#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:36:42 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179756 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/52/7005203.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_7005203
loop_
_publ_author_name
'Derossi, Sofia'
'Farrell, David T.'
'Harding, Charles J.'
'McKee, Vickie'
'Nelson, Jane'
_publ_section_title
;
 N-methylation of macrobicycles reduces encapsulation ability.
;
_journal_issue                   18
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1762
_journal_page_last               1772
_journal_paper_doi               10.1039/B617907J
_journal_year                    2007
_chemical_formula_sum            'C46 H74 Cl2 N10 O8'
_chemical_formula_weight         966.05
_chemical_name_systematic
;

?

;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.333(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   31.429(3)
_cell_length_b                   9.9882(8)
_cell_length_c                   16.6318(14)
_cell_measurement_reflns_used    3652
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      21.94
_cell_measurement_theta_min      2.41
_cell_volume                     5080.3(8)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0487
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17969
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.14
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.188
_exptl_absorpt_correction_T_max  0.9833
_exptl_absorpt_correction_T_min  0.9528
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2072
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.42(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     922
_refine_ls_number_reflns         8681
_refine_ls_number_restraints     1834
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0965
_refine_ls_R_factor_gt           0.0438
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0489P)²+2.6841P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.1233
_reflns_number_gt                5074
_reflns_number_total             8681
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            B617907J.txt
_cod_data_source_block           Compound1(zof4)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        5080.4(7)
_cod_original_sg_symbol_H-M      Cc
_cod_database_code               7005203
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -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
N1 N 0.45907(16) -0.3952(6) 0.7634(3) 0.0510(14) Uani 1 1 d U . .
H1N H 0.4304 -0.3950 0.7324 0.050 Uiso 1 1 calc R . .
C1A C 0.4871(2) -0.3427(8) 0.7082(4) 0.0625(19) Uani 1 1 d U . .
H1A1 H 0.5166 -0.3224 0.7423 0.075 Uiso 1 1 calc R . .
H1A2 H 0.4903 -0.4133 0.6682 0.075 Uiso 1 1 calc R . .
C2A C 0.4692(2) -0.2212(8) 0.6623(4) 0.065(2) Uani 1 1 d U A .
H2A1 H 0.4692 -0.1470 0.7017 0.078 Uiso 1 1 calc R . .
H2A2 H 0.4881 -0.1948 0.6249 0.078 Uiso 1 1 calc R . .
N3A N 0.42521(17) -0.2425(7) 0.6144(4) 0.0671(16) Uani 1 1 d U . .
C3A C 0.4224(4) -0.2858(12) 0.5436(8) 0.050(3) Uani 0.50 1 d PDU A 1
H3A1 H 0.4367 -0.3747 0.5478 0.060 Uiso 0.50 1 calc PR A 1
H3A2 H 0.4391 -0.2254 0.5150 0.060 Uiso 0.50 1 calc PR A 1
C4A C 0.3768(3) -0.2996(10) 0.4909(6) 0.041(3) Uani 0.50 1 d PDU A 1
C5A C 0.3617(3) -0.2152(12) 0.4223(6) 0.052(3) Uani 0.50 1 d PDU A 1
H5A H 0.3805 -0.1476 0.4101 0.063 Uiso 0.50 1 calc PR A 1
C6A C 0.3204(3) -0.2281(12) 0.3726(7) 0.057(3) Uani 0.50 1 d PDU A 1
H6A H 0.3120 -0.1741 0.3246 0.068 Uiso 0.50 1 calc PR A 1
C7A C 0.2908(3) -0.3197(12) 0.3920(6) 0.051(3) Uani 0.50 1 d PDU A 1
C8A C 0.3042(3) -0.3900(12) 0.4647(6) 0.050(3) Uani 0.50 1 d PDU A 1
H8A H 0.2840 -0.4486 0.4812 0.060 Uiso 0.50 1 calc PR A 1
C9A C 0.3457(3) -0.3789(11) 0.5147(7) 0.045(3) Uani 0.50 1 d PDU A 1
H9A H 0.3529 -0.4258 0.5657 0.053 Uiso 0.50 1 calc PR A 1
C10A C 0.2480(4) -0.3420(19) 0.3305(10) 0.084(5) Uani 0.50 1 d PDU A 1
H10A H 0.2469 -0.2850 0.2814 0.101 Uiso 0.50 1 calc PR A 1
H10B H 0.2461 -0.4367 0.3123 0.101 Uiso 0.50 1 calc PR A 1
C13A C 0.4077(5) -0.0838(12) 0.6096(10) 0.073(4) Uani 0.50 1 d PDU A 1
H13A H 0.4090 -0.0507 0.6656 0.109 Uiso 0.50 1 calc PR A 1
H13B H 0.3774 -0.0796 0.5771 0.109 Uiso 0.50 1 calc PR A 1
H13C H 0.4263 -0.0282 0.5834 0.109 Uiso 0.50 1 calc PR A 1
C14A C 0.2164(5) -0.1546(15) 0.3948(10) 0.078(5) Uani 0.50 1 d PDU A 1
H14A H 0.1919 -0.1296 0.4191 0.117 Uiso 0.50 1 calc PR A 1
H14B H 0.2164 -0.0975 0.3469 0.117 Uiso 0.50 1 calc PR A 1
H14C H 0.2440 -0.1426 0.4360 0.117 Uiso 0.50 1 calc PR A 1
C3Z C 0.4041(4) -0.1339(14) 0.5714(8) 0.058(3) Uani 0.50 1 d PDU A 2
H3Z1 H 0.4218 -0.1039 0.5325 0.069 Uiso 0.50 1 calc PR A 2
H3Z2 H 0.4046 -0.0604 0.6115 0.069 Uiso 0.50 1 calc PR A 2
C4Z C 0.3578(3) -0.1495(14) 0.5229(6) 0.054(3) Uani 0.50 1 d PDU A 2
C5Z C 0.3481(3) -0.1249(16) 0.4370(7) 0.069(4) Uani 0.50 1 d PDU A 2
H5Z H 0.3710 -0.0991 0.4115 0.083 Uiso 0.50 1 calc PR A 2
C6Z C 0.3062(3) -0.1376(17) 0.3894(8) 0.074(4) Uani 0.50 1 d PDU A 2
H6Z H 0.3005 -0.1204 0.3317 0.088 Uiso 0.50 1 calc PR A 2
C7Z C 0.2725(3) -0.1752(14) 0.4254(6) 0.053(3) Uani 0.50 1 d PDU A 2
C8Z C 0.2815(3) -0.2053(12) 0.5079(6) 0.049(3) Uani 0.50 1 d PDU A 2
H8Z H 0.2585 -0.2325 0.5327 0.059 Uiso 0.50 1 calc PR A 2
C9Z C 0.3242(3) -0.1962(11) 0.5558(6) 0.045(3) Uani 0.50 1 d PDU A 2
H9Z H 0.3302 -0.2228 0.6121 0.054 Uiso 0.50 1 calc PR A 2
C10Z C 0.2274(4) -0.187(2) 0.3687(10) 0.084(4) Uani 0.50 1 d PDU A 2
H10C H 0.2072 -0.1255 0.3880 0.101 Uiso 0.50 1 calc PR A 2
H10D H 0.2289 -0.1596 0.3123 0.101 Uiso 0.50 1 calc PR A 2
C13Z C 0.4235(4) -0.3513(13) 0.5409(8) 0.046(3) Uani 0.50 1 d PDU A 2
H13D H 0.4373 -0.4349 0.5646 0.069 Uiso 0.50 1 calc PR A 2
H13E H 0.4393 -0.3160 0.5011 0.069 Uiso 0.50 1 calc PR A 2
H13F H 0.3930 -0.3687 0.5130 0.069 Uiso 0.50 1 calc PR A 2
C14Z C 0.2416(5) -0.4105(19) 0.3257(10) 0.080(5) Uani 0.50 1 d PDU A 2
H14D H 0.2302 -0.5020 0.3247 0.120 Uiso 0.50 1 calc PR A 2
H14E H 0.2717 -0.4081 0.3589 0.120 Uiso 0.50 1 calc PR A 2
H14F H 0.2411 -0.3817 0.2692 0.120 Uiso 0.50 1 calc PR A 2
N4A N 0.21139(17) -0.3108(8) 0.3658(3) 0.0685(17) Uani 1 1 d U . .
C11A C 0.16935(19) -0.3264(9) 0.3080(4) 0.073(2) Uani 1 1 d U A .
H11A H 0.1672 -0.4175 0.2840 0.088 Uiso 1 1 calc R . .
H11B H 0.1670 -0.2612 0.2624 0.088 Uiso 1 1 calc R . .
C12A C 0.1311(2) -0.3040(8) 0.3512(4) 0.0626(19) Uani 1 1 d U . .
H12A H 0.1317 -0.2104 0.3710 0.075 Uiso 1 1 calc R A .
H12B H 0.1030 -0.3181 0.3106 0.075 Uiso 1 1 calc R . .
N2 N 0.13378(16) -0.3983(6) 0.4233(3) 0.0506(14) Uani 1 1 d U A .
H2N H 0.1624 -0.3977 0.4549 0.050 Uiso 1 1 calc R . .
C1B C 0.4702(2) -0.5394(7) 0.7899(4) 0.0594(18) Uani 1 1 d U . .
H1B1 H 0.4561 -0.5623 0.8355 0.071 Uiso 1 1 calc R . .
H1B2 H 0.5022 -0.5475 0.8111 0.071 Uiso 1 1 calc R . .
C2B C 0.4553(2) -0.6390(8) 0.7195(5) 0.068(2) Uani 1 1 d U B .
H2B1 H 0.4720 -0.6228 0.6766 0.081 Uiso 1 1 calc R . .
H2B2 H 0.4621 -0.7310 0.7409 0.081 Uiso 1 1 calc R . .
N3B N 0.40877(18) -0.6293(6) 0.6820(4) 0.0687(18) Uani 1 1 d U . .
C3B C 0.3869(3) -0.7116(13) 0.7198(8) 0.055(3) Uani 0.50 1 d PDU B 1
H3B1 H 0.3919 -0.6874 0.7789 0.066 Uiso 0.50 1 calc PR B 1
H3B2 H 0.3972 -0.8046 0.7160 0.066 Uiso 0.50 1 calc PR B 1
C4B C 0.3388(3) -0.7021(9) 0.6795(7) 0.042(3) Uani 0.50 1 d PDU B 1
C5B C 0.3148(3) -0.5849(11) 0.6706(7) 0.047(3) Uani 0.50 1 d PDU B 1
H5B H 0.3287 -0.5033 0.6912 0.056 Uiso 0.50 1 calc PR B 1
C6B C 0.2707(3) -0.5849(10) 0.6321(8) 0.053(3) Uani 0.50 1 d PDU B 1
H6B H 0.2554 -0.5022 0.6227 0.064 Uiso 0.50 1 calc PR B 1
C7B C 0.2484(3) -0.7032(10) 0.6069(8) 0.054(3) Uani 0.50 1 d PDU B 1
C8B C 0.2722(3) -0.8211(10) 0.6196(8) 0.058(3) Uani 0.50 1 d PDU B 1
H8B H 0.2577 -0.9043 0.6056 0.070 Uiso 0.50 1 calc PR B 1
C9B C 0.3168(3) -0.8193(11) 0.6527(9) 0.060(4) Uani 0.50 1 d PDU B 1
H9B H 0.3327 -0.9008 0.6570 0.072 Uiso 0.50 1 calc PR B 1
C10B C 0.1997(4) -0.7052(15) 0.5705(10) 0.075(4) Uani 0.50 1 d PDU B 1
H10C' H 0.1917 -0.7988 0.5542 0.090 Uiso 0.50 1 calc PR B 1
H10D' H 0.1852 -0.6830 0.6158 0.090 Uiso 0.50 1 calc PR B 1
C13B C 0.4096(4) -0.6958(18) 0.5942(7) 0.067(4) Uani 0.50 1 d PDU B 1
H13G H 0.4248 -0.6360 0.5635 0.100 Uiso 0.50 1 calc PR B 1
H13H H 0.3795 -0.7100 0.5625 0.100 Uiso 0.50 1 calc PR B 1
H13I H 0.4249 -0.7819 0.6033 0.100 Uiso 0.50 1 calc PR B 1
C14B C 0.2077(5) -0.6783(19) 0.4278(9) 0.088(5) Uani 0.50 1 d PDU B 1
H14G H 0.1955 -0.6284 0.3769 0.132 Uiso 0.50 1 calc PR B 1
H14H H 0.2030 -0.7744 0.4174 0.132 Uiso 0.50 1 calc PR B 1
H14I H 0.2391 -0.6602 0.4457 0.132 Uiso 0.50 1 calc PR B 1
C3Y C 0.3922(4) -0.7052(16) 0.6107(10) 0.068(4) Uani 0.50 1 d PDU B 2
H3Y1 H 0.4021 -0.7990 0.6216 0.081 Uiso 0.50 1 calc PR B 2
H3Y2 H 0.4050 -0.6710 0.5656 0.081 Uiso 0.50 1 calc PR B 2
C4Y C 0.3430(3) -0.7047(10) 0.5814(9) 0.056(3) Uani 0.50 1 d PDU B 2
C5Y C 0.3225(3) -0.5825(10) 0.5565(8) 0.050(3) Uani 0.50 1 d PDU B 2
H5Y H 0.3386 -0.5012 0.5642 0.060 Uiso 0.50 1 calc PR B 2
C6Y C 0.2787(3) -0.5829(10) 0.5209(7) 0.044(3) Uani 0.50 1 d PDU B 2
H6Y H 0.2645 -0.5001 0.5042 0.053 Uiso 0.50 1 calc PR B 2
C7Y C 0.2539(3) -0.7007(10) 0.5083(8) 0.051(3) Uani 0.50 1 d PDU B 2
C8Y C 0.2749(3) -0.8183(11) 0.5339(9) 0.060(4) Uani 0.50 1 d PDU B 2
H8Y H 0.2591 -0.9001 0.5246 0.072 Uiso 0.50 1 calc PR B 2
C9Y C 0.3190(3) -0.8205(12) 0.5732(11) 0.073(4) Uani 0.50 1 d PDU B 2
H9Y H 0.3325 -0.9022 0.5944 0.087 Uiso 0.50 1 calc PR B 2
C10Y C 0.2062(4) -0.6910(17) 0.4665(7) 0.055(3) Uani 0.50 1 d PDU B 2
H10E H 0.2037 -0.6464 0.4124 0.066 Uiso 0.50 1 calc PR B 2
H10F H 0.1947 -0.7830 0.4552 0.066 Uiso 0.50 1 calc PR B 2
C13Y C 0.3833(5) -0.6768(16) 0.7461(9) 0.064(4) Uani 0.50 1 d PDU B 2
H13J H 0.3924 -0.6240 0.7968 0.096 Uiso 0.50 1 calc PR B 2
H13K H 0.3895 -0.7717 0.7586 0.096 Uiso 0.50 1 calc PR B 2
H13L H 0.3519 -0.6648 0.7234 0.096 Uiso 0.50 1 calc PR B 2
C14Y C 0.1824(5) -0.6841(14) 0.5959(8) 0.051(3) Uani 0.50 1 d PDU B 2
H14J H 0.2125 -0.6833 0.6290 0.076 Uiso 0.50 1 calc PR B 2
H14K H 0.1712 -0.7760 0.5916 0.076 Uiso 0.50 1 calc PR B 2
H14L H 0.1641 -0.6277 0.6225 0.076 Uiso 0.50 1 calc PR B 2
N4B N 0.18129(19) -0.6276(6) 0.5060(4) 0.0689(18) Uani 1 1 d U . .
C11B C 0.1344(2) -0.6326(8) 0.4664(5) 0.0626(19) Uani 1 1 d U A .
H11C H 0.1266 -0.7245 0.4460 0.075 Uiso 1 1 calc R . .
H11D H 0.1174 -0.6117 0.5081 0.075 Uiso 1 1 calc R . .
C12B C 0.1221(2) -0.5381(7) 0.3971(4) 0.0617(19) Uani 1 1 d U . .
H12C H 0.0902 -0.5439 0.3738 0.074 Uiso 1 1 calc R A .
H12D H 0.1371 -0.5636 0.3532 0.074 Uiso 1 1 calc R . .
C1C C 0.4604(2) -0.3070(8) 0.8365(4) 0.0612(19) Uani 1 1 d U . .
H1C1 H 0.4883 -0.3219 0.8776 0.073 Uiso 1 1 calc R . .
H1C2 H 0.4596 -0.2122 0.8187 0.073 Uiso 1 1 calc R . .
C2C C 0.4240(2) -0.3322(7) 0.8751(4) 0.0595(17) Uani 1 1 d U C .
H2C1 H 0.4262 -0.2705 0.9225 0.071 Uiso 1 1 calc R . .
H2C2 H 0.4262 -0.4249 0.8968 0.071 Uiso 1 1 calc R . .
N3C N 0.38102(19) -0.3140(8) 0.8173(4) 0.0708(18) Uani 1 1 d U . .
C3C C 0.3666(4) -0.1931(15) 0.8100(9) 0.059(3) Uani 0.50 1 d PDU C 1
H3C1 H 0.3860 -0.1387 0.7839 0.071 Uiso 0.50 1 calc PR C 1
H3C2 H 0.3684 -0.1563 0.8659 0.071 Uiso 0.50 1 calc PR C 1
C4C C 0.3203(3) -0.1767(16) 0.7603(7) 0.062(3) Uani 0.50 1 d PDU C 1
C5C C 0.3099(3) -0.2102(12) 0.6763(6) 0.049(3) Uani 0.50 1 d PDU C 1
H5C H 0.3320 -0.2448 0.6515 0.058 Uiso 0.50 1 calc PR C 1
C6C C 0.2686(3) -0.1938(13) 0.6297(7) 0.054(3) Uani 0.50 1 d PDU C 1
H6C H 0.2628 -0.2109 0.5720 0.065 Uiso 0.50 1 calc PR C 1
C7C C 0.2342(3) -0.1523(13) 0.6647(6) 0.050(3) Uani 0.50 1 d PDU C 1
C8C C 0.2435(4) -0.1183(17) 0.7466(7) 0.072(4) Uani 0.50 1 d PDU C 1
H8C H 0.2212 -0.0856 0.7713 0.086 Uiso 0.50 1 calc PR C 1
C9C C 0.2865(4) -0.1324(18) 0.7936(8) 0.075(4) Uani 0.50 1 d PDU C 1
H9C H 0.2925 -0.1104 0.8507 0.090 Uiso 0.50 1 calc PR C 1
C10C C 0.1885(4) -0.1326(14) 0.6109(9) 0.057(3) Uani 0.50 1 d PDU C 1
H10E' H 0.1700 -0.0981 0.6470 0.068 Uiso 0.50 1 calc PR C 1
H10F' H 0.1903 -0.0608 0.5708 0.068 Uiso 0.50 1 calc PR C 1
C13C C 0.3488(5) -0.4069(14) 0.8576(10) 0.059(4) Uani 0.50 1 d PDU C 1
H13M H 0.3597 -0.4992 0.8625 0.089 Uiso 0.50 1 calc PR C 1
H13N H 0.3193 -0.4050 0.8220 0.089 Uiso 0.50 1 calc PR C 1
H13O H 0.3481 -0.3726 0.9124 0.089 Uiso 0.50 1 calc PR C 1
C14C C 0.1640(5) -0.3539(17) 0.6448(11) 0.070(5) Uani 0.50 1 d PDU C 1
H14M H 0.1934 -0.3720 0.6786 0.105 Uiso 0.50 1 calc PR C 1
H14N H 0.1514 -0.4369 0.6181 0.105 Uiso 0.50 1 calc PR C 1
H14O H 0.1455 -0.3193 0.6800 0.105 Uiso 0.50 1 calc PR C 1
C3X C 0.3452(4) -0.3305(14) 0.8478(7) 0.058(3) Uani 0.50 1 d PDU C 2
H3X1 H 0.3473 -0.2655 0.8935 0.069 Uiso 0.50 1 calc PR C 2
H3X2 H 0.3470 -0.4209 0.8726 0.069 Uiso 0.50 1 calc PR C 2
C4X C 0.3003(3) -0.3164(13) 0.7919(6) 0.052(3) Uani 0.50 1 d PDU C 2
C5X C 0.2887(3) -0.3947(12) 0.7194(6) 0.050(3) Uani 0.50 1 d PDU C 2
H5X H 0.3094 -0.4521 0.7034 0.060 Uiso 0.50 1 calc PR C 2
C6X C 0.2463(3) -0.3855(11) 0.6726(6) 0.044(3) Uani 0.50 1 d PDU C 2
H6X H 0.2376 -0.4417 0.6255 0.053 Uiso 0.50 1 calc PR C 2
C7X C 0.2158(3) -0.2969(12) 0.6919(6) 0.046(3) Uani 0.50 1 d PDU C 2
C8X C 0.2266(4) -0.2272(13) 0.7650(7) 0.055(3) Uani 0.50 1 d PDU C 2
H8X H 0.2053 -0.1741 0.7825 0.066 Uiso 0.50 1 calc PR C 2
C9X C 0.2695(4) -0.2356(15) 0.8136(8) 0.066(4) Uani 0.50 1 d PDU C 2
H9X H 0.2774 -0.1839 0.8627 0.079 Uiso 0.50 1 calc PR C 2
C10X C 0.1695(4) -0.2931(15) 0.6398(9) 0.053(3) Uani 0.50 1 d PDU C 2
H10G H 0.1582 -0.3857 0.6302 0.063 Uiso 0.50 1 calc PR C 2
H10H H 0.1507 -0.2445 0.6703 0.063 Uiso 0.50 1 calc PR C 2
C13X C 0.3798(5) -0.1518(15) 0.7953(10) 0.066(4) Uani 0.50 1 d PDU C 2
H13P H 0.4048 -0.1292 0.7718 0.099 Uiso 0.50 1 calc PR C 2
H13Q H 0.3814 -0.0999 0.8460 0.099 Uiso 0.50 1 calc PR C 2
H13R H 0.3525 -0.1306 0.7553 0.099 Uiso 0.50 1 calc PR C 2
C14X C 0.1829(5) -0.0793(12) 0.5812(8) 0.061(4) Uani 0.50 1 d PDU C 2
H14P H 0.2136 -0.0756 0.6114 0.092 Uiso 0.50 1 calc PR C 2
H14Q H 0.1647 -0.0322 0.6128 0.092 Uiso 0.50 1 calc PR C 2
H14R H 0.1797 -0.0364 0.5272 0.092 Uiso 0.50 1 calc PR C 2
N4C N 0.16737(19) -0.2342(7) 0.5685(4) 0.0712(18) Uani 1 1 d U . .
C11C C 0.1219(2) -0.2219(8) 0.5238(5) 0.063(2) Uani 1 1 d U A .
H11E H 0.1192 -0.1462 0.4845 0.075 Uiso 1 1 calc R . .
H11F H 0.1038 -0.2007 0.5636 0.075 Uiso 1 1 calc R . .
C12C C 0.10407(19) -0.3482(8) 0.4763(4) 0.0541(18) Uani 1 1 d U . .
H12E H 0.1006 -0.4191 0.5160 0.065 Uiso 1 1 calc R A .
H12F H 0.0748 -0.3292 0.4407 0.065 Uiso 1 1 calc R . .
Cl1 Cl 0.10182(4) 0.05812(18) 0.29169(8) 0.0610(5) Uani 0.50 1 d PDU D 1
O11 O 0.08160(13) 0.0017(6) 0.3507(3) 0.1026(17) Uani 0.50 1 d PDU D 1
O12 O 0.1258(4) 0.1749(11) 0.2982(6) 0.139(4) Uani 0.50 1 d PDU D 1
O13 O 0.0641(3) 0.0806(11) 0.2240(5) 0.101(3) Uani 0.50 1 d PDU D 1
O14 O 0.1289(3) -0.0230(11) 0.2524(5) 0.106(3) Uani 0.50 1 d PDU D 1
Cl1' Cl 0.10182(4) 0.05812(18) 0.29169(8) 0.0610(5) Uani 0.50 1 d PDU E 2
O11' O 0.08160(13) 0.0017(6) 0.3507(3) 0.1026(17) Uani 0.50 1 d PDU E 2
O12' O 0.0901(5) 0.1906(9) 0.2849(8) 0.136(5) Uani 0.50 1 d PDU E 2
O13' O 0.0936(4) -0.0327(12) 0.2300(6) 0.133(5) Uani 0.50 1 d PDU E 2
O14' O 0.1449(2) 0.0463(9) 0.3453(8) 0.120(4) Uani 0.50 1 d PDU E 2
Cl2 Cl 0.49049(4) 0.05949(18) 0.89509(8) 0.0573(5) Uani 0.50 1 d PDU F 1
O21 O 0.5009(2) 0.0070(6) 0.8260(3) 0.138(2) Uani 0.50 1 d PDU F 1
O22 O 0.5269(3) 0.0422(12) 0.9617(6) 0.125(4) Uani 0.50 1 d PDU F 1
O23 O 0.4542(3) -0.0009(11) 0.9143(9) 0.140(5) Uani 0.50 1 d PDU F 1
O24 O 0.4845(3) 0.2041(7) 0.8948(6) 0.073(3) Uani 0.50 1 d PDU F 1
Cl2' Cl 0.49049(4) 0.05949(18) 0.89509(8) 0.0573(5) Uani 0.50 1 d PDU G 2
O21' O 0.5009(2) 0.0070(6) 0.8260(3) 0.138(2) Uani 0.50 1 d PDU G 2
O22' O 0.4901(4) -0.0377(10) 0.9554(5) 0.086(3) Uani 0.50 1 d PDU G 2
O23' O 0.4493(3) 0.0928(14) 0.8581(10) 0.174(6) Uani 0.50 1 d PDU G 2
O24' O 0.5189(4) 0.1647(12) 0.9249(10) 0.149(5) Uani 0.50 1 d PDU G 2
C1S C 0.5655(2) -0.3827(7) 0.5406(5) 0.064(2) Uani 1 1 d U . .
H1S1 H 0.5772 -0.3822 0.4909 0.095 Uiso 1 1 calc R . .
H1S2 H 0.5892 -0.3998 0.5892 0.095 Uiso 1 1 calc R . .
H1S3 H 0.5521 -0.2957 0.5465 0.095 Uiso 1 1 calc R . .
C2S C 0.5331(2) -0.4857(9) 0.5335(4) 0.062(2) Uani 1 1 d U . .
N1S N 0.5080(2) -0.5676(8) 0.5241(4) 0.082(2) Uani 1 1 d U . .
C3S C 0.0261(3) -0.3777(8) 0.6460(5) 0.078(3) Uani 1 1 d U . .
H3S1 H 0.0390 -0.2983 0.6769 0.117 Uiso 1 1 calc R . .
H3S2 H 0.0017 -0.4100 0.6680 0.117 Uiso 1 1 calc R . .
H3S3 H 0.0156 -0.3545 0.5875 0.117 Uiso 1 1 calc R . .
C4S C 0.0594(2) -0.4830(8) 0.6542(4) 0.059(2) Uani 1 1 d U . .
N2S N 0.0853(2) -0.5634(8) 0.6563(5) 0.087(2) Uani 1 1 d 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'
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'
Cl Cl 0.1484 0.1585 '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
C1C N1 C1A 112.3(5) . . ?
C1C N1 C1B 111.2(5) . . ?
C1A N1 C1B 112.2(5) . . ?
C2A C1A N1 113.2(6) . . ?
N3A C2A C1A 111.6(6) . . ?
C3A N3A C3Z 82.1(9) . . ?
C3A N3A C2A 115.1(7) . . ?
C3Z N3A C2A 117.0(7) . . ?
C3A N3A C13Z 21.5(7) . . ?
C3Z N3A C13Z 102.0(8) . . ?
C2A N3A C13Z 111.9(7) . . ?
C3A N3A C13A 109.6(9) . . ?
C3Z N3A C13A 28.2(7) . . ?
C2A N3A C13A 98.6(7) . . ?
C13Z N3A C13A 130.1(8) . . ?
N3A C3A C4A 115.8(11) . . ?
C9A C4A C5A 116.4(8) . . ?
C9A C4A C3A 121.8(9) . . ?
C5A C4A C3A 121.0(9) . . ?
C6A C5A C4A 121.7(10) . . ?
C5A C6A C7A 120.7(10) . . ?
C8A C7A C6A 116.8(9) . . ?
C8A C7A C10A 124.4(10) . . ?
C6A C7A C10A 118.6(10) . . ?
C7A C8A C9A 122.9(9) . . ?
C8A C9A C4A 120.3(9) . . ?
N4A C10A C7A 111.2(11) . . ?
N3A C3Z C4Z 119.1(11) . . ?
C9Z C4Z C5Z 117.1(9) . . ?
C9Z C4Z C3Z 124.0(9) . . ?
C5Z C4Z C3Z 118.7(9) . . ?
C6Z C5Z C4Z 121.3(10) . . ?
C5Z C6Z C7Z 120.1(10) . . ?
C8Z C7Z C6Z 119.5(9) . . ?
C8Z C7Z C10Z 123.6(10) . . ?
C6Z C7Z C10Z 116.9(10) . . ?
C7Z C8Z C9Z 120.4(9) . . ?
C4Z C9Z C8Z 121.3(9) . . ?
N4A C10Z C7Z 112.9(13) . . ?
C10Z N4A C10A 83.3(11) . . ?
C10Z N4A C11A 113.8(8) . . ?
C10A N4A C11A 113.4(7) . . ?
C10Z N4A C14Z 109.4(10) . . ?
C10A N4A C14Z 26.1(10) . . ?
C11A N4A C14Z 101.0(7) . . ?
C10Z N4A C14A 24.6(10) . . ?
C10A N4A C14A 107.2(10) . . ?
C11A N4A C14A 108.1(7) . . ?
C14Z N4A C14A 133.1(10) . . ?
N4A C11A C12A 111.3(6) . . ?
N2 C12A C11A 111.7(5) . . ?
C12B N2 C12C 109.8(5) . . ?
C12B N2 C12A 112.8(5) . . ?
C12C N2 C12A 109.1(5) . . ?
N1 C1B C2B 112.7(5) . . ?
N3B C2B C1B 112.6(6) . . ?
C3B N3B C3Y 86.1(9) . . ?
C3B N3B C2B 109.7(7) . . ?
C3Y N3B C2B 117.8(7) . . ?
C3B N3B C13Y 21.9(8) . . ?
C3Y N3B C13Y 105.4(9) . . ?
C2B N3B C13Y 108.2(7) . . ?
C3B N3B C13B 107.1(8) . . ?
C3Y N3B C13B 24.5(7) . . ?
C2B N3B C13B 97.8(7) . . ?
C13Y N3B C13B 128.1(9) . . ?
N3B C3B C4B 109.1(10) . . ?
C9B C4B C5B 117.5(8) . . ?
C9B C4B C3B 117.8(9) . . ?
C5B C4B C3B 124.6(9) . . ?
C4B C5B C6B 120.8(9) . . ?
C5B C6B C7B 121.5(9) . . ?
C8B C7B C6B 117.4(9) . . ?
C8B C7B C10B 120.8(9) . . ?
C6B C7B C10B 121.8(9) . . ?
C9B C8B C7B 120.8(10) . . ?
C4B C9B C8B 121.8(10) . . ?
N4B C10B C7B 121.5(12) . . ?
N3B C3Y C4Y 115.0(10) . . ?
C9Y C4Y C5Y 120.1(9) . . ?
C9Y C4Y C3Y 121.9(10) . . ?
C5Y C4Y C3Y 117.8(10) . . ?
C6Y C5Y C4Y 118.3(9) . . ?
C5Y C6Y C7Y 122.5(9) . . ?
C8Y C7Y C6Y 117.6(9) . . ?
C8Y C7Y C10Y 124.0(10) . . ?
C6Y C7Y C10Y 118.4(10) . . ?
C7Y C8Y C9Y 121.2(11) . . ?
C4Y C9Y C8Y 120.0(11) . . ?
N4B C10Y C7Y 116.8(10) . . ?
C10Y N4B C10B 85.7(10) . . ?
C10Y N4B C11B 114.6(7) . . ?
C10B N4B C11B 122.7(8) . . ?
C10Y N4B C14Y 114.7(9) . . ?
C10B N4B C14Y 29.7(7) . . ?
C11B N4B C14Y 102.2(7) . . ?
C10Y N4B C14B 17.9(9) . . ?
C10B N4B C14B 103.6(9) . . ?
C11B N4B C14B 104.6(6) . . ?
C14Y N4B C14B 132.6(8) . . ?
C12B C11B N4B 112.6(6) . . ?
C11B C12B N2 111.8(6) . . ?
C2C C1C N1 112.3(6) . . ?
C1C C2C N3C 112.6(6) . . ?
C3C N3C C3X 81.0(9) . . ?
C3C N3C C2C 115.3(7) . . ?
C3X N3C C2C 117.2(7) . . ?
C3C N3C C13C 109.6(9) . . ?
C3X N3C C13C 28.6(8) . . ?
C2C N3C C13C 102.9(7) . . ?
C3C N3C C13X 22.0(8) . . ?
C3X N3C C13X 102.9(9) . . ?
C2C N3C C13X 103.6(7) . . ?
C13C N3C C13X 131.5(9) . . ?
N3C C3C C4C 115.4(11) . . ?
C9C C4C C5C 116.9(9) . . ?
C9C C4C C3C 123.4(10) . . ?
C5C C4C C3C 119.7(10) . . ?
C6C C5C C4C 120.8(10) . . ?
C5C C6C C7C 121.7(10) . . ?
C8C C7C C6C 118.5(9) . . ?
C8C C7C C10C 120.7(10) . . ?
C6C C7C C10C 120.5(10) . . ?
C7C C8C C9C 119.2(11) . . ?
C4C C9C C8C 122.7(11) . . ?
N4C C10C C7C 120.3(11) . . ?
N3C C3X C4X 120.1(9) . . ?
C9X C4X C5X 119.4(9) . . ?
C9X C4X C3X 120.7(10) . . ?
C5X C4X C3X 119.7(10) . . ?
C6X C5X C4X 118.0(10) . . ?
C5X C6X C7X 122.4(9) . . ?
C8X C7X C6X 118.9(9) . . ?
C8X C7X C10X 120.0(10) . . ?
C6X C7X C10X 120.4(10) . . ?
C7X C8X C9X 119.0(10) . . ?
C4X C9X C8X 121.7(10) . . ?
N4C C10X C7X 111.7(10) . . ?
C10X N4C C10C 87.0(10) . . ?
C10X N4C C11C 109.8(8) . . ?
C10C N4C C11C 121.4(8) . . ?
C10X N4C C14X 111.0(9) . . ?
C10C N4C C14X 25.9(7) . . ?
C11C N4C C14X 102.5(7) . . ?
C10X N4C C14C 17.2(9) . . ?
C10C N4C C14C 104.0(9) . . ?
C11C N4C C14C 102.1(7) . . ?
C14X N4C C14C 128.3(9) . . ?
N4C C11C C12C 113.2(6) . . ?
N2 C12C C11C 112.0(5) . . ?
O12 Cl1 O11 127.7(5) . . ?
O12 Cl1 O14 98.2(7) . . ?
O11 Cl1 O14 120.2(5) . . ?
O12 Cl1 O13 105.2(6) . . ?
O11 Cl1 O13 100.6(4) . . ?
O14 Cl1 O13 101.4(6) . . ?
O21 Cl2 O23 113.2(5) . . ?
O21 Cl2 O22 107.8(6) . . ?
O23 Cl2 O22 109.0(8) . . ?
O21 Cl2 O24 115.7(5) . . ?
O23 Cl2 O24 108.6(6) . . ?
O22 Cl2 O24 101.8(6) . . ?
N1S C2S C1S 176.6(8) . . ?
N2S C4S C3S 176.2(8) . . ?
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
N1 C1C 1.494(9) . ?
N1 C1A 1.507(8) . ?
N1 C1B 1.523(9) . ?
C1A C2A 1.475(10) . ?
C2A N3A 1.443(8) . ?
N3A C3A 1.238(14) . ?
N3A C3Z 1.381(14) . ?
N3A C13Z 1.627(14) . ?
N3A C13A 1.674(13) . ?
C3A C4A 1.505(11) . ?
C4A C9A 1.385(10) . ?
C4A C5A 1.410(11) . ?
C5A C6A 1.373(11) . ?
C6A C7A 1.395(11) . ?
C7A C8A 1.378(11) . ?
C7A C10A 1.505(12) . ?
C8A C9A 1.380(10) . ?
C10A N4A 1.443(17) . ?
C14A N4A 1.630(17) . ?
C3Z C4Z 1.502(12) . ?
C4Z C9Z 1.376(11) . ?
C4Z C5Z 1.413(11) . ?
C5Z C6Z 1.376(11) . ?
C6Z C7Z 1.385(11) . ?
C7Z C8Z 1.369(11) . ?
C7Z C10Z 1.516(12) . ?
C8Z C9Z 1.397(10) . ?
C10Z N4A 1.328(19) . ?
C14Z N4A 1.622(17) . ?
N4A C11A 1.452(8) . ?
C11A C12A 1.552(9) . ?
C12A N2 1.513(9) . ?
N2 C12B 1.484(9) . ?
N2 C12C 1.509(8) . ?
C1B C2B 1.525(10) . ?
C2B N3B 1.455(8) . ?
N3B C3B 1.321(15) . ?
N3B C3Y 1.402(15) . ?
N3B C13Y 1.547(17) . ?
N3B C13B 1.609(15) . ?
C3B C4B 1.507(12) . ?
C4B C9B 1.381(11) . ?
C4B C5B 1.383(11) . ?
C5B C6B 1.386(10) . ?
C6B C7B 1.389(11) . ?
C7B C8B 1.385(11) . ?
C7B C10B 1.511(12) . ?
C8B C9B 1.384(10) . ?
C10B N4B 1.341(15) . ?
C14B N4B 1.770(15) . ?
C3Y C4Y 1.512(12) . ?
C4Y C9Y 1.371(11) . ?
C4Y C5Y 1.397(11) . ?
C5Y C6Y 1.368(10) . ?
C6Y C7Y 1.400(11) . ?
C7Y C8Y 1.368(11) . ?
C7Y C10Y 1.502(12) . ?
C8Y C9Y 1.388(10) . ?
C10Y N4B 1.297(14) . ?
C14Y N4B 1.591(14) . ?
N4B C11B 1.471(8) . ?
C11B C12B 1.470(10) . ?
C1C C2C 1.458(10) . ?
C2C N3C 1.478(8) . ?
N3C C3C 1.286(16) . ?
N3C C3X 1.346(14) . ?
N3C C13C 1.627(16) . ?
N3C C13X 1.659(16) . ?
C3C C4C 1.506(12) . ?
C4C C9C 1.380(12) . ?
C4C C5C 1.400(11) . ?
C5C C6C 1.361(11) . ?
C6C C7C 1.402(11) . ?
C7C C8C 1.368(11) . ?
C7C C10C 1.519(12) . ?
C8C C9C 1.402(12) . ?
C10C N4C 1.323(15) . ?
C14C N4C 1.764(17) . ?
C3X C4X 1.507(12) . ?
C4X C9X 1.372(12) . ?
C4X C5X 1.412(11) . ?
C5X C6X 1.383(11) . ?
C6X C7X 1.394(11) . ?
C7X C8X 1.375(11) . ?
C7X C10X 1.513(12) . ?
C8X C9X 1.406(11) . ?
C10X N4C 1.312(15) . ?
C14X N4C 1.621(14) . ?
N4C C11C 1.458(8) . ?
C11C C12C 1.525(10) . ?
Cl1 O12 1.379(8) . ?
Cl1 O11 1.404(4) . ?
Cl1 O14 1.436(8) . ?
Cl1 O13 1.451(7) . ?
Cl2 O21 1.369(4) . ?
Cl2 O23 1.390(7) . ?
Cl2 O22 1.407(7) . ?
Cl2 O24 1.457(7) . ?
C1S C2S 1.432(10) . ?
C2S N1S 1.123(9) . ?
C3S C4S 1.467(11) . ?
C4S N2S 1.139(9) . ?
