#------------------------------------------------------------------------------
#$Date: 2021-04-05 16:36:56 +0200 (lun 05 de abr de 2021) $
#$Revision: 263737 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/23/7242317.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_7242317
loop_
_publ_author_name
'Mezentsev-Cherkes, Ivan A.'
'Shestimerova, Tatiana A.'
'Medved'ko, Aleksei V.'
'Kalinin, Mikhail A.'
'Kuznetsov, Alexey N.'
'Wei, Zheng'
'Dikarev, Evgeny V.'
'Vatsadze, Sergey Z.'
'Shevelkov, Andrei V.'
_publ_section_title
;
 Synthesis and supramolecular organization of the iodide and triiodides of
 a polycyclic adamantane-based diammonium cation: the effects of hydrogen
 bonds and weak I⋯I interactions
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              2384
_journal_page_last               2395
_journal_paper_doi               10.1039/D0CE01730B
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C10 H20 N2, I3, I'
_chemical_formula_sum            'C10 H20 I4 N2'
_chemical_formula_weight         675.88
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-08-08 deposited with the CCDC.	2021-02-23 downloaded from the CCDC.
;
_cell_angle_alpha                95.775(9)
_cell_angle_beta                 98.828(10)
_cell_angle_gamma                96.093(10)
_cell_formula_units_Z            2
_cell_length_a                   8.1345(12)
_cell_length_b                   8.6866(16)
_cell_length_c                   13.0650(10)
_cell_measurement_reflns_used    3442
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      41.93
_cell_measurement_theta_min      7.47
_cell_volume                     900.7(2)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.911
_diffrn_measured_fraction_theta_max 0.887
_diffrn_measurement_device_type  'IPDS Stoe'
_diffrn_measurement_method       '??integration method??'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1422
_diffrn_reflns_av_unetI/netI     0.4564
_diffrn_reflns_Laue_measured_fraction_full 0.911
_diffrn_reflns_Laue_measured_fraction_max 0.887
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12955
_diffrn_reflns_point_group_measured_fraction_full 0.911
_diffrn_reflns_point_group_measured_fraction_max 0.887
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.745
_diffrn_reflns_theta_min         1.589
_diffrn_source                   'X-ray tube'
_exptl_absorpt_coefficient_mu    6.903
_exptl_absorpt_correction_T_max  0.1227
_exptl_absorpt_correction_T_min  0.0972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 was used for absorption correction. wR2(int) was 0.1826 before and 0.1408 after correction'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.492
_exptl_crystal_description       needle
_exptl_crystal_F_000             612
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.885
_refine_diff_density_min         -0.877
_refine_diff_density_rms         0.224
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.596
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         4133
_refine_ls_number_restraints     60
_refine_ls_restrained_S_all      0.593
_refine_ls_R_factor_all          0.2991
_refine_ls_R_factor_gt           0.0520
_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)+(0.1004P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1192
_refine_ls_wR_factor_ref         0.2235
_reflns_Friedel_coverage         0.000
_reflns_number_gt                824
_reflns_number_total             4133
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01730b2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7242315--7242318.cif.'
_cod_database_code               7242317
_shelx_shelxl_version_number     2018/3
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.7477(2) 0.7474(3) 0.49649(16) 0.0630(6) Uani 1 1 d . . . . .
I2 I 0.4340(2) 0.7734(2) 0.88268(16) 0.0573(6) Uani 1 1 d . . . . .
I3 I 0.6396(2) 0.7137(3) 1.07341(16) 0.0755(7) Uani 1 1 d . . . . .
I4 I 0.2412(2) 0.8351(3) 0.68878(16) 0.0731(7) Uani 1 1 d . . . . .
N1 N 0.370(2) 0.742(3) 0.3356(17) 0.067(7) Uani 1 1 d . . . . .
H1 H 0.487989 0.759540 0.369739 0.081 Uiso 1 1 calc R U . . .
N2 N 0.088(2) 0.727(3) 0.3650(16) 0.060(7) Uani 1 1 d . . . . .
H2 H 0.016727 0.739902 0.418756 0.072 Uiso 1 1 calc R U . . .
C1 C 0.344(3) 0.855(4) 0.262(2) 0.073(9) Uani 1 1 d . U . . .
H1A H 0.418884 0.844180 0.211441 0.088 Uiso 1 1 calc R U . . .
H1B H 0.370466 0.959675 0.299166 0.088 Uiso 1 1 calc R U . . .
C2 C 0.129(3) 0.672(3) 0.151(2) 0.056(7) Uani 1 1 d . U . . .
H2A H 0.202189 0.658860 0.099542 0.067 Uiso 1 1 calc R U . . .
H2B H 0.014326 0.655823 0.115334 0.067 Uiso 1 1 calc R U . . .
C3 C 0.155(3) 0.551(3) 0.2282(19) 0.046(6) Uani 1 1 d . U . . .
C4 C 0.335(3) 0.574(3) 0.277(2) 0.051(7) Uani 1 1 d . U . . .
H4A H 0.405645 0.562172 0.223924 0.061 Uiso 1 1 calc R U . . .
H4B H 0.357008 0.497772 0.325201 0.061 Uiso 1 1 calc R U . . .
C5 C 0.264(4) 0.751(4) 0.416(2) 0.078(9) Uani 1 1 d . U . . .
H5A H 0.289446 0.852858 0.457465 0.094 Uiso 1 1 calc R U . . .
H5B H 0.285538 0.672326 0.462389 0.094 Uiso 1 1 calc R U . . .
C6 C 0.057(3) 0.856(3) 0.289(2) 0.060(8) Uani 1 1 d . U . . .
H6A H -0.059425 0.843909 0.255891 0.072 Uiso 1 1 calc R U . . .
H6B H 0.085678 0.959135 0.326862 0.072 Uiso 1 1 calc R U . . .
C7 C 0.168(3) 0.832(3) 0.208(2) 0.052(7) Uani 1 1 d . U . . .
C8 C 0.039(3) 0.572(3) 0.307(2) 0.047(7) Uani 1 1 d . U . . .
H8A H -0.076360 0.562830 0.271325 0.056 Uiso 1 1 calc R U . . .
H8B H 0.047650 0.492737 0.353783 0.056 Uiso 1 1 calc R U . . .
C9 C 0.107(4) 0.384(3) 0.170(2) 0.078(9) Uani 1 1 d . U . . .
H9A H 0.184465 0.364081 0.122973 0.118 Uiso 1 1 calc R U . . .
H9B H -0.004336 0.374602 0.131257 0.118 Uiso 1 1 calc R U . . .
H9C H 0.111995 0.309669 0.219697 0.118 Uiso 1 1 calc R U . . .
C10 C 0.140(5) 0.957(5) 0.133(3) 0.114(13) Uani 1 1 d . U . . .
H10A H 0.134203 0.911153 0.062215 0.171 Uiso 1 1 calc R U . . .
H10B H 0.231212 1.040208 0.149457 0.171 Uiso 1 1 calc R U . . .
H10C H 0.036752 0.998617 0.139980 0.171 Uiso 1 1 calc R U . . .
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'
I I -0.4742 1.8119 '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
_geom_angle_publ_flag
I4 I2 I3 177.67(10) . . ?
C1 N1 C5 113(2) . . ?
C1 N1 C4 110(2) . . ?
C5 N1 C4 108(2) . . ?
C1 N1 H1 108.4 . . ?
C5 N1 H1 108.4 . . ?
C4 N1 H1 108.4 . . ?
C8 N2 C5 113(2) . . ?
C8 N2 C6 110(2) . . ?
C5 N2 C6 109(2) . . ?
C8 N2 H2 108.5 . . ?
C5 N2 H2 108.5 . . ?
C6 N2 H2 108.5 . . ?
N1 C1 C7 111(2) . . ?
N1 C1 H1A 109.5 . . ?
C7 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
C7 C1 H1B 109.5 . . ?
H1A C1 H1B 108.1 . . ?
C7 C2 C3 110(2) . . ?
C7 C2 H2A 109.6 . . ?
C3 C2 H2A 109.6 . . ?
C7 C2 H2B 109.6 . . ?
C3 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
C8 C3 C4 113(2) . . ?
C8 C3 C2 109(2) . . ?
C4 C3 C2 108(2) . . ?
C8 C3 C9 107(2) . . ?
C4 C3 C9 110(2) . . ?
C2 C3 C9 110(2) . . ?
C3 C4 N1 106.5(19) . . ?
C3 C4 H4A 110.4 . . ?
N1 C4 H4A 110.4 . . ?
C3 C4 H4B 110.4 . . ?
N1 C4 H4B 110.4 . . ?
H4A C4 H4B 108.6 . . ?
N1 C5 N2 108(2) . . ?
N1 C5 H5A 110.0 . . ?
N2 C5 H5A 110.0 . . ?
N1 C5 H5B 110.0 . . ?
N2 C5 H5B 110.0 . . ?
H5A C5 H5B 108.4 . . ?
C7 C6 N2 107(2) . . ?
C7 C6 H6A 110.3 . . ?
N2 C6 H6A 110.3 . . ?
C7 C6 H6B 110.3 . . ?
N2 C6 H6B 110.3 . . ?
H6A C6 H6B 108.6 . . ?
C2 C7 C6 111(2) . . ?
C2 C7 C1 109(2) . . ?
C6 C7 C1 108(2) . . ?
C2 C7 C10 112(2) . . ?
C6 C7 C10 107(2) . . ?
C1 C7 C10 110(3) . . ?
N2 C8 C3 108(2) . . ?
N2 C8 H8A 110.2 . . ?
C3 C8 H8A 110.2 . . ?
N2 C8 H8B 110.2 . . ?
C3 C8 H8B 110.2 . . ?
H8A C8 H8B 108.5 . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I2 I4 2.898(3) . ?
I2 I3 2.905(3) . ?
N1 C1 1.45(4) . ?
N1 C5 1.46(4) . ?
N1 C4 1.55(3) . ?
N1 H1 0.9800 . ?
N2 C8 1.46(3) . ?
N2 C5 1.47(3) . ?
N2 C6 1.58(4) . ?
N2 H2 0.9800 . ?
C1 C7 1.48(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C7 1.49(4) . ?
C2 C3 1.53(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C8 1.51(3) . ?
C3 C4 1.49(3) . ?
C3 C9 1.55(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.50(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C10 1.55(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
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
_geom_hbond_publ_flag
N1 H1 I1 0.98 2.50 3.436(19) 160.8 . yes
N2 H2 I1 0.98 2.55 3.48(2) 158.1 1_455 yes
C1 H1A I3 0.97 2.96 3.90(3) 162.7 1_554 yes
