#------------------------------------------------------------------------------
#$Date: 2021-06-04 04:03:51 +0300 (Fri, 04 Jun 2021) $
#$Revision: 265762 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/00/04/8000497.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_8000497
loop_
_publ_author_name
'Hamamoto, Yosuke'
'Hirao, Yasukazu'
'Kubo, Takashi'
_publ_section_title
;
 Biradicaloid Behavior of a Twisted Double Bond.
;
_journal_issue                   19
_journal_name_full               'The journal of physical chemistry letters'
_journal_page_first              4729
_journal_page_last               4734
_journal_paper_doi               10.1021/acs.jpclett.1c00664
_journal_volume                  12
_journal_year                    2021
_chemical_formula_moiety         'C60 H80 O6'
_chemical_formula_sum            'C60 H80 O6'
_chemical_formula_weight         897.24
_chemical_name_common
;
3,3',6,6'-tetra-n-octoxybianthrone (Twisted conformer)
;
_chemical_name_systematic
;
3,3',6,6'-tetraoctoxy-10H,10'H-[9,9'-bianthracenylidene]-10,10'-dione
;
_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             2019-10-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 93.159(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.7405(2)
_cell_length_b                   38.8619(13)
_cell_length_c                   19.7039(7)
_cell_measurement_reflns_used    7033
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      73.8030
_cell_measurement_theta_min      2.2550
_cell_volume                     5153.6(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.41a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.41a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.41a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -64.00  37.00   0.50   10.00    --  -43.30  19.00 -90.00  202
  2  ω    -40.00 -14.00   0.50   10.00    --  -43.30  37.00 150.00   52
  3  ω     36.00  78.00   0.50   10.00    --   43.30-125.00 120.00   84
  4  ω     11.00  45.00   0.50   10.00    --   43.30 -37.00 -90.00   68
  5  ω    -54.00 -28.00   0.50   40.00    -- -100.00  61.00  60.00   52
  6  ω    -60.00 -28.00   0.50   40.00    -- -100.00  61.00 -30.00   64
  7  ω    -50.00 -21.00   0.50   40.00    -- -100.00  30.00 150.00   58
  8  ω    -48.00 -22.00   0.50   40.00    -- -100.00  30.00 120.00   52
  9  ω   -126.00 -91.00   0.50   40.00    -- -100.00 -15.00 150.00   70
 10  ω    -83.00 -26.00   0.50   40.00    -- -100.00  77.00   0.00  114
 11  ω    -75.00 -50.00   0.50   40.00    -- -100.00 -15.00 150.00   50
 12  ω    -83.00 -58.00   0.50   40.00    -- -100.00  77.00 -30.00   50
 13  ω   -111.00 -34.00   0.50   40.00    -- -100.00 125.00-150.00  154
 14  ω   -174.00-142.00   0.50   40.00    -- -100.00 -15.00 150.00   64
 15  ω     32.00  61.00   0.50   40.00    --  107.75 -45.00 -60.00   58
 16  ω    136.00 168.00   0.50   40.00    --  107.75  45.00-120.00   64
 17  ω     29.00  55.00   0.50   40.00    --  107.75 -30.00 150.00   52
 18  ω     37.00  86.00   0.50   40.00    --  107.75 -77.00   0.00   98
 19  ω     29.00  54.00   0.50   40.00    --  107.75 -30.00  90.00   50
 20  ω     69.00 112.00   0.50   40.00    --  107.75-125.00 120.00   86
 21  ω     34.00  65.00   0.50   40.00    --  107.75-125.00 120.00   62
 22  ω     93.00 120.00   0.50   40.00    --  107.75  45.00-120.00   54
 23  ω     40.00  68.00   0.50   40.00    --  107.75 -77.00 -90.00   56
 24  ω     33.00  61.00   0.50   40.00    --  107.75 -45.00 -90.00   56
 25  ω   -126.00 -78.00   0.50   40.00    -- -100.00-125.00 150.00   96
 26  ω    -88.00 -62.00   0.50   40.00    -- -100.00 125.00 -90.00   52
 27  ω     59.00  85.00   0.50   40.00    --  107.75 -77.00  30.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0477771000
_diffrn_orient_matrix_UB_12      0.0329915000
_diffrn_orient_matrix_UB_13      0.0410008000
_diffrn_orient_matrix_UB_21      0.0035010000
_diffrn_orient_matrix_UB_22      -0.0209087000
_diffrn_orient_matrix_UB_23      0.0664688000
_diffrn_orient_matrix_UB_31      0.2239544000
_diffrn_orient_matrix_UB_32      -0.0067200000
_diffrn_orient_matrix_UB_33      -0.0053692000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0849
_diffrn_reflns_av_unetI/netI     0.0744
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       46
_diffrn_reflns_limit_k_min       -46
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            25524
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.250
_diffrn_reflns_theta_min         2.274
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              FR
_exptl_absorpt_coefficient_mu    0.564
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58914
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.41a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark violet'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_description       fibrous
_exptl_crystal_F_000             1952
_exptl_crystal_size_max          0.318
_exptl_crystal_size_mid          0.016
_exptl_crystal_size_min          0.011
_refine_diff_density_max         0.524
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     693
_refine_ls_number_reflns         9200
_refine_ls_number_restraints     162
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.1462
_refine_ls_R_factor_gt           0.1102
_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)+(0.1306P)²+20.9462P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3056
_refine_ls_wR_factor_ref         0.3269
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6075
_reflns_number_total             9200
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jz1c00664_si_002.cif
_cod_data_source_block           BA3-Twisted
_cod_depositor_comments
'Adding full bibliography for 8000496--8000497.cif.'
_cod_database_code               8000497
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C60 H80 O6'
_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   0.994
_shelx_estimated_absorpt_t_min   0.840
_diffrn_oxdiff_digest_frames
;
01c960bcb7259b092a05f84d2a97419afb019706c07
;
_diffrn_oxdiff_digest_hkl
;
01bc6448dea41fd9990d00405beb6c0e7a33e9
;
_reflns_odcompleteness_completeness 97.46
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C47 \\sim C52 \\sim C49 \\sim C50 \\sim C48 \\sim C51 \\sim C48A \\sim C49A
\\sim C50A \\sim C51A \\sim C52A: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C56 \\sim C57 \\sim C59 \\sim C58 \\sim C60: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08
3. Others
 Sof(H47C)=Sof(H47D)=Sof(C48A)=Sof(H48C)=Sof(H48D)=Sof(C49A)=Sof(H49C)=
 Sof(H49D)=Sof(C50A)=Sof(H50C)=Sof(H50D)=Sof(C51A)=Sof(H51C)=Sof(H51D)=
 Sof(C52A)=Sof(H52D)=Sof(H52E)=Sof(H52F)=1-FVAR(1)
 Sof(H47A)=Sof(H47B)=Sof(C52)=Sof(H52A)=Sof(H52B)=Sof(H52C)=Sof(C49)=Sof(H49A)=
 Sof(H49B)=Sof(C50)=Sof(H50A)=Sof(H50B)=Sof(C48)=Sof(H48A)=Sof(H48B)=Sof(C51)=
 Sof(H51A)=Sof(H51B)=FVAR(1)
 Sof(H55A)=Sof(H55B)=Sof(C56A)=Sof(H56C)=Sof(H56D)=Sof(C57A)=Sof(H57C)=
 Sof(H57D)=Sof(C58A)=Sof(H58C)=Sof(H58D)=Sof(C59A)=Sof(H59C)=Sof(H59D)=
 Sof(C60A)=Sof(H60D)=Sof(H60E)=Sof(H60F)=1-FVAR(2)
 Sof(H55C)=Sof(H55D)=Sof(C60)=Sof(H60A)=Sof(H60B)=Sof(H60C)=Sof(C59)=Sof(H59A)=
 Sof(H59B)=Sof(C58)=Sof(H58A)=Sof(H58B)=Sof(C56)=Sof(H56A)=Sof(H56B)=Sof(C57)=
 Sof(H57A)=Sof(H57B)=FVAR(2)
4.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C23(H23A,H23B), C16(H16A,H16B), C17(H17A,H17B), C25(H25A,
 H25B), C18(H18A,H18B), C24(H24A,H24B), C28(H28A,H28B), C53(H53A,H53B),
 C29(H29A,H29B), C19(H19A,H19B), C27(H27A,H27B), C26(H26A,H26B), C20(H20A,H20B),
  C21(H21A,H21B), C45(H45A,H45B), C54(H54A,H54B), C47(H47A,H47B), C47(H47C,
 H47D), C46(H46A,H46B), C55(H55C,H55D), C55(H55A,H55B), C49(H49A,H49B),
 C50(H50A,H50B), C48(H48A,H48B), C51(H51A,H51B), C59(H59A,H59B), C58(H58A,H58B),
  C56(H56A,H56B), C57(H57A,H57B), C48A(H48C,H48D), C49A(H49C,H49D), C50A(H50C,
 H50D), C51A(H51C,H51D), C56A(H56C,H56D), C57A(H57C,H57D), C58A(H58C,H58D),
 C59A(H59C,H59D)
4.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C36(H36), C3(H3), C10(H10), C43(H43), C33(H33), C6(H6), C13(H13),
 C11(H11), C40(H40), C35(H35), C41(H41)
4.c Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C22(H22A,H22B,H22C), C52(H52A,H52B,H52C), C60(H60A,H60B,
 H60C), C52A(H52D,H52E,H52F), C60A(H60D,H60E,H60F)
;
_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 1.821
_oxdiff_exptl_absorpt_empirical_full_min 0.494
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 0.6915(5) 0.28971(8) 0.55084(17) 0.0302(8) Uani 1 1 d . . . . .
O2 O 1.3134(5) 0.31246(9) 0.42223(18) 0.0337(8) Uani 1 1 d . . . . .
O3 O 0.1016(5) 0.33735(9) 0.67152(18) 0.0329(8) Uani 1 1 d . . . . .
O4 O 0.7685(5) 0.53805(9) 0.48812(18) 0.0341(8) Uani 1 1 d . . . . .
O5 O 0.8540(5) 0.52295(10) 0.74298(18) 0.0377(9) Uani 1 1 d . . . . .
O6 O 0.6469(6) 0.48427(10) 0.25338(18) 0.0397(9) Uani 1 1 d . . . . .
C1 C 0.7022(6) 0.32133(12) 0.5455(2) 0.0245(10) Uani 1 1 d . . . . .
C37 C 0.7546(6) 0.45629(12) 0.5774(2) 0.0270(10) Uani 1 1 d . . . . .
C8 C 0.7278(6) 0.39614(12) 0.5309(2) 0.0242(10) Uani 1 1 d . . . . .
C4 C 1.1635(7) 0.33063(13) 0.4487(2) 0.0279(10) Uani 1 1 d . . . . .
C31 C 0.7554(6) 0.50675(12) 0.4978(2) 0.0253(10) Uani 1 1 d . . . . .
C9 C 0.5751(6) 0.38023(12) 0.5709(2) 0.0254(10) Uani 1 1 d . . . . .
C7 C 0.8687(7) 0.37346(13) 0.5005(2) 0.0259(10) Uani 1 1 d . . . . .
C5 C 1.1767(7) 0.36629(13) 0.4431(3) 0.0294(11) Uani 1 1 d . . . . .
H5 H 1.284280 0.376175 0.420742 0.035 Uiso 1 1 calc R . . . .
C36 C 0.7860(7) 0.44489(13) 0.6451(2) 0.0284(10) Uani 1 1 d . . . . .
H36 H 0.786891 0.420855 0.653907 0.034 Uiso 1 1 calc R . . . .
C32 C 0.7634(6) 0.49203(12) 0.5670(2) 0.0242(10) Uani 1 1 d . . . . .
C39 C 0.7232(6) 0.44693(13) 0.4523(2) 0.0266(10) Uani 1 1 d . . . . .
C44 C 0.7324(6) 0.48234(12) 0.4408(2) 0.0259(10) Uani 1 1 d . . . . .
C3 C 1.0062(7) 0.31611(13) 0.4807(2) 0.0283(10) Uani 1 1 d . . . . .
H3 H 0.997046 0.291834 0.485170 0.034 Uiso 1 1 calc R . . . .
C12 C 0.2614(6) 0.34949(13) 0.6380(2) 0.0278(10) Uani 1 1 d . . . . .
C2 C 0.8588(6) 0.33764(12) 0.5066(2) 0.0255(10) Uani 1 1 d . . . . .
C10 C 0.4193(7) 0.40030(13) 0.5970(2) 0.0277(10) Uani 1 1 d . . . . .
H10 H 0.419006 0.424538 0.590731 0.033 Uiso 1 1 calc R . . . .
C38 C 0.7346(6) 0.43252(13) 0.5207(2) 0.0255(10) Uani 1 1 d . . . . .
C42 C 0.6765(7) 0.47448(14) 0.3201(3) 0.0325(11) Uani 1 1 d . . . . .
C43 C 0.7117(7) 0.49623(13) 0.3747(3) 0.0300(11) Uani 1 1 d . . . . .
H43 H 0.721844 0.520347 0.367913 0.036 Uiso 1 1 calc R . . . .
C14 C 0.5609(6) 0.34456(13) 0.5770(2) 0.0260(10) Uani 1 1 d . . . . .
C33 C 0.7962(7) 0.51530(13) 0.6217(3) 0.0304(11) Uani 1 1 d . . . . .
H33 H 0.802018 0.539350 0.613377 0.036 Uiso 1 1 calc R . . . .
C15 C 1.3251(7) 0.27607(13) 0.4337(3) 0.0312(11) Uani 1 1 d . . . . .
H15A H 1.204896 0.264497 0.413607 0.037 Uiso 1 1 calc R . . . .
H15B H 1.336025 0.271085 0.483043 0.037 Uiso 1 1 calc R . . . .
C6 C 1.0373(7) 0.38724(13) 0.4693(2) 0.0285(10) Uani 1 1 d . . . . .
H6 H 1.053021 0.411485 0.466698 0.034 Uiso 1 1 calc R . . . .
C13 C 0.4045(7) 0.32892(13) 0.6106(2) 0.0282(10) Uani 1 1 d . . . . .
H13 H 0.397578 0.304581 0.614315 0.034 Uiso 1 1 calc R . . . .
C11 C 0.2702(7) 0.38518(13) 0.6309(2) 0.0301(11) Uani 1 1 d . . . . .
H11 H 0.171601 0.399153 0.649860 0.036 Uiso 1 1 calc R . . . .
C23 C 0.0732(7) 0.30078(13) 0.6727(3) 0.0308(11) Uani 1 1 d . . . . .
H23A H 0.189287 0.289498 0.696275 0.037 Uiso 1 1 calc R . . . .
H23B H 0.058729 0.291720 0.625723 0.037 Uiso 1 1 calc R . . . .
C16 C 1.5076(7) 0.26357(14) 0.4002(2) 0.0318(11) Uani 1 1 d . . . . .
H16A H 1.625301 0.275505 0.421247 0.038 Uiso 1 1 calc R . . . .
H16B H 1.496281 0.270041 0.351587 0.038 Uiso 1 1 calc R . . . .
C17 C 1.5409(8) 0.22514(14) 0.4056(3) 0.0342(11) Uani 1 1 d . . . . .
H17A H 1.423711 0.212939 0.384808 0.041 Uiso 1 1 calc R . . . .
H17B H 1.555703 0.218466 0.454065 0.041 Uiso 1 1 calc R . . . .
C25 C -0.1634(7) 0.25524(14) 0.7071(3) 0.0343(11) Uani 1 1 d . . . . .
H25A H -0.051549 0.242034 0.728821 0.041 Uiso 1 1 calc R . . . .
H25B H -0.179280 0.247955 0.658930 0.041 Uiso 1 1 calc R . . . .
C40 C 0.6811(7) 0.42555(13) 0.3945(3) 0.0334(11) Uani 1 1 d . . . . .
H40 H 0.665937 0.401465 0.400643 0.040 Uiso 1 1 calc R . . . .
C35 C 0.8152(7) 0.46717(13) 0.6985(3) 0.0308(11) Uani 1 1 d . . . . .
H35 H 0.832613 0.458475 0.743543 0.037 Uiso 1 1 calc R . . . .
C41 C 0.6622(8) 0.43907(14) 0.3303(3) 0.0355(12) Uani 1 1 d . . . . .
H41 H 0.639040 0.424208 0.292436 0.043 Uiso 1 1 calc R . . . .
C34 C 0.8197(7) 0.50284(13) 0.6871(3) 0.0310(11) Uani 1 1 d . . . . .
C18 C 1.7284(8) 0.21419(14) 0.3694(3) 0.0345(12) Uani 1 1 d . . . . .
H18A H 1.721033 0.223925 0.322877 0.041 Uiso 1 1 calc R . . . .
H18B H 1.846561 0.224185 0.394099 0.041 Uiso 1 1 calc R . . . .
C24 C -0.1132(7) 0.29338(14) 0.7099(3) 0.0322(11) Uani 1 1 d . . . . .
H24A H -0.225526 0.306782 0.689004 0.039 Uiso 1 1 calc R . . . .
H24B H -0.092894 0.300681 0.757965 0.039 Uiso 1 1 calc R . . . .
C28 C -0.5977(7) 0.20052(13) 0.7754(3) 0.0357(12) Uani 1 1 d . . . . .
H28A H -0.586266 0.208134 0.823360 0.043 Uiso 1 1 calc R . . . .
H28B H -0.705709 0.214016 0.751975 0.043 Uiso 1 1 calc R . . . .
C53 C 0.6625(8) 0.51997(15) 0.2372(3) 0.0394(13) Uani 1 1 d . . . . .
H53A H 0.801071 0.528033 0.245406 0.047 Uiso 1 1 calc R . . . .
H53B H 0.575233 0.533851 0.265363 0.047 Uiso 1 1 calc R . . . .
C29 C -0.6550(8) 0.16269(14) 0.7733(3) 0.0380(12) Uani 1 1 d . . . . .
H29A H -0.551928 0.149090 0.799031 0.046 Uiso 1 1 calc R . . . .
H29B H -0.661711 0.154549 0.725615 0.046 Uiso 1 1 calc R . . . .
C19 C 1.7559(8) 0.17535(14) 0.3646(3) 0.0366(12) Uani 1 1 d . . . . .
H19A H 1.637428 0.165160 0.340383 0.044 Uiso 1 1 calc R . . . .
H19B H 1.766548 0.165519 0.411030 0.044 Uiso 1 1 calc R . . . .
C27 C -0.4030(8) 0.20853(14) 0.7424(3) 0.0395(13) Uani 1 1 d . . . . .
H27A H -0.293620 0.195902 0.767044 0.047 Uiso 1 1 calc R . . . .
H27B H -0.411993 0.200118 0.694925 0.047 Uiso 1 1 calc R . . . .
C26 C -0.3530(7) 0.24669(14) 0.7424(3) 0.0361(12) Uani 1 1 d . . . . .
H26A H -0.338557 0.254837 0.790064 0.043 Uiso 1 1 calc R . . . .
H26B H -0.465213 0.259389 0.719634 0.043 Uiso 1 1 calc R . . . .
C20 C 1.9411(8) 0.16566(15) 0.3274(3) 0.0382(12) Uani 1 1 d . . . . .
H20A H 1.934580 0.176959 0.282296 0.046 Uiso 1 1 calc R . . . .
H20B H 2.059991 0.174581 0.353437 0.046 Uiso 1 1 calc R . . . .
C21 C 1.9642(9) 0.12735(15) 0.3178(3) 0.0437(13) Uani 1 1 d . . . . .
H21A H 1.843901 0.118271 0.292798 0.052 Uiso 1 1 calc R . . . .
H21B H 1.974947 0.116074 0.362879 0.052 Uiso 1 1 calc R . . . .
C45 C 0.8545(9) 0.55915(14) 0.7347(3) 0.0425(13) Uani 1 1 d . . . . .
H45A H 0.725262 0.566813 0.713618 0.051 Uiso 1 1 calc R . . . .
H45B H 0.960242 0.565905 0.704397 0.051 Uiso 1 1 calc R . . . .
C30 C -0.8562(8) 0.15702(14) 0.8039(3) 0.0429(14) Uani 1 1 d . . . . .
H30A H -0.955581 0.172175 0.781403 0.064 Uiso 1 1 calc GR . . . .
H30B H -0.844816 0.162251 0.852644 0.064 Uiso 1 1 calc GR . . . .
H30C H -0.896927 0.132985 0.797367 0.064 Uiso 1 1 calc GR . . . .
C22 C 2.1466(10) 0.11811(16) 0.2788(3) 0.0505(15) Uani 1 1 d . . . . .
H22A H 2.134686 0.128540 0.233472 0.076 Uiso 1 1 calc GR . . . .
H22B H 2.155634 0.093050 0.274434 0.076 Uiso 1 1 calc GR . . . .
H22C H 2.266400 0.126826 0.303491 0.076 Uiso 1 1 calc GR . . . .
C54 C 0.5977(10) 0.52313(18) 0.1626(3) 0.0525(16) Uani 1 1 d . . . . .
H54A H 0.612336 0.547450 0.148795 0.063 Uiso 1 1 calc R . . . .
H54B H 0.454833 0.517261 0.156992 0.063 Uiso 1 1 calc R . . . .
C47 C 0.7320(13) 0.5678(2) 0.8505(4) 0.068(2) Uani 1 1 d . U . . .
H47A H 0.764929 0.545743 0.873575 0.081 Uiso 0.672(12) 1 calc R . P A 1
H47B H 0.604985 0.564603 0.823503 0.081 Uiso 0.672(12) 1 calc R . P A 1
H47C H 0.788041 0.565439 0.897729 0.081 Uiso 0.328(12) 1 calc R . P A 2
H47D H 0.663348 0.546139 0.836885 0.081 Uiso 0.328(12) 1 calc R . P A 2
C46 C 0.8906(12) 0.57604(19) 0.8034(4) 0.0643(19) Uani 1 1 d . . . . .
H46A H 1.020238 0.568264 0.823950 0.077 Uiso 1 1 calc R . . . .
H46B H 0.897273 0.601295 0.797341 0.077 Uiso 1 1 calc R . . . .
C55 C 0.7110(13) 0.5006(3) 0.1144(4) 0.080(3) Uani 1 1 d . . . . .
H55C H 0.852676 0.506800 0.122955 0.096 Uiso 0.511(10) 1 calc R . P B -1
H55D H 0.697354 0.476808 0.131425 0.096 Uiso 0.511(10) 1 calc R . P B -1
H55A H 0.718942 0.476981 0.133126 0.096 Uiso 0.489(10) 1 calc R . P B -2
H55B H 0.634411 0.499486 0.070144 0.096 Uiso 0.489(10) 1 calc R . P B -2
C52 C 0.420(4) 0.7131(8) 0.9574(12) 0.072(5) Uani 0.672(12) 1 d . U P A 1
H52A H 0.389489 0.704062 1.002124 0.108 Uiso 0.672(12) 1 calc GR . P A 1
H52B H 0.317184 0.729417 0.941718 0.108 Uiso 0.672(12) 1 calc GR . P A 1
H52C H 0.549383 0.724724 0.960945 0.108 Uiso 0.672(12) 1 calc GR . P A 1
C49 C 0.578(2) 0.6251(5) 0.8804(8) 0.061(4) Uani 0.672(12) 1 d . U P A 1
H49A H 0.441104 0.616725 0.869591 0.073 Uiso 0.672(12) 1 calc R . P A 1
H49B H 0.629211 0.634106 0.837717 0.073 Uiso 0.672(12) 1 calc R . P A 1
C60 C 0.831(5) 0.3772(14) -0.030(2) 0.105(12) Uani 0.511(10) 1 d . U P B -1
H60A H 0.837412 0.373262 0.019193 0.158 Uiso 0.511(10) 1 calc GR . P B -1
H60B H 0.931995 0.363022 -0.050752 0.158 Uiso 0.511(10) 1 calc GR . P B -1
H60C H 0.699173 0.370852 -0.049325 0.158 Uiso 0.511(10) 1 calc GR . P B -1
C50 C 0.5673(19) 0.6550(3) 0.9306(7) 0.067(3) Uani 0.672(12) 1 d . U P A 1
H50A H 0.524046 0.645946 0.974385 0.081 Uiso 0.672(12) 1 calc R . P A 1
H50B H 0.702176 0.664715 0.938886 0.081 Uiso 0.672(12) 1 calc R . P A 1
C48 C 0.7040(19) 0.5951(3) 0.9036(6) 0.070(3) Uani 0.672(12) 1 d . U P A 1
H48A H 0.643194 0.584247 0.942864 0.083 Uiso 0.672(12) 1 calc R . P A 1
H48B H 0.836440 0.603788 0.919596 0.083 Uiso 0.672(12) 1 calc R . P A 1
C51 C 0.428(2) 0.6833(3) 0.9067(6) 0.071(3) Uani 0.672(12) 1 d . U P A 1
H51A H 0.292958 0.673620 0.898793 0.085 Uiso 0.672(12) 1 calc R . P A 1
H51B H 0.470859 0.692271 0.862855 0.085 Uiso 0.672(12) 1 calc R . P A 1
C59 C 0.743(3) 0.4356(8) 0.0067(10) 0.105(7) Uani 0.511(10) 1 d . U P B -1
H59A H 0.600016 0.432687 -0.006356 0.126 Uiso 0.511(10) 1 calc R . P B -1
H59B H 0.767068 0.426404 0.053257 0.126 Uiso 0.511(10) 1 calc R . P B -1
C58 C 0.870(4) 0.4141(9) -0.0439(12) 0.093(8) Uani 0.511(10) 1 d . U P B -1
H58A H 0.828665 0.419833 -0.091642 0.112 Uiso 0.511(10) 1 calc R . P B -1
H58B H 1.012769 0.419402 -0.036164 0.112 Uiso 0.511(10) 1 calc R . P B -1
C56 C 0.682(3) 0.4983(7) 0.0433(10) 0.110(7) Uani 0.511(10) 1 d . U P B -1
H56A H 0.716408 0.520875 0.024004 0.132 Uiso 0.511(10) 1 calc R . P B -1
H56B H 0.537850 0.494708 0.032674 0.132 Uiso 0.511(10) 1 calc R . P B -1
C57 C 0.791(3) 0.4713(7) 0.0064(13) 0.126(8) Uani 0.511(10) 1 d . U P B -1
H57A H 0.786081 0.478423 -0.041851 0.152 Uiso 0.511(10) 1 calc R . P B -1
H57B H 0.931846 0.473045 0.023202 0.152 Uiso 0.511(10) 1 calc R . P B -1
C48A C 0.586(4) 0.5992(7) 0.8438(14) 0.082(7) Uani 0.328(12) 1 d . U P A 2
H48C H 0.572265 0.606908 0.795872 0.098 Uiso 0.328(12) 1 calc R . P A 2
H48D H 0.452826 0.592280 0.857938 0.098 Uiso 0.328(12) 1 calc R . P A 2
C49A C 0.665(6) 0.6276(11) 0.887(2) 0.077(8) Uani 0.328(12) 1 d . U P A 2
H49C H 0.792859 0.635477 0.870777 0.093 Uiso 0.328(12) 1 calc R . P A 2
H49D H 0.689976 0.618964 0.934472 0.093 Uiso 0.328(12) 1 calc R . P A 2
C50A C 0.521(4) 0.6577(6) 0.8881(13) 0.066(6) Uani 0.328(12) 1 d . U P A 2
H50C H 0.387495 0.648317 0.894919 0.079 Uiso 0.328(12) 1 calc R . P A 2
H50D H 0.516627 0.668274 0.842304 0.079 Uiso 0.328(12) 1 calc R . P A 2
C51A C 0.560(5) 0.6867(7) 0.9401(13) 0.081(7) Uani 0.328(12) 1 d . U P A 2
H51C H 0.679851 0.699829 0.929455 0.097 Uiso 0.328(12) 1 calc R . P A 2
H51D H 0.580332 0.676973 0.986422 0.097 Uiso 0.328(12) 1 calc R . P A 2
C52A C 0.368(9) 0.7115(18) 0.936(3) 0.091(15) Uani 0.328(12) 1 d . U P A 2
H52D H 0.339216 0.718757 0.888963 0.137 Uiso 0.328(12) 1 calc GR . P A 2
H52E H 0.394169 0.731807 0.964709 0.137 Uiso 0.328(12) 1 calc GR . P A 2
H52F H 0.253084 0.699031 0.952280 0.137 Uiso 0.328(12) 1 calc GR . P A 2
C56A C 0.909(2) 0.5123(4) 0.1029(7) 0.058(4) Uani 0.489(10) 1 d . . P B -2
H56C H 0.976334 0.494096 0.077486 0.069 Uiso 0.489(10) 1 calc R . P B -2
H56D H 0.982403 0.514498 0.147724 0.069 Uiso 0.489(10) 1 calc R . P B -2
C57A C 0.932(2) 0.5467(4) 0.0643(7) 0.059(4) Uani 0.489(10) 1 d . . P B -2
H57C H 0.855687 0.545154 0.019904 0.071 Uiso 0.489(10) 1 calc R . P B -2
H57D H 0.873149 0.565414 0.090627 0.071 Uiso 0.489(10) 1 calc R . P B -2
C58A C 1.145(2) 0.5556(5) 0.0521(9) 0.067(4) Uani 0.489(10) 1 d . . P B -2
H58C H 1.214468 0.559873 0.096821 0.080 Uiso 0.489(10) 1 calc R . P B -2
H58D H 1.207079 0.535144 0.032187 0.080 Uiso 0.489(10) 1 calc R . P B -2
C59A C 1.180(3) 0.5853(5) 0.0080(15) 0.071(5) Uani 0.489(10) 1 d . . P B -2
H59C H 1.120840 0.580239 -0.038089 0.085 Uiso 0.489(10) 1 calc R . P B -2
H59D H 1.324565 0.588012 0.004386 0.085 Uiso 0.489(10) 1 calc R . P B -2
C60A C 1.092(4) 0.6204(11) 0.033(2) 0.075(8) Uani 0.489(10) 1 d . . P B -2
H60D H 0.951114 0.617356 0.041404 0.113 Uiso 0.489(10) 1 calc GR . P B -2
H60E H 1.105278 0.637935 -0.002341 0.113 Uiso 0.489(10) 1 calc GR . P B -2
H60F H 1.164696 0.627667 0.074770 0.113 Uiso 0.489(10) 1 calc GR . P B -2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 '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
4 -4 -1 0.1520
-4 4 1 0.1520
0 -10 12 0.0057
0 10 -12 0.0057
0 23 5 0.0078
0 -23 -5 0.0078
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
C4 O2 C15 119.2(4) . . ?
C12 O3 C23 117.1(4) . . ?
C34 O5 C45 118.6(4) . . ?
C42 O6 C53 118.3(4) . . ?
O1 C1 C2 121.1(4) . . ?
O1 C1 C14 122.1(4) . . ?
C14 C1 C2 116.8(4) . . ?
C36 C37 C38 122.1(4) . . ?
C32 C37 C36 116.3(4) . . ?
C32 C37 C38 121.4(4) . . ?
C7 C8 C9 117.5(4) . . ?
C38 C8 C9 121.4(4) . . ?
C38 C8 C7 121.1(4) . . ?
O2 C4 C5 115.7(4) . . ?
O2 C4 C3 124.6(4) . . ?
C3 C4 C5 119.7(4) . . ?
O4 C31 C32 121.6(4) . . ?
O4 C31 C44 121.5(4) . . ?
C44 C31 C32 116.8(4) . . ?
C10 C9 C8 121.0(4) . . ?
C14 C9 C8 121.2(4) . . ?
C14 C9 C10 117.2(4) . . ?
C2 C7 C8 122.3(4) . . ?
C2 C7 C6 117.0(4) . . ?
C6 C7 C8 120.4(4) . . ?
C6 C5 C4 121.0(4) . . ?
C35 C36 C37 122.4(5) . . ?
C37 C32 C31 121.1(4) . . ?
C37 C32 C33 121.8(4) . . ?
C33 C32 C31 116.9(4) . . ?
C44 C39 C38 121.9(4) . . ?
C44 C39 C40 117.0(4) . . ?
C40 C39 C38 120.8(4) . . ?
C39 C44 C31 121.0(4) . . ?
C39 C44 C43 121.6(4) . . ?
C43 C44 C31 117.3(4) . . ?
C4 C3 C2 119.6(4) . . ?
O3 C12 C13 124.7(5) . . ?
O3 C12 C11 115.2(4) . . ?
C13 C12 C11 120.0(4) . . ?
C7 C2 C1 120.6(4) . . ?
C7 C2 C3 121.3(4) . . ?
C3 C2 C1 117.9(4) . . ?
C11 C10 C9 121.1(5) . . ?
C37 C38 C39 117.7(4) . . ?
C8 C38 C37 121.7(4) . . ?
C8 C38 C39 120.6(4) . . ?
O6 C42 C43 126.0(5) . . ?
O6 C42 C41 113.9(5) . . ?
C43 C42 C41 120.1(5) . . ?
C42 C43 C44 119.4(5) . . ?
C9 C14 C1 121.6(4) . . ?
C9 C14 C13 121.6(4) . . ?
C13 C14 C1 116.7(4) . . ?
C34 C33 C32 119.5(5) . . ?
O2 C15 C16 106.7(4) . . ?
C5 C6 C7 121.4(4) . . ?
C12 C13 C14 119.2(5) . . ?
C10 C11 C12 120.7(4) . . ?
O3 C23 C24 108.1(4) . . ?
C15 C16 C17 114.2(4) . . ?
C16 C17 C18 111.2(4) . . ?
C24 C25 C26 112.7(4) . . ?
C41 C40 C39 121.2(5) . . ?
C36 C35 C34 120.3(5) . . ?
C40 C41 C42 120.6(5) . . ?
O5 C34 C33 124.1(5) . . ?
O5 C34 C35 116.2(4) . . ?
C33 C34 C35 119.6(4) . . ?
C19 C18 C17 114.0(4) . . ?
C23 C24 C25 110.8(4) . . ?
C29 C28 C27 114.1(4) . . ?
O6 C53 C54 105.9(5) . . ?
C28 C29 C30 111.0(4) . . ?
C18 C19 C20 112.2(4) . . ?
C26 C27 C28 113.2(4) . . ?
C27 C26 C25 113.8(4) . . ?
C21 C20 C19 113.3(5) . . ?
C20 C21 C22 112.7(5) . . ?
O5 C45 C46 109.2(5) . . ?
C53 C54 C55 115.5(6) . . ?
C46 C47 C48 113.7(8) . . ?
C46 C47 C48A 104.5(12) . . ?
C47 C46 C45 112.3(6) . . ?
C56 C55 C54 127.5(12) . . ?
C56A C55 C54 114.7(9) . . ?
C48 C49 C50 116.0(12) . . ?
C51 C50 C49 113.8(13) . . ?
C49 C48 C47 115.2(10) . . ?
C50 C51 C52 113.1(15) . . ?
C57 C59 C58 112(2) . . ?
C60 C58 C59 107(3) . . ?
C55 C56 C57 119(2) . . ?
C59 C57 C56 124(2) . . ?
C49A C48A C47 109(3) . . ?
C48A C49A C50A 112(3) . . ?
C49A C50A C51A 119(3) . . ?
C50A C51A C52A 108(3) . . ?
C55 C56A C57A 117.7(12) . . ?
C58A C57A C56A 113.3(13) . . ?
C59A C58A C57A 117.3(16) . . ?
C58A C59A C60A 115(3) . . ?
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 C1 1.235(6) . ?
O2 C4 1.360(6) . ?
O2 C15 1.434(6) . ?
O3 C12 1.378(5) . ?
O3 C23 1.435(6) . ?
O4 C31 1.235(6) . ?
O5 C34 1.359(6) . ?
O5 C45 1.416(7) . ?
O6 C42 1.372(6) . ?
O6 C53 1.429(7) . ?
C1 C2 1.481(6) . ?
C1 C14 1.474(6) . ?
C37 C36 1.410(7) . ?
C37 C32 1.406(7) . ?
C37 C38 1.450(7) . ?
C8 C9 1.467(6) . ?
C8 C7 1.449(6) . ?
C8 C38 1.429(7) . ?
C4 C5 1.393(7) . ?
C4 C3 1.383(7) . ?
C31 C32 1.478(7) . ?
C31 C44 1.472(7) . ?
C9 C10 1.426(6) . ?
C9 C14 1.395(7) . ?
C7 C2 1.399(7) . ?
C7 C6 1.426(6) . ?
C5 C6 1.366(7) . ?
C36 C35 1.370(7) . ?
C32 C33 1.415(7) . ?
C39 C44 1.396(7) . ?
C39 C38 1.458(7) . ?
C39 C40 1.426(7) . ?
C44 C43 1.409(7) . ?
C3 C2 1.416(7) . ?
C12 C13 1.385(7) . ?
C12 C11 1.396(7) . ?
C10 C11 1.370(7) . ?
C42 C43 1.379(7) . ?
C42 C41 1.395(8) . ?
C14 C13 1.412(6) . ?
C33 C34 1.378(7) . ?
C15 C16 1.507(7) . ?
C23 C24 1.517(6) . ?
C16 C17 1.513(7) . ?
C17 C18 1.544(7) . ?
C25 C24 1.521(7) . ?
C25 C26 1.526(7) . ?
C40 C41 1.369(7) . ?
C35 C34 1.405(7) . ?
C18 C19 1.524(7) . ?
C28 C29 1.520(7) . ?
C28 C27 1.528(7) . ?
C53 C54 1.516(8) . ?
C29 C30 1.531(7) . ?
C19 C20 1.530(7) . ?
C27 C26 1.521(8) . ?
C20 C21 1.510(8) . ?
C21 C22 1.527(8) . ?
C45 C46 1.512(8) . ?
C54 C55 1.526(10) . ?
C47 C46 1.488(10) . ?
C47 C48 1.509(13) . ?
C47 C48A 1.57(3) . ?
C55 C56 1.41(2) . ?
C55 C56A 1.442(16) . ?
C52 C51 1.53(3) . ?
C49 C50 1.53(2) . ?
C49 C48 1.50(2) . ?
C60 C58 1.49(6) . ?
C50 C51 1.504(18) . ?
C59 C58 1.58(3) . ?
C59 C57 1.43(3) . ?
C56 C57 1.49(3) . ?
C48A C49A 1.48(5) . ?
C49A C50A 1.52(5) . ?
C50A C51A 1.53(4) . ?
C51A C52A 1.61(7) . ?
C56A C57A 1.55(2) . ?
C57A C58A 1.51(2) . ?
C58A C59A 1.47(3) . ?
C59A C60A 1.57(5) . ?
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
4.2983 -4.3822 -1.4689 0.0006 0.0090 1.0000
-4.2983 4.3822 1.4689 -0.0006 -0.0090 -1.0000
-0.0738 -10.4188 11.6427 0.1301 0.9915 -0.0090
0.0738 10.4188 -11.6427 -0.1301 -0.9915 0.0090
-0.3068 22.9126 5.3268 0.9597 -0.1261 -0.2513
0.3068 -22.9126 -5.3268 -0.9597 0.1261 0.2513
