#------------------------------------------------------------------------------
#$Date: 2022-04-13 01:13:22 +0300 (Wed, 13 Apr 2022) $
#$Revision: 274496 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/67/1566783.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_1566783
loop_
_publ_author_name
'Liu, Hong-Chao'
'Kong, Xiangtao'
'Gong, Xiao-Ping'
'Li, Yuke'
'Niu, Zhi-Jie'
'Gou, Xue-Ya'
'Li, Xue-Song'
'Wang, Yu-Zhao'
'Shi, Wei-Yu'
'Huang, Yan-Chong'
'Liu, Xue-Yuan'
'Liang, Yong-Min'
_publ_section_title
;
 Site-Selective Coupling of Remote C(sp3)−H/meta-C(sp2)−H
 Bonds Enabled by Ru/Photoredox Dual Catalysis and Mechanistic Studies
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D2SC00764A
_journal_year                    2022
_chemical_formula_moiety         'C26 H35 N5 O2'
_chemical_formula_sum            'C26 H35 N5 O2'
_chemical_formula_weight         449.59
_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             2021-07-28
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2021-08-03 deposited with the CCDC.	2022-04-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.265(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.3083(3)
_cell_length_b                   24.7520(7)
_cell_length_c                   10.4153(4)
_cell_measurement_reflns_used    6631
_cell_measurement_temperature    303.04(10)
_cell_measurement_theta_max      75.3820
_cell_measurement_theta_min      1.7860
_cell_volume                     2523.58(15)
_computing_cell_refinement       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.105a (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  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      303.04(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_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    114.00 175.00   0.50    1.00    --  104.25  45.00 -60.00  122
  2  ω     94.00 174.00   0.50    1.00    --  104.25  22.00  73.00  160
  3  ω     50.00 121.00   0.50    0.20    --   46.32  22.00  73.00  142
  4  ω   -115.00 -90.00   0.50    0.20    --  -46.32-125.00  90.00   50
  5  ω   -111.00 -81.00   0.50    0.20    --  -46.32-175.00  40.00   60
  6  ω    -69.00 -44.00   0.50    0.20    --  -46.32-175.00  40.00   50
  7  ω    -91.00 -57.00   0.50    1.00    -- -102.00 114.00 -89.00   68
  8  ω    -25.00  29.00   0.50    0.20    --  -46.32  19.00-180.00  108
  9  ω     32.00 103.00   0.50    1.00    --  104.25-125.00-120.00  142
 10  ω     42.00  68.00   0.50    1.00    --  104.25-108.00  83.00   52
 11  ω     34.00  95.00   0.50    1.00    --  104.25 -94.00 120.00  122
 12  ω     33.00  62.00   0.50    1.00    --  104.25 -61.00  60.00   58
 13  ω    -79.00 -29.00   0.50    0.20    -- -102.00 103.00-120.00  100
 14  ω   -110.00 -84.00   0.50    0.20    --  -46.32-125.00-180.00   52
 15  ω   -115.00 -85.00   0.50    0.20    --  -46.32-125.00 -90.00   60
 16  ω   -119.00 -94.00   0.50    0.20    --  -46.32-125.00  30.00   50
 17  ω     -6.00  29.00   0.50    0.20    --   46.32 -19.00 -60.00   70
 18  ω    -19.00  19.00   0.50    0.20    --   46.32 -19.00-120.00   76
 19  ω    -69.00 -29.00   0.50    0.20    -- -102.00  61.00   0.00   80
 20  ω    -63.00 -31.00   0.50    0.20    -- -102.00  61.00  30.00   64
 21  ω    -69.00 -44.00   0.50    0.20    -- -102.00  61.00 -90.00   50
 22  ω    -68.00 -42.00   0.50    0.20    -- -102.00  61.00  60.00   52
 23  ω    137.00 166.00   0.50    0.20    --  104.25  77.00 150.00   58
 24  ω     89.00 126.00   0.50    0.20    --  104.25  77.00 150.00   74
 25  ω    137.00 163.00   0.50    0.20    --  104.25  30.00 -90.00   52
 26  ω     39.00  64.00   0.50    0.20    --  104.25 -61.00   0.00   50
 27  ω     43.00  98.00   0.50    0.20    --  104.25 -94.00 150.00  110
 28  ω     40.00  65.00   0.50    0.20    --  104.25 -61.00 150.00   50
 29  ω     44.00  70.00   0.50    0.20    --  104.25 -61.00-180.00   52
 30  ω     36.00  63.00   0.50    0.20    --  104.25 -61.00 -90.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0200522000
_diffrn_orient_matrix_UB_12      0.0172238000
_diffrn_orient_matrix_UB_13      0.1471070000
_diffrn_orient_matrix_UB_21      -0.1557050000
_diffrn_orient_matrix_UB_22      -0.0019864000
_diffrn_orient_matrix_UB_23      -0.0273808000
_diffrn_orient_matrix_UB_31      0.0108550000
_diffrn_orient_matrix_UB_32      -0.0597865000
_diffrn_orient_matrix_UB_33      0.0432208000
_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  0.0428
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            19037
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.252
_diffrn_reflns_theta_min         3.571
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.608
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90035
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.105a (Rigaku Oxford Diffraction, 2021)
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    1.183
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.344
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         5099
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0830
_refine_ls_R_factor_gt           0.0625
_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)+(0.1021P)²+0.3891P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1861
_refine_ls_wR_factor_ref         0.2029
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3610
_reflns_number_total             5099
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc00764a2.cif
_cod_data_source_block           liuhonghao_0726_auto
_cod_original_cell_volume        2523.58(16)
_cod_database_code               1566783
_shelx_shelxl_version_number     2018/1
_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 99.74
_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. Uiso/Uaniso restraints and constraints
Uanis(C2) \\sim Ueq, Uanis(C00O) \\sim Ueq, Uanis(C00M) \\sim Ueq, Uanis(C1)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Fixed Sof: C00M(0.8) H00A(0.8) H00C(0.8) C00O(0.8) H00D(0.8) H00E(0.8)
 C1(0.2) H1A(0.2) H1B(0.2) C2(0.2) H2A(0.2) H2B(0.2)
4.a Ternary CH refined with riding coordinates:
 C00H(H00H)
4.b Secondary CH2 refined with riding coordinates:
 C00M(H00A,H00C), C00O(H00D,H00E), C00S(H00U,H00V), C00T(H00W,H00X), C00U(H00Y,
 H), C00X(H1,HE), C1(H1A,H1B), C2(H2A,H2B)
4.c Aromatic/amide H refined with riding coordinates:
 N004(H004), C00B(H00B), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L),
 C00N(H00N)
4.d Idealised Me refined as rotating group:
 C00P(H00F,H00G,H00M), C00Q(H00O,H00P,H00Q), C00R(H00R,H00S,H00T), C00V(H00Z,
 HA,HB), C00W(H00,HC,HD)
;
_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 2.047
_oxdiff_exptl_absorpt_empirical_full_min 0.636
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
O001 O 1.06490(15) 0.32320(7) 0.47124(17) 0.0812(5) Uani 1 1 d . . . . .
O002 O 0.45403(18) 0.70383(7) 0.51859(18) 0.0932(5) Uani 1 1 d . . . . .
N003 N 0.55101(18) 0.62150(7) 0.5084(2) 0.0779(5) Uani 1 1 d . . . . .
N004 N 0.90194(18) 0.33866(8) 0.56982(19) 0.0742(5) Uani 1 1 d . . . . .
H004 H 0.825270 0.354677 0.559295 0.089 Uiso 1 1 calc R U . . .
N005 N 0.33637(18) 0.57429(9) 0.4500(2) 0.0852(6) Uani 1 1 d . . . . .
N006 N 0.65509(19) 0.57447(8) 0.3824(2) 0.0856(6) Uani 1 1 d . . . . .
N007 N 0.32721(19) 0.50069(8) 0.2962(2) 0.0858(6) Uani 1 1 d . . . . .
C008 C 0.5259(2) 0.55325(8) 0.3655(2) 0.0695(5) Uani 1 1 d . . . . .
C009 C 0.4538(2) 0.51043(8) 0.2898(2) 0.0692(5) Uani 1 1 d . . . . .
C00A C 0.4612(2) 0.58270(9) 0.4424(2) 0.0712(5) Uani 1 1 d . . . . .
C00B C 0.6441(2) 0.47333(8) 0.2164(2) 0.0686(5) Uani 1 1 d . . . . .
H00B H 0.703905 0.494508 0.282688 0.082 Uiso 1 1 calc R U . . .
C00C C 0.9548(2) 0.34239(9) 0.4683(2) 0.0727(6) Uani 1 1 d . . . . .
C00D C 0.6968(2) 0.44108(8) 0.1348(2) 0.0729(6) Uani 1 1 d . . . . .
C00E C 0.5059(2) 0.47498(8) 0.2022(2) 0.0704(5) Uani 1 1 d . . . . .
C00F C 0.9626(2) 0.30975(10) 0.6976(2) 0.0773(6) Uani 1 1 d . . . . .
C00G C 0.8520(3) 0.43988(9) 0.1596(3) 0.0814(6) Uani 1 1 d . . . . .
C00H C 0.5260(2) 0.66092(10) 0.6014(3) 0.0847(7) Uani 1 1 d . . . . .
H00H H 0.466152 0.644498 0.647384 0.102 Uiso 1 1 calc R U . . .
C00I C 0.6046(3) 0.41055(10) 0.0360(3) 0.0918(8) Uani 1 1 d . . . . .
H00I H 0.635996 0.388721 -0.020705 0.110 Uiso 1 1 calc R U . . .
C00J C 0.6640(2) 0.61420(10) 0.4672(3) 0.0874(7) Uani 1 1 d . . . . .
H00J H 0.741201 0.635938 0.497569 0.105 Uiso 1 1 calc R U . . .
C00K C 0.4172(3) 0.44349(10) 0.1025(3) 0.0881(7) Uani 1 1 d . . . . .
H00K H 0.324107 0.443729 0.091465 0.106 Uiso 1 1 calc R U . . .
C00L C 0.2775(2) 0.53209(12) 0.3733(3) 0.0934(8) Uani 1 1 d . . . . .
H00L H 0.189927 0.523566 0.374117 0.112 Uiso 1 1 calc R U . . .
C00M C 0.8648(3) 0.36715(13) 0.3380(3) 0.0718(7) Uani 0.8 1 d . U P A 1
H00A H 0.852862 0.341531 0.264746 0.086 Uiso 0.8 1 calc R U P A 1
H00C H 0.775531 0.374842 0.346393 0.086 Uiso 0.8 1 calc R U P A 1
C00N C 0.4670(3) 0.41216(12) 0.0208(3) 0.1040(9) Uani 1 1 d . . . . .
H00N H 0.406798 0.391502 -0.046539 0.125 Uiso 1 1 calc R U . . .
C00O C 0.9262(3) 0.41868(13) 0.3050(3) 0.0721(7) Uani 0.8 1 d . U P A 1
H00D H 1.021616 0.412346 0.314354 0.087 Uiso 0.8 1 calc R U P A 1
H00E H 0.922424 0.446275 0.369881 0.087 Uiso 0.8 1 calc R U P A 1
C00P C 0.9923(4) 0.25199(11) 0.6682(3) 0.1088(9) Uani 1 1 d . . . . .
H00F H 0.908338 0.234052 0.621017 0.163 Uiso 1 1 calc R U . . .
H00G H 1.035729 0.233521 0.751738 0.163 Uiso 1 1 calc R U . . .
H00M H 1.051741 0.251758 0.613351 0.163 Uiso 1 1 calc R U . . .
C00Q C 0.9077(3) 0.49701(11) 0.1593(4) 0.1086(9) Uani 1 1 d . . . . .
H00O H 0.864466 0.513592 0.073170 0.163 Uiso 1 1 calc R U . . .
H00P H 1.004569 0.495439 0.175409 0.163 Uiso 1 1 calc R U . . .
H00Q H 0.889108 0.517915 0.229183 0.163 Uiso 1 1 calc R U . . .
C00R C 1.0920(3) 0.33753(15) 0.7817(3) 0.1220(11) Uani 1 1 d . . . . .
H00R H 1.156439 0.338523 0.732237 0.183 Uiso 1 1 calc R U . . .
H00S H 1.130668 0.317969 0.864537 0.183 Uiso 1 1 calc R U . . .
H00T H 1.071150 0.373741 0.801824 0.183 Uiso 1 1 calc R U . . .
C00S C 0.6514(3) 0.68019(13) 0.7049(3) 0.1070(9) Uani 1 1 d . . . . .
H00U H 0.713786 0.695359 0.661495 0.128 Uiso 1 1 calc R U . . .
H00V H 0.696767 0.650260 0.761370 0.128 Uiso 1 1 calc R U . . .
C00T C 0.6120(4) 0.72356(16) 0.7921(3) 0.1172(10) Uani 1 1 d . . . . .
H00W H 0.559103 0.707226 0.844203 0.141 Uiso 1 1 calc R U . . .
H00X H 0.693920 0.739088 0.854725 0.141 Uiso 1 1 calc R U . . .
C00U C 0.4139(4) 0.74450(14) 0.5977(4) 0.1260(12) Uani 1 1 d . . . . .
H00Y H 0.350905 0.728656 0.639474 0.151 Uiso 1 1 calc R U . . .
H H 0.366153 0.773253 0.538294 0.151 Uiso 1 1 calc R U . . .
C00V C 0.8539(4) 0.30916(17) 0.7681(3) 0.1234(12) Uani 1 1 d . . . . .
H00Z H 0.837677 0.345377 0.792284 0.185 Uiso 1 1 calc R U . . .
HA H 0.884662 0.287390 0.848264 0.185 Uiso 1 1 calc R U . . .
HB H 0.770839 0.294330 0.708368 0.185 Uiso 1 1 calc R U . . .
C00W C 0.8920(4) 0.40766(16) 0.0533(4) 0.1266(12) Uani 1 1 d . . . . .
H00 H 0.863548 0.370795 0.054667 0.190 Uiso 1 1 calc R U . . .
HC H 0.989311 0.408986 0.072537 0.190 Uiso 1 1 calc R U . . .
HD H 0.848300 0.422898 -0.034431 0.190 Uiso 1 1 calc R U . . .
C00X C 0.5291(4) 0.76724(14) 0.7022(4) 0.1215(11) Uani 1 1 d . . . . .
H1 H 0.496292 0.792412 0.756414 0.146 Uiso 1 1 calc R U . . .
HE H 0.586691 0.787031 0.660623 0.146 Uiso 1 1 calc R U . . .
C1 C 0.8999(12) 0.4011(5) 0.3948(11) 0.068(2) Uani 0.2 1 d . U P A 2
H1A H 0.809662 0.409766 0.399363 0.082 Uiso 0.2 1 calc R U P A 2
H1B H 0.962399 0.430166 0.435081 0.082 Uiso 0.2 1 calc R U P A 2
C2 C 0.8970(13) 0.3897(5) 0.2486(13) 0.072(3) Uani 0.2 1 d . U P A 2
H2A H 0.987288 0.378798 0.248332 0.086 Uiso 0.2 1 calc R U P A 2
H2B H 0.834380 0.360239 0.211753 0.086 Uiso 0.2 1 calc R U 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'
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
C00H O002 C00U 111.3(2) . . ?
C00A N003 C00H 125.11(19) . . ?
C00A N003 C00J 105.01(19) . . ?
C00J N003 C00H 129.87(19) . . ?
C00C N004 H004 117.0 . . ?
C00C N004 C00F 126.01(18) . . ?
C00F N004 H004 117.0 . . ?
C00A N005 C00L 110.6(2) . . ?
C00J N006 C008 103.39(19) . . ?
C00L N007 C009 119.1(2) . . ?
N006 C008 C00A 109.93(19) . . ?
C009 C008 N006 132.9(2) . . ?
C009 C008 C00A 117.1(2) . . ?
N007 C009 C008 117.6(2) . . ?
N007 C009 C00E 117.9(2) . . ?
C008 C009 C00E 124.6(2) . . ?
N003 C00A C008 106.62(18) . . ?
N005 C00A N003 126.7(2) . . ?
N005 C00A C008 126.7(2) . . ?
C00D C00B H00B 118.8 . . ?
C00E C00B H00B 118.8 . . ?
C00E C00B C00D 122.4(2) . . ?
O001 C00C N004 124.0(2) . . ?
O001 C00C C00M 119.0(2) . . ?
O001 C00C C1 122.2(4) . . ?
N004 C00C C00M 116.73(19) . . ?
N004 C00C C1 105.1(4) . . ?
C00B C00D C00G 119.5(2) . . ?
C00I C00D C00B 117.2(2) . . ?
C00I C00D C00G 123.3(2) . . ?
C00B C00E C009 120.72(19) . . ?
C00B C00E C00K 118.5(2) . . ?
C00K C00E C009 120.8(2) . . ?
N004 C00F C00P 109.5(2) . . ?
N004 C00F C00R 110.6(2) . . ?
N004 C00F C00V 105.9(2) . . ?
C00P C00F C00V 108.4(3) . . ?
C00R C00F C00P 110.4(2) . . ?
C00R C00F C00V 112.0(3) . . ?
C00D C00G C00O 109.72(19) . . ?
C00Q C00G C00D 110.7(2) . . ?
C00Q C00G C00O 104.1(2) . . ?
C00Q C00G C2 135.2(6) . . ?
C00W C00G C00D 113.1(2) . . ?
C00W C00G C00O 111.6(2) . . ?
C00W C00G C00Q 107.2(2) . . ?
C00W C00G C2 85.2(5) . . ?
C2 C00G C00D 102.6(5) . . ?
O002 C00H N003 105.4(2) . . ?
O002 C00H H00H 108.5 . . ?
O002 C00H C00S 111.8(2) . . ?
N003 C00H H00H 108.5 . . ?
N003 C00H C00S 113.9(2) . . ?
C00S C00H H00H 108.5 . . ?
C00D C00I H00I 119.6 . . ?
C00N C00I C00D 120.8(3) . . ?
C00N C00I H00I 119.6 . . ?
N003 C00J H00J 122.5 . . ?
N006 C00J N003 115.0(2) . . ?
N006 C00J H00J 122.5 . . ?
C00E C00K H00K 120.1 . . ?
C00N C00K C00E 119.8(3) . . ?
C00N C00K H00K 120.1 . . ?
N005 C00L H00L 115.6 . . ?
N007 C00L N005 128.9(2) . . ?
N007 C00L H00L 115.6 . . ?
C00C C00M H00A 109.4 . . ?
C00C C00M H00C 109.4 . . ?
H00A C00M H00C 108.0 . . ?
C00O C00M C00C 111.3(2) . . ?
C00O C00M H00A 109.4 . . ?
C00O C00M H00C 109.4 . . ?
C00I C00N H00N 119.4 . . ?
C00K C00N C00I 121.3(3) . . ?
C00K C00N H00N 119.4 . . ?
C00G C00O H00D 109.0 . . ?
C00G C00O H00E 109.0 . . ?
C00M C00O C00G 113.1(3) . . ?
C00M C00O H00D 109.0 . . ?
C00M C00O H00E 109.0 . . ?
H00D C00O H00E 107.8 . . ?
C00F C00P H00F 109.5 . . ?
C00F C00P H00G 109.5 . . ?
C00F C00P H00M 109.5 . . ?
H00F C00P H00G 109.5 . . ?
H00F C00P H00M 109.5 . . ?
H00G C00P H00M 109.5 . . ?
C00G C00Q H00O 109.5 . . ?
C00G C00Q H00P 109.5 . . ?
C00G C00Q H00Q 109.5 . . ?
H00O C00Q H00P 109.5 . . ?
H00O C00Q H00Q 109.5 . . ?
H00P C00Q H00Q 109.5 . . ?
C00F C00R H00R 109.5 . . ?
C00F C00R H00S 109.5 . . ?
C00F C00R H00T 109.5 . . ?
H00R C00R H00S 109.5 . . ?
H00R C00R H00T 109.5 . . ?
H00S C00R H00T 109.5 . . ?
C00H C00S H00U 109.9 . . ?
C00H C00S H00V 109.9 . . ?
C00H C00S C00T 108.8(3) . . ?
H00U C00S H00V 108.3 . . ?
C00T C00S H00U 109.9 . . ?
C00T C00S H00V 109.9 . . ?
C00S C00T H00W 109.7 . . ?
C00S C00T H00X 109.7 . . ?
H00W C00T H00X 108.2 . . ?
C00X C00T C00S 109.7(3) . . ?
C00X C00T H00W 109.7 . . ?
C00X C00T H00X 109.7 . . ?
O002 C00U H00Y 109.1 . . ?
O002 C00U H 109.1 . . ?
O002 C00U C00X 112.7(3) . . ?
H00Y C00U H 107.8 . . ?
C00X C00U H00Y 109.1 . . ?
C00X C00U H 109.1 . . ?
C00F C00V H00Z 109.5 . . ?
C00F C00V HA 109.5 . . ?
C00F C00V HB 109.5 . . ?
H00Z C00V HA 109.5 . . ?
H00Z C00V HB 109.5 . . ?
HA C00V HB 109.5 . . ?
C00G C00W H00 109.5 . . ?
C00G C00W HC 109.5 . . ?
C00G C00W HD 109.5 . . ?
H00 C00W HC 109.5 . . ?
H00 C00W HD 109.5 . . ?
HC C00W HD 109.5 . . ?
C00T C00X H1 109.4 . . ?
C00T C00X HE 109.4 . . ?
C00U C00X C00T 111.0(3) . . ?
C00U C00X H1 109.4 . . ?
C00U C00X HE 109.4 . . ?
H1 C00X HE 108.0 . . ?
C00C C1 H1A 111.5 . . ?
C00C C1 H1B 111.5 . . ?
H1A C1 H1B 109.3 . . ?
C2 C1 C00C 101.2(8) . . ?
C2 C1 H1A 111.5 . . ?
C2 C1 H1B 111.5 . . ?
C00G C2 C1 111.0(9) . . ?
C00G C2 H2A 109.4 . . ?
C00G C2 H2B 109.4 . . ?
C1 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
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 1.221(2) . ?
O002 C00H 1.422(3) . ?
O002 C00U 1.441(4) . ?
N003 C00A 1.361(3) . ?
N003 C00H 1.454(3) . ?
N003 C00J 1.373(3) . ?
N004 H004 0.8600 . ?
N004 C00C 1.336(3) . ?
N004 C00F 1.467(3) . ?
N005 C00A 1.330(3) . ?
N005 C00L 1.339(3) . ?
N006 C008 1.391(3) . ?
N006 C00J 1.306(3) . ?
N007 C009 1.349(3) . ?
N007 C00L 1.330(4) . ?
C008 C009 1.389(3) . ?
C008 C00A 1.397(3) . ?
C009 C00E 1.483(3) . ?
C00B H00B 0.9300 . ?
C00B C00D 1.394(3) . ?
C00B C00E 1.386(3) . ?
C00C C00M 1.513(4) . ?
C00C C1 1.656(11) . ?
C00D C00G 1.539(3) . ?
C00D C00I 1.386(3) . ?
C00E C00K 1.388(3) . ?
C00F C00P 1.513(4) . ?
C00F C00R 1.513(4) . ?
C00F C00V 1.520(4) . ?
C00G C00O 1.558(4) . ?
C00G C00Q 1.526(4) . ?
C00G C00W 1.522(4) . ?
C00G C2 1.532(12) . ?
C00H H00H 0.9800 . ?
C00H C00S 1.479(4) . ?
C00I H00I 0.9300 . ?
C00I C00N 1.378(4) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00K C00N 1.365(4) . ?
C00L H00L 0.9300 . ?
C00M H00A 0.9700 . ?
C00M H00C 0.9700 . ?
C00M C00O 1.511(4) . ?
C00N H00N 0.9300 . ?
C00O H00D 0.9700 . ?
C00O H00E 0.9700 . ?
C00P H00F 0.9600 . ?
C00P H00G 0.9600 . ?
C00P H00M 0.9600 . ?
C00Q H00O 0.9600 . ?
C00Q H00P 0.9600 . ?
C00Q H00Q 0.9600 . ?
C00R H00R 0.9600 . ?
C00R H00S 0.9600 . ?
C00R H00T 0.9600 . ?
C00S H00U 0.9700 . ?
C00S H00V 0.9700 . ?
C00S C00T 1.541(4) . ?
C00T H00W 0.9700 . ?
C00T H00X 0.9700 . ?
C00T C00X 1.508(5) . ?
C00U H00Y 0.9700 . ?
C00U H 0.9700 . ?
C00U C00X 1.450(5) . ?
C00V H00Z 0.9600 . ?
C00V HA 0.9600 . ?
C00V HB 0.9600 . ?
C00W H00 0.9600 . ?
C00W HC 0.9600 . ?
C00W HD 0.9600 . ?
C00X H1 0.9700 . ?
C00X HE 0.9700 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.540(17) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
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
O001 C00C C00M C00O -68.9(3) . . . . ?
O001 C00C C1 C2 59.6(10) . . . . ?
O002 C00H C00S C00T 57.9(3) . . . . ?
O002 C00U C00X C00T -55.1(5) . . . . ?
N003 C00H C00S C00T 177.2(2) . . . . ?
N004 C00C C00M C00O 117.1(3) . . . . ?
N004 C00C C1 C2 -151.6(7) . . . . ?
N006 C008 C009 N007 -179.8(2) . . . . ?
N006 C008 C009 C00E -0.1(4) . . . . ?
N006 C008 C00A N003 -1.0(3) . . . . ?
N006 C008 C00A N005 179.3(2) . . . . ?
N007 C009 C00E C00B -163.5(2) . . . . ?
N007 C009 C00E C00K 17.8(3) . . . . ?
C008 N006 C00J N003 -0.2(3) . . . . ?
C008 C009 C00E C00B 16.9(3) . . . . ?
C008 C009 C00E C00K -161.9(2) . . . . ?
C009 N007 C00L N005 0.1(4) . . . . ?
C009 C008 C00A N003 179.12(19) . . . . ?
C009 C008 C00A N005 -0.6(3) . . . . ?
C009 C00E C00K C00N 178.4(2) . . . . ?
C00A N003 C00H O002 -84.6(3) . . . . ?
C00A N003 C00H C00S 152.5(3) . . . . ?
C00A N003 C00J N006 -0.4(3) . . . . ?
C00A N005 C00L N007 -0.4(4) . . . . ?
C00A C008 C009 N007 0.1(3) . . . . ?
C00A C008 C009 C00E 179.77(18) . . . . ?
C00B C00D C00G C00O 60.9(3) . . . . ?
C00B C00D C00G C00Q -53.5(3) . . . . ?
C00B C00D C00G C00W -173.8(2) . . . . ?
C00B C00D C00G C2 96.1(6) . . . . ?
C00B C00D C00I C00N -0.4(3) . . . . ?
C00B C00E C00K C00N -0.4(3) . . . . ?
C00C N004 C00F C00P -53.9(3) . . . . ?
C00C N004 C00F C00R 68.0(3) . . . . ?
C00C N004 C00F C00V -170.5(3) . . . . ?
C00C C00M C00O C00G 169.2(2) . . . . ?
C00C C1 C2 C00G -178.4(7) . . . . ?
C00D C00B C00E C009 -179.16(18) . . . . ?
C00D C00B C00E C00K -0.3(3) . . . . ?
C00D C00G C00O C00M 49.2(3) . . . . ?
C00D C00G C2 C1 -76.1(10) . . . . ?
C00D C00I C00N C00K -0.4(4) . . . . ?
C00E C00B C00D C00G -177.95(19) . . . . ?
C00E C00B C00D C00I 0.8(3) . . . . ?
C00E C00K C00N C00I 0.8(4) . . . . ?
C00F N004 C00C O001 -2.5(4) . . . . ?
C00F N004 C00C C00M 171.2(2) . . . . ?
C00F N004 C00C C1 -150.6(5) . . . . ?
C00G C00D C00I C00N 178.2(2) . . . . ?
C00H O002 C00U C00X 58.1(4) . . . . ?
C00H N003 C00A N005 0.6(4) . . . . ?
C00H N003 C00A C008 -179.1(2) . . . . ?
C00H N003 C00J N006 179.5(2) . . . . ?
C00H C00S C00T C00X -53.9(4) . . . . ?
C00I C00D C00G C00O -117.8(3) . . . . ?
C00I C00D C00G C00Q 127.9(3) . . . . ?
C00I C00D C00G C00W 7.6(3) . . . . ?
C00I C00D C00G C2 -82.6(6) . . . . ?
C00J N003 C00A N005 -179.5(2) . . . . ?
C00J N003 C00A C008 0.8(2) . . . . ?
C00J N003 C00H O002 95.6(3) . . . . ?
C00J N003 C00H C00S -27.4(4) . . . . ?
C00J N006 C008 C009 -179.4(3) . . . . ?
C00J N006 C008 C00A 0.7(3) . . . . ?
C00L N005 C00A N003 -179.0(2) . . . . ?
C00L N005 C00A C008 0.7(3) . . . . ?
C00L N007 C009 C008 0.1(3) . . . . ?
C00L N007 C009 C00E -179.6(2) . . . . ?
C00Q C00G C00O C00M 167.7(2) . . . . ?
C00Q C00G C2 C1 61.6(12) . . . . ?
C00S C00T C00X C00U 53.0(4) . . . . ?
C00U O002 C00H N003 176.0(2) . . . . ?
C00U O002 C00H C00S -59.8(3) . . . . ?
C00W C00G C00O C00M -77.0(3) . . . . ?
C00W C00G C2 C1 171.3(9) . . . . ?
