#------------------------------------------------------------------------------
#$Date: 2023-07-14 01:00:06 +0300 (Fri, 14 Jul 2023) $
#$Revision: 285202 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/18/7131893.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_7131893
loop_
_publ_author_name
'Maiti, Mamata'
'Jana, Sayan Kumar'
'Maji, Biplab'
_publ_section_title
;
 Asymmetric alkene-alkene reductive cross-coupling reaction via
 visible-light photoredox/cobalt dual catalysis
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC02792A
_journal_year                    2023
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C19 H25 N O3'
_chemical_formula_sum            'C19 H25 N O3'
_chemical_formula_weight         315.40
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-05-29
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2023-06-09 deposited with the CCDC.	2023-07-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.13080(10)
_cell_length_b                   11.62940(10)
_cell_length_c                   25.4879(3)
_cell_measurement_reflns_used    15675
_cell_measurement_temperature    100.3(9)
_cell_measurement_theta_max      67.9410
_cell_measurement_theta_min      3.4620
_cell_volume                     1817.22(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_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_environment      N~2~
_diffrn_ambient_temperature      100.3(9)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -108.00 -23.00   0.50    0.30    --  -40.58 -44.00-137.00  170
  2  ω    -78.00   4.00   0.50    0.30    --  -40.58 104.00-126.00  164
  3  ω    -50.00  27.00   0.50    0.30    --  -40.58  44.00  12.00  154
  4  ω    -22.00  70.00   0.50    0.30    --   40.58 -83.00  23.00  184
  5  ω    -25.00  50.00   0.50    0.30    --   40.58 -44.00-137.00  150
  6  ω     18.00  78.00   0.50    0.30    --   40.58-104.00 132.00  120
  7  ω     23.00 108.00   0.50    0.30    --   40.58  44.00  12.00  170
  8  ω   -153.00 -83.00   0.50    1.90    --  -82.50-104.00 132.00  140
  9  ω   -152.00 -78.00   0.50    1.90    --  -82.50 -83.00  23.00  148
 10  ω   -150.00 -65.00   0.50    1.90    --  -82.50 -44.00-137.00  170
 11  ω    -82.00 -12.00   0.50    1.90    --  -82.50 104.00-126.00  140
 12  ω     26.00 108.00   0.50    1.90    --   96.35-104.00 132.00  164
 13  ω     27.00 125.00   0.50    1.90    --   96.35 -83.00  23.00  196
 14  ω    105.00 167.00   0.50    1.90    --   96.35 104.00-126.00  124
 15  ω     79.00 164.00   0.50    1.90    --   96.35  44.00  12.00  170
 16  ω   -108.00 -17.00   0.50    0.30    --  -40.58 -64.00  60.00  182
 17  ω    -69.00  29.00   0.50    0.30    --  -40.58  83.00 143.00  196
 18  ω   -111.00 -13.00   0.50    1.90    --  -82.50  83.00 143.00  196
 19  ω    -47.00 -15.00   0.50    1.90    --  -82.50  42.00 -90.00   64
 20  ω     29.00  83.00   0.50    1.90    --   96.35 -68.00 -60.00  108
 21  ω     28.00  68.00   0.50    1.90    --   96.35 -59.00-120.00   80
 22  ω     30.00  57.00   0.50    1.90    --   96.35 -50.00 150.00   54
 23  ω    105.00 170.00   0.50    1.90    --   96.35  96.00-150.00  130
 24  ω     30.00  57.00   0.50    1.90    --   96.35 -50.00 120.00   54
 25  ω     83.00 164.00   0.50    1.90    --   96.35  33.00 -90.00  162
 26  ω     30.00  57.00   0.50    1.90    --   96.35 -50.00   0.00   54
 27  ω     28.00  68.00   0.50    1.90    --   96.35 -59.00  90.00   80
 28  ω     30.00  57.00   0.50    1.90    --   96.35 -50.00-180.00   54
 29  ω   -109.00 -14.00   0.50    0.30    --  -40.58 -77.00 -60.00  190
 30  ω   -109.00 -14.00   0.50    0.30    --  -40.58 -77.00   0.00  190
 31  ω   -109.00 -14.00   0.50    0.30    --  -40.58 -77.00-150.00  190
 32  ω   -108.00 -17.00   0.50    0.30    --  -40.58 -64.00 150.00  182
 33  ω   -109.00 -14.00   0.50    0.30    --  -40.58 -77.00  90.00  190
 34  ω   -109.00 -14.00   0.50    0.30    --  -40.58 -77.00 150.00  190
 35  ω    -29.00  31.00   0.50    0.30    --   40.58 -25.00   0.00  120
 36  ω     14.00 109.00   0.50    0.30    --   40.58  77.00  90.00  190
 37  ω     70.00 165.00   0.50    1.90    --   96.35  77.00-180.00  190
 38  ω     33.00 110.00   0.50    1.90    --   96.35-117.00 -30.00  154
 39  ω     75.00 165.00   0.50    1.90    --   96.35  59.00 -60.00  180
 40  ω     72.00 164.00   0.50    1.90    --   96.35  68.00 150.00  184
 41  ω     77.00 163.00   0.50    1.90    --   96.35  50.00  60.00  172
 42  ω     72.00 164.00   0.50    1.90    --   96.35  68.00 -30.00  184
 43  ω     77.00 163.00   0.50    1.90    --   96.35  50.00 120.00  172
 44  ω     29.00  76.00   0.50    1.90    --   96.35 -68.00 150.00   94
 45  ω     75.00 165.00   0.50    1.90    --   96.35  59.00  90.00  180
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0647245000
_diffrn_orient_matrix_UB_12      -0.1274238000
_diffrn_orient_matrix_UB_13      0.0056287000
_diffrn_orient_matrix_UB_21      -0.1235593000
_diffrn_orient_matrix_UB_22      -0.0063205000
_diffrn_orient_matrix_UB_23      0.0525550000
_diffrn_orient_matrix_UB_31      -0.2089881000
_diffrn_orient_matrix_UB_32      -0.0357344000
_diffrn_orient_matrix_UB_33      -0.0293118000
_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  0.0683
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            21967
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.990
_diffrn_reflns_theta_min         3.468
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.618
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36594
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.73a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.153
_exptl_crystal_description       needle
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details
;
 Flack x determined using 1285 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         3309
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0424
_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)+(0.0429P)²+1.0458P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1055
_reflns_Friedel_coverage         0.704
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                3197
_reflns_number_total             3309
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc02792a2.cif
_cod_data_source_block           msm_mb_237r_auto
_cod_database_code               7131893
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N O'
_chemical_oxdiff_usercomment     100K
_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   0.994
_shelx_estimated_absorpt_t_min   0.747
_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
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C17) = Uanis(C16) = Uanis(C18) = Uanis(C19)
3.a Ternary CH refined with riding coordinates:
 C7(H7), C14(H14), C5(H5)
3.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C6(H6A,H6B), C3(H3A,H3B)
3.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C11(H11), C9(H9), C10(H10)
3.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C1(H1A,H1B,H1C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_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 1.518
_oxdiff_exptl_absorpt_empirical_full_min 0.354
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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
O1 O 1.2719(3) 0.61935(17) 0.33420(7) 0.0292(4) Uani 1 1 d . . . . .
O2 O 0.9521(3) 0.55413(17) 0.29979(7) 0.0303(4) Uani 1 1 d . . . . .
N1 N 0.9682(3) 0.60022(18) 0.38467(8) 0.0218(5) Uani 1 1 d . . . . .
O3 O 0.5423(4) 0.21838(18) 0.44939(11) 0.0502(6) Uani 1 1 d . . . . .
C15 C 1.0801(4) 0.5952(2) 0.33831(10) 0.0237(5) Uani 1 1 d . . . . .
C12 C 0.5609(4) 0.8310(2) 0.37930(9) 0.0232(5) Uani 1 1 d . . . . .
H12 H 0.427462 0.807075 0.363795 0.028 Uiso 1 1 calc R . . . .
C13 C 0.7226(4) 0.7521(2) 0.39149(9) 0.0204(5) Uani 1 1 d . . . . .
C8 C 0.9184(4) 0.7873(2) 0.41470(9) 0.0217(5) Uani 1 1 d . . . . .
C11 C 0.6002(4) 0.9465(2) 0.39050(10) 0.0253(5) Uani 1 1 d . . . . .
H11 H 0.492291 1.002214 0.382204 0.030 Uiso 1 1 calc R . . . .
C7 C 1.0419(4) 0.6771(2) 0.42745(9) 0.0225(5) Uani 1 1 d . . . . .
H7 H 1.203337 0.684914 0.431858 0.027 Uiso 1 1 calc R . . . .
C9 C 0.9563(4) 0.9016(2) 0.42589(9) 0.0236(5) Uani 1 1 d . . . . .
H9 H 1.089451 0.925331 0.441609 0.028 Uiso 1 1 calc R . . . .
C14 C 0.7302(4) 0.6214(2) 0.38990(9) 0.0213(5) Uani 1 1 d . . . . .
H14 H 0.635114 0.583653 0.363076 0.026 Uiso 1 1 calc R . . . .
C10 C 0.7948(4) 0.9816(2) 0.41361(10) 0.0259(6) Uani 1 1 d . . . . .
H10 H 0.817741 1.060669 0.421086 0.031 Uiso 1 1 calc R . . . .
C5 C 0.6989(4) 0.5802(2) 0.44757(9) 0.0225(5) Uani 1 1 d . . . . .
H5 H 0.573385 0.621694 0.463994 0.027 Uiso 1 1 calc R . . . .
C4 C 0.6647(4) 0.4507(2) 0.45166(11) 0.0264(6) Uani 1 1 d . . . . .
H4A H 0.775278 0.411227 0.429822 0.032 Uiso 1 1 calc R . . . .
H4B H 0.687554 0.426570 0.488508 0.032 Uiso 1 1 calc R . . . .
C6 C 0.9177(4) 0.6196(2) 0.47358(9) 0.0245(5) Uani 1 1 d . . . . .
H6A H 0.890744 0.675069 0.502310 0.029 Uiso 1 1 calc R . . . .
H6B H 0.999848 0.553041 0.487619 0.029 Uiso 1 1 calc R . . . .
C2 C 0.4039(5) 0.2845(2) 0.43378(11) 0.0326(6) Uani 1 1 d . . . . .
C16 C 1.0501(5) 0.5229(3) 0.24874(11) 0.0388(4) Uani 1 1 d . . . . .
C3 C 0.4385(5) 0.4128(2) 0.43416(12) 0.0308(6) Uani 1 1 d . . . . .
H3A H 0.329121 0.448114 0.457768 0.037 Uiso 1 1 calc R . . . .
H3B H 0.411764 0.442772 0.398377 0.037 Uiso 1 1 calc R . . . .
C19 C 1.2210(5) 0.4303(3) 0.25681(11) 0.0388(4) Uani 1 1 d . . . . .
H19A H 1.351467 0.464263 0.272730 0.058 Uiso 1 1 calc GR . . . .
H19B H 1.259297 0.396130 0.222887 0.058 Uiso 1 1 calc GR . . . .
H19C H 1.162747 0.370552 0.280042 0.058 Uiso 1 1 calc GR . . . .
C1 C 0.1858(5) 0.2430(3) 0.41464(13) 0.0407(7) Uani 1 1 d . . . . .
H1A H 0.193727 0.160400 0.407204 0.061 Uiso 1 1 calc GR . . . .
H1B H 0.146148 0.284451 0.382554 0.061 Uiso 1 1 calc GR . . . .
H1C H 0.075277 0.256998 0.441671 0.061 Uiso 1 1 calc GR . . . .
C17 C 1.1410(5) 0.6285(3) 0.22194(11) 0.0388(4) Uani 1 1 d . . . . .
H17A H 1.028954 0.688554 0.220872 0.058 Uiso 1 1 calc GR . . . .
H17B H 1.184923 0.608801 0.186077 0.058 Uiso 1 1 calc GR . . . .
H17C H 1.267914 0.656516 0.241484 0.058 Uiso 1 1 calc GR . . . .
C18 C 0.8569(5) 0.4741(3) 0.21917(11) 0.0388(4) Uani 1 1 d . . . . .
H18A H 0.793539 0.410470 0.239236 0.058 Uiso 1 1 calc GR . . . .
H18B H 0.905228 0.445936 0.184842 0.058 Uiso 1 1 calc GR . . . .
H18C H 0.746970 0.534332 0.214278 0.058 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
C15 O2 C16 119.5(2) . . ?
C15 N1 C7 120.6(2) . . ?
C15 N1 C14 125.3(2) . . ?
C7 N1 C14 97.69(19) . . ?
O1 C15 O2 125.8(2) . . ?
O1 C15 N1 123.4(2) . . ?
O2 C15 N1 110.7(2) . . ?
C13 C12 H12 121.0 . . ?
C13 C12 C11 117.9(2) . . ?
C11 C12 H12 121.0 . . ?
C12 C13 C8 121.0(2) . . ?
C12 C13 C14 132.6(2) . . ?
C8 C13 C14 106.1(2) . . ?
C13 C8 C7 105.7(2) . . ?
C9 C8 C13 120.9(2) . . ?
C9 C8 C7 133.1(2) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 C12 121.1(2) . . ?
C10 C11 H11 119.4 . . ?
N1 C7 C8 101.48(19) . . ?
N1 C7 H7 116.1 . . ?
N1 C7 C6 98.49(19) . . ?
C8 C7 H7 116.1 . . ?
C8 C7 C6 106.3(2) . . ?
C6 C7 H7 116.1 . . ?
C8 C9 H9 120.8 . . ?
C8 C9 C10 118.5(2) . . ?
C10 C9 H9 120.8 . . ?
N1 C14 C13 101.4(2) . . ?
N1 C14 H14 116.0 . . ?
N1 C14 C5 98.90(19) . . ?
C13 C14 H14 116.0 . . ?
C13 C14 C5 106.13(19) . . ?
C5 C14 H14 116.0 . . ?
C11 C10 C9 120.6(2) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C14 C5 H5 110.0 . . ?
C14 C5 C6 101.80(19) . . ?
C4 C5 C14 112.6(2) . . ?
C4 C5 H5 110.0 . . ?
C4 C5 C6 112.2(2) . . ?
C6 C5 H5 110.0 . . ?
C5 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C3 C4 C5 113.0(2) . . ?
C3 C4 H4A 109.0 . . ?
C3 C4 H4B 109.0 . . ?
C7 C6 C5 103.04(19) . . ?
C7 C6 H6A 111.2 . . ?
C7 C6 H6B 111.2 . . ?
C5 C6 H6A 111.2 . . ?
C5 C6 H6B 111.2 . . ?
H6A C6 H6B 109.1 . . ?
O3 C2 C3 121.9(3) . . ?
O3 C2 C1 121.7(3) . . ?
C1 C2 C3 116.4(3) . . ?
O2 C16 C19 109.6(2) . . ?
O2 C16 C17 110.4(2) . . ?
O2 C16 C18 102.3(2) . . ?
C17 C16 C19 112.6(3) . . ?
C17 C16 C18 111.6(3) . . ?
C18 C16 C19 110.0(3) . . ?
C4 C3 H3A 108.6 . . ?
C4 C3 H3B 108.6 . . ?
C2 C3 C4 114.6(2) . . ?
C2 C3 H3A 108.6 . . ?
C2 C3 H3B 108.6 . . ?
H3A C3 H3B 107.6 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
O1 C15 1.213(3) . ?
O2 C15 1.345(3) . ?
O2 C16 1.478(3) . ?
N1 C15 1.368(3) . ?
N1 C7 1.481(3) . ?
N1 C14 1.486(3) . ?
O3 C2 1.212(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.386(4) . ?
C12 C11 1.394(4) . ?
C13 C8 1.399(3) . ?
C13 C14 1.521(3) . ?
C8 C7 1.523(4) . ?
C8 C9 1.380(4) . ?
C11 H11 0.9500 . ?
C11 C10 1.392(4) . ?
C7 H7 1.0000 . ?
C7 C6 1.553(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.394(4) . ?
C14 H14 1.0000 . ?
C14 C5 1.558(3) . ?
C10 H10 0.9500 . ?
C5 H5 1.0000 . ?
C5 C4 1.525(3) . ?
C5 C6 1.564(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.522(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C2 C3 1.507(4) . ?
C2 C1 1.503(4) . ?
C16 C19 1.517(5) . ?
C16 C17 1.511(5) . ?
C16 C18 1.514(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
