#------------------------------------------------------------------------------
#$Date: 2021-12-07 05:53:38 +0200 (Tue, 07 Dec 2021) $
#$Revision: 271222 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/83/7158380.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_7158380
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 O3'
_chemical_formula_sum            'C19 H22 N4 O3'
_chemical_formula_weight         354.40
_chemical_name_common
1,5-bis(2-methoxybenzyl)-2,4-dimethyl-carbohydrazide
_chemical_name_systematic
1,5-bis(2-methoxybenzyl)-2,4-dimethyl-carbohydrazide
_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             2020-09-04
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-09-30 deposited with the CCDC.	2021-11-01 downloaded from the CCDC.
;
_cell_angle_alpha                108.084(4)
_cell_angle_beta                 100.023(3)
_cell_angle_gamma                101.754(3)
_cell_formula_units_Z            2
_cell_length_a                   8.5045(3)
_cell_length_b                   9.7970(4)
_cell_length_c                   11.9453(5)
_cell_measurement_reflns_used    10860
_cell_measurement_temperature    100.0(3)
_cell_measurement_theta_max      73.0060
_cell_measurement_theta_min      4.9460
_cell_volume                     895.65(7)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     24.00 118.00   0.50    0.24    --   46.20  77.00  60.00  188
  2  ω     90.00 176.00   0.50    1.00    --  102.41  37.00 116.00  172
  3  ω    141.00 167.00   0.50    1.00    --  102.41  45.00  60.00   52
  4  ω     80.00 105.00   0.50    1.00    --  102.41 -94.00   0.00   50
  5  ω     76.00 111.00   0.50    1.00    --  102.41-125.00  30.00   70
  6  ω     45.00 103.00   0.50    1.00    --  102.41 -94.00 150.00  116
  7  ω     40.00  88.00   0.50    1.00    --  102.41 -77.00  90.00   96
  8  ω     39.00 116.00   0.50    1.00    --  102.41-130.00 -17.13  154
  9  ω     58.00  99.00   0.50    1.00    --  102.41 -94.00-120.00   82
 10  ω     30.00  82.00   0.50    1.00    --  102.41 -77.00 -30.00  104
 11  ω     30.00  99.00   0.50    1.00    --  102.41 -94.00  60.00  138
 12  ω     34.00  72.00   0.50    1.00    --  102.41 -94.00   0.00   76
 13  ω     34.00 119.00   0.50    0.24    --   46.20  37.00 116.00  170
 14  ω     38.00 135.00   0.50    0.24    --   62.00  79.00  -8.53  194
 15  ω     41.00 135.00   0.50    0.24    --   62.00  72.00-119.49  188
 16  ω     42.00 129.00   0.50    0.24    --   66.00  79.00-104.43  174
 17  ω     34.00 119.00   0.50    0.24    --   46.20  38.00-180.00  170
 18  ω     36.00 131.00   0.50    0.24    --   58.00  75.00 -59.23  190
 19  ω     39.00 135.00   0.50    0.24    --   62.00  78.00  84.23  192
 20  ω     43.00  69.00   0.50    0.24    --   66.00  77.00 -51.75   52
 21  ω     43.00  69.00   0.50    0.24    --   66.00  78.00 -27.99   52
 22  ω     34.00 131.00   0.50    0.24    --   58.00  79.00  45.05  194
 23  ω     39.00 135.00   0.50    0.24    --   62.00  77.00 142.37  192
 24  ω     44.00  70.00   0.50    0.24    --   66.00  77.00 116.12   52
 25  ω     26.00 122.00   0.50    0.24    --   50.00  80.00 125.72  192
 26  ω     35.00 131.00   0.50    0.24    --   58.00  77.00 159.06  192
 27  ω     24.00 118.00   0.50    0.24    --   46.20  77.00   0.00  188
 28  ω     24.00 118.00   0.50    0.24    --   46.20  77.00-120.00  188
 29  ω     24.00 118.00   0.50    0.24    --   46.20  77.00 -90.00  188
 30  ω     24.00 118.00   0.50    0.24    --   46.20  77.00-180.00  188
 31  ω     34.00 131.00   0.50    0.24    --   58.00  79.00-164.01  194
 32  ω      7.00  34.00   0.50    0.24    --   38.00  94.00 -33.48   54
 33  ω    -21.00  34.00   0.50    0.24    --   10.00  94.00 -26.81  110
 34  ω    -17.00  14.00   0.50    0.24    --   18.00 102.00 -90.74   62
 35  ω     10.00  43.00   0.50    0.24    --   38.00  88.00 106.31   66
 36  ω    -42.00  27.00   0.50    0.24    --  -46.20  37.00 116.00  138
 37  ω    -27.00  42.00   0.50    0.24    --   46.20 -37.00 -39.00  138
 38  ω    -25.00  69.00   0.50    0.24    --   46.20 -77.00-180.00  188
 39  ω     13.00  94.00   0.50    0.24    --   46.20-125.00-180.00  162
 40  ω    -65.00 -36.00   0.50    1.00    -- -102.41  61.00  30.00   58
 41  ω    -76.00 -50.00   0.50    1.00    -- -102.41 125.00  60.00   52
 42  ω    -69.00 -42.00   0.50    1.00    -- -102.41 125.00 150.00   54
 43  ω   -109.00 -81.00   0.50    1.00    -- -102.41 125.00  60.00   56
 44  ω   -111.00 -85.00   0.50    1.00    -- -102.41 125.00 150.00   52
 45  ω   -119.00 -34.00   0.50    0.24    --  -46.20 -37.00 -39.00  170
 46  ω    -80.00 -54.00   0.50    0.24    --  -74.00 -69.00  67.49   52
 47  ω    -77.00 -51.00   0.50    0.24    --  -74.00 -78.00  14.23   52
 48  ω    -82.00 -56.00   0.50    0.24    --  -74.00 -66.00  34.64   52
 49  ω    -85.00 -59.00   0.50    0.24    --  -74.00 -62.00  13.00   52
 50  ω    -86.00 -61.00   0.50    1.00    --  -82.00 -73.00  34.68   50
 51  ω    -92.00 -65.00   0.50    1.00    --  -82.00 -64.00  42.09   54
 52  ω    -90.00 -64.00   0.50    1.00    --  -82.00 -64.00  86.87   52
 53  ω    -85.00 -59.00   0.50    0.24    --  -74.00 -60.00 141.93   52
 54  ω    -82.00 -56.00   0.50    1.00    --  -78.00 -75.00 154.76   52
 55  ω    -87.00 -61.00   0.50    1.00    --  -82.00 -72.00 134.80   52
 56  ω    -90.00 -65.00   0.50    1.00    --  -86.00 -72.00 163.20   50
 57  ω    -94.00 -65.00   0.50    1.00    --  -82.00 -61.00 173.61   58
 58  ω    -93.00 -67.00   0.50    1.00    --  -90.00 -79.00 101.69   52
 59  ω   -108.00 -80.00   0.50    1.00    --  -90.00 -64.00  20.06   56
 60  ω    -95.00 -69.00   0.50    1.00    --  -90.00 -73.00   2.34   52
 61  ω    -93.00 -68.00   0.50    1.00    --  -90.00 -74.00 -39.25   50
 62  ω    -98.00 -64.00   0.50    1.00    --  -78.00 -58.00 -63.84   68
 63  ω    -87.00 -62.00   0.50    1.00    --  -78.00 -59.00-111.11   50
 64  ω    -92.00 -67.00   0.50    1.00    --  -82.00 -61.00-138.41   50
 65  ω    -93.00 -62.00   0.50    1.00    --  -82.00 -71.00-104.07   62
 66  ω    -94.00 -68.00   0.50    1.00    --  -86.00 -65.00-151.40   52
 67  ω   -106.00 -75.00   0.50    1.00    --  -94.00 -67.00 -64.48   62
 68  ω   -104.00 -68.00   0.50    1.00    --  -90.00 -74.00  -8.16   72
 69  ω   -103.00 -77.00   0.50    1.00    --  -94.00 -64.00  30.81   52
 70  ω   -113.00 -83.00   0.50    1.00    -- -102.41 -69.00  28.56   60
 71  ω   -114.00 -80.00   0.50    1.00    -- -102.41 -77.00 -60.00   68
 72  ω   -109.00 -80.00   0.50    1.00    -- -102.41 -77.00 -90.00   58
 73  ω   -115.00 -72.00   0.50    1.00    --  -94.00 -76.00-115.70   86
 74  ω   -126.00 -31.00   0.50    0.24    --  -54.00 -78.00-126.47  190
 75  ω   -123.00 -83.00   0.50    1.00    -- -102.41 -76.00 -11.82   80
 76  ω   -139.00 -79.00   0.50    1.00    --  -94.00 -58.00-108.60  120
 77  ω   -134.00 -72.00   0.50    1.00    --  -94.00 -76.00-160.20  124
 78  ω   -151.00-125.00   0.50    1.00    --  -90.00 -74.00  -8.16   52
 79  ω   -130.00 -79.00   0.50    1.00    --  -94.00 -61.00   3.82  102
 80  ω   -129.00 -82.00   0.50    1.00    -- -102.41 -70.00  91.45   94
 81  ω   -101.00 -69.00   0.50    1.00    --  -90.00 -72.00 143.10   64
 82  ω   -113.00 -73.00   0.50    1.00    --  -94.00 -72.00 169.78   80
 83  ω   -113.00 -71.00   0.50    1.00    --  -94.00 -76.00 138.58   84
 84  ω   -139.00 -47.00   0.50    0.24    --  -66.00 -67.00 164.08  184
 85  ω   -158.00-100.00   0.50    1.00    --  -86.00 -72.00 163.20  116
 86  ω   -160.00-123.00   0.50    1.00    --  -90.00 -79.00 101.69   74
 87  ω   -162.00-112.00   0.50    1.00    --  -90.00 -64.00  20.06  100
 88  ω   -161.00-116.00   0.50    1.00    --  -90.00 -74.00 -39.25   90
 89  ω   -167.00-115.00   0.50    1.00    --  -94.00 -67.00 -64.48  104
 90  ω   -167.00-121.00   0.50    1.00    --  -94.00 -76.00-115.70   92
 91  ω   -156.00 -77.00   0.50    1.00    --  -94.00 -63.00-155.74  158
 92  ω   -175.00 -90.00   0.50    1.00    -- -102.41 -37.00 -39.00  170
 93  ω   -173.00-130.00   0.50    1.00    -- -102.41 -76.00 -11.82   86
 94  ω   -174.00-115.00   0.50    1.00    -- -102.41 -77.00 -90.00  118
 95  ω   -174.00-117.00   0.50    1.00    -- -102.41 -69.00  28.56  114
 96  ω   -163.00-118.00   0.50    1.00    --  -94.00 -76.00 138.58   90
 97  ω   -175.00-134.00   0.50    1.00    -- -102.41 -70.00  91.45   82
 98  ω   -167.00 -83.00   0.50    1.00    -- -102.41 -69.00  69.43  168
 99  ω   -173.00-138.00   0.50    1.00    -- -102.41 -77.00 -60.00   70
100  ω   -105.00 -37.00   0.50    1.00    -- -102.41  77.00 -90.00  136
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1807026000
_diffrn_orient_matrix_UB_12      -0.0038875000
_diffrn_orient_matrix_UB_13      -0.0513994000
_diffrn_orient_matrix_UB_21      -0.0512697000
_diffrn_orient_matrix_UB_22      -0.1716119000
_diffrn_orient_matrix_UB_23      -0.0406752000
_diffrn_orient_matrix_UB_31      -0.0365037000
_diffrn_orient_matrix_UB_32      0.0119366000
_diffrn_orient_matrix_UB_33      0.1240538000
_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  0.1264
_diffrn_reflns_av_unetI/netI     0.0481
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            31657
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.621
_diffrn_reflns_theta_min         4.026
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.743
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49823
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_description       block
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.163
_exptl_crystal_size_mid          0.093
_exptl_crystal_size_min          0.062
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.094
_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     239
_refine_ls_number_reflns         3558
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0668
_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)+(0.1462P)²+0.0814P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1822
_refine_ls_wR_factor_ref         0.2014
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2984
_reflns_number_total             3558
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ob01946e2.cif
_cod_data_source_block           1b
_cod_depositor_comments
'Adding full bibliography for 7158376--7158384.cif.'
_cod_database_code               7158380
_chemical_oxdiff_formula         'C19 H22 N4 O3'
_chemical_oxdiff_usercomment     'UTas Becky'
_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 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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:
 C009(H009), C00B(H00B), C00D(H00D), C00E(H00E), C00I(H00I), C00J(H00J),
 C00K(H00K), C00L(H00L), C00N(H00N), C00P(H00R)
2.b Idealised Me refined as rotating group:
 C00H(H00A,H00C,H00F), C00M(H00G,H00H,H00M), C00O(H00O,H00P,H00Q), C00Q(H00S,
 H00T,H00U)
;
_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 3.300
_oxdiff_exptl_absorpt_empirical_full_min 0.441
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 0.17286(14) 0.08022(13) 0.15298(12) 0.0347(4) Uani 1 1 d . . . . .
O002 O 0.82538(14) 0.61611(14) 0.13503(12) 0.0340(4) Uani 1 1 d . . . . .
O003 O -0.19842(15) 0.61179(15) 0.43313(13) 0.0384(4) Uani 1 1 d . . . . .
N004 N 0.13785(17) 0.43317(16) 0.29104(13) 0.0290(4) Uani 1 1 d . . . . .
N005 N 0.38808(16) 0.42961(16) 0.18010(13) 0.0278(4) Uani 1 1 d . . . . .
N006 N 0.36888(17) 0.30330(16) 0.20947(14) 0.0285(4) Uani 1 1 d . . . . .
N007 N 0.08868(17) 0.29285(16) 0.20228(14) 0.0296(4) Uani 1 1 d . . . . .
C008 C 0.2077(2) 0.21595(19) 0.18546(16) 0.0281(4) Uani 1 1 d . . . . .
C009 C 0.53380(19) 0.49578(19) 0.17849(16) 0.0282(4) Uani 1 1 d . . . . .
H009 H 0.623180 0.458046 0.195901 0.034 Uiso 1 1 calc R U . . .
C00A C 0.55731(19) 0.63105(19) 0.14896(16) 0.0279(4) Uani 1 1 d . . . . .
C00B C 0.7302(2) 0.81834(19) 0.09622(17) 0.0306(4) Uani 1 1 d . . . . .
H00B H 0.830150 0.858054 0.081505 0.037 Uiso 1 1 calc R U . . .
C00C C 0.7081(2) 0.6914(2) 0.12617(16) 0.0284(4) Uani 1 1 d . . . . .
C00D C 0.0259(2) 0.4943(2) 0.32462(17) 0.0310(4) Uani 1 1 d . . . . .
H00D H -0.086028 0.443666 0.291030 0.037 Uiso 1 1 calc R U . . .
C00E C 0.4324(2) 0.7036(2) 0.14215(17) 0.0322(4) Uani 1 1 d . . . . .
H00E H 0.332878 0.665935 0.158435 0.039 Uiso 1 1 calc R U . . .
C00F C 0.0767(2) 0.6449(2) 0.41642(17) 0.0314(4) Uani 1 1 d . . . . .
C00G C -0.0403(2) 0.7050(2) 0.47115(17) 0.0340(4) Uani 1 1 d . . . . .
C00H C 0.5059(2) 0.2394(2) 0.23275(18) 0.0331(4) Uani 1 1 d . . . . .
H00A H 0.549289 0.214276 0.162273 0.050 Uiso 1 1 calc R U . . .
H00C H 0.466968 0.150993 0.250093 0.050 Uiso 1 1 calc R U . . .
H00F H 0.591923 0.310867 0.301226 0.050 Uiso 1 1 calc R U . . .
C00I C 0.6022(2) 0.8864(2) 0.08817(17) 0.0323(4) Uani 1 1 d . . . . .
H00I H 0.616714 0.970697 0.066673 0.039 Uiso 1 1 calc R U . . .
C00J C 0.4533(2) 0.8301(2) 0.11179(18) 0.0346(5) Uani 1 1 d . . . . .
H00J H 0.368764 0.876831 0.107258 0.042 Uiso 1 1 calc R U . . .
C00K C 0.2403(2) 0.7352(2) 0.44974(18) 0.0358(4) Uani 1 1 d . . . . .
H00K H 0.318499 0.698381 0.413185 0.043 Uiso 1 1 calc R U . . .
C00L C 0.0073(3) 0.8478(2) 0.55766(18) 0.0403(5) Uani 1 1 d . . . . .
H00L H -0.069970 0.886163 0.594427 0.048 Uiso 1 1 calc R U . . .
C00M C -0.0858(2) 0.2105(2) 0.14845(18) 0.0327(4) Uani 1 1 d . . . . .
H00G H -0.134050 0.187499 0.209578 0.049 Uiso 1 1 calc R U . . .
H00H H -0.094619 0.119524 0.083828 0.049 Uiso 1 1 calc R U . . .
H00M H -0.143560 0.270334 0.116480 0.049 Uiso 1 1 calc R U . . .
C00N C 0.2874(2) 0.8776(2) 0.5356(2) 0.0407(5) Uani 1 1 d . . . . .
H00N H 0.396824 0.935634 0.557326 0.049 Uiso 1 1 calc R U . . .
C00O C -0.3241(3) 0.6705(3) 0.4793(2) 0.0442(5) Uani 1 1 d . . . . .
H00O H -0.429407 0.596430 0.443246 0.066 Uiso 1 1 calc R U . . .
H00P H -0.329401 0.757532 0.459489 0.066 Uiso 1 1 calc R U . . .
H00Q H -0.297929 0.697114 0.566098 0.066 Uiso 1 1 calc R U . . .
C00P C 0.1712(3) 0.9339(2) 0.58947(19) 0.0428(5) Uani 1 1 d . . . . .
H00R H 0.202948 1.029991 0.647372 0.051 Uiso 1 1 calc R U . . .
C00Q C 0.9796(2) 0.6738(3) 0.1127(2) 0.0465(6) Uani 1 1 d . . . . .
H00S H 0.960979 0.672801 0.030745 0.070 Uiso 1 1 calc R U . . .
H00T H 1.052337 0.613177 0.123429 0.070 Uiso 1 1 calc R U . . .
H00U H 1.029644 0.774502 0.168686 0.070 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
-4 5 2 0.0315
4 -5 2 0.0267
-5 5 0 0.0272
-4 5 -2 0.0323
-2 -1 8 0.0684
-5 2 -2 0.0266
4 -2 4 0.0277
2 1 -8 0.0475
0 3 5 0.0312
-2 -5 0 0.0380
-4 5 1 0.0318
3 -6 3 0.0309
-5 4 -2 0.0266
4 -4 4 0.0240
-4 0 -3 0.0347
3 0 5 0.0274
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
C00C O002 C00Q 117.19(14) . . ?
C00G O003 C00O 117.46(16) . . ?
C00D N004 N007 118.61(14) . . ?
C009 N005 N006 118.15(14) . . ?
N005 N006 C008 117.03(13) . . ?
N005 N006 C00H 122.21(13) . . ?
C008 N006 C00H 118.71(14) . . ?
N004 N007 C008 117.58(13) . . ?
N004 N007 C00M 122.10(14) . . ?
C008 N007 C00M 118.57(14) . . ?
O001 C008 N006 122.30(15) . . ?
O001 C008 N007 121.90(15) . . ?
N007 C008 N006 115.80(14) . . ?
N005 C009 H009 120.5 . . ?
N005 C009 C00A 119.05(15) . . ?
C00A C009 H009 120.5 . . ?
C00C C00A C009 120.15(15) . . ?
C00E C00A C009 121.50(15) . . ?
C00E C00A C00C 118.35(16) . . ?
C00C C00B H00B 120.1 . . ?
C00C C00B C00I 119.75(16) . . ?
C00I C00B H00B 120.1 . . ?
O002 C00C C00A 115.53(15) . . ?
O002 C00C C00B 124.04(15) . . ?
C00B C00C C00A 120.42(15) . . ?
N004 C00D H00D 120.5 . . ?
N004 C00D C00F 119.07(16) . . ?
C00F C00D H00D 120.5 . . ?
C00A C00E H00E 119.2 . . ?
C00J C00E C00A 121.54(16) . . ?
C00J C00E H00E 119.2 . . ?
C00G C00F C00D 120.41(16) . . ?
C00K C00F C00D 121.43(17) . . ?
C00K C00F C00G 118.12(17) . . ?
O003 C00G C00F 115.16(16) . . ?
O003 C00G C00L 124.34(17) . . ?
C00L C00G C00F 120.49(18) . . ?
N006 C00H H00A 109.5 . . ?
N006 C00H H00C 109.5 . . ?
N006 C00H H00F 109.5 . . ?
H00A C00H H00C 109.5 . . ?
H00A C00H H00F 109.5 . . ?
H00C C00H H00F 109.5 . . ?
C00B C00I H00I 119.6 . . ?
C00J C00I C00B 120.90(17) . . ?
C00J C00I H00I 119.6 . . ?
C00E C00J C00I 119.02(16) . . ?
C00E C00J H00J 120.5 . . ?
C00I C00J H00J 120.5 . . ?
C00F C00K H00K 119.4 . . ?
C00N C00K C00F 121.29(18) . . ?
C00N C00K H00K 119.4 . . ?
C00G C00L H00L 120.1 . . ?
C00G C00L C00P 119.83(18) . . ?
C00P C00L H00L 120.1 . . ?
N007 C00M H00G 109.5 . . ?
N007 C00M H00H 109.5 . . ?
N007 C00M H00M 109.5 . . ?
H00G C00M H00H 109.5 . . ?
H00G C00M H00M 109.5 . . ?
H00H C00M H00M 109.5 . . ?
C00K C00N H00N 120.2 . . ?
C00K C00N C00P 119.70(19) . . ?
C00P C00N H00N 120.2 . . ?
O003 C00O H00O 109.5 . . ?
O003 C00O H00P 109.5 . . ?
O003 C00O H00Q 109.5 . . ?
H00O C00O H00P 109.5 . . ?
H00O C00O H00Q 109.5 . . ?
H00P C00O H00Q 109.5 . . ?
C00L C00P H00R 119.7 . . ?
C00N C00P C00L 120.54(19) . . ?
C00N C00P H00R 119.7 . . ?
O002 C00Q H00S 109.5 . . ?
O002 C00Q H00T 109.5 . . ?
O002 C00Q H00U 109.5 . . ?
H00S C00Q H00T 109.5 . . ?
H00S C00Q H00U 109.5 . . ?
H00T C00Q H00U 109.5 . . ?
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 C008 1.219(2) . ?
O002 C00C 1.365(2) . ?
O002 C00Q 1.423(2) . ?
O003 C00G 1.370(2) . ?
O003 C00O 1.427(2) . ?
N004 N007 1.377(2) . ?
N004 C00D 1.281(2) . ?
N005 N006 1.374(2) . ?
N005 C009 1.283(2) . ?
N006 C008 1.388(2) . ?
N006 C00H 1.456(2) . ?
N007 C008 1.386(2) . ?
N007 C00M 1.457(2) . ?
C009 H009 0.9300 . ?
C009 C00A 1.459(2) . ?
C00A C00C 1.408(2) . ?
C00A C00E 1.398(2) . ?
C00B H00B 0.9300 . ?
C00B C00C 1.383(3) . ?
C00B C00I 1.392(2) . ?
C00D H00D 0.9300 . ?
C00D C00F 1.461(3) . ?
C00E H00E 0.9300 . ?
C00E C00J 1.382(3) . ?
C00F C00G 1.411(3) . ?
C00F C00K 1.401(3) . ?
C00G C00L 1.384(3) . ?
C00H H00A 0.9600 . ?
C00H H00C 0.9600 . ?
C00H H00F 0.9600 . ?
C00I H00I 0.9300 . ?
C00I C00J 1.387(3) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00K C00N 1.378(3) . ?
C00L H00L 0.9300 . ?
C00L C00P 1.391(3) . ?
C00M H00G 0.9600 . ?
C00M H00H 0.9600 . ?
C00M H00M 0.9600 . ?
C00N H00N 0.9300 . ?
C00N C00P 1.385(3) . ?
C00O H00O 0.9600 . ?
C00O H00P 0.9600 . ?
C00O H00Q 0.9600 . ?
C00P H00R 0.9300 . ?
C00Q H00S 0.9600 . ?
C00Q H00T 0.9600 . ?
C00Q H00U 0.9600 . ?
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
O003 C00G C00L C00P -179.66(17) . . . . ?
N004 N007 C008 O001 147.96(18) . . . . ?
N004 N007 C008 N006 -31.2(2) . . . . ?
N004 C00D C00F C00G -168.65(17) . . . . ?
N004 C00D C00F C00K 13.5(3) . . . . ?
N005 N006 C008 O001 145.15(18) . . . . ?
N005 N006 C008 N007 -35.7(2) . . . . ?
N005 C009 C00A C00C -169.16(16) . . . . ?
N005 C009 C00A C00E 10.7(3) . . . . ?
N006 N005 C009 C00A -179.28(15) . . . . ?
N007 N004 C00D C00F -178.39(15) . . . . ?
C009 N005 N006 C008 -166.46(16) . . . . ?
C009 N005 N006 C00H -3.0(2) . . . . ?
C009 C00A C00C O002 -0.6(2) . . . . ?
C009 C00A C00C C00B 178.96(16) . . . . ?
C009 C00A C00E C00J -178.68(17) . . . . ?
C00A C00E C00J C00I -0.3(3) . . . . ?
C00B C00I C00J C00E -0.8(3) . . . . ?
C00C C00A C00E C00J 1.1(3) . . . . ?
C00C C00B C00I C00J 1.1(3) . . . . ?
C00D N004 N007 C008 -166.65(16) . . . . ?
C00D N004 N007 C00M -1.9(2) . . . . ?
C00D C00F C00G O003 1.0(3) . . . . ?
C00D C00F C00G C00L -179.67(17) . . . . ?
C00D C00F C00K C00N 179.45(18) . . . . ?
C00E C00A C00C O002 179.57(16) . . . . ?
C00E C00A C00C C00B -0.9(3) . . . . ?
C00F C00G C00L C00P 1.1(3) . . . . ?
C00F C00K C00N C00P -0.7(3) . . . . ?
C00G C00F C00K C00N 1.5(3) . . . . ?
C00G C00L C00P C00N -0.3(3) . . . . ?
C00H N006 C008 O001 -18.9(3) . . . . ?
C00H N006 C008 N007 160.24(16) . . . . ?
C00I C00B C00C O002 179.30(17) . . . . ?
C00I C00B C00C C00A -0.2(3) . . . . ?
C00K C00F C00G O003 178.98(15) . . . . ?
C00K C00F C00G C00L -1.7(3) . . . . ?
C00K C00N C00P C00L 0.1(3) . . . . ?
C00M N007 C008 O001 -17.3(3) . . . . ?
C00M N007 C008 N006 163.50(16) . . . . ?
C00O O003 C00G C00F -175.80(17) . . . . ?
C00O O003 C00G C00L 4.9(3) . . . . ?
C00Q O002 C00C C00A -179.97(17) . . . . ?
C00Q O002 C00C C00B 0.5(3) . . . . ?
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
-3.6766 4.8835 1.7909 0.5533 -0.7224 0.4147
3.9966 -5.0328 2.3073 -0.8212 0.5649 0.0803
-4.5206 4.6243 -0.1575 0.8070 -0.5554 0.2007
-4.1609 4.9665 -1.7752 0.8238 -0.5668 -0.0090
-2.1649 -1.1188 7.5313 0.0084 -0.0033 1.0000
-5.0759 1.7786 -1.7377 0.9996 0.0257 -0.0090
4.2850 -2.0217 3.7400 -0.9587 -0.0249 0.2834
2.1393 1.1987 -7.5465 -0.0034 -0.0084 -1.0000
-0.1461 3.3493 4.6072 -0.2234 -0.7547 0.6169
-1.5663 -5.2012 0.3693 0.2843 0.9579 0.0409
-3.5787 5.2528 0.9154 0.5792 -0.7552 0.3069
2.6544 -6.0037 2.7726 -0.5988 0.7814 0.1754
-4.8954 3.5247 -1.7068 0.9586 -0.2845 0.0090
3.9868 -3.7205 4.0110 -0.9121 0.2709 0.3076
-4.4271 0.0106 -2.5570 0.9314 0.3292 -0.1555
2.8703 -0.4909 5.3025 -0.7893 -0.2786 0.5472
