#------------------------------------------------------------------------------
#$Date: 2025-08-20 19:06:18 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301834 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/13/4121332.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_4121332
loop_
_publ_author_name
'Janell K. Mahoney'
'David Martin'
'Curtis E. Moore'
'Arnold L. Rheingold'
'Guy Bertrand'
_publ_contact_author_address
;
UCSD-CNRS Joint Research Laboratory (UMI 3555) 
Department of Chemistry and Biochemistry, 
University of California, 
San Diego, La Jolla, CA 92093-0343, USA
;
_publ_contact_author_email       gbertrand@ucsd.edu
_publ_contact_author_name        'Guy Bertrand'
_publ_contact_author_phone       '(+1)-858 534 5412'
_publ_section_title
;
 Bottleable (Amino)(Carboxy) Radicals Derived from Cyclic (Alkyl)(Amino)
 Carbenes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              18766
_journal_page_last               18769
_journal_paper_doi               10.1021/ja4104765
_journal_volume                  135
_journal_year                    2013
_chemical_formula_moiety         'Cl, C30 H40 N O, 0.5(H2 O)'
_chemical_formula_sum            'C30 H41 Cl N O1.5'
_chemical_formula_weight         475.09
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-09-12
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2013.09.09 svn.r2778 for OlexSys, GUI svn.r4591)
;
_cell_angle_alpha                86.787(7)
_cell_angle_beta                 83.279(6)
_cell_angle_gamma                80.303(6)
_cell_formula_units_Z            4
_cell_length_a                   9.8938(11)
_cell_length_b                   11.3371(13)
_cell_length_c                   24.318(3)
_cell_measurement_reflns_used    6525
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.36
_cell_measurement_theta_min      2.35
_cell_volume                     2668.4(5)
_computing_cell_refinement       'SAINT v8.27A (Bruker, 2012)'
_computing_data_collection       'APEX2 v2013.2-0 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
olex2.solve, L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard, H. 
Puschmann, in preparation (2013)
;
_diffrn_ambient_temperature      100
_diffrn_detector                 'Bruker APEX-II CCD'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II Ultra'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Double Bounce Multilayer Mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_unetI/netI     0.0496
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            31505
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         26.423
_diffrn_reflns_theta_min         0.844
_diffrn_source                   'Micro Focus Rotating Anode'
_diffrn_source_type              'Bruker TXS'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_T_max  0.1495
_exptl_absorpt_correction_T_min  0.1214
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0584 before and 0.0435 after correction.
The Ratio of minimum to maximum transmission is 0.8120.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            Colorless
_exptl_crystal_colour_primary    Colorless
_exptl_crystal_density_diffrn    1.183
_exptl_crystal_description       Block
_exptl_crystal_F_000             1028
_exptl_crystal_size_max          0.251
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.125
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     624
_refine_ls_number_reflns         10902
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0415
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0348P)²+0.9305P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0879
_refine_ls_wR_factor_ref         0.0986
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8196
_reflns_number_total             10902
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja4104765_si_002.cif
_cod_data_source_block           2a
_cod_original_formula_sum        'C30 H41 Cl N O1.50'
_cod_database_code               4121332
#BEGIN Tags that were not found in dictionaries:
_shelxl_version_number           2013-3
_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   0.979
_shelx_estimated_absorpt_t_min   0.959
_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.a Ternary CH refined with riding coordinates:
 C25(H25), C28(H28), C25'(H25'), C28'(H28')
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,
 H17B), C18(H18A,H18B), C10'(H10C,H10D), C14'(H14C,H14D), C15'(H15C,H15D),
 C16'(H16C,H16D), C17'(H17C,H17D), C18'(H18C,H18D)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C21(H21), C22(H22), C23(H23),
 C4'(H4'), C5'(H5'), C6'(H6'), C7'(H7'), C8'(H8'), C21'(H21'), C22'(H22'),
 C23'(H23')
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C12'(H12D,H12E,H12F),
 C13'(H13D,H13E,H13F), C26'(H26D,H26E,H26F), C27'(H27D,H27E,H27F), C29'(H29D,
 H29E,H29F), C30'(H30D,H30E,H30F)
;
#END Tags that were not found in dictionaries
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
Cl1 Cl 0.61354(5) 0.04931(4) 0.11367(2) 0.02503(11) Uani 1 1 d . .
Cl1' Cl 0.29454(5) 0.51459(4) 0.44651(2) 0.02594(11) Uani 1 1 d . .
O1 O 0.18594(13) 0.73186(11) 0.20536(5) 0.0254(3) Uani 1 1 d . .
N1 N 0.39103(14) 0.75241(12) 0.09746(5) 0.0177(3) Uani 1 1 d . .
C1 C 0.31496(17) 0.81892(15) 0.13441(6) 0.0173(4) Uani 1 1 d . .
C2 C 0.29013(18) 0.77630(15) 0.19462(7) 0.0198(4) Uani 1 1 d . .
C3 C 0.38159(18) 0.79300(15) 0.23577(6) 0.0191(4) Uani 1 1 d . .
C4 C 0.37606(19) 0.72286(16) 0.28501(7) 0.0242(4) Uani 1 1 d . .
H4 H 0.3183 0.6632 0.2899 0.029 Uiso 1 1 calc R U
C5 C 0.45397(19) 0.74000(17) 0.32639(7) 0.0281(4) Uani 1 1 d . .
H5 H 0.4524 0.6908 0.3593 0.034 Uiso 1 1 calc R U
C6 C 0.5347(2) 0.82962(18) 0.31952(7) 0.0286(4) Uani 1 1 d . .
H6 H 0.5859 0.8437 0.3485 0.034 Uiso 1 1 calc R U
C7 C 0.5415(2) 0.89857(17) 0.27095(7) 0.0268(4) Uani 1 1 d . .
H7 H 0.5977 0.9593 0.2667 0.032 Uiso 1 1 calc R U
C8 C 0.46696(18) 0.87988(16) 0.22832(7) 0.0228(4) Uani 1 1 d . .
H8 H 0.4740 0.9257 0.1945 0.027 Uiso 1 1 calc R U
C9 C 0.23480(18) 0.93117(15) 0.11064(7) 0.0185(4) Uani 1 1 d . .
C10 C 0.31182(18) 0.93602(15) 0.05188(7) 0.0193(4) Uani 1 1 d . .
H10A H 0.2461 0.9672 0.0247 0.023 Uiso 1 1 calc R U
H10B H 0.3816 0.9896 0.0504 0.023 Uiso 1 1 calc R U
C11 C 0.38176(18) 0.80862(15) 0.03819(6) 0.0187(4) Uani 1 1 d . .
C12 C 0.52319(18) 0.80413(16) 0.00671(7) 0.0226(4) Uani 1 1 d . .
H12A H 0.5780 0.8494 0.0261 0.034 Uiso 1 1 calc R U
H12B H 0.5144 0.8394 -0.0307 0.034 Uiso 1 1 calc R U
H12C H 0.5691 0.7207 0.0043 0.034 Uiso 1 1 calc R U
C13 C 0.29603(19) 0.74148(16) 0.00698(7) 0.0235(4) Uani 1 1 d . .
H13A H 0.3434 0.6590 0.0019 0.035 Uiso 1 1 calc R U
H13B H 0.2838 0.7814 -0.0293 0.035 Uiso 1 1 calc R U
H13C H 0.2056 0.7408 0.0282 0.035 Uiso 1 1 calc R U
C14 C 0.08153(18) 0.91538(16) 0.11230(7) 0.0242(4) Uani 1 1 d . .
H14A H 0.0759 0.8446 0.0911 0.029 Uiso 1 1 calc R U
H14B H 0.0438 0.9007 0.1511 0.029 Uiso 1 1 calc R U
C15 C -0.0054(2) 1.02580(17) 0.08788(8) 0.0309(5) Uani 1 1 d . .
H15A H 0.0274 1.0367 0.0482 0.037 Uiso 1 1 calc R U
H15B H -0.1028 1.0137 0.0907 0.037 Uiso 1 1 calc R U
C16 C 0.0035(2) 1.13751(17) 0.11817(8) 0.0328(5) Uani 1 1 d . .
H16A H -0.0404 1.1311 0.1567 0.039 Uiso 1 1 calc R U
H16B H -0.0472 1.2085 0.0996 0.039 Uiso 1 1 calc R U
C17 C 0.1530(2) 1.15340(16) 0.11884(8) 0.0276(4) Uani 1 1 d . .
H17A H 0.1561 1.2233 0.1410 0.033 Uiso 1 1 calc R U
H17B H 0.1930 1.1701 0.0805 0.033 Uiso 1 1 calc R U
C18 C 0.24009(19) 1.04299(15) 0.14302(7) 0.0211(4) Uani 1 1 d . .
H18A H 0.2053 1.0299 0.1824 0.025 Uiso 1 1 calc R U
H18B H 0.3369 1.0563 0.1414 0.025 Uiso 1 1 calc R U
C19 C 0.46947(19) 0.63220(15) 0.10713(6) 0.0213(4) Uani 1 1 d . .
C20 C 0.3993(2) 0.53308(16) 0.11004(7) 0.0252(4) Uani 1 1 d . .
C21 C 0.4798(2) 0.42002(17) 0.11489(7) 0.0328(5) Uani 1 1 d . .
H21 H 0.4363 0.3511 0.1169 0.039 Uiso 1 1 calc R U
C22 C 0.6201(2) 0.40520(18) 0.11682(7) 0.0355(5) Uani 1 1 d . .
H22 H 0.6722 0.3270 0.1194 0.043 Uiso 1 1 calc R U
C23 C 0.6846(2) 0.50373(17) 0.11502(7) 0.0317(5) Uani 1 1 d . .
H23 H 0.7813 0.4925 0.1170 0.038 Uiso 1 1 calc R U
C24 C 0.6120(2) 0.61999(17) 0.11034(7) 0.0249(4) Uani 1 1 d . .
C25 C 0.2450(2) 0.53934(17) 0.11055(7) 0.0283(4) Uani 1 1 d . .
H25 H 0.2017 0.6254 0.1073 0.034 Uiso 1 1 calc R U
C26 C 0.2081(2) 0.47308(18) 0.06226(8) 0.0343(5) Uani 1 1 d . .
H26A H 0.2513 0.5034 0.0272 0.051 Uiso 1 1 calc R U
H26B H 0.1077 0.4865 0.0619 0.051 Uiso 1 1 calc R U
H26C H 0.2417 0.3871 0.0670 0.051 Uiso 1 1 calc R U
C27 C 0.1840(2) 0.48501(18) 0.16530(8) 0.0401(6) Uani 1 1 d . .
H27A H 0.2200 0.3991 0.1677 0.060 Uiso 1 1 calc R U
H27B H 0.0833 0.4969 0.1666 0.060 Uiso 1 1 calc R U
H27C H 0.2099 0.5243 0.1965 0.060 Uiso 1 1 calc R U
C28 C 0.69100(19) 0.72304(17) 0.11243(7) 0.0265(4) Uani 1 1 d . .
H28 H 0.6257 0.8000 0.1090 0.032 Uiso 1 1 calc R U
C29 C 0.8113(2) 0.7219(2) 0.06610(8) 0.0333(5) Uani 1 1 d . .
H29A H 0.8844 0.6547 0.0730 0.050 Uiso 1 1 calc R U
H29B H 0.8478 0.7972 0.0655 0.050 Uiso 1 1 calc R U
H29C H 0.7783 0.7131 0.0303 0.050 Uiso 1 1 calc R U
C30 C 0.7507(2) 0.7185(2) 0.16820(8) 0.0367(5) Uani 1 1 d . .
H30A H 0.6779 0.7100 0.1985 0.055 Uiso 1 1 calc R U
H30B H 0.7869 0.7926 0.1720 0.055 Uiso 1 1 calc R U
H30C H 0.8253 0.6499 0.1697 0.055 Uiso 1 1 calc R U
O1' O 0.13241(12) 0.23302(10) 0.26233(5) 0.0208(3) Uani 1 1 d . .
N1' N 0.07590(13) 0.25077(12) 0.39181(5) 0.0145(3) Uani 1 1 d . .
C1' C 0.10053(16) 0.31693(14) 0.34822(6) 0.0138(3) Uani 1 1 d . .
C2' C 0.19280(17) 0.27081(14) 0.29679(6) 0.0163(3) Uani 1 1 d . .
C3' C 0.33954(17) 0.28009(14) 0.28895(6) 0.0161(3) Uani 1 1 d . .
C4' C 0.39676(17) 0.35129(15) 0.32199(7) 0.0180(4) Uani 1 1 d . .
H4' H 0.3415 0.3917 0.3520 0.022 Uiso 1 1 calc R U
C5' C 0.53445(18) 0.36269(16) 0.31072(7) 0.0226(4) Uani 1 1 d . .
H5' H 0.5734 0.4126 0.3325 0.027 Uiso 1 1 calc R U
C6' C 0.61559(18) 0.30115(17) 0.26764(7) 0.0242(4) Uani 1 1 d . .
H6' H 0.7100 0.3093 0.2601 0.029 Uiso 1 1 calc R U
C7' C 0.56049(18) 0.22786(16) 0.23546(7) 0.0226(4) Uani 1 1 d . .
H7' H 0.6174 0.1843 0.2067 0.027 Uiso 1 1 calc R U
C8' C 0.42234(18) 0.21871(15) 0.24549(7) 0.0196(4) Uani 1 1 d . .
H8' H 0.3834 0.1707 0.2229 0.023 Uiso 1 1 calc R U
C9' C 0.01195(16) 0.43869(14) 0.34911(6) 0.0143(3) Uani 1 1 d . .
C10' C -0.04745(17) 0.44506(14) 0.41061(6) 0.0155(3) Uani 1 1 d . .
H10C H 0.0050 0.4922 0.4309 0.019 Uiso 1 1 calc R U
H10D H -0.1452 0.4841 0.4139 0.019 Uiso 1 1 calc R U
C11' C -0.03549(17) 0.31672(15) 0.43482(6) 0.0160(3) Uani 1 1 d . .
C12' C -0.16709(17) 0.26352(15) 0.43695(7) 0.0193(4) Uani 1 1 d . .
H12D H -0.1986 0.2700 0.4000 0.029 Uiso 1 1 calc R U
H12E H -0.2385 0.3072 0.4631 0.029 Uiso 1 1 calc R U
H12F H -0.1491 0.1790 0.4492 0.029 Uiso 1 1 calc R U
C13' C 0.01486(18) 0.30430(16) 0.49176(6) 0.0197(4) Uani 1 1 d . .
H13D H 0.0352 0.2193 0.5029 0.030 Uiso 1 1 calc R U
H13E H -0.0568 0.3454 0.5186 0.030 Uiso 1 1 calc R U
H13F H 0.0987 0.3402 0.4906 0.030 Uiso 1 1 calc R U
C14' C 0.09422(17) 0.53987(14) 0.33056(6) 0.0162(3) Uani 1 1 d . .
H14C H 0.1636 0.5424 0.3565 0.019 Uiso 1 1 calc R U
H14D H 0.1439 0.5240 0.2933 0.019 Uiso 1 1 calc R U
C15' C -0.00079(18) 0.66023(15) 0.32896(7) 0.0189(4) Uani 1 1 d . .
H15C H -0.0467 0.6779 0.3667 0.023 Uiso 1 1 calc R U
H15D H 0.0546 0.7239 0.3169 0.023 Uiso 1 1 calc R U
C16' C -0.10961(18) 0.66064(15) 0.28964(7) 0.0212(4) Uani 1 1 d . .
H16C H -0.0643 0.6499 0.2513 0.025 Uiso 1 1 calc R U
H16D H -0.1720 0.7387 0.2906 0.025 Uiso 1 1 calc R U
C17' C -0.19317(17) 0.56018(15) 0.30607(7) 0.0198(4) Uani 1 1 d . .
H17C H -0.2469 0.5762 0.3426 0.024 Uiso 1 1 calc R U
H17D H -0.2591 0.5583 0.2786 0.024 Uiso 1 1 calc R U
C18' C -0.09986(17) 0.43901(15) 0.30905(7) 0.0174(4) Uani 1 1 d . .
H18C H -0.0541 0.4190 0.2715 0.021 Uiso 1 1 calc R U
H18D H -0.1566 0.3766 0.3219 0.021 Uiso 1 1 calc R U
C19' C 0.13369(17) 0.12371(14) 0.40050(6) 0.0165(3) Uani 1 1 d . .
C20' C 0.24543(18) 0.09392(16) 0.43202(7) 0.0210(4) Uani 1 1 d . .
C21' C 0.28690(19) -0.02742(16) 0.44476(7) 0.0253(4) Uani 1 1 d . .
H21' H 0.3621 -0.0506 0.4661 0.030 Uiso 1 1 calc R U
C22' C 0.22172(19) -0.11438(16) 0.42721(7) 0.0260(4) Uani 1 1 d . .
H22' H 0.2500 -0.1962 0.4373 0.031 Uiso 1 1 calc R U
C23' C 0.11548(19) -0.08187(15) 0.39499(7) 0.0234(4) Uani 1 1 d . .
H23' H 0.0728 -0.1428 0.3823 0.028 Uiso 1 1 calc R U
C24' C 0.06796(18) 0.03685(15) 0.38020(6) 0.0188(4) Uani 1 1 d . .
C25' C 0.33058(18) 0.18254(17) 0.44938(7) 0.0242(4) Uani 1 1 d . .
H25' H 0.2879 0.2651 0.4377 0.029 Uiso 1 1 calc R U
C26' C 0.3382(2) 0.17854(18) 0.51218(8) 0.0310(5) Uani 1 1 d . .
H26D H 0.3826 0.0988 0.5240 0.047 Uiso 1 1 calc R U
H26E H 0.2447 0.1957 0.5315 0.047 Uiso 1 1 calc R U
H26F H 0.3920 0.2385 0.5211 0.047 Uiso 1 1 calc R U
C27' C 0.4775(2) 0.15606(19) 0.42002(9) 0.0353(5) Uani 1 1 d . .
H27D H 0.5254 0.0806 0.4351 0.053 Uiso 1 1 calc R U
H27E H 0.5274 0.2212 0.4259 0.053 Uiso 1 1 calc R U
H27F H 0.4738 0.1494 0.3802 0.053 Uiso 1 1 calc R U
C28' C -0.04509(19) 0.06156(16) 0.34174(7) 0.0226(4) Uani 1 1 d . .
H28' H -0.0700 0.1502 0.3359 0.027 Uiso 1 1 calc R U
C29' C -0.1759(2) 0.01181(17) 0.36533(8) 0.0301(4) Uani 1 1 d . .
H29D H -0.1557 -0.0759 0.3675 0.045 Uiso 1 1 calc R U
H29E H -0.2486 0.0376 0.3410 0.045 Uiso 1 1 calc R U
H29F H -0.2070 0.0420 0.4024 0.045 Uiso 1 1 calc R U
C30' C 0.0073(2) 0.00676(17) 0.28518(7) 0.0319(5) Uani 1 1 d . .
H30D H 0.0938 0.0342 0.2707 0.048 Uiso 1 1 calc R U
H30E H -0.0618 0.0320 0.2593 0.048 Uiso 1 1 calc R U
H30F H 0.0232 -0.0808 0.2896 0.048 Uiso 1 1 calc R U
O1S O 0.60615(16) 0.54469(16) 0.43222(6) 0.0424(4) Uani 1 1 d . .
H1SA H 0.633(3) 0.533(2) 0.4655(12) 0.067(8) Uiso 1 1 d . .
H1SB H 0.517(3) 0.533(3) 0.4351(12) 0.084(10) Uiso 1 1 d . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
C1 N1 C11 111.99(14)
C1 N1 C19 126.35(14)
C19 N1 C11 121.44(12)
N1 C1 C2 122.26(15)
N1 C1 C9 113.71(14)
C9 C1 C2 123.18(14)
O1 C2 C1 113.94(15)
O1 C2 C3 123.90(15)
C3 C2 C1 122.11(15)
C4 C3 C2 118.01(16)
C8 C3 C2 121.92(15)
C8 C3 C4 119.98(16)
C3 C4 H4 119.9
C5 C4 C3 120.27(17)
C5 C4 H4 119.9
C4 C5 H5 120.3
C4 C5 C6 119.39(17)
C6 C5 H5 120.3
C5 C6 H6 119.7
C7 C6 C5 120.65(17)
C7 C6 H6 119.7
C6 C7 H7 119.7
C6 C7 C8 120.55(18)
C8 C7 H7 119.7
C3 C8 H8 120.5
C7 C8 C3 119.07(17)
C7 C8 H8 120.5
C1 C9 C10 100.55(13)
C1 C9 C14 108.92(14)
C1 C9 C18 112.74(13)
C10 C9 C14 114.39(14)
C18 C9 C10 112.01(14)
C18 C9 C14 108.14(14)
C9 C10 H10A 110.2
C9 C10 H10B 110.2
H10A C10 H10B 108.5
C11 C10 C9 107.62(13)
C11 C10 H10A 110.2
C11 C10 H10B 110.2
C10 C11 N1 100.11(12)
C12 C11 N1 111.13(14)
C12 C11 C10 112.87(14)
C12 C11 C13 109.17(14)
C13 C11 N1 109.69(13)
C13 C11 C10 113.59(15)
C11 C12 H12A 109.5
C11 C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12B 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C11 C13 H13A 109.5
C11 C13 H13B 109.5
C11 C13 H13C 109.5
H13A C13 H13B 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C9 C14 H14A 109.3
C9 C14 H14B 109.3
H14A C14 H14B 108.0
C15 C14 C9 111.60(15)
C15 C14 H14A 109.3
C15 C14 H14B 109.3
C14 C15 H15A 109.4
C14 C15 H15B 109.4
H15A C15 H15B 108.0
C16 C15 C14 111.11(15)
C16 C15 H15A 109.4
C16 C15 H15B 109.4
C15 C16 H16A 109.5
C15 C16 H16B 109.5
C15 C16 C17 110.89(16)
H16A C16 H16B 108.0
C17 C16 H16A 109.5
C17 C16 H16B 109.5
C16 C17 H17A 109.1
C16 C17 H17B 109.1
C16 C17 C18 112.29(15)
H17A C17 H17B 107.9
C18 C17 H17A 109.1
C18 C17 H17B 109.1
C9 C18 H18A 109.5
C9 C18 H18B 109.5
C17 C18 C9 110.83(14)
C17 C18 H18A 109.5
C17 C18 H18B 109.5
H18A C18 H18B 108.1
C20 C19 N1 118.41(16)
C24 C19 N1 118.87(16)
C24 C19 C20 122.64(17)
C19 C20 C25 125.71(17)
C21 C20 C19 116.44(18)
C21 C20 C25 117.81(17)
C20 C21 H21 118.9
C22 C21 C20 122.18(19)
C22 C21 H21 118.9
C21 C22 H22 120.1
C23 C22 C21 119.80(19)
C23 C22 H22 120.1
C22 C23 H23 119.1
C22 C23 C24 121.8(2)
C24 C23 H23 119.1
C19 C24 C28 125.06(17)
C23 C24 C19 117.11(18)
C23 C24 C28 117.73(18)
C20 C25 H25 108.5
C20 C25 C26 112.24(15)
C20 C25 C27 110.40(17)
C26 C25 H25 108.5
C27 C25 H25 108.5
C27 C25 C26 108.64(15)
C25 C26 H26A 109.5
C25 C26 H26B 109.5
C25 C26 H26C 109.5
H26A C26 H26B 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C25 C27 H27A 109.5
C25 C27 H27B 109.5
C25 C27 H27C 109.5
H27A C27 H27B 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
C24 C28 H28 108.6
C24 C28 C29 113.22(15)
C24 C28 C30 109.97(16)
C29 C28 H28 108.6
C30 C28 H28 108.6
C30 C28 C29 107.80(16)
C28 C29 H29A 109.5
C28 C29 H29B 109.5
C28 C29 H29C 109.5
H29A C29 H29B 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
C28 C30 H30A 109.5
C28 C30 H30B 109.5
C28 C30 H30C 109.5
H30A C30 H30B 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
C1' N1' C11' 112.33(13)
C1' N1' C19' 126.35(13)
C19' N1' C11' 121.12(12)
N1' C1' C2' 123.43(14)
N1' C1' C9' 113.51(14)
C9' C1' C2' 122.37(14)
O1' C2' C1' 114.38(14)
O1' C2' C3' 124.01(14)
C3' C2' C1' 121.48(13)
C4' C3' C2' 121.95(14)
C4' C3' C8' 119.89(15)
C8' C3' C2' 118.12(14)
C3' C4' H4' 120.2
C5' C4' C3' 119.64(15)
C5' C4' H4' 120.2
C4' C5' H5' 120.0
C4' C5' C6' 119.94(15)
C6' C5' H5' 120.0
C5' C6' H6' 119.6
C5' C6' C7' 120.82(16)
C7' C6' H6' 119.6
C6' C7' H7' 120.2
C8' C7' C6' 119.54(16)
C8' C7' H7' 120.2
C3' C8' H8' 119.9
C7' C8' C3' 120.13(15)
C7' C8' H8' 119.9
C1' C9' C10' 101.45(13)
C1' C9' C14' 112.81(13)
C1' C9' C18' 107.83(12)
C10' C9' C18' 113.32(13)
C14' C9' C10' 112.51(12)
C14' C9' C18' 108.74(13)
C9' C10' H10C 110.2
C9' C10' H10D 110.2
H10C C10' H10D 108.5
C11' C10' C9' 107.57(12)
C11' C10' H10C 110.2
C11' C10' H10D 110.2
C10' C11' N1' 100.66(12)
C12' C11' N1' 109.50(12)
C12' C11' C10' 114.08(14)
C13' C11' N1' 110.26(13)
C13' C11' C10' 112.56(13)
C13' C11' C12' 109.45(13)
C11' C12' H12D 109.5
C11' C12' H12E 109.5
C11' C12' H12F 109.5
H12D C12' H12E 109.5
H12D C12' H12F 109.5
H12E C12' H12F 109.5
C11' C13' H13D 109.5
C11' C13' H13E 109.5
C11' C13' H13F 109.5
H13D C13' H13E 109.5
H13D C13' H13F 109.5
H13E C13' H13F 109.5
C9' C14' H14C 109.5
C9' C14' H14D 109.5
H14C C14' H14D 108.1
C15' C14' C9' 110.88(13)
C15' C14' H14C 109.5
C15' C14' H14D 109.5
C14' C15' H15C 109.3
C14' C15' H15D 109.3
H15C C15' H15D 108.0
C16' C15' C14' 111.40(13)
C16' C15' H15C 109.3
C16' C15' H15D 109.3
C15' C16' H16C 109.6
C15' C16' H16D 109.6
C15' C16' C17' 110.48(14)
H16C C16' H16D 108.1
C17' C16' H16C 109.6
C17' C16' H16D 109.6
C16' C17' H17C 109.4
C16' C17' H17D 109.4
H17C C17' H17D 108.0
C18' C17' C16' 111.32(14)
C18' C17' H17C 109.4
C18' C17' H17D 109.4
C9' C18' H18C 109.3
C9' C18' H18D 109.3
C17' C18' C9' 111.77(13)
C17' C18' H18C 109.3
C17' C18' H18D 109.3
H18C C18' H18D 107.9
C20' C19' N1' 118.75(14)
C20' C19' C24' 122.69(16)
C24' C19' N1' 118.39(14)
C19' C20' C25' 124.89(16)
C21' C20' C19' 116.97(16)
C21' C20' C25' 117.97(16)
C20' C21' H21' 119.1
C22' C21' C20' 121.79(18)
C22' C21' H21' 119.1
C21' C22' H22' 120.3
C23' C22' C21' 119.46(17)
C23' C22' H22' 120.3
C22' C23' H23' 118.8
C22' C23' C24' 122.49(17)
C24' C23' H23' 118.8
C19' C24' C28' 125.64(15)
C23' C24' C19' 116.53(16)
C23' C24' C28' 117.77(15)
C20' C25' H25' 108.6
C20' C25' C26' 112.88(15)
C20' C25' C27' 109.54(15)
C26' C25' H25' 108.6
C27' C25' H25' 108.6
C27' C25' C26' 108.66(15)
C25' C26' H26D 109.5
C25' C26' H26E 109.5
C25' C26' H26F 109.5
H26D C26' H26E 109.5
H26D C26' H26F 109.5
H26E C26' H26F 109.5
C25' C27' H27D 109.5
C25' C27' H27E 109.5
C25' C27' H27F 109.5
H27D C27' H27E 109.5
H27D C27' H27F 109.5
H27E C27' H27F 109.5
C24' C28' H28' 108.4
C24' C28' C29' 112.77(14)
C24' C28' C30' 110.22(15)
C29' C28' H28' 108.4
C29' C28' C30' 108.67(14)
C30' C28' H28' 108.4
C28' C29' H29D 109.5
C28' C29' H29E 109.5
C28' C29' H29F 109.5
H29D C29' H29E 109.5
H29D C29' H29F 109.5
H29E C29' H29F 109.5
C28' C30' H30D 109.5
C28' C30' H30E 109.5
C28' C30' H30F 109.5
H30D C30' H30E 109.5
H30D C30' H30F 109.5
H30E C30' H30F 109.5
H1SA O1S H1SB 107(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C2 1.217(2)
N1 C1 1.292(2)
N1 C11 1.549(2)
N1 C19 1.471(2)
C1 C2 1.521(2)
C1 C9 1.506(2)
C2 C3 1.465(2)
C3 C4 1.401(2)
C3 C8 1.393(2)
C4 H4 0.9500
C4 C5 1.378(3)
C5 H5 0.9500
C5 C6 1.386(3)
C6 H6 0.9500
C6 C7 1.381(3)
C7 H7 0.9500
C7 C8 1.385(2)
C8 H8 0.9500
C9 C10 1.542(2)
C9 C14 1.552(2)
C9 C18 1.541(2)
C10 H10A 0.9900
C10 H10B 0.9900
C10 C11 1.529(2)
C11 C12 1.509(2)
C11 C13 1.519(2)
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
C14 H14A 0.9900
C14 H14B 0.9900
C14 C15 1.527(3)
C15 H15A 0.9900
C15 H15B 0.9900
C15 C16 1.521(3)
C16 H16A 0.9900
C16 H16B 0.9900
C16 C17 1.522(3)
C17 H17A 0.9900
C17 H17B 0.9900
C17 C18 1.526(3)
C18 H18A 0.9900
C18 H18B 0.9900
C19 C20 1.412(2)
C19 C24 1.404(3)
C20 C21 1.398(3)
C20 C25 1.514(3)
C21 H21 0.9500
C21 C22 1.376(3)
C22 H22 0.9500
C22 C23 1.373(3)
C23 H23 0.9500
C23 C24 1.396(3)
C24 C28 1.517(3)
C25 H25 1.0000
C25 C26 1.539(2)
C25 C27 1.537(2)
C26 H26A 0.9800
C26 H26B 0.9800
C26 H26C 0.9800
C27 H27A 0.9800
C27 H27B 0.9800
C27 H27C 0.9800
C28 H28 1.0000
C28 C29 1.539(3)
C28 C30 1.536(2)
C29 H29A 0.9800
C29 H29B 0.9800
C29 H29C 0.9800
C30 H30A 0.9800
C30 H30B 0.9800
C30 H30C 0.9800
O1' C2' 1.2192(18)
N1' C1' 1.288(2)
N1' C11' 1.552(2)
N1' C19' 1.471(2)
C1' C2' 1.522(2)
C1' C9' 1.505(2)
C2' C3' 1.463(2)
C3' C4' 1.397(2)
C3' C8' 1.400(2)
C4' H4' 0.9500
C4' C5' 1.384(2)
C5' H5' 0.9500
C5' C6' 1.388(2)
C6' H6' 0.9500
C6' C7' 1.388(2)
C7' H7' 0.9500
C7' C8' 1.380(2)
C8' H8' 0.9500
C9' C10' 1.542(2)
C9' C14' 1.534(2)
C9' C18' 1.557(2)
C10' H10C 0.9900
C10' H10D 0.9900
C10' C11' 1.530(2)
C11' C12' 1.519(2)
C11' C13' 1.517(2)
C12' H12D 0.9800
C12' H12E 0.9800
C12' H12F 0.9800
C13' H13D 0.9800
C13' H13E 0.9800
C13' H13F 0.9800
C14' H14C 0.9900
C14' H14D 0.9900
C14' C15' 1.522(2)
C15' H15C 0.9900
C15' H15D 0.9900
C15' C16' 1.521(2)
C16' H16C 0.9900
C16' H16D 0.9900
C16' C17' 1.526(2)
C17' H17C 0.9900
C17' H17D 0.9900
C17' C18' 1.524(2)
C18' H18C 0.9900
C18' H18D 0.9900
C19' C20' 1.403(2)
C19' C24' 1.408(2)
C20' C21' 1.396(2)
C20' C25' 1.521(2)
C21' H21' 0.9500
C21' C22' 1.377(3)
C22' H22' 0.9500
C22' C23' 1.373(3)
C23' H23' 0.9500
C23' C24' 1.391(2)
C24' C28' 1.521(2)
C25' H25' 1.0000
C25' C26' 1.535(2)
C25' C27' 1.532(3)
C26' H26D 0.9800
C26' H26E 0.9800
C26' H26F 0.9800
C27' H27D 0.9800
C27' H27E 0.9800
C27' H27F 0.9800
C28' H28' 1.0000
C28' C29' 1.536(2)
C28' C30' 1.539(2)
C29' H29D 0.9800
C29' H29E 0.9800
C29' H29F 0.9800
C30' H30D 0.9800
C30' H30E 0.9800
C30' H30F 0.9800
O1S H1SA 0.88(3)
O1S H1SB 0.91(3)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1S H1SA Cl1' 0.88(3) 2.34(3) 3.2167(16) 175(2) 2_666
O1S H1SB Cl1' 0.91(3) 2.23(3) 3.1357(17) 176(3) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139122908
