#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/95/7219544.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_7219544
loop_
_publ_author_name
'Chen, Cheng'
'Wang, Fang-Fang'
'Zhang, Yi'
'Ye, Qiong'
'Ye, Heng-Yun'
'Fu, Da-Wei'
_publ_section_title
;
 A high-temperature supramolecular-based switchable dielectric material
 with electrical bistability between high and low dielectric states
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              2479
_journal_paper_doi               10.1039/C4CE02028F
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C21 H46 Cl2 N2 O14.50'
_chemical_formula_sum            'C21 H46 Cl2 N2 O14.5'
_chemical_formula_weight         629.50
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2015-02-07 deposited with the CCDC.
2015-02-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.53(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.432(13)
_cell_length_b                   11.734(14)
_cell_length_c                   13.639(16)
_cell_measurement_reflns_used    1911
_cell_measurement_temperature    368(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.74
_cell_volume                     1583(3)
_computing_cell_refinement       'CrystalClear  (Rigaku, 2005)'
_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      368(2)
_diffrn_detector_area_resol_mean 13.6612
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Mercury2 (2x2 bin mode)'
_diffrn_measurement_method       'CCD profile fitting'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9517
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.575
_exptl_absorpt_coefficient_mu    0.270
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.910
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.567
_refine_diff_density_min         -0.511
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2868
_refine_ls_number_restraints     65
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.1254
_refine_ls_R_factor_gt           0.0894
_refine_ls_shift/su_max          0.03
_refine_ls_shift/su_mean         0.009
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1070P)²+2.7022P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2177
_refine_ls_wR_factor_ref         0.2532
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1919
_reflns_number_total             2868
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4ce02028f2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 7219543--7219544.cif.'
_cod_original_formula_sum        'C21 H46 Cl2 N2 O14.50'
_cod_database_code               7219544
#BEGIN Tags that were not found in dictionaries:
_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.
;
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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
O1 O 0.61783(14) 0.12720(13) 0.24009(11) 0.1016(6) Uani 1 1 d D U .
O2 O 0.86786(16) 0.03053(14) 0.33942(11) 0.0900(6) Uani 1 1 d . . .
O3 O 1.10582(8) 0.12611(8) 0.31626(10) 0.1197(7) Uani 1 1 d D U .
C1 C 0.6368(3) 0.04448(17) 0.31758(13) 0.1232(10) Uani 1 1 d D U .
H1A H 0.5534 0.0028 0.3081 0.148 Uiso 1 1 calc R U .
H1B H 0.6630 0.0806 0.3850 0.148 Uiso 1 1 calc R U .
C2 C 0.7418(3) -0.0325(2) 0.31093(19) 0.1112(10) Uani 1 1 d . . .
H2A H 0.7209 -0.0617 0.2411 0.133 Uiso 1 1 calc R U .
H2B H 0.7489 -0.0964 0.3575 0.133 Uiso 1 1 calc R U .
C3 C 0.9799(3) -0.0347(3) 0.3391(2) 0.1271(12) Uani 1 1 d . . .
H3A H 0.9707 -0.0584 0.2691 0.152 Uiso 1 1 calc R U .
H3B H 0.9852 -0.1025 0.3810 0.152 Uiso 1 1 calc R U .
C4 C 1.1047(3) 0.0339(3) 0.3813(2) 0.1274(11) Uani 1 1 d . . .
H4A H 1.1100 0.0621 0.4494 0.153 Uiso 1 1 calc R U .
H4B H 1.1830 -0.0139 0.3885 0.153 Uiso 1 1 calc R U .
C6 C 1.22169(15) 0.20191(13) 0.39388(14) 0.146(3) Uani 0.5 1 d D U P
H6A H 1.3078 0.1642 0.4121 0.175 Uiso 0.5 1 d R U P
H6B H 1.2007 0.2203 0.4557 0.175 Uiso 0.5 1 d R U P
C6' C 1.21942(10) 0.19505(13) 0.3287(3) 0.136(2) Uani 0.5 1 d D U P
H6C H 1.2216 0.2188 0.2619 0.164 Uiso 0.5 1 d R U P
H6D H 1.2993 0.1508 0.3603 0.164 Uiso 0.5 1 d R U P
N1 N 0.85334(19) 0.2500 1.22782(13) 0.0514(6) Uani 1 2 d S T P
H1C H 0.8249 0.3136 1.2543 0.077 Uiso 0.5 1 d R U P
H1E H 0.9464 0.2500 1.2457 0.077 Uiso 1 2 d R U P
N2 N 0.78237(19) 0.2500 0.89995(13) 0.0472(6) Uani 1 2 d S T P
H2C H 0.7265 0.2500 0.8326 0.057 Uiso 1 2 d R U P
H2D H 0.8699 0.2500 0.8973 0.057 Uiso 1 2 d R U P
C13 C 0.75875(17) 0.13632(14) 0.94776(12) 0.0510(5) Uani 1 1 d . . .
C14 C 0.83040(16) 0.14320(14) 1.06460(11) 0.0472(5) Uani 1 1 d . . .
H14A H 0.8072 0.0767 1.0977 0.057 Uiso 1 1 calc R U .
H14B H 0.9274 0.1427 1.0780 0.057 Uiso 1 1 calc R U .
C15 C 0.7911(2) 0.2500 1.11079(15) 0.0437(7) Uani 1 2 d S T P
H15A H 0.6925 0.2500 1.0943 0.052 Uiso 1 2 calc R U P
C18 C 0.8244(2) 0.04647(16) 0.89676(14) 0.0715(7) Uani 1 1 d . . .
H18A H 0.9189 0.0629 0.9126 0.107 Uiso 1 1 calc R U .
H18B H 0.7817 0.0481 0.8232 0.107 Uiso 1 1 calc R U .
H18C H 0.8134 -0.0277 0.9227 0.107 Uiso 1 1 calc R U .
C19 C 0.60710(19) 0.1108(2) 0.92173(15) 0.0745(7) Uani 1 1 d . . .
H19A H 0.5950 0.0328 0.9380 0.112 Uiso 1 1 calc R U .
H19B H 0.5625 0.1238 0.8494 0.112 Uiso 1 1 calc R U .
H19C H 0.5690 0.1599 0.9615 0.112 Uiso 1 1 calc R U .
Cl2 Cl 0.59432(9) 0.2500 0.60836(6) 0.0877(3) Uani 1 2 d DS TU P
O11 O 0.7274(6) 0.2500 0.6807(5) 0.0877(3) Uani 0.3 2 d DS T P
O12 O 0.4598(7) 0.2500 0.6291(6) 0.322(4) Uani 1 2 d S TU P
O13 O 0.5509(5) 0.1521(4) 0.5511(3) 0.1948(17) Uani 0.65 1 d . U P
O14 O 0.6255(3) 0.2500 0.5272(3) 0.226(4) Uani 0.5 2 d DS TU P
O15 O 0.6444(11) 0.1653(10) 0.6808(7) 0.0877(3) Uani 0.15 1 d . . P
O16 O 0.5571(8) 0.2500 0.6973(5) 0.0877(3) Uani 0.3 2 d S T P
O17 O 0.7358(10) 0.2500 0.6132(12) 0.198(7) Uani 0.3 2 d S T P
Cl1 Cl 0.81829(6) 0.7500 0.05861(5) 0.06026(19) Uani 1 2 d S T P
O7 O 0.74371(18) 0.65167(15) 0.06486(13) 0.1105(6) Uani 1 1 d . . .
O9 O 0.8489(3) 0.7500 -0.03639(17) 0.1174(9) Uani 1 2 d S T P
O10 O 0.9405(3) 0.7500 0.1431(3) 0.1562(16) Uani 1 2 d S T P
O1W O 0.7390(3) 0.2500 0.4818(3) 0.30(5) Uiso 0.5 2 d DS . P
H1WA H 0.7810 0.1898 0.4896 0.506 Uiso 0.25 1 d R U P
C11 C 0.5083(4) 0.2069(7) 0.2034(3) 0.169(3) Uani 0.5 1 d D . P
H11A H 0.4260 0.1667 0.1974 0.202 Uiso 0.5 1 d R U P
H11D H 0.5045 0.2288 0.1347 0.202 Uiso 0.5 1 d R U P
C11' C 0.5103(3) 0.1926(4) 0.2624(3) 0.1102(18) Uani 0.5 1 d D . P
H11B H 0.5294 0.2079 0.3348 0.132 Uiso 0.5 1 d R U P
H11C H 0.4247 0.1546 0.2366 0.132 Uiso 0.5 1 d R U P
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 O1 C11 128.3(3) . .
C1 O1 C11' 98.1(2) . .
C11 O1 C11' 32.6(2) . .
C3 O2 C2 114.1(2) . .
C6' O3 C4 123.14(17) . .
C6' O3 C6 33.51(18) . .
C4 O3 C6 99.60(16) . .
O1 C1 C2 108.3(2) . .
O1 C1 H1A 110.0 . .
C2 C1 H1A 110.0 . .
O1 C1 H1B 110.0 . .
C2 C1 H1B 110.0 . .
H1A C1 H1B 108.4 . .
C1 C2 O2 107.8(2) . .
C1 C2 H2A 110.1 . .
O2 C2 H2A 110.1 . .
C1 C2 H2B 110.1 . .
O2 C2 H2B 110.1 . .
H2A C2 H2B 108.5 . .
O2 C3 C4 109.5(3) . .
O2 C3 H3A 109.8 . .
C4 C3 H3A 109.8 . .
O2 C3 H3B 109.8 . .
C4 C3 H3B 109.8 . .
H3A C3 H3B 108.2 . .
O3 C4 C3 110.9(2) . .
O3 C4 H4A 109.5 . .
C3 C4 H4A 109.5 . .
O3 C4 H4B 109.5 . .
C3 C4 H4B 109.5 . .
H4A C4 H4B 108.1 . .
C6' C6 C6 95.21(14) . 4_565
C6' C6 C6' 59.1(2) . 4_565
C6 C6 C6' 36.11(14) 4_565 4_565
C6' C6 O3 60.77(12) . .
C6 C6 O3 123.77(8) 4_565 .
C6' C6 O3 100.95(15) 4_565 .
C6' C6 H6A 86.7 . .
C6 C6 H6A 117.4 4_565 .
C6' C6 H6A 111.2 4_565 .
O3 C6 H6A 111.3 . .
C6' C6 H6B 163.9 . .
C6 C6 H6B 77.0 4_565 .
C6' C6 H6B 112.0 4_565 .
O3 C6 H6B 111.8 . .
H6A C6 H6B 109.4 . .
C6' C6 H6D 51.8 . .
C6 C6 H6D 119.7 4_565 .
C6' C6 H6D 93.5 4_565 .
O3 C6 H6D 86.0 . .
H6A C6 H6D 35.5 . .
H6B C6 H6D 144.2 . .
C6 C6' C6' 84.79(14) . 4_565
C6 C6' O3 85.7(2) . .
C6' C6' O3 125.30(9) 4_565 .
C6 C6' C6 48.68(19) . 4_565
C6' C6' C6 36.11(14) 4_565 4_565
O3 C6' C6 113.1(2) . 4_565
C6 C6' H6A 49.1 . .
C6' C6' H6A 106.6 4_565 .
O3 C6' H6A 106.8 . .
C6 C6' H6A 80.1 4_565 .
C6 C6' H6C 157.7 . .
C6' C6' H6C 73.1 4_565 .
O3 C6' H6C 109.1 . .
C6 C6' H6C 109.2 4_565 .
H6A C6' H6C 134.8 . .
C6 C6' H6D 81.7 . .
C6' C6' H6D 122.7 4_565 .
O3 C6' H6D 108.8 . .
C6 C6' H6D 108.8 4_565 .
H6A C6' H6D 33.2 . .
H6C C6' H6D 107.7 . .
C15 N1 H1C 109.3 . .
C15 N1 H1E 109.9 . .
H1C N1 H1E 109.9 . .
C13 N2 C13 120.2(2) . 4_565
C13 N2 H2C 106.7 . .
C13 N2 H2C 106.7 4_565 .
C13 N2 H2D 108.0 . .
C13 N2 H2D 108.0 4_565 .
H2C N2 H2D 106.4 . .
C14 C13 C18 111.49(15) . .
C14 C13 C19 112.12(16) . .
C18 C13 C19 109.60(16) . .
C14 C13 N2 107.71(14) . .
C18 C13 N2 104.38(17) . .
C19 C13 N2 111.26(15) . .
C15 C14 C13 111.63(14) . .
C15 C14 H14A 109.3 . .
C13 C14 H14A 109.3 . .
C15 C14 H14B 109.3 . .
C13 C14 H14B 109.3 . .
H14A C14 H14B 108.0 . .
C14 C15 C14 111.5(2) 4_565 .
C14 C15 N1 110.76(11) 4_565 .
C14 C15 N1 110.76(11) . .
C14 C15 H15A 107.9 4_565 .
C14 C15 H15A 107.9 . .
N1 C15 H15A 107.9 . .
C13 C18 H18A 109.5 . .
C13 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C13 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C13 C19 H19A 109.5 . .
C13 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C13 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
O14 Cl2 O16 178.9(3) . .
O14 Cl2 O15 119.2(5) . 4_565
O16 Cl2 O15 61.4(5) . 4_565
O14 Cl2 O15 119.2(5) . .
O16 Cl2 O15 61.4(5) . .
O15 Cl2 O15 92.0(8) 4_565 .
O14 Cl2 O13 68.3(2) . .
O16 Cl2 O13 111.2(3) . .
O15 Cl2 O13 169.6(5) 4_565 .
O15 Cl2 O13 77.7(5) . .
O14 Cl2 O13 68.3(2) . 4_565
O16 Cl2 O13 111.2(3) . 4_565
O15 Cl2 O13 77.7(5) 4_565 4_565
O15 Cl2 O13 169.6(5) . 4_565
O13 Cl2 O13 112.5(3) . 4_565
O14 Cl2 O11 98.2(3) . .
O16 Cl2 O11 82.9(4) . .
O15 Cl2 O11 56.0(5) 4_565 .
O15 Cl2 O11 56.0(5) . .
O13 Cl2 O11 117.6(2) . .
O13 Cl2 O11 117.6(2) 4_565 .
O14 Cl2 O17 59.6(6) . .
O16 Cl2 O17 121.5(7) . .
O15 Cl2 O17 79.6(6) 4_565 .
O15 Cl2 O17 79.6(6) . .
O13 Cl2 O17 99.9(4) . .
O13 Cl2 O17 99.9(4) 4_565 .
O11 Cl2 O17 38.6(7) . .
O14 Cl2 O12 133.0(3) . .
O16 Cl2 O12 45.9(4) . .
O15 Cl2 O12 91.6(5) 4_565 .
O15 Cl2 O12 91.6(5) . .
O13 Cl2 O12 87.1(3) . .
O13 Cl2 O12 87.1(3) 4_565 .
O11 Cl2 O12 128.8(4) . .
O17 Cl2 O12 167.4(7) . .
O17 O11 O15 105.2(6) . .
O17 O11 O15 105.2(6) . 4_565
O15 O11 O15 97.9(11) . 4_565
O17 O11 Cl2 72.5(7) . .
O15 O11 Cl2 60.3(5) . .
O15 O11 Cl2 60.3(5) 4_565 .
O16 O12 Cl2 60.9(6) . .
Cl2 O13 O14 51.6(2) . .
Cl2 O13 O15 51.1(4) . .
O14 O13 O15 89.4(5) . .
Cl2 O14 O17 67.8(7) . .
Cl2 O14 O13 60.1(2) . .
O17 O14 O13 99.8(5) . .
Cl2 O14 O13 60.1(2) . 4_565
O17 O14 O13 99.8(5) . 4_565
O13 O14 O13 101.7(4) . 4_565
Cl2 O14 O1W 145.9(3) . .
O17 O14 O1W 78.1(7) . .
O13 O14 O1W 129.0(2) . .
O13 O14 O1W 129.0(2) 4_565 .
O11 O15 Cl2 63.7(6) . .
O11 O15 O16 85.8(8) . .
Cl2 O15 O16 59.4(5) . .
O11 O15 O13 102.9(7) . .
Cl2 O15 O13 51.1(3) . .
O16 O15 O13 92.4(6) . .
O11 O15 O17 30.3(5) . .
Cl2 O15 O17 52.0(5) . .
O16 O15 O17 99.4(7) . .
O13 O15 O17 75.4(6) . .
O12 O16 Cl2 73.2(6) . .
O12 O16 O15 108.9(6) . 4_565
Cl2 O16 O15 59.2(5) . 4_565
O12 O16 O15 108.9(6) . .
Cl2 O16 O15 59.2(5) . .
O15 O16 O15 89.4(11) 4_565 .
O11 O17 O14 121.5(11) . .
O11 O17 Cl2 69.0(9) . .
O14 O17 Cl2 52.6(4) . .
O11 O17 O1W 176.1(10) . .
O14 O17 O1W 54.5(6) . .
Cl2 O17 O1W 107.1(7) . .
O11 O17 O15 44.4(6) . 4_565
O14 O17 O15 90.1(6) . 4_565
Cl2 O17 O15 48.4(5) . 4_565
O1W O17 O15 133.1(6) . 4_565
O11 O17 O15 44.4(6) . .
O14 O17 O15 90.1(6) . .
Cl2 O17 O15 48.4(5) . .
O1W O17 O15 133.1(6) . .
O15 O17 O15 66.3(9) 4_565 .
O7 Cl1 O7 109.92(19) . 4_575
O7 Cl1 O10 108.73(12) . .
O7 Cl1 O10 108.73(12) 4_575 .
O7 Cl1 O9 109.97(10) . .
O7 Cl1 O9 109.97(10) 4_575 .
O10 Cl1 O9 109.5(2) . .
O14 O1W O17 47.4(4) . .
O14 O1W H1WA 113.9 . .
O17 O1W H1WA 92.8 . .
C11' C11 C11 101.9(7) . 4_565
C11' C11 C11' 67.8(7) . 4_565
C11 C11 C11' 34.1(3) 4_565 4_565
C11' C11 O1 75.8(5) . .
C11 C11 O1 130.6(3) 4_565 .
C11' C11 O1 118.3(3) 4_565 .
C11' C11 H11A 74.1 . .
C11 C11 H11A 119.4 4_565 .
C11' C11 H11A 107.9 4_565 .
O1 C11 H11A 107.5 . .
C11' C11 H11D 176.3 . .
C11 C11 H11D 74.5 4_565 .
C11' C11 H11D 108.6 4_565 .
O1 C11 H11D 107.2 . .
H11A C11 H11D 106.9 . .
C11' C11 H11C 49.5 . .
C11 C11 H11C 119.1 4_565 .
C11' C11 H11C 95.0 4_565 .
O1 C11 H11C 97.0 . .
H11A C11 H11C 24.6 . .
H11D C11 H11C 131.4 . .
C11 C11' C11' 78.1(7) . 4_565
C11 C11' C11 44.0(8) . 4_565
C11' C11' C11 34.1(3) 4_565 4_565
C11 C11' O1 71.7(5) . .
C11' C11' O1 121.5(2) 4_565 .
C11 C11' O1 101.0(3) 4_565 .
C11 C11' H11A 59.1 . .
C11' C11' H11A 106.4 4_565 .
C11 C11' H11A 84.6 4_565 .
O1 C11' H11A 99.2 . .
C11 C11' H11B 155.2 . .
C11' C11' H11B 79.2 4_565 .
C11 C11' H11B 112.8 4_565 .
O1 C11' H11B 112.8 . .
H11A C11' H11B 138.5 . .
C11 C11' H11C 90.3 . .
C11' C11' H11C 117.7 4_565 .
C11 C11' H11C 109.5 4_565 .
O1 C11' H11C 111.4 . .
H11A C11' H11C 31.2 . .
H11B C11' H11C 109.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.402(2) .
O1 C11 1.438(6) .
O1 C11' 1.468(5) .
O2 C3 1.398(4) .
O2 C2 1.450(3) .
O3 C6' 1.4000(19) .
O3 C4 1.402(4) .
O3 C6 1.5998(18) .
C1 C2 1.444(4) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 C4 1.482(4) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C6 C6' 0.886(4) .
C6 C6 1.129(3) 4_565
C6 C6' 1.497(3) 4_565
C6 H6A 0.9600 .
C6 H6B 0.9600 .
C6 H6D 1.2090 .
C6' C6' 1.290(3) 4_565
C6' C6 1.497(3) 4_565
C6' H6A 1.2679 .
C6' H6C 0.9600 .
C6' H6D 0.9600 .
N1 C15 1.520(3) .
N1 H1C 0.9189 .
N1 H1E 0.9226 .
N2 C13 1.539(2) .
N2 C13 1.539(2) 4_565
N2 H2C 0.9183 .
N2 H2D 0.9256 .
C13 C14 1.532(3) .
C13 C18 1.538(3) .
C13 C19 1.537(3) .
C14 C15 1.517(3) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 C14 1.517(3) 4_565
C15 H15A 0.9800 .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
Cl2 O14 1.249(4) .
Cl2 O16 1.386(8) .
Cl2 O15 1.382(10) 4_565
Cl2 O15 1.382(10) .
Cl2 O13 1.382(4) .
Cl2 O13 1.382(4) 4_565
Cl2 O11 1.425(6) .
Cl2 O17 1.456(11) .
Cl2 O12 1.518(9) .
O11 O17 0.952(18) .
O11 O15 1.319(12) .
O11 O15 1.319(12) 4_565
O12 O16 1.138(9) .
O13 O14 1.481(5) .
O13 O15 1.734(9) .
O14 O17 1.356(12) .
O14 O13 1.481(5) 4_565
O14 O1W 1.501(5) .
O15 O16 1.413(13) .
O15 O17 1.818(17) .
O16 O15 1.413(13) 4_565
O17 O1W 1.803(17) .
O17 O15 1.818(17) 4_565
Cl1 O7 1.409(2) .
Cl1 O7 1.409(2) 4_575
Cl1 O10 1.421(3) .
Cl1 O9 1.430(3) .
O1W H1WA 0.8200 .
C11 C11' 0.816(6) .
C11 C11 1.011(15) 4_565
C11 C11' 1.423(8) 4_565
C11 H11A 0.9600 .
C11 H11D 0.9600 .
C11 H11C 1.2631 .
C11' C11' 1.346(10) 4_565
C11' C11 1.423(8) 4_565
C11' H11A 1.0755 .
C11' H11B 0.9599 .
C11' H11C 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
O1W H1WA O2 0.82 3.11 3.724(5) 133.4 .
N1 H1C O2 0.92 2.14 2.971(3) 150.6 4_566
N1 H1C O1 0.92 2.22 2.899(4) 130.3 4_566
N1 H1E O3 0.92 2.19 2.913(3) 134.8 4_566
N1 H1E O3 0.92 2.19 2.913(3) 134.8 1_556
N2 H2C O15 0.92 2.21 3.042(9) 150.6 4_565
N2 H2C O11 0.92 2.07 2.860(7) 142.7 .
N2 H2C O16 0.92 2.11 3.006(7) 164.5 .
N2 H2C O15 0.92 2.21 3.042(9) 150.6 .
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_1
_geom_torsion_site_symmetry_4
C11 O1 C1 C2 166.5(3) . .
C11' O1 C1 C2 -180.0(2) . .
O1 C1 C2 O2 67.4(2) . .
C3 O2 C2 C1 178.34(19) . .
C2 O2 C3 C4 -173.2(2) . .
C6' O3 C4 C3 -170.2(2) . .
C6 O3 C4 C3 163.9(2) . .
O2 C3 C4 O3 -65.6(3) . .
C4 O3 C6 C6' 138.5(2) . .
C6' O3 C6 C6 75.58(15) . 4_565
C4 O3 C6 C6 -145.94(14) . 4_565
C6' O3 C6 C6' 44.95(17) . 4_565
C4 O3 C6 C6' -176.57(18) . 4_565
C6 C6 C6' C6' 0.002(1) 4_565 4_565
O3 C6 C6' C6' 126.06(8) . 4_565
C6 C6 C6' O3 -126.06(8) 4_565 .
C6' C6 C6' O3 -126.06(8) 4_565 .
C6' C6 C6' C6 -0.002(1) 4_565 4_565
O3 C6 C6' C6 126.06(8) . 4_565
C4 O3 C6' C6 -51.3(3) . .
C4 O3 C6' C6' -131.84(18) . 4_565
C6 O3 C6' C6' -80.53(17) . 4_565
C4 O3 C6' C6 -92.6(2) . 4_565
C6 O3 C6' C6 -41.3(2) . 4_565
C13 N2 C13 C14 -48.2(2) 4_565 .
C13 N2 C13 C18 -166.81(13) 4_565 .
C13 N2 C13 C19 75.1(2) 4_565 .
C18 C13 C14 C15 165.42(16) . .
C19 C13 C14 C15 -71.3(2) . .
N2 C13 C14 C15 51.5(2) . .
C13 C14 C15 C14 -61.2(2) . 4_565
C13 C14 C15 N1 174.97(15) . .
O14 Cl2 O11 O17 0.000(4) . .
O16 Cl2 O11 O17 180.000(4) . .
O15 Cl2 O11 O17 -119.8(6) 4_565 .
O15 Cl2 O11 O17 119.8(6) . .
O13 Cl2 O11 O17 69.8(3) . .
O13 Cl2 O11 O17 -69.8(3) 4_565 .
O12 Cl2 O11 O17 180.000(4) . .
O14 Cl2 O11 O15 -119.8(6) . .
O16 Cl2 O11 O15 60.2(6) . .
O15 Cl2 O11 O15 120.3(12) 4_565 .
O13 Cl2 O11 O15 -50.1(7) . .
O13 Cl2 O11 O15 170.4(6) 4_565 .
O17 Cl2 O11 O15 -119.8(6) . .
O12 Cl2 O11 O15 60.2(6) . .
O14 Cl2 O11 O15 119.8(6) . 4_565
O16 Cl2 O11 O15 -60.2(6) . 4_565
O15 Cl2 O11 O15 -120.3(12) . 4_565
O13 Cl2 O11 O15 -170.4(6) . 4_565
O13 Cl2 O11 O15 50.1(7) 4_565 4_565
O17 Cl2 O11 O15 119.8(6) . 4_565
O12 Cl2 O11 O15 -60.2(6) . 4_565
O14 Cl2 O12 O16 180.000(3) . .
O15 Cl2 O12 O16 -46.0(4) 4_565 .
O15 Cl2 O12 O16 46.0(4) . .
O13 Cl2 O12 O16 123.64(18) . .
O13 Cl2 O12 O16 -123.64(18) 4_565 .
O11 Cl2 O12 O16 0.000(2) . .
O17 Cl2 O12 O16 0.000(6) . .
O16 Cl2 O13 O14 179.0(3) . .
O15 Cl2 O13 O14 -138(3) 4_565 .
O15 Cl2 O13 O14 -128.6(5) . .
O13 Cl2 O13 O14 53.5(4) 4_565 .
O11 Cl2 O13 O14 -88.0(4) . .
O17 Cl2 O13 O14 -51.6(6) . .
O12 Cl2 O13 O14 139.1(3) . .
O14 Cl2 O13 O15 128.6(5) . .
O16 Cl2 O13 O15 -52.5(6) . .
O15 Cl2 O13 O15 -9(2) 4_565 .
O13 Cl2 O13 O15 -177.9(6) 4_565 .
O11 Cl2 O13 O15 40.6(6) . .
O17 Cl2 O13 O15 77.0(7) . .
O12 Cl2 O13 O15 -92.3(6) . .
O15 Cl2 O14 O17 55.5(5) 4_565 .
O15 Cl2 O14 O17 -55.5(5) . .
O13 Cl2 O14 O17 -116.5(2) . .
O13 Cl2 O14 O17 116.5(2) 4_565 .
O11 Cl2 O14 O17 0.000(3) . .
O12 Cl2 O14 O17 180.000(3) . .
O15 Cl2 O14 O13 172.0(5) 4_565 .
O15 Cl2 O14 O13 61.1(5) . .
O13 Cl2 O14 O13 -126.9(4) 4_565 .
O11 Cl2 O14 O13 116.5(2) . .
O17 Cl2 O14 O13 116.5(2) . .
O12 Cl2 O14 O13 -63.5(2) . .
O15 Cl2 O14 O13 -61.1(5) 4_565 4_565
O15 Cl2 O14 O13 -172.0(5) . 4_565
O13 Cl2 O14 O13 126.9(4) . 4_565
O11 Cl2 O14 O13 -116.5(2) . 4_565
O17 Cl2 O14 O13 -116.5(2) . 4_565
O12 Cl2 O14 O13 63.5(2) . 4_565
O15 Cl2 O14 O1W 55.5(5) 4_565 .
O15 Cl2 O14 O1W -55.5(5) . .
O13 Cl2 O14 O1W -116.5(2) . .
O13 Cl2 O14 O1W 116.5(2) 4_565 .
O11 Cl2 O14 O1W 0.000(2) . .
O17 Cl2 O14 O1W 0.000(1) . .
O12 Cl2 O14 O1W 180.000(1) . .
O15 O13 O14 Cl2 -37.5(4) . .
Cl2 O13 O14 O17 57.2(6) . .
O15 O13 O14 O17 19.7(7) . .
Cl2 O13 O14 O13 -45.1(3) . 4_565
O15 O13 O14 O13 -82.6(5) . 4_565
Cl2 O13 O14 O1W 139.8(4) . .
O15 O13 O14 O1W 102.3(5) . .
O17 O11 O15 Cl2 -59.0(7) . .
O15 O11 O15 Cl2 49.2(7) 4_565 .
O17 O11 O15 O16 -116.8(7) . .
O15 O11 O15 O16 -8.6(8) 4_565 .
Cl2 O11 O15 O16 -57.8(4) . .
O17 O11 O15 O13 -25.3(9) . .
O15 O11 O15 O13 82.9(8) 4_565 .
Cl2 O11 O15 O13 33.7(4) . .
O15 O11 O15 O17 108.2(8) 4_565 .
Cl2 O11 O15 O17 59.0(7) . .
O14 Cl2 O15 O11 79.6(5) . .
O16 Cl2 O15 O11 -101.4(6) . .
O15 Cl2 O15 O11 -45.7(8) 4_565 .
O13 Cl2 O15 O11 136.0(5) . .
O13 Cl2 O15 O11 -55(3) 4_565 .
O17 Cl2 O15 O11 33.4(6) . .
O12 Cl2 O15 O11 -137.4(5) . .
O14 Cl2 O15 O16 -179.0(3) . .
O15 Cl2 O15 O16 55.7(7) 4_565 .
O13 Cl2 O15 O16 -122.7(5) . .
O13 Cl2 O15 O16 47(3) 4_565 .
O11 Cl2 O15 O16 101.4(6) . .
O17 Cl2 O15 O16 134.7(6) . .
O12 Cl2 O15 O16 -36.0(4) . .
O14 Cl2 O15 O13 -56.3(4) . .
O16 Cl2 O15 O13 122.7(5) . .
O15 Cl2 O15 O13 178.3(5) 4_565 .
O13 Cl2 O15 O13 169(3) 4_565 .
O11 Cl2 O15 O13 -136.0(5) . .
O17 Cl2 O15 O13 -102.6(5) . .
O12 Cl2 O15 O13 86.6(3) . .
O14 Cl2 O15 O17 46.3(6) . .
O16 Cl2 O15 O17 -134.7(6) . .
O15 Cl2 O15 O17 -79.1(7) 4_565 .
O13 Cl2 O15 O17 102.6(5) . .
O13 Cl2 O15 O17 -88(3) 4_565 .
O11 Cl2 O15 O17 -33.4(6) . .
O12 Cl2 O15 O17 -170.8(5) . .
Cl2 O13 O15 O11 -39.7(5) . .
O14 O13 O15 O11 -2.0(7) . .
O14 O13 O15 Cl2 37.8(3) . .
Cl2 O13 O15 O16 46.5(5) . .
O14 O13 O15 O16 84.3(6) . .
Cl2 O13 O15 O17 -52.6(4) . .
O14 O13 O15 O17 -14.9(4) . .
Cl2 O12 O16 O15 48.0(6) . 4_565
Cl2 O12 O16 O15 -48.0(6) . .
O15 Cl2 O16 O12 125.0(5) 4_565 .
O15 Cl2 O16 O12 -125.0(5) . .
O13 Cl2 O16 O12 -63.1(2) . .
O13 Cl2 O16 O12 63.1(2) 4_565 .
O11 Cl2 O16 O12 180.000(2) . .
O17 Cl2 O16 O12 180.000(2) . .
O15 Cl2 O16 O15 110.0(10) . 4_565
O13 Cl2 O16 O15 171.9(5) . 4_565
O13 Cl2 O16 O15 -61.9(6) 4_565 4_565
O11 Cl2 O16 O15 55.0(5) . 4_565
O17 Cl2 O16 O15 55.0(5) . 4_565
O12 Cl2 O16 O15 -125.0(5) . 4_565
O15 Cl2 O16 O15 -110.0(10) 4_565 .
O13 Cl2 O16 O15 61.9(6) . .
O13 Cl2 O16 O15 -171.9(5) 4_565 .
O11 Cl2 O16 O15 -55.0(5) . .
O17 Cl2 O16 O15 -55.0(5) . .
O12 Cl2 O16 O15 125.0(5) . .
O11 O15 O16 O12 117.7(7) . .
Cl2 O15 O16 O12 56.0(6) . .
O13 O15 O16 O12 15.0(8) . .
O17 O15 O16 O12 90.5(8) . .
O11 O15 O16 Cl2 61.7(5) . .
O13 O15 O16 Cl2 -41.0(3) . .
O17 O15 O16 Cl2 34.6(5) . .
O11 O15 O16 O15 7.9(7) . 4_565
Cl2 O15 O16 O15 -53.8(5) . 4_565
O13 O15 O16 O15 -94.8(6) . 4_565
O17 O15 O16 O15 -19.2(8) . 4_565
O15 O11 O17 O14 51.4(6) . .
O15 O11 O17 O14 -51.4(6) 4_565 .
Cl2 O11 O17 O14 0.000(2) . .
O15 O11 O17 Cl2 51.4(6) . .
O15 O11 O17 Cl2 -51.4(6) 4_565 .
O15 O11 O17 O15 102.8(12) . 4_565
Cl2 O11 O17 O15 51.4(6) . 4_565
O15 O11 O17 O15 -102.8(12) 4_565 .
Cl2 O11 O17 O15 -51.4(6) . .
Cl2 O14 O17 O11 0.000(2) . .
O13 O14 O17 O11 -51.9(3) . .
O13 O14 O17 O11 51.9(3) 4_565 .
O1W O14 O17 O11 180.000(3) . .
O13 O14 O17 Cl2 -51.9(3) . .
O13 O14 O17 Cl2 51.9(3) 4_565 .
O1W O14 O17 Cl2 180.000(1) . .
Cl2 O14 O17 O1W 180.000(1) . .
O13 O14 O17 O1W 128.1(3) . .
O13 O14 O17 O1W -128.1(3) 4_565 .
Cl2 O14 O17 O15 -33.1(5) . 4_565
O13 O14 O17 O15 -85.1(5) . 4_565
O13 O14 O17 O15 18.8(6) 4_565 4_565
O1W O14 O17 O15 146.9(5) . 4_565
Cl2 O14 O17 O15 33.1(5) . .
O13 O14 O17 O15 -18.8(6) . .
O13 O14 O17 O15 85.1(5) 4_565 .
O1W O14 O17 O15 -146.9(5) . .
O14 Cl2 O17 O11 180.000(2) . .
O16 Cl2 O17 O11 0.000(2) . .
O15 Cl2 O17 O11 47.0(4) 4_565 .
O15 Cl2 O17 O11 -47.0(4) . .
O13 Cl2 O17 O11 -122.4(2) . .
O13 Cl2 O17 O11 122.4(2) 4_565 .
O12 Cl2 O17 O11 0.000(9) . .
O16 Cl2 O17 O14 180.000(3) . .
O15 Cl2 O17 O14 -133.0(4) 4_565 .
O15 Cl2 O17 O14 133.0(4) . .
O13 Cl2 O17 O14 57.6(2) . .
O13 Cl2 O17 O14 -57.6(2) 4_565 .
O11 Cl2 O17 O14 180.000(2) . .
O12 Cl2 O17 O14 180.000(11) . .
O14 Cl2 O17 O1W 0.000(1) . .
O16 Cl2 O17 O1W 180.000(1) . .
O15 Cl2 O17 O1W -133.0(4) 4_565 .
O15 Cl2 O17 O1W 133.0(4) . .
O13 Cl2 O17 O1W 57.6(2) . .
O13 Cl2 O17 O1W -57.6(2) 4_565 .
O11 Cl2 O17 O1W 180.000(4) . .
O12 Cl2 O17 O1W 180.000(10) . .
O14 Cl2 O17 O15 133.0(4) . 4_565
O16 Cl2 O17 O15 -47.0(4) . 4_565
O15 Cl2 O17 O15 -94.0(9) . 4_565
O13 Cl2 O17 O15 -169.4(5) . 4_565
O13 Cl2 O17 O15 75.5(5) 4_565 4_565
O11 Cl2 O17 O15 -47.0(4) . 4_565
O12 Cl2 O17 O15 -47.0(4) . 4_565
O14 Cl2 O17 O15 -133.0(4) . .
O16 Cl2 O17 O15 47.0(4) . .
O15 Cl2 O17 O15 94.0(9) 4_565 .
O13 Cl2 O17 O15 -75.5(5) . .
O13 Cl2 O17 O15 169.4(5) 4_565 .
O11 Cl2 O17 O15 47.0(4) . .
O12 Cl2 O17 O15 47.0(4) . .
Cl2 O15 O17 O11 102.7(8) . .
O16 O15 O17 O11 64.4(8) . .
O13 O15 O17 O11 154.5(9) . .
O11 O15 O17 O14 -138.2(8) . .
Cl2 O15 O17 O14 -35.5(4) . .
O16 O15 O17 O14 -73.8(6) . .
O13 O15 O17 O14 16.3(5) . .
O11 O15 O17 Cl2 -102.7(8) . .
O16 O15 O17 Cl2 -38.3(5) . .
O13 O15 O17 Cl2 51.8(4) . .
O11 O15 O17 O1W -175.8(10) . .
Cl2 O15 O17 O1W -73.1(8) . .
O16 O15 O17 O1W -111.4(7) . .
O13 O15 O17 O1W -21.3(8) . .
O11 O15 O17 O15 -48.2(7) . 4_565
Cl2 O15 O17 O15 54.6(4) . 4_565
O16 O15 O17 O15 16.3(7) . 4_565
O13 O15 O17 O15 106.3(4) . 4_565
Cl2 O14 O1W O17 0.000(3) . .
O13 O14 O1W O17 -93.0(3) . .
O13 O14 O1W O17 93.0(3) 4_565 .
Cl2 O17 O1W O14 0.000(3) . .
O15 O17 O1W O14 -48.4(7) 4_565 .
O15 O17 O1W O14 48.4(7) . .
C1 O1 C11 C11' 25.5(7) . .
C1 O1 C11 C11 119.1(2) . 4_565
C11' O1 C11 C11 93.6(5) . 4_565
C1 O1 C11 C11' 80.0(5) . 4_565
C11' O1 C11 C11' 54.5(5) . 4_565
C11 C11 C11' C11' 0.000(1) 4_565 4_565
O1 C11 C11' C11' 129.2(2) . 4_565
C11' C11 C11' C11 0.000(2) 4_565 4_565
O1 C11 C11' C11 129.2(2) . 4_565
C11 C11 C11' O1 -129.2(2) 4_565 .
C11' C11 C11' O1 -129.2(2) 4_565 .
C1 O1 C11' C11 -160.0(5) . .
C1 O1 C11' C11' 137.18(13) . 4_565
C11 O1 C11' C11' -62.8(5) . 4_565
C1 O1 C11' C11 166.7(3) . 4_565
C11 O1 C11' C11 -33.3(6) . 4_565
