#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/62/7206279.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_7206279
loop_
_publ_author_name
'Serpell, Christopher J.'
'Thomas, Owen'
'Odell, Barbara'
'Claridge, Timothy D. W.'
'Chall, Ricky'
'Thompson, Amber L.'
'Beer, Paul D.'
_publ_section_title
;
 Dimeric self-association of an isophthalamide macrocycle in solution
 and the solid state
;
_journal_issue                   14
_journal_name_full               CrystEngComm
_journal_page_first              4586
_journal_paper_doi               10.1039/c1ce05271c
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         '2(C36 H46 N2 O9), 0.5(C H2 Cl2)'
_chemical_formula_sum            'C36.5 H47 Cl N2 O9'
_chemical_formula_weight         693.23
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             11-01-20
_audit_creation_method           CRYSTALS_ver_14.07
_cell_angle_alpha                108.7629(4)
_cell_angle_beta                 90.3014(4)
_cell_angle_gamma                102.0591(5)
_cell_formula_units_Z            4
_cell_length_a                   8.84420(10)
_cell_length_b                   18.9677(2)
_cell_length_c                   23.0861(3)
_cell_measurement_reflns_used    15895
_cell_measurement_temperature    150
_cell_measurement_theta_max      27
_cell_measurement_theta_min      5
_cell_volume                     3575.06(7)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.053
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            85693
_diffrn_reflns_theta_full        26.939
_diffrn_reflns_theta_max         27.488
_diffrn_reflns_theta_min         5.116
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.163
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.70
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1476
_exptl_crystal_size_max          0.900
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.100
_refine_diff_density_max         1.49
_refine_diff_density_min         -1.70
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9709
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     884
_refine_ls_number_reflns         13862
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.1256
_refine_ls_R_factor_gt           0.0885
_refine_ls_shift/su_max          0.0002657
_refine_ls_shift/su_mean         0.0000263
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)²]²
Ai are:
57.2 87.7 41.8 9.93
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2828
_refine_ls_wR_factor_gt          0.2320
_refine_ls_wR_factor_ref         0.2828
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              23
_reflns_limit_k_min              -24
_reflns_limit_l_max              29
_reflns_limit_l_min              0
_reflns_number_gt                8889
_reflns_number_total             16246
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.93
_oxford_diffrn_Wilson_scale      5.71
_oxford_refine_ls_r_factor_ref   0.1255
_oxford_refine_ls_scale          0.4489(10)
_oxford_reflns_number_all        13864
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_oxford_structure_analysis_title 023CJS09
_cod_data_source_file            c1ce05271c.txt
_cod_data_source_block           DCM
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C36.50 H47 Cl1 N2 O9'
_cod_database_code               7206279
loop_
_symmetry_equiv_pos_as_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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
C1 C 0.6350(4) 0.55704(19) 0.19686(15) 0.0296 1.0000 Uani . . . . . . .
C2 C 0.6160(4) 0.4857(2) 0.15213(16) 0.0321 1.0000 Uani . . . . . . .
C3 C 0.4898(4) 0.4579(2) 0.10863(17) 0.0381 1.0000 Uani . . . . . . .
C4 C 0.3759(4) 0.4989(2) 0.11018(17) 0.0385 1.0000 Uani . . . . . . .
C5 C 0.3951(4) 0.5702(2) 0.15656(15) 0.0337 1.0000 Uani . . . . . . .
C6 C 0.5232(4) 0.59984(19) 0.19958(15) 0.0290 1.0000 Uani . . . . . . .
C7 C 0.2326(5) 0.4641(3) 0.0637(2) 0.0535 1.0000 Uani . . . . . . .
C8 C 0.1670(6) 0.3806(3) 0.0577(3) 0.0781 1.0000 Uani . . . . . . .
C9 C 0.2803(6) 0.4668(4) 0.0009(2) 0.0714 1.0000 Uani . . . . . . .
C10 C 0.1012(6) 0.5051(3) 0.0829(2) 0.0702 1.0000 Uani . . . . . . .
C11 C 0.5289(4) 0.67457(19) 0.24970(16) 0.0302 1.0000 Uani . . . . . . .
O12 O 0.4242(3) 0.70852(17) 0.25339(15) 0.0561 1.0000 Uani . . . . . . .
N13 N 0.6512(3) 0.70089(17) 0.29095(13) 0.0337 1.0000 Uani . . . . . . .
C14 C 0.6720(4) 0.77127(19) 0.34271(15) 0.0320 1.0000 Uani . . . . . . .
C15 C 0.5995(4) 0.75765(19) 0.39820(15) 0.0329 1.0000 Uani . . . . . . .
O16 O 0.6450(3) 0.82791(13) 0.44729(11) 0.0341 1.0000 Uani . . . . . . .
C17 C 0.6117(4) 0.82762(18) 0.50532(15) 0.0283 1.0000 Uani . . . . . . .
C18 C 0.5107(4) 0.76977(19) 0.51876(16) 0.0329 1.0000 Uani . . . . . . .
C19 C 0.4821(4) 0.77668(19) 0.57930(16) 0.0311 1.0000 Uani . . . . . . .
C20 C 0.5579(4) 0.84040(18) 0.62678(15) 0.0280 1.0000 Uani . . . . . . .
C21 C 0.6599(4) 0.89850(19) 0.61297(16) 0.0315 1.0000 Uani . . . . . . .
C22 C 0.6866(4) 0.89265(18) 0.55344(16) 0.0308 1.0000 Uani . . . . . . .
O23 O 0.5435(3) 0.85098(13) 0.68813(10) 0.0319 1.0000 Uani . . . . . . .
C24 C 0.4201(4) 0.7996(2) 0.70398(16) 0.0353 1.0000 Uani . . . . . . .
C25 C 0.4370(4) 0.8156(2) 0.77157(17) 0.0398 1.0000 Uani . . . . . . .
O26 O 0.5641(3) 0.78633(15) 0.78433(11) 0.0364 1.0000 Uani . . . . . . .
C27 C 0.5769(5) 0.7884(3) 0.84652(16) 0.0453 1.0000 Uani . . . . . . .
C28 C 0.7000(5) 0.7477(2) 0.85488(17) 0.0424 1.0000 Uani . . . . . . .
O29 O 0.6581(4) 0.66745(16) 0.82425(12) 0.0475 1.0000 Uani . . . . . . .
C30 C 0.7012(5) 0.6445(2) 0.76308(16) 0.0366 1.0000 Uani . . . . . . .
C31 C 0.6756(5) 0.5584(2) 0.74026(18) 0.0447 1.0000 Uani . . . . . . .
O32 O 0.7247(3) 0.53685(13) 0.68035(11) 0.0333 1.0000 Uani . . . . . . .
C33 C 0.7146(5) 0.4566(2) 0.65576(17) 0.0415 1.0000 Uani . . . . . . .
C34 C 0.7697(4) 0.4372(2) 0.59216(16) 0.0367 1.0000 Uani . . . . . . .
O35 O 0.6499(3) 0.43809(14) 0.55087(11) 0.0346 1.0000 Uani . . . . . . .
C36 C 0.6820(4) 0.42591(18) 0.49087(15) 0.0291 1.0000 Uani . . . . . . .
C37 C 0.5600(4) 0.42397(18) 0.45111(16) 0.0300 1.0000 Uani . . . . . . .
C38 C 0.5803(4) 0.41394(18) 0.39021(16) 0.0295 1.0000 Uani . . . . . . .
C39 C 0.7225(4) 0.40321(18) 0.36678(16) 0.0307 1.0000 Uani . . . . . . .
C40 C 0.8427(4) 0.40329(19) 0.40555(16) 0.0311 1.0000 Uani . . . . . . .
C41 C 0.8229(4) 0.41520(18) 0.46784(16) 0.0309 1.0000 Uani . . . . . . .
O42 O 0.7292(3) 0.39203(15) 0.30516(11) 0.0365 1.0000 Uani . . . . . . .
C43 C 0.8770(4) 0.3912(2) 0.28024(18) 0.0397 1.0000 Uani . . . . . . .
C44 C 0.8532(5) 0.3784(3) 0.21284(19) 0.0505 1.0000 Uani . . . . . . .
N45 N 0.7781(4) 0.4376(2) 0.20489(16) 0.0498 1.0000 Uani . . . . . . .
C46 C 0.7227(5) 0.4336(2) 0.15119(18) 0.0399 1.0000 Uani . . . . . . .
O47 O 0.7527(5) 0.3889(2) 0.10272(15) 0.0697 1.0000 Uani . . . . . . .
C101 C 0.8619(4) 0.93633(19) 0.79505(15) 0.0303 1.0000 Uani . . . . . . .
C102 C 0.8796(4) 1.00454(19) 0.84278(15) 0.0315 1.0000 Uani . . . . . . .
C103 C 1.0004(4) 1.0254(2) 0.88868(16) 0.0396 1.0000 Uani . . . . . . .
C104 C 1.1052(4) 0.9797(2) 0.88706(16) 0.0411 1.0000 Uani . . . . . . .
C105 C 1.0860(4) 0.9119(2) 0.83747(16) 0.0352 1.0000 Uani . . . . . . .
C106 C 0.9655(4) 0.88934(19) 0.79204(14) 0.0284 1.0000 Uani . . . . . . .
C107 C 1.2452(5) 1.0037(3) 0.9341(2) 0.0599 1.0000 Uani . . . . . . .
C108 C 1.3875(6) 1.0300(4) 0.9036(2) 0.0876 1.0000 Uani . . . . . . .
C109 C 1.2245(6) 1.0648(4) 0.9919(2) 0.0810 1.0000 Uani . . . . . . .
C110 C 1.2647(9) 0.9338(4) 0.9517(3) 0.0991 1.0000 Uani . . . . . . .
C111 C 0.9603(4) 0.81725(18) 0.73943(15) 0.0279 1.0000 Uani . . . . . . .
O112 O 1.0664(3) 0.78355(16) 0.73272(14) 0.0485 1.0000 Uani . . . . . . .
N113 N 0.8364(3) 0.79254(16) 0.69905(13) 0.0310 1.0000 Uani . . . . . . .
C114 C 0.8154(4) 0.72291(18) 0.64624(15) 0.0318 1.0000 Uani . . . . . . .
C115 C 0.8947(4) 0.73820(18) 0.59233(15) 0.0322 1.0000 Uani . . . . . . .
O116 O 0.8518(3) 0.66804(13) 0.54265(11) 0.0348 1.0000 Uani . . . . . . .
C117 C 0.8857(4) 0.66902(18) 0.48501(15) 0.0288 1.0000 Uani . . . . . . .
C118 C 0.9883(4) 0.72716(18) 0.47289(16) 0.0329 1.0000 Uani . . . . . . .
C119 C 1.0166(4) 0.72196(18) 0.41199(16) 0.0313 1.0000 Uani . . . . . . .
C120 C 0.9399(4) 0.65899(17) 0.36409(15) 0.0271 1.0000 Uani . . . . . . .
C121 C 0.8376(4) 0.60014(18) 0.37697(16) 0.0327 1.0000 Uani . . . . . . .
C122 C 0.8114(4) 0.60504(18) 0.43672(16) 0.0314 1.0000 Uani . . . . . . .
O123 O 0.9524(3) 0.65003(13) 0.30313(11) 0.0335 1.0000 Uani . . . . . . .
C124 C 1.0765(4) 0.7020(2) 0.28774(17) 0.0363 1.0000 Uani . . . . . . .
C125 C 1.0581(5) 0.6874(2) 0.22012(17) 0.0411 1.0000 Uani . . . . . . .
O126 O 0.9325(3) 0.71827(15) 0.20855(11) 0.0383 1.0000 Uani . . . . . . .
C127 C 0.9209(5) 0.7197(3) 0.14728(17) 0.0464 1.0000 Uani . . . . . . .
C128 C 0.7962(5) 0.7591(2) 0.13981(18) 0.0467 1.0000 Uani . . . . . . .
O129 O 0.8335(4) 0.83913(17) 0.17168(12) 0.0522 1.0000 Uani . . . . . . .
C130 C 0.7962(5) 0.8600(2) 0.23325(16) 0.0398 1.0000 Uani . . . . . . .
C131 C 0.8218(6) 0.9455(2) 0.25818(18) 0.0468 1.0000 Uani . . . . . . .
O132 O 0.7773(3) 0.96615(13) 0.31896(11) 0.0347 1.0000 Uani . . . . . . .
C133 C 0.7905(5) 1.0463(2) 0.34523(17) 0.0419 1.0000 Uani . . . . . . .
C134 C 0.7360(5) 1.0648(2) 0.40857(17) 0.0383 1.0000 Uani . . . . . . .
O135 O 0.8554(3) 1.06384(14) 0.44968(11) 0.0351 1.0000 Uani . . . . . . .
C136 C 0.8225(4) 1.07530(18) 0.50980(15) 0.0299 1.0000 Uani . . . . . . .
C137 C 0.9439(4) 1.07650(18) 0.54940(16) 0.0311 1.0000 Uani . . . . . . .
C138 C 0.9214(4) 1.08535(18) 0.60981(16) 0.0306 1.0000 Uani . . . . . . .
C139 C 0.7784(4) 1.09538(18) 0.63321(15) 0.0302 1.0000 Uani . . . . . . .
C140 C 0.6591(4) 1.09601(19) 0.59464(16) 0.0311 1.0000 Uani . . . . . . .
C141 C 0.6808(4) 1.08539(19) 0.53244(16) 0.0321 1.0000 Uani . . . . . . .
O142 O 0.7706(3) 1.10422(14) 0.69453(11) 0.0364 1.0000 Uani . . . . . . .
C143 C 0.6243(5) 1.1084(2) 0.71968(18) 0.0412 1.0000 Uani . . . . . . .
C144 C 0.6471(6) 1.1182(2) 0.78658(19) 0.0475 1.0000 Uani . . . . . . .
N145 N 0.7136(4) 1.05597(19) 0.79307(15) 0.0468 1.0000 Uani . . . . . . .
C146 C 0.7842(4) 1.0621(2) 0.84576(17) 0.0376 1.0000 Uani . . . . . . .
O147 O 0.7751(5) 1.1123(2) 0.89358(15) 0.0671 1.0000 Uani . . . . . . .
C301 C 0.6527(6) 0.2657(5) -0.0251(4) 0.1554 0.801(3) Uani D U P . 1 . .
Cl302 Cl 0.6421(5) 0.3014(2) -0.0806(2) 0.1732 0.801(3) Uani D U P . 1 . .
Cl303 Cl 0.4871(6) 0.2419(3) 0.00242(18) 0.1958 0.801(3) Uani D U P . 1 . .
C304 C 0.851(2) 0.2325(17) 0.0362(11) 0.1554 0.199(3) Uani D U P . 2 . .
Cl305 Cl 0.661(2) 0.2196(8) 0.0161(8) 0.1732 0.199(3) Uani D U P . 2 . .
Cl306 Cl 0.887(2) 0.2089(10) 0.0985(7) 0.1958 0.199(3) Uani D U P . 2 . .
H1011 H 0.7791 0.9213 0.7637 0.0367 1.0000 Uiso R . . . . . .
H1031 H 1.0107 1.0734 0.9210 0.0483 1.0000 Uiso R . . . . . .
H1051 H 1.1577 0.8799 0.8357 0.0438 1.0000 Uiso R . . . . . .
H1093 H 1.3095 1.0731 1.0215 0.1410 1.0000 Uiso R . . . . . .
H1092 H 1.2262 1.1116 0.9802 0.1414 1.0000 Uiso R . . . . . .
H1091 H 1.1256 1.0477 1.0081 0.1410 1.0000 Uiso R . . . . . .
H1103 H 1.3478 0.9511 0.9841 0.1563 1.0000 Uiso R . . . . . .
H1102 H 1.1655 0.9158 0.9668 0.1566 1.0000 Uiso R . . . . . .
H1101 H 1.2940 0.8959 0.9151 0.1564 1.0000 Uiso R . . . . . .
H1083 H 1.4777 1.0373 0.9314 0.1280 1.0000 Uiso R . . . . . .
H1082 H 1.3751 1.0797 0.9002 0.1286 1.0000 Uiso R . . . . . .
H1081 H 1.3908 0.9911 0.8648 0.1282 1.0000 Uiso R . . . . . .
H1142 H 0.8583 0.6849 0.6574 0.0397 1.0000 Uiso R . . . . . .
H1141 H 0.7033 0.7033 0.6350 0.0399 1.0000 Uiso R . . . . . .
H1151 H 1.0076 0.7534 0.6009 0.0419 1.0000 Uiso R . . . . . .
H1152 H 0.8561 0.7775 0.5814 0.0418 1.0000 Uiso R . . . . . .
H1181 H 1.0407 0.7708 0.5055 0.0404 1.0000 Uiso R . . . . . .
H1191 H 1.0882 0.7610 0.4029 0.0393 1.0000 Uiso R . . . . . .
H1211 H 0.7871 0.5553 0.3449 0.0390 1.0000 Uiso R . . . . . .
H1221 H 0.7419 0.5652 0.4454 0.0392 1.0000 Uiso R . . . . . .
H1241 H 1.0697 0.7542 0.3107 0.0472 1.0000 Uiso R . . . . . .
H1242 H 1.1745 0.6926 0.2993 0.0475 1.0000 Uiso R . . . . . .
H1251 H 1.1541 0.7128 0.2058 0.0502 1.0000 Uiso R . . . . . .
H1252 H 1.0375 0.6333 0.1974 0.0498 1.0000 Uiso R . . . . . .
H1272 H 1.0215 0.7468 0.1382 0.0596 1.0000 Uiso R . . . . . .
H1271 H 0.8943 0.6655 0.1191 0.0595 1.0000 Uiso R . . . . . .
H1281 H 0.7797 0.7522 0.0961 0.0581 1.0000 Uiso R . . . . . .
H1282 H 0.7000 0.7362 0.1545 0.0579 1.0000 Uiso R . . . . . .
H1301 H 0.8615 0.8431 0.2582 0.0512 1.0000 Uiso R . . . . . .
H1302 H 0.6839 0.8385 0.2347 0.0514 1.0000 Uiso R . . . . . .
H1312 H 0.9322 0.9693 0.2588 0.0595 1.0000 Uiso R . . . . . .
H1311 H 0.7586 0.9636 0.2335 0.0593 1.0000 Uiso R . . . . . .
H1331 H 0.9002 1.0729 0.3475 0.0545 1.0000 Uiso R . . . . . .
H1332 H 0.7277 1.0621 0.3186 0.0544 1.0000 Uiso R . . . . . .
H1341 H 0.7150 1.1155 0.4217 0.0481 1.0000 Uiso R . . . . . .
H1342 H 0.6417 1.0276 0.4089 0.0478 1.0000 Uiso R . . . . . .
H1411 H 0.5974 1.0848 0.5060 0.0390 1.0000 Uiso R . . . . . .
H1401 H 0.5624 1.1036 0.6103 0.0378 1.0000 Uiso R . . . . . .
H1381 H 1.0036 1.0841 0.6361 0.0380 1.0000 Uiso R . . . . . .
H1371 H 1.0413 1.0715 0.5340 0.0370 1.0000 Uiso R . . . . . .
H1431 H 0.5862 1.1511 0.7147 0.0510 1.0000 Uiso R . . . . . .
H1432 H 0.5485 1.0595 0.6980 0.0502 1.0000 Uiso R . . . . . .
H1442 H 0.7151 1.1692 0.8079 0.0606 1.0000 Uiso R . . . . . .
H1441 H 0.5451 1.1166 0.8044 0.0616 1.0000 Uiso R . . . . . .
H11 H 0.7192 0.5761 0.2262 0.0363 1.0000 Uiso R . . . . . .
H51 H 0.3199 0.6010 0.1599 0.0424 1.0000 Uiso R . . . . . .
H31 H 0.4822 0.4092 0.0773 0.0474 1.0000 Uiso R . . . . . .
H91 H 0.1875 0.4422 -0.0277 0.1139 1.0000 Uiso R . . . . . .
H93 H 0.3178 0.5227 0.0060 0.1146 1.0000 Uiso R . . . . . .
H92 H 0.3588 0.4366 -0.0099 0.1138 1.0000 Uiso R . . . . . .
H81 H 0.0722 0.3628 0.0294 0.1320 1.0000 Uiso R . . . . . .
H83 H 0.1439 0.3792 0.1000 0.1326 1.0000 Uiso R . . . . . .
H82 H 0.2489 0.3529 0.0396 0.1325 1.0000 Uiso R . . . . . .
H101 H 0.0140 0.4774 0.0520 0.1119 1.0000 Uiso R . . . . . .
H103 H 0.1415 0.5589 0.0823 0.1121 1.0000 Uiso R . . . . . .
H102 H 0.0776 0.5011 0.1247 0.1122 1.0000 Uiso R . . . . . .
H441 H 0.9537 0.3811 0.1946 0.0695 1.0000 Uiso R . . . . . .
H442 H 0.7844 0.3285 0.1920 0.0684 1.0000 Uiso R . . . . . .
H432 H 0.9485 0.4417 0.3009 0.0487 1.0000 Uiso R . . . . . .
H431 H 0.9201 0.3508 0.2879 0.0490 1.0000 Uiso R . . . . . .
H381 H 0.4973 0.4146 0.3636 0.0357 1.0000 Uiso R . . . . . .
H371 H 0.4629 0.4302 0.4668 0.0359 1.0000 Uiso R . . . . . .
H411 H 0.9067 0.4163 0.4942 0.0382 1.0000 Uiso R . . . . . .
H401 H 0.9389 0.3956 0.3893 0.0389 1.0000 Uiso R . . . . . .
H342 H 0.8640 0.4741 0.5908 0.0471 1.0000 Uiso R . . . . . .
H341 H 0.7922 0.3864 0.5803 0.0478 1.0000 Uiso R . . . . . .
H332 H 0.7815 0.4417 0.6814 0.0522 1.0000 Uiso R . . . . . .
H331 H 0.6072 0.4292 0.6545 0.0523 1.0000 Uiso R . . . . . .
H311 H 0.7372 0.5423 0.7669 0.0572 1.0000 Uiso R . . . . . .
H312 H 0.5651 0.5342 0.7399 0.0573 1.0000 Uiso R . . . . . .
H302 H 0.8122 0.6662 0.7624 0.0492 1.0000 Uiso R . . . . . .
H301 H 0.6368 0.6616 0.7367 0.0487 1.0000 Uiso R . . . . . .
H282 H 0.7150 0.7551 0.8997 0.0542 1.0000 Uiso R . . . . . .
H281 H 0.8009 0.7712 0.8420 0.0541 1.0000 Uiso R . . . . . .
H271 H 0.6058 0.8425 0.8739 0.0560 1.0000 Uiso R . . . . . .
H272 H 0.4756 0.7642 0.8587 0.0566 1.0000 Uiso R . . . . . .
H252 H 0.4563 0.8699 0.7930 0.0512 1.0000 Uiso R . . . . . .
H251 H 0.3420 0.7896 0.7841 0.0514 1.0000 Uiso R . . . . . .
H242 H 0.3205 0.8083 0.6926 0.0474 1.0000 Uiso R . . . . . .
H241 H 0.4267 0.7465 0.6834 0.0470 1.0000 Uiso R . . . . . .
H211 H 0.7106 0.9422 0.6456 0.0382 1.0000 Uiso R . . . . . .
H221 H 0.7547 0.9319 0.5443 0.0392 1.0000 Uiso R . . . . . .
H181 H 0.4591 0.7260 0.4871 0.0409 1.0000 Uiso R . . . . . .
H191 H 0.4103 0.7372 0.5876 0.0394 1.0000 Uiso R . . . . . .
H152 H 0.4866 0.7422 0.3909 0.0409 1.0000 Uiso R . . . . . .
H151 H 0.6391 0.7189 0.4074 0.0412 1.0000 Uiso R . . . . . .
H141 H 0.7844 0.7929 0.3540 0.0410 1.0000 Uiso R . . . . . .
H142 H 0.6260 0.8081 0.3315 0.0410 1.0000 Uiso R . . . . . .
H131 H 0.7305 0.6790 0.2840 0.0435 1.0000 Uiso R . . . . . .
H1131 H 0.7548 0.8126 0.7087 0.0410 1.0000 Uiso R . . . . . .
H451 H 0.7722 0.4755 0.2361 0.0658 1.0000 Uiso R . . . . . .
H1451 H 0.7060 1.0154 0.7626 0.0588 1.0000 Uiso R . . . . . .
H3011 H 0.7201 0.3026 0.0078 0.2177 0.801(3) Uiso R . P . 1 . .
H3012 H 0.6941 0.2214 -0.0401 0.2177 0.801(3) Uiso R . P . 1 . .
H3042 H 0.9043 0.2837 0.0429 0.2177 0.199(3) Uiso R . P . 2 . .
H3041 H 0.8874 0.1994 0.0017 0.2177 0.199(3) Uiso R . P . 2 . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C6 . 119.6(3) yes
C2 . C1 . H11 . 121.2 no
C6 . C1 . H11 . 119.1 no
C1 . C2 . C3 . 120.6(3) yes
C1 . C2 . C46 . 121.9(3) yes
C3 . C2 . C46 . 117.3(3) yes
C2 . C3 . C4 . 121.2(3) yes
C2 . C3 . H31 . 118.6 no
C4 . C3 . H31 . 120.2 no
C3 . C4 . C5 . 117.4(3) yes
C3 . C4 . C7 . 119.8(3) yes
C5 . C4 . C7 . 122.8(3) yes
C4 . C5 . C6 . 122.2(3) yes
C4 . C5 . H51 . 121.0 no
C6 . C5 . H51 . 116.8 no
C5 . C6 . C1 . 119.0(3) yes
C5 . C6 . C11 . 118.2(3) yes
C1 . C6 . C11 . 122.7(3) yes
C4 . C7 . C8 . 111.1(4) yes
C4 . C7 . C9 . 108.9(4) yes
C8 . C7 . C9 . 108.0(4) yes
C4 . C7 . C10 . 112.2(3) yes
C8 . C7 . C10 . 106.2(4) yes
C9 . C7 . C10 . 110.2(4) yes
C7 . C8 . H81 . 107.0 no
C7 . C8 . H83 . 107.2 no
H81 . C8 . H83 . 112.0 no
C7 . C8 . H82 . 105.5 no
H81 . C8 . H82 . 111.0 no
H83 . C8 . H82 . 113.6 no
C7 . C9 . H91 . 106.5 no
C7 . C9 . H93 . 106.0 no
H91 . C9 . H93 . 112.9 no
C7 . C9 . H92 . 106.1 no
H91 . C9 . H92 . 109.9 no
H93 . C9 . H92 . 114.8 no
C7 . C10 . H101 . 106.3 no
C7 . C10 . H103 . 105.9 no
H101 . C10 . H103 . 111.4 no
C7 . C10 . H102 . 105.2 no
H101 . C10 . H102 . 112.2 no
H103 . C10 . H102 . 115.1 no
C6 . C11 . O12 . 121.4(3) yes
C6 . C11 . N13 . 117.0(3) yes
O12 . C11 . N13 . 121.6(3) yes
C11 . N13 . C14 . 123.6(3) yes
C11 . N13 . H131 . 119.1 no
C14 . N13 . H131 . 116.6 no
N13 . C14 . C15 . 111.7(3) yes
N13 . C14 . H141 . 109.2 no
C15 . C14 . H141 . 107.7 no
N13 . C14 . H142 . 109.8 no
C15 . C14 . H142 . 109.3 no
H141 . C14 . H142 . 109.2 no
C14 . C15 . O16 . 106.1(3) yes
C14 . C15 . H152 . 110.7 no
O16 . C15 . H152 . 110.9 no
C14 . C15 . H151 . 109.3 no
O16 . C15 . H151 . 109.8 no
H152 . C15 . H151 . 110.0 no
C15 . O16 . C17 . 117.5(3) yes
O16 . C17 . C18 . 125.2(3) yes
O16 . C17 . C22 . 115.5(3) yes
C18 . C17 . C22 . 119.2(3) yes
C17 . C18 . C19 . 120.3(3) yes
C17 . C18 . H181 . 120.3 no
C19 . C18 . H181 . 119.4 no
C18 . C19 . C20 . 120.4(3) yes
C18 . C19 . H191 . 119.1 no
C20 . C19 . H191 . 120.5 no
C19 . C20 . C21 . 119.0(3) yes
C19 . C20 . O23 . 124.9(3) yes
C21 . C20 . O23 . 116.0(3) yes
C20 . C21 . C22 . 120.8(3) yes
C20 . C21 . H211 . 118.7 no
C22 . C21 . H211 . 120.4 no
C17 . C22 . C21 . 120.2(3) yes
C17 . C22 . H221 . 119.2 no
C21 . C22 . H221 . 120.6 no
C20 . O23 . C24 . 117.4(3) yes
O23 . C24 . C25 . 108.4(3) yes
O23 . C24 . H242 . 109.2 no
C25 . C24 . H242 . 109.6 no
O23 . C24 . H241 . 110.5 no
C25 . C24 . H241 . 108.3 no
H242 . C24 . H241 . 110.9 no
C24 . C25 . O26 . 107.7(3) yes
C24 . C25 . H252 . 110.3 no
O26 . C25 . H252 . 109.9 no
C24 . C25 . H251 . 108.8 no
O26 . C25 . H251 . 109.8 no
H252 . C25 . H251 . 110.2 no
C25 . O26 . C27 . 112.5(3) yes
O26 . C27 . C28 . 109.7(3) yes
O26 . C27 . H271 . 109.2 no
C28 . C27 . H271 . 109.3 no
O26 . C27 . H272 . 111.2 no
C28 . C27 . H272 . 109.7 no
H271 . C27 . H272 . 107.7 no
C27 . C28 . O29 . 113.3(3) yes
C27 . C28 . H282 . 108.1 no
O29 . C28 . H282 . 106.3 no
C27 . C28 . H281 . 109.8 no
O29 . C28 . H281 . 111.6 no
H282 . C28 . H281 . 107.6 no
C28 . O29 . C30 . 113.9(3) yes
O29 . C30 . C31 . 108.0(3) yes
O29 . C30 . H302 . 109.5 no
C31 . C30 . H302 . 108.3 no
O29 . C30 . H301 . 109.9 no
C31 . C30 . H301 . 110.4 no
H302 . C30 . H301 . 110.7 no
C30 . C31 . O32 . 107.3(3) yes
C30 . C31 . H311 . 109.7 no
O32 . C31 . H311 . 109.8 no
C30 . C31 . H312 . 111.1 no
O32 . C31 . H312 . 110.1 no
H311 . C31 . H312 . 109.0 no
C31 . O32 . C33 . 111.9(3) yes
O32 . C33 . C34 . 109.4(3) yes
O32 . C33 . H332 . 109.5 no
C34 . C33 . H332 . 108.4 no
O32 . C33 . H331 . 109.6 no
C34 . C33 . H331 . 110.1 no
H332 . C33 . H331 . 109.8 no
C33 . C34 . O35 . 108.5(3) yes
C33 . C34 . H342 . 110.7 no
O35 . C34 . H342 . 109.7 no
C33 . C34 . H341 . 109.2 no
O35 . C34 . H341 . 109.9 no
H342 . C34 . H341 . 108.8 no
C34 . O35 . C36 . 117.2(3) yes
O35 . C36 . C37 . 115.7(3) yes
O35 . C36 . C41 . 125.0(3) yes
C37 . C36 . C41 . 119.3(3) yes
C36 . C37 . C38 . 120.7(3) yes
C36 . C37 . H371 . 119.1 no
C38 . C37 . H371 . 120.2 no
C37 . C38 . C39 . 120.2(3) yes
C37 . C38 . H381 . 120.2 no
C39 . C38 . H381 . 119.6 no
C38 . C39 . C40 . 119.4(3) yes
C38 . C39 . O42 . 115.5(3) yes
C40 . C39 . O42 . 125.1(3) yes
C39 . C40 . C41 . 120.3(3) yes
C39 . C40 . H401 . 119.1 no
C41 . C40 . H401 . 120.6 no
C40 . C41 . C36 . 120.1(3) yes
C40 . C41 . H411 . 119.6 no
C36 . C41 . H411 . 120.3 no
C39 . O42 . C43 . 118.0(3) yes
O42 . C43 . C44 . 107.5(3) yes
O42 . C43 . H432 . 108.6 no
C44 . C43 . H432 . 110.0 no
O42 . C43 . H431 . 109.8 no
C44 . C43 . H431 . 111.8 no
H432 . C43 . H431 . 109.0 no
C43 . C44 . N45 . 108.7(3) yes
C43 . C44 . H441 . 109.8 no
N45 . C44 . H441 . 110.2 no
C43 . C44 . H442 . 110.6 no
N45 . C44 . H442 . 107.8 no
H441 . C44 . H442 . 109.7 no
C44 . N45 . C46 . 121.7(3) yes
C44 . N45 . H451 . 118.9 no
C46 . N45 . H451 . 119.5 no
C2 . C46 . N45 . 115.3(3) yes
C2 . C46 . O47 . 121.9(4) yes
N45 . C46 . O47 . 122.8(4) yes
C102 . C101 . C106 . 120.1(3) yes
C102 . C101 . H1011 . 120.3 no
C106 . C101 . H1011 . 119.6 no
C101 . C102 . C103 . 119.7(3) yes
C101 . C102 . C146 . 123.3(3) yes
C103 . C102 . C146 . 116.8(3) yes
C102 . C103 . C104 . 121.6(3) yes
C102 . C103 . H1031 . 117.9 no
C104 . C103 . H1031 . 120.5 no
C103 . C104 . C105 . 117.3(3) yes
C103 . C104 . C107 . 122.7(4) yes
C105 . C104 . C107 . 119.8(4) yes
C104 . C105 . C106 . 122.1(3) yes
C104 . C105 . H1051 . 118.2 no
C106 . C105 . H1051 . 119.7 no
C101 . C106 . C105 . 119.2(3) yes
C101 . C106 . C111 . 123.1(3) yes
C105 . C106 . C111 . 117.6(3) yes
C104 . C107 . C108 . 107.5(4) yes
C104 . C107 . C109 . 112.0(4) yes
C108 . C107 . C109 . 111.6(5) yes
C104 . C107 . C110 . 109.1(4) yes
C108 . C107 . C110 . 109.1(5) yes
C109 . C107 . C110 . 107.5(5) yes
C107 . C108 . H1083 . 106.8 no
C107 . C108 . H1082 . 104.4 no
H1083 . C108 . H1082 . 111.1 no
C107 . C108 . H1081 . 108.8 no
H1083 . C108 . H1081 . 110.8 no
H1082 . C108 . H1081 . 114.4 no
C107 . C109 . H1093 . 108.3 no
C107 . C109 . H1092 . 105.9 no
H1093 . C109 . H1092 . 111.3 no
C107 . C109 . H1091 . 109.3 no
H1093 . C109 . H1091 . 109.7 no
H1092 . C109 . H1091 . 112.3 no
C107 . C110 . H1103 . 107.8 no
C107 . C110 . H1102 . 105.5 no
H1103 . C110 . H1102 . 110.7 no
C107 . C110 . H1101 . 108.3 no
H1103 . C110 . H1101 . 109.5 no
H1102 . C110 . H1101 . 114.7 no
C106 . C111 . O112 . 121.8(3) yes
C106 . C111 . N113 . 116.9(3) yes
O112 . C111 . N113 . 121.3(3) yes
C111 . N113 . C114 . 122.7(3) yes
C111 . N113 . H1131 . 118.8 no
C114 . N113 . H1131 . 117.1 no
N113 . C114 . C115 . 111.2(3) yes
N113 . C114 . H1142 . 109.3 no
C115 . C114 . H1142 . 109.4 no
N113 . C114 . H1141 . 107.9 no
C115 . C114 . H1141 . 109.5 no
H1142 . C114 . H1141 . 109.4 no
C114 . C115 . O116 . 105.3(3) yes
C114 . C115 . H1151 . 111.3 no
O116 . C115 . H1151 . 110.6 no
C114 . C115 . H1152 . 110.6 no
O116 . C115 . H1152 . 108.6 no
H1151 . C115 . H1152 . 110.2 no
C115 . O116 . C117 . 117.7(3) yes
O116 . C117 . C118 . 124.6(3) yes
O116 . C117 . C122 . 115.7(3) yes
C118 . C117 . C122 . 119.7(3) yes
C117 . C118 . C119 . 120.0(3) yes
C117 . C118 . H1181 . 120.4 no
C119 . C118 . H1181 . 119.6 no
C118 . C119 . C120 . 120.0(3) yes
C118 . C119 . H1191 . 121.1 no
C120 . C119 . H1191 . 118.8 no
C119 . C120 . C121 . 119.4(3) yes
C119 . C120 . O123 . 124.8(3) yes
C121 . C120 . O123 . 115.8(3) yes
C120 . C121 . C122 . 120.4(3) yes
C120 . C121 . H1211 . 120.9 no
C122 . C121 . H1211 . 118.7 no
C117 . C122 . C121 . 120.4(3) yes
C117 . C122 . H1221 . 119.2 no
C121 . C122 . H1221 . 120.4 no
C120 . O123 . C124 . 117.3(3) yes
O123 . C124 . C125 . 108.2(3) yes
O123 . C124 . H1241 . 108.6 no
C125 . C124 . H1241 . 110.7 no
O123 . C124 . H1242 . 108.2 no
C125 . C124 . H1242 . 111.0 no
H1241 . C124 . H1242 . 110.0 no
C124 . C125 . O126 . 107.9(3) yes
C124 . C125 . H1251 . 110.8 no
O126 . C125 . H1251 . 109.1 no
C124 . C125 . H1252 . 111.1 no
O126 . C125 . H1252 . 109.9 no
H1251 . C125 . H1252 . 108.1 no
C125 . O126 . C127 . 112.9(3) yes
O126 . C127 . C128 . 110.1(3) yes
O126 . C127 . H1272 . 109.3 no
C128 . C127 . H1272 . 109.8 no
O126 . C127 . H1271 . 107.7 no
C128 . C127 . H1271 . 109.6 no
H1272 . C127 . H1271 . 110.3 no
C127 . C128 . O129 . 113.7(3) yes
C127 . C128 . H1281 . 108.3 no
O129 . C128 . H1281 . 107.0 no
C127 . C128 . H1282 . 109.1 no
O129 . C128 . H1282 . 108.8 no
H1281 . C128 . H1282 . 109.9 no
C128 . O129 . C130 . 114.4(3) yes
O129 . C130 . C131 . 108.2(3) yes
O129 . C130 . H1301 . 111.4 no
C131 . C130 . H1301 . 109.1 no
O129 . C130 . H1302 . 109.0 no
C131 . C130 . H1302 . 107.5 no
H1301 . C130 . H1302 . 111.6 no
C130 . C131 . O132 . 108.2(3) yes
C130 . C131 . H1312 . 110.3 no
O132 . C131 . H1312 . 108.6 no
C130 . C131 . H1311 . 110.4 no
O132 . C131 . H1311 . 109.0 no
H1312 . C131 . H1311 . 110.2 no
C131 . O132 . C133 . 112.0(3) yes
O132 . C133 . C134 . 109.9(3) yes
O132 . C133 . H1331 . 109.3 no
C134 . C133 . H1331 . 109.2 no
O132 . C133 . H1332 . 108.0 no
C134 . C133 . H1332 . 110.9 no
H1331 . C133 . H1332 . 109.5 no
C133 . C134 . O135 . 108.9(3) yes
C133 . C134 . H1341 . 109.9 no
O135 . C134 . H1341 . 108.2 no
C133 . C134 . H1342 . 109.8 no
O135 . C134 . H1342 . 110.6 no
H1341 . C134 . H1342 . 109.3 no
C134 . O135 . C136 . 117.1(3) yes
O135 . C136 . C137 . 115.7(3) yes
O135 . C136 . C141 . 124.7(3) yes
C137 . C136 . C141 . 119.6(3) yes
C136 . C137 . C138 . 120.1(3) yes
C136 . C137 . H1371 . 119.1 no
C138 . C137 . H1371 . 120.7 no
C137 . C138 . C139 . 120.8(3) yes
C137 . C138 . H1381 . 119.6 no
C139 . C138 . H1381 . 119.6 no
C138 . C139 . C140 . 119.4(3) yes
C138 . C139 . O142 . 115.3(3) yes
C140 . C139 . O142 . 125.3(3) yes
C139 . C140 . C141 . 120.0(3) yes
C139 . C140 . H1401 . 119.8 no
C141 . C140 . H1401 . 120.2 no
C140 . C141 . C136 . 120.1(3) yes
C140 . C141 . H1411 . 119.5 no
C136 . C141 . H1411 . 120.4 no
C139 . O142 . C143 . 117.7(3) yes
O142 . C143 . C144 . 107.2(3) yes
O142 . C143 . H1431 . 111.5 no
C144 . C143 . H1431 . 110.2 no
O142 . C143 . H1432 . 108.3 no
C144 . C143 . H1432 . 110.2 no
H1431 . C143 . H1432 . 109.4 no
C143 . C144 . N145 . 109.3(3) yes
C143 . C144 . H1442 . 108.8 no
N145 . C144 . H1442 . 111.9 no
C143 . C144 . H1441 . 108.9 no
N145 . C144 . H1441 . 109.8 no
H1442 . C144 . H1441 . 108.1 no
C144 . N145 . C146 . 121.0(3) yes
C144 . N145 . H1451 . 119.5 no
C146 . N145 . H1451 . 119.6 no
C102 . C146 . N145 . 115.7(3) yes
C102 . C146 . O147 . 121.9(4) yes
N145 . C146 . O147 . 122.4(4) yes
Cl302 . C301 . Cl303 . 114.599(10) yes
Cl302 . C301 . H3011 . 108.6 no
Cl303 . C301 . H3011 . 107.4 no
Cl302 . C301 . H3012 . 108.5 no
Cl303 . C301 . H3012 . 108.1 no
H3011 . C301 . H3012 . 109.5 no
Cl305 . C304 . Cl306 . 114.600(10) yes
Cl305 . C304 . H3042 . 111.2 no
Cl306 . C304 . H3042 . 108.7 no
Cl305 . C304 . H3041 . 104.0 no
Cl306 . C304 . H3041 . 108.6 no
H3042 . C304 . H3041 . 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.389(5) yes
C1 . C6 . 1.394(5) yes
C1 . H11 . 0.931 no
C2 . C3 . 1.391(5) yes
C2 . C46 . 1.499(5) yes
C3 . C4 . 1.389(5) yes
C3 . H31 . 0.961 no
C4 . C5 . 1.405(5) yes
C4 . C7 . 1.541(5) yes
C5 . C6 . 1.396(5) yes
C5 . H51 . 0.963 no
C6 . C11 . 1.505(5) yes
C7 . C8 . 1.529(7) yes
C7 . C9 . 1.525(7) yes
C7 . C10 . 1.521(7) yes
C8 . H81 . 0.989 no
C8 . H83 . 1.006 no
C8 . H82 . 0.998 no
C9 . H91 . 0.981 no
C9 . H93 . 1.009 no
C9 . H92 . 0.974 no
C10 . H101 . 0.982 no
C10 . H103 . 1.013 no
C10 . H102 . 1.011 no
C11 . O12 . 1.222(4) yes
C11 . N13 . 1.336(4) yes
N13 . C14 . 1.454(4) yes
N13 . H131 . 0.876 no
C14 . C15 . 1.507(5) yes
C14 . H141 . 0.991 no
C14 . H142 . 0.977 no
C15 . O16 . 1.422(4) yes
C15 . H152 . 0.977 no
C15 . H151 . 0.957 no
O16 . C17 . 1.375(4) yes
C17 . C18 . 1.382(5) yes
C17 . C22 . 1.401(4) yes
C18 . C19 . 1.391(5) yes
C18 . H181 . 0.938 no
C19 . C20 . 1.383(5) yes
C19 . H191 . 0.946 no
C20 . C21 . 1.394(5) yes
C20 . O23 . 1.375(4) yes
C21 . C22 . 1.368(5) yes
C21 . H211 . 0.946 no
C22 . H221 . 0.936 no
O23 . C24 . 1.436(4) yes
C24 . C25 . 1.491(5) yes
C24 . H242 . 0.979 no
C24 . H241 . 0.980 no
C25 . O26 . 1.421(4) yes
C25 . H252 . 0.966 no
C25 . H251 . 0.976 no
O26 . C27 . 1.427(4) yes
C27 . C28 . 1.505(6) yes
C27 . H271 . 0.994 no
C27 . H272 . 1.002 no
C28 . O29 . 1.422(5) yes
C28 . H282 . 1.003 no
C28 . H281 . 1.003 no
O29 . C30 . 1.417(4) yes
C30 . C31 . 1.511(5) yes
C30 . H302 . 0.984 no
C30 . H301 . 1.001 no
C31 . O32 . 1.409(4) yes
C31 . H311 . 0.979 no
C31 . H312 . 0.988 no
O32 . C33 . 1.426(4) yes
C33 . C34 . 1.505(5) yes
C33 . H332 . 0.977 no
C33 . H331 . 0.979 no
C34 . O35 . 1.428(4) yes
C34 . H342 . 0.979 no
C34 . H341 . 0.976 no
O35 . C36 . 1.370(4) yes
C36 . C37 . 1.399(5) yes
C36 . C41 . 1.386(5) yes
C37 . C38 . 1.375(5) yes
C37 . H371 . 0.949 no
C38 . C39 . 1.400(5) yes
C38 . H381 . 0.960 no
C39 . C40 . 1.386(5) yes
C39 . O42 . 1.373(4) yes
C40 . C41 . 1.400(5) yes
C40 . H401 . 0.952 no
C41 . H411 . 0.949 no
O42 . C43 . 1.431(4) yes
C43 . C44 . 1.502(5) yes
C43 . H432 . 0.997 no
C43 . H431 . 0.986 no
C44 . N45 . 1.477(5) yes
C44 . H441 . 0.984 no
C44 . H442 . 0.980 no
N45 . C46 . 1.304(5) yes
N45 . H451 . 0.850 no
C46 . O47 . 1.236(5) yes
C101 . C102 . 1.382(5) yes
C101 . C106 . 1.393(5) yes
C101 . H1011 . 0.957 no
C102 . C103 . 1.400(5) yes
C102 . C146 . 1.500(5) yes
C103 . C104 . 1.389(6) yes
C103 . H1031 . 0.959 no
C104 . C105 . 1.397(5) yes
C104 . C107 . 1.533(5) yes
C105 . C106 . 1.389(5) yes
C105 . H1051 . 0.958 no
C106 . C111 . 1.501(4) yes
C107 . C108 . 1.517(7) yes
C107 . C109 . 1.502(7) yes
C107 . C110 . 1.549(8) yes
C108 . H1083 . 0.979 no
C108 . H1082 . 0.998 no
C108 . H1081 . 0.966 no
C109 . H1093 . 0.965 no
C109 . H1092 . 1.005 no
C109 . H1091 . 0.986 no
C110 . H1103 . 0.971 no
C110 . H1102 . 0.981 no
C110 . H1101 . 0.994 no
C111 . O112 . 1.225(4) yes
C111 . N113 . 1.336(4) yes
N113 . C114 . 1.457(4) yes
N113 . H1131 . 0.881 no
C114 . C115 . 1.511(5) yes
C114 . H1142 . 0.982 no
C114 . H1141 . 0.985 no
C115 . O116 . 1.426(4) yes
C115 . H1151 . 0.980 no
C115 . H1152 . 0.981 no
O116 . C117 . 1.371(4) yes
C117 . C118 . 1.379(5) yes
C117 . C122 . 1.391(4) yes
C118 . C119 . 1.405(5) yes
C118 . H1181 . 0.950 no
C119 . C120 . 1.383(4) yes
C119 . H1191 . 0.949 no
C120 . C121 . 1.396(5) yes
C120 . O123 . 1.370(4) yes
C121 . C122 . 1.377(5) yes
C121 . H1211 . 0.951 no
C122 . H1221 . 0.946 no
O123 . C124 . 1.442(4) yes
C124 . C125 . 1.497(5) yes
C124 . H1241 . 0.976 no
C124 . H1242 . 0.973 no
C125 . O126 . 1.420(4) yes
C125 . H1251 . 0.998 no
C125 . H1252 . 0.967 no
O126 . C127 . 1.427(4) yes
C127 . C128 . 1.494(6) yes
C127 . H1272 . 0.990 no
C127 . H1271 . 1.000 no
C128 . O129 . 1.422(5) yes
C128 . H1281 . 0.981 no
C128 . H1282 . 0.986 no
O129 . C130 . 1.408(4) yes
C130 . C131 . 1.503(5) yes
C130 . H1301 . 0.980 no
C130 . H1302 . 0.997 no
C131 . O132 . 1.412(4) yes
C131 . H1312 . 0.984 no
C131 . H1311 . 0.979 no
O132 . C133 . 1.423(4) yes
C133 . C134 . 1.497(5) yes
C133 . H1331 . 0.988 no
C133 . H1332 . 0.980 no
C134 . O135 . 1.423(4) yes
C134 . H1341 . 0.970 no
C134 . H1342 . 0.975 no
O135 . C136 . 1.377(4) yes
C136 . C137 . 1.398(5) yes
C136 . C141 . 1.387(5) yes
C137 . C138 . 1.371(5) yes
C137 . H1371 . 0.944 no
C138 . C139 . 1.403(5) yes
C138 . H1381 . 0.953 no
C139 . C140 . 1.382(5) yes
C139 . O142 . 1.375(4) yes
C140 . C141 . 1.404(5) yes
C140 . H1401 . 0.951 no
C141 . H1411 . 0.951 no
O142 . C143 . 1.428(4) yes
C143 . C144 . 1.502(5) yes
C143 . H1431 . 0.976 no
C143 . H1432 . 0.999 no
C144 . N145 . 1.471(5) yes
C144 . H1442 . 0.994 no
C144 . H1441 . 0.992 no
N145 . C146 . 1.324(5) yes
N145 . H1451 . 0.850 no
C146 . O147 . 1.220(5) yes
C301 . Cl302 . 1.642(7) yes
C301 . Cl303 . 1.634(7) yes
C301 . H3011 . 0.950 no
C301 . H3012 . 0.950 no
C304 . Cl305 . 1.686(10) yes
C304 . Cl306 . 1.686(10) yes
C304 . H3042 . 0.950 no
C304 . H3041 . 0.950 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C101 . H1011 . O23 . 166 0.96 2.54 3.478(6) yes
C124 . H1242 . O12 1_655 129 0.97 2.46 3.167(6) yes
C143 . H1431 . O12 2_676 153 0.98 2.55 3.444(6) yes
C1 . H11 . O123 . 170 0.93 2.56 3.477(6) yes
C43 . H431 . O112 2_766 153 0.99 2.47 3.374(6) yes
C24 . H242 . O112 1_455 131 0.98 2.45 3.174(6) yes
N13 . H131 . O123 . 159 0.88 2.22 3.057(6) yes
N113 . H1131 . O23 . 155 0.88 2.24 3.061(6) yes
N113 . H1131 . O26 . 126 0.88 2.53 3.126(6) yes
C301 . H3011 . O47 . 149 0.95 2.25 3.102(6) yes
C301 . H3012 . O147 1_544 163 0.95 2.39 3.313(6) yes
C304 . H3042 . C8 1_655 148 0.95 2.59 3.430(6) yes
C304 . H3041 . O147 1_544 136 0.95 2.56 3.317(6) yes
