#------------------------------------------------------------------------------
#$Date: 2021-01-07 06:55:24 +0200 (Thu, 07 Jan 2021) $
#$Revision: 260696 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/72/7127247.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_7127247
loop_
_publ_author_name
'Tlustý, Martin'
'Spálovská, Dita'
'Kohout, Michal'
'Eigner, Václav'
'Lhoták, Pavel'
_publ_section_title
;
 Ketone transformation as a pathway to inherently chiral rigidified
 calix[4]arenes.
;
_journal_issue                   84
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              12773
_journal_page_last               12776
_journal_paper_doi               10.1039/d0cc05352j
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C41 H46 O6'
_chemical_formula_sum            'C41 H46 O6'
_chemical_formula_weight         634.81
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2020-07-21 deposited with the CCDC.	2020-09-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.9902(18)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.1214(9)
_cell_length_b                   12.6174(7)
_cell_length_c                   16.0888(9)
_cell_measurement_reflns_used    1969
_cell_measurement_temperature    200
_cell_measurement_theta_max      20.99
_cell_measurement_theta_min      1.13
_cell_volume                     3569.5(3)
_computing_cell_refinement       'Apex3 (Bruker AXS, 2015)'
_computing_data_collection       'Apex3 (Bruker AXS, 2015)'
_computing_data_reduction        'Apex3 (Bruker AXS, 2015)'
_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_pressure         101
_diffrn_ambient_temperature      200
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Bruker Kappa Apex3'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.036
_diffrn_reflns_av_unetI/netI     0.096
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            55764
_diffrn_reflns_theta_full        26.453
_diffrn_reflns_theta_max         26.453
_diffrn_reflns_theta_min         1.987
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1360.000
_exptl_crystal_size_max          0.674
_exptl_crystal_size_mid          0.415
_exptl_crystal_size_min          0.388
_refine_diff_density_max         0.52
_refine_diff_density_min         -0.40
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9978
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     539
_refine_ls_number_reflns         7287
_refine_ls_number_restraints     128
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0607
_refine_ls_shift/su_max          0.0085034
_refine_ls_shift/su_mean         0.0002826
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.05P)² + 3.64P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1651
_refine_ls_wR_factor_gt          0.1473
_refine_ls_wR_factor_ref         0.1651
_reflns_limit_h_max              21
_reflns_limit_h_min              -22
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                5896
_reflns_number_total             7339
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   3.65
_oxford_diffrn_Wilson_scale      69.48
_oxford_refine_ls_r_factor_ref   0.0743
_oxford_refine_ls_scale          0.12282(6)
_oxford_reflns_number_all        7334
_cod_data_source_file            d0cc05352j2.cif
_cod_data_source_block           8
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7127245--7127248.cif.
;
_cod_original_sg_symbol_Hall     '-P 2ybc '
_cod_original_sg_symbol_H-M      'P 21/c '
_cod_database_code               7127247
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_oxford_refine_ls_r_factor_all   0.0751
_oxford_refine_ls_wr_factor_all  0.1676
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,-y+1/2,z+1/2
-x,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
_atom_site_attached_hydrogens
C1 C 0.57669(12) 0.05160(19) 0.73372(15) 0.0439 1.0000 Uani . . . . . .
C2 C 0.54806(13) 0.0804(2) 0.63916(15) 0.0485 1.0000 Uani . . . . . .
C3 C 0.58369(12) 0.18488(19) 0.62325(14) 0.0425 1.0000 Uani . . . . . .
C4 C 0.55145(13) 0.2813(2) 0.63800(16) 0.0512 1.0000 Uani . . . . . .
C5 C 0.59022(14) 0.3755(2) 0.64135(16) 0.0497 1.0000 Uani . . . . . .
C6 C 0.66307(12) 0.37342(17) 0.63131(13) 0.0396 1.0000 Uani . . . . . .
C7 C 0.69637(12) 0.28194(17) 0.60929(12) 0.0353 1.0000 Uani . . . . . .
C8 C 0.77824(12) 0.28472(17) 0.60430(13) 0.0389 1.0000 Uani . . . . . .
C9 C 0.82420(11) 0.29893(16) 0.69564(13) 0.0354 1.0000 Uani . . . . . .
C10 C 0.81090(12) 0.38581(16) 0.74357(14) 0.0387 1.0000 Uani . . . . . .
C11 C 0.84278(14) 0.39037(18) 0.83104(15) 0.0465 1.0000 Uani . . . . . .
C12 C 0.88493(13) 0.30586(19) 0.87177(15) 0.0479 1.0000 Uani . . . . . .
C13 C 0.90191(12) 0.22001(17) 0.82523(15) 0.0401 1.0000 Uani . . . . . .
C14 C 0.94801(13) 0.12766(18) 0.87114(16) 0.0459 1.0000 Uani . . . . . .
C15 C 0.90390(12) 0.06122(17) 0.92128(14) 0.0389 1.0000 Uani . . . . . .
C16 C 0.92308(13) 0.06152(19) 1.01064(15) 0.0462 1.0000 Uani . . . . . .
C17 C 0.88364(14) 0.0011(2) 1.05617(15) 0.0510 1.0000 Uani . . . . . .
C18 C 0.82224(14) -0.05937(19) 1.01391(15) 0.0479 1.0000 Uani . . . . . .
C19 C 0.80072(13) -0.06199(17) 0.92451(14) 0.0405 1.0000 Uani . . . . . .
C20 C 0.73026(14) -0.12055(18) 0.87748(16) 0.0479 1.0000 Uani . . . . . .
C21 C 0.66439(13) -0.04360(18) 0.84802(15) 0.0425 1.0000 Uani . . . . . .
C22 C 0.64120(15) 0.0194(2) 0.90747(16) 0.0517 1.0000 Uani . . . . . .
C23 C 0.58540(15) 0.0953(2) 0.88228(17) 0.0594 1.0000 Uani . . . . . .
C24 C 0.55489(14) 0.1124(2) 0.79585(17) 0.0541 1.0000 Uani . . . . . .
O25 O 0.70328(10) 0.47037(12) 0.64099(10) 0.0480 1.0000 Uani . . . . . .
C26 C 0.76861(13) 0.48137(17) 0.70323(14) 0.0425 1.0000 Uani . . . . . .
C27 C 0.62906(12) -0.02947(17) 0.76123(14) 0.0409 1.0000 Uani . . . . . .
C28 C 0.84357(12) -0.00290(16) 0.87969(13) 0.0366 1.0000 Uani . . . . . .
C29 C 0.87453(12) 0.22076(16) 0.73690(14) 0.0374 1.0000 Uani . . . . . .
C30 C 0.65465(12) 0.18800(17) 0.60380(12) 0.0359 1.0000 Uani . . . . . .
O31 O 0.64673(10) -0.09800(12) 0.70117(10) 0.0474 1.0000 Uani D . . . . .
C32 C 0.6015(3) -0.1929(3) 0.6959(3) 0.0652 0.853(6) Uani D U P 3 1 .
C33 C 0.6274(2) -0.2715(3) 0.6396(2) 0.0732 0.853(6) Uani D U P 3 1 .
C34 C 0.6098(4) -0.2337(5) 0.5476(3) 0.1121 0.853(6) Uani D U P 3 1 .
C132 C 0.611(2) -0.2010(14) 0.6934(13) 0.0671 0.147(6) Uani D U P 3 2 .
C133 C 0.5784(10) -0.2254(16) 0.6006(15) 0.0785 0.147(6) Uani D U P 3 2 .
C134 C 0.6439(18) -0.265(4) 0.563(2) 0.1142 0.147(6) Uani D U P 3 2 .
O35 O 0.82361(8) -0.00576(12) 0.79102(9) 0.0395 1.0000 Uani . . . . . .
C36 C 0.86128(15) -0.08978(19) 0.75721(15) 0.0475 1.0000 Uani . . . . . .
C37 C 0.82796(15) -0.0982(2) 0.66291(15) 0.0512 1.0000 Uani . . . . . .
C38 C 0.8671(2) -0.1842(2) 0.6235(2) 0.0729 1.0000 Uani . . . . . .
O39 O 0.89595(9) 0.14128(12) 0.68915(10) 0.0467 1.0000 Uani D . . . . .
C40 C 0.9623(2) 0.1806(3) 0.6618(3) 0.0475 0.691(5) Uani D U P 1 1 .
C41 C 0.9876(2) 0.0941(3) 0.6115(2) 0.0535 0.691(5) Uani D U P 1 1 .
C42 C 1.0547(4) 0.1296(6) 0.5756(5) 0.0655 0.691(5) Uani D U P 1 1 .
C140 C 0.9350(4) 0.1522(7) 0.6220(4) 0.0455 0.309(5) Uani D U P 1 2 .
C141 C 1.0181(4) 0.1419(8) 0.6628(5) 0.0546 0.309(5) Uani D U P 1 2 .
C142 C 1.0650(9) 0.1617(15) 0.5965(10) 0.0648 0.309(5) Uani D U P 1 2 .
O43 O 0.68674(9) 0.09594(12) 0.58266(10) 0.0440 1.0000 Uani D U . . . .
C44 C 0.6592(4) 0.0777(6) 0.4906(3) 0.0618 0.574(6) Uani D U P 2 1 .
C45 C 0.7082(3) -0.0024(4) 0.4600(3) 0.0673 0.574(6) Uani D U P 2 1 .
C46 C 0.6786(3) -0.0342(6) 0.3661(3) 0.0814 0.574(6) Uani D U P 2 1 .
C144 C 0.6986(5) 0.0845(9) 0.4984(4) 0.0444 0.262(6) Uani D U P 2 2 .
C145 C 0.6225(5) 0.0662(9) 0.4387(5) 0.0591 0.262(6) Uani D U P 2 2 .
C146 C 0.6373(8) 0.0356(13) 0.3513(6) 0.0673 0.262(6) Uani D U P 2 2 .
C244 C 0.6547(14) 0.0472(15) 0.5010(5) 0.0575 0.164(6) Uani D U P 2 3 .
C245 C 0.6837(9) 0.1105(15) 0.4366(7) 0.0639 0.164(6) Uani D U P 2 3 .
C246 C 0.6343(11) 0.0854(15) 0.3466(7) 0.0542 0.164(6) Uani D U P 2 3 .
O47 O 0.79002(12) 0.57088(14) 0.72187(13) 0.0649 1.0000 Uani . . . . . .
H21 H 0.5621 0.0269 0.6044 0.0538 1.0000 Uiso R . . . . .
H22 H 0.4943 0.0872 0.6254 0.0538 1.0000 Uiso R . . . . .
H41 H 0.5010 0.2813 0.6455 0.0534 1.0000 Uiso R . . . . .
H51 H 0.5675 0.4405 0.6515 0.0561 1.0000 Uiso R . . . . .
H81 H 0.7868 0.3425 0.5700 0.0420 1.0000 Uiso R . . . . .
H82 H 0.7915 0.2204 0.5809 0.0420 1.0000 Uiso R . . . . .
H111 H 0.8353 0.4512 0.8628 0.0517 1.0000 Uiso R . . . . .
H121 H 0.9026 0.3058 0.9324 0.0527 1.0000 Uiso R . . . . .
H141 H 0.9922 0.1547 0.9097 0.0500 1.0000 Uiso R . . . . .
H142 H 0.9626 0.0841 0.8296 0.0500 1.0000 Uiso R . . . . .
H161 H 0.9638 0.1047 1.0407 0.0556 1.0000 Uiso R . . . . .
H171 H 0.8982 0.0003 1.1170 0.0570 1.0000 Uiso R . . . . .
H181 H 0.7944 -0.0991 1.0461 0.0545 1.0000 Uiso R . . . . .
H201 H 0.7165 -0.1724 0.9138 0.0517 1.0000 Uiso R . . . . .
H202 H 0.7404 -0.1543 0.8286 0.0517 1.0000 Uiso R . . . . .
H221 H 0.6636 0.0101 0.9668 0.0573 1.0000 Uiso R . . . . .
H231 H 0.5687 0.1356 0.9242 0.0651 1.0000 Uiso R . . . . .
H241 H 0.5188 0.1675 0.7783 0.0613 1.0000 Uiso R . . . . .
H361 H 0.9141 -0.0744 0.7676 0.0556 1.0000 Uiso R . . . . .
H362 H 0.8544 -0.1551 0.7837 0.0556 1.0000 Uiso R . . . . .
H371 H 0.8347 -0.0324 0.6370 0.0581 1.0000 Uiso R . . . . .
H372 H 0.7752 -0.1134 0.6530 0.0581 1.0000 Uiso R . . . . .
H381 H 0.8457 -0.1887 0.5636 0.0812 1.0000 Uiso R . . . . .
H382 H 0.9198 -0.1688 0.6337 0.0812 1.0000 Uiso R . . . . .
H383 H 0.8604 -0.2498 0.6497 0.0812 1.0000 Uiso R . . . . .
H401 H 1.0018 0.1983 0.7103 0.0669 0.691(5) Uiso R . P 1 1 .
H402 H 0.9485 0.2417 0.6269 0.0669 0.691(5) Uiso R . P 1 1 .
H411 H 1.0031 0.0345 0.6475 0.0692 0.691(5) Uiso R . P 1 1 .
H412 H 0.9468 0.0745 0.5649 0.0692 0.691(5) Uiso R . P 1 1 .
H421 H 1.0705 0.0741 0.5439 0.0710 0.691(5) Uiso R . P 1 1 .
H422 H 1.0957 0.1491 0.6220 0.0710 0.691(5) Uiso R . P 1 1 .
H423 H 1.0394 0.1891 0.5393 0.0710 0.691(5) Uiso R . P 1 1 .
H1401 H 0.9253 0.2217 0.5994 0.0657 0.309(5) Uiso R . P 1 2 .
H1402 H 0.9202 0.1019 0.5771 0.0657 0.309(5) Uiso R . P 1 2 .
H1411 H 1.0326 0.1930 0.7071 0.0683 0.309(5) Uiso R . P 1 2 .
H1412 H 1.0271 0.0727 0.6863 0.0683 0.309(5) Uiso R . P 1 2 .
H1421 H 1.1175 0.1538 0.6234 0.0704 0.309(5) Uiso R . P 1 2 .
H1422 H 1.0561 0.2309 0.5729 0.0704 0.309(5) Uiso R . P 1 2 .
H1423 H 1.0507 0.1106 0.5521 0.0704 0.309(5) Uiso R . P 1 2 .
H441 H 0.6612 0.1427 0.4614 0.0758 0.574(6) Uiso R . P 2 1 .
H442 H 0.6083 0.0525 0.4779 0.0758 0.574(6) Uiso R . P 2 1 .
H451 H 0.7573 0.0271 0.4652 0.0697 0.574(6) Uiso R . P 2 1 .
H452 H 0.7121 -0.0639 0.4948 0.0697 0.574(6) Uiso R . P 2 1 .
H461 H 0.7109 -0.0848 0.3490 0.0790 0.574(6) Uiso R . P 2 1 .
H462 H 0.6748 0.0269 0.3308 0.0790 0.574(6) Uiso R . P 2 1 .
H463 H 0.6295 -0.0641 0.3605 0.0790 0.574(6) Uiso R . P 2 1 .
H1441 H 0.7306 0.0255 0.4962 0.0601 0.262(6) Uiso R . P 2 2 .
H1442 H 0.7216 0.1471 0.4835 0.0601 0.262(6) Uiso R . P 2 2 .
H1451 H 0.5957 0.0122 0.4603 0.0618 0.262(6) Uiso R . P 2 2 .
H1452 H 0.5942 0.1303 0.4330 0.0618 0.262(6) Uiso R . P 2 2 .
H1461 H 0.5892 0.0250 0.3126 0.0614 0.262(6) Uiso R . P 2 2 .
H1462 H 0.6656 -0.0284 0.3573 0.0614 0.262(6) Uiso R . P 2 2 .
H1463 H 0.6642 0.0896 0.3299 0.0614 0.262(6) Uiso R . P 2 2 .
H2441 H 0.6689 -0.0243 0.4943 0.0575 0.164(6) Uiso R . P 2 3 .
H2442 H 0.6010 0.0519 0.4907 0.0575 0.164(6) Uiso R . P 2 3 .
H2451 H 0.7375 0.1063 0.4471 0.0611 0.164(6) Uiso R . P 2 3 .
H2452 H 0.6691 0.1819 0.4428 0.0611 0.164(6) Uiso R . P 2 3 .
H2461 H 0.6510 0.1286 0.3063 0.0594 0.164(6) Uiso R . P 2 3 .
H2462 H 0.6488 0.0140 0.3407 0.0594 0.164(6) Uiso R . P 2 3 .
H2463 H 0.5805 0.0896 0.3364 0.0594 0.164(6) Uiso R . P 2 3 .
H321 H 0.6071 -0.2220 0.7515 0.0770 0.853(6) Uiso R . P 3 1 .
H322 H 0.5495 -0.1761 0.6723 0.0770 0.853(6) Uiso R . P 3 1 .
H331 H 0.6808 -0.2811 0.6596 0.0885 0.853(6) Uiso R . P 3 1 .
H332 H 0.6023 -0.3371 0.6423 0.0885 0.853(6) Uiso R . P 3 1 .
H341 H 0.6270 -0.2850 0.5134 0.1357 0.853(6) Uiso R . P 3 1 .
H342 H 0.6349 -0.1682 0.5444 0.1357 0.853(6) Uiso R . P 3 1 .
H343 H 0.5565 -0.2242 0.5271 0.1357 0.853(6) Uiso R . P 3 1 .
H1321 H 0.6501 -0.2514 0.7155 0.0799 0.147(6) Uiso R . P 3 2 .
H1322 H 0.5734 -0.2045 0.7251 0.0799 0.147(6) Uiso R . P 3 2 .
H1331 H 0.5414 -0.2797 0.5958 0.0959 0.147(6) Uiso R . P 3 2 .
H1332 H 0.5553 -0.1635 0.5722 0.0959 0.147(6) Uiso R . P 3 2 .
H1341 H 0.6244 -0.2811 0.5045 0.1387 0.147(6) Uiso R . P 3 2 .
H1342 H 0.6668 -0.3266 0.5927 0.1387 0.147(6) Uiso R . P 3 2 .
H1343 H 0.6808 -0.2104 0.5690 0.1387 0.147(6) Uiso R . P 3 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'
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 . C24 . 119.8(2) yes
C2 . C1 . C27 . 122.2(2) yes
C24 . C1 . C27 . 117.8(2) yes
C1 . C2 . C3 . 108.62(18) yes
C1 . C2 . H21 . 110.0 no
C3 . C2 . H21 . 109.5 no
C1 . C2 . H22 . 109.6 no
C3 . C2 . H22 . 109.7 no
H21 . C2 . H22 . 109.5 no
C2 . C3 . C4 . 121.1(2) yes
C2 . C3 . C30 . 121.0(2) yes
C4 . C3 . C30 . 117.4(2) yes
C3 . C4 . C5 . 122.0(2) yes
C3 . C4 . H41 . 118.5 no
C5 . C4 . H41 . 119.5 no
C4 . C5 . C6 . 118.5(2) yes
C4 . C5 . H51 . 121.0 no
C6 . C5 . H51 . 120.5 no
C5 . C6 . C7 . 122.5(2) yes
C5 . C6 . O25 . 117.2(2) yes
C7 . C6 . O25 . 120.26(19) yes
C6 . C7 . C8 . 119.29(19) yes
C6 . C7 . C30 . 117.37(19) yes
C8 . C7 . C30 . 122.79(19) yes
C7 . C8 . C9 . 105.60(16) yes
C7 . C8 . H81 . 110.5 no
C9 . C8 . H81 . 110.2 no
C7 . C8 . H82 . 110.4 no
C9 . C8 . H82 . 110.7 no
H81 . C8 . H82 . 109.5 no
C8 . C9 . C10 . 120.11(18) yes
C8 . C9 . C29 . 121.34(19) yes
C10 . C9 . C29 . 118.19(19) yes
C9 . C10 . C11 . 120.55(19) yes
C9 . C10 . C26 . 122.32(19) yes
C11 . C10 . C26 . 116.90(19) yes
C10 . C11 . C12 . 119.8(2) yes
C10 . C11 . H111 . 120.0 no
C12 . C11 . H111 . 120.3 no
C11 . C12 . C13 . 120.9(2) yes
C11 . C12 . H121 . 119.9 no
C13 . C12 . H121 . 119.2 no
C12 . C13 . C14 . 120.2(2) yes
C12 . C13 . C29 . 118.33(19) yes
C14 . C13 . C29 . 121.5(2) yes
C13 . C14 . C15 . 112.58(18) yes
C13 . C14 . H141 . 108.6 no
C15 . C14 . H141 . 108.7 no
C13 . C14 . H142 . 108.4 no
C15 . C14 . H142 . 109.0 no
H141 . C14 . H142 . 109.5 no
C14 . C15 . C16 . 120.9(2) yes
C14 . C15 . C28 . 121.20(19) yes
C16 . C15 . C28 . 117.9(2) yes
C15 . C16 . C17 . 121.1(2) yes
C15 . C16 . H161 . 119.7 no
C17 . C16 . H161 . 119.2 no
C16 . C17 . C18 . 120.3(2) yes
C16 . C17 . H171 . 120.3 no
C18 . C17 . H171 . 119.4 no
C17 . C18 . C19 . 120.7(2) yes
C17 . C18 . H181 . 119.6 no
C19 . C18 . H181 . 119.8 no
C18 . C19 . C20 . 121.3(2) yes
C18 . C19 . C28 . 117.9(2) yes
C20 . C19 . C28 . 120.72(19) yes
C19 . C20 . C21 . 110.38(18) yes
C19 . C20 . H201 . 110.1 no
C21 . C20 . H201 . 109.2 no
C19 . C20 . H202 . 108.9 no
C21 . C20 . H202 . 108.8 no
H201 . C20 . H202 . 109.5 no
C20 . C21 . C22 . 119.8(2) yes
C20 . C21 . C27 . 121.8(2) yes
C22 . C21 . C27 . 118.3(2) yes
C21 . C22 . C23 . 121.2(2) yes
C21 . C22 . H221 . 119.7 no
C23 . C22 . H221 . 119.0 no
C22 . C23 . C24 . 119.3(2) yes
C22 . C23 . H231 . 119.9 no
C24 . C23 . H231 . 120.7 no
C1 . C24 . C23 . 121.5(2) yes
C1 . C24 . H241 . 119.1 no
C23 . C24 . H241 . 119.4 no
C6 . O25 . C26 . 120.21(16) yes
C10 . C26 . O25 . 120.15(19) yes
C10 . C26 . O47 . 123.2(2) yes
O25 . C26 . O47 . 116.6(2) yes
C21 . C27 . C1 . 121.5(2) yes
C21 . C27 . O31 . 119.2(2) yes
C1 . C27 . O31 . 119.3(2) yes
C19 . C28 . C15 . 122.11(19) yes
C19 . C28 . O35 . 118.6(2) yes
C15 . C28 . O35 . 119.26(19) yes
C9 . C29 . C13 . 121.5(2) yes
C9 . C29 . O39 . 119.29(19) yes
C13 . C29 . O39 . 119.21(19) yes
C7 . C30 . C3 . 121.6(2) yes
C7 . C30 . O43 . 118.47(18) yes
C3 . C30 . O43 . 119.88(19) yes
C27 . O31 . C32 . 109.5(2) yes
C27 . O31 . C132 . 116.7(12) yes
O31 . C32 . C33 . 109.2(3) yes
O31 . C32 . H321 . 109.6 no
C33 . C32 . H321 . 109.7 no
O31 . C32 . H322 . 109.4 no
C33 . C32 . H322 . 109.4 no
H321 . C32 . H322 . 109.5 no
C32 . C33 . C34 . 111.1(4) yes
C32 . C33 . H331 . 108.9 no
C34 . C33 . H331 . 109.1 no
C32 . C33 . H332 . 109.1 no
C34 . C33 . H332 . 109.2 no
H331 . C33 . H332 . 109.5 no
C33 . C34 . H341 . 109.3 no
C33 . C34 . H342 . 109.6 no
H341 . C34 . H342 . 109.5 no
C33 . C34 . H343 . 109.5 no
H341 . C34 . H343 . 109.5 no
H342 . C34 . H343 . 109.5 no
O31 . C132 . C133 . 109.4(8) yes
O31 . C132 . H1321 . 107.4 no
C133 . C132 . H1321 . 108.4 no
O31 . C132 . H1322 . 111.1 no
C133 . C132 . H1322 . 111.0 no
H1321 . C132 . H1322 . 109.5 no
C132 . C133 . C134 . 107.2(10) yes
C132 . C133 . H1331 . 109.4 no
C134 . C133 . H1331 . 109.3 no
C132 . C133 . H1332 . 109.5 no
C134 . C133 . H1332 . 111.8 no
H1331 . C133 . H1332 . 109.5 no
C133 . C134 . H1341 . 108.8 no
C133 . C134 . H1342 . 111.1 no
H1341 . C134 . H1342 . 109.5 no
C133 . C134 . H1343 . 108.5 no
H1341 . C134 . H1343 . 109.5 no
H1342 . C134 . H1343 . 109.5 no
C28 . O35 . C36 . 112.29(16) yes
O35 . C36 . C37 . 108.90(19) yes
O35 . C36 . H361 . 109.4 no
C37 . C36 . H361 . 109.6 no
O35 . C36 . H362 . 110.2 no
C37 . C36 . H362 . 109.2 no
H361 . C36 . H362 . 109.5 no
C36 . C37 . C38 . 111.1(2) yes
C36 . C37 . H371 . 108.7 no
C38 . C37 . H371 . 108.6 no
C36 . C37 . H372 . 109.2 no
C38 . C37 . H372 . 109.7 no
H371 . C37 . H372 . 109.5 no
C37 . C38 . H381 . 110.5 no
C37 . C38 . H382 . 109.5 no
H381 . C38 . H382 . 109.5 no
C37 . C38 . H383 . 108.4 no
H381 . C38 . H383 . 109.5 no
H382 . C38 . H383 . 109.5 no
C29 . O39 . C40 . 106.49(19) yes
C29 . O39 . C140 . 127.5(4) yes
O39 . C40 . C41 . 107.3(3) yes
O39 . C40 . H401 . 110.1 no
C41 . C40 . H401 . 110.3 no
O39 . C40 . H402 . 109.6 no
C41 . C40 . H402 . 110.1 no
H401 . C40 . H402 . 109.5 no
C40 . C41 . C42 . 111.5(3) yes
C40 . C41 . H411 . 109.4 no
C42 . C41 . H411 . 108.5 no
C40 . C41 . H412 . 109.6 no
C42 . C41 . H412 . 108.4 no
H411 . C41 . H412 . 109.5 no
C41 . C42 . H421 . 110.9 no
C41 . C42 . H422 . 108.7 no
H421 . C42 . H422 . 109.5 no
C41 . C42 . H423 . 108.8 no
H421 . C42 . H423 . 109.5 no
H422 . C42 . H423 . 109.5 no
O39 . C140 . C141 . 106.8(5) yes
O39 . C140 . H1401 . 107.3 no
C141 . C140 . H1401 . 108.8 no
O39 . C140 . H1402 . 114.0 no
C141 . C140 . H1402 . 110.2 no
H1401 . C140 . H1402 . 109.5 no
C140 . C141 . C142 . 110.4(7) yes
C140 . C141 . H1411 . 109.7 no
C142 . C141 . H1411 . 108.2 no
C140 . C141 . H1412 . 108.2 no
C142 . C141 . H1412 . 110.8 no
H1411 . C141 . H1412 . 109.5 no
C141 . C142 . H1421 . 109.1 no
C141 . C142 . H1422 . 110.9 no
H1421 . C142 . H1422 . 109.5 no
C141 . C142 . H1423 . 108.3 no
H1421 . C142 . H1423 . 109.5 no
H1422 . C142 . H1423 . 109.5 no
C30 . O43 . C44 . 108.8(3) yes
C30 . O43 . C144 . 119.2(5) yes
C30 . O43 . C244 . 119.0(11) yes
O43 . C44 . C45 . 110.7(4) yes
O43 . C44 . H441 . 108.7 no
C45 . C44 . H441 . 108.8 no
O43 . C44 . H442 . 110.3 no
C45 . C44 . H442 . 108.8 no
H441 . C44 . H442 . 109.5 no
C44 . C45 . C46 . 114.0(4) yes
C44 . C45 . H451 . 108.9 no
C46 . C45 . H451 . 106.6 no
C44 . C45 . H452 . 108.8 no
C46 . C45 . H452 . 109.0 no
H451 . C45 . H452 . 109.5 no
C45 . C46 . H461 . 111.7 no
C45 . C46 . H462 . 109.6 no
H461 . C46 . H462 . 109.5 no
C45 . C46 . H463 . 107.1 no
H461 . C46 . H463 . 109.5 no
H462 . C46 . H463 . 109.5 no
O43 . C144 . C145 . 107.3(5) yes
O43 . C144 . H1441 . 110.3 no
C145 . C144 . H1441 . 109.3 no
O43 . C144 . H1442 . 109.4 no
C145 . C144 . H1442 . 111.0 no
H1441 . C144 . H1442 . 109.5 no
C144 . C145 . C146 . 106.8(6) yes
C144 . C145 . H1451 . 110.5 no
C146 . C145 . H1451 . 111.8 no
C144 . C145 . H1452 . 108.8 no
C146 . C145 . H1452 . 109.4 no
H1451 . C145 . H1452 . 109.5 no
C145 . C146 . H1461 . 107.5 no
C145 . C146 . H1462 . 109.3 no
H1461 . C146 . H1462 . 109.5 no
C145 . C146 . H1463 . 111.6 no
H1461 . C146 . H1463 . 109.5 no
H1462 . C146 . H1463 . 109.5 no
O43 . C244 . C245 . 105.8(7) yes
O43 . C244 . H2441 . 116.6 no
C245 . C244 . H2441 . 106.2 no
O43 . C244 . H2442 . 107.5 no
C245 . C244 . H2442 . 111.2 no
H2441 . C244 . H2442 . 109.5 no
C244 . C245 . C246 . 108.6(8) yes
C244 . C245 . H2451 . 111.2 no
C246 . C245 . H2451 . 119.6 no
C244 . C245 . H2452 . 106.3 no
C246 . C245 . H2452 . 100.4 no
H2451 . C245 . H2452 . 109.5 no
C245 . C246 . H2461 . 108.4 no
C245 . C246 . H2462 . 100.2 no
H2461 . C246 . H2462 . 109.5 no
C245 . C246 . H2463 . 119.3 no
H2461 . C246 . H2463 . 109.5 no
H2462 . C246 . H2463 . 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 . 1.528(3) yes
C1 . C24 . 1.391(3) yes
C1 . C27 . 1.393(3) yes
C2 . C3 . 1.516(3) yes
C2 . H21 . 0.950 no
C2 . H22 . 0.950 no
C3 . C4 . 1.394(3) yes
C3 . C30 . 1.396(3) yes
C4 . C5 . 1.375(4) yes
C4 . H41 . 0.950 no
C5 . C6 . 1.369(3) yes
C5 . H51 . 0.950 no
C6 . C7 . 1.387(3) yes
C6 . O25 . 1.413(3) yes
C7 . C8 . 1.505(3) yes
C7 . C30 . 1.397(3) yes
C8 . C9 . 1.515(3) yes
C8 . H81 . 0.950 no
C8 . H82 . 0.950 no
C9 . C10 . 1.394(3) yes
C9 . C29 . 1.397(3) yes
C10 . C11 . 1.387(3) yes
C10 . C26 . 1.491(3) yes
C11 . C12 . 1.381(3) yes
C11 . H111 . 0.950 no
C12 . C13 . 1.393(3) yes
C12 . H121 . 0.950 no
C13 . C14 . 1.517(3) yes
C13 . C29 . 1.387(3) yes
C14 . C15 . 1.518(3) yes
C14 . H141 . 0.950 no
C14 . H142 . 0.950 no
C15 . C16 . 1.395(3) yes
C15 . C28 . 1.394(3) yes
C16 . C17 . 1.371(4) yes
C16 . H161 . 0.950 no
C17 . C18 . 1.385(4) yes
C17 . H171 . 0.950 no
C18 . C19 . 1.397(3) yes
C18 . H181 . 0.950 no
C19 . C20 . 1.510(3) yes
C19 . C28 . 1.396(3) yes
C20 . C21 . 1.523(3) yes
C20 . H201 . 0.950 no
C20 . H202 . 0.950 no
C21 . C22 . 1.385(3) yes
C21 . C27 . 1.400(3) yes
C22 . C23 . 1.380(4) yes
C22 . H221 . 0.950 no
C23 . C24 . 1.383(4) yes
C23 . H231 . 0.950 no
C24 . H241 . 0.950 no
O25 . C26 . 1.360(3) yes
C26 . O47 . 1.208(3) yes
C27 . O31 . 1.390(3) yes
C28 . O35 . 1.385(2) yes
C29 . O39 . 1.375(3) yes
C30 . O43 . 1.378(3) yes
O31 . C32 . 1.442(3) yes
O31 . C132 . 1.441(5) yes
C32 . C33 . 1.493(4) yes
C32 . H321 . 0.950 no
C32 . H322 . 0.950 no
C33 . C34 . 1.514(4) yes
C33 . H331 . 0.950 no
C33 . H332 . 0.950 no
C34 . H341 . 0.950 no
C34 . H342 . 0.950 no
C34 . H343 . 0.950 no
C132 . C133 . 1.500(5) yes
C132 . H1321 . 0.950 no
C132 . H1322 . 0.950 no
C133 . C134 . 1.536(5) yes
C133 . H1331 . 0.950 no
C133 . H1332 . 0.950 no
C134 . H1341 . 0.950 no
C134 . H1342 . 0.950 no
C134 . H1343 . 0.950 no
O35 . C36 . 1.437(3) yes
C36 . C37 . 1.495(3) yes
C36 . H361 . 0.950 no
C36 . H362 . 0.950 no
C37 . C38 . 1.517(4) yes
C37 . H371 . 0.950 no
C37 . H372 . 0.950 no
C38 . H381 . 0.950 no
C38 . H382 . 0.950 no
C38 . H383 . 0.950 no
O39 . C40 . 1.463(3) yes
O39 . C140 . 1.434(4) yes
C40 . C41 . 1.496(4) yes
C40 . H401 . 0.950 no
C40 . H402 . 0.950 no
C41 . C42 . 1.533(4) yes
C41 . H411 . 0.950 no
C41 . H412 . 0.950 no
C42 . H421 . 0.950 no
C42 . H422 . 0.950 no
C42 . H423 . 0.950 no
C140 . C141 . 1.494(5) yes
C140 . H1401 . 0.950 no
C140 . H1402 . 0.950 no
C141 . C142 . 1.537(5) yes
C141 . H1411 . 0.950 no
C141 . H1412 . 0.950 no
C142 . H1421 . 0.950 no
C142 . H1422 . 0.950 no
C142 . H1423 . 0.950 no
O43 . C44 . 1.463(4) yes
O43 . C144 . 1.430(4) yes
O43 . C244 . 1.440(5) yes
C44 . C45 . 1.503(4) yes
C44 . H441 . 0.950 no
C44 . H442 . 0.950 no
C45 . C46 . 1.529(4) yes
C45 . H451 . 0.950 no
C45 . H452 . 0.950 no
C46 . H461 . 0.950 no
C46 . H462 . 0.950 no
C46 . H463 . 0.950 no
C144 . C145 . 1.496(5) yes
C144 . H1441 . 0.950 no
C144 . H1442 . 0.950 no
C145 . C146 . 1.542(5) yes
C145 . H1451 . 0.950 no
C145 . H1452 . 0.950 no
C146 . H1461 . 0.950 no
C146 . H1462 . 0.950 no
C146 . H1463 . 0.950 no
C244 . C245 . 1.500(5) yes
C244 . H2441 . 0.950 no
C244 . H2442 . 0.950 no
C245 . C246 . 1.540(5) yes
C245 . H2451 . 0.950 no
C245 . H2452 . 0.950 no
C246 . H2461 . 0.950 no
C246 . H2462 . 0.950 no
C246 . H2463 . 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
C8 . H82 . C144 . 126 0.95 2.54 3.190(9) yes
C37 . H371 . O39 . 135 0.95 2.51 3.251(9) yes
C141 . H401 . C29 . 127 1.13 2.46 3.268(9) yes
C245 . H441 . C30 . 143 0.75 2.39 3.025(9) yes
C45 . H1441 . O43 . 123 0.72 1.97 2.440(9) yes
C46 . H2462 . C246 . 142 0.85 0.95 1.704(9) yes
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
1 1 0 x .
0 2 0 x .
-1 1 0 x .
-2 0 2 x .
-1 0 2 x .
-1 1 1 x .
