#------------------------------------------------------------------------------
#$Date: 2025-08-22 18:52:37 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/49/7224988.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7224988
loop_
_publ_author_name
'Martins, Marcos A. P.'
'Hörner, Manfredo'
'Beck, Johannes'
'Tier, Aniele Z.'
'Belladona, Andrei L.'
'Meyer, Alexandre R.'
'Zanatta, Nilo'
'Bonacorso, Helio G.'
'Frizzo, Clarissa P.'
_publ_section_title
;
 Polymorphism in an 18-membered macrocycle: an energetic and topological
 approach to understand the supramolecular structure
;
_journal_issue                   21
_journal_name_full               CrystEngComm
_journal_page_first              3866
_journal_paper_doi               10.1039/C5CE02123E
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C28 H18 N6'
_chemical_formula_sum            'C28 H18 N6'
_chemical_formula_weight         438.48
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-10-21 deposited with the CCDC.
2016-04-21 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            9
_cell_length_a                   31.5821(12)
_cell_length_b                   31.5821(12)
_cell_length_c                   5.8362(5)
_cell_measurement_reflns_used    930
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17.72
_cell_measurement_theta_min      3.41
_cell_volume                     5041.3(5)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2014)'
_computing_data_collection
'Bruker Instrument Service v2011.12.3.0 (Bruker 2011)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2014)'
_computing_molecular_graphics    'Diamond 3.2i (Crystal Impact, 2014)'
_computing_publication_material  'APEX2 (version 2014.9-0; Bruker, 2014)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR2004 (Burla, M. C.et al., 2005)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0814
_diffrn_reflns_av_sigmaI/netI    0.0824
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            23120
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.58
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.9960
_exptl_absorpt_correction_T_min  0.9548
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            translucent
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2052
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.132
_refine_diff_density_rms         0.030
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.713
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2071
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.719
_refine_ls_R_factor_all          0.1191
_refine_ls_R_factor_gt           0.0411
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0592P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0906
_refine_ls_wR_factor_ref         0.1006
_reflns_number_gt                809
_reflns_number_total             2071
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ce02123e2.cif
_cod_data_source_block           r-3
_cod_depositor_comments
;
The following automatic conversions were performed:

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

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7224988--7224989.cif.
;
_cod_original_sg_symbol_H-M      R-3:h
_cod_database_code               7224988
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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
H15 H 0.4418(7) 0.0810(8) 1.453(3) 0.083(8) Uiso 1 1 d .
H16 H 0.4919(7) 0.0946(7) 1.145(3) 0.074(7) Uiso 1 1 d .
H23 H 0.6716(7) 0.1829(6) 0.183(3) 0.067(7) Uiso 1 1 d .
H24 H 0.6941(8) 0.2513(8) 0.438(3) 0.089(8) Uiso 1 1 d .
H25 H 0.6466(7) 0.2390(8) 0.783(3) 0.080(7) Uiso 1 1 d .
H26 H 0.5806(7) 0.1626(7) 0.835(3) 0.061(7) Uiso 1 1 d .
H1 H 0.5380(9) 0.0567(8) 0.510(4) 0.133(11) Uiso 1 1 d D
H13 H 0.3593(7) -0.0634(7) 1.258(3) 0.063(7) Uiso 1 1 d .
H14 H 0.3768(7) 0.0004(8) 1.517(3) 0.082(8) Uiso 1 1 d .
C1 C 0.40748(7) -0.06092(9) 0.8992(4) 0.0656(7) Uani 1 1 d .
C2 C 0.60176(8) 0.09509(9) 0.2199(4) 0.0644(6) Uani 1 1 d .
C11 C 0.45515(8) 0.02559(8) 1.0113(3) 0.0568(6) Uani 1 1 d .
C12 C 0.41650(8) -0.02150(9) 1.0496(4) 0.0606(6) Uani 1 1 d .
C13 C 0.38659(10) -0.03069(11) 1.2402(4) 0.0721(7) Uani 1 1 d .
C14 C 0.39576(11) 0.00602(12) 1.3902(5) 0.0795(8) Uani 1 1 d .
C15 C 0.43450(10) 0.05288(12) 1.3547(4) 0.0739(7) Uani 1 1 d .
C16 C 0.46386(9) 0.06240(10) 1.1659(4) 0.0679(7) Uani 1 1 d .
C21 C 0.58581(8) 0.12869(8) 0.5665(4) 0.0581(6) Uani 1 1 d .
C22 C 0.61373(8) 0.13523(8) 0.3693(4) 0.0614(6) Uani 1 1 d .
C23 C 0.65378(9) 0.18135(10) 0.3244(5) 0.0734(7) Uani 1 1 d .
C24 C 0.66642(10) 0.21918(11) 0.4706(5) 0.0808(8) Uani 1 1 d .
C25 C 0.63913(10) 0.21249(11) 0.6657(5) 0.0832(8) Uani 1 1 d .
C26 C 0.59933(10) 0.16765(10) 0.7143(5) 0.0725(7) Uani 1 1 d .
N11 N 0.48432(6) 0.03211(7) 0.8141(3) 0.0619(5) Uani 1 1 d .
N12 N 0.51840(7) 0.07676(7) 0.7871(3) 0.0624(5) Uani 1 1 d .
N13 N 0.54563(7) 0.08228(7) 0.6065(3) 0.0639(5) Uani 1 1 d D
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C2 C1 C12 177.0(2) 10_656
C1 C2 C22 177.6(2) 10_656
C16 C11 C12 119.5(2) .
C16 C11 N11 124.2(2) .
C12 C11 N11 116.3(2) .
C11 C12 C13 119.5(2) .
C11 C12 C1 121.2(2) .
C13 C12 C1 119.3(2) .
C14 C13 C12 120.1(3) .
C13 C14 C15 120.7(3) .
C16 C15 C14 119.5(3) .
C15 C16 C11 120.6(3) .
C26 C21 N13 122.9(2) .
C26 C21 C22 119.3(2) .
N13 C21 C22 117.8(2) .
C23 C22 C21 118.9(2) .
C23 C22 C2 120.8(2) .
C21 C22 C2 120.3(2) .
C24 C23 C22 121.0(3) .
C23 C24 C25 119.9(3) .
C26 C25 C24 120.5(3) .
C25 C26 C21 120.3(3) .
N12 N11 C11 112.58(18) .
N11 N12 N13 112.14(18) .
N12 N13 C21 117.6(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.191(3) 10_656
C1 C12 1.431(3) .
C2 C1 1.191(3) 10_656
C2 C22 1.425(3) .
C11 C16 1.386(3) .
C11 C12 1.391(3) .
C11 N11 1.424(2) .
C12 C13 1.393(3) .
C13 C14 1.363(3) .
C14 C15 1.386(3) .
C15 C16 1.373(3) .
C21 C26 1.384(3) .
C21 N13 1.397(2) .
C21 C22 1.401(3) .
C22 C23 1.396(3) .
C23 C24 1.356(3) .
C24 C25 1.379(3) .
C25 C26 1.373(3) .
N11 N12 1.2861(19) .
N12 N13 1.315(2) .
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
C16 C11 C21 C26 2.52(17)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168354358
