#------------------------------------------------------------------------------
#$Date: 2020-04-28 01:37:23 +0300 (Tue, 28 Apr 2020) $
#$Revision: 251199 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/04/7240407.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_7240407
loop_
_publ_author_name
'Kusakawa, Takumi'
'Goto, Takayuki'
'Hori, Akiko'
_publ_section_title
;
 Supramolecular association of M2+⋯\p induced by different
 electrostatic properties using naphthyl substituted \b-diketonate
 complexes (metal = Cu, Pd, Pt)
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00416B
_journal_year                    2020
_chemical_formula_moiety         'C23 H16 O2'
_chemical_formula_sum            'C23 H16 O2'
_chemical_formula_weight         324.36
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           'APEX3 v2018.7-2'
_audit_update_record
;
2020-02-18 deposited with the CCDC.	2020-04-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.2918(5)
_cell_length_b                   5.9870(4)
_cell_length_c                   36.209(2)
_cell_measurement_reflns_used    223
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.6572
_cell_measurement_theta_min      4.7161
_cell_volume                     1580.74(17)
_computing_cell_refinement       'APEX3 v2018.7-2 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service vV6.2.6'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 924)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Goniometer'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            18478
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.25
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.90
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.257
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.024
_refine_diff_density_max         0.650
_refine_diff_density_min         -0.343
_refine_ls_abs_structure_details
;

Flack x determined using 947 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(10)
_refine_ls_extinction_coef       0.030(8)
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         2795
_refine_ls_number_restraints     379
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0879
_refine_ls_R_factor_gt           0.0741
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1388P)^2^+0.5060P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2017
_refine_ls_wR_factor_ref         0.2197
_reflns_number_gt                2300
_reflns_number_total             2795
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ce00416b2.cif
_cod_data_source_block           global
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

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 
;
_cod_original_cell_volume        1580.74(18)
_cod_database_code               7240407
_shelx_shelxl_version_number     2016/6
_shelx_res_file
;

TITL Pnma_b.res in Pna2(1)
    Pnma_b.res
    created by SHELXL-2018/3 at 13:12:43 on 18-Feb-2020
CELL  0.71073   7.2918   5.9870  36.2092   90.000   90.000   90.000
ZERR    4.000   0.0005   0.0004   0.0022    0.000    0.000    0.000
LATT -1
SYMM -X, -Y, 1/2+Z
SYMM 1/2+X, 1/2-Y, Z
SYMM 1/2-X, 1/2+Y, 1/2+Z
SFAC C  H  O
UNIT 92  64  8
L.S. 10
SHEL 20 0.84
ACTA
BOND $H
FMAP 2
PLAN 20
SIZE 0.024 0.157 0.257
SIMU 0.01 C1A > C10A
SIMU 0.02 C1B > C10B
SIMU 0.01 C14 > C23
ISOR 0.01 C14 > C23
ISOR 0.01 C1A > C10A
ISOR 0.02 C1B > C10B
TEMP -173.140
WGHT    0.138800    0.506030
EXTI    0.030238
FVAR       0.46320   0.50547
PART 1
C1A   1    0.575746    0.338642    0.602191    21.00000    0.02139    0.03425 =
         0.03118   -0.00933    0.00332    0.00402
AFIX  43
H1A   2    0.521672    0.194441    0.601059    21.00000   -1.20000
AFIX   0
C2A   1    0.612275    0.443509    0.637683    21.00000    0.03086    0.03698 =
         0.02714   -0.00674    0.00644   -0.00178
C3A   1    0.561664    0.333997    0.671561    21.00000    0.03954    0.03837 =
         0.03143   -0.00279    0.01063    0.00474
AFIX  43
H3A   2    0.502587    0.192594    0.671143    21.00000   -1.20000
AFIX   0
C4A   1    0.598823    0.433626    0.703285    21.00000    0.03313    0.04222 =
         0.03584    0.00394    0.00047    0.00102
AFIX  43
H4A   2    0.568150    0.360670    0.725750    21.00000   -1.20000
AFIX   0
C5A   1    0.685014    0.650923    0.704590    21.00000    0.03084    0.04918 =
         0.03155   -0.00583    0.00531    0.00480
AFIX  43
H5A   2    0.710939    0.717162    0.727852    21.00000   -1.20000
AFIX   0
C6A   1    0.728903    0.760362    0.673625    21.00000    0.02946    0.03909 =
         0.03008   -0.00373    0.00006   -0.00293
AFIX  43
H6A   2    0.782184    0.905042    0.674601    21.00000   -1.20000
AFIX   0
C7A   1    0.693255    0.653082    0.638786    21.00000    0.02362    0.03664 =
         0.01616   -0.00067    0.00461   -0.00636
C8A   1    0.735635    0.755493    0.605939    21.00000    0.02644    0.03758 =
         0.01783   -0.01191    0.00696   -0.00555
AFIX  43
H8A   2    0.787627    0.900883    0.606851    21.00000   -1.20000
AFIX   0
C9A   1    0.708081    0.662646    0.572502    21.00000    0.02110    0.02710 =
         0.01441   -0.01512    0.00008   -0.00513
AFIX  43
H9A   2    0.746422    0.737211    0.550668    21.00000   -1.20000
AFIX   0
C10A  1    0.620135    0.450026    0.570545    21.00000    0.01985    0.02031 =
         0.01452   -0.00513   -0.00463   -0.00102
PART 2
C1B   1    0.580338    0.256139    0.600692   -21.00000    0.03875    0.04452 =
         0.03863    0.00609   -0.00513    0.00365
AFIX  43
H1B   2    0.529035    0.112228    0.596765   -21.00000   -1.20000
AFIX   0
C2B   1    0.607545    0.342736    0.637667   -21.00000    0.02904    0.04179 =
         0.03954   -0.00232   -0.00450    0.00013
C3B   1    0.554308    0.211005    0.668753   -21.00000    0.02625    0.04098 =
         0.04041    0.00414   -0.00407    0.00500
AFIX  43
H3B   2    0.497252    0.069761    0.665448   -21.00000   -1.20000
AFIX   0
C4B   1    0.587418    0.293026    0.703482   -21.00000    0.04690    0.04134 =
         0.04353   -0.00003   -0.00094    0.00679
AFIX  43
H4B   2    0.555445    0.205568    0.724405   -21.00000   -1.20000
AFIX   0
C5B   1    0.666067    0.499588    0.708584   -21.00000    0.03344    0.04617 =
         0.02080   -0.00244    0.00476    0.00861
AFIX  43
H5B   2    0.682120    0.552365    0.733115   -21.00000   -1.20000
AFIX   0
C6B   1    0.721624    0.631118    0.680365   -21.00000    0.03177    0.03952 =
         0.03502   -0.00445    0.00410    0.00156
AFIX  43
H6B   2    0.783322    0.768562    0.684552   -21.00000   -1.20000
AFIX   0
C7B   1    0.681648    0.550503    0.642882   -21.00000    0.02449    0.02727 =
         0.03856    0.00455    0.00377   -0.00530
C8B   1    0.734893    0.675139    0.612345   -21.00000    0.04970    0.04390 =
         0.05443   -0.00447   -0.00435   -0.00318
AFIX  43
H8B   2    0.799256    0.811926    0.615315   -21.00000   -1.20000
AFIX   0
C9B   1    0.689233    0.590302    0.575154   -21.00000    0.04881    0.06111 =
         0.02039   -0.00166    0.01369    0.01080
AFIX  43
H9B   2    0.702729    0.682490    0.553974   -21.00000   -1.20000
AFIX   0
C10B  1    0.630080    0.386147    0.572151   -21.00000    0.03577    0.04383 =
         0.03602   -0.00236    0.00828    0.02066
PART 0
C11   1    0.597936    0.317622    0.533480    11.00000    0.02137    0.04132 =
         0.03136    0.00311   -0.00162   -0.00133
C12   1    0.614263    0.433936    0.500964    11.00000    0.03165    0.02954 =
         0.02246   -0.00573    0.00628    0.00148
AFIX  43
H12   2    0.635819    0.590412    0.501309    11.00000   -1.20000
AFIX   0
C13   1    0.598627    0.318133    0.466607    11.00000    0.02294    0.01690 =
         0.02895   -0.00147   -0.00428    0.00225
C14   1    0.622482    0.419047    0.430783    11.00000    0.01424    0.00830 =
         0.02261    0.00189    0.00516    0.00421
C15   1    0.704217    0.637021    0.426522    11.00000    0.01536    0.00621 =
         0.02614   -0.00871   -0.00181   -0.00033
AFIX  43
H15   2    0.737559    0.719923    0.447862    11.00000   -1.20000
AFIX   0
C16   1    0.734518    0.726332    0.392311    11.00000    0.00949    0.00360 =
         0.02927   -0.00479    0.00260    0.00015
AFIX  43
H16   2    0.787768    0.870699    0.390422    11.00000   -1.20000
AFIX   0
C17   1    0.688960    0.610172    0.359892    11.00000    0.00605    0.00251 =
         0.01981   -0.00030    0.00117   -0.00006
C18   1    0.722592    0.696831    0.324305    11.00000    0.00840    0.01325 =
         0.02307    0.00780    0.00400    0.00410
AFIX  43
H18   2    0.778268    0.839459    0.321757    11.00000   -1.20000
AFIX   0
C19   1    0.675798    0.577445    0.293240    11.00000    0.01045    0.02553 =
         0.01676    0.00859    0.00458    0.00054
AFIX  43
H19   2    0.700645    0.637716    0.269492    11.00000   -1.20000
AFIX   0
C20   1    0.590078    0.363402    0.296373    11.00000    0.00942    0.02460 =
         0.01468   -0.00336    0.00166    0.00160
AFIX  43
H20   2    0.555291    0.282631    0.274904    11.00000   -1.20000
AFIX   0
C21   1    0.558778    0.276282    0.330984    11.00000    0.00725    0.01082 =
         0.01521   -0.00373    0.00115   -0.00047
AFIX  43
H21   2    0.504260    0.132711    0.333056    11.00000   -1.20000
AFIX   0
C22   1    0.604759    0.392598    0.363245    11.00000    0.00321    0.00243 =
         0.01672    0.00000    0.00297   -0.00007
C23   1    0.574297    0.303685    0.398800    11.00000    0.00900    0.00241 =
         0.01612    0.00258    0.00050    0.00093
AFIX  43
H23   2    0.519154    0.160544    0.401009    11.00000   -1.20000
AFIX   0
O1    3    0.560147    0.106625    0.534337    11.00000    0.05007    0.05052 =
         0.02731    0.01143    0.00095   -0.00990
AFIX 147
H1    2    0.529327    0.063784    0.513136    11.00000   -1.50000
AFIX   0
O2    3    0.562238    0.104119    0.466901    11.00000    0.03881    0.01361 =
         0.03463    0.00834    0.00436   -0.00296
HKLF 4




REM  Pnma_b.res in Pna2(1)
REM wR2 = 0.219658, GooF = S = 1.12990, Restrained GooF = 1.07192 for all data
REM R1 = 0.074071 for 2300 Fo > 4sig(Fo) and 0.087920 for all 2795 data
REM 319 parameters refined using 379 restraints

END

WGHT      0.1425      0.8505

REM Highest difference peak  0.650,  deepest hole -0.343,  1-sigma level  0.119
Q1    1   0.6765  0.6928  0.5306  11.00000  0.05    0.65
Q2    1   0.7083  0.9008  0.4669  11.00000  0.05    0.64
Q3    1   0.7051  0.9041  0.5330  11.00000  0.05    0.63
Q4    1   0.6849  0.6995  0.4667  11.00000  0.05    0.62
Q5    1   0.6896  0.7127  0.4003  11.00000  0.05    0.56
Q6    1   0.6815  0.5826  0.5005  11.00000  0.05    0.50
Q7    1   0.5660  0.3658  0.4229  11.00000  0.05    0.42
Q8    1   0.5982  0.1611  0.5002  11.00000  0.05    0.39
Q9    1   0.6884  0.6884  0.5991  11.00000  0.05    0.35
Q10   1   0.5925  0.3768  0.5645  11.00000  0.05    0.33
Q11   1   0.6737 -0.0593  0.4998  11.00000  0.05    0.32
Q12   1   0.6041  0.6222  0.5575  11.00000  0.05    0.31
Q13   1   0.6534  0.9335  0.4074  11.00000  0.05    0.31
Q14   1   0.5849  0.1612  0.4329  11.00000  0.05    0.29
Q15   1   0.5610  0.1331  0.5713  11.00000  0.05    0.29
Q16   1   0.6736  0.9454  0.4418  11.00000  0.05    0.29
Q17   1   0.6618  0.9605  0.3710  11.00000  0.05    0.27
Q18   1   0.6229 -0.0567  0.5901  11.00000  0.05    0.27
Q19   1   0.5560  0.2869  0.6078  11.00000  0.05    0.26
Q20   1   0.5767  0.6372  0.6203  11.00000  0.05    0.24
;
_shelx_res_checksum              9819
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1A 0.576(3) 0.339(4) 0.6022(7) 0.029(4) Uani d U P . 0.51(2) A 1
H H1A 0.521672 0.194441 0.601059 0.035 Uiso calc U P R 0.51(2) A 1
C C2A 0.612(3) 0.444(4) 0.6377(5) 0.032(4) Uani d U P . 0.51(2) A 1
C C3A 0.562(2) 0.334(4) 0.6716(4) 0.036(4) Uani d U P . 0.51(2) A 1
H H3A 0.502587 0.192594 0.671143 0.044 Uiso calc U P R 0.51(2) A 1
C C4A 0.599(3) 0.434(4) 0.7033(6) 0.037(5) Uani d U P . 0.51(2) A 1
H H4A 0.56815 0.36067 0.72575 0.044 Uiso calc U P R 0.51(2) A 1
C C5A 0.685(2) 0.651(3) 0.7046(5) 0.037(4) Uani d U P . 0.51(2) A 1
H H5A 0.710939 0.717162 0.727852 0.045 Uiso calc U P R 0.51(2) A 1
C C6A 0.729(2) 0.760(3) 0.6736(4) 0.033(4) Uani d U P . 0.51(2) A 1
H H6A 0.782184 0.905042 0.674601 0.039 Uiso calc U P R 0.51(2) A 1
C C7A 0.693(2) 0.653(4) 0.6388(5) 0.025(4) Uani d U P . 0.51(2) A 1
C C8A 0.736(3) 0.755(3) 0.6059(6) 0.027(4) Uani d U P . 0.51(2) A 1
H H8A 0.787627 0.900883 0.606851 0.033 Uiso calc U P R 0.51(2) A 1
C C9A 0.708(3) 0.663(3) 0.5725(7) 0.021(4) Uani d U P . 0.51(2) A 1
H H9A 0.746422 0.737211 0.550668 0.025 Uiso calc U P R 0.51(2) A 1
C C10A 0.620(4) 0.450(4) 0.5705(8) 0.018(4) Uani d U P . 0.51(2) A 1
C C1B 0.580(4) 0.256(4) 0.6007(8) 0.041(5) Uani d U P . 0.49(2) A 2
H H1B 0.529035 0.112228 0.596765 0.049 Uiso calc U P R 0.49(2) A 2
C C2B 0.608(3) 0.343(4) 0.6377(6) 0.037(5) Uani d U P . 0.49(2) A 2
C C3B 0.554(2) 0.211(3) 0.6688(5) 0.036(4) Uani d U P . 0.49(2) A 2
H H3B 0.497252 0.069761 0.665448 0.043 Uiso calc U P R 0.49(2) A 2
C C4B 0.587(2) 0.293(4) 0.7035(5) 0.044(5) Uani d U P . 0.49(2) A 2
H H4B 0.555445 0.205568 0.724405 0.053 Uiso calc U P R 0.49(2) A 2
C C5B 0.666(3) 0.500(4) 0.7086(5) 0.033(5) Uani d U P . 0.49(2) A 2
H H5B 0.68212 0.552365 0.733115 0.04 Uiso calc U P R 0.49(2) A 2
C C6B 0.722(2) 0.631(3) 0.6804(5) 0.035(4) Uani d U P . 0.49(2) A 2
H H6B 0.783322 0.768562 0.684552 0.043 Uiso calc U P R 0.49(2) A 2
C C7B 0.682(2) 0.551(4) 0.6429(5) 0.030(4) Uani d U P . 0.49(2) A 2
C C8B 0.735(4) 0.675(4) 0.6123(9) 0.049(6) Uani d U P . 0.49(2) A 2
H H8B 0.799256 0.811926 0.615315 0.059 Uiso calc U P R 0.49(2) A 2
C C9B 0.689(4) 0.590(5) 0.5752(8) 0.043(7) Uani d U P . 0.49(2) A 2
H H9B 0.702729 0.68249 0.553974 0.052 Uiso calc U P R 0.49(2) A 2
C C10B 0.630(5) 0.386(5) 0.5722(11) 0.039(7) Uani d U P . 0.49(2) A 2
C C11 0.5979(10) 0.3176(12) 0.5335(2) 0.0313(17) Uani d . . . 1.0 . .
C C12 0.6143(7) 0.4339(10) 0.5010(2) 0.0279(13) Uani d . . . 1.0 . .
H H12 0.635819 0.590412 0.501309 0.033 Uiso calc U . R 1.0 . .
C C13 0.5986(9) 0.3181(9) 0.4666(2) 0.0229(13) Uani d . . . 1.0 . .
C C14 0.6225(9) 0.4190(10) 0.43078(17) 0.0150(13) Uani d U . . 1.0 . .
C C15 0.7042(8) 0.6370(9) 0.42652(16) 0.0159(13) Uani d U . . 1.0 . .
H H15 0.737559 0.719923 0.447862 0.019 Uiso calc U . R 1.0 . .
C C16 0.7345(7) 0.7263(8) 0.39231(18) 0.0141(12) Uani d U . . 1.0 . .
H H16 0.787768 0.870699 0.390422 0.017 Uiso calc U . R 1.0 . .
C C17 0.6890(7) 0.6102(8) 0.35989(16) 0.0095(11) Uani d U . . 1.0 . .
C C18 0.7226(8) 0.6968(9) 0.32430(16) 0.0149(13) Uani d U . . 1.0 . .
H H18 0.778268 0.839459 0.321757 0.018 Uiso calc U . R 1.0 . .
C C19 0.6758(8) 0.5774(9) 0.29324(17) 0.0176(13) Uani d U . . 1.0 . .
H H19 0.700645 0.637716 0.269492 0.021 Uiso calc U . R 1.0 . .
C C20 0.5901(8) 0.3634(10) 0.29637(17) 0.0162(12) Uani d U . . 1.0 . .
H H20 0.555291 0.282631 0.274904 0.019 Uiso calc U . R 1.0 . .
C C21 0.5588(8) 0.2763(9) 0.33098(16) 0.0111(11) Uani d U . . 1.0 . .
H H21 0.50426 0.132711 0.333056 0.013 Uiso calc U . R 1.0 . .
C C22 0.6048(7) 0.3926(8) 0.36324(16) 0.0075(11) Uani d U . . 1.0 . .
C C23 0.5743(8) 0.3037(8) 0.39880(15) 0.0092(11) Uani d U . . 1.0 . .
H H23 0.519154 0.160544 0.401009 0.011 Uiso calc U . R 1.0 . .
O O1 0.5601(8) 0.1066(8) 0.53434(14) 0.0426(16) Uani d . . . 1.0 . .
H H1 0.529327 0.063784 0.513136 0.064 Uiso calc U . R 1.0 . .
O O2 0.5622(6) 0.1041(6) 0.46690(15) 0.0290(12) Uani d . . . 1.0 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1A 0.021(6) 0.034(8) 0.031(8) 0.004(7) 0.003(5) -0.009(7)
C2A 0.031(6) 0.037(8) 0.027(6) -0.002(7) 0.006(5) -0.007(7)
C3A 0.040(7) 0.038(8) 0.031(7) 0.005(6) 0.011(5) -0.003(6)
C4A 0.033(8) 0.042(10) 0.036(7) 0.001(7) 0.000(6) 0.004(7)
C5A 0.031(6) 0.049(9) 0.032(7) 0.005(6) 0.005(5) -0.006(6)
C6A 0.029(6) 0.039(8) 0.030(7) -0.003(5) 0.000(5) -0.004(6)
C7A 0.024(5) 0.037(7) 0.016(6) -0.006(6) 0.005(5) -0.001(6)
C8A 0.026(6) 0.038(8) 0.018(7) -0.006(6) 0.007(5) -0.012(6)
C9A 0.021(6) 0.027(8) 0.014(7) -0.005(6) 0.000(5) -0.015(6)
C10A 0.020(7) 0.020(9) 0.015(7) -0.001(7) -0.005(5) -0.005(7)
C1B 0.039(9) 0.045(11) 0.039(10) 0.004(10) -0.005(7) 0.006(10)
C2B 0.029(8) 0.042(10) 0.040(9) 0.000(8) -0.004(6) -0.002(9)
C3B 0.026(7) 0.041(10) 0.040(8) 0.005(7) -0.004(6) 0.004(7)
C4B 0.047(9) 0.041(10) 0.044(9) 0.007(7) -0.001(7) 0.000(7)
C5B 0.033(9) 0.046(13) 0.021(8) 0.009(8) 0.005(7) -0.002(7)
C6B 0.032(7) 0.040(10) 0.035(9) 0.002(6) 0.004(6) -0.004(7)
C7B 0.024(7) 0.027(9) 0.039(9) -0.005(7) 0.004(6) 0.005(8)
C8B 0.050(10) 0.044(11) 0.054(13) -0.003(10) -0.004(9) -0.004(10)
C9B 0.049(12) 0.061(15) 0.020(8) 0.011(12) 0.014(8) -0.002(12)
C10B 0.036(9) 0.044(14) 0.036(11) 0.021(10) 0.008(8) -0.002(11)
C11 0.021(3) 0.041(4) 0.031(4) -0.001(3) -0.002(3) 0.003(3)
C12 0.032(3) 0.030(3) 0.022(2) 0.001(2) 0.006(4) -0.006(3)
C13 0.023(3) 0.017(2) 0.029(4) 0.002(2) -0.004(3) -0.001(3)
C14 0.014(3) 0.008(2) 0.023(3) 0.004(2) 0.005(2) 0.002(2)
C15 0.015(3) 0.006(2) 0.026(3) -0.0003(19) -0.002(2) -0.009(2)
C16 0.009(2) 0.004(2) 0.029(3) 0.0001(18) 0.003(2) -0.005(2)
C17 0.006(2) 0.003(2) 0.020(3) -0.0001(17) 0.001(2) -0.0003(19)
C18 0.008(3) 0.013(2) 0.023(3) 0.0041(18) 0.004(2) 0.008(2)
C19 0.010(3) 0.026(3) 0.017(3) 0.001(2) 0.005(2) 0.009(2)
C20 0.009(3) 0.025(3) 0.015(3) 0.002(2) 0.002(2) -0.003(2)
C21 0.007(2) 0.011(2) 0.015(3) -0.0005(18) 0.001(2) -0.004(2)
C22 0.003(2) 0.002(2) 0.017(3) -0.0001(16) 0.003(2) 0.0000(19)
C23 0.009(2) 0.002(2) 0.016(3) 0.0009(17) 0.001(2) 0.003(2)
O1 0.050(4) 0.051(3) 0.027(3) -0.010(2) 0.001(2) 0.011(2)
O2 0.039(3) 0.0136(19) 0.035(3) -0.0030(16) 0.004(2) 0.008(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_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C10A C1A C2A . . 119.(2) ?
C10A C1A H1A . . 120.4 ?
C2A C1A H1A . . 120.4 ?
C7A C2A C3A . . 119.8(19) ?
C7A C2A C1A . . 119.6(18) ?
C3A C2A C1A . . 121.(2) ?
C4A C3A C2A . . 119.(2) ?
C4A C3A H3A . . 120.6 ?
C2A C3A H3A . . 120.6 ?
C3A C4A C5A . . 121.6(19) ?
C3A C4A H4A . . 119.2 ?
C5A C4A H4A . . 119.2 ?
C6A C5A C4A . . 121.2(17) ?
C6A C5A H5A . . 119.4 ?
C4A C5A H5A . . 119.4 ?
C5A C6A C7A . . 118.2(17) ?
C5A C6A H6A . . 120.9 ?
C7A C6A H6A . . 120.9 ?
C8A C7A C2A . . 118.3(17) ?
C8A C7A C6A . . 121.3(17) ?
C2A C7A C6A . . 120.4(17) ?
C9A C8A C7A . . 124.1(18) ?
C9A C8A H8A . . 118.0 ?
C7A C8A H8A . . 118.0 ?
C8A C9A C10A . . 119.(2) ?
C8A C9A H9A . . 120.7 ?
C10A C9A H9A . . 120.7 ?
C1A C10A C9A . . 120.(2) ?
C1A C10A C11 . . 116.6(18) ?
C9A C10A C11 . . 123.(2) ?
C10B C1B C2B . . 118.(2) ?
C10B C1B H1B . . 121.1 ?
C2B C1B H1B . . 121.1 ?
C7B C2B C3B . . 120.0(19) ?
C7B C2B C1B . . 120.(2) ?
C3B C2B C1B . . 119.6(19) ?
C4B C3B C2B . . 118.5(18) ?
C4B C3B H3B . . 120.8 ?
C2B C3B H3B . . 120.8 ?
C3B C4B C5B . . 121.2(18) ?
C3B C4B H4B . . 119.4 ?
C5B C4B H4B . . 119.4 ?
C6B C5B C4B . . 123.2(19) ?
C6B C5B H5B . . 118.4 ?
C4B C5B H5B . . 118.4 ?
C5B C6B C7B . . 116.6(18) ?
C5B C6B H6B . . 121.7 ?
C7B C6B H6B . . 121.7 ?
C8B C7B C2B . . 119.(2) ?
C8B C7B C6B . . 120.(2) ?
C2B C7B C6B . . 120.3(18) ?
C7B C8B C9B . . 119.(2) ?
C7B C8B H8B . . 120.7 ?
C9B C8B H8B . . 120.7 ?
C10B C9B C8B . . 118.(3) ?
C10B C9B H9B . . 120.9 ?
C8B C9B H9B . . 120.9 ?
C9B C10B C1B . . 125.(3) ?
C9B C10B C11 . . 113.(3) ?
C1B C10B C11 . . 122.(3) ?
O1 C11 C12 . . 122.3(7) ?
O1 C11 C10B . . 106.4(14) ?
C12 C11 C10B . . 131.1(14) ?
O1 C11 C10A . . 119.7(11) ?
C12 C11 C10A . . 118.0(12) ?
C11 C12 C13 . . 119.6(5) ?
C11 C12 H12 . . 120.2 ?
C13 C12 H12 . . 120.2 ?
O2 C13 C12 . . 119.0(7) ?
O2 C13 C14 . . 116.2(6) ?
C12 C13 C14 . . 124.8(5) ?
C23 C14 C13 . . 120.6(5) ?
C23 C14 C15 . . 117.6(5) ?
C13 C14 C15 . . 121.7(5) ?
C16 C15 C14 . . 121.2(5) ?
C16 C15 H15 . . 119.4 ?
C14 C15 H15 . . 119.4 ?
C15 C16 C17 . . 121.7(4) ?
C15 C16 H16 . . 119.1 ?
C17 C16 H16 . . 119.1 ?
C16 C17 C18 . . 122.7(4) ?
C16 C17 C22 . . 118.5(5) ?
C18 C17 C22 . . 118.8(5) ?
C19 C18 C17 . . 120.8(5) ?
C19 C18 H18 . . 119.6 ?
C17 C18 H18 . . 119.6 ?
C18 C19 C20 . . 120.6(6) ?
C18 C19 H19 . . 119.7 ?
C20 C19 H19 . . 119.7 ?
C21 C20 C19 . . 119.0(6) ?
C21 C20 H20 . . 120.5 ?
C19 C20 H20 . . 120.5 ?
C20 C21 C22 . . 122.1(5) ?
C20 C21 H21 . . 119.0 ?
C22 C21 H21 . . 119.0 ?
C21 C22 C23 . . 122.4(4) ?
C21 C22 C17 . . 118.7(5) ?
C23 C22 C17 . . 118.9(5) ?
C14 C23 C22 . . 122.1(5) ?
C14 C23 H23 . . 118.9 ?
C22 C23 H23 . . 118.9 ?
C11 O1 H1 . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1A C10A . 1.36(4) ?
C1A C2A . 1.45(3) ?
C1A H1A . 0.95 ?
C2A C7A . 1.39(3) ?
C2A C3A . 1.44(3) ?
C3A C4A . 1.32(3) ?
C3A H3A . 0.95 ?
C4A C5A . 1.45(3) ?
C4A H4A . 0.95 ?
C5A C6A . 1.34(2) ?
C5A H5A . 0.95 ?
C6A C7A . 1.44(2) ?
C6A H6A . 0.95 ?
C7A C8A . 1.37(3) ?
C8A C9A . 1.35(3) ?
C8A H8A . 0.95 ?
C9A C10A . 1.43(3) ?
C9A H9A . 0.95 ?
C10A C11 . 1.57(3) ?
C1B C10B . 1.34(4) ?
C1B C2B . 1.45(3) ?
C1B H1B . 0.95 ?
C2B C7B . 1.37(3) ?
C2B C3B . 1.43(3) ?
C3B C4B . 1.37(3) ?
C3B H3B . 0.95 ?
C4B C5B . 1.38(3) ?
C4B H4B . 0.95 ?
C5B C6B . 1.35(3) ?
C5B H5B . 0.95 ?
C6B C7B . 1.47(3) ?
C6B H6B . 0.95 ?
C7B C8B . 1.39(3) ?
C8B C9B . 1.48(4) ?
C8B H8B . 0.95 ?
C9B C10B . 1.30(4) ?
C9B H9B . 0.95 ?
C10B C11 . 1.48(4) ?
C11 O1 . 1.293(9) ?
C11 C12 . 1.373(11) ?
C12 C13 . 1.429(10) ?
C12 H12 . 0.95 ?
C13 O2 . 1.309(6) ?
C13 C14 . 1.441(9) ?
C14 C23 . 1.393(8) ?
C14 C15 . 1.443(8) ?
C15 C16 . 1.367(9) ?
C15 H15 . 0.95 ?
C16 C17 . 1.404(8) ?
C16 H16 . 0.95 ?
C17 C18 . 1.411(8) ?
C17 C22 . 1.445(6) ?
C18 C19 . 1.376(9) ?
C18 H18 . 0.95 ?
C19 C20 . 1.430(8) ?
C19 H19 . 0.95 ?
C20 C21 . 1.376(9) ?
C20 H20 . 0.95 ?
C21 C22 . 1.401(8) ?
C21 H21 . 0.95 ?
C22 C23 . 1.411(8) ?
C23 H23 . 0.95 ?
O1 H1 . 0.84 ?