5 C6B C8 S2 -174(5) . . . . ?
C2 C1 C9 O1 161.23(17) . . . . ?
S1 C1 C9 O1 -21.11(18) . . . . ?
C2 C1 C9 C5 42.9(2) . . . . ?
S1 C1 C9 C5 -139.48(13) . . . . ?
C2 C1 C9 C10 -79.6(2) . . . . ?
S1 C1 C9 C10 98.06(16) . . . . ?
C6B C5 C9 O1 -33.8(10) . . . . ?
C6 C5 C9 O1 157.3(5) . . . . ?
S2B C5 C9 O1 157.7(3) . . . . ?
S2 C5 C9 O1 -32.50(19) . . . . ?
C6B C5 C9 C1 81.2(10) . . . . ?
C6 C5 C9 C1 -87.7(5) . . . . ?
S2B C5 C9 C1 -87.2(3) . . . . ?
S2 C5 C9 C1 82.54(17) . . . . ?
C6B C5 C9 C10 -155.2(10) . . . . ?
C6 C5 C9 C10 35.9(5) . . . . ?
S2B C5 C9 C10 36.4(3) . . . . ?
S2 C5 C9 C10 -153.86(13) . . . . ?
O1 C9 C10 C12 -63.1(2) . . . . ?
C1 C9 C10 C12 179.96(15) . . . . ?
C5 C9 C10 C12 59.0(2) . . . . ?
O1 C9 C10 C11 113.48(17) . . . . ?
C1 C9 C10 C11 -3.5(2) . . . . ?
C5 C9 C10 C11 -124.38(17) . . . . ?
C11 C10 C12 C11 0.1(3) . . . 2_665 ?
C9 C10 C12 C11 176.86(16) . . . 2_665 ?
C12 C10 C11 C12 -0.1(3) . . . 2_665 ?
C9 C10 C11 C12 -176.72(16) . . . 2_665 ?
C1G O1G C2G C1G 58.0(2) . . . 2_666 ?
C2G O1G C1G C2G -57.7(2) . . . 2_666 ?

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 O1G 0.84 1.98 2.8099(18) 168.5 .
C12 H12 O1G 0.95 2.70 3.483(2) 140.6 .
C1G H1G1 Cg1 0.99 2.88 3.5382(18) 124.9 2_776
C4 H4 Cg2 0.95 2.79 3.5533(19) 137.7 1_565
C7 H7 Cg4 0.95 2.73 3.6651(19) 168.3 1_655
C2G H2G2 Cg5 0.99 2.75 3.5107(19) 133.6 1_445
C3 H3 C7 0.95 2.85 3.508(3) 127.3 1_565

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.533
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.050
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 1,4-dioxane'
_chemical_properties_physical    'Air-sensitive, Heat-sensitive'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_feka_49_monop
_database_code_depnum_ccdc_archive 'CCDC 1020741'
_audit_update_record             
;
2014-08-22 deposited with the CCDC.
2015-02-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        1,3-Bis[di(pyrid-2-yl)hydroxymethyl]benzene
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H22 N4 O2'
_chemical_formula_sum            'C28 H22 N4 O2'
_chemical_formula_weight         446.50

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c  '
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.3478(18)
_cell_length_b                   8.0618(17)
_cell_length_c                   32.729(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.315(6)
_cell_angle_gamma                90.00
_cell_volume                     2202.6(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    764
_cell_measurement_theta_min      3.14
_cell_measurement_theta_max      21.85

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             936
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9710
_exptl_absorpt_correction_T_max  0.9957
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6041
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_sigmaI/netI    0.0962
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         1.24
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3086
_reflns_number_gt                1771
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0467P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3086
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1203
_refine_ls_R_factor_gt           0.0556
_refine_ls_wR_factor_ref         0.1200
_refine_ls_wR_factor_gt          0.1037
_refine_ls_goodness_of_fit_ref   0.938
_refine_ls_restrained_S_all      0.938
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
N1 N 0.5431(3) 0.3484(3) 0.04214(8) 0.0284(7) Uani 1 1 d . . .
N3 N 0.1739(3) 1.0246(4) 0.13275(8) 0.0323(8) Uani 1 1 d . . .
N4 N 0.2969(4) 0.8426(4) 0.24664(9) 0.0346(8) Uani 1 1 d . . .
N2 N 0.9699(4) 0.4870(4) 0.05986(9) 0.0405(9) Uani 1 1 d . . .
O1 O 0.5900(3) 0.6659(3) 0.04413(6) 0.0266(6) Uani 1 1 d . . .
H1 H 0.5442 0.5983 0.0284 0.040 Uiso 1 1 calc R . .
O2 O 0.1867(3) 0.7179(3) 0.14454(7) 0.0282(6) Uani 1 1 d . . .
H2 H 0.1417 0.7868 0.1290 0.042 Uiso 1 1 calc R . .
C12 C 0.6584(4) 0.6484(4) 0.11490(10) 0.0203(8) Uani 1 1 d . . .
C14 C 0.4647(4) 0.7501(4) 0.16357(10) 0.0210(8) Uani 1 1 d . . .
C13 C 0.5018(4) 0.6885(4) 0.12534(9) 0.0204(8) Uani 1 1 d . . .
H13 H 0.4186 0.6732 0.1058 0.025 Uiso 1 1 calc R . .
C11 C 0.6907(4) 0.5776(4) 0.07204(10) 0.0247(8) Uani 1 1 d . . .
C17 C 0.7799(4) 0.6682(4) 0.14378(10) 0.0241(9) Uani 1 1 d . . .
H17 H 0.8873 0.6399 0.1373 0.029 Uiso 1 1 calc R . .
C16 C 0.7421(4) 0.7297(4) 0.18193(11) 0.0311(9) Uani 1 1 d . . .
H16 H 0.8252 0.7449 0.2015 0.037 Uiso 1 1 calc R . .
C3 C 0.6520(5) 0.1202(4) 0.09907(11) 0.0380(10) Uani 1 1 d . . .
H3 H 0.6892 0.0423 0.1187 0.046 Uiso 1 1 calc R . .
C1 C 0.6452(4) 0.3930(4) 0.07137(10) 0.0246(9) Uani 1 1 d . . .
C2 C 0.7033(5) 0.2818(4) 0.10017(10) 0.0358(10) Uani 1 1 d . . .
H2A H 0.7778 0.3170 0.1204 0.043 Uiso 1 1 calc R . .
C5 C 0.4934(4) 0.1876(4) 0.04114(11) 0.0339(9) Uani 1 1 d . . .
H5 H 0.4202 0.1543 0.0204 0.041 Uiso 1 1 calc R . .
C15 C 0.5865(4) 0.7696(4) 0.19231(10) 0.0263(9) Uani 1 1 d . . .
H15 H 0.5630 0.8101 0.2189 0.032 Uiso 1 1 calc R . .
C6 C 0.8653(4) 0.6117(5) 0.05891(10) 0.0288(9) Uani 1 1 d . . .
C9 C 1.1701(5) 0.6774(6) 0.03625(11) 0.0468(11) Uani 1 1 d . . .
H9 H 1.2783 0.6958 0.0286 0.056 Uiso 1 1 calc R . .
C7 C 0.9066(5) 0.7720(5) 0.04692(11) 0.0414(11) Uani 1 1 d . . .
H7 H 0.8288 0.8579 0.0465 0.050 Uiso 1 1 calc R . .
C4 C 0.5447(5) 0.0727(5) 0.06875(11) 0.0367(10) Uani 1 1 d . . .
H4 H 0.5075 -0.0385 0.0673 0.044 Uiso 1 1 calc R . .
C10 C 1.1200(5) 0.5233(6) 0.04803(11) 0.0483(12) Uani 1 1 d . . .
H10 H 1.1963 0.4358 0.0479 0.058 Uiso 1 1 calc R . .
C8 C 1.0627(5) 0.8034(6) 0.03562(12) 0.0504(12) Uani 1 1 d . . .
H8 H 1.0943 0.9117 0.0275 0.060 Uiso 1 1 calc R . .
C18 C 0.2904(4) 0.8028(4) 0.17218(10) 0.0235(8) Uani 1 1 d . . .
C27 C 0.1442(4) 0.6758(5) 0.29266(11) 0.0385(10) Uani 1 1 d . . .
H27 H 0.1124 0.6526 0.3199 0.046 Uiso 1 1 calc R . .
C25 C 0.1328(4) 0.6232(4) 0.22144(11) 0.0335(10) Uani 1 1 d . . .
H25 H 0.0939 0.5609 0.1988 0.040 Uiso 1 1 calc R . .
C20 C 0.3561(4) 1.1124(4) 0.18508(11) 0.0328(9) Uani 1 1 d . . .
H20 H 0.4252 1.0849 0.2072 0.039 Uiso 1 1 calc R . .
C24 C 0.2375(4) 0.7537(4) 0.21554(10) 0.0250(9) Uani 1 1 d . . .
C19 C 0.2728(4) 0.9898(4) 0.16392(10) 0.0252(9) Uani 1 1 d . . .
C23 C 0.1563(4) 1.1845(5) 0.12138(11) 0.0378(10) Uani 1 1 d . . .
H23 H 0.0868 1.2098 0.0992 0.045 Uiso 1 1 calc R . .
C21 C 0.3356(5) 1.2756(5) 0.17304(12) 0.0415(11) Uani 1 1 d . . .
H21 H 0.3903 1.3625 0.1869 0.050 Uiso 1 1 calc R . .
C28 C 0.2494(5) 0.8009(5) 0.28465(11) 0.0405(11) Uani 1 1 d . . .
H28 H 0.2916 0.8621 0.3070 0.049 Uiso 1 1 calc R . .
C26 C 0.0853(4) 0.5845(5) 0.26079(12) 0.0390(10) Uani 1 1 d . . .
H26 H 0.0129 0.4958 0.2655 0.047 Uiso 1 1 calc R . .
C22 C 0.2343(5) 1.3109(5) 0.14053(12) 0.0423(11) Uani 1 1 d . . .
H22 H 0.2195 1.4222 0.1317 0.051 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

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
N1 C1 1.327(4) . ?
N1 C5 1.361(4) . ?
N3 C19 1.339(4) . ?
N3 C23 1.350(4) . ?
N4 C24 1.338(4) . ?
N4 C28 1.350(4) . ?
N2 C6 1.332(4) . ?
N2 C10 1.346(5) . ?
O1 C11 1.428(4) . ?
O1 H1 0.8400 . ?
O2 C18 1.424(4) . ?
O2 H2 0.8400 . ?
C12 C13 1.391(4) . ?
C12 C17 1.392(4) . ?
C12 C11 1.540(4) . ?
C14 C13 1.383(4) . ?
C14 C15 1.390(4) . ?
C14 C18 1.544(4) . ?
C13 H13 0.9500 . ?
C11 C1 1.536(5) . ?
C11 C6 1.546(5) . ?
C17 C16 1.381(4) . ?
C17 H17 0.9500 . ?
C16 C15 1.382(5) . ?
C16 H16 0.9500 . ?
C3 C2 1.371(5) . ?
C3 C4 1.387(5) . ?
C3 H3 0.9500 . ?
C1 C2 1.387(4) . ?
C2 H2A 0.9500 . ?
C5 C4 1.361(5) . ?
C5 H5 0.9500 . ?
C15 H15 0.9500 . ?
C6 C7 1.394(5) . ?
C9 C8 1.355(5) . ?
C9 C10 1.367(6) . ?
C9 H9 0.9500 . ?
C7 C8 1.379(5) . ?
C7 H7 0.9500 . ?
C4 H4 0.9500 . ?
C10 H10 0.9500 . ?
C8 H8 0.9500 . ?
C18 C19 1.538(5) . ?
C18 C24 1.540(4) . ?
C27 C28 1.364(5) . ?
C27 C26 1.366(5) . ?
C27 H27 0.9500 . ?
C25 C24 1.382(5) . ?
C25 C26 1.385(5) . ?
C25 H25 0.9500 . ?
C20 C21 1.384(5) . ?
C20 C19 1.391(5) . ?
C20 H20 0.9500 . ?
C23 C22 1.361(5) . ?
C23 H23 0.9500 . ?
C21 C22 1.385(5) . ?
C21 H21 0.9500 . ?
C28 H28 0.9500 . ?
C26 H26 0.9500 . ?
C22 H22 0.9500 . ?

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
C1 N1 C5 118.0(3) . . ?
C19 N3 C23 118.4(3) . . ?
C24 N4 C28 117.2(3) . . ?
C6 N2 C10 116.2(4) . . ?
C11 O1 H1 109.5 . . ?
C18 O2 H2 109.5 . . ?
C13 C12 C17 119.3(3) . . ?
C13 C12 C11 118.7(3) . . ?
C17 C12 C11 122.0(3) . . ?
C13 C14 C15 119.1(3) . . ?
C13 C14 C18 118.7(3) . . ?
C15 C14 C18 122.2(3) . . ?
C14 C13 C12 121.4(3) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
O1 C11 C1 109.2(3) . . ?
O1 C11 C12 107.0(3) . . ?
C1 C11 C12 109.1(3) . . ?
O1 C11 C6 106.6(3) . . ?
C1 C11 C6 113.7(3) . . ?
C12 C11 C6 110.9(3) . . ?
C16 C17 C12 119.1(3) . . ?
C16 C17 H17 120.5 . . ?
C12 C17 H17 120.5 . . ?
C17 C16 C15 121.7(3) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C2 C3 C4 118.8(4) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
N1 C1 C2 122.4(3) . . ?
N1 C1 C11 115.5(3) . . ?
C2 C1 C11 122.1(3) . . ?
C3 C2 C1 119.2(3) . . ?
C3 C2 H2A 120.4 . . ?
C1 C2 H2A 120.4 . . ?
N1 C5 C4 122.5(3) . . ?
N1 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C16 C15 C14 119.5(3) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
N2 C6 C7 122.9(3) . . ?
N2 C6 C11 118.5(3) . . ?
C7 C6 C11 118.6(3) . . ?
C8 C9 C10 118.8(4) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C8 C7 C6 118.8(4) . . ?
C8 C7 H7 120.6 . . ?
C6 C7 H7 120.6 . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
N2 C10 C9 124.4(4) . . ?
N2 C10 H10 117.8 . . ?
C9 C10 H10 117.8 . . ?
C9 C8 C7 118.9(4) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
O2 C18 C19 107.6(3) . . ?
O2 C18 C24 106.6(3) . . ?
C19 C18 C24 112.7(3) . . ?
O2 C18 C14 108.8(2) . . ?
C19 C18 C14 109.1(3) . . ?
C24 C18 C14 111.9(3) . . ?
C28 C27 C26 118.8(4) . . ?
C28 C27 H27 120.6 . . ?
C26 C27 H27 120.6 . . ?
C24 C25 C26 119.1(3) . . ?
C24 C25 H25 120.5 . . ?
C26 C25 H25 120.5 . . ?
C21 C20 C19 118.2(3) . . ?
C21 C20 H20 120.9 . . ?
C19 C20 H20 120.9 . . ?
N4 C24 C25 122.3(3) . . ?
N4 C24 C18 117.1(3) . . ?
C25 C24 C18 120.6(3) . . ?
N3 C19 C20 122.4(3) . . ?
N3 C19 C18 113.4(3) . . ?
C20 C19 C18 124.2(3) . . ?
N3 C23 C22 122.5(3) . . ?
N3 C23 H23 118.8 . . ?
C22 C23 H23 118.8 . . ?
C20 C21 C22 119.2(4) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 H21 120.4 . . ?
N4 C28 C27 123.6(4) . . ?
N4 C28 H28 118.2 . . ?
C27 C28 H28 118.2 . . ?
C27 C26 C25 119.0(4) . . ?
C27 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
C23 C22 C21 119.3(3) . . ?
C23 C22 H22 120.4 . . ?
C21 C22 H22 120.4 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 C14 C13 C12 -1.1(5) . . . . ?
C18 C14 C13 C12 176.0(3) . . . . ?
C17 C12 C13 C14 1.0(5) . . . . ?
C11 C12 C13 C14 179.0(3) . . . . ?
C13 C12 C11 O1 39.3(4) . . . . ?
C17 C12 C11 O1 -142.9(3) . . . . ?
C13 C12 C11 C1 -78.8(4) . . . . ?
C17 C12 C11 C1 99.1(4) . . . . ?
C13 C12 C11 C6 155.2(3) . . . . ?
C17 C12 C11 C6 -26.9(4) . . . . ?
C13 C12 C17 C16 -0.9(5) . . . . ?
C11 C12 C17 C16 -178.8(3) . . . . ?
C12 C17 C16 C15 0.9(5) . . . . ?
C5 N1 C1 C2 0.8(5) . . . . ?
C5 N1 C1 C11 -177.4(3) . . . . ?
O1 C11 C1 N1 9.3(4) . . . . ?
C12 C11 C1 N1 126.0(3) . . . . ?
C6 C11 C1 N1 -109.6(3) . . . . ?
O1 C11 C1 C2 -168.8(3) . . . . ?
C12 C11 C1 C2 -52.2(4) . . . . ?
C6 C11 C1 C2 72.3(4) . . . . ?
C4 C3 C2 C1 0.8(6) . . . . ?
N1 C1 C2 C3 -1.1(5) . . . . ?
C11 C1 C2 C3 176.9(3) . . . . ?
C1 N1 C5 C4 -0.1(5) . . . . ?
C17 C16 C15 C14 -1.0(5) . . . . ?
C13 C14 C15 C16 1.0(5) . . . . ?
C18 C14 C15 C16 -176.0(3) . . . . ?
C10 N2 C6 C7 -0.7(5) . . . . ?
C10 N2 C6 C11 179.8(3) . . . . ?
O1 C11 C6 N2 -139.3(3) . . . . ?
C1 C11 C6 N2 -18.9(4) . . . . ?
C12 C11 C6 N2 104.6(3) . . . . ?
O1 C11 C6 C7 41.2(4) . . . . ?
C1 C11 C6 C7 161.6(3) . . . . ?
C12 C11 C6 C7 -74.9(4) . . . . ?
N2 C6 C7 C8 -0.2(6) . . . . ?
C11 C6 C7 C8 179.3(3) . . . . ?
N1 C5 C4 C3 -0.2(6) . . . . ?
C2 C3 C4 C5 -0.2(6) . . . . ?
C6 N2 C10 C9 1.4(6) . . . . ?
C8 C9 C10 N2 -1.1(6) . . . . ?
C10 C9 C8 C7 0.1(6) . . . . ?
C6 C7 C8 C9 0.5(6) . . . . ?
C13 C14 C18 O2 23.1(4) . . . . ?
C15 C14 C18 O2 -159.9(3) . . . . ?
C13 C14 C18 C19 -94.0(3) . . . . ?
C15 C14 C18 C19 83.0(4) . . . . ?
C13 C14 C18 C24 140.6(3) . . . . ?
C15 C14 C18 C24 -42.4(4) . . . . ?
C28 N4 C24 C25 -0.6(5) . . . . ?
C28 N4 C24 C18 179.3(3) . . . . ?
C26 C25 C24 N4 1.1(5) . . . . ?
C26 C25 C24 C18 -178.7(3) . . . . ?
O2 C18 C24 N4 -167.4(3) . . . . ?
C19 C18 C24 N4 -49.5(4) . . . . ?
C14 C18 C24 N4 73.9(4) . . . . ?
O2 C18 C24 C25 12.5(4) . . . . ?
C19 C18 C24 C25 130.4(3) . . . . ?
C14 C18 C24 C25 -106.3(3) . . . . ?
C23 N3 C19 C20 0.7(5) . . . . ?
C23 N3 C19 C18 -176.5(3) . . . . ?
C21 C20 C19 N3 -0.3(5) . . . . ?
C21 C20 C19 C18 176.5(3) . . . . ?
O2 C18 C19 N3 -2.8(4) . . . . ?
C24 C18 C19 N3 -120.1(3) . . . . ?
C14 C18 C19 N3 115.0(3) . . . . ?
O2 C18 C19 C20 -179.9(3) . . . . ?
C24 C18 C19 C20 62.9(4) . . . . ?
C14 C18 C19 C20 -62.1(4) . . . . ?
C19 N3 C23 C22 -0.4(5) . . . . ?
C19 C20 C21 C22 -0.3(5) . . . . ?
C24 N4 C28 C27 -0.7(5) . . . . ?
C26 C27 C28 N4 1.4(6) . . . . ?
C28 C27 C26 C25 -0.8(5) . . . . ?
C24 C25 C26 C27 -0.4(5) . . . . ?
N3 C23 C22 C21 -0.2(6) . . . . ?
C20 C21 C22 C23 0.5(6) . . . . ?

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 2.06 2.590(4) 120.1 .
O2 H2 N3 0.84 1.94 2.505(4) 123.7 .
C15 H15 N4 0.95 2.42 3.066(5) 125.1 .
C20 H20 N4 0.95 2.58 3.008(5) 107.9 .
O1 H1 N1 0.84 2.45 3.031(3) 126.5 3_665
C4 H4 O1 0.95 2.59 3.399(4) 142.6 1_545
C5 H5 O1 0.95 2.56 3.106(4) 116.6 3_665
C9 H9 O1 0.95 2.66 3.515(5) 150.1 1_655
C17 H17 O2 0.95 2.59 3.419(4) 146.5 1_655
C22 H22 O2 0.95 2.44 3.307(5) 152.3 1_565
C3 H3 Cg5 0.95 2.97 3.774(4) 142.8 1_545
C26 H26 Cg4 0.95 2.91 3.805(4) 157.8 2_545

_diffrn_measured_fraction_theta_max 0.796
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.796
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.051
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetone'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_feka_55_tricp
_database_code_depnum_ccdc_archive 'CCDC 1020742'
_audit_update_record             
;
2014-08-22 deposited with the CCDC.
2015-02-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        1,3-Bis[di(pyrid-2-yl)hydroxymethyl]benzene
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H22 N4 O2'
_chemical_formula_sum            'C28 H22 N4 O2'
_chemical_formula_weight         446.50

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.2873(10)
_cell_length_b                   10.6627(12)
_cell_length_c                   12.9725(18)
_cell_angle_alpha                97.625(7)
_cell_angle_beta                 107.153(7)
_cell_angle_gamma                93.365(9)
_cell_volume                     1079.8(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6243
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      30.43

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             468
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9603
_exptl_absorpt_correction_T_max  0.9912
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17410
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_sigmaI/netI    0.0234
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.94
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3799
_reflns_number_gt                3199
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0365P)²+0.4246P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3799
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.0886
_refine_ls_wR_factor_gt          0.0843
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.56402(13) 0.13721(9) 0.41470(8) 0.0224(2) Uani 1 1 d . . .
H1 H 0.5207 0.1025 0.4561 0.034 Uiso 1 1 calc R . .
O2 O 0.80797(12) 0.48943(9) 0.34963(8) 0.0233(2) Uani 1 1 d . . .
H2A H 0.8782 0.5498 0.3887 0.035 Uiso 1 1 calc R . .
N1 N 0.66483(15) -0.09632(12) 0.46653(10) 0.0253(3) Uani 1 1 d . . .
N2 N 0.28485(17) 0.05119(13) 0.22571(12) 0.0367(4) Uani 1 1 d . . .
N3 N 0.86633(15) 0.51809(12) 0.08711(10) 0.0257(3) Uani 1 1 d . . .
N4 N 1.12278(16) 0.56459(12) 0.36372(11) 0.0273(3) Uani 1 1 d . . .
C1 C 0.70384(17) -0.04921(13) 0.38432(12) 0.0199(3) Uani 1 1 d . . .
C2 C 0.84676(18) -0.07968(14) 0.35512(12) 0.0240(3) Uani 1 1 d . . .
H2 H 0.8724 -0.0446 0.2975 0.029 Uiso 1 1 calc R . .
C3 C 0.95202(19) -0.16162(14) 0.41060(13) 0.0270(3) Uani 1 1 d . . .
H3 H 1.0505 -0.1830 0.3918 0.032 Uiso 1 1 calc R . .
C4 C 0.91081(19) -0.21155(14) 0.49377(13) 0.0273(3) Uani 1 1 d . . .
H4 H 0.9793 -0.2689 0.5326 0.033 Uiso 1 1 calc R . .
C5 C 0.7677(2) -0.17606(15) 0.51910(13) 0.0292(4) Uani 1 1 d . . .
H5 H 0.7404 -0.2098 0.5768 0.035 Uiso 1 1 calc R . .
C6 C 0.40367(17) -0.02696(14) 0.26550(12) 0.0211(3) Uani 1 1 d . . .
C7 C 0.3697(2) -0.15718(14) 0.24669(13) 0.0290(4) Uani 1 1 d . . .
H7 H 0.4563 -0.2097 0.2739 0.035 Uiso 1 1 calc R . .
C8 C 0.2059(2) -0.21059(16) 0.18690(14) 0.0388(4) Uani 1 1 d . . .
H8 H 0.1789 -0.3003 0.1736 0.047 Uiso 1 1 calc R . .
C9 C 0.0833(2) -0.13242(19) 0.14721(14) 0.0400(4) Uani 1 1 d . . .
H9 H -0.0292 -0.1669 0.1062 0.048 Uiso 1 1 calc R . .
C10 C 0.1279(2) -0.00313(18) 0.16852(15) 0.0427(5) Uani 1 1 d . . .
H10 H 0.0431 0.0507 0.1413 0.051 Uiso 1 1 calc R . .
C11 C 0.58020(17) 0.04286(13) 0.33060(11) 0.0194(3) Uani 1 1 d . . .
C19 C 0.79102(17) 0.52381(13) 0.16603(12) 0.0204(3) Uani 1 1 d . . .
C20 C 0.65534(19) 0.59495(14) 0.16513(13) 0.0257(3) Uani 1 1 d . . .
H20 H 0.6057 0.5982 0.2226 0.031 Uiso 1 1 calc R . .
C21 C 0.59385(19) 0.66105(14) 0.07895(13) 0.0288(4) Uani 1 1 d . . .
H21 H 0.5010 0.7100 0.0765 0.035 Uiso 1 1 calc R . .
C22 C 0.66869(19) 0.65505(14) -0.00336(13) 0.0282(4) Uani 1 1 d . . .
H22 H 0.6288 0.6994 -0.0633 0.034 Uiso 1 1 calc R . .
C23 C 0.80446(19) 0.58201(15) 0.00403(13) 0.0286(4) Uani 1 1 d . . .
H23 H 0.8558 0.5772 -0.0527 0.034 Uiso 1 1 calc R . .
C24 C 1.05561(17) 0.45802(13) 0.29301(11) 0.0190(3) Uani 1 1 d . . .
C25 C 1.15493(19) 0.37203(14) 0.25811(12) 0.0249(3) Uani 1 1 d . . .
H25 H 1.1040 0.2958 0.2095 0.030 Uiso 1 1 calc R . .
C26 C 1.33074(19) 0.39949(15) 0.29560(12) 0.0284(4) Uani 1 1 d . . .
H26 H 1.4017 0.3422 0.2730 0.034 Uiso 1 1 calc R . .
C27 C 1.40037(19) 0.51095(15) 0.36604(12) 0.0271(3) Uani 1 1 d . . .
H27 H 1.5198 0.5329 0.3913 0.033 Uiso 1 1 calc R . .
C28 C 1.29247(19) 0.59011(15) 0.39920(13) 0.0308(4) Uani 1 1 d . . .
H28 H 1.3406 0.6658 0.4492 0.037 Uiso 1 1 calc R . .
C18 C 0.85922(17) 0.44322(13) 0.25694(11) 0.0195(3) Uani 1 1 d . . .
C12 C 0.64801(16) 0.11268(13) 0.25331(11) 0.0183(3) Uani 1 1 d . . .
C13 C 0.71783(16) 0.23920(13) 0.28581(11) 0.0180(3) Uani 1 1 d . . .
H13 H 0.7217 0.2819 0.3557 0.022 Uiso 1 1 calc R . .
C14 C 0.78222(16) 0.30417(13) 0.21740(11) 0.0179(3) Uani 1 1 d . . .
C15 C 0.77573(17) 0.24072(13) 0.11456(11) 0.0202(3) Uani 1 1 d . . .
H15 H 0.8184 0.2839 0.0670 0.024 Uiso 1 1 calc R . .
C16 C 0.70670(17) 0.11434(14) 0.08180(11) 0.0214(3) Uani 1 1 d . . .
H16 H 0.7033 0.0714 0.0121 0.026 Uiso 1 1 calc R . .
C17 C 0.64276(17) 0.05052(13) 0.15022(12) 0.0206(3) Uani 1 1 d . . .
H17 H 0.5953 -0.0356 0.1270 0.025 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

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 1.4253(16) . ?
O1 H1 0.8400 . ?
O2 C18 1.4274(17) . ?
O2 H2A 0.8400 . ?
N1 C5 1.3456(19) . ?
N1 C1 1.3493(19) . ?
N2 C10 1.344(2) . ?
N2 C6 1.3569(19) . ?
N3 C23 1.341(2) . ?
N3 C19 1.3439(19) . ?
N4 C24 1.3381(19) . ?
N4 C28 1.343(2) . ?
C1 C2 1.389(2) . ?
C1 C11 1.5420(19) . ?
C2 C3 1.389(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.383(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.381(2) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.375(2) . ?
C6 C11 1.544(2) . ?
C7 C8 1.393(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.377(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.376(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.5351(19) . ?
C19 C20 1.391(2) . ?
C19 C18 1.543(2) . ?
C20 C21 1.386(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.381(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.393(2) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C25 1.386(2) . ?
C24 C18 1.5471(19) . ?
C25 C26 1.393(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.379(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.384(2) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C18 C14 1.5371(19) . ?
C12 C13 1.3950(19) . ?
C12 C17 1.399(2) . ?
C13 C14 1.3969(19) . ?
C13 H13 0.9500 . ?
C14 C15 1.398(2) . ?
C15 C16 1.392(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.388(2) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?

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 H1 109.5 . . ?
C18 O2 H2A 109.5 . . ?
C5 N1 C1 117.93(13) . . ?
C10 N2 C6 117.44(15) . . ?
C23 N3 C19 117.86(13) . . ?
C24 N4 C28 118.34(13) . . ?
N1 C1 C2 121.63(13) . . ?
N1 C1 C11 114.00(12) . . ?
C2 C1 C11 124.33(12) . . ?
C3 C2 C1 119.67(14) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C4 C3 C2 118.77(14) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
C5 C4 C3 118.39(14) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
N1 C5 C4 123.58(14) . . ?
N1 C5 H5 118.2 . . ?
C4 C5 H5 118.2 . . ?
N2 C6 C7 122.50(14) . . ?
N2 C6 C11 114.21(12) . . ?
C7 C6 C11 123.28(13) . . ?
C6 C7 C8 118.66(15) . . ?
C6 C7 H7 120.7 . . ?
C8 C7 H7 120.7 . . ?
C9 C8 C7 119.51(16) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C10 C9 C8 118.29(15) . . ?
C10 C9 H9 120.9 . . ?
C8 C9 H9 120.9 . . ?
N2 C10 C9 123.58(16) . . ?
N2 C10 H10 118.2 . . ?
C9 C10 H10 118.2 . . ?
O1 C11 C12 107.06(11) . . ?
O1 C11 C1 108.19(11) . . ?
C12 C11 C1 111.78(11) . . ?
O1 C11 C6 109.53(11) . . ?
C12 C11 C6 108.43(11) . . ?
C1 C11 C6 111.73(11) . . ?
N3 C19 C20 122.43(14) . . ?
N3 C19 C18 116.40(12) . . ?
C20 C19 C18 121.14(13) . . ?
C21 C20 C19 118.87(14) . . ?
C21 C20 H20 120.6 . . ?
C19 C20 H20 120.6 . . ?
C22 C21 C20 119.40(14) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 C23 118.07(14) . . ?
C21 C22 H22 121.0 . . ?
C23 C22 H22 121.0 . . ?
N3 C23 C22 123.35(14) . . ?
N3 C23 H23 118.3 . . ?
C22 C23 H23 118.3 . . ?
N4 C24 C25 122.35(13) . . ?
N4 C24 C18 112.56(12) . . ?
C25 C24 C18 125.10(13) . . ?
C24 C25 C26 118.74(14) . . ?
C24 C25 H25 120.6 . . ?
C26 C25 H25 120.6 . . ?
C27 C26 C25 119.11(14) . . ?
C27 C26 H26 120.4 . . ?
C25 C26 H26 120.4 . . ?
C26 C27 C28 118.53(14) . . ?
C26 C27 H27 120.7 . . ?
C28 C27 H27 120.7 . . ?
N4 C28 C27 122.89(15) . . ?
N4 C28 H28 118.6 . . ?
C27 C28 H28 118.6 . . ?
O2 C18 C14 107.58(11) . . ?
O2 C18 C19 109.19(11) . . ?
C14 C18 C19 109.88(11) . . ?
O2 C18 C24 107.61(11) . . ?
C14 C18 C24 112.97(11) . . ?
C19 C18 C24 109.52(11) . . ?
C13 C12 C17 119.03(13) . . ?
C13 C12 C11 120.16(12) . . ?
C17 C12 C11 120.80(12) . . ?
C12 C13 C14 121.17(13) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C15 119.07(13) . . ?
C13 C14 C18 119.39(12) . . ?
C15 C14 C18 121.54(12) . . ?
C16 C15 C14 120.03(13) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C17 C16 C15 120.54(13) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C12 120.16(13) . . ?
C16 C17 H17 119.9 . . ?
C12 C17 H17 119.9 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -1.0(2) . . . . ?
C5 N1 C1 C11 -179.02(13) . . . . ?
N1 C1 C2 C3 0.7(2) . . . . ?
C11 C1 C2 C3 178.51(13) . . . . ?
C1 C2 C3 C4 0.3(2) . . . . ?
C2 C3 C4 C5 -0.9(2) . . . . ?
C1 N1 C5 C4 0.3(2) . . . . ?
C3 C4 C5 N1 0.7(2) . . . . ?
C10 N2 C6 C7 1.8(2) . . . . ?
C10 N2 C6 C11 -179.73(14) . . . . ?
N2 C6 C7 C8 -1.7(2) . . . . ?
C11 C6 C7 C8 179.98(14) . . . . ?
C6 C7 C8 C9 0.8(2) . . . . ?
C7 C8 C9 C10 -0.1(3) . . . . ?
C6 N2 C10 C9 -1.1(3) . . . . ?
C8 C9 C10 N2 0.2(3) . . . . ?
N1 C1 C11 O1 51.57(15) . . . . ?
C2 C1 C11 O1 -126.39(14) . . . . ?
N1 C1 C11 C12 169.21(12) . . . . ?
C2 C1 C11 C12 -8.76(19) . . . . ?
N1 C1 C11 C6 -69.08(15) . . . . ?
C2 C1 C11 C6 112.96(15) . . . . ?
N2 C6 C11 O1 53.80(16) . . . . ?
C7 C6 C11 O1 -127.78(14) . . . . ?
N2 C6 C11 C12 -62.71(15) . . . . ?
C7 C6 C11 C12 115.71(15) . . . . ?
N2 C6 C11 C1 173.66(12) . . . . ?
C7 C6 C11 C1 -7.91(19) . . . . ?
C23 N3 C19 C20 -1.3(2) . . . . ?
C23 N3 C19 C18 176.74(13) . . . . ?
N3 C19 C20 C21 0.9(2) . . . . ?
C18 C19 C20 C21 -177.05(13) . . . . ?
C19 C20 C21 C22 -0.2(2) . . . . ?
C20 C21 C22 C23 -0.1(2) . . . . ?
C19 N3 C23 C22 1.0(2) . . . . ?
C21 C22 C23 N3 -0.4(2) . . . . ?
C28 N4 C24 C25 2.0(2) . . . . ?
C28 N4 C24 C18 -178.36(13) . . . . ?
N4 C24 C25 C26 -1.9(2) . . . . ?
C18 C24 C25 C26 178.48(13) . . . . ?
C24 C25 C26 C27 0.0(2) . . . . ?
C25 C26 C27 C28 1.7(2) . . . . ?
C24 N4 C28 C27 -0.2(2) . . . . ?
C26 C27 C28 N4 -1.6(2) . . . . ?
N3 C19 C18 O2 161.42(12) . . . . ?
C20 C19 C18 O2 -20.50(18) . . . . ?
N3 C19 C18 C14 -80.81(15) . . . . ?
C20 C19 C18 C14 97.26(15) . . . . ?
N3 C19 C18 C24 43.83(16) . . . . ?
C20 C19 C18 C24 -138.10(14) . . . . ?
N4 C24 C18 O2 -37.35(15) . . . . ?
C25 C24 C18 O2 142.31(13) . . . . ?
N4 C24 C18 C14 -155.95(12) . . . . ?
C25 C24 C18 C14 23.71(19) . . . . ?
N4 C24 C18 C19 81.23(14) . . . . ?
C25 C24 C18 C19 -99.12(16) . . . . ?
O1 C11 C12 C13 14.90(16) . . . . ?
C1 C11 C12 C13 -103.42(14) . . . . ?
C6 C11 C12 C13 132.99(13) . . . . ?
O1 C11 C12 C17 -165.86(12) . . . . ?
C1 C11 C12 C17 75.83(16) . . . . ?
C6 C11 C12 C17 -47.77(16) . . . . ?
C17 C12 C13 C14 -0.06(19) . . . . ?
C11 C12 C13 C14 179.20(12) . . . . ?
C12 C13 C14 C15 0.17(19) . . . . ?
C12 C13 C14 C18 -179.54(12) . . . . ?
O2 C18 C14 C13 -15.10(16) . . . . ?
C19 C18 C14 C13 -133.86(12) . . . . ?
C24 C18 C14 C13 103.52(14) . . . . ?
O2 C18 C14 C15 165.21(12) . . . . ?
C19 C18 C14 C15 46.45(16) . . . . ?
C24 C18 C14 C15 -76.17(16) . . . . ?
C13 C14 C15 C16 -0.37(19) . . . . ?
C18 C14 C15 C16 179.33(12) . . . . ?
C14 C15 C16 C17 0.5(2) . . . . ?
C15 C16 C17 C12 -0.4(2) . . . . ?
C13 C12 C17 C16 0.2(2) . . . . ?
C11 C12 C17 C16 -179.10(12) . . . . ?

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 2.49 2.7763(16) 100.8 .
O2 H2A N4 0.84 2.14 2.6299(16) 116.5 .
C7 H7 N1 0.95 2.66 3.122(2) 110.1 .
C15 H15 N3 0.95 2.47 3.1005(19) 123.6 .
O1 H1 N1 0.84 2.07 2.8223(16) 148.6 2_656
C5 H5 O1 0.95 2.71 3.1460(19) 108.7 2_656
C27 H27 O2 0.95 2.65 3.4657(18) 143.9 1_655
C28 H28 O1 0.95 2.48 3.4255(19) 173.6 2_766
C23 H23 N3 0.95 2.70 3.448(2) 136.0 2_765
C23 H23 Cg6 0.95 2.87 3.6131(16) 136.2 2_765
C5 H5 Cg6 0.95 2.82 3.7010(16) 154.3 2_756

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.037
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMSO'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_feka_81_tricp
_database_code_depnum_ccdc_archive 'CCDC 1020743'
_audit_update_record             
;
2014-08-22 deposited with the CCDC.
2015-02-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        1,3-Bis[di(pyrid-2-yl)hydroxymethyl]benzene
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H22 N4 O2'
_chemical_formula_sum            'C28 H22 N4 O2'
_chemical_formula_weight         446.50

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.6246(3)
_cell_length_b                   12.9366(3)
_cell_length_c                   16.5166(5)
_cell_angle_alpha                107.1770(10)
_cell_angle_beta                 93.355(2)
_cell_angle_gamma                97.5580(10)
_cell_volume                     2138.65(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6278
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      28.08

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             936
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9779
_exptl_absorpt_correction_T_max  0.9938
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            45269
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_av_sigmaI/netI    0.0348
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.30
_diffrn_reflns_theta_max         25.00
_reflns_number_total             7540
_reflns_number_gt                3101
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0633P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7540
_refine_ls_number_parameters     617
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.1194
_refine_ls_wR_factor_gt          0.1076
_refine_ls_goodness_of_fit_ref   0.939
_refine_ls_restrained_S_all      0.939
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.004

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
N1 N 0.9490(3) 0.7745(3) 0.3585(2) 0.0389(10) Uani 1 1 d . . .
N2 N 1.0968(3) 0.5338(2) 0.1676(2) 0.0253(8) Uani 1 1 d . . .
N4 N 0.4822(3) 0.9123(2) 0.0669(2) 0.0262(8) Uani 1 1 d . . .
N3 N 0.4355(3) 0.6359(3) -0.0614(2) 0.0295(8) Uani 1 1 d . . .
O1 O 0.8624(2) 0.58510(19) 0.21736(17) 0.0243(6) Uani 1 1 d . . .
H1 H 0.8948 0.5495 0.2460 0.036 Uiso 1 1 calc R . .
O2 O 0.5106(2) 0.65031(19) 0.09606(17) 0.0257(6) Uani 1 1 d . . .
H2A H 0.4391 0.6206 0.0691 0.039 Uiso 1 1 calc R . .
C1 C 1.0272(4) 0.7349(3) 0.2985(2) 0.0225(9) Uani 1 1 d . . .
C2 C 1.1576(4) 0.7538(3) 0.3147(3) 0.0305(10) Uani 1 1 d . . .
H2 H 1.2103 0.7264 0.2713 0.037 Uiso 1 1 calc R . .
C3 C 1.2101(4) 0.8142(3) 0.3964(3) 0.0423(13) Uani 1 1 d . . .
H3 H 1.3002 0.8283 0.4095 0.051 Uiso 1 1 calc R . .
C4 C 1.1328(4) 0.8540(3) 0.4590(3) 0.0424(13) Uani 1 1 d . . .
H4 H 1.1677 0.8956 0.5153 0.051 Uiso 1 1 calc R . .
C5 C 1.0044(5) 0.8311(3) 0.4366(3) 0.0455(13) Uani 1 1 d . . .
H5 H 0.9504 0.8571 0.4796 0.055 Uiso 1 1 calc R . .
C6 C 1.0492(3) 0.6163(3) 0.1477(2) 0.0198(9) Uani 1 1 d . . .
C7 C 1.0795(4) 0.6445(3) 0.0765(3) 0.0266(9) Uani 1 1 d . . .
H7 H 1.0442 0.7020 0.0631 0.032 Uiso 1 1 calc R . .
C8 C 1.1617(4) 0.5888(3) 0.0244(3) 0.0266(9) Uani 1 1 d . . .
H8 H 1.1826 0.6073 -0.0252 0.032 Uiso 1 1 calc R . .
C9 C 1.2129(4) 0.5070(3) 0.0445(3) 0.0304(10) Uani 1 1 d . . .
H9 H 1.2710 0.4688 0.0103 0.037 Uiso 1 1 calc R . .
C10 C 1.1771(4) 0.4817(3) 0.1166(3) 0.0289(10) Uani 1 1 d . . .
H10 H 1.2115 0.4242 0.1307 0.035 Uiso 1 1 calc R . .
C11 C 0.9565(3) 0.6697(3) 0.2102(2) 0.0203(8) Uani 1 1 d . . .
C12 C 0.8876(4) 0.7466(3) 0.1759(2) 0.0204(9) Uani 1 1 d . . .
C13 C 0.7599(3) 0.7141(3) 0.1406(2) 0.0172(8) Uani 1 1 d . . .
H13 H 0.7165 0.6440 0.1383 0.021 Uiso 1 1 calc R . .
C14 C 0.6963(3) 0.7843(3) 0.1088(2) 0.0188(9) Uani 1 1 d . . .
C15 C 0.7598(4) 0.8859(3) 0.1124(2) 0.0227(9) Uani 1 1 d . . .
H15 H 0.7170 0.9341 0.0913 0.027 Uiso 1 1 calc R . .
C16 C 0.8856(3) 0.9175(3) 0.1467(2) 0.0215(9) Uani 1 1 d . . .
H16 H 0.9289 0.9872 0.1483 0.026 Uiso 1 1 calc R . .
C17 C 0.9496(4) 0.8495(3) 0.1788(2) 0.0231(9) Uani 1 1 d . . .
H17 H 1.0359 0.8729 0.2028 0.028 Uiso 1 1 calc R . .
C18 C 0.5568(3) 0.7433(3) 0.0708(2) 0.0204(9) Uani 1 1 d . . .
C24 C 0.4765(3) 0.8335(3) 0.1040(2) 0.0198(8) Uani 1 1 d . . .
C25 C 0.4060(3) 0.8349(3) 0.1723(2) 0.0245(9) Uani 1 1 d . . .
H25 H 0.4039 0.7777 0.1976 0.029 Uiso 1 1 calc R . .
C26 C 0.3386(3) 0.9204(3) 0.2032(3) 0.0273(10) Uani 1 1 d . . .
H26 H 0.2890 0.9224 0.2495 0.033 Uiso 1 1 calc R . .
C27 C 0.3448(4) 1.0026(3) 0.1655(3) 0.0294(10) Uani 1 1 d . . .
H27 H 0.3000 1.0627 0.1854 0.035 Uiso 1 1 calc R . .
C28 C 0.4169(4) 0.9957(3) 0.0988(3) 0.0296(10) Uani 1 1 d . . .
H28 H 0.4214 1.0528 0.0734 0.036 Uiso 1 1 calc R . .
C19 C 0.5431(3) 0.7076(3) -0.0272(2) 0.0190(9) Uani 1 1 d . . .
C20 C 0.6277(4) 0.7414(3) -0.0773(3) 0.0284(10) Uani 1 1 d . . .
H20 H 0.7048 0.7893 -0.0521 0.034 Uiso 1 1 calc R . .
C21 C 0.5999(4) 0.7052(3) -0.1652(3) 0.0299(10) Uani 1 1 d . . .
H21 H 0.6568 0.7293 -0.2005 0.036 Uiso 1 1 calc R . .
C22 C 0.4901(4) 0.6348(3) -0.2004(3) 0.0292(10) Uani 1 1 d . . .
H22 H 0.4690 0.6090 -0.2604 0.035 Uiso 1 1 calc R . .
C23 C 0.4103(4) 0.6018(3) -0.1464(3) 0.0318(10) Uani 1 1 d . . .
H23 H 0.3339 0.5524 -0.1708 0.038 Uiso 1 1 calc R . .
C34 C -0.0265(3) 0.2659(3) 0.2020(3) 0.0214(9) Uani 1 1 d . . .
C35 C -0.1558(4) 0.2461(3) 0.1841(3) 0.0314(10) Uani 1 1 d . . .
H35 H -0.2088 0.2726 0.2275 0.038 Uiso 1 1 calc R . .
N6 N 0.0519(3) 0.2267(3) 0.1431(2) 0.0399(10) Uani 1 1 d . . .
N5 N -0.0970(3) 0.4659(2) 0.3317(2) 0.0277(8) Uani 1 1 d . . .
N8 N 0.5639(3) 0.3636(3) 0.5617(2) 0.0291(8) Uani 1 1 d . . .
N7 N 0.5175(3) 0.0870(2) 0.4332(2) 0.0276(8) Uani 1 1 d . . .
O3 O 0.1367(2) 0.41441(19) 0.28145(17) 0.0240(6) Uani 1 1 d . . .
H3A H 0.1022 0.4679 0.2778 0.036 Uiso 1 1 calc R . .
O4 O 0.4897(2) 0.34886(19) 0.40390(16) 0.0233(6) Uani 1 1 d . . .
H4A H 0.5396 0.3945 0.4434 0.035 Uiso 1 1 calc R . .
C36 C -0.2096(4) 0.1871(3) 0.1020(3) 0.0398(12) Uani 1 1 d . . .
H36 H -0.2996 0.1740 0.0883 0.048 Uiso 1 1 calc R . .
C37 C -0.1311(5) 0.1483(3) 0.0418(3) 0.0434(13) Uani 1 1 d . . .
H37 H -0.1651 0.1078 -0.0149 0.052 Uiso 1 1 calc R . .
C38 C -0.0016(4) 0.1687(3) 0.0645(3) 0.0426(12) Uani 1 1 d . . .
H38 H 0.0527 0.1404 0.0224 0.051 Uiso 1 1 calc R . .
C29 C -0.0496(3) 0.3846(3) 0.3517(2) 0.0222(9) Uani 1 1 d . . .
C30 C -0.0800(3) 0.3551(3) 0.4234(2) 0.0234(9) Uani 1 1 d . . .
H30 H -0.0447 0.2972 0.4360 0.028 Uiso 1 1 calc R . .
C31 C -0.1619(4) 0.4104(3) 0.4762(3) 0.0295(10) Uani 1 1 d . . .
H31 H -0.1832 0.3919 0.5258 0.035 Uiso 1 1 calc R . .
C32 C -0.2118(4) 0.4934(3) 0.4548(3) 0.0272(10) Uani 1 1 d . . .
H32 H -0.2694 0.5325 0.4890 0.033 Uiso 1 1 calc R . .
C33 C -0.1767(4) 0.5183(3) 0.3834(3) 0.0311(10) Uani 1 1 d . . .
H33 H -0.2109 0.5760 0.3697 0.037 Uiso 1 1 calc R . .
C39 C 0.0417(3) 0.3305(3) 0.2906(2) 0.0214(9) Uani 1 1 d . . .
C40 C 0.1131(3) 0.2535(3) 0.3241(2) 0.0185(8) Uani 1 1 d . . .
C41 C 0.2377(3) 0.2859(3) 0.3585(2) 0.0200(9) Uani 1 1 d . . .
H41 H 0.2796 0.3562 0.3601 0.024 Uiso 1 1 calc R . .
C42 C 0.3042(3) 0.2196(3) 0.3910(2) 0.0195(9) Uani 1 1 d . . .
C43 C 0.2418(3) 0.1155(3) 0.3879(2) 0.0212(9) Uani 1 1 d . . .
H43 H 0.2856 0.0683 0.4097 0.025 Uiso 1 1 calc R . .
C44 C 0.1148(3) 0.0820(3) 0.3527(3) 0.0235(9) Uani 1 1 d . . .
H44 H 0.0722 0.0117 0.3503 0.028 Uiso 1 1 calc R . .
C45 C 0.0512(3) 0.1505(3) 0.3215(2) 0.0218(9) Uani 1 1 d . . .
H45 H -0.0354 0.1275 0.2981 0.026 Uiso 1 1 calc R . .
C46 C 0.4435(3) 0.2574(3) 0.4303(2) 0.0196(9) Uani 1 1 d . . .
C52 C 0.4585(3) 0.2937(3) 0.5285(2) 0.0206(9) Uani 1 1 d . . .
C53 C 0.3724(4) 0.2575(3) 0.5780(3) 0.0252(9) Uani 1 1 d . . .
H53 H 0.2968 0.2075 0.5524 0.030 Uiso 1 1 calc R . .
C54 C 0.3995(4) 0.2960(3) 0.6651(3) 0.0303(10) Uani 1 1 d . . .
H54 H 0.3415 0.2743 0.7009 0.036 Uiso 1 1 calc R . .
C55 C 0.5116(4) 0.3663(3) 0.7002(3) 0.0285(10) Uani 1 1 d . . .
H55 H 0.5342 0.3908 0.7601 0.034 Uiso 1 1 calc R . .
C56 C 0.5897(4) 0.4000(3) 0.6463(3) 0.0329(11) Uani 1 1 d . . .
H56 H 0.6649 0.4512 0.6702 0.039 Uiso 1 1 calc R . .
C47 C 0.5242(3) 0.1654(3) 0.3951(3) 0.0230(9) Uani 1 1 d . . .
C48 C 0.5958(3) 0.1651(3) 0.3277(3) 0.0280(10) Uani 1 1 d . . .
H48 H 0.5996 0.2226 0.3027 0.034 Uiso 1 1 calc R . .
C49 C 0.6617(4) 0.0781(3) 0.2979(3) 0.0319(10) Uani 1 1 d . . .
H49 H 0.7116 0.0754 0.2516 0.038 Uiso 1 1 calc R . .
C50 C 0.6553(4) -0.0039(3) 0.3350(3) 0.0283(10) Uani 1 1 d . . .
H50 H 0.6996 -0.0643 0.3150 0.034 Uiso 1 1 calc R . .
C51 C 0.5821(4) 0.0040(3) 0.4026(3) 0.0283(10) Uani 1 1 d . . .
H51 H 0.5775 -0.0525 0.4288 0.034 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

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
N1 C5 1.337(5) . ?
N1 C1 1.358(5) . ?
N2 C10 1.339(5) . ?
N2 C6 1.353(4) . ?
N4 C24 1.332(5) . ?
N4 C28 1.351(5) . ?
N3 C23 1.340(5) . ?
N3 C19 1.350(4) . ?
O1 C11 1.419(4) . ?
O1 H1 0.8400 . ?
O2 C18 1.424(4) . ?
O2 H2A 0.8400 . ?
C1 C2 1.372(5) . ?
C1 C11 1.543(5) . ?
C2 C3 1.384(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.380(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.362(6) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.375(5) . ?
C6 C11 1.546(5) . ?
C7 C8 1.382(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.364(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.386(6) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.525(5) . ?
C12 C17 1.391(5) . ?
C12 C13 1.403(5) . ?
C13 C14 1.400(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.379(5) . ?
C14 C18 1.535(5) . ?
C15 C16 1.380(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.382(5) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C24 1.525(5) . ?
C18 C19 1.539(5) . ?
C24 C25 1.387(5) . ?
C25 C26 1.383(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.379(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.366(5) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C19 C20 1.373(5) . ?
C20 C21 1.387(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.362(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.384(5) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C34 N6 1.346(5) . ?
C34 C35 1.362(5) . ?
C34 C39 1.537(5) . ?
C35 C36 1.389(6) . ?
C35 H35 0.9500 . ?
N6 C38 1.341(5) . ?
N5 C29 1.339(4) . ?
N5 C33 1.341(5) . ?
N8 C52 1.320(4) . ?
N8 C56 1.335(5) . ?
N7 C47 1.338(5) . ?
N7 C51 1.340(4) . ?
O3 C39 1.431(4) . ?
O3 H3A 0.8400 . ?
O4 C46 1.417(4) . ?
O4 H4A 0.8400 . ?
C36 C37 1.360(6) . ?
C36 H36 0.9500 . ?
C37 C38 1.374(6) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C29 C30 1.389(5) . ?
C29 C39 1.525(5) . ?
C30 C31 1.384(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.382(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.371(6) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C39 C40 1.534(5) . ?
C40 C41 1.369(5) . ?
C40 C45 1.393(4) . ?
C41 C42 1.383(5) . ?
C41 H41 0.9500 . ?
C42 C43 1.406(5) . ?
C42 C46 1.536(5) . ?
C43 C44 1.397(5) . ?
C43 H43 0.9500 . ?
C44 C45 1.377(5) . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
C46 C52 1.542(5) . ?
C46 C47 1.551(5) . ?
C52 C53 1.387(5) . ?
C53 C54 1.376(5) . ?
C53 H53 0.9500 . ?
C54 C55 1.380(5) . ?
C54 H54 0.9500 . ?
C55 C56 1.376(5) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C47 C48 1.384(5) . ?
C48 C49 1.385(5) . ?
C48 H48 0.9500 . ?
C49 C50 1.370(5) . ?
C49 H49 0.9500 . ?
C50 C51 1.384(5) . ?
C50 H50 0.9500 . ?
C51 H51 0.9500 . ?

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
C5 N1 C1 117.0(4) . . ?
C10 N2 C6 117.9(3) . . ?
C24 N4 C28 117.4(4) . . ?
C23 N3 C19 117.9(3) . . ?
C11 O1 H1 109.5 . . ?
C18 O2 H2A 109.5 . . ?
N1 C1 C2 122.7(4) . . ?
N1 C1 C11 114.1(3) . . ?
C2 C1 C11 123.2(4) . . ?
C1 C2 C3 117.9(4) . . ?
C1 C2 H2 121.1 . . ?
C3 C2 H2 121.1 . . ?
C4 C3 C2 120.6(4) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C5 C4 C3 117.1(4) . . ?
C5 C4 H4 121.4 . . ?
C3 C4 H4 121.4 . . ?
N1 C5 C4 124.6(4) . . ?
N1 C5 H5 117.7 . . ?
C4 C5 H5 117.7 . . ?
N2 C6 C7 121.4(4) . . ?
N2 C6 C11 113.5(3) . . ?
C7 C6 C11 125.0(3) . . ?
C6 C7 C8 119.5(4) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 H7 120.2 . . ?
C9 C8 C7 119.8(4) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 117.7(4) . . ?
C8 C9 H9 121.1 . . ?
C10 C9 H9 121.1 . . ?
N2 C10 C9 123.6(4) . . ?
N2 C10 H10 118.2 . . ?
C9 C10 H10 118.2 . . ?
O1 C11 C12 107.3(3) . . ?
O1 C11 C1 110.3(3) . . ?
C12 C11 C1 108.7(3) . . ?
O1 C11 C6 108.0(3) . . ?
C12 C11 C6 111.0(3) . . ?
C1 C11 C6 111.5(3) . . ?
C17 C12 C13 119.1(3) . . ?
C17 C12 C11 120.9(3) . . ?
C13 C12 C11 120.1(3) . . ?
C14 C13 C12 120.3(3) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C15 C14 C13 119.6(3) . . ?
C15 C14 C18 122.8(3) . . ?
C13 C14 C18 117.6(3) . . ?
C14 C15 C16 120.0(3) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C17 121.1(3) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 H16 119.4 . . ?
C16 C17 C12 119.9(4) . . ?
C16 C17 H17 120.1 . . ?
C12 C17 H17 120.1 . . ?
O2 C18 C24 109.6(3) . . ?
O2 C18 C14 108.6(3) . . ?
C24 C18 C14 109.7(3) . . ?
O2 C18 C19 107.6(3) . . ?
C24 C18 C19 109.2(3) . . ?
C14 C18 C19 112.2(3) . . ?
N4 C24 C25 122.1(4) . . ?
N4 C24 C18 117.0(3) . . ?
C25 C24 C18 120.8(3) . . ?
C26 C25 C24 119.4(4) . . ?
C26 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
C27 C26 C25 118.7(4) . . ?
C27 C26 H26 120.6 . . ?
C25 C26 H26 120.6 . . ?
C28 C27 C26 118.4(4) . . ?
C28 C27 H27 120.8 . . ?
C26 C27 H27 120.8 . . ?
N4 C28 C27 123.9(4) . . ?
N4 C28 H28 118.0 . . ?
C27 C28 H28 118.0 . . ?
N3 C19 C20 121.6(4) . . ?
N3 C19 C18 112.3(3) . . ?
C20 C19 C18 126.1(3) . . ?
C19 C20 C21 119.5(4) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C22 C21 C20 119.4(4) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 C23 118.2(4) . . ?
C21 C22 H22 120.9 . . ?
C23 C22 H22 120.9 . . ?
N3 C23 C22 123.3(4) . . ?
N3 C23 H23 118.4 . . ?
C22 C23 H23 118.4 . . ?
N6 C34 C35 122.0(4) . . ?
N6 C34 C39 114.5(3) . . ?
C35 C34 C39 123.4(4) . . ?
C34 C35 C36 119.7(4) . . ?
C34 C35 H35 120.2 . . ?
C36 C35 H35 120.2 . . ?
C38 N6 C34 117.6(4) . . ?
C29 N5 C33 117.5(4) . . ?
C52 N8 C56 118.7(3) . . ?
C47 N7 C51 117.5(4) . . ?
C39 O3 H3A 109.5 . . ?
C46 O4 H4A 109.5 . . ?
C37 C36 C35 118.7(4) . . ?
C37 C36 H36 120.6 . . ?
C35 C36 H36 120.6 . . ?
C36 C37 C38 118.8(4) . . ?
C36 C37 H37 120.6 . . ?
C38 C37 H37 120.6 . . ?
N6 C38 C37 123.2(4) . . ?
N6 C38 H38 118.4 . . ?
C37 C38 H38 118.4 . . ?
N5 C29 C30 122.0(4) . . ?
N5 C29 C39 114.2(3) . . ?
C30 C29 C39 123.7(3) . . ?
C31 C30 C29 119.7(4) . . ?
C31 C30 H30 120.2 . . ?
C29 C30 H30 120.2 . . ?
C32 C31 C30 118.1(4) . . ?
C32 C31 H31 120.9 . . ?
C30 C31 H31 120.9 . . ?
C33 C32 C31 118.8(4) . . ?
C33 C32 H32 120.6 . . ?
C31 C32 H32 120.6 . . ?
N5 C33 C32 123.8(4) . . ?
N5 C33 H33 118.1 . . ?
C32 C33 H33 118.1 . . ?
O3 C39 C29 108.4(3) . . ?
O3 C39 C40 106.5(3) . . ?
C29 C39 C40 112.7(3) . . ?
O3 C39 C34 108.3(3) . . ?
C29 C39 C34 112.3(3) . . ?
C40 C39 C34 108.4(3) . . ?
C41 C40 C45 119.3(3) . . ?
C41 C40 C39 120.4(3) . . ?
C45 C40 C39 120.3(3) . . ?
C40 C41 C42 122.0(3) . . ?
C40 C41 H41 119.0 . . ?
C42 C41 H41 119.0 . . ?
C41 C42 C43 118.7(3) . . ?
C41 C42 C46 121.5(3) . . ?
C43 C42 C46 119.8(3) . . ?
C44 C43 C42 119.5(3) . . ?
C44 C43 H43 120.3 . . ?
C42 C43 H43 120.3 . . ?
C45 C44 C43 120.3(3) . . ?
C45 C44 H44 119.9 . . ?
C43 C44 H44 119.9 . . ?
C44 C45 C40 120.3(3) . . ?
C44 C45 H45 119.9 . . ?
C40 C45 H45 119.9 . . ?
O4 C46 C42 106.4(3) . . ?
O4 C46 C52 108.1(3) . . ?
C42 C46 C52 113.5(3) . . ?
O4 C46 C47 108.6(3) . . ?
C42 C46 C47 110.0(3) . . ?
C52 C46 C47 110.0(3) . . ?
N8 C52 C53 122.7(4) . . ?
N8 C52 C46 112.6(3) . . ?
C53 C52 C46 124.7(3) . . ?
C54 C53 C52 118.1(4) . . ?
C54 C53 H53 121.0 . . ?
C52 C53 H53 121.0 . . ?
C53 C54 C55 119.6(4) . . ?
C53 C54 H54 120.2 . . ?
C55 C54 H54 120.2 . . ?
C56 C55 C54 118.3(4) . . ?
C56 C55 H55 120.9 . . ?
C54 C55 H55 120.9 . . ?
N8 C56 C55 122.6(4) . . ?
N8 C56 H56 118.7 . . ?
C55 C56 H56 118.7 . . ?
N7 C47 C48 123.1(4) . . ?
N7 C47 C46 115.6(3) . . ?
C48 C47 C46 121.2(3) . . ?
C47 C48 C49 117.9(4) . . ?
C47 C48 H48 121.1 . . ?
C49 C48 H48 121.1 . . ?
C50 C49 C48 120.2(4) . . ?
C50 C49 H49 119.9 . . ?
C48 C49 H49 119.9 . . ?
C49 C50 C51 117.9(4) . . ?
C49 C50 H50 121.1 . . ?
C51 C50 H50 121.1 . . ?
N7 C51 C50 123.5(4) . . ?
N7 C51 H51 118.3 . . ?
C50 C51 H51 118.3 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -2.1(6) . . . . ?
C5 N1 C1 C11 179.5(3) . . . . ?
N1 C1 C2 C3 1.3(6) . . . . ?
C11 C1 C2 C3 179.5(4) . . . . ?
C1 C2 C3 C4 -0.2(6) . . . . ?
C2 C3 C4 C5 0.1(7) . . . . ?
C1 N1 C5 C4 2.0(6) . . . . ?
C3 C4 C5 N1 -1.0(7) . . . . ?
C10 N2 C6 C7 1.5(6) . . . . ?
C10 N2 C6 C11 179.4(3) . . . . ?
N2 C6 C7 C8 -0.9(6) . . . . ?
C11 C6 C7 C8 -178.5(3) . . . . ?
C6 C7 C8 C9 -0.6(6) . . . . ?
C7 C8 C9 C10 1.4(6) . . . . ?
C6 N2 C10 C9 -0.7(6) . . . . ?
C8 C9 C10 N2 -0.8(6) . . . . ?
N1 C1 C11 O1 -53.8(4) . . . . ?
C2 C1 C11 O1 127.8(4) . . . . ?
N1 C1 C11 C12 63.6(4) . . . . ?
C2 C1 C11 C12 -114.7(4) . . . . ?
N1 C1 C11 C6 -173.7(3) . . . . ?
C2 C1 C11 C6 7.9(5) . . . . ?
N2 C6 C11 O1 -52.1(4) . . . . ?
C7 C6 C11 O1 125.6(4) . . . . ?
N2 C6 C11 C12 -169.5(3) . . . . ?
C7 C6 C11 C12 8.3(5) . . . . ?
N2 C6 C11 C1 69.2(4) . . . . ?
C7 C6 C11 C1 -113.0(4) . . . . ?
O1 C11 C12 C17 166.2(3) . . . . ?
C1 C11 C12 C17 46.9(5) . . . . ?
C6 C11 C12 C17 -76.0(4) . . . . ?
O1 C11 C12 C13 -13.9(5) . . . . ?
C1 C11 C12 C13 -133.3(4) . . . . ?
C6 C11 C12 C13 103.8(4) . . . . ?
C17 C12 C13 C14 0.0(5) . . . . ?
C11 C12 C13 C14 -179.8(3) . . . . ?
C12 C13 C14 C15 -0.1(5) . . . . ?
C12 C13 C14 C18 179.9(3) . . . . ?
C13 C14 C15 C16 0.5(6) . . . . ?
C18 C14 C15 C16 -179.5(3) . . . . ?
C14 C15 C16 C17 -0.8(6) . . . . ?
C15 C16 C17 C12 0.8(6) . . . . ?
C13 C12 C17 C16 -0.4(6) . . . . ?
C11 C12 C17 C16 179.5(4) . . . . ?
C15 C14 C18 O2 -165.2(3) . . . . ?
C13 C14 C18 O2 14.8(4) . . . . ?
C15 C14 C18 C24 -45.5(5) . . . . ?
C13 C14 C18 C24 134.6(3) . . . . ?
C15 C14 C18 C19 76.0(4) . . . . ?
C13 C14 C18 C19 -103.9(4) . . . . ?
C28 N4 C24 C25 0.5(6) . . . . ?
C28 N4 C24 C18 -176.5(3) . . . . ?
O2 C18 C24 N4 -161.5(3) . . . . ?
C14 C18 C24 N4 79.4(4) . . . . ?
C19 C18 C24 N4 -43.9(4) . . . . ?
O2 C18 C24 C25 21.5(5) . . . . ?
C14 C18 C24 C25 -97.6(4) . . . . ?
C19 C18 C24 C25 139.1(3) . . . . ?
N4 C24 C25 C26 0.3(6) . . . . ?
C18 C24 C25 C26 177.1(3) . . . . ?
C24 C25 C26 C27 -0.7(6) . . . . ?
C25 C26 C27 C28 0.3(6) . . . . ?
C24 N4 C28 C27 -0.9(6) . . . . ?
C26 C27 C28 N4 0.5(6) . . . . ?
C23 N3 C19 C20 -2.8(6) . . . . ?
C23 N3 C19 C18 177.6(3) . . . . ?
O2 C18 C19 N3 37.4(4) . . . . ?
C24 C18 C19 N3 -81.5(4) . . . . ?
C14 C18 C19 N3 156.7(3) . . . . ?
O2 C18 C19 C20 -142.1(4) . . . . ?
C24 C18 C19 C20 99.0(4) . . . . ?
C14 C18 C19 C20 -22.8(5) . . . . ?
N3 C19 C20 C21 3.0(6) . . . . ?
C18 C19 C20 C21 -177.6(3) . . . . ?
C19 C20 C21 C22 -1.4(6) . . . . ?
C20 C21 C22 C23 -0.1(6) . . . . ?
C19 N3 C23 C22 1.2(6) . . . . ?
C21 C22 C23 N3 0.2(6) . . . . ?
N6 C34 C35 C36 -2.4(6) . . . . ?
C39 C34 C35 C36 179.9(3) . . . . ?
C35 C34 N6 C38 1.6(6) . . . . ?
C39 C34 N6 C38 179.5(4) . . . . ?
C34 C35 C36 C37 1.4(6) . . . . ?
C35 C36 C37 C38 0.2(7) . . . . ?
C34 N6 C38 C37 0.2(6) . . . . ?
C36 C37 C38 N6 -1.0(7) . . . . ?
C33 N5 C29 C30 -0.5(6) . . . . ?
C33 N5 C29 C39 -179.1(3) . . . . ?
N5 C29 C30 C31 0.2(6) . . . . ?
C39 C29 C30 C31 178.7(3) . . . . ?
C29 C30 C31 C32 0.6(6) . . . . ?
C30 C31 C32 C33 -1.0(6) . . . . ?
C29 N5 C33 C32 0.1(6) . . . . ?
C31 C32 C33 N5 0.7(7) . . . . ?
N5 C29 C39 O3 51.6(4) . . . . ?
C30 C29 C39 O3 -127.0(4) . . . . ?
N5 C29 C39 C40 169.2(3) . . . . ?
C30 C29 C39 C40 -9.4(5) . . . . ?
N5 C29 C39 C34 -68.0(4) . . . . ?
C30 C29 C39 C34 113.4(4) . . . . ?
N6 C34 C39 O3 53.5(4) . . . . ?
C35 C34 C39 O3 -128.7(4) . . . . ?
N6 C34 C39 C29 173.1(3) . . . . ?
C35 C34 C39 C29 -9.1(5) . . . . ?
N6 C34 C39 C40 -61.7(4) . . . . ?
C35 C34 C39 C40 116.1(4) . . . . ?
O3 C39 C40 C41 16.0(5) . . . . ?
C29 C39 C40 C41 -102.7(4) . . . . ?
C34 C39 C40 C41 132.4(4) . . . . ?
O3 C39 C40 C45 -165.3(3) . . . . ?
C29 C39 C40 C45 76.0(4) . . . . ?
C34 C39 C40 C45 -48.9(4) . . . . ?
C45 C40 C41 C42 -0.1(6) . . . . ?
C39 C40 C41 C42 178.6(3) . . . . ?
C40 C41 C42 C43 0.4(6) . . . . ?
C40 C41 C42 C46 -179.3(3) . . . . ?
C41 C42 C43 C44 -0.2(5) . . . . ?
C46 C42 C43 C44 179.5(3) . . . . ?
C42 C43 C44 C45 -0.2(6) . . . . ?
C43 C44 C45 C40 0.5(6) . . . . ?
C41 C40 C45 C44 -0.4(6) . . . . ?
C39 C40 C45 C44 -179.1(4) . . . . ?
C41 C42 C46 O4 -15.8(5) . . . . ?
C43 C42 C46 O4 164.5(3) . . . . ?
C41 C42 C46 C52 102.9(4) . . . . ?
C43 C42 C46 C52 -76.7(4) . . . . ?
C41 C42 C46 C47 -133.3(4) . . . . ?
C43 C42 C46 C47 47.0(5) . . . . ?
C56 N8 C52 C53 0.8(6) . . . . ?
C56 N8 C52 C46 -178.8(3) . . . . ?
O4 C46 C52 N8 -37.1(4) . . . . ?
C42 C46 C52 N8 -154.9(3) . . . . ?
C47 C46 C52 N8 81.4(4) . . . . ?
O4 C46 C52 C53 143.3(3) . . . . ?
C42 C46 C52 C53 25.5(5) . . . . ?
C47 C46 C52 C53 -98.2(4) . . . . ?
N8 C52 C53 C54 -0.5(6) . . . . ?
C46 C52 C53 C54 179.1(3) . . . . ?
C52 C53 C54 C55 -1.6(6) . . . . ?
C53 C54 C55 C56 3.3(6) . . . . ?
C52 N8 C56 C55 1.0(6) . . . . ?
C54 C55 C56 N8 -3.0(6) . . . . ?
C51 N7 C47 C48 -1.2(6) . . . . ?
C51 N7 C47 C46 177.6(3) . . . . ?
O4 C46 C47 N7 161.9(3) . . . . ?
C42 C46 C47 N7 -82.0(4) . . . . ?
C52 C46 C47 N7 43.8(4) . . . . ?
O4 C46 C47 C48 -19.3(5) . . . . ?
C42 C46 C47 C48 96.8(4) . . . . ?
C52 C46 C47 C48 -137.4(4) . . . . ?
N7 C47 C48 C49 1.0(6) . . . . ?
C46 C47 C48 C49 -177.7(3) . . . . ?
C47 C48 C49 C50 -0.2(6) . . . . ?
C48 C49 C50 C51 -0.4(6) . . . . ?
C47 N7 C51 C50 0.6(6) . . . . ?
C49 C50 C51 N7 0.2(6) . . . . ?

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
O2 H2A N3 0.84 2.22 2.620(4) 109.3 .
C15 H15 N4 0.95 2.47 3.089(5) 122.8 .
O3 H3A N5 0.84 2.34 2.766(4) 111.6 .
O4 H4A N8 0.84 2.11 2.622(4) 118.6 .
C35 H35 N5 0.95 2.66 3.112(5) 109.8 .
C43 H43 N7 0.95 2.44 3.077(5) 124.2 .
O1 H1 N5 0.84 2.02 2.817(4) 156.9 1_655
C10 H10 O3 0.95 2.69 3.129(5) 108.8 1_655
C22 H22 O4 0.95 2.63 3.447(5) 144.0 2_665
C23 H23 O1 0.95 2.48 3.420(5) 172.3 2_665
C28 H28 N4 0.95 2.72 3.463(5) 135.7 2_675
O3 H3A N2 0.84 2.23 2.810(4) 126.6 1_455
C33 H33 O1 0.95 2.71 3.143(5) 108.7 1_455
C51 H51 N7 0.95 2.68 3.429(5) 136.4 2_656
C55 H55 O2 0.95 2.64 3.454(5) 144.0 2_666
C56 H56 O3 0.95 2.47 3.421(5) 174.5 2_666
C4 H4 Cg13 0.95 2.79 3.641(4) 149.2 2_766
C10 H10 Cg11 0.95 2.81 3.691(4) 154.4 2_765
C28 H28 Cg11 0.95 2.85 3.604(4) 137.2 2_675
C33 H33 Cg14 0.95 2.81 3.693(4) 154.5 2_566
C37 H37 Cg12 0.95 2.83 3.671(4) 148.7 2_565
C51 H51 Cg14 0.95 2.86 3.598(4) 135.6 2_656

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.206
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.038
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 1,4-dioxane'
