#------------------------------------------------------------------------------
#$Date: 2019-11-23 18:20:45 +0200 (Sat, 23 Nov 2019) $
#$Revision: 234408 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/49/7124984.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_7124984
loop_
_publ_author_name
'Kennedy, Stuart R.'
'Miquelot, Adeline'
'Aguilar, Juan A.'
'Steed, Jonathan W.'
_publ_section_title
;
 Trimeric cyclamers: solution aggregation and high Z' crystals based on
 guest structure and basicity.
;
_journal_issue                   79
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              11846
_journal_page_last               11849
_journal_paper_doi               10.1039/c6cc06054d
_journal_volume                  52
_journal_year                    2016
_chemical_formula_sum            'C12.2 H11.5 N2.7 O5.4'
_chemical_formula_weight         282.34
_space_group_crystal_system      tetragonal
_space_group_IT_number           114
_space_group_name_Hall           'P -4 2n'
_space_group_name_H-M_alt        'P -4 21 c'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-07-22 deposited with the CCDC.
2016-09-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.707(3)
_cell_length_b                   17.707(3)
_cell_length_c                   7.3732(10)
_cell_measurement_reflns_used    2853
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.31
_cell_measurement_theta_min      1.58
_cell_volume                     2311.8(6)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Diamond I19'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_reflns_av_R_equivalents  0.0559
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            22865
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         27.310
_diffrn_reflns_theta_min         1.576
_diffrn_source                   'Diamond I19'
_exptl_absorpt_coefficient_mu    0.122
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.622
_exptl_crystal_description       needle
_exptl_crystal_F_000             1174
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.001
_platon_squeeze_details
;
From PLaton electron count of 358 per cell there should be 5.6 nitrobenzene
molecules per unit cell.
;
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.081
_refine_ls_abs_structure_details
;
 Flack x determined using 1007 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.7(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         2853
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0790
_refine_ls_R_factor_gt           0.0749
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1042P)²+3.3608P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1999
_refine_ls_wR_factor_ref         0.2027
_reflns_Friedel_coverage         0.760
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                2613
_reflns_number_total             2853
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6cc06054d2.cif
_cod_data_source_block           NBZSQZ
_cod_original_cell_volume        2311.8(7)
_cod_original_formula_sum        'C12.20 H11.50 N2.70 O5.40'
_cod_database_code               7124984
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.988
_shelx_estimated_absorpt_t_max   1.000
loop_
_space_group_symop_operation_xyz
'x, y, z'
'y, -x, -z'
'-x, -y, z'
'-y, x, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-y+1/2, -x+1/2, z+1/2'
'y+1/2, x+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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O1 O 0.24353(18) 0.62660(18) 0.8034(5) 0.0332(8) Uani 1 1 d . .
N1 N 0.1575(2) 0.6182(2) 1.0283(5) 0.0335(9) Uani 1 1 d . .
H1A H 0.1405 0.5760 0.9877 0.040 Uiso 1 1 calc R U
H1B H 0.1382 0.6379 1.1242 0.040 Uiso 1 1 calc R U
C1 C 0.2139(3) 0.6531(2) 0.9424(6) 0.0271(9) Uani 1 1 d . .
O2 O 0.48014(16) 0.88378(17) 0.7337(5) 0.0324(8) Uani 1 1 d . .
H2 H 0.4657 0.9208 0.6766 0.039 Uiso 1 1 calc R U
N2 N 0.2368(2) 0.7201(2) 1.0113(5) 0.0297(8) Uani 1 1 d . .
H2A H 0.2132 0.7380 1.1037 0.036 Uiso 1 1 calc R U
C2 C 0.2981(2) 0.7627(2) 0.9382(6) 0.0241(8) Uani 1 1 d . .
O3 O 0.39075(19) 0.99898(16) 0.7188(5) 0.0301(7) Uani 1 1 d . .
C3 C 0.2880(2) 0.8366(2) 0.8976(5) 0.0239(8) Uani 1 1 d . .
H3 H 0.2409 0.8587 0.9141 0.029 Uiso 1 1 calc R U
O4 O 0.27092(18) 0.98703(18) 0.8050(5) 0.0314(7) Uani 1 1 d . .
C4 C 0.3490(2) 0.8803(2) 0.8301(5) 0.0216(8) Uani 1 1 d . .
C5 C 0.4191(2) 0.8457(2) 0.8002(6) 0.0232(8) Uani 1 1 d . .
C6 C 0.4284(2) 0.7700(2) 0.8421(7) 0.0301(10) Uani 1 1 d . .
H6 H 0.4748 0.7468 0.8227 0.036 Uiso 1 1 calc R U
C7 C 0.3684(2) 0.7284(2) 0.9135(6) 0.0278(9) Uani 1 1 d . .
H7 H 0.3752 0.6780 0.9445 0.033 Uiso 1 1 calc R U
C8 C 0.3391(2) 0.9604(2) 0.7802(6) 0.0234(8) Uani 1 1 d . .
H4 H 0.2540 1.0329 0.7773 0.11(3) 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 0.0030 0.0010 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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
O1 C1 N1 122.2(4)
O1 C1 N2 120.9(4)
N1 C1 N2 116.9(4)
C1 N2 C2 123.3(4)
C3 C2 C7 120.6(4)
C3 C2 N2 119.5(4)
C7 C2 N2 119.9(4)
C2 C3 C4 120.3(4)
C5 C4 C3 119.3(3)
C5 C4 C8 119.1(3)
C3 C4 C8 121.5(4)
O2 C5 C6 117.7(4)
O2 C5 C4 122.7(3)
C6 C5 C4 119.6(4)
C5 C6 C7 120.3(4)
C6 C7 C2 119.9(4)
O3 C8 O4 122.6(4)
O3 C8 C4 122.6(4)
O4 C8 C4 114.9(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.243(6)
N1 C1 1.334(5)
C1 N2 1.354(5)
O2 C5 1.365(5)
N2 C2 1.427(5)
C2 C3 1.354(6)
C2 C7 1.397(6)
O3 C8 1.227(5)
C3 C4 1.419(5)
O4 C8 1.309(5)
C4 C5 1.403(5)
C4 C8 1.476(5)
C5 C6 1.385(6)
C6 C7 1.396(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
N1 H1A O3 0.86 2.12 2.916(5) 154.4 6_546
N1 H1B O1 0.86 2.30 3.056(5) 147.0 8_455
O2 H2 O3 0.82 1.94 2.584(4) 134.5 .
N2 H2A O1 0.86 2.13 2.935(5) 156.3 8_455
O4 H4 O1 0.89 1.76 2.610(4) 158.1 6_556
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 -0.023 365 179 ' '
2 0.500 0.500 -0.045 365 179 ' '
