#------------------------------------------------------------------------------
#$Date: 2017-05-05 08:49:52 +0300 (Fri, 05 May 2017) $
#$Revision: 196234 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/20/2232071.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2232071
loop_
_publ_author_name
'Asatkar, Ashish K.'
'Verma, Vinay K.'
'Jain, Tripti A.'
'Singh, Rajendra'
'Gupta, Sushil K.'
'Butcher, Ray J.'
_publ_section_title
;
 10,21-Dimethyl-2,7,13,18-tetraphenyl-3,6,14,17-tetraazatricyclo[17.3.1.1^8,12^]tetracosa-1(23),2,6,8(24),9,11,13,17,19,21-decaene-23,24-diol
 cyclohexane 0.33-solvate
;
_journal_coeditor_code           TK2788
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2724
_journal_page_last               o2725
_journal_paper_doi               10.1107/S1600536811036622
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C46 H40 N4 O2, 1/3(C6 H12)'
_chemical_formula_moiety         'C46 H40 N4 O2, 1/3(C6 H12)'
_chemical_formula_sum            'C48 H44 N4 O2'
_chemical_formula_weight         708.87
_chemical_name_systematic
;
10,21-dimethyl-2,7,13,18-tetraphenyl-3,6,14,17-
tetraazatricyclo[17.3.1.1^8,12^]tetracosa-1(23),2,6,8(24),9,11,13,17,19,21-
decaene-23,24-diol cyclohexane 0.33-solvate
;
_space_group_IT_number           148
_symmetry_cell_setting           rhombohedral
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            9
_cell_length_a                   28.0966(2)
_cell_length_b                   28.0966(2)
_cell_length_c                   16.0265(2)
_cell_measurement_reflns_used    3689
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      77.3830
_cell_measurement_theta_min      4.1777
_cell_volume                     10956.63(18)
_computing_cell_refinement
;
CrysAlis RED (Oxford Diffraction, 2009)
;
_computing_data_collection
;
CrysAlis CCD (Oxford Diffraction, 2009)
;
_computing_data_reduction
;
CrysAlis RED (Oxford Diffraction, 2009)
;
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)
;
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 10.5081
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'Oxford Diffraction Gemini R'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_sigmaI/netI    0.0251
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10270
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.75
_diffrn_reflns_theta_min         2.10
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 50
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.059
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.17285
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis RED; Oxford Diffraction, 2009)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    0.967
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3384
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.32
_platon_squeeze_details
;
;
_refine_diff_density_max         0.849
_refine_diff_density_min         -0.269
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.933
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         5016
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.933
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0631
_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)+(0.1584P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2023
_refine_ls_wR_factor_ref         0.2215
_reflns_number_gt                3022
_reflns_number_total             5016
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            tk2788.cif
_cod_data_source_block           I
_cod_depositor_comments
;

2017-04-15
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C144 H132 N12 O6'
_cod_original_formula_weight         2126.62
_cod_original_formula_moiety         '3(C46 H40 N4 O2), C6 H12'
_cod_original_formula_units_Z            3
_cod_original_cell_volume        10956.6(2)
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               2232071
_cod_database_fobs_code          2232071
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
O O1 0.00757(6) 0.45286(6) 0.94763(8) 0.0730(4) Uani d . 1 1
H H1O -0.0035 0.4423 0.9952 0.088 Uiso calc R 1 1
N N1A 0.01498(8) 0.43270(7) 1.09956(10) 0.0711(4) Uani d . 1 1
N N1B 0.04471(7) 0.53952(7) 0.76712(10) 0.0743(5) Uani d . 1 1
C C1 0.06233(8) 0.48575(8) 0.94867(12) 0.0624(4) Uani d . 1 1
C C2 0.09343(8) 0.49450(8) 1.02149(12) 0.0645(5) Uani d . 1 1
C C3 0.15063(9) 0.52866(9) 1.01686(13) 0.0724(5) Uani d . 1 1
H H3A 0.1714 0.5343 1.0648 0.087 Uiso calc R 1 1
C C4 0.17723(9) 0.55424(9) 0.94371(14) 0.0757(5) Uani d . 1 1
C C5 0.14523(9) 0.54553(9) 0.87394(13) 0.0752(5) Uani d . 1 1
H H5A 0.1624 0.5629 0.8244 0.090 Uiso calc R 1 1
C C6 0.08866(8) 0.51206(8) 0.87453(12) 0.0669(5) Uani d . 1 1
C C7 0.23917(11) 0.59108(13) 0.9403(2) 0.1046(9) Uani d . 1 1
H H7A 0.2548 0.5740 0.9068 0.157 Uiso calc R 1 1
H H7B 0.2539 0.5968 0.9958 0.157 Uiso calc R 1 1
H H7C 0.2480 0.6258 0.9161 0.157 Uiso calc R 1 1
C C1A -0.01466(10) 0.40063(10) 1.17263(14) 0.0781(6) Uani d . 1 1
H H1AA 0.0100 0.4121 1.2202 0.094 Uiso calc R 1 1
H H1AB -0.0275 0.3620 1.1624 0.094 Uiso calc R 1 1
C C2A 0.06650(9) 0.46672(8) 1.10066(12) 0.0663(5) Uani d . 1 1
C C3A 0.10126(9) 0.48103(9) 1.17789(12) 0.0694(5) Uani d . 1 1
C C4A 0.11904(9) 0.44689(10) 1.20864(14) 0.0775(6) Uani d . 1 1
H H4AA 0.1107 0.4147 1.1806 0.093 Uiso calc R 1 1
C C5A 0.14966(11) 0.46100(12) 1.28222(16) 0.0909(7) Uani d . 1 1
H H5AA 0.1621 0.4382 1.3030 0.109 Uiso calc R 1 1
C C6A 0.16148(12) 0.50778(13) 1.32378(18) 0.0991(8) Uani d . 1 1
H H6AA 0.1817 0.5168 1.3730 0.119 Uiso calc R 1 1
C C7A 0.14353(14) 0.54175(13) 1.29287(19) 0.1052(9) Uani d . 1 1
H H7AA 0.1517 0.5738 1.3214 0.126 Uiso calc R 1 1
C C8A 0.11359(12) 0.52882(11) 1.22012(15) 0.0878(7) Uani d . 1 1
H H8AA 0.1017 0.5521 1.1995 0.105 Uiso calc R 1 1
C C1B 0.06337(9) 0.59170(9) 0.80786(13) 0.0762(6) Uani d . 1 1
H H1BA 0.0890 0.6212 0.7719 0.091 Uiso calc R 1 1
H H1BB 0.0824 0.5931 0.8591 0.091 Uiso calc R 1 1
C C2B 0.05487(8) 0.50364(8) 0.79799(12) 0.0689(5) Uani d . 1 1
C C3B 0.03317(10) 0.45037(9) 0.75241(13) 0.0770(6) Uani d . 1 1
C C4B -0.00983(11) 0.43386(12) 0.69686(16) 0.0958(8) Uani d . 1 1
H H4BA -0.0262 0.4553 0.6892 0.115 Uiso calc R 1 1
C C5B -0.02877(14) 0.38494(14) 0.6522(2) 0.1131(10) Uani d . 1 1
H H5BA -0.0584 0.3736 0.6161 0.136 Uiso calc R 1 1
C C6B -0.00516(16) 0.35455(13) 0.6604(2) 0.1179(12) Uani d . 1 1
H H6BA -0.0172 0.3230 0.6283 0.141 Uiso calc R 1 1
C C7B 0.03724(17) 0.36951(12) 0.7163(2) 0.1160(11) Uani d . 1 1
H H7BA 0.0533 0.3477 0.7229 0.139 Uiso calc R 1 1
C C8B 0.05599(13) 0.41755(11) 0.76307(17) 0.0957(8) Uani d . 1 1
H H8BA 0.0841 0.4274 0.8016 0.115 Uiso calc R 1 1
C C1S 0.2722(4) 0.6162(8) 1.1813(4) 0.244(6) Uani d . 1 1
H H1SA 0.2686 0.6132 1.2416 0.293 Uiso calc R 1 1
H H1SB 0.2379 0.5879 1.1573 0.293 Uiso calc R 1 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C1 O1 H1O . . 109.5
C2A N1A C1A . . 122.38(18)
C2B N1B C1B . . 121.06(18)
O1 C1 C6 . . 118.32(17)
O1 C1 C2 . . 122.01(17)
C6 C1 C2 . . 119.67(18)
C3 C2 C1 . . 118.41(18)
C3 C2 C2A . . 120.92(18)
C1 C2 C2A . . 120.65(18)
C4 C3 C2 . . 122.5(2)
C4 C3 H3A . . 118.8
C2 C3 H3A . . 118.8
C5 C4 C3 . . 117.41(19)
C5 C4 C7 . . 121.1(2)
C3 C4 C7 . . 121.5(2)
C4 C5 C6 . . 122.7(2)
C4 C5 H5A . . 118.6
C6 C5 H5A . . 118.6
C5 C6 C1 . . 119.25(19)
C5 C6 C2B . . 121.62(18)
C1 C6 C2B . . 119.13(17)
C4 C7 H7A . . 109.5
C4 C7 H7B . . 109.5
H7A C7 H7B . . 109.5
C4 C7 H7C . . 109.5
H7A C7 H7C . . 109.5
H7B C7 H7C . . 109.5
N1A C1A C1B . 10_567 110.73(17)
N1A C1A H1AA . . 109.5
C1B C1A H1AA 10_567 . 109.5
N1A C1A H1AB . . 109.5
C1B C1A H1AB 10_567 . 109.5
H1AA C1A H1AB . . 108.1
N1A C2A C2 . . 118.15(18)
N1A C2A C3A . . 123.70(18)
C2 C2A C3A . . 118.15(18)
C4A C3A C8A . . 119.9(2)
C4A C3A C2A . . 121.5(2)
C8A C3A C2A . . 118.47(18)
C3A C4A C5A . . 119.5(2)
C3A C4A H4AA . . 120.3
C5A C4A H4AA . . 120.3
C6A C5A C4A . . 120.5(2)
C6A C5A H5AA . . 119.8
C4A C5A H5AA . . 119.8
C5A C6A C7A . . 119.9(2)
C5A C6A H6AA . . 120.1
C7A C6A H6AA . . 120.1
C6A C7A C8A . . 120.7(3)
C6A C7A H7AA . . 119.7
C8A C7A H7AA . . 119.7
C7A C8A C3A . . 119.6(2)
C7A C8A H8AA . . 120.2
C3A C8A H8AA . . 120.2
N1B C1B C1A . 10_567 109.98(19)
N1B C1B H1BA . . 109.7
C1A C1B H1BA 10_567 . 109.7
N1B C1B H1BB . . 109.7
C1A C1B H1BB 10_567 . 109.7
H1BA C1B H1BB . . 108.2
N1B C2B C3B . . 117.44(19)
N1B C2B C6 . . 124.58(19)
C3B C2B C6 . . 117.94(19)
C8B C3B C4B . . 118.6(2)
C8B C3B C2B . . 121.2(2)
C4B C3B C2B . . 120.1(2)
C3B C4B C5B . . 120.0(3)
C3B C4B H4BA . . 120.0
C5B C4B H4BA . . 120.0
C6B C5B C4B . . 121.1(3)
C6B C5B H5BA . . 119.5
C4B C5B H5BA . . 119.5
C5B C6B C7B . . 120.2(3)
C5B C6B H6BA . . 119.9
C7B C6B H6BA . . 119.9
C6B C7B C8B . . 119.6(3)
C6B C7B H7BA . . 120.2
C8B C7B H7BA . . 120.2
C3B C8B C7B . . 120.4(3)
C3B C8B H8BA . . 119.8
C7B C8B H8BA . . 119.8
C1S C1S C1S 15_557 14_457 112.3(4)
C1S C1S H1SA 15_557 . 109.1
C1S C1S H1SA 14_457 . 109.1
C1S C1S H1SB 15_557 . 109.1
C1S C1S H1SB 14_457 . 109.1
H1SA C1S H1SB . . 107.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O1 C1 . 1.342(2)
O1 H1O . 0.8200
N1A C2A . 1.275(3)
N1A C1A . 1.458(2)
N1B C2B . 1.277(3)
N1B C1B . 1.443(3)
C1 C6 . 1.400(3)
C1 C2 . 1.404(3)
C2 C3 . 1.402(3)
C2 C2A . 1.484(3)
C3 C4 . 1.383(3)
C3 H3A . 0.9300
C4 C5 . 1.378(3)
C4 C7 . 1.517(3)
C5 C6 . 1.384(3)
C5 H5A . 0.9300
C6 C2B . 1.496(3)
C7 H7A . 0.9600
C7 H7B . 0.9600
C7 H7C . 0.9600
C1A C1B 10_567 1.520(3)
C1A H1AA . 0.9700
C1A H1AB . 0.9700
C2A C3A . 1.502(3)
C3A C4A . 1.375(3)
C3A C8A . 1.384(3)
C4A C5A . 1.395(3)
C4A H4AA . 0.9300
C5A C6A . 1.358(4)
C5A H5AA . 0.9300
C6A C7A . 1.375(4)
C6A H6AA . 0.9300
C7A C8A . 1.376(4)
C7A H7AA . 0.9300
C8A H8AA . 0.9300
C1B C1A 10_567 1.521(3)
C1B H1BA . 0.9700
C1B H1BB . 0.9700
C2B C3B . 1.494(3)
C3B C8B . 1.372(4)
C3B C4B . 1.381(4)
C4B C5B . 1.398(4)
C4B H4BA . 0.9300
C5B C6B . 1.324(5)
C5B H5BA . 0.9300
C6B C7B . 1.378(5)
C6B H6BA . 0.9300
C7B C8B . 1.396(4)
C7B H7BA . 0.9300
C8B H8BA . 0.9300
C1S C1S 15_557 1.657(7)
C1S C1S 14_457 1.658(7)
C1S H1SA . 0.9700
C1S H1SB . 0.9700
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1O N1A 0.82 1.81 2.532(2) 145.8
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_site_symmetry_4
_geom_torsion
O1 C1 C2 C3 . 178.78(18)
C6 C1 C2 C3 . -1.5(3)
O1 C1 C2 C2A . 0.8(3)
C6 C1 C2 C2A . -179.53(17)
C1 C2 C3 C4 . 0.6(3)
C2A C2 C3 C4 . 178.54(19)
C2 C3 C4 C5 . 0.7(3)
C2 C3 C4 C7 . 179.9(2)
C3 C4 C5 C6 . -1.0(3)
C7 C4 C5 C6 . 179.8(2)
C4 C5 C6 C1 . 0.0(3)
C4 C5 C6 C2B . 179.6(2)
O1 C1 C6 C5 . -179.04(18)
C2 C1 C6 C5 . 1.3(3)
O1 C1 C6 C2B . 1.4(3)
C2 C1 C6 C2B . -178.29(18)
C2A N1A C1A C1B 10_567 126.2(2)
C1A N1A C2A C2 . 175.90(17)
C1A N1A C2A C3A . -5.3(3)
C3 C2 C2A N1A . -174.41(18)
C1 C2 C2A N1A . 3.5(3)
C3 C2 C2A C3A . 6.7(3)
C1 C2 C2A C3A . -175.39(17)
N1A C2A C3A C4A . 78.9(3)
C2 C2A C3A C4A . -102.2(2)
N1A C2A C3A C8A . -98.6(3)
C2 C2A C3A C8A . 80.2(3)
C8A C3A C4A C5A . -0.3(4)
C2A C3A C4A C5A . -177.8(2)
C3A C4A C5A C6A . 0.6(4)
C4A C5A C6A C7A . -0.5(4)
C5A C6A C7A C8A . 0.1(5)
C6A C7A C8A C3A . 0.3(5)
C4A C3A C8A C7A . -0.2(4)
C2A C3A C8A C7A . 177.4(2)
C2B N1B C1B C1A 10_567 -122.1(2)
C1B N1B C2B C3B . 178.98(18)
C1B N1B C2B C6 . -3.4(3)
C5 C6 C2B N1B . -73.2(3)
C1 C6 C2B N1B . 106.3(2)
C5 C6 C2B C3B . 104.3(2)
C1 C6 C2B C3B . -76.1(2)
N1B C2B C3B C8B . 158.1(2)
C6 C2B C3B C8B . -19.6(3)
N1B C2B C3B C4B . -20.4(3)
C6 C2B C3B C4B . 161.9(2)
C8B C3B C4B C5B . -0.8(4)
C2B C3B C4B C5B . 177.8(2)
C3B C4B C5B C6B . -1.9(4)
C4B C5B C6B C7B . 2.9(5)
C5B C6B C7B C8B . -1.4(5)
C4B C3B C8B C7B . 2.3(4)
C2B C3B C8B C7B . -176.3(2)
C6B C7B C8B C3B . -1.3(4)
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
1 -0.016 -0.010 -0.002 3074.3 269.0
