#------------------------------------------------------------------------------
#$Date: 2024-03-04 22:01:14 +0200 (Mon, 04 Mar 2024) $
#$Revision: 290122 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/06/1570625.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_1570625
loop_
_publ_author_name
'Kato, Yugo'
'Nishimura, Kazutoshi'
'Nishii, Yuji'
'Hirano, Koji'
_publ_section_title
;
 Direct synthesis of spirobifluorenes by formal dehydrative coupling of
 biaryls and fluorenones.
;
_journal_issue                   6
_journal_name_full               'Chemical science'
_journal_page_first              2112
_journal_page_last               2117
_journal_paper_doi               10.1039/d3sc05977d
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         '0.25(C72 H76 N2)'
_chemical_formula_sum            'C18 H19 N0.5'
_chemical_formula_weight         242.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-10-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-11-02 deposited with the CCDC.	2024-01-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.3120(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.0249(2)
_cell_length_b                   11.65340(10)
_cell_length_c                   16.3566(2)
_cell_measurement_reflns_used    25676
_cell_measurement_temperature    263(2)
_cell_measurement_theta_max      73.8440
_cell_measurement_theta_min      3.7420
_cell_volume                     2840.61(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.43a (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      263(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -42.00 -17.00   0.50    0.13    --  -42.93  22.00-102.00   50
  2  ω    -86.00 -60.00   0.50    0.13    --  -42.93 -22.00  91.00   52
  3  ω     15.00  40.00   0.50    0.13    --   42.93 -22.00  91.00   50
  4  ω     16.00  79.00   0.50    0.13    --   42.93  22.00-102.00  126
  5  ω     82.00 108.00   0.50    0.48    --   76.50  22.00-102.00   52
  6  ω     27.00  52.00   0.50    0.48    --   76.50 -22.00  91.00   50
  7  ω    -55.00 -30.00   0.50    0.48    -- -106.00  22.00-102.00   50
  8  ω   -127.00 -93.00   0.50    0.48    -- -106.00 -22.00  91.00   68
  9  ω    -93.00 -12.00   0.50    0.13    --  -42.93 125.00 -30.00  162
 10  ω   -115.00 -70.00   0.50    0.13    --  -42.93-125.00-120.00   90
 11  ω     94.00 120.00   0.50    0.13    --   42.93  37.00 -30.00   52
 12  ω     65.00  91.00   0.50    0.13    --   42.93  37.00 -30.00   52
 13  ω     16.00  74.00   0.50    0.13    --   42.93  77.00 -30.00  116
 14  ω     16.00 116.00   0.50    0.13    --   42.93  77.00  30.00  200
 15  ω     29.00  60.00   0.50    0.13    --   42.93  37.00 -30.00   62
 16  ω     49.00  87.00   0.50    0.48    --   76.50  77.00 -60.00   76
 17  ω     48.00  84.00   0.50    0.48    --   76.50  77.00 -30.00   72
 18  ω     49.00  75.00   0.50    0.48    --   76.50  77.00  60.00   52
 19  ω     48.00 136.00   0.50    0.48    --   76.50  77.00  90.00  176
 20  ω     48.00  73.00   0.50    0.48    --   76.50  77.00  30.00   50
 21  ω     48.00 140.00   0.50    0.48    --   76.50  77.00   0.00  184
 22  ω     52.00  92.00   0.50    0.48    --   76.50  67.00  63.12   80
 23  ω     54.00  80.00   0.50    0.48    --   76.50  57.00  60.00   52
 24  ω    -99.00 -74.00   0.50    0.48    -- -106.00 -83.00 -11.83   50
 25  ω   -175.00-149.00   0.50    0.48    -- -106.00 -83.00 -11.83   52
 26  ω   -128.00 -80.00   0.50    0.48    -- -106.00  37.00  90.00   96
 27  ω   -100.00 -75.00   0.50    0.48    -- -106.00 -81.00  51.78   50
 28  ω   -135.00 -84.00   0.50    0.48    -- -106.00  77.00  30.00  102
 29  ω   -176.00-137.00   0.50    0.48    -- -106.00 -81.00  51.78   78
 30  ω    -76.00 -41.00   0.50    0.48    -- -106.00 125.00 -90.00   70
 31  ω   -119.00 -80.00   0.50    0.48    -- -106.00 -70.00  44.16   78
 32  ω    -78.00 -52.00   0.50    0.48    -- -106.00  77.00  30.00   52
 33  ω   -176.00 -82.00   0.50    0.48    -- -106.00 -69.00 -16.86  188
 34  ω   -175.00 -77.00   0.50    0.48    -- -106.00 -77.00  60.00  196
 35  ω   -173.00 -82.00   0.50    0.48    -- -106.00 -65.00  24.26  182
 36  ω   -106.00 -77.00   0.50    0.48    -- -106.00 -79.00  35.95   58
 37  ω   -177.00-151.00   0.50    0.48    -- -106.00 -77.00   0.00   52
 38  ω   -113.00 -79.00   0.50    0.48    -- -106.00 -77.00   0.00   68
 39  ω   -102.00 -77.00   0.50    0.48    -- -106.00 -76.00 -37.73   50
 40  ω   -101.00 -76.00   0.50    0.48    -- -106.00 -79.00 -22.45   50
 41  ω   -156.00-130.00   0.50    0.48    -- -106.00 -76.00 -37.73   52
 42  ω   -125.00 -42.00   0.50    0.48    -- -106.00  57.00-120.00  166
 43  ω   -107.00 -78.00   0.50    0.48    -- -106.00 -75.00  17.43   58
 44  ω   -167.00 -80.00   0.50    0.48    -- -106.00 -71.00   3.31  174
 45  ω   -166.00-128.00   0.50    0.48    -- -106.00 -77.00  90.00   76
 46  ω   -147.00-110.00   0.50    0.48    -- -106.00 -75.00  17.43   74
 47  ω   -177.00 -93.00   0.50    0.48    -- -106.00 -99.00  90.00  168
 48  ω   -109.00 -50.00   0.50    0.48    -- -106.00  37.00  30.00  118
 49  ω   -168.00 -79.00   0.50    0.48    -- -106.00 -72.00 -72.33  178
 50  ω   -173.00-147.00   0.50    0.48    -- -106.00 -79.00 -22.45   52
 51  ω   -102.00 -77.00   0.50    0.48    -- -106.00 -79.00  28.86   50
 52  ω    -80.00 -35.00   0.50    0.48    -- -106.00 125.00-150.00   90
 53  ω   -112.00 -87.00   0.50    0.48    -- -106.00 125.00 -30.00   50
 54  ω    -66.00 -41.00   0.50    0.48    -- -106.00 125.00 -30.00   50
 55  ω   -170.00-144.00   0.50    0.48    -- -106.00 -79.00  28.86   52
 56  ω   -126.00 -81.00   0.50    0.48    -- -106.00 -75.00 -42.88   90
 57  ω   -103.00 -78.00   0.50    0.48    -- -106.00 -77.00 -30.00   50
 58  ω   -177.00-108.00   0.50    0.48    -- -106.00 -89.00 -36.55  138
 59  ω   -101.00 -76.00   0.50    0.48    -- -106.00 -89.00 -36.55   50
 60  ω   -170.00-145.00   0.50    0.48    -- -106.00 -84.00  73.94   50
 61  ω   -102.00 -77.00   0.50    0.48    -- -106.00 -84.00  73.94   50
 62  ω   -103.00 -77.00   0.50    0.48    -- -106.00 -77.00 -60.00   52
 63  ω   -149.00-113.00   0.50    0.48    -- -106.00 -77.00 -60.00   72
 64  ω   -114.00 -75.00   0.50    0.48    -- -106.00 125.00-120.00   78
 65  ω    -71.00 -40.00   0.50    0.48    -- -106.00  37.00  90.00   62
 66  ω   -104.00 -79.00   0.50    0.48    -- -106.00 -74.00  48.18   50
 67  ω   -103.00 -78.00   0.50    0.48    -- -106.00 -74.00   0.45   50
 68  ω   -103.00 -78.00   0.50    0.48    -- -106.00 -74.00 -18.07   50
 69  ω   -104.00 -79.00   0.50    0.48    -- -106.00 -77.00  17.44   50
 70  ω   -101.00 -76.00   0.50    0.48    -- -106.00 -89.00  74.68   50
 71  ω   -125.00 -34.00   0.50    0.48    -- -106.00  57.00  90.00  182
;
_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      0.0026383000
_diffrn_orient_matrix_UB_12      -0.0387312000
_diffrn_orient_matrix_UB_13      0.0903505000
_diffrn_orient_matrix_UB_21      -0.1032730000
_diffrn_orient_matrix_UB_22      0.0039229000
_diffrn_orient_matrix_UB_23      -0.0087193000
_diffrn_orient_matrix_UB_31      -0.0040326000
_diffrn_orient_matrix_UB_32      -0.1263099000
_diffrn_orient_matrix_UB_33      -0.0279267000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            54897
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.170
_diffrn_reflns_theta_min         4.672
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.484
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62426
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.43a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.133
_exptl_crystal_description       prism
_exptl_crystal_F_000             1044
_exptl_crystal_size_max          0.482
_exptl_crystal_size_mid          0.275
_exptl_crystal_size_min          0.129
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     436
_refine_ls_number_reflns         5760
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0530
_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)+(0.0791P)²+0.3871P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1437
_refine_ls_wR_factor_ref         0.1500
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5029
_reflns_number_total             5760
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc05977d2.cif
_cod_data_source_block           kato_201027_2
_cod_depositor_comments
'Adding full bibliography for 1570621--1570629.cif.'
_cod_original_formula_sum        'C18 H19 N0.50'
_cod_database_code               1570625
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C17 H18 N2'
_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.
;
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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
Uanis(C0AA) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C9)
\\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C5) \\sim Ueq, Uanis(C4) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
3. Others
 Sof(H00C)=Sof(H00D)=Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(C2)=Sof(H2A)=Sof(H2B)=
 Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=
 Sof(C6)=Sof(H6A)=Sof(H6B)=Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(C8)=Sof(H8A)=Sof(H8B)=
 Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(C0AA)=Sof(H0AB)=
 Sof(H0AC)=Sof(H0AD)=1-FVAR(1)
 Sof(H00A)=Sof(H00B)=Sof(C00R)=Sof(H00H)=Sof(H00R)=Sof(C00S)=Sof(H00S)=
 Sof(H00T)=Sof(C00T)=Sof(H00U)=Sof(H00V)=Sof(C00U)=Sof(H00W)=Sof(H00X)=
 Sof(C00V)=Sof(H00Y)=Sof(H)=Sof(C00W)=Sof(H00Z)=Sof(HA)=Sof(C00X)=Sof(H00)=
 Sof(HB)=Sof(C00Y)=Sof(H0AA)=Sof(HC)=Sof(C00Z)=Sof(H1AA)=Sof(HD)=Sof(C010)=
 Sof(H01A)=Sof(H01B)=Sof(C011)=Sof(H01C)=Sof(H01D)=Sof(H01E)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C00H(H00A,H00B), C00H(H00C,H00D), C00R(H00H,H00R), C00S(H00S,H00T), C00T(H00U,
 H00V), C00U(H00W,H00X), C00V(H00Y,H), C00W(H00Z,HA), C00X(H00,HB), C00Y(H0AA,
 HC), C00Z(H1AA,HD), C010(H01A,H01B), C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B),
 C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B),
 C11(H11A,H11B)
4.b Aromatic/amide H refined with riding coordinates:
 C004(H004), C00E(H00E), C00F(H00F), C00G(H00G), C00I(H00I), C00J(H00J),
 C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P),
 C00Q(H00Q)
4.c Idealised Me refined as rotating group:
 C011(H01C,H01D,H01E), C0AA(H0AB,H0AC,H0AD)
;
_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 2.416
_oxdiff_exptl_absorpt_empirical_full_min 0.534
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_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
N001 N 0.82491(7) 0.45545(8) 0.43570(7) 0.0546(3) Uani 1 1 d . . . . .
C002 C 1.05905(7) 0.41584(9) 0.53634(6) 0.0438(2) Uani 1 1 d . . . . .
C003 C 0.91458(8) 0.46615(9) 0.47000(6) 0.0455(3) Uani 1 1 d . . . . .
C004 C 0.97197(8) 0.38211(9) 0.50579(6) 0.0457(3) Uani 1 1 d . . . . .
H004 H 0.953299 0.306390 0.509348 0.055 Uiso 1 1 calc R . . . .
C005 C 0.86346(8) 0.64156(10) 0.42407(7) 0.0487(3) Uani 1 1 d . . . . .
C006 C 0.79653(8) 0.56256(10) 0.40843(8) 0.0547(3) Uani 1 1 d . . . . .
C007 C 0.83198(8) 0.75897(10) 0.39373(7) 0.0509(3) Uani 1 1 d . . . . .
C008 C 0.84184(9) 0.85716(10) 0.45594(7) 0.0540(3) Uani 1 1 d . . . . .
C009 C 0.88120(8) 0.80805(11) 0.32525(7) 0.0536(3) Uani 1 1 d . . . . .
C00A C 0.73325(9) 0.73281(12) 0.36282(8) 0.0591(3) Uani 1 1 d . . . . .
C00B C 0.71342(9) 0.61555(12) 0.37092(9) 0.0631(3) Uani 1 1 d . . . . .
C00C C 0.90989(10) 0.91945(11) 0.34398(8) 0.0605(3) Uani 1 1 d . . . . .
C00D C 0.88547(10) 0.95034(10) 0.42505(8) 0.0600(3) Uani 1 1 d . . . . .
C00E C 0.81233(11) 0.86358(13) 0.53239(8) 0.0672(4) Uani 1 1 d . . . . .
H00E H 0.783388 0.801732 0.553420 0.081 Uiso 1 1 calc R . . . .
C00F C 0.89686(10) 0.75687(13) 0.25191(8) 0.0654(4) Uani 1 1 d . . . . .
H00F H 0.877817 0.682203 0.239581 0.078 Uiso 1 1 calc R . . . .
C00G C 0.66718(10) 0.80895(15) 0.33197(10) 0.0753(4) Uani 1 1 d . . . . .
H00G H 0.680328 0.886344 0.326508 0.090 Uiso 1 1 calc R . . . .
C00H C 0.77762(11) 0.34697(12) 0.42234(12) 0.0809(5) Uani 1 1 d . . . . .
H00A H 0.791092 0.302213 0.472387 0.097 Uiso 0.641(4) 1 calc R . P A 1
H00B H 0.713913 0.363900 0.416524 0.097 Uiso 0.641(4) 1 calc R . P A 1
H00C H 0.714011 0.354610 0.426260 0.097 Uiso 0.359(4) 1 calc R . P A 2
H00D H 0.803229 0.287708 0.459829 0.097 Uiso 0.359(4) 1 calc R . P A 2
C00I C 0.87051(14) 1.05653(14) 0.54688(11) 0.0837(5) Uani 1 1 d . . . . .
H00I H 0.879808 1.123252 0.577991 0.100 Uiso 1 1 calc R . . . .
C00J C 0.82699(13) 0.96517(14) 0.57735(10) 0.0809(5) Uani 1 1 d . . . . .
H00J H 0.807015 0.971167 0.628712 0.097 Uiso 1 1 calc R . . . .
C00K C 0.90045(13) 1.05039(12) 0.47095(10) 0.0760(4) Uani 1 1 d . . . . .
H00K H 0.930202 1.112128 0.450682 0.091 Uiso 1 1 calc R . . . .
C00L C 0.94135(13) 0.81889(16) 0.19734(10) 0.0805(5) Uani 1 1 d . . . . .
H00L H 0.952574 0.785359 0.148081 0.097 Uiso 1 1 calc R . . . .
C00M C 0.96915(14) 0.92965(17) 0.21525(10) 0.0892(5) Uani 1 1 d . . . . .
H00M H 0.998239 0.970386 0.177571 0.107 Uiso 1 1 calc R . . . .
C00N C 0.95440(13) 0.98121(14) 0.28856(10) 0.0818(5) Uani 1 1 d . . . . .
H00N H 0.973862 1.055787 0.300614 0.098 Uiso 1 1 calc R . . . .
C00O C 0.62675(11) 0.57593(16) 0.34737(12) 0.0867(5) Uani 1 1 d . . . . .
H00O H 0.612831 0.498670 0.352221 0.104 Uiso 1 1 calc R . . . .
C00P C 0.56150(12) 0.65412(19) 0.31648(15) 0.1042(7) Uani 1 1 d . . . . .
H00P H 0.503290 0.628519 0.300313 0.125 Uiso 1 1 calc R . . . .
C00Q C 0.58085(12) 0.76842(19) 0.30923(14) 0.0970(6) Uani 1 1 d . . . . .
H00Q H 0.535633 0.819181 0.288857 0.116 Uiso 1 1 calc R . . . .
C00R C 0.79247(18) 0.2751(2) 0.35574(17) 0.0668(7) Uani 0.641(4) 1 d . . P A 1
H00H H 0.768069 0.199559 0.364027 0.080 Uiso 0.641(4) 1 calc R . P A 1
H00R H 0.856504 0.266994 0.354335 0.080 Uiso 0.641(4) 1 calc R . P A 1
C00S C 0.7490(3) 0.3233(2) 0.27358(18) 0.0864(9) Uani 0.641(4) 1 d . . P A 1
H00S H 0.684644 0.328046 0.274566 0.104 Uiso 0.641(4) 1 calc R . P A 1
H00T H 0.771001 0.400654 0.267247 0.104 Uiso 0.641(4) 1 calc R . P A 1
C00T C 0.6127(4) -0.0758(4) 0.1007(3) 0.0958(12) Uani 0.641(4) 1 d . . P A 1
H00U H 0.588101 -0.055777 0.150785 0.115 Uiso 0.641(4) 1 calc R . P A 1
H00V H 0.584249 -0.027259 0.056738 0.115 Uiso 0.641(4) 1 calc R . P A 1
C00U C 0.5905(3) -0.2014(5) 0.0794(3) 0.0950(11) Uani 0.641(4) 1 d . . P A 1
H00W H 0.614605 -0.220201 0.028779 0.114 Uiso 0.641(4) 1 calc R . P A 1
H00X H 0.621014 -0.249328 0.122680 0.114 Uiso 0.641(4) 1 calc R . P A 1
C00V C 0.7275(2) 0.1337(3) 0.19955(18) 0.0840(9) Uani 0.641(4) 1 d . . P A 1
H00Y H 0.663556 0.138670 0.202418 0.101 Uiso 0.641(4) 1 calc R . P A 1
H H 0.754711 0.091979 0.247657 0.101 Uiso 0.641(4) 1 calc R . P A 1
C00W C 0.4931(5) -0.2315(5) 0.0688(3) 0.1097(14) Uani 0.641(4) 1 d . . P A 1
H00Z H 0.461684 -0.184014 0.025680 0.132 Uiso 0.641(4) 1 calc R . P A 1
HA H 0.468469 -0.215141 0.119573 0.132 Uiso 0.641(4) 1 calc R . P A 1
C00X C 0.7666(3) 0.2536(3) 0.2007(2) 0.0991(11) Uani 0.641(4) 1 d . . P A 1
H00 H 0.830959 0.247874 0.200226 0.119 Uiso 0.641(4) 1 calc R . P A 1
HB H 0.741744 0.293287 0.150874 0.119 Uiso 0.641(4) 1 calc R . P A 1
C00Y C 0.7146(3) -0.0519(4) 0.1128(2) 0.0968(10) Uani 0.641(4) 1 d . . P A 1
H0AA H 0.740555 -0.092184 0.161990 0.116 Uiso 0.641(4) 1 calc R . P A 1
HC H 0.739832 -0.085393 0.066582 0.116 Uiso 0.641(4) 1 calc R . P A 1
C00Z C 0.7437(3) 0.0669(3) 0.1203(2) 0.1002(11) Uani 0.641(4) 1 d . . P A 1
H1AA H 0.713869 0.108497 0.073219 0.120 Uiso 0.641(4) 1 calc R . P A 1
HD H 0.807504 0.068793 0.116235 0.120 Uiso 0.641(4) 1 calc R . P A 1
C010 C 0.4775(4) -0.3569(6) 0.0466(5) 0.146(2) Uani 0.641(4) 1 d . . P A 1
H01A H 0.504462 -0.372995 -0.002954 0.175 Uiso 0.641(4) 1 calc R . P A 1
H01B H 0.508245 -0.403508 0.090579 0.175 Uiso 0.641(4) 1 calc R . P A 1
C011 C 0.3823(5) -0.3925(8) 0.0328(8) 0.178(4) Uani 0.641(4) 1 d . . P A 1
H01C H 0.377143 -0.463553 0.002909 0.267 Uiso 0.641(4) 1 calc GR . P A 1
H01D H 0.347602 -0.334475 0.001554 0.267 Uiso 0.641(4) 1 calc GR . P A 1
H01E H 0.360319 -0.402439 0.084937 0.267 Uiso 0.641(4) 1 calc GR . P A 1
C1 C 0.8001(5) 0.3211(5) 0.3150(4) 0.0871(16) Uani 0.359(4) 1 d . . P A 2
H1A H 0.775202 0.383547 0.280116 0.105 Uiso 0.359(4) 1 calc R . P A 2
H1B H 0.864404 0.319512 0.313339 0.105 Uiso 0.359(4) 1 calc R . P A 2
C2 C 0.7603(5) 0.2109(5) 0.2827(4) 0.119(3) Uani 0.359(4) 1 d . . P A 2
H2A H 0.695353 0.217187 0.275321 0.143 Uiso 0.359(4) 1 calc R . P A 2
H2B H 0.777017 0.150348 0.322352 0.143 Uiso 0.359(4) 1 calc R . P A 2
C3 C 0.7947(6) 0.1773(10) 0.1940(4) 0.122(3) Uani 0.359(4) 1 d . . P A 2
H3A H 0.773072 0.231912 0.151287 0.147 Uiso 0.359(4) 1 calc R . P A 2
H3B H 0.859650 0.173604 0.198838 0.147 Uiso 0.359(4) 1 calc R . P A 2
C4 C 0.6863(5) 0.0400(12) 0.1417(5) 0.150(5) Uani 0.359(4) 1 d . U P A 2
H4A H 0.677279 0.094230 0.096424 0.180 Uiso 0.359(4) 1 calc R . P A 2
H4B H 0.641353 0.056758 0.177725 0.180 Uiso 0.359(4) 1 calc R . P A 2
C5 C 0.7520(18) 0.0575(12) 0.1762(8) 0.325(14) Uani 0.359(4) 1 d . U P A 2
H5A H 0.794700 0.014309 0.148682 0.390 Uiso 0.359(4) 1 calc R . P A 2
H5B H 0.751269 0.021547 0.229637 0.390 Uiso 0.359(4) 1 calc R . P A 2
C6 C 0.5760(8) -0.1224(14) 0.0804(7) 0.133(3) Uani 0.359(4) 1 d . . P A 2
H6A H 0.551863 -0.070956 0.036503 0.160 Uiso 0.359(4) 1 calc R . P A 2
H6B H 0.544647 -0.105538 0.127327 0.160 Uiso 0.359(4) 1 calc R . P A 2
C7 C 0.4210(16) -0.354(2) 0.003(2) 0.35(2) Uani 0.359(4) 1 d . U P A 2
H7A H 0.454685 -0.387085 -0.037650 0.415 Uiso 0.359(4) 1 calc R . P A 2
H7B H 0.358302 -0.345986 -0.019200 0.415 Uiso 0.359(4) 1 calc R . P A 2
C8 C 0.6650(10) -0.0916(11) 0.1026(7) 0.144(4) Uani 0.359(4) 1 d . . P A 2
H8A H 0.695699 -0.099005 0.054120 0.172 Uiso 0.359(4) 1 calc R . P A 2
H8B H 0.691709 -0.146874 0.142724 0.172 Uiso 0.359(4) 1 calc R . P A 2
C9 C 0.5508(13) -0.2366(12) 0.0540(10) 0.169(6) Uani 0.359(4) 1 d . U P A 2
H9A H 0.573595 -0.289574 0.097392 0.203 Uiso 0.359(4) 1 calc R . P A 2
H9B H 0.580197 -0.254599 0.006074 0.203 Uiso 0.359(4) 1 calc R . P A 2
C11 C 0.4559(14) -0.257(3) 0.0333(19) 0.317(17) Uani 0.359(4) 1 d . U P A 2
H11A H 0.428954 -0.241901 0.083103 0.381 Uiso 0.359(4) 1 calc R . P A 2
H11B H 0.434004 -0.197502 -0.005732 0.381 Uiso 0.359(4) 1 calc R . P A 2
C0AA C 0.435(2) -0.4245(18) 0.0920(14) 0.270(12) Uani 0.359(4) 1 d . U P A 2
H0AB H 0.497776 -0.430458 0.111324 0.406 Uiso 0.359(4) 1 calc GR . P A 2
H0AC H 0.409631 -0.499921 0.084073 0.406 Uiso 0.359(4) 1 calc GR . P A 2
H0AD H 0.405303 -0.383928 0.131951 0.406 Uiso 0.359(4) 1 calc GR . 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 0.0181 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'
N N 0.0311 0.0180 '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
-10 0 -1 0.0205
10 0 1 0.1061
0 -6 -6 0.0861
0 0 10 0.1412
0 7 4 0.1532
0 0 -10 0.1181
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
C003 N001 C00H 124.47(11) . . ?
C006 N001 C003 107.02(9) . . ?
C006 N001 C00H 127.99(11) . . ?
C004 C002 C003 119.83(10) . 3_766 ?
C004 C002 C005 134.80(10) . 3_766 ?
C005 C002 C003 105.37(10) 3_766 3_766 ?
N001 C003 C002 108.45(9) . 3_766 ?
C004 C003 N001 128.56(10) . . ?
C004 C003 C002 122.98(10) . 3_766 ?
C003 C004 C002 117.19(10) . . ?
C002 C005 C007 141.08(11) 3_766 . ?
C006 C005 C002 107.98(10) . 3_766 ?
C006 C005 C007 110.94(11) . . ?
N001 C006 C00B 137.33(12) . . ?
C005 C006 N001 111.17(11) . . ?
C005 C006 C00B 111.41(11) . . ?
C005 C007 C008 117.41(10) . . ?
C005 C007 C009 114.77(10) . . ?
C005 C007 C00A 100.21(10) . . ?
C008 C007 C009 101.13(10) . . ?
C008 C007 C00A 112.09(10) . . ?
C009 C007 C00A 111.71(10) . . ?
C00D C008 C007 110.62(11) . . ?
C00E C008 C007 129.01(12) . . ?
C00E C008 C00D 120.35(12) . . ?
C00C C009 C007 110.68(10) . . ?
C00F C009 C007 128.60(12) . . ?
C00F C009 C00C 120.71(12) . . ?
C00B C00A C007 111.64(11) . . ?
C00G C00A C007 127.83(13) . . ?
C00G C00A C00B 120.52(14) . . ?
C00A C00B C006 105.70(11) . . ?
C00O C00B C006 134.35(14) . . ?
C00O C00B C00A 119.90(13) . . ?
C009 C00C C00D 108.83(11) . . ?
C009 C00C C00N 120.01(13) . . ?
C00N C00C C00D 131.16(14) . . ?
C008 C00D C00C 108.64(11) . . ?
C00K C00D C008 120.57(13) . . ?
C00K C00D C00C 130.78(13) . . ?
C008 C00E C00J 118.40(14) . . ?
C00L C00F C009 118.83(14) . . ?
C00A C00G C00Q 118.99(16) . . ?
N001 C00H C1 98.0(2) . . ?
C00R C00H N001 120.59(18) . . ?
C00J C00I C00K 120.80(15) . . ?
C00I C00J C00E 121.05(14) . . ?
C00I C00K C00D 118.83(15) . . ?
C00M C00L C00F 120.69(15) . . ?
C00L C00M C00N 120.92(14) . . ?
C00M C00N C00C 118.84(16) . . ?
C00P C00O C00B 118.51(17) . . ?
C00Q C00P C00O 121.47(17) . . ?
C00P C00Q C00G 120.61(16) . . ?
C00H C00R C00S 111.6(2) . . ?
C00X C00S C00R 113.7(3) . . ?
C00U C00T C00Y 112.7(4) . . ?
C00W C00U C00T 115.6(4) . . ?
C00X C00V C00Z 111.7(3) . . ?
C00U C00W C010 111.9(5) . . ?
C00S C00X C00V 113.8(3) . . ?
C00Z C00Y C00T 117.8(4) . . ?
C00Y C00Z C00V 118.0(3) . . ?
C011 C010 C00W 115.1(5) . . ?
C2 C1 C00H 111.3(5) . . ?
C1 C2 C3 111.2(6) . . ?
C5 C3 C2 102.2(10) . . ?
C5 C4 C8 118.9(13) . . ?
C4 C5 C3 126.2(15) . . ?
C8 C6 C9 121.8(16) . . ?
C11 C7 C0AA 96(3) . . ?
C6 C8 C4 117.8(14) . . ?
C6 C9 C11 116(2) . . ?
C7 C11 C9 124(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
N001 C003 1.3976(15) . ?
N001 C006 1.3750(16) . ?
N001 C00H 1.4530(16) . ?
C002 C003 1.4386(15) 3_766 ?
C002 C004 1.3963(16) . ?
C002 C005 1.4250(16) 3_766 ?
C003 C004 1.3844(16) . ?
C005 C006 1.3634(17) . ?
C005 C007 1.5106(15) . ?
C006 C00B 1.4567(18) . ?
C007 C008 1.5259(17) . ?
C007 C009 1.5296(16) . ?
C007 C00A 1.5356(18) . ?
C008 C00D 1.3959(18) . ?
C008 C00E 1.3809(18) . ?
C009 C00C 1.3897(18) . ?
C009 C00F 1.3862(18) . ?
C00A C00B 1.4085(19) . ?
C00A C00G 1.3783(19) . ?
C00B C00O 1.389(2) . ?
C00C C00D 1.4651(18) . ?
C00C C00N 1.3934(19) . ?
C00D C00K 1.3894(19) . ?
C00E C00J 1.396(2) . ?
C00F C00L 1.385(2) . ?
C00G C00Q 1.386(2) . ?
C00H C00R 1.414(3) . ?
C00H C1 1.855(6) . ?
C00I C00J 1.376(3) . ?
C00I C00K 1.376(2) . ?
C00L C00M 1.377(3) . ?
C00M C00N 1.384(2) . ?
C00O C00P 1.386(3) . ?
C00P C00Q 1.372(3) . ?
C00R C00S 1.525(4) . ?
C00S C00X 1.494(5) . ?
C00T C00U 1.531(6) . ?
C00T C00Y 1.543(6) . ?
C00U C00W 1.493(8) . ?
C00V C00X 1.514(5) . ?
C00V C00Z 1.558(5) . ?
C00W C010 1.517(8) . ?
C00Y C00Z 1.452(6) . ?
C010 C011 1.478(10) . ?
C1 C2 1.485(8) . ?
C2 C3 1.648(11) . ?
C3 C5 1.549(18) . ?
C4 C5 1.09(2) . ?
C4 C8 1.677(17) . ?
C6 C8 1.387(13) . ?
C6 C9 1.435(17) . ?
C7 C11 1.31(4) . ?
C7 C0AA 1.66(4) . ?
C9 C11 1.44(2) . ?
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
-9.5715 -0.1918 -0.6710 -0.0785 0.9936 0.0816
9.5596 0.2947 0.7144 0.0784 -0.9923 -0.0957
-0.1173 -6.1663 -6.0879 -0.3115 0.0410 0.9494
0.3172 0.3385 10.4698 0.9337 -0.1227 -0.3364
0.0548 6.8994 4.3178 0.1230 -0.0162 -0.9923
-0.3252 0.3937 -10.4642 -0.9616 0.1264 0.2438
