#------------------------------------------------------------------------------
#$Date: 2016-02-05 03:00:45 +0200 (Fri, 05 Feb 2016) $
#$Revision: 176144 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/47/7154780.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_7154780
loop_
_publ_author_name
'Janiak, Agnieszka'
'Petryk, Małgorzata'
'Barbour, Leonard J.'
'Kwit, Marcin'
_publ_section_title
;
 Readily prepared inclusion forming chiral calixsalens.
;
_journal_issue                   2
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              669
_journal_page_last               673
_journal_paper_doi               10.1039/c5ob02090e
_journal_volume                  14
_journal_year                    2015
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C54 H72 N6 O3'
_chemical_formula_sum            'C54 H72 N6 O3'
_chemical_formula_weight         853.18
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           182
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 6c 2c'
_symmetry_space_group_name_H-M   'P 63 2 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-10-29 deposited with the CCDC.
2015-10-30 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            4
_cell_length_a                   18.740(3)
_cell_length_b                   18.740(3)
_cell_length_c                   22.056(3)
_cell_measurement_reflns_used    9998
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.65
_cell_measurement_theta_min      1.85
_cell_volume                     6708.1(18)
_computing_cell_refinement       'APEX2 v2012.10-0 (Bruker AXS, 2005-2012)'
_computing_data_collection       'APEX2 v2012.10-0 (Bruker AXS, 2005-2012)'
_computing_data_reduction        'SAINT (Bruker AXS, 2009)'
_computing_molecular_graphics    'XSeed (Barbour, 2001)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_sigmaI/netI    0.0160
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            36164
_diffrn_reflns_theta_full        25.65
_diffrn_reflns_theta_max         25.65
_diffrn_reflns_theta_min         1.85
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.053
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.7021
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2008/1 (Bruker AXS, 2008)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    0.845
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1848
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.25
_platon_squeeze_details
;
283 electrons - approx. 16 molecules of methanol squeezed
;
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.137
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.3(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         4243
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0427
_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)+(0.0598P)²+1.0891P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1151
_refine_ls_wR_factor_ref         0.1172
_reflns_number_gt                3903
_reflns_number_total             4243
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ob02090e2.cif
_cod_data_source_block           3f
_cod_depositor_comments
'Adding full bibliography for 7154775--7154783.cif.'
_cod_original_cell_volume        6708.3(17)
_cod_database_code               7154780
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x-y, x, z+1/2'
'-y, x-y, z'
'-x, -y, z+1/2'
'-x+y, -x, z'
'y, -x+y, z+1/2'
'x-y, -y, -z'
'-x, -x+y, -z'
'y, x, -z'
'-y, -x, -z+1/2'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.50299(9) 0.37870(8) 0.32070(5) 0.0505(4) Uani 1 1 d .
N2 N 0.58545(10) 0.53178(9) 0.35129(6) 0.0393(3) Uani 1 1 d .
C8 C 0.52691(11) 0.42327(10) 0.42486(7) 0.0360(4) Uani 1 1 d .
C11 C 0.44046(11) 0.25972(11) 0.46035(8) 0.0403(4) Uani 1 1 d .
H11 H 0.4107 0.2036 0.4725 0.048 Uiso 1 1 calc R
C7 C 0.57373(11) 0.50976(10) 0.40755(7) 0.0357(4) Uani 1 1 d .
H7 H 0.5961 0.5508 0.4382 0.043 Uiso 1 1 calc R
C9 C 0.51500(11) 0.40193(10) 0.48613(7) 0.0366(4) Uani 1 1 d .
H9 H 0.5375 0.4443 0.5158 0.044 Uiso 1 1 calc R
C18 C 0.42431(11) 0.21229(11) 0.35334(7) 0.0436(4) Uani 1 1 d .
H18 H 0.4439 0.2272 0.3130 0.052 Uiso 1 1 calc R
C10 C 0.47107(11) 0.32015(11) 0.50481(7) 0.0371(4) Uani 1 1 d .
C13 C 0.49465(11) 0.36110(10) 0.38028(7) 0.0383(4) Uani 1 1 d .
C12 C 0.45167(12) 0.27806(11) 0.39828(8) 0.0411(4) Uani 1 1 d .
N1 N 0.76074(11) 0.62317(10) 0.36444(6) 0.0454(4) Uani 1 1 d .
C14 C 0.45565(12) 0.29454(11) 0.57241(8) 0.0441(4) Uani 1 1 d .
C4 C 0.63776(15) 0.72817(12) 0.26770(8) 0.0517(5) Uani 1 1 d .
H4A H 0.6089 0.7386 0.2343 0.062 Uiso 1 1 calc R
H4B H 0.6422 0.7639 0.3022 0.062 Uiso 1 1 calc R
C1 C 0.71792(12) 0.63948(11) 0.31493(7) 0.0421(4) Uani 1 1 d .
H1 H 0.7125 0.6043 0.2792 0.050 Uiso 1 1 calc R
C2 C 0.63264(12) 0.61889(10) 0.33678(7) 0.0380(4) Uani 1 1 d .
H2 H 0.6379 0.6521 0.3737 0.046 Uiso 1 1 calc R
C3 C 0.58733(13) 0.63743(11) 0.28715(8) 0.0444(5) Uani 1 1 d .
H3A H 0.5328 0.6257 0.3024 0.053 Uiso 1 1 calc R
H3B H 0.5783 0.6014 0.2517 0.053 Uiso 1 1 calc R
C17 C 0.36215(14) 0.24677(17) 0.58332(10) 0.0694(7) Uani 1 1 d .
H17A H 0.3512 0.2318 0.6263 0.104 Uiso 1 1 calc R
H17B H 0.3370 0.1967 0.5585 0.104 Uiso 1 1 calc R
H17C H 0.3387 0.2814 0.5721 0.104 Uiso 1 1 calc R
C15 C 0.49643(14) 0.36855(12) 0.61421(8) 0.0522(5) Uani 1 1 d .
H15A H 0.4707 0.4026 0.6087 0.078 Uiso 1 1 calc R
H15B H 0.5553 0.4011 0.6045 0.078 Uiso 1 1 calc R
H15C H 0.4897 0.3498 0.6564 0.078 Uiso 1 1 calc R
C16 C 0.49227(15) 0.23882(13) 0.58633(8) 0.0583(6) Uani 1 1 d .
H16A H 0.4796 0.2194 0.6283 0.087 Uiso 1 1 calc R
H16B H 0.5522 0.2702 0.5808 0.087 Uiso 1 1 calc R
H16C H 0.4684 0.1915 0.5588 0.087 Uiso 1 1 calc R
C6 C 0.76816(16) 0.73079(14) 0.29698(10) 0.0634(6) Uani 1 1 d .
H6A H 0.8229 0.7434 0.2816 0.076 Uiso 1 1 calc R
H6B H 0.7766 0.7658 0.3329 0.076 Uiso 1 1 calc R
C5 C 0.72157(16) 0.74940(13) 0.24732(9) 0.0625(6) Uani 1 1 d .
H5A H 0.7532 0.8086 0.2368 0.075 Uiso 1 1 calc R
H5B H 0.7172 0.7174 0.2104 0.075 Uiso 1 1 calc R
H10 H 0.5388 0.4310 0.3221 0.075 Uiso 1 1 d R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
C7 N2 C2 118.82(14) .
C9 C8 C13 119.86(15) .
C9 C8 C7 119.60(15) .
C13 C8 C7 120.53(14) .
C10 C11 C12 122.70(15) .
N2 C7 C8 121.28(15) .
C10 C9 C8 121.64(15) .
N1 C18 C12 124.38(16) 3_655
C11 C10 C9 117.74(14) .
C11 C10 C14 119.39(15) .
C9 C10 C14 122.87(15) .
O1 C13 C12 118.67(15) .
O1 C13 C8 122.00(15) .
C12 C13 C8 119.33(15) .
C11 C12 C13 118.71(15) .
C11 C12 C18 120.64(15) .
C13 C12 C18 120.51(15) .
C18 N1 C1 117.39(15) 5_665
C15 C14 C17 110.14(17) .
C15 C14 C16 107.90(17) .
C17 C14 C16 109.79(17) .
C15 C14 C10 111.80(14) .
C17 C14 C10 108.25(16) .
C16 C14 C10 108.95(15) .
C5 C4 C3 111.34(15) .
N1 C1 C2 108.91(13) .
N1 C1 C6 109.13(17) .
C2 C1 C6 110.17(14) .
N2 C2 C1 109.08(12) .
N2 C2 C3 108.56(15) .
C1 C2 C3 110.35(13) .
C2 C3 C4 110.33(16) .
C1 C6 C5 109.47(19) .
C4 C5 C6 111.50(16) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C13 1.345(2) .
N2 C7 1.2914(19) .
N2 C2 1.451(2) .
C8 C9 1.395(2) .
C8 C13 1.409(2) .
C8 C7 1.456(2) .
C11 C10 1.387(2) .
C11 C12 1.401(2) .
C9 C10 1.391(2) .
C18 N1 1.252(2) 3_655
C18 C12 1.460(3) .
C10 C14 1.549(2) .
C13 C12 1.405(2) .
N1 C18 1.252(2) 5_665
N1 C1 1.475(2) .
C14 C15 1.516(3) .
C14 C17 1.537(3) .
C14 C16 1.540(3) .
C4 C5 1.484(3) .
C4 C3 1.537(3) .
C1 C2 1.523(3) .
C1 C6 1.536(3) .
C2 C3 1.528(2) .
C6 C5 1.545(3) .
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 0.000 0.000 -0.006 1549 160 ' '
2 0.333 0.667 0.250 132 22 ' '
3 0.333 0.667 0.750 192 40 ' '
4 0.667 0.333 0.750 132 21 ' '
5 0.666 0.333 0.250 192 40 ' '
