#------------------------------------------------------------------------------
#$Date: 2022-06-07 10:07:50 +0300 (Tue, 07 Jun 2022) $
#$Revision: 275856 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/81/1558175.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_1558175
loop_
_publ_author_name
'Pagire, Santosh K.'
'Kumagai, Naoya'
'Shibasaki, Masakatsu'
_publ_section_title
;
 Introduction of a 7-aza-6-MeO-indoline auxiliary in Lewis-acid/photoredox
 cooperative catalysis: highly enantioselective aminomethylation of
 α,β-unsaturated amides
;
_journal_issue                   20
_journal_name_full               'Chemical Science'
_journal_page_first              5168
_journal_page_last               5174
_journal_paper_doi               10.1039/D0SC01890B
_journal_volume                  11
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C19 H23 N3 O2'
_chemical_formula_sum            'C19 H23 N3 O2'
_chemical_formula_weight         325.40
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_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             2019-10-21
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-02-19 deposited with the CCDC.	2020-04-27 downloaded from the CCDC.
;
_cell_angle_alpha                103.6280(10)
_cell_angle_beta                 98.2720(10)
_cell_angle_gamma                101.1120(10)
_cell_formula_units_Z            2
_cell_length_a                   6.05710(10)
_cell_length_b                   10.16470(10)
_cell_length_c                   14.3715(2)
_cell_measurement_reflns_used    19825
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      76.2910
_cell_measurement_theta_min      3.2040
_cell_volume                     827.01(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.999
_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     25.00 120.00   0.50    0.05    --   47.95  77.00 -30.00  190
  2  ω     69.00 120.00   0.50    0.05    --   47.95 132.00-137.00  102
  3  ω     69.00 174.00   0.50    0.12    --  106.49 132.00-137.00  210
  4  ω     91.00 116.00   0.50    0.12    --  106.49  61.00 -60.00   50
  5  ω     65.00 174.00   0.50    0.12    --  106.49 138.00  38.00  218
  6  ω     90.00 136.00   0.50    0.12    --  106.49  61.00  60.00   92
  7  ω     65.00 120.00   0.50    0.05    --   47.95 138.00  38.00  110
  8  ω     25.00 120.00   0.50    0.05    --   47.95  77.00 120.00  190
  9  ω     33.00 119.00   0.50    0.05    --   47.95  57.00 -60.00  172
 10  ω     36.00 121.00   0.50    0.05    --   47.95  38.00  30.00  170
 11  ω    104.00 129.00   0.50    0.12    --  106.49 -77.00 120.00   50
 12  ω     76.00 102.00   0.50    0.12    --  106.49 -77.00 120.00   52
 13  ω     36.00  75.00   0.50    0.12    --  106.49 -45.00   0.00   78
 14  ω     34.00  93.00   0.50    0.12    --  106.49 -94.00 -30.00  118
 15  ω     64.00 108.00   0.50    0.12    --  106.49 -94.00   0.00   88
 16  ω     38.00 121.00   0.50    0.12    --  106.49 -61.00 120.00  166
 17  ω     41.00 117.00   0.50    0.12    --  106.49-132.00 152.00  152
 18  ω     37.00  63.00   0.50    0.12    --  106.49 -94.00   0.00   52
 19  ω     34.00 126.00   0.50    0.12    --  106.49-138.00 -23.00  184
 20  ω     21.00 103.00   0.50    0.05    --   47.95-138.00 -23.00  164
 21  ω     18.00  99.00   0.50    0.05    --   47.95-132.00 152.00  162
 22  ω     36.00 121.00   0.50    0.05    --   47.95  38.00  90.00  170
 23  ω     36.00 121.00   0.50    0.05    --   47.95  38.00 -90.00  170
 24  ω     36.00 121.00   0.50    0.05    --   47.95  38.00-150.00  170
 25  ω     25.00 120.00   0.50    0.05    --   47.95  77.00-120.00  190
 26  ω     25.00 120.00   0.50    0.05    --   47.95  77.00-180.00  190
 27  ω     25.00 120.00   0.50    0.05    --   47.95  77.00   0.00  190
 28  ω     25.00 120.00   0.50    0.05    --   47.95  77.00 150.00  190
 29  ω     33.00 119.00   0.50    0.05    --   47.95  57.00  90.00  172
 30  ω     25.00 120.00   0.50    0.05    --   47.95  77.00  60.00  190
 31  ω    -80.00 -28.00   0.50    0.12    -- -100.00  45.00 -90.00  104
 32  ω   -103.00 -27.00   0.50    0.05    --  -47.95 138.00  38.00  152
 33  ω    -99.00 -24.00   0.50    0.05    --  -47.95 132.00-137.00  150
 34  ω   -121.00 -27.00   0.50    0.12    -- -100.00 132.00-137.00  188
 35  ω   -126.00 -27.00   0.50    0.12    -- -100.00 138.00  38.00  198
 36  ω   -119.00 -33.00   0.50    0.05    --  -47.95 -57.00 -30.00  172
 37  ω   -103.00 -78.00   0.50    0.12    -- -100.00 -74.00 -66.84   50
 38  ω   -108.00 -83.00   0.50    0.12    -- -100.00 -61.00-120.00   50
 39  ω   -110.00 -77.00   0.50    0.12    -- -100.00 -77.00-120.00   66
 40  ω   -108.00 -78.00   0.50    0.12    -- -100.00 -74.00 -91.86   60
 41  ω   -103.00 -77.00   0.50    0.12    -- -100.00 -77.00 -30.00   52
 42  ω   -103.00 -77.00   0.50    0.12    -- -100.00 -77.00  30.00   52
 43  ω   -104.00 -77.00   0.50    0.12    -- -100.00 -77.00  90.00   54
 44  ω   -103.00 -77.00   0.50    0.12    -- -100.00 -77.00  60.00   52
 45  ω   -105.00 -78.00   0.50    0.12    -- -100.00 -84.00 145.15   54
 46  ω   -100.00 -75.00   0.50    0.12    -- -100.00 -82.00 167.57   50
 47  ω   -117.00 -90.00   0.50    0.12    -- -100.00 -58.00 155.13   54
 48  ω   -130.00 -82.00   0.50    0.12    -- -100.00 -64.00 107.20   96
 49  ω   -120.00 -70.00   0.50    0.05    --  -47.95-138.00 -23.00  100
 50  ω   -120.00 -25.00   0.50    0.05    --  -47.95 -77.00 -90.00  190
 51  ω   -104.00 -77.00   0.50    0.12    -- -100.00 -78.00 -37.63   54
 52  ω   -119.00 -87.00   0.50    0.12    -- -100.00 -53.00 -77.13   64
 53  ω   -123.00 -87.00   0.50    0.12    -- -100.00 -61.00 -90.00   72
 54  ω   -118.00 -84.00   0.50    0.12    -- -100.00 -61.00-176.33   68
 55  ω   -120.00 -25.00   0.50    0.05    --  -47.95 -77.00-150.00  190
 56  ω   -172.00 -86.00   0.50    0.12    -- -100.00 -44.00  54.44  172
 57  ω   -155.00 -83.00   0.50    0.12    -- -100.00 -61.00 174.43  144
 58  ω   -173.00 -75.00   0.50    0.12    -- -100.00-132.00 152.00  196
 59  ω   -170.00 -83.00   0.50    0.12    -- -100.00 -61.00  90.00  174
 60  ω   -173.00 -70.00   0.50    0.12    -- -100.00-138.00 -23.00  206
 61  ω   -164.00-126.00   0.50    0.12    -- -100.00 -61.00-120.00   76
 62  ω   -173.00 -74.00   0.50    0.12    -- -100.00 -83.00-130.36  198
 63  ω   -173.00 -83.00   0.50    0.12    -- -100.00 -61.00  60.00  180
 64  ω   -173.00 -74.00   0.50    0.12    -- -100.00 -83.00   3.08  198
 65  ω   -173.00 -77.00   0.50    0.12    -- -100.00 -77.00-150.00  192
 66  ω   -172.00-123.00   0.50    0.12    -- -100.00 -74.00 -66.84   98
 67  ω   -173.00 -76.00   0.50    0.12    -- -100.00 -79.00  17.51  194
 68  ω   -171.00 -85.00   0.50    0.12    -- -100.00 -58.00-131.38  172
 69  ω   -173.00 -81.00   0.50    0.12    -- -100.00 -68.00 -27.36  184
 70  ω   -173.00 -77.00   0.50    0.12    -- -100.00 -77.00 150.00  192
 71  ω   -172.00 -85.00   0.50    0.12    -- -100.00 -55.00 157.36  174
 72  ω   -173.00 -83.00   0.50    0.12    -- -100.00 -61.00  30.00  180
 73  ω   -173.00 -83.00   0.50    0.12    -- -100.00 -62.00  87.99  180
 74  ω   -172.00-107.00   0.50    0.12    -- -100.00 -82.00 167.57  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0504164000
_diffrn_orient_matrix_UB_12      0.0240889000
_diffrn_orient_matrix_UB_13      0.1116597000
_diffrn_orient_matrix_UB_21      0.0700791000
_diffrn_orient_matrix_UB_22      0.1583805000
_diffrn_orient_matrix_UB_23      0.0137790000
_diffrn_orient_matrix_UB_31      -0.2499737000
_diffrn_orient_matrix_UB_32      0.0092548000
_diffrn_orient_matrix_UB_33      0.0027499000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29128
_diffrn_reflns_point_group_measured_fraction_full 0.939
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.326
_diffrn_reflns_theta_min         3.228
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_exptl_absorpt_coefficient_mu    0.689
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51568
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.14a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_description       plate
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.008
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details
;
 Flack x determined using 2647 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         6188
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0356
_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)+(0.0621P)²+0.0808P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.0966
_reflns_Friedel_coverage         0.846
_reflns_Friedel_fraction_full    0.879
_reflns_Friedel_fraction_max     0.817
_reflns_number_gt                5982
_reflns_number_total             6188
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc01890b2.cif
_cod_data_source_block           exp_261
_cod_depositor_comments
;
Adding full bibliography for 1558174--1558176.cif.

2022-05-28
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C38 H46 N6 O4'
_cod_original_formula_weight         650.81
_cod_original_formula_moiety         '2(C19 H23 N3 O2)'
_cod_original_formula_units_Z            1
_cod_database_code               1558175
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N O'
_chemical_oxdiff_usercomment     'GABA-Final-Aniline der'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.995
_shelx_estimated_absorpt_t_min   0.820
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C012(H012), C019(H019)
2.b Secondary CH2 refined with riding coordinates:
 C00Y(H00B,H00C), C010(H01M,H01N), C011(H01O,H01P), C013(H01Q,H01R), C015(H01A,
 H01B), C016(H01C,H01D), C017(H01V,H01W), C018(H01E,H01F)
2.c Aromatic/amide H refined with riding coordinates:
 N009(H009), N00A(H00A), C00H(H00H), C00J(H00J), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q), C00S(H00S), C00U(H00U),
 C00V(H00V), C00W(H00W), C00X(H00X), C00Z(H00Z)
2.d Idealised Me refined as rotating group:
 C014(H01S,H01T,H01U), C01A(H01G,H01H,H01I), C01B(H01X,H01Y,H), C01C(H01J,H01K,
 H01L)
;
_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 1.434
_oxdiff_exptl_absorpt_empirical_full_min 0.573
loop_
_space_group_symop_operation_xyz
'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 0.8254(3) 0.12761(18) 0.42048(13) 0.0284(4) Uani 1 1 d . . . . .
O002 O 1.4729(3) -0.29653(17) 0.28165(13) 0.0296(4) Uani 1 1 d . . . . .
O003 O 1.6366(3) 0.37128(18) 0.73547(13) 0.0316(4) Uani 1 1 d . . . . .
O004 O 0.8733(3) 0.65569(19) 0.55219(13) 0.0317(4) Uani 1 1 d . . . . .
N005 N 1.4349(3) 0.4029(2) 0.60242(15) 0.0241(4) Uani 1 1 d . . . . .
N006 N 1.3516(3) -0.16137(19) 0.40019(14) 0.0227(4) Uani 1 1 d . . . . .
N007 N 1.0789(3) -0.01512(18) 0.40326(14) 0.0220(4) Uani 1 1 d . . . . .
N008 N 1.1503(3) 0.53655(19) 0.58318(15) 0.0245(4) Uani 1 1 d . . . . .
N009 N 1.0613(4) 0.2618(2) 0.83035(15) 0.0282(4) Uani 1 1 d . . . . .
H009 H 0.980990 0.300428 0.793153 0.034 Uiso 1 1 calc R . . . .
N00A N 0.7019(4) -0.4808(2) 0.15600(16) 0.0287(4) Uani 1 1 d . . . . .
H00A H 0.595982 -0.433028 0.163726 0.034 Uiso 1 1 calc R . . . .
C00B C 1.2767(4) 0.4520(2) 0.54576(17) 0.0217(4) Uani 1 1 d . . . . .
C00C C 1.2288(4) -0.0711(2) 0.44870(17) 0.0219(5) Uani 1 1 d . . . . .
C00D C 0.6408(4) -0.6239(2) 0.13658(17) 0.0247(5) Uani 1 1 d . . . . .
C00E C 1.4791(4) 0.4171(2) 0.70126(18) 0.0249(5) Uani 1 1 d . . . . .
C00F C 1.3526(4) -0.2131(2) 0.30361(18) 0.0241(5) Uani 1 1 d . . . . .
C00G C 0.9801(4) 0.0674(2) 0.46157(17) 0.0236(5) Uani 1 1 d . . . . .
C00H C 0.7765(4) -0.7093(2) 0.09474(17) 0.0249(5) Uani 1 1 d . . . . .
H00H H 0.919131 -0.668453 0.081404 0.030 Uiso 1 1 calc R . . . .
C00I C 1.2878(4) -0.0498(2) 0.54894(18) 0.0250(5) Uani 1 1 d . . . . .
C00J C 0.7260(4) 0.0781(2) 0.81330(17) 0.0272(5) Uani 1 1 d . . . . .
H00J H 0.632395 0.128917 0.784781 0.033 Uiso 1 1 calc R . . . .
C00K C 0.9632(4) 0.1338(2) 0.84278(16) 0.0242(5) Uani 1 1 d . . . . .
C00L C 1.1794(4) 0.0356(2) 0.60716(17) 0.0259(5) Uani 1 1 d . . . . .
H00L H 1.211798 0.051937 0.676129 0.031 Uiso 1 1 calc R . . . .
C00M C 1.0975(4) 0.0554(3) 0.88377(17) 0.0269(5) Uani 1 1 d . . . . .
H00M H 1.258842 0.090433 0.904289 0.032 Uiso 1 1 calc R . . . .
C00N C 0.9876(4) 0.5264(2) 0.41718(18) 0.0275(5) Uani 1 1 d . . . . .
H00N H 0.883675 0.554654 0.374172 0.033 Uiso 1 1 calc R . . . .
C00O C 0.6261(5) -0.0495(3) 0.82500(18) 0.0294(5) Uani 1 1 d . . . . .
H00O H 0.464743 -0.084892 0.804920 0.035 Uiso 1 1 calc R . . . .
C00P C 0.7593(5) -0.1268(2) 0.86593(17) 0.0297(5) Uani 1 1 d . . . . .
H00P H 0.690401 -0.214412 0.874232 0.036 Uiso 1 1 calc R . . . .
C00Q C 0.3630(4) -0.8314(3) 0.13419(18) 0.0299(5) Uani 1 1 d . . . . .
H00Q H 0.221373 -0.872997 0.148003 0.036 Uiso 1 1 calc R . . . .
C00R C 1.2750(4) 0.4010(2) 0.44694(18) 0.0249(5) Uani 1 1 d . . . . .
C00S C 0.4985(4) -0.9154(2) 0.09227(19) 0.0295(5) Uani 1 1 d . . . . .
H00S H 0.450275 -1.013909 0.077378 0.035 Uiso 1 1 calc R . . . .
C00T C 1.0084(4) 0.5710(2) 0.51791(18) 0.0242(5) Uani 1 1 d . . . . .
C00U C 0.9943(5) -0.0733(3) 0.89426(18) 0.0290(5) Uani 1 1 d . . . . .
H00U H 1.086968 -0.125763 0.921467 0.035 Uiso 1 1 calc R . . . .
C00V C 0.7042(4) -0.8535(2) 0.07257(17) 0.0269(5) Uani 1 1 d . . . . .
H00V H 0.797167 -0.910200 0.043554 0.032 Uiso 1 1 calc R . . . .
C00W C 0.4324(4) -0.6878(2) 0.15597(17) 0.0262(5) Uani 1 1 d . . . . .
H00W H 0.337730 -0.631917 0.184400 0.031 Uiso 1 1 calc R . . . .
C00X C 1.1247(4) 0.4388(2) 0.38175(17) 0.0269(5) Uani 1 1 d . . . . .
H00X H 1.115225 0.405324 0.313410 0.032 Uiso 1 1 calc R . . . .
C00Y C 0.9365(4) -0.4076(2) 0.16391(17) 0.0247(5) Uani 1 1 d . . . . .
H00B H 0.982281 -0.432842 0.099838 0.030 Uiso 1 1 calc R . . . .
H00C H 1.039798 -0.435418 0.211738 0.030 Uiso 1 1 calc R . . . .
C00Z C 1.0229(4) 0.0969(2) 0.56329(17) 0.0261(5) Uani 1 1 d . . . . .
H00Z H 0.947429 0.157011 0.601244 0.031 Uiso 1 1 calc R . . . .
C010 C 1.5553(4) 0.3180(2) 0.53820(18) 0.0271(5) Uani 1 1 d . . . . .
H01M H 1.532883 0.222974 0.546975 0.033 Uiso 1 1 calc R . . . .
H01N H 1.721847 0.361390 0.552991 0.033 Uiso 1 1 calc R . . . .
C011 C 1.2974(4) 0.3327(3) 0.87875(18) 0.0281(5) Uani 1 1 d . . . . .
H01O H 1.402113 0.277785 0.850754 0.034 Uiso 1 1 calc R . . . .
H01P H 1.316101 0.336758 0.949016 0.034 Uiso 1 1 calc R . . . .
C012 C 1.3669(4) 0.4809(2) 0.86843(17) 0.0273(5) Uani 1 1 d . . . . .
H012 H 1.534587 0.516888 0.896927 0.033 Uiso 1 1 calc R . . . .
C013 C 1.3310(4) 0.4881(2) 0.76234(18) 0.0259(5) Uani 1 1 d . . . . .
H01Q H 1.168002 0.445289 0.731204 0.031 Uiso 1 1 calc R . . . .
H01R H 1.361629 0.587238 0.762085 0.031 Uiso 1 1 calc R . . . .
C014 C 0.9015(5) 0.7033(3) 0.65629(19) 0.0340(6) Uani 1 1 d . . . . .
H01S H 0.791543 0.760046 0.672662 0.051 Uiso 1 1 calc GR . . . .
H01T H 1.058078 0.759480 0.684117 0.051 Uiso 1 1 calc GR . . . .
H01U H 0.873984 0.622938 0.683243 0.051 Uiso 1 1 calc GR . . . .
C015 C 1.2120(4) -0.1697(2) 0.22596(18) 0.0248(5) Uani 1 1 d . . . . .
H01A H 1.281811 -0.183075 0.167235 0.030 Uiso 1 1 calc R . . . .
H01B H 1.218468 -0.069096 0.249909 0.030 Uiso 1 1 calc R . . . .
C016 C 1.4661(4) -0.1274(3) 0.57312(18) 0.0275(5) Uani 1 1 d . . . . .
H01C H 1.410980 -0.193758 0.609995 0.033 Uiso 1 1 calc R . . . .
H01D H 1.610768 -0.062278 0.612105 0.033 Uiso 1 1 calc R . . . .
C017 C 1.4474(5) 0.3133(2) 0.43302(19) 0.0280(5) Uani 1 1 d . . . . .
H01V H 1.564884 0.352788 0.399486 0.034 Uiso 1 1 calc R . . . .
H01W H 1.371501 0.216569 0.394516 0.034 Uiso 1 1 calc R . . . .
C018 C 1.5007(4) -0.2048(2) 0.47248(17) 0.0257(5) Uani 1 1 d . . . . .
H01E H 1.663393 -0.178665 0.466831 0.031 Uiso 1 1 calc R . . . .
H01F H 1.455635 -0.306832 0.462358 0.031 Uiso 1 1 calc R . . . .
C019 C 0.9602(4) -0.2502(2) 0.19674(17) 0.0242(5) Uani 1 1 d . . . . .
H019 H 0.886692 -0.228802 0.254792 0.029 Uiso 1 1 calc R . . . .
C01A C 0.7863(5) 0.0993(3) 0.31612(18) 0.0309(5) Uani 1 1 d . . . . .
H01G H 0.719761 -0.000342 0.286483 0.046 Uiso 1 1 calc GR . . . .
H01H H 0.932256 0.126259 0.295827 0.046 Uiso 1 1 calc GR . . . .
H01I H 0.680036 0.152812 0.294737 0.046 Uiso 1 1 calc GR . . . .
C01B C 1.2405(5) 0.5780(3) 0.92664(19) 0.0346(6) Uani 1 1 d . . . . .
H01X H 1.075800 0.548307 0.898398 0.052 Uiso 1 1 calc GR . . . .
H01Y H 1.299276 0.673601 0.923986 0.052 Uiso 1 1 calc GR . . . .
H H 1.265465 0.574257 0.994778 0.052 Uiso 1 1 calc GR . . . .
C01C C 0.8356(5) -0.2018(3) 0.11511(19) 0.0325(6) Uani 1 1 d . . . . .
H01J H 0.902432 -0.224617 0.056867 0.049 Uiso 1 1 calc GR . . . .
H01K H 0.852348 -0.100826 0.136793 0.049 Uiso 1 1 calc GR . . . .
H01L H 0.672385 -0.248934 0.099447 0.049 Uiso 1 1 calc GR . . . .
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_
_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
C00G O001 C01A 116.36(19) . . ?
C00T O004 C014 116.46(19) . . ?
C00B N005 C010 109.80(19) . . ?
C00E N005 C00B 130.4(2) . . ?
C00E N005 C010 119.73(19) . . ?
C00C N006 C018 109.78(18) . . ?
C00F N006 C00C 132.2(2) . . ?
C00F N006 C018 118.02(19) . . ?
C00G N007 C00C 115.2(2) . . ?
C00B N008 C00T 115.3(2) . . ?
C00K N009 C011 120.21(19) . . ?
C00D N00A C00Y 121.3(2) . . ?
N008 C00B N005 123.9(2) . . ?
N008 C00B C00R 125.7(2) . . ?
C00R C00B N005 110.5(2) . . ?
N007 C00C N006 124.0(2) . . ?
N007 C00C C00I 125.8(2) . . ?
C00I C00C N006 110.2(2) . . ?
N00A C00D C00H 122.3(2) . . ?
N00A C00D C00W 119.5(2) . . ?
C00H C00D C00W 118.1(2) . . ?
O003 C00E N005 118.6(2) . . ?
O003 C00E C013 123.3(2) . . ?
N005 C00E C013 118.1(2) . . ?
O002 C00F N006 118.0(2) . . ?
O002 C00F C015 120.9(2) . . ?
N006 C00F C015 121.1(2) . . ?
O001 C00G C00Z 116.7(2) . . ?
N007 C00G O001 118.5(2) . . ?
N007 C00G C00Z 124.8(2) . . ?
C00V C00H C00D 120.6(2) . . ?
C00C C00I C016 110.6(2) . . ?
C00L C00I C00C 117.3(2) . . ?
C00L C00I C016 132.1(2) . . ?
C00O C00J C00K 121.1(2) . . ?
N009 C00K C00J 120.5(2) . . ?
N009 C00K C00M 121.4(2) . . ?
C00J C00K C00M 118.1(2) . . ?
C00I C00L C00Z 119.1(2) . . ?
C00U C00M C00K 120.0(2) . . ?
C00X C00N C00T 117.5(2) . . ?
C00J C00O C00P 120.7(2) . . ?
C00U C00P C00O 118.6(2) . . ?
C00W C00Q C00S 120.6(2) . . ?
C00B C00R C017 110.4(2) . . ?
C00X C00R C00B 117.2(2) . . ?
C00X C00R C017 132.5(2) . . ?
C00V C00S C00Q 119.1(2) . . ?
O004 C00T C00N 117.3(2) . . ?
N008 C00T O004 117.7(2) . . ?
N008 C00T C00N 125.0(2) . . ?
C00P C00U C00M 121.4(2) . . ?
C00S C00V C00H 120.8(2) . . ?
C00Q C00W C00D 120.8(2) . . ?
C00R C00X C00N 119.4(2) . . ?
N00A C00Y C019 110.22(19) . . ?
C00L C00Z C00G 117.8(2) . . ?
N005 C010 C017 105.55(19) . . ?
N009 C011 C012 113.12(19) . . ?
C011 C012 C01B 111.3(2) . . ?
C013 C012 C011 113.47(19) . . ?
C013 C012 C01B 109.6(2) . . ?
C00E C013 C012 115.0(2) . . ?
C00F C015 C019 113.87(19) . . ?
C00I C016 C018 103.75(19) . . ?
C00R C017 C010 103.7(2) . . ?
N006 C018 C016 105.60(19) . . ?
C00Y C019 C015 111.83(19) . . ?
C00Y C019 C01C 110.15(19) . . ?
C015 C019 C01C 109.58(19) . . ?
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 C00G 1.354(3) . ?
O001 C01A 1.434(3) . ?
O002 C00F 1.236(3) . ?
O003 C00E 1.230(3) . ?
O004 C00T 1.357(3) . ?
O004 C014 1.434(3) . ?
N005 C00B 1.407(3) . ?
N005 C00E 1.375(3) . ?
N005 C010 1.480(3) . ?
N006 C00C 1.412(3) . ?
N006 C00F 1.365(3) . ?
N006 C018 1.480(3) . ?
N007 C00C 1.334(3) . ?
N007 C00G 1.331(3) . ?
N008 C00B 1.330(3) . ?
N008 C00T 1.334(3) . ?
N009 C00K 1.386(3) . ?
N009 C011 1.459(3) . ?
N00A C00D 1.379(3) . ?
N00A C00Y 1.447(3) . ?
C00B C00R 1.390(3) . ?
C00C C00I 1.387(3) . ?
C00D C00H 1.401(3) . ?
C00D C00W 1.401(3) . ?
C00E C013 1.508(3) . ?
C00F C015 1.506(3) . ?
C00G C00Z 1.396(3) . ?
C00H C00V 1.391(3) . ?
C00I C00L 1.386(3) . ?
C00I C016 1.503(4) . ?
C00J C00K 1.401(3) . ?
C00J C00O 1.380(4) . ?
C00K C00M 1.406(3) . ?
C00L C00Z 1.387(4) . ?
C00M C00U 1.389(3) . ?
C00N C00T 1.391(3) . ?
C00N C00X 1.390(4) . ?
C00O C00P 1.393(4) . ?
C00P C00U 1.385(4) . ?
C00Q C00S 1.391(4) . ?
C00Q C00W 1.384(3) . ?
C00R C00X 1.384(3) . ?
C00R C017 1.503(4) . ?
C00S C00V 1.382(4) . ?
C00Y C019 1.530(3) . ?
C010 C017 1.544(4) . ?
C011 C012 1.531(3) . ?
C012 C013 1.530(3) . ?
C012 C01B 1.532(4) . ?
C015 C019 1.531(3) . ?
C016 C018 1.539(3) . ?
C019 C01C 1.532(3) . ?
