#------------------------------------------------------------------------------
#$Date: 2019-10-28 09:23:29 +0200 (Mon, 28 Oct 2019) $
#$Revision: 219800 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/18/2241824.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_2241824
loop_
_publ_author_name
'Mohamed, Sharmarke'
_publ_section_title
;
 Solvent inclusion in the crystal structure of
 bis[(adamantan-1-yl)methanaminium chloride] 1,4-dioxane hemisolvate
 monohydrate explained using the computed crystal energy landscape
;
_journal_coeditor_code           HB7608
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1348
_journal_page_last               1352
_journal_paper_doi               10.1107/S2056989016013256
_journal_volume                  72
_journal_year                    2016
_chemical_formula_iupac          'C11 H20 N + ,Cl - , 0.25C4 H8 O2 , 0.5H2 O'
_chemical_formula_moiety         'Cl, 0.5(H2 O), C11 H20 N, 0.25(C4 H8 O2)'
_chemical_formula_sum            'C12 H23 Cl N O'
_chemical_formula_weight         465.53
_chemical_name_systematic
;
Bis[(adamantan-1-yl)methanaminium chloride]
1,4-dioxane hemisolvate monohydrate
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                102.911(3)
_cell_angle_beta                 91.824(3)
_cell_angle_gamma                101.500(3)
_cell_formula_units_Z            4
_cell_length_a                   6.4941(11)
_cell_length_b                   13.491(2)
_cell_length_c                   15.086(3)
_cell_measurement_reflns_used    4531
_cell_measurement_temperature    100.0(10)
_cell_measurement_theta_max      28.026
_cell_measurement_theta_min      2.340
_cell_volume                     1258.4(4)
_computing_cell_refinement
;
SAINT (Bruker 2015)
;
_computing_data_collection
;
APEX2 (Bruker 2015)
;
_computing_data_reduction
;
SAINT (Bruker 2015)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2008)
;
_computing_structure_solution
;
XT (Sheldrick, 2015)
;
_diffrn_ambient_temperature      100.0(10)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0961
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            35014
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.441
_diffrn_reflns_theta_min         1.585
_exptl_absorpt_coefficient_mu    0.280
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6554
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2015)
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_description       needle
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.492
_refine_diff_density_min         -0.390
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     303
_refine_ls_number_reflns         6312
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0999
_refine_ls_R_factor_gt           0.0562
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0415P)²+0.1332P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0937
_refine_ls_wR_factor_ref         0.1047
_reflns_number_gt                4285
_reflns_number_total             6312
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hb7608sup1.cif
_cod_data_source_block           I
_cod_depositor_comments
;

2019-10-28
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C24 H46 Cl2 N2 O2'
_cod_original_formula_weight         465.53
_cod_original_formula_moiety         '2(Cl), H2 O, 2(C11 H20 N), 0.5(C4 H8 O2)'
_cod_original_formula_iupac          '2C11 H20 N + ,2Cl - , 0.5C4 H8 O2 , H2 O'
_cod_original_formula_units_Z            2
_cod_original_cell_volume        1258.5(4)
_cod_database_code               2241824
_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_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_occupancy
Cl Cl1 0.87597(8) 0.25420(4) 0.41712(4) 0.02117(14) Uani d 1
O O1 0.7543(3) 0.01392(17) 0.29766(13) 0.0350(4) Uani d 1
H H1D 0.744(5) -0.019(3) 0.337(2) 0.067(12) Uiso d 1
H H1E 0.789(5) 0.081(3) 0.331(2) 0.069(11) Uiso d 1
N N1 0.3859(3) 0.22378(16) 0.37519(13) 0.0184(4) Uani d 1
H H1A 0.347(4) 0.202(2) 0.4221(18) 0.034(7) Uiso d 1
H H1B 0.331(4) 0.280(2) 0.3786(16) 0.032(7) Uiso d 1
H H1C 0.540(5) 0.242(2) 0.3820(18) 0.049(8) Uiso d 1
C C1 0.3307(3) 0.17360(15) 0.20310(13) 0.0124(4) Uani d 1
C C2 0.1981(3) 0.25504(15) 0.19496(14) 0.0149(4) Uani d 1
H H2A 0.0482 0.2266 0.2017 0.018 Uiso calc 1
H H2B 0.2472 0.3185 0.2443 0.018 Uiso calc 1
C C3 0.2196(3) 0.28259(15) 0.10183(14) 0.0150(4) Uani d 1
H H3 0.1337 0.3354 0.0972 0.018 Uiso calc 1
C C4 0.4520(3) 0.32784(16) 0.09241(14) 0.0161(4) Uani d 1
H H4A 0.4666 0.3470 0.0329 0.019 Uiso calc 1
H H4B 0.5031 0.3914 0.1414 0.019 Uiso calc 1
C C5 0.5838(3) 0.24691(15) 0.09893(13) 0.0141(4) Uani d 1
H H5 0.7351 0.2763 0.0925 0.017 Uiso calc 1
C C6 0.5625(3) 0.21869(16) 0.19195(13) 0.0131(4) Uani d 1
H H6A 0.6486 0.1669 0.1966 0.016 Uiso calc 1
H H6B 0.6157 0.2816 0.2414 0.016 Uiso calc 1
C C7 0.5040(3) 0.14874(16) 0.02254(14) 0.0172(4) Uani d 1
H H7A 0.5184 0.1662 -0.0376 0.021 Uiso calc 1
H H7B 0.5894 0.0964 0.0261 0.021 Uiso calc 1
C C8 0.2722(3) 0.10384(16) 0.03253(14) 0.0160(4) Uani d 1
H H8 0.2205 0.0399 -0.0172 0.019 Uiso calc 1
C C9 0.1409(3) 0.18475(16) 0.02568(14) 0.0174(4) Uani d 1
H H9A 0.1532 0.2025 -0.0344 0.021 Uiso calc 1
H H9B -0.0094 0.1558 0.0312 0.021 Uiso calc 1
C C10 0.2512(3) 0.07589(15) 0.12521(13) 0.0153(4) Uani d 1
H H10A 0.3343 0.0228 0.1293 0.018 Uiso calc 1
H H10B 0.1017 0.0461 0.1314 0.018 Uiso calc 1
C C11 0.3041(3) 0.13900(16) 0.29224(13) 0.0166(4) Uani d 1
H H11A 0.1525 0.1115 0.2965 0.020 Uiso calc 1
H H11B 0.3785 0.0815 0.2912 0.020 Uiso calc 1
Cl Cl2 1.31606(7) 0.11138(4) 0.53791(3) 0.01540(12) Uani d 1
O O2 0.4015(2) 0.44325(11) 0.41377(10) 0.0234(4) Uani d 1
C C23 0.2855(3) 0.49326(18) 0.48258(16) 0.0282(6) Uani d 1
H H23A 0.1386 0.4529 0.4765 0.034 Uiso calc 1
H H23B 0.2817 0.5637 0.4744 0.034 Uiso calc 1
C C24 0.6155(4) 0.49844(19) 0.42468(16) 0.0307(6) Uani d 1
H H24A 0.6217 0.5691 0.4150 0.037 Uiso calc 1
H H24B 0.6960 0.4621 0.3781 0.037 Uiso calc 1
N N2 0.8388(3) 0.12390(16) 0.56887(12) 0.0161(4) Uani d 1
H H2C 0.785(4) 0.062(2) 0.5387(16) 0.022(6) Uiso d 1
H H2D 0.788(4) 0.165(2) 0.5421(17) 0.031(7) Uiso d 1
H H2E 0.977(4) 0.1327(19) 0.5613(16) 0.033(7) Uiso d 1
C C12 0.8559(3) 0.24495(15) 0.72436(13) 0.0113(4) Uani d 1
C C13 1.0863(3) 0.29809(15) 0.71971(14) 0.0145(4) Uani d 1
H H13A 1.1811 0.2563 0.7388 0.017 Uiso calc 1
H H13B 1.1111 0.3024 0.6561 0.017 Uiso calc 1
C C14 1.1355(3) 0.40791(16) 0.78235(14) 0.0157(4) Uani d 1
H H14 1.2854 0.4421 0.7784 0.019 Uiso calc 1
C C15 0.9883(3) 0.47258(16) 0.75293(14) 0.0172(4) Uani d 1
H H15A 1.0211 0.5437 0.7928 0.021 Uiso calc 1
H H15B 1.0101 0.4781 0.6894 0.021 Uiso calc 1
C C16 0.7587(3) 0.42114(16) 0.75939(13) 0.0154(4) Uani d 1
H H16 0.6633 0.4637 0.7403 0.019 Uiso calc 1
C C17 0.7099(3) 0.31176(15) 0.69597(13) 0.0131(4) Uani d 1
H H17A 0.7303 0.3170 0.6323 0.016 Uiso calc 1
H H17B 0.5610 0.2781 0.6989 0.016 Uiso calc 1
C C18 0.7244(3) 0.41275(16) 0.85783(13) 0.0173(4) Uani d 1
H H18A 0.7535 0.4831 0.8989 0.021 Uiso calc 1
H H18B 0.5760 0.3791 0.8619 0.021 Uiso calc 1
C C19 0.8716(3) 0.34845(16) 0.88730(14) 0.0167(4) Uani d 1
H H19 0.8498 0.3433 0.9516 0.020 Uiso calc 1
C C20 1.1009(3) 0.40095(16) 0.88100(14) 0.0181(5) Uani d 1
H H20A 1.1967 0.3603 0.9011 0.022 Uiso calc 1
H H20B 1.1332 0.4716 0.9216 0.022 Uiso calc 1
C C21 0.8212(3) 0.23899(16) 0.82383(13) 0.0148(4) Uani d 1
H H21A 0.6729 0.2053 0.8280 0.018 Uiso calc 1
H H21B 0.9132 0.1961 0.8434 0.018 Uiso calc 1
C C22 0.8034(3) 0.13331(15) 0.66746(13) 0.0135(4) Uani d 1
H H22A 0.8908 0.0923 0.6928 0.016 Uiso calc 1
H H22B 0.6538 0.1027 0.6727 0.016 Uiso calc 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'
Cl Cl 0.1484 0.1585 '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
H1D O1 H1E . . 102(3)
H1A N1 H1B . . 105(2)
H1A N1 H1C . . 106(2)
H1B N1 H1C . . 111(2)
C11 N1 H1A . . 108.3(17)
C11 N1 H1B . . 113.6(16)
C11 N1 H1C . . 112.3(16)
C6 C1 C2 . . 108.98(16)
C6 C1 C10 . . 108.68(16)
C10 C1 C2 . . 108.41(16)
C11 C1 C2 . . 111.88(16)
C11 C1 C6 . . 111.96(16)
C11 C1 C10 . . 106.81(16)
C1 C2 H2A . . 109.7
C1 C2 H2B . . 109.7
H2A C2 H2B . . 108.2
C3 C2 C1 . . 109.98(15)
C3 C2 H2A . . 109.7
C3 C2 H2B . . 109.7
C2 C3 H3 . . 109.4
C4 C3 C2 . . 109.32(16)
C4 C3 H3 . . 109.4
C9 C3 C2 . . 109.66(16)
C9 C3 H3 . . 109.4
C9 C3 C4 . . 109.58(16)
C3 C4 H4A . . 109.8
C3 C4 H4B . . 109.8
H4A C4 H4B . . 108.2
C5 C4 C3 . . 109.55(16)
C5 C4 H4A . . 109.8
C5 C4 H4B . . 109.8
C4 C5 H5 . . 109.5
C4 C5 C6 . . 109.41(15)
C4 C5 C7 . . 109.42(16)
C6 C5 H5 . . 109.5
C7 C5 H5 . . 109.5
C7 C5 C6 . . 109.35(16)
C1 C6 C5 . . 110.25(16)
C1 C6 H6A . . 109.6
C1 C6 H6B . . 109.6
C5 C6 H6A . . 109.6
C5 C6 H6B . . 109.6
H6A C6 H6B . . 108.1
C5 C7 H7A . . 109.8
C5 C7 H7B . . 109.8
H7A C7 H7B . . 108.2
C8 C7 C5 . . 109.49(16)
C8 C7 H7A . . 109.8
C8 C7 H7B . . 109.8
C7 C8 H8 . . 109.4
C9 C8 C7 . . 109.42(17)
C9 C8 H8 . . 109.4
C10 C8 C7 . . 109.55(16)
C10 C8 H8 . . 109.4
C10 C8 C9 . . 109.59(16)
C3 C9 C8 . . 109.52(16)
C3 C9 H9A . . 109.8
C3 C9 H9B . . 109.8
C8 C9 H9A . . 109.8
C8 C9 H9B . . 109.8
H9A C9 H9B . . 108.2
C1 C10 H10A . . 109.6
C1 C10 H10B . . 109.6
C8 C10 C1 . . 110.29(16)
C8 C10 H10A . . 109.6
C8 C10 H10B . . 109.6
H10A C10 H10B . . 108.1
N1 C11 C1 . . 113.76(17)
N1 C11 H11A . . 108.8
N1 C11 H11B . . 108.8
C1 C11 H11A . . 108.8
C1 C11 H11B . . 108.8
H11A C11 H11B . . 107.7
C24 O2 C23 . . 109.78(16)
O2 C23 H23A . . 109.5
O2 C23 H23B . . 109.5
O2 C23 C24 . 2_666 110.56(18)
H23A C23 H23B . . 108.1
C24 C23 H23A 2_666 . 109.5
C24 C23 H23B 2_666 . 109.5
O2 C24 C23 . 2_666 111.48(18)
O2 C24 H24A . . 109.3
O2 C24 H24B . . 109.3
C23 C24 H24A 2_666 . 109.3
C23 C24 H24B 2_666 . 109.3
H24A C24 H24B . . 108.0
H2C N2 H2D . . 106(2)
H2C N2 H2E . . 105(2)
H2D N2 H2E . . 108(2)
C22 N2 H2C . . 109.5(15)
C22 N2 H2D . . 116.8(16)
C22 N2 H2E . . 110.1(16)
C13 C12 C17 . . 109.06(16)
C13 C12 C21 . . 108.64(16)
C21 C12 C17 . . 108.24(15)
C22 C12 C13 . . 112.02(15)
C22 C12 C17 . . 112.31(16)
C22 C12 C21 . . 106.42(15)
C12 C13 H13A . . 109.6
C12 C13 H13B . . 109.6
H13A C13 H13B . . 108.1
C14 C13 C12 . . 110.21(15)
C14 C13 H13A . . 109.6
C14 C13 H13B . . 109.6
C13 C14 H14 . . 109.6
C15 C14 C13 . . 109.61(16)
C15 C14 H14 . . 109.6
C20 C14 C13 . . 109.53(17)
C20 C14 H14 . . 109.6
C20 C14 C15 . . 108.95(16)
C14 C15 H15A . . 109.7
C14 C15 H15B . . 109.7
H15A C15 H15B . . 108.2
C16 C15 C14 . . 109.89(16)
C16 C15 H15A . . 109.7
C16 C15 H15B . . 109.7
C15 C16 H16 . . 109.6
C15 C16 C17 . . 108.88(16)
C15 C16 C18 . . 109.79(17)
C17 C16 H16 . . 109.6
C18 C16 H16 . . 109.6
C18 C16 C17 . . 109.39(16)
C12 C17 H17A . . 109.6
C12 C17 H17B . . 109.6
C16 C17 C12 . . 110.35(16)
C16 C17 H17A . . 109.6
C16 C17 H17B . . 109.6
H17A C17 H17B . . 108.1
C16 C18 H18A . . 109.8
C16 C18 H18B . . 109.8
H18A C18 H18B . . 108.2
C19 C18 C16 . . 109.57(16)
C19 C18 H18A . . 109.8
C19 C18 H18B . . 109.8
C18 C19 H19 . . 109.6
C18 C19 C20 . . 109.50(17)
C18 C19 C21 . . 108.92(17)
C20 C19 H19 . . 109.6
C20 C19 C21 . . 109.70(16)
C21 C19 H19 . . 109.6
C14 C20 H20A . . 109.7
C14 C20 H20B . . 109.7
C19 C20 C14 . . 109.72(16)
C19 C20 H20A . . 109.7
C19 C20 H20B . . 109.7
H20A C20 H20B . . 108.2
C12 C21 H21A . . 109.6
C12 C21 H21B . . 109.6
C19 C21 C12 . . 110.50(16)
C19 C21 H21A . . 109.6
C19 C21 H21B . . 109.6
H21A C21 H21B . . 108.1
N2 C22 C12 . . 113.72(16)
N2 C22 H22A . . 108.8
N2 C22 H22B . . 108.8
C12 C22 H22A . . 108.8
C12 C22 H22B . . 108.8
H22A C22 H22B . . 107.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O1 H1D . 0.82(3)
O1 H1E . 0.91(4)
N1 H1A . 0.85(3)
N1 H1B . 0.89(3)
N1 H1C . 0.98(3)
N1 C11 . 1.494(3)
C1 C2 . 1.547(3)
C1 C6 . 1.537(3)
C1 C10 . 1.544(3)
C1 C11 . 1.523(3)
C2 H2A . 0.9900
C2 H2B . 0.9900
C2 C3 . 1.535(3)
C3 H3 . 1.0000
C3 C4 . 1.535(3)
C3 C9 . 1.529(3)
C4 H4A . 0.9900
C4 H4B . 0.9900
C4 C5 . 1.533(3)
C5 H5 . 1.0000
C5 C6 . 1.537(3)
C5 C7 . 1.535(3)
C6 H6A . 0.9900
C6 H6B . 0.9900
C7 H7A . 0.9900
C7 H7B . 0.9900
C7 C8 . 1.532(3)
C8 H8 . 1.0000
C8 C9 . 1.532(3)
C8 C10 . 1.531(3)
C9 H9A . 0.9900
C9 H9B . 0.9900
C10 H10A . 0.9900
C10 H10B . 0.9900
C11 H11A . 0.9900
C11 H11B . 0.9900
O2 C23 . 1.429(3)
O2 C24 . 1.425(3)
C23 H23A . 0.9900
C23 H23B . 0.9900
C23 C24 2_666 1.493(3)
C24 C23 2_666 1.493(3)
C24 H24A . 0.9900
C24 H24B . 0.9900
N2 H2C . 0.86(2)
N2 H2D . 0.86(3)
N2 H2E . 0.90(3)
N2 C22 . 1.493(3)
C12 C13 . 1.536(3)
C12 C17 . 1.543(3)
C12 C21 . 1.542(3)
C12 C22 . 1.523(3)
C13 H13A . 0.9900
C13 H13B . 0.9900
C13 C14 . 1.535(3)
C14 H14 . 1.0000
C14 C15 . 1.533(3)
C14 C20 . 1.533(3)
C15 H15A . 0.9900
C15 H15B . 0.9900
C15 C16 . 1.530(3)
C16 H16 . 1.0000
C16 C17 . 1.535(3)
C16 C18 . 1.534(3)
C17 H17A . 0.9900
C17 H17B . 0.9900
C18 H18A . 0.9900
C18 H18B . 0.9900
C18 C19 . 1.530(3)
C19 H19 . 1.0000
C19 C20 . 1.531(3)
C19 C21 . 1.536(3)
C20 H20A . 0.9900
C20 H20B . 0.9900
C21 H21A . 0.9900
C21 H21B . 0.9900
C22 H22A . 0.9900
C22 H22B . 0.9900
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1D Cl2 2_756 0.82(3) 2.48(3) 3.295(2) 175(3)
O1 H1E Cl1 . 0.91(4) 2.36(4) 3.265(2) 180(3)
N1 H1A Cl2 1_455 0.85(3) 2.33(3) 3.161(2) 163(2)
N1 H1B O2 . 0.89(3) 2.10(3) 2.867(3) 144(2)
N1 H1C Cl1 . 0.98(3) 2.19(3) 3.152(2) 166(2)
N2 H2C Cl2 2_756 0.86(2) 2.31(3) 3.166(2) 172(2)
N2 H2D Cl1 . 0.86(3) 2.48(3) 3.171(2) 138(2)
N2 H2E Cl2 . 0.90(3) 2.30(3) 3.181(2) 166(2)
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
C1 C2 C3 C4 . -60.0(2)
C1 C2 C3 C9 . 60.1(2)
C2 C1 C6 C5 . -58.9(2)
C2 C1 C10 C8 . 59.2(2)
C2 C1 C11 N1 . -64.9(2)
C2 C3 C4 C5 . 60.5(2)
C2 C3 C9 C8 . -60.0(2)
C3 C4 C5 C6 . -60.2(2)
C3 C4 C5 C7 . 59.6(2)
C4 C3 C9 C8 . 60.0(2)
C4 C5 C6 C1 . 59.8(2)
C4 C5 C7 C8 . -59.9(2)
C5 C7 C8 C9 . 60.2(2)
C5 C7 C8 C10 . -60.0(2)
C6 C1 C2 C3 . 59.0(2)
C6 C1 C10 C8 . -59.1(2)
C6 C1 C11 N1 . 57.8(2)
C6 C5 C7 C8 . 59.9(2)
C7 C5 C6 C1 . -60.0(2)
C7 C8 C9 C3 . -60.2(2)
C7 C8 C10 C1 . 59.9(2)
C9 C3 C4 C5 . -59.7(2)
C9 C8 C10 C1 . -60.1(2)
C10 C1 C2 C3 . -59.1(2)
C10 C1 C6 C5 . 59.1(2)
C10 C1 C11 N1 . 176.65(16)
C10 C8 C9 C3 . 59.9(2)
C11 C1 C2 C3 . -176.61(16)
C11 C1 C6 C5 . 176.84(16)
C11 C1 C10 C8 . 179.95(15)
C23 O2 C24 C23 2_666 57.1(3)
C24 O2 C23 C24 2_666 -56.6(3)
C12 C13 C14 C15 . -59.2(2)
C12 C13 C14 C20 . 60.3(2)
C13 C12 C17 C16 . -59.1(2)
C13 C12 C21 C19 . 58.9(2)
C13 C12 C22 N2 . -58.5(2)
C13 C14 C15 C16 . 60.1(2)
C13 C14 C20 C19 . -59.6(2)
C14 C15 C16 C17 . -60.3(2)
C14 C15 C16 C18 . 59.5(2)
C15 C14 C20 C19 . 60.3(2)
C15 C16 C17 C12 . 60.1(2)
C15 C16 C18 C19 . -59.1(2)
C16 C18 C19 C20 . 59.5(2)
C16 C18 C19 C21 . -60.4(2)
C17 C12 C13 C14 . 58.4(2)
C17 C12 C21 C19 . -59.4(2)
C17 C12 C22 N2 . 64.6(2)
C17 C16 C18 C19 . 60.3(2)
C18 C16 C17 C12 . -59.9(2)
C18 C19 C20 C14 . -60.4(2)
C18 C19 C21 C12 . 60.7(2)
C20 C14 C15 C16 . -59.8(2)
C20 C19 C21 C12 . -59.1(2)
C21 C12 C13 C14 . -59.4(2)
C21 C12 C17 C16 . 58.9(2)
C21 C12 C22 N2 . -177.13(16)
C21 C19 C20 C14 . 59.0(2)
C22 C12 C13 C14 . -176.66(16)
C22 C12 C17 C16 . 176.07(15)
C22 C12 C21 C19 . 179.66(15)

_cod_database_fobs_code 2241824
