#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/52/4025286.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_4025286
loop_
_publ_author_name
'Pascal Dimitrov Raytchev'
'Olivier Perraud'
'Christophe Aronica'
'Alexandre Martinez'
'Jean-Pierre Dutasta'
_publ_contact_author_address
; Ecole Normale Supérieure de Lyon,
Laboratoire de Chimie,
46 allée d'Italie
69364 Lyon Cedex 07
France
;
_publ_contact_author_email       christophe.aronica@ens-lyon.fr
_publ_contact_author_fax         +0033472728860
_publ_contact_author_name        'Christophe Aronica'
_publ_contact_author_phone       +0033472728864
_publ_section_title
;
 A New Class of C3-Symmetrical Hemicryptophane Hosts: Triamide- and
 Tren-hemicryptophanes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2099
_journal_page_last               2102
_journal_paper_doi               10.1021/jo100052r
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C58 H59 Cl2 N4 O12'
_chemical_formula_sum            'C58 H59 Cl2 N4 O12'
_chemical_formula_weight         1075.03
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             08-12-19
_audit_creation_method           CRYSTALS_ver_12.85
_cell_angle_alpha                90
_cell_angle_beta                 95.320(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.997(5)
_cell_length_b                   18.282(5)
_cell_length_c                   28.996(5)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    293
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     5804(3)
_computing_cell_refinement       'USER DEFINED CELL REFINEMENT'
_computing_data_collection       'USER DEFINED DATA COLLECTION'
_computing_data_reduction        'USER DEFINED DATA REDUCTION'
_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    'SHELXS 86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_device       Unknown
_diffrn_measurement_device_type  Serial
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            7620
_diffrn_reflns_theta_full        17.095
_diffrn_reflns_theta_max         22.794
_diffrn_reflns_theta_min         1.797
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2260
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.55
_refine_diff_density_min         -0.51
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0190
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     685
_refine_ls_number_reflns         3218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2179
_refine_ls_R_factor_gt           0.1359
_refine_ls_shift/su_max          0.000035
_refine_ls_structure_factor_coef F
_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: 
 4.15 2.01 2.79 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2289
_refine_ls_wR_factor_gt          0.1439
_refine_ls_wR_factor_ref         0.1439
_reflns_limit_h_max              10
_reflns_limit_h_min              -11
_reflns_limit_k_max              19
_reflns_limit_k_min              0
_reflns_limit_l_max              31
_reflns_limit_l_min              0
_reflns_number_gt                3218
_reflns_number_total             7376
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_r_factor_ref   0.1359
_oxford_refine_ls_scale          0.519(3)
_oxford_reflns_number_all        7332
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_oxford_structure_analysis_title 'import in P 21/n'
_cod_data_source_file            jo100052r_si_003.cif
_cod_data_source_block           amide
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'P 1 21/n 1 '
_cod_database_code               4025286
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,-z+1/2
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_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
C2 C -0.0266(11) -0.0271(6) 0.1283(4) 0.0691 1.0000 Uani . . . . . . .
C3 C -0.0119(11) -0.0100(6) 0.0822(4) 0.0677 1.0000 Uani . . . . . . .
O4 O -0.1108(7) 0.0222(5) 0.0549(2) 0.0787 1.0000 Uani . . . . . . .
C5 C -0.1243(12) 0.0966(7) 0.0624(4) 0.0900 1.0000 Uani . . . . . . .
C7 C 0.0917(12) -0.0256(6) 0.0640(4) 0.0730 1.0000 Uani . . . . . . .
C8 C 0.1946(11) -0.0556(6) 0.0882(4) 0.0716 1.0000 Uani . . . . . . .
C9 C 0.3097(10) -0.0696(6) 0.0648(4) 0.0708 1.0000 Uani . . . . . . .
C10 C 0.3841(10) -0.0021(6) 0.0595(4) 0.0669 1.0000 Uani . . . . . . .
C11 C 0.3584(9) 0.0369(6) 0.0184(4) 0.0720 1.0000 Uani . . . . . . .
C12 C 0.4211(11) 0.1017(7) 0.0095(5) 0.0786 1.0000 Uani . . . . . . .
O13 O 0.3979(8) 0.1437(4) -0.0301(3) 0.0901 1.0000 Uani . . . . . . .
C15 C 0.2983(12) 0.1194(7) -0.0617(4) 0.0863 1.0000 Uani . . . . . . .
C17 C 0.2835(13) 0.1734(7) -0.1013(5) 0.0971 1.0000 Uani . . . . . . .
O18 O 0.2565(10) 0.2438(6) -0.0874(4) 0.1226 1.0000 Uani . . . . . . .
C19 C 0.1604(17) 0.2533(8) -0.0604(6) 0.1001 1.0000 Uani . . . . . . .
C20 C 0.1790(15) 0.3012(10) -0.0251(6) 0.1121 1.0000 Uani . . . . . . .
C21 C 0.077(2) 0.3125(11) 0.0023(5) 0.1312 1.0000 Uani . . . . . . .
C23 C -0.0286(16) 0.2795(7) -0.0044(5) 0.0954 1.0000 Uani . . . . . . .
C24 C -0.0439(15) 0.2339(8) -0.0398(7) 0.1187 1.0000 Uani . . . . . . .
C25 C 0.049(2) 0.2207(8) -0.0703(5) 0.1154 1.0000 Uani . . . . . . .
C28 C -0.1276(17) 0.2893(8) 0.0285(5) 0.1255 1.0000 Uani . . . . . . .
N29 N -0.1451(11) 0.3723(7) 0.0356(5) 0.1100 1.0000 Uani . . . . . . .
C30 C -0.0873(17) 0.4060(9) 0.0704(6) 0.1047 1.0000 Uani . . . . . . .
O31 O -0.0147(11) 0.3796(6) 0.1033(4) 0.1328 1.0000 Uani . . . . . . .
C32 C -0.1102(19) 0.4893(11) 0.0718(6) 0.1397 1.0000 Uani . . . . . . .
N33 N -0.0272(16) 0.5315(7) 0.1041(4) 0.1209 1.0000 Uani . . . . . . .
C34 C -0.1055(15) 0.5732(9) 0.1358(5) 0.1168 1.0000 Uani . . . . . . .
C35 C -0.1496(14) 0.5267(11) 0.1721(5) 0.1060 1.0000 Uani . . . . . . .
N36 N -0.0997(10) 0.4610(7) 0.1811(4) 0.0990 1.0000 Uani . . . . . . .
C37 C -0.1254(13) 0.4193(8) 0.2208(5) 0.1008 1.0000 Uani . . . . . . .
C38 C -0.1326(12) 0.3384(9) 0.2118(5) 0.0937 1.0000 Uani . . . . . . .
C39 C -0.1995(12) 0.3091(9) 0.1722(4) 0.0959 1.0000 Uani . . . . . . .
C40 C -0.2125(12) 0.2389(9) 0.1636(4) 0.0864 1.0000 Uani . . . . . . .
C41 C -0.1574(12) 0.1895(9) 0.1957(5) 0.0863 1.0000 Uani . . . . . . .
O42 O -0.1790(8) 0.1167(6) 0.1852(3) 0.0987 1.0000 Uani . . . . . . .
C43 C -0.1055(12) 0.0620(7) 0.2111(4) 0.0849 1.0000 Uani . . . . . . .
C47 C -0.0851(12) 0.2137(10) 0.2334(5) 0.0985 1.0000 Uani . . . . . . .
C48 C -0.0757(14) 0.2876(11) 0.2408(4) 0.1007 1.0000 Uani . . . . . . .
O50 O -0.2293(10) 0.5531(6) 0.1963(4) 0.1307 1.0000 Uani . . . . . . .
C51 C 0.0643(16) 0.5716(9) 0.0837(6) 0.1215 1.0000 Uani . . . . . . .
N52 N 0.2010(14) 0.4663(10) 0.0962(5) 0.1560 1.0000 Uani . . . . . . .
O53 O 0.2381(13) 0.5459(8) 0.0460(6) 0.1710 1.0000 Uani . . . . . . .
C55 C 0.3010(15) 0.4200(11) 0.0921(6) 0.1406 1.0000 Uani . . . . . . .
C56 C 0.354(2) 0.3915(10) 0.1391(6) 0.1248 1.0000 Uani . . . . . . .
C57 C 0.4741(19) 0.4048(9) 0.1583(8) 0.1297 1.0000 Uani . . . . . . .
C58 C 0.5111(16) 0.3764(12) 0.2014(7) 0.1216 1.0000 Uani . . . . . . .
C59 C 0.4389(18) 0.3339(9) 0.2257(6) 0.0981 1.0000 Uani . . . . . . .
O60 O 0.4777(11) 0.3080(6) 0.2687(4) 0.1250 1.0000 Uani . . . . . . .
C62 C 0.5897(14) 0.2673(8) 0.2754(5) 0.0991 1.0000 Uani . . . . . . .
C63 C 0.5764(12) 0.1966(7) 0.2471(4) 0.0853 1.0000 Uani . . . . . . .
O64 O 0.4810(8) 0.1548(5) 0.2641(3) 0.0961 1.0000 Uani . . . . . . .
C65 C 0.4457(12) 0.0938(8) 0.2392(5) 0.0872 1.0000 Uani . . . . . . .
C66 C 0.4970(10) 0.0668(7) 0.2013(4) 0.0732 1.0000 Uani . . . . . . .
C67 C 0.4476(11) 0.0062(7) 0.1780(4) 0.0743 1.0000 Uani . . . . . . .
C68 C 0.3540(12) -0.0316(6) 0.1942(4) 0.0728 1.0000 Uani . . . . . . .
C69 C 0.3068(11) -0.0056(8) 0.2329(5) 0.0847 1.0000 Uani . . . . . . .
C70 C 0.3468(12) 0.0555(9) 0.2561(5) 0.0904 1.0000 Uani . . . . . . .
O71 O 0.3049(10) 0.0799(7) 0.2961(3) 0.1251 1.0000 Uani . . . . . . .
C72 C 0.194(3) 0.074(3) 0.3038(8) 0.3247 1.0000 Uani . . . . . . .
C74 C 0.2895(11) -0.0966(7) 0.1690(4) 0.0805 1.0000 Uani . . . . . . .
C75 C 0.1845(11) -0.0710(6) 0.1354(4) 0.0728 1.0000 Uani . . . . . . .
C76 C 0.0755(12) -0.0591(6) 0.1548(4) 0.0785 1.0000 Uani . . . . . . .
C80 C 0.5142(10) -0.0193(7) 0.1351(4) 0.0852 1.0000 Uani . . . . . . .
C81 C 0.4769(10) 0.0207(6) 0.0913(4) 0.0660 1.0000 Uani . . . . . . .
C83 C 0.5384(11) 0.0847(8) 0.0827(4) 0.0864 1.0000 Uani . . . . . . .
C84 C 0.5109(12) 0.1259(8) 0.0421(5) 0.0902 1.0000 Uani . . . . . . .
O85 O 0.5794(9) 0.1876(6) 0.0362(3) 0.1128 1.0000 Uani . . . . . . .
C86 C 0.5261(16) 0.2538(11) 0.0486(8) 0.1541 1.0000 Uani . . . . . . .
C87 C 0.3251(18) 0.3204(8) 0.2085(7) 0.1172 1.0000 Uani . . . . . . .
C88 C 0.280(2) 0.3461(11) 0.1638(8) 0.1459 1.0000 Uani . . . . . . .
C4 C -0.1477(11) -0.0103(9) 0.1923(5) 0.0982 1.0000 Uani . . . . . . .
O6 O -0.1386(7) -0.0170(5) 0.1431(3) 0.0835 1.0000 Uani . . . . . . .
Cl1 Cl 0.1368(6) 0.1641(3) 0.1660(2) 0.1808 1.0000 Uani . . . . . . .
Cl2 Cl 0.2014(5) 0.1910(3) 0.0745(2) 0.1725 1.0000 Uani . . . . . . .
C1 C 0.2337(16) 0.1425(10) 0.1246(6) 0.1383 1.0000 Uani . . . . . . .
C6 C 0.1706(17) 0.5233(13) 0.0762(7) 0.1264 1.0000 Uani . . . . . . .
H51 H -0.1962 0.1170 0.0455 0.1350 1.0000 Uiso . . . . . . .
H53 H -0.1248 0.1096 0.0951 0.1350 1.0000 Uiso . . . . . . .
H52 H -0.0533 0.1260 0.0516 0.1351 1.0000 Uiso . . . . . . .
H92 H 0.3573 -0.1078 0.0809 0.0911 1.0000 Uiso . . . . . . .
H91 H 0.2826 -0.0911 0.0321 0.0910 1.0000 Uiso . . . . . . .
H111 H 0.2971 0.0209 -0.0044 0.0751 1.0000 Uiso . . . . . . .
H151 H 0.3046 0.0678 -0.0714 0.1051 1.0000 Uiso . . . . . . .
H152 H 0.2169 0.1195 -0.0457 0.1050 1.0000 Uiso . . . . . . .
H172 H 0.3567 0.1710 -0.1179 0.1311 1.0000 Uiso . . . . . . .
H171 H 0.2152 0.1552 -0.1260 0.1312 1.0000 Uiso . . . . . . .
H201 H 0.2601 0.3265 -0.0193 0.1551 1.0000 Uiso . . . . . . .
H211 H 0.0917 0.3453 0.0295 0.1702 1.0000 Uiso . . . . . . .
H241 H -0.1227 0.2083 -0.0461 0.1312 1.0000 Uiso . . . . . . .
H251 H 0.0300 0.1928 -0.1002 0.1471 1.0000 Uiso . . . . . . .
H282 H -0.1984 0.2598 0.0189 0.1880 1.0000 Uiso . . . . . . .
H281 H -0.0916 0.2654 0.0595 0.1881 1.0000 Uiso . . . . . . .
H321 H -0.1959 0.4989 0.0807 0.1721 1.0000 Uiso . . . . . . .
H322 H -0.1089 0.5113 0.0406 0.1721 1.0000 Uiso . . . . . . .
H342 H -0.0647 0.6168 0.1468 0.1500 1.0000 Uiso . . . . . . .
H341 H -0.1824 0.5914 0.1147 0.1501 1.0000 Uiso . . . . . . .
H371 H -0.2038 0.4363 0.2309 0.1261 1.0000 Uiso . . . . . . .
H372 H -0.0624 0.4299 0.2465 0.1261 1.0000 Uiso . . . . . . .
H391 H -0.2327 0.3459 0.1492 0.1122 1.0000 Uiso . . . . . . .
H401 H -0.2601 0.2239 0.1355 0.1072 1.0000 Uiso . . . . . . .
H432 H -0.1089 0.0635 0.2448 0.1070 1.0000 Uiso . . . . . . .
H431 H -0.0147 0.0678 0.2064 0.1071 1.0000 Uiso . . . . . . .
H471 H -0.0409 0.1855 0.2563 0.1321 1.0000 Uiso . . . . . . .
H481 H -0.0282 0.3089 0.2683 0.1151 1.0000 Uiso . . . . . . .
H511 H 0.0872 0.6137 0.1046 0.1561 1.0000 Uiso . . . . . . .
H512 H 0.0287 0.5933 0.0539 0.1561 1.0000 Uiso . . . . . . .
H571 H 0.5338 0.4350 0.1410 0.1641 1.0000 Uiso . . . . . . .
H581 H 0.5910 0.3907 0.2150 0.1451 1.0000 Uiso . . . . . . .
H622 H 0.6092 0.2546 0.3084 0.1250 1.0000 Uiso . . . . . . .
H621 H 0.6597 0.2958 0.2657 0.1251 1.0000 Uiso . . . . . . .
H631 H 0.6560 0.1683 0.2503 0.1070 1.0000 Uiso . . . . . . .
H632 H 0.5588 0.2074 0.2143 0.1072 1.0000 Uiso . . . . . . .
H661 H 0.5680 0.0903 0.1902 0.0922 1.0000 Uiso . . . . . . .
H691 H 0.2397 -0.0305 0.2457 0.1032 1.0000 Uiso . . . . . . .
H741 H 0.2575 -0.1327 0.1909 0.0911 1.0000 Uiso . . . . . . .
H742 H 0.3472 -0.1246 0.1513 0.0912 1.0000 Uiso . . . . . . .
H801 H 0.6082 -0.0132 0.1425 0.1101 1.0000 Uiso . . . . . . .
H802 H 0.5051 -0.0732 0.1305 0.1101 1.0000 Uiso . . . . . . .
H831 H 0.6064 0.1011 0.1044 0.0982 1.0000 Uiso . . . . . . .
H861 H 0.5787 0.2960 0.0455 0.2200 1.0000 Uiso . . . . . . .
H862 H 0.5038 0.2529 0.0802 0.2200 1.0000 Uiso . . . . . . .
H863 H 0.4488 0.2642 0.0289 0.2201 1.0000 Uiso . . . . . . .
H871 H 0.2687 0.2881 0.2241 0.1392 1.0000 Uiso . . . . . . .
H881 H 0.1976 0.3332 0.1494 0.2111 1.0000 Uiso . . . . . . .
H42 H -0.2311 -0.0163 0.1995 0.1101 1.0000 Uiso . . . . . . .
H41 H -0.0980 -0.0499 0.2087 0.1100 1.0000 Uiso . . . . . . .
H11 H 0.3212 0.1526 0.1364 0.1891 1.0000 Uiso . . . . . . .
H12 H 0.2299 0.0889 0.1175 0.1891 1.0000 Uiso . . . . . . .
H31 H 0.0976 -0.0146 0.0308 0.0890 1.0000 Uiso . . . . . . .
H34 H 0.0656 -0.0710 0.1879 0.1007 1.0000 Uiso . . . . . . .
H551 H 0.3597 0.4469 0.0764 0.1786 1.0000 Uiso . . . . . . .
H552 H 0.2783 0.3775 0.0719 0.1786 1.0000 Uiso . . . . . . .
H721 H 0.1710 0.0832 0.3339 0.3941 1.0000 Uiso . . . . . . .
H722 H 0.1732 0.0133 0.3037 0.3941 1.0000 Uiso . . . . . . .
H723 H 0.1335 0.0875 0.2811 0.3941 1.0000 Uiso . . . . . . .
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
C3 . C2 . C76 . 116.9(11) yes
C3 . C2 . O6 . 117.5(10) yes
C76 . C2 . O6 . 125.4(10) yes
C2 . C3 . O4 . 118.5(11) yes
C2 . C3 . C7 . 120.8(11) yes
O4 . C3 . C7 . 120.6(10) yes
C3 . O4 . C5 . 114.2(8) yes
O4 . C5 . H51 . 113.2 no
O4 . C5 . H53 . 113.5 no
H51 . C5 . H53 . 108.7 no
O4 . C5 . H52 . 111.9 no
H51 . C5 . H52 . 104.8 no
H53 . C5 . H52 . 104.0 no
C3 . C7 . C8 . 124.8(10) yes
C3 . C7 . H31 . 118.6 no
C8 . C7 . H31 . 116.6 no
C7 . C8 . C9 . 121.0(10) yes
C7 . C8 . C75 . 115.9(11) yes
C9 . C8 . C75 . 123.1(11) yes
C8 . C9 . C10 . 113.3(8) yes
C8 . C9 . H92 . 110.1 no
C10 . C9 . H92 . 111.7 no
C8 . C9 . H91 . 106.9 no
C10 . C9 . H91 . 109.2 no
H92 . C9 . H91 . 105.2 no
C9 . C10 . C11 . 116.1(10) yes
C9 . C10 . C81 . 124.0(10) yes
C11 . C10 . C81 . 119.8(11) yes
C10 . C11 . C12 . 121.6(11) yes
C10 . C11 . H111 . 120.9 no
C12 . C11 . H111 . 117.5 no
C11 . C12 . O13 . 124.3(12) yes
C11 . C12 . C84 . 118.5(12) yes
O13 . C12 . C84 . 117.3(12) yes
C12 . O13 . C15 . 115.5(10) yes
O13 . C15 . C17 . 107.8(11) yes
O13 . C15 . H151 . 114.0 no
C17 . C15 . H151 . 114.5 no
O13 . C15 . H152 . 110.5 no
C17 . C15 . H152 . 107.5 no
H151 . C15 . H152 . 102.3 no
C15 . C17 . O18 . 113.4(11) yes
C15 . C17 . H172 . 108.1 no
O18 . C17 . H172 . 113.1 no
C15 . C17 . H171 . 109.5 no
O18 . C17 . H171 . 109.5 no
H172 . C17 . H171 . 102.8 no
C17 . O18 . C19 . 118.4(10) yes
O18 . C19 . C20 . 116.3(17) yes
O18 . C19 . C25 . 122.7(16) yes
C20 . C19 . C25 . 120.9(14) yes
C19 . C20 . C21 . 116.0(16) yes
C19 . C20 . H201 . 119.7 no
C21 . C20 . H201 . 124.3 no
C20 . C21 . C23 . 125.3(15) yes
C20 . C21 . H211 . 116.6 no
C23 . C21 . H211 . 118.0 no
C21 . C23 . C24 . 116.8(15) yes
C21 . C23 . C28 . 122.1(15) yes
C24 . C23 . C28 . 121.0(16) yes
C23 . C24 . C25 . 122.6(15) yes
C23 . C24 . H241 . 119.3 no
C25 . C24 . H241 . 118.2 no
C24 . C25 . C19 . 118.2(14) yes
C24 . C25 . H251 . 120.4 no
C19 . C25 . H251 . 120.9 no
C23 . C28 . N29 . 107.7(11) yes
C23 . C28 . H282 . 110.9 no
N29 . C28 . H282 . 118.6 no
C23 . C28 . H281 . 104.7 no
N29 . C28 . H281 . 109.9 no
H282 . C28 . H281 . 104.2 no
C28 . N29 . C30 . 120.7(13) yes
N29 . C30 . O31 . 128.8(15) yes
N29 . C30 . C32 . 114.9(16) yes
O31 . C30 . C32 . 116.3(17) yes
C30 . C32 . N33 . 116.3(15) yes
C30 . C32 . H321 . 109.5 no
N33 . C32 . H321 . 106.6 no
C30 . C32 . H322 . 111.1 no
N33 . C32 . H322 . 108.1 no
H321 . C32 . H322 . 104.7 no
C32 . N33 . C34 . 107.2(14) yes
C32 . N33 . C51 . 115.4(13) yes
C34 . N33 . C51 . 117.1(14) yes
N33 . C34 . C35 . 112.6(13) yes
N33 . C34 . H342 . 110.2 no
C35 . C34 . H342 . 114.7 no
N33 . C34 . H341 . 106.2 no
C35 . C34 . H341 . 107.4 no
H342 . C34 . H341 . 105.0 no
C34 . C35 . N36 . 120.2(14) yes
C34 . C35 . O50 . 117.7(16) yes
N36 . C35 . O50 . 121.8(15) yes
C35 . N36 . C37 . 121.9(12) yes
N36 . C37 . C38 . 113.4(11) yes
N36 . C37 . H371 . 108.4 no
C38 . C37 . H371 . 109.1 no
N36 . C37 . H372 . 109.0 no
C38 . C37 . H372 . 110.2 no
H371 . C37 . H372 . 106.4 no
C37 . C38 . C39 . 122.0(15) yes
C37 . C38 . C48 . 123.4(12) yes
C39 . C38 . C48 . 114.6(14) yes
C38 . C39 . C40 . 124.4(14) yes
C38 . C39 . H391 . 115.0 no
C40 . C39 . H391 . 120.5 no
C39 . C40 . C41 . 118.3(12) yes
C39 . C40 . H401 . 118.6 no
C41 . C40 . H401 . 123.1 no
C40 . C41 . O42 . 115.0(13) yes
C40 . C41 . C47 . 120.6(14) yes
O42 . C41 . C47 . 124.4(14) yes
C41 . O42 . C43 . 118.2(10) yes
O42 . C43 . C4 . 106.4(10) yes
O42 . C43 . H432 . 115.2 no
C4 . C43 . H432 . 110.4 no
O42 . C43 . H431 . 111.3 no
C4 . C43 . H431 . 108.5 no
H432 . C43 . H431 . 104.9 no
C41 . C47 . C48 . 118.4(13) yes
C41 . C47 . H471 . 127.8 no
C48 . C47 . H471 . 113.8 no
C47 . C48 . C38 . 123.5(12) yes
C47 . C48 . H481 . 122.6 no
C38 . C48 . H481 . 113.9 no
N33 . C51 . C6 . 110.4(15) yes
N33 . C51 . H511 . 107.1 no
C6 . C51 . H511 . 112.7 no
N33 . C51 . H512 . 109.4 no
C6 . C51 . H512 . 111.0 no
H511 . C51 . H512 . 106.0 no
C55 . N52 . C6 . 131.0(17) yes
N52 . C55 . C56 . 111.8(14) yes
N52 . C55 . H551 . 107.3 no
C56 . C55 . H551 . 112.3 no
N52 . C55 . H552 . 111.6 no
C56 . C55 . H552 . 108.4 no
H551 . C55 . H552 . 105.3 no
C55 . C56 . C57 . 125(2) yes
C55 . C56 . C88 . 117.4(19) yes
C57 . C56 . C88 . 118.0(17) yes
C56 . C57 . C58 . 118.8(18) yes
C56 . C57 . H571 . 121.3 no
C58 . C57 . H571 . 119.9 no
C57 . C58 . C59 . 123.3(17) yes
C57 . C58 . H581 . 116.5 no
C59 . C58 . H581 . 120.1 no
C58 . C59 . O60 . 121.6(18) yes
C58 . C59 . C87 . 119.4(16) yes
O60 . C59 . C87 . 118.9(19) yes
C59 . O60 . C62 . 119.7(11) yes
O60 . C62 . C63 . 109.1(10) yes
O60 . C62 . H622 . 111.0 no
C63 . C62 . H622 . 108.7 no
O60 . C62 . H621 . 111.6 no
C63 . C62 . H621 . 109.4 no
H622 . C62 . H621 . 107.0 no
C62 . C63 . O64 . 107.8(10) yes
C62 . C63 . H631 . 110.1 no
O64 . C63 . H631 . 110.7 no
C62 . C63 . H632 . 110.6 no
O64 . C63 . H632 . 111.1 no
H631 . C63 . H632 . 106.5 no
C63 . O64 . C65 . 116.1(10) yes
O64 . C65 . C66 . 126.8(13) yes
O64 . C65 . C70 . 114.3(12) yes
C66 . C65 . C70 . 118.9(13) yes
C65 . C66 . C67 . 120.5(12) yes
C65 . C66 . H661 . 120.5 no
C67 . C66 . H661 . 119.1 no
C66 . C67 . C68 . 121.0(11) yes
C66 . C67 . C80 . 115.7(11) yes
C68 . C67 . C80 . 123.1(11) yes
C67 . C68 . C69 . 117.7(11) yes
C67 . C68 . C74 . 124.0(11) yes
C69 . C68 . C74 . 117.9(12) yes
C68 . C69 . C70 . 124.3(12) yes
C68 . C69 . H691 . 120.7 no
C70 . C69 . H691 . 115.0 no
C65 . C70 . C69 . 117.4(12) yes
C65 . C70 . O71 . 117.5(13) yes
C69 . C70 . O71 . 124.9(13) yes
C70 . O71 . C72 . 121.9(15) yes
O71 . C72 . H721 . 119.4 no
O71 . C72 . H722 . 106.4 no
H721 . C72 . H722 . 96.1 no
O71 . C72 . H723 . 119.6 no
H721 . C72 . H723 . 111.8 no
H722 . C72 . H723 . 97.5 no
C68 . C74 . C75 . 111.0(9) yes
C68 . C74 . H741 . 112.3 no
C75 . C74 . H741 . 108.7 no
C68 . C74 . H742 . 110.9 no
C75 . C74 . H742 . 108.2 no
H741 . C74 . H742 . 105.4 no
C74 . C75 . C8 . 124.2(11) yes
C74 . C75 . C76 . 115.0(11) yes
C8 . C75 . C76 . 120.7(10) yes
C2 . C76 . C75 . 120.8(10) yes
C2 . C76 . H34 . 117.2 no
C75 . C76 . H34 . 122.0 no
C67 . C80 . C81 . 114.7(9) yes
C67 . C80 . H801 . 109.5 no
C81 . C80 . H801 . 108.1 no
C67 . C80 . H802 . 110.6 no
C81 . C80 . H802 . 110.7 no
H801 . C80 . H802 . 102.6 no
C80 . C81 . C10 . 123.5(11) yes
C80 . C81 . C83 . 117.8(11) yes
C10 . C81 . C83 . 118.7(11) yes
C81 . C83 . C84 . 122.1(11) yes
C81 . C83 . H831 . 120.1 no
C84 . C83 . H831 . 117.7 no
C83 . C84 . C12 . 119.3(13) yes
C83 . C84 . O85 . 117.8(13) yes
C12 . C84 . O85 . 122.9(13) yes
C84 . O85 . C86 . 115.3(11) yes
O85 . C86 . H861 . 113.2 no
O85 . C86 . H862 . 112.1 no
H861 . C86 . H862 . 107.7 no
O85 . C86 . H863 . 111.7 no
H861 . C86 . H863 . 106.1 no
H862 . C86 . H863 . 105.6 no
C59 . C87 . C88 . 121.3(18) yes
C59 . C87 . H871 . 123.2 no
C88 . C87 . H871 . 115.3 no
C87 . C88 . C56 . 119.0(18) yes
C87 . C88 . H881 . 122.3 no
C56 . C88 . H881 . 118.7 no
C43 . C4 . O6 . 112.9(10) yes
C43 . C4 . H42 . 107.1 no
O6 . C4 . H42 . 110.9 no
C43 . C4 . H41 . 109.3 no
O6 . C4 . H41 . 108.8 no
H42 . C4 . H41 . 107.7 no
C4 . O6 . C2 . 118.2(9) yes
Cl1 . C1 . Cl2 . 112.3(9) yes
Cl1 . C1 . H11 . 110.8 no
Cl2 . C1 . H11 . 107.9 no
Cl1 . C1 . H12 . 110.7 no
Cl2 . C1 . H12 . 109.2 no
H11 . C1 . H12 . 105.7 no
C51 . C6 . O53 . 115.0(20) yes
C51 . C6 . N52 . 128.0(19) yes
O53 . C6 . N52 . 116.9(20) yes
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
C2 . C3 . 1.396(14) yes
C2 . C76 . 1.426(15) yes
C2 . O6 . 1.353(13) yes
C3 . O4 . 1.413(13) yes
C3 . C7 . 1.330(15) yes
O4 . C5 . 1.388(14) yes
C5 . H51 . 0.965 no
C5 . H53 . 0.980 no
C5 . H52 . 1.020 no
C7 . C8 . 1.389(15) yes
C7 . H31 . 0.990 no
C8 . C9 . 1.513(16) yes
C8 . C75 . 1.410(15) yes
C9 . C10 . 1.497(15) yes
C9 . H92 . 0.967 no
C9 . H91 . 1.043 no
C10 . C11 . 1.394(15) yes
C10 . C81 . 1.375(14) yes
C11 . C12 . 1.407(16) yes
C11 . H111 . 0.946 no
C12 . O13 . 1.385(14) yes
C12 . C84 . 1.376(17) yes
O13 . C15 . 1.432(14) yes
C15 . C17 . 1.510(17) yes
C15 . H151 . 0.988 no
C15 . H152 . 1.046 no
C17 . O18 . 1.388(15) yes
C17 . H172 . 0.977 no
C17 . H171 . 1.043 no
O18 . C19 . 1.384(16) yes
C19 . C20 . 1.348(19) yes
C19 . C25 . 1.37(2) yes
C20 . C21 . 1.44(2) yes
C20 . H201 . 1.005 no
C21 . C23 . 1.31(2) yes
C21 . H211 . 0.993 no
C23 . C24 . 1.322(19) yes
C23 . C28 . 1.52(2) yes
C24 . C25 . 1.43(2) yes
C24 . H241 . 0.988 no
C25 . H251 . 1.011 no
C28 . N29 . 1.544(18) yes
C28 . H282 . 0.967 no
C28 . H281 . 1.043 no
N29 . C30 . 1.297(19) yes
C30 . O31 . 1.281(18) yes
C30 . C32 . 1.55(2) yes
C32 . N33 . 1.46(2) yes
C32 . H321 . 1.015 no
C32 . H322 . 0.991 no
N33 . C34 . 1.521(18) yes
N33 . C51 . 1.418(19) yes
C34 . C35 . 1.47(2) yes
C34 . H342 . 0.954 no
C34 . H341 . 1.049 no
C35 . N36 . 1.335(18) yes
C35 . O50 . 1.268(16) yes
N36 . C37 . 1.429(17) yes
C37 . C38 . 1.503(19) yes
C37 . H371 . 0.988 no
C37 . H372 . 0.990 no
C38 . C39 . 1.410(18) yes
C38 . C48 . 1.365(19) yes
C39 . C40 . 1.313(17) yes
C39 . H391 . 0.994 no
C40 . C41 . 1.395(17) yes
C40 . H401 . 0.968 no
C41 . O42 . 1.380(15) yes
C41 . C47 . 1.364(18) yes
O42 . C43 . 1.451(14) yes
C43 . C4 . 1.488(18) yes
C43 . H432 . 0.980 no
C43 . H431 . 1.025 no
C47 . C48 . 1.370(19) yes
C47 . H471 . 0.940 no
C48 . H481 . 0.993 no
C51 . C6 . 1.50(2) yes
C51 . H511 . 0.998 no
C51 . H512 . 0.996 no
N52 . C55 . 1.40(2) yes
N52 . C6 . 1.22(2) yes
O53 . C6 . 1.268(19) yes
C55 . C56 . 1.52(2) yes
C55 . H551 . 0.961 no
C55 . H552 . 0.990 no
C56 . C57 . 1.40(2) yes
C56 . C88 . 1.41(3) yes
C57 . C58 . 1.38(2) yes
C57 . H571 . 1.025 no
C58 . C59 . 1.35(2) yes
C58 . H581 . 0.964 no
C59 . O60 . 1.364(17) yes
C59 . C87 . 1.33(2) yes
O60 . C62 . 1.436(16) yes
C62 . C63 . 1.530(18) yes
C62 . H622 . 0.989 no
C62 . H621 . 0.991 no
C63 . O64 . 1.422(14) yes
C63 . H631 . 1.013 no
C63 . H632 . 0.974 no
O64 . C65 . 1.364(15) yes
C65 . C66 . 1.373(16) yes
C65 . C70 . 1.419(18) yes
C66 . C67 . 1.382(16) yes
C66 . H661 . 0.971 no
C67 . C68 . 1.360(16) yes
C67 . C80 . 1.571(16) yes
C68 . C69 . 1.365(16) yes
C68 . C74 . 1.534(16) yes
C69 . C70 . 1.355(17) yes
C69 . H691 . 0.969 no
C70 . O71 . 1.363(15) yes
O71 . C72 . 1.26(3) yes
C72 . H721 . 0.948 no
C72 . H722 . 1.131 no
C72 . H723 . 0.925 no
C74 . C75 . 1.514(15) yes
C74 . H741 . 1.003 no
C74 . H742 . 0.993 no
C75 . C76 . 1.388(16) yes
C76 . H34 . 1.000 no
C80 . C81 . 1.492(16) yes
C80 . H801 . 1.042 no
C80 . H802 . 0.997 no
C81 . C83 . 1.385(17) yes
C83 . C84 . 1.406(18) yes
C83 . H831 . 0.978 no
C84 . O85 . 1.376(15) yes
O85 . C86 . 1.41(2) yes
C86 . H861 . 0.973 no
C86 . H862 . 0.970 no
C86 . H863 . 0.999 no
C87 . C88 . 1.43(2) yes
C87 . H871 . 0.994 no
C88 . H881 . 0.986 no
C4 . O6 . 1.447(14) yes
C4 . H42 . 0.965 no
C4 . H41 . 1.000 no
Cl1 . C1 . 1.722(18) yes
Cl2 . C1 . 1.711(18) yes
C1 . H11 . 1.008 no
C1 . H12 . 1.001 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
C11 . H111 . O4 2_555 171 0.95 2.53 3.47(2) yes
C43 . H432 . O50 3_445 138 0.98 2.59 3.38(2) yes
C51 . H512 . C21 2_565 159 1.00 2.57 3.52(2) yes
C7 . H31 . O4 2_555 165 0.99 2.51 3.47(2) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30659157
