#------------------------------------------------------------------------------
#$Date: 2018-10-05 14:19:55 +0200 (vie 05 de oct de 2018) $
#$Revision: 211332 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/50/7115099.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_7115099
loop_
_publ_author_name
'Batsanov, Andrei S.'
'Blake, Alexander J.'
'Hext, Nicholas M.'
'Mascal, Mark'
_publ_section_title
;
 Structure and polymorphism of the 10.10.10 Simmons and Park cryptand
;
_journal_issue                   1
_journal_name_full               'Chemical Communications'
_journal_page_first              127
_journal_paper_doi               10.1039/b008044f
_journal_year                    2001
_chemical_formula_moiety         'C30 H60 N2'
_chemical_formula_sum            'C30 H60 N2'
_chemical_formula_weight         448.80
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   'difference Fourier'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 103.12(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.515(1)
_cell_length_b                   16.643(1)
_cell_length_c                   13.934(1)
_cell_measurement_reflns_used    333
_cell_measurement_temperature    210(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      3
_cell_volume                     3052.4(4)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1995a)'
_computing_data_reduction        'SAINT (Siemens, 1995b)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      210(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       omega
_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  0.045
_diffrn_reflns_av_sigmaI/netI    0.036
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8874
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.94
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    0.055
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    0.977
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.25
_refine_diff_density_min         -0.24
_refine_diff_density_rms         0.03
_refine_ls_extinction_coef       0.0031(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.09
_refine_ls_hydrogen_treatment    'riding model'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2696
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.12
_refine_ls_R_factor_all          0.142
_refine_ls_R_factor_gt           0.0836
_refine_ls_shift/su_max          0.08
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.079P)²+4.022P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.196
_refine_ls_wR_factor_ref         0.254
_reflns_number_gt                1547
_reflns_number_total             2696
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b008044f.txt
_cod_data_source_block           ALPHA
_cod_depositor_comments
;
The following automatic conversions were performed:
'_atom_site_symetry_multiplicity' tag replaced with
'_atom_site_symmetry_multiplicity'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 

The following automatic conversions were performed:

'_atom_sites_solution_hydrogens' value 'placed geometrically' was
changed to 'geom'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_original_sg_symbol_H-M      I2/a
_cod_database_code               7115099
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
N N 0.1586(2) 0.53695(17) 0.16844(18) 0.0771(9) Uani 1 1 d D . .
C1 C 0.2640(3) 0.5454(3) 0.1586(2) 0.0892(12) Uani 1 1 d D . .
H11 H 0.2639 0.5590 0.0901 0.116 Uiso 1 1 d R . .
H12 H 0.2984 0.4935 0.1733 0.116 Uiso 1 1 d R . .
C2 C 0.3243(3) 0.6094(2) 0.2269(2) 0.0826(11) Uani 1 1 d . . .
H21 H 0.3898 0.6173 0.2093 0.107 Uiso 1 1 d R . .
H22 H 0.2873 0.6605 0.2164 0.107 Uiso 1 1 d R . .
C3 C 0.3436(3) 0.5864(2) 0.3355(2) 0.0733(10) Uani 1 1 d . . .
H31 H 0.3896 0.5401 0.3478 0.095 Uiso 1 1 d R . .
H32 H 0.2790 0.5700 0.3502 0.095 Uiso 1 1 d R . .
C4 C 0.3874(2) 0.6538(2) 0.4049(2) 0.0692(10) Uani 1 1 d . . .
H41 H 0.4517 0.6704 0.3895 0.090 Uiso 1 1 d R . .
H42 H 0.3412 0.6999 0.3925 0.090 Uiso 1 1 d R . .
C5 C 0.4085(3) 0.6325(2) 0.5131(2) 0.0698(10) Uani 1 1 d . A .
H51 H 0.4571 0.5879 0.5261 0.091 Uiso 1 1 d R . .
H52 H 0.3449 0.6137 0.5279 0.091 Uiso 1 1 d R . .
C6 C 0.4494(3) 0.7019(2) 0.5817(2) 0.0731(10) Uani 1 1 d D . .
H61 H 0.5191 0.7132 0.5763 0.095 Uiso 1 1 d R A .
H62 H 0.4086 0.7499 0.5595 0.095 Uiso 1 1 d R . .
C7A C 0.4437(4) 0.6891(3) 0.6903(3) 0.0720(15) Uani 0.774(8) 1 d PD A 1
H71 H 0.4745 0.7360 0.7280 0.094 Uiso 0.774(8) 1 d PR A 1
H72 H 0.3730 0.6862 0.6964 0.094 Uiso 0.774(8) 1 d PR A 1
C8A C 0.5040(3) 0.6160(3) 0.7366(3) 0.0699(15) Uani 0.774(8) 1 d PD A 1
H81 H 0.5731 0.6153 0.7259 0.091 Uiso 0.774(8) 1 d PR A 1
H82 H 0.4687 0.5681 0.7051 0.091 Uiso 0.774(8) 1 d PR A 1
C7B C 0.4995(11) 0.6752(12) 0.6877(7) 0.075(6) Uiso 0.226(8) 1 d PD A 2
H7B1 H 0.5488 0.6327 0.6845 0.098 Uiso 0.226(8) 1 d PR A 2
H7B2 H 0.5363 0.7206 0.7240 0.098 Uiso 0.226(8) 1 d PR A 2
C8B C 0.4304(10) 0.6398(12) 0.7507(9) 0.101(7) Uiso 0.226(8) 1 d PD A 2
H8B1 H 0.3902 0.5952 0.7159 0.131 Uiso 0.226(8) 1 d PR A 2
H8B2 H 0.3850 0.6823 0.7636 0.131 Uiso 0.226(8) 1 d PR A 2
C9 C 0.5067(3) 0.6125(3) 0.8481(3) 0.0996(14) Uani 1 1 d D . .
H91 H 0.5507 0.5674 0.8755 0.129 Uiso 1 1 d R A .
H92 H 0.5397 0.6617 0.8781 0.129 Uiso 1 1 d R . .
C10 C 0.4064(3) 0.6034(2) 0.8807(2) 0.0920(13) Uani 1 1 d D . .
H101 H 0.4215 0.5947 0.9521 0.120 Uiso 1 1 d R . .
H102 H 0.3683 0.6538 0.8671 0.120 Uiso 1 1 d R . .
C11 C 0.1164(3) 0.4593(2) 0.1303(3) 0.0884(12) Uani 1 1 d D . .
H111 H 0.1256 0.4526 0.0630 0.115 Uiso 1 1 d R . .
H112 H 0.0433 0.4595 0.1272 0.115 Uiso 1 1 d R . .
C12 C 0.1641(3) 0.3878(2) 0.1915(3) 0.0946(13) Uani 1 1 d . . .
H121 H 0.2354 0.3835 0.1873 0.123 Uiso 1 1 d R . .
H122 H 0.1295 0.3386 0.1633 0.123 Uiso 1 1 d R . .
C13 C 0.1611(3) 0.3914(3) 0.2989(3) 0.1021(15) Uani 1 1 d D . .
H131 H 0.0926 0.3944 0.3072 0.133 Uiso 1 1 d R . .
H132 H 0.1999 0.4358 0.3317 0.133 Uiso 1 1 d R . .
C14 C 0.2109(7) 0.3073(5) 0.3379(6) 0.082(3) Uani 0.50 1 d PD . .
H141 H 0.2797 0.3063 0.3300 0.106 Uiso 0.50 1 d PR . .
H142 H 0.1739 0.2644 0.2997 0.106 Uiso 0.50 1 d PR . .
C15 C 0.2162(6) 0.2943(5) 0.4495(5) 0.076(2) Uani 0.50 1 d P . .
H151 H 0.2393 0.2414 0.4716 0.099 Uiso 0.50 1 d PR . .
H152 H 0.1475 0.2999 0.4566 0.099 Uiso 0.50 1 d PR . .
C16 C 0.2817(5) 0.3562(5) 0.5152(7) 0.071(2) Uani 0.50 1 d P . .
H161 H 0.2501 0.4088 0.4998 0.092 Uiso 1 2 d SR . .
H162 H 0.3485 0.3555 0.5022 0.092 Uiso 0.50 1 d PR . .
C17 C 0.2854(7) 0.3378(6) 0.6203(5) 0.084(3) Uani 0.50 1 d PD . .
H171 H 0.3176 0.2864 0.6339 0.109 Uiso 0.50 1 d PR . .
H172 H 0.2171 0.3319 0.6286 0.109 Uiso 0.50 1 d PR . .
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
_geom_angle_site_symmetry_3
C11 N C1 110.9(3) . .
C11 N C10 110.5(3) . 2_556
C1 N C10 111.8(3) . 2_556
N C1 C2 113.4(3) . .
C3 C2 C1 112.9(3) . .
C4 C3 C2 113.8(3) . .
C3 C4 C5 115.0(3) . .
C4 C5 C6 114.1(3) . .
C5 C6 C7B 113.6(8) . .
C5 C6 C7A 114.7(3) . .
C7B C6 C7A 29.9(6) . .
C8A C7A C6 112.6(3) . .
C7A C8A C9 110.1(3) . .
C8B C7B C6 117.7(9) . .
C7B C8B C9 103.8(8) . .
C7B C8B C10 151.1(9) . .
C9 C8B C10 48.9(3) . .
C10 C9 C8A 118.7(3) . .
C10 C9 C8B 80.4(6) . .
C8A C9 C8B 42.4(6) . .
N C10 C9 114.1(3) 2_556 .
N C10 C8B 90.5(6) 2_556 .
C9 C10 C8B 50.7(4) . .
N C11 C12 114.1(3) . .
C13 C12 C11 114.9(4) . .
C17 C13 C12 127.5(5) 2_556 .
C17 C13 C14 28.5(3) 2_556 .
C12 C13 C14 101.5(5) . .
C17 C14 C15 49.6(10) 2_556 .
C17 C14 C13 68.1(9) 2_556 .
C15 C14 C13 112.5(7) . .
C16 C15 C17 78.4(9) 2_556 2_556
C16 C15 C15 69.1(5) 2_556 2_556
C17 C15 C15 130.7(7) 2_556 2_556
C16 C15 C16 34.3(6) 2_556 .
C17 C15 C16 88.8(7) 2_556 .
C15 C15 C16 44.4(4) 2_556 .
C16 C15 C14 107.2(8) 2_556 .
C17 C15 C14 28.8(5) 2_556 .
C15 C15 C14 145.2(9) 2_556 .
C16 C15 C14 113.2(6) . .
C16 C16 C15 97.8(8) 2_556 2_556
C16 C16 C17 106.8(15) 2_556 .
C15 C16 C17 52.9(7) 2_556 .
C16 C16 C15 47.9(5) 2_556 .
C15 C16 C15 66.5(7) 2_556 .
C17 C16 C15 109.7(7) . .
C16 C16 C17 47.7(11) 2_556 2_556
C15 C16 C17 103.9(7) 2_556 2_556
C17 C16 C17 146.9(6) . 2_556
C15 C16 C17 39.0(4) . 2_556
C14 C17 C15 101.6(14) 2_556 2_556
C14 C17 C16 150.2(14) 2_556 .
C15 C17 C16 48.7(5) 2_556 .
C14 C17 C13 83.4(8) 2_556 2_556
C15 C17 C13 152.1(10) 2_556 2_556
C16 C17 C13 121.6(7) . 2_556
C14 C17 C16 141.8(11) 2_556 2_556
C15 C17 C16 52.3(4) 2_556 2_556
C16 C17 C16 25.5(5) . 2_556
C13 C17 C16 133.4(7) 2_556 2_556
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N C11 1.463(4) .
N C1 1.469(4) .
N C10 1.481(4) 2_556
C1 C2 1.534(5) .
C2 C3 1.524(4) .
C3 C4 1.510(4) .
C4 C5 1.512(4) .
C5 C6 1.522(4) .
C6 C7B 1.544(8) .
C6 C7A 1.547(4) .
C7A C8A 1.524(5) .
C8A C9 1.546(4) .
C7B C8B 1.537(8) .
C8B C9 1.574(8) .
C8B C10 2.005(13) .
C9 C10 1.531(5) .
C10 N 1.481(4) 2_556
C11 C12 1.520(5) .
C12 C13 1.508(5) .
C13 C17 1.488(7) 2_556
C13 C14 1.594(8) .
C14 C17 0.767(9) 2_556
C14 C15 1.557(10) .
C15 C16 1.140(9) 2_556
C15 C17 1.210(10) 2_556
C15 C15 1.493(14) 2_556
C15 C16 1.521(8) .
C16 C16 0.865(12) 2_556
C16 C15 1.140(9) 2_556
C16 C17 1.486(12) .
C16 C17 1.924(11) 2_556
C17 C14 0.767(9) 2_556
C17 C15 1.210(10) 2_556
C17 C13 1.488(7) 2_556
C17 C16 1.924(11) 2_556
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_3
_geom_torsion_site_symmetry_4
N C1 C2 C3 67.8(4) . .
C1 C2 C3 C4 -170.6(3) . .
C2 C3 C4 C5 -179.4(3) . .
C3 C4 C5 C6 -178.2(3) . .
C4 C5 C6 C7A 164.0(3) . .
C5 C6 C7A C8A 60.1(5) . .
C6 C7A C8A C9 172.8(3) . .
C7A C8A C9 C10 62.2(5) . .
C8A C9 C10 N 50.5(5) . 2_556
C5 C6 C7B C8B -68.3(18) . .
C6 C7B C8B C9 175.1(12) . .
C7B C8B C9 C10 169.2(14) . .
N C11 C12 C13 55.3(5) . .
C11 C12 C13 C14 177.3(4) . .
C12 C13 C14 C15 -179.2(5) . .
C13 C14 C15 C16 -62.0(8) . .
C14 C15 C16 C17 -178.2(9) . .
C15 C16 C17 C13 -176.2(7) . 2_556
C16 C17 C13 C12 170.0(6) 2_556 2_556
