#------------------------------------------------------------------------------
#$Date: 2021-12-07 05:53:38 +0200 (Tue, 07 Dec 2021) $
#$Revision: 271222 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/83/7158377.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_7158377
loop_
_publ_author_name
'Fuller, Rebecca O.'
'Taylor, Madeleine R.'
'Duggin, Margot'
'Bissember, Alex C.'
'Canty, Allan J.'
'Judd, Martyna M.'
'Cox, Nicholas'
'Moggach, Stephen A.'
'Turner, Gemma F.'
_publ_section_title
;
 Enhanced synthesis of oxo-verdazyl radicals bearing sterically-and
 electronically-diverse C3-substituents.
;
_journal_issue                   46
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              10120
_journal_page_last               10138
_journal_paper_doi               10.1039/d1ob01946e
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C19 H22 N4 O'
_chemical_formula_sum            'C19 H22 N4 O'
_chemical_formula_weight         322.40
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-09-17
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-09-30 deposited with the CCDC.	2021-11-01 downloaded from the CCDC.
;
_cell_angle_alpha                102.5530(10)
_cell_angle_beta                 92.8410(10)
_cell_angle_gamma                111.3200(10)
_cell_formula_units_Z            2
_cell_length_a                   7.58380(10)
_cell_length_b                   9.81170(10)
_cell_length_c                   12.89680(10)
_cell_measurement_reflns_used    23822
_cell_measurement_temperature    101(1)
_cell_measurement_theta_max      75.3330
_cell_measurement_theta_min      3.5340
_cell_volume                     863.837(18)
_computing_cell_refinement       'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      101(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     24.00 119.00   0.50    0.05    --   46.07  77.00 150.00  190
  2  ω     24.00 119.00   0.50    0.05    --   46.07  77.00  90.00  190
  3  ω     29.00 119.00   0.50    0.05    --   46.07  64.00  79.00  180
  4  ω     24.00 119.00   0.50    0.05    --   46.07  77.00  60.00  190
  5  ω     28.00 122.00   0.50    0.05    --   50.00  76.00-119.87  188
  6  ω     24.00 119.00   0.50    0.05    --   46.07  77.00-180.00  190
  7  ω     34.00 119.00   0.50    0.05    --   46.07  38.00-180.00  170
  8  ω     34.00 122.00   0.50    0.05    --   46.07  19.00-180.00  176
  9  ω     87.00 177.00   0.50    0.25    --  103.87  64.00  79.00  180
 10  ω     31.00 126.00   0.50    0.05    --   54.00  77.00 158.43  190
 11  ω     35.00 131.00   0.50    0.05    --   58.00  77.00  71.98  192
 12  ω     63.00 152.00   0.50    0.25    --   86.00  77.00  55.40  178
 13  ω     32.00 126.00   0.50    0.05    --   54.00  76.00 -34.48  188
 14  ω     74.00 100.00   0.50    0.05    --   66.00  77.00-104.74   52
 15  ω     44.00  70.00   0.50    0.05    --   66.00  77.00-104.74   52
 16  ω     40.00  66.00   0.50    0.05    --   62.00  77.00 -72.89   52
 17  ω     32.00 126.00   0.50    0.05    --   54.00  75.00 -80.86  188
 18  ω     41.00 128.00   0.50    0.05    --   62.00  73.00-114.66  174
 19  ω     32.00 126.00   0.50    0.05    --   54.00  76.00  16.09  188
 20  ω     42.00  68.00   0.50    0.05    --   62.00  75.00  25.41   52
 21  ω     43.00  68.00   0.50    0.05    --   62.00  76.00  90.21   50
 22  ω     14.00  43.00   0.50    0.05    --   42.00  88.00-117.61   58
 23  ω      5.00  43.00   0.50    0.05    --   34.00  90.00 -74.57   76
 24  ω    -16.00  22.00   0.50    0.05    --   18.00 100.00 -88.79   76
 25  ω    -21.00  14.00   0.50    0.05    --   14.00 102.00 -27.09   70
 26  ω     31.00  76.00   0.50    0.25    --  103.87 -64.00 -56.00   90
 27  ω     36.00  71.00   0.50    0.25    --  103.87 -61.00   0.00   70
 28  ω    -25.00  61.00   0.50    0.05    --   46.07 -57.00  90.00  172
 29  ω    -25.00  64.00   0.50    0.05    --   46.07 -64.00 -56.00  178
 30  ω     31.00  69.00   0.50    0.25    --  103.87 -61.00 -90.00   76
 31  ω     32.00  60.00   0.50    0.25    --  103.87 -94.00-120.00   56
 32  ω     73.00 111.00   0.50    0.25    --  103.87-125.00-150.00   76
 33  ω     38.00  67.00   0.50    0.25    --  103.87-125.00 -30.00   58
 34  ω     72.00 112.00   0.50    0.25    --  103.87-125.00 -30.00   80
 35  ω     85.00 112.00   0.50    0.25    --  103.87-125.00   0.00   54
 36  ω     33.00  97.00   0.50    0.25    --  103.87 -94.00 120.00  128
 37  ω     52.00 112.00   0.50    0.25    --  103.87-125.00  90.00  120
 38  ω     75.00 105.00   0.50    0.25    --  103.87 -94.00 150.00   60
 39  ω     46.00  72.00   0.50    0.25    --  103.87 -94.00 150.00   52
 40  ω     64.00  93.00   0.50    0.25    --  103.87 -94.00-120.00   58
 41  ω     38.00  69.00   0.50    0.25    --  103.87 -94.00-150.00   62
 42  ω     72.00 104.00   0.50    0.25    --  103.87 -94.00-150.00   64
 43  ω   -108.00 -41.00   0.50    0.25    -- -103.87 125.00  60.00  134
 44  ω   -107.00 -79.00   0.50    0.25    -- -103.87 125.00  30.00   56
 45  ω    -76.00 -50.00   0.50    0.25    -- -103.87 125.00  30.00   52
 46  ω    -87.00 -34.00   0.50    0.25    -- -103.87 125.00 -60.00  106
 47  ω    -64.00 -33.00   0.50    0.25    -- -103.87  61.00 -60.00   62
 48  ω    -70.00 -32.00   0.50    0.25    -- -103.87  61.00-150.00   76
 49  ω    -63.00  27.00   0.50    0.05    --  -46.07  64.00  79.00  180
 50  ω    -76.00 -31.00   0.50    0.25    -- -103.87  64.00  79.00   90
 51  ω   -174.00-143.00   0.50    0.25    -- -103.87 -45.00  30.00   62
 52  ω   -166.00 -80.00   0.50    0.25    -- -103.87 -79.00  11.04  172
 53  ω   -176.00 -80.00   0.50    0.25    -- -103.87 -79.00-100.74  192
 54  ω   -175.00-121.00   0.50    0.25    -- -103.87 -77.00-140.45  108
 55  ω   -113.00 -83.00   0.50    0.25    -- -103.87 -77.00-140.45   60
 56  ω   -126.00 -76.00   0.50    0.25    --  -98.00 -77.00 -81.99  100
 57  ω   -159.00-132.00   0.50    0.25    --  -98.00 -77.00 -81.99   54
 58  ω   -161.00-117.00   0.50    0.25    --  -94.00 -76.00  24.21   88
 59  ω   -100.00 -71.00   0.50    0.25    --  -94.00 -76.00  24.21   58
 60  ω   -166.00 -71.00   0.50    0.25    --  -94.00 -76.00 -13.58  190
 61  ω   -174.00-131.00   0.50    0.25    -- -103.87 -77.00 120.00   86
 62  ω   -118.00 -81.00   0.50    0.25    -- -103.87 -77.00 120.00   74
 63  ω    -77.00 -51.00   0.50    0.05    --  -74.00 -76.00 149.33   52
 64  ω    -91.00 -64.00   0.50    0.25    --  -86.00 -75.00 138.32   54
 65  ω    -83.00 -52.00   0.50    0.05    --  -74.00 -75.00 103.98   62
 66  ω    -86.00 -51.00   0.50    0.05    --  -74.00 -76.00  18.54   70
 67  ω   -145.00-119.00   0.50    0.05    --  -74.00 -75.00 103.98   52
 68  ω   -138.00 -97.00   0.50    0.05    --  -74.00 -76.00  18.54   82
 69  ω    -82.00 -52.00   0.50    0.05    --  -74.00 -75.00  67.85   60
 70  ω   -115.00 -68.00   0.50    0.25    --  -90.00 -74.00 -75.26   94
 71  ω    -79.00 -54.00   0.50    0.05    --  -74.00 -74.00 -99.20   50
 72  ω   -155.00 -65.00   0.50    0.25    --  -86.00 -74.00-115.29  180
 73  ω   -153.00 -84.00   0.50    0.25    -- -103.87 -75.00-164.92  138
 74  ω    -91.00 -65.00   0.50    0.25    --  -86.00 -75.00-144.03   52
 75  ω    -78.00 -53.00   0.50    0.05    --  -74.00 -73.00 -68.75   50
 76  ω    -93.00 -65.00   0.50    0.25    --  -86.00 -73.00  27.28   56
 77  ω    -86.00 -61.00   0.50    0.25    --  -82.00 -72.00  83.92   50
 78  ω    -95.00 -67.00   0.50    0.25    --  -86.00 -72.00  64.45   56
 79  ω   -158.00-108.00   0.50    0.25    --  -86.00 -72.00  64.45  100
 80  ω   -150.00 -99.00   0.50    0.25    --  -82.00 -72.00 149.50  102
 81  ω    -93.00 -61.00   0.50    0.25    --  -82.00 -72.00 149.50   64
 82  ω    -82.00 -57.00   0.50    0.25    --  -78.00 -72.00 173.40   50
 83  ω   -142.00-115.00   0.50    0.25    --  -78.00 -72.00 173.40   54
 84  ω   -135.00 -42.00   0.50    0.05    --  -62.00 -70.00 168.16  186
 85  ω   -100.00 -66.00   0.50    0.25    --  -86.00 -71.00 114.06   68
 86  ω   -148.00 -85.00   0.50    0.25    -- -103.87 -68.00 152.03  126
 87  ω    -80.00 -54.00   0.50    0.05    --  -74.00 -69.00 -36.93   52
 88  ω    -79.00 -51.00   0.50    0.05    --  -70.00 -68.00 -57.76   56
 89  ω   -122.00 -80.00   0.50    0.25    --  -98.00 -70.00-146.75   84
 90  ω   -153.00-127.00   0.50    0.25    --  -98.00 -70.00-146.75   52
 91  ω    -94.00 -64.00   0.50    0.25    --  -82.00 -65.00 -66.81   60
 92  ω   -119.00 -29.00   0.50    0.05    --  -46.07 -64.00 -56.00  180
 93  ω   -109.00 -68.00   0.50    0.25    --  -86.00 -64.00 -11.71   82
 94  ω   -176.00 -86.00   0.50    0.25    -- -103.87 -64.00 -56.00  180
 95  ω   -139.00-114.00   0.50    0.25    --  -94.00 -65.00  73.31   50
 96  ω   -110.00 -76.00   0.50    0.25    --  -94.00 -65.00  73.31   68
 97  ω   -125.00 -76.00   0.50    0.25    --  -94.00 -64.00 178.84   98
 98  ω    -83.00 -57.00   0.50    0.05    --  -74.00 -66.00 115.42   52
 99  ω   -123.00 -87.00   0.50    0.25    -- -103.87 -62.00 118.44   72
100  ω    -90.00 -64.00   0.50    0.25    --  -78.00 -60.00 177.29   52
101  ω   -175.00-127.00   0.50    0.25    -- -103.87 -61.00  60.00   96
102  ω   -139.00 -93.00   0.50    0.25    -- -103.87 -45.00  30.00   92
103  ω   -110.00 -77.00   0.50    0.25    --  -94.00 -63.00 -71.29   66
104  ω   -117.00 -78.00   0.50    0.25    --  -94.00 -59.00 -65.78   78
105  ω   -152.00-120.00   0.50    0.25    --  -94.00 -59.00 -65.78   64
106  ω   -109.00 -69.00   0.50    0.25    --  -86.00 -62.00-150.27   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0291024000
_diffrn_orient_matrix_UB_12      -0.1182493000
_diffrn_orient_matrix_UB_13      -0.0902121000
_diffrn_orient_matrix_UB_21      0.1824438000
_diffrn_orient_matrix_UB_22      0.1229300000
_diffrn_orient_matrix_UB_23      -0.0186972000
_diffrn_orient_matrix_UB_31      0.1199523000
_diffrn_orient_matrix_UB_32      -0.0354389000
_diffrn_orient_matrix_UB_33      0.0824269000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_unetI/netI     0.0115
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            31912
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.872
_diffrn_reflns_theta_min         3.547
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.629
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86829
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.103a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_description       block
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.198
_exptl_crystal_size_mid          0.159
_exptl_crystal_size_min          0.108
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         3484
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0333
_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)+(0.0496P)²+0.1892P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0911
_refine_ls_wR_factor_ref         0.0918
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3352
_reflns_number_total             3484
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ob01946e2.cif
_cod_data_source_block           7b
_cod_depositor_comments
'Adding full bibliography for 7158376--7158384.cif.'
_cod_original_cell_volume        863.837(17)
_cod_database_code               7158377
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C19 H24 O N4'
_chemical_oxdiff_usercomment     'Rebecca Fuller - Tasmania'
_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 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C006(H006), C009(H009), C00A(H00A), C00B(H00B), C00F(H00F), C00G(H00G),
 C00J(H00K), C00K(H00L), C00M(H00P), C00O(H00T)
2.b Idealised Me refined as rotating group:
 C00H(H00C,H00D,H00E), C00I(H00H,H00I,H00J), C00L(H00M,H00N,H00O), C00N(H00Q,
 H00R,H00S)
;
_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 1.213
_oxdiff_exptl_absorpt_empirical_full_min 0.874
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
O001 O 0.29494(9) 0.30936(7) 0.30198(5) 0.02501(16) Uani 1 1 d . . . . .
N002 N 0.52404(11) 0.36687(8) 0.19333(6) 0.02110(18) Uani 1 1 d . . . . .
N003 N 0.54884(11) 0.53899(9) 0.35628(6) 0.02239(18) Uani 1 1 d . . . . .
N004 N 0.63439(10) 0.48785(8) 0.15718(6) 0.01938(17) Uani 1 1 d . . . . .
N005 N 0.44080(11) 0.59746(9) 0.42080(6) 0.02250(18) Uani 1 1 d . . . . .
C006 C 0.68059(12) 0.46506(10) 0.06262(7) 0.01916(19) Uani 1 1 d . . . . .
H006 H 0.632664 0.366216 0.016016 0.023 Uiso 1 1 calc R U . . .
C007 C 0.80923(12) 0.59464(10) 0.02736(7) 0.01863(19) Uani 1 1 d . . . . .
C008 C 0.85967(12) 0.57453(10) -0.07662(7) 0.02008(19) Uani 1 1 d . . . . .
C009 C 0.52843(13) 0.72593(11) 0.48855(7) 0.0228(2) Uani 1 1 d . . . . .
H009 H 0.663120 0.775403 0.493542 0.027 Uiso 1 1 calc R U . . .
C00A C 0.88920(13) 0.73815(10) 0.09972(7) 0.02104(19) Uani 1 1 d . . . . .
H00A H 0.852298 0.752193 0.169335 0.025 Uiso 1 1 calc R U . . .
C00B C 1.02102(13) 0.85935(10) 0.07095(8) 0.0235(2) Uani 1 1 d . . . . .
H00B H 1.074131 0.955976 0.120460 0.028 Uiso 1 1 calc R U . . .
C00C C 0.44470(13) 0.39913(10) 0.28603(7) 0.02116(19) Uani 1 1 d . . . . .
C00D C 0.42205(13) 0.79693(11) 0.55837(7) 0.0225(2) Uani 1 1 d . . . . .
C00E C 0.51771(14) 0.94284(11) 0.62631(8) 0.0251(2) Uani 1 1 d . . . . .
C00F C 0.99390(13) 0.69837(11) -0.10364(8) 0.0233(2) Uani 1 1 d . . . . .
H00F H 1.030199 0.686016 -0.173450 0.028 Uiso 1 1 calc R U . . .
C00G C 1.07525(13) 0.83876(11) -0.03091(8) 0.0244(2) Uani 1 1 d . . . . .
H00G H 1.167954 0.920846 -0.050622 0.029 Uiso 1 1 calc R U . . .
C00H C 0.75720(13) 0.60639(11) 0.37655(8) 0.0259(2) Uani 1 1 d . . . . .
H00C H 0.802772 0.702550 0.356016 0.039 Uiso 1 1 calc R U . . .
H00D H 0.808685 0.537458 0.334235 0.039 Uiso 1 1 calc R U . . .
H00E H 0.800158 0.624439 0.453021 0.039 Uiso 1 1 calc R U . . .
C00I C 0.44827(13) 0.21304(10) 0.12598(8) 0.0238(2) Uani 1 1 d . . . . .
H00H H 0.357083 0.204694 0.066063 0.036 Uiso 1 1 calc R U . . .
H00I H 0.383316 0.142986 0.168509 0.036 Uiso 1 1 calc R U . . .
H00J H 0.553322 0.187726 0.097964 0.036 Uiso 1 1 calc R U . . .
C00J C 0.22609(14) 0.72053(11) 0.55864(8) 0.0259(2) Uani 1 1 d . . . . .
H00K H 0.161489 0.622397 0.512258 0.031 Uiso 1 1 calc R U . . .
C00K C 0.12479(15) 0.78550(13) 0.62532(8) 0.0303(2) Uani 1 1 d . . . . .
H00L H -0.007647 0.731810 0.625543 0.036 Uiso 1 1 calc R U . . .
C00L C 0.77250(14) 0.42432(10) -0.15891(7) 0.0242(2) Uani 1 1 d . . . . .
H00M H 0.809011 0.349308 -0.134276 0.036 Uiso 1 1 calc R U . . .
H00N H 0.818956 0.435196 -0.227403 0.036 Uiso 1 1 calc R U . . .
H00O H 0.632913 0.390915 -0.168476 0.036 Uiso 1 1 calc R U . . .
C00M C 0.41259(16) 1.00744(12) 0.69158(8) 0.0313(2) Uani 1 1 d . . . . .
H00P H 0.475031 1.106635 0.736819 0.038 Uiso 1 1 calc R U . . .
C00N C 0.72966(14) 1.02987(11) 0.63048(8) 0.0301(2) Uani 1 1 d . . . . .
H00Q H 0.801034 0.973988 0.654284 0.045 Uiso 1 1 calc R U . . .
H00R H 0.768383 1.129441 0.680956 0.045 Uiso 1 1 calc R U . . .
H00S H 0.756860 1.042564 0.558900 0.045 Uiso 1 1 calc R U . . .
C00O C 0.21893(16) 0.93000(13) 0.69186(8) 0.0333(2) Uani 1 1 d . . . . .
H00T H 0.150615 0.975801 0.737580 0.040 Uiso 1 1 calc R U . . .
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'
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
-1 2 -8 0.0928
5 -4 -1 0.0813
1 -2 8 0.0664
-5 4 1 0.0642
-3 2 -6 0.0897
0 6 1 0.0608
1 -6 0 0.0392
-1 4 -7 0.0731
-3 -3 5 0.1013
4 0 -1 0.0714
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
N004 N002 C00C 116.81(7) . . ?
N004 N002 C00I 122.32(7) . . ?
C00C N002 C00I 118.80(7) . . ?
N005 N003 C00C 114.12(7) . . ?
N005 N003 C00H 121.11(8) . . ?
C00C N003 C00H 123.73(8) . . ?
C006 N004 N002 119.43(7) . . ?
C009 N005 N003 117.41(8) . . ?
N004 C006 H006 120.6 . . ?
N004 C006 C007 118.89(8) . . ?
C007 C006 H006 120.6 . . ?
C008 C007 C006 120.49(8) . . ?
C00A C007 C006 119.78(8) . . ?
C00A C007 C008 119.66(8) . . ?
C007 C008 C00L 121.88(8) . . ?
C00F C008 C007 118.41(8) . . ?
C00F C008 C00L 119.71(8) . . ?
N005 C009 H009 119.8 . . ?
N005 C009 C00D 120.49(8) . . ?
C00D C009 H009 119.8 . . ?
C007 C00A H00A 119.6 . . ?
C00B C00A C007 120.88(8) . . ?
C00B C00A H00A 119.6 . . ?
C00A C00B H00B 120.2 . . ?
C00A C00B C00G 119.57(9) . . ?
C00G C00B H00B 120.2 . . ?
O001 C00C N002 121.15(8) . . ?
O001 C00C N003 123.97(8) . . ?
N003 C00C N002 114.88(7) . . ?
C00E C00D C009 119.81(8) . . ?
C00J C00D C009 120.68(9) . . ?
C00J C00D C00E 119.51(9) . . ?
C00D C00E C00N 121.83(9) . . ?
C00M C00E C00D 118.47(9) . . ?
C00M C00E C00N 119.70(9) . . ?
C008 C00F H00F 119.2 . . ?
C00G C00F C008 121.51(9) . . ?
C00G C00F H00F 119.2 . . ?
C00B C00G H00G 120.0 . . ?
C00F C00G C00B 119.93(8) . . ?
C00F C00G H00G 120.0 . . ?
N003 C00H H00C 109.5 . . ?
N003 C00H H00D 109.5 . . ?
N003 C00H H00E 109.5 . . ?
H00C C00H H00D 109.5 . . ?
H00C C00H H00E 109.5 . . ?
H00D C00H H00E 109.5 . . ?
N002 C00I H00H 109.5 . . ?
N002 C00I H00I 109.5 . . ?
N002 C00I H00J 109.5 . . ?
H00H C00I H00I 109.5 . . ?
H00H C00I H00J 109.5 . . ?
H00I C00I H00J 109.5 . . ?
C00D C00J H00K 119.4 . . ?
C00K C00J C00D 121.19(9) . . ?
C00K C00J H00K 119.4 . . ?
C00J C00K H00L 120.3 . . ?
C00J C00K C00O 119.30(9) . . ?
C00O C00K H00L 120.3 . . ?
C008 C00L H00M 109.5 . . ?
C008 C00L H00N 109.5 . . ?
C008 C00L H00O 109.5 . . ?
H00M C00L H00N 109.5 . . ?
H00M C00L H00O 109.5 . . ?
H00N C00L H00O 109.5 . . ?
C00E C00M H00P 119.3 . . ?
C00O C00M C00E 121.45(10) . . ?
C00O C00M H00P 119.3 . . ?
C00E C00N H00Q 109.5 . . ?
C00E C00N H00R 109.5 . . ?
C00E C00N H00S 109.5 . . ?
H00Q C00N H00R 109.5 . . ?
H00Q C00N H00S 109.5 . . ?
H00R C00N H00S 109.5 . . ?
C00K C00O H00T 120.0 . . ?
C00M C00O C00K 120.06(9) . . ?
C00M C00O H00T 120.0 . . ?
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
O001 C00C 1.2176(11) . ?
N002 N004 1.3724(10) . ?
N002 C00C 1.3918(12) . ?
N002 C00I 1.4535(11) . ?
N003 N005 1.3764(11) . ?
N003 C00C 1.3886(12) . ?
N003 C00H 1.4583(12) . ?
N004 C006 1.2810(12) . ?
N005 C009 1.2840(12) . ?
C006 H006 0.9500 . ?
C006 C007 1.4726(12) . ?
C007 C008 1.4050(13) . ?
C007 C00A 1.4047(12) . ?
C008 C00F 1.3978(13) . ?
C008 C00L 1.5091(12) . ?
C009 H009 0.9500 . ?
C009 C00D 1.4679(13) . ?
C00A H00A 0.9500 . ?
C00A C00B 1.3840(13) . ?
C00B H00B 0.9500 . ?
C00B C00G 1.3908(14) . ?
C00D C00E 1.4072(13) . ?
C00D C00J 1.4007(13) . ?
C00E C00M 1.3957(14) . ?
C00E C00N 1.5130(14) . ?
C00F H00F 0.9500 . ?
C00F C00G 1.3860(14) . ?
C00G H00G 0.9500 . ?
C00H H00C 0.9800 . ?
C00H H00D 0.9800 . ?
C00H H00E 0.9800 . ?
C00I H00H 0.9800 . ?
C00I H00I 0.9800 . ?
C00I H00J 0.9800 . ?
C00J H00K 0.9500 . ?
C00J C00K 1.3854(14) . ?
C00K H00L 0.9500 . ?
C00K C00O 1.3895(16) . ?
C00L H00M 0.9800 . ?
C00L H00N 0.9800 . ?
C00L H00O 0.9800 . ?
C00M H00P 0.9500 . ?
C00M C00O 1.3873(16) . ?
C00N H00Q 0.9800 . ?
C00N H00R 0.9800 . ?
C00N H00S 0.9800 . ?
C00O H00T 0.9500 . ?
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
N002 N004 C006 C007 -176.09(7) . . . . ?
N003 N005 C009 C00D 178.63(8) . . . . ?
N004 N002 C00C O001 151.43(8) . . . . ?
N004 N002 C00C N003 -28.44(11) . . . . ?
N004 C006 C007 C008 -178.60(8) . . . . ?
N004 C006 C007 C00A 4.37(13) . . . . ?
N005 N003 C00C O001 -25.76(13) . . . . ?
N005 N003 C00C N002 154.10(8) . . . . ?
N005 C009 C00D C00E -175.12(8) . . . . ?
N005 C009 C00D C00J 5.28(14) . . . . ?
C006 C007 C008 C00F -175.00(8) . . . . ?
C006 C007 C008 C00L 5.32(13) . . . . ?
C006 C007 C00A C00B 175.35(8) . . . . ?
C007 C008 C00F C00G -0.63(13) . . . . ?
C007 C00A C00B C00G -0.08(14) . . . . ?
C008 C007 C00A C00B -1.71(13) . . . . ?
C008 C00F C00G C00B -1.16(14) . . . . ?
C009 C00D C00E C00M 179.88(9) . . . . ?
C009 C00D C00E C00N -0.42(14) . . . . ?
C009 C00D C00J C00K 179.04(9) . . . . ?
C00A C007 C008 C00F 2.04(13) . . . . ?
C00A C007 C008 C00L -177.64(8) . . . . ?
C00A C00B C00G C00F 1.52(14) . . . . ?
C00C N002 N004 C006 -166.75(8) . . . . ?
C00C N003 N005 C009 179.28(8) . . . . ?
C00D C00E C00M C00O 1.17(15) . . . . ?
C00D C00J C00K C00O 1.01(15) . . . . ?
C00E C00D C00J C00K -0.56(15) . . . . ?
C00E C00M C00O C00K -0.73(16) . . . . ?
C00H N003 N005 C009 10.48(13) . . . . ?
C00H N003 C00C O001 142.70(10) . . . . ?
C00H N003 C00C N002 -37.43(12) . . . . ?
C00I N002 N004 C006 -3.33(12) . . . . ?
C00I N002 C00C O001 -12.60(13) . . . . ?
C00I N002 C00C N003 167.53(8) . . . . ?
C00J C00D C00E C00M -0.52(14) . . . . ?
C00J C00D C00E C00N 179.18(9) . . . . ?
C00J C00K C00O C00M -0.37(16) . . . . ?
C00L C008 C00F C00G 179.06(8) . . . . ?
C00N C00E C00M C00O -178.55(9) . . . . ?
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
-0.9562 2.0035 -8.1205 0.4678 0.2237 -0.8551
4.5727 -4.2092 -0.7002 0.6940 0.3299 0.6400
1.1909 -2.2091 8.0076 -0.4265 -0.2040 0.8812
-4.5567 4.1461 1.0535 -0.7179 -0.3414 -0.6067
-3.0530 1.7685 -6.1907 0.2605 -0.2239 -0.9392
-0.2307 5.6780 0.7962 -0.7500 0.6410 -0.1633
0.6571 -6.0159 0.0478 0.7262 -0.6205 0.2960
-1.0350 4.4148 -7.1322 0.0912 0.4872 -0.8685
-2.8075 -2.9511 4.9582 -0.1800 -0.9677 0.1765
4.4712 0.3593 -0.8287 0.1624 0.8754 0.4553
