#------------------------------------------------------------------------------
#$Date: 2024-03-04 22:42:16 +0200 (Mon, 04 Mar 2024) $
#$Revision: 290267 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/97/7159774.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_7159774
loop_
_publ_author_name
'Agrawal, Abhijeet R.'
'Shiouki, Israa'
'Deree, Yinon'
'Bogoslavsky, Benny'
'Gidron, Ori'
_publ_section_title
;
 Controlling helicene's pitch by molecular tethering
;
_journal_issue                   7
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              1365
_journal_page_last               1368
_journal_paper_doi               10.1039/D3OB02075D
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C48 H44 O2, C0.5 O0.25'
_chemical_formula_sum            'C48.5 H44 O2.25'
_chemical_formula_weight         662.83
_chemical_properties_physical    Light-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-11-02
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2023-09-21 deposited with the CCDC.	2024-01-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.799(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.9449(7)
_cell_length_b                   9.9148(4)
_cell_length_c                   22.8990(9)
_cell_measurement_reflns_used    5720
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      28.2950
_cell_measurement_theta_min      2.2480
_cell_volume                     3956.6(3)
_computing_cell_refinement       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -32.00   4.00   0.50  520.00    --   -3.94 -13.00-154.00   72
  2  ω    -72.00 -41.00   0.50  520.00    --   -3.94 -13.00-154.00   62
  3  ω    -13.00  33.00   0.50  520.00    --    2.69 -99.00-150.00   92
  4  ω    -22.00  24.00   0.50  520.00    --   -3.94 -99.00   0.00   92
  5  ω     -6.00  65.00   0.50  520.00    --   -3.94  13.00  17.00  142
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0308161000
_diffrn_orient_matrix_UB_12      -0.0042105000
_diffrn_orient_matrix_UB_13      -0.0259010000
_diffrn_orient_matrix_UB_21      -0.0264720000
_diffrn_orient_matrix_UB_22      0.0109775000
_diffrn_orient_matrix_UB_23      0.0181093000
_diffrn_orient_matrix_UB_31      0.0022652000
_diffrn_orient_matrix_UB_32      0.0705547000
_diffrn_orient_matrix_UB_33      -0.0043814000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0699
_diffrn_reflns_av_unetI/netI     0.0674
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            28702
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         2.249
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.898
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.113
_exptl_crystal_description       needle
_exptl_crystal_F_000             1412
_exptl_crystal_size_max          0.253
_exptl_crystal_size_mid          0.047
_exptl_crystal_size_min          0.042
_refine_diff_density_max         1.086
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     477
_refine_ls_number_reflns         7751
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.1273
_refine_ls_R_factor_gt           0.0791
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1712P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2177
_refine_ls_wR_factor_ref         0.2474
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4905
_reflns_number_total             7751
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob02075d2.cif
_cod_data_source_block           origi95
_cod_depositor_comments
'Adding full bibliography for 7159772--7159774.cif.'
_cod_original_formula_sum        'C48.50 H44 O2.25'
_cod_database_code               7159774
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C50 H44 O2'
_chemical_oxdiff_usercomment     ARA_2_32C6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.997
_shelx_estimated_absorpt_t_min   0.983
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: O1E(0.25) C1EA(0.125) C1EB(0.125) C2EA(0.125) C2EB(0.125)
3.a Secondary CH2 refined with riding coordinates:
 C43(H43A,H43B), C44(H44A,H44B), C45(H45A,H45B), C46(H46A,H46B), C47(H47A,
 H47B), C48(H48A,H48B)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C10(H10), C11(H11), C15(H15), C16(H16), C18(H18), C19(H19),
 C20(H20), C23(H23), C24(H24), C26(H26), C27(H27), C28(H28)
3.c Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C), C40(H40A,H40B,
 H40C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.037
_oxdiff_exptl_absorpt_empirical_full_min 0.589
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.56623(12) 0.3095(2) 0.77747(9) 0.0434(5) Uani 1 1 d . . . . .
O2 O 0.75003(10) 0.3787(2) 0.63984(8) 0.0389(5) Uani 1 1 d . . . . .
C1 C 0.61346(14) 0.2540(3) 0.59216(11) 0.0318(6) Uani 1 1 d . . . . .
C2 C 0.58826(14) 0.1495(3) 0.62483(11) 0.0325(6) Uani 1 1 d . . . . .
C3 C 0.60310(15) 0.0113(3) 0.61449(12) 0.0368(6) Uani 1 1 d . . . . .
H3 H 0.634456 -0.011038 0.587820 0.044 Uiso 1 1 calc R U . . .
C4 C 0.57332(16) -0.0880(3) 0.64198(13) 0.0402(7) Uani 1 1 d . . . . .
H4 H 0.578386 -0.178883 0.630406 0.048 Uiso 1 1 calc R U . . .
C5 C 0.53422(16) -0.0598(3) 0.68821(13) 0.0392(6) Uani 1 1 d . . . . .
C6 C 0.52694(14) 0.0747(3) 0.70604(12) 0.0354(6) Uani 1 1 d . . . . .
C7 C 0.54216(15) 0.1805(3) 0.66617(11) 0.0339(6) Uani 1 1 d . . . . .
C8 C 0.50408(15) 0.3068(3) 0.65883(11) 0.0348(6) Uani 1 1 d . . . . .
C9 C 0.52618(15) 0.4084(3) 0.62327(11) 0.0339(6) Uani 1 1 d . . . . .
C10 C 0.48056(16) 0.5279(3) 0.60764(12) 0.0375(6) Uani 1 1 d . . . . .
H10 H 0.438670 0.544070 0.625427 0.045 Uiso 1 1 calc R U . . .
C11 C 0.49647(16) 0.6173(3) 0.56809(12) 0.0367(6) Uani 1 1 d . . . . .
H11 H 0.461228 0.688146 0.553775 0.044 Uiso 1 1 calc R U . . .
C12 C 0.56480(16) 0.6080(3) 0.54723(12) 0.0357(6) Uani 1 1 d . . . . .
C13 C 0.61734(15) 0.5021(3) 0.56721(11) 0.0328(6) Uani 1 1 d . . . . .
C14 C 0.58985(14) 0.3886(3) 0.59693(11) 0.0321(6) Uani 1 1 d . . . . .
C15 C 0.50276(18) -0.1671(3) 0.71618(14) 0.0470(7) Uani 1 1 d . . . . .
H15 H 0.505520 -0.256831 0.702283 0.056 Uiso 1 1 calc R U . . .
C16 C 0.46932(18) -0.1438(4) 0.76178(15) 0.0509(8) Uani 1 1 d . . . . .
H16 H 0.443077 -0.214643 0.776406 0.061 Uiso 1 1 calc R U . . .
C17 C 0.47304(16) -0.0128(4) 0.78840(14) 0.0460(7) Uani 1 1 d . . . . .
C18 C 0.44983(18) 0.0054(4) 0.84296(15) 0.0530(8) Uani 1 1 d . . . . .
H18 H 0.423549 -0.064793 0.857968 0.064 Uiso 1 1 calc R U . . .
C19 C 0.4652(2) 0.1232(4) 0.87366(15) 0.0543(9) Uani 1 1 d . . . . .
H19 H 0.448448 0.135492 0.909649 0.065 Uiso 1 1 calc R U . . .
C20 C 0.50503(18) 0.2259(4) 0.85326(14) 0.0474(7) Uani 1 1 d . . . . .
H20 H 0.518388 0.305045 0.876814 0.057 Uiso 1 1 calc R U . . .
C21 C 0.52550(16) 0.2140(3) 0.79877(12) 0.0401(7) Uani 1 1 d . . . . .
C22 C 0.50619(15) 0.0964(3) 0.76277(12) 0.0385(6) Uani 1 1 d . . . . .
C23 C 0.58024(17) 0.7048(3) 0.50548(12) 0.0386(6) Uani 1 1 d . . . . .
H23 H 0.544158 0.774568 0.491401 0.046 Uiso 1 1 calc R U . . .
C24 C 0.64544(18) 0.6987(3) 0.48561(13) 0.0418(7) Uani 1 1 d . . . . .
H24 H 0.651155 0.755652 0.453585 0.050 Uiso 1 1 calc R U . . .
C25 C 0.70545(17) 0.6082(3) 0.51210(12) 0.0391(6) Uani 1 1 d . . . . .
C26 C 0.77752(19) 0.6188(3) 0.49857(14) 0.0455(7) Uani 1 1 d . . . . .
H26 H 0.783512 0.675495 0.466564 0.055 Uiso 1 1 calc R U . . .
C27 C 0.83892(18) 0.5487(4) 0.53080(15) 0.0490(8) Uani 1 1 d . . . . .
H27 H 0.887247 0.555623 0.520864 0.059 Uiso 1 1 calc R U . . .
C28 C 0.83077(17) 0.4663(3) 0.57870(14) 0.0459(7) Uani 1 1 d . . . . .
H28 H 0.874419 0.421677 0.602470 0.055 Uiso 1 1 calc R U . . .
C29 C 0.76068(16) 0.4495(3) 0.59162(12) 0.0375(6) Uani 1 1 d . . . . .
C30 C 0.69334(15) 0.5142(3) 0.55605(11) 0.0344(6) Uani 1 1 d . . . . .
C31 C 0.65557(15) 0.2161(3) 0.54854(12) 0.0344(6) Uani 1 1 d . . . . .
C32 C 0.68487(16) 0.1780(3) 0.51001(12) 0.0369(6) Uani 1 1 d . . . . .
C33 C 0.71904(18) 0.1315(3) 0.46101(13) 0.0431(7) Uani 1 1 d . . . . .
C34 C 0.7754(2) 0.0173(4) 0.48469(17) 0.0577(9) Uani 1 1 d . . . . .
H34A H 0.816547 0.051011 0.517624 0.086 Uiso 1 1 calc R U . . .
H34B H 0.797432 -0.016100 0.452179 0.086 Uiso 1 1 calc R U . . .
H34C H 0.748326 -0.056305 0.499432 0.086 Uiso 1 1 calc R U . . .
C35 C 0.6542(2) 0.0746(5) 0.41010(16) 0.0742(13) Uani 1 1 d . . . . .
H35A H 0.676503 0.029499 0.380209 0.111 Uiso 1 1 calc R U . . .
H35B H 0.621017 0.148590 0.390866 0.111 Uiso 1 1 calc R U . . .
H35C H 0.623758 0.009687 0.426912 0.111 Uiso 1 1 calc R U . . .
C36 C 0.7592(4) 0.2483(5) 0.4392(2) 0.0917(17) Uani 1 1 d . . . . .
H36A H 0.801048 0.280410 0.472002 0.138 Uiso 1 1 calc R U . . .
H36B H 0.722496 0.321690 0.425841 0.138 Uiso 1 1 calc R U . . .
H36C H 0.780185 0.218706 0.405506 0.138 Uiso 1 1 calc R U . . .
C37 C 0.43639(17) 0.3270(3) 0.68085(12) 0.0385(7) Uani 1 1 d . . . . .
C38 C 0.37739(18) 0.3434(3) 0.69538(13) 0.0431(7) Uani 1 1 d . . . . .
C39 C 0.3032(2) 0.3624(4) 0.71154(15) 0.0520(8) Uani 1 1 d . . . . .
C40 C 0.2661(2) 0.4906(4) 0.68214(18) 0.0614(10) Uani 1 1 d . . . . .
H40A H 0.299052 0.567918 0.697451 0.092 Uiso 1 1 calc R U . . .
H40B H 0.216012 0.502637 0.691489 0.092 Uiso 1 1 calc R U . . .
H40C H 0.259322 0.484242 0.638476 0.092 Uiso 1 1 calc R U . . .
C41 C 0.3150(3) 0.3711(6) 0.77900(18) 0.0843(15) Uani 1 1 d . . . . .
H41A H 0.338924 0.287710 0.797480 0.126 Uiso 1 1 calc R U . . .
H41B H 0.265267 0.383323 0.789007 0.126 Uiso 1 1 calc R U . . .
H41C H 0.348350 0.447853 0.794260 0.126 Uiso 1 1 calc R U . . .
C42 C 0.2504(3) 0.2418(5) 0.6866(2) 0.0783(12) Uani 1 1 d . . . . .
H42A H 0.243924 0.236155 0.642921 0.117 Uiso 1 1 calc R U . . .
H42B H 0.200181 0.254716 0.695665 0.117 Uiso 1 1 calc R U . . .
H42C H 0.273552 0.158103 0.705324 0.117 Uiso 1 1 calc R U . . .
C43 C 0.6131(2) 0.4038(3) 0.81730(14) 0.0510(8) Uani 1 1 d . . . . .
H43A H 0.583860 0.440494 0.845314 0.061 Uiso 1 1 calc R U . . .
H43B H 0.626466 0.479804 0.793684 0.061 Uiso 1 1 calc R U . . .
C44 C 0.6859(2) 0.3384(4) 0.85294(14) 0.0622(10) Uani 1 1 d . . . . .
H44A H 0.673130 0.280297 0.884372 0.075 Uiso 1 1 calc R U . . .
H44B H 0.721209 0.409663 0.873416 0.075 Uiso 1 1 calc R U . . .
C45 C 0.7268(2) 0.2540(4) 0.81504(15) 0.0590(10) Uani 1 1 d . . . . .
H45A H 0.694424 0.174780 0.799598 0.071 Uiso 1 1 calc R U . . .
H45B H 0.775317 0.220002 0.841078 0.071 Uiso 1 1 calc R U . . .
C46 C 0.74497(17) 0.3285(3) 0.76209(13) 0.0434(7) Uani 1 1 d . . . . .
H46A H 0.696503 0.360611 0.735262 0.052 Uiso 1 1 calc R U . . .
H46B H 0.776712 0.408616 0.777177 0.052 Uiso 1 1 calc R U . . .
C47 C 0.78727(18) 0.2411(3) 0.72625(15) 0.0484(8) Uani 1 1 d . . . . .
H47A H 0.831700 0.198782 0.754322 0.058 Uiso 1 1 calc R U . . .
H47B H 0.752616 0.167771 0.706876 0.058 Uiso 1 1 calc R U . . .
C48 C 0.81563(17) 0.3158(3) 0.67848(14) 0.0450(7) Uani 1 1 d . . . . .
H48A H 0.853875 0.384784 0.697060 0.054 Uiso 1 1 calc R U . . .
H48B H 0.840044 0.252513 0.655260 0.054 Uiso 1 1 calc R U . . .
O1E O 0.5001(7) 0.4734(11) 0.9861(5) 0.064(3) Uiso 0.25 1 d . . P . .
C1EA C 0.5046(8) 0.5817(15) 0.9518(7) 0.011(3) Uiso 0.125 1 d . . P A 1
C1EB C 0.5067(11) 0.6223(19) 0.9809(9) 0.025(4) Uiso 0.125 1 d . . P A 2
C2EA C 0.5215(12) 0.740(2) 0.9572(10) 0.031(4) Uiso 0.125 1 d . . P A 1
C2EB C 0.5033(17) 0.675(3) 0.9344(14) 0.056(7) Uiso 0.125 1 d . . P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-20 0 25 0.0246
20 0 -25 0.0151
15 1 20 0.0037
-15 -1 -20 0.0430
0 14 -8 0.0830
0 10 -21 0.0643
-12 -11 15 0.1222
-18 -9 -5 0.1089
-19 5 -11 0.0570
-5 1 -29 0.0341
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C21 O1 C43 120.8(2) . . ?
C29 O2 C48 118.1(2) . . ?
C2 C1 C31 117.6(2) . . ?
C14 C1 C2 120.8(2) . . ?
C14 C1 C31 121.1(2) . . ?
C1 C2 C3 121.3(2) . . ?
C1 C2 C7 120.1(2) . . ?
C3 C2 C7 118.4(3) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.0(3) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 119.2 . . ?
C3 C4 C5 121.5(3) . . ?
C5 C4 H4 119.2 . . ?
C6 C5 C4 119.7(3) . . ?
C6 C5 C15 120.1(3) . . ?
C15 C5 C4 120.2(3) . . ?
C5 C6 C7 117.1(2) . . ?
C5 C6 C22 117.5(3) . . ?
C22 C6 C7 125.5(3) . . ?
C2 C7 C6 118.9(2) . . ?
C8 C7 C2 116.7(2) . . ?
C8 C7 C6 123.6(2) . . ?
C7 C8 C37 120.4(3) . . ?
C9 C8 C7 120.4(2) . . ?
C9 C8 C37 118.7(2) . . ?
C8 C9 C10 120.7(2) . . ?
C8 C9 C14 120.6(2) . . ?
C14 C9 C10 118.3(3) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.7(3) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 H11 119.2 . . ?
C10 C11 C12 121.5(3) . . ?
C12 C11 H11 119.2 . . ?
C11 C12 C23 120.2(3) . . ?
C13 C12 C11 120.1(3) . . ?
C13 C12 C23 119.7(3) . . ?
C12 C13 C14 116.8(2) . . ?
C12 C13 C30 117.7(3) . . ?
C30 C13 C14 125.6(2) . . ?
C1 C14 C9 116.6(3) . . ?
C1 C14 C13 123.5(2) . . ?
C9 C14 C13 118.9(2) . . ?
C5 C15 H15 119.4 . . ?
C16 C15 C5 121.3(3) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.3(3) . . ?
C17 C16 H16 119.9 . . ?
C18 C17 C16 119.8(3) . . ?
C18 C17 C22 120.2(3) . . ?
C22 C17 C16 119.7(3) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.0(3) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 119.5 . . ?
C18 C19 C20 121.0(3) . . ?
C20 C19 H19 119.5 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.6(3) . . ?
C21 C20 H20 119.7 . . ?
O1 C21 C20 123.1(3) . . ?
O1 C21 C22 116.2(3) . . ?
C20 C21 C22 120.7(3) . . ?
C17 C22 C6 118.5(3) . . ?
C21 C22 C6 124.2(3) . . ?
C21 C22 C17 116.8(3) . . ?
C12 C23 H23 119.4 . . ?
C24 C23 C12 121.1(3) . . ?
C24 C23 H23 119.4 . . ?
C23 C24 H24 119.6 . . ?
C23 C24 C25 120.8(3) . . ?
C25 C24 H24 119.6 . . ?
C24 C25 C30 119.1(3) . . ?
C26 C25 C24 120.2(3) . . ?
C26 C25 C30 120.5(3) . . ?
C25 C26 H26 119.6 . . ?
C27 C26 C25 120.8(3) . . ?
C27 C26 H26 119.6 . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 119.9(3) . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 119.6 . . ?
C29 C28 C27 120.8(3) . . ?
C29 C28 H28 119.6 . . ?
O2 C29 C28 123.5(3) . . ?
O2 C29 C30 115.4(2) . . ?
C28 C29 C30 121.0(3) . . ?
C25 C30 C13 119.1(2) . . ?
C25 C30 C29 116.3(3) . . ?
C29 C30 C13 124.2(3) . . ?
C32 C31 C1 174.1(3) . . ?
C31 C32 C33 178.3(3) . . ?
C32 C33 C34 108.8(2) . . ?
C32 C33 C35 108.2(3) . . ?
C32 C33 C36 109.2(3) . . ?
C34 C33 C35 108.2(3) . . ?
C36 C33 C34 111.0(4) . . ?
C36 C33 C35 111.3(4) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C38 C37 C8 175.7(3) . . ?
C37 C38 C39 178.3(3) . . ?
C38 C39 C40 108.8(3) . . ?
C38 C39 C41 110.4(3) . . ?
C38 C39 C42 108.6(3) . . ?
C40 C39 C42 108.6(3) . . ?
C41 C39 C40 110.2(3) . . ?
C41 C39 C42 110.2(4) . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C39 C42 H42A 109.5 . . ?
C39 C42 H42B 109.5 . . ?
C39 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O1 C43 H43A 109.3 . . ?
O1 C43 H43B 109.3 . . ?
O1 C43 C44 111.4(3) . . ?
H43A C43 H43B 108.0 . . ?
C44 C43 H43A 109.3 . . ?
C44 C43 H43B 109.3 . . ?
C43 C44 H44A 108.8 . . ?
C43 C44 H44B 108.8 . . ?
C43 C44 C45 113.7(3) . . ?
H44A C44 H44B 107.7 . . ?
C45 C44 H44A 108.8 . . ?
C45 C44 H44B 108.8 . . ?
C44 C45 H45A 108.7 . . ?
C44 C45 H45B 108.7 . . ?
C44 C45 C46 114.4(3) . . ?
H45A C45 H45B 107.6 . . ?
C46 C45 H45A 108.7 . . ?
C46 C45 H45B 108.7 . . ?
C45 C46 H46A 109.1 . . ?
C45 C46 H46B 109.1 . . ?
H46A C46 H46B 107.8 . . ?
C47 C46 C45 112.6(3) . . ?
C47 C46 H46A 109.1 . . ?
C47 C46 H46B 109.1 . . ?
C46 C47 H47A 108.7 . . ?
C46 C47 H47B 108.7 . . ?
H47A C47 H47B 107.6 . . ?
C48 C47 C46 114.3(3) . . ?
C48 C47 H47A 108.7 . . ?
C48 C47 H47B 108.7 . . ?
O2 C48 C47 107.0(2) . . ?
O2 C48 H48A 110.3 . . ?
O2 C48 H48B 110.3 . . ?
C47 C48 H48A 110.3 . . ?
C47 C48 H48B 110.3 . . ?
H48A C48 H48B 108.6 . . ?
O1E O1E C1EA 60.3(16) 3_667 3_667 ?
O1E O1E C1EA 87.3(18) 3_667 . ?
O1E O1E C1EB 56.3(16) 3_667 . ?
O1E O1E C1EB 90(2) 3_667 3_667 ?
C1EA O1E C1EA 147.6(8) . 3_667 ?
C1EB O1E C1EB 146.2(9) 3_667 . ?
O1E C1EA O1E 32.4(8) . 3_667 ?
O1E C1EA C2EA 141.0(15) . . ?
O1E C1EA C2EA 109.1(13) 3_667 . ?
O1E C1EB O1E 33.8(9) 3_667 . ?
C2EB C1EB O1E 122(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C21 1.356(4) . ?
O1 C43 1.431(4) . ?
O2 C29 1.360(4) . ?
O2 C48 1.435(3) . ?
C1 C2 1.413(4) . ?
C1 C14 1.412(4) . ?
C1 C31 1.439(4) . ?
C2 C3 1.427(4) . ?
C2 C7 1.431(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.345(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.430(4) . ?
C5 C6 1.409(4) . ?
C5 C15 1.426(4) . ?
C6 C7 1.458(4) . ?
C6 C22 1.450(4) . ?
C7 C8 1.417(4) . ?
C8 C9 1.411(4) . ?
C8 C37 1.436(4) . ?
C9 C10 1.436(4) . ?
C9 C14 1.427(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.345(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.421(4) . ?
C12 C13 1.412(4) . ?
C12 C23 1.427(4) . ?
C13 C14 1.461(4) . ?
C13 C30 1.451(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.343(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.429(5) . ?
C17 C18 1.420(5) . ?
C17 C22 1.428(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.357(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.388(5) . ?
C20 H20 0.9500 . ?
C20 C21 1.387(4) . ?
C21 C22 1.422(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.354(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.422(4) . ?
C25 C26 1.404(4) . ?
C25 C30 1.426(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.361(5) . ?
C27 H27 0.9500 . ?
C27 C28 1.403(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.369(4) . ?
C29 C30 1.437(4) . ?
C31 C32 1.191(4) . ?
C32 C33 1.475(4) . ?
C33 C34 1.529(5) . ?
C33 C35 1.545(5) . ?
C33 C36 1.511(5) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C38 1.194(4) . ?
C38 C39 1.476(4) . ?
C39 C40 1.516(5) . ?
C39 C41 1.511(5) . ?
C39 C42 1.549(6) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C43 C44 1.511(5) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C44 C45 1.515(6) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C45 C46 1.521(4) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C46 C47 1.516(5) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C48 1.507(5) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
O1E O1E 0.828(18) 3_667 ?
O1E C1EA 1.343(19) . ?
O1E C1EA 1.544(19) 3_667 ?
O1E C1EB 1.49(2) . ?
O1E C1EB 1.24(2) 3_667 ?
C1EA C2EA 1.60(3) . ?
C1EB C2EB 1.17(4) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C21 C22 C6 -0.3(4) . . . . ?
O1 C21 C22 C17 171.4(2) . . . . ?
O1 C43 C44 C45 47.0(4) . . . . ?
O2 C29 C30 C13 -3.1(4) . . . . ?
O2 C29 C30 C25 169.1(2) . . . . ?
C1 C2 C3 C4 -174.2(2) . . . . ?
C1 C2 C7 C6 -170.5(2) . . . . ?
C1 C2 C7 C8 19.3(3) . . . . ?
C2 C1 C14 C9 -15.1(3) . . . . ?
C2 C1 C14 C13 176.3(2) . . . . ?
C2 C3 C4 C5 -8.2(4) . . . . ?
C2 C7 C8 C9 -15.6(3) . . . . ?
C2 C7 C8 C37 156.3(2) . . . . ?
C3 C2 C7 C6 13.9(3) . . . . ?
C3 C2 C7 C8 -156.2(2) . . . . ?
C3 C4 C5 C6 -0.5(4) . . . . ?
C3 C4 C5 C15 179.5(3) . . . . ?
C4 C5 C6 C7 15.4(4) . . . . ?
C4 C5 C6 C22 -163.7(2) . . . . ?
C4 C5 C15 C16 176.5(3) . . . . ?
C5 C6 C7 C2 -22.0(3) . . . . ?
C5 C6 C7 C8 147.4(3) . . . . ?
C5 C6 C22 C17 -18.0(4) . . . . ?
C5 C6 C22 C21 153.6(3) . . . . ?
C5 C15 C16 C17 -7.9(5) . . . . ?
C6 C5 C15 C16 -3.5(4) . . . . ?
C6 C7 C8 C9 174.8(2) . . . . ?
C6 C7 C8 C37 -13.3(4) . . . . ?
C7 C2 C3 C4 1.3(4) . . . . ?
C7 C6 C22 C17 163.1(3) . . . . ?
C7 C6 C22 C21 -25.3(4) . . . . ?
C7 C8 C9 C10 170.0(2) . . . . ?
C7 C8 C9 C14 -3.5(4) . . . . ?
C8 C9 C10 C11 -172.1(2) . . . . ?
C8 C9 C14 C1 18.9(3) . . . . ?
C8 C9 C14 C13 -171.9(2) . . . . ?
C9 C10 C11 C12 -9.5(4) . . . . ?
C10 C9 C14 C1 -154.7(2) . . . . ?
C10 C9 C14 C13 14.4(3) . . . . ?
C10 C11 C12 C13 1.0(4) . . . . ?
C10 C11 C12 C23 -179.7(2) . . . . ?
C11 C12 C13 C14 14.6(3) . . . . ?
C11 C12 C13 C30 -166.0(2) . . . . ?
C11 C12 C23 C24 179.2(2) . . . . ?
C12 C13 C14 C1 146.1(2) . . . . ?
C12 C13 C14 C9 -22.2(3) . . . . ?
C12 C13 C30 C25 -17.6(3) . . . . ?
C12 C13 C30 C29 154.4(2) . . . . ?
C12 C23 C24 C25 -9.2(4) . . . . ?
C13 C12 C23 C24 -1.5(4) . . . . ?
C14 C1 C2 C3 171.5(2) . . . . ?
C14 C1 C2 C7 -3.9(4) . . . . ?
C14 C9 C10 C11 1.5(4) . . . . ?
C14 C13 C30 C25 161.7(2) . . . . ?
C14 C13 C30 C29 -26.3(4) . . . . ?
C15 C5 C6 C7 -164.6(2) . . . . ?
C15 C5 C6 C22 16.3(4) . . . . ?
C15 C16 C17 C18 -168.8(3) . . . . ?
C15 C16 C17 C22 5.8(4) . . . . ?
C16 C17 C18 C19 168.9(3) . . . . ?
C16 C17 C22 C6 7.2(4) . . . . ?
C16 C17 C22 C21 -164.9(3) . . . . ?
C17 C18 C19 C20 -1.5(5) . . . . ?
C18 C17 C22 C6 -178.1(3) . . . . ?
C18 C17 C22 C21 9.7(4) . . . . ?
C18 C19 C20 C21 4.4(5) . . . . ?
C19 C20 C21 O1 -178.1(3) . . . . ?
C19 C20 C21 C22 -0.1(5) . . . . ?
C20 C21 C22 C6 -178.5(3) . . . . ?
C20 C21 C22 C17 -6.8(4) . . . . ?
C21 O1 C43 C44 74.7(4) . . . . ?
C22 C6 C7 C2 157.0(2) . . . . ?
C22 C6 C7 C8 -33.6(4) . . . . ?
C22 C17 C18 C19 -5.8(5) . . . . ?
C23 C12 C13 C14 -164.6(2) . . . . ?
C23 C12 C13 C30 14.7(3) . . . . ?
C23 C24 C25 C26 -169.0(3) . . . . ?
C23 C24 C25 C30 6.0(4) . . . . ?
C24 C25 C26 C27 168.9(3) . . . . ?
C24 C25 C30 C13 7.5(4) . . . . ?
C24 C25 C30 C29 -165.1(2) . . . . ?
C25 C26 C27 C28 -0.9(5) . . . . ?
C26 C25 C30 C13 -177.6(2) . . . . ?
C26 C25 C30 C29 9.9(4) . . . . ?
C26 C27 C28 C29 3.5(5) . . . . ?
C27 C28 C29 O2 -175.3(3) . . . . ?
C27 C28 C29 C30 0.8(4) . . . . ?
C28 C29 C30 C13 -179.5(3) . . . . ?
C28 C29 C30 C25 -7.3(4) . . . . ?
C29 O2 C48 C47 -178.0(2) . . . . ?
C30 C13 C14 C1 -33.2(4) . . . . ?
C30 C13 C14 C9 158.5(2) . . . . ?
C30 C25 C26 C27 -6.0(4) . . . . ?
C31 C1 C2 C3 -0.8(4) . . . . ?
C31 C1 C2 C7 -176.2(2) . . . . ?
C31 C1 C14 C9 156.9(2) . . . . ?
C31 C1 C14 C13 -11.7(4) . . . . ?
C37 C8 C9 C10 -2.1(4) . . . . ?
C37 C8 C9 C14 -175.5(2) . . . . ?
C43 O1 C21 C20 22.2(4) . . . . ?
C43 O1 C21 C22 -156.0(3) . . . . ?
C43 C44 C45 C46 54.6(4) . . . . ?
C44 C45 C46 C47 178.8(3) . . . . ?
C45 C46 C47 C48 -172.3(3) . . . . ?
C46 C47 C48 O2 -56.8(3) . . . . ?
C48 O2 C29 C28 -1.4(4) . . . . ?
C48 O2 C29 C30 -177.7(2) . . . . ?
O1E O1E C1EA C2EA 13(3) 3_667 . . . ?
O1E O1E C1EB C2EB -171(3) 3_667 . . . ?
C1EA O1E C1EA O1E -0.001(3) 3_667 . . 3_667 ?
C1EA O1E C1EA C2EA 13(3) 3_667 . . . ?
C1EB O1E C1EB O1E 0.000(7) 3_667 . . 3_667 ?
C1EB O1E C1EB C2EB -171(3) 3_667 . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-20.1822 -0.0788 25.0272 -0.0260 0.9866 -0.1609
20.2013 -0.3161 -24.9895 0.0261 -0.9908 0.1329
15.2103 0.6494 20.3914 -0.9996 -0.0262 -0.0091
-15.2103 -0.6494 -20.3914 0.9996 0.0262 0.0091
0.3582 13.5829 -7.5015 0.1261 0.0038 0.9920
0.0706 10.2867 -21.2337 0.5045 -0.2735 0.8190
-12.4006 -11.0843 15.1106 0.0374 0.4802 -0.8763
-17.9036 -8.8102 -4.6112 0.7083 0.2937 -0.6420
-18.8645 5.3685 -11.3393 0.8524 0.3530 0.3857
-5.3193 0.5755 -28.9998 0.9126 -0.3780 0.1556
